#------------------------------------------------------------------------------
#$Date: 2024-09-06 04:43:58 +0300 (Fri, 06 Sep 2024) $
#$Revision: 294606 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/34/7063407.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_7063407
loop_
_publ_author_name
'Ahmad, Reyaz'
'Choudhary, Mukesh'
_publ_section_title
;
 Design and synthesis of copper(ii) and nickel(ii) complexes as potential
 inhibitors against SARS-CoV-2 viral RNA binding protein and Omicron RBD
 protein
;
_journal_issue                   34
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              15053
_journal_page_last               15076
_journal_paper_doi               10.1039/D4NJ02753A
_journal_volume                  48
_journal_year                    2024
_chemical_formula_sum            'C28 H28 N6 Ni O2 S2'
_chemical_formula_weight         603.39
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2024-04-23 deposited with the CCDC.	2024-08-01 downloaded from the CCDC.
;
_cell_angle_alpha                82.906(2)
_cell_angle_beta                 82.315(2)
_cell_angle_gamma                67.927(2)
_cell_formula_units_Z            1
_cell_length_a                   7.9246(5)
_cell_length_b                   8.2663(4)
_cell_length_c                   10.8997(7)
_cell_measurement_reflns_used    9802
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.32
_cell_measurement_theta_min      2.67
_cell_volume                     653.64(7)
_computing_cell_refinement       'APEX4/SAINT (Bruker, 2021)'
_computing_data_collection       'APEX4 (Bruker, 2021)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2021)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019), WinGX'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 Venture Diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            26284
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.320
_diffrn_reflns_theta_min         3.350
_diffrn_source                   'fine focus sealed tube'
_exptl_absorpt_coefficient_mu    0.942
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5916
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS-2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_description       block
_exptl_crystal_F_000             314
_exptl_crystal_size_max          0.316
_exptl_crystal_size_mid          0.195
_exptl_crystal_size_min          0.178
_refine_diff_density_max         0.453
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         3235
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0299
_refine_ls_R_factor_gt           0.0282
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0387P)²+0.4781P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0760
_refine_ls_wR_factor_ref         0.0780
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3104
_reflns_number_total             3235
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4nj02753a2.cif
_cod_data_source_block           shelx_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7063406--7063407.cif.'
_cod_database_code               7063407
_shelx_shelxl_version_number     2019/3
_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   0.755
_shelx_estimated_absorpt_t_max   0.850
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
C1 C 0.61725(19) 0.28658(18) 0.41217(13) 0.0147(3) Uani 1 1 d . . . . .
H1 H 0.691281 0.239879 0.479253 0.018 Uiso 1 1 calc R U . . .
C2 C 0.63617(19) 0.44383(17) 0.34411(12) 0.0142(3) Uani 1 1 d . . . . .
C3 C 0.79091(19) 0.47500(18) 0.36184(13) 0.0146(3) Uani 1 1 d . . . . .
H3 H 0.877437 0.392951 0.413171 0.017 Uiso 1 1 calc R U . . .
C4 C 0.82379(18) 0.62547(18) 0.30572(12) 0.0134(2) Uani 1 1 d . . . . .
C5 C 0.98329(19) 0.65764(19) 0.32273(13) 0.0160(3) Uani 1 1 d . . . . .
H5 H 1.073231 0.574361 0.371140 0.019 Uiso 1 1 calc R U . . .
C6 C 1.00850(19) 0.80671(19) 0.27029(13) 0.0166(3) Uani 1 1 d . . . . .
H6 H 1.114821 0.827130 0.283170 0.020 Uiso 1 1 calc R U . . .
C7 C 0.87597(19) 0.93127(18) 0.19654(13) 0.0152(3) Uani 1 1 d . . . . .
C8 C 0.72179(19) 0.90348(18) 0.17633(13) 0.0147(3) Uani 1 1 d . . . . .
H8 H 0.635177 0.986621 0.125585 0.018 Uiso 1 1 calc R U . . .
C9 C 0.69219(18) 0.75043(17) 0.23136(12) 0.0133(2) Uani 1 1 d . . . . .
