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(2E,7E)-2,7-Bis[(thio­phen-2-yl)methyl­idene]cyclo­hepta­none

The whole molecule of the title compound, C(17)H(16)OS(2), is generated by two-fold rotational symmetry. The carbonyl C and O atoms of the cycloheptanone ring lie on the twofold rotation axis which bisects the opposite –CH(2)–CH(2)– bond of the ring. The mol­ecule exists in an E,E conformation with...

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Autores principales: Nithya, C., Sithambaresan, M., Prathapan, S., Kurup, M. R. Prathapachandra
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4051043/
https://www.ncbi.nlm.nih.gov/pubmed/24940291
http://dx.doi.org/10.1107/S1600536814011866
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author Nithya, C.
Sithambaresan, M.
Prathapan, S.
Kurup, M. R. Prathapachandra
author_facet Nithya, C.
Sithambaresan, M.
Prathapan, S.
Kurup, M. R. Prathapachandra
author_sort Nithya, C.
collection PubMed
description The whole molecule of the title compound, C(17)H(16)OS(2), is generated by two-fold rotational symmetry. The carbonyl C and O atoms of the cycloheptanone ring lie on the twofold rotation axis which bisects the opposite –CH(2)–CH(2)– bond of the ring. The mol­ecule exists in an E,E conformation with respect to the C=C double bond. The cyclo­hepta­none ring exhibits a twisted chair conformation and its mean plane makes a dihedral angle of 50.12 (19)° with the planes of the thio­phene rings. The two S atoms are in an anti arrangement with respect the carbonyl O atom and the dihedral angle between the two thio­phene ring planes is 69.38 (7)°. In the molecule, there are two intramolecular C—H⋯S hydrogen bond, forming S(6) ring motifs. In the crystal, inversion dimers are generated via pairs of C—H⋯O hydrogen bonds. These dimers are inter­connected by another inter­action of the same kind with a neighbouring mol­ecule, forming a mol­ecular chain along the c-axis direction.
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spelling pubmed-40510432014-06-17 (2E,7E)-2,7-Bis[(thio­phen-2-yl)methyl­idene]cyclo­hepta­none Nithya, C. Sithambaresan, M. Prathapan, S. Kurup, M. R. Prathapachandra Acta Crystallogr Sect E Struct Rep Online Organic Papers The whole molecule of the title compound, C(17)H(16)OS(2), is generated by two-fold rotational symmetry. The carbonyl C and O atoms of the cycloheptanone ring lie on the twofold rotation axis which bisects the opposite –CH(2)–CH(2)– bond of the ring. The mol­ecule exists in an E,E conformation with respect to the C=C double bond. The cyclo­hepta­none ring exhibits a twisted chair conformation and its mean plane makes a dihedral angle of 50.12 (19)° with the planes of the thio­phene rings. The two S atoms are in an anti arrangement with respect the carbonyl O atom and the dihedral angle between the two thio­phene ring planes is 69.38 (7)°. In the molecule, there are two intramolecular C—H⋯S hydrogen bond, forming S(6) ring motifs. In the crystal, inversion dimers are generated via pairs of C—H⋯O hydrogen bonds. These dimers are inter­connected by another inter­action of the same kind with a neighbouring mol­ecule, forming a mol­ecular chain along the c-axis direction. International Union of Crystallography 2014-05-31 /pmc/articles/PMC4051043/ /pubmed/24940291 http://dx.doi.org/10.1107/S1600536814011866 Text en © Nithya et al. 2014 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
Nithya, C.
Sithambaresan, M.
Prathapan, S.
Kurup, M. R. Prathapachandra
(2E,7E)-2,7-Bis[(thio­phen-2-yl)methyl­idene]cyclo­hepta­none
title (2E,7E)-2,7-Bis[(thio­phen-2-yl)methyl­idene]cyclo­hepta­none
title_full (2E,7E)-2,7-Bis[(thio­phen-2-yl)methyl­idene]cyclo­hepta­none
title_fullStr (2E,7E)-2,7-Bis[(thio­phen-2-yl)methyl­idene]cyclo­hepta­none
title_full_unstemmed (2E,7E)-2,7-Bis[(thio­phen-2-yl)methyl­idene]cyclo­hepta­none
title_short (2E,7E)-2,7-Bis[(thio­phen-2-yl)methyl­idene]cyclo­hepta­none
title_sort (2e,7e)-2,7-bis[(thio­phen-2-yl)methyl­idene]cyclo­hepta­none
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4051043/
https://www.ncbi.nlm.nih.gov/pubmed/24940291
http://dx.doi.org/10.1107/S1600536814011866
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