# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_k299
_database_code_depnum_ccdc_archive 'CCDC 2532217'
loop_
_audit_author_name
_audit_author_address
'Mark D. Smith'
;University of South Carolina
United States of America
;
_audit_update_record             
;
2026-02-19 deposited with the CCDC.	2026-05-26 downloaded from the CCDC.
;
_audit_creation_date             2024-12-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
# end Validation Reply Form
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Ag Bi Br8, 2(C3 H12 N2)'
_chemical_formula_sum            'C6 H24 Ag Bi Br8 N4'
_chemical_formula_weight         1108.42
_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.3736(3)
_cell_length_b                   7.6960(3)
_cell_length_c                   18.2768(7)
_cell_angle_alpha                90
_cell_angle_beta                 99.0080(10)
_cell_angle_gamma                90
_cell_volume                     1163.29(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9865
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.308
_cell_measurement_theta_min      2.543
_shelx_estimated_absorpt_T_max   0.148
_shelx_estimated_absorpt_T_min   0.063
_exptl_absorpt_coefficient_mu    22.131
_exptl_absorpt_correction_T_max  0.0479
_exptl_absorpt_correction_T_min  0.0086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1827 before and 0.0960 after correction.
The Ratio of minimum to maximum transmission is 0.1795.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.164
_exptl_crystal_description       block
_exptl_crystal_F_000             996
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.14
_diffrn_reflns_av_R_equivalents  0.0634
_diffrn_reflns_av_unetI/netI     0.0373
_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       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            24212
_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         28.327
_diffrn_reflns_theta_min         2.543
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 PHOTON-II
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_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_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2710
_reflns_number_total             2902
_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+ Ver. 8.40B (Bruker, 2019)'
_computing_data_collection       'Bruker APEX3 v2019.1-0 (Bruker, 2019)'
_computing_data_reduction        'SAINT+ Ver. 8.40B (Bruker, 2019)'
_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         3.337
_refine_diff_density_min         -1.529
_refine_diff_density_rms         0.551
_refine_ls_extinction_coef       0.0032(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     97
_refine_ls_number_reflns         2902
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0372
_refine_ls_restrained_S_all      1.054
_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)+(0.0636P)²+3.9837P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1005
_refine_ls_wR_factor_ref         0.1019
_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.a Secondary CH2 refined with riding coordinates:
 C1(H1D,H1E), C2(H2D,H2E), C3(H3A,H3B)
2.b Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), N2(H2A,H2B,H2C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.000000 0.01783(12) Uani 1 2 d S . P . .
Ag1 Ag 0.000000 0.000000 0.000000 0.02317(16) Uani 1 2 d S . P . .
Br1 Br 0.10390(7) 0.01675(7) 0.14268(3) 0.02372(15) Uani 1 1 d . . . . .
Br2 Br 0.22232(6) 0.28588(7) -0.03381(3) 0.02376(15) Uani 1 1 d . . . . .
Br3 Br 0.46224(7) 0.51369(7) 0.15253(3) 0.02303(16) Uani 1 1 d . . . . .
Br4 Br 0.70622(6) 0.20751(7) 0.02689(3) 0.02272(15) Uani 1 1 d . . . . .
N1 N 0.0619(6) 0.4454(7) 0.1234(3) 0.0252(9) Uani 1 1 d . . . . .
H1A H -0.026119 0.482220 0.091562 0.030 Uiso 1 1 calc R U . . .
H1B H 0.062714 0.327169 0.124996 0.030 Uiso 1 1 calc R U . . .
H1C H 0.153421 0.483877 0.107591 0.030 Uiso 1 1 calc R U . . .
N2 N 0.0006(6) 0.4622(7) 0.3639(3) 0.0257(10) Uani 1 1 d . . . . .
H2A H 0.100312 0.502147 0.358370 0.031 Uiso 1 1 calc R U . . .
H2B H 0.001918 0.343994 0.365220 0.031 Uiso 1 1 calc R U . . .
H2C H -0.026253 0.503831 0.406999 0.031 Uiso 1 1 calc R U . . .
C1 C 0.0549(8) 0.5152(7) 0.1986(4) 0.0257(12) Uani 1 1 d . . . . .
