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#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/42/4504226.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_4504226
loop_
_publ_author_name
'Li, Xiang-Ping'
'Pan, Mei'
'Zheng, Sheng-Run'
'Liu, Yong-Ru'
'He, Qi-Ting'
'Kang, Bei-Sheng'
'Su, Cheng-Yong'
_publ_section_title
;
 Dimension Increase via Hydrogen Bonding and Weak Coordination
 Interactions from Simple Complexes of 2-(Pyridyl)benzimidazole Ligands
;
_journal_issue                   12
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2481
_journal_paper_doi               10.1021/cg070080j
_journal_volume                  7
_journal_year                    2007
_chemical_formula_sum            'C12 H9 Ag N4 O3'
_chemical_formula_weight         365.10
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                106.08
_cell_angle_beta                 96.76
_cell_angle_gamma                116.83
_cell_formula_units_Z            2
_cell_length_a                   8.314
_cell_length_b                   9.078
_cell_length_c                   9.898
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      5
_cell_volume                     614.345
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  P4
_diffrn_measurement_method       'ω scane'
_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  0.0124
_diffrn_reflns_av_sigmaI/netI    0.0242
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            2923
_diffrn_reflns_theta_full        25.97
_diffrn_reflns_theta_max         25.97
_diffrn_reflns_theta_min         2.23
_diffrn_standards_interval_count 800
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    1.654
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.974
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.717
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.136
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    geom
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2400
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0311
_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)+(0.0595P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0844
_refine_ls_wR_factor_ref         0.0873
_reflns_number_gt                2116
_reflns_number_total             2400
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg070080j-file003.cif
_cod_data_source_block           2
_cod_original_cell_volume        614.4
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4504226
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Ag1 Ag 0.30552(4) 0.59018(3) 0.66291(3) 0.04164(13) Uani 1 1 d .
N2 N 0.4366(4) 0.8762(4) 0.7357(3) 0.0312(6) Uani 1 1 d .
N3 N 0.5070(4) 1.1520(4) 0.7658(3) 0.0358(7) Uani 1 1 d .
H3A H 0.5007 1.2384 0.7509 0.043 Uiso 1 1 calc R
C6 C 0.3901(5) 0.9771(4) 0.6853(4) 0.0315(7) Uani 1 1 d .
C7 C 0.6381(5) 1.1672(5) 0.8758(4) 0.0354(8) Uani 1 1 d .
C4 C 0.2359(5) 0.9128(4) 0.5566(4) 0.0298(7) Uani 1 1 d .
C12 C 0.5936(5) 0.9935(5) 0.8559(4) 0.0325(7) Uani 1 1 d .
C8 C 0.7888(6) 1.3132(6) 0.9880(4) 0.0459(9) Uani 1 1 d .
H8A H 0.8153 1.4284 1.0024 0.055 Uiso 1 1 calc R
C11 C 0.7033(6) 0.9613(6) 0.9475(4) 0.0410(9) Uani 1 1 d .
H11A H 0.6754 0.8463 0.9355 0.049 Uiso 1 1 calc R
C9 C 0.8970(6) 1.2800(6) 1.0767(5) 0.0510(10) Uani 1 1 d .
H9A H 1.0008 1.3749 1.1520 0.061 Uiso 1 1 calc R
C10 C 0.8549(6) 1.1072(6) 1.0565(4) 0.0489(10) Uani 1 1 d .
H10A H 0.9318 1.0898 1.1188 0.059 Uiso 1 1 calc R
N4 N 0.6360(4) 0.5160(4) 0.6685(3) 0.0374(7) Uani 1 1 d .
C3 C 0.2461(5) 1.0111(5) 0.4691(4) 0.0340(7) Uani 1 1 d .
H3B H 0.3517 1.1224 0.4933 0.041 Uiso 1 1 calc R
C5 C 0.0732(5) 0.7493(4) 0.5164(4) 0.0316(7) Uani 1 1 d .
H5A H 0.0618 0.6846 0.5765 0.038 Uiso 1 1 calc R
N1 N -0.0681(4) 0.6800(4) 0.3959(3) 0.0346(6) Uani 1 1 d .
C1 C -0.0535(5) 0.7766(5) 0.3131(4) 0.0362(8) Uani 1 1 d .
