# 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. 
# 
#######################################################################

data_1-296K
_database_code_depnum_ccdc_archive 'CCDC 2302601'
loop_
_audit_author_name
_audit_author_address
'Zi-Yi Du'
;Jiangxi Normal University
China
;
_audit_update_record             
;
2023-10-21 deposited with the CCDC.	2023-12-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H30 Cl3 Cu N O6'
_chemical_formula_weight         466.27

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.6456(14)
_cell_length_b                   10.4456(17)
_cell_length_c                   12.352(2)
_cell_angle_alpha                82.605(2)
_cell_angle_beta                 79.325(2)
_cell_angle_gamma                82.289(2)
_cell_volume                     1080.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3964
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      25.94

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_F_000             486
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.407
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8182
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_av_R_equivalents  0.0140
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.413
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4220
_reflns_number_gt                3360
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0639P)²+0.5251P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4220
_refine_ls_number_parameters     380
_refine_ls_number_restraints     612
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0385
_refine_ls_wR_factor_ref         0.1148
_refine_ls_wR_factor_gt          0.1016
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      0.981
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Cu1 Cu 0.51466(4) -0.04453(3) 0.87102(3) 0.05285(14) Uani 1 1 d . . . . .
Cl1 Cl 0.40952(10) -0.19995(9) 0.81510(7) 0.0682(2) Uani 1 1 d . . . . .
Cl2 Cl 0.65593(11) 0.02837(11) 0.71392(7) 0.0816(3) Uani 1 1 d . . . . .
Cl3 Cl 0.46297(16) 0.14641(8) 0.95305(7) 0.0912(3) Uani 1 1 d . . . . .
N1 N 0.1640(3) 0.4214(2) 0.7122(2) 0.0567(6) Uani 1 1 d . . . . .
H1C H 0.1128 0.3513 0.7415 0.085 Uiso 0.574(5) 1 d R U P A 1
H1D H 0.0963 0.4946 0.7208 0.085 Uiso 0.574(5) 1 d R U P A 1
H1E H 0.1993 0.4160 0.6390 0.085 Uiso 0.574(5) 1 d R U P A 1
H1C' H 0.0725 0.4405 0.7583 0.085 Uiso 0.426(5) 1 d R U P A 2
H1D' H 0.1697 0.4790 0.6512 0.085 Uiso 0.426(5) 1 d R U P A 2
H1E' H 0.1679 0.3408 0.6928 0.085 Uiso 0.426(5) 1 d R U P A 2
C1 C 0.0903(14) 0.7563(10) 0.6141(10) 0.088(3) Uani 0.574(5) 1 d D U P A 1
H1A H 0.1863 0.7620 0.6424 0.106 Uiso 0.574(5) 1 calc R U P A 1
H1B H 0.0326 0.8425 0.6079 0.106 Uiso 0.574(5) 1 calc R U P A 1
C2 C 0.1318(14) 0.7059(10) 0.5016(10) 0.080(3) Uani 0.574(5) 1 d D U P A 1
H2A H 0.0355 0.6926 0.4770 0.096 Uiso 0.574(5) 1 calc R U P A 1