H1D H 0.048088 0.643616 0.196652 0.031 Uiso 1 1 calc R U . . .
H1E H 0.154328 0.482760 0.232616 0.031 Uiso 1 1 calc R U . . .
C2 C -0.0933(6) 0.4415(7) 0.2275(3) 0.0229(10) Uani 1 1 d . . . . .
H2D H -0.190238 0.461157 0.189863 0.028 Uiso 1 1 calc R U . . .
H2E H -0.079503 0.314451 0.234291 0.028 Uiso 1 1 calc R U . . .
C3 C -0.1209(8) 0.5223(8) 0.3003(4) 0.0264(12) Uani 1 1 d . . . . .
H3A H -0.115060 0.650385 0.296432 0.032 Uiso 1 1 calc R U . . .
H3B H -0.230715 0.491715 0.309770 0.032 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 2.8379(5) 3_665 ?
Bi1 Br2 2.8379(5) . ?
Bi1 Br3 2.8562(6) 3_665 ?
Bi1 Br3 2.8563(6) . ?
Bi1 Br4 2.8328(5) 3_665 ?
Bi1 Br4 2.8328(5) . ?
Ag1 Br1 2.6197(6) 3 ?
Ag1 Br1 2.6198(6) . ?
Ag1 Br2 3.0080(5) . ?
Ag1 Br2 3.0081(5) 3 ?
Ag1 Br4 3.0367(5) 3_655 ?
Ag1 Br4 3.0367(5) 1_455 ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N1 C1 1.486(8) . ?
N2 H2A 0.9100 . ?
N2 H2B 0.9100 . ?
N2 H2C 0.9100 . ?
N2 C3 1.494(8) . ?
C1 H1D 0.9900 . ?
C1 H1E 0.9900 . ?
C1 C2 1.531(8) . ?
C2 H2D 0.9900 . ?
C2 H2E 0.9900 . ?
C2 C3 1.520(8) . ?
C3 H3A 0.9900 . ?
C3 H3B 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 3_665 . ?
Br2 Bi1 Br3 91.251(16) 3_665 3_665 ?
Br2 Bi1 Br3 91.250(16) . . ?
Br2 Bi1 Br3 88.749(16) 3_665 . ?
Br2 Bi1 Br3 88.750(16) . 3_665 ?
Br3 Bi1 Br3 180.0 3_665 . ?
Br4 Bi1 Br2 91.879(14) . . ?
Br4 Bi1 Br2 91.879(14) 3_665 3_665 ?
Br4 Bi1 Br2 88.121(14) 3_665 . ?
Br4 Bi1 Br2 88.121(14) . 3_665 ?
Br4 Bi1 Br3 88.989(15) 3_665 . ?
Br4 Bi1 Br3 91.010(15) 3_665 3_665 ?
Br4 Bi1 Br3 88.991(15) . 3_665 ?
Br4 Bi1 Br3 91.009(15) . . ?
Br4 Bi1 Br4 180.0 3_665 . ?
Br1 Ag1 Br1 180.0 3 . ?
Br1 Ag1 Br2 92.795(16) . . ?
Br1 Ag1 Br2 92.796(16) 3 3 ?
Br1 Ag1 Br2 87.205(16) 3 . ?
Br1 Ag1 Br2 87.204(16) . 3 ?
Br1 Ag1 Br4 87.950(16) 3 3_655 ?
Br1 Ag1 Br4 92.050(16) . 3_655 ?
Br1 Ag1 Br4 92.050(16) 3 1_455 ?
Br1 Ag1 Br4 87.950(16) . 1_455 ?
Br2 Ag1 Br2 180.0 . 3 ?
Br2 Ag1 Br4 78.951(14) 3 1_455 ?
Br2 Ag1 Br4 101.049(14) . 1_455 ?
Br2 Ag1 Br4 78.951(14) . 3_655 ?
Br2 Ag1 Br4 101.049(14) 3 3_655 ?
Br4 Ag1 Br4 180.00(2) 3_655 1_455 ?
Bi1 Br2 Ag1 153.16(2) . . ?
Bi1 Br4 Ag1 151.29(2) . 1_655 ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C1 N1 H1A 109.5 . . ?
C1 N1 H1B 109.5 . . ?
C1 N1 H1C 109.5 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C3 N2 H2A 109.5 . . ?
