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#$Date: 2025-07-04 18:41:17 +0300 (Fri, 04 Jul 2025) $
#$Revision: 300331 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/50/1575026.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1575026
loop_
_publ_author_name
'Ankudinov, Nikita M.'
'Alexeev, Nikita V.'
'Podyacheva, Evgeniya S.'
'Chusov, Denis A.'
'Lyssenko, Konstantin A.'
'Perekalin, Dmitry S.'
_publ_section_title
;
 Catalytic insertion of nitrenes into B--H bonds
;
_journal_issue                   15
_journal_name_full               'Chemical Science'
_journal_page_first              6298
_journal_page_last               6306
_journal_paper_doi               10.1039/D5SC00723B
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C18 H11 B Br F5 N2 O3 S'
_chemical_formula_sum            'C18 H11 B Br F5 N2 O3 S'
_chemical_formula_weight         521.07
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2025-02-22 deposited with the CCDC.	2025-03-03 downloaded from the CCDC.
;
_cell_angle_alpha                92.793(9)
_cell_angle_beta                 100.437(8)
_cell_angle_gamma                107.826(9)
_cell_formula_units_Z            2
_cell_length_a                   7.948(2)
_cell_length_b                   8.047(2)
_cell_length_c                   16.160(4)
_cell_measurement_reflns_used    624
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      19.4
_cell_measurement_theta_min      2.6
_cell_volume                     961.6(4)
_computing_cell_refinement       'SAINT (Bruker, 2019)'
_computing_data_collection       'APEX3 (Bruker, 2019)'
_computing_data_reduction        'SAINT (Bruker, 2019)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2020)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Photon III detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest with Photon III detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0909
_diffrn_reflns_av_unetI/netI     0.1994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10427
_diffrn_reflns_point_group_measured_fraction_full 0.903
_diffrn_reflns_point_group_measured_fraction_max 0.901
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         2.579
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    2.318
_exptl_absorpt_correction_T_max  0.6478
_exptl_absorpt_correction_T_min  0.5430
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.800
_exptl_crystal_description       plate
_exptl_crystal_F_000             516
_exptl_crystal_size_max          0.422
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.130
_refine_diff_density_max         0.884
_refine_diff_density_min         -0.821
_refine_diff_density_rms         0.135
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.01(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     576
_refine_ls_number_reflns         6810
_refine_ls_number_restraints     79
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.1492
_refine_ls_R_factor_gt           0.0872
_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)+(0.0400P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1628
_refine_ls_wR_factor_ref         0.2037
_reflns_Friedel_coverage         0.803
_reflns_Friedel_fraction_full    0.807
_reflns_Friedel_fraction_max     0.803
_reflns_number_gt                3870
_reflns_number_total             6810
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5sc00723b2.cif
_cod_data_source_block           2jd
_cod_original_cell_volume        961.6(5)
_cod_database_code               1575026
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_min   0.441
_shelx_estimated_absorpt_t_max   0.753
loop_
_space_group_symop_operation_xyz
'x, y, z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.0569(7) 0.6984(9) 0.5985(3) 0.0319(6) Uani 1 1 d . . . . .
F1 F -0.3858(15) 0.4296(18) 0.5786(7) 0.027(3) Uani 1 1 d . . . . .
F2 F -0.7075(19) 0.189(2) 0.5095(8) 0.036(3) Uani 1 1 d . . . . .
F3 F -0.9880(18) 0.141(2) 0.5881(9) 0.037(3) Uani 1 1 d . . . . .
F4 F -0.9494(18) 0.347(2) 0.7359(9) 0.033(3) Uani 1 1 d . . . . .
F5 F -0.6284(19) 0.584(2) 0.8058(9) 0.033(3) Uani 1 1 d . . . . .
S1 S -0.0783(8) 0.7180(10) 0.8720(4) 0.0289(12) Uani 1 1 d D . . . .
O1 O -0.1290(19) 0.868(2) 0.8921(10) 0.037(4) Uani 1 1 d . . . . .
O2 O -0.0454(18) 0.614(2) 0.9374(8) 0.035(4) Uani 1 1 d . . . . .
O3 O -0.2385(18) 0.5812(19) 0.8043(9) 0.028(3) Uani 1 1 d . . . . .
N1 N 0.312(2) 1.094(2) 0.8688(9) 0.026(4) Uani 1 1 d D . . . .
N2 N 0.0905(16) 0.7775(17) 0.8267(8) 0.021(3) Uani 1 1 d D U . . .
