Abstract

Abstract Reaction of (trans-6,13-diamino-6,13-dimethyl-1,4,8,11-tetraazacyclotetradecane)nickel(II) perchlorate with oxalyl chloride in dimethylformamide forms trans-dichloro-(trans-6,13-dimethyl-6,13-bis(N,N-dimethylformamidinyl)-1,4,8,11-tetraazacyclotetradecane)nickel(II) diperchlorate dihydrate. This has a centrosymmetrical cation with nickel(II) in octahedral coordination by the four secondary amine nitrogen atoms of the macrocycle, and with chloride ions coordinated axially. The 6,13-diamino substituents have been converted to N,N-dimethylformamidinyl ( C N+H=CH N(Me)2) substituents, which are equatorially oriented. The N C and C N distances of the formamidinyl group are approximately equal, with bond angles about the C and two N atoms all near 120°, with the group C(Me) NH CH N(Me)2 approximately coplanar, indicating approximately equal contributions from the canonical forms CH NH CH=N+(Me)2 and C N+H=CH N(Me)2.

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