# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2258961'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2023-04-25 deposited with the CCDC.	2023-08-10 downloaded from the CCDC.
;
_audit_creation_date             2022-12-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C F3 N0.5 O2 S), C21 H15'
_chemical_formula_sum            'C23 H15 F6 N O4 S2'
_chemical_formula_weight         547.48
_chemical_melting_point          ?
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'
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'
S S 0.1246 0.1234 '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                   10.4243(12)
_cell_length_b                   10.8670(12)
_cell_length_c                   11.5682(11)
_cell_angle_alpha                88.268(5)
_cell_angle_beta                 88.338(5)
_cell_angle_gamma                61.795(5)
_cell_volume                     1154.2(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4705
_cell_measurement_temperature    150.02
_cell_measurement_theta_max      26.31
_cell_measurement_theta_min      2.22
_shelx_estimated_absorpt_T_max   0.970
_shelx_estimated_absorpt_T_min   0.952
_exptl_absorpt_coefficient_mu    0.311
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.575
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       NEEDLE
_exptl_crystal_F_000             556
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0998
_diffrn_reflns_av_unetI/netI     0.0946
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            20515
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.995
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_min         1.761
_diffrn_ambient_temperature      150.02
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2877
_reflns_number_total             4057
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.315
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         4057
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0863
_refine_ls_R_factor_gt           0.0554
_refine_ls_restrained_S_all      1.020
_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)+(0.0886P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1435
_refine_ls_wR_factor_ref         0.1654
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Fixed Sof: F26(0.5) F30(0.5) O33(0.5) O34(0.5) F35(0.5) O36(0.5) F37(0.5)
 F38(0.5) O41(0.5) F42(0.5) N1(0.5) N2(0.5) O7(0.5) O9(0.5) O1(0.5) O8(0.5)
 F1(0.5) F2(0.5) F3(0.5) F5(0.5) F4(0.5) F6(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13),
 C15(H15), C16(H16), C17(H17), C18(H18), C21(H21), C22(H22), C23(H23)
;
_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 0.46036(9) 0.45928(8) 0.10564(6) 0.0310(3) Uani 1 1 d . . . . .
C20 C 0.5999(4) 0.2792(4) 0.1269(3) 0.0459(9) Uani 1 1 d . . . . .
F26 F 0.6663(7) 0.2219(6) 0.0274(5) 0.0587(15) Uani 0.5 1 d . . P . .
F30 F 0.5627(6) 0.2044(5) 0.1859(5) 0.0607(13) Uani 0.5 1 d . . P . .
O33 O 0.3189(5) 0.4614(5) 0.1411(4) 0.0367(11) Uani 0.5 1 d . . P . .
O34 O 0.5054(6) 0.5358(5) 0.1630(4) 0.0469(13) Uani 0.5 1 d . . P . .
F35 F 0.5474(5) 0.1889(4) 0.0818(5) 0.0566(12) Uani 0.5 1 d . . P . .
O36 O 0.3542(5) 0.4467(5) 0.0543(5) 0.0413(12) Uani 0.5 1 d . . P . .
F37 F 0.6099(5) 0.2462(6) 0.2373(4) 0.0592(14) Uani 0.5 1 d . . P . .
F38 F 0.7154(6) 0.2494(6) 0.0765(6) 0.0660(16) Uani 0.5 1 d . . P . .
O41 O 0.4426(6) 0.5164(5) 0.2214(4) 0.0479(13) Uani 0.5 1 d . . P . .
F42 F 0.7223(5) 0.2764(5) 0.1864(5) 0.0665(13) Uani 0.5 1 d . . P . .
N1 N 0.5496(5) 0.5275(5) 0.0334(4) 0.0314(13) Uani 0.5 1 d . . P . .
C1 C -0.2014(3) 0.6864(3) 0.2732(2) 0.0223(6) Uani 1 1 d . . . . .
C2 C 0.1342(4) 0.1451(4) -0.0405(3) 0.0365(8) Uani 1 1 d . . . . .
H2 H 0.156028 0.077702 -0.098528 0.044 Uiso 1 1 calc R U . . .
C3 C -0.3136(3) 0.6946(3) 0.2042(2) 0.0286(7) Uani 1 1 d . . . . .
H3 H -0.295988 0.621655 0.152574 0.034 Uiso 1 1 calc R U . . .
C4 C 0.0351(3) 0.4417(3) 0.2189(2) 0.0241(7) Uani 1 1 d . . . . .
C5 C 0.0770(3) 0.4867(3) 0.3136(2) 0.0243(7) Uani 1 1 d . . . . .
C6 C 0.1847(3) 0.4675(3) 0.3982(2) 0.0242(7) Uani 1 1 d . . . . .
C7 C 0.0697(3) 0.3394(3) 0.1298(2) 0.0239(7) Uani 1 1 d . . . . .
C8 C 0.3188(3) 0.3468(3) 0.3989(3) 0.0314(7) Uani 1 1 d . . . . .
H8 H 0.338556 0.275112 0.345369 0.038 Uiso 1 1 calc R U . . .
C9 C 0.1570(4) 0.5719(3) 0.4767(3) 0.0339(8) Uani 1 1 d . . . . .
H9 H 0.065646 0.654303 0.476885 0.041 Uiso 1 1 calc R U . . .
C10 C -0.2289(3) 0.7947(3) 0.3480(3) 0.0284(7) Uani 1 1 d . . . . .
H10 H -0.153666 0.788932 0.395827 0.034 Uiso 1 1 calc R U . . .
C11 C -0.4752(3) 0.9160(3) 0.2850(3) 0.0350(8) Uani 1 1 d . . . . .
H11 H -0.569367 0.994651 0.289332 0.042 Uiso 1 1 calc R U . . .
C12 C -0.0380(3) 0.3534(3) 0.0531(3) 0.0328(8) Uani 1 1 d . . . . .
H12 H -0.133452 0.429671 0.059262 0.039 Uiso 1 1 calc R U . . .
C13 C -0.3646(3) 0.9100(3) 0.3529(3) 0.0346(8) Uani 1 1 d . . . . .
H13 H -0.382396 0.984790 0.402425 0.042 Uiso 1 1 calc R U . . .
C14 C -0.0606(3) 0.5647(3) 0.2694(2) 0.0244(7) Uani 1 1 d . . . . .
C15 C 0.2088(3) 0.2290(3) 0.1196(3) 0.0293(7) Uani 1 1 d . . . . .
H15 H 0.281999 0.220052 0.171318 0.035 Uiso 1 1 calc R U . . .
C16 C 0.4230(3) 0.3314(4) 0.4772(3) 0.0356(8) Uani 1 1 d . . . . .
H16 H 0.514106 0.248807 0.478240 0.043 Uiso 1 1 calc R U . . .
C17 C 0.2419(4) 0.1315(3) 0.0345(3) 0.0354(8) Uani 1 1 d . . . . .
H17 H 0.337633 0.055861 0.027251 0.042 Uiso 1 1 calc R U . . .
C18 C 0.3944(4) 0.4360(4) 0.5540(3) 0.0369(8) Uani 1 1 d . . . . .
H18 H 0.466801 0.425491 0.607251 0.044 Uiso 1 1 calc R U . . .
C21 C -0.4500(3) 0.8095(3) 0.2118(3) 0.0345(8) Uani 1 1 d . . . . .
H21 H -0.526738 0.814825 0.166010 0.041 Uiso 1 1 calc R U . . .
C22 C -0.0044(4) 0.2558(4) -0.0312(3) 0.0368(8) Uani 1 1 d . . . . .
H22 H -0.077131 0.264712 -0.083353 0.044 Uiso 1 1 calc R U . . .
C23 C 0.2625(4) 0.5556(4) 0.5545(3) 0.0384(8) Uani 1 1 d . . . . .
H23 H 0.243820 0.626901 0.608173 0.046 Uiso 1 1 calc R U . . .
S2 S -0.10991(9) 0.99809(11) 0.57181(7) 0.0438(3) Uani 1 1 d . . . . .
N2 N 0.0437(5) 0.9173(5) 0.5208(4) 0.0333(13) Uani 0.5 1 d . . P . .
C19 C -0.0834(4) 1.0574(4) 0.7098(3) 0.0493(10) Uani 1 1 d . . . . .
O7 O -0.1513(6) 0.8784(5) 0.6110(4) 0.0529(14) Uani 0.5 1 d . . P . .
O9 O -0.0319(6) 0.8642(5) 0.5717(5) 0.0553(14) Uani 0.5 1 d . . P . .
O1 O -0.2602(8) 1.0780(12) 0.5546(8) 0.075(3) Uani 0.5 1 d . . P . .
O8 O -0.2221(7) 1.1083(8) 0.5221(7) 0.0472(17) Uani 0.5 1 d . . P . .
F1 F -0.2083(7) 1.1047(7) 0.7767(6) 0.0568(18) Uani 0.5 1 d . . P . .
F2 F -0.0377(7) 1.1383(7) 0.6986(4) 0.0501(15) Uani 0.5 1 d . . P . .
F3 F 0.0119(6) 0.9411(5) 0.7798(4) 0.0588(12) Uani 0.5 1 d . . P . .
F5 F 0.0625(7) 1.0141(9) 0.7237(4) 0.0866(18) Uani 0.5 1 d . . P . .
F4 F -0.1326(11) 1.2008(7) 0.7117(5) 0.101(3) Uani 0.5 1 d . . P . .
F6 F -0.1387(9) 1.0259(8) 0.7885(5) 0.066(2) Uani 0.5 1 d . . P . .


_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 C20 1.818(4) . ?
S1 O33 1.509(4) . ?
S1 O34 1.331(4) . ?
S1 O36 1.336(4) . ?
S1 O41 1.463(5) . ?
S1 N1 1.638(5) . ?
S1 N1 1.613(5) 2_665 ?
C20 F26 1.335(6) . ?
C20 F30 1.236(6) . ?
C20 F35 1.446(6) . ?
C20 F37 1.310(6) . ?
C20 F38 1.223(6) . ?
C20 F42 1.454(5) . ?
F26 F35 1.557(7) . ?
F26 F38 0.920(6) . ?
F30 F35 1.246(7) . ?
F30 F37 1.023(6) . ?
O33 O36 1.051(6) . ?
O34 O41 1.013(6) . ?
O34 N1 1.548(7) . ?
O36 N1 1.518(7) 2_665 ?
F37 F42 1.463(7) . ?
F38 F42 1.325(8) . ?
N1 N1 1.638(9) 2_665 ?
C1 C3 1.402(4) . ?
C1 C10 1.394(4) . ?
C1 C14 1.439(4) . ?
C2 H2 0.9500 . ?
C2 C17 1.388(4) . ?
C2 C22 1.379(5) . ?
C3 H3 0.9500 . ?
C3 C21 1.382(4) . ?
C4 C5 1.376(4) . ?
C4 C7 1.448(4) . ?
C4 C14 1.370(4) . ?
C5 C6 1.447(4) . ?
C5 C14 1.380(4) . ?
C6 C8 1.393(4) . ?
C6 C9 1.390(4) . ?
C7 C12 1.399(4) . ?
C7 C15 1.382(4) . ?
C8 H8 0.9500 . ?
C8 C16 1.380(4) . ?
C9 H9 0.9500 . ?
C9 C23 1.385(4) . ?
C10 H10 0.9500 . ?
C10 C13 1.378(4) . ?
C11 H11 0.9500 . ?
C11 C13 1.389(4) . ?
C11 C21 1.374(4) . ?
C12 H12 0.9500 . ?
C12 C22 1.374(4) . ?
C13 H13 0.9500 . ?
C15 H15 0.9500 . ?
C15 C17 1.381(4) . ?
C16 H16 0.9500 . ?
C16 C18 1.377(5) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C18 C23 1.375(5) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
S2 N2 1.723(6) 2_576 ?
S2 N2 1.527(5) . ?
S2 C19 1.815(4) . ?
S2 O7 1.602(5) . ?
S2 O9 1.288(5) . ?
S2 O1 1.404(8) . ?
S2 O8 1.344(7) . ?
N2 N2 1.649(10) 2_576 ?
N2 O9 1.297(7) . ?
N2 O8 1.803(8) 2_576 ?
C19 F1 1.376(7) . ?
C19 F2 1.184(6) . ?
C19 F3 1.428(6) . ?
C19 F5 1.376(7) . ?
C19 F4 1.392(7) . ?
C19 F6 1.190(7) . ?
O7 O9 1.253(7) . ?
O1 O8 0.718(8) . ?
F1 F4 1.725(10) . ?
F1 F6 0.830(7) . ?
F2 F5 1.287(8) . ?
F2 F4 0.908(8) . ?
F3 F5 1.294(7) . ?
F3 F6 1.397(8) . ?

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
O33 S1 C20 105.4(2) . . ?
O33 S1 N1 102.7(3) . 2_665 ?
O33 S1 N1 150.4(2) . . ?
O34 S1 C20 105.4(3) . . ?
O34 S1 O33 119.4(3) . . ?
O34 S1 O36 150.0(3) . . ?
O34 S1 O41 42.2(3) . . ?
O34 S1 N1 119.8(3) . 2_665 ?
O34 S1 N1 61.8(3) . . ?
O36 S1 C20 103.3(3) . . ?
O36 S1 O33 42.8(2) . . ?
O36 S1 O41 122.4(3) . . ?
O36 S1 N1 119.6(3) . . ?
O36 S1 N1 61.1(3) . 2_665 ?
O41 S1 C20 102.5(2) . . ?
O41 S1 O33 80.8(3) . . ?
O41 S1 N1 153.3(3) . 2_665 ?
O41 S1 N1 103.7(3) . . ?
N1 S1 C20 102.1(2) . . ?
N1 S1 C20 101.9(2) 2_665 . ?
N1 S1 N1 60.5(3) 2_665 . ?
F26 C20 S1 111.6(3) . . ?
F26 C20 F35 67.9(4) . . ?
F26 C20 F42 99.4(4) . . ?
F30 C20 S1 115.7(4) . . ?
F30 C20 F26 113.5(5) . . ?
F30 C20 F35 54.7(4) . . ?
F30 C20 F37 47.3(3) . . ?
F30 C20 F42 105.7(4) . . ?
F35 C20 S1 108.3(3) . . ?
F35 C20 F42 142.2(4) . . ?
F37 C20 S1 109.7(3) . . ?
F37 C20 F26 138.6(4) . . ?
F37 C20 F35 101.6(4) . . ?
F37 C20 F42 63.7(3) . . ?
F38 C20 S1 114.5(4) . . ?
F38 C20 F26 41.9(3) . . ?
F38 C20 F30 129.8(5) . . ?
F38 C20 F35 106.4(5) . . ?
F38 C20 F37 115.4(5) . . ?
F38 C20 F42 58.6(4) . . ?
F42 C20 S1 109.5(3) . . ?
C20 F26 F35 59.4(3) . . ?
F38 F26 C20 62.5(5) . . ?
F38 F26 F35 117.3(7) . . ?
C20 F30 F35 71.3(4) . . ?
F37 F30 C20 70.1(5) . . ?
F37 F30 F35 140.5(6) . . ?
O36 O33 S1 59.8(3) . . ?
S1 O34 N1 68.9(3) . . ?
O41 O34 S1 75.9(4) . . ?
O41 O34 N1 144.0(5) . . ?
C20 F35 F26 52.6(3) . . ?
F30 F35 C20 54.0(3) . . ?
F30 F35 F26 99.6(4) . . ?
S1 O36 N1 68.5(3) . 2_665 ?
O33 O36 S1 77.4(4) . . ?
O33 O36 N1 142.9(5) . 2_665 ?
C20 F37 F42 63.0(3) . . ?
F30 F37 C20 62.6(4) . . ?
F30 F37 F42 118.5(6) . . ?
C20 F38 F42 69.5(4) . . ?
F26 F38 C20 75.6(6) . . ?
F26 F38 F42 142.4(8) . . ?
O34 O41 S1 62.0(3) . . ?
C20 F42 F37 53.3(3) . . ?
F38 F42 C20 52.0(3) . . ?
F38 F42 F37 100.2(4) . . ?
S1 N1 S1 119.5(3) 2_665 . ?
S1 N1 N1 60.5(3) 2_665 2_665 ?
O34 N1 S1 49.3(2) . . ?
O34 N1 S1 161.5(4) . 2_665 ?
O34 N1 N1 106.3(5) . 2_665 ?
O36 N1 S1 50.4(2) 2_665 2_665 ?
O36 N1 S1 163.4(4) 2_665 . ?
O36 N1 O34 144.3(4) 2_665 . ?
O36 N1 N1 109.3(5) 2_665 2_665 ?
N1 N1 S1 59.0(3) 2_665 . ?
C3 C1 C14 120.0(3) . . ?
C10 C1 C3 119.5(3) . . ?
C10 C1 C14 120.5(2) . . ?
C17 C2 H2 119.8 . . ?
C22 C2 H2 119.8 . . ?
C22 C2 C17 120.4(3) . . ?
C1 C3 H3 120.3 . . ?
C21 C3 C1 119.5(3) . . ?
C21 C3 H3 120.3 . . ?
C5 C4 C7 149.4(3) . . ?
C14 C4 C5 60.3(2) . . ?
C14 C4 C7 150.2(3) . . ?
C4 C5 C6 150.5(3) . . ?
C4 C5 C14 59.7(2) . . ?
C14 C5 C6 149.8(3) . . ?
C8 C6 C5 120.3(3) . . ?
C9 C6 C5 120.1(3) . . ?
C9 C6 C8 119.6(3) . . ?
C12 C7 C4 119.7(3) . . ?
C15 C7 C4 120.3(3) . . ?
C15 C7 C12 120.0(3) . . ?
C6 C8 H8 120.0 . . ?
C16 C8 C6 120.0(3) . . ?
C16 C8 H8 120.0 . . ?
C6 C9 H9 120.0 . . ?
C23 C9 C6 119.9(3) . . ?
C23 C9 H9 120.0 . . ?
C1 C10 H10 119.8 . . ?
C13 C10 C1 120.4(3) . . ?
C13 C10 H10 119.8 . . ?
C13 C11 H11 119.7 . . ?
C21 C11 H11 119.7 . . ?
C21 C11 C13 120.7(3) . . ?
C7 C12 H12 120.3 . . ?
C22 C12 C7 119.4(3) . . ?
C22 C12 H12 120.3 . . ?
C10 C13 C11 119.5(3) . . ?
C10 C13 H13 120.3 . . ?
C11 C13 H13 120.3 . . ?
C4 C14 C1 149.9(3) . . ?
C4 C14 C5 60.0(2) . . ?
C5 C14 C1 150.0(3) . . ?
C7 C15 H15 119.9 . . ?
C17 C15 C7 120.3(3) . . ?
C17 C15 H15 119.9 . . ?
C8 C16 H16 120.1 . . ?
C18 C16 C8 119.8(3) . . ?
C18 C16 H16 120.1 . . ?
C2 C17 H17 120.3 . . ?
C15 C17 C2 119.5(3) . . ?
C15 C17 H17 120.3 . . ?
C16 C18 H18 119.6 . . ?
C23 C18 C16 120.8(3) . . ?
C23 C18 H18 119.6 . . ?
C3 C21 H21 119.8 . . ?
C11 C21 C3 120.4(3) . . ?
C11 C21 H21 119.8 . . ?
C2 C22 H22 119.8 . . ?
C12 C22 C2 120.4(3) . . ?
C12 C22 H22 119.8 . . ?
C9 C23 H23 120.1 . . ?
C18 C23 C9 119.8(3) . . ?
C18 C23 H23 120.1 . . ?
N2 S2 N2 60.6(3) . 2_576 ?
N2 S2 C19 104.1(2) . . ?
N2 S2 C19 100.1(2) 2_576 . ?
N2 S2 O7 103.7(3) . . ?
O7 S2 N2 155.7(2) . 2_576 ?
O7 S2 C19 102.0(2) . . ?
O9 S2 N2 54.1(3) . . ?
O9 S2 N2 113.2(3) . 2_576 ?
O9 S2 C19 107.2(3) . . ?
O9 S2 O7 49.9(3) . . ?
O9 S2 O1 128.3(5) . . ?
O9 S2 O8 144.9(5) . . ?
O1 S2 N2 149.1(4) . . ?
O1 S2 N2 100.9(4) . 2_576 ?
O1 S2 C19 103.4(4) . . ?
O1 S2 O7 83.8(4) . . ?
O8 S2 N2 126.0(4) . . ?
O8 S2 N2 70.8(3) . 2_576 ?
O8 S2 C19 106.2(4) . . ?
O8 S2 O7 112.1(4) . . ?
O8 S2 O1 30.2(4) . . ?
S2 N2 S2 119.4(3) . 2_576 ?
S2 N2 N2 65.6(3) . 2_576 ?
S2 N2 O8 44.7(3) 2_576 2_576 ?
S2 N2 O8 155.1(5) . 2_576 ?
N2 N2 S2 53.8(3) 2_576 2_576 ?
N2 N2 O8 95.6(5) 2_576 2_576 ?
O9 N2 S2 53.5(3) . . ?
O9 N2 S2 165.6(4) . 2_576 ?
O9 N2 N2 117.5(5) . 2_576 ?
O9 N2 O8 146.7(5) . 2_576 ?
F1 C19 S2 110.2(4) . . ?
F1 C19 F3 99.4(5) . . ?
F1 C19 F5 138.6(5) . . ?
F1 C19 F4 77.1(5) . . ?
F2 C19 S2 112.2(4) . . ?
F2 C19 F1 113.8(5) . . ?
F2 C19 F3 110.1(5) . . ?
F2 C19 F5 59.8(4) . . ?
F2 C19 F4 40.3(4) . . ?
F2 C19 F6 133.4(5) . . ?
F3 C19 S2 110.3(3) . . ?
F5 C19 S2 109.4(3) . . ?
F5 C19 F3 54.9(4) . . ?
F5 C19 F4 98.1(6) . . ?
F4 C19 S2 113.3(4) . . ?
F4 C19 F3 134.6(5) . . ?
F6 C19 S2 112.8(4) . . ?
F6 C19 F1 36.9(4) . . ?
F6 C19 F3 63.8(5) . . ?
F6 C19 F5 114.0(6) . . ?
F6 C19 F4 108.6(5) . . ?
O9 O7 S2 51.9(3) . . ?
S2 O9 N2 72.4(3) . . ?
O7 O9 S2 78.2(4) . . ?
O7 O9 N2 149.8(6) . . ?
O8 O1 S2 70.3(10) . . ?
S2 O8 N2 64.5(3) . 2_576 ?
O1 O8 S2 79.6(12) . . ?
O1 O8 N2 143.8(14) . 2_576 ?
C19 F1 F4 51.9(4) . . ?
F6 F1 C19 59.3(7) . . ?
F6 F1 F4 105.2(10) . . ?
C19 F2 F5 67.5(5) . . ?
F4 F2 C19 82.3(7) . . ?
F4 F2 F5 143.8(9) . . ?
F5 F3 C19 60.5(4) . . ?
F5 F3 F6 106.2(5) . . ?
F6 F3 C19 49.8(3) . . ?
F2 F5 C19 52.7(4) . . ?
F2 F5 F3 112.4(6) . . ?
F3 F5 C19 64.6(4) . . ?
C19 F4 F1 51.0(3) . . ?
F2 F4 C19 57.4(5) . . ?
F2 F4 F1 105.0(7) . . ?
C19 F6 F3 66.4(5) . . ?
F1 F6 C19 83.8(8) . . ?
F1 F6 F3 146.3(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
S1 C20 F26 F35 -101.7(3) . . . . ?
S1 C20 F26 F38 103.1(6) . . . . ?
S1 C20 F30 F35 94.9(4) . . . . ?
S1 C20 F30 F37 -93.7(5) . . . . ?
S1 C20 F35 F26 106.5(3) . . . . ?
S1 C20 F35 F30 -109.0(4) . . . . ?
S1 C20 F37 F30 107.2(5) . . . . ?
S1 C20 F37 F42 -102.6(3) . . . . ?
S1 C20 F38 F26 -95.6(6) . . . . ?
S1 C20 F38 F42 98.7(4) . . . . ?
S1 C20 F42 F37 102.9(4) . . . . ?
S1 C20 F42 F38 -107.4(4) . . . . ?
S1 O33 O36 N1 -23.3(7) . . . 2_665 ?
S1 O34 N1 S1 58.5(12) . . . 2_665 ?
S1 O34 N1 O36 -165.8(7) . . . 2_665 ?
S1 O34 N1 N1 16.1(4) . . . 2_665 ?
C20 S1 O33 O36 -93.1(4) . . . . ?
C20 S1 O34 O41 -91.7(5) . . . . ?
C20 S1 O34 N1 95.7(3) . . . . ?
C20 S1 O36 O33 98.4(4) . . . . ?
C20 S1 O36 N1 -96.4(3) . . . 2_665 ?
C20 S1 O41 O34 99.3(5) . . . . ?
C20 S1 N1 S1 97.0(3) . . . 2_665 ?
C20 S1 N1 O34 -101.2(3) . . . . ?
C20 S1 N1 O36 48.7(13) . . . 2_665 ?
C20 S1 N1 N1 97.0(3) . . . 2_665 ?
C20 F26 F35 F30 -28.5(4) . . . . ?
C20 F26 F38 F42 22.2(11) . . . . ?
C20 F30 F35 F26 27.9(4) . . . . ?
C20 F30 F37 F42 -30.3(5) . . . . ?
C20 F37 F42 F38 -23.9(4) . . . . ?
C20 F38 F42 F37 24.3(4) . . . . ?
F26 C20 F30 F35 -35.9(5) . . . . ?
F26 C20 F30 F37 135.4(5) . . . . ?
F26 C20 F35 F30 144.5(5) . . . . ?
F26 C20 F37 F30 -76.8(8) . . . . ?
F26 C20 F37 F42 73.4(8) . . . . ?
F26 C20 F38 F42 -165.7(7) . . . . ?
F26 C20 F42 F37 -140.0(5) . . . . ?
F26 C20 F42 F38 9.6(5) . . . . ?
F26 F38 F42 C20 -23.0(11) . . . . ?
F26 F38 F42 F37 1.3(14) . . . . ?
F30 C20 F26 F35 31.1(4) . . . . ?
F30 C20 F26 F38 -124.1(7) . . . . ?
F30 C20 F35 F26 -144.5(5) . . . . ?
F30 C20 F37 F42 150.2(6) . . . . ?
F30 C20 F38 F26 81.3(8) . . . . ?
F30 C20 F38 F42 -84.5(7) . . . . ?
F30 C20 F42 F37 -22.3(4) . . . . ?
F30 C20 F42 F38 127.4(5) . . . . ?
F30 F37 F42 C20 30.1(5) . . . . ?
F30 F37 F42 F38 6.3(7) . . . . ?
O33 S1 C20 F26 117.0(4) . . . . ?
O33 S1 C20 F30 -14.7(5) . . . . ?
O33 S1 C20 F35 44.1(4) . . . . ?
O33 S1 C20 F37 -65.9(4) . . . . ?
O33 S1 C20 F38 162.6(5) . . . . ?
O33 S1 C20 F42 -133.9(4) . . . . ?
O33 S1 O34 O41 26.4(5) . . . . ?
O33 S1 O34 N1 -146.1(3) . . . . ?
O33 S1 O36 N1 165.2(5) . . . 2_665 ?
O33 S1 O41 O34 -156.9(5) . . . . ?
O33 S1 N1 S1 -61.1(7) . . . 2_665 ?
O33 S1 N1 O34 100.7(5) . . . . ?
O33 S1 N1 O36 -109.4(13) . . . 2_665 ?
O33 S1 N1 N1 -61.1(7) . . . 2_665 ?
O34 S1 C20 F26 -115.8(5) . . . . ?
O34 S1 C20 F30 112.5(5) . . . . ?
O34 S1 C20 F35 171.4(4) . . . . ?
O34 S1 C20 F37 61.4(5) . . . . ?
O34 S1 C20 F38 -70.2(5) . . . . ?
O34 S1 C20 F42 -6.7(4) . . . . ?
O34 S1 O33 O36 148.7(4) . . . . ?
O34 S1 O36 O33 -64.9(7) . . . . ?
O34 S1 O36 N1 100.3(6) . . . 2_665 ?
O34 S1 N1 S1 -161.9(5) . . . 2_665 ?
O34 S1 N1 O36 149.9(14) . . . 2_665 ?
O34 S1 N1 N1 -161.9(5) . . . 2_665 ?
F35 C20 F26 F38 -155.2(7) . . . . ?
F35 C20 F30 F37 171.4(6) . . . . ?
F35 C20 F37 F30 -7.2(5) . . . . ?
F35 C20 F37 F42 143.0(4) . . . . ?
F35 C20 F38 F26 23.9(7) . . . . ?
F35 C20 F38 F42 -141.8(4) . . . . ?
F35 C20 F42 F37 -74.1(7) . . . . ?
F35 C20 F42 F38 75.5(7) . . . . ?
F35 F26 F38 C20 -24.0(6) . . . . ?
F35 F26 F38 F42 -1.8(16) . . . . ?
F35 F30 F37 C20 12.9(8) . . . . ?
F35 F30 F37 F42 -17.3(12) . . . . ?
O36 S1 C20 F26 72.8(5) . . . . ?
O36 S1 C20 F30 -58.9(5) . . . . ?
O36 S1 C20 F35 -0.1(4) . . . . ?
O36 S1 C20 F37 -110.1(4) . . . . ?
O36 S1 C20 F38 118.4(5) . . . . ?
O36 S1 C20 F42 -178.1(4) . . . . ?
O36 S1 O34 O41 71.4(7) . . . . ?
O36 S1 O34 N1 -101.2(6) . . . . ?
O36 S1 O41 O34 -145.9(5) . . . . ?
O36 S1 N1 S1 -16.2(5) . . . 2_665 ?
O36 S1 N1 O34 145.7(4) . . . . ?
O36 S1 N1 O36 -64.4(14) . . . 2_665 ?
O36 S1 N1 N1 -16.2(5) . . . 2_665 ?
F37 C20 F26 F35 82.4(8) . . . . ?
F37 C20 F26 F38 -72.8(9) . . . . ?
F37 C20 F30 F35 -171.4(6) . . . . ?
F37 C20 F35 F26 -138.0(5) . . . . ?
F37 C20 F35 F30 6.5(4) . . . . ?
F37 C20 F38 F26 135.7(7) . . . . ?
F37 C20 F38 F42 -30.1(5) . . . . ?
F37 C20 F42 F38 149.6(5) . . . . ?
F37 F30 F35 C20 -12.8(8) . . . . ?
F37 F30 F35 F26 15.1(10) . . . . ?
F38 C20 F26 F35 155.2(7) . . . . ?
F38 C20 F30 F35 -81.9(7) . . . . ?
F38 C20 F30 F37 89.4(8) . . . . ?
F38 C20 F35 F26 -17.0(4) . . . . ?
F38 C20 F35 F30 127.5(5) . . . . ?
F38 C20 F37 F30 -121.7(6) . . . . ?
F38 C20 F37 F42 28.5(5) . . . . ?
F38 C20 F42 F37 -149.6(5) . . . . ?
F38 F26 F35 C20 24.8(7) . . . . ?
F38 F26 F35 F30 -3.7(8) . . . . ?
O41 S1 C20 F26 -159.2(4) . . . . ?
O41 S1 C20 F30 69.1(5) . . . . ?
O41 S1 C20 F35 127.9(4) . . . . ?
O41 S1 C20 F37 17.9(5) . . . . ?
O41 S1 C20 F38 -113.6(5) . . . . ?
O41 S1 C20 F42 -50.1(4) . . . . ?
O41 S1 O33 O36 166.4(4) . . . . ?
O41 S1 O34 N1 -172.6(6) . . . . ?
O41 S1 O36 O33 -16.0(5) . . . . ?
O41 S1 O36 N1 149.2(3) . . . 2_665 ?
O41 S1 N1 S1 -156.7(4) . . . 2_665 ?
O41 S1 N1 O34 5.1(4) . . . . ?
O41 S1 N1 O36 155.0(13) . . . 2_665 ?
O41 S1 N1 N1 -156.7(4) . . . 2_665 ?
O41 O34 N1 S1 46.2(19) . . . 2_665 ?
O41 O34 N1 S1 -12.3(9) . . . . ?
O41 O34 N1 O36 -178.1(9) . . . 2_665 ?
O41 O34 N1 N1 3.9(13) . . . 2_665 ?
F42 C20 F26 F35 142.9(4) . . . . ?
F42 C20 F26 F38 -12.3(6) . . . . ?
F42 C20 F30 F35 -143.8(4) . . . . ?
F42 C20 F30 F37 27.6(5) . . . . ?
F42 C20 F35 F26 -76.4(7) . . . . ?
F42 C20 F35 F30 68.1(7) . . . . ?
F42 C20 F37 F30 -150.2(6) . . . . ?
F42 C20 F38 F26 165.7(7) . . . . ?
N1 S1 C20 F26 10.0(4) 2_665 . . . ?
N1 S1 C20 F26 -52.0(4) . . . . ?
N1 S1 C20 F30 176.3(5) . . . . ?
N1 S1 C20 F30 -121.7(5) 2_665 . . . ?
N1 S1 C20 F35 -124.8(3) . . . . ?
N1 S1 C20 F35 -62.8(4) 2_665 . . . ?
N1 S1 C20 F37 -172.8(4) 2_665 . . . ?
N1 S1 C20 F37 125.2(4) . . . . ?
N1 S1 C20 F38 -6.4(5) . . . . ?
N1 S1 C20 F38 55.6(5) 2_665 . . . ?
N1 S1 C20 F42 119.1(3) 2_665 . . . ?
N1 S1 C20 F42 57.1(4) . . . . ?
N1 S1 O33 O36 64.7(7) . . . . ?
N1 S1 O33 O36 13.3(4) 2_665 . . . ?
N1 S1 O34 O41 172.6(6) . . . . ?
N1 S1 O34 O41 154.4(4) 2_665 . . . ?
N1 S1 O34 N1 -18.2(5) 2_665 . . . ?
N1 S1 O36 O33 -165.2(5) 2_665 . . . ?
N1 S1 O36 O33 -149.1(4) . . . . ?
N1 S1 O36 N1 16.1(5) . . . 2_665 ?
N1 S1 O41 O34 -56.7(8) 2_665 . . . ?
N1 S1 O41 O34 -6.7(5) . . . . ?
N1 S1 N1 S1 0.000(0) 2_665 . . 2_665 ?
N1 S1 N1 O34 161.9(5) 2_665 . . . ?
N1 S1 N1 O36 -48.2(11) 2_665 . . 2_665 ?
N1 O34 O41 S1 11.8(9) . . . . ?
C1 C3 C21 C11 0.9(5) . . . . ?
C1 C10 C13 C11 1.7(5) . . . . ?
C3 C1 C10 C13 -1.0(4) . . . . ?
C3 C1 C14 C4 10.5(7) . . . . ?
C3 C1 C14 C5 -169.8(4) . . . . ?
C4 C5 C6 C8 -3.0(7) . . . . ?
C4 C5 C6 C9 174.6(5) . . . . ?
C4 C5 C14 C1 -179.8(6) . . . . ?
C4 C7 C12 C22 -179.9(3) . . . . ?
C4 C7 C15 C17 -179.9(3) . . . . ?
C5 C4 C7 C12 176.5(4) . . . . ?
C5 C4 C7 C15 -4.2(7) . . . . ?
C5 C4 C14 C1 179.8(6) . . . . ?
C5 C6 C8 C16 177.7(3) . . . . ?
C5 C6 C9 C23 -177.4(3) . . . . ?
C6 C5 C14 C1 0.5(9) . . . . ?
C6 C5 C14 C4 -179.7(6) . . . . ?
C6 C8 C16 C18 -0.6(5) . . . . ?
C6 C9 C23 C18 -0.1(5) . . . . ?
C7 C4 C5 C6 -1.5(9) . . . . ?
C7 C4 C5 C14 178.7(6) . . . . ?
C7 C4 C14 C1 1.1(10) . . . . ?
C7 C4 C14 C5 -178.7(6) . . . . ?
C7 C12 C22 C2 -0.1(5) . . . . ?
C7 C15 C17 C2 -0.3(5) . . . . ?
C8 C6 C9 C23 0.2(5) . . . . ?
C8 C16 C18 C23 0.7(5) . . . . ?
C9 C6 C8 C16 0.1(5) . . . . ?
C10 C1 C3 C21 -0.4(4) . . . . ?
C10 C1 C14 C4 -171.6(5) . . . . ?
C10 C1 C14 C5 8.0(7) . . . . ?
C12 C7 C15 C17 -0.5(5) . . . . ?
C13 C11 C21 C3 -0.2(5) . . . . ?
C14 C1 C3 C21 177.5(3) . . . . ?
C14 C1 C10 C13 -178.9(3) . . . . ?
C14 C4 C5 C6 179.7(6) . . . . ?
C14 C4 C7 C12 -5.8(7) . . . . ?
C14 C4 C7 C15 173.6(5) . . . . ?
C14 C5 C6 C8 176.5(4) . . . . ?
C14 C5 C6 C9 -5.8(7) . . . . ?
C15 C7 C12 C22 0.7(5) . . . . ?
C16 C18 C23 C9 -0.4(5) . . . . ?
C17 C2 C22 C12 -0.6(5) . . . . ?
C21 C11 C13 C10 -1.1(5) . . . . ?
C22 C2 C17 C15 0.8(5) . . . . ?
S2 N2 O9 S2 -64.6(17) 2_576 . . . ?
S2 N2 O9 O7 -52(2) 2_576 . . . ?
S2 N2 O9 O7 13.1(9) . . . . ?
S2 C19 F1 F4 -110.3(5) . . . . ?
S2 C19 F1 F6 101.3(9) . . . . ?
S2 C19 F2 F5 -100.2(4) . . . . ?
S2 C19 F2 F4 100.2(7) . . . . ?
S2 C19 F3 F5 99.9(4) . . . . ?
S2 C19 F3 F6 -106.1(5) . . . . ?
S2 C19 F5 F2 105.1(4) . . . . ?
S2 C19 F5 F3 -101.7(4) . . . . ?
S2 C19 F4 F1 106.7(4) . . . . ?
S2 C19 F4 F2 -97.5(7) . . . . ?
S2 C19 F6 F1 -93.8(9) . . . . ?
S2 C19 F6 F3 102.3(4) . . . . ?
S2 O7 O9 N2 -12.8(9) . . . . ?
S2 O1 O8 N2 6(2) . . . 2_576 ?
N2 S2 N2 S2 0.000(0) 2_576 . . 2_576 ?
N2 S2 N2 O9 -165.1(5) 2_576 . . . ?
N2 S2 N2 O8 43.7(8) 2_576 . . 2_576 ?
N2 S2 C19 F1 131.4(4) 2_576 . . . ?
N2 S2 C19 F1 -166.5(4) . . . . ?
N2 S2 C19 F2 3.4(5) 2_576 . . . ?
N2 S2 C19 F2 65.4(5) . . . . ?
N2 S2 C19 F3 -119.7(4) 2_576 . . . ?
N2 S2 C19 F3 -57.7(4) . . . . ?
N2 S2 C19 F5 -61.0(5) 2_576 . . . ?
N2 S2 C19 F5 1.0(5) . . . . ?
N2 S2 C19 F4 109.3(6) . . . . ?
N2 S2 C19 F4 47.2(5) 2_576 . . . ?
N2 S2 C19 F6 171.1(5) 2_576 . . . ?
N2 S2 C19 F6 -126.9(5) . . . . ?
N2 S2 O7 O9 5.6(4) . . . . ?
N2 S2 O7 O9 52.4(8) 2_576 . . . ?
N2 S2 O9 N2 14.1(5) 2_576 . . . ?
N2 S2 O9 O7 -173.3(5) . . . . ?
N2 S2 O9 O7 -159.2(3) 2_576 . . . ?
N2 S2 O1 O8 -53(2) . . . . ?
N2 S2 O1 O8 -4.1(15) 2_576 . . . ?
N2 S2 O8 N2 -26.4(6) . . . 2_576 ?
N2 S2 O8 O1 149.3(12) . . . . ?
N2 S2 O8 O1 175.8(15) 2_576 . . . ?
N2 N2 O9 S2 -15.3(5) 2_576 . . . ?
N2 N2 O9 O7 -2.2(14) 2_576 . . . ?
C19 S2 N2 S2 -93.8(3) . . . 2_576 ?
C19 S2 N2 N2 -93.8(3) . . . 2_576 ?
C19 S2 N2 O9 101.1(4) . . . . ?
C19 S2 N2 O8 -50.1(10) . . . 2_576 ?
C19 S2 O7 O9 -102.4(4) . . . . ?
C19 S2 O9 N2 -95.3(3) . . . . ?
C19 S2 O9 O7 91.4(3) . . . . ?
C19 S2 O1 O8 99.2(14) . . . . ?
C19 S2 O8 N2 95.3(3) . . . 2_576 ?
C19 S2 O8 O1 -89.0(14) . . . . ?
C19 F1 F4 F2 -20.9(6) . . . . ?
C19 F1 F6 F3 27.2(16) . . . . ?
C19 F2 F5 F3 -26.1(4) . . . . ?
C19 F2 F4 F1 19.3(6) . . . . ?
C19 F3 F5 F2 22.8(4) . . . . ?
C19 F3 F6 F1 -29.8(17) . . . . ?
O7 S2 N2 S2 159.8(3) . . . 2_576 ?
O7 S2 N2 N2 159.8(3) . . . 2_576 ?
O7 S2 N2 O9 -5.3(4) . . . . ?
O7 S2 N2 O8 -156.5(9) . . . 2_576 ?
O7 S2 C19 F1 -58.8(5) . . . . ?
O7 S2 C19 F2 173.1(5) . . . . ?
O7 S2 C19 F3 50.0(4) . . . . ?
O7 S2 C19 F5 108.7(5) . . . . ?
O7 S2 C19 F4 -143.0(5) . . . . ?
O7 S2 C19 F6 -19.1(6) . . . . ?
O7 S2 O9 N2 173.3(5) . . . . ?
O7 S2 O1 O8 -159.9(14) . . . . ?
O7 S2 O8 N2 -154.1(3) . . . 2_576 ?
O7 S2 O8 O1 21.6(15) . . . . ?
O9 S2 N2 S2 165.1(5) . . . 2_576 ?
O9 S2 N2 N2 165.1(5) . . . 2_576 ?
O9 S2 N2 O8 -151.2(11) . . . 2_576 ?
O9 S2 C19 F1 -110.3(5) . . . . ?
O9 S2 C19 F2 121.7(5) . . . . ?
O9 S2 C19 F3 -1.4(5) . . . . ?
O9 S2 C19 F5 57.3(6) . . . . ?
O9 S2 C19 F4 165.5(6) . . . . ?
O9 S2 C19 F6 -70.6(6) . . . . ?
O9 S2 O1 O8 -135.7(12) . . . . ?
O9 S2 O8 N2 -103.3(6) . . . 2_576 ?
O9 S2 O8 O1 72.4(16) . . . . ?
O1 S2 N2 S2 58.8(10) . . . 2_576 ?
O1 S2 N2 N2 58.8(10) . . . 2_576 ?
O1 S2 N2 O9 -106.3(10) . . . . ?
O1 S2 N2 O8 102.5(12) . . . 2_576 ?
O1 S2 C19 F1 27.6(6) . . . . ?
O1 S2 C19 F2 -100.5(6) . . . . ?
O1 S2 C19 F3 136.4(5) . . . . ?
O1 S2 C19 F5 -164.9(6) . . . . ?
O1 S2 C19 F4 -56.7(7) . . . . ?
O1 S2 C19 F6 67.2(6) . . . . ?
O1 S2 O7 O9 155.1(5) . . . . ?
O1 S2 O9 N2 141.1(5) . . . . ?
O1 S2 O9 O7 -32.2(6) . . . . ?
O1 S2 O8 N2 -175.8(15) . . . 2_576 ?
O8 S2 N2 S2 28.8(6) . . . 2_576 ?
O8 S2 N2 N2 28.8(6) . . . 2_576 ?
O8 S2 N2 O9 -136.2(6) . . . . ?
O8 S2 N2 O8 72.5(12) . . . 2_576 ?
O8 S2 C19 F1 58.7(5) . . . . ?
O8 S2 C19 F2 -69.4(6) . . . . ?
O8 S2 C19 F3 167.5(4) . . . . ?
O8 S2 C19 F5 -133.8(5) . . . . ?
O8 S2 C19 F4 -25.6(6) . . . . ?
O8 S2 C19 F6 98.3(6) . . . . ?
O8 S2 O7 O9 144.4(5) . . . . ?
O8 S2 O9 N2 103.4(6) . . . . ?
O8 S2 O9 O7 -69.9(7) . . . . ?
O8 N2 O9 S2 158.3(8) 2_576 . . . ?
O8 N2 O9 O7 171.5(9) 2_576 . . . ?
F1 C19 F2 F5 133.7(5) . . . . ?
F1 C19 F2 F4 -25.9(8) . . . . ?
F1 C19 F3 F5 -144.3(5) . . . . ?
F1 C19 F3 F6 9.7(6) . . . . ?
F1 C19 F5 F2 -92.8(9) . . . . ?
F1 C19 F5 F3 60.5(9) . . . . ?
F1 C19 F4 F2 155.8(8) . . . . ?
F1 C19 F6 F3 -163.9(10) . . . . ?
F2 C19 F1 F4 16.8(6) . . . . ?
F2 C19 F1 F6 -131.6(9) . . . . ?
F2 C19 F3 F5 -24.5(5) . . . . ?
F2 C19 F3 F6 129.5(6) . . . . ?
F2 C19 F5 F3 153.3(5) . . . . ?
F2 C19 F4 F1 -155.8(8) . . . . ?
F2 C19 F6 F1 70.5(12) . . . . ?
F2 C19 F6 F3 -93.5(8) . . . . ?
F3 C19 F1 F4 133.8(5) . . . . ?
F3 C19 F1 F6 -14.6(9) . . . . ?
F3 C19 F2 F5 23.1(4) . . . . ?
F3 C19 F2 F4 -136.5(7) . . . . ?
F3 C19 F5 F2 -153.3(5) . . . . ?
F3 C19 F4 F1 -90.6(7) . . . . ?
F3 C19 F4 F2 65.2(9) . . . . ?
F3 C19 F6 F1 163.9(10) . . . . ?
F5 C19 F1 F4 87.6(9) . . . . ?
F5 C19 F1 F6 -60.8(13) . . . . ?
F5 C19 F2 F4 -159.6(8) . . . . ?
F5 C19 F3 F6 154.0(6) . . . . ?
F5 C19 F4 F1 -138.1(5) . . . . ?
F5 C19 F4 F2 17.7(7) . . . . ?
F5 C19 F6 F1 140.8(9) . . . . ?
F5 C19 F6 F3 -23.1(5) . . . . ?
F5 F2 F4 C19 -33.0(12) . . . . ?
F5 F2 F4 F1 -13.8(16) . . . . ?
F5 F3 F6 C19 23.4(5) . . . . ?
F5 F3 F6 F1 -6(2) . . . . ?
F4 C19 F1 F6 -148.4(10) . . . . ?
F4 C19 F2 F5 159.6(8) . . . . ?
F4 C19 F3 F5 -63.1(8) . . . . ?
F4 C19 F3 F6 90.8(8) . . . . ?
F4 C19 F5 F2 -13.1(5) . . . . ?
F4 C19 F5 F3 140.1(4) . . . . ?
F4 C19 F6 F1 32.6(11) . . . . ?
F4 C19 F6 F3 -131.3(6) . . . . ?
F4 F1 F6 C19 -25.3(7) . . . . ?
F4 F1 F6 F3 2(2) . . . . ?
F4 F2 F5 C19 35.8(13) . . . . ?
F4 F2 F5 F3 9.7(16) . . . . ?
F6 C19 F1 F4 148.4(10) . . . . ?
F6 C19 F2 F5 95.5(8) . . . . ?
F6 C19 F2 F4 -64.1(11) . . . . ?
F6 C19 F3 F5 -154.0(6) . . . . ?
F6 C19 F5 F2 -127.7(6) . . . . ?
F6 C19 F5 F3 25.5(6) . . . . ?
F6 C19 F4 F1 -19.4(6) . . . . ?
F6 C19 F4 F2 136.4(7) . . . . ?
F6 F1 F4 C19 27.8(9) . . . . ?
F6 F1 F4 F2 6.9(13) . . . . ?
F6 F3 F5 C19 -20.4(4) . . . . ?
F6 F3 F5 F2 2.3(6) . . . . ?

