#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/84/2228479.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_2228479
loop_
_publ_author_name
'Dong, Guang-Hua'
'Xue, Rui-De'
'Li, Jing'
_publ_section_title
;
 Chlorido(pyridine-2-carboximidamide-κ²N¹,N²)zinc(II)
 chloride dihydrate
;
_journal_coeditor_code           NG5060
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1557
_journal_paper_doi               10.1107/S1600536810045848
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Zn Cl (C6 H7 N3)2] Cl, 2H2 O'
_chemical_formula_moiety         'C12 H16 Cl1 N6 O1 Zn +, Cl -, 2H2 O'
_chemical_formula_sum            'C12 H18 Cl2 N6 O2 Zn'
_chemical_formula_weight         414.59
_chemical_name_systematic
;
Chlorido(pyridine-2-carboximidamide-κ²N¹,N²)zinc(II)
chloride dihydrate
;
_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                92.225(3)
_cell_angle_beta                 96.138(3)
_cell_angle_gamma                104.302(3)
_cell_formula_units_Z            2
_cell_length_a                   7.1658(14)
_cell_length_b                   9.7120(18)
_cell_length_c                   13.233(3)
_cell_measurement_reflns_used    1653
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.093
_cell_measurement_theta_min      2.580
_cell_volume                     885.2(3)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL/PC (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       ω
_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  0.0165
_diffrn_reflns_av_sigmaI/netI    0.0394
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3618
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.55
_diffrn_standards_decay_%        3.32
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.705
_exptl_absorpt_correction_T_max  0.7267
_exptl_absorpt_correction_T_min  0.6287
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.555
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.438
_refine_diff_density_min         -0.417
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3026
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.106
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0424
_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)+(0.0652P)²+0.0845P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1076
_refine_ls_wR_factor_ref         0.1146
_reflns_number_gt                2575
_reflns_number_total             3026
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ng5060.cif
_cod_data_source_block           I
_cod_original_cell_volume        885.3(3)
_cod_database_code               2228479
_cod_database_fobs_code          2228479
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 0.56451(5) 0.85104(4) 0.73653(3) 0.04193(17) Uani d . 1 . .
Cl Cl1 0.84868(13) 0.83366(11) 0.67568(7) 0.0547(3) Uani d . 1 . .
N N1 0.4601(4) 0.7076(3) 0.8321(2) 0.0471(7) Uani d . 1 . .
H H1A 0.3837 0.6272 0.8087 0.056 Uiso calc R 1 . .
N N2 0.4396(5) 0.6468(3) 0.9992(2) 0.0500(7) Uani d . 1 . .
H H2A 0.3596 0.5656 0.9812 0.060 Uiso calc R 1 . .
H H2B 0.4767 0.6715 1.0627 0.060 Uiso calc R 1 . .
N N3 0.6905(4) 0.9590(3) 0.8866(2) 0.0376(6) Uani d . 1 . .
C C1 0.5059(5) 0.7339(3) 0.9290(2) 0.0394(7) Uani d . 1 . .
C C2 0.6376(4) 0.8761(3) 0.9628(2) 0.0354(7) Uani d . 1 . .
C C3 0.7007(5) 0.9224(4) 1.0639(3) 0.0431(8) Uani d . 1 . .
H H3A 0.6638 0.8638 1.1160 0.052 Uiso calc R 1 . .
C C4 0.8217(5) 1.0602(4) 1.0854(3) 0.0490(9) Uani d . 1 . .
H H4A 0.8666 1.0938 1.1526 0.059 Uiso calc R 1 . .
C C5 0.8737(5) 1.1449(4) 1.0082(3) 0.0481(9) Uani d . 1 . .
H H5A 0.9523 1.2369 1.0215 0.058 Uiso calc R 1 . .
C C6 0.8061(5) 1.0899(4) 0.9094(3) 0.0440(8) Uani d . 1 . .
H H6A 0.8428 1.1466 0.8563 0.053 Uiso calc R 1 . .
N N4 0.4526(4) 1.0103(3) 0.6875(2) 0.0439(7) Uani d . 1 . .
H H4B 0.4771 1.0895 0.7238 0.053 Uiso calc R 1 . .
