# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_CuK1b
_database_code_depnum_ccdc_archive 'CCDC 2081700'
loop_
_audit_author_name
_audit_author_address
'Anna Switlicka'
;University of Silesia
Poland
;
_audit_update_record             
;
2021-05-04 deposited with the CCDC.	2022-09-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H18 Cl2 Cu N2'
_chemical_formula_sum            'C14 H18 Cl2 Cu N2'
_chemical_formula_weight         348.74

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'

_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                   7.4891(4)
_cell_length_b                   7.5179(5)
_cell_length_c                   8.3461(4)
_cell_angle_alpha                97.096(5)
_cell_angle_beta                 113.966(5)
_cell_angle_gamma                108.729(5)
_cell_volume                     388.75(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    2745
_cell_measurement_theta_min      3.9630
_cell_measurement_theta_max      25.9430

_exptl_crystal_description       prism
_exptl_crystal_colour            violet
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_F_000             179
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    1.736
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.79663
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'Blessing, Acta Cryst. A51 (1995) 33-38'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Oxford Diffraction Gemini A Ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6599
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.444
_diffrn_reflns_theta_max         25.047
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             1373
_reflns_number_gt                1221
_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       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    
'Mercury (Macrae, J.Appl.Cryst. 41 (2008) 466-470'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0289P)²+0.0881P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1373
_refine_ls_number_parameters     89
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0328
_refine_ls_R_factor_gt           0.0274
_refine_ls_wR_factor_ref         0.0658
_refine_ls_wR_factor_gt          0.0635
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_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 0.5000 0.5000 0.5000 0.03403(15) Uani 1 2 d S . P . .
Cl1 Cl 0.42925(11) 0.21415(9) 0.31465(8) 0.0523(2) Uani 1 1 d . . . . .
N1 N 0.6781(3) 0.6464(3) 0.3962(2) 0.0333(4) Uani 1 1 d . . . . .
C1 C 0.8876(4) 0.6872(4) 0.4765(3) 0.0448(6) Uani 1 1 d . . . . .
H1 H 0.9456 0.6502 0.5817 0.054 Uiso 1 1 calc R U . . .
C2 C 1.0210(4) 0.7814(4) 0.4105(4) 0.0542(7) Uani 1 1 d . . . . .
H2 H 1.1664 0.8091 0.4701 0.065 Uiso 1 1 calc R U . . .
C3 C 0.9330(5) 0.8330(4) 0.2540(4) 0.0557(7) Uani 1 1 d . . . . .
H3 H 1.0181 0.8951 0.2045 0.067 Uiso 1 1 calc R U . . .
C4 C 0.7189(4) 0.7927(4) 0.1712(3) 0.0472(6) Uani 1 1 d . . . . .
H4 H 0.6585 0.8276 0.0651 0.057 Uiso 1 1 calc R U . . .
C5 C 0.5923(4) 0.7004(3) 0.2443(3) 0.0350(5) Uani 1 1 d . . . . .
C6 C 0.3577(4) 0.6532(4) 0.1653(3) 0.0495(7) Uani 1 1 d . . . . .
H6A H 0.3346 0.7172 0.2589 0.059 Uiso 1 1 calc R U . . .
H6B H 0.2816 0.5126 0.1377 0.059 Uiso 1 1 calc R U . . .
C7 C 0.2586(5) 0.7116(4) -0.0057(3) 0.0577(7) Uani 1 1 d . . . . .
H7A H 0.2765 0.6469 -0.1011 0.087 Uiso 1 1 calc R U . . .
H7B H 0.3278 0.8514 0.0203 0.087 Uiso 1 1 calc R U . . .
H7C H 0.1088 0.6738 -0.0449 0.087 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 1.9935(18) 2_666 ?
Cu1 N1 1.9935(18) . ?
Cu1 Cl1 2.2524(6) . ?
Cu1 Cl1 2.2524(6) 2_666 ?
N1 C1 1.338(3) . ?
N1 C5 1.348(3) . ?
C1 C2 1.376(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.372(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.370(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.380(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.499(3) . ?
C6 C7 1.512(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 N1 180.0 2_666 . ?
N1 Cu1 Cl1 90.11(5) 2_666 . ?
N1 Cu1 Cl1 89.89(5) . . ?
N1 Cu1 Cl1 89.89(5) 2_666 2_666 ?
N1 Cu1 Cl1 90.11(5) . 2_666 ?
Cl1 Cu1 Cl1 180.00(4) . 2_666 ?
C1 N1 C5 119.1(2) . . ?
C1 N1 Cu1 119.03(16) . . ?
C5 N1 Cu1 121.81(15) . . ?
N1 C1 C2 122.9(2) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C3 C2 C1 117.9(3) . . ?
C3 C2 H2 121.0 . . ?
C1 C2 H2 121.0 . . ?
C4 C3 C2 119.6(3) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 120.3(2) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
N1 C5 C4 120.1(2) . . ?
N1 C5 C6 115.7(2) . . ?
C4 C5 C6 124.2(2) . . ?
C5 C6 C7 116.4(2) . . ?
C5 C6 H6A 108.2 . . ?
C7 C6 H6A 108.2 . . ?
C5 C6 H6B 108.2 . . ?
C7 C6 H6B 108.2 . . ?
H6A C6 H6B 107.3 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 -0.5(3) . . . . ?
Cu1 N1 C1 C2 177.67(19) . . . . ?
N1 C1 C2 C3 -0.8(4) . . . . ?
C1 C2 C3 C4 1.0(4) . . . . ?
C2 C3 C4 C5 -0.1(4) . . . . ?
C1 N1 C5 C4 1.4(3) . . . . ?
Cu1 N1 C5 C4 -176.65(17) . . . . ?
C1 N1 C5 C6 -178.7(2) . . . . ?
Cu1 N1 C5 C6 3.2(3) . . . . ?
C3 C4 C5 N1 -1.2(4) . . . . ?
C3 C4 C5 C6 179.0(2) . . . . ?
N1 C5 C6 C7 -179.6(2) . . . . ?
C4 C5 C6 C7 0.2(4) . . . . ?

_refine_diff_density_max         0.388
_refine_diff_density_min         -0.408
_refine_diff_density_rms         0.049

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_cuk3
_database_code_depnum_ccdc_archive 'CCDC 2081702'
loop_
_audit_author_name
_audit_author_address
'Anna Switlicka'
;University of Silesia
Poland
;
_audit_update_record             
;
2021-05-04 deposited with the CCDC.	2022-09-21 downloaded from the CCDC.
