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#$Date: 2025-08-04 10:03:09 +0300 (Mon, 04 Aug 2025) $
#$Revision: 301442 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/64/7056442.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_7056442
loop_
_publ_author_name
'Radi, Smaail'
'El-Massaoudi, Mohamed'
'Benaissa, Houria'
'Adarsh, N. N.'
'Ferbinteanu, Marilena'
'Devlin, Eamonn'
'Sanakis, Yiannis'
'Garcia, Yann'
_publ_section_title
;
 Crystal engineering of a series of complexes and coordination polymers
 based on pyrazole-carboxylic acid ligands
;
_journal_issue                   16
_journal_name_full               'New J. Chem.'
_journal_page_first              8232
_journal_page_last               8241
_journal_paper_doi               10.1039/C7NJ01714F
_journal_volume                  41
_journal_year                    2017
_chemical_formula_moiety         'C20 H32 Co N6 O7'
_chemical_formula_sum            'C20 H32 Co N6 O7'
_chemical_formula_weight         527.44
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2016-11-06 deposited with the CCDC.
2017-06-27 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   15.1068(6)
_cell_length_b                   9.9563(5)
_cell_length_c                   17.5608(12)
_cell_measurement_reflns_used    4159
_cell_measurement_temperature    293
_cell_measurement_theta_max      27.40
_cell_measurement_theta_min      3.40
_cell_volume                     2641.3(2)
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r8'
_computing_data_collection
'CrystalClear-SM Expert 2.0 r8 (Rigaku, 2011)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r8'
_computing_molecular_graphics    'CrystalStructure 4.2'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2015)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID II'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_Laue_measured_fraction_full 0.000
_diffrn_reflns_Laue_measured_fraction_max 0.000
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3024
_diffrn_reflns_point_group_measured_fraction_full 0.000
_diffrn_reflns_point_group_measured_fraction_max 0.000
_diffrn_reflns_theta_full        27.490
_diffrn_reflns_theta_max         27.490
_diffrn_reflns_theta_min         3.375
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.698
_exptl_absorpt_correction_T_max  0.933
_exptl_absorpt_correction_T_min  0.506
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1108.00
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.55
_refine_diff_density_min         -0.74
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     173
_refine_ls_number_reflns         3024
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1700
_refine_ls_R_factor_gt           0.0791
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.1410P)²+0.0450P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2068
_refine_ls_wR_factor_ref         0.2958
_reflns_number_gt                1373
_reflns_number_total             3024
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            c7nj01714f2.cif
_cod_data_source_block           3
_cod_database_code               7056442
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2-Y,1/2+Z
3 1/2+X,1/2-Y,-Z
4 -X,+Y,1/2-Z
5 -X,-Y,-Z
6 -1/2+X,-1/2+Y,-1/2-Z
7 -1/2-X,-1/2+Y,+Z
8 +X,-Y,-1/2+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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Co1 Co 1.0000 1.0000 0.5000 0.0510(4) Uani 1 2 d S
O1 O 0.8867(3) 0.9542(5) 0.5598(2) 0.0685(12) Uani 1 1 d .
O2 O 0.7893(3) 0.7928(5) 0.5841(3) 0.0869(15) Uani 1 1 d .
O3 O 1.0000 0.7506(6) 0.2500 0.0719(18) Uani 1 2 d S
O4 O 0.9220(3) 1.0739(5) 0.4069(2) 0.0799(14) Uani 1 1 d .
O5 O 0.7844(4) 0.5401(7) 0.6624(3) 0.0934(18) Uani 1 1 d .
N1 N 0.9756(3) 0.8015(5) 0.4634(3) 0.0528(12) Uani 1 1 d .
N2 N 1.0066(3) 0.7068(5) 0.4157(2) 0.0523(12) Uani 1 1 d .
N3 N 0.8233(4) 1.2053(7) 0.3467(4) 0.099(2) Uani 1 1 d .
C1 C 0.8562(4) 0.8378(7) 0.5522(3) 0.0617(16) Uani 1 1 d .
C2 C 0.9059(4) 0.7484(6) 0.4984(3) 0.0524(14) Uani 1 1 d .
C3 C 0.8927(4) 0.6173(7) 0.4710(4) 0.0670(17) Uani 1 1 d .
H3 H 0.8484 0.5581 0.4861 0.080 Uiso 1 1 calc R
C4 C 0.9577(4) 0.5928(6) 0.4174(3) 0.0600(15) Uani 1 1 d .
