#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:21:16 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180389 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/58/7205841.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_7205841
loop_
_publ_author_name
'Liu, Guang-Zhen'
'Xin, Ling-Yun'
'Wang, Li-Ya'
_publ_section_title
;
 Ancillary ligand-mediated syntheses and fluorescence properties of
 zinc(ii) complexes based on flexible benzene dicarboxylic acid
;
_journal_issue                   8
_journal_name_full               CrystEngComm
_journal_page_first              3013
_journal_paper_doi               10.1039/c0ce00873g
_journal_volume                  13
_journal_year                    2011
_chemical_formula_sum            'C21 H16 N2 O4 Zn'
_chemical_formula_weight         425.73
_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                110.070(5)
_cell_angle_beta                 93.730(5)
_cell_angle_gamma                105.240(5)
_cell_formula_units_Z            2
_cell_length_a                   7.660(3)
_cell_length_b                   10.260(4)
_cell_length_c                   12.880(5)
_cell_measurement_reflns_used    1786
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      2.80
_cell_volume                     903.8(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0365
_diffrn_reflns_av_sigmaI/netI    0.0555
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6663
_diffrn_reflns_theta_full        25.49
_diffrn_reflns_theta_max         25.49
_diffrn_reflns_theta_min         2.80
_exptl_absorpt_coefficient_mu    1.390
_exptl_absorpt_correction_T_max  0.9338
_exptl_absorpt_correction_T_min  0.5996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.564
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             436
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.898
_refine_diff_density_min         -0.744
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3316
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.142
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0466
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0725P)²+0.1846P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1251
_refine_ls_wR_factor_ref         0.1337
_reflns_number_gt                2759
_reflns_number_total             3316
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0ce00873g.txt
_cod_data_source_block           c1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7205841
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.83483(6) 0.48313(5) 0.11059(3) 0.02706(18) Uani 1 1 d . . .
N1 N 0.9967(5) 0.6472(4) 0.2645(3) 0.0335(8) Uani 1 1 d . . .
N2 N 1.6888(4) 1.3053(4) 0.9573(3) 0.0325(8) Uani 1 1 d . . .
O1 O 0.5975(4) 0.4627(3) 0.1733(2) 0.0427(7) Uani 1 1 d . . .
O2 O 0.7059(4) 0.3193(4) 0.2303(3) 0.0611(8) Uani 1 1 d U . .
O5 O 0.1778(4) 0.3633(3) -0.0505(2) 0.0367(7) Uani 1 1 d . . .
O6 O 0.0439(4) 0.3981(3) 0.1017(2) 0.0367(7) Uani 1 1 d . . .
C1 C 1.0822(6) 0.6143(5) 0.3406(3) 0.0419(11) Uani 1 1 d . . .
H1 H 1.0691 0.5166 0.3260 0.050 Uiso 1 1 calc R . .
C2 C 1.1211(7) 0.8926(5) 0.3839(4) 0.0464(11) Uani 1 1 d . . .
H2 H 1.1315 0.9894 0.3965 0.056 Uiso 1 1 calc R . .
C3 C 1.2112(5) 0.8601(4) 0.4643(3) 0.0335(9) Uani 1 1 d . . .
C4 C 1.0190(6) 0.7878(5) 0.2880(3) 0.0436(11) Uani 1 1 d . . .
H4 H 0.9619 0.8148 0.2363 0.052 Uiso 1 1 calc R . .
C5 C 1.3164(6) 0.9756(5) 0.5679(3) 0.0387(10) Uani 1 1 d . . .
H5A H 1.3373 1.0704 0.5710 0.046 Uiso 1 1 calc R . .
C6 C 1.3858(6) 0.9606(5) 0.6585(3) 0.0389(10) Uani 1 1 d . . .
H6A H 1.3692 0.8665 0.6562 0.047 Uiso 1 1 calc R . .
C7 C 1.6820(6) 1.1688(5) 0.9370(4) 0.0448(11) Uani 1 1 d . . .
H7 H 1.7481 1.1494 0.9901 0.054 Uiso 1 1 calc R . .
C8 C 1.4855(6) 1.0802(5) 0.7608(3) 0.0358(9) Uani 1 1 d . . .
