#------------------------------------------------------------------------------ #$Date: 2015-04-02 12:22:18 +0100 (Thu, 02 Apr 2015) $ #$Revision: 134621 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/84/2008427.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2008427 loop_ _publ_author_name 'Tatar, Leyla' '\"Ulk\"u, Din\,cer' 'Atakol, Orhan' _publ_section_title ; Zinc(II) complexes of bidentate Schiff base ligands containing methoxyphenyl and nitrophenyl groups ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 508 _journal_page_last 510 _journal_paper_doi 10.1107/S0108270198015406 _journal_volume 55 _journal_year 1999 _chemical_formula_iupac '[Zn (C13 H9 N2 O3)2]' _chemical_formula_moiety 'C26 H18 N4 O6 Zn' _chemical_formula_sum 'C26 H18 N4 O6 Zn' _chemical_formula_weight 547.827 _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_type_scat_source IntTabIV _cell_angle_alpha 70.432(8) _cell_angle_beta 77.619(7) _cell_angle_gamma 85.302(9) _cell_formula_units_Z 2 _cell_length_a 8.5966(7) _cell_length_b 11.4966(14) _cell_length_c 12.4867(11) _cell_measurement_reflns_used 25 _cell_measurement_temperature 295 _cell_measurement_theta_max 18.07 _cell_measurement_theta_min 11.81 _cell_volume 1135.7(2) _computing_cell_refinement 'CAD-4 EXPRESS' _computing_data_collection 'CAD-4 EXPRESS (Enraf-Nonius, 1993)' _computing_data_reduction 'MolEN (Fair, 1990)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material MolEN _computing_structure_refinement MolEN _computing_structure_solution MolEN _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \w/2\q _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.010 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 4704 _diffrn_reflns_theta_max 25.90 _diffrn_standards_decay_% 0.023 _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 1.156 _exptl_absorpt_correction_T_max 0.848 _exptl_absorpt_correction_T_min 0.781 _exptl_absorpt_correction_type 'empirical via \y scan (Fair, 1990)' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.6024 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prismatic _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.485 _refine_diff_density_min -0.137 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 1.01 _refine_ls_hydrogen_treatment constr _refine_ls_number_parameters 334 _refine_ls_number_reflns 3695 _refine_ls_R_factor_obs 0.0412 _refine_ls_shift/esd_max 0.0004 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme ; w = 1/[\sF^2^ + (0.02F)^2^ + 1.25], except w = 0 if F^2^ < cutoff \\times \sF^2^ (cutoff = 3.0) ; _refine_ls_wR_factor_obs 0.0517 _reflns_number_observed 3695 _reflns_number_total 4397 _reflns_observed_criterion