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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/4/50/42/4504227.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_4504227
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            'C24 H18 Ag2 Cl2 N6 O8'
_chemical_formula_weight         805.08
_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                107.55(3)
_cell_angle_beta                 106.65(3)
_cell_angle_gamma                105.25(3)
_cell_formula_units_Z            1
_cell_length_a                   8.238(2)
_cell_length_b                   9.466(2)
_cell_length_c                   9.944(2)
_cell_measurement_temperature    293(2)
_cell_volume                     654.5(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.907
_diffrn_measured_fraction_theta_max 0.907
_diffrn_measurement_device_type  IP
_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    0.0605
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2089
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.79
_exptl_absorpt_coefficient_mu    1.763
_exptl_absorpt_correction_T_max  1.261
_exptl_absorpt_correction_T_min  0.637
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    2.043
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             396
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.32
_refine_diff_density_max         1.020
_refine_diff_density_min         -1.606
_refine_diff_density_rms         0.158
_refine_ls_extinction_coef       0.094(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    geom
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2089
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0620
_refine_ls_R_factor_gt           0.0613
_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)+(0.1394P)²+0.2342P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1759
_refine_ls_wR_factor_ref         0.1769
_reflns_number_gt                2035
_reflns_number_total             2089
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg070080j-file003.cif
_cod_data_source_block           3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        654.5(2)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4504227
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 -0.18714(5) 0.00876(5) 0.61374(4) 0.0587(4) Uani 1 1 d .
N1 N -0.7653(5) -0.1889(6) 0.4701(5) 0.0497(10) Uani 1 1 d .
N2 N -0.2200(6) -0.1519(5) 0.7242(5) 0.0486(9) Uani 1 1 d .
N3 N -0.3447(5) -0.3197(5) 0.8153(5) 0.0517(10) Uani 1 1 d .
H3A H -0.4266 -0.3847 0.8291 0.062 Uiso 1 1 calc R
C1 C -0.8884(7) -0.3424(7) 0.3926(6) 0.0541(12) Uani 1 1 d .
H1A H -0.9993 -0.3647 0.3157 0.065 Uiso 1 1 calc R
C2 C -0.8548(7) -0.4648(6) 0.4234(6) 0.0548(12) Uani 1 1 d .
H2A H -0.9435 -0.5684 0.3699 0.066 Uiso 1 1 calc R
C3 C -0.6907(7) -0.4357(7) 0.5333(6) 0.0512(11) Uani 1 1 d .
H3B H -0.6669 -0.5188 0.5551 0.061 Uiso 1 1 calc R
C4 C -0.5589(6) -0.2782(6) 0.6126(5) 0.0474(10) Uani 1 1 d .
C5 C -0.6061(7) -0.1596(6) 0.5786(6) 0.0500(11) Uani 1 1 d .
H5A H -0.5226 -0.0540 0.6342 0.060 Uiso 1 1 calc R
C6 C -0.3758(6) -0.2455(6) 0.7194(6) 0.0488(11) Uani 1 1 d .
C7 C -0.1571(7) -0.2717(6) 0.8869(6) 0.0507(11) Uani 1 1 d .
C8 C -0.0530(8) -0.3183(8) 0.9896(7) 0.0601(13) Uani 1 1 d .
H8A H -0.1058 -0.3873 1.0286 0.072 Uiso 1 1 calc R
C9 C 0.1368(8) -0.2541(8) 1.0303(7) 0.0631(13) Uani 1 1 d .
H9A H 0.2128 -0.2814 1.0983 0.076 Uiso 1 1 calc R
C10 C 0.2149(7) -0.1504(7) 0.9716(7) 0.0651(14) Uani 1 1 d .
H10A H 0.3413 -0.1113 1.0010 0.078 Uiso 1 1 calc R
C11 C 0.1094(7) -0.1039(7) 0.8708(7) 0.0566(12) Uani 1 1 d .
H11A H 0.1619 -0.0333 0.8332 0.068 Uiso 1 1 calc R
C12 C -0.0807(6) -0.1690(6) 0.8284(5) 0.0500(11) Uani 1 1 d .
Cl1 Cl -0.35283(17) -0.27026(17) 0.23655(14) 0.0525(4) Uani 1 1 d .
O4 O -0.1716(6) -0.1566(6) 0.3433(5) 0.0755(13) Uani 1 1 d .
O3 O -0.3471(6) -0.4271(5) 0.1814(5) 0.0711(11) Uani 1 1 d .
O2 O -0.4756(6) -0.2721(7) 0.3140(6) 0.0802(13) Uani 1 1 d .
O1 O -0.4132(7) -0.2278(7) 0.1111(6) 0.0799(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'
Cl Cl 0.1484 0.1585 '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 158.07(16) 2_456
C5 N1 C1 118.0(5) .
C5 N1 Ag1 122.1(4) 2_456
C1 N1 Ag1 118.9(3) 2_456
C6 N2 C12 105.5(4) .
C6 N2 Ag1 127.6(3) .
C12 N2 Ag1 126.6(4) .
C6 N3 C7 107.4(4) .
C6 N3 H3A 126.3 .
C7 N3 H3A 126.3 .
N1 C1 C2 122.1(5) .
