Research Article: N-(9,9-Dipropyl-9H-fluoren-2-yl)-7-(piperidin-1-yl)-2,1,3-benzothia­diazol-4-amine

Date Published: March 01, 2012

Publisher: International Union of Crystallography

Author(s): M. N. K. Prasad Bolisetty, K. R. Justin Thomas, Seik Weng Ng, Edward R. T. Tiekink.


In the title compound, C30H34N4S, each of the benzothia­diazole and fluorene fused ring systems is almost planar (r.m.s. deviations = 0.010 and 0.013 Å, respectively) and they are inclined to each other with a dihedral angle of 61.69 (3)°; the S atom is directed away from the rest of the mol­ecule. Each of the benzothiadiazole ring N atoms forms a significant intra­molecular contact, i.e. N—H⋯N or C—H⋯N. In the crystal, linear supra­molecular chains along the c axis are generated by C—H⋯N inter­actions involving the tertiary amine N atom.

Partial Text

For the application of benzo[c][1,2,5]thia­diazole-based polymers and small mol­ecules in organic light-emitting diodes and bulk heterojunction solar cells, see: Beaujuge et al. (2012 ▶); Horie et al. (2012 ▶); Thomas et al. (2004 ▶, 2008 ▶). For related structures, see: Sakurai et al. (2005 ▶); Chen et al. (2010 ▶); Tao et al. (2011 ▶).