#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/40/2014030.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_2014030
loop_
_publ_author_name
'Zhu, Hai-Liang'
'Qiu, Xiao-Yang'
'Yang, Song'
'Shao, Si-Chang'
'Ma, Ji-Long'
'Sun, Lin'
_publ_section_title
Bis(μ-4-chlorobenzoato-κ²O:O)bis[(2-aminopyridine-κN)silver(I)]
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m170
_journal_page_last               m171
_journal_paper_doi               10.1107/S0108270104003609
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          '[Ag2 (C7 H4 Cl1 O2)2 (C5 H6 N2)2]'
_chemical_formula_moiety         'C24 H20 Ag2 Cl2 N4 O4'
_chemical_formula_sum            'C24 H20 Ag2 Cl2 N4 O4'
_chemical_formula_weight         715.08
_chemical_name_systematic
;
4-chlorobenzoato-2-aminopyridinesilver(I)
;
_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           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 92.360(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.366(5)
_cell_length_b                   5.545(2)
_cell_length_c                   15.530(6)
_cell_measurement_reflns_used    1840
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      22.243
_cell_measurement_theta_min      2.838
_cell_volume                     1236.1(8)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Siemens SMART CCD area-detector'
_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  0.0376
_diffrn_reflns_av_sigmaI/netI    0.0438
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5997
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         1.89
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.840
_exptl_absorpt_correction_T_max  0.8519
_exptl_absorpt_correction_T_min  0.5120
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.921
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.580
_refine_diff_density_min         -0.807
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2179
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.992
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0353
_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)+(0.0606P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0832
_refine_ls_wR_factor_ref         0.1106
_reflns_number_gt                1566
_reflns_number_total             2179
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            na1642.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        1236.0(8)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2014030
_cod_database_fobs_code          2014030
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_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
_atom_site_type_symbol
Ag1 1.04733(3) 0.22215(8) 0.07387(3) 0.0661(2) Uani d . 1 . . Ag
Cl1 0.60593(12) 0.8949(3) 0.15038(11) 0.0784(5) Uani d . 1 . . Cl
N1 1.0469(3) 0.5162(7) 0.1628(2) 0.0395(9) Uani d . 1 . . N
N2 1.1726(3) 0.3458(7) 0.2375(3) 0.0523(11) Uani d . 1 . . N
H2A 1.1758 0.2383 0.1978 0.063 Uiso calc R 1 . . H
H2B 1.2116 0.3433 0.2810 0.063 Uiso calc R 1 . . H
O1 0.8921(2) 0.0524(6) 0.0085(2) 0.0525(9) Uani d . 1 . . O
O2 0.7910(2) 0.0630(6) -0.1029(2) 0.0529(9) Uani d . 1 . . O
C1 0.8189(3) 0.1321(8) -0.0307(3) 0.0419(11) Uani d . 1 . . C
C2 0.7646(3) 0.3176(8) 0.0160(3) 0.0414(11) Uani d . 1 . . C
C3 0.7860(4) 0.3775(10) 0.1002(3) 0.0554(14) Uani d . 1 . . C
H3 0.8347 0.2980 0.1297 0.066 Uiso calc R 1 . . H
C4 0.7373(4) 0.5525(11) 0.1422(4) 0.0611(15) Uani d . 1 . . C
H4 0.7526 0.5906 0.1994 0.073 Uiso calc R 1 . . H
C5 0.6667(4) 0.6682(9) 0.0993(4) 0.0533(14) Uani d . 1 . . C
C6 0.6408(5) 0.6093(12) 0.0171(4) 0.079(2) Uani d . 1 . . C
H6 0.5905 0.6856 -0.0109 0.094 Uiso calc R 1 . . H
C7 0.6907(4) 0.4331(11) -0.0242(4) 0.0713(18) Uani d . 1 . . C
H7 0.6735 0.3923 -0.0808 0.086 Uiso calc R 1 . . H
C8 1.1065(3) 0.5180(8) 0.2315(3) 0.0368(10) Uani d . 1 . . C
C9 1.1016(3) 0.6953(8) 0.2958(3) 0.0452(12) Uani d . 1 . . C
H9 1.1432 0.6937 0.3433 0.054 Uiso calc R 1 . . H
C10 1.0353(4) 0.8693(9) 0.2875(4) 0.0530(13) Uani d . 1 . . C
H10 1.0306 0.9869 0.3298 0.064 Uiso calc R 1 . . H
C11 0.9750(4) 0.8705(9) 0.2161(4) 0.0544(14) Uani d . 1 . . C
H11 0.9300 0.9901 0.2089 0.065 Uiso calc R 1 . . H
C12 0.9827(3) 0.6947(8) 0.1569(3) 0.0455(12) Uani d . 1 . . C
H12 0.9415 0.6961 0.1092 0.055 Uiso calc R 1 . . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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 O1 . 3_755 156.79(13) yes
N1 Ag1 O1 . . 120.37(12) yes
O1 Ag1 O1 3_755 . 82.80(12) yes
C8 N1 C12 . . 117.4(4) ?
C8 N1 Ag1 . . 120.1(3) ?
C12 N1 Ag1 . . 122.3(3) ?
C8 N2 H2A . . 120.0 ?
C8 N2 H2B . . 120.0 ?
H2A N2 H2B . . 120.0 ?
C1 O1 Ag1 . 3_755 107.6(3) ?
