#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/70/2227053.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_2227053
loop_
_publ_author_name
'Nayab, Saira'
'Paek, Seung-Min'
'Jeong, Jong Hwa'
_publ_section_title
;
 Dichlorido[(S)-N-(1-phenylethylidene)-1-(pyridin-2-yl)ethanamine-κ²N,N']zinc(II)
 dichloromethane solvate
;
_journal_coeditor_code           RK2219
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1027
_journal_paper_doi               10.1107/S1600536810029387
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Zn Cl2 (C15 H16 N2)] , C H2 Cl2'
_chemical_formula_moiety         'C15 H16 Cl2 N2 Zn, 0.5(C2 H4 Cl4)'
_chemical_formula_sum            'C16 H18 Cl4 N2 Zn'
_chemical_formula_weight         445.51
_chemical_name_systematic
;
Dichlorido[(S)-N-(1-phenylethylidene)-1-(pyridin-2-yl)
ethanamine-κ²N,N']zinc(II) dichloromehtane solvate
;
_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           SHELXL97
_cell_angle_alpha                96.724(6)
_cell_angle_beta                 108.466(6)
_cell_angle_gamma                97.968(7)
_cell_formula_units_Z            2
_cell_length_a                   7.9381(7)
_cell_length_b                   10.7187(8)
_cell_length_c                   11.8426(7)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      12
_cell_measurement_theta_min      10
_cell_volume                     932.53(13)
_computing_cell_refinement       'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_collection       'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_reduction        'XCAD (McArdle, 1999)'
_computing_molecular_graphics    'ORTEPIII (Burnett & Johnson, 1996)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4 diffractometer'
_diffrn_measurement_method       ω/2θ--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  0.0089
_diffrn_reflns_av_sigmaI/netI    0.0259
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3871
_diffrn_reflns_theta_full        25.47
_diffrn_reflns_theta_max         25.47
_diffrn_reflns_theta_min         1.84
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.889
_exptl_absorpt_correction_T_max  0.569
_exptl_absorpt_correction_T_min  0.489
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(ABSCALC; McArdle & Daly, 1999)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.587
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.853
_refine_diff_density_min         -1.379
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3463
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.112
_refine_ls_R_factor_all          0.0708
_refine_ls_R_factor_gt           0.0592
_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)+(0.1240P)²+1.3285P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1911
_refine_ls_wR_factor_ref         0.1972
_reflns_number_gt                2873
_reflns_number_total             3463
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            rk2219.cif
_cod_data_source_block           I
_cod_database_code               2227053
_cod_database_fobs_code          2227053
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 Zn 0.75251(7) 0.65883(5) 0.79296(5) 0.0462(2) Uani d . 1 . .
Cl Cl1 0.57114(18) 0.80013(15) 0.78335(15) 0.0610(4) Uani d . 1 . .
Cl Cl2 0.6555(2) 0.45749(14) 0.80264(16) 0.0704(5) Uani d . 1 . .
N N1 0.8371(6) 0.6589(4) 0.6459(4) 0.0460(9) Uani d . 1 . .
N N2 1.0239(5) 0.7302(4) 0.8835(3) 0.0385(8) Uani d . 1 . .
C C1 0.7332(8) 0.6417(6) 0.5294(5) 0.0572(13) Uani d . 1 . .
H H1 0.6083 0.6236 0.5100 0.069 Uiso calc R 1 . .
C C2 0.8008(9) 0.6494(6) 0.4393(5) 0.0631(15) Uani d . 1 . .
H H2 0.7244 0.6359 0.3594 0.076 Uiso calc R 1 . .
C C3 0.9837(10) 0.6773(7) 0.4673(6) 0.0697(17) Uani d . 1 . .
H H3 1.0336 0.6839 0.4065 0.084 Uiso calc R 1 . .
C C4 1.0944(8) 0.6959(6) 0.5869(5) 0.0578(14) Uani d . 1 . .
H H4 1.2195 0.7151 0.6077 0.069 Uiso calc R 1 . .
C C5 1.0162(7) 0.6852(5) 0.6742(4) 0.0428(10) Uani d . 1 . .
C C6 1.1306(6) 0.6999(5) 0.8060(4) 0.0415(10) Uani d . 1 . .
H H6 1.2345 0.7695 0.8246 0.050 Uiso calc R 1 . .
C C7 1.1975(8) 0.5778(6) 0.8317(5) 0.0587(14) Uani d . 1 . .
H H7A 1.2645 0.5867 0.9163 0.088 Uiso calc R 1 . .
H H7B 1.2744 0.5605 0.7857 0.088 Uiso calc R 1 . .
H H7C 1.0963 0.5085 0.8094 0.088 Uiso calc R 1 . .
C C8 1.1009(6) 0.7966(5) 0.9897(4) 0.0410(10) Uani d . 1 . .
C C9 1.2985(7) 0.8533(6) 1.0420(5) 0.0597(14) Uani d . 1 . .
