#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/13/2221372.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_2221372
loop_
_publ_author_name
'Liu, Qingyun'
'Ge, Shengsong'
'Cui, Guangwen'
_publ_section_title
Dichlorido-2κ²Cl-{μ-6,6'-dimethoxy-2,2'-[propane-1,3-diylbis(nitrilomethylidyne)]diphenolato-1κ⁴O¹,N,N',O^1'^:2κ²O¹,O^1'^}copper(II)zinc(II)
_journal_coeditor_code           HG2482
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m359
_journal_paper_doi               10.1107/S1600536809006928
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Cu Zn Cl2 (C19 H20 N2 O4)]'
_chemical_formula_moiety         'C19 H20 Cl2 Cu N2 O4 Zn'
_chemical_formula_sum            'C19 H20 Cl2 Cu N2 O4 Zn'
_chemical_formula_weight         540.18
_chemical_name_systematic
;
Dichlorido-2κ²Cl-{μ-6,6'-dimethoxy-2,2'-[propane-1,3-
diylbis(nitrilomethylidyne)]diphenolato-
1κ⁴O¹,N,N',O^1'^:
2κ²O¹,O^1'^}copper(II)zinc(II)
;
_space_group_IT_number           29
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2ac'
_symmetry_space_group_name_H-M   'P c a 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.0181(9)
_cell_length_b                   10.8503(8)
_cell_length_c                   14.7758(11)
_cell_measurement_reflns_used    4074
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.1
_cell_measurement_theta_min      2.45
_cell_volume                     2087.1(3)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2001)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2001)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'XP in SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXL97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       'φ and 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    0.0373
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9818
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.88
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.452
_exptl_absorpt_correction_T_max  0.8280
_exptl_absorpt_correction_T_min  0.744
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.719
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1092
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.629
_refine_diff_density_min         -0.580
_refine_ls_abs_structure_details 'Flack (1983), 1564 Friedel pairs'
_refine_ls_abs_structure_Flack   0.006(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3486
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0287
_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)+(0.0389P)²+0.0971P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0707
_refine_ls_wR_factor_ref         0.0741
_reflns_number_gt                3084
_reflns_number_total             3486
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hg2482.cif
_cod_data_source_block           I
_cod_database_code               2221372
_cod_database_fobs_code          2221372
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -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 0.59914(3) 0.74035(3) 0.69902(3) 0.04337(13) Uani d . 1 . .
Cu Cu1 0.59183(3) 1.03456(3) 0.71028(4) 0.04411(14) Uani d . 1 . .
Cl Cl2 0.71295(8) 0.63787(10) 0.78281(9) 0.0590(3) Uani d . 1 . .
Cl Cl1 0.48653(8) 0.64556(11) 0.60882(10) 0.0653(4) Uani d . 1 . .
O O1 0.4768(2) 0.6796(3) 0.8322(2) 0.0607(8) Uani d . 1 . .
O O4 0.7243(2) 0.7042(2) 0.5679(2) 0.0531(7) Uani d . 1 . .
O O3 0.6649(2) 0.9031(2) 0.6508(2) 0.0468(7) Uani d . 1 . .
C C6 0.3763(3) 0.9888(5) 0.8239(3) 0.0537(12) Uani d . 1 . .
N N1 0.4874(3) 1.1465(3) 0.7582(3) 0.0596(10) Uani d . 1 . .
O O2 0.5262(2) 0.8915(2) 0.76318(19) 0.0442(7) Uani d . 1 . .
C C12 0.7778(4) 1.1331(3) 0.6360(3) 0.0486(10) Uani d . 1 . .
H H12 0.8230 1.1989 0.6294 0.058 Uiso calc R 1 . .
C C15 0.9470(4) 0.9069(4) 0.5223(3) 0.0557(11) Uani d . 1 . .
H H15 1.0118 0.9054 0.4958 0.067 Uiso calc R 1 . .
C C13 0.8147(3) 1.0147(3) 0.6042(3) 0.0421(9) Uani d . 1 . .
C C7 0.4389(3) 0.8850(4) 0.8080(3) 0.0445(10) Uani d . 1 . .
C C17 0.7914(3) 0.8007(4) 0.5642(3) 0.0439(9) Uani d . 1 . .
C C5 0.2819(3) 0.9734(5) 0.8696(3) 0.0650(13) Uani d . 1 . .
H H5 0.2399 1.0415 0.8793 0.078 Uiso calc R 1 . .
C C18 0.7549(3) 0.9076(3) 0.6083(3) 0.0388(8) Uani d . 1 . .
C C1 0.4576(4) 0.5620(4) 0.8709(5) 0.0845(18) Uani d . 1 . .
H H1A 0.5132 0.5074 0.8566 0.127 Uiso calc R 1 . .