H2B H 0.145370 0.699270 0.820290 0.025 Uiso 1 1 calc R U . . .
B1 B 0.166(2) 0.948(2) 0.7940(10) 0.020(5) Uani 1 1 d D U . . .
H10C H 0.067525 0.993853 0.767639 0.023 Uiso 1 1 calc R U . . .
C1 C 0.287(3) 1.154(3) 0.9414(11) 0.026(4) Uani 1 1 d . . . . .
H1B H 0.168542 1.117359 0.952440 0.031 Uiso 1 1 calc R U . . .
C2 C 0.425(3) 1.266(3) 1.0022(17) 0.039(6) Uani 1 1 d . . . . .
H2A H 0.404646 1.304073 1.054957 0.047 Uiso 1 1 calc R U . . .
C3 C 0.590(3) 1.321(4) 0.9835(14) 0.043(7) Uani 1 1 d . . . . .
H3A H 0.687990 1.400557 1.023332 0.052 Uiso 1 1 calc R U . . .
C4 C 0.620(3) 1.264(3) 0.9087(13) 0.028(5) Uani 1 1 d . . . . .
H4A H 0.737872 1.304240 0.896842 0.034 Uiso 1 1 calc R U . . .
C5 C 0.486(3) 1.152(3) 0.8517(13) 0.025(5) Uani 1 1 d . . . . .
C6 C 0.476(3) 1.069(3) 0.7676(14) 0.025(5) Uani 1 1 d . . . . .
C7 C 0.304(2) 0.950(3) 0.7304(11) 0.021(5) Uani 1 1 d D . . . .
C8 C 0.283(3) 0.864(3) 0.6537(12) 0.019(5) Uani 1 1 d . . . . .
C9 C 0.420(3) 0.892(3) 0.6084(16) 0.034(6) Uani 1 1 d . . . . .
H9A H 0.399736 0.833274 0.553375 0.041 Uiso 1 1 calc R U . . .
C10 C 0.594(3) 1.014(3) 0.6485(13) 0.032(5) Uani 1 1 d . U . . .
H10A H 0.690580 1.037146 0.619311 0.039 Uiso 1 1 calc R U . . .
C11 C 0.621(3) 1.098(3) 0.7274(13) 0.028(5) Uani 1 1 d . . . . .
H11A H 0.737151 1.173947 0.754500 0.033 Uiso 1 1 calc R U . . .
C12 C -0.316(3) 0.656(3) 0.7322(13) 0.026(5) Uani 1 1 d . . . . .
H12A H -0.236186 0.679705 0.690614 0.031 Uiso 1 1 calc R U . . .
H12B H -0.333946 0.767461 0.750935 0.031 Uiso 1 1 calc R U . . .
C13 C -0.498(3) 0.515(3) 0.6937(13) 0.025(5) Uani 1 1 d . U . . .
C14 C -0.521(3) 0.414(3) 0.6191(12) 0.025(5) Uani 1 1 d . . . . .
C15 C -0.687(3) 0.290(3) 0.5818(15) 0.031(5) Uani 1 1 d . . . . .
C16 C -0.824(3) 0.262(3) 0.6227(15) 0.029(5) Uani 1 1 d . U . . .
C17 C -0.813(3) 0.364(3) 0.6968(13) 0.022(5) Uani 1 1 d . . . . .
C18 C -0.643(3) 0.485(3) 0.7312(12) 0.021(5) Uani 1 1 d . . . . .
N1A N -0.369(2) -0.038(3) 0.1238(11) 0.039(5) Uani 1 1 d D U . . .
