#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/97/2219745.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_2219745
loop_
_publ_author_name
'Xian, Hui-Duo'
'Liu, Jian-Feng'
'Li, Hua-Qiong'
'Zhao, Guo-Liang'
_publ_section_title
;
 Bis{(E)-2-methoxy-6-[(4-methylphenyl)iminomethyl]phenolato}zinc(II)
;
_journal_coeditor_code           AT2636
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1422
_journal_paper_doi               10.1107/S1600536808033102
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Zn (C15 H14 N O2)2]'
_chemical_formula_moiety         'C30 H28 N2 O4 Zn'
_chemical_formula_sum            'C30 H28 N2 O4 Zn'
_chemical_formula_weight         545.93
_chemical_name_systematic
;
Bis{(E)-2-methoxy-6-[(4-methylphenyl)iminomethyl]phenolato}zinc(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           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.5880(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.0698(4)
_cell_length_b                   16.3828(5)
_cell_length_c                   12.0532(3)
_cell_measurement_reflns_used    4200
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.96
_cell_volume                     2648.42(13)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'SMART (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEXII'
_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  0.0251
_diffrn_reflns_av_sigmaI/netI    0.0270
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10967
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         1.96
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.965
_exptl_absorpt_correction_T_max  0.930
_exptl_absorpt_correction_T_min  0.914
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.519
_exptl_crystal_size_mid          0.078
_exptl_crystal_size_min          0.075
_refine_diff_density_max         0.352
_refine_diff_density_min         -0.269
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     168
_refine_ls_number_reflns         3013
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0332
_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)+(0.0548P)²+1.3911P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0907
_refine_ls_wR_factor_ref         0.0963
_reflns_number_gt                2523
_reflns_number_total             3013
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            at2636.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2219745
_cod_database_fobs_code          2219745
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 Zn1 0.0000 0.029267(18) 0.2500 0.03242(12) Uani d S 1
