The structure and spectral signatures of the protonated homodirner of pyridine in its complex with a poorly coordinating anion have been studied in solution in CDF3/CDClF2 down to 120 K and in a single crystal. In both phases, the hydrogen bond is asymmetric. In the solution, the proton is involved in a fast reversible transfer that determines the multiplicity of NMR signals and the sign of the primary H/D isotope effect of -0.95 ppm. The proton resonates at 21.73 ppm that is above any value reported in the past and is indicative of a very short hydrogen bond. By combining X-ray diffraction analysis With model computations, the position of the proton in the crystal has,been defined as d(N-H) = 1.123 angstrom and d(H center dot center dot center dot N) = 1.532 angstrom. The same distances have been estimated using a N-15 NMR correlation. The frequency of the protonic out-of-plane bending mode is 822 cm(-1) in agreement with Novak's correlation.