# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2018

####################################################################### 
# 
# 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_170419
_database_code_depnum_ccdc_archive 'CCDC 1581723'
_audit_update_record             
;
2017-10-24 deposited with the CCDC.
2018-04-11 downloaded from the CCDC.
;
_audit_creation_date             2017-04-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H7 Cl4 F10 N3 O2'
_chemical_formula_sum            'C32 H7 Cl4 F10 N3 O2'
_chemical_formula_weight         797.21
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C32 H7 Cl4 F10 N3 O2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   6.4792(4)
_cell_length_b                   25.1943(14)
_cell_length_c                   10.1094(6)
_cell_angle_alpha                90
_cell_angle_beta                 106.673(6)
_cell_angle_gamma                90
_cell_volume                     1580.88(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2986
_cell_measurement_temperature    180.00(10)
_cell_measurement_theta_max      28.4660
_cell_measurement_theta_min      3.3650
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.471
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67477
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.675
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             788
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            11013
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.214
_diffrn_reflns_theta_max         27.453
_diffrn_reflns_theta_min         3.207
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3914
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -2.00   88.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       13.4628   77.0000   30.0000 90

#__ type_ start__ end____ width___ exp.time_
  2 omega   -4.00   87.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       13.4628   77.0000  -90.0000 91

#__ type_ start__ end____ width___ exp.time_
  3 omega  -11.00   80.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       13.4628   57.0000 -180.0000 91
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0731607000
_diffrn_orient_matrix_UB_12      0.0040425000
_diffrn_orient_matrix_UB_13      -0.0663827000
_diffrn_orient_matrix_UB_21      0.0842077000
_diffrn_orient_matrix_UB_22      -0.0045777000
_diffrn_orient_matrix_UB_23      -0.0306164000
_diffrn_orient_matrix_UB_31      -0.0247693000
_diffrn_orient_matrix_UB_32      -0.0274733000
_diffrn_orient_matrix_UB_33      -0.0046485000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2661
_reflns_number_total             3708
_reflns_odcompleteness_completeness 99.73
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         3708
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0694
_refine_ls_R_factor_gt           0.0441
_refine_ls_restrained_S_all      1.025
_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)+(0.0295P)²+1.1033P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0889
_refine_ls_wR_factor_ref         0.1004
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C9(H9), C16(H16), C27(H27)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
Cl2 Cl 0.64203(10) 0.68719(3) 0.69653(6) 0.0563(2) Uani 1 1 d . . . . .
Cl8 Cl 1.19423(11) 0.68746(3) 0.39281(7) 0.0592(2) Uani 1 1 d . . . . .
F3 F -0.2646(2) 0.53424(6) -0.05686(18) 0.0609(5) Uani 1 1 d . . . . .
F5 F 0.2093(3) 0.55382(6) -0.32901(15) 0.0667(5) Uani 1 1 d . . . . .
F9 F 0.4530(2) 0.62051(6) -0.14013(15) 0.0513(4) Uani 1 1 d . . . . .
F17 F -0.0210(2) 0.60079(6) 0.13147(15) 0.0511(4) Uani 1 1 d . . . . .
F19 F -0.1534(3) 0.51137(6) -0.28949(16) 0.0721(5) Uani 1 1 d . . . . .
N2 N 0.4097(4) 0.7500 0.1365(2) 0.0271(5) Uani 1 2 d S T P . .
H2 H 0.5170 0.7500 0.2132 0.033 Uiso 1 2 calc RS T P . .
O4 O 0.8963(3) 0.64134(6) 0.52950(16) 0.0454(4) Uani 1 1 d . . . . .
N8 N 0.6396(3) 0.66208(7) 0.32127(17) 0.0297(4) Uani 1 1 d . . . . .
C1 C 0.2250(3) 0.61242(8) 0.0020(2) 0.0295(5) Uani 1 1 d . . . . .
C10 C 0.3600(3) 0.65079(8) 0.1040(2) 0.0280(4) Uani 1 1 d . . . . .
C11 C 0.5067(3) 0.63044(8) 0.2166(2) 0.0285(5) Uani 1 1 d . . . . .
C14 C 0.7977(3) 0.72261(9) 0.6159(2) 0.0318(5) Uani 1 1 d . . . . .
C22 C 0.3134(3) 0.70549(8) 0.0678(2) 0.0324(5) Uani 1 1 d . . . . .
C23 C 0.9179(3) 0.69580(9) 0.5443(2) 0.0329(5) Uani 1 1 d . . . . .
C26 C 1.0495(3) 0.72267(9) 0.4811(2) 0.0341(5) Uani 1 1 d . . . . .
C0AA C 0.7468(4) 0.62771(9) 0.4092(2) 0.0358(5) Uani 1 1 d . . . . .
C9 C 0.1521(4) 0.72264(9) -0.0469(3) 0.0534(8) Uani 1 1 d . . . . .
H9 H 0.0581 0.7005 -0.1137 0.064 Uiso 1 1 calc R . . . .
C12 C 0.2764(4) 0.59928(8) -0.1173(2) 0.0356(5) Uani 1 1 d . . . . .
C16 C 0.5481(4) 0.57458(9) 0.2507(2) 0.0363(5) Uani 1 1 d . . . . .
H16 H 0.4807 0.5451 0.1969 0.044 Uiso 1 1 calc R . . . .
