#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2007129.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_2007129 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1998 _journal_volume 54 _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 12.8060(10) _cell_length_b 22.332(3) _cell_length_c 7.2582(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2075.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 292(2) _exptl_crystal_density_diffrn 1.211 _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 .74903(12) .76612(6) 1.0806(2) .0538(4) Uani d . 1 . . O O2 .64110(15) .70577(8) 1.2368(3) .0809(6) Uani d . 1 . . O O3 .82730(10) .90177(6) .9863(2) .0485(4) Uani d . 1 . . O O4 .81913(12) 1.00229(7) 1.0013(3) .0638(5) Uani d . 1 . . O O5 1.01448(11) 1.01057(6) 1.1291(2) .0444(3) Uani d . 1 . . O O6 1.14897(13) 1.04503(7) 1.2943(2) .0606(4) Uani d . 1 . . O C1 .61293(16) .83762(10) 1.1310(3) .0452(5) Uani d . 1 . . C H1 .6115 .8251 1.2603 .054 Uiso calc R 1 . . H C2 .66075(16) .79602(10) .9936(3) .0459(5) Uani d . 1 . . C H2 .6095 .7670 .9479 .055 Uiso calc R 1 . . H C3 .70527(17) .83480(10) .8344(3) .0492(5) Uani d . 1 . . C C4 .71916(15) .89769(9) .9217(3) .0445(5) Uani d . 1 . . C H4 .7029 .9295 .8334 .053 Uiso calc R 1 . . H C5 .64943(15) .90069(10) 1.0877(3) .0461(5) Uani d . 1 . . C H5 .6703 .9266 1.1904 .055 Uiso calc R 1 . . H C6 .53622(16) .88400(10) 1.0701(3) .0507(5) Uani d . 1 . . C H6 .5096 .8798 .9442 .061 Uiso calc R 1 . . H C7 .6260(2) .83904(14) .6731(3) .0724(8) Uani d . 1 . . C H7A .5612 .8550 .7178 .109 Uiso calc R 1 . . H H7B .6143 .7999 .6228 .109 Uiso calc R 1 . . H H7C .6534 .8648 .5791 .109 Uiso calc R 1 . . H C8 .8073(2) .80931(12) .7553(4) .0699(7) Uani d . 1 . . C H8A .8584 .8063 .8517 .105 Uiso calc R 1 . . H H8B .8329 .8354 .6605 .105 Uiso calc R 1 . . H H8C .7944 .7703 .7044 .105 Uiso calc R 1 . . H C9 .7281(2) .72167(10) 1.1989(4) .0592(6) Uani d . 1 . . C C10 .8272(2) .69618(13) 1.2805(5) .0828(9) Uani d . 1 . . C H10A .8864 .7167 1.2296 .124 Uiso calc R 1 . . H H10B .8317 .6543 1.2519 .124 Uiso calc R 1 . . H H10C .8263 .7014 1.4118 .124 Uiso calc R 1 . . H C11 .86535(15) .95612(9) 1.0210(3) .0412(4) Uani d . 1 . . C C12 .97612(14) .95024(8) 1.0902(3) .0375(4) Uani d . 1 . . C C13 1.05564(16) .92242(11) .9582(3) .0497(5) Uani d . 1 . . C H13A 1.0721 .9493 .8573 .060 Uiso calc R 1 . . H H13B 1.0308 .8847 .9088 .060 Uiso calc R 1 . . H C14 1.15087(16) .91326(12) 1.0867(3) .0515(5) Uani d . 1 . . C H14A 1.2107 .9359 1.0437 .062 Uiso calc R 1 . . H H14B 1.1698 .8713 1.0943 .062 Uiso calc R 1 . . H C15 1.11202(15) .93700(9) 1.2762(3) .0406(4) Uani d . 1 . . C C16 1.09869(15) 1.00307(10) 1.2425(3) .0442(5) Uani d . 1 . . C C17 1.17910(18) .92193(13) 1.4404(3) .0601(6) Uani d . 1 . . C H17A 1.1837 .8792 1.4532 .090 Uiso calc R 1 . . H H17B 1.1486 .9387 1.5496 .090 Uiso calc R 1 . . H H17C 1.2478 .9382 1.4230 .090 Uiso calc R 1 . . H C18 .99474(14) .91774(8) 1.2759(3) .0367(4) Uani d . 1 . . C C19 .97842(19) .85009(9) 1.2725(3) .0540(6) Uani d . 1 . . C H19A 1.0176 .8331 1.1725 .081 Uiso calc R 1 . . H H19B .9056 .8415 1.2559 .081 Uiso calc R 1 . . H H19C 1.0019 .8331 1.3868 .081 Uiso calc R 1 . . H C20 .93234(17) .94450(11) 1.4349(3) .0511(5) Uani d . 