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Crystal structure, supramolecular assembly exploration by Hirshfeld surface analysis and DFT inspection of the synthesized functionalized crystalline anilide

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Abstract

The current research work is about the synthesis of functionalized crystalline anilide, i.e., (Z)-4-((2-nitrophenyl)amino)-4-oxobut-2-enoic acid (NAOB) and its experimental and theoretical investigation. The single-crystal X-rays diffraction technique is employed for the crystal structure determination. The crystal structure of NAOB is compared with two closely related crystal structures of the literature that contain nitro group at the para position of the phenyl ring. The supramolecular assembly was thoroughly explored by Hirshfeld surface analysis. The most probable contact for the crystal packing interactions was determined by enrichment ratio analysis. The crystal packing environment was explored by the interaction energy between the molecular pairs. Energy frameworks were computed to understand the topology of the single crystal of the compound NAOB. Void analysis was performed to check the strength of the crystal packing. In order to visualize the relative polarity and active sites of crystal structure, molecular electrostatic potential (MEP) study was performed. The DFT-based calculated results were found in agreement with the experimental results.

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Authors and Affiliations

  1. Department of Physics, University of Sargodha, Sargodha, 40100, Pakistan

    Muhammad Ashfaq, Muhammad Nawaz Tahir & Muhammad Ahmed

  2. Department of Chemical and Biomolecular Engineering, University of California Irvine, Irvine, CA, 92697, USA

    Georgii Bogdanov

  3. Department of Chemistry, Government College University Faisalabad, Faisalabad, 38000, Pakistan

    Akbar Ali

  4. South China University of Technology, Material Science and Engineering, Guangzgou, China

    Gulzar Ahmed

  5. Department of Chemistry, University of Mianwali, Mianwali, 42200, Pakistan

    Anees Abbas

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  1. Muhammad Ashfaq
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Ashfaq, M., Tahir, M.N., Bogdanov, G. et al. Crystal structure, supramolecular assembly exploration by Hirshfeld surface analysis and DFT inspection of the synthesized functionalized crystalline anilide. J IRAN CHEM SOC 20, 3147–3159 (2023). https://doi.org/10.1007/s13738-023-02904-9

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