#------------------------------------------------------------------------------ #$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $ #$Revision: 14 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2013226.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_2013226 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2003 _journal_volume 59 _journal_page_first o68 _journal_page_last o70 _publ_section_title ; 14\b-Hydroxy-3\b-O-(L-thevetoyl)-5\b-card-20(22)-enolide methanol solvate monohydrate and 3\b-O-(L-2'-o-acetylthevetoyl)-14\b-hydroxy-5\b-card-20(22)-enolide ; loop_ _publ_author_name 'Suchada Chantrapromma' 'Anwar Usman' 'Hoong-Kun Fun' 'Surat Laphookhieo' 'Chatchanok Karalai' 'Yanisa Rat-a-pa' 'Kan Chantrapromma' _chemical_formula_moiety 'C32 H48 O9' _chemical_formula_sum 'C32 H48 O9' _chemical_formula_iupac 'C32 H48 O9' _chemical_formula_weight 576.70 _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 7.3351(3) _cell_length_b 21.4770(9) _cell_length_c 9.9056(4) _cell_angle_alpha 90.00 _cell_angle_beta 97.0070(10) _cell_angle_gamma 90.00 _cell_volume 1548.80(10) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.237 _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 0.8702(3) 0.39833(11) 0.22303(19) 0.0355(5) Uani d . 1 . . O O2 0.5568(2) 0.80573(8) 1.03926(17) 0.0202(4) Uani d . 1 . . O O3 0.5051(2) 0.91233(9) 0.99367(17) 0.0228(4) Uani d . 1 . . O O4 0.7986(3) 0.31586(10) 0.3445(2) 0.0405(6) Uani d . 1 . . O O5 0.7325(2) 0.48921(8) 0.65740(17) 0.0214(4) Uani d . 1 . . O H5A 0.8357 0.4836 0.6975 0.032 Uiso calc R 1 . . H O6 0.4333(2) 0.81558(9) 1.28906(19) 0.0277(4) Uani d . 1 . . O O7 0.6948(3) 0.90537(10) 1.40125(18) 0.0339(5) Uani d . 1 . . O O8 0.9400(3) 0.94492(10) 1.2060(2) 0.0329(5) Uani d . 1 . . O H8A 0.9896 0.9106 1.2110 0.049 Uiso calc R 1 . . H O9 0.1323(3) 0.83055(12) 1.2285(3) 0.0486(6) Uani d . 1 . . O C22 0.6948(4) 0.41973(13) 0.3943(3) 0.0267(6) Uani d . 1 . . C H22 0.6248 0.4130 0.4651 0.032 Uiso calc R 1 . . H C23 0.7865(4) 0.37137(14) 0.3234(3) 0.0300(6) Uani d . 1 . . C C21 0.8376(4) 0.46436(15) 0.2252(3) 0.0319(6) Uani d . 1 . . C H21A 0.7696 0.4780 0.1402 0.038 Uiso calc R 1 . . H H21B 0.9527 0.4870 0.2395 0.038 Uiso calc R 1 . . H C20 0.7275(3) 0.47484(13) 0.3414(3) 0.0227(5) Uani d . 1 . . C C17 0.6733(3) 0.53949(12) 0.3791(2) 0.0217(5) Uani d . 1 . . C H17 0.6727 0.5660 0.2985 0.026 Uiso calc R 1 . . H C16 0.4791(3) 0.54199(14) 0.4258(3) 0.0254(5) Uani d . 1 . . C H16A 0.4033 0.5721 0.3719 0.030 Uiso calc R 1 . . H H16B 0.4204 0.5015 0.4144 0.030 Uiso calc R 1 . . H C15 0.5022(3) 0.56093(12) 0.5763(2) 0.0202(5) Uani d . 1 . . C H15A 0.4626 0.6036 0.5864 0.024 Uiso calc R 1 . . H H15B 0.4301 0.5340 0.6279 0.024 Uiso calc R 1 . . H C14 0.7076(3) 0.55413(11) 0.6260(2) 0.0166(5) Uani d . 