#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:43:10 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301803 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/21/2202190.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_2202190 loop_ _publ_author_name 'John A. Kalaitzis' 'Priscila de Almeida Leone' 'Ronald J. Quinn' 'Peter C. Healy' _publ_section_title ; Zwitterionic 2-(methylamino)ethanesulfonic acid ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o726 _journal_page_last o727 _journal_paper_doi 10.1107/S160053680300895X _journal_volume 59 _journal_year 2003 _chemical_formula_iupac 'C3 H9 N O3 S' _chemical_formula_moiety 'C3 H9 N O3 S' _chemical_formula_sum 'C3 H9 N O3 S' _chemical_formula_weight 139.18 _chemical_name_common 'N-methyl taurine' _chemical_name_systematic ; 2-(methylamino)ethanesulfonic acid ; _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' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 9.061(3) _cell_length_b 11.931(3) _cell_length_c 5.4924(15) _cell_measurement_reflns_used 25 _cell_measurement_temperature 295 _cell_measurement_theta_max 17.3 _cell_measurement_theta_min 12.9 _cell_volume 593.8(3) _computing_cell_refinement 'MSC/AFC7 Diffractometer Control Software' _computing_data_collection ; MSC/AFC7 Diffractometer Control Software (Molecular Structure Corporation, 1999) ; _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1997-2001)' _computing_molecular_graphics 'PLATON (Spek, 1980-2001) and ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'TEXSAN and PLATON' _computing_structure_refinement 'TEXSAN and SHELXL97 (Sheldrick, 1997)' _computing_structure_solution TEXSAN _diffrn_ambient_temperature 295 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device 'Rigaku AFC-7R' _diffrn_measurement_method \w--2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_reflns_av_R_equivalents 0.052 _diffrn_reflns_av_sigmaI/netI 0.032 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_limit_l_min -3 _diffrn_reflns_number 1011 _diffrn_reflns_reduction_process ' ?' _diffrn_reflns_theta_full 27.5 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_min 2.8 _diffrn_standards_decay_% 0.3 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.464 _exptl_absorpt_correction_T_max 0.934 _exptl_absorpt_correction_T_min 0.836 _exptl_absorpt_correction_type '\y scan' _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.557 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prismatic _exptl_crystal_F_000 296 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.27 _refine_diff_density_min -0.24 _refine_ls_abs_structure_details 'Flack (1983)' _refine_ls_abs_structure_Flack -0.09(13) _refine_ls_extinction_coef 0.154(12) _refine_ls_extinction_expression FC^*^=KFC[1+0.001XFC^2^\L^3^/SIN(2\Q)]^-1/4^ _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 1.06 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 74 _refine_ls_number_reflns 820 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.06 _refine_ls_R_factor_all 0.032 _refine_ls_R_factor_gt 0.031 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0546P)^2^+0.18P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.08 _refine_ls_wR_factor_ref 0.085 _reflns_number_gt 793 _reflns_number_total 820 _reflns_threshold_expression I>2\s(I) _cod_data_source_file tk6103.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' 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_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' 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_database_code 2202190 _cod_database_fobs_code 2202190 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,-y,1/2+z 1/2+x,1/2-y,-z -x,1/2+y,1/2-z 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 0.0246(3) 0.0251(3) 0.0241(3) -0.0024(2) 0.0023(2) -0.0027(2) O1 0.0403(10) 0.0305(8) 0.0347(10) 0.0088(7) 0.0035(8) 0.0033(7) O2 0.0455(11) 0.0326(8) 0.0253(8) -0.0011(8) 0.0048(8) 0.0053(7) O3 0.0315(9) 0.0519(11) 0.0469(11) -0.0144(9) 0.0029(9) -0.0189(10) N1 0.0245(9) 0.0322(10) 0.0283(11) 0.0004(8) 0.0018(9) -0.0025(9) C1 0.0254(10) 0.0283(10) 0.0302(11) 0.0007(9) 0.0052(9) -0.0081(9) C2 0.0242(9) 0.0264(9) 0.0256(11) -0.0001(8) 0.0023(10) -0.0030(9) C3 0.0262(11) 0.0404(13) 0.0444(16) -0.0051(10) -0.0047(12) 0.0019(13) 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_refinement_flags _atom_site_occupancy _atom_site_type_symbol S1 0.43693(6) 0.14685(4) 0.65892(11) 0.0246(2) Uani . . 