# 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 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2108049'
loop_
_audit_author_name
_audit_author_address
'Mukesh Choudhary'
;Department of Chemistry, NIT Patna
India
;
_audit_update_record             
;
2021-09-06 deposited with the CCDC.	2022-02-09 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         'C21 H15 Cl4 Cu N O3'
_chemical_formula_sum            'C21 H15 Cl4 Cu N O3'
_chemical_formula_weight         534.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           80
_space_group_name_H-M_alt        'I 41'
_space_group_name_Hall           'I 4bw'

_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'
'-y+1/2, x, z+3/4'
'y+1/2, -x, z+3/4'
'-x, -y, z'
'x+1/2, y+1/2, z+1/2'
'-y+1, x+1/2, z+5/4'
'y+1, -x+1/2, z+5/4'
'-x+1/2, -y+1/2, z+1/2'

_cell_length_a                   15.311(4)
_cell_length_b                   15.311(4)
_cell_length_c                   18.692(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4382(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    200(2)

_cell_measurement_reflns_used    7982
_cell_measurement_theta_min      3.73
_cell_measurement_theta_max      72.40
_exptl_crystal_description       BLOCK
_exptl_crystal_colour            brown


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.621
_exptl_crystal_F_000             2152
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    6.100
_shelx_estimated_absorpt_T_min   0.375
_shelx_estimated_absorpt_T_max   0.581
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4031
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a

_diffrn_radiation_source         'micro-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
'Bruker D8 VENTURE diffractometer with PHOTON II detector'
_diffrn_measurement_method       'ω and φ scan'


_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27405
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_av_R_equivalents  0.0559
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.732
_diffrn_reflns_theta_max         67.432
_diffrn_reflns_theta_full        67.432
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             3867
_reflns_number_gt                3750
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.903
_reflns_Friedel_fraction_max     0.963
_reflns_Friedel_fraction_full    0.963

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'APEX3/SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2016)'

