3-(4-Chlorophenyldiazenyl)-1-methyl-1,4,5,6-tetrahydropyridine

Abstract

The title compound, C12H14ClN3, represents the planar azoenamine tautomer. The benzene ring forms a dihedral angle of 2.5 (1)° with the azoenamine group. Electron delocalization is indicated by the values of the bond lengths in the chain. The tetrahydropyridine ring adopts a half-chair conformation and the dihedral angle between the least-squares plane defined by the five coplanar C atoms and the azoenamine unit is 2.0 (1)°, while the envelope-flap C atom lies out of this plane by 0.579 (2) Å. The molecular packing is governed by van der Waals interactions through the stacking of adjacent molecules, resulting in a two-dimensional sheet structure.