#------------------------------------------------------------------------------
#$Date: 2025-08-19 11:35:14 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301801 $
#$URL: svn://www.crystallography.net/cod/cif/2/02/14/2021476.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2021476
loop_
_publ_author_name
'Jaćimović, Željko K.'
'Novaković, Sladjana B.'
'Bogdanović, Goran A.'
'Giester, Gerald'
'Kosović, Milica'
'Libowitzky, Eugen'
_publ_section_title
;
 First crystal structures of metal complexes with a
 4-nitropyrazole-3-carboxylic acid ligand and the third crystal form of
 the ligand
;
_journal_coeditor_code           YO3057
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229619001244
_journal_volume                  75
_journal_year                    2019
_chemical_formula_iupac          '[Co2 (C4 H1 N3 O4)2 (H2 O1)6], 2H2 O'
_chemical_formula_moiety         'C8 H14 Co2 N6 O14, 2(H2 O)'
_chemical_formula_sum            'C8 H18 Co2 N6 O16'
_chemical_formula_weight         572.14
_chemical_name_systematic
'Bis(μ-4-nitro-1H-imidazol-1-ide-5-carboxylato)-κ²N¹,O:N²;κ²N²:N¹,O-bis[triaquacobalt(II)] dihydrate'
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                90
_cell_angle_beta                 102.930(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.9689(11)
_cell_length_b                   6.4035(8)
_cell_length_c                   16.4509(19)
_cell_measurement_reflns_used    9652
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      66.542
_cell_measurement_theta_min      4.782
_cell_volume                     920.86(19)
_computing_cell_refinement
;
APEX2 (Bruker, 2008)
;
_computing_data_collection
;
SAINT (Bruker, 2008)
;
_computing_data_reduction
;
SAINT (Bruker, 2008)
;
_computing_molecular_graphics
;
ORTEP-3 (Farrugia, 2012) and Mercury (Macrae et al.,
2008)
;
_computing_publication_material
;
PLATON (Spek, 2009)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2014 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker ApexII CCD'
_diffrn_measurement_method       'phi and omegas scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_av_unetI/netI     0.0103
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            32322
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.289
_diffrn_reflns_theta_min         2.330
_diffrn_source                   'Incoatec ImS'
_exptl_absorpt_coefficient_mu    1.903
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2008)
;
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    2.063
_exptl_crystal_description       prism
_exptl_crystal_F_000             580
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.545
_refine_diff_density_min         -0.231
_refine_ls_extinction_coef       0.0055(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         3531
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0193
_refine_ls_R_factor_gt           0.0181
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0219P)²+0.4119P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0481
_refine_ls_wR_factor_ref         0.0486
_reflns_number_gt                3366
_reflns_number_total             3531
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            yo3057sup1.cif
_cod_data_source_block           III
_cod_database_code               2021476
_cod_database_fobs_code          2021476
_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.
;
_shelxl_version_number           2014/6
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
Co Co1 0.54038(2) 0.42345(2) 0.61617(2) 0.01153(4) Uani d 1
N N1 0.30153(8) 0.44370(11) 0.44295(4) 0.01216(12) Uani d 1
N N2 0.33878(8) 0.40488(11) 0.52622(4) 0.01154(12) Uani d 1
N N3 -0.05351(8) 0.22978(11) 0.46872(5) 0.01379(12) Uani d 1
O O1 0.38462(8) 0.30168(14) 0.68119(4) 0.02258(15) Uani d 1
O O2 0.14273(8) 0.22062(12) 0.67655(4) 0.01982(13) Uani d 1
O O3 -0.09788(8) 0.16438(12) 0.52924(5) 0.02031(13) Uani d 1
O O4 -0.13543(8) 0.23438(13) 0.39720(5) 0.02273(14) Uani d 1
O O5 0.70987(8) 0.39060(11) 0.72657(4) 0.01854(13) Uani d 1
H H51 0.7700 0.2920 0.7305 0.031(4) Uiso d 1
H H52 0.7536 0.4842 0.7545 0.041(5) Uiso d 1
O O6 0.59608(9) 0.11727(12) 0.58071(6) 0.02531(15) Uani d 1
H H61 0.5528 0.0063 0.5917 0.083(8) Uiso d 1
H H62 0.6779 0.0778 0.5982 0.076(8) Uiso d 1
O O7 0.48522(8) 0.73298(12) 0.65320(4) 0.02057(13) Uani d 1
H H71 0.5204 0.7528 0.7034 0.044(5) Uiso d 1
H H72 0.3970 0.7507 0.6470 0.047(5) Uiso d 1
O O8 0.87397(9) 0.04984(13) 0.70392(6) 0.02685(16) Uani d 1
H H81 0.8873 -0.0546 0.7344 0.038(5) Uiso d 1
H H82 0.9590 0.0711 0.6876 0.044(5) Uiso d 1
C C1 0.21906(9) 0.32173(12) 0.55080(5) 0.01140(13) Uani d 1
C C2 0.09860(9) 0.30611(13) 0.47940(5) 0.01174(13) Uani d 1
C C3 0.15660(9) 0.38416(13) 0.41377(5) 0.01329(13) Uani d 1
C C4 0.24662(10) 0.27626(14) 0.64224(5) 0.01460(14) Uani d 1
H H3 0.1067(18) 0.396(2) 0.3569(10) 0.026(4) Uiso d 1
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'
Co Co 0.3494 0.9721 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 Co1 N1 . 3_666 105.56(3) yes
N2 Co1 O1 . . 76.55(3) yes
N1 Co1 O5 3_666 . 90.47(3) yes
O1 Co1 O5 . . 87.56(3) yes
N2 Co1 O5 . . 163.76(3) yes
N1 Co1 O1 3_666 . 176.78(3) yes
O6 Co1 O7 . . 179.48(3) yes
N2 Co1 O6 . . 88.41(3) ?
