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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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Detalles Bibliográficos
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
Descripción
Sumario: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.