_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_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2258964'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2023-04-25 deposited with the CCDC.	2023-08-10 downloaded from the CCDC.
;
_audit_creation_date             2022-11-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'B C24 F20, C21 H15'
_chemical_formula_sum            'C45 H15 B F20'
_chemical_formula_weight         946.38
_chemical_melting_point          ?
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'
B B 0.0013 0.0007 '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'

_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                   11.3424(14)
_cell_length_b                   21.644(3)
_cell_length_c                   15.929(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.476(4)
_cell_angle_gamma                90
_cell_volume                     3857.2(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9962
_cell_measurement_temperature    150.01
_cell_measurement_theta_max      26.21
_cell_measurement_theta_min      2.26
_shelx_estimated_absorpt_T_max   0.968
_shelx_estimated_absorpt_T_min   0.964
_exptl_absorpt_coefficient_mu    0.162
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.630
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1880
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0610
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            88604
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.610
_diffrn_reflns_theta_min         1.602
_diffrn_ambient_temperature      150.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6126
_reflns_number_total             7974
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     595
_refine_ls_number_reflns         7974
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0356
_refine_ls_restrained_S_all      1.061
_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)+(0.0220P)²+2.5295P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0783
_refine_ls_wR_factor_ref         0.0915
_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:
 C45(H45), C50(H50), C51(H51), C53(H53), C56(H56), C57(H57), C58(H58),
 C59(H59), C60(H60), C61(H61), C62(H62), C63(H63), C64(H64), C65(H65), C66(H66)
;
_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
F1 F 0.46275(9) 0.15666(5) 0.59837(6) 0.0288(2) Uani 1 1 d . . . . .
F2 F 0.22054(9) 0.17018(5) 0.58665(6) 0.0273(2) Uani 1 1 d . . . . .
F3 F 0.21260(9) 0.38377(5) 0.63364(7) 0.0294(2) Uani 1 1 d . . . . .
F4 F 0.20006(10) 0.24126(5) 0.30630(6) 0.0341(3) Uani 1 1 d . . . . .
F5 F 0.56876(9) 0.27624(5) 0.60296(6) 0.0271(2) Uani 1 1 d . . . . .
F6 F 0.31119(9) 0.34770(5) 0.36584(6) 0.0306(2) Uani 1 1 d . . . . .
F7 F 0.36819(9) 0.38743(5) 0.79466(7) 0.0291(2) Uani 1 1 d . . . . .
F8 F 0.40620(10) 0.25760(5) 0.85332(6) 0.0318(3) Uani 1 1 d . . . . .
F9 F 0.20297(10) 0.19272(5) 0.77851(7) 0.0326(3) Uani 1 1 d . . . . .
F10 F 0.38330(9) 0.36499(5) 0.52945(6) 0.0267(2) Uani 1 1 d . . . . .
F11 F 0.55108(10) 0.46455(5) 0.82340(7) 0.0371(3) Uani 1 1 d . . . . .
F12 F 0.15345(10) 0.15305(5) 0.41932(7) 0.0369(3) Uani 1 1 d . . . . .
F13 F 0.00745(9) 0.41580(5) 0.68260(8) 0.0382(3) Uani 1 1 d . . . . .
F14 F 0.74148(10) 0.45316(5) 0.74085(8) 0.0424(3) Uani 1 1 d . . . . .
F15 F 0.00756(10) 0.22853(6) 0.83367(8) 0.0413(3) Uani 1 1 d . . . . .
F16 F 0.50980(11) 0.16286(6) 0.94330(7) 0.0418(3) Uani 1 1 d . . . . .
F17 F 0.74781(9) 0.35596(5) 0.63014(7) 0.0363(3) Uani 1 1 d . . . . .
F18 F 0.57362(11) 0.06561(5) 0.69037(8) 0.0396(3) Uani 1 1 d . . . . .
F19 F -0.09557(9) 0.33953(6) 0.78782(8) 0.0410(3) Uani 1 1 d . . . . .
F20 F 0.59439(11) 0.06483(5) 0.86296(8) 0.0443(3) Uani 1 1 d . . . . .
C21 C 0.45580(14) 0.32758(8) 0.69485(10) 0.0192(3) Uani 1 1 d . . . . .
C22 C 0.42127(14) 0.21160(8) 0.72047(11) 0.0199(3) Uani 1 1 d . . . . .
C23 C 0.16451(15) 0.34311(8) 0.68313(11) 0.0233(4) Uani 1 1 d . . . . .
C24 C 0.55860(15) 0.32335(8) 0.65759(11) 0.0210(4) Uani 1 1 d . . . . .
C25 C 0.46928(15) 0.16113(8) 0.68401(11) 0.0226(4) Uani 1 1 d . . . . .
C26 C 0.29169(15) 0.30284(8) 0.42086(11) 0.0224(4) Uani 1 1 d . . . . .
C27 C 0.31229(14) 0.26649(8) 0.56836(10) 0.0185(3) Uani 1 1 d . . . . .
B28 B 0.35261(17) 0.27314(9) 0.67240(12) 0.0188(4) Uani 1 1 d . . . . .
C29 C 0.52764(16) 0.11256(8) 0.73035(12) 0.0274(4) Uani 1 1 d . . . . .
C30 C 0.55281(16) 0.41846(8) 0.76614(11) 0.0255(4) Uani 1 1 d . . . . .
C31 C 0.45929(15) 0.37695(8) 0.75053(11) 0.0210(4) Uani 1 1 d . . . . .
C32 C 0.22477(15) 0.28823(8) 0.70652(11) 0.0207(4) Uani 1 1 d . . . . .
C33 C 0.24860(15) 0.21514(8) 0.53367(11) 0.0210(4) Uani 1 1 d . . . . .
C34 C 0.16308(16) 0.25015(8) 0.75488(11) 0.0244(4) Uani 1 1 d . . . . .
C35 C 0.00519(15) 0.32249(9) 0.75934(12) 0.0301(4) Uani 1 1 d . . . . .
C36 C 0.21141(15) 0.20540(8) 0.44777(11) 0.0244(4) Uani 1 1 d . . . . .
C37 C 0.54018(16) 0.11229(9) 0.81757(13) 0.0301(4) Uani 1 1 d . . . . .
C38 C 0.65346(15) 0.36387(9) 0.67041(11) 0.0248(4) Uani 1 1 d . . . . .
C40 C 0.49721(16) 0.16166(9) 0.85783(11) 0.0277(4) Uani 1 1 d . . . . .
C41 C 0.23441(15) 0.24951(9) 0.39067(11) 0.0245(4) Uani 1 1 d . . . . .
C42 C 0.65040(15) 0.41267(8) 0.72570(12) 0.0274(4) Uani 1 1 d . . . . .
C48 C 0.32862(14) 0.31053(8) 0.50747(11) 0.0198(3) Uani 1 1 d . . . . .
C49 C 0.05799(16) 0.26679(9) 0.78288(12) 0.0285(4) Uani 1 1 d . . . . .
C52 C 0.44224(16) 0.20956(8) 0.80911(11) 0.0240(4) Uani 1 1 d . . . . .
C54 C 0.05813(16) 0.36093(9) 0.70731(12) 0.0275(4) Uani 1 1 d . . . . .
C39 C 0.14210(16) 0.05852(8) 0.73362(12) 0.0263(4) Uani 1 1 d . . . . .
C43 C 0.16750(18) 0.05049(8) 0.82466(12) 0.0296(4) Uani 1 1 d . . . . .
C44 C 0.17005(16) 0.04620(8) 0.65472(12) 0.0250(4) Uani 1 1 d . . . . .
C45 C -0.10694(17) 0.14316(9) 0.67436(13) 0.0332(4) Uani 1 1 d . . . . .
H45 H -0.090063 0.138264 0.734403 0.040 Uiso 1 1 calc R U . . .
C46 C 0.24492(16) 0.01543(8) 0.60280(12) 0.0255(4) Uani 1 1 d . . . . .
C47 C -0.03282(16) 0.11554(8) 0.62315(12) 0.0256(4) Uani 1 1 d . . . . .
C50 C -0.15740(17) 0.15674(9) 0.49873(13) 0.0333(4) Uani 1 1 d . . . . .
H50 H -0.175340 0.161354 0.438674 0.040 Uiso 1 1 calc R U . . .
C51 C 0.41219(18) -0.05095(10) 0.59200(13) 0.0360(5) Uani 1 1 d . . . . .
H51 H 0.478011 -0.075049 0.618356 0.043 Uiso 1 1 calc R U . . .
C53 C 0.29240(18) -0.01076(9) 0.46524(13) 0.0340(5) Uani 1 1 d . . . . .
H53 H 0.276213 -0.007608 0.404954 0.041 Uiso 1 1 calc R U . . .
C55 C 0.07048(16) 0.08123(8) 0.66187(12) 0.0253(4) Uani 1 1 d . . . . .
C56 C 0.22110(17) 0.02021(9) 0.51420(12) 0.0307(4) Uani 1 1 d . . . . .
H56 H 0.156036 0.044684 0.487517 0.037 Uiso 1 1 calc R U . . .
C57 C 0.27620(19) 0.02480(10) 0.86261(13) 0.0374(5) Uani 1 1 d . . . . .
H57 H 0.334380 0.013857 0.828617 0.045 Uiso 1 1 calc R U . . .
C58 C 0.38742(18) -0.04638(9) 0.50436(13) 0.0336(4) Uani 1 1 d . . . . .
H58 H 0.435858 -0.067803 0.470634 0.040 Uiso 1 1 calc R U . . .
C59 C -0.05931(16) 0.12229(9) 0.53494(12) 0.0292(4) Uani 1 1 d . . . . .
H59 H -0.009948 0.103223 0.499698 0.035 Uiso 1 1 calc R U . . .
C60 C 0.34110(17) -0.02041(9) 0.64140(13) 0.0338(4) Uani 1 1 d . . . . .
H60 H 0.357766 -0.023841 0.701651 0.041 Uiso 1 1 calc R U . . .
C61 C -0.22923(18) 0.18442(10) 0.55002(14) 0.0375(5) Uani 1 1 d . . . . .
H61 H -0.296046 0.208370 0.524998 0.045 Uiso 1 1 calc R U . . .
C62 C -0.20454(19) 0.17750(10) 0.63788(14) 0.0409(5) Uani 1 1 d . . . . .
H62 H -0.254705 0.196361 0.672731 0.049 Uiso 1 1 calc R U . . .
C63 C 0.0831(2) 0.06653(11) 0.87548(14) 0.0492(6) Uani 1 1 d . . . . .
H63 H 0.009161 0.084552 0.850590 0.059 Uiso 1 1 calc R U . . .
C64 C 0.2147(3) 0.03062(12) 0.99882(15) 0.0587(7) Uani 1 1 d . . . . .
H64 H 0.230564 0.023597 1.058488 0.070 Uiso 1 1 calc R U . . .
C65 C 0.2993(2) 0.01526(11) 0.94946(14) 0.0491(6) Uani 1 1 d . . . . .
H65 H 0.373540 -0.001915 0.975204 0.059 Uiso 1 1 calc R U . . .
C66 C 0.1075(3) 0.05607(13) 0.96215(16) 0.0654(8) Uani 1 1 d . . . . .
H66 H 0.049758 0.066553 0.996707 0.078 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
F1 C25 1.357(2) . ?
F2 C33 1.3597(19) . ?
F3 C23 1.355(2) . ?
F4 C41 1.3481(19) . ?
F5 C24 1.3576(19) . ?
F6 C26 1.3504(19) . ?
F7 C31 1.3612(19) . ?
F8 C52 1.356(2) . ?
F9 C34 1.355(2) . ?
F10 C48 1.3510(19) . ?
F11 C30 1.354(2) . ?
F12 C36 1.350(2) . ?
F13 C54 1.349(2) . ?
F14 C42 1.346(2) . ?
F15 C49 1.349(2) . ?
F16 C40 1.346(2) . ?
F17 C38 1.346(2) . ?
F18 C29 1.349(2) . ?
F19 C35 1.349(2) . ?
F20 C37 1.345(2) . ?
C21 C24 1.396(2) . ?
C21 B28 1.658(2) . ?
C21 C31 1.385(2) . ?
C22 C25 1.390(2) . ?
C22 B28 1.664(3) . ?
C22 C52 1.393(2) . ?
C23 C32 1.390(2) . ?
C23 C54 1.381(2) . ?
C24 C38 1.377(2) . ?
C25 C29 1.388(2) . ?
C26 C41 1.372(3) . ?
C26 C48 1.384(2) . ?
C27 B28 1.651(2) . ?
C27 C33 1.390(2) . ?
C27 C48 1.394(2) . ?
B28 C32 1.663(2) . ?
C29 C37 1.373(3) . ?
C30 C31 1.381(2) . ?
C30 C42 1.375(3) . ?
C32 C34 1.393(2) . ?
C33 C36 1.380(2) . ?
C34 C49 1.387(2) . ?
C35 C49 1.371(3) . ?
C35 C54 1.380(3) . ?
C36 C41 1.373(3) . ?
C37 C40 1.376(3) . ?
C38 C42 1.379(3) . ?
C40 C52 1.381(3) . ?
C39 C43 1.442(3) . ?
C39 C44 1.372(3) . ?
C39 C55 1.379(3) . ?
C43 C57 1.396(3) . ?
C43 C63 1.396(3) . ?
C44 C46 1.442(2) . ?
C44 C55 1.380(3) . ?
C45 H45 0.9500 . ?
C45 C47 1.398(3) . ?
C45 C62 1.380(3) . ?
C46 C56 1.396(3) . ?
C46 C60 1.396(3) . ?
C47 C55 1.438(3) . ?
C47 C59 1.395(3) . ?
C50 H50 0.9500 . ?
C50 C59 1.384(3) . ?
C50 C61 1.382(3) . ?
C51 H51 0.9500 . ?
C51 C58 1.382(3) . ?
C51 C60 1.384(3) . ?
C53 H53 0.9500 . ?
C53 C56 1.385(3) . ?
C53 C58 1.387(3) . ?
C56 H56 0.9500 . ?
C57 H57 0.9500 . ?
C57 C65 1.380(3) . ?
C58 H58 0.9500 . ?
C59 H59 0.9500 . ?
C60 H60 0.9500 . ?
C61 H61 0.9500 . ?
C61 C62 1.390(3) . ?
C62 H62 0.9500 . ?
C63 H63 0.9500 . ?
C63 C66 1.381(3) . ?
C64 H64 0.9500 . ?
C64 C65 1.377(3) . ?
C64 C66 1.374(4) . ?
C65 H65 0.9500 . ?
C66 H66 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
C24 C21 B28 118.11(14) . . ?
C31 C21 C24 112.65(15) . . ?
C31 C21 B28 129.14(15) . . ?
C25 C22 B28 128.50(15) . . ?
C25 C22 C52 112.67(15) . . ?
C52 C22 B28 118.71(15) . . ?
F3 C23 C32 118.93(15) . . ?
F3 C23 C54 115.78(16) . . ?
C54 C23 C32 125.28(17) . . ?
F5 C24 C21 119.13(15) . . ?
F5 C24 C38 115.26(15) . . ?
C38 C24 C21 125.61(16) . . ?
F1 C25 C22 121.05(15) . . ?
F1 C25 C29 115.00(15) . . ?
C29 C25 C22 123.94(16) . . ?
F6 C26 C41 119.74(15) . . ?
F6 C26 C48 120.36(15) . . ?
C41 C26 C48 119.90(16) . . ?
C33 C27 B28 120.58(14) . . ?
C33 C27 C48 112.97(15) . . ?
C48 C27 B28 126.31(15) . . ?
C21 B28 C22 102.08(13) . . ?
C21 B28 C32 114.36(13) . . ?
C27 B28 C21 110.34(13) . . ?
C27 B28 C22 115.04(13) . . ?
C27 B28 C32 103.47(13) . . ?
C32 B28 C22 111.96(13) . . ?
F18 C29 C25 120.47(17) . . ?
F18 C29 C37 119.39(16) . . ?
C37 C29 C25 120.13(17) . . ?
F11 C30 C31 120.31(16) . . ?
F11 C30 C42 119.00(16) . . ?
C42 C30 C31 120.66(16) . . ?
F7 C31 C21 121.01(15) . . ?
F7 C31 C30 115.11(15) . . ?
C30 C31 C21 123.87(16) . . ?
C23 C32 B28 119.80(15) . . ?
C23 C32 C34 112.60(15) . . ?
C34 C32 B28 127.53(15) . . ?
F2 C33 C27 119.02(15) . . ?
F2 C33 C36 116.20(15) . . ?
C36 C33 C27 124.78(16) . . ?
F9 C34 C32 121.43(15) . . ?
F9 C34 C49 114.47(15) . . ?
C49 C34 C32 124.10(17) . . ?
F19 C35 C49 120.32(17) . . ?
F19 C35 C54 120.92(18) . . ?
C49 C35 C54 118.75(16) . . ?
F12 C36 C33 120.89(16) . . ?
F12 C36 C41 119.75(16) . . ?
C41 C36 C33 119.36(16) . . ?
F20 C37 C29 120.60(17) . . ?
F20 C37 C40 120.54(17) . . ?
C29 C37 C40 118.86(17) . . ?
F17 C38 C24 120.75(16) . . ?
F17 C38 C42 120.48(16) . . ?
C24 C38 C42 118.76(16) . . ?
F16 C40 C37 119.99(16) . . ?
F16 C40 C52 121.13(17) . . ?
C37 C40 C52 118.87(17) . . ?
F4 C41 C26 120.22(16) . . ?
F4 C41 C36 120.87(16) . . ?
C26 C41 C36 118.91(16) . . ?
F14 C42 C30 120.66(17) . . ?
F14 C42 C38 120.92(17) . . ?
C30 C42 C38 118.41(16) . . ?
F10 C48 C26 114.45(14) . . ?
F10 C48 C27 121.62(15) . . ?
C26 C48 C27 123.93(16) . . ?
F15 C49 C34 120.33(17) . . ?
F15 C49 C35 119.65(16) . . ?
C35 C49 C34 120.02(17) . . ?
F8 C52 C22 119.10(15) . . ?
F8 C52 C40 115.50(15) . . ?
C40 C52 C22 125.40(17) . . ?
F13 C54 C23 120.95(17) . . ?
F13 C54 C35 119.96(16) . . ?
C35 C54 C23 119.07(17) . . ?
C44 C39 C43 149.31(18) . . ?
C44 C39 C55 60.23(13) . . ?
C55 C39 C43 150.39(18) . . ?
C57 C43 C39 119.97(18) . . ?
C63 C43 C39 120.71(18) . . ?
C63 C43 C57 119.29(19) . . ?
C39 C44 C46 149.51(18) . . ?
C39 C44 C55 60.14(13) . . ?
C55 C44 C46 150.22(18) . . ?
C47 C45 H45 119.9 . . ?
C62 C45 H45 119.9 . . ?
C62 C45 C47 120.16(19) . . ?
C56 C46 C44 120.74(17) . . ?
C60 C46 C44 119.68(17) . . ?
C60 C46 C56 119.57(17) . . ?
C45 C47 C55 119.76(17) . . ?
C59 C47 C45 119.48(17) . . ?
C59 C47 C55 120.75(16) . . ?
C59 C50 H50 120.0 . . ?
C61 C50 H50 120.0 . . ?
C61 C50 C59 119.93(19) . . ?
C58 C51 H51 120.0 . . ?
C58 C51 C60 119.99(18) . . ?
C60 C51 H51 120.0 . . ?
C56 C53 H53 120.0 . . ?
C56 C53 C58 119.90(19) . . ?
C58 C53 H53 120.0 . . ?
C39 C55 C44 59.63(13) . . ?
C39 C55 C47 150.10(17) . . ?
C44 C55 C47 150.27(18) . . ?
C46 C56 H56 120.0 . . ?
C53 C56 C46 119.96(18) . . ?
C53 C56 H56 120.0 . . ?
C43 C57 H57 119.9 . . ?
C65 C57 C43 120.1(2) . . ?
C65 C57 H57 119.9 . . ?
C51 C58 C53 120.50(18) . . ?
C51 C58 H58 119.8 . . ?
C53 C58 H58 119.8 . . ?
C47 C59 H59 120.0 . . ?
C50 C59 C47 120.08(17) . . ?
C50 C59 H59 120.0 . . ?
C46 C60 H60 120.0 . . ?
C51 C60 C46 120.07(19) . . ?
C51 C60 H60 120.0 . . ?
C50 C61 H61 119.7 . . ?
C50 C61 C62 120.55(19) . . ?
C62 C61 H61 119.7 . . ?
C45 C62 C61 119.79(18) . . ?
C45 C62 H62 120.1 . . ?
C61 C62 H62 120.1 . . ?
C43 C63 H63 120.2 . . ?
C66 C63 C43 119.7(2) . . ?
C66 C63 H63 120.2 . . ?
C65 C64 H64 119.9 . . ?
C66 C64 H64 119.9 . . ?
C66 C64 C65 120.3(2) . . ?
C57 C65 H65 120.0 . . ?
C64 C65 C57 120.1(2) . . ?
C64 C65 H65 120.0 . . ?
C63 C66 H66 119.7 . . ?
C64 C66 C63 120.6(2) . . ?
C64 C66 H66 119.7 . . ?

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
F1 C25 C29 F18 0.4(2) . . . . ?
F1 C25 C29 C37 179.66(16) . . . . ?
F2 C33 C36 F12 -1.7(2) . . . . ?
F2 C33 C36 C41 178.60(15) . . . . ?
F3 C23 C32 B28 -0.9(2) . . . . ?
F3 C23 C32 C34 -178.00(15) . . . . ?
F3 C23 C54 F13 -0.3(2) . . . . ?
F3 C23 C54 C35 -178.57(16) . . . . ?
F5 C24 C38 F17 0.3(2) . . . . ?
F5 C24 C38 C42 -179.38(15) . . . . ?
F6 C26 C41 F4 1.5(2) . . . . ?
F6 C26 C41 C36 -177.61(15) . . . . ?
F6 C26 C48 F10 0.0(2) . . . . ?
F6 C26 C48 C27 -179.79(15) . . . . ?
F9 C34 C49 F15 3.8(2) . . . . ?
F9 C34 C49 C35 -176.55(16) . . . . ?
F11 C30 C31 F7 1.6(2) . . . . ?
F11 C30 C31 C21 -178.10(15) . . . . ?
F11 C30 C42 F14 -1.9(3) . . . . ?
F11 C30 C42 C38 177.11(16) . . . . ?
F12 C36 C41 F4 -0.1(3) . . . . ?
F12 C36 C41 C26 178.95(15) . . . . ?
F16 C40 C52 F8 1.9(2) . . . . ?
F16 C40 C52 C22 -177.62(16) . . . . ?
F17 C38 C42 F14 -0.3(3) . . . . ?
F17 C38 C42 C30 -179.25(16) . . . . ?
F18 C29 C37 F20 -2.1(3) . . . . ?
F18 C29 C37 C40 177.38(16) . . . . ?
F19 C35 C49 F15 1.1(3) . . . . ?
F19 C35 C49 C34 -178.57(16) . . . . ?
F19 C35 C54 F13 -1.6(3) . . . . ?
F19 C35 C54 C23 176.70(16) . . . . ?
F20 C37 C40 F16 0.3(3) . . . . ?
F20 C37 C40 C52 179.91(16) . . . . ?
C21 C24 C38 F17 -179.00(16) . . . . ?
C21 C24 C38 C42 1.3(3) . . . . ?
C21 B28 C32 C23 54.8(2) . . . . ?
C21 B28 C32 C34 -128.64(18) . . . . ?
C22 C25 C29 F18 -178.92(16) . . . . ?
C22 C25 C29 C37 0.4(3) . . . . ?
C22 B28 C32 C23 170.26(15) . . . . ?
C22 B28 C32 C34 -13.1(2) . . . . ?
C23 C32 C34 F9 175.10(15) . . . . ?
C23 C32 C34 C49 -5.0(3) . . . . ?
C24 C21 B28 C22 68.53(18) . . . . ?
C24 C21 B28 C27 -54.23(19) . . . . ?
C24 C21 B28 C32 -170.36(15) . . . . ?
C24 C21 C31 F7 -178.18(14) . . . . ?
C24 C21 C31 C30 1.5(2) . . . . ?
C24 C38 C42 F14 179.41(16) . . . . ?
C24 C38 C42 C30 0.4(3) . . . . ?
C25 C22 B28 C21 -105.71(18) . . . . ?
C25 C22 B28 C27 13.8(2) . . . . ?
C25 C22 B28 C32 131.52(17) . . . . ?
C25 C22 C52 F8 176.36(15) . . . . ?
C25 C22 C52 C40 -4.1(3) . . . . ?
C25 C29 C37 F20 178.61(16) . . . . ?
C25 C29 C37 C40 -1.9(3) . . . . ?
C27 B28 C32 C23 -65.27(19) . . . . ?
C27 B28 C32 C34 111.32(18) . . . . ?
C27 C33 C36 F12 177.65(15) . . . . ?
C27 C33 C36 C41 -2.0(3) . . . . ?
B28 C21 C24 F5 1.8(2) . . . . ?
B28 C21 C24 C38 -178.89(16) . . . . ?
B28 C21 C31 F7 -1.9(3) . . . . ?
B28 C21 C31 C30 177.71(16) . . . . ?
B28 C22 C25 F1 -0.9(3) . . . . ?
B28 C22 C25 C29 178.39(17) . . . . ?
B28 C22 C52 F8 0.0(2) . . . . ?
B28 C22 C52 C40 179.53(16) . . . . ?
B28 C27 C33 F2 -0.4(2) . . . . ?
B28 C27 C33 C36 -179.77(16) . . . . ?
B28 C27 C48 F10 1.0(2) . . . . ?
B28 C27 C48 C26 -179.19(16) . . . . ?
B28 C32 C34 F9 -1.7(3) . . . . ?
B28 C32 C34 C49 178.22(17) . . . . ?
C29 C37 C40 F16 -179.14(16) . . . . ?
C29 C37 C40 C52 0.4(3) . . . . ?
C31 C21 C24 F5 178.53(14) . . . . ?
C31 C21 C24 C38 -2.2(3) . . . . ?
C31 C21 B28 C22 -107.55(18) . . . . ?
C31 C21 B28 C27 129.69(17) . . . . ?
C31 C21 B28 C32 13.6(2) . . . . ?
C31 C30 C42 F14 179.93(16) . . . . ?
C31 C30 C42 C38 -1.1(3) . . . . ?
C32 C23 C54 F13 178.74(16) . . . . ?
C32 C23 C54 C35 0.4(3) . . . . ?
C32 C34 C49 F15 -176.13(16) . . . . ?
C32 C34 C49 C35 3.5(3) . . . . ?
C33 C27 B28 C21 165.01(14) . . . . ?
C33 C27 B28 C22 50.2(2) . . . . ?
C33 C27 B28 C32 -72.23(18) . . . . ?
C33 C27 C48 F10 176.69(14) . . . . ?
C33 C27 C48 C26 -3.5(2) . . . . ?
C33 C36 C41 F4 179.53(15) . . . . ?
C33 C36 C41 C26 -1.4(3) . . . . ?
C37 C40 C52 F8 -177.64(16) . . . . ?
C37 C40 C52 C22 2.8(3) . . . . ?
C41 C26 C48 F10 -179.65(15) . . . . ?
C41 C26 C48 C27 0.5(3) . . . . ?
C42 C30 C31 F7 179.74(15) . . . . ?
C42 C30 C31 C21 0.1(3) . . . . ?
C48 C26 C41 F4 -178.84(15) . . . . ?
C48 C26 C41 C36 2.1(3) . . . . ?
C48 C27 B28 C21 -19.6(2) . . . . ?
C48 C27 B28 C22 -134.42(16) . . . . ?
C48 C27 B28 C32 103.15(18) . . . . ?
C48 C27 C33 F2 -176.35(14) . . . . ?
C48 C27 C33 C36 4.3(2) . . . . ?
C49 C35 C54 F13 179.44(16) . . . . ?
C49 C35 C54 C23 -2.3(3) . . . . ?
C52 C22 C25 F1 -176.80(15) . . . . ?
C52 C22 C25 C29 2.5(2) . . . . ?
C52 C22 B28 C21 70.00(18) . . . . ?
C52 C22 B28 C27 -170.51(14) . . . . ?
C52 C22 B28 C32 -52.8(2) . . . . ?
C54 C23 C32 B28 -179.92(16) . . . . ?
C54 C23 C32 C34 3.0(3) . . . . ?
C54 C35 C49 F15 -179.95(17) . . . . ?
C54 C35 C49 C34 0.4(3) . . . . ?
C39 C43 C57 C65 -178.0(2) . . . . ?
C39 C43 C63 C66 177.4(2) . . . . ?
C39 C44 C46 C56 177.1(3) . . . . ?
C39 C44 C46 C60 -1.8(4) . . . . ?
C39 C44 C55 C47 -179.2(4) . . . . ?
C43 C39 C44 C46 1.2(6) . . . . ?
C43 C39 C44 C55 177.1(4) . . . . ?
C43 C39 C55 C44 -177.0(4) . . . . ?
C43 C39 C55 C47 2.2(6) . . . . ?
C43 C57 C65 C64 0.5(4) . . . . ?
C43 C63 C66 C64 0.7(4) . . . . ?
C44 C39 C43 C57 12.9(4) . . . . ?
C44 C39 C43 C63 -165.3(3) . . . . ?
C44 C39 C55 C47 179.2(4) . . . . ?
C44 C46 C56 C53 -178.58(18) . . . . ?
C44 C46 C60 C51 178.90(18) . . . . ?
C45 C47 C55 C39 1.0(4) . . . . ?
C45 C47 C55 C44 179.6(3) . . . . ?
C45 C47 C59 C50 0.8(3) . . . . ?
C46 C44 C55 C39 175.8(4) . . . . ?
C46 C44 C55 C47 -3.4(6) . . . . ?
C47 C45 C62 C61 0.2(3) . . . . ?
C50 C61 C62 C45 0.5(3) . . . . ?
C55 C39 C43 C57 -172.3(3) . . . . ?
C55 C39 C43 C63 9.5(4) . . . . ?
C55 C39 C44 C46 -175.9(3) . . . . ?
C55 C44 C46 C56 4.3(4) . . . . ?
C55 C44 C46 C60 -174.6(3) . . . . ?
C55 C47 C59 C50 -178.39(17) . . . . ?
C56 C46 C60 C51 0.0(3) . . . . ?
C56 C53 C58 C51 -0.4(3) . . . . ?
C57 C43 C63 C66 -0.8(4) . . . . ?
C58 C51 C60 C46 -0.5(3) . . . . ?
C58 C53 C56 C46 -0.1(3) . . . . ?
C59 C47 C55 C39 -179.9(3) . . . . ?
C59 C47 C55 C44 -1.2(4) . . . . ?
C59 C50 C61 C62 -0.6(3) . . . . ?
C60 C46 C56 C53 0.3(3) . . . . ?
C60 C51 C58 C53 0.7(3) . . . . ?
C61 C50 C59 C47 -0.1(3) . . . . ?
C62 C45 C47 C55 178.33(19) . . . . ?
C62 C45 C47 C59 -0.9(3) . . . . ?
C63 C43 C57 C65 0.2(3) . . . . ?
C65 C64 C66 C63 0.1(5) . . . . ?
C66 C64 C65 C57 -0.7(4) . . . . ?

_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_final
_database_code_depnum_ccdc_archive 'CCDC 2258963'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2023-04-25 deposited with the CCDC.	2023-08-10 downloaded from the CCDC.
;
_audit_creation_date             2023-02-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'B C18 Cl F15, C21 H15'
_chemical_formula_sum            'C39 H15 B Cl F15'
_chemical_formula_weight         814.77
_chemical_melting_point          ?
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'
B B 0.0013 0.0007 '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'

_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                   16.1578(11)
_cell_length_b                   12.5812(8)
_cell_length_c                   16.8539(11)
_cell_angle_alpha                90
_cell_angle_beta                 103.341(4)
_cell_angle_gamma                90
_cell_volume                     3333.7(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9945
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      26.45
_cell_measurement_theta_min      2.48
_shelx_estimated_absorpt_T_max   0.953
_shelx_estimated_absorpt_T_min   0.941
_exptl_absorpt_coefficient_mu    0.230
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.623
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1624
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.21
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0651
_diffrn_reflns_av_unetI/netI     0.0360
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            59510
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.623
_diffrn_reflns_theta_min         1.574
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5012
_reflns_number_total             6860
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.473
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     505
_refine_ls_number_reflns         6860
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0932
_refine_ls_R_factor_gt           0.0654
_refine_ls_restrained_S_all      1.137
_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)+(0.0484P)²+7.6024P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1524
_refine_ls_wR_factor_ref         0.1713
_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:
 C00X(H00X), C00Y(H00Y), C010(H010), C012(H012), C015(H015), C017(H017),
 C018(H018), C01A(H01A), C01B(H01B), C01D(H01D), C01E(H01E), C01F(H01F),
 C01I(H01I), C01J(H01J), C01K(H01K)
;
_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
Cl00 Cl 0.52551(6) 0.41963(7) 0.83509(5) 0.0365(2) Uani 1 1 d . . . . .
F002 F 0.33529(12) 0.50413(16) 0.60995(12) 0.0362(5) Uani 1 1 d . . . . .
F003 F 0.42283(12) 0.21557(16) 0.79147(12) 0.0383(5) Uani 1 1 d . . . . .
F004 F 0.58556(14) 0.42323(17) 0.58320(13) 0.0426(5) Uani 1 1 d . . . . .
F005 F 0.43316(15) 0.60684(16) 0.74988(13) 0.0433(5) Uani 1 1 d . . . . .
F006 F 0.17546(12) 0.45323(17) 0.60198(13) 0.0428(5) Uani 1 1 d . . . . .
F007 F 0.13421(12) 0.28537(18) 0.68506(14) 0.0447(5) Uani 1 1 d . . . . .
F008 F 0.26101(14) 0.16517(17) 0.77949(13) 0.0441(5) Uani 1 1 d . . . . .
F009 F 0.43374(14) 0.2011(2) 0.61561(15) 0.0556(7) Uani 1 1 d . . . . .
F00A F 0.67752(14) 0.3734(2) 0.77251(16) 0.0553(6) Uani 1 1 d . . . . .
F00B F 0.61492(16) 0.6065(2) 0.51841(15) 0.0587(7) Uani 1 1 d . . . . .
F00C F 0.4622(2) 0.78867(18) 0.68125(15) 0.0658(8) Uani 1 1 d . . . . .
F00D F 0.77063(14) 0.2047(2) 0.75544(18) 0.0695(8) Uani 1 1 d . . . . .
F00E F 0.69790(18) 0.0333(2) 0.66615(19) 0.0713(8) Uani 1 1 d . . . . .
F00F F 0.52831(19) 0.0364(2) 0.5958(2) 0.0758(9) Uani 1 1 d . . . . .
F00G F 0.5547(2) 0.7924(2) 0.56588(18) 0.0748(9) Uani 1 1 d . . . . .
C00H C 0.3895(2) 0.3651(2) 0.70391(18) 0.0241(6) Uani 1 1 d . . . . .
C00I C 0.3221(2) 0.4203(3) 0.65532(19) 0.0265(7) Uani 1 1 d . . . . .
C00J C 0.5108(2) 0.5043(3) 0.67409(19) 0.0273(7) Uani 1 1 d . . . . .
C00K C 0.3638(2) 0.2790(3) 0.7444(2) 0.0283(7) Uani 1 1 d . . . . .
C00L C 0.5487(2) 0.2942(3) 0.7001(2) 0.0304(7) Uani 1 1 d . . . . .
C00M C 0.0181(2) 0.2531(3) 0.49194(19) 0.0313(7) Uani 1 1 d . . . . .
C00N C 0.2162(2) 0.3101(3) 0.6913(2) 0.0316(7) Uani 1 1 d . . . . .
C00O C 0.0997(2) 0.2163(3) 0.49890(19) 0.0313(7) Uani 1 1 d . . . . .
C00P C 0.2373(2) 0.3953(3) 0.6494(2) 0.0307(7) Uani 1 1 d . . . . .
C00Q C 0.2804(2) 0.2498(3) 0.73913(19) 0.0305(7) Uani 1 1 d . . . . .
C00R C -0.0646(2) 0.2416(3) 0.5089(2) 0.0314(7) Uani 1 1 d . . . . .
C00S C 0.0739(2) 0.3082(3) 0.4568(2) 0.0314(7) Uani 1 1 d . . . . .
C00T C 0.5554(2) 0.5118(3) 0.6129(2) 0.0307(7) Uani 1 1 d . . . . .
C00U C 0.4815(2) 0.6023(3) 0.6947(2) 0.0322(8) Uani 1 1 d . . . . .
C00V C 0.1645(2) 0.1378(3) 0.5286(2) 0.0336(8) Uani 1 1 d . . . . .
C00W C 0.0926(2) 0.3986(3) 0.4116(2) 0.0335(8) Uani 1 1 d . . . . .
C00X C 0.0286(2) 0.4704(3) 0.3772(2) 0.0379(8) Uani 1 1 d . . . . .
H00X H -0.027663 0.460098 0.383859 0.045 Uiso 1 1 calc R U . . .
C00Y C -0.0779(2) 0.1637(3) 0.5640(2) 0.0388(8) Uani 1 1 d . . . . .
H00Y H -0.032549 0.118688 0.589959 0.047 Uiso 1 1 calc R U . . .
C00Z C 0.5715(2) 0.6064(3) 0.5765(2) 0.0382(9) Uani 1 1 d . . . . .
C010 C -0.1319(2) 0.3063(3) 0.4701(2) 0.0377(8) Uani 1 1 d . . . . .
H010 H -0.123287 0.358755 0.432231 0.045 Uiso 1 1 calc R U . . .
C011 C 0.5166(2) 0.2059(3) 0.6538(2) 0.0379(8) Uani 1 1 d . . . . .
C012 C 0.2386(2) 0.1349(3) 0.4989(2) 0.0419(9) Uani 1 1 d . . . . .
H012 H 0.246033 0.184356 0.458506 0.050 Uiso 1 1 calc R U . . .
C013 C 0.6363(2) 0.2899(3) 0.7315(2) 0.0381(8) Uani 1 1 d . . . . .
C014 C 0.4952(3) 0.6978(3) 0.6595(2) 0.0429(9) Uani 1 1 d . . . . .
C015 C 0.1532(3) 0.0639(3) 0.5870(2) 0.0405(9) Uani 1 1 d . . . . .
H015 H 0.102068 0.063410 0.605823 0.049 Uiso 1 1 calc R U . . .
C016 C 0.5413(3) 0.6994(3) 0.6004(2) 0.0443(9) Uani 1 1 d . . . . .
C017 C 0.0470(3) 0.5564(3) 0.3334(2) 0.0449(9) Uani 1 1 d . . . . .
H017 H 0.003313 0.604943 0.309380 0.054 Uiso 1 1 calc R U . . .
C018 C 0.1754(2) 0.4158(3) 0.4031(2) 0.0430(9) Uani 1 1 d . . . . .
H018 H 0.219408 0.367661 0.427007 0.052 Uiso 1 1 calc R U . . .
C019 C 0.6862(2) 0.2033(4) 0.7215(3) 0.0469(10) Uani 1 1 d . . . . .
C01A C -0.1575(3) 0.1529(3) 0.5803(3) 0.0470(10) Uani 1 1 d . . . . .
H01A H -0.166697 0.100766 0.618099 0.056 Uiso 1 1 calc R U . . .
C01B C -0.2110(3) 0.2940(3) 0.4868(3) 0.0464(10) Uani 1 1 d . . . . .
H01B H -0.256943 0.338178 0.460607 0.056 Uiso 1 1 calc R U . . .
C01C C 0.6497(3) 0.1174(3) 0.6760(3) 0.0482(10) Uani 1 1 d . . . . .
C01D C 0.1293(3) 0.5719(3) 0.3246(3) 0.0491(10) Uani 1 1 d . . . . .
H01D H 0.141622 0.630833 0.294038 0.059 Uiso 1 1 calc R U . . .
C01E C 0.3007(3) 0.0603(3) 0.5281(3) 0.0500(10) Uani 1 1 d . . . . .
H01E H 0.350364 0.057171 0.507081 0.060 Uiso 1 1 calc R U . . .
C01F C 0.1936(3) 0.5027(3) 0.3599(3) 0.0505(10) Uani 1 1 d . . . . .
H01F H 0.250088 0.514685 0.354498 0.061 Uiso 1 1 calc R U . . .
C01G C 0.5649(3) 0.1189(3) 0.6411(3) 0.0479(10) Uani 1 1 d . . . . .
B01H B 0.4914(2) 0.3945(3) 0.7183(2) 0.0265(8) Uani 1 1 d . . . . .
C01I C 0.2173(3) -0.0090(3) 0.6174(3) 0.0519(11) Uani 1 1 d . . . . .
H01I H 0.210832 -0.058146 0.658300 0.062 Uiso 1 1 calc R U . . .
C01J C -0.2235(3) 0.2175(3) 0.5417(3) 0.0481(10) Uani 1 1 d . . . . .
H01J H -0.278116 0.209335 0.552952 0.058 Uiso 1 1 calc R U . . .
C01K C 0.2902(3) -0.0099(4) 0.5882(3) 0.0551(11) Uani 1 1 d . . . . .
H01K H 0.333960 -0.059569 0.609671 0.066 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
Cl00 B01H 1.944(4) . ?
F002 C00I 1.349(4) . ?
F003 C00K 1.352(4) . ?
F004 C00T 1.357(4) . ?
F005 C00U 1.346(4) . ?
F006 C00P 1.342(4) . ?
F007 C00N 1.342(4) . ?
F008 C00Q 1.339(4) . ?
F009 C011 1.346(4) . ?
F00A C013 1.347(4) . ?
F00B C00Z 1.330(4) . ?
F00C C014 1.348(4) . ?
F00D C019 1.352(5) . ?
F00E C01C 1.346(4) . ?
F00F C01G 1.342(5) . ?
F00G C016 1.346(4) . ?
C00H C00I 1.388(4) . ?
C00H C00K 1.394(5) . ?
C00H B01H 1.650(5) . ?
C00I C00P 1.386(5) . ?
C00J C00T 1.391(5) . ?
C00J C00U 1.394(5) . ?
C00J B01H 1.633(5) . ?
C00K C00Q 1.380(5) . ?
C00L C011 1.387(5) . ?
C00L C013 1.392(5) . ?
C00L B01H 1.636(5) . ?
C00M C00O 1.378(5) . ?
C00M C00R 1.437(5) . ?
C00M C00S 1.376(5) . ?
C00N C00P 1.369(5) . ?
C00N C00Q 1.384(5) . ?
C00O C00S 1.371(5) . ?
C00O C00V 1.442(5) . ?
C00R C00Y 1.399(5) . ?
C00R C010 1.395(5) . ?
C00S C00W 1.439(5) . ?
C00T C00Z 1.390(5) . ?
C00U C014 1.380(5) . ?
C00V C012 1.400(5) . ?
C00V C015 1.396(5) . ?
C00W C00X 1.395(5) . ?
C00W C018 1.395(5) . ?
C00X H00X 0.9500 . ?
C00X C017 1.380(5) . ?
C00Y H00Y 0.9500 . ?
C00Y C01A 1.382(5) . ?
C00Z C016 1.364(6) . ?
C010 H010 0.9500 . ?
C010 C01B 1.380(5) . ?
C011 C01G 1.389(5) . ?
C012 H012 0.9500 . ?
C012 C01E 1.379(6) . ?
C013 C019 1.389(5) . ?
C014 C016 1.374(5) . ?
C015 H015 0.9500 . ?
C015 C01I 1.389(6) . ?
C017 H017 0.9500 . ?
C017 C01D 1.385(6) . ?
C018 H018 0.9500 . ?
C018 C01F 1.381(6) . ?
C019 C01C 1.377(6) . ?
C01A H01A 0.9500 . ?
C01A C01J 1.379(6) . ?
C01B H01B 0.9500 . ?
C01B C01J 1.381(6) . ?
C01C C01G 1.361(6) . ?
C01D H01D 0.9500 . ?
C01D C01F 1.381(6) . ?
C01E H01E 0.9500 . ?
C01E C01K 1.384(6) . ?
C01F H01F 0.9500 . ?
C01I H01I 0.9500 . ?
C01I C01K 1.378(6) . ?
C01J H01J 0.9500 . ?
C01K H01K 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
C00I C00H C00K 113.3(3) . . ?
C00I C00H B01H 126.5(3) . . ?
C00K C00H B01H 120.2(3) . . ?
F002 C00I C00H 121.3(3) . . ?
F002 C00I C00P 114.8(3) . . ?
C00P C00I C00H 123.8(3) . . ?
C00T C00J C00U 112.9(3) . . ?
C00T C00J B01H 125.6(3) . . ?
C00U C00J B01H 121.5(3) . . ?
F003 C00K C00H 119.8(3) . . ?
F003 C00K C00Q 115.3(3) . . ?
C00Q C00K C00H 124.9(3) . . ?
C011 C00L C013 113.4(3) . . ?
C011 C00L B01H 124.6(3) . . ?
C013 C00L B01H 121.9(3) . . ?
C00O C00M C00R 149.9(3) . . ?
C00S C00M C00O 59.7(2) . . ?
C00S C00M C00R 150.3(3) . . ?
F007 C00N C00P 120.0(3) . . ?
F007 C00N C00Q 120.8(3) . . ?
C00P C00N C00Q 119.2(3) . . ?
C00M C00O C00V 149.8(3) . . ?
C00S C00O C00M 60.1(2) . . ?
C00S C00O C00V 150.2(3) . . ?
F006 C00P C00I 120.5(3) . . ?
F006 C00P C00N 119.5(3) . . ?
C00N C00P C00I 120.0(3) . . ?
F008 C00Q C00K 121.2(3) . . ?
F008 C00Q C00N 120.0(3) . . ?
C00K C00Q C00N 118.7(3) . . ?
C00Y C00R C00M 119.6(3) . . ?
C010 C00R C00M 120.5(3) . . ?
C010 C00R C00Y 119.8(3) . . ?
C00M C00S C00W 149.9(3) . . ?
C00O C00S C00M 60.2(2) . . ?
C00O C00S C00W 149.9(3) . . ?
F004 C00T C00J 120.6(3) . . ?
F004 C00T C00Z 114.9(3) . . ?
C00Z C00T C00J 124.5(3) . . ?
F005 C00U C00J 119.6(3) . . ?
F005 C00U C014 115.9(3) . . ?
C014 C00U C00J 124.4(3) . . ?
C012 C00V C00O 120.3(3) . . ?
C015 C00V C00O 119.8(3) . . ?
C015 C00V C012 119.8(3) . . ?
C00X C00W C00S 120.4(3) . . ?
C00X C00W C018 119.6(3) . . ?
C018 C00W C00S 120.0(3) . . ?
C00W C00X H00X 120.0 . . ?
C017 C00X C00W 120.0(4) . . ?
C017 C00X H00X 120.0 . . ?
C00R C00Y H00Y 120.2 . . ?
C01A C00Y C00R 119.6(3) . . ?
C01A C00Y H00Y 120.2 . . ?
F00B C00Z C00T 120.6(3) . . ?
F00B C00Z C016 120.1(3) . . ?
C016 C00Z C00T 119.3(3) . . ?
C00R C010 H010 120.1 . . ?
C01B C010 C00R 119.8(3) . . ?
C01B C010 H010 120.1 . . ?
F009 C011 C00L 120.4(3) . . ?
F009 C011 C01G 115.0(3) . . ?
C00L C011 C01G 124.5(3) . . ?
C00V C012 H012 120.0 . . ?
C01E C012 C00V 120.1(4) . . ?
C01E C012 H012 120.0 . . ?
F00A C013 C00L 120.2(3) . . ?
F00A C013 C019 116.2(3) . . ?
C019 C013 C00L 123.5(4) . . ?
F00C C014 C00U 120.6(3) . . ?
F00C C014 C016 119.9(3) . . ?
C016 C014 C00U 119.5(3) . . ?
C00V C015 H015 120.3 . . ?
C01I C015 C00V 119.4(4) . . ?
C01I C015 H015 120.3 . . ?
F00G C016 C00Z 120.9(3) . . ?
F00G C016 C014 119.7(4) . . ?
C00Z C016 C014 119.4(3) . . ?
C00X C017 H017 120.1 . . ?
C00X C017 C01D 119.9(4) . . ?
C01D C017 H017 120.1 . . ?
C00W C018 H018 119.9 . . ?
C01F C018 C00W 120.2(4) . . ?
C01F C018 H018 119.9 . . ?
F00D C019 C013 119.8(4) . . ?
F00D C019 C01C 120.4(4) . . ?
C01C C019 C013 119.8(4) . . ?
C00Y C01A H01A 119.9 . . ?
C01J C01A C00Y 120.1(4) . . ?
C01J C01A H01A 119.9 . . ?
C010 C01B H01B 120.0 . . ?
C010 C01B C01J 120.0(4) . . ?
C01J C01B H01B 120.0 . . ?
F00E C01C C019 120.0(4) . . ?
F00E C01C C01G 120.8(4) . . ?
C01G C01C C019 119.3(4) . . ?
C017 C01D H01D 119.6 . . ?
C01F C01D C017 120.7(4) . . ?
C01F C01D H01D 119.6 . . ?
C012 C01E H01E 120.2 . . ?
C012 C01E C01K 119.6(4) . . ?
C01K C01E H01E 120.2 . . ?
C018 C01F C01D 119.7(4) . . ?
C018 C01F H01F 120.2 . . ?
C01D C01F H01F 120.2 . . ?
F00F C01G C011 120.5(4) . . ?
F00F C01G C01C 120.1(4) . . ?
C01C C01G C011 119.3(4) . . ?
C00H B01H Cl00 103.0(2) . . ?
C00J B01H Cl00 106.6(2) . . ?
C00J B01H C00H 114.4(3) . . ?
C00J B01H C00L 113.0(3) . . ?
C00L B01H Cl00 105.9(2) . . ?
C00L B01H C00H 112.8(3) . . ?
C015 C01I H01I 120.0 . . ?
C01K C01I C015 120.1(4) . . ?
C01K C01I H01I 120.0 . . ?
C01A C01J C01B 120.7(4) . . ?
C01A C01J H01J 119.7 . . ?
C01B C01J H01J 119.7 . . ?
C01E C01K H01K 119.5 . . ?
C01I C01K C01E 121.0(4) . . ?
C01I C01K H01K 119.5 . . ?

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
F002 C00I C00P F006 -0.6(4) . . . . ?
F002 C00I C00P C00N 178.4(3) . . . . ?
F003 C00K C00Q F008 1.1(5) . . . . ?
F003 C00K C00Q C00N -179.2(3) . . . . ?
F004 C00T C00Z F00B -1.2(5) . . . . ?
F004 C00T C00Z C016 178.0(3) . . . . ?
F005 C00U C014 F00C 0.9(5) . . . . ?
F005 C00U C014 C016 -177.7(4) . . . . ?
F007 C00N C00P F006 -0.4(5) . . . . ?
F007 C00N C00P C00I -179.5(3) . . . . ?
F007 C00N C00Q F008 0.5(5) . . . . ?
F007 C00N C00Q C00K -179.2(3) . . . . ?
F009 C011 C01G F00F -2.1(6) . . . . ?
F009 C011 C01G C01C 178.8(4) . . . . ?
F00A C013 C019 F00D 2.9(5) . . . . ?
F00A C013 C019 C01C -176.1(4) . . . . ?
F00B C00Z C016 F00G 0.1(6) . . . . ?
F00B C00Z C016 C014 178.8(4) . . . . ?
F00C C014 C016 F00G 1.3(6) . . . . ?
F00C C014 C016 C00Z -177.4(4) . . . . ?
F00D C019 C01C F00E 1.0(6) . . . . ?
F00D C019 C01C C01G -178.7(4) . . . . ?
F00E C01C C01G F00F -0.4(6) . . . . ?
F00E C01C C01G C011 178.7(4) . . . . ?
C00H C00I C00P F006 179.1(3) . . . . ?
C00H C00I C00P C00N -1.9(5) . . . . ?
C00H C00K C00Q F008 179.3(3) . . . . ?
C00H C00K C00Q C00N -1.0(5) . . . . ?
C00I C00H C00K F003 177.4(3) . . . . ?
C00I C00H C00K C00Q -0.7(5) . . . . ?
C00I C00H B01H Cl00 119.3(3) . . . . ?
C00I C00H B01H C00J 4.1(4) . . . . ?
C00I C00H B01H C00L -127.0(3) . . . . ?
C00J C00T C00Z F00B 179.8(3) . . . . ?
C00J C00T C00Z C016 -1.0(6) . . . . ?
C00J C00U C014 F00C 177.9(3) . . . . ?
C00J C00U C014 C016 -0.6(6) . . . . ?
C00K C00H C00I F002 -178.2(3) . . . . ?
C00K C00H C00I C00P 2.2(5) . . . . ?
C00K C00H B01H Cl00 -58.8(3) . . . . ?
C00K C00H B01H C00J -174.0(3) . . . . ?
C00K C00H B01H C00L 54.9(4) . . . . ?
C00L C011 C01G F00F 179.5(4) . . . . ?
C00L C011 C01G C01C 0.4(6) . . . . ?
C00L C013 C019 F00D -178.6(3) . . . . ?
C00L C013 C019 C01C 2.4(6) . . . . ?
C00M C00O C00S C00W 177.6(7) . . . . ?
C00M C00O C00V C012 166.5(5) . . . . ?
C00M C00O C00V C015 -13.1(8) . . . . ?
C00M C00R C00Y C01A 179.9(4) . . . . ?
C00M C00R C010 C01B 179.8(3) . . . . ?
C00M C00S C00W C00X -7.6(8) . . . . ?
C00M C00S C00W C018 171.3(5) . . . . ?
C00O C00M C00R C00Y 9.5(8) . . . . ?
C00O C00M C00R C010 -169.6(5) . . . . ?
C00O C00M C00S C00W -177.6(7) . . . . ?
C00O C00S C00W C00X 176.5(5) . . . . ?
C00O C00S C00W C018 -4.6(8) . . . . ?
C00O C00V C012 C01E 179.4(3) . . . . ?
C00O C00V C015 C01I -177.7(3) . . . . ?
C00P C00N C00Q F008 -179.0(3) . . . . ?
C00P C00N C00Q C00K 1.3(5) . . . . ?
C00Q C00N C00P F006 179.1(3) . . . . ?
C00Q C00N C00P C00I 0.0(5) . . . . ?
C00R C00M C00O C00S 179.7(7) . . . . ?
C00R C00M C00O C00V 0.0(11) . . . . ?
C00R C00M C00S C00O -179.7(7) . . . . ?
C00R C00M C00S C00W 2.6(11) . . . . ?
C00R C00Y C01A C01J 0.8(6) . . . . ?
C00R C010 C01B C01J -0.2(6) . . . . ?
C00S C00M C00O C00V -179.7(6) . . . . ?
C00S C00M C00R C00Y -170.9(5) . . . . ?
C00S C00M C00R C010 9.9(8) . . . . ?
C00S C00O C00V C012 -13.1(8) . . . . ?
C00S C00O C00V C015 167.3(5) . . . . ?
C00S C00W C00X C017 -179.6(3) . . . . ?
C00S C00W C018 C01F -179.8(4) . . . . ?
C00T C00J C00U F005 176.3(3) . . . . ?
C00T C00J C00U C014 -0.7(5) . . . . ?
C00T C00J B01H Cl00 129.9(3) . . . . ?
C00T C00J B01H C00H -116.9(3) . . . . ?
C00T C00J B01H C00L 14.0(4) . . . . ?
C00T C00Z C016 F00G -179.1(4) . . . . ?
C00T C00Z C016 C014 -0.4(6) . . . . ?
C00U C00J C00T F004 -177.4(3) . . . . ?
C00U C00J C00T C00Z 1.5(5) . . . . ?
C00U C00J B01H Cl00 -51.3(4) . . . . ?
C00U C00J B01H C00H 61.9(4) . . . . ?
C00U C00J B01H C00L -167.2(3) . . . . ?
C00U C014 C016 F00G 179.9(4) . . . . ?
C00U C014 C016 C00Z 1.2(6) . . . . ?
C00V C00O C00S C00M 179.7(7) . . . . ?
C00V C00O C00S C00W -2.6(11) . . . . ?
C00V C012 C01E C01K -1.4(6) . . . . ?
C00V C015 C01I C01K -1.9(6) . . . . ?
C00W C00X C017 C01D -0.8(6) . . . . ?
C00W C018 C01F C01D -0.5(6) . . . . ?
C00X C00W C018 C01F -0.9(6) . . . . ?
C00X C017 C01D C01F -0.6(6) . . . . ?
C00Y C00R C010 C01B 0.6(6) . . . . ?
C00Y C01A C01J C01B -0.3(7) . . . . ?
C010 C00R C00Y C01A -0.9(6) . . . . ?
C010 C01B C01J C01A 0.0(7) . . . . ?
C011 C00L C013 F00A 175.0(3) . . . . ?
C011 C00L C013 C019 -3.5(5) . . . . ?
C011 C00L B01H Cl00 131.7(3) . . . . ?
C011 C00L B01H C00H 19.7(5) . . . . ?
C011 C00L B01H C00J -112.1(4) . . . . ?
C012 C00V C015 C01I 2.7(6) . . . . ?
C012 C01E C01K C01I 2.3(7) . . . . ?
C013 C00L C011 F009 -176.3(3) . . . . ?
C013 C00L C011 C01G 2.1(5) . . . . ?
C013 C00L B01H Cl00 -47.8(4) . . . . ?
C013 C00L B01H C00H -159.7(3) . . . . ?
C013 C00L B01H C00J 68.5(4) . . . . ?
C013 C019 C01C F00E 180.0(4) . . . . ?
C013 C019 C01C C01G 0.3(6) . . . . ?
C015 C00V C012 C01E -1.0(6) . . . . ?
C015 C01I C01K C01E -0.6(7) . . . . ?
C017 C01D C01F C018 1.3(7) . . . . ?
C018 C00W C00X C017 1.5(6) . . . . ?
C019 C01C C01G F00F 179.2(4) . . . . ?
C019 C01C C01G C011 -1.7(6) . . . . ?
B01H C00H C00I F002 3.6(5) . . . . ?
B01H C00H C00I C00P -176.0(3) . . . . ?
B01H C00H C00K F003 -4.3(4) . . . . ?
B01H C00H C00K C00Q 177.6(3) . . . . ?
B01H C00J C00T F004 1.5(5) . . . . ?
B01H C00J C00T C00Z -179.6(3) . . . . ?
B01H C00J C00U F005 -2.6(5) . . . . ?
B01H C00J C00U C014 -179.6(3) . . . . ?
B01H C00L C011 F009 4.3(5) . . . . ?
B01H C00L C011 C01G -177.4(4) . . . . ?
B01H C00L C013 F00A -5.5(5) . . . . ?
B01H C00L C013 C019 176.0(3) . . . . ?