B1A B -0.206(2) 0.059(4) 0.2055(13) 0.026(7) Uani 0.224(9) 1 d D . P A 2
H1AB H -0.117238 -0.003748 0.224538 0.031 Uiso 0.224(9) 1 calc R U P A 2
S1A S 0.0423(19) 0.307(3) 0.1363(11) 0.0280(16) Uani 0.224(9) 1 d D . P A 2
O1A O 0.108(9) 0.162(7) 0.117(5) 0.038(5) Uani 0.224(9) 1 d D U P A 2
O2A O 0.020(6) 0.436(5) 0.084(3) 0.032(4) Uani 0.224(9) 1 d D . P A 2
N2A N -0.131(5) 0.236(5) 0.178(3) 0.027(5) Uani 0.224(9) 1 d D . P A 2
H2AB H -0.189318 0.310661 0.185171 0.032 Uiso 0.224(9) 1 calc R U P A 2
B1A' B -0.231(2) 0.127(3) 0.1916(12) 0.026(7) Uani 0.776(9) 1 d D . P A 1
H1AC H -0.233091 0.242562 0.172080 0.031 Uiso 0.776(9) 1 calc R U P A 1
S1A' S 0.1017(10) 0.2045(12) 0.1509(5) 0.0280(16) Uani 0.776(9) 1 d D . P A 1
O1A' O 0.028(2) 0.280(3) 0.0783(12) 0.038(5) Uani 0.776(9) 1 d D U P A 1
N2A' N -0.0482(17) 0.109(2) 0.2023(10) 0.027(5) Uani 0.776(9) 1 d D . P A 1
H2AC H -0.020220 0.040547 0.239676 0.032 Uiso 0.776(9) 1 calc R U P A 1
O2A' O 0.2105(19) 0.100(2) 0.1411(10) 0.032(4) Uani 0.776(9) 1 d D . P A 1
Br1A Br -0.0807(7) 0.3392(10) 0.3982(4) 0.0419(7) Uani 1 1 d . . . . .
O3A O 0.2250(19) 0.388(2) 0.2123(10) 0.044(4) Uani 1 1 d D . . . .
F1A F 0.3979(16) 0.5549(19) 0.4446(8) 0.036(3) Uani 1 1 d . . . . .
F2A F 0.7075(19) 0.817(2) 0.5041(8) 0.042(4) Uani 1 1 d . . . . .
F3A F 0.964(2) 0.899(2) 0.4066(11) 0.059(5) Uani 1 1 d . . . . .
F4A F 0.908(2) 0.722(3) 0.2540(11) 0.066(5) Uani 1 1 d . . . . .
F5A F 0.597(2) 0.461(2) 0.1955(9) 0.048(4) Uani 1 1 d . . . . .
C1A C -0.351(4) -0.080(4) 0.0453(16) 0.056(8) Uani 1 1 d . U . . .
H1AA H -0.251352 -0.010497 0.023975 0.067 Uiso 1 1 calc R U . . .
C2A C -0.480(4) -0.225(4) -0.0046(19) 0.059(9) Uani 1 1 d . . . . .
H2AA H -0.459621 -0.265909 -0.056846 0.071 Uiso 1 1 calc R U . . .
C3A C -0.637(3) -0.308(4) 0.0225(16) 0.042(7) Uani 1 1 d . . . . .
H3AA H -0.731237 -0.399362 -0.013523 0.050 Uiso 1 1 calc R U . . .
C4A C -0.654(3) -0.258(4) 0.1031(14) 0.038(6) Uani 1 1 d . . . . .
H4AA H -0.761850 -0.313857 0.121901 0.045 Uiso 1 1 calc R U . . .
C5A C -0.515(3) -0.125(4) 0.1570(14) 0.037(7) Uani 1 1 d . . . . .
C6A C -0.501(3) -0.054(3) 0.2416(14) 0.031(6) Uani 1 1 d . . . . .
C7A C -0.332(3) 0.083(3) 0.2710(12) 0.037(6) Uani 1 1 d D . . . .
C8A C -0.304(4) 0.154(4) 0.3533(14) 0.039(7) Uani 1 1 d . . . . .
C9A C -0.427(3) 0.109(4) 0.4022(15) 0.039(6) Uani 1 1 d . . . . .
H9AA H -0.402498 0.169986 0.457120 0.046 Uiso 1 1 calc R U . . .
C10A C -0.585(3) -0.022(3) 0.3743(12) 0.036(5) Uani 1 1 d . . . . .
H10B H -0.667376 -0.056166 0.410889 0.043 Uiso 1 1 calc R U . . .
C11A C -0.628(3) -0.107(3) 0.2918(13) 0.026(5) Uani 1 1 d . . . . .
H11B H -0.739948 -0.197316 0.271089 0.031 Uiso 1 1 calc R U . . .
C12A C 0.320(3) 0.347(3) 0.2879(15) 0.038(6) Uani 1 1 d . . . . .
H12C H 0.348962 0.238612 0.276730 0.046 Uiso 1 1 calc R U . . .
H12D H 0.243893 0.329179 0.331207 0.046 Uiso 1 1 calc R U . . .
C13A C 0.489(3) 0.498(3) 0.3189(15) 0.032(5) Uani 1 1 d . . . . .