;
_audit_creation_date             2020-10-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H16 Cl2 Cu2 N2 O2'
_chemical_formula_sum            'C14 H16 Cl2 Cu2 N2 O2'
_chemical_formula_weight         442.27
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
O O 0.0106 0.0060 '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                   6.1899(3)
_cell_length_b                   8.0094(5)
_cell_length_c                   8.5356(4)
_cell_angle_alpha                89.741(5)
_cell_angle_beta                 79.214(4)
_cell_angle_gamma                70.029(6)
_cell_volume                     389.89(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    3388
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.9930
_cell_measurement_theta_min      4.0880
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.076
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36007
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.884
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       brick
_exptl_crystal_F_000             222
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.880
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7390
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.880
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.530
_diffrn_reflns_theta_min         3.526
_diffrn_ambient_temperature      295(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4015
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.880
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -21.00  83.00   1.00    1.00    --    9.59  67.00-105.00  104
  2  ω    -63.00  40.00   1.00    1.00    --    9.59 -67.00 120.00  103
  3  ω    -23.00  39.00   1.00    1.00    --    9.59  77.00 -90.00   62
  4  ω    -45.00  39.00   1.00    1.00    --  -12.01  77.00   0.00   84
  5  ω   -100.00 -40.00   1.00    1.00    --  -12.01-179.00 150.00   60
  6  ω    -61.00 -35.00   1.00    1.00    --    9.51 -57.00 -30.00   26
  7  ω     -8.00  76.00   1.00    1.00    --    9.51  57.00 120.00   84
  8  ω    -81.00 -55.00   1.00    1.00    --  -11.93 145.00 -90.56   26
  9  ω    -84.00  -1.00   1.00    1.00    --  -11.93 -38.00 -30.00   83
 10  ω    -87.00 -62.00   1.00    1.00    --  -11.93 153.00 167.59   25
 11  ω    -88.00 -49.00   1.00    1.00    --  -11.93 154.00  68.32   39
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0579148000
_diffrn_orient_matrix_UB_12      0.0263046000
_diffrn_orient_matrix_UB_13      -0.0650558000
_diffrn_orient_matrix_UB_21      0.0396443000
_diffrn_orient_matrix_UB_22      0.0734455000
_diffrn_orient_matrix_UB_23      -0.0085553000
_diffrn_orient_matrix_UB_31      0.1026761000
_diffrn_orient_matrix_UB_32      -0.0531870000
_diffrn_orient_matrix_UB_33      -0.0536683000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1611
_reflns_number_total             1922
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.328
_refine_diff_density_min         -0.578
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     100
_refine_ls_number_reflns         1922
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0309
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0311P)²+0.1058P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0641
_refine_ls_wR_factor_ref         0.0716
_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:
 C6(H6A,H6B), C7(H7A,H7B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.32624(5) 0.90070(4) 0.00074(3) 0.02921(12) Uani 1 1 d . . . . .
Cl1 Cl 0.12558(12) 0.86104(9) -0.18278(7) 0.03702(17) Uani 1 1 d . . . . .
O1 O 0.4552(3) 1.0627(2) -0.1193(2) 0.0349(4) Uani 1 1 d . . . . .
N1 N 0.2729(3) 0.7092(3) 0.1412(2) 0.0297(4) Uani 1 1 d . . . . .
C1 C 0.2328(5) 0.5713(3) 0.0790(3) 0.0356(6) Uani 1 1 d . . . . .
H1 H 0.221818 0.570078 -0.028172 0.043 Uiso 1 1 calc R U . . .
C2 C 0.2071(5) 0.4319(4) 0.1656(4) 0.0432(7) Uani 1 1 d . . . . .
H2 H 0.180488 0.338567 0.117825 0.052 Uiso 1 1 calc R U . . .
C3 C 0.2216(5) 0.4332(4) 0.3234(4) 0.0489(7) Uani 1 1 d . . . . .
H3 H 0.205397 0.340525 0.384916 0.059 Uiso 1 1 calc R U . . .
C4 C 0.2606(5) 0.5746(4) 0.3899(3) 0.0445(7) Uani 1 1 d . . . . .
H4 H 0.267596 0.578693 0.497677 0.053 Uiso 1 1 calc R U . . .
C5 C 0.2894(4) 0.7101(3) 0.2968(3) 0.0335(6) Uani 1 1 d . . . . .
C6 C 0.3482(5) 0.8576(4) 0.3634(3) 0.0403(6) Uani 1 1 d . . . . .
H6A H 0.362696 0.837774 0.473734 0.048 Uiso 1 1 calc R U . . .
H6B H 0.221320 0.969259 0.361932 0.048 Uiso 1 1 calc R U . . .
C7 C 0.4259(5) 1.1287(4) -0.2699(3) 0.0423(7) Uani 1 1 d . . . . .
H7A H 0.304122 1.245300 -0.255848 0.051 Uiso 1 1 calc R U . . .
H7B H 0.376399 1.050178 -0.329558 0.051 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 Cl1 2.2582(7) . ?
Cu1 O1 1.9388(17) . ?
Cu1 O1 1.9308(16) 2_675 ?
Cu1 N1 2.020(2) . ?
O1 C7 1.407(3) . ?
N1 C1 1.344(3) . ?
N1 C5 1.351(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.374(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.367(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.381(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.383(4) . ?
C5 C6 1.493(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.513(4) 2_675 ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 Cl1 168.08(6) 2_675 . ?
O1 Cu1 Cl1 95.75(5) . . ?
O1 Cu1 O1 74.53(8) 2_675 . ?
O1 Cu1 N1 92.79(8) 2_675 . ?
O1 Cu1 N1 165.39(8) . . ?
N1 Cu1 Cl1 95.87(6) . . ?
Cu1 O1 Cu1 105.47(8) 2_675 . ?
C7 O1 Cu1 130.04(15) . . ?
C7 O1 Cu1 124.13(15) . 2_675 ?
C1 N1 Cu1 120.31(18) . . ?
C1 N1 C5 118.1(2) . . ?
C5 N1 Cu1 121.44(16) . . ?
N1 C1 H1 118.3 . . ?
N1 C1 C2 123.3(3) . . ?
C2 C1 H1 118.3 . . ?
C1 C2 H2 120.7 . . ?
C3 C2 C1 118.7(3) . . ?
C3 C2 H2 120.7 . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.9(3) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.2(3) . . ?
C5 C4 H4 119.9 . . ?
N1 C5 C4 120.7(2) . . ?
N1 C5 C6 118.2(2) . . ?
C4 C5 C6 121.1(2) . . ?
C5 C6 H6A 109.2 . . ?
C5 C6 H6B 109.2 . . ?
C5 C6 C7 112.2(2) . 2_675 ?
