# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_1-213k
_database_code_depnum_ccdc_archive 'CCDC 2009547'
loop_
_audit_author_name
_audit_author_address
'Yu-Ting Liu'
;Southeast University
China
;
_audit_update_record             
;
2020-06-13 deposited with the CCDC.	2020-10-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '(C3 H8 N S)2, BiCl5'
_chemical_formula_sum            'C6 H16 Bi Cl5 N2 S2'
_chemical_formula_weight         566.56

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'
Bi Bi -4.1077 10.2566 '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'
N N 0.0061 0.0033 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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                   12.1998(5)
_cell_length_b                   7.4008(3)
_cell_length_c                   21.8754(10)
_cell_angle_alpha                90
_cell_angle_beta                 123.518(3)
_cell_angle_gamma                90
_cell_volume                     1646.66(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    213(2)
_cell_measurement_reflns_used    6042
_cell_measurement_theta_min      3.2030
_cell_measurement_theta_max      30.3680

_exptl_crystal_description       ribbon
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.285
_exptl_crystal_F_000             1064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    11.750
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      213(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7508
_diffrn_reflns_av_unetI/netI     0.0390
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.970
_diffrn_reflns_theta_max         24.149
_diffrn_reflns_theta_full        24.149
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             2501
_reflns_number_gt                2231
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0595P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2501
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0349
_refine_ls_wR_factor_ref         0.0854
_refine_ls_wR_factor_gt          0.0829
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Bi1 Bi 0.79339(3) 0.53615(3) 0.18079(2) 0.01684(14) Uani 1 1 d . . . . .
Cl1 Cl 0.8093(2) 0.5876(3) 0.06484(11) 0.0338(5) Uani 1 1 d . . . . .
Cl2 Cl 0.6523(2) 0.8315(2) 0.14189(10) 0.0293(5) Uani 1 1 d . . . . .
Cl3 Cl 0.5967(2) 0.3324(3) 0.10924(12) 0.0341(5) Uani 1 1 d . . . . .
Cl4 Cl 0.7657(2) 0.5039(2) 0.29571(11) 0.0308(5) Uani 1 1 d . . . . .
Cl5 Cl 0.9452(2) 0.2200(2) 0.22217(11) 0.0321(5) Uani 1 1 d . . . . .
S1 S 0.3345(3) 0.9576(3) 1.08231(12) 0.0343(5) Uani 1 1 d . . . . .
N1 N 0.2188(8) 0.9756(9) 0.9400(4) 0.0309(17) Uani 1 1 d . . . . .
H1A H 0.2104 0.9218 0.9013 0.037 Uiso 1 1 calc R U . . .
H1B H 0.2093 1.0941 0.9316 0.037 Uiso 1 1 calc R U . . .
C1 C 0.3487(10) 0.9381(13) 1.0051(5) 0.039(2) Uani 1 1 d . . . . .
H1C H 0.4124 1.0242 1.0092 0.047 Uiso 1 1 calc R U . . .
H1D H 0.3769 0.8174 1.0026 0.047 Uiso 1 1 calc R U . . .
C2 C 0.1563(9) 0.9736(10) 1.0259(5) 0.0286(19) Uani 1 1 d . . . . .
H2A H 0.1180 0.8992 1.0460 0.034 Uiso 1 1 calc R U . . .
H2B H 0.1284 1.0976 1.0235 0.034 Uiso 1 1 calc R U . . .
C3 C 0.1143(9) 0.9075(11) 0.9508(4) 0.0294(18) Uani 1 1 d . . . . .
H3A H 0.1098 0.7766 0.9485 0.035 Uiso 1 1 calc R U . . .
H3B H 0.0288 0.9560 0.9136 0.035 Uiso 1 1 calc R U . . .
S2 S 0.1605(3) 0.4874(3) 0.08641(13) 0.0390(6) Uani 1 1 d . . . . .
N2 N 0.2836(8) 0.5833(9) 0.2243(4) 0.0332(17) Uani 1 1 d . . . . .
H2C H 0.2722 0.7020 0.2247 0.040 Uiso 1 1 calc R U . . .
H2D H 0.3078 0.5398 0.2680 0.040 Uiso 1 1 calc R U . . .
C5 C 0.3338(12) 0.4435(13) 0.1426(7) 0.054(3) Uani 1 1 d . . . . .
H5A H 0.3497 0.3154 0.1533 0.065 Uiso 1 1 calc R U . . .
H5B H 0.3752 0.4807 0.1174 0.065 Uiso 1 1 calc R U . . .
C6 C 0.3885(13) 0.5485(15) 0.2118(7) 0.059(3) Uani 1 1 d . . . . .
H6A H 0.4591 0.4809 0.2526 0.071 Uiso 1 1 calc R U . . .
H6B H 0.4242 0.6622 0.2081 0.071 Uiso 1 1 calc R U . . .
C4 C 0.1559(11) 0.4976(12) 0.1662(5) 0.039(2) Uani 1 1 d . . . . .
H4A H 0.0820 0.5699 0.1571 0.046 Uiso 1 1 calc R U . . .
H4B H 0.1480 0.3774 0.1810 0.046 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
Bi1 Cl3 2.516(2) . ?
Bi1 Cl2 2.6164(18) . ?
Bi1 Cl1 2.6763(16) . ?
Bi1 Cl4 2.7255(17) . ?
Bi1 Cl5 2.8059(18) . ?
Bi1 Cl5 3.009(2) 2_755 ?
Cl5 Bi1 3.009(2) 2_745 ?
S1 C1 1.796(7) . ?
S1 C2 1.817(10) . ?
N1 C1 1.457(12) . ?
N1 C3 1.506(10) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C2 C3 1.508(11) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
S2 C4 1.778(8) . ?
S2 C5 1.793(13) . ?
N2 C6 1.473(13) . ?
N2 C4 1.503(13) . ?
N2 H2C 0.8900 . ?
N2 H2D 0.8900 . ?
C5 C6 1.491(16) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?

