#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/62/2216283.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_2216283
loop_
_publ_author_name
'Xia, Chang-Kun'
'Wu, Wen'
'Qiu, Lin'
'Xie, Ji-Min'
_publ_section_title
;
 Bis[μ-2-(3-pyridyl)benzimidazole]bis[bis(3,5-dicarboxybenzoato)silver(I)]
;
_journal_coeditor_code           BT2568
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2881
_journal_page_last               m2881
_journal_paper_doi               10.1107/S1600536807054025
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Ag2 (C9 H5 O6)2 (C12 H9 N3)2]'
_chemical_formula_moiety         'C42 H28 Ag2 N6 O12'
_chemical_formula_sum            'C42 H28 Ag2 N6 O12'
_chemical_formula_weight         1024.44
_chemical_name_systematic
;
Bis[μ-2-(3-pyridyl)benzimidazole]bis[bis(3,5-dicarboxybenzoato)silver(I)]
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 105.038(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.573(3)
_cell_length_b                   7.7160(15)
_cell_length_c                   16.662(4)
_cell_measurement_reflns_used    4455
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.4835
_cell_measurement_theta_min      2.1573
_cell_volume                     1809.4(7)
_computing_cell_refinement       'CrystalClear (Rigaku, 2002)'
_computing_data_collection       'CrystalClear (Rigaku, 2002)'
_computing_data_reduction        'CrystalClear (Rigaku, 2002)'
_computing_molecular_graphics    'SHELXTL-Plus (Siemens, 1994)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Rigaku Mercury 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  0.0213
_diffrn_reflns_av_sigmaI/netI    0.0215
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13327
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         2.53
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.164
_exptl_absorpt_correction_T_max  0.881
_exptl_absorpt_correction_T_min  0.756
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku, 2002)'
_exptl_crystal_colour            White
_exptl_crystal_density_diffrn    1.880
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.3000
_exptl_crystal_size_mid          0.2000
_exptl_crystal_size_min          0.1000
_refine_diff_density_max         0.574
_refine_diff_density_min         -0.803
_refine_ls_extinction_coef       0.0084(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4111
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0324
_refine_ls_R_factor_gt           0.0301
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0272P)²+1.8597P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0682
_refine_ls_wR_factor_ref         0.0699
_reflns_number_gt                3895
_reflns_number_total             4111
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt2568.cif
_cod_data_source_block           I
_cod_original_cell_volume        1809.3(7)
_cod_original_sg_symbol_Hall     '-p 2ybc'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2216283
_cod_database_fobs_code          2216283
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.382999(13) 0.29268(3) 0.037544(12) 0.03468(9) Uani d . 1
C C1 0.74977(16) 0.5248(3) 0.11466(15) 0.0309(5) Uani d . 1
H H1A 0.7874 0.6219 0.1140 0.037 Uiso calc R 1
C C2 0.77957(18) 0.4034(3) 0.17668(16) 0.0368(6) Uani d . 1
H H2A 0.8373 0.4177 0.2161 0.044 Uiso calc R 1
C C3 0.72380(17) 0.2614(3) 0.18019(14) 0.0295(5) Uani d . 1
