data_2100420 _publ_contact_author_name 'Stephen A. Moggach' _journal_coeditor_code BS5023 _journal_date_accepted 2005-11-22 _journal_date_recd_electronic 2005-09-20 _journal_issue 2 _journal_name_full 'Acta Crystallographica, Section B' _journal_page_first 296 _journal_page_last 309 _journal_paper_category FA _journal_volume 62 _journal_year 2006 _chemical_formula_moiety 'C3 H7 N1 O2 S1' _chemical_formula_sum 'C3 H7 N1 O2 S1' _chemical_formula_weight 121.16 _chemical_melting_point ? _chemical_name_systematic ? _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21 ' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary 'From Kerr et al. (1975)' _audit_creation_method CRYSTALS_ver_12.82 _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.4146(19) _cell_length_b 12.000(3) _cell_length_c 5.3318(9) _cell_measurement_reflns_used 376 _cell_measurement_temperature 293 _cell_measurement_theta_max 45 _cell_measurement_theta_min 6 _cell_volume 474.4(2) _computing_cell_refinement 'SAINT ' _computing_data_collection 'SMART ' _computing_data_reduction 'SAINT ' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_structure_solution 'USER DEFINED STRUCTURE SOLUTION' _diffrn_ambient_temperature 293 _diffrn_measured_fraction_theta_full 0.654 _diffrn_measured_fraction_theta_max 0.558 _diffrn_measurement_device_type 'Bruker SMART' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.107 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 5 _diffrn_reflns_limit_l_min -5 _diffrn_reflns_number 1309 _diffrn_reflns_theta_full 17.716 _diffrn_reflns_theta_max 23.311 _diffrn_reflns_theta_min 3.230 _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.553 _exptl_absorpt_correction_T_max 0.90 _exptl_absorpt_correction_T_min 0.59 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS ' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.696 _exptl_crystal_density_meas ? _exptl_crystal_description block _exptl_crystal_F_000 256 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.40 _refine_diff_density_min -0.43 _refine_ls_extinction_method None _refine_ls_goodness_of_fit_ref 1.0193 _refine_ls_hydrogen_treatment noref _refine_ls_matrix_type full _refine_ls_number_parameters 34 _refine_ls_number_reflns 391 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.0893 _refine_ls_R_factor_gt 0.0569 _refine_ls_shift/su_max 0.000257 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details ; w=1/[\s^2^(F^2^) + ( 0.04P)^2^ + 1.09P] where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.1227 _refine_ls_wR_factor_gt 0.1108 _refine_ls_wR_factor_ref 0.1227 _reflns_number_gt 266 _reflns_number_total 402 _reflns_threshold_expression I>2.00u(I) loop_ _symmetry_equiv_pos_as_xyz x,y,z x+1/2,-y+1/2,-z -x,y+1/2,-z+1/2 -x+1/2,-y,z+1/2 loop_ _atom_site_type_symbol _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_occupancy _atom_site_disorder_assembly _atom_site_disorder_group S S1 0.3909(4) 1.0272(2) 0.7655(5) 0.0352 Uani 1.0000 . . C C1 0.3997(11) 0.8801(6) 0.8260(13) 0.026(3) Uiso 1.0000 . . C C2 0.5722(9) 0.8215(6) 0.7407(13) 0.025(2) Uiso 1.0000 . . C C3 0.5906(12) 0.8223(7) 0.4566(11) 0.027(3) Uiso 1.0000 . . N N1 0.7314(8) 0.8728(7) 0.8575(11) 0.018(2) Uiso 1.0000 . . O O1 0.5036(8) 0.7513(6) 0.3404(9) 0.031(2) Uiso 1.0000 . . O O2 0.6923(8) 0.8933(6) 0.3617(11) 0.033(2) Uiso 1.0000 . . H H5 0.8316 0.8372 0.8048 0.0223 Uiso 1.0000 . . H H6 0.7380 0.9450 0.8137 0.0223 Uiso 1.0000 . . H H7 0.7229 0.8671 1.0253 0.0223 Uiso 1.0000 . . H H2 0.3871 0.8688 1.0107 0.0323 Uiso 1.0000 . . H H3 0.2958 0.8445 0.7374 0.0323 Uiso 1.0000 . . H H4 0.5660 0.7424 0.7969 0.0299 Uiso 1.0000 . . 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 S1 0.0292(19) 0.031(3) 0.0451(14) 0.0027(13) -0.0028(17) 0.0016(17) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0.0033 0.0016 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 'International Tables Vol C 4.2.6.8 and 6.1.1.4' S 0.1246 0.1234 'International Tables Vol C 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_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag S1 C1 C2 . . . 115.5(5) yes S1 C1 H2 . . . 107.9 no C2 C1 H2 . . . 108.0 no S1 C1 H3 . . . 107.9 no C2 C1 H3 . . . 107.9 no H2 C1 H3 . . . 109.5 no C1 C2 C3 . . . 111.6(6) yes C1 C2 N1 . . . 110.6(6) yes C3 C2 N1 . . . 110.3(5) yes C1 C2 H4 . . . 108.0 no C3 C2 H4 . . . 108.1 no N1 C2 H4 . . . 108.0 no C2 C3 O1 . . . 116.6(5) yes C2 C3 O2 . . . 117.6(5) yes O1 C3 O2 . . . 125.8(5) yes C2 N1 H5 . . . 109.3 no C2 N1 H6 . . . 109.7 no H5 N1 H6 . . . 109.4 no C2 N1 H7 . . . 109.5 no H5 N1 H7 . . . 109.3 no H6 N1 H7 . . . 109.7 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 S1 C1 . . 1.795(7) yes C1 C2 . . 1.529(8) yes C1 H2 . . 0.999 no C1 H3 . . 1.000 no C2 C3 . . 1.521(7) yes C2 N1 . . 1.470(7) yes C2 H4 . . 0.996 no C3 O1 . . 1.235(7) yes C3 O2 . . 1.245(7) yes N1 H5 . . 0.903 no N1 H6 . . 0.899 no N1 H7 . . 0.899 no