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N-[(1,3-Benzodioxol-5-yl)meth­yl]benzene­sulfonamide: an analogue of capsaicin

The title compound, C(14)H(13)NO(4)S, an analogue of capsaicin, differs from the latter by having a 1,3-benzodioxole ring rather than a 2-meth­oxy­phenol moiety, and having a benzene­sulfonamide group instead of an aliphatic amide chain. The five-membered ring is in an envelope conformation with the...

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Autores principales: Maganhi, Stella H., Tavares, Maurício T., Damião, Mariana C. F. C. B., Parise Filho, Roberto
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3884350/
https://www.ncbi.nlm.nih.gov/pubmed/24454126
http://dx.doi.org/10.1107/S1600536813028481
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author Maganhi, Stella H.
Tavares, Maurício T.
Damião, Mariana C. F. C. B.
Parise Filho, Roberto
author_facet Maganhi, Stella H.
Tavares, Maurício T.
Damião, Mariana C. F. C. B.
Parise Filho, Roberto
author_sort Maganhi, Stella H.
collection PubMed
description The title compound, C(14)H(13)NO(4)S, an analogue of capsaicin, differs from the latter by having a 1,3-benzodioxole ring rather than a 2-meth­oxy­phenol moiety, and having a benzene­sulfonamide group instead of an aliphatic amide chain. The five-membered ring is in an envelope conformation with the methyl­ene C atom lying 0.221 (6) Å out of the plane formed by the other four atoms. The dihedral angle between the phenyl ring and the mean plane of the 1,3-benzodioxole fused-ring system is 84.65 (4)°. In the crystal, mol­ecules aggregate into supra­molecular layers in the ac plane through C—H⋯O, N—H⋯O and C—H⋯π inter­actions.
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spelling pubmed-38843502014-01-17 N-[(1,3-Benzodioxol-5-yl)meth­yl]benzene­sulfonamide: an analogue of capsaicin Maganhi, Stella H. Tavares, Maurício T. Damião, Mariana C. F. C. B. Parise Filho, Roberto Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(14)H(13)NO(4)S, an analogue of capsaicin, differs from the latter by having a 1,3-benzodioxole ring rather than a 2-meth­oxy­phenol moiety, and having a benzene­sulfonamide group instead of an aliphatic amide chain. The five-membered ring is in an envelope conformation with the methyl­ene C atom lying 0.221 (6) Å out of the plane formed by the other four atoms. The dihedral angle between the phenyl ring and the mean plane of the 1,3-benzodioxole fused-ring system is 84.65 (4)°. In the crystal, mol­ecules aggregate into supra­molecular layers in the ac plane through C—H⋯O, N—H⋯O and C—H⋯π inter­actions. International Union of Crystallography 2013-10-23 /pmc/articles/PMC3884350/ /pubmed/24454126 http://dx.doi.org/10.1107/S1600536813028481 Text en © Maganhi et al. 2013 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
Maganhi, Stella H.
Tavares, Maurício T.
Damião, Mariana C. F. C. B.
Parise Filho, Roberto
N-[(1,3-Benzodioxol-5-yl)meth­yl]benzene­sulfonamide: an analogue of capsaicin
title N-[(1,3-Benzodioxol-5-yl)meth­yl]benzene­sulfonamide: an analogue of capsaicin
title_full N-[(1,3-Benzodioxol-5-yl)meth­yl]benzene­sulfonamide: an analogue of capsaicin
title_fullStr N-[(1,3-Benzodioxol-5-yl)meth­yl]benzene­sulfonamide: an analogue of capsaicin
title_full_unstemmed N-[(1,3-Benzodioxol-5-yl)meth­yl]benzene­sulfonamide: an analogue of capsaicin
title_short N-[(1,3-Benzodioxol-5-yl)meth­yl]benzene­sulfonamide: an analogue of capsaicin
title_sort n-[(1,3-benzodioxol-5-yl)meth­yl]benzene­sulfonamide: an analogue of capsaicin
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3884350/
https://www.ncbi.nlm.nih.gov/pubmed/24454126
http://dx.doi.org/10.1107/S1600536813028481
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