Research Article: 9-(4-Nitro­phenyl­sulfon­yl)-9H-carbazole

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.

Partial Text

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 ▶).




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