# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 2367415'
loop_
_audit_author_name
_audit_author_address
JCQ
;Ji Ning University
China
;
_audit_update_record             
;
2024-07-02 deposited with the CCDC.	2024-09-18 downloaded from the CCDC.
;
_audit_creation_date             2024-06-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '0.5(C8 N2), 0.5(Br4 Cu2)'
_chemical_formula_sum            'C4 Br2 Cu N'
_chemical_formula_weight         285.41
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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           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                   13.848(4)
_cell_length_b                   6.7421(19)
_cell_length_c                   9.389(3)
_cell_angle_alpha                90
_cell_angle_beta                 121.275(2)
_cell_angle_gamma                90
_cell_volume                     749.2(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2375
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.35
_cell_measurement_theta_min      2.54
_shelx_estimated_absorpt_T_max   0.346
_shelx_estimated_absorpt_T_min   0.295
_exptl_absorpt_coefficient_mu    13.478
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.530
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4263
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.449
_diffrn_reflns_theta_min         2.538
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_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                833
_reflns_number_total             922
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 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    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         1.457
_refine_diff_density_min         -0.764
_refine_diff_density_rms         0.178
_refine_ls_extinction_coef       0.0066(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     46
_refine_ls_number_reflns         922
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0383
_refine_ls_restrained_S_all      1.123
_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)+(0.0477P)²+6.9696P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1019
_refine_ls_wR_factor_ref         0.1042
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   .
_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 0.8752(5) -1.000000 0.8831(7) 0.0187(11) Uani 1 2 d S T P . .
C1 C 0.8544(7) -1.000000 0.7063(9) 0.0349(18) Uani 1 2 d S T P . .
C2 C 0.7609(6) -1.000000 0.8682(10) 0.0299(16) Uani 1 2 d S T P . .
C3 C 0.9392(4) -1.1822(7) 0.9793(6) 0.0235(10) Uani 1 1 d . . . . .
Br1 Br 0.64941(6) -1.500000 0.67394(9) 0.0291(3) Uani 1 2 d S T P . .
Cu1 Cu 0.500000 -1.24536(16) 0.500000 0.0374(3) Uani 1 2 d S T P . .
Br2 Br 0.45560(6) -1.000000 0.65759(9) 0.0259(3) Uani 1 2 d S T 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 C1 1.530(9) . ?
N1 C2 1.515(9) . ?
N1 C3 1.510(6) . ?
N1 C3 1.510(6) 6_535 ?
C3 C3 1.520(9) 2_757 ?
Br1 Cu1 2.5272(10) 5_626 ?
Br1 Cu1 2.5273(10) . ?
Cu1 Br2 2.4996(10) 5_636 ?
Cu1 Br2 2.4997(10) . ?

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
C2 N1 C1 107.5(6) . . ?
C3 N1 C1 111.8(3) 6_535 . ?
C3 N1 C1 111.8(3) . . ?
C3 N1 C2 108.4(3) 6_535 . ?
C3 N1 C2 108.4(3) . . ?
C3 N1 C3 108.9(5) . 6_535 ?
N1 C3 C3 112.4(3) . 2_757 ?
Cu1 Br1 Cu1 85.58(5) 5_626 . ?
Br1 Cu1 Br1 94.42(5) 5_626 . ?
Br2 Cu1 Br1 115.94(3) . . ?
Br2 Cu1 Br1 115.94(3) 5_636 5_626 ?
Br2 Cu1 Br1 117.49(3) . 5_626 ?
Br2 Cu1 Br1 117.49(3) 5_636 . ?
Br2 Cu1 Br2 97.13(5) 5_636 . ?
Cu1 Br2 Cu1 82.87(5) . 5_636 ?

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
C1 N1 C3 C3 69.2(6) . . . 2_757 ?
C2 N1 C3 C3 -172.5(5) . . . 2_757 ?
C3 N1 C3 C3 -54.7(7) 6_535 . . 2_757 ?

