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July 15, 2013Journal of Chemical Theory and Computation490 citations

Are Bond Critical Points Really Critical for Hydrogen Bonding?

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JLJoseph R. LaneJCJulia Contreras‐GarcíaJPJean‐Philip Piquemal

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Abstract

Atoms in Molecules (AIM) theory is routinely used to assess hydrogen bond formation; however its stringent criteria controversially exclude some systems that otherwise appear to exhibit weak hydrogen bonds. We show that a regional analysis of the reduced density gradient, as provided by the recently introduced Non-Covalent Interactions (NCI) index, transcends AIM theory to deliver a chemically intuitive description of hydrogen bonding for a series of 1,n-alkanediols. This regional definition of interactions overcomes the known caveat of only analyzing electron density critical points. In other words, the NCI approach is a simple and elegant generalization of the bond critical point approach, which raises the title question. Namely, is it the presence of an electron density bond critical point that defines a hydrogen bond or the general topology in the region surrounding it?

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Cite This Study

Lane et al. (2013) studied this question.

synapsesocial.com/papers/69d78adad84d071b73f306e7https://doi.org/10.1021/ct400420r
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