Research Article: 1-[(E)-(3,4-Dimethyl­isoxazol-5-yl)imino­meth­yl]-2-naphthol

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.

Partial Text

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 ▶).




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