#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/67/2236717.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_2236717
loop_
_publ_author_name
'Deng, Zhao-Peng'
'Gao, Shan'
'Ng, Seik Weng'
_publ_section_title
;
 catena-Poly[[silver(I)-μ-2-[(pyrazin-2-yl-κ²N¹:N⁴)aminomethyl]phenol]
 nitrate]
;
_journal_coeditor_code           XU5602
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1171
_journal_paper_doi               10.1107/S1600536812034769
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Ag (C11 H11 N3 O)] N O3'
_chemical_formula_moiety         'C11 H11 Ag N3 O +, N O3 -'
_chemical_formula_sum            'C11 H11 Ag N4 O4'
_chemical_formula_weight         371.11
_chemical_name_systematic
;
catena-Poly[[silver(I)-μ-2-[(pyrazin-2-yl-
κ²N¹:N⁴)aminomethyl]phenol] nitrate]
;
_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                 97.240(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.1265(9)
_cell_length_b                   9.5249(14)
_cell_length_c                   18.654(2)
_cell_measurement_reflns_used    5867
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.07
_cell_volume                     1256.1(3)
_computing_cell_refinement       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_collection       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC, 2002)'
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID IP'
_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  0.0420
_diffrn_reflns_av_sigmaI/netI    0.0352
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            11969
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.07
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.625
_exptl_absorpt_correction_T_max  0.8166
_exptl_absorpt_correction_T_min  0.6681
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.962
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.636
_refine_diff_density_min         -0.767
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2864
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0426
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0508P)²+4.1394P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1074
_refine_ls_wR_factor_ref         0.1252
_reflns_number_gt                2038
_reflns_number_total             2864
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            xu5602.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2236717
_cod_database_fobs_code          2236717
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_symmetry_multiplicity
Ag Ag1 0.06666(5) 0.59659(5) 0.58246(2) 0.05110(18) Uani d . 1 1
O O1 0.3023(5) 0.4649(5) 0.8136(2) 0.0571(10) Uani d . 1 1
H H1 0.2582 0.5291 0.8375 0.086 Uiso calc R 1 1
O O2 -0.0170(6) 0.6917(5) 0.4458(2) 0.0575(11) Uani d . 1 1
O O3 0.1837(5) 0.8322(5) 0.4064(2) 0.0574(11) Uani d . 1 1
O O4 -0.0257(6) 0.7272(6) 0.3321(2) 0.0658(12) Uani d . 1 1
N N1 0.3716(5) 0.5848(4) 0.5842(2) 0.0316(8) Uani d . 1 1
N N2 0.7616(5) 0.5983(4) 0.5896(2) 0.0361(9) Uani d . 1 1
N N3 0.4029(6) 0.4097(5) 0.6707(2) 0.0434(10) Uani d . 1 1
H H3 0.2785 0.4081 0.6661 0.052 Uiso calc R 1 1
N N4 0.0450(6) 0.7509(5) 0.3943(2) 0.0414(10) Uani d . 1 1
C C1 0.4556(6) 0.6685(5) 0.5406(3) 0.0352(10) Uani d . 1 1
H H1A 0.3804 0.7245 0.5078 0.042 Uiso calc R 1 1
C C2 0.6473(7) 0.6755(5) 0.5421(3) 0.0397(11) Uani d . 1 1
H H2 0.6993 0.7341 0.5100 0.048 Uiso calc R 1 1
C C3 0.6828(6) 0.5159(6) 0.6338(3) 0.0368(11) Uani d . 1 1
H H3A 0.7599 0.4648 0.6683 0.044 Uiso calc R 1 1
C C4 0.4845(6) 0.5027(5) 0.6304(2) 0.0328(10) Uani d . 1 1
C C5 0.5036(8) 0.3108(6) 0.7217(3) 0.0442(12) Uani d . 1 1
H H5A 0.6001 0.2642 0.6980 0.053 Uiso calc R 1 1
H H5B 0.4151 0.2395 0.7333 0.053 Uiso calc R 1 1
