# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2021

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1991839'
loop_
_audit_author_name
_audit_author_address
'Dr Manjit Kr. Bhattacharyya'
;Cotton University
India
;
_audit_update_record             
;
2021-03-21 deposited with the CCDC.	2021-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H22 Cu N6 O11'
_chemical_formula_weight         585.93

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_vrf_PLAT306_shelx               
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?) ....... O4.
x,y,z = 1_555 Check
RESPONSE: For disordered O4 Water molecule, the H atoms are not fixed but added 
in the molecular formula. 
;
_vrf_PLAT430_shelx               
;
PROBLEM: Short Inter D...A Contact O4 ..O7 . 2.69 Ang.
x,y,z = 1_555 Check
RESPONSE: The O4 atom is a lattice water molecule and disordered due to thermal 
vibrations. 
;
_vrf_PLAT230_shelx               
;
PROBLEM: Hirshfeld Test Diff for O1 --N4 . 11.3 s.u. 
RESPONSE: Some of the atoms were not ideally shaped due to thermal disorder. 
However, this
does not indicate an incorrect atom-type assignment.
;

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   10.9342(5)
_cell_length_b                   16.0448(9)
_cell_length_c                   14.4614(7)
_cell_angle_alpha                90
_cell_angle_beta                 101.911(3)
_cell_angle_gamma                90
_cell_volume                     2482.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4848
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      23.36

