#------------------------------------------------------------------------------ #$Date: 2009-11-16 03:43:51 +0200 (Mon, 16 Nov 2009) $ #$Revision: 853 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2011846.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_2011846 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 480 _journal_page_last 482 _publ_section_title ; Two stereoisomeric pentacyclic oxindole alkaloids from Uncaria tomentosa: uncarine C and uncarine E ; _space_group_IT_number 4 _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _[local]_cod_cif_authors_sg_H-M 'P 21' loop_ _publ_author_name ' Muhammad, Ilias ' 'Khan, Ikhlas A. ' 'Fischer, Nikolaus H. ' 'Fronczek, Frank R.' _chemical_name_common 'pteropodine' _chemical_formula_moiety 'C21 H24 N2 O4, C H Cl3' _chemical_formula_sum 'C22 H25 Cl3 N2 O4' _chemical_formula_weight 487.79 _symmetry_cell_setting 'Monoclinic' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.3190(5) _cell_length_b 7.7083(7) _cell_length_c 16.8160(14) _cell_angle_alpha 90 _cell_angle_beta 102.422(4) _cell_angle_gamma 90 _cell_volume 1179.63(16) _cell_formula_units_Z 2 _cell_measurement_temperature 120 _exptl_crystal_density_diffrn 1.373 _diffrn_ambient_temperature 120 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 Cl1 .26597(12) .71119(18) .81031(6) .0586(3) Uani d . 1 . . Cl Cl2 .33839(16) .6657(5) .98325(9) .1295(12) Uani d . 1 . . Cl Cl3 .2804(2) 1.0009(3) .91474(17) .1112(12) Uani d P .808(5) A 1 Cl Cl3A .3465(8) .471(2) .9202(8) .133(6) Uani d P .192(5) A 2 Cl O1 .5371(2) .3817(3) .53112(14) .0316(5) Uani d . 1 . . O O2 .9536(2) .2756(4) .78596(16) .0363(6) Uani d . 1 . . O O3 .6795(2) .7135(3) .88630(16) .0375(6) Uani d . 1 . . O O4 .9254(2) .7009(4) .91649(16) .0387(6) Uani d . 1 . . O N1 .3517(3) .5782(4) .51841(17) .0285(6) Uani d . 1 . . N H1 .3784 .6463 .4822 .034 Uiso calc R 1 . . H N2 .4971(3) .1412(3) .68519(16) .0250(5) Uani d . 1 . . N C2 .4241(3) .4336(4) .54841(19) .0248(6) Uani d . 1 . . C C3 .4388(3) .3164(4) .69250(19) .0229(6) Uani d . 1 . . C H3 .3748 .3117 .7332 .027 Uiso calc R 1 . . H C5 .3695(4) .0399(4) .6464(2) .0318(7) Uani d . 1 . . C H5A .3067 .0128 .6854 .038 Uiso calc R 1 . . H H5B .3994 -.0698 .6240 .038 Uiso calc R 1 . . H C6 .2903(3) .1582(4) .5790(2) .0274(6) Uani d . 1 . . C H6A .1826 .1452 .5715 .033 Uiso calc R 1 . . H H6B .3188 .1308 .5270 .033 Uiso calc R 1 . . H C7 .3390(3) .3469(4) .6075(2) .0241(6) Uani d . 1 . . C C8 .2158(3) .4741(4) .60547(18) .0247(6) Uani d . 1 . . C C9 .1011(3) .4739(5) .6468(2) .0289(7) Uani d . 