#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2007045.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_2007045 loop_ _publ_author_name 'Casas, J. S.' 'Casti\~neiras, A.' 'Couce, D.' 'Play\'a, N.' 'Sordo, J.' 'Varela, J. M.' _publ_section_title ; 1-Acetyl-2-thiohydantoin ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 427 _journal_page_last 428 _journal_volume 54 _journal_year 1998 _chemical_formula_moiety 'C5 H6 N2 O2 S' _chemical_formula_sum 'C5 H6 N2 O2 S' _chemical_formula_weight 158.18 _chemical_name_systematic ; ; _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 90.00 _cell_angle_beta 93.434(11) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 8.2968(11) _cell_length_b 7.7364(11) _cell_length_c 10.6066(15) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 18.41 _cell_measurement_theta_min 9.07 _cell_volume 679.59(16) _computing_cell_refinement 'CAD-4 EXPRESS Software' _computing_data_collection 'CAD-4 EXPRESS Software (Enraf-Nonius, 1995)' _computing_data_reduction 'HELENA (Spek, 1996)' _computing_molecular_graphics 'ZORTEP (Zsolnai, 1996)' _computing_publication_material SHELXL93 _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Enraf-Nonius MACH3' _diffrn_measurement_method \w _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 0.031 _diffrn_reflns_av_sigmaI/netI 0.0375 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 1458 _diffrn_reflns_theta_max 26.29 _diffrn_reflns_theta_min 3.03 _diffrn_standards_decay_% 0 _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.411 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.546 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 328 _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.214 _refine_diff_density_min -0.230 _refine_ls_extinction_coef 0.035(5) _refine_ls_extinction_method SHELXL93 _refine_ls_goodness_of_fit_all 1.038 _refine_ls_goodness_of_fit_obs 1.084 _refine_ls_hydrogen_treatment 'H atoms refined isotropically' _refine_ls_matrix_type full _refine_ls_number_parameters 116 _refine_ls_number_reflns 1384 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.038 _refine_ls_restrained_S_obs 1.084 _refine_ls_R_factor_all 0.069 _refine_ls_R_factor_obs 0.040 _refine_ls_shift/esd_max <0.001 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w = 1/[\s^2^(Fo^2^)+(0.0632P)^2^+0.2702P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_all 0.115 _refine_ls_wR_factor_obs 0.102 _reflns_number_observed 1026 _reflns_number_total 1384 _reflns_observed_criterion >2\s(I) _[local]_cod_data_source_file ab1500.cif _[local]_cod_data_source_block 96vr05 _cod_original_cell_volume 679.6(2) _cod_database_code 2007045 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' 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 S 0.0409(4) 0.0296(4) 0.0554(4) 0.0115(3) -0.0015(3) 0.0023(3) O3 0.0321(10) 0.0385(10) 0.0694(13) 0.0069(7) -0.0116(9) -0.0011(9) O4 0.0418(10) 0.0330(10) 0.0760(14) -0.0011(8) -0.0045(9) -0.0128(9) N1 