#------------------------------------------------------------------------------
#$Date: 2025-08-19 16:18:28 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301805 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/62/2226205.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_2226205
loop_
_publ_author_name
'Di, Li Li'
'Wang, Yue'
'Lin, Guo Wu'
'Lu, Tao'
_publ_section_title
;
 Aquabis(1H-benzimidazole-2-carboxylato-κ²O,N³)zinc(II)
;
_journal_coeditor_code           KP2256
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m610
_journal_page_last               m611
_journal_paper_doi               10.1107/S1600536810015631
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Zn (C8 H5 N2 O2)2 (H2 O)]'
_chemical_formula_moiety         'C16 H12 N4 O5 Zn'
_chemical_formula_sum            'C16 H12 N4 O5 Zn'
_chemical_formula_weight         405.67
_chemical_name_systematic
;
Aquabis(1H-benzimidazole-2-carboxylato-κ²O,N³)zinc(II)
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 129.21(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   25.9702(15)
_cell_length_b                   10.0870(6)
_cell_length_c                   16.7885(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      13
_cell_measurement_theta_min      10
_cell_volume                     3407.7(15)
_computing_cell_refinement       'CAD-4 EXPRESS (Enraf--Nonius, 1994)'
_computing_data_collection       'CAD-4 EXPRESS (Enraf--Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure (Rigaku, 2002)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_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  0.0388
_diffrn_reflns_av_sigmaI/netI    0.0510
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            6178
_diffrn_reflns_theta_full        25.29
_diffrn_reflns_theta_max         25.29
_diffrn_reflns_theta_min         2.02
_diffrn_standards_decay_%        1
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.477
_exptl_absorpt_correction_T_max  0.8663
_exptl_absorpt_correction_T_min  0.7566
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details
;
(ABSCOR; Higashi, 1995)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.581
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1648
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.560
_refine_diff_density_min         -0.560
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3097
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.992
_refine_ls_R_factor_all          0.0594
_refine_ls_R_factor_gt           0.0386
_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)+(0.0560P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0918
_refine_ls_wR_factor_ref         0.1007
_reflns_number_gt                2368
_reflns_number_total             3097
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            kp2256.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        3407.8(14)
_cod_original_sg_symbol_Hall     '-C 2yc '
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2226205
_cod_database_fobs_code          2226205
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_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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn Zn1 0.569627(17) 0.05468(4) 0.69627(3) 0.02900(14) Uani d . 1 . .
O O1 0.50351(16) 0.3274(3) 0.4673(2) 0.0650(9) Uani d . 1 . .
O O2 0.54498(12) 0.1385(2) 0.55532(17) 0.0374(6) Uani d . 1 . .
O O3 0.67653(12) -0.1506(2) 0.97193(17) 0.0413(6) Uani d . 1 . .
O O4 0.60004(11) -0.0175(2) 0.84308(17) 0.0364(6) Uani d . 1 . .
O O5 0.48517(12) -0.0394(3) 0.61712(19) 0.0544(8) Uani d . 1 . .
H H5A 0.4577 -0.0325 0.5520 0.065 Uiso d R 1 . .
H H5B 0.4758 -0.0872 0.6481 0.065 Uiso d R 1 . .
N N1 0.56695(13) 0.2485(3) 0.7205(2) 0.0330(6) Uani d . 1 . .
N N2 0.54861(16) 0.4515(3) 0.6583(2) 0.0433(8) Uani d . 1 . .
H H2A 0.5375 0.5146 0.6156 0.052 Uiso calc R 1 . .
N N3 0.64903(12) -0.0562(3) 0.74399(19) 0.0299(6) Uani d . 1 . .
N N4 0.72922(13) -0.1867(3) 0.8647(2) 0.0392(7) Uani d . 1 . .
H H4A 0.7536 -0.2320 0.9206 0.047 Uiso calc R 1 . .
C C1 0.6165(2) 0.4261(5) 0.9534(3) 0.0632(12) Uani d . 1 . .
H H1A 0.6323 0.4153 1.0204 0.076 Uiso calc R 1 . .
C C2 0.6052(2) 0.5536(5) 0.9134(3) 0.0622(12) Uani d . 1 . .
H H2B 0.6135 0.6254 0.9547 0.075 Uiso calc R 1 . .
C C3 0.5824(2) 0.5773(4) 0.8158(3) 0.0567(11) Uani d . 1 . .
H H3A 0.5750 0.6628 0.7900 0.068 Uiso calc R 1 . .
