Eduardo L. Gutiérrez, Marcos G. Russo, Griselda E. Narda, Elena V. Brusau, Alejandro P. Ayala, Javier Ellena,
A new mebendazolium dihydrogen phosphate phosphoric acid solid material was obtained and characterized by single-crystal X-ray diffraction and complementary solid-state techniques {systematic name: 5-benzoyl-2-[(methoxycarbonyl)amino]-1H-1,3-benzodiazol-3-ium dihydrogen phosphate–phosphoric acid (1/1), C16H14N3O3 +·H2PO4 −·H3PO4}. Structure solution confirmed proton transfer from phosphoric acid towards the basic imidazole ring of mebendazole. The mebendazolium cation and the dihydrogen phosphate anion assemble in the solid state in a cyclic hydrogen-bond-driven supramolecular 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 intermolecular interactions stabillizing the material. The new material is stable up to 458 K.
https://doi.org/10.1107/s2056989025000714
@article{Guti_rrez_2025, title={Supramolecular assembly of mebendazolium and dihydrogen phosphate ions in a new anthelmintic salt}, volume={81}, ISSN={2056-9890}, url={http://dx.doi.org/10.1107/s2056989025000714}, DOI={10.1107/s2056989025000714}, number={3}, journal={Acta Crystallographica Section E Crystallographic Communications}, publisher={International Union of Crystallography (IUCr)}, author={Gutiérrez, Eduardo L. and Russo, Marcos G. and Narda, Griselda E. and Brusau, Elena V. and Ayala, Alejandro P. and Ellena, Javier}, year={2025}, month=feb }