1 . . C C13 0.8026(3) 0.57067(12) 0.4989(2) 0.0194(5) Uani d . 1 . . C C12 0.7944(4) 0.64185(13) 0.4787(3) 0.0253(6) Uani d . 1 . . C H12A 0.8610 0.6527 0.4033 0.030 Uiso calc R 1 . . H H12B 0.6673 0.6542 0.4547 0.030 Uiso calc R 1 . . H C11 0.8746(4) 0.67828(12) 0.6041(3) 0.0259(6) Uani d . 1 . . C H11A 0.8655 0.7225 0.5848 0.031 Uiso calc R 1 . . H H11B 1.0035 0.6680 0.6258 0.031 Uiso calc R 1 . . H C9 0.7726(3) 0.66331(11) 0.7270(2) 0.0182(5) Uani d . 1 . . C H9 0.6436 0.6746 0.7010 0.022 Uiso calc R 1 . . H C8 0.7768(3) 0.59223(11) 0.7539(2) 0.0181(5) Uani d . 1 . . C H8 0.9056 0.5807 0.7799 0.022 Uiso calc R 1 . . H C7 0.6725(4) 0.57457(12) 0.8727(2) 0.0240(5) Uani d . 1 . . C H7A 0.6910 0.5306 0.8926 0.029 Uiso calc R 1 . . H H7B 0.5422 0.5812 0.8465 0.029 Uiso calc R 1 . . H C6 0.7349(4) 0.61250(13) 1.0011(3) 0.0264(6) Uani d . 1 . . C H6A 0.6576 0.6024 1.0708 0.032 Uiso calc R 1 . . H H6B 0.8602 0.6013 1.0351 0.032 Uiso calc R 1 . . H C5 0.7247(3) 0.68265(12) 0.9729(2) 0.0208(5) Uani d . 1 . . C H5 0.7786 0.7038 1.0559 0.025 Uiso calc R 1 . . H C10 0.8399(3) 0.70121(12) 0.8579(3) 0.0206(5) Uani d . 1 . . C C1 0.8159(3) 0.77213(12) 0.8345(3) 0.0235(5) Uani d . 1 . . C H1A 0.8707 0.7939 0.9153 0.028 Uiso calc R 1 . . H H1B 0.8821 0.7843 0.7598 0.028 Uiso calc R 1 . . H C2 0.6159(3) 0.79280(12) 0.8027(2) 0.0211(5) Uani d . 1 . . C H2A 0.6112 0.8378 0.7938 0.025 Uiso calc R 1 . . H H2B 0.5640 0.7749 0.7165 0.025 Uiso calc R 1 . . H C3 0.5012(3) 0.77273(12) 0.9135(2) 0.0195(5) Uani d . 1 . . C H3 0.3714 0.7814 0.8835 0.023 Uiso calc R 1 . . H C4 0.5246(3) 0.70378(12) 0.9444(2) 0.0205(5) Uani d . 1 . . C H4A 0.4650 0.6803 0.8678 0.025 Uiso calc R 1 . . H H4B 0.4627 0.6940 1.0228 0.025 Uiso calc R 1 . . H C24 0.4517(3) 0.85795(12) 1.0619(2) 0.0199(5) Uani d . 1 . . C H24 0.3219 0.8491 1.0325 0.024 Uiso calc R 1 . . H C28 0.6959(3) 0.92727(13) 1.0249(3) 0.0236(5) Uani d . 1 . . C H28 0.7697 0.8931 0.9949 0.028 Uiso calc R 1 . . H C27 0.7467(3) 0.93729(12) 1.1779(3) 0.0231(5) Uani d . 1 . . C H27 0.6891 0.9762 1.2023 0.028 Uiso calc R 1 . . H C26 0.6768(4) 0.88529(12) 1.2631(2) 0.0216(5) Uani d . 1 . . C H26 0.7513 0.8479 1.2558 0.026 Uiso calc R 1 . . H C25 0.4783(3) 0.87072(12) 1.2142(2) 0.0213(5) Uani d . 1 . . C H25 0.4003 0.9056 1.2351 0.026 Uiso calc R 1 . . H C18 1.0015(3) 0.54883(14) 0.5079(3) 0.0269(6) Uani d . 1 . . C H18A 1.0727 0.5687 0.5835 0.040 Uiso calc R 1 . . H H18B 1.0506 0.5595 0.4254 0.040 Uiso calc R 1 . . H H18C 1.0064 0.5045 0.5203 0.040 Uiso calc R 1 . . H C19 1.0452(4) 0.69052(15) 0.9029(3) 0.0336(7) Uani d . 1 . . C H19A 1.0811 0.7124 0.9865 0.050 Uiso calc R 1 . . H H19B 1.1152 0.7057 0.8340 0.050 Uiso calc R 1 . . H H19C 1.0678 0.6468 0.9165 0.050 Uiso calc R 1 . . H C30 0.7906(6) 0.8647(2) 1.4945(3) 0.0538(10) Uani d . 