C C4 0.57069(19) 0.4657(3) 0.7569(3) 0.0422(9) Uani d . 1 . .
C C5 0.58192(16) 0.3372(4) 0.7962(3) 0.0353(8) Uani d . 1 . .
C C6 0.60498(19) 0.3157(4) 0.8957(3) 0.0466(9) Uani d . 1 . .
H H6A 0.6123 0.2305 0.9222 0.056 Uiso calc R 1 . .
C C7 0.54749(17) 0.3217(3) 0.6408(3) 0.0351(8) Uani d . 1 . .
C C8 0.52981(18) 0.2603(4) 0.5450(3) 0.0377(8) Uani d . 1 . .
C C9 0.64989(16) -0.0943(3) 0.8895(2) 0.0309(7) Uani d . 1 . .
C C10 0.67732(15) -0.1125(3) 0.8339(2) 0.0295(7) Uani d . 1 . .
C C11 0.68567(15) -0.0954(4) 0.7139(2) 0.0318(8) Uani d . 1 . .
C C12 0.67916(17) -0.0663(4) 0.6270(3) 0.0415(9) Uani d . 1 . .
H H12A 0.6452 -0.0120 0.5753 0.050 Uiso calc R 1 . .
C C13 0.72500(19) -0.1208(4) 0.6205(3) 0.0514(11) Uani d . 1 . .
H H13A 0.7224 -0.1014 0.5640 0.062 Uiso calc R 1 . .
C C14 0.7749(2) -0.2041(5) 0.6966(3) 0.0587(12) Uani d . 1 . .
H H14A 0.8042 -0.2410 0.6885 0.070 Uiso calc R 1 . .
C C15 0.78262(19) -0.2338(4) 0.7829(3) 0.0547(11) Uani d . 1 . .
H H15A 0.8167 -0.2886 0.8341 0.066 Uiso calc R 1 . .
C C16 0.73686(17) -0.1779(4) 0.7905(3) 0.0378(8) Uani 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'
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'
Zn Zn 0.2839 1.4301 '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
O5 Zn1 N1 . . 116.39(12) yes
O5 Zn1 N3 . . 115.42(12) yes
N1 Zn1 N3 . . 128.19(11) yes
O5 Zn1 O4 . . 93.18(11) yes
N1 Zn1 O4 . . 97.49(10) yes
N3 Zn1 O4 . . 79.46(9) yes
O5 Zn1 O2 . . 90.98(11) yes
N1 Zn1 O2 . . 79.56(10) yes
N3 Zn1 O2 . . 99.82(10) yes
O4 Zn1 O2 . . 175.67(9) yes
C8 O2 Zn1 . . 112.0(2) ?
C9 O4 Zn1 . . 113.4(2) ?
Zn1 O5 H5A . . 120.4 ?
Zn1 O5 H5B . . 119.6 ?
H5A O5 H5B . . 120.0 ?
C7 N1 C5 . . 105.8(3) ?
C7 N1 Zn1 . . 112.4(2) ?
C5 N1 Zn1 . . 141.7(2) ?
C7 N2 C4 . . 107.5(3) ?
C7 N2 H2A . . 126.3 ?
C4 N2 H2A . . 126.3 ?
C10 N3 C11 . . 106.3(3) ?
C10 N3 Zn1 . . 112.6(2) ?
C11 N3 Zn1 . . 141.2(2) ?
C10 N4 C16 . . 107.5(3) ?
C10 N4 H4A . . 126.2 ?
C16 N4 H4A . . 126.2 ?
C6 C1 C2 . . 121.4(4) ?
C6 C1 H1A . . 119.3 ?
C2 C1 H1A . . 119.3 ?
C3 C2 C1 . . 122.6(4) ?
C3 C2 H2B . . 118.7 ?
C1 C2 H2B . . 118.7 ?
C2 C3 C4 . . 116.3(4) ?
C2 C3 H3A . . 121.9 ?
C4 C3 H3A . . 121.9 ?
N2 C4 C3 . . 132.3(4) ?
N2 C4 C5 . . 106.0(3) ?
C3 C4 C5 . . 121.7(4) ?
N1 C5 C6 . . 131.0(3) ?
N1 C5 C4 . . 108.1(3) ?
C6 C5 C4 . . 120.9(3) ?
C1 C6 C5 . . 117.1(4) ?
C1 C6 H6A . . 121.5 ?
C5 C6 H6A . . 121.5 ?
N1 C7 N2 . . 112.6(3) ?
N1 C7 C8 . . 121.2(3) ?
