#------------------------------------------------------------------------------
#$Date: 2016-03-26 19:58:17 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180458 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/27/7212733.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_7212733
loop_
_publ_author_name
'Liu, Dong'
'Li, Hong-Xi'
'Liu, Lei-Lei'
'Wang, He-Ming'
'Li, Ni-Ya'
'Ren, Zhi-Gang'
'Lang, Jian-Ping'
_publ_section_title
;
 How do substituent groups in the 5-position of 1,3-benzenedicarboxylate
 affect the construction of supramolecular frameworks?
;
_journal_issue                   11
_journal_name_full               CrystEngComm
_journal_page_first              3708
_journal_paper_doi               10.1039/c005322h
_journal_volume                  12
_journal_year                    2010
_chemical_formula_moiety         'C28 H22 N2 O6 Zn'
_chemical_formula_sum            'C28 H22 N2 O6 Zn'
_chemical_formula_weight         547.87
_chemical_name_systematic
;
?
;
_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                112.61(3)
_cell_angle_beta                 90.52(3)
_cell_angle_gamma                104.61(3)
_cell_formula_units_Z            2
_cell_length_a                   9.6852(19)
_cell_length_b                   10.650(2)
_cell_length_c                   12.977(3)
_cell_measurement_reflns_used    5251
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      27.4778
_cell_measurement_theta_min      3.2372
_cell_volume                     1187.3(6)
_computing_cell_refinement       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_data_collection       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_data_reduction
'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Rigaku MercuryCCD area detector'
_diffrn_measurement_method       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  0.0391
_diffrn_reflns_av_sigmaI/netI    0.0606
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11425
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.24
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.083
_exptl_absorpt_correction_T_max  0.8289
_exptl_absorpt_correction_T_min  0.6414
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Jacobson, R. (1998) Private communication to Rigaku Company, Tokyo, Japan.'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             564
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.490
_refine_diff_density_min         -0.376
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         5327
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0420
_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)+(0.0386P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0832
_refine_ls_wR_factor_ref         0.0894
_reflns_number_gt                4326
_reflns_number_total             5327
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c005322h.txt
_cod_data_source_block           1
_cod_database_code               7212733
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Zn1 Zn 0.73857(3) 0.40908(3) 0.34875(2) 0.03061(10) Uani 1 1 d .
C1 C 0.5519(2) 0.3048(3) 0.4896(2) 0.0370(6) Uani 1 1 d .
H1 H 0.4917 0.3457 0.4634 0.044 Uiso 1 1 calc R
C2 C 0.5031(3) 0.2440(3) 0.5626(2) 0.0406(6) Uani 1 1 d .
H2 H 0.4112 0.2440 0.5854 0.049 Uiso 1 1 calc R
C3 C 0.5885(3) 0.1820(3) 0.6034(2) 0.0359(6) Uani 1 1 d .
C4 C 0.7216(3) 0.1852(3) 0.5649(2) 0.0430(7) Uani 1 1 d .
H4 H 0.7828 0.1432 0.5887 0.052 Uiso 1 1 calc R
C5 C 0.7649(3) 0.2491(3) 0.4923(2) 0.0409(6) Uani 1 1 d .
H5 H 0.8567 0.2511 0.4687 0.049 Uiso 1 1 calc R
C6 C 0.5437(3) 0.1160(3) 0.6827(2) 0.0427(6) Uani 1 1 d .
H6 H 0.5889 0.0494 0.6871 0.051 Uiso 1 1 calc R
C7 C 0.4438(3) 0.1454(3) 0.7476(2) 0.0414(6) Uani 1 1 d .
H7 H 0.4026 0.2137 0.7414 0.050 Uiso 1 1 calc R
C8 C 0.3873(3) 0.0862(3) 0.8288(2) 0.0394(6) Uani 1 1 d .
C9 C 0.2976(3) 0.1494(3) 0.9008(2) 0.0462(7) Uani 1 1 d .
