3′-(4-Chlorophenyl)-4′-phenyl-3H,4′H-spiro[benzo[b]thiophene-2,5′-isoxazol]-3-one

• Main Authors: Mohamed Bakhouch, Mohamed El Yazidi, Ghali Al Houari, Mohamed Saadi, Lahcen El Ammari
• Format: Article
• Language: English
• Published: International Union of Crystallography 2017-05-01
• Series: IUCrData
• Subjects: crystal structure; 4-chlorophenyl; benzothiophene; isoxazol; hydrogen bonds; π–π stacking
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S2414314617006770

The molecule of the title compound, C22H14ClNO2S, is built up from an isoxazole ring linked to a benzothiophene ring system with additional phenyl and 4-chlorophenyl substituents. The benzothiophene system is virtually planar with the largest deviation from the mean plane being 0.041 (2) Å, while the isoxazole ring adopts an envelope conformation. The plane of the benzothiophene ring system is almost perpendicular to those of the phenyl and the 4-chlorophenyl rings, with dihedral angles of 64.76 (10) and 82.81 (10)°, respectively, between them. The phenyl ring is inclined by 85.76 (12)° to the plane of the 4-chlorophenyl ring, which in turn lies close to the plane of the isoxazole ring. In the crystal, molecules are linked by weak C—H...O hydrogen bonds and offset π–π interactions between the aromatic rings of adjacent benzothiophene ring systems. These combine to form a three-dimensional network structure.