# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_LT
_database_code_depnum_ccdc_archive 'CCDC 1964212'
loop_
_audit_author_name
_audit_author_address
'Zhi-Xu Zhang'
;Southeast University
China
;
_audit_update_record             
;
2019-11-07 deposited with the CCDC.	2020-01-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'Cl9 Bi2, C21 H48 N3'
_chemical_formula_sum            'C21 H48 Bi2 Cl9 N3'
_chemical_formula_weight         1079.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pbca
_space_group_name_Hall           '-P 2ac 2ab'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   19.3244(4)
_cell_length_b                   17.3194(4)
_cell_length_c                   22.3457(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     7478.8(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    187.95(10)
_cell_measurement_reflns_used    21928
_cell_measurement_theta_min      2.7120
_cell_measurement_theta_max      30.7180

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.210
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.918
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4112
_exptl_absorpt_coefficient_mu    10.059
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.10443
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      187.95(10)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            43267
_diffrn_reflns_av_R_equivalents  0.0466
_diffrn_reflns_av_sigmaI/netI    0.0297
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.41
_diffrn_reflns_theta_max         26.00
_reflns_number_total             7339
_reflns_number_gt                6084
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2005)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0333P)²+3.3086P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7339
_refine_ls_number_parameters     322
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0370
_refine_ls_R_factor_gt           0.0263
_refine_ls_wR_factor_ref         0.0620
_refine_ls_wR_factor_gt          0.0593
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.002
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.148475(7) 0.423727(8) 0.359776(7) 0.02391(5) Uani 1 1 d . . .
Bi2 Bi 0.139939(6) 0.422912(8) 0.186020(7) 0.02284(5) Uani 1 1 d . . .
Cl6 Cl 0.14438(5) 0.30145(6) 0.27621(5) 0.0340(2) Uani 1 1 d . . .
Cl5 Cl 0.23699(5) 0.49098(6) 0.26913(4) 0.0318(2) Uani 1 1 d . . .
Cl4 Cl 0.04393(5) 0.48080(6) 0.27984(5) 0.0337(2) Uani 1 1 d . . .
Cl2 Cl 0.06012(5) 0.35614(6) 0.42828(4) 0.0332(2) Uani 1 1 d . . .
Cl1 Cl 0.24947(5) 0.36280(6) 0.41972(5) 0.0366(2) Uani 1 1 d . . .
Cl7 Cl 0.11734(5) 0.54259(6) 0.12057(5) 0.0381(2) Uani 1 1 d . . .
Cl8 Cl 0.06031(5) 0.33525(6) 0.12211(5) 0.0369(2) Uani 1 1 d . . .
Cl9 Cl 0.24367(5) 0.37993(6) 0.12419(5) 0.0397(3) Uani 1 1 d . . .
Cl3 Cl 0.14972(6) 0.54945(6) 0.42424(5) 0.0413(3) Uani 1 1 d . . .
N2 N 0.35736(16) 0.23012(19) 0.29496(18) 0.0325(8) Uani 1 1 d . . .
C8 C 0.3405(2) 0.3040(3) 0.2639(2) 0.0428(11) Uani 1 1 d . . .
H8A H 0.3056 0.2941 0.2336 0.051 Uiso 1 1 calc R . .
H8B H 0.3210 0.3398 0.2926 0.051 Uiso 1 1 calc R . .
C14 C 0.2905(2) 0.1931(3) 0.3152(2) 0.0451(12) Uani 1 1 d . . .
H14A H 0.2611 0.1846 0.2812 0.068 Uiso 1 1 calc R . .
H14B H 0.2675 0.2265 0.3431 0.068 Uiso 1 1 calc R . .
H14C H 0.3004 0.1446 0.3342 0.068 Uiso 1 1 calc R . .
C9 C 0.4019(3) 0.3405(3) 0.2349(3) 0.0614(15) Uani 1 1 d . . .
H9A H 0.4344 0.3566 0.2655 0.074 Uiso 1 1 calc R . .
H9B H 0.3873 0.3861 0.2131 0.074 Uiso 1 1 calc R . .
C13 C 0.3980(2) 0.2441(3) 0.3509(2) 0.0606(15) Uani 1 1 d . . .
H13A H 0.4019 0.1968 0.3730 0.091 Uiso 1 1 calc R . .
H13B H 0.3748 0.2821 0.3749 0.091 Uiso 1 1 calc R . .
H13C H 0.4433 0.2625 0.3406 0.091 Uiso 1 1 calc R . .
C12 C 0.3924(3) 0.1749(3) 0.2546(3) 0.0721(18) Uani 1 1 d . . .
H12A H 0.3600 0.1578 0.2241 0.087 Uiso 1 1 calc R . .
H12B H 0.4069 0.1300 0.2773 0.087 Uiso 1 1 calc R . .
C4 C 0.1518(2) 0.1320(3) 0.18705(19) 0.0345(10) Uani 1 1 d . . .
H4A H 0.1657 0.1274 0.2286 0.041 Uiso 1 1 calc R . .
H4B H 0.1142 0.1690 0.1849 0.041 Uiso 1 1 calc R . .
C3 C 0.2128(2) 0.1613(2) 0.15013(19) 0.0372(10) Uani 1 1 d . . .
H3A H 0.2247 0.2132 0.1628 0.045 Uiso 1 1 calc R . .
H3B H 0.2527 0.1285 0.1569 0.045 Uiso 1 1 calc R . .
N1 N 0.10802(15) 0.05596(19) 0.09982(14) 0.0274(7) Uani 1 1 d . . .
C5 C 0.1270(2) 0.0552(2) 0.16505(18) 0.0282(9) Uani 1 1 d . . .
H5A H 0.0869 0.0398 0.1883 0.034 Uiso 1 1 calc R . .
H5B H 0.1630 0.0171 0.1715 0.034 Uiso 1 1 calc R . .
C1 C 0.1688(2) 0.0839(3) 0.06307(19) 0.0357(10) Uani 1 1 d . . .
H1A H 0.1550 0.0879 0.0215 0.043 Uiso 1 1 calc R . .
H1B H 0.2059 0.0464 0.0656 0.043 Uiso 1 1 calc R . .
C2 C 0.1953(2) 0.1617(3) 0.0842(2) 0.0408(11) Uani 1 1 d . . .
H2A H 0.2363 0.1754 0.0615 0.049 Uiso 1 1 calc R . .
H2B H 0.1604 0.2007 0.0766 0.049 Uiso 1 1 calc R . .
C6 C 0.0452(2) 0.1060(3) 0.0893(2) 0.0437(12) Uani 1 1 d . . .
H6A H 0.0345 0.1067 0.0473 0.065 Uiso 1 1 calc R . .
H6B H 0.0547 0.1577 0.1026 0.065 Uiso 1 1 calc R . .
H6C H 0.0066 0.0856 0.1112 0.065 Uiso 1 1 calc R . .
C11 C 0.4553(3) 0.2109(4) 0.2244(4) 0.102(3) Uani 1 1 d . . .
H11A H 0.4905 0.2214 0.2543 0.122 Uiso 1 1 calc R . .
H11B H 0.4745 0.1746 0.1958 0.122 Uiso 1 1 calc R . .
C10 C 0.4370(3) 0.2850(5) 0.1926(3) 0.090(2) Uani 1 1 d . . .
H10A H 0.4064 0.2738 0.1593 0.109 Uiso 1 1 calc R . .
H10B H 0.4787 0.3086 0.1767 0.109 Uiso 1 1 calc R . .
C7 C 0.0899(2) -0.0241(3) 0.0806(2) 0.0441(11) Uani 1 1 d . . .
H7A H 0.0785 -0.0241 0.0387 0.066 Uiso 1 1 calc R . .
H7B H 0.0508 -0.0420 0.1032 0.066 Uiso 1 1 calc R . .
H7C H 0.1286 -0.0577 0.0874 0.066 Uiso 1 1 calc R . .
C15 C 0.1317(2) 0.1102(3) 0.3734(2) 0.0384(10) Uani 1 1 d . . .
H15A H 0.1794 0.0965 0.3651 0.046 Uiso 1 1 calc R . .
H15B H 0.1231 0.1606 0.3561 0.046 Uiso 1 1 calc R . .
C21 C 0.0512(2) 0.1455(3) 0.4551(2) 0.0500(12) Uani 1 1 d . . .
H21A H 0.0163 0.1134 0.4373 0.075 Uiso 1 1 calc R . .
H21B H 0.0472 0.1971 0.4397 0.075 Uiso 1 1 calc R . .
H21C H 0.0452 0.1463 0.4977 0.075 Uiso 1 1 calc R . .
N3 N 0.12115(17) 0.11413(19) 0.44037(15) 0.0307(7) Uani 1 1 d . . .
C19 C 0.1307(2) 0.0352(3) 0.4667(2) 0.0409(11) Uani 1 1 d . . .
H19A H 0.1215 0.0375 0.5093 0.049 Uiso 1 1 calc R . .
H19B H 0.1784 0.0194 0.4613 0.049 Uiso 1 1 calc R . .
C18 C 0.0838(2) -0.0242(3) 0.4386(2) 0.0455(12) Uani 1 1 d . . .
H18A H 0.0940 -0.0746 0.4553 0.055 Uiso 1 1 calc R . .
H18B H 0.0361 -0.0118 0.4479 0.055 Uiso 1 1 calc R . .
C16 C 0.0843(2) 0.0516(3) 0.3443(2) 0.0430(11) Uani 1 1 d . . .
H16A H 0.0367 0.0682 0.3488 0.052 Uiso 1 1 calc R . .
H16B H 0.0945 0.0487 0.3019 0.052 Uiso 1 1 calc R . .
C17 C 0.0929(2) -0.0270(3) 0.3718(2) 0.0446(12) Uani 1 1 d . . .
H17A H 0.0591 -0.0620 0.3548 0.054 Uiso 1 1 calc R . .
H17B H 0.1386 -0.0467 0.3625 0.054 Uiso 1 1 calc R . .
C20 C 0.1749(2) 0.1671(3) 0.4669(2) 0.0527(13) Uani 1 1 d . . .
H20A H 0.1713 0.2172 0.4487 0.079 Uiso 1 1 calc R . .
H20B H 0.2202 0.1463 0.4596 0.079 Uiso 1 1 calc R . .
H20C H 0.1675 0.1715 0.5092 0.079 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 2.5746(10) . ?
Bi1 Cl1 2.5917(10) . ?
Bi1 Cl3 2.6110(11) . ?
Bi1 Cl6 2.8246(10) . ?
Bi1 Cl4 2.8720(10) . ?
Bi1 Cl5 2.8958(10) . ?
Bi2 Cl9 2.5458(10) . ?
Bi2 Cl7 2.5741(10) . ?
Bi2 Cl8 2.5909(10) . ?
Bi2 Cl5 2.8907(10) . ?
Bi2 Cl6 2.9145(11) . ?
Bi2 Cl4 2.9736(10) . ?
N2 C12 1.479(6) . ?
N2 C8 1.492(6) . ?
N2 C13 1.495(6) . ?
N2 C14 1.512(5) . ?
C8 C9 1.491(7) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C9 C10 1.510(9) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C12 C11 1.523(8) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C4 C5 1.496(6) . ?
C4 C3 1.526(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C3 C2 1.511(6) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
N1 C7 1.493(5) . ?
N1 C5 1.503(5) . ?
N1 C6 1.510(5) . ?
N1 C1 1.513(5) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C1 C2 1.517(6) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C11 C10 1.510(10) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C15 N3 1.512(5) . ?
C15 C16 1.513(6) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C21 N3 1.493(5) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
N3 C19 1.499(5) . ?
N3 C20 1.508(5) . ?
C19 C18 1.508(6) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C18 C17 1.502(6) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C16 C17 1.502(7) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?

