# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_mo_APCuBiBr
_database_code_depnum_ccdc_archive 'CCDC 2243239'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2022-07-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Bi Br6, 4(Br), Br2 Cu, 4(C4 H12 N2)'
_chemical_formula_sum            'C16 H48 Bi Br12 Cu N8'
_chemical_formula_weight         1584.06
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

# start Validation Reply Form
_vrf_PLAT342_mo_APCuBiBr         
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............      0.035 Ang.  
RESPONSE: X-ray scattering is dominated by heavy elements, due caution is taken
;
# end Validation Reply Form

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

_cell_length_a                   9.214(3)
_cell_length_b                   9.284(3)
_cell_length_c                   12.255(3)
_cell_angle_alpha                105.567(10)
_cell_angle_beta                 96.256(9)
_cell_angle_gamma                92.093(10)
_cell_volume                     1001.4(5)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    1702
_cell_measurement_temperature    100(5)
_cell_measurement_theta_max      24.043
_cell_measurement_theta_min      2.652
_shelx_estimated_absorpt_T_max   0.226
_shelx_estimated_absorpt_T_min   0.110
_exptl_absorpt_coefficient_mu    16.911
_exptl_absorpt_correction_T_max  0.745112
_exptl_absorpt_correction_T_min  0.343975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.0919 before and 0.0665 after correction.
 
For component 2:
 wR2(int) was 0.1759 before and 0.1002 after correction.
 The Ratio of minimum to maximum transmission is 0.46.

Final HKLF 4 output contains 32180 reflections, Rint = 0.1355
 (6277 with I > 3sig(I), Rint = 0.0792)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    2.627
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             732
_exptl_crystal_size_max          0.233
_exptl_crystal_size_mid          0.141
_exptl_crystal_size_min          0.125
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0923
_diffrn_reflns_Laue_measured_fraction_full 0.990
_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       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3378
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        24.723
_diffrn_reflns_theta_max         24.723
_diffrn_reflns_theta_min         2.992
_diffrn_ambient_temperature      100(5)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_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                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2455
_reflns_number_total             3378
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_refine_diff_density_max         1.792
_refine_diff_density_min         -1.545
_refine_diff_density_rms         0.269
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         3378
_refine_ls_number_restraints     114
_refine_ls_R_factor_all          0.1099
_refine_ls_R_factor_gt           0.0704
_refine_ls_restrained_S_all      1.025
_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)+(0.0369P)²+35.4947P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1481
_refine_ls_wR_factor_ref         0.1716
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.940(2)
 0.060(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups, All N(H,H,H) groups
3. Restrained distances
 C6-N5
 1.48 with sigma of 0.02
 C3-C4
 1.54 with sigma of 0.02
 C8-C12
 1.54 with sigma of 0.02
 C4-N5
 1.48 with sigma of 0.02
 C2-C3
 1.54 with sigma of 0.02
 C2-C6
 1.54 with sigma of 0.02
 N11-C10
 1.48 with sigma of 0.02
 C2-N1
 1.48 with sigma of 0.02
 N11-C12
 1.48 with sigma of 0.02
 N7-C8
 1.48 with sigma of 0.02
 C8-C9
 1.54 with sigma of 0.02
 C9-C10
 1.54 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(N11) \\sim Ueq, Uanis(C10) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C4) \\sim Ueq, Uanis(N5) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
5. Rigid body (RIGU) restrains
 C2, N1, C3, C6, C4, N5
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C8, N7, C12, C9, N11, C10
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
6.a Ternary CH refined with riding coordinates:
 C2(H2), C8(H8)
6.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), N5(H5A,H5B), C3(H3A,H3B), C12(H12A,H12B), N11(H11A,H11B), C6(H6A,
 H6B), C9(H9A,H9B), C10(H10A,H10B)
6.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), N7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.500000 -0.500000 0.500000 0.0311(3) Uani 1 2 d S . P . .
Br6 Br 0.75042(19) 0.5150(2) 1.03648(14) 0.0398(5) Uani 1 1 d . . . . .
Br5 Br 0.7493(2) -0.0125(2) 0.96483(15) 0.0405(5) Uani 1 1 d . . . . .
Br1 Br 0.5091(2) -0.3921(2) 0.74199(15) 0.0486(5) Uani 1 1 d . . . . .
Br3 Br 0.2862(3) -0.2868(3) 0.49202(16) 0.0658(7) Uani 1 1 d . . . . .
Br2 Br 0.2744(3) -0.7234(2) 0.4926(2) 0.0748(8) Uani 1 1 d . . . . .
Br4 Br 0.0106(3) 0.0881(3) 0.6935(3) 0.0746(8) Uani 1 1 d . . . . .
Cu1 Cu 0.000000 0.000000 0.500000 0.0624(11) Uani 1 2 d S . P . .
N1 N 0.492(2) 0.226(2) 0.9509(12) 0.057(3) Uani 1 1 d D . . . .
H1A H 0.547503 0.154637 0.969030 0.069 Uiso 1 1 calc R U . . .
H1B H 0.404784 0.223446 0.979695 0.069 Uiso 1 1 calc R U . . .
H1C H 0.539316 0.317695 0.981346 0.069 Uiso 1 1 calc R U . . .
C4 C 0.617(3) 0.075(2) 0.683(2) 0.089(5) Uani 1 1 d D U . . .
H4A H 0.586523 0.084877 0.605957 0.107 Uiso 1 1 calc R U . . .
H4B H 0.720459 0.048055 0.687063 0.107 Uiso 1 1 calc R U . . .
N5 N 0.526(2) -0.041(2) 0.7047(19) 0.089(5) Uani 1 1 d D U . . .
H5A H 0.580990 -0.093166 0.745554 0.107 Uiso 1 1 calc R U . . .
H5B H 0.486928 -0.106174 0.637460 0.107 Uiso 1 1 calc R U . . .
C3 C 0.604(3) 0.223(3) 0.7723(19) 0.078(4) Uani 1 1 d D . . . .
H3A H 0.594431 0.305996 0.736353 0.093 Uiso 1 1 calc R U . . .
H3B H 0.690228 0.246531 0.831431 0.093 Uiso 1 1 calc R U . . .
N7 N 0.996(2) 0.721(3) 0.9466(15) 0.086(5) Uani 1 1 d D . . . .
H7A H 1.066477 0.659957 0.960283 0.103 Uiso 1 1 calc R U . . .
H7B H 0.915332 0.702292 0.979096 0.103 Uiso 1 1 calc R U . . .
H7C H 1.029636 0.818295 0.976927 0.103 Uiso 1 1 calc R U . . .
C2 C 0.464(2) 0.195(2) 0.8240(14) 0.071(3) Uani 1 1 d D . . . .
H2 H 0.387529 0.260555 0.803980 0.085 Uiso 1 1 calc R U . . .
C12 C 1.091(3) 0.716(3) 0.760(2) 0.090(4) Uani 1 1 d D . . . .
H12A H 1.064417 0.776690 0.706949 0.107 Uiso 1 1 calc R U . . .
H12B H 1.172133 0.771232 0.817515 0.107 Uiso 1 1 calc R U . . .
N11 N 1.138(3) 0.571(2) 0.697(2) 0.109(6) Uani 1 1 d D U . . .
H11A H 1.156352 0.573827 0.626618 0.131 Uiso 1 1 calc R U . . .
H11B H 1.220865 0.548501 0.735054 0.131 Uiso 1 1 calc R U . . .
C6 C 0.410(2) 0.028(2) 0.769(2) 0.074(4) Uani 1 1 d D . . . .
H6A H 0.392108 -0.022254 0.828640 0.088 Uiso 1 1 calc R U . . .
H6B H 0.317517 0.020084 0.717398 0.088 Uiso 1 1 calc R U . . .
C8 C 0.956(3) 0.692(3) 0.8220(17) 0.088(4) Uani 1 1 d D . . . .
H8 H 0.874144 0.753119 0.804358 0.106 Uiso 1 1 calc R U . . .
C9 C 0.913(3) 0.521(3) 0.772(2) 0.088(5) Uani 1 1 d D . . . .
H9A H 0.917665 0.470380 0.833263 0.106 Uiso 1 1 calc R U . . .
H9B H 0.811963 0.504969 0.731299 0.106 Uiso 1 1 calc R U . . .
C10 C 1.023(3) 0.460(3) 0.688(3) 0.107(6) Uani 1 1 d D U . . .
H10A H 1.064044 0.370142 0.705606 0.129 Uiso 1 1 calc R U . . .
H10B H 0.971966 0.428904 0.609354 0.129 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 Br1 2.8548(19) 2_646 ?
Bi1 Br1 2.8548(19) . ?
Bi1 Br3 2.856(2) . ?
Bi1 Br3 2.855(2) 2_646 ?
Bi1 Br2 2.859(2) . ?
Bi1 Br2 2.859(2) 2_646 ?
Br4 Cu1 2.281(3) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N1 C2 1.495(16) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 N5 1.435(17) . ?
C4 C3 1.527(17) . ?
N5 H5A 0.9100 . ?
N5 H5B 0.9100 . ?
N5 C6 1.467(17) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C2 1.542(18) . ?
N7 H7A 0.9100 . ?
N7 H7B 0.9100 . ?
N7 H7C 0.9100 . ?
N7 C8 1.479(17) . ?
C2 H2 1.0000 . ?
C2 C6 1.554(18) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 N11 1.470(17) . ?
C12 C8 1.562(18) . ?
N11 H11A 0.9100 . ?
N11 H11B 0.9100 . ?
N11 C10 1.426(18) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C8 H8 1.0000 . ?
C8 C9 1.555(18) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.532(18) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?

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
Br1 Bi1 Br1 180.0 2_646 . ?
Br1 Bi1 Br3 94.80(5) . 2_646 ?
Br1 Bi1 Br3 85.20(5) . . ?
Br1 Bi1 Br3 85.20(5) 2_646 2_646 ?
Br1 Bi1 Br3 94.80(5) 2_646 . ?
Br1 Bi1 Br2 90.65(7) . . ?
Br1 Bi1 Br2 89.35(7) . 2_646 ?
Br1 Bi1 Br2 90.65(7) 2_646 2_646 ?
Br1 Bi1 Br2 89.35(7) 2_646 . ?
Br3 Bi1 Br3 180.00(12) 2_646 . ?
Br3 Bi1 Br2 90.32(8) . . ?
Br3 Bi1 Br2 89.68(8) 2_646 . ?
Br3 Bi1 Br2 89.68(8) . 2_646 ?
Br3 Bi1 Br2 90.32(8) 2_646 2_646 ?
Br2 Bi1 Br2 180.0 . 2_646 ?
Br4 Cu1 Br4 180.0 2_556 . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 N1 H1A 109.5 . . ?
C2 N1 H1B 109.5 . . ?
C2 N1 H1C 109.5 . . ?
H4A C4 H4B 108.2 . . ?
N5 C4 H4A 109.8 . . ?
N5 C4 H4B 109.8 . . ?
N5 C4 C3 109.5(19) . . ?
C3 C4 H4A 109.8 . . ?
C3 C4 H4B 109.8 . . ?
C4 N5 H5A 109.9 . . ?
C4 N5 H5B 109.9 . . ?
C4 N5 C6 108.8(18) . . ?
H5A N5 H5B 108.3 . . ?
C6 N5 H5A 109.9 . . ?
C6 N5 H5B 109.9 . . ?
C4 C3 H3A 111.0 . . ?
C4 C3 H3B 111.0 . . ?
C4 C3 C2 103.8(18) . . ?
H3A C3 H3B 109.0 . . ?
C2 C3 H3A 111.0 . . ?
C2 C3 H3B 111.0 . . ?
H7A N7 H7B 109.5 . . ?
H7A N7 H7C 109.5 . . ?
H7B N7 H7C 109.5 . . ?
C8 N7 H7A 109.5 . . ?
C8 N7 H7B 109.5 . . ?
C8 N7 H7C 109.5 . . ?
N1 C2 C3 111.8(18) . . ?
N1 C2 H2 109.3 . . ?
N1 C2 C6 110.1(17) . . ?
C3 C2 H2 109.3 . . ?
C3 C2 C6 106.9(17) . . ?
C6 C2 H2 109.3 . . ?
H12A C12 H12B 108.2 . . ?
N11 C12 H12A 109.6 . . ?
N11 C12 H12B 109.6 . . ?
N11 C12 C8 110(2) . . ?
C8 C12 H12A 109.6 . . ?
C8 C12 H12B 109.6 . . ?
C12 N11 H11A 110.1 . . ?
C12 N11 H11B 110.1 . . ?
H11A N11 H11B 108.4 . . ?
C10 N11 C12 108(2) . . ?
C10 N11 H11A 110.1 . . ?
C10 N11 H11B 110.1 . . ?
N5 C6 C2 106.0(18) . . ?
N5 C6 H6A 110.5 . . ?
N5 C6 H6B 110.5 . . ?
C2 C6 H6A 110.5 . . ?
C2 C6 H6B 110.5 . . ?
H6A C6 H6B 108.7 . . ?
N7 C8 C12 112(2) . . ?
N7 C8 H8 111.3 . . ?
N7 C8 C9 108(2) . . ?
C12 C8 H8 111.3 . . ?
C9 C8 C12 102.9(19) . . ?
C9 C8 H8 111.3 . . ?
C8 C9 H9A 110.4 . . ?
C8 C9 H9B 110.4 . . ?
H9A C9 H9B 108.6 . . ?
C10 C9 C8 107(2) . . ?
C10 C9 H9A 110.4 . . ?
C10 C9 H9B 110.4 . . ?
N11 C10 C9 110(2) . . ?
N11 C10 H10A 109.6 . . ?
N11 C10 H10B 109.6 . . ?
C9 C10 H10A 109.6 . . ?
C9 C10 H10B 109.6 . . ?
H10A C10 H10B 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
N1 C2 C6 N5 -113(2) . . . . ?
C4 N5 C6 C2 -20(3) . . . . ?
C4 C3 C2 N1 125(2) . . . . ?
C4 C3 C2 C6 4(3) . . . . ?
N5 C4 C3 C2 -17(3) . . . . ?
C3 C4 N5 C6 24(3) . . . . ?
C3 C2 C6 N5 9(3) . . . . ?
N7 C8 C9 C10 -118(2) . . . . ?
C12 N11 C10 C9 -15(4) . . . . ?
C12 C8 C9 C10 1(3) . . . . ?
N11 C12 C8 N7 106(3) . . . . ?
N11 C12 C8 C9 -9(3) . . . . ?
C8 C12 N11 C10 15(3) . . . . ?
C8 C9 C10 N11 9(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.940(2)
2 0.060(2)

####################################################################### 
# 
# 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_mo_EDCuBiClI
_database_code_depnum_ccdc_archive 'CCDC 2243244'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-02-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Bi Cu I8, 4(Cl), 4(C2 H10 N2)'
_chemical_formula_sum            'C8 H40 Bi Cl4 Cu I8 N8'
_chemical_formula_weight         1678.00
_chemical_absolute_configuration .
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   20.749(3)
_cell_length_b                   9.0030(9)
_cell_length_c                   9.8332(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1836.9(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2234
_cell_measurement_temperature    100(5)
_cell_measurement_theta_max      24.474
_cell_measurement_theta_min      2.853
_shelx_estimated_absorpt_T_max   0.700
_shelx_estimated_absorpt_T_min   0.491
_exptl_absorpt_coefficient_mu    12.391
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.6401
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0835 before and 0.0708 after correction.
The Ratio of minimum to maximum transmission is 0.8591.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    3.034
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1496
_exptl_crystal_size_max          0.067
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.031
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0849
_diffrn_reflns_av_unetI/netI     0.0535
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            17363
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.722
_diffrn_reflns_theta_max         24.722
_diffrn_reflns_theta_min         2.292
_diffrn_ambient_temperature      100(5)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  apex
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.725
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                2870
_reflns_number_total             3148
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.963
_refine_diff_density_min         -1.017
_refine_diff_density_rms         0.213
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.434(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     152
_refine_ls_number_reflns         3148
_refine_ls_number_restraints     43
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0323
_refine_ls_restrained_S_all      1.040
_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)+(0.0162P)²+8.2701P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0620
_refine_ls_wR_factor_ref         0.0660
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.566(11)
 0.434(11)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H,H) groups
3. Restrained distances
 I004-Cu06 \\sim I004-Cu
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(Cu) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.001
Uanis(Cu06) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
5. Rigid body (RIGU) restrains
 N00B, C009, C00F, N00A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 Cu06, Cu
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 N00D, C00E, C00G, N00C
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
6. Others
 Sof(Cu)=0.5*(1-FVAR(2))
 Sof(Cu06)=0.5*FVAR(2)
7.a Secondary CH2 refined with riding coordinates:
 C009(H00A,H00B), C00E(H00Q,H00R), C00F(H00I,H00J), C00G(H00S,H00T)
7.b Idealised Me refined as rotating group:
 N00A(H00C,H00D,H00E), N00B(H00F,H00G,H00H), N00C(H00K,H00L,H00M), N00D(H00N,
 H00O,H00P)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Bi01 Bi 0.500000 0.000000 0.42775(9) 0.01250(19) Uani 1 2 d S T P A .
I002 I 0.64580(5) 0.05654(10) 0.44802(10) 0.0147(2) Uani 1 1 d . . . . .
I003 I 0.48031(5) 0.23383(11) 0.65986(10) 0.0155(2) Uani 1 1 d . . . . .
I004 I 0.61277(5) 0.45521(11) 0.91547(11) 0.0176(2) Uani 1 1 d D . . . .
I005 I 0.51578(5) -0.23295(11) 0.20772(10) 0.0161(2) Uani 1 1 d . . . . .
Cu06 Cu 0.500000 0.500000 0.838(3) 0.011(9) Uani 0.23(7) 2 d DS TU P A 1
Cl07 Cl 0.77042(18) 0.2102(4) 0.7930(4) 0.0136(8) Uani 1 1 d . . . . .
Cl08 Cl 0.26151(18) 0.1986(4) 0.7716(4) 0.0151(8) Uani 1 1 d . . . . .
C009 C 0.3932(7) 0.5326(15) 0.4239(16) 0.016(3) Uani 1 1 d . . . . .
H00A H 0.410416 0.629954 0.453314 0.019 Uiso 1 1 calc R U . . .
H00B H 0.428611 0.459290 0.430695 0.019 Uiso 1 1 calc R U . . .
N00A N 0.3233(6) 0.3264(13) 0.5077(13) 0.016(3) Uani 1 1 d . . . . .
H00C H 0.313647 0.305240 0.419559 0.019 Uiso 1 1 calc R U . . .
H00D H 0.288606 0.305842 0.561143 0.019 Uiso 1 1 calc R U . . .
H00E H 0.357414 0.270230 0.534803 0.019 Uiso 1 1 calc R U . . .
N00B N 0.3730(6) 0.5439(15) 0.2798(13) 0.017(3) Uani 1 1 d . . . . .
H00F H 0.405549 0.584389 0.230017 0.020 Uiso 1 1 calc R U . . .
H00G H 0.337438 0.602623 0.273641 0.020 Uiso 1 1 calc R U . . .
H00H H 0.363700 0.451780 0.247309 0.020 Uiso 1 1 calc R U . . .
N00C N 0.7203(5) 0.0208(13) 1.0597(13) 0.017(3) Uani 1 1 d . . . . .
H00K H 0.739060 0.072778 1.128532 0.020 Uiso 1 1 calc R U . . .
H00L H 0.738367 0.048186 0.979102 0.020 Uiso 1 1 calc R U . . .
H00M H 0.726593 -0.078102 1.073185 0.020 Uiso 1 1 calc R U . . .
N00D N 0.6292(6) 0.0565(15) 0.8079(13) 0.017(3) Uani 1 1 d . . . . .
H00N H 0.614212 0.151476 0.809706 0.020 Uiso 1 1 calc R U . . .
H00O H 0.610114 0.006271 0.738370 0.020 Uiso 1 1 calc R U . . .
H00P H 0.672613 0.057190 0.795573 0.020 Uiso 1 1 calc R U . . .
C00E C 0.6137(7) -0.0176(16) 0.9383(16) 0.017(3) Uani 1 1 d . . . . .
H00Q H 0.625403 -0.124014 0.932171 0.021 Uiso 1 1 calc R U . . .
H00R H 0.566763 -0.011087 0.955059 0.021 Uiso 1 1 calc R U . . .
C00F C 0.3400(8) 0.4872(17) 0.5204(16) 0.020(3) Uani 1 1 d . . . . .
H00I H 0.353796 0.507984 0.614867 0.024 Uiso 1 1 calc R U . . .
H00J H 0.301211 0.547700 0.501477 0.024 Uiso 1 1 calc R U . . .
C00G C 0.6497(7) 0.0531(18) 1.0567(18) 0.023(3) Uani 1 1 d . . . . .
H00S H 0.643629 0.162097 1.052467 0.028 Uiso 1 1 calc R U . . .
H00T H 0.630339 0.017782 1.142753 0.028 Uiso 1 1 calc R U . . .
Cu Cu 0.5026(6) 0.535(2) 0.869(2) 0.038(3) Uani 0.38(4) 1 d D U P A 2


_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
Bi01 I002 3.0743(10) 2_655 ?
Bi01 I002 3.0743(10) . ?
Bi01 I003 3.1317(12) 2_655 ?
Bi01 I003 3.1317(12) . ?
Bi01 I005 3.0310(12) 2_655 ?
Bi01 I005 3.0310(12) . ?
I003 Cu06 2.996(19) . ?
I003 Cu 2.951(8) 2_665 ?
I004 Cu06 2.494(10) . ?
I004 Cu 2.438(11) . ?
I004 Cu 2.438(11) 2_665 ?
C009 H00A 0.9900 . ?
C009 H00B 0.9900 . ?
C009 N00B 1.481(19) . ?
C009 C00F 1.51(2) . ?
N00A H00C 0.9100 . ?
N00A H00D 0.9100 . ?
N00A H00E 0.9100 . ?
N00A C00F 1.494(19) . ?
N00B H00F 0.9100 . ?
N00B H00G 0.9100 . ?
N00B H00H 0.9100 . ?
N00C H00K 0.9100 . ?
N00C H00L 0.9100 . ?
N00C H00M 0.9100 . ?
N00C C00G 1.494(19) . ?
N00D H00N 0.9100 . ?
N00D H00O 0.9100 . ?
N00D H00P 0.9100 . ?
N00D C00E 1.480(19) . ?
C00E H00Q 0.9900 . ?
C00E H00R 0.9900 . ?
C00E C00G 1.52(2) . ?
C00F H00I 0.9900 . ?
C00F H00J 0.9900 . ?
C00G H00S 0.9900 . ?
C00G H00T 0.9900 . ?
Cu Cu 0.63(4) 2_665 ?

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
I002 Bi01 I002 172.57(5) 2_655 . ?
I002 Bi01 I003 88.27(3) 2_655 2_655 ?
I002 Bi01 I003 86.31(3) . 2_655 ?
I002 Bi01 I003 88.27(3) . . ?
I002 Bi01 I003 86.31(3) 2_655 . ?
I003 Bi01 I003 86.43(4) . 2_655 ?
I005 Bi01 I002 93.13(3) . . ?
I005 Bi01 I002 92.18(3) 2_655 . ?
I005 Bi01 I002 93.13(3) 2_655 2_655 ?
I005 Bi01 I002 92.18(3) . 2_655 ?
I005 Bi01 I003 92.35(3) 2_655 . ?
I005 Bi01 I003 178.09(3) . . ?
I005 Bi01 I003 178.09(3) 2_655 2_655 ?
I005 Bi01 I003 92.35(3) . 2_655 ?
I005 Bi01 I005 88.90(4) 2_655 . ?
Cu06 I003 Bi01 161.1(3) . . ?
Cu I003 Bi01 165.3(3) 2_665 . ?
Cu I004 Cu 14.9(9) 2_665 . ?
I003 Cu06 I003 108.5(10) 2_665 . ?
I004 Cu06 I003 100.4(3) 2_665 . ?
I004 Cu06 I003 100.4(3) . 2_665 ?
I004 Cu06 I003 100.2(3) . . ?
I004 Cu06 I003 100.2(3) 2_665 2_665 ?
I004 Cu06 I004 144.4(14) 2_665 . ?
H00A C009 H00B 107.6 . . ?
N00B C009 H00A 108.7 . . ?
N00B C009 H00B 108.7 . . ?
N00B C009 C00F 114.4(12) . . ?
C00F C009 H00A 108.7 . . ?
C00F C009 H00B 108.7 . . ?
H00C N00A H00D 109.5 . . ?
H00C N00A H00E 109.5 . . ?
H00D N00A H00E 109.5 . . ?
C00F N00A H00C 109.5 . . ?
C00F N00A H00D 109.5 . . ?
C00F N00A H00E 109.5 . . ?
C009 N00B H00F 109.5 . . ?
C009 N00B H00G 109.5 . . ?
C009 N00B H00H 109.5 . . ?
H00F N00B H00G 109.5 . . ?
H00F N00B H00H 109.5 . . ?
H00G N00B H00H 109.5 . . ?
H00K N00C H00L 109.5 . . ?
H00K N00C H00M 109.5 . . ?
H00L N00C H00M 109.5 . . ?
C00G N00C H00K 109.5 . . ?
C00G N00C H00L 109.5 . . ?
C00G N00C H00M 109.5 . . ?
H00N N00D H00O 109.5 . . ?
H00N N00D H00P 109.5 . . ?
H00O N00D H00P 109.5 . . ?
C00E N00D H00N 109.5 . . ?
C00E N00D H00O 109.5 . . ?
C00E N00D H00P 109.5 . . ?
N00D C00E H00Q 109.3 . . ?
N00D C00E H00R 109.3 . . ?
N00D C00E C00G 111.6(12) . . ?
H00Q C00E H00R 108.0 . . ?
C00G C00E H00Q 109.3 . . ?
C00G C00E H00R 109.3 . . ?
C009 C00F H00I 109.1 . . ?
C009 C00F H00J 109.1 . . ?
N00A C00F C009 112.3(13) . . ?
N00A C00F H00I 109.1 . . ?
N00A C00F H00J 109.1 . . ?
H00I C00F H00J 107.9 . . ?
N00C C00G C00E 114.5(13) . . ?
N00C C00G H00S 108.6 . . ?
N00C C00G H00T 108.6 . . ?
C00E C00G H00S 108.6 . . ?
C00E C00G H00T 108.6 . . ?
H00S C00G H00T 107.6 . . ?
I004 Cu I003 103.0(3) . 2_665 ?
I004 Cu I003 102.8(3) 2_665 2_665 ?
I004 Cu I004 153.7(5) 2_665 . ?
Cu Cu I004 82.5(19) 2_665 . ?

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
N00B C009 C00F N00A 73.8(16) . . . . ?
N00D C00E C00G N00C -72.1(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.566(11)
2 0.434(11)

####################################################################### 
# 
# 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_mo_EDAgBiClBr
_database_code_depnum_ccdc_archive 'CCDC 2243242'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-01-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'Bi Br5.936, Ag Br2.064, 1.475(Br), 4(C2 H10 N2), 2.525(Cl)'
_chemical_formula_sum            'C8 H40 Ag Bi Br9.47 Cl2.53 N8'
_chemical_formula_weight         1411.76
_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'
Ag Ag -0.8971 1.1015 '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'
Br Br -0.2901 2.4595 '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'

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

_cell_length_a                   8.8306(5)
_cell_length_b                   8.8403(5)
_cell_length_c                   11.1883(6)
_cell_angle_alpha                107.385(2)
_cell_angle_beta                 94.196(2)
_cell_angle_gamma                92.878(2)
_cell_volume                     828.90(8)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4731
_cell_measurement_temperature    100(5)
_cell_measurement_theta_max      26.34
_cell_measurement_theta_min      2.42
_shelx_estimated_absorpt_T_max   0.273
_shelx_estimated_absorpt_T_min   0.273
_exptl_absorpt_coefficient_mu    17.523
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6660
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0831 before and 0.0696 after correction.
The Ratio of minimum to maximum transmission is 0.8935.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.828
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.088
_exptl_crystal_size_min          0.071
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0735
_diffrn_reflns_av_unetI/netI     0.0423
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            25474
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.456
_diffrn_reflns_theta_min         2.591
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_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                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2994
_reflns_number_total             3397
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.308
_refine_diff_density_min         -1.455
_refine_diff_density_rms         0.200
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     149
_refine_ls_number_reflns         3397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0299
_refine_ls_restrained_S_all      1.036
_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)+(0.0269P)²+3.8908P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0681
_refine_ls_wR_factor_ref         0.0717
_refine_special_details          ?
_olex2_refinement_description    
;
1. Shared sites
{Br07, Cl07}
{Br1B, Cl1}
2. Uiso/Uaniso restraints and constraints
Uanis(Br) = Uanis(Br04)
Uanis(Br07) = Uanis(Cl07)
Uanis(Br1B) = Uanis(Cl1)
3. Others
 Sof(Br)=1-FVAR(1)
 Sof(Br04)=FVAR(1)
 Sof(Cl07)=1-FVAR(2)
 Sof(Br07)=FVAR(2)
 Sof(Cl1)=1-FVAR(3)
 Sof(Br1B)=FVAR(3)
4.a Secondary CH2 refined with riding coordinates:
 C00D(H00G,H00H), C00E(H00Q,H00R), C00F(H00I,H00J), C00G(H00S,H00T)
4.b Idealised Me refined as rotating group:
 N009(H00A,H00B,H00C), N00A(H00K,H00L,H00M), N00B(H00D,H00E,H00F), N00C(H00N,
 H00O,H00P)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Bi01 Bi 1.000000 0.500000 1.000000 0.00942(9) Uani 1 2 d S . P . .
Ag02 Ag 0.500000 1.000000 1.000000 0.02299(17) Uani 1 2 d S . P . .
Br03 Br 0.76466(6) 0.26389(7) 1.00129(5) 0.01589(14) Uani 1 1 d . . . . .
Br04 Br 0.77147(7) 0.69758(7) 0.94606(5) 0.01500(15) Uani 0.9679(13) 1 d . . P
A 1
Br05 Br 0.48041(7) 0.90384(7) 0.76396(5) 0.01668(14) Uani 1 1 d . . . B 1
Br06 Br 0.97823(7) 0.64623(7) 1.25675(5) 0.01792(14) Uani 1 1 d . . . . .
Br07 Br 0.71991(8) 0.54143(9) 0.52830(7) 0.0140(3) Uani 0.599(5) 1 d . . P C 3
N009 N 1.0444(5) 0.7444(5) 0.5640(4) 0.0108(9) Uani 1 1 d . . . . .
H00A H 1.097426 0.661560 0.523529 0.013 Uiso 1 1 calc R U . . .
H00B H 1.076468 0.833036 0.544711 0.013 Uiso 1 1 calc R U . . .
H00C H 0.943310 0.720728 0.539271 0.013 Uiso 1 1 calc R U . . .
N00A N 0.4323(6) 0.5267(6) 0.7628(5) 0.0202(11) Uani 1 1 d . . . . .
H00K H 0.369096 0.579037 0.819248 0.024 Uiso 1 1 calc R U . . .
H00L H 0.390224 0.513748 0.683331 0.024 Uiso 1 1 calc R U . . .
H00M H 0.523711 0.584171 0.775676 0.024 Uiso 1 1 calc R U . . .
N00B N 0.8585(6) 0.9456(6) 0.7700(5) 0.0197(11) Uani 1 1 d . . . . .
H00D H 0.824243 0.948177 0.692001 0.024 Uiso 1 1 calc R U . . .
H00E H 0.835548 1.035595 0.828642 0.024 Uiso 1 1 calc R U . . .
H00F H 0.813142 0.859234 0.785059 0.024 Uiso 1 1 calc R U . . .
N00C N 0.5392(5) 0.2344(6) 0.5684(4) 0.0138(10) Uani 1 1 d . . . . .
H00N H 0.441327 0.191312 0.550608 0.017 Uiso 1 1 calc R U . . .
H00O H 0.602831 0.160700 0.530300 0.017 Uiso 1 1 calc R U . . .
H00P H 0.549061 0.320080 0.539599 0.017 Uiso 1 1 calc R U . . .
C00D C 1.0707(7) 0.7738(7) 0.7025(5) 0.0142(12) Uani 1 1 d . . . . .
H00G H 1.179914 0.765824 0.724932 0.017 Uiso 1 1 calc R U . . .
H00H H 1.011536 0.690535 0.725827 0.017 Uiso 1 1 calc R U . . .
C00E C 0.4551(7) 0.3690(7) 0.7792(5) 0.0149(12) Uani 1 1 d . . . . .
H00Q H 0.358418 0.301473 0.752094 0.018 Uiso 1 1 calc R U . . .
H00R H 0.480465 0.382667 0.869624 0.018 Uiso 1 1 calc R U . . .
C00F C 1.0252(7) 0.9356(7) 0.7771(5) 0.0158(12) Uani 1 1 d . . . . .
H00I H 1.065095 0.958496 0.866234 0.019 Uiso 1 1 calc R U . . .
H00J H 1.072384 1.017715 0.744742 0.019 Uiso 1 1 calc R U . . .
C00G C 0.5788(6) 0.2852(7) 0.7063(5) 0.0142(12) Uani 1 1 d . . . . .
H00S H 0.673041 0.357076 0.726845 0.017 Uiso 1 1 calc R U . . .
H00T H 0.600011 0.190568 0.732961 0.017 Uiso 1 1 calc R U . . .
Cl07 Cl 0.71991(8) 0.54143(9) 0.52830(7) 0.0140(3) Uani 0.401(5) 1 d . . P C 4
Br Br 0.722(2) 0.798(2) 1.0538(16) 0.01500(15) Uani 0.0321(13) 1 d . . P A 2
Cl1 Cl 0.77640(13) 0.96975(13) 1.49654(11) 0.0144(4) Uani 0.861(5) 1 d . . P D
6
Br1B Br 0.77640(13) 0.96975(13) 1.49654(11) 0.0144(4) Uani 0.139(5) 1 d . . P D
5


_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
Bi01 Br03 2.8744(6) 2_767 ?
Bi01 Br03 2.8744(6) . ?
Bi01 Br04 2.8798(6) 2_767 ?
Bi01 Br04 2.8799(6) . ?
Bi01 Br06 2.8012(6) . ?
Bi01 Br06 2.8012(6) 2_767 ?
Ag02 Br05 2.5107(6) 2_677 ?
Ag02 Br05 2.5107(6) . ?
Ag02 Br 2.868(17) . ?
Ag02 Br 2.868(17) 2_677 ?
N009 H00A 0.9100 . ?
N009 H00B 0.9100 . ?
N009 H00C 0.9100 . ?
N009 C00D 1.491(7) . ?
N00A H00K 0.9100 . ?
N00A H00L 0.9100 . ?
N00A H00M 0.9100 . ?
N00A C00E 1.480(7) . ?
N00B H00D 0.9100 . ?
N00B H00E 0.9100 . ?
N00B H00F 0.9100 . ?
N00B C00F 1.477(8) . ?
N00C H00N 0.9100 . ?
N00C H00O 0.9100 . ?
N00C H00P 0.9100 . ?
N00C C00G 1.482(7) . ?
C00D H00G 0.9900 . ?
C00D H00H 0.9900 . ?
C00D C00F 1.516(8) . ?
C00E H00Q 0.9900 . ?
C00E H00R 0.9900 . ?
C00E C00G 1.503(8) . ?
C00F H00I 0.9900 . ?
C00F H00J 0.9900 . ?
C00G H00S 0.9900 . ?
C00G H00T 0.9900 . ?

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
Br03 Bi01 Br03 180.0 2_767 . ?
Br03 Bi01 Br04 90.254(17) . 2_767 ?
Br03 Bi01 Br04 89.746(17) . . ?
Br03 Bi01 Br04 90.254(17) 2_767 . ?
Br03 Bi01 Br04 89.746(17) 2_767 2_767 ?
Br04 Bi01 Br04 180.0 2_767 . ?
Br06 Bi01 Br03 90.571(17) . 2_767 ?
Br06 Bi01 Br03 90.571(17) 2_767 . ?
Br06 Bi01 Br03 89.429(17) 2_767 2_767 ?
Br06 Bi01 Br03 89.429(17) . . ?
Br06 Bi01 Br04 91.491(17) 2_767 . ?
Br06 Bi01 Br04 88.509(17) . . ?
Br06 Bi01 Br04 91.491(17) . 2_767 ?
Br06 Bi01 Br04 88.510(17) 2_767 2_767 ?
Br06 Bi01 Br06 180.00(3) . 2_767 ?
Br05 Ag02 Br05 180.0 2_677 . ?
Br05 Ag02 Br 80.3(4) . 2_677 ?
Br05 Ag02 Br 99.7(3) 2_677 2_677 ?
Br Ag02 Br 180.0 2_677 . ?
H00A N009 H00B 109.5 . . ?
H00A N009 H00C 109.5 . . ?
H00B N009 H00C 109.5 . . ?
C00D N009 H00A 109.5 . . ?
C00D N009 H00B 109.5 . . ?
C00D N009 H00C 109.5 . . ?
H00K N00A H00L 109.5 . . ?
H00K N00A H00M 109.5 . . ?
H00L N00A H00M 109.5 . . ?
C00E N00A H00K 109.5 . . ?
C00E N00A H00L 109.5 . . ?
C00E N00A H00M 109.5 . . ?
H00D N00B H00E 109.5 . . ?
H00D N00B H00F 109.5 . . ?
H00E N00B H00F 109.5 . . ?
C00F N00B H00D 109.5 . . ?
C00F N00B H00E 109.5 . . ?
C00F N00B H00F 109.5 . . ?
H00N N00C H00O 109.5 . . ?
H00N N00C H00P 109.5 . . ?
H00O N00C H00P 109.5 . . ?
C00G N00C H00N 109.5 . . ?
C00G N00C H00O 109.5 . . ?
C00G N00C H00P 109.5 . . ?
N009 C00D H00G 109.1 . . ?
N009 C00D H00H 109.1 . . ?
N009 C00D C00F 112.5(5) . . ?
H00G C00D H00H 107.8 . . ?
C00F C00D H00G 109.1 . . ?
C00F C00D H00H 109.1 . . ?
N00A C00E H00Q 108.9 . . ?
N00A C00E H00R 108.9 . . ?
N00A C00E C00G 113.5(5) . . ?
H00Q C00E H00R 107.7 . . ?
C00G C00E H00Q 108.9 . . ?
C00G C00E H00R 108.9 . . ?
N00B C00F C00D 112.6(5) . . ?
N00B C00F H00I 109.1 . . ?
N00B C00F H00J 109.1 . . ?
C00D C00F H00I 109.1 . . ?
C00D C00F H00J 109.1 . . ?
H00I C00F H00J 107.8 . . ?
N00C C00G C00E 113.0(5) . . ?
N00C C00G H00S 109.0 . . ?
N00C C00G H00T 109.0 . . ?
C00E C00G H00S 109.0 . . ?
C00E C00G H00T 109.0 . . ?
H00S C00G H00T 107.8 . . ?

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
N009 C00D C00F N00B 70.9(6) . . . . ?
N00A C00E C00G N00C -68.5(6) . . . . ?

_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_mo_EDAgBiBr
_database_code_depnum_ccdc_archive 'CCDC 2243240'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-02-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Bi Br6, 4(C2 H10 N2), Ag Br2, 4(Br)'
_chemical_formula_sum            'C8 H40 Ag Bi Br12 N8'
_chemical_formula_weight         1524.25
_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'
Ag Ag -0.8971 1.1015 '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'
Br Br -0.2901 2.4595 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9996(4)
_cell_length_b                   9.0011(4)
_cell_length_c                   11.2290(5)
_cell_angle_alpha                108.040(2)
_cell_angle_beta                 94.137(2)
_cell_angle_gamma                92.587(2)
_cell_volume                     860.46(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    5127
_cell_measurement_temperature    100(5)
_cell_measurement_theta_max      26.375
_cell_measurement_theta_min      2.385
_shelx_estimated_absorpt_T_max   0.277
_shelx_estimated_absorpt_T_min   0.125
_exptl_absorpt_coefficient_mu    19.621
_exptl_absorpt_correction_T_max  0.693898
_exptl_absorpt_correction_T_min  0.421542
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.0977 before and 0.0713 after correction.
 
For component 2:
 wR2(int) was 0.1406 before and 0.0772 after correction.
 The Ratio of minimum to maximum transmission is 0.61.

Final HKLF 4 output contains 20151 reflections, Rint = 0.0729
 (9597 with I > 3sig(I), Rint = 0.0596)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.942
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             694
_exptl_crystal_size_max          0.181
_exptl_crystal_size_mid          0.095
_exptl_crystal_size_min          0.088
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0547
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3416
_diffrn_reflns_point_group_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.390
_diffrn_reflns_theta_min         2.275
_diffrn_ambient_temperature      100(5)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.967
_diffrn_measured_fraction_theta_max 0.970
_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                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3035
_reflns_number_total             3416
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_refine_diff_density_max         1.398
_refine_diff_density_min         -1.362
_refine_diff_density_rms         0.230
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     144
_refine_ls_number_reflns         3416
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0317
_refine_ls_restrained_S_all      1.037
_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)+(0.0191P)²+2.5192P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0739
_refine_ls_wR_factor_ref         0.0786
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.471(2)
 0.529(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H,H) groups
3. Rigid body (RIGU) restrains
 N1, N4, C3, C2
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 N8, N5, C6, C7
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
4.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C6(H6A,H6B), C2(H2A,H2B), C7(H7A,H7B)
4.b Idealised Me refined as rotating group:
 N5(H5A,H5B,H5C), N4(H4A,H4B,H4C), N1(H1A,H1B,H1C), N8(H8A,H8B,H8C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.500000 0.000000 0.000000 0.00780(10) Uani 1 2 d S . P . .
Ag1 Ag 1.000000 0.500000 0.000000 0.0249(2) Uani 1 2 d S . P . .
Br5 Br 0.72135(13) 0.53139(13) 0.50385(6) 0.01003(14) Uani 1 1 d . . . . .
Br3 Br 0.72910(8) 0.23540(8) 0.00025(8) 0.01152(14) Uani 1 1 d . . . . .
Br6 Br 0.78183(13) -0.04301(13) 0.47022(6) 0.01055(14) Uani 1 1 d . . . . .
Br4 Br 1.01623(11) 0.59863(11) 0.23472(6) 0.01398(15) Uani 1 1 d . . . . .
Br2 Br 0.47838(12) 0.13915(13) 0.25837(6) 0.01535(17) Uani 1 1 d . . . . .
Br1 Br 0.72893(9) -0.19374(9) 0.04960(6) 0.01392(15) Uani 1 1 d . . . . .
N5 N 0.4533(10) -0.2428(11) 0.4323(5) 0.0098(11) Uani 1 1 d . . . . .
H5A H 0.553445 -0.229520 0.454335 0.012 Uiso 1 1 calc R U . . .
H5B H 0.413574 -0.322732 0.456199 0.012 Uiso 1 1 calc R U . . .
H5C H 0.410112 -0.153044 0.471154 0.012 Uiso 1 1 calc R U . . .
N4 N 0.9565(11) 0.2583(10) 0.4276(5) 0.0121(11) Uani 1 1 d . . . . .
H4A H 1.051093 0.303486 0.449518 0.014 Uiso 1 1 calc R U . . .
H4B H 0.947358 0.172299 0.453605 0.014 Uiso 1 1 calc R U . . .
H4C H 0.890490 0.328045 0.464743 0.014 Uiso 1 1 calc R U . . .
N1 N 1.0633(8) -0.0307(8) 0.2333(6) 0.0167(15) Uani 1 1 d . . . . .
H1A H 1.125923 -0.085740 0.178518 0.020 Uiso 1 1 calc R U . . .
H1B H 0.971709 -0.083408 0.217957 0.020 Uiso 1 1 calc R U . . .
H1C H 1.100646 -0.018905 0.313496 0.020 Uiso 1 1 calc R U . . .
N8 N 0.6444(7) -0.4334(8) 0.2240(7) 0.0158(14) Uani 1 1 d . . . . .
H8A H 0.670849 -0.525347 0.171062 0.019 Uiso 1 1 calc R U . . .
H8B H 0.684767 -0.420751 0.303473 0.019 Uiso 1 1 calc R U . . .
H8C H 0.678879 -0.352571 0.198584 0.019 Uiso 1 1 calc R U . . .
C3 C 0.9242(14) 0.2103(13) 0.2874(6) 0.0144(13) Uani 1 1 d . . . . .
H3A H 0.907014 0.304763 0.262270 0.017 Uiso 1 1 calc R U . . .
H3B H 0.831314 0.140656 0.262580 0.017 Uiso 1 1 calc R U . . .
C6 C 0.4250(13) -0.2803(13) 0.2938(6) 0.0113(12) Uani 1 1 d . . . . .
H6A H 0.475964 -0.197271 0.267665 0.014 Uiso 1 1 calc R U . . .
H6B H 0.316454 -0.280508 0.271790 0.014 Uiso 1 1 calc R U . . .
C2 C 1.0498(9) 0.1261(9) 0.2171(8) 0.0151(16) Uani 1 1 d . . . . .
H2A H 1.030468 0.113695 0.126497 0.018 Uiso 1 1 calc R U . . .
H2B H 1.145143 0.190233 0.248541 0.018 Uiso 1 1 calc R U . . .
C7 C 0.4781(8) -0.4360(9) 0.2221(7) 0.0119(14) Uani 1 1 d . . . . .
H7A H 0.442274 -0.516276 0.258895 0.014 Uiso 1 1 calc R U . . .
H7B H 0.434179 -0.466381 0.133757 0.014 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 Br3 2.8882(6) 2_655 ?
Bi1 Br3 2.8882(6) . ?
Bi1 Br2 2.8065(6) . ?
Bi1 Br2 2.8065(6) 2_655 ?
Bi1 Br1 2.8907(6) . ?
Bi1 Br1 2.8907(6) 2_655 ?
Ag1 Br4 2.4979(6) 2_765 ?
Ag1 Br4 2.4979(6) . ?
N5 H5A 0.9100 . ?
N5 H5B 0.9100 . ?
N5 H5C 0.9100 . ?
N5 C6 1.485(8) . ?
N4 H4A 0.9100 . ?
N4 H4B 0.9100 . ?
N4 H4C 0.9100 . ?
N4 C3 1.501(8) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N1 C2 1.487(9) . ?
N8 H8A 0.9100 . ?
N8 H8B 0.9100 . ?
N8 H8C 0.9100 . ?
N8 C7 1.494(10) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C2 1.520(11) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.503(10) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?