1 . . C H30A 0.7997 0.8826 1.5839 0.081 Uiso calc R 1 . . H H30B 0.9116 0.8579 1.4698 0.081 Uiso calc R 1 . . H H30C 0.7264 0.8258 1.4938 0.081 Uiso calc R 1 . . H C29 0.7272(4) 0.98522(16) 0.9435(3) 0.0374(7) Uani d . 1 . . C H29A 0.7037 0.9760 0.8481 0.056 Uiso calc R 1 . . H H29B 0.8521 0.9988 0.9650 0.056 Uiso calc R 1 . . H H29C 0.6457 1.0176 0.9657 0.056 Uiso calc R 1 . . H C31 0.2567(4) 0.80048(15) 1.2863(3) 0.0328(6) Uani d . 1 . . C C32 0.2341(6) 0.74137(19) 1.3629(4) 0.0565(10) Uani d . 1 . . C H32A 0.1169 0.7232 1.3318 0.085 Uiso calc R 1 . . H H32B 0.2408 0.7503 1.4583 0.085 Uiso calc R 1 . . H H32C 0.3300 0.7128 1.3475 0.085 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 0.0362(11) 0.0396(13) 0.0315(10) 0.0075(9) 0.0078(8) -0.0123(9) O2 0.0186(8) 0.0179(9) 0.0233(8) 0.0039(7) -0.0005(6) -0.0053(7) O3 0.0228(8) 0.0219(9) 0.0235(8) 0.0032(7) 0.0017(7) 0.0049(7) O4 0.0414(11) 0.0276(12) 0.0487(13) 0.0049(9) -0.0092(10) -0.0118(10) O5 0.0242(9) 0.0137(9) 0.0252(8) -0.0002(7) -0.0017(7) 0.0036(7) O6 0.0287(9) 0.0261(10) 0.0302(10) 0.0018(8) 0.0112(8) 0.0052(8) O7 0.0436(12) 0.0350(12) 0.0212(9) 0.0085(9) -0.0034(8) -0.0045(8) O8 0.0273(10) 0.0278(11) 0.0422(11) -0.0079(8) -0.0011(8) -0.0097(9) O9 0.0288(11) 0.0453(15) 0.0741(17) -0.0011(11) 0.0152(11) -0.0037(13) C22 0.0280(13) 0.0270(14) 0.0251(12) -0.0016(11) 0.0040(10) -0.0070(11) C23 0.0235(13) 0.0345(17) 0.0295(14) 0.0020(11) -0.0070(11) -0.0115(12) C21 0.0320(14) 0.0365(16) 0.0292(14) 0.0027(12) 0.0118(11) -0.0062(12) C20 0.0180(11) 0.0290(15) 0.0206(11) 0.0017(10) 0.0012(9) -0.0046(10) C17 0.0246(12) 0.0235(13) 0.0173(11) 0.0033(10) 0.0034(9) 0.0015(10) C16 0.0190(11) 0.0322(15) 0.0244(12) 0.0051(10) -0.0001(9) -0.0025(11) C15 0.0162(11) 0.0238(13) 0.0213(12) 0.0017(10) 0.0055(9) 0.0020(10) C14 0.0167(10) 0.0135(11) 0.0198(11) 0.0011(9) 0.0026(9) 0.0041(9) C13 0.0183(11) 0.0191(13) 0.0220(12) 0.0007(9) 0.0070(9) 0.0021(10) C12 0.0331(13) 0.0201(13) 0.0255(13) 0.0001(10) 0.0142(11) 0.0055(10) C11 0.0335(14) 0.0157(12) 0.0318(13) -0.0056(11) 0.0173(11) 0.0006(11) C9 0.0171(10) 0.0150(11) 0.0235(11) -0.0009(9) 0.0069(9) 0.0016(9) C8 0.0176(10) 0.0158(12) 0.0208(11) -0.0007(9) 0.0025(9) 0.0016(9) C7 0.0367(14) 0.0153(13) 0.0208(12) -0.0031(10) 0.0064(10) 0.0032(10) C6 0.0365(14) 0.0240(14) 0.0178(12) 0.0022(11) -0.0001(10) 0.0035(10) C5 0.0228(12) 0.0194(13) 0.0192(11) -0.0005(9) -0.0020(9) -0.0009(9) C10 0.0164(11) 0.0174(12) 0.0279(13) -0.0025(9) 0.0017(9) -0.0011(10) C1 0.0237(12) 0.0172(13) 0.0309(13) -0.0053(10) 0.0088(10) -0.0039(10) C2 0.0270(12) 0.0147(12) 0.0222(11) 0.0002(10) 0.0049(9) -0.0011(9) C3 0.0172(11) 0.0220(13) 0.0190(11) -0.0019(9) 