C3 N2 H2B 109.5 . . ?
C3 N2 H2C 109.5 . . ?
N1 C1 H1D 109.7 . . ?
N1 C1 H1E 109.7 . . ?
N1 C1 C2 109.6(5) . . ?
H1D C1 H1E 108.2 . . ?
C2 C1 H1D 109.7 . . ?
C2 C1 H1E 109.7 . . ?
C1 C2 H2D 109.0 . . ?
C1 C2 H2E 109.0 . . ?
H2D C2 H2E 107.8 . . ?
C3 C2 C1 113.1(5) . . ?
C3 C2 H2D 109.0 . . ?
C3 C2 H2E 109.0 . . ?
N2 C3 C2 112.1(5) . . ?
N2 C3 H3A 109.2 . . ?
N2 C3 H3B 109.2 . . ?
C2 C3 H3A 109.2 . . ?
C2 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1A Br2 0.91 2.54 3.377(5) 153.0 3_565 yes
N1 H1B Br1 0.91 2.43 3.330(5) 171.1 . yes
N1 H1C Br3 0.91 2.60 3.352(5) 140.8 . yes
N2 H2A Br1 0.91 2.48 3.359(5) 161.8 2 yes
N2 H2B Br3 0.91 2.59 3.483(5) 168.7 2_545 yes
N2 H2C Br4 0.91 2.60 3.410(5) 148.7 2 yes

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 C1 C2 C3 -173.3(4) . . . . ?
C1 C2 C3 N2 -72.6(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT971_k299                
;
PROBLEM: Check Calcd Resid. Dens.  0.89Ang From Bi1             3.14 eA-3  
RESPONSE: The largest residual density peaks are all < 1 Angstroms from 
the bismuth atom and are not chemically significant. Several absorption
correction models and a second crystal were tried, and the best crystal
/ absorption model is reported here.
;
####################################################################### 
# 
# 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_26008
_database_code_depnum_ccdc_archive 'CCDC 2532216'
loop_
_audit_author_name
_audit_author_address
'Nobuyuki Yamamoto'
;University of Oklahoma
United States of America
;
_audit_update_record             
;
2026-02-19 deposited with the CCDC.	2026-05-26 downloaded from the CCDC.
;
_audit_creation_date             2026-02-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2014/7
loop_
_audit_author_email
''
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C3 H12 N2), Ag Bi Br8'
_chemical_formula_sum            'C6 H24 Ag Bi Br8 N4'
_chemical_formula_weight         1108.42
_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      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        C2/m
_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                   18.9998(15)
_cell_length_b                   7.8787(7)
_cell_length_c                   8.3765(8)
_cell_angle_alpha                90
_cell_angle_beta                 107.287(3)
_cell_angle_gamma                90
_cell_volume                     1197.27(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6555
_cell_measurement_temperature    400(2)
_cell_measurement_theta_max      26.81
_cell_measurement_theta_min      2.55
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    21.503
_exptl_absorpt_correction_T_max  0.0819
_exptl_absorpt_correction_T_min  0.0272
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1542 before and 0.0620 after correction.
The Ratio of minimum to maximum transmission is 0.3321.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark yellow'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.075
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             996
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2.00 -1.00 2.00 0.0760
-2.00 1.00 1.00 0.0510
-2.00 0.00 -1.00 0.1110
-1.00 2.00 -1.00 0.0720
-1.00 0.00 0.00 0.0940
0.00 -1.00 -2.00 0.0730
0.00 2.00 1.00 0.0300
1.00 0.00 0.00 0.0960
1.00 2.00 -2.00 0.0730
2.00 0.00 1.00 0.0800
2.00 -2.00 -1.00 0.0590
2.00 -2.00 1.00 0.0590
2.00 1.00 -1.00 0.0690

_exptl_crystal_recrystallization_method 
'Slow evaporation from hydrobromic acid solution.'
