#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:06:53 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179557 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/26/4502657.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_4502657
loop_
_publ_author_name
'Hua, Qin'
'Zhao, Yue'
'Xu, Guan-Cheng'
'Chen, Man-Sheng'
'Su, Zhi'
'Cai, Kai'
'Sun, Wei-Yin'
_publ_section_title
;
 Synthesis, Structures, and Properties of Zinc(II) and Cadmium(II)
 Complexes with 1,2,4,5-Tetrakis(imidazol-1-ylmethyl)benzene and
 Multicarboxylate Ligands
;
_journal_issue                   6
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2553
_journal_paper_doi               10.1021/cg901480y
_journal_volume                  10
_journal_year                    2010
_chemical_formula_sum            'C40 H28 N8 O17 Zn3'
_chemical_formula_weight         1088.81
_chemical_name_systematic
; 
 ? 
;
_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                 119.188(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   27.573(3)
_cell_length_b                   11.0654(12)
_cell_length_c                   16.6196(18)
_cell_measurement_reflns_used    1678
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.55
_cell_measurement_theta_min      2.69
_cell_volume                     4426.9(8)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0553
_diffrn_reflns_av_sigmaI/netI    0.0896
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11191
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.03
_exptl_absorpt_coefficient_mu    1.696
_exptl_absorpt_correction_T_max  0.8097
_exptl_absorpt_correction_T_min  0.7500
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2200
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.687
_refine_diff_density_min         -0.513
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.907
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         4104
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.907
_refine_ls_R_factor_all          0.0828
_refine_ls_R_factor_gt           0.0515
_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)+(0.0448P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1037
_refine_ls_wR_factor_ref         0.1124
_reflns_number_gt                2675
_reflns_number_total             4104
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg901480y_si_002.cif
_cod_data_source_block           4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4502657
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_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
O3 O 0.20182(17) -0.0348(3) 1.0995(3) 0.0708(12) Uani 1 1 d .
O4 O 0.26390(15) -0.0878(3) 1.0617(2) 0.0601(11) Uani 1 1 d .
O6 O 0.21336(14) 0.2540(3) 0.7269(2) 0.0493(9) Uani 1 1 d .
C5 C 0.2248(2) -0.0189(5) 1.0531(3) 0.0502(15) Uani 1 1 d .
Zn1 Zn 0.0000 0.45404(6) 0.7500 0.0311(2) Uani 1 2 d S
Zn2 Zn 0.25044(2) 0.70627(6) 0.84854(4) 0.0452(2) Uani 1 1 d .
N3 N 0.12522(14) 0.9562(3) 0.7320(2) 0.0333(9) Uani 1 1 d .
C15 C 0.02670(17) 0.9113(4) 0.5628(3) 0.0324(11) Uani 1 1 d .
H15 H 0.0449 0.8510 0.6063 0.039 Uiso 1 1 calc R
N2 N -0.01363(16) 0.6706(3) 0.5365(3) 0.0369(10) Uani 1 1 d .
O1 O 0.07035(12) 0.3704(3) 0.7982(2) 0.0486(9) Uani 1 1 d .
N4 N 0.18117(14) 0.8067(3) 0.8010(2) 0.0379(10) Uani 1 1 d .
N1 N 0.00577(14) 0.5575(3) 0.6561(3) 0.0346(10) Uani 1 1 d .
C2 C 0.13989(17) 0.2336(4) 0.8939(3) 0.0297(11) Uani 1 1 d .
C14 C -0.02017(17) 0.8823(4) 0.4824(3) 0.0289(11) Uani 1 1 d .
C7 C 0.21433(18) 0.1842(4) 0.8620(3) 0.0328(11) Uani 1 1 d .
C16 C 0.04768(16) 1.0269(4) 0.5813(3) 0.0293(11) Uani 1 1 d .
C1 C 0.0859(2) 0.2991(5) 0.8647(3) 0.0411(12) Uani 1 1 d .