0.0011(9) -0.0052(10) C4 0.0205(11) 0.0205(13) 0.0209(11) -0.0039(10) 0.0043(9) -0.0013(10) C24 0.0179(11) 0.0174(12) 0.0243(12) 0.0032(9) 0.0022(9) -0.0023(10) C28 0.0215(12) 0.0235(14) 0.0259(12) 0.0005(10) 0.0036(10) -0.0033(10) C27 0.0250(12) 0.0167(12) 0.0270(13) -0.0001(10) 0.0007(10) -0.0068(10) C26 0.0257(12) 0.0182(12) 0.0206(11) 0.0045(10) 0.0020(9) -0.0036(10) C25 0.0232(12) 0.0198(13) 0.0215(12) 0.0042(10) 0.0057(9) 0.0008(10) C18 0.0194(11) 0.0281(15) 0.0347(14) -0.0009(10) 0.0090(10) -0.0053(11) C19 0.0209(13) 0.0316(16) 0.0475(17) -0.0008(11) 0.0008(12) -0.0099(13) C30 0.063(2) 0.066(3) 0.0296(16) 0.021(2) -0.0074(16) 0.0073(17) C29 0.0442(17) 0.0342(17) 0.0359(15) -0.0070(14) 0.0131(13) 0.0053(13) C31 0.0321(14) 0.0301(15) 0.0390(15) -0.0021(13) 0.0151(12) -0.0054(13) C32 0.068(2) 0.047(2) 0.060(2) -0.0168(19) 0.0321(19) 0.0040(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 C23 . 1.360(4) ? O1 C21 . 1.439(4) ? O2 C24 . 1.394(3) yes O2 C3 . 1.448(3) yes O3 C24 . 1.428(3) ? O3 C28 . 1.432(3) ? O4 C23 . 1.212(4) ? O5 C14 . 1.435(3) ? O5 H5A . 0.8200 ? O6 C31 . 1.333(3) ? O6 C25 . 1.456(3) ? O7 C30 . 1.397(4) ? O7 C26 . 1.426(3) ? O8 C27 . 1.420(3) ? O8 H8A . 0.8200 ? O9 C31 . 1.204(4) ? C22 C20 . 1.328(4) ? C22 C23 . 1.463(4) ? C22 H22 . 0.9300 ? C21 C20 . 1.501(4) ? C21 H21A . 0.9700 ? C21 H21B . 0.9700 ? C20 C17 . 1.504(4) ? C17 C16 . 1.551(4) ? C17 C13 . 1.576(3) ? C17 H17 . 0.9800 ? C16 C15 . 1.535(3) ? C16 H16A . 0.9700 ? C16 H16B . 0.9700 ? C15 C14 . 1.534(3) ? C15 H15A . 0.9700 ? C15 H15B . 0.9700 ? C14 C8 . 1.541(3) ? C14 C13 . 1.552(3) ? C13 C18 . 1.525(3) ? C13 C12 . 1.542(4) ? C12 C11 . 1.524(4) ? C12 H12A . 0.9700 ? C12 H12B . 0.9700 ? C11 C9 . 1.539(3) ? C11 H11A . 0.9700 ? C11 H11B . 0.9700 ? C9 C8 . 1.549(3) ? C9 C10 . 1.559(3) ? C9 H9 . 0.9800 ? C8 C7 . 1.527(3) ? C8 H8 . 0.9800 ? C7 C6 . 1.533(4) ? C7 H7A . 0.9700 ? C7 H7B . 0.9700 ? C6 C5 . 1.533(4) ? C6 H6A . 0.9700 ? C6 H6B . 0.9700 ? C5 C4 . 1.529(3) ? C5 C10 . 1.551(4) ? C5 H5 . 0.9800 ? C10 C19 . 1.535(3) ? C10 C1 . 1.548(4) ? C1 C2 . 1.528(4) ? C1 H1A . 0.9700 ? C1 H1B . 0.9700 ? C2 C3 . 1.524(4) ? C2 H2A . 0.9700 ? C2 H2B . 0.9700 ? C3 C4 . 1.518(4) ? C3 H3 . 0.9800 ? C4 H4A . 0.9700 ? C4 H4B . 0.9700 ? C24 C25 . 1.523(3) ? C24 H24 . 0.9800 ? C28 C29 . 1.516(4) ? C28 C27 . 1.531(3) ? C28 H28 . 0.9800 ? C27 C26 . 1.526(4) ? C27 H27 . 0.9800 ? C26 C25 . 1.510(3) ? C26 H26 . 0.9800 ? C25 H25 . 0.9800 ? C18 H18A . 0.9600 ? C18 H18B . 0.9600 ? C18 H18C . 0.9600 ? C19 H19A . 0.9600 ? C19 H19B . 0.9600 ? C19 H19C . 0.9600 ? C30 H30A . 0.9600 ? C30 H30B . 0.9600 ? C30 H30C . 0.9600 ? C29 H29A . 0.9600 ? C29 H29B . 0.9600 ? C29 H29C . 0.9600 ? C31 C32 . 1.498(5) ? C32 H32A . 0.9600 ? C32 H32B . 0.9600 ? C32 H32C . 0.9600 ?