_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_1_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2258968'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2023-04-25 deposited with the CCDC.	2023-08-10 downloaded from the CCDC.
;
_audit_creation_date             2023-04-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C2 H F6 O6 S2, C21 F15'
_chemical_formula_sum            'C23 H F21 O6 S2'
_chemical_formula_weight         836.36
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 '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           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   14.1776(14)
_cell_length_b                   8.8685(7)
_cell_length_c                   11.4845(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1444.0(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9879
_cell_measurement_temperature    149.99
_cell_measurement_theta_max      26.23
_cell_measurement_theta_min      2.28
_shelx_estimated_absorpt_T_max   0.918
_shelx_estimated_absorpt_T_min   0.794
_exptl_absorpt_coefficient_mu    0.361
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.924
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.67
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0633
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            22444
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.773
_diffrn_ambient_temperature      149.99
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.717
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                2319
_reflns_number_total             2544
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
 Flack x determined using 931 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         2544
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0312
_refine_ls_restrained_S_all      1.045
_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)+(0.0406P)²+0.6317P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0768
_refine_ls_wR_factor_ref         0.0820
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_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 0.34876(6) 0.59767(9) 0.75033(9) 0.0311(2) Uani 1 1 d . . . . .
O5 O 0.41635(18) 0.4697(3) 0.7394(3) 0.0361(6) Uani 1 1 d . . . . .
O14 O 0.3937(2) 0.7399(3) 0.7416(3) 0.0448(7) Uani 1 1 d . . . . .
F15 F 0.2672(2) 0.4558(3) 0.9215(3) 0.0665(8) Uani 1 1 d . . . . .
F18 F 0.2578(2) 0.6963(4) 0.9297(3) 0.0707(9) Uani 1 1 d . . . . .
F21 F 0.3880(2) 0.5843(4) 0.9713(2) 0.0647(8) Uani 1 1 d . . . . .
O22 O 0.2655(2) 0.5713(3) 0.6855(3) 0.0505(8) Uani 1 1 d . . . . .
C24 C 0.3138(3) 0.5826(5) 0.9026(4) 0.0412(9) Uani 1 1 d . . . . .
F1 F 0.48097(14) 0.1762(3) 0.50763(17) 0.0350(5) Uani 1 1 d . . . . .
F2 F 0.28241(15) 0.0701(3) 0.82518(19) 0.0390(5) Uani 1 1 d . . . . .
F3 F 0.14153(15) 0.2274(3) 0.7215(2) 0.0538(7) Uani 1 1 d . . . . .
F4 F 0.17293(16) 0.3617(3) 0.5135(2) 0.0487(7) Uani 1 1 d . . . . .
F6 F 0.34164(17) 0.3422(3) 0.40825(19) 0.0418(6) Uani 1 1 d . . . . .
F7 F 0.42735(16) 0.2381(2) 0.9564(2) 0.0405(6) Uani 1 1 d . . . . .
C8 C 0.500000 0.000000 0.8279(4) 0.0212(10) Uani 1 2 d S T P . .
C9 C 0.3271(3) 0.2696(4) 0.5081(3) 0.0274(8) Uani 1 1 d . . . . .
C10 C 0.4587(2) 0.0416(3) 0.7254(3) 0.0200(7) Uani 1 1 d . . . . .
C11 C 0.4621(3) 0.1202(4) 1.0149(3) 0.0322(8) Uani 1 1 d . . . . .
C12 C 0.3843(2) 0.1185(3) 0.6678(3) 0.0207(7) Uani 1 1 d . . . . .
C13 C 0.3973(2) 0.1861(4) 0.5591(3) 0.0227(7) Uani 1 1 d . . . . .
F16 F 0.500000 0.000000 1.3088(3) 0.0752(15) Uani 1 2 d S T P . .
C17 C 0.2256(2) 0.2131(4) 0.6692(4) 0.0319(8) Uani 1 1 d . . . . .
F19 F 0.4307(2) 0.2408(3) 1.1930(2) 0.0658(9) Uani 1 1 d . . . . .
C20 C 0.2968(2) 0.1345(4) 0.7217(3) 0.0271(8) Uani 1 1 d . . . . .
C23 C 0.2412(2) 0.2811(4) 0.5633(4) 0.0313(8) Uani 1 1 d . . . . .
C25 C 0.500000 0.000000 0.9529(4) 0.0244(10) Uani 1 2 d S T P . .
C26 C 0.4635(3) 0.1217(5) 1.1343(4) 0.0437(11) Uani 1 1 d . . . . .
C27 C 0.500000 0.000000 1.1925(5) 0.0493(17) Uani 1 2 d S T P . .
H5 H 0.500000 0.500000 0.740(8) 0.11(3) Uiso 1 2 d S . P . .


_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 O5 1.490(3) . ?
S1 O14 1.417(3) . ?
S1 O22 1.416(3) . ?
S1 C24 1.823(4) . ?
O5 H5 1.216(3) . ?
F15 C24 1.322(5) . ?
F18 C24 1.320(5) . ?
F21 C24 1.315(5) . ?
F1 C13 1.328(4) . ?
F2 C20 1.334(4) . ?
F3 C17 1.341(4) . ?
F4 C23 1.332(4) . ?
F6 C9 1.331(4) . ?
F7 C11 1.337(5) . ?
C8 C10 1.366(5) 2_655 ?
C8 C10 1.366(5) . ?
C8 C25 1.435(7) . ?
C9 C13 1.372(5) . ?
C9 C23 1.376(5) . ?
C10 C10 1.384(6) 2_655 ?
C10 C12 1.420(5) . ?
C11 C25 1.390(4) . ?
C11 C26 1.372(6) . ?
C12 C13 1.397(5) . ?
C12 C20 1.394(5) . ?
F16 C27 1.336(6) . ?
C17 C20 1.367(5) . ?
C17 C23 1.375(6) . ?
F19 C26 1.336(5) . ?
C26 C27 1.371(6) . ?

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
O5 S1 C24 101.51(18) . . ?
O14 S1 O5 112.51(16) . . ?
O14 S1 C24 104.8(2) . . ?
O22 S1 O5 111.49(16) . . ?
O22 S1 O14 119.01(18) . . ?
O22 S1 C24 105.4(2) . . ?
S1 O5 H5 117.3(5) . . ?
F15 C24 S1 110.8(3) . . ?
F18 C24 S1 109.5(3) . . ?
F18 C24 F15 108.1(3) . . ?
F21 C24 S1 110.9(3) . . ?
F21 C24 F15 108.2(4) . . ?
F21 C24 F18 109.3(4) . . ?
C10 C8 C10 60.9(3) . 2_655 ?
C10 C8 C25 149.56(17) 2_655 . ?
C10 C8 C25 149.56(17) . . ?
F6 C9 C13 121.1(3) . . ?
F6 C9 C23 119.9(3) . . ?
C13 C9 C23 119.0(3) . . ?
C8 C10 C10 59.57(17) . 2_655 ?
C8 C10 C12 148.2(3) . . ?
C10 C10 C12 152.20(19) 2_655 . ?
F7 C11 C25 119.0(3) . . ?
F7 C11 C26 120.0(4) . . ?
C26 C11 C25 120.9(4) . . ?
C13 C12 C10 121.6(3) . . ?
C20 C12 C10 120.2(3) . . ?
C20 C12 C13 118.1(3) . . ?
F1 C13 C9 119.6(3) . . ?
F1 C13 C12 119.2(3) . . ?
C9 C13 C12 121.1(3) . . ?
F3 C17 C20 120.4(4) . . ?
F3 C17 C23 119.9(3) . . ?
C20 C17 C23 119.7(3) . . ?
F2 C20 C12 119.2(3) . . ?
F2 C20 C17 119.9(3) . . ?
C17 C20 C12 120.8(3) . . ?
F4 C23 C9 119.0(4) . . ?
F4 C23 C17 119.8(3) . . ?
C17 C23 C9 121.1(3) . . ?
C11 C25 C8 120.8(2) 2_655 . ?
C11 C25 C8 120.8(2) . . ?
C11 C25 C11 118.4(5) 2_655 . ?
F19 C26 C11 120.5(4) . . ?
F19 C26 C27 120.6(4) . . ?
C27 C26 C11 119.0(4) . . ?
F16 C27 C26 119.1(3) . . ?
F16 C27 C26 119.1(3) . 2_655 ?
C26 C27 C26 121.7(5) . 2_655 ?

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
O5 S1 C24 F15 -65.3(3) . . . . ?
O5 S1 C24 F18 175.6(3) . . . . ?
O5 S1 C24 F21 54.9(3) . . . . ?
O14 S1 C24 F15 177.5(3) . . . . ?
O14 S1 C24 F18 58.3(3) . . . . ?
O14 S1 C24 F21 -62.4(3) . . . . ?
O22 S1 C24 F15 51.1(3) . . . . ?
O22 S1 C24 F18 -68.1(3) . . . . ?
O22 S1 C24 F21 171.2(3) . . . . ?
F3 C17 C20 F2 0.8(5) . . . . ?
F3 C17 C20 C12 179.7(3) . . . . ?
F3 C17 C23 F4 0.4(5) . . . . ?
F3 C17 C23 C9 179.3(3) . . . . ?
F6 C9 C13 F1 -0.7(5) . . . . ?
F6 C9 C13 C12 175.5(3) . . . . ?
F6 C9 C23 F4 2.0(5) . . . . ?
F6 C9 C23 C17 -177.0(3) . . . . ?
F7 C11 C25 C8 -1.5(4) . . . . ?
F7 C11 C25 C11 178.5(4) . . . 2_655 ?
F7 C11 C26 F19 -0.2(6) . . . . ?
F7 C11 C26 C27 -179.6(3) . . . . ?
C8 C10 C12 C13 148.8(4) . . . . ?
C8 C10 C12 C20 -28.0(7) . . . . ?
C10 C8 C10 C12 -178.9(7) 2_655 . . . ?
C10 C8 C25 C11 -31.0(3) 2_655 . . 2_655 ?
C10 C8 C25 C11 149.0(3) 2_655 . . . ?
C10 C8 C25 C11 -31.0(3) . . . . ?
C10 C8 C25 C11 149.0(3) . . . 2_655 ?
C10 C10 C12 C13 -29.1(10) 2_655 . . . ?
C10 C10 C12 C20 154.1(7) 2_655 . . . ?
C10 C12 C13 F1 1.1(5) . . . . ?
C10 C12 C13 C9 -175.1(3) . . . . ?
C10 C12 C20 F2 -3.5(5) . . . . ?
C10 C12 C20 C17 177.5(3) . . . . ?
C11 C26 C27 F16 -178.8(3) . . . . ?
C11 C26 C27 C26 1.2(3) . . . 2_655 ?
C13 C9 C23 F4 -179.7(3) . . . . ?
C13 C9 C23 C17 1.3(5) . . . . ?
C13 C12 C20 F2 179.5(3) . . . . ?
C13 C12 C20 C17 0.6(5) . . . . ?
F19 C26 C27 F16 1.8(4) . . . . ?
F19 C26 C27 C26 -178.2(4) . . . 2_655 ?
C20 C12 C13 F1 178.0(3) . . . . ?
C20 C12 C13 C9 1.8(5) . . . . ?
C20 C17 C23 F4 -177.9(3) . . . . ?
C20 C17 C23 C9 1.0(6) . . . . ?
C23 C9 C13 F1 -178.9(3) . . . . ?
C23 C9 C13 C12 -2.7(5) . . . . ?
C23 C17 C20 F2 179.1(3) . . . . ?
C23 C17 C20 C12 -2.0(5) . . . . ?
C25 C8 C10 C10 179.999(3) . . . 2_655 ?
C25 C8 C10 C12 1.1(7) . . . . ?
C25 C11 C26 F19 177.1(3) . . . . ?
C25 C11 C26 C27 -2.3(5) . . . . ?
C26 C11 C25 C8 -178.8(3) . . . . ?
C26 C11 C25 C11 1.2(3) . . . 2_655 ?

_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_1_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 2258969'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2023-04-25 deposited with the CCDC.	2023-08-10 downloaded from the CCDC.
;
_audit_creation_date             2023-04-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H22 O'
_chemical_formula_sum            'C30 H22 O'
_chemical_formula_weight         398.47
_chemical_melting_point          ?
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'
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           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                   9.9197(8)
_cell_length_b                   17.5835(16)
_cell_length_c                   13.4091(12)
_cell_angle_alpha                90
_cell_angle_beta                 111.71
_cell_angle_gamma                90
_cell_volume                     2173.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5218
_cell_measurement_temperature    149.70
_cell_measurement_theta_max      23.52
_cell_measurement_theta_min      2.50
_shelx_estimated_absorpt_T_max   0.977
_shelx_estimated_absorpt_T_min   0.973
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.33
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1242
_diffrn_reflns_av_unetI/netI     0.0865
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            38616
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.003
_diffrn_ambient_temperature      149.70
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2769
_reflns_number_total             3823
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       0.0108(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         3823
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0789
_refine_ls_R_factor_gt           0.0532
_refine_ls_restrained_S_all      1.020
_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)+(0.0679P)²+0.3512P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1305
_refine_ls_wR_factor_ref         0.1515
_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 Aromatic/amide H refined with riding coordinates:
 C6(H6), C8(H8), C9(H9), C13(H13), C15(H15), C16(H16), C17(H17), C19(H19),
 C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27),
  C28(H28), C30(H30), C31(H31)
2.b Idealised Me refined as rotating group:
 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
O1 O 0.73818(16) 0.15692(8) 0.90545(12) 0.0319(4) Uani 1 1 d . . . . .
C2 C 0.6753(2) -0.15985(12) 0.89130(15) 0.0257(5) Uani 1 1 d . . . . .
C3 C 0.6617(2) -0.22718(12) 0.90221(16) 0.0246(5) Uani 1 1 d . . . . .
C4 C 0.7288(2) 0.07929(11) 0.89535(15) 0.0236(5) Uani 1 1 d . . . . .
C5 C 0.6744(2) -0.32509(11) 1.13905(16) 0.0237(5) Uani 1 1 d . . . . .
C6 C 0.6044(2) 0.04779(12) 0.90309(16) 0.0259(5) Uani 1 1 d . . . . .
H6 H 0.531650 0.079909 0.910478 0.031 Uiso 1 1 calc R U . . .
C7 C 0.9354(2) -0.37064(11) 0.98806(16) 0.0240(5) Uani 1 1 d . . . . .
C8 C 0.5868(2) -0.03010(12) 0.90004(16) 0.0259(5) Uani 1 1 d . . . . .
H8 H 0.502334 -0.051149 0.906788 0.031 Uiso 1 1 calc R U . . .
C9 C 0.7708(2) -0.34728(12) 1.23957(16) 0.0264(5) Uani 1 1 d . . . . .
H9 H 0.863257 -0.366926 1.247119 0.032 Uiso 1 1 calc R U . . .
C10 C 0.6910(2) -0.07871(11) 0.88718(15) 0.0230(5) Uani 1 1 d . . . . .
C11 C 0.8019(2) -0.34393(11) 0.99601(16) 0.0235(5) Uani 1 1 d . . . . .
C12 C 0.5405(2) -0.35630(11) 0.85060(15) 0.0215(5) Uani 1 1 d . . . . .
C13 C 0.8115(2) -0.04564(12) 0.87502(17) 0.0285(5) Uani 1 1 d . . . . .
H13 H 0.882018 -0.077399 0.863787 0.034 Uiso 1 1 calc R U . . .
C14 C 0.7155(2) -0.32822(11) 1.04590(16) 0.0238(5) Uani 1 1 d . . . . .
C15 C 0.3291(2) -0.44973(13) 0.70692(18) 0.0332(5) Uani 1 1 d . . . . .
H15 H 0.257927 -0.481490 0.657566 0.040 Uiso 1 1 calc R U . . .
C16 C 0.4321(2) -0.48004(13) 0.79810(18) 0.0342(6) Uani 1 1 d . . . . .
H16 H 0.431632 -0.533008 0.811923 0.041 Uiso 1 1 calc R U . . .
C17 C 0.5372(2) -0.29841(12) 1.12854(18) 0.0314(5) Uani 1 1 d . . . . .
H17 H 0.470152 -0.283248 1.060177 0.038 Uiso 1 1 calc R U . . .
C18 C 0.6574(2) -0.30768(11) 0.92750(16) 0.0230(5) Uani 1 1 d . . . . .
C19 C 0.5361(2) -0.43396(12) 0.86950(17) 0.0291(5) Uani 1 1 d . . . . .
H19 H 0.605639 -0.455562 0.932485 0.035 Uiso 1 1 calc R U . . .
C20 C 0.5966(3) -0.31446(13) 1.31761(19) 0.0358(6) Uani 1 1 d . . . . .
H20 H 0.570285 -0.310313 1.378702 0.043 Uiso 1 1 calc R U . . .
C21 C 0.9582(2) -0.36328(12) 0.89202(17) 0.0323(5) Uani 1 1 d . . . . .
H21 H 0.883667 -0.342781 0.830709 0.039 Uiso 1 1 calc R U . . .
C22 C 1.0446(2) -0.40230(12) 1.07677(17) 0.0291(5) Uani 1 1 d . . . . .
H22 H 1.029822 -0.408632 1.142350 0.035 Uiso 1 1 calc R U . . .
C23 C 0.8311(2) 0.03287(12) 0.87891(17) 0.0291(5) Uani 1 1 d . . . . .
H23 H 0.913996 0.054332 0.870328 0.035 Uiso 1 1 calc R U . . .
C24 C 0.4355(2) -0.32638(12) 0.75961(16) 0.0289(5) Uani 1 1 d . . . . .
H24 H 0.435141 -0.273383 0.745742 0.035 Uiso 1 1 calc R U . . .
C25 C 1.1738(2) -0.42440(13) 1.06947(19) 0.0359(6) Uani 1 1 d . . . . .
H25 H 1.247904 -0.445965 1.130085 0.043 Uiso 1 1 calc R U . . .
C26 C 1.1965(3) -0.41529(13) 0.97360(19) 0.0389(6) Uani 1 1 d . . . . .
H26 H 1.286606 -0.429588 0.969374 0.047 Uiso 1 1 calc R U . . .
C27 C 0.3306(2) -0.37266(13) 0.68828(18) 0.0340(5) Uani 1 1 d . . . . .
H27 H 0.259338 -0.351109 0.626118 0.041 Uiso 1 1 calc R U . . .
C28 C 0.7330(2) -0.34095(12) 1.32905(17) 0.0318(5) Uani 1 1 d . . . . .
H28 H 0.800414 -0.354753 1.397932 0.038 Uiso 1 1 calc R U . . .
C29 C 0.8621(3) 0.19304(13) 0.89586(19) 0.0384(6) Uani 1 1 d . . . . .
H29A H 0.859180 0.186839 0.822443 0.058 Uiso 1 1 calc R U . . .
H29B H 0.950828 0.169683 0.946364 0.058 Uiso 1 1 calc R U . . .
H29C H 0.861303 0.247318 0.912197 0.058 Uiso 1 1 calc R U . . .
C30 C 0.4988(3) -0.29405(14) 1.21762(19) 0.0403(6) Uani 1 1 d . . . . .
H30 H 0.404601 -0.276935 1.209928 0.048 Uiso 1 1 calc R U . . .
C31 C 1.0881(3) -0.38554(14) 0.88508(19) 0.0391(6) Uani 1 1 d . . . . .
H31 H 1.102618 -0.380287 0.819229 0.047 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
O1 C4 1.371(2) . ?
O1 C29 1.432(2) . ?
C2 C3 1.206(3) . ?
C2 C10 1.439(3) . ?
C3 C18 1.460(3) . ?
C4 C6 1.391(3) . ?
C4 C23 1.382(3) . ?
C5 C9 1.389(3) . ?
C5 C14 1.451(3) . ?
C5 C17 1.397(3) . ?
C6 H6 0.9500 . ?
C6 C8 1.379(3) . ?
C7 C11 1.445(3) . ?
C7 C21 1.393(3) . ?
C7 C22 1.395(3) . ?
C8 H8 0.9500 . ?
C8 C10 1.400(3) . ?
C9 H9 0.9500 . ?
C9 C28 1.388(3) . ?
C10 C13 1.392(3) . ?
C11 C14 1.297(3) . ?
C11 C18 1.527(3) . ?
C12 C18 1.501(3) . ?
C12 C19 1.393(3) . ?
C12 C24 1.382(3) . ?
C13 H13 0.9500 . ?
C13 C23 1.392(3) . ?
C14 C18 1.519(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.378(3) . ?
C15 C27 1.379(3) . ?
C16 H16 0.9500 . ?
C16 C19 1.381(3) . ?
C17 H17 0.9500 . ?
C17 C30 1.384(3) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C20 C28 1.385(3) . ?
C20 C30 1.380(3) . ?
C21 H21 0.9500 . ?
C21 C31 1.383(3) . ?
C22 H22 0.9500 . ?
C22 C25 1.377(3) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C24 C27 1.387(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.394(3) . ?
C26 H26 0.9500 . ?
C26 C31 1.376(3) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30 0.9500 . ?
C31 H31 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
C4 O1 C29 117.50(16) . . ?
C3 C2 C10 175.1(2) . . ?
C2 C3 C18 173.6(2) . . ?
O1 C4 C6 114.73(17) . . ?
O1 C4 C23 125.23(18) . . ?
C23 C4 C6 120.03(19) . . ?
C9 C5 C14 120.88(18) . . ?
C9 C5 C17 119.16(18) . . ?
C17 C5 C14 119.95(19) . . ?
C4 C6 H6 120.0 . . ?
C8 C6 C4 119.97(18) . . ?
C8 C6 H6 120.0 . . ?
C21 C7 C11 120.27(19) . . ?
C21 C7 C22 119.02(19) . . ?
C22 C7 C11 120.70(18) . . ?
C6 C8 H8 119.4 . . ?
C6 C8 C10 121.21(18) . . ?
C10 C8 H8 119.4 . . ?
C5 C9 H9 119.8 . . ?
C28 C9 C5 120.5(2) . . ?
C28 C9 H9 119.8 . . ?
C8 C10 C2 120.35(18) . . ?
C13 C10 C2 121.92(18) . . ?
C13 C10 C8 117.67(18) . . ?
C7 C11 C18 140.64(18) . . ?
C14 C11 C7 154.9(2) . . ?
C14 C11 C18 64.45(14) . . ?
C19 C12 C18 120.13(18) . . ?
C24 C12 C18 121.87(18) . . ?
C24 C12 C19 118.00(19) . . ?
C10 C13 H13 119.2 . . ?
C10 C13 C23 121.59(18) . . ?
C23 C13 H13 119.2 . . ?
C5 C14 C18 140.54(18) . . ?
C11 C14 C5 154.3(2) . . ?
C11 C14 C18 65.12(14) . . ?
C16 C15 H15 120.4 . . ?
C16 C15 C27 119.1(2) . . ?
C27 C15 H15 120.4 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C19 120.5(2) . . ?
C19 C16 H16 119.8 . . ?
C5 C17 H17 120.0 . . ?
C30 C17 C5 120.1(2) . . ?
C30 C17 H17 120.0 . . ?
C3 C18 C11 116.28(17) . . ?
C3 C18 C12 118.31(17) . . ?
C3 C18 C14 116.17(17) . . ?
C12 C18 C11 119.34(16) . . ?
C12 C18 C14 118.74(16) . . ?
C14 C18 C11 50.43(12) . . ?
C12 C19 H19 119.5 . . ?
C16 C19 C12 121.0(2) . . ?
C16 C19 H19 119.5 . . ?
C28 C20 H20 119.9 . . ?
C30 C20 H20 119.9 . . ?
C30 C20 C28 120.1(2) . . ?
C7 C21 H21 119.7 . . ?
C31 C21 C7 120.7(2) . . ?
C31 C21 H21 119.7 . . ?
C7 C22 H22 119.9 . . ?
C25 C22 C7 120.11(19) . . ?
C25 C22 H22 119.9 . . ?
C4 C23 C13 119.41(18) . . ?
C4 C23 H23 120.3 . . ?
C13 C23 H23 120.3 . . ?
C12 C24 H24 119.5 . . ?
C12 C24 C27 120.9(2) . . ?
C27 C24 H24 119.5 . . ?
C22 C25 H25 119.8 . . ?
C22 C25 C26 120.3(2) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 120.1 . . ?
C31 C26 C25 119.9(2) . . ?
C31 C26 H26 120.1 . . ?
C15 C27 C24 120.5(2) . . ?
C15 C27 H27 119.8 . . ?
C24 C27 H27 119.8 . . ?
C9 C28 H28 120.1 . . ?
C20 C28 C9 119.8(2) . . ?
C20 C28 H28 120.1 . . ?
O1 C29 H29A 109.5 . . ?
O1 C29 H29B 109.5 . . ?
O1 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C17 C30 H30 119.8 . . ?
C20 C30 C17 120.3(2) . . ?
C20 C30 H30 119.8 . . ?
C21 C31 H31 120.0 . . ?
C26 C31 C21 120.0(2) . . ?
C26 C31 H31 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
O1 C4 C6 C8 -176.46(17) . . . . ?
O1 C4 C23 C13 177.02(19) . . . . ?
C2 C10 C13 C23 -175.27(19) . . . . ?
C4 C6 C8 C10 -1.2(3) . . . . ?
C5 C9 C28 C20 1.9(3) . . . . ?
C5 C14 C18 C3 76.2(3) . . . . ?
C5 C14 C18 C11 179.8(3) . . . . ?
C5 C14 C18 C12 -74.5(3) . . . . ?
C5 C17 C30 C20 1.4(3) . . . . ?
C6 C4 C23 C13 -2.9(3) . . . . ?
C6 C8 C10 C2 175.89(19) . . . . ?
C6 C8 C10 C13 -1.5(3) . . . . ?
C7 C11 C14 C5 -2.7(8) . . . . ?
C7 C11 C14 C18 176.9(5) . . . . ?
C7 C11 C18 C3 -74.6(3) . . . . ?
C7 C11 C18 C12 77.5(3) . . . . ?
C7 C11 C18 C14 -177.9(3) . . . . ?
C7 C21 C31 C26 0.0(4) . . . . ?
C7 C22 C25 C26 0.0(3) . . . . ?
C8 C10 C13 C23 2.1(3) . . . . ?
C9 C5 C14 C11 3.9(5) . . . . ?
C9 C5 C14 C18 -175.6(2) . . . . ?
C9 C5 C17 C30 0.2(3) . . . . ?
C10 C13 C23 C4 0.1(3) . . . . ?
C11 C7 C21 C31 177.1(2) . . . . ?
C11 C7 C22 C25 -177.08(19) . . . . ?
C11 C14 C18 C3 -103.53(19) . . . . ?
C11 C14 C18 C12 105.8(2) . . . . ?
C12 C24 C27 C15 0.1(3) . . . . ?
C14 C5 C9 C28 177.15(18) . . . . ?
C14 C5 C17 C30 -178.81(19) . . . . ?
C14 C11 C18 C3 103.30(19) . . . . ?
C14 C11 C18 C12 -104.5(2) . . . . ?
C15 C16 C19 C12 -0.8(3) . . . . ?
C16 C15 C27 C24 0.8(3) . . . . ?
C17 C5 C9 C28 -1.9(3) . . . . ?
C17 C5 C14 C11 -177.1(4) . . . . ?
C17 C5 C14 C18 3.4(4) . . . . ?
C18 C11 C14 C5 -179.7(5) . . . . ?
C18 C12 C19 C16 -178.06(19) . . . . ?
C18 C12 C24 C27 178.43(18) . . . . ?
C19 C12 C18 C3 177.41(17) . . . . ?
C19 C12 C18 C11 25.8(3) . . . . ?
C19 C12 C18 C14 -32.5(3) . . . . ?
C19 C12 C24 C27 -1.3(3) . . . . ?
C21 C7 C11 C14 -173.4(4) . . . . ?
C21 C7 C11 C18 2.2(4) . . . . ?
C21 C7 C22 C25 1.3(3) . . . . ?
C22 C7 C11 C14 5.0(5) . . . . ?
C22 C7 C11 C18 -179.4(2) . . . . ?
C22 C7 C21 C31 -1.3(3) . . . . ?
C22 C25 C26 C31 -1.4(4) . . . . ?
C23 C4 C6 C8 3.4(3) . . . . ?
C24 C12 C18 C3 -2.3(3) . . . . ?
C24 C12 C18 C11 -153.88(18) . . . . ?
C24 C12 C18 C14 147.81(19) . . . . ?
C24 C12 C19 C16 1.6(3) . . . . ?
C25 C26 C31 C21 1.3(4) . . . . ?
C27 C15 C16 C19 -0.4(3) . . . . ?
C28 C20 C30 C17 -1.3(4) . . . . ?
C29 O1 C4 C6 -178.65(18) . . . . ?
C29 O1 C4 C23 1.5(3) . . . . ?
C30 C20 C28 C9 -0.3(3) . . . . ?

_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_2
_database_code_depnum_ccdc_archive 'CCDC 2263466'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2023-05-16 deposited with the CCDC.	2023-08-10 downloaded from the CCDC.
;
_audit_creation_date             2023-05-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_chemical_formula_moiety         'B C24 F20, 3(C2 H3 N), C18 H12'
_chemical_formula_sum            'C48 H21 B F20 N3'
_chemical_formula_weight         1030.514
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.19320 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.27760 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   8.094(3)
_cell_length_b                   16.387(6)
_cell_length_c                   17.428(6)
_cell_angle_alpha                101.68(3)
_cell_angle_beta                 94.07(2)
_cell_angle_gamma                101.35(2)
_cell_volume                     2204.6(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4654
_cell_measurement_temperature    149.98
_cell_measurement_theta_max      22.07
_cell_measurement_theta_min      2.40
_exptl_absorpt_coefficient_mu    0.151
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.552
_exptl_crystal_density_meas      .
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             1031.092
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_diffrn_reflns_av_R_equivalents  0.1332
_diffrn_reflns_av_unetI/netI     0.1417
_diffrn_reflns_Laue_measured_fraction_full 0.9996
_diffrn_reflns_Laue_measured_fraction_max 0.9996
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            41153
_diffrn_reflns_point_group_measured_fraction_full 0.9996
_diffrn_reflns_point_group_measured_fraction_max 0.9996
_diffrn_reflns_theta_full        24.9999
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.20
_diffrn_ambient_temperature      149.98
_diffrn_measured_fraction_theta_full 0.9996
_diffrn_measured_fraction_theta_max 0.9996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              18
_reflns_limit_k_min              -19
_reflns_limit_l_max              20
_reflns_limit_l_min              0
_reflns_number_gt                4580
_reflns_number_total             7777
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.5580
_refine_diff_density_min         -0.5186
_refine_diff_density_rms         0.1320
_refine_ls_d_res_high            0.8409
_refine_ls_d_res_low             16.9531
_refine_ls_extinction_coef       0.0112(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0495
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    36
_refine_ls_number_parameters     653
_refine_ls_number_reflns         7777
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1182
_refine_ls_R_factor_gt           0.0598
_refine_ls_restrained_S_all      1.0495
_refine_ls_shift/su_max          0.0003
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0641P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1436
_refine_ls_wR_factor_ref         0.1830
_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 Aromatic/amide H refined with riding coordinates:
 C30(H30), C34(H34), C44(H44), C45(H45), C46(H46), C48(H48), C57(H57),
 C58(H58), C61(H61), C62(H62), C64(H64), C65(H65)
2.b Idealised Me refined as rotating group:
 C69(H69a,H69b,H69c), C72(H72a,H72b,H72c), C71(H71a,H71b,H71c)
;
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_refinement_flags_posn
F1 F 0.0360(3) 0.80064(14) 0.87470(12) 0.0356(6) Uani 1.000000 .
F2 F -0.2209(3) 0.69610(14) 0.91238(13) 0.0383(6) Uani 1.000000 .
F3 F 0.2883(3) 0.74551(13) 0.78437(12) 0.0331(5) Uani 1.000000 .
F4 F -0.0870(3) 0.94422(14) 0.81448(12) 0.0385(6) Uani 1.000000 .
F5 F 0.0502(3) 0.64299(13) 0.63706(13) 0.0371(6) Uani 1.000000 .
F6 F -0.4743(3) 0.61891(15) 0.64932(14) 0.0438(6) Uani 1.000000 .
F7 F 0.3229(3) 0.92369(14) 0.62543(13) 0.0386(6) Uani 1.000000 .
F8 F -0.2176(3) 0.72589(14) 0.60902(12) 0.0364(6) Uani 1.000000 .
F9 F -0.0124(3) 0.87046(14) 0.54337(12) 0.0359(6) Uani 1.000000 .
F10 F -0.4821(3) 0.60441(15) 0.80191(14) 0.0453(6) Uani 1.000000 .
F11 F 0.4848(3) 1.08811(14) 0.89279(14) 0.0474(7) Uani 1.000000 .
F12 F 0.6561(3) 0.98188(15) 0.95080(13) 0.0447(6) Uani 1.000000 .
F13 F 0.2287(3) 1.02745(13) 0.78103(13) 0.0379(6) Uani 1.000000 .
F15 F 0.5548(3) 0.81034(15) 0.89360(13) 0.0402(6) Uani 1.000000 .
F16 F 0.5131(3) 0.85775(16) 0.52015(13) 0.0503(7) Uani 1.000000 .
F17 F -0.1806(3) 0.98646(15) 0.51600(14) 0.0460(6) Uani 1.000000 .
F18 F 0.4774(3) 0.68477(17) 0.47429(13) 0.0527(7) Uani 1.000000 .
F19 F -0.2574(3) 1.06018(15) 0.78452(14) 0.0497(7) Uani 1.000000 .
F20 F -0.3043(3) 1.08397(16) 0.63495(16) 0.0567(7) Uani 1.000000 .
F21 F 0.2370(3) 0.57992(15) 0.53166(13) 0.0457(6) Uani 1.000000 .
C21 C -0.0304(4) 0.9044(2) 0.6821(2) 0.0275(9) Uani 1.000000 .
C22 C -0.2182(5) 0.7030(2) 0.8365(2) 0.0266(9) Uani 1.000000 .
C24 C 0.2371(4) 0.8818(2) 0.7775(2) 0.0260(9) Uani 1.000000 .
C25 C -0.2121(5) 0.7203(2) 0.6857(2) 0.0271(9) Uani 1.000000 .
C27 C -0.0858(4) 0.7564(2) 0.8146(2) 0.0265(9) Uani 1.000000 .
C28 C -0.0722(4) 0.7677(2) 0.7387(2) 0.0234(8) Uani 1.000000 .
C29 C 0.1602(4) 0.7004(2) 0.6090(2) 0.0252(9) Uani 1.000000 .
C31 C 0.3331(4) 0.8323(2) 0.8085(2) 0.0251(9) Uani 1.000000 .
C32 C -0.3505(5) 0.6577(2) 0.7817(2) 0.0318(10) Uani 1.000000 .
C33 C -0.1538(5) 0.9762(3) 0.5902(2) 0.0334(10) Uani 1.000000 .
C35 C 0.2575(5) 0.6656(3) 0.5552(2) 0.0334(10) Uani 1.000000 .
C36 C 0.2963(4) 0.8376(2) 0.6033(2) 0.0283(9) Uani 1.000000 .
C38 C -0.1055(5) 0.9534(2) 0.7385(2) 0.0295(9) Uani 1.000000 .
C39 C 0.1717(4) 0.7875(2) 0.6362(2) 0.0258(9) Uani 1.000000 .
C41 C 0.2999(5) 0.9684(2) 0.8073(2) 0.0274(9) Uani 1.000000 .
C47 C 0.4705(5) 0.8637(3) 0.8655(2) 0.0287(9) Uani 1.000000 .
C49 C -0.0642(5) 0.9176(2) 0.6073(2) 0.0297(9) Uani 1.000000 .
C50 C 0.3778(5) 0.7184(3) 0.5254(2) 0.0336(10) Uani 1.000000 .
C51 C -0.3467(5) 0.6651(2) 0.7051(2) 0.0322(10) Uani 1.000000 .
C52 C 0.5220(5) 0.9500(3) 0.8941(2) 0.0319(10) Uani 1.000000 .
C53 C -0.2180(5) 1.0254(3) 0.6497(3) 0.0372(10) Uani 1.000000 .
C54 C 0.4360(5) 1.0029(2) 0.8652(2) 0.0322(10) Uani 1.000000 .
C55 C 0.3964(4) 0.8046(3) 0.5492(2) 0.0344(10) Uani 1.000000 .
C59 C -0.1950(5) 1.0133(3) 0.7248(3) 0.0364(10) Uani 1.000000 .
B2 B 0.0760(5) 0.8349(3) 0.7077(2) 0.0266(10) Uani 1.000000 .
N56 N 0.1183(5) 0.4872(3) 0.1865(2) 0.0544(11) Uani 1.000000 .
C68 C 0.1569(5) 0.5076(3) 0.2529(3) 0.0405(11) Uani 1.000000 .
C69 C 0.2043(6) 0.5345(3) 0.3377(2) 0.0476(12) Uani 1.000000 .
H69a H 0.293(2) 0.5868(10) 0.3494(3) 0.0714(18) Uiso 1.000000 GR
H69b H 0.1049(10) 0.5456(17) 0.3637(3) 0.0714(18) Uiso 1.000000 GR
H69c H 0.246(3) 0.4894(8) 0.3570(3) 0.0714(18) Uiso 1.000000 GR
N66 N 0.8658(5) 0.7949(3) 0.1447(3) 0.0680(13) Uani 1.000000 .
C67 C 0.9025(6) 0.8364(3) 0.1010(3) 0.0489(13) Uani 1.000000 .
C72 C 0.9433(8) 0.8898(4) 0.0451(3) 0.0794(18) Uani 1.000000 .
H72a H 0.866(3) 0.8664(14) -0.0037(9) 0.119(3) Uiso 1.000000 GR
H72b H 0.931(5) 0.9478(7) 0.0676(9) 0.119(3) Uiso 1.000000 GR
H72c H 1.0604(17) 0.8911(19) 0.0336(17) 0.119(3) Uiso 1.000000 GR
N70 N 0.4607(7) 0.7191(4) 0.3037(3) 0.0937(18) Uani 1.000000 .
C63 C 0.5618(7) 0.7792(4) 0.3229(3) 0.0528(13) Uani 1.000000 .
C71 C 0.6952(6) 0.8565(3) 0.3481(3) 0.0596(14) Uani 1.000000 .
H71a H 0.773(2) 0.8594(10) 0.3077(9) 0.089(2) Uiso 1.000000 GR
H71b H 0.6442(7) 0.9067(3) 0.3554(18) 0.089(2) Uiso 1.000000 GR
H71c H 0.758(3) 0.8554(10) 0.3980(10) 0.089(2) Uiso 1.000000 GR
C23 C 0.1147(4) 0.3804(2) 0.8260(2) 0.0269(9) Uani 1.000000 .
C26 C 0.3521(4) 0.4598(2) 0.9514(2) 0.0243(8) Uani 1.000000 .
C30 C 0.5049(4) 0.4777(2) 0.9183(2) 0.0261(9) Uani 1.000000 .
H30 H 0.5071(4) 0.4625(2) 0.8629(2) 0.0313(10) Uiso 1.000000 R
C34 C 0.3483(4) 0.4822(2) 1.0323(2) 0.0264(9) Uani 1.000000 .
H34 H 0.2440(4) 0.4699(2) 1.0538(2) 0.0317(11) Uiso 1.000000 R
C37 C 0.1156(4) 0.3617(2) 0.7419(2) 0.0285(9) Uani 1.000000 .
C40 C 0.1978(4) 0.4159(2) 0.8998(2) 0.0257(9) Uani 1.000000 .
C42 C 0.0303(4) 0.3741(2) 0.8915(2) 0.0272(9) Uani 1.000000 .
C43 C -0.1234(4) 0.3459(2) 0.9239(2) 0.0272(9) Uani 1.000000 .
C44 C -0.4201(5) 0.2814(3) 0.9018(3) 0.0385(10) Uani 1.000000 .
H44 H -0.5205(5) 0.2556(3) 0.8667(3) 0.0462(13) Uiso 1.000000 R
C45 C -0.2782(5) 0.3301(3) 1.0341(3) 0.0388(11) Uani 1.000000 .
H45 H -0.2820(5) 0.3370(3) 1.0893(3) 0.0466(13) Uiso 1.000000 R
C46 C -0.1275(5) 0.3575(3) 1.0050(2) 0.0345(10) Uani 1.000000 .
H46 H -0.0276(5) 0.3841(3) 1.0401(2) 0.0414(12) Uiso 1.000000 R
C48 C -0.0051(5) 0.2929(3) 0.6945(2) 0.0356(10) Uani 1.000000 .
H48 H -0.0872(5) 0.2588(3) 0.7178(2) 0.0427(12) Uiso 1.000000 R
C57 C -0.2707(5) 0.3077(2) 0.8725(2) 0.0325(10) Uani 1.000000 .
H57 H -0.2676(5) 0.3000(2) 0.8172(2) 0.0391(12) Uiso 1.000000 R
C58 C 0.1157(5) 0.3250(3) 0.5801(3) 0.0478(12) Uani 1.000000 .
H58 H 0.1171(5) 0.3116(3) 0.5245(3) 0.0574(15) Uiso 1.000000 R
C61 C 0.2349(5) 0.4116(3) 0.7068(2) 0.0377(10) Uani 1.000000 .
H61 H 0.3174(5) 0.4576(3) 0.7387(2) 0.0452(13) Uiso 1.000000 R
C62 C -0.0024(5) 0.2756(3) 0.6138(2) 0.0431(11) Uani 1.000000 .
H62 H -0.0830(5) 0.2292(3) 0.5814(2) 0.0517(14) Uiso 1.000000 R
C64 C -0.4245(5) 0.2922(3) 0.9820(3) 0.0426(11) Uani 1.000000 .
H64 H -0.5283(5) 0.2737(3) 1.0020(3) 0.0512(14) Uiso 1.000000 R
C65 C 0.2327(5) 0.3939(3) 0.6256(2) 0.0474(12) Uani 1.000000 .
H65 H 0.3110(5) 0.4289(3) 0.6014(2) 0.0568(14) Uiso 1.000000 R


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
F1 C27 1.363(4) . ?
F2 C22 1.351(4) . ?
F3 C31 1.366(4) . ?
F4 C38 1.364(4) . ?
F5 C29 1.354(4) . ?
F6 C51 1.355(4) . ?
F7 C36 1.354(4) . ?
F8 C25 1.356(4) . ?
F9 C49 1.363(4) . ?
F10 C32 1.354(4) . ?
F11 C54 1.349(4) . ?
F12 C52 1.358(4) . ?
F13 C41 1.356(4) . ?
F15 C47 1.352(4) . ?
F16 C55 1.353(4) . ?
F17 C33 1.346(4) . ?
F18 C50 1.350(4) . ?
F19 C59 1.353(4) . ?
F20 C53 1.346(4) . ?
F21 C35 1.354(4) . ?
C21 C38 1.391(5) . ?
C21 C49 1.381(5) . ?
C21 B2 1.665(6) . ?
C22 C27 1.373(5) . ?
C22 C32 1.366(5) . ?
C24 C31 1.385(5) . ?
C24 C41 1.388(5) . ?
C24 B2 1.665(6) . ?
C25 C28 1.397(5) . ?
C25 C51 1.381(5) . ?
C27 C28 1.381(5) . ?
C28 B2 1.661(6) . ?
C29 C35 1.375(5) . ?
C29 C39 1.393(5) . ?
C31 C47 1.378(5) . ?
C32 C51 1.367(5) . ?
C33 C49 1.378(5) . ?
C33 C53 1.377(6) . ?
C35 C50 1.373(6) . ?
C36 C39 1.403(5) . ?
C36 C55 1.383(5) . ?
C38 C59 1.377(5) . ?
C39 B2 1.654(5) . ?
C41 C54 1.385(5) . ?
C47 C52 1.369(5) . ?
C50 C55 1.364(6) . ?
C52 C54 1.362(6) . ?
C53 C59 1.370(6) . ?
N56 C68 1.139(5) . ?
C68 C69 1.454(6) . ?
C69 H69a 0.9800 . ?
C69 H69b 0.9800 . ?
C69 H69c 0.9800 . ?
N66 C67 1.138(6) . ?
C67 C72 1.448(8) . ?
C72 H72a 0.9800 . ?
C72 H72b 0.9800 . ?
C72 H72c 0.9800 . ?
N70 C63 1.124(6) . ?
C63 C71 1.460(7) . ?
C71 H71a 0.9800 . ?
C71 H71b 0.9800 . ?
C71 H71c 0.9800 . ?
C23 C37 1.436(5) . ?
C23 C40 1.366(5) . ?
C23 C42 1.382(5) . ?
C26 C30 1.406(5) . ?
C26 C34 1.388(5) . ?
C26 C40 1.452(5) . ?
C30 H30 0.9500 . ?
C30 C34 1.379(5) 2_667 ?
C34 H34 0.9500 . ?
C37 C48 1.408(5) . ?
C37 C61 1.396(5) . ?
C40 C42 1.376(5) . ?
C42 C43 1.434(5) . ?
C43 C46 1.391(5) . ?
C43 C57 1.394(5) . ?
C44 H44 0.9500 . ?
C44 C57 1.371(5) . ?
C44 C64 1.378(6) . ?
C45 H45 0.9500 . ?
C45 C46 1.383(5) . ?
C45 C64 1.393(6) . ?
C46 H46 0.9500 . ?
C48 H48 0.9500 . ?
C48 C62 1.379(5) . ?
C57 H57 0.9500 . ?
C58 H58 0.9500 . ?
C58 C62 1.372(6) . ?
C58 C65 1.383(6) . ?
C61 H61 0.9500 . ?
C61 C65 1.384(5) . ?
C62 H62 0.9500 . ?
C64 H64 0.9500 . ?
C65 H65 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
C49 C21 C38 112.7(3) . . ?
B2 C21 C38 120.0(3) . . ?
B2 C21 C49 127.2(3) . . ?
C27 C22 F2 120.6(3) . . ?
C32 C22 F2 119.4(3) . . ?
C32 C22 C27 119.9(3) . . ?
C41 C24 C31 112.3(3) . . ?
B2 C24 C31 119.6(3) . . ?
B2 C24 C41 128.0(3) . . ?
C28 C25 F8 119.2(3) . . ?
C51 C25 F8 116.2(3) . . ?
C51 C25 C28 124.6(3) . . ?
C22 C27 F1 114.8(3) . . ?
C28 C27 F1 120.5(3) . . ?
C28 C27 C22 124.7(3) . . ?
C27 C28 C25 112.6(3) . . ?
B2 C28 C25 119.1(3) . . ?
B2 C28 C27 128.1(3) . . ?
C35 C29 F5 115.0(3) . . ?
C39 C29 F5 120.3(3) . . ?
C39 C29 C35 124.7(3) . . ?
C24 C31 F3 119.3(3) . . ?
C47 C31 F3 115.6(3) . . ?
C47 C31 C24 125.0(3) . . ?
C22 C32 F10 121.0(4) . . ?
C51 C32 F10 120.0(3) . . ?
C51 C32 C22 119.0(3) . . ?
C49 C33 F17 121.2(4) . . ?
C53 C33 F17 118.9(4) . . ?
C53 C33 C49 119.9(4) . . ?
C29 C35 F21 120.7(4) . . ?
C50 C35 F21 119.6(3) . . ?
C50 C35 C29 119.7(4) . . ?
C39 C36 F7 118.9(3) . . ?
C55 C36 F7 117.0(3) . . ?
C55 C36 C39 124.0(4) . . ?
C21 C38 F4 118.6(3) . . ?
C59 C38 F4 115.9(3) . . ?
C59 C38 C21 125.4(4) . . ?
C36 C39 C29 112.6(3) . . ?
B2 C39 C29 127.9(3) . . ?
B2 C39 C36 119.0(3) . . ?
C24 C41 F13 121.2(3) . . ?
C54 C41 F13 114.0(3) . . ?
C54 C41 C24 124.8(4) . . ?
C31 C47 F15 120.9(3) . . ?
C52 C47 F15 119.7(3) . . ?
C52 C47 C31 119.4(4) . . ?
C21 C49 F9 121.2(3) . . ?
C33 C49 F9 114.6(3) . . ?
C33 C49 C21 124.2(4) . . ?
C35 C50 F18 120.1(4) . . ?
C55 C50 F18 120.9(4) . . ?
C55 C50 C35 119.0(3) . . ?
C25 C51 F6 120.8(4) . . ?
C32 C51 F6 120.0(3) . . ?
C32 C51 C25 119.2(3) . . ?
C47 C52 F12 120.2(4) . . ?
C54 C52 F12 120.7(4) . . ?
C54 C52 C47 119.1(4) . . ?
C33 C53 F20 121.3(4) . . ?
C59 C53 F20 119.8(4) . . ?
C59 C53 C33 119.0(4) . . ?
C41 C54 F11 120.8(4) . . ?
C52 C54 F11 119.9(4) . . ?
C52 C54 C41 119.4(4) . . ?
C36 C55 F16 120.0(4) . . ?
C50 C55 F16 120.1(3) . . ?
C50 C55 C36 119.9(4) . . ?
C38 C59 F19 120.9(4) . . ?
C53 C59 F19 120.5(4) . . ?
C53 C59 C38 118.7(4) . . ?
C24 B2 C21 112.2(3) . . ?
C28 B2 C21 102.7(3) . . ?
C28 B2 C24 112.3(3) . . ?
C39 B2 C21 114.4(3) . . ?
C39 B2 C24 102.3(3) . . ?
C39 B2 C28 113.4(3) . . ?
C69 C68 N56 179.1(4) . . ?
H69a C69 C68 109.5 . . ?
H69b C69 C68 109.5 . . ?
H69b C69 H69a 109.5 . . ?
H69c C69 C68 109.5 . . ?
H69c C69 H69a 109.5 . . ?
H69c C69 H69b 109.5 . . ?
C72 C67 N66 178.0(5) . . ?
H72a C72 C67 109.5 . . ?
H72b C72 C67 109.5 . . ?
H72b C72 H72a 109.5 . . ?
H72c C72 C67 109.5 . . ?
H72c C72 H72a 109.5 . . ?
H72c C72 H72b 109.5 . . ?
C71 C63 N70 179.1(6) . . ?
H71a C71 C63 109.5 . . ?
H71b C71 C63 109.5 . . ?
H71b C71 H71a 109.5 . . ?
H71c C71 C63 109.5 . . ?
H71c C71 H71a 109.5 . . ?
H71c C71 H71b 109.5 . . ?
C40 C23 C37 149.9(3) . . ?
C42 C23 C37 150.0(3) . . ?
C42 C23 C40 60.1(3) . . ?
C34 C26 C30 120.7(3) . . ?
C40 C26 C30 119.1(3) . . ?
C40 C26 C34 120.2(3) . . ?
H30 C30 C26 120.6(2) . . ?
C34 C30 C26 118.9(3) 2_667 . ?
C34 C30 H30 120.6(2) 2_667 . ?
C30 C34 C26 120.4(3) 2_667 . ?
H34 C34 C26 119.8(2) . . ?
H34 C34 C30 119.8(2) . 2_667 ?
C48 C37 C23 119.8(3) . . ?
C61 C37 C23 120.4(3) . . ?
C61 C37 C48 119.8(4) . . ?
C26 C40 C23 150.5(3) . . ?
C42 C40 C23 60.5(3) . . ?
C42 C40 C26 148.9(4) . . ?
C40 C42 C23 59.4(3) . . ?
C43 C42 C23 149.1(4) . . ?
C43 C42 C40 151.5(4) . . ?
C46 C43 C42 121.1(3) . . ?
C57 C43 C42 118.8(3) . . ?
C57 C43 C46 120.1(3) . . ?
C57 C44 H44 120.0(3) . . ?
C64 C44 H44 120.0(2) . . ?
C64 C44 C57 120.0(4) . . ?
C46 C45 H45 120.2(2) . . ?
C64 C45 H45 120.2(2) . . ?
C64 C45 C46 119.7(4) . . ?
C45 C46 C43 119.5(4) . . ?
H46 C46 C43 120.2(2) . . ?
H46 C46 C45 120.2(2) . . ?
H48 C48 C37 120.4(2) . . ?
C62 C48 C37 119.1(4) . . ?
C62 C48 H48 120.4(3) . . ?
C44 C57 C43 120.1(4) . . ?
H57 C57 C43 120.0(2) . . ?
H57 C57 C44 120.0(3) . . ?
C62 C58 H58 119.5(3) . . ?
C65 C58 H58 119.5(3) . . ?
C65 C58 C62 121.1(4) . . ?
H61 C61 C37 120.0(2) . . ?
C65 C61 C37 119.9(4) . . ?
C65 C61 H61 120.0(3) . . ?
C58 C62 C48 120.5(4) . . ?
H62 C62 C48 119.7(3) . . ?
H62 C62 C58 119.7(3) . . ?
C45 C64 C44 120.6(4) . . ?
H64 C64 C44 119.7(2) . . ?
H64 C64 C45 119.7(2) . . ?
C61 C65 C58 119.5(4) . . ?
H65 C65 C58 120.2(3) . . ?
H65 C65 C61 120.2(3) . . ?