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
Cl3 Bi1 Cl2 93.92(7) . . ?
Cl3 Bi1 Cl1 92.24(7) . . ?
Cl2 Bi1 Cl1 87.24(6) . . ?
Cl3 Bi1 Cl4 87.72(6) . . ?
Cl2 Bi1 Cl4 88.79(6) . . ?
Cl1 Bi1 Cl4 176.01(6) . . ?
Cl3 Bi1 Cl5 86.19(6) . . ?
Cl2 Bi1 Cl5 179.74(5) . . ?
Cl1 Bi1 Cl5 92.52(6) . . ?
Cl4 Bi1 Cl5 91.45(6) . . ?
Cl3 Bi1 Cl5 170.04(6) . 2_755 ?
Cl2 Bi1 Cl5 95.87(6) . 2_755 ?
Cl1 Bi1 Cl5 90.05(6) . 2_755 ?
Cl4 Bi1 Cl5 90.67(6) . 2_755 ?
Cl5 Bi1 Cl5 84.02(2) . 2_755 ?
Bi1 Cl5 Bi1 149.13(8) . 2_745 ?
C1 S1 C2 93.8(4) . . ?
C1 N1 C3 110.0(6) . . ?
C1 N1 H1A 109.7 . . ?
C3 N1 H1A 109.7 . . ?
C1 N1 H1B 109.7 . . ?
C3 N1 H1B 109.7 . . ?
H1A N1 H1B 108.2 . . ?
N1 C1 S1 106.6(6) . . ?
N1 C1 H1C 110.4 . . ?
S1 C1 H1C 110.4 . . ?
N1 C1 H1D 110.4 . . ?
S1 C1 H1D 110.4 . . ?
H1C C1 H1D 108.6 . . ?
C3 C2 S1 106.1(6) . . ?
C3 C2 H2A 110.5 . . ?
S1 C2 H2A 110.5 . . ?
C3 C2 H2B 110.5 . . ?
S1 C2 H2B 110.5 . . ?
H2A C2 H2B 108.7 . . ?
N1 C3 C2 104.7(7) . . ?
N1 C3 H3A 110.8 . . ?
C2 C3 H3A 110.8 . . ?
N1 C3 H3B 110.8 . . ?
C2 C3 H3B 110.8 . . ?
H3A C3 H3B 108.9 . . ?
C4 S2 C5 90.0(5) . . ?
C6 N2 C4 111.7(7) . . ?
C6 N2 H2C 109.3 . . ?
C4 N2 H2C 109.3 . . ?
C6 N2 H2D 109.3 . . ?
C4 N2 H2D 109.3 . . ?
H2C N2 H2D 107.9 . . ?
C6 C5 S2 107.4(7) . . ?
C6 C5 H5A 110.2 . . ?
S2 C5 H5A 110.2 . . ?
C6 C5 H5B 110.2 . . ?
S2 C5 H5B 110.2 . . ?
H5A C5 H5B 108.5 . . ?
N2 C6 C5 109.4(10) . . ?
N2 C6 H6A 109.8 . . ?
C5 C6 H6A 109.8 . . ?
N2 C6 H6B 109.8 . . ?
C5 C6 H6B 109.8 . . ?
H6A C6 H6B 108.2 . . ?
N2 C4 S2 105.6(6) . . ?
N2 C4 H4A 110.6 . . ?
S2 C4 H4A 110.6 . . ?
N2 C4 H4B 110.6 . . ?
S2 C4 H4B 110.6 . . ?
H4A C4 H4B 108.7 . . ?

