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#$Date: 2025-10-30 01:45:39 +0200 (Thu, 30 Oct 2025) $
#$Revision: 303097 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/25/11/7251158.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_7251158
loop_
_publ_author_name
'Fokin, Sergey V.'
'Tolstikov, Svyatoslav E.'
'Morozov, Vitaliy A.'
'Samsonenko, Arkady A.'
'Romanenko, Galina'
'Bogomyakov, Artem'
_publ_section_title
;
 Aqua and ammine 3d metal complexes with anion-radical of
 difurazanopyrazine
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D5CE00836K
_journal_year                    2025
_chemical_formula_sum            'C8 H12 N12 Ni O10'
_chemical_formula_weight         495.01
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-12-05 deposited with the CCDC.	2025-10-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.900(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.2553(5)
_cell_length_b                   6.5752(4)
_cell_length_c                   14.3428(7)
_cell_measurement_reflns_used    2675
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.27
_cell_measurement_theta_min      2.51
_cell_volume                     868.21(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0791
_diffrn_reflns_av_unetI/netI     0.0685
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8447
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.174
_diffrn_reflns_theta_min         1.427
_exptl_absorpt_coefficient_mu    1.205
_exptl_absorpt_correction_T_max  0.2961
_exptl_absorpt_correction_T_min  0.2351
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.893
_exptl_crystal_description       plate
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.406
_refine_diff_density_min         -0.535
_refine_diff_density_rms         0.137
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.966
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         2138
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      0.965
_refine_ls_R_factor_all          0.0810
_refine_ls_R_factor_gt           0.0565
_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)+(0.1196P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1646
_refine_ls_wR_factor_ref         0.1806
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1457
_reflns_number_total             2138
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ce00836k2.cif
_cod_data_source_block           525s
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7251158
_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. 
;
loop_
_space_group_symop_operation_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_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
Ni Ni 0.000000 0.000000 0.000000 0.0241(3) Uani 1 2 d S . P . .
O1 O 0.2765(4) 0.4963(4) 0.2019(2) 0.0437(8) Uani 1 1 d . . . . .
N2 N 0.1817(4) 0.3801(5) 0.1409(2) 0.0384(9) Uani 1 1 d . . . . .
C3 C 0.2599(4) 0.2188(6) 0.1222(2) 0.0264(8) Uani 1 1 d . . . . .
N4 N 0.2113(4) 0.0585(5) 0.0682(2) 0.0261(7) Uani 1 1 d . . . . .
C5 C 0.3198(4) -0.0788(6) 0.0663(2) 0.0269(8) Uani 1 1 d . . . . .
N6 N 0.3110(4) -0.2518(5) 0.0197(3) 0.0416(9) Uani 1 1 d . . . . .
O7 O 0.4454(3) -0.3415(5) 0.0404(2) 0.0506(9) Uani 1 1 d . . . . .
N8 N 0.5401(4) -0.2221(6) 0.0984(3) 0.0475(10) Uani 1 1 d . . . . .
C9 C 0.4627(4) -0.0600(7) 0.1159(3) 0.0316(9) Uani 1 1 d . . . . .
N10 N 0.5104(4) 0.0968(6) 0.1711(2) 0.0349(8) Uani 1 1 d . . . . .
C11 C 0.4023(4) 0.2354(6) 0.1716(3) 0.0294(8) Uani 1 1 d . . . . .
N12 N 0.4122(4) 0.4064(6) 0.2204(2) 0.0390(8) Uani 1 1 d . . . . .
O1W O -0.0944(3) 0.0888(5) 0.11893(18) 0.0348(7) Uani 1 1 d D . . . .
H11 H -0.126(5) 0.230(4) 0.122(3) 0.049(14) Uiso 1 1 d D . . . .
H12 H -0.053(9) 0.033(9) 0.180(3) 0.11(3) Uiso 1 1 d D . . . .
O2W O -0.0007(3) -0.2886(4) 0.0522(2) 0.0376(7) Uani 1 1 d D . . . .
H21 H -0.052(6) -0.324(11) 0.106(3) 0.10(2) Uiso 1 1 d D . . . .
H22 H 0.089(5) -0.369(11) 0.062(6) 0.14(3) Uiso 1 1 d D . . . .
O11W O 0.6881(4) 0.0213(5) 0.3415(3) 0.0500(9) Uani 1 1 d D . . . .
H111 H 0.781(4) 0.085(11) 0.361(5) 0.10(2) Uiso 1 1 d D . . . .
