#------------------------------------------------------------------------------
#$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/21/8102165.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_8102165
loop_
_publ_author_name
'Wang, Ying-Zhen'
'Li, Lan-Lan'
'Su, Yong-Qing'
'Li, Cong'
_publ_section_title
;
Crystal structure of dichloro(N-ethyl-N'-(1-pyridin-2-yl-methylidene)
ethane-1,2-diamino)zinc(II), Zn(C₁₀H₁₅N₃)Cl₂
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              329
_journal_page_last               330
_journal_volume                  222
_journal_year                    2007
_chemical_formula_structural     Zn(C10H15N3)Cl2
_chemical_formula_sum            'C10 H15 Cl2 N3 Zn'
_chemical_formula_weight         313.52
_chemical_name_systematic
' dichloro[N-ethyl-N'-(1-pyridin-2-yl-methylidene)ethane-1,2-diamino)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                111.330(10)
_cell_angle_beta                 95.85(2)
_cell_angle_gamma                104.70(2)
_cell_formula_units_Z            2
_cell_length_a                   8.3040(10)
_cell_length_b                   8.4650(10)
_cell_length_c                   10.852(2)
_cell_measurement_reflns_used    1872
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.22
_cell_measurement_theta_min      2.53
_cell_volume                     671.2(2)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.935
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       omega
_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  0.0226
_diffrn_reflns_av_sigmaI/netI    0.0452
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3806
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.06
_exptl_absorpt_coefficient_mu    2.205
_exptl_absorpt_correction_T_max  0.8433
_exptl_absorpt_correction_T_min  0.7625
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             320
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.665
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.973
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     150
_refine_ls_number_reflns         2883
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.973
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0350
_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)+(0.0467P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0793
_refine_ls_wR_factor_ref         0.0861
_reflns_number_gt                2253
_reflns_number_total             2883
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-2068.cff
_cod_data_source_block           s
_cod_original_cell_volume        671.15(17)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               8102165
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.99142(4) 0.88558(4) 0.19657(3) 0.03955(12) Uani 1 2 i d . . .
Cl1 Cl 0.97628(10) 0.71244(10) 0.31804(6) 0.05016(19) Uani 1 2 i d . . .
Cl2 Cl 1.19856(9) 0.88444(10) 0.07457(7) 0.0522(2) Uani 1 2 i d . . .
N1 N 0.7838(3) 0.6956(3) 0.0130(2) 0.0416(5) Uani 1 2 i d . . .
N2 N 0.7905(3) 0.9968(3) 0.2076(2) 0.0473(6) Uani 1 2 i d . . .
N3 N 1.1103(3) 1.1574(3) 0.3658(2) 0.0456(6) Uani 1 2 i d D . .
C1 C 0.7852(4) 0.5459(4) -0.0870(3) 0.0481(7) Uani 1 2 i d . . .
H1 H 0.8839 0.5132 -0.0861 0.058 Uiso 1 2 i calc R . .
C2 C 0.6441(4) 0.4373(4) -0.1921(3) 0.0532(8) Uani 1 2 i d . . .
H2 H 0.6486 0.3339 -0.2602 0.064 Uiso 1 2 i calc R . .
C3 C 0.4981(4) 0.4856(4) -0.1937(3) 0.0554(8) Uani 1 2 i d . . .
H3 H 0.4017 0.4140 -0.2622 0.066 Uiso 1 2 i calc R . .
C4 C 0.4956(4) 0.6415(4) -0.0925(3) 0.0509(7) Uani 1 2 i d . . .
H4 H 0.3985 0.6770 -0.0923 0.061 Uiso 1 2 i calc R . .
C5 C 0.6413(3) 0.7439(4) 0.0091(3) 0.0422(6) Uani 1 2 i d . . .
C6 C 0.6541(4) 0.9149(4) 0.1181(3) 0.0487(7) Uani 1 2 i d . . .
H6 H 0.5639 0.9618 0.1211 0.058 Uiso 1 2 i calc R . .
C7 C 0.8260(4) 1.1760(4) 0.3134(3) 0.0586(8) Uani 1 2 i d . . .
H7A H 0.7967 1.1688 0.3959 0.070 Uiso 1 2 i calc R . .
H7B H 0.7600 1.2406 0.2842 0.070 Uiso 1 2 i calc R . .
