Research Article: (Z)-4-(2-Hy­droxy­anilino)pent-3-en-2-one

Date Published: July 01, 2012

Publisher: International Union of Crystallography

Author(s): Benghanem Fatiha, Keraghel Saida, Chahmana Safia, Ourari Ali, Brelot Lydia.


In the title compound, C11H13NO2, the dihedral angle between the planes defined by the 2-hy­droxy­phenyl­amino group and the pent-3-en-2-one mean plane [maximum deviations = 0.0275 (19) and 0.054 (2) Å, respectively] is 31.01 (10)°. There are intra­molecular bifurcated N—H⋯(O,O) hydrogen bonds involving the amine NH group and the adjacent carbonyl and hy­droxy O atoms. In the crystal, mol­ecules are linked via O—H⋯O hydrogen bonds, forming chains propagating along [100].

Partial Text

For transition metal complexes of Schiff bases, see: Salavati-Niasari (2006 ▶); Xiong et al. (2007 ▶); Basu et al. (2010 ▶). For the biological activity of Schiff bases, see: Jarrahpour et al. (2007 ▶); El-Masry et al. (2000 ▶); Singh & Dash (1988 ▶). For the use of Schiff bases as inter­midiates in many industrial processes, see: Salavati-Niasari & Nezamoddin Mirsattari (2007 ▶); Katsuki (1995 ▶); Ahamad et al. (2010 ▶); Da Silva et al. (2010 ▶); Soltani et al. (2010 ▶). For the tautomeric properties and conformations of the title compound, see: Kabak et al. (1998 ▶). For the photoconductivity of the title compound, see: Parekh et al. (2007 ▶), and for its thermochromic properties, see: Moustakali-Mavridis et al. (1978 ▶); Hadjoudis et al. (1987 ▶). For hydrogen bonding and graph-set notation, see: Bernstein et al. (1995 ▶).




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