#------------------------------------------------------------------------------
#$Date: 2025-07-06 17:19:14 +0300 (Sun, 06 Jul 2025) $
#$Revision: 300611 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/41/1574158.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_1574158
loop_
_publ_author_name
'Baldon, Simone'
'Paut, Julien'
'Anselmi, Elsa'
'Dagousset, Guillaume'
'Tuccio, Béatrice'
'Pelosi, Giorgio'
'Cuadros, Sara'
'Magnier, Emmanuel'
'Dell’Amico, Luca'
_publ_section_title
;
 Radical photochemical difluorosulfoximination of alkenes and propellanes
;
_journal_issue                   16
_journal_name_full               'Chemical Science'
_journal_page_first              6957
_journal_page_last               6964
_journal_paper_doi               10.1039/D5SC01068C
_journal_volume                  16
_journal_year                    2025
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C12 H12 Br F2 N O S'
_chemical_formula_sum            'C12 H12 Br F2 N O S'
_chemical_formula_weight         336.20
_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_date             2024-06-20
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-06-20 deposited with the CCDC.	2025-03-13 downloaded from the CCDC.
;
_cell_angle_alpha                92.018(3)
_cell_angle_beta                 92.253(3)
_cell_angle_gamma                106.884(3)
_cell_formula_units_Z            4
_cell_length_a                   9.5072(6)
_cell_length_b                   11.2492(7)
_cell_length_c                   13.1335(9)
_cell_measurement_reflns_used    9686
_cell_measurement_temperature    200
_cell_measurement_theta_max      72.80
_cell_measurement_theta_min      3.37
_cell_volume                     1341.42(15)
_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)'
_diffrn_ambient_temperature      200
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 Advance'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0604
_diffrn_reflns_av_unetI/netI     0.0416
_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       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            59085
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.054
_diffrn_reflns_theta_min         3.372
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    5.764
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.665
_exptl_crystal_description       block
_exptl_crystal_F_000             672
_exptl_crystal_size_max          .03
_exptl_crystal_size_mid          .02
_exptl_crystal_size_min          .02
_refine_diff_density_max         0.983
_refine_diff_density_min         -0.625
_refine_diff_density_rms         0.109
_refine_ls_abs_structure_details
;
 Flack x determined using 4140 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     674
_refine_ls_number_reflns         9857
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0590
_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)+(0.1201P)²+0.9804P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1699
_refine_ls_wR_factor_ref         0.1753
_reflns_Friedel_coverage         0.933
_reflns_Friedel_fraction_full    0.940
_reflns_Friedel_fraction_max     0.932
_reflns_number_gt                9250
_reflns_number_total             9857
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5sc01068c2.cif
_cod_data_source_block           cu_sc574_a
_cod_depositor_comments          'Adding full bibliography for 1574158.cif.'
_cod_database_code               1574158
_shelx_shelxl_version_number     2019/1
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All N(H) groups
2. Restrained distances
 C8A-C9A \\sim C8A-C2
 with sigma of 0.02
 C8A-C10A \\sim C8A-C1
 with sigma of 0.02
 C8A-C11A \\sim C8A-C3
 with sigma of 0.02
 C9A-C12A \\sim C2-C12A
 with sigma of 0.02
 C10A-C12A \\sim C1-C12A
 with sigma of 0.02
 C11A-C12A \\sim C3-C12A
 with sigma of 0.02
 C8B-C9B \\sim C8B-C5
 with sigma of 0.02
 C8B-C10B \\sim C8B-C4
 with sigma of 0.02
 C8B-C11B \\sim C8B-C6
 with sigma of 0.02
 C9B-C12B \\sim C5-C12B
 with sigma of 0.02
 C10B-C12B \\sim C4-C12B
 with sigma of 0.02
 C11B-C12B \\sim C6-C12B
 with sigma of 0.02
 C7A-C8A \\sim C7-C8A
 with sigma of 0.02
 C7A-F1A \\sim C7-F1
 with sigma of 0.02
 C7A-F2A \\sim C7-F2
 with sigma of 0.02
 C7A-S1A \\sim C7-S1A
 with sigma of 0.02
 C8A-F1A \\sim C8A-F1
 with sigma of 0.04
 C8A-F2A \\sim C8A-F2
 with sigma of 0.04
 F1A-F2A \\sim F1-F2
 with sigma of 0.04
 F1A-S1A \\sim F1-S1A
 with sigma of 0.04
 F2A-S1A \\sim F2-S1A
 with sigma of 0.04
3. Others
 Fixed Sof: C7A(0.5) C9A(0.5) H9AA(0.5) H9AB(0.5) C10A(0.5) H10A(0.5)
 H10B(0.5) C11A(0.5) H11A(0.5) H11B(0.5) F1A(0.5) F2A(0.5) C9B(0.5) H9BA(0.5)
 H9BB(0.5) C10B(0.5) H10C(0.5) H10D(0.5) C11B(0.5) H11C(0.5) H11D(0.5) C1(0.5)
 H1B(0.5) H1C(0.5) C2(0.5) H2B(0.5) H2C(0.5) C3(0.5) H3B(0.5) H3C(0.5) C4(0.5)
 H4C(0.5) H4D(0.5) C5(0.5) H5C(0.5) H5D(0.5) C6(0.5) H6A(0.5) H6B(0.5) F1(0.5)
 F2(0.5) C7(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C9A(H9AA,H9AB), C10A(H10A,H10B), C11A(H11A,H11B), C9B(H9BA,H9BB), C10B(H10C,
 H10D), C11B(H11C,H11D), C9C(H9CA,H9CB), C10C(H10E,H10F), C11C(H11E,H11F),
 C9D(H9DA,H9DB), C10D(H10G,H10H), C11D(H11G,H11H), C1(H1B,H1C), C2(H2B,H2C),
 C3(H3B,H3C), C4(H4C,H4D), C5(H5C,H5D), C6(H6A,H6B)
4.b Aromatic/amide H refined with riding coordinates:
 C1A(H1A), C2A(H2A), C3A(H3A), C4A(H4A), C5A(H5A), C1B(H1BA), C2B(H2BA),
 C3B(H3BA), C4B(H4B), C5B(H5B), C1C(H1CA), C2C(H2CA), C3C(H3CA), C4C(H4CA),
 C5C(H5CA), C1D(H1D), C2D(H2D), C3D(H3D), C4D(H4DA), C5D(H5DA)
4.c Idealised tetrahedral OH refined as rotating group:
 N1A(H1AA), N1B(H1BB), N1C(H1CB), N1D(H1DA)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
Br1A Br 0.43098(14) 0.89329(11) 0.87222(12) 0.0860(4) Uani 1 1 d . . . . .
C1A C -0.0606(11) 0.1362(10) 0.8214(8) 0.056(2) Uani 1 1 d . . . . .
H1A H -0.087953 0.186322 0.774273 0.067 Uiso 1 1 calc R U . . .
C2A C -0.1611(13) 0.0263(10) 0.8490(9) 0.063(2) Uani 1 1 d . . . . .
H2A H -0.255453 0.000910 0.818058 0.075 Uiso 1 1 calc R U . . .
C3A C -0.1215(15) -0.0445(9) 0.9216(8) 0.065(3) Uani 1 1 d . . . . .
H3A H -0.190564 -0.115261 0.942358 0.078 Uiso 1 1 calc R U . . .
C4A C 0.0205(18) -0.0109(10) 0.9637(8) 0.076(3) Uani 1 1 d . . . . .
H4A H 0.046982 -0.060959 1.011199 0.091 Uiso 1 1 calc R U . . .
C5A C 0.1251(15) 0.0969(11) 0.9362(8) 0.066(3) Uani 1 1 d . . . . .
H5A H 0.221150 0.119747 0.964121 0.079 Uiso 1 1 calc R U . . .
C6A C 0.0796(11) 0.1687(8) 0.8652(7) 0.0494(19) Uani 1 1 d . . . . .
C7A C 0.174(3) 0.425(2) 0.9220(18) 0.090(17) Uani 0.5 1 d D . P A 1
C8A C 0.2656(10) 0.5536(9) 0.9092(7) 0.0505(19) Uani 1 1 d D . . . .
