data_2008126 _journal_name_full 'Acta Crystallographica' _journal_year 1999 _journal_volume C55 _journal_page_first 232 _journal_page_last 234 _publ_section_title ; Two new compounds by reaction of taurolidine with methylene glycol ; loop_ _publ_author_name 'Kennedy, Alan R.' 'Skellern, Graham G.' 'Pfirrmann, Rolf W.' 'Smail, Gordon A.' 'Shankland, Norman' 'Florence, Alastair J.' _chemical_formula_moiety 'C12 H24 N6 O6 S3' _chemical_formula_sum 'C12 H24 N6 O6 S3' _chemical_formula_weight 444.54 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2-x,1/2+y,1/2-z' ' -x, -y, -z' '1/2+x,1/2-y,1/2+z' _cell_length_a 14.5300(10) _cell_length_b 8.0567(8) _cell_length_c 15.928(2) _cell_angle_alpha 90 _cell_angle_beta 101.642(8) _cell_angle_gamma 90 _cell_volume 1826.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 295 _exptl_crystal_density_diffrn 1.617 _diffrn_ambient_temperature 295 _refine_ls_R_factor_obs 0.038 _refine_ls_wR_factor_obs 0.054 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_calc_attached_atom S1 0.10466(5) 0.49490(9) 0.12887(4) 0.0388 Uani ? ? S2 0.05444(5) 0.90241(8) 0.30881(4) 0.0361 Uani ? ? S3 0.21796(5) 0.38445(8) 0.57041(4) 0.0355 Uani ? ? O1 0.12480(10) 0.3339(3) 0.09910(10) 0.0537 Uani ? ? O2 0.1272(2) 0.6368(3) 0.08330(10) 0.0666 Uani ? ? O3 0.0818(2) 0.9949(2) 0.24100(10) 0.0547 Uani ? ? O4 -0.04080(10) 0.9084(3) 0.32010(10) 0.0537 Uani ? ? O5 0.13470(10) 0.3334(2) 0.51130(10) 0.0485 Uani ? ? O6 0.26830(10) 0.2655(2) 0.62900(10) 0.0517 Uani ? ? N1 0.16570(10) 0.5073(3) 0.22850(10) 0.0320 Uani ? ? N2 0.03940(10) 0.4175(2) 0.29610(10) 0.0305 Uani ? ? N3 0.07730(10) 0.7089(2) 0.29160(10) 0.0315 Uani ? ? N4 0.16930(10) 0.7609(2) 0.52460(10) 0.0267 Uani ? ? N5 0.32130(10) 0.7112(3) 0.62230(10) 0.0324 Uani ? ? N6 0.18770(10) 0.5367(3) 0.62910(10) 0.0318 Uani ? ? C1 -0.0141(2) 0.5006(4) 0.1398(2) 0.0409 Uani ? ? C2 -0.0298(2) 0.3968(3) 0.2165(2) 0.0379 Uani ? ? C3 0.1324(2) 0.3798(3) 0.2833(2) 0.0329 Uani ? ? C4 0.0388(2) 0.5746(3) 0.3391(2) 0.0328 Uani ? ? C5 0.1688(2) 0.6699(3) 0.2699(2) 0.0364 Uani ? ? C6 0.1273(2) 0.9698(3) 0.4066(2) 0.0360 Uani ? ? C7 0.1047(2) 0.8944(3) 0.4878(2) 0.0324 Uani ? ? C8 0.2582(2) 0.8335(3) 0.5738(2) 0.0328 Uani ? ? C9 0.1240(2) 0.6627(3) 0.5823(2) 0.0322 Uani ? ? C10 0.2735(2) 0.6211(3) 0.6789(2) 0.0363 Uani ? ? C11 0.3657(2) 0.5971(4) 0.5712(2) 0.0381 Uani ? ? C12 0.2981(2) 0.4763(3) 0.5140(2) 0.0363 Uani ? ? H1 -0.0514 0.4618 0.0884 0.070(10) Uiso ? ? H2 -0.0265 0.6140 0.1461 0.040(8) Uiso ? ? H3 -0.0896 0.4230 0.2245 0.053(9) Uiso ? ? H4 -0.0296 0.2820 0.2008 0.048(8) Uiso ? ? H5 0.1344 0.2711 0.2551 0.032(7) Uiso ? ? H6 0.1797 0.3823 0.3390 0.033(7) Uiso ? ? H7 -0.0266 0.6074 0.3424 0.029(6) Uiso ? ? H8 0.0770 0.5652 0.3982 0.046(8) Uiso ? ? H9 0.2193 0.6591 0.3237 0.045(8) Uiso ? ? H10 0.1809 0.7556 0.2323 0.047(8) Uiso ? ? H11 0.1831 0.9502 0.3978 0.045(8) Uiso ? ? H12 0.1165 1.0878 0.4025 0.044(8) Uiso ? ? H13 0.0433 0.8538 0.4724 0.036(7) Uiso ? ? H14 0.1050 0.9846 0.5315 0.035(7) Uiso ? ? H15 0.2902 0.8921 0.5362 0.038(7) Uiso ? ? H16 0.2444 0.9183 0.6140 0.038(7) Uiso ? ? H17 0.0670 0.6105 0.5505 0.043(8) Uiso ? ? H18 0.1046 0.7282 0.6245 0.026(6) Uiso ? ? H19 0.2537 0.7027 0.7179 0.052(9) Uiso ? ? H20 0.3134 0.5411 0.7103 0.038(7) Uiso ? ? H21 0.4105 0.5345 0.6048 0.058(10) Uiso ? ? H22 0.3959 0.6566 0.5336 0.035(7) Uiso ? ? H23 0.3289 0.3889 0.4972 0.052(9) Uiso ? ? H24 0.2651 0.5302 0.4667 0.042(8) Uiso ? ? 