C10 C 0.53339(19) 0.71779(18) 0.21529(13) 0.0161(3) Uani 1 1 d . . . . .
H10 H 0.443944 0.800959 0.166470 0.019 Uiso 1 1 calc R U . . .
C11 C 0.50555(19) 0.56978(18) 0.26818(13) 0.0163(3) Uani 1 1 d . . . . .
H11 H 0.398914 0.550567 0.254410 0.020 Uiso 1 1 calc R U . . .
C12 C 0.7902(2) 1.2036(2) 0.07109(15) 0.0211(3) Uani 1 1 d . . . . .
H12A H 0.783599 1.149457 -0.002295 0.032 Uiso 1 1 calc R U . . .
H12B H 0.832236 1.301087 0.044993 0.032 Uiso 1 1 calc R U . . .
H12C H 0.668804 1.247516 0.116856 0.032 Uiso 1 1 calc R U . . .
C13 C 0.28926(18) 0.19204(17) 0.29608(12) 0.0139(2) Uani 1 1 d . . . . .
C14 C 0.2066(2) 0.3504(2) 0.09390(13) 0.0206(3) Uani 1 1 d . . . . .
H14A H 0.152274 0.470095 0.119867 0.031 Uiso 1 1 calc R U . . .
H14B H 0.142677 0.340189 0.025929 0.031 Uiso 1 1 calc R U . . .
H14C H 0.336182 0.323581 0.065551 0.031 Uiso 1 1 calc R U . . .
N1 N 0.51546(16) 0.20029(15) 0.39573(10) 0.0133(2) Uani 1 1 d . . . . .
N2 N 0.41506(16) 0.26047(15) 0.29238(11) 0.0143(2) Uani 1 1 d . . . . .
N3 N 0.18965(18) 0.22810(17) 0.19812(12) 0.0176(2) Uani 1 1 d . . . . .
H3A H 0.115(3) 0.189(3) 0.2026(19) 0.021 Uiso 1 1 d . U . . .
O1 O 0.91641(14) 1.07580(14) 0.14983(10) 0.0187(2) Uani 1 1 d . . . . .
S1 S 0.24242(4) 0.05789(4) 0.42066(3) 0.01532(9) Uani 1 1 d . . . . .
Ni1 Ni 0.500000 0.000000 0.500000 0.01146(8) Uani 1 2 d S . P . .
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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
N1 C1 C2 130.48(13) . . ?
N1 C1 H1 114.8 . . ?
C2 C1 H1 114.8 . . ?
C3 C2 C11 118.48(12) . . ?
C3 C2 C1 115.67(12) . . ?
C11 C2 C1 125.75(12) . . ?
C2 C3 C4 121.92(12) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C3 C4 C9 119.06(12) . . ?
C3 C4 C5 122.22(12) . . ?
C9 C4 C5 118.71(12) . . ?
C6 C5 C4 120.83(13) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C7 120.10(12) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
O1 C7 C8 124.72(13) . . ?
O1 C7 C6 114.52(12) . . ?
C8 C7 C6 120.76(13) . . ?
C7 C8 C9 119.91(12) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C10 C9 C8 121.96(12) . . ?
C10 C9 C4 118.37(12) . . ?
C8 C9 C4 119.67(12) . . ?
C11 C10 C9 121.80(13) . . ?
C11 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
C10 C11 C2 120.35(12) . . ?
C10 C11 H11 119.8 . . ?
C2 C11 H11 119.8 . . ?
O1 C12 H12A 109.5 . . ?
O1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C13 N3 118.50(12) . . ?
N2 C13 S1 123.66(11) . . ?
N3 C13 S1 117.84(10) . . ?
N3 C14 H14A 109.5 . . ?
N3 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N3 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C1 N1 N2 115.39(11) . . ?
C1 N1 Ni1 124.77(10) . . ?
N2 N1 Ni1 119.82(9) . . ?
C13 N2 N1 111.63(11) . . ?
C13 N3 C14 122.36(12) . . ?
C13 N3 H3A 117.0(15) . . ?
C14 N3 H3A 120.4(15) . . ?
C7 O1 C12 117.01(11) . . ?
