#------------------------------------------------------------------------------
#$Date: 2019-07-03 13:24:39 +0300 (Wed, 03 Jul 2019) $
#$Revision: 216710 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/51/28/1512820.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_1512820
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         'C24 H20 Cu N2 O8, C H4 O, 2(C H2 Cl2)'
_chemical_formula_sum            'C27 H28 Cl4 Cu N2 O9'
_chemical_formula_weight         729.8
_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                 105.488(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.532(2)
_cell_length_b                   15.229(3)
_cell_length_c                   15.657(3)
_cell_measurement_reflns_used    7407
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.214
_cell_measurement_theta_min      2.6749
_cell_measurement_wavelength     0.71073
_cell_volume                     3109.4(10)
_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    'SIR2004 (Giacovazzo et al, 2004)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'APEX-II CCD'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.965
_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      -0.25627E-1
_diffrn_orient_matrix_UB_12      0.618443E-1
_diffrn_orient_matrix_UB_13      -0.81892E-2
_diffrn_orient_matrix_UB_21      0.722561E-1
_diffrn_orient_matrix_UB_22      0.21861E-1
_diffrn_orient_matrix_UB_23      0.143173E-1
_diffrn_orient_matrix_UB_31      -0.175718E-2
_diffrn_orient_matrix_UB_32      -0.301392E-2
_diffrn_orient_matrix_UB_33      -0.641906E-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  0.0386
_diffrn_reflns_av_unetI/netI     0.0454
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            28820
_diffrn_reflns_theta_full        28
_diffrn_reflns_theta_max         30.42
_diffrn_reflns_theta_min         1.9
_diffrn_source                   'sealed x-ray tube'
_exptl_absorpt_coefficient_mu    1.1
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.642
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.559
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1492
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.4
_refine_diff_density_max         0.66
_refine_diff_density_min         -0.684
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     409
_refine_ls_number_reflns         9091
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0408
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0404P)²+2.0384P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0932
_refine_ls_wR_factor_ref         0.1022
_reflns_number_gt                7020
_reflns_number_total             9091
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ICA-2013-394-729-740-2.cif
_cod_data_source_block           11mz006_0m
_cod_depositor_comments
;

2019-06-04
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C54 H56 Cl8 Cu2 N4 O18'
_cod_original_formula_weight         1459.7
_cod_original_formula_moiety       'C48 H40 Cu2 N4 O16, 2(C H4 O), 4(C H2 Cl2)'
_cod_original_formula_units_Z            2
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1512820
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 0.708824(19) 0.234241(16) 0.549165(16) 0.01060(6) Uani 1 1 d .
N1 N 0.66364(13) 0.10966(11) 0.55677(11) 0.0134(3) Uani 1 1 d .
N2 N 0.76653(13) 0.35475(11) 0.54073(11) 0.0133(3) Uani 1 1 d .
O1 O 0.78848(11) 0.23003(10) 0.67302(9) 0.0135(3) Uani 1 1 d .
O2 O 0.93542(11) 0.17478(10) 0.65727(9) 0.0147(3) Uani 1 1 d .
O3 O 1.18432(13) 0.24201(14) 0.95114(12) 0.0278(4) Uani 1 1 d .
H31 H 1.202(3) 0.259(2) 0.995(2) 0.037(10) Uiso 1 1 d .
O4 O 0.85610(12) 0.33402(11) 0.98230(10) 0.0162(3) Uani 1 1 d .
H41 H 0.886(3) 0.334(2) 1.029(2) 0.039(10) Uiso 1 1 d .
O5 O 0.62988(11) 0.23884(10) 0.42431(9) 0.0140(3) Uani 1 1 d .
O6 O 0.48037(12) 0.29110(10) 0.43874(9) 0.0171(3) Uani 1 1 d .
O7 O 0.57403(11) 0.30607(10) 0.60039(10) 0.0134(3) Uani 1 1 d .
H71 H 0.543(2) 0.304(2) 0.548(2) 0.036(9) Uiso 1 1 d .
O8 O 0.25348(12) 0.20091(12) 0.62373(10) 0.0214(3) Uani 1 1 d .
H81 H 0.221(2) 0.176(2) 0.654(2) 0.038(9) Uiso 1 1 d .
C1 C 0.63228(17) 0.08038(15) 0.62603(14) 0.0178(4) Uani 1 1 d .