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 0.0439(4) 0.0438(4) 0.0320(3) 0.0068(3) 0.0154(3) 0.0021(3) S2 0.0428(4) 0.0247(3) 0.0355(3) 0.0044(3) -0.0043(3) -0.0029(2) S3 0.0402(3) 0.0265(3) 0.0359(3) -0.0027(3) -0.0012(3) 0.0034(2) O1 0.0600(10) 0.0610(10) 0.0430(10) 0.0140(10) 0.0167(10) -0.0160(10) O2 0.091(2) 0.067(2) 0.0510(10) 0.0030(10) 0.0360(10) 0.0210(10) O3 0.089(2) 0.0310(10) 0.0380(10) -0.0020(10) -0.0010(10) 0.0069(8) O4 0.0380(10) 0.0570(10) 0.0590(10) 0.0152(10) -0.0085(9) -0.0160(10) O5 0.0520(10) 0.0341(10) 0.0510(10) -0.0112(9) -0.0081(9) -0.0033(9) O6 0.0580(10) 0.0380(10) 0.0530(10) 0.0039(10) -0.0010(10) 0.0176(9) N1 0.0276(10) 0.0310(10) 0.0390(10) 0.0006(8) 0.0098(8) -0.0013(9) N2 0.0360(10) 0.0260(10) 0.0300(10) -0.0072(8) 0.0079(8) -0.0017(8) N3 0.0350(10) 0.0213(9) 0.0400(10) -0.0033(8) 0.0120(9) -0.0027(8) N4 0.0237(9) 0.0248(9) 0.0311(10) -0.0010(8) 0.0040(8) -0.0008(8) N5 0.0293(10) 0.0370(10) 0.0289(10) -0.0062(9) 0.0006(8) 0.0018(8) N6 0.0310(10) 0.0340(10) 0.0291(10) -0.0063(8) 0.0042(8) 0.0022(8) C1 0.0340(10) 0.048(2) 0.0370(10) 0.0110(10) -0.0010(10) -0.0060(10) C2 0.0300(10) 0.0410(10) 0.0420(10) -0.0080(10) 0.0070(10) -0.0100(10) C3 0.0340(10) 0.0270(10) 0.0350(10) 0.0026(10) 0.0020(10) 0.0021(10) C4 0.0380(10) 0.0290(10) 0.0340(10) -0.0070(10) 0.0130(10) -0.0028(10) C5 0.0330(10) 0.0280(10) 0.050(2) -0.0070(10) 0.0120(10) -0.0010(10) C6 0.0420(10) 0.0260(10) 0.0370(10) -0.0030(10) 0.0010(10) -0.0010(10) C7 0.0300(10) 0.0320(10) 0.0340(10) 0.0044(10) 0.0022(10) -0.0030(10) C8 0.0300(10) 0.0290(10) 0.0380(10) -0.0080(10) 0.0030(10) -0.0020(10) C9 0.0270(10) 0.0350(10) 0.0360(10) -0.0023(10) 0.0100(10) 0.0020(10) C10 0.0350(10) 0.0420(10) 0.0290(10) -0.0080(10) 0.0000(10) 0.0010(10) C11 0.0260(10) 0.046(2) 0.0420(10) 0.0010(10) 0.0060(10) 0.0100(10) C12 0.0440(10) 0.0360(10) 0.0290(10) 0.0070(10) 0.0080(10) 0.0000(10) 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 ? ? 1.431(2) yes S1 O2 ? ? 1.427(2) yes S1 N1 ? ? 1.657(2) yes S1 C1 ? ? 1.769(3) yes S2 O3 ? ? 1.433(2) yes S2 O4 ? ? 1.431(2) yes S2 N3 ? ? 1.629(2) yes S2 C6 ? ? 1.782(3) yes S3 O5 ? ? 1.435(2) yes S3 O6 ? ? 1.432(2) yes S3 N6 ? ? 1.654(2) yes S3 C12 ? ? 1.770(3) yes N1 C3 ? ? 1.491(3) no N1 C5 ? ? 1.463(3) no N2 C2 ? ? 1.460(3) no N2 C3 ? ? 1.439(3) no N2 C4 ? ? 1.440(3) no N3 C4 ? ? 1.492(3) no N3 C5 ? ? 1.474(3) no N4 C7 ? ? 1.470(3) no N4 C8 ? ? 1.488(3) no N4 C9 ? ? 1.466(3) no N5 C8 ? ? 1.457(3) no N5 C10 ? ? 1.440(3) no N5 C11 ? ? 1.461(3) no N6 C9 ? ? 1.471(3) no N6 C10 ? ? 1.498(3) no C1 C2 ? ? 1.535(4) no C6 C7 ? ? 1.524(4) no C11 C12 ? ? 1.543(4) no