C14A C 0.523(3) 0.593(3) 0.3962(15) 0.037(6) Uani 1 1 d . . . . .
C15A C 0.682(3) 0.727(4) 0.4253(14) 0.034(6) Uani 1 1 d . . . . .
C16A C 0.814(3) 0.769(3) 0.3801(15) 0.031(6) Uani 1 1 d . . . . .
C17A C 0.780(3) 0.678(3) 0.3013(16) 0.035(6) Uani 1 1 d . . . . .
C18A C 0.627(3) 0.546(4) 0.2716(15) 0.032(6) Uani 1 1 d . U . . .
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'
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'
F F 0.0171 0.0103 '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'
Br Br -0.2901 2.4595 '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'
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
O2 S1 O1 118.5(10) . . ?
O2 S1 O3 102.7(8) . . ?
O1 S1 O3 109.5(8) . . ?
O2 S1 N2 110.5(8) . . ?
O1 S1 N2 108.7(9) . . ?
O3 S1 N2 106.2(8) . . ?
C12 O3 S1 115.3(12) . . ?
C1 N1 C5 118.4(16) . . ?
C1 N1 B1 128.5(16) . . ?
C5 N1 B1 113.1(15) . . ?
B1 N2 S1 128.1(12) . . ?
B1 N2 H2B 116.0 . . ?
S1 N2 H2B 116.0 . . ?
N2 B1 C7 115.4(14) . . ?
N2 B1 N1 111.5(13) . . ?
C7 B1 N1 96.8(14) . . ?
N2 B1 H10C 110.8 . . ?
C7 B1 H10C 110.8 . . ?
N1 B1 H10C 110.8 . . ?
N1 C1 C2 123(2) . . ?
N1 C1 H1B 118.5 . . ?
C2 C1 H1B 118.5 . . ?
C3 C2 C1 117(2) . . ?
C3 C2 H2A 121.4 . . ?
C1 C2 H2A 121.4 . . ?
C2 C3 C4 121(2) . . ?
C2 C3 H3A 119.4 . . ?
C4 C3 H3A 119.4 . . ?
C5 C4 C3 121(2) . . ?
C5 C4 H4A 119.7 . . ?
C3 C4 H4A 119.7 . . ?
C4 C5 N1 120(2) . . ?
C4 C5 C6 133(2) . . ?
N1 C5 C6 107.3(18) . . ?
C11 C6 C7 122(2) . . ?
C11 C6 C5 124(2) . . ?
C7 C6 C5 113.7(18) . . ?
C8 C7 C6 117.8(17) . . ?
C8 C7 B1 133.2(18) . . ?
C6 C7 B1 109.0(16) . . ?
C7 C8 C9 123(2) . . ?
C7 C8 Br1 121.2(15) . . ?
C9 C8 Br1 115.4(16) . . ?
C8 C9 C10 117(2) . . ?
C8 C9 H9A 121.4 . . ?
C10 C9 H9A 121.4 . . ?
C11 C10 C9 121(2) . . ?
C11 C10 H10A 119.5 . . ?
C9 C10 H10A 119.5 . . ?
C10 C11 C6 119(2) . . ?
C10 C11 H11A 120.6 . . ?
C6 C11 H11A 120.6 . . ?
O3 C12 C13 104.4(16) . . ?
O3 C12 H12A 110.9 . . ?
C13 C12 H12A 110.9 . . ?
O3 C12 H12B 110.9 . . ?
C13 C12 H12B 110.9 . . ?
H12A C12 H12B 108.9 . . ?
C18 C13 C14 117(2) . . ?
C18 C13 C12 122(2) . . ?
C14 C13 C12 121(2) . . ?
F1 C14 C13 122(2) . . ?
F1 C14 C15 116.7(18) . . ?
C13 C14 C15 122(2) . . ?
F2 C15 C16 120(2) . . ?
F2 C15 C14 121(2) . . ?
C16 C15 C14 119(2) . . ?
C15 C16 F3 120(2) . . ?
C15 C16 C17 123(2) . . ?
F3 C16 C17 117(2) . . ?
F4 C17 C16 124(2) . . ?
F4 C17 C18 120(2) . . ?
C16 C17 C18 115.5(19) . . ?
C13 C18 F5 120(2) . . ?
C13 C18 C17 124(2) . . ?
F5 C18 C17 116.3(18) . . ?
C1A N1A C5A 124(2) . . ?