C9A C 0.245(3) 0.665(2) 0.9773(18) 0.074(6) Uiso 0.5 1 d D . P A 1
H9AA H 0.148328 0.677250 0.973345 0.089 Uiso 0.5 1 calc R U P A 1
H9AB H 0.289709 0.675757 1.045974 0.089 Uiso 0.5 1 calc R U P A 1
C10A C 0.432(2) 0.6239(18) 0.908(2) 0.067(6) Uiso 0.5 1 d D . P A 1
H10A H 0.488133 0.632111 0.972377 0.080 Uiso 0.5 1 calc R U P A 1
H10B H 0.482970 0.604671 0.850121 0.080 Uiso 0.5 1 calc R U P A 1
C11A C 0.254(3) 0.6225(18) 0.8097(15) 0.064(5) Uiso 0.5 1 d D . P A 1
H11A H 0.305585 0.602770 0.752292 0.077 Uiso 0.5 1 calc R U P A 1
H11B H 0.157621 0.630607 0.790581 0.077 Uiso 0.5 1 calc R U P A 1
C12A C 0.3475(11) 0.7185(10) 0.8919(8) 0.059(2) Uani 1 1 d D . . . .
F1A F 0.0331(18) 0.413(2) 0.9180(16) 0.066(5) Uani 0.5 1 d D . P A 1
F2A F 0.210(2) 0.391(2) 1.0195(13) 0.075(6) Uani 0.5 1 d D . P A 1
N1A N 0.3635(11) 0.3080(10) 0.8374(10) 0.079(3) Uani 1 1 d . . . . .
H1AA H 0.373260 0.247788 0.804503 0.119 Uiso 1 1 calc R U . . .
O1A O 0.1420(8) 0.3449(7) 0.7371(5) 0.0628(17) Uani 1 1 d . . . . .
S1A S 0.2049(2) 0.3083(2) 0.82781(16) 0.0492(5) Uani 1 1 d D . . . .
Br1B Br 0.57098(12) 0.12260(10) 0.64921(11) 0.0776(4) Uani 1 1 d . . . . .
C1B C 0.8781(15) 0.9184(10) 0.5903(8) 0.066(3) Uani 1 1 d . . . . .
H1BA H 0.782675 0.895846 0.561286 0.079 Uiso 1 1 calc R U . . .
C2B C 0.9828(18) 1.0290(10) 0.5654(8) 0.076(4) Uani 1 1 d . . . . .
H2BA H 0.956370 1.080712 0.519322 0.092 Uiso 1 1 calc R U . . .
C3B C 1.1222(16) 1.0609(10) 0.6080(9) 0.072(3) Uani 1 1 d . . . . .
H3BA H 1.190095 1.134324 0.590784 0.087 Uiso 1 1 calc R U . . .
C4B C 1.1635(13) 0.9870(10) 0.6753(9) 0.064(3) Uani 1 1 d . . . . .
H4B H 1.259239 1.010266 0.703786 0.076 Uiso 1 1 calc R U . . .
C5B C 1.0648(11) 0.8777(9) 0.7020(8) 0.053(2) Uani 1 1 d . . . . .
H5B H 1.093935 0.827075 0.747803 0.064 Uiso 1 1 calc R U . . .
C6B C 0.9221(11) 0.8437(8) 0.6601(7) 0.0489(19) Uani 1 1 d . . . . .
C7B C 0.8346(11) 0.5915(9) 0.5982(7) 0.053(2) Uani 1 1 d . . . . .
C8B C 0.7562(10) 0.4594(9) 0.6132(7) 0.0500(19) Uani 1 1 d D . . . .
C9B C 0.5951(17) 0.4050(15) 0.6466(18) 0.050(4) Uiso 0.5 1 d D . P B 1
H9BA H 0.517046 0.408273 0.597903 0.060 Uiso 0.5 1 calc R U P B 1
H9BB H 0.576753 0.424179 0.716545 0.060 Uiso 0.5 1 calc R U P B 1
C10B C 0.7272(18) 0.3512(13) 0.5291(11) 0.042(3) Uiso 0.5 1 d D . P B 1
H10C H 0.655280 0.350647 0.474451 0.051 Uiso 0.5 1 calc R U P B 1
H10D H 0.813133 0.330433 0.505770 0.051 Uiso 0.5 1 calc R U P B 1
C11B C 0.8091(18) 0.3752(14) 0.6816(14) 0.046(4) Uiso 0.5 1 d D . P B 1
H11C H 0.806763 0.392069 0.754314 0.055 Uiso 0.5 1 calc R U P B 1
H11D H 0.897974 0.356154 0.662517 0.055 Uiso 0.5 1 calc R U P B 1
C12B C 0.6662(9) 0.2952(8) 0.6288(8) 0.0504(19) Uani 1 1 d D . . . .
F1B F 0.8034(11) 0.6265(6) 0.5060(5) 0.090(3) Uani 1 1 d . . . . .
F2B F 0.9844(7) 0.6095(6) 0.6022(6) 0.0728(18) Uani 1 1 d . . . . .
N1B N 0.8416(10) 0.6527(8) 0.7889(6) 0.0591(19) Uani 1 1 d . . . . .
H1BB H 0.833028 0.697611 0.837321 0.089 Uiso 1 1 calc R U . . .
O1B O 0.6506(9) 0.7065(9) 0.6680(8) 0.080(2) Uani 1 1 d . . . . .
S1B S 0.7978(2) 0.70133(19) 0.69205(16) 0.0478(5) Uani 1 1 d . . . . .
Br1C Br 0.29600(12) -0.03360(10) 0.17973(9) 0.0715(3) Uani 1 1 d . . . . .
C1C C 0.1575(10) 0.6509(9) 0.3968(7) 0.0511(19) Uani 1 1 d . . . . .
H1CA H 0.083997 0.612470 0.347462 0.061 Uiso 1 1 calc R U . . .
C2C C 0.1975(14) 0.7757(12) 0.4156(9) 0.066(3) Uani 1 1 d . . . . .
H2CA H 0.149544 0.822809 0.378650 0.080 Uiso 1 1 calc R U . . .
C3C C 0.3071(13) 0.8354(10) 0.4878(9) 0.064(3) Uani 1 1 d . . . . .
H3CA H 0.332614 0.921294 0.498781 0.077 Uiso 1 1 calc R U . . .
C4C C 0.3780(12) 0.7668(10) 0.5433(9) 0.061(2) Uani 1 1 d . . . . .
H4CA H 0.452331 0.806512 0.591740 0.073 Uiso 1 1 calc R U . . .
C5C C 0.3394(10) 0.6382(9) 0.5274(7) 0.0489(18) Uani 1 1 d . . . . .
H5CA H 0.386148 0.591152 0.565421 0.059 Uiso 1 1 calc R U . . .
C6C C 0.2298(9) 0.5816(8) 0.4538(6) 0.0426(16) Uani 1 1 d . . . . .
C7C C 0.3152(9) 0.4075(8) 0.3320(6) 0.0438(17) Uani 1 1 d . . . . .
C8C C 0.3055(9) 0.2789(8) 0.2941(6) 0.0455(18) Uani 1 1 d . . . . .
C9C C 0.1749(11) 0.1858(11) 0.2321(9) 0.062(2) Uani 1 1 d . . . . .
H9CA H 0.088673 0.147517 0.269593 0.075 Uiso 1 1 calc R U . . .
H9CB H 0.151255 0.209921 0.164910 0.075 Uiso 1 1 calc R U . . .
C10C C 0.4061(12) 0.2516(9) 0.2112(8) 0.058(2) Uani 1 1 d . . . . .
H10E H 0.390739 0.278360 0.143338 0.069 Uiso 1 1 calc R U . . .
H10F H 0.509081 0.266648 0.231866 0.069 Uiso 1 1 calc R U . . .
C11C C 0.3267(13) 0.1689(10) 0.3528(8) 0.060(2) Uani 1 1 d . . . . .
H11E H 0.424744 0.178754 0.382374 0.072 Uiso 1 1 calc R U . . .
H11F H 0.249228 0.129902 0.397328 0.072 Uiso 1 1 calc R U . . .
C12C C 0.3001(10) 0.1267(8) 0.2400(7) 0.0491(19) Uani 1 1 d . . . . .
F1C F 0.2890(7) 0.4760(5) 0.2537(4) 0.0595(13) Uani 1 1 d . . . . .
F2C F 0.4520(5) 0.4666(5) 0.3730(4) 0.0552(12) Uani 1 1 d . . . . .
N1C N 0.2303(10) 0.3513(8) 0.5136(6) 0.0557(18) Uani 1 1 d . . . . .
