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Study of hydrogen-bonded clusters of 2-methoxyphenol–water

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Abstract

Various hydrogen-bonded clusters of 2-methoxyphenol (2MP) with water have been analyzed using ab initio methods and Atoms in Molecules (AIM) theory. The intramolecular hydrogen bond energy (and enthalpy) for 2MP was evaluated from two different methods. The results of rotational barriers method are in better agreement with experimental data. Binding energies, vibrational frequencies and geometrical parameters were examined and compared for these complexes. It was shown that in the most stable complex, water acts both as a donor and an acceptor. The “bifurcated” complex was shown to be relatively stable based on energy values. Atoms in Molecules and Natural Bond Orbital (NBO) analysis were used to confirm the existence of hydrogen bonds and to compare the strengths of them. The results obtained from quantum mechanical, AIM and NBO calculations are in agreement with each other.

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Authors and Affiliations

  1. Department of Chemistry, K. N. Toosi university of Technology, P. O. Box 15875-4416, Tehran, Iran

    Seifollah Jalili & Mojdeh Akhavan

  2. Computational Physical Sciences Research Laboratory, Department of Nano-Science, Institute for Studies in Theoretical Physics and Mathematics (IPM), P.O. Box 19395-5531, Tehran, Iran

    Seifollah Jalili & Mojdeh Akhavan

Authors
  1. Seifollah Jalili
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  2. Mojdeh Akhavan
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Correspondence to Seifollah Jalili.

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Jalili, S., Akhavan, M. Study of hydrogen-bonded clusters of 2-methoxyphenol–water. Theor Chem Account 118, 947–957 (2007). https://doi.org/10.1007/s00214-007-0378-3

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  • DOI: https://doi.org/10.1007/s00214-007-0378-3

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