H9 H 0.2783 0.2304 0.8980 0.055 Uiso 1 1 calc R
C10 C 0.2355(3) 0.0974(3) 0.9765(2) 0.0461(7) Uani 1 1 d .
H10 H 0.1764 0.1440 1.0254 0.055 Uiso 1 1 calc R
C11 C 0.2599(3) -0.0250(3) 0.9809(2) 0.0380(6) Uani 1 1 d .
C12 C 0.3500(3) -0.0902(3) 0.9078(2) 0.0440(7) Uani 1 1 d .
H12 H 0.3672 -0.1725 0.9093 0.053 Uiso 1 1 calc R
C13 C 0.4141(3) -0.0355(3) 0.8334(2) 0.0421(6) Uani 1 1 d .
H13 H 0.4757 -0.0798 0.7858 0.050 Uiso 1 1 calc R
C14 C 0.1926(3) -0.0859(3) 1.0578(2) 0.0412(6) Uani 1 1 d .
H14 H 0.1981 -0.1773 1.0457 0.049 Uiso 1 1 calc R
C15 C 0.1247(3) -0.0244(3) 1.1429(2) 0.0443(7) Uani 1 1 d .
H15 H 0.1252 0.0695 1.1583 0.053 Uiso 1 1 calc R
C16 C 0.0491(3) -0.0888(3) 1.2148(2) 0.0382(6) Uani 1 1 d .
C17 C -0.0090(3) -0.0098(3) 1.3069(2) 0.0505(7) Uani 1 1 d .
H17 H 0.0026 0.0868 1.3248 0.061 Uiso 1 1 calc R
C18 C -0.0835(3) -0.0734(3) 1.3720(2) 0.0470(7) Uani 1 1 d .
H18 H -0.1220 -0.0174 1.4335 0.056 Uiso 1 1 calc R
C19 C -0.0504(3) -0.2846(3) 1.2637(2) 0.0414(6) Uani 1 1 d .
H19 H -0.0653 -0.3814 1.2469 0.050 Uiso 1 1 calc R
C20 C 0.0260(3) -0.2307(3) 1.1937(2) 0.0416(6) Uani 1 1 d .
H20 H 0.0620 -0.2897 1.1322 0.050 Uiso 1 1 calc R
C21 C 0.3806(2) 0.4422(2) 0.18865(18) 0.0266(5) Uani 1 1 d .
C22 C 0.2681(2) 0.4028(2) 0.24599(18) 0.0269(5) Uani 1 1 d .
H22 H 0.2847 0.3737 0.3036 0.032 Uiso 1 1 calc R
C23 C 0.1308(2) 0.4069(2) 0.21743(18) 0.0249(5) Uani 1 1 d .
C24 C 0.1066(2) 0.4464(3) 0.12980(19) 0.0284(5) Uani 1 1 d .
H24 H 0.0130 0.4444 0.1079 0.034 Uiso 1 1 calc R
C25 C 0.2192(2) 0.4887(3) 0.07461(19) 0.0294(5) Uani 1 1 d .
C26 C 0.3566(2) 0.4891(3) 0.10574(19) 0.0291(5) Uani 1 1 d .
H26 H 0.4339 0.5214 0.0706 0.035 Uiso 1 1 calc R
C27 C 0.5314(2) 0.4388(3) 0.21593(19) 0.0299(5) Uani 1 1 d .
C28 C 0.0104(2) 0.3758(2) 0.28462(19) 0.0261(5) Uani 1 1 d .
N1 N 0.6820(2) 0.3090(2) 0.45333(16) 0.0304(4) Uani 1 1 d .
N2 N -0.1044(2) -0.2097(2) 1.35311(17) 0.0372(5) Uani 1 1 d .
O1 O 0.7909(2) 0.6136(2) 0.45895(17) 0.0380(5) Uani 1 1 d .
H1W H 0.845(4) 0.623(3) 0.508(3) 0.071(12) Uiso 1 1 d .
