#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/08/2220835.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_2220835
loop_
_publ_author_name
'Nie, Xiao-Yan'
'Li, Qian-Zhu'
_publ_section_title
;
 Bis(pyridine-3-carboxylic acid-κN)silver(I) perchlorate
;
_journal_coeditor_code           HY2176
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m148
_journal_paper_doi               10.1107/S1600536808044206
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Ag (C6 H5 N O2)2] Cl O4'
_chemical_formula_moiety         'C12 H10 Ag N2 O4 + , Cl O4 -'
_chemical_formula_sum            'C12 H10 Ag Cl N2 O8'
_chemical_formula_weight         453.54
_chemical_name_systematic
;
Bis(pyridine-3-carboxylic acid-\kN)silver(I) perchlorate
;
_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           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 110.7280(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.0139(4)
_cell_length_b                   26.3288(15)
_cell_length_c                   7.6891(4)
_cell_measurement_reflns_used    5837
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.90
_cell_measurement_theta_min      2.82
_cell_volume                     1517.36(14)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and 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  0.0286
_diffrn_reflns_av_sigmaI/netI    0.0329
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            7763
_diffrn_reflns_theta_full        25.20
_diffrn_reflns_theta_max         25.20
_diffrn_reflns_theta_min         1.55
_exptl_absorpt_coefficient_mu    1.550
_exptl_absorpt_correction_T_max  0.731
_exptl_absorpt_correction_T_min  0.649
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.985
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.21
_refine_diff_density_max         1.263
_refine_diff_density_min         -0.568
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.867
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         2729
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.867
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0427
_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)+(0.0736P)²+4.5241P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1117
_refine_ls_wR_factor_ref         0.1227
_reflns_number_gt                2150
_reflns_number_total             2729
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hy2176.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2220835
_cod_database_fobs_code          2220835
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag Ag1 0.40344(6) 0.612387(13) 0.34075(6) 0.05534(19) Uani d . 1 . .
C C1 0.3293(6) 0.72596(17) 0.4083(7) 0.0438(11) Uani d . 1 . .
H H1 0.2115 0.7150 0.3691 0.053 Uiso calc R 1 . .
Cl Cl1 0.97387(18) 0.61558(5) 0.3633(2) 0.0544(3) Uani d . 1 . .
N N1 0.4208(5) 0.53278(14) 0.2719(6) 0.0457(9) Uani d . 1 . .
O O1 0.2535(4) 0.86018(12) 0.4508(5) 0.0488(8) Uani d . 1 . .
C C2 0.3650(6) 0.77700(16) 0.4460(6) 0.0367(10) Uani d . 1 . .
N N2 0.4580(5) 0.69166(14) 0.4261(6) 0.0437(9) Uani d . 1 . .
O O2 0.0616(5) 0.79535(13) 0.3776(6) 0.0596(10) Uani d . 1 . .
H H2 -0.0120 0.8184 0.3499 0.089 Uiso calc R 1 . .
C C3 0.2204(6) 0.81428(17) 0.4237(7) 0.0425(11) Uani d . 1 . .
O O3 0.0023(4) 0.43163(13) 0.1274(6) 0.0541(9) Uani d . 1 . .
H H3 -0.0738 0.4093 0.0982 0.081 Uiso calc R 1 . .
C C4 0.5421(6) 0.79317(18) 0.5073(7) 0.0466(11) Uani d . 1 . .
H H4 0.5706 0.8271 0.5356 0.056 Uiso calc R 1 . .
O O4 0.1889(5) 0.36546(12) 0.1767(5) 0.0519(9) Uani d . 1 . .
C C5 0.6742(6) 0.75790(19) 0.5251(7) 0.0488(12) Uani d . 1 . .
H H5 0.7932 0.7678 0.5642 0.059 Uiso calc R 1 . .
O O5 1.0454(10) 0.6352(3) 0.2338(8) 0.147(3) Uani d . 1 . .
C C6 0.6276(6) 0.70794(18) 0.4842(7) 0.0455(11) Uani d . 1 . .
H H6 0.7176 0.6843 0.4974 0.055 Uiso calc R 1 . .
O O6 1.0605(13) 0.6412(4) 0.5267(9) 0.174(4) Uani d . 1 . .
C C7 0.2868(6) 0.49924(17) 0.2338(7) 0.0409(10) Uani d . 1 . .
H H7 0.1745 0.5107 0.2256 0.049 Uiso calc R 1 . .
O O7 0.7884(7) 0.6209(2) 0.2885(11) 0.117(2) Uani d . 1 . .
C C8 0.3093(6) 0.44812(16) 0.2063(6) 0.0372(10) Uani d . 1 . .
O O8 1.0104(10) 0.5643(3) 0.3779(16) 0.187(4) Uani d . 1 . .
C C9 0.1598(6) 0.41126(17) 0.1687(7) 0.0409(10) Uani d . 1 . .
C C10 0.4758(7) 0.43088(19) 0.2185(8) 0.0500(12) Uani d . 1 . .
H H10 0.4948 0.3966 0.2025 0.060 Uiso calc R 1 . .