H1A H -0.1508 0.7297 0.2288 0.043 Uiso 1 1 calc R
C2 C 0.1008(6) 0.9439(5) 0.3475(4) 0.0389(8) Uani 1 1 d .
H2A H 0.1053 1.0093 0.2890 0.047 Uiso 1 1 calc R
O3 O 0.5217(4) 0.4631(4) 0.7409(4) 0.0527(7) Uani 1 1 d .
O2 O 0.7134(5) 0.4309(4) 0.6250(3) 0.0542(8) Uani 1 1 d .
O1 O 0.6651(6) 0.6480(4) 0.6413(4) 0.0660(9) 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'
Ag Ag -0.8971 1.1015 '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_3
N2 Ag1 N1 154.12(11) 2_566
C6 N2 C12 105.7(3) .
C6 N2 Ag1 130.7(2) .
C12 N2 Ag1 123.6(2) .
C6 N3 C7 107.8(3) .
C6 N3 H3A 126.1 .
C7 N3 H3A 126.1 .
N2 C6 N3 111.8(3) .
N2 C6 C4 125.7(3) .
N3 C6 C4 122.4(3) .
N3 C7 C8 132.3(4) .
N3 C7 C12 105.7(3) .
C8 C7 C12 122.1(4) .
C5 C4 C3 117.3(3) .
C5 C4 C6 120.9(3) .
C3 C4 C6 121.8(3) .
C11 C12 N2 130.5(3) .
C11 C12 C7 120.5(3) .
N2 C12 C7 109.0(3) .
C9 C8 C7 116.9(4) .
C9 C8 H8A 121.6 .
C7 C8 H8A 121.6 .
C10 C11 C12 117.0(4) .
C10 C11 H11A 121.5 .
C12 C11 H11A 121.5 .
C8 C9 C10 121.4(4) .
C8 C9 H9A 119.3 .
C10 C9 H9A 119.3 .
C11 C10 C9 122.1(4) .
C11 C10 H10A 119.0 .
C9 C10 H10A 119.0 .
O1 N4 O2 121.9(4) .
O1 N4 O3 119.3(3) .
O2 N4 O3 118.7(3) .
C2 C3 C4 119.9(3) .
C2 C3 H3B 120.1 .
C4 C3 H3B 120.1 .
N1 C5 C4 123.5(3) .
N1 C5 H5A 118.3 .
C4 C5 H5A 118.3 .
C1 N1 C5 117.9(3) .
C1 N1 Ag1 123.0(2) 2_566
C5 N1 Ag1 119.1(2) 2_566
N1 C1 C2 122.7(3) .
N1 C1 H1A 118.7 .
C2 C1 H1A 118.7 .
C3 C2 C1 118.8(3) .
C3 C2 H2A 120.6 .
C1 C2 H2A 120.6 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 N2 2.162(3) .
Ag1 N1 2.195(3) 2_566
N2 C6 1.329(4) .
N2 C12 1.390(4) .
N3 C6 1.351(4) .
N3 C7 1.377(5) .
N3 H3A 0.8600 .
C6 C4 1.461(5) .
C7 C8 1.385(5) .
C7 C12 1.395(5) .
C4 C5 1.388(5) .
C4 C3 1.390(5) .
C12 C11 1.389(5) .
C8 C9 1.370(6) .
C8 H8A 0.9300 .
C11 C10 1.374(6) .
C11 H11A 0.9300 .
C9 C10 1.392(6) .
C9 H9A 0.9300 .
C10 H10A 0.9300 .
N4 O1 1.224(4) .
N4 O2 1.236(4) .
N4 O3 1.259(4) .
C3 C2 1.366(5) .
C3 H3B 0.9300 .
C5 N1 1.336(5) .
C5 H5A 0.9300 .
N1 C1 1.335(5) .
N1 Ag1 2.195(3) 2_566
C1 C2 1.386(5) .
C1 H1A 0.9300 .
C2 H2A 0.9300 .
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
N3 H3A O3 0.86 2.00 2.852(4) 171.4 1_565
N3 H3A O2 0.86 2.58 3.145(4) 124.0 1_565
N3 H3A N4 0.86 2.66 3.435(4) 150.6 1_565
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139073418