C11 C 0.0373(2) 0.6230(4) 0.5648(3) 0.0421(13) Uani 1 1 d .
H11 H 0.0599 0.6356 0.5384 0.050 Uiso 1 1 calc R
O1W O 0.30558(13) 0.8127(3) 0.9588(2) 0.0549(10) Uani 1 1 d .
C17 C 0.09971(17) 1.0590(4) 0.6705(3) 0.0404(13) Uani 1 1 d .
H17A H 0.1267 1.0942 0.6558 0.048 Uiso 1 1 calc R
H17B H 0.0903 1.1198 0.7027 0.048 Uiso 1 1 calc R
C3 C 0.15933(19) 0.1469(4) 0.9630(3) 0.0366(12) Uani 1 1 d .
H3 H 0.1406 0.1334 0.9960 0.044 Uiso 1 1 calc R
C9 C 0.16773(18) 0.2509(4) 0.8444(3) 0.0305(11) Uani 1 1 d .
H9 H 0.1547 0.3090 0.7981 0.037 Uiso 1 1 calc R
C12 C -0.03080(19) 0.6284(4) 0.5930(3) 0.0387(12) Uani 1 1 d .
H12 H -0.0650 0.6472 0.5882 0.046 Uiso 1 1 calc R
C4 C 0.20637(19) 0.0806(4) 0.9830(3) 0.0348(12) Uani 1 1 d .
C10 C 0.04892(19) 0.5541(4) 0.6381(3) 0.0403(13) Uani 1 1 d .
H10 H 0.0816 0.5105 0.6718 0.048 Uiso 1 1 calc R
C13 C -0.04233(19) 0.7542(4) 0.4603(3) 0.0422(13) Uani 1 1 d .
H13A H -0.0815 0.7549 0.4425 0.051 Uiso 1 1 calc R
H13B H -0.0391 0.7253 0.4079 0.051 Uiso 1 1 calc R
C6 C 0.23333(18) 0.1004(4) 0.9325(3) 0.0359(12) Uani 1 1 d .
H6 H 0.2651 0.0560 0.9463 0.043 Uiso 1 1 calc R
C20 C 0.16879(18) 0.8941(4) 0.7410(3) 0.0375(12) Uani 1 1 d .
H20 H 0.1879 0.9104 0.7091 0.045 Uiso 1 1 calc R
C19 C 0.14365(19) 0.8138(5) 0.8312(3) 0.0481(14) Uani 1 1 d .
H19 H 0.1422 0.7627 0.8744 0.058 Uiso 1 1 calc R
C18 C 0.10889(19) 0.9060(5) 0.7890(3) 0.0446(13) Uani 1 1 d .
H18 H 0.0794 0.9306 0.7973 0.054 Uiso 1 1 calc R
O2 O 0.05744(17) 0.2733(4) 0.9004(3) 0.0933(16) Uani 1 1 d .
O3W O 0.34880(17) 0.0457(5) 0.3865(4) 0.140(2) Uani 1 1 d .
O2W O 0.0000 0.9182(5) 0.2500 0.106(2) Uani 1 2 d S
O5 O 0.28110(17) 0.1355(4) 0.8161(3) 0.0842(14) Uani 1 1 d .
C8 C 0.2389(2) 0.1923(4) 0.7993(4) 0.0415(13) 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 0.0000 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C5 O3 Zn2 88.6(3) . 7_557
C5 O4 Zn2 90.7(3) . 7_557
C8 O6 Zn2 103.7(3) . 4_546
O3 C5 O4 120.9(5) . .
O3 C5 C4 120.6(5) . .
O4 C5 C4 118.5(5) . .
O3 C5 Zn2 62.2(3) . 7_557
O4 C5 Zn2 59.1(3) . 7_557
C4 C5 Zn2 171.8(3) . 7_557
O1 Zn1 O1 122.9(2) 2_556 .
