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which provide some useful information about the inclusion
complexation geometry of guest molecules. To determine
the dimensions of FBRR and AAB geometry and β-CD, in
the ground state were optimized by using the DFT/CAche
program. This method provides acceptable approximations
to give results, which are quite close to the experimental
findings. The internal diameter of the β-CD was found to
be approximately 6.65Å and its height is 7.8Å (Fig. 13).
Considering the shape and dimensions of β-CD, both
molecules can not completely get encapsulated with in the
β-CD cavity, because in FBRR distance between H1-H′8 is
12.290Å, H4-H′10 is 12.321Å, N1-H′10 is 7.10Å, H2-H′5 is
6.762Å and in AAB the distance between H4-H′4 is 11.403
Å, H4-H′6 is 7.781Å, H4-H′4 is 8.200Å, C4-C′4 is 9.210Å,
C3-C′3 is 7.816Å, C4-C′3 is 8.706Å, H4-C′4 is 10.306Å,
H4-C′3 is 9.587Å, H4-C′2 is 8.425Å; these values are
greater than the inside diameter of the β-CD cavity (6.65Å)
which may be responsible for the formation of different
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Conclusions
The solvent study reveals only the azo tautomer is present in
FBRR and AAB compounds. The large red shifted absorption
maximum of FBRR indicating that the naphthalene ring is
effective in increasing the spectral behaviour of this molecule.
Unusual red shift observed in acid solution suggests that the
azonium-ammonium tautomer is present in both the mole-
cules. In β-CD solutions, the increase in the fluorescence
intensity and a large blue shift in S0 and S1 states indicates
that in FBRR ortho amino group is entrapped in the β-CD
cavity. The increase in the fluorescence intensity and a large
bathochromic shift in S1 state indicate FBRR/AAB forms 1:1
inclusion complex with β-CD.
Acknowledgement This work is supported by the Department of
Science and Technology, New Delhi, (Fast Track Proposal-Young
Scientist Scheme No. SR/FTP/CS-14/2005) and University Grants
Commission, New Delhi (Project No. F-31-98/2005 SR). One of the
authors A. Antony Muthu Prabhu is thankful to CSIR, New Delhi for
the award of Senior Research Fellowship (SRF).
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