Structural and spectral studies of N-2-(4,6-lutidyl)-N '-tolylthioureas

N-2-(4,6-lutidyl)-N'-o-tolylthiourea, 4,6LuTuoT, triclinic, P-1, a = 7.470( 2), b = 9.799(5), c = 10.269(3) Angstrom, = 90.514(4), beta = 98.89(3), gam ma = 90.14(3)degrees, V = 742.5(9) Angstrom(3), Z = 2, mu = 2.09 mm(-1); N- 2-(4,6-lutidyl) -N'-m-tolylthiourea, 4,6LuTumT, monoclinic, P2(1)/a, a = 7. 2393(2), b = 16.636(3), c = 12.557(1) Angstrom, beta = 101.968(9)degrees, V = 1479.4(6) Angstrom(3), Z = 4, mu = 2.10mm(-1) and N-2-(4,6-lutidyl)-N'-p -tolylthiourea, 4,6LuTupT, triclinic, P-1, a = 7.883(2), b = 7.9024(8), c = 23.273(4) Angstrom, alpha = 86.49(1), beta = 86.48(2), gamma = 88.45(2)deg rees, V = 1443.9(7) Angstrom(3), Z = 4, mu = 2.15 mm(-1). These molecules h ave an intramolecular hydrogen bond between N'H and the pyridyl nitrogen, a s well as intermolecular hydrogen bonding between NH and a thione sulfur of a second molecule to form centrosymmetric dimers. Solution H-1 NMR studies (CDCl3) show the N'H resonance considerably downfield for each thiourea an d its position, as well as that of NH, affected by substituents on the phen yl ring. (C) 2000 Elsevier Science B.V. All nights reserved.