Abstract
The crystal structures of the chloronicotinyl insecticide imidacloprid and related molecules have been determined by three-dimensional X-ray diffraction analysis. In imidacloprid the nitroimino group is coplanar with the imidazolidine ring plane; shorter ring CN bond lengths and longer exocyclic CN bond length were observed, suggesting a formation of a fully delocalized diene system. Similar molecular frameworks were seen in the nitromethylene and cyanoimine analogues. The interatomic distances between an imidazolidyl nitrogen and a nitro oxygen or a cyano nitrogen were ca. 5.9 Å, a suitable value to bind to the recognition site on nicotinic acetylcholine receptor. Keywords: Chloronicotinyl insecticide; imidacloprid; X-ray structure; nicotinic acetylcholine receptor; nitromethylene insecticide
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