# Supplementary Information (SI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2025

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jjw1717
_database_code_depnum_ccdc_archive 'CCDC 2406453'
loop_
_audit_author_name
_audit_author_address
'Jan J. Weigand'
;TU Dresden
Germany
;
_audit_update_record             
;
2024-11-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2024-01-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H9 N2 P'
_chemical_formula_sum            'C12 H9 N2 P'
_chemical_formula_weight         212.18
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         C12H9N2P
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   6.64810(10)
_cell_length_b                   7.88450(10)
_cell_length_c                   9.99350(10)
_cell_angle_alpha                90
_cell_angle_beta                 104.510(2)
_cell_angle_gamma                90
_cell_volume                     507.121(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3741
_cell_measurement_temperature    104.94(16)
_cell_measurement_theta_max      76.4500
_cell_measurement_theta_min      4.5610
_shelx_estimated_absorpt_T_max   0.834
_shelx_estimated_absorpt_T_min   0.667
_exptl_absorpt_coefficient_mu    2.094
_exptl_absorpt_correction_T_max  0.863
_exptl_absorpt_correction_T_min  0.726
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             220
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0873
0 -1 0 0.1027
-2 0 -5 0.0616
-2 1 -5 0.0479
2 -1 5 0.0460
2 1 5 0.0501
0 0 1 0.0379
-4 2 1 0.0672
3 -2 -5 0.0362
-4 -2 3 0.0882
4 2 -3 0.0531

_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0008 1.0013 -0.0013 -0.0695 0.1824 -0.0135
-0.0008 -1.0013 0.0013 0.0695 -0.1824 0.0135
-1.9928 0.0074 -5.0157 -0.0437 -0.0910 -1.0220
-1.9920 1.0088 -5.0170 -0.1132 0.0914 -1.0354
1.9920 -1.0088 5.0170 0.1132 -0.0914 1.0354
1.9935 0.9939 5.0144 -0.0258 0.2734 1.0085
-0.0017 -0.0003 1.0010 -0.0612 -0.0127 0.1464
-4.0022 2.0142 0.9775 -0.8992 0.0437 -0.4604
3.0083 -2.0100 -4.9870 0.9691 -0.0702 -0.2702
-4.0086 -1.9917 2.9847 -0.7435 -0.7113 -0.1137
4.0086 1.9917 -2.9847 0.7435 0.7113 0.1137

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_unetI/netI     0.0201
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4624
_diffrn_reflns_point_group_measured_fraction_full 0.911
_diffrn_reflns_point_group_measured_fraction_max 0.888
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.645
_diffrn_reflns_theta_min         4.570
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      104.94(16)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5700
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00 -17.00   0.50    0.50    --  -38.50 -30.00 -68.00  186
  2  ω     20.00 116.00   0.50    0.50    --   42.75  30.00  92.00  192
  3  ω     11.00  36.00   0.50    0.50    --   42.75 -30.00 -68.00   50
  4  ω     89.00 116.00   0.50    1.00    --  111.00 -30.00 -68.00   54
  5  ω     57.00  84.00   0.50    1.00    --  111.00 -30.00 -68.00   54
  6  ω     99.00 176.00   0.50    1.00    --  111.00  30.00  92.00  154
  7  ω    -37.00 -12.00   0.50    0.50    --  -38.50  30.00  92.00   50
  8  ω    -49.00  -9.00   0.50    0.50    --  -38.50 125.00 120.00   80
  9  ω     31.00  82.00   0.50    0.50    --   42.75-125.00-180.00  102
 10  ω     29.00  62.00   0.50    0.50    --   42.75-125.00-120.00   66
 11  ω     28.00  94.00   0.50    0.50    --   42.75-125.00 -30.00  132
 12  ω    105.00 164.00   0.50    1.00    --  111.00  77.00 150.00  118
 13  ω    105.00 176.00   0.50    1.00    --  111.00  77.00  30.00  142
 14  ω     34.00  60.00   0.50    1.00    --  111.00 -94.00 -30.00   52
 15  ω    106.00 178.00   0.50    1.00    --  111.00  77.00   0.00  144
 16  ω     60.00 107.00   0.50    1.00    --  111.00 -94.00-120.00   94
 17  ω     44.00  98.00   0.50    1.00    --  111.00-125.00 -30.00  108
 18  ω     41.00 125.00   0.50    1.00    --  111.00 -61.00  60.00  168
 19  ω     34.00  59.00   0.50    1.00    --  111.00 -94.00  60.00   50
 20  ω     42.00 111.00   0.50    1.00    --  111.00 -77.00   0.00  138
 21  ω     46.00  94.00   0.50    1.00    --  111.00 -94.00 150.00   96
 22  ω     87.00 160.00   0.50    1.00    --  111.00  30.00 150.00  146
 23  ω    109.00 177.00   0.50    1.00    --  111.00 125.00  90.00  136
 24  ω     75.00 100.00   0.50    1.00    --  111.00 -94.00 -30.00   50
 25  ω     87.00 112.00   0.50    1.00    --  111.00-125.00  60.00   50
 26  ω     86.00 111.00   0.50    1.00    --  111.00-125.00 150.00   50
 27  ω     43.00  70.00   0.50    1.00    --  111.00 -94.00-150.00   54
 28  ω     42.00 109.00   0.50    1.00    --  111.00-125.00-120.00  134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1747846000
_diffrn_orient_matrix_UB_12      -0.0696246000
_diffrn_orient_matrix_UB_13      -0.0608371000
_diffrn_orient_matrix_UB_21      0.0776879000
_diffrn_orient_matrix_UB_22      0.1820877000
_diffrn_orient_matrix_UB_23      -0.0124534000
_diffrn_orient_matrix_UB_31      0.1440879000
_diffrn_orient_matrix_UB_32      -0.0133615000
_diffrn_orient_matrix_UB_33      0.1464922000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.671
_reflns_Friedel_fraction_full    0.808
_reflns_Friedel_fraction_max     0.772
_reflns_number_gt                1854
_reflns_number_total             1885
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.160
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 
;
 Flack x determined using 736 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.009(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         1885
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0241
_refine_ls_R_factor_gt           0.0236
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0348P)²+0.0988P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0631
_refine_ls_wR_factor_ref         0.0635
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P -0.00794(7) 0.67562(8) 0.52584(5) 0.02698(15) Uani 1 1 d . . . . .
N1 N 0.1474(3) 0.6076(3) 0.67684(18) 0.0259(4) Uani 1 1 d . . . . .
N2 N 0.3368(2) 0.5287(2) 0.52628(15) 0.0174(3) Uani 1 1 d . . . . .
C1 C 0.1640(3) 0.6018(3) 0.4341(2) 0.0210(4) Uani 1 1 d . . . . .
C2 C 0.1592(3) 0.5995(3) 0.2910(2) 0.0252(4) Uani 1 1 d . . . . .
H2 H 0.044919 0.649183 0.226288 0.030 Uiso 1 1 calc R U . . .
C3 C 0.3148(3) 0.5278(3) 0.2458(2) 0.0274(5) Uani 1 1 d . . . . .
H3 H 0.309989 0.527186 0.149984 0.033 Uiso 1 1 calc R U . . .
C4 C 0.4867(3) 0.4528(3) 0.3433(2) 0.0238(4) Uani 1 1 d . . . . .
H4 H 0.596549 0.402429 0.312113 0.029 Uiso 1 1 calc R U . . .
C5 C 0.4936(3) 0.4531(3) 0.4795(2) 0.0199(4) Uani 1 1 d . . . . .
H5 H 0.606857 0.401098 0.543466 0.024 Uiso 1 1 calc R U . . .
C6 C 0.3182(3) 0.5366(3) 0.66130(19) 0.0204(4) Uani 1 1 d . . . . .
C7 C 0.4832(3) 0.4748(3) 0.77931(19) 0.0205(4) Uani 1 1 d . . . . .
C8 C 0.4275(3) 0.3738(3) 0.8790(2) 0.0255(4) Uani 1 1 d . . . . .
H8 H 0.287226 0.338738 0.866424 0.031 Uiso 1 1 calc R U . . .
C9 C 0.5762(4) 0.3244(3) 0.9966(2) 0.0298(5) Uani 1 1 d . . . . .
H9 H 0.537388 0.254884 1.063569 0.036 Uiso 1 1 calc R U . . .
C10 C 0.7814(4) 0.3759(3) 1.0169(2) 0.0298(5) Uani 1 1 d . . . . .
H10 H 0.882591 0.342213 1.097659 0.036 Uiso 1 1 calc R U . . .
C11 C 0.8379(3) 0.4769(3) 0.9186(2) 0.0257(4) Uani 1 1 d . . . . .
H11 H 0.978036 0.512768 0.932510 0.031 Uiso 1 1 calc R U . . .
C12 C 0.6904(3) 0.5260(3) 0.79969(19) 0.0215(4) Uani 1 1 d . . . . .
H12 H 0.730335 0.594201 0.732360 0.026 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 N1 1.6882(19) . ?
P1 C1 1.735(2) . ?
N1 C6 1.310(3) . ?
N2 C1 1.403(2) . ?
N2 C5 1.380(3) . ?
N2 C6 1.387(2) . ?
C1 C2 1.422(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.352(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.431(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.350(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.478(3) . ?
C7 C8 1.397(3) . ?
C7 C12 1.400(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.388(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.389(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.387(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.393(3) . ?
C12 H12 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 P1 C1 91.67(9) . . ?
C6 N1 P1 112.59(14) . . ?
C5 N2 C1 121.24(16) . . ?
C5 N2 C6 127.42(16) . . ?
C6 N2 C1 111.26(16) . . ?
N2 C1 P1 109.28(14) . . ?
N2 C1 C2 117.61(18) . . ?
C2 C1 P1 133.10(16) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 120.98(18) . . ?
C3 C2 H2 119.5 . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.50(18) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.35(19) . . ?
C5 C4 H4 119.8 . . ?
N2 C5 H5 119.9 . . ?
C4 C5 N2 120.29(16) . . ?
C4 C5 H5 119.9 . . ?
N1 C6 N2 115.19(17) . . ?
N1 C6 C7 122.59(17) . . ?
N2 C6 C7 122.18(17) . . ?
C8 C7 C6 118.75(18) . . ?
C8 C7 C12 119.20(18) . . ?
C12 C7 C6 121.84(17) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.2(2) . . ?
C9 C8 H8 119.9 . . ?
C8 C9 H9 119.8 . . ?
C8 C9 C10 120.5(2) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 120.2 . . ?
C11 C10 C9 119.6(2) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 H11 119.8 . . ?
C10 C11 C12 120.4(2) . . ?
C12 C11 H11 119.8 . . ?
C7 C12 H12 120.0 . . ?
C11 C12 C7 120.05(19) . . ?
C11 C12 H12 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 N1 C6 N2 -0.9(2) . . . . ?
P1 N1 C6 C7 176.92(15) . . . . ?
P1 C1 C2 C3 -177.90(19) . . . . ?
N1 P1 C1 N2 -0.63(15) . . . . ?
N1 P1 C1 C2 178.0(2) . . . . ?
N1 C6 C7 C8 48.1(3) . . . . ?
N1 C6 C7 C12 -126.5(2) . . . . ?
N2 C1 C2 C3 0.7(3) . . . . ?
N2 C6 C7 C8 -134.1(2) . . . . ?
N2 C6 C7 C12 51.2(3) . . . . ?
C1 P1 N1 C6 0.91(17) . . . . ?
C1 N2 C5 C4 2.1(3) . . . . ?
C1 N2 C6 N1 0.4(2) . . . . ?
C1 N2 C6 C7 -177.44(17) . . . . ?
C1 C2 C3 C4 0.1(4) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
C3 C4 C5 N2 -1.2(3) . . . . ?
C5 N2 C1 P1 177.13(15) . . . . ?
C5 N2 C1 C2 -1.8(3) . . . . ?
C5 N2 C6 N1 -176.20(19) . . . . ?
C5 N2 C6 C7 5.9(3) . . . . ?
C6 N2 C1 P1 0.2(2) . . . . ?
C6 N2 C1 C2 -178.66(19) . . . . ?
C6 N2 C5 C4 178.4(2) . . . . ?
C6 C7 C8 C9 -175.0(2) . . . . ?
C6 C7 C12 C11 174.30(18) . . . . ?
C7 C8 C9 C10 0.5(3) . . . . ?
C8 C7 C12 C11 -0.3(3) . . . . ?
C8 C9 C10 C11 -0.3(3) . . . . ?
C9 C10 C11 C12 -0.3(3) . . . . ?
C10 C11 C12 C7 0.6(3) . . . . ?
C12 C7 C8 C9 -0.2(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.109
_oxdiff_exptl_absorpt_empirical_full_min 0.906
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jjw1077
_database_code_depnum_ccdc_archive 'CCDC 2406457'
loop_
_audit_author_name
_audit_author_address
'Jan J. Weigand'
;TU Dresden
Germany
;
_audit_update_record             
;
2024-11-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2019-06-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C F3 O3 S), C24 H30 N5 O2 P'
_chemical_formula_sum            'C26 H30 F6 N5 O8 P S2'
_chemical_formula_weight         749.64
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C15 H15 N15 O15 F15 S15 Cl15 P1 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.0358(2)
_cell_length_b                   11.58762(19)
_cell_length_c                   15.5946(2)
_cell_angle_alpha                95.6498(12)
_cell_angle_beta                 107.2800(15)
_cell_angle_gamma                110.3810(17)
_cell_volume                     1581.42(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11166
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      76.4040
_cell_measurement_theta_min      3.0470
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.841
_exptl_absorpt_correction_T_max  0.442
_exptl_absorpt_correction_T_min  0.117
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             772
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -7 3 0.1315
0 -7 6 0.1173
0 -4 9 0.0786
-2 1 10 0.0685
-3 0 10 0.0784
-1 -1 10 0.0601
0 0 -9 0.0683
0 -5 3 0.1271
-5 0 -1 0.1103
5 -1 1 0.0863
-1 5 1 0.0878
1 5 1 0.0883
-5 -2 -1 0.1148
0 4 -5 0.0689
5 0 -4 0.0739
-5 -1 5 0.1134
-3 5 -3 0.1259
0 1 -5 0.0512
1 0 -5 0.0761
0 -1 5 0.0472
0 1 5 0.0456
0 -1 -5 0.0784
-2 0 -5 0.0764

_exptl_crystal_size_max          0.297
_exptl_crystal_size_mid          0.204
_exptl_crystal_size_min          0.098
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.3121 -7.1344 2.9434 0.8622 -0.4109 -0.2963
0.0358 -6.5228 5.6174 0.9407 -0.1236 -0.3159
-0.4179 -3.6893 9.2450 0.8426 0.4579 -0.2837
-1.8954 1.4182 9.6385 0.4293 0.9021 0.0434
-3.0434 -0.0404 9.9485 0.6780 0.7152 0.1695
-1.1557 -1.2997 10.0417 0.6807 0.7188 -0.1409
-0.3270 0.0618 -9.2318 -0.4085 -0.8594 0.3076
0.0000 -5.0000 3.0000 0.6629 -0.2160 -0.2016
-5.0000 -0.0000 -1.0000 0.3082 -0.4058 0.7648
5.0000 -1.0000 1.0000 -0.2033 0.3077 -0.7883
-1.0000 5.0000 1.0000 -0.4078 0.5192 0.2372
1.0000 5.0000 1.0000 -0.5495 0.6449 -0.0576
-5.0000 -2.0000 -1.0000 0.5181 -0.6020 0.7177
-0.0000 4.0000 -5.0000 -0.6501 -0.0652 0.2339
5.0000 0.0000 -4.0000 -0.5385 -0.0518 -0.6251
-5.0000 -1.0000 5.0000 0.6895 0.0452 0.5736
-3.0000 5.0000 -3.0000 -0.4503 0.0274 0.6437
-0.0000 1.0000 -5.0000 -0.3352 -0.3595 0.1633
1.0000 -0.0000 -5.0000 -0.3011 -0.3947 -0.0076
0.0000 -1.0000 5.0000 0.3352 0.3595 -0.1633
0.0000 1.0000 5.0000 0.1253 0.5557 -0.1162
-0.0000 -1.0000 -5.0000 -0.1253 -0.5557 0.1162
-2.0000 -0.0000 -5.0000 -0.0886 -0.5833 0.4345

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0221
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            15338
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.770
_diffrn_reflns_theta_min         3.046
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -65.00  32.00   0.50    0.50    --  -38.50  57.00 -90.00  194
  2  ω    -61.00  34.00   0.50    0.50    --  -38.50  38.00  60.00  190
  3  ω      2.00  29.00   0.50    0.50    --   42.50 -99.00   0.00   54
  4  ω     55.00  95.00   0.50    0.50    --   42.50-125.00  60.00   80
  5  ω     51.00 127.00   0.50    2.00    --  111.00 -45.00 120.00  152
  6  ω    107.00 134.00   0.50    2.00    --  111.00 -30.00  30.00   54
  7  ω     67.00  97.00   0.50    2.00    --  111.00 -94.00 120.00   60
  8  ω     79.00 121.00   0.50    2.00    --  111.00-125.00  30.00   84
  9  ω     49.00  87.00   0.50    2.00    --  111.00 -30.00  30.00   76
 10  ω     39.00  66.00   0.50    2.00    --  111.00 -94.00 120.00   54
 11  ω     51.00 120.00   0.50    2.00    --  111.00-125.00  90.00  138
 12  ω     47.00  93.00   0.50    2.00    --  111.00-125.00  60.00   92
 13  ω     39.00  95.00   0.50    2.00    --  111.00-125.00   0.00  112
 14  ω     41.00 119.00   0.50    2.00    --  111.00-125.00 -90.00  156
 15  ω     86.00 118.00   0.50    2.00    --  111.00-125.00-150.00   64
 16  ω     68.00  95.00   0.50    2.00    --  111.00 -94.00-180.00   54
 17  ω     83.00 134.00   0.50    2.00    --  111.00 -45.00-120.00  102
 18  ω    110.00 135.00   0.50    2.00    --  111.00 -30.00-150.00   50
 19  ω     90.00 174.00   0.50    2.00    --  111.00  45.00-150.00  168
 20  ω    106.00 133.00   0.50    2.00    --  111.00 125.00 -60.00   54
 21  ω     37.00 174.00   0.50    2.00    --  111.00   0.00-180.00  274
 22  ω     53.00  87.00   0.50    2.00    --  111.00 -30.00-150.00   68
 23  ω     32.00 105.00   0.50    2.00    --  111.00 -94.00 -90.00  146
 24  ω     31.00  92.00   0.50    2.00    --  111.00 -94.00  90.00  122
 25  ω     31.00  88.00   0.50    2.00    --  111.00 -94.00 150.00  114
 26  ω    107.00 144.00   0.50    2.00    --  111.00 125.00 150.00   74
 27  ω   -108.00 -16.00   0.50    0.50    --  -38.50 -57.00 120.00  184
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0708525000
_diffrn_orient_matrix_UB_12      -0.1049472000
_diffrn_orient_matrix_UB_13      0.0460537000
_diffrn_orient_matrix_UB_21      0.0628525000
_diffrn_orient_matrix_UB_22      0.0981064000
_diffrn_orient_matrix_UB_23      0.0915171000
_diffrn_orient_matrix_UB_31      -0.1473682000
_diffrn_orient_matrix_UB_32      0.0235493000
_diffrn_orient_matrix_UB_33      -0.0279464000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6332
_reflns_number_total             6601
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.519
_refine_diff_density_min         -0.519
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     439
_refine_ls_number_reflns         6601
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0327
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0460P)²+0.7265P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0847
_refine_ls_wR_factor_ref         0.0857
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2), C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B)
2.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16), C20(H20), C21(H21), C23(H23), C24(H24)
2.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C10(H10A,
 H10B,H10C), C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.16629(4) 0.49010(3) 0.26124(2) 0.01929(9) Uani 1 1 d . . . . .
F1 F 0.04339(12) 0.46759(13) 0.38989(7) 0.0467(3) Uani 1 1 d . . . . .
F2 F 0.26048(13) 0.45243(10) 0.42757(7) 0.0371(2) Uani 1 1 d . . . . .
F3 F 0.24719(13) 0.63361(10) 0.42472(8) 0.0424(3) Uani 1 1 d . . . . .
O3 O 0.08055(14) 0.56078(12) 0.22103(8) 0.0319(3) Uani 1 1 d . . . . .
O4 O 0.32446(13) 0.54322(13) 0.27118(9) 0.0353(3) Uani 1 1 d . . . . .
O5 O 0.09055(15) 0.35548(11) 0.22792(8) 0.0324(3) Uani 1 1 d . . . . .
C25 C 0.17879(17) 0.51194(15) 0.38146(10) 0.0247(3) Uani 1 1 d . . . . .
S2 S 0.33481(4) 0.28342(3) 0.01316(2) 0.01688(8) Uani 1 1 d . . . . .
F4 F 0.09383(10) 0.07177(9) -0.04542(6) 0.02743(19) Uani 1 1 d . . . . .
F5 F 0.11766(10) 0.18925(9) 0.07902(7) 0.02757(19) Uani 1 1 d . . . . .
F6 F 0.25938(10) 0.08430(8) 0.08484(6) 0.02503(18) Uani 1 1 d . . . . .
O6 O 0.24140(13) 0.33681(10) -0.04507(7) 0.0241(2) Uani 1 1 d . . . . .
O7 O 0.42947(12) 0.36223(10) 0.10368(7) 0.0262(2) Uani 1 1 d . . . . .
O8 O 0.40718(12) 0.22262(10) -0.03220(8) 0.0234(2) Uani 1 1 d . . . . .
C26 C 0.19424(15) 0.15089(13) 0.03439(9) 0.0183(3) Uani 1 1 d . . . . .
P1 P 0.40521(4) 0.87756(3) 0.26779(2) 0.01455(8) Uani 1 1 d . . . . .
O1 O 1.18076(14) 0.80454(13) 0.58430(8) 0.0350(3) Uani 1 1 d . . . . .
O2 O 1.29157(12) 0.89667(11) 0.49570(8) 0.0302(2) Uani 1 1 d . . . . .
N1 N 0.44967(12) 1.12843(10) 0.30642(7) 0.0151(2) Uani 1 1 d . . . . .
N2 N 0.58456(12) 1.10430(10) 0.22386(7) 0.0140(2) Uani 1 1 d . . . . .
N3 N 0.37521(12) 0.70303(10) 0.14014(8) 0.0140(2) Uani 1 1 d . . . . .
N4 N 0.55038(12) 0.82806(10) 0.28218(8) 0.0160(2) Uani 1 1 d . . . . .
N5 N 1.17767(14) 0.83213(12) 0.51038(9) 0.0234(3) Uani 1 1 d . . . . .
C1 C 0.48342(14) 1.04159(12) 0.26179(9) 0.0142(2) Uani 1 1 d . . . . .
C2 C 0.33622(15) 1.09531(13) 0.35365(9) 0.0182(3) Uani 1 1 d . . . . .
H2 H 0.3194 1.0094 0.3623 0.022 Uiso 1 1 calc R . . . .
C3 C 0.18427(17) 1.08952(16) 0.29099(11) 0.0277(3) Uani 1 1 d . . . . .
H3A H 0.1957 1.1717 0.2796 0.042 Uiso 1 1 calc GR . . . .
H3B H 0.1104 1.0626 0.3202 0.042 Uiso 1 1 calc GR . . . .
H3C H 0.1508 1.0306 0.2336 0.042 Uiso 1 1 calc GR . . . .
C4 C 0.39392(18) 1.17918(15) 0.44918(10) 0.0255(3) Uani 1 1 d . . . . .
H4A H 0.4970 1.1908 0.4813 0.038 Uiso 1 1 calc GR . . . .
H4B H 0.3314 1.1400 0.4829 0.038 Uiso 1 1 calc GR . . . .
H4C H 0.3898 1.2598 0.4437 0.038 Uiso 1 1 calc GR . . . .
C5 C 0.52933(15) 1.24576(12) 0.29611(9) 0.0164(2) Uani 1 1 d . . . . .
C6 C 0.51872(18) 1.36520(13) 0.33136(10) 0.0231(3) Uani 1 1 d . . . . .
H6A H 0.4137 1.3526 0.3147 0.035 Uiso 1 1 calc GR . . . .
H6B H 0.5690 1.4308 0.3049 0.035 Uiso 1 1 calc GR . . . .
H6C H 0.5666 1.3892 0.3973 0.035 Uiso 1 1 calc GR . . . .
C7 C 0.61693(14) 1.23124(12) 0.24602(9) 0.0159(2) Uani 1 1 d . . . . .
C8 C 0.72951(16) 1.33305(13) 0.22185(11) 0.0217(3) Uani 1 1 d . . . . .
H8A H 0.8188 1.3158 0.2298 0.033 Uiso 1 1 calc GR . . . .
H8B H 0.7567 1.4128 0.2614 0.033 Uiso 1 1 calc GR . . . .
H8C H 0.6856 1.3361 0.1588 0.033 Uiso 1 1 calc GR . . . .
C9 C 0.65156(14) 1.04143(12) 0.17047(9) 0.0160(2) Uani 1 1 d . . . . .
H9 H 0.5814 0.9524 0.1469 0.019 Uiso 1 1 calc R . . . .
C10 C 0.80326(15) 1.04507(14) 0.23258(10) 0.0209(3) Uani 1 1 d . . . . .
H10A H 0.8761 1.1311 0.2549 0.031 Uiso 1 1 calc GR . . . .
H10B H 0.8393 0.9974 0.1981 0.031 Uiso 1 1 calc GR . . . .
H10C H 0.7898 1.0091 0.2838 0.031 Uiso 1 1 calc GR . . . .
C11 C 0.66734(17) 1.09677(14) 0.08738(10) 0.0214(3) Uani 1 1 d . . . . .
H11A H 0.5807 1.1159 0.0596 0.032 Uiso 1 1 calc GR . . . .
H11B H 0.6730 1.0365 0.0432 0.032 Uiso 1 1 calc GR . . . .
H11C H 0.7582 1.1727 0.1071 0.032 Uiso 1 1 calc GR . . . .
C12 C 0.30677(14) 0.78442(12) 0.14960(9) 0.0148(2) Uani 1 1 d . . . . .
C13 C 0.17366(15) 0.76945(12) 0.08102(10) 0.0180(3) Uani 1 1 d . . . . .
H13 H 0.1245 0.8229 0.0872 0.022 Uiso 1 1 calc R . . . .
C14 C 0.11468(15) 0.67307(13) 0.00261(10) 0.0190(3) Uani 1 1 d . . . . .
H14 H 0.0280 0.6641 -0.0455 0.023 Uiso 1 1 calc R . . . .
C15 C 0.18531(15) 0.58974(12) -0.00405(9) 0.0180(3) Uani 1 1 d . . . . .
H15 H 0.1443 0.5240 -0.0558 0.022 Uiso 1 1 calc R . . . .
C16 C 0.31595(15) 0.60502(12) 0.06625(9) 0.0160(2) Uani 1 1 d . . . . .
H16 H 0.3627 0.5489 0.0630 0.019 Uiso 1 1 calc R . . . .
C17 C 0.51547(14) 0.73376(12) 0.21854(9) 0.0146(2) Uani 1 1 d . . . . .
C18 C 0.60246(14) 0.65315(12) 0.21488(9) 0.0155(2) Uani 1 1 d . . . . .
H18A H 0.6207 0.6500 0.1572 0.019 Uiso 1 1 calc R . . . .
H18B H 0.5413 0.5678 0.2159 0.019 Uiso 1 1 calc R . . . .
C19 C 0.75279(15) 0.70035(12) 0.29365(9) 0.0158(2) Uani 1 1 d . . . . .
C20 C 0.88668(16) 0.73476(13) 0.27461(9) 0.0189(3) Uani 1 1 d . . . . .
H20 H 0.8822 0.7284 0.2138 0.023 Uiso 1 1 calc R . . . .
C21 C 1.02664(16) 0.77840(14) 0.34559(10) 0.0207(3) Uani 1 1 d . . . . .
H21 H 1.1163 0.8022 0.3332 0.025 Uiso 1 1 calc R . . . .
C22 C 1.02957(16) 0.78572(13) 0.43507(10) 0.0198(3) Uani 1 1 d . . . . .
C23 C 0.89833(17) 0.74880(14) 0.45646(10) 0.0216(3) Uani 1 1 d . . . . .
H23 H 0.9035 0.7523 0.5172 0.026 Uiso 1 1 calc R . . . .
C24 C 0.75948(16) 0.70658(13) 0.38495(10) 0.0192(3) Uani 1 1 d . . . . .
H24 H 0.6701 0.6822 0.3977 0.023 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O3 1.4408(11) . ?
S1 O4 1.4411(11) . ?
S1 O5 1.4357(12) . ?
S1 C25 1.8274(16) . ?
F1 C25 1.3270(19) . ?
F2 C25 1.3439(18) . ?
F3 C25 1.3332(18) . ?
S2 O6 1.4474(10) . ?
S2 O7 1.4404(11) . ?
S2 O8 1.4449(10) . ?
S2 C26 1.8239(14) . ?
F4 C26 1.3385(16) . ?
F5 C26 1.3296(16) . ?
F6 C26 1.3443(16) . ?
P1 N4 1.7074(11) . ?
P1 C1 1.8103(13) . ?
P1 C12 1.8225(14) . ?
O1 N5 1.2207(18) . ?
O2 N5 1.2297(18) . ?
N1 C1 1.3607(16) . ?
N1 C2 1.4951(17) . ?
N1 C5 1.3697(17) . ?
N2 C1 1.3549(17) . ?
N2 C7 1.3744(16) . ?
N2 C9 1.4935(16) . ?
N3 C12 1.3664(16) . ?
N3 C16 1.3551(17) . ?
N3 C17 1.4649(16) . ?
N4 C17 1.2708(18) . ?
N5 C22 1.4696(17) . ?
C2 H2 0.9800 . ?
C2 C3 1.5217(19) . ?
C2 C4 1.520(2) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C6 1.4888(18) . ?
C5 C7 1.3771(19) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.4908(18) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9 0.9800 . ?
C9 C10 1.5261(17) . ?
C9 C11 1.5264(18) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.3827(18) . ?
C13 H13 0.9300 . ?
C13 C14 1.391(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.3951(19) . ?
C15 H15 0.9300 . ?
C15 C16 1.3778(19) . ?
C16 H16 0.9300 . ?
C17 C18 1.4916(17) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.5087(17) . ?
C19 C20 1.3927(19) . ?
C19 C24 1.3987(19) . ?
C20 H20 0.9300 . ?
C20 C21 1.3876(19) . ?
C21 H21 0.9300 . ?
C21 C22 1.381(2) . ?
C22 C23 1.388(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.385(2) . ?
C24 H24 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 S1 O4 114.66(7) . . ?
O3 S1 C25 104.72(7) . . ?
O4 S1 C25 101.58(7) . . ?
O5 S1 O3 115.09(8) . . ?
O5 S1 O4 115.38(8) . . ?
O5 S1 C25 102.90(7) . . ?
F1 C25 S1 112.59(10) . . ?
F1 C25 F2 107.67(13) . . ?
F1 C25 F3 107.00(13) . . ?
F2 C25 S1 110.51(10) . . ?
F3 C25 S1 111.71(11) . . ?
F3 C25 F2 107.10(12) . . ?
O6 S2 C26 102.50(6) . . ?
O7 S2 O6 114.64(6) . . ?
O7 S2 O8 115.42(7) . . ?
O7 S2 C26 104.03(6) . . ?
O8 S2 O6 114.94(6) . . ?
O8 S2 C26 102.85(6) . . ?
F4 C26 S2 110.31(9) . . ?
F4 C26 F6 107.43(11) . . ?
F5 C26 S2 111.72(9) . . ?
F5 C26 F4 107.91(11) . . ?
F5 C26 F6 107.68(11) . . ?
F6 C26 S2 111.62(9) . . ?
N4 P1 C1 105.66(6) . . ?
N4 P1 C12 91.85(6) . . ?
C1 P1 C12 107.06(6) . . ?
C1 N1 C2 123.70(11) . . ?
C1 N1 C5 109.00(11) . . ?
C5 N1 C2 127.22(11) . . ?
C1 N2 C7 108.99(11) . . ?
C1 N2 C9 123.58(11) . . ?
C7 N2 C9 127.38(11) . . ?
C12 N3 C17 112.27(11) . . ?
C16 N3 C12 122.49(11) . . ?
C16 N3 C17 125.23(11) . . ?
C17 N4 P1 111.60(9) . . ?
O1 N5 O2 123.56(13) . . ?
O1 N5 C22 118.06(13) . . ?
O2 N5 C22 118.38(12) . . ?
N1 C1 P1 120.17(10) . . ?
N2 C1 P1 132.16(10) . . ?
N2 C1 N1 107.52(11) . . ?
N1 C2 H2 106.5 . . ?
N1 C2 C3 110.13(11) . . ?
N1 C2 C4 113.08(11) . . ?
C3 C2 H2 106.5 . . ?
C4 C2 H2 106.5 . . ?
C4 C2 C3 113.66(12) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C6 125.56(12) . . ?
N1 C5 C7 107.26(11) . . ?
C7 C5 C6 127.17(12) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 C5 107.18(11) . . ?
N2 C7 C8 125.67(12) . . ?
C5 C7 C8 127.13(12) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 H9 107.3 . . ?
N2 C9 C10 111.06(11) . . ?
N2 C9 C11 112.32(10) . . ?
C10 C9 H9 107.3 . . ?
C10 C9 C11 111.26(11) . . ?
C11 C9 H9 107.3 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C12 P1 106.11(9) . . ?
N3 C12 C13 119.68(12) . . ?
C13 C12 P1 133.23(10) . . ?
C12 C13 H13 120.6 . . ?
C12 C13 C14 118.76(12) . . ?
C14 C13 H13 120.6 . . ?
C13 C14 H14 119.9 . . ?
C13 C14 C15 120.14(12) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.87(12) . . ?
C16 C15 H15 120.1 . . ?
N3 C16 C15 118.95(12) . . ?
N3 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
N3 C17 C18 117.16(11) . . ?
N4 C17 N3 115.73(11) . . ?
N4 C17 C18 127.11(12) . . ?
C17 C18 H18A 109.0 . . ?
C17 C18 H18B 109.0 . . ?
C17 C18 C19 113.12(11) . . ?
H18A C18 H18B 107.8 . . ?
C19 C18 H18A 109.0 . . ?
C19 C18 H18B 109.0 . . ?
C20 C19 C18 119.22(12) . . ?
C20 C19 C24 119.62(12) . . ?
C24 C19 C18 121.13(12) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.55(13) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 H21 120.8 . . ?
C22 C21 C20 118.41(13) . . ?
C22 C21 H21 120.8 . . ?
C21 C22 N5 118.52(13) . . ?
C21 C22 C23 122.63(13) . . ?
C23 C22 N5 118.84(13) . . ?
C22 C23 H23 120.8 . . ?
C24 C23 C22 118.30(13) . . ?
C24 C23 H23 120.8 . . ?
C19 C24 H24 119.8 . . ?
C23 C24 C19 120.45(13) . . ?
C23 C24 H24 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 S1 C25 F1 61.13(13) . . . . ?
O3 S1 C25 F2 -178.44(11) . . . . ?
O3 S1 C25 F3 -59.30(12) . . . . ?
O4 S1 C25 F1 -179.25(12) . . . . ?
O4 S1 C25 F2 -58.81(12) . . . . ?
O4 S1 C25 F3 60.32(12) . . . . ?
O5 S1 C25 F1 -59.54(13) . . . . ?
O5 S1 C25 F2 60.90(12) . . . . ?
O5 S1 C25 F3 -179.97(11) . . . . ?
O6 S2 C26 F4 57.75(10) . . . . ?
O6 S2 C26 F5 -62.27(11) . . . . ?
O6 S2 C26 F6 177.11(9) . . . . ?
O7 S2 C26 F4 177.45(9) . . . . ?
O7 S2 C26 F5 57.43(11) . . . . ?
O7 S2 C26 F6 -63.19(11) . . . . ?
O8 S2 C26 F4 -61.83(10) . . . . ?
O8 S2 C26 F5 178.15(9) . . . . ?
O8 S2 C26 F6 57.53(11) . . . . ?
P1 N4 C17 N3 10.55(14) . . . . ?
P1 N4 C17 C18 -170.30(10) . . . . ?
P1 C12 C13 C14 -168.53(11) . . . . ?
O1 N5 C22 C21 -158.72(14) . . . . ?
O1 N5 C22 C23 20.09(19) . . . . ?
O2 N5 C22 C21 21.39(19) . . . . ?
O2 N5 C22 C23 -159.81(13) . . . . ?
N1 C5 C7 N2 2.17(14) . . . . ?
N1 C5 C7 C8 -176.28(12) . . . . ?
N3 C12 C13 C14 -1.59(19) . . . . ?
N3 C17 C18 C19 174.00(10) . . . . ?
N4 P1 C1 N1 -138.09(10) . . . . ?
N4 P1 C1 N2 36.85(14) . . . . ?
N4 P1 C12 N3 13.78(9) . . . . ?
N4 P1 C12 C13 -178.01(13) . . . . ?
N4 C17 C18 C19 -5.14(19) . . . . ?
N5 C22 C23 C24 179.27(12) . . . . ?
C1 P1 N4 C17 -122.37(10) . . . . ?
C1 P1 C12 N3 120.79(9) . . . . ?
C1 P1 C12 C13 -71.01(14) . . . . ?
C1 N1 C2 C3 -97.76(14) . . . . ?
C1 N1 C2 C4 133.86(13) . . . . ?
C1 N1 C5 C6 177.26(12) . . . . ?
C1 N1 C5 C7 -1.53(14) . . . . ?
C1 N2 C7 C5 -2.05(14) . . . . ?
C1 N2 C7 C8 176.43(12) . . . . ?
C1 N2 C9 C10 -93.59(14) . . . . ?
C1 N2 C9 C11 141.10(12) . . . . ?
C2 N1 C1 P1 -6.81(16) . . . . ?
C2 N1 C1 N2 177.13(11) . . . . ?
C2 N1 C5 C6 0.5(2) . . . . ?
C2 N1 C5 C7 -178.25(12) . . . . ?
C5 N1 C1 P1 176.33(9) . . . . ?
C5 N1 C1 N2 0.26(14) . . . . ?
C5 N1 C2 C3 78.52(16) . . . . ?
C5 N1 C2 C4 -49.86(17) . . . . ?
C6 C5 C7 N2 -176.58(13) . . . . ?
C6 C5 C7 C8 5.0(2) . . . . ?
C7 N2 C1 P1 -174.29(10) . . . . ?
C7 N2 C1 N1 1.12(14) . . . . ?
C7 N2 C9 C10 83.62(15) . . . . ?
C7 N2 C9 C11 -41.69(17) . . . . ?
C9 N2 C1 P1 3.37(19) . . . . ?
C9 N2 C1 N1 178.78(11) . . . . ?
C9 N2 C7 C5 -179.60(11) . . . . ?
C9 N2 C7 C8 -1.1(2) . . . . ?
C12 P1 N4 C17 -14.07(10) . . . . ?
C12 P1 C1 N1 124.96(10) . . . . ?
C12 P1 C1 N2 -60.11(13) . . . . ?
C12 N3 C16 C15 2.90(19) . . . . ?
C12 N3 C17 N4 0.71(16) . . . . ?
C12 N3 C17 C18 -178.53(11) . . . . ?
C12 C13 C14 C15 3.1(2) . . . . ?
C13 C14 C15 C16 -1.6(2) . . . . ?
C14 C15 C16 N3 -1.33(19) . . . . ?
C16 N3 C12 P1 168.70(10) . . . . ?
C16 N3 C12 C13 -1.43(19) . . . . ?
C16 N3 C17 N4 -178.50(12) . . . . ?
C16 N3 C17 C18 2.26(18) . . . . ?
C17 N3 C12 P1 -10.54(12) . . . . ?
C17 N3 C12 C13 179.34(11) . . . . ?
C17 N3 C16 C15 -177.97(11) . . . . ?
C17 C18 C19 C20 -119.06(13) . . . . ?
C17 C18 C19 C24 62.81(16) . . . . ?
C18 C19 C20 C21 -179.95(12) . . . . ?
C18 C19 C24 C23 179.27(12) . . . . ?
C19 C20 C21 C22 0.6(2) . . . . ?
C20 C19 C24 C23 1.1(2) . . . . ?
C20 C21 C22 N5 -179.89(12) . . . . ?
C20 C21 C22 C23 1.4(2) . . . . ?
C21 C22 C23 C24 -2.0(2) . . . . ?
C22 C23 C24 C19 0.7(2) . . . . ?
C24 C19 C20 C21 -1.8(2) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.586
_oxdiff_exptl_absorpt_empirical_full_min 0.567
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jjw0916
_database_code_depnum_ccdc_archive 'CCDC 2406470'
loop_
_audit_author_name
_audit_author_address
'Jan J. Weigand'
;TU Dresden
Germany
;
_audit_update_record             
;
2024-11-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT430_jjw0916             
;
PROBLEM: Short Inter D...A Contact  O2       ..N2       .       2.78 Ang.  
RESPONSE: This is caused by a close contact between anion and cation.
;
# end Validation Reply Form
_audit_creation_date             2018-08-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H37 N6 P, 2(C F3 O3 S), C2 H3 N'
_chemical_formula_sum            'C29 H40 F6 N7 O6 P S2'
_chemical_formula_weight         791.77
_chemical_melting_point          ?
_chemical_oxdiff_formula         C29H40F6N7O6PS2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.0067(3)
_cell_length_b                   9.56675(19)
_cell_length_c                   24.2375(6)
_cell_angle_alpha                90
_cell_angle_beta                 95.874(2)
_cell_angle_gamma                90
_cell_volume                     3692.04(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7993
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.3390
_cell_measurement_theta_min      3.1550
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.435
_exptl_absorpt_correction_T_max  0.943
_exptl_absorpt_correction_T_min  0.644
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1648
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0137
1 0 -1 0.0144
-1 0 1 0.0144
0 -1 0 0.1837
0 1 0 0.1837
-1 0 -1 0.0166
1 0 1 0.0166
0 0 1 0.0137

_exptl_crystal_size_max          0.368
_exptl_crystal_size_mid          0.037
_exptl_crystal_size_min          0.027
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0005 -0.0003 -0.9997 -0.0373 -0.0453 0.0252
0.9989 -0.0003 -0.9985 0.0253 -0.1060 -0.0165
-0.9989 0.0003 0.9985 -0.0253 0.1060 0.0165
-0.0020 -0.9998 0.0084 0.0897 0.0010 0.1337
0.0020 0.9998 -0.0084 -0.0897 -0.0010 -0.1337
-0.9978 -0.0002 -1.0009 -0.0999 0.0154 0.0669
0.9978 0.0002 1.0009 0.0999 -0.0154 -0.0669
-0.0005 0.0003 0.9997 0.0373 0.0453 -0.0252

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            20334
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.584
_diffrn_reflns_theta_min         3.166
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -61.00  29.00   0.50    6.75    --  -38.50  38.00-150.00  180
  2  ω    -62.00  32.00   0.50    6.75    --  -38.50  57.00 -60.00  188
  3  ω      4.00  78.00   0.50    6.75    --   42.25 -99.00  60.00  148
  4  ω     45.00 135.00   0.50   25.00    --  111.00 -30.00-120.00  180
  5  ω     79.00 108.00   0.50   25.00    --  111.00 -94.00 120.00   58
  6  ω     46.00 124.00   0.50   25.00    --  111.00 -61.00 150.00  156
  7  ω     77.00 109.00   0.50   25.00    --  111.00 -94.00-120.00   64
  8  ω     98.00 134.00   0.50   25.00    --  111.00 125.00 -90.00   72
  9  ω    150.00 177.00   0.50   25.00    --  111.00 125.00 -90.00   54
 10  ω     40.00  66.00   0.50   25.00    --  111.00 -94.00 120.00   52
 11  ω     30.00  56.00   0.50   25.00    --  111.00 -94.00-180.00   52
 12  ω    106.00 140.00   0.50   25.00    --  111.00  45.00  60.00   68
 13  ω     35.00  62.00   0.50   25.00    --  111.00 -94.00-120.00   54
 14  ω     67.00 115.00   0.50   25.00    --  111.00-125.00  60.00   96
 15  ω     88.00 176.00   0.50   25.00    --  111.00  45.00 -90.00  176
 16  ω     69.00  99.00   0.50   25.00    --  111.00 -94.00-180.00   60
 17  ω     54.00 139.00   0.50   25.00    --  111.00 -61.00 -60.00  170
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0626192000
_diffrn_orient_matrix_UB_12      -0.0894967000
_diffrn_orient_matrix_UB_13      0.0373730000
_diffrn_orient_matrix_UB_21      -0.0608778000
_diffrn_orient_matrix_UB_22      -0.0004888000
_diffrn_orient_matrix_UB_23      0.0452735000
_diffrn_orient_matrix_UB_31      -0.0417116000
_diffrn_orient_matrix_UB_32      -0.1338497000
_diffrn_orient_matrix_UB_33      -0.0251993000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6517
_reflns_number_total             7664
_reflns_odcompleteness_completeness 99.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.593
_refine_diff_density_min         -0.487
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     471
_refine_ls_number_reflns         7664
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0471
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0644P)²+1.5979P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1193
_refine_ls_wR_factor_ref         0.1254
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11), C14(H14)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C19(H19), C20(H20), C22(H22), C23(H23)
2.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C),
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C16(H16A,H16B,
 H16C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.78337(3) 0.10209(5) 0.35620(2) 0.01997(12) Uani 1 1 d . . . . .
N1 N 0.79137(10) 0.02809(18) 0.42416(7) 0.0201(3) Uani 1 1 d . . . . .
N2 N 0.75400(10) 0.11820(18) 0.45926(7) 0.0198(3) Uani 1 1 d . . . . .
N3 N 0.91945(11) 0.10476(18) 0.29393(7) 0.0222(3) Uani 1 1 d . . . . .
N4 N 0.95421(10) 0.21316(18) 0.37244(7) 0.0207(3) Uani 1 1 d . . . . .
N5 N 0.75449(10) 0.25718(19) 0.38182(7) 0.0227(3) Uani 1 1 d . . . . .
N6 N 0.59308(12) 0.6981(2) 0.54144(8) 0.0290(4) Uani 1 1 d . . . . .
C1 C 0.78658(12) -0.1023(2) 0.44421(9) 0.0223(4) Uani 1 1 d . . . . .
C2 C 0.74986(12) -0.0944(2) 0.49350(9) 0.0241(4) Uani 1 1 d . . . . .
H2 H 0.7420 -0.1688 0.5171 0.029 Uiso 1 1 calc R . . . .
C3 C 0.72697(11) 0.0427(2) 0.50151(8) 0.0216(4) Uani 1 1 d . . . . .
C4 C 0.81357(14) -0.2256(2) 0.41348(9) 0.0267(4) Uani 1 1 d . . . . .
H4A H 0.7772 -0.2367 0.3797 0.040 Uiso 1 1 calc GR . . . .
H4B H 0.8107 -0.3078 0.4360 0.040 Uiso 1 1 calc GR . . . .
H4C H 0.8702 -0.2122 0.4049 0.040 Uiso 1 1 calc GR . . . .
C5 C 0.67834(13) 0.0968(2) 0.54608(9) 0.0272(4) Uani 1 1 d . . . . .
H5A H 0.7161 0.1379 0.5749 0.041 Uiso 1 1 calc GR . . . .
H5B H 0.6484 0.0212 0.5612 0.041 Uiso 1 1 calc GR . . . .
H5C H 0.6391 0.1661 0.5309 0.041 Uiso 1 1 calc GR . . . .
C6 C 0.89199(12) 0.1394(2) 0.34338(9) 0.0210(4) Uani 1 1 d . . . . .
C7 C 0.99958(13) 0.1567(2) 0.29210(9) 0.0249(4) Uani 1 1 d . . . . .
C8 C 1.02102(12) 0.2247(2) 0.34099(9) 0.0247(4) Uani 1 1 d . . . . .
C9 C 1.05053(15) 0.1350(3) 0.24454(10) 0.0324(5) Uani 1 1 d . . . . .
H9A H 1.0620 0.0371 0.2408 0.049 Uiso 1 1 calc GR . . . .
H9B H 1.1025 0.1853 0.2512 0.049 Uiso 1 1 calc GR . . . .
H9C H 1.0198 0.1686 0.2111 0.049 Uiso 1 1 calc GR . . . .
C10 C 1.10145(13) 0.2994(3) 0.35843(11) 0.0319(5) Uani 1 1 d . . . . .
H10A H 1.0898 0.3830 0.3782 0.048 Uiso 1 1 calc GR . . . .
H10B H 1.1286 0.3234 0.3262 0.048 Uiso 1 1 calc GR . . . .
H10C H 1.1376 0.2398 0.3821 0.048 Uiso 1 1 calc GR . . . .
C11 C 0.87581(14) 0.0205(3) 0.24763(9) 0.0297(5) Uani 1 1 d . . . . .
H11 H 0.9165 0.0088 0.2204 0.036 Uiso 1 1 calc R . . . .
C12 C 0.85466(17) -0.1243(3) 0.26556(11) 0.0383(6) Uani 1 1 d . . . . .
H12A H 0.9026 -0.1645 0.2868 0.057 Uiso 1 1 calc GR . . . .
H12B H 0.8393 -0.1810 0.2334 0.057 Uiso 1 1 calc GR . . . .
H12C H 0.8085 -0.1201 0.2879 0.057 Uiso 1 1 calc GR . . . .
C13 C 0.80183(14) 0.0985(3) 0.21778(10) 0.0319(5) Uani 1 1 d . . . . .
H13A H 0.7573 0.1040 0.2414 0.048 Uiso 1 1 calc GR . . . .
H13B H 0.7823 0.0497 0.1843 0.048 Uiso 1 1 calc GR . . . .
H13C H 0.8191 0.1911 0.2088 0.048 Uiso 1 1 calc GR . . . .
C14 C 0.95067(12) 0.2651(2) 0.43006(9) 0.0244(4) Uani 1 1 d . . . . .
H14 H 0.9025 0.2190 0.4442 0.029 Uiso 1 1 calc R . . . .
C15 C 1.02831(13) 0.2222(3) 0.46841(10) 0.0311(5) Uani 1 1 d . . . . .
H15A H 1.0403 0.1253 0.4626 0.047 Uiso 1 1 calc GR . . . .
H15B H 1.0179 0.2364 0.5063 0.047 Uiso 1 1 calc GR . . . .
H15C H 1.0754 0.2780 0.4604 0.047 Uiso 1 1 calc GR . . . .
C16 C 0.93297(15) 0.4212(2) 0.43059(11) 0.0338(5) Uani 1 1 d . . . . .
H16A H 0.9813 0.4713 0.4209 0.051 Uiso 1 1 calc GR . . . .
H16B H 0.9208 0.4487 0.4670 0.051 Uiso 1 1 calc GR . . . .
H16C H 0.8857 0.4420 0.4043 0.051 Uiso 1 1 calc GR . . . .
C17 C 0.73665(11) 0.2509(2) 0.43242(9) 0.0218(4) Uani 1 1 d . . . . .
C18 C 0.70244(12) 0.3663(2) 0.46192(9) 0.0230(4) Uani 1 1 d . . . . .
C19 C 0.72707(13) 0.3961(2) 0.51730(10) 0.0282(4) Uani 1 1 d . . . . .
H19 H 0.7677 0.3408 0.5369 0.034 Uiso 1 1 calc R . . . .
C20 C 0.69217(14) 0.5066(2) 0.54390(10) 0.0285(4) Uani 1 1 d . . . . .
H20 H 0.7096 0.5245 0.5810 0.034 Uiso 1 1 calc R . . . .
C21 C 0.63006(13) 0.5929(2) 0.51507(9) 0.0250(4) Uani 1 1 d . . . . .
C22 C 0.60882(14) 0.5659(2) 0.45773(10) 0.0279(4) Uani 1 1 d . . . . .
H22 H 0.5705 0.6236 0.4373 0.034 Uiso 1 1 calc R . . . .
C23 C 0.64431(13) 0.4555(2) 0.43207(9) 0.0268(4) Uani 1 1 d . . . . .
H23 H 0.6296 0.4397 0.3945 0.032 Uiso 1 1 calc R . . . .
C24 C 0.52337(15) 0.7747(3) 0.51235(11) 0.0328(5) Uani 1 1 d . . . . .
H24A H 0.5428 0.8251 0.4819 0.049 Uiso 1 1 calc GR . . . .
H24B H 0.5011 0.8393 0.5374 0.049 Uiso 1 1 calc GR . . . .
H24C H 0.4802 0.7103 0.4986 0.049 Uiso 1 1 calc GR . . . .
C25 C 0.60540(19) 0.7086(3) 0.60123(11) 0.0428(6) Uani 1 1 d . . . . .
H25A H 0.5841 0.6260 0.6174 0.064 Uiso 1 1 calc GR . . . .
H25B H 0.5760 0.7890 0.6130 0.064 Uiso 1 1 calc GR . . . .
H25C H 0.6642 0.7179 0.6130 0.064 Uiso 1 1 calc GR . . . .
S1 S 0.55510(3) -0.05245(6) 0.36090(2) 0.02429(12) Uani 1 1 d . . . . .
F1 F 0.60441(10) 0.0229(2) 0.26474(7) 0.0515(4) Uani 1 1 d . . . . .
F2 F 0.47580(9) -0.04276(16) 0.26044(6) 0.0367(3) Uani 1 1 d . . . . .
F3 F 0.51145(12) 0.15690(16) 0.29486(7) 0.0490(4) Uani 1 1 d . . . . .
O1 O 0.59162(15) -0.1852(2) 0.35065(9) 0.0506(5) Uani 1 1 d . . . . .
O2 O 0.61156(11) 0.0461(2) 0.38996(8) 0.0402(4) Uani 1 1 d . . . . .
O3 O 0.47290(10) -0.0559(2) 0.37929(7) 0.0351(4) Uani 1 1 d . . . . .
C26 C 0.53562(14) 0.0254(2) 0.29175(10) 0.0282(4) Uani 1 1 d . . . . .
S2 S 0.91524(3) 0.13556(6) 0.60484(2) 0.02658(13) Uani 1 1 d . . . . .
F4 F 0.95565(15) 0.36586(18) 0.65927(9) 0.0631(5) Uani 1 1 d . . . . .
F5 F 0.91451(13) 0.19895(19) 0.70950(7) 0.0514(4) Uani 1 1 d . . . . .
F6 F 0.82341(14) 0.3110(2) 0.65507(9) 0.0663(6) Uani 1 1 d . . . . .
O4 O 1.00344(10) 0.10093(18) 0.61358(8) 0.0350(4) Uani 1 1 d . . . . .
O5 O 0.89075(11) 0.2148(2) 0.55532(7) 0.0393(4) Uani 1 1 d . . . . .
O6 O 0.85884(10) 0.02398(18) 0.61549(8) 0.0366(4) Uani 1 1 d . . . . .
C27 C 0.90146(19) 0.2590(3) 0.66011(11) 0.0392(6) Uani 1 1 d . . . . .
N7 N 0.76495(16) 0.0919(3) 0.78837(12) 0.0533(7) Uani 1 1 d . . . . .
C28 C 0.74134(14) 0.0335(3) 0.74882(12) 0.0354(5) Uani 1 1 d . . . . .
C29 C 0.71210(16) -0.0428(3) 0.69882(11) 0.0385(6) Uani 1 1 d . . . . .
H29A H 0.7544 -0.0403 0.6735 0.058 Uiso 1 1 calc GR . . . .
H29B H 0.6615 -0.0006 0.6818 0.058 Uiso 1 1 calc GR . . . .
H29C H 0.7011 -0.1382 0.7081 0.058 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 N1 1.7854(18) . ?
P1 N5 1.6909(18) . ?
P1 C6 1.832(2) . ?
N1 N2 1.389(2) . ?
N1 C1 1.344(3) . ?
N2 C3 1.359(3) . ?
N2 C17 1.440(3) . ?
N3 C6 1.359(3) . ?
N3 C7 1.380(3) . ?
N3 C11 1.496(3) . ?
N4 C6 1.357(3) . ?
N4 C8 1.380(3) . ?
N4 C14 1.489(3) . ?
N5 C17 1.289(3) . ?
N6 C21 1.360(3) . ?
N6 C24 1.456(3) . ?
N6 C25 1.446(3) . ?
C1 C2 1.386(3) . ?
C1 C4 1.483(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.381(3) . ?
C3 C5 1.487(3) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C7 C8 1.365(3) . ?
C7 C9 1.493(3) . ?
C8 C10 1.495(3) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11 0.9800 . ?
C11 C12 1.501(4) . ?
C11 C13 1.519(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14 0.9800 . ?
C14 C15 1.530(3) . ?
C14 C16 1.519(3) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.453(3) . ?
C18 C19 1.389(3) . ?
C18 C23 1.407(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.386(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.420(3) . ?
C21 C22 1.420(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.378(3) . ?
C23 H23 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
S1 O1 1.4303(19) . ?
S1 O2 1.4392(18) . ?
S1 O3 1.4322(16) . ?
S1 C26 1.832(2) . ?
F1 C26 1.338(3) . ?
F2 C26 1.330(3) . ?
F3 C26 1.320(3) . ?
S2 O4 1.4445(15) . ?
S2 O5 1.4396(18) . ?
S2 O6 1.4384(18) . ?
S2 C27 1.816(3) . ?
F4 C27 1.342(3) . ?
F5 C27 1.325(3) . ?
F6 C27 1.339(3) . ?
N7 C28 1.140(4) . ?
C28 C29 1.451(4) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 P1 C6 104.71(9) . . ?
N5 P1 N1 90.33(8) . . ?
N5 P1 C6 101.02(9) . . ?
N2 N1 P1 108.92(13) . . ?
C1 N1 P1 134.45(15) . . ?
C1 N1 N2 108.10(16) . . ?
N1 N2 C17 110.22(16) . . ?
C3 N2 N1 108.77(16) . . ?
C3 N2 C17 138.33(17) . . ?
C6 N3 C7 109.03(18) . . ?
C6 N3 C11 128.66(18) . . ?
C7 N3 C11 122.27(18) . . ?
C6 N4 C8 108.91(18) . . ?
C6 N4 C14 124.33(16) . . ?
C8 N4 C14 126.69(18) . . ?
C17 N5 P1 113.81(15) . . ?
C21 N6 C24 119.6(2) . . ?
C21 N6 C25 120.11(19) . . ?
C25 N6 C24 117.99(19) . . ?
N1 C1 C2 107.83(18) . . ?
N1 C1 C4 121.77(19) . . ?
C2 C1 C4 130.3(2) . . ?
C1 C2 H2 125.8 . . ?
C3 C2 C1 108.34(19) . . ?
C3 C2 H2 125.8 . . ?
N2 C3 C2 106.82(18) . . ?
N2 C3 C5 126.36(19) . . ?
C2 C3 C5 126.8(2) . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N3 C6 P1 120.01(15) . . ?
N4 C6 P1 132.21(16) . . ?
N4 C6 N3 107.34(17) . . ?
N3 C7 C9 123.9(2) . . ?
C8 C7 N3 107.19(18) . . ?
C8 C7 C9 128.9(2) . . ?
N4 C8 C10 125.1(2) . . ?
C7 C8 N4 107.53(18) . . ?
C7 C8 C10 127.3(2) . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3 C11 H11 106.0 . . ?
N3 C11 C12 112.47(19) . . ?
N3 C11 C13 111.95(19) . . ?
C12 C11 H11 106.0 . . ?
C12 C11 C13 113.8(2) . . ?
C13 C11 H11 106.0 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N4 C14 H14 106.6 . . ?
N4 C14 C15 111.94(17) . . ?
N4 C14 C16 111.18(19) . . ?
C15 C14 H14 106.6 . . ?
C16 C14 H14 106.6 . . ?
C16 C14 C15 113.52(19) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N2 C17 C18 120.84(18) . . ?
N5 C17 N2 114.83(18) . . ?
N5 C17 C18 124.33(19) . . ?
C19 C18 C17 123.17(19) . . ?
C19 C18 C23 118.7(2) . . ?
C23 C18 C17 118.1(2) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 C18 121.2(2) . . ?
C20 C19 H19 119.4 . . ?
C19 C20 H20 119.7 . . ?
C19 C20 C21 120.7(2) . . ?
C21 C20 H20 119.7 . . ?
N6 C21 C20 121.0(2) . . ?
N6 C21 C22 121.5(2) . . ?
C20 C21 C22 117.5(2) . . ?
C21 C22 H22 119.6 . . ?
C23 C22 C21 120.8(2) . . ?
C23 C22 H22 119.6 . . ?
C18 C23 H23 119.5 . . ?
C22 C23 C18 121.0(2) . . ?
C22 C23 H23 119.5 . . ?
N6 C24 H24A 109.5 . . ?
N6 C24 H24B 109.5 . . ?
N6 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N6 C25 H25A 109.5 . . ?
N6 C25 H25B 109.5 . . ?
N6 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O1 S1 O2 114.79(13) . . ?
O1 S1 O3 116.00(13) . . ?
O1 S1 C26 103.69(12) . . ?
O2 S1 C26 102.76(11) . . ?
O3 S1 O2 114.44(11) . . ?
O3 S1 C26 102.61(10) . . ?
F1 C26 S1 111.64(16) . . ?
F2 C26 S1 111.57(15) . . ?
F2 C26 F1 106.99(19) . . ?
F3 C26 S1 111.03(17) . . ?
F3 C26 F1 107.8(2) . . ?
F3 C26 F2 107.57(19) . . ?
O4 S2 C27 103.39(12) . . ?
O5 S2 O4 114.95(11) . . ?
O5 S2 C27 103.27(12) . . ?
O6 S2 O4 115.18(10) . . ?
O6 S2 O5 114.70(11) . . ?
O6 S2 C27 102.96(12) . . ?
F4 C27 S2 110.9(2) . . ?
F5 C27 S2 111.39(18) . . ?
F5 C27 F4 107.6(2) . . ?
F5 C27 F6 107.6(2) . . ?
F6 C27 S2 110.9(2) . . ?
F6 C27 F4 108.3(2) . . ?
N7 C28 C29 179.0(3) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 N1 N2 C3 153.70(13) . . . . ?
P1 N1 N2 C17 -11.29(17) . . . . ?
P1 N1 C1 C2 -145.85(16) . . . . ?
P1 N1 C1 C4 31.1(3) . . . . ?
P1 N5 C17 N2 6.9(2) . . . . ?
P1 N5 C17 C18 -173.70(15) . . . . ?
N1 P1 N5 C17 -11.38(15) . . . . ?
N1 P1 C6 N3 134.86(16) . . . . ?
N1 P1 C6 N4 -53.8(2) . . . . ?
N1 N2 C3 C2 1.7(2) . . . . ?
N1 N2 C3 C5 -175.49(18) . . . . ?
N1 N2 C17 N5 3.4(2) . . . . ?
N1 N2 C17 C18 -176.00(16) . . . . ?
N1 C1 C2 C3 4.0(2) . . . . ?
N2 N1 C1 C2 -2.9(2) . . . . ?
N2 N1 C1 C4 174.08(17) . . . . ?
N2 C17 C18 C19 38.9(3) . . . . ?
N2 C17 C18 C23 -143.92(19) . . . . ?
N3 C7 C8 N4 0.4(2) . . . . ?
N3 C7 C8 C10 -179.4(2) . . . . ?
N5 P1 N1 N2 12.81(13) . . . . ?
N5 P1 N1 C1 155.58(19) . . . . ?
N5 P1 C6 N3 -131.87(16) . . . . ?
N5 P1 C6 N4 39.4(2) . . . . ?
N5 C17 C18 C19 -140.4(2) . . . . ?
N5 C17 C18 C23 36.7(3) . . . . ?
N6 C21 C22 C23 -177.4(2) . . . . ?
C1 N1 N2 C3 0.7(2) . . . . ?
C1 N1 N2 C17 -164.27(16) . . . . ?
C1 C2 C3 N2 -3.5(2) . . . . ?
C1 C2 C3 C5 173.72(19) . . . . ?
C3 N2 C17 N5 -154.9(2) . . . . ?
C3 N2 C17 C18 25.6(3) . . . . ?
C4 C1 C2 C3 -172.6(2) . . . . ?
C6 P1 N1 N2 114.29(13) . . . . ?
C6 P1 N1 C1 -102.9(2) . . . . ?
C6 P1 N5 C17 -116.44(15) . . . . ?
C6 N3 C7 C8 -0.4(2) . . . . ?
C6 N3 C7 C9 178.16(19) . . . . ?
C6 N3 C11 C12 -59.0(3) . . . . ?
C6 N3 C11 C13 70.6(3) . . . . ?
C6 N4 C8 C7 -0.2(2) . . . . ?
C6 N4 C8 C10 179.6(2) . . . . ?
C6 N4 C14 C15 128.1(2) . . . . ?
C6 N4 C14 C16 -103.8(2) . . . . ?
C7 N3 C6 P1 173.53(14) . . . . ?
C7 N3 C6 N4 0.3(2) . . . . ?
C7 N3 C11 C12 118.7(2) . . . . ?
C7 N3 C11 C13 -111.7(2) . . . . ?
C8 N4 C6 P1 -172.15(16) . . . . ?
C8 N4 C6 N3 0.0(2) . . . . ?
C8 N4 C14 C15 -48.5(3) . . . . ?
C8 N4 C14 C16 79.7(2) . . . . ?
C9 C7 C8 N4 -178.1(2) . . . . ?
C9 C7 C8 C10 2.1(4) . . . . ?
C11 N3 C6 P1 -8.6(3) . . . . ?
C11 N3 C6 N4 178.17(19) . . . . ?
C11 N3 C7 C8 -178.47(18) . . . . ?
C11 N3 C7 C9 0.1(3) . . . . ?
C14 N4 C6 P1 10.8(3) . . . . ?
C14 N4 C6 N3 -177.06(17) . . . . ?
C14 N4 C8 C7 176.73(18) . . . . ?
C14 N4 C8 C10 -3.5(3) . . . . ?
C17 N2 C3 C2 160.3(2) . . . . ?
C17 N2 C3 C5 -16.9(4) . . . . ?
C17 C18 C19 C20 -179.4(2) . . . . ?
C17 C18 C23 C22 179.3(2) . . . . ?
C18 C19 C20 C21 -0.1(3) . . . . ?
C19 C18 C23 C22 -3.5(3) . . . . ?
C19 C20 C21 N6 177.3(2) . . . . ?
C19 C20 C21 C22 -3.3(3) . . . . ?
C20 C21 C22 C23 3.3(3) . . . . ?
C21 C22 C23 C18 0.1(3) . . . . ?
C23 C18 C19 C20 3.5(3) . . . . ?
C24 N6 C21 C20 -173.4(2) . . . . ?
C24 N6 C21 C22 7.3(3) . . . . ?
C25 N6 C21 C20 -10.9(3) . . . . ?
C25 N6 C21 C22 169.8(2) . . . . ?
O1 S1 C26 F1 -51.7(2) . . . . ?
O1 S1 C26 F2 68.00(19) . . . . ?
O1 S1 C26 F3 -172.02(18) . . . . ?
O2 S1 C26 F1 68.18(19) . . . . ?
O2 S1 C26 F2 -172.16(16) . . . . ?
O2 S1 C26 F3 -52.17(19) . . . . ?
O3 S1 C26 F1 -172.79(17) . . . . ?
O3 S1 C26 F2 -53.12(19) . . . . ?
O3 S1 C26 F3 66.86(18) . . . . ?
O4 S2 C27 F4 54.4(2) . . . . ?
O4 S2 C27 F5 -65.3(2) . . . . ?
O4 S2 C27 F6 174.77(19) . . . . ?
O5 S2 C27 F4 -65.7(2) . . . . ?
O5 S2 C27 F5 174.5(2) . . . . ?
O5 S2 C27 F6 54.7(2) . . . . ?
O6 S2 C27 F4 174.64(19) . . . . ?
O6 S2 C27 F5 54.9(2) . . . . ?
O6 S2 C27 F6 -65.0(2) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.349
_oxdiff_exptl_absorpt_empirical_full_min 0.713
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jjw0942
_database_code_depnum_ccdc_archive 'CCDC 2406463'
loop_
_audit_author_name
_audit_author_address
'Jan J. Weigand'
;TU Dresden
Germany
;
_audit_update_record             
;
2024-11-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT430_jjw0942             
;
PROBLEM: Short Inter D...A Contact  N1       ..O2B      .       2.80 Ang.  
RESPONSE: This is caused by a close contact between anion and cation.
;
# end Validation Reply Form
_audit_creation_date             2018-09-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H31 Br N5 O P, 2(C F3 O3 S), 2(C H2 Cl2)'
_chemical_formula_sum            'C27 H35 Br Cl4 F6 N5 O7 P S2'
_chemical_formula_weight         972.40
_chemical_melting_point          ?
_chemical_oxdiff_formula         C27H35BrCl4F6N5O7PS2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8199(3)
_cell_length_b                   11.6251(3)
_cell_length_c                   18.7271(5)
_cell_angle_alpha                91.327(2)
_cell_angle_beta                 98.488(2)
_cell_angle_gamma                106.588(2)
_cell_volume                     2021.62(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12356
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.6820
_cell_measurement_theta_min      4.7590
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.838
_exptl_absorpt_correction_T_max  0.799
_exptl_absorpt_correction_T_min  0.374
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.597
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             984
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 2 0.0255
0 -5 -8 0.0322
0 0 0 0.1775
-3 6 7 0.0935
0 7 -2 0.0217
0 7 4 0.0201
-2 -5 8 0.0779
-3 7 -5 0.0695
0 2 12 0.0245
0 4 -10 0.0181

_exptl_crystal_size_max          0.421
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.045
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0009 -1.0030 1.9951 -0.0298 -0.2051 -0.0293
-0.0026 -4.9862 -8.0207 -0.8622 0.2662 -0.4177
0.4998 0.0002 0.0009 0.0594 0.0051 -0.0576
-3.4965 5.9859 7.0189 0.5159 -0.1686 0.8655
-0.0017 7.0018 -1.9684 0.6839 0.5745 0.3857
0.0008 6.9922 4.0304 0.9217 0.1440 0.4762
-1.9954 -5.0128 7.9725 -0.4657 -0.9024 0.0541
-2.5019 7.0054 -4.9724 0.2681 0.7643 0.6287
0.0046 1.9803 12.0065 0.6937 -0.7380 0.2997
-0.0045 4.0153 -9.9802 0.0398 0.9639 0.0869

