#------------------------------------------------------------------------------ #$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $ #$Revision: 481 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006225.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_2006225 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1997 _journal_volume 53 _journal_page_first 755 _journal_page_last 757 _publ_section_title ; Two Dolabrane-type Diterpenoids ; loop_ _publ_author_name 'Damas, Ana M.' 'Kijjoa, Anake' 'Pinto, Madalena' _chemical_formula_moiety 'C19 H31 Cl O4' _chemical_formula_sum 'C19 H31 Cl O4' _chemical_formula_weight 358.89 _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 6.2570(10) _cell_length_b 15.137(3) _cell_length_c 9.819(2) _cell_angle_alpha 90 _cell_angle_beta 96.56(2) _cell_angle_gamma 90 _cell_volume 923.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.290 _diffrn_ambient_temperature 293(2) _refine_ls_R_factor_obs .0316 _refine_ls_wR_factor_obs .0775 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 Cl1 .28105(9) .21824(3) .96692(5) .06047(14) Uani d . 1 . Cl O1 .3509(2) -.42931(9) 1.19301(13) .0544(3) Uani d . 1 . O O2 .0655(2) -.39485(9) 1.29708(13) .0519(3) Uani d . 1 . O O3 .6915(2) -.27905(11) 1.62122(13) .0570(3) Uani d . 1 . O O4 .2355(2) .02294(7) .88894(10) .0392(2) Uani d . 1 . O C1 .3999(3) -.33548(9) 1.3910(2) .0392(3) Uani d . 1 . C C2 .2729(3) -.39013(9) 1.28249(15) .0383(3) Uani d . 1 . C C4 .5711(3) -.21994(11) 1.64498(14) .0396(3) Uani d . 1 . C C5 .3328(2) -.22394(10) 1.58552(14) .0357(3) Uani d . 1 . C C6 .2047(3) -.13912(12) 1.6081(2) .0419(3) Uani d . 1 . C C7 .2484(3) -.06157(10) 1.51655(14) .0421(3) Uani d . 1 . C C8 .2097(3) -.08845(9) 1.36606(14) .0330(3) Uani d . 1 . C C9 .3484(2) -.16918(9) 1.33438(13) .0308(3) Uani d . 1 . C C10 .2963(2) -.24720(9) 1.42947(14) .0329(3) Uani d . 1 . C C11 .2751(3) -.19358(9) 1.18390(13) .0354(3) Uani d . 1 . C C12 .2963(3) -.11746(9) 1.08282(14) .0359(3) Uani d . 1 . C C13 .1801(2) -.03188(9) 1.11700(13) .0325(3) Uani d . 1 . C C14 .2363(3) -.01001(9) 1.27076(14) .0362(3) Uani d . 1 . C C15 .2646(3) .04419(9) 1.03214(14) .0343(3) Uani d . 1 . C C16 .1551(3) .13195(10) 1.0539(2) .0422(3) Uani d . 1 . C C17 -.0624(3) -.04238(11) 1.0813(2) .0422(3) Uani d . 1 . C C18 .6514(4) -.1472(2) 1.7415(2) .0569(5) Uani d . 1 . C C19 .2408(3) -.29784(13) 1.6717(2) .0496(4) Uani d . 1 . C C20 .5885(2) -.14665(11) 1.3517(2) .0387(3) Uani d . 1 . C H1A .425(4) -.3732(16) 1.473(2) .062(6) Uiso d . 1 . H H1B .540(4) -.3269(13) 1.3625(19) .043(5) Uiso d . 1 . H H2 .003(4) -.4281(17) 1.235(3) .069(7) Uiso d . 1 . H H4 .336(5) .0458(19) .854(3) .072(8) Uiso d . 1 . H H6A .043(4) -.1565(13) 1.587(2) .049(5) Uiso d . 1 . H H6B .224(4) -.1213(14) 1.707(2) .056(6) Uiso d . 1 . H H7A .143(4) -.0110(15) 1.533(2) .055(5) Uiso d . 1 . H H7B .393(4) -.0384(14) 1.5383(19) .044(5) Uiso d . 1 . H H8 .065(3) -.1091(12) 1.3510(18) .038(4) Uiso d . 1 . H H10 .140(4) -.2556(13) 1.410(2) .048(5) Uiso d . 1 . H H11A .361(3) -.2401(13) 1.1569(19) .038(4) Uiso d . 1 . H H11B .112(3) -.2121(12) 1.1775(17) .036(4) Uiso d . 1 . H H12A .453(3) -.1057(12) 1.0749(17) .035(4) Uiso d . 1 . H H12B .244(4) -.1411(16) .994(2) .057(6) Uiso d . 1 . H H14A .384(4) .0117(15) 1.285(2) .050(5) Uiso d . 1 . H H14B .140(3) .0406(14) 1.295(2) .048(5) Uiso d . 1 . H H15 .418(3) .0504(12) 1.0595(17) .034(4) Uiso d . 