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Investigation of Dihydrogen Bonded Interaction in X3CH⋅⋅⋅HNa, X2CH2⋅⋅⋅HNa (X = F, Cl, and Br) Binary and Ternary Complexes: A DFT and DFT-D3 Approach

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Abstract

A theoretical study was conducted to investigate the dihydrogen and alkali-halogen bonding in binary X3CH⋅⋅⋅HNa, X2CH2⋅⋅⋅HNa and ternary complexes 2(X3CH)⋅⋅⋅HNa, 2(X2CH2)⋅⋅⋅HNa (where X = F, Cl, Br). The computations were performed using the B3LYP method with different basis sets, namely pople’s (6-311++G**) and dunning type (aug-cc-pVDZ and aug-cc-pVTZ). Additionally, dispersion-corrected density functional theory calculations were carried out for all the structures. The interpretation of structural parameters through interaction energy revealed that Br3CH⋅⋅⋅HNa complex has the shortest binding distance with more interaction energy. The results illustrate that the H⋅⋅⋅H interaction is strengthened in the ternary complexes compared to binary. The vibrational analysis divulged that C–H and H–Na stretching frequencies are blue and red shifted upon dihydrogen bond formation. Moreover, natural bond orbital (NBO), quantum theory of atoms in molecule (QTAIM), non-covalent interaction (NCI)–reduced density gradient (RDG) analysis were carried out to understand the nature of intermolecular interactions, followed by the molecular electrostatic potential (MEP) analysis which confirm the existence of non-covalent interaction between C‒H and H–Na bonds.

