Date Published: June 01, 2011
Publisher: International Union of Crystallography
Author(s): Nesimi Uludağ, Murat Ateş, Barış Tercan, Tuncer Hökelek.
In the title molecule, C18H12N2O4S, the carbazole skeleton is nearly planar [maximum deviation = 0.037 (1) Å] and is oriented at a dihedral angle of 73.73 (5)° with respect to the benzene ring. An intramolecular C—H⋯O hydrogen bond links a nitro O atom to the carbazole skeleton. In the crystal, intermolecular C—H⋯O hydrogen bonds link the molecules into a three-dimensional network. π–π contacts between inversion-related benzene rings [centroid–centroid distance = 3.7828 (8) Å] and two weak C—H⋯π interactions may also stabilize the structure.
For tetrahydrocarbazole systems present in the framework of a number of indole-type alkaloids of biological interest, see: Saxton (1983 ▶). For related structures, see: Hökelek et al. (1994 ▶, 1998, ▶ 1999) ▶; Patır et al. (1997 ▶); Hökelek & Patır (1999 ▶). For the role of carbazole-based compounds in electroactive materials, see: Morin et al. (2004 ▶); Pasquali et al. (1993 ▶). For applications of chemically or electrochemically polymerized carbazole-based heterocyclic polymer systems, see: Sacak (1999 ▶); Santhanam & Sundaresan (1986 ▶).