#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/40/2204070.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_2204070
loop_
_publ_author_name
'Wang, Yue'
'Odoko, Mamiko'
'Okabe, Nobuo'
_publ_section_title
;
 (6-Carboxylatopyridine-2-carboxylic
 acid-κ²N,O)(pyridine-2,6-dicarboxylic
 acid-κ²N,O)silver(I) dihydrate
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1178
_journal_page_last               m1180
_journal_paper_doi               10.1107/S1600536804018033
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          '[Ag (C7 H4 N O4) (C7 H5 N O4)], 2H2 O'
_chemical_formula_moiety         'C14 H9 Ag N2 O8, 2H2 O'
_chemical_formula_sum            'C14 H13 Ag N2 O10'
_chemical_formula_weight         477.13
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                95.92(4)
_cell_angle_beta                 102.76(5)
_cell_angle_gamma                98.04(4)
_cell_formula_units_Z            2
_cell_length_a                   6.934(9)
_cell_length_b                   8.103(8)
_cell_length_c                   15.10(2)
_cell_measurement_reflns_used    7457
_cell_measurement_temperature    296.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.0
_cell_volume                     811.4(17)
_computing_cell_refinement       'Crystal Structure and CRYSTALS'
_computing_data_collection
;
Crystal Structure (Rigaku & Rigaku/MSC, 2000-2004) and
CRYSTALS (Watkin et al., 1996)
;
_computing_data_reduction        'Crystal Structure and CRYSTALS'
_computing_molecular_graphics    'ORTEP III (Farrugia, 1997)'
_computing_publication_material  CrystalStructure
_computing_structure_refinement  'SHELXL97 (Scheldrick, 1997)'
_computing_structure_solution
'SIR97 (Altomare et al., 1999) and DIRDIF (Beurskens et al., 1999)'
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.9906
_diffrn_measured_fraction_theta_max 0.9906
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.019
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            7969
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    1.305
_exptl_absorpt_correction_T_max  0.881
_exptl_absorpt_correction_T_min  0.676
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.953
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             476.0
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.59
_refine_diff_density_min         -0.51
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     256
_refine_ls_number_reflns         3685
_refine_ls_R_factor_gt           0.0250
_refine_ls_shift/su_max          0.0030
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0439P)²+0.3231P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0790
_reflns_number_gt                3326
_reflns_number_total             3685
_reflns_threshold_expression     F²>2σ(F²)
_cod_data_source_file            ob6386.cif
_cod_data_source_block           I
_cod_original_sg_symbol_Hall     -p_1
_cod_database_code               2204070
