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Updated: May 23, 2025

Controlling the Size, Shape and Stability of Supramolecular Polymers in Water
Published on: August 2, 2012
Supra-molecular assembly of mebendazolium and di-hydrogen phosphate ions in a new anthelmintic salt
Eduardo L Gutiérrez1, Marcos G Russo1, Griselda E Narda1
1Instituto de Investigaciones en Tecnología Química (INTEQUI CONICET-UNSL) Área de Química Orgánica Facultad de Química Bioquímica y Farmacia Universidad Nacional de San Luis (UNSL) D5700APC San Luis Argentina.
Abstract:
A new mebendazolium di-hydrogen phosphate phospho-ric acid solid material was obtained and characterized by single-crystal X-ray diffraction and complementary solid-state techniques {systematic name: 5-benzoyl-2-[(meth-oxy-carbon-yl)amino]-1H-1,3-benzo-diazol-3-ium di-hydrogen phosphate-phos-pho-ric acid (1/1), C16H14N3O3 +·H2PO4 -·H3PO4}. Structure solution confirmed proton transfer from phospho-ric acid towards the basic imidazole ring of mebendazole. The mebendazolium cation and the di-hydrogen phosphate anion assemble in the solid state in a cyclic hydrogen-bond-driven supra-molecular motif, as observed in all mebendazolium/oxyanions structures reported in the literature. This salt crystallizes in the monoclinic P21/c (No. 14) space group. A detailed study of the crystal structure performed by atom-to-atom and global Hirshfeld surface analysis indicates that several hydrogen bonds act as the main inter-molecular inter-actions stabillizing the material. The new material is stable up to 458 K.
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