C C11 0.6130(7) 0.4653(2) 0.2546(8) 0.0567(14) Uani d . 1 . .
H H11 0.7258 0.4547 0.2613 0.068 Uiso calc R 1 . .
C C12 0.5813(7) 0.5153(2) 0.2807(8) 0.0534(13) Uani d . 1 . .
H H12 0.6751 0.5383 0.3056 0.064 Uiso calc R 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'
Cl Cl 0.1484 0.1585 '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
N1 Ag1 N2 . . 165.65(15) y
N2 C1 C2 . . 122.6(4) ?
N2 C1 H1 . . 118.7 ?
C2 C1 H1 . . 118.7 ?
O8 Cl1 O6 . . 112.4(6) ?
O8 Cl1 O7 . . 107.2(4) ?
O6 Cl1 O7 . . 116.4(6) ?
O8 Cl1 O5 . . 106.8(6) ?
O6 Cl1 O5 . . 105.3(4) ?
O7 Cl1 O5 . . 108.1(5) ?
C7 N1 C12 . . 117.6(4) ?
C7 N1 Ag1 . . 124.9(3) ?
C12 N1 Ag1 . . 117.3(3) ?
C1 C2 C4 . . 118.5(4) ?
C1 C2 C3 . . 121.6(4) ?
C4 C2 C3 . . 119.9(4) ?
C1 N2 C6 . . 118.1(4) ?
C1 N2 Ag1 . . 123.2(3) ?
C6 N2 Ag1 . . 118.5(3) ?
C3 O2 H2 . . 109.5 ?
O1 C3 O2 . . 123.6(4) ?
O1 C3 C2 . . 120.9(4) ?
O2 C3 C2 . . 115.4(4) ?
C9 O3 H3 . . 109.5 ?
C5 C4 C2 . . 118.8(4) ?
C5 C4 H4 . . 120.6 ?
C2 C4 H4 . . 120.6 ?
C6 C5 C4 . . 119.1(5) ?
C6 C5 H5 . . 120.5 ?
C4 C5 H5 . . 120.5 ?
N2 C6 C5 . . 122.9(4) ?
N2 C6 H6 . . 118.5 ?
C5 C6 H6 . . 118.5 ?
N1 C7 C8 . . 122.4(4) ?
N1 C7 H7 . . 118.8 ?
C8 C7 H7 . . 118.8 ?
C10 C8 C7 . . 119.0(4) ?
C10 C8 C9 . . 119.4(4) ?
C7 C8 C9 . . 121.6(4) ?
O4 C9 O3 . . 124.6(4) ?
O4 C9 C8 . . 120.4(4) ?
O3 C9 C8 . . 115.0(4) ?
C11 C10 C8 . . 118.8(5) ?
C11 C10 H10 . . 120.6 ?
C8 C10 H10 . . 120.6 ?
C12 C11 C10 . . 119.1(5) ?
C12 C11 H11 . . 120.4 ?
C10 C11 H11 . . 120.4 ?
N1 C12 C11 . . 123.0(5) ?
N1 C12 H12 . . 118.5 ?
C11 C12 H12 . . 118.5 ?
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 N1 . 2.178(4) y
Ag1 N2 . 2.185(4) y
Ag1 O1 4_575 2.899(2) ?
Ag1 O5 1_455 2.757(8) ?
C1 N2 . 1.341(6) ?
C1 C2 . 1.383(6) ?
C1 H1 . 0.9300 ?
Cl1 O8 . 1.378(7) ?
Cl1 O6 . 1.378(6) ?
Cl1 O7 . 1.398(6) ?
Cl1 O5 . 1.411(6) ?
N1 C7 . 1.341(6) ?
N1 C12 . 1.345(6) ?
O1 C3 . 1.239(5) ?
C2 C4 . 1.394(6) ?
C2 C3 . 1.482(6) ?
N2 C6 . 1.342(6) ?
O2 C3 . 1.294(6) ?
O2 H2 . 0.8200 ?
O3 C9 . 1.303(6) ?
O3 H3 . 0.8200 ?
C4 C5 . 1.378(7) ?
C4 H4 . 0.9300 ?
O4 C9 . 1.226(6) ?
C5 C6 . 1.373(7) ?
C5 H5 . 0.9300 ?
C6 H6 . 0.9300 ?
C7 C8 . 1.384(6) ?
C7 H7 . 0.9300 ?
C8 C10 . 1.381(7) ?
C8 C9 . 1.489(6) ?
C10 C11 . 1.375(7) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.370(7) ?
C11 H11 . 0.9300 ?
C12 H12 . 0.9300 ?
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
C1 H1 O5 1_455 0.93 2.51 3.244(8) 136 y
C4 H4 O7 4_576 0.93 2.52 3.266(8) 139 y
C6 H6 O7 . 0.93 2.52 3.248(8) 136 y
C7 H7 O8 1_455 0.93 2.49 3.287(9) 144 y
C12 H12 O7 . 0.93 2.38 3.228(9) 152 y
O2 H2 O4 2 0.82 1.84 2.649(5) 169 y
O3 H3 O1 2_545 0.82 1.87 2.689(5) 175 y
