#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/77/2217721.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_2217721
loop_
_publ_author_name
'Chen, Jie'
_publ_section_title
catena-Poly[[bis[μ-2-(3-pyridyl)-1H-benzimidazole]-κ²N²:N³;κ²N³:N²-disilver(I)]-μ-2,5-dicarboxybenzene-1,4-dicarboxylato-κ²O²:O⁵]
_journal_coeditor_code           BH2158
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m498
_journal_page_last               m499
_journal_paper_doi               10.1107/S1600536808004984
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Ag2 (C10 H4 O8) (C12 H9 N3)2]'
_chemical_formula_moiety         'C34 H22 Ag2 N6 O8'
_chemical_formula_sum            'C34 H22 Ag2 N6 O8'
_chemical_formula_weight         858.32
_chemical_name_systematic
;
catena-Poly[[bis[μ-2-(3-pyridyl)-1H-benzimidazole]-
κ²N²:N³;κ²N³:N²-disilver(I)]-μ-2,5-dicarboxybenzene-1,4-
dicarboxylato-κ²O²:O⁵]
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_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                 92.393(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   4.8940(11)
_cell_length_b                   16.011(4)
_cell_length_c                   19.077(4)
_cell_measurement_reflns_used    3641
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.4835
_cell_measurement_theta_min      2.4867
_cell_volume                     1493.5(6)
_computing_cell_refinement       'CrystalClear (Rigaku, 2000)'
_computing_data_collection       'CrystalClear (Rigaku, 2000)'
_computing_data_reduction        'CrystalClear (Rigaku, 2000)'
_computing_molecular_graphics    'CrystalStructure (Rigaku, 2000)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       ω
_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  0.0226
_diffrn_reflns_av_sigmaI/netI    0.0203
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            11420
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.49
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.380
_exptl_absorpt_correction_T_max  0.842
_exptl_absorpt_correction_T_min  0.806
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku, 2000)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.909
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             852
_exptl_crystal_size_max          0.4800
_exptl_crystal_size_mid          0.1300
_exptl_crystal_size_min          0.1300
_refine_diff_density_max         0.502
_refine_diff_density_min         -0.847
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         3405
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0341
_refine_ls_R_factor_gt           0.0296
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0366P)²+0.9191P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0715
_refine_ls_wR_factor_ref         0.0746
_reflns_number_gt                3079
_reflns_number_total             3405
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bh2158.cif
_cod_data_source_block           I
_cod_original_cell_volume        1493.6(6)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2217721
_cod_database_fobs_code          2217721
