Crystal structure of ethyl 2-amino-4-(4-chloro-phen-yl)-4H-1-benzothieno[3,2-b]pyran-3-carboxyl-ate.

ABSTRACT: The title compound, C20H16ClNO3S, is built up from three fused rings, one five- and two six-membered rings, linked to a 3-eth-oxy-carbonyl group and to a 4-chloro-phenyl ring. The hydropyran ring has a flattened envelope conformation, with the C atom substituted by the 4-chloro-phenyl ring as the flap (displaced by 0.077?(2)?Å from the plane through the other atoms). The fused three-ring system is quasi-planar (r.m.s. deviation = 0.057?Å), with the largest deviation from the mean plane being 0.106?(1)?Å for the C atom substituted by the 4-chloro-phenyl ring. The 4-chloro-phenyl ring is approximately perpendicular to the mean plane of the fused ring system, as indicated by the dihedral angle of 77.32?(6)° between their mean planes. There is an intra-molecular N-H?O hydrogen bond forming an S(6) ring motif. In the crystal, mol-ecules are linked by pairs of N-H?O hydrogen bonds, forming inversion dimers with an R 2 (2)(12) ring motif. There are also short inter-molecular Cl?O inter-actions present [3.1226?(12)?Å] between neighbouring mol-ecules.

SUBMITTER: Bakhouch M 

PROVIDER: S-EPMC4571428 | biostudies-literature | 2015 Aug

REPOSITORIES: biostudies-literature