H1CB H 0.189157 0.362274 0.565253 0.083 Uiso 1 1 calc R U . . .
O1C O 0.0400(7) 0.3786(7) 0.3756(6) 0.0601(16) Uani 1 1 d . . . . .
S1C S 0.1830(2) 0.41795(19) 0.42836(15) 0.0434(4) Uani 1 1 d . . . . .
Br1D Br 0.70137(15) 1.05827(11) 0.35308(9) 0.0822(4) Uani 1 1 d . . . . .
C1D C 0.6956(12) 0.4009(10) 0.0005(8) 0.060(2) Uani 1 1 d . . . . .
H1D H 0.651797 0.448407 -0.039386 0.072 Uiso 1 1 calc R U . . .
C2D C 0.6610(14) 0.2758(12) -0.0168(10) 0.074(3) Uani 1 1 d . . . . .
H2D H 0.595791 0.237278 -0.070875 0.089 Uiso 1 1 calc R U . . .
C3D C 0.7226(14) 0.2043(11) 0.0462(10) 0.070(3) Uani 1 1 d . . . . .
H3D H 0.696275 0.118532 0.034231 0.084 Uiso 1 1 calc R U . . .
C4D C 0.8213(13) 0.2589(11) 0.1251(10) 0.069(3) Uani 1 1 d . . . . .
H4DA H 0.860799 0.210474 0.167114 0.083 Uiso 1 1 calc R U . . .
C5D C 0.8615(11) 0.3870(10) 0.1418(8) 0.056(2) Uani 1 1 d . . . . .
H5DA H 0.930031 0.425582 0.194181 0.068 Uiso 1 1 calc R U . . .
C6D C 0.7991(9) 0.4567(9) 0.0801(6) 0.0482(18) Uani 1 1 d . . . . .
C7D C 0.7021(9) 0.6221(8) 0.2008(7) 0.0458(17) Uani 1 1 d . . . . .
C8D C 0.7077(9) 0.7481(8) 0.2413(6) 0.0456(17) Uani 1 1 d . . . . .
C9D C 0.6796(16) 0.8578(11) 0.1815(9) 0.072(3) Uani 1 1 d . . . . .
H9DA H 0.756403 0.900166 0.137780 0.087 Uiso 1 1 calc R U . . .
H9DB H 0.581117 0.844014 0.151241 0.087 Uiso 1 1 calc R U . . .
C10D C 0.6024(14) 0.7744(12) 0.3216(9) 0.070(3) Uani 1 1 d . . . . .
H10G H 0.499765 0.756653 0.298829 0.084 Uiso 1 1 calc R U . . .
H10H H 0.615708 0.748098 0.389937 0.084 Uiso 1 1 calc R U . . .
C11D C 0.8347(13) 0.8445(10) 0.3026(8) 0.061(2) Uani 1 1 d . . . . .
H11G H 0.919341 0.885748 0.264732 0.073 Uiso 1 1 calc R U . . .
H11H H 0.860983 0.821222 0.369517 0.073 Uiso 1 1 calc R U . . .
C12D C 0.7026(12) 0.8993(10) 0.2960(8) 0.058(2) Uani 1 1 d . . . . .
F1D F 0.5674(6) 0.5609(6) 0.1593(5) 0.0614(14) Uani 1 1 d . . . . .
F2D F 0.7273(7) 0.5544(5) 0.2796(4) 0.0580(13) Uani 1 1 d . . . . .
N1D N 0.9905(10) 0.6618(9) 0.1534(8) 0.066(2) Uani 1 1 d . . . . .
H1DA H 1.011956 0.736781 0.167270 0.100 Uiso 1 1 calc R U . . .
O1D O 0.7898(9) 0.6771(7) 0.0196(5) 0.0650(18) Uani 1 1 d . . . . .
S1D S 0.8379(2) 0.6175(2) 0.10559(15) 0.0466(5) Uani 1 1 d . . . . .
C1 C 0.423(2) 0.6164(17) 0.869(2) 0.061(5) Uiso 0.5 1 d D . P A 2
H1B H 0.506409 0.616621 0.913589 0.074 Uiso 0.5 1 calc R U P A 2
H1C H 0.435949 0.599013 0.797558 0.074 Uiso 0.5 1 calc R U P A 2
C2 C 0.309(2) 0.6588(16) 0.9968(13) 0.058(4) Uiso 0.5 1 d D . P A 2
H2B H 0.228095 0.677235 1.030716 0.070 Uiso 0.5 1 calc R U P A 2
H2C H 0.391020 0.659097 1.042990 0.070 Uiso 0.5 1 calc R U P A 2
C3 C 0.208(2) 0.6342(15) 0.8371(15) 0.049(4) Uiso 0.5 1 d D . P A 2
H3B H 0.213063 0.616872 0.764746 0.059 Uiso 0.5 1 calc R U P A 2
H3C H 0.116140 0.649927 0.854294 0.059 Uiso 0.5 1 calc R U P A 2
C4 C 0.790(3) 0.3421(19) 0.5604(19) 0.079(6) Uiso 0.5 1 d D . P B 2
H4C H 0.766591 0.327829 0.487680 0.095 Uiso 0.5 1 calc R U P B 2
H4D H 0.883378 0.328373 0.581136 0.095 Uiso 0.5 1 calc R U P B 2
C5 C 0.5922(19) 0.3988(17) 0.603(2) 0.065(5) Uiso 0.5 1 d D . P B 2
H5C H 0.546460 0.393011 0.534923 0.077 Uiso 0.5 1 calc R U P B 2
H5D H 0.534783 0.421628 0.655590 0.077 Uiso 0.5 1 calc R U P B 2
C6 C 0.767(3) 0.3869(17) 0.7113(15) 0.059(5) Uiso 0.5 1 d D . P B 2
H6A H 0.861276 0.374138 0.728163 0.071 Uiso 0.5 1 calc R U P B 2
H6B H 0.718689 0.407917 0.770246 0.071 Uiso 0.5 1 calc R U P B 2
F1 F 0.062(2) 0.399(2) 0.9543(17) 0.089(8) Uani 0.5 1 d D . P A 2
F2 F 0.283(3) 0.391(2) 1.0138(14) 0.083(6) Uani 0.5 1 d D . P A 2
C7 C 0.200(2) 0.4200(13) 0.9344(15) 0.047(7) Uani 0.5 1 d D . P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
C2A C1A H1A 120.7 . . ?
C6A C1A H1A 120.7 . . ?
C6A C1A C2A 118.5(10) . . ?
C1A C2A H2A 119.8 . . ?
C3A C2A C1A 120.3(11) . . ?
C3A C2A H2A 119.8 . . ?
C2A C3A H3A 119.9 . . ?
C2A C3A C4A 120.1(10) . . ?
C4A C3A H3A 119.9 . . ?
C3A C4A H4A 119.4 . . ?
C3A C4A C5A 121.1(10) . . ?
C5A C4A H4A 119.4 . . ?
C4A C5A H5A 121.4 . . ?
C6A C5A C4A 117.1(11) . . ?
C6A C5A H5A 121.4 . . ?
C1A C6A C5A 122.7(10) . . ?
C1A C6A S1A 117.4(7) . . ?
C5A C6A S1A 119.9(8) . . ?
C8A C7A S1A 114.3(14) . . ?
F1A C7A C8A 113(2) . . ?
F1A C7A F2A 107(2) . . ?
F1A C7A S1A 107.3(18) . . ?
F2A C7A C8A 107.4(19) . . ?
F2A C7A S1A 107.4(18) . . ?
C7A C8A C9A 120.8(13) . . ?
C7A C8A C10A 137.1(15) . . ?
C7A C8A C11A 121.8(14) . . ?
C7A C8A C12A 169.9(14) . . ?
C9A C8A C12A 53.3(8) . . ?
C10A C8A C9A 88.6(14) . . ?
C10A C8A C11A 84.2(14) . . ?
C10A C8A C12A 53.0(8) . . ?
C11A C8A C9A 91.5(13) . . ?
C11A C8A C12A 54.1(8) . . ?
C1 C8A C12A 53.6(8) . . ?
C2 C8A C12A 54.3(7) . . ?
C2 C8A C1 85.9(13) . . ?
C3 C8A C12A 53.5(7) . . ?
C3 C8A C1 87.0(12) . . ?
C3 C8A C2 92.8(11) . . ?
C7 C8A C12A 174.4(10) . . ?
C7 C8A C1 127.9(12) . . ?
