#------------------------------------------------------------------------------
#$Date: 2016-02-13 13:50:18 +0100 (Sat 13 de Feb de 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/93/1519374.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1519374
loop_
_publ_author_name
'Bedin, Michele'
'Karim, Alavi'
'Reitti, Marcus'
'Carlsson, Anna-Carin C.'
'Topić, Filip'
'Cetina, Mario'
'Pan, Fangfang'
'Havel, Vaclav'
'Al-Ameri, Fatima'
'Sindelar, Vladimir'
'Rissanen, Kari'
'Gräfenstein, Jürgen'
'Erdélyi, Máté'
_publ_section_title
;
 Counterion influence on the N--I--N halogen bond
;
_journal_issue                   7
_journal_name_full               'Chem. Sci.'
_journal_page_first              3746
_journal_paper_doi               10.1039/C5SC01053E
_journal_volume                  6
_journal_year                    2015
_chemical_formula_moiety         'C10 H10 Ag N2, Cl O4, C2 H4 Cl2'
_chemical_formula_sum            'C12 H14 Ag Cl3 N2 O4'
_chemical_formula_weight         464.47
_chemical_name_systematic        '[bis(pyridine)silver]perchlorate'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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_date             2015-01-22T19:36:00-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2015-03-23 deposited with the CCDC.
2015-04-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.394(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.2442(2)
_cell_length_b                   13.3604(3)
_cell_length_c                   16.9657(4)
_cell_measurement_reflns_used    3699
_cell_measurement_temperature    170.0(1)
_cell_measurement_theta_max      29.03
_cell_measurement_theta_min      2.879
_cell_volume                     1609.67(7)
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies, 2013'
_computing_data_collection       'CrysAlisPro, Agilent Technologies, 2013'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies, 2013'
_computing_molecular_graphics    'Mercury (Macrae et al., 2006)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SIR-2002 (Burla et al., 2003)'
_diffrn_ambient_temperature      170.0(1)
_diffrn_detector_area_resol_mean 16.0107
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0163
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5258
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_min         1.955
_exptl_absorpt_coefficient_mu    1.767
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80255
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
        (compiled Feb  1 2013,16:14:44)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.917
_exptl_crystal_description       needle
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.62
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.761
_refine_diff_density_min         -0.547
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2984
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.171
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0294
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0340P)²+1.5467P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0737
_refine_ls_wR_factor_ref         0.0765
_reflns_number_gt                2672
_reflns_number_total             2984
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5sc01053e2.cif
_cod_data_source_block           2-Ag
_cod_depositor_comments
'Adding full bibliography for 1519367--1519381.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1519374
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_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
Ag1 Ag 0.19921(4) 0.55506(2) 0.04504(2) 0.03281(10) Uani 1 d
N1 N 0.3425(4) 0.4155(2) 0.04688(15) 0.0281(6) Uani 1 d
N2 N 0.0654(4) 0.69659(19) 0.04895(15) 0.0277(6) Uani 1 d
C1 C 0.3829(4) 0.3723(2) -0.01878(19) 0.0280(7) Uani 1 d
H1 H 0.3421 0.404 -0.0693 0.034 Uiso 1 calc
C2 C 0.4807(4) 0.2842(2) -0.0161(2) 0.0315(7) Uani 1 d
H2 H 0.5061 0.2552 -0.0639 0.038 Uiso 1 calc
C3 C 0.5417(5) 0.2383(3) 0.0571(2) 0.0361(8) Uani 1 d
H3 H 0.6111 0.1776 0.0607 0.043 Uiso 1 calc
C4 C 0.5004(5) 0.2817(3) 0.1244(2) 0.0378(8) Uani 1 d
H4 H 0.54 0.2512 0.1756 0.045 Uiso 1 calc
C5 C 0.4011(5) 0.3695(3) 0.11732(19) 0.0356(8) Uani 1 d
H5 H 0.3727 0.399 0.1645 0.043 Uiso 1 calc
C6 C 0.0440(5) 0.7333(3) 0.12010(19) 0.0328(7) Uani 1 d
H6 H 0.0813 0.6935 0.1669 0.039 Uiso 1 calc
C7 C -0.0297(5) 0.8264(3) 0.1275(2) 0.0367(8) Uani 1 d
H7 H -0.0425 0.8506 0.1788 0.044 Uiso 1 calc
C8 C -0.0851(5) 0.8845(3) 0.0602(2) 0.0345(8) Uani 1 d
H8 H -0.1364 0.9494 0.0642 0.041 Uiso 1 calc
C9 C -0.0646(4) 0.8469(2) -0.01267(19) 0.0310(7) Uani 1 d
H9 H -0.1022 0.8854 -0.0602 0.037 Uiso 1 calc
C10 C 0.0105(4) 0.7537(2) -0.01638(18) 0.0289(7) Uani 1 d
H10 H 0.0242 0.7283 -0.0672 0.035 Uiso 1 calc
Cl1 Cl 0.51336(11) 0.64000(6) 0.25742(4) 0.03123(19) Uani 1 d
O1 O 0.6539(5) 0.6881(2) 0.2226(2) 0.0716(9) Uani 1 d
O2 O 0.4073(5) 0.5786(3) 0.1984(2) 0.0772(10) Uani 1 d
O3 O 0.6055(5) 0.5832(3) 0.32398(18) 0.0825(11) Uani 1 d
O4 O 0.3925(4) 0.7108(2) 0.28383(16) 0.0605(8) Uani 1 d
Cl2 Cl 0.57126(14) 0.95872(7) 0.34848(5) 0.0424(2) Uani 1 d
Cl3 Cl 0.42955(15) 0.96447(7) 0.09119(5) 0.0469(2) Uani 1 d
C11 C 0.4237(8) 0.9874(6) 0.1938(3) 0.095(2) Uani 1 d
H11A H 0.4281 1.0604 0.2039 0.114 Uiso 1 calc
H11B H 0.3045 0.9613 0.2059 0.114 Uiso 1 calc
C12 C 0.5842(7) 0.9389(3) 0.2467(2) 0.0613(12) Uani 1 d
H12A H 0.7036 0.9668 0.2362 0.074 Uiso 1 calc
H12B H 0.5827 0.8661 0.2354 0.074 Uiso 1 calc
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 0 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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
_geom_angle_site_symmetry_3
N1 Ag1 N2 177.03(10) .
