# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_ar051
_database_code_depnum_ccdc_archive 'CCDC 2415699'
loop_
_audit_author_name
_audit_author_address
'Dr. Abhinav Raghuvanshi'
;Indian Institute of Technology Indore
India
;
_audit_update_record             
;
2025-01-09 deposited with the CCDC.	2025-03-13 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H11 Cu I N S2'
_chemical_formula_sum            'C9 H11 Cu I N S2'
_chemical_formula_weight         387.75
_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'
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'
S S 0.1246 0.1234 '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                   19.1222(9)
_cell_length_b                   8.7885(4)
_cell_length_c                   14.5433(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2444.1(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6693
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.7460
_cell_measurement_theta_min      3.4550
_shelx_estimated_absorpt_T_max   0.338
_shelx_estimated_absorpt_T_min   0.338
_exptl_absorpt_coefficient_mu    4.617
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    2.108
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1488
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_av_unetI/netI     0.0293
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.905
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9744
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.905
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.839
_diffrn_reflns_theta_min         2.910
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.905
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2597
_reflns_number_total             2894
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    ?
_computing_publication_material  ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.643
_refine_diff_density_min         -1.078
_refine_diff_density_rms         0.162
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.853
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         2894
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0341
_refine_ls_R_factor_gt           0.0304
_refine_ls_restrained_S_all      0.853
_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)+(0.0550P)²+4.3240P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0774
_refine_ls_wR_factor_ref         0.0809
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C008(H008)
1.b Secondary CH2 refined with riding coordinates:
 C00B(H00B,H00C), C00D(H00E,H00F), C00E(H00G,H00H)
1.c Aromatic/amide H refined with riding coordinates:
 C007(H007), C009(H009), C00A(H00A), C00C(H00D)
;
_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
I001 I 0.46219(2) 0.34711(2) 0.88337(2) 0.03146(9) Uani 1 1 d . . . . .
Cu02 Cu 0.49286(2) 0.62237(5) 0.94459(3) 0.03275(12) Uani 1 1 d . . . . .
S003 S 0.61537(4) 0.75203(9) 0.53994(5) 0.02650(17) Uani 1 1 d . . . . .
S004 S 0.75781(4) 0.76462(10) 0.63535(6) 0.03138(18) Uani 1 1 d . . . . .
N005 N 0.55615(15) 0.7476(3) 0.85801(18) 0.0289(5) Uani 1 1 d . . . . .
C006 C 0.63033(15) 0.7765(3) 0.7244(2) 0.0246(6) Uani 1 1 d . . . . .
C007 C 0.59253(16) 0.6884(3) 0.7872(2) 0.0261(6) Uani 1 1 d . . . . .
H007 H 0.592512 0.583311 0.779628 0.031 Uiso 1 1 calc R U . . .
C008 C 0.66654(15) 0.7018(3) 0.6432(2) 0.0251(6) Uani 1 1 d . . . . .
H008 H 0.665504 0.591143 0.651333 0.030 Uiso 1 1 calc R U . . .
C009 C 0.5565(2) 0.9013(4) 0.8676(3) 0.0385(8) Uani 1 1 d . . . . .
H009 H 0.531763 0.944125 0.916198 0.046 Uiso 1 1 calc R U . . .
C00A C 0.62923(18) 0.9345(4) 0.7353(2) 0.0351(7) Uani 1 1 d . . . . .
H00A H 0.652973 0.996948 0.694187 0.042 Uiso 1 1 calc R U . . .
C00B C 0.66457(18) 0.6440(4) 0.4542(2) 0.0328(7) Uani 1 1 d . . . . .
H00B H 0.664147 0.537195 0.470977 0.039 Uiso 1 1 calc R U . . .
H00C H 0.641671 0.653896 0.394991 0.039 Uiso 1 1 calc R U . . .
C00C C 0.5923(2) 0.9972(4) 0.8082(3) 0.0407(8) Uani 1 1 d . . . . .
H00D H 0.591545 1.101973 0.817137 0.049 Uiso 1 1 calc R U . . .
C00D C 0.74033(18) 0.6975(5) 0.4455(2) 0.0388(8) Uani 1 1 d . . . . .
H00E H 0.740645 0.806231 0.433909 0.047 Uiso 1 1 calc R U . . .
H00F H 0.761554 0.647811 0.392881 0.047 Uiso 1 1 calc R U . . .
C00E C 0.78471(18) 0.6646(4) 0.5311(3) 0.0368(8) Uani 1 1 d . . . . .
