#------------------------------------------------------------------------------
#$Date: 2022-05-05 23:46:44 +0300 (Thu, 05 May 2022) $
#$Revision: 275030 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/14/7061404.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7061404
loop_
_publ_author_name
'Kumar, Sunil'
'Choudhary, Mukesh'
_publ_section_title
;
 Structure-based design and synthesis of copper(ii) complexes as antivirus
 drug candidates targeting SARS CoV-2 and HIV
;
_journal_issue                   15
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              7128
_journal_page_last               7143
_journal_paper_doi               10.1039/D2NJ00703G
_journal_volume                  46
_journal_year                    2022
_chemical_formula_sum            'C26 H14 Br6 Cu N2 O2'
_chemical_formula_weight         929.39
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-01-21 deposited with the CCDC.	2022-03-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.795(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.1185(13)
_cell_length_b                   10.9809(12)
_cell_length_c                   12.5803(13)
_cell_measurement_reflns_used    9508
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      31.02
_cell_measurement_theta_min      2.98
_cell_volume                     1357.5(3)
_computing_cell_refinement       'APEX3/SAINT (Bruker, 2016)'
_computing_data_collection       'APEX3(Bruker, 2016)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2016)'
_computing_molecular_graphics
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
'Bruker axs kappa apex3 PHOTON II Diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1014
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            60792
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.999
_diffrn_reflns_theta_min         2.782
_diffrn_source                   'fine focus sealed tube'
_exptl_absorpt_coefficient_mu    9.664
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.402
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker 2016)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    2.274
_exptl_crystal_description       block
_exptl_crystal_F_000             878
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.070
_refine_diff_density_max         1.165
_refine_diff_density_min         -1.407
_refine_diff_density_rms         0.148
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.186
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         3949
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.186
_refine_ls_R_factor_all          0.0752
_refine_ls_R_factor_gt           0.0444
_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)+(0.0361P)²+3.1132P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0944
_refine_ls_wR_factor_ref         0.1160
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2851
_reflns_number_total             3949
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj00703g2.cif
_cod_data_source_block           shelx_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7061403--7061404.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7061404
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_min   0.248
_shelx_estimated_absorpt_t_max   0.551
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'
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
Cu2 Cu 0.500000 0.500000 0.500000 0.03356(18) Uani 1 2 d S . P . .
C1 C 0.4594(4) 0.2862(4) 0.3587(4) 0.0346(9) Uani 1 1 d . . . . .
H1 H 0.471637 0.202134 0.346044 0.042 Uiso 1 1 calc R U . . .
C2 C 0.3714(4) 0.3537(4) 0.2719(3) 0.0312(8) Uani 1 1 d . . . . .
C3 C 0.3655(5) 0.4831(4) 0.2740(3) 0.0337(9) Uani 1 1 d . . . . .
C4 C 0.2806(5) 0.5411(4) 0.1824(4) 0.0382(10) Uani 1 1 d . . . . .
H4 H 0.274308 0.627422 0.181352 0.046 Uiso 1 1 calc R U . . .
C5 C 0.2064(5) 0.4756(4) 0.0945(4) 0.0383(10) Uani 1 1 d . . . . .
H5 H 0.148172 0.516526 0.034835 0.046 Uiso 1 1 calc R U . . .
C6 C 0.2174(5) 0.3491(4) 0.0938(4) 0.0367(9) Uani 1 1 d . . . . .
C7 C 0.2985(4) 0.2885(4) 0.1807(4) 0.0357(9) Uani 1 1 d . . . . .
H7 H 0.305266 0.202224 0.179175 0.043 Uiso 1 1 calc R U . . .
C8 C 0.6160(4) 0.2515(3) 0.5248(3) 0.0308(8) Uani 1 1 d . . . . .
C9 C 0.7517(5) 0.2862(4) 0.5584(3) 0.0350(9) Uani 1 1 d . . . . .
C10 C 0.8462(5) 0.2165(4) 0.6299(4) 0.0373(9) Uani 1 1 d . . . . .
H10 H 0.938722 0.241099 0.651622 0.045 Uiso 1 1 calc R U . . .
C11 C 0.8031(4) 0.1106(4) 0.6690(3) 0.0361(9) Uani 1 1 d . . . . .
C12 C 0.6688(5) 0.0747(4) 0.6394(4) 0.0404(10) Uani 1 1 d . . . . .
H12 H 0.640787 0.002051 0.668707 0.049 Uiso 1 1 calc R U . . .
C13 C 0.5750(5) 0.1447(4) 0.5666(4) 0.0354(9) Uani 1 1 d . . . . .
H13 H 0.482513 0.119749 0.545251 0.042 Uiso 1 1 calc R U . . .
N1 N 0.5227(4) 0.3293(3) 0.4516(3) 0.0310(7) Uani 1 1 d . . . . .
O1 O 0.4370(4) 0.5504(3) 0.3522(3) 0.0421(8) Uani 1 1 d . . . . .
Br1 Br 0.93489(6) 0.01334(5) 0.76448(4) 0.05180(16) Uani 1 1 d . . . . .
Br2 Br 0.80824(5) 0.43291(5) 0.50459(5) 0.05803(18) Uani 1 1 d . . . . .
Br3 Br 0.12232(6) 0.26071(5) -0.03068(4) 0.05581(17) Uani 1 1 d . . . . .
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'
Cu Cu 0.3201 1.2651 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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 Cu2 O1 180.0(2) . 3_666 ?
O1 Cu2 N1 90.64(13) . . ?
O1 Cu2 N1 89.36(13) 3_666 . ?
