#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006135.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_2006135 _journal_name_full 'Acta Crystallographica' _journal_year 1997 _journal_volume C53 _journal_page_first 616 _journal_page_last 620 _publ_section_title ; 3-Acetonylbicyclo[6.3.0]undecane-2,6-dione, (I), 7-Acetonyl-4,4-dimethylbicyclo[6.3.0]undecane-2,6-dione, (II), 7,12-Dihydroxy-12-methyltetracyclo[8.2.1.0^1,5^.0^7,11^]tridecan-13-one Monohydrate, (III), and 8,8-Dimethyltricyclo[9.3.0.0^2,6^]tetradec-5-ene-4,10-dione, (IV) ; loop_ _publ_author_name 'Ohba, Shigeru' 'Umehara, Misao' _chemical_formula_moiety 'C16 H24 O3' _chemical_formula_sum 'C16 H24 O3' _chemical_formula_weight 264.37 _chemical_melting_point '380-381' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _cell_length_a 9.966(2) _cell_length_b 10.794(2) _cell_length_c 8.171(2) _cell_angle_alpha 98.03(2) _cell_angle_beta 111.46(2) _cell_angle_gamma 106.98(2) _cell_volume 751.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature '297' _exptl_crystal_density_diffrn 1.168 _diffrn_ambient_temperature 299 _refine_ls_R_factor_obs .0537 _refine_ls_wR_factor_obs .0470 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_occupancy C1 .34587(8) .78590(7) .00413(9) .0530(3) Uij 1.000 C2 .39480(8) .84451(6) .20590(9) .0548(3) Uij 1.000 C3 .55268(9) .86110(7) .34190(10) .0558(4) Uij 1.000 C4 .55610(8) .74688(7) .43636(9) .0528(3) Uij 1.000 C5 .49174(8) .60898(7) .29370(10) .0537(3) Uij 1.000 C6 .31984(8) .54656(6) .17140(9) .0538(3) Uij 1.000 C7 .26142(8) .53027(7) -.03436(9) .0529(3) Uij 1.000 C8 .21134(8) .64761(7) -.07842(9) .0522(3) Uij 1.000 C9 .13710(10) .64046(9) -.28160(10) .0679(4) Uij 1.000 C10 .15030(10) .78320(10) -.2845(2) .0850(10) Uij 1.000 C11 .2871(2) .87510(10) -.1130(2) .0880(10) Uij 1.000 C12 .13173(9) .39328(7) -.13930(10) .0655(4) Uij 1.000 C13 .17930(9) .27761(7) -.10000(10) .0652(4) Uij 1.000 C14 .05450(10) .13898(9) -.1862(2) .1070(10) Uij 1.000 C15 .46910(10) .74630(10) .55620(10) .0766(5) Uij 1.000 C16 .72680(10) .77560(10) .55720(10) .0711(5) Uij 1.000 O17 .30490(6) .87545(6) .25462(7) .0855(3) Uij 1.000 O18 .31250(7) .29364(5) -.00746(8) .0775(3) Uij 1.000 O19 .22636(6) .50809(5) .23323(7) .0801(3) Uij 1.000 H1 .4326(7) .7755(6) -.0074(8) .052 Uiso 1.000 H3A .5887(8) .9395(7) .4340(10) .061 Uiso 1.000 H3B .6208(7) .8645(6) .2815(9) .053 Uiso 1.000 H5A .5101(7) .5457(7) .3529(9) .058 Uiso 1.000 H5B .5486(7) .6155(6) .2199(9) .057 Uiso 1.000 H7 .3464(7) .5350(6) -.0612(8) .044 Uiso 1.000 H8 .1405(7) .6522(6) -.0276(8) .045 Uiso 1.000 H9A .1964(8) .6119(7) -.3376(10) .065 Uiso 1.000 H9B .0325(9) .5746(8) -.3431(10) .072 Uiso 1.000 H10A .0577(14) .7970(12) -.2788(16) .147 Uiso 1.000 H10B .1420(13) .8033(12) -.3921(17) .143 Uiso 1.000 H11A .2506(13) .9317(13) -.0432(16) .142 