syn,E-1-cyclopentano-4-ethyl-3-thiosemicarbazone and syn,E-1-cyclopentano-4-phenyl-3-thiosemicarbazone

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Abstract

The structures of two thiosemicarbazones are described: syn,E-1-cyclopentano-4-ethyl-3-thiosemicarbazone (1) and syn,E-1-cyclopentano-4-phenyl-3-thiosemicarbazone (2). Crystal data: for 1: tetragonal, P43 (#78), a = b = 8.922(7) Å, c = 12.899(13) Å, and Z = 4; for 2: monoclinic a = 15.163(18) Å, b = 7.482(5) Å, c = 12.467(15) Å, β = 119.04(7)°, and Z = 4. In 1, molecules are linked by hydrogen-bonding into infinite chains with non-planar 9-ring subunits in which thioamides interact with the H—N—C—N—N groups of neighbors. Thioamide groups in 2 form dimers linked by N—B···HS hydrogen-bonds with a planar 8-ring as in solid state structures of carboxylic acids. The semicarbazide syn conformation fosters formation of N—H···N intramolecular hydrogen-bonding in each structure. The solid state structures are consistent with their infrared and proton nuclear magnetic resonance spectra.

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