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Pure and Applied Chemistry

The Scientific Journal of IUPAC

Ed. by Burrows, Hugh / Weir, Ron / Stohner, Jürgen

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Volume 83, Issue 8 (Jul 2011)

Issues

Defining the hydrogen bond: An account (IUPAC Technical Report)

Elangannan Arunan
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  • Department of Inorganic and Physical Chemistry, Indian Institute of Science, Bangalore 560012, India
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/ Gautam R. Desiraju
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  • Solid State and Structural Chemistry Unit, Indian Institute of Science, Bangalore 560012, India
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/ Roger A. Klein / Joanna Sadlej
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  • Department of Chemistry, Laboratory of Intermolecular Interactions, University of Warsaw, Warsaw, PL-02093, Poland
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/ Steve Scheiner
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  • Department of Chemistry and Biochemistry, 0300 Old Main Hall, Utah State University, Logan, UT 84322, USA
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/ Ibon Alkorta
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  • Medicinal Chemistry Institute, Juan de la Cierva 3, Madrid E-28006, Spain
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/ David C. Clary
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  • Department of Physical and Theoretical Chemistry, Oxford University, South Parks Road, Oxford OX1 3QZ, UK
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/ Robert H. Crabtree
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  • Department of Chemistry, 225 Prospect Street, Yale University, New Haven, CT 06511-8499 USA
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/ Joseph J. Dannenberg
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  • Department of Chemistry and Biochemistry, City University of New York, Hunter College, 695 Park Avenue, New York, NY 10065, USA
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/ Pavel Hobza
  • Corresponding author
  • Department of Inorganic and Physical Chemistry, Indian Institute of Science, Bangalore 560012, India
  • Institute of Organic and Biochemistry, Academy of Sciences of Czech Republic, Flemingovo nam 2, Praha CZ 16610, Czech Republic
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/ Henrik G. Kjaergaard
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  • Department of Inorganic and Physical Chemistry, Indian Institute of Science, Bangalore 560012, India
  • Department of Chemistry, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen Ø, Denmark
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/ Anthony C. Legon
  • Corresponding author
  • Department of Inorganic and Physical Chemistry, Indian Institute of Science, Bangalore 560012, India
  • School of Chemistry, University of Bristol, Bristol BS8 1TS, UK
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/ Benedetta Mennucci
  • Corresponding author
  • Department of Inorganic and Physical Chemistry, Indian Institute of Science, Bangalore 560012, India
  • Department of Chemistry, University of Pisa, Via Risorgimento 35 Pisa 1-56125, Italy
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/ David J. Nesbitt
  • Corresponding author
  • Department of Inorganic and Physical Chemistry, Indian Institute of Science, Bangalore 560012, India
  • Department of Chemistry and Biochemistry, University of Colorado, Boulder, CO 80309, USA
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Published Online: 2011-07-08 | DOI: https://doi.org/10.1351/PAC-REP-10-01-01

The term “hydrogen bond” has been used in the literature for nearly a century now. While its importance has been realized by physicists, chemists, biologists, and material scientists, there has been a continual debate about what this term means. This debate has intensified following some important experimental results, especially in the last decade, which questioned the basis of the traditional view on hydrogen bonding. Most important among them are the direct experimental evidence for a partial covalent nature and the observation of a blue-shift in stretching frequency following XH···Y hydrogen bond formation (XH being the hydrogen bond donor and Y being the hydrogen bond acceptor). Considering the recent experimental and theoretical advances, we have proposed a new definition of the hydrogen bond, which emphasizes the need for evidence. A list of criteria has been provided, and these can be used as evidence for the hydrogen bond formation. This list is followed by some characteristics that are observed in typical hydrogen-bonding environments.

Keywords: bonding; electrostatic interactions; hydrogen bonding; IUPAC Physical and Biophysical Chemistry Division; molecular interactions; noncovalent interactions

Project Year: 2004, Project Code: 2004-026-2-100

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About the article

Published Online: 2011-07-08

Published in Print: 2011-07-08


Citation Information: Pure and Applied Chemistry, ISSN (Online) 1365-3075, ISSN (Print) 0033-4545, DOI: https://doi.org/10.1351/PAC-REP-10-01-01.

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European Journal of Pharmaceutical Sciences, 2012, Volume 47, Number 2, Page 325
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Journal of Molecular Structure, 2012, Volume 1023, Page 163
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The Journal of Physical Chemistry B, 2012, Volume 116, Number 16, Page 4921
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Computational and Theoretical Chemistry, 2012, Volume 988, Page 75
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The Journal of Physical Chemistry A, 2012, Volume 116, Number 1, Page 452
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