Supra-molecular assembly of mebendazolium and di-hydrogen phosphate ions in a new anthelmintic salt.

Acta Crystallogr E Crystallogr Commun

Instituto de Física de São Carlos (IFSC) Universidade de São Paulo (USP) 13566-590 São Carlos SP Brazil.

Published: March 2025

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]-1-1,3-benzo-diazol-3-ium di-hydrogen phosphate-phos-pho-ric acid (1/1), CHNO ·HPO ·HPO}. 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 2/ (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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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11891589PMC
http://dx.doi.org/10.1107/S2056989025000714DOI Listing

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