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Metal complexes of Imazapyr, a herbicide provided with efficient metal-chelating ability: crystal structure of the cobalt (III) and manganese (II) complexes

Strinna Erre, Liliana and Garribba, Eugenio and Micera, Giovanni and Sardone, Nicola (1998) Metal complexes of Imazapyr, a herbicide provided with efficient metal-chelating ability: crystal structure of the cobalt (III) and manganese (II) complexes. Inorganica Chimica Acta, Vol. 272 (1-2), p. 68-73. ISSN 0020-1693. Article.

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DOI: 10.1016/S0020-1693(97)05860-X

Abstract

The complexes formed by the imidazolinone herbicide Imazapyr, (±)-2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-IH-2-imidazol-2-yl)nicotinic acid (Imz) with Co(III), Mn(II), Co(II) and Ni(II) ions are described. The compounds [Co(Imz)3]·3H2O and [Mn(Imz)2]·2H2O were characterized by single-crystal X-ray analysis. [Co(Imz)3]·3H2O crystallizes in the trigonal space group R-3 with a = b = 17.485(2), and c = 26.257(7) Å, α = β = 90 and γ = 120°, Z = 6. The cobalt ion is hexa-coordinated, being surrounded by three bipylike chelating ligands. Noticeably, although Imazapyr acts as a mononegative anionic ligand, the imidazolinone moiety binds the metal through the lactam nitrogen. The finding supports an isomeric form for the Imazapyr(−1) anion where the lactam site is deprotonated. This feature is most probably imposed by the strong intramolecular bond between the imidazole and the carboxylate sites sharing a proton. [Mn(Imz)2] · 2H2O crystallizes in the monoclinic space group P21/c with a = 10.584(5), b = 11.633(2), and c = 13.072(6) Å, α = 90.β = 108.63(2) and γ = 120°, Z = 2. The structure consists of a polymeric three-dimensional network in which each metal ion is surrounded by two couples of nitrogen atoms belonging to two mutually trans ligands and two monodentate carboxylate groups from two further ligands. Each Imazapyr( = 1) anion acts as a bridging ligand in as much as it binds a metal ion through the bipy-like couple of pyridine and lactam nitrogens and another through the carboxylate group. Based on the specral properties, the Co(II) and Ni(II) derivatives adopt the same structure as [Mn(Imz)2]·2H2O.

Item Type:Article
ID Code:1464
Status:Published
Refereed:Yes
Uncontrolled Keywords:Cobalt complexes, manganese complexes, herbicide complexes, crystal structures
Subjects:Area 03 - Scienze chimiche > CHIM/03 Chimica generale e inorganica
Divisions:001 Università di Sassari > 01 Dipartimenti > Chimica
Publisher:Elsevier
ISSN:0020-1693
Additional Information:Pubblicato online il 23 giugno 1998.
Deposited On:18 Aug 2009 10:05

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