data_2011271 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2000 _journal_volume 56 _journal_page_first e365 _journal_page_last e365 _publ_section_title ; p-Cresyl 2,3-anhydro-5-deoxy-5-phthalimido-1-thio-\a-D-lyxofuranoside ; loop_ _publ_author_name 'Gallucci, Judith C.' 'Gadikota, Rajendrakumar Reddy' 'Lowary, Todd L.' _chemical_formula_moiety 'C20 H17 N O4 S' _chemical_formula_sum 'C20 H17 N O4 S' _chemical_formula_weight 367.41 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 12.1660(4) _cell_length_b 5.5725(2) _cell_length_c 14.5413(4) _cell_angle_alpha 90.00 _cell_angle_beta 109.247(2) _cell_angle_gamma 90.00 _cell_volume 930.73(5) _cell_formula_units_Z 2 _cell_measurement_temperature 150 _exptl_crystal_density_diffrn 1.311 _diffrn_ambient_temperature 150 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_disorder_group _atom_site_type_symbol S .09610(7) .4476(2) .31522(6) .0574(3) Uani d . 1 . S O1 .2849(2) .4150(4) .25527(12) .0381(5) Uani d . 1 . O O2 .4057(2) .1138(4) .38835(14) .0400(5) Uani d . 1 . O O3 .6607(2) .3193(4) .4350(2) .0524(6) Uani d . 1 . O O4 .4501(2) .3764(5) .1123(2) .0598(7) Uani d . 1 . O N .5364(2) .3886(5) .2791(2) .0393(6) Uani d . 1 . N C1 .2152(2) .2752(6) .2964(2) .0371(7) Uani d . 1 . C H1 .1837 .1315 .2548 .044 Uiso calc R 1 . H C2 .2960(3) .1992(6) .3938(2) .0408(8) Uani d . 1 . C H2 .2652 .1397 .4454 .049 Uiso calc R 1 . H C3 .3962(3) .3555(5) .4177(2) .0383(7) Uani d . 1 . C H3 .4365 .4086 .4863 .046 Uiso calc R 1 . H C4 .3735(2) .5287(5) .3339(2) .0379(7) Uani d . 1 . C H4 .3408 .6800 .3514 .046 Uiso calc R 1 . H C5 .4755(3) .5934(6) .3003(2) .0435(8) Uani d . 1 . C H5A .4466 .6939 .2410 .052 Uiso calc R 1 . H H5B .5315 .6912 .3514 .052 Uiso calc R 1 . H C6 .6254(3) .2689(6) .3496(2) .0403(7) Uani d . 1 . C C7 .5186(3) .2966(6) .1857(2) .0465(8) Uani d . 1 . C C8 .5993(3) .0890(6) .1998(3) .0525(9) Uani d . 1 . C C9 .6165(4) -.0782(9) .1340(3) .0728(13) Uani d . 1 . C H9 .5728 -.0736 .0665 .087 Uiso calc R 1 . H C10 .7020(5) -.2530(8) .1738(4) .086(2) Uani d . 1 . C H10 .7158 -.3693 .1310 .104 Uiso calc R 1 . H C11 .7665(4) -.2656(8) .2700(4) .0795(13) Uani d . 1 . C H11 .8231 -.3885 .2926 .095 Uiso calc R 1 . H C12 .7497(3) -.1001(7) .3347(3) .0620(10) Uani d . 1 . C H12 .7942 -.1057 .4019 .074 Uiso calc R 1 . H C13 .6657(3) .0741(6) .2980(2) .0465(8) Uani d . 1 . C C14 -.0047(2) .4353(6) .1951(2) .0419(7) Uani d . 1 . C C15 -.0102(3) .6190(6) .1280(2) .0434(8) Uani d . 1 . C H15 .0422 .7505 .1459 .052 Uiso calc R 1 . H C16 -.0915(3) .6091(6) .0365(2) .0420(7) Uani d . 1 . C H16 -.0948 .7365 -.0078 .050 Uiso calc R 1 . H C17 -.1683(2) .4213(6) .0067(2) .0363(6) Uani d . 1 . C C18 -.1612(3) .2385(6) .0732(2) .0415(7) Uani d . 