Acta Crystallographica Section E

Structure Reports Online

Volume 68, Part 11 (November 2012)

organic compounds

Acta Cryst. (2012). E68, o3079-o3080    [ doi:10.1107/S1600536812041396 ]

2-Cyano-5-({4-[N-methyl-N-(2-hy­droxy­eth­yl)amino] phen­yl}diazen­yl)pyridine

R. Centore and V. Piccialli

Abstract: In the title compound, C15H15N5O, the benzene and pyridine rings make a dihedral angle of 30.86 (7)°. In the crystal, chains of mol­ecules are wrapped around the screw axes into compressed helices, through hydrogen bonding between the hy­droxy and cyano groups. The chains are linked by weak C-H...N and C-H...O inter­actions. The [pi] conjugated unit of the mol­ecule is almost perpendicular to the helix axis, and the formation of the helix is allowed by a gauche-type torsion angle in the hy­droxy­ethyl tail. In this way, consecutive chromophore units along the chain are placed in a strict anti­parallel arrangement, and this is energetically favoured because of the high dipole moment of the mol­ecule.

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