Acta Cryst. (2009). E65, o497  [ doi:10.1107/S1600536809003675 ]

4-Chloro-2-[(E)-(4-nitrophenyl)diazenyl]phenol

L. A. Aslanov, K. A. Paseshnichenko and A. V. Yatsenko

Abstract: The title compound, C₁₂H₈ClN₃O₃, in the crystalline state and in solution, exists in the azo form, as predicted by density functional theory (DFT) calculations. The molecule is approximately planar [the dihedral angle between the rings is 1.83 (8)°], with the nitro group slightly twisted [13.4 (2)°] relative to the benzene ring. Translationally related molecules form stacks along [010] with an interplanar distance of 3.400 (2) Å. The hydroxy group forms an intramolecular hydrogen bond with the azo N atom.

Online 11 February 2009

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