Acta Crystallographica Section E

Structure Reports Online

Volume 69, Part 6 (June 2013)

organic compounds

Acta Cryst. (2013). E69, o926    [ doi:10.1107/S1600536813011045 ]


M. Wu and Y.-M. Hu

Abstract: 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...[pi] inter­actions leads to inversion dimers.

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