H1 H 0.629 0.1205 0.6716 0.021 Uiso 1 1 calc R
C2 C 0.60447(18) -0.00623(15) 0.63350(16) 0.0228(5) Uani 1 1 d .
H2 H 0.5807 -0.0248 0.6825 0.027 Uiso 1 1 calc R
C3 C 0.61193(19) -0.06541(15) 0.56821(17) 0.0256(5) Uani 1 1 d .
H3 H 0.5947 -0.1254 0.5724 0.031 Uiso 1 1 calc R
C4 C 0.64491(19) -0.03578(15) 0.49686(16) 0.0234(5) Uani 1 1 d .
H4 H 0.6509 -0.0752 0.4515 0.028 Uiso 1 1 calc R
C5 C 0.66895(17) 0.05215(14) 0.49283(14) 0.0170(4) Uani 1 1 d .
H5 H 0.69 0.0727 0.4431 0.02 Uiso 1 1 calc R
C6 C 0.78464(17) 0.41069(14) 0.60972(14) 0.0173(4) Uani 1 1 d .
H6 H 0.7662 0.3937 0.6618 0.021 Uiso 1 1 calc R
C7 C 0.8291(2) 0.49206(15) 0.60743(17) 0.0255(5) Uani 1 1 d .
H7 H 0.8392 0.5309 0.6565 0.031 Uiso 1 1 calc R
C8 C 0.8587(2) 0.51599(16) 0.53265(18) 0.0294(6) Uani 1 1 d .
H8 H 0.8907 0.5711 0.53 0.035 Uiso 1 1 calc R
C9 C 0.8408(2) 0.45840(16) 0.46169(16) 0.0254(5) Uani 1 1 d .
H9 H 0.861 0.473 0.4098 0.03 Uiso 1 1 calc R
C10 C 0.79304(17) 0.37920(14) 0.46782(14) 0.0176(4) Uani 1 1 d .
H10 H 0.7785 0.3407 0.4183 0.021 Uiso 1 1 calc R
C11 C 0.88294(15) 0.21214(13) 0.70200(13) 0.0114(4) Uani 1 1 d .
C12 C 0.93231(15) 0.23855(13) 0.79637(13) 0.0115(4) Uani 1 1 d .
C13 C 0.87233(16) 0.27666(13) 0.84639(13) 0.0126(4) Uani 1 1 d .
H13 H 0.8013 0.2867 0.8208 0.015 Uiso 1 1 calc R
C14 C 0.91782(15) 0.29991(13) 0.93427(13) 0.0116(4) Uani 1 1 d .
C15 C 1.02186(16) 0.28900(13) 0.97069(13) 0.0132(4) Uani 1 1 d .
H15 H 1.0527 0.306 1.0302 0.016 Uiso 1 1 calc R
C16 C 1.08129(16) 0.25278(14) 0.91918(14) 0.0161(4) Uani 1 1 d .
C17 C 1.03698(16) 0.22616(14) 0.83286(13) 0.0146(4) Uani 1 1 d .
H17 H 1.0776 0.1997 0.7989 0.018 Uiso 1 1 calc R
C18 C 0.51265(15) 0.27784(12) 0.65113(13) 0.0103(4) Uani 1 1 d .
C19 C 0.41119(16) 0.25418(13) 0.61291(13) 0.0129(4) Uani 1 1 d .
H19 H 0.3832 0.2577 0.5505 0.016 Uiso 1 1 calc R
C20 C 0.35129(15) 0.22543(13) 0.66679(13) 0.0133(4) Uani 1 1 d .
C21 C 0.39005(15) 0.22190(13) 0.75832(13) 0.0121(4) Uani 1 1 d .
H21 H 0.3478 0.2041 0.7949 0.015 Uiso 1 1 calc R
C22 C 0.49231(15) 0.24502(12) 0.79534(12) 0.0103(4) Uani 1 1 d .
C23 C 0.55427(15) 0.27276(13) 0.74230(12) 0.0111(4) Uani 1 1 d .
H23 H 0.6239 0.288 0.7681 0.013 Uiso 1 1 calc R
C24 C 0.53733(15) 0.26232(13) 0.39354(13) 0.0113(4) Uani 1 1 d .
O9 O 0.87517(13) 0.60274(10) 0.81683(10) 0.0172(3) Uani 1 1 d .
H91 H 0.930(2) 0.6234(18) 0.8224(18) 0.022(7) Uiso 1 1 d .
C25 C 0.8917(2) 0.52287(16) 0.86606(17) 0.0265(5) Uani 1 1 d .