1 . H H16A -.004(4) .1323(13) 1.009(2) .045(5) Uiso d . 1 . H H16B .179(5) .1472(16) 1.156(3) .068(7) Uiso d . 1 . H H17A -.119(3) -.0987(13) 1.1262(18) .037(4) Uiso d . 1 . H H17B -.090(4) -.0448(17) .985(3) .068(7) Uiso d . 1 . H H17C -.138(5) .0058(18) 1.121(3) .072(7) Uiso d . 1 . H H18A .632(5) -.084(2) 1.705(3) .083(8) Uiso d . 1 . H H18B .549(5) -.145(2) 1.810(3) .084(8) Uiso d . 1 . H H18C .811(5) -.160(2) 1.773(3) .086(8) Uiso d . 1 . H H19A .099(5) -.3064(16) 1.641(3) .063(7) Uiso d . 1 . H H19B .318(5) -.354(2) 1.673(3) .081(8) Uiso d . 1 . H H19C .238(4) -.2796(19) 1.769(2) .066(6) Uiso d . 1 . H H20A .620(4) -.0974(17) 1.286(2) .066(6) Uiso d . 1 . H H20B .639(4) -.1239(16) 1.436(3) .064(6) Uiso d . 1 . H H20C .679(4) -.1987(18) 1.335(2) .070(7) Uiso d . 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 Cl1 .0770(3) .0389(2) .0673(3) -.0066(2) .0161(2) .0139(2) O1 .0570(8) .0500(7) .0579(7) -.0029(6) .0136(6) -.0162(6) O2 .0470(7) .0613(7) .0480(6) -.0147(6) .0073(5) -.0149(6) O3 .0421(7) .0637(7) .0616(7) .0116(6) -.0098(5) -.0089(7) O4 .0447(6) .0428(6) .0308(5) .0014(5) .0075(4) .0036(4) C1 .0401(9) .0330(7) .0428(7) .0031(6) -.0021(6) .0001(6) C2 .0456(9) .0299(6) .0389(7) -.0012(5) .0033(6) .0036(6) C4 .0396(8) .0466(8) .0320(6) -.0015(6) .0014(5) .0044(5) C5 .0361(8) .0388(7) .0323(6) .0010(5) .0044(5) .0060(5) C6 .0456(9) .0490(8) .0329(6) .0081(7) .0120(5) .0032(6) C7 .0585(11) .0379(7) .0307(6) .0081(7) .0089(6) -.0024(5) C8 .0362(8) .0324(6) .0308(6) .0033(5) .0058(5) .0005(5) C9 .0316(7) .0310(6) .0300(6) -.0002(5) .0041(5) -.0007(4) C10 .0300(7) .0331(6) .0349(6) -.0006(5) .0009(5) .0024(5) C11 .0448(8) .0308(6) .0307(6) .0029(5) .0042(5) -.0016(5) C12 .0444(9) .0357(7) .0282(6) .0029(6) .0062(5) .0006(5) C13 .0346(7) .0320(6) .0309(6) .0005(5) .0038(5) .0025(5) C14 .0462(9) .0311(6) .0314(6) .0016(6) .0050(5) .0001(5) C15 .0367(8) .0348(7) .0313(6) -.0017(5) .0032(5) .0015(5) C16 .0524(10) .0340(7) .0413(7) -.0008(6) .0104(7) .0025(6) C17 .0376(8) .0437(8) .0450(8) -.0033(6) .0026(6) .0073(6) C18 .0552(12) .0684(12) .0447(9) -.0041(9) -.0045(8) -.0093(8) C19 .0459(10) .0545(11) .0494(8) -.0021(7) .0101(7) .0175(7) C20 .0343(8) .0429(7) .0392(7) -.0021(6) .0057(5) .0014(6) 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 C16 . 1.791(2) yes O1 C2 . 1.208(2) yes O2 C2 . 1.324(2) yes O2 H2 . .85(3) ? O3 C4 . 1.209(2) yes O4 C15 . 1.434(2) yes O4 H4 . .82(3) ? C1 C2 . 1.503(2) yes C1 C10 . 1.551(2) yes C1 H1A . .99(2) ? C1 H1B . .96(2) ? C4 C18 . 1.502(2) yes C4 C5 . 1.539(2) yes C5 C6 . 1.543(2) yes C5 C19 . 1.553(2) yes C5 C10 . 1.563(2) yes C6 C7 . 1.522(2) yes C6 H6A . 1.04(2) ? C6 H6B . 1.00(2) ? C7 C8 . 1.525(2) yes C7 H7A . 1.03(2) ? C7 H7B . .97(2) ? C8 C14 . 1.533(2) yes C8 C9 . 1.551(2) yes C8 H8 . .95(2) ? C9 C20 . 1.531(2) yes C9 C11 . 1.541(2) yes C9 C10 . 1.563(2) yes C10 H10 . .98(2) ? C11 C12 . 1.536(2) yes C11 H11A . .94(2) ? C11 H11B . 1.05(2) ? C12 C13 . 1.541(2) yes C12 H12A . 1.01(2) ? C12 H12B . .96(2) ? C13 C17 . 1.526(2) yes C13 C14 . 1.546(2) yes C13 C15 . 1.549(2) yes C14 H14A . .98(2) ? C14 H14B . 1.02(2) ? C15 C16 . 1.521(2) yes C15 H15 . .97(2) ? C16 H16A . 1.04(2) ? C16 H16B . 1.02(3) ? C17 H17A . 1.04(2) ? C17 H17B . .94(2) ? C17 H17C . .98(3) ? C18 H18A . 1.02(3) ? C18 H18B . .98(3) ? C18 H18C . 1.03(3) ? C19 H19A . .92(3) ? C19 H19B . .97(3) ? C19 H19C . 1.00(2) ? C20 H20A . 1.02(3) ? C20 H20B . .92(2) ? C20 H20C . .99(3) ?