H2B H 0.1842 0.7699 0.4484 0.096 Uiso 0.574(5) 1 calc R U P A 1
C3 C 0.2647(18) 0.5319(11) 0.4071(11) 0.086(3) Uani 0.574(5) 1 d D U P A 1
H3A H 0.3162 0.5911 0.3486 0.103 Uiso 0.574(5) 1 calc R U P A 1
H3B H 0.1666 0.5153 0.3869 0.103 Uiso 0.574(5) 1 calc R U P A 1
C4 C 0.3715(12) 0.4060(10) 0.4207(7) 0.070(2) Uani 0.574(5) 1 d D U P A 1
H4A H 0.4041 0.3712 0.3498 0.084 Uiso 0.574(5) 1 calc R U P A 1
H4B H 0.4658 0.4218 0.4466 0.084 Uiso 0.574(5) 1 calc R U P A 1
C5 C 0.3819(9) 0.1959(9) 0.5152(8) 0.083(2) Uani 0.574(5) 1 d D U P A 1
H5A H 0.4654 0.2055 0.5553 0.100 Uiso 0.574(5) 1 calc R U P A 1
H5B H 0.4302 0.1644 0.4448 0.100 Uiso 0.574(5) 1 calc R U P A 1
C6 C 0.2723(13) 0.1005(10) 0.5824(11) 0.082(3) Uani 0.574(5) 1 d D U P A 1
H6A H 0.1900 0.0901 0.5415 0.098 Uiso 0.574(5) 1 calc R U P A 1
H6B H 0.3320 0.0163 0.5959 0.098 Uiso 0.574(5) 1 calc R U P A 1
C7 C 0.0900(11) 0.0683(8) 0.7366(10) 0.095(3) Uani 0.574(5) 1 d D U P A 1
H7A H 0.1345 -0.0222 0.7415 0.114 Uiso 0.574(5) 1 calc R U P A 1
H7B H 0.0013 0.0780 0.6971 0.114 Uiso 0.574(5) 1 calc R U P A 1
C8 C 0.0360(19) 0.1130(15) 0.8530(13) 0.110(5) Uani 0.574(5) 1 d D U P A 1
H8A H -0.0335 0.0545 0.8991 0.133 Uiso 0.574(5) 1 calc R U P A 1
H8B H 0.1264 0.1158 0.8885 0.133 Uiso 0.574(5) 1 calc R U P A 1
C9 C -0.1197(15) 0.2801(14) 0.9345(10) 0.130(4) Uani 0.574(5) 1 d D U P A 1
H9A H -0.0423 0.2860 0.9808 0.156 Uiso 0.574(5) 1 calc R U P A 1
H9B H -0.1918 0.2190 0.9732 0.156 Uiso 0.574(5) 1 calc R U P A 1
C10 C -0.2123(17) 0.4146(16) 0.9114(10) 0.114(5) Uani 0.574(5) 1 d D U P A 1
H10A H -0.2795 0.4120 0.8572 0.137 Uiso 0.574(5) 1 calc R U P A 1
H10B H -0.2783 0.4414 0.9790 0.137 Uiso 0.574(5) 1 calc R U P A 1
C11 C -0.1673(12) 0.6301(12) 0.8544(8) 0.090(3) Uani 0.574(5) 1 d D U P A 1
H11A H -0.2076 0.6615 0.9260 0.108 Uiso 0.574(5) 1 calc R U P A 1
H11B H -0.2562 0.6328 0.8162 0.108 Uiso 0.574(5) 1 calc R U P A 1
C12 C -0.0536(15) 0.7181(9) 0.7892(9) 0.089(3) Uani 0.574(5) 1 d D U P A 1
H12A H -0.1052 0.8063 0.7803 0.107 Uiso 0.574(5) 1 calc R U P A 1
H12B H 0.0356 0.7179 0.8266 0.107 Uiso 0.574(5) 1 calc R U P A 1
O1 O -0.0026(11) 0.6715(8) 0.6861(6) 0.082(2) Uani 0.574(5) 1 d D U P A 1
O2 O 0.233(2) 0.5872(12) 0.5062(13) 0.073(3) Uani 0.574(5) 1 d D U P A 1
O3 O 0.2900(9) 0.3152(8) 0.4978(7) 0.0696(19) Uani 0.574(5) 1 d D U P A 1
O4 O 0.2048(7) 0.1478(6) 0.6820(7) 0.0773(16) Uani 0.574(5) 1 d D U P A 1
O5 O -0.0453(7) 0.2383(8) 0.8358(5) 0.0882(17) Uani 0.574(5) 1 d D U P A 1
O6 O -0.0989(8) 0.5010(8) 0.8707(6) 0.0905(18) Uani 0.574(5) 1 d D U P A 1
C1' C 0.1497(16) 0.7542(14) 0.5528(13) 0.083(4) Uani 0.426(5) 1 d D U P A 2
H1'A H 0.2472 0.7587 0.5797 0.100 Uiso 0.426(5) 1 calc R U P A 2
H1'B H 0.1054 0.8418 0.5305 0.100 Uiso 0.426(5) 1 calc R U P A 2
C2' C 0.181(2) 0.6744(17) 0.4571(12) 0.094(5) Uani 0.426(5) 1 d D U P A 2