_exptl_crystal_description       needle
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.552
_exptl_crystal_F_000             1180
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.950
_shelx_estimated_absorpt_T_min   0.818
_shelx_estimated_absorpt_T_max   0.903
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14030
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.288
_diffrn_reflns_theta_max         26.364
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             2469
_reflns_number_gt                2076
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0842P)²+5.4814P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2469
_refine_ls_number_parameters     175
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0617
_refine_ls_R_factor_gt           0.0522
_refine_ls_wR_factor_ref         0.1601
_refine_ls_wR_factor_gt          0.1521
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_restrained_S_all      1.099
_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
H5B H 0.821306 0.265203 0.140305 0.080 Uiso 1 1 d . U . . .
H5A H 0.690905 0.232300 0.127805 0.080 Uiso 1 1 d . U . . .
H6B H 0.028305 0.569800 0.204700 0.080 Uiso 1 1 d . U . . .
Cu1 Cu 0.500000 0.49362(4) 0.250000 0.0350(2) Uani 1 2 d S T P . .
N1 N 0.3574(3) 0.49410(16) 0.1466(2) 0.0316(6) Uani 1 1 d . . . . .
N2 N 0.5625(2) 0.57655(16) 0.17416(18) 0.0312(6) Uani 1 1 d . . . . .
O1 O 0.5571(2) 0.39707(16) 0.19689(17) 0.0419(6) Uani 1 1 d . . . . .
C6 C 0.4860(3) 0.5913(2) 0.0893(2) 0.0314(7) Uani 1 1 d . . . . .
C5 C 0.3708(3) 0.5418(2) 0.0720(2) 0.0318(7) Uani 1 1 d . . . . .
C1 C 0.2542(3) 0.4474(2) 0.1405(3) 0.0415(8) Uani 1 1 d . . . . .
H1 H 0.244295 0.415458 0.192094 0.050 Uiso 1 1 calc R U . . .
C4 C 0.2820(4) 0.5417(2) -0.0112(2) 0.0440(9) Uani 1 1 d . . . . .
H4 H 0.292586 0.574166 -0.062260 0.053 Uiso 1 1 calc R U . . .
C10 C 0.6699(4) 0.6190(2) 0.1973(3) 0.0449(9) Uani 1 1 d . . . . .
H10 H 0.723503 0.608236 0.254864 0.054 Uiso 1 1 calc R U . . .
C2 C 0.1629(4) 0.4457(3) 0.0596(3) 0.0512(10) Uani 1 1 d . . . . .
H2 H 0.091892 0.413132 0.056858 0.061 Uiso 1 1 calc R U . . .
C7 C 0.5151(4) 0.6501(3) 0.0278(3) 0.0456(9) Uani 1 1 d . . . . .
H7 H 0.461282 0.659920 -0.029964 0.055 Uiso 1 1 calc R U . . .
C9 C 0.7031(4) 0.6783(3) 0.1381(3) 0.0570(11) Uani 1 1 d . . . . .
H9 H 0.777961 0.707241 0.155766 0.068 Uiso 1 1 calc R U . . .
C8 C 0.6250(4) 0.6941(3) 0.0530(3) 0.0539(10) Uani 1 1 d . . . . .
H8 H 0.645967 0.734268 0.012622 0.065 Uiso 1 1 calc R U . . .
N4 N 0.500000 0.3514(4) 0.250000 0.0741(17) Uani 1 2 d S T P . .
C3 C 0.1765(4) 0.4921(3) -0.0171(3) 0.0515(11) Uani 1 1 d . . . . .
H3 H 0.115671 0.490529 -0.072480 0.062 Uiso 1 1 calc R U . . .
O7 O 0.500000 0.2729(3) 0.250000 0.0900(18) Uani 1 2 d S T P . .
N3 N 0.000000 0.3337(4) 0.250000 0.0654(14) Uani 1 2 d S T P . .
O2 O 0.000000 0.2594(4) 0.250000 0.153(4) Uani 1 2 d S T P . .
O3 O -0.0824(6) 0.3712(4) 0.1992(4) 0.150(2) Uani 1 1 d . . . . .
O4 O 0.5485(5) 0.1620(3) 0.1229(3) 0.1025(14) Uani 1 1 d . . . . .
O6 O 0.000000 0.5439(4) 0.250000 0.120(2) Uani 1 2 d S T P . .
O5 O 0.7566(4) 0.2345(3) 0.0900(4) 0.1159(16) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.891(2) . ?
Cu1 O1 1.891(2) 2_655 ?
Cu1 N1 1.924(3) 2_655 ?
Cu1 N1 1.924(3) . ?
Cu1 N2 1.936(3) . ?
Cu1 N2 1.937(3) 2_655 ?
N1 C1 1.343(5) . ?
N1 C5 1.355(4) . ?
N2 C10 1.339(4) . ?
N2 C6 1.355(4) . ?
O1 N4 1.309(4) . ?
C6 C7 1.379(5) . ?
C6 C5 1.467(5) . ?
C5 C4 1.382(5) . ?
C1 C2 1.372(5) . ?
C1 H1 0.9300 . ?
C4 C3 1.389(6) . ?
C4 H4 0.9300 . ?
C10 C9 1.377(5) . ?
C10 H10 0.9300 . ?
C2 C3 1.369(6) . ?
C2 H2 0.9300 . ?
C7 C8 1.376(6) . ?
C7 H7 0.9300 . ?
C9 C8 1.369(6) . ?
C9 H9 0.9300 . ?
C8 H8 0.9300 . ?
N4 O7 1.259(7) . ?
C3 H3 0.9300 . ?
N3 O2 1.192(8) . ?
N3 O3 1.201(5) 2 ?
N3 O3 1.201(5) . ?
O6 H6B 0.884(3) . ?
O5 H5B 1.030(5) . ?
O5 H5A 0.989(6) . ?