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 90.40(3) . . ?
Cl2 Bi1 Cl3 93.28(3) . . ?
Cl1 Bi1 Cl3 92.72(4) . . ?
Cl2 Bi1 Cl6 91.93(3) . . ?
Cl1 Bi1 Cl6 93.30(3) . . ?
Cl3 Bi1 Cl6 172.01(3) . . ?
Cl2 Bi1 Cl4 93.43(3) . . ?
Cl1 Bi1 Cl4 172.42(3) . . ?
Cl3 Bi1 Cl4 93.59(3) . . ?
Cl6 Bi1 Cl4 80.05(3) . . ?
Cl2 Bi1 Cl5 172.09(3) . . ?
Cl1 Bi1 Cl5 94.62(3) . . ?
Cl3 Bi1 Cl5 92.58(3) . . ?
Cl6 Bi1 Cl5 81.70(3) . . ?
Cl4 Bi1 Cl5 80.91(3) . . ?
Cl9 Bi2 Cl7 93.48(4) . . ?
Cl9 Bi2 Cl8 89.84(3) . . ?
Cl7 Bi2 Cl8 93.32(3) . . ?
Cl9 Bi2 Cl5 87.54(3) . . ?
Cl7 Bi2 Cl5 98.43(3) . . ?
Cl8 Bi2 Cl5 168.09(3) . . ?
Cl9 Bi2 Cl6 98.11(3) . . ?
Cl7 Bi2 Cl6 168.26(3) . . ?
Cl8 Bi2 Cl6 88.60(3) . . ?
Cl5 Bi2 Cl6 80.27(3) . . ?
Cl9 Bi2 Cl4 166.52(3) . . ?
Cl7 Bi2 Cl4 91.33(3) . . ?
Cl8 Bi2 Cl4 102.45(3) . . ?
Cl5 Bi2 Cl4 79.30(3) . . ?
Cl6 Bi2 Cl4 76.95(3) . . ?
Bi1 Cl6 Bi2 85.23(3) . . ?
Bi2 Cl5 Bi1 84.38(2) . . ?
Bi1 Cl4 Bi2 83.31(2) . . ?
C12 N2 C8 111.7(4) . . ?
C12 N2 C13 112.0(4) . . ?
C8 N2 C13 111.4(4) . . ?
C12 N2 C14 107.4(4) . . ?
C8 N2 C14 108.5(3) . . ?
C13 N2 C14 105.5(4) . . ?
C9 C8 N2 113.0(4) . . ?
C9 C8 H8A 109.0 . . ?
N2 C8 H8A 109.0 . . ?
C9 C8 H8B 109.0 . . ?
N2 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
N2 C14 H14A 109.5 . . ?
N2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C8 C9 C10 111.1(5) . . ?
C8 C9 H9A 109.4 . . ?
C10 C9 H9A 109.4 . . ?
C8 C9 H9B 109.4 . . ?
C10 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
N2 C13 H13A 109.5 . . ?
N2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N2 C12 C11 111.8(5) . . ?
N2 C12 H12A 109.3 . . ?
C11 C12 H12A 109.3 . . ?
N2 C12 H12B 109.3 . . ?
C11 C12 H12B 109.3 . . ?
H12A C12 H12B 107.9 . . ?
C5 C4 C3 111.5(3) . . ?
C5 C4 H4A 109.3 . . ?
C3 C4 H4A 109.3 . . ?
C5 C4 H4B 109.3 . . ?
C3 C4 H4B 109.3 . . ?
H4A C4 H4B 108.0 . . ?
C2 C3 C4 110.8(3) . . ?
C2 C3 H3A 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
C7 N1 C5 109.2(3) . . ?
C7 N1 C6 107.4(3) . . ?
C5 N1 C6 110.6(3) . . ?
C7 N1 C1 108.8(3) . . ?
C5 N1 C1 109.8(3) . . ?
C6 N1 C1 110.8(3) . . ?
C4 C5 N1 112.9(3) . . ?
C4 C5 H5A 109.0 . . ?
N1 C5 H5A 109.0 . . ?
C4 C5 H5B 109.0 . . ?
N1 C5 H5B 109.0 . . ?
H5A C5 H5B 107.8 . . ?
N1 C1 C2 112.2(3) . . ?
N1 C1 H1A 109.2 . . ?
C2 C1 H1A 109.2 . . ?
N1 C1 H1B 109.2 . . ?
C2 C1 H1B 109.2 . . ?
H1A C1 H1B 107.9 . . ?
C3 C2 C1 112.0(4) . . ?
C3 C2 H2A 109.2 . . ?
C1 C2 H2A 109.2 . . ?
C3 C2 H2B 109.2 . . ?
C1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
N1 C6 H6A 109.5 . . ?
N1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C10 C11 C12 111.7(5) . . ?
C10 C11 H11A 109.3 . . ?
C12 C11 H11A 109.3 . . ?
C10 C11 H11B 109.3 . . ?
C12 C11 H11B 109.3 . . ?
H11A C11 H11B 108.0 . . ?
C11 C10 C9 110.6(5) . . ?
C11 C10 H10A 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 108.1 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N3 C15 C16 111.9(3) . . ?
N3 C15 H15A 109.2 . . ?
C16 C15 H15A 109.2 . . ?
N3 C15 H15B 109.2 . . ?
C16 C15 H15B 109.2 . . ?
H15A C15 H15B 107.9 . . ?
N3 C21 H21A 109.5 . . ?
N3 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N3 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C21 N3 C19 110.9(3) . . ?
C21 N3 C20 108.4(4) . . ?
C19 N3 C20 108.4(3) . . ?
C21 N3 C15 110.9(3) . . ?
C19 N3 C15 109.3(3) . . ?
C20 N3 C15 108.9(3) . . ?
N3 C19 C18 112.6(4) . . ?
N3 C19 H19A 109.1 . . ?
C18 C19 H19A 109.1 . . ?
N3 C19 H19B 109.1 . . ?
C18 C19 H19B 109.1 . . ?
H19A C19 H19B 107.8 . . ?
C17 C18 C19 111.4(4) . . ?
C17 C18 H18A 109.3 . . ?
C19 C18 H18A 109.3 . . ?
C17 C18 H18B 109.3 . . ?
C19 C18 H18B 109.3 . . ?
H18A C18 H18B 108.0 . . ?
C17 C16 C15 111.4(4) . . ?
C17 C16 H16A 109.4 . . ?
C15 C16 H16A 109.4 . . ?
C17 C16 H16B 109.4 . . ?
C15 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
C18 C17 C16 111.3(4) . . ?
C18 C17 H17A 109.4 . . ?
C16 C17 H17A 109.4 . . ?
C18 C17 H17B 109.4 . . ?
C16 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
N3 C20 H20A 109.5 . . ?
N3 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N3 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C19 H19A Cl7 0.97 2.85 3.703(5) 147.5 7_566
C21 H21C Cl8 0.96 2.81 3.752(5) 165.8 7_566
C21 H21B Cl2 0.96 2.78 3.700(5) 161.4 .
C7 H7C Cl9 0.96 2.82 3.749(5) 164.1 8_655
C7 H7B Cl2 0.96 2.86 3.570(4) 131.2 3_545
C7 H7A Cl3 0.96 2.94 3.706(5) 137.8 7_565
C6 H6A Cl2 0.96 2.78 3.668(5) 153.8 7_565
C1 H1A Cl2 0.97 2.94 3.816(5) 151.0 7_565
C5 H5B Cl5 0.97 2.95 3.682(4) 133.2 8_655
C5 H5A Cl4 0.97 2.82 3.754(4) 162.1 3_545
C12 H12B Cl4 0.97 2.75 3.624(6) 149.6 8_655
C13 H13C Cl8 0.96 2.72 3.563(4) 147.0 6_656
C13 H13B Cl1 0.96 2.97 3.851(6) 153.1 .
C13 H13A Cl3 0.96 2.97 3.861(5) 154.9 8_655
C14 H14C Cl3 0.96 2.77 3.668(5) 155.4 8_655
C14 H14B Cl1 0.96 2.94 3.837(5) 156.7 .

