The C-H···Y (Y=hydrogen-bond acceptor) interactions are somewhat unconventional in the context of hydrogen-bonding interactions. Typical C-H stretching frequency shifts in the hydrogen-bond donor C-H group are not only small, that is, of the order of a few tens of cm^-1, but also bidirectional, that is, they can be red or blue shifted depending on the hydrogen bond acceptor. In this work we examine the C-H···N interaction in complexes of 7-azaindole with CHCl₃ and CHF₃ that are prepared in the gas phase through supersonic jet expansion using the fluorescence depletion by infra-red (FDIR) method. Although the hydrogen-bond acceptor, 7-azaindole, has multiple sites of interaction, it is found that the C-H···N hydrogenbonding interaction prevails over the others. The electronic excitation spectra suggest that both complexes are more stabilized in the S₁ state than in the S₀ state. The C-H stretching frequency is found to be red shifted by 82 cm^-1 in the CHCl₃ complex, which is the largest redshift reported so far in gas phase investigations of 1:1 haloform complexes with various substrates. In the CHF₃ complex the observed C-H frequency is blue shifted by 4 cm^-1. This is at variance with the frequency shifts that are predicted using several computational methods; these predict at best a redshift of 8.5 cm^-1. This discrepancy is analogous to that reported for the pyridine-CHF₃ complex [W. A. Herrebout, S. M. Melikova, S. N. Delanoye, K. S. Rutkowski, D. N. Shchepkin, B. J. van der Veken, J. Phys. Chem. A 2005, 109, 3038], in which the blueshift is termed a pseudo blueshift and is shown to be due to the shifting of levels caused by Fermi resonance between the overtones of the C-H bending and stretching modes. The dissociation energies, (D₀), of the CHCl₃ and CHF₃ complexes are computed (MP2/aug-cc-pVDZ level) as 6.46 and 5.06 kcalmol^-1, respectively.