H2'A H 0.0824 0.6638 0.4346 0.113 Uiso 0.426(5) 1 calc R U P A 2
H2'B H 0.2477 0.7171 0.3946 0.113 Uiso 0.426(5) 1 calc R U P A 2
C3' C 0.283(3) 0.4669(16) 0.4081(13) 0.083(4) Uani 0.426(5) 1 d D U P A 2
H3'A H 0.3502 0.5034 0.3429 0.099 Uiso 0.426(5) 1 calc R U P A 2
H3'B H 0.1815 0.4589 0.3877 0.099 Uiso 0.426(5) 1 calc R U P A 2
C4' C 0.3589(18) 0.3329(18) 0.4478(13) 0.096(5) Uani 0.426(5) 1 d D U P A 2
H4'A H 0.3826 0.2786 0.3875 0.115 Uiso 0.426(5) 1 calc R U P A 2
H4'B H 0.4573 0.3411 0.4720 0.115 Uiso 0.426(5) 1 calc R U P A 2
C5' C 0.3190(19) 0.1490(14) 0.5692(14) 0.093(5) Uani 0.426(5) 1 d D U P A 2
H5'A H 0.4138 0.1514 0.6000 0.111 Uiso 0.426(5) 1 calc R U P A 2
H5'B H 0.3465 0.0984 0.5064 0.111 Uiso 0.426(5) 1 calc R U P A 2
C6' C 0.195(2) 0.0902(13) 0.6549(13) 0.100(4) Uani 0.426(5) 1 d D U P A 2
H6'A H 0.1041 0.0840 0.6206 0.120 Uiso 0.426(5) 1 calc R U P A 2
H6'B H 0.2363 0.0026 0.6797 0.120 Uiso 0.426(5) 1 calc R U P A 2
C7' C 0.023(3) 0.102(2) 0.8217(17) 0.102(5) Uani 0.426(5) 1 d D U P A 2
H7'A H 0.0633 0.0171 0.8542 0.122 Uiso 0.426(5) 1 calc R U P A 2
H7'B H -0.0633 0.0913 0.7847 0.122 Uiso 0.426(5) 1 calc R U P A 2
C8' C -0.033(2) 0.1923(15) 0.9096(16) 0.134(5) Uani 0.426(5) 1 d D U P A 2
H8'A H -0.1148 0.1549 0.9642 0.161 Uiso 0.426(5) 1 calc R U P A 2
H8'B H 0.0551 0.1989 0.9468 0.161 Uiso 0.426(5) 1 calc R U P A 2
C9' C -0.177(2) 0.3942(16) 0.9463(11) 0.118(5) Uani 0.574(5) 1 d D U P A 2
H9'A H -0.1149 0.3977 1.0033 0.142 Uiso 0.574(5) 1 calc R U P A 2
H9'B H -0.2718 0.3546 0.9813 0.142 Uiso 0.574(5) 1 calc R U P A 2
C10' C -0.2246(14) 0.5271(16) 0.9009(10) 0.105(4) Uani 0.426(5) 1 d D U P A 2
H10C H -0.3068 0.5269 0.8571 0.126 Uiso 0.426(5) 1 calc R U P A 2
H10D H -0.2672 0.5799 0.9610 0.126 Uiso 0.426(5) 1 calc R U P A 2
C11' C -0.1404(14) 0.7078(12) 0.7990(13) 0.080(3) Uani 0.426(5) 1 d D U P A 2
H11C H -0.1745 0.7575 0.8620 0.096 Uiso 0.426(5) 1 calc R U P A 2
H11D H -0.2289 0.7128 0.7599 0.096 Uiso 0.426(5) 1 calc R U P A 2
C12' C -0.0071(15) 0.7652(12) 0.7244(14) 0.099(4) Uani 0.426(5) 1 d D U P A 2
H12C H -0.0406 0.8544 0.6982 0.119 Uiso 0.426(5) 1 calc R U P A 2
H12D H 0.0798 0.7650 0.7640 0.119 Uiso 0.426(5) 1 calc R U P A 2
O1' O 0.0417(14) 0.6929(12) 0.6357(10) 0.087(3) Uani 0.426(5) 1 d D U P A 2
O2' O 0.259(3) 0.5506(18) 0.4918(17) 0.085(4) Uani 0.426(5) 1 d D U P A 2
O3' O 0.2544(14) 0.2757(12) 0.5360(10) 0.081(3) Uani 0.426(5) 1 d D U P A 2
O4' O 0.1437(15) 0.1577(8) 0.7463(9) 0.099(3) Uani 0.426(5) 1 d D U P A 2
O5' O -0.0914(13) 0.3162(10) 0.8702(10) 0.114(3) Uani 0.426(5) 1 d D U P A 2
O6' O -0.0979(10) 0.5785(11) 0.8365(8) 0.091(3) Uani 0.426(5) 1 d D U P A 2
C13 C 0.2966(5) 0.4277(5) 0.7680(4) 0.0931(12) Uani 1 1 d . . . . .
H13A H 0.2809 0.3762 0.8393 0.140 Uiso 1 1 d R U . . .
H13B H 0.3928 0.3930 0.7237 0.140 Uiso 1 1 d R U . . .
