(E)-3-(1-Naphthyl-amino)-methyl-ene-(+)-camphor

Acta Crystallogr Sect E Struct Rep Online. 2010 Dec 18;67(Pt 1):o188-9. doi: 10.1107/S1600536810052487.

Abstract

In the crystal structure of the title ketoamine {systematic name: (E)-1,7,7-trimethyl-3-[(1-naphthyl-amino)-methyl-idene]bicyclo-[2.2.1]heptan-2-one}, C(21)H(23)NO, there are two independent mol-ecules in the asymmetric unit. Both mol-ecules have an E configuration about the alkene function. The main conformational difference between the mol-ecules 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 mol-ecule A, but -24.4 (8)° for mol-ecule B. Inter-molecular N-H⋯O hydrogen bonds between the amino and ketone groups of adjacent independent mol-ecules sustain the crystal, and the resulting extended chains, containing an alternating sequence of the two independent mol-ecules, run parallel to the [001] direction and can be described by a graph-set motif of C(2) (2)(12).