Structure of 4-(3-chlorophenyl)thiosemicarbazide.
C7H8ClN3S, Mr = 201.67, monoclinic, P21/c, a = 6.914 (5), b = 4.304 (4), c = 30.306 (3) A, beta = 94.66 (3) degrees, V = 899.0 (1) A3, Z = 4, Dm = 1.54, Dx = 1.490 Mg m-3, lambda (Cu K alpha) = 1.5418 A, mu = 5.54 mm-1, F(000) = 416, T = 298 K, final R = 0.048 for 1219 observed reflections. The S and terminal hydrazinic N atoms are in a trans conformation. As a result of the sigma-electron-withdrawing effect of the Cl atom at the meta position in the phenyl ring with respect to the thiosemicarbazide chain, the net negative charge on the terminal N atom decreases compared to the p-chloro and p-methoxy derivatives. The antibacterial activity of the compound is also lowered.
Chattopadhyay
D
D
Crystallography and Molecular Biology Division, Saha Institute of Nuclear Physics, Calcutta, India.
Banerjee
T
T
Mazumdar
S K
SK
Ghosh
S
S
Kuroda
R
R
D055598:Chemical Phenomena; D002627:Chemistry, Physical; D003460:Crystallization; D004926:Escherichia coli / Q000187:drug effects; D008968:Molecular Conformation; D015394:Molecular Structure; D012663:Semicarbazides / Q000737:chemistry* / Q000494:pharmacology; D014961:X-Ray Diffraction
D012663:Semicarbazides; C069123:4-(3-chlorophenyl)thiosemicarbazide