Synthesis, FT-IR, structural, thermochemical, electronic absorption spectral, and NLO analysis of the novel 10-methoxy-10-furo[3,2-]chromeno[2,3-][1,3]thiazolo[5,4-]pyridine-2,10(3)-dione (MFCTP): a DFT/TD-DFT study.

Chemical transformation of 4-methoxy-5-oxo-5-furo[3,2-]chromene-6-carbonitrile (1) with 1,3-thiazolidine-2,4-dione (2) in boiling ethanol containing piperidine afforded the novel 10-methoxy-10-furo[3,2-]chromeno[2,3-][1,3]thiazole[5,4-]pyridine-2,10(3)-dione (3, MFCTP). The chemical structure of the synthesized compound was established elemental analysis and spectral data. FT-IR spectroscopy was performed in the range of 400-4000 cm for the vibrational spectral analysis of MFCTP. The GIAO method was employed to calculate the values of H and C NMR chemical shifts theoretically, which were consistent with the experimental chemical shifts. The molecule (3, MFCTP) has two stable structures, as determined from the potential energy curve. The S1 structure is the most stable conformer of (3, MFCTP) according to the computational results. The density functional theory (DFT) and HF calculations and different basis set combinations based on the structure optimizations and normal coordinate force field were interpreted with the aid of the molecular structure, fundamental vibrational frequencies, and intensities of the vibrational bands. The potential energy distribution (PED) was determined based on the complete vibrational wavenumber assignments. The calculated spectra of the title compound were in agreement with the observed spectra. The scaled B3LYP/6-311++G(d,p) results exhibited better agreement with the experimental values compared to the other method used. The time-dependent density functional theory (TD-DFT) was employed to calculate the energy and oscillator strength and supplement the experimental findings. Also, it was performed and the results interpreted the molecular electrostatic potential, nonlinear optical and thermodynamic properties, and Mulliken and natural charges of the title compound. DFT calculations were performed to study the structure-activity relationship (SAR) and compared with the experimental antimicrobial results for compound (3, MFCTP).