H H3A 0.7427 0.1799 0.2224 0.035 Uiso calc R 1
C C4 0.63816(14) 0.2416(3) 0.11918(13) 0.0217(4) Uani d . 1
C C5 0.61437(14) 0.3674(3) 0.05766(13) 0.0243(4) Uani d . 1
H H5A 0.5583 0.3538 0.0161 0.029 Uiso calc R 1
C C6 0.57592(14) 0.0933(3) 0.12172(12) 0.0220(4) Uani d . 1
C C7 0.45294(15) -0.0690(3) 0.11505(13) 0.0236(4) Uani d . 1
C C8 0.36146(16) -0.1367(3) 0.10454(15) 0.0309(5) Uani d . 1
H H8A 0.3076 -0.0719 0.0802 0.037 Uiso calc R 1
C C9 0.35464(18) -0.3034(3) 0.13187(16) 0.0332(5) Uani d . 1
H H9A 0.2948 -0.3523 0.1254 0.040 Uiso calc R 1
C C10 0.43580(18) -0.4018(3) 0.16943(14) 0.0318(5) Uani d . 1
H H10A 0.4282 -0.5142 0.1869 0.038 Uiso calc R 1
C C11 0.52649(17) -0.3358(3) 0.18106(14) 0.0290(5) Uani d . 1
H H11A 0.5801 -0.4003 0.2064 0.035 Uiso calc R 1
C C12 0.53314(15) -0.1673(3) 0.15278(13) 0.0233(4) Uani d . 1
C C13 0.20664(14) 0.2894(3) 0.16465(13) 0.0202(4) Uani d . 1
C C14 0.10780(14) 0.2457(3) 0.11280(12) 0.0202(4) Uani d . 1
C C15 0.08006(15) 0.2934(3) 0.02933(13) 0.0214(4) Uani d . 1
H H15A 0.1229 0.3486 0.0051 0.026 Uiso calc R 1
C C16 -0.01229(15) 0.2581(3) -0.01784(12) 0.0226(4) Uani d . 1
C C17 -0.04769(16) 0.3129(3) -0.10631(13) 0.0263(5) Uani d . 1
C C18 -0.07455(15) 0.1672(3) 0.01709(13) 0.0239(4) Uani d . 1
H H18A -0.1354 0.1415 -0.0150 0.029 Uiso calc R 1
C C19 -0.04660(14) 0.1142(3) 0.09960(13) 0.0216(4) Uani d . 1
C C20 -0.11372(14) 0.0066(3) 0.13342(13) 0.0238(4) Uani d . 1
C C21 0.04383(14) 0.1585(3) 0.14761(12) 0.0207(4) Uani d . 1
H H21A 0.0616 0.1293 0.2037 0.025 Uiso calc R 1
N N1 0.66800(12) 0.5074(2) 0.05512(11) 0.0248(4) Uani d . 1
N N2 0.48148(12) 0.0938(2) 0.09546(11) 0.0238(4) Uani d . 1
N N3 0.60976(12) -0.0606(2) 0.15547(11) 0.0249(4) Uani d . 1
H H3B 0.6686 -0.0873 0.1751 0.030 Uiso calc R 1
O O1 0.21436(10) 0.3257(2) 0.24162(9) 0.0267(3) Uani d . 1
O O2 0.27345(12) 0.2860(3) 0.13320(11) 0.0373(4) Uani d . 1
O O3 0.01671(12) 0.3937(3) -0.13642(10) 0.0334(4) Uani d D 1
H H3C -0.012(2) 0.424(5) -0.1850(13) 0.059(10) Uiso d D 1
O O4 -0.12813(13) 0.2879(3) -0.14653(11) 0.0483(5) Uani d . 1
O O5 -0.19001(11) -0.0415(3) 0.08971(10) 0.0354(4) Uani d . 1
O O6 -0.08317(11) -0.0325(2) 0.21275(9) 0.0290(4) Uani d D 1
H H6B -0.127(2) -0.084(5) 0.228(2) 0.072(12) Uiso d 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_665 152.96(7) y
N2 Ag1 O2 . . 99.17(7) y
N1 Ag1 O2 3_665 . 107.84(7) y
N1 C1 C2 . . 122.1(2) ?
N1 C1 H1A . . 119.0 ?
C2 C1 H1A . . 119.0 ?
C1 C2 C3 . . 119.9(2) ?
C1 C2 H2A . . 120.0 ?
C3 C2 H2A . . 120.0 ?
C2 C3 C4 . . 118.8(2) ?
C2 C3 H3A . . 120.6 ?
C4 C3 H3A . . 120.6 ?
C5 C4 C3 . . 117.7(2) ?
C5 C4 C6 . . 121.90(19) ?
C3 C4 C6 . . 120.4(2) ?
N1 C5 C4 . . 123.40(19) ?
N1 C5 H5A . . 118.3 ?
C4 C5 H5A . . 118.3 ?
N2 C6 N3 . . 111.94(19) ?
N2 C6 C4 . . 125.60(19) ?
N3 C6 C4 . . 122.40(18) ?
N2 C7 C12 . . 109.27(18) ?
N2 C7 C8 . . 129.9(2) ?
C12 C7 C8 . . 120.8(2) ?
C9 C8 C7 . . 117.1(2) ?
C9 C8 H8A . . 121.5 ?
C7 C8 H8A . . 121.5 ?
C8 C9 C10 . . 121.8(2) ?
C8 C9 H9A . . 119.1 ?
C10 C9 H9A . . 119.1 ?
C11 C10 C9 . . 121.7(2) ?
C11 C10 H10A . . 119.1 ?
C9 C10 H10A . . 119.1 ?
C10 C11 C12 . . 116.3(2) ?
C10 C11 H11A . . 121.8 ?
C12 C11 H11A . . 121.8 ?
N3 C12 C11 . . 132.2(2) ?
N3 C12 C7 . . 105.44(19) ?
C11 C12 C7 . . 122.3(2) ?
O2 C13 O1 . . 123.97(19) ?
O2 C13 C14 . . 119.85(19) ?
O1 C13 C14 . . 116.17(17) ?