_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_231027_1247_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2367419'
loop_
_audit_author_name
_audit_author_address
SC
;Ji Ning University
China
;
_audit_update_record             
;
2024-07-02 deposited with the CCDC.	2024-09-18 downloaded from the CCDC.
;
_audit_creation_date             2023-11-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Br4 Cu2, C6 H18 N2'
_chemical_formula_sum            'C6 H18 Br4 Cu2 N2'
_chemical_formula_weight         564.94
_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'
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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.8140(7)
_cell_length_b                   14.6335(13)
_cell_length_c                   12.9812(11)
_cell_angle_alpha                90
_cell_angle_beta                 93.824(3)
_cell_angle_gamma                90
_cell_volume                     1481.0(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3684
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      28.12
_cell_measurement_theta_min      2.78
_shelx_estimated_absorpt_T_max   0.343
_shelx_estimated_absorpt_T_min   0.292
_exptl_absorpt_coefficient_mu    13.633
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.3657
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1631 before and 0.0648 after correction.
The Ratio of minimum to maximum transmission is 0.4900.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear bluish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   bluish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    2.534
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0709
_diffrn_reflns_av_unetI/netI     0.0457
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16515
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.026
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         2.612
_diffrn_ambient_temperature      273.15
_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           30.0
_diffrn_source_power             1.5
_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                1772
_reflns_number_total             2616
_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 V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (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  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.955
_refine_diff_density_min         -0.867
_refine_diff_density_rms         0.129
_refine_ls_extinction_coef       0.00363(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     132
_refine_ls_number_reflns         2616
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0682
_refine_ls_R_factor_gt           0.0345
_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)+(0.0233P)²+2.9287P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0656
_refine_ls_wR_factor_ref         0.0762
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N1(H7), N2(H12)
2.b Secondary CH2 refined with riding coordinates:
 C4(H11,H10), C3(H9,H8)
2.c Idealised Me refined as rotating group:
 C1(H4,H6,H5), C2(H3,H1,H2), C6(H17,H16,H18), C5(H13,H14,H15)
;
_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
Br3 Br 0.71986(8) 0.37357(5) 0.85076(5) 0.0333(2) Uani 1 1 d . . . . .
Br4 Br 0.76910(8) 0.37439(5) 0.41135(5) 0.0366(2) Uani 1 1 d . . . . .
Br1 Br 0.50499(8) 0.19461(5) 0.61777(5) 0.0407(2) Uani 1 1 d . . . . .
Br2 Br 0.98589(8) 0.20051(6) 0.64466(5) 0.0417(2) Uani 1 1 d . . . . .
Cu2 Cu 0.74846(11) 0.23189(7) 0.51280(7) 0.0499(3) Uani 1 1 d . . . . .
Cu1 Cu 0.73997(11) 0.23180(8) 0.74851(7) 0.0537(3) Uani 1 1 d . . . . .
N1 N 0.2032(6) 0.1339(3) 0.8868(4) 0.0301(12) Uani 1 1 d . . . . .
H7 H 0.080053 0.141675 0.869554 0.036 Uiso 1 1 calc R U . . .
N2 N 0.2910(6) 0.3880(3) 0.8743(4) 0.0269(12) Uani 1 1 d . . . . .
H12 H 0.413763 0.379155 0.891904 0.032 Uiso 1 1 calc R U . . .
C4 C 0.2017(7) 0.3019(4) 0.8991(4) 0.0247(13) Uani 1 1 d . . . . .
H11 H 0.084409 0.304093 0.869497 0.030 Uiso 1 1 calc R U . . .
H10 H 0.198261 0.296310 0.973348 0.030 Uiso 1 1 calc R U . . .
C3 C 0.2904(7) 0.2193(4) 0.8577(4) 0.0281(14) Uani 1 1 d . . . . .
H9 H 0.289654 0.223317 0.783070 0.034 Uiso 1 1 calc R U . . .
H8 H 0.408896 0.218026 0.885157 0.034 Uiso 1 1 calc R U . . .
C1 C 0.2633(9) 0.0551(5) 0.8253(5) 0.0494(19) Uani 1 1 d . . . . .