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Ag Ag1 0.71244(4) 0.134099(11) 1.018347(10) 0.04125(9) Uani d . 1
C C1 1.1680(5) -0.15500(14) 1.13812(13) 0.0343(5) Uani d . 1
H H1A 1.2997 -0.1963 1.1336 0.041 Uiso calc R 1
C C2 1.0649(5) -0.14053(14) 1.20320(14) 0.0359(5) Uani d . 1
H H2A 1.1275 -0.1717 1.2418 0.043 Uiso calc R 1
C C3 0.8688(5) -0.07976(15) 1.21087(12) 0.0329(5) Uani d . 1
H H3B 0.7980 -0.0695 1.2545 0.039 Uiso calc R 1
C C4 0.7781(4) -0.03380(13) 1.15231(12) 0.0265(4) Uani d . 1
C C5 0.8913(5) -0.05275(13) 1.08884(12) 0.0324(5) Uani d . 1
H H5A 0.8300 -0.0232 1.0493 0.039 Uiso calc R 1
C C6 0.5728(4) 0.03242(13) 1.15806(11) 0.0264(4) Uani d . 1
C C7 0.3021(5) 0.13812(13) 1.13776(12) 0.0269(4) Uani d . 1
C C8 0.1575(5) 0.20687(14) 1.11051(13) 0.0347(5) Uani d . 1
H H8A 0.1860 0.2269 1.0656 0.042 Uiso calc R 1
C C9 -0.0299(5) 0.24392(16) 1.15313(14) 0.0386(6) Uani d . 1
H H9A -0.1287 0.2900 1.1365 0.046 Uiso calc R 1
C C10 -0.0745(5) 0.21380(16) 1.22058(14) 0.0383(6) Uani d . 1
H H10A -0.2039 0.2399 1.2474 0.046 Uiso calc R 1
C C11 0.0682(5) 0.14644(15) 1.24842(13) 0.0332(5) Uani d . 1
H H11A 0.0396 0.1267 1.2934 0.040 Uiso calc R 1
C C12 0.2577(4) 0.10963(13) 1.20541(11) 0.0264(4) Uani d . 1
C C13 0.5075(5) 0.32005(13) 0.96973(12) 0.0322(5) Uani d . 1
C C14 0.4884(5) 0.41435(13) 0.98108(11) 0.0271(4) Uani d . 1
C C15 0.3175(5) 0.47238(13) 0.94531(11) 0.0271(4) Uani d . 1
C C16 0.1144(5) 0.45603(15) 0.88456(12) 0.0320(5) Uani d . 1
C C17 0.3352(5) 0.55568(14) 0.96571(12) 0.0297(5) Uani d . 1
H H17A 0.2214 0.5939 0.9422 0.036 Uiso calc R 1
N N1 1.0845(4) -0.11132(12) 1.08101(11) 0.0347(4) Uani d . 1
N N2 0.5015(4) 0.08847(11) 1.10831(9) 0.0273(4) Uani d . 1
N N3 0.4299(4) 0.04296(11) 1.21627(9) 0.0273(4) Uani d . 1
H H3A 0.4443 0.0131 1.2537 0.033 Uiso calc R 1
O O1 0.6918(4) 0.28180(11) 1.00119(11) 0.0484(5) Uani d . 1
O O2 0.3341(4) 0.28260(11) 0.92949(12) 0.0486(5) Uani d D 1
H H2B 0.217(7) 0.316(2) 0.912(2) 0.082(13) Uiso d D 1
O O3 0.0298(4) 0.51666(11) 0.84962(9) 0.0440(4) Uani d . 1
O O4 0.0356(4) 0.38153(11) 0.87095(10) 0.0456(5) 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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 Ag1 N1 . 3_757 150.61(7) yes
N2 Ag1 O1 . . 115.06(7) yes
N1 Ag1 O1 3_757 . 93.66(7) yes
N1 C1 C2 . . 122.1(2) ?
N1 C1 H1A . . 118.9 ?
C2 C1 H1A . . 118.9 ?
C3 C2 C1 . . 119.8(2) ?
C3 C2 H2A . . 120.1 ?
C1 C2 H2A . . 120.1 ?
C2 C3 C4 . . 119.1(2) ?
C2 C3 H3B . . 120.4 ?
C4 C3 H3B . . 120.4 ?
C5 C4 C3 . . 117.3(2) ?
C5 C4 C6 . . 121.6(2) ?
C3 C4 C6 . . 121.1(2) ?
N1 C5 C4 . . 124.0(2) ?
N1 C5 H5A . . 118.0 ?
C4 C5 H5A . . 118.0 ?
N3 C6 N2 . . 111.75(19) ?
N3 C6 C4 . . 122.18(19) ?
N2 C6 C4 . . 126.1(2) ?
C8 C7 N2 . . 130.6(2) ?
C8 C7 C12 . . 120.4(2) ?
N2 C7 C12 . . 108.97(19) ?
C9 C8 C7 . . 117.2(2) ?
C9 C8 H8A . . 121.4 ?
C7 C8 H8A . . 121.4 ?
C8 C9 C10 . . 121.7(2) ?
C8 C9 H9A . . 119.2 ?
C10 C9 H9A . . 119.2 ?
C11 C10 C9 . . 121.9(2) ?
C11 C10 H10A . . 119.1 ?
C9 C10 H10A . . 119.1 ?
C10 C11 C12 . . 116.3(2) ?
C10 C11 H11A . . 121.9 ?