1.000 S O1 0.4695(2) 0.02903(14) 0.7028(3) 0.0352(5) Uani . . 1.000 O O2 0.4186(2) 0.16966(15) 0.3985(3) 0.0345(5) Uani . . 1.000 O O3 0.5385(2) 0.22346(18) 0.7776(4) 0.0434(6) Uani . . 1.000 O N1 -0.0013(2) 0.12425(16) 0.8055(4) 0.0283(6) Uani . . 1.000 N C1 0.2625(3) 0.17323(19) 0.7963(4) 0.0280(6) Uani . . 1.000 C C2 0.1429(2) 0.10053(18) 0.6876(4) 0.0254(6) Uani . . 1.000 C C3 -0.1270(3) 0.0623(2) 0.6983(5) 0.0370(8) Uani . . 1.000 C H1 0.26920 0.15830 0.96600 0.0340 Uiso . . 1.000 H H2 0.23730 0.24990 0.77280 0.0340 Uiso . . 1.000 H H3 0.16740 0.02380 0.71070 0.0310 Uiso . . 1.000 H H4 0.13530 0.11560 0.51780 0.0310 Uiso . . 1.000 H H5 0.00520 0.10670 0.95570 0.0340 Uiso . . 1.000 H H6 -0.01880 0.19410 0.79380 0.0340 Uiso . . 1.000 H H7 -0.21470 0.07870 0.78630 0.0450 Uiso . . 1.000 H H8 -0.13910 0.08380 0.53300 0.0450 Uiso . . 1.000 H H9 -0.10800 -0.01610 0.70630 0.0450 Uiso . . 1.000 H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 2 1 -1 3 0 -1 4 0 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 O1 S1 O2 111.33(10) yes O1 S1 O3 113.89(11) yes O1 S1 C1 106.29(11) yes O2 S1 O3 113.15(12) yes O2 S1 C1 106.28(11) yes O3 S1 C1 105.15(11) yes C2 N1 C3 114.10(19) yes C2 N1 H6 108.52 no C3 N1 H5 108.38 no C2 N1 H5 108.30 no H5 N1 H6 109.05 no C3 N1 H6 108.41 no S1 C1 C2 111.59(15) yes N1 C2 C1 110.44(18) yes S1 C1 H1 109.01 no S1 C1 H2 109.00 no C2 C1 H1 109.00 no C2 C1 H2 109.03 no H1 C1 H2 109.17 no N1 C2 H3 109.31 no N1 C2 H4 109.11 no C1 C2 H3 109.43 no C1 C2 H4 109.29 no H3 C2 H4 109.24 no N1 C3 H7 109.77 no N1 C3 H8 109.53 no N1 C3 H9 109.46 no H7 C3 H8 109.51 no H7 C3 H9 109.27 no H8 C3 H9 109.29 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 O1 . . 1.4564(18) yes S1 O2 . . 1.4654(18) yes S1 O3 . . 1.452(2) yes S1 C1 . . 1.779(3) yes N1 C2 . . 1.485(3) yes N1 C3 . . 1.480(3) yes N1 H5 . . 0.8532 no N1 H6 . . 0.8508 no C1 C2 . . 1.511(3) no C1 H1 . . 0.9509 no C1 H2 . . 0.9516 no C2 H3 . . 0.9505 no C2 H4 . . 0.9523 no C3 H7 . . 0.9505 no C3 H8 . . 0.9498 no C3 H9 . . 0.9521 no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_2 _geom_contact_publ_flag S1 H6 3.1535 3_556 no O1 C2 3.243(3) 2_555 no O1 N1 2.862(3) 2_554 no O1 C2 3.381(3) 2_554 no O1 C3 3.302(3) 2_554 no O1 C3 3.260(3) 2_555 no O2 C3 3.268(3) 3_556 no O2 N1 2.798(3) 3_556 no O3 N1 2.945(3) 3_557 no O3 C1 3.334(3) 3_557 no O1 H3 2.7384 . no O1 H8 2.7318 2_555 no O1 H4 2.6216 2_555 no O1 H5 2.1253 2_554 no O2 H1 2.7375 1_554 no O2 H9 2.7233 2_554 no O2 H6 2.0198 3_556 no O2 H4 2.7267 . no O2 H3 2.6455 2_554 no O3 H7 2.8260 1_655 no O3 H1 2.8884 3_557 no O3 H4 2.6625 3_556 no O3 H5 2.5185 3_557 no O3 H6 2.6036 3_557 no N1 O1 2.862(3) 2_555 no N1 O2 2.798(3) 3_456 no N1 O3 2.945(3) 3_457 no C1 O3 3.334(3) 3_457 no C2 O1 3.243(3) 2_554 no C2 O1 3.381(3) 2_555 no C3 O1 3.260(3) 2_554 no C3 O1 3.302(3) 2_555 no C3 O2 3.268(3) 3_456 no H1 O2 2.7375 1_556 no H1 H5 2.4707 . no H1 O3 2.8884 3_457 no H2 H6 2.4169 . no H3 O1 2.7384 . no H3 H9 2.5405 . no H3 O2 2.6455 2_555 no H4 O2 2.7267 . no H4 H8 2.5165 . no H4 O1 2.6216 2_554 no H4 O3 2.6625 3_456 no H5 H1 2.4707 . no H5 O1 2.1253 2_555 no H5 O3 2.5185 3_457 no H6 H2 2.4169 . no H6 S1 3.1535 3_456 no H6 O2 2.0198 3_456 no H6 O3 2.6036 3_457 no H7 O3 2.8260 1_455 no H8 H4 2.5165 . no H8 O1 2.7318 2_554 no H9 H3 2.5405 . no H9 O2 2.7233 2_555 no 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 H5 O1 2_555 0.85 2.13 2.862(3) 144 yes N1 H5 O3 3_457 0.85 2.52 2.945(3) 112 yes N1 H6 O2 3_456 0.85 2.02 2.798(3) 152 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 O1 S1 C1 C2 -59.98(18) no O2 S1 C1 C2 58.72(18) no O3 S1 C1 C2 178.94(16) no C3 N1 C2 C1 175.97(19) no S1 C1 C2 N1 180.00(15) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 7594 2 PubChem 6994586