C7 C8A C2 120.1(11) . . ?
C7 C8A C3 130.3(13) . . ?
C8A C9A H9AA 116.4 . . ?
C8A C9A H9AB 116.4 . . ?
H9AA C9A H9AB 113.4 . . ?
C12A C9A C8A 71.5(10) . . ?
C12A C9A H9AA 116.4 . . ?
C12A C9A H9AB 116.4 . . ?
C8A C10A H10A 116.3 . . ?
C8A C10A H10B 116.3 . . ?
H10A C10A H10B 113.3 . . ?
C12A C10A C8A 72.6(9) . . ?
C12A C10A H10A 116.3 . . ?
C12A C10A H10B 116.3 . . ?
C8A C11A H11A 116.4 . . ?
C8A C11A H11B 116.4 . . ?
H11A C11A H11B 113.4 . . ?
C12A C11A C8A 71.5(9) . . ?
C12A C11A H11A 116.4 . . ?
C12A C11A H11B 116.4 . . ?
C8A C12A Br1A 178.9(8) . . ?
C9A C12A Br1A 124.7(10) . . ?
C9A C12A C8A 55.2(9) . . ?
C9A C12A C11A 93.2(14) . . ?
C10A C12A Br1A 126.6(9) . . ?
C10A C12A C8A 54.4(8) . . ?
C10A C12A C9A 91.0(15) . . ?
C10A C12A C11A 85.3(15) . . ?
C11A C12A Br1A 124.8(9) . . ?
C11A C12A C8A 54.4(8) . . ?
C1 C12A Br1A 125.5(9) . . ?
C1 C12A C8A 55.2(8) . . ?
C1 C12A C2 87.3(13) . . ?
C2 C12A Br1A 125.6(9) . . ?
C2 C12A C8A 54.9(8) . . ?
C3 C12A Br1A 125.5(9) . . ?
C3 C12A C8A 53.5(7) . . ?
C3 C12A C1 88.1(13) . . ?
C3 C12A C2 93.2(12) . . ?
S1A N1A H1AA 109.5 . . ?
C6A S1A C7A 101.8(8) . . ?
C6A S1A C7 102.2(6) . . ?
N1A S1A C6A 113.3(6) . . ?
N1A S1A C7A 109.6(10) . . ?
N1A S1A C7 101.0(9) . . ?
O1A S1A C6A 107.5(4) . . ?
O1A S1A C7A 99.5(10) . . ?
O1A S1A N1A 122.4(6) . . ?
O1A S1A C7 108.2(8) . . ?
C2B C1B H1BA 121.1 . . ?
C6B C1B H1BA 121.1 . . ?
C6B C1B C2B 117.8(11) . . ?
C1B C2B H2BA 119.7 . . ?
C3B C2B C1B 120.6(11) . . ?
C3B C2B H2BA 119.7 . . ?
C2B C3B H3BA 119.6 . . ?
C4B C3B C2B 120.8(11) . . ?
C4B C3B H3BA 119.6 . . ?
C3B C4B H4B 119.7 . . ?
C3B C4B C5B 120.6(12) . . ?
C5B C4B H4B 119.7 . . ?
C4B C5B H5B 120.2 . . ?
C4B C5B C6B 119.5(10) . . ?
C6B C5B H5B 120.2 . . ?
C1B C6B S1B 120.2(8) . . ?
C5B C6B C1B 120.6(10) . . ?
C5B C6B S1B 119.2(7) . . ?
C8B C7B S1B 114.5(6) . . ?
F1B C7B C8B 112.1(8) . . ?
F1B C7B F2B 105.0(8) . . ?
F1B C7B S1B 107.2(7) . . ?
F2B C7B C8B 110.1(9) . . ?
F2B C7B S1B 107.4(6) . . ?
C7B C8B C9B 127.1(10) . . ?
C7B C8B C10B 125.0(9) . . ?
C7B C8B C11B 125.7(9) . . ?
C7B C8B C12B 177.5(8) . . ?
C7B C8B C4 126.1(10) . . ?
C7B C8B C5 126.8(11) . . ?
C7B C8B C6 126.2(10) . . ?
C9B C8B C10B 89.4(11) . . ?
C9B C8B C12B 55.3(7) . . ?
C10B C8B C12B 53.2(7) . . ?
C11B C8B C9B 91.2(11) . . ?
C11B C8B C10B 86.2(10) . . ?
C11B C8B C12B 53.4(7) . . ?
C4 C8B C12B 51.5(8) . . ?
C5 C8B C12B 55.2(8) . . ?
C5 C8B C4 92.6(13) . . ?
C5 C8B C6 90.4(13) . . ?
C6 C8B C12B 54.1(8) . . ?
C6 C8B C4 81.7(13) . . ?
C8B C9B H9BA 116.6 . . ?
C8B C9B H9BB 116.6 . . ?
C8B C9B C12B 70.6(8) . . ?
H9BA C9B H9BB 113.6 . . ?
C12B C9B H9BA 116.6 . . ?
C12B C9B H9BB 116.6 . . ?
C8B C10B H10C 116.4 . . ?
C8B C10B H10D 116.4 . . ?
H10C C10B H10D 113.4 . . ?
C12B C10B C8B 71.7(8) . . ?
C12B C10B H10C 116.4 . . ?
C12B C10B H10D 116.4 . . ?
C8B C11B H11C 116.1 . . ?
C8B C11B H11D 116.1 . . ?
C8B C11B C12B 74.0(8) . . ?
H11C C11B H11D 113.1 . . ?
C12B C11B H11C 116.1 . . ?
C12B C11B H11D 116.1 . . ?
C8B C12B Br1B 178.4(7) . . ?
C9B C12B Br1B 125.3(8) . . ?
C9B C12B C8B 54.1(7) . . ?
C10B C12B Br1B 126.5(8) . . ?
C10B C12B C8B 55.0(6) . . ?
C10B C12B C9B 89.8(11) . . ?
C11B C12B Br1B 126.6(8) . . ?
C11B C12B C8B 52.6(7) . . ?
C11B C12B C9B 89.7(11) . . ?
C11B C12B C10B 86.9(10) . . ?
C4 C12B Br1B 124.8(10) . . ?
C4 C12B C8B 56.4(9) . . ?
C4 C12B C5 94.2(13) . . ?
C4 C12B C6 85.2(14) . . ?
C5 C12B Br1B 127.8(8) . . ?
C5 C12B C8B 52.2(8) . . ?
C6 C12B Br1B 124.1(9) . . ?
C6 C12B C8B 54.5(8) . . ?
C6 C12B C5 88.6(13) . . ?
S1B N1B H1BB 109.5 . . ?
C6B S1B C7B 102.0(4) . . ?
N1B S1B C6B 113.6(5) . . ?
N1B S1B C7B 100.7(5) . . ?
O1B S1B C6B 108.0(5) . . ?
O1B S1B C7B 106.6(5) . . ?
O1B S1B N1B 123.3(6) . . ?
C2C C1C H1CA 121.0 . . ?
C2C C1C C6C 118.1(9) . . ?
C6C C1C H1CA 121.0 . . ?
C1C C2C H2CA 118.9 . . ?
C1C C2C C3C 122.2(10) . . ?
C3C C2C H2CA 118.9 . . ?
C2C C3C H3CA 120.3 . . ?
C4C C3C C2C 119.4(10) . . ?
C4C C3C H3CA 120.3 . . ?
C3C C4C H4CA 119.8 . . ?
C3C C4C C5C 120.3(10) . . ?
C5C C4C H4CA 119.8 . . ?
C4C C5C H5CA 120.7 . . ?
C6C C5C C4C 118.6(9) . . ?
C6C C5C H5CA 120.7 . . ?
C1C C6C S1C 119.1(7) . . ?
C5C C6C C1C 121.3(8) . . ?
C5C C6C S1C 119.6(7) . . ?
C8C C7C S1C 115.1(6) . . ?
F1C C7C C8C 110.5(7) . . ?
F1C C7C S1C 105.6(6) . . ?
F2C C7C C8C 110.9(7) . . ?
F2C C7C F1C 107.0(7) . . ?
F2C C7C S1C 107.4(5) . . ?
C7C C8C C9C 127.3(8) . . ?
C7C C8C C10C 122.5(8) . . ?
C7C C8C C11C 129.7(7) . . ?
C7C C8C C12C 176.0(7) . . ?
C9C C8C C10C 86.9(7) . . ?
C9C C8C C12C 53.1(6) . . ?
