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#$Date: 2025-08-19 01:15:59 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301787 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/14/1561404.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_1561404
loop_
_publ_author_name
'Wang, Jin-Hua'
'Zhang, E.'
'Tang, Gui-Mei'
'Wang, Yong-Tao'
'Cui, Yue-Zhi'
'Ng, Seik Weng'
_publ_section_title
;
 Novel bipyridinyl oxadiazole-based metal coordination complexes: High
 efficient and green synthesis of 3,4-dihydropyrimidin-2(1H)-ones through
 the Biginelli reactions
;
_journal_name_full               'Journal of Solid State Chemistry'
_journal_page_first              86
_journal_page_last               98
_journal_paper_doi               10.1016/j.jssc.2016.05.009
_journal_volume                  241
_journal_year                    2016
_chemical_formula_sum            'C36 H38 Co N8 O14 S2'
_chemical_formula_weight         929.79
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.129(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.796(5)
_cell_length_b                   7.740(5)
_cell_length_c                   25.054(5)
_cell_measurement_reflns_used    2611
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.70
_cell_measurement_theta_min      2.39
_cell_volume                     2072.5(17)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_sigmaI/netI    0.0472
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            11278
_diffrn_reflns_theta_full        26.96
_diffrn_reflns_theta_max         26.96
_diffrn_reflns_theta_min         1.64
_exptl_absorpt_coefficient_mu    0.591
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             962
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         4404
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.983
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0451
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1311
_refine_ls_wR_factor_ref         0.1556
_reflns_number_gt                3111
_reflns_number_total             4404
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            JSSC-2016-241-86.cif
_cod_data_source_block           compound_1
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               1561404
loop_
_symmetry_equiv_pos_as_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'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.0000 0.0000 0.5000 0.04006(19) Uani 1 2 d S . .
S1 S 0.84748(7) 0.45801(9) 0.38306(3) 0.0473(2) Uani 1 1 d . . .
O1 O 0.08210(18) 0.0332(2) 0.22204(7) 0.0455(5) Uani 1 1 d . . .
O1W O -0.0389(2) -0.2636(3) 0.49533(7) 0.0578(6) Uani 1 1 d . . .
H1WA H -0.0395 -0.3197 0.4661 0.087 Uiso 1 1 d R . .
H1WB H -0.0246 -0.3324 0.5219 0.087 Uiso 1 1 d R . .
O2 O 0.9671(2) 0.4732(3) 0.41660(8) 0.0673(7) Uani 1 1 d . . .
O2W O -0.18439(18) 0.0565(3) 0.47049(8) 0.0530(5) Uani 1 1 d . . .
H2WA H -0.2451 -0.0120 0.4610 0.079 Uiso 1 1 d R . .
H2WB H -0.2013 0.1423 0.4495 0.079 Uiso 1 1 d R . .
O3 O 0.7787(2) 0.3050(3) 0.39393(8) 0.0653(6) Uani 1 1 d . . .
O3W O 0.86782(19) 0.3319(3) 0.06184(8) 0.0659(6) Uani 1 1 d . . .
H3WA H 0.8315 0.2549 0.0782 0.099 Uiso 1 1 d R . .
H3WB H 0.8759 0.2636 0.0360 0.099 Uiso 1 1 d R . .
O4 O 0.7746(3) 0.6140(3) 0.38398(9) 0.0731(7) Uani 1 1 d . . .
N1 N 0.0466(2) 0.0153(3) 0.41990(9) 0.0433(5) Uani 1 1 d . . .
N2 N 0.2228(2) 0.2241(4) 0.25483(9) 0.0574(7) Uani 1 1 d . . .
N3 N 0.2243(3) 0.2104(4) 0.19966(10) 0.0617(7) Uani 1 1 d . . .
N4 N 0.0893(3) -0.1456(5) 0.03076(10) 0.0727(9) Uani 1 1 d . . .
C1 C 0.1525(3) 0.0913(4) 0.41239(12) 0.0578(8) Uani 1 1 d . . .
H1A H 0.2079 0.1225 0.4427 0.069 Uiso 1 1 calc R . .
C2 C 0.1852(3) 0.1265(5) 0.36319(11) 0.0583(8) Uani 1 1 d . . .
H2A H 0.2603 0.1818 0.3601 0.070 Uiso 1 1 calc R . .
C3 C 0.1052(2) 0.0788(4) 0.31793(10) 0.0416(6) Uani 1 1 d . . .
C4 C -0.0028(3) -0.0049(3) 0.32485(11) 0.0439(6) Uani 1 1 d . . .
H4A H -0.0578 -0.0418 0.2951 0.053 Uiso 1 1 calc R . .
C5 C -0.0292(3) -0.0338(3) 0.37580(11) 0.0449(7) Uani 1 1 d . . .
H5A H -0.1033 -0.0902 0.3799 0.054 Uiso 1 1 calc R . .
C6 C 0.1384(3) 0.1175(4) 0.26564(11) 0.0445(6) Uani 1 1 d . . .
C7 C 0.1428(3) 0.0968(4) 0.18280(11) 0.0500(7) Uani 1 1 d . . .
C8 C 0.1163(3) 0.0224(4) 0.12947(12) 0.0532(8) Uani 1 1 d . . .
C9 C 0.1917(3) 0.0651(5) 0.09142(13) 0.0658(9) Uani 1 1 d . . .
H9A H 0.2530 0.1497 0.0982 0.079 Uiso 1 1 calc R . .
C10 C 0.1729(4) -0.0225(6) 0.04295(14) 0.0739(11) Uani 1 1 d . . .
H10A H 0.2227 0.0075 0.0170 0.089 Uiso 1 1 calc R . .
