Cyclopentanone Tosylhydrazone and Cyclohexanone Tosylhydrazone

The crystal structures of 2-cyclopentylidene-1-(p-toluenesulfono)hydrazide [cyclopentanone tosylhydrazone, C₁₂H₁₆N₂O₂S, (1)] and 2-cyclohexylidene-1-(p-toluenesulfono)hydrazide [cyclohexanone tosylhydrazone, C₁₃H₁₈N₂O₂S, (2)] are described. In both structures, the conformation of the N-N-S-O linkage is anti, with torsion angles of -173.5 (1)° in (1) and 174.9 (1)° in (2), giving the molecules as a whole a folded appearance. In the cyclopentyl structure, the phenyl ring is twisted away from any eclipsing interaction with either S-O bond, but in the cyclohexyl structure, it is eclipsed with the S-O bond [torsion angle 1.4 (2)°]. In both structures, the packing arrangement features centrosymmetrically hydrogen-bonded pairs of molecules, with the anti O atom as the acceptor [N...O distance of 2.986 (2) Å in (1) and 2.969 (2) Å in (2)].

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