_exptl_crystal_size_max          0.211
_exptl_crystal_size_mid          0.175
_exptl_crystal_size_min          0.118
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            11483
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.098
_diffrn_reflns_theta_min         2.547
_diffrn_ambient_temperature      400(2)
_diffrn_detector                 'PHOTON II'
_diffrn_detector_area_resol_mean '7.41 pixels/mm'
_diffrn_detector_type            CPAD
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           '1.0 mA'
_diffrn_source_power             '50 W'
_diffrn_source_type              'Incoatec I\mS 2.0 High Brilliance'
_diffrn_source_voltage           '50.0 kV'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1336
_reflns_number_total             1415
_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 V8.41 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.41 (?, 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    ?
_refine_diff_density_max         0.518
_refine_diff_density_min         -0.727
_refine_diff_density_rms         0.129
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     113
_refine_ls_number_reflns         1415
_refine_ls_number_restraints     100
_refine_ls_R_factor_all          0.0264
_refine_ls_R_factor_gt           0.0240
_refine_ls_restrained_S_all      1.026
_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)+(0.0261P)²+2.9965P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0579
_refine_ls_wR_factor_ref         0.0598
_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 bond restraints
 C1, C1A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C2, C2A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C3, C3A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C1 \\sim C1A: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
C2 \\sim C2A: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
C3 \\sim C3A: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
Uanis(N1) = Uanis(N1A)
Uanis(N2) = Uanis(N2A)
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{N1, C1, C2, C3, N2} sigma for 1-2: 0.02, 1-3: 0.04
{N2A, C3A, C2A, C1A, N1A} sigma for 1-2: 0.02, 1-3: 0.04
as in
{N1A, C1A, C2A, C3A, N2A}
{N1A, C1A, C2A, C3A, N2A} sigma for 1-2: 0.02, 1-3: 0.04
{N2, C3, C2, C1, N1} sigma for 1-2: 0.02, 1-3: 0.04
as in
{N1, C1, C2, C3, N2}
6. Others
 Sof(N1A)=Sof(H1AA)=Sof(H1AB)=Sof(H1AC)=Sof(C1A)=Sof(H1AD)=Sof(H1AE)=Sof(C2A)=
 Sof(H2AA)=Sof(H2AB)=Sof(C3A)=Sof(H3AA)=Sof(H3AB)=Sof(N2A)=Sof(H2AC)=Sof(H2AD)=
 Sof(H2AE)=0.5*(1-FVAR(2))
 Sof(N1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(C1)=Sof(H1D)=Sof(H1E)=Sof(C2)=Sof(H2A)=
 Sof(H2B)=Sof(C3)=Sof(H3A)=Sof(H3B)=Sof(N2)=Sof(H2C)=Sof(H2D)=Sof(H2E)=0.5*
 FVAR(2)
7.a Secondary CH2 refined with riding coordinates:
 C1(H1D,H1E), C2(H2A,H2B), C3(H3A,H3B), C1A(H1AD,H1AE), C2A(H2AA,H2AB),
 C3A(H3AA,H3AB)
7.b Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), N2(H2C,H2D,H2E), N1A(H1AA,H1AB,H1AC), N2A(H2AC,H2AD,H2AE)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.3689(10) 0.477(8) 0.369(3) 0.085(7) Uani 0.375(9) 1 d D U P A -1
