#------------------------------------------------------------------------------ #$Date: 2011-09-28 17:24:46 +0300 (Wed, 28 Sep 2011) $ #$Revision: 26848 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/31/2013148.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_2013148 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2003 _journal_volume 59 _journal_page_first o167 _journal_page_last o170 _publ_section_title ; The epimeric 9-oxobicyclo[3.3.1]nonane-3-carboxylic acids: hydrogen-bonding patterns of the endo acid and the lactol of the exo acid ; loop_ _publ_author_name 'Papadakis, Markos M.' 'Pavon, Jorge A.' 'Lalancette, Roger A.' 'Thompson, Hugh W.' _chemical_formula_moiety 'C10 H14 O3' _chemical_formula_sum 'C10 H14 O3' _chemical_formula_weight 182.21 _chemical_melting_point 404 _symmetry_cell_setting 'triclinic' _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.6170(10) _cell_length_b 7.3160(10) _cell_length_c 10.421(2) _cell_angle_alpha 71.470(10) _cell_angle_beta 73.44(2) _cell_angle_gamma 77.290(10) _cell_volume 453.81(13) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _exptl_crystal_density_diffrn 1.333 _diffrn_ambient_temperature 296(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 0.8706(2) 0.8265(2) 0.46312(14) 0.0561(4) Uani d . 1 . . O O2 0.8195(2) 0.10089(19) 0.90893(15) 0.0554(4) Uani d . 1 . . O O3 1.0978(2) 0.2324(2) 0.90087(18) 0.0607(4) Uani d . 1 . . O C1 0.6182(3) 0.6068(3) 0.59638(19) 0.0400(5) Uani d . 1 . . C C2 0.6791(3) 0.4122(3) 0.7012(2) 0.0431(5) Uani d . 1 . . C C3 0.8636(3) 0.4217(3) 0.75880(19) 0.0394(5) Uani d . 1 . . C C4 0.8174(3) 0.5993(3) 0.81780(19) 0.0415(5) Uani d . 1 . . C C5 0.7591(3) 0.7915(3) 0.70982(19) 0.0391(5) Uani d . 1 . . C C6 0.5307(3) 0.8922(3) 0.7583(2) 0.0457(5) Uani d . 1 . . C C7 0.3613(3) 0.7696(3) 0.7749(2) 0.0470(5) Uani d . 1 . . C C8 0.3889(3) 0.7034(3) 0.6455(2) 0.0455(5) Uani d . 1 . . C C9 0.7651(3) 0.7493(3) 0.57578(19) 0.0386(4) Uani d . 1 . . C C10 0.9228(3) 0.2367(3) 0.8624(2) 0.0423(5) Uani d . 1 . . C H3 1.125(4) 0.115(4) 0.967(3) 0.080 Uiso d . 1 . . H H1 0.6318 0.5824 0.5069 0.048 Uiso calc R 1 . . H H2A 0.5564 0.3817 0.7775 0.052 Uiso calc R 1 . . H H2B 0.7192 0.3086 0.6555 0.052 Uiso calc R 1 . . H H3A 0.9878 0.4411 0.6801 0.047 Uiso calc R 1 . . H H4A 0.9421 0.6081 0.8457 0.050 Uiso calc R 1 . . H H4B 0.7008 0.5811 0.8998 0.050 Uiso calc R 1 . . H H5 0.8614 0.8804 0.6918 0.047 Uiso calc R 1 . . H H6A 0.5175 0.9171 0.8465 0.055 Uiso calc R 1 . . H H6B 0.5064 1.0166 0.6909 0.055 Uiso calc R 1 . . H H7A 0.3689 0.6561 0.8539 0.056 Uiso calc R 1 . . H H7B 0.2215 0.8452 0.7940 0.056 Uiso calc R 1 . . H H8A 0.3530 0.8150 0.5712 0.055 Uiso calc R 1 . . H H8B 0.2910 0.6115 0.6655 0.055 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 0.0579(9) 0.0587(9) 0.0442(8) -0.0183(7) 0.0080(7) -0.0145(7) O2 0.0549(9) 0.0459(8) 0.0662(10) -0.0143(7) -0.0196(8) -0.0065(7) O3 0.0521(10) 0.0502(9) 0.0822(11) -0.0088(7) -0.0307(8) -0.0071(8) C1 0.0418(11) 0.0447(10) 0.0387(10) -0.0071(8) -0.0074(8) -0.0196(8) C2 0.0428(11) 0.0381(10) 0.0538(11) -0.0075(9) -0.0108(9) -0.0191(9) C3 0.0359(11) 0.0382(10) 0.0449(11) -0.0056(8) -0.0044(8) -0.0165(9) C4 0.0405(11) 0.0449(11) 0.0440(11) -0.0071(9) -0.0081(9) -0.0198(9) C5 0.0402(11) 0.0374(10) 0.0435(10) -0.0114(8) -0.0049(8) -0.0166(8) C6 0.0502(12) 0.0418(11) 0.0477(11) -0.0028(9) -0.0072(9) -0.0220(9) C7 0.0374(11) 0.0503(12) 0.0532(12) -0.0019(9) -0.0035(9) -0.0232(10) C8 0.0414(11) 0.0457(11) 0.0526(12) -0.0077(9) -0.0112(9) -0.0163(9) C9 0.0358(10) 0.0360(10) 0.0406(11) -0.0031(8) -0.0028(9) -0.0126(8) C10 0.0362(11) 0.0427(11) 0.0497(11) -0.0016(9) -0.0066(9) -0.0206(9) 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 . 1.212(2) ? O2 C10 . 1.222(2) y O3 C10 . 1.320(2) y C1 C9 . 1.504(2) ? C1 C8 . 1.542(3) ? C1 C2 . 1.547(3) ? C2 C3 . 1.528(3) ? C3 C10 . 1.493(3) ? C3 C4 . 1.545(2) ? C4 C5 . 1.548(3) ? C5 C9 . 1.511(2) ? C5 C6 . 1.547(3) ? C6 C7 . 1.524(3) ? C7 C8 . 1.523(3) ? O3 H3 . 0.93(3) ? C1 H1 . 0.9800 ? C2 H2A . 0.9700 ? C2 H2B . 0.9700 ? C3 H3A . 0.9800 ? C4 H4A . 0.9700 ? C4 H4B . 0.9700 ? C5 H5 . 0.9800 ? C6 H6A . 0.9700 ? C6 H6B . 0.9700 ? C7 H7A . 0.9700 ? C7 H7B . 0.9700 ? C8 H8A . 0.9700 ? C8 H8B . 0.9700 ? _cod_database_code 2013148