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N-[(1,3-Benzodioxol-5-yl)meth-yl]benzene-sulfonamide: an analogue of capsaicin.


ABSTRACT: The title compound, C14H13NO4S, an analogue of capsaicin, differs from the latter by having a 1,3-benzodioxole ring rather than a 2-meth-oxy-phenol moiety, and having a benzene-sulfonamide group instead of an aliphatic amide chain. The five-membered ring is in an envelope conformation with the methyl-ene 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, mol-ecules aggregate into supra-molecular layers in the ac plane through C-H?O, N-H?O and C-H?? inter-actions.

SUBMITTER: Maganhi SH 

PROVIDER: S-EPMC3884350 | biostudies-literature | 2013 Oct

REPOSITORIES: biostudies-literature

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N-[(1,3-Benzodioxol-5-yl)meth-yl]benzene-sulfonamide: an analogue of capsaicin.

Maganhi Stella H SH   Tavares Maurício T MT   Damião Mariana C F C B MC   Parise Filho Roberto R  

Acta crystallographica. Section E, Structure reports online 20131023 Pt 11


The title compound, C14H13NO4S, an analogue of capsaicin, differs from the latter by having a 1,3-benzodioxole ring rather than a 2-meth-oxy-phenol moiety, and having a benzene-sulfonamide group instead of an aliphatic amide chain. The five-membered ring is in an envelope conformation with the methyl-ene 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)°. I  ...[more]

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