Ethyl 2-benzamido-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate

Abstract

The molecule of the title compound, C18H19NO3S, adopts an approximately planar conformation: the thiophene and phenyl rings form a dihedral angle of 8.13 (11)° while the ethyl ester group (r.m.s. deviation = 0.0217 Å) is inclined at 1.25 (14) and 8.61 (13)°, respectively, to the thiophene and phenyl rings. An intramolecular N—H...O hydrogen bond with an S(6) ring motif occurs as well as an intramolecular S...O hypervalent interaction [S...O = 2.7369 (18) Å]. The cyclohexene ring adopts a half-chair conformation and is disordered over two positions with site occupation factors of 0.641 (6) and 0.359 (6). In the crystal, inversion dimers linked by pairs of O—H...O hydrogen bonds generate R22(10) loops.