H4 H 0.235884 0.066184 0.753160 0.074 Uiso 1 1 calc R U . . .
H6 H 0.207348 0.000225 0.845620 0.074 Uiso 1 1 calc R U . . .
H5 H 0.385143 0.048406 0.837550 0.074 Uiso 1 1 calc R U . . .
C2 C 0.2271(10) 0.1131(5) 0.9988(5) 0.052(2) Uani 1 1 d . . . . .
H3 H 0.347232 0.113496 1.019842 0.078 Uiso 1 1 calc R U . . .
H1 H 0.180160 0.053899 1.011875 0.078 Uiso 1 1 calc R U . . .
H2 H 0.169297 0.158400 1.037211 0.078 Uiso 1 1 calc R U . . .
C6 C 0.2316(10) 0.4646(5) 0.9390(6) 0.057(2) Uani 1 1 d . . . . .
H17 H 0.110385 0.473139 0.925321 0.085 Uiso 1 1 calc R U . . .
H16 H 0.290769 0.519656 0.922721 0.085 Uiso 1 1 calc R U . . .
H18 H 0.255362 0.450158 1.010710 0.085 Uiso 1 1 calc R U . . .
C5 C 0.2694(10) 0.4116(5) 0.7629(5) 0.061(2) Uani 1 1 d . . . . .
H13 H 0.329838 0.367908 0.723699 0.091 Uiso 1 1 calc R U . . .
H14 H 0.314634 0.471557 0.752225 0.091 Uiso 1 1 calc R U . . .
H15 H 0.149727 0.410418 0.740670 0.091 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
Br3 Cu2 2.6064(12) 4_566 ?
Br3 Cu1 2.4736(12) . ?
Br4 Cu2 2.4773(12) . ?
Br4 Cu1 2.6211(12) 4_565 ?
Br1 Cu2 2.4738(11) . ?
Br1 Cu1 2.4763(11) . ?
Br2 Cu2 2.4818(11) . ?
Br2 Cu1 2.4627(11) . ?
N1 H7 0.9800 . ?
N1 C3 1.483(8) . ?
N1 C1 1.496(8) . ?
N1 C2 1.485(7) . ?
N2 H12 0.9800 . ?
N2 C4 1.486(7) . ?
N2 C6 1.493(8) . ?
N2 C5 1.485(7) . ?
C4 H11 0.9700 . ?
C4 H10 0.9700 . ?
C4 C3 1.510(8) . ?
C3 H9 0.9700 . ?
C3 H8 0.9700 . ?
C1 H4 0.9600 . ?
C1 H6 0.9600 . ?
C1 H5 0.9600 . ?
C2 H3 0.9600 . ?
C2 H1 0.9600 . ?
C2 H2 0.9600 . ?
C6 H17 0.9600 . ?
C6 H16 0.9600 . ?
C6 H18 0.9600 . ?
C5 H13 0.9600 . ?
C5 H14 0.9600 . ?
C5 H15 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cu1 Br3 Cu2 86.06(4) . 4_566 ?
Cu2 Br4 Cu1 85.67(4) . 4_565 ?
Cu2 Br1 Cu1 76.51(3) . . ?
Cu1 Br2 Cu2 76.61(4) . . ?
Br4 Cu2 Br3 94.27(4) . 4_565 ?
Br4 Cu2 Br2 116.76(4) . . ?
Br1 Cu2 Br3 106.64(4) . 4_565 ?
Br1 Cu2 Br4 123.93(5) . . ?
Br1 Cu2 Br2 98.41(4) . . ?
Br2 Cu2 Br3 117.84(4) . 4_565 ?
Br3 Cu1 Br4 94.00(3) . 4_566 ?
Br3 Cu1 Br1 118.77(4) . . ?
Br1 Cu1 Br4 116.29(5) . 4_566 ?
Br2 Cu1 Br3 121.97(5) . . ?
Br2 Cu1 Br4 107.60(4) . 4_566 ?
Br2 Cu1 Br1 98.86(4) . . ?
C3 N1 H7 107.8 . . ?
C3 N1 C1 110.3(5) . . ?
