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Crystal Structure of 1,7-Bis(4-chlorophenyl)-4-(1,3-dithiolan-2-ylidene)-1,6-heptadiene-3,5-dione

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The synthesis and crystal structure of 1,7-bis(4-chlorophenyl)-4-(1,3-dithiolan-2-ylidene)-1,6-heptadiene-3,5-dione is described. This compound is a curcuminoid analogue, configurationally symmetric about the C4–C5 atoms and also retains the two fold axis in the crystal phase. This compound crystallizes in the space group C2/c with unit cell parameters a = 19.203(1) Å, b = 13.147(1) Å, c = 8.801(1) Å, β = 112.99(1)°, with half a molecule in the asymmetric unit. The ketenedithioacetal functionality present between the carbonyl groups prevents the possibility of keto-enol tautomerization in this compound. The push-pull nature of the ketenedithioacetal functionality organizes the cinnamoyl groups parallel to each other.

Index Abstract

The details regarding synthesis and crystal structure of the title compound which is a curcuminoid analogue is reported in this paper.

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The authors are indebted to (the late) Dr. C. V. Asokan, School of Chemical Sciences, Mahatma Gandhi University, Kottayam, Kerala, for all the help received, especially in the synthesis of this compound.

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Correspondence to S. G. Bubbly.

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Bubbly, S.G., Gudennavar, S.B., Verghese, B. et al. Crystal Structure of 1,7-Bis(4-chlorophenyl)-4-(1,3-dithiolan-2-ylidene)-1,6-heptadiene-3,5-dione. J Chem Crystallogr 38, 641–644 (2008).

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