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_av_unetI/netI     0.0392
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22076
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.955
_diffrn_reflns_theta_min         2.391
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     19.00 113.00   0.50    3.00    --   42.50  57.00   0.00  188
  2  ω     42.00 126.00   0.50   12.00    --  111.00 -30.00 -60.00  168
  3  ω     97.00 132.00   0.50   12.00    --  111.00 -61.00  30.00   70
  4  ω    103.00 138.00   0.50   12.00    --  111.00 -61.00  60.00   70
  5  ω     98.00 142.00   0.50   12.00    --  111.00 -77.00 120.00   88
  6  ω     92.00 121.00   0.50   12.00    --  111.00-125.00 150.00   58
  7  ω     70.00 120.00   0.50   12.00    --  111.00-125.00  60.00  100
  8  ω     79.00 121.00   0.50   12.00    --  111.00-125.00 -30.00   84
  9  ω     88.00 116.00   0.50   12.00    --  111.00-125.00 -90.00   56
 10  ω     62.00 100.00   0.50   12.00    --  111.00 -94.00 -30.00   76
 11  ω     48.00 112.00   0.50   12.00    --  111.00 -45.00-120.00  128
 12  ω     77.00 131.00   0.50   12.00    --  111.00 -30.00-150.00  108
 13  ω     91.00 123.00   0.50   12.00    --  111.00  30.00-150.00   64
 14  ω    132.00 160.00   0.50   12.00    --  111.00  30.00-150.00   56
 15  ω     96.00 140.00   0.50   12.00    --  111.00 125.00 -30.00   88
 16  ω    123.00 157.00   0.50   12.00    --  111.00 125.00   0.00   68
 17  ω    122.00 150.00   0.50   12.00    --  111.00 125.00-120.00   56
 18  ω     94.00 120.00   0.50   12.00    --  111.00 125.00-120.00   52
 19  ω     24.00 178.00   0.50   12.00    --  111.00   0.00-180.00  308
 20  ω     61.00 121.00   0.50   12.00    --  111.00-125.00-150.00  120
 21  ω     44.00 139.00   0.50   12.00    --  111.00 -77.00   0.00  190
 22  ω     74.00  99.00   0.50   12.00    --  111.00 -94.00 120.00   50
 23  ω     49.00  80.00   0.50   12.00    --  111.00 -61.00  30.00   62
 24  ω     42.00  69.00   0.50   12.00    --  111.00 -61.00  60.00   54
 25  ω     38.00 133.00   0.50   12.00    --  111.00 -30.00  30.00  190
 26  ω     41.00  69.00   0.50    3.00    --   42.50 -57.00-150.00   56
 27  ω     40.00  68.00   0.50   12.00    --  111.00 -94.00-150.00   56
 28  ω     45.00  85.00   0.50   12.00    --  111.00 -94.00 -90.00   80
 29  ω     45.00  82.00   0.50   12.00    --  111.00-125.00 -90.00   74
 30  ω     36.00  71.00   0.50   12.00    --  111.00 -30.00-150.00   70
 31  ω    -27.00   1.00   0.50    3.00    --   42.50 -57.00-150.00   56
 32  ω    -68.00  35.00   0.50    3.00    --  -38.50  77.00-120.00  206
 33  ω     44.00  71.00   0.50   12.00    --  111.00-125.00 150.00   54
 34  ω   -110.00 -16.00   0.50    3.00    --  -38.50 -38.00  90.00  188
 35  ω    -94.00  -6.00   0.50    3.00    --  -38.50 125.00   0.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1187039000
_diffrn_orient_matrix_UB_12      0.1088888000
_diffrn_orient_matrix_UB_13      0.0397678000
_diffrn_orient_matrix_UB_21      0.0103066000
_diffrn_orient_matrix_UB_22      0.0619072000
_diffrn_orient_matrix_UB_23      -0.0716791000
_diffrn_orient_matrix_UB_31      -0.1153750000
_diffrn_orient_matrix_UB_32      0.0593440000
_diffrn_orient_matrix_UB_33      0.0152209000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7647
_reflns_number_total             8432
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.072
_refine_diff_density_min         -1.086
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     632
_refine_ls_number_reflns         8432
_refine_ls_number_restraints     272
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0561
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0986P)²+1.7790P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1540
_refine_ls_wR_factor_ref         0.1586
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
S2A \\sim F4A \\sim F5A \\sim F6A \\sim O5A \\sim O6A \\sim O7A \\sim C25A
\\sim S2B \\sim F4B \\sim F5B \\sim F6B \\sim O5B \\sim O6B \\sim O7B \\sim
C25B: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Same fragment restrains
{S2B, F5B, F6B, F4B, O5B, O7B, O6B, C25B} sigma for 1-2: 0.02, 1-3: 0.02
as
{S2A, F4A, F5A, F6A, O5A, O6A, O7A, C25A}
{S1B, F3B, F1B, F2B, O2B, O3B, O4B, C24B} sigma for 1-2: 0.02, 1-3: 0.02
as
{S1A, F1A, F2A, F3A, O2A, O3A, O4A, C24A}
4. Others
 Sof(S1B)=Sof(F3B)=Sof(F1B)=Sof(F2B)=Sof(O2B)=Sof(O3B)=Sof(O4B)=Sof(C24B)=1-
 FVAR(1)
 Sof(S1A)=Sof(F1A)=Sof(F2A)=Sof(F3A)=Sof(O2A)=Sof(O3A)=Sof(O4A)=Sof(C24A)=
 FVAR(1)
 Sof(S2B)=Sof(F5B)=Sof(F6B)=Sof(F4B)=Sof(O5B)=Sof(O7B)=Sof(O6B)=Sof(C25B)=1-
 FVAR(2)
 Sof(S2A)=Sof(F4A)=Sof(F5A)=Sof(F6A)=Sof(O5A)=Sof(O6A)=Sof(O7A)=Sof(C25A)=
 FVAR(2)
5.a Ternary CH refined with riding coordinates:
 C11(H11), C14(H14)
5.b Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B), C27(H27A,H27B)
5.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C19(H19), C20(H20), C22(H22), C23(H23)
5.d Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C),
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C16(H16A,H16B,
 H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.60460(4) 0.11734(3) 0.39202(2) 0.04044(12) Uani 1 1 d . . . . .
P1 P 0.54616(7) 0.41770(6) 0.71168(4) 0.02792(16) Uani 1 1 d . . . . .
O1 O 0.3668(2) 0.08181(19) 0.71810(11) 0.0335(4) Uani 1 1 d . . . . .
N1 N 0.4752(2) 0.3758(2) 0.79165(12) 0.0271(4) Uani 1 1 d . . . . .
N2 N 0.4157(2) 0.2547(2) 0.79231(12) 0.0277(4) Uani 1 1 d . . . . .
N3 N 0.8180(3) 0.5744(2) 0.72157(15) 0.0379(6) Uani 1 1 d . . . . .
N4 N 0.8280(2) 0.4324(2) 0.79535(14) 0.0313(5) Uani 1 1 d . . . . .
N5 N 0.5122(2) 0.2651(2) 0.69011(12) 0.0257(4) Uani 1 1 d . . . . .
C1 C 0.4323(3) 0.4309(3) 0.84477(16) 0.0328(6) Uani 1 1 d . . . . .
C2 C 0.3491(3) 0.3412(3) 0.88073(17) 0.0381(7) Uani 1 1 d . . . . .
H2 H 0.3088 0.3531 0.9212 0.046 Uiso 1 1 calc R . . . .
C3 C 0.3360(3) 0.2314(3) 0.84646(15) 0.0334(6) Uani 1 1 d . . . . .
C4 C 0.4726(3) 0.5639(3) 0.8556(2) 0.0439(8) Uani 1 1 d . . . . .
H4A H 0.5729 0.5973 0.8528 0.066 Uiso 1 1 calc GR . . . .
H4B H 0.4547 0.5860 0.9022 0.066 Uiso 1 1 calc GR . . . .
H4C H 0.4162 0.5944 0.8186 0.066 Uiso 1 1 calc GR . . . .
C5 C 0.2533(4) 0.1078(3) 0.86018(19) 0.0457(8) Uani 1 1 d . . . . .
H5A H 0.1769 0.0758 0.8203 0.069 Uiso 1 1 calc GR . . . .
H5B H 0.2133 0.1101 0.9038 0.069 Uiso 1 1 calc GR . . . .
H5C H 0.3161 0.0576 0.8653 0.069 Uiso 1 1 calc GR . . . .
C6 C 0.7384(3) 0.4709(2) 0.74537(15) 0.0296(5) Uani 1 1 d . . . . .
C7 C 0.9554(3) 0.6009(3) 0.7568(2) 0.0450(8) Uani 1 1 d . . . . .
C8 C 0.9622(3) 0.5137(3) 0.8038(2) 0.0448(8) Uani 1 1 d . . . . .
C9 C 1.0743(5) 0.7078(3) 0.7440(3) 0.0720(15) Uani 1 1 d . . . . .
H9A H 1.0897 0.7025 0.6947 0.108 Uiso 1 1 calc GR . . . .
H9B H 1.1610 0.7097 0.7759 0.108 Uiso 1 1 calc GR . . . .
H9C H 1.0487 0.7799 0.7530 0.108 Uiso 1 1 calc GR . . . .
C10 C 1.0880(4) 0.5057(4) 0.8566(4) 0.0804(19) Uani 1 1 d . . . . .
H10A H 1.0547 0.4645 0.8974 0.121 Uiso 1 1 calc GR . . . .
H10B H 1.1490 0.5853 0.8726 0.121 Uiso 1 1 calc GR . . . .
H10C H 1.1414 0.4622 0.8337 0.121 Uiso 1 1 calc GR . . . .
C11 C 0.7677(5) 0.6508(3) 0.66673(19) 0.0539(10) Uani 1 1 d . . . . .
H11 H 0.8535 0.7160 0.6612 0.065 Uiso 1 1 calc R . . . .
C12 C 0.6654(5) 0.7114(3) 0.6940(2) 0.0557(10) Uani 1 1 d . . . . .
H12A H 0.5734 0.6532 0.6932 0.084 Uiso 1 1 calc GR . . . .
H12B H 0.6545 0.7743 0.6634 0.084 Uiso 1 1 calc GR . . . .
H12C H 0.7037 0.7450 0.7426 0.084 Uiso 1 1 calc GR . . . .
C13 C 0.7143(7) 0.5831(4) 0.5926(2) 0.0736(15) Uani 1 1 d . . . . .
H13A H 0.7862 0.5489 0.5796 0.110 Uiso 1 1 calc GR . . . .
H13B H 0.6961 0.6377 0.5573 0.110 Uiso 1 1 calc GR . . . .
H13C H 0.6271 0.5201 0.5941 0.110 Uiso 1 1 calc GR . . . .
C14 C 0.7833(3) 0.3194(3) 0.83241(17) 0.0329(6) Uani 1 1 d . . . . .
H14 H 0.6897 0.2725 0.8056 0.040 Uiso 1 1 calc R . . . .
C15 C 0.7596(4) 0.3439(3) 0.90886(18) 0.0414(7) Uani 1 1 d . . . . .
H15A H 0.8500 0.3857 0.9380 0.062 Uiso 1 1 calc GR . . . .
H15B H 0.7188 0.2690 0.9290 0.062 Uiso 1 1 calc GR . . . .
H15C H 0.6950 0.3923 0.9079 0.062 Uiso 1 1 calc GR . . . .
C16 C 0.8857(4) 0.2426(3) 0.8288(2) 0.0483(8) Uani 1 1 d . . . . .
H16A H 0.9107 0.2424 0.7811 0.073 Uiso 1 1 calc GR . . . .
H16B H 0.8392 0.1617 0.8393 0.073 Uiso 1 1 calc GR . . . .
H16C H 0.9713 0.2755 0.8636 0.073 Uiso 1 1 calc GR . . . .
C17 C 0.4250(3) 0.1866(2) 0.72937(14) 0.0267(5) Uani 1 1 d . . . . .
C18 C 0.5324(3) 0.2288(2) 0.61924(14) 0.0257(5) Uani 1 1 d . . . . .
C19 C 0.6707(3) 0.2363(3) 0.60774(16) 0.0352(6) Uani 1 1 d . . . . .
H19 H 0.7477 0.2616 0.6455 0.042 Uiso 1 1 calc R . . . .
C20 C 0.6933(3) 0.2056(3) 0.53922(17) 0.0382(6) Uani 1 1 d . . . . .
H20 H 0.7858 0.2123 0.5303 0.046 Uiso 1 1 calc R . . . .
C21 C 0.5764(3) 0.1649(2) 0.48445(15) 0.0301(5) Uani 1 1 d . . . . .
C22 C 0.4374(3) 0.1571(3) 0.49615(15) 0.0311(5) Uani 1 1 d . . . . .
H22 H 0.3599 0.1294 0.4588 0.037 Uiso 1 1 calc R . . . .
C23 C 0.4157(3) 0.1909(3) 0.56393(15) 0.0304(5) Uani 1 1 d . . . . .
H23 H 0.3238 0.1882 0.5723 0.036 Uiso 1 1 calc R . . . .
S1B S 0.12570(15) 0.35657(14) 0.63258(12) 0.0273(5) Uani 0.466(4) 1 d D . P A 2
F3B F 0.1360(8) 0.5547(7) 0.5667(5) 0.0498(17) Uani 0.466(4) 1 d D . P A 2
F1B F 0.3313(9) 0.5027(12) 0.5758(7) 0.046(2) Uani 0.466(4) 1 d D . P A 2
F2B F 0.2768(4) 0.5794(4) 0.6693(2) 0.0444(10) Uani 0.466(4) 1 d D . P A 2
O2B O 0.2324(14) 0.3249(10) 0.6837(6) 0.039(2) Uani 0.466(4) 1 d D . P A 2
O3B O 0.0842(5) 0.2864(4) 0.5644(3) 0.0410(11) Uani 0.466(4) 1 d D . P A 2
O4B O 0.0108(13) 0.3786(12) 0.6645(9) 0.040(2) Uani 0.466(4) 1 d D . P A 2
C24B C 0.2215(9) 0.5062(6) 0.6091(4) 0.0324(13) Uani 0.466(4) 1 d D . P A 2
S2A S 0.8839(5) 0.7153(4) 0.9394(3) 0.0318(7) Uani 0.550(11) 1 d D U P B 1
F4A F 1.1102(5) 0.8330(5) 0.8866(5) 0.0683(19) Uani 0.550(11) 1 d D U P B 1
F5A F 0.9626(12) 0.9355(9) 0.9033(8) 0.074(2) Uani 0.550(11) 1 d D U P B 1
F6A F 1.1048(8) 0.8993(9) 0.9926(5) 0.077(2) Uani 0.550(11) 1 d D U P B 1
O5A O 0.8056(17) 0.6918(12) 0.8665(5) 0.045(3) Uani 0.550(11) 1 d D U P B 1
O6A O 0.9580(8) 0.6342(5) 0.9658(4) 0.0559(19) Uani 0.550(11) 1 d D U P B 1
O7A O 0.8062(10) 0.7540(8) 0.9897(5) 0.0462(17) Uani 0.550(11) 1 d D U P B 1
C25A C 1.0230(9) 0.8530(8) 0.9311(7) 0.050(2) Uani 0.550(11) 1 d D U P B 1
S1A S 0.15027(14) 0.39028(14) 0.67399(11) 0.0307(5) Uani 0.534(4) 1 d D . P A 1
F1A F 0.0840(4) 0.3780(4) 0.53308(19) 0.0479(10) Uani 0.534(4) 1 d D . P A 1
F2A F 0.2887(9) 0.5066(11) 0.5759(6) 0.051(2) Uani 0.534(4) 1 d D . P A 1
F3A F 0.0918(8) 0.5473(7) 0.5857(4) 0.0543(16) Uani 0.534(4) 1 d D . P A 1
O2A O 0.2222(12) 0.2994(9) 0.6657(5) 0.0349(19) Uani 0.534(4) 1 d D . P A 1
O3A O -0.0015(11) 0.3460(11) 0.6769(8) 0.043(2) Uani 0.534(4) 1 d D . P A 1
O4A O 0.2316(4) 0.4887(4) 0.7251(2) 0.0400(10) Uani 0.534(4) 1 d D . P A 1
C24A C 0.1539(8) 0.4593(7) 0.5874(3) 0.0384(13) Uani 0.534(4) 1 d D . P A 1
S2B S 0.8542(6) 0.7089(6) 0.9520(3) 0.0361(10) Uani 0.450(11) 1 d D U P B 2
F5B F 0.9901(16) 0.9165(13) 0.9096(9) 0.087(4) Uani 0.450(11) 1 d D U P B 2
F6B F 1.0749(12) 0.8788(9) 1.0176(5) 0.068(2) Uani 0.450(11) 1 d D U P B 2
F4B F 1.1136(7) 0.7917(10) 0.9247(6) 0.080(2) Uani 0.450(11) 1 d D U P B 2
O5B O 0.8125(17) 0.6663(13) 0.8762(5) 0.039(3) Uani 0.450(11) 1 d D U P B 2
O7B O 0.7598(11) 0.7653(11) 0.9807(6) 0.049(2) Uani 0.450(11) 1 d D U P B 2
O6B O 0.8986(9) 0.6274(6) 0.9978(5) 0.0551(19) Uani 0.450(11) 1 d D U P B 2
C25B C 1.0157(12) 0.8292(13) 0.9511(7) 0.055(2) Uani 0.450(11) 1 d D U P B 2
Cl1 Cl 0.55043(18) 0.94742(16) 0.82686(9) 0.0898(4) Uani 1 1 d . . . . .
Cl2 Cl 0.45032(13) 0.83978(12) 0.95575(9) 0.0816(4) Uani 1 1 d . . . . .
C26 C 0.5980(5) 0.9147(6) 0.9144(3) 0.0800(15) Uani 1 1 d . . . . .
H26A H 0.6505 0.9891 0.9429 0.096 Uiso 1 1 calc R . . . .
H26B H 0.6623 0.8649 0.9147 0.096 Uiso 1 1 calc R . . . .
Cl3 Cl 0.02704(9) 0.11804(10) 0.43789(6) 0.0604(3) Uani 1 1 d . . . . .
Cl4 Cl 0.07205(16) -0.00546(11) 0.31115(11) 0.0906(5) Uani 1 1 d . . . . .
C27 C -0.0339(5) -0.0129(4) 0.3794(3) 0.0723(14) Uani 1 1 d . . . . .
H27A H -0.0313 -0.0820 0.4070 0.087 Uiso 1 1 calc R . . . .
H27B H -0.1330 -0.0235 0.3575 0.087 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C21 1.887(3) . ?
P1 N1 1.764(2) . ?
P1 N5 1.735(2) . ?
P1 C6 1.818(3) . ?
O1 C17 1.188(4) . ?
N1 N2 1.362(3) . ?
N1 C1 1.352(4) . ?
N2 C3 1.356(4) . ?
N2 C17 1.433(3) . ?
N3 C6 1.359(4) . ?
N3 C7 1.357(5) . ?
N3 C11 1.493(5) . ?
N4 C6 1.361(4) . ?
N4 C8 1.370(4) . ?
N4 C14 1.484(4) . ?
N5 C17 1.370(3) . ?
N5 C18 1.441(3) . ?
C1 C2 1.384(5) . ?
C1 C4 1.483(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.379(4) . ?
C3 C5 1.484(5) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C7 C8 1.368(6) . ?
C7 C9 1.495(4) . ?
C8 C10 1.490(6) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11 0.9800 . ?
C11 C12 1.518(6) . ?
C11 C13 1.524(5) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14 0.9800 . ?
C14 C15 1.517(5) . ?
C14 C16 1.531(4) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C18 C19 1.385(4) . ?
C18 C23 1.386(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.390(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.383(4) . ?
C21 C22 1.393(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.384(4) . ?
C23 H23 0.9300 . ?
S1B O2B 1.445(8) . ?
S1B O3B 1.439(5) . ?
S1B O4B 1.432(10) . ?
S1B C24B 1.824(7) . ?
F3B C24B 1.323(9) . ?
F1B C24B 1.333(9) . ?
F2B C24B 1.342(9) . ?
S2A O5A 1.443(8) . ?
S2A O6A 1.404(6) . ?
S2A O7A 1.436(8) . ?
S2A C25A 1.811(8) . ?
F4A C25A 1.340(11) . ?
F5A C25A 1.341(11) . ?
F6A C25A 1.308(11) . ?
S1A O2A 1.446(7) . ?
S1A O3A 1.441(9) . ?
S1A O4A 1.437(4) . ?
S1A C24A 1.826(6) . ?
F1A C24A 1.334(8) . ?
F2A C24A 1.332(9) . ?
F3A C24A 1.331(9) . ?
S2B O5B 1.451(8) . ?
S2B O7B 1.433(10) . ?
S2B O6B 1.410(9) . ?
S2B C25B 1.793(11) . ?
F5B C25B 1.350(15) . ?
F6B C25B 1.335(13) . ?
F4B C25B 1.314(14) . ?
Cl1 C26 1.719(6) . ?
Cl2 C26 1.761(5) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
Cl3 C27 1.756(6) . ?
Cl4 C27 1.753(6) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 P1 C6 101.74(12) . . ?
N5 P1 N1 86.61(11) . . ?
N5 P1 C6 104.51(12) . . ?
N2 N1 P1 112.75(17) . . ?
C1 N1 P1 136.3(2) . . ?
C1 N1 N2 108.6(2) . . ?
N1 N2 C17 114.5(2) . . ?
C3 N2 N1 109.4(2) . . ?
C3 N2 C17 134.4(2) . . ?
C6 N3 C11 127.5(3) . . ?
C7 N3 C6 108.9(3) . . ?
C7 N3 C11 123.6(3) . . ?
C6 N4 C8 108.6(3) . . ?
C6 N4 C14 124.1(2) . . ?
C8 N4 C14 127.3(3) . . ?
C17 N5 P1 117.36(18) . . ?
C17 N5 C18 121.2(2) . . ?
C18 N5 P1 117.80(18) . . ?
N1 C1 C2 107.0(3) . . ?
N1 C1 C4 121.7(3) . . ?
C2 C1 C4 131.3(3) . . ?
C1 C2 H2 125.7 . . ?
C3 C2 C1 108.6(3) . . ?
C3 C2 H2 125.7 . . ?
N2 C3 C2 106.4(3) . . ?
N2 C3 C5 122.8(3) . . ?
C2 C3 C5 130.9(3) . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N3 C6 P1 118.8(2) . . ?
N3 C6 N4 107.3(2) . . ?
N4 C6 P1 133.8(2) . . ?
N3 C7 C8 107.9(3) . . ?
N3 C7 C9 124.1(4) . . ?
C8 C7 C9 128.0(4) . . ?
N4 C8 C10 124.5(4) . . ?
C7 C8 N4 107.2(3) . . ?
C7 C8 C10 128.2(3) . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3 C11 H11 105.7 . . ?
N3 C11 C12 111.8(3) . . ?
N3 C11 C13 111.6(3) . . ?
C12 C11 H11 105.7 . . ?
C12 C11 C13 115.4(4) . . ?
C13 C11 H11 105.7 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N4 C14 H14 106.5 . . ?
N4 C14 C15 111.5(2) . . ?
N4 C14 C16 112.1(3) . . ?
C15 C14 H14 106.5 . . ?
C15 C14 C16 113.1(3) . . ?
C16 C14 H14 106.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O1 C17 N2 123.1(2) . . ?
O1 C17 N5 130.2(3) . . ?
N5 C17 N2 106.7(2) . . ?
C19 C18 N5 118.4(2) . . ?
C19 C18 C23 121.4(3) . . ?
C23 C18 N5 120.2(2) . . ?
C18 C19 H19 120.3 . . ?
C18 C19 C20 119.4(3) . . ?
C20 C19 H19 120.3 . . ?
C19 C20 H20 120.4 . . ?
C21 C20 C19 119.2(3) . . ?
C21 C20 H20 120.4 . . ?
C20 C21 Br1 119.7(2) . . ?
C20 C21 C22 121.3(3) . . ?
C22 C21 Br1 119.0(2) . . ?
C21 C22 H22 120.3 . . ?
C23 C22 C21 119.3(2) . . ?
C23 C22 H22 120.3 . . ?
C18 C23 H23 120.4 . . ?
C22 C23 C18 119.3(2) . . ?
C22 C23 H23 120.4 . . ?
O2B S1B C24B 103.2(6) . . ?
O3B S1B O2B 115.2(5) . . ?
O3B S1B C24B 103.8(3) . . ?
O4B S1B O2B 113.7(8) . . ?
O4B S1B O3B 116.0(7) . . ?
O4B S1B C24B 102.4(5) . . ?
F3B C24B S1B 111.9(6) . . ?
F3B C24B F1B 108.4(7) . . ?
F3B C24B F2B 108.1(6) . . ?
F1B C24B S1B 111.1(7) . . ?
F1B C24B F2B 107.1(9) . . ?
F2B C24B S1B 110.1(5) . . ?
O5A S2A C25A 101.3(6) . . ?
O6A S2A O5A 118.0(7) . . ?
O6A S2A O7A 114.7(5) . . ?
O6A S2A C25A 105.1(5) . . ?
O7A S2A O5A 113.0(8) . . ?
O7A S2A C25A 101.9(5) . . ?
F4A C25A S2A 110.3(6) . . ?
F4A C25A F5A 108.2(10) . . ?
F5A C25A S2A 109.6(7) . . ?
F6A C25A S2A 113.6(8) . . ?
F6A C25A F4A 106.7(7) . . ?
F6A C25A F5A 108.1(9) . . ?
O2A S1A C24A 102.9(5) . . ?
O3A S1A O2A 115.7(7) . . ?
O3A S1A C24A 102.9(5) . . ?
O4A S1A O2A 113.8(4) . . ?
O4A S1A O3A 116.0(7) . . ?
O4A S1A C24A 103.0(3) . . ?
F1A C24A S1A 110.6(5) . . ?
F2A C24A S1A 111.0(6) . . ?
F2A C24A F1A 108.4(7) . . ?
F3A C24A S1A 111.1(5) . . ?
F3A C24A F1A 108.0(6) . . ?
F3A C24A F2A 107.6(8) . . ?
O5B S2B C25B 102.3(6) . . ?
O7B S2B O5B 115.6(9) . . ?
O7B S2B C25B 104.3(7) . . ?
O6B S2B O5B 114.7(8) . . ?
O6B S2B O7B 113.7(6) . . ?
O6B S2B C25B 104.2(6) . . ?
F5B C25B S2B 111.4(10) . . ?
F6B C25B S2B 111.7(8) . . ?
F6B C25B F5B 108.2(12) . . ?
F4B C25B S2B 111.7(9) . . ?
F4B C25B F5B 106.8(11) . . ?
F4B C25B F6B 106.9(10) . . ?
Cl1 C26 Cl2 113.8(3) . . ?
Cl1 C26 H26A 108.8 . . ?
Cl1 C26 H26B 108.8 . . ?
Cl2 C26 H26A 108.8 . . ?
Cl2 C26 H26B 108.8 . . ?
H26A C26 H26B 107.7 . . ?
Cl3 C27 H27A 109.3 . . ?
Cl3 C27 H27B 109.3 . . ?
Cl4 C27 Cl3 111.4(2) . . ?
Cl4 C27 H27A 109.3 . . ?
Cl4 C27 H27B 109.3 . . ?
H27A C27 H27B 108.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 C21 C22 C23 179.5(2) . . . . ?
P1 N1 N2 C3 -166.43(18) . . . . ?
P1 N1 N2 C17 1.1(3) . . . . ?
P1 N1 C1 C2 163.0(2) . . . . ?
P1 N1 C1 C4 -16.1(4) . . . . ?
P1 N5 C17 O1 165.9(2) . . . . ?
P1 N5 C17 N2 -15.4(3) . . . . ?
P1 N5 C18 C19 81.0(3) . . . . ?
P1 N5 C18 C23 -97.2(3) . . . . ?
N1 P1 N5 C17 13.88(19) . . . . ?
N1 P1 N5 C18 172.58(19) . . . . ?
N1 P1 C6 N3 -136.0(2) . . . . ?
N1 P1 C6 N4 39.8(3) . . . . ?
N1 N2 C3 C2 -1.0(3) . . . . ?
N1 N2 C3 C5 178.1(3) . . . . ?
N1 N2 C17 O1 -172.6(2) . . . . ?
N1 N2 C17 N5 8.6(3) . . . . ?
N1 C1 C2 C3 -3.0(3) . . . . ?
N2 N1 C1 C2 2.4(3) . . . . ?
N2 N1 C1 C4 -176.6(2) . . . . ?
N3 C7 C8 N4 1.5(4) . . . . ?
N3 C7 C8 C10 -177.3(4) . . . . ?
N5 P1 N1 N2 -7.87(17) . . . . ?
N5 P1 N1 C1 -167.9(3) . . . . ?
N5 P1 C6 N3 134.5(2) . . . . ?
N5 P1 C6 N4 -49.7(3) . . . . ?
N5 C18 C19 C20 -177.9(3) . . . . ?
N5 C18 C23 C22 179.6(3) . . . . ?
C1 N1 N2 C3 -0.9(3) . . . . ?
C1 N1 N2 C17 166.6(2) . . . . ?
C1 C2 C3 N2 2.5(3) . . . . ?
C1 C2 C3 C5 -176.5(3) . . . . ?
C3 N2 C17 O1 -9.2(5) . . . . ?
C3 N2 C17 N5 172.0(3) . . . . ?
C4 C1 C2 C3 175.8(3) . . . . ?
C6 P1 N1 N2 -112.00(18) . . . . ?
C6 P1 N1 C1 88.0(3) . . . . ?
C6 P1 N5 C17 115.1(2) . . . . ?
C6 P1 N5 C18 -86.2(2) . . . . ?
C6 N3 C7 C8 -0.6(3) . . . . ?
C6 N3 C7 C9 179.3(3) . . . . ?
C6 N3 C11 C12 67.7(4) . . . . ?
C6 N3 C11 C13 -63.2(5) . . . . ?
C6 N4 C8 C7 -1.9(3) . . . . ?
C6 N4 C8 C10 177.0(4) . . . . ?
C6 N4 C14 C15 -102.2(3) . . . . ?
C6 N4 C14 C16 129.7(3) . . . . ?
C7 N3 C6 P1 176.2(2) . . . . ?
C7 N3 C6 N4 -0.6(3) . . . . ?
C7 N3 C11 C12 -111.4(4) . . . . ?
C7 N3 C11 C13 117.7(4) . . . . ?
C8 N4 C6 P1 -174.6(2) . . . . ?
C8 N4 C6 N3 1.5(3) . . . . ?
C8 N4 C14 C15 78.7(3) . . . . ?
C8 N4 C14 C16 -49.3(4) . . . . ?
C9 C7 C8 N4 -178.3(3) . . . . ?
C9 C7 C8 C10 2.9(6) . . . . ?
C11 N3 C6 P1 -2.9(4) . . . . ?
C11 N3 C6 N4 -179.8(3) . . . . ?
C11 N3 C7 C8 178.6(3) . . . . ?
C11 N3 C7 C9 -1.5(5) . . . . ?
C14 N4 C6 P1 6.2(4) . . . . ?
C14 N4 C6 N3 -177.7(2) . . . . ?
C14 N4 C8 C7 177.3(3) . . . . ?
C14 N4 C8 C10 -3.9(5) . . . . ?
C17 N2 C3 C2 -165.0(3) . . . . ?
C17 N2 C3 C5 14.1(5) . . . . ?
C17 N5 C18 C19 -121.2(3) . . . . ?
C17 N5 C18 C23 60.6(3) . . . . ?
C18 N5 C17 O1 8.0(4) . . . . ?
C18 N5 C17 N2 -173.3(2) . . . . ?
C18 C19 C20 C21 -1.9(5) . . . . ?
C19 C18 C23 C22 1.5(4) . . . . ?
C19 C20 C21 Br1 -177.7(2) . . . . ?
C19 C20 C21 C22 1.7(5) . . . . ?
C20 C21 C22 C23 0.1(5) . . . . ?
C21 C22 C23 C18 -1.7(4) . . . . ?
C23 C18 C19 C20 0.3(5) . . . . ?
O2B S1B C24B F3B -174.8(8) . . . . ?
O2B S1B C24B F1B 63.9(9) . . . . ?
O2B S1B C24B F2B -54.5(7) . . . . ?
O3B S1B C24B F3B 64.7(7) . . . . ?
O3B S1B C24B F1B -56.7(8) . . . . ?
O3B S1B C24B F2B -175.1(5) . . . . ?
O4B S1B C24B F3B -56.4(9) . . . . ?
O4B S1B C24B F1B -177.7(10) . . . . ?
O4B S1B C24B F2B 63.9(8) . . . . ?
O5A S2A C25A F4A -64.8(11) . . . . ?
O5A S2A C25A F5A 54.3(11) . . . . ?
O5A S2A C25A F6A 175.3(10) . . . . ?
O6A S2A C25A F4A 58.5(8) . . . . ?
O6A S2A C25A F5A 177.6(9) . . . . ?
O6A S2A C25A F6A -61.3(9) . . . . ?
O7A S2A C25A F4A 178.4(7) . . . . ?
O7A S2A C25A F5A -62.5(10) . . . . ?
O7A S2A C25A F6A 58.6(9) . . . . ?
O2A S1A C24A F1A 60.4(6) . . . . ?
O2A S1A C24A F2A -59.9(9) . . . . ?
O2A S1A C24A F3A -179.6(7) . . . . ?
O3A S1A C24A F1A -60.2(7) . . . . ?
O3A S1A C24A F2A 179.5(9) . . . . ?
O3A S1A C24A F3A 59.8(9) . . . . ?
O4A S1A C24A F1A 178.9(4) . . . . ?
O4A S1A C24A F2A 58.6(7) . . . . ?
O4A S1A C24A F3A -61.1(7) . . . . ?
O5B S2B C25B F5B 61.1(14) . . . . ?
O5B S2B C25B F6B -177.9(12) . . . . ?
O5B S2B C25B F4B -58.3(12) . . . . ?
O7B S2B C25B F5B -59.7(12) . . . . ?
O7B S2B C25B F6B 61.4(12) . . . . ?
O7B S2B C25B F4B -179.0(9) . . . . ?
O6B S2B C25B F5B -179.2(11) . . . . ?
O6B S2B C25B F6B -58.2(12) . . . . ?
O6B S2B C25B F4B 61.4(9) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.773
_oxdiff_exptl_absorpt_empirical_full_min 0.357
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jjw1074
_database_code_depnum_ccdc_archive 'CCDC 2406458'
loop_
_audit_author_name
_audit_author_address
'Jan J. Weigand'
;TU Dresden
Germany
;
_audit_update_record             
;
2024-11-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2023-04-04
_audit_creation_method           
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C2 H4 Cl2), 2(C F3 O3 S), C38 H45 N3 P2'
_chemical_formula_sum            'C44 H53 Cl4 F6 N3 O6 P2 S2'
_chemical_formula_weight         1101.75
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C172 H220 Cl16 F20 N20 O24 P8 S8 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.68480(10)
_cell_length_b                   41.6981(4)
_cell_length_c                   11.29480(10)
_cell_angle_alpha                90
_cell_angle_beta                 90.2940(10)
_cell_angle_gamma                90
_cell_volume                     5032.17(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    28254
_cell_measurement_temperature    99.98(10)
_cell_measurement_theta_max      76.1920
_cell_measurement_theta_min      4.0510
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.132
_exptl_absorpt_correction_T_max  0.805
_exptl_absorpt_correction_T_min  0.617
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.454
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2280
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
4 -21 1 0.0530
-1 5 1 0.0547
-1 -5 2 0.0750
1 5 0 0.0510
0 -1 0 0.0364
0 1 0 0.0385
-1 5 -1 0.0485
-1 5 -2 0.0476
0 5 -1 0.0367
-5 -4 1 0.0973
5 -3 -5 0.0670
4 5 0 0.0655
2 5 1 0.0688
-3 4 5 0.0804
1 12 7 0.0882
-2 25 -1 0.0371
-2 -5 -2 0.0779
2 -25 1 0.0354
4 -22 0 0.0524
3 -14 6 0.0710

_exptl_crystal_size_max          0.167
_exptl_crystal_size_mid          0.157
_exptl_crystal_size_min          0.073
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
4.1680 -21.4555 0.7206 0.7479 0.6394 0.1787
-1.0003 5.0030 0.9981 -0.1819 -0.0789 -0.1842
-1.0012 -4.9967 2.0000 -0.1096 0.3070 -0.1506
1.0014 4.9978 -0.0011 0.1036 -0.1879 -0.0945
-0.0001 -1.0000 0.0002 0.0075 0.0326 0.0156
0.0001 1.0000 -0.0002 -0.0075 -0.0326 -0.0156
-1.0005 5.0019 -1.0009 -0.1759 -0.1980 0.0609
-1.0006 5.0014 -2.0004 -0.1728 -0.2575 0.1835
0.0004 4.9996 -1.0007 -0.0346 -0.2227 0.0445
-5.0047 -3.9878 0.9996 -0.6791 0.3138 0.0221
5.0037 -3.0144 -4.9958 0.7440 -0.3235 0.5774
4.0040 4.9908 -0.0005 0.5273 -0.2622 -0.1439
2.0023 4.9960 0.9986 0.2417 -0.1531 -0.2335
-3.0018 4.0098 4.9959 -0.4690 0.2414 -0.6259
0.7973 11.6272 6.5652 0.0047 -0.0078 -1.0000
-2.2628 25.2950 -1.0188 -0.5071 -0.8296 -0.2336
-2.0024 -4.9965 -1.9981 -0.2387 0.0936 0.3561
2.2462 -25.3638 0.9320 0.5056 0.8271 0.2456
4.0118 -22.0716 0.1102 0.7323 0.6269 0.2658
2.5474 -14.4342 5.5715 0.4514 0.7396 -0.4992

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       51
_diffrn_reflns_limit_k_min       -51
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            55532
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.129
_diffrn_reflns_theta_min         2.119
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.98(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5700
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -109.00 -13.00   0.50    5.00    --  -38.50 -57.00  30.00  192
  2  ω    -60.00  32.00   0.50    5.00    --  -38.50  57.00-180.00  184
  3  ω    -67.00 -41.00   0.50    5.00    --  -38.50 -38.00  60.00   52
  4  ω     31.00  81.00   0.50    5.00    --   42.50 -99.00 -60.00  100
  5  ω     26.00  52.00   0.50    5.00    --   42.50  38.00  90.00   52
  6  ω     62.00  88.00   0.50    5.00    --   42.50  57.00 -30.00   52
  7  ω     31.00 102.00   0.50    5.00    --   42.50  38.00 -60.00  142
  8  ω     30.00  57.00   0.50    5.00    --   42.50-125.00-120.00   54
  9  ω    106.00 139.00   0.50   20.00    --  111.00 -61.00 -60.00   66
 10  ω     30.00 109.00   0.50   20.00    --  111.00 -94.00  30.00  158
 11  ω     51.00  98.00   0.50   20.00    --  111.00 -61.00 -60.00   94
 12  ω     40.00 120.00   0.50   20.00    --  111.00 -30.00  90.00  160
 13  ω     43.00  69.00   0.50   20.00    --  111.00-125.00 -30.00   52
 14  ω    104.00 175.00   0.50   20.00    --  111.00  61.00  90.00  142
 15  ω     74.00  99.00   0.50   20.00    --  111.00 -94.00 120.00   50
 16  ω     86.00 120.00   0.50   20.00    --  111.00-125.00 -60.00   68
 17  ω     45.00  94.00   0.50   20.00    --  111.00 -94.00 -30.00   98
 18  ω    150.00 176.00   0.50   20.00    --  111.00  30.00 120.00   52
 19  ω     50.00 121.00   0.50   20.00    --  111.00-125.00 120.00  142
 20  ω    122.00 148.00   0.50   20.00    --  111.00 125.00 150.00   52
 21  ω     37.00  79.00   0.50   20.00    --  111.00 -77.00 120.00   84
 22  ω     81.00 107.00   0.50   20.00    --  111.00 -77.00 120.00   52
 23  ω     30.00  97.00   0.50   20.00    --  111.00 -94.00 -90.00  134
 24  ω     43.00  69.00   0.50   20.00    --  111.00-125.00 -90.00   52
 25  ω     89.00 121.00   0.50   20.00    --  111.00-125.00 -90.00   64
 26  ω     66.00 115.00   0.50   20.00    --  111.00-125.00-150.00   98
 27  ω    144.00 176.00   0.50   20.00    --  111.00  45.00 -90.00   64
 28  ω     44.00  69.00   0.50   20.00    --  111.00-125.00  30.00   50
 29  ω     94.00 121.00   0.50   20.00    --  111.00-125.00  30.00   54
 30  ω    113.00 175.00   0.50   20.00    --  111.00  45.00-180.00  124
 31  ω     99.00 125.00   0.50   20.00    --  111.00  45.00 -90.00   52
 32  ω     41.00 121.00   0.50   20.00    --  111.00-125.00 150.00  160
 33  ω     95.00 134.00   0.50   20.00    --  111.00 -30.00 -60.00   78
 34  ω     55.00 137.00   0.50   20.00    --  111.00 -61.00 120.00  164
 35  ω     42.00  80.00   0.50   20.00    --  111.00 -94.00 -60.00   76
 36  ω     99.00 177.00   0.50   20.00    --  111.00   0.00 -90.00  156
 37  ω     37.00  81.00   0.50   20.00    --  111.00   0.00 -90.00   88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1410902000
_diffrn_orient_matrix_UB_12      -0.0075498000
_diffrn_orient_matrix_UB_13      -0.0030472000
_diffrn_orient_matrix_UB_21      -0.0248098000
_diffrn_orient_matrix_UB_22      -0.0326173000
_diffrn_orient_matrix_UB_23      0.0595861000
_diffrn_orient_matrix_UB_31      -0.0164467000
_diffrn_orient_matrix_UB_32      -0.0156431000
_diffrn_orient_matrix_UB_33      -0.1226107000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9097
_reflns_number_total             9911
_reflns_odcompleteness_completeness 99.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.308
_refine_diff_density_min         -0.589
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     660
_refine_ls_number_reflns         9911
_refine_ls_number_restraints     120
_refine_ls_R_factor_all          0.0413
_refine_ls_R_factor_gt           0.0382
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0501P)²+4.5739P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1005
_refine_ls_wR_factor_ref         0.1032
_refine_special_details          ?
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
F4A \\sim F4B \\sim F5A \\sim F5B \\sim F6A \\sim F6B \\sim C40A \\sim C40B:
within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
C40B \\sim C40A: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
2. Rigid body (RIGU) restrains
 C40B, F6B, F5B, F4B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Sof(Cl4B)=Sof(H44C)=Sof(H44D)=1-FVAR(1)
 Sof(Cl4A)=Sof(H44A)=Sof(H44B)=FVAR(1)
 Sof(F4B)=Sof(F5B)=Sof(F6B)=Sof(C40B)=1-FVAR(2)
 Sof(F4A)=Sof(F5A)=Sof(F6A)=Sof(C40A)=FVAR(2)
4.a Ternary CH refined with riding coordinates:
 C2(H2), C9(H9)
4.b Secondary CH2 refined with riding coordinates:
 C41(H41A,H41B), C42(H42A,H42B), C43(H43A,H43B), C44(H44A,H44B), C44(H44C,H44D)
4.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16), C19(H19), C20(H20), C21(H21),
 C22(H22), C23(H23), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29), C33(H33),
  C36(H36)
4.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C10(H10A,
 H10B,H10C), C11(H11A,H11B,H11C), C32(H32A,H32B,H32C), C35(H35A,H35B,H35C),
 C38(H38A,H38B,H38C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.24934(6) 0.51132(2) 1.29144(5) 0.03727(13) Uani 1 1 d . . . . .
Cl2 Cl 0.17652(6) 0.44022(2) 1.15207(5) 0.04287(14) Uani 1 1 d . . . . .
C41 C 0.2489(2) 0.50291(6) 1.1360(2) 0.0370(5) Uani 1 1 d . . . . .
H41A H 0.2391 0.5228 1.0925 0.044 Uiso 1 1 calc R . . . .
H41B H 0.3287 0.4936 1.1142 0.044 Uiso 1 1 calc R . . . .
C42 C 0.1456(3) 0.48029(6) 1.1013(2) 0.0390(5) Uani 1 1 d . . . . .
H42A H 0.1368 0.4802 1.0158 0.047 Uiso 1 1 calc R . . . .
H42B H 0.0674 0.4877 1.1347 0.047 Uiso 1 1 calc R . . . .
Cl3 Cl -0.23297(8) 0.38597(2) 0.33364(8) 0.0605(2) Uani 1 1 d . . . . .
Cl4A Cl -0.1119(6) 0.36654(18) 0.0647(5) 0.0429(8) Uani 0.59(5) 1 d . . P A 1
Cl4B Cl -0.1201(12) 0.3603(7) 0.0806(19) 0.055(3) Uani 0.41(5) 1 d . . P A 2
C43 C -0.0794(3) 0.39449(6) 0.2808(2) 0.0429(6) Uani 1 1 d . . . . .
H43A H -0.0813 0.4142 0.2350 0.052 Uiso 1 1 calc R . . . .
H43B H -0.0236 0.3978 0.3477 0.052 Uiso 1 1 calc R . . . .
C44 C -0.0301(2) 0.36820(6) 0.2062(3) 0.0444(6) Uani 1 1 d . . . . .
H44A H -0.0400 0.3479 0.2472 0.053 Uiso 0.59(5) 1 calc R . P A 1
H44B H 0.0586 0.3716 0.1928 0.053 Uiso 0.59(5) 1 calc R . P A 1
H44C H -0.0249 0.3489 0.2536 0.053 Uiso 0.41(5) 1 calc R . P A 2
H44D H 0.0541 0.3737 0.1817 0.053 Uiso 0.41(5) 1 calc R . P A 2
S1 S 0.28037(5) 0.50720(2) 0.81015(4) 0.02667(11) Uani 1 1 d . . . . .
F1 F 0.40553(16) 0.54802(4) 0.68114(16) 0.0542(4) Uani 1 1 d . . . . .
F2 F 0.24525(18) 0.52745(4) 0.59300(13) 0.0584(4) Uani 1 1 d . . . . .
F3 F 0.41226(18) 0.49956(4) 0.61732(15) 0.0602(5) Uani 1 1 d . . . . .
O1 O 0.20307(16) 0.53330(4) 0.85102(14) 0.0353(3) Uani 1 1 d . . . . .
O2 O 0.39360(17) 0.50223(4) 0.87768(15) 0.0385(4) Uani 1 1 d . . . . .
O3 O 0.21511(17) 0.47811(4) 0.78108(15) 0.0403(4) Uani 1 1 d . . . . .
C39 C 0.3383(2) 0.52131(6) 0.6678(2) 0.0375(5) Uani 1 1 d . . . . .
S2 S 0.11033(5) 0.33054(2) 0.55873(4) 0.02488(11) Uani 1 1 d . . . . .
F4A F -0.1221(3) 0.3180(2) 0.5096(4) 0.0527(12) Uani 0.731(17) 1 d . U P B 1
F4B F -0.1148(9) 0.3032(5) 0.5367(11) 0.048(3) Uani 0.269(17) 1 d . U P B 2
F5A F 0.0177(8) 0.2879(2) 0.4112(7) 0.0572(17) Uani 0.731(17) 1 d . U P B 1
F5B F 0.006(2) 0.2975(4) 0.3919(16) 0.040(2) Uani 0.269(17) 1 d . U P B 2
F6A F -0.0189(7) 0.27798(11) 0.5814(6) 0.0576(13) Uani 0.731(17) 1 d . U P B 1
F6B F 0.0279(15) 0.2734(3) 0.6081(11) 0.049(2) Uani 0.269(17) 1 d . U P B 2
O4 O 0.0947(2) 0.35673(4) 0.47807(15) 0.0452(4) Uani 1 1 d . . . . .
O5 O 0.07669(14) 0.33719(3) 0.68032(12) 0.0266(3) Uani 1 1 d . . . . .
O6 O 0.22605(15) 0.31343(5) 0.54397(14) 0.0400(4) Uani 1 1 d . . . . .
C40A C -0.0106(6) 0.30281(16) 0.5108(6) 0.0332(12) Uani 0.731(17) 1 d . U P B 1
C40B C 0.013(2) 0.2962(6) 0.5308(19) 0.041(3) Uani 0.269(17) 1 d . U P B 2
P1 P 0.24357(4) 0.37136(2) 0.85364(4) 0.01637(10) Uani 1 1 d . . . . .
P2 P 0.35924(4) 0.32955(2) 0.80305(4) 0.01566(10) Uani 1 1 d . . . . .
N1 N 0.30934(15) 0.40433(4) 0.63441(13) 0.0195(3) Uani 1 1 d . . . . .
N2 N 0.11695(14) 0.41017(4) 0.69449(14) 0.0202(3) Uani 1 1 d . . . . .
N3 N 0.47510(14) 0.37100(3) 0.95684(13) 0.0174(3) Uani 1 1 d . . . . .
C1 C 0.22680(17) 0.39571(4) 0.71970(16) 0.0189(3) Uani 1 1 d . . . . .
C2 C 0.44270(18) 0.39421(5) 0.63027(17) 0.0230(4) Uani 1 1 d . . . . .
H2 H 0.4583 0.3819 0.7028 0.028 Uiso 1 1 calc R . . . .
C3 C 0.5308(2) 0.42294(5) 0.6347(2) 0.0326(5) Uani 1 1 d . . . . .
H3A H 0.5027 0.4378 0.6938 0.049 Uiso 1 1 calc GR . . . .
H3B H 0.5315 0.4333 0.5589 0.049 Uiso 1 1 calc GR . . . .
H3C H 0.6139 0.4158 0.6541 0.049 Uiso 1 1 calc GR . . . .
C4 C 0.4681(2) 0.37143(5) 0.52757(19) 0.0323(5) Uani 1 1 d . . . . .
H4A H 0.4080 0.3543 0.5285 0.048 Uiso 1 1 calc GR . . . .
H4B H 0.5509 0.3627 0.5354 0.048 Uiso 1 1 calc GR . . . .
H4C H 0.4614 0.3829 0.4542 0.048 Uiso 1 1 calc GR . . . .
C5 C 0.24978(19) 0.42454(5) 0.55526(17) 0.0240(4) Uani 1 1 d . . . . .
C6 C 0.3091(2) 0.43842(6) 0.44766(19) 0.0364(5) Uani 1 1 d . . . . .
H6A H 0.3700 0.4541 0.4709 0.055 Uiso 1 1 calc GR . . . .
H6B H 0.2461 0.4484 0.3992 0.055 Uiso 1 1 calc GR . . . .
H6C H 0.3493 0.4217 0.4036 0.055 Uiso 1 1 calc GR . . . .
C7 C 0.13050(19) 0.42865(4) 0.59396(17) 0.0234(4) Uani 1 1 d . . . . .
C8 C 0.0332(2) 0.45051(5) 0.5434(2) 0.0324(5) Uani 1 1 d . . . . .
H8A H -0.0316 0.4380 0.5065 0.049 Uiso 1 1 calc GR . . . .
H8B H 0.0707 0.4643 0.4855 0.049 Uiso 1 1 calc GR . . . .
H8C H -0.0021 0.4633 0.6056 0.049 Uiso 1 1 calc GR . . . .
C9 C 0.00170(17) 0.40524(5) 0.76660(18) 0.0253(4) Uani 1 1 d . . . . .
H9 H 0.0143 0.3853 0.8113 0.030 Uiso 1 1 calc R . . . .
C10 C -0.0115(2) 0.43187(5) 0.8572(2) 0.0326(5) Uani 1 1 d . . . . .
H10A H 0.0604 0.4319 0.9086 0.049 Uiso 1 1 calc GR . . . .
H10B H -0.0856 0.4284 0.9031 0.049 Uiso 1 1 calc GR . . . .
H10C H -0.0175 0.4521 0.8172 0.049 Uiso 1 1 calc GR . . . .
C11 C -0.1142(2) 0.40022(5) 0.6900(2) 0.0350(5) Uani 1 1 d . . . . .
H11A H -0.1419 0.4205 0.6592 0.052 Uiso 1 1 calc GR . . . .
H11B H -0.1795 0.3909 0.7368 0.052 Uiso 1 1 calc GR . . . .
H11C H -0.0944 0.3861 0.6255 0.052 Uiso 1 1 calc GR . . . .
C12 C 0.38437(16) 0.39063(4) 0.91359(16) 0.0182(3) Uani 1 1 d . . . . .
C13 C 0.39819(18) 0.42366(4) 0.92577(17) 0.0222(4) Uani 1 1 d . . . . .
H13 H 0.3378 0.4374 0.8948 0.027 Uiso 1 1 calc R . . . .
C14 C 0.50177(19) 0.43604(5) 0.98393(18) 0.0258(4) Uani 1 1 d . . . . .
H14 H 0.5120 0.4581 0.9910 0.031 Uiso 1 1 calc R . . . .
C15 C 0.59076(18) 0.41518(5) 1.03185(18) 0.0262(4) Uani 1 1 d . . . . .
H15 H 0.6596 0.4232 1.0731 0.031 Uiso 1 1 calc R . . . .
C16 C 0.57527(18) 0.38271(5) 1.01733(17) 0.0228(4) Uani 1 1 d . . . . .
H16 H 0.6339 0.3686 1.0492 0.027 Uiso 1 1 calc R . . . .
C17 C 0.45831(16) 0.33503(4) 0.94829(15) 0.0170(3) Uani 1 1 d . . . . .
C18 C 0.39558(16) 0.32347(4) 1.06095(15) 0.0185(3) Uani 1 1 d . . . . .
C19 C 0.35589(17) 0.34470(5) 1.14962(16) 0.0226(4) Uani 1 1 d . . . . .
H19 H 0.3705 0.3666 1.1416 0.027 Uiso 1 1 calc R . . . .
C20 C 0.29480(19) 0.33322(5) 1.24946(17) 0.0288(4) Uani 1 1 d . . . . .
H20 H 0.2691 0.3475 1.3078 0.035 Uiso 1 1 calc R . . . .
C21 C 0.2720(2) 0.30070(6) 1.26249(18) 0.0316(5) Uani 1 1 d . . . . .
H21 H 0.2315 0.2931 1.3296 0.038 Uiso 1 1 calc R . . . .
C22 C 0.30981(19) 0.27957(5) 1.17523(18) 0.0279(4) Uani 1 1 d . . . . .
H22 H 0.2936 0.2578 1.1833 0.033 Uiso 1 1 calc R . . . .
C23 C 0.37191(17) 0.29076(5) 1.07540(16) 0.0214(4) Uani 1 1 d . . . . .
H23 H 0.3979 0.2763 1.0178 0.026 Uiso 1 1 calc R . . . .
C24 C 0.58574(16) 0.32008(4) 0.91958(16) 0.0188(3) Uani 1 1 d . . . . .
C25 C 0.65167(18) 0.33210(5) 0.82226(17) 0.0229(4) Uani 1 1 d . . . . .
H25 H 0.6192 0.3494 0.7799 0.027 Uiso 1 1 calc R . . . .
C26 C 0.76444(18) 0.31867(5) 0.78824(19) 0.0269(4) Uani 1 1 d . . . . .
H26 H 0.8080 0.3272 0.7245 0.032 Uiso 1 1 calc R . . . .
C27 C 0.81231(18) 0.29258(5) 0.84878(18) 0.0270(4) Uani 1 1 d . . . . .
H27 H 0.8865 0.2831 0.8243 0.032 Uiso 1 1 calc R . . . .
C28 C 0.74943(19) 0.28075(5) 0.94570(18) 0.0269(4) Uani 1 1 d . . . . .
H28 H 0.7818 0.2632 0.9866 0.032 Uiso 1 1 calc R . . . .
C29 C 0.63752(18) 0.29477(5) 0.98332(17) 0.0226(4) Uani 1 1 d . . . . .
H29 H 0.5978 0.2872 1.0508 0.027 Uiso 1 1 calc R . . . .
C30 C 0.27684(16) 0.29158(4) 0.82161(15) 0.0172(3) Uani 1 1 d . . . . .
C31 C 0.16750(17) 0.28539(4) 0.88804(16) 0.0186(3) Uani 1 1 d . . . . .
C32 C 0.09821(17) 0.31038(4) 0.95752(16) 0.0212(4) Uani 1 1 d . . . . .
H32A H 0.1563 0.3222 1.0058 0.032 Uiso 1 1 calc GR . . . .
H32B H 0.0375 0.3001 1.0072 0.032 Uiso 1 1 calc GR . . . .
H32C H 0.0566 0.3248 0.9040 0.032 Uiso 1 1 calc GR . . . .
C33 C 0.12026(18) 0.25427(5) 0.88943(17) 0.0227(4) Uani 1 1 d . . . . .
H33 H 0.0484 0.2502 0.9330 0.027 Uiso 1 1 calc R . . . .
C34 C 0.17572(19) 0.22908(4) 0.82851(18) 0.0241(4) Uani 1 1 d . . . . .
C35 C 0.1222(2) 0.19577(5) 0.8349(2) 0.0339(5) Uani 1 1 d . . . . .
H35A H 0.1564 0.1829 0.7724 0.051 Uiso 1 1 calc GR . . . .
H35B H 0.0328 0.1968 0.8265 0.051 Uiso 1 1 calc GR . . . .
H35C H 0.1432 0.1864 0.9100 0.051 Uiso 1 1 calc GR . . . .
C36 C 0.28217(18) 0.23562(4) 0.76380(17) 0.0229(4) Uani 1 1 d . . . . .
H36 H 0.3204 0.2190 0.7226 0.028 Uiso 1 1 calc R . . . .
C37 C 0.33428(17) 0.26624(4) 0.75810(16) 0.0197(4) Uani 1 1 d . . . . .
C38 C 0.45079(19) 0.27049(5) 0.68453(18) 0.0253(4) Uani 1 1 d . . . . .
H38A H 0.4352 0.2860 0.6235 0.038 Uiso 1 1 calc GR . . . .
H38B H 0.4731 0.2504 0.6491 0.038 Uiso 1 1 calc GR . . . .
H38C H 0.5182 0.2778 0.7342 0.038 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C41 1.791(2) . ?
Cl2 C42 1.797(2) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C42 1.502(3) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
Cl3 C43 1.785(3) . ?
Cl4A C44 1.819(6) . ?
Cl4B C44 1.742(9) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C44 1.481(4) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C44 H44C 0.9700 . ?
C44 H44D 0.9700 . ?
S1 O1 1.4437(17) . ?
S1 O2 1.4418(17) . ?
S1 O3 1.4362(16) . ?
S1 C39 1.823(2) . ?
F1 C39 1.333(3) . ?
F2 C39 1.326(3) . ?
F3 C39 1.333(3) . ?
S2 O4 1.4317(17) . ?
S2 O5 1.4481(14) . ?
S2 O6 1.4378(17) . ?
S2 C40A 1.814(6) . ?
S2 C40B 1.79(2) . ?
F4A C40A 1.349(6) . ?
F4B C40B 1.40(2) . ?
F5A C40A 1.322(10) . ?
F5B C40B 1.57(3) . ?
F6A C40A 1.310(7) . ?
F6B C40B 1.30(2) . ?
P1 P2 2.2137(6) . ?
P1 C1 1.8300(18) . ?
P1 C12 1.8322(18) . ?
P2 C17 1.9611(18) . ?
P2 C30 1.8244(18) . ?
N1 C1 1.358(2) . ?
N1 C2 1.487(2) . ?
N1 C5 1.381(2) . ?
N2 C1 1.349(2) . ?
N2 C7 1.380(2) . ?
N2 C9 1.494(2) . ?
N3 C12 1.358(2) . ?
N3 C16 1.358(2) . ?
N3 C17 1.513(2) . ?
C2 H2 0.9800 . ?
C2 C3 1.525(3) . ?
C2 C4 1.525(3) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C6 1.490(3) . ?
C5 C7 1.360(3) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.494(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9 0.9800 . ?
C9 C10 1.517(3) . ?
C9 C11 1.522(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.392(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.384(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.396(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.374(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.520(2) . ?
C17 C24 1.534(2) . ?
C18 C19 1.404(3) . ?
C18 C23 1.397(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.391(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.386(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.384(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.392(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.401(3) . ?
C24 C29 1.391(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.385(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.382(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.379(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.399(3) . ?
C29 H29 0.9300 . ?
C30 C31 1.415(3) . ?
C30 C37 1.418(3) . ?
C31 C32 1.502(3) . ?
C31 C33 1.393(3) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33 0.9300 . ?
C33 C34 1.390(3) . ?
C34 C35 1.504(3) . ?
C34 C36 1.382(3) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36 0.9300 . ?
C36 C37 1.395(3) . ?
C37 C38 1.511(3) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 C41 H41A 109.2 . . ?
Cl1 C41 H41B 109.2 . . ?
H41A C41 H41B 107.9 . . ?
C42 C41 Cl1 112.15(17) . . ?
C42 C41 H41A 109.2 . . ?
C42 C41 H41B 109.2 . . ?
Cl2 C42 H42A 109.3 . . ?
Cl2 C42 H42B 109.3 . . ?
C41 C42 Cl2 111.55(18) . . ?
C41 C42 H42A 109.3 . . ?
C41 C42 H42B 109.3 . . ?
H42A C42 H42B 108.0 . . ?
Cl3 C43 H43A 109.2 . . ?
Cl3 C43 H43B 109.2 . . ?
H43A C43 H43B 107.9 . . ?
C44 C43 Cl3 111.92(19) . . ?
C44 C43 H43A 109.2 . . ?
C44 C43 H43B 109.2 . . ?
Cl4A C44 H44A 109.5 . . ?
Cl4A C44 H44B 109.5 . . ?
Cl4B C44 H44C 108.7 . . ?
Cl4B C44 H44D 108.7 . . ?
C43 C44 Cl4A 110.9(3) . . ?
C43 C44 Cl4B 114.0(4) . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
C43 C44 H44C 108.7 . . ?
C43 C44 H44D 108.7 . . ?
H44A C44 H44B 108.0 . . ?
H44C C44 H44D 107.6 . . ?
O1 S1 C39 103.64(10) . . ?
O2 S1 O1 114.78(10) . . ?
O2 S1 C39 103.01(12) . . ?
O3 S1 O1 115.59(11) . . ?
O3 S1 O2 113.87(10) . . ?
O3 S1 C39 103.75(11) . . ?
F1 C39 S1 110.80(17) . . ?
F2 C39 S1 111.55(18) . . ?
F2 C39 F1 108.2(2) . . ?
F2 C39 F3 107.6(2) . . ?
F3 C39 S1 111.24(16) . . ?
F3 C39 F1 107.2(2) . . ?
O4 S2 O5 115.38(10) . . ?
O4 S2 O6 113.72(11) . . ?
O4 S2 C40A 102.5(2) . . ?
O4 S2 C40B 115.5(7) . . ?
O5 S2 C40A 103.0(2) . . ?
O5 S2 C40B 100.0(7) . . ?
O6 S2 O5 115.01(9) . . ?
O6 S2 C40A 105.1(2) . . ?
O6 S2 C40B 94.6(7) . . ?
F4A C40A S2 109.3(4) . . ?
F5A C40A S2 112.8(5) . . ?
F5A C40A F4A 114.7(7) . . ?
F6A C40A S2 111.8(3) . . ?
F6A C40A F4A 108.4(5) . . ?
F6A C40A F5A 99.3(8) . . ?
F4B C40B S2 113.0(13) . . ?
F4B C40B F5B 89.9(14) . . ?
F5B C40B S2 100.0(15) . . ?
F6B C40B S2 113.5(13) . . ?
F6B C40B F4B 103.4(16) . . ?
F6B C40B F5B 134.5(19) . . ?
C1 P1 P2 106.01(6) . . ?
C1 P1 C12 97.98(8) . . ?
C12 P1 P2 88.98(6) . . ?
C17 P2 P1 89.54(5) . . ?
C30 P2 P1 112.54(6) . . ?
C30 P2 C17 105.29(8) . . ?
C1 N1 C2 124.96(15) . . ?
C1 N1 C5 108.79(16) . . ?
C5 N1 C2 126.23(16) . . ?
C1 N2 C7 109.17(16) . . ?
C1 N2 C9 122.83(15) . . ?
C7 N2 C9 127.98(16) . . ?
C12 N3 C17 119.35(14) . . ?
C16 N3 C12 121.59(16) . . ?
C16 N3 C17 118.78(15) . . ?
N1 C1 P1 132.25(14) . . ?
N2 C1 P1 120.26(14) . . ?
N2 C1 N1 107.42(15) . . ?
N1 C2 H2 106.3 . . ?
N1 C2 C3 111.57(16) . . ?
N1 C2 C4 112.03(16) . . ?
C3 C2 H2 106.3 . . ?
C3 C2 C4 113.71(17) . . ?
C4 C2 H2 106.3 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C6 124.63(19) . . ?
C7 C5 N1 107.35(17) . . ?
C7 C5 C6 128.02(18) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 C8 125.41(19) . . ?
C5 C7 N2 107.24(16) . . ?
C5 C7 C8 127.25(19) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 H9 106.6 . . ?
N2 C9 C10 110.27(16) . . ?
N2 C9 C11 112.30(17) . . ?
C10 C9 H9 106.6 . . ?
C10 C9 C11 113.97(18) . . ?
C11 C9 H9 106.6 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C12 P1 116.87(13) . . ?
N3 C12 C13 119.06(16) . . ?
C13 C12 P1 123.84(14) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.00(18) . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.2 . . ?
C13 C14 C15 119.56(18) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 120.5 . . ?
C16 C15 C14 119.10(18) . . ?
C16 C15 H15 120.5 . . ?
N3 C16 C15 120.58(17) . . ?
N3 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
N3 C17 P2 103.43(11) . . ?
N3 C17 C18 108.27(14) . . ?
N3 C17 C24 108.13(14) . . ?
C18 C17 P2 115.15(12) . . ?
C18 C17 C24 116.35(15) . . ?
C24 C17 P2 104.58(11) . . ?
C19 C18 C17 122.25(17) . . ?
C23 C18 C17 119.24(16) . . ?
C23 C18 C19 118.47(17) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.42(19) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.41(19) . . ?
C21 C20 H20 119.8 . . ?
C20 C21 H21 120.1 . . ?
C22 C21 C20 119.70(19) . . ?
C22 C21 H21 120.1 . . ?
C21 C22 H22 119.8 . . ?
C21 C22 C23 120.4(2) . . ?
C23 C22 H22 119.8 . . ?
C18 C23 H23 119.7 . . ?
C22 C23 C18 120.62(18) . . ?
C22 C23 H23 119.7 . . ?
C25 C24 C17 118.09(16) . . ?
C29 C24 C17 123.39(17) . . ?
C29 C24 C25 118.51(17) . . ?
C24 C25 H25 119.5 . . ?
C26 C25 C24 120.97(18) . . ?
C26 C25 H25 119.5 . . ?
C25 C26 H26 119.9 . . ?
C27 C26 C25 120.10(19) . . ?
C27 C26 H26 119.9 . . ?
C26 C27 H27 120.2 . . ?
C28 C27 C26 119.60(18) . . ?
C28 C27 H27 120.2 . . ?
C27 C28 H28 119.6 . . ?
C27 C28 C29 120.83(19) . . ?
C29 C28 H28 119.6 . . ?
C24 C29 C28 119.88(19) . . ?
C24 C29 H29 120.1 . . ?
C28 C29 H29 120.1 . . ?
C31 C30 P2 128.26(14) . . ?
C31 C30 C37 119.53(16) . . ?
C37 C30 P2 112.21(13) . . ?
C30 C31 C32 124.13(16) . . ?
C33 C31 C30 118.43(17) . . ?
C33 C31 C32 117.44(17) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C33 H33 118.6 . . ?
C34 C33 C31 122.90(18) . . ?
C34 C33 H33 118.6 . . ?
C33 C34 C35 120.72(19) . . ?
C36 C34 C33 117.83(17) . . ?
C36 C34 C35 121.44(19) . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C36 H36 118.8 . . ?
C34 C36 C37 122.32(18) . . ?
C37 C36 H36 118.8 . . ?
C30 C37 C38 123.42(16) . . ?
C36 C37 C30 119.00(17) . . ?
C36 C37 C38 117.59(17) . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 C41 C42 Cl2 -71.8(2) . . . . ?
Cl3 C43 C44 Cl4A 70.7(3) . . . . ?
Cl3 C43 C44 Cl4B 60.1(13) . . . . ?
O1 S1 C39 F1 60.96(19) . . . . ?
O1 S1 C39 F2 -59.6(2) . . . . ?
O1 S1 C39 F3 -179.84(18) . . . . ?
O2 S1 C39 F1 -58.95(19) . . . . ?
O2 S1 C39 F2 -179.56(17) . . . . ?
O2 S1 C39 F3 60.2(2) . . . . ?
O3 S1 C39 F1 -177.90(17) . . . . ?
O3 S1 C39 F2 61.5(2) . . . . ?
O3 S1 C39 F3 -58.7(2) . . . . ?
O4 S2 C40A F4A -54.4(4) . . . . ?
O4 S2 C40A F5A 74.6(8) . . . . ?
O4 S2 C40A F6A -174.5(4) . . . . ?
O4 S2 C40B F4B -60.7(14) . . . . ?
O4 S2 C40B F5B 33.5(16) . . . . ?
O4 S2 C40B F6B -178.0(11) . . . . ?
O5 S2 C40A F4A 65.7(4) . . . . ?
O5 S2 C40A F5A -165.3(8) . . . . ?
O5 S2 C40A F6A -54.4(4) . . . . ?
O5 S2 C40B F4B 63.8(12) . . . . ?
O5 S2 C40B F5B 158.0(12) . . . . ?
O5 S2 C40B F6B -53.5(14) . . . . ?
O6 S2 C40A F4A -173.5(3) . . . . ?
O6 S2 C40A F5A -44.5(8) . . . . ?
O6 S2 C40A F6A 66.4(4) . . . . ?
O6 S2 C40B F4B -179.8(12) . . . . ?
O6 S2 C40B F5B -85.6(13) . . . . ?
O6 S2 C40B F6B 62.9(14) . . . . ?
P1 P2 C30 C31 -16.82(18) . . . . ?
P1 P2 C30 C37 162.57(11) . . . . ?
P1 C12 C13 C14 172.80(15) . . . . ?
P2 P1 C1 N1 -42.39(19) . . . . ?
P2 P1 C1 N2 140.98(13) . . . . ?
P2 P1 C12 N3 -30.00(13) . . . . ?
P2 P1 C12 C13 155.48(16) . . . . ?
P2 C17 C18 C19 -111.44(17) . . . . ?
P2 C17 C18 C23 66.03(19) . . . . ?
P2 C17 C24 C25 57.27(18) . . . . ?
P2 C17 C24 C29 -121.12(16) . . . . ?
P2 C30 C31 C32 0.0(3) . . . . ?
P2 C30 C31 C33 179.83(14) . . . . ?
P2 C30 C37 C36 179.83(13) . . . . ?
P2 C30 C37 C38 0.4(2) . . . . ?
N1 C5 C7 N2 -1.8(2) . . . . ?
N1 C5 C7 C8 174.66(19) . . . . ?
N3 C12 C13 C14 -1.6(3) . . . . ?
N3 C17 C18 C19 3.7(2) . . . . ?
N3 C17 C18 C23 -178.81(15) . . . . ?
N3 C17 C24 C25 -52.5(2) . . . . ?
N3 C17 C24 C29 129.15(17) . . . . ?
C1 P1 C12 N3 -136.03(14) . . . . ?
C1 P1 C12 C13 49.45(18) . . . . ?
C1 N1 C2 C3 -119.7(2) . . . . ?
C1 N1 C2 C4 111.5(2) . . . . ?
C1 N1 C5 C6 -178.44(19) . . . . ?
C1 N1 C5 C7 1.0(2) . . . . ?
C1 N2 C7 C5 1.9(2) . . . . ?
C1 N2 C7 C8 -174.59(18) . . . . ?
C1 N2 C9 C10 95.9(2) . . . . ?
C1 N2 C9 C11 -135.85(18) . . . . ?
C2 N1 C1 P1 1.6(3) . . . . ?
C2 N1 C1 N2 178.56(16) . . . . ?
C2 N1 C5 C6 3.2(3) . . . . ?
C2 N1 C5 C7 -177.35(17) . . . . ?
C5 N1 C1 P1 -176.78(15) . . . . ?
C5 N1 C1 N2 0.2(2) . . . . ?
C5 N1 C2 C3 58.4(2) . . . . ?
C5 N1 C2 C4 -70.4(2) . . . . ?
C6 C5 C7 N2 177.7(2) . . . . ?
C6 C5 C7 C8 -5.9(3) . . . . ?
C7 N2 C1 P1 176.10(13) . . . . ?
C7 N2 C1 N1 -1.3(2) . . . . ?
C7 N2 C9 C10 -85.6(2) . . . . ?
C7 N2 C9 C11 42.7(3) . . . . ?
C9 N2 C1 P1 -5.1(2) . . . . ?
C9 N2 C1 N1 177.49(16) . . . . ?
C9 N2 C7 C5 -176.77(17) . . . . ?
C9 N2 C7 C8 6.7(3) . . . . ?
C12 P1 C1 N1 48.84(19) . . . . ?
C12 P1 C1 N2 -127.78(15) . . . . ?
C12 N3 C16 C15 -3.1(3) . . . . ?
C12 N3 C17 P2 31.11(18) . . . . ?
C12 N3 C17 C18 -91.50(18) . . . . ?
C12 N3 C17 C24 141.63(16) . . . . ?
C12 C13 C14 C15 -1.1(3) . . . . ?
C13 C14 C15 C16 1.8(3) . . . . ?
C14 C15 C16 N3 0.2(3) . . . . ?
C16 N3 C12 P1 -171.07(14) . . . . ?
C16 N3 C12 C13 3.7(3) . . . . ?
C16 N3 C17 P2 -154.86(14) . . . . ?
C16 N3 C17 C18 82.53(19) . . . . ?
C16 N3 C17 C24 -44.3(2) . . . . ?
C17 P2 C30 C31 79.19(17) . . . . ?
C17 P2 C30 C37 -101.43(13) . . . . ?
C17 N3 C12 P1 2.8(2) . . . . ?
C17 N3 C12 C13 177.58(16) . . . . ?
C17 N3 C16 C15 -176.96(18) . . . . ?
C17 C18 C19 C20 177.67(17) . . . . ?
C17 C18 C23 C22 -177.24(17) . . . . ?
C17 C24 C25 C26 -176.95(17) . . . . ?
C17 C24 C29 C28 174.80(17) . . . . ?
C18 C17 C24 C25 -174.50(16) . . . . ?
C18 C17 C24 C29 7.1(2) . . . . ?
C18 C19 C20 C21 -0.2(3) . . . . ?
C19 C18 C23 C22 0.3(3) . . . . ?
C19 C20 C21 C22 -0.3(3) . . . . ?
C20 C21 C22 C23 0.8(3) . . . . ?
C21 C22 C23 C18 -0.9(3) . . . . ?
C23 C18 C19 C20 0.2(3) . . . . ?
C24 C17 C18 C19 125.68(18) . . . . ?
C24 C17 C18 C23 -56.8(2) . . . . ?
C24 C25 C26 C27 1.4(3) . . . . ?
C25 C24 C29 C28 -3.6(3) . . . . ?
C25 C26 C27 C28 -2.3(3) . . . . ?
C26 C27 C28 C29 0.2(3) . . . . ?
C27 C28 C29 C24 2.8(3) . . . . ?
C29 C24 C25 C26 1.5(3) . . . . ?
C30 C31 C33 C34 0.0(3) . . . . ?
C31 C30 C37 C36 -0.7(3) . . . . ?
C31 C30 C37 C38 179.82(17) . . . . ?
C31 C33 C34 C35 178.80(18) . . . . ?
C31 C33 C34 C36 -0.2(3) . . . . ?
C32 C31 C33 C34 179.84(17) . . . . ?
C33 C34 C36 C37 -0.1(3) . . . . ?
C34 C36 C37 C30 0.5(3) . . . . ?
C34 C36 C37 C38 180.00(17) . . . . ?
C35 C34 C36 C37 -179.06(18) . . . . ?
C37 C30 C31 C32 -179.36(16) . . . . ?
C37 C30 C31 C33 0.5(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.544
_oxdiff_exptl_absorpt_empirical_full_min 0.793
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jjw1182
_database_code_depnum_ccdc_archive 'CCDC 2406468'
loop_
_audit_author_name
_audit_author_address
'Jan J. Weigand'
;TU Dresden
Germany
;
_audit_update_record             
;
2024-11-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2020-03-31
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'6(C F3 O3 S), 2(C0.65 F0.9 O1.2 S0.4), 0.6(F O3 S), 2(C0.35 F1.2 O0.9 S0.3), 4(C25 H34 N5 P), 1.2(F), C2 H3 N'
_chemical_formula_sum            'C110 H139 F24 N21 O24 P4 S8'
_chemical_formula_weight         2975.77
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C108 H134 F22 N20 O20 S10 P1 Cl1 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.6839(5)
_cell_length_b                   14.3106(8)
_cell_length_c                   18.0682(8)
_cell_angle_alpha                100.014(4)
_cell_angle_beta                 108.083(4)
_cell_angle_gamma                92.247(4)
_cell_volume                     3295.8(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    10029
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.3180
_cell_measurement_theta_min      3.1290
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.674
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.674
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.499
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1542
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2 -5 11 0.0414
0 9 0 0.0171
-1 -5 11 0.0414
-4 8 -3 0.0515
-2 9 -1 0.0355
0 9 0 0.0171
0 -8 -3 0.0163
3 9 -3 0.0355
-5 -1 -7 0.0764
2 2 -5 0.0445
0 2 -5 0.0453
-5 2 -1 0.0797
-5 0 4 0.0883
5 -2 0 0.0650
3 1 -5 0.0500
5 -4 4 0.0605