N N5 0.2741(4) 1.0951(3) 0.5595(2) 0.0521(8) Uani d . 1 . .
H H5B 0.3001 1.1789 0.5896 0.063 Uiso calc R 1 . .
H H5C 0.2024 1.0767 0.5018 0.063 Uiso calc R 1 . .
N N6 0.3721(4) 0.7541(3) 0.5968(2) 0.0433(7) Uani d . 1 . .
C C7 0.3450(5) 0.9937(4) 0.6023(2) 0.0395(7) Uani d . 1 . .
C C8 0.2952(4) 0.8486(4) 0.5478(2) 0.0404(8) Uani d . 1 . .
C C9 0.1806(5) 0.8141(4) 0.4551(3) 0.0532(9) Uani d . 1 . .
H H9A 0.1276 0.8811 0.4222 0.064 Uiso calc R 1 . .
C C10 0.1473(6) 0.6754(5) 0.4125(3) 0.0641(11) Uani d . 1 . .
H H10A 0.0700 0.6483 0.3504 0.077 Uiso calc R 1 . .
C C11 0.2283(6) 0.5785(5) 0.4621(3) 0.0643(11) Uani d . 1 . .
H H11A 0.2096 0.4864 0.4337 0.077 Uiso calc R 1 . .
C C12 0.3374(6) 0.6215(4) 0.5547(3) 0.0544(9) Uani d . 1 . .
H H12A 0.3895 0.5557 0.5896 0.065 Uiso calc R 1 . .
O O1 0.8460(6) 0.5476(4) 0.8055(3) 0.1095(13) Uani d . 1 . .
H H1C 0.8918 0.6026 0.7637 0.164 Uiso d R 1 . .
H H1D 0.7433 0.4933 0.7795 0.164 Uiso d R 1 . .
O O2 1.1203(5) 0.4197(3) 0.8929(3) 0.0831(9) Uani d . 1 . .
H H2C 1.0437 0.4653 0.8687 0.125 Uiso d R 1 . .
H H2D 1.1647 0.3878 0.8443 0.125 Uiso d R 1 . .
Cl Cl2 0.41075(19) 0.34820(11) 0.74501(8) 0.0690(3) Uani 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'
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'
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
_geom_angle_publ_flag
N1 Zn1 N4 . . 127.46(12) ?
N1 Zn1 N3 . . 77.12(11) ?
N4 Zn1 N3 . . 95.03(11) ?
N1 Zn1 N6 . . 98.65(11) ?
N4 Zn1 N6 . . 76.70(11) ?
N3 Zn1 N6 . . 165.87(10) ?
N1 Zn1 Cl1 . . 116.09(10) ?
N4 Zn1 Cl1 . . 116.45(9) ?
N3 Zn1 Cl1 . . 98.33(7) ?
N6 Zn1 Cl1 . . 95.63(8) ?
C1 N1 Zn1 . . 120.5(2) ?
C1 N1 H1A . . 119.8 ?
Zn1 N1 H1A . . 119.8 ?
C1 N2 H2A . . 120.0 ?
C1 N2 H2B . . 120.0 ?
H2A N2 H2B . . 120.0 ?
C6 N3 C2 . . 118.9(3) ?
C6 N3 Zn1 . . 129.3(2) ?
C2 N3 Zn1 . . 111.8(2) ?
N1 C1 N2 . . 125.1(3) ?
N1 C1 C2 . . 116.2(3) ?
N2 C1 C2 . . 118.6(3) ?
N3 C2 C3 . . 121.7(3) ?
N3 C2 C1 . . 114.4(3) ?
C3 C2 C1 . . 123.9(3) ?
C2 C3 C4 . . 118.1(3) ?
C2 C3 H3A . . 121.0 ?
C4 C3 H3A . . 121.0 ?
C5 C4 C3 . . 120.2(3) ?
C5 C4 H4A . . 119.9 ?
C3 C4 H4A . . 119.9 ?
C4 C5 C6 . . 118.0(3) ?
C4 C5 H5A . . 121.0 ?
C6 C5 H5A . . 121.0 ?
N3 C6 C5 . . 123.1(3) ?
