Research Article: (E)-3-[(4-Butyl­phen­yl)imino­meth­yl]benzene-1,2-diol

Date Published: August 01, 2009

Publisher: International Union of Crystallography

Author(s): Zeynep Keleşoğlu, Orhan Büyükgüngör, Çiğdem Albayrak, Mustafa Odabaşoğlu.


The title compound, C17H19NO2, exists as an enol–imine tautomer. The dihedral angle between the two benzene rings is 4.6 (2)°. The mol­ecular structure is stabilized by intramol­ecular O—H⋯O and O—H⋯N hydrogen bonds which generate S(5) and S(6) ring motifs, respectively. In the crystal, mol­ecules are linked into centrosymmetric dimers by pairs of O—H⋯O hydrogen bonds. In addition, C—H⋯π inter­actions involving both benzene rings are observed.

Partial Text

For general background to Schiff bases, see: Lozier et al. (1975 ▶); Calligaris et al. (1972 ▶); Maslen & Waters (1975 ▶); Steward & Lingafelter (1959 ▶). For the photochromic and thermochromic characteristics of Schiff base compounds, see: Hadjoudis et al. (1987 ▶); Moustakali-Mavridis et al. (1980 ▶). For graph-set motifs, see: Bernstein et al. (1995 ▶). For related structures, see: Temel et al. (2007 ▶); Koşar et al. (2005 ▶).




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