#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2013065.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_2013065
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o693
_journal_page_last  o696
_publ_section_title
;
trans-4-Acetyl- and (+-)-trans-2-acetylcyclohexanecarboxylic acid:
hydrogen-bonding patterns in two isomeric keto acids
;
loop_
_publ_author_name
  'Newman, Jacob M.'
  'Thompson, Hugh W.'
  'Lalancette, Roger A.'
_chemical_formula_moiety  'C9 H14 O3'
_chemical_formula_sum  'C9 H14 O3'
_chemical_formula_iupac  'C9 H14 O3'
_chemical_formula_weight  170.20
_chemical_melting_point  384
_symmetry_cell_setting  'monoclinic'
_symmetry_space_group_name_H-M  'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
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  9.845(5)
_cell_length_b  6.770(5)
_cell_length_c  13.994(8)
_cell_angle_alpha  90.00
_cell_angle_beta  101.12(3)
_cell_angle_gamma  90.00
_cell_volume  915.2(10)
_cell_formula_units_Z  4
_cell_measurement_temperature  296(2)
_exptl_crystal_density_diffrn  1.235
_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 0.5024(3) -0.1834(5) 0.41144(19) 0.1010(10) Uani d . 1 . . O
  O2 0.0786(2) 0.4929(4) 0.11542(15) 0.0745(8) Uani d . 1 . . O
  O3 0.0852(2) 0.2635(3) 0.00508(14) 0.0758(8) Uani d . 1 . . O
  C1 0.2099(3) 0.1991(4) 0.16243(19) 0.0507(7) Uani d . 1 . . C
  C2 0.2771(3) 0.3003(5) 0.2560(2) 0.0673(10) Uani d . 1 . . C
  C3 0.3699(3) 0.1590(5) 0.3232(2) 0.0707(10) Uani d . 1 . . C
  C4 0.2921(3) -0.0210(5) 0.34585(19) 0.0534(8) Uani d . 1 . . C
  C5 0.2224(3) -0.1219(5) 0.2521(2) 0.0677(10) Uani d . 1 . . C
  C6 0.1300(3) 0.0182(5) 0.1842(2) 0.0630(9) Uani d . 1 . . C
  C7 0.3802(3) -0.1697(5) 0.4100(2) 0.0624(9) Uani d . 1 . . C
  C8 0.3130(4) -0.2993(6) 0.4727(3) 0.0849(12) Uani d . 1 . . C
  C9 0.1198(3) 0.3324(5) 0.0932(2) 0.0522(7) Uani d . 1 . . C
  H3 0.0350 0.3433 -0.0290 0.114 Uiso calc R 1 . . H
  H1 0.2843 0.1532 0.1304 0.061 Uiso calc R 1 . . H
  H2A 0.2059 0.3505 0.2888 0.081 Uiso calc R 1 . . H
  H2B 0.3315 0.4116 0.2411 0.081 Uiso calc R 1 . . H
  H3A 0.4460 0.1183 0.2927 0.085 Uiso calc R 1 . . H
  H3B 0.4087 0.2266 0.3834 0.085 Uiso calc R 1 . . H
  H4 0.2193 0.0231 0.3798 0.064 Uiso calc R 1 . . H
  H5A 0.2928 -0.1742 0.2192 0.081 Uiso calc R 1 . . H
  H5B 0.1675 -0.2319 0.2678 0.081 Uiso calc R 1 . . H
  H6A 0.0533 0.0591 0.2140 0.076 Uiso calc R 1 . . H
  H6B 0.0922 -0.0495 0.1239 0.076 Uiso calc R 1 . . H
  H8A 0.3807 -0.3869 0.5088 0.127 Uiso calc R 1 . . H
  H8B 0.2414 -0.3752 0.4327 0.127 Uiso calc R 1 . . H
  H8C 0.2734 -0.2197 0.5170 0.127 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 0.0700(16) 0.138(3) 0.0979(19) 0.0473(17) 0.0241(14) 0.0452(18)
  O2 0.0977(18) 0.0654(15) 0.0517(13) 0.0160(14) -0.0078(12) -0.0028(11)
  O3 0.1002(17) 0.0688(15) 0.0486(12) 0.0096(13) -0.0101(11) -0.0022(11)
  C1 0.0485(16) 0.0553(18) 0.0470(15) 0.0006(14) 0.0059(13) 0.0030(13)
  C2 0.072(2) 0.056(2) 0.0617(19) -0.0068(17) -0.0161(16) 0.0024(16)
  C3 0.068(2) 0.066(2) 0.065(2) -0.0037(19) -0.0184(16) 0.0027(18)
  C4 0.0516(17) 0.062(2) 0.0459(15) 0.0124(15) 0.0072(13) 0.0026(14)
  C5 0.076(2) 0.053(2) 0.065(2) -0.0029(17) -0.0095(17) 0.0072(16)
  C6 0.0649(19) 0.0547(19) 0.0598(18) -0.0109(17) -0.0119(15) 0.0065(16)
  C7 0.062(2) 0.078(2) 0.0467(16) 0.0193(18) 0.0071(14) 0.0046(16)
  C8 0.085(2) 0.095(3) 0.072(2) 0.006(2) 0.0085(19) 0.024(2)
  C9 0.0560(18) 0.0570(19) 0.0408(15) -0.0076(16) 0.0024(13) 0.0006(14)
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 C7 . 1.203(4) ?
  O2 C9 . 1.222(4) y
  O3 C9 . 1.300(3) y
  C1 C9 . 1.486(4) ?
  C1 C2 . 1.513(4) ?
  C1 C6 . 1.518(4) ?
  C2 C3 . 1.517(4) ?
  C3 C4 . 1.506(4) ?
  C4 C7 . 1.507(4) ?
  C4 C5 . 1.520(4) ?
  C5 C6 . 1.515(4) ?
  C7 C8 . 1.483(5) ?
  O3 H3 . 0.8200 ?
  C1 H1 . 0.9800 ?
  C2 H2A . 0.9700 ?
  C2 H2B . 0.9700 ?
  C3 H3A . 0.9700 ?
  C3 H3B . 0.9700 ?
  C4 H4 . 0.9800 ?
  C5 H5A . 0.9700 ?
  C5 H5B . 0.9700 ?
  C6 H6A . 0.9700 ?
  C6 H6B . 0.9700 ?
  C8 H8A . 0.9600 ?
  C8 H8B . 0.9600 ?
  C8 H8C . 0.9600 ?