Acta Crystallographica Section E

Structure Reports Online

Volume 69, Part 2 (February 2013)

organic compounds

Acta Cryst. (2013). E69, o246    [ doi:10.1107/S1600536813000986 ]


S. Maloney, A. M. Z. Slawin and J. D. Woollins

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 C4N2 ringwith 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...[pi](arene) inter­actions, near the short T-shaped limit, link mol­ecules in the absence of strong acceptors.

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