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Growth, crystal structure, Hirshfeld surface analysis, DFT studies, physicochemical characterization, and cytotoxicity assays of novel organic triphosphate

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Abstract

A novel organic–inorganic hybrid compound, named (1-phenylpiperazinium) trihydrogen triphosphate, with the formula (C10H15N2)2H3P3O10 has been obtained by low speed of evaporation of a mixture of an alcoholic solution of 1-phenylpiperazine and triphosphoric acid H5P3O10 at room temperature after using the ion exchange chemical procedure. To carry out a detailed crystallographic structure analysis, single-crystal X-ray diffraction has been reported. In the molecular arrangement, the different entities are held together through N–H…O, O–H…O, and C-H…O hydrogen bonds, building up a three-dimensional packing. Powder X-ray diffraction analysis is acquired to confirm the purity of the product. The nature and the proportion of intermolecular interactions were investigated by Hirshfeld surface analysis. In order to support the experimental results, a density functional theory (DFT) calculation was performed, using the Becke-3-parameter-Lee–Yang–Parr (B3LYP) function with LANL2DZ basis set, and the data indicate much agreement between the experimental and the theoretical results. Thus, the physicochemical properties were studied employing a variety of techniques (FTIR, NMR, UV–visible, and photoluminescence). To get an insight of the possible employment of the present material in biology, cell viability assays were performed.

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Abbreviations

DFT:

Density functional theory

ORTEP:

Oak Ridge Thermal Ellipsoid Plot

ID:

Distortion indices

HOMO:

Highest occupied molecular orbital

LUMO:

Lowest unoccupied molecular orbital

MEP:

Molecular electrostatic potential

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Funding

This work is supported by the Tunisian National Ministry of Higher Education and Scientific Research.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Sciences of Bizerte, Carthage University, 7021, Zarzouna, Tunisia

    Yathreb Oueslati & Wajda Smirani Sta

  2. Department of Fundamental Sciences, Faculty of Engineering, Samsun University, 55420, Samsun, Turkey

    Sevgi Kansız

  3. Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, 55139, Samsun, Turkey

    Necmi Dege

  4. Department of Chemistry, Institute for Molecular Recognition and Technological Development (IDM), Polytechnic University of Valencia, Camino de Vera s/n, 46022, Valencia, Spain

    Cristina de la Torre Paredes, Antoni Llopis-Lorente & Ramón Martínez-Máñez

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  1. Yathreb Oueslati
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  2. Sevgi Kansız
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Contributions

Y.O. synthesized the compound, discussed the results, and wrote the manuscript, S.K. and N.D. performed the DFT calculations, C.T.P helped in the cytotoxicity assays, A.L.L. carried out the NMR experiments, R.M.M. reviewed the manuscript, and W.S. supervised the work and corrected the manuscript.

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Correspondence to Wajda Smirani Sta.

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894_2022_5047_MOESM1_ESM.docx

Supplementary file1 (DOCX 587 KB) Crystallographic data for the title compound have been deposited at the Cambridge Crystallographic Data Center as supplementary publication (CCDC 1976355). These data can be obtained free of charge at www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Center, 12, Union Road, Cambridge CB2 1EZ, UK; fax: +44 1223/336 033; mailto: deposit@ccdc.cam.ac.uk).

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Oueslati, Y., Kansız, S., Dege, N. et al. Growth, crystal structure, Hirshfeld surface analysis, DFT studies, physicochemical characterization, and cytotoxicity assays of novel organic triphosphate. J Mol Model 28, 65 (2022). https://doi.org/10.1007/s00894-022-05047-5

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