# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 2153957'
_audit_update_record             
;
2022-02-22 deposited with the CCDC.	2022-09-07 downloaded from the CCDC.
;
_audit_creation_date             2022-02-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Bi2 Cl4 O8 S2, 2(C H6 N3)'
_chemical_formula_sum            'C2 H12 Bi2 Cl4 N6 O8 S2'
_chemical_formula_weight         872.06
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.4179(2)
_cell_length_b                   12.8984(4)
_cell_length_c                   12.9703(4)
_cell_angle_alpha                61.965(3)
_cell_angle_beta                 88.400(2)
_cell_angle_gamma                76.935(2)
_cell_volume                     919.33(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5905
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.1090
_cell_measurement_theta_min      3.0960
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    19.968
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    3.150
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             792
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.783
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12805
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.783
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.897
_diffrn_reflns_theta_min         1.843
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.783
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3666
_reflns_number_total             4549
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.786
_refine_diff_density_min         -1.807
_refine_diff_density_rms         0.435
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.144
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         4549
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0335
_refine_ls_restrained_S_all      1.144
_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)+(0.0566P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0861
_refine_ls_wR_factor_ref         0.1041
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H) groups
2. Restrained distances
 H3A-N1
 2.467 with sigma of 0.002
3. Restrained planarity
 H1A, H1B, H3B, H3A, N3, C2, N2, N1
 with sigma of 0.1
4.a X=CH2 refined with riding coordinates:
 N2(H2A,H2B), N1(H1A,H1B), N3(H3A,H3B), N5(H5A,H5B), N4(H4A,H4B), N6(H6A,H6B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.19954(4) 0.26400(3) 0.66499(3) 0.01618(10) Uani 1 1 d . . . . .
Bi2 Bi -0.34574(4) 0.40729(3) 0.33280(3) 0.01636(10) Uani 1 1 d . . . . .
S2 S 0.1408(3) 0.42725(18) 0.34328(18) 0.0158(4) Uani 1 1 d . . . . .
S1 S 0.6841(3) 0.28964(19) 0.65623(18) 0.0156(4) Uani 1 1 d . . . . .
Cl3 Cl -0.3327(4) 0.1936(2) 0.3835(2) 0.0301(5) Uani 1 1 d . . . . .
Cl2 Cl 0.1986(4) 0.0803(2) 0.6435(2) 0.0344(6) Uani 1 1 d . . . . .
Cl1 Cl 0.3219(4) 0.1448(2) 0.8865(2) 0.0336(6) Uani 1 1 d . . . . .
Cl4 Cl -0.2874(4) 0.4796(2) 0.1141(2) 0.0338(6) Uani 1 1 d . . . . .
O4 O 0.5759(8) 0.1983(5) 0.6561(5) 0.0185(12) Uani 1 1 d . . . . .
O3 O 0.5143(10) 0.3773(6) 0.6718(6) 0.0267(15) Uani 1 1 d . . . . .
O5 O 0.2748(10) 0.3864(6) 0.4524(6) 0.0270(14) Uani 1 1 d . . . . .
O8 O 0.0376(10) 0.3315(6) 0.3544(6) 0.0241(14) Uani 1 1 d . . . . .
O7 O -0.0285(9) 0.5341(6) 0.3151(6) 0.0278(15) Uani 1 1 d . . . . .
O2 O 0.7875(9) 0.3455(6) 0.5465(5) 0.0238(14) Uani 1 1 d . . . . .
O1 O 0.8559(9) 0.2304(6) 0.7538(5) 0.0228(14) Uani 1 1 d . . . . .
O6 O 0.2864(9) 0.4502(6) 0.2483(5) 0.0224(14) Uani 1 1 d . . . . .
N2 N 0.7746(14) -0.0804(10) 0.6487(10) 0.053(3) Uani 1 1 d . . . . .
H2A H 0.805077 -0.124327 0.614334 0.063 Uiso 1 1 calc R . . . .
H2B H 0.749562 -0.002930 0.608286 0.063 Uiso 1 1 calc R . . . .
C2 C 0.7660(14) -0.1333(9) 0.7661(10) 0.031(2) Uani 1 1 d . . . . .
N1 N 0.8048(14) -0.2514(8) 0.8256(9) 0.047(3) Uani 1 1 d D . . . .
H1A H 0.797433 -0.286442 0.900275 0.057 Uiso 1 1 calc R . . . .
H1B H 0.837610 -0.294026 0.790067 0.057 Uiso 1 1 calc R . . . .
N3 N 0.7151(13) -0.0651(7) 0.8183(8) 0.041(2) Uani 1 1 d . . . . .
H3A H 0.706855 -0.098321 0.892905 0.049 Uiso 1 1 calc DR . . . .
H3B H 0.690204 0.012402 0.777649 0.049 Uiso 1 1 calc R . . . .
N5 N 0.2893(15) 0.7992(9) -0.1290(8) 0.043(2) Uani 1 1 d . . . . .
H5A H 0.314800 0.737608 -0.141184 0.052 Uiso 1 1 calc R . . . .
H5B H 0.309498 0.867219 -0.182119 0.052 Uiso 1 1 calc R . . . .
C1 C 0.2193(15) 0.7893(9) -0.0293(9) 0.029(2) Uani 1 1 d . . . . .
