Acta Crystallographica Section E

Structure Reports Online

Volume 69, Part 7 (July 2013)

organic compounds

Acta Cryst. (2013). E69, o1052    [ doi:10.1107/S1600536813014918 ]


H. Bougueria, A. Benosmane, M. A. Benaouida, A. E. K. Bouchoul and S. E. Bouaoud

Abstract: The title compound, C18H14N2O2, crystallized with two independent zwitterion mol­ecules (A and B) in the asymmetric unit. They are both close to planar, the dihedral angle between the benzene ring and naphthalene ring system being 4.30 (9)° in A and 4.69 (9)° in B. Each mol­ecule has an E conformation with respect to the azo double bond. In each of the independent mol­ecules, an intra­molecular N-H...O hydrogen bond forms an S(6) ring motif. In the crystal, mol­ecules are linked via C-H...O hydrogen bonds, forming -A-A-A- and -B-B-B- chains parallel to one another and propagating along the a-axis direction. There are also [pi]-[pi] inter­actions between adjacent mol­ecules involving benzene and naphthalene rings [centroid-centroid distance of 3.626 (3) Å for adjacent A mol­ecules and 3.652 (3) Å for adjacent B mol­ecules].

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