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
Br3 Bi1 Br3 180.0 2_655 . ?
Br3 Bi1 Br1 90.50(2) 2_655 . ?
Br3 Bi1 Br1 89.50(3) . . ?
Br3 Bi1 Br1 89.50(2) 2_655 2_655 ?
Br3 Bi1 Br1 90.50(2) . 2_655 ?
Br2 Bi1 Br3 91.23(3) . . ?
Br2 Bi1 Br3 91.23(3) 2_655 2_655 ?
Br2 Bi1 Br3 88.77(3) 2_655 . ?
Br2 Bi1 Br3 88.77(3) . 2_655 ?
Br2 Bi1 Br2 180.0 . 2_655 ?
Br2 Bi1 Br1 91.227(19) 2_655 2_655 ?
Br2 Bi1 Br1 91.226(19) . . ?
Br2 Bi1 Br1 88.774(19) . 2_655 ?
Br2 Bi1 Br1 88.773(19) 2_655 . ?
Br1 Bi1 Br1 180.0 2_655 . ?
Br4 Ag1 Br4 180.0 2_765 . ?
H5A N5 H5B 109.5 . . ?
H5A N5 H5C 109.5 . . ?
H5B N5 H5C 109.5 . . ?
C6 N5 H5A 109.5 . . ?
C6 N5 H5B 109.5 . . ?
C6 N5 H5C 109.5 . . ?
H4A N4 H4B 109.5 . . ?
H4A N4 H4C 109.5 . . ?
H4B N4 H4C 109.5 . . ?
C3 N4 H4A 109.5 . . ?
C3 N4 H4B 109.5 . . ?
C3 N4 H4C 109.5 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 N1 H1A 109.5 . . ?
C2 N1 H1B 109.5 . . ?
C2 N1 H1C 109.5 . . ?
H8A N8 H8B 109.5 . . ?
H8A N8 H8C 109.5 . . ?
H8B N8 H8C 109.5 . . ?
C7 N8 H8A 109.5 . . ?
C7 N8 H8B 109.5 . . ?
C7 N8 H8C 109.5 . . ?
N4 C3 H3A 109.0 . . ?
N4 C3 H3B 109.0 . . ?
N4 C3 C2 113.0(7) . . ?
H3A C3 H3B 107.8 . . ?
C2 C3 H3A 109.0 . . ?
C2 C3 H3B 109.0 . . ?
N5 C6 H6A 109.0 . . ?
N5 C6 H6B 109.0 . . ?
N5 C6 C7 113.1(6) . . ?
H6A C6 H6B 107.8 . . ?
C7 C6 H6A 109.0 . . ?
C7 C6 H6B 109.0 . . ?
N1 C2 C3 111.5(7) . . ?
N1 C2 H2A 109.3 . . ?
N1 C2 H2B 109.3 . . ?
C3 C2 H2A 109.3 . . ?
C3 C2 H2B 109.3 . . ?
H2A C2 H2B 108.0 . . ?
N8 C7 C6 112.5(7) . . ?
N8 C7 H7A 109.1 . . ?
N8 C7 H7B 109.1 . . ?
C6 C7 H7A 109.1 . . ?
C6 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?

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
N5 C6 C7 N8 -73.0(12) . . . . ?
N4 C3 C2 N1 68.6(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.471(2)
2 0.529(2)

####################################################################### 
# 
# 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_mo_EDAgBiClI
_database_code_depnum_ccdc_archive 'CCDC 2243252'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-02-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Ag Bi I8, 1.808(I), 2.192(Cl), 4(C2 H10 N2)'
_chemical_formula_sum            'C8 H40 Ag Bi Cl2.19 I9.81 N8'
_chemical_formula_weight         1887.85
_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'
Ag Ag -0.8971 1.1015 '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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1764(4)
_cell_length_b                   9.1792(4)
_cell_length_c                   11.8973(6)
_cell_angle_alpha                94.093(2)
_cell_angle_beta                 107.241(2)
_cell_angle_gamma                91.825(2)
_cell_volume                     953.18(8)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9868
_cell_measurement_temperature    100(5)
_cell_measurement_theta_max      26.37
_cell_measurement_theta_min      2.74
_shelx_estimated_absorpt_T_max   0.357
_shelx_estimated_absorpt_T_min   0.268
_exptl_absorpt_coefficient_mu    13.235
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5767
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0976 before and 0.0597 after correction.
The Ratio of minimum to maximum transmission is 0.7737.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    3.289
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             831
_exptl_crystal_size_max          0.135
_exptl_crystal_size_mid          0.124
_exptl_crystal_size_min          0.098
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0497
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            36182
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.386
_diffrn_reflns_theta_min         2.479
_diffrn_ambient_temperature      100(5)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.991
_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                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3797
_reflns_number_total             3871
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.724
_refine_diff_density_min         -0.943
_refine_diff_density_rms         0.199
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         3871
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0194
_refine_ls_R_factor_gt           0.0190
_refine_ls_restrained_S_all      1.113
_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)+(0.0070P)²+1.9955P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0390
_refine_ls_wR_factor_ref         0.0392
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H,H) groups
2. Shared sites
{I06, Cl06}
3. Uiso/Uaniso restraints and constraints
Uanis(Ag1) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(I06) = Uanis(Cl06)
4. Rigid body (RIGU) restrains
 Ag1A, Ag1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Sof(Ag1A)=0.5*(1-FVAR(2))
 Sof(Ag1)=0.5*FVAR(2)
 Sof(Cl06)=1-FVAR(2)
 Sof(I06)=FVAR(2)
6.a Secondary CH2 refined with riding coordinates:
 C00A(H00K,H00L), C00D(H00G,H00H), C00F(H00I,H00J), C00G(H00S,H00T)
6.b Idealised Me refined as rotating group:
 N009(H00A,H00B,H00C), N00B(H00M,H00N,H00O), N00C(H00D,H00E,H00F), N00E(H00P,
 H00Q,H00R)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Bi01 Bi 0.500000 0.000000 0.000000 0.00991(5) Uani 1 2 d S . P . .
I002 I 0.26128(3) -0.24107(2) 0.00316(2) 0.01291(6) Uani 1 1 d . . . . .
I003 I 0.34591(3) 0.02466(2) -0.26080(2) 0.01385(6) Uani 1 1 d . . . . .
I004 I 0.71058(3) -0.23587(3) -0.05266(2) 0.01519(6) Uani 1 1 d . . . . .
I005 I 0.08308(3) -0.46428(3) 0.23718(2) 0.01455(6) Uani 1 1 d . . . . .
I06 I 0.45863(3) 0.27446(3) 0.46798(2) 0.01256(9) Uani 0.9038(18) 1 d . . P A 3
Cl08 Cl -0.02439(10) -0.23101(9) 0.50481(8) 0.01377(17) Uani 1 1 d . . . . .
N009 N 0.5249(4) 0.4374(4) 0.7560(3) 0.0182(7) Uani 1 1 d . . . . .
H00A H 0.510466 0.395235 0.681611 0.022 Uiso 1 1 calc R U . . .
H00B H 0.578604 0.377811 0.809485 0.022 Uiso 1 1 calc R U . . .
H00C H 0.577915 0.525084 0.765004 0.022 Uiso 1 1 calc R U . . .
C00A C 0.2202(4) -0.0591(4) 0.3022(3) 0.0152(7) Uani 1 1 d . . . . .
H00K H 0.237087 -0.160818 0.277309 0.018 Uiso 1 1 calc R U . . .
H00L H 0.303036 0.005142 0.291624 0.018 Uiso 1 1 calc R U . . .
N00B N 0.2290(4) -0.0491(4) 0.4294(3) 0.0168(7) Uani 1 1 d . . . . .
H00M H 0.146204 -0.098484 0.438532 0.020 Uiso 1 1 calc R U . . .
H00N H 0.230194 0.046502 0.456131 0.020 Uiso 1 1 calc R U . . .
H00O H 0.315799 -0.089054 0.471373 0.020 Uiso 1 1 calc R U . . .
N00C N 0.2267(4) 0.5325(3) 0.5762(3) 0.0180(7) Uani 1 1 d . . . . .
H00D H 0.160700 0.599022 0.540470 0.022 Uiso 1 1 calc R U . . .
H00E H 0.176498 0.443119 0.565756 0.022 Uiso 1 1 calc R U . . .
H00F H 0.304822 0.527578 0.543845 0.022 Uiso 1 1 calc R U . . .
C00D C 0.2889(4) 0.5781(4) 0.7051(3) 0.0157(7) Uani 1 1 d . . . . .
H00G H 0.203612 0.605781 0.735786 0.019 Uiso 1 1 calc R U . . .
H00H H 0.359225 0.665663 0.716373 0.019 Uiso 1 1 calc R U . . .
N00E N 0.0504(4) 0.1449(3) 0.2395(3) 0.0176(7) Uani 1 1 d . . . . .
H00P H -0.037686 0.168043 0.185979 0.021 Uiso 1 1 calc R U . . .
H00Q H 0.131062 0.195115 0.227798 0.021 Uiso 1 1 calc R U . . .
H00R H 0.046044 0.169412 0.313837 0.021 Uiso 1 1 calc R U . . .
C00F C 0.3731(4) 0.4604(4) 0.7754(3) 0.0167(8) Uani 1 1 d . . . . .
H00I H 0.388733 0.487112 0.860366 0.020 Uiso 1 1 calc R U . . .
H00J H 0.309706 0.367531 0.753099 0.020 Uiso 1 1 calc R U . . .
C00G C 0.0696(4) -0.0160(4) 0.2243(3) 0.0160(7) Uani 1 1 d . . . . .
H00S H 0.062086 -0.044125 0.140750 0.019 Uiso 1 1 calc R U . . .
H00T H -0.014227 -0.070015 0.243002 0.019 Uiso 1 1 calc R U . . .
Ag1 Ag 0.000000 -0.500000 0.000000 0.013(3) Uani 0.14(3) 2 d S U P B 1
Ag1A Ag 0.0275(8) -0.5267(8) 0.00118(14) 0.0264(8) Uani 0.428(16) 1 d . . P B 2
Cl06 Cl 0.45863(3) 0.27446(3) 0.46798(2) 0.01256(9) Uani 0.0962(18) 1 d . . P A
4


_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
Bi01 I002 3.0739(2) 2_655 ?
Bi01 I002 3.0739(2) . ?
Bi01 I003 3.0328(3) . ?
Bi01 I003 3.0329(3) 2_655 ?
Bi01 I004 3.0991(2) 2_655 ?
Bi01 I004 3.0991(2) . ?
I004 Ag1A 3.249(10) 2_645 ?
I005 Ag1 2.6885(3) . ?
I005 Ag1A 2.7081(19) 2_545 ?
I005 Ag1A 2.716(2) . ?
N009 H00A 0.9100 . ?
N009 H00B 0.9100 . ?
N009 H00C 0.9100 . ?
N009 C00F 1.497(5) . ?
C00A H00K 0.9900 . ?
C00A H00L 0.9900 . ?
C00A N00B 1.488(5) . ?
C00A C00G 1.502(5) . ?
N00B H00M 0.9100 . ?
N00B H00N 0.9100 . ?
N00B H00O 0.9100 . ?
N00C H00D 0.9100 . ?
N00C H00E 0.9100 . ?
N00C H00F 0.9100 . ?
N00C C00D 1.492(5) . ?
C00D H00G 0.9900 . ?
C00D H00H 0.9900 . ?
C00D C00F 1.504(5) . ?
N00E H00P 0.9100 . ?
N00E H00Q 0.9100 . ?
N00E H00R 0.9100 . ?
N00E C00G 1.498(5) . ?
C00F H00I 0.9900 . ?
C00F H00J 0.9900 . ?
C00G H00S 0.9900 . ?
C00G H00T 0.9900 . ?
Ag1A Ag1A 0.71(2) 2_545 ?

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
I002 Bi01 I002 180.0 . 2_655 ?
I002 Bi01 I004 89.990(7) 2_655 . ?
I002 Bi01 I004 89.990(7) . 2_655 ?
I002 Bi01 I004 90.010(7) . . ?
I002 Bi01 I004 90.010(7) 2_655 2_655 ?
I003 Bi01 I002 89.427(7) . 2_655 ?
I003 Bi01 I002 90.573(6) 2_655 2_655 ?
I003 Bi01 I002 89.427(6) 2_655 . ?
I003 Bi01 I002 90.574(6) . . ?
I003 Bi01 I003 180.0 . 2_655 ?
I003 Bi01 I004 87.898(7) . 2_655 ?
I003 Bi01 I004 92.101(7) . . ?
I003 Bi01 I004 92.101(7) 2_655 2_655 ?
I003 Bi01 I004 87.899(7) 2_655 . ?
I004 Bi01 I004 180.0 2_655 . ?
Bi01 I004 Ag1A 158.57(4) . 2_645 ?
Ag1 I005 Ag1A 7.5(2) . 2_545 ?
Ag1A I005 Ag1A 15.1(4) 2_545 . ?
H00A N009 H00B 109.5 . . ?
H00A N009 H00C 109.5 . . ?
H00B N009 H00C 109.5 . . ?
C00F N009 H00A 109.5 . . ?
C00F N009 H00B 109.5 . . ?
C00F N009 H00C 109.5 . . ?
H00K C00A H00L 107.8 . . ?
N00B C00A H00K 109.0 . . ?
N00B C00A H00L 109.0 . . ?
N00B C00A C00G 112.9(3) . . ?
C00G C00A H00K 109.0 . . ?
C00G C00A H00L 109.0 . . ?
C00A N00B H00M 109.5 . . ?
C00A N00B H00N 109.5 . . ?
C00A N00B H00O 109.5 . . ?
H00M N00B H00N 109.5 . . ?
H00M N00B H00O 109.5 . . ?
H00N N00B H00O 109.5 . . ?
H00D N00C H00E 109.5 . . ?
H00D N00C H00F 109.5 . . ?
H00E N00C H00F 109.5 . . ?
C00D N00C H00D 109.5 . . ?
C00D N00C H00E 109.5 . . ?
C00D N00C H00F 109.5 . . ?
N00C C00D H00G 109.0 . . ?
N00C C00D H00H 109.0 . . ?
N00C C00D C00F 113.1(3) . . ?
H00G C00D H00H 107.8 . . ?
C00F C00D H00G 109.0 . . ?
C00F C00D H00H 109.0 . . ?
H00P N00E H00Q 109.5 . . ?
H00P N00E H00R 109.5 . . ?
H00Q N00E H00R 109.5 . . ?
C00G N00E H00P 109.5 . . ?
C00G N00E H00Q 109.5 . . ?
C00G N00E H00R 109.5 . . ?
N009 C00F C00D 112.6(3) . . ?
N009 C00F H00I 109.1 . . ?
N009 C00F H00J 109.1 . . ?
C00D C00F H00I 109.1 . . ?
C00D C00F H00J 109.1 . . ?
H00I C00F H00J 107.8 . . ?
C00A C00G H00S 109.2 . . ?
C00A C00G H00T 109.2 . . ?
N00E C00G C00A 112.1(3) . . ?
N00E C00G H00S 109.2 . . ?
N00E C00G H00T 109.2 . . ?
H00S C00G H00T 107.9 . . ?
I005 Ag1 I005 180.0 . 2_545 ?
I005 Ag1A I004 89.95(19) . 2_645 ?
I005 Ag1A I004 105.1(2) 2_545 2_645 ?
I005 Ag1A I005 164.9(4) 2_545 . ?
Ag1A Ag1A I005 81.9(3) 2_545 . ?

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
N00B C00A C00G N00E 70.6(4) . . . . ?
N00C C00D C00F N009 72.7(4) . . . . ?

_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_mo_RAPAgBiClBr
_database_code_depnum_ccdc_archive 'CCDC 2243243'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-02-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1

# start Validation Reply Form
_vrf_PLAT342_mo_RAPAgBiClBr      
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............       0.03 Ang.  
RESPONSE: X-ray scattering is dominated by heavy elements, due caution is taken
;
# end Validation Reply Form


_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'Ag Bi Br8, 2.147(Br), 3(C4 H12 N2), C4 H11 N2, 1.853(Cl)'
_chemical_formula_sum            'C16 H47 Ag Bi Br10.15 Cl1.85 N8'
_chemical_formula_weight         1545.13
_chemical_absolute_configuration .
_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'
Ag Ag -0.8971 1.1015 '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'
Br Br -0.2901 2.4595 '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'

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

_cell_length_a                   8.9634(5)
_cell_length_b                   9.2927(4)
_cell_length_c                   12.0715(7)
_cell_angle_alpha                96.259(2)
_cell_angle_beta                 104.335(2)
_cell_angle_gamma                91.315(2)
_cell_volume                     967.07(9)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9945
_cell_measurement_temperature    100(5)
_cell_measurement_theta_max      24.703
_cell_measurement_theta_min      2.652
_shelx_estimated_absorpt_T_max   0.243
_shelx_estimated_absorpt_T_min   0.098
_exptl_absorpt_coefficient_mu    15.685
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.3718
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1409 before and 0.0767 after correction.
The Ratio of minimum to maximum transmission is 0.4990.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.653
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             716
_exptl_crystal_size_max          0.277
_exptl_crystal_size_mid          0.156
_exptl_crystal_size_min          0.126
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0651
_diffrn_reflns_av_unetI/netI     0.0505
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            33069
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        24.751
_diffrn_reflns_theta_max         24.751
_diffrn_reflns_theta_min         2.652
_diffrn_ambient_temperature      100(5)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_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                   ?
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.966
_reflns_Friedel_fraction_full    0.959
_reflns_Friedel_fraction_max     0.959
_reflns_number_gt                6049
_reflns_number_total             6460
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.143
_refine_diff_density_min         -1.386
_refine_diff_density_rms         0.245
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.006(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     357
_refine_ls_number_reflns         6460
_refine_ls_number_restraints     156
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0360
_refine_ls_restrained_S_all      1.061
_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)+(0.0551P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0918
_refine_ls_wR_factor_ref         0.0932
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.994(10)
 0.006(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups, All N(H,H,H) groups
3. Shared sites
{Br0E, Cl0E}
{Br0B, Cl2}
{Br0D, Cl3}
{Br0C, Cl1}
4. Restrained distances
 Bi01-Br08 \\sim Bi01-Br
 with sigma of 0.02
5. Uiso/Uaniso restraints and constraints
Uanis(Bi) = Uanis(Bi01)
Uanis(Br) = Uanis(Br08)
Uanis(Br0E) = Uanis(Cl0E)
Uanis(Br0B) = Uanis(Cl2)
Uanis(Cl1) = Uanis(Br0C)
Uanis(Br0D) = Uanis(Cl3)
Uanis(Br0C) = Uanis(Cl1)
6. Rigid body (RIGU) restrains
 N00Z, N00K, C00N, C00X, C00P, C00U
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 Bi
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N00G, C00L, C00Y, C012, C00M, N00R
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 N00T, C00H, C00S, C00W, C00Q, N00V
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 N4, C00I, N00O, C9, C011, C5
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 Ag
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 Bi01
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Sof(Cl0E)=1-FVAR(1)
 Sof(Br0E)=FVAR(1)
 Sof(Cl2)=1-FVAR(2)
 Sof(Br0B)=FVAR(2)
 Sof(Cl3)=1-FVAR(3)
 Sof(Br0D)=FVAR(3)
 Sof(Cl1)=1-FVAR(4)
 Sof(Br0C)=FVAR(4)
 Sof(Bi)=1-FVAR(5)
 Sof(Bi01)=FVAR(5)
 Sof(Br)=1-FVAR(6)
 Sof(Br08)=FVAR(6)
 Fixed X: Bi(0.156381) Br(0.4181)
 Fixed Y: Bi(0.322121) Br(0.113501)
 Fixed Z: Bi(0.340429) Br(0.3561)
8.a Ternary CH refined with riding coordinates:
 C00L(H00L), C00P(H00Z), C00W(H00W), C5(H5)
8.b Secondary CH2 refined with riding coordinates:
 C00H(H00J,H00K), N00K(H00V,H00X), C00M(H00D,H00E), C00N(H00Y,H), N00O(H4,HA),
 C00Q(H00M,H00N), N00R(H00F,H00G), C00S(H00O,H00P), N00T(H00Q,H00R), C00U(H00,
 HB), C00X(H1,HC), C00Y(H00H,H00I), C011(H01C,H01D), C012(H01A,H01B), C9(H9A,
 H9B)
8.c Idealised Me refined as rotating group:
 N00G(H00A,H00B,H00C), N00V(H00S,H00T,H00U), N00Z(H2,HD,HE), N4(H4A,H4B,H4C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
Bi01 Bi 0.1034(13) 0.3836(12) 0.3549(9) 0.01202(17) Uani 0.9811(16) 1 d . . P A
1
Br03 Br -0.1339(13) 0.1672(12) 0.3559(9) 0.0223(4) Uani 1 1 d . . . . .
Br04 Br 0.5136(13) -0.1250(12) 0.1465(9) 0.0253(5) Uani 1 1 d . . . . .
Br05 Br -0.0061(13) 0.3667(12) 0.1130(9) 0.0200(4) Uani 1 1 d . . . . .
Br06 Br -0.0955(13) 0.6276(12) 0.3601(9) 0.0208(4) Uani 1 1 d . . . . .
Br07 Br 0.2122(13) 0.3847(12) 0.5995(9) 0.0180(4) Uani 1 1 d . . . . .
Br08 Br 0.3381(13) 0.1834(12) 0.3464(9) 0.0169(4) Uani 0.931(3) 1 d . . P A 1
Br09 Br 0.3272(13) 0.6064(12) 0.3554(9) 0.0222(4) Uani 1 1 d . . . . .
Br0A Br 0.7083(13) -0.1143(12) 0.5753(9) 0.0249(4) Uani 1 1 d . . . . .
Br0B Br 0.5824(13) 0.5981(12) 0.8173(9) 0.0180(8) Uani 0.624(14) 1 d . . P B 3
Br0C Br 0.1344(13) -0.3617(12) -0.1059(9) 0.0163(8) Uani 0.508(13) 1 d . . P C
7
Br0D Br 0.0783(13) 0.0946(12) 0.8150(9) 0.0190(9) Uani 0.525(14) 1 d . . P D 5
Br0E Br 0.6351(13) 0.1383(12) 0.8875(9) 0.0154(8) Uani 0.491(13) 1 d . . P E 1
N00G N -0.141(2) -0.1402(19) -0.1020(15) 0.021(3) Uani 1 1 d . . . . .
H00A H -0.232663 -0.188253 -0.138212 0.025 Uiso 1 1 calc R U . . .
H00B H -0.062396 -0.192860 -0.116920 0.025 Uiso 1 1 calc R U . . .
H00C H -0.137233 -0.052307 -0.128223 0.025 Uiso 1 1 calc R U . . .
C00H C 0.329(2) -0.010(2) 0.6180(16) 0.022(3) Uani 1 1 d . . . . .
H00J H 0.327181 0.076229 0.673435 0.027 Uiso 1 1 calc R U . . .
H00K H 0.420869 0.000556 0.586867 0.027 Uiso 1 1 calc R U . . .
C00I C 0.584(2) 0.388(2) 0.1854(17) 0.025(3) Uani 1 1 d . . . . .
H3 H 0.69(2) 0.402(17) 0.201(14) 0.030 Uiso 1 1 d . U . . .
N00K N 0.5709(19) 0.3971(18) 0.5648(14) 0.020(2) Uani 1 1 d . . . . .
H00V H 0.534178 0.455507 0.616520 0.024 Uiso 1 1 calc R U . . .
H00X H 0.490003 0.358752 0.506584 0.024 Uiso 1 1 calc R U . . .
C00L C -0.126(2) -0.119(2) 0.0241(16) 0.024(2) Uani 1 1 d . . . . .
H00L H -0.214436 -0.064781 0.040794 0.028 Uiso 1 1 calc R U . . .
C00M C 0.099(2) -0.117(2) 0.1862(15) 0.022(3) Uani 1 1 d . . . . .
H00D H 0.064720 -0.083466 0.255925 0.026 Uiso 1 1 calc R U . . .
H00E H 0.213369 -0.106247 0.204441 0.026 Uiso 1 1 calc R U . . .
C00N C 0.658(2) 0.282(2) 0.6204(17) 0.023(3) Uani 1 1 d . . . . .
H00Y H 0.658206 0.196714 0.563750 0.027 Uiso 1 1 calc R U . . .
H H 0.614109 0.251910 0.682204 0.027 Uiso 1 1 calc R U . . .
N00O N 0.547(2) 0.2311(17) 0.1362(14) 0.023(3) Uani 1 1 d . . . . .
H4 H 0.611259 0.201504 0.091586 0.027 Uiso 1 1 calc R U . . .
HA H 0.556379 0.173443 0.193566 0.027 Uiso 1 1 calc R U . . .
C00P C 0.823(2) 0.350(2) 0.6706(15) 0.018(3) Uani 1 1 d . . . . .
H00Z H 0.898665 0.283438 0.647143 0.022 Uiso 1 1 calc R U . . .
C00Q C 0.167(2) -0.222(2) 0.6289(17) 0.028(3) Uani 1 1 d . . . . .
H00M H 0.167186 -0.309747 0.574082 0.033 Uiso 1 1 calc R U . . .
H00N H 0.124940 -0.250350 0.692462 0.033 Uiso 1 1 calc R U . . .
N00R N 0.044(2) -0.2707(17) 0.1423(14) 0.022(2) Uani 1 1 d . . . . .
H00F H 0.102026 -0.311154 0.096184 0.027 Uiso 1 1 calc R U . . .
H00G H 0.049770 -0.324245 0.201820 0.027 Uiso 1 1 calc R U . . .
C00S C 0.183(2) -0.027(2) 0.5221(17) 0.027(3) Uani 1 1 d . . . . .
H00O H 0.143192 0.068062 0.503884 0.032 Uiso 1 1 calc R U . . .
H00P H 0.200427 -0.081715 0.451476 0.032 Uiso 1 1 calc R U . . .
N00T N 0.076(2) -0.1103(18) 0.5707(14) 0.026(3) Uani 1 1 d . . . . .
H00Q H 0.039286 -0.051049 0.621717 0.031 Uiso 1 1 calc R U . . .
H00R H -0.004512 -0.151404 0.513773 0.031 Uiso 1 1 calc R U . . .
C00U C 0.828(2) 0.494(2) 0.6179(16) 0.019(3) Uani 1 1 d . . . . .
H00 H 0.825686 0.578447 0.674982 0.022 Uiso 1 1 calc R U . . .
HB H 0.921406 0.504143 0.589015 0.022 Uiso 1 1 calc R U . . .
N00V N 0.365(2) -0.116(2) 0.8030(15) 0.026(3) Uani 1 1 d . . . . .
H00S H 0.454330 -0.059441 0.829145 0.032 Uiso 1 1 calc R U . . .
H00T H 0.375603 -0.199401 0.836170 0.032 Uiso 1 1 calc R U . . .
H00U H 0.286214 -0.067070 0.821385 0.032 Uiso 1 1 calc R U . . .
C00W C 0.333(2) -0.150(2) 0.6762(17) 0.025(3) Uani 1 1 d . . . . .
H00W H 0.411162 -0.215113 0.654921 0.031 Uiso 1 1 calc R U . . .
C00X C 0.682(2) 0.480(2) 0.5194(16) 0.022(3) Uani 1 1 d . . . . .
H1 H 0.644809 0.576398 0.501929 0.026 Uiso 1 1 calc R U . . .
HC H 0.700818 0.426430 0.448878 0.026 Uiso 1 1 calc R U . . .
C00Y C 0.028(3) -0.037(2) 0.0894(17) 0.026(3) Uani 1 1 d . . . . .
H00H H 0.097213 -0.031383 0.037377 0.031 Uiso 1 1 calc R U . . .
H00I H 0.009027 0.062962 0.118542 0.031 Uiso 1 1 calc R U . . .
N00Z N 0.861(2) 0.3804(18) 0.7977(14) 0.018(3) Uani 1 1 d . . . . .
H2 H 0.945149 0.442622 0.822228 0.021 Uiso 1 1 calc R U . . .
HD H 0.880589 0.296211 0.829450 0.021 Uiso 1 1 calc R U . . .
HE H 0.779443 0.421112 0.819547 0.021 Uiso 1 1 calc R U . . .
C011 C 0.384(2) 0.225(2) 0.0657(16) 0.021(3) Uani 1 1 d . . . . .
H01C H 0.311223 0.212532 0.114088 0.025 Uiso 1 1 calc R U . . .
H01D H 0.365191 0.143900 0.002886 0.025 Uiso 1 1 calc R U . . .
C012 C -0.117(2) -0.265(2) 0.0765(16) 0.021(3) Uani 1 1 d . . . . .
H01A H -0.187745 -0.267656 0.127732 0.025 Uiso 1 1 calc R U . . .
H01B H -0.145640 -0.347323 0.014999 0.025 Uiso 1 1 calc R U . . .
N4 N 0.351(2) 0.3570(19) -0.1102(14) 0.022(3) Uani 1 1 d . . . . .
H4A H 0.263151 0.304143 -0.148243 0.026 Uiso 1 1 calc R U . . .
H4B H 0.433994 0.311882 -0.125604 0.026 Uiso 1 1 calc R U . . .
H4C H 0.348211 0.446873 -0.133810 0.026 Uiso 1 1 calc R U . . .
C5 C 0.364(2) 0.371(2) 0.0166(16) 0.021(3) Uani 1 1 d . . . . .
H5 H 0.271317 0.416475 0.033467 0.025 Uiso 1 1 calc R U . . .
C9 C 0.514(2) 0.463(2) 0.0857(17) 0.024(3) Uani 1 1 d . . . . .
H9A H 0.586282 0.471862 0.036653 0.029 Uiso 1 1 calc R U . . .
H9B H 0.486898 0.561929 0.111763 0.029 Uiso 1 1 calc R U . . .
Cl0E Cl 0.6351(13) 0.1383(12) 0.8875(9) 0.0154(8) Uani 0.509(13) 1 d . . P E 2
Cl2 Cl 0.5824(13) 0.5981(12) 0.8173(9) 0.0180(8) Uani 0.376(14) 1 d . . P B 4
Cl3 Cl 0.0783(13) 0.0946(12) 0.8150(9) 0.0190(9) Uani 0.475(14) 1 d . . P D 6
Cl1 Cl 0.1344(13) -0.3617(12) -0.1059(9) 0.0163(8) Uani 0.492(13) 1 d . . P C 8
Ag Ag 0.6168(13) -0.1226(12) 0.3597(9) 0.0342(4) Uani 1 1 d . . . A 2
Bi Bi 0.156381 0.322121 0.340429 0.01202(17) Uani 0.0189(16) 1 d . . P A 2
Br Br 0.418100 0.113501 0.356100 0.0169(4) Uani 0.069(3) 1 d . . P A 2


_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
Bi01 Br03 2.8967(19) . ?
Bi01 Br05 2.8272(19) . ?
Bi01 Br06 2.9213(19) . ?
Bi01 Br07 2.8701(18) . ?
Bi01 Br08 2.853(2) . ?
Bi01 Br09 2.8479(18) . ?
Br03 Bi 3.001(12) . ?
Br04 Ag 2.507(3) . ?
Br05 Bi 2.851(10) . ?
Br07 Bi 3.031(11) . ?
Br09 Bi 2.988(11) . ?
Br0A Ag 2.519(3) . ?
N00G H00A 0.9100 . ?
N00G H00B 0.9100 . ?
N00G H00C 0.9100 . ?
N00G C00L 1.48(2) . ?
C00H H00J 0.9900 . ?
C00H H00K 0.9900 . ?
C00H C00S 1.51(2) . ?
C00H C00W 1.54(2) . ?
C00I H3 0.92(17) . ?
C00I N00O 1.507(19) . ?
C00I C9 1.47(2) . ?
N00K H00V 0.9100 . ?
N00K H00X 0.9100 . ?
N00K C00N 1.46(2) . ?
N00K C00X 1.490(19) . ?
C00L H00L 1.0000 . ?
C00L C00Y 1.55(2) . ?
C00L C012 1.55(2) . ?
C00M H00D 0.9900 . ?
C00M H00E 0.9900 . ?
C00M N00R 1.495(19) . ?
C00M C00Y 1.47(2) . ?
C00N H00Y 0.9900 . ?
C00N H 0.9900 . ?
C00N C00P 1.54(2) . ?
N00O H4 0.9100 . ?
N00O HA 0.9100 . ?
N00O C011 1.49(2) . ?
C00P H00Z 1.0000 . ?
C00P C00U 1.55(2) . ?
C00P N00Z 1.481(19) . ?
C00Q H00M 0.9900 . ?
C00Q H00N 0.9900 . ?
C00Q N00T 1.47(2) . ?
C00Q C00W 1.56(2) . ?
N00R H00F 0.9100 . ?
N00R H00G 0.9100 . ?
N00R C012 1.47(2) . ?
C00S H00O 0.9900 . ?
C00S H00P 0.9900 . ?
C00S N00T 1.483(19) . ?
N00T H00Q 0.9100 . ?
N00T H00R 0.9100 . ?
C00U H00 0.9900 . ?
C00U HB 0.9900 . ?
C00U C00X 1.52(2) . ?
N00V H00S 0.9100 . ?
N00V H00T 0.9100 . ?
N00V H00U 0.9100 . ?
N00V C00W 1.48(2) . ?
C00W H00W 1.0000 . ?
C00X H1 0.9900 . ?
C00X HC 0.9900 . ?
C00Y H00H 0.9900 . ?
C00Y H00I 0.9900 . ?
N00Z H2 0.9100 . ?
N00Z HD 0.9100 . ?
N00Z HE 0.9100 . ?
C011 H01C 0.9900 . ?
C011 H01D 0.9900 . ?
C011 C5 1.53(2) . ?
C012 H01A 0.9900 . ?
C012 H01B 0.9900 . ?
N4 H4A 0.9100 . ?
N4 H4B 0.9100 . ?
N4 H4C 0.9100 . ?
N4 C5 1.497(19) . ?
C5 H5 1.0000 . ?
C5 C9 1.57(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
Ag Br 2.855(12) . ?
Bi Br 3.06044(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br03 Bi01 Br06 94.66(5) . . ?
Br05 Bi01 Br03 89.02(5) . . ?
Br05 Bi01 Br06 85.11(5) . . ?
Br05 Bi01 Br07 177.02(6) . . ?
Br05 Bi01 Br08 94.30(5) . . ?
Br05 Bi01 Br09 91.02(5) . . ?
Br07 Bi01 Br03 88.72(5) . . ?
Br07 Bi01 Br06 97.00(5) . . ?
Br08 Bi01 Br03 95.62(5) . . ?
Br08 Bi01 Br06 169.69(5) . . ?
Br08 Bi01 Br07 84.00(5) . . ?
Br09 Bi01 Br03 177.37(7) . . ?
Br09 Bi01 Br06 82.72(5) . . ?
Br09 Bi01 Br07 91.33(5) . . ?
Br09 Bi01 Br08 87.00(5) . . ?
H00A N00G H00B 109.5 . . ?
H00A N00G H00C 109.5 . . ?
H00B N00G H00C 109.5 . . ?
C00L N00G H00A 109.5 . . ?
C00L N00G H00B 109.5 . . ?
C00L N00G H00C 109.5 . . ?
H00J C00H H00K 108.8 . . ?
C00S C00H H00J 110.8 . . ?
C00S C00H H00K 110.8 . . ?
C00S C00H C00W 104.9(13) . . ?
C00W C00H H00J 110.8 . . ?
C00W C00H H00K 110.8 . . ?
N00O C00I H3 107(10) . . ?
C9 C00I H3 108(10) . . ?
C9 C00I N00O 101.8(12) . . ?
H00V N00K H00X 108.8 . . ?
C00N N00K H00V 110.7 . . ?
C00N N00K H00X 110.7 . . ?
C00N N00K C00X 105.3(12) . . ?
C00X N00K H00V 110.7 . . ?
C00X N00K H00X 110.7 . . ?
N00G C00L H00L 109.9 . . ?
N00G C00L C00Y 111.4(14) . . ?
N00G C00L C012 112.3(12) . . ?
C00Y C00L H00L 109.9 . . ?
C00Y C00L C012 103.3(13) . . ?
C012 C00L H00L 109.9 . . ?
H00D C00M H00E 109.1 . . ?
N00R C00M H00D 111.1 . . ?
N00R C00M H00E 111.1 . . ?
C00Y C00M H00D 111.1 . . ?
C00Y C00M H00E 111.1 . . ?
C00Y C00M N00R 103.2(12) . . ?
N00K C00N H00Y 110.8 . . ?
N00K C00N H 110.8 . . ?
N00K C00N C00P 104.9(12) . . ?
H00Y C00N H 108.8 . . ?
C00P C00N H00Y 110.8 . . ?
C00P C00N H 110.8 . . ?
C00I N00O H4 110.7 . . ?
C00I N00O HA 110.7 . . ?
H4 N00O HA 108.8 . . ?
C011 N00O C00I 105.4(12) . . ?
C011 N00O H4 110.7 . . ?
C011 N00O HA 110.7 . . ?
C00N C00P H00Z 109.7 . . ?
C00N C00P C00U 106.1(12) . . ?
C00U C00P H00Z 109.7 . . ?
N00Z C00P C00N 112.2(13) . . ?
N00Z C00P H00Z 109.7 . . ?
N00Z C00P C00U 109.2(12) . . ?
H00M C00Q H00N 108.9 . . ?
N00T C00Q H00M 110.9 . . ?
N00T C00Q H00N 110.9 . . ?
N00T C00Q C00W 104.4(13) . . ?
C00W C00Q H00M 110.9 . . ?
C00W C00Q H00N 110.9 . . ?
C00M N00R H00F 110.5 . . ?
C00M N00R H00G 110.5 . . ?
H00F N00R H00G 108.7 . . ?
C012 N00R C00M 106.0(11) . . ?
C012 N00R H00F 110.5 . . ?
C012 N00R H00G 110.5 . . ?
C00H C00S H00O 111.2 . . ?
C00H C00S H00P 111.2 . . ?
H00O C00S H00P 109.1 . . ?
N00T C00S C00H 102.9(13) . . ?
N00T C00S H00O 111.2 . . ?
N00T C00S H00P 111.2 . . ?
C00Q N00T C00S 106.1(13) . . ?
C00Q N00T H00Q 110.5 . . ?
C00Q N00T H00R 110.5 . . ?
C00S N00T H00Q 110.5 . . ?
C00S N00T H00R 110.5 . . ?
H00Q N00T H00R 108.7 . . ?
C00P C00U H00 111.2 . . ?
C00P C00U HB 111.2 . . ?
H00 C00U HB 109.1 . . ?
C00X C00U C00P 103.0(12) . . ?
C00X C00U H00 111.2 . . ?
C00X C00U HB 111.2 . . ?
H00S N00V H00T 109.5 . . ?
H00S N00V H00U 109.5 . . ?
H00T N00V H00U 109.5 . . ?
C00W N00V H00S 109.5 . . ?
C00W N00V H00T 109.5 . . ?
C00W N00V H00U 109.5 . . ?
C00H C00W C00Q 104.8(13) . . ?
C00H C00W H00W 110.6 . . ?
C00Q C00W H00W 110.6 . . ?
N00V C00W C00H 110.8(13) . . ?
N00V C00W C00Q 109.4(14) . . ?
N00V C00W H00W 110.6 . . ?
N00K C00X C00U 103.2(12) . . ?
N00K C00X H1 111.1 . . ?
N00K C00X HC 111.1 . . ?
C00U C00X H1 111.1 . . ?
C00U C00X HC 111.1 . . ?
H1 C00X HC 109.1 . . ?
C00L C00Y H00H 110.2 . . ?
C00L C00Y H00I 110.2 . . ?
C00M C00Y C00L 107.6(13) . . ?
C00M C00Y H00H 110.2 . . ?
C00M C00Y H00I 110.2 . . ?
H00H C00Y H00I 108.5 . . ?
C00P N00Z H2 109.5 . . ?
C00P N00Z HD 109.5 . . ?
C00P N00Z HE 109.5 . . ?
H2 N00Z HD 109.5 . . ?
H2 N00Z HE 109.5 . . ?
HD N00Z HE 109.5 . . ?
N00O C011 H01C 110.7 . . ?
N00O C011 H01D 110.7 . . ?
N00O C011 C5 105.3(12) . . ?
H01C C011 H01D 108.8 . . ?
C5 C011 H01C 110.7 . . ?
C5 C011 H01D 110.7 . . ?
C00L C012 H01A 110.6 . . ?
C00L C012 H01B 110.6 . . ?
N00R C012 C00L 105.7(12) . . ?
N00R C012 H01A 110.6 . . ?
N00R C012 H01B 110.6 . . ?
H01A C012 H01B 108.7 . . ?
H4A N4 H4B 109.5 . . ?
H4A N4 H4C 109.5 . . ?
H4B N4 H4C 109.5 . . ?
C5 N4 H4A 109.5 . . ?
C5 N4 H4B 109.5 . . ?
C5 N4 H4C 109.5 . . ?
C011 C5 H5 109.6 . . ?
C011 C5 C9 103.6(13) . . ?
N4 C5 C011 113.0(12) . . ?
N4 C5 H5 109.6 . . ?
N4 C5 C9 111.2(13) . . ?
C9 C5 H5 109.6 . . ?
C00I C9 C5 106.9(13) . . ?
C00I C9 H9A 110.4 . . ?
C00I C9 H9B 110.4 . . ?
C5 C9 H9A 110.4 . . ?
C5 C9 H9B 110.4 . . ?
H9A C9 H9B 108.6 . . ?
Br04 Ag Br0A 177.11(12) . . ?
Br04 Ag Br 80.1(2) . . ?
Br0A Ag Br 97.3(2) . . ?
Br03 Bi Br07 83.9(3) . . ?
Br03 Bi Br 110.6(2) . . ?
Br05 Bi Br03 86.6(3) . . ?
Br05 Bi Br07 151.0(5) . . ?
Br05 Bi Br09 87.8(3) . . ?
Br05 Bi Br 115.5(2) . . ?
Br07 Bi Br 93.5(2) . . ?
Br09 Bi Br03 147.1(4) . . ?
Br09 Bi Br07 85.6(3) . . ?
Br09 Bi Br 101.1(2) . . ?
Ag Br Bi 169.2(2) . . ?