H H9A 1.3577 0.8262 0.9868 0.090 Uiso calc R 1 . .
H H9B 1.3503 0.8252 1.1174 0.090 Uiso calc R 1 . .
H H9C 1.3141 0.9449 1.0554 0.090 Uiso calc R 1 . .
C C10 0.9907(6) 0.8173(5) 1.0667(4) 0.0406(10) Uani d . 1 . .
C C11 0.8521(7) 0.7222(5) 1.0654(5) 0.0516(12) Uani d . 1 . .
H H11 0.8315 0.6425 1.0178 0.062 Uiso calc R 1 . .
C C12 0.7449(8) 0.7450(7) 1.1340(6) 0.0623(15) Uani d . 1 . .
H H12 0.6519 0.6805 1.1317 0.075 Uiso calc R 1 . .
C C13 0.7731(9) 0.8608(7) 1.2053(6) 0.0654(16) Uani d . 1 . .
H H13 0.6987 0.8753 1.2504 0.078 Uiso calc R 1 . .
C C14 0.9100(10) 0.9546(6) 1.2103(6) 0.0665(16) Uani d . 1 . .
H H14 0.9294 1.0331 1.2595 0.080 Uiso calc R 1 . .
C C15 1.0214(8) 0.9348(6) 1.1429(5) 0.0557(13) Uani d . 1 . .
H H15 1.1163 0.9993 1.1481 0.067 Uiso calc R 1 . .
Cl Cl1S 0.4042(8) 0.8397(6) 0.3886(5) 0.204(2) Uani d . 1 . .
Cl Cl2S 0.2730(12) 1.0098(6) 0.5042(6) 0.243(3) Uani d . 1 . .
C C1S 0.368(2) 0.9595(16) 0.4503(14) 0.168(7) Uani d . 1 . .
H H1S1 0.4877 0.9926 0.5093 0.201 Uiso calc R 1 . .
H H1S2 0.3596 1.0119 0.3880 0.201 Uiso calc R 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'
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'
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'
H H 0.0000 0.0000 '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 Zn N2 . . 81.55(16) ?
N1 Zn Cl2 . . 107.97(13) ?
N2 Zn Cl2 . . 116.13(12) ?
N1 Zn Cl1 . . 107.49(13) ?
N2 Zn Cl1 . . 115.59(12) ?
Cl2 Zn Cl1 . . 120.09(6) ?
C5 N1 C1 . . 118.7(5) ?
C5 N1 Zn . . 114.0(3) ?
C1 N1 Zn . . 127.2(4) ?
C8 N2 C6 . . 120.5(4) ?
C8 N2 Zn . . 129.0(3) ?
C6 N2 Zn . . 110.4(3) ?
N1 C1 C2 . . 123.1(6) ?
N1 C1 H1 . . 118.5 ?
C2 C1 H1 . . 118.5 ?
C1 C2 C3 . . 118.7(5) ?
C1 C2 H2 . . 120.6 ?
C3 C2 H2 . . 120.6 ?
C2 C3 C4 . . 119.5(6) ?
C2 C3 H3 . . 120.3 ?
C4 C3 H3 . . 120.3 ?
C5 C4 C3 . . 118.7(6) ?
C5 C4 H4 . . 120.6 ?
C3 C4 H4 . . 120.6 ?
N1 C5 C4 . . 121.3(5) ?
N1 C5 C6 . . 117.6(4) ?
C4 C5 C6 . . 121.1(5) ?
N2 C6 C7 . . 108.9(4) ?
N2 C6 C5 . . 110.2(4) ?
C7 C6 C5 . . 110.2(4) ?
N2 C6 H6 . . 109.2 ?
C7 C6 H6 . . 109.2 ?
C5 C6 H6 . . 109.2 ?
C6 C7 H7A . . 109.5 ?
C6 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
C6 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
N2 C8 C10 . . 118.5(4) ?
N2 C8 C9 . . 124.1(4) ?
C10 C8 C9 . . 117.3(4) ?
C8 C9 H9A . . 109.5 ?
C8 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C8 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C11 C10 C15 . . 118.0(5) ?
C11 C10 C8 . . 121.2(5) ?
C15 C10 C8 . . 120.8(5) ?
C12 C11 C10 . . 120.5(5) ?
C12 C11 H11 . . 119.8 ?
C10 C11 H11 . . 119.8 ?
C13 C12 C11 . . 121.0(6) ?
C13 C12 H12 . . 119.5 ?
C11 C12 H12 . . 119.5 ?
C14 C13 C12 . . 119.8(6) ?
C14 C13 H13 . . 120.1 ?
C12 C13 H13 . . 120.1 ?
C13 C14 C15 . . 120.8(6) ?
C13 C14 H14 . . 119.6 ?
C15 C14 H14 . . 119.6 ?
C14 C15 C10 . . 119.9(6) ?
C14 C15 H15 . . 120.1 ?