C20 C 0.1521(5) 0.56563(9) -0.2155(2) 0.0454(6) Uani 1 1 d . . . . .
C1AA C 0.0397(4) 0.58993(9) 0.0187(2) 0.0348(5) Uani 1 1 d . . . . .
C25 C -0.0303(4) 0.54430(9) -0.1953(3) 0.0466(7) Uani 1 1 d . . . . .
C27 C 0.7000(4) 0.57282(9) 0.3731(2) 0.0429(6) Uani 1 1 d . . . . .
H27 H 0.7624 0.5423 0.4243 0.051 Uiso 1 1 calc R . . . .
C31 C -0.0867(4) 0.55613(9) -0.0779(3) 0.0417(6) 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
Cl2 C14 1.717(2) . ?
Cl8 C26 1.715(2) . ?
F3 C31 1.348(3) . ?
F5 C20 1.337(3) . ?
F9 C12 1.341(3) . ?
F17 C1AA 1.337(3) . ?
F19 C25 1.340(3) . ?
N2 H2 0.8800 . ?
N2 C22 1.372(2) . ?
N2 C22 1.372(2) 4_575 ?
O4 C23 1.383(3) . ?
O4 C0AA 1.364(3) . ?
N8 C11 1.405(3) . ?
N8 C0AA 1.292(3) . ?
C1 C10 1.498(3) . ?
C1 C12 1.380(3) . ?
C1 C1AA 1.381(3) . ?
C10 C11 1.357(3) . ?
C10 C22 1.436(3) . ?
C11 C16 1.455(3) . ?
C14 C14 1.380(5) 4_575 ?
C14 C23 1.382(3) . ?
C22 C9 1.388(3) . ?
C23 C26 1.381(3) . ?
C26 C26 1.377(5) 4_575 ?
C0AA C27 1.440(3) . ?
C9 C9 1.379(5) 4_575 ?
C9 H9 0.9500 . ?
C12 C20 1.376(3) . ?
C16 H16 0.9500 . ?
C16 C27 1.343(3) . ?
C20 C25 1.366(4) . ?
C1AA C31 1.375(3) . ?
C25 C31 1.371(4) . ?
C27 H27 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
C22 N2 H2 125.2 4_575 . ?
C22 N2 H2 125.2 . . ?
C22 N2 C22 109.7(2) 4_575 . ?
C0AA O4 C23 111.75(16) . . ?
C0AA N8 C11 103.30(17) . . ?
C12 C1 C10 121.1(2) . . ?
C12 C1 C1AA 116.4(2) . . ?
C1AA C1 C10 122.5(2) . . ?
C11 C10 C1 117.63(18) . . ?
C11 C10 C22 128.44(19) . . ?
C22 C10 C1 113.92(17) . . ?
N8 C11 C16 109.82(17) . . ?
C10 C11 N8 123.23(19) . . ?
C10 C11 C16 126.93(19) . . ?
C14 C14 Cl2 121.31(8) 4_575 . ?
C14 C14 C23 119.25(13) 4_575 . ?
C23 C14 Cl2 119.37(18) . . ?
N2 C22 C10 128.60(18) . . ?
N2 C22 C9 107.03(19) . . ?
C9 C22 C10 124.36(19) . . ?
C14 C23 O4 119.1(2) . . ?
C26 C23 O4 119.5(2) . . ?
C26 C23 C14 121.2(2) . . ?
C23 C26 Cl8 119.31(18) . . ?
C26 C26 Cl8 121.14(8) 4_575 . ?
C26 C26 C23 119.36(13) 4_575 . ?
O4 C0AA C27 120.78(19) . . ?
N8 C0AA O4 123.3(2) . . ?
N8 C0AA C27 115.92(19) . . ?
C22 C9 H9 125.9 . . ?
C9 C9 C22 108.13(13) 4_575 . ?
C9 C9 H9 125.9 4_575 . ?
F9 C12 C1 119.07(19) . . ?
F9 C12 C20 118.2(2) . . ?
C20 C12 C1 122.7(2) . . ?
C11 C16 H16 126.7 . . ?
C27 C16 C11 106.7(2) . . ?
C27 C16 H16 126.7 . . ?
F5 C20 C12 120.5(3) . . ?
F5 C20 C25 120.4(2) . . ?
C25 C20 C12 119.1(2) . . ?
F17 C1AA C1 119.94(19) . . ?
F17 C1AA C31 118.1(2) . . ?
C31 C1AA C1 121.9(2) . . ?
F19 C25 C20 120.1(3) . . ?
F19 C25 C31 119.9(3) . . ?
C20 C25 C31 120.1(2) . . ?
C0AA C27 H27 127.9 . . ?
C16 C27 C0AA 104.30(19) . . ?
C16 C27 H27 127.9 . . ?
F3 C31 C1AA 120.2(2) . . ?
F3 C31 C25 120.0(2) . . ?
C25 C31 C1AA 119.8(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
Cl2 C14 C23 O4 5.4(2) . . . . ?
Cl2 C14 C23 C26 -178.31(15) . . . . ?
F5 C20 C25 F19 -0.1(3) . . . . ?
F5 C20 C25 C31 179.3(2) . . . . ?
F9 C12 C20 F5 1.3(3) . . . . ?
F9 C12 C20 C25 -178.9(2) . . . . ?
F17 C1AA C31 F3 -1.0(3) . . . . ?
F17 C1AA C31 C25 179.6(2) . . . . ?
F19 C25 C31 F3 0.6(3) . . . . ?
F19 C25 C31 C1AA -180.0(2) . . . . ?
N2 C22 C9 C9 0.1(2) . . . 4_575 ?
O4 C23 C26 Cl8 -3.4(3) . . . . ?
O4 C23 C26 C26 171.73(12) . . . 4_575 ?
O4 C0AA C27 C16 179.9(2) . . . . ?
N8 C11 C16 C27 0.6(3) . . . . ?
N8 C0AA C27 C16 -0.2(3) . . . . ?
C1 C10 C11 N8 -178.55(19) . . . . ?
C1 C10 C11 C16 -0.3(3) . . . . ?
C1 C10 C22 N2 -178.5(2) . . . . ?
C1 C10 C22 C9 2.9(3) . . . . ?
C1 C12 C20 F5 -179.6(2) . . . . ?
C1 C12 C20 C25 0.2(3) . . . . ?
C1 C1AA C31 F3 178.9(2) . . . . ?
C1 C1AA C31 C25 -0.5(3) . . . . ?
C10 C1 C12 F9 1.4(3) . . . . ?
C10 C1 C12 C20 -177.7(2) . . . . ?
C10 C1 C1AA F17 -2.3(3) . . . . ?
C10 C1 C1AA C31 177.8(2) . . . . ?
C10 C11 C16 C27 -177.8(2) . . . . ?
C10 C22 C9 C9 178.90(19) . . . 4_575 ?
C11 N8 C0AA O4 -179.5(2) . . . . ?
C11 N8 C0AA C27 0.5(3) . . . . ?
C11 C10 C22 N2 1.9(4) . . . . ?
C11 C10 C22 C9 -176.7(3) . . . . ?
C11 C16 C27 C0AA -0.3(3) . . . . ?
C14 C14 C23 O4 -171.75(11) 4_575 . . . ?
C14 C14 C23 C26 4.6(2) 4_575 . . . ?
C14 C23 C26 Cl8 -179.67(15) . . . . ?
C14 C23 C26 C26 -4.6(2) . . . 4_575 ?
C22 N2 C22 C10 -178.88(14) 4_575 . . . ?
C22 N2 C22 C9 -0.1(3) 4_575 . . . ?
C22 C10 C11 N8 1.0(4) . . . . ?
C22 C10 C11 C16 179.3(2) . . . . ?
C23 O4 C0AA N8 -0.2(3) . . . . ?
C23 O4 C0AA C27 179.7(2) . . . . ?
C0AA O4 C23 C14 93.3(2) . . . . ?
C0AA O4 C23 C26 -83.1(2) . . . . ?
C0AA N8 C11 C10 177.8(2) . . . . ?
C0AA N8 C11 C16 -0.7(2) . . . . ?
C12 C1 C10 C11 -98.9(2) . . . . ?
C12 C1 C10 C22 81.5(3) . . . . ?
C12 C1 C1AA F17 -179.92(19) . . . . ?
C12 C1 C1AA C31 0.2(3) . . . . ?
C12 C20 C25 F19 -179.9(2) . . . . ?
C12 C20 C25 C31 -0.5(4) . . . . ?
C20 C25 C31 F3 -178.7(2) . . . . ?
C20 C25 C31 C1AA 0.7(4) . . . . ?
C1AA C1 C10 C11 83.7(3) . . . . ?
C1AA C1 C10 C22 -96.0(2) . . . . ?
C1AA C1 C12 F9 179.07(19) . . . . ?
C1AA C1 C12 C20 -0.1(3) . . . . ?