H00G H 0.832856 0.691347 0.517734 0.044 Uiso 1 1 calc R U . . .
H00H H 0.783330 0.556018 0.543078 0.044 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
I001 Cu02 2.6437(5) . ?
I001 Cu02 2.6592(5) 5_667 ?
Cu02 Cu02 2.7016(8) 5_667 ?
Cu02 S003 2.3733(9) 3_656 ?
Cu02 N005 2.064(3) . ?
S003 C008 1.845(3) . ?
S003 C00B 1.828(3) . ?
S004 C008 1.834(3) . ?
S004 C00E 1.827(4) . ?
N005 C007 1.347(4) . ?
N005 C009 1.358(5) . ?
C006 C007 1.398(4) . ?
C006 C008 1.519(4) . ?
C006 C00A 1.398(5) . ?
C007 H007 0.9300 . ?
C008 H008 0.9800 . ?
C009 H009 0.9300 . ?
C009 C00C 1.387(5) . ?
C00A H00A 0.9300 . ?
C00A C00C 1.388(5) . ?
C00B H00B 0.9700 . ?
C00B H00C 0.9700 . ?
C00B C00D 1.528(5) . ?
C00C H00D 0.9300 . ?
C00D H00E 0.9700 . ?
C00D H00F 0.9700 . ?
C00D C00E 1.534(5) . ?
C00E H00G 0.9700 . ?
C00E H00H 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cu02 I001 Cu02 61.255(16) . 5_667 ?
I001 Cu02 I001 118.745(16) . 5_667 ?
I001 Cu02 Cu02 59.655(17) . 5_667 ?
I001 Cu02 Cu02 59.090(16) 5_667 5_667 ?
S003 Cu02 I001 106.13(2) 3_656 . ?
S003 Cu02 I001 98.30(2) 3_656 5_667 ?
S003 Cu02 Cu02 114.45(3) 3_656 5_667 ?
N005 Cu02 I001 109.31(8) . 5_667 ?
N005 Cu02 I001 114.35(8) . . ?
N005 Cu02 Cu02 136.80(8) . 5_667 ?
N005 Cu02 S003 108.25(8) . 3_656 ?
C008 S003 Cu02 105.69(10) . 3_656 ?
C00B S003 Cu02 105.32(11) . 3_656 ?
C00B S003 C008 99.08(15) . . ?
C00E S004 C008 100.04(15) . . ?
C007 N005 Cu02 124.3(2) . . ?
C007 N005 C009 117.4(3) . . ?
C009 N005 Cu02 118.1(2) . . ?
C007 C006 C008 120.2(3) . . ?
C00A C006 C007 117.9(3) . . ?
C00A C006 C008 121.6(3) . . ?
N005 C007 C006 123.5(3) . . ?
N005 C007 H007 118.2 . . ?
C006 C007 H007 118.2 . . ?
S003 C008 H008 109.0 . . ?
S004 C008 S003 112.47(16) . . ?
S004 C008 H008 109.0 . . ?
C006 C008 S003 106.7(2) . . ?
C006 C008 S004 110.6(2) . . ?
C006 C008 H008 109.0 . . ?
N005 C009 H009 118.6 . . ?
N005 C009 C00C 122.9(3) . . ?
C00C C009 H009 118.6 . . ?
C006 C00A H00A 120.4 . . ?
C00C C00A C006 119.2(3) . . ?
C00C C00A H00A 120.4 . . ?
S003 C00B H00B 109.1 . . ?
S003 C00B H00C 109.1 . . ?
H00B C00B H00C 107.8 . . ?
C00D C00B S003 112.6(2) . . ?
C00D C00B H00B 109.1 . . ?
C00D C00B H00C 109.1 . . ?
C009 C00C C00A 119.0(3) . . ?
C009 C00C H00D 120.5 . . ?
C00A C00C H00D 120.5 . . ?
C00B C00D H00E 108.9 . . ?
C00B C00D H00F 108.9 . . ?
C00B C00D C00E 113.5(3) . . ?
H00E C00D H00F 107.7 . . ?
C00E C00D H00E 108.9 . . ?
C00E C00D H00F 108.9 . . ?
S004 C00E H00G 108.5 . . ?
S004 C00E H00H 108.5 . . ?
C00D C00E S004 115.3(2) . . ?
C00D C00E H00G 108.5 . . ?
C00D C00E H00H 108.5 . . ?
H00G C00E H00H 107.5 . . ?