N N1 0.04480(11) 0.08214(9) 0.12438(13) 0.0314(3) Uani d . 1
O O1 0.26186(12) -0.13463(10) 0.42256(14) 0.0539(4) Uani d . 1
O O2 0.11926(10) -0.03384(8) 0.31639(12) 0.0386(3) Uani d . 1
C C1 -0.1868(3) 0.3361(2) -0.1614(3) 0.0881(10) Uani d . 1
H H1A -0.1785 0.3347 -0.2376 0.132 Uiso calc R 1
H H1B -0.1641 0.3876 -0.1253 0.132 Uiso calc R 1
H H1C -0.2561 0.3291 -0.1680 0.132 Uiso calc R 1
C C2 -0.12681(17) 0.26797(15) -0.0881(2) 0.0526(6) Uani d . 1
C C3 -0.07130(16) 0.21486(15) -0.13218(19) 0.0479(5) Uani d . 1
H H3A -0.0719 0.2207 -0.2091 0.058 Uiso calc R 1
C C4 -0.01499(15) 0.15341(13) -0.06598(17) 0.0393(5) Uani d . 1
H H4A 0.0220 0.1188 -0.0982 0.047 Uiso calc R 1
C C5 -0.01341(13) 0.14317(11) 0.04915(16) 0.0326(4) Uani d . 1
C C6 -0.07168(16) 0.19465(15) 0.09294(19) 0.0481(5) Uani d . 1
H H6A -0.0740 0.1874 0.1686 0.058 Uiso calc R 1
C C7 -0.12619(19) 0.25644(17) 0.0254(2) 0.0587(6) Uani d . 1
H H7A -0.1634 0.2912 0.0571 0.070 Uiso calc R 1
C C8 0.12692(13) 0.05742(13) 0.10587(17) 0.0344(4) Uani d . 1
H H8A 0.1411 0.0807 0.0423 0.041 Uiso calc R 1
C C9 0.19768(14) -0.00060(13) 0.17051(17) 0.0340(4) Uani d . 1
C C10 0.28175(17) -0.01304(15) 0.1298(2) 0.0492(6) Uani d . 1
H H10A 0.2847 0.0137 0.0629 0.059 Uiso calc R 1
C C11 0.35710(17) -0.06289(18) 0.1865(2) 0.0611(7) Uani d . 1
H H11A 0.4118 -0.0695 0.1593 0.073 Uiso calc R 1
C C12 0.35297(16) -0.10458(16) 0.2861(2) 0.0541(6) Uani d . 1
H H12A 0.4050 -0.1390 0.3248 0.065 Uiso calc R 1
C C13 0.27268(15) -0.09502(13) 0.32723(18) 0.0411(5) Uani d . 1
C C14 0.19242(13) -0.04184(11) 0.27139(17) 0.0321(4) Uani d . 1
C C15 0.3448(2) -0.1804(2) 0.4906(3) 0.0850(10) Uani d . 1
H H15A 0.3283 -0.2056 0.5543 0.128 Uiso calc R 1
H H15B 0.4009 -0.1448 0.5202 0.128 Uiso calc R 1
H H15C 0.3612 -0.2219 0.4431 0.128 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'
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'
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
O2 Zn1 O2 2 . 115.11(9)
O2 Zn1 N1 2 . 110.57(6)
O2 Zn1 N1 . . 96.45(6)
O2 Zn1 N1 2 2 96.45(6)
O2 Zn1 N1 . 2 110.57(6)
N1 Zn1 N1 . 2 128.79(9)
C8 N1 C5 . . 118.39(15)
C8 N1 Zn1 . . 119.45(13)
C5 N1 Zn1 . . 122.05(11)
C13 O1 C15 . . 117.05(19)
C14 O2 Zn1 . . 125.29(12)
C2 C1 H1A . . 109.5
C2 C1 H1B . . 109.5
H1A C1 H1B . . 109.5
C2 C1 H1C . . 109.5
H1A C1 H1C . . 109.5
H1B C1 H1C . . 109.5
C3 C2 C7 . . 117.5(2)
C3 C2 C1 . . 121.5(2)
C7 C2 C1 . . 121.0(2)
C4 C3 C2 . . 122.1(2)
C4 C3 H3A . . 118.9
C2 C3 H3A . . 118.9
C3 C4 C5 . . 119.94(19)
C3 C4 H4A . . 120.0
C5 C4 H4A . . 120.0
C6 C5 C4 . . 118.24(19)
C6 C5 N1 . . 118.37(17)
C4 C5 N1 . . 123.39(17)
C7 C6 C5 . . 120.6(2)