H1A H 0.3689 0.5319 0.2766 0.102 Uiso 0.375(9) 1 calc R U P A -1
H1B H 0.3680 0.3655 0.3509 0.102 Uiso 0.375(9) 1 calc R U P A -1
H1C H 0.4095 0.5034 0.4511 0.102 Uiso 0.375(9) 1 calc R U P A -1
C1 C 0.3028(7) 0.527(4) 0.4187(18) 0.079(6) Uani 0.375(9) 1 d D U P A -1
H1D H 0.2974 0.6492 0.4115 0.094 Uiso 0.375(9) 1 calc R U P A -1
H1E H 0.3099 0.4941 0.5341 0.094 Uiso 0.375(9) 1 calc R U P A -1
C2 C 0.2340(7) 0.4464(18) 0.3112(16) 0.074(4) Uani 0.375(9) 1 d D U P A -1
H2A H 0.2448 0.3294 0.2907 0.088 Uiso 0.375(9) 1 calc R U P A -1
H2B H 0.1979 0.4447 0.3724 0.088 Uiso 0.375(9) 1 calc R U P A -1
C3 C 0.2004(8) 0.531(3) 0.1474(16) 0.086(6) Uani 0.375(9) 1 d D U P A -1
H3A H 0.2307 0.5100 0.0746 0.103 Uiso 0.375(9) 1 calc R U P A -1
H3B H 0.1985 0.6522 0.1640 0.103 Uiso 0.375(9) 1 calc R U P A -1
N2 N 0.1242(13) 0.466(2) 0.066(3) 0.078(10) Uani 0.375(9) 1 d D U P A -1
H2C H 0.1098 0.4954 -0.0410 0.093 Uiso 0.375(9) 1 calc R U P A -1
H2D H 0.0934 0.5095 0.1173 0.093 Uiso 0.375(9) 1 calc R U P A -1
H2E H 0.1239 0.3529 0.0744 0.093 Uiso 0.375(9) 1 calc R U P A -1
N1A N 0.368(3) 0.458(16) 0.337(12) 0.085(7) Uani 0.125(9) 1 d D U P A -2
H1AA H 0.3488 0.3654 0.2801 0.102 Uiso 0.125(9) 1 calc R U P A -2
H1AB H 0.4008 0.4280 0.4332 0.102 Uiso 0.125(9) 1 calc R U P A -2
H1AC H 0.3904 0.5196 0.2774 0.102 Uiso 0.125(9) 1 calc R U P A -2
C1A C 0.308(2) 0.560(8) 0.372(5) 0.078(7) Uani 0.125(9) 1 d D U P A -2
H1AD H 0.2972 0.5128 0.4687 0.094 Uiso 0.125(9) 1 calc R U P A -2
H1AE H 0.3261 0.6752 0.4000 0.094 Uiso 0.125(9) 1 calc R U P A -2
C2A C 0.240(2) 0.566(5) 0.230(5) 0.075(6) Uani 0.125(9) 1 d D U P A -2
H2AA H 0.2538 0.5546 0.1280 0.090 Uiso 0.125(9) 1 calc R U P A -2
H2AB H 0.2182 0.6769 0.2289 0.090 Uiso 0.125(9) 1 calc R U P A -2
C3A C 0.183(2) 0.437(6) 0.227(5) 0.089(7) Uani 0.125(9) 1 d D U P A -2
H3AA H 0.1585 0.4675 0.3090 0.107 Uiso 0.125(9) 1 calc R U P A -2
H3AB H 0.2071 0.3281 0.2597 0.107 Uiso 0.125(9) 1 calc R U P A -2
N2A N 0.128(4) 0.420(13) 0.061(9) 0.078(10) Uani 0.125(9) 1 d D U P A -2
H2AC H 0.1488 0.4396 -0.0191 0.093 Uiso 0.125(9) 1 calc R U P A -2
H2AD H 0.0914 0.4944 0.0520 0.093 Uiso 0.125(9) 1 calc R U P A -2
H2AE H 0.1091 0.3152 0.0492 0.093 Uiso 0.125(9) 1 calc R U P A -2
Ag1 Ag 0.5000 0.5000 0.0000 0.0681(2) Uani 1 4 d S TU P . .
Br1 Br 0.64193(4) 0.5000 0.04456(11) 0.0937(3) Uani 1 2 d S TU P . .
Bi1 Bi 0.5000 1.0000 0.5000 0.04995(11) Uani 1 4 d S TU P . .
Br2 Br 0.52568(5) 0.74953(9) 0.28327(9) 0.1077(3) Uani 1 1 d . U . . .
Br3 Br 0.34712(4) 1.0000 0.31855(10) 0.0867(3) Uani 1 2 d S TU 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
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C1 1.488(19) . ?
C1 H1D 0.9700 . ?
C1 H1E 0.9700 . ?
C1 C2 1.491(15) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.487(15) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 N2 1.50(2) . ?
N2 H2C 0.8900 . ?
N2 H2D 0.8900 . ?
N2 H2E 0.8900 . ?
N1A H1AA 0.8900 . ?
N1A H1AB 0.8900 . ?
N1A H1AC 0.8900 . ?
N1A C1A 1.49(2) . ?
C1A H1AD 0.9700 . ?
C1A H1AE 0.9700 . ?
C1A C2A 1.475(19) . ?
C2A H2AA 0.9700 . ?
C2A H2AB 0.9700 . ?
C2A C3A 1.477(19) . ?