C9 C 1.5851(7) 1.0567(5) 0.8441(4) 0.0457(11) Uani 1 1 d . . .
H9 H 1.5840 0.9625 0.8350 0.055 Uiso 1 1 calc R . .
C10 C 1.5902(6) 1.3286(4) 0.8808(3) 0.0364(10) Uani 1 1 d . . .
H10 H 1.5893 1.4235 0.8945 0.044 Uiso 1 1 calc R . .
C11 C 1.4901(6) 1.2216(5) 0.7832(4) 0.0398(10) Uani 1 1 d . . .
H11 H 1.4252 1.2446 0.7319 0.048 Uiso 1 1 calc R . .
C15 C 1.1884(6) 0.7157(5) 0.4394(3) 0.0435(11) Uani 1 1 d . . .
H15 H 1.2451 0.6861 0.4895 0.052 Uiso 1 1 calc R . .
C16 C 0.2395(5) 0.2569(4) 0.1879(3) 0.0288(8) Uani 1 1 d . . .
C17 C 0.4079(5) 0.3242(4) 0.2603(3) 0.0297(8) Uani 1 1 d . . .
C18 C 0.0961(7) 0.2379(6) 0.3461(4) 0.0540(13) Uani 1 1 d . . .
H18 H -0.0102 0.2096 0.3743 0.065 Uiso 1 1 calc R . .
C19 C 0.2615(8) 0.3037(6) 0.4169(4) 0.0537(13) Uani 1 1 d . . .
H19 H 0.2690 0.3196 0.4928 0.064 Uiso 1 1 calc R . .
C20 C 0.4162(6) 0.3458(5) 0.3738(3) 0.0401(10) Uani 1 1 d . . .
H20 H 0.5294 0.3897 0.4213 0.048 Uiso 1 1 calc R . .
C21 C 0.0854(6) 0.2133(5) 0.2332(4) 0.0433(11) Uani 1 1 d . . .
H21 H -0.0280 0.1662 0.1863 0.052 Uiso 1 1 calc R . .
C22 C 0.5836(6) 0.3713(5) 0.2192(5) 0.0503(9) Uani 1 1 d U . .
C24 C 0.1405(5) 0.3414(4) 0.0373(3) 0.0264(8) Uani 1 1 d . . .
C39 C 0.2205(5) 0.2363(4) 0.0660(3) 0.0319(9) Uani 1 1 d . . .
H39A H 0.1432 0.1379 0.0221 0.038 Uiso 1 1 calc R . .
H39B H 0.3407 0.2463 0.0442 0.038 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
_geom_angle_publ_flag
O5 Zn1 O6 123.52(12) 2_665 1_655 ?
O5 Zn1 O1 98.67(12) 2_665 . ?
O6 Zn1 O1 137.80(12) 1_655 . ?
O5 Zn1 N1 90.34(12) 2_665 . ?
O6 Zn1 N1 85.63(12) 1_655 . ?
O1 Zn1 N1 93.79(13) . . ?
O5 Zn1 N2 94.09(12) 2_665 1_444 ?
O6 Zn1 N2 89.03(12) 1_655 1_444 ?
O1 Zn1 N2 88.99(12) . 1_444 ?
N1 Zn1 N2 174.37(12) . 1_444 ?
C1 N1 C4 116.4(4) . . ?
C1 N1 Zn1 122.0(3) . . ?
C4 N1 Zn1 121.5(3) . . ?
C7 N2 C10 116.5(3) . . ?
C7 N2 Zn1 123.2(3) . 1_666 ?
C10 N2 Zn1 120.2(3) . 1_666 ?
C22 O1 Zn1 108.1(3) . . ?
C24 O5 Zn1 134.5(2) . 2_665 ?
C24 O6 Zn1 144.1(3) . 1_455 ?
N1 C1 C15 123.8(4) . . ?
N1 C1 H1 118.1 . . ?
C15 C1 H1 118.1 . . ?
C4 C2 C3 121.8(4) . . ?
C4 C2 H2 119.1 . . ?
C3 C2 H2 119.1 . . ?
C15 C3 C2 115.4(4) . . ?
C15 C3 C5 124.3(4) . . ?
C2 C3 C5 120.3(4) . . ?
N1 C4 C2 122.5(4) . . ?
N1 C4 H4 118.8 . . ?
