Original scientific paper

The Synthesis and Crystal Structures of 7-Bromo-1,3-dihydro-1-methyl-3(S)-methyl-5-(2'-pyridyl)-2H-1,4-benzodiazepin-2-one and Its CuII Complex

Aleksandar Višnjevac ; Ruđer Bošković Institute, P.O.B. 180, HR-10002 Croatia
Ljerka Tušek-Božić ; Ruđer Bošković Institute, P.O.B. 180, HR-10002 Croatia
Dragan Šepac ; Ruđer Bošković Institute, P.O.B. 180, HR-10002 Croatia
Zdenko Hameršak ; Ruđer Bošković Institute, P.O.B. 180, HR-10002 Croatia
Biserka Kojić-Prodić ; Ruđer Bošković Institute, P.O.B. 180, HR-10002 Croatia

Abstract

By reaction of the enantiomerically pure 7-bromo-1,3-dihydro-1-methyl-3(S)-methyl-5-(2'-pyridyl)-2H-1,4-benzodiazepin-2-one, (+)-1, with CuCl₂ ∙ 2H₂O in a mixture of absolute ethanol and dichloromethane, dichloro-[7-bromo-1,3-dihydro-1,3-dimethyl-5-(2'-pyridyl)-2H-1,4-benzodiazepin-2-on-N,N,O]copper(II), (±)-2, was obtained. In both structures, the characteristic boat conformation of the seven-membered benzodiazepine ring was observed. Complex 2, which was isolated as a racemic compound, revealed a slightly distorted trigonal bipyramid. Copper(II) was coordinated by two azometine nitrogen atoms, two chlorine atoms and the lactam oxygen of a neighbouring molecule. In this way, an infinite chain of complex molecules was formed in the crystal. The chemical behaviour of ligand 1 upon CuII coordination was compared with its 3-hydroxymethyl and 3-acetoxymethyl analogues.

Keywords

chiral 1,4-benzodiazepine; copper complex; synthesis; crystal structure

Hrčak ID:

103079

URI

https://hrcak.srce.hr/103079

Publication date:

30.4.2003.

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