Literature DB >> 26584086

Are Bond Critical Points Really Critical for Hydrogen Bonding?

Joseph R Lane1, Julia Contreras-García2, Jean-Philip Piquemal2, Benjamin J Miller3, Henrik G Kjaergaard4.   

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?

Entities:  

Year:  2013        PMID: 26584086     DOI: 10.1021/ct400420r

Source DB:  PubMed          Journal:  J Chem Theory Comput        ISSN: 1549-9618            Impact factor:   6.006


  36 in total

1.  Conformational analysis and intramolecular hydrogen bonding of cis-3-aminoindan-1-ol: a quantum chemical study.

Authors:  Djaffar Kheffache; Hind Guemmour; Azzedine Dekhira; Ahmed Benaboura; Ourida Ouamerali
Journal:  J Mol Model       Date:  2013-09-13       Impact factor: 1.810

2.  On bond-critical points in QTAIM and weak interactions.

Authors:  Christian R Wick; Timothy Clark
Journal:  J Mol Model       Date:  2018-05-31       Impact factor: 1.810

3.  Microsolvation and hydration enthalpies of CaS2O3(H2O)(n) (n = 0-19) and S2O3(2-)(H2O)(n) (n = 0-16): an ab initio study.

Authors:  Victor M Rosas-García; Isabel del Carmen Sáenz-Tavera; María del Rosario Rojas-Unda
Journal:  J Mol Model       Date:  2015-03-28       Impact factor: 1.810

4.  Effect of external electric field on C-X ··· π halogen bonds.

Authors:  Ahmet Tokatlı; Fatmagül Tunç; Fatih Ucun
Journal:  J Mol Model       Date:  2019-02-08       Impact factor: 1.810

5.  Non-covalent interactions from a Quantum Chemical Topology perspective.

Authors:  Paul L A Popelier
Journal:  J Mol Model       Date:  2022-08-25       Impact factor: 2.172

6.  A computational study of the inclusion of β-cyclodextrin and nicotinic acid: DFT, DFT-D, NPA, NBO, QTAIM, and NCI-RDG studies.

Authors:  Houdhaifa R Belhouchet; Tahar Abbaz; Amel Bendjedou; Abdelkrim Gouasmia; Didier Villemin
Journal:  J Mol Model       Date:  2022-10-08       Impact factor: 2.172

Review 7.  Transition Metal Catalysis Controlled by Hydrogen Bonding in the Second Coordination Sphere.

Authors:  Joost N H Reek; Bas de Bruin; Sonja Pullen; Tiddo J Mooibroek; Alexander M Kluwer; Xavier Caumes
Journal:  Chem Rev       Date:  2022-05-20       Impact factor: 72.087

8.  Electron density analysis of 1-butyl-3-methylimidazolium chloride ionic liquid.

Authors:  Lourdes del Olmo; Cercis Morera-Boado; Rafael López; José M García de la Vega
Journal:  J Mol Model       Date:  2014-05-31       Impact factor: 1.810

9.  Atmospheric implication of synergy in methanesulfonic acid-base trimers: a theoretical investigation.

Authors:  Dongping Chen; Weina Wang; Danfeng Li; Wenliang Wang
Journal:  RSC Adv       Date:  2020-01-31       Impact factor: 4.036

10.  Comparative investigation of interactions of hydrogen, halogen and tetrel bond donors with electron-rich and electron-deficient π-systems.

Authors:  Mahmoud A A Ibrahim; Ossama A M Ahmed; Nayra A M Moussa; Sabry El-Taher; Hussien Moustafa
Journal:  RSC Adv       Date:  2019-10-15       Impact factor: 4.036

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