O1 Zn1 N1 98.70(14) 2_556 2_556
O1 Zn1 N1 113.29(14) . 2_556
O1 Zn1 N1 113.29(14) 2_556 .
O1 Zn1 N1 98.70(14) . .
N1 Zn1 N1 110.3(2) 2_556 .
N4 Zn2 O6 105.96(15) . 4_556
N4 Zn2 O1W 100.30(14) . .
O6 Zn2 O1W 91.64(14) 4_556 .
N4 Zn2 O4 98.50(15) . 7_557
O6 Zn2 O4 154.16(14) 4_556 7_557
O1W Zn2 O4 92.09(14) . 7_557
N4 Zn2 O3 153.10(16) . 7_557
O6 Zn2 O3 94.90(14) 4_556 7_557
O1W Zn2 O3 95.79(14) . 7_557
O4 Zn2 O3 59.28(14) 7_557 7_557
N4 Zn2 C5 127.94(18) . 7_557
O6 Zn2 C5 124.01(17) 4_556 7_557
O1W Zn2 C5 92.52(14) . 7_557
O4 Zn2 C5 30.25(15) 7_557 7_557
O3 Zn2 C5 29.16(15) 7_557 7_557
C20 N3 C18 107.5(4) . .
C20 N3 C17 125.7(4) . .
C18 N3 C17 126.8(4) . .
C14 C15 C16 122.0(4) . .
C14 C15 H15 119.0 . .
C16 C15 H15 119.0 . .
C12 N2 C11 106.6(4) . .
C12 N2 C13 127.7(4) . .
C11 N2 C13 125.7(4) . .
C1 O1 Zn1 120.6(3) . .
C20 N4 C19 106.1(4) . .
C20 N4 Zn2 123.5(3) . .
C19 N4 Zn2 129.7(3) . .
C12 N1 C10 104.8(4) . .
C12 N1 Zn1 130.3(3) . .
C10 N1 Zn1 124.4(3) . .
C9 C2 C3 119.0(4) . .
C9 C2 C1 119.2(4) . .
C3 C2 C1 121.4(4) . .
C15 C14 C16 118.7(4) . 5_576
C15 C14 C13 122.2(4) . .
C16 C14 C13 119.1(4) 5_576 .
C6 C7 C9 117.8(4) . .
C6 C7 C8 121.1(4) . .
C9 C7 C8 120.7(4) . .
C15 C16 C14 119.3(4) . 5_576
C15 C16 C17 121.9(4) . .
C14 C16 C17 118.7(4) 5_576 .
O2 C1 O1 123.4(5) . .
O2 C1 C2 119.8(5) . .
O1 C1 C2 116.5(4) . .
C10 C11 N2 106.6(4) . .
C10 C11 H11 126.7 . .
N2 C11 H11 126.7 . .
N3 C17 C16 113.8(3) . .
N3 C17 H17A 108.8 . .
C16 C17 H17A 108.8 . .
N3 C17 H17B 108.8 . .
C16 C17 H17B 108.8 . .
H17A C17 H17B 107.7 . .
C4 C3 C2 120.3(4) . .
C4 C3 H3 119.9 . .
C2 C3 H3 119.9 . .
C7 C9 C2 121.8(4) . .
C7 C9 H9 119.1 . .
C2 C9 H9 119.1 . .
N1 C12 N2 112.2(4) . .
N1 C12 H12 123.9 . .
N2 C12 H12 123.9 . .
C3 C4 C6 119.3(4) . .
C3 C4 C5 120.0(5) . .
C6 C4 C5 120.5(4) . .
C11 C10 N1 109.8(4) . .
C11 C10 H10 125.1 . .
N1 C10 H10 125.1 . .
N2 C13 C14 113.6(3) . .
N2 C13 H13A 108.8 . .
C14 C13 H13A 108.8 . .
N2 C13 H13B 108.8 . .
C14 C13 H13B 108.8 . .
