(+/-)-3-(3-oxocyclohexyl)propionic acid: dual conformational selection and hydrogen bonding in an epsilon-keto acid.
The asymmetric unit of the title compound, C9H14O3, consists of two molecules having conformations that differ by a rotation of 111.7 (5) degrees about the equatorial substituent bond, so that the side chains of the two species extend away from the ring in different directions. Each conformer forms centrosymmetric hydrogen-bonded acid-to-acid dimers with its own enantiomer [O...O = 2.681 (3) and 2.698 (4) A]. There is an intermolecular C-H...O close contact involving the ketone group of one of the conformers.
Lalancette
R A
RA
Carl A. Olson Memorial Laboratories, Department of Chemistry, Rutgers University, Newark, NJ 07102, USA. rogerlal@andromeda.rutgers.edu
Thompson
H W
HW