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 70.01(16) . 2_655 ?
O1 Cu1 N1 92.09(11) . 2_655 ?
O1 Cu1 N1 88.28(11) 2_655 2_655 ?
O1 Cu1 N1 88.28(11) . . ?
O1 Cu1 N1 92.09(11) 2_655 . ?
N1 Cu1 N1 179.54(15) 2_655 . ?
O1 Cu1 N2 98.53(11) . . ?
O1 Cu1 N2 167.80(11) 2_655 . ?
N1 Cu1 N2 96.50(11) 2_655 . ?
N1 Cu1 N2 83.19(11) . . ?
O1 Cu1 N2 167.80(11) . 2_655 ?
O1 Cu1 N2 98.53(11) 2_655 2_655 ?
N1 Cu1 N2 83.18(11) 2_655 2_655 ?
N1 Cu1 N2 96.50(11) . 2_655 ?
N2 Cu1 N2 93.19(16) . 2_655 ?
C1 N1 C5 119.3(3) . . ?
C1 N1 Cu1 125.8(2) . . ?
C5 N1 Cu1 114.7(2) . . ?
C10 N2 C6 118.8(3) . . ?
C10 N2 Cu1 127.0(2) . . ?
C6 N2 Cu1 114.1(2) . . ?
N4 O1 Cu1 89.0(3) . . ?
N2 C6 C7 121.5(3) . . ?
N2 C6 C5 114.0(3) . . ?
C7 C6 C5 124.4(3) . . ?
N1 C5 C4 121.4(3) . . ?
N1 C5 C6 113.6(3) . . ?
C4 C5 C6 125.0(3) . . ?
N1 C1 C2 121.4(4) . . ?
N1 C1 H1 119.3 . . ?
C2 C1 H1 119.3 . . ?
C5 C4 C3 118.6(4) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
N2 C10 C9 121.7(3) . . ?
N2 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
C3 C2 C1 119.9(4) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C8 C7 C6 119.0(3) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C8 C9 C10 119.4(4) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
C9 C8 C7 119.5(4) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
O7 N4 O1 124.0(2) . 2_655 ?
O7 N4 O1 124.0(2) . . ?
O1 N4 O1 112.0(5) 2_655 . ?
C2 C3 C4 119.3(4) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
O2 N3 O3 120.1(4) . 2 ?
O2 N3 O3 120.1(4) . . ?
O3 N3 O3 119.7(8) 2 . ?
H6B O6 H6B 124.0(7) . 2 ?
H5B O5 H5A 95.6(5) . . ?

_refine_diff_density_max         0.451
_refine_diff_density_min         -0.544
_refine_diff_density_rms         0.084

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1991909'
loop_
_audit_author_name
_audit_author_address
'Dr Manjit Kr. Bhattacharyya'
;Cotton University
India
;
_audit_update_record             
;
2021-03-21 deposited with the CCDC.	2021-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 Cl2 Cu N4 O'
_chemical_formula_weight         428.79

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_vrf_PLAT355_shelx               
;
PROBLEM: Long O-H (X0.82,N0.98A) O1 - H1B . 1.09 Ang.
x,y,z = 1_555 Check
RESPONSE: The atom O1 is lattice water molecule and 
disordered 
due to thermal vibrations. 
;

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.104
_cell_length_b                   20.615
_cell_length_c                   9.627
_cell_angle_alpha                90
_cell_angle_beta                 93.58
_cell_angle_gamma                90
_cell_volume                     1803.3
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7576
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      23.34