H6A C6 H6B 107.9 . . ?
C7 C6 H6A 109.2 2_675 . ?
C7 C6 H6B 109.2 2_675 . ?
O1 C7 C6 111.0(2) . 2_675 ?
O1 C7 H7A 109.4 . . ?
O1 C7 H7B 109.4 . . ?
C6 C7 H7A 109.4 2_675 . ?
C6 C7 H7B 109.4 2_675 . ?
H7A C7 H7B 108.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O1 C7 C6 -142.17(19) . . . 2_675 ?
Cu1 O1 C7 C6 29.9(3) 2_675 . . 2_675 ?
Cu1 N1 C1 C2 176.5(2) . . . . ?
Cu1 N1 C5 C4 -177.7(2) . . . . ?
Cu1 N1 C5 C6 0.0(3) . . . . ?
N1 C1 C2 C3 0.4(4) . . . . ?
N1 C5 C6 C7 -55.7(3) . . . 2_675 ?
C1 N1 C5 C4 -1.3(4) . . . . ?
C1 N1 C5 C6 176.4(2) . . . . ?
C1 C2 C3 C4 0.2(4) . . . . ?
C2 C3 C4 C5 -1.4(4) . . . . ?
C3 C4 C5 N1 2.0(4) . . . . ?
C3 C4 C5 C6 -175.7(3) . . . . ?
C4 C5 C6 C7 122.0(3) . . . 2_675 ?
C5 N1 C1 C2 0.2(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.203
_oxdiff_exptl_absorpt_empirical_full_min 0.698
####################################################################### 
# 
# 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_cuk2
_database_code_depnum_ccdc_archive 'CCDC 2125621'
loop_
_audit_author_name
_audit_author_address
'Anna Switlicka'
;University of Silesia
Poland
;
_audit_update_record             
;
2021-12-01 deposited with the CCDC.	2022-09-21 downloaded from the CCDC.
;
_audit_creation_date             2020-01-30
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H12 Cu N2 O2, 4(H2 O)'
_chemical_formula_sum            'C12 H20 Cu N2 O6'
_chemical_formula_weight         351.84
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H15 N3 O2 Cl2 Cu1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 1 2/m 1'
_space_group_name_Hall           '-C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   13.5721(14)
_cell_length_b                   7.1790(5)
_cell_length_c                   8.2686(6)
_cell_angle_alpha                90
_cell_angle_beta                 110.398(7)
_cell_angle_gamma                90
_cell_volume                     755.12(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2151
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.6690
_cell_measurement_theta_min      4.5200
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.474
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.07772
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       brick
_exptl_crystal_F_000             366
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_unetI/netI     0.0189
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            3292
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.049
_diffrn_reflns_theta_max         25.049
_diffrn_reflns_theta_min         3.362
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4015
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -22.00  39.00   1.00    1.13    --   10.37  77.00  60.00   61
  2  ω    -86.00   4.00   1.00    1.13    --  -11.39 -38.00  30.00   90
  3  ω    -51.00  27.00   1.00    1.13    --  -11.39  19.00 -90.00   78
  4  ω     -4.00  67.00   1.00    1.13    --   10.22  38.00 -90.00   71
  5  ω     14.00  39.00   1.00    1.13    --  -11.23  77.00 150.00   25
  6  ω    -44.00  17.00   1.00    1.13    --  -11.23 -57.00  90.00   61
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0280914000
_diffrn_orient_matrix_UB_12      -0.0937570000
_diffrn_orient_matrix_UB_13      -0.0039438000
_diffrn_orient_matrix_UB_21      -0.0749463000
_diffrn_orient_matrix_UB_22      0.0269741000
_diffrn_orient_matrix_UB_23      -0.0375484000
_diffrn_orient_matrix_UB_31      0.0389253000
_diffrn_orient_matrix_UB_32      -0.0156905000
_diffrn_orient_matrix_UB_33      -0.0410422000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                712
_reflns_number_total             728
_reflns_odcompleteness_completeness 99.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.381
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       0.040(3)
_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   1.113
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     66
_refine_ls_number_reflns         728
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0291
_refine_ls_R_factor_gt           0.0283
_refine_ls_restrained_S_all      1.113
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0354P)²+1.0586P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0717
_refine_ls_wR_factor_ref         0.0723
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Others
 Fixed Sof: H6A(0.5) H6B(0.5)
3.a Free rotating group:
 O2(H2A,H2B)
3.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
3.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4)
;
_atom_sites_solution_hydrogens   mixed
_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 0.500000 0.000000 0.000000 0.0281(3) Uani 1 4 d S T P . .
O1 O 0.40840(16) 0.000000 -0.2331(3) 0.0346(5) Uani 1 2 d S T P . .
N1 N 0.3681(2) 0.000000 0.0522(3) 0.0300(6) Uani 1 2 d S T P . .
C1 C 0.3582(3) 0.000000 0.2095(4) 0.0364(7) Uani 1 2 d S T P . .
H1 H 0.418418 0.000000 0.307624 0.044 Uiso 1 2 calc R U P . .
C2 C 0.2619(3) 0.000000 0.2280(5) 0.0435(8) Uani 1 2 d S T P . .
H2 H 0.256500 0.000000 0.337072 0.052 Uiso 1 2 calc R U P . .
C3 C 0.1729(3) 0.000000 0.0819(5) 0.0480(9) Uani 1 2 d S T P . .
H3 H 0.106681 0.000000 0.091560 0.058 Uiso 1 2 calc R U P . .
C4 C 0.1826(3) 0.000000 -0.0778(5) 0.0428(8) Uani 1 2 d S T P . .
H4 H 0.123141 0.000000 -0.177279 0.051 Uiso 1 2 calc R U P . .
C5 C 0.2813(2) 0.000000 -0.0891(4) 0.0310(7) Uani 1 2 d S T P . .
C6 C 0.3009(2) 0.000000 -0.2579(4) 0.0356(7) Uani 1 2 d S T P . .
H6A H 0.268403 -0.109244 -0.324086 0.043 Uiso 0.5 1 calc R U P . .
H6B H 0.268403 0.109244 -0.324086 0.043 Uiso 0.5 1 calc R U P . .
O2 O 0.42976(19) 0.3105(4) -0.4134(4) 0.0866(8) Uani 1 1 d G . . . .
H2A H 0.492673 0.312521 -0.373021 0.130 Uiso 1 1 d G U . . .
H2B H 0.417202 0.224717 -0.352389 0.130 Uiso 1 1 d G 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 O1 1.895(2) . ?
Cu1 O1 1.895(2) 5_655 ?