N3 C6 H6A . . 118.4 ?
C5 C6 H6A . . 118.4 ?
C7 N4 Zn1 . . 119.8(2) ?
C7 N4 H4B . . 120.1 ?
Zn1 N4 H4B . . 120.1 ?
C7 N5 H5B . . 120.0 ?
C7 N5 H5C . . 120.0 ?
H5B N5 H5C . . 120.0 ?
C8 N6 C12 . . 119.0(3) ?
C8 N6 Zn1 . . 112.2(2) ?
C12 N6 Zn1 . . 128.6(3) ?
N4 C7 N5 . . 124.7(3) ?
N4 C7 C8 . . 116.8(3) ?
N5 C7 C8 . . 118.4(3) ?
N6 C8 C9 . . 122.3(3) ?
N6 C8 C7 . . 114.1(3) ?
C9 C8 C7 . . 123.6(3) ?
C8 C9 C10 . . 117.6(4) ?
C8 C9 H9A . . 121.2 ?
C10 C9 H9A . . 121.2 ?
C11 C10 C9 . . 120.1(4) ?
C11 C10 H10A . . 119.9 ?
C9 C10 H10A . . 119.9 ?
C12 C11 C10 . . 118.2(4) ?
C12 C11 H11A . . 120.9 ?
C10 C11 H11A . . 120.9 ?
N6 C12 C11 . . 122.7(4) ?
N6 C12 H12A . . 118.6 ?
C11 C12 H12A . . 118.6 ?
H1C O1 H1D . . 109.8 ?
H2C O2 H2D . . 107.0 ?
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 N1 . 1.981(3) ?
Zn1 N4 . 2.009(3) ?
Zn1 N3 . 2.201(3) ?
Zn1 N6 . 2.210(3) ?
Zn1 Cl1 . 2.3095(10) ?
N1 C1 . 1.288(4) ?
N1 H1A . 0.8600 ?
N2 C1 . 1.328(4) ?
N2 H2A . 0.8600 ?
N2 H2B . 0.8600 ?
N3 C6 . 1.338(4) ?
N3 C2 . 1.342(4) ?
C1 C2 . 1.489(5) ?
C2 C3 . 1.386(5) ?
C3 C4 . 1.403(5) ?
C3 H3A . 0.9300 ?
C4 C5 . 1.362(5) ?
C4 H4A . 0.9300 ?
C5 C6 . 1.382(5) ?
C5 H5A . 0.9300 ?
C6 H6A . 0.9300 ?
N4 C7 . 1.277(4) ?
N4 H4B . 0.8600 ?
N5 C7 . 1.334(4) ?
N5 H5B . 0.8600 ?
N5 H5C . 0.8600 ?
N6 C8 . 1.336(4) ?
N6 C12 . 1.337(5) ?
C7 C8 . 1.500(5) ?
C8 C9 . 1.382(5) ?
C9 C10 . 1.394(6) ?
C9 H9A . 0.9300 ?
C10 C11 . 1.375(6) ?
C10 H10A . 0.9300 ?
C11 C12 . 1.371(5) ?
C11 H11A . 0.9300 ?
C12 H12A . 0.9300 ?
O1 H1C . 0.8202 ?
O1 H1D . 0.8235 ?
O2 H2C . 0.8330 ?
O2 H2D . 0.8300 ?
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 H1A Cl2 . 0.86 2.86 3.553(3) 138.3
N2 H2A O2 1_455 0.86 2.13 2.942(4) 156.2
N2 H2B Cl2 2_667 0.86 2.61 3.434(3) 159.7
N4 H4B Cl2 1_565 0.86 2.68 3.432(3) 146.8
N5 H5B Cl2 1_565 0.86 2.51 3.295(3) 151.9
N5 H5C Cl1 2_676 0.86 2.56 3.289(3) 143.7
O1 H1C Cl1 . 0.82 2.64 3.320(4) 141.6
O1 H1D Cl2 . 0.82 2.44 3.237(4) 164.9
O2 H2D Cl2 1_655 0.83 2.40 3.182(4) 156.7
O2 H2C O1 . 0.83 1.92 2.753(5) 172.7