C1A N1A B1A' 126(2) . . ?
C5A N1A B1A' 110.1(18) . . ?
C1A N1A B1A 127(2) . . ?
C5A N1A B1A 105.8(18) . . ?
N2A B1A C7A 105.7(19) . . ?
N2A B1A N1A 101(3) . . ?
C7A B1A N1A 97.5(15) . . ?
N2A B1A H1AB 116.5 . . ?
C7A B1A H1AB 116.5 . . ?
N1A B1A H1AB 116.5 . . ?
O2A S1A O1A 127(4) . . ?
O2A S1A N2A 109.6(10) . . ?
O1A S1A N2A 109(4) . . ?
O2A S1A O3A 111(3) . . ?
O1A S1A O3A 88(3) . . ?
N2A S1A O3A 109(2) . . ?
B1A N2A S1A 128(3) . . ?
B1A N2A H2AB 116.0 . . ?
S1A N2A H2AB 116.0 . . ?
N2A' B1A' C7A 116.1(16) . . ?
N2A' B1A' N1A 107.1(15) . . ?
C7A B1A' N1A 97.5(15) . . ?
N2A' B1A' H1AC 111.7 . . ?
C7A B1A' H1AC 111.7 . . ?
N1A B1A' H1AC 111.7 . . ?
O2A' S1A' O1A' 120.0(12) . . ?
O2A' S1A' N2A' 109.6(10) . . ?
O1A' S1A' N2A' 112.7(10) . . ?
O2A' S1A' O3A 109.2(9) . . ?
O1A' S1A' O3A 99.2(10) . . ?
N2A' S1A' O3A 104.5(9) . . ?
B1A' N2A' S1A' 124.8(13) . . ?
B1A' N2A' H2AC 117.6 . . ?
S1A' N2A' H2AC 117.6 . . ?
C12A O3A S1A 142.6(17) . . ?
C12A O3A S1A' 110.1(13) . . ?
N1A C1A C2A 119(3) . . ?
N1A C1A H1AA 120.4 . . ?
C2A C1A H1AA 120.4 . . ?
C3A C2A C1A 120(3) . . ?
C3A C2A H2AA 120.2 . . ?
C1A C2A H2AA 120.2 . . ?
C2A C3A C4A 119(2) . . ?
C2A C3A H3AA 120.5 . . ?
C4A C3A H3AA 120.5 . . ?
C3A C4A C5A 121(2) . . ?
C3A C4A H4AA 119.5 . . ?
C5A C4A H4AA 119.5 . . ?
N1A C5A C4A 117(2) . . ?
N1A C5A C6A 112(2) . . ?
C4A C5A C6A 131(2) . . ?
C11A C6A C5A 127(2) . . ?
C11A C6A C7A 123(2) . . ?
C5A C6A C7A 110.6(19) . . ?
C8A C7A C6A 114(2) . . ?
C8A C7A B1A' 137(2) . . ?
C6A C7A B1A' 108.5(16) . . ?
C8A C7A B1A 137(2) . . ?
C6A C7A B1A 105.1(18) . . ?
C9A C8A C7A 124(3) . . ?
C9A C8A Br1A 118(2) . . ?
C7A C8A Br1A 117.4(19) . . ?
C8A C9A C10A 121(2) . . ?
C8A C9A H9AA 119.6 . . ?
C10A C9A H9AA 119.6 . . ?
C9A C10A C11A 121(2) . . ?
C9A C10A H10B 119.7 . . ?
C11A C10A H10B 119.7 . . ?
C6A C11A C10A 117(2) . . ?
C6A C11A H11B 121.4 . . ?
C10A C11A H11B 121.4 . . ?
O3A C12A C13A 108.0(19) . . ?
O3A C12A H12C 110.1 . . ?
C13A C12A H12C 110.1 . . ?
O3A C12A H12D 110.1 . . ?
C13A C12A H12D 110.1 . . ?
H12C C12A H12D 108.4 . . ?
C14A C13A C18A 116(2) . . ?
C14A C13A C12A 122(2) . . ?
C18A C13A C12A 122(2) . . ?
F1A C14A C13A 120(2) . . ?
F1A C14A C15A 119(2) . . ?
C13A C14A C15A 121(2) . . ?
C16A C15A C14A 122(2) . . ?
C16A C15A F2A 120(2) . . ?
C14A C15A F2A 118(2) . . ?
F3A C16A C15A 122(2) . . ?
