# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_2020_12_08_gf_lxy_1a_0m
_database_code_depnum_ccdc_archive 'CCDC 2094971'
loop_
_audit_author_name
_audit_author_address
'Xinyu Li'
;Liaoning Universtry
China
;
_audit_update_record             
;
2021-07-07 deposited with the CCDC.	2022-07-08 downloaded from the CCDC.
;
_audit_creation_date             2021-06-08
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H17 Cl3 Cu N4'
_chemical_formula_sum            'C19 H17 Cl3 Cu N4'
_chemical_formula_weight         471.26
_chemical_melting_point          412.55-413.75
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'
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'
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                   10.1471(9)
_cell_length_b                   13.7121(12)
_cell_length_c                   14.0607(12)
_cell_angle_alpha                90
_cell_angle_beta                 92.858(3)
_cell_angle_gamma                90
_cell_volume                     1953.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9914
_cell_measurement_temperature    298.0
_cell_measurement_theta_max      28.355
_cell_measurement_theta_min      2.901
_shelx_estimated_absorpt_T_max   0.861
_shelx_estimated_absorpt_T_min   0.813
_exptl_absorpt_coefficient_mu    1.540
_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            'metallic greenish green'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   greenish
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             956
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_unetI/netI     0.0249
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            30290
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.243
_diffrn_reflns_theta_max         28.355
_diffrn_reflns_theta_min         2.901
_diffrn_ambient_temperature      298.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'CCD area detector'
_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                4225
_reflns_number_total             4844
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.895
_refine_diff_density_min         -0.685
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         4844
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0441
_refine_ls_restrained_S_all      1.084
_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)+(0.0322P)²+4.4346P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1018
_refine_ls_wR_factor_ref         0.1081
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C13(H13), C12(H12), C10(H10), C6(H6), C11(H11), C3(H3), C4(H4),
 C5(H5), C16(H16), C17(H17), C18(H18), C19(H19)
;
_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
Cu1 Cu 0.50342(3) 0.54258(2) 0.87938(2) 0.02493(10) Uani 1 1 d . . . . .
Cl3 Cl 0.53463(7) 0.38739(5) 0.94169(5) 0.03106(15) Uani 1 1 d . . . . .
Cl2 Cl 0.72316(7) 0.57275(6) 0.88144(5) 0.03794(17) Uani 1 1 d . . . . .
Cl1 Cl 0.46229(8) 0.68049(5) 0.78988(6) 0.03889(18) Uani 1 1 d . . . . .
N3 N 0.3100(2) 0.50576(17) 0.84667(16) 0.0264(4) Uani 1 1 d . . . . .
N2 N 0.3484(2) 0.40859(18) 0.60731(16) 0.0301(5) Uani 1 1 d . . . . .
N1 N 0.2987(2) 0.34033(18) 0.47040(18) 0.0330(5) Uani 1 1 d . . . . .
C9 C 0.2732(3) 0.46095(19) 0.76433(19) 0.0267(5) Uani 1 1 d . . . . .
C7 C 0.3386(3) 0.4836(2) 0.54037(19) 0.0279(5) Uani 1 1 d . . . . .
C1 C 0.3245(3) 0.3243(2) 0.5628(2) 0.0337(6) Uani 1 1 d . . . . .
H1 H 0.3257 0.2634 0.5918 0.040 Uiso 1 1 calc R . . . .
C2 C 0.3059(3) 0.4397(2) 0.4531(2) 0.0300(6) Uani 1 1 d . . . . .
C13 C 0.2158(3) 0.5365(2) 0.9031(2) 0.0340(6) Uani 1 1 d . . . . .
H13 H 0.2408 0.5667 0.9604 0.041 Uiso 1 1 calc R . . . .
C8 C 0.3851(3) 0.4220(2) 0.70833(19) 0.0326(6) Uani 1 1 d . . . . .
H8A H 0.4589 0.4669 0.7146 0.039 Uiso 1 1 calc R . . . .
H8B H 0.4138 0.3600 0.7352 0.039 Uiso 1 1 calc R . . . .
C12 C 0.0826(3) 0.5251(3) 0.8792(2) 0.0397(7) Uani 1 1 d . . . . .
H12 H 0.0195 0.5464 0.9202 0.048 Uiso 1 1 calc R . . . .
C10 C 0.1420(3) 0.4486(2) 0.7362(2) 0.0370(6) Uani 1 1 d . . . . .
H10 H 0.1186 0.4182 0.6787 0.044 Uiso 1 1 calc R . . . .
C6 C 0.3598(3) 0.5834(2) 0.5493(2) 0.0355(6) Uani 1 1 d . . . . .
H6 H 0.3821 0.6126 0.6077 0.043 Uiso 1 1 calc R . . . .
C11 C 0.0454(3) 0.4819(3) 0.7947(3) 0.0420(7) Uani 1 1 d . . . . .
H11 H -0.0435 0.4750 0.7765 0.050 Uiso 1 1 calc R . . . .
N4 N 0.0437(3) 0.2422(3) 0.4529(2) 0.0539(8) Uani 1 1 d . . . . .
C3 C 0.2915(3) 0.4940(3) 0.3697(2) 0.0384(7) Uani 1 1 d . . . . .
H3 H 0.2694 0.4650 0.3112 0.046 Uiso 1 1 calc R . . . .
C15 C 0.1148(3) 0.2642(2) 0.3785(2) 0.0347(6) Uani 1 1 d . . . . .
C14 C 0.2618(3) 0.2665(2) 0.3987(3) 0.0422(8) Uani 1 1 d . . . . .
H14A H 0.2915 0.2029 0.4212 0.051 Uiso 1 1 calc R . . . .
H14B H 0.3052 0.2807 0.3404 0.051 Uiso 1 1 calc R . . . .
C4 C 0.3118(3) 0.5925(3) 0.3783(3) 0.0445(8) Uani 1 1 d . . . . .
H4 H 0.3028 0.6313 0.3241 0.053 Uiso 1 1 calc R . . . .
C5 C 0.3456(3) 0.6366(2) 0.4658(3) 0.0432(7) Uani 1 1 d . . . . .
H5 H 0.3589 0.7037 0.4680 0.052 Uiso 1 1 calc R . . . .
