Crystal Structure, Photophysical Study, Hirshfeld Surface Analysis, and Nonlinear Optical Properties of a New Hydroxyphenylamino Meldrum's Acid Derivative

The structural, photophysical, and vibrational properties of a new hydroxyphenylamino Meldrum's acid derivative, 3-((2-hydroxyphenylamino)methylene)-1,5-dioxaspiro[5.5]undecane-2,4-dione (HMD), were studied. The comparison of experimental and theoretical vibrational spectra can help understand basic vibration patterns and provides a better interpretation of IR spectra. The UV-Vis spectrum of HMD was computed using density functional theory (DFT)/B3LYP/6-311 G(d,p) basis set in the gas state, and the maximum wavelength was in accord with the experimental data. The molecular electrostatic potential (MEP) and Hirshfeld surface analysis confirmed O(1)-H(1A)center dot center dot center dot O(2) intermolecular hydrogen bonds in the HMD molecule. The natural bond orbital (NBO) analysis provided delocalizing interactions between pi ->pi* orbitals and n ->sigma*/pi* charge transfer transitions. Finally, the thermal gravimetric (TG)/differential scanning calorimeter (DSC) and the non-linear optical (NLO) properties of HMD were also reported.

Automated summary

The structural, photophysical, and vibrational properties of a new hydroxyphenylamino Meldrum's acid derivative, HMD, were studied. Comparing experimental and theoretical vibrational spectra helps interpret IR spectra. The UV-Vis spectrum of HMD was computed and matched the experimental data. The molecular electrostatic potential analysis confirmed intermolecular hydrogen bonds in the HMD molecule, and the NBO analysis provided information about charge transfer transitions. The thermal gravimetric and non-linear optical properties of HMD were also reported.