N-[(1,3-Benzodioxol-5-yl)meth­yl]-4-methyl­benzamide: an analogue of capsaicin

In the title compound, C₁₆H₁₅NO₃, the five-membered 1,3-dioxole ring is in an envelope conformation with the methyl­ene C atom as the flap atom [lying 0.202 (3) Å out of the plane formed by the other four atoms]. The benzene ring makes a dihedral angle of 84.65 (4)° with the best least-squares plane through the 1,3-benzodioxole fused-ring system, which substitutes the 2-methoxyphenol moiety in capsaicin. In the crystal, mol­ecules are connected into a zigzag supra­molecular chain along the c-axis direction by N—H...O hydrogen bonds. These chains are connected into a layer in the ac plane by C—H...π inter­actions.

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

The title compound, C₁₄H₁₃NO₄S, 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.