Research Article: 6-[(2-Chloro­pyridin-5-ylmeth­yl)(eth­yl)­azan­yl]-4-(2-fluoro­phen­yl)-1-methyl-5-nitro-1,2,3,4-tetra­hydro­pyridin-2-one

Date Published: March 01, 2012

Publisher: International Union of Crystallography

Author(s): Chuan-Wen Sun, Jing Wang, Ying Wu.


In the title compound, C20H20ClFN4O3, the tetra­hydro­pyridone ring adopts a skew boat conformation. The dihedral angle between the mean planes of the benzene and pyridine rings is 80.7 (3)°. In the crystal, weak C—H⋯O inter­actions are observed.

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For general background to neonicotinoid compounds and their application as insecticides, see: Jeschke & Nauen (2008 ▶); Kagabu & Matsuno (1997 ▶); Ohno et al. (2009 ▶); Shao et al. (2008 ▶); Tian et al. (2007 ▶); Tomizawa & Casida (2009 ▶). For the synthesis of the title compound, see: Zhang et al. (2010 ▶). For puckering parameters, see Cremer & Pople (1975 ▶).