_exptl_crystal_size_max          0.166
_exptl_crystal_size_mid          0.099
_exptl_crystal_size_min          0.041
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.6172 -4.5330 11.0305 0.0024 0.0089 -1.0000
0.0647 9.1042 -0.0567 -0.8537 0.4070 0.3250
-1.4579 -4.5481 11.0012 -0.0053 -0.0077 -1.0000
-3.5468 8.3141 -3.2788 -0.3875 0.7107 0.5871
-2.2575 9.0599 -0.6883 -0.6664 0.6306 0.3979
0.0440 9.0713 0.1533 -0.8593 0.4086 0.3077
0.2954 -8.4821 -2.5854 0.8983 -0.4275 -0.1015
2.7381 8.7128 -2.8520 -0.8592 0.1117 0.4993
-4.6879 -0.7831 -7.0642 0.7204 0.3908 0.5729
2.0036 1.9995 -4.9999 -0.0796 -0.1317 0.4374
0.0025 1.9998 -4.9984 0.0521 0.0655 0.4592
-5.0025 1.9995 -0.9945 0.1900 0.5788 0.2026
-5.0050 -0.0003 4.0039 0.1379 0.5133 -0.2566
5.0031 -1.9992 -0.0056 -0.1421 -0.5838 -0.1248
3.0043 1.0001 -5.0016 -0.0519 -0.2757 0.3913
5.0011 -3.9987 3.9927 -0.1464 -0.6544 -0.5062

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            38344
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.249
_diffrn_reflns_theta_min         2.623
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5700
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -109.00 -46.00   1.00    7.50    --  -38.50 -42.00  97.00   63
  2  ω     19.00 114.00   1.00    7.50    --   42.25  42.00-109.00   95
  3  ω     18.00  49.00   1.00    7.50    --   42.25 -42.00  97.00   31
  4  ω    125.00 152.00   1.00   30.00    --  111.00  42.00-109.00   27
  5  ω     88.00 116.00   1.00   30.00    --  111.00  42.00-109.00   28
  6  ω     91.00 121.00   1.00   30.00    --  111.00 -42.00  97.00   30
  7  ω   -110.00 -16.00   1.00    7.50    --  -38.50 -38.00 -60.00   94
  8  ω    -76.00 -23.00   1.00    7.50    --  -38.50 125.00 -30.00   53
  9  ω    -44.00 -16.00   1.00    7.50    --  -38.50 -42.00  97.00   28
 10  ω    -14.00  13.00   1.00    7.50    --  -38.50  42.00-109.00   27
 11  ω     22.00 114.00   1.00    7.50    --   42.25  38.00  90.00   92
 12  ω     17.00  75.00   1.00    7.50    --   42.25 -99.00 -30.00   58
 13  ω     27.00  95.00   1.00    7.50    --   42.25-125.00-150.00   68
 14  ω     89.00 176.00   1.00   30.00    --  111.00  30.00 150.00   87
 15  ω     82.00 107.00   1.00   30.00    --  111.00 -94.00  90.00   25
 16  ω     39.00  78.00   1.00   30.00    --  111.00 -77.00 -90.00   39
 17  ω     42.00 106.00   1.00   30.00    --  111.00 -94.00 150.00   64
 18  ω     41.00  68.00   1.00   30.00    --  111.00 -94.00  30.00   27
 19  ω     80.00 107.00   1.00   30.00    --  111.00 -94.00  30.00   27
 20  ω     84.00 111.00   1.00   30.00    --  111.00-125.00 120.00   27
 21  ω    122.00 152.00   1.00   30.00    --  111.00  77.00  90.00   30
 22  ω    139.00 176.00   1.00   30.00    --  111.00  77.00-180.00   37
 23  ω     32.00  58.00   1.00   30.00    --  111.00 -94.00  90.00   26
 24  ω     59.00 136.00   1.00   30.00    --  111.00 -61.00   0.00   77
 25  ω     89.00 176.00   1.00   30.00    --  111.00  30.00-150.00   87
 26  ω    115.00 175.00   1.00   30.00    --  111.00  77.00  60.00   60
 27  ω     39.00 111.00   1.00   30.00    --  111.00-125.00   0.00   72
 28  ω     45.00  71.00   1.00   30.00    --  111.00 -77.00  90.00   26
 29  ω    104.00 140.00   1.00   30.00    --  111.00 -77.00  90.00   36
 30  ω     70.00 112.00   1.00   30.00    --  111.00-125.00 -60.00   42
 31  ω    108.00 149.00   1.00   30.00    --  111.00  45.00   0.00   41
 32  ω     42.00 132.00   1.00   30.00    --  111.00 -45.00 -90.00   90
 33  ω     47.00 105.00   1.00   30.00    --  111.00-125.00 -90.00   58
 34  ω     39.00  69.00   1.00   30.00    --  111.00-125.00 120.00   30
 35  ω     82.00 107.00   1.00   30.00    --  111.00 -94.00 -90.00   25
 36  ω     31.00  68.00   1.00   30.00    --  111.00 -94.00-180.00   37
 37  ω     81.00 106.00   1.00   30.00    --  111.00 -94.00-180.00   25
 38  ω     77.00 112.00   1.00   30.00    --  111.00-125.00  30.00   35
 39  ω     87.00 151.00   1.00   30.00    --  111.00  45.00 -90.00   64
 40  ω     31.00  58.00   1.00   30.00    --  111.00 -94.00 120.00   27
 41  ω     70.00 104.00   1.00   30.00    --  111.00 -94.00 120.00   34
 42  ω    117.00 169.00   1.00   30.00    --  111.00  45.00 -30.00   52
 43  ω     81.00 111.00   1.00   30.00    --  111.00-125.00  60.00   30
 44  ω    127.00 152.00   1.00   30.00    --  111.00 125.00 -30.00   25
 45  ω    117.00 142.00   1.00   30.00    --  111.00 -77.00 -90.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0658587000
_diffrn_orient_matrix_UB_12      -0.0935989000
_diffrn_orient_matrix_UB_13      -0.0479028000
_diffrn_orient_matrix_UB_21      -0.0985367000
_diffrn_orient_matrix_UB_22      0.0454323000
_diffrn_orient_matrix_UB_23      0.0050284000
_diffrn_orient_matrix_UB_31      -0.0109342000
_diffrn_orient_matrix_UB_32      0.0352860000
_diffrn_orient_matrix_UB_33      -0.0777564000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9821
_reflns_number_total             12075
_reflns_odcompleteness_completeness 99.41
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.738
_refine_diff_density_min         -0.686
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1026
_refine_ls_number_reflns         12075
_refine_ls_number_restraints     661
_refine_ls_R_factor_all          0.0854
_refine_ls_R_factor_gt           0.0711
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0594P)²+7.7252P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1721
_refine_ls_wR_factor_ref         0.1808
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C55-N11
 1.137 with sigma of 0.01
 C55-C56
 1.456 with sigma of 0.01
 C56-N11
 2.593 with sigma of 0.02
 S4A-O11A \\sim S4A-O12A \\sim S4A-O10A
 with sigma of 0.02
 O11A-O12A \\sim O12A-O10A \\sim O11A-O10A
 with sigma of 0.04
 C54A-O11A \\sim C54A-O12A \\sim C54A-O10A
 with sigma of 0.04
 C54B-F11A \\sim C54B-F12A \\sim C54B-F10A
 with sigma of 0.02
 F11A-F12A \\sim F12A-F10A \\sim F10A-F11A
 with sigma of 0.04
 S4C-F11A \\sim S4C-F12A \\sim S4C-F10A
 with sigma of 0.04
 S4C-O10B \\sim S4C-O12B \\sim S4C-O11B
 with sigma of 0.02
 O10B-O12B \\sim O12B-O11B \\sim O10B-O11B
 with sigma of 0.04
 C54B-O10B \\sim C54B-O12B \\sim C54B-O11B
 with sigma of 0.04
 F11C-F10C \\sim F10C-F12C \\sim F12C-F11C
 with sigma of 0.04
 S4B-F11C \\sim S4B-F10C \\sim S4B-F12C
 with sigma of 0.04
 S4B-O11C \\sim S4B-O12C \\sim S4B-O10C
 with sigma of 0.02
 O11C-O12C \\sim O12C-O10C \\sim O11C-O10C
 with sigma of 0.04
 C54A-F10B \\sim C54A-F12B \\sim C54A-F11B
 with sigma of 0.02
 F10B-F12B \\sim F12B-F11B \\sim F11B-F10B
 with sigma of 0.04
 S4A-F10B \\sim S4A-F12B \\sim S4A-F11B
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
N11 \\sim C55 \\sim C56: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
S4C \\sim F10A \\sim F11A \\sim F12A \\sim O10B \\sim O11B \\sim O12B \\sim
C54B: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08 within
2A
S4B \\sim F11C \\sim O10C \\sim O11C \\sim O12C \\sim F10C \\sim F12C: within
2A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
S4A \\sim F10B \\sim F11B \\sim F12B \\sim O10A \\sim O11A \\sim O12A \\sim
C54A: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08 within
2A
S4A \\sim F10B \\sim F11B \\sim F12B \\sim O10A \\sim O11A \\sim O12A \\sim
C54A \\sim S4C \\sim F10A \\sim F11A \\sim F12A \\sim O10B \\sim O11B \\sim
O12B \\sim C54B: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
S4A \\sim F10B \\sim F11B \\sim F12B \\sim O10A \\sim O11A \\sim O12A \\sim
C54A \\sim S4B \\sim F11C \\sim O10C \\sim O11C \\sim O12C \\sim S4C \\sim F10A
\\sim F11A \\sim F12A \\sim O10B \\sim O11B \\sim O12B \\sim C54B \\sim F10C
\\sim F12C: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
within 2A
4. Rigid body (RIGU) restrains
 N11, C55, C56
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 S4C, F10A, F11A, F12A, O10B, O11B, O12B, C54B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 S4B, F11C, O10C, O11C, O12C, F10C, F12C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 S4A, F10B, F11B, F12B, O10A, O11A, O12A, C54A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 S4A, F10B, F11B, F12B, O10A, O11A, O12A, C54A, S4C, F10A, F11A, F12A, O10B,
 O11B, O12B, C54B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 S4A, F10B, F11B, F12B, O10A, O11A, O12A, C54A, S4B, F11C, O10C, O11C, O12C,
 S4C, F10A, F11A, F12A, O10B, O11B, O12B, C54B, F10C, F12C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: S4A(0.4) F10B(0.3) F11B(0.3) F12B(0.3) O10A(0.4) O11A(0.4)
 O12A(0.4) C54A(0.65) S4B(0.3) F11C(0.3) O10C(0.3) O11C(0.3) O12C(0.3) S4C(0.3)
 F10A(0.5) F11A(0.35) F12A(0.35) O10B(0.3) O11B(0.3) O12B(0.3) C54B(0.35)
 F10C(0.3) F12C(0.3) N11(0.5) C55(0.5) C56(0.5) H56A(0.5) H56B(0.5) H56C(0.5)
6.a Ternary CH refined with riding coordinates:
 C2(H2), C9(H9), C27(H27), C34(H34)
6.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16), C19(H19), C20(H20), C22(H22),
 C23(H23), C38(H38), C39(H39), C40(H40), C41(H41), C44(H44), C45(H45), C47(H47),
  C48(H48)
6.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C10(H10A,
 H10B,H10C), C11(H11A,H11B,H11C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C),
 C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C31(H31A,H31B,H31C), C33(H33A,H33B,
 H33C), C35(H35A,H35B,H35C), C36(H36A,H36B,H36C), C49(H49A,H49B,H49C), C50(H50A,
 H50B,H50C), C56(H56A,H56B,H56C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.74633(7) 0.37551(8) 0.29718(6) 0.0356(2) Uani 1 1 d . . . . .
F1 F 0.7822(2) 0.2520(2) 0.39061(17) 0.0526(7) Uani 1 1 d . . . . .
F2 F 0.7847(2) 0.1967(2) 0.27275(18) 0.0563(7) Uani 1 1 d . . . . .
F3 F 0.91192(18) 0.2926(2) 0.35603(18) 0.0561(8) Uani 1 1 d . . . . .
O1 O 0.7848(2) 0.4498(2) 0.36652(19) 0.0419(7) Uani 1 1 d . . . . .
O2 O 0.6378(2) 0.3440(2) 0.27533(19) 0.0406(7) Uani 1 1 d . . . . .
O3 O 0.7826(3) 0.3878(3) 0.2321(2) 0.0594(10) Uani 1 1 d . . . . .
C51 C 0.8090(3) 0.2737(3) 0.3302(3) 0.0385(9) Uani 1 1 d . . . . .
S2 S 1.27484(7) 0.64229(8) 0.33464(6) 0.0386(2) Uani 1 1 d . . . . .
F4 F 1.3423(3) 0.8221(2) 0.3901(2) 0.0732(10) Uani 1 1 d . . . . .
F5 F 1.45069(18) 0.7243(2) 0.43584(18) 0.0576(8) Uani 1 1 d . . . . .
F6 F 1.3207(2) 0.7460(2) 0.47702(16) 0.0558(7) Uani 1 1 d . . . . .
O4 O 1.3158(3) 0.6438(3) 0.2707(2) 0.0687(12) Uani 1 1 d . . . . .
O5 O 1.1701(2) 0.6663(2) 0.32130(18) 0.0393(7) Uani 1 1 d . . . . .
O6 O 1.2980(2) 0.5595(2) 0.3712(2) 0.0523(9) Uani 1 1 d . . . . .
C52 C 1.3502(3) 0.7391(4) 0.4122(3) 0.0459(11) Uani 1 1 d . . . . .
S3 S 0.79122(9) 0.75510(9) 0.54191(8) 0.0484(3) Uani 1 1 d . . . . .
F7 F 0.7594(3) 0.9191(2) 0.4990(2) 0.0691(9) Uani 1 1 d . . . . .
F8 F 0.6332(2) 0.8551(3) 0.5266(2) 0.0729(10) Uani 1 1 d . . . . .
F9 F 0.7714(3) 0.9190(3) 0.6207(2) 0.0766(10) Uani 1 1 d . . . . .
O7 O 0.9009(2) 0.7843(3) 0.5660(2) 0.0551(9) Uani 1 1 d . . . . .
O8 O 0.7594(3) 0.7108(4) 0.5968(3) 0.0831(14) Uani 1 1 d . . . . .
O9 O 0.7484(3) 0.7085(3) 0.4604(2) 0.0669(11) Uani 1 1 d . . . . .
C53 C 0.7355(4) 0.8681(4) 0.5467(3) 0.0503(12) Uani 1 1 d . . . . .
S4A S 0.7792(3) 0.9176(3) 0.0474(3) 0.0471(9) Uani 0.4 1 d D U P A 3
F10B F 0.7363(16) 1.0731(11) 0.1220(9) 0.125(6) Uani 0.3 1 d D U P A 3
F11B F 0.6568(12) 1.0503(10) -0.0081(8) 0.080(4) Uani 0.3 1 d D U P A 3
F12B F 0.5970(11) 0.9619(14) 0.0538(11) 0.109(5) Uani 0.3 1 d D U P A 3
O10A O 0.716(2) 0.8486(18) -0.0223(13) 0.099(8) Uani 0.4 1 d D U P A 3
O11A O 0.8665(9) 0.9668(12) 0.0401(9) 0.101(4) Uani 0.4 1 d D U P A 3
O12A O 0.8043(16) 0.8746(9) 0.1183(7) 0.071(4) Uani 0.4 1 d D U P A 3
C54A C 0.6912(9) 1.0011(9) 0.0560(6) 0.094(3) Uani 0.65 1 d D U P A 3
S4B S 0.8220(7) 0.9278(6) 0.1128(4) 0.0659(17) Uani 0.3 1 d D U P B 5
F11C F 0.6348(14) 0.9210(15) 0.0159(10) 0.138(7) Uani 0.3 1 d D U P B 5
O10C O 0.862(2) 1.0182(16) 0.1637(17) 0.085(9) Uani 0.3 1 d D U P B 5
O11C O 0.7924(17) 0.8479(17) 0.1450(16) 0.067(7) Uani 0.3 1 d D U P B 5
O12C O 0.754(2) 0.932(2) 0.0305(13) 0.116(6) Uani 0.3 1 d D U P B 5
S4C S 0.7838(4) 0.9330(5) 0.1305(3) 0.0559(15) Uani 0.3 1 d D U P C 4
F10A F 0.7339(13) 0.8503(10) -0.0256(8) 0.071(3) Uani 0.5 1 d D U P C 4
F11A F 0.8961(10) 0.8912(10) 0.0453(10) 0.117(4) Uani 0.35 1 d D U P C 4
F12A F 0.7847(12) 0.9905(9) -0.0038(6) 0.096(4) Uani 0.35 1 d D U P C 4
O10B O 0.798(2) 0.8411(16) 0.1483(16) 0.076(7) Uani 0.3 1 d D U P C 4
O11B O 0.6830(10) 0.9552(14) 0.1169(11) 0.089(5) Uani 0.3 1 d D U P C 4
O12B O 0.8644(14) 1.0014(14) 0.1728(14) 0.054(4) Uani 0.3 1 d D U P C 4
C54B C 0.8061(12) 0.9152(11) 0.0229(13) 0.084(4) Uani 0.35 1 d D U P C 4
P1 P 0.72327(7) 0.64597(8) -0.25495(6) 0.0328(2) Uani 1 1 d . . . . .
N1 N 0.8248(2) 0.8261(3) -0.1915(2) 0.0360(8) Uani 1 1 d . . . . .
N2 N 0.6594(2) 0.8378(3) -0.2291(2) 0.0361(8) Uani 1 1 d . . . . .
N3 N 0.6907(2) 0.6022(3) -0.1828(2) 0.0342(7) Uani 1 1 d . . . . .
N4 N 0.5484(2) 0.5461(2) -0.29413(19) 0.0302(7) Uani 1 1 d . . . . .
N5 N 0.4648(3) 0.3452(4) -0.0154(3) 0.0590(12) Uani 1 1 d . . . . .
C1 C 0.7308(3) 0.7756(3) -0.2214(2) 0.0341(9) Uani 1 1 d . . . . .
C2 C 0.9249(3) 0.7813(3) -0.1681(3) 0.0435(10) Uani 1 1 d . . . . .
H2 H 0.906696 0.714148 -0.168959 0.052 Uiso 1 1 calc R U . . .
C3 C 0.9911(3) 0.8246(4) -0.0837(3) 0.0503(12) Uani 1 1 d . . . . .
H3A H 1.021741 0.886676 -0.082159 0.075 Uiso 1 1 calc R U . . .
H3B H 1.044528 0.784405 -0.065680 0.075 Uiso 1 1 calc R U . . .
H3C H 0.948851 0.830018 -0.049799 0.075 Uiso 1 1 calc R U . . .
C4 C 0.9797(4) 0.7825(5) -0.2291(3) 0.0625(15) Uani 1 1 d . . . . .
H4A H 0.933554 0.753574 -0.280789 0.094 Uiso 1 1 calc R U . . .
H4B H 1.039195 0.747585 -0.216147 0.094 Uiso 1 1 calc R U . . .
H4C H 1.001186 0.847253 -0.229035 0.094 Uiso 1 1 calc R U . . .
C5 C 0.8122(3) 0.9204(3) -0.1820(3) 0.0399(10) Uani 1 1 d . . . . .
C6 C 0.8971(3) 1.0001(3) -0.1490(3) 0.0524(12) Uani 1 1 d . . . . .
H6A H 0.920858 1.009781 -0.092041 0.079 Uiso 1 1 calc R U . . .
H6B H 0.871679 1.057428 -0.165093 0.079 Uiso 1 1 calc R U . . .
H6C H 0.953268 0.984299 -0.168531 0.079 Uiso 1 1 calc R U . . .
C7 C 0.7084(3) 0.9285(3) -0.2062(3) 0.0431(10) Uani 1 1 d . . . . .
C8 C 0.6572(4) 1.0191(4) -0.2074(4) 0.0616(15) Uani 1 1 d . . . . .
H8A H 0.596400 1.010437 -0.253303 0.092 Uiso 1 1 calc R U . . .
H8B H 0.704112 1.069458 -0.209554 0.092 Uiso 1 1 calc R U . . .
H8C H 0.638152 1.035516 -0.160291 0.092 Uiso 1 1 calc R U . . .
C9 C 0.5460(3) 0.8117(3) -0.2519(3) 0.0369(9) Uani 1 1 d . . . . .
H9 H 0.535856 0.742580 -0.256202 0.044 Uiso 1 1 calc R U . . .
C10 C 0.5032(3) 0.8577(3) -0.1870(3) 0.0435(10) Uani 1 1 d . . . . .
H10A H 0.549111 0.851769 -0.136081 0.065 Uiso 1 1 calc R U . . .
H10B H 0.436328 0.826252 -0.195445 0.065 Uiso 1 1 calc R U . . .
H10C H 0.497449 0.923970 -0.188843 0.065 Uiso 1 1 calc R U . . .
C11 C 0.4896(3) 0.8323(3) -0.3330(3) 0.0428(10) Uani 1 1 d . . . . .
H11A H 0.487324 0.899839 -0.329290 0.064 Uiso 1 1 calc R U . . .
H11B H 0.420430 0.801387 -0.351618 0.064 Uiso 1 1 calc R U . . .
H11C H 0.525222 0.808600 -0.369454 0.064 Uiso 1 1 calc R U . . .
C12 C 0.5945(3) 0.6071(3) -0.3259(2) 0.0319(8) Uani 1 1 d . . . . .
C13 C 0.5466(3) 0.6155(3) -0.4032(2) 0.0345(9) Uani 1 1 d . . . . .
H13 H 0.576778 0.656105 -0.426705 0.041 Uiso 1 1 calc R U . . .
C14 C 0.4525(3) 0.5626(3) -0.4457(3) 0.0380(9) Uani 1 1 d . . . . .
H14 H 0.416726 0.571769 -0.496422 0.046 Uiso 1 1 calc R U . . .
C15 C 0.4118(3) 0.4967(3) -0.4135(2) 0.0375(9) Uani 1 1 d . . . . .
H15 H 0.350943 0.458639 -0.443344 0.045 Uiso 1 1 calc R U . . .
C16 C 0.4617(3) 0.4876(3) -0.3370(2) 0.0340(9) Uani 1 1 d . . . . .
H16 H 0.436452 0.441977 -0.314912 0.041 Uiso 1 1 calc R U . . .
C17 C 0.6068(3) 0.5473(3) -0.2099(2) 0.0316(8) Uani 1 1 d . . . . .
C18 C 0.5653(3) 0.4899(3) -0.1651(2) 0.0331(8) Uani 1 1 d . . . . .
C19 C 0.4635(3) 0.4913(3) -0.1631(2) 0.0383(10) Uani 1 1 d . . . . .
H19 H 0.417774 0.525068 -0.195695 0.046 Uiso 1 1 calc R U . . .
C20 C 0.4301(3) 0.4440(4) -0.1142(3) 0.0432(11) Uani 1 1 d . . . . .
H20 H 0.362321 0.446331 -0.113935 0.052 Uiso 1 1 calc R U . . .
C21 C 0.4976(3) 0.3918(4) -0.0640(3) 0.0445(11) Uani 1 1 d . . . . .
C22 C 0.6000(3) 0.3894(3) -0.0672(3) 0.0410(10) Uani 1 1 d . . . . .
H22 H 0.645633 0.354041 -0.036255 0.049 Uiso 1 1 calc R U . . .
C23 C 0.6324(3) 0.4386(3) -0.1155(3) 0.0388(9) Uani 1 1 d . . . . .
H23 H 0.700429 0.437888 -0.115259 0.047 Uiso 1 1 calc R U . . .
C24 C 0.3572(4) 0.3432(5) -0.0178(3) 0.0668(17) Uani 1 1 d . . . . .
H24A H 0.338381 0.407220 -0.010233 0.100 Uiso 1 1 calc R U . . .
H24B H 0.348786 0.313114 0.023692 0.100 Uiso 1 1 calc R U . . .
H24C H 0.313720 0.307933 -0.068299 0.100 Uiso 1 1 calc R U . . .
C25 C 0.5343(5) 0.2923(5) 0.0362(4) 0.0764(19) Uani 1 1 d . . . . .
H25A H 0.553188 0.239401 0.004627 0.115 Uiso 1 1 calc R U . . .
H25B H 0.500541 0.269043 0.069699 0.115 Uiso 1 1 calc R U . . .
H25C H 0.595269 0.333324 0.068509 0.115 Uiso 1 1 calc R U . . .
P2 P 0.80468(7) 0.64829(7) 0.29552(6) 0.0314(2) Uani 1 1 d . . . . .
N6 N 0.7354(2) 0.8269(2) 0.2997(2) 0.0345(7) Uani 1 1 d . . . . .
N7 N 0.9037(2) 0.8419(2) 0.3343(2) 0.0321(7) Uani 1 1 d . . . . .
N8 N 0.8330(2) 0.6082(2) 0.2105(2) 0.0328(7) Uani 1 1 d . . . . .
N9 N 0.9614(2) 0.5523(2) 0.30500(19) 0.0287(7) Uani 1 1 d . . . . .
N10 N 1.0056(3) 0.3421(3) -0.0346(2) 0.0409(8) Uani 1 1 d . . . . .
C26 C 0.8198(3) 0.7778(3) 0.3075(2) 0.0326(8) Uani 1 1 d . . . . .
C27 C 1.0120(3) 0.8178(3) 0.3457(2) 0.0336(9) Uani 1 1 d . . . . .
H27 H 1.008368 0.748707 0.327729 0.040 Uiso 1 1 calc R U . . .
C28 C 1.0759(3) 0.8399(3) 0.4324(3) 0.0393(10) Uani 1 1 d . . . . .
H28A H 1.092628 0.907545 0.449769 0.059 Uiso 1 1 calc R U . . .
H28B H 1.138398 0.809168 0.439829 0.059 Uiso 1 1 calc R U . . .
H28C H 1.037222 0.816856 0.462922 0.059 Uiso 1 1 calc R U . . .
C29 C 1.0578(3) 0.8646(3) 0.2923(3) 0.0419(10) Uani 1 1 d . . . . .
H29A H 1.007728 0.856757 0.240353 0.063 Uiso 1 1 calc R U . . .
H29B H 1.118327 0.835042 0.288513 0.063 Uiso 1 1 calc R U . . .
H29C H 1.076169 0.931313 0.314554 0.063 Uiso 1 1 calc R U . . .
C30 C 0.8724(3) 0.9328(3) 0.3441(3) 0.0367(9) Uani 1 1 d . . . . .
C31 C 0.9403(3) 1.0228(3) 0.3697(3) 0.0448(11) Uani 1 1 d . . . . .
H31A H 1.003290 1.015259 0.409565 0.067 Uiso 1 1 calc R U . . .
H31B H 0.906155 1.072641 0.391251 0.067 Uiso 1 1 calc R U . . .
H31C H 0.955898 1.039216 0.324992 0.067 Uiso 1 1 calc R U . . .
C32 C 0.7666(3) 0.9222(3) 0.3226(3) 0.0375(9) Uani 1 1 d . . . . .
C33 C 0.6972(3) 0.9998(3) 0.3238(3) 0.0480(11) Uani 1 1 d . . . . .
H33A H 0.674826 1.017264 0.272682 0.072 Uiso 1 1 calc R U . . .
H33B H 0.733879 1.054242 0.363300 0.072 Uiso 1 1 calc R U . . .
H33C H 0.638074 0.977831 0.336355 0.072 Uiso 1 1 calc R U . . .
C34 C 0.6265(3) 0.7815(3) 0.2612(3) 0.0411(10) Uani 1 1 d . . . . .
H34 H 0.630868 0.713997 0.241505 0.049 Uiso 1 1 calc R U . . .
C35 C 0.5722(4) 0.8234(4) 0.1889(3) 0.0521(12) Uani 1 1 d . . . . .
H35A H 0.559050 0.887667 0.205986 0.078 Uiso 1 1 calc R U . . .
H35B H 0.508013 0.785683 0.159144 0.078 Uiso 1 1 calc R U . . .
H35C H 0.615467 0.823417 0.155978 0.078 Uiso 1 1 calc R U . . .
C36 C 0.5673(3) 0.7845(4) 0.3191(3) 0.0514(12) Uani 1 1 d . . . . .
H36A H 0.604443 0.756183 0.362666 0.077 Uiso 1 1 calc R U . . .
H36B H 0.500484 0.749781 0.292895 0.077 Uiso 1 1 calc R U . . .
H36C H 0.559292 0.849602 0.338636 0.077 Uiso 1 1 calc R U . . .
C37 C 0.9256(3) 0.6130(3) 0.3561(2) 0.0299(8) Uani 1 1 d . . . . .
C38 C 0.9724(3) 0.6217(3) 0.4369(2) 0.0346(9) Uani 1 1 d . . . . .
H38 H 0.948591 0.661326 0.472709 0.041 Uiso 1 1 calc R U . . .
C39 C 1.0556(3) 0.5702(3) 0.4636(2) 0.0376(9) Uani 1 1 d . . . . .
H39 H 1.091300 0.579075 0.517705 0.045 Uiso 1 1 calc R U . . .
C40 C 1.0860(3) 0.5057(3) 0.4106(3) 0.0372(9) Uani 1 1 d . . . . .
H40 H 1.139374 0.468796 0.429191 0.045 Uiso 1 1 calc R U . . .
C41 C 1.0372(3) 0.4964(3) 0.3307(2) 0.0329(8) Uani 1 1 d . . . . .
H41 H 1.056045 0.452304 0.294556 0.039 Uiso 1 1 calc R U . . .
C42 C 0.9064(3) 0.5539(3) 0.2217(2) 0.0302(8) Uani 1 1 d . . . . .
C43 C 0.9363(3) 0.4967(3) 0.1589(2) 0.0306(8) Uani 1 1 d . . . . .
C44 C 0.8576(3) 0.4462(3) 0.0919(2) 0.0344(9) Uani 1 1 d . . . . .
H44 H 0.789072 0.447688 0.090164 0.041 Uiso 1 1 calc R U . . .
C45 C 0.8803(3) 0.3947(3) 0.0290(2) 0.0358(9) Uani 1 1 d . . . . .
H45 H 0.826960 0.360605 -0.014189 0.043 Uiso 1 1 calc R U . . .
C46 C 0.9826(3) 0.3924(3) 0.0284(2) 0.0332(8) Uani 1 1 d . . . . .
C47 C 1.0609(3) 0.4439(3) 0.0955(2) 0.0333(8) Uani 1 1 d . . . . .
H47 H 1.129362 0.443697 0.096805 0.040 Uiso 1 1 calc R U . . .
C48 C 1.0382(3) 0.4942(3) 0.1589(2) 0.0321(8) Uani 1 1 d . . . . .
H48 H 1.091519 0.527211 0.202629 0.039 Uiso 1 1 calc R U . . .
C49 C 0.9233(4) 0.2902(4) -0.1038(3) 0.0515(12) Uani 1 1 d . . . . .
H49A H 0.890553 0.239008 -0.089222 0.077 Uiso 1 1 calc R U . . .
H49B H 0.951836 0.264672 -0.144470 0.077 Uiso 1 1 calc R U . . .
H49C H 0.873256 0.332729 -0.123371 0.077 Uiso 1 1 calc R U . . .
C50 C 1.1123(4) 0.3328(4) -0.0307(3) 0.0486(11) Uani 1 1 d . . . . .
H50A H 1.145381 0.394055 -0.028728 0.073 Uiso 1 1 calc R U . . .
H50B H 1.114180 0.289192 -0.076958 0.073 Uiso 1 1 calc R U . . .
H50C H 1.147779 0.309181 0.016003 0.073 Uiso 1 1 calc R U . . .
F10C F 0.7082(19) 1.0544(17) 0.0216(14) 0.134(7) Uani 0.3 1 d D U P D 5
F12C F 0.6550(15) 1.0249(15) 0.1157(12) 0.111(5) Uani 0.3 1 d D U P E 5
N11 N 0.7172(9) 1.1821(10) -0.0509(6) 0.086(3) Uani 0.5 1 d D U P F -1
C55 C 0.7232(9) 1.1817(11) 0.0133(6) 0.076(4) Uani 0.5 1 d D U P F -1
C56 C 0.7325(10) 1.1784(11) 0.0954(6) 0.079(4) Uani 0.5 1 d D U P F -1
H56A H 0.783844 1.136940 0.115000 0.119 Uiso 0.5 1 calc R U P F -1
H56B H 0.667255 1.154621 0.097901 0.119 Uiso 0.5 1 calc R U P F -1
H56C H 0.752593 1.241330 0.127307 0.119 Uiso 0.5 1 calc R U P F -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.436(3) . ?
S1 O2 1.444(3) . ?
S1 O3 1.445(3) . ?
S1 C51 1.816(5) . ?
F1 C51 1.334(5) . ?
F2 C51 1.327(5) . ?
F3 C51 1.339(5) . ?
S2 O4 1.435(4) . ?
S2 O5 1.443(3) . ?
S2 O6 1.453(4) . ?
S2 C52 1.805(5) . ?
F4 C52 1.316(6) . ?
F5 C52 1.345(5) . ?
F6 C52 1.342(6) . ?
S3 O7 1.448(3) . ?
S3 O8 1.429(5) . ?
S3 O9 1.432(4) . ?
S3 C53 1.815(5) . ?
F7 C53 1.325(6) . ?
F8 C53 1.329(5) . ?
F9 C53 1.335(6) . ?
S4A O10A 1.459(16) . ?
S4A O11A 1.416(11) . ?
S4A O12A 1.467(12) . ?
S4A C54A 1.751(13) . ?
F10B C54A 1.388(14) . ?
F11B C54A 1.424(15) . ?
F12B C54A 1.372(14) . ?
S4B O10C 1.43(2) . ?
S4B O11C 1.467(19) . ?
S4B O12C 1.50(2) . ?
F11C O12C 1.57(3) . ?
S4C O10B 1.415(18) . ?
S4C O11B 1.384(13) . ?
S4C O12B 1.375(17) . ?
S4C C54B 2.03(3) . ?
F10A C54B 1.309(15) . ?
F11A C54B 1.254(14) . ?
F12A C54B 1.264(15) . ?
P1 N3 1.706(4) . ?
P1 C1 1.837(4) . ?
P1 C12 1.824(4) . ?
N1 C1 1.353(5) . ?
N1 C2 1.506(5) . ?
N1 C5 1.355(6) . ?
N2 C1 1.339(5) . ?
N2 C7 1.370(6) . ?
N2 C9 1.491(5) . ?
N3 C17 1.273(5) . ?
N4 C12 1.358(5) . ?
N4 C16 1.355(5) . ?
N4 C17 1.480(5) . ?
N5 C21 1.358(6) . ?
N5 C24 1.458(7) . ?
N5 C25 1.449(8) . ?
C2 H2 0.9800 . ?
C2 C3 1.517(7) . ?
C2 C4 1.515(7) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C6 1.496(6) . ?
C5 C7 1.366(6) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.499(7) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9 0.9800 . ?
C9 C10 1.529(6) . ?
C9 C11 1.514(6) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.376(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.389(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.374(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.369(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.460(6) . ?
C18 C19 1.406(5) . ?
C18 C23 1.398(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.373(7) . ?
C20 H20 0.9300 . ?
C20 C21 1.416(7) . ?
C21 C22 1.422(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.372(6) . ?
C23 H23 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
P2 N8 1.708(3) . ?
P2 C26 1.824(4) . ?
P2 C37 1.824(4) . ?
N6 C26 1.358(5) . ?
N6 C32 1.364(6) . ?
N6 C34 1.501(5) . ?
N7 C26 1.346(5) . ?
N7 C27 1.494(4) . ?
N7 C30 1.385(5) . ?
N8 C42 1.281(5) . ?
N9 C37 1.372(5) . ?
N9 C41 1.351(5) . ?
N9 C42 1.464(5) . ?
N10 C46 1.366(5) . ?
N10 C49 1.456(6) . ?
N10 C50 1.452(5) . ?
C27 H27 0.9800 . ?
C27 C28 1.509(6) . ?
C27 C29 1.529(6) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 C31 1.473(6) . ?
C30 C32 1.372(6) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 C33 1.491(6) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34 0.9800 . ?
C34 C35 1.525(7) . ?
C34 C36 1.505(6) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 C38 1.381(6) . ?
C38 H38 0.9300 . ?
C38 C39 1.385(6) . ?
C39 H39 0.9300 . ?
C39 C40 1.382(6) . ?
C40 H40 0.9300 . ?
C40 C41 1.371(6) . ?
C41 H41 0.9300 . ?
C42 C43 1.454(5) . ?
C43 C44 1.406(5) . ?
C43 C48 1.396(5) . ?
C44 H44 0.9300 . ?
C44 C45 1.370(6) . ?
C45 H45 0.9300 . ?
C45 C46 1.405(5) . ?
C46 C47 1.407(6) . ?
C47 H47 0.9300 . ?
C47 C48 1.372(6) . ?
C48 H48 0.9300 . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
N11 C55 1.139(8) . ?
C55 C56 1.457(8) . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 114.87(18) . . ?
O1 S1 O3 114.8(2) . . ?
O1 S1 C51 102.9(2) . . ?
O2 S1 O3 115.4(2) . . ?
O2 S1 C51 103.09(19) . . ?
O3 S1 C51 103.3(2) . . ?
F1 C51 S1 110.9(3) . . ?
F1 C51 F3 106.9(4) . . ?
F2 C51 S1 112.1(3) . . ?
F2 C51 F1 107.8(4) . . ?
F2 C51 F3 107.9(3) . . ?
F3 C51 S1 110.9(3) . . ?
O4 S2 O5 116.6(2) . . ?
O4 S2 O6 113.4(2) . . ?
O4 S2 C52 104.3(2) . . ?
O5 S2 O6 114.31(19) . . ?
O5 S2 C52 103.3(2) . . ?
O6 S2 C52 102.7(2) . . ?
F4 C52 S2 112.7(3) . . ?
F4 C52 F5 108.3(4) . . ?
F4 C52 F6 107.5(4) . . ?
F5 C52 S2 111.0(3) . . ?
F6 C52 S2 111.2(3) . . ?
F6 C52 F5 105.9(4) . . ?
O7 S3 C53 102.7(2) . . ?
O8 S3 O7 114.9(2) . . ?
O8 S3 O9 115.4(3) . . ?
O8 S3 C53 103.9(3) . . ?
O9 S3 O7 113.5(2) . . ?
O9 S3 C53 104.5(2) . . ?
F7 C53 S3 111.4(3) . . ?
F7 C53 F8 108.4(5) . . ?
F7 C53 F9 108.0(4) . . ?
F8 C53 S3 111.2(4) . . ?
F8 C53 F9 107.7(4) . . ?
F9 C53 S3 109.9(4) . . ?
O10A S4A O12A 110.4(13) . . ?
O10A S4A C54A 101.0(12) . . ?
O11A S4A O10A 116.5(13) . . ?
O11A S4A O12A 112.8(11) . . ?
O11A S4A C54A 107.3(8) . . ?
O12A S4A C54A 107.8(8) . . ?
F10B C54A S4A 110.0(9) . . ?
F10B C54A F11B 104.3(12) . . ?
F11B C54A S4A 116.0(9) . . ?
F12B C54A S4A 114.0(10) . . ?
F12B C54A F10B 113.2(13) . . ?
F12B C54A F11B 98.6(11) . . ?
O10C S4B O11C 120.2(15) . . ?
O10C S4B O12C 115.4(15) . . ?
O11C S4B O12C 114.5(14) . . ?
S4B O12C F11C 116(2) . . ?
O10B S4C C54B 101.2(12) . . ?
O11B S4C O10B 112.8(13) . . ?
O11B S4C C54B 105.5(9) . . ?
O12B S4C O10B 114.7(13) . . ?
O12B S4C O11B 119.9(11) . . ?
O12B S4C C54B 99.2(10) . . ?
F10A C54B S4C 106.9(14) . . ?
F11A C54B S4C 96.8(14) . . ?
F11A C54B F10A 117.1(16) . . ?
F11A C54B F12A 123.1(18) . . ?
F12A C54B S4C 107.4(14) . . ?
F12A C54B F10A 104.0(14) . . ?
N3 P1 C1 102.84(18) . . ?
N3 P1 C12 91.25(17) . . ?
C12 P1 C1 107.64(18) . . ?
C1 N1 C2 123.7(4) . . ?
C1 N1 C5 108.9(3) . . ?
C5 N1 C2 127.2(3) . . ?
C1 N2 C7 108.8(3) . . ?
C1 N2 C9 125.0(4) . . ?
C7 N2 C9 126.0(3) . . ?
C17 N3 P1 112.9(3) . . ?
C12 N4 C17 112.4(3) . . ?
C16 N4 C12 122.9(4) . . ?
C16 N4 C17 124.6(3) . . ?
C21 N5 C24 120.3(5) . . ?
C21 N5 C25 120.6(4) . . ?
C25 N5 C24 119.0(5) . . ?
N1 C1 P1 118.7(3) . . ?
N2 C1 P1 132.9(3) . . ?
N2 C1 N1 107.7(4) . . ?
N1 C2 H2 106.6 . . ?
N1 C2 C3 111.5(4) . . ?
N1 C2 C4 110.9(4) . . ?
C3 C2 H2 106.6 . . ?
C4 C2 H2 106.6 . . ?
C4 C2 C3 114.2(4) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C6 125.8(4) . . ?
N1 C5 C7 107.4(4) . . ?
C7 C5 C6 126.8(4) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 C8 126.2(4) . . ?
C5 C7 N2 107.1(4) . . ?
C5 C7 C8 126.7(4) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 H9 106.8 . . ?
N2 C9 C10 111.2(3) . . ?
N2 C9 C11 111.3(4) . . ?
C10 C9 H9 106.8 . . ?
C11 C9 H9 106.8 . . ?
C11 C9 C10 113.5(4) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N4 C12 P1 106.7(3) . . ?
N4 C12 C13 118.5(4) . . ?
C13 C12 P1 133.9(3) . . ?
C12 C13 H13 120.4 . . ?
C12 C13 C14 119.2(4) . . ?
C14 C13 H13 120.4 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.5(4) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.4(4) . . ?
C16 C15 H15 120.3 . . ?
N4 C16 C15 119.0(4) . . ?
N4 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
N3 C17 N4 114.3(4) . . ?
N3 C17 C18 125.9(4) . . ?
C18 C17 N4 119.8(3) . . ?
C19 C18 C17 123.0(4) . . ?
C23 C18 C17 118.6(3) . . ?
C23 C18 C19 118.0(4) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 C18 121.5(4) . . ?
C20 C19 H19 119.3 . . ?
C19 C20 H20 119.7 . . ?
C19 C20 C21 120.7(4) . . ?
C21 C20 H20 119.7 . . ?
N5 C21 C20 120.8(4) . . ?
N5 C21 C22 121.7(5) . . ?
C20 C21 C22 117.5(4) . . ?
C21 C22 H22 119.6 . . ?
C23 C22 C21 120.8(4) . . ?
C23 C22 H22 119.6 . . ?
C18 C23 H23 119.3 . . ?
C22 C23 C18 121.4(4) . . ?
C22 C23 H23 119.3 . . ?
N5 C24 H24A 109.5 . . ?
N5 C24 H24B 109.5 . . ?
N5 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N5 C25 H25A 109.5 . . ?
N5 C25 H25B 109.5 . . ?
N5 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N8 P2 C26 103.93(18) . . ?
N8 P2 C37 91.35(16) . . ?
C26 P2 C37 107.30(18) . . ?
C26 N6 C32 109.2(3) . . ?
C26 N6 C34 123.6(3) . . ?
C32 N6 C34 126.7(3) . . ?
C26 N7 C27 124.8(3) . . ?
C26 N7 C30 109.0(3) . . ?
C30 N7 C27 126.1(3) . . ?
C42 N8 P2 112.2(3) . . ?
C37 N9 C42 112.4(3) . . ?
C41 N9 C37 122.4(3) . . ?
C41 N9 C42 125.2(3) . . ?
C46 N10 C49 120.2(4) . . ?
C46 N10 C50 120.6(4) . . ?
C50 N10 C49 119.0(4) . . ?
N6 C26 P2 119.4(3) . . ?
N7 C26 P2 132.3(3) . . ?
N7 C26 N6 107.6(3) . . ?
N7 C27 H27 106.9 . . ?
N7 C27 C28 111.0(3) . . ?
N7 C27 C29 110.3(3) . . ?
C28 C27 H27 106.9 . . ?
C28 C27 C29 114.5(3) . . ?
C29 C27 H27 106.9 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N7 C30 C31 126.0(4) . . ?
C32 C30 N7 106.7(4) . . ?
C32 C30 C31 127.3(4) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N6 C32 C30 107.6(4) . . ?
N6 C32 C33 125.6(4) . . ?
C30 C32 C33 126.8(4) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N6 C34 H34 106.7 . . ?
N6 C34 C35 110.5(4) . . ?
N6 C34 C36 112.5(4) . . ?
C35 C34 H34 106.7 . . ?
C36 C34 H34 106.7 . . ?
C36 C34 C35 113.2(4) . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C36 H36A 109.5 . . ?
C34 C36 H36B 109.5 . . ?
C34 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
N9 C37 P2 106.2(3) . . ?
N9 C37 C38 119.1(4) . . ?
C38 C37 P2 133.6(3) . . ?
C37 C38 H38 120.6 . . ?
C37 C38 C39 118.8(4) . . ?
C39 C38 H38 120.6 . . ?
C38 C39 H39 119.7 . . ?
C40 C39 C38 120.6(4) . . ?
C40 C39 H39 119.7 . . ?
C39 C40 H40 120.1 . . ?
C41 C40 C39 119.8(4) . . ?
C41 C40 H40 120.1 . . ?
N9 C41 C40 119.1(4) . . ?
N9 C41 H41 120.4 . . ?
C40 C41 H41 120.4 . . ?
N8 C42 N9 114.8(3) . . ?
N8 C42 C43 124.9(4) . . ?
C43 C42 N9 120.2(3) . . ?
C44 C43 C42 118.1(3) . . ?
C48 C43 C42 123.8(4) . . ?
C48 C43 C44 118.0(4) . . ?
C43 C44 H44 119.5 . . ?
C45 C44 C43 121.0(3) . . ?
C45 C44 H44 119.5 . . ?
C44 C45 H45 119.4 . . ?
C44 C45 C46 121.2(4) . . ?
C46 C45 H45 119.4 . . ?
N10 C46 C45 121.5(4) . . ?
N10 C46 C47 121.2(4) . . ?
C45 C46 C47 117.4(4) . . ?
C46 C47 H47 119.3 . . ?
C48 C47 C46 121.3(3) . . ?
C48 C47 H47 119.3 . . ?
C43 C48 H48 119.5 . . ?
C47 C48 C43 121.1(4) . . ?
C47 C48 H48 119.5 . . ?
N10 C49 H49A 109.5 . . ?
N10 C49 H49B 109.5 . . ?
N10 C49 H49C 109.5 . . ?
H49A C49 H49B 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
N10 C50 H50A 109.5 . . ?
N10 C50 H50B 109.5 . . ?
N10 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
N11 C55 C56 178.1(16) . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 C51 F1 60.9(3) . . . . ?
O1 S1 C51 F2 -178.5(3) . . . . ?
O1 S1 C51 F3 -57.8(3) . . . . ?
O2 S1 C51 F1 -58.8(3) . . . . ?
O2 S1 C51 F2 61.7(3) . . . . ?
O2 S1 C51 F3 -177.5(3) . . . . ?
O3 S1 C51 F1 -179.3(3) . . . . ?
O3 S1 C51 F2 -58.8(3) . . . . ?
O3 S1 C51 F3 62.0(4) . . . . ?
O4 S2 C52 F4 59.8(4) . . . . ?
O4 S2 C52 F5 -61.9(4) . . . . ?
O4 S2 C52 F6 -179.5(3) . . . . ?
O5 S2 C52 F4 -62.6(4) . . . . ?
O5 S2 C52 F5 175.8(3) . . . . ?
O5 S2 C52 F6 58.2(4) . . . . ?
O6 S2 C52 F4 178.3(3) . . . . ?
O6 S2 C52 F5 56.6(4) . . . . ?
O6 S2 C52 F6 -61.0(4) . . . . ?
O7 S3 C53 F7 59.3(4) . . . . ?
O7 S3 C53 F8 -179.7(4) . . . . ?
O7 S3 C53 F9 -60.4(4) . . . . ?
O8 S3 C53 F7 179.3(4) . . . . ?
O8 S3 C53 F8 -59.7(4) . . . . ?
O8 S3 C53 F9 59.5(4) . . . . ?
O9 S3 C53 F7 -59.4(4) . . . . ?
O9 S3 C53 F8 61.6(4) . . . . ?
O9 S3 C53 F9 -179.2(3) . . . . ?
O10A S4A C54A F10B 178.3(16) . . . . ?
O10A S4A C54A F11B -63.7(16) . . . . ?
O10A S4A C54A F12B 49.9(16) . . . . ?
O11A S4A C54A F10B -59.3(13) . . . . ?
O11A S4A C54A F11B 58.7(13) . . . . ?
O11A S4A C54A F12B 172.3(12) . . . . ?
O12A S4A C54A F10B 62.5(14) . . . . ?
O12A S4A C54A F11B -179.5(12) . . . . ?
O12A S4A C54A F12B -65.9(13) . . . . ?
O10C S4B O12C F11C -98(2) . . . . ?
O11C S4B O12C F11C 48(2) . . . . ?
P1 N3 C17 N4 -9.3(4) . . . . ?
P1 N3 C17 C18 172.0(3) . . . . ?
P1 C12 C13 C14 168.5(3) . . . . ?
N1 C5 C7 N2 1.0(5) . . . . ?
N1 C5 C7 C8 -179.2(5) . . . . ?
N3 P1 C1 N1 107.2(3) . . . . ?
N3 P1 C1 N2 -83.3(5) . . . . ?
N3 P1 C12 N4 -13.9(3) . . . . ?
N3 P1 C12 C13 177.4(4) . . . . ?
N3 C17 C18 C19 128.7(5) . . . . ?
N3 C17 C18 C23 -44.6(6) . . . . ?
N4 C12 C13 C14 0.8(6) . . . . ?
N4 C17 C18 C19 -49.8(6) . . . . ?
N4 C17 C18 C23 136.9(4) . . . . ?
N5 C21 C22 C23 -178.6(4) . . . . ?
C1 P1 N3 C17 121.9(3) . . . . ?
C1 P1 C12 N4 -117.8(3) . . . . ?
C1 P1 C12 C13 73.5(4) . . . . ?
C1 N1 C2 C3 -126.8(4) . . . . ?
C1 N1 C2 C4 104.8(5) . . . . ?
C1 N1 C5 C6 178.8(5) . . . . ?
C1 N1 C5 C7 0.1(5) . . . . ?
C1 N2 C7 C5 -1.7(5) . . . . ?
C1 N2 C7 C8 178.5(5) . . . . ?
C1 N2 C9 C10 119.9(5) . . . . ?
C1 N2 C9 C11 -112.5(5) . . . . ?
C2 N1 C1 P1 -13.2(6) . . . . ?
C2 N1 C1 N2 174.8(4) . . . . ?
C2 N1 C5 C6 3.0(8) . . . . ?
C2 N1 C5 C7 -175.7(4) . . . . ?
C5 N1 C1 P1 170.8(3) . . . . ?
C5 N1 C1 N2 -1.2(5) . . . . ?
C5 N1 C2 C3 48.4(6) . . . . ?
C5 N1 C2 C4 -80.0(6) . . . . ?
C6 C5 C7 N2 -177.7(5) . . . . ?
C6 C5 C7 C8 2.1(9) . . . . ?
C7 N2 C1 P1 -168.6(4) . . . . ?
C7 N2 C1 N1 1.8(5) . . . . ?
C7 N2 C9 C10 -54.2(6) . . . . ?
C7 N2 C9 C11 73.4(5) . . . . ?
C9 N2 C1 P1 16.4(7) . . . . ?
C9 N2 C1 N1 -173.2(4) . . . . ?
C9 N2 C7 C5 173.2(4) . . . . ?
C9 N2 C7 C8 -6.6(8) . . . . ?
C12 P1 N3 C17 13.5(3) . . . . ?
C12 P1 C1 N1 -157.3(3) . . . . ?
C12 P1 C1 N2 12.2(5) . . . . ?
C12 N4 C16 C15 -7.0(6) . . . . ?
C12 N4 C17 N3 -2.1(5) . . . . ?
C12 N4 C17 C18 176.6(3) . . . . ?
C12 C13 C14 C15 -5.4(6) . . . . ?
C13 C14 C15 C16 4.0(6) . . . . ?
C14 C15 C16 N4 2.1(6) . . . . ?
C16 N4 C12 P1 -165.3(3) . . . . ?
C16 N4 C12 C13 5.5(5) . . . . ?
C16 N4 C17 N3 174.5(3) . . . . ?
C16 N4 C17 C18 -6.8(5) . . . . ?
C17 N4 C12 P1 11.4(4) . . . . ?
C17 N4 C12 C13 -177.9(3) . . . . ?
C17 N4 C16 C15 176.8(3) . . . . ?
C17 C18 C19 C20 -173.3(4) . . . . ?
C17 C18 C23 C22 174.9(4) . . . . ?
C18 C19 C20 C21 -0.2(7) . . . . ?
C19 C18 C23 C22 1.2(6) . . . . ?
C19 C20 C21 N5 179.8(4) . . . . ?
C19 C20 C21 C22 -0.8(7) . . . . ?
C20 C21 C22 C23 2.0(7) . . . . ?
C21 C22 C23 C18 -2.3(7) . . . . ?
C23 C18 C19 C20 0.0(6) . . . . ?
C24 N5 C21 C20 3.9(7) . . . . ?
C24 N5 C21 C22 -175.5(5) . . . . ?
C25 N5 C21 C20 -179.6(5) . . . . ?
C25 N5 C21 C22 1.0(8) . . . . ?
P2 N8 C42 N9 -10.6(4) . . . . ?
P2 N8 C42 C43 169.3(3) . . . . ?
P2 C37 C38 C39 167.3(3) . . . . ?
N7 C30 C32 N6 -0.6(5) . . . . ?
N7 C30 C32 C33 179.3(4) . . . . ?
N8 P2 C26 N6 112.7(3) . . . . ?
N8 P2 C26 N7 -78.0(4) . . . . ?
N8 P2 C37 N9 -15.7(3) . . . . ?
N8 P2 C37 C38 177.1(4) . . . . ?
N8 C42 C43 C44 -43.4(6) . . . . ?
N8 C42 C43 C48 132.1(4) . . . . ?
N9 C37 C38 C39 1.4(6) . . . . ?
N9 C42 C43 C44 136.5(4) . . . . ?
N9 C42 C43 C48 -48.0(6) . . . . ?
N10 C46 C47 C48 -179.7(4) . . . . ?
C26 P2 N8 C42 123.5(3) . . . . ?
C26 P2 C37 N9 -120.7(3) . . . . ?
C26 P2 C37 C38 72.1(4) . . . . ?
C26 N6 C32 C30 0.8(5) . . . . ?
C26 N6 C32 C33 -179.1(4) . . . . ?
C26 N6 C34 C35 -119.0(4) . . . . ?
C26 N6 C34 C36 113.3(5) . . . . ?
C26 N7 C27 C28 -113.6(4) . . . . ?
C26 N7 C27 C29 118.4(4) . . . . ?
C26 N7 C30 C31 -177.7(4) . . . . ?
C26 N7 C30 C32 0.2(5) . . . . ?
C27 N7 C26 P2 14.2(6) . . . . ?
C27 N7 C26 N6 -175.6(4) . . . . ?
C27 N7 C30 C31 -1.8(7) . . . . ?
C27 N7 C30 C32 176.1(4) . . . . ?
C30 N7 C26 P2 -169.9(3) . . . . ?
C30 N7 C26 N6 0.3(5) . . . . ?
C30 N7 C27 C28 71.1(5) . . . . ?
C30 N7 C27 C29 -56.8(5) . . . . ?
C31 C30 C32 N6 177.3(4) . . . . ?
C31 C30 C32 C33 -2.8(8) . . . . ?
C32 N6 C26 P2 171.0(3) . . . . ?
C32 N6 C26 N7 -0.7(5) . . . . ?
C32 N6 C34 C35 51.9(6) . . . . ?
C32 N6 C34 C36 -75.7(6) . . . . ?
C34 N6 C26 P2 -16.7(6) . . . . ?
C34 N6 C26 N7 171.6(4) . . . . ?
C34 N6 C32 C30 -171.2(4) . . . . ?
C34 N6 C32 C33 8.9(7) . . . . ?
C37 P2 N8 C42 15.3(3) . . . . ?
C37 P2 C26 N6 -151.4(3) . . . . ?
C37 P2 C26 N7 17.8(5) . . . . ?
C37 N9 C41 C40 -5.2(6) . . . . ?
C37 N9 C42 N8 -2.3(5) . . . . ?
C37 N9 C42 C43 177.7(3) . . . . ?
C37 C38 C39 C40 -5.0(6) . . . . ?
C38 C39 C40 C41 3.7(6) . . . . ?
C39 C40 C41 N9 1.4(6) . . . . ?
C41 N9 C37 P2 -165.6(3) . . . . ?
C41 N9 C37 C38 3.8(6) . . . . ?
C41 N9 C42 N8 176.0(4) . . . . ?
C41 N9 C42 C43 -3.9(6) . . . . ?
C42 N9 C37 P2 12.8(4) . . . . ?
C42 N9 C37 C38 -177.8(3) . . . . ?
C42 N9 C41 C40 176.6(4) . . . . ?
C42 C43 C44 C45 176.8(4) . . . . ?
C42 C43 C48 C47 -175.5(4) . . . . ?
C43 C44 C45 C46 -1.5(7) . . . . ?
C44 C43 C48 C47 -0.1(6) . . . . ?
C44 C45 C46 N10 -179.3(4) . . . . ?
C44 C45 C46 C47 1.0(6) . . . . ?
C45 C46 C47 C48 0.0(6) . . . . ?
C46 C47 C48 C43 -0.4(7) . . . . ?
C48 C43 C44 C45 1.1(6) . . . . ?
C49 N10 C46 C45 1.0(7) . . . . ?
C49 N10 C46 C47 -179.3(4) . . . . ?
C50 N10 C46 C45 -173.8(4) . . . . ?
C50 N10 C46 C47 5.9(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.825
_oxdiff_exptl_absorpt_empirical_full_min 0.736
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jjw1084
_database_code_depnum_ccdc_archive 'CCDC 2406456'
loop_
_audit_author_name
_audit_author_address
'Jan J. Weigand'
;TU Dresden
Germany
;
_audit_update_record             
;
2024-11-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2019-07-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '4(C F3 O3 S), C42 H56 N8 P2, 2(C2 H3 N)'
_chemical_formula_sum            'C50 H62 F12 N10 O12 P2 S4'
_chemical_formula_weight         1413.27
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C92 H148 Cl8 F24 N24 O24 S4 P1 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.2530(2)
_cell_length_b                   13.4174(2)
_cell_length_c                   16.3574(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.1710(10)
_cell_angle_gamma                90
_cell_volume                     3128.15(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8968
_cell_measurement_temperature    99.9(2)
_cell_measurement_theta_max      76.3780
_cell_measurement_theta_min      3.0870
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.783
_exptl_absorpt_correction_T_max  0.848
_exptl_absorpt_correction_T_min  0.527
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.500
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1460
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-9 2 2 0.0561
9 -2 -2 0.0594
9 0 0 0.0360
9 0 0 0.0360
9 3 0 0.0474
5 7 3 0.0873
-8 5 3 0.0828
9 3 1 0.0435
-5 -6 -4 0.0972
0 5 -1 0.0929
1 -5 -2 0.0787
0 -5 2 0.0853
-1 3 5 0.1194
0 -4 5 0.0968
-2 5 -2 0.0810
-1 0 0 0.0217
-5 -2 0 0.0290
5 1 3 0.0581

_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.178
_exptl_crystal_size_min          0.059
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-8.8207 1.8855 2.2868 -0.9533 -0.2830 0.1056
8.8514 -2.1670 -1.6750 0.9579 0.2845 -0.0396
9.2558 0.0828 0.1626 0.8237 0.5670 -0.0093
9.2491 0.2872 -0.3055 0.8223 0.5660 -0.0592
8.6675 3.0449 0.2470 0.6004 0.7833 -0.1612
5.2762 6.7954 2.6999 0.0253 0.9879 -0.1533
-7.5797 4.5151 2.6485 -0.9996 0.0254 -0.0089
8.7141 2.8742 0.6917 0.6039 0.7887 -0.1151
-5.3077 -6.2027 -4.2701 -0.0254 -0.9996 -0.0091
-0.0000 5.0000 -0.9999 -0.2611 0.3812 -0.3533
0.9999 -5.0000 -2.0001 0.4206 -0.4352 0.1020
0.0000 -5.0000 1.9999 0.2379 -0.3432 0.4364
-0.9999 3.0000 5.0000 -0.3765 0.3814 0.2553
0.0001 -4.0000 4.9999 0.1115 -0.1456 0.6316
-2.0000 5.0000 -1.9999 -0.4177 0.2235 -0.4324
-1.0000 -0.0000 0.0000 -0.0899 -0.0598 0.0020
-4.9999 -2.0000 -0.0000 -0.3358 -0.4669 0.1180
5.0000 1.0000 3.0000 0.3231 0.4969 0.1853

