Research Article: Methyl N-[(4-chloro­phen­yl)(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-yl­idene)meth­yl]glycinate

Date Published: August 01, 2009

Publisher: International Union of Crystallography

Author(s): Xin Zhang, Meng Huang, Cong Du, Dan Chen.


The title compound, C20H18ClN3O3, is in an enamine–keto form, stabilized by two strong intra­molecular N—H⋯O hydrogen bonds. The pyrazole ring is oriented at dihedral angles of 4.13 (3) and 85.60 (3)° with respect to the aromatic rings. The dihedral angle between the aromatic rings is 81.79 (3)°. In the crystal structure, inter­molecular C—H⋯O hydrogen bonds link the mol­ecules into double chains, which are further linked by weak C—H⋯π inter­actions, forming a two-dimensional network.

Partial Text

For general background to Schiff base compounds in coord­ination chemistry, catalysis and enzymatic reactions, magnetism and mol­ecular architectures, see: Habibi et al. (2007 ▶). For the anti-bacterial properties of Schiff bases derived from 4-acyl-5-pyrazolones and their metal complexes, see: Li et al. (1997 ▶, 2004 ▶). For the anti-bacterial and biological activity of amino acid esters, see: Xiong et al. (1993 ▶). For related structures, see: Pettinari et al. (1994 ▶); Wang et al. (2003 ▶); Zhang et al. (2005 ▶); Zhu et al. (2005 ▶). For bond-length data, see: Allen et al. (1987 ▶).




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