H25A H 0.9518 0.5291 0.9169 0.04 Uiso 1 1 calc R
H25B H 0.9032 0.475 0.828 0.04 Uiso 1 1 calc R
H25C H 0.8313 0.5096 0.8871 0.04 Uiso 1 1 calc R
C31 C 0.1640(2) 0.10643(17) 0.2451(2) 0.0352(6) Uani 1 1 d .
H31A H 0.231 0.0967 0.2324 0.042 Uiso 1 1 calc R
H31B H 0.1736 0.1512 0.2925 0.042 Uiso 1 1 calc R
Cl1 Cl 0.12221(6) 0.00767(5) 0.28222(5) 0.03897(17) Uani 1 1 d .
Cl2 Cl 0.07520(6) 0.14552(4) 0.14894(5) 0.03698(17) Uani 1 1 d .
C32 C 0.4401(2) 0.01140(16) 0.86324(17) 0.0267(5) Uani 1 1 d .
H32A H 0.4196 0.0688 0.8828 0.032 Uiso 1 1 calc R
H32B H 0.4177 -0.0351 0.8981 0.032 Uiso 1 1 calc R
Cl3 Cl 0.57495(6) 0.00790(5) 0.88390(6) 0.04529(19) Uani 1 1 d .
Cl4 Cl 0.37855(6) -0.00377(4) 0.74933(4) 0.03227(15) Uani 1 1 d .
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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_3
O1 Cu1 O5 179.46(6) .
O1 Cu1 N1 90.36(7) .
O5 Cu1 N1 89.96(7) .
O1 Cu1 N2 88.52(7) .
O5 Cu1 N2 91.13(7) .
N1 Cu1 N2 174.75(7) .
O1 Cu1 O7 87.20(6) .
O5 Cu1 O7 93.18(6) .
N1 Cu1 O7 97.94(6) .
N2 Cu1 O7 87.13(6) .
C1 N1 C5 118.41(18) .
C1 N1 Cu1 121.95(14) .
C5 N1 Cu1 119.57(14) .
C10 N2 C6 118.42(18) .
C10 N2 Cu1 120.47(14) .
C6 N2 Cu1 121.02(14) .
C11 O1 Cu1 126.85(13) .
C16 O3 H31 111(3) .
C14 O4 H41 107(3) .
C24 O5 Cu1 127.48(13) .
C18 O7 Cu1 132.51(12) .
C18 O7 H71 110(2) .
Cu1 O7 H71 83(2) .
C20 O8 H81 116(2) .
N1 C1 C2 122.4(2) .
N1 C1 H1 118.8 .
C2 C1 H1 118.8 .
C1 C2 C3 118.8(2) .
C1 C2 H2 120.6 .
C3 C2 H2 120.6 .
C4 C3 C2 119.1(2) .
C4 C3 H3 120.5 .
C2 C3 H3 120.5 .
C5 C4 C3 118.9(2) .
C5 C4 H4 120.6 .
C3 C4 H4 120.6 .
N1 C5 C4 122.4(2) .
N1 C5 H5 118.8 .
C4 C5 H5 118.8 .
N2 C6 C7 122.3(2) .
N2 C6 H6 118.9 .
C7 C6 H6 118.9 .
C6 C7 C8 119.0(2) .
C6 C7 H7 120.5 .
C8 C7 H7 120.5 .
C7 C8 C9 119.0(2) .
C7 C8 H8 120.5 .
C9 C8 H8 120.5 .
C10 C9 C8 118.7(2) .
C10 C9 H9 120.6 .
C8 C9 H9 120.6 .
N2 C10 C9 122.6(2) .
N2 C10 H10 118.7 .
C9 C10 H10 118.7 .
O2 C11 O1 124.28(18) .
O2 C11 C12 119.91(18) .
O1 C11 C12 115.80(17) .
C17 C12 C13 120.45(18) .
C17 C12 C11 120.21(17) .
C13 C12 C11 119.33(18) .
C14 C13 C12 119.31(19) .
C14 C13 H13 120.3 .
C12 C13 H13 120.3 .
O4 C14 C15 121.60(18) .
O4 C14 C13 117.76(18) .
C15 C14 C13 120.64(18) .
C14 C15 C16 119.36(18) .
C14 C15 H15 120.3 .
C16 C15 H15 120.3 .
O3 C16 C17 117.26(18) .
