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#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/28/1512821.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_1512821
loop_
_publ_author_name
'Linsheng Feng'
'Zhichao Chen'
'Matthias Zeller'
'Rudy L. Luck'
_publ_section_title
;
 Polymorphs or solvates? Coordination of 3,5-dihydroxybenzoate to copper
 and zinc metal centers
;
_journal_name_full
;
Inorganica Chimica Acta
;
_journal_page_first              729
_journal_page_last               740
_journal_paper_doi               10.1016/j.ica.2012.09.036
_journal_volume                  394
_journal_year                    2013
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         '2(C14 H10 Cu O8), 3(C H2 Cl2), 2(C H4 O)'
_chemical_formula_sum            'C33 H34 Cl6 Cu2 O18'
_chemical_formula_weight         1058.40
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 101.569(8)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.537(2)
_cell_length_b                   11.292(3)
_cell_length_c                   21.660(5)
_cell_measurement_reflns_used    2817
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.9506
_cell_measurement_theta_min      2.4352
_cell_measurement_wavelength     0.71073
_cell_volume                     2045.6(9)
_computing_cell_refinement       'SAINT V7.66A integration software'
_computing_data_collection       'Bruker APEX2 software'
_computing_data_reduction        'SORTAV (Blessing, 1995)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1993)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'APEX-II CCD'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'φ or ω oscillation scans'
_diffrn_orient_matrix_type       'x-axis to radiation source'
_diffrn_orient_matrix_UB_11      -0.117753
_diffrn_orient_matrix_UB_12      -0.133207E-1
_diffrn_orient_matrix_UB_13      -0.581574E-2
_diffrn_orient_matrix_UB_21      -0.202304E-2
_diffrn_orient_matrix_UB_22      -0.286416E-1
_diffrn_orient_matrix_UB_23      -0.43895E-1
_diffrn_orient_matrix_UB_31      0.196588E-1
_diffrn_orient_matrix_UB_32      -0.82736E-1
_diffrn_orient_matrix_UB_33      0.16132E-1
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_unetI/netI     0.0759
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            14724
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         30.31
_diffrn_reflns_theta_min         1.92
_diffrn_source                   'sealed x-ray tube'
_exptl_absorpt_coefficient_mu    1.507
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.558
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.718
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.185
_refine_diff_density_min         -1.152
_refine_diff_density_rms         0.136
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         5856
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.03
_refine_ls_R_factor_all          0.0877
_refine_ls_R_factor_gt           0.0575
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0660P)²+5.1497P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1396
_refine_ls_wR_factor_ref         0.1515
_reflns_number_gt                4226
_reflns_number_total             5856
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ICA-2013-394-729-740-3.cif
_cod_data_source_block           new
_cod_original_cell_volume        2045.6(8)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1512821
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_calc_flag
_atom_site_refinement_flags
Cu1 Cu 0.08985(4) -0.42981(4) -0.024527(18) 0.00843(11) Uani 1 1 d .
O1 O 0.1176(3) -0.3383(2) 0.05383(11) 0.0165(5) Uani 1 1 d .
O2 O 0.1829(3) -0.2943(2) -0.08249(13) 0.0157(5) Uani 1 1 d .
H2 H 0.127(6) -0.260(5) -0.106(3) 0.038(16) Uiso 1 1 d .
O3 O 0.2735(3) -0.5278(2) 0.01344(12) 0.0138(5) Uani 1 1 d .
O4 O -0.1146(3) -0.3505(2) -0.05494(12) 0.0156(5) Uani 1 1 d .
O5 O 0.0428(3) -0.5409(2) -0.09543(11) 0.0161(5) Uani 1 1 d .
O6 O -0.0186(3) -0.3028(2) 0.31378(11) 0.0179(5) Uani 1 1 d .
H6 H -0.0733 -0.3648 0.3056 0.027 Uiso 1 1 calc R
O7 O 0.2111(3) 0.0016(2) 0.21105(13) 0.0188(5) Uani 1 1 d .
H7 H 0.2815 0.0055 0.189 0.028 Uiso 1 1 calc R
O8 O 0.5419(3) -0.0239(3) -0.15459(15) 0.0275(7) Uani 1 1 d .
H8 H 0.4552 0.0061 -0.1732 0.041 Uiso 1 1 calc R
C1 C 0.0463(4) -0.3694(3) 0.09658(16) 0.0142(7) Uani 1 1 d .
C2 C 0.0684(4) -0.2935(3) 0.15457(16) 0.0151(7) Uani 1 1 d .
C3 C 0.0125(4) -0.3348(3) 0.20705(17) 0.0165(7) Uani 1 1 d .
H3 H -0.0381 -0.4099 0.2059 0.02 Uiso 1 1 calc R
C4 C 0.0316(4) -0.2652(3) 0.26061(17) 0.0160(7) Uani 1 1 d .
C5 C 0.1015(4) -0.1532(3) 0.26229(18) 0.0183(7) Uani 1 1 d .