Cu1 N1 1.982(3) . ?
Cu1 N1 1.982(3) 5_655 ?
O1 C6 1.400(4) . ?
N1 C1 1.354(4) . ?
N1 C5 1.339(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.368(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.378(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.372(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.375(5) . ?
C5 C6 1.510(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
O2 H2A 0.8012 . ?
O2 H2B 0.8499 . ?

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
O1 Cu1 O1 180.0 . 5_655 ?
O1 Cu1 N1 95.78(9) . 5_655 ?
O1 Cu1 N1 84.22(9) 5_655 5_655 ?
O1 Cu1 N1 95.78(9) 5_655 . ?
O1 Cu1 N1 84.22(9) . . ?
N1 Cu1 N1 180.0 . 5_655 ?
C6 O1 Cu1 115.45(19) . . ?
C1 N1 Cu1 127.6(2) . . ?
C5 N1 Cu1 113.4(2) . . ?
C5 N1 C1 119.0(3) . . ?
N1 C1 H1 119.1 . . ?
N1 C1 C2 121.8(3) . . ?
C2 C1 H1 119.1 . . ?
C1 C2 H2 120.6 . . ?
C1 C2 C3 118.8(3) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.7(3) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.2(3) . . ?
C5 C4 H4 120.4 . . ?
N1 C5 C4 121.5(3) . . ?
N1 C5 C6 114.9(3) . . ?
C4 C5 C6 123.5(3) . . ?
O1 C6 C5 112.0(2) . . ?
O1 C6 H6A 109.2 . . ?
O1 C6 H6B 109.2 . . ?
C5 C6 H6A 109.2 . . ?
C5 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
H2A O2 H2B 99.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O1 C6 C5 0.000(0) . . . . ?
Cu1 N1 C1 C2 180.000(0) . . . . ?
Cu1 N1 C5 C4 180.0 . . . . ?
Cu1 N1 C5 C6 0.000(0) . . . . ?
N1 Cu1 O1 C6 0.000(0) . . . . ?
N1 Cu1 O1 C6 180.000(0) 5_655 . . . ?
N1 C1 C2 C3 0.000(1) . . . . ?
N1 C5 C6 O1 0.000(0) . . . . ?
C1 N1 C5 C4 0.000(0) . . . . ?
C1 N1 C5 C6 180.000(0) . . . . ?
C1 C2 C3 C4 0.000(0) . . . . ?
C2 C3 C4 C5 0.000(0) . . . . ?
C3 C4 C5 N1 0.000(0) . . . . ?
C3 C4 C5 C6 180.000(0) . . . . ?
C4 C5 C6 O1 180.000(0) . . . . ?
C5 N1 C1 C2 0.000(0) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 7.661
_oxdiff_exptl_absorpt_empirical_full_min 0.584
####################################################################### 
# 
# 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_cuk1_2
_database_code_depnum_ccdc_archive 'CCDC 2081701'
loop_
_audit_author_name
_audit_author_address
'Anna Switlicka'
;University of Silesia
Poland
;
_audit_update_record             
;
2021-05-04 deposited with the CCDC.	2022-09-21 downloaded from the CCDC.
;
_audit_creation_date             2020-12-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H36 Cl6 Cu4 N4 O'
_chemical_formula_sum            'C28 H36 Cl6 Cu4 N4 O'
_chemical_formula_weight         911.47
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.7450(7)
_cell_length_b                   11.9340(6)
_cell_length_c                   18.8133(9)
_cell_angle_alpha                90
_cell_angle_beta                 103.620(4)
_cell_angle_gamma                90
_cell_volume                     3653.8(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7161
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.4930
_cell_measurement_theta_min      3.7230
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.764
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64877
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.657
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1832
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.871
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            25795
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.871
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.523
_diffrn_reflns_theta_min         3.394
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 10.4015
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.871
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      1.00  51.00   1.00   71.89    --    9.90 -99.00   0.00   50
  2  ω    -23.00  39.00   1.00   71.89    --    9.90  77.00 -90.00   62
  3  ω    -28.00  48.00   1.00   71.89    --  -11.54  38.00  60.00   76
  4  ω    -76.00   5.00   1.00   71.89    --  -11.54 -19.00-150.00   81
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_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                5788
_reflns_number_total             8883
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.589
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     411
_refine_ls_number_reflns         8883
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0793
_refine_ls_R_factor_gt           0.0392
_refine_ls_restrained_S_all      1.011
_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)+(0.0299P)²+1.0482P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0717
_refine_ls_wR_factor_ref         0.0857
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: C20A(0.5) H20A(0.5) H20B(0.5) C21A(0.5) H21A(0.5) H21B(0.5)
 H21C(0.5) C20B(0.5) H20C(0.5) H20D(0.5) C21B(0.5) H21D(0.5) H21E(0.5) H21F(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C13(H13A,H13B), C27(H27A,H27B), C20A(H20A,H20B), C20B(H20C,H20D)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C8(H8), C9(H9), C10(H10), C11(H11), C15(H15),
 C16(H16), C17(H17), C18(H18), C22(H22), C23(H23), C24(H24), C25(H25)
3.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C14(H14A,H14B,H14C), C28(H28A,H28B,H28C), C21A(H21A,H21B,
 H21C), C21B(H21D,H21E,H21F)
;
_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 0.64975(2) 0.76354(4) 0.01741(2) 0.04322(11) Uani 1 1 d . . . . .
Cu2 Cu 0.82227(2) 0.75158(4) -0.01607(2) 0.04335(11) Uani 1 1 d . . . . .
Cu3 Cu 0.66001(2) 0.72455(3) -0.14209(2) 0.04352(11) Uani 1 1 d . . . . .
Cu4 Cu 0.70440(2) 0.95299(3) -0.06830(2) 0.04220(11) Uani 1 1 d . . . . .
Cl1 Cl 0.77664(5) 0.77145(9) 0.10139(5) 0.0579(2) Uani 1 1 d . . . . .
Cl2 Cl 0.81500(5) 0.65018(9) -0.12261(5) 0.0676(3) Uani 1 1 d . . . . .
Cl3 Cl 0.59722(6) 0.61078(8) -0.06655(5) 0.0609(2) Uani 1 1 d . . . . .
Cl4 Cl 0.68001(5) 0.88806(8) -0.20419(4) 0.0520(2) Uani 1 1 d . . . . .
Cl5 Cl 0.84680(5) 0.96330(7) -0.02249(5) 0.0503(2) Uani 1 1 d . . . . .
Cl6 Cl 0.56923(5) 0.92261(8) -0.05163(5) 0.0557(2) Uani 1 1 d . . . . .