0.0250(9) 0.0260(10) 0.0445(12) 0.0034(7) -0.0003(8) -0.0003(8) N2 0.0318(11) 0.0255(10) 0.0502(13) 0.0016(8) -0.0041(9) -0.0028(9) C1 0.0272(10) 0.0317(12) 0.0310(11) 0.0032(9) 0.0051(9) 0.0007(10) C2 0.0273(12) 0.0279(12) 0.053(2) 0.0044(9) -0.0004(11) 0.0006(12) C3 0.0313(12) 0.0273(12) 0.0429(14) 0.0037(9) 0.0012(10) 0.0012(10) C4 0.0307(12) 0.0341(13) 0.0436(13) -0.0013(10) 0.0005(10) -0.0056(11) C5 0.0325(14) 0.045(2) 0.069(2) 0.0043(12) -0.0095(14) -0.009(2) 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_occupancy _atom_site_type_symbol S 0.30042(8) 0.11202(8) 0.11443(7) 0.0421(3) Uani d 1 S O3 0.7755(2) -0.2338(2) 0.2534(2) 0.0472(5) Uani d 1 O O4 0.2526(2) -0.4723(2) 0.0467(2) 0.0506(5) Uani d 1 O N1 0.3804(2) -0.2330(2) 0.1167(2) 0.0319(5) Uani d 1 N N2 0.5617(2) -0.0543(3) 0.2021(2) 0.0361(5) Uani d 1 N C1 0.4089(3) -0.0620(3) 0.1432(2) 0.0298(5) Uani d 1 C C2 0.5223(3) -0.3395(3) 0.1526(3) 0.0361(6) Uani d 1 C C3 0.6385(3) -0.2098(3) 0.2093(2) 0.0339(5) Uani d 1 C C4 0.2416(3) -0.3188(3) 0.0656(2) 0.0362(6) Uani d 1 C C5 0.0878(3) -0.2227(4) 0.0410(4) 0.0493(8) Uani d 1 C H2 0.602(4) 0.032(5) 0.222(3) 0.048(9) Uiso d 1 H H21 0.567(4) -0.385(4) 0.085(3) 0.042(8) Uiso d 1 H H22 0.502(4) -0.428(4) 0.212(3) 0.052(8) Uiso d 1 H H51 0.013(5) -0.297(5) 0.004(4) 0.074(11) Uiso d 1 H H52 0.111(5) -0.137(5) -0.020(4) 0.078(12) Uiso d 1 H H53 0.049(4) -0.173(4) 0.114(3) 0.055(9) Uiso d 1 H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source S S .1246 .1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 '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' 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' 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 C1 N1 C4 131.4(2) y C1 N1 C2 111.3(2) y C4 N1 C2 117.4(2) y C3 N2 C1 113.6(2) y C3 N2 H2 124.(2) ? C1 N2 H2 122.(2) ? N1 C1 N2 106.1(2) y N1 C1 S 132.0(2) y N2 C1 S 121.9(2) y N1 C2 C3 102.5(2) y N1 C2 H21 111.8(18) ? C3 C2 H21 107.3(18) ? N1 C2 H22 113.7(18) ? C3 C2 H22 110.4(19) ? H21 C2 H22 111.(3) ? O3 C3 N2 125.4(2) y O3 C3 C2 128.2(2) y N2 C3 C2 106.4(2) y O4 C4 N1 117.3(2) y O4 C4 C5 122.3(2) y N1 C4 C5 120.3(2) y C4 C5 H51 108.(3) ? C4 C5 H52 105.(2) ? H51 C5 H52 108.(3) ? C4 C5 H53 113.4(19) ? H51 C5 H53 111.(3) ? H52 C5 H53 111.(3) ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag S C1 1.638(2) y O3 C3 1.218(3) y O4 C4 1.208(3) y N1 C1 1.370(3) y N1 C4 1.409(3) y N1 C2 1.469(3) y N2 C3 1.362(3) y N2 C1 1.381(3) y N2 H2 0.77(3) ? C2 C3 1.492(3) y C2 H21 0.90(3) ? C2 H22 0.95(3) ? C4 C5 1.486(4) y C5 H51 0.92(4) ? C5 H52 0.95(4) ? C5 H53 0.94(3) ? 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 C4 N1 C1 N2 174.9(2) C2 N1 C1 N2 -3.4(3) C4 N1 C1 S -6.6(4) C2 N1 C1 S 175.0(2) C3 N2 C1 N1 3.4(3) C3 N2 C1 S -175.2(2) C1 N1 C2 C3 2.2(3) C4 N1 C2 C3 -176.4(2) C1 N2 C3 O3 177.6(2) C1 N2 C3 C2 -2.0(3) N1 C2 C3 O3 -179.7(3) N1 C2 C3 N2 -0.1(3) C1 N1 C4 O4 176.7(2) C2 N1 C4 O4 -5.1(4) C1 N1 C4 C5 -5.3(4) C2 N1 C4 C5 172.9(3)