C10C C8C C12C 53.7(5) . . ?
C11C C8C C9C 88.3(8) . . ?
C11C C8C C10C 89.1(7) . . ?
C11C C8C C12C 53.4(6) . . ?
C8C C9C H9CA 116.3 . . ?
C8C C9C H9CB 116.3 . . ?
H9CA C9C H9CB 113.3 . . ?
C12C C9C C8C 72.4(6) . . ?
C12C C9C H9CA 116.3 . . ?
C12C C9C H9CB 116.3 . . ?
C8C C10C H10E 116.4 . . ?
C8C C10C H10F 116.4 . . ?
H10E C10C H10F 113.4 . . ?
C12C C10C C8C 71.8(6) . . ?
C12C C10C H10E 116.4 . . ?
C12C C10C H10F 116.4 . . ?
C8C C11C H11E 116.3 . . ?
C8C C11C H11F 116.3 . . ?
H11E C11C H11F 113.3 . . ?
C12C C11C C8C 72.7(6) . . ?
C12C C11C H11E 116.3 . . ?
C12C C11C H11F 116.3 . . ?
C8C C12C Br1C 178.8(6) . . ?
C9C C12C Br1C 125.5(7) . . ?
C9C C12C C8C 54.5(5) . . ?
C9C C12C C10C 88.4(8) . . ?
C9C C12C C11C 89.6(7) . . ?
C10C C12C Br1C 124.5(6) . . ?
C10C C12C C8C 54.5(5) . . ?
C11C C12C Br1C 127.1(7) . . ?
C11C C12C C8C 53.9(5) . . ?
C11C C12C C10C 90.0(8) . . ?
S1C N1C H1CB 109.5 . . ?
C6C S1C C7C 101.4(4) . . ?
N1C S1C C6C 113.0(4) . . ?
N1C S1C C7C 101.2(4) . . ?
O1C S1C C6C 107.8(4) . . ?
O1C S1C C7C 105.8(4) . . ?
O1C S1C N1C 124.6(5) . . ?
C2D C1D H1D 120.9 . . ?
C2D C1D C6D 118.2(10) . . ?
C6D C1D H1D 120.9 . . ?
C1D C2D H2D 119.7 . . ?
C1D C2D C3D 120.5(11) . . ?
C3D C2D H2D 119.7 . . ?
C2D C3D H3D 119.5 . . ?
C4D C3D C2D 121.0(11) . . ?
C4D C3D H3D 119.5 . . ?
C3D C4D H4DA 120.4 . . ?
C3D C4D C5D 119.3(10) . . ?
C5D C4D H4DA 120.4 . . ?
C4D C5D H5DA 120.3 . . ?
C6D C5D C4D 119.4(10) . . ?
C6D C5D H5DA 120.3 . . ?
C1D C6D S1D 118.1(8) . . ?
C5D C6D C1D 121.5(10) . . ?
C5D C6D S1D 120.2(7) . . ?
C8D C7D S1D 115.2(6) . . ?
F1D C7D C8D 111.4(7) . . ?
F1D C7D F2D 106.3(7) . . ?
F1D C7D S1D 107.9(6) . . ?
F2D C7D C8D 108.8(7) . . ?
F2D C7D S1D 106.9(6) . . ?
C7D C8D C9D 128.1(8) . . ?
C7D C8D C10D 124.1(8) . . ?
C7D C8D C11D 128.6(8) . . ?
C7D C8D C12D 176.0(7) . . ?
C9D C8D C12D 53.3(6) . . ?
C10D C8D C9D 87.0(9) . . ?
C10D C8D C12D 51.9(7) . . ?
C11D C8D C9D 88.2(8) . . ?
C11D C8D C10D 87.5(8) . . ?
C11D C8D C12D 53.8(6) . . ?
C8D C9D H9DA 116.3 . . ?
C8D C9D H9DB 116.3 . . ?
H9DA C9D H9DB 113.3 . . ?
C12D C9D C8D 72.3(7) . . ?
C12D C9D H9DA 116.3 . . ?
C12D C9D H9DB 116.3 . . ?
C8D C10D H10G 116.2 . . ?
C8D C10D H10H 116.2 . . ?
H10G C10D H10H 113.2 . . ?
C12D C10D C8D 73.6(7) . . ?
C12D C10D H10G 116.2 . . ?
C12D C10D H10H 116.2 . . ?
C8D C11D H11G 116.3 . . ?
C8D C11D H11H 116.3 . . ?
C8D C11D C12D 72.8(7) . . ?
H11G C11D H11H 113.3 . . ?
C12D C11D H11G 116.3 . . ?
C12D C11D H11H 116.3 . . ?
C8D C12D Br1D 178.9(7) . . ?
C9D C12D Br1D 125.7(8) . . ?
C9D C12D C8D 54.3(6) . . ?
C9D C12D C11D 88.6(8) . . ?
C10D C12D Br1D 126.4(7) . . ?
C10D C12D C8D 54.5(5) . . ?
C10D C12D C9D 89.5(9) . . ?
C10D C12D C11D 89.1(8) . . ?
C11D C12D Br1D 125.6(7) . . ?
C11D C12D C8D 53.4(5) . . ?
S1D N1D H1DA 109.5 . . ?
C6D S1D C7D 101.2(4) . . ?
N1D S1D C6D 106.8(5) . . ?
N1D S1D C7D 110.4(5) . . ?
O1D S1D C6D 111.1(4) . . ?
O1D S1D C7D 102.8(4) . . ?
O1D S1D N1D 122.6(5) . . ?
C8A C1 H1B 116.5 . . ?
C8A C1 H1C 116.5 . . ?
C12A C1 C8A 71.2(9) . . ?
C12A C1 H1B 116.5 . . ?
C12A C1 H1C 116.5 . . ?
H1B C1 H1C 113.5 . . ?
C8A C2 H2B 116.5 . . ?
C8A C2 H2C 116.5 . . ?
C12A C2 C8A 70.8(9) . . ?
C12A C2 H2B 116.5 . . ?
C12A C2 H2C 116.5 . . ?
H2B C2 H2C 113.5 . . ?
C8A C3 H3B 116.2 . . ?
C8A C3 H3C 116.2 . . ?
C12A C3 C8A 73.1(9) . . ?
C12A C3 H3B 116.2 . . ?
C12A C3 H3C 116.2 . . ?
H3B C3 H3C 113.2 . . ?
C8B C4 H4C 116.4 . . ?
C8B C4 H4D 116.4 . . ?
C12B C4 C8B 72.2(10) . . ?
C12B C4 H4C 116.4 . . ?
C12B C4 H4D 116.4 . . ?
H4C C4 H4D 113.4 . . ?
C8B C5 C12B 72.5(9) . . ?
C8B C5 H5C 116.3 . . ?
C8B C5 H5D 116.3 . . ?
C12B C5 H5C 116.3 . . ?
C12B C5 H5D 116.3 . . ?
H5C C5 H5D 113.3 . . ?
C8B C6 H6A 116.5 . . ?
C8B C6 H6B 116.5 . . ?
C12B C6 C8B 71.4(9) . . ?
C12B C6 H6A 116.5 . . ?
C12B C6 H6B 116.5 . . ?
H6A C6 H6B 113.5 . . ?
C8A C7 S1A 113.0(10) . . ?
F1 C7 C8A 110.6(18) . . ?
F1 C7 S1A 106.1(15) . . ?
F1 C7 F2 112.8(18) . . ?
F2 C7 C8A 109.7(16) . . ?
F2 C7 S1A 104.6(15) . . ?
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
Br1A C12A 1.925(11) . ?
C1A H1A 0.9300 . ?
C1A C2A 1.395(15) . ?
C1A C6A 1.373(14) . ?
C2A H2A 0.9300 . ?
C2A C3A 1.373(16) . ?
C3A H3A 0.9300 . ?
C3A C4A 1.379(19) . ?
C4A H4A 0.9300 . ?
C4A C5A 1.397(18) . ?
C5A H5A 0.9300 . ?
C5A C6A 1.390(14) . ?
C6A S1A 1.772(9) . ?
C7A C8A 1.48(2) . ?
C7A F1A 1.31(3) . ?
C7A F2A 1.41(3) . ?
C7A S1A 1.86(2) . ?
C8A C9A 1.57(2) . ?
C8A C10A 1.55(2) . ?
C8A C11A 1.56(2) . ?
C8A C12A 1.818(14) . ?