C8 C 1.0149(4) 1.2696(4) 0.3374(3) 0.0588(9) Uani 1 2 i d . . .
H8A H 1.0409 1.2892 0.2580 0.071 Uiso 1 2 i calc R . .
H8B H 1.0476 1.3848 0.4136 0.071 Uiso 1 2 i calc R . .
C9 C 1.2974(4) 1.2399(5) 0.3941(3) 0.0651(10) Uani 1 2 i d . . .
H9A H 1.3290 1.3611 0.4625 0.078 Uiso 1 2 i calc R . .
H9B H 1.3305 1.2458 0.3123 0.078 Uiso 1 2 i calc R . .
C10 C 1.3913(5) 1.1371(5) 0.4424(4) 0.0808(12) Uani 1 2 i d . . .
H10A H 1.3516 1.1221 0.5187 0.121 Uiso 1 2 i calc R . .
H10B H 1.5111 1.2011 0.4687 0.121 Uiso 1 2 i calc R . .
H10C H 1.3714 1.0220 0.3707 0.121 Uiso 1 2 i calc R . .
H5 H 1.080(3) 1.139(4) 0.4376(18) 0.043(8) Uiso 1 2 i d D . .
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'
Zn Zn 0.2839 1.4301 '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'
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_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Zn1 N3 77.21(9) . . y
N2 Zn1 N1 74.25(9) . . y
N3 Zn1 N1 149.97(10) . . y
N2 Zn1 Cl2 132.60(7) . . y
N3 Zn1 Cl2 99.37(7) . . y
N1 Zn1 Cl2 93.13(6) . . y
N2 Zn1 Cl1 111.44(7) . . y
N3 Zn1 Cl1 99.71(7) . . y
N1 Zn1 Cl1 99.24(6) . . y
Cl2 Zn1 Cl1 115.67(3) . . y
C1 N1 C5 118.3(2) . . ?
C1 N1 Zn1 128.71(19) . . ?
C5 N1 Zn1 113.00(18) . . ?
C6 N2 C7 123.7(3) . . ?
C6 N2 Zn1 119.5(2) . . ?
C7 N2 Zn1 116.54(19) . . ?
C8 N3 C9 112.9(3) . . ?
C8 N3 Zn1 105.15(18) . . ?
C9 N3 Zn1 118.33(19) . . ?
C8 N3 H5 107.4(19) . . ?
C9 N3 H5 109.8(17) . . ?
Zn1 N3 H5 102.2(17) . . ?
N1 C1 C2 122.4(3) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C3 C2 C1 118.9(3) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 119.4(3) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C5 118.6(3) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C4 122.3(3) . . ?
N1 C5 C6 114.7(2) . . ?
C4 C5 C6 122.9(3) . . ?
N2 C6 C5 118.3(3) . . ?
N2 C6 H6 120.8 . . ?
C5 C6 H6 120.8 . . ?
N2 C7 C8 106.6(3) . . ?
N2 C7 H7A 110.4 . . ?
C8 C7 H7A 110.4 . . ?
N2 C7 H7B 110.4 . . ?
C8 C7 H7B 110.4 . . ?
H7A C7 H7B 108.6 . . ?
N3 C8 C7 108.8(3) . . ?
N3 C8 H8A 109.9 . . ?
C7 C8 H8A 109.9 . . ?
N3 C8 H8B 109.9 . . ?
C7 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?
N3 C9 C10 111.9(3) . . ?
N3 C9 H9A 109.2 . . ?
C10 C9 H9A 109.2 . . ?
N3 C9 H9B 109.2 . . ?
C10 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N2 2.107(3) . y
Zn1 N3 2.246(2) . y
Zn1 N1 2.256(2) . y
Zn1 Cl2 2.2748(8) . y
Zn1 Cl1 2.2907(8) . y
N1 C1 1.339(3) . ?
N1 C5 1.348(4) . ?
N2 C6 1.263(4) . ?
N2 C7 1.464(4) . ?
N3 C8 1.473(4) . ?
N3 C9 1.480(4) . ?
N3 H5 0.898(10) . ?
C1 C2 1.392(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.375(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.383(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.389(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.469(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.515(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.494(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H5 Cl1 0.898(10) 2.638(18) 3.414(2) 145(2) 2_776
