#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2007126.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_2007126 _journal_name_full 'Acta Crystallographica' _journal_year 1998 _journal_volume C54 _journal_page_first 392 _journal_page_last 398 _publ_section_title ; Synthesis and Absolute Structure Determination of Camphanoate Derivatives of Five Bicyclo[3.1.0]hexane Compounds ; loop_ _publ_author_name 'Krief, Alain' 'Ollevier, Thierry' 'Swinnen, Dominique' 'Norberg, Bernadette' 'Baudoux, Guy' 'Evrard, Guy' _chemical_formula_moiety 'C21 H30 O6' _chemical_formula_sum 'C21 H30 O6' _chemical_formula_weight 378.45 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' _cell_length_a 9.5450(10) _cell_length_b 32.428(5) _cell_length_c 6.8100(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2107.7(5) _cell_formula_units_Z 4 _cell_measurement_temperature 292(2) _exptl_crystal_density_diffrn 1.193 _diffrn_ambient_temperature 292(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 -.5587(3) -.05959(10) -.8522(4) .0892(10) Uani d . 1 . . O O2 -.5031(5) -.04528(15) -.5458(7) .1527(19) Uani d . 1 . . O O3 -.9675(3) -.12333(7) -1.0822(3) .0629(7) Uani d . 1 . . O O4 -1.1808(3) -.12148(9) -.9430(5) .0824(9) Uani d . 1 . . O O5 -1.0488(3) -.15467(7) -1.4075(3) .0609(7) Uani d . 1 . . O O6 -1.0165(3) -.19452(9) -1.6712(4) .0816(9) Uani d . 1 . . O C1 -.8013(4) -.03717(12) -.8411(6) .0684(11) Uani d . 1 . . C H1 -.7680 -.0123 -.9085 .082 Uiso calc R 1 . . H C2 -.6988(4) -.07125(12) -.8005(6) .0649(10) Uani d . 1 . . C H2 -.7019 -.0781 -.6604 .078 Uiso calc R 1 . . H C3 -.7452(4) -.10861(13) -.9193(6) .0671(11) Uani d . 1 . . C C4 -.9059(4) -.10286(11) -.9118(6) .0564(9) Uani d . 1 . . C H4 -.9431 -.1150 -.7909 .068 Uiso calc R 1 . . H C5 -.9336(4) -.05760(11) -.9133(6) .0615(10) Uani d . 1 . . C H5 -.9828 -.0456 -1.0259 .074 Uiso calc R 1 . . H C6 -.9340(4) -.03456(11) -.7208(6) .0663(10) Uani d . 1 . . C H6 -.9796 -.0076 -.7299 .080 Uiso calc R 1 . . H C7 -.6979(5) -.14939(15) -.8364(9) .1081(18) Uani d . 1 . . C H7A -.7305 -.1520 -.7036 .162 Uiso calc R 1 . . H H7B -.5975 -.1507 -.8384 .162 Uiso calc R 1 . . H H7C -.7357 -.1714 -.9143 .162 Uiso calc R 1 . . H C8 -.6941(5) -.10343(16) -1.1349(7) .0906(14) Uani d . 1 . . C H8A -.7255 -.0773 -1.1850 .136 Uiso calc R 1 . . H H8B -.7317 -.1253 -1.2141 .136 Uiso calc R 1 . . H H8C -.5936 -.1045 -1.1385 .136 Uiso calc R 1 . . H C9 -.4712(5) -.04673(13) -.7141(9) .0801(13) Uani d . 1 . . C C10 -.3329(4) -.03447(15) -.7957(10) .1060(18) Uani d . 1 . . C H10A -.3328 -.0386 -.9353 .159 Uiso calc R 1 . . H H10B -.2606 -.0510 -.7371 .159 Uiso calc R 1 . . H H10C -.3159 -.0059 -.7675 .159 Uiso calc R 1 . . H C11 -1.1043(4) -.13053(11) -1.0766(6) .0579(10) Uani d . 1 . . C C12 -1.1575(3) -.15208(11) -1.2567(5) .0541(9) Uani d . 1 . . C C13 -1.2830(4) -.13290(15) -1.3624(7) .0880(14) Uani d . 1 . . C H13A -1.2562 -.1085 -1.4354 .106 Uiso calc R 1 . . H H13B -1.3574 -.1259 -1.2712 .106 Uiso calc R 1 . . H C14 -1.3267(4) -.16828(16) -1.5007(6) .0934(16) Uani d . 1 . . C H14A -1.3207 -.1598 -1.6370 .112 Uiso calc R 1 . . H H14B -1.4217 -.1772 -1.4732 .112 Uiso calc R 1 . . H C15 -1.2205(4) -.20311(13) -1.4562(5) .0689(11) Uani d . 1 . . C C16 -1.0872(4) -.18543(12) -1.5282(5) .0600(10) Uani d . 1 . . C C17 -1.2539(7) -.24556(17) -1.5324(7) .120(2) Uani d . 1 . . C H17A -1.3414 -.2547 -1.4782 .180 Uiso calc R 1 . . H H17B -1.1809 -.2643 -1.4946 .180 Uiso calc R 1 . . H H17C -1.2607 -.2448 -1.6730 .180 Uiso calc R 1 . . H C18 -1.1974(4) -.19772(12) -1.2310(5) .0611(10) Uani d . 