_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0893P)²+4.1308P] 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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00147(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.10(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3867
_refine_ls_number_parameters     273
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0528
_refine_ls_R_factor_gt           0.0520
_refine_ls_wR_factor_ref         0.1461
_refine_ls_wR_factor_gt          0.1446
_refine_ls_goodness_of_fit_ref   1.189
_refine_ls_restrained_S_all      1.189
_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 0.33404(6) 0.53801(6) 0.57577(6) 0.0396(3) Uani 1 1 d . . . . .
Cl1 Cl 0.14712(13) 0.54121(14) 0.78018(10) 0.0536(5) Uani 1 1 d . . . . .
Cl2 Cl -0.11784(14) 0.6573(2) 0.61788(14) 0.0748(7) Uani 1 1 d . . . . .
Cl3 Cl 0.43111(17) 0.66355(18) 0.21889(13) 0.0710(7) Uani 1 1 d . . . . .
Cl4 Cl 0.45442(10) 0.63590(10) 0.57625(11) 0.0461(4) Uani 1 1 d . . . . .
C1 C 0.4216(6) 0.3109(5) 0.4093(5) 0.0543(18) Uani 1 1 d . . . . .
H1 H 0.457060 0.317970 0.450584 0.065 Uiso 1 1 calc R U . . .
C2 C 0.4206(6) 0.2318(6) 0.3713(5) 0.059(2) Uani 1 1 d . . . . .
H2 H 0.456005 0.184461 0.386702 0.071 Uiso 1 1 calc R U . . .
C3 C 0.3685(6) 0.2227(6) 0.3114(5) 0.059(2) Uani 1 1 d . . . . .
H3 H 0.368219 0.168704 0.286392 0.071 Uiso 1 1 calc R U . . .
C4 C 0.3169(6) 0.2902(6) 0.2873(5) 0.058(2) Uani 1 1 d . . . . .
H4 H 0.280493 0.282277 0.246635 0.070 Uiso 1 1 calc R U . . .
C5 C 0.3185(4) 0.3692(5) 0.3224(5) 0.0470(16) Uani 1 1 d . . . . .
H5 H 0.285715 0.417172 0.304539 0.056 Uiso 1 1 calc R U . . .
C6 C 0.3688(5) 0.3785(4) 0.3846(4) 0.0422(15) Uani 1 1 d . . . . .
C7 C 0.3615(4) 0.4572(4) 0.4299(4) 0.0393(14) Uani 1 1 d . . . . .
C8 C 0.3514(5) 0.5458(4) 0.3989(4) 0.0410(15) Uani 1 1 d . . . . .
C9 C 0.3889(4) 0.5627(5) 0.3311(4) 0.0459(15) Uani 1 1 d . . . . .
H9 H 0.418369 0.517520 0.306030 0.055 Uiso 1 1 calc R U . . .
C10 C 0.3826(5) 0.6450(5) 0.3015(4) 0.0484(17) Uani 1 1 d . . . . .
C11 C 0.3410(5) 0.7108(5) 0.3373(4) 0.0511(17) Uani 1 1 d . . . . .
H11 H 0.339089 0.767638 0.317032 0.061 Uiso 1 1 calc R U . . .
C12 C 0.3013(5) 0.6956(5) 0.4030(4) 0.0449(16) Uani 1 1 d . . . . .
H12 H 0.270506 0.740979 0.426806 0.054 Uiso 1 1 calc R U . . .
C13 C 0.3075(4) 0.6131(5) 0.4334(4) 0.0398(14) Uani 1 1 d . . . . .
C14 C 0.1852(4) 0.6210(5) 0.5093(4) 0.0404(14) Uani 1 1 d . . . . .
H14 H 0.157640 0.646816 0.468939 0.048 Uiso 1 1 calc R U . . .
C15 C 0.1342(4) 0.6125(4) 0.5730(4) 0.0385(13) Uani 1 1 d . . . . .
C16 C 0.1693(4) 0.5831(4) 0.6398(4) 0.0368(14) Uani 1 1 d . . . . .
C17 C 0.1095(5) 0.5787(4) 0.6981(4) 0.0416(15) Uani 1 1 d . . . . .
C18 C 0.0236(5) 0.6028(5) 0.6915(4) 0.0464(16) Uani 1 1 d . . . . .
H18 H -0.014001 0.600977 0.731837 0.056 Uiso 1 1 calc R U . . .
C19 C -0.0083(5) 0.6301(5) 0.6252(5) 0.0479(16) Uani 1 1 d . . . . .
C20 C 0.0451(4) 0.6354(5) 0.5667(4) 0.0447(16) Uani 1 1 d . . . . .
H20 H 0.022433 0.654420 0.522040 0.054 Uiso 1 1 calc R U . . .
C21 C 0.3426(6) 0.3826(5) 0.6681(6) 0.060(2) Uani 1 1 d . . . . .
H21A H 0.378267 0.347733 0.700949 0.090 Uiso 1 1 calc R U . . .
H21B H 0.290065 0.402955 0.692916 0.090 Uiso 1 1 calc R U . . .
H21C H 0.325647 0.346570 0.626981 0.090 Uiso 1 1 calc R U . . .
O1 O 0.3622(4) 0.4468(3) 0.4963(3) 0.0487(12) Uani 1 1 d . . . . .
O2 O 0.2504(3) 0.5602(3) 0.6499(3) 0.0434(11) Uani 1 1 d . . . . .
N1 N 0.2659(3) 0.5967(4) 0.5017(3) 0.0366(12) Uani 1 1 d . . . . .
O3 O 0.3920(3) 0.4562(3) 0.6437(3) 0.0452(11) Uani 1 1 d . . . . .
H3A H 0.433828 0.438802 0.618358 0.068 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 O2 1.917(5) . ?
Cu1 N1 1.952(6) . ?
Cu1 O3 1.993(5) . ?
Cu1 O1 2.084(5) . ?
Cu1 Cl4 2.3754(19) . ?
Cl1 C17 1.737(8) . ?
Cl2 C19 1.733(7) . ?
Cl3 C10 1.737(8) . ?
C1 C6 1.392(11) . ?
C1 C2 1.404(12) . ?
C1 H1 0.9500 . ?
C2 C3 1.381(14) . ?
C2 H2 0.9500 . ?
C3 C4 1.376(13) . ?
C3 H3 0.9500 . ?
C4 C5 1.377(11) . ?
C4 H4 0.9500 . ?
C5 C6 1.403(11) . ?
C5 H5 0.9500 . ?
C6 C7 1.477(10) . ?
C7 O1 1.250(9) . ?
C7 C8 1.483(9) . ?
C8 C13 1.390(10) . ?
C8 C9 1.415(11) . ?
C9 C10 1.379(12) . ?
C9 H9 0.9500 . ?
C10 C11 1.368(12) . ?
C11 C12 1.390(11) . ?
C11 H11 0.9500 . ?
C12 C13 1.388(10) . ?
C12 H12 0.9500 . ?
C13 N1 1.448(9) . ?
C14 N1 1.299(9) . ?
C14 C15 1.432(10) . ?
C14 H14 0.9500 . ?
C15 C20 1.413(9) . ?
C15 C16 1.431(10) . ?
C16 O2 1.302(8) . ?
C16 C17 1.426(10) . ?
C17 C18 1.371(10) . ?
C18 C19 1.395(12) . ?
C18 H18 0.9500 . ?
C19 C20 1.368(11) . ?
C20 H20 0.9500 . ?
C21 O3 1.431(9) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
O3 H3A 0.8400 . ?

