#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/02/2010229.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_2010229 loop_ _publ_author_name 'Hursthouse, M.B.' 'Ciechanowicz-Rutkowska, M.' 'Burgiel, M.' 'Zankowska-Jasi\'nska, W.' _publ_section_title ; 5-Acetyl-6-methyl-3-phenyl-4-thioxo-3,4-dihydro-2H-1,3-oxazin-2-one ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 2001 _journal_page_last 2003 _journal_paper_doi 10.1107/S0108270194004993 _journal_volume 50 _journal_year 1994 _chemical_formula_moiety 'C13 H11 N1 O3 S1' _chemical_formula_sum 'C13 H11 N O3 S' _chemical_formula_weight 261.301 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_type_scat_source 'SHELX80 (Sheldrick, 1980)' _cell_angle_alpha 90. _cell_angle_beta 96.620(10) _cell_angle_gamma 90. _cell_formula_units_Z 4 _cell_length_a 10.6040(10) _cell_length_b 9.0660(10) _cell_length_c 13.9040(10) _cell_measurement_reflns_used 250 _cell_measurement_temperature 291 _cell_measurement_theta_max 20 _cell_measurement_theta_min 2 _cell_volume 1327.8(2) _diffrn_measurement_device 'Enraf-Nonius FAST' _diffrn_measurement_method 'MADNES (1991)' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.048 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 6133 _diffrn_reflns_theta_max 53.03 _exptl_absorpt_coefficient_mu 0.231 _exptl_absorpt_correction_type none _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.31 _exptl_crystal_density_meas 1.29 _exptl_crystal_description prisms _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.299 _refine_diff_density_min 0.239 _refine_ls_number_parameters 189 _refine_ls_number_reflns 1838 _refine_ls_R_factor_obs 0.037 _refine_ls_shift/esd_max 1.7 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/\s(F~o~)^2^' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.039 _reflns_number_observed 1838 _reflns_number_total 4054 _reflns_observed_criterion F~o~>3\sF~o~ _cod_data_source_file ab1102.cif _cod_data_source_block ab1102a _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'w = 1/\s(F~o~)^2^' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/\s(F~o~)^2^'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1327.9(2) _cod_original_sg_symbol_H-M 'P 21/c' _cod_original_formula_sum 'C13 H11 N1 O3 S1' _cod_database_code 2010229 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv N .1552(2) -.1516(2) .66770(10) .0390(7) O(1) .0782(2) -.3096(2) .54180(10) .0503(7) O(2) .2742(2) -.3347(2) .61100(10) .0655(8) O(3) -.2213(2) .0268(3) .5295(2) .0699(9) S .02150(10) .06090(10) .73830(10) .0679(3) C(1) -.1302(3) -.3155(4) .4640(3) .0696(13) C(2) .1778(3) -.2689(3) .6075(2) .0449(10) C(3) -.1890(3) -.0624(3) .5906(2) .0484(10) C(4) .0416(2) -.0776(3) .6657(2) .0404(10) C(5) -.0590(2) -.1327(3) .5962(2) .0379(9) C(6) -.0378(3) -.2439(3) .5371(2) .0438(9) C(7) .2643(2) -.1099(3) .7368(2) .0413(10) C(8) .3489(3) -.0083(3) .7095(2) .0512(12) C(9) .4522(3) .0294(5) .7754(2) .0634(14) C(10) .4690(3) -.0373(5) .8646(3) .0703(14) C(11) .3833(3) -.1376(5) .8900(2) .0729(15) C(12) .2790(3) -.1742(4) .8256(2) .0595(12) C(13) -.2734(3) -.1152(5) .6626(3) .0931(19) H(1A) -.2069(3) -.2587(4) .4531(3) .0070 H(1B) -.1483(3) -.4094(4) .4912(3) .0070 H(1C) -.0963(3) -.3302(4) .4036(3) .0070 H(13A) -.2662(3) -.2202(5) .6705(3) .0100 H(13B) -.3589(3) -.0902(5) .6378(3) .0100 H(13C) -.2517(3) -.0680(5) .7241(3) .0100 H(8) .337(3) .031(3) .643(2) .0058(8) H(9) .503(3) .097(4) .7583(19) .0060(10) H(10) .536(4) -.001(4) .906(3) .0085(11) H(11) .396(3) -.183(4) .947(2) .0066(10) H(12) .215(3) -.239(4) .8419(19) .0060(9) 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 C(4) N C(2) 124.8(3) yes C(7) N C(4) 120.7(3) yes O(1) C(2) N 115.9(3) yes O(2) C(2) O(1) 119.4(3) yes C(13) C(3) O(3) 123.2(4) yes S C(4) N 122.4(3) yes C(5) C(4) S 122.6(3) yes C(6) C(5) C(3) 120.2(3) yes C(1) C(6) O(1) 111.4(3) yes C(5) C(6) C(1) 127.5(4) yes C(12) C(7) N 119.0(4) yes C(9) C(8) C(7) 118.4(4) yes C(11) C(10) C(9) 120.5(4) yes C(11) C(12) C(7) 119.0(4) yes C(7) N C(2) 114.5(3) yes C(6) O(1) C(2) 122.6(3) yes O(2) C(2) N 124.7(3) yes C(5) C(3) O(3) 120.5(3) yes C(13) C(3) C(5) 116.3(3) yes C(5) C(4) N 115.0(3) yes C(4) C(5) C(3) 119.2(3) yes C(6) C(5) C(4) 120.6(3) yes C(5) C(6) O(1) 121.1(3) yes C(8) C(7) N 119.0(3) yes C(12) C(7) C(8) 122.0(4) yes C(10) C(9) C(8) 119.9(5) yes C(12) C(11) C(10) 120.1(4) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C(2) N 1.391(4) yes C(7) N 1.466(4) yes C(6) O(1) 1.362(4) yes C(3) O(3) 1.194(4) yes C(6) C(1) 1.479(4) yes C(13) C(3) 1.497(6) yes C(6) C(5) 1.336(4) yes C(12) C(7) 1.359(4) yes C(10) C(9) 1.373(5) yes C(12) C(1) 1.381(5) yes C(4) N 1.377(4) yes C(2) O(1) 1.365(4) yes C(2) O(2) 1.180(4) yes C(4) S 1.640(3) yes C(5) C(3) 1.512(4) yes C(5) C(4) 1.444(4) yes C(8) C(7) 1.369(5) yes C(9) C(8) 1.388(5) yes C(11) C(10) 1.360(6) yes H(1A) C(1) 0.960 no H(1C) C(1) 0.960 no H(9) C(9) 0.86(4) no H(11) C(11) 0.84(3) no H(13A) C(13) 0.960 no H(13C) C(13) 0.960 no H(1B) C(1) 0.960 no H(8) C(8) 0.98(3) no H(10) C(10) 0.92(4) no H(12) C(12) 0.95(3) no H(13B) C(13) 0.960 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 C(2) N C(4) C(5) 1.5(4) yes C(4) C(5) C(6) O(1) 1.0(4) yes C(6) O(1) C(2) N -2.2(4) yes C(4) N C(7) C(8) -91.5(3) yes C(2) N C(4) S -179.5(2) yes C(1) C(6) O(1) C(2) -176.3(3) yes N C(4) C(5) C(6) -2.4(4) yes C(2) O(1) C(6) C(5) 1.4(4) yes C(4) N C(2) O(1) 0.7(4) yes C(2) N C(7) C(12) -90.6(3) yes C(3) C(5) C(6) O(1) -179.3(2) yes O(2) C(2) O(1) C(6) 176.4(3) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 14269314