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
N00G C00L C00Y C00M -131.8(15) . . . . ?
N00G C00L C012 N00R 107.4(15) . . . . ?
C00H C00S N00T C00Q -42.4(16) . . . . ?
C00I N00O C011 C5 33.3(16) . . . . ?
N00K C00N C00P C00U -11.6(16) . . . . ?
N00K C00N C00P N00Z 107.6(14) . . . . ?
C00M N00R C012 C00L 31.9(16) . . . . ?
C00N N00K C00X C00U -43.2(15) . . . . ?
C00N C00P C00U C00X -14.1(16) . . . . ?
N00O C00I C9 C5 34.5(17) . . . . ?
N00O C011 C5 N4 109.1(14) . . . . ?
N00O C011 C5 C9 -11.3(16) . . . . ?
C00P C00U C00X N00K 34.2(15) . . . . ?
N00R C00M C00Y C00L 30.1(18) . . . . ?
C00S C00H C00W C00Q -13.7(17) . . . . ?
C00S C00H C00W N00V -131.6(15) . . . . ?
N00T C00Q C00W C00H -11.5(17) . . . . ?
N00T C00Q C00W N00V 107.3(15) . . . . ?
C00W C00H C00S N00T 33.6(16) . . . . ?
C00W C00Q N00T C00S 33.3(16) . . . . ?
C00X N00K C00N C00P 33.8(15) . . . . ?
C00Y C00L C012 N00R -12.7(17) . . . . ?
C00Y C00M N00R C012 -38.7(16) . . . . ?
N00Z C00P C00U C00X -135.2(13) . . . . ?
C011 C5 C9 C00I -14.8(18) . . . . ?
C012 C00L C00Y C00M -11.1(18) . . . . ?
N4 C5 C9 C00I -136.4(14) . . . . ?
C9 C00I N00O C011 -42.3(17) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.994(10)
2 0.006(10)

####################################################################### 
# 
# 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_mo_EDPbBrI
_database_code_depnum_ccdc_archive 'CCDC 2243241'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-02-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'I4 Pb, 2(Br), 2(C2 H10 N2)'
_chemical_formula_sum            'C4 H20 Br2 I4 N4 Pb'
_chemical_formula_weight         998.85
_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'
Br Br -0.2901 2.4595 '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'
Pb Pb -3.3944 10.1111 '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           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   8.8705(10)
_cell_length_b                   9.3316(12)
_cell_length_c                   23.161(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1917.1(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    764
_cell_measurement_temperature    100(5)
_cell_measurement_theta_max      23.881
_cell_measurement_theta_min      3.168
_shelx_estimated_absorpt_T_max   0.698
_shelx_estimated_absorpt_T_min   0.147
_exptl_absorpt_coefficient_mu    19.395
_exptl_absorpt_correction_T_max  0.0231
_exptl_absorpt_correction_T_min  0.0053
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0974 before and 0.0844 after correction.
The Ratio of minimum to maximum transmission is 0.2294.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    3.461
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1744
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.144
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1053
_diffrn_reflns_av_unetI/netI     0.0611
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            12837
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.377
_diffrn_reflns_theta_min         2.893
_diffrn_ambient_temperature      100(5)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1570
_reflns_number_total             1959
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.211
_refine_diff_density_min         -1.232
_refine_diff_density_rms         0.281
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     71
_refine_ls_number_reflns         1959
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0416
_refine_ls_restrained_S_all      1.019
_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)+(0.0402P)²+7.9288P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0985
_refine_ls_wR_factor_ref         0.1100
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H,H) groups
2. Rigid body (RIGU) restrains
 N005, C007, C008, N006
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
3.a Secondary CH2 refined with riding coordinates:
 C007(H00G,H00H), C008(H00I,H00J)
3.b Idealised Me refined as rotating group:
 N005(H00A,H00B,H00C), N006(H00D,H00E,H00F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Pb01 Pb 0.000000 0.67276(6) 0.250000 0.02656(19) Uani 1 2 d S T P . .
I002 I 0.26102(8) 0.44234(8) 0.26178(3) 0.0304(2) Uani 1 1 d . . . . .
I003 I -0.03521(10) 0.67773(9) 0.38319(4) 0.0349(2) Uani 1 1 d . . . . .
Br04 Br 0.28975(13) 0.49948(12) 0.49627(5) 0.0296(3) Uani 1 1 d . . . . .
N005 N 0.5539(12) 0.5469(11) 0.3736(5) 0.035(2) Uani 1 1 d . . . . .
H00A H 0.622191 0.509599 0.348375 0.042 Uiso 1 1 calc R U . . .
H00B H 0.464767 0.499510 0.369937 0.042 Uiso 1 1 calc R U . . .
H00C H 0.588919 0.536976 0.410284 0.042 Uiso 1 1 calc R U . . .
N006 N 0.4939(11) 0.7916(11) 0.4613(5) 0.033(2) Uani 1 1 d . . . . .
H00D H 0.585114 0.835490 0.457909 0.039 Uiso 1 1 calc R U . . .
H00E H 0.506482 0.703356 0.477287 0.039 Uiso 1 1 calc R U . . .
H00F H 0.432727 0.845285 0.484269 0.039 Uiso 1 1 calc R U . . .
C007 C 0.5306(15) 0.7038(13) 0.3605(6) 0.036(2) Uani 1 1 d . . . . .
H00G H 0.490232 0.713615 0.320792 0.044 Uiso 1 1 calc R U . . .
H00H H 0.629171 0.753412 0.361800 0.044 Uiso 1 1 calc R U . . .
C008 C 0.4233(13) 0.7763(12) 0.4023(5) 0.030(2) Uani 1 1 d . . . . .
H00I H 0.396076 0.872299 0.387384 0.036 Uiso 1 1 calc R U . . .
H00J H 0.329697 0.719093 0.405496 0.036 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb01 I002 3.1716(8) . ?
Pb01 I002 3.1716(9) 3 ?
Pb01 I002 3.3010(9) 6_566 ?
Pb01 I002 3.3010(9) 8_665 ?
Pb01 I003 3.1009(9) . ?
Pb01 I003 3.1009(9) 3 ?
N005 H00A 0.9100 . ?
N005 H00B 0.9100 . ?
N005 H00C 0.9100 . ?
N005 C007 1.510(15) . ?
N006 H00D 0.9100 . ?
N006 H00E 0.9100 . ?
N006 H00F 0.9100 . ?
N006 C008 1.509(16) . ?
C007 H00G 0.9900 . ?
C007 H00H 0.9900 . ?
C007 C008 1.518(17) . ?
C008 H00I 0.9900 . ?
C008 H00J 0.9900 . ?

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
I002 Pb01 I002 94.63(3) . 3 ?
I002 Pb01 I002 80.70(3) 8_665 6_566 ?
I002 Pb01 I002 173.02(3) . 6_566 ?
I002 Pb01 I002 173.02(3) 3 8_665 ?
I002 Pb01 I002 92.334(10) . 8_665 ?
I002 Pb01 I002 92.334(10) 3 6_566 ?
I003 Pb01 I002 90.35(2) . 6_566 ?
I003 Pb01 I002 88.34(2) . 8_665 ?
I003 Pb01 I002 89.89(2) . . ?
I003 Pb01 I002 91.27(2) 3 . ?
I003 Pb01 I002 90.35(2) 3 8_665 ?
I003 Pb01 I002 88.34(2) 3 6_566 ?
I003 Pb01 I002 91.27(2) . 3 ?
I003 Pb01 I002 89.89(2) 3 3 ?
I003 Pb01 I003 178.29(4) . 3 ?
Pb01 I002 Pb01 168.06(3) . 6_656 ?
H00A N005 H00B 109.5 . . ?
H00A N005 H00C 109.5 . . ?
H00B N005 H00C 109.5 . . ?
C007 N005 H00A 109.5 . . ?
C007 N005 H00B 109.5 . . ?
C007 N005 H00C 109.5 . . ?
H00D N006 H00E 109.5 . . ?
H00D N006 H00F 109.5 . . ?
H00E N006 H00F 109.5 . . ?
C008 N006 H00D 109.5 . . ?
C008 N006 H00E 109.5 . . ?
C008 N006 H00F 109.5 . . ?
N005 C007 H00G 109.0 . . ?
N005 C007 H00H 109.0 . . ?
N005 C007 C008 112.9(11) . . ?
H00G C007 H00H 107.8 . . ?
C008 C007 H00G 109.0 . . ?
C008 C007 H00H 109.0 . . ?
N006 C008 C007 111.1(10) . . ?
N006 C008 H00I 109.4 . . ?
N006 C008 H00J 109.4 . . ?
C007 C008 H00I 109.4 . . ?
C007 C008 H00J 109.4 . . ?
H00I C008 H00J 108.0 . . ?

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
N005 C007 C008 N006 70.4(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_mo_EDCuBiClBr
_database_code_depnum_ccdc_archive 'CCDC 2243251'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-02-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'Bi0.993 Br5.964, Br2.036 Cu, 1.831(Cl), 4(C2 H10 N2), 2.169(Br)'
_chemical_formula_sum            'C8 H40 Bi Br10.18 Cl1.82 Cu N8'
_chemical_formula_weight         1399.00
_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'
Br Br -0.2901 2.4595 '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'
Cu Cu 0.3201 1.2651 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9118(12)
_cell_length_b                   8.9306(12)
_cell_length_c                   11.1342(13)
_cell_angle_alpha                107.767(5)
_cell_angle_beta                 94.121(5)
_cell_angle_gamma                92.742(5)
_cell_volume                     839.43(19)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    2302
_cell_measurement_temperature    100(5)
_cell_measurement_theta_max      24.22
_cell_measurement_theta_min      2.40
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    18.142
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.5125
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1307 before and 0.0782 after correction.
The Ratio of minimum to maximum transmission is 0.6878.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.767
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             643
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.078
_exptl_crystal_size_min          0.062
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0953
_diffrn_reflns_av_unetI/netI     0.0528
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            21039
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.737
_diffrn_reflns_theta_max         24.737
_diffrn_reflns_theta_min         2.297
_diffrn_ambient_temperature      100(5)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2419
_reflns_number_total             2863
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.584
_refine_diff_density_min         -1.200
_refine_diff_density_rms         0.200
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     151
_refine_ls_number_reflns         2863
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0319
_refine_ls_restrained_S_all      1.028
_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)+(0.0256P)²+1.9380P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0693
_refine_ls_wR_factor_ref         0.0752
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H,H) groups
2. Shared sites
{Br08, Cl08}
{Cl06, Br06}
3. Uiso/Uaniso restraints and constraints
Uanis(Br08) = Uanis(Cl08)
Uanis(Br04) = Uanis(Br1)
Uanis(Cl06) = Uanis(Br06)
Uanis(Br) = Uanis(Br03)
4. Rigid body (RIGU) restrains
 Br04, Br1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Sof(Cl08)=1-FVAR(1)
 Sof(Br08)=FVAR(1)
 Sof(Br06)=1-FVAR(2)
 Sof(Cl06)=FVAR(2)
 Sof(Br)=1-FVAR(3)
 Sof(Br03)=FVAR(3)
 Sof(Br1)=1-FVAR(4)
 Sof(Br04)=FVAR(4)
 Fixed X: Br(0.2174)
 Fixed Y: Br(0.817201)
 Fixed Z: Br(1.061101)
6.a Secondary CH2 refined with riding coordinates:
 C00D(H00G,H00H), C00E(H00I,H00J), C00F(H00Q,H00R), C00G(H00S,H00T)
6.b Idealised Me refined as rotating group:
 N009(H00A,H00B,H00C), N00A(H00K,H00L,H00M), N00B(H00D,H00E,H00F), N00C(H00N,
 H00O,H00P)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Bi01 Bi 0.500000 0.500000 1.000000 0.01181(14) Uani 0.993(3) 2 d S . . . .
Br02 Br 0.26740(9) 0.26605(8) 1.00133(7) 0.0177(2) Uani 1 1 d . . . . .
Br03 Br 0.27332(9) 0.69532(9) 0.94614(7) 0.0175(2) Uani 0.9820(16) 1 d . . P A
1
Br04 Br -0.02012(13) -0.0855(2) 0.78453(13) 0.0186(4) Uani 0.968(5) 1 d . . P B
1
Br05 Br 0.52249(9) 0.35394(9) 0.74090(7) 0.0204(2) Uani 1 1 d . . . . .
Cl06 Cl 1.21916(9) 0.54184(9) 0.52910(8) 0.0157(3) Uani 0.184(6) 1 d . . P C 3
Cu07 Cu 0.000000 0.000000 1.000000 0.0189(3) Uani 1 2 d S . P . .
Cl08 Cl 0.72547(15) 0.02918(15) 0.50319(13) 0.0175(5) Uani 0.731(6) 1 d . . P D
2
N009 N 1.0394(7) 0.2365(7) 0.5696(6) 0.0168(14) Uani 1 1 d . . . . .
H00A H 1.107403 0.169338 0.530717 0.020 Uiso 1 1 calc R U . . .
H00B H 1.042829 0.323050 0.542692 0.020 Uiso 1 1 calc R U . . .
H00C H 0.945106 0.187055 0.549900 0.020 Uiso 1 1 calc R U . . .
N00A N 0.6427(7) 0.0576(8) 0.2265(6) 0.0212(15) Uani 1 1 d . . . . .
H00K H 0.667005 -0.031842 0.168152 0.025 Uiso 1 1 calc R U . . .
H00L H 0.678793 0.058268 0.305262 0.025 Uiso 1 1 calc R U . . .
H00M H 0.684325 0.143256 0.209671 0.025 Uiso 1 1 calc R U . . .
N00B N 0.9371(7) 0.5306(7) 0.7673(6) 0.0177(14) Uani 1 1 d . . . . .
H00D H 0.897768 0.520050 0.687144 0.021 Uiso 1 1 calc R U . . .
H00E H 1.029264 0.584545 0.782086 0.021 Uiso 1 1 calc R U . . .
H00F H 0.874533 0.584365 0.823703 0.021 Uiso 1 1 calc R U . . .
N00C N 0.4551(7) 0.2537(7) 0.4347(5) 0.0127(13) Uani 1 1 d . . . . .
H00N H 0.415227 0.170587 0.455959 0.015 Uiso 1 1 calc R U . . .
H00O H 0.410850 0.342523 0.475750 0.015 Uiso 1 1 calc R U . . .
H00P H 0.556193 0.267284 0.457501 0.015 Uiso 1 1 calc R U . . .
C00D C 0.9530(9) 0.3721(8) 0.7817(7) 0.0163(17) Uani 1 1 d . . . . .
H00G H 0.856082 0.307973 0.751556 0.020 Uiso 1 1 calc R U . . .
H00H H 0.974325 0.383633 0.872704 0.020 Uiso 1 1 calc R U . . .
C00E C 1.0769(9) 0.2858(8) 0.7096(7) 0.0162(17) Uani 1 1 d . . . . .
H00I H 1.171369 0.355148 0.731837 0.019 Uiso 1 1 calc R U . . .
H00J H 1.094688 0.191187 0.735798 0.019 Uiso 1 1 calc R U . . .
C00F C 0.4276(9) 0.2224(9) 0.2954(6) 0.0154(16) Uani 1 1 d . . . . .
H00Q H 0.483078 0.305833 0.271194 0.018 Uiso 1 1 calc R U . . .
H00R H 0.318646 0.226790 0.273223 0.018 Uiso 1 1 calc R U . . .
C00G C 0.4769(9) 0.0629(9) 0.2209(7) 0.0191(17) Uani 1 1 d . . . . .
H00S H 0.433872 -0.018611 0.254721 0.023 Uiso 1 1 calc R U . . .
H00T H 0.436026 0.037468 0.131386 0.023 Uiso 1 1 calc R U . . .
Br08 Br 0.72547(15) 0.02918(15) 0.50319(13) 0.0175(5) Uani 0.269(6) 1 d . . P D
1
Br06 Br 1.21916(9) 0.54184(9) 0.52910(8) 0.0157(3) Uani 0.816(6) 1 d . . P C 4
Br Br 0.217400 0.817201 1.061100 0.0175(2) Uani 0.0180(16) 1 d . . P A 2
Br1 Br 0.011(4) -0.145(6) 0.749(4) 0.0186(4) Uani 0.032(5) 1 d . . P B 2


_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
Bi01 Br02 2.8759(8) 2_667 ?
Bi01 Br02 2.8759(8) . ?
Bi01 Br03 2.8783(8) . ?
Bi01 Br03 2.8783(8) 2_667 ?
Bi01 Br05 2.8064(8) 2_667 ?
Bi01 Br05 2.8064(8) . ?
Br04 Cu07 2.2755(14) . ?
Cu07 Br 2.7699(3) 2_567 ?
Cu07 Br 2.7699(3) 1_545 ?
Cu07 Br1 2.71(5) . ?
Cu07 Br1 2.71(5) 2_557 ?
N009 H00A 0.9100 . ?
N009 H00B 0.9100 . ?
N009 H00C 0.9100 . ?
N009 C00E 1.493(9) . ?
N00A H00K 0.9100 . ?
N00A H00L 0.9100 . ?
N00A H00M 0.9100 . ?
N00A C00G 1.478(10) . ?
N00B H00D 0.9100 . ?
N00B H00E 0.9100 . ?
N00B H00F 0.9100 . ?
N00B C00D 1.484(9) . ?
N00C H00N 0.9100 . ?
N00C H00O 0.9100 . ?
N00C H00P 0.9100 . ?
N00C C00F 1.489(8) . ?
C00D H00G 0.9900 . ?
C00D H00H 0.9900 . ?
C00D C00E 1.514(10) . ?
C00E H00I 0.9900 . ?
C00E H00J 0.9900 . ?
C00F H00Q 0.9900 . ?
C00F H00R 0.9900 . ?
C00F C00G 1.517(10) . ?
C00G H00S 0.9900 . ?
C00G H00T 0.9900 . ?

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
Br02 Bi01 Br02 180.0 2_667 . ?
Br02 Bi01 Br03 89.81(2) . . ?
Br02 Bi01 Br03 89.81(2) 2_667 2_667 ?
Br02 Bi01 Br03 90.19(2) 2_667 . ?
Br02 Bi01 Br03 90.19(2) . 2_667 ?
Br03 Bi01 Br03 180.00(2) 2_667 . ?
Br05 Bi01 Br02 90.75(2) . . ?
Br05 Bi01 Br02 89.25(2) 2_667 . ?
Br05 Bi01 Br02 90.75(2) 2_667 2_667 ?
Br05 Bi01 Br02 89.25(2) . 2_667 ?
Br05 Bi01 Br03 91.46(2) 2_667 2_667 ?
Br05 Bi01 Br03 91.46(2) . . ?
Br05 Bi01 Br03 88.54(2) 2_667 . ?
Br05 Bi01 Br03 88.54(2) . 2_667 ?
Br05 Bi01 Br05 180.00(3) . 2_667 ?
Br04 Cu07 Br04 180.0 2_557 . ?
Br04 Cu07 Br 77.45(4) 2_557 1_545 ?
Br04 Cu07 Br 102.55(4) 2_557 2_567 ?
Br04 Cu07 Br 102.55(4) . 1_545 ?
Br04 Cu07 Br 77.45(4) . 2_567 ?
Br04 Cu07 Br1 169.0(9) . 2_557 ?
Br04 Cu07 Br1 11.0(9) 2_557 2_557 ?
Br Cu07 Br1 88.4(9) 2_567 . ?
Br Cu07 Br1 91.6(9) 1_545 . ?
Br Cu07 Br1 88.4(9) 1_545 2_557 ?
Br Cu07 Br1 91.6(9) 2_567 2_557 ?
Br1 Cu07 Br1 180.0 . 2_557 ?
H00A N009 H00B 109.5 . . ?
H00A N009 H00C 109.5 . . ?
H00B N009 H00C 109.5 . . ?
C00E N009 H00A 109.5 . . ?
C00E N009 H00B 109.5 . . ?
C00E N009 H00C 109.5 . . ?
H00K N00A H00L 109.5 . . ?
H00K N00A H00M 109.5 . . ?
H00L N00A H00M 109.5 . . ?
C00G N00A H00K 109.5 . . ?
C00G N00A H00L 109.5 . . ?
C00G N00A H00M 109.5 . . ?
H00D N00B H00E 109.5 . . ?
H00D N00B H00F 109.5 . . ?
H00E N00B H00F 109.5 . . ?
C00D N00B H00D 109.5 . . ?
C00D N00B H00E 109.5 . . ?
C00D N00B H00F 109.5 . . ?
H00N N00C H00O 109.5 . . ?
H00N N00C H00P 109.5 . . ?
H00O N00C H00P 109.5 . . ?
C00F N00C H00N 109.5 . . ?
C00F N00C H00O 109.5 . . ?
C00F N00C H00P 109.5 . . ?
N00B C00D H00G 108.9 . . ?
N00B C00D H00H 108.9 . . ?
N00B C00D C00E 113.2(6) . . ?
H00G C00D H00H 107.8 . . ?
C00E C00D H00G 108.9 . . ?
C00E C00D H00H 108.9 . . ?
N009 C00E C00D 112.4(6) . . ?
N009 C00E H00I 109.1 . . ?
N009 C00E H00J 109.1 . . ?
C00D C00E H00I 109.1 . . ?
C00D C00E H00J 109.1 . . ?
H00I C00E H00J 107.8 . . ?
N00C C00F H00Q 109.1 . . ?
N00C C00F H00R 109.1 . . ?
N00C C00F C00G 112.3(6) . . ?
H00Q C00F H00R 107.9 . . ?
C00G C00F H00Q 109.1 . . ?
C00G C00F H00R 109.1 . . ?
N00A C00G C00F 112.8(6) . . ?
N00A C00G H00S 109.0 . . ?
N00A C00G H00T 109.0 . . ?
C00F C00G H00S 109.0 . . ?
C00F C00G H00T 109.0 . . ?
H00S C00G H00T 107.8 . . ?

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
N00B C00D C00E N009 -69.5(8) . . . . ?
N00C C00F C00G N00A -71.3(8) . . . . ?

_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_mo_APAgBiBr
_database_code_depnum_ccdc_archive 'CCDC 2243246'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-01-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Bi Br6, 4(Br), Ag Br2, 4(C4 H12 N2)'
_chemical_formula_sum            'C16 H48 Ag Bi Br12 N8'
_chemical_formula_weight         1628.39
_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'
Ag Ag -0.8971 1.1015 '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'
Br Br -0.2901 2.4595 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1349(4)
_cell_length_b                   9.2332(4)
_cell_length_c                   12.2348(5)
_cell_angle_alpha                96.096(2)
_cell_angle_beta                 104.644(2)
_cell_angle_gamma                92.070(2)
_cell_volume                     990.64(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    8257
_cell_measurement_temperature    100(5)
_cell_measurement_theta_max      26.28
_cell_measurement_theta_min      2.65
_shelx_estimated_absorpt_T_max   0.234
_shelx_estimated_absorpt_T_min   0.132
_exptl_absorpt_coefficient_mu    17.053
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.4359
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1249 before and 0.0631 after correction.
The Ratio of minimum to maximum transmission is 0.5848.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.730
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             750
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0604
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            29936
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.392
_diffrn_reflns_theta_min         2.978
_diffrn_ambient_temperature      100(5)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_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                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3437
_reflns_number_total             4050
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.150
_refine_diff_density_min         -1.763
_refine_diff_density_rms         0.210
_refine_ls_extinction_coef       0.0020(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         4050
_refine_ls_number_restraints     104
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0455
_refine_ls_restrained_S_all      1.061
_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)+(0.0584P)²+10.3456P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1172
_refine_ls_wR_factor_ref         0.1229
_refine_special_details          ?
_olex2_refinement_description    
;
1. Restrained distances
 C10-N11
 1.4 with sigma of 0.02
 N4-C5
 1.4 with sigma of 0.02
2. Uiso/Uaniso restraints and constraints
Uanis(N11) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(N4) \\sim Ueq, Uanis(C5)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Rigid body (RIGU) restrains
 C2, C6, H6A, H6B, C5, N1, H2, C3, N4, H5A, H5B, H1A, H1B, H1C, H3A, H3B, H4A,
 H4B
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C8, C12, H12A, H12B, N11, C10, H11A, H11B, N7, C9, H8, H10A, H10B, H7A, H7B,
 H7C, H9A, H9B
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
4.a Ternary CH refined with riding coordinates:
 C2(H2), C8(H8)
4.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C6(H6A,H6B), C10(H10A,H10B), C9(H9A,H9B), C3(H3A,H3B), N4(H4A,
 H4B), N11(H11A,H11B), C5(H5A,H5B)
4.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), N7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 1.000000 0.500000 1.000000 0.02697(15) Uani 1 2 d S . P . .
Br5 Br 0.48151(10) 0.74387(10) 0.46491(7) 0.0375(2) Uani 1 1 d . . . . .
Br6 Br 0.02018(10) -0.24354(10) 0.53777(7) 0.0398(2) Uani 1 1 d . . . . .
Br2 Br 0.89122(12) 0.48990(11) 0.75900(7) 0.0437(3) Uani 1 1 d . . . . .
Ag1 Ag 0.500000 0.000000 1.000000 0.0711(4) Uani 1 2 d S . P . .
Br3 Br 0.77383(11) 0.27709(12) 0.99941(11) 0.0586(3) Uani 1 1 d . . . . .
Br4 Br 0.40349(13) -0.00708(11) 0.78996(11) 0.0534(3) Uani 1 1 d . . . . .
Br1 Br 1.21353(15) 0.28207(14) 0.99172(8) 0.0613(4) Uani 1 1 d . . . . .
C12 C -0.0377(17) 0.0876(14) 0.7293(12) 0.072(3) Uani 1 1 d . . . . .
H12A H 0.020468 0.080022 0.671036 0.087 Uiso 1 1 calc R U . . .
H12B H -0.031089 0.190095 0.764345 0.087 Uiso 1 1 calc R U . . .
C6 C 0.4534(16) 0.5884(14) 0.7334(11) 0.065(3) Uani 1 1 d . . . . .
H6A H 0.508638 0.605472 0.675492 0.077 Uiso 1 1 calc R U . . .
H6B H 0.449915 0.682578 0.779369 0.077 Uiso 1 1 calc R U . . .
C10 C -0.0707(16) -0.1454(15) 0.7948(14) 0.079(3) Uani 1 1 d D U . . .
H10A H -0.072153 -0.186972 0.865823 0.095 Uiso 1 1 calc R U . . .
H10B H -0.030441 -0.216758 0.745364 0.095 Uiso 1 1 calc R U . . .
N1 N 0.2629(10) 0.4993(9) 0.5490(7) 0.0438(18) Uani 1 1 d . . . . .
H1A H 0.162867 0.473973 0.517014 0.053 Uiso 1 1 calc R U . . .
H1B H 0.319451 0.427166 0.528541 0.053 Uiso 1 1 calc R U . . .
H1C H 0.289057 0.583787 0.524425 0.053 Uiso 1 1 calc R U . . .
C2 C 0.2918(15) 0.5209(14) 0.6761(9) 0.059(2) Uani 1 1 d . . . . .
H2 H 0.217088 0.588109 0.696978 0.071 Uiso 1 1 calc R U . . .
N7 N -0.2348(11) -0.0014(11) 0.5521(8) 0.055(2) Uani 1 1 d . . . . .
H7A H -0.207962 0.081359 0.525554 0.083 Uiso 1 1 calc R U . . .
H7B H -0.334819 -0.026883 0.519981 0.083 Uiso 1 1 calc R U . . .
H7C H -0.178324 -0.074845 0.533662 0.083 Uiso 1 1 calc R U . . .
C9 C -0.2216(16) -0.1071(16) 0.7365(12) 0.071(3) Uani 1 1 d . . . . .
H9A H -0.282846 -0.087580 0.791945 0.085 Uiso 1 1 calc R U . . .
H9B H -0.273364 -0.189228 0.679413 0.085 Uiso 1 1 calc R U . . .
C3 C 0.2778(15) 0.3812(16) 0.7253(11) 0.067(3) Uani 1 1 d . . . . .
H3A H 0.199062 0.384833 0.767983 0.081 Uiso 1 1 calc R U . . .
H3B H 0.251126 0.297657 0.664487 0.081 Uiso 1 1 calc R U . . .
N4 N 0.4283(14) 0.3679(15) 0.8018(13) 0.103(4) Uani 1 1 d D U . . .
H4A H 0.417977 0.360602 0.873124 0.123 Uiso 1 1 calc R U . . .
H4B H 0.466740 0.284209 0.777985 0.123 Uiso 1 1 calc R U . . .
N11 N 0.0136(17) -0.0158(15) 0.8176(13) 0.111(4) Uani 1 1 d D U . . .
H11A H 0.112151 -0.033724 0.822023 0.133 Uiso 1 1 calc R U . . .
H11B H 0.009022 0.028316 0.886630 0.133 Uiso 1 1 calc R U . . .
C8 C -0.2071(17) 0.0254(15) 0.6791(11) 0.070(2) Uani 1 1 d . . . . .
H8 H -0.276764 0.098875 0.699065 0.084 Uiso 1 1 calc R U . . .
C5 C 0.5276(17) 0.4819(17) 0.8062(15) 0.095(4) Uani 1 1 d D U . . .
H5A H 0.615756 0.446760 0.780286 0.114 Uiso 1 1 calc R U . . .
H5B H 0.564869 0.528760 0.885639 0.114 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 Br2 2.8537(9) 2_767 ?
Bi1 Br2 2.8538(9) . ?
Bi1 Br3 2.8613(10) 2_767 ?
Bi1 Br3 2.8613(10) . ?
Bi1 Br1 2.8642(11) 2_767 ?
Bi1 Br1 2.8642(11) . ?
Ag1 Br4 2.4900(13) 2_657 ?
Ag1 Br4 2.4900(13) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 N11 1.514(17) . ?
C12 C8 1.57(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C2 1.542(19) . ?
C6 C5 1.467(17) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C9 1.458(18) . ?
C10 N11 1.362(14) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N1 C2 1.500(13) . ?
C2 H2 1.0000 . ?
C2 C3 1.495(17) . ?
N7 H7A 0.9100 . ?
N7 H7B 0.9100 . ?
N7 H7C 0.9100 . ?
N7 C8 1.502(15) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C8 1.491(19) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 N4 1.473(16) . ?
N4 H4A 0.9100 . ?
N4 H4B 0.9100 . ?
N4 C5 1.352(14) . ?
N11 H11A 0.9100 . ?
N11 H11B 0.9100 . ?
C8 H8 1.0000 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?

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
Br2 Bi1 Br2 180.0 2_767 . ?
Br2 Bi1 Br3 90.01(3) 2_767 2_767 ?
Br2 Bi1 Br3 89.99(3) 2_767 . ?
Br2 Bi1 Br3 89.99(3) . 2_767 ?
Br2 Bi1 Br3 90.01(3) . . ?
Br2 Bi1 Br1 84.95(3) . 2_767 ?
Br2 Bi1 Br1 95.05(3) . . ?
Br2 Bi1 Br1 84.95(3) 2_767 . ?
Br2 Bi1 Br1 95.05(3) 2_767 2_767 ?
Br3 Bi1 Br3 180.0 . 2_767 ?
Br3 Bi1 Br1 90.24(4) . 2_767 ?
Br3 Bi1 Br1 89.76(4) 2_767 2_767 ?
Br3 Bi1 Br1 90.24(4) 2_767 . ?
Br3 Bi1 Br1 89.76(4) . . ?
Br1 Bi1 Br1 180.00(6) 2_767 . ?
Br4 Ag1 Br4 180.0 2_657 . ?
H12A C12 H12B 109.6 . . ?
N11 C12 H12A 111.9 . . ?
N11 C12 H12B 111.9 . . ?
N11 C12 C8 99.3(11) . . ?
C8 C12 H12A 111.9 . . ?
C8 C12 H12B 111.9 . . ?
H6A C6 H6B 108.7 . . ?
C2 C6 H6A 110.6 . . ?
C2 C6 H6B 110.6 . . ?
C5 C6 H6A 110.6 . . ?
C5 C6 H6B 110.6 . . ?
C5 C6 C2 105.7(11) . . ?
H10A C10 H10B 109.0 . . ?
C9 C10 H10A 111.0 . . ?
C9 C10 H10B 111.0 . . ?
N11 C10 H10A 111.0 . . ?
N11 C10 H10B 111.0 . . ?
N11 C10 C9 103.8(12) . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 N1 H1A 109.5 . . ?
C2 N1 H1B 109.5 . . ?
C2 N1 H1C 109.5 . . ?
C6 C2 H2 108.8 . . ?
N1 C2 C6 111.3(10) . . ?
N1 C2 H2 108.8 . . ?
C3 C2 C6 106.2(10) . . ?
C3 C2 N1 112.8(11) . . ?
C3 C2 H2 108.8 . . ?
H7A N7 H7B 109.5 . . ?
H7A N7 H7C 109.5 . . ?
H7B N7 H7C 109.5 . . ?
C8 N7 H7A 109.5 . . ?
C8 N7 H7B 109.5 . . ?
C8 N7 H7C 109.5 . . ?
C10 C9 H9A 109.9 . . ?
C10 C9 H9B 109.9 . . ?
C10 C9 C8 109.0(13) . . ?
H9A C9 H9B 108.3 . . ?
C8 C9 H9A 109.9 . . ?
C8 C9 H9B 109.9 . . ?
C2 C3 H3A 110.8 . . ?
C2 C3 H3B 110.8 . . ?
H3A C3 H3B 108.8 . . ?
N4 C3 C2 104.9(11) . . ?
N4 C3 H3A 110.8 . . ?
N4 C3 H3B 110.8 . . ?
C3 N4 H4A 109.0 . . ?
C3 N4 H4B 109.0 . . ?
H4A N4 H4B 107.8 . . ?
C5 N4 C3 113.1(11) . . ?
C5 N4 H4A 109.0 . . ?
C5 N4 H4B 109.0 . . ?
C12 N11 H11A 108.8 . . ?
C12 N11 H11B 108.8 . . ?
C10 N11 C12 113.6(12) . . ?
C10 N11 H11A 108.8 . . ?
C10 N11 H11B 108.8 . . ?
H11A N11 H11B 107.7 . . ?
C12 C8 H8 109.5 . . ?
N7 C8 C12 107.5(11) . . ?
N7 C8 H8 109.5 . . ?
C9 C8 C12 105.4(11) . . ?
C9 C8 N7 115.3(11) . . ?
C9 C8 H8 109.5 . . ?
C6 C5 H5A 109.7 . . ?
C6 C5 H5B 109.7 . . ?
N4 C5 C6 109.9(12) . . ?
N4 C5 H5A 109.7 . . ?
N4 C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C2 C3 N4 -2.9(15) . . . . ?
C10 C9 C8 C12 -12.6(16) . . . . ?
C10 C9 C8 N7 105.8(14) . . . . ?
N1 C2 C3 N4 119.3(13) . . . . ?
C2 C6 C5 N4 -3(2) . . . . ?
C2 C3 N4 C5 1(2) . . . . ?
C9 C10 N11 C12 -32(2) . . . . ?
C3 N4 C5 C6 1(2) . . . . ?
N11 C12 C8 N7 -128.4(12) . . . . ?
N11 C12 C8 C9 -5.0(15) . . . . ?
N11 C10 C9 C8 26.7(18) . . . . ?
C8 C12 N11 C10 23.3(19) . . . . ?
C5 C6 C2 N1 -119.6(13) . . . . ?
C5 C6 C2 C3 3.6(15) . . . . ?

_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_mo_EDPbClI
_database_code_depnum_ccdc_archive 'CCDC 2243245'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-02-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'I4 Pb, 2(C2 H10 N2), Cl2'
_chemical_formula_sum            'C4 H20 Cl2 I4 N4 Pb'
_chemical_formula_weight         909.93
_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'
Cl Cl 0.1484 0.1585 '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'
Pb Pb -3.3944 10.1111 '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           12
_space_group_name_H-M_alt        'C 1 2/m 1'
_space_group_name_Hall           '-C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   8.982(3)
_cell_length_b                   8.648(4)
_cell_length_c                   12.608(6)
_cell_angle_alpha                90
_cell_angle_beta                 104.270(9)
_cell_angle_gamma                90
_cell_volume                     949.1(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    593
_cell_measurement_temperature    100(5)
_cell_measurement_theta_max      21.755
_cell_measurement_theta_min      3.318
_shelx_estimated_absorpt_T_max   0.745
_shelx_estimated_absorpt_T_min   0.188
_exptl_absorpt_coefficient_mu    15.659
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.4534
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1051 before and 0.0759 after correction.
The Ratio of minimum to maximum transmission is 0.6085.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    3.184
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.144
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0821
_diffrn_reflns_av_unetI/netI     0.0661
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3608
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.718
_diffrn_reflns_theta_max         24.718
_diffrn_reflns_theta_min         3.321
_diffrn_ambient_temperature      100(5)
_diffrn_detector                 'photon counting detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker PHOTON III 14'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'Bruker D8 Venture'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                780
_reflns_number_total             872
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_refine_diff_density_max         1.565
_refine_diff_density_min         -1.698
_refine_diff_density_rms         0.304
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.166
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     65
_refine_ls_number_reflns         872
_refine_ls_number_restraints     45
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0469
_refine_ls_restrained_S_all      1.138
_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)+(0.0114P)²+37.6374P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0960
_refine_ls_wR_factor_ref         0.1015
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(Cl1A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(N1) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(N3) \\sim
Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
3. Rigid body (RIGU) restrains
 C4, N1, C2, N3
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Others
 Fixed Sof: I1(0.5) N1(0.5) H1A(0.5) H1B(0.5) H1C(0.5) C2(0.5) H2A(0.5)
 H2B(0.5) N3(0.5) H3A(0.5) H3B(0.5) H3C(0.5) C4(0.5) H4A(0.5) H4B(0.5) Cl1A(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B)
5.b Me refined with riding coordinates:
 N1(H1A,H1B,H1C), N3(H3A,H3B,H3C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Pb01 Pb 0.500000 1.000000 0.500000 0.0127(3) Uani 1 4 d S T P . .
I002 I 0.37532(15) 1.000000 0.24391(11) 0.0332(4) Uani 1 2 d S T P . .
I1 I 0.30255(18) 0.68347(18) 0.47450(14) 0.0153(4) Uani 0.5 1 d . . P . .
N1 N -0.2283(19) 1.016(5) 0.0522(13) 0.017(5) Uani 0.5 1 d . U P A -1
H1A H -0.315774 1.058120 0.009865 0.020 Uiso 0.5 1 calc R U P A -1
H1B H -0.145180 1.063676 0.037830 0.020 Uiso 0.5 1 calc R U P A -1
H1C H -0.225433 0.913231 0.036879 0.020 Uiso 0.5 1 calc R U P A -1
C2 C -0.068(3) 0.959(2) 0.243(2) 0.021(4) Uani 0.5 1 d . U P A -1
H2A H -0.079328 0.912151 0.312232 0.025 Uiso 0.5 1 calc R U P A -1
H2B H -0.021078 0.885192 0.201147 0.025 Uiso 0.5 1 calc R U P A -1
N3 N 0.012(2) 1.114(2) 0.2594(19) 0.021(4) Uani 0.5 1 d . U P A -1
H3A H 0.110115 1.101331 0.300351 0.025 Uiso 0.5 1 calc R U P A -1
H3B H 0.014011 1.154596 0.193172 0.025 Uiso 0.5 1 calc R U P A -1
H3C H -0.039155 1.179201 0.294561 0.025 Uiso 0.5 1 calc R U P A -1
C4 C -0.226(3) 1.037(2) 0.171(2) 0.018(4) Uani 0.5 1 d . U P A -1
H4A H -0.316311 0.985326 0.187616 0.022 Uiso 0.5 1 calc R U P A -1
H4B H -0.229537 1.147994 0.188644 0.022 Uiso 0.5 1 calc R U P A -1
Cl1A Cl -0.0118(13) 1.2500(6) -0.0253(5) 0.013(2) Uani 0.5 1 d . U P B 2


_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
Pb01 I002 3.1458(19) 5_676 ?
Pb01 I002 3.1458(19) . ?
Pb01 I1 3.2306(18) 4_556 ?
Pb01 I1 3.2306(18) 3 ?
Pb01 I1 3.2343(18) 6_575 ?
Pb01 I1 3.2344(18) . ?
Pb01 I1 3.2306(18) 8_565 ?
Pb01 I1 3.2343(18) 2_656 ?
Pb01 I1 3.2343(18) 5_676 ?
Pb01 I1 3.2306(18) 7_566 ?
I1 I1 1.711(3) 7_566 ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N1 C4 1.51(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 N3 1.51(3) . ?
C2 C4 1.63(3) . ?
N3 H3A 0.9100 . ?
N3 H3B 0.9100 . ?
N3 H3C 0.9100 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
Cl1A Cl1A 0.620(11) 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
I002 Pb01 I002 180.0 5_676 . ?
I002 Pb01 I1 81.39(3) 5_676 5_676 ?
I002 Pb01 I1 81.39(3) . 6_575 ?
I002 Pb01 I1 90.39(4) . 4_556 ?
I002 Pb01 I1 98.61(3) . 2_656 ?
I002 Pb01 I1 98.61(3) 5_676 6_575 ?
I002 Pb01 I1 81.39(3) . . ?
I002 Pb01 I1 89.61(4) 5_676 7_566 ?
I002 Pb01 I1 89.61(4) . 3 ?
I002 Pb01 I1 98.61(3) . 5_676 ?
I002 Pb01 I1 90.39(4) 5_676 8_565 ?
I002 Pb01 I1 90.39(4) . 7_566 ?
I002 Pb01 I1 89.61(4) . 8_565 ?
I002 Pb01 I1 98.61(3) 5_676 . ?
I002 Pb01 I1 89.61(4) 5_676 4_556 ?
I002 Pb01 I1 90.39(4) 5_676 3 ?
I002 Pb01 I1 81.39(3) 5_676 2_656 ?
I1 Pb01 I1 30.70(6) 8_565 2_656 ?
I1 Pb01 I1 64.36(6) 5_676 6_575 ?
I1 Pb01 I1 180.00(5) 7_566 3 ?
I1 Pb01 I1 149.30(6) 3 . ?
I1 Pb01 I1 91.64(3) 8_565 . ?
I1 Pb01 I1 88.36(3) 4_556 . ?
I1 Pb01 I1 149.30(6) 8_565 6_575 ?
I1 Pb01 I1 64.36(6) 2_656 . ?
I1 Pb01 I1 115.64(6) 6_575 . ?
I1 Pb01 I1 88.36(3) 7_566 6_575 ?
I1 Pb01 I1 121.17(6) 7_566 8_565 ?
I1 Pb01 I1 88.36(3) 8_565 5_676 ?
I1 Pb01 I1 91.64(3) 7_566 2_656 ?
I1 Pb01 I1 91.64(3) 3 6_575 ?
I1 Pb01 I1 88.36(3) 3 2_656 ?
I1 Pb01 I1 91.64(3) 4_556 5_676 ?
I1 Pb01 I1 180.0 8_565 4_556 ?
I1 Pb01 I1 149.30(6) 4_556 2_656 ?
I1 Pb01 I1 149.30(6) 7_566 5_676 ?
I1 Pb01 I1 115.64(6) 5_676 2_656 ?
I1 Pb01 I1 30.70(6) 4_556 6_575 ?
I1 Pb01 I1 58.83(6) 7_566 4_556 ?
I1 Pb01 I1 180.0 5_676 . ?
I1 Pb01 I1 121.17(6) 3 4_556 ?
I1 Pb01 I1 30.70(6) 3 5_676 ?
I1 Pb01 I1 180.0 2_656 6_575 ?
I1 Pb01 I1 30.70(6) 7_566 . ?
I1 Pb01 I1 58.83(6) 3 8_565 ?
Pb01 I1 Pb01 149.30(6) 3_445 . ?
I1 I1 Pb01 74.53(10) 7_566 . ?
I1 I1 Pb01 74.77(10) 7_566 3_445 ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C4 N1 H1A 109.5 . . ?
C4 N1 H1B 109.5 . . ?
C4 N1 H1C 109.5 . . ?
H2A C2 H2B 110.6 . . ?
N3 C2 H2A 113.3 . . ?
N3 C2 H2B 113.3 . . ?
N3 C2 C4 92.0(15) . . ?
C4 C2 H2A 113.3 . . ?
C4 C2 H2B 113.3 . . ?
C2 N3 H3A 109.5 . . ?
C2 N3 H3B 109.5 . . ?
C2 N3 H3C 109.5 . . ?
H3A N3 H3B 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
N1 C4 C2 108(2) . . ?
N1 C4 H4A 110.2 . . ?
N1 C4 H4B 110.2 . . ?
C2 C4 H4A 110.2 . . ?
C2 C4 H4B 110.2 . . ?
H4A C4 H4B 108.5 . . ?

