Add time:07/22/2019         Source:sciencedirect.com

The crystal and molecular structure of a 2:1 adduct of 1,8-bis(dimethylamino)naphthalene (proton sponge—DMAN) with 1,5-bis(p-toluenesulphonamido)-2,4,6,8-tetranitronaphthalene is determined. The NHN+ hydrogen bond in the DMAN·H+ cation is asymmetrical of 2.604(3) Å belonging to medium long bridges of this type. The elongation of this bridge is due to the interaction with one of the nitro groups of the counteranion. The spectroscopic consequences of such an interaction are discussed. Two weak broad bands centred at 600 and 1350 cm−1 can be distinguished. No absorption above 1700 cm−1 is observed which could be ascribed to ν(NHN)+ vibrations.The short C–H⋯O contacts are analysed with respect to their role in crystal packing. The vibrational spectrum of double-deprotonated 1,5-bis(p-toluenesulphonamido)-2,4,6,8-tetranitro-naphthalene is analysed.

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