#------------------------------------------------------------------------------
#$Date: 2017-07-26 05:08:44 +0300 (Wed, 26 Jul 2017) $
#$Revision: 199332 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/38/7043819.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_7043819
loop_
_publ_author_name
'Waters, Jordan'
'Chen, Qien'
'Everitt, Thomas'
'Goicoechea, Jose M.'
_publ_section_title
;
 N-heterocyclic carbene adducts of the heavier group 15 tribromides.
 Normal to abnormal isomerism and bromide ion abstraction.
;
_journal_name_full               'Dalton Trans.'
_journal_paper_doi               10.1039/C7DT02431B
_journal_year                    2017
_chemical_formula_moiety         'C27 H36 Bi Br3 N2, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C27.5 H37 Bi Br3 Cl N2'
_chemical_formula_weight         879.75
_chemical_name_systematic
;
 (aIPr)BiBr3*0.5CH2Cl2
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2017-07-04 deposited with the CCDC.
2017-07-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.8580(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.1007(2)
_cell_length_b                   35.0892(5)
_cell_length_c                   14.9693(2)
_cell_measurement_reflns_used    49795
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      76.2630
_cell_measurement_theta_min      3.7640
_cell_volume                     6280.21(16)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35g (release 09-12-2014 CrysAlis171 .NET)
(compiled Dec  9 2014,15:38:47)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35g (release 09-12-2014 CrysAlis171 .NET)
(compiled Dec  9 2014,15:38:47)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35g (release 09-12-2014 CrysAlis171 .NET)
(compiled Dec  9 2014,15:38:47)
;
_computing_molecular_graphics    'WinGX (Farrugia, 2005)'
_computing_publication_material  'XCIF (Sheldrick, 2001)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.4102
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0549
_diffrn_reflns_av_unetI/netI     0.0259
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            78548
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.505
_diffrn_reflns_theta_min         3.697
_exptl_absorpt_coefficient_mu    16.405
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36016
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35g (release 09-12-2014 CrysAlis171 .NET)
(compiled Dec  9 2014,15:38:47)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.861
_exptl_crystal_description       block
_exptl_crystal_F_000             3368
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.160
_refine_diff_density_max         3.214
_refine_diff_density_min         -3.916
_refine_diff_density_rms         0.270
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.172
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     622
_refine_ls_number_reflns         13121
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.172
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0534
_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)+(0.0781P)²+40.3055P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1385
_refine_ls_wR_factor_ref         0.1387
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13045
_reflns_number_total             13121
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7dt02431b2.cif
_cod_data_source_block           6-2
_cod_original_formula_sum        'C27.50 H37 Bi Br3 Cl N2'
_cod_database_code               7043819
_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   0.067
_shelx_estimated_absorpt_t_max   0.179
_shelxl_version_number           2013-4
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'
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
Bi1 Bi 0.18175(2) 0.14017(2) 0.26570(2) 0.02250(8) Uani 1 1 d . .
Bi2 Bi 0.07683(2) 0.06449(2) 0.02196(2) 0.01854(8) Uani 1 1 d . .
Br1 Br 0.30304(7) 0.20740(2) 0.27583(6) 0.03815(18) Uani 1 1 d . .
Br2 Br 0.06684(6) 0.06703(2) 0.22899(5) 0.02956(16) Uani 1 1 d . .
Br4 Br 0.25675(6) 0.11975(2) 0.08524(4) 0.02782(15) Uani 1 1 d . .
Br3 Br 0.09631(6) 0.14931(2) 0.41991(5) 0.03372(16) Uani 1 1 d . .
Br5 Br -0.12888(6) 0.03069(2) -0.03578(6) 0.03538(18) Uani 1 1 d . .
Br6 Br 0.15550(7) 0.06516(2) -0.13424(5) 0.03440(18) Uani 1 1 d . .
N1 N 0.5037(4) 0.07823(15) 0.3338(3) 0.0196(10) Uani 1 1 d . .
N2 N 0.3789(4) 0.09511(15) 0.4160(4) 0.0215(10) Uani 1 1 d . .
N3 N -0.1711(4) 0.15773(14) 0.0222(4) 0.0199(10) Uani 1 1 d . .
N4 N -0.0522(4) 0.14657(14) -0.0683(3) 0.0194(10) Uani 1 1 d . .
