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

Date Published: May 01, 2010

Publisher: International Union of Crystallography

Author(s): Hoong-Kun Fun, Jia Hao Goh, Abdullah M. Asiri, Salman A. Khan, Khalid A. Khan.

http://doi.org/10.1107/S1600536810014947

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.

Partial Text

For biological and other applications of Schiff base compounds, see: Abu-Hussen (2006 ▶); Elerman et al. (2002 ▶); Panneerselvam et al. (2005 ▶); Walsh et al. (1996 ▶). For ring puckering parameters, see: Cremer & Pople (1975 ▶). For a related structure, see: Elerman & Elmali (1998 ▶).

 

Source:

http://doi.org/10.1107/S1600536810014947

 

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