N4 N 0.1878(17) 0.6874(9) 0.0519(9) 0.052(3) Uani 1 1 d . . . . .
H4A H 0.212683 0.625150 0.040899 0.063 Uiso 1 1 calc R . . . .
H4B H 0.142024 0.682205 0.116718 0.063 Uiso 1 1 calc R . . . .
N6 N 0.1742(12) 0.8848(8) -0.0119(8) 0.035(2) Uani 1 1 d . . . . .
H6A H 0.124652 0.878857 0.052406 0.042 Uiso 1 1 calc R . . . .
H6B H 0.194272 0.952876 -0.065020 0.042 Uiso 1 1 calc R . . . .


_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 Cl2 2.513(2) . ?
Bi1 Cl1 2.581(2) . ?
Bi1 O4 2.391(5) . ?
Bi1 O5 2.551(7) . ?
Bi1 O7 2.717(6) 2_566 ?
Bi1 O1 2.490(6) 1_455 ?
Bi2 Cl3 2.497(2) . ?
Bi2 Cl4 2.582(2) . ?
Bi2 O3 2.717(6) 2_566 ?
Bi2 O8 2.405(6) . ?
Bi2 O2 2.607(6) 1_455 ?
Bi2 O6 2.463(6) 1_455 ?
S2 O5 1.478(7) . ?
S2 O8 1.477(6) . ?
S2 O7 1.444(6) . ?
S2 O6 1.482(6) . ?
S1 O4 1.497(6) . ?
S1 O3 1.467(6) . ?
S1 O2 1.478(6) . ?
S1 O1 1.480(6) . ?
N2 C2 1.351(14) . ?
C2 N1 1.309(13) . ?
C2 N3 1.325(13) . ?
N5 C1 1.315(13) . ?
C1 N4 1.297(13) . ?
C1 N6 1.322(13) . ?

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
Cl2 Bi1 Cl1 95.19(9) . . ?
Cl2 Bi1 O5 93.37(17) . . ?
Cl2 Bi1 O7 156.73(14) . 2_566 ?
Cl1 Bi1 O7 90.26(16) . 2_566 ?
O4 Bi1 Cl2 80.88(16) . . ?
O4 Bi1 Cl1 80.59(15) . . ?
O4 Bi1 O5 73.4(2) . . ?
O4 Bi1 O7 122.37(19) . 2_566 ?
O4 Bi1 O1 152.0(2) . 1_455 ?
O5 Bi1 Cl1 150.91(15) . . ?
O5 Bi1 O7 92.8(2) . 2_566 ?
O1 Bi1 Cl2 83.66(17) 1_455 . ?
O1 Bi1 Cl1 77.75(15) 1_455 . ?
O1 Bi1 O5 130.9(2) 1_455 . ?
O1 Bi1 O7 75.4(2) 1_455 2_566 ?
Cl3 Bi2 Cl4 95.86(9) . . ?
Cl3 Bi2 O3 154.97(14) . 2_566 ?
Cl3 Bi2 O2 92.40(15) . 1_455 ?
Cl4 Bi2 O3 100.52(16) . 2_566 ?
Cl4 Bi2 O2 151.81(14) . 1_455 ?
O8 Bi2 Cl3 81.23(16) . . ?
O8 Bi2 Cl4 81.79(17) . . ?
O8 Bi2 O3 119.6(2) . 2_566 ?
O8 Bi2 O2 72.9(2) . 1_455 ?
O8 Bi2 O6 154.5(2) . 1_455 ?
O2 Bi2 O3 82.0(2) 1_455 2_566 ?
O6 Bi2 Cl3 84.55(16) 1_455 . ?
O6 Bi2 Cl4 78.69(15) 1_455 . ?
O6 Bi2 O3 80.3(2) 1_455 2_566 ?
O6 Bi2 O2 129.0(2) 1_455 1_455 ?
O5 S2 O6 107.0(4) . . ?
O8 S2 O5 110.3(4) . . ?
O8 S2 O6 108.8(4) . . ?
O7 S2 O5 112.8(4) . . ?
O7 S2 O8 107.2(4) . . ?
O7 S2 O6 110.8(4) . . ?
O3 S1 O4 105.3(3) . . ?
O3 S1 O2 112.9(4) . . ?
O3 S1 O1 110.8(4) . . ?
O2 S1 O4 110.7(4) . . ?
O2 S1 O1 106.9(3) . . ?
O1 S1 O4 110.2(4) . . ?
S1 O4 Bi1 108.3(3) . . ?
S1 O3 Bi2 153.8(4) . 2_566 ?
S2 O5 Bi1 129.2(3) . . ?
S2 O8 Bi2 108.8(3) . . ?
S2 O7 Bi1 150.9(4) . 2_566 ?
S1 O2 Bi2 129.4(3) . 1_655 ?
S1 O1 Bi1 107.1(3) . 1_655 ?
S2 O6 Bi2 108.4(3) . 1_655 ?
N1 C2 N2 118.8(10) . . ?
N1 C2 N3 121.5(10) . . ?
N3 C2 N2 119.7(10) . . ?
N5 C1 N6 120.0(10) . . ?
N4 C1 N5 121.0(11) . . ?
N4 C1 N6 119.0(11) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