H H1B 0.3947 0.5293 0.8469 0.127 Uiso calc R 1 . .
H H1C 0.4518 0.5700 0.9354 0.127 Uiso calc R 1 . .
C C3 0.3144(3) 0.7587(5) 0.8888(3) 0.0633(13) Uani d . 1 . .
H H3 0.2943 0.6824 0.9113 0.076 Uiso calc R 1 . .
C C16 0.8847(3) 0.8003(4) 0.5211(3) 0.0534(11) Uani d . 1 . .
H H16 0.9069 0.7298 0.4910 0.064 Uiso calc R 1 . .
C C11 0.6734(4) 1.2928(3) 0.6876(5) 0.0794(15) Uani d U 1 . .
H H11A 0.7012 1.3144 0.7465 0.095 Uiso calc R 1 . .
H H11B 0.7113 1.3392 0.6425 0.095 Uiso calc R 1 . .
C C8 0.4053(4) 1.1105(4) 0.7987(4) 0.0592(13) Uani d . 1 . .
H H8 0.3586 1.1722 0.8135 0.071 Uiso calc R 1 . .
C C19 0.7605(4) 0.5875(4) 0.5382(4) 0.0653(13) Uani d . 1 . .
H H19A 0.7066 0.5276 0.5440 0.098 Uiso calc R 1 . .
H H19B 0.8181 0.5630 0.5747 0.098 Uiso calc R 1 . .
H H19C 0.7814 0.5930 0.4761 0.098 Uiso calc R 1 . .
C C2 0.4077(3) 0.7705(4) 0.8442(3) 0.0506(11) Uani d . 1 . .
N N2 0.6914(3) 1.1585(3) 0.6717(3) 0.0499(9) Uani d . 1 . .
C C10 0.5740(5) 1.3279(5) 0.6847(5) 0.0981(17) Uani d U 1 . .
H H10A 0.5504 1.3104 0.6237 0.118 Uiso calc R 1 . .
H H10B 0.5739 1.4168 0.6909 0.118 Uiso calc R 1 . .
C C9 0.4950(4) 1.2824(4) 0.7450(6) 0.098(3) Uani d . 1 . .
H H9A 0.4292 1.3114 0.7226 0.118 Uiso calc R 1 . .
H H9B 0.5056 1.3199 0.8038 0.118 Uiso calc R 1 . .
C C4 0.2511(4) 0.8598(5) 0.8999(3) 0.0700(14) Uani d . 1 . .
H H4 0.1877 0.8508 0.9280 0.084 Uiso calc R 1 . .
C C14 0.9123(3) 1.0109(5) 0.5619(3) 0.0509(11) Uani d . 1 . .
H H14 0.9530 1.0813 0.5615 0.061 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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
O3 Zn1 O2 . . 71.43(10) ?
O3 Zn1 Cl2 . . 109.81(8) ?
O2 Zn1 Cl2 . . 115.82(9) ?
O3 Zn1 Cl1 . . 117.09(9) ?
O2 Zn1 Cl1 . . 109.24(8) ?
Cl2 Zn1 Cl1 . . 122.58(4) ?
O3 Cu1 O2 . . 78.97(10) ?
O3 Cu1 N2 . . 92.81(13) ?
O2 Cu1 N2 . . 164.28(13) ?
O3 Cu1 N1 . . 165.52(14) ?
O2 Cu1 N1 . . 92.58(14) ?
N2 Cu1 N1 . . 98.00(15) ?
C2 O1 C1 . . 119.1(4) ?
C17 O4 C19 . . 117.3(3) ?
C18 O3 Cu1 . . 128.6(2) ?
C18 O3 Zn1 . . 123.6(2) ?
Cu1 O3 Zn1 . . 105.55(12) ?
C7 C6 C5 . . 119.2(5) ?
C7 C6 C8 . . 123.0(4) ?
C5 C6 C8 . . 117.7(4) ?
C8 N1 C9 . . 114.7(4) ?
C8 N1 Cu1 . . 123.9(3) ?
C9 N1 Cu1 . . 121.4(3) ?
C7 O2 Cu1 . . 128.8(2) ?
C7 O2 Zn1 . . 124.7(2) ?
Cu1 O2 Zn1 . . 104.01(11) ?
N2 C12 C13 . . 128.2(4) ?
N2 C12 H12 . . 115.9 ?
C13 C12 H12 . . 115.9 ?
C14 C15 C16 . . 119.8(4) ?
C14 C15 H15 . . 120.1 ?
C16 C15 H15 . . 120.1 ?
C18 C13 C14 . . 119.6(4) ?
C18 C13 C12 . . 122.5(4) ?
C14 C13 C12 . . 117.7(4) ?
O2 C7 C6 . . 122.6(4) ?
O2 C7 C2 . . 119.1(3) ?
