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Quantitative investigation on the intermolecular interactions present in 8-(4-ethoxyphenyl)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione with insight from interaction energies, energy framework, electrostatic potential map and fingerprint analysis

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Abstract

In this study, we have performed a detailed quantitative analysis of the different intermolecular interactions present in 8-(4-ethoxyphenyl)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (I). The molecule crystallizes in the P-1 space group with one molecule in the asymmetric unit. The molecule had a layered crystal packing wherein the molecular sheets are primarily formed by hydrogen bonds and the stabilization is dominated via the electrostatic energy contribution. This molecular sheet is then interconnected to other similar sheets via different stacking motifs with significant contribution from dispersion energy components.

Graphic Abstract

The quantitative investigation of intermolecular interactions in a xanthine derivative reveals that there is an anisotropic distribution of interaction energies (coulombic and dispersion) along different directions, indicating possible applications of this class of molecules in the design of new materials.

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Acknowledgements

RS thanks DST-INSPIRE for PhD Fellowship. DC thanks IISER Bhopal for infrastructural and research facilities.

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Authors and Affiliations

  1. Crystallography and Crystal Chemistry Laboratory, Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal By-Pass Road, Bhopal, 462 066, Madhya Pradesh, India

    Rahul Shukla & Deepak Chopra

  2. Defence Research and Development Establishment (DRDE), Gwalior, 474 002, Madhya Pradesh, India

    Prabal Bandopadhyay & Manisha Sathe

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  1. Rahul Shukla
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  2. Prabal Bandopadhyay
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  3. Manisha Sathe
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  4. Deepak Chopra
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Correspondence to Deepak Chopra.

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Shukla, R., Bandopadhyay, P., Sathe, M. et al. Quantitative investigation on the intermolecular interactions present in 8-(4-ethoxyphenyl)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione with insight from interaction energies, energy framework, electrostatic potential map and fingerprint analysis. J Chem Sci 132, 19 (2020). https://doi.org/10.1007/s12039-019-1726-2

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  • DOI: https://doi.org/10.1007/s12039-019-1726-2

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