# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 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. 
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data_1_auto
_database_code_depnum_ccdc_archive 'CCDC 2261512'
loop_
_audit_author_name
_audit_author_address
'Yingui Gao'
;FUJIAN INSTITUTE OF RESEARCH ON THE STRUCTURE
China
;
_audit_update_record             
;
2023-05-09 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2023-05-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Br6 Cu2, 2(Br), 2(C6 H18 N3), 2(H2 O)'
_chemical_formula_sum            'C12 H40 Br8 Cu2 N6 O2'
_chemical_formula_weight         1066.86
_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 0.0181 0.0091 '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 -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   8.85500(10)
_cell_length_b                   11.8895(2)
_cell_length_c                   14.0612(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.6360(10)
_cell_angle_gamma                90
_cell_volume                     1467.26(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7165
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      76.7010
_cell_measurement_theta_min      4.8640
_shelx_estimated_absorpt_T_max   0.008
_shelx_estimated_absorpt_T_min   0.008
_exptl_absorpt_coefficient_mu    14.734
_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            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.415
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1016
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0724
_diffrn_reflns_av_unetI/netI     0.0529
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9870
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.476
_diffrn_reflns_theta_min         4.889
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2737
_reflns_number_total             2969
_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    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         1.536
_refine_diff_density_min         -1.807
_refine_diff_density_rms         0.408
_refine_ls_extinction_coef       0.0227(10)
_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   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     141
_refine_ls_number_reflns         2969
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0655
_refine_ls_R_factor_gt           0.0632
_refine_ls_restrained_S_all      1.100
_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)+(0.1344P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1661
_refine_ls_wR_factor_ref         0.1769
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups, All N(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O1(H1E,H1F)
2.b Ternary CH refined with riding coordinates:
 N2(H2)
2.c Secondary CH2 refined with riding coordinates:
 N1(H1A,H1B), C5(H5A,H5B), C3(H3D,H3E), C1(H1C,H1D), C2(H2A,H2B), C6(H6A,H6B),
 C4(H4A,H4B)
2.d Idealised Me refined as rotating group:
 N3(H3A,H3B,H3C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 0.68528(6) 0.51443(4) 0.60203(4) 0.0284(3) Uani 1 1 d . . . . .
Br3 Br 0.45719(6) 0.80030(4) 0.47678(4) 0.0311(3) Uani 1 1 d . . . . .
Br4 Br 1.08724(7) 0.42100(5) 0.89194(4) 0.0383(3) Uani 1 1 d . . . . .
N2 N 0.1827(5) 0.2981(3) 0.6977(3) 0.0214(8) Uani 1 1 d . . . . .
H2 H 0.153611 0.369567 0.724763 0.026 Uiso 1 1 calc R U . . .
O1 O 0.7337(5) 0.5138(4) 0.8861(3) 0.0422(10) Uani 1 1 d G . . . .
H1E H 0.733511 0.522279 0.946129 0.063 Uiso 1 1 d G U . . .
H1F H 0.810291 0.474640 0.876240 0.063 Uiso 1 1 d G U . . .
N3 N 0.4463(5) 0.4418(4) 0.8172(3) 0.0339(10) Uani 1 1 d . . . . .
H3A H 0.380169 0.490157 0.786562 0.041 Uiso 1 1 calc R U . . .
H3B H 0.536431 0.475099 0.831396 0.041 Uiso 1 1 calc R U . . .
H3C H 0.412758 0.419229 0.870976 0.041 Uiso 1 1 calc R U . . .
N1 N -0.0754(5) 0.2570(4) 0.5508(3) 0.0328(10) Uani 1 1 d . . . . .
H1A H -0.047462 0.192579 0.525967 0.039 Uiso 1 1 calc R U . . .
H1B H -0.165423 0.276868 0.519521 0.039 Uiso 1 1 calc R U . . .
C5 C 0.3330(6) 0.2604(4) 0.7521(4) 0.0284(10) Uani 1 1 d . . . . .
H5A H 0.317410 0.243430 0.817517 0.034 Uiso 1 1 calc R U . . .
H5B H 0.363373 0.191216 0.723404 0.034 Uiso 1 1 calc R U . . .
C3 C 0.1926(6) 0.3148(4) 0.5930(3) 0.0273(10) Uani 1 1 d . . . . .
H3D H 0.228641 0.246114 0.566410 0.033 Uiso 1 1 calc R U . . .
H3E H 0.265534 0.373915 0.585373 0.033 Uiso 1 1 calc R U . . .
C1 C -0.0883(6) 0.2411(5) 0.6550(4) 0.0319(11) Uani 1 1 d . . . . .
H1C H -0.125804 0.309897 0.680662 0.038 Uiso 1 1 calc R U . . .
H1D H -0.161161 0.181790 0.662200 0.038 Uiso 1 1 calc R U . . .
C2 C 0.0616(6) 0.2113(4) 0.7102(4) 0.0309(11) Uani 1 1 d . . . . .
H2A H 0.093806 0.138628 0.688913 0.037 Uiso 1 1 calc R U . . .
H2B H 0.050621 0.205269 0.777730 0.037 Uiso 1 1 calc R U . . .
C6 C 0.4620(6) 0.3433(4) 0.7549(4) 0.0296(10) Uani 1 1 d . . . . .
H6A H 0.556783 0.305004 0.777493 0.036 Uiso 1 1 calc R U . . .
H6B H 0.468212 0.369438 0.690181 0.036 Uiso 1 1 calc R U . . .
C4 C 0.0398(6) 0.3460(5) 0.5390(4) 0.0313(11) Uani 1 1 d . . . . .
H4A H 0.006381 0.417116 0.562810 0.038 Uiso 1 1 calc R U . . .
H4B H 0.048976 0.355083 0.471415 0.038 Uiso 1 1 calc R U . . .
Br2 Br 0.25086(7) 0.60713(5) 0.65493(4) 0.0327(3) Uani 1 1 d . . . . .
Cu1 Cu 0.43987(11) 0.60505(7) 0.53555(7) 0.0407(3) Uani 1 1 d . . . . .


