#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:24:46 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179577 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/42/4504229.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_4504229
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 H11 Ag N4 O4'
_chemical_formula_weight         383.12
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           41
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'A 2 -2ab'
_symmetry_space_group_name_H-M   'A b a 2'
_atom_sites_solution_hydrogens   geom
_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            8
_cell_length_a                   18.125(2)
_cell_length_b                   13.0397(15)
_cell_length_c                   11.0126(12)
_cell_measurement_temperature    293(2)
_cell_volume                     2602.8(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'ω scan'
_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  0.0176
_diffrn_reflns_av_sigmaI/netI    0.0203
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7469
_diffrn_reflns_theta_full        26.98
_diffrn_reflns_theta_max         26.98
_diffrn_reflns_theta_min         2.25
_exptl_absorpt_coefficient_mu    1.572
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.955
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1520
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.50(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    geom
_refine_ls_matrix_type           full
_refine_ls_number_parameters     198
_refine_ls_number_reflns         2690
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0272
_refine_ls_R_factor_gt           0.0208
_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)+(0.0327P)²+1.0951P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0517
_refine_ls_wR_factor_ref         0.0556
_reflns_number_gt                2363
_reflns_number_total             2690
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg070080j-file003.cif
_cod_data_source_block           5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' 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        2602.7(5)
_cod_original_sg_symbol_H-M      Aba2
_cod_database_code               4504229
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, 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
Ag1 Ag 0.125854(11) 0.410419(17) -0.30873(4) 0.05060(8) Uani 1 1 d .
N1 N 0.04339(11) 0.37402(18) -0.1726(2) 0.0315(5) Uani 1 1 d .
N2 N -0.01526(11) 0.36411(18) 0.0049(2) 0.0329(5) Uani 1 1 d .
H2A H -0.0219 0.3608 0.0822 0.039 Uiso 1 1 calc R
N3 N 0.26033(13) 0.39919(18) 0.1183(2) 0.0383(5) Uani 1 1 d .
N4 N -0.09376(13) 0.35948(19) 0.2921(2) 0.0398(5) Uani 1 1 d .
O1 O -0.02701(13) 0.3752(2) 0.2666(2) 0.0565(6) Uani 1 1 d .
O2 O -0.11781(16) 0.3816(3) 0.3937(3) 0.0724(8) Uani 1 1 d .
O3 O -0.13499(11) 0.32273(18) 0.2140(2) 0.0528(6) Uani 1 1 d .
C1 C 0.05032(14) 0.3707(2) -0.0531(2) 0.0306(5) Uani 1 1 d .
C2 C -0.06957(14) 0.3637(2) -0.0829(3) 0.0325(6) Uani 1 1 d .
C3 C -0.14632(15) 0.3607(2) -0.0771(3) 0.0391(6) Uani 1 1 d .
H3A H -0.1712 0.3577 -0.0033 0.047 Uiso 1 1 calc R
C4 C -0.18366(15) 0.3624(2) -0.1863(3) 0.0441(7) Uani 1 1 d .
H4A H -0.2349 0.3605 -0.1856 0.053 Uiso 1 1 calc R
C5 C -0.14699(14) 0.3668(2) -0.2985(4) 0.0420(6) Uani 1 1 d .
H5A H -0.1742 0.3671 -0.3701 0.050 Uiso 1 1 calc R
C6 C -0.07033(13) 0.3707(2) -0.3036(3) 0.0379(5) Uani 1 1 d .
H6A H -0.0455 0.3743 -0.3774 0.046 Uiso 1 1 calc R
C7 C -0.03214(13) 0.3689(2) -0.1936(2) 0.0315(5) Uani 1 1 d .
C8 C 0.12191(13) 0.3764(2) 0.0102(3) 0.0311(5) Uani 1 1 d .
C9 C 0.12887(14) 0.4169(2) 0.1258(3) 0.0364(6) Uani 1 1 d .
H9A H 0.0873 0.4373 0.1691 0.044 Uiso 1 1 calc R
C10 C 0.19849(14) 0.4269(2) 0.1761(3) 0.0396(6) Uani 1 1 d .
H10A H 0.2025 0.4541 0.2539 0.048 Uiso 1 1 calc R
C11 C 0.25343(14) 0.3577(2) 0.0082(3) 0.0390(6) Uani 1 1 d .
H11A H 0.2958 0.3370 -0.0325 0.047 Uiso 1 1 calc R
C12 C 0.18612(13) 0.3444(2) -0.0477(3) 0.0358(6) Uani 1 1 d .