C15 C14 C21 . . 119.42(18) ?
C15 C14 C13 . . 119.86(18) ?
C21 C14 C13 . . 120.72(18) ?
C14 C15 C16 . . 119.83(19) ?
C14 C15 H15A . . 120.1 ?
C16 C15 H15A . . 120.1 ?
C18 C16 C15 . . 120.08(19) ?
C18 C16 C17 . . 117.48(19) ?
C15 C16 C17 . . 122.4(2) ?
O4 C17 O3 . . 123.1(2) ?
O4 C17 C16 . . 122.8(2) ?
O3 C17 C16 . . 114.16(19) ?
C19 C18 C16 . . 120.49(19) ?
C19 C18 H18A . . 119.8 ?
C16 C18 H18A . . 119.8 ?
C18 C19 C21 . . 119.07(19) ?
C18 C19 C20 . . 118.82(18) ?
C21 C19 C20 . . 122.08(19) ?
O5 C20 O6 . . 123.3(2) ?
O5 C20 C19 . . 121.8(2) ?
O6 C20 C19 . . 114.88(18) ?
C14 C21 C19 . . 120.96(19) ?
C14 C21 H21A . . 119.5 ?
C19 C21 H21A . . 119.5 ?
C5 N1 C1 . . 118.03(19) ?
C5 N1 Ag1 . 3_665 119.99(14) ?
C1 N1 Ag1 . 3_665 121.82(15) ?
C6 N2 C7 . . 105.49(18) ?
C6 N2 Ag1 . . 131.45(15) ?
C7 N2 Ag1 . . 123.03(14) ?
C6 N3 C12 . . 107.83(17) ?
C6 N3 O1 . 2_645 134.45(14) ?
C12 N3 O1 . 2_645 115.70(14) ?
C6 N3 H3B . . 126.1 ?
C12 N3 H3B . . 126.1 ?
C13 O2 Ag1 . . 166.85(16) ?
C17 O3 O6 . 4_565 105.52(13) ?
C17 O3 H3C . . 106(2) ?
C20 O6 O1 . 2_545 108.75(13) ?
C20 O6 H6B . . 109(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 . 2.1508(18) y
Ag1 N1 3_665 2.1729(18) y
Ag1 O2 . 2.5320(17) y
C1 N1 . 1.345(3) ?
C1 C2 . 1.379(3) ?
C1 H1A . 0.9300 ?
C2 C3 . 1.375(3) ?
C2 H2A . 0.9300 ?
C3 C4 . 1.399(3) ?
C3 H3A . 0.9300 ?
C4 C5 . 1.389(3) ?
C4 C6 . 1.467(3) ?
C5 N1 . 1.340(3) ?
C5 H5A . 0.9300 ?
C6 N2 . 1.331(3) ?
C6 N3 . 1.352(3) ?
C7 N2 . 1.389(3) ?
C7 C12 . 1.398(3) ?
C7 C8 . 1.400(3) ?
C8 C9 . 1.377(4) ?
C8 H8A . 0.9300 ?
C9 C10 . 1.408(4) ?
C9 H9A . 0.9300 ?
C10 C11 . 1.382(3) ?
C10 H10A . 0.9300 ?
C11 C12 . 1.395(3) ?
C11 H11A . 0.9300 ?
C12 N3 . 1.378(3) ?
C13 O2 . 1.220(3) ?
C13 O1 . 1.289(3) ?
C13 C14 . 1.513(3) ?
C14 C15 . 1.393(3) ?
C14 C21 . 1.392(3) ?
C15 C16 . 1.398(3) ?
C15 H15A . 0.9300 ?
C16 C18 . 1.389(3) ?
C16 C17 . 1.491(3) ?
C17 O4 . 1.205(3) y
C17 O3 . 1.329(3) y
C18 C19 . 1.390(3) ?
C18 H18A . 0.9300 ?
C19 C21 . 1.395(3) ?
C19 C20 . 1.500(3) ?
C20 O5 . 1.218(3) y
C20 O6 . 1.316(3) y
C21 H21A . 0.9300 ?
N3 O1 2_645 2.828(2) ?
N3 H3B . 0.8600 ?
O3 O6 4_565 2.772(2) ?
O3 H3C . 0.841(18) ?
O6 O1 2_545 2.487(2) ?
O6 H6B . 0.841(18) ?
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
N3 H3B O1 2_645 0.86 2.01 2.828(2) 157.6
O3 H3C O6 4_565 0.841(18) 1.941(19) 2.772(2) 169(4)
O6 H6B O1 2_545 0.841(18) 1.647(19) 2.487(2) 176(4)