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
Cu02 S003 C008 S004 170.29(12) 3_656 . . . ?
Cu02 S003 C008 C006 -68.3(2) 3_656 . . . ?
Cu02 S003 C00B C00D -171.5(2) 3_656 . . . ?
Cu02 N005 C007 C006 174.3(2) . . . . ?
Cu02 N005 C009 C00C -174.3(3) . . . . ?
S003 C00B C00D C00E 67.5(4) . . . . ?
N005 C009 C00C C00A 0.3(6) . . . . ?
C006 C00A C00C C009 -1.0(5) . . . . ?
C007 N005 C009 C00C 0.1(5) . . . . ?
C007 C006 C008 S003 107.2(3) . . . . ?
C007 C006 C008 S004 -130.2(3) . . . . ?
C007 C006 C00A C00C 1.3(5) . . . . ?
C008 S003 C00B C00D -62.4(3) . . . . ?
C008 S004 C00E C00D 56.3(3) . . . . ?
C008 C006 C007 N005 -176.4(3) . . . . ?
C008 C006 C00A C00C 176.7(3) . . . . ?
C009 N005 C007 C006 0.3(5) . . . . ?
C00A C006 C007 N005 -1.0(5) . . . . ?
C00A C006 C008 S003 -68.1(3) . . . . ?
C00A C006 C008 S004 54.6(3) . . . . ?
C00B S003 C008 S004 61.46(19) . . . . ?
C00B S003 C008 C006 -177.1(2) . . . . ?
C00B C00D C00E S004 -64.4(4) . . . . ?
C00E S004 C008 S003 -58.4(2) . . . . ?
C00E S004 C008 C006 -177.6(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_ar54
_database_code_depnum_ccdc_archive 'CCDC 2415702'
loop_
_audit_author_name
_audit_author_address
'Dr. Abhinav Raghuvanshi'
;Indian Institute of Technology Indore
India
;
_audit_update_record             
;
2025-01-09 deposited with the CCDC.	2025-03-13 downloaded from the CCDC.
;
_audit_creation_date             2024-02-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H11 Br Cu N S2'
_chemical_formula_sum            'C9 H11 Br Cu N S2'
_chemical_formula_weight         340.76
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C40 H40 N4 P4 Cu2 Br2'
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'
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'
S S 0.1246 0.1234 '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                   18.7689(4)
_cell_length_b                   8.6676(3)
_cell_length_c                   14.2353(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2315.82(11)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8856
_cell_measurement_temperature    298
_cell_measurement_theta_max      27.9680
_cell_measurement_theta_min      3.4990
_shelx_estimated_absorpt_T_max   0.413
_shelx_estimated_absorpt_T_min   0.321
_exptl_absorpt_coefficient_mu    5.656
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41459
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.955
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0709
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            29540
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.017
_diffrn_reflns_theta_min         2.958
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0309
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     37.00  63.00   1.00   12.00    --   18.01  36.00-113.00   26
  2  ω     -5.00  29.00   1.00   12.00    --   18.01 -36.00  90.00   34
  3  ω    -45.00  45.00   1.00   12.00    --  -19.26  36.00-113.00   90
  4  ω    -46.00 -20.00   1.00   12.00    --  -19.26 -36.00  90.00   26
  5  ω    -20.00  60.00   1.00   12.00    --   18.01 -99.00  90.00   80
  6  ω    -12.00  87.00   1.00   12.00    --   18.01  77.00 -90.00   99
  7  ω    -20.00  59.00   1.00   12.00    --   18.01 -99.00  30.00   79
  8  ω    -17.00   8.00   1.00   12.00    --   18.01 -57.00   0.00   25
  9  ω    -20.00  51.00   1.00   12.00    --   18.01 -99.00-180.00   71
 10  ω    -45.00 -20.00   1.00   12.00    --   18.01 -77.00  90.00   25
 11  ω    -21.00  28.00   1.00   12.00    --   18.01 -77.00 120.00   49
 12  ω    -88.00  -1.00   1.00   12.00    --  -19.26 -57.00 -90.00   87
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0165776000
_diffrn_orient_matrix_UB_12      -0.0611723000
_diffrn_orient_matrix_UB_13      -0.0248732000
_diffrn_orient_matrix_UB_21      -0.0032440000
_diffrn_orient_matrix_UB_22      0.0423896000
_diffrn_orient_matrix_UB_23      -0.0424129000
_diffrn_orient_matrix_UB_31      0.0337990000
_diffrn_orient_matrix_UB_32      0.0340382000
_diffrn_orient_matrix_UB_33      0.0081061000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2215
_reflns_number_total             2951
_reflns_odcompleteness_completeness 99.67
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.664
_refine_diff_density_min         -0.582
_refine_diff_density_rms         0.096
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         2951
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0342
_refine_ls_restrained_S_all      1.064
_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)+(0.0327P)²+2.3205P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0769
_refine_ls_wR_factor_ref         0.0879
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C6(H6)
1.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B)
1.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C4(H4), C5(H5)
;
_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
Br1 Br 0.46380(2) 0.86874(4) 0.61420(2) 0.04494(12) Uani 1 1 d . . . . .