Uiso 1.000 H11B .3568(14) .9459(14) -.1203(17) .160 Uiso 1.000 H12A .0429(8) .3853(7) -.1164(9) .066 Uiso 1.000 H12B .0908(9) .3770(8) -.2723(12) .084 Uiso 1.000 H14A .08503 .06458 -.16129 .133 Uiso 1.000 H14B -.02427 .13738 -.14459 .184 Uiso 1.000 H14C .01073 .12478 -.31639 .248 Uiso 1.000 H15A .5184(9) .8341(9) .6492(11) .087 Uiso 1.000 H15B .3555(10) .7303(8) .4834(12) .088 Uiso 1.000 H15C .4694(9) .6733(9) .6103(12) .097 Uiso 1.000 H16A .7359(8) .7100(8) .6196(10) .073 Uiso 1.000 H16B .7690(9) .8597(9) .6470(11) .081 Uiso 1.000 H16C .7896(9) .7735(8) .4863(11) .082 Uiso 1.000 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 C1 .0518(4) .0509(4) .0502(4) .0185(3) .0177(3) .0147(3) C2 .0602(4) .0377(4) .0574(4) .0206(3) .0214(4) .0110(3) C3 .0598(5) .0456(4) .0482(4) .0159(3) .0174(4) .0098(3) C4 .0572(4) .0483(4) .0461(4) .0193(3) .0190(3) .0132(3) C5 .0592(5) .0486(4) .0548(4) .0258(4) .0254(4) .0176(3) C6 .0569(4) .0367(3) .0596(4) .0150(3) .0310(4) .0120(3) C7 .0450(4) .0491(4) .0522(4) .0142(3) .0238(3) .0068(3) C8 .0463(4) .0515(4) .0509(4) .0171(3) .0233(3) .0102(3) C9 .0574(5) .0733(6) .0523(5) .0156(5) .0134(4) .0099(4) C10 .0854(7) .0871(7) .0760(7) .0360(6) .0083(6) .0300(5) C11 .1102(8) .0644(6) .0700(6) .0265(6) .0034(6) .0287(5) C12 .0549(5) .0504(4) .0673(6) .0132(4) .0240(4) .0032(4) C13 .0580(5) .0526(4) .0661(5) .0138(4) .0305(4) .0069(4) C14 .0812(7) .0467(5) .1568(11) .0109(5) .0426(7) .0164(5) C15 .0984(8) .0660(6) .0563(5) .0304(5) .0408(5) .0151(5) C16 .0692(6) .0690(6) .0637(6) .0227(5) .0104(5) .0218(5) O17 .0812(4) .0841(4) .0732(4) .0475(3) .0262(3) -.0005(3) O18 .0656(4) .0639(3) .0906(4) .0232(3) .0292(3) .0184(3) O19 .0735(4) .0745(4) .0723(4) .0062(3) .0454(3) .0179(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 C2 . . 1.5150(10) yes C1 C8 . . 1.5390(10) yes C1 C11 . . 1.537(2) yes C2 C3 . . 1.498(2) yes C2 O17 . . 1.2130(10) yes C3 C4 . . 1.546(2) yes C4 C5 . . 1.5480(10) yes C4 C15 . . 1.527(2) yes C4 C16 . . 1.530(2) yes C5 C6 . . 1.5070(10) yes C6 C7 . . 1.5290(10) yes C6 O19 . . 1.2140(10) yes C7 C8 . . 1.532(2) yes C7 C12 . . 1.5200(10) yes C8 C9 . . 1.531(2) yes C9 C10 . . 1.512(2) yes C10 C11 . . 1.494(2) yes C12 C13 . . 1.494(2) yes C13 C14 . . 1.503(2) yes C13 O18 . . 1.2080(10) yes C1 H1 . . .940(7) ? C3 H3A . . .926(7) ? C3 H3B . . .970(7) ? C5 H5A . . .914(8) ? C5 H5B . . .963(7) ? C7 H7 . . .939(7) ? C8 H8 . . .950(7) ? C9 H9A . . .958(8) ? C9 H9B . . .964(8) ? C10 H10A . . .993(13) ? C10 H10B . . .915(14) ? C11 H11A . . 1.007(13) ? C11 H11B . . .896(14) ? C12 H12A . . .952(8) ? C12 H12B . . .979(9) ? C14 H14A . . .960(2) ? C14 H14B . . .960(2) ? C14 H14C . . .960(2) ? C15 H15A . . .986(9) ? C15 H15B . . 1.015(9) ? C15 H15C . . .957(10) ? C16 H16A . . .935(9) ? C16 H16B . . .951(9) ? C16 H16C . . .999(9) ?