C7 C6 H6A . . 119.7
C5 C6 H6A . . 119.7
C6 C7 C2 . . 121.5(2)
C6 C7 H7A . . 119.3
C2 C7 H7A . . 119.3
N1 C8 C9 . . 128.41(17)
N1 C8 H8A . . 115.8
C9 C8 H8A . . 115.8
C14 C9 C10 . . 119.53(19)
C14 C9 C8 . . 125.43(16)
C10 C9 C8 . . 114.97(18)
C11 C10 C9 . . 121.3(2)
C11 C10 H10A . . 119.4
C9 C10 H10A . . 119.4
C10 C11 C12 . . 120.0(2)
C10 C11 H11A . . 120.0
C12 C11 H11A . . 120.0
C13 C12 C11 . . 120.4(2)
C13 C12 H12A . . 119.8
C11 C12 H12A . . 119.8
O1 C13 C12 . . 124.2(2)
O1 C13 C14 . . 114.43(16)
C12 C13 C14 . . 121.4(2)
O2 C14 C9 . . 124.19(17)
O2 C14 C13 . . 118.47(17)
C9 C14 C13 . . 117.33(16)
O1 C15 H15A . . 109.5
O1 C15 H15B . . 109.5
H15A C15 H15B . . 109.5
O1 C15 H15C . . 109.5
H15A C15 H15C . . 109.5
H15B C15 H15C . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Zn1 O2 2 1.9270(13)
Zn1 O2 . 1.9270(13)
Zn1 N1 . 2.0043(15)
Zn1 N1 2 2.0043(15)
N1 C8 . 1.306(2)
N1 C5 . 1.430(2)
O1 C13 . 1.368(2)
O1 C15 . 1.421(3)
O2 C14 . 1.307(2)
C1 C2 . 1.512(3)
C1 H1A . 0.9600
C1 H1B . 0.9600
C1 H1C . 0.9600
C2 C3 . 1.378(3)
C2 C7 . 1.379(3)
C3 C4 . 1.377(3)
C3 H3A . 0.9300
C4 C5 . 1.391(3)
C4 H4A . 0.9300
C5 C6 . 1.387(3)
C6 C7 . 1.378(3)
C6 H6A . 0.9300
C7 H7A . 0.9300
C8 C9 . 1.426(3)
C8 H8A . 0.9300
C9 C14 . 1.412(3)
C9 C10 . 1.426(2)
C10 C11 . 1.349(3)
C10 H10A . 0.9300
C11 C12 . 1.398(3)
C11 H11A . 0.9300
C12 C13 . 1.373(3)
C12 H12A . 0.9300
C13 C14 . 1.424(3)
C15 H15A . 0.9600
C15 H15B . 0.9600
C15 H15C . 0.9600
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
O2 Zn1 N1 C8 2 -111.17(15)
O2 Zn1 N1 C8 . 8.73(15)
N1 Zn1 N1 C8 2 131.72(15)
O2 Zn1 N1 C5 2 65.06(15)
O2 Zn1 N1 C5 . -175.04(14)
N1 Zn1 N1 C5 2 -52.05(13)
O2 Zn1 O2 C14 2 107.71(16)
N1 Zn1 O2 C14 . -8.61(16)
N1 Zn1 O2 C14 2 -144.32(15)
C7 C2 C3 C4 . -1.5(4)
C1 C2 C3 C4 . 178.9(2)
C2 C3 C4 C5 . 0.4(3)
C3 C4 C5 C6 . 1.7(3)
C3 C4 C5 N1 . -178.54(18)
C8 N1 C5 C6 . -151.95(19)
Zn1 N1 C5 C6 . 31.8(2)
C8 N1 C5 C4 . 28.3(3)
Zn1 N1 C5 C4 . -147.93(15)
C4 C5 C6 C7 . -2.8(3)
N1 C5 C6 C7 . 177.5(2)
C5 C6 C7 C2 . 1.7(4)
C3 C2 C7 C6 . 0.5(4)
C1 C2 C7 C6 . -179.9(3)
C5 N1 C8 C9 . 178.22(19)
Zn1 N1 C8 C9 . -5.4(3)
N1 C8 C9 C14 . -1.6(3)
N1 C8 C9 C10 . -178.4(2)
C14 C9 C10 C11 . -0.7(4)
C8 C9 C10 C11 . 176.4(2)
C9 C10 C11 C12 . 1.0(4)
C10 C11 C12 C13 . -0.2(4)
C15 O1 C13 C12 . 8.0(4)
C15 O1 C13 C14 . -172.3(2)
C11 C12 C13 O1 . 178.7(2)
C11 C12 C13 C14 . -1.0(4)
Zn1 O2 C14 C9 . 4.4(3)
Zn1 O2 C14 C13 . -175.95(14)
C10 C9 C14 O2 . 179.16(19)
C8 C9 C14 O2 . 2.4(3)
C10 C9 C14 C13 . -0.5(3)
C8 C9 C14 C13 . -177.21(19)
O1 C13 C14 O2 . 1.9(3)
C12 C13 C14 O2 . -178.3(2)
O1 C13 C14 C9 . -178.41(18)
C12 C13 C14 C9 . 1.3(3)