N2 C7 C8 . . 126.1(3) ?
O1 C8 O2 . . 126.7(3) ?
O1 C8 C7 . . 120.0(3) ?
O2 C8 C7 . . 113.3(3) ?
O3 C9 O4 . . 127.2(3) ?
O3 C9 C10 . . 119.6(3) ?
O4 C9 C10 . . 113.2(3) ?
N3 C10 N4 . . 112.5(3) ?
N3 C10 C9 . . 121.3(3) ?
N4 C10 C9 . . 126.2(3) ?
C12 C11 N3 . . 131.7(3) ?
C12 C11 C16 . . 120.3(3) ?
N3 C11 C16 . . 107.9(3) ?
C13 C12 C11 . . 117.5(3) ?
C13 C12 H12A . . 121.3 ?
C11 C12 H12A . . 121.3 ?
C12 C13 C14 . . 121.4(4) ?
C12 C13 H13A . . 119.3 ?
C14 C13 H13A . . 119.3 ?
C15 C14 C13 . . 122.3(4) ?
C15 C14 H14A . . 118.9 ?
C13 C14 H14A . . 118.9 ?
C14 C15 C16 . . 116.6(3) ?
C14 C15 H15A . . 121.7 ?
C16 C15 H15A . . 121.7 ?
N4 C16 C15 . . 132.3(3) ?
N4 C16 C11 . . 105.8(3) ?
C15 C16 C11 . . 121.9(3) ?
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
Zn1 O5 . 1.947(3) yes
Zn1 N1 . 2.007(3) yes
Zn1 N3 . 2.014(2) yes
Zn1 O4 . 2.184(2) yes
Zn1 O2 . 2.193(2) yes
O1 C8 . 1.224(4) ?
O2 C8 . 1.268(4) ?
O3 C9 . 1.227(4) ?
O4 C9 . 1.268(4) ?
O5 H5A . 0.8500 ?
O5 H5B . 0.8500 ?
N1 C7 . 1.318(4) ?
N1 C5 . 1.394(4) ?
N2 C7 . 1.338(4) ?
N2 C4 . 1.375(5) ?
N2 H2A . 0.8600 ?
N3 C10 . 1.318(4) ?
N3 C11 . 1.387(4) ?
N4 C10 . 1.328(4) ?
N4 C16 . 1.383(4) ?
N4 H4A . 0.8600 ?
C1 C6 . 1.379(6) ?
C1 C2 . 1.393(6) ?
C1 H1A . 0.9300 ?
C2 C3 . 1.365(6) ?
C2 H2B . 0.9300 ?
C3 C4 . 1.400(5) ?
C3 H3A . 0.9300 ?
C4 C5 . 1.398(5) ?
C5 C6 . 1.390(5) ?
C6 H6A . 0.9300 ?
C7 C8 . 1.500(5) ?
C9 C10 . 1.502(4) ?
C11 C12 . 1.389(5) ?
C11 C16 . 1.397(5) ?
C12 C13 . 1.377(5) ?
C12 H12A . 0.9300 ?
C13 C14 . 1.387(5) ?
C13 H13A . 0.9300 ?
C14 C15 . 1.366(5) ?
C14 H14A . 0.9300 ?
C15 C16 . 1.391(5) ?
C15 H15A . 0.9300 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H2A O1 . . 5_666 0.86 1.93 2.765(4) 162 yes
N4 H4A O3 . . 7_647 0.86 1.95 2.778(4) 161 yes
O5 H5A O2 . . 5_656 0.85 2.06 2.670(4) 128 yes
O5 H5B O4 . . 2_656 0.85 2.18 2.695(5) 119 yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O5 Zn1 O2 C8 . . . . 105.9(2) ?
N1 Zn1 O2 C8 . . . . -10.8(2) ?
N3 Zn1 O2 C8 . . . . -138.1(2) ?
O5 Zn1 O4 C9 . . . . 113.9(2) ?
N1 Zn1 O4 C9 . . . . -128.9(2) ?
N3 Zn1 O4 C9 . . . . -1.3(2) ?
O5 Zn1 N1 C7 . . . . -80.8(3) ?
N3 Zn1 N1 C7 . . . . 99.4(2) ?
O4 Zn1 N1 C7 . . . . -178.1(2) ?
O2 Zn1 N1 C7 . . . . 5.1(2) ?
O5 Zn1 N1 C5 . . . . 103.6(4) ?
N3 Zn1 N1 C5 . . . . -76.2(4) ?
O4 Zn1 N1 C5 . . . . 6.3(4) ?
