# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 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 2190851'
loop_
_audit_author_name
_audit_author_address
'Mohamed Saber Lassoued'
;School of Chemistry Xian Key Laboratory of Sustainable Energy and Materials Chemistry
China
;
_audit_update_record             
;
2022-08-15 deposited with the CCDC.	2022-08-17 downloaded from the CCDC.
;
_audit_creation_date             2022-05-17
_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         'Ag Bi I8, 2(C6 H16 N2)'
_chemical_formula_sum            'C12 H32 Ag Bi I8 N4'
_chemical_formula_weight         1564.47
_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'
Ag Ag -0.8971 1.1015 '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'

_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      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 1 2/n 1'
_space_group_name_Hall           '-P 2yac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z-1/2'

_cell_length_a                   8.505(4)
_cell_length_b                   9.833(4)
_cell_length_c                   19.179(9)
_cell_angle_alpha                90
_cell_angle_beta                 99.898(4)
_cell_angle_gamma                90
_cell_volume                     1580.1(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9914
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.63
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    14.004
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.4266
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1367 before and 0.0535 after correction.
The Ratio of minimum to maximum transmission is 0.5723.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    3.288
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2364
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            16303
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.634
_diffrn_reflns_theta_min         2.071
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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                3201
_reflns_number_total             3302
_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       'SAINT V8.18C (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.18C (?, 2016)'
_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         0.977
_refine_diff_density_min         -2.708
_refine_diff_density_rms         0.318
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.188
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     121
_refine_ls_number_reflns         3302
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0258
_refine_ls_R_factor_gt           0.0249
_refine_ls_restrained_S_all      1.188
_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)+(0.0156P)²+8.6424P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0570
_refine_ls_wR_factor_ref         0.0573
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N1(H1), C4(H4)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2D,H2E), C5(H5A,H5B), C6(H6A,H6B), C3(H3A,H3B)
2.c Idealised Me refined as rotating group:
 N2(H2A,H2B,H2C), C1(H1A,H1B,H1C)
;
_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 0.7500 0.79648(3) 0.7500 0.01018(7) Uani 1 2 d S T P . .
I3 I 0.76127(4) 0.78075(3) 0.91157(2) 0.01418(8) Uani 1 1 d . . . . .
I2 I 0.47853(4) 0.57963(4) 0.73920(2) 0.01664(9) Uani 1 1 d . . . . .
I1 I 0.18084(4) 0.26269(4) 0.61130(2) 0.01669(9) Uani 1 1 d . . . . .
I4 I 0.99671(4) 1.02022(4) 0.76601(2) 0.01852(9) Uani 1 1 d . . . . .
Ag1 Ag 0.2500 0.33164(8) 0.7500 0.03432(18) Uani 1 2 d S T P . .
N2 N -0.1708(6) 0.1694(6) 0.3623(3) 0.0241(11) Uani 1 1 d . . . . .
H2A H -0.1866 0.2314 0.3280 0.029 Uiso 1 1 calc GR . . . .
H2B H -0.2111 0.0900 0.3455 0.029 Uiso 1 1 calc GR . . . .
H2C H -0.0665 0.1603 0.3779 0.029 Uiso 1 1 calc GR . . . .
N1 N -0.2374(6) 0.2968(5) 0.5686(3) 0.0187(10) Uani 1 1 d . . . . .
H1 H -0.1213 0.2906 0.5831 0.022 Uiso 1 1 calc R . . . .
C2 C -0.2689(8) 0.3972(6) 0.5094(3) 0.0249(13) Uani 1 1 d . . . . .
H2D H -0.2277 0.4855 0.5262 0.030 Uiso 1 1 calc R . . . .
H2E H -0.3831 0.4059 0.4938 0.030 Uiso 1 1 calc R . . . .
C5 C -0.2210(8) 0.1111(6) 0.4822(3) 0.0221(12) Uani 1 1 d . . . . .
H5A H -0.2653 0.0237 0.4656 0.027 Uiso 1 1 calc R . . . .
H5B H -0.1069 0.1002 0.4972 0.027 Uiso 1 1 calc R . . . .
C6 C -0.2961(8) 0.1579(6) 0.5444(3) 0.0221(12) Uani 1 1 d . . . . .
H6A H -0.4113 0.1599 0.5306 0.026 Uiso 1 1 calc R . . . .
H6B H -0.2700 0.0939 0.5831 0.026 Uiso 1 1 calc R . . . .
C3 C -0.1914(8) 0.3539(6) 0.4477(3) 0.0218(12) Uani 1 1 d . . . . .
H3A H -0.0764 0.3512 0.4621 0.026 Uiso 1 1 calc R . . . .
H3B H -0.2164 0.4190 0.4094 0.026 Uiso 1 1 calc R . . . .
C4 C -0.2524(7) 0.2142(6) 0.4226(3) 0.0161(11) Uani 1 1 d . . . . .
H4 H -0.3677 0.2196 0.4055 0.019 Uiso 1 1 calc R . . . .
C1 C -0.3049(9) 0.3420(7) 0.6318(4) 0.0317(15) Uani 1 1 d . . . . .
H1A H -0.2659 0.4313 0.6456 0.047 Uiso 1 1 calc GR . . . .
H1B H -0.2728 0.2797 0.6701 0.047 Uiso 1 1 calc GR . . . .
H1C H -0.4192 0.3439 0.6202 0.047 Uiso 1 1 calc GR . . . .