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
N3 C2 C4 N1 97(2) . . . . ?

_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_mo_EDAgBiBrI
_database_code_depnum_ccdc_archive 'CCDC 2243250'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-02-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Ag Bi I8, 4(C2 H10 N2), 0.612(I), 3.388(Br)'
_chemical_formula_sum            'C8 H40 Ag Bi Br3.39 I8.61 N8'
_chemical_formula_weight         1929.77
_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'
Ag Ag -0.8971 1.1015 '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'
Br Br -0.2901 2.4595 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1706(4)
_cell_length_b                   9.2051(4)
_cell_length_c                   11.8688(4)
_cell_angle_alpha                107.4280(10)
_cell_angle_beta                 93.9270(10)
_cell_angle_gamma                92.3490(10)
_cell_volume                     951.69(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9642
_cell_measurement_temperature    100(5)
_cell_measurement_theta_max      26.36
_cell_measurement_theta_min      2.75
_shelx_estimated_absorpt_T_max   0.415
_shelx_estimated_absorpt_T_min   0.336
_exptl_absorpt_coefficient_mu    15.682
_exptl_absorpt_correction_T_max  0.745372
_exptl_absorpt_correction_T_min  0.517433
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1038 before and 0.0568 after correction.
 
For component 2:
 wR2(int) was 0.1197 before and 0.0562 after correction.
 The Ratio of minimum to maximum transmission is 0.69.

Final HKLF 4 output contains 31452 reflections, Rint = 0.0552
 (20247 with I > 3sig(I), Rint = 0.0494)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    3.367
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             849
_exptl_crystal_size_max          0.089
_exptl_crystal_size_mid          0.087
_exptl_crystal_size_min          0.068
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3845
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.383
_diffrn_reflns_theta_min         2.748
_diffrn_ambient_temperature      100(5)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.985
_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                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3656
_reflns_number_total             3845
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_refine_diff_density_max         0.987
_refine_diff_density_min         -0.871
_refine_diff_density_rms         0.208
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     148
_refine_ls_number_reflns         3845
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0305
_refine_ls_R_factor_gt           0.0285
_refine_ls_restrained_S_all      1.069
_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)+(0.0229P)²+0.4284P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0582
_refine_ls_wR_factor_ref         0.0593
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.5036(15)
 0.4964(15)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H,H) groups
3. Shared sites
{I11B, Br11}
4. Uiso/Uaniso restraints and constraints
Uanis(I11B) = Uanis(Br11)
5. Others
 Sof(Br11)=1-FVAR(1)
 Sof(I11B)=FVAR(1)
 Fixed Sof: Ag2(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C00F(H00D,H00E), C2(H2A,H2B), C3(H3A,H3B), C1(H1D,H1E)
6.b Idealised Me refined as rotating group:
 N00C(H00A,H00B,H00C), N2(H2C,H2D,H2E), N00G(H00F,H00G,H00H), N1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Bi00 Bi 0.500000 1.000000 0.000000 0.01096(8) Uani 1 2 d S . P . .
I02 I 0.74185(4) 1.23939(4) -0.00104(3) 0.01511(10) Uani 1 1 d . . . . .
I03 I 0.03042(4) 0.58632(4) 0.23729(3) 0.01602(10) Uani 1 1 d . . . . .
I04 I 0.47725(4) 1.15061(4) 0.26154(3) 0.01546(10) Uani 1 1 d . . . . .
N00C N 1.0386(5) 0.7391(5) 0.5733(4) 0.0184(11) Uani 1 1 d . . . . .
H00A H 1.101101 0.668351 0.538041 0.022 Uiso 1 1 calc R U . . .
H00B H 1.044950 0.819265 0.543527 0.022 Uiso 1 1 calc R U . . .
H00C H 0.945345 0.696386 0.558859 0.022 Uiso 1 1 calc R U . . .
N2 N 0.6403(5) 0.5555(6) 0.2358(4) 0.0203(12) Uani 1 1 d . . . . .
H2C H 0.661989 0.469201 0.179706 0.024 Uiso 1 1 calc R U . . .
H2D H 0.669046 0.549165 0.309049 0.024 Uiso 1 1 calc R U . . .
H2E H 0.688255 0.637857 0.224483 0.024 Uiso 1 1 calc R U . . .
C00F C 1.0790(6) 0.7941(7) 0.7042(5) 0.0170(13) Uani 1 1 d . . . . .
H00D H 1.166823 0.865728 0.720783 0.020 Uiso 1 1 calc R U . . .
H00E H 1.104321 0.706024 0.731588 0.020 Uiso 1 1 calc R U . . .
N00G N 0.9319(6) 1.0236(6) 0.7551(5) 0.0258(13) Uani 1 1 d . . . . .
H00F H 0.898324 1.009807 0.678424 0.031 Uiso 1 1 calc R U . . .
H00G H 1.017329 1.082773 0.772279 0.031 Uiso 1 1 calc R U . . .
H00H H 0.864300 1.070460 0.803945 0.031 Uiso 1 1 calc R U . . .
C2 C 0.9579(7) 0.8725(7) 0.7725(5) 0.0171(13) Uani 1 1 d . . . . .
H2A H 0.866449 0.806041 0.747601 0.021 Uiso 1 1 calc R U . . .
H2B H 0.982277 0.887191 0.857889 0.021 Uiso 1 1 calc R U . . .
Br11 Br 0.77835(5) 0.96029(6) 0.47300(4) 0.01508(17) Uani 0.694(5) 1 d . . P A
4
Br2 Br 0.72432(6) 0.52748(6) 0.50180(5) 0.01346(13) Uani 1 1 d . . . . .
Ag2 Ag 0.0218(3) 0.4769(3) -0.0006(3) 0.0286(4) Uani 0.5 1 d . . P B 1
N1 N 0.4548(5) 0.7527(6) 0.4285(4) 0.0160(11) Uani 1 1 d . . . . .
H1A H 0.422530 0.665837 0.443156 0.019 Uiso 1 1 calc R U . . .
H1B H 0.400808 0.830906 0.465800 0.019 Uiso 1 1 calc R U . . .
H1C H 0.550699 0.775381 0.455915 0.019 Uiso 1 1 calc R U . . .
C3 C 0.4390(6) 0.7296(7) 0.2982(5) 0.0155(12) Uani 1 1 d . . . . .
H3A H 0.502462 0.807935 0.280110 0.019 Uiso 1 1 calc R U . . .
H3B H 0.336361 0.743756 0.274082 0.019 Uiso 1 1 calc R U . . .
C1 C 0.4795(7) 0.5722(7) 0.2264(5) 0.0174(13) Uani 1 1 d . . . . .
H1D H 0.429172 0.494200 0.254677 0.021 Uiso 1 1 calc R U . . .
H1E H 0.444842 0.553702 0.142173 0.021 Uiso 1 1 calc R U . . .
I2A I 0.73668(4) 0.79148(4) 0.05039(3) 0.01650(10) Uani 1 1 d . . . C 2
I11B I 0.77835(5) 0.96029(6) 0.47300(4) 0.01508(17) Uani 0.306(5) 1 d . . P A 3


_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
Bi00 I02 3.0650(4) 2_675 ?
Bi00 I02 3.0650(4) . ?
Bi00 I04 3.0226(4) . ?
Bi00 I04 3.0227(4) 2_675 ?
Bi00 I2A 3.0991(4) 2_675 ?
Bi00 I2A 3.0991(4) . ?
I03 Ag2 2.693(3) . ?
I03 Ag2 2.696(3) 2_565 ?
N00C H00A 0.9100 . ?
N00C H00B 0.9100 . ?
N00C H00C 0.9100 . ?
N00C C00F 1.496(7) . ?
N2 H2C 0.9100 . ?
N2 H2D 0.9100 . ?
N2 H2E 0.9100 . ?
N2 C1 1.489(7) . ?
C00F H00D 0.9900 . ?
C00F H00E 0.9900 . ?
C00F C2 1.500(8) . ?
N00G H00F 0.9100 . ?
N00G H00G 0.9100 . ?
N00G H00H 0.9100 . ?
N00G C2 1.492(7) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
Ag2 Ag2 0.592(3) 2_565 ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N1 C3 1.493(7) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C1 1.520(8) . ?
C1 H1D 0.9900 . ?
C1 H1E 0.9900 . ?

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
I02 Bi00 I02 180.0 2_675 . ?
I02 Bi00 I2A 89.610(11) 2_675 2_675 ?
I02 Bi00 I2A 90.390(11) . 2_675 ?
I02 Bi00 I2A 90.390(10) 2_675 . ?
I02 Bi00 I2A 89.610(11) . . ?
I04 Bi00 I02 90.424(10) 2_675 2_675 ?
I04 Bi00 I02 89.576(10) . 2_675 ?
I04 Bi00 I02 89.576(10) 2_675 . ?
I04 Bi00 I02 90.424(10) . . ?
I04 Bi00 I04 180.0 . 2_675 ?
I04 Bi00 I2A 88.079(10) . 2_675 ?
I04 Bi00 I2A 91.921(10) 2_675 2_675 ?
I04 Bi00 I2A 91.922(10) . . ?
I04 Bi00 I2A 88.078(10) 2_675 . ?
I2A Bi00 I2A 180.0 . 2_675 ?
Ag2 I03 Ag2 12.61(5) . 2_565 ?
H00A N00C H00B 109.5 . . ?
H00A N00C H00C 109.5 . . ?
H00B N00C H00C 109.5 . . ?
C00F N00C H00A 109.5 . . ?
C00F N00C H00B 109.5 . . ?
C00F N00C H00C 109.5 . . ?
H2C N2 H2D 109.5 . . ?
H2C N2 H2E 109.5 . . ?
H2D N2 H2E 109.5 . . ?
C1 N2 H2C 109.5 . . ?
C1 N2 H2D 109.5 . . ?
C1 N2 H2E 109.5 . . ?
N00C C00F H00D 109.1 . . ?
N00C C00F H00E 109.1 . . ?
N00C C00F C2 112.7(5) . . ?
H00D C00F H00E 107.8 . . ?
C2 C00F H00D 109.1 . . ?
C2 C00F H00E 109.1 . . ?
H00F N00G H00G 109.5 . . ?
H00F N00G H00H 109.5 . . ?
H00G N00G H00H 109.5 . . ?
C2 N00G H00F 109.5 . . ?
C2 N00G H00G 109.5 . . ?
C2 N00G H00H 109.5 . . ?
C00F C2 H2A 109.0 . . ?
C00F C2 H2B 109.0 . . ?
N00G C2 C00F 113.0(5) . . ?
N00G C2 H2A 109.0 . . ?
N00G C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
I03 Ag2 I03 167.39(5) . 2_565 ?
Ag2 Ag2 I03 84.0(6) 2_565 . ?
Ag2 Ag2 I03 83.4(6) 2_565 2_565 ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C3 N1 H1A 109.5 . . ?
C3 N1 H1B 109.5 . . ?
C3 N1 H1C 109.5 . . ?
N1 C3 H3A 109.1 . . ?
N1 C3 H3B 109.1 . . ?
N1 C3 C1 112.6(5) . . ?
H3A C3 H3B 107.8 . . ?
C1 C3 H3A 109.1 . . ?
C1 C3 H3B 109.1 . . ?
N2 C1 C3 112.3(5) . . ?
N2 C1 H1D 109.1 . . ?
N2 C1 H1E 109.1 . . ?
C3 C1 H1D 109.1 . . ?
C3 C1 H1E 109.1 . . ?
H1D C1 H1E 107.9 . . ?

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
N00C C00F C2 N00G -70.2(7) . . . . ?
N1 C3 C1 N2 -72.4(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.5036(15)
2 0.4964(15)

####################################################################### 
# 
# 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_mo_RAPAgBiBr
_database_code_depnum_ccdc_archive 'CCDC 2243247'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-01-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Bi Br6, Ag Br2, 4(Br), 4(C4 H12 N2)'
_chemical_formula_sum            'C16 H48 Ag Bi Br12 N8'
_chemical_formula_weight         1628.39
_chemical_absolute_configuration .
_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'
Ag Ag -0.8971 1.1015 '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'
Br Br -0.2901 2.4595 '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      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   8.9959(4)
_cell_length_b                   9.3753(3)
_cell_length_c                   12.1528(5)
_cell_angle_alpha                96.252(2)
_cell_angle_beta                 104.273(2)
_cell_angle_gamma                91.349(2)
_cell_volume                     986.06(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9983
_cell_measurement_temperature    100(5)
_cell_measurement_theta_max      26.37
_cell_measurement_theta_min      2.54
_shelx_estimated_absorpt_T_max   0.384
_shelx_estimated_absorpt_T_min   0.204
_exptl_absorpt_coefficient_mu    17.132
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5463
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0957 before and 0.0738 after correction.
The Ratio of minimum to maximum transmission is 0.7329.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.742
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             750
_exptl_crystal_size_max          0.136
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.069
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0554
_diffrn_reflns_av_unetI/netI     0.0442
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            42237
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.388
_diffrn_reflns_theta_min         2.954
_diffrn_ambient_temperature      100(5)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.976
_reflns_Friedel_fraction_full    0.976
_reflns_Friedel_fraction_max     0.974
_reflns_number_gt                7576
_reflns_number_total             7978
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.986
_refine_diff_density_min         -0.813
_refine_diff_density_rms         0.125
_refine_ls_abs_structure_details 
;
 Flack x determined using 3468 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.033(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.948
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         7978
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0239
_refine_ls_R_factor_gt           0.0218
_refine_ls_restrained_S_all      0.947
_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)] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0399
_refine_ls_wR_factor_ref         0.0405
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C2(H2), C8(H8), C20(H20), C14(H14)
1.b Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), N5(H5A,H5B), N23(H23A,H23B), C10(H10A,H10B), C21(H21A,H21B),
 N17(H17A,H17B), C15(H15A,H15B), N11(H11A,H11B), C6(H6A,H6B), C22(H22A,H22B),
 C4(H4A,H4B), C12(H12A,H12B), C3(H3A,H3B), C16(H16A,H16B), C9(H9A,H9B),
 C18(H18A,H18B)
1.c Idealised Me refined as rotating group:
 N13(H13A,H13B,H13C), N19(H19A,H19B,H19C), N1(H1A,H1B,H1C), N7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 -0.10359(4) 0.10824(4) -0.20331(4) 0.01004(6) Uani 1 1 d . . . . .
Br7 Br -0.49900(10) 0.61086(9) 0.01450(9) 0.0205(2) Uani 1 1 d . . . . .
Br12 Br 0.43198(10) 0.86592(8) 0.33004(8) 0.01252(18) Uani 1 1 d . . . . .
Br6 Br 0.00473(9) 0.11001(8) 0.04092(8) 0.01331(19) Uani 1 1 d . . . . .
Br2 Br -0.30243(9) 0.35009(8) -0.19858(7) 0.01301(17) Uani 1 1 d . . . . .
Br11 Br -0.13038(9) 0.81670(8) 0.25557(8) 0.01237(18) Uani 1 1 d . . . . .
Ag1 Ag -0.58962(14) 0.60167(13) -0.19765(11) 0.0345(2) Uani 1 1 d . . . . .
Br1 Br 0.12969(10) -0.09122(8) -0.21228(7) 0.01347(17) Uani 1 1 d . . . . .
Br3 Br -0.20989(10) 0.09240(8) -0.44405(8) 0.01428(19) Uani 1 1 d . . . . .
Br5 Br 0.11880(9) 0.32957(9) -0.20217(8) 0.0163(2) Uani 1 1 d . . . . .
Br10 Br -0.06902(10) 0.36612(8) 0.33616(8) 0.01256(18) Uani 1 1 d . . . . .
Br4 Br -0.34020(10) -0.10445(9) -0.20307(8) 0.0177(2) Uani 1 1 d . . . . .
Br9 Br 0.37401(9) 0.32068(8) 0.25902(8) 0.01241(18) Uani 1 1 d . . . . .
Br8 Br -0.69141(11) 0.60162(9) -0.40829(9) 0.0214(2) Uani 1 1 d . . . . .
N13 N -0.3457(8) 1.1028(7) 0.2367(6) 0.0152(16) Uani 1 1 d . . . . .
H13A H -0.422039 1.151675 0.258266 0.018 Uiso 1 1 calc R U . . .
H13B H -0.255117 1.155382 0.263738 0.018 Uiso 1 1 calc R U . . .
H13C H -0.338034 1.017051 0.265631 0.018 Uiso 1 1 calc R U . . .
C24 C -0.0368(11) 0.5002(9) 0.0648(8) 0.023(2) Uani 1 1 d . . . . .
H24A H -0.033721 0.415110 0.009629 0.027 Uiso 1 1 calc R U . . .
H24B H -0.078279 0.469422 0.127230 0.027 Uiso 1 1 calc R U . . .
N5 N -0.1615(7) 0.4546(6) -0.4132(5) 0.0116(13) Uani 1 1 d . . . . .
H5A H -0.103247 0.416369 -0.459363 0.014 Uiso 1 1 calc R U . . .
H5B H -0.154840 0.400616 -0.354446 0.014 Uiso 1 1 calc R U . . .
N23 N -0.1316(7) 0.6121(7) 0.0071(6) 0.0176(15) Uani 1 1 d . . . . .
H23A H -0.210910 0.570759 -0.050262 0.021 Uiso 1 1 calc R U . . .
H23B H -0.170254 0.668828 0.057869 0.021 Uiso 1 1 calc R U . . .
N19 N 0.1586(8) 0.6067(7) 0.2409(6) 0.0144(16) Uani 1 1 d . . . . .
H19A H 0.081235 0.656350 0.260169 0.017 Uiso 1 1 calc R U . . .
H19B H 0.248698 0.659974 0.267653 0.017 Uiso 1 1 calc R U . . .
H19C H 0.166061 0.522520 0.272335 0.017 Uiso 1 1 calc R U . . .
N1 N -0.3508(8) 0.5832(7) -0.6555(6) 0.0114(15) Uani 1 1 d . . . . .
H1A H -0.434799 0.523769 -0.689417 0.014 Uiso 1 1 calc R U . . .
H1B H -0.265698 0.543575 -0.670958 0.014 Uiso 1 1 calc R U . . .
H1C H -0.362873 0.669748 -0.683051 0.014 Uiso 1 1 calc R U . . .
C10 C 0.3727(9) 1.1100(7) 0.6280(6) 0.0143(16) Uani 1 1 d . . . . .
H10A H 0.484663 1.132306 0.656314 0.017 Uiso 1 1 calc R U . . .
H10B H 0.322500 1.136435 0.690709 0.017 Uiso 1 1 calc R U . . .
C21 C 0.1217(9) 0.7155(8) 0.0576(8) 0.0159(18) Uani 1 1 d . . . . .
H21A H 0.117999 0.799648 0.113465 0.019 Uiso 1 1 calc R U . . .
H21B H 0.213064 0.727935 0.027244 0.019 Uiso 1 1 calc R U . . .
N17 N -0.6362(7) 1.1231(6) 0.0044(5) 0.0147(14) Uani 1 1 d . . . . .
H17A H -0.716578 1.085434 -0.053680 0.018 Uiso 1 1 calc R U . . .
H17B H -0.673001 1.178818 0.056838 0.018 Uiso 1 1 calc R U . . .
C2 C -0.3326(10) 0.6037(8) -0.5286(8) 0.0167(19) Uani 1 1 d . . . . .
H2 H -0.420221 0.657383 -0.510900 0.020 Uiso 1 1 calc R U . . .
C15 C -0.3806(8) 1.2189(8) 0.0580(7) 0.0132(17) Uani 1 1 d . . . . .
H15A H -0.382698 1.301141 0.115937 0.016 Uiso 1 1 calc R U . . .
H15B H -0.287980 1.231003 0.029012 0.016 Uiso 1 1 calc R U . . .
C8 C 0.1593(9) 1.0928(8) 0.4617(7) 0.0148(17) Uani 1 1 d . . . . .
H8 H 0.067176 1.137877 0.479810 0.018 Uiso 1 1 calc R U . . .
N11 N 0.3387(7) 0.9553(6) 0.5814(6) 0.0158(14) Uani 1 1 d . . . . .
H11A H 0.345392 0.899655 0.639108 0.019 Uiso 1 1 calc R U . . .
H11B H 0.405860 0.925132 0.539814 0.019 Uiso 1 1 calc R U . . .
C20 C 0.1252(10) 0.5754(8) 0.1128(7) 0.0165(19) Uani 1 1 d . . . . .
H20 H 0.204507 0.513016 0.091087 0.020 Uiso 1 1 calc R U . . .
C6 C -0.3251(9) 0.4609(8) -0.4790(8) 0.0167(18) Uani 1 1 d . . . . .
H6A H -0.395244 0.457229 -0.428003 0.020 Uiso 1 1 calc R U . . .
H6B H -0.353779 0.379727 -0.540745 0.020 Uiso 1 1 calc R U . . .
C22 C -0.0253(9) 0.6971(9) -0.0391(7) 0.0202(17) Uani 1 1 d . . . . .
H22A H -0.066462 0.791373 -0.056496 0.024 Uiso 1 1 calc R U . . .
H22B H -0.006716 0.644965 -0.109426 0.024 Uiso 1 1 calc R U . . .
C4 C -0.1105(10) 0.6079(8) -0.3692(7) 0.0178(17) Uani 1 1 d . . . . .
H4A H 0.002965 0.620903 -0.348304 0.021 Uiso 1 1 calc R U . . .
H4B H -0.149099 0.640456 -0.301553 0.021 Uiso 1 1 calc R U . . .
C12 C 0.1779(9) 0.9474(8) 0.5070(7) 0.0151(17) Uani 1 1 d . . . . .
H12A H 0.102310 0.931037 0.551930 0.018 Uiso 1 1 calc R U . . .
H12B H 0.163906 0.868784 0.443434 0.018 Uiso 1 1 calc R U . . .
C3 C -0.1805(12) 0.6879(9) -0.4684(8) 0.022(2) Uani 1 1 d . . . . .
H3A H -0.112149 0.690298 -0.520834 0.026 Uiso 1 1 calc R U . . .
H3B H -0.199215 0.787719 -0.441459 0.026 Uiso 1 1 calc R U . . .
C16 C -0.5257(8) 1.2084(8) -0.0396(7) 0.0152(16) Uani 1 1 d . . . . .
H16A H -0.563058 1.304714 -0.054225 0.018 Uiso 1 1 calc R U . . .
H16B H -0.507788 1.158141 -0.110798 0.018 Uiso 1 1 calc R U . . .
C14 C -0.3816(9) 1.0772(8) 0.1087(7) 0.0126(17) Uani 1 1 d . . . . .
H14 H -0.304138 1.014238 0.084888 0.015 Uiso 1 1 calc R U . . .
N7 N 0.1437(8) 1.0812(7) 0.3357(6) 0.0132(15) Uani 1 1 d . . . . .
H7A H 0.232516 1.050767 0.320213 0.020 Uiso 1 1 calc R U . . .
H7B H 0.124230 1.168720 0.311006 0.020 Uiso 1 1 calc R U . . .
H7C H 0.064904 1.017081 0.299098 0.020 Uiso 1 1 calc R U . . .
C9 C 0.3053(10) 1.1858(8) 0.5251(8) 0.0170(19) Uani 1 1 d . . . . .
H9A H 0.378032 1.190518 0.476169 0.020 Uiso 1 1 calc R U . . .
H9B H 0.279415 1.284617 0.548742 0.020 Uiso 1 1 calc R U . . .
C18 C -0.5441(10) 1.0063(9) 0.0584(8) 0.0189(19) Uani 1 1 d . . . . .
H18A H -0.542466 0.923575 0.000704 0.023 Uiso 1 1 calc R U . . .
H18B H -0.586889 0.972678 0.119266 0.023 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 Br6 2.8848(10) . ?
Bi1 Br2 2.9253(8) . ?
Bi1 Br1 2.8576(9) . ?
Bi1 Br3 2.8311(11) . ?
Bi1 Br5 2.8448(9) . ?
Bi1 Br4 2.8829(10) . ?
Br7 Ag1 2.4961(17) . ?
Ag1 Br8 2.4971(18) . ?
N13 H13A 0.9100 . ?
N13 H13B 0.9100 . ?
N13 H13C 0.9100 . ?
N13 C14 1.499(10) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 N23 1.493(11) . ?
C24 C20 1.551(12) . ?
N5 H5A 0.9100 . ?
N5 H5B 0.9100 . ?
N5 C6 1.497(10) . ?
N5 C4 1.498(9) . ?
N23 H23A 0.9100 . ?
N23 H23B 0.9100 . ?
N23 C22 1.480(10) . ?
N19 H19A 0.9100 . ?
N19 H19B 0.9100 . ?
N19 H19C 0.9100 . ?
N19 C20 1.505(11) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N1 C2 1.500(11) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 N11 1.494(9) . ?
C10 C9 1.509(11) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C20 1.536(11) . ?
C21 C22 1.529(11) . ?
N17 H17A 0.9100 . ?
N17 H17B 0.9100 . ?
N17 C16 1.494(10) . ?
N17 C18 1.499(10) . ?
C2 H2 1.0000 . ?
C2 C6 1.523(11) . ?
C2 C3 1.536(12) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.524(10) . ?
C15 C14 1.525(10) . ?
C8 H8 1.0000 . ?
C8 C12 1.523(11) . ?
C8 N7 1.494(10) . ?
C8 C9 1.543(11) . ?
N11 H11A 0.9100 . ?
N11 H11B 0.9100 . ?
N11 C12 1.501(10) . ?
C20 H20 1.0000 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C3 1.503(11) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C14 H14 1.0000 . ?
C14 C18 1.542(11) . ?
N7 H7A 0.9100 . ?
N7 H7B 0.9100 . ?
N7 H7C 0.9100 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?

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
Br6 Bi1 Br2 96.97(2) . . ?
Br1 Bi1 Br6 84.24(3) . . ?
Br1 Bi1 Br2 169.91(2) . . ?
Br1 Bi1 Br4 95.68(2) . . ?
Br3 Bi1 Br6 177.34(3) . . ?
Br3 Bi1 Br2 85.17(3) . . ?
Br3 Bi1 Br1 93.93(3) . . ?
Br3 Bi1 Br5 90.72(3) . . ?
Br3 Bi1 Br4 89.29(3) . . ?
Br5 Bi1 Br6 91.13(3) . . ?
Br5 Bi1 Br2 82.62(2) . . ?
Br5 Bi1 Br1 87.35(3) . . ?
Br5 Bi1 Br4 176.97(3) . . ?
Br4 Bi1 Br6 88.97(3) . . ?
Br4 Bi1 Br2 94.36(2) . . ?
Br7 Ag1 Br8 176.86(6) . . ?
H13A N13 H13B 109.5 . . ?
H13A N13 H13C 109.5 . . ?
H13B N13 H13C 109.5 . . ?
C14 N13 H13A 109.5 . . ?
C14 N13 H13B 109.5 . . ?
C14 N13 H13C 109.5 . . ?
H24A C24 H24B 108.9 . . ?
N23 C24 H24A 110.9 . . ?
N23 C24 H24B 110.9 . . ?
N23 C24 C20 104.3(6) . . ?
C20 C24 H24A 110.9 . . ?
C20 C24 H24B 110.9 . . ?
H5A N5 H5B 108.9 . . ?
C6 N5 H5A 110.8 . . ?
C6 N5 H5B 110.8 . . ?
C6 N5 C4 104.5(5) . . ?
C4 N5 H5A 110.8 . . ?
C4 N5 H5B 110.8 . . ?
C24 N23 H23A 110.7 . . ?
C24 N23 H23B 110.7 . . ?
H23A N23 H23B 108.8 . . ?
C22 N23 C24 105.2(6) . . ?
C22 N23 H23A 110.7 . . ?
C22 N23 H23B 110.7 . . ?
H19A N19 H19B 109.5 . . ?
H19A N19 H19C 109.5 . . ?
H19B N19 H19C 109.5 . . ?
C20 N19 H19A 109.5 . . ?
C20 N19 H19B 109.5 . . ?
C20 N19 H19C 109.5 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 N1 H1A 109.5 . . ?
C2 N1 H1B 109.5 . . ?
C2 N1 H1C 109.5 . . ?
H10A C10 H10B 109.2 . . ?
N11 C10 H10A 111.3 . . ?
N11 C10 H10B 111.3 . . ?
N11 C10 C9 102.4(6) . . ?
C9 C10 H10A 111.3 . . ?
C9 C10 H10B 111.3 . . ?
H21A C21 H21B 109.0 . . ?
C20 C21 H21A 110.9 . . ?
C20 C21 H21B 110.9 . . ?
C22 C21 H21A 110.9 . . ?
C22 C21 H21B 110.9 . . ?
C22 C21 C20 104.1(7) . . ?
H17A N17 H17B 108.9 . . ?
C16 N17 H17A 110.8 . . ?
C16 N17 H17B 110.8 . . ?
C16 N17 C18 104.6(6) . . ?
C18 N17 H17A 110.8 . . ?
C18 N17 H17B 110.8 . . ?
N1 C2 H2 109.6 . . ?
N1 C2 C6 111.8(6) . . ?
N1 C2 C3 110.2(7) . . ?
C6 C2 H2 109.6 . . ?
C6 C2 C3 105.9(7) . . ?
C3 C2 H2 109.6 . . ?
H15A C15 H15B 108.8 . . ?
C16 C15 H15A 110.8 . . ?
C16 C15 H15B 110.8 . . ?
C16 C15 C14 104.9(6) . . ?
C14 C15 H15A 110.8 . . ?
C14 C15 H15B 110.8 . . ?
C12 C8 H8 109.6 . . ?
C12 C8 C9 106.1(7) . . ?
N7 C8 H8 109.6 . . ?
N7 C8 C12 112.2(6) . . ?
N7 C8 C9 109.7(7) . . ?
C9 C8 H8 109.6 . . ?
C10 N11 H11A 110.7 . . ?
C10 N11 H11B 110.7 . . ?
C10 N11 C12 105.4(5) . . ?
H11A N11 H11B 108.8 . . ?
C12 N11 H11A 110.7 . . ?
C12 N11 H11B 110.7 . . ?
C24 C20 H20 110.0 . . ?
N19 C20 C24 110.0(7) . . ?
N19 C20 C21 110.7(6) . . ?
N19 C20 H20 110.0 . . ?
C21 C20 C24 106.0(7) . . ?
C21 C20 H20 110.0 . . ?
N5 C6 C2 105.1(6) . . ?
N5 C6 H6A 110.7 . . ?
N5 C6 H6B 110.7 . . ?
C2 C6 H6A 110.7 . . ?
C2 C6 H6B 110.7 . . ?
H6A C6 H6B 108.8 . . ?
N23 C22 C21 103.5(6) . . ?
N23 C22 H22A 111.1 . . ?
N23 C22 H22B 111.1 . . ?
C21 C22 H22A 111.1 . . ?
C21 C22 H22B 111.1 . . ?
H22A C22 H22B 109.0 . . ?
N5 C4 H4A 111.1 . . ?
N5 C4 H4B 111.1 . . ?
N5 C4 C3 103.4(6) . . ?
H4A C4 H4B 109.1 . . ?
C3 C4 H4A 111.1 . . ?
C3 C4 H4B 111.1 . . ?
C8 C12 H12A 110.8 . . ?
C8 C12 H12B 110.8 . . ?
N11 C12 C8 104.7(6) . . ?
N11 C12 H12A 110.8 . . ?
N11 C12 H12B 110.8 . . ?
H12A C12 H12B 108.9 . . ?
C2 C3 H3A 110.7 . . ?
C2 C3 H3B 110.7 . . ?
C4 C3 C2 105.1(7) . . ?
C4 C3 H3A 110.7 . . ?
C4 C3 H3B 110.7 . . ?
H3A C3 H3B 108.8 . . ?
N17 C16 C15 102.7(6) . . ?
N17 C16 H16A 111.2 . . ?
N17 C16 H16B 111.2 . . ?
C15 C16 H16A 111.2 . . ?
C15 C16 H16B 111.2 . . ?
H16A C16 H16B 109.1 . . ?
N13 C14 C15 110.8(6) . . ?
N13 C14 H14 109.6 . . ?
N13 C14 C18 111.1(7) . . ?
C15 C14 H14 109.6 . . ?
C15 C14 C18 106.1(6) . . ?
C18 C14 H14 109.6 . . ?
C8 N7 H7A 109.5 . . ?
C8 N7 H7B 109.5 . . ?
C8 N7 H7C 109.5 . . ?
H7A N7 H7B 109.5 . . ?
H7A N7 H7C 109.5 . . ?
H7B N7 H7C 109.5 . . ?
C10 C9 C8 104.2(6) . . ?
C10 C9 H9A 110.9 . . ?
C10 C9 H9B 110.9 . . ?
C8 C9 H9A 110.9 . . ?
C8 C9 H9B 110.9 . . ?
H9A C9 H9B 108.9 . . ?
N17 C18 C14 104.3(6) . . ?
N17 C18 H18A 110.9 . . ?
N17 C18 H18B 110.9 . . ?
C14 C18 H18A 110.9 . . ?
C14 C18 H18B 110.9 . . ?
H18A C18 H18B 108.9 . . ?

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
N13 C14 C18 N17 108.0(7) . . . . ?
C24 N23 C22 C21 -42.3(7) . . . . ?
N5 C4 C3 C2 32.9(9) . . . . ?
N23 C24 C20 N19 107.9(7) . . . . ?
N23 C24 C20 C21 -11.8(9) . . . . ?
N1 C2 C6 N5 108.5(7) . . . . ?
N1 C2 C3 C4 -134.4(7) . . . . ?
C10 N11 C12 C8 30.3(8) . . . . ?
C15 C14 C18 N17 -12.5(8) . . . . ?
N11 C10 C9 C8 36.4(8) . . . . ?
C20 C24 N23 C22 33.5(8) . . . . ?
C20 C21 C22 N23 33.6(8) . . . . ?
C6 N5 C4 C3 -40.8(8) . . . . ?
C6 C2 C3 C4 -13.2(9) . . . . ?
C22 C21 C20 C24 -13.1(9) . . . . ?
C22 C21 C20 N19 -132.4(7) . . . . ?
C4 N5 C6 C2 32.3(8) . . . . ?
C12 C8 C9 C10 -18.2(8) . . . . ?
C3 C2 C6 N5 -11.6(9) . . . . ?
C16 N17 C18 C14 34.2(8) . . . . ?
C16 C15 C14 N13 -133.8(7) . . . . ?
C16 C15 C14 C18 -13.2(8) . . . . ?
C14 C15 C16 N17 33.9(7) . . . . ?
N7 C8 C12 N11 112.7(7) . . . . ?
N7 C8 C9 C10 -139.6(6) . . . . ?
C9 C10 N11 C12 -41.9(8) . . . . ?
C9 C8 C12 N11 -7.1(8) . . . . ?
C18 N17 C16 C15 -42.5(7) . . . . ?

_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_mo_SAPCuBiBr
_database_code_depnum_ccdc_archive 'CCDC 2243248'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-02-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1

# start Validation Reply Form
_vrf_PLAT342_mo_SAPCuBiBr        
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............     0.0275 Ang.  
RESPONSE:  X-ray scattering is dominated by heavy elements, due caution is taken
;
# end Validation Reply Form


_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Bi Br6, 4(Br), Br2 Cu, 4(C4 H12 N2)'
_chemical_formula_sum            'C16 H48 Bi Br12 Cu N8'
_chemical_formula_weight         1584.06
_chemical_absolute_configuration .
_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'
Br Br -0.2901 2.4595 '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'
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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.2586(4)
_cell_length_b                   23.3644(11)
_cell_length_c                   9.2764(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.358(2)
_cell_angle_gamma                90
_cell_volume                     2004.99(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5938
_cell_measurement_temperature    100(5)
_cell_measurement_theta_max      25.836
_cell_measurement_theta_min      2.808
_shelx_estimated_absorpt_T_max   0.283
_shelx_estimated_absorpt_T_min   0.283
_exptl_absorpt_coefficient_mu    16.893
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.4518
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1411 before and 0.0787 after correction.
The Ratio of minimum to maximum transmission is 0.6061.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.624
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.148
_exptl_crystal_size_mid          0.121
_exptl_crystal_size_min          0.105
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1030
_diffrn_reflns_av_unetI/netI     0.0796
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            47482
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.415
_diffrn_reflns_theta_min         2.197
_diffrn_ambient_temperature      100(5)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.946
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.994
_reflns_number_gt                6463
_reflns_number_total             8249
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.652
_refine_diff_density_min         -1.062
_refine_diff_density_rms         0.200
_refine_ls_abs_structure_details 
;
 Flack x determined using 2461 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.037(12)
_refine_ls_extinction_coef       0.00033(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     348
_refine_ls_number_reflns         8249
_refine_ls_number_restraints     166
_refine_ls_R_factor_all          0.0701
_refine_ls_R_factor_gt           0.0447
_refine_ls_restrained_S_all      1.014
_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)+(0.0254P)²+9.3863P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0829
_refine_ls_wR_factor_ref         0.0903
_refine_special_details          ?
_olex2_refinement_description    
;
1. Restrained distances
 C1-N6
 1.48 with sigma of 0.02
 C13-N18
 1.48 with sigma of 0.02
 C1-C2
 1.54 with sigma of 0.02
 C1-C5
 1.54 with sigma of 0.02
 C5-C4
 1.54 with sigma of 0.02
 C4-N3
 1.48 with sigma of 0.02
 C2-N3
 1.48 with sigma of 0.02
 N21-C22
 1.48 with sigma of 0.02
 N21-C20
 1.48 with sigma of 0.02
2. Rigid body (RIGU) restrains
 N3, C1, H1, C2, N6, C5, H2A, H2B, H6A, H6B, H6C, H5A, H5B, C4, H3A, H3B
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 N21, N24, H24A, H24B, H24C, C19, C23, C20, H19, H23A, H23B, C22, H20A, H20B,
 H22A, H22B, H21A, H21B
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C7, N12, H12A, H12B, H12C, C11, C8, H7, H11A, H11B, C10, N9, H8A, H8B, H10A,
 H10B, H9A, H9B
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C14, N15, H15A, H15B, C16, H14A, H14B, C13, C17, H16A, H16B, N18, H13, H17A,
 H17B, H18A, H18B, H18C
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
3.a Ternary CH refined with riding coordinates:
 C1(H1), C19(H19), C13(H13), C7(H7)
3.b Secondary CH2 refined with riding coordinates:
 N15(H15A,H15B), C17(H17A,H17B), N9(H9A,H9B), N21(H21A,H21B), C23(H23A,H23B),
 C11(H11A,H11B), C20(H20A,H20B), C14(H14A,H14B), C16(H16A,H16B), C22(H22A,H22B),
  C10(H10A,H10B), C8(H8A,H8B), C2(H2A,H2B), N3(H3A,H3B), C5(H5A,H5B), C4(H4A,
 H4B)
3.c Idealised Me refined as rotating group:
 N24(H24A,H24B,H24C), N18(H18A,H18B,H18C), N12(H12A,H12B,H12C), N6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Bi01 Bi 0.99127(7) 0.81480(5) 0.24081(7) 0.01617(14) Uani 1 1 d . . . . .
Br5 Br 1.0280(2) 0.69290(9) 0.2220(2) 0.0239(4) Uani 1 1 d . . . . .
Br9 Br 0.31671(18) 0.57843(9) 0.41977(18) 0.0222(4) Uani 1 1 d . . . . .
Br3 Br 0.76521(16) 0.81027(9) 0.43835(16) 0.0214(4) Uani 1 1 d . . . . .
Br12 Br 0.81551(18) 0.58689(8) -0.08767(19) 0.0208(4) Uani 1 1 d . . . . .
Br1 Br 1.18997(15) 0.81831(9) 0.00583(16) 0.0217(4) Uani 1 1 d . . . . .
Br10 Br 0.83706(18) 0.54415(8) 0.43967(19) 0.0215(4) Uani 1 1 d . . . . .
Br6 Br 0.9652(2) 0.93616(9) 0.2556(2) 0.0254(5) Uani 1 1 d . . . . .
Br11 Br 0.33982(19) 0.54811(10) -0.0653(2) 0.0271(5) Uani 1 1 d . . . . .
Br4 Br 0.76755(17) 0.80918(14) 0.02130(18) 0.0363(6) Uani 1 1 d . . . . .
Br2 Br 1.21588(19) 0.82026(15) 0.4628(2) 0.0419(6) Uani 1 1 d . . . . .
Br7 Br 0.4691(2) 0.91283(14) -0.2422(3) 0.0490(8) Uani 1 1 d . . . . .
Br8 Br 0.5062(2) 0.72020(14) -0.2797(2) 0.0463(7) Uani 1 1 d . . . . .
Cu1 Cu 0.4857(3) 0.8164(3) -0.2601(3) 0.0504(6) Uani 1 1 d . . . . .
N24 N 1.0588(16) 0.5444(7) 0.1703(16) 0.028(3) Uani 1 1 d . . . . .
H24A H 1.001526 0.562324 0.102270 0.033 Uiso 1 1 calc R U . . .
H24B H 1.150939 0.557643 0.166042 0.033 Uiso 1 1 calc R U . . .
H24C H 1.025171 0.551532 0.259341 0.033 Uiso 1 1 calc R U . . .
N15 N -0.0089(14) 0.7107(6) -0.1376(14) 0.022(3) Uani 1 1 d . . . . .
H15A H 0.008242 0.739929 -0.074455 0.026 Uiso 1 1 calc R U . . .
H15B H -0.074275 0.686489 -0.099518 0.026 Uiso 1 1 calc R U . . .
C17 C -0.0399(19) 0.6823(7) -0.3791(18) 0.027(3) Uani 1 1 d . . . . .
H17A H -0.027643 0.695000 -0.479657 0.032 Uiso 1 1 calc R U . . .
H17B H -0.121522 0.654926 -0.377651 0.032 Uiso 1 1 calc R U . . .
N18 N 0.0821(15) 0.5906(6) -0.3082(15) 0.021(3) Uani 1 1 d D . . . .
H18A H 0.063275 0.576626 -0.398558 0.026 Uiso 1 1 calc R U . . .
H18B H 0.007155 0.582256 -0.251434 0.026 Uiso 1 1 calc R U . . .
H18C H 0.164554 0.574427 -0.270179 0.026 Uiso 1 1 calc R U . . .
N12 N 0.4331(17) 1.0328(7) 0.3372(17) 0.036(4) Uani 1 1 d . . . . .
H12A H 0.474989 1.042079 0.253296 0.043 Uiso 1 1 calc R U . . .
H12B H 0.486280 1.047699 0.412929 0.043 Uiso 1 1 calc R U . . .
H12C H 0.341967 1.047358 0.336648 0.043 Uiso 1 1 calc R U . . .
C1 C 0.611(2) 0.6472(8) 0.197(2) 0.052(4) Uani 1 1 d D . . . .
H1 H 0.704291 0.655499 0.149586 0.063 Uiso 1 1 calc R U . . .
N9 N 0.6109(16) 0.9176(7) 0.2261(18) 0.038(3) Uani 1 1 d . . . . .
H9A H 0.643018 0.944068 0.163096 0.045 Uiso 1 1 calc R U . . .
H9B H 0.676961 0.888884 0.236371 0.045 Uiso 1 1 calc R U . . .
N21 N 0.8885(15) 0.4218(7) 0.2619(17) 0.035(4) Uani 1 1 d D . . . .
H21A H 0.857482 0.443110 0.336684 0.042 Uiso 1 1 calc R U . . .
H21B H 0.824498 0.392764 0.244765 0.042 Uiso 1 1 calc R U . . .
C23 C 1.1290(18) 0.4478(8) 0.271(2) 0.032(4) Uani 1 1 d . . . . .
H23A H 1.226176 0.434123 0.246888 0.038 Uiso 1 1 calc R U . . .
H23B H 1.138504 0.472308 0.358259 0.038 Uiso 1 1 calc R U . . .
C11 C 0.3653(17) 0.9454(8) 0.200(2) 0.029(3) Uani 1 1 d . . . . .
H11A H 0.264273 0.932075 0.206767 0.035 Uiso 1 1 calc R U . . .
H11B H 0.370669 0.973447 0.120517 0.035 Uiso 1 1 calc R U . . .
C20 C 0.8997(19) 0.4584(8) 0.1290(19) 0.031(4) Uani 1 1 d D . . . .
H20A H 0.828814 0.490175 0.128515 0.037 Uiso 1 1 calc R U . . .
H20B H 0.884032 0.435493 0.040033 0.037 Uiso 1 1 calc R U . . .
C14 C 0.1268(19) 0.6799(8) -0.1639(19) 0.026(3) Uani 1 1 d . . . . .
H14A H 0.144542 0.649271 -0.091479 0.032 Uiso 1 1 calc R U . . .
H14B H 0.210229 0.706395 -0.160899 0.032 Uiso 1 1 calc R U . . .
C16 C -0.066(2) 0.7335(8) -0.2802(18) 0.025(3) Uani 1 1 d . . . . .
H16A H -0.011535 0.767638 -0.310109 0.030 Uiso 1 1 calc R U . . .
H16B H -0.170036 0.743025 -0.277800 0.030 Uiso 1 1 calc R U . . .
C19 C 1.057(2) 0.4814(9) 0.143(2) 0.034(3) Uani 1 1 d . . . . .
H19 H 1.108081 0.472793 0.052594 0.040 Uiso 1 1 calc R U . . .
C22 C 1.0317(17) 0.3989(9) 0.297(2) 0.034(4) Uani 1 1 d D . . . .
H22A H 1.053628 0.366320 0.232873 0.041 Uiso 1 1 calc R U . . .
H22B H 1.040281 0.386104 0.398265 0.041 Uiso 1 1 calc R U . . .
C13 C 0.101(2) 0.6545(7) -0.3156(19) 0.026(3) Uani 1 1 d D . . . .
H13 H 0.183920 0.664125 -0.377126 0.031 Uiso 1 1 calc R U . . .
C10 C 0.4682(19) 0.8956(9) 0.180(2) 0.036(4) Uani 1 1 d . . . . .
H10A H 0.441340 0.862683 0.240810 0.043 Uiso 1 1 calc R U . . .
H10B H 0.466987 0.883352 0.078275 0.043 Uiso 1 1 calc R U . . .
C8 C 0.5789(19) 0.9440(9) 0.368(2) 0.037(4) Uani 1 1 d . . . . .
H8A H 0.652397 0.973306 0.395121 0.044 Uiso 1 1 calc R U . . .
H8B H 0.579847 0.914387 0.444825 0.044 Uiso 1 1 calc R U . . .
C2 C 0.615(2) 0.6734(9) 0.347(2) 0.052(4) Uani 1 1 d D . . . .
H2A H 0.698841 0.699342 0.358643 0.062 Uiso 1 1 calc R U . . .
H2B H 0.625182 0.642735 0.420060 0.062 Uiso 1 1 calc R U . . .
N6 N 0.585(2) 0.5860(8) 0.197(2) 0.060(5) Uani 1 1 d D . . . .
H6A H 0.571747 0.573492 0.104246 0.072 Uiso 1 1 calc R U . . .
H6B H 0.505076 0.578314 0.246746 0.072 Uiso 1 1 calc R U . . .
H6C H 0.662846 0.567739 0.239132 0.072 Uiso 1 1 calc R U . . .
N3 N 0.472(2) 0.7075(9) 0.369(2) 0.063(4) Uani 1 1 d D . . . .
H3A H 0.396199 0.684520 0.388737 0.075 Uiso 1 1 calc R U . . .
H3B H 0.483036 0.735313 0.437668 0.075 Uiso 1 1 calc R U . . .
C7 C 0.4272(19) 0.9717(9) 0.351(2) 0.037(3) Uani 1 1 d . . . . .
H7 H 0.365163 0.960342 0.432083 0.045 Uiso 1 1 calc R U . . .
C5 C 0.484(2) 0.6824(9) 0.120(2) 0.056(5) Uani 1 1 d D . . . .
H5A H 0.512564 0.697100 0.024849 0.068 Uiso 1 1 calc R U . . .
H5B H 0.395820 0.658915 0.106604 0.068 Uiso 1 1 calc R U . . .
C4 C 0.464(3) 0.7301(10) 0.225(2) 0.060(5) Uani 1 1 d D . . . .
H4A H 0.539631 0.759469 0.213776 0.072 Uiso 1 1 calc R U . . .
H4B H 0.368496 0.748311 0.205568 0.072 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi01 Br5 2.875(2) . ?
Bi01 Br3 2.8400(17) . ?
Bi01 Br1 2.9108(17) . ?
Bi01 Br6 2.849(2) . ?
Bi01 Br4 2.8473(16) . ?
Bi01 Br2 2.8687(17) . ?
Br7 Cu1 2.264(8) . ?
Br8 Cu1 2.265(8) . ?
N24 H24A 0.9100 . ?
N24 H24B 0.9100 . ?
N24 H24C 0.9100 . ?
N24 C19 1.49(2) . ?
N15 H15A 0.9100 . ?
N15 H15B 0.9100 . ?
N15 C14 1.48(2) . ?
N15 C16 1.50(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C16 1.53(2) . ?
C17 C13 1.55(2) . ?
N18 H18A 0.9100 . ?
N18 H18B 0.9100 . ?
N18 H18C 0.9100 . ?
N18 C13 1.504(18) . ?
N12 H12A 0.9100 . ?
N12 H12B 0.9100 . ?
N12 H12C 0.9100 . ?
N12 C7 1.43(3) . ?
C1 H1 1.0000 . ?
C1 C2 1.52(2) . ?
C1 N6 1.45(2) . ?
C1 C5 1.58(2) . ?
N9 H9A 0.9100 . ?
N9 H9B 0.9100 . ?
N9 C10 1.46(2) . ?
N9 C8 1.50(2) . ?
N21 H21A 0.9100 . ?
N21 H21B 0.9100 . ?
N21 C20 1.508(18) . ?
N21 C22 1.453(18) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C19 1.55(3) . ?
C23 C22 1.48(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C10 1.52(2) . ?
C11 C7 1.61(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C19 1.55(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.54(2) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C19 H19 1.0000 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C13 H13 1.0000 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C7 1.55(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 N3 1.56(2) . ?
N6 H6A 0.9100 . ?
N6 H6B 0.9100 . ?
N6 H6C 0.9100 . ?
N3 H3A 0.9100 . ?
N3 H3B 0.9100 . ?
N3 C4 1.44(2) . ?
C7 H7 1.0000 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C4 1.50(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?

