Crystal structure of 4-(1H-indol-3-yl)-2-(4-meth-oxy-phen-yl)-6-phenyl-pyridine-3-carbo-nitrile

Acta Crystallogr Sect E Struct Rep Online. 2014 Sep 24;70(Pt 10):o1120-1. doi: 10.1107/S1600536814020170. eCollection 2014 Oct 1.

Abstract

In the title compound, C27H19N3O, the dihedral angles between the plane of the pyridine ring and those of the indole (r.m.s. deviation = 0.018 Å), phenyl and meth-oxy-benzene substituents are 33.60 (6), 25.28 (7) and 49.31 (7)°, respectively. The N atom of the carbo-nitrile group is significantly displaced [0.288 (2) Å] from the plane of the pyridine ring, perhaps due to steric crowding. In the crystal, inversion dimers linked by pairs of N-H⋯Nn (n = nitrile) hydrogen bonds generate R 2 (2)(16) loops. Aromatic π-π stacking [centroid-centroid separation = 3.6906 (7) Å] and very weak C-H⋯π inter-actions are also observed".

Keywords: crystal structure; heterocyclic compounds; hydrogen bonding; pyridine-3-carbo­nitrile.