(2E)-1-(Pyridin-2-yl)-3-(2,4,6-trimethoxyphenyl)prop-2-en-1-one

Abstract

The title heteroaryl chalcone derivative, C17H17NO4, is a condensation product of 2-acetyl­pyridine and 2,4,6-trimeth­oxy­benzaldehyde. The mol­ecule is roughly planar, the dihedral angle between the pyridine and benzene rings being 5.51 (10)°. All the three meth­oxy groups are almost co-planar with the bound benzene ring [r.m.s. deviation of 0.0306 (2) Å]. A weak C—H⋯O intra­molecular inter­action involving one of the ortho-meth­oxy groups generates an S(6) ring motif. In the crystal, the mol­ecules are linked by weak C—H⋯O inter­actions into anti-parallel face-to-face pairs. Adjacent pairs are further connected into sheets parallel to the ab plane.

(E)-1-(Thiophen-2-yl)-3-(2,4,6-trimethoxyphenyl)prop-2-en-1-one

“…In each molecule, intramolecular C-H•••O weak interaction (Table 1) generates S(6) ring motif (Bernstein et al, 1995). The bond distances agree with the literature values (Allen et al, 1987) and are comparable with those observed in related structures (Chantrapromma et al, 2009;Fun et al, 2010Fun et al, , 2011Suwunwong et al, 2009).…”

“…For related literature on hydrogen-bond motifs, see: Bernstein et al (1995). For related structures, see: Chantrapromma et al (2009); Fun et al (2010Fun et al ( , 2011; Suwunwong et al (2009). For background to and applications of chalcones, see: Go et al (2005); Liu et al (2008); Ng et al (2009); Ni et al (2004); Suwunwong et al (2011); Tewtrakul et al (2003).…”

Unexpected synthesis and crystal structure of N-{2-[2-(2-acetylethenyl)phenoxy]ethyl}-N-ethenyl-4-methylbenzenesulfonamide

“…At the same time, the CSD revealed the existence of some examples of structurally similar vinyl ketones, viz. 1-(4chlorophenyl)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one (Teh et al, 2006), (2E)-1-(pyridin-2-yl)-3-(2,4,6-trimethoxyphenyl)prop-2-en-1-one (Fun et al, 2011), (2E)-1-(pyridin-2yl)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one (Chantrapromma et al, 2013) and (1E,4Z,6E)-5-hydroxy-1,7-bis(2methoxyphenyl)-1,4,6-heptatrien-3-one (Zhao et al, 2011).…”