_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 I3 3.0876(14) 2_656 ?
Bi1 I3 3.0876(14) . ?
Bi1 I2 3.1235(11) 2_656 ?
Bi1 I2 3.1235(11) . ?
Bi1 I4 3.0192(10) 2_656 ?
Bi1 I4 3.0192(10) . ?
I2 Ag1 3.1472(12) . ?
I1 Ag1 2.7100(12) . ?
Ag1 I2 3.1472(12) 2_556 ?
Ag1 I1 2.7101(12) 2_556 ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N2 C4 1.513(7) . ?
N1 H1 0.9800 . ?
N1 C2 1.494(8) . ?
N1 C6 1.500(7) . ?
N1 C1 1.495(8) . ?
C2 H2D 0.9700 . ?
C2 H2E 0.9700 . ?
C2 C3 1.511(8) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.517(8) . ?
C5 C4 1.517(8) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.517(8) . ?
C4 H4 0.9800 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 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
I3 Bi1 I3 174.254(16) 2_656 . ?
I3 Bi1 I2 85.837(11) 2_656 2_656 ?
I3 Bi1 I2 90.238(11) . 2_656 ?
I3 Bi1 I2 90.239(11) 2_656 . ?
I3 Bi1 I2 85.837(10) . . ?
I2 Bi1 I2 93.89(4) . 2_656 ?
I4 Bi1 I3 91.909(11) . . ?
I4 Bi1 I3 92.277(11) . 2_656 ?
I4 Bi1 I3 92.275(11) 2_656 . ?
I4 Bi1 I3 91.911(11) 2_656 2_656 ?
I4 Bi1 I2 89.88(4) . 2_656 ?
I4 Bi1 I2 175.613(11) . . ?
I4 Bi1 I2 89.88(4) 2_656 . ?
I4 Bi1 I2 175.615(11) 2_656 2_656 ?
I4 Bi1 I4 86.45(4) . 2_656 ?
Bi1 I2 Ag1 169.236(15) . . ?
I2 Ag1 I2 78.43(4) . 2_556 ?
I1 Ag1 I2 99.30(2) 2_556 2_556 ?
I1 Ag1 I2 103.069(18) 2_556 . ?
I1 Ag1 I2 103.070(18) . 2_556 ?
I1 Ag1 I2 99.30(2) . . ?
I1 Ag1 I1 151.02(4) . 2_556 ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C4 N2 H2A 109.5 . . ?
C4 N2 H2B 109.5 . . ?
C4 N2 H2C 109.5 . . ?
C2 N1 H1 107.3 . . ?
C2 N1 C6 111.1(5) . . ?
C2 N1 C1 112.1(5) . . ?
C6 N1 H1 107.3 . . ?
C1 N1 H1 107.3 . . ?
C1 N1 C6 111.6(5) . . ?
N1 C2 H2D 109.4 . . ?
N1 C2 H2E 109.4 . . ?
N1 C2 C3 111.3(5) . . ?
H2D C2 H2E 108.0 . . ?
C3 C2 H2D 109.4 . . ?
C3 C2 H2E 109.4 . . ?
H5A C5 H5B 108.1 . . ?
C6 C5 H5A 109.6 . . ?
C6 C5 H5B 109.6 . . ?
C6 C5 C4 110.3(5) . . ?
C4 C5 H5A 109.6 . . ?
C4 C5 H5B 109.6 . . ?
N1 C6 C5 110.9(5) . . ?
N1 C6 H6A 109.5 . . ?
N1 C6 H6B 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 108.0 . . ?
C2 C3 H3A 109.8 . . ?
C2 C3 H3B 109.8 . . ?
C2 C3 C4 109.4(5) . . ?
H3A C3 H3B 108.2 . . ?
C4 C3 H3A 109.8 . . ?
C4 C3 H3B 109.8 . . ?
N2 C4 C5 109.7(5) . . ?
N2 C4 C3 109.2(5) . . ?
N2 C4 H4 108.9 . . ?
C5 C4 C3 111.1(5) . . ?
C5 C4 H4 108.9 . . ?
C3 C4 H4 108.9 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