H13A C13 H13B 107.7 . .
C7 C6 C4 121.8(4) . .
C7 C6 H6 119.1 . .
C4 C6 H6 119.1 . .
N4 C20 N3 110.7(4) . .
N4 C20 H20 124.7 . .
N3 C20 H20 124.7 . .
C18 C19 N4 109.3(4) . .
C18 C19 H19 125.3 . .
N4 C19 H19 125.3 . .
C19 C18 N3 106.4(4) . .
C19 C18 H18 126.8 . .
N3 C18 H18 126.8 . .
O5 C8 O6 121.4(5) . .
O5 C8 C7 120.7(5) . .
O6 C8 C7 117.8(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O3 C5 1.228(6) .
O3 Zn2 2.229(4) 7_557
O4 C5 1.270(6) .
O4 Zn2 2.162(4) 7_557
O6 C8 1.258(6) .
O6 Zn2 2.017(3) 4_546
C5 C4 1.501(6) .
C5 Zn2 2.520(5) 7_557
Zn1 O1 1.935(3) 2_556
Zn1 O1 1.935(3) .
Zn1 N1 2.003(4) 2_556
Zn1 N1 2.003(4) .
Zn2 N4 2.009(4) .
Zn2 O6 2.017(3) 4_556
Zn2 O1W 2.083(3) .
Zn2 O4 2.162(4) 7_557
Zn2 O3 2.229(4) 7_557
Zn2 C5 2.520(5) 7_557
N3 C20 1.327(5) .
N3 C18 1.351(6) .
N3 C17 1.460(5) .
C15 C14 1.369(5) .
C15 C16 1.376(6) .
C15 H15 0.9300 .
N2 C12 1.326(6) .
N2 C11 1.352(5) .
N2 C13 1.452(5) .
O1 C1 1.252(5) .
N4 C20 1.309(5) .
N4 C19 1.354(6) .
N1 C12 1.304(5) .
N1 C10 1.362(5) .
C2 C9 1.385(6) .
C2 C3 1.387(6) .
C2 C1 1.509(6) .
C14 C16 1.386(5) 5_576
C14 C13 1.517(6) .
C7 C6 1.382(6) .
C7 C9 1.384(6) .
C7 C8 1.496(6) .
C16 C14 1.386(5) 5_576
C16 C17 1.520(5) .
C1 O2 1.225(6) .
C11 C10 1.337(6) .
C11 H11 0.9300 .
C17 H17A 0.9700 .
C17 H17B 0.9700 .
C3 C4 1.383(6) .
C3 H3 0.9300 .
C9 H9 0.9300 .
C12 H12 0.9300 .
C4 C6 1.383(6) .
C10 H10 0.9300 .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C6 H6 0.9300 .
C20 H20 0.9300 .
C19 C18 1.340(6) .
C19 H19 0.9300 .
C18 H18 0.9300 .
O5 C8 1.230(5) .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
Zn2 O3 C5 O4 -7.2(5) 7_557 .
Zn2 O3 C5 C4 171.2(4) 7_557 .
Zn2 O4 C5 O3 7.4(5) 7_557 .
Zn2 O4 C5 C4 -171.0(4) 7_557 .
O1 Zn1 O1 C1 -59.2(4) 2_556 .
N1 Zn1 O1 C1 59.1(4) 2_556 .
N1 Zn1 O1 C1 175.7(4) . .
O6 Zn2 N4 C20 -7.4(4) 4_556 .
O1W Zn2 N4 C20 87.3(4) . .
O4 Zn2 N4 C20 -179.0(4) 7_557 .
O3 Zn2 N4 C20 -146.9(4) 7_557 .
C5 Zn2 N4 C20 -171.3(3) 7_557 .
O6 Zn2 N4 C19 -176.3(4) 4_556 .
O1W Zn2 N4 C19 -81.6(4) . .
O4 Zn2 N4 C19 12.1(5) 7_557 .