C1 C 0.4757(5) 0.07753(18) 0.4169(4) 0.0227(12) Uani 1 1 d . .
H1 H 0.5187 0.0662 0.4685 0.027 Uiso 1 1 calc R U
C2 C 0.4197(5) 0.09757(18) 0.2789(4) 0.0213(11) Uani 1 1 d . .
H2 H 0.4178 0.1025 0.2162 0.026 Uiso 1 1 calc R U
C3 C 0.3404(5) 0.10838(17) 0.3288(4) 0.0207(11) Uani 1 1 d . .
C4 C 0.5996(5) 0.05983(17) 0.3062(4) 0.0214(12) Uani 1 1 d . .
C5 C 0.7023(5) 0.07782(17) 0.3247(4) 0.0214(11) Uani 1 1 d . .
C6 C 0.7937(6) 0.0590(2) 0.2979(5) 0.0283(13) Uani 1 1 d . .
H6 H 0.8661 0.0700 0.3103 0.034 Uiso 1 1 calc R U
C7 C 0.7789(6) 0.0243(2) 0.2534(5) 0.0312(14) Uani 1 1 d . .
H7 H 0.8413 0.0120 0.2343 0.037 Uiso 1 1 calc R U
C8 C 0.6745(7) 0.0074(2) 0.2363(5) 0.0337(15) Uani 1 1 d . .
H8 H 0.6663 -0.0166 0.2063 0.040 Uiso 1 1 calc R U
C9 C 0.5820(6) 0.02460(19) 0.2623(5) 0.0266(13) Uani 1 1 d . .
C10 C 0.7193(6) 0.11644(18) 0.3691(4) 0.0242(12) Uani 1 1 d . .
H10 H 0.6443 0.1266 0.3774 0.029 Uiso 1 1 calc R U
C11 C 0.7716(7) 0.1444(2) 0.3094(6) 0.0380(17) Uani 1 1 d . .
H11A H 0.7816 0.1692 0.3397 0.057 Uiso 1 1 calc R U
H11B H 0.7223 0.1473 0.2514 0.057 Uiso 1 1 calc R U
H11C H 0.8444 0.1347 0.2989 0.057 Uiso 1 1 calc R U
C12 C 0.7915(7) 0.1133(3) 0.4632(5) 0.0379(17) Uani 1 1 d . .
H12A H 0.8012 0.1386 0.4907 0.057 Uiso 1 1 calc R U
H12B H 0.8648 0.1027 0.4569 0.057 Uiso 1 1 calc R U
H12C H 0.7543 0.0965 0.5017 0.057 Uiso 1 1 calc R U
C13 C 0.4688(6) 0.0054(2) 0.2431(7) 0.0417(19) Uani 1 1 d . .
H13 H 0.4155 0.0211 0.2724 0.050 Uiso 1 1 calc R U
C14 C 0.4244(10) 0.0037(4) 0.1441(9) 0.070(3) Uani 1 1 d . .
H14A H 0.3511 -0.0087 0.1351 0.105 Uiso 1 1 calc R U
H14B H 0.4761 -0.0108 0.1129 0.105 Uiso 1 1 calc R U
H14C H 0.4169 0.0296 0.1195 0.105 Uiso 1 1 calc R U
C15 C 0.4725(9) -0.0346(2) 0.2859(8) 0.054(2) Uani 1 1 d . .
H15A H 0.3983 -0.0464 0.2729 0.082 Uiso 1 1 calc R U
H15B H 0.4947 -0.0325 0.3515 0.082 Uiso 1 1 calc R U
H15C H 0.5268 -0.0505 0.2607 0.082 Uiso 1 1 calc R U
C16 C 0.3327(5) 0.0985(2) 0.5003(4) 0.0254(13) Uani 1 1 d . .
C17 C 0.3641(6) 0.1303(2) 0.5543(5) 0.0303(14) Uani 1 1 d . .
C18 C 0.3315(8) 0.1300(2) 0.6398(5) 0.0395(18) Uani 1 1 d . .
H18 H 0.3524 0.1505 0.6801 0.047 Uiso 1 1 calc R U
C19 C 0.2698(9) 0.1003(3) 0.6668(6) 0.049(2) Uani 1 1 d . .
H19 H 0.2491 0.1007 0.7255 0.059 Uiso 1 1 calc R U
C20 C 0.2377(8) 0.0704(2) 0.6098(6) 0.044(2) Uani 1 1 d . .