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
F1 C27 C22 F2 -0.9(3) . . . . ?
F1 C27 C22 C32 177.7(3) . . . . ?
F1 C27 C28 C25 -177.1(3) . . . . ?
F1 C27 C28 B2 -3.2(4) . . . . ?
F2 C22 C27 C28 -179.9(3) . . . . ?
F2 C22 C32 F10 -1.7(4) . . . . ?
F2 C22 C32 C51 -180.0(3) . . . . ?
F3 C31 C24 C41 -179.4(3) . . . . ?
F3 C31 C24 B2 -3.5(4) . . . . ?
F3 C31 C47 F15 1.1(3) . . . . ?
F3 C31 C47 C52 -178.8(3) . . . . ?
F4 C38 C21 C49 177.7(3) . . . . ?
F4 C38 C21 B2 1.2(4) . . . . ?
F4 C38 C59 F19 0.9(4) . . . . ?
F4 C38 C59 C53 -180.0(3) . . . . ?
F5 C29 C35 F21 1.9(4) . . . . ?
F5 C29 C35 C50 -177.5(3) . . . . ?
F5 C29 C39 C36 177.7(3) . . . . ?
F5 C29 C39 B2 5.8(4) . . . . ?
F6 C51 C25 F8 0.9(4) . . . . ?
F6 C51 C25 C28 -177.3(3) . . . . ?
F6 C51 C32 F10 -0.2(4) . . . . ?
F6 C51 C32 C22 178.1(3) . . . . ?
F7 C36 C39 C29 -179.1(3) . . . . ?
F7 C36 C39 B2 -6.4(4) . . . . ?
F7 C36 C55 F16 -0.8(4) . . . . ?
F7 C36 C55 C50 179.0(3) . . . . ?
F8 C25 C28 C27 179.1(3) . . . . ?
F8 C25 C28 B2 4.6(4) . . . . ?
F8 C25 C51 C32 -178.8(3) . . . . ?
F9 C49 C21 C38 -174.9(3) . . . . ?
F9 C49 C21 B2 1.3(4) . . . . ?
F9 C49 C33 F17 -2.1(4) . . . . ?
F9 C49 C33 C53 177.7(3) . . . . ?
F10 C32 C22 C27 179.7(3) . . . . ?
F10 C32 C51 C25 179.5(3) . . . . ?
F11 C54 C41 F13 2.1(4) . . . . ?
F11 C54 C41 C24 -177.6(3) . . . . ?
F11 C54 C52 F12 0.4(4) . . . . ?
F11 C54 C52 C47 179.9(3) . . . . ?
F12 C52 C47 F15 -0.6(4) . . . . ?
F12 C52 C47 C31 179.4(3) . . . . ?
F12 C52 C54 C41 179.9(3) . . . . ?
F13 C41 C24 C31 176.4(3) . . . . ?
F13 C41 C24 B2 0.9(4) . . . . ?
F13 C41 C54 C52 -177.5(3) . . . . ?
F15 C47 C31 C24 178.6(3) . . . . ?
F15 C47 C52 C54 180.0(3) . . . . ?
F16 C55 C36 C39 179.6(3) . . . . ?
F16 C55 C50 F18 1.7(4) . . . . ?
F16 C55 C50 C35 -179.4(3) . . . . ?
F17 C33 C49 C21 179.2(3) . . . . ?
F17 C33 C53 F20 -1.0(4) . . . . ?
F17 C33 C53 C59 178.1(3) . . . . ?
F18 C50 C35 F21 -1.5(4) . . . . ?
F18 C50 C35 C29 178.0(3) . . . . ?
F18 C50 C55 C36 -178.1(3) . . . . ?
F19 C59 C38 C21 -177.3(3) . . . . ?
F19 C59 C53 F20 -0.5(4) . . . . ?
F19 C59 C53 C33 -179.6(3) . . . . ?
F20 C53 C33 C49 179.2(3) . . . . ?
F20 C53 C59 C38 -179.6(3) . . . . ?
F21 C35 C29 C39 -179.6(3) . . . . ?
F21 C35 C50 C55 179.6(3) . . . . ?
C21 C38 C59 C53 1.8(4) . . . . ?
C21 C49 C33 C53 -0.9(4) . . . . ?
C21 B2 C24 C31 176.5(3) . . . . ?
C21 B2 C24 C41 -8.2(4) . . . . ?
C21 B2 C28 C25 62.2(3) . . . . ?
C21 B2 C28 C27 -111.4(3) . . . . ?
C21 B2 C39 C29 -127.7(3) . . . . ?
C21 B2 C39 C36 60.9(4) . . . . ?
C22 C27 C28 C25 1.8(4) . . . . ?
C22 C27 C28 B2 175.7(3) . . . . ?
C22 C32 C51 C25 -2.2(4) . . . . ?
C24 C31 C47 C52 -1.3(4) . . . . ?
C24 C41 C54 C52 2.9(4) . . . . ?
C24 B2 C28 C25 -177.0(3) . . . . ?
C24 B2 C28 C27 9.4(4) . . . . ?
C24 B2 C39 C29 110.8(3) . . . . ?
C24 B2 C39 C36 -60.7(3) . . . . ?
C25 C28 B2 C39 -61.7(3) . . . . ?
C27 C28 B2 C39 124.7(4) . . . . ?
C28 B2 C39 C29 -10.3(4) . . . . ?
C28 B2 C39 C36 178.2(3) . . . . ?
C29 C35 C50 C55 -0.9(4) . . . . ?
C29 C39 C36 C55 0.5(4) . . . . ?
C31 C47 C52 C54 -0.1(4) . . . . ?
C33 C53 C59 C38 1.3(4) . . . . ?
C35 C50 C55 C36 0.7(4) . . . . ?
C41 C54 C52 C47 -0.6(4) . . . . ?
C23 C37 C48 C62 -179.9(4) . . . . ?
C23 C37 C61 C65 -178.9(4) . . . . ?
C23 C40 C26 C30 -2.8(7) . . . . ?
C23 C40 C26 C34 178.2(7) . . . . ?
C23 C40 C42 C43 -177.7(4) . . . . ?
C23 C42 C40 C26 -175.2(4) . . . . ?
C23 C42 C43 C46 177.7(6) . . . . ?
C23 C42 C43 C57 -3.4(7) . . . . ?
C26 C30 C34 C26 -0.3(3) . . 2_667 2_667 ?
C26 C34 C30 C26 0.3(3) . . 2_667 2_667 ?
C26 C40 C42 C43 7.1(9) . . . . ?
C37 C48 C62 C58 -0.3(4) . . . . ?
C37 C61 C65 C58 -2.2(5) . . . . ?
C40 C42 C43 C46 -6.1(8) . . . . ?
C40 C42 C43 C57 172.8(7) . . . . ?
C42 C43 C46 C45 179.6(4) . . . . ?
C42 C43 C57 C44 -179.0(3) . . . . ?
C43 C46 C45 C64 -0.9(4) . . . . ?
C43 C57 C44 C64 -0.4(5) . . . . ?
C44 C64 C45 C46 0.4(5) . . . . ?
C48 C62 C58 C65 -1.1(5) . . . . ?


_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_1_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 2258962'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2023-04-25 deposited with the CCDC.	2023-08-10 downloaded from the CCDC.
;
_audit_creation_date             2022-12-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_chemical_formula_moiety         'B C18 Cl F15, C33 H27 P'
_chemical_formula_sum            'C51 H27 B Cl F15 P'
_chemical_formula_weight         1002.009
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.19320 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.14873 0.16029 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55740 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.27760 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09671 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11490 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   12.216(4)
_cell_length_b                   12.340(4)
_cell_length_c                   15.353(5)
_cell_angle_alpha                97.878(9)
_cell_angle_beta                 90.337(8)
_cell_angle_gamma                109.858(8)
_cell_volume                     2152.8(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2817
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      21.44
_cell_measurement_theta_min      3.13
_exptl_absorpt_coefficient_mu    0.230
_exptl_absorpt_correction_T_max  0.7260
_exptl_absorpt_correction_T_min  0.6349
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1367 before and 0.1030 after correction.
The Ratio of minimum to maximum transmission is 0.8745.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_density_meas      .
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1011.402
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.11
_diffrn_reflns_av_R_equivalents  0.1936
_diffrn_reflns_av_unetI/netI     0.1922
_diffrn_reflns_Laue_measured_fraction_full 0.9943
_diffrn_reflns_Laue_measured_fraction_max 0.9943
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            43510
_diffrn_reflns_point_group_measured_fraction_full 0.9943
_diffrn_reflns_point_group_measured_fraction_max 0.9943
_diffrn_reflns_theta_full        24.9990
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.38
_diffrn_ambient_temperature      150.00
_diffrn_measured_fraction_theta_full 0.9943
_diffrn_measured_fraction_theta_max 0.9943
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              14
_reflns_limit_h_min              -14
_reflns_limit_k_max              14
_reflns_limit_k_min              -14
_reflns_limit_l_max              18
_reflns_limit_l_min              0
_reflns_number_gt                4076
_reflns_number_total             7547
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         1.2917
_refine_diff_density_min         -1.4492
_refine_diff_density_rms         0.1901
_refine_ls_d_res_high            0.8409
_refine_ls_d_res_low             6.0286
_refine_ls_goodness_of_fit_ref   1.0543
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    53
_refine_ls_number_parameters     622
_refine_ls_number_reflns         7547
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1566
_refine_ls_R_factor_gt           0.0771
_refine_ls_restrained_S_all      1.0543
_refine_ls_shift/su_max          -0.0008
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1123P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1900
_refine_ls_wR_factor_ref         0.2466
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C40(H40)
2.b Secondary CH2 refined with riding coordinates:
 C66(H66a,H66b)
2.c Aromatic/amide H refined with riding coordinates:
 C25(H25), C27(H27), C28(H28), C30(H30), C37(H37), C39(H39), C41(H41),
 C48(H48), C49(H49), C50(H50), C52(H52), C53(H53), C54(H54), C56(H56), C57(H57),
  C58(H58), C59(H59), C60(H60), C61(H61), C62(H62), C63(H63), C64(H64),
 C65(H65), C67(H67)
;
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_refinement_flags_posn
Cl1 Cl 0.94008(12) 0.60515(12) 0.31914(10) 0.0333(4) Uani 1.000000 .
P2 P 0.75535(13) 1.07863(13) -0.27280(10) 0.0246(4) Uani 1.000000 .
F1 F 0.6206(3) 0.2969(3) 0.3463(2) 0.0354(9) Uani 1.000000 .
F2 F 0.8266(3) 0.7894(3) 0.3468(2) 0.0308(8) Uani 1.000000 .
F3 F 0.8370(3) 0.4219(3) 0.4366(2) 0.0373(9) Uani 1.000000 .
F4 F 0.6251(3) 0.8401(3) 0.1055(2) 0.0389(9) Uani 1.000000 .
F5 F 0.5966(3) 0.6421(3) 0.3891(2) 0.0360(9) Uani 1.000000 .
F6 F 0.7649(3) 0.9289(3) 0.2554(2) 0.0331(8) Uani 1.000000 .
F7 F 0.5581(3) 0.6599(3) 0.5582(2) 0.0447(10) Uani 1.000000 .
F8 F 0.6095(3) 0.0935(3) 0.2598(2) 0.0409(9) Uani 1.000000 .
F9 F 0.5589(3) 0.6089(3) 0.0450(2) 0.0529(11) Uani 1.000000 .
F10 F 0.7903(4) 0.4357(4) 0.6046(2) 0.0540(11) Uani 1.000000 .
F11 F 0.6156(3) 0.4659(3) 0.1343(2) 0.0496(11) Uani 1.000000 .
F12 F 0.8666(4) 0.4863(3) 0.1339(2) 0.0518(11) Uani 1.000000 .
F13 F 0.7212(4) 0.0801(3) 0.1082(3) 0.0566(11) Uani 1.000000 .
F14 F 0.6532(4) 0.5592(3) 0.6694(2) 0.0552(11) Uani 1.000000 .
C15 C 0.7046(5) 1.0341(5) -0.3869(4) 0.0259(13) Uani 1.000000 .
F16 F 0.8503(5) 0.2795(4) 0.0477(3) 0.0789(15) Uani 1.000000 .
C17 C 0.9734(4) 1.0824(5) -0.1908(4) 0.0235(13) Uani 1.000000 .
C18 C 0.7286(5) 0.6187(4) 0.2451(4) 0.0240(13) Uani 1.000000 .
C19 C 0.7262(5) 0.5362(5) 0.4023(4) 0.0238(13) Uani 1.000000 .
C20 C 0.7614(5) 0.7386(5) 0.2708(4) 0.0244(13) Uani 1.000000 .
C21 C 0.6807(5) 0.9674(5) -0.2090(4) 0.0232(13) Uani 1.000000 .
C22 C 0.7287(5) 0.8140(5) 0.2260(4) 0.0245(13) Uani 1.000000 .
C23 C 0.7494(5) 0.4056(5) 0.2485(4) 0.0240(13) Uani 1.000000 .
C24 C 0.6600(5) 0.7705(5) 0.1494(4) 0.0256(13) Uani 1.000000 .
C25 C 0.6106(5) 0.7656(5) -0.1876(4) 0.0271(14) Uani 1.000000 .
H25 H 0.6012(5) 0.6866(5) -0.2081(4) 0.0325(16) Uiso 1.000000 R
C26 C 0.6834(5) 0.3002(5) 0.2743(4) 0.0258(14) Uani 1.000000 .
C27 C 0.6717(5) 0.8512(5) -0.2356(4) 0.0249(13) Uani 1.000000 .
H27 H 0.7080(5) 0.8314(5) -0.2870(4) 0.0299(16) Uiso 1.000000 R
C28 C 0.6302(5) 0.9933(5) -0.1309(4) 0.0332(15) Uani 1.000000 .
H28 H 0.6357(5) 1.0714(5) -0.1110(4) 0.0398(18) Uiso 1.000000 R
C29 C 1.0359(4) 1.1392(5) -0.1084(4) 0.0258(14) Uani 1.000000 .
C30 C 0.6084(5) 0.9354(5) -0.4151(4) 0.0274(14) Uani 1.000000 .
H30 H 0.5644(5) 0.8904(5) -0.3735(4) 0.0329(17) Uiso 1.000000 R
C31 C 0.6523(5) 0.5914(5) 0.4393(4) 0.0262(14) Uani 1.000000 .
C32 C 0.7669(5) 0.4828(5) 0.4634(4) 0.0300(14) Uani 1.000000 .
C33 C 0.6284(5) 0.6014(5) 0.5270(4) 0.0335(15) Uani 1.000000 .
C34 C 0.7302(6) 0.1840(5) 0.1536(4) 0.0338(15) Uani 1.000000 .
C35 C 0.6754(6) 0.5493(5) 0.5831(4) 0.0346(15) Uani 1.000000 .
C36 C 0.6265(5) 0.6537(5) 0.1203(4) 0.0352(16) Uani 1.000000 .
C37 C 1.0899(5) 1.0834(5) -0.0590(4) 0.0329(15) Uani 1.000000 .
H37 H 1.0858(5) 1.0058(5) -0.0795(4) 0.0395(18) Uiso 1.000000 R
C38 C 0.6585(5) 0.5814(5) 0.1674(4) 0.0331(15) Uani 1.000000 .
C39 C 0.9313(5) 0.8800(5) -0.4033(4) 0.0345(15) Uani 1.000000 .
H39 H 0.9014(5) 0.9308(5) -0.4289(4) 0.0414(18) Uiso 1.000000 R
C40 C 0.9086(5) 1.1041(5) -0.2682(4) 0.0274(14) Uani 1.000000 .
H40 H 0.9565(5) 1.1636(5) -0.3036(4) 0.0329(17) Uiso 1.000000 R
C41 C 0.5729(5) 0.9073(5) -0.0827(4) 0.0347(15) Uani 1.000000 .
H41 H 0.5397(5) 0.9268(5) -0.0297(4) 0.0416(19) Uiso 1.000000 R
C42 C 0.8038(6) 0.3919(5) 0.1702(4) 0.0362(16) Uani 1.000000 .
C43 C 0.7453(5) 0.4888(5) 0.5512(4) 0.0323(15) Uani 1.000000 .
C44 C 0.6731(5) 0.1918(5) 0.2298(4) 0.0285(14) Uani 1.000000 .
B45 B 0.7694(6) 0.5350(6) 0.3026(4) 0.0272(16) Uani 1.000000 .
C46 C 0.9521(5) 1.0033(5) -0.2594(4) 0.0272(14) Uani 1.000000 .
C47 C 0.7953(6) 0.2854(5) 0.1234(4) 0.0413(17) Uani 1.000000 .
C48 C 0.5628(5) 0.7933(5) -0.1101(4) 0.0344(15) Uani 1.000000 .
H48 H 0.5233(5) 0.7344(5) -0.0762(4) 0.0413(18) Uiso 1.000000 R
C49 C 0.6402(5) 0.9668(6) -0.5641(4) 0.0390(16) Uani 1.000000 .
H49 H 0.6193(5) 0.9429(6) -0.6252(4) 0.047(2) Uiso 1.000000 R
C50 C 1.0038(5) 0.8252(5) -0.2767(4) 0.0328(15) Uani 1.000000 .
H50 H 1.0245(5) 0.8389(5) -0.2155(4) 0.0393(18) Uiso 1.000000 R
C51 C 0.7254(5) 1.2090(5) -0.2334(4) 0.0271(14) Uani 1.000000 .
C52 C 0.9443(5) 0.7848(6) -0.4554(4) 0.0407(17) Uani 1.000000 .
H52 H 0.9239(5) 0.7710(6) -0.5167(4) 0.049(2) Uiso 1.000000 R
C53 C 0.7667(5) 1.0989(6) -0.4484(4) 0.0433(18) Uani 1.000000 .
H53 H 0.8322(5) 1.1670(6) -0.4299(4) 0.052(2) Uiso 1.000000 R
C54 C 0.5771(5) 0.9031(5) -0.5041(4) 0.0326(15) Uani 1.000000 .
H54 H 0.5109(5) 0.8360(5) -0.5235(4) 0.0391(18) Uiso 1.000000 R
C55 C 0.9620(5) 0.9015(5) -0.3132(4) 0.0281(14) Uani 1.000000 .
C56 C 0.9864(5) 0.7101(6) -0.4193(4) 0.0387(16) Uani 1.000000 .
H56 H 0.9958(5) 0.6455(6) -0.4557(4) 0.046(2) Uiso 1.000000 R
C57 C 0.6366(5) 1.2329(6) -0.2707(5) 0.0423(17) Uani 1.000000 .
H57 H 0.5923(5) 1.1819(6) -0.3204(5) 0.051(2) Uiso 1.000000 R
C58 C 1.1495(5) 1.1409(6) 0.0201(5) 0.0445(18) Uani 1.000000 .
H58 H 1.1842(5) 1.1014(6) 0.0543(5) 0.053(2) Uiso 1.000000 R
C59 C 1.0155(5) 0.7293(5) -0.3290(4) 0.0383(16) Uani 1.000000 .
H59 H 1.0433(5) 0.6769(5) -0.3036(4) 0.046(2) Uiso 1.000000 R
C60 C 1.1596(6) 1.2532(7) 0.0498(5) 0.055(2) Uani 1.000000 .
H60 H 1.1985(6) 1.2909(7) 0.1051(5) 0.065(2) Uiso 1.000000 R
C61 C 0.7336(6) 1.0649(7) -0.5362(4) 0.050(2) Uani 1.000000 .
H61 H 0.7762(6) 1.1101(7) -0.5782(4) 0.060(2) Uiso 1.000000 R
C62 C 1.0502(7) 1.2557(6) -0.0806(5) 0.060(2) Uani 1.000000 .
H62 H 1.0175(7) 1.2962(6) -0.1156(5) 0.072(3) Uiso 1.000000 R
C63 C 1.1117(8) 1.3122(7) -0.0023(6) 0.075(3) Uani 1.000000 .
H63 H 1.1217(8) 1.3917(7) 0.0163(6) 0.090(3) Uiso 1.000000 R
C64 C 0.6101(6) 1.3291(6) -0.2380(5) 0.050(2) Uani 1.000000 .
H64 H 0.5474(6) 1.3438(6) -0.2649(5) 0.061(2) Uiso 1.000000 R
C65 C 0.7831(9) 1.2776(9) -0.1597(8) 0.135(5) Uani 1.000000 .
H65 H 0.8432(9) 1.2601(9) -0.1316(8) 0.162(7) Uiso 1.000000 R
C66 C 0.7543(11) 1.3745(10) -0.1247(10) 0.171(7) Uani 1.000000 .
H66a H 0.7281(11) 1.3631(10) -0.0647(10) 0.205(9) Uiso 1.000000 R
H66b H 0.8268(11) 1.4432(10) -0.1182(10) 0.205(9) Uiso 1.000000 R
C67 C 0.6710(7) 1.4023(7) -0.1689(7) 0.079(3) Uani 1.000000 .
H67 H 0.6574(7) 1.4730(7) -0.1501(7) 0.095(4) Uiso 1.000000 R


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 B45 1.967(7) . ?
P2 C15 1.801(6) . ?
P2 C21 1.790(6) . ?
P2 C40 1.790(6) . ?
P2 C51 1.796(6) . ?
F1 C26 1.345(6) . ?
F2 C20 1.356(6) . ?
F3 C32 1.351(6) . ?
F4 C24 1.333(6) . ?
F5 C31 1.364(6) . ?
F6 C22 1.343(6) . ?
F7 C33 1.349(6) . ?
F8 C44 1.344(6) . ?
F9 C36 1.351(7) . ?
F10 C43 1.338(6) . ?
F11 C38 1.362(6) . ?
F12 C42 1.353(6) . ?
F13 C34 1.341(6) . ?
F14 C35 1.351(6) . ?
C15 C30 1.389(8) . ?
C15 C53 1.382(8) . ?
F16 C47 1.352(7) . ?
C17 C29 1.433(8) . ?
C17 C40 1.526(7) . ?
C17 C46 1.294(8) . ?
C18 C20 1.394(7) . ?
C18 C38 1.391(8) . ?
C18 B45 1.640(8) . ?
C19 C31 1.385(7) . ?
C19 C32 1.396(8) . ?
C19 B45 1.621(9) . ?
C20 C22 1.386(7) . ?
C21 C27 1.403(7) . ?
C21 C28 1.398(8) . ?
C22 C24 1.373(8) . ?
C23 C26 1.390(7) . ?
C23 C42 1.394(8) . ?
C23 B45 1.634(8) . ?
C24 C36 1.366(8) . ?
C25 H25 0.9500 . ?
C25 C27 1.379(8) . ?
C25 C48 1.380(8) . ?
C26 C44 1.381(8) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C28 C41 1.371(8) . ?
C29 C37 1.390(8) . ?
C29 C62 1.393(9) . ?
C30 H30 0.9500 . ?
C30 C54 1.383(8) . ?
C31 C33 1.378(8) . ?
C32 C43 1.370(8) . ?
C33 C35 1.372(8) . ?
C34 C44 1.373(9) . ?
C34 C47 1.379(8) . ?
C35 C43 1.366(8) . ?
C36 C38 1.373(8) . ?
C37 H37 0.9500 . ?
C37 C58 1.382(9) . ?
C39 H39 0.9500 . ?
C39 C52 1.385(8) . ?
C39 C55 1.397(8) . ?
C40 H40 1.0000 . ?
C40 C46 1.530(8) . ?
C41 H41 0.9500 . ?
C41 C48 1.375(8) . ?
C42 C47 1.380(8) . ?
C46 C55 1.447(8) . ?
C48 H48 0.9500 . ?
C49 H49 0.9500 . ?
C49 C54 1.362(8) . ?
C49 C61 1.365(9) . ?
C50 H50 0.9500 . ?
C50 C55 1.388(8) . ?
C50 C59 1.387(8) . ?
C51 C57 1.359(8) . ?
C51 C65 1.348(10) . ?
C52 H52 0.9500 . ?
C52 C56 1.370(9) . ?
C53 H53 0.9500 . ?
C53 C61 1.371(9) . ?
C54 H54 0.9500 . ?
C56 H56 0.9500 . ?
C56 C59 1.396(9) . ?
C57 H57 0.9500 . ?
C57 C64 1.366(9) . ?
C58 H58 0.9500 . ?
C58 C60 1.361(9) . ?
C59 H59 0.9500 . ?
C60 H60 0.9500 . ?
C60 C63 1.398(10) . ?
C61 H61 0.9500 . ?
C62 H62 0.9500 . ?
C62 C63 1.378(9) . ?
C63 H63 0.9500 . ?
C64 H64 0.9500 . ?
C64 C67 1.329(10) . ?
C65 H65 0.9500 . ?
C65 C66 1.398(11) . ?
C66 H66a 0.9900 . ?
C66 H66b 0.9900 . ?
C66 C67 1.381(13) . ?
C67 H67 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
C21 P2 C15 110.3(3) . . ?
C40 P2 C15 107.0(3) . . ?
C40 P2 C21 110.8(3) . . ?
C51 P2 C15 108.3(3) . . ?
C51 P2 C21 109.1(3) . . ?
C51 P2 C40 111.4(3) . . ?
C30 C15 P2 122.5(4) . . ?
C53 C15 P2 118.3(4) . . ?
C53 C15 C30 119.2(5) . . ?
C40 C17 C29 141.9(5) . . ?
C46 C17 C29 151.0(6) . . ?
C46 C17 C40 65.1(4) . . ?
C38 C18 C20 112.1(5) . . ?
B45 C18 C20 122.2(5) . . ?
B45 C18 C38 125.7(5) . . ?
C32 C19 C31 111.7(5) . . ?
B45 C19 C31 126.9(5) . . ?
B45 C19 C32 121.4(5) . . ?
C18 C20 F2 120.0(5) . . ?
C22 C20 F2 114.8(5) . . ?
C22 C20 C18 125.1(5) . . ?
C27 C21 P2 120.8(4) . . ?
C28 C21 P2 121.4(4) . . ?
C28 C21 C27 117.8(5) . . ?
C20 C22 F6 121.2(5) . . ?
C24 C22 F6 119.6(5) . . ?
C24 C22 C20 119.2(5) . . ?
C42 C23 C26 113.0(5) . . ?
B45 C23 C26 125.9(5) . . ?
B45 C23 C42 121.0(5) . . ?
C22 C24 F4 120.9(5) . . ?
C36 C24 F4 120.8(5) . . ?
C36 C24 C22 118.2(5) . . ?
C27 C25 H25 119.6(3) . . ?
C48 C25 H25 119.6(4) . . ?
C48 C25 C27 120.8(5) . . ?
C23 C26 F1 121.1(5) . . ?
C44 C26 F1 114.1(5) . . ?
C44 C26 C23 124.8(5) . . ?
C25 C27 C21 120.3(5) . . ?
H27 C27 C21 119.8(3) . . ?
H27 C27 C25 119.8(3) . . ?
H28 C28 C21 119.6(3) . . ?
C41 C28 C21 120.9(6) . . ?
C41 C28 H28 119.6(4) . . ?
C37 C29 C17 121.5(5) . . ?
C62 C29 C17 119.1(5) . . ?
C62 C29 C37 119.2(6) . . ?
H30 C30 C15 120.2(3) . . ?
C54 C30 C15 119.6(5) . . ?
C54 C30 H30 120.2(4) . . ?
C19 C31 F5 121.0(5) . . ?
C33 C31 F5 114.2(5) . . ?
C33 C31 C19 124.8(5) . . ?
C19 C32 F3 118.8(5) . . ?
C43 C32 F3 115.2(5) . . ?
C43 C32 C19 125.9(5) . . ?
C31 C33 F7 121.1(5) . . ?
C35 C33 F7 119.6(6) . . ?
C35 C33 C31 119.4(5) . . ?
C44 C34 F13 121.1(5) . . ?
C47 C34 F13 120.3(6) . . ?
C47 C34 C44 118.6(5) . . ?
C33 C35 F14 119.8(6) . . ?
C43 C35 F14 120.7(6) . . ?
C43 C35 C33 119.5(5) . . ?
C24 C36 F9 119.3(5) . . ?
C38 C36 F9 119.8(5) . . ?
C38 C36 C24 120.8(5) . . ?
H37 C37 C29 120.1(3) . . ?
C58 C37 C29 119.9(6) . . ?
C58 C37 H37 120.1(4) . . ?
C18 C38 F11 119.9(5) . . ?
C36 C38 F11 115.7(5) . . ?
C36 C38 C18 124.4(5) . . ?
C52 C39 H39 119.9(4) . . ?
C55 C39 H39 119.9(3) . . ?
C55 C39 C52 120.1(6) . . ?
C17 C40 P2 123.5(4) . . ?
H40 C40 P2 115.84(19) . . ?
H40 C40 C17 115.8(3) . . ?
C46 C40 P2 119.6(4) . . ?
C46 C40 C17 50.1(3) . . ?
C46 C40 H40 115.8(3) . . ?
H41 C41 C28 119.5(4) . . ?
C48 C41 C28 120.9(6) . . ?
C48 C41 H41 119.5(4) . . ?
C23 C42 F12 120.2(5) . . ?
C47 C42 F12 115.7(5) . . ?
C47 C42 C23 124.0(6) . . ?
C32 C43 F10 121.1(5) . . ?
C35 C43 F10 120.3(5) . . ?
C35 C43 C32 118.5(5) . . ?
C26 C44 F8 121.4(5) . . ?
C34 C44 F8 119.1(5) . . ?
C34 C44 C26 119.5(5) . . ?
C18 B45 Cl1 105.7(4) . . ?
C19 B45 Cl1 103.7(4) . . ?
C19 B45 C18 114.4(5) . . ?
C23 B45 Cl1 103.2(4) . . ?
C23 B45 C18 113.2(5) . . ?
C23 B45 C19 114.9(5) . . ?
C40 C46 C17 64.8(4) . . ?
C55 C46 C17 155.4(6) . . ?
C55 C46 C40 139.3(5) . . ?
C34 C47 F16 119.5(6) . . ?
C42 C47 F16 120.5(6) . . ?
C42 C47 C34 120.0(6) . . ?
C41 C48 C25 119.2(6) . . ?
H48 C48 C25 120.4(4) . . ?
H48 C48 C41 120.4(4) . . ?
C54 C49 H49 120.0(4) . . ?
C61 C49 H49 120.0(4) . . ?
C61 C49 C54 119.9(6) . . ?
C55 C50 H50 119.7(4) . . ?
C59 C50 H50 119.7(4) . . ?
C59 C50 C55 120.6(6) . . ?
C57 C51 P2 121.1(5) . . ?
C65 C51 P2 119.4(5) . . ?
C65 C51 C57 119.2(6) . . ?
H52 C52 C39 119.7(4) . . ?
C56 C52 C39 120.6(6) . . ?
C56 C52 H52 119.7(4) . . ?
H53 C53 C15 120.0(4) . . ?
C61 C53 C15 120.0(6) . . ?
C61 C53 H53 120.0(4) . . ?
C49 C54 C30 120.5(6) . . ?
H54 C54 C30 119.7(4) . . ?
H54 C54 C49 119.7(4) . . ?
C46 C55 C39 120.0(5) . . ?
C50 C55 C39 119.1(6) . . ?
C50 C55 C46 120.9(5) . . ?
H56 C56 C52 120.0(4) . . ?
C59 C56 C52 119.9(6) . . ?
C59 C56 H56 120.0(4) . . ?
H57 C57 C51 119.5(4) . . ?
C64 C57 C51 121.0(7) . . ?
C64 C57 H57 119.5(4) . . ?
H58 C58 C37 119.4(4) . . ?
C60 C58 C37 121.3(6) . . ?
C60 C58 H58 119.4(4) . . ?
C56 C59 C50 119.7(6) . . ?
H59 C59 C50 120.2(4) . . ?
H59 C59 C56 120.2(4) . . ?
H60 C60 C58 120.4(4) . . ?
C63 C60 C58 119.1(6) . . ?
C63 C60 H60 120.4(4) . . ?
C53 C61 C49 120.8(6) . . ?
H61 C61 C49 119.6(4) . . ?
H61 C61 C53 119.6(4) . . ?
H62 C62 C29 120.0(4) . . ?
C63 C62 C29 119.9(7) . . ?
C63 C62 H62 120.0(5) . . ?
C62 C63 C60 120.5(7) . . ?
H63 C63 C60 119.8(4) . . ?
H63 C63 C62 119.8(5) . . ?
H64 C64 C57 119.6(4) . . ?
C67 C64 C57 120.8(7) . . ?
C67 C64 H64 119.6(4) . . ?
H65 C65 C51 120.1(4) . . ?
C66 C65 C51 119.9(8) . . ?
C66 C65 H65 120.1(6) . . ?
H66a C66 C65 107.5(9) . . ?
H66b C66 C65 107.5(7) . . ?
H66b C66 H66a 106.97704809(2) . . ?
C67 C66 C65 119.4(10) . . ?
C67 C66 H66a 107.5(8) . . ?
C67 C66 H66b 107.5(7) . . ?
C66 C67 C64 119.2(7) . . ?
H67 C67 C64 120.4(4) . . ?
H67 C67 C66 120.4(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 B45 C18 C20 -53.0(5) . . . . ?
Cl1 B45 C18 C38 127.5(4) . . . . ?
Cl1 B45 C19 C31 120.5(4) . . . . ?
Cl1 B45 C19 C32 -56.3(5) . . . . ?
Cl1 B45 C23 C26 123.5(4) . . . . ?
Cl1 B45 C23 C42 -54.1(5) . . . . ?
P2 C15 C30 C54 -177.1(5) . . . . ?
P2 C15 C53 C61 177.2(5) . . . . ?
P2 C21 C27 C25 -177.8(4) . . . . ?
P2 C21 C28 C41 179.8(5) . . . . ?
P2 C40 C17 C29 -91.0(6) . . . . ?
P2 C40 C17 C46 102.7(6) . . . . ?
P2 C40 C46 C17 -110.6(6) . . . . ?
P2 C40 C46 C55 76.0(6) . . . . ?
P2 C51 C57 C64 176.7(5) . . . . ?
P2 C51 C65 C66 -175.2(11) . . . . ?
F1 C26 C23 C42 -177.0(5) . . . . ?
F1 C26 C23 B45 5.3(7) . . . . ?
F1 C26 C44 F8 -2.9(5) . . . . ?
F1 C26 C44 C34 177.9(5) . . . . ?
F2 C20 C18 C38 177.7(5) . . . . ?
F2 C20 C18 B45 -1.8(6) . . . . ?
F2 C20 C22 F6 3.0(5) . . . . ?
F2 C20 C22 C24 -178.3(5) . . . . ?
F3 C32 C19 C31 177.8(5) . . . . ?
F3 C32 C19 B45 -4.9(7) . . . . ?
F3 C32 C43 F10 -1.0(6) . . . . ?
F3 C32 C43 C35 179.8(5) . . . . ?
F4 C24 C22 F6 -2.5(6) . . . . ?
F4 C24 C22 C20 178.8(5) . . . . ?
F4 C24 C36 F9 1.2(6) . . . . ?
F4 C24 C36 C38 -177.4(6) . . . . ?
F5 C31 C19 C32 -175.4(5) . . . . ?
F5 C31 C19 B45 7.5(7) . . . . ?
F5 C31 C33 F7 -1.8(5) . . . . ?
F5 C31 C33 C35 177.1(5) . . . . ?
F6 C22 C20 C18 -179.7(5) . . . . ?
F6 C22 C24 C36 178.7(5) . . . . ?
F7 C33 C31 C19 177.9(5) . . . . ?
F7 C33 C35 F14 -1.5(6) . . . . ?
F7 C33 C35 C43 179.1(6) . . . . ?
F8 C44 C26 C23 178.6(5) . . . . ?
F8 C44 C34 F13 1.5(6) . . . . ?
F8 C44 C34 C47 -180.0(6) . . . . ?
F9 C36 C24 C22 -179.9(5) . . . . ?
F9 C36 C38 F11 -1.6(7) . . . . ?
F9 C36 C38 C18 179.4(5) . . . . ?
F10 C43 C32 C19 -178.9(5) . . . . ?
F10 C43 C35 F14 1.9(7) . . . . ?
F10 C43 C35 C33 -178.8(6) . . . . ?
F11 C38 C18 C20 -178.0(6) . . . . ?
F11 C38 C18 B45 1.5(7) . . . . ?
F11 C38 C36 C24 177.0(5) . . . . ?
F12 C42 C23 C26 176.6(6) . . . . ?
F12 C42 C23 B45 -5.5(7) . . . . ?
F12 C42 C47 F16 1.8(7) . . . . ?
F12 C42 C47 C34 -178.0(6) . . . . ?
F13 C34 C44 C26 -179.3(5) . . . . ?
F13 C34 C47 F16 -0.1(7) . . . . ?
F13 C34 C47 C42 179.7(6) . . . . ?
F14 C35 C33 C31 179.6(6) . . . . ?
F14 C35 C43 C32 -178.9(6) . . . . ?
C15 C30 C54 C49 0.5(7) . . . . ?
C15 C53 C61 C49 -0.5(8) . . . . ?
F16 C47 C34 C44 -178.7(6) . . . . ?
F16 C47 C42 C23 179.6(6) . . . . ?
C17 C29 C37 C58 179.9(5) . . . . ?
C17 C29 C62 C63 -178.9(7) . . . . ?
C17 C40 C46 C55 -173.4(5) . . . . ?
C17 C46 C55 C39 -161.0(13) . . . . ?
C17 C46 C55 C50 17.7(14) . . . . ?
C18 C20 C22 C24 -1.0(7) . . . . ?
C18 C38 C36 C24 -2.0(8) . . . . ?
C18 B45 C19 C31 5.9(6) . . . . ?
C18 B45 C19 C32 -170.9(5) . . . . ?
C18 B45 C23 C26 -122.7(5) . . . . ?
C18 B45 C23 C42 59.7(6) . . . . ?
C19 C31 C33 C35 -3.2(7) . . . . ?
C19 C32 C43 C35 1.9(7) . . . . ?
C19 B45 C23 C26 11.3(6) . . . . ?
C19 B45 C23 C42 -166.2(5) . . . . ?
C20 C22 C24 C36 -0.0(6) . . . . ?
C21 C27 C25 C48 -3.6(6) . . . . ?
C21 C28 C41 C48 -0.4(7) . . . . ?
C22 C24 C36 C38 1.4(7) . . . . ?
C23 C26 C44 C34 -0.6(7) . . . . ?
C23 C42 C47 C34 -0.2(8) . . . . ?
C25 C48 C41 C28 -0.4(7) . . . . ?
C26 C44 C34 C47 -0.7(7) . . . . ?
C29 C37 C58 C60 -1.9(7) . . . . ?
C29 C62 C63 C60 -0.3(9) . . . . ?
C30 C54 C49 C61 -1.6(7) . . . . ?
C31 C33 C35 C43 0.2(7) . . . . ?
C32 C43 C35 C33 0.4(7) . . . . ?
C37 C58 C60 C63 -2.1(8) . . . . ?
C39 C52 C56 C59 0.6(7) . . . . ?
C39 C55 C46 C40 4.5(8) . . . . ?
C39 C55 C50 C59 0.3(7) . . . . ?
C40 C46 C55 C50 -176.7(7) . . . . ?
C46 C55 C50 C59 -178.5(5) . . . . ?
C50 C59 C56 C52 -1.3(7) . . . . ?
C51 C57 C64 C67 0.4(9) . . . . ?
C51 C65 C66 C67 -3.4(15) . . . . ?
C57 C64 C67 C66 -6.4(12) . . . . ?
C58 C60 C63 C62 3.3(9) . . . . ?
C64 C67 C66 C65 7.9(12) . . . . ?


_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_1_CCDC6
_database_code_depnum_ccdc_archive 'CCDC 2258966'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2023-04-25 deposited with the CCDC.	2023-08-10 downloaded from the CCDC.
;
_audit_creation_date             2023-04-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'B C24 F20, C21 H5 F10, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C45.50 H6 B Cl F30'
_chemical_formula_weight         1168.76
_chemical_melting_point          ?
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'
B B 0.0013 0.0007 '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'