1 . . C H9 .0920 .3838 .6840 .035 Uiso calc R 1 . . H C10 .0003(3) .6101(5) .6321(2) .0339(8) Uani d . 1 . . C H10 -.0790 .6120 .6594 .041 Uiso calc R 1 . . H C11 .0133(4) .7424(5) .5784(2) .0342(8) Uani d . 1 . . C H11 -.0568 .8338 .5697 .041 Uiso calc R 1 . . H C12 .1271(4) .7436(5) .5372(2) .0343(8) Uani d . 1 . . C H12 .1364 .8337 .5001 .041 Uiso calc R 1 . . H C13 .2268(3) .6078(4) .55232(19) .0267(7) Uani d . 1 . . C C14 .5626(3) .4445(4) .72333(19) .0246(6) Uani d . 1 . . C H14A .5209 .5588 .7328 .030 Uiso calc R 1 . . H H14B .6227 .4593 .6819 .030 Uiso calc R 1 . . H C15 .6600(3) .3771(4) .80332(19) .0247(6) Uani d . 1 . . C H15 .6008 .3824 .8463 .030 Uiso calc R 1 . . H C16 .7988(3) .4827(5) .83303(19) .0270(6) Uani d . 1 . . C C17 .9287(4) .4235(5) .8235(2) .0315(7) Uani d . 1 . . C H17 1.0122 .4928 .8453 .038 Uiso calc R 1 . . H C18 .8783(4) -.0020(6) .7328(3) .0453(9) Uani d . 1 . . C H18A .9582 .0045 .7034 .068 Uiso calc R 1 . . H H18B .7975 -.0712 .7012 .068 Uiso calc R 1 . . H H18C .9143 -.0565 .7860 .068 Uiso calc R 1 . . H C19 .8232(3) .1808(5) .7449(2) .0318(7) Uani d . 1 . . C H19 .7830 .2349 .6906 .038 Uiso calc R 1 . . H C20 .7074(3) .1876(4) .79660(19) .0268(6) Uani d . 1 . . C H20 .7537 .1457 .8525 .032 Uiso calc R 1 . . H C21 .5735(3) .0743(4) .7637(2) .0308(7) Uani d . 1 . . C H21A .6050 -.0467 .7577 .037 Uiso calc R 1 . . H H21B .5069 .0750 .8023 .037 Uiso calc R 1 . . H C22 .7925(3) .6420(5) .87954(19) .0290(7) Uani d . 1 . . C C23 .9286(4) .8482(5) .9697(2) .0440(10) Uani d . 1 . . C H23A .8845 .9487 .9378 .066 Uiso calc R 1 . . H H23B 1.0307 .8748 .9959 .066 Uiso calc R 1 . . H H23C .8730 .8214 1.0114 .066 Uiso calc R 1 . . H C24 .3546(6) .7966(10) .9032(4) .0485(14) Uani d P .808(5) A 1 C H24 .4613 .8106 .9031 .058 Uiso calc PR .808(5) A 1 H C24A .368(3) .686(4) .9064(17) .050(6) Uiso d P .192(5) A 2 C H24A .4729 .7166 .9096 .060 Uiso calc PR .192(5) A 2 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 Cl1 .0614(6) .0729(8) .0417(6) -.0212(6) .0116(5) -.0068(6) Cl2 .0770(9) .254(4) .0579(8) -.0058(14) .0141(7) .0474(16) Cl3 .1007(14) .0782(14) .184(3) -.0315(11) .0951(16) -.0691(16) Cl3A .046(4) .167(12) .185(12) .012(5) .023(5) .111(11) O1 .0395(12) .0262(12) .0316(13) -.0002(10) .0130(10) -.0017(11) O2 .0310(11) .0350(13) .0451(15) .0011(10) .0133(10) -.0075(13) O3 .0355(12) .0324(13) .0435(14) .0060(11) .0063(10) -.0056(13) O4 .0337(11) .0357(14) .0427(14) -.0017(11) -.0004(10) -.0109(13) N1 .0388(13) .0201(12) .0277(14) -.0031(11) .0094(11) .0039(12) N2 .0309(12) .0161(11) .0271(14) -.0006(10) .0042(10) .0033(11) C2 .0324(15) .0199(13) .0222(15) -.0042(12) .0056(12) -.0015(13) C3 .0305(14) .0169(13) .0220(15) -.0007(12) .0071(12) .0013(12) C5 .0374(16) .0201(15) .0348(18) -.0040(13) .0009(14) .0031(14) C6 .0330(14) .0208(14) .0265(16) -.0014(12) .0023(12) -.0047(14) C7 .0283(14) .0210(14) .0225(15) .0022(12) .0042(12) -.0008(13) C8 .0259(13) .0221(14) .0238(15) .0035(12) .0007(11) -.0009(14) C9 .0309(14) .0265(15) .0268(16) -.0010(13) .0009(12) -.0032(15) C10 .0284(14) .039(2) .0310(17) .0109(14) -.0013(13) -.0084(16) C11 .0338(16) .0282(16) .0354(18) .0081(14) -.0042(14) -.0067(16) C12 .0406(17) .0237(15) .0320(18) .0014(14) -.0065(14) .0014(15) C13 .0322(15) .0200(14) .0245(16) -.0026(12) -.0015(12) -.0028(13) C14 .0287(14) .0193(14) .0259(15) .0005(12) .0056(12) .0018(13) C15 .0266(14) .0252(14) .0223(15) .0014(12) .0051(11) .0023(14) C16 .0252(13) .0299(16) .0253(15) .0009(13) .0040(11) .0010(15) C17 .0314(15) .0324(17) .0311(18) -.0005(14) .0077(13) -.0029(16) C18 .0441(19) .0338(18) .060(3) .0051(17) .0157(18) -.008(2) C19 .0345(16) .0277(16) .0340(18) .0028(14) .0095(13) -.0036(15) C20 .0286(14) .0240(14) .0267(16) .0045(12) .0039(12) .0033(14) C21 .0362(16) .0230(14) .0320(17) -.0020(13) .0045(14) .0069(15) C22 .0317(15) .0277(15) .0249(15) -.0011(14) .0002(12) .0014(15) C23 .051(2) .038(2) .038(2) -.0014(17) -.0029(17) -.0082(19) C24 .042(3) .065(4) .043(3) -.015(3) .017(2) -.015(3) 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 Cl1 C24A . 1.70(3) ? Cl1 C24 . 1.733(6) ? Cl2 C24A . 1.39(3) ? Cl2 C24 . 1.715(7) ? Cl3 C24 . 1.748(8) ? Cl3A C24A . 1.69(3) ? O1 C2 . 1.218(4) ? O2 C17 . 1.347(4) ? O2 C19 . 1.458(4) ? O3 C22 . 1.215(4) ? O4 C22 . 1.340(4) ? O4 C23 . 1.442(5) ? N1 C2 . 1.344(4) ? N1 C13 . 1.420(4) ? N1 H1 . .8800 ? N2 C21 . 1.454(4) ? N2 C5 . 1.454(4) ? N2 C3 . 1.470(4) ? C2 C7 . 1.549(5) ? C3 C14 . 1.523(4) ? C3 C7 . 1.547(4) ? C3 H3 . 1.0000 ? C5 C6 . 1.517(5) ? C5 H5A . .9900 ? C5 H5B . .9900 ? C6 C7 . 1.568(4) ? C6 H6A . .9900 ? C6 H6B . .9900 ? C7 C8 . 1.504(4) ? C8 C13 . 1.382(5) ? C8 C9 . 1.395(4) ? C9 C10 . 1.395(5) ? C9 H9 . .9500 ? C10 C11 . 1.384(5) ? C10 H10 . .9500 ? C11 C12 . 1.386(5) ? C11 H11 . .9500 ? C12 C13 . 1.386(5) ? C12 H12 . .9500 ? C14 C15 . 1.542(4) ? C14 H14A . .9900 ? C14 H14B . .9900 ? C15 C16 . 1.519(4) ? C15 C20 . 1.537(5) ? C15 H15 . 1.0000 ? C16 C17 . 1.336(4) ? C16 C22 . 1.464(5) ? C17 H17 . .9500 ? C18 C19 . 1.528(5) ? C18 H18A . .9800 ? C18 H18B . .9800 ? C18 H18C . .9800 ? C19 C20 . 1.526(4) ? C19 H19 . 1.0000 ? C20 C21 . 1.525(5) ? C20 H20 . 1.0000 ? C21 H21A . .9900 ? C21 H21B . .9900 ? C23 H23A . .9800 ? C23 H23B . .9800 ? C23 H23C . .9800 ? C24 H24 . 1.0000 ? C24A H24A . 1.0000 ?