1 . . C H20A .9426 .9871 1.4379 .077 Uiso calc R 1 . . H H20B .9556 .9273 1.5490 .077 Uiso calc R 1 . . H H20C .8595 .9359 1.4178 .077 Uiso calc R 1 . . H C21 .46022(19) .90742(13) 1.2099(4) .0697(7) Uani d . 1 . . C H21A .4155 .9366 1.1532 .105 Uiso calc R 1 . . H H21B .4978 .9257 1.3097 .105 Uiso calc R 1 . . H H21C .4187 .8750 1.2564 .105 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 .0534(8) .0435(8) .0646(9) -.0011(7) .0064(8) .0046(7) O2 .0768(13) .0609(11) .1051(16) -.0127(10) .0107(13) .0260(11) O3 .0407(7) .0387(7) .0662(9) -.0029(6) -.0124(7) -.0009(7) O4 .0548(9) .0435(8) .0930(13) .0025(7) -.0261(10) .0030(9) O5 .0460(7) .0367(7) .0506(8) -.0079(6) -.0071(7) .0071(6) O6 .0579(9) .0586(9) .0654(10) -.0230(8) -.0070(8) -.0050(8) C1 .0503(11) .0464(11) .0390(10) .0007(10) -.0023(9) -.0027(9) C2 .0456(10) .0454(11) .0468(11) -.0086(9) -.0018(10) -.0053(10) C3 .0555(12) .0523(12) .0397(11) -.0123(10) .0021(10) -.0065(10) C4 .0417(10) .0429(10) .0489(11) -.0058(9) -.0107(9) .0009(9) C5 .0455(11) .0457(11) .0472(11) -.0024(9) -.0117(10) -.0098(10) C6 .0435(11) .0592(13) .0494(12) .0015(10) -.0060(10) -.0055(11) C7 .092(2) .0865(19) .0385(12) -.0254(17) -.0111(13) -.0067(13) C8 .0780(17) .0641(15) .0677(17) -.0125(13) .0265(15) -.0117(14) C9 .0674(15) .0402(10) .0702(15) .0004(11) .0114(13) .0026(12) C10 .0807(19) .0577(15) .110(3) .0131(14) .0076(19) .0203(17) C11 .0416(9) .0375(10) .0446(11) -.0035(9) -.0057(9) .0045(9) C12 .0369(9) .0342(9) .0415(10) -.0040(8) -.0018(8) .0012(8) C13 .0489(11) .0620(14) .0382(10) -.0034(11) .0040(9) -.0055(10) C14 .0374(10) .0689(15) .0482(12) .0038(10) .0068(10) -.0095(11) C15 .0322(9) .0506(11) .0389(9) .0012(8) .0018(8) .0002(9) C16 .0382(9) .0562(12) .0381(10) -.0086(9) .0037(9) .0017(10) C17 .0496(13) .0771(17) .0536(13) .0029(12) -.0105(11) .0067(13) C18 .0344(9) .0392(10) .0366(9) -.0008(8) .0031(8) .0028(8) C19 .0584(13) .0407(11) .0629(14) -.0006(10) -.0008(12) .0094(11) C20 .0439(11) .0628(14) .0466(12) -.0027(10) .0106(9) .0007(10) C21 .0559(14) .0835(18) .0697(16) .0150(14) .0021(13) -.0027(15) 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 . 1.340(3) ? O1 C2 . 1.457(3) ? O2 C9 . 1.201(3) ? O3 C11 . 1.332(2) ? O3 C4 . 1.465(2) ? O4 C11 . 1.197(2) ? O5 C16 . 1.367(2) ? O5 C12 . 1.462(2) ? O6 C16 . 1.198(2) ? C1 C6 . 1.494(3) ? C1 C2 . 1.494(3) ? C1 C5 . 1.517(3) ? C1 H1 . .9800 ? C2 C3 . 1.553(3) ? C2 H2 . .9800 ? C3 C8 . 1.536(3) ? C3 C4 . 1.551(3) ? C3 C7 . 1.552(3) ? C4 C5 . 1.501(3) ? C4 H4 . .9800 ? C5 C6 . 1.502(3) ? C5 H5 . .9800 ? C6 C21 . 1.500(3) ? C6 H6 . .9800 ? C7 H7A . .9600 ? C7 H7B . .9600 ? C7 H7C . .9600 ? C8 H8A . .9600 ? C8 H8B . .9600 ? C8 H8C . .9600 ? C9 C10 . 1.512(4) ? C10 H10A . .9600 ? C10 H10B . .9600 ? C10 H10C . .9600 ? C11 C12 . 1.511(3) ? C12 C13 . 1.530(3) ? C12 C18 . 1.549(3) ? C13 C14 . 1.549(3) ? C13 H13A . .9700 ? C13 H13B . .9700 ? C14 C15 . 1.556(3) ? C14 H14A . .9700 ? C14 H14B . .9700 ? C15 C16 . 1.505(3) ? C15 C17 . 1.507(3) ? C15 C18 . 1.562(3) ? C17 H17A . .9600 ? C17 H17B . .9600 ? C17 H17C . .9600 ? C18 C20 . 1.525(3) ? C18 C19 . 1.525(3) ? 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 ? _cod_database_code 2007129