Research Article: (E)-4-Hy­droxy-2-{[(2-phenyl­eth­yl)iminium­yl]meth­yl}phenolate

Date Published: July 01, 2012

Publisher: International Union of Crystallography

Author(s): David Ortegon-Reyna, Cesar Garcias-Morales, Efren V. García-Báez, Armando Ariza-Castolo, Francisco J. Martínez-Martínez.


The title Schiff base compound, C15H15NO2, crystallized as the iminium–phenolate zwitterion. The H atom is localized on the imine N atom, forming a strong intra­molecular hydrogen bond with the phenolate O atom, and giving rise to an S(6) ring motif. The mol­ecule has an E conformation about the C=N bond. In the crystal, mol­ecules are linked by O—H⋯O hydrogen bonds, forming chains propagating along [010]. There are also C—H⋯O inter­actions present.

Partial Text

For general background to the characteristics of Schiff bases, see: Krause et al. (1995 ▶); Hadjoudis et al. (2004 ▶). For related structures, see: Dominiak et al. (2006 ▶); Santos-Contreras et al. (2009 ▶); Ng (2008 ▶). For hydrogen-bond motifs, see: Bernstein et al. (1995 ▶).




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