C16 C 0.0576(4) 0.2799(3) 0.2891(3) 0.0465(8) Uani 1 1 d . . . . .
H16 H 0.1084 0.2978 0.2387 0.056 Uiso 1 1 calc R . . . .
C17 C -0.0792(4) 0.2682(3) 0.2758(3) 0.0576(11) Uani 1 1 d . . . . .
H17 H -0.1209 0.2777 0.2161 0.069 Uiso 1 1 calc R . . . .
C18 C -0.1498(4) 0.2426(3) 0.3515(4) 0.0626(11) Uani 1 1 d . . . . .
H18 H -0.2404 0.2328 0.3443 0.075 Uiso 1 1 calc R . . . .
C19 C -0.0854(4) 0.2318(4) 0.4381(4) 0.0674(12) Uani 1 1 d . . . . .
H19 H -0.1350 0.2161 0.4898 0.081 Uiso 1 1 calc R . . . .


_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 Cl3 2.3170(8) . ?
Cu1 Cl3 2.7382(8) 3_667 ?
Cu1 Cl2 2.2666(8) . ?
Cu1 Cl1 2.2981(8) . ?
Cu1 N3 2.057(2) . ?
Cl3 Cu1 2.7382(8) 3_667 ?
N3 C9 1.347(3) . ?
N3 C13 1.340(4) . ?
N2 C7 1.395(4) . ?
N2 C1 1.331(4) . ?
N2 C8 1.462(3) . ?
N1 C1 1.330(4) . ?
N1 C2 1.386(4) . ?
N1 C14 1.464(4) . ?
C9 C8 1.511(4) . ?
C9 C10 1.380(4) . ?
C7 C2 1.392(4) . ?
C7 C6 1.390(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.391(4) . ?
C13 H13 0.9300 . ?
C13 C12 1.385(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C12 H12 0.9300 . ?
C12 C11 1.364(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.388(5) . ?
C6 H6 0.9300 . ?
C6 C5 1.384(5) . ?
C11 H11 0.9300 . ?
N4 C15 1.335(4) . ?
N4 C19 1.324(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.371(5) . ?
C15 C14 1.504(4) . ?
C15 C16 1.376(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C4 H4 0.9300 . ?
C4 C5 1.399(5) . ?
C5 H5 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.400(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.359(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.361(7) . ?
C19 H19 0.9300 . ?

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
Cl3 Cu1 Cl3 89.86(2) . 3_667 ?
Cl2 Cu1 Cl3 96.20(3) . 3_667 ?
Cl2 Cu1 Cl3 92.69(3) . . ?
Cl2 Cu1 Cl1 90.49(3) . . ?
Cl1 Cu1 Cl3 100.63(3) . 3_667 ?
Cl1 Cu1 Cl3 168.65(3) . . ?
N3 Cu1 Cl3 88.28(6) . . ?
N3 Cu1 Cl3 96.60(7) . 3_667 ?
N3 Cu1 Cl2 167.17(7) . . ?
N3 Cu1 Cl1 86.23(6) . . ?
Cu1 Cl3 Cu1 90.14(2) . 3_667 ?
C9 N3 Cu1 121.63(18) . . ?
C13 N3 Cu1 119.4(2) . . ?
C13 N3 C9 118.5(2) . . ?
C7 N2 C8 124.7(2) . . ?
C1 N2 C7 108.5(2) . . ?
C1 N2 C8 126.7(3) . . ?
C1 N1 C2 108.9(2) . . ?
C1 N1 C14 126.1(3) . . ?
C2 N1 C14 124.9(3) . . ?
N3 C9 C8 115.2(2) . . ?
N3 C9 C10 121.6(3) . . ?
C10 C9 C8 123.1(3) . . ?
C2 C7 N2 106.3(2) . . ?
C6 C7 N2 131.3(3) . . ?
C6 C7 C2 122.4(3) . . ?
N2 C1 H1 125.1 . . ?
N1 C1 N2 109.8(3) . . ?
N1 C1 H1 125.1 . . ?
N1 C2 C7 106.5(2) . . ?
N1 C2 C3 132.0(3) . . ?
C3 C2 C7 121.4(3) . . ?
N3 C13 H13 118.8 . . ?
N3 C13 C12 122.5(3) . . ?
C12 C13 H13 118.8 . . ?
N2 C8 C9 112.9(2) . . ?
N2 C8 H8A 109.0 . . ?
N2 C8 H8B 109.0 . . ?
C9 C8 H8A 109.0 . . ?
C9 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C13 C12 H12 120.5 . . ?
C11 C12 C13 119.0(3) . . ?
C11 C12 H12 120.5 . . ?
C9 C10 H10 120.3 . . ?
C9 C10 C11 119.3(3) . . ?
C11 C10 H10 120.3 . . ?
C7 C6 H6 122.2 . . ?
C5 C6 C7 115.6(3) . . ?
C5 C6 H6 122.2 . . ?
C12 C11 C10 119.1(3) . . ?
C12 C11 H11 120.5 . . ?
C10 C11 H11 120.5 . . ?
C19 N4 C15 118.1(4) . . ?
C2 C3 H3 121.8 . . ?
C4 C3 C2 116.4(3) . . ?
C4 C3 H3 121.8 . . ?
N4 C15 C14 115.2(3) . . ?
N4 C15 C16 122.1(3) . . ?
C16 C15 C14 122.6(3) . . ?
N1 C14 C15 111.2(2) . . ?
N1 C14 H14A 109.4 . . ?
N1 C14 H14B 109.4 . . ?
C15 C14 H14A 109.4 . . ?
C15 C14 H14B 109.4 . . ?
H14A C14 H14B 108.0 . . ?
C3 C4 H4 118.9 . . ?
C3 C4 C5 122.2(3) . . ?
C5 C4 H4 118.9 . . ?
C6 C5 C4 122.0(3) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C15 C16 H16 120.8 . . ?
C15 C16 C17 118.4(4) . . ?
C17 C16 H16 120.8 . . ?
C16 C17 H17 120.6 . . ?
C18 C17 C16 118.8(4) . . ?
C18 C17 H17 120.6 . . ?
C17 C18 H18 120.6 . . ?
C17 C18 C19 118.8(4) . . ?
C19 C18 H18 120.6 . . ?
