Crystal structure of 4-(1H-indol-3-yl)-2-(4-methoxyphenyl)-6-phenylpyridine-3-carbonitrile

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 methoxybenzene substituents are 33.60 (6), 25.28 (7) and 49.31 (7)°, respectively. The N atom of the carbonitrile 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 R22(16) loops. Aromatic π–π stacking [centroid–centroid separation = 3.6906 (7) Å] and very weak C—H...π interactions are also observed".

Keywords

• crystal structure
• pyridine-3-carbonitrile
• heterocyclic compounds
• hydrogen bonding