2-Cyano-5-({4-[N-methyl-N-(2-hy-droxy-eth-yl)amino] phen-yl}diazen-yl)pyridine

Acta Crystallogr Sect E Struct Rep Online. 2012 Nov 1;68(Pt 11):o3079-80. doi: 10.1107/S1600536812041396. Epub 2012 Oct 6.

Abstract

In the title compound, C(15)H(15)N(5)O, the benzene and pyridine rings make a dihedral angle of 30.86 (7)°. In the crystal, chains of mol-ecules are wrapped around the screw axes into compressed helices, through hydrogen bonding between the hy-droxy and cyano groups. The chains are linked by weak C-H⋯N and C-H⋯O inter-actions. The π conjugated unit of the mol-ecule is almost perpendicular to the helix axis, and the formation of the helix is allowed by a gauche-type torsion angle in the hy-droxy-ethyl tail. In this way, consecutive chromophore units along the chain are placed in a strict anti-parallel arrangement, and this is energetically favoured because of the high dipole moment of the mol-ecule.