N1 Co1 O6 3_666 . 91.27(3) ?
O1 Co1 O6 . . 91.22(3) ?
O5 Co1 O6 . . 88.63(3) ?
N2 Co1 O7 . . 92.05(3) ?
N1 Co1 O7 3_666 . 88.83(3) ?
O1 Co1 O7 . . 88.66(3) ?
O5 Co1 O7 . . 90.87(3) ?
C3 N1 N2 . . 108.05(7) ?
C3 N1 Co1 . 3_666 131.37(6) ?
N2 N1 Co1 . 3_666 120.57(5) ?
C1 N2 N1 . . 110.14(7) ?
C1 N2 Co1 . . 116.01(5) ?
N1 N2 Co1 . . 133.59(5) ?
O3 N3 O4 . . 123.21(8) ?
O3 N3 C2 . . 119.59(7) ?
O4 N3 C2 . . 117.20(7) ?
C4 O1 Co1 . . 118.47(6) ?
Co1 O5 H51 . . 118.6 ?
Co1 O5 H52 . . 125.9 ?
H51 O5 H52 . . 107.5 ?
Co1 O6 H61 . . 124.4 ?
Co1 O6 H62 . . 117.5 ?
H61 O6 H62 . . 95.1 ?
Co1 O7 H71 . . 111.3 ?
Co1 O7 H72 . . 112.6 ?
H71 O7 H72 . . 104.9 ?
H81 O8 H82 . . 107.1 ?
N2 C1 C2 . . 107.05(7) ?
N2 C1 C4 . . 114.66(7) ?
C2 C1 C4 . . 138.27(7) ?
C3 C2 C1 . . 105.71(7) ?
C3 C2 N3 . . 122.83(7) ?
C1 C2 N3 . . 131.45(7) ?
N1 C3 C2 . . 109.04(7) ?
N1 C3 H3 . . 122.6(9) ?
C2 C3 H3 . . 128.3(9) ?
O2 C4 O1 . . 123.48(8) ?
O2 C4 C1 . . 122.62(8) ?
O1 C4 C1 . . 113.89(7) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Co1 N1 3_666 2.0729(7) yes
Co1 N2 . 2.0679(7) yes
Co1 O1 . 2.0911(7) yes
Co1 O5 . 2.1018(7) yes
Co1 O6 . 2.1365(8) yes
Co1 O7 . 2.1632(8) yes
N1 C3 . 1.3364(10) ?
N1 N2 . 1.3583(10) ?
N1 Co1 3_666 2.0730(7) ?
N2 C1 . 1.3395(10) ?
N3 O3 . 1.2257(10) ?
N3 O4 . 1.2402(10) ?
N3 C2 . 1.4226(10) ?
O1 C4 . 1.2705(10) ?
O2 C4 . 1.2446(10) ?
O5 H51 . 0.8232 ?
O5 H52 . 0.8023 ?
O6 H61 . 0.8481 ?
O6 H62 . 0.7683 ?
O7 H71 . 0.8251 ?
O7 H72 . 0.7830 ?
O8 H81 . 0.8286 ?
O8 H82 . 0.8736 ?
C1 C2 . 1.4103(11) ?
C1 C4 . 1.4975(11) ?
C2 C3 . 1.3919(11) ?
C3 H3 . 0.945(16) ?
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_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O5 H51 O8 . 0.82 1.91 2.7041(11) 161.7
O5 H52 O2 2_656 0.80 1.99 2.7949(10) 178.6
O6 H61 O7 1_545 0.85 2.17 2.9995(12) 164.1
O6 H62 O3 1_655 0.77 2.58 3.0629(11) 122.6
O6 H62 O8 . 0.77 2.19 2.8716(12) 148.7
O7 H71 O1 2_656 0.83 1.92 2.7488(10) 176.3
O7 H72 O4 3_566 0.78 2.30 3.0675(11) 167.9
O7 H72 O5 2_656 0.78 2.63 3.0889(10) 118.8
O8 H81 O2 2_646 0.83 2.11 2.9096(12) 161.1
O8 H82 O2 1_655 0.87 1.95 2.7739(11) 156.9
O8 H82 O3 1_655 0.87 2.61 3.0304(12) 110.7
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168308074
