#------------------------------------------------------------------------------ #$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $ #$Revision: 853 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006385.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_2006385 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1997 _journal_volume 53 _journal_page_first 1068 _journal_page_last 1070 _publ_section_title ; (-)-Labda-8(17),13E-dien-15-oic Acid ; _space_group_IT_number 5 _symmetry_space_group_name_Hall 'C 2y' _symmetry_space_group_name_H-M 'C 1 2 1' _[local]_cod_cif_authors_sg_H-M 'C 2' loop_ _publ_author_name 'Reinaldo Atencio' "Ricardo Gait\'an" 'Sara Pekerar' "Jos\'e D. Medina" _chemical_formula_sum 'C20 H32 O2' _chemical_formula_weight 304.46 _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 24.967(3) _cell_length_b 6.075(2) _cell_length_c 13.232(2) _cell_angle_alpha 90.00 _cell_angle_beta 113.134(11) _cell_angle_gamma 90.00 _cell_volume 1845.7(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.096 _diffrn_ambient_temperature 293(2) _refine_ls_R_factor_obs .044 _refine_ls_wR_factor_obs .1194 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 O1 .99217(12) .3712(5) .8967(2) .0920(9) Uani d . 1 . O H1O 1.0000 .37(2) 1.0000 .20(4) Uiso d SP .50 . H O2 .97813(14) .7312(5) .8912(2) .0969(9) Uani d . 1 . O H2O 1.0000 .72(2) 1.0000 .24(5) Uiso d SP .50 . H C1 .74206(11) .5709(6) .3861(2) .0590(7) Uani d . 1 . C H1 .75913(11) .6314(6) .4614(2) .091(2) Uiso d R 1 . H H2 .74848(11) .4036(6) .3897(2) .091(2) Uiso d R 1 . H C2 .67802(12) .6310(7) .3354(2) .0698(10) Uani d . 1 . C H3 .67358(12) .7796(7) .3453(2) .091(2) Uiso d R 1 . H H4 .66165(12) .5609(7) .3841(2) .091(2) Uiso d R 1 . H C3 .64977(12) .5509(7) .2189(2) .0680(8) Uani d . 1 . C H5 .60924(12) .5961(7) .1890(2) .091(2) Uiso calc R 1 . H H6 .65064(12) .3913(7) .2190(2) .091(2) Uiso calc R 1 . H C4 .67844(13) .6352(5) .1437(2) .0567(7) Uani d . 1 . C C5 .74509(11) .5849(5) .1994(2) .0481(6) Uani d . 1 . C H7 .74746(11) .4238(5) .2024(2) .091(2) Uiso calc R 1 . H C6 .77873(13) .6515(6) .1295(2) .0669(9) Uani d . 1 . C H8 .78147(13) .8337(6) .1243(2) .091(2) Uiso d R 1 . H H9 .75601(13) .5913(6) .0540(2) .091(2) Uiso d R 1 . H C7 .84054(13) .5555(8) .1770(2) .0746(9) Uani d . 1 . C H10 .83856(13) .3964(8) .1707(2) .091(2) Uiso calc R 1 . H H11 .86223(13) .6098(8) .1354(2) .091(2) Uiso calc R 1 . H C8 .87134(13) .6187(6) .2951(2) .0616(8) Uani d . 1 . C C9 .83857(11) .5496(5) .3654(2) .0496(6) Uani d . 1 . C H12 .83528(11) .3884(5) .3563(2) .091(2) Uiso d R 1 . H C10 .77707(11) .6597(4) .3211(2) .0463(6) Uani d . 1 . C C11 .87382(12) .5765(6) .4895(2) .0578(7) Uani d . 1 . C H13 .84344(12) .5492(6) .5265(2) .091(2) Uiso d R 1 . H H14 .88657(12) .7239(6) .5031(2) .091(2) Uiso d R 1 . H C12 .92097(13) .4028(6) .5349(2) .0634(8) Uani d . 1 . C H15 .90025(13) .2481(6) .5100(2) .091(2) Uiso d R 1 . H H16 .94855(13) .4144(6) .4989(2) .091(2) Uiso d R 1 . H C13 .95375(11) .3920(6) .6572(2) .0600(7) Uani d . 1 . C C14 .94757(11) .5454(6) .7233(2) .0618(8) Uani d . 1 . C H17 .92704(11) .6676(6) .6915(2) .091(2) Uiso d R 1 . H C15 .97465(12) .5471(7) .8436(2) .0640(8) Uani d . 1 . C C16 .9921(2) .1940(8) .6949(3) .0860(11) Uani d . 