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#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/08/2230802.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_2230802
loop_
_publ_author_name
'Finch, Shelonda R.'
'Harper, Johnathan P.'
'Choudhury, Amitava'
'Sinn, Ekkehard'
'Collier, Harvest L.'
_publ_section_title
;
 Bis[2-(1H-imidazol-2-yl-κN³)-1H-imidazol-3-ium]silver(I)
 trinitrate
;
_journal_coeditor_code           MW2006
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m909
_journal_paper_doi               10.1107/S1600536811021799
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Ag (C6 H7 N4)2](N O3)3'
_chemical_formula_moiety         'C12 H14 Ag N8, 3(N O3)'
_chemical_formula_sum            'C12 H14 Ag N11 O9'
_chemical_formula_weight         564.21
_chemical_name_systematic
;
Bis[2-(1H-imidazol-2-yl-κN³)-1H-imidazol-3-ium]silver(I)
trinitrate
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 91.319(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   24.095(6)
_cell_length_b                   12.037(3)
_cell_length_c                   6.8262(18)
_cell_measurement_reflns_used    2422
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.99
_cell_measurement_theta_min      3.05
_cell_volume                     1979.3(9)
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_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      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       'ω scans'
_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  0.0647
_diffrn_reflns_av_sigmaI/netI    0.0541
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            9412
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         1.69
_exptl_absorpt_coefficient_mu    1.094
_exptl_absorpt_correction_T_max  0.8108
_exptl_absorpt_correction_T_min  0.7349
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2008)'
_exptl_crystal_colour            'colourless '
_exptl_crystal_density_diffrn    1.893
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.458
_refine_diff_density_min         -0.342
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     151
_refine_ls_number_reflns         2275
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.985
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0444
_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)+(0.0505P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0954
_refine_ls_wR_factor_ref         0.1036
_reflns_number_gt                1723
_reflns_number_total             2275
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            mw2006.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2230802
_cod_database_fobs_code          2230802
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag Ag1 0.5000 0.45986(4) 0.2500 0.04700(17) Uani d S 1 2 . .
N N1 0.58789(12) 0.4553(3) 0.2547(4) 0.0405(7) Uani d . 1 1 . .
C C1 0.61871(16) 0.5520(3) 0.2559(6) 0.0459(9) Uani d . 1 1 . .
H H1 0.6044 0.6235 0.2442 0.055 Uiso calc R 1 1 . .
C C2 0.67332(17) 0.5259(3) 0.2768(6) 0.0510(10) Uani d . 1 1 . .
H H2 0.7029 0.5755 0.2832 0.061 Uiso calc R 1 1 . .
N N2 0.67642(13) 0.4139(3) 0.2867(5) 0.0468(8) Uani d . 1 1 . .
H H2N 0.7063 0.3753 0.2994 0.056 Uiso calc R 1 1 . .
C C3 0.62405(14) 0.3734(3) 0.2730(5) 0.0379(8) Uani d . 1 1 . .
C C4 0.61183(14) 0.2557(3) 0.2817(5) 0.0378(8) Uani d . 1 1 . .
N N3 0.57064(13) 0.2026(3) 0.1904(5) 0.0440(8) Uani d . 1 1 . .
H H3 0.5456 0.2331 0.1165 0.053 Uiso calc R 1 1 . .
C C6 0.57421(18) 0.0915(3) 0.2320(6) 0.0527(10) Uani d . 1 1 . .
H H6 0.5506 0.0358 0.1856 0.063 Uiso calc R 1 1 . .
C C5 0.6184(2) 0.0791(4) 0.3527(7) 0.0590(12) Uani d . 1 1 . .
H H5 0.6310 0.0126 0.4068 0.071 Uiso calc R 1 1 . .
N N4 0.64157(14) 0.1813(3) 0.3822(5) 0.0487(8) Uani d . 1 1 . .
H H4 0.6706 0.1952 0.4538 0.058 Uiso calc R 1 1 . .
O O1 0.50331(14) 0.6989(3) 0.4067(5) 0.0721(10) Uani d . 1 1 . .
N N5 0.5000 0.7527(5) 0.2500 0.0511(12) Uani d S 1 2 . .
O O2 0.5000 0.8540(4) 0.2500 0.0879(16) Uani d S 1 2 . .
O O3 0.64511(13) 0.1930(3) 0.8363(5) 0.0738(10) Uani d . 1 1 . .
N N6 0.69447(15) 0.1706(3) 0.8314(6) 0.0541(9) Uani d . 1 1 . .
O O4 0.72151(11) 0.1948(3) 0.6770(4) 0.0579(8) Uani d . 1 1 . .
O O5 0.71807(15) 0.1225(4) 0.9651(5) 0.0968(13) 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
_geom_angle_publ_flag
N1 Ag1 N1 2_655 . 177.01(17) ?
