Experimental and theoretical exploration on single crystal, structural, and quantum chemical parameters of ( E )‐7‐(arylidene)‐1,2,6, 7‐tetrahydro‐8 H ‐indeno[5,4‐ b ]furan‐8‐one derivatives: A comparative study

• Published in: Journal of the Chinese Chemical Society (Taipei) 2020-10, Vol.67 (10), p.1763-1777
• Main Authors: Adole, Vishnu A., Jagdale, Bapu S., Pawar, Thansing B., Sawant, Arun B.
• Format: Article
• Language: English
• ISSN: 0009-4536; 2192-6549
• DOI: 10.1002/jccs.202000006

In the present research work, biologically important halogen‐substituted ( E )‐7‐(arylidene)‐1,2,6,7‐tetrahydro‐8 H ‐indeno[5,4‐ b ]furan‐8‐one derivatives are studied from a structural investigation point of view. For a detailed molecular structure description, some quantum‐chemical calculations were performed by using the density functional theory method with a basis set 6–311++G(d,p). The optimized molecular geometry, bond length, atomic charges, bond angle, and harmonic vibrational frequencies have been investigated. The quantum and structural entities such as total energy, electron density distribution in highest occupied molecular orbital and lowest unoccupied molecular orbital, charge distribution, electronegativity, absolute hardness ( η ), softness, electrophilicity, chemical potential, and charge transfer in molecules (Δ N max ) have been computed using 6–311++G(d,p) basis set. Importantly, single‐crystal analysis study for ( E )‐7‐(2‐chlorobenzylidene)‐1,2,6,7‐tetrahydro‐8 H ‐indeno[5,4‐ b ]furan‐8‐one (CBIF) has been presented. The single‐crystal examination reveals CBIF has triclinic crystal lattice with nonclassical intermolecular short contact interactions. The vibrational wavenumbers are calculated and the scaled values are compared with the experimental FT‐IR spectrum. Furthermore, the molecular electrostatic potential (MEP) and some thermodynamic functions were also explored using computational work. The theoretical geometrical parameters have been compared with the experimental results obtained from the single‐crystal examination.