# Electronic Supplementary Material (ESI) for Materials 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_1
_database_code_depnum_ccdc_archive 'CCDC 1900560'
loop_
_audit_author_name
_audit_author_address
'Mohamed Saber Lassoued'
;Xian Jiaotong University 
China
;
_audit_update_record             
;
2020-09-29 deposited with the CCDC.	2020-11-18 downloaded from the CCDC.
;
_audit_creation_date             2020-09-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '2(C6 H14 N2), Bi I6, Cs2 I2, Cs'
_chemical_formula_sum            'C12 H28 Bi Cs3 I8 N4'
_chemical_formula_weight         1851.29
_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'
Cs Cs -0.3680 2.1192 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'

_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      orthorhombic
_space_group_IT_number           72
_space_group_name_H-M_alt        'I b a m'
_space_group_name_Hall           '-I 2 2c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x, -y, -z+1/2'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z+1'
'-x+1/2, y+1/2, -z+1'
'-x, -y, -z'
'x, y, -z'
'-x, y, z-1/2'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y+1/2, -z+1/2'
'-x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z'

_cell_length_a                   11.007(2)
_cell_length_b                   13.875(3)
_cell_length_c                   23.483(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3586(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6118
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      38.33
_cell_measurement_theta_min      3.37
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    14.815
_exptl_absorpt_correction_T_max  0.108
_exptl_absorpt_correction_T_min  0.046
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. 
wR2(int) was 0.0891 before and 0.0463 after correction. 
The Ratio of minimum to maximum transmission is 0.6594. 
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    3.429
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             3200
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0916
_diffrn_reflns_av_unetI/netI     0.0615
_diffrn_reflns_Laue_measured_fraction_full 0.954
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            8148
_diffrn_reflns_point_group_measured_fraction_full 0.954
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.131
_diffrn_reflns_theta_min         2.931
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.954
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2384
_reflns_number_total             2392
_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    ?
_refine_diff_density_max         2.006
_refine_diff_density_min         -3.244
_refine_diff_density_rms         0.516
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     70
_refine_ls_number_reflns         2392
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0413
_refine_ls_R_factor_gt           0.0412
_refine_ls_restrained_S_all      1.133
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0706P)²+11.3302P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1133
_refine_ls_wR_factor_ref         0.1135
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All N(H,H) groups
2.a Riding coordinates:
 N1(H1A,H1B)
2.b Ternary CH refined with riding coordinates:
 C1(H1)
2.c Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B)
;
_atom_sites_solution_hydrogens   mixed
_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 0.0000 0.0000 0.0000 0.01081(13) Uani 1 4 d S T P . .
Cs1 Cs 0.5000 0.0000 0.13146(2) 0.01977(16) Uani 1 2 d S T P . .
Cs2 Cs 0.0000 0.0000 0.2500 0.01831(18) Uani 1 4 d S T P . .
I1 I 0.40537(4) -0.14937(3) 0.0000 0.01611(14) Uani 1 2 d S T P . .
I2 I 0.24444(3) 0.10588(2) 0.0000 0.01620(14) Uani 1 2 d S T P . .
I3 I 0.09255(3) -0.14038(2) 0.09035(2) 0.01869(14) Uani 1 1 d . . . . .
N1 N 0.2216(4) 0.1092(3) 0.16164(16) 0.0194(7) Uani 1 1 d . . . . .
H1A H 0.1970 0.1322 0.1277 0.029 Uiso 1 1 d R . . . .
H1B H 0.1595 0.0784 0.1787 0.029 Uiso 1 1 d R . . . .
C1 C 0.2618(4) 0.1916(3) 0.19867(19) 0.0171(8) Uani 1 1 d . . . . .
H1 H 0.3305 0.2238 0.1802 0.021 Uiso 1 1 calc R . . . .
C2 C 0.3043(5) 0.1527(4) 0.2564(2) 0.0194(9) Uani 1 1 d . . . . .