C3 N1 C2 113.1(5) . . ?
C1 N1 H7 107.8 . . ?
C2 N1 H7 107.8 . . ?
C2 N1 C1 109.9(5) . . ?
C4 N2 H12 107.7 . . ?
C4 N2 C6 110.3(5) . . ?
C6 N2 H12 107.7 . . ?
C5 N2 H12 107.7 . . ?
C5 N2 C4 112.5(5) . . ?
C5 N2 C6 110.8(5) . . ?
N2 C4 H11 109.3 . . ?
N2 C4 H10 109.3 . . ?
N2 C4 C3 111.6(5) . . ?
H11 C4 H10 108.0 . . ?
C3 C4 H11 109.3 . . ?
C3 C4 H10 109.3 . . ?
N1 C3 C4 110.7(5) . . ?
N1 C3 H9 109.5 . . ?
N1 C3 H8 109.5 . . ?
C4 C3 H9 109.5 . . ?
C4 C3 H8 109.5 . . ?
H9 C3 H8 108.1 . . ?
N1 C1 H4 109.5 . . ?
N1 C1 H6 109.5 . . ?
N1 C1 H5 109.5 . . ?
H4 C1 H6 109.5 . . ?
H4 C1 H5 109.5 . . ?
H6 C1 H5 109.5 . . ?
N1 C2 H3 109.5 . . ?
N1 C2 H1 109.5 . . ?
N1 C2 H2 109.5 . . ?
H3 C2 H1 109.5 . . ?
H3 C2 H2 109.5 . . ?
H1 C2 H2 109.5 . . ?
N2 C6 H17 109.5 . . ?
N2 C6 H16 109.5 . . ?
N2 C6 H18 109.5 . . ?
H17 C6 H16 109.5 . . ?
H17 C6 H18 109.5 . . ?
H16 C6 H18 109.5 . . ?
N2 C5 H13 109.5 . . ?
N2 C5 H14 109.5 . . ?
N2 C5 H15 109.5 . . ?
H13 C5 H14 109.5 . . ?
H13 C5 H15 109.5 . . ?
H14 C5 H15 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
N2 C4 C3 N1 177.8(4) . . . . ?
C1 N1 C3 C4 166.2(5) . . . . ?
C2 N1 C3 C4 -70.2(6) . . . . ?
C6 N2 C4 C3 -164.6(5) . . . . ?
C5 N2 C4 C3 71.2(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_231027_1248_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2367417'
loop_
_audit_author_name
_audit_author_address
NA
;Ji Ning University
China
;
_audit_update_record             
;
2024-07-02 deposited with the CCDC.	2024-09-18 downloaded from the CCDC.
;
_audit_creation_date             2023-11-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Br2 Cu, C2 H7 N'
_chemical_formula_sum            'C2 H7 Br2 Cu N'
_chemical_formula_weight         268.45
_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'
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           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                   6.0905(3)
_cell_length_b                   8.8163(5)
_cell_length_c                   11.5467(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.583(2)
_cell_angle_gamma                90
_cell_volume                     614.59(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2728
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      30.17
_cell_measurement_theta_min      2.92
_shelx_estimated_absorpt_T_max   0.291
_shelx_estimated_absorpt_T_min   0.243
_exptl_absorpt_coefficient_mu    16.419
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.4677
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1407 before and 0.0623 after correction.
The Ratio of minimum to maximum transmission is 0.6268.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear bluish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   bluish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.901
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0483
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_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            6960
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.024
_diffrn_reflns_theta_max         25.024
_diffrn_reflns_theta_min         2.916
_diffrn_ambient_temperature      273.15
_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           30.0
_diffrn_source_power             1.5
_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                924
_reflns_number_total             1097
_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 V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (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  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.602
_refine_diff_density_rms         0.103
_refine_ls_extinction_coef       0.0193(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     57
_refine_ls_number_reflns         1097
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0236
_refine_ls_restrained_S_all      1.044
_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)+(0.0172P)²+0.6003P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0488
_refine_ls_wR_factor_ref         0.0518
_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(H4,H5), C2(H7,H6)
2.b Idealised Me refined as rotating group:
 N1(H2,H3,H1)
;
_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
Br2 Br 0.96432(7) -0.02604(6) 0.32698(4) 0.03435(17) Uani 1 1 d . . . . .
