#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/80/2228072.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_2228072
loop_
_publ_author_name
'Dong, Kai'
'Sun, Juan'
'Ruan, Ban-Feng'
'Gong, Hai-Bin'
_publ_section_title
;
 Bis[2-(4-benzoyloxy-2-hydroxybenzoyl)-1-phenylethenolato]diethanolzinc(II)
;
_journal_coeditor_code           WM2402
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1290
_journal_paper_doi               10.1107/S1600536810036202
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Zn (C22 H15 O5)2 (C2 H6 O)2]'
_chemical_formula_moiety         'C48 H42 O12 Zn'
_chemical_formula_sum            'C48 H42 O12 Zn'
_chemical_formula_weight         876.19
_chemical_name_systematic
;
Bis[2-(4-benzoyloxy-2-hydroxybenzoyl)-1-phenylethenolato]diethanolzinc(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                106.590(5)
_cell_angle_beta                 95.596(5)
_cell_angle_gamma                90.989(5)
_cell_formula_units_Z            1
_cell_length_a                   7.170(5)
_cell_length_b                   9.399(5)
_cell_length_c                   16.457(5)
_cell_measurement_reflns_used    2800
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.18
_cell_measurement_theta_min      2.52
_cell_volume                     1056.6(10)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0174
_diffrn_reflns_av_sigmaI/netI    0.0450
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6185
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         26.50
_diffrn_reflns_theta_min         2.26
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.646
_exptl_absorpt_correction_T_max  0.8816
_exptl_absorpt_correction_T_min  0.8298
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.796
_refine_diff_density_min         -0.492
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     279
_refine_ls_number_reflns         4255
_refine_ls_number_restraints     14
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0823
_refine_ls_R_factor_gt           0.0501
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0597P)²+0.7172P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1197
_refine_ls_wR_factor_ref         0.1424
_reflns_number_gt                2898
_reflns_number_total             4255
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            wm2402.cif
_cod_data_source_block           I
_cod_database_code               2228072
_cod_database_fobs_code          2228072
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
C C1 1.0307(7) 0.0321(6) -0.1364(3) 0.0787(14) Uani d . 1 . .
H H1 1.1025 -0.0287 -0.1751 0.094 Uiso calc R 1 . .
C C2 1.0779(7) 0.1805(6) -0.1042(3) 0.0828(14) Uani d . 1 . .
H H2 1.1814 0.2205 -0.1214 0.099 Uiso calc R 1 . .
C C3 0.9730(6) 0.2707(5) -0.0466(3) 0.0670(11) Uani d . 1 . .
H H3A 1.0040 0.3720 -0.0260 0.080 Uiso calc R 1 . .
C C4 0.8221(5) 0.2120(4) -0.0193(2) 0.0465(8) Uani d . 1 . .
C C5 0.7732(5) 0.0614(4) -0.0524(2) 0.0572(10) Uani d . 1 . .
H H5 0.6708 0.0209 -0.0347 0.069 Uiso calc R 1 . .
C C6 0.8769(7) -0.0277(5) -0.1115(3) 0.0723(12) Uani d . 1 . .
H H6 0.8431 -0.1283 -0.1345 0.087 Uiso calc R 1 . .
C C7 0.7210(5) 0.3140(5) 0.0470(2) 0.0522(9) Uani d . 1 . .
C C8 0.4913(5) 0.3187(4) 0.1426(2) 0.0533(9) Uani d . 1 . .
C C9 0.3464(5) 0.4014(5) 0.1234(2) 0.0625(11) Uani d . 1 . .
H H9 0.3287 0.4179 0.0701 0.075 Uiso calc R 1 . .
C C10 0.2282(5) 0.4591(4) 0.1841(2) 0.0560(10) Uani d . 1 . .
H H10 0.1290 0.5137 0.1707 0.067 Uiso calc R 1 . .
C C11 0.2513(4) 0.4390(4) 0.2655(2) 0.0417(8) Uani d . 1 . .
C C12 0.4069(5) 0.3582(4) 0.2832(2) 0.0462(8) Uani d . 1 . .
C C13 0.5241(5) 0.2980(4) 0.2214(2) 0.0539(9) Uani d . 1 . .
H H13 0.6247 0.2436 0.2336 0.065 Uiso calc R 1 . .
C C14 0.1192(4) 0.4955(4) 0.3303(2) 0.0427(8) Uani d . 1 . .
C C15 -0.0393(5) 0.5691(4) 0.3129(2) 0.0475(8) Uani d . 1 . .
H H15 -0.0592 0.5804 0.2584 0.057 Uiso calc R 1 . .
C C16 -0.1725(4) 0.6280(4) 0.3689(2) 0.0409(7) Uani d . 1 . .
C C17 -0.3308(4) 0.7128(4) 0.3413(2) 0.0425(8) Uani d . 1 . .
C C18 -0.3685(5) 0.7198(5) 0.2587(2) 0.0648(11) Uani d . 1 . .
H H18 -0.2969 0.6672 0.2169 0.078 Uiso calc R 1 . .