N4 C19 C18 123.8(4) . . ?
N4 C19 H19 118.1 . . ?
C18 C19 H19 118.1 . . ?

_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_20190408_2a_0m
_database_code_depnum_ccdc_archive 'CCDC 2095149'
loop_
_audit_author_name
_audit_author_address
'Xinyu Li'
;Liaoning Universtry
China
;
_audit_update_record             
;
2021-07-08 deposited with the CCDC.	2022-07-08 downloaded from the CCDC.
;
_audit_creation_date             2021-06-11
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(Cl4 Cu), 2(Cl), 2(C15 H17 N4)'
_chemical_formula_sum            'C30 H34 Cl10 Cu2 N8'
_chemical_formula_weight         988.23
_chemical_melting_point          363.95-366.55
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'
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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.502(2)
_cell_length_b                   10.560(3)
_cell_length_c                   11.248(3)
_cell_angle_alpha                104.664(7)
_cell_angle_beta                 110.573(7)
_cell_angle_gamma                110.692(8)
_cell_volume                     985.9(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9820
_cell_measurement_temperature    298
_cell_measurement_theta_max      28.313
_cell_measurement_theta_min      3.069
_shelx_estimated_absorpt_T_max   0.841
_shelx_estimated_absorpt_T_min   0.827
_exptl_absorpt_coefficient_mu    1.792
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5095
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1074 before and 0.0409 after correction.
The Ratio of minimum to maximum transmission is 0.6833.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             498
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            17315
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        25.243
_diffrn_reflns_theta_max         28.348
_diffrn_reflns_theta_min         3.069
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4441
_reflns_number_total             4802
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.748
_refine_diff_density_min         -0.492
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     234
_refine_ls_number_reflns         4802
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0296
_refine_ls_restrained_S_all      1.074
_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)+(0.0295P)²+0.7515P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0726
_refine_ls_wR_factor_ref         0.0757
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3A), C1(H1), C2(H2), C12(H12), C6(H6), C13(H13), C9(H9), C7(H7), C8(H8),
 C14(H14), C15(H15)
;
_atom_sites_solution_hydrogens   mixed
_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
Cu01 Cu 1.16103(2) 1.22162(2) 0.90793(2) 0.02704(7) Uani 1 1 d . . . . .
Cl3 Cl 1.10472(6) 1.36181(5) 1.05166(5) 0.03749(11) Uani 1 1 d . . . . .
Cl2 Cl 0.96989(5) 1.16100(5) 0.69513(5) 0.03715(11) Uani 1 1 d . . . . .
Cl5 Cl 0.72217(5) 0.39476(5) 0.48574(5) 0.03977(11) Uani 1 1 d . . . . .
Cl4 Cl 1.22096(7) 1.09207(6) 1.02446(5) 0.04237(12) Uani 1 1 d . . . . .
Cl1 Cl 1.35408(7) 1.27951(8) 0.85692(6) 0.05371(16) Uani 1 1 d . . . . .
N1 N 0.66501(17) 0.69450(17) 0.48183(16) 0.0277(3) Uani 1 1 d . . . . .
N2 N 0.91123(17) 0.78566(16) 0.61037(15) 0.0262(3) Uani 1 1 d . . . . .
N4 N 0.33764(18) 0.7011(2) 0.22796(17) 0.0335(3) Uani 1 1 d . . . . .
N3 N 1.05359(18) 0.62033(17) 0.70043(17) 0.0298(3) Uani 1 1 d . . . . .
C3 C 0.8499(2) 0.7941(2) 0.70032(19) 0.0308(4) Uani 1 1 d . . . . .
H3A H 0.9047 0.8324 0.7978 0.037 Uiso 1 1 calc R . . . .
C11 C 0.47984(18) 0.74978(18) 0.33273(17) 0.0242(3) Uani 1 1 d . . . . .
C1 C 0.7973(2) 0.7255(2) 0.47867(19) 0.0280(3) Uani 1 1 d . . . . .
H1 H 0.8085 0.7083 0.3986 0.034 Uiso 1 1 calc R . . . .
C2 C 0.6954(2) 0.7364(2) 0.6198(2) 0.0310(4) Uani 1 1 d . . . . .
H2 H 0.6230 0.7265 0.6511 0.037 Uiso 1 1 calc R . . . .
C12 C 0.5821(2) 0.90065(19) 0.40323(19) 0.0297(3) Uani 1 1 d . . . . .
H12 H 0.6808 0.9370 0.4772 0.036 Uiso 1 1 calc R . . . .
C5 C 1.14348(19) 0.76209(18) 0.72936(17) 0.0256(3) Uani 1 1 d . . . . .
C4 C 1.0754(2) 0.8380(2) 0.6508(2) 0.0306(3) Uani 1 1 d . . . . .
H4A H 1.1343 0.9454 0.7094 0.037 Uiso 1 1 calc R . . . .
H4B H 1.0861 0.8204 0.5668 0.037 Uiso 1 1 calc R . . . .
C10 C 0.5130(2) 0.62987(19) 0.3597(2) 0.0305(3) Uani 1 1 d . . . . .
H10A H 0.4331 0.5669 0.3750 0.037 Uiso 1 1 calc R . . . .
H10B H 0.5097 0.5673 0.2777 0.037 Uiso 1 1 calc R . . . .
C6 C 1.2995(2) 0.8331(2) 0.8259(2) 0.0353(4) Uani 1 1 d . . . . .
H6 H 1.3634 0.9331 0.8500 0.042 Uiso 1 1 calc R . . . .
C13 C 0.5378(3) 0.9987(2) 0.3637(2) 0.0399(4) Uani 1 1 d . . . . .
H13 H 0.6069 1.1013 0.4110 0.048 Uiso 1 1 calc R . . . .
C9 C 1.1091(3) 0.5437(2) 0.7613(2) 0.0408(4) Uani 1 1 d . . . . .
H9 H 1.0420 0.4458 0.7400 0.049 Uiso 1 1 calc R . . . .
C7 C 1.3606(2) 0.7554(3) 0.8866(2) 0.0436(5) Uani 1 1 d . . . . .
H7 H 1.4667 0.8017 0.9490 0.052 Uiso 1 1 calc R . . . .