C8A C1 1.58(2) . ?
C8A C2 1.575(19) . ?
C8A C3 1.527(18) . ?
C8A C7 1.505(16) . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C9A C12A 1.54(2) . ?
C10A H10A 0.9700 . ?
C10A H10B 0.9700 . ?
C10A C12A 1.52(2) . ?
C11A H11A 0.9700 . ?
C11A H11B 0.9700 . ?
C11A C12A 1.55(2) . ?
C12A C1 1.55(2) . ?
C12A C2 1.564(19) . ?
C12A C3 1.527(18) . ?
N1A H1AA 0.8200 . ?
N1A S1A 1.510(10) . ?
O1A S1A 1.438(8) . ?
S1A C7 1.859(16) . ?
Br1B C12B 1.922(9) . ?
C1B H1BA 0.9300 . ?
C1B C2B 1.407(18) . ?
C1B C6B 1.396(14) . ?
C2B H2BA 0.9300 . ?
C2B C3B 1.36(2) . ?
C3B H3BA 0.9300 . ?
C3B C4B 1.357(18) . ?
C4B H4B 0.9300 . ?
C4B C5B 1.379(15) . ?
C5B H5B 0.9300 . ?
C5B C6B 1.384(14) . ?
C6B S1B 1.768(10) . ?
C7B C8B 1.480(14) . ?
C7B F1B 1.335(12) . ?
C7B F2B 1.378(13) . ?
C7B S1B 1.829(9) . ?
C8B C9B 1.562(18) . ?
C8B C10B 1.570(16) . ?
C8B C11B 1.502(17) . ?
C8B C12B 1.819(13) . ?
C8B C4 1.59(2) . ?
C8B C5 1.508(19) . ?
C8B C6 1.56(2) . ?
C9B H9BA 0.9700 . ?
C9B H9BB 0.9700 . ?
C9B C12B 1.586(17) . ?
C10B H10C 0.9700 . ?
C10B H10D 0.9700 . ?
C10B C12B 1.534(17) . ?
C11B H11C 0.9700 . ?
C11B H11D 0.9700 . ?
C11B C12B 1.519(16) . ?
C12B C4 1.50(2) . ?
C12B C5 1.566(19) . ?
C12B C6 1.555(19) . ?
N1B H1BB 0.8200 . ?
N1B S1B 1.493(8) . ?
O1B S1B 1.440(8) . ?
Br1C C12C 1.932(9) . ?
C1C H1CA 0.9300 . ?
C1C C2C 1.354(16) . ?
C1C C6C 1.397(12) . ?
C2C H2CA 0.9300 . ?
C2C C3C 1.381(17) . ?
C3C H3CA 0.9300 . ?
C3C C4C 1.373(17) . ?
C4C H4CA 0.9300 . ?
C4C C5C 1.391(14) . ?
C5C H5CA 0.9300 . ?
C5C C6C 1.384(12) . ?
C6C S1C 1.780(9) . ?
C7C C8C 1.489(12) . ?
C7C F1C 1.365(10) . ?
C7C F2C 1.356(10) . ?
C7C S1C 1.843(8) . ?
C8C C9C 1.551(13) . ?
C8C C10C 1.556(12) . ?
C8C C11C 1.538(13) . ?
C8C C12C 1.817(12) . ?
C9C H9CA 0.9700 . ?
C9C H9CB 0.9700 . ?
C9C C12C 1.525(14) . ?
C10C H10E 0.9700 . ?
C10C H10F 0.9700 . ?
C10C C12C 1.542(13) . ?
C11C H11E 0.9700 . ?
C11C H11F 0.9700 . ?
C11C C12C 1.529(13) . ?
N1C H1CB 0.8200 . ?
N1C S1C 1.494(9) . ?
O1C S1C 1.442(7) . ?
Br1D C12D 1.918(10) . ?
C1D H1D 0.9300 . ?
C1D C2D 1.358(16) . ?
C1D C6D 1.403(14) . ?
C2D H2D 0.9300 . ?
C2D C3D 1.398(17) . ?
C3D H3D 0.9300 . ?
C3D C4D 1.370(19) . ?
C4D H4DA 0.9300 . ?
C4D C5D 1.387(16) . ?
C5D H5DA 0.9300 . ?
C5D C6D 1.379(13) . ?
C6D S1D 1.756(10) . ?
C7D C8D 1.481(12) . ?
C7D F1D 1.348(10) . ?
C7D F2D 1.360(10) . ?
C7D S1D 1.842(8) . ?
C8D C9D 1.567(14) . ?
C8D C10D 1.560(12) . ?
C8D C11D 1.544(13) . ?
C8D C12D 1.838(13) . ?
C9D H9DA 0.9700 . ?
C9D H9DB 0.9700 . ?
C9D C12D 1.547(14) . ?
C10D H10G 0.9700 . ?
C10D H10H 0.9700 . ?
C10D C12D 1.508(17) . ?
C11D H11G 0.9700 . ?
C11D H11H 0.9700 . ?
C11D C12D 1.552(15) . ?
N1D H1DA 0.8200 . ?
N1D S1D 1.495(9) . ?
O1D S1D 1.457(7) . ?
C1 H1B 0.9700 . ?
C1 H1C 0.9700 . ?
C2 H2B 0.9700 . ?
C2 H2C 0.9700 . ?
C3 H3B 0.9700 . ?
C3 H3C 0.9700 . ?
C4 H4C 0.9700 . ?
C4 H4D 0.9700 . ?
C5 H5C 0.9700 . ?
C5 H5D 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
F1 C7 1.30(2) . ?
F2 C7 1.39(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
Br1A C12A C1 C8A -179.0(9) . . . . ?
Br1A C12A C2 C8A 178.8(9) . . . . ?
Br1A C12A C3 C8A -179.7(8) . . . . ?
C1A C2A C3A C4A -3.5(16) . . . . ?
C1A C6A S1A C7A 89.6(12) . . . . ?
C1A C6A S1A N1A -152.8(9) . . . . ?
C1A C6A S1A O1A -14.5(9) . . . . ?
C1A C6A S1A C7 99.3(11) . . . . ?
C2A C1A C6A C5A -0.3(15) . . . . ?
C2A C1A C6A S1A 179.6(7) . . . . ?
C2A C3A C4A C5A 2.0(17) . . . . ?
C3A C4A C5A C6A 0.3(17) . . . . ?
C4A C5A C6A C1A -1.2(15) . . . . ?
C4A C5A C6A S1A 179.0(8) . . . . ?
C5A C6A S1A C7A -90.5(12) . . . . ?
C5A C6A S1A N1A 27.0(10) . . . . ?
C5A C6A S1A O1A 165.4(8) . . . . ?
C5A C6A S1A C7 -80.8(11) . . . . ?
C6A C1A C2A C3A 2.6(15) . . . . ?
C6A S1A C7 C8A -164.7(13) . . . . ?
C6A S1A C7 F1 -43.3(16) . . . . ?
C6A S1A C7 F2 76.1(14) . . . . ?
C7A C8A C9A C12A -170.2(16) . . . . ?
C7A C8A C10A C12A -179.5(17) . . . . ?
C7A C8A C11A C12A 168.9(15) . . . . ?
C7A C8A C12A C9A 57(7) . . . . ?
C7A C8A C12A C10A 178(7) . . . . ?
C7A C8A C12A C11A -69(7) . . . . ?
C8A C7A S1A C6A -179.8(16) . . . . ?
C8A C7A S1A N1A 60(2) . . . . ?
C8A C7A S1A O1A -69.5(19) . . . . ?
C8A C9A C12A Br1A 178.7(9) . . . . ?
C8A C9A C12A C10A -43.8(13) . . . . ?
C8A C9A C12A C11A 41.5(13) . . . . ?
C8A C10A C12A Br1A -179.4(9) . . . . ?
C8A C10A C12A C9A 44.4(14) . . . . ?
C8A C10A C12A C11A -48.7(13) . . . . ?
C8A C11A C12A Br1A -179.1(9) . . . . ?
C8A C11A C12A C9A -42.0(13) . . . . ?
C8A C11A C12A C10A 48.7(13) . . . . ?
C9A C8A C10A C12A -43.1(13) . . . . ?
C9A C8A C11A C12A 40.7(13) . . . . ?
C9A C8A C12A C10A 122(2) . . . . ?
C9A C8A C12A C11A -125.6(19) . . . . ?
C10A C8A C9A C12A 42.9(13) . . . . ?