H2W H 0.820(4) 0.668(4) 0.433(3) 0.066(12) Uiso 1 1 d .
O2 O 0.54585(16) 0.38659(19) 0.28759(14) 0.0359(4) Uani 1 1 d .
O3 O 0.63018(17) 0.4868(2) 0.17077(16) 0.0490(5) Uani 1 1 d .
O4 O -0.10924(16) 0.38952(18) 0.25476(14) 0.0335(4) Uani 1 1 d .
O5 O 0.02973(16) 0.3426(2) 0.36375(14) 0.0385(4) Uani 1 1 d .
O6 O 0.19032(17) 0.5325(2) -0.00748(14) 0.0407(5) Uani 1 1 d .
H6A H 0.2650 0.5529 -0.0355 0.061 Uiso 1 1 calc R
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
O4 Zn1 O2 121.09(7) 1_655 .
O4 Zn1 O1 106.63(8) 1_655 .
O2 Zn1 O1 100.61(9) . .
O4 Zn1 N1 125.96(7) 1_655 .
O2 Zn1 N1 97.53(8) . .
O1 Zn1 N1 100.85(9) . .
N1 C1 C2 123.2(2) . .
N1 C1 H1 118.4 . .
C2 C1 H1 118.4 . .
C1 C2 C3 120.4(2) . .
C1 C2 H2 119.8 . .
C3 C2 H2 119.8 . .
C4 C3 C2 116.2(2) . .
C4 C3 C6 120.4(2) . .
C2 C3 C6 123.4(2) . .
C5 C4 C3 120.6(2) . .
C5 C4 H4 119.7 . .
C3 C4 H4 119.7 . .
N1 C5 C4 122.9(2) . .
N1 C5 H5 118.5 . .
C4 C5 H5 118.5 . .
C7 C6 C3 123.0(3) . .
C7 C6 H6 118.5 . .
C3 C6 H6 118.5 . .
C6 C7 C8 128.6(3) . .
C6 C7 H7 115.7 . .
C8 C7 H7 115.7 . .
C9 C8 C13 118.4(3) . .
C9 C8 C7 118.2(2) . .
C13 C8 C7 123.4(2) . .
C10 C9 C8 121.9(3) . .
C10 C9 H9 119.0 . .
C8 C9 H9 119.0 . .
C9 C10 C11 120.3(3) . .
C9 C10 H10 119.9 . .
C11 C10 H10 119.9 . .
C12 C11 C10 118.2(2) . .
C12 C11 C14 119.8(2) . .
C10 C11 C14 121.9(2) . .
C13 C12 C11 121.1(3) . .
C13 C12 H12 119.5 . .
C11 C12 H12 119.5 . .
C12 C13 C8 120.1(3) . .
C12 C13 H13 119.9 . .
C8 C13 H13 119.9 . .
C15 C14 C11 126.2(3) . .
C15 C14 H14 116.9 . .
C11 C14 H14 116.9 . .
C14 C15 C16 126.1(3) . .
C14 C15 H15 116.9 . .
C16 C15 H15 116.9 . .
C20 C16 C17 116.4(2) . .
C20 C16 C15 122.9(2) . .
C17 C16 C15 120.7(2) . .
C18 C17 C16 119.9(3) . .
C18 C17 H17 120.1 . .
C16 C17 H17 120.1 . .
N2 C18 C17 124.1(3) . .
N2 C18 H18 118.0 . .
C17 C18 H18 118.0 . .
N2 C19 C20 124.8(3) . .
N2 C19 H19 117.6 . .
C20 C19 H19 117.6 . .
C19 C20 C16 119.4(2) . .
C19 C20 H20 120.3 . .
C16 C20 H20 120.3 . .
C26 C21 C22 120.03(19) . .
C26 C21 C27 118.2(2) . .
C22 C21 C27 121.7(2) . .
C23 C22 C21 119.7(2) . .
