Research Article: (E)-1-(Furan-2-yl)-3-(2,4,5-trimeth­oxy­phen­yl)prop-2-en-1-one

Date Published: February 01, 2012

Publisher: International Union of Crystallography

Author(s): Thitipone Suwunwong, Suchada Chantrapromma, Chatchanok Karalai, Pitikan Wisitsak, Hoong-Kun Fun.


In the title chalcone derivative, C16H16O5, the dihedral angle between the furan and benzene rings is 2.06 (17)°. The two meth­oxy groups at the ortho and para positions are essentially coplanar with the benzene ring [C—O—C—C angles = −1.0 (5) and 178.5 (3)°], whereas the third one at the meta position is slightly twisted [C—O—C—C = 9.6 (5)°]. In the crystal, weak C—H⋯O inter­actions link the mol­ecules into a sheet parallel to (02). An inter­molecular π–π inter­action between the furan and benzene rings is present [centroid–centroid distance = 3.772 (2) Å]. A short C⋯C contact [3.173 (5) Å] is also observed between neighbouring furan rings.

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For background to and applications of chalcones, see: Cheng et al. (2008 ▶); Jung et al. (2008 ▶); Lee et al. (2006 ▶); Liu et al. (2011 ▶); Nerya et al. (2004 ▶); Suwunwong et al. (2011 ▶); Tewtrakul et al. (2003 ▶). For related structures, see: Fun et al. (2010a ▶,b ▶, 2011 ▶). For the stability of the temperature controller, see: Cosier & Glazer, (1986 ▶). For standard bond-length data, see: Allen et al. (1987 ▶).