Research Article: (Z)-4-(2-Hy­droxy­benzyl­idene)-1-methyl-2-phenyl-1H-imidazol-5(4H)-one

Date Published: March 01, 2012

Publisher: International Union of Crystallography

Author(s): Ming-Jen Chang, Hsing-Yang Tsai, Tzu-Chien Fang, Ming-Hui Luo, Kew-Yu Chen.


In the title compound, C17H14N2O2, the asymmetric unit comprises two mol­ecules that are comformationally similar [the dihedral angles between the phenyl rings in each are 46.35 (2) and 48.04 (3)°], with the conformation stabilized by intra­molecular O—H⋯N hydrogen bonds, which generate S(7) rings. In the crystal, inversion-related mol­ecules are linked by pairs of weak C—H⋯O hydrogen bonds, forming dimers with an R22(16) graph-set motif. Weak inter-ring π–π stacking is observed in the structure, the shortest centroid-to-centroid distance being 3.7480 (13) Å.

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For the spectroscopy and preparation of the title compound, see: Chuang et al. (2011 ▶). For the applications of proton-transfer dyes, see: Chen & Pang (2010 ▶); Gryko et al. (2010 ▶); Han et al. (2010 ▶); Helal et al. (2010 ▶); Ikeda et al. (2010 ▶); Ito et al. (2011 ▶); Lim et al. (2011 ▶); Lins et al. (2010 ▶); Maupin et al. (2011 ▶); Santos et al. (2011 ▶); Tang et al. (2011 ▶). For a related structure, see: Chen et al. (2007 ▶). For graph-set theory of hydrogen bonds, see: Bernstein et al. (1995 ▶).