2-Tosyl-2,3,3a,4,9,9a-hexa­hydro-1H-benzo[f]isoindol-1-one

The title compound, C₁₉H₁₉NO₃S, was produced by the self-reaction of N-cinnamyl-N-tosyl­acryl­amide in the presence of palladium(II) acetate via an intra­molecular C—C coupling reaction and C—H activation. There are two chiral C atoms in the mol­ecule, but the crystal is a racemic system due to a lack of chiral separation. The five-membered ring is twisted about the methyl­ene–methane bond, and the cyclo­hexa-1,4-diene ring has a boat conformation. The dihedral angle between the benzene rings is 88.27 (14)°, indicating an almost orthogonal relationship and an approximate L-shape for the mol­ecule. In the crystal, the presence of C—H...π inter­actions leads to inversion dimers.