Hydro­gen-bonding and C-H⋯π interactions in 1,7-bis(4-hydroxy-3-methoxy­phenyl)­heptane-3,5-dione (tetra­hydro­curcumin)

The title compound, C21H24O6, is the reduced form of curcumin, and exhibits important cosmoceutical properties. The mol­ecule is non‐planar and the benzene rings positioned at the ends of the heptane chain are orthogonally placed, with a dihedral angle of 84.09 (7)° between them. The molecular geome...

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Veröffentlicht in:Acta crystallographica. Section C, Crystal structure communications Crystal structure communications, 2004-08, Vol.60 (8), p.o611-o613
Hauptverfasser: Girija, C. R., Begum, Noor Shahina, Syed, Akheel Ahmed, Thiruvenkatam, Vijay
Format: Artikel
Sprache:eng
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Zusammenfassung:The title compound, C21H24O6, is the reduced form of curcumin, and exhibits important cosmoceutical properties. The mol­ecule is non‐planar and the benzene rings positioned at the ends of the heptane chain are orthogonally placed, with a dihedral angle of 84.09 (7)° between them. The molecular geometry and H‐atom locations reveal that the `heptane‐3,5‐dione' moiety exists in the keto–enol form, with the hydroxy H atom disordered over two adjacent sites. The packing of the mol­ecules in the lattice is directed by strong O—H⋯O intermolecular hydrogen bonds, which generate two‐dimensional sheets. These sheets are linked by C—H⋯O hydrogen bonds and weak C—H⋯π interactions to develop a three‐dimensional network.
ISSN:0108-2701
1600-5759
DOI:10.1107/S0108270104015549