Br1 Br 0.50039(7) 0.21894(5) 0.48153(4) 0.03550(17) Uani 1 1 d . . . . .
Cu1 Cu 0.75475(10) -0.00156(7) 0.49561(6) 0.0450(2) Uani 1 1 d . . . . .
N1 N 0.0545(6) 0.3628(4) 0.2933(3) 0.0419(10) Uani 1 1 d . . . . .
H2 H 0.103208 0.360585 0.223951 0.050 Uiso 1 1 calc R U . . .
H3 H -0.088925 0.339455 0.284678 0.050 Uiso 1 1 calc R U . . .
H1 H 0.129713 0.295864 0.340725 0.050 Uiso 1 1 calc R U . . .
C1 C 0.0869(8) 0.5173(5) 0.3442(4) 0.0357(11) Uani 1 1 d . . . . .
H4 H 0.041363 0.591568 0.283839 0.043 Uiso 1 1 calc R U . . .
H5 H 0.243346 0.532588 0.370237 0.043 Uiso 1 1 calc R U . . .
C2 C -0.0423(8) 0.5444(5) 0.4467(4) 0.0370(11) Uani 1 1 d . . . . .
H7 H -0.036108 0.651533 0.466021 0.044 Uiso 1 1 calc R U . . .
H6 H -0.196329 0.518132 0.423055 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
Br2 Cu1 2.4745(8) . ?
Br2 Cu1 2.5015(8) 3_756 ?
Br1 Cu1 2.5031(8) 3_656 ?
Br1 Cu1 2.4777(7) . ?
Cu1 Cu1 2.9758(12) 3_756 ?
N1 H2 0.8900 . ?
N1 H3 0.8900 . ?
N1 H1 0.8900 . ?
N1 C1 1.486(5) . ?
C1 H4 0.9700 . ?
C1 H5 0.9700 . ?
C1 C2 1.524(6) . ?
C2 C2 1.492(9) 3_566 ?
C2 H7 0.9700 . ?
C2 H6 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 Br2 Cu1 73.46(3) . 3_756 ?
Cu1 Br1 Cu1 77.52(3) . 3_656 ?
Br2 Cu1 Br2 106.54(3) . 3_756 ?
Br2 Cu1 Br1 113.56(3) . . ?
Br2 Cu1 Br1 114.08(3) . 3_656 ?
Br2 Cu1 Br1 110.81(3) 3_756 3_656 ?
Br2 Cu1 Cu1 53.69(2) . 3_756 ?
Br2 Cu1 Cu1 52.85(2) 3_756 3_756 ?
Br1 Cu1 Br2 109.36(3) . 3_756 ?
Br1 Cu1 Br1 102.48(3) . 3_656 ?
Br1 Cu1 Cu1 127.67(4) . 3_756 ?
Br1 Cu1 Cu1 129.63(3) 3_656 3_756 ?
H2 N1 H3 109.5 . . ?
H2 N1 H1 109.5 . . ?
H3 N1 H1 109.5 . . ?
C1 N1 H2 109.5 . . ?
C1 N1 H3 109.5 . . ?
C1 N1 H1 109.5 . . ?
N1 C1 H4 108.9 . . ?
N1 C1 H5 108.9 . . ?
N1 C1 C2 113.3(4) . . ?
H4 C1 H5 107.7 . . ?
C2 C1 H4 108.9 . . ?
C2 C1 H5 108.9 . . ?
C1 C2 H7 108.8 . . ?
C1 C2 H6 108.8 . . ?
C2 C2 C1 113.6(5) 3_566 . ?
C2 C2 H7 108.8 3_566 . ?
C2 C2 H6 108.8 3_566 . ?
H7 C2 H6 107.7 . . ?

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 C2 69.1(7) . . . 3_566 ?

_olex2_submission_special_instructions 'No special instructions were received'
