Green Synthesis, SC-XRD, Non-Covalent Interactive Potential and Electronic Communication via DFT Exploration of Pyridine-Based Hydrazone

Ali, Akbar; Khalid, Muhammad; Abid, Saba; Tahir, Muhammad Nawaz; Iqbal, Javed; Ashfaq, Muhammad; Kanwal, Fariha; Lu, Changrui; Rehman, Muhammad Fayyaz ur

doi:10.3390/cryst10090778

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Green Synthesis, SC-XRD, Non-Covalent Interactive Potential and Electronic Communication via DFT Exploration of Pyridine-Based Hydrazone

by

Akbar Ali

^1,2,3,*,†

,

Muhammad Khalid

^4,†,

Saba Abid

⁴,

Muhammad Nawaz Tahir

⁵

,

Javed Iqbal

⁶,

Muhammad Ashfaq

⁵

,

Fariha Kanwal

⁷,

Changrui Lu

^1,* and

Muhammad Fayyaz ur Rehman

³

¹

Department of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620, China

²

Department of Chemistry, University of Malakand, Chakdara, Lower Dir, Khyber Pakhtunkhwa 18800, Pakistan

³

Department of Chemistry, University of Sargodha, Sargodha 40100, Pakistan

⁴

Department of Chemistry, Khwaja Fareed University of Engineering & Information Technology, Rahim Yar Khan 64200, Pakistan

⁵

Department of Physics, University of Sargodha, Sargodha, Punjab 40100, Pakistan

⁶

Department of Chemistry, University of Agriculture, Faisalabad 38000, Pakistan

⁷

Med-X Research Institute, School of Biomedical Engineering, Shanghai Jiao Tong University, Shanghai 200240, China

^*

Authors to whom correspondence should be addressed.

^†

Both authors contributed equally to this work.

Crystals 2020, 10(9), 778; https://doi.org/10.3390/cryst10090778

Submission received: 19 July 2020 / Revised: 17 August 2020 / Accepted: 28 August 2020 / Published: 2 September 2020

(This article belongs to the Special Issue Non-covalent Interactions in Coordination and Organometallic Chemistry)

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Abstract

Ultrasound-based synthesis at room temperature produces valuable compounds greener and safer than most other methods. This study presents the sonochemical fabrication and characterization of a pyridine-based halogenated hydrazone, (E)-2-((6-chloropyridin-2-yl)oxy)-N′-(2-hydroxybenzylidene) acetohydrazide (HBPAH). The NMR spectroscopic technique was used to determine the structure, while SC-XRD confirmed its crystalline nature. Our structural studies revealed that strong, inter-molecular attractive forces stabilize this crystalline organic compound. Moreover, the compound was optimized at the B3LYP/6-311G(d,p) level using the Crystallographic Information File (CIF). Natural bonding orbital (NBO) and natural population analysis (NPA) were performed at the same level using optimized geometry. Time-dependent density functional theory (DFT) was performed at the B3LYP/6-311G (d,p) method to calculate the frontier molecular orbitals (FMOs) and molecular electrostatic potential (MEP). The global reactivity descriptors were determined using HOMO and LUMO energy gaps. Theoretical calculations based on the Quantum Theory of Atoms in Molecules (QT-AIM) and Hirshfeld analyses identified the non-covalent and covalent interactions of the HBPAH compound. Consequently, QT-AIM and Hirshfeld analyses agree with experimental results.

Keywords: hydrazones; sonochemical-based synthesis; single-crystal analysis; non-covalent interaction; Hirshfeld surface study

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MDPI and ACS Style

Ali, A.; Khalid, M.; Abid, S.; Tahir, M.N.; Iqbal, J.; Ashfaq, M.; Kanwal, F.; Lu, C.; Rehman, M.F.u. Green Synthesis, SC-XRD, Non-Covalent Interactive Potential and Electronic Communication via DFT Exploration of Pyridine-Based Hydrazone. Crystals 2020, 10, 778. https://doi.org/10.3390/cryst10090778

AMA Style

Ali A, Khalid M, Abid S, Tahir MN, Iqbal J, Ashfaq M, Kanwal F, Lu C, Rehman MFu. Green Synthesis, SC-XRD, Non-Covalent Interactive Potential and Electronic Communication via DFT Exploration of Pyridine-Based Hydrazone. Crystals. 2020; 10(9):778. https://doi.org/10.3390/cryst10090778

Chicago/Turabian Style

Ali, Akbar, Muhammad Khalid, Saba Abid, Muhammad Nawaz Tahir, Javed Iqbal, Muhammad Ashfaq, Fariha Kanwal, Changrui Lu, and Muhammad Fayyaz ur Rehman. 2020. "Green Synthesis, SC-XRD, Non-Covalent Interactive Potential and Electronic Communication via DFT Exploration of Pyridine-Based Hydrazone" Crystals 10, no. 9: 778. https://doi.org/10.3390/cryst10090778

APA Style

Ali, A., Khalid, M., Abid, S., Tahir, M. N., Iqbal, J., Ashfaq, M., Kanwal, F., Lu, C., & Rehman, M. F. u. (2020). Green Synthesis, SC-XRD, Non-Covalent Interactive Potential and Electronic Communication via DFT Exploration of Pyridine-Based Hydrazone. Crystals, 10(9), 778. https://doi.org/10.3390/cryst10090778

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Green Synthesis, SC-XRD, Non-Covalent Interactive Potential and Electronic Communication via DFT Exploration of Pyridine-Based Hydrazone

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