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
C3 N1 C1 S1 -33.9(8) . . . . ?
C2 S1 C1 N1 9.5(6) . . . . ?
C1 S1 C2 C3 16.6(6) . . . . ?
C1 N1 C3 C2 46.9(8) . . . . ?
S1 C2 C3 N1 -37.0(7) . . . . ?
C4 S2 C5 C6 -35.3(8) . . . . ?
C4 N2 C6 C5 2.2(11) . . . . ?
S2 C5 C6 N2 24.3(10) . . . . ?
C6 N2 C4 S2 -27.8(9) . . . . ?
C5 S2 C4 N2 35.7(6) . . . . ?

_refine_diff_density_max         1.770
_refine_diff_density_min         -2.527
_refine_diff_density_rms         0.281

####################################################################### 
# 
# 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_1-363K
_database_code_depnum_ccdc_archive 'CCDC 2009550'
loop_
_audit_author_name
_audit_author_address
'Yu-Ting Liu'
;Southeast University
China
;
_audit_update_record             
;
2020-06-13 deposited with the CCDC.	2020-10-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '(C3 H8 N S)2??BiCl5'
_chemical_formula_sum            'C6 H16 Bi Cl5 N2 S2'
_chemical_formula_weight         566.56

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'
Bi Bi -4.1077 10.2566 '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'
N N 0.0061 0.0033 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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                   12.2320(4)
_cell_length_b                   7.5245(2)
_cell_length_c                   22.0936(8)
_cell_angle_alpha                90
_cell_angle_beta                 123.339(2)
_cell_angle_gamma                90
_cell_volume                     1698.84(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    363(2)
_cell_measurement_reflns_used    5256
_cell_measurement_theta_min      2.9150
_cell_measurement_theta_max      30.4030