C12 C11 H11A . . 121.9 ?
N3 C12 C11 . . 131.3(2) ?
N3 C12 C7 . . 106.02(18) ?
C11 C12 C7 . . 122.7(2) ?
O1 C13 O2 . . 121.3(2) ?
O1 C13 C14 . . 118.2(2) ?
O2 C13 C14 . . 120.5(2) ?
C17 C14 C15 3_667 . 117.68(19) ?
C17 C14 C13 3_667 . 113.86(19) ?
C15 C14 C13 . . 128.5(2) ?
C17 C15 C14 . . 117.9(2) ?
C17 C15 C16 . . 114.22(19) ?
C14 C15 C16 . . 127.83(19) ?
O3 C16 O4 . 1 122.1(2) ?
O3 C16 O4 . . 122.1(2) ?
O3 C16 C15 . . 118.0(2) ?
O4 C16 C15 1 . 119.9(2) ?
O4 C16 C15 . . 119.9(2) ?
C15 C17 C14 . 3_667 124.4(2) ?
C15 C17 H17A . . 117.8 ?
C14 C17 H17A 3_667 . 117.8 ?
C5 N1 C1 . . 117.7(2) ?
C5 N1 Ag1 . 3_757 123.69(16) ?
C1 N1 Ag1 . 3_757 118.53(16) ?
C6 N2 C7 . . 105.18(18) ?
C6 N2 Ag1 . . 131.88(15) ?
C7 N2 Ag1 . . 119.44(14) ?
C6 N3 C12 . . 108.07(18) ?
C6 N3 O3 . 4_666 129.98(14) ?
C12 N3 O3 . 4_666 119.74(14) ?
C6 N3 H3A . . 126.0 ?
C12 N3 H3A . . 126.0 ?
C13 O1 Ag1 . . 125.98(17) ?
C13 O2 O4 . 1 110.37(15) ?
C13 O2 H2B . . 111(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
Ag1 N2 . 2.1663(18) yes
Ag1 N1 3_757 2.207(2) yes
Ag1 O1 . 2.3889(18) yes
C1 N1 . 1.344(3) ?
C1 C2 . 1.379(4) ?
C1 H1A . 0.9300 ?
C2 C3 . 1.379(3) ?
C2 H2A . 0.9300 ?
C3 C4 . 1.395(3) ?
C3 H3B . 0.9300 ?
C4 C5 . 1.386(3) ?
C4 C6 . 1.468(3) ?
C5 N1 . 1.344(3) ?
C5 H5A . 0.9300 ?
C6 N3 . 1.347(3) ?
C6 N2 . 1.342(3) ?
C7 C8 . 1.397(3) ?
C7 N2 . 1.395(3) ?
C7 C12 . 1.394(3) ?
C8 C9 . 1.384(4) ?
C8 H8A . 0.9300 ?
C9 C10 . 1.400(4) ?
C9 H9A . 0.9300 ?
C10 C11 . 1.379(3) ?
C10 H10A . 0.9300 ?
C11 C12 . 1.394(3) ?
C11 H11A . 0.9300 ?
C12 N3 . 1.370(3) ?
C13 O1 . 1.226(3) ?
C13 O2 . 1.271(3) ?
C13 C14 . 1.529(3) ?
C14 C17 3_667 1.390(3) ?
C14 C15 . 1.407(3) ?
C15 C17 . 1.391(3) ?
C15 C16 . 1.518(3) ?
C16 O3 . 1.239(3) ?
C16 O4 1 1.277(3) ?
C16 O4 . 1.277(3) ?
C17 H17A . 0.9300 ?
N3 O3 4_666 2.742(3) ?
N3 H3A . 0.8600 ?
O2 O4 1 2.399(3) ?