C C6 0.5967(7) 0.3745(5) 0.7914(3) 0.0371(11) Uani d . 1 1
C C7 0.7896(7) 0.3554(6) 0.8134(3) 0.0451(12) Uani d . 1 1
H H7 0.8625 0.3062 0.7839 0.054 Uiso calc R 1 1
C C8 0.8733(8) 0.4086(6) 0.8783(3) 0.0510(14) Uani d . 1 1
H H8 1.0016 0.3941 0.8926 0.061 Uiso calc R 1 1
C C9 0.7677(8) 0.4832(7) 0.9221(3) 0.0529(14) Uani d . 1 1
H H9 0.8247 0.5192 0.9658 0.063 Uiso calc R 1 1
C C10 0.5791(8) 0.5042(6) 0.9013(3) 0.0472(13) Uani d . 1 1
H H10 0.5082 0.5552 0.9308 0.057 Uiso calc R 1 1
C C11 0.4926(7) 0.4498(6) 0.8363(3) 0.0404(11) Uani d . 1 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
N1 Ag1 N2 . 1_455 175.01(15)
N1 Ag1 O2 . . 97.63(13)
N2 Ag1 O2 1_455 . 87.27(14)
N1 Ag1 O2 . 3_566 93.12(13)
N2 Ag1 O2 1_455 3_566 85.21(14)
O2 Ag1 O2 . 3_566 98.24(12)
C11 O1 H1 . . 109.5
N4 O2 Ag1 . . 145.6(3)
C1 N1 C4 . . 117.2(4)
C1 N1 Ag1 . . 119.1(3)
C4 N1 Ag1 . . 123.6(3)
C3 N2 C2 . . 117.9(4)
C3 N2 Ag1 . 1_655 122.6(3)
C2 N2 Ag1 . 1_655 119.1(3)
C4 N3 C5 . . 125.3(4)
C4 N3 H3 . . 117.3
C5 N3 H3 . . 117.3
O4 N4 O2 . . 120.3(5)
O4 N4 O3 . . 120.3(5)
O2 N4 O3 . . 119.4(5)
N1 C1 C2 . . 122.9(5)
N1 C1 H1A . . 118.6
C2 C1 H1A . . 118.6
C1 C2 N2 . . 120.6(4)
C1 C2 H2 . . 119.7
N2 C2 H2 . . 119.7
N2 C3 C4 . . 121.9(4)
N2 C3 H3A . . 119.0
C4 C3 H3A . . 119.0
N1 C4 N3 . . 118.3(4)
N1 C4 C3 . . 119.3(4)
N3 C4 C3 . . 122.4(5)
N3 C5 C6 . . 115.3(4)
N3 C5 H5A . . 108.5
C6 C5 H5A . . 108.5
N3 C5 H5B . . 108.5
C6 C5 H5B . . 108.5
H5A C5 H5B . . 107.5
C7 C6 C11 . . 118.1(5)
C7 C6 C5 . . 120.7(5)
C11 C6 C5 . . 121.2(5)
C6 C7 C8 . . 120.8(5)
C6 C7 H7 . . 119.6
C8 C7 H7 . . 119.6
C9 C8 C7 . . 120.2(5)
C9 C8 H8 . . 119.9
C7 C8 H8 . . 119.9
C8 C9 C10 . . 120.0(5)
C8 C9 H9 . . 120.0
C10 C9 H9 . . 120.0
C9 C10 C11 . . 120.3(5)
C9 C10 H10 . . 119.8
C11 C10 H10 . . 119.8
C6 C11 C10 . . 120.5(5)
C6 C11 O1 . . 116.7(5)
C10 C11 O1 . . 122.7(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 . 2.172(4) y
Ag1 N2 1_455 2.195(4) y
Ag1 O2 . 2.701(4) ?
Ag1 O2 3_566 2.810(5) ?
O1 C11 . 1.376(6) ?
O1 H1 . 0.8400 ?
O2 N4 . 1.242(6) ?
O3 N4 . 1.254(6) ?
O4 N4 . 1.225(6) ?
N1 C1 . 1.333(6) ?
N1 C4 . 1.352(6) ?
N2 C3 . 1.314(6) ?
N2 C2 . 1.344(6) ?
N2 Ag1 1_655 2.195(4) ?
N3 C4 . 1.342(6) ?
N3 C5 . 1.461(7) ?
N3 H3 . 0.8800 ?
C1 C2 . 1.364(6) ?
C1 H1A . 0.9300 ?
C2 H2 . 0.9300 ?
C3 C4 . 1.412(6) ?
C3 H3A . 0.9300 ?
C5 C6 . 1.511(7) ?
C5 H5A . 0.9700 ?
C5 H5B . 0.9700 ?
C6 C7 . 1.396(7) ?
C6 C11 . 1.386(7) ?
C7 C8 . 1.377(8) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.376(9) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.366(8) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.390(8) ?
C10 H10 . 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
O1 H1 O3 4_576 0.84 1.96 2.795(6) 171
N3 H3 O4 3_566 0.88 2.22 2.982(6) 145
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
N1 Ag1 O2 N4 . -19.9(6)
N2 Ag1 O2 N4 1_455 161.0(6)
O2 Ag1 O2 N4 3_566 -114.2(6)
O2 Ag1 N1 C1 . 26.1(4)
O2 Ag1 N1 C1 3_566 124.9(4)
O2 Ag1 N1 C4 3_566 -59.3(4)
Ag1 O2 N4 O4 . 152.0(5)
Ag1 O2 N4 O3 . -26.1(9)
C4 N1 C1 C2 . -1.2(7)
Ag1 N1 C1 C2 . 174.9(4)
N1 C1 C2 N2 . -1.3(8)
C3 N2 C2 C1 . 0.5(7)
Ag1 N2 C2 C1 1_655 173.7(4)
C2 N2 C3 C4 . 2.6(7)
Ag1 N2 C3 C4 1_655 -170.3(4)
C1 N1 C4 N3 . -174.8(4)
Ag1 N1 C4 N3 . 9.2(6)
C1 N1 C4 C3 . 4.2(7)
Ag1 N1 C4 C3 . -171.8(3)
C5 N3 C4 N1 . 178.2(5)
C5 N3 C4 C3 . -0.7(8)
N2 C3 C4 N1 . -5.1(7)
N2 C3 C4 N3 . 173.8(5)
C4 N3 C5 C6 . 73.9(6)
N3 C5 C6 C7 . -124.6(5)
N3 C5 C6 C11 . 57.3(6)
C11 C6 C7 C8 . 0.7(8)
C5 C6 C7 C8 . -177.4(5)
C6 C7 C8 C9 . -0.8(8)
C7 C8 C9 C10 . 0.2(9)
C8 C9 C10 C11 . 0.5(9)
C7 C6 C11 C10 . -0.1(8)
C5 C6 C11 C10 . 178.1(5)
C7 C6 C11 O1 . -179.0(5)
C5 C6 C11 O1 . -0.9(7)
C9 C10 C11 C6 . -0.6(8)
C9 C10 C11 O1 . 178.4(5)
