#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/06/7210635.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_7210635
loop_
_publ_author_name
'Zhou, Jianliang'
'Wang, Yuanyuan'
'Qin, Ling'
'Zhang, Mingdao'
'Yang, Qingxiang'
'Zheng, Hegen'
_publ_section_title
;
 Syntheses, characterizations and properties of five new metal--organic
 complexes based on flexible ligand 4,4′-(phenylazanediyl)dibenzoic
 acid
;
_journal_issue                   3
_journal_name_full               CrystEngComm
_journal_page_first              616
_journal_paper_doi               10.1039/c2ce26521d
_journal_volume                  15
_journal_year                    2013
_chemical_formula_moiety         'C27 H20 N3 O4 Zn'
_chemical_formula_sum            'C27 H20 N3 O4 Zn'
_chemical_formula_weight         515.83
_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                100.8150(10)
_cell_angle_beta                 108.2140(10)
_cell_angle_gamma                102.0740(10)
_cell_formula_units_Z            2
_cell_length_a                   9.6317(6)
_cell_length_b                   10.0666(6)
_cell_length_c                   13.2230(8)
_cell_measurement_reflns_used    3310
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.1965
_cell_measurement_theta_min      2.665
_cell_volume                     1145.87(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_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  0.0554
_diffrn_reflns_av_sigmaI/netI    0.0753
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8428
_diffrn_reflns_theta_full        28.39
_diffrn_reflns_theta_max         28.39
_diffrn_reflns_theta_min         1.68
_exptl_absorpt_coefficient_mu    1.112
_exptl_absorpt_correction_T_max  0.801
_exptl_absorpt_correction_T_min  0.766
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS;Bruker,2000
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             530
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.522
_refine_diff_density_min         -0.618
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.948
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         5687
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.948
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0390
_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)+(0.0374P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0894
_refine_ls_wR_factor_ref         0.0928
_reflns_number_gt                4617
_reflns_number_total             5687
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce26521d.txt
_cod_data_source_block           1
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_Hall     ' -P 1'
_cod_original_sg_symbol_H-M      'P-1 '
_cod_database_code               7210635
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
C1 C 0.9009(3) 0.3389(3) 0.0494(2) 0.0277(5) Uani 1 1 d .
H1 H 0.9915 0.3416 0.0374 0.033 Uiso 1 1 calc R
C2 C 0.8907(3) 0.4506(2) 0.12230(19) 0.0245(5) Uani 1 1 d .
H2 H 0.9759 0.5283 0.1606 0.029 Uiso 1 1 calc R
C3 C 0.7561(2) 0.4494(2) 0.13956(18) 0.0198(5) Uani 1 1 d .
H3 H 0.7515 0.5261 0.1887 0.024 Uiso 1 1 calc R
C4 C 0.6269(2) 0.3330(2) 0.08336(16) 0.0161(4) Uani 1 1 d .
C5 C 0.6393(2) 0.2185(2) 0.01184(17) 0.0189(5) Uani 1 1 d .
H5 H 0.5557 0.1388 -0.0243 0.023 Uiso 1 1 calc R
C6 C 0.7734(3) 0.2218(2) -0.00583(18) 0.0233(5) Uani 1 1 d .
H6 H 0.7789 0.1455 -0.0549 0.028 Uiso 1 1 calc R
C7 C 0.4758(2) 0.4306(2) 0.18213(16) 0.0152(4) Uani 1 1 d .
C8 C 0.5753(2) 0.4581(2) 0.29168(17) 0.0198(5) Uani 1 1 d .
H8 H 0.6409 0.4031 0.3096 0.024 Uiso 1 1 calc R
C9 C 0.5761(2) 0.5672(2) 0.37331(17) 0.0198(5) Uani 1 1 d .
H9 H 0.6437 0.5856 0.4456 0.024 Uiso 1 1 calc R
C10 C 0.4768(2) 0.6500(2) 0.34875(17) 0.0156(4) Uani 1 1 d .
C11 C 0.3720(2) 0.6165(2) 0.24079(17) 0.0169(4) Uani 1 1 d .
H11 H 0.3016 0.6674 0.2241 0.020 Uiso 1 1 calc R
C12 C 0.3712(2) 0.5091(2) 0.15845(17) 0.0164(4) Uani 1 1 d .
H12 H 0.3009 0.4887 0.0869 0.020 Uiso 1 1 calc R
C13 C 0.3459(2) 0.2539(2) 0.00368(17) 0.0157(4) Uani 1 1 d .
C14 C 0.2211(2) 0.1827(2) 0.02339(17) 0.0177(4) Uani 1 1 d .
H14 H 0.2307 0.1768 0.0945 0.021 Uiso 1 1 calc R
C15 C 0.0822(2) 0.1204(2) -0.06381(17) 0.0169(4) Uani 1 1 d .