H2A H 0.2392 0.1164 0.2741 0.023 Uiso 1 1 calc R . . . .
H2B H 0.3728 0.1097 0.2510 0.023 Uiso 1 1 calc R . . . .
C3 C 0.1584(4) 0.2639(3) 0.20472(17) 0.0180(8) Uani 1 1 d . . . . .
H3A H 0.0876 0.2319 0.2205 0.022 Uiso 1 1 calc R . . . .
H3B H 0.1367 0.2888 0.1675 0.022 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 I2 3.0655(6) 9 ?
Bi1 I2 3.0655(6) . ?
Bi1 I3 3.0550(8) 9 ?
Bi1 I3 3.0550(9) 10 ?
Bi1 I3 3.0550(9) . ?
Bi1 I3 3.0550(9) 2 ?
Cs1 Cs1 5.567(3) 3 ?
Cs1 I1 3.8613(14) 9_655 ?
Cs1 I1 3.8613(14) . ?
Cs1 I2 4.4272(12) . ?
Cs1 I2 4.4273(12) 9_655 ?
Cs1 N1 3.491(4) 2_655 ?
Cs1 N1 3.491(4) . ?
Cs2 I3 4.3460(17) 3 ?
Cs2 I3 4.3460(17) 4 ?
Cs2 I3 4.3460(17) 2 ?
Cs2 I3 4.3460(17) . ?
Cs2 N1 3.543(4) . ?
Cs2 N1 3.543(4) 3 ?
Cs2 N1 3.543(4) 4 ?
Cs2 N1 3.543(4) 2 ?
Cs2 H1B 2.6593 . ?
I1 Cs1 3.8613(14) 9_655 ?
I2 Cs1 4.4273(12) 9_655 ?
N1 H1A 0.9000 . ?
N1 H1B 0.9000 . ?
N1 C1 1.502(6) . ?
C1 H1 0.9800 . ?
C1 C2 1.533(6) . ?
C1 C3 1.524(6) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.529(7) 13 ?
C3 C2 1.529(7) 13 ?
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
I2 Bi1 I2 180.0 9 . ?
I3 Bi1 I2 90.739(12) 10 . ?
I3 Bi1 I2 89.261(12) 10 9 ?
I3 Bi1 I2 90.739(12) 2 9 ?
I3 Bi1 I2 89.261(12) 2 . ?
I3 Bi1 I2 90.739(12) . . ?
I3 Bi1 I2 90.739(12) 9 9 ?
I3 Bi1 I2 89.260(12) . 9 ?
I3 Bi1 I2 89.261(12) 9 . ?
I3 Bi1 I3 87.97(3) 10 . ?
I3 Bi1 I3 87.97(3) 2 9 ?
I3 Bi1 I3 92.03(3) 10 9 ?
I3 Bi1 I3 92.03(3) 2 . ?
I3 Bi1 I3 180.0 9 . ?
I3 Bi1 I3 180.000(15) 10 2 ?
I1 Cs1 Cs1 143.080(16) 9_655 3 ?
I1 Cs1 Cs1 143.080(16) . 3 ?
I1 Cs1 I1 73.84(3) 9_655 . ?
I1 Cs1 I2 55.66(2) . 9_655 ?
I1 Cs1 I2 56.58(2) 9_655 9_655 ?
I1 Cs1 I2 55.66(2) 9_655 . ?
I1 Cs1 I2 56.58(2) . . ?
I2 Cs1 Cs1 134.208(16) 9_655 3 ?
I2 Cs1 Cs1 134.208(16) . 3 ?
I2 Cs1 I2 91.58(3) . 9_655 ?
N1 Cs1 Cs1 78.29(7) . 3 ?
N1 Cs1 Cs1 78.29(7) 2_655 3 ?
N1 Cs1 I1 99.56(6) 2_655 . ?
N1 Cs1 I1 99.12(6) 2_655 9_655 ?
