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Abstract
Trimethylamine N-oxide and 4-dimethylamine-2,6-dimethylpyridine N-oxide form three types of crystalline complexes with perchloric acid, with the base-to-acid ratio 1 : 1, 2 : 1 and 3 : 2, which are easily distinguished by their IR absorption. The asymmetric unit of the P1̄ unit cell contains two (Me 3NO) 3·(HClO 4) 2 formula units. Each of the formula units assembles into a (Me 3NO) 32H + dication and two independent ClO − 4 anions which show to H-bond interactions with the cationic components. The oxygen atom of a central trimethylamine N-oxide molecule accepts hydrogen bonds from two protonated trimethylamine N-oxide cations with O … O distances in the range 2.537(5) – 2.562(7) Å. The O … HO bonds are linear and formed along direction of the two electron lone-pairs on the oxygen atom. In acetonitrile solutions the 3 : 2 complexes exist as mixtures of the 1 : 1 and 2 : 1 complexes.
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