C23 C22 H22 120.2 . .
C21 C22 H22 120.2 . .
C22 C23 C24 119.7(2) . .
C22 C23 C28 120.30(19) . .
C24 C23 C28 119.94(18) . .
C25 C24 C23 120.57(19) . .
C25 C24 H24 119.7 . .
C23 C24 H24 119.7 . .
O6 C25 C24 118.11(19) . .
O6 C25 C26 122.3(2) . .
C24 C25 C26 119.6(2) . .
C25 C26 C21 120.3(2) . .
C25 C26 H26 119.8 . .
C21 C26 H26 119.8 . .
O3 C27 O2 124.8(2) . .
O3 C27 C21 119.6(2) . .
O2 C27 C21 115.65(19) . .
O5 C28 O4 123.7(2) . .
O5 C28 C23 121.18(18) . .
O4 C28 C23 115.09(19) . .
C5 N1 C1 116.7(2) . .
C5 N1 Zn1 125.60(16) . .
C1 N1 Zn1 117.63(16) . .
C19 N2 C18 115.4(2) . .
Zn1 O1 H1W 109(2) . .
Zn1 O1 H2W 115(3) . .
H1W O1 H2W 111(3) . .
C27 O2 Zn1 118.60(14) . .
C28 O4 Zn1 123.34(15) . 1_455
C25 O6 H6A 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O4 1.9225(16) 1_655
Zn1 O2 1.9424(16) .
Zn1 O1 2.020(2) .
Zn1 N1 2.027(2) .
C1 N1 1.345(3) .
C1 C2 1.367(3) .
C1 H1 0.9400 .
C2 C3 1.391(3) .
C2 H2 0.9400 .
C3 C4 1.384(3) .
C3 C6 1.468(3) .
C4 C5 1.373(3) .
C4 H4 0.9400 .
C5 N1 1.344(3) .
C5 H5 0.9400 .
C6 C7 1.307(4) .
C6 H6 0.9400 .
C7 C8 1.469(4) .
C7 H7 0.9400 .
C8 C9 1.381(4) .
C8 C13 1.407(4) .
C9 C10 1.376(4) .
C9 H9 0.9400 .
C10 C11 1.403(4) .
C10 H10 0.9400 .
C11 C12 1.399(4) .
C11 C14 1.463(3) .
C12 C13 1.386(4) .
C12 H12 0.9400 .
C13 H13 0.9400 .
C14 C15 1.325(4) .
C14 H14 0.9400 .
C15 C16 1.459(3) .
C15 H15 0.9400 .
C16 C20 1.385(4) .
C16 C17 1.389(3) .
C17 C18 1.377(4) .
C17 H17 0.9400 .
C18 N2 1.336(3) .
C18 H18 0.9400 .
C19 N2 1.329(3) .
C19 C20 1.378(3) .
C19 H19 0.9400 .
C20 H20 0.9400 .
C21 C26 1.389(3) .
C21 C22 1.393(3) .
C21 C27 1.512(3) .
C22 C23 1.392(3) .
C22 H22 0.9400 .
C23 C24 1.393(3) .
C23 C28 1.509(3) .
C24 C25 1.385(3) .
C24 H24 0.9400 .
C25 O6 1.368(3) .
C25 C26 1.386(3) .
C26 H26 0.9400 .
C27 O3 1.230(3) .
C27 O2 1.276(3) .
C28 O5 1.235(3) .
C28 O4 1.279(2) .
O1 H1W 0.78(3) .
O1 H2W 0.77(4) .
O4 Zn1 1.9225(16) 1_455
O6 H6A 0.8300 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1W O5 0.78(3) 1.91(4) 2.687(3) 175(3) 2_666
O1 H2W N2 0.77(4) 1.97(4) 2.740(3) 174(3) 1_664
O6 H6A O3 0.83 1.99 2.733(2) 148.2 2_665
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
N1 C1 C2 C3 -0.1(4) . .