N1 Cs1 I1 99.12(6) . . ?
N1 Cs1 I1 99.56(6) . 9_655 ?
N1 Cs1 I2 55.93(7) 2_655 9_655 ?
N1 Cs1 I2 147.49(7) 2_655 . ?
N1 Cs1 I2 55.93(7) . . ?
N1 Cs1 I2 147.49(7) . 9_655 ?
N1 Cs1 N1 156.57(13) 2_655 . ?
I3 Cs2 I3 60.77(3) . 2 ?
I3 Cs2 I3 152.888(14) 2 4 ?
I3 Cs2 I3 60.77(3) 3 4 ?
I3 Cs2 I3 126.74(2) 3 2 ?
I3 Cs2 I3 126.74(2) . 4 ?
I3 Cs2 I3 152.888(14) . 3 ?
I3 Cs2 H1B 55.1 2 . ?
I3 Cs2 H1B 59.0 . . ?
I3 Cs2 H1B 151.8 4 . ?
I3 Cs2 H1B 101.9 3 . ?
N1 Cs2 I3 98.75(7) 2 4 ?
N1 Cs2 I3 149.13(7) . 4 ?
N1 Cs2 I3 61.65(6) . . ?
N1 Cs2 I3 61.65(6) 3 3 ?
N1 Cs2 I3 57.62(7) 3 4 ?
N1 Cs2 I3 57.62(7) 2 . ?
N1 Cs2 I3 61.65(6) 4 4 ?
N1 Cs2 I3 98.75(7) 3 . ?
N1 Cs2 I3 149.13(7) 4 . ?
N1 Cs2 I3 98.75(7) . 3 ?
N1 Cs2 I3 57.62(7) . 2 ?
N1 Cs2 I3 149.13(7) 2 3 ?
N1 Cs2 I3 149.13(7) 3 2 ?
N1 Cs2 I3 98.75(7) 4 2 ?
N1 Cs2 I3 57.62(7) 4 3 ?
N1 Cs2 I3 61.65(6) 2 2 ?
N1 Cs2 N1 108.30(13) . 2 ?
N1 Cs2 N1 108.30(13) 3 4 ?
N1 Cs2 N1 92.98(13) 2 4 ?
N1 Cs2 N1 92.98(13) . 3 ?
N1 Cs2 N1 129.34(12) 2 3 ?
N1 Cs2 N1 129.34(12) . 4 ?
N1 Cs2 H1B 3.2 . . ?
N1 Cs2 H1B 105.1 2 . ?
N1 Cs2 H1B 95.1 3 . ?
N1 Cs2 H1B 130.4 4 . ?
Cs1 I1 Cs1 106.16(3) . 9_655 ?
Bi1 I2 Cs1 113.492(14) . . ?
Bi1 I2 Cs1 113.492(13) . 9_655 ?
Cs1 I2 Cs1 88.42(3) . 9_655 ?
Bi1 I3 Cs2 103.60(3) . . ?
Cs1 N1 Cs2 122.51(11) . . ?
Cs1 N1 H1A 103.7 . . ?
Cs1 N1 H1B 123.4 . . ?
Cs2 N1 H1A 117.6 . . ?
Cs2 N1 H1B 9.5 . . ?
H1A N1 H1B 109.5 . . ?
C1 N1 Cs1 100.9(2) . . ?
C1 N1 Cs2 100.9(2) . . ?
C1 N1 H1A 109.4 . . ?
C1 N1 H1B 109.2 . . ?
N1 C1 H1 108.5 . . ?
N1 C1 C2 109.6(4) . . ?
N1 C1 C3 109.5(3) . . ?
C2 C1 H1 108.5 . . ?
C3 C1 H1 108.5 . . ?
C3 C1 C2 112.1(4) . . ?
C1 C2 H2A 109.6 . . ?
C1 C2 H2B 109.6 . . ?
H2A C2 H2B 108.2 . . ?