H13C H 0.3052 0.5164 0.7789 0.140 Uiso 1 1 d 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
Cu1 Cl2 2.1972(9) . ?
Cu1 Cl1 2.2037(9) . ?
Cu1 Cl3 2.3060(10) . ?
Cu1 Cl3 2.3231(10) 2_657 ?
Cl3 Cu1 2.3231(10) 2_657 ?
N1 C13 1.455(5) . ?
C1 O1 1.395(11) . ?
C1 C2 1.513(13) . ?
C2 O2 1.419(12) . ?
C3 O2 1.386(14) . ?
C3 C4 1.512(12) . ?
C4 O3 1.415(10) . ?
C5 O3 1.400(10) . ?
C5 C6 1.526(12) . ?
C6 O4 1.383(12) . ?
C7 O4 1.399(10) . ?
C7 C8 1.539(14) . ?
C8 O5 1.411(15) . ?
C9 O5 1.365(11) . ?
C9 C10 1.541(14) . ?
C10 O6 1.402(15) . ?
C11 O6 1.403(11) . ?
C11 C12 1.489(13) . ?
C12 O1 1.395(11) . ?
C1' O1' 1.402(13) . ?
C1' C2' 1.497(15) . ?
C2' O2' 1.430(15) . ?
C3' O2' 1.408(16) . ?
C3' C4' 1.527(16) . ?
C4' O3' 1.405(14) . ?
C5' O3' 1.406(15) . ?
C5' C6' 1.497(16) . ?
C6' O4' 1.379(14) . ?
C7' O4' 1.399(17) . ?
C7' C8' 1.501(17) . ?
C8' O5' 1.387(15) . ?
C9' O5' 1.369(14) . ?
C9' C10' 1.464(15) . ?
C10' O6' 1.359(13) . ?
C11' O6' 1.393(13) . ?
C11' C12' 1.479(14) . ?
C12' O1' 1.380(14) . ?

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
Cl2 Cu1 Cl1 100.19(4) . . ?
Cl2 Cu1 Cl3 98.18(4) . . ?
Cl1 Cu1 Cl3 145.34(5) . . ?
Cl2 Cu1 Cl3 142.40(5) . 2_657 ?
Cl1 Cu1 Cl3 96.86(4) . 2_657 ?
Cl3 Cu1 Cl3 85.89(3) . 2_657 ?
Cu1 Cl3 Cu1 94.11(3) . 2_657 ?
O1 C1 C2 108.8(7) . . ?
O2 C2 C1 110.8(9) . . ?
O2 C3 C4 109.0(10) . . ?
O3 C4 C3 109.7(8) . . ?
O3 C5 C6 107.5(8) . . ?
O4 C6 C5 109.0(7) . . ?
O4 C7 C8 106.1(10) . . ?
O5 C8 C7 105.2(11) . . ?
O5 C9 C10 108.6(11) . . ?
O6 C10 C9 106.5(11) . . ?
O6 C11 C12 112.9(9) . . ?
O1 C12 C11 106.9(7) . . ?
C12 O1 C1 111.2(8) . . ?
C3 O2 C2 113.0(11) . . ?
C5 O3 C4 113.1(8) . . ?
C6 O4 C7 108.3(8) . . ?
C9 O5 C8 110.4(10) . . ?
C10 O6 C11 112.5(9) . . ?
O1' C1' C2' 106.8(11) . . ?
O2' C2' C1' 107.9(13) . . ?
O2' C3' C4' 110.6(13) . . ?
O3' C4' C3' 109.3(12) . . ?
O3' C5' C6' 106.7(11) . . ?
O4' C6' C5' 114.8(13) . . ?
O4' C7' C8' 106.8(16) . . ?
O5' C8' C7' 114.2(19) . . ?
O5' C9' C10' 114.8(12) . . ?
O6' C10' C9' 110.1(13) . . ?
O6' C11' C12' 111.6(9) . . ?
O1' C12' C11' 108.9(11) . . ?
C12' O1' C1' 111.7(12) . . ?
C3' O2' C2' 110.9(16) . . ?
C4' O3' C5' 110.0(12) . . ?
C6' O4' C7' 112.5(13) . . ?
C9' O5' C8' 117.4(15) . . ?
C10' O6' C11' 110.2(12) . . ?