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
O2 Cu1 N1 94.2(2) . . ?
O2 Cu1 O3 87.1(2) . . ?
N1 Cu1 O3 168.3(2) . . ?
O2 Cu1 O1 140.6(2) . . ?
N1 Cu1 O1 85.0(2) . . ?
O3 Cu1 O1 86.6(2) . . ?
O2 Cu1 Cl4 113.82(17) . . ?
N1 Cu1 Cl4 97.30(17) . . ?
O3 Cu1 Cl4 92.81(16) . . ?
O1 Cu1 Cl4 105.35(17) . . ?
C6 C1 C2 117.9(8) . . ?
C6 C1 H1 121.1 . . ?
C2 C1 H1 121.1 . . ?
C3 C2 C1 120.2(8) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C4 C3 C2 121.4(8) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C5 119.6(8) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C4 C5 C6 119.6(7) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C1 C6 C5 121.2(7) . . ?
C1 C6 C7 117.4(7) . . ?
C5 C6 C7 121.1(6) . . ?
O1 C7 C6 117.7(6) . . ?
O1 C7 C8 120.3(6) . . ?
C6 C7 C8 122.0(7) . . ?
C13 C8 C9 118.4(6) . . ?
C13 C8 C7 123.1(7) . . ?
C9 C8 C7 118.4(6) . . ?
C10 C9 C8 119.9(7) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C11 C10 C9 120.6(7) . . ?
C11 C10 Cl3 120.9(6) . . ?
C9 C10 Cl3 118.5(6) . . ?
C10 C11 C12 120.9(7) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C13 C12 C11 119.0(7) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
C12 C13 C8 121.2(7) . . ?
C12 C13 N1 119.3(6) . . ?
C8 C13 N1 119.5(6) . . ?
N1 C14 C15 125.7(6) . . ?
N1 C14 H14 117.1 . . ?
C15 C14 H14 117.1 . . ?
C20 C15 C16 121.0(6) . . ?
C20 C15 C14 115.8(6) . . ?
C16 C15 C14 123.3(6) . . ?
O2 C16 C17 119.3(6) . . ?
O2 C16 C15 124.7(6) . . ?
C17 C16 C15 116.0(6) . . ?
C18 C17 C16 122.3(7) . . ?
C18 C17 Cl1 119.1(6) . . ?
C16 C17 Cl1 118.6(5) . . ?
C17 C18 C19 119.8(7) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C20 C19 C18 121.2(7) . . ?
C20 C19 Cl2 120.1(6) . . ?
C18 C19 Cl2 118.8(6) . . ?
C19 C20 C15 119.7(7) . . ?
C19 C20 H20 120.2 . . ?
C15 C20 H20 120.2 . . ?
O3 C21 H21A 109.5 . . ?
O3 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O3 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C7 O1 Cu1 128.3(5) . . ?
C16 O2 Cu1 125.4(4) . . ?
C14 N1 C13 117.6(6) . . ?
C14 N1 Cu1 124.3(5) . . ?
C13 N1 Cu1 118.1(4) . . ?
C21 O3 Cu1 117.6(5) . . ?
C21 O3 H3A 109.5 . . ?
Cu1 O3 H3A 100.3 . . ?

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
C6 C1 C2 C3 -0.1(13) . . . . ?
C1 C2 C3 C4 0.5(14) . . . . ?
C2 C3 C4 C5 1.4(14) . . . . ?
C3 C4 C5 C6 -3.6(13) . . . . ?
C2 C1 C6 C5 -2.1(12) . . . . ?
C2 C1 C6 C7 172.4(7) . . . . ?
C4 C5 C6 C1 4.0(12) . . . . ?
C4 C5 C6 C7 -170.3(7) . . . . ?
C1 C6 C7 O1 -35.2(10) . . . . ?
C5 C6 C7 O1 139.3(7) . . . . ?
C1 C6 C7 C8 146.2(7) . . . . ?
C5 C6 C7 C8 -39.3(10) . . . . ?
O1 C7 C8 C13 -28.1(11) . . . . ?
C6 C7 C8 C13 150.5(7) . . . . ?
O1 C7 C8 C9 151.5(7) . . . . ?
C6 C7 C8 C9 -29.9(10) . . . . ?
C13 C8 C9 C10 1.2(11) . . . . ?
C7 C8 C9 C10 -178.4(7) . . . . ?
C8 C9 C10 C11 0.5(11) . . . . ?
C8 C9 C10 Cl3 178.9(6) . . . . ?
C9 C10 C11 C12 -2.4(12) . . . . ?
Cl3 C10 C11 C12 179.3(6) . . . . ?
C10 C11 C12 C13 2.5(11) . . . . ?
C11 C12 C13 C8 -0.8(11) . . . . ?
C11 C12 C13 N1 -179.7(6) . . . . ?
C9 C8 C13 C12 -1.0(11) . . . . ?
C7 C8 C13 C12 178.6(7) . . . . ?
C9 C8 C13 N1 177.9(6) . . . . ?
C7 C8 C13 N1 -2.5(10) . . . . ?
N1 C14 C15 C20 -173.8(7) . . . . ?
N1 C14 C15 C16 6.4(11) . . . . ?
C20 C15 C16 O2 179.5(7) . . . . ?
C14 C15 C16 O2 -0.7(11) . . . . ?
C20 C15 C16 C17 -0.1(10) . . . . ?
C14 C15 C16 C17 179.7(6) . . . . ?
O2 C16 C17 C18 179.1(7) . . . . ?
C15 C16 C17 C18 -1.2(10) . . . . ?
O2 C16 C17 Cl1 -1.1(9) . . . . ?
C15 C16 C17 Cl1 178.6(5) . . . . ?
C16 C17 C18 C19 2.1(11) . . . . ?
Cl1 C17 C18 C19 -177.7(6) . . . . ?
C17 C18 C19 C20 -1.6(12) . . . . ?
C17 C18 C19 Cl2 178.2(6) . . . . ?
C18 C19 C20 C15 0.4(11) . . . . ?
Cl2 C19 C20 C15 -179.5(6) . . . . ?
C16 C15 C20 C19 0.5(10) . . . . ?
C14 C15 C20 C19 -179.3(7) . . . . ?
C6 C7 O1 Cu1 -169.5(5) . . . . ?
C8 C7 O1 Cu1 9.2(10) . . . . ?
C17 C16 O2 Cu1 166.2(5) . . . . ?
C15 C16 O2 Cu1 -13.4(10) . . . . ?
C15 C14 N1 C13 -178.2(7) . . . . ?
C15 C14 N1 Cu1 2.6(10) . . . . ?
C12 C13 N1 C14 48.9(9) . . . . ?
C8 C13 N1 C14 -130.1(7) . . . . ?
C12 C13 N1 Cu1 -132.0(6) . . . . ?
C8 C13 N1 Cu1 49.1(8) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C14 H14 O2 0.95 2.52 3.424(9) 158.1 3_464 yes
O3 H3A Cl4 0.84 2.20 3.018(5) 163.3 4_665 yes