C5 C 0.9752(5) 0.4753(7) 0.3667(5) 0.087(2) Uani 1 1 d .
H5A H 0.9252 0.4611 0.3340 0.105 Uiso 1 1 calc R
H5B H 0.9849 0.3967 0.3972 0.105 Uiso 1 1 calc R
H5C H 1.0269 0.4927 0.3364 0.105 Uiso 1 1 calc R
C6 C 1.0800(4) 0.7423(6) 0.3656(3) 0.0607(15) Uani 1 1 d .
H6A H 1.1063 0.6608 0.3454 0.073 Uiso 1 1 calc R
H6B H 1.1250 0.7891 0.3948 0.073 Uiso 1 1 calc R
C7 C 1.0509(4) 0.8289(7) 0.3014(3) 0.0699(18) Uani 1 1 d .
H7A H 1.0156 0.9029 0.3206 0.084 Uiso 1 1 calc R
H7B H 1.1021 0.8658 0.2754 0.084 Uiso 1 1 calc R
C8 C 0.8593(5) 1.1515(8) 0.4078(5) 0.085(2) Uani 1 1 d .
H8 H 0.8353 1.1740 0.4549 0.102 Uiso 1 1 calc R
C9 C 0.7495(5) 1.3004(15) 0.3489(7) 0.191(7) Uani 1 1 d .
H9A H 0.6950 1.2533 0.3401 0.229 Uiso 1 1 calc R
H9B H 0.7576 1.3672 0.3101 0.229 Uiso 1 1 calc R
H9C H 0.7476 1.3431 0.3979 0.229 Uiso 1 1 calc R
C10 C 0.8595(9) 1.1751(11) 0.2719(6) 0.177(6) Uani 1 1 d .
H10A H 0.8957 1.0961 0.2750 0.212 Uiso 1 1 calc R
H10B H 0.8946 1.2494 0.2547 0.212 Uiso 1 1 calc R
H10C H 0.8119 1.1598 0.2367 0.212 Uiso 1 1 calc R
H1 H 0.785(8) 0.632(16) 0.616(8) 0.25(6) Uiso 1 1 d .
H2 H 0.746(3) 0.513(5) 0.637(3) 0.037(16) Uiso 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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
Co Co 0.3494 0.9721
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(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
O1 Co1 O1 180.0 . 5_776
O1 Co1 N1 101.38(18) . 5_776
O1 Co1 N1 78.62(18) 5_776 5_776
O1 Co1 N1 78.62(18) . .
O1 Co1 N1 101.38(18) 5_776 .
N1 Co1 N1 180.0 5_776 .
O1 Co1 O4 89.55(17) . 5_776
O1 Co1 O4 90.45(17) 5_776 5_776
N1 Co1 O4 89.62(18) 5_776 5_776
N1 Co1 O4 90.38(18) . 5_776
O1 Co1 O4 90.45(17) . .
O1 Co1 O4 89.55(17) 5_776 .
N1 Co1 O4 90.38(18) 5_776 .
N1 Co1 O4 89.62(18) . .
O4 Co1 O4 180.0(2) 5_776 .
C1 O1 Co1 117.1(4) . .
C7 O3 C7 113.4(7) 4_755 .
C8 O4 Co1 129.3(5) . .
H1 O5 H2 83(7) . .
C2 N1 N2 106.5(5) . .
C2 N1 Co1 111.7(4) . .
N2 N1 Co1 141.7(4) . .
N1 N2 C4 112.6(5) . .
N1 N2 C6 118.0(5) . .
C4 N2 C6 129.1(5) . .
C8 N3 C10 119.7(8) . .
C8 N3 C9 123.8(9) . .
C10 N3 C9 116.4(7) . .
O2 C1 O1 125.9(6) . .
O2 C1 C2 118.6(6) . .
O1 C1 C2 115.5(5) . .
N1 C2 C3 108.9(5) . .
N1 C2 C1 116.9(5) . .
C3 C2 C1 134.1(6) . .
C4 C3 C2 107.2(5) . .
C4 C3 H3 126.4 . .
C2 C3 H3 126.4 . .
N2 C4 C3 104.8(5) . .
N2 C4 C5 123.1(6) . .
C3 C4 C5 132.0(6) . .
C4 C5 H5A 109.5 . .
C4 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C4 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
N2 C6 C7 111.9(5) . .
N2 C6 H6A 109.2 . .
C7 C6 H6A 109.2 . .
N2 C6 H6B 109.2 . .
C7 C6 H6B 109.2 . .