C C19 -0.5106(6) 0.8032(6) 0.2374(3) 0.0817(14) Uani d . 1 . .
H H19 -0.5329 0.8071 0.1815 0.098 Uiso calc R 1 . .
C C20 -0.6184(6) 0.8797(6) 0.2966(3) 0.0816(14) Uani d . 1 . .
H H20 -0.7108 0.9394 0.2824 0.098 Uiso calc R 1 . .
C C21 -0.5890(7) 0.8675(6) 0.3773(3) 0.0971(18) Uani d . 1 . .
H H21 -0.6660 0.9158 0.4179 0.117 Uiso calc R 1 . .
C C22 -0.4472(6) 0.7849(5) 0.3996(3) 0.0749(13) Uani d . 1 . .
H H22 -0.4299 0.7778 0.4551 0.090 Uiso calc R 1 . .
C C23 0.1763(9) 0.8386(7) 0.5795(5) 0.132(2) Uani d DU 1 . .
H H23A 0.1946 0.8477 0.5236 0.159 Uiso calc R 1 . .
H H23B 0.2850 0.8879 0.6176 0.159 Uiso calc R 1 . .
C C24 0.0214(9) 0.9216(7) 0.6062(5) 0.129(2) Uani d DU 1 . .
H H24A -0.0890 0.8780 0.5689 0.193 Uiso calc R 1 . .
H H24B 0.0426 1.0218 0.6046 0.193 Uiso calc R 1 . .
H H24C 0.0044 0.9217 0.6634 0.193 Uiso calc R 1 . .
O O1 0.7452(5) 0.4469(3) 0.0716(2) 0.0838(10) Uani d . 1 . .
O O2 0.5993(4) 0.2389(3) 0.07885(17) 0.0653(7) Uani d . 1 . .
O O3 0.4461(4) 0.3341(4) 0.36033(16) 0.0670(8) Uani d . 1 . .
H H3 0.3672 0.3722 0.3917 0.100 Uiso calc R 1 . .
O O4 0.1634(3) 0.4709(3) 0.40277(15) 0.0600(7) Uani d . 1 . .
O O5 -0.1712(3) 0.6190(3) 0.44437(14) 0.0547(7) Uani d . 1 . .
O O6 0.1818(4) 0.6942(3) 0.5742(2) 0.0773(9) Uani d U 1 . .
H H10A 0.2735 0.6729 0.6057 0.093 Uiso d R 1 . .
Zn Zn1 0.0000 0.5000 0.5000 0.0548(2) Uani d S 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'
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
_geom_angle_publ_flag
C2 C1 C6 . . 120.2(4) ?
C2 C1 H1 . . 119.9 ?
C6 C1 H1 . . 119.9 ?
C1 C2 C3 . . 120.2(4) ?
C1 C2 H2 . . 119.9 ?
C3 C2 H2 . . 119.9 ?
C2 C3 C4 . . 120.4(4) ?
C2 C3 H3A . . 119.8 ?
C4 C3 H3A . . 119.8 ?
C3 C4 C5 . . 119.4(3) ?
C3 C4 C7 . . 117.8(3) ?
C5 C4 C7 . . 122.8(3) ?
C6 C5 C4 . . 119.8(4) ?
C6 C5 H5 . . 120.1 ?
C4 C5 H5 . . 120.1 ?
C5 C6 C1 . . 119.9(4) ?
C5 C6 H6 . . 120.0 ?
C1 C6 H6 . . 120.0 ?
O1 C7 O2 . . 122.9(3) ?
O1 C7 C4 . . 125.4(3) ?
O2 C7 C4 . . 111.7(3) ?
C13 C8 C9 . . 121.4(3) ?
C13 C8 O2 . . 117.3(3) ?
C9 C8 O2 . . 121.0(3) ?
C10 C9 C8 . . 118.9(3) ?
C10 C9 H9 . . 120.6 ?
C8 C9 H9 . . 120.6 ?
C9 C10 C11 . . 122.5(3) ?
C9 C10 H10 . . 118.7 ?
C11 C10 H10 . . 118.7 ?
C10 C11 C12 . . 116.4(3) ?
C10 C11 C14 . . 122.9(3) ?
C12 C11 C14 . . 120.7(3) ?
O3 C12 C13 . . 117.2(3) ?
O3 C12 C11 . . 121.8(3) ?
C13 C12 C11 . . 121.0(3) ?
C8 C13 C12 . . 119.7(3) ?
C8 C13 H13 . . 120.1 ?
C12 C13 H13 . . 120.1 ?
O4 C14 C15 . . 123.3(3) ?
O4 C14 C11 . . 115.0(3) ?
C15 C14 C11 . . 121.7(3) ?
C14 C15 C16 . . 126.8(3) ?
C14 C15 H15 . . 116.6 ?
C16 C15 H15 . . 116.6 ?
O5 C16 C15 . . 125.3(3) ?
O5 C16 C17 . . 114.8(3) ?
C15 C16 C17 . . 119.9(3) ?