_refine_diff_density_max         0.436
_refine_diff_density_min         -0.416
_refine_diff_density_rms         0.089

####################################################################### 
# 
# 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 2108052'
loop_
_audit_author_name
_audit_author_address
'Mukesh Choudhary'
;Department of Chemistry, NIT Patna
India
;
_audit_update_record             
;
2021-09-06 deposited with the CCDC.	2022-02-09 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         'C40 H24 Br2 Cl2 Cu N2 O4'
_chemical_formula_sum            'C40 H24 Br2 Cl2 Cu N2 O4'
_chemical_formula_weight         890.87

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   11.1820(8)
_cell_length_b                   12.5407(9)
_cell_length_c                   12.5464(9)
_cell_angle_alpha                93.388(3)
_cell_angle_beta                 96.567(3)
_cell_angle_gamma                93.588(2)
_cell_volume                     1740.5(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)

_cell_measurement_reflns_used    9882
_cell_measurement_theta_min      3.54
_cell_measurement_theta_max      72.04


_exptl_crystal_description       block
_exptl_crystal_colour            brown

_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.700
_exptl_crystal_F_000             886
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    5.369
_shelx_estimated_absorpt_T_min   0.500
_shelx_estimated_absorpt_T_max   0.775
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5525
_exptl_absorpt_correction_T_max  0.7535
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a

_diffrn_radiation_source         'micro-focus sealed tube'

_diffrn_measurement_device_type  
'Bruker D8 VENTURE diffractometer with PHOTON II detector'
_diffrn_measurement_method       'ω and φ scan'


_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32900
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.539
_diffrn_reflns_theta_max         72.384
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             6812
_reflns_number_gt                6257
_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'APEX3/SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2016)'

_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'