O1 O 0.71219(11) 0.79571(17) -0.05293(10) 0.0356(5) Uani 1 1 d . . . . .
N1 N 0.58931(15) 0.7447(2) 0.09581(15) 0.0473(7) Uani 1 1 d . . . . .
N2 N 0.93457(14) 0.7015(2) 0.03071(13) 0.0422(6) Uani 1 1 d . . . . .
N3 N 0.59962(15) 0.6428(2) -0.22921(14) 0.0446(7) Uani 1 1 d . . . . .
N4 N 0.69403(15) 1.1168(2) -0.08140(16) 0.0473(7) Uani 1 1 d . . . . .
C1 C 0.55098(19) 0.8362(3) 0.11270(19) 0.0533(9) Uani 1 1 d . . . . .
H1 H 0.548490 0.899200 0.083182 0.064 Uiso 1 1 calc R U . . .
C2 C 0.5154(2) 0.8417(4) 0.1710(2) 0.0690(11) Uani 1 1 d . . . . .
H2 H 0.490738 0.907460 0.181607 0.083 Uiso 1 1 calc R U . . .
C3 C 0.5170(3) 0.7489(5) 0.2130(2) 0.0812(14) Uani 1 1 d . . . . .
H3 H 0.492815 0.749772 0.252714 0.097 Uiso 1 1 calc R U . . .
C4 C 0.5544(3) 0.6543(4) 0.1962(2) 0.0810(13) Uani 1 1 d . . . . .
H4 H 0.555027 0.590030 0.224201 0.097 Uiso 1 1 calc R U . . .
C5 C 0.5918(2) 0.6531(3) 0.1375(2) 0.0589(10) Uani 1 1 d . . . . .
C6 C 0.6357(3) 0.5503(4) 0.1215(2) 0.0786(12) Uani 1 1 d . . . . .
H6A H 0.658241 0.564536 0.079338 0.094 Uiso 1 1 calc R U . . .
H6B H 0.596433 0.489467 0.108956 0.094 Uiso 1 1 calc R U . . .
C7 C 0.7044(3) 0.5142(5) 0.1849(3) 0.1064(18) Uani 1 1 d . . . . .
H7A H 0.727592 0.445127 0.172946 0.160 Uiso 1 1 calc R U . . .
H7B H 0.683085 0.503538 0.227558 0.160 Uiso 1 1 calc R U . . .
H7C H 0.746194 0.570947 0.194581 0.160 Uiso 1 1 calc R U . . .
C8 C 0.9973(2) 0.7709(3) 0.03151(19) 0.0522(9) Uani 1 1 d . . . . .
H8 H 0.986238 0.840133 0.008577 0.063 Uiso 1 1 calc R U . . .
C9 C 1.0777(2) 0.7449(4) 0.0647(2) 0.0650(11) Uani 1 1 d . . . . .
H9 H 1.120020 0.795356 0.064865 0.078 Uiso 1 1 calc R U . . .
C10 C 1.0928(2) 0.6426(4) 0.0974(2) 0.0690(12) Uani 1 1 d . . . . .
H10 H 1.146285 0.622381 0.120380 0.083 Uiso 1 1 calc R U . . .
C11 C 1.0304(2) 0.5708(4) 0.0963(2) 0.0645(11) Uani 1 1 d . . . . .
H11 H 1.040972 0.500832 0.118321 0.077 Uiso 1 1 calc R U . . .
C12 C 0.94990(19) 0.6011(3) 0.06240(17) 0.0490(9) Uani 1 1 d . . . . .
C13 C 0.8785(2) 0.5243(3) 0.0593(2) 0.0659(11) Uani 1 1 d . . . . .
H13A H 0.855923 0.504490 0.008499 0.079 Uiso 1 1 calc R U . . .
H13B H 0.836423 0.565590 0.075906 0.079 Uiso 1 1 calc R U . . .
C14 C 0.8954(3) 0.4181(5) 0.1028(3) 0.1093(18) Uani 1 1 d . . . . .
H14A H 0.935710 0.374772 0.086093 0.164 Uiso 1 1 calc R U . . .
H14B H 0.845542 0.375552 0.096515 0.164 Uiso 1 1 calc R U . . .
H14C H 0.915692 0.435906 0.153591 0.164 Uiso 1 1 calc R U . . .
C15 C 0.6375(2) 0.5600(3) -0.25556(17) 0.0476(8) Uani 1 1 d . . . . .
H15 H 0.693085 0.548398 -0.235067 0.057 Uiso 1 1 calc R U . . .
C16 C 0.5990(2) 0.4914(3) -0.31105(18) 0.0575(10) Uani 1 1 d . . . . .
H16 H 0.627437 0.434155 -0.327952 0.069 Uiso 1 1 calc R U . . .
C17 C 0.5170(2) 0.5093(4) -0.34125(19) 0.0609(10) Uani 1 1 d . . . . .
H17 H 0.488768 0.463865 -0.379038 0.073 Uiso 1 1 calc R U . . .
C18 C 0.4774(2) 0.5938(4) -0.3156(2) 0.0593(10) Uani 1 1 d . . . . .
H18 H 0.421964 0.606750 -0.336044 0.071 Uiso 1 1 calc R U . . .
C19 C 0.5195(2) 0.6605(3) -0.2591(2) 0.0576(10) Uani 1 1 d . . . . .
C22 C 0.69954(19) 1.1597(3) -0.1462(2) 0.0535(9) Uani 1 1 d . . . . .
H22 H 0.706991 1.110404 -0.182368 0.064 Uiso 1 1 calc R U . . .
C23 C 0.6948(2) 1.2707(3) -0.1615(2) 0.0651(11) Uani 1 1 d . . . . .
H23 H 0.699993 1.296831 -0.206785 0.078 Uiso 1 1 calc R U . . .
C24 C 0.6824(3) 1.3429(4) -0.1096(3) 0.0811(13) Uani 1 1 d . . . . .
H24 H 0.678235 1.419542 -0.118750 0.097 Uiso 1 1 calc R U . . .
C25 C 0.6762(3) 1.3011(4) -0.0437(3) 0.0816(13) Uani 1 1 d . . . . .
H25 H 0.667189 1.349898 -0.007819 0.098 Uiso 1 1 calc R U . . .
C26 C 0.6831(2) 1.1879(4) -0.0293(2) 0.0632(10) Uani 1 1 d . . . . .
C27 C 0.6778(4) 1.1415(5) 0.0448(3) 0.1099(19) Uani 1 1 d . . . . .
H27A H 0.630839 1.176038 0.057986 0.132 Uiso 1 1 calc R U . . .