C3 N1 C1 . . 106.0(3) ?
C3 N1 Ag1 . . 132.8(2) ?
C1 N1 Ag1 . . 121.0(2) ?
C2 C1 N1 . . 109.0(4) ?
C2 C1 H1 . . 125.5 ?
N1 C1 H1 . . 125.5 ?
N2 C2 C1 . . 106.8(4) ?
N2 C2 H2 . . 126.6 ?
C1 C2 H2 . . 126.6 ?
C2 N2 C3 . . 107.8(3) ?
C2 N2 H2N . . 126.1 ?
C3 N2 H2N . . 126.1 ?
N1 C3 N2 . . 110.5(3) ?
N1 C3 C4 . . 126.9(3) ?
N2 C3 C4 . . 122.6(3) ?
N3 C4 N4 . . 107.9(3) ?
N3 C4 C3 . . 127.1(3) ?
N4 C4 C3 . . 125.0(3) ?
C4 N3 C6 . . 109.3(3) ?
C4 N3 H3 . . 125.3 ?
C6 N3 H3 . . 125.3 ?
C5 C6 N3 . . 106.4(4) ?
C5 C6 H6 . . 126.8 ?
N3 C6 H6 . . 126.8 ?
C6 C5 N4 . . 107.8(4) ?
C6 C5 H5 . . 126.1 ?
N4 C5 H5 . . 126.1 ?
C4 N4 C5 . . 108.6(3) ?
C4 N4 H4 . . 125.7 ?
C5 N4 H4 . . 125.7 ?
O2 N5 O1 . 2_655 121.2(3) ?
O2 N5 O1 . . 121.2(3) ?
O1 N5 O1 2_655 . 117.6(5) ?
O5 N6 O3 . . 121.7(4) ?
O5 N6 O4 . . 119.2(4) ?
O3 N6 O4 . . 119.0(4) ?
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_655 2.118(3) ?
Ag1 N1 . 2.118(3) ?
N1 C3 . 1.319(4) ?
N1 C1 . 1.381(5) ?
C1 C2 . 1.357(6) ?
C1 H1 . 0.9300 ?
C2 N2 . 1.351(5) ?
C2 H2 . 0.9300 ?
N2 C3 . 1.354(5) ?
N2 H2N . 0.8600 ?
C3 C4 . 1.449(5) ?
C4 N3 . 1.324(5) ?
C4 N4 . 1.328(5) ?
N3 C6 . 1.370(5) ?
N3 H3 . 0.8600 ?
C6 C5 . 1.340(6) ?
C6 H6 . 0.9300 ?
C5 N4 . 1.365(5) ?
C5 H5 . 0.9300 ?
N4 H4 . 0.8600 ?
O1 N5 . 1.251(4) ?
N5 O2 . 1.220(7) ?
N5 O1 2_655 1.251(4) ?
O3 N6 . 1.221(4) ?
N6 O5 . 1.211(5) ?
N6 O4 . 1.285(4) ?
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 H2N O4 7_656 0.86 1.94 2.792(4) 173
N3 H3 O1 6_565 0.86 1.92 2.765(4) 166
N4 H4 O4 . 0.86 1.93 2.758(4) 160
C1 H1 O3 6_565 0.93 2.49 3.179(5) 131
C2 H2 O5 4_656 0.93 2.60 3.331(5) 136
C5 H5 O3 6 0.93 2.55 3.340(6) 144
C6 H6 O2 1_545 0.93 2.55 3.376(6) 148
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C3 N1 C1 C2 . . . . -0.5(4) ?
Ag1 N1 C1 C2 . . . . 174.5(3) ?
N1 C1 C2 N2 . . . . 0.6(5) ?
C1 C2 N2 C3 . . . . -0.4(4) ?
C1 N1 C3 N2 . . . . 0.3(4) ?
Ag1 N1 C3 N2 . . . . -173.9(2) ?
C1 N1 C3 C4 . . . . 179.2(4) ?
Ag1 N1 C3 C4 . . . . 5.0(6) ?
C2 N2 C3 N1 . . . . 0.0(4) ?
C2 N2 C3 C4 . . . . -178.9(3) ?
N1 C3 C4 N3 . . . . 33.5(6) ?
N2 C3 C4 N3 . . . . -147.8(4) ?
N1 C3 C4 N4 . . . . -148.0(4) ?
N2 C3 C4 N4 . . . . 30.8(6) ?
N4 C4 N3 C6 . . . . -0.4(4) ?
C3 C4 N3 C6 . . . . 178.3(4) ?
C4 N3 C6 C5 . . . . 0.6(5) ?
N3 C6 C5 N4 . . . . -0.6(5) ?
N3 C4 N4 C5 . . . . 0.0(4) ?
C3 C4 N4 C5 . . . . -178.7(4) ?
C6 C5 N4 C4 . . . . 0.3(5) ?