_exptl_crystal_description       ribbon
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.215
_exptl_crystal_F_000             1064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    11.389
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      363(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8011
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.923
_diffrn_reflns_theta_max         24.245
_diffrn_reflns_theta_full        24.245
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measured_fraction_theta_full 0.963
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_Laue_measured_fraction_full 0.963
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_point_group_measured_fraction_full 0.963
_reflns_number_total             2644
_reflns_number_gt                2325
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0786P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2644
_refine_ls_number_parameters     145
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0467
_refine_ls_R_factor_gt           0.0401
_refine_ls_wR_factor_ref         0.1075
_refine_ls_wR_factor_gt          0.1037
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Bi1 Bi 0.29453(3) 0.01911(4) 0.68419(2) 0.04327(17) Uani 1 1 d . . . . .
Cl1 Cl 0.1562(2) 0.3125(3) 0.64385(13) 0.0790(7) Uani 1 1 d . . . . .
Cl2 Cl 0.2673(4) -0.0033(3) 0.79823(18) 0.0779(8) Uani 1 1 d . . . . .
Cl3 Cl 0.4522(3) -0.2859(3) 0.73014(15) 0.0795(7) Uani 1 1 d . . . . .
Cl4 Cl 0.3054(4) 0.0361(4) 0.56793(18) 0.0964(10) Uani 1 1 d . . . . .
Cl5 Cl 0.1007(2) -0.1876(3) 0.61760(14) 0.0771(7) Uani 1 1 d . . . . .
S2 S 0.3408(5) 0.4862(4) 0.9145(2) 0.1151(14) Uani 1 1 d . . . . .
N2 N 0.2227(10) 0.5650(13) 0.7786(5) 0.087(2) Uani 1 1 d . . . . .
H2A H 0.2019 0.5178 0.7366 0.104 Uiso 1 1 calc R U . . .
H2B H 0.2315 0.6818 0.7762 0.104 Uiso 1 1 calc R U . . .
C4 C 0.3457(17) 0.4922(15) 0.8359(10) 0.107(4) Uani 1 1 d . U . . .
H4A H 0.4176 0.5660 0.8441 0.128 Uiso 1 1 calc R U . . .
H4B H 0.3575 0.3733 0.8234 0.128 Uiso 1 1 calc R U . . .
C6 C 0.1165(16) 0.5313(18) 0.7892(10) 0.118(4) Uani 1 1 d . U . . .
H6A H 0.0687 0.6409 0.7815 0.142 Uiso 1 1 calc R U . . .
H6B H 0.0563 0.4460 0.7533 0.142 Uiso 1 1 calc R U . . .
C5 C 0.1609(14) 0.4657(18) 0.8588(9) 0.110(4) Uani 1 1 d . U . . .
H5A H 0.1355 0.3423 0.8559 0.132 Uiso 1 1 calc R U . . .
H5B H 0.1230 0.5338 0.8802 0.132 Uiso 1 1 calc R U . . .
S1 S 0.8273(4) 0.4699(5) 0.5754(2) 0.1103(12) Uani 1 1 d . . . . .
N1 N 0.7251(11) 0.4602(15) 0.4367(6) 0.112(4) Uani 1 1 d . . . . .
H1A H 0.7176 0.3604 0.4131 0.135 Uiso 1 1 calc R U . . .
H1B H 0.7209 0.5508 0.4096 0.135 Uiso 1 1 calc R U . . .
C2 C 0.6559(10) 0.4837(13) 0.5217(6) 0.079(3) Uani 1 1 d . U . . .
H2C H 0.6174 0.3868 0.5329 0.095 Uiso 1 1 calc R U . . .
H2D H 0.6268 0.5953 0.5302 0.095 Uiso 1 1 calc R U . . .
C1 C 0.8477(11) 0.4620(16) 0.5019(7) 0.095(3) Uani 1 1 d . U . . .
H1C H 0.8971 0.5648 0.5034 0.114 Uiso 1 1 calc R U . . .
H1D H 0.8962 0.3560 0.5055 0.114 Uiso 1 1 calc R U . . .
C3 C 0.6173(13) 0.4720(17) 0.4444(8) 0.113(4) Uani 1 1 d . U . . .
H3A H 0.5620 0.3685 0.4221 0.135 Uiso 1 1 calc R U . . .
H3B H 0.5659 0.5761 0.4185 0.135 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
Bi1 Cl5 2.524(2) . ?
Bi1 Cl1 2.622(2) . ?
Bi1 Cl4 2.647(3) . ?
Bi1 Cl2 2.722(3) . ?
Bi1 Cl3 2.804(2) . ?
Bi1 Cl3 2.982(2) 2_656 ?
Cl3 Bi1 2.982(2) 2_646 ?
S2 C4 1.770(18) . ?
S2 C5 1.845(15) . ?
N2 C4 1.440(18) . ?
N2 C6 1.465(19) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C6 C5 1.41(2) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
S1 C2 1.755(11) . ?
S1 C1 1.774(13) . ?
N1 C1 1.396(15) . ?
N1 C3 1.423(18) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
C2 C3 1.504(17) . ?
C2 H2C 0.9700 . ?
C2 H2D 0.9700 . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?