C22 C17 C18 . . 117.4(3) ?
C22 C17 C16 . . 119.4(3) ?
C18 C17 C16 . . 123.2(3) ?
C19 C18 C17 . . 120.9(4) ?
C19 C18 H18 . . 119.5 ?
C17 C18 H18 . . 119.5 ?
C20 C19 C18 . . 121.0(4) ?
C20 C19 H19 . . 119.5 ?
C18 C19 H19 . . 119.5 ?
C19 C20 C21 . . 118.7(4) ?
C19 C20 H20 . . 120.7 ?
C21 C20 H20 . . 120.7 ?
C20 C21 C22 . . 121.0(4) ?
C20 C21 H21 . . 119.5 ?
C22 C21 H21 . . 119.5 ?
C17 C22 C21 . . 120.9(4) ?
C17 C22 H22 . . 119.6 ?
C21 C22 H22 . . 119.6 ?
O6 C23 C24 . . 121.8(6) ?
O6 C23 H23A . . 106.9 ?
C24 C23 H23A . . 106.9 ?
O6 C23 H23B . . 106.9 ?
C24 C23 H23B . . 106.9 ?
H23A C23 H23B . . 106.7 ?
C23 C24 H24A . . 109.5 ?
C23 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C23 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C7 O2 C8 . . 119.2(3) ?
C12 O3 H3 . . 109.5 ?
C14 O4 Zn1 . . 126.7(2) ?
C16 O5 Zn1 . . 126.6(2) ?
C23 O6 Zn1 . . 132.2(4) ?
C23 O6 H10A . . 114.0 ?
Zn1 O6 H10A . . 113.8 ?
O5 Zn1 O5 . 2_566 180.00(11) ?
O5 Zn1 O4 . . 89.37(9) ?
O5 Zn1 O4 2_566 . 90.63(9) ?
O5 Zn1 O4 . 2_566 90.63(9) ?
O5 Zn1 O4 2_566 2_566 89.37(9) ?
O4 Zn1 O4 . 2_566 179.9990(10) ?
O5 Zn1 O6 . . 94.07(11) ?
O5 Zn1 O6 2_566 . 85.93(11) ?
O4 Zn1 O6 . . 89.52(12) ?
O4 Zn1 O6 2_566 . 90.48(12) ?
O5 Zn1 O6 . 2_566 85.93(11) ?
O5 Zn1 O6 2_566 2_566 94.07(11) ?
O4 Zn1 O6 . 2_566 90.48(12) ?
O4 Zn1 O6 2_566 2_566 89.52(12) ?
O6 Zn1 O6 . 2_566 180.0 ?
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
C1 C2 . 1.366(7) ?
C1 C6 . 1.378(6) ?
C1 H1 . 0.9300 ?
C2 C3 . 1.373(6) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.375(5) ?
C3 H3A . 0.9300 ?
C4 C5 . 1.389(5) ?
C4 C7 . 1.489(5) ?
C5 C6 . 1.377(5) ?
C5 H5 . 0.9300 ?
C6 H6 . 0.9300 ?
C7 O1 . 1.202(4) ?
C7 O2 . 1.346(4) ?
C8 C13 . 1.365(5) ?
C8 C9 . 1.374(5) ?
C8 O2 . 1.411(4) ?
C9 C10 . 1.372(5) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.400(5) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.414(4) ?
C11 C14 . 1.486(4) ?
C12 O3 . 1.356(4) ?
C12 C13 . 1.383(5) ?
C13 H13 . 0.9300 ?
C14 O4 . 1.289(4) ?
C14 C15 . 1.389(4) ?
C15 C16 . 1.402(4) ?
C15 H15 . 0.9300 ?
C16 O5 . 1.269(4) ?
C16 C17 . 1.506(4) ?
C17 C22 . 1.372(5) ?
C17 C18 . 1.379(5) ?
C18 C19 . 1.375(5) ?
C18 H18 . 0.9300 ?
C19 C20 . 1.352(6) ?
C19 H19 . 0.9300 ?
C20 C21 . 1.363(6) ?
C20 H20 . 0.9300 ?
C21 C22 . 1.374(5) ?
C21 H21 . 0.9300 ?
C22 H22 . 0.9300 ?
C23 O6 . 1.337(6) ?
C23 C24 . 1.402(6) ?
C23 H23A . 0.9700 ?
C23 H23B . 0.9700 ?
C24 H24A . 0.9600 ?
C24 H24B . 0.9600 ?
C24 H24C . 0.9600 ?
O3 H3 . 0.8200 ?
O4 Zn1 . 2.034(2) ?
O5 Zn1 . 2.002(2) ?
O6 Zn1 . 2.203(3) ?
O6 H10A . 0.8600 ?
Zn1 O5 2_566 2.002(2) y
Zn1 O4 2_566 2.034(2) y
Zn1 O6 2_566 2.203(3) y
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
O3 H3 O4 . 0.82 1.74 2.470(3) 147.1
O6 H10A O3 2_666 0.86 2.04 2.824(4) 151.2