C10A C8A C11A C12A -47.7(12) . . . . ?
C10A C8A C12A C9A -122(2) . . . . ?
C10A C8A C12A C11A 113(2) . . . . ?
C11A C8A C9A C12A -41.2(13) . . . . ?
C11A C8A C10A C12A 48.6(13) . . . . ?
C11A C8A C12A C9A 125.6(19) . . . . ?
C11A C8A C12A C10A -113(2) . . . . ?
F1A C7A C8A C9A 52(3) . . . . ?
F1A C7A C8A C10A 179(2) . . . . ?
F1A C7A C8A C11A -62(2) . . . . ?
F1A C7A C8A C12A 1(8) . . . . ?
F1A C7A S1A C6A -53.5(18) . . . . ?
F1A C7A S1A N1A -173.7(15) . . . . ?
F1A C7A S1A O1A 56.8(17) . . . . ?
F2A C7A C8A C9A -65(3) . . . . ?
F2A C7A C8A C10A 61(3) . . . . ?
F2A C7A C8A C11A -179.4(18) . . . . ?
F2A C7A C8A C12A -117(6) . . . . ?
F2A C7A S1A C6A 61.2(18) . . . . ?
F2A C7A S1A N1A -59.0(18) . . . . ?
F2A C7A S1A O1A 171.5(16) . . . . ?
N1A S1A C7 C8A 78.3(16) . . . . ?
N1A S1A C7 F1 -160.3(15) . . . . ?
N1A S1A C7 F2 -40.9(14) . . . . ?
O1A S1A C7 C8A -51.4(16) . . . . ?
O1A S1A C7 F1 70.0(15) . . . . ?
O1A S1A C7 F2 -170.6(13) . . . . ?
S1A C7A C8A C9A 175.5(16) . . . . ?
S1A C7A C8A C10A -58(3) . . . . ?
S1A C7A C8A C11A 62(2) . . . . ?
S1A C7A C8A C12A 124(6) . . . . ?
Br1B C12B C4 C8B -178.8(8) . . . . ?
Br1B C12B C5 C8B 178.0(9) . . . . ?
Br1B C12B C6 C8B -179.1(7) . . . . ?
C1B C2B C3B C4B 0.1(17) . . . . ?
C1B C6B S1B C7B 90.9(9) . . . . ?
C1B C6B S1B N1B -161.7(8) . . . . ?
C1B C6B S1B O1B -21.2(9) . . . . ?
C2B C1B C6B C5B -0.7(15) . . . . ?
C2B C1B C6B S1B -178.2(8) . . . . ?
C2B C3B C4B C5B 0.0(16) . . . . ?
C3B C4B C5B C6B -0.5(15) . . . . ?
C4B C5B C6B C1B 0.8(14) . . . . ?
C4B C5B C6B S1B 178.3(8) . . . . ?
C5B C6B S1B C7B -86.6(8) . . . . ?
C5B C6B S1B N1B 20.8(9) . . . . ?
C5B C6B S1B O1B 161.3(8) . . . . ?
C6B C1B C2B C3B 0.3(16) . . . . ?
C7B C8B C9B C12B 179.3(10) . . . . ?
C7B C8B C10B C12B 177.7(10) . . . . ?
C7B C8B C11B C12B -177.1(10) . . . . ?
C7B C8B C4 C12B 179.3(10) . . . . ?
C7B C8B C5 C12B 178.0(10) . . . . ?
C7B C8B C6 C12B -176.9(10) . . . . ?
C8B C7B S1B C6B 173.8(8) . . . . ?
C8B C7B S1B N1B 56.6(8) . . . . ?
C8B C7B S1B O1B -73.1(9) . . . . ?
C8B C9B C12B Br1B 178.2(8) . . . . ?
C8B C9B C12B C10B -45.2(10) . . . . ?
C8B C9B C12B C11B 41.7(10) . . . . ?
C8B C10B C12B Br1B -179.8(8) . . . . ?
C8B C10B C12B C9B 44.5(9) . . . . ?
C8B C10B C12B C11B -45.2(9) . . . . ?
C8B C11B C12B Br1B -178.3(8) . . . . ?
C8B C11B C12B C9B -42.7(11) . . . . ?
C8B C11B C12B C10B 47.1(9) . . . . ?
C9B C8B C10B C12B -45.4(10) . . . . ?
C9B C8B C11B C12B 43.6(11) . . . . ?
C9B C8B C12B C10B 120.1(14) . . . . ?
C9B C8B C12B C11B -123.1(16) . . . . ?
C10B C8B C9B C12B 43.9(10) . . . . ?
C10B C8B C11B C12B -45.8(9) . . . . ?
C10B C8B C12B C9B -120.1(14) . . . . ?
C10B C8B C12B C11B 116.8(13) . . . . ?
C11B C8B C9B C12B -42.3(10) . . . . ?
C11B C8B C10B C12B 45.9(9) . . . . ?
C11B C8B C12B C9B 123.1(16) . . . . ?
C11B C8B C12B C10B -116.8(13) . . . . ?
F1B C7B C8B C9B -83.3(16) . . . . ?
F1B C7B C8B C10B 37.7(15) . . . . ?
F1B C7B C8B C11B 151.5(13) . . . . ?
F1B C7B C8B C4 71.5(17) . . . . ?
F1B C7B C8B C5 -56.4(18) . . . . ?
F1B C7B C8B C6 179.8(14) . . . . ?
F1B C7B S1B C6B -61.2(8) . . . . ?
F1B C7B S1B N1B -178.3(8) . . . . ?
F1B C7B S1B O1B 52.0(8) . . . . ?
F2B C7B C8B C9B 160.2(13) . . . . ?
F2B C7B C8B C10B -78.8(13) . . . . ?
F2B C7B C8B C11B 35.0(15) . . . . ?
F2B C7B C8B C4 -45.0(17) . . . . ?
F2B C7B C8B C5 -172.9(15) . . . . ?
F2B C7B C8B C6 63.3(16) . . . . ?
F2B C7B S1B C6B 51.1(7) . . . . ?
F2B C7B S1B N1B -66.0(8) . . . . ?
F2B C7B S1B O1B 164.3(7) . . . . ?
S1B C7B C8B C9B 39.1(16) . . . . ?
S1B C7B C8B C10B 160.1(10) . . . . ?
S1B C7B C8B C11B -86.2(14) . . . . ?
S1B C7B C8B C4 -166.1(14) . . . . ?
S1B C7B C8B C5 66.0(17) . . . . ?
S1B C7B C8B C6 -57.9(16) . . . . ?
C1C C2C C3C C4C -0.4(18) . . . . ?
C1C C6C S1C C7C 90.9(7) . . . . ?
C1C C6C S1C N1C -161.6(7) . . . . ?
C1C C6C S1C O1C -19.9(8) . . . . ?
C2C C1C C6C C5C -0.1(14) . . . . ?
C2C C1C C6C S1C -178.3(8) . . . . ?
C2C C3C C4C C5C -0.4(17) . . . . ?
C3C C4C C5C C6C 0.9(15) . . . . ?
C4C C5C C6C C1C -0.7(13) . . . . ?
C4C C5C C6C S1C 177.5(7) . . . . ?
C5C C6C S1C C7C -87.3(7) . . . . ?
C5C C6C S1C N1C 20.2(9) . . . . ?
C5C C6C S1C O1C 161.8(7) . . . . ?
C6C C1C C2C C3C 0.6(16) . . . . ?
C7C C8C C9C C12C 175.0(9) . . . . ?
C7C C8C C10C C12C -178.3(8) . . . . ?
C7C C8C C11C C12C -176.8(10) . . . . ?
C8C C7C S1C C6C 179.6(6) . . . . ?
C8C C7C S1C N1C 63.1(7) . . . . ?
C8C C7C S1C O1C -67.9(7) . . . . ?
C8C C9C C12C Br1C -178.5(8) . . . . ?
C8C C9C C12C C10C -46.0(7) . . . . ?
C8C C9C C12C C11C 44.0(7) . . . . ?
C8C C10C C12C Br1C 179.3(8) . . . . ?
C8C C10C C12C C9C 46.0(7) . . . . ?
C8C C10C C12C C11C -43.6(7) . . . . ?
C8C C11C C12C Br1C 179.2(8) . . . . ?
C8C C11C C12C C9C -44.4(7) . . . . ?
C8C C11C C12C C10C 44.0(7) . . . . ?