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.951
_refine_diff_density_min         -1.270
_refine_diff_density_rms         0.150
####################################################################### 
# 
# 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_IT
_database_code_depnum_ccdc_archive 'CCDC 1964213'
loop_
_audit_author_name
_audit_author_address
'Zhi-Xu Zhang'
;Southeast University
China
;
_audit_update_record             
;
2019-11-07 deposited with the CCDC.	2020-01-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'Cl9 Bi2, C21 H0 N3'
_chemical_formula_sum            'C21 H0 Bi2 Cl9 N3'
_chemical_formula_weight         1031.25

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'

_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_H-M   P63/mmc
_space_group_name_Hall           '-P 6c 2c'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x-y, x, z+1/2'
'-y, x-y, z'
'-x, -y, z+1/2'
'-x+y, -x, z'
'y, -x+y, z+1/2'
'-y, -x, -z+1/2'
'x-y, -y, -z'
'x, x-y, -z+1/2'
'y, x, -z'
'-x+y, y, -z+1/2'
'-x, -x+y, -z'
'-x, -y, -z'
'-x+y, -x, -z-1/2'
'y, -x+y, -z'
'x, y, -z-1/2'
'x-y, x, -z'
'-y, x-y, -z-1/2'
'y, x, z-1/2'
'-x+y, y, z'
'-x, -x+y, z-1/2'
'-y, -x, z'
'x-y, -y, z-1/2'
'x, x-y, z'

_cell_length_a                   9.7668(3)
_cell_length_b                   9.7668(3)
_cell_length_c                   23.2252(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     1918.64(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    242.97(10)
_cell_measurement_reflns_used    5826
_cell_measurement_theta_min      2.6760
_cell_measurement_theta_max      24.4760

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.210
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.785
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             932
_exptl_absorpt_coefficient_mu    9.799
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.11668
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      242.97(10)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10201
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_sigmaI/netI    0.0298
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.41
_diffrn_reflns_theta_max         27.48
_reflns_number_total             887
_reflns_number_gt                819
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2005)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+220.4266P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         887
_refine_ls_number_parameters     58
_refine_ls_number_restraints     75
_refine_ls_R_factor_all          0.1742
_refine_ls_R_factor_gt           0.1701
_refine_ls_wR_factor_ref         0.3321
_refine_ls_wR_factor_gt          0.3307
_refine_ls_goodness_of_fit_ref   1.178
_refine_ls_restrained_S_all      1.129
_refine_ls_shift/su_max          0.005
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N2 N 0.92689(7) 0.07311(7) 0.7500 0.310(3) Uani 0.33 4 d SPDU . .
Bi2 Bi 0.3333 0.6667 0.66722(6) 0.0774(5) Uani 1 6 d SU . .
Cl1 Cl 0.2073(6) 0.7927(6) 0.6058(3) 0.158(3) Uani 1 2 d SU . .
Cl2 Cl 0.4594(5) 0.5406(5) 0.7500 0.092(2) Uani 1 4 d SU . .
C3 C 0.6667 0.3333 0.84698(13) 0.263(4) Uani 1 6 d SDU . .
C8 C 1.04764(14) 0.02382(7) 0.7500 0.310(4) Uani 0.33 4 d SPDU . .
C2 C 0.76337(10) 0.5267(2) 0.93519(5) 0.276(4) Uani 1 2 d SDU . .
N1 N 0.74676(7) 0.49351(15) 0.87262(4) 0.273(6) Uani 0.33 2 d SPDU . .
C1 C 0.8049(8) 0.4024(4) 0.9501(3) 0.282(6) Uani 1 2 d SDU . .
C9 C 0.90173(15) -0.04914(8) 0.78820(5) 0.311(3) Uani 0.33 2 d SPDU . .
C10 C 1.0000 0.0000 0.84300(7) 0.313(8) Uani 0.50 6 d SPDU . .
C4 C 0.79922(14) 0.5984(3) 0.82163(9) 0.283(19) Uani 0.50 2 d SPDU . .