_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 2.4934(11) . ?
Br1 Cu1 2.5336(10) 3_666 ?
Br3 Cu1 2.4756(10) . ?
N2 H2 0.9800 . ?
N2 C5 1.512(6) . ?
N2 C3 1.499(6) . ?
N2 C2 1.514(6) . ?
O1 H1E 0.8498 . ?
O1 H1F 0.8495 . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N3 H3C 0.8900 . ?
N3 C6 1.480(7) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 C1 1.497(6) . ?
N1 C4 1.494(7) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.505(7) . ?
C3 H3D 0.9700 . ?
C3 H3E 0.9700 . ?
C3 C4 1.508(7) . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C1 C2 1.489(7) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
Br2 Cu1 2.5232(11) . ?

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 71.64(4) . 3_666 ?
C5 N2 H2 108.6 . . ?
C5 N2 C2 109.2(4) . . ?
C3 N2 H2 108.6 . . ?
C3 N2 C5 111.9(4) . . ?
C3 N2 C2 109.8(4) . . ?
C2 N2 H2 108.6 . . ?
H1E O1 H1F 109.5 . . ?
H3A N3 H3B 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
C6 N3 H3A 109.5 . . ?
C6 N3 H3B 109.5 . . ?
C6 N3 H3C 109.5 . . ?
H1A N1 H1B 108.2 . . ?
C1 N1 H1A 109.7 . . ?
C1 N1 H1B 109.7 . . ?
C4 N1 H1A 109.7 . . ?
C4 N1 H1B 109.7 . . ?
C4 N1 C1 109.9(4) . . ?
N2 C5 H5A 108.3 . . ?
N2 C5 H5B 108.3 . . ?
H5A C5 H5B 107.4 . . ?
C6 C5 N2 115.7(4) . . ?
C6 C5 H5A 108.3 . . ?
C6 C5 H5B 108.3 . . ?
N2 C3 H3D 109.4 . . ?
N2 C3 H3E 109.4 . . ?
N2 C3 C4 111.2(4) . . ?
H3D C3 H3E 108.0 . . ?
C4 C3 H3D 109.4 . . ?
C4 C3 H3E 109.4 . . ?
N1 C1 H1C 109.4 . . ?
N1 C1 H1D 109.4 . . ?
H1C C1 H1D 108.0 . . ?
C2 C1 N1 111.2(4) . . ?
C2 C1 H1C 109.4 . . ?
C2 C1 H1D 109.4 . . ?
N2 C2 H2A 109.2 . . ?
N2 C2 H2B 109.2 . . ?
C1 C2 N2 111.9(4) . . ?
C1 C2 H2A 109.2 . . ?
C1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
N3 C6 C5 113.7(4) . . ?
N3 C6 H6A 108.8 . . ?
N3 C6 H6B 108.8 . . ?
C5 C6 H6A 108.8 . . ?
C5 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
N1 C4 C3 110.5(4) . . ?
N1 C4 H4A 109.6 . . ?
N1 C4 H4B 109.6 . . ?
C3 C4 H4A 109.6 . . ?
C3 C4 H4B 109.6 . . ?
H4A C4 H4B 108.1 . . ?
Br1 Cu1 Br1 108.36(4) . 3_666 ?
Br1 Cu1 Br2 112.14(4) . . ?
Br3 Cu1 Br1 116.16(4) . . ?
Br3 Cu1 Br1 108.12(4) . 3_666 ?
Br3 Cu1 Br2 106.79(4) . . ?
Br2 Cu1 Br1 104.59(4) . 3_666 ?

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 C5 C6 N3 72.0(6) . . . . ?
N2 C3 C4 N1 -58.2(6) . . . . ?
N1 C1 C2 N2 56.1(6) . . . . ?
C5 N2 C3 C4 176.8(4) . . . . ?
C5 N2 C2 C1 -177.7(4) . . . . ?
C3 N2 C5 C6 64.0(5) . . . . ?
C3 N2 C2 C1 -54.6(5) . . . . ?
C1 N1 C4 C3 58.3(6) . . . . ?
C2 N2 C5 C6 -174.2(4) . . . . ?
C2 N2 C3 C4 55.4(5) . . . . ?
C4 N1 C1 C2 -57.5(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