_shelx_SHELXL_version_number     2014/7

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_170309
_database_code_depnum_ccdc_archive 'CCDC 1581724'
_audit_update_record             
;
2017-10-24 deposited with the CCDC.
2018-04-11 downloaded from the CCDC.
;
_audit_creation_date             2017-03-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H7 Cl2 F10 N5 O2, 0.25(C8 H16 O2)'
_chemical_formula_sum            'C36 H11 Cl2 F10 N5 O2.50'
_chemical_formula_weight         814.40
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C34 H9 Cl2 F10 N5 O2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   6.3689(5)
_cell_length_b                   19.2075(10)
_cell_length_c                   14.4005(9)
_cell_angle_alpha                90
_cell_angle_beta                 96.153(7)
_cell_angle_gamma                90
_cell_volume                     1751.5(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2733
_cell_measurement_temperature    180.01(10)
_cell_measurement_theta_max      27.2340
_cell_measurement_theta_min      3.3670
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.282
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.30008
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'pinkish red'
_exptl_crystal_colour_modifier   pinkish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.544
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             812
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10154
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         3.214
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3914
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -5.00   87.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -       13.6191   77.0000    0.0000 92

#__ type_ start__ end____ width___ exp.time_
  2 omega  -16.00   75.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -       13.6191   57.0000  -90.0000 91

