#------------------------------------------------------------------------------
#$Date: 2025-08-22 17:55:42 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301864 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/21/89/7218929.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_7218929
loop_
_publ_author_name
'Gong, Yun'
'Zhang, Pan'
'Jiang, Penggang'
'Lin, Jianhua'
_publ_section_title
;
 Metal(ii) complex based on 5-[4-(1H-imidazol-1-yl)phenyl]-2H-tetrazole:
 the effect of the ligand on the electrodes in a lead-acid battery
;
_journal_issue                   5
_journal_name_full               CrystEngComm
_journal_page_first              1056
_journal_paper_doi               10.1039/C4CE01963F
_journal_volume                  17
_journal_year                    2015
_chemical_formula_sum            'C20 H26 N12 Ni O6'
_chemical_formula_weight         589.24
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2014-03-03 deposited with the CCDC.
2014-11-26 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 129.226(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.2296(18)
_cell_length_b                   13.2582(12)
_cell_length_c                   13.4958(13)
_cell_measurement_reflns_used    898
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      20.480
_cell_measurement_theta_min      3.104
_cell_volume                     2665.4(4)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1081
_diffrn_reflns_av_sigmaI/netI    0.1235
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6623
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         3.03
_exptl_absorpt_coefficient_mu    0.787
_exptl_absorpt_correction_T_max  0.90
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1224
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.816
_refine_diff_density_min         -0.447
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.898
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2342
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.898
_refine_ls_R_factor_all          0.1135
_refine_ls_R_factor_gt           0.0615
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0619P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1254
_refine_ls_wR_factor_ref         0.1459
_reflns_number_gt                1303
_reflns_number_total             2342
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce01963f2.cif
_cod_data_source_block           120614g
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2935 2014-11-11 08:27:57Z andrius 

 Adding full bibliography for 7218928--7218930.cif.
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7218929
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
Ni1 Ni 0.5000 0.85511(7) 0.7500 0.0388(3) Uani 1 2 d S . .
N1 N 0.586(3) 0.687(5) 0.573(5) 0.043(6) Uani 0.719(11) 1 d P A 1
N2 N 0.531(13) 0.746(14) 0.672(9) 0.040(10) Uani 0.719(11) 1 d P A 1
N1' N 0.569(9) 0.685(14) 0.552(14) 0.043(6) Uani 0.281(11) 1 d P A 2
N2' N 0.52(3) 0.74(4) 0.65(2) 0.04(3) Uani 0.281(11) 1 d P A 2
N3 N 0.7278(3) 0.6114(3) 0.2386(4) 0.0454(11) Uani 1 1 d . A .
N4 N 0.7366(3) 0.6458(3) 0.1516(4) 0.0452(11) Uani 1 1 d . . .
N5 N 0.7029(3) 0.7384(3) 0.1141(4) 0.0470(11) Uani 1 1 d . . .
N6 N 0.6705(3) 0.7676(3) 0.1748(4) 0.0464(11) Uani 1 1 d . A .
O1 O 0.4945(2) 0.9729(2) 0.8502(3) 0.0477(10) Uani 1 1 d . A .
H1C H 0.5405 0.9703 0.9288 0.057 Uiso 1 1 d R . .
H1D H 0.4498 0.9895 0.8453 0.057 Uiso 1 1 d R . .
O2 O 0.6389(2) 0.8687(2) 0.9030(3) 0.0452(9) Uani 1 1 d . A .
H2C H 0.6751 0.8649 0.8870 0.054 Uiso 1 1 d R . .
H2D H 0.6577 0.8300 0.9657 0.054 Uiso 1 1 d R . .
O3 O 0.6289(2) 0.9734(2) 0.1208(3) 0.0495(10) Uani 1 1 d . . .
H3C H 0.6457 0.9124 0.1412 0.059 Uiso 1 1 d R . .
H3D H 0.6749 1.0112 0.1660 0.059 Uiso 1 1 d R . .
C1 C 0.5464(4) 0.7652(4) 0.5873(5) 0.0477(14) Uani 1 1 d . . .
H1 H 0.5309 0.8258 0.5431 0.057 Uiso 1 1 calc R A 1
C2 C 0.5750(6) 0.6545(6) 0.7235(9) 0.047(3) Uani 0.719(11) 1 d P A 1
H2 H 0.5811 0.6219 0.7895 0.057 Uiso 0.719(11) 1 calc PR A 1
C3 C 0.6084(6) 0.6177(5) 0.6656(8) 0.047(3) Uani 0.719(11) 1 d P A 1
H3 H 0.6397 0.5578 0.6847 0.057 Uiso 0.719(11) 1 calc PR A 1
C2' C 0.4958(17) 0.6433(15) 0.622(2) 0.047(7) Uani 0.281(11) 1 d P A 2
H2' H 0.4653 0.6076 0.6434 0.057 Uiso 0.281(11) 1 calc PR A 2
C3' C 0.5257(16) 0.6065(14) 0.560(2) 0.047(7) Uani 0.281(11) 1 d P A 2
H3' H 0.5185 0.5412 0.5297 0.057 Uiso 0.281(11) 1 calc PR A 2
C4 C 0.6077(3) 0.6866(4) 0.4874(5) 0.0401(13) Uani 1 1 d . . .
C5 C 0.6005(4) 0.7735(4) 0.4238(5) 0.0490(14) Uani 1 1 d . A .