H20 H 0.1935 0.0505 0.6293 0.053 Uiso 1 1 calc R U
C21 C 0.2681(6) 0.0683(2) 0.5247(5) 0.0320(16) Uani 1 1 d . .
C22 C 0.4280(6) 0.1634(2) 0.5234(5) 0.0316(14) Uani 1 1 d . .
H22 H 0.4236 0.1614 0.4563 0.038 Uiso 1 1 calc R U
C23 C 0.3768(7) 0.2019(2) 0.5444(6) 0.0395(17) Uani 1 1 d . .
H23A H 0.4205 0.2227 0.5233 0.059 Uiso 1 1 calc R U
H23B H 0.3780 0.2043 0.6097 0.059 Uiso 1 1 calc R U
H23C H 0.2994 0.2033 0.5134 0.059 Uiso 1 1 calc R U
C24 C 0.5511(8) 0.1612(3) 0.5652(7) 0.052(2) Uani 1 1 d . .
H24A H 0.5914 0.1829 0.5443 0.077 Uiso 1 1 calc R U
H24B H 0.5833 0.1374 0.5468 0.077 Uiso 1 1 calc R U
H24C H 0.5576 0.1620 0.6312 0.077 Uiso 1 1 calc R U
C25 C 0.2345(7) 0.0352(2) 0.4615(6) 0.0363(16) Uani 1 1 d . .
H25 H 0.2441 0.0434 0.3993 0.044 Uiso 1 1 calc R U
C26 C 0.1115(8) 0.0237(4) 0.4586(8) 0.062(3) Uani 1 1 d . .
H26A H 0.0939 0.0023 0.4167 0.093 Uiso 1 1 calc R U
H26B H 0.0632 0.0454 0.4380 0.093 Uiso 1 1 calc R U
H26C H 0.0989 0.0160 0.5192 0.093 Uiso 1 1 calc R U
C27 C 0.3091(8) 0.0002(2) 0.4854(6) 0.0435(19) Uani 1 1 d . .
H27A H 0.2847 -0.0204 0.4429 0.065 Uiso 1 1 calc R U
H27B H 0.3034 -0.0081 0.5470 0.065 Uiso 1 1 calc R U
H27C H 0.3869 0.0069 0.4815 0.065 Uiso 1 1 calc R U
C28 C -0.1378(5) 0.16879(17) -0.0539(4) 0.0226(12) Uani 1 1 d . .
H28 H -0.1693 0.1890 -0.0918 0.027 Uiso 1 1 calc R U
C29 C -0.1066(5) 0.12709(16) 0.0566(4) 0.0211(11) Uani 1 1 d . .
H29 H -0.1138 0.1138 0.1107 0.025 Uiso 1 1 calc R U
C30 C -0.0312(5) 0.11898(15) 0.0009(4) 0.0177(11) Uani 1 1 d . .
C31 C -0.2671(5) 0.17317(17) 0.0584(4) 0.0210(11) Uani 1 1 d . .
C32 C -0.2536(6) 0.20804(17) 0.1057(4) 0.0237(12) Uani 1 1 d . .
C33 C -0.3463(6) 0.22149(19) 0.1408(5) 0.0287(14) Uani 1 1 d . .
H33 H -0.3410 0.2448 0.1735 0.034 Uiso 1 1 calc R U
C34 C -0.4456(6) 0.2016(2) 0.1289(5) 0.0325(15) Uani 1 1 d . .
H34 H -0.5075 0.2114 0.1536 0.039 Uiso 1 1 calc R U
C35 C -0.4571(6) 0.1675(2) 0.0817(5) 0.0286(13) Uani 1 1 d . .
H35 H -0.5265 0.1543 0.0742 0.034 Uiso 1 1 calc R U
C36 C -0.3671(6) 0.15247(19) 0.0453(4) 0.0262(13) Uani 1 1 d . .
C37 C -0.1429(6) 0.2291(2) 0.1204(5) 0.0318(15) Uani 1 1 d . .
H37 H -0.1076 0.2258 0.0647 0.038 Uiso 1 1 calc R U
C38 C -0.1570(10) 0.2717(3) 0.1347(12) 0.085(5) Uani 1 1 d . .
