Date Published: May 01, 2010
Publisher: International Union of Crystallography
Author(s): Hoong-Kun Fun, Madhukar Hemamalini, Abdullah M. Asiri, Salman A. Khan.
The title Schiff base compound, C16H14N2O2, has been synthesized by the reaction of 5-amino-3,4-dimethylisoxazole and 2-hydroxy-1-naphthaldehyde. The dihedral angle between the isoxazole ring and the napthyl ring system is 3.29 (7)°. The molecule adopts an E configuration about the central C=N double bond. Intramolecular O—H⋯N hydrogen bonding generates an S(6) ring motif. In the crystal structure, π–π interactions are observed involving the isoxazole ring and the substituted benzene ring of the naphthyl unit, with centroid–centroid distances of 3.5200 (10) Å.
For related background and the biological activity of isoxazol, see: Howell & Kimmel (2008 ▶); Bartlett & Schleyerbach (1985 ▶); Lamani et al. (2009 ▶); Jayashankar et al. (2009 ▶). For related structures, see: Alvarez-Thon et al. (2006 ▶); Tahir et al. (2008 ▶); Shad et al. (2008 ▶); Fun et al. (2010 ▶). For details of hydrogen-bond motifs, see: Bernstein et al. (1995 ▶). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986 ▶).