N1 C1 H1A 118.9 .
C2 C1 H1A 118.9 .
C1 C2 C3 120.1(5) .
C1 C2 H2A 120.0 .
C3 C2 H2A 120.0 .
C2 C3 C4 118.9(5) .
C2 C3 H3B 120.5 .
C4 C3 H3B 120.5 .
C5 C4 C3 117.5(4) .
C5 C4 C6 122.2(4) .
C3 C4 C6 120.3(5) .
N1 C5 C4 123.3(5) .
N1 C5 H5A 118.4 .
C4 C5 H5A 118.4 .
N2 C6 N3 111.8(4) .
N2 C6 C4 124.6(5) .
N3 C6 C4 123.3(4) .
C12 C7 N3 106.1(4) .
C12 C7 C8 123.0(5) .
N3 C7 C8 130.8(5) .
C7 C8 C9 115.4(6) .
C7 C8 H8A 122.3 .
C9 C8 H8A 122.3 .
C10 C9 C8 121.9(5) .
C10 C9 H9A 119.0 .
C8 C9 H9A 119.0 .
C11 C10 C9 121.9(5) .
C11 C10 H10A 119.1 .
C9 C10 H10A 119.1 .
C10 C11 C12 116.5(5) .
C10 C11 H11A 121.7 .
C12 C11 H11A 121.7 .
C7 C12 N2 109.2(4) .
C7 C12 C11 121.3(5) .
N2 C12 C11 129.4(5) .
O1 Cl1 O2 110.4(3) .
O1 Cl1 O3 109.7(3) .
O2 Cl1 O3 108.8(3) .
O1 Cl1 O4 109.7(3) .
O2 Cl1 O4 109.3(3) .
O3 Cl1 O4 108.8(3) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 N2 2.134(4) .
Ag1 N1 2.186(5) 2_456
N1 C5 1.334(7) .
N1 C1 1.354(7) .
N1 Ag1 2.186(5) 2_456
N2 C6 1.333(7) .
N2 C12 1.391(6) .
N3 C6 1.351(7) .
N3 C7 1.381(6) .
N3 H3A 0.8600 .
C1 C2 1.359(8) .
C1 H1A 0.9300 .
C2 C3 1.368(8) .
C2 H2A 0.9300 .
C3 C4 1.405(7) .
C3 H3B 0.9300 .
C4 C5 1.382(7) .
C4 C6 1.461(6) .
C5 H5A 0.9300 .
C7 C12 1.382(8) .
C7 C8 1.394(8) .
C8 C9 1.403(9) .
C8 H8A 0.9300 .
C9 C10 1.395(9) .
C9 H9A 0.9300 .
C10 C11 1.386(9) .
C10 H10A 0.9300 .
C11 C12 1.402(7) .
C11 H11A 0.9300 .
Cl1 O1 1.420(5) .
Cl1 O2 1.436(4) .
Cl1 O3 1.438(5) .
Cl1 O4 1.439(4) .
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 2.17 3.015(6) 169.4 2_446
N3 H3A O1 0.86 2.70 3.066(7) 106.9 1_556
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
_geom_torsion_site_symmetry_1
N1 Ag1 N2 C6 40.4(7) 2_456
N1 Ag1 N2 C12 -133.1(5) 2_456
C5 N1 C1 C2 0.8(7) .
Ag1 N1 C1 C2 169.9(4) 2_456
N1 C1 C2 C3 -1.6(8) .
C1 C2 C3 C4 -0.1(7) .
C2 C3 C4 C5 2.4(7) .
C2 C3 C4 C6 -173.8(4) .
C1 N1 C5 C4 1.8(7) .
Ag1 N1 C5 C4 -166.9(4) 2_456
C3 C4 C5 N1 -3.4(7) .
C6 C4 C5 N1 172.8(4) .
C12 N2 C6 N3 0.8(6) .
Ag1 N2 C6 N3 -173.8(3) .
C12 N2 C6 C4 -173.3(4) .
Ag1 N2 C6 C4 12.2(7) .
C7 N3 C6 N2 -0.1(6) .
C7 N3 C6 C4 174.1(4) .
C5 C4 C6 N2 -42.1(7) .
C3 C4 C6 N2 134.0(5) .
C5 C4 C6 N3 144.5(5) .
C3 C4 C6 N3 -39.4(7) .
C6 N3 C7 C12 -0.6(5) .
C6 N3 C7 C8 -176.3(6) .
C12 C7 C8 C9 -0.2(9) .
N3 C7 C8 C9 174.9(6) .
C7 C8 C9 C10 0.2(9) .
C8 C9 C10 C11 0.5(10) .
C9 C10 C11 C12 -1.1(9) .
N3 C7 C12 N2 1.1(5) .
C8 C7 C12 N2 177.2(5) .
N3 C7 C12 C11 -176.6(5) .
C8 C7 C12 C11 -0.5(8) .
C6 N2 C12 C7 -1.2(5) .
Ag1 N2 C12 C7 173.4(3) .
C6 N2 C12 C11 176.3(5) .
Ag1 N2 C12 C11 -9.1(8) .
C10 C11 C12 C7 1.1(8) .
C10 C11 C12 N2 -176.1(5) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139145460
