#------------------------------------------------------------------------------ #$Date: 2008-01-26 14:05:32 +0100 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2009119.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_2009119 _journal_name_full 'Acta Crystallographica' _journal_year 1999 _journal_volume C55 _journal_page_first 1902 _journal_page_last 1905 _publ_section_title ; (+)-3-Oxoglycyrrhetinic acid: catemeric hydrogen bonding in a nonracemic triterpenoid diketo acid ; loop_ _publ_author_name 'Brunskill, Andrew P. J.' 'Thompson, Hugh W.' 'Lalancette, Roger A.' _chemical_name_common ; (+)-3-Oxoglycyrrhetinic acid ; _chemical_formula_moiety 'C30 H44 O4' _chemical_formula_sum 'C30 H44 O4' _chemical_formula_weight 468.65 _chemical_melting_point 568 _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 7.3850(10) _cell_length_b 11.491(2) _cell_length_c 15.202(2) _cell_angle_alpha 90.00 _cell_angle_beta 101.940(10) _cell_angle_gamma 90.00 _cell_volume 1262.1(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.233 _diffrn_ambient_temperature 293(2) 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 O1 .5278(4) .1741(3) .04444(19) .0674(9) Uani d . 1 . . O O2 .3493(4) .5185(2) .33746(16) .0528(8) Uani d . 1 . . O O3 .4212(4) .5244(3) .74720(18) .0558(8) Uani d . 1 . . O O4 .3692(4) .4428(3) .87210(17) .0582(8) Uani d . 1 . . O C1 .4229(4) .3116(3) .6574(2) .0341(8) Uani d . 1 . . C C2 .4360(5) .3144(3) .7593(2) .0369(8) Uani d . 1 . . C C3 .2961(5) .2287(3) .7823(2) .0428(9) Uani d . 1 . . C C4 .1019(5) .2556(4) .7319(2) .0406(9) Uani d . 1 . . C C4A .0767(4) .2590(3) .6287(2) .0318(8) Uani d . 1 . . C C5 .0905(5) .1359(3) .5910(2) .0369(8) Uani d . 1 . . C C6 .0571(5) .1353(3) .4886(2) .0368(8) Uani d . 1 . . C C6A .1918(4) .2145(3) .4503(2) .0286(7) Uani d . 1 . . C C6B .1116(4) .2433(3) .3474(2) .0293(7) Uani d . 1 . . C C7 .0674(5) .1321(3) .2917(2) .0368(8) Uani d . 1 . . C C8 .0320(5) .1521(3) .1901(2) .0401(9) Uani d . 1 . . C C8A .2032(5) .2079(3) .1663(2) .0342(8) Uani d . 1 . . C C9 .2155(5) .1941(3) .0648(2) .0415(9) Uani d . 1 . . C C10 .4087(5) .2382(4) .0618(2) .0463(10) Uani d . 1 . . C C11 .4502(6) .3602(4) .0927(2) .0510(11) Uani d . 1 . . C C12 .4327(5) .3702(3) .1916(2) .0429(10) Uani d . 1 . . C C12A .2432(4) .3312(3) .2082(2) .0313(8) Uani d . 1 . . C C12B .2613(4) .3162(3) .3122(2) .0293(8) Uani d . 1 . . C C13 .3013(4) .4275(3) .3673(2) .0345(8) Uani d . 1 . . C C14 .2816(4) .4222(3) .4613(2) .0307(7) Uani d . 1 . . C C14A .2310(4) .3279(3) .50169(19) .0254(7) Uani d . 1 . . C C14B .2273(4) .3360(3) .6018(2) .0289(7) Uani d . 1 . . C C15 .4060(5) .4380(4) .7892(2) .0406(9) Uani d . 1 . . C C16 .6323(5) .2804(4) .8080(2) .0559(12) Uani d . 1 . . C C17 -.1163(4) .3092(3) .5905(2) .0414(9) Uani d . 