(E)-3-(3,4-Dimethoxyphenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one

Abstract

In the title compound, C17H16O4, the dihedral angle between the mean planes of the hy­droxy­phenyl and dimeth­oxy­phenyl rings is 5.9 (6)°. The mean plane of the prop-2-en-1-one group makes dihedral angles of 3.6 (0) and 2.6 (7)° with the hy­droxy­phenyl and dimeth­oxy­phenyl rings, respectively. An intra­molecular O—H⋯O hydrogen bond occurs. The crystal packing is stabilized by weak inter­molecular C—H⋯O contacts and π–π stacking inter­actions [centroid–centroid distance = 3.6571 (8) Å].

(2E)-1-(3,5-Dihydroxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one

“…The methoxy C atom and hydroxy O atoms are almost coplanar with the benezene ring to which they are attached. The bond angles C4-C7-C8 = 120.4 (1)° and C8-C9-C10 = 128.2 (1)° differ slightly from the normal values but are comparable with the values reported for a similar structure (Jasinski et al, 2011). (Table 1).…”

“…For the biological activity of chalcone derivatives, see: Shenvi et al (2013); Sharma et al (2012); Hsieh et al (2012); Sashidhara et al (2011). For related structures, see: Ahn et al (2013); Jasinski et al (2011). For standard bend lengths, see: Allen et al (1987).…”

Crystal structure of (2E)-1-(4-hydroxy-3-methoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one

“…For the biological activity of chalcones, see: Prasad et al (2008); Won et al (2005); Yu et al (1982); Ram et al (2000); Khatib et al (2005); Papo & Shai (2003). For related structures, see: Jasinski et al (2011); Sathya et al (2014). For the synthesis, see: Sidharthan et al (2012); Chitra et al (2013); Jasmine Francis et al (2014 Hydrogen-bond geometry (Å , ).…”

(E)-3-(3,5-Dimethoxyphenyl)-1-(1-hydroxynaphthalen-2-yl)prop-2-en-1-one

“…The dihedral angle formed by the naphthalene ring system and the benzene ring is 2.97 (11)°. The C1═O1 bond [1.242 (3) Å] is slightly longer than the standard value (Allen et al 1987) (Fadzillah et al, 2012;Jasinski et al, 2011).…”

“…For the synthesis and biological properties of chalcone derivatives, see: Sharma et al (2012); Singh et al (2012); Bandgar et al (2010); Hans et al (2010); Hwang et al (2011). For related structures, see: Fadzillah et al (2012); Jasinski et al (2011). For standard bond lengths, see: Allen et al (1987).…”