C8 C 1.2645(3) 0.6095(3) 0.8547(3) 0.0466(5) Uani 1 1 d . . . . .
H8 H 1.3043 0.5563 0.8959 0.056 Uiso 1 1 calc R . . . .
C14 C 0.3917(3) 0.9444(3) 0.2546(3) 0.0479(5) Uani 1 1 d . . . . .
H14 H 0.3615 1.0095 0.2265 0.057 Uiso 1 1 calc R . . . .
C15 C 0.2916(3) 0.7935(3) 0.1880(2) 0.0467(5) Uani 1 1 d . . . . .
H15 H 0.1917 0.7550 0.1150 0.056 Uiso 1 1 calc R . . . .
H3 H 0.957(3) 0.573(3) 0.640(3) 0.044(7) Uiso 1 1 d . . . . .
H4 H 0.277(3) 0.613(3) 0.189(3) 0.054(8) Uiso 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
Cu01 Cl3 2.2878(6) . ?
Cu01 Cl2 2.2601(7) . ?
Cu01 Cl4 2.2185(6) . ?
Cu01 Cl1 2.2209(7) . ?
N1 C1 1.326(2) . ?
N1 C2 1.382(2) . ?
N1 C10 1.455(2) . ?
N2 C3 1.378(2) . ?
N2 C1 1.330(2) . ?
N2 C4 1.460(2) . ?
N4 C11 1.341(2) . ?
N4 C15 1.338(3) . ?
N4 H4 0.81(3) . ?
N3 C5 1.333(2) . ?
N3 C9 1.340(2) . ?
N3 H3 0.86(3) . ?
C3 H3A 0.9300 . ?
C3 C2 1.347(3) . ?
C11 C12 1.369(2) . ?
C11 C10 1.499(2) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.383(3) . ?
C5 C4 1.501(2) . ?
C5 C6 1.377(2) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C6 H6 0.9300 . ?
C6 C7 1.378(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.375(3) . ?
C9 H9 0.9300 . ?
C9 C8 1.369(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.375(3) . ?
C8 H8 0.9300 . ?
C14 H14 0.9300 . ?
C14 C15 1.365(4) . ?
C15 H15 0.9300 . ?

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 Cu01 Cl3 100.15(3) . . ?
Cl4 Cu01 Cl3 100.33(3) . . ?
Cl4 Cu01 Cl2 134.52(3) . . ?
Cl4 Cu01 Cl1 97.89(3) . . ?
Cl1 Cu01 Cl3 132.93(3) . . ?
Cl1 Cu01 Cl2 97.07(3) . . ?
C1 N1 C2 109.07(15) . . ?
C1 N1 C10 125.29(15) . . ?
C2 N1 C10 125.63(15) . . ?
C3 N2 C4 126.27(15) . . ?
C1 N2 C3 109.31(15) . . ?
C1 N2 C4 124.40(15) . . ?
C11 N4 H4 118(2) . . ?
C15 N4 C11 122.90(18) . . ?
C15 N4 H4 119(2) . . ?
C5 N3 C9 122.61(17) . . ?
C5 N3 H3 120.8(17) . . ?
C9 N3 H3 116.6(17) . . ?
N2 C3 H3A 126.6 . . ?
C2 C3 N2 106.76(16) . . ?
C2 C3 H3A 126.6 . . ?
N4 C11 C12 118.73(16) . . ?
N4 C11 C10 115.55(15) . . ?
C12 C11 C10 125.71(15) . . ?
N1 C1 N2 107.88(15) . . ?
N1 C1 H1 126.1 . . ?
N2 C1 H1 126.1 . . ?
N1 C2 H2 126.5 . . ?
C3 C2 N1 106.99(16) . . ?
C3 C2 H2 126.5 . . ?
C11 C12 H12 120.2 . . ?
C11 C12 C13 119.58(17) . . ?
C13 C12 H12 120.2 . . ?
N3 C5 C4 119.72(15) . . ?
N3 C5 C6 118.83(17) . . ?
C6 C5 C4 121.36(16) . . ?
N2 C4 C5 113.07(14) . . ?
N2 C4 H4A 109.0 . . ?
N2 C4 H4B 109.0 . . ?
C5 C4 H4A 109.0 . . ?
C5 C4 H4B 109.0 . . ?
H4A C4 H4B 107.8 . . ?
N1 C10 C11 111.19(14) . . ?
N1 C10 H10A 109.4 . . ?
N1 C10 H10B 109.4 . . ?
C11 C10 H10A 109.4 . . ?
C11 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
C5 C6 H6 120.1 . . ?
C5 C6 C7 119.74(19) . . ?
C7 C6 H6 120.1 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.01(19) . . ?
C14 C13 H13 120.0 . . ?
N3 C9 H9 119.9 . . ?
N3 C9 C8 120.10(19) . . ?
C8 C9 H9 119.9 . . ?
C6 C7 H7 120.1 . . ?
C8 C7 C6 119.89(19) . . ?
C8 C7 H7 120.1 . . ?
C9 C8 C7 118.76(19) . . ?
C9 C8 H8 120.6 . . ?
C7 C8 H8 120.6 . . ?
C13 C14 H14 120.5 . . ?
C15 C14 C13 118.90(19) . . ?
C15 C14 H14 120.5 . . ?
N4 C15 C14 119.85(19) . . ?
N4 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?

_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_20191225_gf_zhj_2a_0m
_database_code_depnum_ccdc_archive 'CCDC 2095146'
loop_
_audit_author_name
_audit_author_address
'Xinyu Li'
;Liaoning Universtry
China
;
_audit_update_record             
;
2021-07-08 deposited with the CCDC.	2022-07-08 downloaded from the CCDC.
;
_audit_creation_date             2021-06-11
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '3(Cl4 Cu), 2(C19 H19 N4)'
_chemical_formula_sum            'C38 H38 Cl12 Cu3 N8'
_chemical_formula_weight         1222.78
_chemical_absolute_configuration ?
