#------------------------------------------------------------------------------
#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/54/7125486.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_7125486
loop_
_publ_author_name
'Blake, A. J.'
'Brett, M. T.'
'Champness, N. R.'
'Khlobystov, A. N.'
'Long, D. L.'
'Wilson, C.'
'Schröder, M'
_publ_section_title
;
 Inorganic-organic interpenetrating frameworks: 4,4'-bipyridine
 N,N'-dioxide as a bridging hydrogen-bond acceptor.
;
_journal_issue                   21
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2258
_journal_page_last               2259
_journal_paper_doi               10.1039/b106348k
_journal_year                    2001
_chemical_formula_moiety         'C10 H12 N3 Ni0.50 O7'
_chemical_formula_sum            'C10 H12 N3 Ni0.5 O7'
_chemical_formula_weight         315.58
_chemical_melting_point          ?
_chemical_name_common            4,4
_chemical_name_systematic
; 
4,4'-Bipyridyl-(N,N')-dioxide Nickel(II) bisnitrate tetrahydrate complex 
;
_space_group_IT_number           110
_space_group_name_Hall           'I 4bw -2c'
_space_group_name_H-M_alt        'I 41 c d'
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   'I 41 c d'
_atom_sites_solution_hydrogens
'H2O from difference electron map, others placed geometrically'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            16
_cell_length_a                   19.3091(11)
_cell_length_b                   19.3091(11)
_cell_length_c                   13.4271(8)
_cell_measurement_reflns_used    5087
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.5
_cell_measurement_theta_min      2.8
_cell_volume                     5006.2(5)
_computing_cell_refinement       'Bruker SAINT version 6.02a (Bruker, 2000)'
_computing_data_collection       'Bruker SMART version 5.054 (Bruker, 1998)'
_computing_data_reduction        'Bruker SAINT; Bruker SHELXTL (Bruker, 1997)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97; PLATON (Spek, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.915
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0150
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            2454
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         28.83
_diffrn_reflns_theta_min         2.11
_diffrn_standards_decay_%        none
_diffrn_standards_interval_time  5
_exptl_absorpt_coefficient_mu    0.861
_exptl_absorpt_correction_T_max  0.751
_exptl_absorpt_correction_T_min  0.682
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'pale green'
_exptl_crystal_density_diffrn    1.675
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2608
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.08(3)
_refine_ls_extinction_coef       'refined to zero'
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    'H2O refined freely, riding model for others'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2454
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0246
_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)+(0.0395P)²+1.2373P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0637
_refine_ls_wR_factor_ref         0.0650
_reflns_number_gt                2259
_reflns_number_total             2454
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b106348k.txt
_cod_data_source_block           nibyno
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value 'unknown' was changed to
'?' -- the value is undefined or not given.

data item '_symmetry_cell_setting' value 'Tetragonal' was changed to
'tetragonal' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      I4(1)cd
_cod_original_formula_sum        'C10 H12 N3 Ni0.50 O7'
_cod_database_code               7125486
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-y, x+1/2, z+1/4'
'y+1/2, -x, z+3/4'
'x, -y, z+1/2'
'-x+1/2, y+1/2, z'
'-y, -x+1/2, z+3/4'
'y+1/2, x, z+1/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1, z+1'
'-y+1/2, x+1, z+3/4'
'y+1, -x+1/2, z+5/4'
'x+1/2, -y+1/2, z+1'
'-x+1, y+1, z+1/2'
'-y+1/2, -x+1, z+5/4'
'y+1, x+1/2, z+3/4'
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
Ni1 Ni 0.5000 0.5000 0.76160(12) 0.01333(9) Uani 1 2 d S
O1A O 0.59848(6) 0.45604(6) 0.76175(14) 0.0226(3) Uani 1 1 d .
O1W O 0.45974(8) 0.43730(7) 0.65506(12) 0.0176(3) Uani 1 1 d D
H1WB H 0.4859(11) 0.4102(11) 0.6255(16) 0.030(7) Uiso 1 1 d D
H1WA H 0.4387(13) 0.4611(12) 0.6128(15) 0.041(9) Uiso 1 1 d D
O1 O 0.88132(5) 0.01207(6) 0.50650(16) 0.0206(3) Uani 1 1 d .
O10 O 0.51354(6) 0.35345(6) 0.51759(14) 0.0192(3) Uani 1 1 d .
O2W O 0.45336(8) 0.44064(7) 0.86838(13) 0.0176(3) Uani 1 1 d D
H2WB H 0.4711(14) 0.4127(12) 0.9073(17) 0.059(10) Uiso 1 1 d D
H2WA H 0.4285(11) 0.4676(11) 0.9021(16) 0.036(8) Uiso 1 1 d D
O2A O 0.57053(7) 0.34736(7) 0.75283(19) 0.0421(4) Uani 1 1 d .
O3A O 0.67798(7) 0.37806(7) 0.74877(17) 0.0337(4) Uani 1 1 d .
N1A N 0.61531(7) 0.39216(7) 0.75425(19) 0.0199(3) Uani 1 1 d .
N1 N 0.83202(7) 0.05994(7) 0.50059(14) 0.0170(3) Uani 1 1 d .
N10 N 0.56496(7) 0.30782(7) 0.51643(15) 0.0169(3) Uani 1 1 d .
