(Z)-5-(2-Thienylmethylene)-2,4-imidazolidinedione

Article abstract of DOI:10.1107/S0108270194014137

The major product formed in the termolysis of 5-diazouracil in thiophene at 423-433 K has been identified as the unexpected compound (Z)-5-(2-thienylmethylene)-2,4-imidazolidinedione, C8H6N2O2S, by X-ray analysis.The molecule is a hydantoin derivative with a thienylmethylene group substituted at the 5-position.The structure is disordered in that the thiophene ring exists in two orientations which are related by an approximate 180 deg rotation about the C(6)-C(7) bond.All of the N and O atoms are involved in an intermolecular hydrogen-bonding network via N-H...O interactions.This network consists of an infinite chain along the a-axis direction and a cyclic trimer arrangement which branches from this chain.The molecules are arranged in the unit cell in pleated sheets which are approximately perpendicular to the c-axis.