_chemical_melting_point          396.75-398.05
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'
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'
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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.8177(4)
_cell_length_b                   25.0982(14)
_cell_length_c                   12.3248(7)
_cell_angle_alpha                90
_cell_angle_beta                 96.956(2)
_cell_angle_gamma                90
_cell_volume                     2400.5(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9869
_cell_measurement_temperature    298
_cell_measurement_theta_max      28.322
_cell_measurement_theta_min      2.950
_shelx_estimated_absorpt_T_max   0.871
_shelx_estimated_absorpt_T_min   0.632
_exptl_absorpt_coefficient_mu    2.024
_exptl_absorpt_correction_T_max  0.868
_exptl_absorpt_correction_T_min  0.747
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.692
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1226
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            31301
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.933
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.952
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                7740
_reflns_number_total             8386
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.697
_refine_diff_density_min         -0.528
_refine_diff_density_rms         0.070
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.110(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     551
_refine_ls_number_reflns         8386
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0349
_refine_ls_restrained_S_all      1.078
_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)+(0.0243P)²+2.3017P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0739
_refine_ls_wR_factor_ref         0.0757
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.890(15)
 0.110(15)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
3.a Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C33(H33A,H33B), C6(H6A,H6B), C14(H14A,H14B)
3.b Aromatic/amide H refined with riding coordinates:
 N8(H8), N5(H5), N4(H4), N1(H1), C26(H26), C16(H16), C7(H7), C19(H19),
 C23(H23), C35(H35), C28(H28), C29(H29), C20(H20), C36(H36), C31(H31), C18(H18),
  C9(H9), C2(H2), C38(H38), C30(H30), C21(H21), C22(H22), C4(H4A), C37(H37),
 C10(H10), C3(H3), C17(H17), C1(H1A), C12(H12), C11(H11)
;
_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
Cu1 Cu -0.22469(9) 0.55616(3) 0.70994(6) 0.03209(18) Uani 1 1 d . . . . .
Cu2 Cu 0.51219(10) 0.77013(3) 1.24705(7) 0.03619(19) Uani 1 1 d . . . . .
Cu3 Cu 0.41498(10) 0.33359(3) 1.24541(7) 0.0394(2) Uani 1 1 d . . . . .
Cl8 Cl -0.4571(2) 0.50203(7) 0.69093(14) 0.0408(4) Uani 1 1 d . . . . .
Cl6 Cl -0.23330(19) 0.57124(7) 0.88828(13) 0.0391(4) Uani 1 1 d . . . . .
Cl2 Cl 0.4473(2) 0.24423(7) 1.24372(15) 0.0446(4) Uani 1 1 d . . . . .
Cl10 Cl 0.5179(2) 0.86004(7) 1.24983(16) 0.0471(4) Uani 1 1 d . . . . .
Cl4 Cl 0.1688(2) 0.37920(7) 1.20925(16) 0.0480(4) Uani 1 1 d . . . . .
Cl7 Cl -0.2747(3) 0.58634(9) 0.53783(16) 0.0606(6) Uani 1 1 d . . . . .
Cl5 Cl 0.0631(2) 0.56247(11) 0.71376(14) 0.0612(6) Uani 1 1 d . . . . .
Cl11 Cl 0.2319(2) 0.74797(8) 1.2321(2) 0.0602(6) Uani 1 1 d . . . . .
Cl1 Cl 0.4889(3) 0.35265(9) 1.42234(16) 0.0659(6) Uani 1 1 d . . . . .
Cl9 Cl 0.6617(3) 0.75111(10) 1.1069(2) 0.0843(8) Uani 1 1 d . . . . .
Cl3 Cl 0.5513(4) 0.35518(10) 1.1031(2) 0.0877(9) Uani 1 1 d . . . . .
Cl12 Cl 0.6378(3) 0.72187(11) 1.3828(2) 0.0841(8) Uani 1 1 d . . . . .
N7 N 0.3971(6) 0.59937(19) 0.9764(4) 0.0281(11) Uani 1 1 d . . . . .
N6 N 0.3861(6) 0.51261(18) 0.9762(4) 0.0254(11) Uani 1 1 d . . . . .
N3 N 0.1995(7) 0.6043(2) 1.4428(4) 0.0330(12) Uani 1 1 d . . . . .
N8 N 0.2621(7) 0.7379(2) 0.9250(5) 0.0368(13) Uani 1 1 d . . . . .
H8 H 0.3623 0.7516 0.9220 0.044 Uiso 1 1 calc R . . . .
N5 N 0.1925(7) 0.3819(2) 0.9066(5) 0.0346(12) Uani 1 1 d . . . . .
H5 H 0.2865 0.3648 0.9015 0.042 Uiso 1 1 calc R . . . .
N2 N 0.1856(6) 0.51785(19) 1.4339(4) 0.0302(12) Uani 1 1 d . . . . .
N4 N 0.0110(7) 0.6779(2) 1.5584(5) 0.0407(14) Uani 1 1 d . . . . .
H4 H -0.0248 0.6461 1.5436 0.049 Uiso 1 1 calc R . . . .
N1 N 0.1616(7) 0.3818(2) 1.5408(5) 0.0426(14) Uani 1 1 d . . . . .
H1 H 0.2610 0.3715 1.5258 0.051 Uiso 1 1 calc R . . . .
C34 C 0.2493(7) 0.6848(2) 0.9361(5) 0.0282(13) Uani 1 1 d . . . . .
C26 C 0.3775(7) 0.5563(3) 0.9145(5) 0.0291(12) Uani 1 1 d . . . . .
H26 H 0.3601 0.5564 0.8385 0.035 Uiso 1 1 calc R . . . .
C15 C 0.1631(8) 0.6931(3) 1.5285(5) 0.0319(14) Uani 1 1 d . . . . .
C27 C 0.4204(7) 0.5287(2) 1.0854(5) 0.0264(13) Uani 1 1 d . . . . .
C16 C 0.2222(9) 0.7431(3) 1.5552(6) 0.0395(16) Uani 1 1 d . . . . .
H16 H 0.3277 0.7542 1.5356 0.047 Uiso 1 1 calc R . . . .
C24 C 0.2032(8) 0.4341(2) 0.9276(5) 0.0280(13) Uani 1 1 d . . . . .
C25 C 0.3793(8) 0.4581(2) 0.9352(6) 0.0330(14) Uani 1 1 d . . . . .
H25A H 0.4582 0.4362 0.9832 0.040 Uiso 1 1 calc R . . . .
H25B H 0.4180 0.4576 0.8634 0.040 Uiso 1 1 calc R . . . .
