#------------------------------------------------------------------------------ #$Date: 2017-10-13 07:09:21 +0100 (Fri, 13 Oct 2017) $ #$Revision: 201973 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/00/2200080.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_2200080 loop_ _publ_author_name 'Lynch, Daniel E.' 'McClenaghan, Ian' _publ_section_title ; (E)-1-(2-Thienyl)ethanone 8-quinolylhydrozone ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o52 _journal_page_last o53 _journal_paper_doi 10.1107/S1600536800019607 _journal_volume 57 _journal_year 2001 _chemical_formula_moiety 'C15 H13 N3 S' _chemical_formula_sum 'C15 H13 N3 S' _chemical_formula_weight 267.34 _chemical_melting_point 433.0(10) _chemical_name_systematic ; (E)-1-(2-Thienyl)ethanone 8-quinolylhydrozone ; _space_group_IT_number 61 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 10.148(2) _cell_length_b 14.251(3) _cell_length_c 18.103(4) _cell_measurement_reflns_used 46446 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 27.48 _cell_measurement_theta_min 1.02 _cell_volume 2618.0(10) _computing_cell_refinement 'DENZO and COLLECT' _computing_data_collection 'DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)' _computing_data_reduction 'DENZO and COLLECT' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 150(2) _diffrn_detector_area_resol_mean 9.091 _diffrn_measured_fraction_theta_full .980 _diffrn_measured_fraction_theta_max .980 _diffrn_measurement_device_type 'Enraf Nonius KappaCCD area-detector' _diffrn_measurement_method '\f and \w' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Enraf Nonius FR591 rotating anode' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .121 _diffrn_reflns_av_sigmaI/netI .1138 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_number 20334 _diffrn_reflns_theta_full 27.52 _diffrn_reflns_theta_max 27.52 _diffrn_reflns_theta_min 2.25 _diffrn_standards_decay_% 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu .236 _exptl_absorpt_correction_T_max .995 _exptl_absorpt_correction_T_min .933 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SORTAV; Blessing, 1995)' _exptl_crystal_colour orange _exptl_crystal_density_diffrn 1.357 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 1120 _exptl_crystal_size_max .30 _exptl_crystal_size_mid .24 _exptl_crystal_size_min .02 _refine_diff_density_max .320 _refine_diff_density_min -.331 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref .98 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 177 _refine_ls_number_reflns 2947 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all .98 _refine_ls_R_factor_all .150 _refine_ls_R_factor_gt .061 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean <0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0867P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .170 _reflns_number_gt 1498 _reflns_number_total 2947 _reflns_threshold_expression I>2\s(I) _cod_data_source_file ob6015.