_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                   10.8368(15)
_cell_length_b                   20.352(3)
_cell_length_c                   21.873(3)
_cell_angle_alpha                64.316(5)
_cell_angle_beta                 75.794(5)
_cell_angle_gamma                78.866(6)
_cell_volume                     4193.7(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1819
_cell_measurement_temperature    150.02
_cell_measurement_theta_max      18.10
_cell_measurement_theta_min      2.23
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.902
_exptl_absorpt_coefficient_mu    0.263
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.851
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             2284
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.011
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.3688
_diffrn_reflns_av_unetI/netI     0.3406
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            97400
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.116
_diffrn_ambient_temperature      150.02
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4819
_reflns_number_total             14744
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.408
_refine_diff_density_min         -0.589
_refine_diff_density_rms         0.089
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1396
_refine_ls_number_reflns         14744
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2982
_refine_ls_R_factor_gt           0.0867
_refine_ls_restrained_S_all      1.004
_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)+(0.0623P)²+3.4384P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1466
_refine_ls_wR_factor_ref         0.2284
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B)
2.b Aromatic/amide H refined with riding coordinates:
 C92(H92), C98(H98), C120(H120), C135(H135), C142(H142), C59(H59), C80(H80),
 C131(H131), C147(H147), C150(H150)
;
_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
F1 F 0.7217(5) 0.1416(3) -0.1721(3) 0.0418(15) Uani 1 1 d . . . . .
F2 F 0.8513(5) 0.2484(3) -0.1950(2) 0.0333(14) Uani 1 1 d . . . . .
F4 F 0.8024(5) 0.3381(3) -0.1210(2) 0.0336(14) Uani 1 1 d . . . . .
F10 F 1.1231(5) 0.1973(3) -0.2164(2) 0.0361(14) Uani 1 1 d . . . . .
F12 F 0.8566(5) 0.0025(3) 0.0417(3) 0.0398(15) Uani 1 1 d . . . . .
F13 F 0.9956(5) 0.1083(3) 0.0182(2) 0.0350(14) Uani 1 1 d . . . . .
F14 F 0.9632(5) 0.5340(3) -0.3217(2) 0.0403(15) Uani 1 1 d . . . . .
F18 F 1.2345(5) 0.3211(3) -0.2318(2) 0.0402(15) Uani 1 1 d . . . . .
F20 F 1.2209(6) 0.3230(3) -0.0982(3) 0.0435(15) Uani 1 1 d . . . . .
F22 F 1.2429(5) 0.1718(3) -0.0115(3) 0.0435(15) Uani 1 1 d . . . . .
F26 F 0.8197(5) 0.2319(3) 0.0203(2) 0.0370(15) Uani 1 1 d . . . . .
F32 F 0.7212(5) 0.0156(3) -0.0540(3) 0.0475(16) Uani 1 1 d . . . . .
F35 F 0.7681(5) 0.4732(3) -0.2170(3) 0.0443(15) Uani 1 1 d . . . . .
F36 F 1.3292(5) 0.1084(3) -0.2363(3) 0.0523(17) Uani 1 1 d . . . . .
F40 F 1.4500(5) 0.0884(3) -0.0351(3) 0.0503(17) Uani 1 1 d . . . . .
F45 F 1.4966(5) 0.0520(3) -0.1468(3) 0.0575(18) Uani 1 1 d . . . . .
F47 F 0.8149(6) 0.2859(3) 0.1109(3) 0.0583(19) Uani 1 1 d . . . . .
C48 C 1.1148(9) 0.3564(5) -0.2262(5) 0.024(2) Uani 1 1 d . . . . .
C54 C 1.0208(9) 0.3211(5) -0.1713(4) 0.022(2) Uani 1 1 d . . . . .
F57 F 1.0062(7) 0.3621(4) 0.0984(3) 0.084(2) Uani 1 1 d . . . . .
C60 C 0.9307(8) 0.1859(5) -0.0890(4) 0.021(2) Uani 1 1 d . . . . .
F62 F 1.2118(7) 0.3792(4) -0.0075(3) 0.079(2) Uani 1 1 d . . . . .
C66 C 0.8844(10) 0.4356(5) -0.2220(5) 0.028(2) Uani 1 1 d . . . . .
C69 C 0.8545(9) 0.0642(5) -0.0166(5) 0.026(2) Uani 1 1 d . . . . .
C70 C 0.9248(9) 0.1206(6) -0.0300(5) 0.029(3) Uani 1 1 d . . . . .
C72 C 0.9055(9) 0.3646(5) -0.1725(4) 0.026(2) Uani 1 1 d . . . . .
C73 C 1.1711(8) 0.1928(5) -0.1145(4) 0.018(2) Uani 1 1 d . . . . .
C74 C 1.2024(9) 0.1717(5) -0.1689(5) 0.031(3) Uani 1 1 d . . . . .
C76 C 0.8563(9) 0.1899(5) -0.1347(5) 0.029(3) Uani 1 1 d . . . . .
C88 C 0.9816(11) 0.4651(5) -0.2730(5) 0.030(3) Uani 1 1 d . . . . .
C89 C 1.3076(10) 0.1250(5) -0.1801(5) 0.031(3) Uani 1 1 d . . . . .
C95 C 0.9226(10) 0.2666(5) 0.0115(5) 0.029(2) Uani 1 1 d . . . . .
C97 C 0.7872(10) 0.0703(6) -0.0645(5) 0.034(3) Uani 1 1 d . . . . .
C101 C 1.3901(10) 0.0959(5) -0.1346(6) 0.038(3) Uani 1 1 d . . . . .
C107 C 1.1177(12) 0.3119(5) -0.0467(5) 0.040(3) Uani 1 1 d . . . . .
C108 C 1.1146(11) 0.3415(6) -0.0009(5) 0.046(3) Uani 1 1 d . . . . .
C116 C 1.0107(13) 0.3346(6) 0.0514(5) 0.048(3) Uani 1 1 d . . . . .
C118 C 1.2603(10) 0.1602(5) -0.0699(5) 0.034(3) Uani 1 1 d . . . . .
C124 C 0.9167(12) 0.2944(6) 0.0587(5) 0.043(3) Uani 1 1 d . . . . .
C125 C 0.7898(9) 0.1342(6) -0.1233(5) 0.030(3) Uani 1 1 d . . . . .
C126 C 1.0249(9) 0.2704(5) -0.0417(4) 0.026(2) Uani 1 1 d . . . . .
C132 C 1.3683(10) 0.1137(6) -0.0792(6) 0.036(3) Uani 1 1 d . . . . .
B148 B 1.0357(11) 0.2423(6) -0.1039(5) 0.026(3) Uani 1 1 d . . . . .
F3 F 1.4308(5) 0.6986(3) -0.4267(2) 0.0353(14) Uani 1 1 d . . . . .
F5 F 1.0037(5) 0.6735(3) -0.4246(2) 0.0305(13) Uani 1 1 d . . . . .
F6 F 1.0878(5) 0.8070(3) -0.5281(2) 0.0321(14) Uani 1 1 d . . . . .
F7 F 0.9831(5) 0.8358(3) -0.3164(2) 0.0351(14) Uani 1 1 d . . . . .
F8 F 1.4670(5) 0.9265(3) -0.4976(3) 0.0432(15) Uani 1 1 d . . . . .
F9 F 1.3030(5) 0.8428(3) -0.4956(2) 0.0344(14) Uani 1 1 d . . . . .
F16 F 1.3472(6) 0.5408(3) -0.5122(3) 0.0525(17) Uani 1 1 d . . . . .
F17 F 1.2925(5) 0.6239(3) -0.2872(2) 0.0335(14) Uani 1 1 d . . . . .
F19 F 1.2128(5) 0.7473(3) -0.2513(2) 0.0383(15) Uani 1 1 d . . . . .
F21 F 0.8626(5) 0.7238(3) -0.3079(2) 0.0335(14) Uani 1 1 d . . . . .
F23 F 0.9503(5) 0.5018(3) -0.1246(3) 0.0414(15) Uani 1 1 d . . . . .
F25 F 0.7804(5) 0.6119(3) -0.1947(3) 0.0431(15) Uani 1 1 d . . . . .
F28 F 0.8327(5) 0.9577(3) -0.3744(3) 0.0525(17) Uani 1 1 d . . . . .
F29 F 1.0895(5) 0.5764(3) -0.4807(2) 0.0411(15) Uani 1 1 d . . . . .
F31 F 1.3747(5) 0.8308(3) -0.2540(3) 0.0487(16) Uani 1 1 d . . . . .
F34 F 1.2061(5) 0.5104(3) -0.1744(2) 0.0423(15) Uani 1 1 d . . . . .
F38 F 1.5034(6) 0.9239(3) -0.3776(3) 0.0496(16) Uani 1 1 d . . . . .
F39 F 0.8078(6) 1.0049(3) -0.5084(3) 0.0544(17) Uani 1 1 d . . . . .
F42 F 0.9379(5) 0.9267(3) -0.5834(3) 0.0496(17) Uani 1 1 d . . . . .
F46 F 1.5142(5) 0.6058(3) -0.4849(3) 0.0470(16) Uani 1 1 d . . . . .
C55 C 1.3176(9) 0.8369(5) -0.4338(5) 0.027(2) Uani 1 1 d . . . . .
C58 C 1.0817(9) 0.6819(5) -0.3044(4) 0.022(2) Uani 1 1 d . . . . .
C63 C 0.9727(9) 0.8556(5) -0.3830(5) 0.027(2) Uani 1 1 d . . . . .
C65 C 1.2116(9) 0.6929(5) -0.4227(4) 0.022(2) Uani 1 1 d . . . . .
C67 C 1.2507(8) 0.7895(5) -0.3739(4) 0.021(2) Uani 1 1 d . . . . .
C68 C 0.9544(10) 0.6734(5) -0.2764(5) 0.025(2) Uani 1 1 d . . . . .
C75 C 1.4200(10) 0.8807(5) -0.3757(6) 0.037(3) Uani 1 1 d . . . . .
C81 C 0.9474(9) 0.9037(5) -0.5160(5) 0.033(3) Uani 1 1 d . . . . .
C83 C 1.1317(10) 0.6576(5) -0.4395(4) 0.032(3) Uani 1 1 d . . . . .
C87 C 1.0243(9) 0.8412(5) -0.4859(5) 0.028(2) Uani 1 1 d . . . . .
C90 C 0.9934(11) 0.5597(5) -0.1816(4) 0.029(3) Uani 1 1 d . . . . .
C93 C 1.3856(10) 0.6220(5) -0.4706(4) 0.030(3) Uani 1 1 d . . . . .
C96 C 1.4027(9) 0.8822(5) -0.4370(5) 0.028(2) Uani 1 1 d . . . . .
C99 C 1.1628(10) 0.6246(5) -0.2656(5) 0.028(2) Uani 1 1 d . . . . .
C100 C 1.0418(8) 0.8118(5) -0.4170(4) 0.023(2) Uani 1 1 d . . . . .
C104 C 0.9096(10) 0.6147(5) -0.2173(5) 0.029(2) Uani 1 1 d . . . . .
C109 C 1.2722(10) 0.7905(5) -0.3146(5) 0.034(3) Uani 1 1 d . . . . .
C110 C 0.8818(10) 0.9439(5) -0.4793(5) 0.036(3) Uani 1 1 d . . . . .
B112 B 1.1460(11) 0.7444(6) -0.3789(5) 0.028(3) Uani 1 1 d . . . . .
C117 C 1.3404(10) 0.6711(5) -0.4399(4) 0.028(2) Uani 1 1 d . . . . .
C119 C 1.1748(11) 0.6078(5) -0.4685(4) 0.032(3) Uani 1 1 d . . . . .
C121 C 1.1221(10) 0.5641(5) -0.2074(4) 0.026(2) Uani 1 1 d . . . . .
C122 C 1.3032(10) 0.5902(5) -0.4839(5) 0.029(2) Uani 1 1 d . . . . .
C123 C 0.8958(9) 0.9178(5) -0.4108(5) 0.030(3) Uani 1 1 d . . . . .
C129 C 1.3535(10) 0.8339(6) -0.3139(5) 0.035(3) Uani 1 1 d . . . . .
F11 F 1.4690(5) 0.3701(3) -0.3423(3) 0.0511(17) Uani 1 1 d . . . . .
F15 F 1.5168(5) 0.3771(3) -0.1039(3) 0.0429(15) Uani 1 1 d . . . . .
F24 F 1.4595(5) 0.5009(3) -0.3348(3) 0.0462(16) Uani 1 1 d . . . . .
F30 F 1.6905(5) 0.5304(3) -0.3548(2) 0.0434(15) Uani 1 1 d . . . . .
F33 F 1.6851(6) 0.8165(3) -0.4077(3) 0.0542(17) Uani 1 1 d . . . . .
F37 F 1.5657(5) 0.7242(3) -0.2833(3) 0.0453(16) Uani 1 1 d . . . . .
F41 F 1.8064(5) 0.6225(3) -0.4789(3) 0.0538(17) Uani 1 1 d . . . . .
F43 F 1.5232(6) 0.2472(3) -0.1109(3) 0.0576(18) Uani 1 1 d . . . . .
F49 F 1.5008(6) 0.2447(3) -0.2310(3) 0.0568(17) Uani 1 1 d . . . . .
C50 C 1.4938(8) 0.5559(5) -0.1852(5) 0.030(2) Uani 1 1 d . . . . .
F51 F 1.7996(6) 0.7654(3) -0.5046(3) 0.0542(17) Uani 1 1 d . . . . .
C79 C 1.4925(9) 0.4412(6) -0.2199(5) 0.032(3) Uani 1 1 d . . . . .
C82 C 1.6175(9) 0.6266(6) -0.3174(5) 0.030(3) Uani 1 1 d . . . . .
C91 C 1.5059(9) 0.3751(6) -0.1626(5) 0.035(3) Uani 1 1 d . . . . .
C92 C 1.4335(11) 0.6347(7) -0.0544(6) 0.054(3) Uani 1 1 d . . . . .
H92 H 1.458002 0.673456 -0.048195 0.064 Uiso 1 1 calc R U . . .
C94 C 1.6226(9) 0.6984(6) -0.3319(5) 0.031(3) Uani 1 1 d . . . . .
C98 C 1.4775(10) 0.6275(6) -0.1164(5) 0.045(3) Uani 1 1 d . . . . .
H98 H 1.528577 0.662319 -0.153625 0.054 Uiso 1 1 calc R U . . .
C105 C 1.7412(10) 0.7199(6) -0.4437(5) 0.041(3) Uani 1 1 d . . . . .
C115 C 1.4982(10) 0.3096(6) -0.2271(6) 0.040(3) Uani 1 1 d . . . . .
C120 C 1.3546(11) 0.5862(8) -0.0016(6) 0.057(4) Uani 1 1 d . . . . .
H120 H 1.320680 0.593663 0.039514 0.069 Uiso 1 1 calc R U . . .
C127 C 1.4797(9) 0.4389(6) -0.2798(5) 0.033(3) Uani 1 1 d . . . . .
C128 C 1.5516(9) 0.5768(6) -0.2537(5) 0.037(3) Uani 1 1 d . . . . .
C130 C 1.7425(10) 0.6485(6) -0.4314(5) 0.035(3) Uani 1 1 d . . . . .
C135 C 1.3694(10) 0.5168(6) -0.0684(5) 0.042(3) Uani 1 1 d . . . . .
H135 H 1.349653 0.475890 -0.073080 0.050 Uiso 1 1 calc R U . . .
C136 C 1.6828(10) 0.6024(5) -0.3687(5) 0.035(3) Uani 1 1 d . . . . .
C137 C 1.4453(10) 0.5683(6) -0.1229(5) 0.038(3) Uani 1 1 d . . . . .
C138 C 1.4840(10) 0.3742(6) -0.2845(5) 0.039(3) Uani 1 1 d . . . . .
C139 C 1.6822(9) 0.7459(5) -0.3954(5) 0.032(3) Uani 1 1 d . . . . .
C140 C 1.5101(10) 0.3100(6) -0.1670(6) 0.041(3) Uani 1 1 d . . . . .
C142 C 1.3238(10) 0.5265(7) -0.0079(5) 0.048(3) Uani 1 1 d . . . . .
H142 H 1.271585 0.492395 0.029445 0.058 Uiso 1 1 calc R U . . .
C143 C 1.5040(9) 0.5105(6) -0.2190(5) 0.031(3) Uani 1 1 d . . . . .
F27 F 1.1994(5) 0.4563(3) -0.3243(3) 0.0446(15) Uani 1 1 d . . . . .
F44 F 0.6806(7) -0.0220(3) -0.2378(3) 0.074(2) Uani 1 1 d . . . . .
F53 F 0.6504(7) 0.2201(4) -0.4038(3) 0.070(2) Uani 1 1 d . . . . .
F56 F 0.3491(7) 0.0639(4) -0.3634(3) 0.086(2) Uani 1 1 d . . . . .
F61 F 1.1406(6) 0.1685(4) -0.3431(3) 0.067(2) Uani 1 1 d . . . . .
F64 F 0.4650(7) -0.0443(4) -0.2624(4) 0.085(2) Uani 1 1 d . . . . .
F77 F 0.7220(9) 0.2821(4) -0.3314(3) 0.087(2) Uani 1 1 d . . . . .
C78 C 1.0520(14) 0.2302(6) -0.3479(5) 0.046(3) Uani 1 1 d . . . . .
C85 C 0.9236(13) 0.2224(6) -0.3370(5) 0.042(3) Uani 1 1 d . . . . .
F86 F 0.4392(7) 0.1961(4) -0.4326(3) 0.090(2) Uani 1 1 d . . . . .
F102 F 1.0651(9) 0.4198(4) -0.4013(3) 0.104(3) Uani 1 1 d . . . . .
C106 C 0.4627(12) 0.0770(9) -0.3507(7) 0.053(3) Uani 1 1 d . . . . .
F111 F 0.8116(8) 0.4104(4) -0.3713(3) 0.102(3) Uani 1 1 d . . . . .
C113 C 0.5153(15) 0.0213(8) -0.3024(7) 0.065(4) Uani 1 1 d . . . . .
C114 C 1.0161(19) 0.3550(8) -0.3771(6) 0.061(4) Uani 1 1 d . . . . .
C133 C 0.7907(13) 0.1110(6) -0.3105(5) 0.045(3) Uani 1 1 d . . . . .
C134 C 0.8784(12) 0.1522(6) -0.3144(5) 0.038(3) Uani 1 1 d . . . . .
C141 C 0.6049(14) 0.1556(7) -0.3696(6) 0.055(3) Uani 1 1 d . . . . .
C144 C 0.6721(12) 0.1007(7) -0.3234(6) 0.048(3) Uani 1 1 d . . . . .
C145 C 0.4975(14) 0.1439(8) -0.3839(6) 0.054(4) Uani 1 1 d . . . . .
C146 C 0.8475(14) 0.2855(8) -0.3456(6) 0.056(4) Uani 1 1 d . . . . .
C149 C 0.8902(19) 0.3521(7) -0.3662(6) 0.065(4) Uani 1 1 d . . . . .
C151 C 0.6226(15) 0.0335(8) -0.2892(6) 0.057(4) Uani 1 1 d . . . . .
C59 C 1.0748(10) 0.0265(6) -0.2165(5) 0.038(3) Uani 1 1 d . . . . .
H59 H 1.084185 0.074289 -0.222013 0.046 Uiso 1 1 calc R U . . .
C80 C 1.1543(11) -0.0330(7) -0.1815(5) 0.051(3) Uani 1 1 d . . . . .
H80 H 1.216826 -0.026717 -0.161206 0.061 Uiso 1 1 calc R U . . .
C84 C 0.9796(10) 0.0155(6) -0.2441(5) 0.037(3) Uani 1 1 d . . . . .
C131 C 1.1418(12) -0.1022(7) -0.1761(5) 0.058(4) Uani 1 1 d . . . . .
H131 H 1.196173 -0.143171 -0.151877 0.069 Uiso 1 1 calc R U . . .
C147 C 1.0526(13) -0.1120(6) -0.2051(5) 0.061(4) Uani 1 1 d . . . . .
H147 H 1.046947 -0.159501 -0.201771 0.074 Uiso 1 1 calc R U . . .
C150 C 0.9698(12) -0.0535(6) -0.2394(5) 0.053(3) Uani 1 1 d . . . . .
H150 H 0.907534 -0.060582 -0.259224 0.064 Uiso 1 1 calc R U . . .
F71 F 1.2310(9) 0.2971(4) -0.3826(3) 0.091(3) Uani 1 1 d . . . . .
C1 C 1.0999(11) 0.4269(6) -0.2751(5) 0.034(3) Uani 1 1 d . . . . .
C2 C 0.9010(12) 0.0782(6) -0.2814(5) 0.042(3) Uani 1 1 d . . . . .
C3 C 1.0989(15) 0.2954(9) -0.3699(6) 0.059(4) Uani 1 1 d . . . . .
Cl1 Cl 1.4416(7) -0.1570(3) -0.0789(3) 0.201(3) Uani 1 1 d . . . . .
Cl2 Cl 1.6826(7) -0.2088(4) -0.1472(5) 0.232(3) Uani 1 1 d . . . . .
C4 C 1.605(2) -0.1643(16) -0.0911(9) 0.236(15) Uani 1 1 d . . . . .
H4A H 1.632354 -0.192009 -0.045801 0.284 Uiso 1 1 calc R U . . .
H4B H 1.633558 -0.114564 -0.110664 0.284 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
F1 C125 1.381(10) . ?
F2 C76 1.346(10) . ?
F4 C72 1.376(9) . ?
F10 C74 1.374(10) . ?
F12 C69 1.348(9) . ?
F13 C70 1.363(10) . ?
F14 C88 1.357(10) . ?
F18 C48 1.361(9) . ?
F20 C107 1.353(11) . ?
F22 C118 1.359(10) . ?
F26 C95 1.364(10) . ?
F32 C97 1.344(10) . ?
F35 C66 1.348(10) . ?
F36 C89 1.368(10) . ?
F40 C132 1.338(11) . ?
F45 C101 1.363(10) . ?
F47 C124 1.355(11) . ?
C48 C54 1.390(11) . ?
C48 C1 1.376(12) . ?
C54 C72 1.383(12) . ?
C54 B148 1.655(13) . ?
F57 C116 1.355(10) . ?
C60 C70 1.393(12) . ?
C60 C76 1.399(12) . ?
C60 B148 1.649(14) . ?
F62 C108 1.363(12) . ?
C66 C72 1.398(12) . ?
C66 C88 1.342(12) . ?
C69 C70 1.385(12) . ?
C69 C97 1.369(12) . ?
C73 C74 1.380(11) . ?
C73 C118 1.408(12) . ?
C73 B148 1.639(13) . ?
C74 C89 1.381(12) . ?
C76 C125 1.360(12) . ?
C88 C1 1.367(13) . ?
C89 C101 1.365(13) . ?
C95 C124 1.359(12) . ?
C95 C126 1.382(12) . ?
C97 C125 1.376(12) . ?
C101 C132 1.364(13) . ?
C107 C108 1.367(13) . ?
C107 C126 1.389(13) . ?
C108 C116 1.372(14) . ?
C116 C124 1.364(14) . ?
C118 C132 1.390(13) . ?
C126 B148 1.662(13) . ?
F3 C117 1.359(10) . ?
F5 C83 1.353(10) . ?
F6 C87 1.369(9) . ?
F7 C63 1.362(9) . ?
F8 C96 1.344(10) . ?
F9 C55 1.351(9) . ?
F16 C122 1.353(10) . ?
F17 C99 1.368(10) . ?
F19 C109 1.353(10) . ?
F21 C68 1.359(9) . ?
F23 C90 1.347(9) . ?
F25 C104 1.369(10) . ?
F28 C123 1.358(10) . ?
F29 C119 1.353(11) . ?
F31 C129 1.358(10) . ?
F34 C121 1.341(9) . ?
F38 C75 1.359(10) . ?
F39 C110 1.331(10) . ?
F42 C81 1.365(10) . ?
F46 C93 1.359(10) . ?
C55 C67 1.371(11) . ?
C55 C96 1.394(12) . ?
C58 C68 1.376(12) . ?
C58 C99 1.402(12) . ?
C58 B112 1.657(14) . ?
C63 C100 1.395(11) . ?
C63 C123 1.357(12) . ?
C65 C83 1.424(12) . ?
C65 B112 1.665(13) . ?
C65 C117 1.392(12) . ?
C67 C109 1.382(11) . ?
C67 B112 1.641(13) . ?
C68 C104 1.382(12) . ?
C75 C96 1.386(12) . ?
C75 C129 1.387(13) . ?
C81 C87 1.371(12) . ?
C81 C110 1.372(12) . ?
C83 C119 1.370(12) . ?
C87 C100 1.407(11) . ?
C90 C104 1.374(12) . ?
C90 C121 1.375(12) . ?
C93 C117 1.385(12) . ?
C93 C122 1.347(12) . ?
C99 C121 1.381(12) . ?
C100 B112 1.650(14) . ?
C109 C129 1.368(13) . ?
C110 C123 1.392(12) . ?
C119 C122 1.364(13) . ?
F11 C138 1.352(10) . ?
F15 C91 1.337(10) . ?
F24 C127 1.339(10) . ?
F30 C136 1.351(10) . ?
F33 C139 1.347(10) . ?
F37 C94 1.351(10) . ?
F41 C130 1.350(10) . ?
F43 C140 1.347(10) . ?
F49 C115 1.353(10) . ?
C50 C128 1.381(13) . ?
C50 C137 1.446(12) . ?
C50 C143 1.387(13) . ?
F51 C105 1.331(10) . ?
C79 C91 1.397(13) . ?
C79 C127 1.373(12) . ?
C79 C143 1.449(13) . ?
C82 C94 1.364(12) . ?
C82 C128 1.430(13) . ?
C82 C136 1.399(13) . ?
C91 C140 1.361(13) . ?
C92 H92 0.9500 . ?
C92 C98 1.383(13) . ?
C92 C120 1.375(14) . ?
C94 C139 1.385(12) . ?
C98 H98 0.9500 . ?
C98 C137 1.389(13) . ?
C105 C130 1.356(13) . ?
C105 C139 1.353(13) . ?
C115 C138 1.384(13) . ?
C115 C140 1.355(13) . ?
C120 H120 0.9500 . ?
C120 C142 1.389(14) . ?
C127 C138 1.356(13) . ?
C128 C143 1.361(13) . ?
C130 C136 1.365(13) . ?
C135 H135 0.9500 . ?
C135 C137 1.402(13) . ?
C135 C142 1.380(12) . ?
C142 H142 0.9500 . ?
F27 C1 1.341(10) . ?
F44 C151 1.380(12) . ?
F53 C141 1.322(12) . ?
F56 C106 1.422(12) . ?
F61 C78 1.406(12) . ?
F64 C113 1.372(14) . ?
F77 C146 1.326(13) . ?
C78 C85 1.381(15) . ?
C78 C3 1.357(15) . ?
C85 C134 1.437(15) . ?
C85 C146 1.351(14) . ?
F86 C145 1.322(12) . ?
F102 C114 1.354(13) . ?
C106 C113 1.316(16) . ?
C106 C145 1.316(16) . ?
F111 C149 1.299(13) . ?
C113 C151 1.355(17) . ?
C114 C149 1.334(17) . ?
C114 C3 1.335(17) . ?
C133 C134 1.348(15) . ?
C133 C144 1.452(16) . ?
C133 C2 1.406(16) . ?
C134 C2 1.360(14) . ?
C141 C144 1.367(15) . ?
C141 C145 1.364(16) . ?
C144 C151 1.385(16) . ?
C146 C149 1.366(17) . ?
C59 H59 0.9500 . ?
C59 C80 1.384(13) . ?
C59 C84 1.410(13) . ?
C80 H80 0.9500 . ?
C80 C131 1.392(14) . ?
C84 C150 1.384(13) . ?
C84 C2 1.428(14) . ?
C131 H131 0.9500 . ?
C131 C147 1.365(15) . ?
C147 H147 0.9500 . ?
C147 C150 1.389(14) . ?
C150 H150 0.9500 . ?
F71 C3 1.393(13) . ?
Cl1 C4 1.71(2) . ?
Cl2 C4 1.79(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 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
F18 C48 C54 118.9(8) . . ?
F18 C48 C1 115.5(8) . . ?
C1 C48 C54 125.5(9) . . ?
C48 C54 B148 128.7(8) . . ?
C72 C54 C48 111.8(8) . . ?
C72 C54 B148 119.1(8) . . ?
C70 C60 C76 112.9(9) . . ?
C70 C60 B148 119.5(8) . . ?
C76 C60 B148 126.9(8) . . ?
F35 C66 C72 119.5(9) . . ?
C88 C66 F35 121.7(9) . . ?
C88 C66 C72 118.8(9) . . ?
F12 C69 C70 120.4(9) . . ?
F12 C69 C97 120.2(9) . . ?
C97 C69 C70 119.3(9) . . ?
F13 C70 C60 119.3(9) . . ?
F13 C70 C69 115.7(8) . . ?
C69 C70 C60 125.0(9) . . ?
F4 C72 C54 119.2(8) . . ?
F4 C72 C66 115.9(8) . . ?
C54 C72 C66 124.9(9) . . ?
C74 C73 C118 111.5(8) . . ?
C74 C73 B148 120.2(8) . . ?
C118 C73 B148 128.0(8) . . ?
F10 C74 C73 118.8(8) . . ?
F10 C74 C89 115.5(9) . . ?
C73 C74 C89 125.7(9) . . ?
F2 C76 C60 121.6(9) . . ?
F2 C76 C125 115.5(9) . . ?
C125 C76 C60 122.9(9) . . ?
F14 C88 C1 119.8(9) . . ?
C66 C88 F14 119.8(9) . . ?
C66 C88 C1 120.4(9) . . ?
F36 C89 C74 120.4(9) . . ?
C101 C89 F36 120.3(9) . . ?
C101 C89 C74 119.3(9) . . ?
F26 C95 C126 120.3(8) . . ?
C124 C95 F26 115.4(9) . . ?
C124 C95 C126 124.3(10) . . ?
F32 C97 C69 120.8(9) . . ?
F32 C97 C125 121.7(9) . . ?
C69 C97 C125 117.5(10) . . ?
F45 C101 C89 119.5(10) . . ?
F45 C101 C132 120.8(10) . . ?
C132 C101 C89 119.7(10) . . ?
F20 C107 C108 116.1(10) . . ?
F20 C107 C126 119.8(9) . . ?
C108 C107 C126 124.1(10) . . ?
F62 C108 C107 120.8(10) . . ?
F62 C108 C116 119.9(10) . . ?
C107 C108 C116 119.3(11) . . ?
F57 C116 C108 120.6(11) . . ?
F57 C116 C124 120.2(10) . . ?
C124 C116 C108 119.0(10) . . ?
F22 C118 C73 120.3(9) . . ?
F22 C118 C132 114.6(9) . . ?
C132 C118 C73 125.1(9) . . ?
F47 C124 C95 120.6(11) . . ?
F47 C124 C116 119.5(9) . . ?
C95 C124 C116 119.8(10) . . ?
C76 C125 F1 119.3(9) . . ?
C76 C125 C97 122.3(9) . . ?
C97 C125 F1 118.4(9) . . ?
C95 C126 C107 113.2(9) . . ?
C95 C126 B148 127.1(9) . . ?
C107 C126 B148 119.0(8) . . ?
F40 C132 C101 121.2(10) . . ?
F40 C132 C118 120.0(10) . . ?
C101 C132 C118 118.7(10) . . ?
C54 B148 C126 101.6(7) . . ?
C60 B148 C54 113.7(8) . . ?
C60 B148 C126 115.2(7) . . ?
C73 B148 C54 113.1(7) . . ?
C73 B148 C60 101.4(7) . . ?
C73 B148 C126 112.4(8) . . ?
F9 C55 C67 120.3(9) . . ?
F9 C55 C96 115.0(8) . . ?
C67 C55 C96 124.7(9) . . ?
C68 C58 C99 112.5(8) . . ?
C68 C58 B112 128.7(9) . . ?
C99 C58 B112 118.5(8) . . ?
F7 C63 C100 118.4(8) . . ?
C123 C63 F7 115.9(8) . . ?
C123 C63 C100 125.7(9) . . ?
C83 C65 B112 119.7(8) . . ?
C117 C65 C83 111.5(8) . . ?
C117 C65 B112 128.4(9) . . ?
C55 C67 C109 114.2(9) . . ?
C55 C67 B112 118.8(8) . . ?
C109 C67 B112 126.7(8) . . ?
F21 C68 C58 120.2(8) . . ?
F21 C68 C104 115.3(9) . . ?
C58 C68 C104 124.5(9) . . ?
F38 C75 C96 119.2(9) . . ?
F38 C75 C129 121.9(9) . . ?
C96 C75 C129 118.9(10) . . ?
F42 C81 C87 119.6(9) . . ?
F42 C81 C110 119.8(8) . . ?
C87 C81 C110 120.6(9) . . ?
F5 C83 C65 117.4(9) . . ?
F5 C83 C119 117.7(10) . . ?
C119 C83 C65 124.8(10) . . ?
F6 C87 C81 115.4(8) . . ?
F6 C87 C100 119.7(8) . . ?
C81 C87 C100 124.9(9) . . ?
F23 C90 C104 120.8(10) . . ?
F23 C90 C121 121.2(9) . . ?
C104 C90 C121 118.0(9) . . ?
F46 C93 C117 118.1(9) . . ?
C122 C93 F46 121.6(9) . . ?
C122 C93 C117 120.3(10) . . ?
F8 C96 C55 121.6(9) . . ?
F8 C96 C75 120.2(9) . . ?
C75 C96 C55 118.3(9) . . ?
F17 C99 C58 119.9(8) . . ?
F17 C99 C121 115.1(9) . . ?
C121 C99 C58 124.8(9) . . ?
C63 C100 C87 111.2(8) . . ?
C63 C100 B112 119.2(8) . . ?
C87 C100 B112 128.7(8) . . ?
F25 C104 C68 119.3(9) . . ?
F25 C104 C90 120.2(9) . . ?
C90 C104 C68 120.5(10) . . ?
F19 C109 C67 121.5(9) . . ?
F19 C109 C129 114.3(8) . . ?
C129 C109 C67 124.2(9) . . ?
F39 C110 C81 120.9(9) . . ?
F39 C110 C123 122.0(9) . . ?
C81 C110 C123 117.1(9) . . ?
C58 B112 C65 100.8(7) . . ?
C67 B112 C58 115.3(7) . . ?
C67 B112 C65 112.4(8) . . ?
C67 B112 C100 101.5(7) . . ?
C100 B112 C58 113.8(8) . . ?
C100 B112 C65 113.5(7) . . ?
F3 C117 C65 119.7(9) . . ?
F3 C117 C93 116.0(9) . . ?
C93 C117 C65 124.3(9) . . ?
F29 C119 C83 119.5(10) . . ?
F29 C119 C122 121.2(9) . . ?
C122 C119 C83 119.3(10) . . ?
F34 C121 C90 119.2(8) . . ?
F34 C121 C99 121.2(9) . . ?
C90 C121 C99 119.6(9) . . ?
F16 C122 C119 119.9(9) . . ?
C93 C122 F16 120.4(9) . . ?
C93 C122 C119 119.7(9) . . ?
F28 C123 C110 117.6(8) . . ?
C63 C123 F28 122.1(8) . . ?
C63 C123 C110 120.4(9) . . ?
F31 C129 C75 118.4(10) . . ?
F31 C129 C109 121.9(9) . . ?
C109 C129 C75 119.7(10) . . ?
C128 C50 C137 153.3(10) . . ?
C128 C50 C143 58.9(7) . . ?
C143 C50 C137 147.6(10) . . ?
C91 C79 C143 121.4(9) . . ?
C127 C79 C91 118.5(10) . . ?
C127 C79 C143 119.8(9) . . ?
C94 C82 C128 123.6(9) . . ?
C94 C82 C136 116.2(9) . . ?
C136 C82 C128 120.2(9) . . ?
F15 C91 C79 118.7(10) . . ?
F15 C91 C140 120.7(10) . . ?
C140 C91 C79 120.6(9) . . ?
C98 C92 H92 119.7 . . ?
C120 C92 H92 119.7 . . ?
C120 C92 C98 120.6(11) . . ?
F37 C94 C82 118.9(9) . . ?
F37 C94 C139 119.1(9) . . ?
C82 C94 C139 122.0(9) . . ?
C92 C98 H98 120.7 . . ?
C92 C98 C137 118.6(10) . . ?
C137 C98 H98 120.7 . . ?
F51 C105 C130 119.4(10) . . ?
F51 C105 C139 119.2(10) . . ?
C139 C105 C130 121.4(10) . . ?
F49 C115 C138 119.5(10) . . ?
F49 C115 C140 119.3(10) . . ?
C140 C115 C138 121.2(10) . . ?
C92 C120 H120 119.6 . . ?
C92 C120 C142 120.7(10) . . ?
C142 C120 H120 119.6 . . ?
F24 C127 C79 120.7(9) . . ?
F24 C127 C138 118.2(10) . . ?
C138 C127 C79 121.1(10) . . ?
C50 C128 C82 152.7(10) . . ?
C143 C128 C50 60.7(7) . . ?
C143 C128 C82 146.5(10) . . ?
F41 C130 C105 120.8(10) . . ?
F41 C130 C136 120.4(10) . . ?
C105 C130 C136 118.8(10) . . ?
C137 C135 H135 120.5 . . ?
C142 C135 H135 120.5 . . ?
C142 C135 C137 118.9(10) . . ?
F30 C136 C82 118.8(9) . . ?
F30 C136 C130 118.8(10) . . ?
C130 C136 C82 122.4(10) . . ?
C98 C137 C50 121.1(9) . . ?
C98 C137 C135 121.2(9) . . ?
C135 C137 C50 117.6(10) . . ?
F11 C138 C115 118.3(10) . . ?
F11 C138 C127 122.5(10) . . ?
C127 C138 C115 119.1(10) . . ?
F33 C139 C94 120.1(10) . . ?
F33 C139 C105 120.7(9) . . ?
C105 C139 C94 119.2(10) . . ?
F43 C140 C91 119.1(10) . . ?
F43 C140 C115 121.4(11) . . ?
C115 C140 C91 119.5(10) . . ?
C120 C142 H142 120.1 . . ?
C135 C142 C120 119.8(11) . . ?
C135 C142 H142 120.1 . . ?
C50 C143 C79 152.2(9) . . ?
C128 C143 C50 60.4(7) . . ?
C128 C143 C79 147.0(9) . . ?
C85 C78 F61 118.3(11) . . ?
C3 C78 F61 117.6(13) . . ?
C3 C78 C85 123.8(13) . . ?
C78 C85 C134 121.8(11) . . ?
C146 C85 C78 113.4(12) . . ?
C146 C85 C134 124.7(13) . . ?
C113 C106 F56 115.2(14) . . ?
C113 C106 C145 127.4(13) . . ?
C145 C106 F56 117.1(14) . . ?
C106 C113 F64 125.1(15) . . ?
C106 C113 C151 115.7(14) . . ?
C151 C113 F64 119.0(14) . . ?
C149 C114 F102 120.7(16) . . ?
C149 C114 C3 121.8(14) . . ?
C3 C114 F102 117.3(17) . . ?
C134 C133 C144 153.6(12) . . ?
C134 C133 C2 59.2(8) . . ?
C2 C133 C144 147.3(12) . . ?
C133 C134 C85 150.6(12) . . ?
C133 C134 C2 62.5(8) . . ?
C2 C134 C85 146.8(13) . . ?
F53 C141 C144 118.4(13) . . ?
F53 C141 C145 119.8(13) . . ?
C145 C141 C144 121.7(13) . . ?
C141 C144 C133 122.4(13) . . ?
C141 C144 C151 116.9(13) . . ?
C151 C144 C133 120.7(12) . . ?
F86 C145 C141 120.8(13) . . ?
C106 C145 F86 122.9(15) . . ?
C106 C145 C141 116.0(12) . . ?
F77 C146 C85 117.4(13) . . ?
F77 C146 C149 117.8(14) . . ?
C85 C146 C149 124.8(14) . . ?
F111 C149 C114 120.4(16) . . ?
F111 C149 C146 121.7(17) . . ?
C114 C149 C146 117.8(14) . . ?
F44 C151 C144 119.3(14) . . ?
C113 C151 F44 118.6(14) . . ?
C113 C151 C144 122.0(13) . . ?
C80 C59 H59 120.3 . . ?
C80 C59 C84 119.3(10) . . ?
C84 C59 H59 120.3 . . ?
C59 C80 H80 120.3 . . ?
C59 C80 C131 119.4(11) . . ?
C131 C80 H80 120.3 . . ?
C59 C84 C2 118.0(10) . . ?
C150 C84 C59 120.5(11) . . ?
C150 C84 C2 121.3(11) . . ?
C80 C131 H131 119.6 . . ?
C147 C131 C80 120.9(12) . . ?
C147 C131 H131 119.6 . . ?
C131 C147 H147 119.6 . . ?
C131 C147 C150 120.8(12) . . ?
C150 C147 H147 119.6 . . ?
C84 C150 C147 118.9(11) . . ?
C84 C150 H150 120.5 . . ?
C147 C150 H150 120.5 . . ?
C88 C1 C48 118.5(9) . . ?
F27 C1 C48 120.2(9) . . ?
F27 C1 C88 121.3(9) . . ?
C133 C2 C84 151.9(12) . . ?
C134 C2 C133 58.3(8) . . ?
C134 C2 C84 149.8(12) . . ?
C78 C3 F71 118.6(14) . . ?
C114 C3 C78 118.3(14) . . ?
C114 C3 F71 123.0(15) . . ?
Cl1 C4 Cl2 113.2(10) . . ?
Cl1 C4 H4A 108.9 . . ?
Cl1 C4 H4B 108.9 . . ?
Cl2 C4 H4A 108.9 . . ?
Cl2 C4 H4B 108.9 . . ?
H4A C4 H4B 107.8 . . ?

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
F2 C76 C125 F1 -1.3(12) . . . . ?
F2 C76 C125 C97 179.0(8) . . . . ?
F10 C74 C89 F36 1.5(13) . . . . ?
F10 C74 C89 C101 -178.8(8) . . . . ?
F12 C69 C70 F13 1.3(12) . . . . ?
F12 C69 C70 C60 179.0(8) . . . . ?
F12 C69 C97 F32 0.8(14) . . . . ?
F12 C69 C97 C125 -179.4(8) . . . . ?
F14 C88 C1 C48 -178.3(8) . . . . ?
F14 C88 C1 F27 0.4(14) . . . . ?
F18 C48 C54 C72 179.1(7) . . . . ?
F18 C48 C54 B148 7.1(14) . . . . ?
F18 C48 C1 C88 179.1(8) . . . . ?
F18 C48 C1 F27 0.4(13) . . . . ?
F20 C107 C108 F62 -0.7(15) . . . . ?
F20 C107 C108 C116 177.8(9) . . . . ?
F20 C107 C126 C95 -177.2(8) . . . . ?
F20 C107 C126 B148 -6.0(13) . . . . ?
F22 C118 C132 F40 -4.6(13) . . . . ?
F22 C118 C132 C101 176.8(8) . . . . ?
F26 C95 C124 F47 1.3(13) . . . . ?
F26 C95 C124 C116 -175.3(9) . . . . ?
F26 C95 C126 C107 175.7(8) . . . . ?
F26 C95 C126 B148 5.3(14) . . . . ?
F32 C97 C125 F1 0.3(14) . . . . ?
F32 C97 C125 C76 -180.0(9) . . . . ?
F35 C66 C72 F4 0.1(12) . . . . ?
F35 C66 C72 C54 -178.6(8) . . . . ?
F35 C66 C88 F14 -1.1(14) . . . . ?
F35 C66 C88 C1 177.0(8) . . . . ?
F36 C89 C101 F45 2.2(14) . . . . ?
F36 C89 C101 C132 179.2(8) . . . . ?
F45 C101 C132 F40 -0.4(15) . . . . ?
F45 C101 C132 C118 178.2(8) . . . . ?
C48 C54 C72 F4 -179.2(7) . . . . ?
C48 C54 C72 C66 -0.5(13) . . . . ?
C48 C54 B148 C60 -130.6(9) . . . . ?
C48 C54 B148 C73 -15.6(13) . . . . ?
C48 C54 B148 C126 105.0(10) . . . . ?
C54 C48 C1 C88 -4.1(15) . . . . ?
C54 C48 C1 F27 177.1(8) . . . . ?
F57 C116 C124 F47 3.9(16) . . . . ?
F57 C116 C124 C95 -179.5(9) . . . . ?
C60 C76 C125 F1 -178.0(8) . . . . ?
C60 C76 C125 C97 2.3(15) . . . . ?
F62 C108 C116 F57 -2.9(16) . . . . ?
F62 C108 C116 C124 -177.6(10) . . . . ?
C66 C88 C1 C48 3.6(15) . . . . ?
C66 C88 C1 F27 -177.7(8) . . . . ?
C69 C97 C125 F1 -179.5(8) . . . . ?
C69 C97 C125 C76 0.2(15) . . . . ?
C70 C60 C76 F2 -179.1(8) . . . . ?
C70 C60 C76 C125 -2.5(13) . . . . ?
C70 C60 B148 C54 -173.9(8) . . . . ?
C70 C60 B148 C73 64.4(9) . . . . ?
C70 C60 B148 C126 -57.2(11) . . . . ?
C70 C69 C97 F32 178.0(8) . . . . ?
C70 C69 C97 C125 -2.1(14) . . . . ?
C72 C54 B148 C60 57.8(11) . . . . ?
C72 C54 B148 C73 172.8(8) . . . . ?
C72 C54 B148 C126 -66.6(10) . . . . ?
C72 C66 C88 F14 -179.9(8) . . . . ?
C72 C66 C88 C1 -1.8(14) . . . . ?
C73 C74 C89 F36 -179.6(8) . . . . ?
C73 C74 C89 C101 0.2(15) . . . . ?
C73 C118 C132 F40 176.9(8) . . . . ?
C73 C118 C132 C101 -1.7(16) . . . . ?
C74 C73 C118 F22 -177.2(8) . . . . ?
C74 C73 C118 C132 1.2(14) . . . . ?
C74 C73 B148 C54 -58.5(11) . . . . ?
C74 C73 B148 C60 63.6(10) . . . . ?
C74 C73 B148 C126 -172.8(8) . . . . ?
C74 C89 C101 F45 -177.6(8) . . . . ?
C74 C89 C101 C132 -0.6(15) . . . . ?
C76 C60 C70 F13 178.2(7) . . . . ?
C76 C60 C70 C69 0.5(13) . . . . ?
C76 C60 B148 C54 16.7(13) . . . . ?
C76 C60 B148 C73 -105.0(10) . . . . ?
C76 C60 B148 C126 133.4(9) . . . . ?
C88 C66 C72 F4 179.0(8) . . . . ?
C88 C66 C72 C54 0.3(14) . . . . ?
C89 C101 C132 F40 -177.3(9) . . . . ?
C89 C101 C132 C118 1.3(15) . . . . ?
C95 C126 B148 C54 106.6(10) . . . . ?
C95 C126 B148 C60 -16.7(13) . . . . ?
C95 C126 B148 C73 -132.2(9) . . . . ?
C97 C69 C70 F13 -175.9(8) . . . . ?
C97 C69 C70 C60 1.8(14) . . . . ?
C107 C108 C116 F57 178.6(9) . . . . ?
C107 C108 C116 C124 3.9(16) . . . . ?
C107 C126 B148 C54 -63.3(10) . . . . ?
C107 C126 B148 C60 173.4(8) . . . . ?
C107 C126 B148 C73 57.9(11) . . . . ?
C108 C107 C126 C95 4.7(14) . . . . ?
C108 C107 C126 B148 176.0(9) . . . . ?
C108 C116 C124 F47 178.6(9) . . . . ?
C108 C116 C124 C95 -4.7(16) . . . . ?
C118 C73 C74 F10 178.5(8) . . . . ?
C118 C73 C74 C89 -0.4(13) . . . . ?
C118 C73 B148 C54 128.9(9) . . . . ?
C118 C73 B148 C60 -108.9(10) . . . . ?
C118 C73 B148 C126 14.6(13) . . . . ?
C124 C95 C126 C107 -5.6(14) . . . . ?
C124 C95 C126 B148 -176.0(9) . . . . ?
C126 C95 C124 F47 -177.5(8) . . . . ?
C126 C95 C124 C116 5.9(16) . . . . ?
C126 C107 C108 F62 177.4(9) . . . . ?
C126 C107 C108 C116 -4.1(17) . . . . ?
B148 C54 C72 F4 -6.3(12) . . . . ?
B148 C54 C72 C66 172.4(8) . . . . ?
B148 C60 C70 F13 7.4(12) . . . . ?
B148 C60 C70 C69 -170.3(9) . . . . ?
B148 C60 C76 F2 -9.1(14) . . . . ?
B148 C60 C76 C125 167.5(9) . . . . ?
B148 C73 C74 F10 4.8(12) . . . . ?
B148 C73 C74 C89 -174.1(9) . . . . ?
B148 C73 C118 F22 -4.1(14) . . . . ?
B148 C73 C118 C132 174.3(9) . . . . ?
F5 C83 C119 F29 -0.4(12) . . . . ?
F5 C83 C119 C122 -179.7(8) . . . . ?
F6 C87 C100 C63 178.0(8) . . . . ?
F6 C87 C100 B112 8.8(14) . . . . ?
F7 C63 C100 C87 -177.8(7) . . . . ?
F7 C63 C100 B112 -7.5(13) . . . . ?
F7 C63 C123 F28 -0.2(13) . . . . ?
F7 C63 C123 C110 178.1(8) . . . . ?
F9 C55 C67 C109 -178.3(8) . . . . ?
F9 C55 C67 B112 -4.0(12) . . . . ?
F9 C55 C96 F8 -1.7(12) . . . . ?
F9 C55 C96 C75 178.3(8) . . . . ?
F17 C99 C121 F34 1.8(12) . . . . ?
F17 C99 C121 C90 180.0(8) . . . . ?
F19 C109 C129 F31 2.2(14) . . . . ?
F19 C109 C129 C75 180.0(8) . . . . ?
F21 C68 C104 F25 -0.9(12) . . . . ?
F21 C68 C104 C90 179.0(8) . . . . ?
F23 C90 C104 F25 0.9(13) . . . . ?
F23 C90 C104 C68 -179.0(8) . . . . ?
F23 C90 C121 F34 -1.2(13) . . . . ?
F23 C90 C121 C99 -179.4(8) . . . . ?
F29 C119 C122 F16 0.4(13) . . . . ?
F29 C119 C122 C93 -179.5(8) . . . . ?
F38 C75 C96 F8 -0.6(13) . . . . ?
F38 C75 C96 C55 179.4(8) . . . . ?
F38 C75 C129 F31 -1.0(14) . . . . ?
F38 C75 C129 C109 -178.9(9) . . . . ?
F39 C110 C123 F28 -1.2(14) . . . . ?
F39 C110 C123 C63 -179.6(9) . . . . ?
F42 C81 C87 F6 0.7(13) . . . . ?
F42 C81 C87 C100 -179.8(8) . . . . ?
F42 C81 C110 F39 0.6(15) . . . . ?
F42 C81 C110 C123 -179.7(8) . . . . ?
F46 C93 C117 F3 -0.2(12) . . . . ?
F46 C93 C117 C65 179.7(8) . . . . ?
F46 C93 C122 F16 -0.1(13) . . . . ?
F46 C93 C122 C119 179.7(8) . . . . ?
C55 C67 C109 F19 179.6(8) . . . . ?
C55 C67 C109 C129 -0.7(14) . . . . ?
C55 C67 B112 C58 173.5(8) . . . . ?
C55 C67 B112 C65 58.7(11) . . . . ?
C55 C67 B112 C100 -63.0(10) . . . . ?
C58 C68 C104 F25 -179.4(8) . . . . ?
C58 C68 C104 C90 0.6(14) . . . . ?
C58 C99 C121 F34 177.7(8) . . . . ?
C58 C99 C121 C90 -4.1(14) . . . . ?
C63 C100 B112 C58 60.5(11) . . . . ?
C63 C100 B112 C65 175.1(8) . . . . ?
C63 C100 B112 C67 -64.0(10) . . . . ?
C65 C83 C119 F29 178.4(8) . . . . ?
C65 C83 C119 C122 -0.9(14) . . . . ?
C67 C55 C96 F8 178.8(8) . . . . ?
C67 C55 C96 C75 -1.2(14) . . . . ?
C67 C109 C129 F31 -177.6(8) . . . . ?
C67 C109 C129 C75 0.2(16) . . . . ?
C68 C58 C99 F17 178.6(7) . . . . ?
C68 C58 C99 C121 2.9(13) . . . . ?
C68 C58 B112 C65 -111.3(10) . . . . ?
C68 C58 B112 C67 127.4(10) . . . . ?
C68 C58 B112 C100 10.6(13) . . . . ?
C81 C87 C100 C63 -1.5(13) . . . . ?
C81 C87 C100 B112 -170.6(9) . . . . ?
C81 C110 C123 F28 179.1(9) . . . . ?
C81 C110 C123 C63 0.7(14) . . . . ?
C83 C65 B112 C58 64.7(10) . . . . ?
C83 C65 B112 C67 -172.0(7) . . . . ?
C83 C65 B112 C100 -57.4(11) . . . . ?
C83 C65 C117 F3 -179.1(7) . . . . ?
C83 C65 C117 C93 1.0(12) . . . . ?
C83 C119 C122 F16 179.7(8) . . . . ?
C83 C119 C122 C93 -0.2(14) . . . . ?
C87 C81 C110 F39 179.4(9) . . . . ?
C87 C81 C110 C123 -0.8(15) . . . . ?
C87 C100 B112 C58 -131.1(9) . . . . ?
C87 C100 B112 C65 -16.5(13) . . . . ?
C87 C100 B112 C67 104.4(10) . . . . ?
C96 C55 C67 C109 1.2(13) . . . . ?
C96 C55 C67 B112 175.4(9) . . . . ?
C96 C75 C129 F31 177.6(8) . . . . ?
C96 C75 C129 C109 -0.3(15) . . . . ?
C99 C58 C68 F21 -179.5(7) . . . . ?
C99 C58 C68 C104 -1.1(13) . . . . ?
C99 C58 B112 C65 62.0(10) . . . . ?
C99 C58 B112 C67 -59.3(11) . . . . ?
C99 C58 B112 C100 -176.1(8) . . . . ?
C100 C63 C123 F28 -179.4(9) . . . . ?
C100 C63 C123 C110 -1.1(16) . . . . ?
C104 C90 C121 F34 -178.6(8) . . . . ?
C104 C90 C121 C99 3.2(13) . . . . ?
C109 C67 B112 C58 -13.0(14) . . . . ?
C109 C67 B112 C65 -127.8(9) . . . . ?
C109 C67 B112 C100 110.5(10) . . . . ?
C110 C81 C87 F6 -178.1(8) . . . . ?
C110 C81 C87 C100 1.3(16) . . . . ?
B112 C58 C68 F21 -5.8(14) . . . . ?
B112 C58 C68 C104 172.5(9) . . . . ?
B112 C58 C99 F17 4.3(12) . . . . ?
B112 C58 C99 C121 -171.5(8) . . . . ?
B112 C65 C83 F5 6.3(12) . . . . ?
B112 C65 C83 C119 -172.5(8) . . . . ?
B112 C65 C117 F3 -6.9(13) . . . . ?
B112 C65 C117 C93 173.2(9) . . . . ?
B112 C67 C109 F19 5.9(14) . . . . ?
B112 C67 C109 C129 -174.4(10) . . . . ?
C117 C65 C83 F5 179.2(7) . . . . ?
C117 C65 C83 C119 0.5(12) . . . . ?
C117 C65 B112 C58 -106.9(10) . . . . ?
C117 C65 B112 C67 16.4(13) . . . . ?
C117 C65 B112 C100 130.9(9) . . . . ?
C117 C93 C122 F16 -178.2(8) . . . . ?
C117 C93 C122 C119 1.6(14) . . . . ?
C121 C90 C104 F25 178.4(8) . . . . ?
C121 C90 C104 C68 -1.6(13) . . . . ?
C122 C93 C117 F3 178.0(8) . . . . ?
C122 C93 C117 C65 -2.1(14) . . . . ?
C123 C63 C100 C87 1.4(14) . . . . ?
C123 C63 C100 B112 171.7(9) . . . . ?
C129 C75 C96 F8 -179.3(8) . . . . ?
C129 C75 C96 C55 0.7(14) . . . . ?
F15 C91 C140 F43 1.2(15) . . . . ?
F15 C91 C140 C115 179.7(9) . . . . ?
F24 C127 C138 F11 0.2(14) . . . . ?
F24 C127 C138 C115 -176.7(8) . . . . ?
F37 C94 C139 F33 1.2(14) . . . . ?
F37 C94 C139 C105 178.9(9) . . . . ?
F41 C130 C136 F30 1.0(14) . . . . ?
F41 C130 C136 C82 178.8(8) . . . . ?
F49 C115 C138 F11 2.1(14) . . . . ?
F49 C115 C138 C127 179.1(9) . . . . ?
F49 C115 C140 F43 -0.8(15) . . . . ?
F49 C115 C140 C91 -179.2(9) . . . . ?
C50 C128 C143 C79 -172.4(18) . . . . ?
F51 C105 C130 F41 2.6(15) . . . . ?
F51 C105 C130 C136 179.7(9) . . . . ?
F51 C105 C139 F33 -1.8(15) . . . . ?
F51 C105 C139 C94 -179.4(9) . . . . ?
C79 C91 C140 F43 179.9(8) . . . . ?
C79 C91 C140 C115 -1.6(15) . . . . ?
C79 C127 C138 F11 178.6(8) . . . . ?
C79 C127 C138 C115 1.7(15) . . . . ?
C82 C94 C139 F33 179.9(9) . . . . ?
C82 C94 C139 C105 -2.4(15) . . . . ?
C82 C128 C143 C50 178.4(18) . . . . ?
C82 C128 C143 C79 6(3) . . . . ?
C91 C79 C127 F24 176.2(8) . . . . ?
C91 C79 C127 C138 -2.1(14) . . . . ?
C91 C79 C143 C50 -28(2) . . . . ?
C91 C79 C143 C128 137.2(15) . . . . ?
C92 C98 C137 C50 -176.8(9) . . . . ?
C92 C98 C137 C135 0.3(16) . . . . ?
C92 C120 C142 C135 -2.1(17) . . . . ?
C94 C82 C128 C50 -17(3) . . . . ?
C94 C82 C128 C143 166.1(14) . . . . ?
C94 C82 C136 F30 174.2(8) . . . . ?
C94 C82 C136 C130 -3.5(15) . . . . ?
C98 C92 C120 C142 4.0(17) . . . . ?
C105 C130 C136 F30 -176.1(9) . . . . ?
C105 C130 C136 C82 1.7(15) . . . . ?
C120 C92 C98 C137 -3.1(16) . . . . ?
C127 C79 C91 F15 -179.2(8) . . . . ?
C127 C79 C91 C140 2.1(14) . . . . ?
C127 C79 C143 C50 157.5(16) . . . . ?
C127 C79 C143 C128 -37(2) . . . . ?
C128 C50 C137 C98 -15(3) . . . . ?
C128 C50 C137 C135 168.1(17) . . . . ?
C128 C50 C143 C79 171(2) . . . . ?
C128 C82 C94 F37 1.9(15) . . . . ?
C128 C82 C94 C139 -176.9(9) . . . . ?
C128 C82 C136 F30 -5.0(14) . . . . ?
C128 C82 C136 C130 177.2(9) . . . . ?
C130 C105 C139 F33 178.0(9) . . . . ?
C130 C105 C139 C94 0.4(16) . . . . ?
C136 C82 C94 F37 -177.4(8) . . . . ?
C136 C82 C94 C139 3.9(14) . . . . ?
C136 C82 C128 C50 162.4(17) . . . . ?
C136 C82 C128 C143 -15(2) . . . . ?
C137 C50 C128 C82 7(4) . . . . ?
C137 C50 C128 C143 -175(2) . . . . ?
C137 C50 C143 C79 -14(3) . . . . ?
C137 C50 C143 C128 175.4(17) . . . . ?
C137 C135 C142 C120 -0.6(15) . . . . ?
C138 C115 C140 F43 179.6(9) . . . . ?
C138 C115 C140 C91 1.2(16) . . . . ?
C139 C105 C130 F41 -177.1(9) . . . . ?
C139 C105 C130 C136 0.0(16) . . . . ?
C140 C115 C138 F11 -178.2(9) . . . . ?
C140 C115 C138 C127 -1.2(16) . . . . ?
C142 C135 C137 C50 178.8(9) . . . . ?
C142 C135 C137 C98 1.5(15) . . . . ?
C143 C50 C128 C82 -178(2) . . . . ?
C143 C50 C137 C98 174.1(14) . . . . ?
C143 C50 C137 C135 -3(2) . . . . ?
C143 C79 C91 F15 6.6(13) . . . . ?
C143 C79 C91 C140 -172.1(9) . . . . ?
C143 C79 C127 F24 -9.5(13) . . . . ?
C143 C79 C127 C138 172.1(9) . . . . ?
F53 C141 C144 C133 0.3(16) . . . . ?
F53 C141 C144 C151 -179.2(9) . . . . ?
F53 C141 C145 F86 1.2(17) . . . . ?
F53 C141 C145 C106 176.0(10) . . . . ?
F56 C106 C113 F64 -4.0(18) . . . . ?
F56 C106 C113 C151 -179.1(10) . . . . ?
F56 C106 C145 F86 -6.9(17) . . . . ?
F56 C106 C145 C141 178.4(9) . . . . ?
F61 C78 C85 C134 6.3(14) . . . . ?
F61 C78 C85 C146 -177.4(8) . . . . ?
F61 C78 C3 C114 177.5(9) . . . . ?
F61 C78 C3 F71 -3.5(14) . . . . ?
F64 C113 C151 F44 2.9(17) . . . . ?
F64 C113 C151 C144 -174.2(10) . . . . ?
F77 C146 C149 F111 0.5(17) . . . . ?
F77 C146 C149 C114 176.6(10) . . . . ?
C78 C85 C134 C133 -153.9(16) . . . . ?
C78 C85 C134 C2 24(2) . . . . ?
C78 C85 C146 F77 -175.3(9) . . . . ?
C78 C85 C146 C149 2.8(16) . . . . ?
C85 C78 C3 C114 4.5(17) . . . . ?
C85 C78 C3 F71 -176.6(9) . . . . ?
C85 C134 C2 C133 -178.7(17) . . . . ?
C85 C134 C2 C84 3(3) . . . . ?
C85 C146 C149 F111 -177.7(10) . . . . ?
C85 C146 C149 C114 -1.5(18) . . . . ?
F102 C114 C149 F111 -7.5(18) . . . . ?
F102 C114 C149 C146 176.3(9) . . . . ?
F102 C114 C3 C78 -177.9(9) . . . . ?
F102 C114 C3 F71 3.3(17) . . . . ?
C106 C113 C151 F44 178.3(10) . . . . ?
C106 C113 C151 C144 1.2(18) . . . . ?
C113 C106 C145 F86 179.1(12) . . . . ?
C113 C106 C145 C141 4.3(19) . . . . ?
C133 C134 C2 C84 -178.7(19) . . . . ?
C133 C144 C151 F44 5.9(15) . . . . ?
C133 C144 C151 C113 -177.0(10) . . . . ?
C134 C85 C146 F77 0.9(16) . . . . ?
C134 C85 C146 C149 179.0(10) . . . . ?
C134 C133 C144 C141 14(3) . . . . ?
C134 C133 C144 C151 -166.6(18) . . . . ?
C134 C133 C2 C84 179(2) . . . . ?
C141 C144 C151 F44 -174.6(9) . . . . ?
C141 C144 C151 C113 2.5(17) . . . . ?
C144 C133 C134 C85 -1(4) . . . . ?
C144 C133 C134 C2 180(2) . . . . ?
C144 C133 C2 C134 180.0(18) . . . . ?
C144 C133 C2 C84 -1(3) . . . . ?
C144 C141 C145 F86 -174.8(10) . . . . ?
C144 C141 C145 C106 0.0(17) . . . . ?
C145 C106 C113 F64 170.1(12) . . . . ?
C145 C106 C113 C151 -5(2) . . . . ?
C145 C141 C144 C133 176.3(10) . . . . ?
C145 C141 C144 C151 -3.1(16) . . . . ?
C146 C85 C134 C133 30(2) . . . . ?
C146 C85 C134 C2 -152.2(14) . . . . ?
C149 C114 C3 C78 -2.8(18) . . . . ?
C149 C114 C3 F71 178.3(10) . . . . ?
C59 C80 C131 C147 0.2(16) . . . . ?
C59 C84 C150 C147 2.0(15) . . . . ?
C59 C84 C2 C133 -162.8(16) . . . . ?
C59 C84 C2 C134 15(2) . . . . ?
C80 C59 C84 C150 -3.3(15) . . . . ?
C80 C59 C84 C2 -178.6(9) . . . . ?
C80 C131 C147 C150 -1.5(17) . . . . ?
C84 C59 C80 C131 2.2(15) . . . . ?
C131 C147 C150 C84 0.4(17) . . . . ?
C150 C84 C2 C133 22(2) . . . . ?
C150 C84 C2 C134 -160.4(15) . . . . ?
C1 C48 C54 C72 2.5(13) . . . . ?
C1 C48 C54 B148 -169.6(9) . . . . ?
C2 C133 C134 C85 178.5(19) . . . . ?
C2 C133 C144 C141 -166.1(14) . . . . ?
C2 C133 C144 C151 13(2) . . . . ?
C2 C84 C150 C147 177.1(10) . . . . ?
C3 C78 C85 C134 179.3(10) . . . . ?
C3 C78 C85 C146 -4.4(15) . . . . ?
C3 C114 C149 F111 177.6(10) . . . . ?
C3 C114 C149 C146 1.4(19) . . . . ?

