Synthesis and crystal structure of ((E)-2-[(E)-(4-hydroxynaphthalen-1-yl)methylidene]hydrazin-1yl(methylsulfanyl)methylidene)azanium hydrogen sulfate monohydrate
Abstract
In the title hydrated molecular salt, C13H14N3S+center dot HSO4-center dot H2O, the protonation of the azomethine N atom in sulfuric acid medium involves the formation of the bisulfate anion. The molecular structure of the cation is obtained from the thiol tautomer of thiosemicarbazone wherein the naphthalene moiety and the conjugation of the bonds contribute to the planarity of the molecular skeleton. In the crystal, the cation, anion and water molecule of crystallization are linked by a series of O-H center dot center dot center dot O and N-H center dot center dot center dot O hydrogen bonds, forming a threedimensional network. Within this network, there are also C-H center dot center dot center dot pi interactions present involving symmetry-related naphthalene rings.