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
Br5 Bi01 Br1 84.40(6) . . ?
Br3 Bi01 Br5 95.42(7) . . ?
Br3 Bi01 Br1 171.70(5) . . ?
Br3 Bi01 Br6 86.55(6) . . ?
Br3 Bi01 Br4 85.75(5) . . ?
Br3 Bi01 Br2 94.03(5) . . ?
Br6 Bi01 Br5 177.90(8) . . ?
Br6 Bi01 Br1 93.75(6) . . ?
Br6 Bi01 Br2 88.94(8) . . ?
Br4 Bi01 Br5 89.73(8) . . ?
Br4 Bi01 Br1 85.95(5) . . ?
Br4 Bi01 Br6 91.14(8) . . ?
Br4 Bi01 Br2 179.76(11) . . ?
Br2 Bi01 Br5 90.20(8) . . ?
Br2 Bi01 Br1 94.27(5) . . ?
Br8 Cu1 Br7 178.96(18) . . ?
H24A N24 H24B 109.5 . . ?
H24A N24 H24C 109.5 . . ?
H24B N24 H24C 109.5 . . ?
C19 N24 H24A 109.5 . . ?
C19 N24 H24B 109.5 . . ?
C19 N24 H24C 109.5 . . ?
H15A N15 H15B 108.5 . . ?
C14 N15 H15A 110.2 . . ?
C14 N15 H15B 110.2 . . ?
C14 N15 C16 107.4(13) . . ?
C16 N15 H15A 110.2 . . ?
C16 N15 H15B 110.2 . . ?
H17A C17 H17B 108.9 . . ?
C16 C17 H17A 110.9 . . ?
C16 C17 H17B 110.9 . . ?
C16 C17 C13 104.5(14) . . ?
C13 C17 H17A 110.9 . . ?
C13 C17 H17B 110.9 . . ?
H18A N18 H18B 109.5 . . ?
H18A N18 H18C 109.5 . . ?
H18B N18 H18C 109.5 . . ?
C13 N18 H18A 109.5 . . ?
C13 N18 H18B 109.5 . . ?
C13 N18 H18C 109.5 . . ?
H12A N12 H12B 109.5 . . ?
H12A N12 H12C 109.5 . . ?
H12B N12 H12C 109.5 . . ?
C7 N12 H12A 109.5 . . ?
C7 N12 H12B 109.5 . . ?
C7 N12 H12C 109.5 . . ?
C2 C1 H1 109.7 . . ?
C2 C1 C5 101.0(16) . . ?
N6 C1 H1 109.7 . . ?
N6 C1 C2 113.3(18) . . ?
N6 C1 C5 113.1(17) . . ?
C5 C1 H1 109.7 . . ?
H9A N9 H9B 109.4 . . ?
C10 N9 H9A 111.6 . . ?
C10 N9 H9B 111.6 . . ?
C10 N9 C8 101.0(14) . . ?
C8 N9 H9A 111.6 . . ?
C8 N9 H9B 111.6 . . ?
H21A N21 H21B 108.5 . . ?
C20 N21 H21A 110.3 . . ?
C20 N21 H21B 110.3 . . ?
C22 N21 H21A 110.3 . . ?
C22 N21 H21B 110.3 . . ?
C22 N21 C20 107.2(14) . . ?
H23A C23 H23B 108.8 . . ?
C19 C23 H23A 110.7 . . ?
C19 C23 H23B 110.7 . . ?
C22 C23 H23A 110.7 . . ?
C22 C23 H23B 110.7 . . ?
C22 C23 C19 105.4(15) . . ?
H11A C11 H11B 109.4 . . ?
C10 C11 H11A 111.5 . . ?
C10 C11 H11B 111.5 . . ?
C10 C11 C7 101.2(14) . . ?
C7 C11 H11A 111.5 . . ?
C7 C11 H11B 111.5 . . ?
N21 C20 H20A 111.2 . . ?
N21 C20 H20B 111.2 . . ?
N21 C20 C19 103.0(14) . . ?
H20A C20 H20B 109.1 . . ?
C19 C20 H20A 111.2 . . ?
C19 C20 H20B 111.2 . . ?
N15 C14 H14A 111.0 . . ?
N15 C14 H14B 111.0 . . ?
N15 C14 C13 103.8(14) . . ?
H14A C14 H14B 109.0 . . ?
C13 C14 H14A 111.0 . . ?
C13 C14 H14B 111.0 . . ?
N15 C16 C17 101.1(13) . . ?
N15 C16 H16A 111.6 . . ?
N15 C16 H16B 111.6 . . ?
C17 C16 H16A 111.6 . . ?
C17 C16 H16B 111.6 . . ?
H16A C16 H16B 109.4 . . ?
N24 C19 C23 111.4(15) . . ?
N24 C19 C20 111.1(15) . . ?
N24 C19 H19 109.7 . . ?
C23 C19 C20 105.2(15) . . ?
C23 C19 H19 109.7 . . ?
C20 C19 H19 109.7 . . ?
N21 C22 C23 103.7(15) . . ?
N21 C22 H22A 111.0 . . ?
N21 C22 H22B 111.0 . . ?
C23 C22 H22A 111.0 . . ?
C23 C22 H22B 111.0 . . ?
H22A C22 H22B 109.0 . . ?
C17 C13 H13 110.0 . . ?
N18 C13 C17 109.5(14) . . ?
N18 C13 C14 110.8(14) . . ?
N18 C13 H13 110.0 . . ?
C14 C13 C17 106.4(14) . . ?
C14 C13 H13 110.0 . . ?
N9 C10 C11 105.1(16) . . ?
N9 C10 H10A 110.7 . . ?
N9 C10 H10B 110.7 . . ?
C11 C10 H10A 110.7 . . ?
C11 C10 H10B 110.7 . . ?
H10A C10 H10B 108.8 . . ?
N9 C8 H8A 110.3 . . ?
N9 C8 H8B 110.3 . . ?
N9 C8 C7 107.0(16) . . ?
H8A C8 H8B 108.6 . . ?
C7 C8 H8A 110.3 . . ?
C7 C8 H8B 110.3 . . ?
C1 C2 H2A 109.6 . . ?
C1 C2 H2B 109.6 . . ?
C1 C2 N3 110.1(17) . . ?
H2A C2 H2B 108.2 . . ?
N3 C2 H2A 109.6 . . ?
N3 C2 H2B 109.6 . . ?
C1 N6 H6A 109.5 . . ?
C1 N6 H6B 109.5 . . ?
C1 N6 H6C 109.5 . . ?
H6A N6 H6B 109.5 . . ?
H6A N6 H6C 109.5 . . ?
H6B N6 H6C 109.5 . . ?
C2 N3 H3A 112.9 . . ?
C2 N3 H3B 112.9 . . ?
H3A N3 H3B 110.3 . . ?
C4 N3 C2 94.3(17) . . ?
C4 N3 H3A 112.9 . . ?
C4 N3 H3B 112.9 . . ?
N12 C7 C11 108.4(16) . . ?
N12 C7 C8 112.8(16) . . ?
N12 C7 H7 110.9 . . ?
C11 C7 H7 110.9 . . ?
C8 C7 C11 102.6(15) . . ?
C8 C7 H7 110.9 . . ?
C1 C5 H5A 111.4 . . ?
C1 C5 H5B 111.4 . . ?
H5A C5 H5B 109.3 . . ?
C4 C5 C1 101.8(17) . . ?
C4 C5 H5A 111.4 . . ?
C4 C5 H5B 111.4 . . ?
N3 C4 C5 109.3(19) . . ?
N3 C4 H4A 109.8 . . ?
N3 C4 H4B 109.8 . . ?
C5 C4 H4A 109.8 . . ?
C5 C4 H4B 109.8 . . ?
H4A C4 H4B 108.3 . . ?

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
N15 C14 C13 C17 10.3(18) . . . . ?
N15 C14 C13 N18 -108.6(15) . . . . ?
C1 C2 N3 C4 -39(2) . . . . ?
C1 C5 C4 N3 -42(3) . . . . ?
N9 C8 C7 N12 -103.7(19) . . . . ?
N9 C8 C7 C11 13(2) . . . . ?
N21 C20 C19 N24 -112.0(17) . . . . ?
N21 C20 C19 C23 8.6(19) . . . . ?
C20 N21 C22 C23 41(2) . . . . ?
C14 N15 C16 C17 42.3(17) . . . . ?
C16 N15 C14 C13 -33.0(17) . . . . ?
C16 C17 C13 N18 134.7(14) . . . . ?
C16 C17 C13 C14 14.9(18) . . . . ?
C19 C23 C22 N21 -34(2) . . . . ?
C22 N21 C20 C19 -30(2) . . . . ?
C22 C23 C19 N24 135.5(16) . . . . ?
C22 C23 C19 C20 15(2) . . . . ?
C13 C17 C16 N15 -33.7(17) . . . . ?
C10 N9 C8 C7 -38(2) . . . . ?
C10 C11 C7 N12 135.4(15) . . . . ?
C10 C11 C7 C8 15.9(19) . . . . ?
C8 N9 C10 C11 49.3(19) . . . . ?
C2 C1 C5 C4 13(2) . . . . ?
C2 N3 C4 C5 49(2) . . . . ?
N6 C1 C2 N3 -105(2) . . . . ?
N6 C1 C5 C4 134(2) . . . . ?
C7 C11 C10 N9 -40.6(19) . . . . ?
C5 C1 C2 N3 16(2) . . . . ?


_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_mo_RAPCuBiBr
_database_code_depnum_ccdc_archive 'CCDC 2243249'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-02-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1

# start Validation Reply Form
_vrf_PLAT342_mo_RAPCuBiBr        
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.03833 Ang.  
RESPONSE: X-ray scattering is dominated by heavy elements, due caution is taken
;
# end Validation Reply Form

_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Bi Br6, 4(Br), Br2 Cu, 4(C4 H12 N2)'
_chemical_formula_sum            'C16 H48 Bi Br12 Cu N8'
_chemical_formula_weight         1584.06
_chemical_absolute_configuration .
_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'
Br Br -0.2901 2.4595 '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'
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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.2700(4)
_cell_length_b                   23.3775(13)
_cell_length_c                   9.2708(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.320(2)
_cell_angle_gamma                90
_cell_volume                     2007.42(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4373
_cell_measurement_temperature    100(5)
_cell_measurement_theta_max      25.65
_cell_measurement_theta_min      2.81
_shelx_estimated_absorpt_T_max   0.309
_shelx_estimated_absorpt_T_min   0.129
_exptl_absorpt_coefficient_mu    16.872
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.4579
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1136 before and 0.0781 after correction.
The Ratio of minimum to maximum transmission is 0.6144.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.621
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1464
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 0.00 -1.00 0.0670
-1.00 0.00 0.00 0.1020
0.00 5.00 1.00 0.0450
4.00 -3.00 0.00 0.0510
0.00 -4.00 -1.00 0.0450
-5.00 1.00 0.00 0.0930
5.00 -4.00 2.00 0.0470
0.00 -4.00 1.00 0.0490
-4.00 2.00 -1.00 0.0880
2.00 -3.00 4.00 0.0550
-1.00 -4.00 5.00 0.0610
0.00 3.00 -4.00 0.0940
0.00 -1.00 3.00 0.0550
0.00 0.00 -1.00 0.0980
0.00 0.00 1.00 0.0580
1.00 0.00 2.00 0.0560

_exptl_crystal_size_max          0.205
_exptl_crystal_size_mid          0.204
_exptl_crystal_size_min          0.091
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0721
_diffrn_reflns_av_unetI/netI     0.0886
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            20549
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.718
_diffrn_reflns_theta_min         2.614
_diffrn_ambient_temperature      100(5)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.936
_reflns_Friedel_fraction_full    0.984
_reflns_Friedel_fraction_max     0.983
_reflns_number_gt                6552
_reflns_number_total             7605
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.185
_refine_diff_density_min         -1.410
_refine_diff_density_rms         0.204
_refine_ls_abs_structure_details 
;
 Flack x determined using 2576 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.011(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     348
_refine_ls_number_reflns         7605
_refine_ls_number_restraints     277
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0445
_refine_ls_restrained_S_all      1.001
_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)+(0.0175P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0887
_refine_ls_wR_factor_ref         0.0936
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.52363
 0.47637
2. Restrained distances
 C14-C13
 1.54 with sigma of 0.02
 C23-C19
 1.54 with sigma of 0.02
 C14-C15
 1.54 with sigma of 0.02
 N22-C21
 1.48 with sigma of 0.02
 C13-C17
 1.54 with sigma of 0.02
 C15-N16
 1.48 with sigma of 0.02
 N16-C17
 1.48 with sigma of 0.02
 C19-C20
 1.54 with sigma of 0.02
 N22-C23
 1.48 with sigma of 0.02
 C20-C21
 1.54 with sigma of 0.02
 C9-N10
 1.48 with sigma of 0.02
 C11-N10
 1.48 with sigma of 0.02
 C7-C8
 1.54 with sigma of 0.02
 C7-C11
 1.54 with sigma of 0.02
 C8-C9
 1.54 with sigma of 0.02
 C1-C5
 1.54 with sigma of 0.02
 C3-C2
 1.54 with sigma of 0.02
 C1-C2
 1.54 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(N18) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C9) \\sim Ueq, Uanis(N12) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.001
Uanis(C7) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C15) \\sim Ueq, Uanis(N18) \\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C17)
\\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(N16) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C1) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(N22) \\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C20)
\\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(N24) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(N6) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
4. Rigid body (RIGU) restrains
 C15, N18, C13, C17, C14, N16
 with sigma for 1-2 distances of 0.0005 and sigma for 1-3 distances of 0.0005
 N22, C21, C23, C20, C19, N24
 with sigma for 1-2 distances of 0.0005 and sigma for 1-3 distances of 0.0005
 N6, N4, C5, C3, C1, C2
 with sigma for 1-2 distances of 0.0005 and sigma for 1-3 distances of 0.0005
 C9, N12, C7, C11, C8, N10
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
5.a Ternary CH refined with riding coordinates:
 C7(H7), C19(H19), C1(H1), C13(H13)
5.b Secondary CH2 refined with riding coordinates:
 N22(H22A,H22B), C21(H21A,H21B), C11(H11A,H11B), C8(H8A,H8B), C20(H20A,H20B),
 C17(H17A,H17B), C9(H9A,H9B), N16(H16A,H16B), C15(H15A,H15B), C23(H23A,H23B),
 N4(H4A,H4B), C5(H5A,H5B), C3(H3A,H3B), C2(H2A,H2B), N10(H10A,H10B), C14(H14A,
 H14B)
5.c Idealised Me refined as rotating group:
 N18(H18A,H18B,H18C), N12(H12A,H12B,H12C), N24(H24A,H24B,H24C), N6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Bi01 Bi 0.74036(16) 0.48876(12) 0.49171(17) 0.01517(16) Uani 1 1 d . . . . .
Br11 Br 0.9189(4) 0.2526(2) 0.8154(4) 0.0231(11) Uani 1 1 d . . . . .
Br1 Br 0.5213(3) 0.4832(3) 0.2681(3) 0.0361(9) Uani 1 1 d . . . . .
Br10 Br 1.4120(4) 0.26083(19) 0.3138(4) 0.0184(10) Uani 1 1 d . . . . .
Br4 Br 0.7218(4) 0.36694(17) 0.5274(4) 0.0237(9) Uani 1 1 d . . . . .
Br2 Br 0.9385(3) 0.48413(16) 0.2648(3) 0.0201(6) Uani 1 1 d . . . . .
Cu1 Cu 0.2385(7) 0.4923(5) -0.0138(7) 0.0415(10) Uani 1 1 d . . . . .
Br5 Br 0.7555(4) 0.60997(17) 0.4652(4) 0.0231(8) Uani 1 1 d . . . . .
Br09 Br 0.5659(4) 0.7219(2) 0.1611(5) 0.0245(11) Uani 1 1 d . . . . .
Br9 Br 0.9385(4) 0.21837(19) 0.3362(4) 0.0197(10) Uani 1 1 d . . . . .
Br3 Br 0.5056(2) 0.49194(16) 0.6897(2) 0.0199(6) Uani 1 1 d . . . . .
Br7 Br 0.2214(4) 0.3935(3) 0.0076(5) 0.0446(14) Uani 1 1 d . . . . .
Br8 Br 0.2570(5) 0.5868(3) -0.0317(5) 0.0506(16) Uani 1 1 d . . . . .
Br6 Br 0.9635(3) 0.4928(3) 0.7165(3) 0.0398(9) Uani 1 1 d . . . . .
N18 N 1.198(3) 0.2615(13) 0.584(3) 0.029(4) Uani 1 1 d . U . . .
H18A H 1.262528 0.255243 0.514350 0.035 Uiso 1 1 calc R U . . .
H18B H 1.109358 0.248307 0.552520 0.035 Uiso 1 1 calc R U . . .
H18C H 1.226490 0.242860 0.665933 0.035 Uiso 1 1 calc R U . . .
N12 N 0.333(3) 0.7151(12) 0.438(3) 0.0177(18) Uani 1 1 d . U . . .
H12A H 0.336374 0.727800 0.345695 0.021 Uiso 1 1 calc R U . . .
H12B H 0.405694 0.731766 0.492711 0.021 Uiso 1 1 calc R U . . .
H12C H 0.246722 0.724521 0.474738 0.021 Uiso 1 1 calc R U . . .
N22 N 1.871(3) 0.3789(13) 0.964(3) 0.048(4) Uani 1 1 d D U . . .
H22A H 1.940696 0.406193 0.965907 0.057 Uiso 1 1 calc R U . . .
H22B H 1.880173 0.354584 0.887983 0.057 Uiso 1 1 calc R U . . .
C21 C 1.724(3) 0.4012(13) 0.978(4) 0.047(4) Uani 1 1 d D U . . .
H21A H 1.694918 0.422813 0.889970 0.057 Uiso 1 1 calc R U . . .
H21B H 1.723404 0.427861 1.061024 0.057 Uiso 1 1 calc R U . . .
C11 C 0.219(3) 0.6220(11) 0.371(3) 0.0180(18) Uani 1 1 d D . . . .
H11A H 0.131659 0.646333 0.365058 0.022 Uiso 1 1 calc R U . . .
H11B H 0.241127 0.609637 0.271690 0.022 Uiso 1 1 calc R U . . .
C7 C 0.350(3) 0.6560(11) 0.441(2) 0.0178(17) Uani 1 1 d D U . . .
H7 H 0.437658 0.646587 0.386009 0.021 Uiso 1 1 calc R U . . .
C8 C 0.373(3) 0.6315(12) 0.593(3) 0.0178(17) Uani 1 1 d D . . . .
H8A H 0.374527 0.662205 0.666292 0.021 Uiso 1 1 calc R U . . .
H8B H 0.464801 0.609796 0.601935 0.021 Uiso 1 1 calc R U . . .
C20 C 1.614(3) 0.3524(14) 1.001(3) 0.047(4) Uani 1 1 d D U . . .
H20A H 1.597699 0.328704 0.913727 0.056 Uiso 1 1 calc R U . . .
H20B H 1.520872 0.366955 1.034533 0.056 Uiso 1 1 calc R U . . .
C19 C 1.703(3) 0.3196(14) 1.124(4) 0.047(4) Uani 1 1 d D U . . .
H19 H 1.662901 0.325769 1.221561 0.057 Uiso 1 1 calc R U . . .
C17 C 1.340(3) 0.3539(14) 0.625(3) 0.029(3) Uani 1 1 d D U . . .
H17A H 1.348549 0.381672 0.705861 0.035 Uiso 1 1 calc R U . . .
H17B H 1.412662 0.323352 0.642736 0.035 Uiso 1 1 calc R U . . .
C9 C 0.243(3) 0.5918(12) 0.609(3) 0.0179(18) Uani 1 1 d D U . . .
H9A H 0.270352 0.558605 0.670970 0.021 Uiso 1 1 calc R U . . .
H9B H 0.163549 0.612596 0.654797 0.021 Uiso 1 1 calc R U . . .
N16 N 1.364(3) 0.3829(12) 0.487(3) 0.030(4) Uani 1 1 d D U . . .
H16A H 1.431878 0.410906 0.499295 0.036 Uiso 1 1 calc R U . . .
H16B H 1.396611 0.357334 0.421140 0.036 Uiso 1 1 calc R U . . .
C15 C 1.229(3) 0.4072(14) 0.436(4) 0.032(4) Uani 1 1 d D U . . .
H15A H 1.226035 0.414049 0.330184 0.039 Uiso 1 1 calc R U . . .
H15B H 1.206517 0.443153 0.486501 0.039 Uiso 1 1 calc R U . . .
C23 C 1.852(3) 0.3488(15) 1.109(4) 0.047(4) Uani 1 1 d D U . . .
H23A H 1.865519 0.377348 1.187093 0.057 Uiso 1 1 calc R U . . .
H23B H 1.928139 0.319564 1.122216 0.057 Uiso 1 1 calc R U . . .
N4 N 0.735(3) 0.5886(11) 0.109(2) 0.025(4) Uani 1 1 d . . . . .
H4A H 0.754440 0.557247 0.164847 0.030 Uiso 1 1 calc R U . . .
H4B H 0.673705 0.611918 0.155412 0.030 Uiso 1 1 calc R U . . .
C5 C 0.871(3) 0.6194(13) 0.075(3) 0.023(3) Uani 1 1 d D . . . .
H5A H 0.953770 0.592536 0.073771 0.028 Uiso 1 1 calc R U . . .
H5B H 0.893549 0.649528 0.148157 0.028 Uiso 1 1 calc R U . . .
C1 C 0.841(2) 0.6463(11) -0.076(3) 0.023(3) Uani 1 1 d D U . . .
H1 H 0.919789 0.635004 -0.140819 0.028 Uiso 1 1 calc R U . . .
C3 C 0.675(3) 0.5720(12) -0.034(3) 0.026(4) Uani 1 1 d D . . . .
H3A H 0.570332 0.563489 -0.027391 0.031 Uiso 1 1 calc R U . . .
H3B H 0.723383 0.537120 -0.067544 0.031 Uiso 1 1 calc R U . . .
C2 C 0.695(3) 0.6198(11) -0.138(3) 0.023(3) Uani 1 1 d D . . . .
H2A H 0.614973 0.647724 -0.136049 0.027 Uiso 1 1 calc R U . . .
H2B H 0.704200 0.605398 -0.237473 0.027 Uiso 1 1 calc R U . . .
N10 N 0.196(2) 0.5723(9) 0.463(2) 0.0183(18) Uani 1 1 d D . . . .
H10A H 0.250496 0.542120 0.434803 0.022 Uiso 1 1 calc R U . . .
H10B H 0.101772 0.561891 0.459598 0.022 Uiso 1 1 calc R U . . .
N24 N 1.708(3) 0.2569(12) 1.083(3) 0.049(4) Uani 1 1 d . U . . .
H24A H 1.740186 0.253428 0.992377 0.058 Uiso 1 1 calc R U . . .
H24B H 1.617519 0.241707 1.086404 0.058 Uiso 1 1 calc R U . . .
H24C H 1.768305 0.238011 1.146461 0.058 Uiso 1 1 calc R U . . .
C14 C 1.124(3) 0.3574(13) 0.477(3) 0.030(3) Uani 1 1 d D U . . .
H14A H 1.027078 0.372782 0.494558 0.036 Uiso 1 1 calc R U . . .
H14B H 1.115476 0.329199 0.397492 0.036 Uiso 1 1 calc R U . . .
C13 C 1.188(3) 0.3283(12) 0.615(3) 0.030(3) Uani 1 1 d D U . . .
H13 H 1.130950 0.336986 0.702102 0.036 Uiso 1 1 calc R U . . .
N6 N 0.835(3) 0.7059(9) -0.069(3) 0.023(3) Uani 1 1 d . U . . .
H6A H 0.830515 0.720685 -0.159954 0.027 Uiso 1 1 calc R U . . .
H6B H 0.915817 0.719163 -0.020799 0.027 Uiso 1 1 calc R U . . .
H6C H 0.755596 0.716768 -0.021591 0.027 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi01 Br1 2.845(2) . ?
Bi01 Br4 2.873(5) . ?
Bi01 Br2 2.851(3) . ?
Bi01 Br5 2.848(5) . ?
Bi01 Br3 2.904(3) . ?
Bi01 Br6 2.878(2) . ?
Cu1 Br7 2.324(15) . ?
Cu1 Br8 2.224(15) . ?
N18 H18A 0.9100 . ?
N18 H18B 0.9100 . ?
N18 H18C 0.9100 . ?
N18 C13 1.59(4) . ?
N12 H12A 0.9100 . ?
N12 H12B 0.9100 . ?
N12 H12C 0.9100 . ?
N12 C7 1.39(4) . ?
N22 H22A 0.9100 . ?
N22 H22B 0.9100 . ?
N22 C21 1.47(2) . ?
N22 C23 1.53(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C20 1.55(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C7 1.57(2) . ?
C11 N10 1.46(2) . ?
C7 H7 1.0000 . ?
C7 C8 1.53(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.53(2) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C19 1.58(2) . ?
C19 H19 1.0000 . ?
C19 C23 1.55(2) . ?
C19 N24 1.51(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 N16 1.48(2) . ?
C17 C13 1.54(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 N10 1.48(2) . ?
N16 H16A 0.9100 . ?
N16 H16B 0.9100 . ?
N16 C15 1.44(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C14 1.57(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
N4 H4A 0.9100 . ?
N4 H4B 0.9100 . ?
N4 C5 1.50(3) . ?
N4 C3 1.47(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C1 1.56(2) . ?
C1 H1 1.0000 . ?
C1 C2 1.57(2) . ?
C1 N6 1.40(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C2 1.49(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
N10 H10A 0.9100 . ?
N10 H10B 0.9100 . ?
N24 H24A 0.9100 . ?
N24 H24B 0.9100 . ?
N24 H24C 0.9100 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.54(2) . ?
C13 H13 1.0000 . ?
N6 H6A 0.9100 . ?
N6 H6B 0.9100 . ?
N6 H6C 0.9100 . ?

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
Br1 Bi01 Br4 89.67(14) . . ?
Br1 Bi01 Br2 85.57(9) . . ?
Br1 Bi01 Br5 91.07(15) . . ?
Br1 Bi01 Br3 86.02(9) . . ?
Br1 Bi01 Br6 179.1(2) . . ?
Br4 Bi01 Br3 84.41(12) . . ?
Br4 Bi01 Br6 89.63(16) . . ?
Br2 Bi01 Br4 95.21(14) . . ?
Br2 Bi01 Br3 171.58(6) . . ?
Br2 Bi01 Br6 94.01(10) . . ?
Br5 Bi01 Br4 178.21(17) . . ?
Br5 Bi01 Br2 86.47(12) . . ?
Br5 Bi01 Br3 94.01(13) . . ?
Br5 Bi01 Br6 89.64(17) . . ?
Br6 Bi01 Br3 94.39(9) . . ?
Br8 Cu1 Br7 179.2(3) . . ?
H18A N18 H18B 109.5 . . ?
H18A N18 H18C 109.5 . . ?
H18B N18 H18C 109.5 . . ?
C13 N18 H18A 109.5 . . ?
C13 N18 H18B 109.5 . . ?
C13 N18 H18C 109.5 . . ?
H12A N12 H12B 109.5 . . ?
H12A N12 H12C 109.5 . . ?
H12B N12 H12C 109.5 . . ?
C7 N12 H12A 109.5 . . ?
C7 N12 H12B 109.5 . . ?
C7 N12 H12C 109.5 . . ?
H22A N22 H22B 111.4 . . ?
C21 N22 H22A 114.2 . . ?
C21 N22 H22B 114.2 . . ?
C21 N22 C23 87(2) . . ?
C23 N22 H22A 114.2 . . ?
C23 N22 H22B 114.2 . . ?
N22 C21 H21A 109.3 . . ?
N22 C21 H21B 109.3 . . ?
N22 C21 C20 112(3) . . ?
H21A C21 H21B 108.0 . . ?
C20 C21 H21A 109.3 . . ?
C20 C21 H21B 109.3 . . ?
H11A C11 H11B 108.6 . . ?
C7 C11 H11A 110.4 . . ?
C7 C11 H11B 110.4 . . ?
N10 C11 H11A 110.4 . . ?
N10 C11 H11B 110.4 . . ?
N10 C11 C7 106.6(19) . . ?
N12 C7 C11 114(2) . . ?
N12 C7 H7 107.7 . . ?
N12 C7 C8 114(2) . . ?
C11 C7 H7 107.7 . . ?
C8 C7 C11 105.6(18) . . ?
C8 C7 H7 107.7 . . ?
C7 C8 H8A 111.0 . . ?
C7 C8 H8B 111.0 . . ?
C7 C8 C9 103.9(19) . . ?
H8A C8 H8B 109.0 . . ?
C9 C8 H8A 111.0 . . ?
C9 C8 H8B 111.0 . . ?
C21 C20 H20A 112.2 . . ?
C21 C20 H20B 112.2 . . ?
C21 C20 C19 98(2) . . ?
H20A C20 H20B 109.8 . . ?
C19 C20 H20A 112.2 . . ?
C19 C20 H20B 112.2 . . ?
C20 C19 H19 112.4 . . ?
C23 C19 C20 99(2) . . ?
C23 C19 H19 112.4 . . ?
N24 C19 C20 108(3) . . ?
N24 C19 H19 112.4 . . ?
N24 C19 C23 112(3) . . ?
H17A C17 H17B 108.5 . . ?
N16 C17 H17A 110.2 . . ?
N16 C17 H17B 110.2 . . ?
N16 C17 C13 107(2) . . ?
C13 C17 H17A 110.2 . . ?
C13 C17 H17B 110.2 . . ?
C8 C9 H9A 110.3 . . ?
C8 C9 H9B 110.3 . . ?
H9A C9 H9B 108.5 . . ?
N10 C9 C8 107.1(19) . . ?
N10 C9 H9A 110.3 . . ?
N10 C9 H9B 110.3 . . ?
C17 N16 H16A 110.2 . . ?
C17 N16 H16B 110.2 . . ?
H16A N16 H16B 108.5 . . ?
C15 N16 C17 108(2) . . ?
C15 N16 H16A 110.2 . . ?
C15 N16 H16B 110.2 . . ?
N16 C15 H15A 111.9 . . ?
N16 C15 H15B 111.9 . . ?
N16 C15 C14 100(2) . . ?
H15A C15 H15B 109.6 . . ?
C14 C15 H15A 111.9 . . ?
C14 C15 H15B 111.9 . . ?
N22 C23 C19 115(2) . . ?
N22 C23 H23A 108.6 . . ?
N22 C23 H23B 108.6 . . ?
C19 C23 H23A 108.6 . . ?
C19 C23 H23B 108.6 . . ?
H23A C23 H23B 107.6 . . ?
H4A N4 H4B 109.0 . . ?
C5 N4 H4A 111.0 . . ?
C5 N4 H4B 111.0 . . ?
C3 N4 H4A 111.0 . . ?
C3 N4 H4B 111.0 . . ?
C3 N4 C5 104(2) . . ?
N4 C5 H5A 110.8 . . ?
N4 C5 H5B 110.8 . . ?
N4 C5 C1 105(2) . . ?
H5A C5 H5B 108.8 . . ?
C1 C5 H5A 110.8 . . ?
C1 C5 H5B 110.8 . . ?
C5 C1 H1 108.7 . . ?
C5 C1 C2 107.0(18) . . ?
C2 C1 H1 108.7 . . ?
N6 C1 C5 111(2) . . ?
N6 C1 H1 108.7 . . ?
N6 C1 C2 112(2) . . ?
N4 C3 H3A 109.8 . . ?
N4 C3 H3B 109.8 . . ?
N4 C3 C2 109(2) . . ?
H3A C3 H3B 108.3 . . ?
C2 C3 H3A 109.8 . . ?
C2 C3 H3B 109.8 . . ?
C1 C2 H2A 111.6 . . ?
C1 C2 H2B 111.6 . . ?
C3 C2 C1 101.0(18) . . ?
C3 C2 H2A 111.6 . . ?
C3 C2 H2B 111.6 . . ?
H2A C2 H2B 109.4 . . ?
C11 N10 C9 104(2) . . ?
C11 N10 H10A 110.9 . . ?
C11 N10 H10B 110.9 . . ?
C9 N10 H10A 110.9 . . ?
C9 N10 H10B 110.9 . . ?
H10A N10 H10B 108.9 . . ?
C19 N24 H24A 109.5 . . ?
C19 N24 H24B 109.5 . . ?
C19 N24 H24C 109.5 . . ?
H24A N24 H24B 109.5 . . ?
H24A N24 H24C 109.5 . . ?
H24B N24 H24C 109.5 . . ?
C15 C14 H14A 110.1 . . ?
C15 C14 H14B 110.1 . . ?
H14A C14 H14B 108.4 . . ?
C13 C14 C15 108(2) . . ?
C13 C14 H14A 110.1 . . ?
C13 C14 H14B 110.1 . . ?
N18 C13 H13 112.6 . . ?
C17 C13 N18 110(2) . . ?
C17 C13 C14 101(2) . . ?
C17 C13 H13 112.6 . . ?
C14 C13 N18 108(2) . . ?
C14 C13 H13 112.6 . . ?
C1 N6 H6A 109.5 . . ?
C1 N6 H6B 109.5 . . ?
C1 N6 H6C 109.5 . . ?
H6A N6 H6B 109.5 . . ?
H6A N6 H6C 109.5 . . ?
H6B N6 H6C 109.5 . . ?

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
N12 C7 C8 C9 118(2) . . . . ?
N22 C21 C20 C19 48(4) . . . . ?
C21 N22 C23 C19 43(3) . . . . ?
C21 C20 C19 C23 -14(3) . . . . ?
C21 C20 C19 N24 -130(3) . . . . ?
C11 C7 C8 C9 -8(3) . . . . ?
C7 C11 N10 C9 30(3) . . . . ?
C7 C8 C9 N10 27(3) . . . . ?
C8 C9 N10 C11 -36(3) . . . . ?
C20 C19 C23 N22 -19(4) . . . . ?
C17 N16 C15 C14 -40(3) . . . . ?
N16 C17 C13 N18 101(3) . . . . ?
N16 C17 C13 C14 -12(3) . . . . ?
N16 C15 C14 C13 32(3) . . . . ?
C15 C14 C13 N18 -127(3) . . . . ?
C15 C14 C13 C17 -12(3) . . . . ?
C23 N22 C21 C20 -55(3) . . . . ?
N4 C5 C1 C2 -10(3) . . . . ?
N4 C5 C1 N6 113(2) . . . . ?
N4 C3 C2 C1 32(3) . . . . ?
C5 N4 C3 C2 -40(3) . . . . ?
C5 C1 C2 C3 -12(3) . . . . ?
C3 N4 C5 C1 29(3) . . . . ?
N10 C11 C7 N12 -139(2) . . . . ?
N10 C11 C7 C8 -14(3) . . . . ?
N24 C19 C23 N22 94(3) . . . . ?
C13 C17 N16 C15 35(3) . . . . ?
N6 C1 C2 C3 -134(2) . . . . ?



_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.52363
2 0.47637


####################################################################### 
# 
# 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_mo_EDCuBiBr
_database_code_depnum_ccdc_archive 'CCDC 2243253'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-02-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Bi Br5.807, 4.1(Br), Br2.092 Cu, 4(C2 H10 N2)'
_chemical_formula_sum            'C8 H40 Bi Br12 Cu N8'
_chemical_formula_weight         1479.92
_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'
Br Br -0.2901 2.4595 '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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.0208(4)
_cell_length_b                   9.0364(5)
_cell_length_c                   11.1463(6)
_cell_angle_alpha                108.205(2)
_cell_angle_beta                 93.991(2)
_cell_angle_gamma                92.577(2)
_cell_volume                     858.89(8)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9970
_cell_measurement_temperature    100(5)
_cell_measurement_theta_max      26.34
_cell_measurement_theta_min      2.38
_shelx_estimated_absorpt_T_max   0.270
_shelx_estimated_absorpt_T_min   0.118
_exptl_absorpt_coefficient_mu    19.706
_exptl_absorpt_correction_T_max  0.745372
_exptl_absorpt_correction_T_min  0.415298
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1108 before and 0.0721 after correction.
 
For component 2:
 wR2(int) was 0.1292 before and 0.0747 after correction.
 The Ratio of minimum to maximum transmission is 0.56.

