#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/58/2225897.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_2225897
loop_
_publ_author_name
'Shi, Yun-Fen'
'Feng, Qiao-Hua'
'Zhao, Wen-Jie'
'Shi, Yun-Bo'
'Zhan, Peng'
_publ_section_title
;
 Dichlorido[N-(2-pyridylmethylidene)benzene-1,4-diamine]zinc(II)
;
_journal_coeditor_code           HY2300
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m593
_journal_paper_doi               10.1107/S1600536810015138
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Zn Cl2 (C12 H11 N3)]'
_chemical_formula_moiety         'C12 H11 Cl2 N3 Zn'
_chemical_formula_sum            'C12 H11 Cl2 N3 Zn'
_chemical_formula_weight         333.53
_chemical_name_systematic
;
Dichlorido[N-(2-pyridylmethylidene)benzene-1,4-diamine]zinc(II)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                84.36(3)
_cell_angle_beta                 82.27(3)
_cell_angle_gamma                74.19(3)
_cell_formula_units_Z            2
_cell_length_a                   7.5004(15)
_cell_length_b                   9.1168(18)
_cell_length_c                   10.186(2)
_cell_measurement_reflns_used    2613
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.47
_cell_measurement_theta_min      3.16
_cell_volume                     662.7(3)
_computing_cell_refinement       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_collection       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_reduction        'RAPID-AUTO (Rigaku, 1998)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_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  0.0272
_diffrn_reflns_av_sigmaI/netI    0.0362
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6557
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         3.16
_exptl_absorpt_coefficient_mu    2.239
_exptl_absorpt_correction_T_max  0.699
_exptl_absorpt_correction_T_min  0.645
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.671
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             336
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.393
_refine_diff_density_min         -0.365
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.928
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         3000
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.928
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0380
_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)+(0.0580P)²+0.9028P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0904
_refine_ls_wR_factor_ref         0.1082
_reflns_number_gt                2345
_reflns_number_total             3000
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hy2300.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               2225897
_cod_database_fobs_code          2225897
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_disorder_assembly
_atom_site_disorder_group
Zn Zn1 0.27968(6) 0.38462(4) 0.24431(4) 0.03673(14) Uani d . 1 . .
Cl Cl2 0.09004(13) 0.22915(11) 0.26242(10) 0.0490(2) Uani d . 1 . .
Cl Cl4 0.55281(14) 0.29132(12) 0.13201(10) 0.0515(3) Uani d . 1 . .
N N4 0.1317(4) 0.6067(3) 0.2044(3) 0.0353(6) Uani d . 1 . .
N N6 0.2715(4) 0.4658(3) 0.4284(3) 0.0308(6) Uani d . 1 . .
C C2 -0.0484(6) 0.8248(5) 0.0885(4) 0.0492(9) Uani d . 1 . .
H H2 -0.0941 0.8704 0.0098 0.059 Uiso calc R 1 . .
C C3 -0.0912(6) 0.9047(5) 0.2008(4) 0.0508(10) Uani d . 1 . .
C C4 -0.0201(6) 0.8340(4) 0.3174(4) 0.0455(9) Uani d . 1 . .
C C1 0.0631(5) 0.6763(4) 0.0925(4) 0.0433(8) Uani d . 1 . .
H H1 0.0912 0.6232 0.0157 0.052 Uiso calc R 1 . .
C C11 0.5458(6) 0.1380(4) 0.6210(4) 0.0422(8) Uani d . 1 . .
N N11 0.5896(5) 0.0970(4) 0.8533(3) 0.0536(9) Uani d . 1 . .
H H11 0.6555 0.0052 0.8408 0.064 Uiso calc R 1 . .
H H10 0.5698 0.1306 0.9314 0.064 Uiso calc R 1 . .
C C9 0.4073(5) 0.3393(4) 0.7684(3) 0.0375(7) Uani d . 1 . .
H H8 0.3895 0.3764 0.8524 0.045 Uiso calc R 1 . .
C C5 0.0910(5) 0.6854(4) 0.3156(3) 0.0342(7) Uani d . 1 . .
C C10 0.5160(5) 0.1897(4) 0.7488(3) 0.0366(7) Uani d . 1 . .
