Charge-assisted N(+)-H•••(-)S hydrogen bonds in the crystal structure of selected diammonium thiophenolates

New salts of thiophenol with three flexible aliphatic diamines H2N(CH2)(n)NH2 (n = 2, 4 and 6) have been synthesized and characterized by elemental analyses, IR spectroscopy and X-ray crystallography in order to analyze their supramolecular architecture. Structural analyses indicate that in the crystals, proton transfer has occurred, with the -SH group giving N(+)-H center dot center dot center dot S(-) hydrogen bonding interaction. The structure of compound 1 exhibits a two-dimensional network and compounds 2-3 a three-dimensional supramolecular networks, and each of them is based on hydrogen bonds and CH center dot center dot center dot pi interactions. The transfer of proton from the thiol to the diamines was confirmed by the solid-state FTIR spectra of 1-3.