_refine_diff_density_max         0.781
_refine_diff_density_min         -0.639
_refine_diff_density_rms         0.064

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_1-150K
_database_code_depnum_ccdc_archive 'CCDC 2302602'
loop_
_audit_author_name
_audit_author_address
'Zi-Yi Du'
;Jiangxi Normal University
China
;
_audit_update_record             
;
2023-10-21 deposited with the CCDC.	2023-12-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H30 Cl3 Cu N O6'
_chemical_formula_weight         466.27

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.5399(4)
_cell_length_b                   10.3775(3)
_cell_length_c                   12.2132(6)
_cell_angle_alpha                82.772(3)
_cell_angle_beta                 80.178(4)
_cell_angle_gamma                82.737(3)
_cell_volume                     1051.91(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5448
_cell_measurement_theta_min      2.4210
_cell_measurement_theta_max      29.3080

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_F_000             486
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.444
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8116
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.434
_diffrn_reflns_theta_max         25.978
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measured_fraction_theta_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_point_group_measured_fraction_full 0.973
_reflns_number_total             3933
_reflns_number_gt                3433
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'Bruker FRAMBO'
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0969P)²+9.3703P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3933
_refine_ls_number_parameters     380
_refine_ls_number_restraints     606
_refine_ls_R_factor_all          0.0726
_refine_ls_R_factor_gt           0.0659
_refine_ls_wR_factor_ref         0.2176
_refine_ls_wR_factor_gt          0.2148
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      0.938
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Cu1 Cu 0.51266(9) -0.04708(8) 0.87112(7) 0.0353(3) Uani 1 1 d . . . . .
Cl1 Cl 0.40305(19) -0.20354(17) 0.81394(14) 0.0391(4) Uani 1 1 d . . . . .
Cl2 Cl 0.6544(2) 0.0219(2) 0.71058(17) 0.0545(5) Uani 1 1 d . . . . .
Cl3 Cl 0.4784(3) 0.14721(18) 0.94919(16) 0.0552(5) Uani 1 1 d . . . . .
N1 N 0.1564(7) 0.4284(6) 0.7071(5) 0.0402(13) Uani 1 1 d . . . . .
H1C H 0.1052 0.3583 0.7364 0.060 Uiso 0.521(7) 1 d R U P A 1
H1D H 0.0887 0.5016 0.7157 0.060 Uiso 0.521(7) 1 d R U P A 1
H1E H 0.1917 0.4230 0.6339 0.060 Uiso 0.521(7) 1 d R U P A 1
H1C' H 0.0687 0.4154 0.7580 0.060 Uiso 0.479(7) 1 d R U P A 2
H1D' H 0.1391 0.5047 0.6646 0.060 Uiso 0.479(7) 1 d R U P A 2
H1E' H 0.1776 0.3627 0.6635 0.060 Uiso 0.479(7) 1 d R U P A 2
C1 C 0.093(2) 0.7595(15) 0.6010(15) 0.038(4) Uani 0.521(7) 1 d D U P A 1
H1A H 0.1916 0.7689 0.6303 0.045 Uiso 0.521(7) 1 calc R U P A 1
