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International Union of Crystallography, Acta Crystallographica Section E: Structure Reports Online, 2(69), p. o246-o246, 2013

DOI: 10.1107/s1600536813000986

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2,2-Dimethyl-2,3-dihydro-1H-perimidine

This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

The title compound, C13H14N2, was obtained from reaction of diaminonaphthalene with acetone. In both independent molecules in the asymmetric unit, the tricyclic perimidine consists of a planar (r.m.s. deviations = 0.0125 and 0.0181 Å) naphthalene ring system and an envelope conformation C4N2ringwith the NCN group hinged with respect to the naphthalene backbone by 36.9 (2) and 41.3 (2)° in the two independent molecules. The methyl substituents are arranged approximately axial and equatorial on the apical C atom. In the crystal, one of the N—H groups of one independent molecule is involved in classical N—H...N hydrogen bonding. Short intermolecular (C/N)—H...π(arene) interactions, near the short T-shaped limit, link molecules in the absence of strong acceptors.