Cu1 Cu 0.50712(2) 0.86838(5) 0.44869(3) 0.04636(14) Uani 1 1 d . . . . .
S1 S 0.38349(4) 0.74047(10) 0.03354(6) 0.03590(19) Uani 1 1 d . . . . .
S2 S 0.24068(4) 0.72210(10) 0.13378(6) 0.0419(2) Uani 1 1 d . . . . .
N1 N 0.44459(14) 0.7407(3) 0.36013(19) 0.0399(6) Uani 1 1 d . . . . .
C1 C 0.40733(16) 0.8019(4) 0.2874(2) 0.0350(7) Uani 1 1 d . . . . .
H1 H 0.4062 0.9086 0.2810 0.042 Uiso 1 1 calc R U . . .
C2 C 0.37062(15) 0.7126(4) 0.2220(2) 0.0324(6) Uani 1 1 d . . . . .
C3 C 0.37405(18) 0.5527(4) 0.2314(2) 0.0439(8) Uani 1 1 d . . . . .
H3 H 0.3508 0.4894 0.1885 0.053 Uiso 1 1 calc R U . . .
C4 C 0.4120(2) 0.4887(4) 0.3047(2) 0.0498(9) Uani 1 1 d . . . . .
H4 H 0.4147 0.3823 0.3120 0.060 Uiso 1 1 calc R U . . .
C5 C 0.4459(2) 0.5869(5) 0.3671(3) 0.0472(8) Uani 1 1 d . . . . .
H5 H 0.4710 0.5433 0.4167 0.057 Uiso 1 1 calc R U . . .
C6 C 0.33307(16) 0.7888(4) 0.1402(2) 0.0341(7) Uani 1 1 d . . . . .
H6 H 0.3336 0.9009 0.1491 0.041 Uiso 1 1 calc R U . . .
C7 C 0.33217(18) 0.8517(4) -0.0512(2) 0.0428(8) Uani 1 1 d . . . . .
H7A H 0.3317 0.9591 -0.0321 0.051 Uiso 1 1 calc R U . . .
H7B H 0.3553 0.8457 -0.1121 0.051 Uiso 1 1 calc R U . . .
C8 C 0.25570(18) 0.7944(5) -0.0604(2) 0.0462(8) Uani 1 1 d . . . . .
H8A H 0.2564 0.6849 -0.0743 0.055 Uiso 1 1 calc R U . . .
H8B H 0.2332 0.8466 -0.1129 0.055 Uiso 1 1 calc R U . . .
C9 C 0.21111(17) 0.8212(5) 0.0279(3) 0.0478(9) Uani 1 1 d . . . . .
H9A H 0.1626 0.7895 0.0147 0.057 Uiso 1 1 calc R U . . .
H9B H 0.2102 0.9311 0.0406 0.057 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
Br1 Cu1 2.4924(6) . ?
Br1 Cu1 2.5082(6) 5_676 ?
Cu1 Br1 2.5081(6) 5_676 ?
Cu1 Cu1 2.7224(9) 5_676 ?
Cu1 S1 2.3471(9) 3_655 ?
Cu1 N1 2.047(3) . ?
S1 Cu1 2.3471(9) 3_655 ?
S1 C6 1.837(3) . ?
S1 C7 1.820(3) . ?
S2 C6 1.830(3) . ?
S2 C9 1.822(4) . ?
N1 C1 1.357(4) . ?
N1 C5 1.337(5) . ?
C1 H1 0.9300 . ?
C1 C2 1.393(4) . ?
C2 C3 1.394(5) . ?
C2 C6 1.513(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.379(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.384(5) . ?
C5 H5 0.9300 . ?
C6 H6 0.9800 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.524(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.527(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cu1 Br1 Cu1 65.969(19) . 5_676 ?