1 . C H18 .9887(2) .1058(8) .6325(3) .091(2) Uiso calc R 1 . H H19 .9804(2) .1089(8) .7439(3) .091(2) Uiso calc R 1 . H H20 1.0318(2) .2401(8) .7325(3) .091(2) Uiso calc R 1 . H C17 .9205(2) .7326(8) .3293(3) .0878(11) Uani d . 1 . C H21 .9440(2) .7806(8) .4065(3) .091(2) Uiso d R 1 . H H22 .9341(2) .7657(8) .2648(3) .091(2) Uiso d R 1 . H C18 .78462(14) .9081(6) .3364(2) .0646(8) Uani d . 1 . C H23 .80631(14) .9624(6) .2957(2) .091(2) Uiso calc R 1 . H H24 .80527(14) .9409(6) .4130(2) .091(2) Uiso calc R 1 . H H25 .74705(14) .9773(6) .3102(2) .091(2) Uiso calc R 1 . H C19 .66376(15) .8787(6) .1156(3) .0718(9) Uani d . 1 . C H26 .68211(15) .9287(6) .0682(3) .091(2) Uiso calc R 1 . H H27 .67767(15) .9640(6) .1820(3) .091(2) Uiso calc R 1 . H H28 .62233(15) .8957(6) .0791(3) .091(2) Uiso calc R 1 . H C20 .6514(2) .5054(7) .0346(2) .0788(10) Uani d . 1 . C H29 .6685(2) .5536(7) -.0150(2) .091(2) Uiso calc R 1 . H H30 .6101(2) .5309(7) .0022(2) .091(2) Uiso calc R 1 . H H31 .6587(2) .3510(7) .0490(2) .091(2) 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 .111(2) .076(2) .0655(14) .014(2) .0095(13) .0090(14) O2 .123(2) .077(2) .0643(15) .016(2) .0085(13) -.0017(14) C1 .063(2) .072(2) .0482(13) .007(2) .0289(12) .006(2) C2 .064(2) .094(3) .063(2) .009(2) .0370(14) .009(2) C3 .0557(15) .077(2) .072(2) .002(2) .0260(13) .009(2) C4 .062(2) .054(2) .0482(13) .0006(14) .0155(12) .0003(13) C5 .064(2) .041(2) .0437(12) .0015(13) .0266(11) .0004(12) C6 .076(2) .084(2) .0484(14) .001(2) .0326(13) .004(2) C7 .082(2) .096(2) .063(2) .005(2) .048(2) .002(2) C8 .062(2) .065(2) .067(2) -.003(2) .0352(13) .0047(15) C9 .0591(14) .0465(14) .0485(12) -.0021(14) .0268(11) -.0009(13) C10 .0562(14) .0418(15) .0439(13) .0010(13) .0229(11) .0012(12) C11 .061(2) .057(2) .0542(14) .005(2) .0213(12) -.0007(15) C12 .065(2) .064(2) .064(2) .009(2) .0279(13) .002(2) C13 .0470(14) .067(2) .065(2) .002(2) .0210(12) .007(2) C14 .0513(14) .063(2) .060(2) .003(2) .0096(12) .006(2) C15 .0534(15) .065(2) .060(2) .003(2) .0080(12) .004(2) C16 .089(2) .085(3) .079(2) .027(2) .028(2) .009(2) C17 .076(2) .098(3) .097(2) -.018(2) .042(2) .006(2) C18 .080(2) .052(2) .058(2) .004(2) .0218(14) -.006(2) C19 .083(2) .065(2) .063(2) .015(2) .024(2) .009(2) C20 .085(2) .077(2) .060(2) -.001(2) .013(2) -.005(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 O1 C15 . 1.259(4) yes O1 H1O . 1.31(13) yes O2 C15 . 1.270(5) yes O2 H2O . 1.33(14) yes C1 C2 . 1.516(4) yes C1 C10 . 1.545(4) yes C1 H1 . .99 no C1 H2 . 1.03 no C2 C3 . 1.502(4) yes C2 H3 . .92 no C2 H4 . .99 no C3 C4 . 1.525(4) yes C3 H5 . .97 no C3 H6 . .97 no C4 C19 . 1.534(5) yes C4 C20 . 1.547(4) yes C4 C5 . 1.563(4) yes C5 C6 . 1.528(4) yes C5 C10 . 1.558(3) yes C5 H7 . .98 no C6 C7 . 1.534(5) yes C6 H8 . 1.11 no C6 H9 . 1.00 no C7 C8 . 1.495(4) yes C7 H10 . .97 no C7 H11 . .97 no C8 C17 . 1.324(5) yes C8 C9 . 1.520(4) yes C9 C11 . 1.537(3) yes C9 C10 . 1.562(4) yes C9 H12 . .99 no C10 C18 . 1.524(4) yes C11 C12 . 1.518(4) yes C11 H13 . 1.07 no C11 H14 . .94 no C12 C13 . 1.501(4) yes C12 H15 . 1.06 no C12 H16 . .98 no C13 C14 . 1.328(5) yes C13 C16 . 1.496(5) yes C14 C15 . 1.465(4) yes C14 H17 . .91 no C16 H18 . .96 no C16 H19 . .96 no C16 H20 . .96 no C17 H21 . 1.00 no C17 H22 . 1.06 no C18 H23 . .96 no C18 H24 . .96 no C18 H25 . .96 no C19 H26 . .96 no C19 H27 . .96 no C19 H28 . .96 no C20 H29 . .96 no C20 H30 . .96 no C20 H31 . .96 no