C3 C2 C1 110.1(4) 13 . ?
C3 C2 H2A 109.6 13 . ?
C3 C2 H2B 109.6 13 . ?
C1 C3 C2 110.7(4) . 13 ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
C2 C3 H3A 109.5 13 . ?
C2 C3 H3B 109.5 13 . ?
H3A C3 H3B 108.1 . . ?

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
Cs1 N1 C1 C2 -70.8(3) . . . . ?
Cs1 N1 C1 C3 165.8(3) . . . . ?
Cs2 N1 C1 C2 55.6(3) . . . . ?
Cs2 N1 C1 C3 -67.7(3) . . . . ?
N1 C1 C2 C3 -178.1(4) . . . 13 ?
N1 C1 C3 C2 178.5(4) . . . 13 ?
C2 C1 C3 C2 56.6(5) . . . 13 ?
C3 C1 C2 C3 -56.3(5) . . . 13 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2034154'
loop_
_audit_author_name
_audit_author_address
'Mohamed Saber Lassoued'
;Xian Jiaotong University 
China
;
_audit_update_record             
;
2020-09-27 deposited with the CCDC.	2020-11-18 downloaded from the CCDC.
;
_audit_creation_date             2020-05-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'Bi Cs I7, C7 H17 N2, C7 H18 N2'
_chemical_formula_sum            'C14 H35 Bi Cs I7 N4'
_chemical_formula_weight         1489.65
_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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cs Cs -0.3680 2.1192 '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 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   17.005(3)
_cell_length_b                   15.424(3)
_cell_length_c                   14.317(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 114.493(2)
_cell_angle_gamma                90.00
_cell_volume                     3417.2(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8937
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.51
_cell_measurement_theta_min      2.63
_exptl_absorpt_coefficient_mu    12.543
_exptl_absorpt_correction_T_max  0.252
_exptl_absorpt_correction_T_min  0.062
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1537 before and 0.0622 after correction.
The Ratio of minimum to maximum transmission is 0.4070.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    2.895
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             2624.0
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.11
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            34332
_diffrn_reflns_theta_full        26.53
_diffrn_reflns_theta_max         26.53
_diffrn_reflns_theta_min         1.32
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                5244
_reflns_number_total             7077
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT v8.27A (Bruker, 2012)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.27A (Bruker, 2012)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.693
_refine_diff_density_min         -1.609
_refine_diff_density_rms         0.262
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     251
_refine_ls_number_reflns         7077
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0668
_refine_ls_R_factor_gt           0.0384
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0342P)²+43.1620P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0872
_refine_ls_wR_factor_ref         0.1028
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups, All N(H,H) groups, All N(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N2(H26), N4(H11)
2.b Secondary CH2 refined with riding coordinates:
 C7(H15,H14), C8(H16,H17), C14(H30,H29), C13(H27,H28), C9(H19,H18), C12(H25,
 H24), C6(H12,H13), C5(H10,H9), C11(H23,H22), C1(H2,H1), C10(H21,H20), C4(H7,
 H8), C2(H4,H3), C3(H6,H5)
2.c Idealised Me refined as rotating group:
 N3(H33,H32,H31)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Bi1 Bi 0.75075(2) 0.58666(2) 0.24124(3) 0.01993(10) Uani 1 d . . .
I4 I 0.65151(4) 0.73533(4) 0.09013(5) 0.02320(15) Uani 1 d . . .
I6 I 0.60862(4) 0.58028(4) 0.31835(5) 0.02384(15) Uani 1 d . . .
I3 I 0.89247(4) 0.59136(4) 0.15887(5) 0.02407(15) Uani 1 d . . .
I2 I 0.85200(4) 0.72374(4) 0.40646(5) 0.02484(15) Uani 1 d . . .
I5 I 0.65547(5) 0.45317(4) 0.07545(5) 0.02789(16) Uani 1 d . . .