C7 C 0.2556(8) 0.5593(3) 1.4900(5) 0.0328(13) Uani 1 1 d . . . . .
H7 H 0.3330 0.5569 1.5534 0.039 Uiso 1 1 calc R . . . .
C19 C -0.0874(9) 0.7109(3) 1.6108(6) 0.0481(18) Uani 1 1 d . . . . .
H19 H -0.1944 0.6995 1.6276 0.058 Uiso 1 1 calc R . . . .
C33 C 0.4129(8) 0.6534(2) 0.9353(6) 0.0382(16) Uani 1 1 d . . . . .
H33A H 0.4426 0.6518 0.8612 0.046 Uiso 1 1 calc R . . . .
H33B H 0.5057 0.6715 0.9800 0.046 Uiso 1 1 calc R . . . .
C5 C 0.1095(8) 0.4311(2) 1.5109(5) 0.0328(14) Uani 1 1 d . . . . .
C32 C 0.4258(7) 0.5837(2) 1.0857(5) 0.0268(13) Uani 1 1 d . . . . .
C8 C 0.0774(8) 0.5377(2) 1.3420(5) 0.0320(14) Uani 1 1 d . . . . .
C13 C 0.0862(8) 0.5924(2) 1.3487(5) 0.0339(14) Uani 1 1 d . . . . .
C23 C 0.0527(8) 0.4612(3) 0.9363(6) 0.0449(18) Uani 1 1 d . . . . .
H23 H 0.0546 0.4975 0.9515 0.054 Uiso 1 1 calc R . . . .
C35 C 0.0891(8) 0.6641(3) 0.9410(6) 0.0396(16) Uani 1 1 d . . . . .
H35 H 0.0750 0.6274 0.9476 0.048 Uiso 1 1 calc R . . . .
C28 C 0.4559(8) 0.4994(3) 1.1822(5) 0.0372(15) Uani 1 1 d . . . . .
H28 H 0.4504 0.4624 1.1835 0.045 Uiso 1 1 calc R . . . .
C29 C 0.4994(9) 0.5292(3) 1.2752(6) 0.0469(18) Uani 1 1 d . . . . .
H29 H 0.5263 0.5116 1.3414 0.056 Uiso 1 1 calc R . . . .
C6 C 0.2345(8) 0.4627(2) 1.4553(6) 0.0358(15) Uani 1 1 d . . . . .
H6A H 0.3453 0.4620 1.5001 0.043 Uiso 1 1 calc R . . . .
H6B H 0.2487 0.4456 1.3864 0.043 Uiso 1 1 calc R . . . .
C20 C 0.0443(9) 0.3546(3) 0.8930(6) 0.0441(17) Uani 1 1 d . . . . .
H20 H 0.0440 0.3183 0.8781 0.053 Uiso 1 1 calc R . . . .
C36 C -0.0520(9) 0.6974(3) 0.9363(7) 0.0478(18) Uani 1 1 d . . . . .
H36 H -0.1608 0.6832 0.9408 0.057 Uiso 1 1 calc R . . . .
C31 C 0.4653(8) 0.6129(3) 1.1787(6) 0.0399(16) Uani 1 1 d . . . . .
H31 H 0.4655 0.6500 1.1780 0.048 Uiso 1 1 calc R . . . .
C18 C -0.0301(10) 0.7608(3) 1.6393(7) 0.055(2) Uani 1 1 d . . . . .
H18 H -0.0958 0.7835 1.6773 0.066 Uiso 1 1 calc R . . . .
C9 C -0.0168(9) 0.5115(3) 1.2562(6) 0.0448(17) Uani 1 1 d . . . . .
H9 H -0.0232 0.4745 1.2525 0.054 Uiso 1 1 calc R . . . .
C2 C -0.0907(11) 0.3620(3) 1.6154(6) 0.057(2) Uani 1 1 d . . . . .
H2 H -0.1576 0.3385 1.6507 0.069 Uiso 1 1 calc R . . . .
C38 C 0.1257(8) 0.7704(3) 0.9184(6) 0.0441(16) Uani 1 1 d . . . . .
H38 H 0.1405 0.8068 0.9090 0.053 Uiso 1 1 calc R . . . .
C30 C 0.5050(8) 0.5841(3) 1.2745(6) 0.0449(18) Uani 1 1 d . . . . .
H30 H 0.5361 0.6022 1.3397 0.054 Uiso 1 1 calc R . . . .
C21 C -0.1064(9) 0.3809(3) 0.9014(7) 0.0498(19) Uani 1 1 d . . . . .
H21 H -0.2110 0.3628 0.8928 0.060 Uiso 1 1 calc R . . . .
C22 C -0.1005(9) 0.4339(3) 0.9225(7) 0.055(2) Uani 1 1 d . . . . .
H22 H -0.2027 0.4522 0.9276 0.066 Uiso 1 1 calc R . . . .
C4 C -0.0496(9) 0.4466(3) 1.5332(6) 0.0457(18) Uani 1 1 d . . . . .
H4A H -0.0901 0.4805 1.5134 0.055 Uiso 1 1 calc R . . . .
C37 C -0.0330(8) 0.7508(3) 0.9252(6) 0.0410(16) Uani 1 1 d . . . . .
H37 H -0.1278 0.7734 0.9223 0.049 Uiso 1 1 calc R . . . .
C14 C 0.2739(9) 0.6566(3) 1.4710(7) 0.0453(17) Uani 1 1 d . . . . .
H14A H 0.2994 0.6738 1.4044 0.054 Uiso 1 1 calc R . . . .
H14B H 0.3823 0.6515 1.5172 0.054 Uiso 1 1 calc R . . . .
C10 C -0.0997(9) 0.5434(4) 1.1772(6) 0.054(2) Uani 1 1 d . . . . .
H10 H -0.1631 0.5276 1.1169 0.065 Uiso 1 1 calc R . . . .
C3 C -0.1506(10) 0.4122(3) 1.5851(7) 0.053(2) Uani 1 1 d . . . . .
H3 H -0.2595 0.4229 1.5996 0.063 Uiso 1 1 calc R . . . .
C17 C 0.1262(10) 0.7771(3) 1.6110(6) 0.054(2) Uani 1 1 d . . . . .
