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

In the title compound, C(17)H(16)O(3), the carbonyl group is in an s-cis configuration with respect to the olefinic double bond. The dihedral angle between the two benzene rings is 2.85 (3)°. The prop-2-en-1-one bridge makes dihedral angles of 4.77 (4) and 4.15 (4)°, respectively, with the 2-hy­drox...

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Autores principales: Horkaew, Jirapa, Chantrapromma, Suchada, Saewan, Nisakorn, Fun, Hoong-Kun
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007889/
https://www.ncbi.nlm.nih.gov/pubmed/21588690
http://dx.doi.org/10.1107/S1600536810032514
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author Horkaew, Jirapa
Chantrapromma, Suchada
Saewan, Nisakorn
Fun, Hoong-Kun
author_facet Horkaew, Jirapa
Chantrapromma, Suchada
Saewan, Nisakorn
Fun, Hoong-Kun
author_sort Horkaew, Jirapa
collection PubMed
description In the title compound, C(17)H(16)O(3), the carbonyl group is in an s-cis configuration with respect to the olefinic double bond. The dihedral angle between the two benzene rings is 2.85 (3)°. The prop-2-en-1-one bridge makes dihedral angles of 4.77 (4) and 4.15 (4)°, respectively, with the 2-hy­droxy­phenyl and 4-eth­oxy­phenyl rings. The eth­oxy group is coplanar with the attached phenyl ring [C(ar)—O—C—C = 179.72 (5)°]. An intra­molecular O—H⋯O hydrogen bond generates an S(6) ring motif. In the crystal structure, mol­ecules are stacked in an anti­parallel manner to form columns along the b axis. The columnar structure is stabilized by C—H⋯π inter­actions involving the 2-hy­droxy­phenyl ring.
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spelling pubmed-30078892010-12-30 (E)-3-(4-Eth­oxy­phen­yl)-1-(2-hy­droxy­phen­yl)prop-2-en-1-one Horkaew, Jirapa Chantrapromma, Suchada Saewan, Nisakorn Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(17)H(16)O(3), the carbonyl group is in an s-cis configuration with respect to the olefinic double bond. The dihedral angle between the two benzene rings is 2.85 (3)°. The prop-2-en-1-one bridge makes dihedral angles of 4.77 (4) and 4.15 (4)°, respectively, with the 2-hy­droxy­phenyl and 4-eth­oxy­phenyl rings. The eth­oxy group is coplanar with the attached phenyl ring [C(ar)—O—C—C = 179.72 (5)°]. An intra­molecular O—H⋯O hydrogen bond generates an S(6) ring motif. In the crystal structure, mol­ecules are stacked in an anti­parallel manner to form columns along the b axis. The columnar structure is stabilized by C—H⋯π inter­actions involving the 2-hy­droxy­phenyl ring. International Union of Crystallography 2010-08-18 /pmc/articles/PMC3007889/ /pubmed/21588690 http://dx.doi.org/10.1107/S1600536810032514 Text en © Horkaew et al. 2010 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Horkaew, Jirapa
Chantrapromma, Suchada
Saewan, Nisakorn
Fun, Hoong-Kun
(E)-3-(4-Eth­oxy­phen­yl)-1-(2-hy­droxy­phen­yl)prop-2-en-1-one
title (E)-3-(4-Eth­oxy­phen­yl)-1-(2-hy­droxy­phen­yl)prop-2-en-1-one
title_full (E)-3-(4-Eth­oxy­phen­yl)-1-(2-hy­droxy­phen­yl)prop-2-en-1-one
title_fullStr (E)-3-(4-Eth­oxy­phen­yl)-1-(2-hy­droxy­phen­yl)prop-2-en-1-one
title_full_unstemmed (E)-3-(4-Eth­oxy­phen­yl)-1-(2-hy­droxy­phen­yl)prop-2-en-1-one
title_short (E)-3-(4-Eth­oxy­phen­yl)-1-(2-hy­droxy­phen­yl)prop-2-en-1-one
title_sort (e)-3-(4-eth­oxy­phen­yl)-1-(2-hy­droxy­phen­yl)prop-2-en-1-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007889/
https://www.ncbi.nlm.nih.gov/pubmed/21588690
http://dx.doi.org/10.1107/S1600536810032514
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