_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_1_CCDC7
_database_code_depnum_ccdc_archive 'CCDC 2258967'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2023-04-25 deposited with the CCDC.	2023-08-10 downloaded from the CCDC.
;
_audit_creation_date             2022-12-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H50 O P, B C24 F20'
_chemical_formula_sum            'C66 H50 B F20 O P'
_chemical_formula_weight         1280.84
_chemical_melting_point          ?
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'
B B 0.0013 0.0007 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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                   18.6810(19)
_cell_length_b                   18.2999(17)
_cell_length_c                   17.4184(14)
_cell_angle_alpha                90
_cell_angle_beta                 100.913(6)
_cell_angle_gamma                90
_cell_volume                     5847.0(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4882
_cell_measurement_temperature    150.01
_cell_measurement_theta_max      19.30
_cell_measurement_theta_min      2.22
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.992
_exptl_absorpt_coefficient_mu    0.155
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       NEDDLE
_exptl_crystal_F_000             2616
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2751
_diffrn_reflns_av_unetI/netI     0.1560
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_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       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            110468
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.110
_diffrn_ambient_temperature      150.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5133
_reflns_number_total             10290
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.508
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     812
_refine_ls_number_reflns         10290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1896
_refine_ls_R_factor_gt           0.0887
_refine_ls_restrained_S_all      1.103
_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)+(0.0636P)²+16.6930P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1805
_refine_ls_wR_factor_ref         0.2344
_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 Aromatic/amide H refined with riding coordinates:
 C38(H38), C50(H50), C51(H51), C55(H55), C56(H56), C57(H57), C58(H58),
 C60(H60), C61(H61), C66(H66), C67(H67), C68(H68), C69(H69), C70(H70), C75(H75),
  C77(H77), C82(H82), C83(H83), C85(H85), C86(H86)
2.b Idealised Me refined as rotating group:
 C54(H54A,H54B,H54C), C71(H71A,H71B,H71C), C73(H73A,H73B,H73C), C76(H76A,H76B,
 H76C), C78(H78A,H78B,H78C), C79(H79A,H79B,H79C), C80(H80A,H80B,H80C), C81(H81A,
 H81B,H81C), C87(H87A,H87B,H87C), C88(H88A,H88B,H88C)
;
_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 0.17503(11) 0.54904(9) 0.69497(10) 0.0279(4) Uani 1 1 d . . . . .
C19 C 0.2487(4) 0.6826(3) 0.6592(3) 0.0239(15) Uani 1 1 d . . . . .
O23 O 0.4110(3) 0.8382(3) 0.7326(3) 0.0564(16) Uani 1 1 d . . . . .
C27 C 0.1450(4) 0.6881(3) 0.4978(4) 0.0252(15) Uani 1 1 d . . . . .
C34 C 0.1149(4) 0.7628(3) 0.5153(4) 0.0268(16) Uani 1 1 d . . . . .
C36 C 0.1289(4) 0.6581(3) 0.4169(4) 0.0267(16) Uani 1 1 d . . . . .
C38 C 0.2321(4) 0.7448(3) 0.6998(4) 0.0307(17) Uani 1 1 d . . . . .
H38 H 0.184177 0.750940 0.709825 0.037 Uiso 1 1 calc R U . . .
C41 C 0.0491(4) 0.7972(3) 0.5300(4) 0.0283(16) Uani 1 1 d . . . . .
C42 C 0.1836(4) 0.7627(3) 0.5108(3) 0.0241(15) Uani 1 1 d . . . . .
C48 C 0.1926(4) 0.6252(3) 0.6315(4) 0.0243(15) Uani 1 1 d . . . . .
C50 C 0.0733(4) 0.6854(3) 0.3587(4) 0.0319(17) Uani 1 1 d . . . . .
H50 H 0.042977 0.723350 0.371564 0.038 Uiso 1 1 calc R U . . .
C51 C 0.3720(4) 0.7284(4) 0.6698(4) 0.0372(18) Uani 1 1 d . . . . .
H51 H 0.419596 0.722590 0.658967 0.045 Uiso 1 1 calc R U . . .
C52 C 0.3543(5) 0.7895(4) 0.7113(4) 0.041(2) Uani 1 1 d . . . . .
C54 C 0.1923(5) 0.4567(4) 0.5682(4) 0.046(2) Uani 1 1 d . . . . .
H54A H 0.182291 0.497064 0.530761 0.069 Uiso 1 1 calc R U . . .
H54B H 0.181275 0.410150 0.540663 0.069 Uiso 1 1 calc R U . . .
H54C H 0.243758 0.457654 0.593608 0.069 Uiso 1 1 calc R U . . .
C55 C 0.3185(4) 0.6768(3) 0.6451(4) 0.0289(16) Uani 1 1 d . . . . .
H55 H 0.330427 0.635435 0.616998 0.035 Uiso 1 1 calc R U . . .
C56 C 0.0466(4) 0.8729(4) 0.5426(4) 0.0353(18) Uani 1 1 d . . . . .
H56 H 0.088306 0.902368 0.541781 0.042 Uiso 1 1 calc R U . . .
C57 C 0.1511(4) 0.6302(3) 0.5599(4) 0.0270(16) Uani 1 1 d . . . . .
H57 H 0.119633 0.589639 0.545892 0.032 Uiso 1 1 calc R U . . .
C58 C 0.3051(4) 0.7603(4) 0.4762(4) 0.042(2) Uani 1 1 d . . . . .
H58 H 0.295646 0.712555 0.455141 0.051 Uiso 1 1 calc R U . . .
C59 C 0.2521(4) 0.7973(4) 0.5080(4) 0.0319(17) Uani 1 1 d . . . . .
C60 C 0.1590(5) 0.5754(4) 0.3187(4) 0.045(2) Uani 1 1 d . . . . .
H60 H 0.188824 0.537306 0.305098 0.054 Uiso 1 1 calc R U . . .
C61 C 0.0611(4) 0.6587(4) 0.2824(4) 0.0364(18) Uani 1 1 d . . . . .
H61 H 0.023075 0.678148 0.243887 0.044 Uiso 1 1 calc R U . . .
C63 C 0.1445(4) 0.4648(3) 0.6302(4) 0.0316(17) Uani 1 1 d . . . . .
C66 C -0.0135(4) 0.7565(4) 0.5314(4) 0.0382(18) Uani 1 1 d . . . . .
H66 H -0.012661 0.705336 0.522117 0.046 Uiso 1 1 calc R U . . .
C67 C 0.2849(4) 0.7975(4) 0.7257(4) 0.0393(19) Uani 1 1 d . . . . .
H67 H 0.272914 0.839172 0.753245 0.047 Uiso 1 1 calc R U . . .
C68 C 0.1713(4) 0.6016(4) 0.3949(4) 0.043(2) Uani 1 1 d . . . . .
H68 H 0.209068 0.580740 0.432725 0.051 Uiso 1 1 calc R U . . .
C69 C -0.0167(5) 0.9037(4) 0.5560(4) 0.046(2) Uani 1 1 d . . . . .
H69 H -0.018348 0.955052 0.563669 0.055 Uiso 1 1 calc R U . . .
C70 C 0.3855(5) 0.8626(6) 0.5061(5) 0.065(3) Uani 1 1 d . . . . .
H70 H 0.431748 0.884589 0.506868 0.078 Uiso 1 1 calc R U . . .
C71 C 0.0646(4) 0.4682(4) 0.5881(4) 0.047(2) Uani 1 1 d . . . . .
H71A H 0.032818 0.469752 0.626879 0.071 Uiso 1 1 calc R U . . .
H71B H 0.053066 0.424742 0.555159 0.071 Uiso 1 1 calc R U . . .
H71C H 0.056851 0.512109 0.555467 0.071 Uiso 1 1 calc R U . . .
C73 C 0.2449(5) 0.4745(4) 0.8333(4) 0.050(2) Uani 1 1 d . . . . .
H73A H 0.210581 0.497872 0.861729 0.075 Uiso 1 1 calc R U . . .
H73B H 0.290259 0.463090 0.869830 0.075 Uiso 1 1 calc R U . . .
H73C H 0.223472 0.429240 0.809050 0.075 Uiso 1 1 calc R U . . .
C74 C 0.2617(4) 0.5272(4) 0.7687(4) 0.0410(19) Uani 1 1 d . . . . .
C75 C 0.2669(4) 0.8685(4) 0.5361(4) 0.0397(19) Uani 1 1 d . . . . .
H75 H 0.230609 0.895185 0.555830 0.048 Uiso 1 1 calc R U . . .
C76 C 0.3180(4) 0.4919(4) 0.7266(5) 0.052(2) Uani 1 1 d . . . . .
H76A H 0.299614 0.444663 0.704885 0.077 Uiso 1 1 calc R U . . .
H76B H 0.363836 0.484558 0.763863 0.077 Uiso 1 1 calc R U . . .
H76C H 0.326683 0.523989 0.684249 0.077 Uiso 1 1 calc R U . . .
C77 C 0.1054(5) 0.6033(4) 0.2636(4) 0.045(2) Uani 1 1 d . . . . .
H77 H 0.097922 0.584828 0.211701 0.054 Uiso 1 1 calc R U . . .
C78 C 0.2995(5) 0.5952(4) 0.8122(4) 0.052(2) Uani 1 1 d . . . . .
H78A H 0.319621 0.625823 0.775345 0.078 Uiso 1 1 calc R U . . .
H78B H 0.338889 0.579220 0.854305 0.078 Uiso 1 1 calc R U . . .
H78C H 0.263725 0.623406 0.834493 0.078 Uiso 1 1 calc R U . . .
C79 C 0.1508(4) 0.3936(3) 0.6791(4) 0.043(2) Uani 1 1 d . . . . .
H79A H 0.202175 0.384301 0.701573 0.064 Uiso 1 1 calc R U . . .
H79B H 0.131146 0.352641 0.645441 0.064 Uiso 1 1 calc R U . . .
H79C H 0.123158 0.398923 0.721319 0.064 Uiso 1 1 calc R U . . .
C80 C 0.0619(5) 0.5146(4) 0.7789(5) 0.059(3) Uani 1 1 d . . . . .
H80A H 0.037747 0.483538 0.735884 0.088 Uiso 1 1 calc R U . . .
H80B H 0.025585 0.533448 0.807763 0.088 Uiso 1 1 calc R U . . .
H80C H 0.098375 0.485895 0.814215 0.088 Uiso 1 1 calc R U . . .
C81 C 0.0420(4) 0.6223(4) 0.6885(5) 0.054(2) Uani 1 1 d . . . . .
H81A H 0.063879 0.666990 0.672009 0.081 Uiso 1 1 calc R U . . .
H81B H 0.001650 0.635277 0.714479 0.081 Uiso 1 1 calc R U . . .
H81C H 0.023699 0.592066 0.642529 0.081 Uiso 1 1 calc R U . . .
C82 C -0.0756(4) 0.7875(5) 0.5456(5) 0.052(2) Uani 1 1 d . . . . .
H82 H -0.117438 0.758275 0.546434 0.062 Uiso 1 1 calc R U . . .
C83 C 0.3331(5) 0.8997(5) 0.5354(5) 0.054(2) Uani 1 1 d . . . . .
H83 H 0.342865 0.947683 0.555434 0.065 Uiso 1 1 calc R U . . .
C84 C 0.0998(4) 0.5795(4) 0.7454(4) 0.043(2) Uani 1 1 d . . . . .
C85 C -0.0777(5) 0.8628(5) 0.5589(5) 0.055(2) Uani 1 1 d . . . . .
H85 H -0.120625 0.885253 0.569686 0.067 Uiso 1 1 calc R U . . .
C86 C 0.3716(5) 0.7939(6) 0.4755(5) 0.062(3) Uani 1 1 d . . . . .
H86 H 0.407746 0.769052 0.453763 0.074 Uiso 1 1 calc R U . . .
C87 C 0.1285(5) 0.6311(4) 0.8157(5) 0.062(3) Uani 1 1 d . . . . .
H87A H 0.161537 0.603967 0.856137 0.093 Uiso 1 1 calc R U . . .
H87B H 0.087217 0.649632 0.837305 0.093 Uiso 1 1 calc R U . . .
H87C H 0.154673 0.672252 0.797802 0.093 Uiso 1 1 calc R U . . .
C88 C 0.3908(6) 0.9085(4) 0.7586(6) 0.075(3) Uani 1 1 d . . . . .
H88A H 0.352194 0.929661 0.718966 0.113 Uiso 1 1 calc R U . . .
H88B H 0.433409 0.940810 0.766909 0.113 Uiso 1 1 calc R U . . .
H88C H 0.373178 0.902818 0.807829 0.113 Uiso 1 1 calc R U . . .
F1 F 0.48295(19) 0.30629(19) 0.43553(19) 0.0310(9) Uani 1 1 d . . . . .
F2 F 0.2406(2) 0.30787(19) 0.4622(2) 0.0347(10) Uani 1 1 d . . . . .
F3 F 0.3100(2) 0.18962(18) 0.2464(2) 0.0326(9) Uani 1 1 d . . . . .
F4 F 0.1887(2) 0.2292(2) 0.3188(2) 0.0375(10) Uani 1 1 d . . . . .
F5 F 0.4610(2) 0.39871(19) 0.29996(19) 0.0333(10) Uani 1 1 d . . . . .
F6 F 0.4227(2) 0.16589(19) 0.3752(2) 0.0362(10) Uani 1 1 d . . . . .
F7 F 0.2691(2) 0.45208(19) 0.4059(2) 0.0356(10) Uani 1 1 d . . . . .
F8 F 0.3110(2) 0.44295(19) 0.2581(2) 0.0361(10) Uani 1 1 d . . . . .
F9 F 0.3714(2) 0.15940(19) 0.1239(2) 0.0414(11) Uani 1 1 d . . . . .
F10 F 0.2362(2) 0.2105(2) 0.5745(2) 0.0491(12) Uani 1 1 d . . . . .
F11 F 0.5449(2) 0.3891(2) 0.5555(2) 0.0428(11) Uani 1 1 d . . . . .
F12 F 0.5201(2) 0.3680(2) 0.1770(2) 0.0402(10) Uani 1 1 d . . . . .
F13 F 0.3335(2) 0.53582(19) 0.5227(2) 0.0445(11) Uani 1 1 d . . . . .
F14 F 0.3231(3) 0.0892(2) 0.5887(2) 0.0559(13) Uani 1 1 d . . . . .
F15 F 0.4160(2) 0.0697(2) 0.4868(2) 0.0501(12) Uani 1 1 d . . . . .
F16 F 0.4772(2) 0.2486(2) 0.0876(2) 0.0432(11) Uani 1 1 d . . . . .
F17 F 0.4685(2) 0.5021(2) 0.6044(2) 0.0485(12) Uani 1 1 d . . . . .
F18 F 0.1924(2) 0.4816(2) 0.1548(2) 0.0521(12) Uani 1 1 d . . . . .
F20 F 0.0721(2) 0.2690(2) 0.2165(2) 0.0541(12) Uani 1 1 d . . . . .
F21 F 0.0703(2) 0.3952(3) 0.1334(2) 0.0610(13) Uani 1 1 d . . . . .
C22 C 0.3831(3) 0.2947(3) 0.2820(3) 0.0194(14) Uani 1 1 d . . . . .
C24 C 0.3300(4) 0.2417(3) 0.4109(3) 0.0232(15) Uani 1 1 d . . . . .
C25 C 0.3648(3) 0.2345(3) 0.2329(3) 0.0251(15) Uani 1 1 d . . . . .
C26 C 0.2522(4) 0.3986(4) 0.2506(4) 0.0287(16) Uani 1 1 d . . . . .
C28 C 0.4691(4) 0.3231(3) 0.1967(4) 0.0273(16) Uani 1 1 d . . . . .
C29 C 0.3711(4) 0.4774(3) 0.5022(4) 0.0316(18) Uani 1 1 d . . . . .
C30 C 0.2567(4) 0.3346(3) 0.2960(3) 0.0248(15) Uani 1 1 d . . . . .
B31 B 0.3361(4) 0.3113(4) 0.3496(4) 0.0245(18) Uani 1 1 d . . . . .
C32 C 0.2857(4) 0.2483(3) 0.4654(4) 0.0254(15) Uani 1 1 d . . . . .
C33 C 0.4435(4) 0.3633(3) 0.4546(3) 0.0244(15) Uani 1 1 d . . . . .
C35 C 0.3723(4) 0.1287(3) 0.4804(4) 0.0325(17) Uani 1 1 d . . . . .
C37 C 0.4371(4) 0.3372(3) 0.2600(3) 0.0241(15) Uani 1 1 d . . . . .
C39 C 0.3730(4) 0.3745(3) 0.4135(3) 0.0220(15) Uani 1 1 d . . . . .
C40 C 0.4763(4) 0.4040(4) 0.5179(4) 0.0292(16) Uani 1 1 d . . . . .
C43 C 0.3743(4) 0.1799(3) 0.4219(4) 0.0288(16) Uani 1 1 d . . . . .
C44 C 0.4480(4) 0.2624(4) 0.1507(3) 0.0283(16) Uani 1 1 d . . . . .
C45 C 0.3947(4) 0.2181(3) 0.1691(3) 0.0255(16) Uani 1 1 d . . . . .
C46 C 0.4390(4) 0.4625(3) 0.5416(4) 0.0329(18) Uani 1 1 d . . . . .
C47 C 0.1925(4) 0.4189(4) 0.1966(4) 0.0368(18) Uani 1 1 d . . . . .
C49 C 0.3389(4) 0.4345(3) 0.4386(4) 0.0269(16) Uani 1 1 d . . . . .
C53 C 0.2812(4) 0.1994(4) 0.5227(4) 0.0334(17) Uani 1 1 d . . . . .
C62 C 0.1935(4) 0.2936(4) 0.2814(4) 0.0286(16) Uani 1 1 d . . . . .
C64 C 0.3249(4) 0.1379(4) 0.5310(4) 0.0382(19) Uani 1 1 d . . . . .
C65 C 0.1321(4) 0.3132(4) 0.2273(4) 0.041(2) Uani 1 1 d . . . . .
C72 C 0.1308(4) 0.3772(4) 0.1849(4) 0.0390(19) 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 C48 1.847(6) . ?
P1 C63 1.932(6) . ?
P1 C74 1.908(8) . ?
P1 C84 1.877(7) . ?
C19 C38 1.405(8) . ?
C19 C48 1.497(9) . ?
C19 C55 1.376(9) . ?
O23 C52 1.379(8) . ?
O23 C88 1.437(9) . ?
C27 C34 1.532(8) . ?
C27 C36 1.489(9) . ?
C27 C42 1.541(9) . ?
C27 C57 1.502(8) . ?
C34 C41 1.445(9) . ?
C34 C42 1.301(9) . ?
C36 C50 1.398(9) . ?
C36 C68 1.400(9) . ?
C38 H38 0.9500 . ?
C38 C67 1.392(10) . ?
C41 C56 1.405(9) . ?
C41 C66 1.390(9) . ?
C42 C59 1.438(9) . ?
C48 C57 1.342(9) . ?
C50 H50 0.9500 . ?
C50 C61 1.393(9) . ?
C51 H51 0.9500 . ?
C51 C52 1.404(10) . ?
C51 C55 1.383(9) . ?
C52 C67 1.375(10) . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C54 C63 1.533(10) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C56 C69 1.369(10) . ?
C57 H57 0.9500 . ?
C58 H58 0.9500 . ?
C58 C59 1.398(10) . ?
C58 C86 1.388(11) . ?
C59 C75 1.401(9) . ?
C60 H60 0.9500 . ?
C60 C68 1.389(9) . ?
C60 C77 1.349(10) . ?
C61 H61 0.9500 . ?
C61 C77 1.386(10) . ?
C63 C71 1.534(10) . ?
C63 C79 1.549(8) . ?
C66 H66 0.9500 . ?
C66 C82 1.356(10) . ?
C67 H67 0.9500 . ?
C68 H68 0.9500 . ?
C69 H69 0.9500 . ?
C69 C85 1.373(11) . ?
C70 H70 0.9500 . ?
C70 C83 1.367(12) . ?
C70 C86 1.372(13) . ?
C71 H71A 0.9800 . ?
C71 H71B 0.9800 . ?
C71 H71C 0.9800 . ?
C73 H73A 0.9800 . ?
C73 H73B 0.9800 . ?
C73 H73C 0.9800 . ?
C73 C74 1.558(9) . ?
C74 C76 1.536(10) . ?
C74 C78 1.555(10) . ?
C75 H75 0.9500 . ?
C75 C83 1.365(10) . ?
C76 H76A 0.9800 . ?
C76 H76B 0.9800 . ?
C76 H76C 0.9800 . ?
C77 H77 0.9500 . ?
C78 H78A 0.9800 . ?
C78 H78B 0.9800 . ?
C78 H78C 0.9800 . ?
C79 H79A 0.9800 . ?
C79 H79B 0.9800 . ?
C79 H79C 0.9800 . ?
C80 H80A 0.9800 . ?
C80 H80B 0.9800 . ?
C80 H80C 0.9800 . ?
C80 C84 1.553(10) . ?
C81 H81A 0.9800 . ?
C81 H81B 0.9800 . ?
C81 H81C 0.9800 . ?
C81 C84 1.536(10) . ?
C82 H82 0.9500 . ?
C82 C85 1.400(11) . ?
C83 H83 0.9500 . ?
C84 C87 1.558(11) . ?
C85 H85 0.9500 . ?
C86 H86 0.9500 . ?
C87 H87A 0.9800 . ?
C87 H87B 0.9800 . ?
C87 H87C 0.9800 . ?
C88 H88A 0.9800 . ?
C88 H88B 0.9800 . ?
C88 H88C 0.9800 . ?
F1 C33 1.354(7) . ?
F2 C32 1.372(7) . ?
F3 C25 1.366(7) . ?
F4 C62 1.358(7) . ?
F5 C37 1.355(7) . ?
F6 C43 1.349(7) . ?
F7 C49 1.359(7) . ?
F8 C26 1.353(7) . ?
F9 C45 1.354(7) . ?
F10 C53 1.360(7) . ?
F11 C40 1.352(7) . ?
F12 C28 1.350(7) . ?
F13 C29 1.364(7) . ?
F14 C64 1.349(7) . ?
F15 C35 1.345(8) . ?
F16 C44 1.340(7) . ?
F17 C46 1.340(7) . ?
F18 C47 1.360(8) . ?
F20 C65 1.367(8) . ?
F21 C72 1.345(8) . ?
C22 C25 1.396(8) . ?
C22 B31 1.626(9) . ?
C22 C37 1.384(8) . ?
C24 B31 1.680(9) . ?
C24 C32 1.379(8) . ?
C24 C43 1.393(9) . ?
C25 C45 1.369(8) . ?
C26 C30 1.407(9) . ?
C26 C47 1.367(9) . ?
C28 C37 1.374(8) . ?
C28 C44 1.383(9) . ?
C29 C46 1.351(10) . ?
C29 C49 1.399(9) . ?
C30 B31 1.652(10) . ?
C30 C62 1.381(9) . ?
B31 C39 1.661(9) . ?
C32 C53 1.355(9) . ?
C33 C39 1.391(9) . ?
C33 C40 1.376(9) . ?
C35 C43 1.391(9) . ?
C35 C64 1.373(10) . ?
C39 C49 1.380(8) . ?
C40 C46 1.383(9) . ?
C44 C45 1.368(9) . ?
C47 C72 1.364(10) . ?
C53 C64 1.381(10) . ?
C62 C65 1.386(10) . ?
C65 C72 1.383(11) . ?

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
C48 P1 C63 108.6(3) . . ?
C48 P1 C74 109.7(3) . . ?
C48 P1 C84 106.8(3) . . ?
C74 P1 C63 110.2(3) . . ?
C84 P1 C63 110.3(3) . . ?
C84 P1 C74 111.2(3) . . ?
C38 C19 C48 121.5(6) . . ?
C55 C19 C38 117.4(6) . . ?
C55 C19 C48 121.1(6) . . ?
C52 O23 C88 115.5(7) . . ?
C34 C27 C42 50.1(4) . . ?
C36 C27 C34 120.0(5) . . ?
C36 C27 C42 118.1(5) . . ?
C36 C27 C57 113.4(5) . . ?
C57 C27 C34 117.8(5) . . ?
C57 C27 C42 123.3(5) . . ?
C41 C34 C27 141.3(6) . . ?
C42 C34 C27 65.3(5) . . ?
C42 C34 C41 153.3(6) . . ?
C50 C36 C27 123.0(6) . . ?
C50 C36 C68 116.5(6) . . ?
C68 C36 C27 120.5(6) . . ?
C19 C38 H38 119.6 . . ?
C67 C38 C19 120.9(7) . . ?
C67 C38 H38 119.6 . . ?
C56 C41 C34 120.8(6) . . ?
C66 C41 C34 121.0(6) . . ?
C66 C41 C56 118.2(7) . . ?
C34 C42 C27 64.6(5) . . ?
C34 C42 C59 153.7(6) . . ?
C59 C42 C27 141.3(6) . . ?
C19 C48 P1 122.0(4) . . ?
C57 C48 P1 118.1(5) . . ?
C57 C48 C19 119.9(5) . . ?
C36 C50 H50 119.0 . . ?
C61 C50 C36 122.1(6) . . ?
C61 C50 H50 119.0 . . ?
C52 C51 H51 120.7 . . ?
C55 C51 H51 120.7 . . ?
C55 C51 C52 118.6(7) . . ?
O23 C52 C51 114.2(7) . . ?
C67 C52 O23 125.7(7) . . ?
C67 C52 C51 120.0(7) . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C63 C54 H54A 109.5 . . ?
C63 C54 H54B 109.5 . . ?
C63 C54 H54C 109.5 . . ?
C19 C55 C51 122.9(6) . . ?
C19 C55 H55 118.5 . . ?
C51 C55 H55 118.5 . . ?
C41 C56 H56 120.4 . . ?
C69 C56 C41 119.2(7) . . ?
C69 C56 H56 120.4 . . ?
C27 C57 H57 114.0 . . ?
C48 C57 C27 132.0(6) . . ?
C48 C57 H57 114.0 . . ?
C59 C58 H58 120.3 . . ?
C86 C58 H58 120.3 . . ?
C86 C58 C59 119.3(8) . . ?
C58 C59 C42 120.1(6) . . ?
C58 C59 C75 118.9(7) . . ?
C75 C59 C42 121.0(6) . . ?
C68 C60 H60 119.5 . . ?
C77 C60 H60 119.5 . . ?
C77 C60 C68 121.0(7) . . ?
C50 C61 H61 120.5 . . ?
C77 C61 C50 119.0(7) . . ?
C77 C61 H61 120.5 . . ?
C54 C63 P1 110.0(5) . . ?
C54 C63 C71 108.1(6) . . ?
C54 C63 C79 108.2(5) . . ?
C71 C63 P1 113.6(5) . . ?
C71 C63 C79 105.2(6) . . ?
C79 C63 P1 111.5(5) . . ?
C41 C66 H66 119.0 . . ?
C82 C66 C41 122.0(7) . . ?
C82 C66 H66 119.0 . . ?
C38 C67 H67 119.9 . . ?
C52 C67 C38 120.2(6) . . ?
C52 C67 H67 119.9 . . ?
C36 C68 H68 119.4 . . ?
C60 C68 C36 121.1(7) . . ?
C60 C68 H68 119.4 . . ?
C56 C69 H69 118.9 . . ?
C56 C69 C85 122.1(8) . . ?
C85 C69 H69 118.9 . . ?
C83 C70 H70 119.9 . . ?
C83 C70 C86 120.2(8) . . ?
C86 C70 H70 119.9 . . ?
C63 C71 H71A 109.5 . . ?
C63 C71 H71B 109.5 . . ?
C63 C71 H71C 109.5 . . ?
H71A C71 H71B 109.5 . . ?
H71A C71 H71C 109.5 . . ?
H71B C71 H71C 109.5 . . ?
H73A C73 H73B 109.5 . . ?
H73A C73 H73C 109.5 . . ?
H73B C73 H73C 109.5 . . ?
C74 C73 H73A 109.5 . . ?
C74 C73 H73B 109.5 . . ?
C74 C73 H73C 109.5 . . ?
C73 C74 P1 110.8(5) . . ?
C76 C74 P1 109.7(5) . . ?
C76 C74 C73 109.5(6) . . ?
C76 C74 C78 106.3(6) . . ?
C78 C74 P1 114.2(5) . . ?
C78 C74 C73 106.2(6) . . ?
C59 C75 H75 119.9 . . ?
C83 C75 C59 120.3(8) . . ?
C83 C75 H75 119.9 . . ?
C74 C76 H76A 109.5 . . ?
C74 C76 H76B 109.5 . . ?
C74 C76 H76C 109.5 . . ?
H76A C76 H76B 109.5 . . ?
H76A C76 H76C 109.5 . . ?
H76B C76 H76C 109.5 . . ?
C60 C77 C61 120.3(7) . . ?
C60 C77 H77 119.9 . . ?
C61 C77 H77 119.9 . . ?
C74 C78 H78A 109.5 . . ?
C74 C78 H78B 109.5 . . ?
C74 C78 H78C 109.5 . . ?
H78A C78 H78B 109.5 . . ?
H78A C78 H78C 109.5 . . ?
H78B C78 H78C 109.5 . . ?
C63 C79 H79A 109.5 . . ?
C63 C79 H79B 109.5 . . ?
C63 C79 H79C 109.5 . . ?
H79A C79 H79B 109.5 . . ?
H79A C79 H79C 109.5 . . ?
H79B C79 H79C 109.5 . . ?
H80A C80 H80B 109.5 . . ?
H80A C80 H80C 109.5 . . ?
H80B C80 H80C 109.5 . . ?
C84 C80 H80A 109.5 . . ?
C84 C80 H80B 109.5 . . ?
C84 C80 H80C 109.5 . . ?
H81A C81 H81B 109.5 . . ?
H81A C81 H81C 109.5 . . ?
H81B C81 H81C 109.5 . . ?
C84 C81 H81A 109.5 . . ?
C84 C81 H81B 109.5 . . ?
C84 C81 H81C 109.5 . . ?
C66 C82 H82 120.2 . . ?
C66 C82 C85 119.7(8) . . ?
C85 C82 H82 120.2 . . ?
C70 C83 H83 119.6 . . ?
C75 C83 C70 120.7(8) . . ?
C75 C83 H83 119.6 . . ?
C80 C84 P1 112.6(5) . . ?
C80 C84 C87 106.3(6) . . ?
C81 C84 P1 110.3(5) . . ?
C81 C84 C80 108.5(7) . . ?
C81 C84 C87 107.0(6) . . ?
C87 C84 P1 111.8(6) . . ?
C69 C85 C82 118.7(8) . . ?
C69 C85 H85 120.6 . . ?
C82 C85 H85 120.6 . . ?
C58 C86 H86 119.8 . . ?
C70 C86 C58 120.5(9) . . ?
C70 C86 H86 119.8 . . ?
C84 C87 H87A 109.5 . . ?
C84 C87 H87B 109.5 . . ?
C84 C87 H87C 109.5 . . ?
H87A C87 H87B 109.5 . . ?
H87A C87 H87C 109.5 . . ?
H87B C87 H87C 109.5 . . ?
O23 C88 H88A 109.5 . . ?
O23 C88 H88B 109.5 . . ?
O23 C88 H88C 109.5 . . ?
H88A C88 H88B 109.5 . . ?
H88A C88 H88C 109.5 . . ?
H88B C88 H88C 109.5 . . ?
C25 C22 B31 119.2(5) . . ?
C37 C22 C25 112.4(5) . . ?
C37 C22 B31 128.1(5) . . ?
C32 C24 B31 119.5(5) . . ?
C32 C24 C43 113.3(6) . . ?
C43 C24 B31 126.3(5) . . ?
F3 C25 C22 118.3(5) . . ?
F3 C25 C45 116.2(5) . . ?
C45 C25 C22 125.4(6) . . ?
F8 C26 C30 119.0(6) . . ?
F8 C26 C47 116.5(6) . . ?
C47 C26 C30 124.5(7) . . ?
F12 C28 C37 121.7(6) . . ?
F12 C28 C44 118.6(5) . . ?
C37 C28 C44 119.7(6) . . ?
F13 C29 C49 118.8(7) . . ?
C46 C29 F13 120.4(6) . . ?
C46 C29 C49 120.8(6) . . ?
C26 C30 B31 119.0(6) . . ?
C62 C30 C26 112.9(6) . . ?
C62 C30 B31 127.6(6) . . ?
C22 B31 C24 115.4(5) . . ?
C22 B31 C30 100.9(5) . . ?
C22 B31 C39 113.8(5) . . ?
C30 B31 C24 113.1(5) . . ?
C30 B31 C39 114.4(5) . . ?
C39 B31 C24 99.9(5) . . ?
F2 C32 C24 119.1(5) . . ?
C53 C32 F2 115.6(6) . . ?
C53 C32 C24 125.3(6) . . ?
F1 C33 C39 119.6(5) . . ?
F1 C33 C40 115.7(6) . . ?
C40 C33 C39 124.6(6) . . ?
F15 C35 C43 120.1(6) . . ?
F15 C35 C64 120.0(6) . . ?
C64 C35 C43 119.9(6) . . ?
F5 C37 C22 120.8(5) . . ?
F5 C37 C28 114.6(5) . . ?
C28 C37 C22 124.6(6) . . ?
C33 C39 B31 118.3(5) . . ?
C49 C39 B31 127.4(6) . . ?
C49 C39 C33 113.8(6) . . ?
F11 C40 C33 121.1(6) . . ?
F11 C40 C46 119.8(6) . . ?
C33 C40 C46 119.1(7) . . ?
F6 C43 C24 121.3(5) . . ?
F6 C43 C35 115.3(6) . . ?
C35 C43 C24 123.3(6) . . ?
F16 C44 C28 120.7(6) . . ?
F16 C44 C45 120.5(6) . . ?
C45 C44 C28 118.7(5) . . ?
F9 C45 C25 120.7(6) . . ?
F9 C45 C44 120.1(5) . . ?
C44 C45 C25 119.2(6) . . ?
F17 C46 C29 120.5(6) . . ?
F17 C46 C40 120.6(7) . . ?
C29 C46 C40 118.8(6) . . ?
F18 C47 C26 121.1(7) . . ?
F18 C47 C72 118.5(7) . . ?
C72 C47 C26 120.5(7) . . ?
F7 C49 C29 115.7(6) . . ?
F7 C49 C39 121.3(6) . . ?
C39 C49 C29 122.8(7) . . ?
F10 C53 C64 118.7(6) . . ?
C32 C53 F10 121.5(6) . . ?
C32 C53 C64 119.8(6) . . ?
F4 C62 C30 121.0(6) . . ?
F4 C62 C65 115.4(6) . . ?
C30 C62 C65 123.6(7) . . ?
F14 C64 C35 120.5(7) . . ?
F14 C64 C53 121.2(6) . . ?
C35 C64 C53 118.3(6) . . ?
F20 C65 C62 119.5(7) . . ?
F20 C65 C72 119.8(7) . . ?
C72 C65 C62 120.7(7) . . ?
F21 C72 C47 122.9(7) . . ?
F21 C72 C65 119.4(7) . . ?
C47 C72 C65 117.7(7) . . ?

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 C48 C57 C27 172.5(5) . . . . ?
C19 C38 C67 C52 0.3(10) . . . . ?
C19 C48 C57 C27 -4.4(10) . . . . ?
O23 C52 C67 C38 178.9(6) . . . . ?
C27 C34 C41 C56 -178.8(7) . . . . ?
C27 C34 C41 C66 0.6(12) . . . . ?
C27 C34 C42 C59 171.6(14) . . . . ?
C27 C36 C50 C61 177.2(6) . . . . ?
C27 C36 C68 C60 -177.0(7) . . . . ?
C27 C42 C59 C58 9.7(12) . . . . ?
C27 C42 C59 C75 -171.0(7) . . . . ?
C34 C27 C36 C50 -16.1(9) . . . . ?
C34 C27 C36 C68 161.9(6) . . . . ?
C34 C27 C42 C59 -174.1(10) . . . . ?
C34 C27 C57 C48 -66.1(9) . . . . ?
C34 C41 C56 C69 179.8(6) . . . . ?
C34 C41 C66 C82 179.6(7) . . . . ?
C34 C42 C59 C58 -158.1(12) . . . . ?
C34 C42 C59 C75 21.2(17) . . . . ?
C36 C27 C34 C41 80.5(10) . . . . ?
C36 C27 C34 C42 -103.0(6) . . . . ?
C36 C27 C42 C34 107.1(6) . . . . ?
C36 C27 C42 C59 -67.0(11) . . . . ?
C36 C27 C57 C48 146.3(7) . . . . ?
C36 C50 C61 C77 0.1(10) . . . . ?
C38 C19 C48 P1 -86.2(7) . . . . ?
C38 C19 C48 C57 90.7(7) . . . . ?
C38 C19 C55 C51 0.9(9) . . . . ?
C41 C34 C42 C27 175.1(14) . . . . ?
C41 C34 C42 C59 -13(2) . . . . ?
C41 C56 C69 C85 1.0(11) . . . . ?
C41 C66 C82 C85 0.3(11) . . . . ?
C42 C27 C34 C41 -176.5(10) . . . . ?
C42 C27 C36 C50 -74.0(8) . . . . ?
C42 C27 C36 C68 104.0(7) . . . . ?
C42 C27 C57 C48 -7.6(11) . . . . ?
C42 C34 C41 C56 8.2(17) . . . . ?
C42 C34 C41 C66 -172.3(11) . . . . ?
C42 C59 C75 C83 177.9(6) . . . . ?
C48 P1 C84 C80 161.3(6) . . . . ?
C48 P1 C84 C81 39.9(6) . . . . ?
C48 P1 C84 C87 -79.1(5) . . . . ?
C48 C19 C38 C67 179.6(6) . . . . ?
C48 C19 C55 C51 -179.8(6) . . . . ?
C50 C36 C68 C60 1.1(10) . . . . ?
C50 C61 C77 C60 0.5(11) . . . . ?
C51 C52 C67 C38 0.7(10) . . . . ?
C52 C51 C55 C19 0.0(10) . . . . ?
C55 C19 C38 C67 -1.1(9) . . . . ?
C55 C19 C48 P1 94.5(6) . . . . ?
C55 C19 C48 C57 -88.6(8) . . . . ?
C55 C51 C52 O23 -179.2(6) . . . . ?
C55 C51 C52 C67 -0.8(10) . . . . ?
C56 C41 C66 C82 -1.0(10) . . . . ?
C56 C69 C85 C82 -1.7(12) . . . . ?
C57 C27 C34 C41 -65.0(11) . . . . ?
C57 C27 C34 C42 111.6(6) . . . . ?
C57 C27 C36 C50 130.7(6) . . . . ?
C57 C27 C36 C68 -51.3(8) . . . . ?
C57 C27 C42 C34 -100.3(7) . . . . ?
C57 C27 C42 C59 85.7(10) . . . . ?
C58 C59 C75 C83 -2.8(10) . . . . ?
C59 C58 C86 C70 0.2(11) . . . . ?
C59 C75 C83 C70 1.1(11) . . . . ?
C63 P1 C48 C19 -149.2(5) . . . . ?
C63 P1 C48 C57 33.9(6) . . . . ?
C63 P1 C84 C80 43.4(7) . . . . ?
C63 P1 C84 C81 -77.9(6) . . . . ?
C63 P1 C84 C87 163.1(5) . . . . ?
C66 C41 C56 C69 0.3(10) . . . . ?
C66 C82 C85 C69 1.0(12) . . . . ?
C68 C36 C50 C61 -0.9(10) . . . . ?
C68 C60 C77 C61 -0.3(12) . . . . ?
C74 P1 C48 C19 -28.7(6) . . . . ?
C74 P1 C48 C57 154.4(5) . . . . ?
C74 P1 C84 C80 -79.1(6) . . . . ?
C74 P1 C84 C81 159.5(5) . . . . ?
C74 P1 C84 C87 40.5(6) . . . . ?
C77 C60 C68 C36 -0.6(12) . . . . ?
C83 C70 C86 C58 -2.0(13) . . . . ?
C84 P1 C48 C19 91.9(6) . . . . ?
C84 P1 C48 C57 -85.0(6) . . . . ?
C86 C58 C59 C42 -178.6(7) . . . . ?
C86 C58 C59 C75 2.1(10) . . . . ?
C86 C70 C83 C75 1.3(12) . . . . ?
C88 O23 C52 C51 166.2(7) . . . . ?
C88 O23 C52 C67 -12.1(10) . . . . ?
F1 C33 C39 B31 7.5(8) . . . . ?
F1 C33 C39 C49 -179.8(5) . . . . ?
F1 C33 C40 F11 2.9(8) . . . . ?
F1 C33 C40 C46 -179.1(5) . . . . ?
F2 C32 C53 F10 -1.8(9) . . . . ?
F2 C32 C53 C64 -179.5(6) . . . . ?
F3 C25 C45 F9 -1.3(9) . . . . ?
F3 C25 C45 C44 177.7(6) . . . . ?
F4 C62 C65 F20 1.5(9) . . . . ?
F4 C62 C65 C72 -179.2(6) . . . . ?
F8 C26 C30 B31 -6.5(8) . . . . ?
F8 C26 C30 C62 -178.7(5) . . . . ?
F8 C26 C47 F18 -1.8(9) . . . . ?
F8 C26 C47 C72 179.6(6) . . . . ?
F10 C53 C64 F14 0.5(10) . . . . ?
F10 C53 C64 C35 -177.3(6) . . . . ?
F11 C40 C46 F17 -4.0(9) . . . . ?
F11 C40 C46 C29 178.6(6) . . . . ?
F12 C28 C37 F5 -0.2(9) . . . . ?
F12 C28 C37 C22 178.0(6) . . . . ?
F12 C28 C44 F16 -0.5(9) . . . . ?
F12 C28 C44 C45 -177.9(6) . . . . ?
F13 C29 C46 F17 4.2(9) . . . . ?
F13 C29 C46 C40 -178.3(5) . . . . ?
F13 C29 C49 F7 -4.9(8) . . . . ?
F13 C29 C49 C39 179.8(5) . . . . ?
F15 C35 C43 F6 -0.9(9) . . . . ?
F15 C35 C43 C24 178.9(6) . . . . ?
F15 C35 C64 F14 1.9(10) . . . . ?
F15 C35 C64 C53 179.7(6) . . . . ?
F16 C44 C45 F9 0.6(10) . . . . ?
F16 C44 C45 C25 -178.4(6) . . . . ?
F18 C47 C72 F21 0.3(10) . . . . ?
F18 C47 C72 C65 179.3(6) . . . . ?
F20 C65 C72 F21 0.2(9) . . . . ?
F20 C65 C72 C47 -178.9(6) . . . . ?
C22 C25 C45 F9 -178.0(6) . . . . ?
C22 C25 C45 C44 1.0(10) . . . . ?
C22 B31 C39 C33 -57.4(7) . . . . ?
C22 B31 C39 C49 131.1(6) . . . . ?
C24 B31 C39 C33 66.2(7) . . . . ?
C24 B31 C39 C49 -105.3(7) . . . . ?
C24 C32 C53 F10 179.6(6) . . . . ?
C24 C32 C53 C64 1.9(11) . . . . ?
C25 C22 B31 C24 54.5(8) . . . . ?
C25 C22 B31 C30 -67.7(7) . . . . ?
C25 C22 B31 C39 169.3(5) . . . . ?
C25 C22 C37 F5 178.8(5) . . . . ?
C25 C22 C37 C28 0.7(9) . . . . ?
C26 C30 B31 C22 -65.3(6) . . . . ?
C26 C30 B31 C24 170.9(5) . . . . ?
C26 C30 B31 C39 57.3(7) . . . . ?
C26 C30 C62 F4 178.5(5) . . . . ?
C26 C30 C62 C65 0.5(9) . . . . ?
C26 C47 C72 F21 178.9(6) . . . . ?
C26 C47 C72 C65 -2.1(10) . . . . ?
C28 C44 C45 F9 178.1(6) . . . . ?
C28 C44 C45 C25 -0.9(10) . . . . ?
C30 C26 C47 F18 -179.7(5) . . . . ?
C30 C26 C47 C72 1.7(10) . . . . ?
C30 B31 C39 C33 -172.6(5) . . . . ?
C30 B31 C39 C49 15.8(9) . . . . ?
C30 C62 C65 F20 179.6(5) . . . . ?
C30 C62 C65 C72 -1.0(10) . . . . ?
B31 C22 C25 F3 -3.3(8) . . . . ?
B31 C22 C25 C45 173.4(6) . . . . ?
B31 C22 C37 F5 5.3(10) . . . . ?
B31 C22 C37 C28 -172.9(6) . . . . ?
B31 C24 C32 F2 8.0(8) . . . . ?
B31 C24 C32 C53 -173.4(6) . . . . ?
B31 C24 C43 F6 -8.5(10) . . . . ?
B31 C24 C43 C35 171.6(6) . . . . ?
B31 C30 C62 F4 7.1(9) . . . . ?
B31 C30 C62 C65 -170.9(6) . . . . ?
B31 C39 C49 F7 -6.4(9) . . . . ?
B31 C39 C49 C29 168.6(6) . . . . ?
C32 C24 B31 C22 -173.9(6) . . . . ?
C32 C24 B31 C30 -58.5(7) . . . . ?
C32 C24 B31 C39 63.6(7) . . . . ?
C32 C24 C43 F6 -178.1(5) . . . . ?
C32 C24 C43 C35 2.1(9) . . . . ?
C32 C53 C64 F14 178.3(6) . . . . ?
C32 C53 C64 C35 0.5(10) . . . . ?
C33 C39 C49 F7 -178.3(5) . . . . ?
C33 C39 C49 C29 -3.2(9) . . . . ?
C33 C40 C46 F17 178.1(5) . . . . ?
C33 C40 C46 C29 0.6(9) . . . . ?
C37 C22 C25 F3 -177.5(5) . . . . ?
C37 C22 C25 C45 -0.8(9) . . . . ?
C37 C22 B31 C24 -132.3(6) . . . . ?
C37 C22 B31 C30 105.4(7) . . . . ?
C37 C22 B31 C39 -17.6(9) . . . . ?
C37 C28 C44 F16 178.3(6) . . . . ?
C37 C28 C44 C45 0.8(10) . . . . ?
C39 C33 C40 F11 179.2(5) . . . . ?
C39 C33 C40 C46 -2.9(10) . . . . ?
C40 C33 C39 B31 -168.6(6) . . . . ?
C40 C33 C39 C49 4.0(9) . . . . ?
C43 C24 B31 C22 17.1(9) . . . . ?
C43 C24 B31 C30 132.6(6) . . . . ?
C43 C24 B31 C39 -105.3(7) . . . . ?
C43 C24 C32 F2 178.4(5) . . . . ?
C43 C24 C32 C53 -3.0(9) . . . . ?
C43 C35 C64 F14 -179.1(6) . . . . ?
C43 C35 C64 C53 -1.3(10) . . . . ?
C44 C28 C37 F5 -178.9(6) . . . . ?
C44 C28 C37 C22 -0.7(10) . . . . ?
C46 C29 C49 F7 176.7(6) . . . . ?
C46 C29 C49 C39 1.3(10) . . . . ?
C47 C26 C30 B31 171.4(6) . . . . ?
C47 C26 C30 C62 -0.8(9) . . . . ?
C49 C29 C46 F17 -177.3(6) . . . . ?
C49 C29 C46 C40 0.1(10) . . . . ?
C62 C30 B31 C22 105.7(6) . . . . ?
C62 C30 B31 C24 -18.2(8) . . . . ?
C62 C30 B31 C39 -131.7(6) . . . . ?
C62 C65 C72 F21 -179.2(6) . . . . ?
C62 C65 C72 C47 1.8(10) . . . . ?
C64 C35 C43 F6 -179.9(6) . . . . ?
C64 C35 C43 C24 0.0(10) . . . . ?