H27B H 0.666356 1.061904 0.038996 0.132 Uiso 1 1 calc R U . . .
C28 C 0.7445(6) 1.1550(9) 0.1025(4) 0.210(4) Uani 1 1 d . . . . .
H28A H 0.767694 1.228083 0.100112 0.316 Uiso 1 1 calc R U . . .
H28B H 0.784941 1.098974 0.100045 0.316 Uiso 1 1 calc R U . . .
H28C H 0.727626 1.147344 0.147564 0.316 Uiso 1 1 calc R U . . .
C20A C 0.4828(6) 0.7663(10) -0.2437(6) 0.054(3) Uani 0.5 1 d . . P A 1
H20A H 0.462377 0.807006 -0.288924 0.065 Uiso 0.5 1 calc R U P A 1
H20B H 0.524129 0.812034 -0.211874 0.065 Uiso 0.5 1 calc R U P A 1
C21A C 0.4119(6) 0.7435(9) -0.2067(5) 0.078(3) Uani 0.5 1 d . . P A 1
H21A H 0.370813 0.698774 -0.238478 0.117 Uiso 0.5 1 calc R U P A 1
H21B H 0.388074 0.813377 -0.196969 0.117 Uiso 0.5 1 calc R U P A 1
H21C H 0.432380 0.704234 -0.161580 0.117 Uiso 0.5 1 calc R U P A 1
C20B C 0.4699(8) 0.7381(11) -0.2144(7) 0.071(3) Uani 0.5 1 d . . P A 2
H20C H 0.421432 0.698534 -0.208219 0.086 Uiso 0.5 1 calc R U P A 2
H20D H 0.504314 0.753441 -0.166210 0.086 Uiso 0.5 1 calc R U P A 2
C21B C 0.4460(7) 0.8411(10) -0.2515(5) 0.098(3) Uani 0.5 1 d . . P A 2
H21D H 0.493827 0.879398 -0.258764 0.147 Uiso 0.5 1 calc R U P A 2
H21E H 0.418670 0.887033 -0.222619 0.147 Uiso 0.5 1 calc R U P A 2
H21F H 0.409333 0.826208 -0.297990 0.147 Uiso 0.5 1 calc R U P A 2


_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 Cu4 3.0404(6) . ?
Cu1 Cl1 2.3320(9) . ?
Cu1 Cl3 2.4366(10) . ?
Cu1 Cl6 2.5068(9) . ?
Cu1 O1 1.9086(19) . ?
Cu1 N1 1.988(3) . ?
Cu2 Cl1 2.5136(9) . ?
Cu2 Cl2 2.3199(9) . ?
Cu2 Cl5 2.5672(10) . ?
Cu2 O1 1.8853(18) . ?
Cu2 N2 1.972(2) . ?
Cu3 Cl2 2.6850(9) . ?
Cu3 Cl3 2.3817(10) . ?
Cu3 Cl4 2.3385(10) . ?
Cu3 O1 1.8994(19) . ?
Cu3 N3 1.970(3) . ?
Cu4 Cl4 2.6099(9) . ?
Cu4 Cl5 2.3400(8) . ?
Cu4 Cl6 2.3848(9) . ?
Cu4 O1 1.899(2) . ?
Cu4 N4 1.973(3) . ?
N1 C1 1.342(4) . ?
N1 C5 1.340(4) . ?
N2 C8 1.335(4) . ?
N2 C12 1.336(4) . ?
N3 C15 1.332(4) . ?
N3 C19 1.344(4) . ?
N4 C22 1.344(4) . ?
N4 C26 1.341(5) . ?
C1 H1 0.9300 . ?
C1 C2 1.367(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.357(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.364(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.390(5) . ?
C5 C6 1.498(6) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.513(6) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8 0.9300 . ?
C8 C9 1.379(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.363(6) . ?
C10 H10 0.9300 . ?
C10 C11 1.349(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.396(4) . ?
C12 C13 1.496(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.500(6) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15 0.9300 . ?
C15 C16 1.364(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.375(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.356(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.382(5) . ?
C19 C20A 1.462(12) . ?
C19 C20B 1.606(13) . ?
C22 H22 0.9300 . ?
C22 C23 1.355(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.355(6) . ?
C24 H24 0.9300 . ?
C24 C25 1.363(6) . ?
C25 H25 0.9300 . ?
C25 C26 1.378(6) . ?
C26 C27 1.521(6) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.372(8) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C20A H20A 0.9700 . ?
C20A H20B 0.9700 . ?
C20A C21A 1.535(11) . ?
C21A H21A 0.9600 . ?
C21A H21B 0.9600 . ?
C21A H21C 0.9600 . ?
C20B H20C 0.9700 . ?
C20B H20D 0.9700 . ?
C20B C21B 1.423(15) . ?
C21B H21D 0.9600 . ?
C21B H21E 0.9600 . ?
C21B H21F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Cu1 Cu4 89.38(3) . . ?
Cl1 Cu1 Cl3 126.99(4) . . ?
Cl1 Cu1 Cl6 127.84(4) . . ?
Cl3 Cu1 Cu4 108.69(3) . . ?
Cl3 Cu1 Cl6 99.36(4) . . ?
Cl6 Cu1 Cu4 49.79(2) . . ?
O1 Cu1 Cu4 36.90(6) . . ?
O1 Cu1 Cl1 84.33(6) . . ?
O1 Cu1 Cl3 82.77(6) . . ?
O1 Cu1 Cl6 78.70(6) . . ?
O1 Cu1 N1 174.07(11) . . ?
N1 Cu1 Cu4 138.33(9) . . ?
N1 Cu1 Cl1 92.51(8) . . ?
N1 Cu1 Cl3 103.12(9) . . ?
N1 Cu1 Cl6 99.47(8) . . ?
Cl1 Cu2 Cl5 91.93(3) . . ?
Cl2 Cu2 Cl1 147.54(4) . . ?
Cl2 Cu2 Cl5 116.69(4) . . ?
O1 Cu2 Cl1 79.85(6) . . ?
O1 Cu2 Cl2 88.85(6) . . ?
O1 Cu2 Cl5 82.02(7) . . ?
O1 Cu2 N2 174.81(10) . . ?
N2 Cu2 Cl1 95.26(8) . . ?
N2 Cu2 Cl2 94.47(8) . . ?
N2 Cu2 Cl5 99.97(9) . . ?
Cl3 Cu3 Cl2 106.16(4) . . ?
Cl4 Cu3 Cl2 95.54(4) . . ?
Cl4 Cu3 Cl3 155.37(4) . . ?
O1 Cu3 Cl2 78.37(6) . . ?