H112 H 0.617(17) -0.01(2) 0.387(11) 0.123 Uiso 0.5 1 d D U P . .
H113 H 0.71(2) 0.007(19) 0.275(5) 0.123 Uiso 0.5 1 d D U 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'
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
O2W Ni O2W 180.0 . 3 ?
O2W Ni O1W 86.71(12) . . ?
O2W Ni O1W 93.29(12) 3 . ?
O2W Ni O1W 93.29(12) . 3 ?
O2W Ni O1W 86.71(12) 3 3 ?
O1W Ni O1W 180.00(14) . 3 ?
O2W Ni N4 92.11(12) . . ?
O2W Ni N4 87.89(12) 3 . ?
O1W Ni N4 90.92(12) . . ?
O1W Ni N4 89.08(12) 3 . ?
O2W Ni N4 87.89(12) . 3 ?
O2W Ni N4 92.11(12) 3 3 ?
O1W Ni N4 89.08(12) . 3 ?
O1W Ni N4 90.92(12) 3 3 ?
N4 Ni N4 180.0 . 3 ?
N12 O1 N2 112.5(3) . . ?
C3 N2 O1 104.1(3) . . ?
N2 C3 N4 125.5(3) . . ?
N2 C3 C11 109.4(3) . . ?
N4 C3 C11 125.0(3) . . ?
C5 N4 C3 109.1(3) . . ?
C5 N4 Ni 121.2(3) . . ?
C3 N4 Ni 129.6(2) . . ?
N6 C5 N4 125.4(4) . . ?
N6 C5 C9 109.3(3) . . ?
N4 C5 C9 125.3(4) . . ?
C5 N6 O7 104.6(3) . . ?
N6 O7 N8 112.8(3) . . ?
C9 N8 O7 104.4(3) . . ?
N8 C9 N10 125.3(4) . . ?
N8 C9 C5 108.9(4) . . ?
N10 C9 C5 125.8(4) . . ?
C9 N10 C11 108.7(3) . . ?
N12 C11 N10 124.4(4) . . ?
N12 C11 C3 109.6(3) . . ?
N10 C11 C3 126.0(3) . . ?
C11 N12 O1 104.4(3) . . ?
Ni O1W H11 117(3) . . ?
Ni O1W H12 118(5) . . ?
H11 O1W H12 114(5) . . ?
Ni O2W H21 122(4) . . ?
Ni O2W H22 121(5) . . ?
H21 O2W H22 104(6) . . ?
H111 O11W H112 122(10) . . ?
H111 O11W H113 93(10) . . ?
H112 O11W H113 145(10) . . ?
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
Ni O2W 2.040(3) . ?
Ni O2W 2.040(3) 3 ?
Ni O1W 2.078(3) . ?
Ni O1W 2.078(3) 3 ?
Ni N4 2.130(3) . ?
Ni N4 2.130(3) 3 ?
O1 N12 1.388(5) . ?
O1 N2 1.400(5) . ?
N2 C3 1.326(5) . ?
C3 N4 1.357(5) . ?
C3 C11 1.436(5) . ?
N4 C5 1.352(5) . ?
C5 N6 1.317(5) . ?
C5 C9 1.442(6) . ?
N6 O7 1.381(4) . ?
O7 N8 1.388(5) . ?
N8 C9 1.323(5) . ?
C9 N10 1.346(6) . ?
N10 C11 1.353(5) . ?
C11 N12 1.323(5) . ?
O1W H11 0.97(2) . ?
O1W H12 0.99(2) . ?
O2W H21 0.98(2) . ?
O2W H22 0.98(2) . ?
O11W H111 0.97(2) . ?
O11W H112 0.99(2) . ?
O11W H113 1.00(2) . ?
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
O1W H11 O11W 0.97(2) 2.08(2) 3.044(5) 168(4) 2 yes
O1W H12 N12 0.99(2) 2.01(3) 2.966(4) 161(7) 2_545 yes
O2W H21 O11W 0.98(2) 1.84(4) 2.728(5) 149(6) 2_545 yes
O2W H22 N2 0.98(2) 2.13(6) 2.962(4) 141(7) 1_545 yes
O2W H22 N6 0.98(2) 2.33(7) 2.979(5) 123(6) . yes
O11W H111 N8 0.97(2) 2.12(3) 3.078(5) 168(7) 2_655 yes
O11W H112 O2W 0.99(2) 2.06(12) 2.728(5) 123(10) 2 yes