C9C C8C C10C C12C -45.1(7) . . . . ?
C9C C8C C11C C12C 43.5(7) . . . . ?
C9C C8C C12C C10C 117.9(9) . . . . ?
C9C C8C C12C C11C -120.7(10) . . . . ?
C10C C8C C9C C12C 45.5(7) . . . . ?
C10C C8C C11C C12C -43.5(7) . . . . ?
C10C C8C C12C C9C -117.9(9) . . . . ?
C10C C8C C12C C11C 121.4(9) . . . . ?
C11C C8C C9C C12C -43.7(7) . . . . ?
C11C C8C C10C C12C 43.3(7) . . . . ?
C11C C8C C12C C9C 120.7(9) . . . . ?
C11C C8C C12C C10C -121.4(9) . . . . ?
F1C C7C C8C C9C -54.5(11) . . . . ?
F1C C7C C8C C10C 59.4(11) . . . . ?
F1C C7C C8C C11C 179.8(9) . . . . ?
F1C C7C S1C C6C -58.3(6) . . . . ?
F1C C7C S1C N1C -174.8(6) . . . . ?
F1C C7C S1C O1C 54.2(7) . . . . ?
F2C C7C C8C C9C -173.0(9) . . . . ?
F2C C7C C8C C10C -59.0(11) . . . . ?
F2C C7C C8C C11C 61.3(12) . . . . ?
F2C C7C S1C C6C 55.6(6) . . . . ?
F2C C7C S1C N1C -60.9(7) . . . . ?
F2C C7C S1C O1C 168.1(6) . . . . ?
S1C C7C C8C C9C 64.9(11) . . . . ?
S1C C7C C8C C10C 178.9(7) . . . . ?
S1C C7C C8C C11C -60.8(12) . . . . ?
C1D C2D C3D C4D -1.3(19) . . . . ?
C1D C6D S1D C7D 90.8(8) . . . . ?
C1D C6D S1D N1D -153.7(8) . . . . ?
C1D C6D S1D O1D -17.8(9) . . . . ?
C2D C1D C6D C5D -2.0(15) . . . . ?
C2D C1D C6D S1D -177.4(9) . . . . ?
C2D C3D C4D C5D -0.8(18) . . . . ?
C3D C4D C5D C6D 1.5(16) . . . . ?
C4D C5D C6D C1D -0.1(14) . . . . ?
C4D C5D C6D S1D 175.3(8) . . . . ?
C5D C6D S1D C7D -84.7(8) . . . . ?
C5D C6D S1D N1D 30.8(9) . . . . ?
C5D C6D S1D O1D 166.7(7) . . . . ?
C6D C1D C2D C3D 2.7(18) . . . . ?
C7D C8D C9D C12D 175.2(9) . . . . ?
C7D C8D C10D C12D -179.4(9) . . . . ?
C7D C8D C11D C12D -175.9(9) . . . . ?
C8D C7D S1D C6D 178.7(7) . . . . ?
C8D C7D S1D N1D 65.9(8) . . . . ?
C8D C7D S1D O1D -66.4(7) . . . . ?
C8D C9D C12D Br1D 178.6(9) . . . . ?
C8D C9D C12D C10D -44.9(8) . . . . ?
C8D C9D C12D C11D 44.2(7) . . . . ?
C8D C10D C12D Br1D -179.2(8) . . . . ?
C8D C10D C12D C9D 44.7(7) . . . . ?
C8D C10D C12D C11D -43.9(7) . . . . ?
C8D C11D C12D Br1D -179.4(9) . . . . ?
C8D C11D C12D C9D -44.9(8) . . . . ?
C8D C11D C12D C10D 44.7(7) . . . . ?
C9D C8D C10D C12D -44.1(8) . . . . ?
C9D C8D C11D C12D 44.2(8) . . . . ?
C9D C8D C12D C10D 120.0(11) . . . . ?
C9D C8D C12D C11D -119.7(10) . . . . ?
C10D C8D C9D C12D 43.1(8) . . . . ?
C10D C8D C11D C12D -42.9(8) . . . . ?
C10D C8D C12D C9D -120.0(11) . . . . ?
C10D C8D C12D C11D 120.3(10) . . . . ?
C11D C8D C9D C12D -44.5(8) . . . . ?
C11D C8D C10D C12D 44.2(7) . . . . ?
C11D C8D C12D C9D 119.7(10) . . . . ?
C11D C8D C12D C10D -120.3(10) . . . . ?
F1D C7D C8D C9D -60.6(12) . . . . ?
F1D C7D C8D C10D 56.1(12) . . . . ?
F1D C7D C8D C11D 174.3(9) . . . . ?
F1D C7D S1D C6D -56.3(7) . . . . ?
F1D C7D S1D N1D -169.1(7) . . . . ?
F1D C7D S1D O1D 58.6(7) . . . . ?
F2D C7D C8D C9D -177.4(9) . . . . ?
F2D C7D C8D C10D -60.7(11) . . . . ?
F2D C7D C8D C11D 57.5(11) . . . . ?
F2D C7D S1D C6D 57.7(7) . . . . ?
F2D C7D S1D N1D -55.1(8) . . . . ?
F2D C7D S1D O1D 172.6(6) . . . . ?
S1D C7D C8D C9D 62.7(12) . . . . ?
S1D C7D C8D C10D 179.4(8) . . . . ?
S1D C7D C8D C11D -62.5(11) . . . . ?
C1 C8A C12A C2 -114.8(17) . . . . ?
C1 C8A C12A C3 117.8(18) . . . . ?
C1 C8A C2 C12A 47.1(11) . . . . ?
C1 C8A C3 C12A -45.5(11) . . . . ?
C1 C8A C7 S1A -54(2) . . . . ?
C1 C8A C7 F1 -172.6(19) . . . . ?
C1 C8A C7 F2 62(2) . . . . ?
C1 C12A C2 C8A -48.2(11) . . . . ?
C1 C12A C3 C8A 46.6(12) . . . . ?
C2 C8A C12A C1 114.8(17) . . . . ?
C2 C8A C12A C3 -127.4(16) . . . . ?
C2 C8A C1 C12A -47.6(11) . . . . ?
C2 C8A C3 C12A 40.3(11) . . . . ?
C2 C8A C7 S1A -164.2(13) . . . . ?
C2 C8A C7 F1 77(2) . . . . ?
C2 C8A C7 F2 -48(2) . . . . ?
C2 C12A C1 C8A 48.0(11) . . . . ?
C2 C12A C3 C8A -40.6(11) . . . . ?
C3 C8A C12A C1 -117.8(18) . . . . ?
C3 C8A C12A C2 127.4(16) . . . . ?
C3 C8A C1 C12A 45.4(11) . . . . ?
C3 C8A C2 C12A -39.7(11) . . . . ?
C3 C8A C7 S1A 71(2) . . . . ?
C3 C8A C7 F1 -47(2) . . . . ?
C3 C8A C7 F2 -172.5(17) . . . . ?
C3 C12A C1 C8A -45.3(11) . . . . ?
C3 C12A C2 C8A 39.8(11) . . . . ?
C4 C8B C12B C5 -128.7(19) . . . . ?
C4 C8B C12B C6 110.5(18) . . . . ?
C4 C8B C5 C12B 37.7(13) . . . . ?
C4 C8B C6 C12B -47.8(11) . . . . ?
C4 C12B C5 C8B -40.7(14) . . . . ?
C4 C12B C6 C8B 51.5(12) . . . . ?
C5 C8B C12B C4 128.7(19) . . . . ?
C5 C8B C12B C6 -120.8(19) . . . . ?
C5 C8B C4 C12B -39.9(13) . . . . ?
C5 C8B C6 C12B 44.9(12) . . . . ?
C5 C12B C4 C8B 38.2(13) . . . . ?
C5 C12B C6 C8B -42.8(12) . . . . ?
C6 C8B C12B C4 -110.5(18) . . . . ?
C6 C8B C12B C5 120.8(19) . . . . ?
C6 C8B C4 C12B 50.1(12) . . . . ?
C6 C8B C5 C12B -44.1(12) . . . . ?
C6 C12B C4 C8B -50.0(11) . . . . ?
C6 C12B C5 C8B 44.4(13) . . . . ?
C7 C8A C1 C12A -173.3(14) . . . . ?
C7 C8A C2 C12A 179.2(14) . . . . ?
C7 C8A C3 C12A 174.8(13) . . . . ?
