Research Article: A second monoclinic polymorph of 2-[2-(4-meth­oxy­phen­yl)hydrazinyl­idene]-1,3-diphenyl­propane-1,3-dione

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].

Partial Text

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 ▶).




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