Final HKLF 4 output contains 40642 reflections, Rint = 0.0804
 (23480 with I > 3sig(I), Rint = 0.0713)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    2.861
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             676
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0452
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3457
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.374
_diffrn_reflns_theta_min         2.847
_diffrn_ambient_temperature      100(5)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.983
_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                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3123
_reflns_number_total             3457
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_refine_diff_density_max         1.875
_refine_diff_density_min         -1.345
_refine_diff_density_rms         0.210
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     160
_refine_ls_number_reflns         3457
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0310
_refine_ls_restrained_S_all      1.044
_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)+(0.0249P)²+3.7402P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0731
_refine_ls_wR_factor_ref         0.0755
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.596(2)
 0.404(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
Uanis(Br3A) = Uanis(Br3)
Uanis(Br2A) = Uanis(Br2)
Uanis(Br5A) = Uanis(Br5)
Uanis(Br4) = Uanis(Br1)
4. Others
 Sof(Br5A)=1-FVAR(1)
 Sof(Br5)=FVAR(1)
 Sof(Br4)=1-FVAR(2)
 Sof(Br1)=FVAR(2)
 Sof(Br3A)=1-FVAR(3)
 Sof(Br3)=FVAR(3)
 Sof(Br2A)=1-FVAR(4)
 Sof(Br2)=FVAR(4)
5.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C7(H7A,H7B), C2(H2A,H2B), C6(H6A,H6B)
5.b Idealised Me refined as rotating group:
 N4(H4A,H4B,H4C), N5(H5A,H5B,H5C), N8(H8A,H8B,H8C), N1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Bi01 Bi 0.500000 0.500000 1.000000 0.00945(10) Uani 1 2 d S . P . .
Br7 Br 0.21740(6) 0.54206(6) 0.52817(5) 0.01126(13) Uani 1 1 d . . . . .
Br6 Br 0.72334(6) 1.03026(6) 0.50459(5) 0.01091(13) Uani 1 1 d . . . . .
Br2 Br 0.7278(3) 0.7335(3) 1.00037(7) 0.0116(4) Uani 0.950(15) 1 d . . P A 1
Br1 Br 0.72711(7) 0.30730(7) 1.04995(6) 0.01336(15) Uani 0.9538(14) 1 d . . P A
1
Br3 Br 0.47808(8) 0.63934(9) 1.26052(7) 0.0156(2) Uani 0.953(2) 1 d . . P A 1
Br5 Br 0.98304(8) 0.91214(12) 0.78480(9) 0.0146(2) Uani 0.953(3) 1 d . . P A 1
Cu1 Cu 1.000000 1.000000 1.000000 0.0111(2) Uani 1 2 d S . P . .
N4 N 0.5428(5) 0.7413(6) 0.5677(4) 0.0093(9) Uani 1 1 d . . . . .
H4A H 0.595977 0.659545 0.528024 0.011 Uiso 1 1 calc R U . . .
H4B H 0.569239 0.825227 0.543189 0.011 Uiso 1 1 calc R U . . .
H4C H 0.443837 0.714454 0.546309 0.011 Uiso 1 1 calc R U . . .
N5 N 0.9599(5) 0.7597(6) 0.4283(5) 0.0112(10) Uani 1 1 d . . . . .
H5A H 0.895523 0.830929 0.466054 0.013 Uiso 1 1 calc R U . . .
H5B H 1.054994 0.802985 0.449392 0.013 Uiso 1 1 calc R U . . .
H5C H 0.949527 0.674652 0.455000 0.013 Uiso 1 1 calc R U . . .
N8 N 1.0606(6) 0.4663(6) 0.2303(5) 0.0199(11) Uani 1 1 d . . . . .
H8A H 1.085615 0.476679 0.313193 0.024 Uiso 1 1 calc R U . . .
H8B H 1.131942 0.416085 0.182337 0.024 Uiso 1 1 calc R U . . .
H8C H 0.971521 0.409867 0.204350 0.024 Uiso 1 1 calc R U . . .
N1 N 0.3539(6) 0.9331(6) 0.7781(5) 0.0190(11) Uani 1 1 d . . . . .
H1A H 0.312758 0.920568 0.698338 0.023 Uiso 1 1 calc R U . . .
H1B H 0.325743 1.023440 0.832385 0.023 Uiso 1 1 calc R U . . .
H1C H 0.322046 0.851109 0.802924 0.023 Uiso 1 1 calc R U . . .
C3 C 0.5747(6) 0.7817(6) 0.7074(5) 0.0103(11) Uani 1 1 d . . . . .
H3A H 0.683554 0.784346 0.727990 0.012 Uiso 1 1 calc R U . . .
H3B H 0.526664 0.699489 0.736009 0.012 Uiso 1 1 calc R U . . .
C7 C 1.0488(7) 0.6237(7) 0.2156(6) 0.0180(13) Uani 1 1 d . . . . .
H7A H 1.028932 0.612094 0.124531 0.022 Uiso 1 1 calc R U . . .
H7B H 1.145061 0.685679 0.246452 0.022 Uiso 1 1 calc R U . . .
C2 C 0.5185(7) 0.9400(7) 0.7792(6) 0.0181(13) Uani 1 1 d . . . . .
H2A H 0.563028 0.973712 0.868007 0.022 Uiso 1 1 calc R U . . .
H2B H 0.551421 1.018705 0.739849 0.022 Uiso 1 1 calc R U . . .
C6 C 0.9267(7) 0.7110(7) 0.2875(6) 0.0134(12) Uani 1 1 d . . . . .
H6A H 0.911333 0.805131 0.261952 0.016 Uiso 1 1 calc R U . . .
H6B H 0.832769 0.643690 0.263703 0.016 Uiso 1 1 calc R U . . .
Br5A Br 1.0079(17) 0.852(3) 0.7434(19) 0.0146(2) Uani 0.047(3) 1 d . . P A .
Br4 Br 0.7807(13) 1.2009(14) 0.9499(12) 0.01336(15) Uani 0.0462(14) 1 d . . P A
2
Br3A Br 0.5192(18) 0.5906(19) 1.2156(16) 0.0156(2) Uani 0.047(2) 1 d . . P A 2
Br2A Br 0.763(5) 0.768(5) 1.0010(18) 0.0116(4) Uani 0.050(15) 1 d . . P A 2


_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
Bi01 Br2 2.877(4) 2_667 ?
Bi01 Br2 2.877(4) . ?
Bi01 Br1 2.8823(6) 2_667 ?
Bi01 Br1 2.8822(6) . ?
Bi01 Br3 2.8061(8) . ?
Bi01 Br3 2.8061(8) 2_667 ?
Bi01 Br3A 2.275(17) . ?
Bi01 Br3A 2.275(17) 2_667 ?
Br5 Cu1 2.2706(9) . ?
Br5 Br5A 0.66(2) . ?
Cu1 Br5A 2.76(2) 2_777 ?
Cu1 Br5A 2.76(2) . ?
Cu1 Br4 2.885(12) 2_777 ?
Cu1 Br4 2.885(12) . ?
N4 H4A 0.9100 . ?
N4 H4B 0.9100 . ?
N4 H4C 0.9100 . ?
N4 C3 1.488(7) . ?
N5 H5A 0.9100 . ?
N5 H5B 0.9100 . ?
N5 H5C 0.9100 . ?
N5 C6 1.495(7) . ?
N8 H8A 0.9100 . ?
N8 H8B 0.9100 . ?
N8 H8C 0.9100 . ?
N8 C7 1.490(8) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N1 C2 1.483(8) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C2 1.533(8) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C6 1.511(8) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?

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
Br2 Bi01 Br2 180.0 . 2_667 ?
Br2 Bi01 Br1 90.41(2) . 2_667 ?
Br2 Bi01 Br1 89.59(2) 2_667 2_667 ?
Br2 Bi01 Br1 89.59(2) . . ?
Br2 Bi01 Br1 90.41(2) 2_667 . ?
Br1 Bi01 Br1 180.0 . 2_667 ?
Br3 Bi01 Br2 91.18(2) 2_667 2_667 ?
Br3 Bi01 Br2 88.82(2) . 2_667 ?
Br3 Bi01 Br2 91.18(2) . . ?
Br3 Bi01 Br2 88.82(2) 2_667 . ?
Br3 Bi01 Br1 91.119(19) . . ?
Br3 Bi01 Br1 88.881(19) 2_667 . ?
Br3 Bi01 Br1 88.880(19) . 2_667 ?
Br3 Bi01 Br1 91.120(19) 2_667 2_667 ?
Br3 Bi01 Br3 180.0 . 2_667 ?
Br3A Bi01 Br3A 180.0(3) 2_667 . ?
Br5A Br5 Cu1 133.2(12) . . ?
Br5 Cu1 Br5 180.00(4) . 2_777 ?
Br5 Cu1 Br5A 170.0(4) . 2_777 ?
Br5 Cu1 Br5A 170.0(4) 2_777 . ?
Br5 Cu1 Br5A 10.0(4) 2_777 2_777 ?
Br5 Cu1 Br5A 10.0(4) . . ?
Br5 Cu1 Br4 99.0(3) . 2_777 ?
Br5 Cu1 Br4 81.0(3) 2_777 2_777 ?
Br5A Cu1 Br5A 180.0(9) 2_777 . ?
Br5A Cu1 Br4 89.3(5) . 2_777 ?
Br5A Cu1 Br4 90.7(5) . . ?
Br5A Cu1 Br4 90.7(5) 2_777 2_777 ?
Br5A Cu1 Br4 89.3(5) 2_777 . ?
Br4 Cu1 Br4 180.0 2_777 . ?
H4A N4 H4B 109.5 . . ?
H4A N4 H4C 109.5 . . ?
H4B N4 H4C 109.5 . . ?
C3 N4 H4A 109.5 . . ?
C3 N4 H4B 109.5 . . ?
C3 N4 H4C 109.5 . . ?
H5A N5 H5B 109.5 . . ?
H5A N5 H5C 109.5 . . ?
H5B N5 H5C 109.5 . . ?
C6 N5 H5A 109.5 . . ?
C6 N5 H5B 109.5 . . ?
C6 N5 H5C 109.5 . . ?
H8A N8 H8B 109.5 . . ?
H8A N8 H8C 109.5 . . ?
H8B N8 H8C 109.5 . . ?
C7 N8 H8A 109.5 . . ?
C7 N8 H8B 109.5 . . ?
C7 N8 H8C 109.5 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 N1 H1A 109.5 . . ?
C2 N1 H1B 109.5 . . ?
C2 N1 H1C 109.5 . . ?
N4 C3 H3A 109.2 . . ?
N4 C3 H3B 109.2 . . ?
N4 C3 C2 112.2(5) . . ?
H3A C3 H3B 107.9 . . ?
C2 C3 H3A 109.2 . . ?
C2 C3 H3B 109.2 . . ?
N8 C7 H7A 109.1 . . ?
N8 C7 H7B 109.1 . . ?
N8 C7 C6 112.5(5) . . ?
H7A C7 H7B 107.8 . . ?
C6 C7 H7A 109.1 . . ?
C6 C7 H7B 109.1 . . ?
N1 C2 C3 112.0(5) . . ?
N1 C2 H2A 109.2 . . ?
N1 C2 H2B 109.2 . . ?
C3 C2 H2A 109.2 . . ?
C3 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
N5 C6 C7 113.2(5) . . ?
N5 C6 H6A 108.9 . . ?
N5 C6 H6B 108.9 . . ?
C7 C6 H6A 108.9 . . ?
C7 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
Br5 Br5A Cu1 36.8(10) . . ?

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
N4 C3 C2 N1 72.7(6) . . . . ?
N8 C7 C6 N5 69.0(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.596(2)
2 0.404(2)

####################################################################### 
# 
# 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_mo_RAPAgBiBrI
_database_code_depnum_ccdc_archive 'CCDC 2243254'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-02-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1

# start Validation Reply Form
_vrf_PLAT342_mo_RAPAgBiBrI       
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.02583 Ang.  
RESPONSE: X-ray scattering is dominated by heavy elements, due caution is taken
;
# end Validation Reply Form

_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Bi I6, Ag I2, 4(Br), 4(C4 H12 N2)'
_chemical_formula_sum            'C16 H48 Ag Bi Br4 I8 N8'
_chemical_formula_weight         2004.31
_chemical_absolute_configuration .
_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'
Ag Ag -0.8971 1.1015 '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'
Br Br -0.2901 2.4595 '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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.7952(4)
_cell_length_b                   10.3654(4)
_cell_length_c                   21.6851(6)
_cell_angle_alpha                90
_cell_angle_beta                 90.0580(10)
_cell_angle_gamma                90
_cell_volume                     2201.71(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8727
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      26.36
_cell_measurement_theta_min      2.86
_shelx_estimated_absorpt_T_max   0.297
_shelx_estimated_absorpt_T_min   0.148
_exptl_absorpt_coefficient_mu    13.696
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.4401
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1341 before and 0.0812 after correction.
The Ratio of minimum to maximum transmission is 0.5904.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    3.023
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1788
_exptl_crystal_size_max          0.226
_exptl_crystal_size_mid          0.123
_exptl_crystal_size_min          0.117
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0556
_diffrn_reflns_av_unetI/netI     0.0777
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            21587
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.407
_diffrn_reflns_theta_min         1.965
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_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                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.892
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                8528
_reflns_number_total             8720
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.597
_refine_diff_density_min         -1.826
_refine_diff_density_rms         0.246
_refine_ls_abs_structure_details 
;
 Twinning involves inversion, so Flack parameter cannot be determined
;
_refine_ls_abs_structure_Flack   ?
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     350
_refine_ls_number_reflns         8720
_refine_ls_number_restraints     157
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0345
_refine_ls_restrained_S_all      1.025
_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)] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0761
_refine_ls_wR_factor_ref         0.0767
_refine_special_details          
;
 Refined as a 4-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.706(11)
 0.276(6) 0.012(7) 0.006(6)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups, All N(H,H,H) groups
3. Rigid body (RIGU) restrains
 C19, N1, H1A, H1B, C17, C22, C15, H17A, H17B, H22A, H22B, H15A, H15B, H19, N4,
  H4A, H4B, H4C
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C18, N6, H6A, H6B, H6C, C14, H14, C7, C12, H7A, H7B, N8, H12A, H12B, H8A, H8B,
  H18A, H18B
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C20, N3, H3A, H3B, H3C, C11, H11, C23, C24, N, H23A, H23B, H24A, H24B, HA, HB,
  H20A, H20B
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 N9, C2, H2A, H2B, C16, H9A, H9B, C10, H16, C21, N5, H10A, H10B, H21A, H21B,
 H5A, H5B, H5C
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
4.a Ternary CH refined with riding coordinates:
 C11(H11), C14(H14), C16(H16), C19(H19)
4.b Secondary CH2 refined with riding coordinates:
 N1(H1A,H1B), C2(H2A,H2B), C7(H7A,H7B), N8(H8A,H8B), N9(H9A,H9B), C10(H10A,
 H10B), C12(H12A,H12B), N(HA,HB), C15(H15A,H15B), C17(H17A,H17B), C18(H18A,
 H18B), C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B),
 C24(H24A,H24B)
4.c Idealised Me refined as rotating group:
 N3(H3A,H3B,H3C), N4(H4A,H4B,H4C), N5(H5A,H5B,H5C), N6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Bi01 Bi -0.02140(6) -0.76970(7) 0.74473(3) 0.01399(12) Uani 1 1 d . . . . .
Ag00 Ag -0.51456(10) -0.26198(13) 0.75715(4) 0.0079(2) Uani 1 1 d . . . . .
I003 I -0.50752(13) -0.18642(12) 0.62720(5) 0.0218(3) Uani 1 1 d . . . . .
I04 I 0.21144(13) -0.96218(11) 0.75666(6) 0.0237(3) Uani 1 1 d . . . . .
I05 I 0.19176(13) -0.54465(10) 0.75706(5) 0.0202(2) Uani 1 1 d . . . . .
I06 I -0.20874(12) -0.99645(11) 0.73676(6) 0.0206(3) Uani 1 1 d . . . . .
I07 I -0.52675(15) -0.33621(13) 0.88568(5) 0.0273(3) Uani 1 1 d . . . . .
I08 I -0.24742(13) -0.56663(11) 0.73381(5) 0.0202(3) Uani 1 1 d . . . . .
I09 I 0.01477(13) -0.77552(18) 0.60794(5) 0.0302(3) Uani 1 1 d . . . A 1
I0A I -0.06218(12) -0.76470(14) 0.88749(5) 0.0224(2) Uani 1 1 d . . . . .
Br0B Br -0.31240(17) -0.52174(16) 0.51972(7) 0.0152(3) Uani 1 1 d . . . . .
Br0C Br -0.77447(18) -0.42435(15) 0.53657(7) 0.0161(3) Uani 1 1 d . . . . .
Br0D Br -0.74365(19) -0.00532(18) 0.96607(8) 0.0201(4) Uani 1 1 d . . . . .
Br0E Br -0.7969(2) -0.58320(17) 1.00693(8) 0.0195(4) Uani 1 1 d . . . . .
N1 N -0.4813(15) -0.8022(11) 0.5431(6) 0.015(3) Uani 1 1 d . . . . .
H1A H -0.428073 -0.760244 0.515183 0.018 Uiso 1 1 calc R U . . .
H1B H -0.503567 -0.880744 0.527248 0.018 Uiso 1 1 calc R U . . .
C2 C -0.4634(18) -0.7521(17) 0.9421(7) 0.021(3) Uani 1 1 d . . . . .
H2A H -0.374991 -0.707091 0.947237 0.025 Uiso 1 1 calc R U . . .
H2B H -0.524771 -0.728697 0.976604 0.025 Uiso 1 1 calc R U . . .
N3 N -0.9952(18) -0.1000(14) 0.8741(6) 0.024(3) Uani 1 1 d . . . . .
H3A H -1.015282 -0.057689 0.838469 0.028 Uiso 1 1 calc R U . . .
H3B H -0.920643 -0.063222 0.892006 0.028 Uiso 1 1 calc R U . . .
H3C H -1.067467 -0.094790 0.900299 0.028 Uiso 1 1 calc R U . . .
N4 N -0.5490(15) -0.5534(13) 0.6314(6) 0.017(3) Uani 1 1 d . . . . .
H4A H -0.468841 -0.544808 0.610683 0.021 Uiso 1 1 calc R U . . .
H4B H -0.534677 -0.538937 0.672327 0.021 Uiso 1 1 calc R U . . .
H4C H -0.610520 -0.495178 0.616751 0.021 Uiso 1 1 calc R U . . .
N5 N -0.6807(15) -0.7353(13) 0.8843(6) 0.020(3) Uani 1 1 d . . . . .
H5A H -0.712250 -0.679748 0.913495 0.024 Uiso 1 1 calc R U . . .
H5B H -0.701770 -0.817645 0.895363 0.024 Uiso 1 1 calc R U . . .
H5C H -0.720312 -0.716768 0.847388 0.024 Uiso 1 1 calc R U . . .
N6 N -1.0578(17) -0.4259(15) 0.6123(7) 0.025(3) Uani 1 1 d . . . . .
H6A H -1.129146 -0.449362 0.587885 0.030 Uiso 1 1 calc R U . . .
H6B H -1.054683 -0.478154 0.646016 0.030 Uiso 1 1 calc R U . . .
H6C H -0.978520 -0.433325 0.590794 0.030 Uiso 1 1 calc R U . . .
C7 C -0.9454(18) -0.2329(17) 0.6573(8) 0.021(3) Uani 1 1 d . . . . .
H7A H -0.962383 -0.184468 0.695846 0.025 Uiso 1 1 calc R U . . .
H7B H -0.880256 -0.303479 0.666274 0.025 Uiso 1 1 calc R U . . .
N8 N -0.8889(15) -0.1465(15) 0.6099(7) 0.022(3) Uani 1 1 d . . . . .
H8A H -0.811051 -0.180743 0.593923 0.027 Uiso 1 1 calc R U . . .
H8B H -0.868543 -0.068396 0.626719 0.027 Uiso 1 1 calc R U . . .
N9 N -0.4448(16) -0.8947(13) 0.9375(6) 0.020(3) Uani 1 1 d . . . . .
H9A H -0.363644 -0.917356 0.954912 0.024 Uiso 1 1 calc R U . . .
H9B H -0.512614 -0.935261 0.958663 0.024 Uiso 1 1 calc R U . . .
C10 C -0.447(2) -0.9358(16) 0.8734(8) 0.022(3) Uani 1 1 d . . . . .
H10A H -0.522600 -0.997644 0.866076 0.026 Uiso 1 1 calc R U . . .
H10B H -0.359894 -0.977009 0.861820 0.026 Uiso 1 1 calc R U . . .
C11 C -0.966(2) -0.2353(17) 0.8605(8) 0.028(3) Uani 1 1 d . . . . .
H11 H -0.890544 -0.240913 0.829793 0.033 Uiso 1 1 calc R U . . .
C12 C -1.112(2) -0.199(2) 0.5780(10) 0.031(3) Uani 1 1 d . . . . .
H12A H -1.145614 -0.251996 0.543045 0.037 Uiso 1 1 calc R U . . .
H12B H -1.184841 -0.137993 0.589893 0.037 Uiso 1 1 calc R U . . .
N N -1.036(2) -0.3942(17) 0.9347(8) 0.035(4) Uani 1 1 d . . . . .
HA H -1.003371 -0.475702 0.939219 0.042 Uiso 1 1 calc R U . . .
HB H -1.075946 -0.370233 0.970878 0.042 Uiso 1 1 calc R U . . .
C14 C -1.0763(19) -0.2871(19) 0.6329(8) 0.023(2) Uani 1 1 d . . . . .
H14 H -1.149116 -0.281563 0.665031 0.028 Uiso 1 1 calc R U . . .
C15 C -0.5088(19) -0.7878(17) 0.6525(7) 0.019(3) Uani 1 1 d . . . . .
H15A H -0.465049 -0.752328 0.689998 0.022 Uiso 1 1 calc R U . . .
H15B H -0.561035 -0.865961 0.663904 0.022 Uiso 1 1 calc R U . . .
C16 C -0.529(2) -0.7219(16) 0.8789(8) 0.021(3) Uani 1 1 d . . . . .
H16 H -0.506135 -0.631495 0.866589 0.025 Uiso 1 1 calc R U . . .
C17 C -0.4026(18) -0.8194(16) 0.6042(7) 0.017(3) Uani 1 1 d . . . . .
H17A H -0.369102 -0.909046 0.608825 0.021 Uiso 1 1 calc R U . . .
H17B H -0.324103 -0.759432 0.606651 0.021 Uiso 1 1 calc R U . . .
C18 C -0.994(2) -0.131(3) 0.5603(11) 0.049(6) Uani 1 1 d . . . . .
H18A H -1.015593 -0.038559 0.554527 0.058 Uiso 1 1 calc R U . . .
H18B H -0.958385 -0.165431 0.520819 0.058 Uiso 1 1 calc R U . . .
C19 C -0.6032(19) -0.6866(17) 0.6225(8) 0.019(3) Uani 1 1 d . . . . .
H19 H -0.696714 -0.693139 0.640671 0.023 Uiso 1 1 calc R U . . .
C20 C -1.136(3) -0.392(3) 0.8862(11) 0.050(6) Uani 1 1 d . . . . .
H20A H -1.224341 -0.359706 0.902281 0.060 Uiso 1 1 calc R U . . .
H20B H -1.150113 -0.479824 0.869759 0.060 Uiso 1 1 calc R U . . .
C21 C -0.470(2) -0.8094(15) 0.8362(8) 0.021(3) Uani 1 1 d . . . . .
H21A H -0.382402 -0.775612 0.820337 0.025 Uiso 1 1 calc R U . . .
H21B H -0.532405 -0.824695 0.800953 0.025 Uiso 1 1 calc R U . . .
C22 C -0.6071(19) -0.7266(16) 0.5549(8) 0.019(3) Uani 1 1 d . . . . .
H22A H -0.689078 -0.779719 0.546546 0.023 Uiso 1 1 calc R U . . .
H22B H -0.610007 -0.649457 0.528024 0.023 Uiso 1 1 calc R U . . .
C23 C -0.924(2) -0.3061(18) 0.9201(9) 0.029(3) Uani 1 1 d . . . . .
H23A H -0.838511 -0.354725 0.913717 0.035 Uiso 1 1 calc R U . . .
H23B H -0.910338 -0.243742 0.954136 0.035 Uiso 1 1 calc R U . . .
C24 C -1.087(3) -0.3061(19) 0.8370(9) 0.036(3) Uani 1 1 d . . . . .
H24A H -1.159354 -0.244494 0.824976 0.043 Uiso 1 1 calc R U . . .
H24B H -1.061359 -0.357352 0.800203 0.043 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi01 I04 3.0410(15) . ?
Bi01 I05 3.1419(14) . ?
Bi01 I06 2.9868(14) . ?
Bi01 I08 3.0638(14) . ?
Bi01 I09 2.9883(12) . ?
Bi01 I0A 3.1224(11) . ?
Ag00 I003 2.9256(15) . ?
Ag00 I07 2.8941(15) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 C17 1.54(2) . ?
N1 C22 1.48(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 N9 1.49(2) . ?
C2 C16 1.55(2) . ?
N3 H3A 0.9100 . ?
N3 H3B 0.9100 . ?
N3 H3C 0.9100 . ?
N3 C11 1.46(2) . ?
N4 H4A 0.9100 . ?
N4 H4B 0.9100 . ?
N4 H4C 0.9100 . ?
N4 C19 1.49(2) . ?
N5 H5A 0.9100 . ?
N5 H5B 0.9100 . ?
N5 H5C 0.9100 . ?
N5 C16 1.50(2) . ?
N6 H6A 0.9100 . ?
N6 H6B 0.9100 . ?
N6 H6C 0.9100 . ?
N6 C14 1.52(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 N8 1.47(2) . ?
C7 C14 1.50(2) . ?
N8 H8A 0.9100 . ?
N8 H8B 0.9100 . ?
N8 C18 1.49(3) . ?
N9 H9A 0.9100 . ?
N9 H9B 0.9100 . ?
N9 C10 1.45(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C21 1.55(2) . ?
C11 H11 1.0000 . ?
C11 C23 1.54(3) . ?
C11 C24 1.48(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C14 1.54(3) . ?
C12 C18 1.41(3) . ?
N HA 0.9100 . ?
N HB 0.9100 . ?
N C20 1.44(3) . ?
N C23 1.46(3) . ?
C14 H14 1.0000 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C17 1.51(2) . ?
C15 C19 1.54(2) . ?
C16 H16 1.0000 . ?
C16 C21 1.42(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19 1.0000 . ?
C19 C22 1.52(2) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C24 1.47(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?

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
I04 Bi01 I05 88.95(3) . . ?
I04 Bi01 I08 177.59(4) . . ?
I04 Bi01 I0A 91.33(4) . . ?
I06 Bi01 I04 87.09(4) . . ?
I06 Bi01 I05 175.85(4) . . ?
I06 Bi01 I08 95.29(4) . . ?
I06 Bi01 I09 90.01(4) . . ?
I06 Bi01 I0A 89.49(4) . . ?
I08 Bi01 I05 88.66(4) . . ?
I08 Bi01 I0A 88.40(4) . . ?
I09 Bi01 I04 88.94(4) . . ?
I09 Bi01 I05 91.15(4) . . ?
I09 Bi01 I08 91.35(4) . . ?
I09 Bi01 I0A 179.42(5) . . ?
I0A Bi01 I05 89.37(4) . . ?
I07 Ag00 I003 178.98(5) . . ?
H1A N1 H1B 108.3 . . ?
C17 N1 H1A 109.9 . . ?
C17 N1 H1B 109.9 . . ?
C22 N1 H1A 109.9 . . ?
C22 N1 H1B 109.9 . . ?
C22 N1 C17 109.1(12) . . ?
H2A C2 H2B 109.4 . . ?
N9 C2 H2A 111.6 . . ?
N9 C2 H2B 111.6 . . ?
N9 C2 C16 101.1(13) . . ?
C16 C2 H2A 111.6 . . ?
C16 C2 H2B 111.6 . . ?
H3A N3 H3B 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
C11 N3 H3A 109.5 . . ?
C11 N3 H3B 109.5 . . ?
C11 N3 H3C 109.5 . . ?
H4A N4 H4B 109.5 . . ?
H4A N4 H4C 109.5 . . ?
H4B N4 H4C 109.5 . . ?
C19 N4 H4A 109.5 . . ?
C19 N4 H4B 109.5 . . ?
C19 N4 H4C 109.5 . . ?
H5A N5 H5B 109.5 . . ?
H5A N5 H5C 109.5 . . ?
H5B N5 H5C 109.5 . . ?
C16 N5 H5A 109.5 . . ?
C16 N5 H5B 109.5 . . ?
C16 N5 H5C 109.5 . . ?
H6A N6 H6B 109.5 . . ?
H6A N6 H6C 109.5 . . ?
H6B N6 H6C 109.5 . . ?
C14 N6 H6A 109.5 . . ?
C14 N6 H6B 109.5 . . ?
C14 N6 H6C 109.5 . . ?
H7A C7 H7B 108.5 . . ?
N8 C7 H7A 110.2 . . ?
N8 C7 H7B 110.2 . . ?
N8 C7 C14 107.7(14) . . ?
C14 C7 H7A 110.2 . . ?
C14 C7 H7B 110.2 . . ?
C7 N8 H8A 110.1 . . ?
C7 N8 H8B 110.1 . . ?
C7 N8 C18 108.0(14) . . ?
H8A N8 H8B 108.4 . . ?
C18 N8 H8A 110.1 . . ?
C18 N8 H8B 110.1 . . ?
C2 N9 H9A 109.5 . . ?
C2 N9 H9B 109.5 . . ?
H9A N9 H9B 108.1 . . ?
C10 N9 C2 110.6(13) . . ?
C10 N9 H9A 109.5 . . ?
C10 N9 H9B 109.5 . . ?
N9 C10 H10A 110.8 . . ?
N9 C10 H10B 110.8 . . ?
N9 C10 C21 104.6(14) . . ?
H10A C10 H10B 108.9 . . ?
C21 C10 H10A 110.8 . . ?
C21 C10 H10B 110.8 . . ?
N3 C11 H11 109.5 . . ?
N3 C11 C23 109.8(15) . . ?
N3 C11 C24 113.0(18) . . ?
C23 C11 H11 109.5 . . ?
C24 C11 H11 109.5 . . ?
C24 C11 C23 105.4(16) . . ?
H12A C12 H12B 108.3 . . ?
C14 C12 H12A 109.9 . . ?
C14 C12 H12B 109.9 . . ?
C18 C12 H12A 109.9 . . ?
C18 C12 H12B 109.9 . . ?
C18 C12 C14 108.7(17) . . ?
HA N HB 108.2 . . ?
C20 N HA 109.7 . . ?
C20 N HB 109.7 . . ?
C20 N C23 109.9(16) . . ?
C23 N HA 109.7 . . ?
C23 N HB 109.7 . . ?
N6 C14 C12 111.1(15) . . ?
N6 C14 H14 110.1 . . ?
C7 C14 N6 110.9(15) . . ?
C7 C14 C12 104.3(15) . . ?
C7 C14 H14 110.1 . . ?
C12 C14 H14 110.1 . . ?
H15A C15 H15B 108.8 . . ?
C17 C15 H15A 110.6 . . ?
C17 C15 H15B 110.6 . . ?
C17 C15 C19 105.6(13) . . ?
C19 C15 H15A 110.6 . . ?
C19 C15 H15B 110.6 . . ?
C2 C16 H16 109.4 . . ?
N5 C16 C2 108.9(15) . . ?
N5 C16 H16 109.4 . . ?
C21 C16 C2 106.2(15) . . ?
C21 C16 N5 113.4(16) . . ?
C21 C16 H16 109.4 . . ?
N1 C17 H17A 111.2 . . ?
N1 C17 H17B 111.2 . . ?
C15 C17 N1 103.0(13) . . ?
C15 C17 H17A 111.2 . . ?
C15 C17 H17B 111.2 . . ?
H17A C17 H17B 109.1 . . ?
N8 C18 H18A 110.0 . . ?
N8 C18 H18B 110.0 . . ?
C12 C18 N8 108.3(17) . . ?
C12 C18 H18A 110.0 . . ?
C12 C18 H18B 110.0 . . ?
H18A C18 H18B 108.4 . . ?
N4 C19 C15 111.2(14) . . ?
N4 C19 H19 109.7 . . ?
N4 C19 C22 112.7(15) . . ?
C15 C19 H19 109.7 . . ?
C22 C19 C15 103.6(13) . . ?
C22 C19 H19 109.7 . . ?
N C20 H20A 110.0 . . ?
N C20 H20B 110.0 . . ?
N C20 C24 109(2) . . ?
H20A C20 H20B 108.3 . . ?
C24 C20 H20A 110.0 . . ?
C24 C20 H20B 110.0 . . ?
C10 C21 H21A 110.8 . . ?
C10 C21 H21B 110.8 . . ?
C16 C21 C10 105.0(14) . . ?
C16 C21 H21A 110.8 . . ?
C16 C21 H21B 110.8 . . ?
H21A C21 H21B 108.8 . . ?
N1 C22 C19 106.8(14) . . ?
N1 C22 H22A 110.4 . . ?
N1 C22 H22B 110.4 . . ?
C19 C22 H22A 110.4 . . ?
C19 C22 H22B 110.4 . . ?
H22A C22 H22B 108.6 . . ?
C11 C23 H23A 110.5 . . ?
C11 C23 H23B 110.5 . . ?
N C23 C11 106.2(17) . . ?
N C23 H23A 110.5 . . ?
N C23 H23B 110.5 . . ?
H23A C23 H23B 108.7 . . ?
C11 C24 H24A 110.1 . . ?
C11 C24 H24B 110.1 . . ?
C20 C24 C11 108.1(18) . . ?
C20 C24 H24A 110.1 . . ?
C20 C24 H24B 110.1 . . ?
H24A C24 H24B 108.4 . . ?

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
C2 N9 C10 C21 0(2) . . . . ?
C2 C16 C21 C10 34.7(19) . . . . ?
N3 C11 C23 N 110.5(19) . . . . ?
N3 C11 C24 C20 -106(2) . . . . ?
N4 C19 C22 N1 96.8(16) . . . . ?
N5 C16 C21 C10 -84.9(18) . . . . ?
C7 N8 C18 C12 3(3) . . . . ?
N8 C7 C14 N6 104.2(17) . . . . ?
N8 C7 C14 C12 -15.5(19) . . . . ?
N9 C2 C16 N5 88.3(15) . . . . ?
N9 C2 C16 C21 -34.2(18) . . . . ?
N9 C10 C21 C16 -22(2) . . . . ?
N C20 C24 C11 -11(3) . . . . ?
C14 C7 N8 C18 8(2) . . . . ?
C14 C12 C18 N8 -13(3) . . . . ?
C15 C19 C22 N1 -23.5(18) . . . . ?
C16 C2 N9 C10 20.1(19) . . . . ?
C17 N1 C22 C19 4.3(18) . . . . ?
C17 C15 C19 N4 -86.7(16) . . . . ?
C17 C15 C19 C22 34.6(18) . . . . ?
C18 C12 C14 N6 -102(2) . . . . ?
C18 C12 C14 C7 18(2) . . . . ?
C19 C15 C17 N1 -31.5(16) . . . . ?
C20 N C23 C11 5(2) . . . . ?
C22 N1 C17 C15 17.0(17) . . . . ?
C23 C11 C24 C20 14(2) . . . . ?
C23 N C20 C24 3(3) . . . . ?
C24 C11 C23 N -12(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.706(11)
2 0.276(6)
3 0.012(7)
4 0.006(6)

####################################################################### 
# 
# 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_mo_SAPAgBiBr
_database_code_depnum_ccdc_archive 'CCDC 2243255'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-01-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Bi Br6, Ag Br2, 4(Br), 4(C4 H12 N2)'
_chemical_formula_sum            'C16 H48 Ag Bi Br12 N8'
_chemical_formula_weight         1628.39
_chemical_absolute_configuration .
_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'
Ag Ag -0.8971 1.1015 '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'
Br Br -0.2901 2.4595 '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      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   9.0025(10)
_cell_length_b                   9.3800(9)
_cell_length_c                   12.1558(14)
_cell_angle_alpha                96.258(4)
_cell_angle_beta                 104.285(4)
_cell_angle_gamma                91.315(3)
_cell_volume                     987.49(19)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9879
_cell_measurement_temperature    100(5)
_cell_measurement_theta_max      24.720
_cell_measurement_theta_min      2.337
_shelx_estimated_absorpt_T_max   0.087
_shelx_estimated_absorpt_T_min   0.058
_exptl_absorpt_coefficient_mu    17.107
_exptl_absorpt_correction_T_max  0.0430
_exptl_absorpt_correction_T_min  0.0112
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1372 before and 0.0892 after correction.
The Ratio of minimum to maximum transmission is 0.2605.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.738
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             750
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-3.00 1.00 0.00 0.1430
-1.00 -2.00 1.00 0.1110
-1.00 2.00 1.00 0.1460
-1.00 3.00 3.00 0.0940
-1.00 2.00 -3.00 0.2080
0.00 0.00 1.00 0.0920
0.00 0.00 -1.00 0.1630
1.00 -2.00 1.00 0.1210
1.00 -2.00 -1.00 0.1150
3.00 2.00 -1.00 0.0830
3.00 -1.00 0.00 0.1230

_exptl_crystal_size_max          0.387
_exptl_crystal_size_mid          0.286
_exptl_crystal_size_min          0.28
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0701
_diffrn_reflns_av_unetI/netI     0.0615
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            29864
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        24.731
_diffrn_reflns_theta_max         24.731
_diffrn_reflns_theta_min         2.630
_diffrn_ambient_temperature      100(5)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_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                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.954
_reflns_Friedel_fraction_full    0.943
_reflns_Friedel_fraction_max     0.943
_reflns_number_gt                6152
_reflns_number_total             6506
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.324
_refine_diff_density_min         -2.231
_refine_diff_density_rms         0.214
_refine_ls_abs_structure_details 
;
 Flack x determined using 2766 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.013(5)
_refine_ls_extinction_coef       0.0023(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     348
_refine_ls_number_reflns         6506
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0352
_refine_ls_restrained_S_all      1.014
_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)+(0.0527P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0867
_refine_ls_wR_factor_ref         0.0879
_refine_special_details          ?
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
Uanis(N12) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
2. Rigid body (RIGU) restrains
 N12, C7, C8, C11, N9, C10
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Ternary CH refined with riding coordinates:
 C7(H7), C19(H19), C1(H1), C13(H13)
3.b Secondary CH2 refined with riding coordinates:
 N21(H21A,H21B), C10(H10A,H10B), N15(H15A,H15B), C17(H17A,H17B), C23(H23A,
 H23B), N3(H3A,H3B), N9(H9A,H9B), C20(H20A,H20B), C8(H8A,H8B), C14(H14A,H14B),
 C11(H11A,H11B), C22(H22A,H22B), C2(H2A,H2B), C5(H5A,H5B), C4(H4A,H4B),
 C16(H16A,H16B)
3.c Idealised Me refined as rotating group:
 N12(H12A,H12B,H12C), N18(H18A,H18B,H18C), N24(H24A,H24B,H24C), N6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 -0.17708(6) 0.95242(5) 0.01982(5) 0.01680(14) Uani 1 1 d . . . . .
Ag1 Ag -0.6906(2) 1.4586(2) 0.01418(17) 0.0407(3) Uani 1 1 d . . . . .
Br5 Br -0.40993(18) 1.15182(16) 0.02861(12) 0.0211(3) Uani 1 1 d . . . . .
Br6 Br 0.02223(16) 0.71014(16) 0.01487(12) 0.0211(3) Uani 1 1 d . . . . .
Br4 Br -0.28535(16) 0.95037(15) -0.22426(12) 0.0199(3) Uani 1 1 d . . . . .
Br9 Br -0.71240(16) 1.19477(14) -0.51349(13) 0.0193(3) Uani 1 1 d . . . . .
Br2 Br -0.07066(17) 0.96811(15) 0.26053(13) 0.0216(3) Uani 1 1 d . . . . .
Br12 Br -0.21165(16) 0.69439(14) 0.48061(13) 0.0193(3) Uani 1 1 d . . . . .
Br10 Br -0.65440(16) 0.73989(14) -0.44226(13) 0.0194(3) Uani 1 1 d . . . . .
Br1 Br -0.39946(16) 0.73094(16) 0.01895(13) 0.0237(4) Uani 1 1 d . . . . .
Br8 Br -0.78153(18) 1.44963(16) -0.19837(15) 0.0274(4) Uani 1 1 d . . . . .
Br11 Br -0.15049(16) 1.24389(14) -0.43897(12) 0.0189(3) Uani 1 1 d . . . . .
Br3 Br 0.05924(18) 1.16488(17) 0.01964(13) 0.0250(4) Uani 1 1 d . . . . .
Br7 Br -0.58926(19) 1.45897(15) 0.22473(15) 0.0286(4) Uani 1 1 d . . . . .
N21 N -0.6460(12) 0.9369(12) -0.1878(9) 0.022(2) Uani 1 1 d . . . . .
H21A H -0.611101 0.880607 -0.240925 0.027 Uiso 1 1 calc R U . . .
H21B H -0.564238 0.973163 -0.130302 0.027 Uiso 1 1 calc R U . . .
N12 N -0.4236(14) 0.9778(13) 0.4816(10) 0.017(2) Uani 1 1 d . U . . .
H12A H -0.513620 1.004996 0.496730 0.021 Uiso 1 1 calc R U . . .
H12B H -0.347093 1.043859 0.518565 0.021 Uiso 1 1 calc R U . . .
H12C H -0.401113 0.890674 0.506138 0.021 Uiso 1 1 calc R U . . .
N18 N -0.4408(15) 1.4502(13) -0.4244(10) 0.021(3) Uani 1 1 d . . . . .
H18A H -0.415726 1.528345 -0.455739 0.025 Uiso 1 1 calc R U . . .
H18B H -0.542880 1.426763 -0.451726 0.025 Uiso 1 1 calc R U . . .
H18C H -0.386105 1.375022 -0.443157 0.025 Uiso 1 1 calc R U . . .
N24 N -0.9358(15) 0.9545(13) -0.4195(10) 0.023(3) Uani 1 1 d . . . . .
H24A H -0.911735 1.034773 -0.448740 0.028 Uiso 1 1 calc R U . . .
H24B H -1.037739 0.930424 -0.447239 0.028 Uiso 1 1 calc R U . . .
H24C H -0.880382 0.880980 -0.440219 0.028 Uiso 1 1 calc R U . . .
C7 C -0.4384(17) 0.9676(14) 0.3570(12) 0.020(3) Uani 1 1 d . . . . .
H7 H -0.346578 0.921663 0.339179 0.025 Uiso 1 1 calc R U . . .
C10 C -0.6540(17) 0.9500(14) 0.1877(12) 0.023(3) Uani 1 1 d . . . . .
H10A H -0.602990 0.924404 0.125330 0.028 Uiso 1 1 calc R U . . .
H10B H -0.765707 0.927206 0.158977 0.028 Uiso 1 1 calc R U . . .
N15 N -0.1513(13) 1.4466(12) -0.1926(11) 0.025(3) Uani 1 1 d . . . . .
H15A H -0.068024 1.485540 -0.137737 0.030 Uiso 1 1 calc R U . . .
H15B H -0.118293 1.388576 -0.245853 0.030 Uiso 1 1 calc R U . . .
C17 C -0.4003(16) 1.3459(16) -0.2395(12) 0.024(3) Uani 1 1 d . . . . .
H17A H -0.396304 1.261533 -0.295012 0.028 Uiso 1 1 calc R U . . .
H17B H -0.492230 1.333849 -0.209734 0.028 Uiso 1 1 calc R U . . .
C23 C -0.8995(16) 0.8404(14) -0.2389(11) 0.021(3) Uani 1 1 d . . . . .
H23A H -0.991067 0.828936 -0.208670 0.025 Uiso 1 1 calc R U . . .
H23B H -0.897950 0.757480 -0.296359 0.025 Uiso 1 1 calc R U . . .
N3 N -0.1195(13) 1.6065(12) 0.2291(9) 0.021(2) Uani 1 1 d . . . . .
H3A H -0.178280 1.643646 0.275234 0.025 Uiso 1 1 calc R U . . .
H3B H -0.126656 1.660884 0.170592 0.025 Uiso 1 1 calc R U . . .
N9 N -0.6200(13) 1.1061(12) 0.2366(10) 0.023(2) Uani 1 1 d . . . . .
H9A H -0.629181 1.163379 0.179760 0.027 Uiso 1 1 calc R U . . .
H9B H -0.685233 1.134573 0.280305 0.027 Uiso 1 1 calc R U . . .
C20 C -0.7343(16) 1.0543(15) -0.2400(12) 0.023(3) Uani 1 1 d . . . . .
H20A H -0.691007 1.087836 -0.300635 0.028 Uiso 1 1 calc R U . . .
H20B H -0.735139 1.136597 -0.181847 0.028 Uiso 1 1 calc R U . . .
N6 N 0.0718(14) 1.4759(13) 0.4742(10) 0.018(3) Uani 1 1 d . . . . .
H6A H -0.018688 1.502905 0.488571 0.022 Uiso 1 1 calc R U . . .
H6B H 0.146637 1.545130 0.507680 0.022 Uiso 1 1 calc R U . . .
H6C H 0.097447 1.391864 0.503314 0.022 Uiso 1 1 calc R U . . .
C8 C -0.4570(15) 1.1127(14) 0.3082(11) 0.019(3) Uani 1 1 d . . . . .
H8A H -0.439408 1.193124 0.370615 0.023 Uiso 1 1 calc R U . . .
H8B H -0.383761 1.125495 0.260864 0.023 Uiso 1 1 calc R U . . .
C19 C -0.8986(15) 0.9834(14) -0.2910(11) 0.019(3) Uani 1 1 d . . . . .
H19 H -0.975975 1.046790 -0.267526 0.023 Uiso 1 1 calc R U . . .
C14 C -0.2431(19) 1.5606(16) -0.2463(13) 0.029(4) Uani 1 1 d . . . . .
H14A H -0.201726 1.594025 -0.307831 0.034 Uiso 1 1 calc R U . . .
H14B H -0.246166 1.643525 -0.189193 0.034 Uiso 1 1 calc R U . . .
C11 C -0.5858(17) 0.8745(15) 0.2918(13) 0.023(3) Uani 1 1 d . . . . .
H11A H -0.559878 0.775638 0.268485 0.027 Uiso 1 1 calc R U . . .
H11B H -0.658898 0.869806 0.340460 0.027 Uiso 1 1 calc R U . . .
C22 C -0.7534(16) 0.8542(15) -0.1433(12) 0.024(3) Uani 1 1 d . . . . .
H22A H -0.770544 0.905742 -0.072288 0.029 Uiso 1 1 calc R U . . .
H22B H -0.714915 0.758637 -0.127366 0.029 Uiso 1 1 calc R U . . .
C1 C 0.0552(18) 1.4555(15) 0.3463(13) 0.025(3) Uani 1 1 d . . . . .
H1 H 0.142314 1.401442 0.328214 0.029 Uiso 1 1 calc R U . . .
C2 C 0.0451(16) 1.6009(15) 0.2955(12) 0.022(3) Uani 1 1 d . . . . .
H2A H 0.073022 1.682102 0.357150 0.027 Uiso 1 1 calc R U . . .
H2B H 0.115089 1.605385 0.244498 0.027 Uiso 1 1 calc R U . . .
C5 C -0.101(2) 1.3726(16) 0.2861(14) 0.031(4) Uani 1 1 d . . . . .
H5A H -0.084352 1.271798 0.260091 0.037 Uiso 1 1 calc R U . . .
H5B H -0.169218 1.373275 0.338541 0.037 Uiso 1 1 calc R U . . .
C4 C -0.1686(17) 1.4534(13) 0.1847(12) 0.023(3) Uani 1 1 d . . . . .
H4A H -0.127117 1.421171 0.118423 0.027 Uiso 1 1 calc R U . . .
H4B H -0.281888 1.439880 0.161605 0.027 Uiso 1 1 calc R U . . .
C13 C -0.4032(17) 1.4847(15) -0.2948(12) 0.021(3) Uani 1 1 d . . . . .
H13 H -0.482646 1.546936 -0.273164 0.025 Uiso 1 1 calc R U . . .
C16 C -0.2537(16) 1.3641(15) -0.1417(13) 0.026(3) Uani 1 1 d . . . . .
H16A H -0.271342 1.418526 -0.071923 0.031 Uiso 1 1 calc R U . . .
H16B H -0.212520 1.270238 -0.123183 0.031 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 Br5 2.8550(17) . ?
Bi1 Br6 2.9323(16) . ?
Bi1 Br4 2.8832(16) . ?
Bi1 Br2 2.8315(17) . ?
Bi1 Br1 2.8492(15) . ?
Bi1 Br3 2.8820(17) . ?
Ag1 Br8 2.502(3) . ?
Ag1 Br7 2.496(3) . ?
N21 H21A 0.9100 . ?
N21 H21B 0.9100 . ?
N21 C20 1.481(18) . ?
N21 C22 1.464(17) . ?
N12 H12A 0.9100 . ?
N12 H12B 0.9100 . ?
N12 H12C 0.9100 . ?
N12 C7 1.480(17) . ?
N18 H18A 0.9100 . ?
N18 H18B 0.9100 . ?
N18 H18C 0.9100 . ?
N18 C13 1.523(19) . ?
N24 H24A 0.9100 . ?
N24 H24B 0.9100 . ?
N24 H24C 0.9100 . ?
N24 C19 1.507(18) . ?
C7 H7 1.0000 . ?
C7 C8 1.539(18) . ?
C7 C11 1.558(19) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 N9 1.514(17) . ?
C10 C11 1.52(2) . ?
N15 H15A 0.9100 . ?
N15 H15B 0.9100 . ?
N15 C14 1.48(2) . ?
N15 C16 1.479(18) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C13 1.53(2) . ?
C17 C16 1.54(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C19 1.545(18) . ?
C23 C22 1.518(19) . ?
N3 H3A 0.9100 . ?
N3 H3B 0.9100 . ?
N3 C2 1.507(17) . ?
N3 C4 1.494(16) . ?
N9 H9A 0.9100 . ?
N9 H9B 0.9100 . ?
N9 C8 1.506(17) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C19 1.558(18) . ?
N6 H6A 0.9100 . ?
N6 H6B 0.9100 . ?
N6 H6C 0.9100 . ?
N6 C1 1.515(19) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C19 H19 1.0000 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.54(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C1 H1 1.0000 . ?
C1 C2 1.55(2) . ?
C1 C5 1.56(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C4 1.52(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C13 H13 1.0000 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?