O2 Zn1 N1 C5 . . . . -170.5(4) ?
O5 Zn1 N3 C10 . . . . -88.5(2) ?
N1 Zn1 N3 C10 . . . . 91.3(3) ?
O4 Zn1 N3 C10 . . . . 0.0(2) ?
O2 Zn1 N3 C10 . . . . 175.6(2) ?
O5 Zn1 N3 C11 . . . . 91.5(4) ?
N1 Zn1 N3 C11 . . . . -88.7(4) ?
O4 Zn1 N3 C11 . . . . 180.0(4) ?
O2 Zn1 N3 C11 . . . . -4.4(4) ?
C6 C1 C2 C3 . . . . -0.2(7) ?
C1 C2 C3 C4 . . . . 0.1(7) ?
C7 N2 C4 C3 . . . . 179.0(4) ?
C7 N2 C4 C5 . . . . -0.5(4) ?
C2 C3 C4 N2 . . . . -179.5(4) ?
C2 C3 C4 C5 . . . . -0.1(6) ?
C7 N1 C5 C6 . . . . -179.6(4) ?
Zn1 N1 C5 C6 . . . . -3.8(6) ?
C7 N1 C5 C4 . . . . -0.4(4) ?
Zn1 N1 C5 C4 . . . . 175.3(3) ?
N2 C4 C5 N1 . . . . 0.6(4) ?
C3 C4 C5 N1 . . . . -179.0(3) ?
N2 C4 C5 C6 . . . . 179.9(3) ?
C3 C4 C5 C6 . . . . 0.3(6) ?
C2 C1 C6 C5 . . . . 0.4(6) ?
N1 C5 C6 C1 . . . . 178.6(4) ?
C4 C5 C6 C1 . . . . -0.5(6) ?
C5 N1 C7 N2 . . . . 0.1(4) ?
Zn1 N1 C7 N2 . . . . -177.1(2) ?
C5 N1 C7 C8 . . . . 177.4(3) ?
Zn1 N1 C7 C8 . . . . 0.2(4) ?
C4 N2 C7 N1 . . . . 0.3(4) ?
C4 N2 C7 C8 . . . . -176.9(3) ?
Zn1 O2 C8 O1 . . . . -166.9(3) ?
Zn1 O2 C8 C7 . . . . 13.2(4) ?
N1 C7 C8 O1 . . . . 170.2(3) ?
N2 C7 C8 O1 . . . . -12.9(6) ?
N1 C7 C8 O2 . . . . -9.9(5) ?
N2 C7 C8 O2 . . . . 167.0(3) ?
Zn1 O4 C9 O3 . . . . -178.6(3) ?
Zn1 O4 C9 C10 . . . . 2.2(4) ?
C11 N3 C10 N4 . . . . -0.7(4) ?
Zn1 N3 C10 N4 . . . . 179.3(2) ?
C11 N3 C10 C9 . . . . -178.7(3) ?
Zn1 N3 C10 C9 . . . . 1.3(4) ?
C16 N4 C10 N3 . . . . 0.9(4) ?
C16 N4 C10 C9 . . . . 178.9(3) ?
O3 C9 C10 N3 . . . . 178.3(3) ?
O4 C9 C10 N3 . . . . -2.5(5) ?
O3 C9 C10 N4 . . . . 0.5(5) ?
O4 C9 C10 N4 . . . . 179.8(3) ?
C10 N3 C11 C12 . . . . -179.6(4) ?
Zn1 N3 C11 C12 . . . . 0.4(7) ?
C10 N3 C11 C16 . . . . 0.1(4) ?
Zn1 N3 C11 C16 . . . . -179.8(3) ?
N3 C11 C12 C13 . . . . 179.3(4) ?
C16 C11 C12 C13 . . . . -0.4(5) ?
C11 C12 C13 C14 . . . . 1.4(6) ?
C12 C13 C14 C15 . . . . -1.8(7) ?
C13 C14 C15 C16 . . . . 1.1(7) ?
C10 N4 C16 C15 . . . . 179.6(4) ?
C10 N4 C16 C11 . . . . -0.8(4) ?
C14 C15 C16 N4 . . . . 179.4(4) ?
C14 C15 C16 C11 . . . . -0.1(6) ?
C12 C11 C16 N4 . . . . -179.9(3) ?
N3 C11 C16 N4 . . . . 0.4(4) ?
C12 C11 C16 C15 . . . . -0.2(6) ?
N3 C11 C16 C15 . . . . -180.0(4) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168309842