_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)+(0.0380P)²+1.7569P] 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         6812
_refine_ls_number_parameters     460
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0345
_refine_ls_R_factor_gt           0.0320
_refine_ls_wR_factor_ref         0.0892
_refine_ls_wR_factor_gt          0.0874
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_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 0.63535(3) 0.65486(3) 0.66139(3) 0.02618(9) Uani 1 1 d . . . . .
C1 C 0.7806(2) 0.32565(19) 0.90898(19) 0.0299(5) Uani 1 1 d . . . . .
C2 C 0.8236(2) 0.42938(19) 0.90476(19) 0.0295(5) Uani 1 1 d . . . . .
H2 H 0.894463 0.456239 0.949777 0.035 Uiso 1 1 calc R U . . .
C3 C 0.7633(2) 0.49673(18) 0.83397(18) 0.0258(5) Uani 1 1 d . . . . .
C4 C 0.6572(2) 0.45735(18) 0.76721(18) 0.0261(5) Uani 1 1 d . . . . .
C5 C 0.6147(2) 0.34971(19) 0.7768(2) 0.0313(5) Uani 1 1 d . . . . .
H5 H 0.542220 0.321918 0.734692 0.038 Uiso 1 1 calc R U . . .
C6 C 0.6750(2) 0.28519(19) 0.8448(2) 0.0322(5) Uani 1 1 d . . . . .
H6 H 0.645519 0.212989 0.848654 0.039 Uiso 1 1 calc R U . . .
C7 C 0.3730(2) 0.60003(19) 0.65501(19) 0.0277(5) Uani 1 1 d . . . . .
C8 C 0.3329(2) 0.5006(2) 0.6052(2) 0.0382(6) Uani 1 1 d . . . . .
H8 H 0.361874 0.477671 0.539933 0.046 Uiso 1 1 calc R U . . .
C9 C 0.2510(2) 0.4343(2) 0.6497(2) 0.0407(6) Uani 1 1 d . . . . .
H9 H 0.222029 0.366898 0.614634 0.049 Uiso 1 1 calc R U . . .
C10 C 0.2124(2) 0.4678(2) 0.7457(2) 0.0363(6) Uani 1 1 d . . . . .
C11 C 0.2514(2) 0.5661(2) 0.7971(2) 0.0347(5) Uani 1 1 d . . . . .
H11 H 0.223727 0.587651 0.863340 0.042 Uiso 1 1 calc R U . . .
C12 C 0.3317(2) 0.63369(19) 0.75093(19) 0.0286(5) Uani 1 1 d . . . . .
C13 C 0.3719(2) 0.74209(19) 0.8065(2) 0.0299(5) Uani 1 1 d . . . . .
C14 C 0.4623(2) 0.74563(19) 0.90417(19) 0.0291(5) Uani 1 1 d . . . . .
C15 C 0.4902(2) 0.8420(2) 0.9661(2) 0.0354(5) Uani 1 1 d . . . . .
H15 H 0.451462 0.904307 0.946095 0.042 Uiso 1 1 calc R U . . .
C16 C 0.5740(3) 0.8470(2) 1.0564(2) 0.0411(6) Uani 1 1 d . . . . .
H16 H 0.592490 0.912632 1.098498 0.049 Uiso 1 1 calc R U . . .
C17 C 0.6310(2) 0.7567(2) 1.0856(2) 0.0413(6) Uani 1 1 d . . . . .
H17 H 0.688432 0.760355 1.147887 0.050 Uiso 1 1 calc R U . . .
C18 C 0.6045(2) 0.6607(2) 1.0241(2) 0.0395(6) Uani 1 1 d . . . . .
H18 H 0.644332 0.598867 1.043824 0.047 Uiso 1 1 calc R U . . .
C19 C 0.5196(2) 0.6552(2) 0.9337(2) 0.0341(5) Uani 1 1 d . . . . .
H19 H 0.500697 0.589328 0.892040 0.041 Uiso 1 1 calc R U . . .
C20 C 0.4246(2) 0.7348(2) 0.54537(19) 0.0298(5) Uani 1 1 d . . . . .
H20 H 0.339640 0.738415 0.531792 0.036 Uiso 1 1 calc R U . . .
C21 C 0.4976(2) 0.80572(19) 0.48998(18) 0.0281(5) Uani 1 1 d . . . . .
C22 C 0.6255(2) 0.8105(2) 0.50162(19) 0.0300(5) Uani 1 1 d . . . . .
C23 C 0.6837(2) 0.8801(2) 0.4356(2) 0.0404(6) Uani 1 1 d . . . . .
H23 H 0.769281 0.884189 0.440406 0.049 Uiso 1 1 calc R U . . .
C24 C 0.6210(3) 0.9419(2) 0.3650(2) 0.0393(6) Uani 1 1 d . . . . .
H24 H 0.662762 0.987600 0.321719 0.047 Uiso 1 1 calc R U . . .
C25 C 0.4953(2) 0.9371(2) 0.35740(19) 0.0323(5) Uani 1 1 d . . . . .
C26 C 0.4347(2) 0.8709(2) 0.4181(2) 0.0320(5) Uani 1 1 d . . . . .
H26 H 0.349128 0.868537 0.411979 0.038 Uiso 1 1 calc R U . . .
C27 C 0.8587(2) 0.77260(18) 0.77884(18) 0.0245(4) Uani 1 1 d . . . . .
C28 C 0.8348(2) 0.85374(19) 0.85103(19) 0.0294(5) Uani 1 1 d . . . . .
H28 H 0.765212 0.846217 0.887649 0.035 Uiso 1 1 calc R U . . .
C29 C 0.9113(2) 0.9463(2) 0.8707(2) 0.0328(5) Uani 1 1 d . . . . .
H29 H 0.894022 1.002745 0.919310 0.039 Uiso 1 1 calc R U . . .
C30 C 1.0133(2) 0.9543(2) 0.81785(19) 0.0314(5) Uani 1 1 d . . . . .
C31 C 1.0371(2) 0.8752(2) 0.7438(2) 0.0313(5) Uani 1 1 d . . . . .