#__ type_ start__ end____ width___ exp.time_
  3 omega  -39.00   53.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.7128   57.0000  120.0000 92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0446983000
_diffrn_orient_matrix_UB_12      0.0142500000
_diffrn_orient_matrix_UB_13      -0.0430652000
_diffrn_orient_matrix_UB_21      -0.0479144000
_diffrn_orient_matrix_UB_22      0.0267440000
_diffrn_orient_matrix_UB_23      0.0244330000
_diffrn_orient_matrix_UB_31      0.0908283000
_diffrn_orient_matrix_UB_32      0.0211073000
_diffrn_orient_matrix_UB_33      -0.0017671000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2267
_reflns_number_total             3185
_reflns_odcompleteness_completeness 99.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.569
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3185
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0931
_refine_ls_R_factor_gt           0.0683
_refine_ls_restrained_S_all      1.117
_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)+(0.1371P)²+1.0881P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2181
_refine_ls_wR_factor_ref         0.2414
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Others
 Fixed Sof: O0AA(0.25) C1(0.25) H1A(0.25) H1B(0.25) C0AA(0.25) H0AB(0.25)
 H0AA(0.25) C2AA(0.25) H2AB(0.25) H2AA(0.25) C1AA(0.25) H1AA(0.25) H1AB(0.25)
3.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C0AA(H0AB,H0AA), C2AA(H2AB,H2AA), C1AA(H1AA,H1AB)
3.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C24(H24), C26(H26), C47(H47)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
Cl4 Cl 1.24256(17) 0.66899(6) 0.00012(8) 0.0502(4) Uani 1 1 d . . . . .
O2 O 0.8491(4) 0.60757(13) -0.09196(18) 0.0397(7) Uani 1 1 d . . . . .
F6 F 0.8799(5) 0.57156(14) 0.35787(19) 0.0632(8) Uani 1 1 d . . . . .
F12 F 0.2004(4) 0.55488(15) 0.1950(2) 0.0641(8) Uani 1 1 d . . . . .
F14 F 0.1115(6) 0.44709(16) 0.3043(2) 0.0800(10) Uani 1 1 d . . . . .
F18 F 0.4081(6) 0.40192(15) 0.4417(2) 0.0874(11) Uani 1 1 d . . . . .
F23 F 0.7900(6) 0.46438(17) 0.4679(2) 0.0801(10) Uani 1 1 d . . . . .
N28 N 0.7329(5) 0.63621(17) 0.0531(2) 0.0366(8) Uani 1 1 d . . . . .
N1 N 0.6218(8) 0.7500 0.1832(3) 0.0392(11) Uani 1 2 d S T P . .
H1 H 0.6807 0.7500 0.1306 0.047 Uiso 1 2 calc RS T P . .
C2 C 0.7826(6) 0.5898(2) -0.0068(3) 0.0353(9) Uani 1 1 d . . . . .
C4 C 0.6996(6) 0.7130(2) -0.1527(3) 0.0370(9) Uani 1 1 d . . . . .
C6 C 0.8657(6) 0.67837(19) -0.1021(3) 0.0353(9) Uani 1 1 d . . . . .
C10 C 0.6757(6) 0.5943(2) 0.1273(3) 0.0369(9) Uani 1 1 d . . . . .
C17 C 1.0387(6) 0.7137(2) -0.0594(3) 0.0388(9) Uani 1 1 d . . . . .
C24 C 0.7665(6) 0.5178(2) 0.0201(3) 0.0363(9) Uani 1 1 d . . . . .
H24 H 0.7946 0.4774 -0.0147 0.044 Uiso 1 1 calc R . . . .
C26 C 0.7026(6) 0.5210(2) 0.1056(3) 0.0387(9) Uani 1 1 d . . . . .
H26 H 0.6792 0.4826 0.1448 0.046 Uiso 1 1 calc R . . . .
C33 C 0.6004(7) 0.6204(2) 0.2054(3) 0.0393(9) Uani 1 1 d . . . . .
C36 C 0.5236(7) 0.6743(2) -0.1962(3) 0.0423(10) Uani 1 1 d . . . . .
C38 C 0.5435(7) 0.5658(2) 0.2738(3) 0.0427(10) Uani 1 1 d . . . . .
C41 C 0.5685(7) 0.6914(2) 0.2308(3) 0.0410(10) Uani 1 1 d . . . . .
N44 N 0.3834(7) 0.6434(2) -0.2301(3) 0.0583(11) Uani 1 1 d . . . . .
C47 C 0.4777(8) 0.7140(2) 0.3093(3) 0.0515(11) Uani 1 1 d . . . . .
H47 H 0.4250 0.6849 0.3550 0.062 Uiso 1 1 calc R . . . .
C3 C 0.6878(8) 0.5418(2) 0.3444(3) 0.0488(11) Uani 1 1 d . . . . .
C9 C 0.3494(8) 0.5338(2) 0.2632(3) 0.0480(11) Uani 1 1 d . . . . .
C11 C 0.6440(9) 0.4879(2) 0.4009(3) 0.0598(14) Uani 1 1 d . . . . .
C19 C 0.3007(9) 0.4791(2) 0.3185(3) 0.0558(13) Uani 1 1 d . . . . .
C21 C 0.4490(10) 0.4564(2) 0.3875(4) 0.0625(15) Uani 1 1 d . . . . .
O0AA O 0.2111(16) 0.7500 0.4810(6) 0.088(4) Uani 0.5 2 d S T P . .
C1 C 0.017(3) 0.7500 0.6117(15) 0.095(6) Uani 0.5 2 d S T P . .
H1A H 0.0000 0.7921 0.6498 0.114 Uiso 0.25 1 calc R . . . .
H1B H 0.0000 0.7079 0.6498 0.114 Uiso 0.25 1 calc R . . . .
C0AA C 0.207(3) 0.7500 0.5738(9) 0.082(5) Uani 0.5 2 d S T P . .
H0AB H 0.2866 0.7914 0.5986 0.098 Uiso 0.25 1 calc R . . . .
H0AA H 0.2866 0.7086 0.5986 0.098 Uiso 0.25 1 calc R . . . .
C2AA C -0.137(4) 0.7500 0.5195(11) 0.096(6) Uani 0.5 2 d S T P . .
H2AB H -0.2279 0.7080 0.5154 0.115 Uiso 0.25 1 calc R . . . .
H2AA H -0.2279 0.7920 0.5154 0.115 Uiso 0.25 1 calc R . . . .
C1AA C -0.004(3) 0.7500 0.4509(16) 0.099(6) Uani 0.5 2 d S T P . .
H1AA H -0.0358 0.7915 0.4112 0.119 Uiso 0.25 1 calc R . . . .
H1AB H -0.0358 0.7085 0.4112 0.119 Uiso 0.25 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
Cl4 C17 1.709(4) . ?
O2 C2 1.382(4) . ?
O2 C6 1.373(4) . ?
F6 C3 1.346(5) . ?
F12 C9 1.353(6) . ?
F14 C19 1.348(6) . ?
F18 C21 1.348(5) . ?
F23 C11 1.344(6) . ?
N28 C2 1.303(5) . ?
N28 C10 1.417(5) . ?
N1 H1 0.8800 . ?
N1 C41 1.379(5) 4_575 ?
N1 C41 1.379(5) . ?
C2 C24 1.445(5) . ?
C4 C4 1.422(8) 4_575 ?
C4 C6 1.388(6) . ?
C4 C36 1.432(6) . ?
C6 C17 1.381(6) . ?
C10 C26 1.455(5) . ?
C10 C33 1.364(5) . ?
C17 C17 1.394(8) 4_575 ?
C24 H24 0.9500 . ?
C24 C26 1.339(5) . ?
C26 H26 0.9500 . ?
C33 C38 1.510(5) . ?
C33 C41 1.433(6) . ?
C36 N44 1.137(6) . ?
C38 C3 1.375(6) . ?
C38 C9 1.374(6) . ?
C41 C47 1.393(6) . ?
C47 C47 1.385(9) 4_575 ?
C47 H47 0.9500 . ?
C3 C11 1.364(6) . ?
C9 C19 1.375(6) . ?
C11 C21 1.376(8) . ?
C19 C21 1.366(8) . ?
O0AA C0AA 1.339(16) . ?
O0AA C1AA 1.392(18) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C0AA 1.38(2) . ?
C1 C2AA 1.57(3) . ?
C0AA H0AB 0.9900 . ?
C0AA H0AA 0.9900 . ?
C2AA H2AB 0.9900 . ?
C2AA H2AA 0.9900 . ?
C2AA C1AA 1.37(3) . ?
C1AA H1AA 0.9900 . ?
C1AA H1AB 0.9900 . ?