C1 O1 Ag1 . . 138.0(3) ?
Ag1 O1 Ag1 3_755 . 97.20(12) ?
O2 C1 O1 . . 123.8(4) ?
O2 C1 C2 . . 119.8(4) ?
O1 C1 C2 . . 116.4(4) ?
C7 C2 C3 . . 117.5(5) ?
C7 C2 C1 . . 120.7(5) ?
C3 C2 C1 . . 121.8(4) ?
C2 C3 C4 . . 121.6(5) ?
C2 C3 H3 . . 119.2 ?
C4 C3 H3 . . 119.2 ?
C5 C4 C3 . . 119.2(5) ?
C5 C4 H4 . . 120.4 ?
C3 C4 H4 . . 120.4 ?
C4 C5 C6 . . 121.4(5) ?
C4 C5 Cl1 . . 119.9(4) ?
C6 C5 Cl1 . . 118.7(5) ?
C5 C6 C7 . . 118.7(5) ?
C5 C6 H6 . . 120.7 ?
C7 C6 H6 . . 120.7 ?
C2 C7 C6 . . 121.7(5) ?
C2 C7 H7 . . 119.2 ?
C6 C7 H7 . . 119.2 ?
N1 C8 N2 . . 118.4(4) ?
N1 C8 C9 . . 121.4(4) ?
N2 C8 C9 . . 120.2(4) ?
C10 C9 C8 . . 119.0(5) ?
C10 C9 H9 . . 120.5 ?
C8 C9 H9 . . 120.5 ?
C9 C10 C11 . . 119.7(5) ?
C9 C10 H10 . . 120.2 ?
C11 C10 H10 . . 120.2 ?
C12 C11 C10 . . 118.6(5) ?
C12 C11 H11 . . 120.7 ?
C10 C11 H11 . . 120.7 ?
C11 C12 N1 . . 123.9(4) ?
C11 C12 H12 . . 118.0 ?
N1 C12 H12 . . 118.0 ?
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 . 2.137(4) yes
Ag1 O1 3_755 2.191(3) yes
Ag1 O1 . 2.589(3) yes
Cl1 C5 . 1.741(5) ?
N1 C8 . 1.341(6) ?
N1 C12 . 1.353(6) ?
N2 C8 . 1.347(6) ?
N2 H2A . 0.8600 ?
N2 H2B . 0.8600 ?
O1 C1 . 1.272(5) ?
O1 Ag1 3_755 2.191(3) ?
O2 C1 . 1.237(5) ?
C1 C2 . 1.496(7) ?
C2 C7 . 1.369(7) ?
C2 C3 . 1.373(7) ?
C3 C4 . 1.376(7) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.352(7) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.354(8) ?
C6 C7 . 1.385(8) ?
C6 H6 . 0.9300 ?
C7 H7 . 0.9300 ?
C8 C9 . 1.404(6) ?
C9 C10 . 1.358(7) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.378(7) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.348(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
N2 H2A O2 3_755 0.86 2.29 3.141(5) 170
N2 H2B O2 4_666 0.86 2.16 2.990(5) 163
C3 H3 O1 . 0.93 2.49 2.789(6) 99
C7 H7 O2 . 0.93 2.52 2.815(7) 99
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
O1 Ag1 N1 C8 3_755 . -43.6(6)
O1 Ag1 N1 C8 . . 140.2(3)
O1 Ag1 N1 C12 3_755 . 142.2(4)
O1 Ag1 N1 C12 . . -34.0(4)
N1 Ag1 O1 C1 . . 51.9(5)
O1 Ag1 O1 C1 3_755 . -126.6(5)
N1 Ag1 O1 Ag1 . 3_755 178.52(14)
O1 Ag1 O1 Ag1 3_755 3_755 0.0
Ag1 O1 C1 O2 3_755 . -1.0(6)
Ag1 O1 C1 O2 . . 122.3(5)
Ag1 O1 C1 C2 3_755 . 178.1(3)
Ag1 O1 C1 C2 . . -58.6(6)
O2 C1 C2 C7 . . -8.0(8)
O1 C1 C2 C7 . . 172.9(5)
O2 C1 C2 C3 . . 171.6(5)
O1 C1 C2 C3 . . -7.5(7)
C7 C2 C3 C4 . . -2.0(9)
C1 C2 C3 C4 . . 178.4(5)
C2 C3 C4 C5 . . -0.2(9)
C3 C4 C5 C6 . . 2.6(9)
C3 C4 C5 Cl1 . . -178.5(4)
C4 C5 C6 C7 . . -2.6(10)
Cl1 C5 C6 C7 . . 178.4(5)
C3 C2 C7 C6 . . 1.9(10)
C1 C2 C7 C6 . . -178.5(6)
C5 C6 C7 C2 . . 0.4(11)
C12 N1 C8 N2 . . -178.2(4)
Ag1 N1 C8 N2 . . 7.3(6)
C12 N1 C8 C9 . . 1.1(7)
Ag1 N1 C8 C9 . . -173.4(4)
N1 C8 C9 C10 . . -0.4(7)
N2 C8 C9 C10 . . 178.9(5)
C8 C9 C10 C11 . . -0.8(8)
C9 C10 C11 C12 . . 1.2(8)
C10 C11 C12 N1 . . -0.5(8)
C8 N1 C12 C11 . . -0.7(7)
Ag1 N1 C12 C11 . . 173.7(4)
