title: 4-Oxocyclo-hexa-neacetic acid: catemeric hydrogen bonding and spontaneous resolution of a single conformational enanti-omer in an achiral ∊-keto acid.
abstract: The asymmetric unit of the title compound, C(8)H(12)O(3), consists of a single conformational enanti-omer, which aggregates in the catemeric acid-to-ketone hydrogen-bonding mode [O⋯O = 2.682 (4) Å and O-H⋯O = 172 (6)°]. Four hydrogen-bonding chains of translationally related mol-ecules pass through the cell orthogonal to the 4(3) screw axis along c, alternating in the 110 and the 10 direction, with alignment with respect to this axis of + + - -. Successive chains are rotated by 90° around the c axis. One C-H⋯O=C close contact, involving the carboxyl group, exists.
authors.affiliation: Carl A. Olson Memorial Laboratories, Department of Chemistry, Rutgers University, Newark, NJ 07102, USA.
authors.forename: Alan
authors.initials: A
authors.lastname: Barcon
authors.forename: Andrew P J
authors.initials: AP
authors.lastname: Brunskill
authors.forename: Roger A
authors.initials: RA
authors.lastname: Lalancette
authors.forename: Hugh W
authors.initials: HW
authors.lastname: Thompson