C C6 0.1730(5) 0.6044(4) 0.4344(3) 0.0357(7) Uani d . 1 . .
H H6 0.1536 0.6533 0.5131 0.043 Uiso calc R 1 . .
C C8 0.3268(5) 0.4319(4) 0.6659(3) 0.0347(7) Uani d . 1 . .
H H7 0.2548 0.5306 0.6812 0.042 Uiso calc R 1 . .
C C12 0.4640(5) 0.2327(4) 0.5178(3) 0.0382(8) Uani d . 1 . .
H H9 0.4845 0.1973 0.4330 0.046 Uiso calc R 1 . .
C C7 0.3523(4) 0.3789(4) 0.5390(3) 0.0312(7) Uani d . 1 . .
H H5 0.604(6) 0.045(5) 0.601(4) 0.050(12) Uiso d . 1 . .
H H4 -0.030(7) 0.890(6) 0.403(5) 0.070(14) Uiso d . 1 . .
H H3 -0.189(7) 1.002(6) 0.196(5) 0.079(16) Uiso d . 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'
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'
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
_geom_angle_publ_flag
N4 Zn1 N6 . . 81.72(11) ?
N4 Zn1 Cl4 . . 120.24(9) ?
N6 Zn1 Cl4 . . 118.70(9) ?
N4 Zn1 Cl2 . . 109.98(9) ?
N6 Zn1 Cl2 . . 108.64(8) ?
Cl4 Zn1 Cl2 . . 113.46(4) ?
C1 N4 C5 . . 118.7(3) ?
C1 N4 Zn1 . . 130.3(3) ?
C5 N4 Zn1 . . 110.8(2) ?
C6 N6 C7 . . 122.8(3) ?
C6 N6 Zn1 . . 111.6(2) ?
C7 N6 Zn1 . . 125.5(2) ?
C3 C2 C1 . . 119.9(4) ?
C3 C2 H2 . . 120.0 ?
C1 C2 H2 . . 120.0 ?
C2 C3 C4 . . 118.9(4) ?
C2 C3 H3 . . 116(3) ?
C4 C3 H3 . . 124(3) ?
C5 C4 C3 . . 118.7(4) ?
C5 C4 H4 . . 117(3) ?
C3 C4 H4 . . 124(3) ?
N4 C1 C2 . . 121.7(4) ?
N4 C1 H1 . . 119.1 ?
C2 C1 H1 . . 119.1 ?
C12 C11 C10 . . 120.0(3) ?
C12 C11 H5 . . 115(3) ?
C10 C11 H5 . . 125(3) ?
C10 N11 H11 . . 120.0 ?
C10 N11 H10 . . 120.0 ?
H11 N11 H10 . . 120.0 ?
C8 C9 C10 . . 121.2(3) ?
C8 C9 H8 . . 119.4 ?
C10 C9 H8 . . 119.4 ?
N4 C5 C4 . . 122.1(3) ?
N4 C5 C6 . . 116.2(3) ?
C4 C5 C6 . . 121.7(3) ?
N11 C10 C11 . . 121.2(3) ?
N11 C10 C9 . . 120.4(3) ?
C11 C10 C9 . . 118.4(3) ?
N6 C6 C5 . . 119.3(3) ?
N6 C6 H6 . . 120.3 ?
C5 C6 H6 . . 120.3 ?
C9 C8 C7 . . 120.4(3) ?
C9 C8 H7 . . 119.8 ?
C7 C8 H7 . . 119.8 ?
C7 C12 C11 . . 121.2(3) ?
C7 C12 H9 . . 119.4 ?
C11 C12 H9 . . 119.4 ?
C12 C7 C8 . . 118.8(3) ?
C12 C7 N6 . . 117.2(3) ?
C8 C7 N6 . . 124.0(3) ?
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
Zn1 N4 . 2.057(3) ?
Zn1 N6 . 2.070(3) ?
Zn1 Cl4 . 2.2000(13) ?
Zn1 Cl2 . 2.2456(12) ?
N4 C1 . 1.343(4) ?
N4 C5 . 1.356(4) ?