_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
N2 C8 0.8338(19) 3_645 ?
N2 C9 1.4070(11) 5_765 ?
N2 C9 1.4070(11) 14_767 ?
N2 C9 1.4070(11) 16_557 ?
N2 C9 1.4070(11) . ?
N2 C8 1.4800(13) . ?
N2 C8 1.4800(13) 14_767 ?
Bi2 Cl1 2.566(9) . ?
Bi2 Cl1 2.566(10) 3_665 ?
Bi2 Cl1 2.566(10) 5_565 ?
Bi2 Cl2 2.871(6) 3_665 ?
Bi2 Cl2 2.871(6) 14_567 ?
Bi2 Cl2 2.871(6) . ?
Cl2 Bi2 2.871(6) 14_567 ?
C3 N1 1.4800(14) 5_665 ?
C3 N1 1.4800(14) . ?
C3 N1 1.4800(14) 3_655 ?
C8 C8 0.698(2) 3_645 ?
C8 C8 0.698(2) 14_767 ?
C8 N2 0.8338(19) 14_767 ?
C8 C9 1.1426(12) 5_765 ?
C8 C9 1.1426(12) 14_767 ?
C8 C9 1.1426(12) 18_647 ?
C8 C9 1.1426(12) 3_645 ?
C8 N2 1.4800(13) 3_645 ?
C8 C9 1.5200(14) 16_557 ?
C8 C9 1.5200(14) . ?
C2 N1 1.4800(13) . ?
C2 C1 1.5000(17) 3_655 ?
C2 C1 1.5000(17) . ?
N1 C4 1.4800(16) . ?
C1 C2 1.5000(17) 5_665 ?
C1 C1 2.025(11) 5_665 ?
C1 C1 2.025(11) 3_655 ?
C9 C8 1.1426(12) 3_645 ?
C9 C8 1.1426(12) 14_767 ?
C9 N2 1.4070(11) 3_645 ?
C9 C9 1.440(2) 5_765 ?
C9 C9 1.440(2) 3_645 ?
C9 C10 1.5200(15) . ?
C9 C9 1.775(2) 16_557 ?
C10 C9 1.5200(15) 3_645 ?
C10 C9 1.5200(15) 5_765 ?

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
C8 N2 C9 54.29(6) 3_645 5_765 ?
C8 N2 C9 54.29(6) 3_645 14_767 ?
C9 N2 C9 78.19(9) 5_765 14_767 ?
C8 N2 C9 54.29(6) 3_645 16_557 ?
C9 N2 C9 108.59(11) 5_765 16_557 ?
C9 N2 C9 61.54(11) 14_767 16_557 ?
C8 N2 C9 54.29(6) 3_645 . ?
C9 N2 C9 61.54(11) 5_765 . ?
C9 N2 C9 108.59(12) 14_767 . ?
C9 N2 C9 78.19(9) 16_557 . ?
C8 N2 C8 13.64(4) 3_645 . ?
C9 N2 C8 46.54(5) 5_765 . ?
C9 N2 C8 46.54(5) 14_767 . ?
C9 N2 C8 63.48(7) 16_557 . ?
C9 N2 C8 63.48(7) . . ?
C8 N2 C8 13.64(4) 3_645 14_767 ?
C9 N2 C8 63.48(7) 5_765 14_767 ?
C9 N2 C8 63.48(7) 14_767 14_767 ?
C9 N2 C8 46.54(5) 16_557 14_767 ?
C9 N2 C8 46.54(5) . 14_767 ?
C8 N2 C8 27.28(8) . 14_767 ?
Cl1 Bi2 Cl1 92.1(3) . 3_665 ?
Cl1 Bi2 Cl1 92.1(3) . 5_565 ?
Cl1 Bi2 Cl1 92.1(3) 3_665 5_565 ?
Cl1 Bi2 Cl2 93.66(18) . 3_665 ?
Cl1 Bi2 Cl2 171.8(2) 3_665 3_665 ?
Cl1 Bi2 Cl2 93.66(18) 5_565 3_665 ?
Cl1 Bi2 Cl2 93.66(18) . 14_567 ?
Cl1 Bi2 Cl2 93.66(18) 3_665 14_567 ?
Cl1 Bi2 Cl2 171.8(2) 5_565 14_567 ?
Cl2 Bi2 Cl2 80.06(17) 3_665 14_567 ?
Cl1 Bi2 Cl2 171.8(2) . . ?
Cl1 Bi2 Cl2 93.66(18) 3_665 . ?
Cl1 Bi2 Cl2 93.66(18) 5_565 . ?
Cl2 Bi2 Cl2 80.06(17) 3_665 . ?
Cl2 Bi2 Cl2 80.06(17) 14_567 . ?
Bi2 Cl2 Bi2 84.1(2) 14_567 . ?
N1 C3 N1 104.89(13) 5_665 . ?
N1 C3 N1 104.89(13) 5_665 3_655 ?
N1 C3 N1 104.89(13) . 3_655 ?
C8 C8 C8 60.0 3_645 14_767 ?
C8 C8 N2 150.000(1) 3_645 14_767 ?
C8 C8 N2 150.0 14_767 14_767 ?
C8 C8 C9 72.22(6) 3_645 5_765 ?
C8 C8 C9 108.94(8) 14_767 5_765 ?
N2 C8 C9 89.37(7) 14_767 5_765 ?
C8 C8 C9 72.22(6) 3_645 14_767 ?
C8 C8 C9 108.94(8) 14_767 14_767 ?
N2 C8 C9 89.37(7) 14_767 14_767 ?
C9 C8 C9 101.88(12) 5_765 14_767 ?
C8 C8 C9 108.94(8) 3_645 18_647 ?
C8 C8 C9 72.22(6) 14_767 18_647 ?
N2 C8 C9 89.37(8) 14_767 18_647 ?
C9 C8 C9 178.73(15) 5_765 18_647 ?
C9 C8 C9 78.10(12) 14_767 18_647 ?
C8 C8 C9 108.94(8) 3_645 3_645 ?
C8 C8 C9 72.22(6) 14_767 3_645 ?
N2 C8 C9 89.37(8) 14_767 3_645 ?
C9 C8 C9 78.10(12) 5_765 3_645 ?
C9 C8 C9 178.73(15) 14_767 3_645 ?
C9 C8 C9 101.88(12) 18_647 3_645 ?
C8 C8 N2 16.36(4) 3_645 . ?
C8 C8 N2 76.36(4) 14_767 . ?
N2 C8 N2 133.64(4) 14_767 . ?
C9 C8 N2 63.37(4) 5_765 . ?
C9 C8 N2 63.36(4) 14_767 . ?
C9 C8 N2 117.62(9) 18_647 . ?
C9 C8 N2 117.62(9) 3_645 . ?
C8 C8 N2 76.36(4) 3_645 3_645 ?
C8 C8 N2 16.36(4) 14_767 3_645 ?
N2 C8 N2 133.64(4) 14_767 3_645 ?
C9 C8 N2 117.62(10) 5_765 3_645 ?
C9 C8 N2 117.62(10) 14_767 3_645 ?
C9 C8 N2 63.37(4) 18_647 3_645 ?
C9 C8 N2 63.37(4) 3_645 3_645 ?
N2 C8 N2 92.72(8) . 3_645 ?
C8 C8 C9 45.32(4) 3_645 16_557 ?
C8 C8 C9 45.32(4) 14_767 16_557 ?
N2 C8 C9 144.29(6) 14_767 16_557 ?
C9 C8 C9 117.53(9) 5_765 16_557 ?
C9 C8 C9 63.62(10) 14_767 16_557 ?
C9 C8 C9 63.62(9) 18_647 16_557 ?
C9 C8 C9 117.53(9) 3_645 16_557 ?
N2 C8 C9 55.92(5) . 16_557 ?
N2 C8 C9 55.92(5) 3_645 16_557 ?
C8 C8 C9 45.32(4) 3_645 . ?
C8 C8 C9 45.32(4) 14_767 . ?
N2 C8 C9 144.29(6) 14_767 . ?
C9 C8 C9 63.62(10) 5_765 . ?
C9 C8 C9 117.53(9) 14_767 . ?
C9 C8 C9 117.53(9) 18_647 . ?
C9 C8 C9 63.62(9) 3_645 . ?
N2 C8 C9 55.92(5) . . ?
N2 C8 C9 55.92(5) 3_645 . ?
C9 C8 C9 71.42(11) 16_557 . ?
N1 C2 C1 95.4(3) . 3_655 ?
N1 C2 C1 95.4(3) . . ?
C1 C2 C1 84.9(6) 3_655 . ?
C3 N1 C4 103.12(15) . . ?
C3 N1 C2 124.68(16) . . ?
C4 N1 C2 132.20(15) . . ?
C2 C1 C2 141.6(4) 5_665 . ?
C2 C1 C1 47.6(3) 5_665 5_665 ?
C2 C1 C1 105.6(2) . 5_665 ?
C2 C1 C1 105.6(2) 5_665 3_655 ?
C2 C1 C1 47.6(3) . 3_655 ?
C1 C1 C1 60.000(2) 5_665 3_655 ?
C8 C9 C8 35.57(13) 3_645 14_767 ?
C8 C9 N2 70.09(9) 3_645 3_645 ?
C8 C9 N2 36.34(8) 14_767 3_645 ?
C8 C9 N2 36.34(8) 3_645 . ?
C8 C9 N2 70.09(9) 14_767 . ?
N2 C9 N2 99.15(10) 3_645 . ?
C8 C9 C9 50.95(6) 3_645 5_765 ?
C8 C9 C9 71.06(8) 14_767 5_765 ?
N2 C9 C9 104.46(6) 3_645 5_765 ?
N2 C9 C9 59.23(6) . 5_765 ?
C8 C9 C9 71.06(8) 3_645 3_645 ?
C8 C9 C9 50.95(6) 14_767 3_645 ?
N2 C9 C9 59.23(6) 3_645 3_645 ?
N2 C9 C9 104.46(6) . 3_645 ?
C9 C9 C9 60.0 5_765 3_645 ?
C8 C9 C8 25.74(9) 3_645 . ?
C8 C9 C8 25.74(9) 14_767 . ?
N2 C9 C8 60.60(6) 3_645 . ?
N2 C9 C8 60.60(6) . . ?
C9 C9 C8 45.32(4) 5_765 . ?
C9 C9 C8 45.32(4) 3_645 . ?
C8 C9 C10 110.41(11) 3_645 . ?
C8 C9 C10 110.41(11) 14_767 . ?
N2 C9 C10 116.44(7) 3_645 . ?
N2 C9 C10 116.44(7) . . ?
C9 C9 C10 61.73(5) 5_765 . ?
C9 C9 C10 61.73(5) 3_645 . ?
C8 C9 C10 92.56(9) . . ?
C8 C9 C9 39.06(6) 3_645 16_557 ?
C8 C9 C9 39.06(6) 14_767 16_557 ?
N2 C9 C9 50.91(5) 3_645 16_557 ?
N2 C9 C9 50.91(5) . 16_557 ?
C9 C9 C9 90.000(1) 5_765 16_557 ?
C9 C9 C9 90.000(1) 3_645 16_557 ?
C8 C9 C9 54.29(6) . 16_557 ?
C10 C9 C9 146.85(6) . 16_557 ?
C9 C10 C9 56.53(10) . 3_645 ?
C9 C10 C9 56.53(10) . 5_765 ?
C9 C10 C9 56.53(10) 3_645 5_765 ?