H15 H -0.0018 0.0748 -0.0502 0.020 Uiso 1 1 calc R
C16 C 0.0663(2) 0.1251(2) -0.17110(17) 0.0154(4) Uani 1 1 d .
C17 C 0.1945(2) 0.1897(2) -0.19071(17) 0.0173(4) Uani 1 1 d .
H17 H 0.1869 0.1896 -0.2626 0.021 Uiso 1 1 calc R
C18 C 0.3329(2) 0.2542(2) -0.10405(17) 0.0176(4) Uani 1 1 d .
H18 H 0.4175 0.2978 -0.1179 0.021 Uiso 1 1 calc R
C19 C 0.4884(2) 0.7761(2) 0.43329(18) 0.0182(4) Uani 1 1 d .
C20 C -0.0869(2) 0.0690(2) -0.26371(17) 0.0169(4) Uani 1 1 d .
C21 C 0.4036(3) 0.9081(2) 0.76659(17) 0.0194(5) Uani 1 1 d .
H21 H 0.4820 0.9150 0.8317 0.023 Uiso 1 1 calc R
C22 C 0.2532(2) 0.8611(2) 0.74717(17) 0.0200(5) Uani 1 1 d .
H22 H 0.2093 0.8295 0.7949 0.024 Uiso 1 1 calc R
C23 C 0.2833(2) 0.9194(2) 0.60231(18) 0.0185(5) Uani 1 1 d .
H23 H 0.2616 0.9348 0.5325 0.022 Uiso 1 1 calc R
C24 C 0.0168(2) 0.7965(2) 0.57346(19) 0.0213(5) Uani 1 1 d .
H24A H -0.0155 0.8354 0.5111 0.026 Uiso 1 1 calc R
H24B H -0.0470 0.8087 0.6165 0.026 Uiso 1 1 calc R
C25 C 0.0017(2) 0.6406(2) 0.53248(18) 0.0195(5) Uani 1 1 d .
C26 C -0.0503(3) 0.5444(2) 0.58396(19) 0.0232(5) Uani 1 1 d .
H26 H -0.0847 0.5737 0.6403 0.028 Uiso 1 1 calc R
C27 C 0.0517(3) 0.5958(2) 0.44770(19) 0.0244(5) Uani 1 1 d .
H27 H 0.0862 0.6596 0.4122 0.029 Uiso 1 1 calc R
N1 N 0.48469(19) 0.32894(18) 0.09589(14) 0.0166(4) Uani 1 1 d .
N2 N 0.4236(2) 0.94421(18) 0.67545(14) 0.0187(4) Uani 1 1 d .
N3 N 0.17777(19) 0.86968(18) 0.64236(14) 0.0170(4) Uani 1 1 d .
O1 O 0.59707(17) 0.81237(16) 0.52626(12) 0.0231(4) Uani 1 1 d .
O2 O 0.39080(17) 0.84372(15) 0.40896(12) 0.0201(3) Uani 1 1 d .
O3 O -0.20117(16) 0.02013(16) -0.23637(12) 0.0203(3) Uani 1 1 d .
O4 O -0.09833(17) 0.07279(16) -0.35891(12) 0.0223(4) Uani 1 1 d .
Zn1 Zn 0.61132(3) 0.98055(2) 0.637839(19) 0.01641(8) 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'
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'
H H 0.0000 0.0000 '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
C2 C1 C6 118.9(2) . .
C2 C1 H1 120.5 . .
C6 C1 H1 120.5 . .
C1 C2 C3 121.3(2) . .
C1 C2 H2 119.4 . .
C3 C2 H2 119.4 . .
C2 C3 C4 120.2(2) . .
C2 C3 H3 119.9 . .
C4 C3 H3 119.9 . .
C5 C4 C3 118.2(2) . .
C5 C4 N1 119.66(18) . .
C3 C4 N1 122.1(2) . .
C6 C5 C4 121.0(2) . .
C6 C5 H5 119.5 . .
C4 C5 H5 119.5 . .
C5 C6 C1 120.3(2) . .
C5 C6 H6 119.8 . .
C1 C6 H6 119.8 . .
C8 C7 C12 118.86(19) . .
C8 C7 N1 120.62(18) . .
C12 C7 N1 120.48(17) . .
C9 C8 C7 120.12(19) . .
C9 C8 H8 119.9 . .
C7 C8 H8 119.9 . .
C8 C9 C10 120.98(19) . .
C8 C9 H9 119.5 . .
C10 C9 H9 119.5 . .
C11 C10 C9 118.50(19) . .
C11 C10 C19 120.36(18) . .
C9 C10 C19 121.04(18) . .
C12 C11 C10 121.00(19) . .
C12 C11 H11 119.5 . .
C10 C11 H11 119.5 . .
C11 C12 C7 120.37(18) . .