I>3\s(I) _[local]_cod_data_source_file sk1243.cif _[local]_cod_data_source_block 1 _cod_database_code 2008427 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 _atom_site_aniso_type_symbol Zn 0.0383(2) 0.0473(2) 0.02960(10) -0.0009(2) -0.01260(10) -0.00750(10) Zn O1 0.0540(10) 0.0550(10) 0.0341(9) 0.0140(10) -0.0170(9) -0.0143(9) O O2 0.0370(10) 0.0620(10) 0.0314(9) -0.0090(10) -0.0110(8) -0.0076(9) O O3 0.093(2) 0.0570(10) 0.076(2) 0.0350(10) -0.0310(10) -0.0150(10) O O4 0.107(2) 0.070(2) 0.0630(10) 0.028(2) -0.0500(10) -0.0210(10) O O5 0.074(2) 0.144(3) 0.091(2) -0.057(2) 0.031(2) -0.019(2) O O6 0.099(2) 0.091(2) 0.046(2) -0.033(2) 0.010(2) -0.0070(10) O N1 0.0300(10) 0.0340(10) 0.0280(10) -0.0010(10) -0.0060(9) -0.0075(8) N N2 0.0300(10) 0.0350(10) 0.0270(10) 0.0000(10) -0.0052(9) -0.0079(8) N N3 0.0480(10) 0.051(2) 0.057(2) 0.0080(10) -0.0230(10) -0.0080(10) N N4 0.062(2) 0.050(2) 0.060(2) -0.014(2) 0.016(2) -0.0140(10) N C1 0.0310(10) 0.0410(10) 0.0360(10) -0.0020(10) -0.0090(10) -0.0100(10) C C2 0.045(2) 0.049(2) 0.048(2) 0.0060(10) -0.0100(10) -0.0200(10) C C3 0.042(2) 0.044(2) 0.062(2) 0.0120(10) -0.0170(10) -0.0160(10) C C4 0.050(2) 0.049(2) 0.049(2) 0.010(2) -0.0260(10) -0.0070(10) C C5 0.048(2) 0.050(2) 0.0350(10) 0.0050(10) -0.0170(10) -0.0110(10) C C6 0.0290(10) 0.0350(10) 0.0330(10) -0.0010(10) -0.0090(10) -0.0060(10) C C7 0.0350(10) 0.0420(10) 0.0270(10) -0.0030(10) -0.0070(10) -0.0090(10) C C8 0.0280(10) 0.0330(10) 0.0330(10) -0.0060(10) -0.0050(10) -0.0070(10) C C9 0.0340(10) 0.0400(10) 0.0370(10) -0.0030(10) -0.0090(10) -0.0090(10) C C10 0.0320(10) 0.0360(10) 0.0430(10) -0.0030(10) -0.0110(10) -0.0040(10) C C11 0.039(2) 0.040(2) 0.053(2) 0.0040(10) -0.0050(10) -0.0140(10) C C12 0.058(2) 0.049(2) 0.0380(10) 0.004(2) -0.002(2) -0.0170(10) C C13 0.048(2) 0.042(2) 0.0340(10) 0.0030(10) -0.0080(10) -0.0070(10) C C14 0.0280(10) 0.0440(10) 0.0370(10) 0.0050(10) -0.0100(10) -0.0190(10) C C15 0.0320(10) 0.058(2) 0.054(2) -0.0010(10) -0.0090(10) -0.0230(10) C C16 0.0330(10) 0.067(2) 0.077(2) 0.0090(10) -0.0240(10) -0.0420(10) C C17 0.049(2) 0.066(2) 0.0610(10) 0.0260(10) -0.0370(10) -0.0400(10) C C18 0.046(2) 0.056(2) 0.0390(10) 0.0180(10) -0.0200(10) -0.0180(10) C C19 0.0280(10) 0.0390(10) 0.0350(10) 0.0090(10) -0.0120(10) -0.0150(10) C C20 0.0360(10) 0.0400(10) 0.0270(10) 0.0070(10) -0.0070(10) -0.0060(10) C C21 0.0320(10) 0.0320(10) 0.0350(10) 0.0020(10) -0.0040(10) -0.0100(10) C C22 0.041(2) 0.047(2) 0.0400(10) -0.0030(10) -0.0110(10) -0.0110(10) C C23 0.042(2) 0.052(2) 0.060(2) -0.0020(10) -0.0180(10) -0.0200(10) C C24 0.032(2) 0.041(2) 0.076(2) -0.0020(10) -0.004(2) -0.0230(10) C C25 0.037(2) 0.0330(10) 0.049(2) 0.0010(10) 