H1B H 0.0311 0.8466 0.5934 0.045 Uiso 0.521(7) 1 calc R U P A 1
C2 C 0.136(2) 0.7086(17) 0.4890(15) 0.037(4) Uani 0.521(7) 1 d D U P A 1
H2A H 0.0372 0.6963 0.4608 0.044 Uiso 0.521(7) 1 calc R U P A 1
H2B H 0.1939 0.7723 0.4351 0.044 Uiso 0.521(7) 1 calc R U P A 1
C3 C 0.268(3) 0.5268(17) 0.398(2) 0.035(4) Uani 0.521(7) 1 d D U P A 1
H3A H 0.3205 0.5868 0.3370 0.042 Uiso 0.521(7) 1 calc R U P A 1
H3B H 0.1682 0.5064 0.3765 0.042 Uiso 0.521(7) 1 calc R U P A 1
C4 C 0.377(2) 0.4040(16) 0.4161(13) 0.034(4) Uani 0.521(7) 1 d D U P A 1
H4A H 0.4170 0.3676 0.3441 0.041 Uiso 0.521(7) 1 calc R U P A 1
H4B H 0.4702 0.4227 0.4477 0.041 Uiso 0.521(7) 1 calc R U P A 1
C5 C 0.3847(16) 0.1907(12) 0.5121(14) 0.042(3) Uani 0.521(7) 1 d D U P A 1
H5A H 0.4691 0.2017 0.5555 0.050 Uiso 0.521(7) 1 calc R U P A 1
H5B H 0.4363 0.1576 0.4406 0.050 Uiso 0.521(7) 1 calc R U P A 1
C6 C 0.2739(17) 0.0977(14) 0.5768(13) 0.042(3) Uani 0.521(7) 1 d D U P A 1
H6A H 0.1880 0.0899 0.5337 0.050 Uiso 0.521(7) 1 calc R U P A 1
H6B H 0.3334 0.0101 0.5889 0.050 Uiso 0.521(7) 1 calc R U P A 1
C7 C 0.0877(15) 0.0610(12) 0.7402(12) 0.041(3) Uani 0.521(7) 1 d D U P A 1
H7A H 0.1341 -0.0313 0.7487 0.050 Uiso 0.521(7) 1 calc R U P A 1
H7B H -0.0037 0.0673 0.6989 0.050 Uiso 0.521(7) 1 calc R U P A 1
C8 C 0.034(2) 0.1100(17) 0.8527(15) 0.040(5) Uani 0.521(7) 1 d D U P A 1
H8A H -0.0407 0.0519 0.8993 0.048 Uiso 0.521(7) 1 calc R U P A 1
H8B H 0.1273 0.1092 0.8909 0.048 Uiso 0.521(7) 1 calc R U P A 1
C9 C -0.115(2) 0.2858(15) 0.9411(13) 0.051(4) Uani 0.521(7) 1 d D U P A 1
H9A H -0.0316 0.2932 0.9866 0.062 Uiso 0.521(7) 1 calc R U P A 1
H9B H -0.1884 0.2243 0.9837 0.062 Uiso 0.521(7) 1 calc R U P A 1
C10 C -0.206(2) 0.4180(18) 0.9185(17) 0.051(5) Uani 0.521(7) 1 d D U P A 1
H10A H -0.2850 0.4124 0.8688 0.061 Uiso 0.521(7) 1 calc R U P A 1
H10B H -0.2647 0.4484 0.9894 0.061 Uiso 0.521(7) 1 calc R U P A 1
C11 C -0.170(2) 0.6367(15) 0.8473(13) 0.041(4) Uani 0.521(7) 1 d D U P A 1
H11A H -0.2136 0.6707 0.9198 0.049 Uiso 0.521(7) 1 calc R U P A 1
H11B H -0.2597 0.6363 0.8057 0.049 Uiso 0.521(7) 1 calc R U P A 1
C12 C -0.052(2) 0.7231(13) 0.7818(11) 0.041(3) Uani 0.521(7) 1 d D U P A 1
H12A H -0.1022 0.8140 0.7708 0.049 Uiso 0.521(7) 1 calc R U P A 1
H12B H 0.0400 0.7224 0.8219 0.049 Uiso 0.521(7) 1 calc R U P A 1
O1 O 0.0011(15) 0.6725(11) 0.6761(10) 0.033(3) Uani 0.521(7) 1 d D U P A 1
O2 O 0.234(4) 0.587(2) 0.499(2) 0.032(4) Uani 0.521(7) 1 d D U P A 1
O3 O 0.2900(16) 0.3125(13) 0.4915(13) 0.034(3) Uani 0.521(7) 1 d D U P A 1
O4 O 0.2056(14) 0.1422(11) 0.6816(11) 0.041(3) Uani 0.521(7) 1 d D U P A 1
O5 O -0.0428(11) 0.2377(10) 0.8395(9) 0.037(2) Uani 0.521(7) 1 d D U P A 1
O6 O -0.0947(10) 0.5071(10) 0.8663(8) 0.035(2) Uani 0.521(7) 1 d D U P A 1
C1' C 0.1517(19) 0.7648(15) 0.5490(13) 0.030(3) Uani 0.479(7) 1 d D U P A 2
H1'A H 0.2528 0.7667 0.5779 0.036 Uiso 0.479(7) 1 calc R U P A 2