C3A H3AA 0.9700 . ?
C3A H3AB 0.9700 . ?
C3A N2A 1.49(2) . ?
N2A H2AC 0.8900 . ?
N2A H2AD 0.8900 . ?
N2A H2AE 0.8900 . ?
Ag1 Br1 2.6101(8) . ?
Ag1 Br1 2.6101(8) 5_665 ?
Ag1 Br2 3.0075(6) 5_665 ?
Ag1 Br2 3.0075(6) 2_655 ?
Ag1 Br2 3.0075(6) 6_565 ?
Ag1 Br2 3.0075(6) . ?
Bi1 Br2 2.8204(5) 2_656 ?
Bi1 Br2 2.8204(5) 6_575 ?
Bi1 Br2 2.8204(5) 5_676 ?
Bi1 Br2 2.8204(5) . ?
Bi1 Br3 2.8501(8) . ?
Bi1 Br3 2.8502(8) 5_676 ?

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
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C1 N1 H1A 109.5 . . ?
C1 N1 H1B 109.5 . . ?
C1 N1 H1C 109.5 . . ?
N1 C1 H1D 109.1 . . ?
N1 C1 H1E 109.1 . . ?
N1 C1 C2 112.4(18) . . ?
H1D C1 H1E 107.8 . . ?
C2 C1 H1D 109.1 . . ?
C2 C1 H1E 109.1 . . ?
C1 C2 H2A 108.5 . . ?
C1 C2 H2B 108.5 . . ?
H2A C2 H2B 107.5 . . ?
C3 C2 C1 115.3(14) . . ?
C3 C2 H2A 108.5 . . ?
C3 C2 H2B 108.5 . . ?
C2 C3 H3A 109.4 . . ?
C2 C3 H3B 109.4 . . ?
C2 C3 N2 111.0(16) . . ?
H3A C3 H3B 108.0 . . ?
N2 C3 H3A 109.4 . . ?
N2 C3 H3B 109.4 . . ?
C3 N2 H2C 109.5 . . ?
C3 N2 H2D 109.5 . . ?
C3 N2 H2E 109.5 . . ?
H2C N2 H2D 109.5 . . ?
H2C N2 H2E 109.5 . . ?
H2D N2 H2E 109.5 . . ?
H1AA N1A H1AB 109.5 . . ?
H1AA N1A H1AC 109.5 . . ?
H1AB N1A H1AC 109.5 . . ?
C1A N1A H1AA 109.5 . . ?
C1A N1A H1AB 109.5 . . ?
C1A N1A H1AC 109.5 . . ?
N1A C1A H1AD 108.9 . . ?
N1A C1A H1AE 108.9 . . ?
H1AD C1A H1AE 107.7 . . ?
C2A C1A N1A 113(3) . . ?
C2A C1A H1AD 108.9 . . ?
C2A C1A H1AE 108.9 . . ?
C1A C2A H2AA 108.0 . . ?
C1A C2A H2AB 108.0 . . ?
C1A C2A C3A 117(3) . . ?
H2AA C2A H2AB 107.2 . . ?
C3A C2A H2AA 108.0 . . ?
C3A C2A H2AB 108.0 . . ?
C2A C3A H3AA 109.0 . . ?
C2A C3A H3AB 109.0 . . ?
C2A C3A N2A 113(3) . . ?
H3AA C3A H3AB 107.8 . . ?
N2A C3A H3AA 109.0 . . ?
N2A C3A H3AB 109.0 . . ?
C3A N2A H2AC 109.5 . . ?
C3A N2A H2AD 109.5 . . ?
C3A N2A H2AE 109.5 . . ?
H2AC N2A H2AD 109.5 . . ?
H2AC N2A H2AE 109.5 . . ?
H2AD N2A H2AE 109.5 . . ?
Br1 Ag1 Br1 180.0 5_665 . ?
Br1 Ag1 Br2 88.20(2) 5_665 2_655 ?
Br1 Ag1 Br2 88.20(2) . 6_565 ?
Br1 Ag1 Br2 91.79(2) 5_665 . ?
Br1 Ag1 Br2 88.21(2) . . ?
Br1 Ag1 Br2 91.80(2) . 5_665 ?
Br1 Ag1 Br2 88.20(2) 5_665 5_665 ?