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            17844
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.585
_diffrn_reflns_theta_min         3.101
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -44.00  31.00   0.50    3.00    --  -38.50  38.00 120.00  150
  2  ω     67.00 109.00   0.50    3.00    --   42.50  38.00  30.00   84
  3  ω     91.00 177.00   0.50   12.00    --  111.00  30.00 -30.00  172
  4  ω    133.00 162.00   0.50   12.00    --  111.00  84.00-176.00   58
  5  ω    126.00 177.00   0.50   12.00    --  111.00  30.00-180.00  102
  6  ω    104.00 130.00   0.50   12.00    --  111.00  84.00-176.00   52
  7  ω     89.00 151.00   0.50   12.00    --  111.00  45.00 -90.00  124
  8  ω     70.00  97.00   0.50   12.00    --  111.00 -94.00  90.00   54
  9  ω     57.00  97.00   0.50   12.00    --  111.00-125.00  90.00   80
 10  ω     47.00 119.00   0.50   12.00    --  111.00-125.00  60.00  144
 11  ω     75.00 108.00   0.50   12.00    --  111.00 -94.00 -60.00   66
 12  ω     57.00 103.00   0.50   12.00    --  111.00 -94.00-120.00   92
 13  ω     40.00 115.00   0.50   12.00    --  111.00-125.00-120.00  150
 14  ω     32.00  59.00   0.50   12.00    --  111.00 -94.00 -60.00   54
 15  ω     24.00  72.00   0.50    3.00    --   42.50 -99.00-180.00   96
 16  ω     39.00 120.00   0.50   12.00    --  111.00-125.00 120.00  162
 17  ω     34.00  91.00   0.50   12.00    --  111.00 -94.00 150.00  114
 18  ω    -89.00 -12.00   0.50    3.00    --  -38.50 -19.00 -90.00  154
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0899037000
_diffrn_orient_matrix_UB_12      -0.0568665000
_diffrn_orient_matrix_UB_13      -0.0231973000
_diffrn_orient_matrix_UB_21      0.0598441000
_diffrn_orient_matrix_UB_22      0.0838266000
_diffrn_orient_matrix_UB_23      0.0379500000
_diffrn_orient_matrix_UB_31      -0.0019807000
_diffrn_orient_matrix_UB_32      -0.0540412000
_diffrn_orient_matrix_UB_33      0.0830957000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5938
_reflns_number_total             6508
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.518
_refine_diff_density_min         -0.379
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     413
_refine_ls_number_reflns         6508
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0377
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0586P)²+1.4817P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0997
_refine_ls_wR_factor_ref         0.1029
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2), C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B)
2.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16), C20(H20), C21(H21)
2.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C10(H10A,
 H10B,H10C), C11(H11A,H11B,H11C), C25(H25A,H25B,H25C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.60770(3) 0.62900(3) 0.32815(2) 0.02018(10) Uani 1 1 d . . . . .
F1 F 0.77293(10) 0.71031(12) 0.31609(14) 0.0685(5) Uani 1 1 d . . . . .
F2 F 0.74789(13) 0.63889(14) 0.43089(12) 0.0733(6) Uani 1 1 d . . . . .
F3 F 0.68236(12) 0.77938(12) 0.40406(13) 0.0703(5) Uani 1 1 d . . . . .
O1 O 0.57648(10) 0.69413(12) 0.26410(8) 0.0363(3) Uani 1 1 d . . . . .
O2 O 0.54334(11) 0.61996(12) 0.39543(8) 0.0357(3) Uani 1 1 d . . . . .
O3 O 0.64629(9) 0.53607(10) 0.30035(9) 0.0311(3) Uani 1 1 d . . . . .
C22 C 0.70771(15) 0.69293(16) 0.37190(16) 0.0398(5) Uani 1 1 d . . . . .
S2 S 0.14320(3) 0.93886(3) 0.61819(2) 0.02235(10) Uani 1 1 d . . . . .
F4 F 0.20999(8) 0.87062(11) 0.47956(7) 0.0385(3) Uani 1 1 d . . . . .
F5 F 0.09544(10) 0.78482(9) 0.52729(7) 0.0392(3) Uani 1 1 d . . . . .
F6 F 0.06841(8) 0.92668(9) 0.47106(6) 0.0346(3) Uani 1 1 d . . . . .
O4 O 0.21562(9) 0.87909(10) 0.65622(7) 0.0289(3) Uani 1 1 d . . . . .
O5 O 0.17198(11) 1.03821(11) 0.59651(9) 0.0348(3) Uani 1 1 d . . . . .
O6 O 0.05218(10) 0.93080(11) 0.65551(8) 0.0322(3) Uani 1 1 d . . . . .
C23 C 0.12796(13) 0.87729(14) 0.51889(11) 0.0263(4) Uani 1 1 d . . . . .
P1 P 0.35815(3) 0.71005(3) 0.29254(2) 0.01547(10) Uani 1 1 d . . . . .
N1 N 0.17101(9) 0.79330(10) 0.28199(8) 0.0165(3) Uani 1 1 d . . . . .
N2 N 0.18252(9) 0.64902(10) 0.34251(8) 0.0168(3) Uani 1 1 d . . . . .
N3 N 0.45219(9) 0.84104(10) 0.21343(7) 0.0150(2) Uani 1 1 d . . . . .
N4 N 0.40236(9) 0.81019(10) 0.34532(8) 0.0164(2) Uani 1 1 d . . . . .
C1 C 0.23234(10) 0.72278(11) 0.30672(9) 0.0157(3) Uani 1 1 d . . . . .
C2 C 0.19894(11) 0.88788(11) 0.24124(9) 0.0174(3) Uani 1 1 d . . . . .
H2 H 0.2676 0.8904 0.2428 0.021 Uiso 1 1 calc R . . . .
C3 C 0.17073(13) 0.88754(13) 0.15151(10) 0.0239(3) Uani 1 1 d . . . . .
H3A H 0.1938 0.8280 0.1259 0.036 Uiso 1 1 calc GR . . . .
H3B H 0.1970 0.9448 0.1249 0.036 Uiso 1 1 calc GR . . . .
H3C H 0.1036 0.8896 0.1471 0.036 Uiso 1 1 calc GR . . . .
C4 C 0.16424(12) 0.97819(12) 0.28860(10) 0.0238(3) Uani 1 1 d . . . . .
H4A H 0.0970 0.9814 0.2854 0.036 Uiso 1 1 calc GR . . . .
H4B H 0.1906 1.0377 0.2655 0.036 Uiso 1 1 calc GR . . . .
H4C H 0.1832 0.9725 0.3448 0.036 Uiso 1 1 calc GR . . . .
C5 C 0.08099(11) 0.76291(12) 0.30061(9) 0.0184(3) Uani 1 1 d . . . . .
C6 C -0.00705(12) 0.81913(13) 0.28256(11) 0.0249(3) Uani 1 1 d . . . . .
H6A H -0.0156 0.8703 0.3229 0.037 Uiso 1 1 calc GR . . . .
H6B H -0.0595 0.7743 0.2838 0.037 Uiso 1 1 calc GR . . . .
H6C H -0.0027 0.8490 0.2294 0.037 Uiso 1 1 calc GR . . . .
C7 C 0.08877(11) 0.67210(12) 0.33874(9) 0.0190(3) Uani 1 1 d . . . . .
C8 C 0.01348(12) 0.60613(14) 0.37096(11) 0.0263(3) Uani 1 1 d . . . . .
H8A H 0.0208 0.5404 0.3488 0.039 Uiso 1 1 calc GR . . . .
H8B H -0.0467 0.6323 0.3554 0.039 Uiso 1 1 calc GR . . . .
H8C H 0.0178 0.6032 0.4295 0.039 Uiso 1 1 calc GR . . . .
C9 C 0.21806(12) 0.55616(12) 0.38271(10) 0.0212(3) Uani 1 1 d . . . . .
H9 H 0.1648 0.5274 0.4122 0.025 Uiso 1 1 calc R . . . .
C10 C 0.29299(13) 0.57898(14) 0.44684(10) 0.0269(4) Uani 1 1 d . . . . .
H10A H 0.3511 0.5943 0.4201 0.040 Uiso 1 1 calc GR . . . .
H10B H 0.3014 0.5220 0.4816 0.040 Uiso 1 1 calc GR . . . .
H10C H 0.2736 0.6350 0.4791 0.040 Uiso 1 1 calc GR . . . .
C11 C 0.24732(13) 0.47912(13) 0.31940(11) 0.0255(3) Uani 1 1 d . . . . .
H11A H 0.1949 0.4639 0.2846 0.038 Uiso 1 1 calc GR . . . .
H11B H 0.2678 0.4195 0.3466 0.038 Uiso 1 1 calc GR . . . .
H11C H 0.2977 0.5053 0.2871 0.038 Uiso 1 1 calc GR . . . .
C12 C 0.39456(10) 0.76320(11) 0.19484(9) 0.0162(3) Uani 1 1 d . . . . .
C13 C 0.39212(11) 0.72638(12) 0.11583(9) 0.0192(3) Uani 1 1 d . . . . .
H13 H 0.3541 0.6724 0.1026 0.023 Uiso 1 1 calc R . . . .
C14 C 0.44747(12) 0.77135(13) 0.05660(9) 0.0221(3) Uani 1 1 d . . . . .
H14 H 0.4470 0.7471 0.0033 0.027 Uiso 1 1 calc R . . . .
C15 C 0.50378(12) 0.85294(13) 0.07698(10) 0.0224(3) Uani 1 1 d . . . . .
H15 H 0.5397 0.8842 0.0372 0.027 Uiso 1 1 calc R . . . .
C16 C 0.50571(11) 0.88651(12) 0.15609(9) 0.0187(3) Uani 1 1 d . . . . .
H16 H 0.5436 0.9402 0.1704 0.022 Uiso 1 1 calc R . . . .
C17 C 0.45328(10) 0.86494(11) 0.30047(9) 0.0154(3) Uani 1 1 d . . . . .
C18 C 0.51516(11) 0.94903(12) 0.32754(9) 0.0178(3) Uani 1 1 d . . . . .
H18A H 0.4997 1.0079 0.2958 0.021 Uiso 1 1 calc R . . . .
H18B H 0.5799 0.9318 0.3159 0.021 Uiso 1 1 calc R . . . .
C19 C 0.50668(11) 0.97395(11) 0.41736(9) 0.0166(3) Uani 1 1 d . . . . .
C20 C 0.42094(11) 1.00138(12) 0.45062(9) 0.0199(3) Uani 1 1 d . . . . .
H20 H 0.3677 1.0026 0.4176 0.024 Uiso 1 1 calc R . . . .
C21 C 0.41378(11) 1.02710(12) 0.53276(9) 0.0188(3) Uani 1 1 d . . . . .
H21 H 0.3559 1.0450 0.5544 0.023 Uiso 1 1 calc R . . . .
N5 N 0.08355(13) 0.36249(13) 0.43044(11) 0.0363(4) Uani 1 1 d . . . . .
C24 C 0.10850(13) 0.28214(14) 0.43177(11) 0.0282(4) Uani 1 1 d . . . . .
C25 C 0.14001(17) 0.17892(16) 0.43251(15) 0.0422(5) Uani 1 1 d . . . . .
H25A H 0.1442 0.1558 0.4879 0.063 Uiso 1 1 calc GR . . . .
H25B H 0.2006 0.1745 0.4072 0.063 Uiso 1 1 calc GR . . . .
H25C H 0.0960 0.1384 0.4029 0.063 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4340(14) . ?
S1 O2 1.4400(14) . ?
S1 O3 1.4372(13) . ?
S1 C22 1.809(2) . ?
F1 C22 1.325(3) . ?
F2 C22 1.335(3) . ?
F3 C22 1.324(2) . ?
S2 O4 1.4462(13) . ?
S2 O5 1.4393(14) . ?
S2 O6 1.4395(14) . ?
S2 C23 1.8346(19) . ?
F4 C23 1.339(2) . ?
F5 C23 1.332(2) . ?
F6 C23 1.330(2) . ?
P1 N4 1.7160(13) . ?
P1 C1 1.8169(16) . ?
P1 C12 1.8268(16) . ?
N1 C1 1.349(2) . ?
N1 C2 1.4883(19) . ?
N1 C5 1.381(2) . ?
N2 C1 1.352(2) . ?
N2 C7 1.373(2) . ?
N2 C9 1.497(2) . ?
N3 C12 1.363(2) . ?
N3 C16 1.356(2) . ?
N3 C17 1.4594(18) . ?
N4 C17 1.268(2) . ?
C2 H2 0.9800 . ?
C2 C3 1.521(2) . ?
C2 C4 1.522(2) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C6 1.493(2) . ?
C5 C7 1.373(2) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.489(2) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9 0.9800 . ?
C9 C10 1.526(2) . ?
C9 C11 1.522(2) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.384(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.389(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.397(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.370(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.498(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.512(2) . ?
C19 C20 1.389(2) . ?
C19 C21 1.395(2) 3_676 ?
C20 H20 0.9300 . ?
C20 C21 1.391(2) . ?
C21 C19 1.395(2) 3_676 ?
C21 H21 0.9300 . ?
N5 C24 1.135(3) . ?
C24 C25 1.456(3) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 114.38(9) . . ?
O1 S1 O3 114.57(9) . . ?
O1 S1 C22 104.03(11) . . ?
O2 S1 C22 103.92(11) . . ?
O3 S1 O2 114.46(9) . . ?
O3 S1 C22 103.57(9) . . ?
F1 C22 S1 111.37(17) . . ?
F1 C22 F2 107.0(2) . . ?
F2 C22 S1 111.36(16) . . ?
F3 C22 S1 110.90(15) . . ?
F3 C22 F1 108.2(2) . . ?
F3 C22 F2 107.8(2) . . ?
O4 S2 C23 102.33(8) . . ?
O5 S2 O4 114.58(9) . . ?
O5 S2 O6 115.59(9) . . ?
O5 S2 C23 103.41(8) . . ?
O6 S2 O4 114.76(8) . . ?
O6 S2 C23 103.72(9) . . ?
F4 C23 S2 110.75(13) . . ?
F5 C23 S2 111.63(12) . . ?
F5 C23 F4 106.98(16) . . ?
F6 C23 S2 111.73(13) . . ?
F6 C23 F4 107.89(14) . . ?
F6 C23 F5 107.65(15) . . ?
N4 P1 C1 102.90(7) . . ?
N4 P1 C12 91.70(7) . . ?
C1 P1 C12 110.98(7) . . ?
C1 N1 C2 123.93(13) . . ?
C1 N1 C5 109.16(13) . . ?
C5 N1 C2 126.90(13) . . ?
C1 N2 C7 109.13(13) . . ?
C1 N2 C9 128.47(13) . . ?
C7 N2 C9 122.39(13) . . ?
C12 N3 C17 113.00(12) . . ?
C16 N3 C12 122.05(13) . . ?
C16 N3 C17 124.87(13) . . ?
C17 N4 P1 111.87(11) . . ?
N1 C1 P1 131.79(12) . . ?
N1 C1 N2 107.60(13) . . ?
N2 C1 P1 120.41(11) . . ?
N1 C2 H2 106.6 . . ?
N1 C2 C3 111.06(13) . . ?
N1 C2 C4 111.30(12) . . ?
C3 C2 H2 106.6 . . ?
C3 C2 C4 114.11(14) . . ?
C4 C2 H2 106.6 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C6 126.02(15) . . ?
C7 C5 N1 106.76(14) . . ?
C7 C5 C6 127.22(15) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 C5 107.33(14) . . ?
N2 C7 C8 123.54(15) . . ?
C5 C7 C8 129.13(15) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 H9 106.4 . . ?
N2 C9 C10 111.74(14) . . ?
N2 C9 C11 111.06(13) . . ?
C10 C9 H9 106.4 . . ?
C11 C9 H9 106.4 . . ?
C11 C9 C10 114.29(14) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C12 P1 106.06(10) . . ?
N3 C12 C13 119.70(14) . . ?
C13 C12 P1 132.16(12) . . ?
C12 C13 H13 120.5 . . ?
C12 C13 C14 118.92(15) . . ?
C14 C13 H13 120.5 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.06(14) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 120.2 . . ?
C16 C15 C14 119.53(15) . . ?
C16 C15 H15 120.2 . . ?
N3 C16 C15 119.71(15) . . ?
N3 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
N3 C17 C18 117.28(13) . . ?
N4 C17 N3 115.64(13) . . ?
N4 C17 C18 127.06(13) . . ?
C17 C18 H18A 108.8 . . ?
C17 C18 H18B 108.8 . . ?
C17 C18 C19 113.90(13) . . ?
H18A C18 H18B 107.7 . . ?
C19 C18 H18A 108.8 . . ?
C19 C18 H18B 108.8 . . ?
C20 C19 C18 120.81(14) . . ?
C20 C19 C21 119.22(14) . 3_676 ?
C21 C19 C18 119.94(14) 3_676 . ?
C19 C20 H20 119.6 . . ?
C19 C20 C21 120.74(15) . . ?
C21 C20 H20 119.6 . . ?
C19 C21 H21 120.0 3_676 . ?
C20 C21 C19 120.04(15) . 3_676 ?
C20 C21 H21 120.0 . . ?
N5 C24 C25 179.3(2) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 C22 F1 -57.76(17) . . . . ?
O1 S1 C22 F2 -177.17(17) . . . . ?
O1 S1 C22 F3 62.8(2) . . . . ?
O2 S1 C22 F1 -177.78(15) . . . . ?
O2 S1 C22 F2 62.81(19) . . . . ?
O2 S1 C22 F3 -57.2(2) . . . . ?
O3 S1 C22 F1 62.32(18) . . . . ?
O3 S1 C22 F2 -57.1(2) . . . . ?
O3 S1 C22 F3 -177.13(19) . . . . ?
O4 S2 C23 F4 -54.62(14) . . . . ?
O4 S2 C23 F5 64.47(15) . . . . ?
O4 S2 C23 F6 -174.93(13) . . . . ?
O5 S2 C23 F4 64.71(14) . . . . ?
O5 S2 C23 F5 -176.20(13) . . . . ?
O5 S2 C23 F6 -55.60(15) . . . . ?
O6 S2 C23 F4 -174.27(12) . . . . ?
O6 S2 C23 F5 -55.18(15) . . . . ?
O6 S2 C23 F6 65.43(15) . . . . ?
P1 N4 C17 N3 8.77(17) . . . . ?
P1 N4 C17 C18 -169.81(13) . . . . ?
P1 C12 C13 C14 -162.44(13) . . . . ?
N1 C5 C7 N2 -0.07(17) . . . . ?
N1 C5 C7 C8 -179.57(16) . . . . ?
N3 C12 C13 C14 -1.3(2) . . . . ?
N3 C17 C18 C19 175.64(13) . . . . ?
N4 P1 C1 N1 64.72(15) . . . . ?
N4 P1 C1 N2 -121.15(12) . . . . ?
N4 P1 C12 N3 11.61(11) . . . . ?
N4 P1 C12 C13 174.60(16) . . . . ?
N4 C17 C18 C19 -5.8(2) . . . . ?
C1 P1 N4 C17 -123.78(12) . . . . ?
C1 P1 C12 N3 116.12(10) . . . . ?
C1 P1 C12 C13 -80.89(17) . . . . ?
C1 N1 C2 C3 109.30(16) . . . . ?
C1 N1 C2 C4 -122.40(16) . . . . ?
C1 N1 C5 C6 -179.30(15) . . . . ?
C1 N1 C5 C7 0.89(17) . . . . ?
C1 N2 C7 C5 -0.78(17) . . . . ?
C1 N2 C7 C8 178.76(15) . . . . ?
C1 N2 C9 C10 52.1(2) . . . . ?
C1 N2 C9 C11 -76.84(19) . . . . ?
C2 N1 C1 P1 -6.7(2) . . . . ?
C2 N1 C1 N2 178.66(12) . . . . ?
C2 N1 C5 C6 0.7(2) . . . . ?
C2 N1 C5 C7 -179.14(13) . . . . ?
C5 N1 C1 P1 173.32(12) . . . . ?
C5 N1 C1 N2 -1.37(16) . . . . ?
C5 N1 C2 C3 -70.67(19) . . . . ?
C5 N1 C2 C4 57.63(19) . . . . ?
C6 C5 C7 N2 -179.87(15) . . . . ?
C6 C5 C7 C8 0.6(3) . . . . ?
C7 N2 C1 P1 -174.08(10) . . . . ?
C7 N2 C1 N1 1.33(16) . . . . ?
C7 N2 C9 C10 -126.49(15) . . . . ?
C7 N2 C9 C11 104.61(16) . . . . ?
C9 N2 C1 P1 7.2(2) . . . . ?
C9 N2 C1 N1 -177.38(14) . . . . ?
C9 N2 C7 C5 178.03(13) . . . . ?
C9 N2 C7 C8 -2.4(2) . . . . ?
C12 P1 N4 C17 -11.81(12) . . . . ?
C12 P1 C1 N1 -32.19(16) . . . . ?
C12 P1 C1 N2 141.94(12) . . . . ?
C12 N3 C16 C15 -1.1(2) . . . . ?
C12 N3 C17 N4 0.79(19) . . . . ?
C12 N3 C17 C18 179.51(13) . . . . ?
C12 C13 C14 C15 -0.6(2) . . . . ?
C13 C14 C15 C16 1.6(3) . . . . ?
C14 C15 C16 N3 -0.8(2) . . . . ?
C16 N3 C12 P1 167.76(12) . . . . ?
C16 N3 C12 C13 2.2(2) . . . . ?
C16 N3 C17 N4 -175.91(14) . . . . ?
C16 N3 C17 C18 2.8(2) . . . . ?
C17 N3 C12 P1 -9.04(15) . . . . ?
C17 N3 C12 C13 -174.59(14) . . . . ?
C17 N3 C16 C15 175.27(15) . . . . ?
C17 C18 C19 C20 -58.5(2) . . . . ?
C17 C18 C19 C21 123.72(16) . . . 3_676 ?
C18 C19 C20 C21 -178.11(14) . . . . ?
C19 C20 C21 C19 0.3(3) . . . 3_676 ?
C21 C19 C20 C21 -0.3(3) 3_676 . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.449
_oxdiff_exptl_absorpt_empirical_full_min 0.670
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jjw1065
_database_code_depnum_ccdc_archive 'CCDC 2406454'
loop_
_audit_author_name
_audit_author_address
'Jan J. Weigand'
;TU Dresden
Germany
;
_audit_update_record             
;
2024-11-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2019-05-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C F3 O3 S), C18 H27 N4 P'
_chemical_formula_sum            'C20 H27 F6 N4 O6 P S2'
_chemical_formula_weight         628.54
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C38 H66 Cl6 F16 N8 O8 S1 P1 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.0317(2)
_cell_length_b                   12.2262(3)
_cell_length_c                   13.7991(3)
_cell_angle_alpha                81.406(2)
_cell_angle_beta                 89.124(2)
_cell_angle_gamma                83.879(2)
_cell_volume                     1332.18(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8648
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.2590
_cell_measurement_theta_min      3.2150
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.174
_exptl_absorpt_correction_T_max  0.705
_exptl_absorpt_correction_T_min  0.581
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             648
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-5 1 3 0.0761
2 -1 5 0.0677
-5 -1 -2 0.0688
0 5 3 0.0546
2 5 2 0.0566
3 5 0 0.0557
0 1 5 0.0526
-1 -2 -5 0.0747
0 0 -1 0.0768
-4 2 5 0.0712
1 5 0 0.0454
5 0 2 0.0750
2 5 -3 0.0532
0 -5 -4 0.0694
0 -3 5 0.0621
0 -1 0 0.0460
0 0 1 0.0516
5 4 0 0.0634
-5 -4 0 0.0783

_exptl_crystal_size_max          0.179
_exptl_crystal_size_mid          0.134
_exptl_crystal_size_min          0.109
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-5.0000 1.0000 3.0000 -0.8941 0.0799 0.5182
2.0000 -1.0000 5.0000 0.2157 0.6675 -0.1556
-5.0000 -1.0000 -2.0000 -0.5777 -0.3772 0.6982
0.0000 5.0000 3.0000 -0.4988 0.1106 -0.4470
2.0000 5.0000 2.0000 -0.1798 0.0831 -0.6900
3.0000 5.0000 -0.0000 0.0258 -0.0936 -0.8111
0.0000 1.0000 5.0000 -0.2351 0.5001 -0.0907
-1.0000 -2.0000 -5.0000 0.1723 -0.4977 0.3016
-0.0000 0.0000 -1.0000 0.0308 -0.1086 0.0003
-4.0000 2.0000 5.0000 -0.8928 0.2947 0.3068
1.0000 5.0000 -0.0000 -0.2624 -0.1747 -0.5677
5.0000 -0.0000 2.0000 0.6590 0.4203 -0.6090
2.0000 5.0000 -3.0000 -0.0260 -0.4601 -0.6885
-0.0000 -5.0000 -4.0000 0.5295 -0.2192 0.4473
0.0000 -3.0000 5.0000 0.0901 0.6724 0.2661
-0.0000 -1.0000 -0.0000 0.0813 0.0431 0.0892
0.0000 -0.0000 1.0000 -0.0308 0.1086 -0.0003
5.0000 4.0000 -0.0000 0.3953 0.0307 -0.9652
-5.0000 -4.0000 0.0000 -0.3953 -0.0307 0.9652

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12715
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.491
_diffrn_reflns_theta_min         3.239
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      1.00  75.00   0.50    0.75    --   42.50 -99.00 -90.00  148
  2  ω     42.00 119.00   0.50    3.00    --  111.00 -30.00 -60.00  154
  3  ω    101.00 140.00   0.50    3.00    --  111.00 -77.00 -90.00   78
  4  ω     82.00 109.00   0.50    3.00    --  111.00 -61.00 -90.00   54
  5  ω     68.00 121.00   0.50    3.00    --  111.00-125.00-120.00  106
  6  ω     66.00 121.00   0.50    3.00    --  111.00-125.00   0.00  110
  7  ω     84.00 120.00   0.50    3.00    --  111.00-125.00  90.00   72
  8  ω     78.00 109.00   0.50    3.00    --  111.00 -94.00  60.00   62
  9  ω     66.00 109.00   0.50    3.00    --  111.00 -94.00 120.00   86
 10  ω     50.00  77.00   0.50    3.00    --  111.00 -77.00 150.00   54
 11  ω     41.00  68.00   0.50    3.00    --  111.00-125.00  90.00   54
 12  ω     41.00 134.00   0.50    3.00    --  111.00 -45.00  30.00  186
 13  ω    140.00 167.00   0.50    3.00    --  111.00  30.00   0.00   54
 14  ω    126.00 177.00   0.50    3.00    --  111.00  45.00-120.00  102
 15  ω    129.00 156.00   0.50    3.00    --  111.00  77.00-180.00   54
 16  ω    139.00 164.00   0.50    3.00    --  111.00 125.00-180.00   50
 17  ω     97.00 168.00   0.50    3.00    --  111.00  30.00 -60.00  142
 18  ω     91.00 119.00   0.50    3.00    --  111.00  30.00   0.00   56
 19  ω     52.00  79.00   0.50    3.00    --  111.00 -77.00 -90.00   54
 20  ω     44.00 108.00   0.50    3.00    --  111.00 -94.00-120.00  128
 21  ω     41.00 132.00   0.50    3.00    --  111.00 -45.00-150.00  182
 22  ω     89.00 115.00   0.50    3.00    --  111.00  77.00-180.00   52
 23  ω     38.00 126.00   0.50    3.00    --  111.00 -30.00 120.00  176
 24  ω     89.00 114.00   0.50    3.00    --  111.00  30.00 150.00   50
 25  ω    135.00 173.00   0.50    3.00    --  111.00  30.00 150.00   76
 26  ω     51.00  92.00   0.50    0.75    --   42.50-134.00  72.00   82
 27  ω    -60.00  32.00   0.50    0.75    --  -38.50  57.00-180.00  184
 28  ω   -110.00 -20.00   0.50    0.75    --  -38.50 -38.00  30.00  180
 29  ω   -108.00 -16.00   0.50    0.75    --  -38.50 -38.00 -60.00  184
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1440948000
_diffrn_orient_matrix_UB_12      -0.0813001000
_diffrn_orient_matrix_UB_13      -0.0307613000
_diffrn_orient_matrix_UB_21      0.0405964000
_diffrn_orient_matrix_UB_22      -0.0430693000
_diffrn_orient_matrix_UB_23      0.1086386000
_diffrn_orient_matrix_UB_31      -0.1216693000
_diffrn_orient_matrix_UB_32      -0.0892088000
_diffrn_orient_matrix_UB_33      -0.0003019000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5137
_reflns_number_total             5524
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     432
_refine_ls_number_reflns         5524
_refine_ls_number_restraints     22
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0294
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0352P)²+0.4765P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0745
_refine_ls_wR_factor_ref         0.0762
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 S2A-O4A \\sim S2B-O4B
 with sigma of 0.02
 S2A-O5A \\sim S2B-O5B
 with sigma of 0.02
 S2A-O6A \\sim S2B-O6B
 with sigma of 0.02
 S2A-C20A \\sim S2B-C20B
 with sigma of 0.02
 F5A-C20A \\sim F6B-C20B
 with sigma of 0.02
 F6A-C20A \\sim F4B-C20B
 with sigma of 0.02
 F4A-C20A \\sim F5B-C20B
 with sigma of 0.02
 S2A-F5A \\sim S2B-F6B
 with sigma of 0.04
 S2A-F6A \\sim S2B-F4B
 with sigma of 0.04
 S2A-F4A \\sim S2B-F5B
 with sigma of 0.04
 F5A-F6A \\sim F6B-F4B
 with sigma of 0.04
 F5A-F4A \\sim F6B-F5B
 with sigma of 0.04
 O4A-O5A \\sim O4B-O5B
 with sigma of 0.04
 O4A-O6A \\sim O4B-O6B
 with sigma of 0.04
 O4A-C20A \\sim O4B-C20B
 with sigma of 0.04
 O5A-O6A \\sim O5B-O6B
 with sigma of 0.04
 O5A-C20A \\sim O5B-C20B
 with sigma of 0.04
 O6A-C20A \\sim O6B-C20B
 with sigma of 0.04
 F6A-F4A \\sim F4B-F5B
 with sigma of 0.04
3. Rigid body (RIGU) restrains
 P1, C12
 with sigma for 1-2 distances of 0.1 and sigma for 1-3 distances of 0.1
4. Others
 Sof(S2B)=Sof(F4B)=Sof(F5B)=Sof(F6B)=Sof(O4B)=Sof(O5B)=Sof(O6B)=Sof(C20B)=1-
 FVAR(1)
 Sof(S2A)=Sof(F4A)=Sof(F5A)=Sof(F6A)=Sof(O4A)=Sof(O5A)=Sof(O6A)=Sof(C20A)=
 FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C2(H2), C9(H9)
5.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16)
5.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C10(H10A,
 H10B,H10C), C11(H11A,H11B,H11C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.74642(4) 0.72808(3) 0.46904(2) 0.02154(8) Uani 1 1 d . . . . .
F1 F 0.68488(15) 0.93689(9) 0.38548(8) 0.0459(3) Uani 1 1 d . . . . .
F2 F 0.87430(13) 0.90950(9) 0.49764(10) 0.0453(3) Uani 1 1 d . . . . .
F3 F 0.61462(12) 0.90676(8) 0.53746(8) 0.0363(2) Uani 1 1 d . . . . .
O1 O 0.78826(13) 0.68197(9) 0.56901(8) 0.0291(2) Uani 1 1 d . . . . .
O2 O 0.58146(14) 0.70933(10) 0.43949(9) 0.0331(2) Uani 1 1 d . . . . .
O3 O 0.87886(15) 0.71106(10) 0.39961(8) 0.0343(2) Uani 1 1 d . . . . .
C19 C 0.72921(19) 0.87783(12) 0.47202(12) 0.0285(3) Uani 1 1 d . . . . .
S2A S 0.2277(4) 0.7561(3) 0.9331(2) 0.0192(6) Uani 0.601(15) 1 d D . P A 1
S2B S 0.2354(8) 0.7620(5) 0.9309(4) 0.0320(14) Uani 0.399(15) 1 d D . P A 2
F4A F -0.0307(5) 0.8497(3) 0.8285(6) 0.0547(17) Uani 0.601(15) 1 d D . P A 1
F4B F 0.0159(9) 0.8178(8) 0.7873(5) 0.0608(19) Uani 0.399(15) 1 d D . P A 2
F5A F 0.1891(9) 0.9413(11) 0.8006(8) 0.0309(11) Uani 0.601(15) 1 d D . P A 1
F5B F 0.1907(18) 0.9243(16) 0.7944(14) 0.042(4) Uani 0.399(15) 1 d D . P A 2
F6A F 0.0474(6) 0.9433(2) 0.9346(4) 0.0450(9) Uani 0.601(15) 1 d D . P A 1
F6B F -0.0128(12) 0.9245(7) 0.8971(8) 0.067(4) Uani 0.399(15) 1 d D . P A 2
O4A O 0.1102(15) 0.7025(8) 0.9942(8) 0.039(2) Uani 0.601(15) 1 d D . P A 1
O4B O 0.3270(15) 0.7008(11) 0.8672(9) 0.044(2) Uani 0.399(15) 1 d D . P A 2
O5A O 0.2827(9) 0.6955(6) 0.8526(6) 0.0332(12) Uani 0.601(15) 1 d D . P A 1
O5B O 0.3242(17) 0.8314(10) 0.9822(7) 0.061(3) Uani 0.399(15) 1 d D . P A 2
O6A O 0.3617(7) 0.8042(5) 0.9720(5) 0.0478(13) Uani 0.601(15) 1 d D . P A 1
O6B O 0.125(2) 0.7029(13) 1.0002(12) 0.045(4) Uani 0.399(15) 1 d D . P A 2
C20A C 0.1043(8) 0.8788(6) 0.8665(6) 0.0248(12) Uani 0.601(15) 1 d D . P A 1
C20B C 0.0971(15) 0.8572(10) 0.8524(10) 0.044(4) Uani 0.399(15) 1 d D . P A 2
P1 P 0.61417(4) 0.45007(3) 0.68672(2) 0.01895(8) Uani 1 1 d . U . . .
N1 N 0.59712(13) 0.23008(9) 0.76199(8) 0.0175(2) Uani 1 1 d . . . . .
N2 N 0.39925(13) 0.33265(9) 0.82776(8) 0.0168(2) Uani 1 1 d . . . . .
N3 N 0.47452(14) 0.64898(9) 0.68171(8) 0.0182(2) Uani 1 1 d . . . . .
N4 N 0.68637(14) 0.53072(10) 0.76490(8) 0.0220(2) Uani 1 1 d . . . . .
C1 C 0.53045(16) 0.33613(10) 0.76522(9) 0.0175(2) Uani 1 1 d . . . . .
C2 C 0.75828(16) 0.20110(11) 0.71150(10) 0.0200(2) Uani 1 1 d . . . . .
H2 H 0.7785 0.2663 0.6639 0.024 Uiso 1 1 calc R . . . .
C3 C 0.89931(17) 0.18398(13) 0.78627(11) 0.0258(3) Uani 1 1 d . . . . .
H3A H 0.8987 0.2490 0.8176 0.039 Uiso 1 1 calc GR . . . .
H3B H 1.0046 0.1713 0.7538 0.039 Uiso 1 1 calc GR . . . .
H3C H 0.8837 0.1208 0.8346 0.039 Uiso 1 1 calc GR . . . .
C4 C 0.75242(19) 0.10445(12) 0.65419(11) 0.0268(3) Uani 1 1 d . . . . .
H4A H 0.7554 0.0362 0.6990 0.040 Uiso 1 1 calc GR . . . .
H4B H 0.8471 0.1013 0.6110 0.040 Uiso 1 1 calc GR . . . .
H4C H 0.6510 0.1150 0.6165 0.040 Uiso 1 1 calc GR . . . .
C5 C 0.50678(16) 0.15908(10) 0.82285(9) 0.0183(2) Uani 1 1 d . . . . .
C6 C 0.54641(18) 0.03582(11) 0.84489(11) 0.0243(3) Uani 1 1 d . . . . .
H6A H 0.5256 0.0031 0.7878 0.036 Uiso 1 1 calc GR . . . .
H6B H 0.4770 0.0068 0.8978 0.036 Uiso 1 1 calc GR . . . .
H6C H 0.6620 0.0183 0.8633 0.036 Uiso 1 1 calc GR . . . .
C7 C 0.38134(16) 0.22312(10) 0.86327(9) 0.0180(2) Uani 1 1 d . . . . .
C8 C 0.25585(17) 0.18346(11) 0.93704(10) 0.0225(3) Uani 1 1 d . . . . .
H8A H 0.2985 0.1829 1.0017 0.034 Uiso 1 1 calc GR . . . .
H8B H 0.2344 0.1096 0.9291 0.034 Uiso 1 1 calc GR . . . .
H8C H 0.1537 0.2323 0.9279 0.034 Uiso 1 1 calc GR . . . .
C9 C 0.30042(16) 0.43348(10) 0.85674(10) 0.0193(2) Uani 1 1 d . . . . .
H9 H 0.3567 0.4979 0.8279 0.023 Uiso 1 1 calc R . . . .
C10 C 0.12357(17) 0.45010(12) 0.81468(11) 0.0249(3) Uani 1 1 d . . . . .
H10A H 0.1277 0.4373 0.7477 0.037 Uiso 1 1 calc GR . . . .
H10B H 0.0754 0.5248 0.8178 0.037 Uiso 1 1 calc GR . . . .
H10C H 0.0563 0.3986 0.8521 0.037 Uiso 1 1 calc GR . . . .
C11 C 0.30292(19) 0.43048(11) 0.96763(10) 0.0244(3) Uani 1 1 d . . . . .
H11A H 0.2294 0.3784 0.9978 0.037 Uiso 1 1 calc GR . . . .
H11B H 0.2662 0.5032 0.9832 0.037 Uiso 1 1 calc GR . . . .
H11C H 0.4148 0.4080 0.9917 0.037 Uiso 1 1 calc GR . . . .
C12 C 0.43970(16) 0.55445(11) 0.64837(9) 0.0188(2) Uani 1 1 d . U . . .
C13 C 0.30503(18) 0.55821(12) 0.58652(10) 0.0247(3) Uani 1 1 d . . . . .
H13 H 0.2823 0.4951 0.5611 0.030 Uiso 1 1 calc R . . . .
C14 C 0.20424(18) 0.65784(14) 0.56288(11) 0.0293(3) Uani 1 1 d . . . . .
H14 H 0.1108 0.6612 0.5231 0.035 Uiso 1 1 calc R . . . .
C15 C 0.24260(19) 0.75247(13) 0.59843(11) 0.0285(3) Uani 1 1 d . . . . .
H15 H 0.1752 0.8193 0.5824 0.034 Uiso 1 1 calc R . . . .
C16 C 0.38022(18) 0.74736(11) 0.65733(10) 0.0238(3) Uani 1 1 d . . . . .
H16 H 0.4082 0.8108 0.6802 0.029 Uiso 1 1 calc R . . . .
C17 C 0.61881(17) 0.63030(11) 0.74751(10) 0.0213(3) Uani 1 1 d . . . . .
C18 C 0.6744(2) 0.72722(13) 0.78644(11) 0.0300(3) Uani 1 1 d . . . . .
H18A H 0.6994 0.7827 0.7329 0.045 Uiso 1 1 calc GR . . . .
H18B H 0.7728 0.7037 0.8259 0.045 Uiso 1 1 calc GR . . . .
H18C H 0.5869 0.7579 0.8257 0.045 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4405(11) . ?
S1 O2 1.4434(11) . ?
S1 O3 1.4401(11) . ?
S1 C19 1.8279(15) . ?
F1 C19 1.3323(19) . ?
F2 C19 1.3351(18) . ?
F3 C19 1.3372(18) . ?
S2A O4A 1.404(8) . ?
S2A O5A 1.463(7) . ?
S2A O6A 1.428(7) . ?
S2A C20A 1.837(5) . ?
S2B O4B 1.390(11) . ?
S2B O5B 1.433(10) . ?
S2B O6B 1.458(12) . ?
S2B C20B 1.774(10) . ?
F4A C20A 1.316(8) . ?
F4B C20B 1.296(13) . ?
F5A C20A 1.326(11) . ?
F5B C20B 1.339(16) . ?
F6A C20A 1.357(9) . ?
F6B C20B 1.348(13) . ?
P1 N4 1.7122(12) . ?
P1 C1 1.8145(13) . ?
P1 C12 1.8199(14) . ?
N1 C1 1.3559(16) . ?
N1 C2 1.4949(16) . ?
N1 C5 1.3723(16) . ?
N2 C1 1.3519(17) . ?
N2 C7 1.3773(16) . ?
N2 C9 1.4962(16) . ?
N3 C12 1.3629(17) . ?
N3 C16 1.3514(18) . ?
N3 C17 1.4606(17) . ?
N4 C17 1.2689(19) . ?
C2 H2 0.9800 . ?
C2 C3 1.5205(19) . ?
C2 C4 1.5218(18) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C6 1.4929(18) . ?
C5 C7 1.3727(18) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.4875(18) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9 0.9800 . ?
C9 C10 1.5245(18) . ?
C9 C11 1.5256(18) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.381(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.387(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.387(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.373(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.4840(19) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 114.13(7) . . ?
O1 S1 C19 102.65(7) . . ?
O2 S1 C19 103.62(7) . . ?
O3 S1 O1 114.58(7) . . ?
O3 S1 O2 115.94(7) . . ?
O3 S1 C19 103.56(7) . . ?
F1 C19 S1 112.25(11) . . ?
F1 C19 F2 107.56(13) . . ?
F1 C19 F3 107.42(12) . . ?
F2 C19 S1 111.21(10) . . ?
F2 C19 F3 107.21(13) . . ?
F3 C19 S1 110.95(10) . . ?
O4A S2A O5A 112.5(6) . . ?
O4A S2A O6A 121.8(7) . . ?
O4A S2A C20A 104.0(6) . . ?
O5A S2A C20A 101.1(4) . . ?
O6A S2A O5A 112.1(4) . . ?
O6A S2A C20A 102.1(4) . . ?
O4B S2B O5B 117.3(7) . . ?
O4B S2B O6B 117.3(9) . . ?
O4B S2B C20B 103.7(7) . . ?
O5B S2B O6B 108.3(9) . . ?
O5B S2B C20B 104.1(6) . . ?
O6B S2B C20B 104.2(10) . . ?
F4A C20A S2A 110.4(5) . . ?
F4A C20A F5A 111.8(7) . . ?
F4A C20A F6A 105.5(5) . . ?
F5A C20A S2A 115.0(6) . . ?
F5A C20A F6A 107.0(8) . . ?
F6A C20A S2A 106.6(4) . . ?
F4B C20B S2B 117.4(8) . . ?
F4B C20B F5B 100.6(12) . . ?
F4B C20B F6B 107.9(9) . . ?
F5B C20B S2B 107.5(10) . . ?
F5B C20B F6B 106.0(12) . . ?
F6B C20B S2B 115.8(8) . . ?
N4 P1 C1 105.27(6) . . ?
N4 P1 C12 91.72(6) . . ?
C1 P1 C12 107.50(6) . . ?
C1 N1 C2 123.38(10) . . ?
C1 N1 C5 108.83(11) . . ?
C5 N1 C2 127.15(11) . . ?
C1 N2 C7 108.70(11) . . ?
C1 N2 C9 124.09(10) . . ?
C7 N2 C9 127.09(11) . . ?
C12 N3 C17 112.67(11) . . ?
C16 N3 C12 122.29(12) . . ?
C16 N3 C17 125.01(12) . . ?
C17 N4 P1 111.46(10) . . ?
N1 C1 P1 119.72(9) . . ?
N2 C1 P1 132.25(10) . . ?
N2 C1 N1 107.90(11) . . ?
N1 C2 H2 106.9 . . ?
N1 C2 C3 108.60(11) . . ?
N1 C2 C4 113.22(11) . . ?
C3 C2 H2 106.9 . . ?
C3 C2 C4 113.84(11) . . ?
C4 C2 H2 106.9 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C6 125.58(12) . . ?
N1 C5 C7 107.27(11) . . ?
C7 C5 C6 127.04(12) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 C8 125.70(12) . . ?
C5 C7 N2 107.28(11) . . ?
C5 C7 C8 126.90(12) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 H9 107.0 . . ?
N2 C9 C10 111.76(11) . . ?
N2 C9 C11 111.00(11) . . ?
C10 C9 H9 107.0 . . ?
C10 C9 C11 112.82(11) . . ?
C11 C9 H9 107.0 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C12 P1 106.13(9) . . ?
N3 C12 C13 119.60(12) . . ?
C13 C12 P1 133.60(11) . . ?
C12 C13 H13 120.6 . . ?
C12 C13 C14 118.84(13) . . ?
C14 C13 H13 120.6 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.11(14) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 119.90(13) . . ?
C16 C15 H15 120.0 . . ?
N3 C16 C15 119.20(13) . . ?
N3 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
N3 C17 C18 118.32(12) . . ?
N4 C17 N3 115.56(12) . . ?
N4 C17 C18 126.11(13) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 C19 F1 -177.90(10) . . . . ?
O1 S1 C19 F2 61.54(12) . . . . ?
O1 S1 C19 F3 -57.70(12) . . . . ?
O2 S1 C19 F1 -58.85(12) . . . . ?
O2 S1 C19 F2 -179.41(11) . . . . ?
O2 S1 C19 F3 61.34(13) . . . . ?
O3 S1 C19 F1 62.58(12) . . . . ?
O3 S1 C19 F2 -57.98(13) . . . . ?
O3 S1 C19 F3 -177.22(11) . . . . ?
O4A S2A C20A F4A -50.0(8) . . . . ?
O4A S2A C20A F5A -177.6(10) . . . . ?
O4A S2A C20A F6A 64.0(7) . . . . ?
O4B S2B C20B F4B 47.8(12) . . . . ?
O4B S2B C20B F5B -64.6(14) . . . . ?
O4B S2B C20B F6B 177.2(9) . . . . ?
O5A S2A C20A F4A 66.8(7) . . . . ?
O5A S2A C20A F5A -60.8(9) . . . . ?
O5A S2A C20A F6A -179.2(5) . . . . ?
O5B S2B C20B F4B 171.1(9) . . . . ?
O5B S2B C20B F5B 58.8(14) . . . . ?
O5B S2B C20B F6B -59.5(10) . . . . ?
O6A S2A C20A F4A -177.5(6) . . . . ?
O6A S2A C20A F5A 54.9(9) . . . . ?
O6A S2A C20A F6A -63.5(6) . . . . ?
O6B S2B C20B F4B -75.5(12) . . . . ?
O6B S2B C20B F5B 172.2(14) . . . . ?
O6B S2B C20B F6B 53.9(12) . . . . ?
P1 N4 C17 N3 12.09(14) . . . . ?
P1 N4 C17 C18 -167.01(12) . . . . ?
P1 C12 C13 C14 -171.65(11) . . . . ?
N1 C5 C7 N2 -1.15(14) . . . . ?
N1 C5 C7 C8 -177.27(12) . . . . ?
N3 C12 C13 C14 -2.5(2) . . . . ?
N4 P1 C1 N1 -119.04(11) . . . . ?
N4 P1 C1 N2 65.52(14) . . . . ?
N4 P1 C12 N3 13.20(9) . . . . ?
N4 P1 C12 C13 -176.61(14) . . . . ?
C1 P1 N4 C17 -123.31(10) . . . . ?
C1 P1 C12 N3 119.80(9) . . . . ?
C1 P1 C12 C13 -70.01(15) . . . . ?
C1 N1 C2 C3 93.89(14) . . . . ?
C1 N1 C2 C4 -138.63(13) . . . . ?
C1 N1 C5 C6 -175.84(13) . . . . ?
C1 N1 C5 C7 0.62(14) . . . . ?
C1 N2 C7 C5 1.27(14) . . . . ?
C1 N2 C7 C8 177.45(12) . . . . ?
C1 N2 C9 C10 110.81(13) . . . . ?
C1 N2 C9 C11 -122.29(13) . . . . ?
C2 N1 C1 P1 12.27(17) . . . . ?
C2 N1 C1 N2 -171.28(11) . . . . ?
C2 N1 C5 C6 -4.8(2) . . . . ?
C2 N1 C5 C7 171.66(12) . . . . ?
C5 N1 C1 P1 -176.28(9) . . . . ?
C5 N1 C1 N2 0.17(14) . . . . ?
C5 N1 C2 C3 -75.95(16) . . . . ?
C5 N1 C2 C4 51.54(17) . . . . ?
C6 C5 C7 N2 175.25(13) . . . . ?
C6 C5 C7 C8 -0.9(2) . . . . ?
C7 N2 C1 P1 174.94(10) . . . . ?
C7 N2 C1 N1 -0.90(14) . . . . ?
C7 N2 C9 C10 -73.63(16) . . . . ?
C7 N2 C9 C11 53.27(17) . . . . ?
C9 N2 C1 P1 -8.8(2) . . . . ?
C9 N2 C1 N1 175.37(11) . . . . ?
C9 N2 C7 C5 -174.85(12) . . . . ?
C9 N2 C7 C8 1.3(2) . . . . ?
C12 P1 N4 C17 -14.64(10) . . . . ?
C12 P1 C1 N1 144.14(10) . . . . ?
C12 P1 C1 N2 -31.30(14) . . . . ?
C12 N3 C16 C15 1.23(19) . . . . ?
C12 N3 C17 N4 -1.35(16) . . . . ?
C12 N3 C17 C18 177.82(12) . . . . ?
C12 C13 C14 C15 2.2(2) . . . . ?
C13 C14 C15 C16 -0.2(2) . . . . ?
C14 C15 C16 N3 -1.5(2) . . . . ?
C16 N3 C12 P1 172.64(10) . . . . ?
C16 N3 C12 C13 0.80(19) . . . . ?
C16 N3 C17 N4 176.81(12) . . . . ?
C16 N3 C17 C18 -4.01(19) . . . . ?
C17 N3 C12 P1 -9.13(12) . . . . ?
C17 N3 C12 C13 179.02(11) . . . . ?
C17 N3 C16 C15 -176.77(12) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.670
_oxdiff_exptl_absorpt_empirical_full_min 0.824
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jjw1209
_database_code_depnum_ccdc_archive 'CCDC 2406455'
loop_
_audit_author_name
_audit_author_address
'Jan J. Weigand'
;TU Dresden
Germany
;
_audit_update_record             
;
2024-11-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
# end Validation Reply Form
_audit_creation_date             2024-09-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H2 Cl2, 2(C F3 O3 S), C29 H34 N3 O P'
_chemical_formula_sum            'C32 H36 Cl2 F6 N3 O7 P S2'
_chemical_formula_weight         854.63
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C64 H72 Cl4 F12 N6 O14 P2 S4 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.85260(10)
_cell_length_b                   10.52490(10)
_cell_length_c                   19.7674(2)
_cell_angle_alpha                93.5370(10)
_cell_angle_beta                 97.1010(10)
_cell_angle_gamma                92.4710(10)
_cell_volume                     1821.78(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13810
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.5740
_cell_measurement_theta_min      2.2460
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.824
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.590
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.558
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             880
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-3 5 -6 0.0846
-5 -3 4 0.1242
-1 -6 7 0.1020
-3 3 -8 0.0616
-3 1 -10 0.0616
-1 -3 12 0.0636
-3 -1 -10 0.0709
-1 -2 12 0.0621
1 0 12 0.0595
-1 1 -12 0.0525
-1 0 13 0.0535
5 3 -4 0.0954
1 -3 -11 0.0774
4 -5 -2 0.1140
1 -7 3 0.1003
-5 3 0 0.1023
3 -5 6 0.0846
3 -4 9 0.0738
1 -5 10 0.0683
4 -1 9 0.0746
2 0 11 0.0703
0 2 12 0.0720
0 -2 -12 0.0558
-2 2 11 0.0700
-2 -4 -8 0.0958
-1 5 8 0.1080
-5 2 5 0.0598
0 -5 -1 0.0823
5 1 -4 0.0888
4 4 -3 0.0957
-2 -2 5 0.0790
-1 1 -5 0.0558

_exptl_crystal_size_max          0.236
_exptl_crystal_size_mid          0.183
_exptl_crystal_size_min          0.113
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-2.8495 5.1211 -5.8374 -0.6500 0.7599 -0.0091
-4.9506 -3.0307 3.8387 -0.0072 0.0058 1.0000
-1.2084 -5.8308 6.9041 0.4772 -0.5596 0.6776
-3.0775 3.4512 -8.3705 -0.8482 0.5186 0.1078
-3.1649 1.2907 -9.6618 -0.9407 0.2246 0.2544
-0.6799 -3.3772 11.5174 0.8483 -0.2038 0.4888
-3.0596 -0.9742 -9.5580 -0.9145 -0.0734 0.3978
-1.4253 -1.7811 12.4402 0.8629 0.0677 0.5009
0.8559 -0.4881 12.3546 0.9945 0.0789 0.0696
-0.6427 0.6176 -12.4733 -0.9906 -0.0785 -0.1119
-1.4094 0.4607 12.6345 0.8671 0.3593 0.3449
4.9231 3.0959 -3.8044 0.0077 0.0051 -1.0000
0.6629 -3.3333 -10.7909 -0.7599 -0.6500 -0.0091
3.6963 -5.2975 -2.4316 0.0770 -0.9738 -0.2141
1.0307 -6.5852 3.4330 0.3596 -0.8648 0.3505
-5.2267 3.0827 0.4386 -0.3140 0.7591 0.5703
2.9388 -5.0654 5.7665 0.6500 -0.7599 -0.0091
2.6061 -3.7775 8.8061 0.8530 -0.5218 -0.0091
0.9214 -4.5632 9.6205 0.8120 -0.4961 0.3076
3.5631 -0.9517 8.9768 0.9122 -0.2189 -0.3464
2.3458 0.4659 10.8241 0.9679 0.0765 -0.2393
0.3510 1.6506 11.9865 0.9236 0.3834 -0.0091
-0.3510 -1.6506 -11.9865 -0.9236 -0.3834 0.0091
-2.0683 2.2883 11.4303 0.7246 0.6205 0.2999
-1.6157 -4.3664 -7.9401 -0.6828 -0.5831 0.4403
-1.4377 4.7984 8.4007 0.5218 0.8530 -0.0091
-4.9953 2.0076 4.9890 0.0515 0.6782 0.6708
-0.0016 -5.0067 -0.9767 -0.0486 -0.6624 0.3362
4.9964 0.9971 -4.0034 0.0080 -0.2742 -0.8673
3.9979 4.0012 -3.0173 0.0041 0.1974 -0.9147
-1.9970 -1.9948 5.0054 0.2634 -0.0415 0.5028
-1.0023 0.9922 -4.9994 -0.4481 0.1151 0.0143

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            20485
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.810
_diffrn_reflns_theta_min         2.258
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5700
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -78.00 -40.00   0.50    3.00    --  -38.50 115.00-123.00   76
  2  ω    -84.00 -49.00   0.50    3.00    --  -38.50-170.00   4.00   70
  3  ω    -99.00 -74.00   0.50    3.00    --  -38.50 170.00  19.00   50
  4  ω     21.00  91.00   0.50    3.00    --   42.62-115.00 147.00  140
  5  ω     90.00 119.00   0.50    3.00    --   42.62 170.00  19.00   58
  6  ω     78.00 110.00   0.50   12.00    --  111.00-115.00 147.00   64
  7  ω    116.00 141.00   0.50   12.00    --  111.00 115.00-123.00   50
  8  ω     85.00 110.00   0.50   12.00    --  111.00 170.00  19.00   50
  9  ω    119.00 144.00   0.50   12.00    --  111.00-170.00   4.00   50
 10  ω     60.00  99.00   0.50   12.00    --  111.00-170.00   4.00   78
 11  ω   -107.00 -56.00   0.50    3.00    --  -38.50 -38.00 -30.00  102
 12  ω   -109.00 -12.00   0.50    3.00    --  -38.50 -57.00-120.00  194
 13  ω     22.00 114.00   0.50    3.00    --   42.62  38.00  60.00  184
 14  ω     22.00 113.00   0.50    3.00    --   42.62  38.00-180.00  182
 15  ω     64.00  89.00   0.50    3.00    --   42.62-170.00   4.00   50
 16  ω     57.00  99.00   0.50   12.00    --  111.00 -30.00   0.00   84
 17  ω     85.00 178.00   0.50   12.00    --  111.00  61.00  30.00  186
 18  ω     71.00 139.00   0.50   12.00    --  111.00 -61.00 -60.00  136
 19  ω     31.00 107.00   0.50   12.00    --  111.00 -94.00-180.00  152
 20  ω     40.00  82.00   0.50   12.00    --  111.00-125.00  30.00   84
 21  ω     94.00 121.00   0.50   12.00    --  111.00  45.00 150.00   54
 22  ω     35.00  62.00   0.50   12.00    --  111.00 -94.00  30.00   54
 23  ω     79.00 107.00   0.50   12.00    --  111.00 -94.00  30.00   56
 24  ω     39.00  85.00   0.50   12.00    --  111.00-125.00 150.00   92
 25  ω    105.00 177.00   0.50   12.00    --  111.00  77.00  90.00  144
 26  ω    147.00 174.00   0.50   12.00    --  111.00 125.00 -90.00   54
 27  ω     99.00 127.00   0.50   12.00    --  111.00 125.00 -90.00   56
 28  ω     98.00 125.00   0.50   12.00    --  111.00 125.00-150.00   54
 29  ω     39.00  95.00   0.50   12.00    --  111.00-125.00 -90.00  112
 30  ω    125.00 177.00   0.50   12.00    --  111.00  77.00 -30.00  104
 31  ω     52.00  79.00   0.50   12.00    --  111.00 -94.00 -90.00   54
 32  ω     80.00 106.00   0.50   12.00    --  111.00 -94.00 -90.00   52
 33  ω     64.00 112.00   0.50   12.00    --  111.00-125.00   0.00   96
 34  ω    110.00 135.00   0.50   12.00    --  111.00 -30.00   0.00   50
 35  ω    131.00 158.00   0.50   12.00    --  111.00  45.00 150.00   54
 36  ω     69.00  96.00   0.50   12.00    --  111.00-125.00 120.00   54
 37  ω     67.00 126.00   0.50   12.00    --  111.00 -61.00-180.00  118
 38  ω     87.00 112.00   0.50   12.00    --  111.00-125.00  60.00   50
 39  ω     74.00 129.00   0.50   12.00    --  111.00 -45.00 120.00  110
 40  ω    101.00 174.00   0.50   12.00    --  111.00  30.00-180.00  146
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0634366000
_diffrn_orient_matrix_UB_12      -0.0051159000
_diffrn_orient_matrix_UB_13      0.0758961000
_diffrn_orient_matrix_UB_21      -0.0676923000
_diffrn_orient_matrix_UB_22      0.1291595000
_diffrn_orient_matrix_UB_23      0.0161801000
_diffrn_orient_matrix_UB_31      -0.1490932000
_diffrn_orient_matrix_UB_32      -0.0696782000
_diffrn_orient_matrix_UB_33      0.0132051000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7384
_reflns_number_total             7547
_reflns_odcompleteness_completeness 99.65
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.513
_refine_diff_density_min         -0.555
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     484
_refine_ls_number_reflns         7547
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0353
_refine_ls_R_factor_gt           0.0348
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0481P)²+1.2758P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0894
_refine_ls_wR_factor_ref         0.0898
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C2(H2), C9(H9)
1.b Secondary CH2 refined with riding coordinates:
 C32(H32A,H32B)
1.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16), C19(H19), C20(H20), C21(H21),
 C22(H22), C23(H23), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29)
1.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C10(H10A,
 H10B,H10C), C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.18516(5) 0.03573(5) 0.43612(2) 0.03617(11) Uani 1 1 d . . . . .
Cl2 Cl 0.20061(6) 0.12296(5) 0.29935(2) 0.04082(12) Uani 1 1 d . . . . .
C32 C 0.1284(2) 0.0040(2) 0.34796(11) 0.0395(5) Uani 1 1 d . . . . .
H32A H 0.017971 -0.001065 0.339280 0.047 Uiso 1 1 calc R U . . .
H32B H 0.164314 -0.077910 0.333564 0.047 Uiso 1 1 calc R U . . .
S1 S 0.28356(4) 0.26381(3) 0.62143(2) 0.01464(8) Uani 1 1 d . . . . .
F1 F 0.57658(11) 0.30556(10) 0.61592(5) 0.0269(2) Uani 1 1 d . . . . .
F2 F 0.47353(11) 0.14422(10) 0.55146(5) 0.0248(2) Uani 1 1 d . . . . .
F3 F 0.51897(11) 0.13030(9) 0.66030(5) 0.0244(2) Uani 1 1 d . . . . .
O2 O 0.30420(13) 0.32065(10) 0.69120(5) 0.0191(2) Uani 1 1 d . . . . .
O3 O 0.25887(13) 0.35459(11) 0.57016(6) 0.0216(2) Uani 1 1 d . . . . .
O4 O 0.18737(13) 0.14891(11) 0.61180(6) 0.0230(2) Uani 1 1 d . . . . .
C30 C 0.47301(17) 0.20764(14) 0.61162(8) 0.0176(3) Uani 1 1 d . . . . .
S2 S 0.80990(4) 0.29799(3) 0.90628(2) 0.01847(9) Uani 1 1 d . . . . .
F4 F 0.66053(16) 0.23335(14) 0.78615(6) 0.0479(3) Uani 1 1 d . . . . .
F5 F 0.75415(14) 0.07487(11) 0.83861(7) 0.0410(3) Uani 1 1 d . . . . .
F6 F 0.55556(11) 0.16147(11) 0.86945(6) 0.0340(2) Uani 1 1 d . . . . .
O5 O 0.72652(17) 0.41265(12) 0.90109(7) 0.0325(3) Uani 1 1 d . . . . .
O6 O 0.95249(14) 0.30084(14) 0.87836(7) 0.0317(3) Uani 1 1 d . . . . .
O7 O 0.81217(14) 0.24170(12) 0.97107(6) 0.0243(2) Uani 1 1 d . . . . .
C31 C 0.6894(2) 0.18608(17) 0.84702(9) 0.0248(3) Uani 1 1 d . . . . .
P1 P 0.42769(4) 0.54710(3) 0.73518(2) 0.01209(8) Uani 1 1 d . . . . .
O1 O 0.49626(11) 0.68551(10) 0.77492(5) 0.0139(2) Uani 1 1 d . . . . .
N1 N 0.09792(14) 0.55451(12) 0.68015(6) 0.0136(2) Uani 1 1 d . . . . .
N2 N 0.26202(13) 0.66005(12) 0.62900(6) 0.0138(2) Uani 1 1 d . . . . .
N3 N 0.38352(13) 0.60237(11) 0.86268(6) 0.0134(2) Uani 1 1 d . . . . .
C1 C 0.24655(16) 0.59287(13) 0.68404(7) 0.0129(3) Uani 1 1 d . . . . .
C2 C 0.02911(16) 0.48135(14) 0.73196(7) 0.0157(3) Uani 1 1 d . . . . .
H2 H 0.114109 0.452838 0.762980 0.019 Uiso 1 1 calc R U . . .
C3 C -0.06337(19) 0.36149(16) 0.70104(9) 0.0245(3) Uani 1 1 d . . . . .
H3A H -0.163573 0.383784 0.682766 0.037 Uiso 1 1 calc R U . . .
H3B H -0.071141 0.302538 0.735773 0.037 Uiso 1 1 calc R U . . .
H3C H -0.013599 0.322720 0.665133 0.037 Uiso 1 1 calc R U . . .
C4 C -0.0608(2) 0.56698(16) 0.77501(9) 0.0239(3) Uani 1 1 d . . . . .
H4A H 0.000400 0.642603 0.791587 0.036 Uiso 1 1 calc R U . . .
H4B H -0.088281 0.522443 0.813005 0.036 Uiso 1 1 calc R U . . .
H4C H -0.151545 0.590026 0.747648 0.036 Uiso 1 1 calc R U . . .
C5 C 0.01934(17) 0.59800(15) 0.62196(7) 0.0166(3) Uani 1 1 d . . . . .
C6 C -0.14752(17) 0.57552(17) 0.59960(8) 0.0234(3) Uani 1 1 d . . . . .
H6A H -0.170203 0.486324 0.587730 0.035 Uiso 1 1 calc R U . . .
H6B H -0.176444 0.623052 0.560546 0.035 Uiso 1 1 calc R U . . .
H6C H -0.203212 0.602731 0.636143 0.035 Uiso 1 1 calc R U . . .
C7 C 0.12188(17) 0.66373(15) 0.58957(8) 0.0168(3) Uani 1 1 d . . . . .
C8 C 0.09162(19) 0.72922(18) 0.52451(8) 0.0245(3) Uani 1 1 d . . . . .
H8A H 0.090441 0.819487 0.534797 0.037 Uiso 1 1 calc R U . . .
H8B H -0.005303 0.698449 0.500577 0.037 Uiso 1 1 calc R U . . .
H8C H 0.170316 0.711721 0.496419 0.037 Uiso 1 1 calc R U . . .
C9 C 0.40983(16) 0.71359(14) 0.61143(7) 0.0148(3) Uani 1 1 d . . . . .
H9 H 0.484866 0.710038 0.652014 0.018 Uiso 1 1 calc R U . . .
C10 C 0.46362(17) 0.62901(15) 0.55494(8) 0.0186(3) Uani 1 1 d . . . . .
H10A H 0.478228 0.545146 0.570338 0.028 Uiso 1 1 calc R U . . .
H10B H 0.558183 0.664429 0.543477 0.028 Uiso 1 1 calc R U . . .
H10C H 0.388417 0.624037 0.515352 0.028 Uiso 1 1 calc R U . . .
C11 C 0.40110(19) 0.85356(15) 0.59589(8) 0.0202(3) Uani 1 1 d . . . . .
H11A H 0.348370 0.859572 0.550846 0.030 Uiso 1 1 calc R U . . .
H11B H 0.502306 0.891644 0.598349 0.030 Uiso 1 1 calc R U . . .
H11C H 0.347138 0.897487 0.628717 0.030 Uiso 1 1 calc R U . . .
C12 C 0.36825(15) 0.50042(14) 0.81656(7) 0.0134(3) Uani 1 1 d . . . . .
C13 C 0.33025(17) 0.38134(14) 0.83716(8) 0.0163(3) Uani 1 1 d . . . . .
H13 H 0.324405 0.309881 0.806652 0.020 Uiso 1 1 calc R U . . .
C14 C 0.30087(17) 0.36969(15) 0.90401(8) 0.0185(3) Uani 1 1 d . . . . .
H14 H 0.273528 0.290302 0.918282 0.022 Uiso 1 1 calc R U . . .
C15 C 0.31234(17) 0.47648(15) 0.94941(8) 0.0182(3) Uani 1 1 d . . . . .
H15 H 0.289455 0.469677 0.993757 0.022 Uiso 1 1 calc R U . . .
C16 C 0.35796(17) 0.59285(15) 0.92824(7) 0.0161(3) Uani 1 1 d . . . . .
H16 H 0.371073 0.664333 0.958864 0.019 Uiso 1 1 calc R U . . .
C17 C 0.44440(16) 0.72631(13) 0.83774(7) 0.0137(3) Uani 1 1 d . . . . .
C18 C 0.32256(16) 0.82319(14) 0.82602(7) 0.0144(3) Uani 1 1 d . . . . .
C19 C 0.19805(17) 0.83152(14) 0.86254(8) 0.0171(3) Uani 1 1 d . . . . .
H19 H 0.179303 0.770177 0.892791 0.021 Uiso 1 1 calc R U . . .
C20 C 0.10149(18) 0.93223(15) 0.85360(8) 0.0201(3) Uani 1 1 d . . . . .
H20 H 0.017890 0.937371 0.877695 0.024 Uiso 1 1 calc R U . . .
C21 C 0.12945(18) 1.02449(15) 0.80909(8) 0.0205(3) Uani 1 1 d . . . . .
H21 H 0.065911 1.092275 0.803998 0.025 Uiso 1 1 calc R U . . .
C22 C 0.25250(19) 1.01567(15) 0.77205(8) 0.0206(3) Uani 1 1 d . . . . .
H22 H 0.270090 1.076596 0.741406 0.025 Uiso 1 1 calc R U . . .
C23 C 0.34949(17) 0.91577(14) 0.78075(8) 0.0178(3) Uani 1 1 d . . . . .
H23 H 0.432538 0.910668 0.756304 0.021 Uiso 1 1 calc R U . . .
C24 C 0.58217(16) 0.77545(14) 0.88795(7) 0.0141(3) Uani 1 1 d . . . . .
C25 C 0.71056(17) 0.70256(14) 0.89375(8) 0.0166(3) Uani 1 1 d . . . . .
H25 H 0.711766 0.627790 0.866217 0.020 Uiso 1 1 calc R U . . .
C26 C 0.83642(17) 0.74154(15) 0.94058(8) 0.0184(3) Uani 1 1 d . . . . .
H26 H 0.921535 0.692447 0.944691 0.022 Uiso 1 1 calc R U . . .
C27 C 0.83549(18) 0.85413(15) 0.98145(8) 0.0195(3) Uani 1 1 d . . . . .
H27 H 0.919975 0.880429 1.012724 0.023 Uiso 1 1 calc R U . . .
C28 C 0.70848(19) 0.92663(15) 0.97535(8) 0.0217(3) Uani 1 1 d . . . . .
H28 H 0.708129 1.002110 1.002384 0.026 Uiso 1 1 calc R U . . .
C29 C 0.58094(18) 0.88732(15) 0.92893(8) 0.0190(3) Uani 1 1 d . . . . .
H29 H 0.495346 0.935875 0.925426 0.023 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C32 1.760(2) . ?
Cl2 C32 1.769(2) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
S1 O2 1.4560(11) . ?
S1 O3 1.4390(11) . ?
S1 O4 1.4375(12) . ?
S1 C30 1.8307(16) . ?
F1 C30 1.3411(18) . ?
F2 C30 1.3279(18) . ?
F3 C30 1.3352(18) . ?
S2 O5 1.4440(13) . ?
S2 O6 1.4387(13) . ?
S2 O7 1.4422(12) . ?
S2 C31 1.8192(17) . ?
F4 C31 1.330(2) . ?
F5 C31 1.335(2) . ?
F6 C31 1.336(2) . ?
P1 O1 1.6651(10) . ?
P1 C1 1.8845(14) . ?
P1 C12 1.8413(14) . ?
O1 C17 1.4246(17) . ?
N1 C1 1.3511(19) . ?
N1 C2 1.4912(18) . ?
N1 C5 1.3824(18) . ?
N2 C1 1.3513(18) . ?
N2 C7 1.3845(18) . ?
N2 C9 1.4910(18) . ?
N3 C12 1.3555(19) . ?
N3 C16 1.3517(19) . ?
N3 C17 1.5230(18) . ?
C2 H2 0.9800 . ?
C2 C3 1.526(2) . ?
C2 C4 1.518(2) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C6 1.493(2) . ?
C5 C7 1.363(2) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.497(2) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9 0.9800 . ?
C9 C10 1.520(2) . ?
C9 C11 1.527(2) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.382(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.390(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.387(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.379(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.523(2) . ?
C17 C24 1.5241(19) . ?
C18 C19 1.393(2) . ?
C18 C23 1.396(2) . ?
C19 H19 0.9300 . ?
C19 C20 1.396(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.385(2) . ?
C21 H21 0.9300 . ?
C21 C22 1.389(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.391(2) . ?
C23 H23 0.9300 . ?
C24 C25 1.396(2) . ?
C24 C29 1.389(2) . ?
C25 H25 0.9300 . ?
C25 C26 1.388(2) . ?
C26 H26 0.9300 . ?
C26 C27 1.393(2) . ?
C27 H27 0.9300 . ?
C27 C28 1.383(2) . ?
C28 H28 0.9300 . ?
C28 C29 1.394(2) . ?
C29 H29 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 C32 Cl2 111.95(11) . . ?
Cl1 C32 H32A 109.2 . . ?
Cl1 C32 H32B 109.2 . . ?
Cl2 C32 H32A 109.2 . . ?
Cl2 C32 H32B 109.2 . . ?
H32A C32 H32B 107.9 . . ?
O2 S1 C30 102.52(7) . . ?
O3 S1 O2 113.99(7) . . ?
O3 S1 C30 103.84(7) . . ?
O4 S1 O2 113.98(7) . . ?
O4 S1 O3 116.68(7) . . ?
O4 S1 C30 103.47(7) . . ?
F1 C30 S1 111.02(10) . . ?
F2 C30 S1 111.14(10) . . ?
F2 C30 F1 107.82(12) . . ?
F2 C30 F3 108.01(12) . . ?
F3 C30 S1 111.15(10) . . ?
F3 C30 F1 107.55(12) . . ?
O5 S2 C31 101.79(8) . . ?
O6 S2 O5 115.57(9) . . ?
O6 S2 O7 115.34(8) . . ?
O6 S2 C31 103.20(8) . . ?
O7 S2 O5 114.49(8) . . ?
O7 S2 C31 103.85(8) . . ?
F4 C31 S2 110.79(12) . . ?
F4 C31 F5 108.23(15) . . ?
F4 C31 F6 107.41(14) . . ?
F5 C31 S2 111.79(12) . . ?
F5 C31 F6 107.26(14) . . ?
F6 C31 S2 111.17(12) . . ?
O1 P1 C1 102.49(6) . . ?
O1 P1 C12 88.43(6) . . ?
C12 P1 C1 104.48(6) . . ?
C17 O1 P1 119.25(9) . . ?
C1 N1 C2 125.21(12) . . ?
C1 N1 C5 109.15(12) . . ?
C5 N1 C2 125.59(12) . . ?
C1 N2 C7 109.55(12) . . ?
C1 N2 C9 124.70(12) . . ?
C7 N2 C9 125.62(12) . . ?
C12 N3 C17 115.76(11) . . ?
C16 N3 C12 122.27(13) . . ?
C16 N3 C17 121.78(12) . . ?
N1 C1 P1 134.67(11) . . ?
N1 C1 N2 107.16(12) . . ?
N2 C1 P1 116.72(10) . . ?
N1 C2 H2 106.6 . . ?
N1 C2 C3 113.09(12) . . ?
N1 C2 C4 110.92(12) . . ?
C3 C2 H2 106.6 . . ?
C4 C2 H2 106.6 . . ?
C4 C2 C3 112.60(13) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C6 125.46(14) . . ?
C7 C5 N1 107.48(13) . . ?
C7 C5 C6 127.06(14) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 C8 125.78(14) . . ?
C5 C7 N2 106.66(13) . . ?
C5 C7 C8 127.56(14) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 H9 106.9 . . ?
N2 C9 C10 109.83(12) . . ?
N2 C9 C11 111.74(12) . . ?
C10 C9 H9 106.9 . . ?
C10 C9 C11 114.07(12) . . ?
C11 C9 H9 106.9 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C12 P1 109.89(10) . . ?
N3 C12 C13 119.47(13) . . ?
C13 C12 P1 130.19(11) . . ?
C12 C13 H13 120.4 . . ?
C12 C13 C14 119.19(14) . . ?
C14 C13 H13 120.4 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 119.97(14) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.41(14) . . ?
C16 C15 H15 120.3 . . ?
N3 C16 C15 119.58(14) . . ?
N3 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
O1 C17 N3 102.82(11) . . ?
O1 C17 C18 110.68(11) . . ?
O1 C17 C24 108.40(11) . . ?
N3 C17 C24 107.71(11) . . ?
C18 C17 N3 112.81(11) . . ?
C18 C17 C24 113.77(12) . . ?
C19 C18 C17 123.93(13) . . ?
C19 C18 C23 119.58(14) . . ?
C23 C18 C17 116.14(13) . . ?
C18 C19 H19 120.1 . . ?
C18 C19 C20 119.81(14) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.40(14) . . ?
C21 C20 H20 119.8 . . ?
C20 C21 H21 120.0 . . ?
C20 C21 C22 119.91(14) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 120.0 . . ?
C21 C22 C23 120.06(14) . . ?
C23 C22 H22 120.0 . . ?
C18 C23 H23 119.9 . . ?
C22 C23 C18 120.22(14) . . ?
C22 C23 H23 119.9 . . ?
C25 C24 C17 118.19(13) . . ?
C29 C24 C17 121.93(13) . . ?
C29 C24 C25 119.85(14) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 C24 120.05(14) . . ?
C26 C25 H25 120.0 . . ?
C25 C26 H26 119.9 . . ?
C25 C26 C27 120.10(14) . . ?
C27 C26 H26 119.9 . . ?
C26 C27 H27 120.1 . . ?
C28 C27 C26 119.77(14) . . ?
C28 C27 H27 120.1 . . ?
C27 C28 H28 119.8 . . ?
C27 C28 C29 120.44(15) . . ?
C29 C28 H28 119.8 . . ?
C24 C29 C28 119.79(15) . . ?
C24 C29 H29 120.1 . . ?
C28 C29 H29 120.1 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C13 H13 O2 0.93 2.28 2.8949(19) 123.4 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 S1 C30 F1 -64.28(12) . . . . ?
O2 S1 C30 F2 175.73(10) . . . . ?
O2 S1 C30 F3 55.40(12) . . . . ?
O3 S1 C30 F1 54.65(12) . . . . ?
O3 S1 C30 F2 -65.35(12) . . . . ?
O3 S1 C30 F3 174.32(10) . . . . ?
O4 S1 C30 F1 176.95(10) . . . . ?
O4 S1 C30 F2 56.96(12) . . . . ?
O4 S1 C30 F3 -63.37(12) . . . . ?
O5 S2 C31 F4 52.89(14) . . . . ?
O5 S2 C31 F5 173.70(12) . . . . ?
O5 S2 C31 F6 -66.47(14) . . . . ?
O6 S2 C31 F4 -67.23(14) . . . . ?
O6 S2 C31 F5 53.57(14) . . . . ?
O6 S2 C31 F6 173.40(12) . . . . ?
O7 S2 C31 F4 172.07(13) . . . . ?
O7 S2 C31 F5 -67.12(14) . . . . ?
O7 S2 C31 F6 52.71(14) . . . . ?
P1 O1 C17 N3 21.11(13) . . . . ?
P1 O1 C17 C18 -99.62(12) . . . . ?
P1 O1 C17 C24 134.97(10) . . . . ?
P1 C12 C13 C14 174.69(11) . . . . ?
O1 P1 C1 N1 -123.06(14) . . . . ?
O1 P1 C1 N2 72.75(11) . . . . ?
O1 P1 C12 N3 10.14(10) . . . . ?
O1 P1 C12 C13 -161.94(14) . . . . ?
O1 C17 C18 C19 144.58(14) . . . . ?
O1 C17 C18 C23 -42.29(17) . . . . ?
O1 C17 C24 C25 -46.06(17) . . . . ?
O1 C17 C24 C29 135.99(14) . . . . ?
N1 C5 C7 N2 -0.42(17) . . . . ?
N1 C5 C7 C8 -179.79(15) . . . . ?
N3 C12 C13 C14 3.2(2) . . . . ?
N3 C17 C18 C19 29.99(19) . . . . ?
N3 C17 C18 C23 -156.88(13) . . . . ?
N3 C17 C24 C25 64.53(16) . . . . ?
N3 C17 C24 C29 -113.42(15) . . . . ?
C1 P1 O1 C17 85.25(11) . . . . ?
C1 P1 C12 N3 -92.35(10) . . . . ?
C1 P1 C12 C13 95.57(14) . . . . ?
C1 N1 C2 C3 -127.98(15) . . . . ?
C1 N1 C2 C4 104.42(16) . . . . ?
C1 N1 C5 C6 -179.94(15) . . . . ?
C1 N1 C5 C7 0.22(17) . . . . ?
C1 N2 C7 C5 0.47(17) . . . . ?
C1 N2 C7 C8 179.86(15) . . . . ?
C1 N2 C9 C10 101.49(15) . . . . ?
C1 N2 C9 C11 -130.88(14) . . . . ?
C2 N1 C1 P1 17.1(2) . . . . ?
C2 N1 C1 N2 -177.69(12) . . . . ?
C2 N1 C5 C6 -2.2(2) . . . . ?
C2 N1 C5 C7 177.98(13) . . . . ?
C5 N1 C1 P1 -165.17(12) . . . . ?
C5 N1 C1 N2 0.08(16) . . . . ?
C5 N1 C2 C3 54.61(19) . . . . ?
C5 N1 C2 C4 -72.99(18) . . . . ?
C6 C5 C7 N2 179.75(15) . . . . ?
C6 C5 C7 C8 0.4(3) . . . . ?
C7 N2 C1 P1 167.96(10) . . . . ?
C7 N2 C1 N1 -0.34(16) . . . . ?
C7 N2 C9 C10 -73.89(17) . . . . ?
C7 N2 C9 C11 53.74(19) . . . . ?
C9 N2 C1 P1 -8.05(18) . . . . ?
C9 N2 C1 N1 -176.36(12) . . . . ?
C9 N2 C7 C5 176.45(13) . . . . ?
C9 N2 C7 C8 -4.2(2) . . . . ?
C12 P1 O1 C17 -19.23(10) . . . . ?
C12 P1 C1 N1 -31.45(16) . . . . ?
C12 P1 C1 N2 164.36(11) . . . . ?
C12 N3 C16 C15 -1.1(2) . . . . ?
C12 N3 C17 O1 -11.70(15) . . . . ?
C12 N3 C17 C18 107.55(14) . . . . ?
C12 N3 C17 C24 -126.06(13) . . . . ?
C12 C13 C14 C15 -1.1(2) . . . . ?
C13 C14 C15 C16 -2.2(2) . . . . ?
C14 C15 C16 N3 3.3(2) . . . . ?
C16 N3 C12 P1 -175.27(11) . . . . ?
C16 N3 C12 C13 -2.2(2) . . . . ?
C16 N3 C17 O1 163.31(12) . . . . ?
C16 N3 C17 C18 -77.45(16) . . . . ?
C16 N3 C17 C24 48.94(17) . . . . ?
C17 N3 C12 P1 -0.29(15) . . . . ?
C17 N3 C12 C13 172.76(12) . . . . ?
C17 N3 C16 C15 -175.76(13) . . . . ?
C17 C18 C19 C20 172.87(14) . . . . ?
C17 C18 C23 C22 -173.54(14) . . . . ?
C17 C24 C25 C26 -177.72(13) . . . . ?
C17 C24 C29 C28 178.35(14) . . . . ?
C18 C17 C24 C25 -169.64(12) . . . . ?
C18 C17 C24 C29 12.41(19) . . . . ?
C18 C19 C20 C21 -0.5(2) . . . . ?
C19 C18 C23 C22 -0.1(2) . . . . ?
C19 C20 C21 C22 1.3(2) . . . . ?
C20 C21 C22 C23 -1.4(2) . . . . ?
C21 C22 C23 C18 0.8(2) . . . . ?
C23 C18 C19 C20 0.0(2) . . . . ?
C24 C17 C18 C19 -93.09(17) . . . . ?
C24 C17 C18 C23 80.04(16) . . . . ?
C24 C25 C26 C27 -0.6(2) . . . . ?
C25 C24 C29 C28 0.4(2) . . . . ?
C25 C26 C27 C28 0.2(2) . . . . ?
C26 C27 C28 C29 0.5(2) . . . . ?
C27 C28 C29 C24 -0.8(2) . . . . ?
C29 C24 C25 C26 0.3(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.513
_oxdiff_exptl_absorpt_empirical_full_min 0.724
# start Validation Reply Form
_vrf_PLAT430_jjw1209             
;
PROBLEM: Short Inter D...A Contact  P1       ..O2       .       2.63 Ang.  
RESPONSE: This is caused by a close contact between anion and cation.
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jjw0538
_database_code_depnum_ccdc_archive 'CCDC 2406462'
loop_
_audit_author_name
_audit_author_address
'Jan J. Weigand'
;TU Dresden
Germany
;
_audit_update_record             
;
2024-11-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2018-08-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H30 N5 P, 2(C F3 O3 S), C H2 Cl2'
_chemical_formula_sum            'C21 H32 Cl2 F6 N5 O6 P S2'
_chemical_formula_weight         730.50
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C84 H128 Cl8 F24 N20 O24 P4 S8 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.45123(18)
_cell_length_b                   16.9704(2)
_cell_length_c                   12.17720(15)
_cell_angle_alpha                90
_cell_angle_beta                 102.4422(12)
_cell_angle_gamma                90
_cell_volume                     3118.03(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    22191
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      76.1820
_cell_measurement_theta_min      2.9340
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.347
_exptl_absorpt_correction_T_max  0.874
_exptl_absorpt_correction_T_min  0.525
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1504
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-10 -1 0 0.0159
10 1 0 0.0159
-3 3 8 0.0592
-1 -11 0 0.0869
3 5 -7 0.0518
1 11 0 0.1054
-3 -5 7 0.0911