Br1 Cu1 Br1 114.030(19) . 5_676 ?
Br1 Cu1 Cu1 57.294(18) . 5_676 ?
Br1 Cu1 Cu1 56.736(19) 5_676 5_676 ?
S1 Cu1 Br1 100.61(3) 3_655 . ?
S1 Cu1 Br1 106.09(3) 3_655 5_676 ?
S1 Cu1 Cu1 115.08(3) 3_655 5_676 ?
N1 Cu1 Br1 113.34(9) . 5_676 ?
N1 Cu1 Br1 113.31(8) . . ?
N1 Cu1 Cu1 136.66(9) . 5_676 ?
N1 Cu1 S1 108.21(9) . 3_655 ?
C6 S1 Cu1 104.71(10) . 3_655 ?
C7 S1 Cu1 106.51(12) . 3_655 ?
C7 S1 C6 98.89(15) . . ?
C9 S2 C6 100.42(15) . . ?
C1 N1 Cu1 123.6(2) . . ?
C5 N1 Cu1 118.9(2) . . ?
C5 N1 C1 117.1(3) . . ?
N1 C1 H1 118.4 . . ?
N1 C1 C2 123.2(3) . . ?
C2 C1 H1 118.4 . . ?
C1 C2 C3 117.7(3) . . ?
C1 C2 C6 120.2(3) . . ?
C3 C2 C6 122.0(3) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.8(3) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 120.8 . . ?
C3 C4 C5 118.4(3) . . ?
C5 C4 H4 120.8 . . ?
N1 C5 C4 123.9(3) . . ?
N1 C5 H5 118.1 . . ?
C4 C5 H5 118.1 . . ?
S1 C6 H6 109.2 . . ?
S2 C6 S1 112.03(16) . . ?
S2 C6 H6 109.2 . . ?
C2 C6 S1 107.3(2) . . ?
C2 C6 S2 110.0(2) . . ?
C2 C6 H6 109.2 . . ?
S1 C7 H7A 109.1 . . ?
S1 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
C8 C7 S1 112.5(2) . . ?
C8 C7 H7A 109.1 . . ?
C8 C7 H7B 109.1 . . ?
C7 C8 H8A 108.9 . . ?
C7 C8 H8B 108.9 . . ?
C7 C8 C9 113.3(3) . . ?
H8A C8 H8B 107.7 . . ?
C9 C8 H8A 108.9 . . ?
C9 C8 H8B 108.9 . . ?
S2 C9 H9A 108.2 . . ?
S2 C9 H9B 108.2 . . ?
C8 C9 S2 116.2(2) . . ?
C8 C9 H9A 108.2 . . ?
C8 C9 H9B 108.2 . . ?
H9A C9 H9B 107.4 . . ?

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
Cu1 S1 C6 S2 172.13(13) 3_655 . . . ?
Cu1 S1 C6 C2 -67.1(2) 3_655 . . . ?
Cu1 S1 C7 C8 -172.4(2) 3_655 . . . ?
Cu1 N1 C1 C2 173.4(2) . . . . ?
Cu1 N1 C5 C4 -172.8(3) . . . . ?
S1 C7 C8 C9 67.4(4) . . . . ?
N1 C1 C2 C3 -1.4(5) . . . . ?
N1 C1 C2 C6 -177.1(3) . . . . ?
C1 N1 C5 C4 0.3(5) . . . . ?
C1 C2 C3 C4 1.0(5) . . . . ?
C1 C2 C6 S1 109.5(3) . . . . ?
C1 C2 C6 S2 -128.5(3) . . . . ?
C2 C3 C4 C5 -0.1(5) . . . . ?
C3 C2 C6 S1 -66.1(3) . . . . ?
C3 C2 C6 S2 56.0(3) . . . . ?
C3 C4 C5 N1 -0.6(6) . . . . ?
C5 N1 C1 C2 0.7(5) . . . . ?
C6 S1 C7 C8 -64.1(3) . . . . ?
C6 S2 C9 C8 54.6(3) . . . . ?
C6 C2 C3 C4 176.7(3) . . . . ?
C7 S1 C6 S2 62.3(2) . . . . ?
C7 S1 C6 C2 -176.9(2) . . . . ?
C7 C8 C9 S2 -62.6(4) . . . . ?
C9 S2 C6 S1 -57.7(2) . . . . ?
C9 S2 C6 C2 -176.9(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.225
_oxdiff_exptl_absorpt_empirical_full_min 0.462
