title: 2-(phenylaminomethylidene)cyclohexane-1,3-dione.
abstract: In the title compound, C(13)H(13)NO(2), there is polarization of pi-electron density from the amine N atom to the acceptor carbonyl groups: as a result, the molecule exists predominantly in an azomethino-1,3-diketone tautomeric form. There is crystallographic evidence that the phenyl ring, although roughly coplanar with the rest of the molecule, is deconjugated with the adjacent pi system of the molecule. The cyclohexane ring adopts an unsymmetrical half-chair conformation and converts between two inversion-related conformers. The molecule is stabilized by an intramolecular hydrogen bond, while the intermolecular packing is dominated by a number of short C-H.O contacts.
authors.affiliation: Faculty of Pharmacy, Comenius University, Odbojarov 10, Bratislava 83232, Slovak Republic. kettmann@fpharm.uniba.sk
authors.forename: Viktor
authors.initials: V
authors.lastname: Kettmann
authors.forename: Jan
authors.initials: J
authors.lastname: Lokaj
authors.forename: Viktor
authors.initials: V
authors.lastname: Milata
authors.forename: Milan
authors.initials: M
authors.lastname: Marko
authors.forename: Magdaléna
authors.initials: M
authors.lastname: Stvrtecká
mesh_terms: D000814:Aniline Compounds / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003512:Cyclohexanones / Q000737:chemistry*; D015394:Molecular Structure; D038761:Photobleaching / Q000187:drug effects
chemical_list: D000814:Aniline Compounds; D003512:Cyclohexanones