H5 H 0.5783 0.8323 0.4323 0.059 Uiso 1 1 calc R . .
C6 C 0.6260(4) 0.7738(4) 0.3475(5) 0.0491(14) Uani 1 1 d . . .
H6 H 0.6198 0.8325 0.3048 0.059 Uiso 1 1 calc R A .
C7 C 0.6608(3) 0.6868(4) 0.3340(5) 0.0362(12) Uani 1 1 d . A .
C8 C 0.6687(4) 0.5995(4) 0.4003(5) 0.0471(14) Uani 1 1 d . . .
H8 H 0.6918 0.5408 0.3931 0.057 Uiso 1 1 calc R A .
C9 C 0.6426(4) 0.5988(4) 0.4765(5) 0.0509(15) Uani 1 1 d . A .
H9 H 0.6485 0.5404 0.5194 0.061 Uiso 1 1 calc R . .
C10 C 0.6868(3) 0.6878(4) 0.2507(4) 0.0375(12) Uani 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 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
N2 Ni1 N2 93(10) . 2_656
N2 Ni1 O2 88(5) . .
N2 Ni1 O2 99(5) 2_656 .
N2 Ni1 O2 99(5) . 2_656
N2 Ni1 O2 88(5) 2_656 2_656
O2 Ni1 O2 170.20(18) . 2_656
N2 Ni1 O1 169(5) . .
N2 Ni1 O1 92(5) 2_656 .
O2 Ni1 O1 81.68(13) . .
O2 Ni1 O1 91.06(13) 2_656 .
N2 Ni1 O1 92(5) . 2_656
N2 Ni1 O1 169(5) 2_656 2_656
O2 Ni1 O1 91.06(13) . 2_656
O2 Ni1 O1 81.68(13) 2_656 2_656
O1 Ni1 O1 84.58(17) . 2_656
N2 Ni1 N2' 6(10) . .
N2 Ni1 N2' 95(7) 2_656 .
O2 Ni1 N2' 93(10) . .
O2 Ni1 N2' 93(10) 2_656 .
O1 Ni1 N2' 172(10) . .
O1 Ni1 N2' 89(10) 2_656 .
N2 Ni1 N2' 95(7) . 2_656
N2 Ni1 N2' 6(10) 2_656 2_656
O2 Ni1 N2' 93(10) . 2_656
O2 Ni1 N2' 93(10) 2_656 2_656
O1 Ni1 N2' 89(10) . 2_656
O1 Ni1 N2' 172(10) 2_656 2_656
C1 N1 C3 105(4) . .
C1 N1 C4 125(5) . .
C3 N1 C4 129(5) . .
C1 N2 C2 102(10) . .
C1 N2 Ni1 125(10) . .
C2 N2 Ni1 129(6) . .
C1 N1' C3' 103(10) . .
C1 N1' C4 127(10) . .
C3' N1' C4 128(10) . .
C1 N2' C2' 106(10) . .
C10 N3 N4 104.6(4) . .
N5 N4 N3 109.8(4) . .
N4 N5 N6 109.4(4) . .
N5 N6 C10 104.8(4) . .
N2' C1 N1' 114(10) . .
N2' C1 N2 10(10) . .
N1' C1 N2 116(10) . .
N2' C1 N1 115(10) . .
N1' C1 N1 12(7) . .
N2 C1 N1 114(9) . .
C3 C2 N2 112(6) . .
C2 C3 N1 107(3) . .
C3' C2' N2' 106(10) . .
C2' C3' N1' 107(8) . .
C5 C4 C9 119.5(4) . .
C5 C4 N1 121(3) . .
C9 C4 N1 119(3) . .
C5 C4 N1' 119(7) . .
C9 C4 N1' 121(7) . .
N1 C4 N1' 11(7) . .
C4 C5 C6 120.9(5) . .
C5 C6 C7 120.9(5) . .
C6 C7 C8 117.5(4) . .
C6 C7 C10 120.4(4) . .
C8 C7 C10 122.1(4) . .
C9 C8 C7 121.7(5) . .
C4 C9 C8 119.4(5) . .
N3 C10 N6 111.3(4) . .
N3 C10 C7 125.6(4) . .
N6 C10 C7 123.1(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 N2 2.09(17) .
Ni1 N2 2.09(17) 2_656
Ni1 O2 2.111(3) .
Ni1 O2 2.111(3) 2_656
Ni1 O1 2.111(3) .
Ni1 O1 2.111(3) 2_656
Ni1 N2' 2.2(4) .
Ni1 N2' 2.2(4) 2_656
N1 C1 1.37(7) .
N1 C3 1.38(7) .
N1 C4 1.46(7) .
N2 C1 1.36(14) .
N2 C2 1.39(19) .
N1' C1 1.34(18) .
N1' C3' 1.38(18) .
N1' C4 1.47(17) .
N2' C1 1.2(4) .
N2' C2' 1.4(5) .
N3 C10 1.356(6) .
N3 N4 1.367(5) .
N4 N5 1.329(5) .
N5 N6 1.361(5) .
N6 C10 1.365(6) .
C2 C3 1.376(9) .
C2' C3' 1.37(2) .
C4 C5 1.390(6) .
C4 C9 1.398(6) .
C5 C6 1.394(6) .
C6 C7 1.402(6) .
C7 C8 1.412(6) .
C7 C10 1.491(6) .
C8 C9 1.400(6) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139199548
