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The title compounds, C 19 H 21 F 3 O 2 S and C 24 H 19 F 3 OS, were prepared via chemo- and regioselective [3 + 2]-cyclo-additions of the respective thio-carbonyl ylides (thio-carbonyl S -methanides), generated in situ , with ( E )-4,4,4-tri-fluoro-1-phenyl-but-2-en-1-one. The thio-phene ring in the crystal structure of each compound has an envelope conformation. The largest differences between the two mol-ecular structures is in the bond lengths about the quaternary C atom of the thio-phene ring; in the spiro-cyclic structure, the C-C bonds to the spiro C atom in the cyclo-butane ring are around 1.60 Å, although this is also observed in related structures. In the same structure, weak inter-molecular C-H⋯ X ( X = S, O) inter-actions link the mol-ecules into extended ribbons running parallel to the [001] direction. In the other structure, weak C-H⋯π inter-actions link the mol-ecules into sheets parallel to the (010) plane.

acta crystallographica. section e, crystallographic communications

Chemo- and regioselective [3 + 2]-cycloadditions of thiocarbonyl ylides: crystal structures of <i>trans</i>-8-benzoyl-1,1,3,3-tetramethyl-7-trifluoromethyl-5-thiaspiro[3.4]octan-2-one and <i>trans</i>-3-benzoyl-2,2-diphenyl-4-(trifluoromethyl)tetrahydrothiophene

Chemo- and regioselective [3 + 2]-cycloadditions of thiocarbonyl ylides: crystal structures of trans-8-benzoyl-1,1,3,3-tetramethyl-7-trifluoromethyl-5-thiaspiro[3.4]octan-2-one and trans-3-benzoyl-2,2-diphenyl-4-(trifluoromethyl)tetrahydrothiophene