O1 Cu2 N1 89.36(13) . 3_666 ?
O1 Cu2 N1 90.63(13) 3_666 3_666 ?
N1 Cu2 N1 180.0 . 3_666 ?
N1 C1 C2 125.9(4) . . ?
N1 C1 H1 117.1 . . ?
C2 C1 H1 117.1 . . ?
C7 C2 C3 120.6(4) . . ?
C7 C2 C1 117.8(4) . . ?
C3 C2 C1 121.4(4) . . ?
O1 C3 C4 118.7(4) . . ?
O1 C3 C2 124.2(4) . . ?
C4 C3 C2 117.1(4) . . ?
C5 C4 C3 121.8(4) . . ?
C5 C4 H4 119.1 . . ?
C3 C4 H4 119.1 . . ?
C4 C5 C6 119.7(4) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C7 C6 C5 120.8(4) . . ?
C7 C6 Br3 119.9(3) . . ?
C5 C6 Br3 119.3(3) . . ?
C6 C7 C2 120.1(4) . . ?
C6 C7 H7 119.9 . . ?
C2 C7 H7 119.9 . . ?
C13 C8 C9 118.6(4) . . ?
C13 C8 N1 122.4(4) . . ?
C9 C8 N1 118.9(4) . . ?
C10 C9 C8 121.8(4) . . ?
C10 C9 Br2 119.0(3) . . ?
C8 C9 Br2 119.1(3) . . ?
C11 C10 C9 118.3(4) . . ?
C11 C10 H10 120.9 . . ?
C9 C10 H10 120.9 . . ?
C10 C11 C12 121.5(4) . . ?
C10 C11 Br1 117.9(3) . . ?
C12 C11 Br1 120.6(3) . . ?
C11 C12 C13 119.8(4) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C12 C13 C8 120.0(4) . . ?
C12 C13 H13 120.0 . . ?
C8 C13 H13 120.0 . . ?
C1 N1 C8 118.3(3) . . ?
C1 N1 Cu2 123.7(3) . . ?
C8 N1 Cu2 118.0(2) . . ?
C3 O1 Cu2 124.8(3) . . ?
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
Cu2 O1 1.899(3) . ?
Cu2 O1 1.899(3) 3_666 ?
Cu2 N1 2.001(3) . ?
Cu2 N1 2.001(3) 3_666 ?
C1 N1 1.282(5) . ?
C1 C2 1.439(6) . ?
C1 H1 0.9500 . ?
C2 C7 1.404(6) . ?
C2 C3 1.423(6) . ?
C3 O1 1.303(5) . ?
C3 C4 1.414(6) . ?
C4 C5 1.381(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.394(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.372(6) . ?
C6 Br3 1.898(4) . ?
C7 H7 0.9500 . ?
C8 C13 1.388(6) . ?
C8 C9 1.390(6) . ?
C8 N1 1.433(5) . ?
C9 C10 1.378(6) . ?
C9 Br2 1.889(4) . ?
C10 C11 1.374(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.378(7) . ?
C11 Br1 1.897(4) . ?
C12 C13 1.385(6) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
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
N1 C1 C2 C7 -172.9(4) . . . . ?
N1 C1 C2 C3 11.7(7) . . . . ?
C7 C2 C3 O1 -175.3(4) . . . . ?
C1 C2 C3 O1 0.0(7) . . . . ?
C7 C2 C3 C4 1.9(7) . . . . ?
C1 C2 C3 C4 177.2(4) . . . . ?
O1 C3 C4 C5 177.3(4) . . . . ?
C2 C3 C4 C5 -0.1(7) . . . . ?
C3 C4 C5 C6 -1.7(7) . . . . ?
C4 C5 C6 C7 1.6(7) . . . . ?
C4 C5 C6 Br3 -176.8(3) . . . . ?
C5 C6 C7 C2 0.2(7) . . . . ?
Br3 C6 C7 C2 178.5(3) . . . . ?
C3 C2 C7 C6 -2.0(7) . . . . ?
C1 C2 C7 C6 -177.4(4) . . . . ?
C13 C8 C9 C10 1.3(7) . . . . ?
N1 C8 C9 C10 179.0(4) . . . . ?
C13 C8 C9 Br2 -178.7(3) . . . . ?
N1 C8 C9 Br2 -1.0(5) . . . . ?
C8 C9 C10 C11 -0.6(7) . . . . ?
Br2 C9 C10 C11 179.4(3) . . . . ?
C9 C10 C11 C12 -0.8(7) . . . . ?
C9 C10 C11 Br1 178.4(3) . . . . ?
C10 C11 C12 C13 1.5(7) . . . . ?
Br1 C11 C12 C13 -177.7(4) . . . . ?
C11 C12 C13 C8 -0.7(7) . . . . ?
C9 C8 C13 C12 -0.6(7) . . . . ?
N1 C8 C13 C12 -178.2(4) . . . . ?
C2 C1 N1 C8 -174.4(4) . . . . ?
C2 C1 N1 Cu2 5.0(6) . . . . ?
C13 C8 N1 C1 -61.8(6) . . . . ?
C9 C8 N1 C1 120.6(5) . . . . ?
C13 C8 N1 Cu2 118.7(4) . . . . ?
C9 C8 N1 Cu2 -58.9(5) . . . . ?
C4 C3 O1 Cu2 154.8(3) . . . . ?
C2 C3 O1 Cu2 -28.0(6) . . . . ?
N1 Cu2 O1 C3 33.6(4) . . . . ?
N1 Cu2 O1 C3 -146.4(4) 3_666 . . . ?