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value '432-434 K' was changed to '433.0(10)' - the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_chemical_melting_point' value '432-434 K' was changed to '433.0(10)' - the average value was taken and precision was estimated. '_exptl_absorpt_correction_type' value 'Multi-scan' changed to 'multi-scan' 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_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 2618.1(9) _cod_database_code 2200080 _cod_database_fobs_code 2200080 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol N1 .5693(2) .64109(18) .37293(13) .0418(7) Uani d . 1 . . N C2 .6529(3) .7026(2) .35234(16) .0381(8) Uani d . 1 . . C H2 .6626 .7562 .3831 .048 Uiso calc R 1 . . H C3 .7324(3) .6993(2) .28868(19) .0494(9) Uani d . 1 . . C H3 .7920 .7485 .2768 .062 Uiso calc R 1 . . H C4 .7195(3) .6214(2) .24448(17) .0471(9) Uani d . 1 . . C H4 .7712 .6154 .2010 .059 Uiso calc R 1 . . H C5 .6099(3) .4681(2) .22149(17) .0433(8) Uani d . 1 . . C H5 .6582 .4583 .1772 .054 Uiso calc R 1 . . H C6 .5212(3) .4034(2) .24518(18) .0462(8) Uani d . 1 . . C H6 .5088 .3480 .2168 .058 Uiso calc R 1 . . H C7 .4480(3) .4150(2) .30912(16) .0403(8) Uani d . 1 . . C H7 .3864 .3683 .3235 .050 Uiso calc R 1 . . H C8 .4644(3) .4946(2) .35212(15) .0357(7) Uani d . 1 . . C C9 .5564(3) .5637(2) .32874(16) .0369(7) Uani d . 1 . . C C10 .6294(3) .5505(2) .26396(16) .0387(8) Uani d . 1 . . C N11 .3944(3) .5114(2) .41531(14) .0417(7) Uani d . 1 . . N H11 .414(3) .564(3) .4480(18) .065(11) Uiso d . 1 . . H N12 .3027(2) .44926(17) .43975(14) .0371(6) Uani d . 1 . . N C13 .2338(3) .4690(2) .49707(16) .0354(7) Uani d . 1 . . C C14 .2482(3) .5580(2) .54076(16) .0417(8) Uani d . 1 . . C H141 .3407 .5664 .5548 .052 Uiso calc R 1 . . H H142 .1936 .5542 .5853 .052 Uiso calc R 1 . . H H143 .2196 .6113 .5106 .052 Uiso calc R 1 . . H S15 .10862(8) .30193(6) .46517(4) .0436(3) Uani d . 1 . . S C16 .1370(3) .4000(2) .51981(15) .0333(7) Uani d . 1 . . C C17 .0599(3) .3978(2) .58123(17) .0448(8) Uani d . 1 . . C H17 .0597 .4455 .6179 .056 Uiso calc R 1 . . H C18 -.0204(3) .3163(2) .58454(18) .0475(9) Uani d . 1 . . C H18 -.0793 .3032 .6240 .059 Uiso calc R 1 . . H C19 -.0041(3) .2597(2) .52583(16) .0432(8) Uani d . 1 . . C H19 -.0505 .2024 .5191 .054 Uiso calc R 1 . . H 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 N1 .0371(16) .0437(17) .0447(15) .0006(13) -.0044(12) -.0032(13) C2 .0367(18) .0368(19) .0409(18) .0009(15) .0032(15) .0027(13) C3 .0344(19) .051(2) .063(2) -.0020(16) -.0026(17) .0130(17) C4 .0285(18) .067(3) .0457(19) .0109(17) .0083(15) .0128(17) C5 .0369(19) .055(2) .0381(18) .0110(16) .0035(15) .0017(15) C6 .0389(19) .048(2) .051(2) .0077(17) -.0023(16) -.0037(16) C7 .0333(18) .046(2) .0420(18) .0024(15) -.0013(15) .0016(15) C8 .0278(17) .0418(19) .0374(17) .0035(14) -.0045(14) .0054(14) C9 .0267(17) .045(2) .0387(17) .0071(15) -.0033(14) .0033(14) C10 .0291(18) .047(2) .0397(19) .0063(14) .0009(14) .0114(14) N11 .0401(16) .0489(17) .0361(15) -.0052(13) .0044(13) -.0028(13) N12 .0324(14) .0371(15) .0418(15) -.0018(12) .0000(12) .0068(11) C13 .0315(17) .0408(19) .0337(17) .0046(14) -.0046(14) .0041(13) C14 .0421(19) .0374(18) .0456(19) -.0008(14) -.0036(15) -.0022(14) S15 .0419(5) .0418(5) .0470(5) -.0019(4) .0060(4) -.0015(3) C16 .0277(17) .0350(17) .0371(17) .0041(13) -.0045(13) .0036(12) C17 .043(2) .048(2) .0434(19) .0026(16) .0062(15) .0001(15) C18 .040(2) .054(2) .048(2) -.0023(17) .0051(15) .0054(16) C19 .0346(18) .0404(19) .055(2) .0003(15) .0046(15) .0030(15) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S .1246 .1234 '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 C2 N1 C9 116.5(3) N1 C2 C3 126.7(3) N1 C2 H2 116.7 C3 C2 H2 116.7 C4 C3 C2 116.7(3) C4 C3 H3 121.7 C2 C3 H3 121.7 C3 C4 C10 119.7(3) C3 C4 H4 120.1 C10 C4 H4 120.1 C6 C5 C10 118.9(3) C6 C5 H5 120.5 C10 C5 H5 120.5 C5 C6 C7 122.5(3) C5 C6 H6 118.7 C7 C6 H6 118.7 C6 C7 C8 120.2(3) C6 C7 H7 119.9 C8 C7 H7 119.9 N11 C8 C7 123.4(3) N11 C8 C9 118.0(3) C7 C8 C9 118.6(3) N1 C9 C10 123.2(3) N1 C9 C8 116.5(3) C10 C9 C8 120.3(3) C9 C10 C4 117.3(3) C9 C10 C5 119.4(3) C4 C10 C5 123.3(3) N12 N11 C8 121.0(3) N12 N11 H11 116(2) C8 N11 H11 123(2) C13 N12 N11 119.6(3) N12 C13 C16 116.7(3) N12 C13 C14 124.0(3) C16 C13 C14 119.3(3) C13 C14 H141 109.5 C13 C14 H142 109.5 H141 C14 H142 109.5 C13 C14 H143 109.5 H141 C14 H143 109.5 H142 C14 H143 109.5 C19 S15 C16 91.66(15) C17 C16 C13 129.6(3) C17 C16 S15 110.6(2) C13 C16 S15 119.8(2) C16 C17 C18 112.6(3) C16 C17 H17 123.7 C18 C17 H17 123.7 C19 C18 C17 112.8(3) C19 C18 H18 123.6 C17 C18 H18 123.6 C18 C19 S15 112.4(3) C18 C19 H19 123.8 S15 C19 H19 123.8 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 N1 C2 . 1.276(4) ? N1 C9 . 1.369(4) ? C2 C3 . 1.407(4) ? C2 H2 . .9500 ? C3 C4 . 1.375(5) ? C3 H3 . .9500 ? C4 C10 . 1.406(4) ? C4 H4 . .9500 ? C5 C6 . 1.359(4) ? C5 C10 . 1.418(4) ? C5 H5 . .9500 ? C6 C7 . 1.385(4) ? C6 H6 . .9500 ? C7 C8 . 1.386(4) ? C7 H7 . .9500 ? C8 N11 . 1.368(4) ? C8 C9 . 1.421(4) ? C9 C10 . 1.400(4) ? N11 N12 . 1.359(3) ? N11 H11 . .97(4) ? N12 C13 . 1.283(4) ? C13 C16 . 1.449(4) ? C13 C14 . 1.501(4) ? C14 H141 . .9800 ? C14 H142 . .9800 ? C14 H143 . .9800 ? S15 C19 . 1.696(3) ? S15 C16 . 1.736(3) ? C16 C17 . 1.360(4) ? C17 C18 . 1.420(4) ? C17 H17 . .9500 ? C18 C19 . 1.345(4) ? C18 H18 . .9500 ? C19 H19 . .9500 ? 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_publ_flag N11 H11 N1 .97(4) 2.36(3) 2.675(4) 98(2) 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 C9 N1 C2 C3 .5(5) N1 C2 C3 C4 -.7(5) C2 C3 C4 C10 .4(4) C10 C5 C6 C7 .4(5) C5 C6 C7 C8 -.5(5) C6 C7 C8 N11 179.1(3) C6 C7 C8 C9 .6(4) C2 N1 C9 C10 -.1(4) C2 N1 C9 C8 179.3(3) N11 C8 C9 N1 1.4(4) C7 C8 C9 N1 180.0(3) N11 C8 C9 C10 -179.2(3) C7 C8 C9 C10 -.6(4) N1 C9 C10 C4 -.1(4) C8 C9 C10 C4 -179.5(2) N1 C9 C10 C5 179.9(3) C8 C9 C10 C5 .6(4) C3 C4 C10 C9 .0(4) C3 C4 C10 C5 179.9(3) C6 C5 C10 C9 -.5(4) C6 C5 C10 C4 179.6(3) C7 C8 N11 N12 .0(4) C9 C8 N11 N12 178.5(2) C8 N11 N12 C13 -176.5(3) N11 N12 C13 C16 179.5(2) N11 N12 C13 C14 -.5(4) N12 C13 C16 C17 173.2(3) C14 C13 C16 C17 -6.7(4) N12 C13 C16 S15 -5.9(3) C14 C13 C16 S15 174.1(2) C19 S15 C16 C17 -.6(2) C19 S15 C16 C13 178.7(2) C13 C16 C17 C18 -178.3(3) S15 C16 C17 C18 .9(3) C16 C17 C18 C19 -.9(4) C17 C18 C19 S15 .4(4) C16 S15 C19 C18 .1(3) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 24730951