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
loop_
_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_type_symbol
Ag1 0.45684(3) 0.64206(2) 0.248860(10) 0.03920(10) Uani d . 1.00 Ag
O1 0.4023(3) 0.8574(2) -0.01470(10) 0.0443(4) Uani d . 1.00 O
O2 0.5072(3) 0.8348(2) 0.13350(10) 0.0412(4) Uani d . 1.00 O
O3 0.1775(4) 0.0810(2) 0.13350(10) 0.0488(5) Uani d . 1.00 O
O4 0.3524(4) 0.2964(3) 0.23540(10) 0.0625(7) Uani d . 1.00 O
O5 0.7522(3) 0.5844(3) 0.36370(10) 0.0429(4) Uani d . 1.00 O
O6 0.8648(3) 0.5775(2) 0.51360(10) 0.0399(4) Uani d . 1.00 O
O7 0.0226(3) 0.9458(3) 0.36290(10) 0.0463(4) Uani d . 1.00 O
O8 0.1982(3) 0.8685(2) 0.26340(10) 0.0396(4) Uani d . 1.00 O
O9 -0.1967(3) 1.0707(3) 0.2421(2) 0.0640(6) Uani d . 1.00 O
O10 0.9636(4) 0.4070(3) 0.26870(10) 0.0642(6) Uani d . 1.00 O
N1 0.3259(3) 0.5031(2) 0.10040(10) 0.0248(3) Uani d . 1.00 N
N2 0.4447(3) 0.7389(2) 0.39760(10) 0.0244(3) Uani d . 1.00 N
C1 0.3140(3) 0.5951(3) 0.03160(10) 0.0271(4) Uani d . 1.00 C
C2 0.2197(4) 0.5288(3) -0.05860(10) 0.0331(5) Uani d . 1.00 C
C3 0.1347(4) 0.3602(3) -0.07870(10) 0.0358(5) Uani d . 1.00 C
C4 0.1485(4) 0.2626(3) -0.00830(10) 0.0337(5) Uani d . 1.00 C
C5 0.2442(3) 0.3394(3) 0.07980(10) 0.0262(4) Uani d . 1.00 C
C6 0.4164(3) 0.7782(3) 0.05460(10) 0.0302(4) Uani d . 1.00 C
C7 0.2665(4) 0.2384(3) 0.15830(10) 0.0311(4) Uani d . 1.00 C
C8 0.5770(3) 0.6990(3) 0.46760(10) 0.0257(4) Uani d . 1.00 C
C9 0.5667(4) 0.7339(3) 0.55820(10) 0.0307(4) Uani d . 1.00 C
C10 0.4135(4) 0.8107(3) 0.57790(10) 0.0341(5) Uani d . 1.00 C
C11 0.2759(3) 0.8540(3) 0.50690(10) 0.0301(4) Uani d . 1.00 C
C12 0.2990(3) 0.8182(3) 0.41810(10) 0.0256(4) Uani d . 1.00 C
C13 0.7437(3) 0.6129(3) 0.4439(2) 0.0296(4) Uani d . 1.00 C
C14 0.1657(3) 0.8782(3) 0.33930(10) 0.0278(4) Uani d . 1.00 C
H1 0.2138 0.5968 -0.1048 0.040 Uiso c R 1.00 H
H2 0.0694 0.3134 -0.1385 0.043 Uiso c R 1.00 H
H3 0.0949 0.1485 -0.0198 0.040 Uiso c R 1.00 H
H4 0.191 0.033 0.178 0.09 Uiso c . 1.00 H
H5 0.5000 1.0000 0.0000 0.04(4) Uiso c SP 1.00 H
H6 0.6626 0.7057 0.6051 0.037 Uiso c R 1.00 H
H7 0.4029 0.8329 0.6382 0.041 Uiso c R 1.00 H
H8 0.1704 0.9059 0.5181 0.036 Uiso c R 1.00 H
H9 -0.049 0.974 0.320 0.06 Uiso c . 1.00 H
H10 1.0000 0.5000 0.5000 0.04(4) Uiso c SP 1.00 H
H11 -0.2838 1.0246 0.1996 0.070 Uiso c R 1.00 H
H12 -0.1628 1.1796 0.2386 0.070 Uiso c R 1.00 H
H13 0.8849 0.4525 0.2970 0.081 Uiso c R 1.00 H
H14 1.0599 0.4055 0.3000 0.080 Uiso c R 1.00 H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.011 0.006
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Ag Ag -0.897 1.101
;
International Tables for Crystallography
(1992, 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
_geom_angle_publ_flag
O2 Ag1 O5 . 120.32(7) yes
N1 Ag1 N2 . 155.06(6) yes
O2 Ag1 N1 . 69.24(7) yes
O4 Ag1 N1 . 64.95(7) ?
O5 Ag1 N2 . 68.78(8) yes
O8 Ag1 N2 . 64.64(7) ?
C6 O1 H5 . 115.32 no
C7 O3 H4 . 108 no
C13 O6 H10 . 118.02 no
C14 O7 H9 . 111 no
H11 O9 H12 . 112.2763 no
H13 O10 H14 . 110.9626 no