_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_1_CCDC8
_database_code_depnum_ccdc_archive 'CCDC 2258970'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2023-05-16 deposited with the CCDC.	2023-08-10 downloaded from the CCDC.
;
_audit_creation_date             2023-05-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_chemical_formula_moiety         'B C24 F20, C18 H10 F2'
_chemical_formula_sum            'C42 H10 B F22'
_chemical_formula_weight         943.336
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.19320 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.27760 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   13.8258(14)
_cell_length_b                   12.3979(11)
_cell_length_c                   20.914(2)
_cell_angle_alpha                90
_cell_angle_beta                 101.592(6)
_cell_angle_gamma                90
_cell_volume                     3511.8(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8090
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      22.48
_cell_measurement_theta_min      2.23
_exptl_absorpt_coefficient_mu    0.185
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.784
_exptl_crystal_density_meas      .
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             1862.166
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.11
_diffrn_reflns_av_R_equivalents  0.1316
_diffrn_reflns_av_unetI/netI     0.0872
_diffrn_reflns_Laue_measured_fraction_full 0.9995
_diffrn_reflns_Laue_measured_fraction_max 0.9995
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            68883
_diffrn_reflns_point_group_measured_fraction_full 0.9995
_diffrn_reflns_point_group_measured_fraction_max 0.9995
_diffrn_reflns_theta_full        24.9991
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.63
_diffrn_ambient_temperature      150.00
_diffrn_measured_fraction_theta_full 0.9995
_diffrn_measured_fraction_theta_max 0.9995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              12
_reflns_limit_h_min              -16
_reflns_limit_k_max              14
_reflns_limit_k_min              0
_reflns_limit_l_max              24
_reflns_limit_l_min              -11
_reflns_number_gt                4163
_reflns_number_total             6187
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.5264
_refine_diff_density_min         -0.4488
_refine_diff_density_rms         0.1095
_refine_ls_d_res_high            0.8409
_refine_ls_d_res_low             12.5141
_refine_ls_goodness_of_fit_ref   1.0800
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    20
_refine_ls_number_parameters     586
_refine_ls_number_reflns         6187
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0830
_refine_ls_R_factor_gt           0.0442
_refine_ls_restrained_S_all      1.0800
_refine_ls_shift/su_max          0.0005
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0255P)²+1.3476P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0927
_refine_ls_wR_factor_ref         0.1130
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C42(H42), C43(H43), C46(H46), C49(H49), C60(H60), C61(H61), C62(H62),
 C63(H63), C64(H64), C65(H65)
;
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_refinement_flags_posn
F1 F 0.91951(12) 0.66681(13) 0.09099(8) 0.0311(4) Uani 1.000000 .
F2 F 0.78002(12) 0.50686(12) 0.10384(8) 0.0300(4) Uani 1.000000 .
F3 F 1.09534(12) 0.58096(12) 0.18784(8) 0.0326(4) Uani 1.000000 .
F4 F 0.81334(13) 0.30339(13) 0.08148(8) 0.0354(4) Uani 1.000000 .
F6 F 0.70772(12) 0.54217(13) 0.22715(8) 0.0305(4) Uani 1.000000 .
F7 F 1.03006(12) 0.49301(13) 0.29639(8) 0.0313(4) Uani 1.000000 .
F8 F 0.91863(13) 0.85466(12) 0.27440(8) 0.0343(4) Uani 1.000000 .
F10 F 1.25541(13) 0.69942(15) 0.21355(9) 0.0436(5) Uani 1.000000 .
F11 F 0.98677(13) 0.69512(14) 0.36730(8) 0.0369(4) Uani 1.000000 .
F12 F 0.95730(13) 0.18929(13) 0.16285(9) 0.0424(5) Uani 1.000000 .
F13 F 0.70551(12) 0.77487(13) 0.23049(8) 0.0336(4) Uani 1.000000 .
F14 F 1.05995(12) 0.28613(13) 0.27298(9) 0.0398(5) Uani 1.000000 .
F15 F 0.63042(12) 0.49537(13) 0.33178(8) 0.0368(4) Uani 1.000000 .
F16 F 0.59052(12) 0.87137(13) 0.13114(8) 0.0369(4) Uani 1.000000 .
F17 F 0.90185(15) 0.66140(15) 0.46808(8) 0.0493(5) Uani 1.000000 .
F18 F 0.80431(14) 0.76772(14) -0.00754(8) 0.0421(5) Uani 1.000000 .
F19 F 0.63619(13) 0.87105(14) 0.01029(8) 0.0424(5) Uani 1.000000 .
F20 F 0.72266(14) 0.55949(15) 0.45196(8) 0.0455(5) Uani 1.000000 .
F21 F 1.07883(15) 0.98193(14) 0.28862(9) 0.0491(5) Uani 1.000000 .
F22 F 1.25151(14) 0.90305(15) 0.26380(9) 0.0535(6) Uani 1.000000 .
C23 C 0.8533(2) 0.4584(2) 0.14791(13) 0.0229(6) Uani 1.000000 .
C24 C 0.8179(2) 0.7101(2) 0.16624(13) 0.0224(6) Uani 1.000000 .
C25 C 0.9923(2) 0.3422(2) 0.23024(14) 0.0265(7) Uani 1.000000 .
C26 C 0.90675(19) 0.5141(2) 0.20088(13) 0.0209(6) Uani 1.000000 .
C27 C 0.7796(2) 0.7696(2) 0.05177(13) 0.0266(7) Uani 1.000000 .
C28 C 0.7595(2) 0.5725(2) 0.28683(13) 0.0250(7) Uani 1.000000 .
C29 C 0.6954(2) 0.8209(2) 0.06038(14) 0.0283(7) Uani 1.000000 .
C30 C 0.8499(2) 0.6253(2) 0.29059(13) 0.0226(6) Uani 1.000000 .
C31 C 0.8379(2) 0.7178(2) 0.10366(14) 0.0248(7) Uani 1.000000 .
C32 C 0.8684(2) 0.3512(2) 0.13480(14) 0.0259(7) Uani 1.000000 .
C33 C 0.7172(2) 0.5485(2) 0.33912(14) 0.0283(7) Uani 1.000000 .
C34 C 0.9399(2) 0.2927(2) 0.17572(15) 0.0281(7) Uani 1.000000 .
C36 C 1.0010(2) 0.8137(2) 0.25766(14) 0.0283(7) Uani 1.000000 .
C37 C 1.0864(2) 0.6773(2) 0.21736(14) 0.0269(7) Uani 1.000000 .
C38 C 1.1714(2) 0.7382(3) 0.22859(14) 0.0316(7) Uani 1.000000 .
C39 C 0.7340(2) 0.7678(2) 0.17261(13) 0.0240(7) Uani 1.000000 .
C40 C 0.9751(2) 0.4494(2) 0.24149(14) 0.0242(7) Uani 1.000000 .
C41 C 0.8953(2) 0.6497(2) 0.35384(14) 0.0268(7) Uani 1.000000 .
C45 C 0.7650(2) 0.5795(2) 0.40024(14) 0.0311(7) Uani 1.000000 .
C47 C 0.9977(2) 0.7089(2) 0.23326(13) 0.0249(7) Uani 1.000000 .
C51 C 0.6731(2) 0.8207(2) 0.12156(14) 0.0263(7) Uani 1.000000 .
B52 B 0.8928(2) 0.6407(3) 0.22276(15) 0.0227(7) Uani 1.000000 .
C54 C 1.0831(3) 0.8802(2) 0.26699(14) 0.0339(8) Uani 1.000000 .
C56 C 0.8545(2) 0.6303(2) 0.40799(14) 0.0319(7) Uani 1.000000 .
C58 C 1.1698(2) 0.8416(3) 0.25361(15) 0.0360(8) Uani 1.000000 .
F5 F -0.00093(12) 0.29048(13) 0.03839(8) 0.0336(4) Uani 1.000000 .
F9 F 0.15189(12) 0.41851(13) 0.08964(8) 0.0358(4) Uani 1.000000 .
C35 C 0.0781(2) 0.4585(2) 0.04486(14) 0.0272(7) Uani 1.000000 .
C42 C 0.4488(2) 0.6353(2) 0.09604(14) 0.0311(7) Uani 1.000000 .
H42 H 0.4507(2) 0.7095(2) 0.10767(14) 0.0373(9) Uiso 1.000000 R
C43 C 0.3569(2) 0.4753(2) 0.05333(14) 0.0305(7) Uani 1.000000 .
H43 H 0.2958(2) 0.4412(2) 0.03589(14) 0.0366(9) Uiso 1.000000 R
C44 C 0.1662(2) 0.6328(2) 0.05012(14) 0.0276(7) Uani 1.000000 .
C46 C 0.5351(2) 0.5762(3) 0.10300(15) 0.0360(8) Uani 1.000000 .
H46 H 0.5968(2) 0.6097(3) 0.11949(15) 0.0432(10) Uiso 1.000000 R
C48 C 0.3588(2) 0.5845(2) 0.07170(13) 0.0263(7) Uani 1.000000 .
C49 C 0.0961(2) 0.8797(3) 0.07903(15) 0.0372(8) Uani 1.000000 .
H49 H 0.0416(2) 0.8326(3) 0.06551(15) 0.0447(10) Uiso 1.000000 R
C50 C 0.1928(2) 0.8419(2) 0.08335(13) 0.0291(7) Uani 1.000000 .
C53 C -0.0009(2) 0.3938(2) 0.01924(14) 0.0270(7) Uani 1.000000 .
C55 C 0.0807(2) 0.5660(2) 0.02571(14) 0.0261(7) Uani 1.000000 .
C57 C 0.2077(2) 0.7302(2) 0.06924(13) 0.0278(7) Uani 1.000000 .
C59 C 0.2669(2) 0.6397(2) 0.06633(13) 0.0280(7) Uani 1.000000 .
C60 C 0.0807(3) 0.9852(3) 0.09444(17) 0.0452(9) Uani 1.000000 .
H60 H 0.0153(3) 1.0111(3) 0.09173(17) 0.0543(11) Uiso 1.000000 R
C61 C 0.2732(2) 0.9109(2) 0.10276(14) 0.0334(8) Uani 1.000000 .
H61 H 0.3387(2) 0.8852(2) 0.10597(14) 0.0401(9) Uiso 1.000000 R
C62 C 0.2558(3) 1.0175(3) 0.11729(16) 0.0442(9) Uani 1.000000 .
H62 H 0.3097(3) 1.0658(3) 0.12957(16) 0.0530(11) Uiso 1.000000 R
C63 C 0.5316(2) 0.4681(3) 0.08598(15) 0.0360(8) Uani 1.000000 .
H63 H 0.5912(2) 0.4279(3) 0.09191(15) 0.0432(10) Uiso 1.000000 R
C64 C 0.1603(3) 1.0537(3) 0.11393(16) 0.0462(9) Uani 1.000000 .
H64 H 0.1492(3) 1.1263(3) 0.12510(16) 0.0555(11) Uiso 1.000000 R
C65 C 0.4432(2) 0.4180(2) 0.06057(15) 0.0331(8) Uani 1.000000 .
H65 H 0.4422(2) 0.3442(2) 0.04816(15) 0.0397(9) Uiso 1.000000 R


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
F1 C31 1.365(3) . ?
F2 C23 1.365(3) . ?
F3 C37 1.362(3) . ?
F4 C32 1.354(3) . ?
F6 C28 1.361(3) . ?
F7 C40 1.356(3) . ?
F8 C36 1.355(3) . ?
F10 C38 1.351(3) . ?
F11 C41 1.361(3) . ?
F12 C34 1.342(3) . ?
F13 C39 1.349(3) . ?
F14 C25 1.350(3) . ?
F15 C33 1.351(3) . ?
F16 C51 1.352(3) . ?
F17 C56 1.351(3) . ?
F18 C27 1.351(3) . ?
F19 C29 1.345(3) . ?
F20 C45 1.352(3) . ?
F21 C54 1.346(3) . ?
F22 C58 1.343(3) . ?
C23 C26 1.386(4) . ?
C23 C32 1.381(4) . ?
C24 C31 1.394(4) . ?
C24 C39 1.391(4) . ?
C24 B52 1.649(4) . ?
C25 C34 1.367(4) . ?
C25 C40 1.378(4) . ?
C26 C40 1.391(4) . ?
C26 B52 1.658(4) . ?
C27 C29 1.370(4) . ?
C27 C31 1.374(4) . ?
C28 C30 1.399(4) . ?
C28 C33 1.372(4) . ?
C29 C51 1.375(4) . ?
C30 C41 1.379(4) . ?
C30 B52 1.655(4) . ?
C32 C34 1.377(4) . ?
C33 C45 1.371(4) . ?
C36 C47 1.394(4) . ?
C36 C54 1.385(4) . ?
C37 C38 1.377(4) . ?
C37 C47 1.389(4) . ?
C38 C58 1.387(4) . ?
C39 C51 1.385(4) . ?
C41 C56 1.384(4) . ?
C45 C56 1.368(4) . ?
C47 B52 1.655(4) . ?
C54 C58 1.371(4) . ?
F5 C53 1.342(3) . ?
F9 C35 1.334(3) . ?
C35 C53 1.374(4) . ?
C35 C55 1.394(4) . ?
C42 H42 0.9500 . ?
C42 C46 1.383(4) . ?
C42 C48 1.396(4) . ?
C43 H43 0.9500 . ?
C43 C48 1.406(4) . ?
C43 C65 1.371(4) . ?
C44 C55 1.450(4) . ?
C44 C57 1.362(4) . ?
C44 C59 1.367(4) . ?
C46 H46 0.9500 . ?
C46 C63 1.384(4) . ?
C48 C59 1.428(4) . ?
C49 H49 0.9500 . ?
C49 C50 1.402(4) . ?
C49 C60 1.374(4) . ?
C50 C57 1.439(4) . ?
C50 C61 1.396(4) . ?
C53 C55 1.390(4) 3_565 ?
C57 C59 1.397(4) . ?
C60 H60 0.9500 . ?
C60 C64 1.386(5) . ?
C61 H61 0.9500 . ?
C61 C62 1.388(4) . ?
C62 H62 0.9500 . ?
C62 C64 1.384(5) . ?
C63 H63 0.9500 . ?
C63 C65 1.379(4) . ?
C64 H64 0.9500 . ?
C65 H65 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
C26 C23 F2 121.7(2) . . ?
C32 C23 F2 114.2(2) . . ?
C32 C23 C26 124.1(3) . . ?
C39 C24 C31 112.4(2) . . ?
B52 C24 C31 119.6(2) . . ?
B52 C24 C39 127.9(2) . . ?
C34 C25 F14 120.1(3) . . ?
C40 C25 F14 120.2(3) . . ?
C40 C25 C34 119.6(3) . . ?
C40 C26 C23 112.9(2) . . ?
B52 C26 C23 128.3(2) . . ?
B52 C26 C40 118.7(2) . . ?
C29 C27 F18 120.4(3) . . ?
C31 C27 F18 120.1(3) . . ?
C31 C27 C29 119.5(3) . . ?
C30 C28 F6 118.7(2) . . ?
C33 C28 F6 116.2(3) . . ?
C33 C28 C30 125.1(3) . . ?
C27 C29 F19 120.8(3) . . ?
C51 C29 F19 120.7(3) . . ?
C51 C29 C27 118.5(3) . . ?
C41 C30 C28 112.7(2) . . ?
B52 C30 C28 118.4(2) . . ?
B52 C30 C41 128.7(3) . . ?
C24 C31 F1 118.6(2) . . ?
C27 C31 F1 116.1(2) . . ?
C27 C31 C24 125.3(3) . . ?
C23 C32 F4 120.2(3) . . ?
C34 C32 F4 119.7(2) . . ?
C34 C32 C23 120.1(3) . . ?
C28 C33 F15 121.7(3) . . ?
C45 C33 F15 119.6(3) . . ?
C45 C33 C28 118.7(3) . . ?
C25 C34 F12 120.7(3) . . ?
C32 C34 F12 120.9(3) . . ?
C32 C34 C25 118.4(3) . . ?
C47 C36 F8 118.5(3) . . ?
C54 C36 F8 116.7(3) . . ?
C54 C36 C47 124.8(3) . . ?
C38 C37 F3 114.0(3) . . ?
C47 C37 F3 121.4(3) . . ?
C47 C37 C38 124.7(3) . . ?
C37 C38 F10 120.6(3) . . ?
C58 C38 F10 119.8(3) . . ?
C58 C38 C37 119.6(3) . . ?
C24 C39 F13 121.3(2) . . ?
C51 C39 F13 114.7(2) . . ?
C51 C39 C24 124.0(3) . . ?
C25 C40 F7 116.3(2) . . ?
C26 C40 F7 118.9(2) . . ?
C26 C40 C25 124.8(3) . . ?
C30 C41 F11 120.9(2) . . ?
C56 C41 F11 114.7(3) . . ?
C56 C41 C30 124.4(3) . . ?
C33 C45 F20 119.3(3) . . ?
C56 C45 F20 121.1(3) . . ?
C56 C45 C33 119.6(3) . . ?
C37 C47 C36 112.7(3) . . ?
B52 C47 C36 119.2(3) . . ?
B52 C47 C37 128.1(3) . . ?
C29 C51 F16 119.4(3) . . ?
C39 C51 F16 120.4(3) . . ?
C39 C51 C29 120.1(3) . . ?
C26 B52 C24 112.8(2) . . ?
C30 B52 C24 113.2(2) . . ?
C30 B52 C26 102.1(2) . . ?
C47 B52 C24 103.6(2) . . ?
C47 B52 C26 111.9(2) . . ?
C47 B52 C30 113.6(2) . . ?
C36 C54 F21 121.0(3) . . ?
C58 C54 F21 119.6(3) . . ?
C58 C54 C36 119.4(3) . . ?
C41 C56 F17 120.7(3) . . ?
C45 C56 F17 119.9(3) . . ?
C45 C56 C41 119.4(3) . . ?
C38 C58 F22 120.5(3) . . ?
C54 C58 F22 120.8(3) . . ?
C54 C58 C38 118.7(3) . . ?
C53 C35 F9 119.5(3) . . ?
C55 C35 F9 119.8(3) . . ?
C55 C35 C53 120.7(3) . . ?
C46 C42 H42 120.46(18) . . ?
C48 C42 H42 120.46(17) . . ?
C48 C42 C46 119.1(3) . . ?
C48 C43 H43 119.95(17) . . ?
C65 C43 H43 119.95(18) . . ?
C65 C43 C48 120.1(3) . . ?
C57 C44 C55 151.1(3) . . ?
C59 C44 C55 147.1(3) . . ?
C59 C44 C57 61.6(2) . . ?
H46 C46 C42 119.94(18) . . ?
C63 C46 C42 120.1(3) . . ?
C63 C46 H46 119.94(19) . . ?
C43 C48 C42 120.0(3) . . ?
C59 C48 C42 121.7(3) . . ?
C59 C48 C43 118.2(3) . . ?
C50 C49 H49 120.18(18) . . ?
C60 C49 H49 120.2(2) . . ?
C60 C49 C50 119.6(3) . . ?
C57 C50 C49 118.9(3) . . ?
C61 C50 C49 120.4(3) . . ?
C61 C50 C57 120.7(3) . . ?
C35 C53 F5 119.2(3) . . ?
C55 C53 F5 119.8(3) 3_565 . ?
C55 C53 C35 121.0(3) 3_565 . ?
C44 C55 C35 120.8(3) . . ?
C53 C55 C35 118.3(3) 3_565 . ?
C53 C55 C44 120.9(3) 3_565 . ?
C50 C57 C44 147.5(3) . . ?
C59 C57 C44 59.4(2) . . ?
C59 C57 C50 153.0(3) . . ?
C48 C59 C44 146.6(3) . . ?
C57 C59 C44 59.0(2) . . ?
C57 C59 C48 154.3(3) . . ?
H60 C60 C49 120.0(2) . . ?
C64 C60 C49 120.1(3) . . ?
C64 C60 H60 120.0(2) . . ?
H61 C61 C50 120.48(18) . . ?
C62 C61 C50 119.0(3) . . ?
C62 C61 H61 120.5(2) . . ?
H62 C62 C61 119.9(2) . . ?
C64 C62 C61 120.2(3) . . ?
C64 C62 H62 119.9(2) . . ?
H63 C63 C46 119.42(19) . . ?
C65 C63 C46 121.2(3) . . ?
C65 C63 H63 119.42(19) . . ?
C62 C64 C60 120.7(3) . . ?
H64 C64 C60 119.7(2) . . ?
H64 C64 C62 119.7(2) . . ?
C63 C65 C43 119.5(3) . . ?
H65 C65 C43 120.23(18) . . ?
H65 C65 C63 120.23(19) . . ?

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
F1 C31 C24 C39 178.6(2) . . . . ?
F1 C31 C24 B52 0.1(3) . . . . ?
F1 C31 C27 F18 0.3(3) . . . . ?
F1 C31 C27 C29 178.8(2) . . . . ?
F2 C23 C26 C40 177.4(3) . . . . ?
F2 C23 C26 B52 2.1(3) . . . . ?
F2 C23 C32 F4 0.7(3) . . . . ?
F2 C23 C32 C34 -179.7(2) . . . . ?
F3 C37 C38 F10 -3.0(3) . . . . ?
F3 C37 C38 C58 174.9(2) . . . . ?
F3 C37 C47 C36 -174.6(3) . . . . ?
F3 C37 C47 B52 1.8(3) . . . . ?
F4 C32 C23 C26 -179.4(2) . . . . ?
F4 C32 C34 F12 1.3(3) . . . . ?
F4 C32 C34 C25 -178.0(2) . . . . ?
F6 C28 C30 C41 -178.9(2) . . . . ?
F6 C28 C30 B52 -4.1(3) . . . . ?
F6 C28 C33 F15 1.7(3) . . . . ?
F6 C28 C33 C45 -178.5(2) . . . . ?
F7 C40 C25 F14 0.7(3) . . . . ?
F7 C40 C25 C34 -179.8(2) . . . . ?
F7 C40 C26 C23 -177.8(2) . . . . ?
F7 C40 C26 B52 -2.1(3) . . . . ?
F8 C36 C47 C37 179.3(3) . . . . ?
F8 C36 C47 B52 2.6(3) . . . . ?
F8 C36 C54 F21 -3.2(3) . . . . ?
F8 C36 C54 C58 177.2(3) . . . . ?
F10 C38 C37 C47 177.7(2) . . . . ?
F10 C38 C58 F22 -0.8(3) . . . . ?
F10 C38 C58 C54 178.4(3) . . . . ?
F11 C41 C30 C28 175.9(3) . . . . ?
F11 C41 C30 B52 1.8(3) . . . . ?
F11 C41 C56 F17 3.7(3) . . . . ?
F11 C41 C56 C45 -176.5(2) . . . . ?
F12 C34 C25 F14 -2.2(3) . . . . ?
F12 C34 C25 C40 178.2(2) . . . . ?
F12 C34 C32 C23 -178.3(2) . . . . ?
F13 C39 C24 C31 -176.5(3) . . . . ?
F13 C39 C24 B52 1.8(3) . . . . ?
F13 C39 C51 F16 -2.0(3) . . . . ?
F13 C39 C51 C29 178.8(2) . . . . ?
F14 C25 C34 C32 177.1(3) . . . . ?
F14 C25 C40 C26 -179.5(2) . . . . ?
F15 C33 C28 C30 -178.7(2) . . . . ?
F15 C33 C45 F20 -2.3(3) . . . . ?
F15 C33 C45 C56 178.0(3) . . . . ?
F16 C51 C29 F19 0.2(3) . . . . ?
F16 C51 C29 C27 179.7(3) . . . . ?
F16 C51 C39 C24 177.3(2) . . . . ?
F17 C56 C41 C30 -176.8(3) . . . . ?
F17 C56 C45 F20 0.0(3) . . . . ?
F17 C56 C45 C33 179.7(3) . . . . ?
F18 C27 C29 F19 -0.6(3) . . . . ?
F18 C27 C29 C51 179.9(3) . . . . ?
F18 C27 C31 C24 -177.1(2) . . . . ?
F19 C29 C27 C31 -179.1(3) . . . . ?
F19 C29 C51 C39 179.3(3) . . . . ?
F20 C45 C33 C28 177.9(3) . . . . ?
F20 C45 C56 C41 -179.8(3) . . . . ?
F21 C54 C36 C47 177.6(2) . . . . ?
F21 C54 C58 F22 2.1(3) . . . . ?
F21 C54 C58 C38 -177.1(3) . . . . ?
F22 C58 C38 C37 -178.8(3) . . . . ?
F22 C58 C54 C36 -178.2(3) . . . . ?
C23 C26 C40 C25 2.4(3) . . . . ?
C23 C26 B52 C24 -10.9(3) . . . . ?
C23 C26 B52 C30 110.9(3) . . . . ?
C23 C26 B52 C47 -127.3(3) . . . . ?
C23 C32 C34 C25 2.4(3) . . . . ?
C24 C31 C27 C29 1.4(3) . . . . ?
C24 C39 C51 C29 -1.9(3) . . . . ?
C24 B52 C26 C40 174.1(2) . . . . ?
C24 B52 C30 C28 59.7(3) . . . . ?
C24 B52 C30 C41 -126.5(2) . . . . ?
C24 B52 C47 C36 64.1(2) . . . . ?
C24 B52 C47 C37 -112.0(2) . . . . ?
C25 C40 C26 B52 178.1(3) . . . . ?
C26 B52 C30 C28 -61.9(2) . . . . ?
C26 B52 C30 C41 112.0(2) . . . . ?
C26 B52 C47 C36 -174.0(2) . . . . ?
C26 B52 C47 C37 9.8(3) . . . . ?
C27 C29 C51 C39 -1.2(3) . . . . ?
C28 C30 C41 C56 -3.5(3) . . . . ?
C28 C30 B52 C47 177.5(2) . . . . ?
C28 C33 C45 C56 -1.9(3) . . . . ?
C30 C41 C56 C45 3.0(3) . . . . ?
C30 B52 C47 C36 -59.1(3) . . . . ?
C30 B52 C47 C37 124.7(2) . . . . ?
C33 C45 C56 C41 -0.1(3) . . . . ?
C36 C47 C37 C38 4.7(3) . . . . ?
C36 C54 C58 C38 2.5(3) . . . . ?
C37 C38 C58 C54 0.5(3) . . . . ?
F5 C53 C35 F9 -2.0(3) . . . . ?
F5 C53 C35 C55 179.6(2) . . . . ?
F5 C53 C55 C35 -179.6(2) . . 3_565 3_565 ?
F5 C53 C55 C44 2.8(3) . . 3_565 3_565 ?
F9 C35 C53 C55 177.6(2) . . . 3_565 ?
F9 C35 C55 C44 4.8(3) . . . . ?
F9 C35 C55 C53 -177.6(2) . . . 3_565 ?
C35 C53 C55 C35 0.8(3) . . 3_565 3_565 ?
C35 C53 C55 C44 -176.8(3) . . 3_565 3_565 ?
C35 C55 C44 C57 -147.2(3) . . . . ?
C35 C55 C44 C59 39.9(4) . . . . ?
C35 C55 C53 C35 -0.8(2) . . 3_565 3_565 ?
C42 C46 C63 C65 1.5(4) . . . . ?
C42 C48 C43 C65 1.4(3) . . . . ?
C42 C48 C59 C44 -177.1(3) . . . . ?
C42 C48 C59 C57 6.9(5) . . . . ?
C43 C48 C59 C44 1.3(4) . . . . ?
C43 C48 C59 C57 -174.8(3) . . . . ?
C43 C65 C63 C46 -1.5(4) . . . . ?
C44 C57 C50 C49 2.2(5) . . . . ?
C44 C57 C50 C61 -179.5(5) . . . . ?
C44 C57 C59 C48 177.5(3) . . . . ?
C44 C59 C57 C50 176.9(3) . . . . ?
C48 C59 C57 C50 -5.6(8) . . . . ?
C49 C50 C57 C59 -172.9(3) . . . . ?
C49 C50 C61 C62 -0.4(3) . . . . ?
C49 C60 C64 C62 0.9(4) . . . . ?
C50 C61 C62 C64 1.5(3) . . . . ?
C60 C64 C62 C61 -1.7(4) . . . . ?


_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_1_CCDC10
_database_code_depnum_ccdc_archive 'CCDC 2258965'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2023-04-25 deposited with the CCDC.	2023-08-10 downloaded from the CCDC.
;
_audit_creation_date             2023-03-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_chemical_formula_moiety         'C72 H50 F4 P2, 2(B C24 F20)'
_chemical_formula_sum            'C118.5 H50 B2 F44 P2'
_chemical_formula_weight         2393.243
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.19320 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.27760 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09671 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11490 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   13.468(3)
_cell_length_b                   15.211(3)
_cell_length_c                   15.382(3)
_cell_angle_alpha                82.704(12)
_cell_angle_beta                 66.558(12)
_cell_angle_gamma                77.177(13)
_cell_volume                     2816.4(10)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    3249
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      19.24
_cell_measurement_theta_min      2.36
_exptl_absorpt_coefficient_mu    0.160
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_meas      .
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1198.411
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.22
_diffrn_reflns_av_R_equivalents  0.1651
_diffrn_reflns_av_unetI/netI     0.2176
_diffrn_reflns_Laue_measured_fraction_full 0.9988
_diffrn_reflns_Laue_measured_fraction_max 0.9988
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            52348
_diffrn_reflns_point_group_measured_fraction_full 0.9988
_diffrn_reflns_point_group_measured_fraction_max 0.9988
_diffrn_reflns_theta_full        24.9993
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.37
_diffrn_ambient_temperature      150.00
_diffrn_measured_fraction_theta_full 0.9988
_diffrn_measured_fraction_theta_max 0.9988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              16
_reflns_limit_h_min              -14
_reflns_limit_k_max              18
_reflns_limit_k_min              -17
_reflns_limit_l_max              18
_reflns_limit_l_min              0
_reflns_number_gt                4219
_reflns_number_total             9893
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.8889
_refine_diff_density_min         -0.8772
_refine_diff_density_rms         0.1932
_refine_ls_d_res_high            0.8409
_refine_ls_d_res_low             14.8180
_refine_ls_extinction_coef       0.0066
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0339
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    50
_refine_ls_number_parameters     758
_refine_ls_number_reflns         9893
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1864
_refine_ls_R_factor_gt           0.0714
_refine_ls_restrained_S_all      1.0339
_refine_ls_shift/su_max          0.0009
_refine_ls_shift/su_mean         0.0002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0856P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1524
_refine_ls_wR_factor_ref         0.2086
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C32(H32), C40(H40), C42(H42), C44(H44), C45(H45), C46(H46), C52(H52),
 C55(H55), C62(H62), C63(H63), C65(H65), C68(H68), C69(H69), C70(H70), C71(H71),
  C74(H74), C78(H78), C79(H79), C80(H80), C81(H81), C83(H83), C84(H84),
 C85(H85), C88(H88), C89(H89)
;
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_refinement_flags_posn
P1 P 0.80369(13) 0.24170(10) 0.18380(11) 0.0327(4) Uani 1.000000 .
F1 F 0.5203(3) -0.0579(2) 0.8004(2) 0.0408(9) Uani 1.000000 .
F2 F 0.2224(3) 0.1800(2) 0.9420(2) 0.0374(9) Uani 1.000000 .
F3 F 0.4019(3) 0.1768(2) 0.9929(2) 0.0431(9) Uani 1.000000 .
F4 F 0.5983(3) 0.0700(2) 0.8634(2) 0.0403(9) Uani 1.000000 .
F5 F 0.4393(3) 0.0251(2) 0.6574(2) 0.0474(10) Uani 1.000000 .
F6 F 0.2509(3) 0.3116(2) 0.7814(2) 0.0438(9) Uani 1.000000 .
F7 F 0.4755(3) 0.3148(2) 0.6852(2) 0.0452(10) Uani 1.000000 .
F8 F 1.1659(3) 0.3915(2) 0.0403(2) 0.0451(9) Uani 1.000000 .
F9 F 0.7869(3) 0.4849(2) 0.1009(2) 0.0444(9) Uani 1.000000 .
F10 F 0.4178(3) -0.1729(2) 0.9324(2) 0.0450(10) Uani 1.000000 .
F11 F 0.5623(3) 0.1606(2) 0.5690(2) 0.0424(9) Uani 1.000000 .
F12 F 0.1242(3) 0.0640(2) 1.0751(2) 0.0465(10) Uani 1.000000 .
F13 F 0.8146(3) 0.0197(2) 0.7709(3) 0.0538(10) Uani 1.000000 .
F14 F 0.2191(3) -0.1160(2) 1.0716(2) 0.0496(10) Uani 1.000000 .
F15 F 0.7765(3) 0.1111(2) 0.4818(2) 0.0577(11) Uani 1.000000 .
F16 F 0.1368(3) 0.3288(3) 0.6738(3) 0.0612(11) Uani 1.000000 .
F18 F 0.9071(3) 0.0405(3) 0.5789(3) 0.0607(11) Uani 1.000000 .
F19 F 0.3237(3) 0.0445(3) 0.5483(3) 0.0673(12) Uani 1.000000 .
F20 F 0.4140(3) 0.3284(3) 1.0530(3) 0.0657(12) Uani 1.000000 .
F22 F 0.4902(3) 0.4645(2) 0.7468(3) 0.0707(13) Uani 1.000000 .
C23 C 0.6200(5) 0.1238(4) 0.6247(4) 0.0353(16) Uani 1.000000 .
C24 C 0.2768(5) 0.0912(4) 0.9384(4) 0.0297(15) Uani 1.000000 .
C25 C 0.6390(5) 0.0803(4) 0.7673(4) 0.0353(16) Uani 1.000000 .
C26 C 0.4212(5) -0.0227(4) 0.8681(4) 0.0290(15) Uani 1.000000 .
C27 C 0.2708(5) -0.0555(4) 1.0066(4) 0.0350(16) Uani 1.000000 .
C28 C 0.9749(5) 0.4327(4) 0.0759(4) 0.0261(14) Uani 1.000000 .
C29 C 0.3562(5) 0.1683(4) 0.7232(4) 0.0317(15) Uani 1.000000 .
F30 F 0.1717(4) 0.1970(3) 0.5537(3) 0.0753(13) Uani 1.000000 .
C31 C 0.5651(5) 0.1149(4) 0.7226(4) 0.0280(14) Uani 1.000000 .
C32 C 0.8939(5) 0.0942(4) 0.2721(4) 0.0325(15) Uani 1.000000 .
H32 H 0.8869(5) 0.1348(4) 0.3171(4) 0.0390(19) Uiso 1.000000 R
C33 C 1.0639(5) 0.2493(4) 0.2411(4) 0.0297(15) Uani 1.000000 .
C34 C 0.3710(5) -0.0839(4) 0.9355(4) 0.0316(15) Uani 1.000000 .
C35 C 0.3795(5) 0.0694(4) 0.8662(4) 0.0263(14) Uani 1.000000 .
C36 C 0.4219(5) 0.2469(4) 0.9289(5) 0.0371(16) Uani 1.000000 .
C37 C 0.8664(4) 0.1269(4) 0.1939(4) 0.0288(15) Uani 1.000000 .
C38 C 1.0818(5) 0.4453(4) 0.0213(4) 0.0300(15) Uani 1.000000 .
C39 C 0.7502(5) 0.0544(4) 0.7223(4) 0.0362(16) Uani 1.000000 .
C40 C 1.1748(5) 0.2290(4) 0.1840(5) 0.0422(17) Uani 1.000000 .
H40 H 1.1990(5) 0.2449(4) 0.1181(5) 0.051(2) Uiso 1.000000 R
C41 C 0.8938(5) 0.4910(4) 0.0520(4) 0.0294(15) Uani 1.000000 .
C42 C 0.9311(5) 0.0035(4) 0.2842(4) 0.0388(16) Uani 1.000000 .
H42 H 0.9475(5) -0.0178(4) 0.3387(4) 0.047(2) Uiso 1.000000 R
C43 C 0.6582(5) 0.2504(4) 0.2480(4) 0.0306(15) Uani 1.000000 .
C44 C 1.0300(5) 0.2238(4) 0.3384(4) 0.0382(16) Uani 1.000000 .
H44 H 0.9544(5) 0.2378(4) 0.3789(4) 0.046(2) Uiso 1.000000 R
C45 C 0.8790(5) 0.0645(4) 0.1291(4) 0.0371(16) Uani 1.000000 .
H45 H 0.8600(5) 0.0847(4) 0.0757(4) 0.0445(19) Uiso 1.000000 R
C46 C 0.9463(5) 0.2526(4) -0.0017(4) 0.0347(16) Uani 1.000000 .
H46 H 1.0011(5) 0.2204(4) 0.0207(4) 0.0417(19) Uiso 1.000000 R
C47 C 0.2238(5) 0.0340(4) 1.0082(4) 0.0329(15) Uani 1.000000 .
C48 C 0.4579(5) 0.3149(4) 0.7789(5) 0.0378(16) Uani 1.000000 .
C49 C 0.7323(6) 0.1000(4) 0.5781(4) 0.0398(17) Uani 1.000000 .
C50 C 0.4289(5) 0.3241(5) 0.9614(5) 0.0454(18) Uani 1.000000 .
C51 C 0.9833(5) 0.2997(4) 0.2036(4) 0.0305(15) Uani 1.000000 .
C52 C 1.2497(5) 0.1862(4) 0.2227(5) 0.0434(17) Uani 1.000000 .
H52 H 1.3258(5) 0.1736(4) 0.1831(5) 0.052(2) Uiso 1.000000 R
C53 C 0.7981(5) 0.0644(4) 0.6244(5) 0.0404(17) Uani 1.000000 .
C54 C 0.2750(5) 0.2430(4) 0.7242(4) 0.0352(16) Uani 1.000000 .
C55 C 0.7718(5) 0.4629(4) 0.3167(5) 0.0408(17) Uani 1.000000 .
H55 H 0.8128(5) 0.4954(4) 0.2620(5) 0.049(2) Uiso 1.000000 R
C56 C 0.9504(5) 0.3635(4) 0.1508(4) 0.0286(14) Uani 1.000000 .
C58 C 0.7819(5) 0.3705(4) 0.3158(4) 0.0324(15) Uani 1.000000 .
C59 C 0.8599(5) 0.3210(4) 0.2278(4) 0.0304(15) Uani 1.000000 .
C61 C 0.3662(5) 0.1028(4) 0.6625(5) 0.0378(16) Uani 1.000000 .
C62 C 0.9452(5) -0.0571(4) 0.2187(5) 0.0405(17) Uani 1.000000 .
H62 H 0.9729(5) -0.1194(4) 0.2270(5) 0.049(2) Uiso 1.000000 R
C63 C 1.2165(6) 0.1608(4) 0.3185(5) 0.0422(17) Uani 1.000000 .
H63 H 1.2690(6) 0.1317(4) 0.3447(5) 0.051(2) Uiso 1.000000 R
C64 C 0.2303(6) 0.1887(5) 0.6085(5) 0.0459(18) Uani 1.000000 .
C65 C 0.5893(5) 0.3340(4) 0.2535(5) 0.0482(19) Uani 1.000000 .
H65 H 0.6191(5) 0.3854(4) 0.2212(5) 0.058(2) Uiso 1.000000 R
C66 C 0.8360(5) 0.2699(4) 0.0605(4) 0.0348(16) Uani 1.000000 .
C68 C 0.4342(6) 0.2674(5) 0.3544(5) 0.058(2) Uani 1.000000 .
H68 H 0.3578(6) 0.2738(5) 0.3927(5) 0.070(3) Uiso 1.000000 R
C69 C 0.7241(5) 0.3240(4) 0.3956(4) 0.0409(17) Uani 1.000000 .
H69 H 0.7331(5) 0.2602(4) 0.3956(4) 0.049(2) Uiso 1.000000 R
C70 C 0.9186(5) -0.0260(4) 0.1417(4) 0.0371(16) Uani 1.000000 .
H70 H 0.9276(5) -0.0672(4) 0.0964(4) 0.0445(19) Uiso 1.000000 R
C71 C 0.7563(6) 0.3155(4) 0.0271(5) 0.0480(18) Uani 1.000000 .
H71 H 0.6809(6) 0.3276(4) 0.0685(5) 0.058(2) Uiso 1.000000 R
C72 C 0.3073(6) 0.1117(5) 0.6063(5) 0.0447(18) Uani 1.000000 .
C73 C 0.2138(5) 0.2538(5) 0.6687(5) 0.0420(17) Uani 1.000000 .
C74 C 0.6127(5) 0.1763(4) 0.2953(5) 0.0429(18) Uani 1.000000 .
H74 H 0.6593(5) 0.1188(4) 0.2918(5) 0.052(2) Uiso 1.000000 R
C75 C 0.4337(5) 0.2387(4) 0.8352(4) 0.0315(15) Uani 1.000000 .
B76 B 0.4341(6) 0.1477(4) 0.7871(5) 0.0302(17) Uani 1.000000 .
C77 C 0.4667(5) 0.3922(4) 0.8091(6) 0.0493(19) Uani 1.000000 .
C78 C 1.1063(6) 0.1788(4) 0.3746(5) 0.0432(17) Uani 1.000000 .
H78 H 1.0824(6) 0.1597(4) 0.4397(5) 0.052(2) Uiso 1.000000 R
C79 C 0.5019(5) 0.1843(5) 0.3471(5) 0.055(2) Uani 1.000000 .
H79 H 0.4719(5) 0.1325(5) 0.3778(5) 0.066(2) Uiso 1.000000 R
C80 C 0.7001(6) 0.5085(4) 0.3997(5) 0.0504(19) Uani 1.000000 .
H80 H 0.6935(6) 0.5719(4) 0.4007(5) 0.061(2) Uiso 1.000000 R
C81 C 0.9758(6) 0.2823(4) -0.0954(5) 0.0481(18) Uani 1.000000 .
H81 H 1.0511(6) 0.2715(4) -0.1371(5) 0.058(2) Uiso 1.000000 R
C83 C 0.4778(6) 0.3426(5) 0.3056(5) 0.058(2) Uani 1.000000 .
H83 H 0.4307(6) 0.3996(5) 0.3083(5) 0.069(3) Uiso 1.000000 R
C84 C 0.6517(5) 0.3702(5) 0.4770(5) 0.0518(19) Uani 1.000000 .
H84 H 0.6104(5) 0.3376(5) 0.5314(5) 0.062(2) Uiso 1.000000 R
C85 C 0.6397(6) 0.4624(5) 0.4794(5) 0.0523(19) Uani 1.000000 .
H85 H 0.5908(6) 0.4935(5) 0.5349(5) 0.063(2) Uiso 1.000000 R
C88 C 0.7885(7) 0.3435(5) -0.0690(6) 0.075(2) Uani 1.000000 .
H88 H 0.7346(7) 0.3742(5) -0.0930(6) 0.090(3) Uiso 1.000000 R
C89 C 0.8976(7) 0.3269(5) -0.1285(5) 0.065(2) Uani 1.000000 .
H89 H 0.9186(7) 0.3467(5) -0.1933(5) 0.078(3) Uiso 1.000000 R
F17 F 0.4582(4) 0.4751(3) 0.9321(3) 0.0841(15) Uani 1.000000 .
C2 C 0.4511(6) 0.3975(5) 0.9010(6) 0.057(2) Uani 1.000000 .


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 C37 1.780(6) . ?
P1 C43 1.792(6) . ?
P1 C59 1.873(6) . ?
P1 C66 1.786(6) . ?
F1 C26 1.368(6) . ?
F2 C24 1.382(6) . ?
F3 C36 1.353(7) . ?
F4 C25 1.358(6) . ?
F5 C61 1.348(7) . ?
F6 C54 1.350(7) . ?
F7 C48 1.365(7) . ?
F8 C38 1.352(6) . ?
F9 C41 1.351(6) . ?
F10 C34 1.359(6) . ?
F11 C23 1.366(7) . ?
F12 C47 1.348(6) . ?
F13 C39 1.343(7) . ?
F14 C27 1.352(6) . ?
F15 C49 1.362(6) . ?
F16 C73 1.347(7) . ?
F18 C53 1.337(7) . ?
F19 C72 1.365(7) . ?
F20 C50 1.351(7) . ?
F22 C77 1.368(7) . ?
C23 C31 1.393(8) . ?
C23 C49 1.375(8) . ?
C24 C35 1.386(7) . ?
C24 C47 1.360(7) . ?
C25 C31 1.400(8) . ?
C25 C39 1.364(8) . ?
C26 C34 1.370(7) . ?
C26 C35 1.390(7) . ?
C27 C34 1.375(8) . ?
C27 C47 1.367(8) . ?
C28 C38 1.391(7) . ?
C28 C41 1.385(8) . ?
C28 C56 1.445(7) . ?
C29 C54 1.387(8) . ?
C29 C61 1.400(8) . ?
C29 B76 1.662(9) . ?
F30 C64 1.344(7) . ?
C31 B76 1.639(9) . ?
C32 H32 0.9500 . ?
C32 C37 1.397(7) . ?
C32 C42 1.375(8) . ?
C33 C40 1.386(8) . ?
C33 C44 1.409(8) . ?
C33 C51 1.454(8) . ?
C35 B76 1.659(8) . ?
C36 C50 1.369(8) . ?
C36 C75 1.404(8) . ?
C37 C45 1.399(8) . ?
C38 C41 1.374(7) 2_765 ?
C39 C53 1.385(8) . ?
C40 H40 0.9500 . ?
C40 C52 1.372(8) . ?
C42 H42 0.9500 . ?
C42 C62 1.382(8) . ?
C43 C65 1.387(8) . ?
C43 C74 1.386(7) . ?
C44 H44 0.9500 . ?
C44 C78 1.370(8) . ?
C45 H45 0.9500 . ?
C45 C70 1.382(8) . ?
C46 H46 0.9500 . ?
C46 C66 1.397(8) . ?
C46 C81 1.378(8) . ?
C48 C75 1.374(8) . ?
C48 C77 1.363(8) . ?
C49 C53 1.334(9) . ?
C50 C2 1.365(9) . ?
C51 C56 1.302(8) . ?
C51 C59 1.519(8) . ?
C52 H52 0.9500 . ?
C52 C63 1.389(8) . ?
C54 C73 1.379(8) . ?
C55 H55 0.9500 . ?
C55 C58 1.384(8) . ?
C55 C80 1.411(8) . ?
C56 C59 1.520(7) . ?
C58 C59 1.509(8) . ?
C58 C69 1.370(8) . ?
C61 C72 1.366(8) . ?
C62 H62 0.9500 . ?
C62 C70 1.369(8) . ?
C63 H63 0.9500 . ?
C63 C78 1.372(8) . ?
C64 C72 1.376(9) . ?
C64 C73 1.364(9) . ?
C65 H65 0.9500 . ?
C65 C83 1.377(8) . ?
C66 C71 1.384(8) . ?
C68 H68 0.9500 . ?
C68 C79 1.373(9) . ?
C68 C83 1.394(8) . ?
C69 H69 0.9500 . ?
C69 C84 1.401(8) . ?
C70 H70 0.9500 . ?
C71 H71 0.9500 . ?
C71 C88 1.401(9) . ?
C74 H74 0.9500 . ?
C74 C79 1.370(8) . ?
C75 B76 1.648(9) . ?
C77 C2 1.355(10) . ?
C78 H78 0.9500 . ?
C79 H79 0.9500 . ?
C80 H80 0.9500 . ?
C80 C85 1.378(8) . ?
C81 H81 0.9500 . ?
C81 C89 1.360(9) . ?
C83 H83 0.9500 . ?
C84 H84 0.9500 . ?
C84 C85 1.379(8) . ?
C85 H85 0.9500 . ?
C88 H88 0.9500 . ?
C88 C89 1.372(10) . ?
C89 H89 0.9500 . ?
F17 C2 1.364(7) . ?

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
C43 P1 C37 107.4(3) . . ?
C59 P1 C37 112.6(3) . . ?
C59 P1 C43 111.4(3) . . ?
C66 P1 C37 107.3(3) . . ?
C66 P1 C43 111.5(3) . . ?
C66 P1 C59 106.6(3) . . ?
C31 C23 F11 120.0(6) . . ?
C49 C23 F11 115.9(5) . . ?
C49 C23 C31 124.1(6) . . ?
C35 C24 F2 117.8(5) . . ?
C47 C24 F2 115.7(5) . . ?
C47 C24 C35 126.5(6) . . ?
C31 C25 F4 118.5(5) . . ?
C39 C25 F4 116.1(6) . . ?
C39 C25 C31 125.4(6) . . ?
C34 C26 F1 115.1(5) . . ?
C35 C26 F1 120.1(5) . . ?
C35 C26 C34 124.7(6) . . ?
C34 C27 F14 120.1(6) . . ?
C47 C27 F14 121.2(6) . . ?
C47 C27 C34 118.7(5) . . ?
C41 C28 C38 114.7(5) . . ?
C56 C28 C38 122.6(5) . . ?
C56 C28 C41 122.6(5) . . ?
C61 C29 C54 112.7(6) . . ?
B76 C29 C54 128.2(5) . . ?
B76 C29 C61 119.0(5) . . ?
C25 C31 C23 111.3(5) . . ?
B76 C31 C23 128.8(6) . . ?
B76 C31 C25 119.6(5) . . ?
C37 C32 H32 119.8(3) . . ?
C42 C32 H32 119.8(4) . . ?
C42 C32 C37 120.5(6) . . ?
C44 C33 C40 118.8(6) . . ?
C51 C33 C40 121.4(5) . . ?
C51 C33 C44 119.8(6) . . ?
C26 C34 F10 121.0(6) . . ?
C27 C34 F10 119.2(5) . . ?
C27 C34 C26 119.8(6) . . ?
C26 C35 C24 111.4(5) . . ?
B76 C35 C24 120.7(5) . . ?
B76 C35 C26 127.8(5) . . ?
C50 C36 F3 116.1(6) . . ?
C75 C36 F3 120.5(5) . . ?
C75 C36 C50 123.4(6) . . ?
C32 C37 P1 121.1(4) . . ?
C45 C37 P1 120.9(5) . . ?
C45 C37 C32 117.6(5) . . ?
C28 C38 F8 118.6(5) . . ?
C41 C38 F8 118.4(5) 2_765 . ?
C41 C38 C28 123.1(5) 2_765 . ?
C25 C39 F13 121.4(6) . . ?
C53 C39 F13 119.1(6) . . ?
C53 C39 C25 119.5(6) . . ?
H40 C40 C33 120.0(4) . . ?
C52 C40 C33 120.0(6) . . ?
C52 C40 H40 120.0(4) . . ?
C28 C41 F9 119.7(5) . . ?
C38 C41 F9 118.1(5) 2_765 . ?
C38 C41 C28 122.2(5) 2_765 . ?
H42 C42 C32 119.4(4) . . ?
C62 C42 C32 121.2(6) . . ?
C62 C42 H42 119.4(4) . . ?
C65 C43 P1 119.4(4) . . ?
C74 C43 P1 121.7(5) . . ?
C74 C43 C65 118.9(6) . . ?
H44 C44 C33 120.1(4) . . ?
C78 C44 C33 119.9(6) . . ?
C78 C44 H44 120.1(4) . . ?
H45 C45 C37 119.5(4) . . ?
C70 C45 C37 120.9(6) . . ?
C70 C45 H45 119.5(4) . . ?
C66 C46 H46 119.9(4) . . ?
C81 C46 H46 119.9(4) . . ?
C81 C46 C66 120.1(6) . . ?
C24 C47 F12 120.7(6) . . ?
C27 C47 F12 120.5(5) . . ?
C27 C47 C24 118.8(6) . . ?
C75 C48 F7 118.8(5) . . ?
C77 C48 F7 116.2(6) . . ?
C77 C48 C75 124.9(6) . . ?
C23 C49 F15 118.8(6) . . ?
C53 C49 F15 119.4(6) . . ?
C53 C49 C23 121.7(6) . . ?
C36 C50 F20 120.6(7) . . ?
C2 C50 F20 119.5(6) . . ?
C2 C50 C36 120.0(7) . . ?
C56 C51 C33 153.1(5) . . ?
C59 C51 C33 140.7(5) . . ?
C59 C51 C56 64.7(4) . . ?
H52 C52 C40 119.4(4) . . ?
C63 C52 C40 121.2(6) . . ?
C63 C52 H52 119.4(4) . . ?
C39 C53 F18 120.5(6) . . ?
C49 C53 F18 121.7(6) . . ?
C49 C53 C39 117.8(6) . . ?
C29 C54 F6 120.9(6) . . ?
C73 C54 F6 115.1(6) . . ?
C73 C54 C29 124.0(6) . . ?
C58 C55 H55 120.3(4) . . ?
C80 C55 H55 120.3(4) . . ?
C80 C55 C58 119.3(6) . . ?
C51 C56 C28 149.7(6) . . ?
C59 C56 C28 145.6(5) . . ?
C59 C56 C51 64.6(4) . . ?
C59 C58 C55 119.7(5) . . ?
C69 C58 C55 120.0(6) . . ?
C69 C58 C59 120.4(5) . . ?
C51 C59 P1 116.2(4) . . ?
C56 C59 P1 114.5(4) . . ?
C56 C59 C51 50.7(3) . . ?
C58 C59 P1 116.7(4) . . ?
C58 C59 C51 121.0(5) . . ?
C58 C59 C56 121.4(5) . . ?
C29 C61 F5 118.9(6) . . ?
C72 C61 F5 116.4(6) . . ?
C72 C61 C29 124.6(6) . . ?
H62 C62 C42 120.5(4) . . ?
C70 C62 C42 118.9(6) . . ?
C70 C62 H62 120.5(4) . . ?
H63 C63 C52 120.6(4) . . ?
C78 C63 C52 118.7(6) . . ?
C78 C63 H63 120.6(4) . . ?
C72 C64 F30 119.7(7) . . ?
C73 C64 F30 121.8(7) . . ?
C73 C64 C72 118.4(6) . . ?
H65 C65 C43 119.9(3) . . ?
C83 C65 C43 120.2(6) . . ?
C83 C65 H65 119.9(4) . . ?
C46 C66 P1 118.4(5) . . ?
C71 C66 P1 121.6(5) . . ?
C71 C66 C46 119.7(6) . . ?
C79 C68 H68 120.1(4) . . ?
C83 C68 H68 120.1(4) . . ?
C83 C68 C79 119.9(6) . . ?
H69 C69 C58 119.9(4) . . ?
C84 C69 C58 120.1(6) . . ?
C84 C69 H69 119.9(4) . . ?
C62 C70 C45 120.7(6) . . ?
H70 C70 C45 119.6(4) . . ?
H70 C70 C62 119.6(4) . . ?
H71 C71 C66 120.5(4) . . ?
C88 C71 C66 118.9(7) . . ?
C88 C71 H71 120.5(5) . . ?
C61 C72 F19 120.5(7) . . ?
C64 C72 F19 119.7(6) . . ?
C64 C72 C61 119.8(6) . . ?
C54 C73 F16 120.1(7) . . ?
C64 C73 F16 119.5(6) . . ?
C64 C73 C54 120.4(7) . . ?
H74 C74 C43 119.4(4) . . ?
C79 C74 C43 121.2(6) . . ?
C79 C74 H74 119.4(4) . . ?
C48 C75 C36 112.8(5) . . ?
B76 C75 C36 127.4(5) . . ?
B76 C75 C48 119.4(5) . . ?
C31 B76 C29 112.6(5) . . ?
C35 B76 C29 102.4(4) . . ?
C35 B76 C31 113.4(5) . . ?
C75 B76 C29 112.8(5) . . ?
C75 B76 C31 102.7(4) . . ?
C75 B76 C35 113.4(5) . . ?
C48 C77 F22 120.0(7) . . ?
C2 C77 F22 120.2(6) . . ?
C2 C77 C48 119.8(6) . . ?
C63 C78 C44 121.3(6) . . ?
H78 C78 C44 119.4(4) . . ?
H78 C78 C63 119.4(4) . . ?
C74 C79 C68 119.8(6) . . ?
H79 C79 C68 120.1(4) . . ?
H79 C79 C74 120.1(4) . . ?
H80 C80 C55 119.5(4) . . ?
C85 C80 C55 120.9(6) . . ?
C85 C80 H80 119.5(4) . . ?
H81 C81 C46 119.8(4) . . ?
C89 C81 C46 120.3(7) . . ?
C89 C81 H81 119.8(4) . . ?
C68 C83 C65 119.9(7) . . ?
H83 C83 C65 120.0(4) . . ?
H83 C83 C68 120.0(4) . . ?
H84 C84 C69 119.5(4) . . ?
C85 C84 C69 120.9(6) . . ?
C85 C84 H84 119.5(4) . . ?
C84 C85 C80 118.7(6) . . ?
H85 C85 C80 120.7(4) . . ?
H85 C85 C84 120.7(4) . . ?
H88 C88 C71 119.8(5) . . ?
C89 C88 C71 120.4(7) . . ?
C89 C88 H88 119.8(5) . . ?
C88 C89 C81 120.6(7) . . ?
H89 C89 C81 119.7(4) . . ?
H89 C89 C88 119.7(5) . . ?
C77 C2 C50 119.0(6) . . ?
F17 C2 C50 120.9(8) . . ?
F17 C2 C77 120.1(7) . . ?

