(<i>E</i>)-3-(4-Decyloxyphenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one

In the title compound, C25H32O3, the enone group adopts an s–cis conformation. The alkoxy unit is nearly planar and is in a trans conformation. The two benzene rings make a dihedral angle of 18.87 (9)°. In the crystal structure, molecules are linked into chains running along the a axis by intermolecular O—H⋯O hydrogen bonds involving the hydroxy and keto groups. The chains are crosslinked along the b axis via C—H⋯O hydrogen bonds, forming a two-dimensional network parallel to the ab plane.

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

Razak

Fun

Ngaini

et al. 2009

Acta Cryst E

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

et al. 2009

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In the title compound, C27H36O3, the asymmetric unit consists of two crystallographically independent molecules. The aromatic rings form dihedral angles of 17.1 (2) and 17.6 (2)° in the two molecules. In both molecules, the enone groups adopt an s–cis conformation and the alkoxyl chains are in trans conformations curving out of the zigzag plane. Intramolecular O—H⋯O hydrogen bonds involving the keto and hydroxy groups generate S(6) ring motifs. The molecules are stacked alternately in a head-to-tail fashion along the a axis and the crystal structure is stabilized by weak C—H⋯π interactions. The crystal studied was a non-merohedral twin, the ratio of components being 0.788 (2):0.212 (2).

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

et al. 2009

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Key indicators: single-crystal X-ray study; T = 100 K; mean (C-C) = 0.003 Å; R factor = 0.070; wR factor = 0.190; data-to-parameter ratio = 22.6.In the title compound, C 21 H 24 O 3 , the conformation of the enone group is s-cis. The benzene rings are inclined at an angle of 7.9 (1) . The alkoxy tail is planar, with a maximum deviation from the least-squares plane of 0.009 (2) Å , and adopts a trans conformation throughout. An intramolecular O-HÁ Á ÁO interaction between the keto and hydroxy groups forms S(6) ring motifs. In the crystal, molecules are arranged in a head-to-tail manner down the a axis and are subsequently stacked along the b axis, forming molecular sheets parallel to the ab plane. The crystal structure is further stabilized by weak C-HÁ Á Á interactions and short CÁ Á ÁO [3.376 (2) Å ] contacts. Related literature

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

Cited by 6 publications

References 13 publications

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

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

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

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

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