_exptl_crystal_size_max          0.242
_exptl_crystal_size_mid          0.148
_exptl_crystal_size_min          0.032
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-9.7381 -0.5569 0.2253 -0.4000 -0.9000 -0.1000
9.7381 0.5569 -0.2253 0.4000 0.9000 0.1000
-3.0247 3.3071 7.5374 0.4000 -0.2000 -0.9000
-0.6972 -10.6476 0.3801 -0.9000 0.3000 -0.2000
2.5315 4.9783 -6.6224 0.3000 -0.1000 0.9000
0.6972 10.6476 -0.3801 0.9000 -0.3000 0.2000
-2.5315 -4.9783 6.6224 -0.3000 0.1000 -0.9000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0165
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            37436
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.903
_diffrn_reflns_theta_min         2.929
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -109.00 -12.00   0.50    4.00    --  -38.50 -57.00 -60.00  194
  2  ω    -94.00  -2.00   0.50    4.00    --  -38.50 125.00   0.00  184
  3  ω   -109.00 -12.00   0.50    4.00    --  -38.50 -57.00-150.00  194
  4  ω     11.00 117.00   0.50    4.00    --   42.75  77.00 150.00  212
  5  ω     40.00 135.00   0.50   16.00    --  111.00 -45.00-180.00  190
  6  ω     36.00 135.00   0.50   16.00    --  111.00 -30.00 -60.00  198
  7  ω     39.00 121.00   0.50   16.00    --  111.00-125.00-180.00  164
  8  ω     40.00 135.00   0.50   16.00    --  111.00 -45.00  60.00  190
  9  ω     39.00 121.00   0.50   16.00    --  111.00-125.00 120.00  164
 10  ω     39.00 121.00   0.50   16.00    --  111.00-125.00   0.00  164
 11  ω     30.00 109.00   0.50   16.00    --  111.00 -94.00   0.00  158
 12  ω     87.00 178.00   0.50   16.00    --  111.00  30.00-120.00  182
 13  ω     37.00 142.00   0.50   16.00    --  111.00 -77.00-180.00  210
 14  ω     66.00 178.00   0.50   16.00    --  111.00  15.00   0.00  224
 15  ω   -111.00 -16.00   0.50    4.00    --  -38.50 -38.00  30.00  190
 16  ω     11.00 117.00   0.50    4.00    --   42.75  77.00  60.00  212
 17  ω    -30.00  65.00   0.50    4.00    --   42.75 -38.00 120.00  190
 18  ω     23.00  98.00   0.50    4.00    --   42.75-125.00 -90.00  150
 19  ω     87.00 178.00   0.50   16.00    --  111.00  30.00-180.00  182
 20  ω     87.00 178.00   0.50   16.00    --  111.00  45.00  30.00  182
 21  ω     66.00 178.00   0.50   16.00    --  111.00  15.00 120.00  224
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0370436000
_diffrn_orient_matrix_UB_12      0.0832220000
_diffrn_orient_matrix_UB_13      0.0314201000
_diffrn_orient_matrix_UB_21      0.0949407000
_diffrn_orient_matrix_UB_22      -0.0334553000
_diffrn_orient_matrix_UB_23      0.0262435000
_diffrn_orient_matrix_UB_31      0.0066275000
_diffrn_orient_matrix_UB_32      0.0139637000
_diffrn_orient_matrix_UB_33      -0.1228714000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6287
_reflns_number_total             6513
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     55.56
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.353
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     443
_refine_ls_number_reflns         6513
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0357
_refine_ls_R_factor_gt           0.0348
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0510P)²+2.4741P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0979
_refine_ls_wR_factor_ref         0.0987
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(C20B)=Sof(F4B)=Sof(F5B)=Sof(F6B)=Sof(O6B)=1-FVAR(1)
 Sof(C20A)=Sof(F4A)=Sof(F5A)=Sof(F6A)=Sof(O6A)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C11(H11), C14(H14)
3.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2)
3.d Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C),
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C16(H16A,H16B,
 H16C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.19290(11) 0.32969(10) 0.59444(14) 0.0200(3) Uani 1 1 d . . . . .
C2 C 0.14823(11) 0.32500(10) 0.68275(15) 0.0211(3) Uani 1 1 d . . . . .
H2 H 0.1122 0.2837 0.6958 0.025 Uiso 1 1 calc R . . . .
C3 C 0.16708(10) 0.39248(10) 0.74731(14) 0.0182(3) Uani 1 1 d . . . . .
C4 C 0.19871(12) 0.27404(11) 0.50253(16) 0.0268(4) Uani 1 1 d . . . . .
H4A H 0.1609 0.2918 0.4338 0.040 Uiso 1 1 calc GR . . . .
H4B H 0.1802 0.2226 0.5210 0.040 Uiso 1 1 calc GR . . . .
H4C H 0.2588 0.2717 0.4932 0.040 Uiso 1 1 calc GR . . . .
C5 C 0.13522(12) 0.41549(10) 0.84936(15) 0.0234(3) Uani 1 1 d . . . . .
H5A H 0.1847 0.4189 0.9123 0.035 Uiso 1 1 calc GR . . . .
H5B H 0.0941 0.3767 0.8645 0.035 Uiso 1 1 calc GR . . . .
H5C H 0.1063 0.4658 0.8373 0.035 Uiso 1 1 calc GR . . . .
C6 C 0.26589(10) 0.49136(9) 0.42385(13) 0.0174(3) Uani 1 1 d . . . . .
C7 C 0.25338(11) 0.52681(10) 0.24532(13) 0.0192(3) Uani 1 1 d . . . . .
C8 C 0.19934(11) 0.57483(10) 0.29181(14) 0.0198(3) Uani 1 1 d . . . . .
C9 C 0.26461(12) 0.52970(11) 0.12658(14) 0.0260(4) Uani 1 1 d . . . . .
H9A H 0.3087 0.4921 0.1167 0.039 Uiso 1 1 calc GR . . . .
H9B H 0.2831 0.5816 0.1102 0.039 Uiso 1 1 calc GR . . . .
H9C H 0.2093 0.5173 0.0766 0.039 Uiso 1 1 calc GR . . . .
C10 C 0.14198(13) 0.63956(11) 0.23339(15) 0.0276(4) Uani 1 1 d . . . . .
H10A H 0.0826 0.6203 0.2076 0.041 Uiso 1 1 calc GR . . . .
H10B H 0.1647 0.6575 0.1703 0.041 Uiso 1 1 calc GR . . . .
H10C H 0.1417 0.6825 0.2847 0.041 Uiso 1 1 calc GR . . . .
C11 C 0.35462(11) 0.40922(10) 0.31444(14) 0.0215(3) Uani 1 1 d . . . . .
H11 H 0.3686 0.3813 0.3865 0.026 Uiso 1 1 calc R . . . .
C12 C 0.44169(13) 0.44044(13) 0.29277(19) 0.0332(4) Uani 1 1 d . . . . .
H12A H 0.4833 0.3979 0.2977 0.050 Uiso 1 1 calc GR . . . .
H12B H 0.4650 0.4798 0.3479 0.050 Uiso 1 1 calc GR . . . .
H12C H 0.4317 0.4634 0.2190 0.050 Uiso 1 1 calc GR . . . .
C13 C 0.30803(14) 0.35062(11) 0.22703(16) 0.0304(4) Uani 1 1 d . . . . .
H13A H 0.2499 0.3398 0.2394 0.046 Uiso 1 1 calc GR . . . .
H13B H 0.3416 0.3026 0.2332 0.046 Uiso 1 1 calc GR . . . .
H13C H 0.3031 0.3724 0.1532 0.046 Uiso 1 1 calc GR . . . .
C14 C 0.15542(11) 0.58343(10) 0.48264(14) 0.0204(3) Uani 1 1 d . . . . .
H14 H 0.1633 0.5463 0.5457 0.025 Uiso 1 1 calc R . . . .
C15 C 0.19282(13) 0.66208(11) 0.53055(16) 0.0285(4) Uani 1 1 d . . . . .
H15A H 0.2551 0.6567 0.5615 0.043 Uiso 1 1 calc GR . . . .
H15B H 0.1633 0.6783 0.5886 0.043 Uiso 1 1 calc GR . . . .
H15C H 0.1836 0.7009 0.4718 0.043 Uiso 1 1 calc GR . . . .
C16 C 0.05645(11) 0.58646(12) 0.43055(15) 0.0263(4) Uani 1 1 d . . . . .
H16A H 0.0438 0.6319 0.3828 0.039 Uiso 1 1 calc GR . . . .
H16B H 0.0238 0.5897 0.4891 0.039 Uiso 1 1 calc GR . . . .
H16C H 0.0394 0.5397 0.3869 0.039 Uiso 1 1 calc GR . . . .
C17 C 0.27662(10) 0.50555(9) 0.72092(13) 0.0185(3) Uani 1 1 d . . . . .
C18 C 0.27115(12) 0.55579(10) 0.81855(14) 0.0229(3) Uani 1 1 d . . . . .
H18A H 0.2110 0.5728 0.8125 0.034 Uiso 1 1 calc GR . . . .
H18B H 0.3087 0.6010 0.8198 0.034 Uiso 1 1 calc GR . . . .
H18C H 0.2901 0.5262 0.8867 0.034 Uiso 1 1 calc GR . . . .
N4 N 0.20690(9) 0.55152(8) 0.40143(11) 0.0181(3) Uani 1 1 d . . . . .
N3 N 0.29357(9) 0.47549(8) 0.32745(11) 0.0175(3) Uani 1 1 d . . . . .
N1 N 0.23518(9) 0.39906(8) 0.60369(11) 0.0175(3) Uani 1 1 d . . . . .
N2 N 0.22117(9) 0.43767(8) 0.69771(11) 0.0169(3) Uani 1 1 d . . . . .
N5 N 0.32566(9) 0.51861(8) 0.65082(11) 0.0201(3) Uani 1 1 d . . . . .
P1 P 0.32319(3) 0.44512(2) 0.55529(3) 0.01857(10) Uani 1 1 d . . . . .
C20A C 0.0148(3) 0.3986(3) 0.1237(3) 0.0320(9) Uani 0.570(4) 1 d . . P A 1
C20B C -0.0284(6) 0.3650(4) 0.0985(7) 0.0332(13) Uani 0.430(4) 1 d . . P A 2
F4A F 0.03550(16) 0.47435(15) 0.1152(2) 0.0410(7) Uani 0.570(4) 1 d . . P A 1
F4B F -0.0193(4) 0.4364(2) 0.0565(3) 0.0573(14) Uani 0.430(4) 1 d . . P A 2
F5A F 0.0755(3) 0.3566(2) 0.0858(3) 0.0584(11) Uani 0.570(4) 1 d . . P A 1
F5B F 0.0196(3) 0.3146(3) 0.0529(3) 0.0541(13) Uani 0.430(4) 1 d . . P A 2
F6A F -0.0636(2) 0.3877(2) 0.0537(2) 0.0520(10) Uani 0.570(4) 1 d . . P A 1
F6B F -0.1125(3) 0.3442(2) 0.0676(3) 0.0479(11) Uani 0.430(4) 1 d . . P A 2
O4 O -0.05957(9) 0.41779(8) 0.28716(11) 0.0294(3) Uani 1 1 d . . . . .
O5 O -0.00087(10) 0.28627(8) 0.27093(14) 0.0373(3) Uani 1 1 d . . . . .
O6A O 0.0970(2) 0.3978(2) 0.3299(3) 0.0334(7) Uani 0.570(4) 1 d . . P A 1
O6B O 0.0967(3) 0.3942(3) 0.2740(6) 0.0449(12) Uani 0.430(4) 1 d . . P A 2
S2 S 0.00993(3) 0.36927(3) 0.26190(4) 0.02526(11) Uani 1 1 d . . . . .
C19 C 0.50908(13) 0.37460(11) 0.96437(17) 0.0286(4) Uani 1 1 d . . . . .
F1 F 0.52221(8) 0.38016(8) 1.07587(10) 0.0367(3) Uani 1 1 d . . . . .
F2 F 0.56988(8) 0.32549(8) 0.94103(12) 0.0425(3) Uani 1 1 d . . . . .
F3 F 0.52413(9) 0.44503(8) 0.92423(12) 0.0454(3) Uani 1 1 d . . . . .
O1 O 0.34239(9) 0.39496(8) 0.94912(12) 0.0318(3) Uani 1 1 d . . . . .
O2 O 0.39750(9) 0.26095(8) 0.94590(12) 0.0288(3) Uani 1 1 d . . . . .
O3 O 0.39035(9) 0.34722(8) 0.78388(11) 0.0295(3) Uani 1 1 d . . . . .
S1 S 0.39679(3) 0.34039(2) 0.90355(3) 0.02155(10) Uani 1 1 d . . . . .
C21 C 0.45024(13) 0.68441(13) 0.34919(17) 0.0334(4) Uani 1 1 d . . . . .
H21A H 0.4727 0.6485 0.3000 0.040 Uiso 1 1 calc R . . . .
H21B H 0.4965 0.7223 0.3784 0.040 Uiso 1 1 calc R . . . .
Cl1 Cl 0.35584(4) 0.73459(3) 0.27124(5) 0.04470(14) Uani 1 1 d . . . . .
Cl2 Cl 0.42337(3) 0.63107(3) 0.46162(4) 0.03779(13) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.400(2) . ?
C1 C4 1.482(2) . ?
C1 N1 1.339(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.384(2) . ?
C3 C5 1.484(2) . ?
C3 N2 1.367(2) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 N4 1.357(2) . ?
C6 N3 1.360(2) . ?
C6 P1 1.8306(16) . ?
C7 C8 1.373(2) . ?
C7 C9 1.494(2) . ?
C7 N3 1.370(2) . ?
C8 C10 1.492(2) . ?
C8 N4 1.373(2) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11 0.9800 . ?
C11 C12 1.521(2) . ?
C11 C13 1.520(2) . ?
C11 N3 1.498(2) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14 0.9800 . ?
C14 C15 1.520(2) . ?
C14 C16 1.525(2) . ?
C14 N4 1.498(2) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.480(2) . ?
C17 N2 1.427(2) . ?
C17 N5 1.277(2) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
N1 N2 1.3762(19) . ?
N1 P1 1.7757(14) . ?
N5 P1 1.7002(15) . ?
C20A F4A 1.334(6) . ?
C20A F5A 1.337(4) . ?
C20A F6A 1.335(6) . ?
C20A S2 1.772(4) . ?
C20B F4B 1.333(7) . ?
C20B F5B 1.329(6) . ?
C20B F6B 1.321(9) . ?
C20B S2 1.952(8) . ?
O4 S2 1.4381(13) . ?
O5 S2 1.4254(15) . ?
O6A S2 1.500(3) . ?
O6B S2 1.384(5) . ?
C19 F1 1.332(2) . ?
C19 F2 1.332(2) . ?
C19 F3 1.331(2) . ?
C19 S1 1.8280(19) . ?
O1 S1 1.4397(14) . ?
O2 S1 1.4427(13) . ?
O3 S1 1.4438(13) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 Cl1 1.777(2) . ?
C21 Cl2 1.764(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C4 131.63(16) . . ?
N1 C1 C2 107.32(15) . . ?
N1 C1 C4 121.05(15) . . ?
C1 C2 H2 125.9 . . ?
C3 C2 C1 108.13(15) . . ?
C3 C2 H2 125.9 . . ?
C2 C3 C5 128.77(15) . . ?
N2 C3 C2 106.68(14) . . ?
N2 C3 C5 124.54(15) . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N4 C6 N3 107.33(13) . . ?
N4 C6 P1 132.53(12) . . ?
N3 C6 P1 119.14(12) . . ?
C8 C7 C9 125.98(15) . . ?
N3 C7 C8 107.26(14) . . ?
N3 C7 C9 126.76(15) . . ?
C7 C8 C10 126.29(15) . . ?
N4 C8 C7 107.33(14) . . ?
N4 C8 C10 126.37(15) . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 H11 106.9 . . ?
C13 C11 H11 106.9 . . ?
C13 C11 C12 114.18(16) . . ?
N3 C11 H11 106.9 . . ?
N3 C11 C12 110.94(14) . . ?
N3 C11 C13 110.56(14) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 H14 106.9 . . ?
C15 C14 C16 113.22(15) . . ?
C16 C14 H14 106.9 . . ?
N4 C14 H14 106.9 . . ?
N4 C14 C15 111.03(14) . . ?
N4 C14 C16 111.42(13) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N2 C17 C18 119.23(14) . . ?
N5 C17 C18 125.57(15) . . ?
N5 C17 N2 115.15(15) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C6 N4 C8 108.98(13) . . ?
C6 N4 C14 124.66(13) . . ?
C8 N4 C14 126.28(14) . . ?
C6 N3 C7 109.07(13) . . ?
C6 N3 C11 124.21(13) . . ?
C7 N3 C11 126.65(14) . . ?
C1 N1 N2 109.09(13) . . ?
C1 N1 P1 138.91(12) . . ?
N2 N1 P1 109.60(10) . . ?
C3 N2 C17 139.76(14) . . ?
C3 N2 N1 108.74(13) . . ?
N1 N2 C17 110.72(13) . . ?
C17 N5 P1 113.64(12) . . ?
N1 P1 C6 102.60(7) . . ?
N5 P1 C6 102.66(7) . . ?
N5 P1 N1 90.10(7) . . ?
F4A C20A F5A 106.8(4) . . ?
F4A C20A F6A 106.5(3) . . ?
F4A C20A S2 113.8(3) . . ?
F5A C20A S2 110.8(3) . . ?
F6A C20A F5A 108.2(4) . . ?
F6A C20A S2 110.4(4) . . ?
F4B C20B S2 108.9(6) . . ?
F5B C20B F4B 108.1(4) . . ?
F5B C20B S2 112.0(5) . . ?
F6B C20B F4B 108.2(7) . . ?
F6B C20B F5B 108.2(6) . . ?
F6B C20B S2 111.3(4) . . ?
O4 S2 C20A 103.21(13) . . ?
O4 S2 C20B 99.37(19) . . ?
O4 S2 O6A 108.65(17) . . ?
O5 S2 C20A 112.37(19) . . ?
O5 S2 C20B 91.6(2) . . ?
O5 S2 O4 116.36(9) . . ?
O5 S2 O6A 112.47(16) . . ?
O6A S2 C20A 102.5(2) . . ?
O6B S2 C20B 101.2(3) . . ?
O6B S2 O4 123.6(3) . . ?
O6B S2 O5 114.9(2) . . ?
F1 C19 S1 110.99(13) . . ?
F2 C19 F1 107.60(16) . . ?
F2 C19 S1 111.50(13) . . ?
F3 C19 F1 108.09(16) . . ?
F3 C19 F2 107.25(16) . . ?
F3 C19 S1 111.24(14) . . ?
O1 S1 C19 102.80(9) . . ?
O1 S1 O2 115.05(8) . . ?
O1 S1 O3 114.73(8) . . ?
O2 S1 C19 102.62(8) . . ?
O2 S1 O3 115.43(8) . . ?
O3 S1 C19 103.67(9) . . ?
H21A C21 H21B 108.0 . . ?
Cl1 C21 H21A 109.5 . . ?
Cl1 C21 H21B 109.5 . . ?
Cl2 C21 H21A 109.5 . . ?
Cl2 C21 H21B 109.5 . . ?
Cl2 C21 Cl1 110.93(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C5 179.54(16) . . . . ?
C1 C2 C3 N2 0.89(18) . . . . ?
C1 N1 N2 C3 -1.49(17) . . . . ?
C1 N1 N2 C17 170.45(13) . . . . ?
C1 N1 P1 C6 90.32(18) . . . . ?
C1 N1 P1 N5 -166.68(18) . . . . ?
C2 C1 N1 N2 2.01(17) . . . . ?
C2 C1 N1 P1 161.59(14) . . . . ?
C2 C3 N2 C17 -167.95(18) . . . . ?
C2 C3 N2 N1 0.33(17) . . . . ?
C4 C1 C2 C3 178.21(17) . . . . ?
C4 C1 N1 N2 -178.00(14) . . . . ?
C4 C1 N1 P1 -18.4(3) . . . . ?
C5 C3 N2 C17 13.3(3) . . . . ?
C5 C3 N2 N1 -178.40(14) . . . . ?
C7 C8 N4 C6 1.32(18) . . . . ?
C7 C8 N4 C14 -175.58(15) . . . . ?
C8 C7 N3 C6 -0.49(18) . . . . ?
C8 C7 N3 C11 176.48(15) . . . . ?
C9 C7 C8 C10 -0.6(3) . . . . ?
C9 C7 C8 N4 178.59(16) . . . . ?
C9 C7 N3 C6 -179.58(16) . . . . ?
C9 C7 N3 C11 -2.6(3) . . . . ?
C10 C8 N4 C6 -179.53(16) . . . . ?
C10 C8 N4 C14 3.6(3) . . . . ?
C12 C11 N3 C6 -115.63(18) . . . . ?
C12 C11 N3 C7 67.8(2) . . . . ?
C13 C11 N3 C6 116.64(17) . . . . ?
C13 C11 N3 C7 -59.9(2) . . . . ?
C15 C14 N4 C6 104.79(18) . . . . ?
C15 C14 N4 C8 -78.8(2) . . . . ?
C16 C14 N4 C6 -128.01(16) . . . . ?
C16 C14 N4 C8 48.4(2) . . . . ?
C17 N5 P1 C6 111.40(13) . . . . ?
C17 N5 P1 N1 8.46(12) . . . . ?
C18 C17 N2 C3 -12.3(3) . . . . ?
C18 C17 N2 N1 179.52(13) . . . . ?
C18 C17 N5 P1 174.79(13) . . . . ?
N4 C6 N3 C7 1.30(17) . . . . ?
N4 C6 N3 C11 -175.76(14) . . . . ?
N4 C6 P1 N1 67.18(16) . . . . ?
N4 C6 P1 N5 -25.80(17) . . . . ?
N3 C6 N4 C8 -1.62(17) . . . . ?
N3 C6 N4 C14 175.35(14) . . . . ?
N3 C6 P1 N1 -125.80(12) . . . . ?
N3 C6 P1 N5 141.21(12) . . . . ?
N3 C7 C8 C10 -179.65(16) . . . . ?
N3 C7 C8 N4 -0.50(18) . . . . ?
N1 C1 C2 C3 -1.80(18) . . . . ?
N2 C17 N5 P1 -7.53(18) . . . . ?
N2 N1 P1 C6 -110.17(11) . . . . ?
N2 N1 P1 N5 -7.17(11) . . . . ?
N5 C17 N2 C3 169.83(18) . . . . ?
N5 C17 N2 N1 1.69(19) . . . . ?
P1 C6 N4 C8 166.51(13) . . . . ?
P1 C6 N4 C14 -16.5(2) . . . . ?
P1 C6 N3 C7 -168.71(11) . . . . ?
P1 C6 N3 C11 14.2(2) . . . . ?
P1 N1 N2 C3 -167.40(10) . . . . ?
P1 N1 N2 C17 4.54(15) . . . . ?
F4A C20A S2 O4 61.5(3) . . . . ?
F4A C20A S2 O5 -172.4(2) . . . . ?
F4A C20A S2 O6A -51.4(3) . . . . ?
F5A C20A S2 O4 -178.1(4) . . . . ?
F5A C20A S2 O5 -52.0(5) . . . . ?
F5A C20A S2 O6A 69.0(4) . . . . ?
F6A C20A S2 O4 -58.2(4) . . . . ?
F6A C20A S2 O5 67.9(3) . . . . ?
F6A C20A S2 O6A -171.1(3) . . . . ?
F1 C19 S1 O1 53.28(15) . . . . ?
F1 C19 S1 O2 -66.44(15) . . . . ?
F1 C19 S1 O3 173.07(13) . . . . ?
F2 C19 S1 O1 173.23(13) . . . . ?
F2 C19 S1 O2 53.50(15) . . . . ?
F2 C19 S1 O3 -66.98(15) . . . . ?
F3 C19 S1 O1 -67.11(15) . . . . ?
F3 C19 S1 O2 173.17(14) . . . . ?
F3 C19 S1 O3 52.69(16) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.403
_oxdiff_exptl_absorpt_empirical_full_min 0.734
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jjw1473
_database_code_depnum_ccdc_archive 'CCDC 2406460'
loop_
_audit_author_name
_audit_author_address
'Jan J. Weigand'
;TU Dresden
Germany
;
_audit_update_record             
;
2024-11-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2024-09-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H34 N3 P S, 2(C F3 O3 S)'
_chemical_formula_sum            'C31 H34 F6 N3 O6 P S3'
_chemical_formula_weight         785.76
_chemical_melting_point          ?
_chemical_oxdiff_formula         C31H34F6N3O6PS3
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.75880(9)
_cell_length_b                   11.36633(5)
_cell_length_c                   16.43311(7)
_cell_angle_alpha                90
_cell_angle_beta                 97.0303(4)
_cell_angle_gamma                90
_cell_volume                     3477.50(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    23844
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.4190
_cell_measurement_theta_min      4.5420
_shelx_estimated_absorpt_T_max   0.886
_shelx_estimated_absorpt_T_min   0.671
_exptl_absorpt_coefficient_mu    3.098
_exptl_absorpt_correction_T_max  0.888
_exptl_absorpt_correction_T_min  0.694
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1624
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 -5 0 0.0548
-1 5 0 0.0548
-1 0 5 0.0689
1 0 -5 0.0689
1 0 0 0.0198
-1 0 0 0.0198

_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0000 -5.0000 0.0000 -0.6355 0.0781 0.2375
-1.0000 5.0000 -0.0000 0.6355 -0.0781 -0.2375
-1.0000 0.0000 5.0000 0.1668 -0.0037 0.4387
1.0000 -0.0000 -5.0000 -0.1668 0.0037 -0.4387
1.0000 -0.0000 0.0000 -0.0198 -0.0803 0.0022
-1.0000 0.0000 -0.0000 0.0198 0.0803 -0.0022

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            41338
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.708
_diffrn_reflns_theta_min         2.373
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5700
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -74.00 -49.00   0.50    1.00    --  -38.50 131.00 111.00   50
  2  ω    -66.00 -17.00   0.50    1.00    --  -38.50 139.00 -73.00   98
  3  ω     68.00 105.00   0.50    1.00    --   42.75-139.00-134.00   74
  4  ω     42.00  67.00   0.50    1.00    --   42.75-131.00  40.00   50
  5  ω     83.00 123.00   0.50    4.00    --  111.00-139.00-134.00   80
  6  ω    105.00 161.00   0.50    4.00    --  111.00 131.00 111.00  112
  7  ω    108.00 133.00   0.50    4.00    --  111.00 139.00 -73.00   50
  8  ω     91.00 117.00   0.50    4.00    --  111.00-131.00  40.00   52
  9  ω   -111.00 -16.00   0.50    1.00    --  -38.50 -38.00-150.00  190
 10  ω    -36.00  -7.00   0.50    1.00    --  -38.50 125.00  30.00   58
 11  ω    -64.00 -34.00   0.50    1.00    --  -38.50  57.00   0.00   60
 12  ω   -104.00 -17.00   0.50    1.00    --  -38.50 -38.00 120.00  174
 13  ω      6.00  32.00   0.50    1.00    --  -38.50  57.00   0.00   52
 14  ω      7.00  69.00   0.50    1.00    --   42.75 -99.00  90.00  124
 15  ω    105.00 161.00   0.50    4.00    --  111.00 125.00  90.00  112
 16  ω     30.00 107.00   0.50    4.00    --  111.00 -94.00-150.00  154
 17  ω     42.00  89.00   0.50    4.00    --  111.00 -61.00   0.00   94
 18  ω     75.00 112.00   0.50    4.00    --  111.00-125.00  60.00   74
 19  ω     31.00 107.00   0.50    4.00    --  111.00 -94.00  90.00  152
 20  ω     41.00 129.00   0.50    4.00    --  111.00 -45.00  60.00  176
 21  ω     64.00  89.00   0.50    4.00    --  111.00-125.00-180.00   50
 22  ω     89.00 148.00   0.50    4.00    --  111.00  45.00  30.00  118
 23  ω     31.00  58.00   0.50    4.00    --  111.00 -94.00 120.00   54
 24  ω     40.00 109.00   0.50    4.00    --  111.00-125.00 -30.00  138
 25  ω     80.00 107.00   0.50    4.00    --  111.00 -77.00-150.00   54
 26  ω     40.00  70.00   0.50    4.00    --  111.00-125.00  90.00   60
 27  ω     88.00 175.00   0.50    4.00    --  111.00  45.00 -90.00  174
 28  ω     62.00  92.00   0.50    4.00    --  111.00 -94.00 120.00   60
 29  ω    116.00 160.00   0.50    4.00    --  111.00  77.00  90.00   88
 30  ω    106.00 169.00   0.50    4.00    --  111.00  77.00  30.00  126
 31  ω     75.00 104.00   0.50    4.00    --  111.00-125.00-120.00   58
 32  ω     65.00 112.00   0.50    4.00    --  111.00-125.00   0.00   94
 33  ω     90.00 175.00   0.50    4.00    --  111.00  30.00-180.00  170
 34  ω     80.00 107.00   0.50    4.00    --  111.00 -94.00  60.00   54
 35  ω     77.00 135.00   0.50    4.00    --  111.00 -45.00-180.00  116
 36  ω     55.00 110.00   0.50    4.00    --  111.00-125.00 -90.00  110
 37  ω    107.00 132.00   0.50    4.00    --  111.00  77.00 -30.00   50
 38  ω     82.00 107.00   0.50    4.00    --  111.00 -94.00  30.00   50
 39  ω     96.00 177.00   0.50    4.00    --  111.00  30.00-120.00  162
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0198304000
_diffrn_orient_matrix_UB_12      0.1231292000
_diffrn_orient_matrix_UB_13      0.0293924000
_diffrn_orient_matrix_UB_21      -0.0802962000
_diffrn_orient_matrix_UB_22      -0.0316866000
_diffrn_orient_matrix_UB_23      -0.0167963000
_diffrn_orient_matrix_UB_31      0.0021838000
_diffrn_orient_matrix_UB_32      -0.0470705000
_diffrn_orient_matrix_UB_33      0.0881696000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6724
_reflns_number_total             7284
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     494
_refine_ls_number_reflns         7284
_refine_ls_number_restraints     192
_refine_ls_R_factor_all          0.0298
_refine_ls_R_factor_gt           0.0273
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0327P)²+1.5858P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0680
_refine_ls_wR_factor_ref         0.0697
_refine_special_details          ?
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
C24 \\sim C25 \\sim C26B \\sim C27B \\sim C29B \\sim C28B \\sim C26A \\sim C27A
\\sim C28A \\sim C29A: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
2. Rigid body (RIGU) restrains
 C24, C25, C26B, C27B, C29B, C28B, C26A, C27A, C28A, C29A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Sof(H25A)=Sof(C26A)=Sof(H26A)=Sof(C27A)=Sof(H27A)=Sof(C28A)=Sof(H28A)=
 Sof(C29A)=Sof(H29A)=1-FVAR(1)
 Sof(H25)=Sof(C26B)=Sof(H26B)=Sof(C27B)=Sof(H27B)=Sof(C29B)=Sof(H29B)=
 Sof(C28B)=Sof(H28B)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C5(H5), C10(H10)
4.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C16(H16), C15(H15), C14(H14), C23(H23), C19(H19), C22(H22),
 C21(H21), C25(H25), C25(H25A), C20(H20), C26B(H26B), C27B(H27B), C29B(H29B),
 C28B(H28B), C26A(H26A), C27A(H27A), C28A(H28A), C29A(H29A)
4.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C11(H11A,H11B,H11C), C6(H6A,H6B,H6C), C9(H9A,H9B,H9C),
 C7(H7A,H7B,H7C), C4(H4A,H4B,H4C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.16420(2) 0.60530(2) 0.42236(2) 0.01463(7) Uani 1 1 d . . . . .
P1 P 0.27582(2) 0.63116(3) 0.41488(2) 0.01264(7) Uani 1 1 d . . . . .
S3 S 0.17329(2) -0.07368(3) 0.40603(2) 0.01578(7) Uani 1 1 d . . . . .
S2 S 0.51754(2) 0.58969(3) 0.66747(2) 0.01945(7) Uani 1 1 d . . . . .
F2 F 0.60461(6) 0.69438(10) 0.78205(6) 0.0419(2) Uani 1 1 d . . . . .
F6 F 0.05999(5) -0.17085(9) 0.32267(7) 0.0421(2) Uani 1 1 d . . . . .
O5 O 0.19318(6) 0.04776(9) 0.42064(6) 0.0269(2) Uani 1 1 d . . . . .
O4 O 0.21531(5) -0.13640(8) 0.35207(6) 0.02125(19) Uani 1 1 d . . . . .
F1 F 0.61563(6) 0.75356(10) 0.65971(6) 0.0450(3) Uani 1 1 d . . . . .
F5 F 0.08479(6) 0.00152(10) 0.28034(6) 0.0440(3) Uani 1 1 d . . . . .
O6 O 0.16046(5) -0.13935(9) 0.47804(6) 0.0229(2) Uani 1 1 d . . . . .
F4 F 0.03675(5) -0.01842(10) 0.39204(7) 0.0454(3) Uani 1 1 d . . . . .
F3 F 0.52464(7) 0.80793(9) 0.71907(7) 0.0506(3) Uani 1 1 d . . . . .
O3 O 0.57276(6) 0.50289(9) 0.66245(7) 0.0301(2) Uani 1 1 d . . . . .
O1 O 0.47038(6) 0.56799(10) 0.72867(7) 0.0305(2) Uani 1 1 d . . . . .
N1 N 0.35088(5) 0.80932(9) 0.50240(6) 0.01283(19) Uani 1 1 d . . . . .
N2 N 0.29675(6) 0.70149(9) 0.58642(6) 0.0147(2) Uani 1 1 d . . . . .
O2 O 0.48311(6) 0.63106(10) 0.58928(6) 0.0333(2) Uani 1 1 d . . . . .
N3 N 0.24017(6) 0.40525(9) 0.43977(6) 0.0140(2) Uani 1 1 d . . . . .
C2 C 0.36789(7) 0.85576(11) 0.57991(7) 0.0156(2) Uani 1 1 d . . . . .
C8 C 0.30752(6) 0.71493(10) 0.50694(7) 0.0131(2) Uani 1 1 d . . . . .
C3 C 0.33331(7) 0.78850(11) 0.63216(7) 0.0172(2) Uani 1 1 d . . . . .
C13 C 0.35996(7) 0.44558(12) 0.49774(8) 0.0178(2) Uani 1 1 d . . . . .
H13 H 0.399301 0.498415 0.507723 0.021 Uiso 1 1 calc R U . . .
C12 C 0.29517(6) 0.48242(11) 0.45581(7) 0.0141(2) Uani 1 1 d . . . . .
C17 C 0.17136(6) 0.45112(11) 0.39036(7) 0.0148(2) Uani 1 1 d . . . . .
C5 C 0.25024(7) 0.60939(11) 0.61752(7) 0.0164(2) Uani 1 1 d . . . . .
H5 H 0.235193 0.555732 0.570309 0.020 Uiso 1 1 calc R U . . .
C18 C 0.10686(7) 0.38625(11) 0.41657(8) 0.0178(2) Uani 1 1 d . . . . .
C10 C 0.38060(6) 0.84548(11) 0.42566(7) 0.0145(2) Uani 1 1 d . . . . .
H10 H 0.349254 0.808579 0.378967 0.017 Uiso 1 1 calc R U . . .
C24 C 0.17941(7) 0.43991(11) 0.29902(7) 0.0162(2) Uani 1 1 d . U . . .
C16 C 0.24626(7) 0.29127(11) 0.46288(8) 0.0180(2) Uani 1 1 d . . . . .
H16 H 0.207459 0.238323 0.449143 0.022 Uiso 1 1 calc R U . . .
C1 C 0.41715(7) 0.95658(12) 0.60241(8) 0.0206(3) Uani 1 1 d . . . . .
H1A H 0.461848 0.945224 0.578159 0.031 Uiso 1 1 calc R U . . .
H1B H 0.427887 0.960998 0.662208 0.031 Uiso 1 1 calc R U . . .
H1C H 0.394100 1.029831 0.581647 0.031 Uiso 1 1 calc R U . . .
C11 C 0.37785(7) 0.97781(11) 0.41089(8) 0.0183(2) Uani 1 1 d . . . . .
H11A H 0.329601 1.007084 0.416737 0.027 Uiso 1 1 calc R U . . .
H11B H 0.389181 0.994579 0.355400 0.027 Uiso 1 1 calc R U . . .
H11C H 0.412990 1.016883 0.451021 0.027 Uiso 1 1 calc R U . . .
C15 C 0.30927(8) 0.25253(12) 0.50656(8) 0.0218(3) Uani 1 1 d . . . . .
H15 H 0.313747 0.172956 0.524141 0.026 Uiso 1 1 calc R U . . .
C6 C 0.29098(7) 0.53363(12) 0.68440(8) 0.0215(3) Uani 1 1 d . . . . .
H6A H 0.338674 0.514933 0.669401 0.032 Uiso 1 1 calc R U . . .
H6B H 0.264352 0.460569 0.690319 0.032 Uiso 1 1 calc R U . . .
H6C H 0.296075 0.576714 0.736446 0.032 Uiso 1 1 calc R U . . .
C9 C 0.45526(7) 0.79322(11) 0.42507(8) 0.0188(2) Uani 1 1 d . . . . .
H9A H 0.486972 0.822056 0.472725 0.028 Uiso 1 1 calc R U . . .
H9B H 0.474517 0.816749 0.374697 0.028 Uiso 1 1 calc R U . . .
H9C H 0.452363 0.707226 0.427416 0.028 Uiso 1 1 calc R U . . .
C14 C 0.36618(7) 0.32994(12) 0.52484(8) 0.0218(3) Uani 1 1 d . . . . .
H14 H 0.409343 0.303835 0.555861 0.026 Uiso 1 1 calc R U . . .
C23 C 0.06092(7) 0.32215(13) 0.36083(9) 0.0238(3) Uani 1 1 d . . . . .
H23 H 0.068322 0.320065 0.304685 0.029 Uiso 1 1 calc R U . . .
C7 C 0.18165(7) 0.66392(13) 0.64176(8) 0.0215(3) Uani 1 1 d . . . . .
H7A H 0.192973 0.709091 0.692489 0.032 Uiso 1 1 calc R U . . .
H7B H 0.147375 0.601459 0.650441 0.032 Uiso 1 1 calc R U . . .
H7C H 0.160515 0.716278 0.597917 0.032 Uiso 1 1 calc R U . . .
C31 C 0.08401(8) -0.06439(14) 0.34714(9) 0.0277(3) Uani 1 1 d . . . . .
C19 C 0.09479(8) 0.38931(14) 0.49874(9) 0.0275(3) Uani 1 1 d . . . . .
H19 H 0.125533 0.434270 0.537126 0.033 Uiso 1 1 calc R U . . .
C30 C 0.56773(9) 0.71799(13) 0.70882(9) 0.0283(3) Uani 1 1 d . . . . .
C22 C 0.00377(8) 0.26070(15) 0.38751(10) 0.0323(3) Uani 1 1 d . . . . .
H22 H -0.027929 0.217287 0.349164 0.039 Uiso 1 1 calc R U . . .
C21 C -0.00724(8) 0.26225(15) 0.46906(11) 0.0321(3) Uani 1 1 d . . . . .
H21 H -0.045817 0.219002 0.486860 0.039 Uiso 1 1 calc R U . . .
C4 C 0.33684(9) 0.80097(14) 0.72276(8) 0.0283(3) Uani 1 1 d . . . . .
H4A H 0.289497 0.784514 0.739607 0.042 Uiso 1 1 calc R U . . .
H4B H 0.351306 0.881387 0.738722 0.042 Uiso 1 1 calc R U . . .
H4C H 0.372030 0.745232 0.749594 0.042 Uiso 1 1 calc R U . . .
C25 C 0.18548(9) 0.41434(16) 0.13079(9) 0.0323(3) Uani 1 1 d . U . . .
H25 H 0.190098 0.406780 0.074103 0.039 Uiso 0.47(2) 1 calc R U P A 1
H25A H 0.184954 0.401995 0.073546 0.039 Uiso 0.53(2) 1 calc R U P A 2
C20 C 0.03798(9) 0.32682(15) 0.52453(10) 0.0327(3) Uani 1 1 d . . . . .
H20 H 0.030276 0.328605 0.580592 0.039 Uiso 1 1 calc R U . . .
C26B C 0.1552(8) 0.5222(13) 0.2453(9) 0.0245(19) Uani 0.47(2) 1 d . U P A 1
H26B H 0.135659 0.592857 0.264150 0.029 Uiso 0.47(2) 1 calc R U P A 1
C27B C 0.1583(8) 0.5059(14) 0.1594(9) 0.029(2) Uani 0.47(2) 1 d . U P A 1
H27B H 0.139290 0.565553 0.122420 0.034 Uiso 0.47(2) 1 calc R U P A 1
C29B C 0.2062(8) 0.3354(10) 0.2709(7) 0.0311(18) Uani 0.47(2) 1 d . U P A 1
H29B H 0.222332 0.274226 0.308045 0.037 Uiso 0.47(2) 1 calc R U P A 1
C28B C 0.2089(8) 0.3228(11) 0.1887(7) 0.043(2) Uani 0.47(2) 1 d . U P A 1
H28B H 0.226800 0.251358 0.168984 0.052 Uiso 0.47(2) 1 calc R U P A 1
C26A C 0.2256(5) 0.3604(11) 0.2690(6) 0.0315(17) Uani 0.53(2) 1 d . U P A 2
H26A H 0.255798 0.312996 0.306320 0.038 Uiso 0.53(2) 1 calc R U P A 2
C27A C 0.2286(6) 0.3484(13) 0.1840(6) 0.046(2) Uani 0.53(2) 1 d . U P A 2
H27A H 0.260957 0.293990 0.164407 0.055 Uiso 0.53(2) 1 calc R U P A 2
C28A C 0.1399(6) 0.5038(11) 0.1597(8) 0.0225(15) Uani 0.53(2) 1 d . U P A 2
H28A H 0.112730 0.554912 0.121999 0.027 Uiso 0.53(2) 1 calc R U P A 2
C29A C 0.1365(6) 0.5138(11) 0.2414(8) 0.0220(15) Uani 0.53(2) 1 d . U P A 2
H29A H 0.105251 0.570290 0.260823 0.026 Uiso 0.53(2) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 P1 2.1328(4) . ?
S1 C17 1.8393(12) . ?
P1 C8 1.8245(12) . ?
P1 C12 1.8391(12) . ?
S3 O5 1.4423(10) . ?
S3 O4 1.4445(9) . ?
S3 O6 1.4440(10) . ?
S3 C31 1.8320(15) . ?
S2 O3 1.4400(11) . ?
S2 O1 1.4397(11) . ?
S2 O2 1.4444(10) . ?
S2 C30 1.8216(16) . ?
F2 C30 1.3399(18) . ?
F6 C31 1.3359(19) . ?
F1 C30 1.3415(18) . ?
F5 C31 1.3305(19) . ?
F4 C31 1.3280(18) . ?
F3 C30 1.327(2) . ?
N1 C2 1.3797(15) . ?
N1 C8 1.3540(15) . ?
N1 C10 1.4974(15) . ?
N2 C8 1.3544(15) . ?
N2 C3 1.3738(16) . ?
N2 C5 1.4923(15) . ?
N3 C12 1.3553(16) . ?
N3 C17 1.5300(15) . ?
N3 C16 1.3510(16) . ?
C2 C3 1.3708(18) . ?
C2 C1 1.4899(17) . ?
C3 C4 1.4890(17) . ?
C13 H13 0.9500 . ?
C13 C12 1.3865(17) . ?
C13 C14 1.3881(19) . ?
C17 C18 1.5234(17) . ?
C17 C24 1.5320(17) . ?
C5 H5 1.0000 . ?
C5 C6 1.5258(17) . ?
C5 C7 1.5244(17) . ?
C18 C23 1.3854(19) . ?
C18 C19 1.397(2) . ?
C10 H10 1.0000 . ?
C10 C11 1.5234(17) . ?
C10 C9 1.5224(17) . ?
C24 C26B 1.327(15) . ?
C24 C29B 1.391(11) . ?
C24 C26A 1.383(10) . ?
C24 C29A 1.436(11) . ?
C16 H16 0.9500 . ?
C16 C15 1.3780(19) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C15 H15 0.9500 . ?
C15 C14 1.388(2) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C14 H14 0.9500 . ?
C23 H23 0.9500 . ?
C23 C22 1.394(2) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C19 H19 0.9500 . ?
C19 C20 1.389(2) . ?
C22 H22 0.9500 . ?
C22 C21 1.381(2) . ?
C21 H21 0.9500 . ?
C21 C20 1.378(2) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C25 H25 0.9500 . ?
C25 H25A 0.9500 . ?
C25 C27B 1.275(15) . ?
C25 C28B 1.442(12) . ?
C25 C27A 1.344(11) . ?
C25 C28A 1.446(10) . ?
C20 H20 0.9500 . ?
C26B H26B 0.9500 . ?
C26B C27B 1.43(2) . ?
C27B H27B 0.9500 . ?
C29B H29B 0.9500 . ?
C29B C28B 1.366(16) . ?
C28B H28B 0.9500 . ?
C26A H26A 0.9500 . ?
C26A C27A 1.413(14) . ?
C27A H27A 0.9500 . ?
C28A H28A 0.9500 . ?
C28A C29A 1.358(18) . ?
C29A H29A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C17 S1 P1 90.47(4) . . ?
C8 P1 S1 104.29(4) . . ?
C8 P1 C12 98.44(5) . . ?
C12 P1 S1 90.19(4) . . ?
O5 S3 O4 115.15(6) . . ?
O5 S3 O6 115.08(6) . . ?
O5 S3 C31 103.53(7) . . ?
O4 S3 C31 103.68(6) . . ?
O6 S3 O4 113.96(6) . . ?
O6 S3 C31 103.26(7) . . ?
O3 S2 O2 114.74(7) . . ?
O3 S2 C30 103.14(7) . . ?
O1 S2 O3 115.49(7) . . ?
O1 S2 O2 115.54(7) . . ?
O1 S2 C30 102.14(7) . . ?
O2 S2 C30 103.04(7) . . ?
C2 N1 C10 127.21(10) . . ?
C8 N1 C2 108.96(10) . . ?
C8 N1 C10 123.51(10) . . ?
C8 N2 C3 108.84(10) . . ?
C8 N2 C5 124.88(10) . . ?
C3 N2 C5 126.24(10) . . ?
C12 N3 C17 117.09(10) . . ?
C16 N3 C12 122.00(11) . . ?
C16 N3 C17 120.85(10) . . ?
N1 C2 C1 126.13(11) . . ?
C3 C2 N1 106.93(11) . . ?
C3 C2 C1 126.89(11) . . ?
N1 C8 P1 120.32(9) . . ?
N1 C8 N2 107.70(10) . . ?
N2 C8 P1 131.97(9) . . ?
N2 C3 C4 125.01(12) . . ?
C2 C3 N2 107.56(10) . . ?
C2 C3 C4 127.35(12) . . ?
C12 C13 H13 120.7 . . ?
C12 C13 C14 118.66(12) . . ?
C14 C13 H13 120.7 . . ?
N3 C12 P1 114.36(9) . . ?
N3 C12 C13 120.09(11) . . ?
C13 C12 P1 125.53(10) . . ?
N3 C17 S1 105.03(8) . . ?
N3 C17 C24 108.28(10) . . ?
C18 C17 S1 106.97(8) . . ?
C18 C17 N3 109.43(10) . . ?
C18 C17 C24 114.44(10) . . ?
C24 C17 S1 112.26(8) . . ?
N2 C5 H5 106.5 . . ?
N2 C5 C6 112.36(10) . . ?
N2 C5 C7 110.59(10) . . ?
C6 C5 H5 106.5 . . ?
C7 C5 H5 106.5 . . ?
C7 C5 C6 113.93(10) . . ?
C23 C18 C17 121.25(12) . . ?
C23 C18 C19 119.41(12) . . ?
C19 C18 C17 119.32(12) . . ?
N1 C10 H10 106.7 . . ?
N1 C10 C11 113.35(10) . . ?
N1 C10 C9 109.63(10) . . ?
C11 C10 H10 106.7 . . ?
C9 C10 H10 106.7 . . ?
C9 C10 C11 113.42(10) . . ?
C26B C24 C17 121.7(6) . . ?
C26B C24 C29B 119.3(8) . . ?
C29B C24 C17 118.7(5) . . ?
C26A C24 C17 123.0(4) . . ?
C26A C24 C29A 118.2(7) . . ?
C29A C24 C17 118.8(5) . . ?
N3 C16 H16 120.3 . . ?
N3 C16 C15 119.37(12) . . ?
C15 C16 H16 120.3 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C16 C15 H15 120.1 . . ?
C16 C15 C14 119.89(12) . . ?
C14 C15 H15 120.1 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
C10 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 119.92(12) . . ?
C15 C14 H14 120.0 . . ?
C18 C23 H23 120.2 . . ?
C18 C23 C22 119.70(14) . . ?
C22 C23 H23 120.1 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
F6 C31 S3 111.08(10) . . ?
F5 C31 S3 111.50(11) . . ?
F5 C31 F6 107.40(13) . . ?
F4 C31 S3 111.01(11) . . ?
F4 C31 F6 107.47(13) . . ?
F4 C31 F5 108.21(13) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.22(14) . . ?
C20 C19 H19 119.9 . . ?
F2 C30 S2 111.17(10) . . ?
F2 C30 F1 106.88(13) . . ?
F1 C30 S2 111.75(11) . . ?
F3 C30 S2 111.66(12) . . ?
F3 C30 F2 107.21(13) . . ?
F3 C30 F1 107.91(13) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 C23 120.72(14) . . ?
C21 C22 H22 119.6 . . ?
C22 C21 H21 120.1 . . ?
C20 C21 C22 119.70(14) . . ?
C20 C21 H21 120.1 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C27B C25 H25 121.6 . . ?
C27B C25 C28B 116.7(8) . . ?
C28B C25 H25 121.6 . . ?
C27A C25 H25A 119.6 . . ?
C27A C25 C28A 120.8(7) . . ?
C28A C25 H25A 119.6 . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.23(15) . . ?
C21 C20 H20 119.9 . . ?
C24 C26B H26B 119.6 . . ?
C24 C26B C27B 120.8(12) . . ?
C27B C26B H26B 119.6 . . ?
C25 C27B C26B 122.4(12) . . ?
C25 C27B H27B 118.8 . . ?
C26B C27B H27B 118.8 . . ?
C24 C29B H29B 120.7 . . ?
C28B C29B C24 118.5(9) . . ?
C28B C29B H29B 120.7 . . ?
C25 C28B H28B 119.0 . . ?
C29B C28B C25 122.1(9) . . ?
C29B C28B H28B 119.0 . . ?
C24 C26A H26A 119.4 . . ?
C24 C26A C27A 121.2(8) . . ?
C27A C26A H26A 119.4 . . ?
C25 C27A C26A 119.7(9) . . ?
C25 C27A H27A 120.1 . . ?
C26A C27A H27A 120.1 . . ?
C25 C28A H28A 120.5 . . ?
C29A C28A C25 119.0(10) . . ?
C29A C28A H28A 120.5 . . ?
C24 C29A H29A 119.6 . . ?
C28A C29A C24 120.8(10) . . ?
C28A C29A H29A 119.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 P1 C8 N1 -134.71(9) . . . . ?
S1 P1 C8 N2 46.10(12) . . . . ?
S1 P1 C12 N3 27.41(8) . . . . ?
S1 P1 C12 C13 -154.55(10) . . . . ?
S1 C17 C18 C23 125.73(12) . . . . ?
S1 C17 C18 C19 -55.75(14) . . . . ?
S1 C17 C24 C26B -25.3(7) . . . . ?
S1 C17 C24 C29B 161.3(7) . . . . ?
S1 C17 C24 C26A 139.3(6) . . . . ?
S1 C17 C24 C29A -41.7(6) . . . . ?
P1 S1 C17 N3 43.97(7) . . . . ?
P1 S1 C17 C18 160.21(8) . . . . ?
P1 S1 C17 C24 -73.47(8) . . . . ?
O5 S3 C31 F6 174.98(11) . . . . ?
O5 S3 C31 F5 55.22(12) . . . . ?
O5 S3 C31 F4 -65.51(12) . . . . ?
O4 S3 C31 F6 54.42(12) . . . . ?
O4 S3 C31 F5 -65.34(12) . . . . ?
O4 S3 C31 F4 173.93(11) . . . . ?
O6 S3 C31 F6 -64.72(12) . . . . ?
O6 S3 C31 F5 175.53(10) . . . . ?
O6 S3 C31 F4 54.80(12) . . . . ?
O3 S2 C30 F2 -59.28(13) . . . . ?
O3 S2 C30 F1 60.05(12) . . . . ?
O3 S2 C30 F3 -178.98(10) . . . . ?
O1 S2 C30 F2 60.87(13) . . . . ?
O1 S2 C30 F1 -179.80(11) . . . . ?
O1 S2 C30 F3 -58.82(12) . . . . ?
N1 C2 C3 N2 0.85(14) . . . . ?
N1 C2 C3 C4 177.74(13) . . . . ?
O2 S2 C30 F2 -178.97(11) . . . . ?
O2 S2 C30 F1 -59.63(13) . . . . ?
O2 S2 C30 F3 61.34(12) . . . . ?
N3 C17 C18 C23 -121.00(13) . . . . ?
N3 C17 C18 C19 57.52(15) . . . . ?
N3 C17 C24 C26B -140.8(7) . . . . ?
N3 C17 C24 C29B 45.8(7) . . . . ?
N3 C17 C24 C26A 23.9(6) . . . . ?
N3 C17 C24 C29A -157.1(6) . . . . ?
N3 C16 C15 C14 -1.36(19) . . . . ?
C2 N1 C8 P1 -179.15(8) . . . . ?
C2 N1 C8 N2 0.22(13) . . . . ?
C2 N1 C10 C11 -49.92(16) . . . . ?
C2 N1 C10 C9 77.92(14) . . . . ?
C8 P1 C12 N3 131.89(9) . . . . ?
C8 P1 C12 C13 -50.07(11) . . . . ?
C8 N1 C2 C3 -0.67(14) . . . . ?
C8 N1 C2 C1 176.88(12) . . . . ?
C8 N1 C10 C11 137.40(11) . . . . ?
C8 N1 C10 C9 -94.76(13) . . . . ?
C8 N2 C3 C2 -0.73(14) . . . . ?
C8 N2 C3 C4 -177.72(13) . . . . ?
C8 N2 C5 C6 123.61(13) . . . . ?
C8 N2 C5 C7 -107.85(13) . . . . ?
C3 N2 C8 P1 179.59(10) . . . . ?
C3 N2 C8 N1 0.32(14) . . . . ?
C3 N2 C5 C6 -58.91(16) . . . . ?
C3 N2 C5 C7 69.63(15) . . . . ?
C12 P1 C8 N1 132.93(10) . . . . ?
C12 P1 C8 N2 -46.27(13) . . . . ?
C12 N3 C17 S1 -34.35(12) . . . . ?
C12 N3 C17 C18 -148.88(10) . . . . ?
C12 N3 C17 C24 85.77(12) . . . . ?
C12 N3 C16 C15 2.27(18) . . . . ?
C12 C13 C14 C15 2.88(19) . . . . ?
C17 N3 C12 P1 0.47(13) . . . . ?
C17 N3 C12 C13 -177.68(10) . . . . ?
C17 N3 C16 C15 179.29(11) . . . . ?
C17 C18 C23 C22 177.90(13) . . . . ?
C17 C18 C19 C20 -177.38(14) . . . . ?
C17 C24 C26B C27B -175.1(7) . . . . ?
C17 C24 C29B C28B 175.7(6) . . . . ?
C17 C24 C26A C27A 176.5(5) . . . . ?
C17 C24 C29A C28A -177.6(7) . . . . ?
C5 N2 C8 P1 -2.56(19) . . . . ?
C5 N2 C8 N1 178.17(10) . . . . ?
C5 N2 C3 C2 -178.55(11) . . . . ?
C5 N2 C3 C4 4.5(2) . . . . ?
C18 C17 C24 C26B 96.9(7) . . . . ?
C18 C17 C24 C29B -76.6(7) . . . . ?
C18 C17 C24 C26A -98.5(6) . . . . ?
C18 C17 C24 C29A 80.5(6) . . . . ?
C18 C23 C22 C21 -0.5(2) . . . . ?
C18 C19 C20 C21 -0.6(3) . . . . ?
C10 N1 C2 C3 -174.21(11) . . . . ?
C10 N1 C2 C1 3.3(2) . . . . ?
C10 N1 C8 P1 -5.31(16) . . . . ?
C10 N1 C8 N2 174.06(10) . . . . ?
C24 C17 C18 C23 0.71(17) . . . . ?
C24 C17 C18 C19 179.23(12) . . . . ?
C24 C26B C27B C25 -1.7(15) . . . . ?
C24 C29B C28B C25 0.5(12) . . . . ?
C24 C26A C27A C25 -0.7(11) . . . . ?
C16 N3 C12 P1 177.60(9) . . . . ?
C16 N3 C12 C13 -0.56(18) . . . . ?
C16 N3 C17 S1 148.50(9) . . . . ?
C16 N3 C17 C18 33.96(15) . . . . ?
C16 N3 C17 C24 -91.39(13) . . . . ?
C16 C15 C14 C13 -1.2(2) . . . . ?
C1 C2 C3 N2 -176.67(12) . . . . ?
C1 C2 C3 C4 0.2(2) . . . . ?
C14 C13 C12 P1 -179.96(9) . . . . ?
C14 C13 C12 N3 -2.03(18) . . . . ?
C23 C18 C19 C20 1.2(2) . . . . ?
C23 C22 C21 C20 1.1(3) . . . . ?
C19 C18 C23 C22 -0.6(2) . . . . ?
C22 C21 C20 C19 -0.6(3) . . . . ?
C25 C28A C29A C24 2.4(14) . . . . ?
C26B C24 C29B C28B 2.1(10) . . . . ?
C27B C25 C28B C29B -3.7(12) . . . . ?
C29B C24 C26B C27B -1.7(11) . . . . ?
C28B C25 C27B C26B 4.3(14) . . . . ?
C26A C24 C29A C28A 1.5(11) . . . . ?
C27A C25 C28A C29A -5.6(13) . . . . ?
C28A C25 C27A C26A 4.7(11) . . . . ?
C29A C24 C26A C27A -2.5(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.327
_oxdiff_exptl_absorpt_empirical_full_min 0.906
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jjw1088
_database_code_depnum_ccdc_archive 'CCDC 2406467'
loop_
_audit_author_name
_audit_author_address
'Jan J. Weigand'
;TU Dresden
Germany
;
_audit_update_record             
;
2024-11-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT230_jjw1088             
;
PROBLEM: Hirshfeld Test Diff for    C18      --C19      .        7.3 s.u.  
RESPONSE: A higher anisotropic displacement parameter for the terminal carbon 
atom in a ethyl-chain is to be expected.
;
# end Validation Reply Form
_audit_creation_date             2019-07-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C F3 O3 S), C19 H29 N4 P'
_chemical_formula_sum            'C21 H29 F6 N4 O6 P S2'
_chemical_formula_weight         642.57
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C30 H48 F14 N14 O14 S6 P1 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8065(4)
_cell_length_b                   12.1707(4)
_cell_length_c                   14.9023(5)
_cell_angle_alpha                79.352(3)
_cell_angle_beta                 86.084(4)
_cell_angle_gamma                79.364(3)
_cell_volume                     1366.73(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5002
_cell_measurement_temperature    100.03(12)
_cell_measurement_theta_max      76.3620
_cell_measurement_theta_min      3.7560
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.107
_exptl_absorpt_correction_T_max  0.756
_exptl_absorpt_correction_T_min  0.539
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.561
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             664
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 9 0.0720
1 3 9 0.0731
4 -2 6 0.1044
1 -1 9 0.0817
-1 4 8 0.1055
0 5 -2 0.0574
4 3 -4 0.0991
-5 0 4 0.1560
0 3 -5 0.0455
1 1 -5 0.0545
-2 1 5 0.1401
-1 0 -5 0.0290
-2 -5 -3 0.0319
1 5 3 0.0784
4 5 3 0.1135
0 -1 0 0.0454
-1 -5 4 0.0622

_exptl_crystal_size_max          0.297
_exptl_crystal_size_mid          0.121
_exptl_crystal_size_min          0.118
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.5319 0.0615 9.4970 -0.9236 -0.3833 0.0091
0.9425 2.8110 9.4797 -0.7475 -0.6390 0.1813
3.6875 -1.5917 5.5524 -0.5415 -0.4646 -0.7007
1.0669 -0.5970 9.1635 -0.9144 -0.3793 -0.1412
-0.8123 4.2444 8.4819 -0.6130 -0.5256 0.5900
0.0018 4.9941 -2.0059 0.4947 -0.3171 0.4178
4.0036 2.9906 -4.0045 0.6868 -0.5288 -0.4449
-5.0031 0.0078 4.0013 -0.5370 0.4063 0.8744
0.0005 2.9930 -5.0042 0.6737 -0.0615 0.2135
1.0004 0.9938 -5.0021 0.5832 -0.0159 -0.1285
-2.0003 1.0054 5.0000 -0.4927 -0.0297 0.4705
-1.0015 -0.0037 -5.0007 0.4677 0.2778 0.1181
-2.0040 -4.9970 -2.9947 -0.0551 0.7032 -0.1326
1.0032 4.9978 2.9948 0.0270 -0.5949 0.2997
4.0054 4.9953 2.9944 0.1112 -0.9200 -0.2015
-0.0004 -0.9992 0.0011 -0.0593 0.0770 -0.0875
-1.0022 -4.9915 4.0064 -0.7211 0.3577 -0.2312