N6 C6 . 1.281(4) ?
N6 C7 . 1.418(4) ?
C2 C3 . 1.370(6) ?
C2 C1 . 1.384(5) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.394(6) ?
C3 H3 . 0.99(5) ?
C4 C5 . 1.384(5) ?
C4 H4 . 1.03(5) ?
C1 H1 . 0.9300 ?
C11 C12 . 1.391(5) ?
C11 C10 . 1.396(5) ?
C11 H5 . 0.87(4) ?
N11 C10 . 1.371(4) ?
N11 H11 . 0.8600 ?
N11 H10 . 0.8600 ?
C9 C8 . 1.374(5) ?
C9 C10 . 1.403(5) ?
C9 H8 . 0.9300 ?
C5 C6 . 1.472(5) ?
C6 H6 . 0.9300 ?
C8 C7 . 1.395(4) ?
C8 H7 . 0.9300 ?
C12 C7 . 1.387(5) ?
C12 H9 . 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
N11 H10 Cl4 1_556 0.86 2.60 3.433(4) 164
N11 H11 Cl2 2_656 0.86 2.64 3.470(4) 161
C3 H3 Cl4 1_465 0.99(5) 2.89(5) 3.864(4) 169(4)
C6 H6 Cl2 2_566 0.93 2.83 3.658(4) 149
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
N6 Zn1 N4 C1 . . . . 179.7(3) ?
Cl4 Zn1 N4 C1 . . . . 61.3(3) ?
Cl2 Zn1 N4 C1 . . . . -73.4(3) ?
N6 Zn1 N4 C5 . . . . -5.4(2) ?
Cl4 Zn1 N4 C5 . . . . -123.9(2) ?
Cl2 Zn1 N4 C5 . . . . 101.5(2) ?
N4 Zn1 N6 C6 . . . . 4.4(2) ?
Cl4 Zn1 N6 C6 . . . . 124.4(2) ?
Cl2 Zn1 N6 C6 . . . . -104.0(2) ?
N4 Zn1 N6 C7 . . . . -179.7(3) ?
Cl4 Zn1 N6 C7 . . . . -59.6(3) ?
Cl2 Zn1 N6 C7 . . . . 72.0(3) ?
C1 C2 C3 C4 . . . . 0.3(6) ?
C2 C3 C4 C5 . . . . -0.1(6) ?
C5 N4 C1 C2 . . . . -0.5(5) ?
Zn1 N4 C1 C2 . . . . 174.1(3) ?
C3 C2 C1 N4 . . . . 0.0(6) ?
C1 N4 C5 C4 . . . . 0.7(5) ?
Zn1 N4 C5 C4 . . . . -174.9(3) ?
C1 N4 C5 C6 . . . . -178.8(3) ?
Zn1 N4 C5 C6 . . . . 5.6(3) ?
C3 C4 C5 N4 . . . . -0.4(6) ?
C3 C4 C5 C6 . . . . 179.1(3) ?
C12 C11 C10 N11 . . . . 177.7(4) ?
C12 C11 C10 C9 . . . . -1.9(6) ?
C8 C9 C10 N11 . . . . -177.6(3) ?
C8 C9 C10 C11 . . . . 2.0(5) ?
C7 N6 C6 C5 . . . . -178.8(3) ?
Zn1 N6 C6 C5 . . . . -2.7(4) ?
N4 C5 C6 N6 . . . . -2.0(5) ?
C4 C5 C6 N6 . . . . 178.4(3) ?
C10 C9 C8 C7 . . . . -0.3(5) ?
C10 C11 C12 C7 . . . . 0.1(6) ?
C11 C12 C7 C8 . . . . 1.7(5) ?
C11 C12 C7 N6 . . . . -178.6(3) ?
C9 C8 C7 C12 . . . . -1.6(5) ?
C9 C8 C7 N6 . . . . 178.8(3) ?
C6 N6 C7 C12 . . . . -176.7(3) ?
Zn1 N6 C7 C12 . . . . 7.8(4) ?
C6 N6 C7 C8 . . . . 3.0(5) ?
Zn1 N6 C7 C8 . . . . -172.5(2) ?