0.0070(10) -0.0110(10) C C26 0.036(2) 0.0350(10) 0.0390(10) 0.0010(10) -0.0030(10) -0.0100(10) C loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol Zn 0.66679(4) 0.07250(4) 0.25089(3) 0.03870(10) Ueq . . Zn O1 0.8260(3) -0.0532(2) 0.2682(2) 0.0473(6) Ueq . . O O2 0.4551(3) 0.0431(2) 0.2436(2) 0.0443(6) Ueq . . O O3 0.3093(4) 0.5748(3) 0.2838(3) 0.0769(10) Ueq . . O O4 0.3773(4) 0.4591(3) 0.1781(2) 0.0767(10) Ueq . . O O5 1.2838(4) 0.4746(4) -0.2318(4) 0.1122(14) Ueq . . O O6 1.0693(4) 0.4536(3) -0.2819(3) 0.0846(12) Ueq . . O N1 0.6626(3) 0.1006(2) 0.4032(2) 0.0313(6) Ueq . . N N2 0.7165(3) 0.2007(2) 0.0911(2) 0.0313(6) Ueq . . N N3 0.3631(4) 0.4791(3) 0.2689(3) 0.0530(10) Ueq . . N N4 1.1472(4) 0.4418(3) -0.2088(3) 0.0620(12) Ueq . . N C1 0.8762(4) -0.1122(3) 0.3636(3) 0.0362(6) Ueq . . C C2 0.9798(4) -0.2144(3) 0.3654(3) 0.0465(12) Ueq . . C C3 1.0357(4) -0.2817(3) 0.4624(3) 0.0493(12) Ueq . . C C4 0.9935(4) -0.2512(3) 0.5633(3) 0.0497(12) Ueq . . C C5 0.8964(4) -0.1520(3) 0.5642(3) 0.0440(10) Ueq . . C C6 0.8345(4) -0.0795(3) 0.4663(3) 0.0332(6) Ueq . . C C7 0.7361(4) 0.0234(3) 0.4784(3) 0.0350(6) Ueq . . C C8 0.5697(3) 0.1989(3) 0.4319(3) 0.0321(6) Ueq . . C C9 0.5089(4) 0.2868(3) 0.3431(3) 0.0375(6) Ueq . . C C10 0.4187(4) 0.3833(3) 0.3669(3) 0.0386(6) Ueq . . C C11 0.3829(4) 0.3968(3) 0.4739(3) 0.0452(12) Ueq . . C C12 0.4417(5) 0.3087(3) 0.5617(3) 0.0491(10) Ueq . . C C13 0.5348(4) 0.2119(3) 0.5415(3) 0.0429(10) Ueq . . C C14 0.4004(4) 0.0699(3) 0.1481(3) 0.0346(6) Ueq . . C C15 0.2559(4) 0.0176(3) 0.1528(3) 0.0467(10) Ueq . . C C16 0.1930(4) 0.0391(3) 0.0562(3) 0.0527(10) Ueq . . C C17 0.2698(4) 0.1128(3) -0.0505(3) 0.0512(10) Ueq . . C C18 0.4087(4) 0.1683(3) -0.0588(3) 0.0456(10) Ueq . . C C19 0.4778(3) 0.1492(3) 0.0390(2) 0.0329(6) Ueq . . C C20 0.6241(4) 0.2111(3) 0.0191(3) 0.0359(6) Ueq . . C C21 0.8617(4) 0.2672(3) 0.0540(3) 0.0338(6) Ueq . . C C22 0.9419(4) 0.2694(3) 0.1390(3) 0.0429(10) Ueq . . C C23 1.0850(4) 0.3283(3) 0.1111(3) 0.0496(12) Ueq . . C C24 1.1538(4) 0.3861(3) -0.0023(3) 0.0496(12) Ueq . . C C25 1.0743(4) 0.3837(3) -0.0861(3) 0.0428(10) Ueq . . C C26 0.9301(4) 0.3265(3) -0.0613(3) 0.0380(8) Ueq . . C H2 1.011 -0.237 0.297 0.0608 Uiso . . H H3 1.104 -0.350 0.461 0.0646 Uiso . . H H4 1.032 -0.299 0.631 0.0646 Uiso . . H H5 0.869 -0.131 0.633 0.0570 Uiso . . H H7 0.728 0.031 0.543 0.0456 Uiso . . H H9 0.529 0.281 0.267 0.0481 Uiso . . H H11 0.320 0.464 0.487 0.0583 Uiso . . H H12 0.418 0.315 0.638 0.0646 Uiso . . H H13 0.576 0.153 0.603 0.0557 Uiso . . H H15 0.200 -0.034 0.225 0.0608 Uiso . . H H16 0.094 0.003 0.063 0.0684 Uiso . . H H17 0.227 0.125 -0.118 0.0659 Uiso . . H H18 0.460 0.221 -0.132 0.0595 Uiso . . H H20 0.648 0.264 -0.051 0.0469 Uiso . . H H22 0.897 0.229 0.218 0.0557 Uiso . . H H23 1.137 0.329 0.171 0.0646 Uiso . . H H24 1.253 0.426 -0.022 0.0646 Uiso . . H H26 0.878 0.328 -0.122 0.0494 Uiso . . H loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag O1 Zn O2 122.30(10) yes O1 Zn N1 96.10(10) yes O1 Zn N2 110.69(9) yes O2 Zn N1 108.60(10) yes O2 Zn N2 95.50(10) yes N1 Zn N2 126.10(10) yes Zn O1 C1 125.8(2) no Zn O2 C14 124.9(2) no Zn N1 C7 119.3(2) no Zn N1 C8 120.8(2) no C7 N1 C8 119.7(3) no Zn N2 C20 119.2(2) no Zn N2 C21 120.1(2) no C20 N2 C21 120.3(2) no O3 N3 O4 123.7(3) no O3 N3 C10 117.7(3) no O4 N3 C10 118.5(3) no O5 N4 O6 123.0(4) no O5 N4 C25 117.8(4) no O6 N4 C25 119.2(3) no O1 C1 C2 118.3(3) no O1 C1 C6 124.1(3) no C8 C9 C10 118.8(3) no C8 C9 H9 120.6 no C10 C9 H9 120.6 no N3 C10 C9 117.4(3) no N3 C10 C11 119.0(3) no C9 C10 C11 123.6(3) no C10 C11 C12 117.4(3) no C10 C11 H11 121.3 no C12 C11 H11 121.3 no C11 C12 C13 121.0(4) no C11 C12 H12 119.5 no C13 C12 H12 119.5 no C8 C13 C12 121.0(3) no C8 C13 H13 119.6 no C12 C13 H13 119.5 no O2 C14 C15 118.5(2) no O2 C14 C19 124.1(3) no C15 C14 C19 117.3(3) no C14 C15 C16 121.9(3) no C14 C15 H15 119.1 no C16 C15 H15 119.0 no C15 C16 C17 121.1(3) no C24 C23 H23 119.7 no C23 C24 C25 117.8(3) no C23 C24 H24 121.0 no C25 C24 H24 121.2 no N4 C25 C24 119.2(3) no C2 C1 C6 117.6(3) no C1 C2 C3 121.7(4) no C1 C2 H2 119.2 no C3 C2 H2 119.0 no C2 C3 C4 120.8(3) no C2 C3 H3 119.6 no C4 C3 H3 119.6 no C3 C4 C5 119.1(3) no C3 C4 H4 120.4 no C5 C4 H4 120.5 no C4 C5 C6 122.4(3) no C4 C5 H5 118.7 no C6 C5 H5 118.9 no C1 C6 C5 118.3(3) no C1 C6 C7 125.0(3) no C5 C6 C7 116.6(3) no N1 C7 C6 128.2(3) no N1 C7 H7 119.2 no C6 C7 H7 112.6 no N1 C8 C9 116.8(3) no N1 C8 C13 124.9(3) no C9 C8 C13 118.2(3) no C15 C16 H16 119.5 no C17 C16 H16 119.4 no C16 C17 C18 119.0(4) no C16 C17 H17 120.4 no C18 C17 H17 120.5 no C17 C18 C19 121.7(3) no C17 C18 H18 119.1 no C19 C18 H18 119.2 no C14 C19 C18 118.8(3) no C14 C19 C20 124.7(3) no C18 C19 C20 116.5(2) no N2 C20 C19 128.4(2) no N2 C20 H20 119.2 no C19 C20 H20 112.4 no N2 C21 C22 117.5(2) no N2 C21 C26 124.1(3) no C22 C21 C26 118.4(3) no C21 C22 C23 121.6(3) no C21 C22 H22 119.3 no C23 C22 H22 119.1 no C22 C23 C24 120.4(4) no C22 C23 H23 119.8 no N4 C25 C26 117.5(4) no C24 C25 C26 123.3(3) no C21 C26 C25 118.5(3) no C21 C26 H26 120.8 no C25 C26 H26 120.8 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Zn O1 . . 1.898(2) yes Zn O2 . . 1.901(2) yes Zn N1 . . 2.027(3) yes Zn N2 . . 2.027(2) yes O1 C1 . . 1.303(4) yes O2 C14 . . 1.308(4) yes O3 N3 . . 1.217(5) yes O4 N3 . . 1.211(5) yes O5 N4 . . 1.206(5) yes O6 N4 . . 1.209(6) yes N1 C7 . . 1.294(4) yes N1 C8 . . 