#------------------------------------------------------------------------------ #$Date: 2016-02-19 14:29:56 +0000 (Fri, 19 Feb 2016) $ #$Revision: 176759 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/88/2008812.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_2008812 loop_ _publ_author_name 'Noriko Chikaraishi Kasuga' 'Yayoi Hara' 'Chisa Koumo' 'Kiyoshi Sekino' 'Kenji Nomiya' _publ_section_title ; Two novel zinc(II) complexes of N'-[1-(2-pyridyl)ethylidene]morpholine-4-carbothiohydrazide ; _journal_issue 8 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1264 _journal_page_last 1267 _journal_paper_doi 10.1107/S0108270199004199 _journal_volume 55 _journal_year 1999 _chemical_formula_analytical 'C14 H18 N4 O3 S Zn' _chemical_formula_iupac '[Zn (C12 H15 N4 O S) (C2 H3 O2)]' _chemical_formula_moiety 'C14 H18 N4 O3 S Zn' _chemical_formula_structural catena-poly[Zn^II^(L)-\m-(OAc-O,O')]~n~ _chemical_formula_sum 'C14 H18 N4 O3 S Zn' _chemical_formula_weight 387.76 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _audit_creation_method SHELXL _cell_angle_alpha 90 _cell_angle_beta 92.913(8) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 13.093(2) _cell_length_b 8.8360(10) _cell_length_c 14.7240(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296(5) _cell_measurement_theta_max 15.0 _cell_measurement_theta_min 14.6 _cell_volume 1701.2(3) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ;MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1992) ; _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1995)' _computing_molecular_graphics TEXSAN _computing_publication_material TEXSAN _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution ; TEXSAN, DIRDIF (Beurskens et al., 1992), DIRDIF94 (Beurskens et al., 1994) and SIR92 (Altomare et al, 1994) ; _diffrn_ambient_temperature 296 _diffrn_measurement_device 'Rigaku AFC-5S' _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Rigaku sealed tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.035 _diffrn_reflns_av_sigmaI/netI 0.045 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 6647 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_reflns_theta_max 27.49 _diffrn_reflns_theta_min 2.69 _diffrn_standards_decay_% 2.29 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 1.585 _exptl_absorpt_correction_T_max 0.853 _exptl_absorpt_correction_T_min 0.730 _exptl_absorpt_correction_type '\y scans (North et al., 1968)' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.51 _exptl_crystal_density_meas ? _exptl_crystal_description plate _exptl_crystal_F_000 800.00 _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.64 _refine_diff_density_min -0.66 _refine_ls_extinction_coef 0.0065(9) _refine_ls_extinction_method 'Zachariasen (1967)' _refine_ls_goodness_of_fit_all 1.029 _refine_ls_goodness_of_fit_obs 1.075 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 257 _refine_ls_number_reflns 3898 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.029 _refine_ls_restrained_S_obs 1.075 _refine_ls_R_factor_all 0.067 _refine_ls_R_factor_obs 0.036 _refine_ls_shift/esd_mean 0.000 _refine_ls_shift/su_max 0.003 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0610P)^2^+0.2681P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.109 _refine_ls_wR_factor_obs 0.095 _reflns_number_observed 2762 _reflns_number_total 3989 _reflns_observed_criterion I>2\s(I) _cod_data_source_file oa1085.cif _cod_data_source_block complex1 _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value 'not measured' was changed to '?' - the value is undefined or not given. