| Summary: | We have synthesized 2,5-diformyl-1H-pyrrole bis(methan-1-yl-1-ylidene)dimalonohydrazone (DPBMD) and characterized by elemental analysis, FT-IR, UV–Vis, Mass, 1H and 13C NMR spectroscopy. Theoretical calculations were performed by ab initio RHF and density functional theory (DFT)/B3LYP method, 6-31G(d,p) and 6-311++G(d,p) basis sets. The calculated scaled vibrational frequency values have been compared with experimental FT-IR spectrum. The calculated result shows excellent agreement between experimental and calculated frequencies at B3LYP method and 6-311++G(d,p) basis set. The thermodynamics properties, NBO, nonlinear optical properties and mulliken charges of DPBMD have also been analyzed. Involvement of nitrogen [N8/N18] and [N14/N24] lone pairs of electron with [π∗(C9–O10), π∗(C6–N7)/π∗(C16–N17), π∗(C19–O20)] and [(π∗(C12–O13)/π∗(C22–O23)] leads to an enormous stabilization of 84.6/84.6 and 64.1/64.1 kcal/mol of the molecule. A combined experimental and theoretical stretching wavenumber symmetric (3003, 3332 cm−1) and asymmetric (3276, 3398 cm−1) analysis confirms free NH2 groups in DPBMD. The calculated first hyperpolarizability (β0 = 5.80 × 10−30 esu) at B3LYP method and 6-311++G(d,p) basis sets indicates that DPBMD can be used as an attractive material for non-linear optical. The electronic descriptor analysis indicates that DPBMD is a good precursor for heterocyclic synthesis and as ligand for metal complex formation. The preliminary bioassay suggested that the DPBMD compound exhibits relatively good antibacterial and fungicidal activity against Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, Streptococcus pyogenes, Candida albicans, and Aspergillus niger. Keywords: NMR spectroscopy, IR spectroscopy, DFT, NBO
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