H5 H 0.1147 -0.106 0.2993 0.022 Uiso 1 1 calc R
C6 C 0.1516(4) -0.1117(3) 0.20901(18) 0.0173(7) Uani 1 1 d .
C7 C 0.1375(4) -0.1816(3) 0.15527(17) 0.0172(7) Uani 1 1 d .
H7A H 0.1746 -0.1534 0.1195 0.021 Uiso 1 1 calc R
C8 C 0.4587(4) -0.3373(3) -0.06628(16) 0.0140(7) Uani 1 1 d .
H8A H 0.4403 -0.409 -0.046 0.017 Uiso 1 1 calc R
C9 C 0.3329(4) -0.2625(3) -0.09042(17) 0.0149(7) Uani 1 1 d .
C10 C 0.3565(4) -0.1573(3) -0.12016(18) 0.0192(8) Uani 1 1 d .
H10 H 0.269 -0.1066 -0.1362 0.023 Uiso 1 1 calc R
C11 C 0.5116(4) -0.1274(4) -0.12611(19) 0.0210(8) Uani 1 1 d .
C12 C 0.2487(4) -0.6180(3) 0.04493(16) 0.0124(6) Uani 1 1 d .
C13 C 0.3882(4) -0.6941(3) 0.07218(16) 0.0135(7) Uani 1 1 d .
C14 C 0.6395(4) -0.2012(3) -0.10173(18) 0.0190(8) Uani 1 1 d .
H14 H 0.7451 -0.1801 -0.1053 0.023 Uiso 1 1 calc R
C21 C 0.3026(7) 0.0843(5) -0.2841(2) 0.0448(13) Uani 1 1 d .
H21A H 0.3883 0.1423 -0.2835 0.054 Uiso 1 1 calc R
H21B H 0.2035 0.114 -0.3104 0.054 Uiso 1 1 calc R
H21C H 0.3323 0.0092 -0.3013 0.054 Uiso 1 1 calc R
O21 O 0.2789(4) 0.0659(3) -0.22159(16) 0.0383(8) Uani 1 1 d .
H21 H 0.2726 0.1316 -0.2041 0.057 Uiso 1 1 calc R
C22 C 0.4592(8) 0.3058(6) -0.0941(3) 0.0616(18) Uani 1 1 d D
H22A H 0.4342 0.3775 -0.0716 0.074 Uiso 1 1 calc R
H22B H 0.5724 0.285 -0.0773 0.074 Uiso 1 1 calc R
Cl1 Cl 0.33741(17) 0.18929(13) -0.07837(6) 0.0461(3) Uani 1 1 d D
Cl2 Cl 0.4364(2) 0.33818(19) -0.17312(8) 0.0805(7) Uani 1 1 d D
C23 C 0.0124(16) -0.0666(12) -0.0157(7) 0.057(4) Uani 0.5 1 d PD
H23A H -0.0208 -0.0605 -0.0621 0.069 Uiso 0.5 1 calc PR
H23B H -0.0113 -0.1479 -0.0031 0.069 Uiso 0.5 1 calc PR
Cl3 Cl 0.2222(6) -0.0387(3) 0.00719(18) 0.0707(11) Uani 0.5 1 d PD
Cl4 Cl -0.0930(7) 0.0338(5) 0.0195(3) 0.0878(15) Uani 0.5 1 d PD
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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'
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
O4 Cu1 O3 170.09(10) . .
O4 Cu1 O1 89.71(11) . .
O3 Cu1 O1 89.24(11) . .
O4 Cu1 O5 90.01(11) . .
O3 Cu1 O5 89.35(11) . .
O1 Cu1 O5 170.17(10) . .
O4 Cu1 O2 83.72(10) . .
O3 Cu1 O2 106.19(10) . .
O1 Cu1 O2 97.55(11) . .
O5 Cu1 O2 92.19(10) . .
O4 Cu1 Cu1 81.70(7) . 3_545
O3 Cu1 Cu1 88.40(7) . 3_545
O1 Cu1 Cu1 86.89(7) . 3_545
O5 Cu1 Cu1 83.34(8) . 3_545
O2 Cu1 Cu1 164.74(7) . 3_545
C1 O1 Cu1 120.0(2) . .
C9 O2 Cu1 134.3(2) . .
C9 O2 H2 105(4) . .
Cu1 O2 H2 120(4) . .
C12 O3 Cu1 118.3(2) . .
C12 O4 Cu1 126.5(2) 3_545 .
C1 O5 Cu1 123.8(2) 3_545 .
C4 O6 H6 109.5 . .
C6 O7 H7 109.5 . .
C11 O8 H8 109.5 . .
O1 C1 O5 126.0(3) . 3_545
O1 C1 C2 117.4(3) . .
O5 C1 C2 116.6(3) 3_545 .
C7 C2 C3 120.4(3) . .
C7 C2 C1 120.6(3) . .
C3 C2 C1 119.0(3) . .