C10 C15 H15 . . 120.1 ?
Cl2S C1S Cl1S . . 147.9(16) ?
Cl2S C1S H1S1 . . 99.8 ?
Cl1S C1S H1S1 . . 99.8 ?
Cl2S C1S H1S2 . . 99.8 ?
Cl1S C1S H1S2 . . 99.8 ?
H1S1 C1S H1S2 . . 104.1 ?
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
Zn N1 . 2.055(4) ?
Zn N2 . 2.065(4) ?
Zn Cl2 . 2.2175(16) ?
Zn Cl1 . 2.2182(15) ?
N1 C5 . 1.333(6) ?
N1 C1 . 1.340(7) ?
N2 C8 . 1.282(6) ?
N2 C6 . 1.471(6) ?
C1 C2 . 1.343(9) ?
C1 H1 . 0.9300 ?
C2 C3 . 1.363(10) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.384(9) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.372(7) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.513(7) ?
C6 C7 . 1.507(8) ?
C6 H6 . 0.9800 ?
C7 H7A . 0.9600 ?
C7 H7B . 0.9600 ?
C7 H7C . 0.9600 ?
C8 C10 . 1.469(7) ?
C8 C9 . 1.499(7) ?
C9 H9A . 0.9600 ?
C9 H9B . 0.9600 ?
C9 H9C . 0.9600 ?
C10 C11 . 1.388(7) ?
C10 C15 . 1.403(7) ?
C11 C12 . 1.375(8) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.365(9) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.355(10) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.388(8) ?
C14 H14 . 0.9300 ?
C15 H15 . 0.9300 ?
Cl1S C1S . 1.509(14) ?
Cl2S C1S . 1.268(15) ?
C1S H1S1 . 0.9700 ?
C1S H1S2 . 0.9700 ?
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
N2 Zn N1 C5 . . . . 8.3(3) ?
Cl2 Zn N1 C5 . . . . -106.5(3) ?
Cl1 Zn N1 C5 . . . . 122.6(3) ?
N2 Zn N1 C1 . . . . -168.3(5) ?
Cl2 Zn N1 C1 . . . . 76.9(5) ?
Cl1 Zn N1 C1 . . . . -54.0(5) ?
N1 Zn N2 C8 . . . . 157.6(4) ?
Cl2 Zn N2 C8 . . . . -96.5(4) ?
Cl1 Zn N2 C8 . . . . 52.2(4) ?
N1 Zn N2 C6 . . . . -19.7(3) ?
Cl2 Zn N2 C6 . . . . 86.2(3) ?
Cl1 Zn N2 C6 . . . . -125.1(3) ?
C5 N1 C1 C2 . . . . 0.2(9) ?
Zn N1 C1 C2 . . . . 176.7(5) ?
N1 C1 C2 C3 . . . . -0.8(10) ?
C1 C2 C3 C4 . . . . 0.6(11) ?
C2 C3 C4 C5 . . . . 0.1(10) ?
C1 N1 C5 C4 . . . . 0.5(8) ?
Zn N1 C5 C4 . . . . -176.4(4) ?
C1 N1 C5 C6 . . . . -178.0(5) ?
Zn N1 C5 C6 . . . . 5.0(6) ?
C3 C4 C5 N1 . . . . -0.7(9) ?
C3 C4 C5 C6 . . . . 177.9(5) ?
C8 N2 C6 C7 . . . . 88.3(5) ?
Zn N2 C6 C7 . . . . -94.2(4) ?
C8 N2 C6 C5 . . . . -150.7(4) ?
Zn N2 C6 C5 . . . . 26.8(4) ?
N1 C5 C6 N2 . . . . -21.5(6) ?
C4 C5 C6 N2 . . . . 159.9(5) ?
N1 C5 C6 C7 . . . . 98.6(5) ?
C4 C5 C6 C7 . . . . -79.9(6) ?
C6 N2 C8 C10 . . . . -176.1(4) ?
Zn N2 C8 C10 . . . . 6.9(7) ?
C6 N2 C8 C9 . . . . 2.8(7) ?
Zn N2 C8 C9 . . . . -174.2(4) ?
N2 C8 C10 C11 . . . . 36.8(7) ?
C9 C8 C10 C11 . . . . -142.2(5) ?
N2 C8 C10 C15 . . . . -142.5(5) ?
C9 C8 C10 C15 . . . . 38.5(7) ?
C15 C10 C11 C12 . . . . 2.2(8) ?
C8 C10 C11 C12 . . . . -177.1(5) ?
C10 C11 C12 C13 . . . . -0.5(9) ?
C11 C12 C13 C14 . . . . -0.9(9) ?
C12 C13 C14 C15 . . . . 0.5(10) ?
C13 C14 C15 C10 . . . . 1.2(9) ?
C11 C10 C15 C14 . . . . -2.5(8) ?
C8 C10 C15 C14 . . . . 176.8(5) ?
