Moroni et al.: Synthesis, crystal structure and Hirshfeld surface analysis of sulfamethoxazolium methylsulfate monohydrate #CrystalStructure #HydrogenBonding #MethylSulfate #IUCr https://journals.iucr.org/paper?S2056989024009204
The title molecular salt was prepared by the reaction of sulfamethoxazole and H2SO4 in methanol and crystallized from methanol–ether–water. Protonation takes place at the nitrogen atom of the primary amino group. In the crystal, N—H⋯O hydrogen bonds (water and methylsulfate anion) and intermolecular N—H⋯N interactions involving the sulfonamide and isoxazole nitrogen atoms, link the components into a tri-dimensional network, which also features face-to-face π–π interactions between the phenyl rings of adjacent molecules.