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
Cl1 Bi2 Cl2 Bi2 0.000(3) . . . 14_567 ?
Cl1 Bi2 Cl2 Bi2 -133.85(13) 3_665 . . 14_567 ?
Cl1 Bi2 Cl2 Bi2 133.85(14) 5_565 . . 14_567 ?
Cl2 Bi2 Cl2 Bi2 40.77(6) 3_665 . . 14_567 ?
Cl2 Bi2 Cl2 Bi2 -40.77(6) 14_567 . . 14_567 ?
C9 N2 C8 C8 119.69(8) 5_765 . . 3_645 ?
C9 N2 C8 C8 -119.69(8) 14_767 . . 3_645 ?
C9 N2 C8 C8 -44.81(5) 16_557 . . 3_645 ?
C9 N2 C8 C8 44.81(5) . . . 3_645 ?
C8 N2 C8 C8 0.0 14_767 . . 3_645 ?
C8 N2 C8 C8 0.0 3_645 . . 14_767 ?
C9 N2 C8 C8 119.69(8) 5_765 . . 14_767 ?
C9 N2 C8 C8 -119.69(8) 14_767 . . 14_767 ?
C9 N2 C8 C8 -44.81(5) 16_557 . . 14_767 ?
C9 N2 C8 C8 44.81(5) . . . 14_767 ?
C8 N2 C8 N2 180.0 3_645 . . 14_767 ?
C9 N2 C8 N2 -60.31(8) 5_765 . . 14_767 ?
C9 N2 C8 N2 60.31(8) 14_767 . . 14_767 ?
C9 N2 C8 N2 135.19(5) 16_557 . . 14_767 ?
C9 N2 C8 N2 -135.19(5) . . . 14_767 ?
C8 N2 C8 N2 180.0 14_767 . . 14_767 ?
C8 N2 C8 C9 -119.69(8) 3_645 . . 5_765 ?
C9 N2 C8 C9 120.62(16) 14_767 . . 5_765 ?
C9 N2 C8 C9 -164.50(6) 16_557 . . 5_765 ?
C9 N2 C8 C9 -74.88(12) . . . 5_765 ?
C8 N2 C8 C9 -119.69(8) 14_767 . . 5_765 ?
C8 N2 C8 C9 119.69(8) 3_645 . . 14_767 ?
C9 N2 C8 C9 -120.62(16) 5_765 . . 14_767 ?
C9 N2 C8 C9 74.88(12) 16_557 . . 14_767 ?
C9 N2 C8 C9 164.50(6) . . . 14_767 ?
C8 N2 C8 C9 119.69(8) 14_767 . . 14_767 ?
C8 N2 C8 C9 61.21(7) 3_645 . . 18_647 ?
C9 N2 C8 C9 -179.10(11) 5_765 . . 18_647 ?
C9 N2 C8 C9 -58.49(11) 14_767 . . 18_647 ?
C9 N2 C8 C9 16.40(6) 16_557 . . 18_647 ?
C9 N2 C8 C9 106.02(11) . . . 18_647 ?
C8 N2 C8 C9 61.21(7) 14_767 . . 18_647 ?
C8 N2 C8 C9 -61.21(7) 3_645 . . 3_645 ?
C9 N2 C8 C9 58.49(11) 5_765 . . 3_645 ?
C9 N2 C8 C9 179.10(11) 14_767 . . 3_645 ?
C9 N2 C8 C9 -106.02(11) 16_557 . . 3_645 ?
C9 N2 C8 C9 -16.40(6) . . . 3_645 ?
C8 N2 C8 C9 -61.21(7) 14_767 . . 3_645 ?
C8 N2 C8 N2 0.0 3_645 . . 3_645 ?
C9 N2 C8 N2 119.69(8) 5_765 . . 3_645 ?
C9 N2 C8 N2 -119.69(8) 14_767 . . 3_645 ?
C9 N2 C8 N2 -44.81(5) 16_557 . . 3_645 ?
C9 N2 C8 N2 44.81(5) . . . 3_645 ?
C8 N2 C8 N2 0.0 14_767 . . 3_645 ?
C8 N2 C8 C9 44.81(5) 3_645 . . 16_557 ?
C9 N2 C8 C9 164.50(6) 5_765 . . 16_557 ?
C9 N2 C8 C9 -74.88(12) 14_767 . . 16_557 ?
C9 N2 C8 C9 89.62(11) . . . 16_557 ?
C8 N2 C8 C9 44.81(5) 14_767 . . 16_557 ?
C8 N2 C8 C9 -44.81(5) 3_645 . . . ?
C9 N2 C8 C9 74.88(12) 5_765 . . . ?
C9 N2 C8 C9 -164.50(5) 14_767 . . . ?
C9 N2 C8 C9 -89.62(11) 16_557 . . . ?
C8 N2 C8 C9 -44.81(5) 14_767 . . . ?
N1 C3 N1 C4 124.88(12) 5_665 . . . ?
N1 C3 N1 C4 -124.88(13) 3_655 . . . ?
N1 C3 N1 C2 -55.12(12) 5_665 . . . ?
N1 C3 N1 C2 55.12(13) 3_655 . . . ?
C1 C2 N1 C3 -42.7(3) 3_655 . . . ?
C1 C2 N1 C3 42.7(3) . . . . ?
C1 C2 N1 C4 137.3(3) 3_655 . . . ?
C1 C2 N1 C4 -137.3(3) . . . . ?
N1 C2 C1 C2 -39.5(9) . . . 5_665 ?
C1 C2 C1 C2 55.5(11) 3_655 . . 5_665 ?
N1 C2 C1 C1 -78.59(11) . . . 5_665 ?
C1 C2 C1 C1 16.3(3) 3_655 . . 5_665 ?
N1 C2 C1 C1 -94.9(3) . . . 3_655 ?
C9 N2 C9 C8 -64.66(5) 5_765 . . 3_645 ?
C9 N2 C9 C8 0.0 14_767 . . 3_645 ?
C9 N2 C9 C8 54.27(8) 16_557 . . 3_645 ?
C8 N2 C9 C8 -11.81(3) . . . 3_645 ?
C8 N2 C9 C8 14.61(5) 14_767 . . 3_645 ?
C8 N2 C9 C8 -14.61(5) 3_645 . . 14_767 ?
C9 N2 C9 C8 -79.27(8) 5_765 . . 14_767 ?
C9 N2 C9 C8 -14.61(5) 14_767 . . 14_767 ?
C9 N2 C9 C8 39.66(10) 16_557 . . 14_767 ?
C8 N2 C9 C8 -26.42(8) . . . 14_767 ?
C8 N2 C9 N2 -36.78(4) 3_645 . . 3_645 ?
C9 N2 C9 N2 -101.44(6) 5_765 . . 3_645 ?
C9 N2 C9 N2 -36.78(5) 14_767 . . 3_645 ?
C9 N2 C9 N2 17.49(12) 16_557 . . 3_645 ?
C8 N2 C9 N2 -48.59(6) . . . 3_645 ?
C8 N2 C9 N2 -22.17(6) 14_767 . . 3_645 ?
C8 N2 C9 C9 64.66(5) 3_645 . . 5_765 ?
C9 N2 C9 C9 64.66(5) 14_767 . . 5_765 ?
C9 N2 C9 C9 118.93(7) 16_557 . . 5_765 ?
C8 N2 C9 C9 52.85(5) . . . 5_765 ?
C8 N2 C9 C9 79.27(8) 14_767 . . 5_765 ?
C8 N2 C9 C9 23.64(3) 3_645 . . 3_645 ?
C9 N2 C9 C9 -41.02(4) 5_765 . . 3_645 ?
C9 N2 C9 C9 23.64(3) 14_767 . . 3_645 ?
C9 N2 C9 C9 77.91(5) 16_557 . . 3_645 ?
C8 N2 C9 C9 11.83(3) . . . 3_645 ?
C8 N2 C9 C9 38.25(6) 14_767 . . 3_645 ?
C8 N2 C9 C8 11.81(3) 3_645 . . . ?
C9 N2 C9 C8 -52.85(5) 5_765 . . . ?
C9 N2 C9 C8 11.81(3) 14_767 . . . ?