C4 C3 C2 119.4(3) . .
C4 C3 H3 120.3 . .
C2 C3 H3 120.3 . .
O6 C4 C3 121.5(3) . .
O6 C4 C5 117.5(3) . .
C3 C4 C5 120.9(3) . .
C6 C5 C4 119.0(3) . .
C6 C5 H5 120.5 . .
C4 C5 H5 120.5 . .
O7 C6 C5 117.4(3) . .
O7 C6 C7 121.6(3) . .
C5 C6 C7 120.9(3) . .
C6 C7 C2 119.3(3) . .
C6 C7 H7A 120.4 . .
C2 C7 H7A 120.4 . .
C9 C8 C13 119.0(3) . 3_645
C9 C8 H8A 120.5 . .
C13 C8 H8A 120.5 3_645 .
O2 C9 C8 117.7(3) . .
O2 C9 C10 120.6(3) . .
C8 C9 C10 121.7(3) . .
C9 C10 C11 118.6(3) . .
C9 C10 H10 120.7 . .
C11 C10 H10 120.7 . .
O8 C11 C14 118.5(3) . .
O8 C11 C10 121.0(3) . .
C14 C11 C10 120.4(3) . .
O4 C12 O3 125.1(3) 3_545 .
O4 C12 C13 116.8(3) 3_545 .
O3 C12 C13 118.0(3) . .
C8 C13 C14 120.8(3) 3_645 3_645
C8 C13 C12 120.7(3) 3_645 .
C14 C13 C12 118.5(3) 3_645 .
C13 C14 C11 119.5(3) 3_645 .
C13 C14 H14 120.3 3_645 .
C11 C14 H14 120.3 . .
O21 C21 H21A 109.5 . .
O21 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
O21 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
C21 O21 H21 109.5 . .
Cl2 C22 Cl1 113.6(3) . .
Cl2 C22 H22A 108.9 . .
Cl1 C22 H22A 108.9 . .
Cl2 C22 H22B 108.9 . .
Cl1 C22 H22B 108.9 . .
H22A C22 H22B 107.7 . .
Cl4 C23 Cl3 110.2(8) . .
Cl4 C23 H23A 109.6 . .
Cl3 C23 H23A 109.6 . .
Cl4 C23 H23B 109.6 . .
Cl3 C23 H23B 109.6 . .
H23A C23 H23B 108.1 . .
Cl4 Cl3 C23 18.9(6) 3 .
C23 Cl4 Cl3 133.7(15) 3 3
C23 Cl4 C23 73.8(14) 3 .
Cl3 Cl4 C23 110.3(7) 3 .
C23 Cl4 Cl4 52.2(11) 3 3
Cl3 Cl4 Cl4 123.4(6) 3 3
C23 Cl4 Cl4 21.6(5) . 3
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O4 1.955(2) .
Cu1 O3 1.960(2) .
Cu1 O1 1.960(3) .
Cu1 O5 1.961(2) .
Cu1 O2 2.224(2) .
Cu1 Cu1 2.5784(8) 3_545
O1 C1 1.256(4) .
O2 C9 1.374(4) .
O2 H2 0.73(6) .
O3 C12 1.267(4) .
O4 C12 1.259(4) 3_545
O5 C1 1.264(4) 3_545
O6 C4 1.374(4) .
O6 H6 0.84 .
O7 C6 1.374(4) .
O7 H7 0.84 .
O8 C11 1.370(5) .
O8 H8 0.84 .
C1 O5 1.264(4) 3_545
C1 C2 1.501(5) .
C2 C7 1.393(5) .
C2 C3 1.398(5) .
C3 C4 1.384(5) .
C3 H3 0.95 .
C4 C5 1.396(5) .
C5 C6 1.390(5) .
C5 H5 0.95 .
C6 C7 1.392(5) .
C7 H7A 0.95 .
C8 C9 1.384(5) .
C8 C13 1.384(5) 3_645
C8 H8A 0.95 .
C9 C10 1.385(5) .
C10 C11 1.398(5) .
C10 H10 0.95 .
C11 C14 1.391(5) .
C12 O4 1.259(4) 3_545
C12 C13 1.491(5) .
C13 C8 1.384(5) 3_645
C13 C14 1.388(5) 3_645
C14 C13 1.388(5) 3_645
C14 H14 0.95 .
C21 O21 1.423(6) .
C21 H21A 0.98 .
C21 H21B 0.98 .
C21 H21C 0.98 .
O21 H21 0.84 .
C22 Cl2 1.722(6) .
C22 Cl1 1.752(6) .
C22 H22A 0.99 .
C22 H22B 0.99 .
C23 Cl4 1.717(12) .
C23 Cl3 1.788(13) .
C23 H23A 0.99 .
C23 H23B 0.99 .
Cl3 Cl4 1.139(7) 3
Cl4 C23 0.800(12) 3
Cl4 Cl3 1.139(7) 3
Cl4 Cl4 2.087(10) 3