1 . C H18 -.2128 .1059 .0540 .050 Uiso calc R 1 . H C19 -.0815(3) .2430(6) .1664(2) .0435(8) Uani d . 1 . C H19 -.0791 .1159 .2106 .052 Uiso calc R 1 . H C20 -.2589(3) .4124(7) -.0926(2) .0512(8) Uani d . 1 . C H20A -.3333 .3607 -.0868 .077 Uiso calc R 1 . H H20B -.2347 .2985 -.1336 .077 Uiso calc R 1 . H H20C -.2679 .5723 -.1223 .077 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 S .0474(5) .0789(7) .0464(5) .0142(5) .0161(4) -.0143(5) O1 .0432(10) .0395(12) .0314(9) -.0005(11) .0122(8) .0022(10) O2 .0460(12) .0298(11) .0460(12) .0021(10) .0174(9) .0049(10) O3 .0546(13) .063(2) .0399(13) .0016(11) .0159(10) -.0084(11) O4 .076(2) .069(2) .0356(13) -.0286(14) .0197(12) .0018(12) N .0475(14) .039(2) .0364(13) -.0089(12) .0210(11) -.0034(12) C1 .040(2) .035(2) .039(2) .0013(14) .0175(14) -.0051(14) C2 .046(2) .041(2) .041(2) .0053(15) .0218(15) .0020(14) C3 .046(2) .041(2) .0299(15) .0018(14) .0140(13) -.0026(13) C4 .045(2) .031(2) .038(2) -.0008(13) .0140(14) -.0019(13) C5 .050(2) .035(2) .045(2) -.006(2) .0163(15) .005(2) C6 .043(2) .039(2) .044(2) -.0070(15) .0221(15) -.004(2) C7 .061(2) .055(2) .031(2) -.027(2) .024(2) -.004(2) C8 .070(2) .045(2) .063(2) -.024(2) .051(2) -.017(2) C9 .098(3) .076(3) .073(2) -.049(3) .067(2) -.034(3) C10 .122(4) .047(3) .145(5) -.027(3) .118(4) -.038(3) C11 .098(3) .053(3) .126(4) -.009(2) .089(3) -.012(3) C12 .064(2) .053(2) .091(3) -.002(2) .054(2) .000(2) C13 .056(2) .039(2) .059(2) -.009(2) .038(2) -.004(2) C14 .0355(15) .043(2) .051(2) .006(2) .0194(13) -.008(2) C15 .042(2) .028(2) .068(2) -.0084(14) .030(2) -.006(2) C16 .046(2) .033(2) .052(2) .002(2) .024(2) .005(2) C17 .0364(14) .031(2) .048(2) .0067(14) .0233(13) .0007(15) C18 .041(2) .029(2) .060(2) -.0043(14) .024(2) -.002(2) C19 .049(2) .034(2) .054(2) .004(2) .025(2) .008(2) C20 .050(2) .056(2) .050(2) .009(2) .0188(15) -.002(2) 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 S C14 . 1.774(3) ? S C1 . 1.832(3) ? O1 C1 . 1.421(3) ? O1 C4 . 1.435(3) ? O2 C3 . 1.429(4) ? O2 C2 . 1.443(4) ? O3 C6 . 1.206(4) ? O4 C7 . 1.202(4) ? N C6 . 1.392(4) ? N C7 . 1.400(4) ? N C5 . 1.448(4) ? C1 C2 . 1.494(4) ? C1 H1 . 1.00 ? C2 C3 . 1.445(4) ? C2 H2 . 1.00 ? C3 C4 . 1.507(4) ? C3 H3 . 1.00 ? C4 C5 . 1.521(4) ? C4 H4 . 1.00 ? C5 H5A . .99 ? C5 H5B . .99 ? C6 C13 . 1.492(4) ? C7 C8 . 1.487(5) ? C8 C13 . 1.392(5) ? C8 C9 . 1.400(5) ? C9 C10 . 1.404(7) ? C9 H9 . .95 ? C10 C11 . 1.361(7) ? C10 H10 . .95 ? C11 C12 . 1.380(6) ? C11 H11 . .95 ? C12 C13 . 1.383(5) ? C12 H12 . .95 ? C14 C19 . 1.392(5) ? C14 C15 . 1.400(4) ? C15 C16 . 1.373(4) ? C15 H15 . .95 ? C16 C17 . 1.374(4) ? C16 H16 . .95 ? C17 C18 . 1.387(4) ? C17 C20 . 1.501(4) ? C18 C19 . 1.384(4) ? C18 H18 . .95 ? C19 H19 . .95 ? C20 H20A . .98 ? C20 H20B . .98 ? C20 H20C . .98 ?