Structural and Spectral Studies of Some Geometric Isomers of N-Pivaloyl-Nˊ-dichlorophenyl Thiourea

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N-pivaloyl-Nˊ-(3,4-dichlorophenyl)thiourea (1): monoclinic, P21/a, a=11.57(1), b=9.278(8), c=13.51(1), β=103.85(1)°, V=1408(2)3 , Z=4, μ=0.598 mm-1 ; N-pivaloyl-N’-(3,5- dichlorophenyl)thiourea (2): monoclinic, P21/a, a=7.176(2), b=16.441(4), c=11.923(2), β=92.48(1)°, V=1405.3(6)3 , Z=4, μ=0.600 mm-1 ; N-pivaloyl-Nˊ-(2,6-dichlorophenyl)thiourea (3): orthorhombic, Pnma, a=26.79(1), b=8.780(4), c=5.955(3), V=1400.7(11)3 , Z=4, μ=0.601 mm-1 . All three complexes have an intramolecular hydrogen bond between NˊH and the carbonyl oxygen. Solution 1H NMR studies (CDCl3) show the NH resonance considerable downfield for each thiourea and their positions, as well as that of NH, is affected by substituents on the phenyl ring. A = 11.57 (1), b = 9.278 (8), c = 13.51 (1) , β = 103.85 (1): monoclinic, P21 / 1) °, V = 1408 (2) 3, Z = 4, μ = 0.598 mm-1; monoclinic, P21 / a, a = 7.176 (2), b = 16.441 (4), c = 11.923 (2) , β = 92.48 (1) °, V = 1405.3 (6) 3, Z = 4, μ = 0.600 mm -1; N Pivaloyl-N’- (2,6-dichlorophenyl) thiourea (3): orthorhombic, Pnma, a = 26.79 (1), b = 8.780 (4), c = 5.955 1H NMR studies (CDC13) show the NH resonance decreased downfield for each thiourea and their positions, as well as that of NH, is affected by substituents on the phenyl ring.
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