C9 N2 C9 C8 66.08(7) 16_557 . . . ?
C8 N2 C9 C8 26.42(8) 14_767 . . . ?
C8 N2 C9 C10 88.93(10) 3_645 . . . ?
C9 N2 C9 C10 24.27(10) 5_765 . . . ?
C9 N2 C9 C10 88.93(10) 14_767 . . . ?
C9 N2 C9 C10 143.20(5) 16_557 . . . ?
C8 N2 C9 C10 77.12(9) . . . . ?
C8 N2 C9 C10 103.54(13) 14_767 . . . ?
C8 N2 C9 C9 -54.27(8) 3_645 . . 16_557 ?
C9 N2 C9 C9 -118.93(7) 5_765 . . 16_557 ?
C9 N2 C9 C9 -54.27(8) 14_767 . . 16_557 ?
C8 N2 C9 C9 -66.08(7) . . . 16_557 ?
C8 N2 C9 C9 -39.66(11) 14_767 . . 16_557 ?
C8 C8 C9 C8 -89.37(8) 14_767 . . 3_645 ?
N2 C8 C9 C8 135.31(4) 14_767 . . 3_645 ?
C9 C8 C9 C8 90.63(8) 5_765 . . 3_645 ?
C9 C8 C9 C8 0.59(7) 14_767 . . 3_645 ?
C9 C8 C9 C8 -89.96(9) 18_647 . . 3_645 ?
C9 C8 C9 C8 180.000(1) 3_645 . . 3_645 ?
N2 C8 C9 C8 16.21(4) . . . 3_645 ?
N2 C8 C9 C8 -105.58(6) 3_645 . . 3_645 ?
C9 C8 C9 C8 -44.69(4) 16_557 . . 3_645 ?
C8 C8 C9 C8 89.37(8) 3_645 . . 14_767 ?
N2 C8 C9 C8 -135.31(4) 14_767 . . 14_767 ?
C9 C8 C9 C8 180.0 5_765 . . 14_767 ?
C9 C8 C9 C8 89.96(9) 14_767 . . 14_767 ?
C9 C8 C9 C8 -0.59(7) 18_647 . . 14_767 ?
C9 C8 C9 C8 -90.63(8) 3_645 . . 14_767 ?
N2 C8 C9 C8 105.58(6) . . . 14_767 ?
N2 C8 C9 C8 -16.21(4) 3_645 . . 14_767 ?
C9 C8 C9 C8 44.69(4) 16_557 . . 14_767 ?
C8 C8 C9 N2 105.58(6) 3_645 . . 3_645 ?
C8 C8 C9 N2 16.21(4) 14_767 . . 3_645 ?
N2 C8 C9 N2 -119.10(3) 14_767 . . 3_645 ?
C9 C8 C9 N2 -163.79(4) 5_765 . . 3_645 ?
C9 C8 C9 N2 106.17(11) 14_767 . . 3_645 ?
C9 C8 C9 N2 15.63(5) 18_647 . . 3_645 ?
C9 C8 C9 N2 -74.42(6) 3_645 . . 3_645 ?
N2 C8 C9 N2 121.80(7) . . . 3_645 ?
C9 C8 C9 N2 60.90(3) 16_557 . . 3_645 ?
C8 C8 C9 N2 -16.21(4) 3_645 . . . ?
C8 C8 C9 N2 -105.58(6) 14_767 . . . ?
N2 C8 C9 N2 119.10(3) 14_767 . . . ?
C9 C8 C9 N2 74.42(6) 5_765 . . . ?
C9 C8 C9 N2 -15.63(5) 14_767 . . . ?
C9 C8 C9 N2 -106.17(10) 18_647 . . . ?
C9 C8 C9 N2 163.79(4) 3_645 . . . ?
N2 C8 C9 N2 -121.80(7) 3_645 . . . ?
C9 C8 C9 N2 -60.90(3) 16_557 . . . ?
C8 C8 C9 C9 -90.63(8) 3_645 . . 5_765 ?
C8 C8 C9 C9 180.0 14_767 . . 5_765 ?
N2 C8 C9 C9 44.69(4) 14_767 . . 5_765 ?
C9 C8 C9 C9 -90.04(9) 14_767 . . 5_765 ?
C9 C8 C9 C9 179.41(7) 18_647 . . 5_765 ?
C9 C8 C9 C9 89.37(8) 3_645 . . 5_765 ?
N2 C8 C9 C9 -74.42(6) . . . 5_765 ?
N2 C8 C9 C9 163.79(4) 3_645 . . 5_765 ?
C9 C8 C9 C9 -135.31(4) 16_557 . . 5_765 ?
C8 C8 C9 C9 180.0 3_645 . . 3_645 ?
C8 C8 C9 C9 90.63(8) 14_767 . . 3_645 ?
N2 C8 C9 C9 -44.69(4) 14_767 . . 3_645 ?
C9 C8 C9 C9 -89.37(8) 5_765 . . 3_645 ?
C9 C8 C9 C9 -179.41(7) 14_767 . . 3_645 ?
C9 C8 C9 C9 90.04(9) 18_647 . . 3_645 ?
N2 C8 C9 C9 -163.79(4) . . . 3_645 ?
N2 C8 C9 C9 74.42(6) 3_645 . . 3_645 ?
C9 C8 C9 C9 135.31(4) 16_557 . . 3_645 ?
C8 C8 C9 C10 -135.31(4) 3_645 . . . ?
C8 C8 C9 C10 135.31(4) 14_767 . . . ?
N2 C8 C9 C10 0.0 14_767 . . . ?
C9 C8 C9 C10 -44.69(4) 5_765 . . . ?
C9 C8 C9 C10 -134.73(7) 14_767 . . . ?
C9 C8 C9 C10 134.73(7) 18_647 . . . ?
C9 C8 C9 C10 44.69(4) 3_645 . . . ?
N2 C8 C9 C10 -119.10(3) . . . . ?
N2 C8 C9 C10 119.10(3) 3_645 . . . ?
C9 C8 C9 C10 180.0 16_557 . . . ?
C8 C8 C9 C9 44.69(4) 3_645 . . 16_557 ?
C8 C8 C9 C9 -44.69(4) 14_767 . . 16_557 ?
N2 C8 C9 C9 180.0 14_767 . . 16_557 ?
C9 C8 C9 C9 135.31(4) 5_765 . . 16_557 ?
C9 C8 C9 C9 45.27(7) 14_767 . . 16_557 ?
C9 C8 C9 C9 -45.27(7) 18_647 . . 16_557 ?
C9 C8 C9 C9 -135.31(4) 3_645 . . 16_557 ?
N2 C8 C9 C9 60.90(3) . . . 16_557 ?
N2 C8 C9 C9 -60.90(3) 3_645 . . 16_557 ?
C8 C9 C10 C9 -53.61(7) 3_645 . . 3_645 ?
C8 C9 C10 C9 -15.57(9) 14_767 . . 3_645 ?
N2 C9 C10 C9 23.64(10) 3_645 . . 3_645 ?
N2 C9 C10 C9 -92.82(7) . . . 3_645 ?
C9 C9 C10 C9 -69.18(4) 5_765 . . 3_645 ?
C8 C9 C10 C9 -34.590(19) . . . 3_645 ?
C9 C9 C10 C9 -34.590(19) 16_557 . . 3_645 ?
C8 C9 C10 C9 15.57(9) 3_645 . . 5_765 ?
C8 C9 C10 C9 53.61(7) 14_767 . . 5_765 ?
N2 C9 C10 C9 92.82(7) 3_645 . . 5_765 ?
N2 C9 C10 C9 -23.64(10) . . . 5_765 ?
C9 C9 C10 C9 69.18(4) 3_645 . . 5_765 ?
C8 C9 C10 C9 34.590(18) . . . 5_765 ?
C9 C9 C10 C9 34.590(18) 16_557 . . 5_765 ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         5.886
_refine_diff_density_min         -4.989
_refine_diff_density_rms         0.375

