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(E)-1-(2-Thien­yl)-3-(3,4,5-trimethoxy­phen­yl)prop-2-en-1-one

The mol­ecule of the title heteroaryl chalcone, C(16)H(16)O(4)S, which consists of substituted thio­phene and benzene rings bridged by the prop-2-en-1-one group, is slightly twisted. The dihedral angle between the thio­phene and 3,4,5-trimethoxy­phenyl rings is 12.18 (4)°. The three meth­oxy groups...

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Autores principales: Suwunwong, Thitipone, Chantrapromma, Suchada, Pakdeevanich, Paradorn, Fun, Hoong-Kun
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969210/
https://www.ncbi.nlm.nih.gov/pubmed/21582853
http://dx.doi.org/10.1107/S1600536809021850
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author Suwunwong, Thitipone
Chantrapromma, Suchada
Pakdeevanich, Paradorn
Fun, Hoong-Kun
author_facet Suwunwong, Thitipone
Chantrapromma, Suchada
Pakdeevanich, Paradorn
Fun, Hoong-Kun
author_sort Suwunwong, Thitipone
collection PubMed
description The mol­ecule of the title heteroaryl chalcone, C(16)H(16)O(4)S, which consists of substituted thio­phene and benzene rings bridged by the prop-2-en-1-one group, is slightly twisted. The dihedral angle between the thio­phene and 3,4,5-trimethoxy­phenyl rings is 12.18 (4)°. The three meth­oxy groups have two different conformations; two meth­oxy groups are coplanar [C—O—C—C torsion angles = −1.38 (12) and 0.47 (12)°] whereas the third is (-)-synclinal with the benzene ring. In the crystal structure, adjacent mol­ecules are linked in a face-to-side manner into chains along the c axis by weak C—H⋯O(enone) inter­actions. These chains are stacked along the b axis by weak C—H⋯O(meth­oxy) inter­actions.
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spelling pubmed-29692102010-12-30 (E)-1-(2-Thien­yl)-3-(3,4,5-trimethoxy­phen­yl)prop-2-en-1-one Suwunwong, Thitipone Chantrapromma, Suchada Pakdeevanich, Paradorn Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers The mol­ecule of the title heteroaryl chalcone, C(16)H(16)O(4)S, which consists of substituted thio­phene and benzene rings bridged by the prop-2-en-1-one group, is slightly twisted. The dihedral angle between the thio­phene and 3,4,5-trimethoxy­phenyl rings is 12.18 (4)°. The three meth­oxy groups have two different conformations; two meth­oxy groups are coplanar [C—O—C—C torsion angles = −1.38 (12) and 0.47 (12)°] whereas the third is (-)-synclinal with the benzene ring. In the crystal structure, adjacent mol­ecules are linked in a face-to-side manner into chains along the c axis by weak C—H⋯O(enone) inter­actions. These chains are stacked along the b axis by weak C—H⋯O(meth­oxy) inter­actions. International Union of Crystallography 2009-06-13 /pmc/articles/PMC2969210/ /pubmed/21582853 http://dx.doi.org/10.1107/S1600536809021850 Text en © Suwunwong et al. 2009 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
Suwunwong, Thitipone
Chantrapromma, Suchada
Pakdeevanich, Paradorn
Fun, Hoong-Kun
(E)-1-(2-Thien­yl)-3-(3,4,5-trimethoxy­phen­yl)prop-2-en-1-one
title (E)-1-(2-Thien­yl)-3-(3,4,5-trimethoxy­phen­yl)prop-2-en-1-one
title_full (E)-1-(2-Thien­yl)-3-(3,4,5-trimethoxy­phen­yl)prop-2-en-1-one
title_fullStr (E)-1-(2-Thien­yl)-3-(3,4,5-trimethoxy­phen­yl)prop-2-en-1-one
title_full_unstemmed (E)-1-(2-Thien­yl)-3-(3,4,5-trimethoxy­phen­yl)prop-2-en-1-one
title_short (E)-1-(2-Thien­yl)-3-(3,4,5-trimethoxy­phen­yl)prop-2-en-1-one
title_sort (e)-1-(2-thien­yl)-3-(3,4,5-trimethoxy­phen­yl)prop-2-en-1-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969210/
https://www.ncbi.nlm.nih.gov/pubmed/21582853
http://dx.doi.org/10.1107/S1600536809021850
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