STRUCTURES OF ANTI,Z-4,4-DIMETHYL-3-THIOSEMICARBAZIDE, SYN,E,Z-2,4-DIMETHYL-3-THIOSEMICARBAZIDE AND SYN,E-1-CYCLOPENTANO-3-THIOSEMICARBAZONE

The structures of three alkyl derivatives of thiosemicarbazide are des cribed: anti,Z-4,4-dimethyl-3-thiosemicarbazide (1), syn,E,Z-2,4-dimet hyl-3-thiosemicarbazide (2), and syn,E-1-cyclopentano-3-thiosemicarbaz one (3). Crystal data: for 1: triclinic, P-1 (#2), a = 5.802(1)Angstro m, b = 6.935(1)Angstrom, c = 8.104(2)Angstrom, alpha = 78.35(1)degrees , beta = 82.13(1)degrees, gamma = 70.71(1)degrees, and Z = 2; for 2: o rthorhombic, Pbca (#61), a = 9.417(3)Angstrom, b = 8.624(2)Angstrom, c = 15.169(3)Angstrom, and Z = 8; for 3: triclinic, P-1 (#2), a = 6.068 (3)Angstrom, b = 8.145(4)Angstrom, c = 8.666(5)Angstrom, alpha = 83.75 (4)degrees, beta = 86.16(5)degrees, gamma = 74.07(4)degrees, and Z = 2 . In general, molecules are linked by N-H ... S hydrogen bonds with su lfurs accepting two or three hydrogen bonds. Structures 2 and 3, which adopt the syn conformation, form N-H ... N intramolecular hydrogen bo nds. The solid-state structures are consistent with their infrared and proton nuclear magnetic resonance spectra.