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.579
_exptl_crystal_F_000             876
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    1.520
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6227
_exptl_absorpt_correction_T_max  0.7765
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1154 before and 0.0551 after correction.
The Ratio of minimum to maximum transmission is 0.8268.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34599
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_av_R_equivalents  0.0603
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.898
_diffrn_reflns_theta_max         28.381
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4497
_reflns_number_gt                3476
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0717P)²+0.9317P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0032(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4497
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0440
_refine_ls_wR_factor_ref         0.1273
_refine_ls_wR_factor_gt          0.1149
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.81249(4) 0.40316(2) 0.76165(3) 0.02955(13) Uani 1 1 d . . . . .
Cl1 Cl 0.66890(8) 0.45430(4) 0.93643(8) 0.03913(19) Uani 1 1 d . . . . .
Cl2 Cl 1.01457(8) 0.35407(4) 0.87178(8) 0.0426(2) Uani 1 1 d . . . . .
N1 N 0.9175(2) 0.48761(11) 0.7301(2) 0.0303(5) Uani 1 1 d . . . . .
N2 N 0.7129(3) 0.42921(11) 0.5661(2) 0.0308(5) Uani 1 1 d . . . . .
N3 N 0.6928(2) 0.32246(11) 0.7597(2) 0.0325(5) Uani 1 1 d . . . . .
N4 N 0.5627(3) 0.31779(12) 0.8201(3) 0.0354(5) Uani 1 1 d . . . . .
H4 H 0.528413 0.347392 0.875458 0.042 Uiso 1 1 calc R U . . .
C12 C 0.8615(3) 0.52169(13) 0.6177(3) 0.0282(5) Uani 1 1 d . . . . .
C11 C 0.7550(3) 0.48929(13) 0.5281(3) 0.0285(5) Uani 1 1 d . . . . .
O1 O 0.3490(3) 0.38570(15) 0.0144(4) 0.0828(10) Uani 1 1 d . . . . .
C1 C 1.0202(3) 0.51548(15) 0.8131(3) 0.0375(6) Uani 1 1 d . . . . .
H1 H 1.062875 0.491430 0.889504 0.045 Uiso 1 1 calc R U . . .
C7 C 0.6972(3) 0.52052(15) 0.4069(3) 0.0346(6) Uani 1 1 d . . . . .
C4 C 0.9055(3) 0.58456(14) 0.5876(3) 0.0352(6) Uani 1 1 d . . . . .
C13 C 0.7044(3) 0.26870(14) 0.6829(3) 0.0375(6) Uani 1 1 d . . . . .
C2 C 1.0685(4) 0.57887(16) 0.7927(3) 0.0433(7) Uani 1 1 d . . . . .
H2 H 1.140992 0.597591 0.855715 0.052 Uiso 1 1 calc R U . . .
C8 C 0.5936(3) 0.48586(17) 0.3218(3) 0.0417(7) Uani 1 1 d . . . . .
H8 H 0.553668 0.504294 0.237229 0.050 Uiso 1 1 calc R U . . .
C16 C 0.4928(4) 0.26240(15) 0.7850(3) 0.0416(7) Uani 1 1 d . . . . .
C10 C 0.6121(3) 0.39850(15) 0.4835(3) 0.0384(7) Uani 1 1 d . . . . .
H10 H 0.580908 0.356444 0.509325 0.046 Uiso 1 1 calc R U . . .
C9 C 0.5511(4) 0.42587(17) 0.3612(3) 0.0430(7) Uani 1 1 d . . . . .
H9 H 0.479631 0.402551 0.305087 0.052 Uiso 1 1 calc R U . . .
C6 C 0.7449(4) 0.58464(16) 0.3786(3) 0.0435(8) Uani 1 1 d . . . . .
H6 H 0.707214 0.605886 0.296393 0.052 Uiso 1 1 calc R U . . .
C15 C 0.5802(4) 0.22977(15) 0.6962(3) 0.0444(7) Uani 1 1 d . . . . .
H15 H 0.560096 0.189052 0.652886 0.053 Uiso 1 1 calc R U . . .
C5 C 0.8429(4) 0.61604(16) 0.4664(3) 0.0427(7) Uani 1 1 d . . . . .
H5 H 0.869952 0.659445 0.446931 0.051 Uiso 1 1 calc R U . . .
C3 C 1.0112(4) 0.61373(15) 0.6819(3) 0.0417(7) Uani 1 1 d . . . . .
H3 H 1.041844 0.657185 0.668103 0.050 Uiso 1 1 calc R U . . .
C14 C 0.8313(4) 0.25790(17) 0.5968(4) 0.0545(9) Uani 1 1 d . . . . .
H14A H 0.819881 0.216145 0.548705 0.082 Uiso 1 1 calc R U . . .
H14B H 0.835604 0.292806 0.528083 0.082 Uiso 1 1 calc R U . . .
H14C H 0.922388 0.257614 0.656670 0.082 Uiso 1 1 calc R U . . .
C17 C 0.3475(4) 0.24477(19) 0.8373(5) 0.0638(11) Uani 1 1 d . . . . .
H17A H 0.316165 0.202550 0.799173 0.096 Uiso 1 1 calc R U . . .
H17B H 0.356099 0.242361 0.939165 0.096 Uiso 1 1 calc R U . . .
H17C H 0.274521 0.277792 0.808068 0.096 Uiso 1 1 calc R U . . .
H1A H 0.350000 0.432595 0.005600 0.080 Uiso 1 1 d . U . . .
H1B H 0.235000 0.368903 0.014600 0.080 Uiso 1 1 d . 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 N3 1.988(2) . ?
Cu1 N1 2.018(2) . ?
Cu1 N2 2.108(2) . ?
Cu1 Cl2 2.2999(8) . ?
Cu1 Cl1 2.4343(7) . ?
N1 C1 1.322(4) . ?
N1 C12 1.363(3) . ?
N2 C10 1.336(4) . ?
N2 C11 1.354(4) . ?
N3 C13 1.340(4) . ?
N3 N4 1.355(3) . ?
N4 C16 1.340(4) . ?
N4 H4 0.8800 . ?
C12 C4 1.393(4) . ?
C12 C11 1.423(4) . ?
C11 C7 1.406(4) . ?
O1 H1A 0.971(3) . ?
O1 H1B 1.095(3) . ?
C1 C2 1.396(4) . ?
C1 H1 0.9500 . ?
C7 C8 1.405(4) . ?
C7 C6 1.423(4) . ?
C4 C3 1.415(5) . ?
C4 C5 1.423(4) . ?
C13 C15 1.399(4) . ?
C13 C14 1.480(4) . ?
C2 C3 1.363(5) . ?
C2 H2 0.9500 . ?
C8 C9 1.357(5) . ?
C8 H8 0.9500 . ?
C16 C15 1.378(5) . ?
C16 C17 1.490(5) . ?
C10 C9 1.390(4) . ?
C10 H10 0.9500 . ?
C9 H9 0.9500 . ?
C6 C5 1.355(5) . ?
C6 H6 0.9500 . ?
C15 H15 0.9500 . ?
C5 H5 0.9500 . ?
C3 H3 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?

