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

Abstract

In the title compound, C25H32O3, the asymmetric unit contains two crystallographically independent mol­ecules: both enone groups adopt an s-cis configuration. In the crystal, O—H⋯O and C—H⋯O inter­molecular inter­actions form bifurcated hydrogen bonds, which generate R 1 2(6) ring motifs. These inter­molecular inter­actions link the mol­ecules into one-dimensional chains along the [10] direction. The crystal structure is further stabilized by C—H⋯π inter­actions.

(E)-3-[4-(Decyloxy)phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one

“…Similarly, strain induced by close interatomic contact between H14 and H16A (2.27 Å) resulted in the opening of O3-C13-C14 (124.86 (17)°) angle. Related structures byNg et al (2006),Razak et al (2009),Ngaini, Fadzillah et al (2009) and have also reported similar features.…”

“…For the biological properties of chalcone derivatives, see: Bhat et al (2005); Xue et al (2004); Satyanarayana et al (2004); Lee et al (2006). For related structures, see: Ng et al (2006); Razak et al (2009); Ngaini, Fadzillah et al (2009); . For bond-length data, see: Allen et al (1987).…”

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

“…Likewise, the widening of C8-C9-C10 (128.65 (14)°) and C9-C10-C11 (123.18 (13)°) angles are the result of a close H8A•••H11A (2.32 Å) interatomic contact. These features were also observed in related structures reported previously Razak et al, 2009;Ngaini et al, 2009). An intramolecular O1-H1O1•••O2 interaction between the keto group and the hydroxy generates an S(6) ring motif (Bernstein et al, 1995).…”

“…For general background, see: Bhat et al (2005); Xue et al (2004); Satyanarayana et al (2004); Won et al (2005); Zhao et al (2005). For related structures, see: ; ; Razak et al (2009); Ngaini et al (2009). For details of hydrogen-bond motifs, see: Bernstein et al (1995).…”

(E)-3-[4-(Dodecyloxy)phenyl]-1-(2-hydroxyphenyl)prop-2-en-1-one

“…For general background to the biological activity of chalcone derivatives, see: Bhat et al (2005); Xue et al (2004); Satyanarayana et al (2004); Zhao et al (2005); Lee et al (2006). For related structures, see: Ng et al (2006); Razak et al (2009); Ngaini, Fadzillah et al (2009); . For details of hydrogen-bond motifs, see: Bernstein et al (1995).…”