(E)-3-(1-Naphthylamino)methylene-(+)-camphor

Abstract

In the crystal structure of the title ketoamine {systematic name: (E)-1,7,7-trimethyl-3-[(1-naphthylamino)methylidene]bicyclo[2.2.1]heptan-2-one}, C21H23NO, there are two independent molecules in the asymmetric unit. Both molecules have an E configuration about the alkene function. The main conformational difference between the molecules is in the orientation of the plane of the naphthyl rings with respect to the camphor fragment. The torsion angle about the enamine C—N bond is 21.3 (7)° for molecule A, but −24.4 (8)° for molecule B. Intermolecular N—H...O hydrogen bonds between the amino and ketone groups of adjacent independent molecules sustain the crystal, and the resulting extended chains, containing an alternating sequence of the two independent molecules, run parallel to the [001] direction and can be described by a graph-set motif of C22(12).