1 . . C C19 -1.3285(5) -.20517(17) -1.1078(7) .1024(16) Uani d . 1 . . C H19A -1.4040 -.1887 -1.1576 .154 Uiso calc R 1 . . H H19B -1.3101 -.1978 -.9738 .154 Uiso calc R 1 . . H H19C -1.3538 -.2338 -1.1146 .154 Uiso calc R 1 . . H C20 -1.0779(5) -.22386(12) -1.1520(6) .0785(13) Uani d . 1 . . C H20A -.9952 -.2190 -1.2289 .118 Uiso calc R 1 . . H H20B -1.1029 -.2525 -1.1597 .118 Uiso calc R 1 . . H H20C -1.0600 -.2166 -1.0177 .118 Uiso calc R 1 . . H C21 -.9554(5) -.05471(12) -.5272(5) .0724(11) Uani d . 1 . . C H21A -.9529 -.0342 -.4254 .109 Uiso calc R 1 . . H H21B -.8824 -.0745 -.5053 .109 Uiso calc R 1 . . H H21C -1.0446 -.0684 -.5259 .109 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 .0562(17) .133(3) .0788(19) -.0267(16) -.0084(17) .0081(18) O2 .107(3) .238(5) .113(3) -.053(3) -.009(3) -.056(3) O3 .0513(15) .0803(17) .0571(15) -.0052(12) -.0021(13) -.0121(13) O4 .0625(17) .106(2) .0788(19) -.0009(15) .0138(16) -.0288(17) O5 .0594(15) .0705(15) .0526(13) -.0115(13) .0042(14) .0046(13) O6 .093(2) .109(2) .0422(14) -.0077(17) .0059(16) .0025(15) C1 .069(2) .068(2) .068(2) -.015(2) -.005(2) .015(2) C2 .049(2) .080(3) .066(2) -.012(2) -.006(2) .012(2) C3 .054(2) .074(2) .073(3) -.0008(19) -.007(2) .001(2) C4 .053(2) .063(2) .053(2) -.0051(18) -.0076(19) -.0011(18) C5 .058(2) .063(2) .063(2) -.0060(18) -.012(2) .0070(19) C6 .066(2) .056(2) .077(3) -.0059(19) .003(2) -.002(2) C7 .077(3) .093(3) .155(5) .019(3) -.029(4) .004(3) C8 .057(3) .134(4) .081(3) -.004(3) .005(2) -.016(3) C9 .051(2) .077(3) .113(4) .002(2) -.016(3) -.008(3) C10 .056(3) .095(3) .168(6) -.003(2) -.010(3) -.009(4) C11 .050(2) .062(2) .062(3) .0013(19) -.003(2) -.002(2) C12 .0471(19) .066(2) .049(2) -.0032(17) -.0004(18) -.0001(18) C13 .062(3) .113(4) .089(3) .016(3) -.008(3) .020(3) C14 .060(3) .168(5) .052(3) -.020(3) -.010(2) .008(3) C15 .073(3) .092(3) .041(2) -.029(2) -.014(2) .005(2) C16 .063(2) .076(2) .041(2) -.009(2) -.007(2) .008(2) C17 .167(5) .134(4) .060(3) -.079(4) .001(3) -.013(3) C18 .069(2) .079(3) .0349(18) -.020(2) -.003(2) .0036(18) C19 .103(3) .144(4) .061(3) -.050(3) .016(3) -.002(3) C20 .124(4) .070(2) .042(2) .002(3) -.003(3) .0040(19) C21 .078(3) .076(3) .063(2) -.013(2) .004(2) -.004(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 C9 . 1.325(6) ? O1 C2 . 1.433(4) ? O2 C9 . 1.187(6) ? O3 C11 . 1.328(4) ? O3 C4 . 1.460(4) ? O4 C11 . 1.202(4) ? O5 C16 . 1.344(4) ? O5 C12 . 1.462(4) ? O6 C16 . 1.221(4) ? C1 C2 . 1.502(5) ? C1 C5 . 1.508(5) ? C1 C6 . 1.511(5) ? C1 H1 . .9800 ? C2 C3 . 1.523(6) ? C2 H2 . .9800 ? C3 C7 . 1.507(6) ? C3 C4 . 1.547(5) ? C3 C8 . 1.556(6) ? C4 C5 . 1.491(5) ? C4 H4 . .9800 ? C5 C6 . 1.509(5) ? C5 H5 . .9800 ? C6 C21 . 1.485(5) ? C6 H6 . .9800 ? C7 H7A . .9600 ? C7 H7B . .9600 ? C7 H7C . .9600 ? C8 H8A . .9600 ? C8 H8B . .9600 ? C8 H8C . .9600 ? C9 C10 . 1.487(7) ? C10 H10A . .9600 ? C10 H10B . .9600 ? C10 H10C . .9600 ? C11 C12 . 1.500(5) ? C12 C13 . 1.530(5) ? C12 C18 . 1.538(5) ? C13 C14 . 1.541(6) ? C13 H13A . .9700 ? C13 H13B . .9700 ? C14 C15 . 1.548(6) ? C14 H14A . .9700 ? C14 H14B . .9700 ? C15 C16 . 1.479(5) ? C15 C17 . 1.505(6) ? C15 C18 . 1.560(5) ? C17 H17A . .9600 ? C17 H17B . .9600 ? C17 H17C . .9600 ? C18 C20 . 1.520(5) ? C18 C19 . 1.525(6) ? C19 H19A . .9600 ? C19 H19B . .9600 ? C19 H19C . .9600 ? C20 H20A . .9600 ? C20 H20B . .9600 ? C20 H20C . .9600 ? C21 H21A . .9600 ? C21 H21B . .9600 ? C21 H21C . .9600 ?