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
C6 O2 C2 111.9(3) . . ?
C2 N28 C10 102.2(3) . . ?
C41 N1 H1 125.3 4_575 . ?
C41 N1 H1 125.3 . . ?
C41 N1 C41 109.4(4) 4_575 . ?
O2 C2 C24 120.8(3) . . ?
N28 C2 O2 122.6(3) . . ?
N28 C2 C24 116.6(3) . . ?
C4 C4 C36 121.3(2) 4_575 . ?
C6 C4 C4 118.6(2) . 4_575 ?
C6 C4 C36 119.9(4) . . ?
O2 C6 C4 117.9(4) . . ?
O2 C6 C17 120.4(4) . . ?
C17 C6 C4 121.7(4) . . ?
N28 C10 C26 110.0(3) . . ?
C33 C10 N28 123.6(4) . . ?
C33 C10 C26 126.4(4) . . ?
C6 C17 Cl4 120.2(3) . . ?
C6 C17 C17 119.4(2) . 4_575 ?
C17 C17 Cl4 120.19(14) 4_575 . ?
C2 C24 H24 128.1 . . ?
C26 C24 C2 103.8(3) . . ?
C26 C24 H24 128.1 . . ?
C10 C26 H26 126.3 . . ?
C24 C26 C10 107.3(3) . . ?
C24 C26 H26 126.3 . . ?
C10 C33 C38 114.4(3) . . ?
C10 C33 C41 129.3(4) . . ?
C41 C33 C38 116.3(3) . . ?
N44 C36 C4 179.5(5) . . ?
C3 C38 C33 121.8(4) . . ?
C9 C38 C33 120.9(4) . . ?
C9 C38 C3 117.0(4) . . ?
N1 C41 C33 126.9(4) . . ?
N1 C41 C47 107.2(4) . . ?
C47 C41 C33 125.9(4) . . ?
C41 C47 H47 125.9 . . ?
C47 C47 C41 108.1(2) 4_575 . ?
C47 C47 H47 125.9 4_575 . ?
F6 C3 C38 119.3(4) . . ?
F6 C3 C11 118.5(4) . . ?
C11 C3 C38 122.2(5) . . ?
F12 C9 C38 120.0(4) . . ?
F12 C9 C19 117.8(4) . . ?
C38 C9 C19 122.2(5) . . ?
F23 C11 C3 120.9(5) . . ?
F23 C11 C21 119.8(5) . . ?
C3 C11 C21 119.3(5) . . ?
F14 C19 C9 120.9(5) . . ?
F14 C19 C21 120.1(4) . . ?
C21 C19 C9 118.9(5) . . ?
F18 C21 C11 119.2(5) . . ?
F18 C21 C19 120.5(5) . . ?
C19 C21 C11 120.3(4) . . ?
C0AA O0AA C1AA 100.7(14) . . ?
H1A C1 H1B 109.6 . . ?
C0AA C1 H1A 111.9 . . ?
C0AA C1 H1B 111.9 . . ?
C0AA C1 C2AA 99.3(17) . . ?
C2AA C1 H1A 111.9 . . ?
C2AA C1 H1B 111.9 . . ?
O0AA C0AA C1 120.6(17) . . ?
O0AA C0AA H0AB 107.2 . . ?
O0AA C0AA H0AA 107.2 . . ?
C1 C0AA H0AB 107.2 . . ?
C1 C0AA H0AA 107.2 . . ?
H0AB C0AA H0AA 106.8 . . ?
C1 C2AA H2AB 111.1 . . ?
C1 C2AA H2AA 111.1 . . ?
H2AB C2AA H2AA 109.1 . . ?
C1AA C2AA C1 103.3(19) . . ?
C1AA C2AA H2AB 111.1 . . ?
C1AA C2AA H2AA 111.1 . . ?
O0AA C1AA H1AA 108.2 . . ?
O0AA C1AA H1AB 108.2 . . ?
C2AA C1AA O0AA 116.2(18) . . ?
C2AA C1AA H1AA 108.2 . . ?
C2AA C1AA H1AB 108.2 . . ?
H1AA C1AA H1AB 107.4 . . ?

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 C2 C24 C26 178.8(3) . . . . ?
O2 C6 C17 Cl4 4.4(5) . . . . ?
O2 C6 C17 C17 -170.9(2) . . . 4_575 ?
F6 C3 C11 F23 -0.7(6) . . . . ?
F6 C3 C11 C21 -179.4(4) . . . . ?
F12 C9 C19 F14 0.7(6) . . . . ?
F12 C9 C19 C21 179.5(4) . . . . ?
F14 C19 C21 F18 0.2(7) . . . . ?
F14 C19 C21 C11 178.5(4) . . . . ?
F23 C11 C21 F18 -0.5(7) . . . . ?
F23 C11 C21 C19 -178.9(4) . . . . ?
N28 C2 C24 C26 -0.7(5) . . . . ?
N28 C10 C26 C24 -2.1(5) . . . . ?
N28 C10 C33 C38 178.2(4) . . . . ?
N28 C10 C33 C41 -1.8(7) . . . . ?
N1 C41 C47 C47 -0.4(4) . . . 4_575 ?
C2 O2 C6 C4 -98.4(4) . . . . ?
C2 O2 C6 C17 78.7(4) . . . . ?
C2 N28 C10 C26 1.5(4) . . . . ?
C2 N28 C10 C33 -176.4(4) . . . . ?
C2 C24 C26 C10 1.6(4) . . . . ?
C4 C4 C6 O2 171.0(2) 4_575 . . . ?
C4 C4 C6 C17 -6.0(4) 4_575 . . . ?
C4 C6 C17 Cl4 -178.6(3) . . . . ?
C4 C6 C17 C17 6.1(4) . . . 4_575 ?
C6 O2 C2 N28 3.1(5) . . . . ?
C6 O2 C2 C24 -176.4(3) . . . . ?
C10 N28 C2 O2 179.9(3) . . . . ?
C10 N28 C2 C24 -0.6(4) . . . . ?
C10 C33 C38 C3 90.1(5) . . . . ?
C10 C33 C38 C9 -84.4(5) . . . . ?
C10 C33 C41 N1 -4.7(8) . . . . ?
C10 C33 C41 C47 175.6(5) . . . . ?
C26 C10 C33 C38 0.5(6) . . . . ?
C26 C10 C33 C41 -179.5(4) . . . . ?
C33 C10 C26 C24 175.9(4) . . . . ?
C33 C38 C3 F6 5.5(6) . . . . ?
C33 C38 C3 C11 -173.6(4) . . . . ?
C33 C38 C9 F12 -5.1(6) . . . . ?
C33 C38 C9 C19 173.2(4) . . . . ?
C33 C41 C47 C47 179.3(4) . . . 4_575 ?
C36 C4 C6 O2 -3.1(5) . . . . ?
C36 C4 C6 C17 179.8(3) . . . . ?
C38 C33 C41 N1 175.3(4) . . . . ?
C38 C33 C41 C47 -4.4(7) . . . . ?
C38 C3 C11 F23 178.4(4) . . . . ?
C38 C3 C11 C21 -0.3(7) . . . . ?
C38 C9 C19 F14 -177.6(4) . . . . ?
C38 C9 C19 C21 1.2(7) . . . . ?
C41 N1 C41 C33 -179.1(3) 4_575 . . . ?
C41 N1 C41 C47 0.7(6) 4_575 . . . ?
C41 C33 C38 C3 -89.9(5) . . . . ?
C41 C33 C38 C9 95.6(5) . . . . ?
C3 C38 C9 F12 -179.9(4) . . . . ?
C3 C38 C9 C19 -1.6(6) . . . . ?
C3 C11 C21 F18 178.2(4) . . . . ?
C3 C11 C21 C19 -0.2(7) . . . . ?
C9 C38 C3 F6 -179.7(4) . . . . ?
C9 C38 C3 C11 1.2(6) . . . . ?
C9 C19 C21 F18 -178.6(4) . . . . ?
C9 C19 C21 C11 -0.2(7) . . . . ?
C1 C2AA C1AA O0AA 0.000(6) . . . . ?
C0AA O0AA C1AA C2AA 0.000(6) . . . . ?
C0AA C1 C2AA C1AA 0.000(6) . . . . ?
C2AA C1 C0AA O0AA 0.000(6) . . . . ?
C1AA O0AA C0AA C1 0.000(6) . . . . ?