H17 H 0.1671 0.8111 1.6295 0.065 Uiso 1 1 calc R . . . .
C1 C 0.0689(10) 0.3477(3) 1.5923(6) 0.0515(19) Uani 1 1 d . . . . .
H1A H 0.1131 0.3142 1.6124 0.062 Uiso 1 1 calc R . . . .
C12 C -0.0006(9) 0.6244(3) 1.2687(6) 0.0472(19) Uani 1 1 d . . . . .
H12 H 0.0038 0.6614 1.2726 0.057 Uiso 1 1 calc R . . . .
C11 C -0.0931(10) 0.5982(4) 1.1835(6) 0.057(2) Uani 1 1 d . . . . .
H11 H -0.1537 0.6181 1.1279 0.068 Uiso 1 1 calc R . . . .


_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 Cl8 2.2580(17) . ?
Cu1 Cl6 2.2394(17) . ?
Cu1 Cl7 2.2417(19) . ?
Cu1 Cl5 2.2505(18) . ?
Cu2 Cl10 2.2573(18) . ?
Cu2 Cl11 2.2461(19) . ?
Cu2 Cl9 2.250(2) . ?
Cu2 Cl12 2.198(2) . ?
Cu3 Cl2 2.2574(19) . ?
Cu3 Cl4 2.2375(18) . ?
Cu3 Cl1 2.239(2) . ?
Cu3 Cl3 2.227(2) . ?
N7 C26 1.322(8) . ?
N7 C33 1.458(8) . ?
N7 C32 1.395(8) . ?
N6 C26 1.331(8) . ?
N6 C27 1.399(8) . ?
N6 C25 1.459(7) . ?
N3 C7 1.320(8) . ?
N3 C13 1.404(8) . ?
N3 C14 1.460(8) . ?
N8 H8 0.8600 . ?
N8 C34 1.345(8) . ?
N8 C38 1.337(8) . ?
N5 H5 0.8600 . ?
N5 C24 1.337(8) . ?
N5 C20 1.339(8) . ?
N2 C7 1.330(8) . ?
N2 C8 1.419(8) . ?
N2 C6 1.451(8) . ?
N4 H4 0.8600 . ?
N4 C15 1.341(8) . ?
N4 C19 1.346(9) . ?
N1 H1 0.8600 . ?
N1 C5 1.341(8) . ?
N1 C1 1.330(9) . ?
C34 C33 1.504(8) . ?
C34 C35 1.364(9) . ?
C26 H26 0.9300 . ?
C15 C16 1.365(9) . ?
C15 C14 1.496(9) . ?
C27 C32 1.381(8) . ?
C27 C28 1.400(9) . ?
C16 H16 0.9300 . ?
C16 C17 1.373(10) . ?
C24 C25 1.494(8) . ?
C24 C23 1.374(9) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C7 H7 0.9300 . ?
C19 H19 0.9300 . ?
C19 C18 1.363(11) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C5 C6 1.489(9) . ?
C5 C4 1.363(9) . ?
C32 C31 1.364(9) . ?
C8 C13 1.376(9) . ?
C8 C9 1.380(9) . ?
C13 C12 1.385(9) . ?
C23 H23 0.9300 . ?
C23 C22 1.373(9) . ?
C35 H35 0.9300 . ?
C35 C36 1.381(9) . ?
C28 H28 0.9300 . ?
C28 C29 1.377(10) . ?
C29 H29 0.9300 . ?
C29 C30 1.378(10) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C20 H20 0.9300 . ?
C20 C21 1.365(10) . ?
C36 H36 0.9300 . ?
C36 C37 1.355(9) . ?
C31 H31 0.9300 . ?
C31 C30 1.387(10) . ?
C18 H18 0.9300 . ?
C18 C17 1.373(11) . ?
C9 H9 0.9300 . ?
C9 C10 1.363(10) . ?
C2 H2 0.9300 . ?
C2 C3 1.380(11) . ?
C2 C1 1.361(11) . ?
C38 H38 0.9300 . ?
C38 C37 1.347(9) . ?
C30 H30 0.9300 . ?
C21 H21 0.9300 . ?
C21 C22 1.355(10) . ?
C22 H22 0.9300 . ?
C4 H4A 0.9300 . ?
C4 C3 1.378(10) . ?
C37 H37 0.9300 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C10 H10 0.9300 . ?
C10 C11 1.379(12) . ?
C3 H3 0.9300 . ?
C17 H17 0.9300 . ?
C1 H1A 0.9300 . ?
C12 H12 0.9300 . ?
C12 C11 1.370(11) . ?
C11 H11 0.9300 . ?

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
Cl6 Cu1 Cl8 94.82(6) . . ?
Cl6 Cu1 Cl7 148.12(8) . . ?
Cl6 Cu1 Cl5 96.68(7) . . ?
Cl7 Cu1 Cl8 93.40(7) . . ?
Cl7 Cu1 Cl5 93.17(8) . . ?
Cl5 Cu1 Cl8 146.55(9) . . ?
Cl11 Cu2 Cl10 105.42(8) . . ?
Cl11 Cu2 Cl9 118.46(10) . . ?
Cl9 Cu2 Cl10 102.28(8) . . ?
Cl12 Cu2 Cl10 122.21(10) . . ?
Cl12 Cu2 Cl11 105.52(9) . . ?
Cl12 Cu2 Cl9 103.97(12) . . ?
Cl4 Cu3 Cl2 126.95(7) . . ?
Cl4 Cu3 Cl1 101.47(8) . . ?
Cl1 Cu3 Cl2 101.85(8) . . ?
Cl3 Cu3 Cl2 99.77(8) . . ?
Cl3 Cu3 Cl4 101.58(9) . . ?
Cl3 Cu3 Cl1 128.58(12) . . ?
C26 N7 C33 124.7(5) . . ?
C26 N7 C32 108.7(5) . . ?
C32 N7 C33 125.9(5) . . ?
C26 N6 C27 107.6(5) . . ?
C26 N6 C25 125.3(5) . . ?
C27 N6 C25 126.8(5) . . ?
C7 N3 C13 108.9(5) . . ?
C7 N3 C14 124.2(6) . . ?
C13 N3 C14 125.6(6) . . ?
C34 N8 H8 118.6 . . ?
C38 N8 H8 118.6 . . ?