C2 C 0.76487(8) 0.03991(8) 0.50622(18) 0.0203(4) Uani 1 1 d .
H2A H 0.7538 -0.0080 0.5096 0.024 Uiso 1 1 calc R
C3 C 0.71257(8) 0.08815(8) 0.5071(2) 0.0205(4) Uani 1 1 d .
H3A H 0.6658 0.0733 0.5113 0.025 Uiso 1 1 calc R
C4 C 0.72760(8) 0.15894(8) 0.50190(17) 0.0160(4) Uani 1 1 d .
C5 C 0.79733(9) 0.17751(10) 0.49298(17) 0.0202(4) Uani 1 1 d .
H5A H 0.8096 0.2250 0.4874 0.024 Uiso 1 1 calc R
C6 C 0.84843(10) 0.12766(10) 0.49223(17) 0.0206(4) Uani 1 1 d .
H6A H 0.8956 0.1411 0.4858 0.025 Uiso 1 1 calc R
C7 C 0.67170(8) 0.21170(8) 0.50759(19) 0.0163(3) Uani 1 1 d .
C8 C 0.60195(8) 0.19149(8) 0.50511(19) 0.0191(4) Uani 1 1 d .
H8A H 0.5907 0.1437 0.5001 0.023 Uiso 1 1 calc R
C9 C 0.54961(8) 0.23968(8) 0.50984(19) 0.0190(4) Uani 1 1 d .
H9A H 0.5026 0.2251 0.5085 0.023 Uiso 1 1 calc R
C11 C 0.63145(9) 0.32949(9) 0.52053(17) 0.0193(4) Uani 1 1 d .
H11A H 0.6413 0.3775 0.5265 0.023 Uiso 1 1 calc R
C12 C 0.68505(9) 0.28250(9) 0.51620(18) 0.0190(4) Uani 1 1 d .
H12A H 0.7316 0.2984 0.5191 0.023 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'
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
O1W Ni1 O1W 90.33(11) . 10_554
O1W Ni1 O2W 176.11(6) . 10_554
O1W Ni1 O2W 89.49(5) 10_554 10_554
O1W Ni1 O2W 89.49(5) . .
O1W Ni1 O2W 176.11(6) 10_554 .
O2W Ni1 O2W 90.95(12) 10_554 .
O1W Ni1 O1A 83.92(7) . 10_554
O1W Ni1 O1A 96.16(7) 10_554 10_554
O2W Ni1 O1A 99.97(7) 10_554 10_554
O2W Ni1 O1A 79.96(6) . 10_554
O1W Ni1 O1A 96.16(7) . .
O1W Ni1 O1A 83.92(7) 10_554 .
O2W Ni1 O1A 79.96(6) 10_554 .
O2W Ni1 O1A 99.97(7) . .
O1A Ni1 O1A 179.89(14) 10_554 .
N1A O1A Ni1 128.67(10) . .
O2A N1A O3A 122.19(15) . .
O2A N1A O1A 120.22(14) . .
O3A N1A O1A 117.59(13) . .
O1 N1 C6 120.69(14) . .
O1 N1 C2 118.91(13) . .
C6 N1 C2 120.37(14) . .
O10 N10 C11 120.30(13) . .
O10 N10 C9 118.88(13) . .
C11 N10 C9 120.82(14) . .
N1 C2 C3 120.68(15) . .
C2 C3 C4 120.63(15) . .
C5 C4 C3 117.03(15) . .
C5 C4 C7 121.87(14) . .
C3 C4 C7 121.10(14) . .
C6 C5 C4 120.72(17) . .
N1 C6 C5 120.51(17) . .
C12 C7 C8 116.85(15) . .
C12 C7 C4 122.79(14) . .
C8 C7 C4 120.36(14) . .
C9 C8 C7 121.09(16) . .
N10 C9 C8 120.04(15) . .
N10 C11 C12 120.53(16) . .
C11 C12 C7 120.65(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O1W 2.0289(19) .
Ni1 O1W 2.0289(19) 10_554
Ni1 O2W 2.0446(19) 10_554
Ni1 O2W 2.0446(19) .
Ni1 O1A 2.0824(11) 10_554
Ni1 O1A 2.0824(11) .
O1A N1A 1.2796(18) .
O1 N1 1.3293(16) .
O10 N10 1.3275(17) .
O2A N1A 1.2232(18) .
O3A N1A 1.2425(19) .
N1 C6 1.350(2) .
N1 C2 1.355(2) .
N10 C11 1.351(2) .
N10 C9 1.352(2) .
C2 C3 1.374(2) .
C3 C4 1.399(2) .
C4 C5 1.398(2) .
C4 C7 1.486(2) .
C5 C6 1.378(3) .
C7 C12 1.396(2) .
C7 C8 1.403(2) .
C8 C9 1.375(2) .
C11 C12 1.378(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
O1W H1WA O1 0.836(10) 1.879(13) 2.688(2) 162(3) 13_454
O1W H1WB O10 0.829(10) 1.893(14) 2.666(2) 155(2) .
O2W H2WA O1 0.841(10) 1.879(13) 2.697(2) 164(2) 9_455
O2W H2WB O10 0.825(10) 1.895(14) 2.694(2) 163(3) 14_545
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168351523