H38A H -0.0835 0.2840 0.1438 0.127 Uiso 1 1 calc R U
H38B H -0.1933 0.2758 0.1881 0.127 Uiso 1 1 calc R U
H38C H -0.2034 0.2827 0.0815 0.127 Uiso 1 1 calc R U
C39 C -0.0631(8) 0.2121(3) 0.2000(7) 0.054(2) Uani 1 1 d . .
H39A H 0.0078 0.2261 0.2080 0.080 Uiso 1 1 calc R U
H39B H -0.0492 0.1852 0.1876 0.080 Uiso 1 1 calc R U
H39C H -0.0969 0.2140 0.2553 0.080 Uiso 1 1 calc R U
C40 C -0.3792(6) 0.11459(18) -0.0056(4) 0.0253(13) Uani 1 1 d . .
H40 H -0.3123 0.1110 -0.0365 0.030 Uiso 1 1 calc R U
C41 C -0.4842(9) 0.1139(3) -0.0773(6) 0.048(2) Uani 1 1 d . .
H41A H -0.4809 0.1349 -0.1200 0.072 Uiso 1 1 calc R U
H41B H -0.5506 0.1168 -0.0478 0.072 Uiso 1 1 calc R U
H41C H -0.4881 0.0896 -0.1098 0.072 Uiso 1 1 calc R U
C42 C -0.3830(9) 0.0822(2) 0.0607(6) 0.045(2) Uani 1 1 d . .
H42A H -0.3905 0.0580 0.0280 0.067 Uiso 1 1 calc R U
H42B H -0.4471 0.0857 0.0927 0.067 Uiso 1 1 calc R U
H42C H -0.3138 0.0821 0.1044 0.067 Uiso 1 1 calc R U
C43 C 0.0009(5) 0.15244(17) -0.1484(4) 0.0225(12) Uani 1 1 d . .
C44 C 0.0862(6) 0.18002(19) -0.1431(5) 0.0276(13) Uani 1 1 d . .
C45 C 0.1291(6) 0.1873(2) -0.2224(5) 0.0348(16) Uani 1 1 d . .
H45 H 0.1866 0.2058 -0.2220 0.042 Uiso 1 1 calc R U
C46 C 0.0899(7) 0.1682(2) -0.3019(6) 0.0394(18) Uani 1 1 d . .
H46 H 0.1195 0.1740 -0.3555 0.047 Uiso 1 1 calc R U
C47 C 0.0079(7) 0.1408(2) -0.3035(5) 0.0362(17) Uani 1 1 d . .
H47 H -0.0169 0.1275 -0.3581 0.043 Uiso 1 1 calc R U
C48 C -0.0396(6) 0.1321(2) -0.2263(5) 0.0299(14) Uani 1 1 d . .
C49 C 0.1280(6) 0.2013(2) -0.0567(5) 0.0325(15) Uani 1 1 d . .
H49 H 0.1070 0.1864 -0.0050 0.039 Uiso 1 1 calc R U
C50 C 0.0717(8) 0.2407(2) -0.0578(7) 0.0449(19) Uani 1 1 d . .
H50A H 0.0993 0.2542 -0.0014 0.067 Uiso 1 1 calc R U
H50B H -0.0095 0.2374 -0.0633 0.067 Uiso 1 1 calc R U
H50C H 0.0895 0.2555 -0.1092 0.067 Uiso 1 1 calc R U
C51 C 0.2562(8) 0.2058(3) -0.0419(7) 0.050(2) Uani 1 1 d . .
H51A H 0.2802 0.2196 0.0146 0.075 Uiso 1 1 calc R U
H51B H 0.2786 0.2200 -0.0925 0.075 Uiso 1 1 calc R U
H51C H 0.2911 0.1805 -0.0384 0.075 Uiso 1 1 calc R U
C52 C -0.1343(7) 0.1038(2) -0.2286(5) 0.0335(15) Uani 1 1 d . .
H52 H -0.1359 0.0947 -0.1655 0.040 Uiso 1 1 calc R U
C53 C -0.2449(8) 0.1237(3) -0.2620(7) 0.047(2) Uani 1 1 d . .
H53A H -0.3064 0.1054 -0.2632 0.070 Uiso 1 1 calc R U
H53B H -0.2440 0.1336 -0.3231 0.070 Uiso 1 1 calc R U
H53C H -0.2555 0.1448 -0.2213 0.070 Uiso 1 1 calc R U
C54 C -0.1202(9) 0.0690(3) -0.2875(7) 0.049(2) Uani 1 1 d . .
