title: 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.
authors.affiliation: Département de Chimie, Faculté des Sciences, Dhar Mehraz, BP 1796 Atlas, 30000 Fes, Morocco.
authors.forename: Mohamed
authors.initials: M
authors.lastname: Bakhouch
authors.affiliation: Département de Chimie, Faculté des Sciences, Dhar Mehraz, BP 1796 Atlas, 30000 Fes, Morocco.
authors.forename: Asmae
authors.initials: A
authors.lastname: Mahfoud
authors.affiliation: Département de Chimie, Faculté des Sciences, Dhar Mehraz, BP 1796 Atlas, 30000 Fes, Morocco.
authors.forename: Mohamed
authors.initials: M
authors.lastname: El Yazidi
authors.affiliation: Laboratoire de Chimie du Solide Appliquée, Faculté des Sciences, Université Mohammed V, Avenue Ibn Battouta, BP 1014, Rabat, Morocco.
authors.forename: Mohamed
authors.initials: M
authors.lastname: Saadi
authors.affiliation: Laboratoire de Chimie du Solide Appliquée, Faculté des Sciences, Université Mohammed V, Avenue Ibn Battouta, BP 1014, Rabat, Morocco.
authors.forename: Lahcen
authors.initials: L
authors.lastname: El Ammari
keywords: Cl⋯O short contact.; N—H⋯O hydrogen bonds; benzothieno­pyran; crystal structure; inversion dimers; thio­aurones; thio­phenones