TABLE 3. Important Infrared Spectral Data of Compounds 1 and 2
Compound 1
B3LYP/6-31G(d,p)
Compound 2
Functional group
Experimental
Experimental
B3LYP/6-31G(d,p)
C–N
1281
3111
3284
3441
1297
3127
3164
3668
1250
3116
3305
3450
1288
3130
3372
3670
Furyl
N–H
O–H
CONCLUSIONS
Crystal structures of 1 and 2 were analysed by single crystal X-ray diffraction. The crystal structure is stabilized by
intermolecular C–H⋯O and O–H⋯N hydrogen bonds in which the intermolecular O–H⋯N hydrogen bond generates a C9
and C10 chain motif in compounds 1 and 2. Density functional theory calculations of the structures, vibrational spectra,
HOMO-LUMO, and MEP analyses of compounds 1 and 2 were also carried out. The equilibrium geometry is obtained at the
B3LYP/6-31G(d,p) level for both bond lengths and bond angles. The vibrational frequency analysis by the B3LYP/6-
31G(d,p) method agrees satisfactorily with the experimental results. Any differences observed between the experimental and
computed values may be due to the fact that the computations were performed for a single molecule in the gas phase, whereas
the experimental values were recorded in the solid phase in the presence of intermolecular interactions. The lower HOMO-
LUMO band gap supports the bioactive property of the compounds.
The crystallographic data for the structural analysis of compounds 1 and 2 have been deposited with the Cambridge
Crystallographic Data Centre, CCDC No. for 1 is 1025267 and 1025410 for 2. Copy of this information may be obtained free
of charge from the Director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (Tel.:þ44 (0) 1223 762911; E-mail:
kamila@ccdc.cam.ac.uk).
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