1.431(4) yes N2 C20 . . 1.292(4) yes N2 C21 . . 1.423(4) yes N3 C10 . . 1.484(4) yes N4 C25 . . 1.470(4) yes C1 C2 . . 1.412(5) no C1 C6 . . 1.422(5) no C2 C3 . . 1.363(5) no C2 H2 . . 0.95 no C3 H3 . . 0.95 no C4 C5 . . 1.358(5) no C4 H4 . . 0.95 no C5 C6 . . 1.413(4) no C5 H5 . . 0.95 no C6 C7 . . 1.428(4) yes C7 H7 . . 0.835 no C8 C9 . . 1.392(4) no C8 C13 . . 1.393(5) no C9 C10 . . 1.380(5) no C9 H9 . . 0.95 no C10 C11 . . 1.364(5) no C11 C12 . . 1.377(5) no C11 H11 . . 0.95 no C12 C13 . . 1.379(5) no C12 H12 . . 0.95 no C13 H13 . . 0.95 no C14 C15 . . 1.403(5) no C14 C19 . . 1.418(3) no C15 C16 . . 1.366(6) no C15 H15 . . 0.95 no C16 C17 . . 1.374(4) no C16 H16 . . 0.95 no C17 C18 . . 1.366(5) no C17 H17 . . 0.95 no C18 C19 . . 1.416(5) no C18 H18 . . 0.95 no C19 C20 . . 1.427(4) yes C20 H20 . . 0.87 no C21 C22 . . 1.390(5) no C21 C26 . . 1.390(4) no C22 C23 . . 1.372(5) no C22 H22 . . 0.95 no C23 C24 . . 1.369(5) no C23 H23 . . 0.95 no C24 C25 . . 1.376(6) no C24 H24 . . 0.95 no C25 C26 . . 1.376(5) no C26 H26 . . 0.95 no 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_publ_flag O2 Zn O1 C1 -103.2(3) no N1 Zn O1 C1 13.4(3) no N2 Zn O1 C1 145.7(3) no O1 Zn O2 C14 -98.9(3) no N1 Zn O2 C14 150.9(3) no N2 Zn O2 C14 19.8(3) no O1 Zn N1 C7 -11.1(3) no O1 Zn N1 C8 173.7(2) no O2 Zn N1 C7 116.0(2) no O2 Zn N1 C8 -59.2(2) no N2 Zn N1 C7 -132.2(2) no N2 Zn N1 C8 52.5(3) no O1 Zn N2 C20 112.9(3) no O1 Zn N2 C21 -59.4(3) no O2 Zn N2 C20 -14.7(3) no O2 Zn N2 C21 173.0(2) no N1 Zn N2 C20 -132.5(2) no N1 Zn N2 C21 55.2(3) no Zn O1 C1 C2 171.6(2) no Zn O1 C1 C6 -9.0(5) no Zn O2 C14 C15 165.1(3) no Zn O2 C14 C19 -15.0(5) no Zn N1 C7 C6 5.1(5) no C8 N1 C7 C6 -179.6(3) no Zn N1 C8 C9 -12.0(4) no Zn N1 C8 C13 167.3(3) no C7 N1 C8 C9 172.8(3) no C7 N1 C8 C13 -8.0(5) no Zn N2 C20 C19 5.4(5) no C21 N2 C20 C19 177.7(3) no Zn N2 C21 C22 -18.8(4) no Zn N2 C21 C26 159.1(3) no C20 N2 C21 C22 169.0(3) no C20 N2 C21 C26 -13.1(5) no O3 N3 C10 C9 -166.9(3) no O3 N3 C10 C11 11.1(5) no O4 N3 C10 C9 11.3(5) no O4 N3 C10 C11 -170.7(4) no O5 N4 C25 C24 9.9(6) no O5 N4 C25 C26 -168.5(4) no O6 N4 C25 C24 -170.7(4) no O6 N4 C25 C26 11.0(5) no O1 C1 C2 C3 -179.1(3) no O1 C1 C6 C5 179.5(3) no C2 C1 C6 C7 177.7(3) no C4 C5 C6 C7 -179.0(3) no C1 C6 C7 N1 3.4(5) no C5 C6 C7 N1 -177.8(3) no N1 C8 C9 C10 -180.0(4) no N1 C8 C13 C12 -178.8(3) no C8 C9 C10 N3 176.8(3) no N3 C10 C11 C12 -177.5(3) no O2 C14 C15 C16 -178.6(4) no O2 C14 C19 C18 178.3(3) no C15 C14 C19 C20 179.2(3) no C17 C18 C19 C20 179.3(3) no C14 C19 C20 N2 5.5(6) no C18 C19 C20 N2 -173.6(3) no N2 C21 C22 C23 178.1(3) no N2 C21 C26 C25 -177.4(3) no C23 C24 C25 N4 -178.2(4) no N4 C25 C26 C21 177.7(3) no