H54A H -0.1832 0.0515 -0.2864 0.074 Uiso 1 1 calc R U
H54B H -0.0501 0.0560 -0.2640 0.074 Uiso 1 1 calc R U
H54C H -0.1183 0.0773 -0.3498 0.074 Uiso 1 1 calc R U
C1S C 0.5551(10) 0.2610(3) 0.3859(6) 0.055(2) Uani 1 1 d . .
H1S1 H 0.4961 0.2413 0.3730 0.066 Uiso 1 1 calc R U
H1S2 H 0.5454 0.2742 0.4427 0.066 Uiso 1 1 calc R U
Cl1S Cl 0.6903(4) 0.23935(11) 0.3972(2) 0.0923(11) Uani 1 1 d . .
Cl2S Cl 0.5454(4) 0.29324(9) 0.2981(2) 0.0971(14) Uani 1 1 d . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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'
Bi Bi -4.0111 8.9310 '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_3
C3 Bi1 Br3 96.45(16) .
C3 Bi1 Br1 89.37(16) .
Br3 Bi1 Br1 97.00(3) .
C3 Bi1 Br2 89.66(16) .
Br3 Bi1 Br2 91.80(2) .
Br1 Bi1 Br2 171.20(2) .
C3 Bi1 Br4 84.65(16) .
Br3 Bi1 Br4 171.73(2) .
Br1 Bi1 Br4 91.21(2) .
Br2 Bi1 Br4 79.996(19) .
C30 Bi2 Br6 98.30(15) .
C30 Bi2 Br5 81.34(14) .
Br6 Bi2 Br5 98.95(3) .
C30 Bi2 Br4 82.79(14) .
Br6 Bi2 Br4 86.00(2) .
Br5 Bi2 Br4 163.90(2) .
C30 Bi2 Br2 90.26(15) .
Br6 Bi2 Br2 161.34(2) .
Br5 Bi2 Br2 98.71(2) .
Br4 Bi2 Br2 78.619(19) .
C30 Bi2 Br5 156.51(14) 3
Br6 Bi2 Br5 88.52(2) 3
Br5 Bi2 Br5 75.39(2) 3
Br4 Bi2 Br5 120.26(2) 3
Br2 Bi2 Br5 90.15(2) 3
Bi1 Br2 Bi2 96.97(2) .
Bi2 Br4 Bi1 97.60(2) .
Bi2 Br5 Bi2 104.61(2) 3
C1 N1 C2 107.1(5) .
C1 N1 C4 125.9(5) .
C2 N1 C4 126.8(5) .
C1 N2 C3 109.4(5) .
C1 N2 C16 119.1(5) .
C3 N2 C16 131.5(5) .
C28 N3 C29 108.7(5) .
C28 N3 C31 125.1(5) .
C29 N3 C31 126.0(5) .
C28 N4 C30 109.7(5) .
C28 N4 C43 119.9(5) .
C30 N4 C43 130.3(5) .
N2 C1 N1 109.4(5) .
N2 C1 H1 125.3 .
N1 C1 H1 125.3 .
C3 C2 N1 109.0(5) .
C3 C2 H2 125.5 .
N1 C2 H2 125.5 .
C2 C3 N2 105.0(5) .
C2 C3 Bi1 121.7(4) .
N2 C3 Bi1 133.2(4) .
C5 C4 C9 124.3(6) .
C5 C4 N1 118.5(5) .
C9 C4 N1 117.3(6) .
C4 C5 C6 116.9(6) .
C4 C5 C10 123.7(6) .
C6 C5 C10 119.4(6) .
C7 C6 C5 120.3(7) .
C7 C6 H6 119.9 .
C5 C6 H6 119.9 .
C8 C7 C6 120.8(6) .
C8 C7 H7 119.6 .
C6 C7 H7 119.6 .
C9 C8 C7 121.1(7) .
C9 C8 H8 119.4 .
C7 C8 H8 119.4 .
C8 C9 C4 116.6(6) .
C8 C9 C13 120.0(6) .
C4 C9 C13 123.4(6) .
C5 C10 C11 111.1(6) .
C5 C10 C12 110.9(6) .
C11 C10 C12 110.7(6) .
C5 C10 H10 108.0 .
