#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/85/2218583.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_2218583
loop_
_publ_author_name
'Venegas-Yazigi, Diego'
'Castillo, Carolina'
'Paredes-García, Verónica'
'Vega, Andrés'
'Spodine, Evgenia'
_publ_section_title
;
 2-(2-Pyridylamino)pyridinium tetrachloridozincate(II)
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m777
_journal_page_last               m778
_journal_paper_doi               10.1107/S1600536808007745
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '(C10 H10 N3)2 [Zn Cl4]'
_chemical_formula_moiety         '2C10 H10 N3 + , Cl4 Zn 2-'
_chemical_formula_sum            'C20 H20 Cl4 N6 Zn'
_chemical_formula_weight         551.61
_chemical_name_systematic
;
2-(2-Pyridylamino)pyridinium tetrachloridozincate(II)
;
_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           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.13(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.620(3)
_cell_length_b                   11.260(2)
_cell_length_c                   14.765(3)
_cell_measurement_reflns_used    12557
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      2.910
_cell_volume                     2384.9(8)
_computing_cell_refinement       'SAINT-NT (Bruker, 1999)'
_computing_data_collection       'SMART-NT (Bruker, 2001)'
_computing_data_reduction        'SAINT-NT (Bruker, 1999)'
_computing_molecular_graphics    'SHELXTL-NT (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL-NT (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL-NT (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL-NT (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Siemens SMART CCD area-detector'
_diffrn_measurement_method       'phi and omega 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  0.0292
_diffrn_reflns_av_sigmaI/netI    0.0271
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8907
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.59
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    1.498
_exptl_absorpt_correction_T_max  0.861
_exptl_absorpt_correction_T_min  0.861
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS in SAINT-NT; Bruker, 1999)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.536
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.306
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.166
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2718
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.166
_refine_ls_R_factor_all          0.0519
_refine_ls_R_factor_gt           0.0312
_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)+(0.0297P)²+1.3722P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0699
_refine_ls_wR_factor_ref         0.0791
_reflns_number_gt                2063
_reflns_number_total             2718
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            zl2105.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2218583
_cod_database_fobs_code          2218583
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
Zn Zn 0.5000 0.81308(3) 0.7500 0.03912(11) Uani d S 1
Cl Cl1 0.42368(4) 0.92732(5) 0.84063(4) 0.05165(16) Uani d . 1
Cl Cl2 0.39576(4) 0.69311(5) 0.65703(4) 0.05397(16) Uani d . 1
N N1 0.49641(13) 0.42148(17) 0.60363(12) 0.0447(4) Uani d . 1
H H1N 0.437(3) 0.478(3) 0.5901(7) 0.054 Uiso calc PR 0.50
C C1 0.57114(16) 0.4524(2) 0.66942(15) 0.0479(5) Uani d . 1
H H1 0.5699 0.5234 0.7013 0.057 Uiso calc R 1