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
Cl5 Bi1 Cl1 95.54(8) . . ?
Cl5 Bi1 Cl4 89.80(10) . . ?
Cl1 Bi1 Cl4 89.81(10) . . ?
Cl5 Bi1 Cl2 87.00(9) . . ?
Cl1 Bi1 Cl2 88.98(8) . . ?
Cl4 Bi1 Cl2 176.45(9) . . ?
Cl5 Bi1 Cl3 86.88(8) . . ?
Cl1 Bi1 Cl3 177.57(8) . . ?
Cl4 Bi1 Cl3 89.98(9) . . ?
Cl2 Bi1 Cl3 91.37(8) . . ?
Cl5 Bi1 Cl3 171.43(7) . 2_656 ?
Cl1 Bi1 Cl3 93.03(7) . 2_656 ?
Cl4 Bi1 Cl3 90.18(10) . 2_656 ?
Cl2 Bi1 Cl3 93.22(9) . 2_656 ?
Cl3 Bi1 Cl3 84.55(2) . 2_656 ?
Bi1 Cl3 Bi1 154.22(11) . 2_646 ?
C4 S2 C5 91.1(8) . . ?
C4 N2 C6 112.5(11) . . ?
C4 N2 H2A 109.1 . . ?
C6 N2 H2A 109.1 . . ?
C4 N2 H2B 109.1 . . ?
C6 N2 H2B 109.1 . . ?
H2A N2 H2B 107.8 . . ?
N2 C4 S2 106.9(10) . . ?
N2 C4 H4A 110.3 . . ?
S2 C4 H4A 110.3 . . ?
N2 C4 H4B 110.3 . . ?
S2 C4 H4B 110.3 . . ?
H4A C4 H4B 108.6 . . ?
C5 C6 N2 113.0(13) . . ?
C5 C6 H6A 109.0 . . ?
N2 C6 H6A 109.0 . . ?
C5 C6 H6B 109.0 . . ?
N2 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
C6 C5 S2 107.6(9) . . ?
C6 C5 H5A 110.2 . . ?
S2 C5 H5A 110.2 . . ?
C6 C5 H5B 110.2 . . ?
S2 C5 H5B 110.2 . . ?
H5A C5 H5B 108.5 . . ?
C2 S1 C1 95.8(5) . . ?
C1 N1 C3 114.6(11) . . ?
C1 N1 H1A 108.6 . . ?
C3 N1 H1A 108.6 . . ?
C1 N1 H1B 108.6 . . ?
C3 N1 H1B 108.6 . . ?
H1A N1 H1B 107.6 . . ?
C3 C2 S1 106.1(7) . . ?
C3 C2 H2C 110.5 . . ?
S1 C2 H2C 110.5 . . ?
C3 C2 H2D 110.5 . . ?
S1 C2 H2D 110.5 . . ?
H2C C2 H2D 108.7 . . ?
N1 C1 S1 109.4(9) . . ?
N1 C1 H1C 109.8 . . ?
S1 C1 H1C 109.8 . . ?
N1 C1 H1D 109.8 . . ?
S1 C1 H1D 109.8 . . ?
H1C C1 H1D 108.2 . . ?
N1 C3 C2 114.0(11) . . ?
N1 C3 H3A 108.8 . . ?
C2 C3 H3A 108.8 . . ?
N1 C3 H3B 108.8 . . ?
C2 C3 H3B 108.8 . . ?
H3A C3 H3B 107.6 . . ?

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
C6 N2 C4 S2 -27.5(13) . . . . ?
C5 S2 C4 N2 27.8(10) . . . . ?
C4 N2 C6 C5 11.3(17) . . . . ?
N2 C6 C5 S2 9.9(16) . . . . ?
C4 S2 C5 C6 -21.9(12) . . . . ?
C1 S1 C2 C3 2.9(9) . . . . ?
C3 N1 C1 S1 2.3(15) . . . . ?
C2 S1 C1 N1 -3.1(10) . . . . ?
C1 N1 C3 C2 -0.2(17) . . . . ?
S1 C2 C3 N1 -2.1(13) . . . . ?

_refine_diff_density_max         1.437
_refine_diff_density_min         -2.271
_refine_diff_density_rms         0.227