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
N3 Cu1 N1 170.03(9) . . ?
N3 Cu1 N2 89.99(9) . . ?
N1 Cu1 N2 80.06(9) . . ?
N3 Cu1 Cl2 93.34(7) . . ?
N1 Cu1 Cl2 94.36(7) . . ?
N2 Cu1 Cl2 144.20(7) . . ?
N3 Cu1 Cl1 92.94(7) . . ?
N1 Cu1 Cl1 90.59(7) . . ?
N2 Cu1 Cl1 106.71(7) . . ?
Cl2 Cu1 Cl1 108.69(3) . . ?
C1 N1 C12 118.1(2) . . ?
C1 N1 Cu1 127.4(2) . . ?
C12 N1 Cu1 113.99(18) . . ?
C10 N2 C11 117.9(2) . . ?
C10 N2 Cu1 130.7(2) . . ?
C11 N2 Cu1 111.19(18) . . ?
C13 N3 N4 106.2(2) . . ?
C13 N3 Cu1 129.5(2) . . ?
N4 N3 Cu1 123.27(18) . . ?
C16 N4 N3 111.5(2) . . ?
C16 N4 H4 124.3 . . ?
N3 N4 H4 124.3 . . ?
N1 C12 C4 123.2(3) . . ?
N1 C12 C11 116.5(2) . . ?
C4 C12 C11 120.3(2) . . ?
N2 C11 C7 123.1(3) . . ?
N2 C11 C12 117.3(2) . . ?
C7 C11 C12 119.6(3) . . ?
H1A O1 H1B 109.2(3) . . ?
N1 C1 C2 122.6(3) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C8 C7 C11 117.0(3) . . ?
C8 C7 C6 124.2(3) . . ?
C11 C7 C6 118.8(3) . . ?
C12 C4 C3 117.1(3) . . ?
C12 C4 C5 119.3(3) . . ?
C3 C4 C5 123.6(3) . . ?
N3 C13 C15 109.4(3) . . ?
N3 C13 C14 121.6(3) . . ?
C15 C13 C14 129.0(3) . . ?
C3 C2 C1 119.7(3) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C9 C8 C7 119.5(3) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
N4 C16 C15 106.8(3) . . ?
N4 C16 C17 122.7(3) . . ?
C15 C16 C17 130.5(3) . . ?
N2 C10 C9 122.3(3) . . ?
N2 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
C8 C9 C10 120.1(3) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C5 C6 C7 121.4(3) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C16 C15 C13 106.1(3) . . ?
C16 C15 H15 126.9 . . ?
C13 C15 H15 126.9 . . ?
C6 C5 C4 120.6(3) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C2 C3 C4 119.3(3) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

_refine_diff_density_max         0.656
_refine_diff_density_min         -0.764
_refine_diff_density_rms         0.092

