2-[(1Z)-(9-Ethyl-9H-carbazol-3-yl)methyleneamino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile–benzene (2/1)

Abstract

In the title compound, 2C24H21N3S·C6H6, the two independent Schiff base mol­ecules (A and B) in the asymmetric unit differ in the orientation of the tetra­hydro­benzothio­phene ring system with respect to the carbazole ring system by 180° rotation about the C—C bond in the C—C=N—C linkage. The two mol­ecules also differ in the orientation of the ethyl groups [C—N—C—C torsion angle of 90.7 (3)° in mol­ecule A, and −79.4 (3)° in mol­ecule B]. In mol­ecule B, two methyl­ene C atoms of the cyclo­hexene ring are disordered over two sites with occupancies of 0.58 (1) and 0.42 (1). The cyclo­hexene rings in both mol­ecules adopt half-chair conformations. The dihedral angle between the thio­phene ring and the carbazole ring system is 8.07 (9)° in mol­ecule A [3.10 (9)° in mol­ecule B]. In the crystal structure, the independent mol­ecules are linked into dimers by inter­molecular C—H⋯N hydrogen bonds. In addition, C—H⋯π inter­actions are observed.