O3 C16 C15 121.84(19) .
C17 C16 C15 120.90(19) .
C16 C17 C12 119.26(18) .
C16 C17 H17 120.4 .
C12 C17 H17 120.4 .
O7 C18 C23 118.25(17) .
O7 C18 C19 121.07(17) .
C23 C18 C19 120.67(17) .
C20 C19 C18 119.35(18) .
C20 C19 H19 120.3 .
C18 C19 H19 120.3 .
O8 C20 C19 115.61(18) .
O8 C20 C21 123.17(18) .
C19 C20 C21 121.22(19) .
C20 C21 C22 118.56(18) .
C20 C21 H21 120.7 .
C22 C21 H21 120.7 .
C23 C22 C21 121.10(18) .
C23 C22 C24 119.30(18) 4_566
C21 C22 C24 119.58(17) 4_566
C18 C23 C22 119.06(18) .
C18 C23 H23 120.5 .
C22 C23 H23 120.5 .
O6 C24 O5 125.24(18) .
O6 C24 C22 117.47(18) 4_565
O5 C24 C22 117.29(17) 4_565
C25 O9 H91 106(2) .
O9 C25 H25A 109.5 .
O9 C25 H25B 109.5 .
H25A C25 H25B 109.5 .
O9 C25 H25C 109.5 .
H25A C25 H25C 109.5 .
H25B C25 H25C 109.5 .
Cl1 C31 Cl2 111.44(17) .
Cl1 C31 H31A 109.3 .
Cl2 C31 H31A 109.3 .
Cl1 C31 H31B 109.3 .
Cl2 C31 H31B 109.3 .
H31A C31 H31B 108 .
Cl3 C32 Cl4 111.47(14) .
Cl3 C32 H32A 109.3 .
Cl4 C32 H32A 109.3 .
Cl3 C32 H32B 109.3 .
Cl4 C32 H32B 109.3 .
H32A C32 H32B 108 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.9520(15) .
Cu1 O5 1.9627(15) .
Cu1 N1 2.0066(18) .
Cu1 N2 2.0125(18) .
Cu1 O7 2.4389(14) .
N1 C1 1.342(3) .
N1 C5 1.346(3) .
N2 C10 1.338(3) .
N2 C6 1.346(3) .
O1 C11 1.267(2) .
O2 C11 1.259(2) .
O3 C16 1.360(3) .
O3 H31 0.71(3) .
O4 C14 1.367(2) .
O4 H41 0.74(3) .
O5 C24 1.267(2) .
O6 C24 1.256(2) .
O7 C18 1.363(2) .
O7 H71 0.82(3) .
O8 C20 1.367(2) .
O8 H81 0.82(3) .
C1 C2 1.385(3) .
C1 H1 0.95 .
C2 C3 1.387(3) .
C2 H2 0.95 .
C3 C4 1.385(3) .
C3 H3 0.95 .
C4 C5 1.383(3) .
C4 H4 0.95 .
C5 H5 0.95 .
C6 C7 1.382(3) .
C6 H6 0.95 .
C7 C8 1.383(3) .
C7 H7 0.95 .
C8 C9 1.385(4) .
C8 H8 0.95 .
C9 C10 1.384(3) .
C9 H9 0.95 .
C10 H10 0.95 .
C11 C12 1.505(3) .
C12 C17 1.391(3) .
C12 C13 1.396(3) .
C13 C14 1.395(3) .
C13 H13 0.95 .
C14 C15 1.381(3) .
C15 C16 1.396(3) .
C15 H15 0.95 .
C16 C17 1.385(3) .
C17 H17 0.95 .
C18 C23 1.390(3) .
C18 C19 1.391(3) .
C19 C20 1.388(3) .
C19 H19 0.95 .
C20 C21 1.389(3) .
C21 C22 1.395(3) .
C21 H21 0.95 .
C22 C23 1.394(3) .
C22 C24 1.499(3) 4_566
C23 H23 0.95 .
C24 C22 1.499(3) 4_565
O9 C25 1.425(3) .
O9 H91 0.79(3) .
C25 H25A 0.98 .
C25 H25B 0.98 .
C25 H25C 0.98 .
C31 Cl1 1.759(3) .
C31 Cl2 1.760(3) .
C31 H31A 0.99 .
C31 H31B 0.99 .
C32 Cl3 1.766(3) .
C32 Cl4 1.771(3) .
C32 H32A 0.99 .
C32 H32B 0.99 .