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
Br5 Bi1 Br6 169.99(4) . . ?
Br5 Bi1 Br4 84.23(4) . . ?
Br5 Bi1 Br3 95.64(5) . . ?
Br4 Bi1 Br6 96.88(4) . . ?
Br2 Bi1 Br5 94.00(4) . . ?
Br2 Bi1 Br6 85.18(4) . . ?
Br2 Bi1 Br4 177.42(5) . . ?
Br2 Bi1 Br1 90.65(5) . . ?
Br2 Bi1 Br3 89.28(5) . . ?
Br1 Bi1 Br5 87.40(5) . . ?
Br1 Bi1 Br6 82.64(4) . . ?
Br1 Bi1 Br4 91.15(5) . . ?
Br1 Bi1 Br3 176.97(6) . . ?
Br3 Bi1 Br6 94.33(5) . . ?
Br3 Bi1 Br4 89.02(4) . . ?
Br7 Ag1 Br8 177.02(11) . . ?
H21A N21 H21B 108.8 . . ?
C20 N21 H21A 110.6 . . ?
C20 N21 H21B 110.6 . . ?
C22 N21 H21A 110.6 . . ?
C22 N21 H21B 110.6 . . ?
C22 N21 C20 105.6(10) . . ?
H12A N12 H12B 109.5 . . ?
H12A N12 H12C 109.5 . . ?
H12B N12 H12C 109.5 . . ?
C7 N12 H12A 109.5 . . ?
C7 N12 H12B 109.5 . . ?
C7 N12 H12C 109.5 . . ?
H18A N18 H18B 109.5 . . ?
H18A N18 H18C 109.5 . . ?
H18B N18 H18C 109.5 . . ?
C13 N18 H18A 109.5 . . ?
C13 N18 H18B 109.5 . . ?
C13 N18 H18C 109.5 . . ?
H24A N24 H24B 109.5 . . ?
H24A N24 H24C 109.5 . . ?
H24B N24 H24C 109.5 . . ?
C19 N24 H24A 109.5 . . ?
C19 N24 H24B 109.5 . . ?
C19 N24 H24C 109.5 . . ?
N12 C7 H7 109.3 . . ?
N12 C7 C8 114.1(11) . . ?
N12 C7 C11 109.8(11) . . ?
C8 C7 H7 109.3 . . ?
C8 C7 C11 105.1(11) . . ?
C11 C7 H7 109.3 . . ?
H10A C10 H10B 109.3 . . ?
N9 C10 H10A 111.5 . . ?
N9 C10 H10B 111.5 . . ?
N9 C10 C11 101.4(10) . . ?
C11 C10 H10A 111.5 . . ?
C11 C10 H10B 111.5 . . ?
H15A N15 H15B 108.7 . . ?
C14 N15 H15A 110.5 . . ?
C14 N15 H15B 110.5 . . ?
C14 N15 C16 106.2(11) . . ?
C16 N15 H15A 110.5 . . ?
C16 N15 H15B 110.5 . . ?
H17A C17 H17B 108.9 . . ?
C13 C17 H17A 110.9 . . ?
C13 C17 H17B 110.9 . . ?
C13 C17 C16 104.3(11) . . ?
C16 C17 H17A 110.9 . . ?
C16 C17 H17B 110.9 . . ?
H23A C23 H23B 109.0 . . ?
C19 C23 H23A 111.0 . . ?
C19 C23 H23B 111.0 . . ?
C22 C23 H23A 111.0 . . ?
C22 C23 H23B 111.0 . . ?
C22 C23 C19 103.6(10) . . ?
H3A N3 H3B 108.9 . . ?
C2 N3 H3A 110.9 . . ?
C2 N3 H3B 110.9 . . ?
C4 N3 H3A 110.9 . . ?
C4 N3 H3B 110.9 . . ?
C4 N3 C2 104.3(10) . . ?
C10 N9 H9A 110.8 . . ?
C10 N9 H9B 110.8 . . ?
H9A N9 H9B 108.9 . . ?
C8 N9 C10 104.8(10) . . ?
C8 N9 H9A 110.8 . . ?
C8 N9 H9B 110.8 . . ?
N21 C20 H20A 111.1 . . ?
N21 C20 H20B 111.1 . . ?
N21 C20 C19 103.5(10) . . ?
H20A C20 H20B 109.0 . . ?
C19 C20 H20A 111.1 . . ?
C19 C20 H20B 111.1 . . ?
H6A N6 H6B 109.5 . . ?
H6A N6 H6C 109.5 . . ?
H6B N6 H6C 109.5 . . ?
C1 N6 H6A 109.5 . . ?
C1 N6 H6B 109.5 . . ?
C1 N6 H6C 109.5 . . ?
C7 C8 H8A 110.8 . . ?
C7 C8 H8B 110.8 . . ?
N9 C8 C7 105.0(10) . . ?
N9 C8 H8A 110.8 . . ?
N9 C8 H8B 110.8 . . ?
H8A C8 H8B 108.8 . . ?
N24 C19 C23 109.9(11) . . ?
N24 C19 C20 111.9(11) . . ?
N24 C19 H19 109.7 . . ?
C23 C19 C20 105.7(10) . . ?
C23 C19 H19 109.7 . . ?
C20 C19 H19 109.7 . . ?
N15 C14 H14A 111.2 . . ?
N15 C14 H14B 111.2 . . ?
N15 C14 C13 102.8(11) . . ?
H14A C14 H14B 109.1 . . ?
C13 C14 H14A 111.2 . . ?
C13 C14 H14B 111.2 . . ?
C7 C11 H11A 110.7 . . ?
C7 C11 H11B 110.7 . . ?
C10 C11 C7 105.0(11) . . ?
C10 C11 H11A 110.7 . . ?
C10 C11 H11B 110.7 . . ?
H11A C11 H11B 108.8 . . ?
N21 C22 C23 103.7(11) . . ?
N21 C22 H22A 111.0 . . ?
N21 C22 H22B 111.0 . . ?
C23 C22 H22A 111.0 . . ?
C23 C22 H22B 111.0 . . ?
H22A C22 H22B 109.0 . . ?
N6 C1 H1 110.3 . . ?
N6 C1 C2 112.0(12) . . ?
N6 C1 C5 109.2(12) . . ?
C2 C1 H1 110.3 . . ?
C2 C1 C5 104.6(12) . . ?
C5 C1 H1 110.3 . . ?
N3 C2 C1 105.7(11) . . ?
N3 C2 H2A 110.6 . . ?
N3 C2 H2B 110.6 . . ?
C1 C2 H2A 110.6 . . ?
C1 C2 H2B 110.6 . . ?
H2A C2 H2B 108.7 . . ?
C1 C5 H5A 110.8 . . ?
C1 C5 H5B 110.8 . . ?
H5A C5 H5B 108.9 . . ?
C4 C5 C1 104.7(12) . . ?
C4 C5 H5A 110.8 . . ?
C4 C5 H5B 110.8 . . ?
N3 C4 C5 103.4(11) . . ?
N3 C4 H4A 111.1 . . ?
N3 C4 H4B 111.1 . . ?
C5 C4 H4A 111.1 . . ?
C5 C4 H4B 111.1 . . ?
H4A C4 H4B 109.0 . . ?
N18 C13 C17 109.9(12) . . ?
N18 C13 C14 112.0(12) . . ?
N18 C13 H13 109.5 . . ?
C17 C13 C14 106.3(11) . . ?
C17 C13 H13 109.5 . . ?
C14 C13 H13 109.5 . . ?
N15 C16 C17 100.9(11) . . ?
N15 C16 H16A 111.6 . . ?
N15 C16 H16B 111.6 . . ?
C17 C16 H16A 111.6 . . ?
C17 C16 H16B 111.6 . . ?
H16A C16 H16B 109.4 . . ?

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
N21 C20 C19 N24 -106.7(12) . . . . ?
N21 C20 C19 C23 12.9(14) . . . . ?
N12 C7 C8 N9 -110.4(12) . . . . ?
N12 C7 C11 C10 140.1(12) . . . . ?
C10 N9 C8 C7 -33.5(13) . . . . ?
N15 C14 C13 N18 -106.0(13) . . . . ?
N15 C14 C13 C17 14.0(15) . . . . ?
N9 C10 C11 C7 -36.8(14) . . . . ?
C20 N21 C22 C23 44.0(13) . . . . ?
N6 C1 C2 N3 -107.8(13) . . . . ?
N6 C1 C5 C4 135.1(13) . . . . ?
C8 C7 C11 C10 17.0(14) . . . . ?
C19 C23 C22 N21 -34.0(13) . . . . ?
C14 N15 C16 C17 45.3(13) . . . . ?
C11 C7 C8 N9 9.9(14) . . . . ?
C11 C10 N9 C8 43.8(13) . . . . ?
C22 N21 C20 C19 -35.1(13) . . . . ?
C22 C23 C19 N24 133.5(12) . . . . ?
C22 C23 C19 C20 12.6(14) . . . . ?
C1 C5 C4 N3 -35.3(15) . . . . ?
C2 N3 C4 C5 42.3(14) . . . . ?
C2 C1 C5 C4 15.1(16) . . . . ?
C5 C1 C2 N3 10.3(15) . . . . ?
C4 N3 C2 C1 -32.6(14) . . . . ?
C13 C17 C16 N15 -34.4(14) . . . . ?
C16 N15 C14 C13 -37.2(14) . . . . ?
C16 C17 C13 N18 134.1(12) . . . . ?
C16 C17 C13 C14 12.7(15) . . . . ?

_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_mo_EDCuBiBrI
_database_code_depnum_ccdc_archive 'CCDC 2243258'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-02-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1

# start Validation Reply Form
_vrf_PLAT342_mo_EDCuBiBrI        
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.03833 Ang.  
RESPONSE: X-ray scattering is dominated by heavy elements, due caution is taken
;
# end Validation Reply Form


_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Bi Cu I8, 4(Br), 4(C2 H10 N2)'
_chemical_formula_sum            'C8 H40 Bi Br4 Cu I8 N8'
_chemical_formula_weight         1855.84
_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'
Br Br -0.2901 2.4595 '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'
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      monoclinic
_space_group_IT_number           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   8.9130(14)
_cell_length_b                   22.030(4)
_cell_length_c                   9.5776(14)
_cell_angle_alpha                90
_cell_angle_beta                 91.570(5)
_cell_angle_gamma                90
_cell_volume                     1879.9(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    932
_cell_measurement_temperature    100(5)
_cell_measurement_theta_max      26.144
_cell_measurement_theta_min      3.298
_shelx_estimated_absorpt_T_max   0.494
_shelx_estimated_absorpt_T_min   0.371
_exptl_absorpt_coefficient_mu    16.075
_exptl_absorpt_correction_T_max  0.745372
_exptl_absorpt_correction_T_min  0.414426
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1355 before and 0.0877 after correction.
 
For component 2:
 wR2(int) was 0.1341 before and 0.0887 after correction.
 The Ratio of minimum to maximum transmission is 0.56.

Final HKLF 4 output contains 31254 reflections, Rint = 0.1253
 (8396 with I > 3sig(I), Rint = 0.0854)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    3.279
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1640
_exptl_crystal_size_max          0.077
_exptl_crystal_size_mid          0.058
_exptl_crystal_size_min          0.051
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0736
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3909
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.466
_diffrn_ambient_temperature      100(5)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3175
_reflns_number_total             3909
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_refine_diff_density_max         3.010
_refine_diff_density_min         -2.475
_refine_diff_density_rms         0.448
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     150
_refine_ls_number_reflns         3909
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.0780
_refine_ls_R_factor_gt           0.0600
_refine_ls_restrained_S_all      1.089
_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)+(0.0420P)²+59.5121P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1299
_refine_ls_wR_factor_ref         0.1377
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.540(2)
 0.460(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
Uanis(N00E) \\sim Ueq, Uanis(C00D) \\sim Ueq, Uanis(C00H) \\sim Ueq,
Uanis(N00I) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 N00E, C00D, C00H, N00I
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 N00G, C00B, C00F, N00C
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
5.a Secondary CH2 refined with riding coordinates:
 C00B(H00A,H00B), C00D(H00K,H00L), C00F(H00F,H00G), C00H(H00P,H00Q)
5.b Idealised Me refined as rotating group:
 N00C(H00C,H00D,H00E), N00E(H00M,H00N,H00O), N00G(H00H,H00I,H00J), N00I(H00R,
 H00S,H00T)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Bi00 Bi 0.02601(11) 0.250000 0.19461(10) 0.0114(2) Uani 1 2 d S T P . .
I02 I 0.50677(14) 0.35969(5) 0.69890(13) 0.0156(3) Uani 1 1 d . . . . .
I03 I -0.21902(19) 0.250000 -0.03871(18) 0.0153(4) Uani 1 2 d S T P . .
I04 I 0.28147(19) 0.250000 0.41698(18) 0.0159(4) Uani 1 2 d S T P . .
I05 I 0.26377(19) 0.250000 -0.01684(19) 0.0206(4) Uani 1 2 d S T P . .
I06 I 0.8013(2) 0.250000 0.4573(2) 0.0207(4) Uani 1 2 d S T P . .
I07 I 0.00860(16) 0.11414(5) 0.19497(14) 0.0223(3) Uani 1 1 d . . . . .
Br08 Br 0.2137(2) 0.50986(8) 0.51281(19) 0.0135(4) Uani 1 1 d . . . . .
Br09 Br 0.2868(2) 0.49231(9) -0.0168(2) 0.0173(4) Uani 1 1 d . . . . .
Cu0A Cu 0.5618(6) 0.250000 0.6491(5) 0.0418(12) Uani 1 2 d S T P . .
C00B C 0.069(2) 0.3585(9) 0.708(2) 0.021(3) Uani 1 1 d . . . . .
H00A H 0.168291 0.370840 0.748287 0.025 Uiso 1 1 calc R U . . .
H00B H 0.057869 0.314302 0.722624 0.025 Uiso 1 1 calc R U . . .
N00C N -0.025(2) 0.4594(6) 0.7979(15) 0.017(3) Uani 1 1 d . . . . .
H00C H -0.013869 0.476228 0.712101 0.020 Uiso 1 1 calc R U . . .
H00D H 0.059485 0.465345 0.851049 0.020 Uiso 1 1 calc R U . . .
H00E H -0.104537 0.477210 0.839998 0.020 Uiso 1 1 calc R U . . .
C00D C 0.559(2) 0.3660(8) 0.2148(19) 0.016(3) Uani 1 1 d . U . . .
H00K H 0.662457 0.376569 0.245559 0.019 Uiso 1 1 calc R U . . .
H00L H 0.540781 0.323054 0.239436 0.019 Uiso 1 1 calc R U . . .
N00E N 0.543(2) 0.3734(7) 0.0655(15) 0.020(3) Uani 1 1 d . U . . .
H00M H 0.444527 0.378261 0.041128 0.024 Uiso 1 1 calc R U . . .
H00N H 0.579653 0.339917 0.022348 0.024 Uiso 1 1 calc R U . . .
H00O H 0.595620 0.406700 0.038786 0.024 Uiso 1 1 calc R U . . .
C00F C -0.054(2) 0.3922(8) 0.7824(19) 0.018(3) Uani 1 1 d . . . . .
H00F H -0.150380 0.386244 0.729543 0.022 Uiso 1 1 calc R U . . .
H00G H -0.065720 0.374250 0.876290 0.022 Uiso 1 1 calc R U . . .
N00G N 0.064(2) 0.3717(8) 0.5573(16) 0.025(4) Uani 1 1 d . . . . .
H00H H 0.105096 0.340199 0.510179 0.030 Uiso 1 1 calc R U . . .
H00I H 0.117013 0.406185 0.540720 0.030 Uiso 1 1 calc R U . . .
H00J H -0.032944 0.376915 0.527902 0.030 Uiso 1 1 calc R U . . .
C00H C 0.450(2) 0.4058(8) 0.2899(19) 0.017(3) Uani 1 1 d . U . . .
H00P H 0.348282 0.398304 0.248765 0.021 Uiso 1 1 calc R U . . .
H00Q H 0.448395 0.392408 0.388563 0.021 Uiso 1 1 calc R U . . .
N00I N 0.4760(19) 0.4698(7) 0.2885(16) 0.018(3) Uani 1 1 d . U . . .
H00R H 0.466082 0.483877 0.199438 0.022 Uiso 1 1 calc R U . . .
H00S H 0.570518 0.477587 0.322207 0.022 Uiso 1 1 calc R U . . .
H00T H 0.408194 0.488643 0.343059 0.022 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi00 I03 3.082(2) . ?
Bi00 I04 3.075(2) . ?
Bi00 I05 2.971(2) . ?
Bi00 I06 3.259(2) 1_455 ?
Bi00 I07 2.9970(12) . ?
Bi00 I07 2.9969(12) 4_565 ?
I02 Cu0A 2.5138(17) . ?
I06 Cu0A 2.855(5) . ?
C00B H00A 0.9900 . ?
C00B H00B 0.9900 . ?
C00B C00F 1.52(3) . ?
C00B N00G 1.47(2) . ?
N00C H00C 0.9100 . ?
N00C H00D 0.9100 . ?
N00C H00E 0.9100 . ?
N00C C00F 1.51(2) . ?
C00D H00K 0.9900 . ?
C00D H00L 0.9900 . ?
C00D N00E 1.44(2) . ?
C00D C00H 1.50(2) . ?
N00E H00M 0.9100 . ?
N00E H00N 0.9100 . ?
N00E H00O 0.9100 . ?
C00F H00F 0.9900 . ?
C00F H00G 0.9900 . ?
N00G H00H 0.9100 . ?
N00G H00I 0.9100 . ?
N00G H00J 0.9100 . ?
C00H H00P 0.9900 . ?
C00H H00Q 0.9900 . ?
C00H N00I 1.43(2) . ?
N00I H00R 0.9100 . ?
N00I H00S 0.9100 . ?
N00I H00T 0.9100 . ?

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
I03 Bi00 I06 96.99(6) . 1_455 ?
I04 Bi00 I03 177.36(6) . . ?
I04 Bi00 I06 85.65(6) . 1_455 ?
I05 Bi00 I03 90.59(5) . . ?
I05 Bi00 I04 86.77(6) . . ?
I05 Bi00 I06 172.42(6) . 1_455 ?
I05 Bi00 I07 92.22(3) . . ?
I05 Bi00 I07 92.22(3) . 4_565 ?
I07 Bi00 I03 88.00(3) 4_565 . ?
I07 Bi00 I03 88.00(3) . . ?
I07 Bi00 I04 92.10(3) . . ?
I07 Bi00 I04 92.10(3) 4_565 . ?
I07 Bi00 I06 88.06(3) . 1_455 ?
I07 Bi00 I06 88.06(3) 4_565 1_455 ?
I07 Bi00 I07 174.06(7) 4_565 . ?
Cu0A I06 Bi00 169.51(13) . 1_655 ?
I02 Cu0A I02 148.0(2) 4_565 . ?
I02 Cu0A I06 105.97(11) . . ?
I02 Cu0A I06 105.97(11) 4_565 . ?
H00A C00B H00B 108.0 . . ?
C00F C00B H00A 109.4 . . ?
C00F C00B H00B 109.4 . . ?
N00G C00B H00A 109.4 . . ?
N00G C00B H00B 109.4 . . ?
N00G C00B C00F 111.0(16) . . ?
H00C N00C H00D 109.5 . . ?
H00C N00C H00E 109.5 . . ?
H00D N00C H00E 109.5 . . ?
C00F N00C H00C 109.5 . . ?
C00F N00C H00D 109.5 . . ?
C00F N00C H00E 109.5 . . ?
H00K C00D H00L 108.0 . . ?
N00E C00D H00K 109.4 . . ?
N00E C00D H00L 109.4 . . ?
N00E C00D C00H 111.3(15) . . ?
C00H C00D H00K 109.4 . . ?
C00H C00D H00L 109.4 . . ?
C00D N00E H00M 109.5 . . ?
C00D N00E H00N 109.5 . . ?
C00D N00E H00O 109.5 . . ?
H00M N00E H00N 109.5 . . ?
H00M N00E H00O 109.5 . . ?
H00N N00E H00O 109.5 . . ?
C00B C00F H00F 108.9 . . ?
C00B C00F H00G 108.9 . . ?
N00C C00F C00B 113.5(16) . . ?
N00C C00F H00F 108.9 . . ?
N00C C00F H00G 108.9 . . ?
H00F C00F H00G 107.7 . . ?
C00B N00G H00H 109.5 . . ?
C00B N00G H00I 109.5 . . ?
C00B N00G H00J 109.5 . . ?
H00H N00G H00I 109.5 . . ?
H00H N00G H00J 109.5 . . ?
H00I N00G H00J 109.5 . . ?
C00D C00H H00P 107.9 . . ?
C00D C00H H00Q 107.9 . . ?
H00P C00H H00Q 107.2 . . ?
N00I C00H C00D 117.4(16) . . ?
N00I C00H H00P 107.9 . . ?
N00I C00H H00Q 107.9 . . ?
C00H N00I H00R 109.5 . . ?
C00H N00I H00S 109.5 . . ?
C00H N00I H00T 109.5 . . ?
H00R N00I H00S 109.5 . . ?
H00R N00I H00T 109.5 . . ?
H00S N00I H00T 109.5 . . ?

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
N00E C00D C00H N00I -71(2) . . . . ?
N00G C00B C00F N00C -74(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.540(2)
2 0.460(2)

####################################################################### 
# 
# 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_mo_RAPCuBiClI
_database_code_depnum_ccdc_archive 'CCDC 2243256'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-02-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1


# start Validation Reply Form
_vrf_PLAT342_mo_RAPCuBiClI       
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............     0.0215 Ang.  
RESPONSE: X-ray scattering is dominated by heavy elements, due caution is taken
;
# end Validation Reply Form

_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Bi I6, Cu I2, 4(Cl), 4(C4 H12 N2)'
_chemical_formula_sum            'C16 H48 Bi Cl4 Cu I8 N8'
_chemical_formula_weight         1782.14
_chemical_absolute_configuration .
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   21.9681(10)
_cell_length_b                   10.2048(5)
_cell_length_c                   9.4303(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.175(2)
_cell_angle_gamma                90
_cell_volume                     2114.08(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5327
_cell_measurement_temperature    100(5)
_cell_measurement_theta_max      26.115
_cell_measurement_theta_min      2.851
_shelx_estimated_absorpt_T_max   0.584
_shelx_estimated_absorpt_T_min   0.358
_exptl_absorpt_coefficient_mu    10.776
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5914
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1012 before and 0.0782 after correction.
The Ratio of minimum to maximum transmission is 0.7934.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    2.800
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1608
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-3.00 -1.00 0.00 0.0270
-3.00 3.00 1.00 0.0370
-3.00 1.00 1.00 0.0420
-2.00 0.00 3.00 0.0460
-2.00 1.00 -1.00 0.0450
1.00 -3.00 -1.00 0.0290
1.00 0.00 -2.00 0.0440
3.00 1.00 0.00 0.0200
3.00 -1.00 0.00 0.0270

_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.081
_exptl_crystal_size_min          0.056
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_av_unetI/netI     0.0704
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            13352
_diffrn_reflns_point_group_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.395
_diffrn_reflns_theta_min         3.082
_diffrn_ambient_temperature      100(5)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_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                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.810
_reflns_Friedel_fraction_full    0.929
_reflns_Friedel_fraction_max     0.906
_reflns_number_gt                3624
_reflns_number_total             4154
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.379
_refine_diff_density_min         -2.347
_refine_diff_density_rms         0.230
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.012(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     176
_refine_ls_number_reflns         4154
_refine_ls_number_restraints     79
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0400
_refine_ls_restrained_S_all      1.042
_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)+14.8094P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0713
_refine_ls_wR_factor_ref         0.0765
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.988(11)
 0.012(11)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups, All N(H,H,H) groups
3. Rigid body (RIGU) restrains
 C00I, N00A, C00E, C00G, C00C, N00H
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C009, C00B, C00D, N00F, C10, N00J
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
4.a Ternary CH refined with riding coordinates:
 C00B(H00C), C00I(H00V)
4.b Secondary CH2 refined with riding coordinates:
 C009(H00A,H00B), C00C(H00N,H00O), C00D(H00D,H00E), C00E(H00P,H00Q), C00G(H00R,
 H00S), N00H(H00T,H00U), N00J(H00I,H00J), C10(H10A,H10B)
4.c Idealised Me refined as rotating group:
 N00A(H00K,H00L,H00M), N00F(H00F,H00G,H00H)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Bi01 Bi 0.500000 0.91948(8) 0.500000 0.02179(19) Uani 1 2 d S T P . .
I002 I 0.50594(5) 1.15404(10) 0.72891(11) 0.0237(2) Uani 1 1 d . . . . .
I003 I 0.39023(5) 0.48070(11) -0.00405(11) 0.0298(3) Uani 1 1 d . . . . .
I004 I 0.36122(4) 0.91549(16) 0.50793(11) 0.0405(3) Uani 1 1 d . . . . .
I005 I 0.49771(8) 0.71464(12) 0.27306(14) 0.0448(4) Uani 1 1 d . . . . .
Cu06 Cu 0.500000 0.5101(4) 0.000000 0.0500(10) Uani 1 2 d S T P . .
Cl07 Cl 0.26859(15) 0.1655(4) 0.1827(3) 0.0180(7) Uani 1 1 d . . . . .
Cl08 Cl 0.29033(17) 0.2680(3) 0.7239(4) 0.0212(8) Uani 1 1 d . . . . .
C009 C 0.4072(7) 0.4627(17) 0.5460(15) 0.033(3) Uani 1 1 d . . . . .
H00A H 0.422722 0.391908 0.608162 0.039 Uiso 1 1 calc R U . . .
H00B H 0.441352 0.521622 0.521167 0.039 Uiso 1 1 calc R U . . .
N00A N 0.3757(6) 0.1398(11) -0.0433(13) 0.022(3) Uani 1 1 d . . . . .
H00K H 0.365061 0.194653 -0.115287 0.026 Uiso 1 1 calc R U . . .
H00L H 0.414970 0.155544 -0.017346 0.026 Uiso 1 1 calc R U . . .
H00M H 0.350820 0.153714 0.032153 0.026 Uiso 1 1 calc R U . . .
C00B C 0.3769(7) 0.4046(18) 0.4093(15) 0.031(3) Uani 1 1 d . . . . .
H00C H 0.406282 0.407469 0.328639 0.038 Uiso 1 1 calc R U . . .
C00C C 0.2884(6) -0.1111(13) 0.0224(14) 0.018(3) Uani 1 1 d . . . . .
H00N H 0.262955 -0.188347 -0.000545 0.022 Uiso 1 1 calc R U . . .
H00O H 0.265297 -0.053907 0.087766 0.022 Uiso 1 1 calc R U . . .
C00D C 0.3578(7) 0.5362(16) 0.6166(16) 0.027(3) Uani 1 1 d . . . . .
H00D H 0.373674 0.621020 0.651900 0.032 Uiso 1 1 calc R U . . .
H00E H 0.342599 0.485606 0.698689 0.032 Uiso 1 1 calc R U . . .
C00E C 0.3032(6) -0.0400(14) -0.1064(14) 0.022(3) Uani 1 1 d . . . . .
H00P H 0.276998 0.038535 -0.116168 0.027 Uiso 1 1 calc R U . . .
H00Q H 0.297151 -0.096430 -0.190694 0.027 Uiso 1 1 calc R U . . .
N00F N 0.3563(6) 0.2676(13) 0.4334(14) 0.032(3) Uani 1 1 d . . . . .
H00F H 0.327202 0.246481 0.368433 0.039 Uiso 1 1 calc R U . . .
H00G H 0.340569 0.260397 0.522265 0.039 Uiso 1 1 calc R U . . .
H00H H 0.388474 0.212157 0.424356 0.039 Uiso 1 1 calc R U . . .
C00G C 0.3963(8) -0.095(2) 0.012(2) 0.048(4) Uani 1 1 d . . . . .
H00R H 0.419661 -0.163174 -0.038936 0.057 Uiso 1 1 calc R U . . .
H00S H 0.424426 -0.048232 0.076737 0.057 Uiso 1 1 calc R U . . .
N00H N 0.3474(8) -0.1547(19) 0.092(2) 0.069(6) Uani 1 1 d . . . . .
H00T H 0.348777 -0.127900 0.184086 0.083 Uiso 1 1 calc R U . . .
H00U H 0.350713 -0.243585 0.089847 0.083 Uiso 1 1 calc R U . . .
C00I C 0.3696(7) -0.0005(14) -0.0922(17) 0.024(3) Uani 1 1 d . . . . .
H00V H 0.390238 -0.011118 -0.185803 0.029 Uiso 1 1 calc R U . . .
N00J N 0.3071(8) 0.5600(18) 0.5142(16) 0.054(5) Uani 1 1 d . . . . .
H00I H 0.271694 0.526067 0.548236 0.065 Uiso 1 1 calc R U . . .
H00J H 0.301880 0.647475 0.500023 0.065 Uiso 1 1 calc R U . . .
C10 C 0.3239(9) 0.495(2) 0.3798(18) 0.049(4) Uani 1 1 d . . . . .
H10A H 0.335429 0.561043 0.308098 0.058 Uiso 1 1 calc R U . . .
H10B H 0.288916 0.443976 0.342651 0.058 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi01 I002 3.2257(12) 2_656 ?
Bi01 I002 3.2257(12) . ?
Bi01 I004 3.0501(10) 2_656 ?
Bi01 I004 3.0502(10) . ?
Bi01 I005 2.9919(13) 2_656 ?
Bi01 I005 2.9919(13) . ?
I003 Cu06 2.4303(12) . ?
C009 H00A 0.9900 . ?
C009 H00B 0.9900 . ?
C009 C00B 1.57(2) . ?
C009 C00D 1.48(2) . ?
N00A H00K 0.9100 . ?
N00A H00L 0.9100 . ?
N00A H00M 0.9100 . ?
N00A C00I 1.510(18) . ?
C00B H00C 1.0000 . ?
C00B N00F 1.49(2) . ?
C00B C10 1.51(2) . ?
C00C H00N 0.9900 . ?
C00C H00O 0.9900 . ?
C00C C00E 1.453(18) . ?
C00C N00H 1.52(2) . ?
C00D H00D 0.9900 . ?
C00D H00E 0.9900 . ?
C00D N00J 1.49(2) . ?
C00E H00P 0.9900 . ?
C00E H00Q 0.9900 . ?
C00E C00I 1.52(2) . ?
N00F H00F 0.9100 . ?
N00F H00G 0.9100 . ?
N00F H00H 0.9100 . ?
C00G H00R 0.9900 . ?
C00G H00S 0.9900 . ?
C00G N00H 1.45(2) . ?
C00G C00I 1.49(2) . ?
N00H H00T 0.9100 . ?
N00H H00U 0.9100 . ?
C00I H00V 1.0000 . ?
N00J H00I 0.9100 . ?
N00J H00J 0.9100 . ?
N00J C10 1.48(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?

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
I002 Bi01 I002 84.18(4) . 2_656 ?
I004 Bi01 I002 89.31(4) . 2_656 ?
I004 Bi01 I002 91.83(3) . . ?
I004 Bi01 I002 91.83(3) 2_656 2_656 ?
I004 Bi01 I002 89.31(4) 2_656 . ?
I004 Bi01 I004 178.47(7) 2_656 . ?
I005 Bi01 I002 92.25(3) 2_656 . ?
I005 Bi01 I002 92.25(3) . 2_656 ?
I005 Bi01 I002 176.12(4) . . ?
I005 Bi01 I002 176.12(4) 2_656 2_656 ?
I005 Bi01 I004 89.30(4) 2_656 . ?
I005 Bi01 I004 89.63(4) . . ?
I005 Bi01 I004 89.30(4) . 2_656 ?
I005 Bi01 I004 89.63(4) 2_656 2_656 ?
I005 Bi01 I005 91.36(6) . 2_656 ?
I003 Cu06 I003 165.80(18) . 2_655 ?
H00A C009 H00B 108.9 . . ?
C00B C009 H00A 110.8 . . ?
C00B C009 H00B 110.8 . . ?
C00D C009 H00A 110.8 . . ?
C00D C009 H00B 110.8 . . ?
C00D C009 C00B 104.6(13) . . ?
H00K N00A H00L 109.5 . . ?
H00K N00A H00M 109.5 . . ?
H00L N00A H00M 109.5 . . ?
C00I N00A H00K 109.5 . . ?
C00I N00A H00L 109.5 . . ?
C00I N00A H00M 109.5 . . ?
C009 C00B H00C 110.0 . . ?
N00F C00B C009 111.0(13) . . ?
N00F C00B H00C 110.0 . . ?
N00F C00B C10 111.5(15) . . ?
C10 C00B C009 104.3(14) . . ?
C10 C00B H00C 110.0 . . ?
H00N C00C H00O 108.4 . . ?
C00E C00C H00N 110.0 . . ?
C00E C00C H00O 110.0 . . ?
C00E C00C N00H 108.4(12) . . ?
N00H C00C H00N 110.0 . . ?
N00H C00C H00O 110.0 . . ?
C009 C00D H00D 109.7 . . ?
C009 C00D H00E 109.7 . . ?
C009 C00D N00J 109.8(13) . . ?
H00D C00D H00E 108.2 . . ?
N00J C00D H00D 109.7 . . ?
N00J C00D H00E 109.7 . . ?
C00C C00E H00P 110.5 . . ?
C00C C00E H00Q 110.5 . . ?
C00C C00E C00I 106.0(12) . . ?
H00P C00E H00Q 108.7 . . ?
C00I C00E H00P 110.5 . . ?
C00I C00E H00Q 110.5 . . ?
C00B N00F H00F 109.5 . . ?
C00B N00F H00G 109.5 . . ?
C00B N00F H00H 109.5 . . ?
H00F N00F H00G 109.5 . . ?
H00F N00F H00H 109.5 . . ?
H00G N00F H00H 109.5 . . ?
H00R C00G H00S 108.3 . . ?
N00H C00G H00R 109.9 . . ?
N00H C00G H00S 109.9 . . ?
N00H C00G C00I 108.9(14) . . ?
C00I C00G H00R 109.9 . . ?
C00I C00G H00S 109.9 . . ?
C00C N00H H00T 110.4 . . ?
C00C N00H H00U 110.4 . . ?
C00G N00H C00C 106.4(13) . . ?
C00G N00H H00T 110.4 . . ?
C00G N00H H00U 110.4 . . ?
H00T N00H H00U 108.6 . . ?
N00A C00I C00E 111.3(12) . . ?
N00A C00I H00V 109.4 . . ?
C00E C00I H00V 109.4 . . ?
C00G C00I N00A 112.1(14) . . ?
C00G C00I C00E 105.3(12) . . ?
C00G C00I H00V 109.4 . . ?
C00D N00J H00I 110.3 . . ?
C00D N00J H00J 110.3 . . ?
H00I N00J H00J 108.6 . . ?
C10 N00J C00D 107.0(13) . . ?
C10 N00J H00I 110.3 . . ?
C10 N00J H00J 110.3 . . ?
C00B C10 H10A 110.1 . . ?
C00B C10 H10B 110.1 . . ?
N00J C10 C00B 108.1(14) . . ?
N00J C10 H10A 110.1 . . ?
N00J C10 H10B 110.1 . . ?
H10A C10 H10B 108.4 . . ?