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_av_unetI/netI     0.0383
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12626
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.966
_diffrn_reflns_theta_min         3.019
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.03(12)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5700
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     19.00 112.00   0.50    1.50    --   42.25  57.00   0.00  186
  2  ω     40.00  93.00   0.50    7.00    --  111.00 -30.00   0.00  106
  3  ω    109.00 135.00   0.50    7.00    --  111.00 -30.00   0.00   52
  4  ω    119.00 175.00   0.50    7.00    --  111.00  30.00 -90.00  112
  5  ω     95.00 122.00   0.50    7.00    --  111.00 -45.00-150.00   54
  6  ω     79.00 117.00   0.50    7.00    --  111.00-125.00-120.00   76
  7  ω     58.00  89.00   0.50    7.00    --  111.00 -94.00-180.00   62
  8  ω     42.00  83.00   0.50    7.00    --  111.00 -45.00-150.00   82
  9  ω     31.00 153.00   0.50    7.00    --  111.00 -15.00-120.00  244
 10  ω     79.00 121.00   0.50    7.00    --  111.00-125.00   0.00   84
 11  ω     82.00 121.00   0.50    7.00    --  111.00-125.00  90.00   78
 12  ω     54.00 102.00   0.50    7.00    --  111.00 -45.00 -30.00   96
 13  ω     45.00 107.00   0.50    7.00    --  111.00-125.00  30.00  124
 14  ω     51.00 121.00   0.50    7.00    --  111.00 -45.00  90.00  140
 15  ω     53.00  96.00   0.50    1.50    --   42.25-125.00  30.00   86
 16  ω     28.00  60.00   0.50    1.50    --   42.25 -38.00 150.00   64
 17  ω     33.00 154.00   0.50    7.00    --  111.00 -15.00  90.00  242
 18  ω    111.00 168.00   0.50    7.00    --  111.00 125.00 150.00  114
 19  ω     44.00  71.00   0.50    1.50    --   42.25 -99.00-150.00   54
 20  ω     33.00 106.00   0.50    7.00    --  111.00 -94.00-120.00  146
 21  ω     35.00  86.00   0.50    7.00    --  111.00 -94.00 -60.00  102
 22  ω     30.00 103.00   0.50    7.00    --  111.00 -94.00 120.00  146
 23  ω     43.00 121.00   0.50    7.00    --  111.00-125.00 120.00  156
 24  ω    -15.00  12.00   0.50    1.50    --   42.25 -38.00 150.00   54
 25  ω   -111.00 -16.00   0.50    1.50    --  -38.50 -38.00  60.00  190
 26  ω   -110.00 -65.00   0.50    1.50    --  -38.50-150.00 176.00   90
 27  ω      0.00  31.00   0.50    1.50    --  -38.50  57.00-150.00   62
 28  ω    -54.00  -4.00   0.50    1.50    --  -38.50  57.00-150.00  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0280940000
_diffrn_orient_matrix_UB_12      0.0592057000
_diffrn_orient_matrix_UB_13      -0.0992047000
_diffrn_orient_matrix_UB_21      -0.1083589000
_diffrn_orient_matrix_UB_22      -0.0770221000
_diffrn_orient_matrix_UB_23      -0.0337962000
_diffrn_orient_matrix_UB_31      -0.1668459000
_diffrn_orient_matrix_UB_32      0.0876207000
_diffrn_orient_matrix_UB_33      0.0097314000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5206
_reflns_number_total             5671
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.603
_refine_diff_density_min         -0.748
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     405
_refine_ls_number_reflns         5671
_refine_ls_number_restraints     144
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0580
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1055P)²+0.7389P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1614
_refine_ls_wR_factor_ref         0.1656
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
S1A \\sim S1B \\sim O1A \\sim O1B \\sim O2A \\sim O2B \\sim O3A \\sim O3B:
within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
C18 \\sim C19: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
3. Rigid body (RIGU) restrains
 S1A, S1B, O1A, O1B, O2A, O2B, O3A, O3B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(S1A)=Sof(O1A)=Sof(O2A)=Sof(O3A)=1-FVAR(1)
 Sof(S1B)=Sof(O1B)=Sof(O2B)=Sof(O3B)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C2(H2), C9(H9)
5.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B)
5.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16)
5.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C10(H10A,
 H10B,H10C), C11(H11A,H11B,H11C), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1A S 0.1538(19) 0.7806(14) 0.8809(10) 0.031(2) Uani 0.173(14) 1 d . U P A 2
S1B S 0.1443(5) 0.8095(3) 0.8669(2) 0.0355(5) Uani 0.827(14) 1 d . U P A 1
F1 F 0.1727(3) 0.90118(16) 1.00996(13) 0.0633(6) Uani 1 1 d . . . . .
F2 F 0.2017(3) 0.71999(15) 1.04277(13) 0.0541(5) Uani 1 1 d . . . . .
F3 F 0.4092(3) 0.7968(2) 0.97089(13) 0.0575(5) Uani 1 1 d . . . . .
O1A O -0.0197(19) 0.763(3) 0.9099(12) 0.057(5) Uani 0.173(14) 1 d . U P A 2
O1B O -0.0388(4) 0.8323(5) 0.8862(3) 0.0621(12) Uani 0.827(14) 1 d . U P A 1
O2A O 0.271(3) 0.6852(19) 0.8626(17) 0.035(4) Uani 0.173(14) 1 d . U P A 2
O2B O 0.2135(8) 0.6977(4) 0.8474(4) 0.0422(10) Uani 0.827(14) 1 d . U P A 1
O3A O 0.160(3) 0.886(2) 0.8151(16) 0.040(4) Uani 0.173(14) 1 d . U P A 2
O3B O 0.2189(7) 0.8989(3) 0.8090(3) 0.0381(9) Uani 0.827(14) 1 d . U P A 1
C20 C 0.2361(4) 0.8059(2) 0.97878(19) 0.0397(6) Uani 1 1 d . . . . .
S2 S 0.74514(8) 0.71111(5) 0.46190(4) 0.03327(17) Uani 1 1 d . . . . .
F4 F 0.8478(2) 0.89042(15) 0.50110(13) 0.0475(4) Uani 1 1 d . . . . .
F5 F 0.5720(3) 0.88905(15) 0.52426(14) 0.0536(5) Uani 1 1 d . . . . .
F6 F 0.6781(2) 0.92772(14) 0.38719(13) 0.0504(4) Uani 1 1 d . . . . .
O4 O 0.5871(3) 0.69801(19) 0.42430(18) 0.0519(5) Uani 1 1 d . . . . .
O5 O 0.7678(3) 0.65681(16) 0.55569(13) 0.0392(4) Uani 1 1 d . . . . .
O6 O 0.8996(3) 0.69687(17) 0.40390(13) 0.0407(4) Uani 1 1 d . . . . .
C21 C 0.7093(4) 0.8629(2) 0.4688(2) 0.0393(6) Uani 1 1 d . . . . .
P1 P 0.62450(7) 0.44189(5) 0.67917(4) 0.02894(17) Uani 1 1 d . . . . .
N1 N 0.6155(3) 0.21740(17) 0.75220(14) 0.0292(4) Uani 1 1 d . . . . .
N2 N 0.4022(3) 0.32533(16) 0.81441(13) 0.0281(4) Uani 1 1 d . . . . .
N3 N 0.4653(3) 0.64557(17) 0.68253(13) 0.0288(4) Uani 1 1 d . . . . .
N4 N 0.6871(3) 0.51485(18) 0.75611(14) 0.0321(4) Uani 1 1 d . . . . .
C1 C 0.5401(3) 0.3265(2) 0.75392(16) 0.0283(4) Uani 1 1 d . . . . .
C2 C 0.7820(3) 0.1829(2) 0.70015(17) 0.0316(5) Uani 1 1 d . . . . .
H2 H 0.8043 0.2505 0.6572 0.038 Uiso 1 1 calc R . . . .
C3 C 0.9312(3) 0.1496(2) 0.76523(18) 0.0362(5) Uani 1 1 d . . . . .
H3A H 0.9344 0.2108 0.7972 0.054 Uiso 1 1 calc GR . . . .
H3B H 1.0393 0.1339 0.7313 0.054 Uiso 1 1 calc GR . . . .
H3C H 0.9145 0.0831 0.8084 0.054 Uiso 1 1 calc GR . . . .
C4 C 0.7690(4) 0.0934(3) 0.6436(2) 0.0412(6) Uani 1 1 d . . . . .
H4A H 0.7685 0.0216 0.6833 0.062 Uiso 1 1 calc GR . . . .
H4B H 0.8672 0.0870 0.6013 0.062 Uiso 1 1 calc GR . . . .
H4C H 0.6632 0.1148 0.6106 0.062 Uiso 1 1 calc GR . . . .
C5 C 0.5238(3) 0.1466(2) 0.81114(17) 0.0303(5) Uani 1 1 d . . . . .
C6 C 0.5665(4) 0.0200(2) 0.83099(19) 0.0372(6) Uani 1 1 d . . . . .
H6A H 0.5279 -0.0102 0.7823 0.056 Uiso 1 1 calc GR . . . .
H6B H 0.5087 -0.0077 0.8873 0.056 Uiso 1 1 calc GR . . . .
H6C H 0.6902 -0.0036 0.8361 0.056 Uiso 1 1 calc GR . . . .
C7 C 0.3888(3) 0.21380(19) 0.84926(16) 0.0291(5) Uani 1 1 d . . . . .
C8 C 0.2538(3) 0.1747(2) 0.91731(18) 0.0340(5) Uani 1 1 d . . . . .
H8A H 0.2944 0.1670 0.9779 0.051 Uiso 1 1 calc GR . . . .
H8B H 0.2325 0.1027 0.9075 0.051 Uiso 1 1 calc GR . . . .
H8C H 0.1477 0.2294 0.9103 0.051 Uiso 1 1 calc GR . . . .
C9 C 0.2901(3) 0.4295(2) 0.84008(17) 0.0304(5) Uani 1 1 d . . . . .
H9 H 0.3432 0.4942 0.8095 0.037 Uiso 1 1 calc R . . . .
C10 C 0.2931(4) 0.4289(2) 0.94223(18) 0.0392(6) Uani 1 1 d . . . . .
H10A H 0.2340 0.3703 0.9750 0.059 Uiso 1 1 calc GR . . . .
H10B H 0.2355 0.5012 0.9554 0.059 Uiso 1 1 calc GR . . . .
H10C H 0.4118 0.4147 0.9607 0.059 Uiso 1 1 calc GR . . . .
C11 C 0.1084(3) 0.4477(2) 0.80342(19) 0.0368(5) Uani 1 1 d . . . . .
H11A H 0.1169 0.4390 0.7405 0.055 Uiso 1 1 calc GR . . . .
H11B H 0.0486 0.5228 0.8085 0.055 Uiso 1 1 calc GR . . . .
H11C H 0.0447 0.3928 0.8382 0.055 Uiso 1 1 calc GR . . . .
C12 C 0.4401(3) 0.55586(19) 0.64619(16) 0.0292(5) Uani 1 1 d . . . . .
C13 C 0.3093(3) 0.5692(2) 0.58522(17) 0.0338(5) Uani 1 1 d . . . . .
H13 H 0.2933 0.5090 0.5582 0.041 Uiso 1 1 calc R . . . .
C14 C 0.2014(3) 0.6751(2) 0.56497(18) 0.0373(6) Uani 1 1 d . . . . .
H14 H 0.1112 0.6856 0.5249 0.045 Uiso 1 1 calc R . . . .
C15 C 0.2291(3) 0.7646(2) 0.60468(18) 0.0368(5) Uani 1 1 d . . . . .
H15 H 0.1567 0.8350 0.5917 0.044 Uiso 1 1 calc R . . . .
C16 C 0.3632(3) 0.7491(2) 0.66307(17) 0.0321(5) Uani 1 1 d . . . . .
H16 H 0.3839 0.8091 0.6890 0.039 Uiso 1 1 calc R . . . .
C17 C 0.6101(3) 0.6168(2) 0.74537(16) 0.0322(5) Uani 1 1 d . . . . .
C18 C 0.6575(4) 0.7075(2) 0.78862(19) 0.0382(6) Uani 1 1 d . U . . .
H18A H 0.5522 0.7576 0.8038 0.046 Uiso 1 1 calc R . . . .
H18B H 0.7164 0.6731 0.8449 0.046 Uiso 1 1 calc R . . . .
C19 C 0.7719(6) 0.7740(4) 0.7277(3) 0.0657(10) Uani 1 1 d . U . . .
H19A H 0.8692 0.7236 0.7064 0.099 Uiso 1 1 calc GR . . . .
H19B H 0.8135 0.8242 0.7605 0.099 Uiso 1 1 calc GR . . . .
H19C H 0.7077 0.8178 0.6764 0.099 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1A O1A 1.44(2) . ?
S1A O2A 1.40(2) . ?
S1A O3A 1.47(2) . ?
S1A C20 1.733(13) . ?
S1B O1B 1.424(4) . ?
S1B O2B 1.443(5) . ?
S1B O3B 1.444(4) . ?
S1B C20 1.849(5) . ?
F1 C20 1.327(3) . ?
F2 C20 1.332(3) . ?
F3 C20 1.334(4) . ?
S2 O4 1.436(2) . ?
S2 O5 1.4390(19) . ?
S2 O6 1.437(2) . ?
S2 C21 1.837(3) . ?
F4 C21 1.333(4) . ?
F5 C21 1.335(3) . ?
F6 C21 1.333(3) . ?
P1 N4 1.719(2) . ?
P1 C1 1.819(2) . ?
P1 C12 1.829(2) . ?
N1 C1 1.354(3) . ?
N1 C2 1.500(3) . ?
N1 C5 1.374(3) . ?
N2 C1 1.356(3) . ?
N2 C7 1.381(3) . ?
N2 C9 1.498(3) . ?
N3 C12 1.355(3) . ?
N3 C16 1.354(3) . ?
N3 C17 1.468(3) . ?
N4 C17 1.262(3) . ?
C2 H2 0.9800 . ?
C2 C3 1.515(4) . ?
C2 C4 1.516(4) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C6 1.492(3) . ?
C5 C7 1.370(3) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.492(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9 0.9800 . ?
C9 C10 1.522(4) . ?
C9 C11 1.519(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.381(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.397(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.388(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.371(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.489(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.471(5) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1A S1A O3A 113.9(13) . . ?
O1A S1A C20 103.0(10) . . ?
O2A S1A O1A 115.9(15) . . ?
O2A S1A O3A 115.8(15) . . ?
O2A S1A C20 102.0(12) . . ?
O3A S1A C20 103.5(12) . . ?
O1B S1B O2B 115.8(3) . . ?
O1B S1B O3B 116.8(3) . . ?
O1B S1B C20 102.6(3) . . ?
O2B S1B O3B 113.7(3) . . ?
O2B S1B C20 102.8(2) . . ?
O3B S1B C20 102.2(3) . . ?
F1 C20 S1A 119.6(5) . . ?
F1 C20 S1B 110.2(2) . . ?
F1 C20 F2 107.3(2) . . ?
F1 C20 F3 107.7(3) . . ?
F2 C20 S1A 103.7(6) . . ?
F2 C20 S1B 113.8(2) . . ?
F2 C20 F3 107.1(2) . . ?
F3 C20 S1A 110.8(6) . . ?
F3 C20 S1B 110.6(2) . . ?
O4 S2 O5 114.24(14) . . ?
O4 S2 O6 115.89(15) . . ?
O4 S2 C21 103.41(13) . . ?
O5 S2 C21 102.95(13) . . ?
O6 S2 O5 114.79(12) . . ?
O6 S2 C21 103.13(12) . . ?
F4 C21 S2 111.23(18) . . ?
F4 C21 F5 108.0(3) . . ?
F5 C21 S2 110.44(18) . . ?
F6 C21 S2 111.5(2) . . ?
F6 C21 F4 107.8(2) . . ?
F6 C21 F5 107.6(2) . . ?
N4 P1 C1 102.10(11) . . ?
N4 P1 C12 91.13(11) . . ?
C1 P1 C12 107.80(10) . . ?
C1 N1 C2 124.04(19) . . ?
C1 N1 C5 109.1(2) . . ?
C5 N1 C2 126.6(2) . . ?
C1 N2 C7 108.64(19) . . ?
C1 N2 C9 124.36(19) . . ?
C7 N2 C9 126.97(19) . . ?
C12 N3 C17 112.8(2) . . ?
C16 N3 C12 122.3(2) . . ?
C16 N3 C17 124.8(2) . . ?
C17 N4 P1 112.26(18) . . ?
N1 C1 P1 120.16(17) . . ?
N1 C1 N2 107.68(19) . . ?
N2 C1 P1 132.11(18) . . ?
N1 C2 H2 106.9 . . ?
N1 C2 C3 109.3(2) . . ?
N1 C2 C4 112.7(2) . . ?
C3 C2 H2 106.9 . . ?
C3 C2 C4 113.8(2) . . ?
C4 C2 H2 106.9 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C6 126.1(2) . . ?
C7 C5 N1 107.3(2) . . ?
C7 C5 C6 126.6(2) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 C8 126.0(2) . . ?
C5 C7 N2 107.3(2) . . ?
C5 C7 C8 126.7(2) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 H9 106.5 . . ?
N2 C9 C10 111.18(19) . . ?
N2 C9 C11 111.3(2) . . ?
C10 C9 H9 106.5 . . ?
C11 C9 H9 106.5 . . ?
C11 C9 C10 114.2(2) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C12 P1 106.54(17) . . ?
N3 C12 C13 119.9(2) . . ?
C13 C12 P1 132.7(2) . . ?
C12 C13 H13 120.7 . . ?
C12 C13 C14 118.6(3) . . ?
C14 C13 H13 120.7 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 119.9(3) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.9(2) . . ?
C16 C15 H15 120.1 . . ?
N3 C16 C15 119.3(2) . . ?
N3 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
N3 C17 C18 119.2(2) . . ?
N4 C17 N3 115.3(2) . . ?
N4 C17 C18 125.5(2) . . ?
C17 C18 H18A 109.3 . . ?
C17 C18 H18B 109.3 . . ?
H18A C18 H18B 108.0 . . ?
C19 C18 C17 111.6(3) . . ?
C19 C18 H18A 109.3 . . ?
C19 C18 H18B 109.3 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1A S1A C20 F1 -69.2(11) . . . . ?
O1A S1A C20 F2 50.2(10) . . . . ?
O1A S1A C20 F3 164.7(10) . . . . ?
O1B S1B C20 F1 -54.6(3) . . . . ?
O1B S1B C20 F2 65.9(3) . . . . ?
O1B S1B C20 F3 -173.6(3) . . . . ?
O2A S1A C20 F1 170.4(12) . . . . ?
O2A S1A C20 F2 -70.3(14) . . . . ?
O2A S1A C20 F3 44.2(15) . . . . ?
O2B S1B C20 F1 -175.2(3) . . . . ?
O2B S1B C20 F2 -54.7(4) . . . . ?
O2B S1B C20 F3 65.8(4) . . . . ?
O3A S1A C20 F1 49.8(13) . . . . ?
O3A S1A C20 F2 169.1(11) . . . . ?
O3A S1A C20 F3 -76.4(13) . . . . ?
O3B S1B C20 F1 66.8(4) . . . . ?
O3B S1B C20 F2 -172.8(3) . . . . ?
O3B S1B C20 F3 -52.2(4) . . . . ?
O4 S2 C21 F4 -178.63(19) . . . . ?
O4 S2 C21 F5 61.4(2) . . . . ?
O4 S2 C21 F6 -58.2(2) . . . . ?
O5 S2 C21 F4 62.2(2) . . . . ?
O5 S2 C21 F5 -57.8(2) . . . . ?
O5 S2 C21 F6 -177.43(18) . . . . ?
O6 S2 C21 F4 -57.5(2) . . . . ?
O6 S2 C21 F5 -177.5(2) . . . . ?
O6 S2 C21 F6 62.9(2) . . . . ?
P1 N4 C17 N3 10.1(3) . . . . ?
P1 N4 C17 C18 -168.1(2) . . . . ?
P1 C12 C13 C14 -170.2(2) . . . . ?
N1 C5 C7 N2 -1.3(3) . . . . ?
N1 C5 C7 C8 179.9(2) . . . . ?
N3 C12 C13 C14 -2.3(3) . . . . ?
N3 C17 C18 C19 -83.0(3) . . . . ?
N4 P1 C1 N1 -118.5(2) . . . . ?
N4 P1 C1 N2 64.2(3) . . . . ?
N4 P1 C12 N3 11.98(16) . . . . ?
N4 P1 C12 C13 -178.9(2) . . . . ?
N4 C17 C18 C19 95.2(3) . . . . ?
C1 P1 N4 C17 -121.29(18) . . . . ?
C1 P1 C12 N3 115.08(16) . . . . ?
C1 P1 C12 C13 -75.8(3) . . . . ?
C1 N1 C2 C3 100.4(3) . . . . ?
C1 N1 C2 C4 -132.0(3) . . . . ?
C1 N1 C5 C6 -178.5(2) . . . . ?
C1 N1 C5 C7 0.4(3) . . . . ?
C1 N2 C7 C5 1.7(3) . . . . ?
C1 N2 C7 C8 -179.4(2) . . . . ?
C1 N2 C9 C10 -120.7(3) . . . . ?
C1 N2 C9 C11 110.7(3) . . . . ?
C2 N1 C1 P1 8.0(3) . . . . ?
C2 N1 C1 N2 -174.1(2) . . . . ?
C2 N1 C5 C6 -3.9(4) . . . . ?
C2 N1 C5 C7 175.0(2) . . . . ?
C5 N1 C1 P1 -177.19(17) . . . . ?
C5 N1 C1 N2 0.7(3) . . . . ?
C5 N1 C2 C3 -73.4(3) . . . . ?
C5 N1 C2 C4 54.1(3) . . . . ?
C6 C5 C7 N2 177.6(2) . . . . ?
C6 C5 C7 C8 -1.3(4) . . . . ?
C7 N2 C1 P1 176.0(2) . . . . ?
C7 N2 C1 N1 -1.5(3) . . . . ?
C7 N2 C9 C10 56.8(3) . . . . ?
C7 N2 C9 C11 -71.8(3) . . . . ?
C9 N2 C1 P1 -6.1(4) . . . . ?
C9 N2 C1 N1 176.4(2) . . . . ?
C9 N2 C7 C5 -176.1(2) . . . . ?
C9 N2 C7 C8 2.7(4) . . . . ?
C12 P1 N4 C17 -12.81(18) . . . . ?
C12 P1 C1 N1 146.3(2) . . . . ?
C12 P1 C1 N2 -30.9(3) . . . . ?
C12 N3 C16 C15 0.1(3) . . . . ?
C12 N3 C17 N4 -0.3(3) . . . . ?
C12 N3 C17 C18 178.1(2) . . . . ?
C12 C13 C14 C15 1.2(4) . . . . ?
C13 C14 C15 C16 0.6(4) . . . . ?
C14 C15 C16 N3 -1.2(4) . . . . ?
C16 N3 C12 P1 172.46(18) . . . . ?
C16 N3 C12 C13 1.7(3) . . . . ?
C16 N3 C17 N4 178.4(2) . . . . ?
C16 N3 C17 C18 -3.2(3) . . . . ?
C17 N3 C12 P1 -8.8(2) . . . . ?
C17 N3 C12 C13 -179.6(2) . . . . ?
C17 N3 C16 C15 -178.5(2) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.578
_oxdiff_exptl_absorpt_empirical_full_min 0.652
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jjw0539
_database_code_depnum_ccdc_archive 'CCDC 2406464'
loop_
_audit_author_name
_audit_author_address
'Jan J. Weigand'
;TU Dresden
Germany
;
_audit_update_record             
;
2024-11-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2023-03-06
_audit_creation_method           
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H27 F3 N4 O3 P S, C F3 O3 S, C H2 Cl2'
_chemical_formula_sum            'C19 H29 Cl2 F6 N4 O6 P S2'
_chemical_formula_weight         689.45
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C76 H120 Cl8 F24 N16 O24 P4 S8 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.6759(2)
_cell_length_b                   14.42555(18)
_cell_length_c                   16.7660(2)
_cell_angle_alpha                90
_cell_angle_beta                 106.2654(15)
_cell_angle_gamma                90
_cell_volume                     2943.08(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11824
_cell_measurement_temperature    100.0(3)
_cell_measurement_theta_max      76.1760
_cell_measurement_theta_min      3.9040
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.557
_exptl_absorpt_correction_T_max  0.617
_exptl_absorpt_correction_T_min  0.383
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1416
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
7 4 -3 0.0669
1 4 9 0.1373
-1 -6 -7 0.1076
-7 2 7 0.1098
-7 5 0 0.0917
7 -5 0 0.0668
-7 -1 -3 0.0999
1 -8 5 0.1476
0 9 4 0.1305
-2 6 -7 0.1614
-2 0 -10 0.1590
5 -5 -7 0.0789
5 -3 -10 0.1177
-8 -1 2 0.1086
-2 -8 -4 0.1331
8 -2 -4 0.0666
7 2 2 0.0941

_exptl_crystal_size_max          0.354
_exptl_crystal_size_mid          0.253
_exptl_crystal_size_min          0.159
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
7.0014 3.9848 -2.9694 -0.4116 0.8304 -0.2191
0.9902 3.9884 9.0118 -0.9727 -0.1269 0.2001
-0.9946 -5.9879 -7.0130 0.9541 0.0735 0.0810
-7.0018 2.0070 6.9771 -0.2682 -0.9323 -0.0693
-6.9898 5.0088 -0.0230 0.0539 -0.7473 -0.7128
6.9898 -5.0088 0.0230 -0.0539 0.7473 0.7128
-6.9907 -0.9836 -3.0302 0.6601 -0.6716 -0.3689
0.9857 -7.9978 4.9983 0.0927 -0.0279 0.9988
0.0021 8.9890 4.0106 -0.8726 -0.1005 -0.5436
-1.9837 6.0029 -7.0051 0.2365 -0.0277 -0.9807
-1.9847 0.0104 -10.0123 0.8428 0.0480 -0.6368
5.0010 -5.0004 -6.9880 0.5682 0.7167 0.2424
5.0068 -3.0002 -9.9873 0.6604 0.7963 -0.0942
-7.9967 -0.9850 1.9679 0.3459 -0.9098 -0.1326
-1.9995 -7.9861 -4.0176 0.9155 -0.1132 0.3764
7.9969 -2.0109 -3.9718 -0.0060 0.9608 0.2768
6.9929 1.9834 2.0308 -0.6508 0.6983 0.2283

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            21315
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.385
_diffrn_reflns_theta_min         3.892
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -64.00  32.00   0.50    1.00    --  -38.50  57.00  90.00  192
  2  ω    -70.00  35.00   0.50    1.00    --  -38.50  77.00 -60.00  210
  3  ω    -69.00  35.00   0.50    1.00    --  -38.50  77.00-180.00  208
  4  ω     76.00 107.00   0.50    4.00    --  111.00  15.00 120.00   62
  5  ω    127.00 177.00   0.50    4.00    --  111.00  15.00 120.00  100
  6  ω    105.00 135.00   0.50    4.00    --  111.00 -61.00   0.00   60
  7  ω     81.00 121.00   0.50    4.00    --  111.00-125.00 -30.00   80
  8  ω     60.00 131.00   0.50    4.00    --  111.00 -30.00  90.00  142
  9  ω     52.00 121.00   0.50    4.00    --  111.00-125.00 120.00  138
 10  ω     44.00  87.00   0.50    4.00    --  111.00 -61.00   0.00   86
 11  ω     44.00 135.00   0.50    4.00    --  111.00 -30.00 -90.00  182
 12  ω     78.00 173.00   0.50    4.00    --  111.00  15.00-150.00  190
 13  ω     94.00 178.00   0.50    4.00    --  111.00  61.00-120.00  168
 14  ω     43.00 139.00   0.50    4.00    --  111.00 -61.00-180.00  192
 15  ω     39.00  69.00   0.50    4.00    --  111.00-125.00 -30.00   60
 16  ω     30.00 109.00   0.50    4.00    --  111.00 -94.00 -30.00  158
 17  ω     30.00 109.00   0.50    4.00    --  111.00 -94.00 150.00  158
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0534740000
_diffrn_orient_matrix_UB_12      -0.0642035000
_diffrn_orient_matrix_UB_13      -0.0736424000
_diffrn_orient_matrix_UB_21      0.1073054000
_diffrn_orient_matrix_UB_22      0.0004239000
_diffrn_orient_matrix_UB_23      -0.0260634000
_diffrn_orient_matrix_UB_31      0.0407235000
_diffrn_orient_matrix_UB_32      -0.0852198000
_diffrn_orient_matrix_UB_33      0.0554430000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5841
_reflns_number_total             6082
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.374
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     499
_refine_ls_number_reflns         6082
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0347
_refine_ls_R_factor_gt           0.0335
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0468P)²+1.7425P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0878
_refine_ls_wR_factor_ref         0.0887
_refine_special_details          ?
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
Uanis(C18A) = Uanis(C18B)
2. Others
 Sof(F5B)=Sof(F6B)=Sof(C18B)=1-FVAR(1)
 Sof(F5A)=Sof(F6A)=Sof(C18A)=FVAR(1)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.75971(3) 0.53899(3) 0.95853(2) 0.02323(10) Uani 1 1 d . . . . .
P1 P 0.53639(3) 0.51411(3) 0.85949(2) 0.01887(9) Uani 1 1 d . . . . .
F1 F 0.77339(11) 0.36247(9) 0.93227(13) 0.0662(5) Uani 1 1 d . . . . .
F2 F 0.88701(11) 0.44655(11) 0.89048(9) 0.0555(4) Uani 1 1 d . . . . .
F3 F 0.91437(10) 0.42269(10) 1.02050(9) 0.0514(3) Uani 1 1 d . . . . .
O1 O 0.67382(9) 0.53599(8) 0.87180(7) 0.0214(2) Uani 1 1 d . . . . .
O2 O 0.70949(12) 0.52040(14) 1.02242(8) 0.0460(4) Uani 1 1 d . . . . .
O3 O 0.83079(11) 0.61458(10) 0.96228(10) 0.0404(3) Uani 1 1 d . . . . .
N1 N 0.38677(11) 0.62578(9) 0.75212(8) 0.0202(3) Uani 1 1 d . . . . .
N2 N 0.52437(10) 0.60114(9) 0.70026(8) 0.0184(2) Uani 1 1 d . . . . .
N3 N 0.52557(11) 0.40582(9) 0.81911(8) 0.0208(3) Uani 1 1 d . . . . .
N4 N 0.53725(11) 0.38554(10) 0.74076(8) 0.0229(3) Uani 1 1 d . . . . .
C1 C 0.48364(12) 0.58089(10) 0.76433(9) 0.0186(3) Uani 1 1 d . . . . .
C2 C 0.36562(13) 0.67491(11) 0.67866(10) 0.0214(3) Uani 1 1 d . . . . .
C3 C 0.45240(13) 0.66035(11) 0.64689(10) 0.0211(3) Uani 1 1 d . . . . .
C4 C 0.31466(13) 0.61850(13) 0.80911(10) 0.0257(3) Uani 1 1 d . . . . .
H4 H 0.3625(18) 0.5853(16) 0.8594(14) 0.029(5) Uiso 1 1 d . . . . .
C5 C 0.28508(16) 0.71309(15) 0.83636(12) 0.0330(4) Uani 1 1 d . . . . .
H5A H 0.255(2) 0.7065(18) 0.8828(16) 0.042(6) Uiso 1 1 d . . . . .
H5B H 0.346(2) 0.7521(18) 0.8527(16) 0.042(7) Uiso 1 1 d . . . . .
H5C H 0.227(2) 0.7469(18) 0.7917(17) 0.042(6) Uiso 1 1 d . . . . .
C6 C 0.21688(16) 0.55608(15) 0.77212(12) 0.0329(4) Uani 1 1 d . . . . .
H6A H 0.240(2) 0.4942(19) 0.7628(16) 0.043(7) Uiso 1 1 d . . . . .
H6B H 0.172(2) 0.5819(17) 0.7215(16) 0.038(6) Uiso 1 1 d . . . . .
H6C H 0.172(2) 0.5516(17) 0.8115(16) 0.038(6) Uiso 1 1 d . . . . .
C7 C 0.63066(12) 0.56496(11) 0.69015(10) 0.0207(3) Uani 1 1 d . . . . .
H7 H 0.6509(16) 0.5169(14) 0.7303(12) 0.016(4) Uiso 1 1 d . . . . .
C8 C 0.61368(14) 0.51937(12) 0.60532(10) 0.0242(3) Uani 1 1 d . . . . .
H8A H 0.6773(18) 0.4817(15) 0.6071(13) 0.026(5) Uiso 1 1 d . . . . .
H8B H 0.5484(19) 0.4781(16) 0.5938(14) 0.030(5) Uiso 1 1 d . . . . .
H8C H 0.6065(19) 0.5625(16) 0.5626(15) 0.033(6) Uiso 1 1 d . . . . .
C9 C 0.71812(14) 0.64034(13) 0.71103(11) 0.0264(3) Uani 1 1 d . . . . .
H9A H 0.7216(18) 0.6664(16) 0.7635(15) 0.031(5) Uiso 1 1 d . . . . .
H9B H 0.703(2) 0.6914(17) 0.6698(15) 0.037(6) Uiso 1 1 d . . . . .
H9C H 0.790(2) 0.6130(16) 0.7140(15) 0.034(6) Uiso 1 1 d . . . . .
C10 C 0.26605(15) 0.73233(13) 0.64143(11) 0.0289(4) Uani 1 1 d . . . . .
H10A H 0.200(2) 0.7008(18) 0.6439(16) 0.044(7) Uiso 1 1 d . . . . .
H10B H 0.263(2) 0.7470(18) 0.5845(17) 0.040(6) Uiso 1 1 d . . . . .
H10C H 0.270(2) 0.7937(19) 0.6682(17) 0.045(7) Uiso 1 1 d . . . . .
C11 C 0.46791(15) 0.69956(14) 0.56859(11) 0.0285(4) Uani 1 1 d . . . . .
H11A H 0.541(2) 0.7135(16) 0.5751(15) 0.034(6) Uiso 1 1 d . . . . .
H11B H 0.425(2) 0.752(2) 0.5539(17) 0.048(7) Uiso 1 1 d . . . . .
H11C H 0.440(2) 0.656(2) 0.5235(19) 0.055(8) Uiso 1 1 d . . . . .
C12 C 0.51120(12) 0.32575(11) 0.86048(10) 0.0217(3) Uani 1 1 d . . . . .
C13 C 0.51265(13) 0.25431(12) 0.80763(10) 0.0233(3) Uani 1 1 d . . . . .
H13 H 0.5064(17) 0.1907(16) 0.8191(13) 0.026(5) Uiso 1 1 d . . . . .
C14 C 0.52889(13) 0.29463(12) 0.73457(10) 0.0225(3) Uani 1 1 d . . . . .
C15 C 0.49900(15) 0.32743(13) 0.94654(11) 0.0265(3) Uani 1 1 d . . . . .
H15A H 0.4915(18) 0.2642(16) 0.9648(14) 0.029(5) Uiso 1 1 d . . . . .
H15B H 0.431(2) 0.3603(18) 0.9475(16) 0.044(7) Uiso 1 1 d . . . . .
H15C H 0.562(2) 0.3563(16) 0.9859(15) 0.033(6) Uiso 1 1 d . . . . .
C16 C 0.53365(16) 0.24728(13) 0.65599(11) 0.0295(4) Uani 1 1 d . . . . .
H16A H 0.540(2) 0.180(2) 0.6657(18) 0.055(8) Uiso 1 1 d . . . . .
H16B H 0.462(2) 0.258(2) 0.6116(18) 0.054(8) Uiso 1 1 d . . . . .
H16C H 0.596(2) 0.273(2) 0.6381(18) 0.053(8) Uiso 1 1 d . . . . .
C17 C 0.83819(15) 0.43550(13) 0.94885(13) 0.0343(4) Uani 1 1 d . . . . .
S2 S 0.89249(3) 0.31959(3) 0.60054(2) 0.02440(10) Uani 1 1 d . . . . .
F4 F 0.90870(12) 0.46507(8) 0.69774(8) 0.0473(3) Uani 1 1 d . . . . .
F5A F 1.0463(6) 0.3669(3) 0.7330(6) 0.0653(18) Uani 0.67(2) 1 d . . P A 1
F5B F 1.0033(15) 0.3559(7) 0.7576(6) 0.061(4) Uani 0.33(2) 1 d . . P A 2
F6A F 0.8929(11) 0.3336(3) 0.7556(3) 0.070(3) Uani 0.67(2) 1 d . . P A 1
F6B F 0.8285(15) 0.3504(8) 0.7352(8) 0.058(3) Uani 0.33(2) 1 d . . P A 2
O4 O 0.77904(12) 0.34107(12) 0.56727(11) 0.0503(4) Uani 1 1 d . . . . .
O5 O 0.96245(16) 0.36628(11) 0.55960(13) 0.0558(5) Uani 1 1 d . . . . .
O6 O 0.91831(12) 0.22339(9) 0.61856(8) 0.0341(3) Uani 1 1 d . . . . .
C18A C 0.9360(10) 0.3738(9) 0.7004(8) 0.0382(17) Uani 0.67(2) 1 d . . P A 1
C18B C 0.9094(19) 0.376(2) 0.7059(17) 0.0382(17) Uani 0.33(2) 1 d . . P A 2
Cl1 Cl 0.31921(3) 0.43803(3) 0.61422(3) 0.03016(10) Uani 1 1 d . . . . .
Cl2 Cl 0.16563(4) 0.37190(4) 0.46282(3) 0.04492(14) Uani 1 1 d . . . . .
C19 C 0.18867(17) 0.45579(15) 0.54225(12) 0.0350(4) Uani 1 1 d . . . . .
H19A H 0.132(2) 0.4435(16) 0.5694(15) 0.033(6) Uiso 1 1 d . . . . .
H19B H 0.186(2) 0.5145(19) 0.5179(16) 0.043(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.5540(11) . ?
S1 O2 1.4166(14) . ?
S1 O3 1.4046(15) . ?
S1 C17 1.8262(19) . ?
P1 O1 1.7250(12) . ?
P1 N3 1.6927(14) . ?
P1 C1 1.8229(16) . ?
F1 C17 1.317(2) . ?
F2 C17 1.306(3) . ?
F3 C17 1.327(2) . ?
N1 C1 1.352(2) . ?
N1 C2 1.381(2) . ?
N1 C4 1.4996(19) . ?
N2 C1 1.348(2) . ?
N2 C3 1.380(2) . ?
N2 C7 1.4981(19) . ?
N3 N4 1.3936(18) . ?
N3 C12 1.385(2) . ?
N4 C14 1.317(2) . ?
C2 C3 1.366(2) . ?
C2 C10 1.492(2) . ?
C3 C11 1.492(2) . ?
C4 H4 1.01(2) . ?
C4 C5 1.519(3) . ?
C4 C6 1.517(3) . ?
C5 H5A 0.96(3) . ?
C5 H5B 0.93(3) . ?
C5 H5C 1.01(3) . ?
C6 H6A 0.97(3) . ?
C6 H6B 0.96(3) . ?
C6 H6C 0.99(3) . ?
C7 H7 0.95(2) . ?
C7 C8 1.526(2) . ?
C7 C9 1.522(2) . ?
C8 H8A 0.97(2) . ?
C8 H8B 0.99(2) . ?
C8 H8C 0.93(2) . ?
C9 H9A 0.95(2) . ?
C9 H9B 0.99(3) . ?
C9 H9C 0.98(2) . ?
C10 H10A 0.96(3) . ?
C10 H10B 0.97(3) . ?
C10 H10C 0.99(3) . ?
C11 H11A 0.93(3) . ?
C11 H11B 0.93(3) . ?
C11 H11C 0.97(3) . ?
C12 C13 1.363(2) . ?
C12 C15 1.494(2) . ?
C13 H13 0.95(2) . ?
C13 C14 1.422(2) . ?
C14 C16 1.500(2) . ?
C15 H15A 0.98(2) . ?
C15 H15B 0.99(3) . ?
C15 H15C 0.97(2) . ?
C16 H16A 0.99(3) . ?
C16 H16B 1.01(3) . ?
C16 H16C 0.99(3) . ?
S2 O4 1.4233(15) . ?
S2 O5 1.4325(15) . ?
S2 O6 1.4384(13) . ?
S2 C18A 1.790(12) . ?
S2 C18B 1.90(3) . ?
F4 C18A 1.359(12) . ?
F4 C18B 1.29(3) . ?
F5A C18A 1.355(10) . ?
F5B C18B 1.29(3) . ?
F6A C18A 1.332(12) . ?
F6B C18B 1.31(2) . ?
Cl1 C19 1.772(2) . ?
Cl2 C19 1.762(2) . ?
C19 H19A 0.97(2) . ?
C19 H19B 0.94(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 C17 98.65(8) . . ?
O2 S1 O1 110.91(7) . . ?
O2 S1 C17 106.48(11) . . ?
O3 S1 O1 109.64(8) . . ?
O3 S1 O2 122.12(10) . . ?
O3 S1 C17 106.26(9) . . ?
O1 P1 C1 96.81(6) . . ?
N3 P1 O1 100.52(6) . . ?
N3 P1 C1 99.73(7) . . ?
S1 O1 P1 122.44(7) . . ?
C1 N1 C2 108.80(13) . . ?
C1 N1 C4 124.03(13) . . ?
C2 N1 C4 127.14(13) . . ?
C1 N2 C3 108.65(13) . . ?
C1 N2 C7 124.89(13) . . ?
C3 N2 C7 126.46(13) . . ?
N4 N3 P1 123.54(11) . . ?
C12 N3 P1 125.21(11) . . ?
C12 N3 N4 111.13(13) . . ?
C14 N4 N3 104.82(13) . . ?
N1 C1 P1 118.72(11) . . ?
N2 C1 P1 133.13(12) . . ?
N2 C1 N1 108.05(13) . . ?
N1 C2 C10 126.03(14) . . ?
C3 C2 N1 107.01(13) . . ?
C3 C2 C10 126.96(15) . . ?
N2 C3 C11 125.37(14) . . ?
C2 C3 N2 107.49(13) . . ?
C2 C3 C11 127.14(15) . . ?
N1 C4 H4 103.6(13) . . ?
N1 C4 C5 111.99(15) . . ?
N1 C4 C6 110.80(14) . . ?
C5 C4 H4 108.4(13) . . ?
C6 C4 H4 106.9(13) . . ?
C6 C4 C5 114.45(15) . . ?
C4 C5 H5A 110.0(16) . . ?
C4 C5 H5B 112.1(16) . . ?
C4 C5 H5C 113.5(15) . . ?
H5A C5 H5B 108(2) . . ?
H5A C5 H5C 106(2) . . ?
H5B C5 H5C 107(2) . . ?
C4 C6 H6A 111.4(16) . . ?
C4 C6 H6B 110.3(15) . . ?
C4 C6 H6C 108.8(15) . . ?
H6A C6 H6B 110(2) . . ?
H6A C6 H6C 108(2) . . ?
H6B C6 H6C 108(2) . . ?
N2 C7 H7 104.3(12) . . ?
N2 C7 C8 111.04(13) . . ?
N2 C7 C9 110.20(13) . . ?
C8 C7 H7 106.6(12) . . ?
C9 C7 H7 108.9(12) . . ?
C9 C7 C8 115.19(13) . . ?
C7 C8 H8A 108.3(13) . . ?
C7 C8 H8B 109.4(13) . . ?
C7 C8 H8C 112.7(14) . . ?
H8A C8 H8B 108.2(18) . . ?
H8A C8 H8C 107.4(19) . . ?
H8B C8 H8C 111(2) . . ?
C7 C9 H9A 109.8(14) . . ?
C7 C9 H9B 112.4(14) . . ?
C7 C9 H9C 109.2(14) . . ?
H9A C9 H9B 107.6(19) . . ?
H9A C9 H9C 108(2) . . ?
H9B C9 H9C 109.5(19) . . ?
C2 C10 H10A 111.1(16) . . ?
C2 C10 H10B 109.2(15) . . ?
C2 C10 H10C 112.3(16) . . ?
H10A C10 H10B 111(2) . . ?
H10A C10 H10C 110(2) . . ?
H10B C10 H10C 104(2) . . ?
C3 C11 H11A 110.7(15) . . ?
C3 C11 H11B 109.3(17) . . ?
C3 C11 H11C 109.2(17) . . ?
H11A C11 H11B 111(2) . . ?
H11A C11 H11C 112(2) . . ?
H11B C11 H11C 105(2) . . ?
N3 C12 C15 122.26(14) . . ?
C13 C12 N3 106.11(14) . . ?
C13 C12 C15 131.63(16) . . ?
C12 C13 H13 125.8(13) . . ?
C12 C13 C14 106.40(15) . . ?
C14 C13 H13 127.8(13) . . ?
N4 C14 C13 111.54(14) . . ?
N4 C14 C16 120.02(15) . . ?
C13 C14 C16 128.41(16) . . ?
C12 C15 H15A 109.5(13) . . ?
C12 C15 H15B 110.5(15) . . ?
C12 C15 H15C 112.1(14) . . ?
H15A C15 H15B 106(2) . . ?
H15A C15 H15C 108.7(19) . . ?
H15B C15 H15C 110(2) . . ?
C14 C16 H16A 108.9(17) . . ?
C14 C16 H16B 109.0(16) . . ?
C14 C16 H16C 109.2(17) . . ?
H16A C16 H16B 106(2) . . ?
H16A C16 H16C 113(2) . . ?
H16B C16 H16C 111(2) . . ?
F1 C17 S1 110.47(13) . . ?
F1 C17 F3 109.42(18) . . ?
F2 C17 S1 110.55(14) . . ?
F2 C17 F1 109.75(19) . . ?
F2 C17 F3 108.55(16) . . ?
F3 C17 S1 108.06(14) . . ?
O4 S2 O5 113.77(12) . . ?
O4 S2 O6 115.96(10) . . ?
O4 S2 C18A 106.5(4) . . ?
O4 S2 C18B 96.3(7) . . ?
O5 S2 O6 114.79(9) . . ?
O5 S2 C18A 100.0(4) . . ?
O5 S2 C18B 108.6(8) . . ?
O6 S2 C18A 103.5(4) . . ?
O6 S2 C18B 104.9(9) . . ?
F4 C18A S2 112.6(8) . . ?
F5A C18A S2 111.0(5) . . ?
F5A C18A F4 108.0(9) . . ?
F6A C18A S2 112.4(8) . . ?
F6A C18A F4 107.2(6) . . ?
F6A C18A F5A 105.4(9) . . ?
F4 C18B S2 109.4(17) . . ?
F4 C18B F5B 106(2) . . ?
F4 C18B F6B 109.7(15) . . ?
F5B C18B S2 111.7(13) . . ?
F5B C18B F6B 111(2) . . ?
F6B C18B S2 109.3(17) . . ?
Cl1 C19 H19A 109.3(14) . . ?
Cl1 C19 H19B 109.7(17) . . ?
Cl2 C19 Cl1 109.92(12) . . ?
Cl2 C19 H19A 103.9(14) . . ?
Cl2 C19 H19B 108.2(16) . . ?
H19A C19 H19B 116(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 N3 N4 C14 176.86(11) . . . . ?
P1 N3 C12 C13 -176.76(11) . . . . ?
P1 N3 C12 C15 2.5(2) . . . . ?
O1 S1 C17 F1 -56.99(17) . . . . ?
O1 S1 C17 F2 64.69(14) . . . . ?
O1 S1 C17 F3 -176.66(13) . . . . ?
O1 P1 N3 N4 -67.00(13) . . . . ?
O1 P1 N3 C12 108.69(13) . . . . ?
O1 P1 C1 N1 -145.47(12) . . . . ?
O1 P1 C1 N2 30.43(16) . . . . ?
O2 S1 O1 P1 0.84(13) . . . . ?
O2 S1 C17 F1 57.93(18) . . . . ?
O2 S1 C17 F2 179.61(13) . . . . ?
O2 S1 C17 F3 -61.73(16) . . . . ?
O3 S1 O1 P1 -136.94(9) . . . . ?
O3 S1 C17 F1 -170.47(16) . . . . ?
O3 S1 C17 F2 -48.79(16) . . . . ?
O3 S1 C17 F3 69.86(16) . . . . ?
N1 C2 C3 N2 1.19(18) . . . . ?
N1 C2 C3 C11 -179.42(16) . . . . ?
N3 P1 O1 S1 -108.19(9) . . . . ?
N3 P1 C1 N1 112.58(13) . . . . ?
N3 P1 C1 N2 -71.52(16) . . . . ?
N3 N4 C14 C13 -0.41(18) . . . . ?
N3 N4 C14 C16 177.88(14) . . . . ?
N3 C12 C13 C14 0.34(18) . . . . ?
N4 N3 C12 C13 -0.62(18) . . . . ?
N4 N3 C12 C15 178.69(14) . . . . ?
C1 P1 O1 S1 150.55(9) . . . . ?
C1 P1 N3 N4 31.87(13) . . . . ?
C1 P1 N3 C12 -152.45(13) . . . . ?
C1 N1 C2 C3 -0.96(18) . . . . ?
C1 N1 C2 C10 178.68(16) . . . . ?
C1 N1 C4 C5 127.27(16) . . . . ?
C1 N1 C4 C6 -103.61(18) . . . . ?
C1 N2 C3 C2 -1.00(18) . . . . ?
C1 N2 C3 C11 179.59(16) . . . . ?
C1 N2 C7 C8 126.78(16) . . . . ?
C1 N2 C7 C9 -104.37(17) . . . . ?
C2 N1 C1 P1 177.20(11) . . . . ?
C2 N1 C1 N2 0.34(17) . . . . ?
C2 N1 C4 C5 -55.2(2) . . . . ?
C2 N1 C4 C6 73.9(2) . . . . ?
C3 N2 C1 P1 -175.82(13) . . . . ?
C3 N2 C1 N1 0.41(17) . . . . ?
C3 N2 C7 C8 -53.6(2) . . . . ?
C3 N2 C7 C9 75.30(19) . . . . ?
C4 N1 C1 P1 -4.9(2) . . . . ?
C4 N1 C1 N2 178.25(14) . . . . ?
C4 N1 C2 C3 -178.78(15) . . . . ?
C4 N1 C2 C10 0.9(3) . . . . ?
C7 N2 C1 P1 3.9(2) . . . . ?
C7 N2 C1 N1 -179.88(13) . . . . ?
C7 N2 C3 C2 179.29(14) . . . . ?
C7 N2 C3 C11 -0.1(3) . . . . ?
C10 C2 C3 N2 -178.45(16) . . . . ?
C10 C2 C3 C11 0.9(3) . . . . ?
C12 N3 N4 C14 0.64(17) . . . . ?
C12 C13 C14 N4 0.05(19) . . . . ?
C12 C13 C14 C16 -178.06(16) . . . . ?
C15 C12 C13 C14 -178.87(17) . . . . ?
C17 S1 O1 P1 112.26(10) . . . . ?
O4 S2 C18A F4 -51.4(8) . . . . ?
O4 S2 C18A F5A -172.6(7) . . . . ?
O4 S2 C18A F6A 69.7(7) . . . . ?
O5 S2 C18A F4 67.2(8) . . . . ?
O5 S2 C18A F5A -53.9(8) . . . . ?
O5 S2 C18A F6A -171.6(6) . . . . ?
O6 S2 C18A F4 -174.1(6) . . . . ?
O6 S2 C18A F5A 64.7(8) . . . . ?
O6 S2 C18A F6A -53.0(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.495
_oxdiff_exptl_absorpt_empirical_full_min 0.667
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jjw1500
_database_code_depnum_ccdc_archive 'CCDC 2406459'
loop_
_audit_author_name
_audit_author_address
'Jan J. Weigand'
;TU Dresden
Germany
;
_audit_update_record             
;
2024-11-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT430_jjw1500             
;
PROBLEM: Short Inter D...A Contact  O2       ..N4       .       2.76 Ang.  
RESPONSE: This is caused by a close contact between anion and cation.
;
# end Validation Reply Form
_audit_creation_date             2022-03-28
_audit_creation_method           
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C F3 O3 S), C23 H29 N4 O P'
_chemical_formula_sum            'C25 H29 F6 N4 O7 P S2'
_chemical_formula_weight         706.61
_chemical_melting_point          ?
_chemical_oxdiff_formula         C25H29F6N4O7PS2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   14.45510(10)
_cell_length_b                   15.32030(10)
_cell_length_c                   27.6597(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6125.42(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    27723
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.6760
_cell_measurement_theta_min      3.1850
_shelx_estimated_absorpt_T_max   0.919
_shelx_estimated_absorpt_T_min   0.804
_exptl_absorpt_coefficient_mu    2.859
_exptl_absorpt_correction_T_max  0.938
_exptl_absorpt_correction_T_min  0.821
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2912
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 -5 0.0131
-1 0 5 0.0131
0 1 0 0.0393
0 -1 0 0.0393
0 1 -5 0.0181
0 -1 5 0.0181
4 0 5 0.0359
-4 0 -5 0.0171

_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0025 0.0003 -4.9969 0.0220 -0.0946 -0.2819
-1.0025 -0.0003 4.9969 -0.0220 0.0946 0.2819
-0.0008 1.0000 -0.0006 0.0178 0.0943 -0.0302
0.0008 -1.0000 0.0006 -0.0178 -0.0943 0.0302
0.0007 1.0001 -4.9973 -0.0608 0.0264 -0.2884
-0.0007 -1.0001 4.9973 0.0608 -0.0264 0.2884
4.0024 0.0003 4.9958 0.4806 -0.0388 0.1639
-4.0024 -0.0003 -4.9958 -0.4806 0.0388 -0.1639

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0492
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            73709
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.894
_diffrn_reflns_theta_min         3.196
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5700
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -36.00  37.00   0.50    6.00    --  -38.50  29.00 -58.00  146
  2  ω   -114.00 -13.00   0.50    6.00    --  -38.50 -29.00 140.00  202
  3  ω     67.00 115.00   0.50    6.00    --   42.75  29.00 -58.00   96
  4  ω     36.00  71.00   0.50   24.00    --  111.00 -29.00 140.00   70
  5  ω     91.00 135.00   0.50   24.00    --  111.00 -29.00 140.00   88
  6  ω    118.00 176.00   0.50   24.00    --  111.00  29.00 -58.00  116
  7  ω    -86.00  -7.00   0.50    6.00    --  -38.50 125.00 -30.00  158
  8  ω    -86.00 -12.00   0.50    6.00    --  -38.50 125.00-120.00  148
  9  ω    -86.00 -12.00   0.50    6.00    --  -38.50 125.00  60.00  148
 10  ω     41.00  68.00   0.50    6.00    --   42.75-125.00-150.00   54
 11  ω    -23.00   2.00   0.50    6.00    --   42.75 -29.00 140.00   50
 12  ω     18.00  43.00   0.50    6.00    --   42.75 -99.00  60.00   50
 13  ω     80.00 107.00   0.50   24.00    --  111.00 -94.00 150.00   54
 14  ω    129.00 167.00   0.50   24.00    --  111.00 125.00-150.00   76
 15  ω     43.00  76.00   0.50   24.00    --  111.00 -30.00 -60.00   66
 16  ω     80.00 107.00   0.50   24.00    --  111.00 -94.00 -60.00   54
 17  ω     31.00 107.00   0.50   24.00    --  111.00 -94.00-180.00  152
 18  ω     61.00 112.00   0.50   24.00    --  111.00-125.00 120.00  102
 19  ω    118.00 147.00   0.50   24.00    --  111.00  77.00  90.00   58
 20  ω     42.00  98.00   0.50   24.00    --  111.00 -61.00-120.00  112
 21  ω     31.00  56.00   0.50   24.00    --  111.00 -94.00 -60.00   50
 22  ω    141.00 168.00   0.50   24.00    --  111.00  77.00 -60.00   54
 23  ω    125.00 177.00   0.50   24.00    --  111.00  45.00-150.00  104
 24  ω     48.00  76.00   0.50   24.00    --  111.00 -94.00-150.00   56
 25  ω     33.00 105.00   0.50   24.00    --  111.00 -94.00 -30.00  144
 26  ω     89.00 170.00   0.50   24.00    --  111.00  45.00-120.00  162
 27  ω     39.00  79.00   0.50   24.00    --  111.00-115.00 171.92   80
 28  ω     83.00 110.00   0.50   24.00    --  111.00-115.00 171.92   54
 29  ω     46.00 107.00   0.50   24.00    --  111.00 -94.00-120.00  122
 30  ω    124.00 151.00   0.50   24.00    --  111.00  77.00-180.00   54
 31  ω    103.00 139.00   0.50   24.00    --  111.00  77.00 -90.00   72
 32  ω     48.00 107.00   0.50   24.00    --  111.00 -94.00   0.00  118
 33  ω     85.00 112.00   0.50   24.00    --  111.00-125.00 150.00   54
 34  ω     58.00 108.00   0.50   24.00    --  111.00-105.00 131.44  100
 35  ω     68.00 107.00   0.50   24.00    --  111.00 -94.00 -90.00   78
 36  ω    110.00 175.00   0.50   24.00    --  111.00 125.00 150.00  130
 37  ω    144.00 178.00   0.50   24.00    --  111.00  77.00-120.00   68
 38  ω     87.00 112.00   0.50   24.00    --  111.00-125.00 -90.00   50
 39  ω     33.00 107.00   0.50   24.00    --  111.00 -94.00  60.00  148
 40  ω     88.00 162.00   0.50   24.00    --  111.00  30.00   0.00  148
 41  ω    106.00 131.00   0.50   24.00    --  111.00 -30.00 -60.00   50
 42  ω     68.00  95.00   0.50   24.00    --  111.00-125.00  60.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1004189000
_diffrn_orient_matrix_UB_12      0.0178666000
_diffrn_orient_matrix_UB_13      0.0157531000
_diffrn_orient_matrix_UB_21      -0.0266465000
_diffrn_orient_matrix_UB_22      0.0942748000
_diffrn_orient_matrix_UB_23      0.0135814000
_diffrn_orient_matrix_UB_31      -0.0235630000
_diffrn_orient_matrix_UB_32      -0.0301424000
_diffrn_orient_matrix_UB_33      0.0516803000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5687
_reflns_number_total             6454
_reflns_odcompleteness_completeness 99.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.344
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     412
_refine_ls_number_reflns         6454
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0303
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0378P)²+3.0145P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0756
_refine_ls_wR_factor_ref         0.0791
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9), C2(H2)
2.b Aromatic/amide H refined with riding coordinates:
 C23(H23), C16(H16), C15(H15), C13(H13), C14(H14), C19(H19), C22(H22),
 C21(H21), C20(H20)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C4(H4A,H4B,H4C), C11(H11A,H11B,H11C),
 C3(H3A,H3B,H3C), C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S2 S 0.78580(2) 0.03170(2) 0.31790(2) 0.01921(8) Uani 1 1 d . . . . .
S1 S 0.81266(3) 0.28942(2) 0.54745(2) 0.02142(9) Uani 1 1 d . . . . .
P1 P 0.60217(2) 0.31293(2) 0.43827(2) 0.01633(8) Uani 1 1 d . . . . .
F5 F 0.83764(8) 0.11693(7) 0.24038(4) 0.0358(2) Uani 1 1 d . . . . .
O1 O 0.84827(7) 0.23937(7) 0.42074(4) 0.0194(2) Uani 1 1 d . . . . .
F3 F 0.77132(8) 0.20911(8) 0.62818(4) 0.0430(3) Uani 1 1 d . . . . .
F4 F 0.94531(8) 0.09841(10) 0.29359(4) 0.0500(3) Uani 1 1 d . . . . .
O7 O 0.83545(8) -0.02609(8) 0.34973(4) 0.0280(2) Uani 1 1 d . . . . .
F2 F 0.70097(9) 0.33047(9) 0.61838(4) 0.0496(3) Uani 1 1 d . . . . .
O5 O 0.76272(9) 0.11542(8) 0.33859(4) 0.0281(2) Uani 1 1 d . . . . .
F6 F 0.90213(9) -0.00830(8) 0.24833(4) 0.0493(3) Uani 1 1 d . . . . .
O4 O 0.89794(8) 0.23992(8) 0.54688(4) 0.0288(2) Uani 1 1 d . . . . .
O6 O 0.71349(8) -0.00844(8) 0.28979(4) 0.0287(2) Uani 1 1 d . . . . .
O2 O 0.73527(8) 0.24569(9) 0.52544(4) 0.0315(3) Uani 1 1 d . . . . .
N4 N 0.70705(8) 0.17737(8) 0.43437(4) 0.0157(2) Uani 1 1 d . . . . .
N2 N 0.53319(8) 0.31038(8) 0.33987(4) 0.0168(2) Uani 1 1 d . . . . .
O3 O 0.82334(9) 0.38003(8) 0.53533(5) 0.0375(3) Uani 1 1 d . . . . .
N1 N 0.47064(8) 0.40792(8) 0.38731(4) 0.0179(2) Uani 1 1 d . . . . .
N3 N 0.71451(9) 0.32668(8) 0.42015(4) 0.0179(2) Uani 1 1 d . . . . .
F1 F 0.84545(11) 0.32909(12) 0.63747(5) 0.0715(5) Uani 1 1 d . . . . .
C12 C 0.61460(10) 0.19339(9) 0.43837(5) 0.0163(3) Uani 1 1 d . . . . .
C1 C 0.53439(10) 0.34291(9) 0.38508(5) 0.0165(3) Uani 1 1 d . . . . .
C17 C 0.75877(10) 0.25584(9) 0.42399(5) 0.0164(3) Uani 1 1 d . . . . .
C23 C 0.89329(11) 0.36275(10) 0.36954(5) 0.0217(3) Uani 1 1 d . . . . .
H23 H 0.835430 0.362299 0.353254 0.026 Uiso 1 1 calc R U . . .
C18 C 0.91140(10) 0.30564(9) 0.40704(5) 0.0188(3) Uani 1 1 d . . . . .
C16 C 0.74533(11) 0.09778(10) 0.44064(5) 0.0192(3) Uani 1 1 d . . . . .
H16 H 0.810296 0.089971 0.437758 0.023 Uiso 1 1 calc R U . . .
C7 C 0.46736(10) 0.35427(10) 0.31323(5) 0.0199(3) Uani 1 1 d . . . . .
C5 C 0.42884(10) 0.41599(10) 0.34268(5) 0.0197(3) Uani 1 1 d . . . . .
C15 C 0.68884(11) 0.02827(10) 0.45125(5) 0.0211(3) Uani 1 1 d . . . . .
H15 H 0.714225 -0.028304 0.455902 0.025 Uiso 1 1 calc R U . . .
C13 C 0.55640(10) 0.12470(10) 0.44911(5) 0.0193(3) Uani 1 1 d . . . . .
H13 H 0.491686 0.133768 0.452373 0.023 Uiso 1 1 calc R U . . .
C14 C 0.59432(11) 0.04177(10) 0.45508(5) 0.0210(3) Uani 1 1 d . . . . .
H14 H 0.554787 -0.006223 0.461875 0.025 Uiso 1 1 calc R U . . .
C9 C 0.59857(10) 0.24254(9) 0.32200(5) 0.0187(3) Uani 1 1 d . . . . .
H9 H 0.640223 0.227898 0.349707 0.022 Uiso 1 1 calc R U . . .
C19 C 0.99486(11) 0.30381(10) 0.43146(5) 0.0217(3) Uani 1 1 d . . . . .
H19 H 1.004935 0.263774 0.457153 0.026 Uiso 1 1 calc R U . . .
C22 C 0.96299(11) 0.42106(10) 0.35648(5) 0.0244(3) Uani 1 1 d . . . . .
H22 H 0.952386 0.461590 0.331087 0.029 Uiso 1 1 calc R U . . .
C21 C 1.04785(11) 0.42064(11) 0.38017(6) 0.0267(3) Uani 1 1 d . . . . .
H21 H 1.094911 0.460473 0.370790 0.032 Uiso 1 1 calc R U . . .
C20 C 1.06377(11) 0.36209(11) 0.41746(6) 0.0256(3) Uani 1 1 d . . . . .
H20 H 1.121868 0.361718 0.433519 0.031 Uiso 1 1 calc R U . . .
C2 C 0.45682(11) 0.46598(10) 0.43019(5) 0.0241(3) Uani 1 1 d . . . . .
H2 H 0.493664 0.440270 0.457275 0.029 Uiso 1 1 calc R U . . .
C6 C 0.35505(12) 0.48032(11) 0.33014(6) 0.0274(3) Uani 1 1 d . . . . .
H6A H 0.297344 0.464014 0.346394 0.041 Uiso 1 1 calc R U . . .
H6B H 0.345388 0.480470 0.295071 0.041 Uiso 1 1 calc R U . . .
H6C H 0.373993 0.538690 0.340724 0.041 Uiso 1 1 calc R U . . .
C8 C 0.44126(13) 0.33461(11) 0.26210(6) 0.0287(3) Uani 1 1 d . . . . .
H8A H 0.496487 0.337343 0.241605 0.043 Uiso 1 1 calc R U . . .
H8B H 0.395881 0.377597 0.250880 0.043 Uiso 1 1 calc R U . . .
H8C H 0.414314 0.276009 0.260294 0.043 Uiso 1 1 calc R U . . .
C4 C 0.49686(12) 0.55576(11) 0.42034(6) 0.0284(3) Uani 1 1 d . . . . .
H4A H 0.558080 0.549664 0.405504 0.043 Uiso 1 1 calc R U . . .
H4B H 0.502478 0.587948 0.450820 0.043 Uiso 1 1 calc R U . . .
H4C H 0.455877 0.587678 0.398338 0.043 Uiso 1 1 calc R U . . .
C25 C 0.87198(12) 0.06089(12) 0.27273(6) 0.0283(3) Uani 1 1 d . . . . .
C24 C 0.78119(13) 0.28984(12) 0.61131(6) 0.0307(4) Uani 1 1 d . . . . .
C11 C 0.66036(13) 0.27806(12) 0.28195(6) 0.0338(4) Uani 1 1 d . . . . .
H11A H 0.624456 0.283424 0.252042 0.051 Uiso 1 1 calc R U . . .
H11B H 0.712300 0.238049 0.276707 0.051 Uiso 1 1 calc R U . . .
H11C H 0.684065 0.335540 0.291333 0.051 Uiso 1 1 calc R U . . .
C3 C 0.35701(14) 0.46959(11) 0.44719(7) 0.0359(4) Uani 1 1 d . . . . .
H3A H 0.319411 0.500144 0.423046 0.054 Uiso 1 1 calc R U . . .
H3B H 0.353738 0.500867 0.478051 0.054 Uiso 1 1 calc R U . . .
H3C H 0.333459 0.410104 0.451444 0.054 Uiso 1 1 calc R U . . .
C10 C 0.54812(13) 0.15921(11) 0.30889(8) 0.0368(4) Uani 1 1 d . . . . .
H10A H 0.511934 0.139152 0.336714 0.055 Uiso 1 1 calc R U . . .
H10B H 0.593176 0.114243 0.299910 0.055 Uiso 1 1 calc R U . . .
H10C H 0.506616 0.170310 0.281559 0.055 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S2 O7 1.4401(11) . ?
S2 O5 1.4437(12) . ?
S2 O6 1.4404(12) . ?
S2 C25 1.8200(16) . ?
S1 O4 1.4474(12) . ?
S1 O2 1.4391(12) . ?
S1 O3 1.4364(13) . ?
S1 C24 1.8240(17) . ?
P1 N3 1.7125(13) . ?
P1 C12 1.8401(15) . ?
P1 C1 1.8263(14) . ?
F5 C25 1.3357(19) . ?
O1 C17 1.3212(17) . ?
O1 C18 1.4167(17) . ?
F3 C24 1.329(2) . ?
F4 C25 1.337(2) . ?
F2 C24 1.331(2) . ?
F6 C25 1.330(2) . ?
N4 C12 1.3632(18) . ?
N4 C17 1.4444(18) . ?
N4 C16 1.3502(18) . ?
N2 C1 1.3464(18) . ?
N2 C7 1.3786(18) . ?
N2 C9 1.4892(18) . ?
N1 C1 1.3583(18) . ?
N1 C5 1.3799(19) . ?
N1 C2 1.4961(19) . ?
N3 C17 1.2643(19) . ?
F1 C24 1.322(2) . ?
C12 C13 1.380(2) . ?
C23 H23 0.9500 . ?
C23 C18 1.382(2) . ?
C23 C22 1.394(2) . ?
C18 C19 1.383(2) . ?
C16 H16 0.9500 . ?
C16 C15 1.374(2) . ?
C7 C5 1.367(2) . ?
C7 C8 1.494(2) . ?
C5 C6 1.493(2) . ?
C15 H15 0.9500 . ?
C15 C14 1.386(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.393(2) . ?
C14 H14 0.9500 . ?
C9 H9 1.0000 . ?
C9 C11 1.524(2) . ?
C9 C10 1.514(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.393(2) . ?
C22 H22 0.9500 . ?
C22 C21 1.391(2) . ?
C21 H21 0.9500 . ?
C21 C20 1.386(2) . ?
C20 H20 0.9500 . ?
C2 H2 1.0000 . ?
C2 C4 1.517(2) . ?
C2 C3 1.518(2) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O7 S2 O5 114.76(7) . . ?
O7 S2 O6 115.41(7) . . ?
O7 S2 C25 103.27(7) . . ?
O5 S2 C25 102.24(8) . . ?
O6 S2 O5 115.19(7) . . ?
O6 S2 C25 103.36(8) . . ?
O4 S1 C24 102.99(8) . . ?
O2 S1 O4 114.43(8) . . ?
O2 S1 C24 102.56(8) . . ?
O3 S1 O4 114.35(8) . . ?
O3 S1 O2 115.77(8) . . ?
O3 S1 C24 104.44(9) . . ?
N3 P1 C12 91.73(6) . . ?
N3 P1 C1 104.00(6) . . ?
C1 P1 C12 107.69(6) . . ?
C17 O1 C18 120.81(11) . . ?
C12 N4 C17 111.94(12) . . ?
C16 N4 C12 123.64(13) . . ?
C16 N4 C17 124.40(12) . . ?
C1 N2 C7 108.96(12) . . ?
C1 N2 C9 123.94(12) . . ?
C7 N2 C9 126.95(12) . . ?
C1 N1 C5 108.80(12) . . ?
C1 N1 C2 124.23(12) . . ?
C5 N1 C2 126.69(12) . . ?
C17 N3 P1 110.46(10) . . ?
N4 C12 P1 105.95(10) . . ?
N4 C12 C13 118.55(13) . . ?
C13 C12 P1 134.42(11) . . ?
N2 C1 P1 131.46(11) . . ?
N2 C1 N1 107.74(12) . . ?
N1 C1 P1 120.79(10) . . ?
O1 C17 N4 111.19(12) . . ?
N3 C17 O1 130.82(13) . . ?
N3 C17 N4 117.99(13) . . ?
C18 C23 H23 121.2 . . ?
C18 C23 C22 117.60(14) . . ?
C22 C23 H23 121.2 . . ?
C23 C18 O1 122.17(13) . . ?
C23 C18 C19 123.00(14) . . ?
C19 C18 O1 114.63(13) . . ?
N4 C16 H16 120.5 . . ?
N4 C16 C15 118.94(14) . . ?
C15 C16 H16 120.5 . . ?
N2 C7 C8 125.57(14) . . ?
C5 C7 N2 107.46(12) . . ?
C5 C7 C8 126.92(14) . . ?
N1 C5 C6 125.43(14) . . ?
C7 C5 N1 107.03(12) . . ?
C7 C5 C6 127.54(14) . . ?
C16 C15 H15 120.4 . . ?
C16 C15 C14 119.13(14) . . ?
C14 C15 H15 120.4 . . ?
C12 C13 H13 120.6 . . ?
C12 C13 C14 118.76(14) . . ?
C14 C13 H13 120.6 . . ?
C15 C14 C13 120.98(14) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
N2 C9 H9 106.5 . . ?
N2 C9 C11 111.35(12) . . ?
N2 C9 C10 111.24(13) . . ?
C11 C9 H9 106.5 . . ?
C10 C9 H9 106.5 . . ?
C10 C9 C11 114.16(15) . . ?
C18 C19 H19 120.8 . . ?
C18 C19 C20 118.37(14) . . ?
C20 C19 H19 120.8 . . ?
C23 C22 H22 119.6 . . ?
C21 C22 C23 120.83(14) . . ?
C21 C22 H22 119.6 . . ?
C22 C21 H21 120.0 . . ?
C20 C21 C22 120.00(15) . . ?
C20 C21 H21 120.0 . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.20(15) . . ?
C21 C20 H20 119.9 . . ?
N1 C2 H2 106.8 . . ?
N1 C2 C4 110.23(12) . . ?
N1 C2 C3 113.21(14) . . ?
C4 C2 H2 106.8 . . ?
C4 C2 C3 112.65(13) . . ?
C3 C2 H2 106.8 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
F5 C25 S2 111.31(12) . . ?
F5 C25 F4 107.90(14) . . ?
F4 C25 S2 110.63(11) . . ?
F6 C25 S2 112.13(12) . . ?
F6 C25 F5 107.10(14) . . ?
F6 C25 F4 107.57(15) . . ?
F3 C24 S1 111.30(12) . . ?
F3 C24 F2 106.87(16) . . ?
F2 C24 S1 111.18(12) . . ?
F1 C24 S1 110.88(14) . . ?
F1 C24 F3 107.85(16) . . ?
F1 C24 F2 108.60(16) . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 N3 C17 O1 -169.21(12) . . . . ?
P1 N3 C17 N4 9.74(15) . . . . ?
P1 C12 C13 C14 -166.65(11) . . . . ?
O1 C18 C19 C20 174.78(13) . . . . ?
O7 S2 C25 F5 -178.48(12) . . . . ?
O7 S2 C25 F4 -58.53(14) . . . . ?
O7 S2 C25 F6 61.56(14) . . . . ?
O5 S2 C25 F5 -59.04(14) . . . . ?
O5 S2 C25 F4 60.91(14) . . . . ?
O5 S2 C25 F6 -179.00(12) . . . . ?
O4 S1 C24 F3 -58.54(14) . . . . ?
O4 S1 C24 F2 -177.56(13) . . . . ?
O4 S1 C24 F1 61.52(16) . . . . ?
O6 S2 C25 F5 60.91(14) . . . . ?
O6 S2 C25 F4 -179.14(12) . . . . ?
O6 S2 C25 F6 -59.06(14) . . . . ?
O2 S1 C24 F3 60.56(14) . . . . ?
O2 S1 C24 F2 -58.46(15) . . . . ?
O2 S1 C24 F1 -179.39(14) . . . . ?
N4 C12 C13 C14 -0.45(19) . . . . ?
N4 C16 C15 C14 0.2(2) . . . . ?
N2 C7 C5 N1 -1.05(16) . . . . ?
N2 C7 C5 C6 179.38(15) . . . . ?
O3 S1 C24 F3 -178.29(12) . . . . ?
O3 S1 C24 F2 62.69(15) . . . . ?
O3 S1 C24 F1 -58.24(16) . . . . ?
N3 P1 C12 N4 12.16(9) . . . . ?
N3 P1 C12 C13 179.57(14) . . . . ?
N3 P1 C1 N2 59.01(15) . . . . ?
N3 P1 C1 N1 -122.07(12) . . . . ?
C12 P1 N3 C17 -12.45(11) . . . . ?
C12 P1 C1 N2 -37.43(15) . . . . ?
C12 P1 C1 N1 141.48(11) . . . . ?
C12 N4 C17 O1 179.34(11) . . . . ?
C12 N4 C17 N3 0.18(17) . . . . ?
C12 N4 C16 C15 0.6(2) . . . . ?
C12 C13 C14 C15 1.2(2) . . . . ?
C1 P1 N3 C17 -121.16(10) . . . . ?
C1 P1 C12 N4 117.45(9) . . . . ?
C1 P1 C12 C13 -75.13(15) . . . . ?
C1 N2 C7 C5 1.13(16) . . . . ?
C1 N2 C7 C8 -176.69(15) . . . . ?
C1 N2 C9 C11 -115.49(16) . . . . ?
C1 N2 C9 C10 115.96(16) . . . . ?
C1 N1 C5 C7 0.62(16) . . . . ?
C1 N1 C5 C6 -179.81(14) . . . . ?
C1 N1 C2 C4 105.20(16) . . . . ?
C1 N1 C2 C3 -127.61(15) . . . . ?
C17 O1 C18 C23 -43.44(19) . . . . ?
C17 O1 C18 C19 141.55(13) . . . . ?
C17 N4 C12 P1 -9.08(13) . . . . ?
C17 N4 C12 C13 -178.87(12) . . . . ?
C17 N4 C16 C15 178.82(12) . . . . ?
C23 C18 C19 C20 -0.2(2) . . . . ?
C23 C22 C21 C20 -0.4(2) . . . . ?
C18 O1 C17 N4 175.05(11) . . . . ?
C18 O1 C17 N3 -5.9(2) . . . . ?
C18 C23 C22 C21 0.7(2) . . . . ?
C18 C19 C20 C21 0.5(2) . . . . ?
C16 N4 C12 P1 169.37(10) . . . . ?
C16 N4 C12 C13 -0.4(2) . . . . ?
C16 N4 C17 O1 0.90(18) . . . . ?
C16 N4 C17 N3 -178.25(12) . . . . ?
C16 C15 C14 C13 -1.0(2) . . . . ?
C7 N2 C1 P1 178.28(11) . . . . ?
C7 N2 C1 N1 -0.74(16) . . . . ?
C7 N2 C9 C11 59.57(19) . . . . ?
C7 N2 C9 C10 -68.99(19) . . . . ?
C5 N1 C1 P1 -179.07(10) . . . . ?
C5 N1 C1 N2 0.08(16) . . . . ?
C5 N1 C2 C4 -68.03(19) . . . . ?
C5 N1 C2 C3 59.2(2) . . . . ?
C9 N2 C1 P1 -5.9(2) . . . . ?
C9 N2 C1 N1 175.08(12) . . . . ?
C9 N2 C7 C5 -174.53(13) . . . . ?
C9 N2 C7 C8 7.6(2) . . . . ?
C22 C23 C18 O1 -175.03(13) . . . . ?
C22 C23 C18 C19 -0.4(2) . . . . ?
C22 C21 C20 C19 -0.3(2) . . . . ?
C2 N1 C1 P1 6.66(19) . . . . ?
C2 N1 C1 N2 -174.19(13) . . . . ?
C2 N1 C5 C7 174.70(14) . . . . ?
C2 N1 C5 C6 -5.7(2) . . . . ?
C8 C7 C5 N1 176.73(15) . . . . ?
C8 C7 C5 C6 -2.8(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.939
_oxdiff_exptl_absorpt_empirical_full_min 0.866
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jjw1145
_database_code_depnum_ccdc_archive 'CCDC 2406466'
loop_
_audit_author_name
_audit_author_address
'Jan J. Weigand'
;TU Dresden
Germany
;
_audit_update_record             
;
2024-11-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT430_jjw1145             
;
PROBLEM: Short Inter D...A Contact  O1       ..N4       .       2.77 Ang.  
RESPONSE: This is caused by a close contact between anion and cation.
;
# end Validation Reply Form
_audit_creation_date             2019-12-02
_audit_creation_method           
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C2 F6 O6 S2), C42 H62 N10 P2'
_chemical_formula_sum            'C46 H62 F12 N10 O12 P2 S4'
_chemical_formula_weight         1365.23
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C84 H152 Cl4 F8 N32 O20 P4 S4 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.3693(9)
_cell_length_b                   13.6681(4)
_cell_length_c                   15.2188(7)
_cell_angle_alpha                90
_cell_angle_beta                 116.992(7)
_cell_angle_gamma                90
_cell_volume                     3034.1(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2977
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.0560
_cell_measurement_theta_min      4.5360
_shelx_estimated_absorpt_T_max   0.945
_shelx_estimated_absorpt_T_min   0.525
_exptl_absorpt_coefficient_mu    2.846
_exptl_absorpt_correction_T_max  0.947
_exptl_absorpt_correction_T_min  0.623
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1412
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-6 6 7 0.1134
-8 -3 -1 0.0558
8 -5 -6 0.1026
8 1 2 0.0572
6 4 3 0.0900
1 5 -3 0.0649
-1 -4 5 0.0162
1 -5 -4 0.0940
-5 1 0 0.0160
5 -1 0 0.0042

