Research Article: Ethyl 3-[(6-chloro­pyridin-3-yl)meth­yl]-2-oxoimidazolidine-1-carboxyl­ate

Date Published: February 01, 2012

Publisher: International Union of Crystallography

Author(s): Kamini Kapoor, Vivek K. Gupta, Madhukar B. Deshmukh, Chetan S. Shripanavar, Rajni Kant.


In the title compound, C12H14ClN3O3, the imidazole ring adopts a half-chair conformation. The dihedral angle between the pyridine and imidazole rings is 70.0 (1)°. In the crystal, the molecules are linked by C—H⋯O inter­actions, forming chains parallel to the c axis.

Partial Text

For background to the insecticidal applications of imidacloprid [systematic name: N-[1-[(6-chloro-3-pyrid­yl)meth­yl]-4,5-dihydro­imidazol-2-yl]nitramide], see: Samaritoni et al. (2003 ▶); Kagabu et al. (1997 ▶, 2007 ▶); Zhao et al. (2010 ▶). For ring conformations, see: Duax & Norton (1975 ▶). For related structures, see: Kapoor et al. (2011 ▶); Kant et al. (2012 ▶).