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ISSN 1998-9539

Cooperation Effect of Classical O-H…N and Non-Classical C-H…N Hydrogen Bonding at the Formation of Supramolecular Tubes Based on Novel 1,2,4-Triazolyl Derivative of Calix[4]arene in Crystalline Phase

A. S. Ovsyannikov,a@ Z. V. Akhmetzyanova,a,b E. V. Popova,a E. I. Latypov,a I. A. Litvinov,a S. E. Solovieva,a,b and I. S. Antipina,b

aArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 420088 Kazan, Russian Federation

bKazan Federal University, 420008 Kazan, Russian Federation

@Corresponding author E-mail:


DOI: 10.6060/mhc190440o

Macroheterocycles 2019 12(3) 324-330


Synthesis of new 1,2,4-triazolyl containing macrocyclic ligand on the calix[4]arene platform (Schiff base) was performed by condensation of the corresponding upper rim tetraaldehyde derivative of calix[4]arene in 1,3-alternate conformations with 4-amino-4H-1,2,4-triazole. The structure of obtained compound was established by the physical methods (1H, 13C NMR spectroscopies, MALDI mass spectrometry) including single crystal X-ray diffraction. It was found that the cooperation of classical and non-classical hydrogen bonding leads to formation of 1D zigzag supramolecular tubes in the crystalline phase.

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