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G. Hundal, S. Kumar, M. S. Hundal, H. Singh

Crystal structure of 12H⁺-2,4-benzo-1,5-dioxa-8,12,16-triaza-cyclooctadec-2-ene-7,17-dione picrate

The title compound [C₁₆H₂₄N₃O₄]⁺[C₆H₂N₃O₇]^- resembles 18 membered macrocycle, which has two ether O atoms, two pairs of amide N and O atoms and an amine N as potential donor atoms. The macrocycle has undergone protonation at the amine N atom. The picrate ion interacts through its phenolic O atom with NH₂⁺ group via N-H O hydrogen bond. NH₂⁺ also shows a strong intramolecular H bonding with one of the amide oxygens of the macrocyclic ring. This results in significant conformational changes in one half of the macrocyclic ring. Apart from it, an increased flexibility of the system and a -CH₂ π interaction renders the cavity non-suitable for accepting small molecules like water or alcohol in it.

Zeitschrift für Kristallographie, Oldenbourg Wissenschaftsverlag

Print ISSN: 0044-2968
Volume: 217, 01/2002
Pages: 024

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