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
C009 C00B C10 N00J -23(2) . . . . ?
C009 C00D N00J C10 3(2) . . . . ?
C00B C009 C00D N00J -16.8(18) . . . . ?
C00C C00E C00I N00A -98.9(14) . . . . ?
C00C C00E C00I C00G 22.8(16) . . . . ?
C00D C009 C00B N00F -96.0(15) . . . . ?
C00D C009 C00B C10 24.2(18) . . . . ?
C00D N00J C10 C00B 13(2) . . . . ?
C00E C00C N00H C00G 7(2) . . . . ?
N00F C00B C10 N00J 96.6(18) . . . . ?
N00H C00C C00E C00I -18.3(16) . . . . ?
N00H C00G C00I N00A 102.1(18) . . . . ?
N00H C00G C00I C00E -19(2) . . . . ?
C00I C00G N00H C00C 8(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.988(11)
2 0.012(11)

####################################################################### 
# 
# 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_mo_RAPCuBiBr_420K
_database_code_depnum_ccdc_archive 'CCDC 2243259'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-02-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1


# start Validation Reply Form
_vrf_PLAT260_mo_RAPCuBiBr_420K   
;
PROBLEM: Large Average Ueq of Residue Including        N9      0.590 Check 
RESPONSE: artefact arising from poor data quality due to high temperature
;
_vrf_THETM01_mo_RAPCuBiBr_420K   
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: poor data quality due to high temperature
;
# end Validation Reply Form


_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Bi Br6, 2(Br Cu0.5), 4(Br), 2(C8 H24 N4)'
_chemical_formula_sum            'C16 H48 Bi Br12 Cu N8'
_chemical_formula_weight         1584.06
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'
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      monoclinic
_space_group_IT_number           10
_space_group_name_H-M_alt        'P 1 2/m 1'
_space_group_name_Hall           '-P 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'-x, -y, -z'
'x, -y, z'

_cell_length_a                   9.392(9)
_cell_length_b                   9.449(11)
_cell_length_c                   12.894(14)
_cell_angle_alpha                90
_cell_angle_beta                 111.37(2)
_cell_angle_gamma                90
_cell_volume                     1066(2)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    1310
_cell_measurement_temperature    420(5)
_cell_measurement_theta_max      15.49
_cell_measurement_theta_min      2.74
_shelx_estimated_absorpt_T_max   0.299
_shelx_estimated_absorpt_T_min   0.299
_exptl_absorpt_coefficient_mu    15.890
_exptl_absorpt_correction_T_max  0.7441
_exptl_absorpt_correction_T_min  0.6271
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1435 before and 0.0605 after correction.
The Ratio of minimum to maximum transmission is 0.8428.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.468
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             732
_exptl_crystal_size_max          0.156
_exptl_crystal_size_mid          0.107
_exptl_crystal_size_min          0.068
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0628
_diffrn_reflns_av_unetI/netI     0.0457
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5240
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        17.190
_diffrn_reflns_theta_max         17.190
_diffrn_reflns_theta_min         2.743
_diffrn_ambient_temperature      420.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_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                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                578
_reflns_number_total             695
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.163
_refine_diff_density_min         -0.545
_refine_diff_density_rms         0.195
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     57
_refine_ls_number_reflns         695
_refine_ls_number_restraints     40
_refine_ls_R_factor_all          0.0868
_refine_ls_R_factor_gt           0.0731
_refine_ls_restrained_S_all      56.667
_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)+(0.1413P)²+9.3798P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2095
_refine_ls_wR_factor_ref         0.2337
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Sof: Bi1(0.25) Br1(0.5) Br3(0.5) Br5(0.5) Br4(0.5) Cu1(0.25) C11(0.5)
 H11A(0.5) H11B(0.5) C10(0.5) H10A(0.5) H10B(0.5) N9(0.5) H9A(0.5) H9B(0.5)
 C8(0.25) H8A(0.5) H8B(0.5) N12(0.5) H12A(0.5) H12B(0.5) H12C(0.5) C7(0.5)
 H7(0.5) N6(0.5) H6A(0.25) H6B(0.5) H6C(0.5) C5(0.5) H5A(0.5) H5B(0.5) C2(0.5)
 H2A(0.5) H2B(0.5) C1(0.5) H1(0.5) C4(0.5) H4A(0.5) H4B(0.5) N3(0.5) H3A(0.5)
 H3B(0.5)
 Fixed U12: Bi1(0) Br1(0) Br3(0) Br5(0) Br4(0) Cu1(0) N6(0) C5(0) C2(0) C1(0)
 C4(0) N3(0)
 Fixed U23: Bi1(0) Br1(0) Br3(0) Br5(0) Br4(0) Cu1(0) N6(0) C5(0) C2(0) C1(0)
 C4(0) N3(0)
 Fixed Uiso: H11A(0.707) H11B(0.707) H10A(0.707) H10B(0.707) H9A(0.707)
 H9B(0.707) H8A(0.707) H8B(0.707) H12A(0.707) H12B(0.707) H12C(0.707) H7(0.707)
 H6A(0.987) H6B(0.987) H6C(0.987) H5A(0.987) H5B(0.987) H2A(0.987) H2B(0.987)
 H1(0.987) H4A(0.987) H4B(0.987) H3A(0.987) H3B(0.987)
 Fixed X: Bi1(0.5) Br5(1) Br4(0.5) Cu1(1) C11(0.95123) H11A(1.044262)
 H11B(0.972612) C10(0.89763) H10A(0.958756) H10B(0.906329) H9A(0.71758)
 H9B(0.671918) C8(0.68597) H8A(0.592265) H8B(0.669592) N12(0.794689)
 H12A(0.71796) H12B(0.769667) H12C(0.878079) C7(0.82217) H7(0.863977)
 H6A(1.359416) H6B(1.215552) H6C(1.215552) C5(1.126289) H5A(1.064599)
 H5B(1.064599) C2(1.413929) H2A(1.474633) H2B(1.474633) C1(1.2677) H1(1.2677)
 C4(1.18417) H4A(1.146958) H4B(1.146958) H3A(1.40027) H3B(1.40027)
 Fixed Y: Bi1(0.5) Br1(0.5) Br3(1) Cu1(1) C11(0.593321) H11A(0.53826)
 H11B(0.67392) C10(0.64513) H10A(0.602358) H10B(0.747222) H9A(0.556898)
 H9B(0.675666) C8(0.5) H8A(0.532051) H8B(0.40545) N12(0.5) H12A(0.441095)
 H12B(0.586999) H12C(0.471906) C7(0.5) H7(0.404725) N6(1) H6A(1) H6B(0.923098)
 H6C(1.076903) C5(1) H5A(0.916666) H5B(1.083334) C2(1) H2A(1.083332)
 H2B(0.916668) C1(1) H1(0.89629) C4(1) H4A(1.083302) H4B(0.916698) N3(1)
 H3A(0.923544) H3B(1.076456)
 Fixed Z: Bi1(0.5) Br5(0) Br4(0) Cu1(0.5) C11(0.232249) H11A(0.263889)
 H11B(0.193653) C10(0.326221) H10A(0.396824) H10B(0.333706) N9(0.29135)
 H9A(0.348433) H9B(0.27367) C8(0.193271) H8A(0.135738) H8B(0.216027)
 N12(0.039429) H12A(0.005222) H12B(0.01251) H12C(0.027791) C7(0.148331)
 H7(0.169283) H6A(0.015041) H6B(-0.021026) H6C(-0.021026) H5A(0.125433)
 H5B(0.125433) C2(0.22705) H2A(0.227863) H2B(0.227863) C1(0.123342)
 H1(0.123341) C4(0.28622) H4A(0.312332) H4B(0.312332) H3A(0.373047)
 H3B(0.373047)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.500000 0.500000 0.500000 0.1273(14) Uani 1 4 d S T P . .
Br2 Br 0.7166(4) 0.7139(5) 0.5003(3) 0.1769(19) Uani 1 1 d . . . . .
Br1 Br 0.3813(6) 0.500000 0.2623(4) 0.157(2) Uani 1 2 d S T P . .
Br3 Br 0.9067(7) 1.000000 0.3140(6) 0.194(3) Uani 1 2 d S T P . .
Br5 Br 1.000000 0.7511(9) 0.000000 0.276(4) Uani 1 2 d S T P . .
Br4 Br 0.500000 0.7523(9) 0.000000 0.277(4) Uani 1 2 d S T P . .
Cu1 Cu 1.000000 1.000000 0.500000 0.239(5) Uani 1 4 d S T P . .
C11 C 0.951230 0.593321 0.232249 0.59(2) Uani 0.5 1 d D . P A -1
H11A H 1.044262 0.538260 0.263889 0.707 Uiso 0.5 1 calc R U P A -1
H11B H 0.972612 0.673920 0.193653 0.707 Uiso 0.5 1 calc R U P A -1
C10 C 0.897630 0.645130 0.326221 0.59(2) Uani 0.5 1 d D . P A -1
H10A H 0.958756 0.602358 0.396824 0.707 Uiso 0.5 1 calc R U P A -1
H10B H 0.906329 0.747222 0.333706 0.707 Uiso 0.5 1 calc R U P A -1
N9 N 0.73167(10) 0.59947(11) 0.291350 0.59(2) Uani 0.5 1 d D . P A -1
H9A H 0.717580 0.556898 0.348433 0.707 Uiso 0.5 1 calc R U P A -1
H9B H 0.671918 0.675666 0.273670 0.707 Uiso 0.5 1 calc R U P A -1
C8 C 0.685970 0.500000 0.193271 0.59(2) Uani 0.5 1 d DS . P A -1
H8A H 0.592265 0.532051 0.135738 0.707 Uiso 0.5 1 calc R U P A -1
H8B H 0.669592 0.405450 0.216027 0.707 Uiso 0.5 1 calc R U P A -1
N12 N 0.794689 0.500000 0.039429 0.59(2) Uani 1 2 d DS T P A .
H12A H 0.717960 0.441095 0.005222 0.707 Uiso 0.5 1 calc R U P B -1
H12B H 0.769667 0.586999 0.012510 0.707 Uiso 0.5 1 calc R U P B -1
H12C H 0.878079 0.471906 0.027791 0.707 Uiso 0.5 1 calc R U P B -1
C7 C 0.822170 0.500000 0.148331 0.59(2) Uani 1 2 d DS TU P . .
H7 H 0.863977 0.404725 0.169283 0.707 Uiso 0.5 1 calc R U P A .
N6 N 1.26424(19) 1.000000 0.01419(7) 0.82(2) Uani 1 2 d DS T P . .
H6A H 1.359416 1.000000 0.015041 0.987 Uiso 0.5 1 calc R U P C -1
H6B H 1.215552 0.923098 -0.021026 0.987 Uiso 0.5 1 calc R U P C -1
H6C H 1.215552 1.076903 -0.021026 0.987 Uiso 0.5 1 calc R U P C -1
C5 C 1.126289 1.000000 0.15516(6) 0.82(2) Uani 1 2 d DS T P . .
H5A H 1.064599 0.916666 0.125433 0.987 Uiso 0.5 1 calc R U P . .
H5B H 1.064599 1.083334 0.125433 0.987 Uiso 0.5 1 calc R U P . .
C2 C 1.413929 1.000000 0.227050 0.82(2) Uani 1 2 d DS T P . .
H2A H 1.474633 1.083332 0.227863 0.987 Uiso 0.5 1 calc R U P . .
H2B H 1.474633 0.916668 0.227863 0.987 Uiso 0.5 1 calc R U P . .
C1 C 1.267700 1.000000 0.123342 0.82(2) Uani 1 2 d DS T P . .
H1 H 1.267700 0.896290 0.123341 0.987 Uiso 0.5 1 calc R U P . .
C4 C 1.184170 1.000000 0.286220 0.82(2) Uani 1 2 d DS TU P . .
H4A H 1.146958 1.083302 0.312332 0.987 Uiso 0.5 1 calc R U P . .
H4B H 1.146958 0.916698 0.312332 0.987 Uiso 0.5 1 calc R U P . .
N3 N 1.36405(9) 1.000000 0.33148(6) 0.82(2) Uani 1 2 d DS T P . .
H3A H 1.400270 0.923544 0.373047 0.987 Uiso 0.5 1 calc R U P . .
H3B H 1.400270 1.076456 0.373047 0.987 Uiso 0.5 1 calc R U P . .


_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 Br2 2.867(4) . ?
Bi1 Br2 2.867(4) 2_656 ?
Bi1 Br2 2.867(4) 3_666 ?
Bi1 Br2 2.867(4) 4_565 ?
Bi1 Br1 2.854(6) 3_666 ?
Bi1 Br1 2.854(6) . ?
Br3 Cu1 2.234(8) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C10 1.5511(12) . ?
C11 C7 1.5691(10) . ?
C11 H7 0.9199 4_565 ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 N9 1.5190(17) . ?
N9 H9A 0.8900 . ?
N9 H9B 0.8900 . ?
N9 C8 1.5072(14) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C7 1.5851(13) . ?
N12 H12A 0.8900 . ?
N12 H12B 0.8900 . ?
N12 H12C 0.8900 . ?
N12 C7 1.3320(15) . ?
C7 H7 0.9800 . ?
C7 H7 0.9800 4_565 ?
N6 H6A 0.8900 . ?
N6 H6B 0.8900 . ?
N6 H6C 0.8900 . ?
N6 C1 1.3959(16) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C1 1.5263(14) . ?
C5 C4 1.5754(19) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C1 1.5285(12) . ?
C2 N3 1.5788(16) . ?
C1 H1 0.9800 . ?
C1 H1 0.9800 4_575 ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 N3 1.5737(18) . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?

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
Br2 Bi1 Br2 180.0 . 3_666 ?
Br2 Bi1 Br2 90.3(2) . 2_656 ?
Br2 Bi1 Br2 89.7(2) 3_666 2_656 ?
Br2 Bi1 Br2 180.00(15) 2_656 4_565 ?
Br2 Bi1 Br2 89.7(2) . 4_565 ?
Br2 Bi1 Br2 90.3(2) 3_666 4_565 ?
Br1 Bi1 Br2 89.96(11) . 2_656 ?
Br1 Bi1 Br2 90.04(11) 3_666 2_656 ?
Br1 Bi1 Br2 89.96(11) 3_666 . ?
Br1 Bi1 Br2 90.04(11) . . ?
Br1 Bi1 Br2 89.96(11) . 3_666 ?
Br1 Bi1 Br2 90.04(11) 3_666 3_666 ?
Br1 Bi1 Br2 90.04(11) . 4_565 ?
Br1 Bi1 Br2 89.96(11) 3_666 4_565 ?
Br1 Bi1 Br1 180.0 . 3_666 ?
Br3 Cu1 Br3 180.0(3) . 3_776 ?
H11A C11 H11B 108.3 . . ?
H11A C11 H7 139.3 . 4_565 ?
H11B C11 H7 79.4 . 4_565 ?
C10 C11 H11A 109.9 . . ?
C10 C11 H11B 109.9 . . ?
C10 C11 C7 109.09(7) . . ?
C10 C11 H7 104.2 . 4_565 ?
C7 C11 H11A 109.9 . . ?
C7 C11 H11B 109.9 . . ?
C7 C11 H7 35.6 . 4_565 ?
C11 C10 H10A 110.6 . . ?
C11 C10 H10B 110.6 . . ?
H10A C10 H10B 108.7 . . ?
N9 C10 C11 105.62(5) . . ?
N9 C10 H10A 110.6 . . ?
N9 C10 H10B 110.6 . . ?
C10 N9 H9A 109.2 . . ?
C10 N9 H9B 109.2 . . ?
H9A N9 H9B 107.9 . . ?
C8 N9 C10 111.92(6) . . ?
C8 N9 H9A 109.2 . . ?
C8 N9 H9B 109.2 . . ?
N9 C8 H8A 110.4 . . ?
N9 C8 H8B 110.4 . . ?
N9 C8 C7 106.60(6) . . ?
H8A C8 H8B 108.6 . . ?
C7 C8 H8A 110.4 . . ?
C7 C8 H8B 110.4 . . ?
H12A N12 H12B 109.5 . . ?
H12A N12 H12C 109.5 . . ?
H12B N12 H12C 109.5 . . ?
C7 N12 H12A 109.5 . . ?
C7 N12 H12B 109.5 . . ?
C7 N12 H12C 109.5 . . ?
C11 C7 C8 105.75(7) . . ?
C11 C7 H7 33.1 . 4_565 ?
C11 C7 H7 101.2 . . ?
C8 C7 H7 101.2 . 4_565 ?
C8 C7 H7 101.2 . . ?
N12 C7 C11 122.09(4) . . ?
N12 C7 C8 120.88(4) . . ?
N12 C7 H7 101.2 . 4_565 ?
N12 C7 H7 101.2 . . ?
H7 C7 H7 133.5 . 4_565 ?
H6A N6 H6B 109.5 . . ?
H6A N6 H6C 109.5 . . ?
H6B N6 H6C 109.5 . . ?
C1 N6 H6A 109.5 . . ?
C1 N6 H6B 109.5 . . ?
C1 N6 H6C 109.5 . . ?
H5A C5 H5B 108.5 . . ?
C1 C5 H5A 110.3 . . ?
C1 C5 H5B 110.3 . . ?
C1 C5 C4 107.12(5) . . ?
C4 C5 H5A 110.3 . . ?
C4 C5 H5B 110.3 . . ?
H2A C2 H2B 108.5 . . ?
C1 C2 H2A 110.3 . . ?
C1 C2 H2B 110.3 . . ?
C1 C2 N3 107.15(9) . . ?
N3 C2 H2A 110.3 . . ?
N3 C2 H2B 110.3 . . ?
N6 C1 C5 124.62(7) . . ?
N6 C1 C2 124.44(9) . . ?
N6 C1 H1 90.0 . 4_575 ?
N6 C1 H1 90.0 . . ?
C5 C1 C2 110.94(8) . . ?
C5 C1 H1 90.001(1) . 4_575 ?
C5 C1 H1 90.0 . . ?
C2 C1 H1 90.0 . . ?
C2 C1 H1 90.0 . 4_575 ?
H1 C1 H1 180.0 . 4_575 ?
C5 C4 H4A 110.2 . . ?
C5 C4 H4B 110.2 . . ?
H4A C4 H4B 108.5 . . ?
N3 C4 C5 107.58(4) . . ?
N3 C4 H4A 110.2 . . ?
N3 C4 H4B 110.2 . . ?
C2 N3 H3A 110.3 . . ?
C2 N3 H3B 110.3 . . ?
C4 N3 C2 107.21(7) . . ?
C4 N3 H3A 110.3 . . ?
C4 N3 H3B 110.3 . . ?
H3A N3 H3B 108.5 . . ?

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
C11 C10 N9 C8 10.46(6) . . . . ?
C10 C11 C7 C8 1.339(1) . . . . ?
C10 C11 C7 N12 145.07(3) . . . . ?
C10 N9 C8 C7 -9.71(6) . . . . ?
N9 C8 C7 C11 4.87(3) . . . . ?
N9 C8 C7 N12 -139.40(5) . . . . ?
C7 C11 C10 N9 -6.95(4) . . . . ?
C5 C4 N3 C2 0.0 . . . . ?
C1 C5 C4 N3 0.0 . . . . ?
C1 C2 N3 C4 0.000(0) . . . . ?
C4 C5 C1 N6 180.0 . . . . ?
C4 C5 C1 C2 0.0 . . . . ?
N3 C2 C1 N6 180.0 . . . . ?
N3 C2 C1 C5 0.0 . . . . ?



_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_mo_RAPCuBiBrI
_database_code_depnum_ccdc_archive 'CCDC 2243257'
loop_
_audit_author_name
_audit_author_address
'Walter P.D. Wong'
;National University of Singapore
Singapore
;
_audit_update_record             
;
2023-02-20 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-02-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1

# start Validation Reply Form
_vrf_PLAT342_mo_RAPCuBiBrI       
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............      0.055 Ang.  
RESPONSE: X-ray scattering is dominated by heavy elements, due caution is taken
;
# end Validation Reply Form

_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'Bi0.5 I3, Bi0.5 Cu0.5 I4, Cu0.5 I, 4(Br), 3(C4 H12 N2), C4 H11 N2'
_chemical_formula_sum            'C16 H47 Bi Br4 Cu I8 N8'
_chemical_formula_weight         1958.97
_chemical_absolute_configuration .
_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'
Br Br -0.2901 2.4595 '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'
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           17
_space_group_name_H-M_alt        'P 2 2 21'
_space_group_name_Hall           'P 2c 2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, -z+1/2'
'x, -y, -z'

_cell_length_a                   9.5241(7)
_cell_length_b                   9.5438(6)
_cell_length_c                   47.395(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4308.0(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9974
_cell_measurement_temperature    100(5)
_cell_measurement_theta_max      24.57
_cell_measurement_theta_min      2.30
_shelx_estimated_absorpt_T_max   0.695
_shelx_estimated_absorpt_T_min   0.358
_exptl_absorpt_coefficient_mu    14.038
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.5347
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1405 before and 0.0736 after correction.
The Ratio of minimum to maximum transmission is 0.7176.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    3.020
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             3500
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.092
_exptl_crystal_size_mid          0.048
_exptl_crystal_size_min          0.028
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0757
_diffrn_reflns_av_unetI/netI     0.0607
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       55
_diffrn_reflns_limit_l_min       -55
_diffrn_reflns_number            43153
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        24.723
_diffrn_reflns_theta_max         24.723
_diffrn_reflns_theta_min         2.148
_diffrn_ambient_temperature      100(5)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_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                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.749
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                6679
_reflns_number_total             7322
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.689
_refine_diff_density_min         -2.142
_refine_diff_density_rms         0.431
_refine_ls_abs_structure_details 
;
 Twinning involves inversion, so Flack parameter cannot be determined
;
_refine_ls_abs_structure_Flack   ?
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     376
_refine_ls_number_reflns         7322
_refine_ls_number_restraints     246
_refine_ls_R_factor_all          0.0758
_refine_ls_R_factor_gt           0.0704
_refine_ls_restrained_S_all      1.033
_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)+(0.0557P)²+363.2009P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1646
_refine_ls_wR_factor_ref         0.1680
_refine_special_details          
;
 Refined as a 4-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.88(4)
 0.04(2) 0.04(2) 0.04(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups, All N(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
Uanis(Cu0F) \\sim Ueq, Uanis(Cu3) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(N16) \\sim Ueq, Uanis(C12) \\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(C9)
\\sim Ueq, Uanis(C11) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(N5) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C7) \\sim Ueq, Uanis(N3) \\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C27)
\\sim Ueq, Uanis(C19) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(N22) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(I3) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(I1) = Uanis(I4)
Uanis(I0) = Uanis(I2)
4. Rigid body (RIGU) restrains
 C20, N5, C12, C9, C11, N16
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 Cu0F, Cu3
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C7, N3, C21, C27, C19, N22
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C8, N2, C10, C28, C6, N1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 N15, C4, C13, C14, N18, C17
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Sof(I2)=1-FVAR(1)
 Sof(I0)=FVAR(1)
 Sof(I3)=1-FVAR(2)
 Sof(I09)=FVAR(2)
 Sof(I4)=1-FVAR(3)
 Sof(I1)=FVAR(3)
 Sof(Cu3)=0.5*(1-FVAR(5))
 Sof(Cu0F)=0.5*FVAR(5)
6.a Ternary CH refined with riding coordinates:
 C14(H14), C11(H11), C28(H28), C27(H27)
6.b Secondary CH2 refined with riding coordinates:
 N3(H3A,H3B), C4(H4A,H4B), N5(H5A,H5B), C7(H7A,H7B), C12(H12A,H12B), N2(H2A,
 H2B), C19(H19A,H19B), C6(H6A,H6B), C8(H8A,H8B), C10(H10A,H10B), N15(H15A,H15B),
  C9(H9A,H9B), C17(H17A,H17B), C20(H20A,H20B), C21(H21A,H21B)
6.c Aromatic/amide H refined with riding coordinates:
 C13(H13)
6.d Idealised Me refined as rotating group:
 N22(H22A,H22B,H22C), N1(H1A,H1B,H1C), N18(H18A,H18B,H18C), N16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Bi01 Bi -0.500000 0.15517(19) 0.250000 0.0121(4) Uani 1 2 d S T P . .
Bi00 Bi 0.1559(2) 0.000000 0.500000 0.0210(5) Uani 1 2 d S T P . .
I003 I -0.2491(3) -0.0558(2) 0.24697(6) 0.0194(5) Uani 1 1 d . . . . .
I004 I -0.7142(2) 0.3957(3) 0.24709(5) 0.0183(5) Uani 1 1 d . . . . .
I005 I -0.4811(3) 0.1281(3) 0.31433(5) 0.0173(5) Uani 1 1 d . . . . .
I006 I 0.0175(3) -0.3620(3) 0.30149(6) 0.0261(6) Uani 1 1 d . . . . .
I1 I -0.0560(12) 0.2475(13) 0.50316(11) 0.0163(17) Uani 0.79(4) 1 d . . P . .
I09 I 0.1281(4) 0.0188(3) 0.43568(14) 0.0155(14) Uani 0.86(2) 1 d . . P . .
I0A I -0.3634(3) 0.4831(3) 0.55220(8) 0.0400(8) Uani 1 1 d . . . . .
Br0B Br -0.1791(4) 0.3212(4) 0.36759(7) 0.0104(7) Uani 1 1 d . . . . .
Br0C Br -0.1792(4) -0.1843(4) 0.38210(7) 0.0106(7) Uani 1 1 d . . . . .
Br0D Br -0.6851(4) -0.1843(4) 0.36638(7) 0.0142(8) Uani 1 1 d . . . . .
Br0E Br -0.6753(4) 0.3217(4) 0.38370(7) 0.0151(8) Uani 1 1 d . . . . .
Cu0F Cu -0.335(4) 0.500000 0.500000 0.021(4) Uani 0.71(13) 2 d S TU P A 1
Cu0G Cu 0.000000 -0.3560(14) 0.250000 0.062(3) Uani 1 2 d S T P . .
N3 N -0.119(3) 0.162(3) 0.3056(6) 0.015(4) Uani 1 1 d . U . . .
H3A H -0.156771 0.216644 0.319380 0.019 Uiso 1 1 calc R U . . .
H3B H -0.186727 0.142396 0.292540 0.019 Uiso 1 1 calc R U . . .
C4 C -0.301(4) 0.122(4) 0.4343(8) 0.023(5) Uani 1 1 d . . . . .
H4A H -0.221027 0.126117 0.420953 0.028 Uiso 1 1 calc R U . . .
H4B H -0.313545 0.215078 0.443082 0.028 Uiso 1 1 calc R U . . .
N5 N 0.163(3) 0.384(3) 0.4455(6) 0.019(4) Uani 1 1 d . U . . .
H5A H 0.145873 0.320543 0.459331 0.022 Uiso 1 1 calc R U . . .
H5B H 0.221691 0.345554 0.432534 0.022 Uiso 1 1 calc R U . . .
C7 C -0.057(4) 0.031(4) 0.3175(8) 0.017(4) Uani 1 1 d . U . . .
H7A H -0.048139 -0.041018 0.302546 0.021 Uiso 1 1 calc R U . . .
H7B H -0.117891 -0.006558 0.332642 0.021 Uiso 1 1 calc R U . . .
C12 C 0.224(4) 0.514(4) 0.4574(8) 0.019(4) Uani 1 1 d . U . . .
H12A H 0.323147 0.501247 0.462975 0.023 Uiso 1 1 calc R U . . .
H12B H 0.169098 0.549352 0.473641 0.023 Uiso 1 1 calc R U . . .
C13 C -0.277(4) 0.011(5) 0.4564(8) 0.025(6) Uani 1 1 d . . . . .
H13 H -0.227279 0.023133 0.473560 0.030 Uiso 1 1 calc R U . . .
C14 C -0.450(5) 0.069(4) 0.4177(8) 0.026(4) Uani 1 1 d . . . . .
H14 H -0.530877 0.131392 0.422651 0.032 Uiso 1 1 calc R U . . .
N22 N 0.088(3) 0.081(3) 0.3610(6) 0.017(4) Uani 1 1 d . U . . .
H22A H 0.147927 0.149987 0.366314 0.021 Uiso 1 1 calc R U . . .
H22B H 0.116243 -0.002053 0.368598 0.021 Uiso 1 1 calc R U . . .
H22C H -0.000218 0.101364 0.367292 0.021 Uiso 1 1 calc R U . . .
N2 N -0.613(4) 0.657(4) 0.3017(7) 0.024(5) Uani 1 1 d . . . . .
H2A H -0.667294 0.638559 0.286351 0.029 Uiso 1 1 calc R U . . .
H2B H -0.660772 0.715010 0.313460 0.029 Uiso 1 1 calc R U . . .
N1 N -0.431(4) 0.576(4) 0.3623(8) 0.030(6) Uani 1 1 d . . . . .
H1A H -0.479107 0.655689 0.366697 0.036 Uiso 1 1 calc R U . . .
H1B H -0.341081 0.583824 0.368779 0.036 Uiso 1 1 calc R U . . .
H1C H -0.473083 0.501248 0.370496 0.036 Uiso 1 1 calc R U . . .
C19 C 0.119(4) 0.205(4) 0.3152(8) 0.018(4) Uani 1 1 d . U . . .
H19A H 0.214542 0.202168 0.307204 0.022 Uiso 1 1 calc R U . . .
H19B H 0.114835 0.281578 0.329282 0.022 Uiso 1 1 calc R U . . .
C6 C -0.384(5) 0.708(4) 0.3158(9) 0.029(5) Uani 1 1 d . . . . .
H6A H -0.392578 0.786786 0.329279 0.035 Uiso 1 1 calc R U . . .
H6B H -0.287034 0.705058 0.308234 0.035 Uiso 1 1 calc R U . . .
C11 C 0.065(4) 0.573(4) 0.4208(8) 0.018(4) Uani 1 1 d . U . . .
H11 H -0.004740 0.643501 0.427431 0.022 Uiso 1 1 calc R U . . .
C8 C -0.573(5) 0.514(5) 0.3177(10) 0.033(5) Uani 1 1 d . . . . .
H8A H -0.642439 0.489857 0.332518 0.040 Uiso 1 1 calc R U . . .
H8B H -0.564013 0.434108 0.304396 0.040 Uiso 1 1 calc R U . . .
N18 N -0.429(4) 0.065(4) 0.3887(6) 0.025(5) Uani 1 1 d . . . . .
H18A H -0.511369 0.041263 0.380073 0.030 Uiso 1 1 calc R U . . .
H18B H -0.362776 -0.000559 0.384604 0.030 Uiso 1 1 calc R U . . .
H18C H -0.400514 0.150165 0.382509 0.030 Uiso 1 1 calc R U . . .
C10 C -0.487(4) 0.716(4) 0.2937(8) 0.025(5) Uani 1 1 d . . . . .
H10A H -0.502355 0.815921 0.288660 0.030 Uiso 1 1 calc R U . . .
H10B H -0.450748 0.667687 0.276687 0.030 Uiso 1 1 calc R U . . .
N15 N -0.340(4) -0.111(4) 0.4473(7) 0.029(6) Uani 1 1 d . . . . .
H15A H -0.363978 -0.163527 0.462592 0.034 Uiso 1 1 calc R U . . .
H15B H -0.276972 -0.161326 0.437003 0.034 Uiso 1 1 calc R U . . .
C9 C 0.210(4) 0.608(4) 0.4320(8) 0.020(4) Uani 1 1 d . U . . .
H9A H 0.283183 0.586970 0.417831 0.024 Uiso 1 1 calc R U . . .
H9B H 0.216102 0.707767 0.437430 0.024 Uiso 1 1 calc R U . . .
C17 C -0.474(5) -0.088(4) 0.4290(8) 0.030(5) Uani 1 1 d . . . . .
H17A H -0.560712 -0.094788 0.440437 0.036 Uiso 1 1 calc R U . . .
H17B H -0.479191 -0.155561 0.413184 0.036 Uiso 1 1 calc R U . . .
N16 N 0.073(3) 0.572(3) 0.3885(6) 0.018(5) Uani 1 1 d . U . . .
H16A H -0.015416 0.578212 0.381296 0.021 Uiso 1 1 calc R U . . .
H16B H 0.113896 0.491315 0.382578 0.021 Uiso 1 1 calc R U . . .
H16C H 0.124590 0.646655 0.382555 0.021 Uiso 1 1 calc R U . . .
C20 C 0.029(4) 0.430(4) 0.4319(8) 0.019(4) Uani 1 1 d . U . . .
H20A H -0.048414 0.434782 0.445823 0.022 Uiso 1 1 calc R U . . .
H20B H 0.001771 0.365695 0.416433 0.022 Uiso 1 1 calc R U . . .
C21 C 0.012(4) 0.234(4) 0.2916(7) 0.017(4) Uani 1 1 d . U . . .
H21A H 0.039044 0.188298 0.273614 0.020 Uiso 1 1 calc R U . . .
H21B H -0.002630 0.335376 0.288469 0.020 Uiso 1 1 calc R U . . .
C28 C -0.429(5) 0.557(5) 0.3304(9) 0.031(5) Uani 1 1 d . . . . .
H28 H -0.357248 0.484664 0.325456 0.037 Uiso 1 1 calc R U . . .
C27 C 0.086(4) 0.069(4) 0.3291(8) 0.018(4) Uani 1 1 d . U . . .
H27 H 0.156434 -0.002588 0.323028 0.021 Uiso 1 1 calc R U . . .
I0 I 0.3947(6) 0.2127(5) 0.49706(7) 0.0156(11) Uani 0.833(15) 1 d . . P . .
I2 I 0.448(3) 0.249(2) 0.4974(4) 0.0156(11) Uani 0.167(15) 1 d . . P . .
I3 I 0.147(3) 0.011(3) 0.4496(12) 0.035(9) Uani 0.14(2) 1 d . U P . .
Cu3 Cu -0.378(9) 0.500000 0.500000 0.011(12) Uani 0.29(13) 2 d S TU P A .
I4 I -0.087(3) 0.283(3) 0.5038(5) 0.0163(17) Uani 0.21(4) 1 d . . P . .


_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
Bi01 I003 3.129(3) . ?
Bi01 I003 3.128(3) 3_455 ?
Bi01 I004 3.074(3) 3_455 ?
Bi01 I004 3.074(3) . ?
Bi01 I005 3.065(2) 3_455 ?
Bi01 I005 3.065(2) . ?
Bi00 I1 3.110(17) 4_556 ?
Bi00 I1 3.110(17) . ?
Bi00 I09 3.065(7) . ?
Bi00 I09 3.065(7) 4_556 ?
Bi00 I0 3.052(7) 4_556 ?
Bi00 I0 3.052(7) . ?
Bi00 I3 2.39(6) . ?
Bi00 I3 2.39(6) 4_556 ?
I006 Cu0G 2.447(3) . ?
I09 I3 0.69(5) . ?
I0A Cu0F 2.494(6) . ?
I0A Cu3 2.483(6) . ?
N3 H3A 0.9100 . ?
N3 H3B 0.9100 . ?
N3 C7 1.49(5) . ?
N3 C21 1.57(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C13 1.50(5) . ?
C4 C14 1.70(6) . ?
N5 H5A 0.9100 . ?
N5 H5B 0.9100 . ?
N5 C12 1.48(5) . ?
N5 C20 1.49(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C27 1.52(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C9 1.50(5) . ?
C13 H13 0.9500 . ?
C13 N15 1.38(5) . ?
C14 H14 1.0000 . ?
C14 N18 1.39(5) . ?
C14 C17 1.61(5) . ?
N22 H22A 0.9100 . ?
N22 H22B 0.9100 . ?
N22 H22C 0.9100 . ?
N22 C27 1.52(4) . ?
N2 H2A 0.9100 . ?
N2 H2B 0.9100 . ?
N2 C8 1.61(5) . ?
N2 C10 1.38(5) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N1 C28 1.52(6) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C21 1.54(5) . ?
C19 C27 1.49(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C10 1.44(6) . ?
C6 C28 1.65(6) . ?
C11 H11 1.0000 . ?
C11 C9 1.51(5) . ?
C11 N16 1.53(5) . ?
C11 C20 1.50(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C28 1.56(5) . ?
N18 H18A 0.9100 . ?
N18 H18B 0.9100 . ?
N18 H18C 0.9100 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
N15 H15A 0.9100 . ?
N15 H15B 0.9100 . ?
N15 C17 1.56(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
N16 H16A 0.9100 . ?
N16 H16B 0.9100 . ?
N16 H16C 0.9100 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C28 H28 1.0000 . ?
C27 H27 1.0000 . ?
I0 I2 0.62(2) . ?
I2 Cu3 2.92(6) 1_655 ?

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
I003 Bi01 I003 99.86(10) 3_455 . ?
I004 Bi01 I003 88.61(6) . 3_455 ?
I004 Bi01 I003 170.25(8) 3_455 3_455 ?
I004 Bi01 I003 170.24(8) . . ?
I004 Bi01 I003 88.61(6) 3_455 . ?
I004 Bi01 I004 83.39(10) . 3_455 ?
I005 Bi01 I003 86.84(7) . 3_455 ?
I005 Bi01 I003 86.94(7) . . ?
I005 Bi01 I003 86.84(7) 3_455 . ?
I005 Bi01 I003 86.93(7) 3_455 3_455 ?
I005 Bi01 I004 88.82(7) 3_455 . ?
I005 Bi01 I004 88.82(7) . 3_455 ?
I005 Bi01 I004 98.43(7) 3_455 3_455 ?
I005 Bi01 I004 98.43(7) . . ?
I005 Bi01 I005 170.32(12) . 3_455 ?
I1 Bi00 I1 99.1(2) . 4_556 ?
I09 Bi00 I1 86.98(12) 4_556 4_556 ?
I09 Bi00 I1 86.60(12) . 4_556 ?
I09 Bi00 I1 86.60(12) 4_556 . ?
I09 Bi00 I1 86.98(12) . . ?
I09 Bi00 I09 170.10(15) . 4_556 ?
I0 Bi00 I1 170.58(13) 4_556 . ?
I0 Bi00 I1 88.89(11) 4_556 4_556 ?
I0 Bi00 I1 88.89(11) . . ?
I0 Bi00 I1 170.58(12) . 4_556 ?
I0 Bi00 I09 98.56(9) . 4_556 ?
I0 Bi00 I09 88.85(9) 4_556 4_556 ?
I0 Bi00 I09 98.55(9) 4_556 . ?
I0 Bi00 I09 88.85(9) . . ?
I0 Bi00 I0 83.64(13) 4_556 . ?
I3 Bi00 I1 87.9(6) . 4_556 ?
I3 Bi00 I1 87.9(6) 4_556 . ?
I3 Bi00 I1 89.5(8) 4_556 4_556 ?
I3 Bi00 I1 89.5(7) . . ?
I3 Bi00 I09 3.1(7) 4_556 4_556 ?
I3 Bi00 I09 3.1(7) . . ?
I3 Bi00 I09 173.0(7) . 4_556 ?
I3 Bi00 I09 173.0(7) 4_556 . ?
I3 Bi00 I0 95.8(7) . 4_556 ?
I3 Bi00 I0 87.2(6) . . ?
I3 Bi00 I0 87.2(6) 4_556 4_556 ?
I3 Bi00 I0 95.8(8) 4_556 . ?
I3 Bi00 I3 176.0(14) 4_556 . ?
I3 I09 Bi00 11(2) . . ?
Cu3 I0A Cu0F 9.2(11) . . ?
I0A Cu0F I0A 167.7(19) . 4_566 ?
I006 Cu0G I006 177.3(6) 3 . ?
H3A N3 H3B 109.2 . . ?
C7 N3 H3A 111.4 . . ?
C7 N3 H3B 111.4 . . ?
C7 N3 C21 102(3) . . ?
C21 N3 H3A 111.4 . . ?
C21 N3 H3B 111.4 . . ?
H4A C4 H4B 109.0 . . ?
C13 C4 H4A 111.0 . . ?
C13 C4 H4B 111.0 . . ?
C13 C4 C14 104(3) . . ?
C14 C4 H4A 111.0 . . ?
C14 C4 H4B 111.0 . . ?
H5A N5 H5B 108.9 . . ?
C12 N5 H5A 110.8 . . ?
C12 N5 H5B 110.8 . . ?
C12 N5 C20 105(3) . . ?
C20 N5 H5A 110.8 . . ?
C20 N5 H5B 110.8 . . ?
N3 C7 H7A 110.3 . . ?
N3 C7 H7B 110.3 . . ?
N3 C7 C27 107(3) . . ?
H7A C7 H7B 108.6 . . ?
C27 C7 H7A 110.3 . . ?
C27 C7 H7B 110.3 . . ?
N5 C12 H12A 112.0 . . ?
N5 C12 H12B 112.0 . . ?
N5 C12 C9 99(3) . . ?
H12A C12 H12B 109.6 . . ?
C9 C12 H12A 112.0 . . ?
C9 C12 H12B 112.0 . . ?
C4 C13 H13 126.0 . . ?
N15 C13 C4 108(3) . . ?
N15 C13 H13 126.0 . . ?
C4 C14 H14 111.2 . . ?
N18 C14 C4 111(3) . . ?
N18 C14 H14 111.2 . . ?
N18 C14 C17 109(3) . . ?
C17 C14 C4 104(3) . . ?
C17 C14 H14 111.2 . . ?
H22A N22 H22B 109.5 . . ?
H22A N22 H22C 109.5 . . ?
H22B N22 H22C 109.5 . . ?
C27 N22 H22A 109.5 . . ?
C27 N22 H22B 109.5 . . ?
C27 N22 H22C 109.5 . . ?
H2A N2 H2B 108.7 . . ?
C8 N2 H2A 110.5 . . ?
C8 N2 H2B 110.5 . . ?
C10 N2 H2A 110.5 . . ?
C10 N2 H2B 110.5 . . ?
C10 N2 C8 106(3) . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C28 N1 H1A 109.5 . . ?
C28 N1 H1B 109.5 . . ?
C28 N1 H1C 109.5 . . ?
H19A C19 H19B 108.2 . . ?
C21 C19 H19A 109.6 . . ?
C21 C19 H19B 109.6 . . ?
C27 C19 H19A 109.6 . . ?
C27 C19 H19B 109.6 . . ?
C27 C19 C21 110(3) . . ?
H6A C6 H6B 109.5 . . ?
C10 C6 H6A 111.7 . . ?
C10 C6 H6B 111.7 . . ?
C10 C6 C28 100(3) . . ?
C28 C6 H6A 111.7 . . ?
C28 C6 H6B 111.7 . . ?
C9 C11 H11 110.4 . . ?
N16 C11 H11 110.4 . . ?
N16 C11 C9 108(3) . . ?
C20 C11 H11 110.4 . . ?
C20 C11 C9 107(3) . . ?
C20 C11 N16 111(3) . . ?
N2 C8 H8A 111.9 . . ?
N2 C8 H8B 111.9 . . ?
H8A C8 H8B 109.6 . . ?
C28 C8 N2 99(3) . . ?
C28 C8 H8A 111.9 . . ?
C28 C8 H8B 111.9 . . ?
C14 N18 H18A 109.5 . . ?
C14 N18 H18B 109.5 . . ?
C14 N18 H18C 109.5 . . ?
H18A N18 H18B 109.5 . . ?
H18A N18 H18C 109.5 . . ?
H18B N18 H18C 109.5 . . ?
N2 C10 C6 111(3) . . ?
N2 C10 H10A 109.3 . . ?
N2 C10 H10B 109.3 . . ?
C6 C10 H10A 109.3 . . ?
C6 C10 H10B 109.3 . . ?
H10A C10 H10B 108.0 . . ?
C13 N15 H15A 108.7 . . ?
C13 N15 H15B 108.7 . . ?
C13 N15 C17 114(3) . . ?
H15A N15 H15B 107.6 . . ?
C17 N15 H15A 108.7 . . ?
C17 N15 H15B 108.7 . . ?
C12 C9 C11 103(3) . . ?
C12 C9 H9A 111.1 . . ?
C12 C9 H9B 111.1 . . ?
C11 C9 H9A 111.1 . . ?
C11 C9 H9B 111.1 . . ?
H9A C9 H9B 109.1 . . ?
C14 C17 H17A 111.4 . . ?
C14 C17 H17B 111.4 . . ?
N15 C17 C14 102(3) . . ?
N15 C17 H17A 111.4 . . ?
N15 C17 H17B 111.4 . . ?
H17A C17 H17B 109.3 . . ?
C11 N16 H16A 109.5 . . ?
C11 N16 H16B 109.5 . . ?
C11 N16 H16C 109.5 . . ?
H16A N16 H16B 109.5 . . ?
H16A N16 H16C 109.5 . . ?
H16B N16 H16C 109.5 . . ?
N5 C20 C11 103(3) . . ?
N5 C20 H20A 111.2 . . ?
N5 C20 H20B 111.2 . . ?
C11 C20 H20A 111.2 . . ?
C11 C20 H20B 111.2 . . ?
H20A C20 H20B 109.2 . . ?
N3 C21 H21A 112.2 . . ?
N3 C21 H21B 112.2 . . ?
C19 C21 N3 98(3) . . ?
C19 C21 H21A 112.2 . . ?
C19 C21 H21B 112.2 . . ?
H21A C21 H21B 109.8 . . ?
N1 C28 C6 108(3) . . ?
N1 C28 C8 114(4) . . ?
N1 C28 H28 109.0 . . ?
C6 C28 H28 109.0 . . ?
C8 C28 C6 107(3) . . ?
C8 C28 H28 109.0 . . ?
C7 C27 H27 109.4 . . ?
N22 C27 C7 113(3) . . ?
N22 C27 H27 109.4 . . ?
C19 C27 C7 104(3) . . ?
C19 C27 N22 112(3) . . ?
C19 C27 H27 109.4 . . ?
I2 I0 Bi00 171.7(18) . . ?
I0 I2 Cu3 159(2) . 1_655 ?
I09 I3 Bi00 166(3) . . ?
I0A Cu3 I0A 174(4) . 4_566 ?
I0A Cu3 I2 92.4(11) 4_566 1_455 ?
I0A Cu3 I2 92.4(11) . 4_466 ?
I0A Cu3 I2 91.2(11) . 1_455 ?
I0A Cu3 I2 91.2(11) 4_566 4_466 ?
I2 Cu3 I2 111(3) 1_455 4_466 ?

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
N3 C7 C27 N22 103(3) . . . . ?
N3 C7 C27 C19 -18(4) . . . . ?
C4 C13 N15 C17 -32(5) . . . . ?
C4 C14 C17 N15 -4(4) . . . . ?
N5 C12 C9 C11 42(4) . . . . ?
C7 N3 C21 C19 -42(3) . . . . ?
C12 N5 C20 C11 35(3) . . . . ?
C13 C4 C14 N18 -128(4) . . . . ?
C13 C4 C14 C17 -12(4) . . . . ?
C13 N15 C17 C14 22(4) . . . . ?
C14 C4 C13 N15 26(4) . . . . ?
N2 C8 C28 N1 109(4) . . . . ?
N2 C8 C28 C6 -11(4) . . . . ?
C8 N2 C10 C6 -43(5) . . . . ?
N18 C14 C17 N15 113(4) . . . . ?
C10 N2 C8 C28 31(4) . . . . ?
C10 C6 C28 N1 -134(4) . . . . ?
C10 C6 C28 C8 -11(5) . . . . ?
C9 C11 C20 N5 -7(4) . . . . ?
N16 C11 C9 C12 -141(3) . . . . ?
N16 C11 C20 N5 110(3) . . . . ?
C20 N5 C12 C9 -48(3) . . . . ?
C20 C11 C9 C12 -22(4) . . . . ?
C21 N3 C7 C27 39(3) . . . . ?
C21 C19 C27 C7 -11(4) . . . . ?
C21 C19 C27 N22 -133(3) . . . . ?
C28 C6 C10 N2 33(5) . . . . ?
C27 C19 C21 N3 33(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.88(4)
2 0.04(2)
3 0.04(2)
4 0.04(2)