Cs1 Cs 0.58072(4) 1.01605(4) 0.07991(5) 0.03085(16) Uani 1 d . . .
I1 I 0.84701(5) 0.44940(4) 0.40088(5) 0.02892(16) Uani 1 d . . .
I7 I 0.77999(5) 1.03683(4) 0.27566(6) 0.03133(17) Uani 1 d . . .
N3 N 0.7096(5) 0.8905(6) 0.4102(6) 0.0267(19) Uani 1 d . . .
H33 H 0.7174 0.9409 0.3849 0.032 Uiso 1 calc . . GR
H32 H 0.7550 0.8564 0.4225 0.032 Uiso 1 calc . . GR
H31 H 0.7038 0.8998 0.4683 0.032 Uiso 1 calc . . GR
N2 N 0.4677(5) 0.8570(5) 0.2630(6) 0.0237(18) Uani 1 d . . .
H26 H 0.4253 0.8971 0.2506 0.028 Uiso 1 calc . . R
N4 N 1.0229(5) 0.8793(5) 0.2545(6) 0.0219(17) Uani 1 d . . .
H11 H 1.0663 0.9172 0.2628 0.026 Uiso 1 calc . . R
N1 N 0.7862(6) 0.9098(7) 0.0777(7) 0.030(2) Uani 1 d . . .
H00T H 0.812(8) 0.924(8) 0.040(9) 0.036 Uiso 1 d . . R
H00V H 0.747(8) 0.893(9) 0.051(10) 0.036 Uiso 1 d . . R
C7 C 0.8628(6) 0.8641(6) 0.1552(7) 0.022(2) Uani 1 d . . .
H15 H 0.8695 0.8079 0.1290 0.027 Uiso 1 calc . . R
H14 H 0.8548 0.8553 0.2178 0.027 Uiso 1 calc . . R
C8 C 0.4476(6) 0.7839(6) 0.3210(7) 0.022(2) Uani 1 d . . .
H16 H 0.4521 0.8049 0.3869 0.027 Uiso 1 calc . . R
H17 H 0.4890 0.7372 0.3332 0.027 Uiso 1 calc . . R
C14 C 0.6298(6) 0.8476(6) 0.3341(8) 0.024(2) Uani 1 d . . .
H30 H 0.6249 0.7894 0.3568 0.029 Uiso 1 calc . . R
H29 H 0.6324 0.8438 0.2678 0.029 Uiso 1 calc . . R
C13 C 0.5510(6) 0.9029(6) 0.3256(8) 0.025(2) Uani 1 d . . .
H27 H 0.5543 0.9143 0.3937 0.030 Uiso 1 calc . . R
H28 H 0.5523 0.9581 0.2938 0.030 Uiso 1 calc . . R
C9 C 0.3566(7) 0.7507(7) 0.2578(8) 0.029(2) Uani 1 d . . .
H19 H 0.3155 0.7968 0.2497 0.034 Uiso 1 calc . . R
H18 H 0.3441 0.7034 0.2943 0.034 Uiso 1 calc . . R
C12 C 0.4590(7) 0.8270(7) 0.1594(7) 0.028(2) Uani 1 d . . .
H25 H 0.5007 0.7815 0.1678 0.034 Uiso 1 calc . . R
H24 H 0.4713 0.8749 0.1236 0.034 Uiso 1 calc . . R
C6 C 0.9430(6) 0.9189(7) 0.1776(8) 0.024(2) Uani 1 d . . .
H12 H 0.9498 0.9277 0.1142 0.029 Uiso 1 calc . . R
H13 H 0.9348 0.9753 0.2022 0.029 Uiso 1 calc . . R
C5 C 1.0456(7) 0.7961(7) 0.2168(9) 0.035(3) Uani 1 d . . .
H10 H 1.0471 0.8054 0.1506 0.042 Uiso 1 calc . . R
H9 H 1.0021 0.7525 0.2086 0.042 Uiso 1 calc . . R
C11 C 0.3683(8) 0.7931(8) 0.0958(8) 0.035(3) Uani 1 d . . .