C11 C10 H10 108.0 .
C12 C10 H10 108.0 .
C10 C11 H11A 109.5 .
C10 C11 H11B 109.5 .
H11A C11 H11B 109.5 .
C10 C11 H11C 109.5 .
H11A C11 H11C 109.5 .
H11B C11 H11C 109.5 .
C10 C12 H12A 109.5 .
C10 C12 H12B 109.5 .
H12A C12 H12B 109.5 .
C10 C12 H12C 109.5 .
H12A C12 H12C 109.5 .
H12B C12 H12C 109.5 .
C14 C13 C9 112.5(8) .
C14 C13 C15 111.0(8) .
C9 C13 C15 111.0(7) .
C14 C13 H13 107.3 .
C9 C13 H13 107.3 .
C15 C13 H13 107.3 .
C13 C14 H14A 109.5 .
C13 C14 H14B 109.5 .
H14A C14 H14B 109.5 .
C13 C14 H14C 109.5 .
H14A C14 H14C 109.5 .
H14B C14 H14C 109.5 .
C13 C15 H15A 109.5 .
C13 C15 H15B 109.5 .
H15A C15 H15B 109.5 .
C13 C15 H15C 109.5 .
H15A C15 H15C 109.5 .
H15B C15 H15C 109.5 .
C17 C16 C21 124.6(6) .
C17 C16 N2 117.4(6) .
C21 C16 N2 117.8(6) .
C18 C17 C16 115.7(7) .
C18 C17 C22 121.3(7) .
C16 C17 C22 122.9(6) .
C19 C18 C17 121.2(8) .
C19 C18 H18 119.4 .
C17 C18 H18 119.4 .
C20 C19 C18 120.7(7) .
C20 C19 H19 119.6 .
C18 C19 H19 119.6 .
C19 C20 C21 121.5(8) .
C19 C20 H20 119.2 .
C21 C20 H20 119.2 .
C20 C21 C16 116.2(8) .
C20 C21 C25 122.1(7) .
C16 C21 C25 121.8(6) .
C17 C22 C24 110.5(7) .
C17 C22 C23 111.8(6) .
C24 C22 C23 111.0(7) .
C17 C22 H22 107.8 .
C24 C22 H22 107.8 .
C23 C22 H22 107.8 .
C22 C23 H23A 109.5 .
C22 C23 H23B 109.5 .
H23A C23 H23B 109.5 .
C22 C23 H23C 109.5 .
H23A C23 H23C 109.5 .
H23B C23 H23C 109.5 .
C22 C24 H24A 109.5 .
C22 C24 H24B 109.5 .
H24A C24 H24B 109.5 .
C22 C24 H24C 109.5 .
H24A C24 H24C 109.5 .
H24B C24 H24C 109.5 .
C21 C25 C27 112.2(7) .
C21 C25 C26 112.7(8) .
C27 C25 C26 109.3(7) .
C21 C25 H25 107.5 .
C27 C25 H25 107.5 .
C26 C25 H25 107.5 .
C25 C26 H26A 109.5 .
C25 C26 H26B 109.5 .
H26A C26 H26B 109.5 .
C25 C26 H26C 109.5 .
H26A C26 H26C 109.5 .
H26B C26 H26C 109.5 .
C25 C27 H27A 109.5 .
C25 C27 H27B 109.5 .
H27A C27 H27B 109.5 .
C25 C27 H27C 109.5 .
H27A C27 H27C 109.5 .
H27B C27 H27C 109.5 .
N3 C28 N4 108.2(5) .
N3 C28 H28 125.9 .
N4 C28 H28 125.9 .
C30 C29 N3 109.2(5) .
C30 C29 H29 125.4 .
N3 C29 H29 125.4 .
C29 C30 N4 104.2(5) .
C29 C30 Bi2 120.6(4) .
N4 C30 Bi2 134.6(4) .
C36 C31 C32 123.5(6) .
C36 C31 N3 118.4(5) .
C32 C31 N3 118.1(6) .
C33 C32 C31 116.5(6) .
C33 C32 C37 121.7(6) .
C31 C32 C37 121.8(6) .
C34 C33 C32 121.1(6) .
C34 C33 H33 119.5 .
C32 C33 H33 119.5 .
C33 C34 C35 121.4(6) .
C33 C34 H34 119.3 .
C35 C34 H34 119.3 .