H12A H 0.1836 0.3140 -0.1240 0.043 Uiso 1 1 calc R
O1W O 0.07568(18) 0.4177(3) -0.5293(3) 0.0625(7) Uani 1 1 d .
H2 H 0.048(3) 0.396(3) -0.576(5) 0.066(15) Uiso 1 1 d .
H1 H 0.080(3) 0.479(4) -0.555(4) 0.076(15) Uiso 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_1
_geom_angle_site_symmetry_3
N1 Ag1 N3 151.21(9) . 8_544
N1 Ag1 O1W 114.40(9) . .
N3 Ag1 O1W 89.39(10) 8_544 .
C1 N1 C7 104.9(2) . .
C1 N1 Ag1 128.98(18) . .
C7 N1 Ag1 125.05(17) . .
C1 N2 C2 107.2(2) . .
C1 N2 H2A 126.4 . .
C2 N2 H2A 126.4 . .
C11 N3 C10 117.6(3) . .
C11 N3 Ag1 116.31(18) . 8_545
C10 N3 Ag1 126.1(2) . 8_545
O2 N4 O3 120.5(3) . .
O2 N4 O1 120.2(3) . .
O3 N4 O1 119.3(3) . .
N1 C1 N2 112.9(2) . .
N1 C1 C8 123.5(2) . .
N2 C1 C8 123.6(2) . .
N2 C2 C3 132.9(3) . .
N2 C2 C7 105.4(2) . .
C3 C2 C7 121.8(2) . .
C4 C3 C2 116.7(3) . .
C4 C3 H3A 121.7 . .
C2 C3 H3A 121.7 . .
C3 C4 C5 122.4(2) . .
C3 C4 H4A 118.8 . .
C5 C4 H4A 118.8 . .
C6 C5 C4 120.6(3) . .
C6 C5 H5A 119.7 . .
C4 C5 H5A 119.7 . .
C5 C6 C7 117.4(3) . .
C5 C6 H6A 121.3 . .
C7 C6 H6A 121.3 . .
N1 C7 C6 129.2(2) . .
N1 C7 C2 109.6(2) . .
C6 C7 C2 121.2(2) . .
C9 C8 C12 117.4(2) . .
C9 C8 C1 122.3(2) . .
C12 C8 C1 120.3(3) . .
C10 C9 C8 119.1(3) . .
C10 C9 H9A 120.4 . .
C8 C9 H9A 120.4 . .
N3 C10 C9 123.3(3) . .
N3 C10 H10A 118.4 . .
C9 C10 H10A 118.4 . .
N3 C11 C12 122.8(3) . .
N3 C11 H11A 118.6 . .
C12 C11 H11A 118.6 . .
C11 C12 C8 119.8(3) . .
C11 C12 H12A 120.1 . .
C8 C12 H12A 120.1 . .
Ag1 O1W H2 147(4) . .
Ag1 O1W H1 108(3) . .
H2 O1W H1 101(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 N1 2.169(2) .
Ag1 N3 2.219(2) 8_544
Ag1 O1W 2.595(3) .
N1 C1 1.323(3) .
N1 C7 1.390(3) .
N2 C1 1.352(3) .
N2 C2 1.380(3) .
N2 H2A 0.8600 .
N3 C11 1.333(4) .
N3 C10 1.338(4) .
N3 Ag1 2.219(2) 8_545
N4 O2 1.235(4) .
N4 O3 1.236(4) .
N4 O1 1.259(3) .
C1 C8 1.475(3) .
C2 C3 1.393(4) .
C2 C7 1.397(4) .
C3 C4 1.380(4) .
C3 H3A 0.9300 .
C4 C5 1.404(5) .
C4 H4A 0.9300 .
C5 C6 1.391(3) .
C5 H5A 0.9300 .
C6 C7 1.395(4) .
C6 H6A 0.9300 .
C8 C9 1.384(4) .
C8 C12 1.391(4) .
C9 C10 1.384(4) .
C9 H9A 0.9300 .
C10 H10A 0.9300 .
C11 C12 1.378(4) .
C11 H11A 0.9300 .
C12 H12A 0.9300 .
O1W H2 0.77(5) .
O1W H1 0.85(5) .
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
N2 H2A O1 0.86 2.04 2.894(3) 170.2 .
N2 H2A O3 0.86 2.56 3.210(3) 133.0 .
N2 H2A N4 0.86 2.65 3.469(3) 158.5 .
O1W H2 O1 0.77(5) 2.23(5) 2.970(4) 164(5) 1_554
O1W H1 O2 0.85(5) 2.02(5) 2.855(5) 165(4) 2_564