H23 H 0.3646 0.7729 0.0300 0.042 Uiso 1 calc . . R
H22 H 0.3269 0.8398 0.0833 0.042 Uiso 1 calc . . R
C1 C 1.0212(7) 0.8701(9) 0.3578(8) 0.039(3) Uani 1 d . . .
H2 H 0.9752 0.8308 0.3531 0.047 Uiso 1 calc . . R
H1 H 1.0098 0.9260 0.3806 0.047 Uiso 1 calc . . R
C10 C 0.3453(7) 0.7186(7) 0.1509(8) 0.033(2) Uani 1 d . . .
H21 H 0.3828 0.6694 0.1579 0.039 Uiso 1 calc . . R
H20 H 0.2860 0.7005 0.1115 0.039 Uiso 1 calc . . R
C4 C 1.1334(8) 0.7646(8) 0.2935(11) 0.051(4) Uani 1 d . . .
H7 H 1.1476 0.7104 0.2699 0.061 Uiso 1 calc . . R
H8 H 1.1773 0.8069 0.2989 0.061 Uiso 1 calc . . R
C2 C 1.1081(8) 0.8350(9) 0.4356(9) 0.047(3) Uani 1 d . . .
H4 H 1.1528 0.8780 0.4471 0.056 Uiso 1 calc . . R
H3 H 1.1046 0.8242 0.5005 0.056 Uiso 1 calc . . R
C3 C 1.1319(9) 0.7517(9) 0.3973(12) 0.062(4) Uani 1 d . . .
H6 H 1.1884 0.7324 0.4460 0.074 Uiso 1 calc . . R
H5 H 1.0903 0.7069 0.3925 0.074 Uiso 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 I4 3.1239(8) . ?
Bi1 I6 3.0467(8) . ?
Bi1 I3 3.0920(9) . ?
Bi1 I2 3.1070(8) . ?
Bi1 I5 3.0511(8) . ?
Bi1 I1 3.0469(8) . ?
I4 Cs1 4.4801(12) . ?
I6 Cs1 4.1662(11) 2_645 ?
I6 Cs1 4.2342(11) 4_576 ?
Cs1 I6 4.1662(11) 2_655 ?
Cs1 I6 4.2342(11) 4_575 ?
Cs1 Cs1 2.7944(14) 3_675 ?
Cs1 I7 3.4008(11) . ?
Cs1 N1 3.871(10) . ?
N3 H33 0.8900 . ?
N3 H32 0.8900 . ?
N3 H31 0.8900 . ?
N3 C14 1.496(12) . ?
N2 H26 0.9100 . ?
N2 C8 1.521(12) . ?
N2 C13 1.502(12) . ?
N2 C12 1.501(13) . ?
N4 H11 0.9100 . ?
N4 C6 1.480(13) . ?
N4 C5 1.505(13) . ?
N4 C1 1.497(13) . ?
N1 H00T 0.86(12) . ?
N1 H00V 0.67(13) . ?
N1 C7 1.493(13) . ?
C7 H15 0.9700 . ?
C7 H14 0.9700 . ?
C7 C6 1.520(13) . ?
C8 H16 0.9700 . ?
C8 H17 0.9700 . ?
C8 C9 1.522(14) . ?
C14 H30 0.9700 . ?
C14 H29 0.9700 . ?
C14 C13 1.550(13) . ?
C13 H27 0.9700 . ?
C13 H28 0.9700 . ?
C9 H19 0.9700 . ?
C9 H18 0.9700 . ?
C9 C10 1.543(14) . ?
C12 H25 0.9700 . ?
C12 H24 0.9700 . ?
C12 C11 1.522(14) . ?
C6 H12 0.9700 . ?
C6 H13 0.9700 . ?
C5 H10 0.9700 . ?