1 . . C C18 .3788(5) .1472(3) .4640(2) .0381(8) Uani d . 1 . . C C19 -.0709(5) .3130(3) .3365(2) .0392(8) Uani d . 1 . . C C20 .1995(6) .0653(4) .0378(3) .0556(11) Uani d . 1 . . C C21 .0645(5) .2600(5) -.0026(2) .0590(12) Uani d . 1 . . C C22 .0947(5) .4241(4) .1690(2) .0452(9) Uani d . 1 . . C H4 .3825 .5098 .8910 .12(2) Uiso calc R 1 . . H H1A .4627 .2357 .6408 .039(2) Uiso calc R 1 . . H H1B .5075 .3689 .6419 .039(2) Uiso calc R 1 . . H H3A .3292 .1505 .7675 .039(2) Uiso calc R 1 . . H H3B .2999 .2314 .8465 .039(2) Uiso calc R 1 . . H H4A .0655 .3305 .7521 .039(2) Uiso calc R 1 . . H H4B .0187 .1975 .7476 .039(2) Uiso calc R 1 . . H H5A .2124 .1044 .6153 .039(2) Uiso calc R 1 . . H H5B .0000 .0860 .6102 .039(2) Uiso calc R 1 . . H H6A -.0688 .1606 .4645 .039(2) Uiso calc R 1 . . H H6B .0691 .0562 .4682 .039(2) Uiso calc R 1 . . H H7A .1699 .0782 .3085 .039(2) Uiso calc R 1 . . H H7B -.0412 .0959 .3065 .039(2) Uiso calc R 1 . . H H8A .0058 .0786 .1588 .039(2) Uiso calc R 1 . . H H8B -.0742 .2027 .1718 .039(2) Uiso calc R 1 . . H H8AA .3059 .1604 .1986 .031(5) Uiso calc R 1 . . H H11A .3642 .4131 .0559 .039(2) Uiso calc R 1 . . H H11B .5746 .3809 .0871 .039(2) Uiso calc R 1 . . H H12A .4537 .4505 .2106 .039(2) Uiso calc R 1 . . H H12B .5285 .3233 .2284 .039(2) Uiso calc R 1 . . H H12C .3747 .2704 .3307 .031(5) Uiso calc R 1 . . H H14A .3063 .4897 .4954 .027(9) Uiso calc R 1 . . H H14B .1974 .4168 .6138 .031(5) Uiso calc R 1 . . H H16A .6624 .2050 .7878 .063(3) Uiso calc R 1 . . H H16B .6381 .2783 .8716 .063(3) Uiso calc R 1 . . H H16C .7191 .3367 .7949 .063(3) Uiso calc R 1 . . H H17A -.1314 .3810 .6204 .063(3) Uiso calc R 1 . . H H17B -.2090 .2547 .5999 .063(3) Uiso calc R 1 . . H H17C -.1291 .3232 .5272 .063(3) Uiso calc R 1 . . H H18A .4096 .1173 .5242 .063(3) Uiso calc R 1 . . H H18B .4747 .1991 .4542 .063(3) Uiso calc R 1 . . H H18C .3674 .0839 .4220 .063(3) Uiso calc R 1 . . H H19A -.0505 .3815 .3734 .063(3) Uiso calc R 1 . . H H19B -.1638 .2656 .3546 .063(3) Uiso calc R 1 . . H H19C -.1118 .3353 .2747 .063(3) Uiso calc R 1 . . H H20A .0724 .0414 .0287 .063(3) Uiso calc R 1 . . H H20B .2729 .0192 .0846 .063(3) Uiso calc R 1 . . H H20C .2432 .0546 -.0169 .063(3) Uiso calc R 1 . . H H21A -.0545 .2443 .0110 .063(3) Uiso calc R 1 . . H H21B .0655 .2344 -.0626 .063(3) Uiso calc R 1 . . H H21C .0888 .3421 .0021 .063(3) Uiso calc R 1 . . H H22A .1282 .4611 .1180 .063(3) Uiso calc R 1 . . H H22B .0879 .4814 .2142 .063(3) Uiso calc R 1 . . H H22C -.0236 .3870 .1507 .063(3) 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 O1 .064(2) .079(2) .0667(19) .0088(18) .0294(16) -.0006(17) O2 .085(2) .0356(15) .0392(15) -.0245(15) .0166(14) -.0001(12) O3 .075(2) .0458(17) .0473(16) -.0098(16) .0143(15) -.0029(14) O4 .078(2) .058(2) .0449(16) -.0074(17) .0273(14) -.0129(15) C1 .0292(18) .040(2) .0344(18) -.0009(17) .0097(14) -.0017(16) C2 .0312(19) .049(2) .0306(17) .0024(18) .0063(15) -.0003(18) C3 .052(2) .043(2) .0350(19) .001(2) .0124(17) .0054(17) C4 .046(2) .038(2) .043(2) -.0080(18) .0224(17) -.0001(17) C4A .0279(18) .0311(18) .0386(19) -.0032(15) .0118(15) .0014(15) C5 .041(2) .034(2) .039(2) -.0061(17) .0151(16) .0034(16) C6 .049(2) .0238(18) .040(2) -.0098(17) .0127(16) -.0019(15) C6A .0289(18) .0255(17) .0311(17) .0029(15) .0055(13) .0010(14) C6B .0255(17) .0292(18) .0313(17) -.0008(15) .0015(13) -.0012(15) C7 .038(2) .0328(19) .0378(19) -.0109(17) .0041(15) -.0046(16) C8 .042(2) .040(2) .036(2) -.0045(18) .0023(16) -.0079(17) C8A .0341(19) .034(2) .0300(18) .0027(17) -.0040(15) -.0002(15) C9 .047(2) .049(2) .0261(18) .0035(19) .0004(15) -.0036(17) C10 .049(2) .067(3) .0240(18) .007(2) .0100(16) .0019(18) C11 .051(3) .060(3) .043(2) -.009(2) .0137(18) .004(2) C12 .046(2) .049(2) .0331(19) -.0124(19) .0079(16) .0006(17) C12A .0348(18) .0311(19) .0265(17) -.0005(16) .0026(14) -.0015(15) C12B .0270(17) .0300(19) .0292(16) -.0015(16) .0017(13) .0040(15) C13 .0323(19) .032(2) .0368(18) -.0067(17) .0023(14) .0016(17) C14 .0344(19) .0270(18) .0306(17) -.0051(17) .0064(14) -.0076(16) C14A .0186(16) .0268(17) .0311(16) .0010(14) .0054(13) .0018(14) C14B .0278(17) .0270(19) .0326(17) -.0002(15) .0075(13) .0005(14) C15 .030(2) .056(3) .035(2) -.0048(19) .0026(16) -.006(2) C16 .045(2) .080(3) .042(2) .016(2) .0064(18) -.003(2) C17 .0284(18) .047(2) .052(2) .0001(18) .0139(16) -.0032(19) C18 .039(2) .038(2) .0366(19) .0118(18) .0056(15) .0002(17) C19 .0337(19) .041(2) .0402(19) .0000(18) .0017(15) -.0012(18) C20 .060(3) .062(3) .043(2) -.002(2) .006(2) -.017(2) C21 .061(3) .081(3) .0320(19) .009(3) .0012(19) .000(2) C22 .052(2) .043(2) .0359(19) .007(2) .0001(17) .0049(19) 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 O1 C10 . 1.218(5) ? O2 C13 . 1.221(4) ? O3 C15 . 1.198(5) y O4 C15 . 1.345(4) y C1 C2 . 1.533(4) ? C1 C14B . 1.540(4) ? C2 C3 . 1.520(5) ? C2 C15 . 1.521(6) ? C2 C16 . 1.535(5) ? C3 C4 . 1.511(5) ? C4 C4A . 1.542(4) ? C4A C17 . 1.536(5) ? C4A C5 . 1.537(5) ? C4A C14B . 1.541(4) ? C5 C6 . 1.525(5) ? C6 C6A . 1.548(4) ? C6A C14A . 1.516(4) ? C6A C18 . 1.558(4) ? C6A C6B . 1.589(4) ? C6B C7 . 1.531(5) ? C6B C19 . 1.547(5) ? C6B C12B . 1.566(4) ? C7 C8 . 1.529(5) ? C8 C8A . 1.527(5) ? C8A C12A . 1.558(5) ? C8A C9 . 1.572(4) ? C9 C10 . 1.524(6) ? C9 C20 . 1.534(5) ? C9 C21 . 1.546(5) ? C10 C11 . 1.490(6) ? C11 C12 . 1.539(5) ? C12 C12A . 1.539(5) ? C12A C22 . 1.558(5) ? C12A C12B . 1.568(4) ? C12B C13 . 1.524(5) ? C13 C14 . 1.467(4) ? C14 C14A . 1.336(4) ? C14A C14B . 1.531(4) ?