Research Article: (1E,4E)-1,5-Bis(2,6-difluoro­phen­yl)penta-1,4-dien-3-one

Date Published: April 01, 2011

Publisher: International Union of Crystallography

Author(s): Jun-Da Huang, Qin-Qin Tang, Xiao-Yan Chen, Yun Ye, Yi Wang.


The mol­ecule of the title compound, C17H10F4O, is roughly planar, with a dihedral angle of 5.59 (14)° between the two phenyl rings. The mol­ecule has an E conformation with respect to the olefinic bonds. In the crystal, mol­ecules are connected through C—H⋯O hydrogen bonds and there is slipped π–π stacking [centroid–centroid distance = 3.7983 (18), slippage =1.309 ;Å] between symmetry-related benzene rings.

Partial Text

The title compound is a derivative of the biologically active compound curcumin [systematic name (1E,6E)-1,7-bis­(4-hy­droxy-3-meth­oxy­phen­yl)-1,6-hepta­diene-3,5-dione]. For the biological activity and applications of curcumin, see: Aggarwal et al. (2007 ▶); Kamat et al. (2009 ▶); Liang et al. (2009 ▶); Pan et al. (1999 ▶); Sharma et al. (2007 ▶); Zhao et al. (2010a ▶,b ▶). For related structures, see: Zhao et al. (2009 ▶); Liang et al. (2007 ▶).




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