C13 S1 Ni1 94.42(5) . . ?
N1 Ni1 N1 180.0 . 2_656 ?
N1 Ni1 S1 85.51(4) . . ?
N1 Ni1 S1 94.49(4) 2_656 . ?
N1 Ni1 S1 94.49(4) . 2_656 ?
N1 Ni1 S1 85.51(4) 2_656 2_656 ?
S1 Ni1 S1 180.000(15) . 2_656 ?
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
C1 N1 1.3017(17) . ?
C1 C2 1.4633(18) . ?
C1 H1 0.9500 . ?
C2 C3 1.3859(19) . ?
C2 C11 1.4306(19) . ?
C3 C4 1.4150(19) . ?
C3 H3 0.9500 . ?
C4 C9 1.4217(18) . ?
C4 C5 1.4249(18) . ?
C5 C6 1.366(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.4206(19) . ?
C6 H6 0.9500 . ?
C7 O1 1.3722(16) . ?
C7 C8 1.3746(19) . ?
C8 C9 1.4189(18) . ?
C8 H8 0.9500 . ?
C9 C10 1.4188(18) . ?
C10 C11 1.3684(19) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 O1 1.4368(18) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 N2 1.3126(18) . ?
C13 N3 1.3499(18) . ?
C13 S1 1.7361(14) . ?
C14 N3 1.4521(18) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
N1 N2 1.3976(16) . ?
N1 Ni1 1.9231(11) . ?
N3 H3A 0.77(2) . ?
S1 Ni1 2.1861(3) . ?
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
C1 H1 S1 0.95 2.46 3.0895(14) 123.8 2_656 yes
C12 H12C N2 0.98 2.56 3.491(2) 157.8 1_565 yes
N3 H3A O1 0.77(2) 2.27(2) 3.0113(16) 162(2) 1_445 yes
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 C3 -162.59(14) . . . . ?
N1 C1 C2 C11 21.1(2) . . . . ?
C11 C2 C3 C4 -1.0(2) . . . . ?
C1 C2 C3 C4 -177.59(12) . . . . ?
C2 C3 C4 C9 1.5(2) . . . . ?
C2 C3 C4 C5 -179.48(13) . . . . ?
C3 C4 C5 C6 -178.04(13) . . . . ?
C9 C4 C5 C6 1.0(2) . . . . ?
C4 C5 C6 C7 -0.7(2) . . . . ?
C5 C6 C7 O1 179.59(13) . . . . ?
C5 C6 C7 C8 -0.4(2) . . . . ?
O1 C7 C8 C9 -178.78(12) . . . . ?
C6 C7 C8 C9 1.2(2) . . . . ?
C7 C8 C9 C10 178.68(13) . . . . ?
C7 C8 C9 C4 -0.9(2) . . . . ?
C3 C4 C9 C10 -0.7(2) . . . . ?
C5 C4 C9 C10 -179.75(12) . . . . ?
C3 C4 C9 C8 178.88(12) . . . . ?
C5 C4 C9 C8 -0.16(19) . . . . ?
C8 C9 C10 C11 179.79(13) . . . . ?
C4 C9 C10 C11 -0.6(2) . . . . ?
C9 C10 C11 C2 1.2(2) . . . . ?
C3 C2 C11 C10 -0.4(2) . . . . ?
C1 C2 C11 C10 175.85(14) . . . . ?
C2 C1 N1 N2 4.1(2) . . . . ?
C2 C1 N1 Ni1 -177.06(11) . . . . ?
N3 C13 N2 N1 -175.36(12) . . . . ?
S1 C13 N2 N1 4.96(16) . . . . ?
C1 N1 N2 C13 -166.92(13) . . . . ?
Ni1 N1 N2 C13 14.18(15) . . . . ?
N2 C13 N3 C14 -5.1(2) . . . . ?
S1 C13 N3 C14 174.62(11) . . . . ?
C8 C7 O1 C12 -2.1(2) . . . . ?
C6 C7 O1 C12 178.00(12) . . . . ?
N2 C13 S1 Ni1 -17.30(12) . . . . ?
N3 C13 S1 Ni1 163.02(10) . . . . ?
