#------------------------------------------------------------------------------ #$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $ #$Revision: 176774 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/20/04/2200458.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_2200458 loop_ _publ_author_name 'Grant, Neil' 'Ward, Mark F.' 'Jaspars, Marcel' 'Harrison, William T. A.' _publ_section_title ; (R)-1,3-Thiazolidin-3-ium-4-carboxylate ; _journal_issue 8 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o697 _journal_page_last o699 _journal_paper_doi 10.1107/S1600536801010947 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C4 H7 N O2 S' _chemical_formula_moiety 'C4 H7 N O2 S' _chemical_formula_sum 'C4 H7 N O2 S' _chemical_formula_weight 133.18 _chemical_name_common R-thioproline _chemical_name_systematic ; (R)-1,3-Thiazolidin-3-ium-4-carboxylate ; _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 5.6733(3) _cell_length_b 9.9375(6) _cell_length_c 9.9407(6) _cell_measurement_reflns_used 2816 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 29.99 _cell_measurement_theta_min 2.90 _cell_volume 560.44(6) _computing_cell_refinement SMART _computing_data_collection 'SMART (Bruker, 1999)' _computing_data_reduction SMART _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Bruker SMART1000 CCD' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .0266 _diffrn_reflns_av_sigmaI/netI .0248 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 4858 _diffrn_reflns_theta_full 29.98 _diffrn_reflns_theta_max 29.98 _diffrn_reflns_theta_min 2.90 _diffrn_standards_decay_% 0 _exptl_absorpt_coefficient_mu .476 _exptl_absorpt_correction_T_max .920 _exptl_absorpt_correction_T_min .875 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS, Bruker, 1999)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.578 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 280 _exptl_crystal_size_max .52 _exptl_crystal_size_mid .20 _exptl_crystal_size_min .20 _refine_diff_density_max .283 _refine_diff_density_min -.228 _refine_ls_abs_structure_details '(Flack, 1983)' _refine_ls_abs_structure_Flack .07(8) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 73 _refine_ls_number_reflns 1611 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.028 _refine_ls_R_factor_all .032 _refine_ls_R_factor_gt .029 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.053P)^2^P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .079 _reflns_number_gt 1483 _reflns_number_total 1611 _reflns_threshold_expression I>2\s(I) _cod_data_source_file cv6026.cif _cod_data_source_block I _cod_database_code 2200458 _cod_database_fobs_code 2200458 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' 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 S1 .10887(7) .17235(4) .38298(4) .03733(12) Uani d . 1 . . S O1 -.27669(19) -.00443(12) .11609(14) .0360(2) Uani d . 1 . . O N1 .3165(2) .12326(12) .15031(11) .0250(2) Uani d . 1 . . N H1A .4381 .0932 .1251 .030 Uiso d R 1 . . H H1B .2707 .1723 .0909 .030 Uiso d R 1 . . H O2 -.0738(2) .15571(15) .00960(14) .0487(3) Uani d . 1 . . O C1 -.0948(2) .06210(14) .09099(13) .0258(3) Uani d . 1 . . C C2 .1292(2) .01851(13) .16804(12) .0225(2) Uani d . 1 . . C H2 .1858 -.0671 .1311 .027 Uiso calc R 1 . . H C3 .0883(3) .00246(16) .31848(14) .0319(3) Uani d . 1 . . C H3A .2077 -.0549 .3585 .038 Uiso calc R 1 . . H H3B -.0659 -.0357 .3363 .038 Uiso calc R 1 . . H C4 .3628(3) .19746(15) .27834(15) .0337(3) Uani d . 1 . . C H4A .3858 .2925 .2605 .040 Uiso calc R 1 . . H H4B .5030 .1626 .3220 .040 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 S1 .0374(2) .0440(2) .03060(16) .00468(17) .00258(16) -.00600(16) O1 .0193(5) .0357(5) .0532(6) -.0010(4) -.0035(5) .0079(6) N1 .0179(5) .0280(5) .0292(5) .0000(4) -.0001(4) .0043(5) O2 .0316(6) .0568(8) .0575(7) -.0026(6) -.0126(5) .0315(7) C1 .0198(6) .0278(6) .0299(6) .0032(5) -.0016(5) .0006(5) C2 .0173(5) .0221(5) .0279(5) .0015(5) .0000(5) .0014(5) C3 .0329(8) .0331(7) .0296(6) -.0033(6) -.0022(6) .0100(5) C4 .0305(7) .0321(7) .0386(7) -.0048(6) -.0020(6) -.0056(6) 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' O O .0106 .0060 '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 _geom_angle_publ_flag C4 S1 C3 88.62(7) yes C4 N1 C2 111.56(10) yes C4 N1 H1A 107.6 ? C2 N1 H1A 113.1 ? C4 N1 H1B 112.4 ? C2 N1 H1B 106.1 ? H1A N1 H1B 106.0 ? O2 C1 O1 127.34(13) yes O2 C1 C2 117.08(12) yes O1 C1 C2 115.56(12) yes N1 C2 C3 107.25(11) yes N1 C2 C1 109.28(10) yes C3 C2 C1 113.02(12) yes N1 C2 H2 109.1 ? C3 C2 H2 109.1 ? C1 C2 H2 109.1 ? C2 C3 S1 103.92(9) yes C2 C3 H3A 111.0 ? S1 C3 H3A 111.0 ? C2 C3 H3B 111.0 ? S1 C3 H3B 111.0 ? H3A C3 H3B 109.0 ? N1 C4 S1 106.49(9) yes N1 C4 H4A 110.4 ? S1 C4 H4A 110.4 ? N1 C4 H4B 110.4 ? S1 C4 H4B 110.4 ? H4A C4 H4B 108.6 ? 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 S1 C4 . 1.7945(16) yes S1 C3 . 1.8097(17) yes O1 C1 . 1.2509(18) yes N1 C4 . 1.4942(18) yes N1 C2 . 1.4978(17) yes N1 H1A . .7924 ? N1 H1B . .8087 ? O2 C1 . 1.2386(18) yes C1 C2 . 1.5457(18) yes C2 C3 . 1.5217(19) yes C2 H2 . .9800 ? C3 H3A . .9700 ? C3 H3B . .9700 ? C4 H4A . .9700 ? C4 H4B . .9700 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N1 H1A O1 1_655 .79 1.89 2.6556(16) 162.6 yes N1 H1B O2 . .81 2.12 2.6389(16) 121.8 yes N1 H1B O2 4 .81 2.17 2.7819(16) 132.9 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 _geom_torsion_publ_flag O2 C1 C2 N1 13.51(18) no O2 C1 C2 C3 132.85(15) no O1 C1 C2 N1 -168.24(12) no O1 C1 C2 N1 -168.24(12) no C2 N1 C4 S1 -19.86(13) no N1 C4 S1 C3 36.89(10) no C4 S1 C3 C2 -43.76(11) no S1 C3 C2 N1 38.68(13) no C3 C2 N1 C4 -12.38(15) no