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0610P)^2^+0.2681P] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0610P)^2^+0.2681P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1701.4(3) _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2008812 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,1/2-z -x,-y,-z 1/2+x,1/2-y,1/2+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 Zn 0.0362(2) 0.0284(2) 0.0321(2) -0.00284(12) -0.00332(12) -0.00326(12) S 0.0496(4) 0.0662(5) 0.0387(4) -0.0159(4) 0.0091(3) -0.0194(4) O1 0.0497(14) 0.088(2) 0.067(2) -0.0144(13) 0.0100(12) 0.0224(14) O2 0.0459(11) 0.0278(10) 0.0512(12) 0.0009(8) -0.0114(9) 0.0000(8) O3 0.0468(11) 0.0318(10) 0.0479(12) 0.0045(8) -0.0134(9) -0.0076(9) N1 0.0470(14) 0.0359(13) 0.0392(13) -0.0070(10) 0.0042(11) 0.0000(10) N2 0.0324(11) 0.0327(11) 0.0287(11) -0.0013(9) -0.0011(9) 0.0003(9) N3 0.0345(12) 0.0399(13) 0.0349(12) -0.0045(10) 0.0019(9) -0.0038(10) N4 0.0420(13) 0.056(2) 0.0415(14) -0.0102(12) 0.0071(11) -0.0044(12) C1 0.054(2) 0.050(2) 0.055(2) -0.013(2) 0.009(2) 0.002(2) C2 0.052(2) 0.069(2) 0.061(2) -0.010(2) 0.017(2) 0.012(2) C3 0.059(2) 0.084(3) 0.042(2) -0.002(2) 0.015(2) -0.002(2) C4 0.052(2) 0.066(2) 0.037(2) 0.000(2) 0.0063(14) -0.007(2) C5 0.0412(14) 0.0336(14) 0.0294(13) 0.0031(11) -0.0010(11) 0.0019(11) C6 0.0372(13) 0.0290(12) 0.0273(12) 0.0017(10) -0.0047(10) -0.0007(10) C7 0.049(2) 0.0369(15) 0.0379(14) 0.0035(12) -0.0069(12) -0.0075(12) C8 0.0360(14) 0.0380(15) 0.0352(14) 0.0021(11) 0.0006(11) 0.0014(11) C9 0.052(2) 0.075(3) 0.057(2) -0.026(2) 0.007(2) -0.008(2) C10 0.051(2) 0.088(3) 0.060(2) -0.018(2) 0.002(2) 0.008(2) C11 0.060(2) 0.097(3) 0.060(3) -0.007(2) 0.025(2) 0.005(2) C12 0.056(2) 0.078(3) 0.042(2) -0.010(2) 0.014(2) 0.001(2) C13 0.0378(14) 0.037(2) 0.0408(15) 0.0029(11) -0.0038(12) -0.0017(12) C14 0.057(2) 0.069(3) 0.133(4) 0.023(2) -0.052(3) -0.033(3) 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_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol Zn 0.18573(2) 0.15310(3) 0.24701(2) 0.03241(13) Uani d . 1 . Zn S 0.05153(6) 0.12893(11) 0.34839(5) 0.0512(2) Uani d . 1 . S O1 -0.3014(2) -0.1492(3) 0.3742(2) 0.0678(8) Uani d . 1 . O O2 0.2962(2) -0.1213(2) 0.26527(14) 0.0421(5) Uani d . 1 . O O3 0.3139(2) 0.1066(2) 0.32173(14) 0.0427(5) Uani d . 1 . O N1 0.2609(2) 0.1247(3) 0.1189(2) 0.0406(5) Uani d . 1 . N N2 0.0890(2) 0.0086(2) 0.16872(14) 0.0314(5) Uani d . 1 . N N3 -0.0011(2) -0.0451(3) 0.1995(2) 0.0365(5) Uani d . 1 . N N4 -0.1154(2) -0.0373(3) 0.3107(2) 0.0462(6) Uani d . 1 . N C1 0.3484(3) 0.1892(4) 0.0972(2) 0.0525(8) Uani d . 1 . C C2 0.3973(3) 0.1510(5) 0.0205(3) 0.0601(9) Uani d . 1 . C C3 0.3541(3) 0.0424(5) -0.0363(3) 0.0614(10) Uani d . 1 . C C4 0.2626(3) -0.0248(4) -0.0148(2) 0.0516(8) Uani d . 1 . C C5 0.2170(2) 0.0200(3) 0.0643(2) 0.0348(6) Uani d . 1 . C C6 0.1192(2) -0.0440(3) 0.0930(2) 0.0314(5) Uani d . 1 . C C7 0.0638(2) -0.1610(3) 0.0368(2) 0.0417(6) Uani d . 1 . C C8 -0.0230(2) 0.0074(3) 0.2798(2) 0.0365(6) Uani d . 1 . C C9 -0.1749(3) -0.1511(5) 0.2590(3) 0.0612(10) Uani d . 1 . C C10 -0.2862(3) -0.1391(6) 0.2796(3) 0.0663(11) Uani d . 