_shelx_SHELXL_version_number     2014/7

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_170406_sq
_database_code_depnum_ccdc_archive 'CCDC 1581725'
_audit_update_record             
;
2017-10-24 deposited with the CCDC.
2018-04-11 downloaded from the CCDC.
;
_audit_creation_date             2017-04-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H7 Br2 F10 N5 O2, 0.5(C8 O2)'
_chemical_formula_sum            'C38 H7 Br2 F10 N5 O3'
_chemical_formula_weight         931.31
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C40 h40 N4 O4 Br2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, z'

_cell_length_a                   18.5573(10)
_cell_length_b                   18.3335(13)
_cell_length_c                   14.8419(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5049.5(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8308
_cell_measurement_temperature    180.00(10)
_cell_measurement_theta_max      26.2310
_cell_measurement_theta_min      4.1740
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.676
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77028
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.16b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1816
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0646
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            52350
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         3.512
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     54.00  80.00   0.50    2.00    --   -0.90  57.00  60.00   52
  2  ω     56.00  82.00   0.50    2.00    --   -0.90  57.00 -60.00   52
  3  ω     54.00  88.00   0.50    2.00    --   -0.90  57.00-120.00   68
  4  ω     34.00  60.00   0.50    2.00    --   -0.90  57.00-150.00   52
  5  ω     36.00  90.00   0.50    2.00    --    1.30  57.00-180.00  108
  6  ω      6.00  31.00   0.50    2.00    --   -0.90  57.00-120.00   50
  7  ω    -22.00   3.00   0.50    2.00    --   -0.90  57.00-150.00   50
  8  ω    -24.00  55.00   0.50    2.00    --    1.30  57.00 -30.00  158
  9  ω    -25.00  20.00   0.50    2.00    --   -0.90  57.00  90.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0224958000
_diffrn_orient_matrix_UB_12      -0.0007620000
_diffrn_orient_matrix_UB_13      -0.0386093000
_diffrn_orient_matrix_UB_21      0.0298926000
_diffrn_orient_matrix_UB_22      -0.0092363000
_diffrn_orient_matrix_UB_23      0.0275106000
_diffrn_orient_matrix_UB_31      -0.0077776000
_diffrn_orient_matrix_UB_32      -0.0375787000
_diffrn_orient_matrix_UB_33      -0.0060007000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3466
_reflns_number_total             4591
_reflns_odcompleteness_completeness 99.58
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.39.16b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.16b (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    ?
_refine_diff_density_max         0.681
_refine_diff_density_min         -0.622
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         4591
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0938
_refine_ls_R_factor_gt           0.0702
_refine_ls_restrained_S_all      1.072
_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)+(0.0845P)²+17.2556P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1845
_refine_ls_wR_factor_ref         0.2056
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C40) \\sim Ueq, Uanis(C40) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.01
3. Others
 Fixed Sof: C3(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 N53(H53), C26(H26), C58(H58), C89(H89)
;
_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
Br8 Br 0.40099(3) 0.65767(4) 0.32842(5) 0.0723(3) Uani 1 1 d . . . . .
F8 F 0.68765(19) 0.5507(2) -0.0594(2) 0.0662(9) Uani 1 1 d . . . . .
F9 F 0.7040(2) 0.5655(2) 0.2554(2) 0.0831(13) Uani 1 1 d . . . . .
F17 F 0.86082(18) 0.4130(2) 0.0959(3) 0.0728(10) Uani 1 1 d . . . . .
F25 F 0.8139(2) 0.4686(2) 0.2528(2) 0.0809(12) Uani 1 1 d . . . . .
F30 F 0.7961(2) 0.4528(2) -0.0609(2) 0.0866(13) Uani 1 1 d . . . . .
N53 N 0.6107(3) 0.7500 0.0993(4) 0.0357(12) Uani 1 2 d S T P . .
H53 H 0.5637 0.7500 0.1075 0.043 Uiso 1 2 calc RS T P . .
O57 O 0.37910(18) 0.59991(19) 0.1374(3) 0.0588(11) Uani 1 1 d . . . . .
N59 N 0.3404(3) 0.6490(3) -0.0830(3) 0.0447(12) Uani 1 1 d . . . . .
N65 N 0.5009(2) 0.6292(2) 0.1157(3) 0.0433(10) Uani 1 1 d . . . . .