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 C37 C32 C42 172.9(4) . . . . ?
P1 C37 C45 C70 -174.2(4) . . . . ?
P1 C43 C65 C83 -177.5(5) . . . . ?
P1 C43 C74 C79 177.6(5) . . . . ?
P1 C59 C51 C33 -90.2(5) . . . . ?
P1 C59 C51 C56 101.2(6) . . . . ?
P1 C59 C56 C28 79.2(6) . . . . ?
P1 C59 C56 C51 -104.7(6) . . . . ?
P1 C59 C58 C55 -131.0(5) . . . . ?
P1 C59 C58 C69 51.4(5) . . . . ?
P1 C66 C46 C81 -172.9(4) . . . . ?
P1 C66 C71 C88 173.8(6) . . . . ?
F1 C26 C34 F10 -0.8(5) . . . . ?
F1 C26 C34 C27 -179.8(5) . . . . ?
F1 C26 C35 C24 177.8(5) . . . . ?
F1 C26 C35 B76 1.8(7) . . . . ?
F2 C24 C35 C26 -176.5(5) . . . . ?
F2 C24 C35 B76 -0.2(6) . . . . ?
F2 C24 C47 F12 0.5(6) . . . . ?
F2 C24 C47 C27 177.4(5) . . . . ?
F3 C36 C50 F20 -1.3(6) . . . . ?
F3 C36 C50 C2 178.7(5) . . . . ?
F3 C36 C75 C48 -177.6(6) . . . . ?
F3 C36 C75 B76 -4.3(7) . . . . ?
F4 C25 C31 C23 178.2(5) . . . . ?
F4 C25 C31 B76 3.8(6) . . . . ?
F4 C25 C39 F13 1.0(6) . . . . ?
F4 C25 C39 C53 -178.8(5) . . . . ?
F5 C61 C29 C54 -177.6(5) . . . . ?
F5 C61 C29 B76 -0.4(6) . . . . ?
F5 C61 C72 F19 -0.3(6) . . . . ?
F5 C61 C72 C64 179.3(5) . . . . ?
F6 C54 C29 C61 177.5(5) . . . . ?
F6 C54 C29 B76 0.6(7) . . . . ?
F6 C54 C73 F16 0.2(5) . . . . ?
F6 C54 C73 C64 -179.6(5) . . . . ?
F7 C48 C75 C36 177.6(5) . . . . ?
F7 C48 C75 B76 3.8(7) . . . . ?
F7 C48 C77 F22 1.0(6) . . . . ?
F7 C48 C77 C2 -179.6(6) . . . . ?
F8 C38 C28 C41 179.6(5) . . . . ?
F8 C38 C28 C56 -1.3(6) . . . . ?
F8 C38 C41 F9 -0.5(6) . . 2_765 2_765 ?
F8 C38 C41 C28 -179.5(5) . . 2_765 2_765 ?
F9 C41 C28 C38 -179.8(5) . . . . ?
F9 C41 C28 C56 1.1(6) . . . . ?
F9 C41 C38 C28 179.7(5) . . 2_765 2_765 ?
F10 C34 C26 C35 -179.7(5) . . . . ?
F10 C34 C27 F14 -1.1(6) . . . . ?
F10 C34 C27 C47 -179.0(5) . . . . ?
F11 C23 C31 C25 -176.9(5) . . . . ?
F11 C23 C31 B76 -3.3(7) . . . . ?
F11 C23 C49 F15 -2.5(6) . . . . ?
F11 C23 C49 C53 179.2(5) . . . . ?
F12 C47 C24 C35 179.3(5) . . . . ?
F12 C47 C27 F14 0.2(6) . . . . ?
F12 C47 C27 C34 178.0(5) . . . . ?
F13 C39 C25 C31 -178.3(5) . . . . ?
F13 C39 C53 F18 -0.6(6) . . . . ?
F13 C39 C53 C49 -179.3(6) . . . . ?
F14 C27 C34 C26 177.9(5) . . . . ?
F14 C27 C47 C24 -176.7(5) . . . . ?
F15 C49 C23 C31 179.4(5) . . . . ?
F15 C49 C53 F18 1.1(6) . . . . ?
F15 C49 C53 C39 179.8(6) . . . . ?
F16 C73 C54 C29 -179.7(5) . . . . ?
F16 C73 C64 F30 -0.1(6) . . . . ?
F16 C73 C64 C72 -178.3(6) . . . . ?
F18 C53 C39 C25 179.2(6) . . . . ?
F18 C53 C49 C23 179.4(6) . . . . ?
F19 C72 C61 C29 179.1(5) . . . . ?
F19 C72 C64 F30 0.2(6) . . . . ?
F19 C72 C64 C73 178.5(6) . . . . ?
F20 C50 C36 C75 178.3(5) . . . . ?
F20 C50 C2 C77 179.5(6) . . . . ?
F20 C50 C2 F17 -0.1(7) . . . . ?
F22 C77 C48 C75 -179.4(5) . . . . ?
F22 C77 C2 C50 -179.3(6) . . . . ?
F22 C77 C2 F17 0.3(7) . . . . ?
C23 C31 C25 C39 -2.6(6) . . . . ?
C23 C31 B76 C29 17.6(6) . . . . ?
C23 C31 B76 C35 133.4(6) . . . . ?
C23 C31 B76 C75 -103.9(6) . . . . ?
C23 C49 C53 C39 -2.0(7) . . . . ?
C24 C35 C26 C34 -3.4(6) . . . . ?
C24 C35 B76 C29 -71.2(6) . . . . ?
C24 C35 B76 C31 167.2(5) . . . . ?
C24 C35 B76 C75 50.6(6) . . . . ?
C24 C47 C27 C34 1.1(6) . . . . ?
C25 C31 B76 C29 -169.2(5) . . . . ?
C25 C31 B76 C35 -53.4(5) . . . . ?
C25 C31 B76 C75 69.3(5) . . . . ?
C25 C39 C53 C49 0.5(7) . . . . ?
C26 C34 C27 C47 -0.0(6) . . . . ?
C26 C35 B76 C29 104.4(6) . . . . ?
C26 C35 B76 C31 -17.2(6) . . . . ?
C26 C35 B76 C75 -133.7(6) . . . . ?
C28 C38 C41 C28 1.3(6) . . 2_765 2_765 ?
C28 C41 C38 C28 -1.3(6) . . 2_765 2_765 ?
C28 C56 C51 C33 11.6(15) . . . . ?
C28 C56 C51 C59 175.6(13) . . . . ?
C28 C56 C59 C51 -176.1(12) . . . . ?
C28 C56 C59 C58 -69.7(9) . . . . ?
C29 C54 C73 C64 0.5(7) . . . . ?
C29 C61 C72 C64 -1.3(7) . . . . ?
C29 B76 C75 C36 134.6(5) . . . . ?
C29 B76 C75 C48 -52.6(6) . . . . ?
F30 C64 C72 C61 -179.4(6) . . . . ?
F30 C64 C73 C54 179.8(6) . . . . ?
C31 B76 C75 C36 -104.0(5) . . . . ?
C31 B76 C75 C48 68.9(5) . . . . ?
C32 C37 C45 C70 -0.8(6) . . . . ?
C32 C42 C62 C70 -1.7(7) . . . . ?
C33 C40 C52 C63 1.1(7) . . . . ?
C33 C44 C78 C63 2.6(7) . . . . ?
C33 C51 C56 C59 -164.0(15) . . . . ?
C33 C51 C59 C56 168.6(11) . . . . ?
C33 C51 C59 C58 61.6(8) . . . . ?
C35 B76 C75 C36 18.7(7) . . . . ?
C35 B76 C75 C48 -168.4(5) . . . . ?
C36 C50 C2 C77 -0.5(8) . . . . ?
C36 C50 C2 F17 179.9(6) . . . . ?
C36 C75 C48 C77 -2.0(7) . . . . ?
C37 C45 C70 C62 0.9(7) . . . . ?
C40 C52 C63 C78 0.5(7) . . . . ?
C42 C62 C70 C45 0.4(7) . . . . ?
C43 C65 C83 C68 1.2(8) . . . . ?
C43 C74 C79 C68 -1.6(8) . . . . ?
C44 C78 C63 C52 -2.4(7) . . . . ?
C46 C66 C71 C88 -0.1(7) . . . . ?
C46 C81 C89 C88 0.5(8) . . . . ?
C48 C77 C2 C50 1.3(8) . . . . ?
C48 C77 C2 F17 -179.1(6) . . . . ?
C51 C56 C59 C58 106.3(4) . . . . ?
C51 C59 C58 C55 77.4(6) . . . . ?
C51 C59 C58 C69 -100.2(6) . . . . ?
C54 C73 C64 C72 1.5(7) . . . . ?
C55 C58 C59 C56 17.3(7) . . . . ?
C55 C58 C69 C84 2.3(7) . . . . ?
C55 C80 C85 C84 0.9(8) . . . . ?
C56 C59 C58 C69 -160.4(6) . . . . ?
C58 C69 C84 C85 -1.9(8) . . . . ?
C61 C72 C64 C73 -1.1(7) . . . . ?
C65 C83 C68 C79 -2.8(9) . . . . ?
C66 C71 C88 C89 -0.8(7) . . . . ?
C69 C84 C85 C80 0.2(8) . . . . ?
C71 C88 C89 C81 0.6(9) . . . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 162 electrons were 
found in a volume of 479Å³ in 1 void per unit cell. 
This is consistent with the presence of 
2[CH2Cl2] per Asymmetric Unit 
which account for 84 electrons 
per unit cell.
;
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 0.500 479.0 161.7 '4 CH2Cl2'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2

_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_dM126_a
_database_code_depnum_ccdc_archive 'CCDC 2263277'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2023-05-16 deposited with the CCDC.	2023-08-10 downloaded from the CCDC.
;
_audit_creation_date             2023-05-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_chemical_formula_moiety         'C39 H20 F10 P, B C24 F20'
_chemical_formula_sum            'C63 H20 B1 F30 P1'
_chemical_formula_weight         1388.611
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.19320 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.27760 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09671 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11490 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           ' P 2c -2n'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,z+1/2
3 -x+1/2,y+1/2,z+1/2
4 x+1/2,-y+1/2,z

_symmetry_Int_Tables_number      33
_cell_length_a                   12.2002(11)
_cell_length_b                   36.485(4)
_cell_length_c                   13.2044(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5877.6(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9901
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      19.73
_cell_measurement_theta_min      2.23
_exptl_absorpt_coefficient_mu    0.184
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.569
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             2755.449
_diffrn_reflns_av_R_equivalents  0.1802
_diffrn_reflns_av_unetI/netI     0.1300
_diffrn_reflns_Laue_measured_fraction_full 0.9980
_diffrn_reflns_Laue_measured_fraction_max 0.9980
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       45
_diffrn_reflns_limit_k_min       -45
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            99111
_diffrn_reflns_point_group_measured_fraction_full 0.9980
_diffrn_reflns_point_group_measured_fraction_max 0.9980
_diffrn_reflns_theta_full        24.9988
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.76
_diffrn_ambient_temperature      150.00
_diffrn_measured_fraction_theta_full 0.9980
_diffrn_measured_fraction_theta_max 0.9980
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.998
_reflns_limit_h_max              14
_reflns_limit_h_min              -14
_reflns_limit_k_max              43
_reflns_limit_k_min              -43
_reflns_limit_l_max              15
_reflns_limit_l_min              -15
_reflns_number_gt                7636
_reflns_number_total             10347
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.4516
_refine_diff_density_min         -0.5773
_refine_diff_density_rms         0.1031
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   -0.06(12)
_refine_ls_d_res_high            0.8409
_refine_ls_d_res_low             11.5705
_refine_ls_goodness_of_fit_ref   1.0564
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    40
_refine_ls_number_parameters     856
_refine_ls_number_reflns         10347
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0979
_refine_ls_R_factor_gt           0.0668
_refine_ls_restrained_S_all      1.0564
_refine_ls_shift/su_max          0.0008
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0337P)²+6.4626P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1384
_refine_ls_wR_factor_ref         0.1542
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C25(H25), C30(H30), C37(H37), C43(H43), C45(H45), C29(H29), C31(H31), C4(H4),
 C7(H7), C18(H18), C40(H40), C020(H020), C20(H20), C42(H42), C14(H14),
 C029(H029), C22(H22), C46(H46), C5(H5), C02J(H02J)
;
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_refinement_flags_posn
P001 P 0.42068(10) 0.38322(4) 0.20206(10) 0.0220(3) Uani 1.000000 .
F002 F 0.1753(2) 0.59864(9) 0.4556(2) 0.0306(8) Uani 1.000000 .
F003 F -0.0097(2) 0.55276(9) 0.3619(2) 0.0349(8) Uani 1.000000 .
F004 F 0.3369(2) 0.63034(8) 0.1720(2) 0.0326(8) Uani 1.000000 .
F005 F 0.2028(2) 0.66151(9) 0.3363(2) 0.0324(7) Uani 1.000000 .
F006 F 0.2643(2) 0.55687(9) 0.1261(2) 0.0292(7) Uani 1.000000 .
F007 F 0.5318(2) 0.31645(9) 0.3352(2) 0.0359(8) Uani 1.000000 .
F008 F 0.0678(3) 0.57138(9) 0.0135(2) 0.0354(8) Uani 1.000000 .
F009 F -0.0411(3) 0.63548(9) 0.0855(2) 0.0369(8) Uani 1.000000 .
F00A F -0.1433(2) 0.60690(9) 0.2742(2) 0.0362(8) Uani 1.000000 .
F00B F 0.1866(3) 0.30108(9) 0.1816(3) 0.0443(9) Uani 1.000000 .
F00C F 0.4394(2) 0.52252(9) 0.1997(3) 0.0420(9) Uani 1.000000 .
F00D F 0.3475(3) 0.56291(9) 0.5280(2) 0.0395(8) Uani 1.000000 .
F00E F -0.1338(3) 0.49508(10) 0.3119(3) 0.0468(10) Uani 1.000000 .
F00F F 0.4833(3) 0.52532(11) 0.4043(3) 0.0526(10) Uani 1.000000 .
F00G F 0.3799(3) 0.67951(11) 0.0342(3) 0.0553(11) Uani 1.000000 .
F00H F -0.0595(3) 0.51506(10) -0.0328(3) 0.0520(10) Uani 1.000000 .
F00I F 0.5716(3) 0.24517(9) 0.3153(3) 0.0476(9) Uani 1.000000 .
F00J F 0.3795(3) 0.31477(11) 0.5126(3) 0.0544(11) Uani 1.000000 .
F00K F 0.4222(3) 0.20102(10) 0.2194(3) 0.0602(11) Uani 1.000000 .
F00L F 0.1058(3) 0.71294(10) 0.4481(3) 0.0547(10) Uani 1.000000 .
F00M F 0.2547(3) 0.43505(12) 0.4639(3) 0.0603(11) Uani 1.000000 .
F00N F -0.2376(3) 0.65864(11) 0.3831(3) 0.0525(10) Uani 1.000000 .
F00O F -0.1165(3) 0.71285(11) 0.4720(3) 0.0606(11) Uani 1.000000 .
F00P F 0.0042(3) 0.68630(11) -0.0521(3) 0.0577(11) Uani 1.000000 .
F00Q F -0.1634(3) 0.47627(10) 0.1146(3) 0.0584(11) Uani 1.000000 .
F00R F 0.2299(3) 0.23008(11) 0.1562(3) 0.0687(13) Uani 1.000000 .
F00S F 0.2149(4) 0.70906(12) -0.0819(3) 0.0770(14) Uani 1.000000 .
F00T F 0.4391(4) 0.33129(15) 0.7044(3) 0.0802(14) Uani 1.000000 .
F00U F 0.4062(3) 0.40041(16) 0.7749(3) 0.0848(17) Uani 1.000000 .
F00V F 0.3139(3) 0.45203(14) 0.6548(3) 0.0882(17) Uani 1.000000 .
C9 C 0.0373(4) 0.62982(14) 0.3027(4) 0.0213(12) Uani 1.000000 .
C11 C 0.2120(4) 0.58116(14) 0.2856(4) 0.0182(11) Uani 1.000000 .
C13 C 0.2820(4) 0.55991(15) 0.2266(4) 0.0253(12) Uani 1.000000 .
C15 C 0.3719(4) 0.54119(15) 0.2643(4) 0.0284(13) Uani 1.000000 .
C17 C 0.2377(4) 0.58025(15) 0.3880(4) 0.0231(12) Uani 1.000000 .
C19 C 0.3557(4) 0.31151(14) 0.2619(4) 0.0233(12) Uani 1.000000 .
C21 C 0.1130(4) 0.37549(15) 0.2616(4) 0.0233(12) Uani 1.000000 .
C23 C 0.0919(4) 0.65901(16) 0.3481(4) 0.0264(13) Uani 1.000000 .
C25 C 0.5498(4) 0.39681(15) 0.3737(4) 0.0247(12) Uani 1.000000 .
H25 H 0.5265(4) 0.37368(15) 0.3988(4) 0.0296(15) Uiso 1.000000 R
C28 C 0.4937(4) 0.35639(14) 0.1115(4) 0.0214(12) Uani 1.000000 .
C30 C 0.2774(4) 0.44141(15) 0.1962(4) 0.0270(12) Uani 1.000000 .
H30 H 0.2863(4) 0.44183(15) 0.2677(4) 0.0324(15) Uiso 1.000000 R
C33 C 0.3356(4) 0.41589(14) 0.1374(4) 0.0246(12) Uani 1.000000 .
C35 C -0.0199(4) 0.54449(16) 0.2605(4) 0.0243(13) Uani 1.000000 .
C37 C 0.5493(4) 0.44322(15) 0.2418(4) 0.0235(12) Uani 1.000000 .
H37 H 0.5261(4) 0.45179(15) 0.1773(4) 0.0282(15) Uiso 1.000000 R
C39 C 0.2491(4) 0.64255(15) 0.1172(4) 0.0270(13) Uani 1.000000 .
C41 C 0.2195(4) 0.36618(15) 0.3026(4) 0.0263(13) Uani 1.000000 .
C43 C 0.3242(4) 0.41614(16) 0.0315(4) 0.0306(13) Uani 1.000000 .
H43 H 0.3653(4) 0.39960(16) -0.0090(4) 0.0367(16) Uiso 1.000000 R
C45 C 0.6084(4) 0.35654(15) 0.1093(4) 0.0253(12) Uani 1.000000 .
H45 H 0.6490(4) 0.37142(15) 0.1550(4) 0.0303(15) Uiso 1.000000 R
C01E C -0.0826(4) 0.51404(17) 0.2395(5) 0.0354(15) Uani 1.000000 .
C47 C 0.3267(4) 0.56194(15) 0.4280(4) 0.0258(13) Uani 1.000000 .
C48 C 0.2889(4) 0.36579(16) 0.3785(4) 0.0258(13) Uani 1.000000 .
C10 C 0.3946(4) 0.54262(16) 0.3645(4) 0.0301(14) Uani 1.000000 .
C26 C 0.3340(4) 0.35178(15) 0.2783(4) 0.0222(12) Uani 1.000000 .
C1 C 0.5115(4) 0.40919(15) 0.2796(4) 0.0227(12) Uani 1.000000 .
C27 C 0.0319(4) 0.56639(15) 0.1908(4) 0.0254(12) Uani 1.000000 .
C12 C 0.4524(4) 0.29559(15) 0.2918(5) 0.0313(14) Uani 1.000000 .
C29 C -0.0875(4) 0.39741(17) 0.1834(4) 0.0338(14) Uani 1.000000 .
H29 H -0.1567(4) 0.40472(17) 0.1573(4) 0.0406(17) Uiso 1.000000 R
C6 C 0.1444(5) 0.62914(15) 0.1372(4) 0.0258(13) Uani 1.000000 .
C31 C 0.4351(4) 0.33389(16) 0.0444(4) 0.0277(13) Uani 1.000000 .
H31 H 0.3572(4) 0.33359(16) 0.0467(4) 0.0332(15) Uiso 1.000000 R
C32 C -0.0747(4) 0.63157(16) 0.3183(4) 0.0284(13) Uani 1.000000 .
C4 C 0.2525(4) 0.44068(17) -0.0132(4) 0.0346(15) Uani 1.000000 .
H4 H 0.2434(4) 0.44088(17) -0.0846(4) 0.0416(18) Uiso 1.000000 R
C34 C 0.0176(4) 0.55447(16) 0.0917(4) 0.0269(13) Uani 1.000000 .
C16 C 0.0662(5) 0.64523(16) 0.0752(4) 0.0308(14) Uani 1.000000 .
C36 C 0.2822(4) 0.28789(15) 0.2154(4) 0.0307(14) Uani 1.000000 .
C7 C 0.0337(4) 0.38977(17) 0.3241(4) 0.0338(14) Uani 1.000000 .
H7 H 0.0478(4) 0.39228(17) 0.3945(4) 0.0406(17) Uiso 1.000000 R
C38 C -0.1273(5) 0.65864(17) 0.3730(4) 0.0332(15) Uani 1.000000 .
C18 C 0.0924(4) 0.37214(16) 0.1555(4) 0.0282(13) Uani 1.000000 .
H18 H 0.1466(4) 0.36225(16) 0.1117(4) 0.0339(16) Uiso 1.000000 R
C3 C -0.0984(4) 0.50448(17) 0.1389(5) 0.0346(15) Uani 1.000000 .
C01Y C 0.4775(5) 0.25880(17) 0.2811(4) 0.0342(15) Uani 1.000000 .
C40 C -0.0073(4) 0.38347(16) 0.1177(4) 0.0315(14) Uani 1.000000 .
H40 H -0.0217(4) 0.38184(16) 0.0472(4) 0.0378(17) Uiso 1.000000 R
C020 C -0.0666(5) 0.40054(18) 0.2848(5) 0.0407(16) Uani 1.000000 .
H020 H -0.1212(5) 0.41016(18) 0.3286(5) 0.0488(19) Uiso 1.000000 R
C20 C 0.2067(5) 0.46609(16) 0.1493(5) 0.0333(14) Uani 1.000000 .
H20 H 0.1673(5) 0.48359(16) 0.1882(5) 0.0400(17) Uiso 1.000000 R
C022 C 0.3626(5) 0.3493(2) 0.5464(4) 0.0363(16) Uani 1.000000 .
C023 C -0.0669(5) 0.68577(18) 0.4176(5) 0.0411(17) Uani 1.000000 .
C42 C 0.6213(4) 0.46402(15) 0.3007(4) 0.0286(13) Uani 1.000000 .
H42 H 0.6455(4) 0.48719(15) 0.2766(4) 0.0343(16) Uiso 1.000000 R
C025 C 0.2760(5) 0.66888(18) 0.0455(5) 0.0394(15) Uani 1.000000 .
C44 C -0.0467(4) 0.52427(17) 0.0648(4) 0.0334(15) Uani 1.000000 .
C027 C 0.3037(5) 0.25132(17) 0.2017(5) 0.0379(15) Uani 1.000000 .
C14 C 0.6575(4) 0.45150(17) 0.3928(5) 0.0342(14) Uani 1.000000 .
H14 H 0.7078(4) 0.46578(17) 0.4311(5) 0.0410(17) Uiso 1.000000 R
C029 C 0.4904(5) 0.31193(17) -0.0257(5) 0.0382(15) Uani 1.000000 .
H029 H 0.4504(5) 0.29668(17) -0.0708(5) 0.0459(18) Uiso 1.000000 R
C22 C 0.1947(4) 0.46478(17) 0.0464(4) 0.0327(14) Uani 1.000000 .
H22 H 0.1445(4) 0.48112(17) 0.0149(4) 0.0393(17) Uiso 1.000000 R
C02B C 0.0443(5) 0.68610(17) 0.4062(5) 0.0373(15) Uani 1.000000 .
C46 C 0.6212(5) 0.41802(16) 0.4304(4) 0.0351(15) Uani 1.000000 .
H46 H 0.6454(5) 0.40972(16) 0.4948(4) 0.0421(17) Uiso 1.000000 R
C5 C 0.6623(5) 0.33432(16) 0.0386(5) 0.0339(14) Uani 1.000000 .
H5 H 0.7401(5) 0.33408(16) 0.0365(5) 0.0407(17) Uiso 1.000000 R
C02E C 0.0877(5) 0.67191(18) 0.0025(5) 0.0428(16) Uani 1.000000 .
C02F C 0.3932(5) 0.3573(3) 0.6439(5) 0.055(2) Uani 1.000000 .
B02G B 0.1066(4) 0.60120(16) 0.2295(4) 0.0166(12) Uani 1.000000 .
C24 C 0.4010(5) 0.23673(16) 0.2333(4) 0.0343(14) Uani 1.000000 .
C02I C 0.3158(4) 0.37466(18) 0.4816(4) 0.0328(14) Uani 1.000000 .
C02J C 0.6032(5) 0.31255(16) -0.0289(5) 0.0369(15) Uani 1.000000 .
H02J H 0.6410(5) 0.29804(16) -0.0773(5) 0.0442(18) Uiso 1.000000 R
C02L C 0.3009(4) 0.40936(19) 0.5231(5) 0.0399(16) Uani 1.000000 .
C02M C 0.3301(5) 0.4184(2) 0.6194(5) 0.056(2) Uani 1.000000 .
C02O C 0.3765(5) 0.3923(3) 0.6816(5) 0.061(2) Uani 1.000000 .
C49 C 0.1935(6) 0.68270(19) -0.0112(4) 0.0445(17) Uani 1.000000 .


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
P001 C28 1.783(5) . ?
P001 C33 1.797(5) . ?
P001 C26 1.857(5) . ?
P001 C1 1.782(5) . ?
F002 C17 1.351(6) . ?
F003 C35 1.378(6) . ?
F004 C39 1.367(6) . ?
F005 C23 1.365(6) . ?
F006 C13 1.350(6) . ?
F007 C12 1.360(6) . ?
F008 C34 1.350(6) . ?
F009 C16 1.363(7) . ?
F00A C32 1.360(6) . ?
F00B C36 1.339(6) . ?
F00C C15 1.368(6) . ?
F00D C47 1.346(6) . ?
F00E C01E 1.336(6) . ?
F00F C10 1.359(6) . ?
F00G C025 1.334(7) . ?
F00H C44 1.341(6) . ?
F00I C01Y 1.330(6) . ?
F00J C022 1.352(8) . ?
F00K C24 1.341(7) . ?
F00L C02B 1.352(7) . ?
F00M C02L 1.344(8) . ?
F00N C38 1.352(6) . ?
F00O C023 1.364(7) . ?
F00P C02E 1.355(7) . ?
F00Q C3 1.338(6) . ?
F00R C027 1.332(6) . ?
F00S C49 1.365(7) . ?
F00T C02F 1.361(9) . ?
F00U C02O 1.318(7) . ?
F00V C02M 1.328(8) . ?
C9 C23 1.392(8) . ?
C9 C32 1.384(7) . ?
C9 B02G 1.655(7) . ?
C11 C13 1.392(7) . ?
C11 C17 1.388(7) . ?
C11 B02G 1.654(7) . ?
C13 C15 1.384(7) . ?
C15 C10 1.353(8) . ?
C17 C47 1.380(7) . ?
C19 C26 1.508(7) . ?
C19 C12 1.372(7) . ?
C19 C36 1.387(7) . ?
C21 C41 1.448(7) . ?
C21 C7 1.374(7) . ?
C21 C18 1.428(7) . ?
C23 C02B 1.379(8) . ?
C25 H25 0.9500 . ?
C25 C1 1.401(7) . ?
C25 C46 1.386(8) . ?
C28 C45 1.400(7) . ?
C28 C31 1.404(8) . ?
C30 H30 0.9500 . ?
C30 C33 1.405(7) . ?
C30 C20 1.393(8) . ?
C33 C43 1.405(8) . ?
C35 C01E 1.377(8) . ?
C35 C27 1.373(7) . ?
C37 H37 0.9500 . ?
C37 C1 1.416(7) . ?
C37 C42 1.397(8) . ?
C39 C6 1.393(8) . ?
C39 C025 1.388(8) . ?
C41 C48 1.312(7) . ?
C41 C26 1.527(7) . ?
C43 H43 0.9500 . ?
C43 C4 1.383(8) . ?
C45 H45 0.9500 . ?
C45 C5 1.401(8) . ?
C01E C3 1.388(8) . ?
C47 C10 1.374(8) . ?
C48 C26 1.521(7) . ?
C48 C02I 1.438(7) . ?
C27 C34 1.390(8) . ?
C27 B02G 1.645(8) . ?
C12 C01Y 1.384(8) . ?
C29 H29 0.9500 . ?
C29 C40 1.403(8) . ?
C29 C020 1.368(8) . ?
C6 C16 1.387(8) . ?
C6 B02G 1.655(8) . ?
C31 H31 0.9500 . ?
C31 C029 1.398(8) . ?
C32 C38 1.382(8) . ?
C4 H4 0.9500 . ?
C4 C22 1.375(8) . ?
C34 C44 1.399(8) . ?
C16 C02E 1.392(8) . ?
C36 C027 1.371(8) . ?
C7 H7 0.9500 . ?
C7 C020 1.386(8) . ?
C38 C023 1.368(9) . ?
C18 H18 0.9500 . ?
C18 C40 1.378(7) . ?
C3 C44 1.370(8) . ?
C01Y C24 1.385(8) . ?
C40 H40 0.9500 . ?
C020 H020 0.9500 . ?
C20 H20 0.9500 . ?
C20 C22 1.367(8) . ?
C022 C02F 1.371(8) . ?
C022 C02I 1.385(8) . ?
C023 C02B 1.365(9) . ?
C42 H42 0.9500 . ?
C42 C14 1.372(8) . ?
C025 C49 1.353(9) . ?
C027 C24 1.366(8) . ?
C14 H14 0.9500 . ?
C14 C46 1.391(8) . ?
C029 H029 0.9500 . ?
C029 C02J 1.377(8) . ?
C22 H22 0.9500 . ?
C46 H46 0.9500 . ?
C5 H5 0.9500 . ?
C5 C02J 1.394(9) . ?
C02E C49 1.362(9) . ?
C02F C02O 1.386(11) . ?
C02I C02L 1.391(9) . ?
C02J H02J 0.9500 . ?
C02L C02M 1.361(9) . ?
C02M C02O 1.378(11) . ?

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
C33 P001 C28 109.5(2) . . ?
C26 P001 C28 108.0(2) . . ?
C26 P001 C33 109.8(2) . . ?
C1 P001 C28 111.5(2) . . ?
C1 P001 C33 106.3(2) . . ?
C1 P001 C26 111.8(2) . . ?
C32 C9 C23 111.9(5) . . ?
B02G C9 C23 119.3(4) . . ?
B02G C9 C32 128.3(5) . . ?
C17 C11 C13 113.1(5) . . ?
B02G C11 C13 118.2(4) . . ?
B02G C11 C17 128.5(4) . . ?
C11 C13 F006 119.9(5) . . ?
C15 C13 F006 116.1(4) . . ?
C15 C13 C11 124.1(5) . . ?
C13 C15 F00C 120.0(5) . . ?
C10 C15 F00C 120.3(5) . . ?
C10 C15 C13 119.6(5) . . ?
C11 C17 F002 120.3(4) . . ?
C47 C17 F002 115.5(4) . . ?
C47 C17 C11 124.2(5) . . ?
C12 C19 C26 121.5(5) . . ?
C36 C19 C26 123.7(5) . . ?
C36 C19 C12 114.8(5) . . ?
C7 C21 C41 119.7(5) . . ?
C18 C21 C41 120.3(5) . . ?
C18 C21 C7 119.9(5) . . ?
C9 C23 F005 118.4(5) . . ?
C02B C23 F005 115.7(5) . . ?
C02B C23 C9 125.9(5) . . ?
C1 C25 H25 119.7(3) . . ?
C46 C25 H25 119.7(3) . . ?
C46 C25 C1 120.6(5) . . ?
C45 C28 P001 120.7(4) . . ?
C31 C28 P001 119.3(4) . . ?
C31 C28 C45 119.9(5) . . ?
C33 C30 H30 120.2(3) . . ?
C20 C30 H30 120.2(3) . . ?
C20 C30 C33 119.7(5) . . ?
C30 C33 P001 117.9(4) . . ?
C43 C33 P001 122.3(4) . . ?
C43 C33 C30 119.7(5) . . ?
C01E C35 F003 115.0(5) . . ?
C27 C35 F003 118.8(5) . . ?
C27 C35 C01E 126.2(5) . . ?
C1 C37 H37 120.5(3) . . ?
C42 C37 H37 120.5(3) . . ?
C42 C37 C1 119.0(5) . . ?
C6 C39 F004 120.2(5) . . ?
C025 C39 F004 113.7(5) . . ?
C025 C39 C6 126.1(5) . . ?
C48 C41 C21 150.1(5) . . ?
C26 C41 C21 145.4(5) . . ?
C26 C41 C48 64.3(4) . . ?
H43 C43 C33 120.3(3) . . ?
C4 C43 C33 119.4(5) . . ?
C4 C43 H43 120.3(4) . . ?
H45 C45 C28 120.6(3) . . ?
C5 C45 C28 118.7(5) . . ?
C5 C45 H45 120.6(3) . . ?
C35 C01E F00E 122.3(5) . . ?
C3 C01E F00E 119.3(5) . . ?
C3 C01E C35 118.2(5) . . ?
C17 C47 F00D 120.8(5) . . ?
C10 C47 F00D 119.9(5) . . ?
C10 C47 C17 119.3(5) . . ?
C26 C48 C41 64.7(4) . . ?
C02I C48 C41 150.3(5) . . ?
C02I C48 C26 144.7(4) . . ?
C15 C10 F00F 121.6(5) . . ?
C47 C10 F00F 118.8(5) . . ?
C47 C10 C15 119.5(5) . . ?
C19 C26 P001 115.1(3) . . ?
C41 C26 P001 115.0(4) . . ?
C41 C26 C19 121.8(4) . . ?
C48 C26 P001 118.0(4) . . ?
C48 C26 C19 121.0(4) . . ?
C48 C26 C41 51.0(3) . . ?
C25 C1 P001 123.0(4) . . ?
C37 C1 P001 117.8(4) . . ?
C37 C1 C25 119.1(5) . . ?
C34 C27 C35 113.1(5) . . ?
B02G C27 C35 119.7(5) . . ?
B02G C27 C34 127.1(5) . . ?
C19 C12 F007 119.8(5) . . ?
C01Y C12 F007 115.3(5) . . ?
C01Y C12 C19 124.9(5) . . ?
C40 C29 H29 119.8(3) . . ?
C020 C29 H29 119.8(3) . . ?
C020 C29 C40 120.3(5) . . ?
C16 C6 C39 111.7(5) . . ?
B02G C6 C39 127.7(5) . . ?
B02G C6 C16 120.2(5) . . ?
H31 C31 C28 119.8(3) . . ?
C029 C31 C28 120.5(5) . . ?
C029 C31 H31 119.8(3) . . ?
C9 C32 F00A 120.9(5) . . ?
C38 C32 F00A 114.3(5) . . ?
C38 C32 C9 124.7(5) . . ?
H4 C4 C43 120.2(4) . . ?
C22 C4 C43 119.6(5) . . ?
C22 C4 H4 120.2(3) . . ?
C27 C34 F008 121.4(5) . . ?
C44 C34 F008 114.9(5) . . ?
C44 C34 C27 123.7(5) . . ?
C6 C16 F009 119.4(5) . . ?
C02E C16 F009 115.6(5) . . ?
C02E C16 C6 125.0(6) . . ?
C19 C36 F00B 119.2(5) . . ?
C027 C36 F00B 118.2(5) . . ?
C027 C36 C19 122.6(5) . . ?
H7 C7 C21 119.9(3) . . ?
C020 C7 C21 120.2(5) . . ?
C020 C7 H7 119.9(4) . . ?
C32 C38 F00N 120.9(6) . . ?
C023 C38 F00N 119.6(5) . . ?
C023 C38 C32 119.5(5) . . ?
H18 C18 C21 120.5(3) . . ?
C40 C18 C21 118.9(5) . . ?
C40 C18 H18 120.5(3) . . ?
C01E C3 F00Q 120.4(5) . . ?
C44 C3 F00Q 120.5(5) . . ?
C44 C3 C01E 119.1(5) . . ?
C12 C01Y F00I 121.3(5) . . ?
C24 C01Y F00I 121.3(5) . . ?
C24 C01Y C12 117.4(5) . . ?
C18 C40 C29 120.0(5) . . ?
H40 C40 C29 120.0(3) . . ?
H40 C40 C18 120.0(3) . . ?
C7 C020 C29 120.5(6) . . ?
H020 C020 C29 119.8(3) . . ?
H020 C020 C7 119.8(3) . . ?
H20 C20 C30 120.5(3) . . ?
C22 C20 C30 119.1(6) . . ?
C22 C20 H20 120.5(4) . . ?
C02F C022 F00J 117.9(6) . . ?
C02I C022 F00J 118.8(5) . . ?
C02I C022 C02F 123.3(7) . . ?
C38 C023 F00O 120.8(6) . . ?
C02B C023 F00O 119.5(6) . . ?
C02B C023 C38 119.7(5) . . ?
H42 C42 C37 119.5(3) . . ?
C14 C42 C37 121.0(5) . . ?
C14 C42 H42 119.5(3) . . ?
C39 C025 F00G 120.2(6) . . ?
C49 C025 F00G 122.5(6) . . ?
C49 C025 C39 117.4(6) . . ?
C34 C44 F00H 120.5(5) . . ?
C3 C44 F00H 120.0(5) . . ?
C3 C44 C34 119.5(5) . . ?
C36 C027 F00R 119.8(5) . . ?
C24 C027 F00R 119.9(5) . . ?
C24 C027 C36 120.3(5) . . ?
H14 C14 C42 119.8(3) . . ?
C46 C14 C42 120.4(5) . . ?
C46 C14 H14 119.8(3) . . ?
H029 C029 C31 120.2(3) . . ?
C02J C029 C31 119.6(6) . . ?
C02J C029 H029 120.2(4) . . ?
C20 C22 C4 122.4(5) . . ?
H22 C22 C4 118.8(3) . . ?
H22 C22 C20 118.8(4) . . ?
C23 C02B F00L 120.9(5) . . ?
C023 C02B F00L 120.8(5) . . ?
C023 C02B C23 118.3(6) . . ?
C14 C46 C25 119.9(5) . . ?
H46 C46 C25 120.1(3) . . ?
H46 C46 C14 120.1(3) . . ?
H5 C5 C45 119.6(3) . . ?
C02J C5 C45 120.9(5) . . ?
C02J C5 H5 119.6(3) . . ?
C16 C02E F00P 119.8(6) . . ?
C49 C02E F00P 122.0(6) . . ?
C49 C02E C16 118.2(6) . . ?
C022 C02F F00T 121.0(8) . . ?
C02O C02F F00T 119.5(6) . . ?
C02O C02F C022 119.6(7) . . ?
C11 B02G C9 114.5(4) . . ?
C27 B02G C9 112.7(4) . . ?
C27 B02G C11 103.2(4) . . ?
C6 B02G C9 100.6(4) . . ?
C6 B02G C11 112.7(4) . . ?
C6 B02G C27 113.6(4) . . ?
C01Y C24 F00K 119.8(5) . . ?
C027 C24 F00K 120.3(5) . . ?
C027 C24 C01Y 119.9(5) . . ?
C022 C02I C48 121.9(6) . . ?
C02L C02I C48 123.2(5) . . ?
C02L C02I C022 114.8(5) . . ?
C5 C02J C029 120.4(6) . . ?
H02J C02J C029 119.8(4) . . ?
H02J C02J C5 119.8(3) . . ?
C02I C02L F00M 117.4(5) . . ?
C02M C02L F00M 119.0(6) . . ?
C02M C02L C02I 123.6(7) . . ?
C02L C02M F00V 120.9(7) . . ?
C02O C02M F00V 119.4(6) . . ?
C02O C02M C02L 119.8(7) . . ?
C02F C02O F00U 120.2(8) . . ?
C02M C02O F00U 120.9(8) . . ?
C02M C02O C02F 118.9(6) . . ?
C025 C49 F00S 119.9(6) . . ?
C02E C49 F00S 118.4(6) . . ?
C02E C49 C025 121.6(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
P001 C28 C45 C5 178.4(4) . . . . ?
P001 C28 C31 C029 -178.5(4) . . . . ?
P001 C33 C30 C20 -177.0(4) . . . . ?
P001 C33 C43 C4 176.3(4) . . . . ?
P001 C26 C19 C12 67.7(5) . . . . ?
P001 C26 C19 C36 -111.6(4) . . . . ?
P001 C26 C41 C21 69.0(6) . . . . ?
P001 C26 C41 C48 -106.8(6) . . . . ?
P001 C26 C48 C41 100.6(6) . . . . ?
P001 C26 C48 C02I -74.1(7) . . . . ?
P001 C1 C25 C46 179.3(4) . . . . ?
P001 C1 C37 C42 -179.5(4) . . . . ?
F002 C17 C11 C13 -178.1(5) . . . . ?
F002 C17 C11 B02G -3.0(6) . . . . ?
F002 C17 C47 F00D -0.0(5) . . . . ?
F002 C17 C47 C10 -179.8(4) . . . . ?
F003 C35 C01E F00E 3.1(5) . . . . ?
F003 C35 C01E C3 178.6(5) . . . . ?
F003 C35 C27 C34 178.3(4) . . . . ?
F003 C35 C27 B02G 1.4(6) . . . . ?
F004 C39 C6 C16 178.9(5) . . . . ?
F004 C39 C6 B02G 5.6(6) . . . . ?
F004 C39 C025 F00G 1.1(5) . . . . ?
F004 C39 C025 C49 -179.3(5) . . . . ?
F005 C23 C9 C32 -178.0(5) . . . . ?
F005 C23 C9 B02G -4.6(6) . . . . ?
F005 C23 C02B F00L -0.3(5) . . . . ?
F005 C23 C02B C023 177.6(5) . . . . ?
F006 C13 C11 C17 177.2(5) . . . . ?
F006 C13 C11 B02G 1.6(6) . . . . ?
F006 C13 C15 F00C 3.0(5) . . . . ?
F006 C13 C15 C10 -179.5(5) . . . . ?
F007 C12 C19 C26 -1.4(6) . . . . ?
F007 C12 C19 C36 177.8(5) . . . . ?
F007 C12 C01Y F00I 2.7(6) . . . . ?
F007 C12 C01Y C24 -177.3(5) . . . . ?
F008 C34 C27 C35 -176.1(5) . . . . ?
F008 C34 C27 B02G 0.5(6) . . . . ?
F008 C34 C44 F00H -3.2(5) . . . . ?
F008 C34 C44 C3 178.0(4) . . . . ?
F009 C16 C6 C39 -179.3(5) . . . . ?
F009 C16 C6 B02G -5.5(6) . . . . ?
F009 C16 C02E F00P 0.1(5) . . . . ?
F009 C16 C02E C49 -179.9(5) . . . . ?
F00A C32 C9 C23 175.5(5) . . . . ?
F00A C32 C9 B02G 2.8(6) . . . . ?
F00A C32 C38 F00N 2.5(5) . . . . ?
F00A C32 C38 C023 -177.6(5) . . . . ?
F00B C36 C19 C26 0.7(6) . . . . ?
F00B C36 C19 C12 -178.5(5) . . . . ?
F00B C36 C027 F00R -0.2(6) . . . . ?
F00B C36 C027 C24 178.8(5) . . . . ?
F00C C15 C13 C11 -176.6(4) . . . . ?
F00C C15 C10 F00F -1.0(6) . . . . ?
F00C C15 C10 C47 179.1(5) . . . . ?
F00D C47 C17 C11 178.7(5) . . . . ?
F00D C47 C10 F00F -1.2(6) . . . . ?
F00D C47 C10 C15 178.7(5) . . . . ?
F00E C01E C35 C27 -177.2(5) . . . . ?
F00E C01E C3 F00Q -0.8(6) . . . . ?
F00E C01E C3 C44 179.2(5) . . . . ?
F00F C10 C15 C13 -178.6(5) . . . . ?
F00F C10 C47 C17 178.6(5) . . . . ?
F00G C025 C39 C6 179.7(5) . . . . ?
F00G C025 C49 F00S -1.3(7) . . . . ?
F00G C025 C49 C02E -179.0(6) . . . . ?
F00H C44 C34 C27 177.8(5) . . . . ?
F00H C44 C3 F00Q -1.1(6) . . . . ?
F00H C44 C3 C01E 178.9(5) . . . . ?
F00I C01Y C12 C19 -177.5(5) . . . . ?
F00I C01Y C24 F00K -1.1(6) . . . . ?
F00I C01Y C24 C027 178.0(5) . . . . ?
F00J C022 C02F F00T 0.0(6) . . . . ?
F00J C022 C02F C02O -179.6(5) . . . . ?
F00J C022 C02I C48 -2.6(6) . . . . ?
F00J C022 C02I C02L 179.7(5) . . . . ?
F00K C24 C01Y C12 178.9(5) . . . . ?
F00K C24 C027 F00R -0.6(6) . . . . ?
F00K C24 C027 C36 -179.7(5) . . . . ?
F00L C02B C23 C9 178.9(5) . . . . ?
F00L C02B C023 F00O -0.1(7) . . . . ?
F00L C02B C023 C38 178.9(5) . . . . ?
F00M C02L C02I C48 2.9(7) . . . . ?
F00M C02L C02I C022 -179.4(5) . . . . ?
F00M C02L C02M F00V -0.3(7) . . . . ?
F00M C02L C02M C02O 179.3(6) . . . . ?
F00N C38 C32 C9 178.8(5) . . . . ?
F00N C38 C023 F00O -0.0(6) . . . . ?
F00N C38 C023 C02B -179.0(5) . . . . ?
F00O C023 C38 C32 -180.0(5) . . . . ?
F00O C023 C02B C23 -178.0(5) . . . . ?
F00P C02E C16 C6 -178.5(5) . . . . ?
F00P C02E C49 F00S 0.6(7) . . . . ?
F00P C02E C49 C025 178.2(6) . . . . ?
F00Q C3 C01E C35 -176.5(5) . . . . ?
F00Q C3 C44 C34 177.7(5) . . . . ?
F00R C027 C36 C19 -179.8(5) . . . . ?
F00R C027 C24 C01Y -179.7(5) . . . . ?
F00S C49 C025 C39 179.1(6) . . . . ?
F00S C49 C02E C16 -179.5(6) . . . . ?
F00T C02F C022 C02I -179.9(5) . . . . ?
F00T C02F C02O F00U 0.9(7) . . . . ?
F00T C02F C02O C02M 179.9(6) . . . . ?
F00U C02O C02F C022 -179.5(6) . . . . ?
F00U C02O C02M F00V -0.9(7) . . . . ?
F00U C02O C02M C02L 179.5(6) . . . . ?
F00V C02M C02L C02I 179.9(6) . . . . ?
F00V C02M C02O C02F -179.9(6) . . . . ?
C9 C23 C02B C023 -3.1(7) . . . . ?
C9 C32 C38 C023 -1.2(7) . . . . ?
C9 B02G C11 C13 -172.9(4) . . . . ?
C9 B02G C11 C17 12.3(6) . . . . ?
C9 B02G C27 C35 -55.8(5) . . . . ?
C9 B02G C27 C34 127.8(4) . . . . ?
C9 B02G C6 C39 108.4(4) . . . . ?
C9 B02G C6 C16 -64.4(5) . . . . ?
C11 C13 C15 C10 1.0(6) . . . . ?
C11 C17 C47 C10 -1.1(6) . . . . ?
C11 B02G C27 C35 68.2(4) . . . . ?
C11 B02G C27 C34 -108.2(4) . . . . ?
C11 B02G C6 C39 -14.0(5) . . . . ?
C11 B02G C6 C16 173.2(4) . . . . ?
C13 C15 C10 C47 1.5(6) . . . . ?
C15 C10 C47 C17 -1.5(7) . . . . ?
C19 C26 C41 C21 -78.0(7) . . . . ?
C19 C26 C41 C48 106.2(7) . . . . ?
C19 C26 C48 C41 -107.6(7) . . . . ?
C19 C26 C48 C02I 77.6(7) . . . . ?
C19 C12 C01Y C24 2.5(7) . . . . ?
C19 C36 C027 C24 -0.7(7) . . . . ?
C21 C41 C48 C26 -175.3(13) . . . . ?
C21 C41 C48 C02I -1.3(15) . . . . ?
C21 C41 C26 C48 175.8(12) . . . . ?
C21 C7 C020 C29 -0.6(7) . . . . ?
C21 C18 C40 C29 -1.2(7) . . . . ?
C23 C02B C023 C38 1.0(7) . . . . ?
C25 C1 C37 C42 -1.8(6) . . . . ?
C25 C46 C14 C42 1.3(7) . . . . ?
C28 C45 C5 C02J 0.3(6) . . . . ?
C28 C31 C029 C02J -0.2(6) . . . . ?
C30 C33 C43 C4 -2.4(6) . . . . ?
C30 C20 C22 C4 -2.1(7) . . . . ?
C33 C43 C4 C22 0.9(6) . . . . ?
C35 C01E C3 C44 3.5(6) . . . . ?
C35 C27 C34 C44 2.7(6) . . . . ?
C35 C27 B02G C6 -169.4(5) . . . . ?
C37 C42 C14 C46 -1.4(6) . . . . ?
C39 C6 C16 C02E -0.9(6) . . . . ?
C39 C6 B02G C27 -131.0(5) . . . . ?
C39 C025 C49 C02E 1.4(7) . . . . ?
C41 C48 C02I C022 132.8(11) . . . . ?
C41 C48 C02I C02L -49.6(12) . . . . ?
C41 C26 C48 C02I -174.8(6) . . . . ?
C43 C4 C22 C20 1.4(7) . . . . ?
C45 C5 C02J C029 -1.4(7) . . . . ?
C01E C3 C44 C34 -2.3(7) . . . . ?
C48 C02I C022 C02F 177.3(5) . . . . ?
C48 C02I C02L C02M -177.3(6) . . . . ?
C27 C34 C44 C3 -1.0(6) . . . . ?
C27 B02G C6 C16 56.2(5) . . . . ?
C12 C01Y C24 C027 -2.0(7) . . . . ?
C6 C16 C02E C49 1.6(7) . . . . ?
C31 C029 C02J C5 1.3(7) . . . . ?
C32 C38 C023 C02B 1.0(6) . . . . ?
C16 C02E C49 C025 -1.8(8) . . . . ?
C36 C027 C24 C01Y 1.2(7) . . . . ?
C022 C02F C02O C02M -0.6(7) . . . . ?
C022 C02I C02L C02M 0.4(6) . . . . ?
C02F C02O C02M C02L 0.5(8) . . . . ?
C02I C02L C02M C02O -0.5(7) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.677 0.250 0.682 257.2 78.5 '2 CH2Cl2'
2 -0.548 0.750 0.182 257.2 78.5 '2 CH2Cl2'
3 0.250 0.151 0.292 7.0 0.1 ?
4 0.250 0.651 0.792 7.0 0.1 ?
5 0.750 0.349 0.292 7.0 0.1 ?
6 0.750 0.849 0.792 7.0 0.1 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2

_olex2_submission_special_instructions 'No special instructions were received'