C11 C12 H12 119.8 . .
C7 C12 H12 119.8 . .
C14 C13 C18 119.69(18) . .
C14 C13 N1 118.91(19) . .
C18 C13 N1 121.38(19) . .
C15 C14 C13 119.5(2) . .
C15 C14 H14 120.2 . .
C13 C14 H14 120.2 . .
C14 C15 C16 121.2(2) . .
C14 C15 H15 119.4 . .
C16 C15 H15 119.4 . .
C15 C16 C17 118.66(18) . .
C15 C16 C20 121.2(2) . .
C17 C16 C20 120.08(19) . .
C18 C17 C16 120.5(2) . .
C18 C17 H17 119.7 . .
C16 C17 H17 119.7 . .
C17 C18 C13 120.3(2) . .
C17 C18 H18 119.9 . .
C13 C18 H18 119.9 . .
O1 C19 O2 123.0(2) . .
O1 C19 C10 118.25(18) . .
O2 C19 C10 118.76(18) . .
O4 C20 O3 123.99(18) . .
O4 C20 C16 120.1(2) . .
O3 C20 C16 115.86(19) . .
C22 C21 N2 109.82(18) . .
C22 C21 H21 125.1 . .
N2 C21 H21 125.1 . .
C21 C22 N3 106.1(2) . .
C21 C22 H22 126.9 . .
N3 C22 H22 126.9 . .
N2 C23 N3 111.12(19) . .
N2 C23 H23 124.4 . .
N3 C23 H23 124.4 . .
N3 C24 C25 108.15(17) . .
N3 C24 H24A 110.1 . .
C25 C24 H24A 110.1 . .
N3 C24 H24B 110.1 . .
C25 C24 H24B 110.1 . .
H24A C24 H24B 108.4 . .
C26 C25 C27 119.4(2) . .
C26 C25 C24 120.9(2) . .
C27 C25 C24 119.6(2) . .
C25 C26 C27 120.7(2) . 2_566
C25 C26 H26 119.7 . .
C27 C26 H26 119.7 2_566 .
C25 C27 C26 120.0(2) . 2_566
C25 C27 H27 120.0 . .
C26 C27 H27 120.0 2_566 .
C7 N1 C4 120.53(16) . .
C7 N1 C13 117.38(17) . .
C4 N1 C13 119.12(17) . .
C23 N2 C21 105.35(18) . .
C23 N2 Zn1 123.63(15) . .
C21 N2 Zn1 129.50(14) . .
C23 N3 C22 107.57(18) . .
C23 N3 C24 123.92(19) . .
C22 N3 C24 125.84(19) . .
C19 O1 Zn1 117.81(14) . .
C19 O2 Zn1 134.85(15) . 2_676
C20 O3 Zn1 108.84(13) . 1_444
O3 Zn1 O1 107.99(6) 1_666 .
O3 Zn1 O2 107.78(6) 1_666 2_676
O1 Zn1 O2 117.01(7) . 2_676
O3 Zn1 N2 113.69(7) 1_666 .
O1 Zn1 N2 108.79(7) . .
O2 Zn1 N2 101.70(7) 2_676 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.380(3) .
C1 C6 1.393(3) .
C1 H1 0.9300 .
C2 C3 1.382(3) .
C2 H2 0.9300 .
C3 C4 1.400(3) .
C3 H3 0.9300 .
C4 C5 1.399(3) .
C4 N1 1.423(3) .
C5 C6 1.378(3) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C7 C8 1.401(3) .
C7 C12 1.403(3) .
C7 N1 1.419(3) .
C8 C9 1.384(3) .
C8 H8 0.9300 .
C9 C10 1.398(3) .
C9 H9 0.9300 .
C10 C11 1.395(3) .
C10 C19 1.484(3) .
C11 C12 1.380(3) .
C11 H11 0.9300 .
C12 H12 0.9300 .
C13 C14 1.390(3) .
C13 C18 1.391(3) .
C13 N1 1.434(2) .
C14 C15 1.388(3) .
C14 H14 0.9300 .
C15 C16 1.389(3) .
C15 H15 0.9300 .
C16 C17 1.394(3) .
C16 C20 1.503(3) .
C17 C18 1.384(3) .
C17 H17 0.9300 .
C18 H18 0.9300 .
C19 O1 1.268(2) .
C19 O2 1.270(3) .
C20 O4 1.237(3) .
C20 O3 1.293(3) .
C21 C22 1.351(3) .
C21 N2 1.379(3) .
C21 H21 0.9300 .
C22 N3 1.377(3) .
C22 H22 0.9300 .
C23 N2 1.333(3) .
C23 N3 1.337(3) .
C23 H23 0.9300 .
C24 N3 1.471(2) .
C24 C25 1.521(3) .
C24 H24A 0.9700 .
C24 H24B 0.9700 .
