Research Article: (Z)-2-(2-Oxoindolin-3-yl­idene)-N-phenylhydrazinecarbothio­amide

Date Published: April 01, 2012

Publisher: International Union of Crystallography

Author(s): Amna Qasem Ali, Naser Eltaher Eltayeb, Siang Guan Teoh, Abdussalam Salhin, Hoong-Kun Fun.


In the title compound, C15H12N4OS, the dihedral angle between the nine-membered indolin-2-one ring system and the phenyl ring is 2.72 (7)°. Intra­molecular cyclic N—H⋯O and C—H⋯S hydrogen-bonding inter­actions [graph set S(6)] are present, as are weak N—H⋯N inter­actions [graph set S(5)]. In the crystal, mol­ecules form centrosymmetric cyclic dimers through pairs of N—H⋯O hydrogen bonds [graph set R22(8)] and these are extended by C—H⋯S inter­actions. The crystal structure also features weak C—H⋯π inter­actions.

Partial Text

For related crystal structures, see: Ali et al. (2012 ▶); Qasem Ali et al. (2011a ▶,b ▶); Ferrari et al. (2002 ▶); Pervez et al. (2010 ▶); Ramzan et al. (2010 ▶). For various biological activities of Schiff bases, see: Bhandari et al. (2008 ▶); Bhardwaj et al. (2010 ▶); Pandeya et al. (1999 ▶); Sridhar et al. (2002 ▶); Suryavanshi & Pai (2006 ▶). For the cytotoxic and anti­cancer activities of isatin and its derivatives, see: Vine et al. (2009 ▶). For graph-set analysis, see Bernstein et al. (1995 ▶).