_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.122
_exptl_crystal_size_min          0.02
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-6.0881 5.8613 6.8387 -0.1830 0.9831 -0.0091
-8.4454 -2.7169 -1.0401 -0.9831 -0.1830 -0.0091
8.4399 -4.6096 -6.3261 0.4778 -0.8784 -0.0091
7.8569 1.4199 2.4375 0.9608 0.1792 0.2114
6.1798 4.4862 2.9982 0.8784 0.4778 -0.0091
0.9988 4.9954 -2.9986 0.0672 0.1858 -0.6101
-0.9981 -3.9924 4.9948 0.0488 0.0243 0.6912
0.9991 -5.0056 -3.9897 -0.1917 -0.6686 0.0869
-5.0017 0.9982 -0.0029 -0.4979 0.1376 -0.1589
5.0017 -0.9982 0.0029 0.4979 -0.1376 0.1589

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0582
_diffrn_reflns_av_unetI/netI     0.0642
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15387
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.246
_diffrn_reflns_theta_min         4.433
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5700
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -83.00  -3.00   0.50    7.50    --  -38.50 116.00-142.00  160
  2  ω   -111.00 -49.00   0.50    7.50    --  -38.50-166.00 -16.00  124
  3  ω     56.00  81.00   0.50    7.50    --   42.50-116.00 129.00   50
  4  ω     62.00  87.00   0.50    7.50    --   42.50-166.00 -16.00   50
  5  ω    106.00 134.00   0.50   30.00    --  111.00 166.00   4.00   56
  6  ω    121.00 149.00   0.50   30.00    --  111.00 116.00-142.00   56
  7  ω     63.00 104.00   0.50   30.00    --  111.00-166.00 -16.00   82
  8  ω     49.00  74.00   0.50   30.00    --  111.00-116.00 129.00   50
  9  ω     22.00 110.00   0.50    7.50    --   42.50  38.00-150.00  176
 10  ω     24.00  81.00   0.50    7.50    --   42.50 -99.00   0.00  114
 11  ω     37.00 140.00   0.50   30.00    --  111.00 -77.00   0.00  206
 12  ω     98.00 177.00   0.50   30.00    --  111.00 125.00  60.00  158
 13  ω     99.00 134.00   0.50   30.00    --  111.00 125.00-180.00   70
 14  ω     47.00 132.00   0.50   30.00    --  111.00 -45.00  90.00  170
 15  ω     88.00 171.00   0.50   30.00    --  111.00  30.00 150.00  166
 16  ω    110.00 177.00   0.50   30.00    --  111.00  30.00-120.00  134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1037438000
_diffrn_orient_matrix_UB_12      0.0211923000
_diffrn_orient_matrix_UB_13      0.0474383000
_diffrn_orient_matrix_UB_21      -0.0118046000
_diffrn_orient_matrix_UB_22      0.0789266000
_diffrn_orient_matrix_UB_23      0.0655968000
_diffrn_orient_matrix_UB_31      0.0162282000
_diffrn_orient_matrix_UB_32      -0.0775838000
_diffrn_orient_matrix_UB_33      0.0796161000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4020
_reflns_number_total             5479
_reflns_odcompleteness_completeness 98.24
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.736
_refine_diff_density_min         -0.621
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     427
_refine_ls_number_reflns         5479
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.1056
_refine_ls_R_factor_gt           0.0815
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1482P)²+3.5573P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2288
_refine_ls_wR_factor_ref         0.2513
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 S1-C22B \\sim S1-C22A
 with sigma of 0.02
 F2B-C22B \\sim F3A-C22A
 with sigma of 0.02
 F3B-C22B \\sim F2A-C22A
 with sigma of 0.02
 F1B-C22B \\sim F1A-C22A
 with sigma of 0.02
 S1-F2B \\sim S1-F3A
 with sigma of 0.04
 S1-F3B \\sim S1-F2A
 with sigma of 0.04
 S1-F1B \\sim S1-F1A
 with sigma of 0.04
 F2B-F3B \\sim F3A-F2A
 with sigma of 0.04
 F2B-F1B \\sim F3A-F1A
 with sigma of 0.04
 F3B-F1B \\sim F2A-F1A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(C22A) = Uanis(C22B)
4. Others
 Sof(F1A)=Sof(F2A)=Sof(F3A)=Sof(C22A)=1-FVAR(1)
 Sof(F1B)=Sof(F2B)=Sof(F3B)=Sof(C22B)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C2(H2), C9(H9)
5.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B)
5.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C20(H20), C21(H21)
5.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C10(H10A,
 H10B,H10C), C11(H11A,H11B,H11C), C13(H13A,H13B,H13C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.61008(8) 0.14980(8) 0.37761(9) 0.0353(3) Uani 1 1 d D . . . .
O1 O 0.5645(4) 0.1993(4) 0.2852(3) 0.0775(16) Uani 1 1 d . . . . .
O2 O 0.5697(3) 0.1657(3) 0.4414(4) 0.0614(12) Uani 1 1 d . . . . .
O3 O 0.6367(3) 0.0512(3) 0.3715(3) 0.0498(10) Uani 1 1 d . . . . .
F1B F 0.7675(4) 0.2094(4) 0.3928(7) 0.084(3) Uani 0.845(13) 1 d D . P A 1
F2B F 0.7074(3) 0.3073(3) 0.4561(5) 0.0595(16) Uani 0.845(13) 1 d D . P A 1
F3B F 0.7683(4) 0.1714(4) 0.5293(5) 0.078(2) Uani 0.845(13) 1 d D . P A 1
C22B C 0.7198(6) 0.2123(5) 0.4433(8) 0.052(2) Uani 0.845(13) 1 d D . P A 1
F1A F 0.717(2) 0.211(2) 0.308(2) 0.081(11) Uani 0.155(13) 1 d D . P A 2
F2A F 0.7805(13) 0.1917(17) 0.469(2) 0.048(8) Uani 0.155(13) 1 d D . P A 2
F3A F 0.690(3) 0.3149(16) 0.391(4) 0.102(14) Uani 0.155(13) 1 d D . P A 2
C22A C 0.7086(16) 0.2195(17) 0.389(2) 0.052(2) Uani 0.155(13) 1 d D . P A 2
S2 S 1.04779(12) 0.14515(13) 0.83148(13) 0.0614(5) Uani 1 1 d . . . . .
F4 F 0.9064(3) 0.2454(4) 0.7080(3) 0.0801(12) Uani 1 1 d . . . . .
F5 F 0.9842(4) 0.3179(3) 0.8445(3) 0.0831(13) Uani 1 1 d . . . . .
F6 F 0.8974(3) 0.1979(4) 0.8380(4) 0.0892(14) Uani 1 1 d . . . . .
O4 O 1.1079(4) 0.1985(5) 0.8026(4) 0.0778(15) Uani 1 1 d . . . . .
O5 O 1.0831(4) 0.1281(4) 0.9343(4) 0.0781(15) Uani 1 1 d . . . . .
O6 O 1.0015(5) 0.0623(4) 0.7683(5) 0.0857(17) Uani 1 1 d . . . . .
C23 C 0.9535(5) 0.2308(5) 0.8032(5) 0.0630(17) Uani 1 1 d . . . . .
P1 P 0.33810(9) 0.20721(8) 0.22057(9) 0.0335(3) Uani 1 1 d . . . . .
N1 N 0.1641(3) 0.3091(3) 0.1287(3) 0.0352(9) Uani 1 1 d . . . . .
N2 N 0.1568(3) 0.1543(3) 0.1592(3) 0.0379(9) Uani 1 1 d . . . . .
N3 N 0.3671(3) 0.2559(3) 0.1287(3) 0.0305(8) Uani 1 1 d . . . . .
N4 N 0.4296(3) 0.3310(3) 0.1701(3) 0.0289(8) Uani 1 1 d . . . . .
N5 N 0.3874(3) 0.3060(3) 0.2931(3) 0.0344(9) Uani 1 1 d . . . . .
C1 C 0.2160(4) 0.2275(3) 0.1677(4) 0.0358(10) Uani 1 1 d . . . . .
C2 C 0.2032(4) 0.4048(3) 0.1205(4) 0.0396(11) Uani 1 1 d . . . . .
H2 H 0.269917 0.396735 0.150620 0.047 Uiso 1 1 calc R U . . .
C3 C 0.1837(5) 0.4836(4) 0.1790(5) 0.0505(14) Uani 1 1 d . . . . .
H3A H 0.118895 0.495727 0.149886 0.076 Uiso 1 1 calc R U . . .
H3B H 0.214991 0.542747 0.178226 0.076 Uiso 1 1 calc R U . . .
H3C H 0.204804 0.462129 0.245870 0.076 Uiso 1 1 calc R U . . .
C4 C 0.1712(5) 0.4290(4) 0.0119(4) 0.0529(14) Uani 1 1 d . . . . .
H4A H 0.181607 0.373622 -0.020577 0.079 Uiso 1 1 calc R U . . .
H4B H 0.204986 0.484187 0.006598 0.079 Uiso 1 1 calc R U . . .
H4C H 0.107012 0.444299 -0.018646 0.079 Uiso 1 1 calc R U . . .
C5 C 0.0732(4) 0.2868(4) 0.0956(4) 0.0405(11) Uani 1 1 d . . . . .
C6 C -0.0036(4) 0.3578(4) 0.0551(5) 0.0512(14) Uani 1 1 d . . . . .
H6A H -0.007711 0.391450 0.108279 0.077 Uiso 1 1 calc R U . . .
H6B H -0.059916 0.323608 0.016499 0.077 Uiso 1 1 calc R U . . .
H6C H 0.007129 0.404298 0.014156 0.077 Uiso 1 1 calc R U . . .
C7 C 0.0685(4) 0.1888(4) 0.1144(4) 0.0430(12) Uani 1 1 d . . . . .
C8 C -0.0144(4) 0.1281(4) 0.0898(5) 0.0564(15) Uani 1 1 d . . . . .
H8A H -0.014198 0.073166 0.050609 0.085 Uiso 1 1 calc R U . . .
H8B H -0.068320 0.166750 0.053443 0.085 Uiso 1 1 calc R U . . .
H8C H -0.014120 0.105165 0.149566 0.085 Uiso 1 1 calc R U . . .
C9 C 0.1788(4) 0.0516(4) 0.1946(5) 0.0468(13) Uani 1 1 d . . . . .
H9 H 0.119600 0.020106 0.177069 0.056 Uiso 1 1 calc R U . . .
C10 C 0.2301(5) 0.0477(5) 0.3057(5) 0.0603(17) Uani 1 1 d . . . . .
H10A H 0.290452 0.074407 0.327296 0.090 Uiso 1 1 calc R U . . .
H10B H 0.234813 -0.018958 0.327263 0.090 Uiso 1 1 calc R U . . .
H10C H 0.197744 0.085315 0.333223 0.090 Uiso 1 1 calc R U . . .
C11 C 0.2209(4) -0.0047(4) 0.1396(4) 0.0477(13) Uani 1 1 d . . . . .
H11A H 0.185296 0.005774 0.070052 0.072 Uiso 1 1 calc R U . . .
H11B H 0.221572 -0.073232 0.153846 0.072 Uiso 1 1 calc R U . . .
H11C H 0.282491 0.017591 0.160167 0.072 Uiso 1 1 calc R U . . .
C12 C 0.3693(3) 0.2278(3) 0.0453(3) 0.0346(10) Uani 1 1 d . . . . .
C13 C 0.3119(4) 0.1463(4) -0.0158(4) 0.0421(12) Uani 1 1 d . . . . .
H13A H 0.315988 0.091848 0.025883 0.063 Uiso 1 1 calc R U . . .
H13B H 0.333164 0.126723 -0.062473 0.063 Uiso 1 1 calc R U . . .
H13C H 0.249244 0.167398 -0.050459 0.063 Uiso 1 1 calc R U . . .
C14 C 0.4323(3) 0.2874(3) 0.0327(3) 0.0327(10) Uani 1 1 d . . . . .
H14 H 0.445872 0.285658 -0.020362 0.039 Uiso 1 1 calc R U . . .
C15 C 0.4711(3) 0.3497(3) 0.1128(3) 0.0320(10) Uani 1 1 d . . . . .
C16 C 0.5455(4) 0.4219(4) 0.1356(4) 0.0376(11) Uani 1 1 d . . . . .
H16A H 0.522979 0.486460 0.137048 0.056 Uiso 1 1 calc R U . . .
H16B H 0.566190 0.418960 0.085888 0.056 Uiso 1 1 calc R U . . .
H16C H 0.595678 0.407196 0.198775 0.056 Uiso 1 1 calc R U . . .
C17 C 0.4380(3) 0.3559(3) 0.2648(3) 0.0301(9) Uani 1 1 d . . . . .
C18 C 0.5042(3) 0.4336(3) 0.3208(3) 0.0317(10) Uani 1 1 d . . . . .
H18A H 0.493235 0.489830 0.278048 0.038 Uiso 1 1 calc R U . . .
H18B H 0.565615 0.410106 0.338519 0.038 Uiso 1 1 calc R U . . .
C19 C 0.5003(3) 0.4667(3) 0.4138(3) 0.0280(9) Uani 1 1 d . . . . .
C20 C 0.4547(3) 0.5521(3) 0.4134(3) 0.0322(10) Uani 1 1 d . . . . .
H20 H 0.424321 0.587568 0.355318 0.039 Uiso 1 1 calc R U . . .
C21 C 0.4542(3) 0.5850(3) 0.4993(3) 0.0321(10) Uani 1 1 d . . . . .
H21 H 0.422985 0.642111 0.498451 0.039 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.428(5) . ?
S1 O2 1.419(4) . ?
S1 O3 1.433(4) . ?
S1 C22B 1.823(8) . ?
S1 C22A 1.813(19) . ?
F1B C22B 1.321(10) . ?
F2B C22B 1.342(7) . ?
F3B C22B 1.309(10) . ?
F1A C22A 1.31(2) . ?
F2A C22A 1.31(2) . ?
F3A C22A 1.342(19) . ?
S2 O4 1.444(5) . ?
S2 O5 1.419(6) . ?
S2 O6 1.456(6) . ?
S2 C23 1.827(8) . ?
F4 C23 1.311(8) . ?
F5 C23 1.334(8) . ?
F6 C23 1.329(8) . ?
P1 N3 1.796(4) . ?
P1 N5 1.698(4) . ?
P1 C1 1.805(5) . ?
N1 C1 1.364(6) . ?
N1 C2 1.486(6) . ?
N1 C5 1.372(7) . ?
N2 C1 1.358(6) . ?
N2 C7 1.372(7) . ?
N2 C9 1.489(6) . ?
N3 N4 1.382(5) . ?
N3 C12 1.343(6) . ?
N4 C15 1.351(6) . ?
N4 C17 1.425(5) . ?
N5 C17 1.288(6) . ?
C2 H2 0.9800 . ?
C2 C3 1.521(7) . ?
C2 C4 1.527(8) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C6 1.483(8) . ?
C5 C7 1.378(7) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.486(8) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9 0.9800 . ?
C9 C10 1.509(9) . ?
C9 C11 1.513(7) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.482(7) . ?
C12 C14 1.395(7) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14 0.9300 . ?
C14 C15 1.383(6) . ?
C15 C16 1.481(7) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.480(7) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.514(6) . ?
C19 C20 1.384(6) . ?
C19 C21 1.381(6) 3_666 ?
C20 H20 0.9300 . ?
C20 C21 1.386(6) . ?
C21 H21 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O3 114.8(3) . . ?
O1 S1 C22B 105.2(4) . . ?
O1 S1 C22A 83.7(10) . . ?
O2 S1 O1 113.8(3) . . ?
O2 S1 O3 116.1(3) . . ?
O2 S1 C22B 101.7(4) . . ?
O2 S1 C22A 121.7(10) . . ?
O3 S1 C22B 102.9(3) . . ?
O3 S1 C22A 102.5(8) . . ?
F1B C22B S1 111.2(6) . . ?
F1B C22B F2B 106.4(6) . . ?
F2B C22B S1 110.9(5) . . ?
F3B C22B S1 110.4(5) . . ?
F3B C22B F1B 108.5(8) . . ?
F3B C22B F2B 109.3(7) . . ?
F1A C22A S1 109.3(18) . . ?
F1A C22A F3A 103(2) . . ?
F2A C22A S1 108.7(17) . . ?
F2A C22A F1A 115(2) . . ?
F2A C22A F3A 112(2) . . ?
F3A C22A S1 108.0(19) . . ?
O4 S2 O6 114.4(4) . . ?
O4 S2 C23 103.0(3) . . ?
O5 S2 O4 115.2(4) . . ?
O5 S2 O6 115.5(4) . . ?
O5 S2 C23 104.0(3) . . ?
O6 S2 C23 102.3(4) . . ?
F4 C23 S2 111.6(5) . . ?
F4 C23 F5 107.0(6) . . ?
F4 C23 F6 109.0(6) . . ?
F5 C23 S2 111.4(5) . . ?
F6 C23 S2 110.6(5) . . ?
F6 C23 F5 107.2(6) . . ?
N3 P1 C1 103.1(2) . . ?
N5 P1 N3 89.74(18) . . ?
N5 P1 C1 105.7(2) . . ?
C1 N1 C2 123.3(4) . . ?
C1 N1 C5 109.6(4) . . ?
C5 N1 C2 127.0(4) . . ?
C1 N2 C7 109.8(4) . . ?
C1 N2 C9 128.0(5) . . ?
C7 N2 C9 122.1(4) . . ?
N4 N3 P1 108.8(3) . . ?
C12 N3 P1 139.5(3) . . ?
C12 N3 N4 108.2(4) . . ?
N3 N4 C17 110.5(3) . . ?
C15 N4 N3 109.4(3) . . ?
C15 N4 C17 139.5(4) . . ?
C17 N5 P1 113.1(3) . . ?
N1 C1 P1 131.7(4) . . ?
N2 C1 P1 121.8(4) . . ?
N2 C1 N1 106.5(4) . . ?
N1 C2 H2 107.0 . . ?
N1 C2 C3 111.2(4) . . ?
N1 C2 C4 109.4(4) . . ?
C3 C2 H2 107.0 . . ?
C3 C2 C4 114.9(5) . . ?
C4 C2 H2 107.0 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C6 125.5(5) . . ?
N1 C5 C7 107.1(5) . . ?
C7 C5 C6 127.3(5) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 C5 107.0(5) . . ?
N2 C7 C8 124.6(5) . . ?
C5 C7 C8 128.4(5) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 H9 105.6 . . ?
N2 C9 C10 111.0(5) . . ?
N2 C9 C11 112.1(4) . . ?
C10 C9 H9 105.6 . . ?
C10 C9 C11 116.1(5) . . ?
C11 C9 H9 105.6 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C12 C13 121.8(4) . . ?
N3 C12 C14 107.5(4) . . ?
C14 C12 C13 130.7(4) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14 125.9 . . ?
C15 C14 C12 108.2(4) . . ?
C15 C14 H14 125.9 . . ?
N4 C15 C14 106.7(4) . . ?
N4 C15 C16 125.2(4) . . ?
C14 C15 C16 128.1(4) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N4 C17 C18 117.6(4) . . ?
N5 C17 N4 115.4(4) . . ?
N5 C17 C18 126.9(4) . . ?
C17 C18 H18A 108.5 . . ?
C17 C18 H18B 108.5 . . ?
C17 C18 C19 115.0(4) . . ?
H18A C18 H18B 107.5 . . ?
C19 C18 H18A 108.5 . . ?
C19 C18 H18B 108.5 . . ?
C20 C19 C18 119.9(4) . . ?
C21 C19 C18 120.6(4) 3_666 . ?
C21 C19 C20 119.4(4) 3_666 . ?
C19 C20 H20 119.9 . . ?
C19 C20 C21 120.2(4) . . ?
C21 C20 H20 119.9 . . ?
C19 C21 C20 120.4(4) 3_666 . ?
C19 C21 H21 119.8 3_666 . ?
C20 C21 H21 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 C22B F1B -58.4(6) . . . . ?
O1 S1 C22B F2B 59.7(7) . . . . ?
O1 S1 C22B F3B -179.0(5) . . . . ?
O1 S1 C22A F1A -48.8(19) . . . . ?
O1 S1 C22A F2A -174.8(19) . . . . ?
O1 S1 C22A F3A 63(2) . . . . ?
O2 S1 C22B F1B -177.4(6) . . . . ?
O2 S1 C22B F2B -59.2(7) . . . . ?
O2 S1 C22B F3B 62.1(6) . . . . ?
O2 S1 C22A F1A -162.9(17) . . . . ?
O2 S1 C22A F2A 71(2) . . . . ?
O2 S1 C22A F3A -51(2) . . . . ?
O3 S1 C22B F1B 62.1(7) . . . . ?
O3 S1 C22B F2B -179.7(6) . . . . ?
O3 S1 C22B F3B -58.4(6) . . . . ?
O3 S1 C22A F1A 65(2) . . . . ?
O3 S1 C22A F2A -61(2) . . . . ?
O3 S1 C22A F3A 177(2) . . . . ?
O4 S2 C23 F4 66.9(6) . . . . ?
O4 S2 C23 F5 -52.5(6) . . . . ?
O4 S2 C23 F6 -171.5(5) . . . . ?
O5 S2 C23 F4 -172.6(5) . . . . ?
O5 S2 C23 F5 68.0(6) . . . . ?
O5 S2 C23 F6 -51.0(6) . . . . ?
O6 S2 C23 F4 -52.1(6) . . . . ?
O6 S2 C23 F5 -171.5(5) . . . . ?
O6 S2 C23 F6 69.5(6) . . . . ?
P1 N3 N4 C15 163.0(3) . . . . ?
P1 N3 N4 C17 -10.0(4) . . . . ?
P1 N3 C12 C13 23.2(8) . . . . ?
P1 N3 C12 C14 -156.4(4) . . . . ?
P1 N5 C17 N4 11.4(5) . . . . ?
P1 N5 C17 C18 -167.2(4) . . . . ?
N1 C5 C7 N2 0.6(6) . . . . ?
N1 C5 C7 C8 -177.9(6) . . . . ?
N3 P1 N5 C17 -14.3(4) . . . . ?
N3 P1 C1 N1 -50.9(5) . . . . ?
N3 P1 C1 N2 128.0(4) . . . . ?
N3 N4 C15 C14 1.7(5) . . . . ?
N3 N4 C15 C16 -176.7(4) . . . . ?
N3 N4 C17 N5 -0.3(6) . . . . ?
N3 N4 C17 C18 178.4(4) . . . . ?
N3 C12 C14 C15 2.5(6) . . . . ?
N4 N3 C12 C13 178.3(4) . . . . ?
N4 N3 C12 C14 -1.4(5) . . . . ?
N4 C17 C18 C19 171.7(4) . . . . ?
N5 P1 N3 N4 13.6(3) . . . . ?
N5 P1 N3 C12 168.5(5) . . . . ?
N5 P1 C1 N1 42.6(5) . . . . ?
N5 P1 C1 N2 -138.5(4) . . . . ?
N5 C17 C18 C19 -9.7(7) . . . . ?
C1 P1 N3 N4 119.6(3) . . . . ?
C1 P1 N3 C12 -85.4(5) . . . . ?
C1 P1 N5 C17 -117.8(4) . . . . ?
C1 N1 C2 C3 -119.3(5) . . . . ?
C1 N1 C2 C4 112.8(5) . . . . ?
C1 N1 C5 C6 175.4(5) . . . . ?
C1 N1 C5 C7 -0.1(6) . . . . ?
C1 N2 C7 C5 -0.8(6) . . . . ?
C1 N2 C7 C8 177.7(5) . . . . ?
C1 N2 C9 C10 65.0(7) . . . . ?
C1 N2 C9 C11 -66.6(7) . . . . ?
C2 N1 C1 P1 1.4(7) . . . . ?
C2 N1 C1 N2 -177.7(4) . . . . ?
C2 N1 C5 C6 -7.5(8) . . . . ?
C2 N1 C5 C7 177.0(5) . . . . ?
C5 N1 C1 P1 178.6(4) . . . . ?
C5 N1 C1 N2 -0.4(5) . . . . ?
C5 N1 C2 C3 64.0(7) . . . . ?
C5 N1 C2 C4 -64.0(6) . . . . ?
C6 C5 C7 N2 -174.9(5) . . . . ?
C6 C5 C7 C8 6.7(10) . . . . ?
C7 N2 C1 P1 -178.4(4) . . . . ?
C7 N2 C1 N1 0.8(5) . . . . ?
C7 N2 C9 C10 -112.6(6) . . . . ?
C7 N2 C9 C11 115.7(6) . . . . ?
C9 N2 C1 P1 3.8(7) . . . . ?
C9 N2 C1 N1 -177.1(4) . . . . ?
C9 N2 C7 C5 177.2(5) . . . . ?
C9 N2 C7 C8 -4.3(8) . . . . ?
C12 N3 N4 C15 -0.2(5) . . . . ?
C12 N3 N4 C17 -173.1(4) . . . . ?
C12 C14 C15 N4 -2.6(5) . . . . ?
C12 C14 C15 C16 175.8(5) . . . . ?
C13 C12 C14 C15 -177.2(5) . . . . ?
C15 N4 C17 N5 -170.0(5) . . . . ?
C15 N4 C17 C18 8.7(8) . . . . ?
C17 N4 C15 C14 171.5(5) . . . . ?
C17 N4 C15 C16 -7.0(9) . . . . ?
C17 C18 C19 C20 -100.2(5) . . . . ?
C17 C18 C19 C21 83.0(6) . . . 3_666 ?
C18 C19 C20 C21 -177.3(4) . . . . ?
C19 C20 C21 C19 0.5(8) . . . 3_666 ?
C21 C19 C20 C21 -0.5(8) 3_666 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.716
_oxdiff_exptl_absorpt_empirical_full_min 0.569
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jjw0547
_database_code_depnum_ccdc_archive 'CCDC 2406469'
loop_
_audit_author_name
_audit_author_address
'Jan J. Weigand'
;TU Dresden
Germany
;
_audit_update_record             
;
2024-11-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT430_jjw0547             
;
PROBLEM: Short Inter D...A Contact  P1       ..O3       .       2.80 Ang.  
RESPONSE: This is caused by a close contact between anion and cation.
;
# end Validation Reply Form

_audit_creation_date             2016-11-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H32 F3 N5 O3 P S, C F3 O3 S'
_chemical_formula_sum            'C21 H32 F6 N5 O6 P S2'
_chemical_formula_weight         659.60
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C84 H128 F24 N20 O24 P4 S8 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.15063(9)
_cell_length_b                   17.01045(11)
_cell_length_c                   12.22371(7)
_cell_angle_alpha                90
_cell_angle_beta                 97.3287(5)
_cell_angle_gamma                90
_cell_volume                     2918.31(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11869
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      76.3500
_cell_measurement_theta_min      3.1190
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.934
_exptl_absorpt_correction_T_max  0.720
_exptl_absorpt_correction_T_min  0.593
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1368
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.0734
0 1 0 0.0734
0 -1 1 0.0880
0 1 -1 0.0880
0 1 1 0.1065
0 -1 -1 0.1065
1 0 0 0.0683
-1 0 0 0.0683
1 -1 0 0.0790
-1 1 0 0.0790
-1 -1 0 0.0841
1 1 0 0.0841
-1 0 1 0.1156
1 0 -1 0.1304

_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.147
_exptl_crystal_size_min          0.137
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0011 -0.9995 0.0008 -0.0167 0.0795 -0.0400
0.0011 0.9995 -0.0008 0.0167 -0.0795 0.0400
0.0006 -0.9986 1.0004 -0.1086 0.0255 -0.1090
-0.0006 0.9986 -1.0004 0.1086 -0.0255 0.1090
0.0028 1.0004 0.9987 -0.0753 -0.1334 -0.0290
-0.0028 -1.0004 -0.9987 0.0753 0.1334 0.0290
0.9995 -0.0014 -0.0014 0.0623 -0.0298 -0.0852
-0.9995 0.0014 0.0014 -0.0623 0.0298 0.0852
0.9984 -1.0009 -0.0006 0.0456 0.0497 -0.1252
-0.9984 1.0009 0.0006 -0.0456 -0.0497 0.1252
-1.0007 -0.9981 0.0023 -0.0789 0.1093 0.0453
1.0007 0.9981 -0.0023 0.0789 -0.1093 -0.0453
-0.9978 0.0023 1.0010 -0.1543 -0.0241 0.0162
0.9978 -0.0023 -1.0010 0.1543 0.0241 -0.0162

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0170
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            16449
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.549
_diffrn_reflns_theta_min         3.149
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -50.00 -13.00   0.50    0.50    --  -38.50  38.00   0.00   74
  2  ω    -48.00 -17.00   0.50    0.50    --  -38.50 -38.00 120.00   62
  3  ω   -109.00 -16.00   0.50    0.50    --  -38.50 -38.00  30.00  186
  4  ω    -92.00  -3.00   0.50    0.50    --  -38.50 125.00-180.00  178
  5  ω     85.00 123.00   0.50    2.00    --  111.00  61.00-180.00   76
  6  ω    134.00 163.00   0.50    2.00    --  111.00  61.00-180.00   58
  7  ω    146.00 178.00   0.50    2.00    --  111.00  30.00-120.00   64
  8  ω    134.00 164.00   0.50    2.00    --  111.00  45.00 -90.00   60
  9  ω     99.00 177.00   0.50    2.00    --  111.00 125.00-180.00  156
 10  ω     97.00 177.00   0.50    2.00    --  111.00  45.00 -60.00  160
 11  ω    109.00 138.00   0.50    2.00    --  111.00 -61.00  30.00   58
 12  ω     88.00 129.00   0.50    2.00    --  111.00  45.00 -90.00   82
 13  ω     89.00 135.00   0.50    2.00    --  111.00  30.00-120.00   92
 14  ω     37.00  66.00   0.50    2.00    --  111.00 -30.00  60.00   58
 15  ω     30.00 101.00   0.50    2.00    --  111.00 -94.00 120.00  142
 16  ω     44.00  96.00   0.50    2.00    --  111.00-125.00 120.00  104
 17  ω    140.00 175.00   0.50    2.00    --  111.00  45.00 150.00   70
 18  ω    149.00 176.00   0.50    2.00    --  111.00  88.00 160.00   54
 19  ω     92.00 128.00   0.50    2.00    --  111.00  45.00 150.00   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0622074000
_diffrn_orient_matrix_UB_12      0.0165221000
_diffrn_orient_matrix_UB_13      -0.0921299000
_diffrn_orient_matrix_UB_21      -0.0300155000
_diffrn_orient_matrix_UB_22      -0.0795246000
_diffrn_orient_matrix_UB_23      -0.0538639000
_diffrn_orient_matrix_UB_31      -0.0853233000
_diffrn_orient_matrix_UB_32      0.0400472000
_diffrn_orient_matrix_UB_33      -0.0689436000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5856
_reflns_number_total             6076
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         6076
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0292
_refine_ls_R_factor_gt           0.0281
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0312P)²+1.3986P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0684
_refine_ls_wR_factor_ref         0.0692
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(F4B)=Sof(F5B)=Sof(F6B)=Sof(O6B)=Sof(C21B)=1-FVAR(1)
 Sof(F4A)=Sof(F5A)=Sof(F6A)=Sof(O6A)=Sof(C21A)=FVAR(1)
 Sof(H11D)=Sof(H11E)=Sof(H11F)=1-FVAR(2)
 Sof(H11A)=Sof(H11B)=Sof(H11C)=FVAR(2)
3.a Ternary CH refined with riding coordinates:
 C4(H4), C7(H7)
3.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B)
3.c Aromatic/amide H refined with riding coordinates:
 C13(H13)
3.d Disordered Me refined as rotating group:
 C11(H11A,H11B,H11C,H11D,H11E,H11F)
3.e Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,
 H10B,H10C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.64948(2) 0.45257(2) 0.42096(2) 0.01350(7) Uani 1 1 d . . . . .
N1 N 0.77346(7) 0.55665(6) 0.31243(8) 0.01459(19) Uani 1 1 d . . . . .
N2 N 0.68489(7) 0.47500(6) 0.20584(8) 0.01364(19) Uani 1 1 d . . . . .
N3 N 0.74584(7) 0.40216(6) 0.50196(8) 0.01465(19) Uani 1 1 d . . . . .
N4 N 0.76551(7) 0.43845(6) 0.60257(8) 0.01446(19) Uani 1 1 d . . . . .
N5 N 0.65516(7) 0.52445(6) 0.51809(8) 0.0155(2) Uani 1 1 d . . . . .
C1 C 0.71279(8) 0.49529(7) 0.31230(9) 0.0135(2) Uani 1 1 d . . . . .
C2 C 0.78150(9) 0.57683(7) 0.20472(10) 0.0169(2) Uani 1 1 d . . . . .
C3 C 0.72692(8) 0.52512(7) 0.13822(10) 0.0160(2) Uani 1 1 d . . . . .
C4 C 0.83197(8) 0.58876(7) 0.41340(10) 0.0164(2) Uani 1 1 d . . . . .
H4 H 0.8243 0.5525 0.4739 0.020 Uiso 1 1 calc R . . . .
C5 C 0.93777(9) 0.58932(9) 0.40013(11) 0.0224(3) Uani 1 1 d . . . . .
H5A H 0.9541 0.5411 0.3664 0.034 Uiso 1 1 calc GR . . . .
H5B H 0.9748 0.5944 0.4713 0.034 Uiso 1 1 calc GR . . . .
H5C H 0.9510 0.6328 0.3544 0.034 Uiso 1 1 calc GR . . . .
C6 C 0.79548(10) 0.66839(8) 0.44611(11) 0.0240(3) Uani 1 1 d . . . . .
H6A H 0.8047 0.7065 0.3905 0.036 Uiso 1 1 calc GR . . . .
H6B H 0.8299 0.6844 0.5153 0.036 Uiso 1 1 calc GR . . . .
H6C H 0.7288 0.6645 0.4532 0.036 Uiso 1 1 calc GR . . . .
C7 C 0.62634(8) 0.40361(7) 0.17236(10) 0.0162(2) Uani 1 1 d . . . . .
H7 H 0.6099 0.3796 0.2403 0.019 Uiso 1 1 calc R . . . .
C8 C 0.68474(10) 0.34328(8) 0.11821(12) 0.0229(3) Uani 1 1 d . . . . .
H8A H 0.6917 0.3600 0.0447 0.034 Uiso 1 1 calc GR . . . .
H8B H 0.6529 0.2934 0.1154 0.034 Uiso 1 1 calc GR . . . .
H8C H 0.7465 0.3383 0.1604 0.034 Uiso 1 1 calc GR . . . .
C9 C 0.53292(9) 0.42341(8) 0.10182(11) 0.0223(3) Uani 1 1 d . . . . .
H9A H 0.5011 0.4645 0.1366 0.033 Uiso 1 1 calc GR . . . .
H9B H 0.4931 0.3776 0.0940 0.033 Uiso 1 1 calc GR . . . .
H9C H 0.5456 0.4406 0.0303 0.033 Uiso 1 1 calc GR . . . .
C10 C 0.83827(10) 0.64371(9) 0.16788(11) 0.0255(3) Uani 1 1 d . . . . .
H10A H 0.8389 0.6862 0.2197 0.038 Uiso 1 1 calc GR . . . .
H10B H 0.8100 0.6613 0.0965 0.038 Uiso 1 1 calc GR . . . .
H10C H 0.9024 0.6266 0.1638 0.038 Uiso 1 1 calc GR . . . .
C11 C 0.71559(10) 0.52273(9) 0.01518(10) 0.0229(3) Uani 1 1 d . . . . .
H11A H 0.7481 0.4775 -0.0086 0.027 Uiso 0.415(19) 1 calc GR . P . .
H11B H 0.7422 0.5696 -0.0123 0.027 Uiso 0.415(19) 1 calc GR . P . .
H11C H 0.6491 0.5196 -0.0127 0.027 Uiso 0.415(19) 1 calc GR . P . .
H11D H 0.6782 0.5669 -0.0138 0.027 Uiso 0.585(19) 1 calc GR . P . .
H11E H 0.6841 0.4749 -0.0101 0.027 Uiso 0.585(19) 1 calc GR . P . .
H11F H 0.7772 0.5249 -0.0097 0.027 Uiso 0.585(19) 1 calc GR . P . .
C12 C 0.78716(8) 0.33115(7) 0.50741(10) 0.0160(2) Uani 1 1 d . . . . .
C13 C 0.83754(8) 0.32343(7) 0.61283(11) 0.0178(2) Uani 1 1 d . . . . .
H13 H 0.8750 0.2808 0.6385 0.021 Uiso 1 1 calc R . . . .
C14 C 0.82195(8) 0.39021(7) 0.67218(10) 0.0163(2) Uani 1 1 d . . . . .
C15 C 0.77453(9) 0.27618(7) 0.41240(11) 0.0205(2) Uani 1 1 d . . . . .
H15A H 0.7079 0.2706 0.3868 0.031 Uiso 1 1 calc GR . . . .
H15B H 0.8008 0.2258 0.4350 0.031 Uiso 1 1 calc GR . . . .
H15C H 0.8068 0.2966 0.3540 0.031 Uiso 1 1 calc GR . . . .
C16 C 0.85689(9) 0.40901(8) 0.78910(11) 0.0210(3) Uani 1 1 d . . . . .
H16A H 0.8882 0.4592 0.7930 0.032 Uiso 1 1 calc GR . . . .
H16B H 0.9011 0.3693 0.8188 0.032 Uiso 1 1 calc GR . . . .
H16C H 0.8040 0.4107 0.8310 0.032 Uiso 1 1 calc GR . . . .
C17 C 0.70884(8) 0.50764(7) 0.60660(10) 0.0149(2) Uani 1 1 d . . . . .
C18 C 0.71741(9) 0.55375(7) 0.71105(10) 0.0182(2) Uani 1 1 d . . . . .
H18A H 0.7828 0.5712 0.7292 0.022 Uiso 1 1 calc R . . . .
H18B H 0.7021 0.5201 0.7704 0.022 Uiso 1 1 calc R . . . .
C19 C 0.65197(12) 0.62471(9) 0.70259(12) 0.0292(3) Uani 1 1 d . . . . .
H19A H 0.6699 0.6601 0.6477 0.044 Uiso 1 1 calc GR . . . .
H19B H 0.6572 0.6510 0.7726 0.044 Uiso 1 1 calc GR . . . .
H19C H 0.5874 0.6079 0.6822 0.044 Uiso 1 1 calc GR . . . .
S2 S 0.98619(2) 0.37147(2) 0.26364(2) 0.01845(7) Uani 1 1 d . . . . .
F4A F 0.92175(11) 0.35621(9) 0.05354(9) 0.0440(4) Uani 0.875(3) 1 d . . P A 1
F4B F 0.9641(7) 0.3255(6) 0.0494(7) 0.038(2) Uiso 0.125(3) 1 d . . P A 2
F5A F 0.96324(9) 0.47423(7) 0.10144(9) 0.0383(4) Uani 0.875(3) 1 d . . P A 1
F5B F 1.0104(6) 0.4459(5) 0.0820(6) 0.033(2) Uiso 0.125(3) 1 d . . P A 2
F6A F 1.07044(10) 0.38707(10) 0.08573(10) 0.0466(4) Uani 0.875(3) 1 d . . P A 1
F6B F 1.1075(6) 0.3461(6) 0.1130(7) 0.038(2) Uiso 0.125(3) 1 d . . P A 2
O4 O 1.06398(7) 0.41719(6) 0.31838(8) 0.0250(2) Uani 1 1 d . . . . .
O5 O 0.99882(8) 0.28790(6) 0.26712(10) 0.0341(2) Uani 1 1 d . . . . .
O6A O 0.89313(10) 0.39840(9) 0.28656(18) 0.0271(3) Uani 0.875(3) 1 d . . P A 1
O6B O 0.8960(10) 0.3966(8) 0.2505(10) 0.028(3) Uiso 0.125(3) 1 d . . P A 2
C21A C 0.98545(15) 0.39825(12) 0.11902(13) 0.0269(4) Uani 0.875(3) 1 d . . P A
1
C21B C 1.0234(12) 0.3715(8) 0.1160(11) 0.025(3) Uiso 0.125(3) 1 d . . P A 2
S1 S 0.44812(2) 0.61471(2) 0.27661(2) 0.01670(7) Uani 1 1 d . . . . .
F1 F 0.58677(8) 0.71550(7) 0.32027(10) 0.0532(3) Uani 1 1 d . . . . .
F2 F 0.47170(6) 0.75759(5) 0.20419(8) 0.03152(19) Uani 1 1 d . . . . .
F3 F 0.56946(8) 0.67300(6) 0.15338(10) 0.0496(3) Uani 1 1 d . . . . .
O1 O 0.40786(7) 0.64648(6) 0.36956(9) 0.0283(2) Uani 1 1 d . . . . .
O2 O 0.38115(7) 0.60320(6) 0.17842(9) 0.0290(2) Uani 1 1 d . . . . .
O3 O 0.51454(7) 0.55097(6) 0.30166(8) 0.0246(2) Uani 1 1 d . . . . .
C20 C 0.52293(9) 0.69413(8) 0.23653(12) 0.0244(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 N3 1.7974(11) . ?
P1 N5 1.6990(11) . ?
P1 C1 1.8435(12) . ?
P1 O3 2.8042(10) . ?
N1 C1 1.3513(15) . ?
N1 C2 1.3794(15) . ?
N1 C4 1.4988(15) . ?
N2 C1 1.3555(15) . ?
N2 C3 1.3744(15) . ?
N2 C7 1.4974(15) . ?
N3 N4 1.3725(14) . ?
N3 C12 1.3400(16) . ?
N4 C14 1.3645(16) . ?
N4 C17 1.4286(15) . ?
N5 C17 1.2726(16) . ?
C2 C3 1.3677(17) . ?
C2 C10 1.4949(17) . ?
C3 C11 1.4927(16) . ?
C4 H4 0.9800 . ?
C4 C5 1.5263(17) . ?
C4 C6 1.5211(18) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7 0.9800 . ?
C7 C8 1.5211(17) . ?
C7 C9 1.5210(17) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C11 H11D 0.9600 . ?
C11 H11E 0.9600 . ?
C11 H11F 0.9600 . ?
C12 C13 1.3970(18) . ?
C12 C15 1.4839(17) . ?
C13 H13 0.9300 . ?
C13 C14 1.3807(18) . ?
C14 C16 1.4863(17) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.4902(16) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.5167(18) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
S2 O4 1.4411(10) . ?
S2 O5 1.4327(11) . ?
S2 O6A 1.4549(15) . ?
S2 O6B 1.336(14) . ?
S2 C21A 1.8242(17) . ?
S2 C21B 1.944(16) . ?
F4A C21A 1.3344(19) . ?
F4B C21B 1.344(16) . ?
F5A C21A 1.341(3) . ?
F5B C21B 1.338(16) . ?
F6A C21A 1.332(2) . ?
F6B C21B 1.27(2) . ?
S1 O1 1.4396(10) . ?
S1 O2 1.4446(10) . ?
S1 O3 1.4420(10) . ?
S1 C20 1.8216(14) . ?
F1 C20 1.3267(17) . ?
F2 C20 1.3319(16) . ?
F3 C20 1.3291(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 P1 C1 100.41(5) . . ?
N3 P1 O3 171.74(4) . . ?
N5 P1 N3 89.62(5) . . ?
N5 P1 C1 103.64(5) . . ?
N5 P1 O3 84.39(4) . . ?
C1 P1 O3 75.60(4) . . ?
C1 N1 C2 108.71(10) . . ?
C1 N1 C4 124.52(10) . . ?
C2 N1 C4 126.24(10) . . ?
C1 N2 C3 108.91(10) . . ?
C1 N2 C7 123.51(10) . . ?
C3 N2 C7 127.26(10) . . ?
N4 N3 P1 109.38(8) . . ?
C12 N3 P1 138.86(9) . . ?
C12 N3 N4 108.88(10) . . ?
N3 N4 C17 110.54(9) . . ?
C14 N4 N3 108.91(10) . . ?
C14 N4 C17 139.50(11) . . ?
C17 N5 P1 113.72(9) . . ?
N1 C1 P1 132.12(9) . . ?
N1 C1 N2 107.76(10) . . ?
N2 C1 P1 118.85(8) . . ?
N1 C2 C10 126.15(11) . . ?
C3 C2 N1 107.35(10) . . ?
C3 C2 C10 126.50(11) . . ?
N2 C3 C11 126.15(11) . . ?
C2 C3 N2 107.24(10) . . ?
C2 C3 C11 126.60(11) . . ?
N1 C4 H4 106.8 . . ?
N1 C4 C5 111.17(10) . . ?
N1 C4 C6 111.75(10) . . ?
C5 C4 H4 106.8 . . ?
C6 C4 H4 106.8 . . ?
C6 C4 C5 113.13(11) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 H7 106.8 . . ?
N2 C7 C8 110.71(10) . . ?
N2 C7 C9 112.71(10) . . ?
C8 C7 H7 106.8 . . ?
C9 C7 H7 106.8 . . ?
C9 C7 C8 112.57(10) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C2 C10 H10A 109.5 . . ?
C2 C10 H10B 109.5 . . ?
C2 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C3 C11 H11A 109.5 . . ?
C3 C11 H11B 109.5 . . ?
C3 C11 H11C 109.5 . . ?
C3 C11 H11D 109.5 . . ?
C3 C11 H11E 109.5 . . ?
C3 C11 H11F 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11A C11 H11D 141.1 . . ?
H11A C11 H11E 56.3 . . ?
H11A C11 H11F 56.3 . . ?
H11B C11 H11C 109.5 . . ?
H11B C11 H11D 56.3 . . ?
H11B C11 H11E 141.1 . . ?
H11B C11 H11F 56.3 . . ?
H11C C11 H11D 56.3 . . ?
H11C C11 H11E 56.3 . . ?
H11C C11 H11F 141.1 . . ?
H11D C11 H11E 109.5 . . ?
H11D C11 H11F 109.5 . . ?
H11E C11 H11F 109.5 . . ?
N3 C12 C13 107.38(11) . . ?
N3 C12 C15 121.39(11) . . ?
C13 C12 C15 131.23(11) . . ?
C12 C13 H13 126.0 . . ?
C14 C13 C12 108.08(11) . . ?
C14 C13 H13 126.0 . . ?
N4 C14 C13 106.69(11) . . ?
N4 C14 C16 124.52(11) . . ?
C13 C14 C16 128.79(11) . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N4 C17 C18 118.59(10) . . ?
N5 C17 N4 115.63(11) . . ?
N5 C17 C18 125.78(11) . . ?
C17 C18 H18A 109.2 . . ?
C17 C18 H18B 109.2 . . ?
C17 C18 C19 112.22(11) . . ?
H18A C18 H18B 107.9 . . ?
C19 C18 H18A 109.2 . . ?
C19 C18 H18B 109.2 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O4 S2 O6A 113.40(9) . . ?
O4 S2 C21A 102.99(7) . . ?
O4 S2 C21B 98.6(4) . . ?
O5 S2 O4 115.90(6) . . ?
O5 S2 O6A 114.79(8) . . ?
O5 S2 C21A 105.18(9) . . ?
O5 S2 C21B 88.9(4) . . ?
O6A S2 C21A 102.39(11) . . ?
O6B S2 O4 123.0(6) . . ?
O6B S2 O5 115.7(6) . . ?
O6B S2 C21B 104.8(7) . . ?
F4A C21A S2 111.55(11) . . ?
F4A C21A F5A 107.08(17) . . ?
F5A C21A S2 111.61(13) . . ?
F6A C21A S2 111.52(14) . . ?
F6A C21A F4A 107.91(17) . . ?
F6A C21A F5A 106.92(14) . . ?
F4B C21B S2 109.9(11) . . ?
F5B C21B S2 104.2(10) . . ?
F5B C21B F4B 108.2(11) . . ?
F6B C21B S2 113.1(9) . . ?
F6B C21B F4B 107.4(12) . . ?
F6B C21B F5B 113.9(14) . . ?
O1 S1 O2 115.02(7) . . ?
O1 S1 O3 115.31(6) . . ?
O1 S1 C20 103.64(6) . . ?
O2 S1 C20 102.66(6) . . ?
O3 S1 O2 114.54(6) . . ?
O3 S1 C20 103.26(6) . . ?
S1 O3 P1 160.28(6) . . ?
F1 C20 S1 110.95(10) . . ?
F1 C20 F2 107.35(12) . . ?
F1 C20 F3 108.01(12) . . ?
F2 C20 S1 111.59(9) . . ?
F3 C20 S1 111.51(10) . . ?
F3 C20 F2 107.23(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 N3 N4 C14 165.88(8) . . . . ?
P1 N3 N4 C17 -4.77(11) . . . . ?
P1 N3 C12 C13 -160.00(10) . . . . ?
P1 N3 C12 C15 19.36(19) . . . . ?
P1 N5 C17 N4 9.43(13) . . . . ?
P1 N5 C17 C18 -171.08(9) . . . . ?
N1 C2 C3 N2 1.09(14) . . . . ?
N1 C2 C3 C11 -178.34(12) . . . . ?
N3 P1 N5 C17 -10.05(9) . . . . ?
N3 P1 C1 N1 -74.86(12) . . . . ?
N3 P1 C1 N2 119.77(9) . . . . ?
N3 N4 C14 C13 0.36(13) . . . . ?
N3 N4 C14 C16 -179.12(11) . . . . ?
N3 N4 C17 N5 -2.68(14) . . . . ?
N3 N4 C17 C18 177.78(10) . . . . ?
N3 C12 C13 C14 2.64(14) . . . . ?
N4 N3 C12 C13 -2.41(13) . . . . ?
N4 N3 C12 C15 176.95(10) . . . . ?
N4 C17 C18 C19 -179.28(11) . . . . ?
N5 P1 N3 N4 8.15(8) . . . . ?
N5 P1 N3 C12 165.67(13) . . . . ?
N5 P1 C1 N1 17.30(13) . . . . ?
N5 P1 C1 N2 -148.07(9) . . . . ?
N5 C17 C18 C19 1.23(18) . . . . ?
C1 P1 N3 N4 111.95(8) . . . . ?
C1 P1 N3 C12 -90.53(13) . . . . ?
C1 P1 N5 C17 -110.67(9) . . . . ?
C1 N1 C2 C3 -1.87(14) . . . . ?
C1 N1 C2 C10 177.27(12) . . . . ?
C1 N1 C4 C5 124.18(12) . . . . ?
C1 N1 C4 C6 -108.36(13) . . . . ?
C1 N2 C3 C2 0.07(13) . . . . ?
C1 N2 C3 C11 179.50(12) . . . . ?
C1 N2 C7 C8 -111.54(12) . . . . ?
C1 N2 C7 C9 121.37(12) . . . . ?
C2 N1 C1 P1 -164.66(10) . . . . ?
C2 N1 C1 N2 1.91(13) . . . . ?
C2 N1 C4 C5 -46.49(16) . . . . ?
C2 N1 C4 C6 80.97(15) . . . . ?
C3 N2 C1 P1 167.43(8) . . . . ?
C3 N2 C1 N1 -1.23(13) . . . . ?
C3 N2 C7 C8 61.26(15) . . . . ?
C3 N2 C7 C9 -65.83(15) . . . . ?
C4 N1 C1 P1 23.28(18) . . . . ?
C4 N1 C1 N2 -170.15(10) . . . . ?
C4 N1 C2 C3 170.02(11) . . . . ?
C4 N1 C2 C10 -10.8(2) . . . . ?
C7 N2 C1 P1 -18.62(15) . . . . ?
C7 N2 C1 N1 172.72(10) . . . . ?
C7 N2 C3 C2 -173.59(11) . . . . ?
C7 N2 C3 C11 5.8(2) . . . . ?
C10 C2 C3 N2 -178.04(12) . . . . ?
C10 C2 C3 C11 2.5(2) . . . . ?
C12 N3 N4 C14 1.30(13) . . . . ?
C12 N3 N4 C17 -169.34(9) . . . . ?
C12 C13 C14 N4 -1.83(13) . . . . ?
C12 C13 C14 C16 177.63(12) . . . . ?
C14 N4 C17 N5 -168.98(13) . . . . ?
C14 N4 C17 C18 11.5(2) . . . . ?
C15 C12 C13 C14 -176.63(12) . . . . ?
C17 N4 C14 C13 166.81(13) . . . . ?
C17 N4 C14 C16 -12.7(2) . . . . ?
O4 S2 C21A F4A 174.99(16) . . . . ?
O4 S2 C21A F5A -65.27(14) . . . . ?
O4 S2 C21A F6A 54.24(15) . . . . ?
O5 S2 C21A F4A 53.18(18) . . . . ?
O5 S2 C21A F5A 172.93(12) . . . . ?
O5 S2 C21A F6A -67.56(14) . . . . ?
O6A S2 C21A F4A -67.11(18) . . . . ?
O6A S2 C21A F5A 52.64(14) . . . . ?
O6A S2 C21A F6A 172.15(14) . . . . ?
O1 S1 O3 P1 -24.7(2) . . . . ?
O1 S1 C20 F1 56.80(12) . . . . ?
O1 S1 C20 F2 -62.87(12) . . . . ?
O1 S1 C20 F3 177.24(10) . . . . ?
O2 S1 O3 P1 -161.62(16) . . . . ?
O2 S1 C20 F1 176.83(11) . . . . ?
O2 S1 C20 F2 57.16(12) . . . . ?
O2 S1 C20 F3 -62.73(12) . . . . ?
O3 P1 N5 C17 175.65(9) . . . . ?
O3 P1 C1 N1 97.74(12) . . . . ?
O3 P1 C1 N2 -67.63(9) . . . . ?
O3 S1 C20 F1 -63.82(12) . . . . ?
O3 S1 C20 F2 176.52(10) . . . . ?
O3 S1 C20 F3 56.63(12) . . . . ?
C20 S1 O3 P1 87.59(18) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.224
_oxdiff_exptl_absorpt_empirical_full_min 0.847
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jjw0626
_database_code_depnum_ccdc_archive 'CCDC 2406465'
loop_
_audit_author_name
_audit_author_address
'Jan J. Weigand'
;TU Dresden
Germany
;
_audit_update_record             
;
2024-11-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT430_jjw0626             
;
PROBLEM: Short Inter D...A Contact  P1       ..O2       .       2.74 Ang.  
RESPONSE: This is caused by a close contact between anion and cation.
;
_vrf_PLAT431_jjw0626             
;
PROBLEM: Short Inter HL..A Contact  Br1      ..O1       .       3.02 Ang.  
RESPONSE: This is caused by a close contact between anion and cation.
;
# end Validation Reply Form
_audit_creation_date             2018-08-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H31 Br N5 P, 2(C F3 O3 S), C2 H3 N'
_chemical_formula_sum            'C27 H34 Br F6 N6 O6 P S2'
_chemical_formula_weight         827.60
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C54 H68 Br2 F12 N12 O12 P2 S4 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.23858(13)
_cell_length_b                   12.5586(2)
_cell_length_c                   13.81121(16)
_cell_angle_alpha                103.8546(12)
_cell_angle_beta                 98.6579(10)
_cell_angle_gamma                103.2718(12)
_cell_volume                     1797.97(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11636
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.3240
_cell_measurement_theta_min      3.3690
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.773
_exptl_absorpt_correction_T_max  0.792
_exptl_absorpt_correction_T_min  0.342
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             844
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0326
0 -1 0 0.0326
-1 0 0 0.1692
1 0 0 0.1692
0 -4 9 0.0951
0 4 -9 0.0951
-2 5 -7 0.1011
-2 -1 9 0.1059
7 -2 -2 0.1728
1 -3 -7 0.0783

_exptl_crystal_size_max          0.373
_exptl_crystal_size_mid          0.203
_exptl_crystal_size_min          0.065
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0006 0.9999 -0.0008 -0.1272 0.0243 0.0229
-0.0006 -0.9999 0.0008 0.1272 -0.0243 -0.0229
-0.9992 0.0007 0.0008 0.0694 0.1237 0.0255
0.9992 -0.0007 -0.0008 -0.0694 -0.1237 -0.0255
-0.0167 -3.9987 8.9965 0.0624 0.0825 -1.0342
0.0167 3.9987 -8.9965 -0.0624 -0.0825 1.0342
-1.9843 5.0003 -6.9972 -0.1499 0.2291 0.8986
-2.0132 -0.9975 8.9957 -0.1803 0.4028 -0.9144
6.9963 -2.0052 -2.0023 -0.1324 -0.9545 -0.0148
1.0084 -3.0012 -6.9933 0.6591 -0.3362 0.6388

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17302
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.620
_diffrn_reflns_theta_min         3.377
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -58.00  26.00   0.50    0.50    --  -38.50  38.00 120.00  168
  2  ω     49.00 105.00   0.50    0.50    --   42.50  57.00 120.00  112
  3  ω     43.00 133.00   0.50    2.00    --  111.00 -45.00  30.00  180
  4  ω    117.00 158.00   0.50    2.00    --  111.00  30.00 150.00   82
  5  ω    101.00 159.00   0.50    2.00    --  111.00  45.00 120.00  116
  6  ω     76.00 132.00   0.50    2.00    --  111.00 -30.00 120.00  112
  7  ω     85.00 119.00   0.50    2.00    --  111.00-125.00  90.00   68
  8  ω     63.00 109.00   0.50    2.00    --  111.00 -94.00 -30.00   92
  9  ω     72.00 138.00   0.50    2.00    --  111.00 -61.00 -60.00  132
 10  ω     86.00 121.00   0.50    2.00    --  111.00-125.00-120.00   70
 11  ω     55.00  91.00   0.50    2.00    --  111.00 -94.00-120.00   72
 12  ω     68.00 120.00   0.50    2.00    --  111.00 -30.00-180.00  104
 13  ω     42.00  70.00   0.50    2.00    --  111.00 -61.00 -60.00   56
 14  ω     36.00 116.00   0.50    2.00    --  111.00 -30.00 -90.00  160
 15  ω     47.00  80.00   0.50    0.50    --   42.50-125.00  30.00   66
 16  ω     38.00  72.00   0.50    2.00    --  111.00 -30.00 120.00   68
 17  ω     46.00 122.00   0.50    2.00    --  111.00 -61.00 150.00  152
 18  ω     63.00  91.00   0.50    2.00    --  111.00 -94.00 150.00   56
 19  ω     59.00 109.00   0.50    2.00    --  111.00 -94.00  90.00  100
 20  ω     55.00  80.00   0.50    2.00    --  111.00 -94.00  60.00   50
 21  ω     43.00  70.00   0.50    2.00    --  111.00-125.00  90.00   54
 22  ω     55.00 120.00   0.50    2.00    --  111.00-125.00 -30.00  130
 23  ω     40.00  98.00   0.50    0.50    --   42.50-125.00-120.00  116
 24  ω     39.00  66.00   0.50    2.00    --  111.00 -30.00-180.00   54
 25  ω     16.00 111.00   0.50    0.50    --   42.50  77.00 -30.00  190
 26  ω     26.00 172.00   0.50    2.00    --  111.00   0.00 120.00  292
 27  ω    -64.00  27.00   0.50    0.50    --  -38.50  57.00-120.00  182
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0696036000
_diffrn_orient_matrix_UB_12      -0.1271637000
_diffrn_orient_matrix_UB_13      -0.0497168000
_diffrn_orient_matrix_UB_21      -0.1237821000
_diffrn_orient_matrix_UB_22      0.0243688000
_diffrn_orient_matrix_UB_23      0.0197741000
_diffrn_orient_matrix_UB_31      -0.0255698000
_diffrn_orient_matrix_UB_32      0.0228620000
_diffrn_orient_matrix_UB_33      -0.1048399000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7128
_reflns_number_total             7459
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.874
_refine_diff_density_min         -0.858
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     506
_refine_ls_number_reflns         7459
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0360
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0608P)²+0.7510P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0951
_refine_ls_wR_factor_ref         0.0964
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(S2B)=Sof(F4B)=Sof(F5B)=Sof(F6B)=Sof(O4B)=Sof(O5B)=Sof(O6B)=Sof(C25B)=1-
 FVAR(1)
 Sof(S1A)=Sof(F4A)=Sof(F5A)=Sof(F6A)=Sof(O4A)=Sof(O5A)=Sof(O6A)=Sof(C25A)=
 FVAR(1)
 Sof(F1A)=Sof(F2A)=Sof(F3A)=Sof(C24A)=1-FVAR(2)
 Sof(F1B)=Sof(F2B)=Sof(F3B)=Sof(C24B)=FVAR(2)
3.a Ternary CH refined with riding coordinates:
 C11(H11), C14(H14)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C23(H23), C22(H22), C20(H20), C19(H19)
3.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C16(H16A,H16B,
 H16C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C),
 C27(H27A,H27B,H27C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.07778(2) 0.30394(2) 1.02492(2) 0.02256(7) Uani 1 1 d . . . . .
P1 P 0.29794(4) 0.76274(3) 0.68221(3) 0.01587(10) Uani 1 1 d . . . . .
N3 N 0.21530(13) 0.59224(12) 0.48253(11) 0.0181(3) Uani 1 1 d . . . . .
N4 N 0.20377(13) 0.76452(13) 0.48617(11) 0.0178(3) Uani 1 1 d . . . . .
N1 N 0.43717(13) 0.71570(12) 0.70736(10) 0.0160(3) Uani 1 1 d . . . . .
N2 N 0.41923(13) 0.64705(12) 0.77118(10) 0.0159(3) Uani 1 1 d . . . . .
N5 N 0.21870(13) 0.65911(12) 0.72755(11) 0.0174(3) Uani 1 1 d . . . . .
C6 C 0.24038(14) 0.69965(14) 0.54381(13) 0.0166(3) Uani 1 1 d . . . . .
C7 C 0.16156(16) 0.58906(16) 0.38498(13) 0.0213(3) Uani 1 1 d . . . . .
C8 C 0.15529(15) 0.69738(16) 0.38751(13) 0.0214(3) Uani 1 1 d . . . . .
C11 C 0.24713(16) 0.49562(14) 0.51636(13) 0.0198(3) Uani 1 1 d . . . . .
H11 H 0.3031 0.5291 0.5841 0.024 Uiso 1 1 calc R . . . .
C12 C 0.13080(18) 0.41482(16) 0.52941(15) 0.0269(4) Uani 1 1 d . . . . .
H12A H 0.0910 0.4570 0.5757 0.040 Uiso 1 1 calc GR . . . .
H12B H 0.1544 0.3572 0.5564 0.040 Uiso 1 1 calc GR . . . .
H12C H 0.0737 0.3794 0.4643 0.040 Uiso 1 1 calc GR . . . .
C13 C 0.31953(18) 0.43521(16) 0.44667(15) 0.0260(4) Uani 1 1 d . . . . .
H13A H 0.2620 0.3822 0.3869 0.039 Uiso 1 1 calc GR . . . .
H13B H 0.3646 0.3949 0.4825 0.039 Uiso 1 1 calc GR . . . .
H13C H 0.3775 0.4906 0.4268 0.039 Uiso 1 1 calc GR . . . .
C14 C 0.22572(16) 0.89118(15) 0.52484(14) 0.0206(3) Uani 1 1 d . . . . .
H14 H 0.2504 0.9116 0.5995 0.025 Uiso 1 1 calc R . . . .
C15 C 0.10792(19) 0.92809(18) 0.49972(16) 0.0291(4) Uani 1 1 d . . . . .
H15A H 0.0906 0.9247 0.4287 0.044 Uiso 1 1 calc GR . . . .
H15B H 0.1200 1.0048 0.5405 0.044 Uiso 1 1 calc GR . . . .
H15C H 0.0387 0.8780 0.5141 0.044 Uiso 1 1 calc GR . . . .
C16 C 0.33611(19) 0.95188(17) 0.48827(18) 0.0304(4) Uani 1 1 d . . . . .
H16A H 0.4075 0.9256 0.5074 0.046 Uiso 1 1 calc GR . . . .
H16B H 0.3557 1.0327 0.5191 0.046 Uiso 1 1 calc GR . . . .
H16C H 0.3148 0.9357 0.4153 0.046 Uiso 1 1 calc GR . . . .
C9 C 0.1183(2) 0.48536(18) 0.29501(15) 0.0317(4) Uani 1 1 d . . . . .
H9A H 0.1887 0.4722 0.2671 0.048 Uiso 1 1 calc GR . . . .
H9B H 0.0582 0.4966 0.2440 0.048 Uiso 1 1 calc GR . . . .
H9C H 0.0803 0.4205 0.3161 0.048 Uiso 1 1 calc GR . . . .
C10 C 0.1047(2) 0.73669(19) 0.29990(15) 0.0308(4) Uani 1 1 d . . . . .
H10A H 0.0280 0.7548 0.3093 0.046 Uiso 1 1 calc GR . . . .
H10B H 0.0889 0.6771 0.2373 0.046 Uiso 1 1 calc GR . . . .
H10C H 0.1646 0.8033 0.2969 0.046 Uiso 1 1 calc GR . . . .
C1 C 0.56155(15) 0.76212(14) 0.72156(13) 0.0180(3) Uani 1 1 d . . . . .
C2 C 0.62260(15) 0.71936(15) 0.79309(13) 0.0201(3) Uani 1 1 d . . . . .
H2 H 0.7088 0.7348 0.8149 0.024 Uiso 1 1 calc R . . . .
C3 C 0.53173(15) 0.64981(15) 0.82578(13) 0.0186(3) Uani 1 1 d . . . . .
C4 C 0.61155(16) 0.84551(16) 0.66734(14) 0.0233(3) Uani 1 1 d . . . . .
H4A H 0.5846 0.8108 0.5949 0.035 Uiso 1 1 calc GR . . . .
H4B H 0.7014 0.8683 0.6859 0.035 Uiso 1 1 calc GR . . . .
H4C H 0.5810 0.9112 0.6861 0.035 Uiso 1 1 calc GR . . . .
C5 C 0.54614(16) 0.59211(17) 0.90722(14) 0.0235(3) Uani 1 1 d . . . . .
H5A H 0.5040 0.6202 0.9592 0.035 Uiso 1 1 calc GR . . . .
H5B H 0.6335 0.6076 0.9368 0.035 Uiso 1 1 calc GR . . . .
H5C H 0.5103 0.5113 0.8784 0.035 Uiso 1 1 calc GR . . . .
C17 C 0.29120(15) 0.61595(14) 0.77688(12) 0.0163(3) Uani 1 1 d . . . . .
C18 C 0.24758(15) 0.53888(15) 0.83765(13) 0.0180(3) Uani 1 1 d . . . . .
C23 C 0.19357(16) 0.58236(15) 0.91764(14) 0.0214(3) Uani 1 1 d . . . . .
H23 H 0.1886 0.6573 0.9319 0.026 Uiso 1 1 calc R . . . .
C22 C 0.14735(17) 0.51273(16) 0.97555(14) 0.0228(3) Uani 1 1 d . . . . .
H22 H 0.1150 0.5415 1.0312 0.027 Uiso 1 1 calc R . . . .
C21 C 0.14994(15) 0.39944(15) 0.94939(13) 0.0196(3) Uani 1 1 d . . . . .
C20 C 0.20229(16) 0.35534(15) 0.86941(13) 0.0206(3) Uani 1 1 d . . . . .
H20 H 0.2037 0.2794 0.8533 0.025 Uiso 1 1 calc R . . . .
C19 C 0.25257(16) 0.42624(15) 0.81359(13) 0.0203(3) Uani 1 1 d . . . . .
H19 H 0.2893 0.3984 0.7605 0.024 Uiso 1 1 calc R . . . .
S1 S 0.02438(4) 0.84077(3) 0.77065(3) 0.01949(10) Uani 1 1 d . . . . .
F1A F 0.0056(5) 1.0261(2) 0.89248(19) 0.0805(13) Uani 0.833(8) 1 d . . P A 2
F1B F 0.0803(10) 1.0477(8) 0.8936(7) 0.038(3) Uiso 0.167(8) 1 d . . P A 1
F2A F 0.1745(4) 1.0472(2) 0.8348(3) 0.0941(15) Uani 0.833(8) 1 d . . P A 2
F2B F 0.2210(11) 1.0216(10) 0.8085(9) 0.047(3) Uiso 0.167(8) 1 d . . P A 1
F3A F -0.0012(5) 1.0323(3) 0.7393(2) 0.0728(10) Uani 0.833(8) 1 d . . P A 2
F3B F 0.0509(11) 1.0420(11) 0.7302(10) 0.041(3) Uiso 0.167(8) 1 d . . P A 1
O1 O 0.08678(14) 0.81729(13) 0.85847(11) 0.0302(3) Uani 1 1 d . . . . .
O2 O 0.07463(13) 0.81547(13) 0.68023(11) 0.0298(3) Uani 1 1 d . . . . .
O3 O -0.10959(14) 0.80414(17) 0.75081(14) 0.0454(4) Uani 1 1 d . . . . .
C24A C 0.0512(6) 0.9940(3) 0.8106(3) 0.0471(9) Uani 0.833(8) 1 d . . P A 2
C24B C 0.0997(17) 1.0019(15) 0.8046(12) 0.023(4) Uiso 0.167(8) 1 d . . P A 1
S1A S 0.46900(11) 0.29762(6) 0.64986(6) 0.0255(2) Uani 0.822(3) 1 d . . P B 1
F4A F 0.5336(5) 0.1464(4) 0.7346(3) 0.0686(11) Uani 0.822(3) 1 d . . P B 1
F5A F 0.6592(2) 0.3146(3) 0.79235(17) 0.0833(10) Uani 0.822(3) 1 d . . P B 1
F6A F 0.4826(4) 0.2782(3) 0.8366(2) 0.0537(7) Uani 0.822(3) 1 d . . P B 1
O4A O 0.5405(7) 0.2641(7) 0.5756(6) 0.0318(19) Uani 0.822(3) 1 d . . P B 1
O5A O 0.4875(3) 0.4183(2) 0.6909(2) 0.0397(6) Uani 0.822(3) 1 d . . P B 1
O6A O 0.34016(17) 0.23171(18) 0.62630(16) 0.0387(5) Uani 0.822(3) 1 d . . P B 1
C25A C 0.5383(3) 0.2560(3) 0.7579(2) 0.0468(8) Uani 0.822(3) 1 d . . P B 1
S2B S 0.5337(4) 0.3234(3) 0.6839(3) 0.0247(9) Uani 0.178(3) 1 d . . P B 2
F4B F 0.4909(15) 0.1235(17) 0.7199(15) 0.055(4) Uiso 0.178(3) 1 d . . P B 2
F5B F 0.3303(9) 0.1639(8) 0.6774(7) 0.053(2) Uiso 0.178(3) 1 d . . P B 2
F6B F 0.4407(11) 0.2544(12) 0.8255(11) 0.039(3) Uiso 0.178(3) 1 d . . P B 2
O4B O 0.535(4) 0.268(4) 0.575(4) 0.048(13) Uiso 0.178(3) 1 d . . P B 2
O5B O 0.4486(10) 0.3921(11) 0.6788(9) 0.026(3) Uiso 0.178(3) 1 d . . P B 2
O6B O 0.6458(9) 0.3754(8) 0.7554(8) 0.040(2) Uiso 0.178(3) 1 d . . P B 2
C25B C 0.4472(13) 0.2123(11) 0.7311(10) 0.037(3) Uiso 0.178(3) 1 d . . P B 2
N6 N 0.41573(19) 0.85335(18) 0.92228(17) 0.0439(5) Uani 1 1 d . . . . .
C26 C 0.3667(2) 0.8974(2) 0.98012(18) 0.0387(5) Uani 1 1 d . . . . .
C27 C 0.3049(3) 0.9532(3) 1.0543(2) 0.0507(7) Uani 1 1 d . . . . .
H27A H 0.2163 0.9306 1.0268 0.076 Uiso 1 1 calc GR . . . .
H27B H 0.3365 1.0345 1.0691 0.076 Uiso 1 1 calc GR . . . .
H27C H 0.3212 0.9315 1.1160 0.076 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C21 1.8950(17) . ?
P1 N1 1.8103(14) . ?
P1 N5 1.7045(15) . ?
P1 C6 1.8350(17) . ?
N3 C6 1.350(2) . ?
N3 C7 1.378(2) . ?
N3 C11 1.496(2) . ?
N4 C6 1.354(2) . ?
N4 C8 1.371(2) . ?
N4 C14 1.500(2) . ?
N1 N2 1.3779(19) . ?
N1 C1 1.349(2) . ?
N2 C3 1.360(2) . ?
N2 C17 1.421(2) . ?
N5 C17 1.278(2) . ?
C7 C8 1.371(3) . ?
C7 C9 1.493(3) . ?
C8 C10 1.496(2) . ?
C11 H11 0.9800 . ?
C11 C12 1.523(2) . ?
C11 C13 1.528(2) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14 0.9800 . ?
C14 C15 1.519(2) . ?
C14 C16 1.521(2) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C1 C2 1.398(2) . ?
C1 C4 1.485(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.388(2) . ?
C3 C5 1.485(2) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C17 C18 1.475(2) . ?
C18 C23 1.397(2) . ?
C18 C19 1.390(2) . ?
C23 H23 0.9300 . ?
C23 C22 1.388(3) . ?
C22 H22 0.9300 . ?
C22 C21 1.390(3) . ?
C21 C20 1.388(2) . ?
C20 H20 0.9300 . ?
C20 C19 1.391(2) . ?
C19 H19 0.9300 . ?
S1 O1 1.4353(14) . ?
S1 O2 1.4436(14) . ?
S1 O3 1.4322(15) . ?
S1 C24A 1.810(3) . ?
S1 C24B 1.916(18) . ?
F1A C24A 1.324(6) . ?
F1B C24B 1.300(19) . ?
F2A C24A 1.344(6) . ?
F2B C24B 1.32(2) . ?
F3A C24A 1.315(5) . ?
F3B C24B 1.35(2) . ?
S1A O4A 1.439(6) . ?
S1A O5A 1.439(3) . ?
S1A O6A 1.438(2) . ?
S1A C25A 1.821(3) . ?
F4A C25A 1.324(5) . ?
F5A C25A 1.339(5) . ?
F6A C25A 1.338(4) . ?
S2B O4B 1.50(4) . ?
S2B O5B 1.432(13) . ?
S2B O6B 1.389(12) . ?
S2B C25B 1.821(14) . ?
F4B C25B 1.30(2) . ?
F5B C25B 1.331(17) . ?
F6B C25B 1.30(2) . ?
N6 C26 1.144(3) . ?
C26 C27 1.455(3) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 P1 C6 102.73(7) . . ?
N5 P1 N1 89.34(7) . . ?
N5 P1 C6 101.38(7) . . ?
C6 N3 C7 108.72(14) . . ?
C6 N3 C11 124.47(14) . . ?
C7 N3 C11 126.75(15) . . ?
C6 N4 C8 108.85(14) . . ?
C6 N4 C14 123.99(14) . . ?
C8 N4 C14 126.92(15) . . ?
N2 N1 P1 108.26(10) . . ?
C1 N1 P1 135.80(12) . . ?
C1 N1 N2 107.85(13) . . ?
N1 N2 C17 110.48(13) . . ?
C3 N2 N1 109.82(13) . . ?
C3 N2 C17 137.76(14) . . ?
C17 N5 P1 112.88(12) . . ?
N3 C6 P1 132.57(13) . . ?
N3 C6 N4 107.92(14) . . ?
N4 C6 P1 119.27(12) . . ?
N3 C7 C9 125.36(17) . . ?
C8 C7 N3 107.16(15) . . ?
C8 C7 C9 127.48(17) . . ?
N4 C8 C10 125.62(17) . . ?
C7 C8 N4 107.35(15) . . ?
C7 C8 C10 127.03(17) . . ?
N3 C11 H11 106.8 . . ?
N3 C11 C12 110.95(14) . . ?
N3 C11 C13 111.85(14) . . ?
C12 C11 H11 106.8 . . ?
C12 C11 C13 113.24(15) . . ?
C13 C11 H11 106.8 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N4 C14 H14 106.8 . . ?
N4 C14 C15 112.58(15) . . ?
N4 C14 C16 109.63(14) . . ?
C15 C14 H14 106.8 . . ?
C15 C14 C16 113.74(16) . . ?
C16 C14 H14 106.8 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N1 C1 C2 107.89(15) . . ?
N1 C1 C4 121.07(15) . . ?
C2 C1 C4 131.03(15) . . ?
C1 C2 H2 126.1 . . ?
C3 C2 C1 107.89(14) . . ?
C3 C2 H2 126.1 . . ?
N2 C3 C2 106.48(15) . . ?
N2 C3 C5 123.88(15) . . ?
C2 C3 C5 129.56(16) . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N2 C17 C18 120.69(14) . . ?
N5 C17 N2 116.17(15) . . ?
N5 C17 C18 123.14(15) . . ?
C23 C18 C17 116.73(15) . . ?
C19 C18 C17 122.17(15) . . ?
C19 C18 C23 120.99(16) . . ?
C18 C23 H23 120.3 . . ?
C22 C23 C18 119.36(16) . . ?
C22 C23 H23 120.3 . . ?
C23 C22 H22 120.4 . . ?
C23 C22 C21 119.22(16) . . ?
C21 C22 H22 120.4 . . ?
C22 C21 Br1 118.38(13) . . ?
C20 C21 Br1 119.94(13) . . ?
C20 C21 C22 121.67(16) . . ?
C21 C20 H20 120.5 . . ?
C21 C20 C19 119.07(16) . . ?
C19 C20 H20 120.5 . . ?
C18 C19 C20 119.61(16) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
O1 S1 O2 115.83(8) . . ?
O1 S1 C24A 103.59(14) . . ?
O1 S1 C24B 99.7(5) . . ?
O2 S1 C24A 106.24(18) . . ?
O2 S1 C24B 94.0(5) . . ?
O3 S1 O1 114.80(10) . . ?
O3 S1 O2 113.68(10) . . ?
O3 S1 C24A 100.4(2) . . ?
O3 S1 C24B 116.4(5) . . ?
F1A C24A S1 111.0(3) . . ?
F1A C24A F2A 107.5(4) . . ?
F2A C24A S1 110.6(3) . . ?
F3A C24A S1 112.6(3) . . ?
F3A C24A F1A 107.3(4) . . ?
F3A C24A F2A 107.6(4) . . ?
F1B C24B S1 107.3(11) . . ?
F1B C24B F2B 110.0(14) . . ?
F1B C24B F3B 113.4(13) . . ?
F2B C24B S1 109.4(10) . . ?
F2B C24B F3B 107.6(13) . . ?
F3B C24B S1 109.0(12) . . ?
O4A S1A C25A 102.1(4) . . ?
O5A S1A O4A 116.3(4) . . ?
O5A S1A C25A 103.57(18) . . ?
O6A S1A O4A 115.4(3) . . ?
O6A S1A O5A 113.73(17) . . ?
O6A S1A C25A 102.97(16) . . ?
F4A C25A S1A 113.0(2) . . ?
F4A C25A F5A 106.9(3) . . ?
F4A C25A F6A 107.7(4) . . ?
F5A C25A S1A 110.4(3) . . ?
F6A C25A S1A 112.0(2) . . ?
F6A C25A F5A 106.5(3) . . ?
O4B S2B C25B 107(2) . . ?
O5B S2B O4B 105.6(19) . . ?
O5B S2B C25B 101.2(7) . . ?
O6B S2B O4B 120.0(18) . . ?
O6B S2B O5B 115.5(7) . . ?
O6B S2B C25B 105.9(7) . . ?
F4B C25B S2B 113.3(12) . . ?
F4B C25B F5B 100.5(12) . . ?
F5B C25B S2B 113.2(10) . . ?
F6B C25B S2B 110.4(10) . . ?
F6B C25B F4B 111.9(15) . . ?
F6B C25B F5B 107.1(12) . . ?
N6 C26 C27 179.6(3) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 C21 C20 C19 178.73(13) . . . . ?
P1 N1 N2 C3 -154.06(11) . . . . ?
P1 N1 N2 C17 12.99(15) . . . . ?
P1 N1 C1 C2 145.18(14) . . . . ?
P1 N1 C1 C4 -33.4(2) . . . . ?
P1 N5 C17 N2 -9.80(18) . . . . ?
P1 N5 C17 C18 169.67(13) . . . . ?
N3 C7 C8 N4 -0.62(19) . . . . ?
N3 C7 C8 C10 179.69(17) . . . . ?
N1 P1 N5 C17 14.40(12) . . . . ?
N1 P1 C6 N3 52.08(17) . . . . ?
N1 P1 C6 N4 -134.34(12) . . . . ?
N1 N2 C3 C2 -1.75(18) . . . . ?
N1 N2 C3 C5 175.37(15) . . . . ?
N1 N2 C17 N5 -2.83(19) . . . . ?
N1 N2 C17 C18 177.69(14) . . . . ?
N1 C1 C2 C3 -2.81(19) . . . . ?
N2 N1 C1 C2 1.72(18) . . . . ?
N2 N1 C1 C4 -176.86(14) . . . . ?
N2 C17 C18 C23 119.74(17) . . . . ?
N2 C17 C18 C19 -64.0(2) . . . . ?
N5 P1 N1 N2 -15.42(11) . . . . ?
N5 P1 N1 C1 -158.78(17) . . . . ?
N5 P1 C6 N3 -39.83(17) . . . . ?
N5 P1 C6 N4 133.74(12) . . . . ?
N5 C17 C18 C23 -59.7(2) . . . . ?
N5 C17 C18 C19 116.56(19) . . . . ?
C6 P1 N1 N2 -116.94(11) . . . . ?
C6 P1 N1 C1 99.70(17) . . . . ?
C6 P1 N5 C17 117.25(12) . . . . ?
C6 N3 C7 C8 0.57(19) . . . . ?
C6 N3 C7 C9 -179.04(17) . . . . ?
C6 N3 C11 C12 104.33(18) . . . . ?
C6 N3 C11 C13 -128.18(17) . . . . ?
C6 N4 C8 C7 0.45(18) . . . . ?
C6 N4 C8 C10 -179.85(16) . . . . ?
C6 N4 C14 C15 -130.58(16) . . . . ?
C6 N4 C14 C16 101.73(19) . . . . ?
C7 N3 C6 P1 173.82(13) . . . . ?
C7 N3 C6 N4 -0.29(18) . . . . ?
C7 N3 C11 C12 -78.6(2) . . . . ?
C7 N3 C11 C13 48.8(2) . . . . ?
C8 N4 C6 P1 -175.13(11) . . . . ?
C8 N4 C6 N3 -0.10(18) . . . . ?
C8 N4 C14 C15 55.7(2) . . . . ?
C8 N4 C14 C16 -72.0(2) . . . . ?
C11 N3 C6 P1 -8.7(2) . . . . ?
C11 N3 C6 N4 177.19(14) . . . . ?
C11 N3 C7 C8 -176.84(15) . . . . ?
C11 N3 C7 C9 3.6(3) . . . . ?
C14 N4 C6 P1 10.2(2) . . . . ?
C14 N4 C6 N3 -174.79(14) . . . . ?
C14 N4 C8 C7 174.94(15) . . . . ?
C14 N4 C8 C10 -5.4(3) . . . . ?
C9 C7 C8 N4 178.97(17) . . . . ?
C9 C7 C8 C10 -0.7(3) . . . . ?
C1 N1 N2 C3 0.02(17) . . . . ?
C1 N1 N2 C17 167.07(13) . . . . ?
C1 C2 C3 N2 2.78(19) . . . . ?
C1 C2 C3 C5 -174.12(17) . . . . ?
C3 N2 C17 N5 158.90(18) . . . . ?
C3 N2 C17 C18 -20.6(3) . . . . ?
C4 C1 C2 C3 175.58(17) . . . . ?
C17 N2 C3 C2 -163.56(18) . . . . ?
C17 N2 C3 C5 13.6(3) . . . . ?
C17 C18 C23 C22 178.07(16) . . . . ?
C17 C18 C19 C20 -175.64(15) . . . . ?
C18 C23 C22 C21 -3.3(3) . . . . ?
C23 C18 C19 C20 0.5(3) . . . . ?
C23 C22 C21 Br1 -176.52(13) . . . . ?
C23 C22 C21 C20 2.7(3) . . . . ?
C22 C21 C20 C19 -0.5(3) . . . . ?
C21 C20 C19 C18 -1.1(3) . . . . ?
C19 C18 C23 C22 1.8(3) . . . . ?
O1 S1 C24A F1A -58.9(4) . . . . ?
O1 S1 C24A F2A 60.4(3) . . . . ?
O1 S1 C24A F3A -179.2(4) . . . . ?
O2 S1 C24A F1A 178.6(3) . . . . ?
O2 S1 C24A F2A -62.1(3) . . . . ?
O2 S1 C24A F3A 58.3(4) . . . . ?
O3 S1 C24A F1A 60.0(3) . . . . ?
O3 S1 C24A F2A 179.3(3) . . . . ?
O3 S1 C24A F3A -60.3(4) . . . . ?
O4A S1A C25A F4A -57.0(5) . . . . ?
O4A S1A C25A F5A 62.6(4) . . . . ?
O4A S1A C25A F6A -178.8(5) . . . . ?
O5A S1A C25A F4A -178.3(3) . . . . ?
O5A S1A C25A F5A -58.6(3) . . . . ?
O5A S1A C25A F6A 59.9(3) . . . . ?
O6A S1A C25A F4A 63.0(3) . . . . ?
O6A S1A C25A F5A -177.3(2) . . . . ?
O6A S1A C25A F6A -58.8(3) . . . . ?
O4B S2B C25B F4B 54(2) . . . . ?
O4B S2B C25B F5B -59(2) . . . . ?
O4B S2B C25B F6B -179(2) . . . . ?
O5B S2B C25B F4B 164.7(13) . . . . ?
O5B S2B C25B F5B 51.1(11) . . . . ?
O5B S2B C25B F6B -68.9(12) . . . . ?
O6B S2B C25B F4B -74.5(13) . . . . ?
O6B S2B C25B F5B 171.9(9) . . . . ?
O6B S2B C25B F6B 51.9(12) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.508
_oxdiff_exptl_absorpt_empirical_full_min 0.655
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jjw0908
_database_code_depnum_ccdc_archive 'CCDC 2406461'
loop_
_audit_author_name
_audit_author_address
'Jan J. Weigand'
;TU Dresden
Germany
;
_audit_update_record             
;
2024-11-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT430_jjw0908             
;
PROBLEM: Short Inter D...A Contact  S1A      ..O10      .       2.81 Ang.  
RESPONSE: This is caused by a close contact between anion and cation.
;
# end Validation Reply Form
_audit_creation_date             2018-08-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H34 N5 P S, 2(C F3 O3 S)'
_chemical_formula_sum            'C29 H34 F6 N5 O6 P S3'
_chemical_formula_weight         789.76
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C29H34F6N5O6PS3
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   12.16963(7)
_cell_length_b                   21.08792(14)
_cell_length_c                   13.73006(9)
_cell_angle_alpha                90
_cell_angle_beta                 90.8006(5)
_cell_angle_gamma                90
_cell_volume                     3523.23(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    26924
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.4510
_cell_measurement_theta_min      3.2280
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.076
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86690
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1632
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.0229
0 0 -1 0.0229
0 -1 0 0.0245
0 1 0 0.0245
1 0 0 0.0726
-1 0 0 0.0726