O2 H2B . 0.846(19) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_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
O2 H2B O4 1 0.846(19) 1.56(2) 2.399(3) 171(4) yes
N3 H3A O3 4_666 0.86 1.92 2.742(3) 159.4 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_4
_geom_torsion
N1 C1 C2 C3 . . 0.3(4)
C1 C2 C3 C4 . . 0.0(4)
C2 C3 C4 C5 . . 0.4(3)
C2 C3 C4 C6 . . -179.0(2)
C3 C4 C5 N1 . . -1.1(4)
C6 C4 C5 N1 . . 178.3(2)
C5 C4 C6 N3 . . 169.4(2)
C3 C4 C6 N3 . . -11.2(3)
C5 C4 C6 N2 . . -10.2(3)
C3 C4 C6 N2 . . 169.2(2)
N2 C7 C8 C9 . . -179.8(2)
C12 C7 C8 C9 . . -0.6(3)
C7 C8 C9 C10 . . -0.3(4)
C8 C9 C10 C11 . . 0.9(4)
C9 C10 C11 C12 . . -0.5(4)
C10 C11 C12 N3 . . -179.8(2)
C10 C11 C12 C7 . . -0.4(4)
C8 C7 C12 N3 . . -179.5(2)
N2 C7 C12 N3 . . -0.1(2)
C8 C7 C12 C11 . . 0.9(4)
N2 C7 C12 C11 . . -179.7(2)
O1 C13 C14 C17 . 3_667 -8.4(3)
O2 C13 C14 C17 . 3_667 170.6(2)
O1 C13 C14 C15 . . 172.0(2)
O2 C13 C14 C15 . . -9.0(4)
C17 C14 C15 C17 3_667 . -0.3(4)
C13 C14 C15 C17 . . 179.3(2)
C17 C14 C15 C16 3_667 . 178.2(2)
C13 C14 C15 C16 . . -2.1(4)
C17 C15 C16 O3 . . 15.1(3)
C14 C15 C16 O3 . . -163.5(2)
C17 C15 C16 O4 . 1 -164.8(2)
C14 C15 C16 O4 . 1 16.6(4)
C17 C15 C16 O4 . . -164.8(2)
C14 C15 C16 O4 . . 16.6(4)
C14 C15 C17 C14 . 3_667 0.3(4)
C16 C15 C17 C14 . 3_667 -178.4(2)
C4 C5 N1 C1 . . 1.3(4)
C4 C5 N1 Ag1 . 3_757 -174.85(17)
C2 C1 N1 C5 . . -0.9(4)
C2 C1 N1 Ag1 . 3_757 175.50(19)
N3 C6 N2 C7 . . 0.7(2)
C4 C6 N2 C7 . . -179.8(2)
N3 C6 N2 Ag1 . . 158.67(15)
C4 C6 N2 Ag1 . . -21.7(3)
C8 C7 N2 C6 . . 179.0(2)
C12 C7 N2 C6 . . -0.3(2)
C8 C7 N2 Ag1 . . 17.7(3)
C12 C7 N2 Ag1 . . -161.64(14)
N1 Ag1 N2 C6 3_757 . 57.2(3)
O1 Ag1 N2 C6 . . -135.92(19)
N1 Ag1 N2 C7 3_757 . -147.28(17)
O1 Ag1 N2 C7 . . 19.57(18)
N2 C6 N3 C12 . . -0.8(2)
C4 C6 N3 C12 . . 179.6(2)
N2 C6 N3 O3 . 4_666 -163.40(15)
C4 C6 N3 O3 . 4_666 17.0(3)
C11 C12 N3 C6 . . -180.0(2)
C7 C12 N3 C6 . . 0.5(2)
C11 C12 N3 O3 . 4_666 -15.2(3)
C7 C12 N3 O3 . 4_666 165.26(14)
O2 C13 O1 Ag1 . . -15.7(4)
C14 C13 O1 Ag1 . . 163.34(15)
N2 Ag1 O1 C13 . . -85.5(2)
N1 Ag1 O1 C13 3_757 . 88.1(2)
O1 C13 O2 O4 . 1 -175.0(2)
C14 C13 O2 O4 . 1 6.0(3)
O3 C16 O4 O4 . 1 0.0(4)
C15 C16 O4 O4 . 1 0.0(3)