C1 C2 C3 C4 -0.6(4) . .
C1 C2 C3 C6 179.4(3) . .
C2 C3 C4 C5 1.2(4) . .
C6 C3 C4 C5 -178.8(3) . .
C3 C4 C5 N1 -1.2(4) . .
C4 C3 C6 C7 158.5(3) . .
C2 C3 C6 C7 -21.5(4) . .
C3 C6 C7 C8 179.0(2) . .
C6 C7 C8 C9 170.0(3) . .
C6 C7 C8 C13 -13.2(5) . .
C13 C8 C9 C10 0.5(4) . .
C7 C8 C9 C10 177.4(3) . .
C8 C9 C10 C11 -1.3(5) . .
C9 C10 C11 C12 0.9(4) . .
C9 C10 C11 C14 -178.2(2) . .
C10 C11 C12 C13 0.3(4) . .
C14 C11 C12 C13 179.4(2) . .
C11 C12 C13 C8 -1.1(4) . .
C9 C8 C13 C12 0.7(4) . .
C7 C8 C13 C12 -176.0(2) . .
C12 C11 C14 C15 168.4(3) . .
C10 C11 C14 C15 -12.5(4) . .
C11 C14 C15 C16 175.5(3) . .
C14 C15 C16 C20 -7.6(5) . .
C14 C15 C16 C17 175.1(3) . .
C20 C16 C17 C18 0.7(4) . .
C15 C16 C17 C18 178.1(3) . .
C16 C17 C18 N2 0.3(5) . .
N2 C19 C20 C16 -0.6(4) . .
C17 C16 C20 C19 -0.5(4) . .
C15 C16 C20 C19 -177.9(3) . .
C26 C21 C22 C23 1.9(3) . .
C27 C21 C22 C23 -179.6(2) . .
C21 C22 C23 C24 1.8(3) . .
C21 C22 C23 C28 -175.2(2) . .
C22 C23 C24 C25 -3.3(3) . .
C28 C23 C24 C25 173.6(2) . .
C23 C24 C25 O6 -177.1(2) . .
C23 C24 C25 C26 1.2(4) . .
O6 C25 C26 C21 -179.2(2) . .
C24 C25 C26 C21 2.5(4) . .
C22 C21 C26 C25 -4.1(4) . .
C27 C21 C26 C25 177.4(2) . .
C26 C21 C27 O3 5.3(3) . .
C22 C21 C27 O3 -173.2(2) . .
C26 C21 C27 O2 -175.8(2) . .
C22 C21 C27 O2 5.7(3) . .
C22 C23 C28 O5 -2.0(3) . .
C24 C23 C28 O5 -178.9(2) . .
C22 C23 C28 O4 176.6(2) . .
C24 C23 C28 O4 -0.4(3) . .
C4 C5 N1 C1 0.4(4) . .
C4 C5 N1 Zn1 178.6(2) . .
C2 C1 N1 C5 0.2(4) . .
C2 C1 N1 Zn1 -178.1(2) . .
O4 Zn1 N1 C5 19.1(3) 1_655 .
O2 Zn1 N1 C5 156.8(2) . .
O1 Zn1 N1 C5 -100.8(2) . .
O4 Zn1 N1 C1 -162.69(17) 1_655 .
O2 Zn1 N1 C1 -25.0(2) . .
O1 Zn1 N1 C1 77.4(2) . .
C20 C19 N2 C18 1.6(4) . .
C17 C18 N2 C19 -1.4(4) . .
O3 C27 O2 Zn1 10.0(3) . .
C21 C27 O2 Zn1 -168.79(15) . .
O4 Zn1 O2 C27 -40.5(2) 1_655 .
O1 Zn1 O2 C27 76.43(18) . .
N1 Zn1 O2 C27 179.02(17) . .
O5 C28 O4 Zn1 16.6(3) . 1_455
C23 C28 O4 Zn1 -161.91(15) . 1_455
