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Crystal structure of (E)-3-(2-hy­droxy-4-methyl­phen­yl)-1-(2,4,6-tri­meth­oxy­phen­yl)prop-2-en-1-one

The title chalcone derivative, C(19)H(20)O(5), adopts a trans configuration with respect to the olefinic C=C double bond. The 2-hy­droxy-4-methyl­phenyl ring is coplanar with the attached enone bridge [torsion angle = −179.96 (14)°], where this plane is nearly perpendicular to the 2,4,6-tri­meth­oxy...

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Detalles Bibliográficos
Autores principales: Jumaah, Maadh, Kwong, Huey Chong, Khairuddean, Melati
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6727044/
https://www.ncbi.nlm.nih.gov/pubmed/31523470
http://dx.doi.org/10.1107/S2056989019011289
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author Jumaah, Maadh
Kwong, Huey Chong
Khairuddean, Melati
author_facet Jumaah, Maadh
Kwong, Huey Chong
Khairuddean, Melati
author_sort Jumaah, Maadh
collection PubMed
description The title chalcone derivative, C(19)H(20)O(5), adopts a trans configuration with respect to the olefinic C=C double bond. The 2-hy­droxy-4-methyl­phenyl ring is coplanar with the attached enone bridge [torsion angle = −179.96 (14)°], where this plane is nearly perpendicular to the 2,4,6-tri­meth­oxy­phenyl ring [dihedral angle = 75.81 (8)°]. In the crystal, mol­ecules are linked into chains propagating along [010] by an O—H⋯O hydrogen bond. These chains are further connected into centrosymmetric dimer chains via weak C—H⋯O inter­actions. The conformations of related chalcone derivatives are surveyed and all of these structures adopt a skeleton with two almost orthogonal aromatic rings.
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spelling pubmed-67270442019-09-13 Crystal structure of (E)-3-(2-hy­droxy-4-methyl­phen­yl)-1-(2,4,6-tri­meth­oxy­phen­yl)prop-2-en-1-one Jumaah, Maadh Kwong, Huey Chong Khairuddean, Melati Acta Crystallogr E Crystallogr Commun Research Communications The title chalcone derivative, C(19)H(20)O(5), adopts a trans configuration with respect to the olefinic C=C double bond. The 2-hy­droxy-4-methyl­phenyl ring is coplanar with the attached enone bridge [torsion angle = −179.96 (14)°], where this plane is nearly perpendicular to the 2,4,6-tri­meth­oxy­phenyl ring [dihedral angle = 75.81 (8)°]. In the crystal, mol­ecules are linked into chains propagating along [010] by an O—H⋯O hydrogen bond. These chains are further connected into centrosymmetric dimer chains via weak C—H⋯O inter­actions. The conformations of related chalcone derivatives are surveyed and all of these structures adopt a skeleton with two almost orthogonal aromatic rings. International Union of Crystallography 2019-08-30 /pmc/articles/PMC6727044/ /pubmed/31523470 http://dx.doi.org/10.1107/S2056989019011289 Text en © Jumaah et al. 2019 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Communications
Jumaah, Maadh
Kwong, Huey Chong
Khairuddean, Melati
Crystal structure of (E)-3-(2-hy­droxy-4-methyl­phen­yl)-1-(2,4,6-tri­meth­oxy­phen­yl)prop-2-en-1-one
title Crystal structure of (E)-3-(2-hy­droxy-4-methyl­phen­yl)-1-(2,4,6-tri­meth­oxy­phen­yl)prop-2-en-1-one
title_full Crystal structure of (E)-3-(2-hy­droxy-4-methyl­phen­yl)-1-(2,4,6-tri­meth­oxy­phen­yl)prop-2-en-1-one
title_fullStr Crystal structure of (E)-3-(2-hy­droxy-4-methyl­phen­yl)-1-(2,4,6-tri­meth­oxy­phen­yl)prop-2-en-1-one
title_full_unstemmed Crystal structure of (E)-3-(2-hy­droxy-4-methyl­phen­yl)-1-(2,4,6-tri­meth­oxy­phen­yl)prop-2-en-1-one
title_short Crystal structure of (E)-3-(2-hy­droxy-4-methyl­phen­yl)-1-(2,4,6-tri­meth­oxy­phen­yl)prop-2-en-1-one
title_sort crystal structure of (e)-3-(2-hy­droxy-4-methyl­phen­yl)-1-(2,4,6-tri­meth­oxy­phen­yl)prop-2-en-1-one
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6727044/
https://www.ncbi.nlm.nih.gov/pubmed/31523470
http://dx.doi.org/10.1107/S2056989019011289
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