H1'B H 0.1106 0.8558 0.5252 0.036 Uiso 0.479(7) 1 calc R U P A 2
C2' C 0.181(2) 0.686(2) 0.4515(16) 0.039(4) Uani 0.479(7) 1 d D U P A 2
H2'A H 0.0789 0.6737 0.4287 0.047 Uiso 0.479(7) 1 calc R U P A 2
H2'B H 0.2478 0.7309 0.3873 0.047 Uiso 0.479(7) 1 calc R U P A 2
C3' C 0.287(3) 0.4747(19) 0.402(2) 0.038(5) Uani 0.479(7) 1 d D U P A 2
H3'A H 0.3559 0.5114 0.3342 0.046 Uiso 0.479(7) 1 calc R U P A 2
H3'B H 0.1831 0.4634 0.3802 0.046 Uiso 0.479(7) 1 calc R U P A 2
C4' C 0.365(3) 0.345(2) 0.4453(16) 0.041(5) Uani 0.479(7) 1 d D U P A 2
H4'A H 0.3932 0.2870 0.3846 0.049 Uiso 0.479(7) 1 calc R U P A 2
H4'B H 0.4647 0.3570 0.4720 0.049 Uiso 0.479(7) 1 calc R U P A 2
C5' C 0.330(2) 0.1611(16) 0.5761(16) 0.046(4) Uani 0.479(7) 1 d D U P A 2
H5'A H 0.4189 0.1718 0.6156 0.056 Uiso 0.479(7) 1 calc R U P A 2
H5'B H 0.3732 0.1077 0.5138 0.056 Uiso 0.479(7) 1 calc R U P A 2
C6' C 0.202(2) 0.0956(18) 0.6550(15) 0.044(5) Uani 0.479(7) 1 d D U P A 2
H6'A H 0.1133 0.0864 0.6148 0.053 Uiso 0.479(7) 1 calc R U P A 2
H6'B H 0.2459 0.0070 0.6830 0.053 Uiso 0.479(7) 1 calc R U P A 2
C7' C 0.015(3) 0.110(2) 0.8200(17) 0.043(6) Uani 0.479(7) 1 d D U P A 2
H7'A H 0.0540 0.0225 0.8542 0.051 Uiso 0.479(7) 1 calc R U P A 2
H7'B H -0.0723 0.0996 0.7786 0.051 Uiso 0.479(7) 1 calc R U P A 2
C8' C -0.043(2) 0.2002(14) 0.9072(16) 0.048(4) Uani 0.479(7) 1 d D U P A 2
H8'A H -0.1285 0.1615 0.9616 0.058 Uiso 0.479(7) 1 calc R U P A 2
H8'B H 0.0464 0.2064 0.9478 0.058 Uiso 0.479(7) 1 calc R U P A 2
C9' C -0.173(3) 0.4053(16) 0.9531(14) 0.046(5) Uani 0.521(7) 1 d D U P A 2
H9'A H -0.0943 0.4142 1.0016 0.055 Uiso 0.521(7) 1 calc R U P A 2
H9'B H -0.2634 0.3633 0.9998 0.055 Uiso 0.521(7) 1 calc R U P A 2
C10' C -0.2325(16) 0.5367(14) 0.9026(12) 0.042(3) Uani 0.479(7) 1 d D U P A 2
H10C H -0.3078 0.5277 0.8514 0.051 Uiso 0.479(7) 1 calc R U P A 2
H10D H -0.2900 0.5896 0.9621 0.051 Uiso 0.479(7) 1 calc R U P A 2
C11' C -0.1466(18) 0.7296(13) 0.7986(13) 0.036(3) Uani 0.479(7) 1 d D U P A 2
H11C H -0.1857 0.7845 0.8604 0.043 Uiso 0.479(7) 1 calc R U P A 2
H11D H -0.2345 0.7302 0.7551 0.043 Uiso 0.479(7) 1 calc R U P A 2
C12' C -0.0061(15) 0.7846(14) 0.7245(12) 0.033(3) Uani 0.479(7) 1 d D U P A 2
H12C H -0.0354 0.8768 0.6968 0.039 Uiso 0.479(7) 1 calc R U P A 2
H12D H 0.0840 0.7810 0.7666 0.039 Uiso 0.479(7) 1 calc R U P A 2
O1' O 0.0380(14) 0.7079(13) 0.6342(11) 0.029(3) Uani 0.479(7) 1 d D U P A 2
O2' O 0.263(4) 0.562(3) 0.485(2) 0.033(5) Uani 0.479(7) 1 d D U P A 2
O3' O 0.2597(19) 0.2853(15) 0.5343(12) 0.036(3) Uani 0.479(7) 1 d D U P A 2
O4' O 0.1428(15) 0.1690(10) 0.7464(11) 0.043(3) Uani 0.479(7) 1 d D U P A 2
O5' O -0.1017(13) 0.3272(10) 0.8682(9) 0.040(2) Uani 0.479(7) 1 d D U P A 2
O6' O -0.1008(14) 0.5993(12) 0.8431(9) 0.034(3) Uani 0.479(7) 1 d D U P A 2
C13 C 0.2930(11) 0.4323(10) 0.7647(8) 0.063(2) Uani 1 1 d . . . . .
H13A H 0.2774 0.3809 0.8359 0.094 Uiso 1 1 d R U . . .