F3A C16A C17A 120(2) . . ?
C15A C16A C17A 118(2) . . ?
C18A C17A F4A 120(2) . . ?
C18A C17A C16A 122(2) . . ?
F4A C17A C16A 119(2) . . ?
F5A C18A C17A 121(2) . . ?
F5A C18A C13A 118(2) . . ?
C17A C18A C13A 121(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C8 1.91(2) . ?
F1 C14 1.33(2) . ?
F2 C15 1.34(3) . ?
F3 C16 1.37(3) . ?
F4 C17 1.33(2) . ?
F5 C18 1.38(2) . ?
S1 O2 1.419(13) . ?
S1 O1 1.429(16) . ?
S1 O3 1.596(14) . ?
S1 N2 1.601(10) . ?
O3 C12 1.46(2) . ?
N1 C1 1.32(2) . ?
N1 C5 1.39(3) . ?
N1 B1 1.644(15) . ?
N2 B1 1.488(16) . ?
N2 H2B 0.8800 . ?
B1 C7 1.627(16) . ?
B1 H10C 1.0000 . ?
C1 C2 1.38(3) . ?
C1 H1B 0.9500 . ?
C2 C3 1.35(4) . ?
C2 H2A 0.9500 . ?
C3 C4 1.36(3) . ?
C3 H3A 0.9500 . ?
C4 C5 1.33(3) . ?
C4 H4A 0.9500 . ?
C5 C6 1.46(3) . ?
C6 C11 1.39(3) . ?
C6 C7 1.41(3) . ?
C7 C8 1.35(3) . ?
C8 C9 1.39(3) . ?
C9 C10 1.44(3) . ?
C9 H9A 0.9500 . ?
C10 C11 1.36(3) . ?
C10 H10A 0.9500 . ?
C11 H11A 0.9500 . ?
C12 C13 1.54(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C18 1.36(3) . ?
C13 C14 1.37(3) . ?
C14 C15 1.40(3) . ?
C15 C16 1.34(3) . ?
C16 C17 1.39(3) . ?
C17 C18 1.40(3) . ?
N1A C1A 1.34(3) . ?
N1A C5A 1.37(3) . ?
N1A B1A' 1.643(15) . ?
N1A B1A 1.644(15) . ?
B1A N2A 1.488(16) . ?
B1A C7A 1.627(16) . ?
B1A H1AB 1.0000 . ?
S1A O2A 1.402(18) . ?
S1A O1A 1.459(18) . ?
S1A N2A 1.601(10) . ?
S1A O3A 1.654(15) . ?
N2A H2AB 0.8800 . ?
B1A' N2A' 1.488(16) . ?
B1A' C7A 1.627(16) . ?
B1A' H1AC 1.0000 . ?
S1A' O2A' 1.402(18) . ?
S1A' O1A' 1.459(18) . ?
S1A' N2A' 1.601(10) . ?
S1A' O3A 1.654(15) . ?
N2A' H2AC 0.8800 . ?
Br1A C8A 1.93(3) . ?
O3A C12A 1.42(2) . ?
F1A C14A 1.34(3) . ?
F2A C15A 1.38(3) . ?
F3A C16A 1.31(3) . ?
F4A C17A 1.35(3) . ?
F5A C18A 1.32(3) . ?
C1A C2A 1.39(4) . ?
C1A H1AA 0.9500 . ?
C2A C3A 1.38(4) . ?
C2A H2AA 0.9500 . ?
C3A C4A 1.39(3) . ?
C3A H3AA 0.9500 . ?
C4A C5A 1.40(3) . ?
C4A H4AA 0.9500 . ?
C5A C6A 1.43(3) . ?
C6A C11A 1.39(3) . ?
C6A C7A 1.44(3) . ?
C7A C8A 1.37(3) . ?
C8A C9A 1.34(3) . ?
C9A C10A 1.35(3) . ?
C9A H9AA 0.9500 . ?
C10A C11A 1.40(3) . ?
C10A H10B 0.9500 . ?
C11A H11B 0.9500 . ?
C12A C13A 1.49(3) . ?
C12A H12C 0.9900 . ?
C12A H12D 0.9900 . ?
C13A C14A 1.37(3) . ?
C13A C18A 1.42(3) . ?
C14A C15A 1.37(3) . ?
C15A C16A 1.35(3) . ?
C16A C17A 1.38(3) . ?
C17A C18A 1.34(3) . ?
