Synthesis of a new hydrazone-based schiff base: Spectroscopy, single crystal, DNA binding and theoretical studies

被引：0

作者：

Munawar, Khurram Shahzad ^{[1
,2
]}

Ali, Saqib ^{[3
]}

Shafiq, Iqra ^{[4
,5
]}

Ashfaq, Muhammad ^{[6
]}

Tahir, Muhammad Nawaz ^{[6
]}

Haq, Saadia ^{[4
,5
]}

Alhokbany, Norah ^{[7
]}

Ahmed, Sarfraz ^{[8
]}

机构：

[1] Institute of Chemistry, University of Sargodha, Sargodha,40100, Pakistan

[2] Department of Chemistry, University of Mianwali, Mianwali,42200, Pakistan

[3] Department of Chemistry, Quaid-i-Azam University, Islamabad,45320, Pakistan

[4] Institute of Chemistry, Khwaja Fareed University of Engineering & Information Technology, Rahim Yar Khan,64200, Pakistan

[5] Centre for Theoretical and Computational Research, Khwaja Fareed University of Engineering & Information Technology, Rahim Yar Khan,64200, Pakistan

[6] Department of Physics, University of Sargodha, Sargodha,40100, Pakistan

[7] Department of Chemistry, College of Science, King Saud University, Riyadh,11451, Saudi Arabia

[8] Wellman Center for Photomedicine, Harvard Medical School, Massachusetts General Hospital, Boston,MA,02114, United States

来源：

Journal of Molecular Structure | 2024年 / 1308卷

关键词：

Density functional theory;

D O I：

暂无

中图分类号：

学科分类号：

摘要：

A new thiosemicarbazide-based Schiff base (TSDHB) was synthesized from thiosemicarbazide and 2,3-dihydroxybenzaldehyde. The prepared thiosemicarbazone was characterized by elemental (CHN), FT-IR, 1H and 13C NMR techniques. Furthermore, the molecular structure was probed using the single-crystal X-ray diffraction (SC-XRD) technique, which confirmed the enol tautomeric form with two independent molecules in asymmetric unit. The dissimilarity between the molecular units was determined by molecular overlay plots. The various intermolecular interactions and solid-state assembly stabilization were explored by Hirshfeld surface analysis. Void analysis was executed to examine the mechanical stability of crystalline units. The bioactivity of thiosemicarbazone was probed with the help of its binding capacity with salmon sperm DNA (SS-DNA) by means of the absorption interaction method. Accompanied by biological activity, optoelectronic properties such as nonlinear optical properties of yielded crystal were also explored through the DFT approach at M06/6–311 G (d,p). For this, various kinds of investigations such as frontier molecular orbital (FMO), UV–Vis, global reactivity parameters (GRPs), transition density matrix (TDM), density of states (DOS), natural population analysis (NPA), and natural bond orbital analysis (NBO) were executed at M06 functional. A good agreement was examined between XRD and DFT findings of molecular geometric parameters. Notably, in comparison with urea, TSDHB demonstrated enhanced nonlinear optical properties (linear polarizability=4.766 × 10−23 esu and third-order hyperpolarizability=5.939 × 10−35 esu). These findings position TSDHB as a promising candidate for DNA binding as well as for photonic materials due to its unique molecular characteristics and enhanced nonlinear optical behavior. © 2024 Elsevier B.V.

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