1 . C C11 -0.2468(3) -0.0315(6) 0.4210(3) 0.0717(12) Uani d . 1 . C C12 -0.1343(3) -0.0422(6) 0.4074(2) 0.0585(9) Uani d . 1 . C C13 0.3442(2) -0.0272(3) 0.3132(2) 0.0388(6) Uani d . 1 . C C14 0.4443(3) -0.0711(5) 0.3633(4) 0.088(2) Uani d . 1 . C H1 0.377(3) 0.268(4) 0.144(2) 0.057(10) Uiso d . 1 . H H2 0.460(3) 0.208(5) 0.009(3) 0.084(13) Uiso d . 1 . H H3 0.388(3) 0.011(5) -0.083(3) 0.077(13) Uiso d . 1 . H H4 0.232(3) -0.104(4) -0.054(2) 0.055(10) Uiso d . 1 . H H7A -0.0024 -0.1238 0.0193 0.052 Uiso d . 1 . H H7B 0.1003 -0.1826 -0.0154 0.052 Uiso d . 1 . H H7C 0.0574 -0.2504 0.0721 0.052 Uiso d . 1 . H H9A -0.167(4) -0.129(6) 0.201(4) 0.109(19) Uiso d . 1 . H H9B -0.158(3) -0.251(6) 0.286(3) 0.082(14) Uiso d . 1 . H H10A -0.314(3) -0.030(7) 0.261(4) 0.109(18) Uiso d . 1 . H H10B -0.322(3) -0.235(6) 0.250(3) 0.094(16) Uiso d . 1 . H H11A -0.274(4) 0.074(6) 0.390(4) 0.109(17) Uiso d . 1 . H H11B -0.255(3) -0.047(5) 0.484(3) 0.079(13) Uiso d . 1 . H H12A -0.107(3) 0.040(5) 0.435(3) 0.072(13) Uiso d . 1 . H H12B -0.112(3) -0.146(4) 0.432(3) 0.062(11) Uiso d . 1 . H H14A 0.4800 0.0046 0.4005 0.066 Uiso d . 1 . H H14B 0.4800 -0.1475 0.3425 0.066 Uiso d . 1 . H H14C 0.4000 -0.0952 0.3804 0.066 Uiso d . 1 . H loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; S 0.125 0.123 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Zn 0.284 1.430 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 2 0 2 2 1 1 2 2 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O3 Zn O2 . 2 98.81(8) yes O3 Zn N2 . . 129.94(8) yes O2 Zn N2 2 . 128.43(8) yes O3 Zn N1 . . 92.78(9) yes O2 Zn N1 2 . 88.63(9) yes N2 Zn N1 . . 75.06(9) yes O3 Zn S . . 105.25(7) yes O2 Zn S 2 . 103.85(7) yes N2 Zn S . . 81.11(6) yes N1 Zn S . . 155.94(7) yes C8 S Zn . . 95.85(10) yes C10 O1 C11 . . 109.7(3) yes C13 O2 Zn . 2_545 130.9(2) yes C13 O3 Zn . . 113.5(2) ? C1 N1 C5 . . 120.0(3) ? C1 N1 Zn . . 126.0(2) ? C5 N1 Zn . . 113.6(2) ? C6 N2 N3 . . 117.9(2) yes C6 N2 Zn . . 119.4(2) ? N3 N2 Zn . . 122.3(2) ? C8 N3 N2 . . 113.9(2) yes C8 N4 C12 . . 121.9(3) ? C8 N4 C9 . . 118.7(3) ? C12 N4 C9 . . 112.1(3) yes N1 C1 C2 . . 122.4(3) ? C1 C2 C3 . . 118.6(3) ? C2 C3 C4 . . 119.5(3) ? C3 C4 C5 . . 118.7(3) ? N1 C5 C4 . . 120.7(3) ? N1 C5 C6 . . 116.4(2) yes C4 C5 C6 . . 122.9(3) ? N2 C6 C5 . . 114.6(2) yes N2 C6 C7 . . 124.7(2) yes C5 C6 C7 . . 120.7(2) ? N3 C8 N4 . . 115.6(3) yes N3 C8 S . . 126.8(2) yes N4 C8 S . . 117.6(2) ? N4 C9 C10 . . 110.0(3) yes O1 C10 C9 . . 112.2(4) yes O1 C11 C12 . . 111.3(4) yes N4 C12 C11 . . 110.2(3) ? O2 C13 O3 . . 122.3(3) yes O2 C13 C14 . . 120.3(3) ? O3 C13 C14 . . 117.4(3) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Zn O3 . 2.002(2) yes Zn O2 2 2.016(2) yes Zn N2 . 2.101(2) yes Zn N1 . 2.186(2) yes Zn S . 2.3723(9) yes S C8 . 1.739(3) yes O1 C10 . 1.420(5) yes O1 C11 . 1.421(5) yes O2 C13 . 1.241(3) yes O2 Zn 2_545 2.016(2) ? O3 C13 . 1.255(3) yes N1 C1 . 1.332(4) ? N1 C5 . 1.336(4) ? N2 C6 . 1.289(3) yes N2 N3 . 1.370(3) yes N3 C8 . 1.316(4) yes N4 C8 . 1.373(4) yes N4 C12 . 1.458(4) yes N4 C9 . 1.462(4) yes C1 C2 . 1.368(5) ? C2 C3 . 1.376(6) ? C3 C4 . 1.387(5) ? C4 C5 . 1.394(4) ? C5 C6 . 1.481(4) yes C6 C7 . 1.489(4) yes C9 C10 . 1.507(6) yes C11 C12 . 1.499(5) yes C13 C14 . 1.521(4) yes 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_site_symmetry_4 _geom_torsion Zn O3 C13 C14 . 176.7(3) C14 C13 O2 Zn 2_545 10.9(4)