C5 C 0.5638(2) 0.5860(3) 0.1107(3) 0.0392(11) Uani 1 1 d . . . . .
C4 C 0.6523(2) 0.6885(3) 0.0920(3) 0.0376(10) Uani 1 1 d . . . . .
C26 C 0.7231(3) 0.7120(3) 0.0768(3) 0.0428(11) Uani 1 1 d . . . . .
H26 H 0.7639 0.6815 0.0681 0.051 Uiso 1 1 calc R . . . .
C30 C 0.3805(3) 0.7118(3) 0.2228(5) 0.0559(15) Uani 1 1 d . . . . .
C41 C 0.6314(2) 0.6141(3) 0.1000(3) 0.0367(10) Uani 1 1 d . . . . .
C44 C 0.6916(2) 0.5599(2) 0.0979(3) 0.0364(10) Uani 1 1 d . . . . .
C49 C 0.4506(3) 0.5813(3) 0.1278(4) 0.0461(12) Uani 1 1 d . . . . .
C58 C 0.5443(3) 0.5090(3) 0.1202(3) 0.0434(11) Uani 1 1 d . . . . .
H58 H 0.5767 0.4688 0.1192 0.052 Uiso 1 1 calc R . . . .
C62 C 0.8063(3) 0.4618(3) 0.0963(4) 0.0472(12) Uani 1 1 d . . . . .
C74 C 0.7174(3) 0.5306(3) 0.0187(3) 0.0416(11) Uani 1 1 d . . . . .
C77 C 0.7743(3) 0.4818(3) 0.0171(4) 0.0500(13) Uani 1 1 d . . . . .
C89 C 0.4724(3) 0.5054(3) 0.1308(4) 0.0497(13) Uani 1 1 d . . . . .
H89 H 0.4430 0.4634 0.1383 0.060 Uiso 1 1 calc R . . . .
C0AA C 0.3700(3) 0.6755(3) 0.1423(5) 0.0565(16) Uani 1 1 d . . . . .
C24 C 0.7262(3) 0.5380(3) 0.1760(3) 0.0462(12) Uani 1 1 d . . . . .
C27 C 0.7830(3) 0.4898(3) 0.1760(3) 0.0480(12) Uani 1 1 d . . . . .
C29 C 0.3549(3) 0.7117(3) 0.0627(5) 0.0539(14) Uani 1 1 d . . . . .
C40 C 0.3443(3) 0.6687(3) -0.0277(7) 0.0677(19) Uani 1 1 d . U . . .
O1 O 0.1971(4) 0.7500 0.0794(7) 0.130(4) Uani 1 2 d S T P A .
C1 C 0.1731(7) 0.7500 0.1682(9) 0.120(5) Uani 1 2 d S T P A .
C2 C 0.1397(8) 0.7500 0.0180(10) 0.120(5) Uani 1 2 d S T P . .
C1AA C 0.0946(7) 0.7500 0.1663(10) 0.208(14) Uani 1 2 d S T P . .
C3 C 0.0778(8) 0.7779(9) 0.0672(10) 0.091(6) Uani 0.5 1 d . . . A 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
Br8 C30 1.894(6) . ?
F8 C74 1.336(5) . ?
F9 C24 1.346(6) . ?
F17 C62 1.350(6) . ?
F25 C27 1.334(6) . ?
F30 C77 1.337(6) . ?
N53 H53 0.8800 . ?
N53 C4 1.370(6) 8_575 ?
N53 C4 1.370(6) . ?
O57 C49 1.377(6) . ?
O57 C0AA 1.398(7) . ?
N59 C40 0.901(9) . ?
N65 C5 1.411(6) . ?
N65 C49 1.294(6) . ?
C5 C41 1.365(7) . ?
C5 C58 1.465(7) . ?
C4 C26 1.402(7) . ?
C4 C41 1.423(7) . ?
C26 C26 1.392(10) 8_575 ?
C26 H26 0.9500 . ?
C30 C30 1.402(11) 8_575 ?
C30 C0AA 1.381(9) . ?
C41 C44 1.497(6) . ?
C44 C74 1.378(7) . ?
C44 C24 1.384(7) . ?
C49 C89 1.450(7) . ?
C58 H58 0.9500 . ?
C58 C89 1.346(7) . ?
C62 C77 1.368(7) . ?
C62 C27 1.361(7) . ?
C74 C77 1.384(7) . ?
C89 H89 0.9500 . ?
C0AA C29 1.384(9) . ?
C24 C27 1.375(7) . ?
C29 C29 1.404(10) 8_575 ?
C29 C40 1.567(11) . ?
O1 C1 1.392(14) . ?
O1 C2 1.403(16) . ?
C1 C1AA 1.456(17) . ?
C2 C3 1.453(19) 8_575 ?
C2 C3 1.453(19) . ?
C1AA C3 1.589(19) 8_575 ?
C1AA C3 1.589(19) . ?

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
C4 N53 H53 124.7 8_575 . ?
C4 N53 H53 124.7 . . ?
C4 N53 C4 110.7(5) 8_575 . ?
C49 O57 C0AA 111.6(4) . . ?
C49 N65 C5 103.0(4) . . ?
N65 C5 C58 109.4(4) . . ?
C41 C5 N65 123.7(4) . . ?
C41 C5 C58 127.0(4) . . ?
N53 C4 C26 106.7(4) . . ?
N53 C4 C41 128.9(4) . . ?
C26 C4 C41 124.3(4) . . ?
C4 C26 H26 126.1 . . ?
C26 C26 C4 107.9(3) 8_575 . ?
C26 C26 H26 126.1 8_575 . ?
C30 C30 Br8 121.57(18) 8_575 . ?
C0AA C30 Br8 119.5(4) . . ?
C0AA C30 C30 118.8(3) . 8_575 ?
C5 C41 C4 128.4(4) . . ?
C5 C41 C44 116.0(4) . . ?
C4 C41 C44 115.6(4) . . ?
C74 C44 C41 122.4(4) . . ?
C74 C44 C24 116.1(4) . . ?
C24 C44 C41 121.4(4) . . ?
O57 C49 C89 120.2(4) . . ?
N65 C49 O57 122.8(4) . . ?
N65 C49 C89 117.0(4) . . ?
C5 C58 H58 126.2 . . ?
C89 C58 C5 107.6(4) . . ?
C89 C58 H58 126.2 . . ?
F17 C62 C77 119.9(5) . . ?
F17 C62 C27 119.5(5) . . ?
C27 C62 C77 120.5(4) . . ?
F8 C74 C44 119.3(4) . . ?
F8 C74 C77 118.5(4) . . ?
C44 C74 C77 122.1(4) . . ?
F30 C77 C62 120.5(5) . . ?
F30 C77 C74 120.2(5) . . ?
C62 C77 C74 119.3(5) . . ?
C49 C89 H89 128.5 . . ?
C58 C89 C49 103.1(4) . . ?
C58 C89 H89 128.5 . . ?
C30 C0AA O57 120.3(6) . . ?
C30 C0AA C29 122.4(5) . . ?
C29 C0AA O57 117.1(6) . . ?
F9 C24 C44 118.8(4) . . ?
F9 C24 C27 118.3(4) . . ?
C27 C24 C44 122.8(5) . . ?
F25 C27 C62 119.7(5) . . ?
F25 C27 C24 121.2(5) . . ?
C62 C27 C24 119.1(5) . . ?
C0AA C29 C29 118.7(3) . 8_575 ?
C0AA C29 C40 121.0(5) . . ?
C29 C29 C40 120.2(3) 8_575 . ?
N59 C40 C29 172.8(8) . . ?
C1 O1 C2 111.8(10) . . ?
O1 C1 C1AA 107.6(11) . . ?
O1 C2 C3 105.9(11) . 8_575 ?
O1 C2 C3 105.9(11) . . ?
C3 C2 C3 41.2(14) 8_575 . ?
C1 C1AA C3 102.4(11) . 8_575 ?
C1 C1AA C3 102.4(11) . . ?
C3 C1AA C3 37.6(12) 8_575 . ?
C2 C3 C1AA 101.4(10) . . ?