# start Validation Reply Form
_vrf_PLAT082_IT                  
;
PROBLEM: High R1 Value ..................................       0.17 Report
RESPONSE: There is a large amount of disorder in the structure.
;
_vrf_PLAT260_IT                  
;
PROBLEM: Large Average Ueq of Residue Including        N2      0.310 Check 
RESPONSE: The question was caused by highly disorder cations.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_HT
_database_code_depnum_ccdc_archive 'CCDC 1964214'
loop_
_audit_author_name
_audit_author_address
'Zhi-Xu Zhang'
;Southeast University
China
;
_audit_update_record             
;
2019-11-07 deposited with the CCDC.	2020-01-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'Cl9 Bi2, C21 H0 N3'
_chemical_formula_sum            'C21 H0 Bi2 Cl9 N3'
_chemical_formula_weight         1031.25

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_H-M   P63/mmc
_space_group_name_Hall           '-P 6c 2c'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'-y, -x, -z+1/2'
'-x+y, y, -z+1/2'
'x, x-y, -z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, -x, -z-1/2'
'-y, -x, z'
'-x+y, y, z'
'x, x-y, z'
'y, x, z-1/2'
'x-y, -y, z-1/2'
'-x, -x+y, z-1/2'

_cell_length_a                   9.8365(4)
_cell_length_b                   9.8365(4)
_cell_length_c                   23.2129(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     1945.10(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3447
_cell_measurement_theta_min      2.9400
_cell_measurement_theta_max      24.4330

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.210
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.761
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             932
_exptl_absorpt_coefficient_mu    9.666
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.09997
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9766
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_av_sigmaI/netI    0.0189
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.55
_diffrn_reflns_theta_max         27.48
_reflns_number_total             900
_reflns_number_gt                591
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2005)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1347P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         900
_refine_ls_number_parameters     61
_refine_ls_number_restraints     84
_refine_ls_R_factor_all          0.0716
_refine_ls_R_factor_gt           0.0499
_refine_ls_wR_factor_ref         0.1881
_refine_ls_wR_factor_gt          0.1733
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      0.986
_refine_ls_shift/su_max          0.003
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.6667 0.3333 0.81463(9) 0.300(19) Uani 1 6 d SDU . .
N2 N 0.0000 0.0000 0.7500 0.63(4) Uani 1 12 d SDU . .
C6 C 0.1737(2) 0.08686(12) 0.7500 0.60(3) Uani 0.67 4 d SPDU . .
C7 C 0.257(5) 0.128(3) 0.811(3) 0.60(3) Uani 1 2 d SDU . .
Cl1 Cl 0.2086(3) 0.4173(6) 0.89495(17) 0.1867(18) Uani 1 2 d SU . .
Bi1 Bi 0.3333 0.6667 0.83308(3) 0.1009(5) Uani 1 6 d SU . .
Cl2 Cl 0.0812(5) 0.5406(3) 0.7500 0.1283(13) Uani 1 4 d SU . .
C1 C 0.6667 0.3333 0.7500 0.31(2) Uani 1 12 d SDU . .
N1 N 0.7346(16) 0.469(3) 0.9202(13) 0.253(14) Uani 0.33 2 d SPDU . .
C3 C 0.7338(15) 0.468(3) 0.8565(13) 0.259(17) Uani 0.33 2 d SPDU . .
C4 C 0.808(3) 0.616(5) 0.9544(10) 0.258(19) Uani 0.50 2 d SPDU . .
C5 C 0.798(6) 0.399(3) 0.9609(11) 0.239(13) Uani 0.50 2 d SPDU . .
C8 C 0.100(10) 0.050(5) 0.781(7) 0.59(3) Uani 0.33 2 d SPDU . .