C2 C4 H4 118.8 . . ?
C6 C5 C3 127.1(4) . . ?
C6 C5 H5A 116.5 . . ?
C3 C5 H5A 116.5 . . ?
C5 C6 C8 124.6(4) . . ?
C5 C6 H6A 117.7 . . ?
C8 C6 H6A 117.7 . . ?
N2 C7 C9 123.6(4) . . ?
N2 C7 H7 118.2 . . ?
C9 C7 H7 118.2 . . ?
C11 C8 C9 115.7(4) . . ?
C11 C8 C6 123.4(4) . . ?
C9 C8 C6 120.9(4) . . ?
C7 C9 C8 120.5(4) . . ?
C7 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
N2 C10 C11 123.8(4) . . ?
N2 C10 H10 118.1 . . ?
C11 C10 H10 118.1 . . ?
C10 C11 C8 119.8(4) . . ?
C10 C11 H11 120.1 . . ?
C8 C11 H11 120.1 . . ?
C3 C15 C1 120.1(4) . . ?
C3 C15 H15 120.0 . . ?
C1 C15 H15 120.0 . . ?
C21 C16 C17 117.6(4) . . ?
C21 C16 C39 120.1(4) . . ?
C17 C16 C39 122.3(4) . . ?
C16 C17 C20 119.8(4) . . ?
C16 C17 C22 121.8(4) . . ?
C20 C17 C22 118.4(4) . . ?
C19 C18 C21 120.6(4) . . ?
C19 C18 H18 119.7 . . ?
C21 C18 H18 119.7 . . ?
C18 C19 C20 118.7(4) . . ?
C18 C19 H19 120.6 . . ?
C20 C19 H19 120.6 . . ?
C19 C20 C17 121.6(4) . . ?
C19 C20 H20 119.2 . . ?
C17 C20 H20 119.2 . . ?
C18 C21 C16 121.7(4) . . ?
C18 C21 H21 119.1 . . ?
C16 C21 H21 119.1 . . ?
O2 C22 O1 122.5(4) . . ?
O2 C22 C17 119.4(4) . . ?
O1 C22 C17 118.1(4) . . ?
O6 C24 O5 126.1(4) . . ?
O6 C24 C39 117.3(3) . . ?
O5 C24 C39 116.6(3) . . ?
C16 C39 C24 114.5(3) . . ?
C16 C39 H39A 108.6 . . ?
C24 C39 H39A 108.6 . . ?
C16 C39 H39B 108.6 . . ?
C24 C39 H39B 108.6 . . ?
H39A C39 H39B 107.6 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O5 2.000(3) 2_665 ?
Zn1 O6 2.007(3) 1_655 ?
Zn1 O1 2.027(3) . ?
Zn1 N1 2.144(3) . ?
Zn1 N2 2.155(3) 1_444 ?
N1 C1 1.328(5) . ?
N1 C4 1.329(5) . ?
N2 C7 1.319(5) . ?
N2 C10 1.327(5) . ?
N2 Zn1 2.155(3) 1_666 ?
O1 C22 1.255(5) . ?
O2 C22 1.216(5) . ?
O5 C24 1.262(4) . ?
O5 Zn1 2.000(3) 2_665 ?
O6 C24 1.244(4) . ?
O6 Zn1 2.007(3) 1_455 ?
C1 C15 1.369(6) . ?
C1 H1 0.9300 . ?
C2 C4 1.346(6) . ?
C2 C3 1.388(6) . ?
C2 H2 0.9300 . ?
C3 C15 1.363(6) . ?
C3 C5 1.452(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.323(6) . ?
C5 H5A 0.9300 . ?
C6 C8 1.447(6) . ?
C6 H6A 0.9300 . ?
C7 C9 1.341(6) . ?
C7 H7 0.9300 . ?
C8 C11 1.369(6) . ?
C8 C9 1.400(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.364(6) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C15 H15 0.9300 . ?
C16 C21 1.387(6) . ?
C16 C17 1.394(5) . ?
C16 C39 1.503(5) . ?
C17 C20 1.396(6) . ?
C17 C22 1.501(6) . ?
C18 C19 1.368(7) . ?