N1 Ag1 Ag1 89.74(7) 3_565
N2 Ag1 Ag1 92.74(7) 3_565
C5 N1 C1 117.6(3) .
C5 N1 Ag1 118.9(2) .
C1 N1 Ag1 123.5(2) .
C10 N2 C6 118.0(3) .
C10 N2 Ag1 122.8(2) .
C6 N2 Ag1 119.1(2) .
N1 C1 C2 122.6(3) .
N1 C1 H1 118.7 .
C2 C1 H1 118.7 .
C1 C2 C3 119.0(3) .
C1 C2 H2 120.5 .
C3 C2 H2 120.5 .
C4 C3 C2 118.7(3) .
C4 C3 H3 120.6 .
C2 C3 H3 120.6 .
C5 C4 C3 119.2(3) .
C5 C4 H4 120.4 .
C3 C4 H4 120.4 .
N1 C5 C4 122.8(3) .
N1 C5 H5 118.6 .
C4 C5 H5 118.6 .
N2 C6 C7 122.1(3) .
N2 C6 H6 118.9 .
C7 C6 H6 118.9 .
C6 C7 C8 119.6(3) .
C6 C7 H7 120.2 .
C8 C7 H7 120.2 .
C9 C8 C7 118.5(3) .
C9 C8 H8 120.8 .
C7 C8 H8 120.8 .
C10 C9 C8 119.4(3) .
C10 C9 H9 120.3 .
C8 C9 H9 120.3 .
N2 C10 C9 122.5(3) .
N2 C10 H10 118.8 .
C9 C10 H10 118.8 .
O2 Cl1 O3 111.2(2) .
O2 Cl1 O4 109.3(2) .
O3 Cl1 O4 109.17(18) .
O2 Cl1 O1 107.7(2) .
O3 Cl1 O1 108.0(2) .
O4 Cl1 O1 111.4(2) .
C12 C11 Cl3 110.7(3) .
C12 C11 H11A 109.5 .
Cl3 C11 H11A 109.5 .
C12 C11 H11B 109.5 .
Cl3 C11 H11B 109.5 .
H11A C11 H11B 108.1 .
C11 C12 Cl2 110.0(3) .
C11 C12 H12A 109.7 .
Cl2 C12 H12A 109.7 .
C11 C12 H12B 109.7 .
Cl2 C12 H12B 109.7 .
H12A C12 H12B 108.2 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 N1 2.131(3) .
Ag1 N2 2.132(3) .
Ag1 Ag1 3.3299(5) 3_565
N1 C5 1.336(4) .
N1 C1 1.337(4) .
N2 C10 1.339(4) .
N2 C6 1.340(4) .
C1 C2 1.371(4) .
C1 H1 0.95 .
C2 C3 1.376(5) .
C2 H2 0.95 .
C3 C4 1.366(5) .
C3 H3 0.95 .
C4 C5 1.369(5) .
C4 H4 0.95 .
C5 H5 0.95 .
C6 C7 1.369(5) .
C6 H6 0.95 .
C7 C8 1.373(5) .
C7 H7 0.95 .
C8 C9 1.370(4) .
C8 H8 0.95 .
C9 C10 1.366(4) .
C9 H9 0.95 .
C10 H10 0.95 .
Cl1 O2 1.401(3) .
Cl1 O3 1.413(3) .
Cl1 O4 1.420(3) .
Cl1 O1 1.427(3) .
Cl2 C12 1.767(4) .
Cl3 C11 1.776(5) .
C11 C12 1.473(6) .
C11 H11A 0.99 .
C11 H11B 0.99 .
C12 H12A 0.99 .
C12 H12B 0.99 .
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
C5 N1 C1 C2 0.0(5)
Ag1 N1 C1 C2 177.7(2)
N1 C1 C2 C3 -0.6(5)
C1 C2 C3 C4 0.8(5)
C2 C3 C4 C5 -0.4(5)
C1 N1 C5 C4 0.4(5)
Ag1 N1 C5 C4 -177.5(3)
C3 C4 C5 N1 -0.2(5)
C10 N2 C6 C7 -0.6(5)
Ag1 N2 C6 C7 175.8(3)
N2 C6 C7 C8 0.3(5)
C6 C7 C8 C9 0.1(5)
C7 C8 C9 C10 -0.3(5)
C6 N2 C10 C9 0.3(5)
Ag1 N2 C10 C9 -175.8(2)
C8 C9 C10 N2 0.1(5)
Cl3 C11 C12 Cl2 -177.9(3)