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REFERENCES

  1. S. Amiri, A. Zabardasti, and S. Farhadi, Chem. Pap. 73, 1447 (2019).

    Article  CAS  Google Scholar 

  2. Y. Li, L. Zhang, S. Du, F. de Ren, and W. Liang Wang, Comput. Theor. Chem. 977, 201 (2011).

    Article  CAS  Google Scholar 

  3. B. G. Oliveira, C. R. Chim. 19, 995 (2016).

    Article  CAS  Google Scholar 

  4. P. D. Duraisamy, P. Gopalan, and A. Angamuthu, Chem. Pap. 74, 1609 (2020).

    Article  CAS  Google Scholar 

  5. J. C. Lee, E. Peris, A. L. Rheingold, and R. H. Crabtree, J. Am. Chem. Soc. 116, 11014 (1994).

    Article  CAS  Google Scholar 

  6. A. J. Lough, S. Park, R. Ramachandran, and R. H. Morris, J. Am. Chem. Soc. 116, 8356 (1994).

    Article  CAS  Google Scholar 

  7. R. Custelcean and J. E. Jackson, Chem. Rev. 101, 1963 (2001).

    Article  CAS  PubMed  Google Scholar 

  8. I. Alkorta, J. De, V. Cier, M. Ya, and J. E. Del Bene, J. Phys. Chem. A 106, 9325 (2002).

    Article  CAS  Google Scholar 

  9. J. G. Planas, C. Viñas, F. Teixidor, A. Comas-Vives, G. Ujaque, and A. Lledós, J. Am. Chem. Soc. 127, 15976 (2005).

    Article  CAS  PubMed  Google Scholar 

  10. K. Verma and K. S. Viswanathan, Phys. Chem. Chem. Phys. 19, 19067 (2017).

    Article  CAS  PubMed  Google Scholar 

  11. G. N. Patwari, T. Ebata, and N. Mikami, J. Chem. Phys. 114, 8877 (2001).

    Article  Google Scholar 

  12. P. Lipkowski, S. J. Grabowski, T. L. Robinson, and J. Leszczynski, J. Phys. Chem. A 108, 10865 (2004).

    Article  CAS  Google Scholar 

  13. W. Zierkiewicz and P. Hobza, Phys. Chem. Chem. Phys. 6, 5288 (2004).

    Article  CAS  Google Scholar 

  14. P. D. Duraisamy, P. Gopalan, and A. Angamuthu, Monatsh. Chem. 151, 1569 (2020).

    Article  CAS  Google Scholar 

  15. B. G. Oliveira, Comput. Theor. Chem. 998, 173 (2012).

    Article  CAS  Google Scholar 

  16. C. R. Fuson and B. A. Bull, Chem. Rev. 15, 3 (1934).

    Article  Google Scholar 

  17. H. Qian, Y. L. Lin, B. Xu, L. P. Wang, Z. C. Gao, and N. Y. Gao, Chem. Eng. J. 349, 849 (2018).

    Article  CAS  Google Scholar 

  18. H. L. Hassinger, R. M. Soll, and G. W. Gribble, Tetrahedron Lett. 39, 3095 (1998).

    Article  CAS  Google Scholar 

  19. J. Friedrich, S. Wettmarshausen, and M. Hennecke, Surf. Coat. Technol. 203, 3647 (2009).

    Article  CAS  Google Scholar 

  20. S. Saravanan, V. Nagarajan, A. Srivastava, and R. Chandiramouli, Int. J. Environ. Anal. Chem., 0306 (2019).

  21. M. Protocol, C. Cao, Y. Chen, Y. Wu, and E. Deumens, Int. J. Quantum Chem. 111, 4020 (2011).

    Article  Google Scholar 

  22. B. Hui Li, W. Jing Shi, and F. de Ren, Comput. Theor. Chem. 1020, 81 (2013).

    Article  Google Scholar 

  23. E. Cubero, M. Orozco, and F. J. Luque, Chem. Phys. Lett. 310, 445 (1999).

    Article  CAS  Google Scholar 

  24. B. G. Oliveira, Comput. Theor. Chem. 998, 173 (2012).

    Article  CAS  Google Scholar 

  25. Y. Mao, P. R. Horn, N. Mardirossian, T. Head-Gordon, C. K. Skylaris, and M. Head-Gordon, J. Chem. Phys. 145 (2016).

  26. C. Lee, C. Hill, and N. Carolina, Chem. Phys. Lett. 162, 165 (1989).

    Article  Google Scholar 

  27. A. D. Becke, J. Chem. Phys. 104, 1040 (1996).

    Article  CAS  Google Scholar 

  28. S. F. Boys and F. Bernardi, Mol. Phys. 19, 553 (1970).

    Article  CAS  Google Scholar 

  29. A. E. Reed, L. A. Curtiss, and F. Weinhold, Chem. Rev. 88, 899 (1988).

    Article  CAS  Google Scholar 

  30. R. F. W. Bader, Chem. Rev. 91, 893 (1991).

    Article  CAS  Google Scholar 

  31. T. Lu and F. Chen, J. Comput. Chem. 33, 580 (2012).

    Article  PubMed  Google Scholar 

  32. W. Humphrey, A. Dalke, and K. Schulten, J. Mol. Graph. 14, 33 (1996).

    Article  CAS  PubMed  Google Scholar 

  33. G. A. Zhurko, ChemCraft, Vers. 1.8. http://www.chemcraftprog.com.

  34. M. J. Frisch et al., Gaussian 09, Revision B.01 (Gaussian Inc., Wallingford, CT, 2009).

    Google Scholar 

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ACKNOWLEDGMENTS

The authors gratefully thankful to “Bioinformatics resources and applications facility (BRAF), C-DAC, Pune” for providing the computational facilities for this work. Also, acknowledge the offering workstation from Computer Technology Centre (CTC) at KITS.

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This work was supported by ongoing institutional funding. No additional grants to carry out or direct this particular research were obtained.

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Authors and Affiliations

  1. Department of Physics, Karunya Institute of Technology and Sciences, 641114, Coimbatore, Tamilnadu, India

    Parimala devi Duraisamy, S. Prince Makarios Paul, R. Jeba Beula & Abiram Angamuthu

  2. Department of Physics, PSGR Krishnammal College for Women, 641004, Coimbatore, Tamilnadu, India

    Praveena Gopalan

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  1. Parimala devi Duraisamy
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  2. S. Prince Makarios Paul
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  3. Praveena Gopalan
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  5. Abiram Angamuthu
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Correspondence to Abiram Angamuthu.

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devi Duraisamy, P., Prince Makarios Paul, S., Gopalan, P. et al. Investigation of Dihydrogen Bonded Interaction in X3CH⋅⋅⋅HNa, X2CH2⋅⋅⋅HNa (X = F, Cl, and Br) Binary and Ternary Complexes: A DFT and DFT-D3 Approach. Russ. J. Phys. Chem. 97, 3068–3080 (2023). https://doi.org/10.1134/S0036024423130277

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