C1 N1 Ag1 . 117.80(10) no
C1 N1 C5 . 117.6(2) no
C5 N1 Ag1 . 124.30(10) no
C8 N2 Ag1 . 118.70(10) no
C8 N2 C12 . 117.2(2) no
C12 N2 Ag1 . 123.70(10) no
C2 C1 N1 . 122.7(2) no
C2 C1 C6 . 120.0(2) no
C6 C1 N1 . 117.2(2) no
C3 C2 C1 . 119.1(2) no
C3 C2 H1 . 120.4546 no
H1 C2 C1 . 120.4469 no
C4 C3 C2 . 118.8(2) no
C4 C3 H2 . 120.5777 no
H2 C3 C2 . 120.5777 no
C5 C4 H3 . 120.8831 no
C5 C4 C3 . 118.2(2) no
H3 C4 C3 . 120.8814 no
C7 C5 N1 . 116.1(2) no
C7 C5 C4 . 120.3(2) no
C9 C8 N2 . 122.8(2) no
C9 C8 C13 . 120.5(2) no
C13 C8 N2 . 116.8(2) no
C10 C9 C8 . 119.4(2) no
C10 C9 H6 . 120.2944 no
H6 C9 C8 . 120.2811 no
C11 C10 C9 . 118.9(2) no
C11 C10 H7 . 120.5445 no
H7 C10 C9 . 120.5441 no
C12 C11 H8 . 120.8790 no
C12 C11 C10 . 118.2(2) no
H8 C11 C10 . 120.8889 no
C14 C12 N2 . 116.1(2) no
C14 C12 C11 . 120.4(2) no
O1 H5 O1 2_675 180.0(2) no
O6 H10 O6 2_766 180.0(2) no
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 . 2.326(2) yes
Ag1 N2 . 2.326(2) yes
Ag1 O2 . 2.504(2) yes
Ag1 O4 . 2.768(2) yes
Ag1 O5 . 2.507(2) yes
Ag1 O8 . 2.765(2) yes
O1 C6 . 1.277(3) y
O1 H5 . 1.22681 no
O2 C6 . 1.225(3) yes
O3 C7 . 1.314(3) y
O3 H4 . 0.80 no
O4 C7 . 1.197(3) yes
O5 C13 . 1.226(3) yes
O6 C13 . 1.278(3) y
O6 H10 . 1.24037 no
O7 C14 . 1.297(3) y
O7 H9 . 0.80 no
O8 C14 . 1.212(3) yes
O9 H11 . 0.7953 no
O9 H12 . 0.8907 no
O10 H13 . 0.8618 no
O10 H14 . 0.7310 no
N1 C1 . 1.336(3) no
N1 C5 . 1.343(3) no
N2 C8 . 1.337(3) no
N2 C12 . 1.344(3) no
C1 C2 . 1.388(3) no
C1 C6 . 1.521(3) no
C2 C3 . 1.384(3) no
C2 H1 . 0.9301 no
C3 C4 . 1.383(3) no
C3 H2 . 0.9299 no
C4 C5 . 1.387(3) no
C4 H3 . 0.9300 no
C5 C7 . 1.501(3) no
C8 C9 . 1.387(3) no
C8 C13 . 1.519(3) no
C9 C10 . 1.375(4) no
C9 H6 . 0.9300 no
C10 C11 . 1.380(3) no
C10 H7 . 0.9300 no
C11 C12 . 1.392(3) no
C11 H8 . 0.9300 no
C12 C14 . 1.505(3) no
H5 O1 2_675 1.227 no
H9 O7 . 0.80 no
H10 O6 2_766 1.240 no
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
O1 H5 O1 2_675 1.23 1.23 2.454(4) 180 yes
O6 H10 O6 2_766 1.24 1.24 2.482(3) 180 yes
O7 H9 O9 . 0.80 1.71 2.501(3) 167 yes
O10 H13 O5 . 0.86 1.86 2.713(4) 170 yes
O3 H4 O8 1_545 0.80 1.95 2.734(3) 165 yes
O9 H11 O2 1_455 0.80 1.97 2.706(3) 153 yes
O9 H12 O10 1_465 0.89 1.89 2.749(4) 161 yes
O10 H14 O4 1_655 0.73 2.65 3.084(5) 120 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
_geom_torsion_publ_flag
N2 Ag1 N1 C1 114.4(2) no
N1 Ag1 N2 C8 125.40(10) no
Ag1 N1 C1 C2 -173.1(2) no
Ag1 N1 C5 C4 173.1(2) no
Ag1 N2 C8 C9 -172.2(2) no
Ag1 N2 C12 C11 170.3(2) no
N1 C1 C2 C3 -0.2(4) no
N1 C1 C6 O1 178.7(2) no
N1 C1 C6 O2 0.8(4) yes
C1 C2 C3 C4 -0.8(4) no
C2 C3 C4 C5 1.1(4) no
C3 C4 C5 N1 -0.6(4) no
N1 C5 C7 O3 177.9(2) no
N1 C5 C7 O4 -0.5(4) yes
C4 C5 C7 O3 -3.7(3) no
C4 C5 C7 O4 177.8(3) no
N2 C8 C9 C10 0.9(3) no
N2 C8 C13 O5 0.4(3) yes
N2 C8 C13 O6 -179.8(2) no
C8 C9 C10 C11 -1.3(3) no
C9 C10 C11 C12 -0.1(3) no
C10 C11 C12 N2 2.1(3) no
N2 C12 C14 O7 176.7(2) no
N2 C12 C14 O8 -6.1(3) yes
C11 C12 C14 O7 -7.0(3) no
C11 C12 C14 O8 170.2(2) no
