Acta Crystallographica Section C

Crystal Structure Communications

Volume 64, Part 8 (August 2008)

organic compounds

sk3238 scheme

Acta Cryst. (2008). C64, o411-o413 [ doi:10.1107/S0108270108017940 ]

Thioacetanilide at 120 K

A. Michta, E. Chelmecka, M. Nowak and J. Kusz

Abstract: The title compound, C₈H₉NS, has four symmetry-independent molecules in the asymmetric unit. These molecules link into two independent infinite N-HS hydrogen-bonded chains in the a-axis direction with graph-set notation C₂²(8). The NH-CS group adopts a trans conformation and forms a dihedral angle of about 50° with the phenyl ring. The intermolecular hydrogen-bond energy calculated by the density functional theory (DFT) method is -14.95 kJ mol^-1. The correlation between the IR spectrum of this compound and the hydrogen-bond energy is also discussed. This molecular system is of interest because of its biological function.

Formula: C₈H₉NS