C18 C21 1.381(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.371(7) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C24 C39 1.505(5) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O5 Zn1 N1 C1 -168.5(3) 2_665 . . . ?
O6 Zn1 N1 C1 -44.9(3) 1_655 . . . ?
O1 Zn1 N1 C1 92.8(3) . . . . ?
N2 Zn1 N1 C1 -26.6(14) 1_444 . . . ?
O5 Zn1 N1 C4 10.5(3) 2_665 . . . ?
O6 Zn1 N1 C4 134.1(3) 1_655 . . . ?
O1 Zn1 N1 C4 -88.2(3) . . . . ?
N2 Zn1 N1 C4 152.4(11) 1_444 . . . ?
O5 Zn1 O1 C22 -177.9(3) 2_665 . . . ?
O6 Zn1 O1 C22 0.7(4) 1_655 . . . ?
N1 Zn1 O1 C22 -87.0(3) . . . . ?
N2 Zn1 O1 C22 88.1(3) 1_444 . . . ?
C4 N1 C1 C15 0.2(7) . . . . ?
Zn1 N1 C1 C15 179.3(4) . . . . ?
C4 C2 C3 C15 -0.2(7) . . . . ?
C4 C2 C3 C5 -178.5(4) . . . . ?
C1 N1 C4 C2 -0.5(7) . . . . ?
Zn1 N1 C4 C2 -179.5(4) . . . . ?
C3 C2 C4 N1 0.5(8) . . . . ?
C15 C3 C5 C6 -9.1(8) . . . . ?
C2 C3 C5 C6 169.0(5) . . . . ?
C3 C5 C6 C8 -178.2(4) . . . . ?
C10 N2 C7 C9 1.2(7) . . . . ?
Zn1 N2 C7 C9 177.0(4) 1_666 . . . ?
C5 C6 C8 C11 12.6(7) . . . . ?
C5 C6 C8 C9 -167.3(5) . . . . ?
N2 C7 C9 C8 1.0(8) . . . . ?
C11 C8 C9 C7 -2.1(7) . . . . ?
C6 C8 C9 C7 177.8(4) . . . . ?
C7 N2 C10 C11 -2.2(7) . . . . ?
Zn1 N2 C10 C11 -178.2(3) 1_666 . . . ?
N2 C10 C11 C8 1.1(7) . . . . ?
C9 C8 C11 C10 1.1(7) . . . . ?
C6 C8 C11 C10 -178.8(4) . . . . ?
C2 C3 C15 C1 -0.1(7) . . . . ?
C5 C3 C15 C1 178.1(4) . . . . ?
N1 C1 C15 C3 0.1(8) . . . . ?
C21 C16 C17 C20 -0.2(6) . . . . ?
C39 C16 C17 C20 177.4(3) . . . . ?
C21 C16 C17 C22 178.1(4) . . . . ?
C39 C16 C17 C22 -4.4(6) . . . . ?
C21 C18 C19 C20 0.6(8) . . . . ?
C18 C19 C20 C17 0.6(7) . . . . ?
C16 C17 C20 C19 -0.8(6) . . . . ?
C22 C17 C20 C19 -179.1(4) . . . . ?
C19 C18 C21 C16 -1.6(8) . . . . ?
C17 C16 C21 C18 1.3(6) . . . . ?
C39 C16 C21 C18 -176.2(4) . . . . ?
Zn1 O1 C22 O2 6.3(6) . . . . ?
Zn1 O1 C22 C17 -172.9(3) . . . . ?
C16 C17 C22 O2 -119.1(5) . . . . ?
C20 C17 C22 O2 59.1(6) . . . . ?
C16 C17 C22 O1 60.1(6) . . . . ?
C20 C17 C22 O1 -121.6(5) . . . . ?
Zn1 O6 C24 O5 28.2(7) 1_455 . . . ?
Zn1 O6 C24 C39 -151.6(3) 1_455 . . . ?
Zn1 O5 C24 O6 17.4(6) 2_665 . . . ?
Zn1 O5 C24 C39 -162.8(3) 2_665 . . . ?
C21 C16 C39 C24 74.3(5) . . . . ?
C17 C16 C39 C24 -103.2(4) . . . . ?
O6 C24 C39 C16 -23.6(5) . . . . ?
O5 C24 C39 C16 156.6(3) . . . . ?