C11 C 0.0155(3) -0.1800(6) 0.06724(12) 0.0705(10) Uani 1 1 d . . .
H11A H -0.0467 -0.2628 0.0590 0.085 Uiso 1 1 calc R . .
C12 C 0.0255(3) -0.0999(5) 0.11684(12) 0.0610(8) Uani 1 1 d . . .
H12A H -0.0286 -0.1286 0.1413 0.073 Uiso 1 1 calc R . .
C13 C 0.8779(2) 0.4398(3) 0.31641(10) 0.0394(6) Uani 1 1 d . . .
C14 C 0.9717(3) 0.5350(4) 0.29891(12) 0.0491(7) Uani 1 1 d . . .
H14A H 1.0239 0.6025 0.3232 0.059 Uiso 1 1 calc R . .
C15 C 0.9886(3) 0.5308(5) 0.24637(13) 0.0642(9) Uani 1 1 d . . .
H15A H 1.0506 0.5980 0.2345 0.077 Uiso 1 1 calc R . .
C16 C 0.9143(3) 0.4275(5) 0.21081(13) 0.0667(9) Uani 1 1 d . . .
H16A H 0.9266 0.4235 0.1748 0.080 Uiso 1 1 calc R . .
C17 C 0.8224(3) 0.3309(5) 0.22799(12) 0.0664(9) Uani 1 1 d . . .
H17A H 0.7726 0.2605 0.2037 0.080 Uiso 1 1 calc R . .
C18 C 0.8028(3) 0.3362(4) 0.28048(12) 0.0546(8) Uani 1 1 d . . .
H18A H 0.7395 0.2706 0.2920 0.066 Uiso 1 1 calc R . .
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'
Co Co 0.3494 0.9721 '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
O2W Co1 O2W 180.000(1) 3_556 .
O2W Co1 O1W 90.62(9) 3_556 3_556
O2W Co1 O1W 89.38(9) . 3_556
O2W Co1 O1W 89.38(9) 3_556 .
O2W Co1 O1W 90.62(9) . .
O1W Co1 O1W 180.0 3_556 .
O2W Co1 N1 89.71(8) 3_556 3_556
O2W Co1 N1 90.29(8) . 3_556
O1W Co1 N1 94.22(8) 3_556 3_556
O1W Co1 N1 85.78(8) . 3_556
O2W Co1 N1 90.29(8) 3_556 .
O2W Co1 N1 89.71(8) . .
O1W Co1 N1 85.78(8) 3_556 .
O1W Co1 N1 94.22(8) . .
N1 Co1 N1 180.0 3_556 .
O4 S1 O2 111.60(16) . .
O4 S1 O3 112.76(16) . .
O2 S1 O3 113.49(13) . .
O4 S1 C13 104.97(12) . .
O2 S1 C13 106.80(14) . .
O3 S1 C13 106.51(13) . .
C6 O1 C7 101.8(2) . .
C1 N1 C5 116.7(2) . .
C1 N1 Co1 118.72(18) . .
C5 N1 Co1 124.3(2) . .
C6 N2 N3 105.6(2) . .
C7 N3 N2 106.1(2) . .
C10 N4 C11 116.4(3) . .
N1 C1 C2 124.1(3) . .
C1 C2 C3 118.7(3) . .
C4 C3 C2 118.1(3) . .
C4 C3 C6 122.8(2) . .
C2 C3 C6 119.1(3) . .
C3 C4 C5 119.4(2) . .
N1 C5 C4 122.9(3) . .
N2 C6 O1 113.2(2) . .
N2 C6 C3 127.0(3) . .
O1 C6 C3 119.8(2) . .
N3 C7 O1 113.2(3) . .
N3 C7 C8 128.2(3) . .
O1 C7 C8 118.3(3) . .
C12 C8 C9 118.7(3) . .
C12 C8 C7 122.1(3) . .
C9 C8 C7 119.0(3) . .
C8 C9 C10 117.6(4) . .
N4 C10 C9 124.7(3) . .
N4 C11 C12 123.7(4) . .
C8 C12 C11 118.8(3) . .
C14 C13 C18 119.7(3) . .
C14 C13 S1 120.5(2) . .
C18 C13 S1 119.8(2) . .
C15 C14 C13 120.3(3) . .
C14 C15 C16 119.9(3) . .
C17 C16 C15 120.1(3) . .
C16 C17 C18 120.6(3) . .
C17 C18 C13 119.4(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 O2W 2.070(2) 3_556
Co1 O2W 2.070(2) .
Co1 O1W 2.083(2) 3_556
Co1 O1W 2.083(2) .
Co1 N1 2.140(2) 3_556
Co1 N1 2.140(2) .
S1 O4 1.443(2) .
S1 O2 1.442(2) .
S1 O3 1.444(2) .
S1 C13 1.752(3) .
O1 C6 1.342(3) .
O1 C7 1.349(3) .
N1 C1 1.323(4) .
N1 C5 1.334(3) .
N2 C6 1.286(4) .
N2 N3 1.389(3) .
N3 C7 1.273(4) .
N4 C10 1.318(5) .
N4 C11 1.322(4) .
C1 C2 1.357(4) .
C2 C3 1.376(4) .
C3 C4 1.365(4) .
C3 C6 1.438(4) .
C4 C5 1.365(4) .
C7 C8 1.446(4) .
C8 C12 1.367(5) .
C8 C9 1.379(4) .
C9 C10 1.380(5) .
C11 C12 1.379(4) .
C13 C14 1.374(4) .
C13 C18 1.380(4) .
C14 C15 1.355(4) .
C15 C16 1.369(5) .
C16 C17 1.359(5) .
C17 C18 1.362(4) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168307372