C6 C7 C2 . . 118.3(4) ?
O4 C17 C16 . . 125.7(4) ?
O4 C17 C18 . . 113.3(3) ?
C16 C17 C18 . . 121.0(4) ?
C4 C5 C6 . . 121.1(4) ?
C4 C5 H5 . . 119.4 ?
C6 C5 H5 . . 119.4 ?
O3 C18 C13 . . 122.7(3) ?
O3 C18 C17 . . 119.0(3) ?
C13 C18 C17 . . 118.3(4) ?
O1 C1 H1A . . 109.5 ?
O1 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
O1 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
C2 C3 C4 . . 120.3(5) ?
C2 C3 H3 . . 119.8 ?
C4 C3 H3 . . 119.8 ?
C17 C16 C15 . . 120.0(4) ?
C17 C16 H16 . . 120.0 ?
C15 C16 H16 . . 120.0 ?
C10 C11 N2 . . 114.8(4) ?
C10 C11 H11A . . 108.6 ?
N2 C11 H11A . . 108.6 ?
C10 C11 H11B . . 108.6 ?
N2 C11 H11B . . 108.6 ?
H11A C11 H11B . . 107.5 ?
N1 C8 C6 . . 128.6(4) ?
N1 C8 H8 . . 115.7 ?
C6 C8 H8 . . 115.7 ?
O4 C19 H19A . . 109.5 ?
O4 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
O4 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
O1 C2 C3 . . 125.5(4) ?
O1 C2 C7 . . 113.7(3) ?
C3 C2 C7 . . 120.8(4) ?
C12 N2 C11 . . 114.5(4) ?
C12 N2 Cu1 . . 123.9(3) ?
C11 N2 Cu1 . . 121.4(3) ?
C11 C10 C9 . . 124.4(6) ?
C11 C10 H10A . . 106.2 ?
C9 C10 H10A . . 106.2 ?
C11 C10 H10B . . 106.2 ?
C9 C10 H10B . . 106.2 ?
H10A C10 H10B . . 106.4 ?
C10 C9 N1 . . 117.7(5) ?
C10 C9 H9A . . 107.9 ?
N1 C9 H9A . . 107.9 ?
C10 C9 H9B . . 107.9 ?
N1 C9 H9B . . 107.9 ?
H9A C9 H9B . . 107.2 ?
C5 C4 C3 . . 120.0(4) ?
C5 C4 H4 . . 120.0 ?
C3 C4 H4 . . 120.0 ?
C15 C14 C13 . . 121.1(4) ?
C15 C14 H14 . . 119.5 ?
C13 C14 H14 . . 119.5 ?
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 O3 . 2.088(3) ?
Zn1 O2 . 2.119(2) ?
Zn1 Cl2 . 2.2280(12) ?
Zn1 Cl1 . 2.2324(12) ?
Cu1 O3 . 1.926(3) ?
Cu1 O2 . 1.936(3) ?
Cu1 N2 . 1.953(3) ?
Cu1 N1 . 1.956(4) ?
O1 C2 . 1.347(5) ?
O1 C1 . 1.421(6) ?
O4 C17 . 1.364(5) ?
O4 C19 . 1.421(5) ?
O3 C18 . 1.330(5) ?
C6 C7 . 1.409(6) ?
C6 C5 . 1.412(7) ?
C6 C8 . 1.423(7) ?
N1 C8 . 1.286(6) ?
N1 C9 . 1.490(6) ?
O2 C7 . 1.318(5) ?
C12 N2 . 1.272(5) ?
C12 C13 . 1.450(5) ?
C12 H12 . 0.9300 ?
C15 C14 . 1.350(6) ?
C15 C16 . 1.413(6) ?
C15 H15 . 0.9300 ?
C13 C18 . 1.400(5) ?
C13 C14 . 1.417(6) ?
C7 C2 . 1.412(6) ?
C17 C16 . 1.371(5) ?
C17 C18 . 1.413(5) ?
C5 C4 . 1.371(6) ?
C5 H5 . 0.9300 ?
C1 H1A . 0.9600 ?
C1 H1B . 0.9600 ?
C1 H1C . 0.9600 ?
C3 C2 . 1.388(6) ?
C3 C4 . 1.381(6) ?
C3 H3 . 0.9300 ?
C16 H16 . 0.9300 ?
C11 C10 . 1.349(7) ?
C11 N2 . 1.495(5) ?
C11 H11A . 0.9700 ?
C11 H11B . 0.9700 ?
C8 H8 . 0.9300 ?
C19 H19A . 0.9600 ?
C19 H19B . 0.9600 ?
C19 H19C . 0.9600 ?
C10 C9 . 1.448(9) ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C4 H4 . 0.9300 ?
C14 H14 . 0.9300 ?
