5-(4-Bromo-phen-yl)-1,2,3,4-tetra-hydro-benzo[a]phenanthridine

Acta Crystallogr Sect E Struct Rep Online. 2009 Apr 18;65(Pt 5):o1074. doi: 10.1107/S1600536809013713.

Abstract

The title compound, C(23)H(18)BrN, was synthesized by the reaction of 4-bromo-benzaldehyde, naphthalen-2-amine and cyclo-hexa-none in tetra-hydro-furan, catalyzed by iodine. The saturated six-membered ring adopts a half-chair conformation, and the four vicinal rings form a helical conformation, which results in a significant deviation from planarity for the pyridine ring. In the crystal, a weak C-H⋯π inter-action occurs, leading to inversion dimers.