_exptl_crystal_size_max          0.146
_exptl_crystal_size_mid          0.049
_exptl_crystal_size_min          0.046
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0000 -0.0000 1.0000 0.0176 0.0870 0.0687
-0.0000 0.0000 -1.0000 -0.0176 -0.0870 -0.0687
0.0000 -1.0000 0.0000 -0.0703 -0.0015 0.0198
-0.0000 1.0000 -0.0000 0.0703 0.0015 -0.0198
1.0000 0.0000 0.0000 0.0285 -0.0786 0.0950
-1.0000 -0.0000 -0.0000 -0.0285 0.0786 -0.0950

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            38763
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.728
_diffrn_reflns_theta_min         3.219
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -65.00  32.00   0.50    2.50    --  -38.50  57.00 120.00  194
  2  ω   -107.00 -17.00   0.50    2.50    --  -38.50 -57.00 -30.00  180
  3  ω     27.00  99.00   0.50    2.50    --   42.75  77.00-120.00  144
  4  ω     51.00  82.00   0.50    2.50    --   42.75 -99.00 120.00   62
  5  ω     36.00  90.00   0.50    2.50    --   42.75-125.00   0.00  108
  6  ω    -27.00  41.00   0.50    2.50    --   42.75 -77.00-150.00  136
  7  ω    151.00 178.00   0.50   10.00    --  111.00  45.00-180.00   54
  8  ω    128.00 155.00   0.50   10.00    --  111.00 125.00-180.00   54
  9  ω    100.00 127.00   0.50   10.00    --  111.00  45.00-180.00   54
 10  ω     90.00 177.00   0.50   10.00    --  111.00  45.00-150.00  174
 11  ω    114.00 178.00   0.50   10.00    --  111.00  30.00 -90.00  128
 12  ω    117.00 142.00   0.50   10.00    --  111.00 -77.00-120.00   50
 13  ω     88.00 121.00   0.50   10.00    --  111.00-125.00 -60.00   66
 14  ω     74.00 117.00   0.50   10.00    --  111.00-125.00-120.00   86
 15  ω     84.00 109.00   0.50   10.00    --  111.00 -94.00-180.00   50
 16  ω     68.00 119.00   0.50   10.00    --  111.00-125.00-180.00  102
 17  ω     65.00 134.00   0.50   10.00    --  111.00 -45.00-150.00  138
 18  ω     67.00 152.00   0.50   10.00    --  111.00   0.00-150.00  170
 19  ω     75.00 121.00   0.50   10.00    --  111.00-125.00   0.00   92
 20  ω     93.00 119.00   0.50   10.00    --  111.00-125.00 120.00   52
 21  ω     47.00 138.00   0.50   10.00    --  111.00 -61.00  60.00  182
 22  ω     48.00  98.00   0.50   10.00    --  111.00 -77.00-120.00  100
 23  ω     45.00  72.00   0.50   10.00    --  111.00-125.00   0.00   54
 24  ω     43.00 104.00   0.50   10.00    --  111.00-125.00  30.00  122
 25  ω     41.00 121.00   0.50   10.00    --  111.00-125.00  60.00  160
 26  ω     42.00  69.00   0.50   10.00    --  111.00 -30.00 -60.00   54
 27  ω     39.00 127.00   0.50   10.00    --  111.00 -30.00  30.00  176
 28  ω     37.00  79.00   0.50   10.00    --  111.00 -77.00-150.00   84
 29  ω     38.00 119.00   0.50   10.00    --  111.00 -30.00-180.00  162
 30  ω     32.00  59.00   0.50   10.00    --  111.00   0.00-150.00   54
 31  ω     37.00 109.00   0.50   10.00    --  111.00 -94.00  60.00  144
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0285383000
_diffrn_orient_matrix_UB_12      0.0703092000
_diffrn_orient_matrix_UB_13      0.0175567000
_diffrn_orient_matrix_UB_21      -0.0785515000
_diffrn_orient_matrix_UB_22      0.0015066000
_diffrn_orient_matrix_UB_23      0.0870017000
_diffrn_orient_matrix_UB_31      0.0949942000
_diffrn_orient_matrix_UB_32      -0.0198242000
_diffrn_orient_matrix_UB_33      0.0687454000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.882
_reflns_Friedel_fraction_full    0.944
_reflns_Friedel_fraction_max     0.927
_reflns_number_gt                13923
_reflns_number_total             14269
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.288
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Flack x determined using 6275 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.008(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     917
_refine_ls_number_reflns         14269
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0311
_refine_ls_R_factor_gt           0.0302
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0451P)²+0.7101P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0776
_refine_ls_wR_factor_ref         0.0784
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C11A(H11A), C14A(H14A), C11B(H11B), C14B(H14B)
2.b Aromatic/amide H refined with riding coordinates:
 C2A(H2A), C19A(H19A), C20A(H20A), C21A(H21A), C23A(H23A), C24A(H24A),
 C25A(H25A), C26A(H26A), C2B(H2B), C19B(H19B), C20B(H20B), C21B(H21B),
 C23B(H23B), C24B(H24B), C25B(H25B), C26B(H26B)
2.c Idealised Me refined as rotating group:
 C4A(H4AA,H4AB,H4AC), C5A(H5AA,H5AB,H5AC), C9A(H9AA,H9AB,H9AC), C10A(H10A,H10B,
 H10C), C12A(H12A,H12B,H12C), C13A(H13A,H13B,H13C), C15A(H15A,H15B,H15C),
 C16A(H16A,H16B,H16C), C4B(H4BA,H4BB,H4BC), C5B(H5BA,H5BB,H5BC), C9B(H9BA,H9BB,
 H9BC), C10B(H10D,H10E,H10F), C12B(H12D,H12E,H12F), C13B(H13D,H13E,H13F),
 C15B(H15E,H15D,H15F), C16B(H16D,H16E,H16F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1A C 0.0308(2) 0.55514(14) 0.61264(19) 0.0249(5) Uani 1 1 d . . . . .
C2A C 0.1122(2) 0.60142(14) 0.6140(2) 0.0258(5) Uani 1 1 d . . . . .
H2A H 0.1165 0.6357 0.6564 0.031 Uiso 1 1 calc R . . . .
C3A C 0.1859(2) 0.58748(13) 0.5410(2) 0.0246(5) Uani 1 1 d . . . . .
C4A C -0.0662(3) 0.54730(17) 0.6753(2) 0.0343(6) Uani 1 1 d . . . . .
H4AA H -0.1285 0.5350 0.6360 0.051 Uiso 1 1 calc GR . . . .
H4AB H -0.0817 0.5867 0.7074 0.051 Uiso 1 1 calc GR . . . .
H4AC H -0.0513 0.5151 0.7232 0.051 Uiso 1 1 calc GR . . . .
C5A C 0.2863(2) 0.62253(16) 0.5121(2) 0.0318(6) Uani 1 1 d . . . . .
H5AA H 0.3502 0.6001 0.5350 0.048 Uiso 1 1 calc GR . . . .
H5AB H 0.2854 0.6642 0.5403 0.048 Uiso 1 1 calc GR . . . .
H5AC H 0.2881 0.6260 0.4425 0.048 Uiso 1 1 calc GR . . . .
C6A C 0.0162(2) 0.38804(14) 0.5868(2) 0.0248(5) Uani 1 1 d . . . . .
C7A C 0.0899(2) 0.31536(14) 0.6847(2) 0.0270(5) Uani 1 1 d . . . . .
C8A C -0.0207(2) 0.31797(14) 0.7027(2) 0.0263(5) Uani 1 1 d . . . . .
C9A C 0.1727(3) 0.27360(17) 0.7329(2) 0.0370(7) Uani 1 1 d . . . . .
H9AA H 0.2168 0.2536 0.6842 0.056 Uiso 1 1 calc GR . . . .
H9AB H 0.1359 0.2418 0.7702 0.056 Uiso 1 1 calc GR . . . .
H9AC H 0.2190 0.2985 0.7752 0.056 Uiso 1 1 calc GR . . . .
C10A C -0.0819(3) 0.28255(17) 0.7790(2) 0.0368(7) Uani 1 1 d . . . . .
H10A H -0.0995 0.3108 0.8313 0.055 Uiso 1 1 calc GR . . . .
H10B H -0.0371 0.2485 0.8035 0.055 Uiso 1 1 calc GR . . . .
H10C H -0.1485 0.2656 0.7511 0.055 Uiso 1 1 calc GR . . . .
C11A C 0.2219(2) 0.37674(16) 0.5761(2) 0.0295(6) Uani 1 1 d . . . . .
H11A H 0.2098 0.4116 0.5300 0.035 Uiso 1 1 calc R . . . .
C12A C 0.2713(3) 0.3229(2) 0.5179(3) 0.0442(8) Uani 1 1 d . . . . .
H12A H 0.2927 0.2892 0.5612 0.066 Uiso 1 1 calc GR . . . .
H12B H 0.3346 0.3380 0.4840 0.066 Uiso 1 1 calc GR . . . .
H12C H 0.2179 0.3074 0.4716 0.066 Uiso 1 1 calc GR . . . .
C13A C 0.2963(3) 0.40289(19) 0.6563(3) 0.0407(7) Uani 1 1 d . . . . .
H13A H 0.2567 0.4337 0.6935 0.061 Uiso 1 1 calc GR . . . .
H13B H 0.3593 0.4226 0.6278 0.061 Uiso 1 1 calc GR . . . .
H13C H 0.3199 0.3689 0.6981 0.061 Uiso 1 1 calc GR . . . .
C14A C -0.1839(2) 0.38081(17) 0.6362(3) 0.0368(7) Uani 1 1 d . . . . .
H14A H -0.1902 0.4170 0.5918 0.044 Uiso 1 1 calc R . . . .
C15A C -0.2517(3) 0.3272(2) 0.5924(3) 0.0466(9) Uani 1 1 d . . . . .
H15A H -0.2221 0.3155 0.5306 0.070 Uiso 1 1 calc GR . . . .
H15B H -0.3264 0.3410 0.5836 0.070 Uiso 1 1 calc GR . . . .
H15C H -0.2496 0.2913 0.6354 0.070 Uiso 1 1 calc GR . . . .
C16A C -0.2254(4) 0.4023(2) 0.7345(3) 0.0531(10) Uani 1 1 d . . . . .
H16A H -0.2438 0.3659 0.7729 0.080 Uiso 1 1 calc GR . . . .
H16B H -0.2895 0.4283 0.7252 0.080 Uiso 1 1 calc GR . . . .
H16C H -0.1692 0.4264 0.7674 0.080 Uiso 1 1 calc GR . . . .
C17A C 0.1881(2) 0.49699(13) 0.41818(19) 0.0225(5) Uani 1 1 d . . . . .
C18A C 0.3341(2) 0.47127(13) 0.3160(2) 0.0237(5) Uani 1 1 d . . . . .
C19A C 0.2859(2) 0.46095(14) 0.2265(2) 0.0275(5) Uani 1 1 d . . . . .
H19A H 0.2150 0.4755 0.2136 0.033 Uiso 1 1 calc R . . . .
C20A C 0.3443(2) 0.42823(15) 0.1543(2) 0.0290(6) Uani 1 1 d . . . . .
H20A H 0.3121 0.4221 0.0932 0.035 Uiso 1 1 calc R . . . .
C21A C 0.4476(2) 0.40530(14) 0.1728(2) 0.0264(5) Uani 1 1 d . . . . .
H21A H 0.4839 0.3828 0.1247 0.032 Uiso 1 1 calc R . . . .
C22A C 0.5000(2) 0.41540(13) 0.2643(2) 0.0241(5) Uani 1 1 d . . . . .
C23A C 0.6085(2) 0.39393(14) 0.2853(2) 0.0292(6) Uani 1 1 d . . . . .
H23A H 0.6464 0.3712 0.2384 0.035 Uiso 1 1 calc R . . . .
C24A C 0.6578(2) 0.40603(16) 0.3727(3) 0.0343(6) Uani 1 1 d . . . . .
H24A H 0.7289 0.3917 0.3849 0.041 Uiso 1 1 calc R . . . .
C25A C 0.6015(2) 0.44020(17) 0.4450(2) 0.0351(6) Uani 1 1 d . . . . .
H25A H 0.6357 0.4482 0.5048 0.042 Uiso 1 1 calc R . . . .
C26A C 0.4966(2) 0.46163(15) 0.4275(2) 0.0285(6) Uani 1 1 d . . . . .
H26A H 0.4601 0.4842 0.4754 0.034 Uiso 1 1 calc R . . . .
C27A C 0.4437(2) 0.44971(13) 0.33714(19) 0.0230(5) Uani 1 1 d . . . . .
N1A N 0.05410(18) 0.51391(12) 0.54044(17) 0.0233(4) Uani 1 1 d . . . . .
N2A N 0.14879(17) 0.53387(11) 0.49701(17) 0.0228(4) Uani 1 1 d . . . . .
N3A N 0.11157(19) 0.35955(11) 0.61375(17) 0.0237(4) Uani 1 1 d . . . . .
N4A N -0.06494(19) 0.36272(12) 0.64147(18) 0.0255(5) Uani 1 1 d . . . . .
N5A N 0.28454(19) 0.50639(12) 0.39053(17) 0.0250(4) Uani 1 1 d . . . . .
P1A P -0.02117(5) 0.44789(3) 0.49379(5) 0.02208(13) Uani 1 1 d . . . . .
S1A S 0.08929(5) 0.44035(3) 0.37602(4) 0.02267(12) Uani 1 1 d . . . . .
C1B C 0.5487(3) 0.44521(15) -0.0508(2) 0.0294(6) Uani 1 1 d . . . . .
C2B C 0.6323(3) 0.40061(15) -0.0427(2) 0.0337(6) Uani 1 1 d . . . . .
H2B H 0.6393 0.3642 -0.0804 0.040 Uiso 1 1 calc R . . . .
C3B C 0.7035(3) 0.41976(14) 0.0312(2) 0.0308(6) Uani 1 1 d . . . . .
C4B C 0.4510(3) 0.44717(17) -0.1169(2) 0.0371(7) Uani 1 1 d . . . . .
H4BA H 0.3891 0.4634 -0.0822 0.056 Uiso 1 1 calc GR . . . .
H4BB H 0.4348 0.4051 -0.1399 0.056 Uiso 1 1 calc GR . . . .
H4BC H 0.4660 0.4742 -0.1714 0.056 Uiso 1 1 calc GR . . . .
C5B C 0.8058(3) 0.38884(17) 0.0689(3) 0.0398(7) Uani 1 1 d . . . . .
H5BA H 0.8683 0.4139 0.0514 0.060 Uiso 1 1 calc GR . . . .
H5BB H 0.8122 0.3473 0.0411 0.060 Uiso 1 1 calc GR . . . .
H5BC H 0.8026 0.3855 0.1385 0.060 Uiso 1 1 calc GR . . . .
C6B C 0.5232(2) 0.61762(13) -0.03326(18) 0.0214(5) Uani 1 1 d . . . . .
C7B C 0.5945(2) 0.70026(14) -0.1098(2) 0.0244(5) Uani 1 1 d . . . . .
C8B C 0.4825(2) 0.70061(14) -0.1264(2) 0.0254(5) Uani 1 1 d . . . . .
C9B C 0.6760(3) 0.74729(15) -0.1451(3) 0.0337(6) Uani 1 1 d . . . . .
H9BA H 0.7027 0.7722 -0.0913 0.051 Uiso 1 1 calc GR . . . .
H9BB H 0.6415 0.7746 -0.1925 0.051 Uiso 1 1 calc GR . . . .
H9BC H 0.7363 0.7254 -0.1744 0.051 Uiso 1 1 calc GR . . . .
C10B C 0.4167(3) 0.74915(16) -0.1804(2) 0.0331(6) Uani 1 1 d . . . . .
H10D H 0.3621 0.7285 -0.2202 0.050 Uiso 1 1 calc GR . . . .
H10E H 0.4644 0.7736 -0.2209 0.050 Uiso 1 1 calc GR . . . .
H10F H 0.3814 0.7767 -0.1347 0.050 Uiso 1 1 calc GR . . . .
C11B C 0.7291(2) 0.62812(14) -0.01876(19) 0.0236(5) Uani 1 1 d . . . . .
H11B H 0.7178 0.5896 0.0197 0.028 Uiso 1 1 calc R . . . .
C12B C 0.7807(2) 0.67622(16) 0.0508(2) 0.0339(6) Uani 1 1 d . . . . .
H12D H 0.8005 0.7136 0.0152 0.051 Uiso 1 1 calc GR . . . .
H12E H 0.8452 0.6582 0.0808 0.051 Uiso 1 1 calc GR . . . .
H12F H 0.7289 0.6872 0.1001 0.051 Uiso 1 1 calc GR . . . .
C13B C 0.8025(3) 0.60893(17) -0.1026(2) 0.0339(6) Uani 1 1 d . . . . .
H13D H 0.7612 0.5835 -0.1481 0.051 Uiso 1 1 calc GR . . . .
H13E H 0.8638 0.5849 -0.0778 0.051 Uiso 1 1 calc GR . . . .
H13F H 0.8288 0.6463 -0.1348 0.051 Uiso 1 1 calc GR . . . .
C14B C 0.3237(2) 0.62580(15) -0.0868(2) 0.0283(6) Uani 1 1 d . . . . .
H14B H 0.3180 0.5890 -0.0435 0.034 Uiso 1 1 calc R . . . .
C15B C 0.2409(2) 0.67466(18) -0.0521(3) 0.0367(7) Uani 1 1 d . . . . .
H15E H 0.2630 0.6900 0.0111 0.055 Uiso 1 1 calc GR . . . .
H15D H 0.1697 0.6554 -0.0481 0.055 Uiso 1 1 calc GR . . . .
H15F H 0.2380 0.7094 -0.0972 0.055 Uiso 1 1 calc GR . . . .
C16B C 0.2998(3) 0.60229(17) -0.1901(2) 0.0351(7) Uani 1 1 d . . . . .
H16D H 0.2983 0.6377 -0.2341 0.053 Uiso 1 1 calc GR . . . .
H16E H 0.2299 0.5812 -0.1921 0.053 Uiso 1 1 calc GR . . . .
H16F H 0.3562 0.5732 -0.2092 0.053 Uiso 1 1 calc GR . . . .
C17B C 0.6956(2) 0.51486(13) 0.14560(19) 0.0233(5) Uani 1 1 d . . . . .
C18B C 0.8293(2) 0.54777(15) 0.2583(2) 0.0277(5) Uani 1 1 d . . . . .
C19B C 0.7698(2) 0.55974(17) 0.3407(2) 0.0318(6) Uani 1 1 d . . . . .
H19B H 0.7001 0.5422 0.3470 0.038 Uiso 1 1 calc R . . . .
C20B C 0.8132(3) 0.59815(19) 0.4155(2) 0.0373(7) Uani 1 1 d . . . . .
H20B H 0.7721 0.6057 0.4709 0.045 Uiso 1 1 calc R . . . .
C21B C 0.9153(3) 0.62446(17) 0.4075(2) 0.0349(7) Uani 1 1 d . . . . .
H21B H 0.9424 0.6507 0.4567 0.042 Uiso 1 1 calc R . . . .
C22B C 0.9805(2) 0.61190(16) 0.3245(2) 0.0313(6) Uani 1 1 d . . . . .
C23B C 1.0879(3) 0.63646(18) 0.3158(3) 0.0380(7) Uani 1 1 d . . . . .
H23B H 1.1164 0.6623 0.3648 0.046 Uiso 1 1 calc R . . . .
C24B C 1.1507(3) 0.62293(18) 0.2366(3) 0.0408(8) Uani 1 1 d . . . . .
H24B H 1.2216 0.6392 0.2326 0.049 Uiso 1 1 calc R . . . .
C25B C 1.1081(3) 0.58427(17) 0.1608(3) 0.0376(7) Uani 1 1 d . . . . .
H25B H 1.1509 0.5755 0.1069 0.045 Uiso 1 1 calc R . . . .
C26B C 1.0040(2) 0.55955(15) 0.1665(2) 0.0310(6) Uani 1 1 d . . . . .
H26B H 0.9764 0.5343 0.1162 0.037 Uiso 1 1 calc R . . . .
C27B C 0.9385(2) 0.57237(14) 0.2484(2) 0.0272(5) Uani 1 1 d . . . . .
N1B N 0.56909(19) 0.49095(11) 0.01579(17) 0.0245(4) Uani 1 1 d . . . . .
N2B N 0.66321(19) 0.47500(12) 0.06622(17) 0.0251(5) Uani 1 1 d . . . . .
N3B N 0.61752(18) 0.64885(11) -0.05245(16) 0.0209(4) Uani 1 1 d . . . . .
N4B N 0.44012(18) 0.64915(12) -0.07944(16) 0.0231(4) Uani 1 1 d . . . . .
N5B N 0.7910(2) 0.50894(13) 0.18089(18) 0.0283(5) Uani 1 1 d . . . . .
P1B P 0.48634(5) 0.55596(3) 0.05450(4) 0.02124(13) Uani 1 1 d . . . . .
S1B S 0.59074(5) 0.56958(3) 0.17773(4) 0.02188(12) Uani 1 1 d . . . . .
C57 C 0.4889(3) 0.73036(17) 0.2896(3) 0.0352(7) Uani 1 1 d . . . . .
F7 F 0.50764(18) 0.79055(11) 0.31450(19) 0.0503(5) Uani 1 1 d . . . . .
F8 F 0.41606(18) 0.70691(11) 0.35049(15) 0.0435(5) Uani 1 1 d . . . . .
F9 F 0.58328(17) 0.69866(12) 0.30205(17) 0.0494(6) Uani 1 1 d . . . . .
O7 O 0.34273(19) 0.76423(11) 0.16229(18) 0.0349(5) Uani 1 1 d . . . . .
O8 O 0.5303(2) 0.74775(13) 0.1072(2) 0.0462(6) Uani 1 1 d . . . . .
O9 O 0.41716(16) 0.65780(10) 0.15208(15) 0.0285(4) Uani 1 1 d . . . . .
S5 S 0.44004(5) 0.72490(3) 0.16307(5) 0.02717(14) Uani 1 1 d . . . . .
C56 C 0.5818(3) 0.63857(19) 0.6175(3) 0.0389(7) Uani 1 1 d . . . . .
F4 F 0.6754(2) 0.66825(13) 0.6413(2) 0.0589(6) Uani 1 1 d . . . . .
F5 F 0.57276(18) 0.63842(13) 0.52069(16) 0.0495(5) Uani 1 1 d . . . . .
F6 F 0.49911(19) 0.67413(11) 0.65082(16) 0.0474(5) Uani 1 1 d . . . . .
O4 O 0.5864(2) 0.56824(14) 0.77133(17) 0.0422(5) Uani 1 1 d . . . . .
O5 O 0.47506(19) 0.53386(13) 0.63367(17) 0.0392(5) Uani 1 1 d . . . . .
O6 O 0.6752(2) 0.53051(14) 0.62435(19) 0.0432(6) Uani 1 1 d . . . . .
S4 S 0.57944(6) 0.55857(4) 0.66753(5) 0.03328(16) Uani 1 1 d . . . . .
C55 C 0.1110(3) 0.38620(17) 0.9740(3) 0.0372(7) Uani 1 1 d . . . . .
F1 F 0.21005(18) 0.36199(12) 0.95516(19) 0.0505(5) Uani 1 1 d . . . . .
F2 F 0.03670(19) 0.34287(11) 0.9482(2) 0.0552(6) Uani 1 1 d . . . . .
F3 F 0.10477(17) 0.39232(12) 1.07081(16) 0.0463(5) Uani 1 1 d . . . . .
O1 O 0.1794(2) 0.49914(13) 0.9536(2) 0.0477(6) Uani 1 1 d . . . . .
O2 O 0.0986(2) 0.44674(16) 0.81174(19) 0.0516(7) Uani 1 1 d . . . . .
O3 O -0.0179(2) 0.48050(14) 0.9441(2) 0.0461(6) Uani 1 1 d . . . . .
S3 S 0.09025(6) 0.46201(4) 0.91362(6) 0.03415(16) Uani 1 1 d . . . . .
C58 C 1.0166(3) 0.27164(16) 0.2687(3) 0.0383(7) Uani 1 1 d . . . . .
F10 F 1.11484(18) 0.29769(12) 0.2831(2) 0.0587(7) Uani 1 1 d . . . . .
F11 F 0.9736(2) 0.29689(15) 0.18888(19) 0.0647(7) Uani 1 1 d . . . . .
F12 F 1.0322(2) 0.20988(11) 0.2510(2) 0.0547(6) Uani 1 1 d . . . . .
O10 O 0.91919(17) 0.35066(11) 0.38139(18) 0.0336(5) Uani 1 1 d . . . . .
O11 O 0.82744(19) 0.25147(12) 0.3415(2) 0.0406(5) Uani 1 1 d . . . . .
O12 O 0.9857(2) 0.25266(14) 0.4514(2) 0.0479(6) Uani 1 1 d . . . . .
S6 S 0.92718(5) 0.28224(3) 0.37317(5) 0.02849(14) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1A C2A 1.390(4) . ?
C1A C4A 1.480(4) . ?
C1A N1A 1.352(4) . ?
C2A H2A 0.9300 . ?
C2A C3A 1.386(4) . ?
C3A C5A 1.486(4) . ?
C3A N2A 1.356(4) . ?
C4A H4AA 0.9600 . ?
C4A H4AB 0.9600 . ?
C4A H4AC 0.9600 . ?
C5A H5AA 0.9600 . ?
C5A H5AB 0.9600 . ?
C5A H5AC 0.9600 . ?
C6A N3A 1.354(4) . ?
C6A N4A 1.358(3) . ?
C6A P1A 1.848(3) . ?
C7A C8A 1.373(4) . ?
C7A C9A 1.487(4) . ?
C7A N3A 1.377(4) . ?
C8A C10A 1.494(4) . ?
C8A N4A 1.369(4) . ?
C9A H9AA 0.9600 . ?
C9A H9AB 0.9600 . ?
C9A H9AC 0.9600 . ?
C10A H10A 0.9600 . ?
C10A H10B 0.9600 . ?
C10A H10C 0.9600 . ?
C11A H11A 0.9800 . ?
C11A C12A 1.517(5) . ?
C11A C13A 1.519(4) . ?
C11A N3A 1.491(4) . ?
C12A H12A 0.9600 . ?
C12A H12B 0.9600 . ?
C12A H12C 0.9600 . ?
C13A H13A 0.9600 . ?
C13A H13B 0.9600 . ?
C13A H13C 0.9600 . ?
C14A H14A 0.9800 . ?
C14A C15A 1.519(5) . ?
C14A C16A 1.516(5) . ?
C14A N4A 1.498(4) . ?
C15A H15A 0.9600 . ?
C15A H15B 0.9600 . ?
C15A H15C 0.9600 . ?
C16A H16A 0.9600 . ?
C16A H16B 0.9600 . ?
C16A H16C 0.9600 . ?
C17A N2A 1.421(4) . ?
C17A N5A 1.255(4) . ?
C17A S1A 1.785(3) . ?
C18A C19A 1.371(4) . ?
C18A C27A 1.435(4) . ?
C18A N5A 1.406(4) . ?
C19A H19A 0.9300 . ?
C19A C20A 1.409(4) . ?
C20A H20A 0.9300 . ?
C20A C21A 1.367(4) . ?
C21A H21A 0.9300 . ?
C21A C22A 1.417(4) . ?
C22A C23A 1.422(4) . ?
C22A C27A 1.419(4) . ?
C23A H23A 0.9300 . ?
C23A C24A 1.358(5) . ?
C24A H24A 0.9300 . ?
C24A C25A 1.412(5) . ?
C25A H25A 0.9300 . ?
C25A C26A 1.372(4) . ?
C26A H26A 0.9300 . ?
C26A C27A 1.412(4) . ?
N1A N2A 1.371(3) . ?
N1A P1A 1.781(2) . ?
P1A S1A 2.1232(9) . ?
C1B C2B 1.389(5) . ?
C1B C4B 1.486(4) . ?
C1B N1B 1.350(4) . ?
C2B H2B 0.9300 . ?
C2B C3B 1.385(5) . ?
C3B C5B 1.491(5) . ?
C3B N2B 1.355(4) . ?
C4B H4BA 0.9600 . ?
C4B H4BB 0.9600 . ?
C4B H4BC 0.9600 . ?
C5B H5BA 0.9600 . ?
C5B H5BB 0.9600 . ?
C5B H5BC 0.9600 . ?
C6B N3B 1.352(3) . ?
C6B N4B 1.360(4) . ?
C6B P1B 1.833(3) . ?
C7B C8B 1.379(4) . ?
C7B C9B 1.489(4) . ?
C7B N3B 1.367(4) . ?
C8B C10B 1.490(4) . ?
C8B N4B 1.367(4) . ?
C9B H9BA 0.9600 . ?
C9B H9BB 0.9600 . ?
C9B H9BC 0.9600 . ?
C10B H10D 0.9600 . ?
C10B H10E 0.9600 . ?
C10B H10F 0.9600 . ?
C11B H11B 0.9800 . ?
C11B C12B 1.522(4) . ?
C11B C13B 1.522(4) . ?
C11B N3B 1.494(3) . ?
C12B H12D 0.9600 . ?
C12B H12E 0.9600 . ?
C12B H12F 0.9600 . ?
C13B H13D 0.9600 . ?
C13B H13E 0.9600 . ?
C13B H13F 0.9600 . ?
C14B H14B 0.9800 . ?
C14B C15B 1.522(5) . ?
C14B C16B 1.527(4) . ?
C14B N4B 1.502(3) . ?
C15B H15E 0.9600 . ?
C15B H15D 0.9600 . ?
C15B H15F 0.9600 . ?
C16B H16D 0.9600 . ?
C16B H16E 0.9600 . ?
C16B H16F 0.9600 . ?
C17B N2B 1.428(4) . ?
C17B N5B 1.257(4) . ?
C17B S1B 1.781(3) . ?
C18B C19B 1.375(4) . ?
C18B C27B 1.435(4) . ?
C18B N5B 1.416(4) . ?
C19B H19B 0.9300 . ?
C19B C20B 1.405(5) . ?
C20B H20B 0.9300 . ?
C20B C21B 1.367(5) . ?
C21B H21B 0.9300 . ?
C21B C22B 1.422(5) . ?
C22B C23B 1.412(4) . ?
C22B C27B 1.426(4) . ?
C23B H23B 0.9300 . ?
C23B C24B 1.368(6) . ?
C24B H24B 0.9300 . ?
C24B C25B 1.415(6) . ?
C25B H25B 0.9300 . ?
C25B C26B 1.374(4) . ?
C26B H26B 0.9300 . ?
C26B C27B 1.414(4) . ?
N1B N2B 1.372(3) . ?
N1B P1B 1.786(3) . ?
P1B S1B 2.1212(8) . ?
C57 F7 1.333(4) . ?
C57 F8 1.323(4) . ?
C57 F9 1.338(4) . ?
C57 S5 1.832(3) . ?
O7 S5 1.446(2) . ?
O8 S5 1.432(2) . ?
O9 S5 1.450(2) . ?
C56 F4 1.336(4) . ?
C56 F5 1.333(4) . ?
C56 F6 1.340(4) . ?
C56 S4 1.822(4) . ?
O4 S4 1.441(2) . ?
O5 S4 1.444(2) . ?
O6 S4 1.442(3) . ?
C55 F1 1.338(4) . ?
C55 F2 1.330(4) . ?
C55 F3 1.338(4) . ?
C55 S3 1.817(4) . ?
O1 S3 1.441(3) . ?
O2 S3 1.440(3) . ?
O3 S3 1.440(3) . ?
C58 F10 1.328(4) . ?
C58 F11 1.320(5) . ?
C58 F12 1.339(4) . ?
C58 S6 1.826(4) . ?
O10 S6 1.451(2) . ?
O11 S6 1.438(2) . ?
O12 S6 1.424(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2A C1A C4A 130.1(3) . . ?
N1A C1A C2A 107.7(2) . . ?
N1A C1A C4A 122.1(3) . . ?
C1A C2A H2A 126.0 . . ?
C3A C2A C1A 108.0(3) . . ?
C3A C2A H2A 126.0 . . ?
C2A C3A C5A 129.0(3) . . ?
N2A C3A C2A 106.5(2) . . ?
N2A C3A C5A 124.5(3) . . ?
C1A C4A H4AA 109.5 . . ?
C1A C4A H4AB 109.5 . . ?
C1A C4A H4AC 109.5 . . ?
H4AA C4A H4AB 109.5 . . ?
H4AA C4A H4AC 109.5 . . ?
H4AB C4A H4AC 109.5 . . ?
C3A C5A H5AA 109.5 . . ?
C3A C5A H5AB 109.5 . . ?
C3A C5A H5AC 109.5 . . ?
H5AA C5A H5AB 109.5 . . ?
H5AA C5A H5AC 109.5 . . ?
H5AB C5A H5AC 109.5 . . ?
N3A C6A N4A 107.5(2) . . ?
N3A C6A P1A 133.9(2) . . ?
N4A C6A P1A 118.5(2) . . ?
C8A C7A C9A 127.2(3) . . ?
C8A C7A N3A 107.3(2) . . ?
N3A C7A C9A 125.5(3) . . ?
C7A C8A C10A 127.3(3) . . ?
N4A C8A C7A 107.2(2) . . ?
N4A C8A C10A 125.4(3) . . ?
C7A C9A H9AA 109.5 . . ?
C7A C9A H9AB 109.5 . . ?
C7A C9A H9AC 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
C8A C10A H10A 109.5 . . ?
C8A C10A H10B 109.5 . . ?
C8A C10A H10C 109.5 . . ?
H10A C10A H10B 109.5 . . ?
H10A C10A H10C 109.5 . . ?
H10B C10A H10C 109.5 . . ?
C12A C11A H11A 106.2 . . ?
C12A C11A C13A 114.6(3) . . ?
C13A C11A H11A 106.2 . . ?
N3A C11A H11A 106.2 . . ?
N3A C11A C12A 111.5(3) . . ?
N3A C11A C13A 111.5(2) . . ?
C11A C12A H12A 109.5 . . ?
C11A C12A H12B 109.5 . . ?
C11A C12A H12C 109.5 . . ?
H12A C12A H12B 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
C11A C13A H13A 109.5 . . ?
C11A C13A H13B 109.5 . . ?
C11A C13A H13C 109.5 . . ?
H13A C13A H13B 109.5 . . ?
H13A C13A H13C 109.5 . . ?
H13B C13A H13C 109.5 . . ?
C15A C14A H14A 107.2 . . ?
C16A C14A H14A 107.2 . . ?
C16A C14A C15A 112.9(3) . . ?
N4A C14A H14A 107.2 . . ?
N4A C14A C15A 110.4(3) . . ?
N4A C14A C16A 111.6(3) . . ?
C14A C15A H15A 109.5 . . ?
C14A C15A H15B 109.5 . . ?
C14A C15A H15C 109.5 . . ?
H15A C15A H15B 109.5 . . ?
H15A C15A H15C 109.5 . . ?
H15B C15A H15C 109.5 . . ?
C14A C16A H16A 109.5 . . ?
C14A C16A H16B 109.5 . . ?
C14A C16A H16C 109.5 . . ?
H16A C16A H16B 109.5 . . ?
H16A C16A H16C 109.5 . . ?
H16B C16A H16C 109.5 . . ?
N2A C17A S1A 112.40(18) . . ?
N5A C17A N2A 118.0(2) . . ?
N5A C17A S1A 129.5(2) . . ?
C19A C18A C27A 121.0(3) . . ?
C19A C18A N5A 123.6(2) . . ?
N5A C18A C27A 115.2(2) . . ?
C18A C19A H19A 120.2 . . ?
C18A C19A C20A 119.6(3) . . ?
C20A C19A H19A 120.2 . . ?
C19A C20A H20A 119.5 . . ?
C21A C20A C19A 121.0(3) . . ?
C21A C20A H20A 119.5 . . ?
C20A C21A H21A 119.6 . . ?
C20A C21A C22A 120.8(3) . . ?
C22A C21A H21A 119.6 . . ?
C21A C22A C23A 122.5(3) . . ?
C21A C22A C27A 119.1(3) . . ?
C27A C22A C23A 118.4(3) . . ?
C22A C23A H23A 119.4 . . ?
C24A C23A C22A 121.1(3) . . ?
C24A C23A H23A 119.4 . . ?
C23A C24A H24A 119.8 . . ?
C23A C24A C25A 120.3(3) . . ?
C25A C24A H24A 119.8 . . ?
C24A C25A H25A 119.9 . . ?
C26A C25A C24A 120.2(3) . . ?
C26A C25A H25A 119.9 . . ?
C25A C26A H26A 119.8 . . ?
C25A C26A C27A 120.5(3) . . ?
C27A C26A H26A 119.8 . . ?
C22A C27A C18A 118.4(2) . . ?
C26A C27A C18A 122.2(2) . . ?
C26A C27A C22A 119.4(2) . . ?
C1A N1A N2A 107.9(2) . . ?
C1A N1A P1A 130.89(19) . . ?
N2A N1A P1A 120.99(19) . . ?
C3A N2A C17A 133.0(2) . . ?
C3A N2A N1A 109.8(2) . . ?
N1A N2A C17A 117.2(2) . . ?
C6A N3A C7A 108.8(2) . . ?
C6A N3A C11A 124.8(2) . . ?
C7A N3A C11A 126.4(2) . . ?
C6A N4A C8A 109.1(2) . . ?
C6A N4A C14A 125.7(2) . . ?
C8A N4A C14A 125.2(2) . . ?
C17A N5A C18A 123.3(2) . . ?
C6A P1A S1A 108.84(9) . . ?
N1A P1A C6A 99.51(12) . . ?
N1A P1A S1A 90.26(8) . . ?
C17A S1A P1A 97.67(9) . . ?
C2B C1B C4B 130.3(3) . . ?
N1B C1B C2B 107.6(3) . . ?
N1B C1B C4B 122.1(3) . . ?
C1B C2B H2B 125.9 . . ?
C3B C2B C1B 108.1(3) . . ?
C3B C2B H2B 125.9 . . ?
C2B C3B C5B 129.6(3) . . ?
N2B C3B C2B 106.6(3) . . ?
N2B C3B C5B 123.8(3) . . ?
C1B C4B H4BA 109.5 . . ?
C1B C4B H4BB 109.5 . . ?
C1B C4B H4BC 109.5 . . ?
H4BA C4B H4BB 109.5 . . ?
H4BA C4B H4BC 109.5 . . ?
H4BB C4B H4BC 109.5 . . ?
C3B C5B H5BA 109.5 . . ?
C3B C5B H5BB 109.5 . . ?
C3B C5B H5BC 109.5 . . ?
H5BA C5B H5BB 109.5 . . ?
H5BA C5B H5BC 109.5 . . ?
H5BB C5B H5BC 109.5 . . ?
N3B C6B N4B 107.4(2) . . ?
N3B C6B P1B 133.6(2) . . ?
N4B C6B P1B 117.77(19) . . ?
C8B C7B C9B 127.2(3) . . ?
N3B C7B C8B 107.1(2) . . ?
N3B C7B C9B 125.7(2) . . ?
C7B C8B C10B 127.5(3) . . ?
N4B C8B C7B 107.2(2) . . ?
N4B C8B C10B 125.2(3) . . ?
C7B C9B H9BA 109.5 . . ?
C7B C9B H9BB 109.5 . . ?
C7B C9B H9BC 109.5 . . ?
H9BA C9B H9BB 109.5 . . ?
H9BA C9B H9BC 109.5 . . ?
H9BB C9B H9BC 109.5 . . ?
C8B C10B H10D 109.5 . . ?
C8B C10B H10E 109.5 . . ?
C8B C10B H10F 109.5 . . ?
H10D C10B H10E 109.5 . . ?
H10D C10B H10F 109.5 . . ?
H10E C10B H10F 109.5 . . ?
C12B C11B H11B 106.0 . . ?
C13B C11B H11B 106.0 . . ?
C13B C11B C12B 114.2(2) . . ?
N3B C11B H11B 106.0 . . ?
N3B C11B C12B 111.4(2) . . ?
N3B C11B C13B 112.6(2) . . ?
C11B C12B H12D 109.5 . . ?
C11B C12B H12E 109.5 . . ?
C11B C12B H12F 109.5 . . ?
H12D C12B H12E 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
C11B C13B H13D 109.5 . . ?
C11B C13B H13E 109.5 . . ?
C11B C13B H13F 109.5 . . ?
H13D C13B H13E 109.5 . . ?
H13D C13B H13F 109.5 . . ?
H13E C13B H13F 109.5 . . ?
C15B C14B H14B 107.0 . . ?
C15B C14B C16B 113.1(3) . . ?
C16B C14B H14B 107.0 . . ?
N4B C14B H14B 107.0 . . ?
N4B C14B C15B 112.6(3) . . ?
N4B C14B C16B 109.6(2) . . ?
C14B C15B H15E 109.5 . . ?
C14B C15B H15D 109.5 . . ?
C14B C15B H15F 109.5 . . ?
H15E C15B H15D 109.5 . . ?
H15E C15B H15F 109.5 . . ?
H15D C15B H15F 109.5 . . ?
C14B C16B H16D 109.5 . . ?
C14B C16B H16E 109.5 . . ?
C14B C16B H16F 109.5 . . ?
H16D C16B H16E 109.5 . . ?
H16D C16B H16F 109.5 . . ?
H16E C16B H16F 109.5 . . ?
N2B C17B S1B 112.29(19) . . ?
N5B C17B N2B 118.6(3) . . ?
N5B C17B S1B 129.0(2) . . ?
C19B C18B C27B 120.7(3) . . ?
C19B C18B N5B 123.5(3) . . ?
N5B C18B C27B 115.7(3) . . ?
C18B C19B H19B 119.7 . . ?
C18B C19B C20B 120.6(3) . . ?
C20B C19B H19B 119.7 . . ?
C19B C20B H20B 119.7 . . ?
C21B C20B C19B 120.6(3) . . ?
C21B C20B H20B 119.7 . . ?
C20B C21B H21B 119.8 . . ?
C20B C21B C22B 120.4(3) . . ?
C22B C21B H21B 119.8 . . ?
C21B C22B C27B 119.9(3) . . ?
C23B C22B C21B 121.8(3) . . ?
C23B C22B C27B 118.3(3) . . ?
C22B C23B H23B 119.4 . . ?
C24B C23B C22B 121.3(3) . . ?
C24B C23B H23B 119.4 . . ?
C23B C24B H24B 119.9 . . ?
C23B C24B C25B 120.1(3) . . ?
C25B C24B H24B 119.9 . . ?
C24B C25B H25B 119.8 . . ?
C26B C25B C24B 120.4(3) . . ?
C26B C25B H25B 119.8 . . ?
C25B C26B H26B 119.9 . . ?
C25B C26B C27B 120.2(3) . . ?
C27B C26B H26B 119.9 . . ?
C22B C27B C18B 117.7(3) . . ?
C26B C27B C18B 122.6(3) . . ?
C26B C27B C22B 119.7(3) . . ?
C1B N1B N2B 108.1(2) . . ?
C1B N1B P1B 130.6(2) . . ?
N2B N1B P1B 120.54(18) . . ?
C3B N2B C17B 132.8(3) . . ?
C3B N2B N1B 109.6(2) . . ?
N1B N2B C17B 117.4(2) . . ?
C6B N3B C7B 109.3(2) . . ?
C6B N3B C11B 124.6(2) . . ?
C7B N3B C11B 126.1(2) . . ?
C6B N4B C8B 109.0(2) . . ?
C6B N4B C14B 124.5(2) . . ?
C8B N4B C14B 126.1(2) . . ?
C17B N5B C18B 121.6(3) . . ?
C6B P1B S1B 106.19(8) . . ?
N1B P1B C6B 101.80(12) . . ?
N1B P1B S1B 90.42(8) . . ?
C17B S1B P1B 97.94(9) . . ?
F7 C57 F9 107.4(3) . . ?
F7 C57 S5 110.8(3) . . ?
F8 C57 F7 107.9(3) . . ?
F8 C57 F9 108.3(3) . . ?
F8 C57 S5 111.4(2) . . ?
F9 C57 S5 110.9(2) . . ?
O7 S5 C57 103.06(14) . . ?
O7 S5 O9 113.77(13) . . ?
O8 S5 C57 104.18(17) . . ?
O8 S5 O7 115.96(16) . . ?
O8 S5 O9 114.86(15) . . ?
O9 S5 C57 102.68(15) . . ?
F4 C56 F6 107.2(3) . . ?
F4 C56 S4 111.1(3) . . ?
F5 C56 F4 107.6(3) . . ?
F5 C56 F6 106.8(3) . . ?
F5 C56 S4 111.9(3) . . ?
F6 C56 S4 112.0(2) . . ?
O4 S4 C56 103.93(16) . . ?
O4 S4 O5 114.12(15) . . ?
O4 S4 O6 115.35(16) . . ?
O5 S4 C56 103.37(16) . . ?
O6 S4 C56 102.01(17) . . ?
O6 S4 O5 115.59(15) . . ?
F1 C55 F3 107.0(3) . . ?
F1 C55 S3 111.6(3) . . ?
F2 C55 F1 107.3(3) . . ?
F2 C55 F3 106.4(3) . . ?
F2 C55 S3 113.2(2) . . ?
F3 C55 S3 111.0(2) . . ?
O1 S3 C55 101.83(16) . . ?
O2 S3 C55 103.60(18) . . ?
O2 S3 O1 115.39(18) . . ?
O3 S3 C55 103.15(16) . . ?
O3 S3 O1 115.37(18) . . ?
O3 S3 O2 114.83(17) . . ?
F10 C58 F12 107.4(3) . . ?
F10 C58 S6 112.1(3) . . ?
F11 C58 F10 107.6(3) . . ?
F11 C58 F12 107.3(3) . . ?
F11 C58 S6 111.7(3) . . ?
F12 C58 S6 110.4(2) . . ?
O10 S6 C58 102.95(15) . . ?
O11 S6 C58 102.53(16) . . ?
O11 S6 O10 114.53(14) . . ?
O12 S6 C58 104.00(17) . . ?
O12 S6 O10 114.23(16) . . ?
O12 S6 O11 116.16(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1A C2A C3A C5A 179.4(3) . . . . ?
C1A C2A C3A N2A 0.1(3) . . . . ?
C1A N1A N2A C3A 0.0(3) . . . . ?
C1A N1A N2A C17A -179.8(2) . . . . ?
C1A N1A P1A C6A -80.5(3) . . . . ?
C1A N1A P1A S1A 170.4(2) . . . . ?
C2A C1A N1A N2A 0.1(3) . . . . ?
C2A C1A N1A P1A -174.6(2) . . . . ?
C2A C3A N2A C17A 179.7(3) . . . . ?
C2A C3A N2A N1A 0.0(3) . . . . ?
C4A C1A C2A C3A 179.4(3) . . . . ?
C4A C1A N1A N2A -179.5(3) . . . . ?
C4A C1A N1A P1A 5.9(4) . . . . ?
C5A C3A N2A C17A 0.3(5) . . . . ?
C5A C3A N2A N1A -179.5(3) . . . . ?
C7A C8A N4A C6A -0.5(3) . . . . ?
C7A C8A N4A C14A 179.7(3) . . . . ?
C8A C7A N3A C6A -1.2(3) . . . . ?
C8A C7A N3A C11A 175.3(3) . . . . ?
C9A C7A C8A C10A 4.3(5) . . . . ?
C9A C7A C8A N4A -179.7(3) . . . . ?
C9A C7A N3A C6A 179.5(3) . . . . ?
C9A C7A N3A C11A -4.0(5) . . . . ?
C10A C8A N4A C6A 175.7(3) . . . . ?
C10A C8A N4A C14A -4.2(5) . . . . ?
C12A C11A N3A C6A -115.0(3) . . . . ?
C12A C11A N3A C7A 68.9(4) . . . . ?
C13A C11A N3A C6A 115.4(3) . . . . ?
C13A C11A N3A C7A -60.7(4) . . . . ?
C15A C14A N4A C6A 110.4(3) . . . . ?
C15A C14A N4A C8A -69.8(4) . . . . ?
C16A C14A N4A C6A -123.2(3) . . . . ?
C16A C14A N4A C8A 56.6(4) . . . . ?
C18A C19A C20A C21A 1.5(5) . . . . ?
C19A C18A C27A C22A -2.1(4) . . . . ?
C19A C18A C27A C26A 177.8(3) . . . . ?
C19A C18A N5A C17A 49.9(4) . . . . ?
C19A C20A C21A C22A -1.8(5) . . . . ?
C20A C21A C22A C23A -178.1(3) . . . . ?
C20A C21A C22A C27A 0.1(4) . . . . ?
C21A C22A C23A C24A 178.0(3) . . . . ?
C21A C22A C27A C18A 1.8(4) . . . . ?
C21A C22A C27A C26A -178.1(3) . . . . ?
C22A C23A C24A C25A 0.3(5) . . . . ?
C23A C22A C27A C18A -179.9(3) . . . . ?
C23A C22A C27A C26A 0.2(4) . . . . ?
C23A C24A C25A C26A -0.2(5) . . . . ?
C24A C25A C26A C27A 0.1(5) . . . . ?
C25A C26A C27A C18A 180.0(3) . . . . ?
C25A C26A C27A C22A -0.1(5) . . . . ?
C27A C18A C19A C20A 0.5(4) . . . . ?
C27A C18A N5A C17A -134.0(3) . . . . ?
C27A C22A C23A C24A -0.3(4) . . . . ?
N1A C1A C2A C3A -0.1(3) . . . . ?
N2A C17A N5A C18A 177.4(2) . . . . ?
N2A C17A S1A P1A -12.31(19) . . . . ?
N2A N1A P1A C6A 105.4(2) . . . . ?
N2A N1A P1A S1A -3.72(19) . . . . ?
N3A C6A N4A C8A -0.3(3) . . . . ?
N3A C6A N4A C14A 179.5(3) . . . . ?
N3A C6A P1A N1A -65.0(3) . . . . ?
N3A C6A P1A S1A 28.6(3) . . . . ?
N3A C7A C8A C10A -175.0(3) . . . . ?
N3A C7A C8A N4A 1.0(3) . . . . ?
N4A C6A N3A C7A 0.9(3) . . . . ?
N4A C6A N3A C11A -175.7(3) . . . . ?
N4A C6A P1A N1A 117.8(2) . . . . ?
N4A C6A P1A S1A -148.7(2) . . . . ?
N5A C17A N2A C3A 14.5(4) . . . . ?
N5A C17A N2A N1A -165.8(2) . . . . ?
N5A C17A S1A P1A 165.1(3) . . . . ?
N5A C18A C19A C20A 176.4(3) . . . . ?
N5A C18A C27A C22A -178.3(2) . . . . ?
N5A C18A C27A C26A 1.6(4) . . . . ?
P1A C6A N3A C7A -176.5(2) . . . . ?
P1A C6A N3A C11A 6.8(5) . . . . ?
P1A C6A N4A C8A 177.6(2) . . . . ?
P1A C6A N4A C14A -2.6(4) . . . . ?
P1A N1A N2A C3A 175.31(18) . . . . ?
P1A N1A N2A C17A -4.5(3) . . . . ?
S1A C17A N2A C3A -167.8(2) . . . . ?
S1A C17A N2A N1A 11.9(3) . . . . ?
S1A C17A N5A C18A 0.2(4) . . . . ?
C1B C2B C3B C5B 179.9(3) . . . . ?
C1B C2B C3B N2B -0.2(3) . . . . ?
C1B N1B N2B C3B 0.8(3) . . . . ?
C1B N1B N2B C17B -175.5(2) . . . . ?
C1B N1B P1B C6B -87.9(3) . . . . ?
C1B N1B P1B S1B 165.5(3) . . . . ?
C2B C1B N1B N2B -0.9(3) . . . . ?
C2B C1B N1B P1B -170.9(2) . . . . ?
C2B C3B N2B C17B 175.2(3) . . . . ?
C2B C3B N2B N1B -0.3(3) . . . . ?
C4B C1B C2B C3B -179.0(3) . . . . ?
C4B C1B N1B N2B 178.8(3) . . . . ?
C4B C1B N1B P1B 8.8(4) . . . . ?
C5B C3B N2B C17B -5.0(5) . . . . ?
C5B C3B N2B N1B 179.5(3) . . . . ?
C7B C8B N4B C6B 0.8(3) . . . . ?
C7B C8B N4B C14B -172.2(3) . . . . ?
C8B C7B N3B C6B -0.1(3) . . . . ?
C8B C7B N3B C11B 177.7(2) . . . . ?
C9B C7B C8B C10B -2.4(5) . . . . ?
C9B C7B C8B N4B -179.2(3) . . . . ?
C9B C7B N3B C6B 178.8(3) . . . . ?
C9B C7B N3B C11B -3.5(4) . . . . ?
C10B C8B N4B C6B -176.2(3) . . . . ?
C10B C8B N4B C14B 10.9(5) . . . . ?
C12B C11B N3B C6B -116.3(3) . . . . ?
C12B C11B N3B C7B 66.3(3) . . . . ?
C13B C11B N3B C6B 114.0(3) . . . . ?
C13B C11B N3B C7B -63.5(4) . . . . ?
C15B C14B N4B C6B 127.0(3) . . . . ?
C15B C14B N4B C8B -61.0(4) . . . . ?
C16B C14B N4B C6B -106.1(3) . . . . ?
C16B C14B N4B C8B 65.9(4) . . . . ?
C18B C19B C20B C21B 0.2(5) . . . . ?
C19B C18B C27B C22B -2.9(4) . . . . ?
C19B C18B C27B C26B 177.9(3) . . . . ?
C19B C18B N5B C17B 46.9(4) . . . . ?
C19B C20B C21B C22B -1.8(5) . . . . ?
C20B C21B C22B C23B -177.6(3) . . . . ?
C20B C21B C22B C27B 0.9(5) . . . . ?
C21B C22B C23B C24B 178.5(3) . . . . ?
C21B C22B C27B C18B 1.4(4) . . . . ?
C21B C22B C27B C26B -179.4(3) . . . . ?
C22B C23B C24B C25B 0.7(5) . . . . ?
C23B C22B C27B C18B 180.0(3) . . . . ?
C23B C22B C27B C26B -0.8(4) . . . . ?
C23B C24B C25B C26B -0.6(5) . . . . ?
C24B C25B C26B C27B -0.3(5) . . . . ?
C25B C26B C27B C18B -179.9(3) . . . . ?
C25B C26B C27B C22B 1.0(4) . . . . ?
C27B C18B C19B C20B 2.2(5) . . . . ?
C27B C18B N5B C17B -135.9(3) . . . . ?
C27B C22B C23B C24B 0.0(5) . . . . ?
N1B C1B C2B C3B 0.7(3) . . . . ?
N2B C17B N5B C18B 178.7(2) . . . . ?
N2B C17B S1B P1B -11.8(2) . . . . ?
N2B N1B P1B C6B 103.1(2) . . . . ?
N2B N1B P1B S1B -3.5(2) . . . . ?
N3B C6B N4B C8B -0.8(3) . . . . ?
N3B C6B N4B C14B 172.3(2) . . . . ?
N3B C6B P1B N1B -64.2(3) . . . . ?
N3B C6B P1B S1B 29.8(3) . . . . ?
N3B C7B C8B C10B 176.4(3) . . . . ?
N3B C7B C8B N4B -0.4(3) . . . . ?
N4B C6B N3B C7B 0.5(3) . . . . ?
N4B C6B N3B C11B -177.3(2) . . . . ?
N4B C6B P1B N1B 130.3(2) . . . . ?
N4B C6B P1B S1B -135.79(19) . . . . ?
N5B C17B N2B C3B 18.2(5) . . . . ?
N5B C17B N2B N1B -166.5(3) . . . . ?
N5B C17B S1B P1B 165.9(3) . . . . ?
N5B C18B C19B C20B 179.2(3) . . . . ?
N5B C18B C27B C22B 179.8(3) . . . . ?
N5B C18B C27B C26B 0.6(4) . . . . ?
P1B C6B N3B C7B -166.1(2) . . . . ?
P1B C6B N3B C11B 16.1(4) . . . . ?
P1B C6B N4B C8B 168.30(19) . . . . ?
P1B C6B N4B C14B -18.6(3) . . . . ?
P1B N1B N2B C3B 172.00(19) . . . . ?
P1B N1B N2B C17B -4.3(3) . . . . ?
S1B C17B N2B C3B -163.8(3) . . . . ?
S1B C17B N2B N1B 11.5(3) . . . . ?
S1B C17B N5B C18B 1.1(4) . . . . ?
F7 C57 S5 O7 -57.6(2) . . . . ?
F7 C57 S5 O8 63.8(3) . . . . ?
F7 C57 S5 O9 -176.1(2) . . . . ?
F8 C57 S5 O7 62.5(3) . . . . ?
F8 C57 S5 O8 -176.1(2) . . . . ?
F8 C57 S5 O9 -56.0(3) . . . . ?
F9 C57 S5 O7 -176.9(2) . . . . ?
F9 C57 S5 O8 -55.4(3) . . . . ?
F9 C57 S5 O9 64.7(3) . . . . ?
F4 C56 S4 O4 61.5(3) . . . . ?
F4 C56 S4 O5 -179.0(3) . . . . ?
F4 C56 S4 O6 -58.7(3) . . . . ?
F5 C56 S4 O4 -178.2(2) . . . . ?
F5 C56 S4 O5 -58.8(3) . . . . ?
F5 C56 S4 O6 61.5(3) . . . . ?
F6 C56 S4 O4 -58.3(3) . . . . ?
F6 C56 S4 O5 61.1(3) . . . . ?
F6 C56 S4 O6 -178.6(2) . . . . ?
F1 C55 S3 O1 -58.9(3) . . . . ?
F1 C55 S3 O2 61.2(3) . . . . ?
F1 C55 S3 O3 -178.8(2) . . . . ?
F2 C55 S3 O1 180.0(3) . . . . ?
F2 C55 S3 O2 -59.9(3) . . . . ?
F2 C55 S3 O3 60.1(3) . . . . ?
F3 C55 S3 O1 60.4(3) . . . . ?
F3 C55 S3 O2 -179.6(2) . . . . ?
F3 C55 S3 O3 -59.5(3) . . . . ?
F10 C58 S6 O10 60.4(3) . . . . ?
F10 C58 S6 O11 179.5(3) . . . . ?
F10 C58 S6 O12 -59.1(3) . . . . ?
F11 C58 S6 O10 -60.5(3) . . . . ?
F11 C58 S6 O11 58.7(3) . . . . ?
F11 C58 S6 O12 -179.9(3) . . . . ?
F12 C58 S6 O10 -179.9(3) . . . . ?
F12 C58 S6 O11 -60.7(3) . . . . ?
F12 C58 S6 O12 60.7(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.551
_oxdiff_exptl_absorpt_empirical_full_min 0.806
