Crystal and molecular structure of bis(imazapyr)diaqua copper(II)

Abstract

The imidazolinone herbicide imazapyr, 2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)nicotinic acid (H₂imz) interacts with Cu(II) leading to [Cu(Himz)₂(H₂O)₂] which crystallizes in the space group Pbca, with a = 12.5370(3) Å, b = 19.8500(5) Å, c = 22.7720(9) Å, and Z = 8. The Cu(II) atom is octahedrally surrounded by four nitrogen atoms of two Himz⁻ anions and two water molecules. Each Himz⁻ acts as a chelating ligand by means of N pyridine and N lactam atoms leading to five-membered chelate rings. The Cu$---$N distances vary from 1.948(4) to 2.299(5) Å while the Cu$---$O are 2.114(5) and 2.256(6) Å. The imidazol N-H are involved in short intramolecular hydrogen bonds with the carboxylate groups. The structure is stabilized by an intermolecular hydrogen-bonded network involving the water molecules and the carboxylate groups.