H31 H 1.107211 0.882841 0.707901 0.038 Uiso 1 1 calc R U . . .
C32 C 0.9583(2) 0.78408(18) 0.72155(19) 0.0275(5) Uani 1 1 d . . . . .
C33 C 0.9846(2) 0.6976(2) 0.6408(2) 0.0374(6) Uani 1 1 d . . . . .
C34 C 1.0289(2) 0.7298(2) 0.5391(2) 0.0343(5) Uani 1 1 d . . . . .
C35 C 1.0166(3) 0.8310(2) 0.5003(2) 0.0391(6) Uani 1 1 d . . . . .
H35 H 0.978876 0.883406 0.539978 0.047 Uiso 1 1 calc R U . . .
C36 C 1.0588(3) 0.8558(3) 0.4045(2) 0.0496(7) Uani 1 1 d . . . . .
H36 H 1.050393 0.925210 0.379252 0.060 Uiso 1 1 calc R U . . .
C37 C 1.1124(3) 0.7809(3) 0.3463(3) 0.0557(9) Uani 1 1 d . . . . .
H37 H 1.141829 0.798444 0.281003 0.067 Uiso 1 1 calc R U . . .
C38 C 1.1238(3) 0.6799(3) 0.3822(3) 0.0561(9) Uani 1 1 d . . . . .
H38 H 1.160380 0.627987 0.340952 0.067 Uiso 1 1 calc R U . . .
C39 C 1.0823(2) 0.6532(3) 0.4782(3) 0.0447(7) Uani 1 1 d . . . . .
H39 H 1.090155 0.583244 0.502167 0.054 Uiso 1 1 calc R U . . .
C40 C 0.8180(2) 0.60265(19) 0.82992(19) 0.0273(5) Uani 1 1 d . . . . .
H40 H 0.888513 0.621653 0.878781 0.033 Uiso 1 1 calc R U . . .
N1 N 0.46301(17) 0.66672(16) 0.61173(15) 0.0270(4) Uani 1 1 d . . . . .
N2 N 0.78185(17) 0.67505(15) 0.76696(15) 0.0246(4) Uani 1 1 d . . . . .
Cl1 Cl 0.11306(6) 0.38489(6) 0.80673(7) 0.05259(19) Uani 1 1 d . . . . .
Cl2 Cl 1.11394(7) 1.06704(6) 0.84504(6) 0.04984(18) Uani 1 1 d . . . . .
Br1 Br 0.86639(3) 0.23411(2) 1.00134(2) 0.04554(10) Uani 1 1 d . . . . .
Br2 Br 0.40511(3) 1.02161(2) 0.26073(2) 0.04177(9) Uani 1 1 d . . . . .
O1 O 0.69132(15) 0.75529(14) 0.56837(14) 0.0329(4) Uani 1 1 d . . . . .
O2 O 0.33027(18) 0.82217(15) 0.77199(16) 0.0417(4) Uani 1 1 d . . . . .
O3 O 0.59810(16) 0.51356(14) 0.69795(15) 0.0346(4) Uani 1 1 d . . . . .
O4 O 0.9715(2) 0.60375(16) 0.6588(2) 0.0646(7) 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 O3 1.8898(17) . ?
Cu1 O1 1.8926(17) . ?
Cu1 N1 1.9738(19) . ?
Cu1 N2 1.9784(19) . ?
C1 C2 1.364(3) . ?
C1 C6 1.400(4) . ?
C1 Br1 1.903(2) . ?
C2 C3 1.407(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.415(3) . ?
C3 C40 1.434(3) . ?
C4 O3 1.299(3) . ?
C4 C5 1.420(3) . ?
C5 C6 1.362(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.386(4) . ?
C7 C12 1.389(3) . ?
C7 N1 1.442(3) . ?
C8 C9 1.385(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.376(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.379(4) . ?
C10 Cl1 1.745(3) . ?
C11 C12 1.393(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.508(3) . ?
C13 O2 1.215(3) . ?
C13 C14 1.494(3) . ?
C14 C19 1.385(4) . ?
C14 C15 1.396(3) . ?
C15 C16 1.380(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.381(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.388(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.389(4) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 N1 1.287(3) . ?
C20 C21 1.433(3) . ?
C20 H20 0.9500 . ?
C21 C26 1.411(3) . ?
C21 C22 1.417(3) . ?
C22 O1 1.309(3) . ?
C22 C23 1.418(4) . ?
C23 C24 1.373(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.394(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.360(4) . ?
C25 Br2 1.902(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.381(3) . ?
C27 C32 1.397(3) . ?
C27 N2 1.441(3) . ?
C28 C29 1.391(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.385(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.378(4) . ?
C30 Cl2 1.742(2) . ?
C31 C32 1.393(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.505(3) . ?
C33 O4 1.215(3) . ?
C33 C34 1.489(4) . ?
C34 C35 1.395(4) . ?
C34 C39 1.398(4) . ?
C35 C36 1.385(4) . ?
C35 H35 0.9500 . ?
C36 C37 1.365(5) . ?
C36 H36 0.9500 . ?
C37 C38 1.377(5) . ?
C37 H37 0.9500 . ?
C38 C39 1.390(5) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 N2 1.292(3) . ?
C40 H40 0.9500 . ?