C5 H9 0.9700 . ?
C5 C4 1.519(16) . ?
C11 H23 0.9700 . ?
C11 H22 0.9700 . ?
C11 C10 1.533(15) . ?
C1 H2 0.9700 . ?
C1 H1 0.9700 . ?
C1 C2 1.534(16) . ?
C10 H21 0.9700 . ?
C10 H20 0.9700 . ?
C4 H7 0.9700 . ?
C4 H8 0.9700 . ?
C4 C3 1.51(2) . ?
C2 H4 0.9700 . ?
C2 H3 0.9700 . ?
C2 C3 1.516(19) . ?
C3 H6 0.9700 . ?
C3 H5 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
I6 Bi1 I4 89.58(2) . . ?
I6 Bi1 I3 178.83(2) . . ?
I6 Bi1 I2 91.07(2) . . ?
I6 Bi1 I5 90.86(2) . . ?
I6 Bi1 I1 88.05(2) . . ?
I3 Bi1 I4 90.08(2) . . ?
I3 Bi1 I2 90.05(2) . . ?
I2 Bi1 I4 89.86(2) . . ?
I5 Bi1 I4 89.79(2) . . ?
I5 Bi1 I3 88.03(2) . . ?
I5 Bi1 I2 178.04(2) . . ?
I1 Bi1 I4 175.95(2) . . ?
I1 Bi1 I3 92.36(2) . . ?
I1 Bi1 I2 86.90(2) . . ?
I1 Bi1 I5 93.53(2) . . ?
Bi1 I4 Cs1 142.44(2) . . ?
Bi1 I6 Cs1 136.75(2) . 4_576 ?
Bi1 I6 Cs1 168.10(2) . 2_645 ?
Cs1 I6 Cs1 38.849(19) 2_645 4_576 ?
I6 Cs1 I4 117.033(19) 2_655 . ?
I6 Cs1 I4 64.067(16) 4_575 . ?
I6 Cs1 I6 141.151(19) 2_655 4_575 ?
Cs1 Cs1 I4 90.86(3) 3_675 . ?
Cs1 Cs1 I6 69.26(3) 3_675 4_575 ?
Cs1 Cs1 I6 71.89(3) 3_675 2_655 ?
Cs1 Cs1 I7 175.19(4) 3_675 . ?
Cs1 Cs1 N1 120.13(14) 3_675 . ?
I7 Cs1 I4 84.36(2) . . ?
I7 Cs1 I6 108.86(3) . 4_575 ?
I7 Cs1 I6 109.87(3) . 2_655 ?
I7 Cs1 N1 56.79(14) . . ?
N1 Cs1 I4 50.22(16) . . ?
N1 Cs1 I6 159.15(15) . 2_655 ?
N1 Cs1 I6 53.97(13) . 4_575 ?
H33 N3 H32 109.5 . . ?
H33 N3 H31 109.5 . . ?
H32 N3 H31 109.5 . . ?
C14 N3 H33 109.5 . . ?
C14 N3 H32 109.5 . . ?
C14 N3 H31 109.5 . . ?
C8 N2 H26 105.7 . . ?
C13 N2 H26 105.7 . . ?
C13 N2 C8 113.1(7) . . ?
C12 N2 H26 105.7 . . ?
C12 N2 C8 111.0(7) . . ?
C12 N2 C13 114.6(8) . . ?
C6 N4 H11 106.2 . . ?
C6 N4 C5 112.2(8) . . ?
C6 N4 C1 112.7(8) . . ?
C5 N4 H11 106.2 . . ?
C1 N4 H11 106.2 . . ?
C1 N4 C5 112.7(9) . . ?
Cs1 N1 H00T 126(8) . . ?
Cs1 N1 H00V 59(10) . . ?
H00T N1 H00V 113(10) . . ?
C7 N1 Cs1 134.9(6) . . ?
C7 N1 H00T 94(8) . . ?