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
Br8 C30 C0AA O57 -4.3(6) . . . . ?
Br8 C30 C0AA C29 -179.9(4) . . . . ?
F8 C74 C77 F30 -3.4(8) . . . . ?
F8 C74 C77 C62 178.7(5) . . . . ?
F9 C24 C27 F25 2.4(8) . . . . ?
F9 C24 C27 C62 -179.7(5) . . . . ?
F17 C62 C77 F30 0.7(8) . . . . ?
F17 C62 C77 C74 178.6(5) . . . . ?
F17 C62 C27 F25 -0.3(8) . . . . ?
F17 C62 C27 C24 -178.3(5) . . . . ?
N53 C4 C26 C26 1.0(4) . . . 8_575 ?
N53 C4 C41 C5 5.1(9) . . . . ?
N53 C4 C41 C44 -173.9(5) . . . . ?
O57 C49 C89 C58 -179.4(5) . . . . ?
O57 C0AA C29 C29 -171.6(3) . . . 8_575 ?
O57 C0AA C29 C40 3.4(7) . . . . ?
N65 C5 C41 C4 0.0(8) . . . . ?
N65 C5 C41 C44 178.9(4) . . . . ?
N65 C5 C58 C89 -0.1(6) . . . . ?
N65 C49 C89 C58 0.8(7) . . . . ?
C5 N65 C49 O57 179.3(5) . . . . ?
C5 N65 C49 C89 -0.9(6) . . . . ?
C5 C41 C44 C74 92.7(6) . . . . ?
C5 C41 C44 C24 -89.3(6) . . . . ?
C5 C58 C89 C49 -0.4(6) . . . . ?
C4 N53 C4 C26 -1.7(7) 8_575 . . . ?
C4 N53 C4 C41 176.7(3) 8_575 . . . ?
C4 C41 C44 C74 -88.2(6) . . . . ?
C4 C41 C44 C24 89.8(6) . . . . ?
C26 C4 C41 C5 -176.8(5) . . . . ?
C26 C4 C41 C44 4.3(7) . . . . ?
C30 C30 C0AA O57 171.5(3) 8_575 . . . ?
C30 C30 C0AA C29 -4.1(6) 8_575 . . . ?
C30 C0AA C29 C29 4.1(6) . . . 8_575 ?
C30 C0AA C29 C40 179.2(5) . . . . ?
C41 C5 C58 C89 178.9(5) . . . . ?
C41 C4 C26 C26 -177.5(4) . . . 8_575 ?
C41 C44 C74 F8 -0.4(7) . . . . ?
C41 C44 C74 C77 178.4(5) . . . . ?
C41 C44 C24 F9 1.1(8) . . . . ?
C41 C44 C24 C27 -178.1(5) . . . . ?
C44 C74 C77 F30 177.8(5) . . . . ?
C44 C74 C77 C62 -0.1(8) . . . . ?
C44 C24 C27 F25 -178.4(5) . . . . ?
C44 C24 C27 C62 -0.5(9) . . . . ?
C49 O57 C0AA C30 -81.9(6) . . . . ?
C49 O57 C0AA C29 93.9(6) . . . . ?
C49 N65 C5 C41 -178.5(5) . . . . ?
C49 N65 C5 C58 0.6(6) . . . . ?
C58 C5 C41 C4 -178.9(5) . . . . ?
C58 C5 C41 C44 0.0(7) . . . . ?
C74 C44 C24 F9 179.2(5) . . . . ?
C74 C44 C24 C27 0.0(8) . . . . ?
C77 C62 C27 F25 178.7(5) . . . . ?
C77 C62 C27 C24 0.7(8) . . . . ?
C0AA O57 C49 N65 -6.5(8) . . . . ?
C0AA O57 C49 C89 173.7(6) . . . . ?
C24 C44 C74 F8 -178.4(5) . . . . ?
C24 C44 C74 C77 0.3(7) . . . . ?
C27 C62 C77 F30 -178.3(5) . . . . ?
C27 C62 C77 C74 -0.4(8) . . . . ?
O1 C1 C1AA C3 -19.2(6) . . . . ?
O1 C1 C1AA C3 19.2(6) . . . 8_575 ?
O1 C2 C3 C1AA -31.4(10) . . . . ?
C1 O1 C2 C3 -21.5(7) . . . 8_575 ?
C1 O1 C2 C3 21.5(7) . . . . ?
C1 C1AA C3 C2 30.9(10) . . . . ?
C2 O1 C1 C1AA 0.000(1) . . . . ?
C3 C2 C3 C1AA 64.8(9) 8_575 . . . ?
C3 C1AA C3 C2 -63.4(9) 8_575 . . . ?

_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 1.189
_oxdiff_exptl_absorpt_empirical_full_min 0.826
# SQUEEZE RESULTS (Version = 230916)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.016 -0.008 -0.005 1896 419 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?
