Date Published: July 01, 2011
Publisher: International Union of Crystallography
Author(s): Carlos Bustos, Luis Alvarez-Thon, Daniela Barría, Juan-Guillermo Cárcamo, Maria Teresa Garland.
The title compound, C22H18N2O3 is the second monoclinic polymorph (P21/c) of the compound, the first being reported in space group P21 [Bertolasi et al. (1993 ▶). J. Chem. Soc. Perkin Trans. 2, pp. 2223–2228]. In the molecular structure of the title compound, the interplanar angle between the benzoyl units is 80.04 (5)°, while the corresponding angles between the phenylhydrazinylidene and benzoyl groups are 36.11 (5) and 55.77 (2)°. A strong resonance-assisted intramolecular N—H⋯O hydrogen bond is found. In the crystal, the entire supramolecular structure is constructed by weak intermolecular C—H⋯O interactions and an inter-ring π–π interaction [centroid–centroid distance = 3.6088 (8) Å].
For details of the synthesis, see: Yao (1964 ▶). For resonance-assisted hydrogen bonds and related structures, see: Bertolasi et al. (1993 ▶); Bustos, Alvarez-Thon, Barría et al. (2011 ▶); Bustos, Alvarez-Thon, Cárcamo, Garland & Sánchez (2011 ▶).; Bustos, Alvarez-Thon, Cárcamo, Ibañez & Sánchez (2011 ▶); Gilli et al. (1993 ▶).