Date Published: August 01, 2012
Publisher: International Union of Crystallography
Author(s): Carlos Bustos, Andrés Escobar-Fuentealba, Luis Alvarez-Thon, Rodrigo Faundez-Gutierrez, Maria Teresa Garland.
http://doi.org/10.1107/S1600536812029790
Abstract
There are two independent molecules, A and B, in the asymmetric unit of the title compound, C16H12ClN5O3. The relative orientations of the chlorophenyl ring with respect to the pyrazole ring in the two crystallographically independent molecules are different, and their corresponding dihedral angles are −53.3 (2) and 114.09 (18)° in molecules A and B, respectively. There are two strong intramolecular N—H⋯O hydrogen bonds, and two weak intramolecular C—H⋯O and C—H⋯Cl hydrogen bonds. The crystal packing is constructed by weak C—H⋯O and N—H⋯O interactions, and two π–π stacking interactions [centroid–centroid distances = 3.7894 (9) and 3.5719 (10) Å], forming a molecular ladder along the a axis.
Partial Text
For synthesis and related literature, see: Abdel-Aziz et al. (2009 ▶); Bustos et al. (2006 ▶, 2007 ▶, 2009 ▶, 2012 ▶). For the biological activity of this class of compounds, see: Castagnolo et al. (2009 ▶); Chauhan et al. (1993 ▶); El-Hawash et al. (2006 ▶); Gunasekaran et al. (2011 ▶); Himly et al. (2003 ▶); Jolly et al. (1991 ▶); Kalluraya et al. (2007 ▶); Kawai et al. (1997 ▶); Moreau et al. (2008 ▶); Pasha et al. (2009 ▶); Radi et al. (2009 ▶); Singh (1991 ▶); Wu et al. (2002 ▶).
Source:
http://doi.org/10.1107/S1600536812029790