C7 N1 H00V 126(10) . . ?
N1 C7 H15 109.9 . . ?
N1 C7 H14 109.9 . . ?
N1 C7 C6 108.9(8) . . ?
H15 C7 H14 108.3 . . ?
C6 C7 H15 109.9 . . ?
C6 C7 H14 109.9 . . ?
N2 C8 H16 109.8 . . ?
N2 C8 H17 109.8 . . ?
N2 C8 C9 109.2(8) . . ?
H16 C8 H17 108.3 . . ?
C9 C8 H16 109.8 . . ?
C9 C8 H17 109.8 . . ?
N3 C14 H30 110.1 . . ?
N3 C14 H29 110.1 . . ?
N3 C14 C13 107.9(7) . . ?
H30 C14 H29 108.4 . . ?
C13 C14 H30 110.1 . . ?
C13 C14 H29 110.1 . . ?
N2 C13 C14 111.0(8) . . ?
N2 C13 H27 109.4 . . ?
N2 C13 H28 109.4 . . ?
C14 C13 H27 109.4 . . ?
C14 C13 H28 109.4 . . ?
H27 C13 H28 108.0 . . ?
C8 C9 H19 109.2 . . ?
C8 C9 H18 109.2 . . ?
C8 C9 C10 112.0(8) . . ?
H19 C9 H18 107.9 . . ?
C10 C9 H19 109.2 . . ?
C10 C9 H18 109.2 . . ?
N2 C12 H25 109.5 . . ?
N2 C12 H24 109.5 . . ?
N2 C12 C11 110.9(9) . . ?
H25 C12 H24 108.0 . . ?
C11 C12 H25 109.5 . . ?
C11 C12 H24 109.5 . . ?
N4 C6 C7 113.2(8) . . ?
N4 C6 H12 108.9 . . ?
N4 C6 H13 108.9 . . ?
C7 C6 H12 108.9 . . ?
C7 C6 H13 108.9 . . ?
H12 C6 H13 107.8 . . ?
N4 C5 H10 109.8 . . ?
N4 C5 H9 109.8 . . ?
N4 C5 C4 109.6(9) . . ?
H10 C5 H9 108.2 . . ?
C4 C5 H10 109.8 . . ?
C4 C5 H9 109.8 . . ?
C12 C11 H23 109.4 . . ?
C12 C11 H22 109.4 . . ?
C12 C11 C10 111.2(9) . . ?
H23 C11 H22 108.0 . . ?
C10 C11 H23 109.4 . . ?
C10 C11 H22 109.4 . . ?
N4 C1 H2 109.6 . . ?
N4 C1 H1 109.6 . . ?
N4 C1 C2 110.1(10) . . ?
H2 C1 H1 108.1 . . ?
C2 C1 H2 109.6 . . ?
C2 C1 H1 109.6 . . ?
C9 C10 H21 110.0 . . ?
C9 C10 H20 110.0 . . ?
C11 C10 C9 108.5(9) . . ?
C11 C10 H21 110.0 . . ?
C11 C10 H20 110.0 . . ?
H21 C10 H20 108.4 . . ?
C5 C4 H7 109.7 . . ?
C5 C4 H8 109.7 . . ?
H7 C4 H8 108.2 . . ?
C3 C4 C5 110.0(11) . . ?
C3 C4 H7 109.7 . . ?
C3 C4 H8 109.7 . . ?
C1 C2 H4 109.4 . . ?
C1 C2 H3 109.4 . . ?
H4 C2 H3 108.0 . . ?
C3 C2 C1 111.0(11) . . ?
C3 C2 H4 109.4 . . ?
C3 C2 H3 109.4 . . ?
C4 C3 C2 111.0(11) . . ?
C4 C3 H6 109.4 . . ?
C4 C3 H5 109.4 . . ?
C2 C3 H6 109.4 . . ?
C2 C3 H5 109.4 . . ?
H6 C3 H5 108.0 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