_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
C2 C1 1.500(2) . ?
C2 C3 1.500(2) 3_665 ?
C2 C3 1.500(2) . ?
C2 C3 1.500(2) 2_655 ?
N2 C6 1.480(2) 3 ?
N2 C6 1.480(2) . ?
N2 C6 1.480(2) 2 ?
N2 C8 1.12(5) 18_557 ?
N2 C8 1.12(5) . ?
N2 C8 1.12(5) 2 ?
N2 C8 1.12(5) 17_557 ?
N2 C8 1.12(5) 16_557 ?
N2 C8 1.12(5) 3 ?
C6 C7 1.57(4) . ?
C6 C7 1.57(4) 16_557 ?
C6 C8 0.96(18) 16_557 ?
C7 C8 1.500(2) . ?
Cl1 Bi1 2.564(4) . ?
Bi1 Cl1 2.564(4) 3_565 ?
Bi1 Cl1 2.564(4) 2_665 ?
Bi1 Cl2 2.887(3) . ?
Bi1 Cl2 2.887(3) 3_565 ?
Bi1 Cl2 2.887(3) 2_665 ?
Cl2 Bi1 2.887(3) 16_557 ?
C1 C2 1.500(2) 16_557 ?
N1 C4 1.480(2) . ?
N1 C5 1.480(2) . ?
N1 C5 1.480(2) 2_655 ?
N1 C3 1.480(2) . ?
C3 C3 1.98(5) 2_655 ?
C3 C3 1.98(5) 3_665 ?
C5 N1 1.480(2) 3_665 ?
C5 C5 1.94(9) 3_665 ?
C5 C5 1.94(9) 2_655 ?
C8 C8 1.47(14) 3 ?
C8 C8 1.47(14) 2 ?

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
C1 C2 C3 130.3(16) . 3_665 ?
C1 C2 C3 130.3(16) . . ?
C3 C2 C3 83(2) 3_665 . ?
C1 C2 C3 130.3(16) . 2_655 ?
C3 C2 C3 83(2) 3_665 2_655 ?
C3 C2 C3 83(2) . 2_655 ?
C6 N2 C6 120.0 3 . ?
C6 N2 C6 120.0 3 2 ?
C6 N2 C6 120.0 . 2 ?
C6 N2 C8 41(9) 3 18_557 ?
C6 N2 C8 112(3) . 18_557 ?
C6 N2 C8 112(3) 2 18_557 ?
C6 N2 C8 112(3) 3 . ?
C6 N2 C8 41(9) . . ?
C6 N2 C8 112(3) 2 . ?
C8 N2 C8 135(7) 18_557 . ?
C6 N2 C8 112(3) 3 2 ?
C6 N2 C8 112(3) . 2 ?
C6 N2 C8 41(9) 2 2 ?
C8 N2 C8 135(7) 18_557 2 ?
C8 N2 C8 82(10) . 2 ?
C6 N2 C8 112(3) 3 17_557 ?
C6 N2 C8 112(3) . 17_557 ?
C6 N2 C8 41(9) 2 17_557 ?
C8 N2 C8 82(10) 18_557 17_557 ?
C8 N2 C8 135(7) . 17_557 ?
C8 N2 C8 81(10) 2 17_557 ?
C6 N2 C8 112(3) 3 16_557 ?
C6 N2 C8 41(9) . 16_557 ?
C6 N2 C8 112(3) 2 16_557 ?
C8 N2 C8 82(10) 18_557 16_557 ?
C8 N2 C8 81(10) . 16_557 ?
C8 N2 C8 135(7) 2 16_557 ?
C8 N2 C8 82(10) 17_557 16_557 ?
C6 N2 C8 41(9) 3 3 ?
C6 N2 C8 112(3) . 3 ?
C6 N2 C8 112(3) 2 3 ?
C8 N2 C8 81(10) 18_557 3 ?
C8 N2 C8 82(10) . 3 ?
C8 N2 C8 82(10) 2 3 ?
C8 N2 C8 135(7) 17_557 3 ?
C8 N2 C8 135(7) 16_557 3 ?
C7 C6 C7 127(5) . 16_557 ?
C7 C6 N2 117(3) . . ?
C7 C6 N2 117(3) 16_557 . ?
C7 C6 C8 166(5) . 16_557 ?
C7 C6 C8 68(3) 16_557 16_557 ?
N2 C6 C8 49(3) . 16_557 ?
C8 C7 C6 36(7) . . ?
Cl1 Bi1 Cl1 91.70(15) 3_565 2_665 ?
Cl1 Bi1 Cl1 91.70(15) 3_565 . ?
Cl1 Bi1 Cl1 91.70(15) 2_665 . ?
Cl1 Bi1 Cl2 93.78(9) 3_565 . ?
Cl1 Bi1 Cl2 172.14(12) 2_665 . ?
Cl1 Bi1 Cl2 93.78(10) . . ?
Cl1 Bi1 Cl2 93.78(9) 3_565 3_565 ?
Cl1 Bi1 Cl2 93.78(9) 2_665 3_565 ?
Cl1 Bi1 Cl2 172.14(12) . 3_565 ?
Cl2 Bi1 Cl2 80.24(9) . 3_565 ?
Cl1 Bi1 Cl2 172.14(12) 3_565 2_665 ?
Cl1 Bi1 Cl2 93.78(9) 2_665 2_665 ?
Cl1 Bi1 Cl2 93.78(9) . 2_665 ?
Cl2 Bi1 Cl2 80.24(9) . 2_665 ?
Cl2 Bi1 Cl2 80.24(9) 3_565 2_665 ?
Bi1 Cl2 Bi1 83.84(11) . 16_557 ?
C2 C1 C2 180.000(1) 16_557 . ?
C4 N1 C5 90(2) . . ?
C4 N1 C5 90(2) . 2_655 ?
C5 N1 C5 82(5) . 2_655 ?
C4 N1 C3 122.9(3) . . ?
C5 N1 C3 129(2) . . ?
C5 N1 C3 129(2) 2_655 . ?
N1 C3 C2 131(3) . . ?
N1 C3 C3 90.4(14) . 2_655 ?
C2 C3 C3 48.7(12) . 2_655 ?
N1 C3 C3 90.4(14) . 3_665 ?
C2 C3 C3 48.7(12) . 3_665 ?
C3 C3 C3 60.000(5) 2_655 3_665 ?
N1 C5 N1 85(3) . 3_665 ?
N1 C5 C5 91(2) . 3_665 ?
N1 C5 C5 49(2) 3_665 3_665 ?
N1 C5 C5 49(2) . 2_655 ?
N1 C5 C5 91(2) 3_665 2_655 ?
C5 C5 C5 60.000(7) 3_665 2_655 ?
C7 C8 C8 140(5) . 3 ?
C7 C8 C8 140(5) . 2 ?
C8 C8 C8 60.00(4) 3 2 ?
C7 C8 N2 166(10) . . ?
C8 C8 N2 49(7) 3 . ?
C8 C8 N2 49(7) 2 . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.625
_refine_diff_density_min         -1.127
_refine_diff_density_rms         0.165

# start Validation Reply Form
_vrf_PLAT242_HT                  
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of        Bi1 Check 
RESPONSE: There is a large amount of disorder in the structure.
;
_vrf_PLAT260_HT                  
;
PROBLEM: Large Average Ueq of Residue Including        N2      0.605 Check 
RESPONSE: The question was caused by highly disorder cations.
;
# end Validation Reply Form