O1 Cu3 Cl3 84.48(6) . . ?
O1 Cu3 Cl4 88.74(7) . . ?
O1 Cu3 N3 174.54(10) . . ?
N3 Cu3 Cl2 103.90(8) . . ?
N3 Cu3 Cl3 90.11(8) . . ?
N3 Cu3 Cl4 95.93(8) . . ?
Cl4 Cu4 Cu1 107.54(3) . . ?
Cl5 Cu4 Cu1 104.57(3) . . ?
Cl5 Cu4 Cl4 106.69(3) . . ?
Cl5 Cu4 Cl6 151.16(4) . . ?
Cl6 Cu4 Cu1 53.40(2) . . ?
Cl6 Cu4 Cl4 98.58(3) . . ?
O1 Cu4 Cu1 37.12(6) . . ?
O1 Cu4 Cl4 81.08(6) . . ?
O1 Cu4 Cl5 88.19(6) . . ?
O1 Cu4 Cl6 82.12(6) . . ?
O1 Cu4 N4 177.88(10) . . ?
N4 Cu4 Cu1 140.76(8) . . ?
N4 Cu4 Cl4 100.54(9) . . ?
N4 Cu4 Cl5 92.64(8) . . ?
N4 Cu4 Cl6 96.24(8) . . ?
Cu1 Cl1 Cu2 79.50(3) . . ?
Cu2 Cl2 Cu3 78.34(3) . . ?
Cu3 Cl3 Cu1 79.49(3) . . ?
Cu3 Cl4 Cu4 76.48(3) . . ?
Cu4 Cl5 Cu2 78.76(3) . . ?
Cu4 Cl6 Cu1 76.81(3) . . ?
Cu2 O1 Cu1 109.66(9) . . ?
Cu2 O1 Cu3 113.99(10) . . ?
Cu2 O1 Cu4 110.99(10) . . ?
Cu3 O1 Cu1 108.01(9) . . ?
Cu4 O1 Cu1 105.97(9) . . ?
Cu4 O1 Cu3 107.86(9) . . ?
C1 N1 Cu1 116.0(2) . . ?
C5 N1 Cu1 125.2(3) . . ?
C5 N1 C1 118.4(3) . . ?
C8 N2 Cu2 118.8(2) . . ?
C8 N2 C12 118.9(3) . . ?
C12 N2 Cu2 122.3(2) . . ?
C15 N3 Cu3 118.8(2) . . ?
C15 N3 C19 118.5(3) . . ?
C19 N3 Cu3 122.5(2) . . ?
C22 N4 Cu4 117.8(2) . . ?
C26 N4 Cu4 123.9(3) . . ?
C26 N4 C22 118.2(3) . . ?
N1 C1 H1 118.2 . . ?
N1 C1 C2 123.5(4) . . ?
C2 C1 H1 118.2 . . ?
C1 C2 H2 120.8 . . ?
C3 C2 C1 118.4(4) . . ?
C3 C2 H2 120.8 . . ?
C2 C3 H3 120.4 . . ?
C2 C3 C4 119.1(4) . . ?
C4 C3 H3 120.4 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.7(4) . . ?
C5 C4 H4 119.7 . . ?
N1 C5 C4 119.9(4) . . ?
N1 C5 C6 119.9(3) . . ?
C4 C5 C6 120.2(4) . . ?
C5 C6 H6A 109.0 . . ?
C5 C6 H6B 109.0 . . ?
C5 C6 C7 113.1(4) . . ?
H6A C6 H6B 107.8 . . ?
C7 C6 H6A 109.0 . . ?
C7 C6 H6B 109.0 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C8 H8 118.4 . . ?
N2 C8 C9 123.1(4) . . ?
C9 C8 H8 118.4 . . ?
C8 C9 H9 121.2 . . ?
C10 C9 C8 117.7(4) . . ?
C10 C9 H9 121.2 . . ?
C9 C10 H10 120.0 . . ?
C11 C10 C9 120.1(3) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 119.9 . . ?
C10 C11 C12 120.2(4) . . ?
C12 C11 H11 119.9 . . ?
N2 C12 C11 120.0(3) . . ?
N2 C12 C13 117.6(3) . . ?
C11 C12 C13 122.4(4) . . ?
C12 C13 H13A 108.1 . . ?
C12 C13 H13B 108.1 . . ?
C12 C13 C14 116.7(4) . . ?
H13A C13 H13B 107.3 . . ?
C14 C13 H13A 108.1 . . ?
C14 C13 H13B 108.1 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N3 C15 H15 118.3 . . ?
N3 C15 C16 123.4(3) . . ?
C16 C15 H15 118.3 . . ?
C15 C16 H16 121.0 . . ?
C15 C16 C17 118.0(4) . . ?
C17 C16 H16 121.0 . . ?
C16 C17 H17 120.2 . . ?
C18 C17 C16 119.6(3) . . ?
C18 C17 H17 120.2 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 119.9(3) . . ?
C19 C18 H18 120.0 . . ?
N3 C19 C18 120.6(4) . . ?
N3 C19 C20A 118.5(5) . . ?
N3 C19 C20B 117.3(5) . . ?
C18 C19 C20A 119.2(5) . . ?
C18 C19 C20B 120.2(6) . . ?
N4 C22 H22 118.2 . . ?
N4 C22 C23 123.5(4) . . ?
C23 C22 H22 118.2 . . ?
C22 C23 H23 120.7 . . ?
C22 C23 C24 118.7(4) . . ?
C24 C23 H23 120.7 . . ?
C23 C24 H24 120.6 . . ?
C23 C24 C25 118.7(4) . . ?
C25 C24 H24 120.6 . . ?
C24 C25 H25 119.4 . . ?
C24 C25 C26 121.2(4) . . ?
C26 C25 H25 119.4 . . ?
N4 C26 C25 119.7(4) . . ?
N4 C26 C27 119.2(4) . . ?
C25 C26 C27 121.1(4) . . ?
C26 C27 H27A 107.8 . . ?
C26 C27 H27B 107.8 . . ?
H27A C27 H27B 107.2 . . ?
C28 C27 C26 118.0(6) . . ?
C28 C27 H27A 107.8 . . ?
C28 C27 H27B 107.8 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C19 C20A H20A 109.6 . . ?
C19 C20A H20B 109.6 . . ?
C19 C20A C21A 110.1(9) . . ?
H20A C20A H20B 108.2 . . ?
C21A C20A H20A 109.6 . . ?
C21A C20A H20B 109.6 . . ?
C20A C21A H21A 109.5 . . ?
C20A C21A H21B 109.5 . . ?