C38 N8 C34 122.8(6) . . ?
C24 N5 H5 118.0 . . ?
C24 N5 C20 124.0(6) . . ?
C20 N5 H5 118.0 . . ?
C7 N2 C8 108.0(5) . . ?
C7 N2 C6 124.6(5) . . ?
C8 N2 C6 126.7(5) . . ?
C15 N4 H4 118.8 . . ?
C15 N4 C19 122.4(6) . . ?
C19 N4 H4 118.8 . . ?
C5 N1 H1 118.0 . . ?
C1 N1 H1 118.0 . . ?
C1 N1 C5 124.1(6) . . ?
N8 C34 C33 116.4(5) . . ?
N8 C34 C35 117.6(5) . . ?
C35 C34 C33 125.9(5) . . ?
N7 C26 N6 110.4(5) . . ?
N7 C26 H26 124.8 . . ?
N6 C26 H26 124.8 . . ?
N4 C15 C16 118.6(6) . . ?
N4 C15 C14 122.7(6) . . ?
C16 C15 C14 118.6(6) . . ?
N6 C27 C28 131.5(6) . . ?
C32 C27 N6 107.1(5) . . ?
C32 C27 C28 121.3(6) . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.1(6) . . ?
C17 C16 H16 119.9 . . ?
N5 C24 C25 116.2(5) . . ?
N5 C24 C23 117.8(6) . . ?
C23 C24 C25 126.0(6) . . ?
N6 C25 C24 113.2(5) . . ?
N6 C25 H25A 108.9 . . ?
N6 C25 H25B 108.9 . . ?
C24 C25 H25A 108.9 . . ?
C24 C25 H25B 108.9 . . ?
H25A C25 H25B 107.8 . . ?
N3 C7 N2 110.2(5) . . ?
N3 C7 H7 124.9 . . ?
N2 C7 H7 124.9 . . ?
N4 C19 H19 120.0 . . ?
N4 C19 C18 119.9(6) . . ?
C18 C19 H19 120.0 . . ?
N7 C33 C34 112.2(5) . . ?
N7 C33 H33A 109.2 . . ?
N7 C33 H33B 109.2 . . ?
C34 C33 H33A 109.2 . . ?
C34 C33 H33B 109.2 . . ?
H33A C33 H33B 107.9 . . ?
N1 C5 C6 115.2(6) . . ?
N1 C5 C4 117.5(6) . . ?
C4 C5 C6 127.4(6) . . ?
C27 C32 N7 106.1(5) . . ?
C31 C32 N7 130.8(6) . . ?
C31 C32 C27 122.9(6) . . ?
C13 C8 N2 106.3(6) . . ?
C13 C8 C9 122.7(6) . . ?
C9 C8 N2 130.9(6) . . ?
C8 C13 N3 106.5(6) . . ?
C8 C13 C12 121.3(7) . . ?
C12 C13 N3 132.1(6) . . ?
C24 C23 H23 120.5 . . ?
C22 C23 C24 119.1(6) . . ?
C22 C23 H23 120.5 . . ?
C34 C35 H35 120.0 . . ?
C34 C35 C36 119.9(6) . . ?
C36 C35 H35 120.0 . . ?
C27 C28 H28 122.4 . . ?
C29 C28 C27 115.3(7) . . ?
C29 C28 H28 122.4 . . ?
C28 C29 H29 118.6 . . ?
C28 C29 C30 122.9(7) . . ?
C30 C29 H29 118.6 . . ?
N2 C6 C5 114.8(5) . . ?
N2 C6 H6A 108.6 . . ?
N2 C6 H6B 108.6 . . ?
C5 C6 H6A 108.6 . . ?
C5 C6 H6B 108.6 . . ?
H6A C6 H6B 107.5 . . ?
N5 C20 H20 120.5 . . ?
N5 C20 C21 119.0(6) . . ?
C21 C20 H20 120.5 . . ?
C35 C36 H36 119.8 . . ?
C37 C36 C35 120.5(6) . . ?
C37 C36 H36 119.8 . . ?
C32 C31 H31 122.0 . . ?
C32 C31 C30 116.0(6) . . ?
C30 C31 H31 122.0 . . ?
C19 C18 H18 120.6 . . ?
C19 C18 C17 118.8(7) . . ?
C17 C18 H18 120.6 . . ?
C8 C9 H9 122.2 . . ?
C10 C9 C8 115.6(7) . . ?
C10 C9 H9 122.2 . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
C1 C2 C3 118.3(7) . . ?
N8 C38 H38 119.8 . . ?
N8 C38 C37 120.5(6) . . ?
C37 C38 H38 119.8 . . ?
C29 C30 C31 121.5(7) . . ?
C29 C30 H30 119.2 . . ?
C31 C30 H30 119.2 . . ?
C20 C21 H21 120.7 . . ?
C22 C21 C20 118.6(6) . . ?
C22 C21 H21 120.7 . . ?
C23 C22 H22 119.2 . . ?
C21 C22 C23 121.5(7) . . ?
C21 C22 H22 119.2 . . ?
C5 C4 H4A 119.9 . . ?
C5 C4 C3 120.3(7) . . ?
C3 C4 H4A 119.9 . . ?
C36 C37 H37 120.6 . . ?
C38 C37 C36 118.7(6) . . ?
C38 C37 H37 120.6 . . ?
N3 C14 C15 115.2(5) . . ?
N3 C14 H14A 108.5 . . ?
N3 C14 H14B 108.5 . . ?
C15 C14 H14A 108.5 . . ?
C15 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
C9 C10 H10 118.8 . . ?
C9 C10 C11 122.3(7) . . ?
C11 C10 H10 118.8 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(7) . . ?
C4 C3 H3 119.9 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.0(7) . . ?
C18 C17 H17 120.0 . . ?
N1 C1 C2 119.8(7) . . ?
N1 C1 H1A 120.1 . . ?
C2 C1 H1A 120.1 . . ?
C13 C12 H12 122.1 . . ?
C11 C12 C13 115.8(7) . . ?
C11 C12 H12 122.1 . . ?
C10 C11 H11 118.8 . . ?
C12 C11 C10 122.4(7) . . ?
C12 C11 H11 118.8 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.890(15)
2 0.110(15)

