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1,5-Bis(3,4-dimethoxyphenyl)penta-1,4-dien-3-one

✍ Scribed by Butcher, Ray J. ;Jasinski, Jerry P. ;Yathirajan, H. S. ;Bindya, S ;Narayana, B. ;Sarojini, B. K.

Publisher
International Union of Crystallography
Year
2007
Tongue
English
Weight
854 KB
Volume
63
Category
Article
ISSN
1600-5368

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✦ Synopsis

The title compound, C 21 H 22 O 5 , a derivative of the antioxidant, anti-inflammatory compound curcumin, crystallizes with two molecules (A and B) in the asymmetric unit. The mean planes of the two 3,4-dimethoxyphenyl groups in A and B make dihedral angles of 57.9 (7) and 33.4 (3) . An extensive network of intermolecular C-HÁ Á ÁO hydrogen bonds stabilizes the crystal packing.

Related literature

For biological activity of the title compound and curcumin, see: Reksohadiprodjo et al. (2004). For hydrogen-bonding interactions and related structures, see: Girija et al. (2004) and Butcher et al. (2006). For related literature, see: Furniss et al. (1989).

Experimental Crystal data C 21 H 22 O 5 M r = 354.39 Monoclinic, P2 1 =c a = 19.1646 (13) A b = 7.7488 (5) A c = 24.8495 (17) A = 100.4140 (10) V = 3629.4 (4) A ˚3 Z = 8 Mo K radiation = 0.09 mm À1 T = 103 K 0.56 Â 0.35 Â 0.24 mm Data collection Bruker SMART CCD area-detector diffractometer Absorption correction: multi-scan DENZO/SCALEPACK (Otwinowski & Minor, 1997) T min = 0.950, T max = 0.988 40342 measured reflections 10146 independent reflections 8569 reflections with I > 2(I) R int = 0.027 Refinement R[F 2 > 2(F 2 )] = 0.041 wR(F 2 ) = 0.114 S = 1.03 10146 reflections

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