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
O3 Cu1 O1 152.42(8) . . ?
O3 Cu1 N1 89.30(8) . . ?
O1 Cu1 N1 94.63(8) . . ?
O3 Cu1 N2 93.47(8) . . ?
O1 Cu1 N2 94.56(8) . . ?
N1 Cu1 N2 154.44(8) . . ?
C2 C1 C6 120.7(2) . . ?
C2 C1 Br1 119.74(19) . . ?
C6 C1 Br1 119.52(18) . . ?
C1 C2 C3 120.2(2) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C2 C3 C4 120.1(2) . . ?
C2 C3 C40 116.8(2) . . ?
C4 C3 C40 123.0(2) . . ?
O3 C4 C3 123.9(2) . . ?
O3 C4 C5 118.8(2) . . ?
C3 C4 C5 117.3(2) . . ?
C6 C5 C4 121.8(2) . . ?
C6 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C5 C6 C1 119.8(2) . . ?
C5 C6 H6 120.1 . . ?
C1 C6 H6 120.1 . . ?
C8 C7 C12 120.0(2) . . ?
C8 C7 N1 120.6(2) . . ?
C12 C7 N1 119.3(2) . . ?
C9 C8 C7 120.6(3) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C10 C9 C8 118.8(2) . . ?
C10 C9 H9 120.6 . . ?
C8 C9 H9 120.6 . . ?
C9 C10 C11 121.7(2) . . ?
C9 C10 Cl1 120.3(2) . . ?
C11 C10 Cl1 118.0(2) . . ?
C10 C11 C12 119.4(2) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
C7 C12 C11 119.5(2) . . ?
C7 C12 C13 121.5(2) . . ?
C11 C12 C13 119.1(2) . . ?
O2 C13 C14 122.5(2) . . ?
O2 C13 C12 120.1(2) . . ?
C14 C13 C12 117.4(2) . . ?
C19 C14 C15 119.5(2) . . ?
C19 C14 C13 121.1(2) . . ?
C15 C14 C13 119.3(2) . . ?
C16 C15 C14 120.2(2) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C17 120.2(3) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C16 C17 C18 120.1(3) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 C19 119.9(3) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C14 C19 C18 120.1(2) . . ?
C14 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
N1 C20 C21 126.2(2) . . ?
N1 C20 H20 116.9 . . ?
C21 C20 H20 116.9 . . ?
C26 C21 C22 120.1(2) . . ?
C26 C21 C20 116.0(2) . . ?
C22 C21 C20 123.8(2) . . ?
O1 C22 C21 124.4(2) . . ?
O1 C22 C23 119.0(2) . . ?
C21 C22 C23 116.6(2) . . ?
C24 C23 C22 122.4(2) . . ?
C24 C23 H23 118.8 . . ?
C22 C23 H23 118.8 . . ?
C23 C24 C25 119.4(2) . . ?
C23 C24 H24 120.3 . . ?
C25 C24 H24 120.3 . . ?
C26 C25 C24 120.7(2) . . ?
C26 C25 Br2 118.7(2) . . ?
C24 C25 Br2 120.69(19) . . ?
C25 C26 C21 120.7(2) . . ?
C25 C26 H26 119.6 . . ?
C21 C26 H26 119.6 . . ?
C28 C27 C32 120.3(2) . . ?
C28 C27 N2 118.7(2) . . ?
C32 C27 N2 121.0(2) . . ?
C27 C28 C29 120.8(2) . . ?
C27 C28 H28 119.6 . . ?
C29 C28 H28 119.6 . . ?
C30 C29 C28 118.4(2) . . ?
C30 C29 H29 120.8 . . ?
C28 C29 H29 120.8 . . ?
C31 C30 C29 121.5(2) . . ?
C31 C30 Cl2 119.1(2) . . ?
C29 C30 Cl2 119.4(2) . . ?
C30 C31 C32 119.9(2) . . ?
C30 C31 H31 120.0 . . ?
C32 C31 H31 120.0 . . ?
C31 C32 C27 118.9(2) . . ?
C31 C32 C33 119.9(2) . . ?
C27 C32 C33 121.2(2) . . ?
O4 C33 C34 120.7(2) . . ?
O4 C33 C32 120.8(3) . . ?
C34 C33 C32 118.5(2) . . ?
C35 C34 C39 118.6(3) . . ?
C35 C34 C33 123.4(2) . . ?
C39 C34 C33 117.9(3) . . ?
C36 C35 C34 120.8(3) . . ?
C36 C35 H35 119.6 . . ?
C34 C35 H35 119.6 . . ?
C37 C36 C35 120.2(3) . . ?
C37 C36 H36 119.9 . . ?
C35 C36 H36 119.9 . . ?
C36 C37 C38 120.1(3) . . ?
C36 C37 H37 120.0 . . ?
C38 C37 H37 120.0 . . ?
C37 C38 C39 120.8(3) . . ?
C37 C38 H38 119.6 . . ?
C39 C38 H38 119.6 . . ?
C38 C39 C34 119.6(3) . . ?
C38 C39 H39 120.2 . . ?
C34 C39 H39 120.2 . . ?
N2 C40 C3 127.0(2) . . ?
N2 C40 H40 116.5 . . ?
C3 C40 H40 116.5 . . ?
C20 N1 C7 116.9(2) . . ?
C20 N1 Cu1 123.60(16) . . ?
C7 N1 Cu1 119.41(15) . . ?
C40 N2 C27 114.13(19) . . ?
C40 N2 Cu1 123.63(16) . . ?
C27 N2 Cu1 122.24(14) . . ?
C22 O1 Cu1 126.98(15) . . ?
C4 O3 Cu1 128.95(15) . . ?