H6A C6 H6B 107.9 . .
O3 C7 C6 108.9(5) . .
O3 C7 H7A 109.9 . .
C6 C7 H7A 109.9 . .
O3 C7 H7B 109.9 . .
C6 C7 H7B 109.9 . .
H7A C7 H7B 108.3 . .
O4 C8 N3 124.6(8) . .
O4 C8 H8 117.7 . .
N3 C8 H8 117.7 . .
N3 C9 H9A 109.5 . .
N3 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
N3 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
N3 C10 H10A 109.5 . .
N3 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
N3 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 O1 2.059(4) .
Co1 O1 2.059(4) 5_776
Co1 N1 2.110(5) 5_776
Co1 N1 2.111(5) .
Co1 O4 2.145(4) 5_776
Co1 O4 2.145(4) .
O1 C1 1.254(7) .
O2 C1 1.239(7) .
O3 C7 1.419(7) 4_755
O3 C7 1.419(7) .
O4 C8 1.222(8) .
O5 H1 1.22(15) .
O5 H2 0.79(5) .
N1 C2 1.328(7) .
N1 N2 1.345(6) .
N2 C4 1.354(7) .
N2 C6 1.460(7) .
N3 C8 1.317(8) .
N3 C10 1.454(12) .
N3 C9 1.462(12) .
C1 C2 1.500(8) .
C2 C3 1.406(8) .
C3 C4 1.381(9) .
C3 H3 0.9300 .
C4 C5 1.494(9) .
C5 H5A 0.9600 .
C5 H5B 0.9600 .
C5 H5C 0.9600 .
C6 C7 1.486(8) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 H8 0.9300 .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O5 H1 O2 . 2.868(8) 1.22(15) 1.70(16) 158(11) no
O5 H2 O2 7_755 3.031(8) 0.79(5) 2.44(5) 134(5) no
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
O1 Co1 O1 C1 163(18) 5_776
N1 Co1 O1 C1 -177.6(4) 5_776
N1 Co1 O1 C1 2.4(4) .
O4 Co1 O1 C1 -88.0(5) 5_776
O4 Co1 O1 C1 92.0(5) .
O1 Co1 O4 C8 48.3(6) .
O1 Co1 O4 C8 -131.7(6) 5_776
N1 Co1 O4 C8 -53.1(6) 5_776
N1 Co1 O4 C8 126.9(6) .
O4 Co1 O4 C8 -17(19) 5_776
O1 Co1 N1 C2 -2.9(3) .
O1 Co1 N1 C2 177.1(3) 5_776
N1 Co1 N1 C2 17(3) 5_776
O4 Co1 N1 C2 86.6(4) 5_776
O4 Co1 N1 C2 -93.4(4) .
O1 Co1 N1 N2 177.1(6) .
O1 Co1 N1 N2 -2.9(6) 5_776
N1 Co1 N1 N2 -163(3) 5_776
O4 Co1 N1 N2 -93.5(5) 5_776
O4 Co1 N1 N2 86.5(5) .
C2 N1 N2 C4 1.1(6) .
Co1 N1 N2 C4 -178.8(4) .
C2 N1 N2 C6 175.6(4) .
Co1 N1 N2 C6 -4.4(8) .
Co1 O1 C1 O2 179.5(5) .
Co1 O1 C1 C2 -1.5(7) .
N2 N1 C2 C3 -0.6(6) .
Co1 N1 C2 C3 179.4(4) .
N2 N1 C2 C1 -176.9(4) .
Co1 N1 C2 C1 3.0(6) .
O2 C1 C2 N1 177.9(5) .
O1 C1 C2 N1 -1.1(8) .
O2 C1 C2 C3 2.8(10) .
O1 C1 C2 C3 -176.3(6) .
N1 C2 C3 C4 -0.1(6) .
C1 C2 C3 C4 175.3(6) .
N1 N2 C4 C3 -1.2(6) .
C6 N2 C4 C3 -174.8(5) .
N1 N2 C4 C5 176.5(6) .
C6 N2 C4 C5 2.9(10) .
C2 C3 C4 N2 0.8(6) .
C2 C3 C4 C5 -176.7(7) .
N1 N2 C6 C7 -74.9(6) .
C4 N2 C6 C7 98.5(7) .
C7 O3 C7 C6 163.6(5) 4_755
N2 C6 C7 O3 -71.3(6) .
Co1 O4 C8 N3 170.2(5) .
C10 N3 C8 O4 -1.2(13) .
C9 N3 C8 O4 -178.5(9) .