Br1 Ag1 Br2 91.80(2) 5_665 6_565 ?
Br1 Ag1 Br2 91.80(2) . 2_655 ?
Br2 Ag1 Br2 180.00(3) 6_565 2_655 ?
Br2 Ag1 Br2 81.64(3) 5_665 2_655 ?
Br2 Ag1 Br2 81.64(3) 6_565 . ?
Br2 Ag1 Br2 98.36(3) 5_665 6_565 ?
Br2 Ag1 Br2 180.0 5_665 . ?
Br2 Ag1 Br2 98.36(3) 2_655 . ?
Br2 Bi1 Br2 180.00(3) . 5_676 ?
Br2 Bi1 Br2 88.80(4) . 6_575 ?
Br2 Bi1 Br2 91.20(4) 5_676 6_575 ?
Br2 Bi1 Br2 88.80(4) 2_656 5_676 ?
Br2 Bi1 Br2 91.20(4) . 2_656 ?
Br2 Bi1 Br2 180.0 2_656 6_575 ?
Br2 Bi1 Br3 90.03(2) . . ?
Br2 Bi1 Br3 90.03(2) 2_656 5_676 ?
Br2 Bi1 Br3 89.97(2) 6_575 5_676 ?
Br2 Bi1 Br3 89.97(2) 2_656 . ?
Br2 Bi1 Br3 90.03(2) 5_676 5_676 ?
Br2 Bi1 Br3 89.97(2) 5_676 . ?
Br2 Bi1 Br3 90.03(2) 6_575 . ?
Br2 Bi1 Br3 89.97(2) . 5_676 ?
Br3 Bi1 Br3 180.0 . 5_676 ?
Bi1 Br2 Ag1 161.20(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A Br1 0.89 2.65 3.42(3) 145.2 5_665
N1 H1B Br3 0.89 2.91 3.79(6) 170.8 1_545
N1 H1C Br2 0.89 2.93 3.69(4) 144.2 2_656
N1 H1C Br2 0.89 2.97 3.49(4) 119.4 5_666
C1 H1D Br3 0.97 3.09 3.97(3) 150.4 .
C2 H2B Br3 0.97 2.99 3.875(15) 152.2 7_566
C3 H3A Br1 0.97 2.88 3.806(16) 160.2 5_665
C3 H3B Br1 0.97 3.00 3.88(3) 151.3 3_455
N2 H2C Br3 0.89 2.68 3.44(3) 142.9 7_565
N2 H2D Br2 0.89 2.97 3.42(3) 113.1 3_445
N2 H2D Br2 0.89 2.87 3.72(3) 160.3 8_465
N2 H2E Br1 0.89 2.82 3.693(18) 166.5 3_445
N1A H1AA Br3 0.89 2.90 3.63(13) 140.5 1_545
N1A H1AB Br2 0.89 2.75 3.61(10) 162.6 5_666
N1A H1AC Br1 0.89 2.59 3.16(10) 123.3 5_665
N1A H1AC Br2 0.89 3.13 3.90(12) 146.3 .
C1A H1AE Br3 0.97 2.71 3.60(6) 152.6 .
C2A H2AA Br1 0.97 2.81 3.69(4) 151.8 5_665
C2A H2AB Br1 0.97 3.10 3.99(4) 152.1 3_455
C3A H3AA Br2 0.97 3.01 3.49(4) 112.4 3_445
N2A H2AC Br3 0.89 2.58 3.41(9) 156.1 7_565
N2A H2AE Br1 0.89 2.56 3.33(11) 144.0 3_445
N2A H2AE Br2 0.89 2.91 3.34(9) 111.6 3_445

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 C1 C2 C3 -81(3) . . . . ?
C1 C2 C3 N2 -167.5(19) . . . . ?
N1A C1A C2A C3A 93(8) . . . . ?
C1A C2A C3A N2A -163(7) . . . . ?

_olex2_date_sample_data_collection 2026-02-04
_olex2_date_sample_submission    2026-02-03
_olex2_exptl_crystal_mounting_method 
'Crystal mounted on a MiTeGen MicroMount using paratone oil.'
_olex2_submission_original_sample_id K299_400K
_olex2_submission_special_instructions 'No special instructions were received'