C C2 0.64808(18) 0.3812(3) 0.68967(17) 0.0575(6) Uani d . 1
H H2 0.6992 0.4034 0.7343 0.069 Uiso calc R 1
C C3 0.64815(19) 0.2743(3) 0.64175(18) 0.0645(7) Uani d . 1
H H3 0.6995 0.2241 0.6552 0.077 Uiso calc R 1
C C4 0.57324(19) 0.2427(2) 0.57501(17) 0.0568(6) Uani d . 1
H H4 0.5732 0.1712 0.5434 0.068 Uiso calc R 1
C C5 0.49701(15) 0.3193(2) 0.55522(15) 0.0428(5) Uani d . 1
N N2 0.42142(14) 0.29509(19) 0.48707(14) 0.0515(5) Uani d . 1
H H2N 0.4271(2) 0.228(2) 0.4519(12) 0.062 Uiso calc R 1
C C6 0.33748(15) 0.3559(2) 0.46259(15) 0.0435(5) Uani d . 1
C C7 0.26855(17) 0.3177(2) 0.38963(17) 0.0533(6) Uani d . 1
H H7 0.2780 0.2514 0.3550 0.064 Uiso calc R 1
C C8 0.18643(18) 0.3801(3) 0.37007(18) 0.0602(7) Uani d . 1
H H8 0.1393 0.3559 0.3219 0.072 Uiso calc R 1
C C9 0.17357(19) 0.4798(3) 0.42241(19) 0.0640(7) Uani d . 1
H H9 0.1180 0.5224 0.4103 0.077 Uiso calc R 1
C C10 0.24470(17) 0.5133(3) 0.49185(19) 0.0612(7) Uani d . 1
H H10 0.2370 0.5805 0.5262 0.073 Uiso calc R 1
N N3 0.32622(14) 0.45227(19) 0.51276(14) 0.0508(5) Uani d . 1
H H3N 0.378(3) 0.4795(17) 0.566(3) 0.061 Uiso calc PR 0.50
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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
Cl2 Zn Cl2 . 2_656 107.54(4)
Cl2 Zn Cl1 . 2_656 108.90(3)
Cl2 Zn Cl1 2_656 2_656 109.79(3)
Cl2 Zn Cl1 . . 109.79(3)
Cl2 Zn Cl1 2_656 . 108.90(3)
Cl1 Zn Cl1 2_656 . 111.82(4)
C5 N1 C1 . . 120.5(2)
C5 N1 H1N . . 119.7
C1 N1 H1N . . 119.7
N1 C1 C2 . . 121.4(2)
N1 C1 H1 . . 119.3
C2 C1 H1 . . 119.3
C1 C2 C3 . . 118.4(2)
C1 C2 H2 . . 120.8
C3 C2 H2 . . 120.8
C4 C3 C2 . . 120.6(2)
C4 C3 H3 . . 119.7
C2 C3 H3 . . 119.7
C3 C4 C5 . . 119.0(2)
C3 C4 H4 . . 120.5
C5 C4 H4 . . 120.5
N1 C5 N2 . . 118.03(19)
N1 C5 C4 . . 120.1(2)
N2 C5 C4 . . 121.9(2)
C5 N2 C6 . . 129.7(2)
C5 N2 H2N . . 115.2
C6 N2 H2N . . 115.2
N3 C6 N2 . . 116.8(2)
N3 C6 C7 . . 121.9(2)
N2 C6 C7 . . 121.3(2)
C8 C7 C6 . . 118.5(2)
C8 C7 H7 . . 120.8
C6 C7 H7 . . 120.8
C7 C8 C9 . . 120.1(2)
C7 C8 H8 . . 120.0
C9 C8 H8 . . 120.0
C10 C9 C8 . . 118.2(2)
C10 C9 H9 . . 120.9
C8 C9 H9 . . 120.9
N3 C10 C9 . . 122.6(2)
N3 C10 H10 . . 118.7
C9 C10 H10 . . 118.7
C6 N3 C10 . . 118.6(2)
C6 N3 H3N . . 120.7
C10 N3 H3N . . 120.7
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Zn Cl2 . 2.2856(8)
Zn Cl2 2_656 2.2856(8)
Zn Cl1 2_656 2.2949(7)
Zn Cl1 . 2.2949(7)
N1 C5 . 1.355(3)
N1 C1 . 1.360(3)
N1 H1N . 1.0584
C1 C2 . 1.366(3)
C1 H1 . 0.9300
C2 C3 . 1.397(4)
C2 H2 . 0.9300
C3 C4 . 1.371(4)
C3 H3 . 0.9300
C4 C5 . 1.395(3)
C4 H4 . 0.9300
C5 N2 . 1.371(3)
N2 C6 . 1.391(3)
N2 H2N . 0.9333
C6 N3 . 1.342(3)
C6 C7 . 1.394(3)
C7 C8 . 1.373(4)
C7 H7 . 0.9300
C8 C9 . 1.396(4)
C8 H8 . 0.9300
C9 C10 . 1.365(4)
C9 H9 . 0.9300
C10 N3 . 1.359(3)
C10 H10 . 0.9300
N3 H3N . 1.0328
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
N1 H1N N3 . 1.06 1.82 2.612(3) 128.5
N3 H3N N1 . 1.03 1.83 2.612(3) 129.9
N1 H1N Cl2 . 1.06 2.727 3.548(2) 133.8
N3 H3N Cl2 . 1.03 2.743 3.477(3) 128.5
N2 H2N Cl1 6_565 0.93 2.39000 3.313(3) 169.8
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 -1.0(3)
N1 C1 C2 C3 -0.7(4)
C1 C2 C3 C4 1.0(4)
C2 C3 C4 C5 0.4(4)
C1 N1 C5 N2 -177.3(2)
C1 N1 C5 C4 2.4(3)
C3 C4 C5 N1 -2.1(4)
C3 C4 C5 N2 177.6(2)
N1 C5 N2 C6 -5.5(4)
C4 C5 N2 C6 174.7(2)
C5 N2 C6 N3 -1.0(4)
C5 N2 C6 C7 179.3(2)
N3 C6 C7 C8 -1.0(4)
N2 C6 C7 C8 178.7(2)
C6 C7 C8 C9 0.4(4)
C7 C8 C9 C10 0.7(4)
C8 C9 C10 N3 -1.2(5)
N2 C6 N3 C10 -179.1(2)
C7 C6 N3 C10 0.6(4)
C9 C10 N3 C6 0.6(4)