C34 C35 C36 120.2(7) .
C34 C35 H35 119.9 .
C36 C35 H35 119.9 .
C35 C36 C31 117.4(6) .
C35 C36 C40 120.2(6) .
C31 C36 C40 122.4(6) .
C32 C37 C38 112.5(7) .
C32 C37 C39 111.0(6) .
C38 C37 C39 110.1(8) .
C32 C37 H37 107.7 .
C38 C37 H37 107.7 .
C39 C37 H37 107.7 .
C37 C38 H38A 109.5 .
C37 C38 H38B 109.5 .
H38A C38 H38B 109.5 .
C37 C38 H38C 109.5 .
H38A C38 H38C 109.5 .
H38B C38 H38C 109.5 .
C37 C39 H39A 109.5 .
C37 C39 H39B 109.5 .
H39A C39 H39B 109.5 .
C37 C39 H39C 109.5 .
H39A C39 H39C 109.5 .
H39B C39 H39C 109.5 .
C42 C40 C36 109.6(6) .
C42 C40 C41 110.0(7) .
C36 C40 C41 111.6(6) .
C42 C40 H40 108.5 .
C36 C40 H40 108.5 .
C41 C40 H40 108.5 .
C40 C41 H41A 109.5 .
C40 C41 H41B 109.5 .
H41A C41 H41B 109.5 .
C40 C41 H41C 109.5 .
H41A C41 H41C 109.5 .
H41B C41 H41C 109.5 .
C40 C42 H42A 109.5 .
C40 C42 H42B 109.5 .
H42A C42 H42B 109.5 .
C40 C42 H42C 109.5 .
H42A C42 H42C 109.5 .
H42B C42 H42C 109.5 .
C48 C43 C44 124.0(6) .
C48 C43 N4 118.3(6) .
C44 C43 N4 117.6(6) .
C45 C44 C43 116.5(7) .
C45 C44 C49 121.2(7) .
C43 C44 C49 122.2(6) .
C46 C45 C44 121.3(7) .
C46 C45 H45 119.3 .
C44 C45 H45 119.3 .
C47 C46 C45 120.2(7) .
C47 C46 H46 119.9 .
C45 C46 H46 119.9 .
C46 C47 C48 121.5(8) .
C46 C47 H47 119.3 .
C48 C47 H47 119.3 .
C43 C48 C47 116.4(7) .
C43 C48 C52 121.6(6) .
C47 C48 C52 121.9(7) .
C44 C49 C50 110.2(6) .
C44 C49 C51 111.7(7) .
C50 C49 C51 110.2(7) .
C44 C49 H49 108.2 .
C50 C49 H49 108.2 .
C51 C49 H49 108.2 .
C49 C50 H50A 109.5 .
C49 C50 H50B 109.5 .
H50A C50 H50B 109.5 .
C49 C50 H50C 109.5 .
H50A C50 H50C 109.5 .
H50B C50 H50C 109.5 .
C49 C51 H51A 109.5 .
C49 C51 H51B 109.5 .
H51A C51 H51B 109.5 .
C49 C51 H51C 109.5 .
H51A C51 H51C 109.5 .
H51B C51 H51C 109.5 .
C48 C52 C53 109.3(6) .
C48 C52 C54 112.8(7) .
C53 C52 C54 110.2(7) .
C48 C52 H52 108.1 .
C53 C52 H52 108.1 .
C54 C52 H52 108.1 .
C52 C53 H53A 109.5 .
C52 C53 H53B 109.5 .
H53A C53 H53B 109.5 .
C52 C53 H53C 109.5 .
H53A C53 H53C 109.5 .
H53B C53 H53C 109.5 .
C52 C54 H54A 109.5 .
C52 C54 H54B 109.5 .
H54A C54 H54B 109.5 .
C52 C54 H54C 109.5 .
H54A C54 H54C 109.5 .
H54B C54 H54C 109.5 .
Cl2S C1S Cl1S 107.7(6) .
Cl2S C1S H1S1 110.2 .
Cl1S C1S H1S1 110.2 .
Cl2S C1S H1S2 110.2 .
Cl1S C1S H1S2 110.2 .
H1S1 C1S H1S2 108.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Bi1 C3 2.294(6) .
Bi1 Br3 2.6899(8) .
Bi1 Br1 2.7701(8) .
Bi1 Br2 2.9305(7) .