O3 Zn2 N4 C19 44.2(6) 7_557 .
C5 Zn2 N4 C19 19.9(5) 7_557 .
O1 Zn1 N1 C12 41.3(4) 2_556 .
O1 Zn1 N1 C12 172.9(4) . .
N1 Zn1 N1 C12 -68.2(4) 2_556 .
O1 Zn1 N1 C10 -129.2(4) 2_556 .
O1 Zn1 N1 C10 2.3(4) . .
N1 Zn1 N1 C10 121.2(4) 2_556 .
C16 C15 C14 C16 -1.2(8) . 5_576
C16 C15 C14 C13 177.8(4) . .
C14 C15 C16 C14 1.2(8) . 5_576
C14 C15 C16 C17 -180.0(4) . .
Zn1 O1 C1 O2 3.5(8) . .
Zn1 O1 C1 C2 176.9(3) . .
C9 C2 C1 O2 170.9(5) . .
C3 C2 C1 O2 -2.3(7) . .
C9 C2 C1 O1 -2.8(6) . .
C3 C2 C1 O1 -175.9(4) . .
C12 N2 C11 C10 -0.3(5) . .
C13 N2 C11 C10 178.1(4) . .
C20 N3 C17 C16 99.7(5) . .
C18 N3 C17 C16 -79.6(6) . .
C15 C16 C17 N3 1.5(7) . .
C14 C16 C17 N3 -179.7(4) 5_576 .
C9 C2 C3 C4 1.1(6) . .
C1 C2 C3 C4 174.3(4) . .
C6 C7 C9 C2 -1.3(6) . .
C8 C7 C9 C2 171.4(4) . .
C3 C2 C9 C7 0.0(6) . .
C1 C2 C9 C7 -173.3(4) . .
C10 N1 C12 N2 -0.3(5) . .
Zn1 N1 C12 N2 -172.2(3) . .
C11 N2 C12 N1 0.4(5) . .
C13 N2 C12 N1 -178.0(4) . .
C2 C3 C4 C6 -0.9(7) . .
C2 C3 C4 C5 -175.7(4) . .
O3 C5 C4 C3 -7.1(7) . .
O4 C5 C4 C3 171.4(4) . .
Zn2 C5 C4 C3 101(3) 7_557 .
O3 C5 C4 C6 178.2(5) . .
O4 C5 C4 C6 -3.3(7) . .
Zn2 C5 C4 C6 -74(3) 7_557 .
N2 C11 C10 N1 0.2(5) . .
C12 N1 C10 C11 0.0(5) . .
Zn1 N1 C10 C11 172.6(3) . .
C12 N2 C13 C14 102.2(5) . .
C11 N2 C13 C14 -75.9(6) . .
C15 C14 C13 N2 7.5(7) . .
C16 C14 C13 N2 -173.5(4) 5_576 .
C9 C7 C6 C4 1.5(6) . .
C8 C7 C6 C4 -171.1(4) . .
C3 C4 C6 C7 -0.4(7) . .
C5 C4 C6 C7 174.3(4) . .
C19 N4 C20 N3 0.1(5) . .
Zn2 N4 C20 N3 -171.0(3) . .
C18 N3 C20 N4 0.0(5) . .
C17 N3 C20 N4 -179.5(4) . .
C20 N4 C19 C18 -0.1(6) . .
Zn2 N4 C19 C18 170.2(3) . .
N4 C19 C18 N3 0.1(6) . .
C20 N3 C18 C19 0.0(5) . .
C17 N3 C18 C19 179.4(4) . .
Zn2 O6 C8 O5 9.9(6) 4_546 .
Zn2 O6 C8 C7 -166.5(3) 4_546 .
C6 C7 C8 O5 -9.4(7) . .
C9 C7 C8 O5 178.2(4) . .
C6 C7 C8 O6 167.1(4) . .
C9 C7 C8 O6 -5.4(6) . .
