#------------------------------------------------------------------------------ #$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $ #$Revision: 14 $ #$URL: svn://www.crystallography.net/cod/cif/2/2012322.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_2012322 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 1326 _journal_page_last 1329 _publ_section_title ; Diels-Alder adducts of medium-ring carbocyclic dienes prepared by rearrangement of catalytically generated cyclic oxonium ylides ; loop_ _publ_author_name 'Wilson, Claire' 'Clark, J. Stephen' 'Bate, Andrea L.' 'Blake, Alexander J.' 'Grinter, Trevor' 'Teat, Simon J.' _chemical_formula_moiety 'C14 H16 O5' _chemical_formula_sum 'C14 H16 O5' _chemical_formula_weight 264.27 _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.1076(19) _cell_length_b 11.3501(15) _cell_length_c 7.7762(10) _cell_angle_alpha 90 _cell_angle_beta 96.280(2) _cell_angle_gamma 90 _cell_volume 1237.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _exptl_crystal_density_diffrn 1.418 _diffrn_ambient_temperature 150(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 .77569(7) .23368(8) -.02449(12) .0432(3) Uani d . 1 . . O C1 .72962(9) .29970(10) -.12021(14) .0275(2) Uani d . 1 . . C O2 .63996(6) .26549(7) -.19201(11) .0327(2) Uani d . 1 . . O C3A .66626(8) .45603(10) -.30640(14) .0252(2) Uani d . 1 . . C H3A .6851 .4626 -.4263 .030 Uiso calc R 1 . . H O3 .51962(6) .34080(9) -.36971(13) .0414(2) Uani d . 1 . . O C3 .59817(8) .35389(10) -.29958(15) .0284(3) Uani d . 1 . . C C4 .61806(9) .57142(10) -.25996(15) .0316(3) Uani d . 1 . . C H4A .6543 .6393 -.2989 .038 Uiso calc R 1 . . H H4B .5526 .5748 -.3203 .038 Uiso calc R 1 . . H C5A .68903(8) .54864(9) .04225(14) .0235(2) Uani d . 1 . . C C5 .61415(8) .57905(10) -.06857(16) .0289(3) Uani d . 1 . . C H5 .5575 .6059 -.0255 .035 Uiso calc R 1 . . H C6 .68550(8) .55716(11) .23423(15) .0295(3) Uani d . 1 . . C H6A .6959 .4777 .2855 .035 Uiso calc R 1 . . H H6B .6210 .5834 .2562 .035 Uiso calc R 1 . . H C7 .76006(9) .64285(11) .32640(15) .0304(3) Uani d . 1 . . C H7A .7699 .7105 .2499 .036 Uiso calc R 1 . . H H7B .7370 .6734 .4336 .036 Uiso calc R 1 . . H O8 .87525(7) .53754(9) .51270(11) .0410(2) Uani d . 1 . . O C8 .85214(8) .57778(10) .36936(14) .0272(2) Uani d . 1 . . C C9 .91203(8) .55270(10) .22123(14) .0243(2) Uani d . 1 . . C H9 .9746 .5191 .2709 .029 Uiso calc R 1 . . H C10b .75405(7) .42122(9) -.18265(13) .0218(2) Uani d . 1 . . C H10B .8099 .4141 -.2509 .026 Uiso calc R 1 . . H C10 .86242(8) .46309(9) .09406(14) .0233(2) Uani d . 1 . . C H10C .8376 .3983 .1617 .028 Uiso calc R 1 . . H H10D .9109 .4288 .0258 .028 Uiso calc R 1 . . H C10a .77980(7) .51041(9) -.03285(13) .0202(2) Uani d . 1 . . C H10A .8048 .5823 -.0872 .024 Uiso calc R 1 . . H O11 .92977(6) .65651(7) .12697(10) .02546(19) Uani d . 1 . . O C12 .98894(8) .73858(11) .22894(15) .0289(3) Uani d . 1 . . C H12A .9524 .7746 .3154 .043 Uiso calc R 1 . . H H12B 1.0105 .8001 .1538 .043 Uiso calc R 1 . . H H12C 1.0444 .6973 .2874 .043 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 .0579(6) .0245(4) .0426(5) -.0030(4) -.0142(5) .0061(4) C1 .0338(6) .0243(5) .0240(5) -.0022(4) .0012(4) -.0015(4) O2 .0340(5) .0278(4) .0360(5) -.0084(3) .0021(4) .0012(3) C3A .0275(5) .0285(6) .0190(5) -.0037(4) -.0004(4) .0015(4) O3 .0274(5) .0442(5) .0509(6) -.0045(4) -.0039(4) -.0094(4) C3 .0278(6) .0304(6) .0271(6) -.0021(4) .0033(4) -.0051(4) C4 .0350(6) .0272(6) .0299(6) .0023(5) -.0092(5) .0039(5) C5A .0248(5) .0218(5) .0239(5) .0013(4) .0035(4) -.0010(4) C5 .0258(5) .0264(6) .0337(6) .0050(4) .0006(5) -.0018(5) C6 .0264(5) .0376(7) .0255(5) .0009(5) .0075(4) -.0021(5) C7 .0356(6) .0323(6) .0240(5) .0014(5) .0063(5) -.0060(4) O8 .0438(5) .0540(6) .0234(4) -.0127(4) -.0042(4) .0112(4) C8 .0330(6) .0259(5) .0216(5) -.0080(4) -.0015(4) .0002(4) C9 .0250(5) .0231(5) .0237(5) .0007(4) -.0028(4) .0023(4) C10b .0236(5) .0228(5) .0191(5) -.0011(4) .0027(4) .0005(4) C10 .0230(5) .0216(5) .0247(5) .0029(4) -.0009(4) -.0005(4) C10a .0215(5) .0195(5) .0192(5) .0001(4) .0009(4) .0010(4) O11 .0286(4) .0260(4) .0211(4) -.0056(3) -.0006(3) .0003(3) C12 .0296(6) .0283(6) .0279(6) -.0060(4) -.0004(5) -.0038(4) 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 C1 . 1.1967(14) ? C1 O2 . 1.3813(14) ? C1 C10b . 1.5144(15) ? O2 C3 . 1.3950(15) ? C3A C3 . 1.5102(16) ? C3A C10b . 1.5348(15) ? C3A C4 . 1.5368(17) ? C3A H3A . 1.000 ? O3 C3 . 1.1896(14) ? C4 C5 . 1.4979(17) ? C4 H4A . .990 ? C4 H4B . .990 ? C5A C5 . 1.3336(16) ? C5A C6 . 1.5023(16) ? C5A C10a . 1.5273(14) ? C5 H5 . .950 ? C6 C7 . 1.5495(17) ? C6 H6A . .990 ? C6 H6B . .990 ? C7 C8 . 1.4998(17) ? C7 H7A . .990 ? C7 H7B . .990 ? O8 C8 . 1.2156(14) ? C8 C9 . 1.5280(16) ? C9 O11 . 1.4242(13) ? C9 C10 . 1.5332(15) ? C9 H9 . 1.000 ? C10b C10a . 1.5561(14) ? C10b H10B . 1.000 ? C10 C10a . 1.5392(14) ? C10 H10C . .990 ? C10 H10D . .990 ? C10a H10A . 1.000 ? O11 C12 . 1.4311(13) ? C12 H12A . .980 ? C12 H12B . .980 ? C12 H12C . .980 ?