C20A C21A H21C 109.5 . . ?
H21A C21A H21B 109.5 . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 109.5 . . ?
C19 C20B H20C 109.4 . . ?
C19 C20B H20D 109.4 . . ?
H20C C20B H20D 108.0 . . ?
C21B C20B C19 111.2(11) . . ?
C21B C20B H20C 109.4 . . ?
C21B C20B H20D 109.4 . . ?
C20B C21B H21D 109.5 . . ?
C20B C21B H21E 109.5 . . ?
C20B C21B H21F 109.5 . . ?
H21D C21B H21E 109.5 . . ?
H21D C21B H21F 109.5 . . ?
H21E C21B H21F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 Cu4 O1 Cu2 -119.00(13) . . . . ?
Cu1 Cu4 O1 Cu3 115.47(12) . . . . ?
Cu1 N1 C1 C2 -171.6(3) . . . . ?
Cu1 N1 C5 C4 172.6(3) . . . . ?
Cu1 N1 C5 C6 -6.5(5) . . . . ?
Cu2 N2 C8 C9 178.0(3) . . . . ?
Cu2 N2 C12 C11 -178.4(2) . . . . ?
Cu2 N2 C12 C13 2.1(4) . . . . ?
Cu3 N3 C15 C16 173.5(3) . . . . ?
Cu3 N3 C19 C18 -173.5(3) . . . . ?
Cu3 N3 C19 C20A 21.2(6) . . . . ?
Cu3 N3 C19 C20B -9.0(7) . . . . ?
Cu4 N4 C22 C23 -178.9(3) . . . . ?
Cu4 N4 C26 C25 -179.8(3) . . . . ?
Cu4 N4 C26 C27 -0.3(5) . . . . ?
Cl1 Cu2 O1 Cu1 -21.79(8) . . . . ?
Cl1 Cu2 O1 Cu3 -143.01(11) . . . . ?
Cl1 Cu2 O1 Cu4 94.96(9) . . . . ?
Cl2 Cu2 O1 Cu1 127.64(9) . . . . ?
Cl2 Cu2 O1 Cu3 6.41(10) . . . . ?
Cl2 Cu2 O1 Cu4 -115.61(9) . . . . ?
Cl2 Cu3 O1 Cu1 -127.79(9) . . . . ?
Cl2 Cu3 O1 Cu2 -5.65(9) . . . . ?
Cl2 Cu3 O1 Cu4 118.08(9) . . . . ?
Cl3 Cu3 O1 Cu1 -20.00(8) . . . . ?
Cl3 Cu3 O1 Cu2 102.14(10) . . . . ?
Cl3 Cu3 O1 Cu4 -134.13(8) . . . . ?
Cl4 Cu3 O1 Cu1 136.29(8) . . . . ?
Cl4 Cu3 O1 Cu2 -101.57(10) . . . . ?
Cl4 Cu3 O1 Cu4 22.16(8) . . . . ?
Cl4 Cu4 O1 Cu1 -135.48(8) . . . . ?
Cl4 Cu4 O1 Cu2 105.53(9) . . . . ?
Cl4 Cu4 O1 Cu3 -20.00(7) . . . . ?
Cl5 Cu2 O1 Cu1 -115.21(9) . . . . ?
Cl5 Cu2 O1 Cu3 123.57(10) . . . . ?
Cl5 Cu2 O1 Cu4 1.55(8) . . . . ?
Cl5 Cu4 O1 Cu1 117.31(8) . . . . ?
Cl5 Cu4 O1 Cu2 -1.68(8) . . . . ?
Cl5 Cu4 O1 Cu3 -127.21(8) . . . . ?
Cl6 Cu4 O1 Cu1 -35.45(7) . . . . ?
Cl6 Cu4 O1 Cu2 -154.44(9) . . . . ?
Cl6 Cu4 O1 Cu3 80.03(8) . . . . ?
N1 C1 C2 C3 -1.8(6) . . . . ?
N1 C5 C6 C7 121.0(4) . . . . ?
N2 C8 C9 C10 0.7(6) . . . . ?
N2 C12 C13 C14 -172.8(4) . . . . ?
N3 C15 C16 C17 0.2(5) . . . . ?
N3 C19 C20A C21A -120.7(7) . . . . ?
N3 C19 C20B C21B 112.2(9) . . . . ?
N4 C22 C23 C24 -1.2(6) . . . . ?
N4 C26 C27 C28 104.9(7) . . . . ?
C1 N1 C5 C4 0.6(5) . . . . ?
C1 N1 C5 C6 -178.5(3) . . . . ?
C1 C2 C3 C4 0.7(7) . . . . ?
C2 C3 C4 C5 1.0(7) . . . . ?
C3 C4 C5 N1 -1.7(6) . . . . ?
C3 C4 C5 C6 177.5(4) . . . . ?
C4 C5 C6 C7 -58.1(5) . . . . ?
C5 N1 C1 C2 1.1(5) . . . . ?
C8 N2 C12 C11 0.7(5) . . . . ?
C8 N2 C12 C13 -178.8(3) . . . . ?
C8 C9 C10 C11 0.1(6) . . . . ?
C9 C10 C11 C12 -0.5(6) . . . . ?
C10 C11 C12 N2 0.1(5) . . . . ?
C10 C11 C12 C13 179.6(4) . . . . ?
C11 C12 C13 C14 7.7(6) . . . . ?
C12 N2 C8 C9 -1.1(5) . . . . ?
C15 N3 C19 C18 0.4(5) . . . . ?
C15 N3 C19 C20A -165.0(6) . . . . ?
C15 N3 C19 C20B 164.8(6) . . . . ?
C15 C16 C17 C18 0.3(5) . . . . ?
C16 C17 C18 C19 -0.5(6) . . . . ?
C17 C18 C19 N3 0.2(6) . . . . ?
C17 C18 C19 C20A 165.4(6) . . . . ?
C17 C18 C19 C20B -163.9(6) . . . . ?
C18 C19 C20A C21A 73.7(9) . . . . ?
C18 C19 C20B C21B -83.2(11) . . . . ?
C19 N3 C15 C16 -0.6(5) . . . . ?
C22 N4 C26 C25 1.3(5) . . . . ?
C22 N4 C26 C27 -179.2(4) . . . . ?
C22 C23 C24 C25 0.8(6) . . . . ?
C23 C24 C25 C26 0.6(7) . . . . ?
C24 C25 C26 N4 -1.7(7) . . . . ?
C24 C25 C26 C27 178.9(5) . . . . ?
C25 C26 C27 C28 -75.7(8) . . . . ?
C26 N4 C22 C23 0.1(5) . . . . ?

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