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

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 ? 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.

SUBMITTER: Centore R 

PROVIDER: S-EPMC3515185 | biostudies-literature | 2012 Nov

REPOSITORIES: biostudies-literature

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

Centore Roberto R   Piccialli Vincenzo V  

Acta crystallographica. Section E, Structure reports online 20121006 Pt 11

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-  ...[more]

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