Bi1 Br4 3.0642(7) .
Bi2 C30 2.310(5) .
Bi2 Br6 2.6570(8) .
Bi2 Br5 2.7727(7) .
Bi2 Br4 2.9600(7) .
Bi2 Br2 3.1213(7) .
Bi2 Br5 3.3992(7) 3
Br5 Bi2 3.3992(7) 3
N1 C1 1.339(8) .
N1 C2 1.382(8) .
N1 C4 1.443(8) .
N2 C1 1.322(8) .
N2 C3 1.397(8) .
N2 C16 1.461(8) .
N3 C28 1.324(8) .
N3 C29 1.381(8) .
N3 C31 1.460(8) .
N4 C28 1.340(8) .
N4 C30 1.412(7) .
N4 C43 1.459(8) .
C1 H1 0.9500 .
C2 C3 1.359(9) .
C2 H2 0.9500 .
C4 C5 1.384(9) .
C4 C9 1.401(9) .
C5 C6 1.398(9) .
C5 C10 1.510(8) .
C6 C7 1.386(10) .
C6 H6 0.9500 .
C7 C8 1.385(11) .
C7 H7 0.9500 .
C8 C9 1.380(10) .
C8 H8 0.9500 .
C9 C13 1.513(10) .
C10 C11 1.529(10) .
C10 C12 1.542(9) .
C10 H10 1.0000 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 C14 1.497(15) .
C13 C15 1.543(13) .
C13 H13 1.0000 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 C17 1.396(11) .
C16 C21 1.398(10) .
C17 C18 1.395(10) .
C17 C22 1.506(10) .
C18 C19 1.377(13) .
C18 H18 0.9500 .
C19 C20 1.372(15) .
C19 H19 0.9500 .
C20 C21 1.381(11) .
C20 H20 0.9500 .
C21 C25 1.514(12) .
C22 C24 1.526(12) .
C22 C23 1.539(11) .
C22 H22 1.0000 .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C25 C27 1.532(11) .
C25 C26 1.536(12) .
C25 H25 1.0000 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 H28 0.9500 .
C29 C30 1.358(9) .
C29 H29 0.9500 .
C31 C36 1.399(9) .
C31 C32 1.410(8) .
C32 C33 1.392(9) .
C32 C37 1.517(10) .
C33 C34 1.378(11) .
C33 H33 0.9500 .
C34 C35 1.385(10) .
C34 H34 0.9500 .
C35 C36 1.394(10) .
C35 H35 0.9500 .
C36 C40 1.528(9) .
C37 C38 1.522(11) .
C37 C39 1.535(12) .
C37 H37 1.0000 .
C38 H38A 0.9800 .
C38 H38B 0.9800 .
C38 H38C 0.9800 .
C39 H39A 0.9800 .
C39 H39B 0.9800 .
C39 H39C 0.9800 .
C40 C42 1.514(10) .
C40 C41 1.531(11) .
C40 H40 1.0000 .
C41 H41A 0.9800 .
C41 H41B 0.9800 .
C41 H41C 0.9800 .
C42 H42A 0.9800 .
C42 H42B 0.9800 .
C42 H42C 0.9800 .
C43 C48 1.390(10) .
C43 C44 1.408(9) .
C44 C45 1.390(10) .
C44 C49 1.512(11) .
C45 C46 1.385(13) .
C45 H45 0.9500 .
C46 C47 1.380(13) .
C46 H46 0.9500 .
C47 C48 1.401(10) .
C47 H47 0.9500 .
C48 C52 1.514(11) .
C49 C50 1.539(11) .
C49 C51 1.540(11) .
C49 H49 1.0000 .
C50 H50A 0.9800 .
C50 H50B 0.9800 .
C50 H50C 0.9800 .
C51 H51A 0.9800 .
C51 H51B 0.9800 .
C51 H51C 0.9800 .
C52 C53 1.524(12) .
C52 C54 1.530(11) .
C52 H52 1.0000 .
C53 H53A 0.9800 .
C53 H53B 0.9800 .
C53 H53C 0.9800 .
C54 H54A 0.9800 .
C54 H54B 0.9800 .
C54 H54C 0.9800 .
C1S Cl2S 1.725(10) .
C1S Cl1S 1.788(13) .
C1S H1S1 0.9900 .
C1S H1S2 0.9900 .
