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The electronic structure of the C2H4O···2HF tri-molecular heterocyclic hydrogen-bonded complex: a theoretical study

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Abstract

The geometries of three isomers of the C2H4O···2HF tri-molecular heterocyclic hydrogen-bonded complex were examined through B3LYP/aug-cc-pVDZ calculations. Analysis of structural parameters, determination of CHELPG (charge electrostatic potential grid) intermolecular charge transfer, interpretation of infrared stretching modes, and Bader’s atoms in molecules (AIM) theory calculations was carried out in order to characterize the hydrogen bonds in each isomer of the C2H4O···2HF complex. The most stable structure was determined through the identification of hydrogen bonds between C2H4O and HF, (O···H), as well as in the hydrofluoric acid dimer, (HFD–R···HFD). However, the existence of a tertiary interaction (Fλ···Hα) between the fluoride of the second hydrofluoric acid and the axial hydrogen atoms of C2H4O was decisive in the identification of the preferred configuration of the C2H4O···2HF system.

Geometries of three isomers of the C2H4O···2HF tri-molecular heterocyclic hydrogen-bonded complex

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Acknowledgments

The authors gratefully acknowledge the partial financial support from the Brazilian Funding agencies CAPES and CNPq.

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Authors and Affiliations

  1. Departamento de Química, Universidade Federal da Paraíba, 58036–300, João Pessoa, PB, Brazil

    Boaz G. de Oliveira, Regiane C. M. U. Araújo, Francisco F. Chagas & Antônio B. Carvalho

  2. Departamento de Química Fundamental, Universidade Federal de Pernambuco, 50739–901, Recife, PE, Brazil

    Mozart N. Ramos

Authors
  1. Boaz G. de Oliveira
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  2. Regiane C. M. U. Araújo
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  3. Francisco F. Chagas
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  4. Antônio B. Carvalho
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  5. Mozart N. Ramos
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Corresponding author

Correspondence to Boaz G. de Oliveira.

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de Oliveira, B.G., Araújo, R.C.M.U., Chagas, F.F. et al. The electronic structure of the C2H4O···2HF tri-molecular heterocyclic hydrogen-bonded complex: a theoretical study. J Mol Model 14, 949–955 (2008). https://doi.org/10.1007/s00894-008-0337-5

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  • DOI: https://doi.org/10.1007/s00894-008-0337-5

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