Paper
Effect of chlorine substitution on the structure and activity of 4-phenylthiosemicarbazide: crystal and molecular structure of 4-(4-chlorophenyl)thiosemicarbazide
Published Mar 12, 1985 · A. Nandi, S. Chaudhuri, S. Mazumdar
Journal of The Chemical Society-perkin Transactions 1
31
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Abstract
The crystal structure of 4-(4-chlorophenyl)thiosemicarbazide has been determined by direct methods. This p-chloro-substituted 4-phenylthiosemicarbazide, with greater antibacterial activity than its unsubstituted precursor, crystallises in the space group P21/c with a= 14.594(4), b= 10.495(5), c= 12.384(4)A, β= 104.73(2)°, Z= 8, Dc= 1.469 g cm–3, and µ(Mo-Kα)= 5.83 cm–1. The structure has been refined using 1 967 reflections with I 3σ(I). The antibacterial activity of both the present compound and its precursor has been attributed to electron delocalisatoin in the thiosemicarbazide moiety enhancing both its donor and reductive capacities.
The crystal structure of 4-(4-chlorophenyl)thiosemicarbazide reveals its greater antibacterial activity due to electron delocalization in the thiosemicarbazide moiety.
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