H13B H 0.3893 0.3976 0.7203 0.094 Uiso 1 1 d R U . . .
H13C H 0.3017 0.5210 0.7755 0.094 Uiso 1 1 d 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
Cu1 Cl2 2.2085(19) . ?
Cu1 Cl1 2.2120(18) . ?
Cu1 Cl3 2.302(2) . ?
Cu1 Cl3 2.3162(19) 2_657 ?
Cl3 Cu1 2.3163(19) 2_657 ?
N1 C13 1.469(9) . ?
C1 O1 1.413(15) . ?
C1 C2 1.498(16) . ?
C2 O2 1.427(16) . ?
C3 O2 1.427(17) . ?
C3 C4 1.496(15) . ?
C4 O3 1.424(14) . ?
C5 O3 1.430(14) . ?
C5 C6 1.496(15) . ?
C6 O4 1.421(14) . ?
C7 O4 1.433(13) . ?
C7 C8 1.502(17) . ?
C8 O5 1.406(16) . ?
C9 O5 1.408(14) . ?
C9 C10 1.508(17) . ?
C10 O6 1.427(17) . ?
C11 O6 1.425(14) . ?
C11 C12 1.496(16) . ?
C12 O1 1.434(14) . ?
C1' O1' 1.421(14) . ?
C1' C2' 1.499(15) . ?
C2' O2' 1.429(17) . ?
C3' O2' 1.422(17) . ?
C3' C4' 1.506(17) . ?
C4' O3' 1.416(16) . ?
C5' O3' 1.424(15) . ?
C5' C6' 1.501(17) . ?
C6' O4' 1.417(16) . ?
C7' O4' 1.441(18) . ?
C7' C8' 1.489(18) . ?
C8' O5' 1.405(14) . ?
C9' O5' 1.406(16) . ?
C9' C10' 1.489(16) . ?
C10' O6' 1.415(14) . ?
C11' O6' 1.425(14) . ?
C11' C12' 1.502(15) . ?
C12' O1' 1.413(14) . ?

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
Cl2 Cu1 Cl1 98.85(8) . . ?
Cl2 Cu1 Cl3 96.96(9) . . ?
Cl1 Cu1 Cl3 148.32(8) . . ?
Cl2 Cu1 Cl3 145.67(9) . 2_657 ?
Cl1 Cu1 Cl3 95.90(7) . 2_657 ?
Cl3 Cu1 Cl3 86.04(7) . 2_657 ?
Cu1 Cl3 Cu1 93.96(7) . 2_657 ?
O1 C1 C2 109.9(12) . . ?
O2 C2 C1 109.3(15) . . ?
O2 C3 C4 108.3(16) . . ?
O3 C4 C3 108.4(14) . . ?
O3 C5 C6 106.8(11) . . ?
O4 C6 C5 110.3(12) . . ?
O4 C7 C8 106.5(13) . . ?
O5 C8 C7 109.7(13) . . ?
O5 C9 C10 110.0(15) . . ?
O6 C10 C9 108.1(14) . . ?
O6 C11 C12 109.9(13) . . ?
O1 C12 C11 106.9(11) . . ?
C1 O1 C12 111.2(12) . . ?
C3 O2 C2 112.6(16) . . ?
C4 O3 C5 112.2(12) . . ?
C6 O4 C7 111.1(12) . . ?
C8 O5 C9 113.7(14) . . ?
C11 O6 C10 112.0(11) . . ?
O1' C1' C2' 109.0(12) . . ?
O2' C2' C1' 107.8(16) . . ?
O2' C3' C4' 109.5(18) . . ?
O3' C4' C3' 110.0(16) . . ?
O3' C5' C6' 107.4(14) . . ?
O4' C6' C5' 110.8(15) . . ?
O4' C7' C8' 105.5(16) . . ?
O5' C8' C7' 115.7(18) . . ?
O5' C9' C10' 109.7(13) . . ?
O6' C10' C9' 109.0(14) . . ?
O6' C11' C12' 109.8(12) . . ?
O1' C12' C11' 107.3(11) . . ?
C12' O1' C1' 111.8(12) . . ?
C3' O2' C2' 113(2) . . ?
C4' O3' C5' 111.0(15) . . ?
C6' O4' C7' 111.1(13) . . ?
C8' O5' C9' 114.2(13) . . ?
C10' O6' C11' 112.5(12) . . ?

_refine_diff_density_max         1.041
_refine_diff_density_min         -0.565
_refine_diff_density_rms         0.125

_shelxl_version_number           2014-3