C25 C26 1.382(3) .
C25 C27 1.390(3) .
C26 C27 1.391(3) 2_566
C26 H26 0.9300 .
C27 C26 1.391(3) 2_566
C27 H27 0.9300 .
N2 Zn1 2.0012(19) .
O1 Zn1 1.9749(15) .
O2 Zn1 1.9827(15) 2_676
O3 Zn1 1.9389(14) 1_444
Zn1 O3 1.9389(14) 1_666
Zn1 O2 1.9827(15) 2_676
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_4
C6 C1 C2 C3 -1.3(4) .
C1 C2 C3 C4 0.5(3) .
C2 C3 C4 C5 1.2(3) .
C2 C3 C4 N1 -177.98(19) .
C3 C4 C5 C6 -2.1(3) .
N1 C4 C5 C6 177.1(2) .
C4 C5 C6 C1 1.4(3) .
C2 C1 C6 C5 0.3(4) .
C12 C7 C8 C9 -4.1(3) .
N1 C7 C8 C9 173.5(2) .
C7 C8 C9 C10 1.0(3) .
C8 C9 C10 C11 2.7(3) .
C8 C9 C10 C19 -173.5(2) .
C9 C10 C11 C12 -3.4(3) .
C19 C10 C11 C12 172.8(2) .
C10 C11 C12 C7 0.4(3) .
C8 C7 C12 C11 3.4(3) .
N1 C7 C12 C11 -174.19(19) .
C18 C13 C14 C15 -4.2(3) .
N1 C13 C14 C15 174.23(18) .
C13 C14 C15 C16 1.6(3) .
C14 C15 C16 C17 2.1(3) .
C14 C15 C16 C20 -174.52(19) .
C15 C16 C17 C18 -3.2(3) .
C20 C16 C17 C18 173.48(18) .
C16 C17 C18 C13 0.6(3) .
C14 C13 C18 C17 3.1(3) .
N1 C13 C18 C17 -175.24(19) .
C11 C10 C19 O1 -171.6(2) .
C9 C10 C19 O1 4.5(3) .
C11 C10 C19 O2 7.5(3) .
C9 C10 C19 O2 -176.4(2) .
C15 C16 C20 O4 -179.2(2) .
C17 C16 C20 O4 4.2(3) .
C15 C16 C20 O3 1.5(3) .
C17 C16 C20 O3 -175.11(18) .
N2 C21 C22 N3 -0.7(2) .
N3 C24 C25 C26 99.3(2) .
N3 C24 C25 C27 -75.7(2) .
C27 C25 C26 C27 0.5(4) 2_566
C24 C25 C26 C27 -174.49(19) 2_566
C26 C25 C27 C26 -0.5(4) 2_566
C24 C25 C27 C26 174.57(19) 2_566
C8 C7 N1 C4 -50.6(3) .
C12 C7 N1 C4 127.0(2) .
C8 C7 N1 C13 149.1(2) .
C12 C7 N1 C13 -33.4(3) .
C5 C4 N1 C7 168.27(19) .
C3 C4 N1 C7 -12.5(3) .
C5 C4 N1 C13 -31.7(3) .
C3 C4 N1 C13 147.5(2) .
C14 C13 N1 C7 -54.6(3) .
C18 C13 N1 C7 123.8(2) .
C14 C13 N1 C4 144.7(2) .
C18 C13 N1 C4 -36.9(3) .
N3 C23 N2 C21 -0.3(2) .
N3 C23 N2 Zn1 166.86(14) .
C22 C21 N2 C23 0.6(2) .
C22 C21 N2 Zn1 -165.49(15) .
N2 C23 N3 C22 -0.2(2) .
N2 C23 N3 C24 -162.54(18) .
C21 C22 N3 C23 0.5(2) .
C21 C22 N3 C24 162.46(19) .
C25 C24 N3 C23 86.5(2) .
C25 C24 N3 C22 -72.6(3) .
O2 C19 O1 Zn1 0.8(3) .
C10 C19 O1 Zn1 179.91(14) .
O1 C19 O2 Zn1 78.9(3) 2_676
C10 C19 O2 Zn1 -100.2(2) 2_676
O4 C20 O3 Zn1 -7.8(3) 1_444
C16 C20 O3 Zn1 171.49(13) 1_444
C19 O1 Zn1 O3 -174.09(16) 1_666
C19 O1 Zn1 O2 -52.36(18) 2_676
C19 O1 Zn1 N2 62.09(18) .
C23 N2 Zn1 O3 177.74(16) 1_666
C21 N2 Zn1 O3 -18.4(2) 1_666
C23 N2 Zn1 O1 -61.89(18) .
C21 N2 Zn1 O1 101.93(18) .
C23 N2 Zn1 O2 62.18(17) 2_676
C21 N2 Zn1 O2 -133.99(18) 2_676