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
C6 C1 C2 C3 -1.2(4) . . . . ?
Br1 C1 C2 C3 177.74(18) . . . . ?
C1 C2 C3 C4 0.4(4) . . . . ?
C1 C2 C3 C40 -176.5(2) . . . . ?
C2 C3 C4 O3 -178.2(2) . . . . ?
C40 C3 C4 O3 -1.6(4) . . . . ?
C2 C3 C4 C5 1.2(3) . . . . ?
C40 C3 C4 C5 177.9(2) . . . . ?
O3 C4 C5 C6 177.4(2) . . . . ?
C3 C4 C5 C6 -2.1(4) . . . . ?
C4 C5 C6 C1 1.3(4) . . . . ?
C2 C1 C6 C5 0.4(4) . . . . ?
Br1 C1 C6 C5 -178.56(19) . . . . ?
C12 C7 C8 C9 0.5(4) . . . . ?
N1 C7 C8 C9 176.7(2) . . . . ?
C7 C8 C9 C10 -1.6(4) . . . . ?
C8 C9 C10 C11 1.3(4) . . . . ?
C8 C9 C10 Cl1 -177.9(2) . . . . ?
C9 C10 C11 C12 0.1(4) . . . . ?
Cl1 C10 C11 C12 179.3(2) . . . . ?
C8 C7 C12 C11 0.9(4) . . . . ?
N1 C7 C12 C11 -175.4(2) . . . . ?
C8 C7 C12 C13 -179.0(2) . . . . ?
N1 C7 C12 C13 4.7(3) . . . . ?
C10 C11 C12 C7 -1.2(4) . . . . ?
C10 C11 C12 C13 178.7(2) . . . . ?
C7 C12 C13 O2 76.0(3) . . . . ?
C11 C12 C13 O2 -104.0(3) . . . . ?
C7 C12 C13 C14 -104.5(3) . . . . ?
C11 C12 C13 C14 75.5(3) . . . . ?
O2 C13 C14 C19 -171.7(2) . . . . ?
C12 C13 C14 C19 8.8(3) . . . . ?
O2 C13 C14 C15 7.8(4) . . . . ?
C12 C13 C14 C15 -171.7(2) . . . . ?
C19 C14 C15 C16 -0.2(4) . . . . ?
C13 C14 C15 C16 -179.7(2) . . . . ?
C14 C15 C16 C17 0.3(4) . . . . ?
C15 C16 C17 C18 0.2(4) . . . . ?
C16 C17 C18 C19 -0.7(4) . . . . ?
C15 C14 C19 C18 -0.3(4) . . . . ?
C13 C14 C19 C18 179.2(2) . . . . ?
C17 C18 C19 C14 0.7(4) . . . . ?
N1 C20 C21 C26 177.9(2) . . . . ?
N1 C20 C21 C22 -0.2(4) . . . . ?
C26 C21 C22 O1 178.0(2) . . . . ?
C20 C21 C22 O1 -4.0(4) . . . . ?
C26 C21 C22 C23 -2.0(4) . . . . ?
C20 C21 C22 C23 176.0(2) . . . . ?
O1 C22 C23 C24 -178.9(3) . . . . ?
C21 C22 C23 C24 1.2(4) . . . . ?
C22 C23 C24 C25 0.2(5) . . . . ?
C23 C24 C25 C26 -0.9(4) . . . . ?
C23 C24 C25 Br2 179.9(2) . . . . ?
C24 C25 C26 C21 0.0(4) . . . . ?
Br2 C25 C26 C21 179.24(18) . . . . ?
C22 C21 C26 C25 1.5(4) . . . . ?
C20 C21 C26 C25 -176.6(2) . . . . ?
C32 C27 C28 C29 -2.3(4) . . . . ?
N2 C27 C28 C29 175.5(2) . . . . ?
C27 C28 C29 C30 -1.2(4) . . . . ?
C28 C29 C30 C31 2.8(4) . . . . ?
C28 C29 C30 Cl2 -177.44(19) . . . . ?
C29 C30 C31 C32 -0.7(4) . . . . ?
Cl2 C30 C31 C32 179.49(19) . . . . ?
C30 C31 C32 C27 -2.8(4) . . . . ?
C30 C31 C32 C33 -179.8(2) . . . . ?
C28 C27 C32 C31 4.3(3) . . . . ?
N2 C27 C32 C31 -173.4(2) . . . . ?
C28 C27 C32 C33 -178.7(2) . . . . ?
N2 C27 C32 C33 3.5(3) . . . . ?
C31 C32 C33 O4 136.8(3) . . . . ?
C27 C32 C33 O4 -40.2(4) . . . . ?
C31 C32 C33 C34 -42.3(3) . . . . ?
C27 C32 C33 C34 140.8(2) . . . . ?
O4 C33 C34 C35 162.7(3) . . . . ?
C32 C33 C34 C35 -18.2(4) . . . . ?
O4 C33 C34 C39 -15.4(4) . . . . ?
C32 C33 C34 C39 163.7(2) . . . . ?
C39 C34 C35 C36 -1.4(4) . . . . ?
C33 C34 C35 C36 -179.5(3) . . . . ?
C34 C35 C36 C37 0.5(5) . . . . ?
C35 C36 C37 C38 0.6(5) . . . . ?
C36 C37 C38 C39 -0.7(5) . . . . ?
C37 C38 C39 C34 -0.3(4) . . . . ?
C35 C34 C39 C38 1.3(4) . . . . ?
C33 C34 C39 C38 179.5(3) . . . . ?
C2 C3 C40 N2 176.0(2) . . . . ?
C4 C3 C40 N2 -0.8(4) . . . . ?
C21 C20 N1 C7 -177.5(2) . . . . ?
C21 C20 N1 Cu1 5.7(4) . . . . ?
C8 C7 N1 C20 92.3(3) . . . . ?
C12 C7 N1 C20 -91.5(3) . . . . ?
C8 C7 N1 Cu1 -90.8(2) . . . . ?
C12 C7 N1 Cu1 85.5(2) . . . . ?
C3 C40 N2 C27 -177.6(2) . . . . ?
C3 C40 N2 Cu1 1.6(3) . . . . ?
C28 C27 N2 C40 -91.0(3) . . . . ?
C32 C27 N2 C40 86.8(3) . . . . ?
C28 C27 N2 Cu1 89.9(2) . . . . ?
C32 C27 N2 Cu1 -92.4(2) . . . . ?
C21 C22 O1 Cu1 1.8(4) . . . . ?
C23 C22 O1 Cu1 -178.18(19) . . . . ?
O3 Cu1 O1 C22 99.8(2) . . . . ?
N1 Cu1 O1 C22 2.4(2) . . . . ?
N2 Cu1 O1 C22 -153.7(2) . . . . ?
C3 C4 O3 Cu1 2.9(3) . . . . ?
C5 C4 O3 Cu1 -176.59(17) . . . . ?
O1 Cu1 O3 C4 105.0(2) . . . . ?
N1 Cu1 O3 C4 -156.3(2) . . . . ?
N2 Cu1 O3 C4 -1.7(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C11 H11 Br1 0.95 3.02 3.851(3) 147.0 2_667 yes
C29 H29 Br1 0.95 3.07 3.960(3) 157.2 1_565 yes

_refine_diff_density_max         0.480
_refine_diff_density_min         -0.671
_refine_diff_density_rms         0.076

