Quantifying the intrinsic strength of C–H⋯O intermolecular interactions

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389013%3A_____%2F23%3A00572517" target="_blank" >RIV/61389013:_____/23:00572517 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/68378271:_____/23:00572517

Výsledek na webu

<a href="https://www.mdpi.com/1420-3049/28/11/4478" target="_blank" >https://www.mdpi.com/1420-3049/28/11/4478</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.3390/molecules28114478" target="_blank" >10.3390/molecules28114478</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Quantifying the intrinsic strength of C–H⋯O intermolecular interactions

Popis výsledku v původním jazyce

It has been recognized that the C–H⋯O structural motif can be present in destabilizing as well as highly stabilizing intermolecular environments. Thus, it should be of interest to describe the strength of the C–H⋯O hydrogen bond for constant structural factors so that this intrinsic strength can be quantified and compared to other types of interactions. This description is provided here for C2h-symmetric dimers of acrylic acid by means of the calculations that employ the coupled-cluster theory with singles, doubles, and perturbative triples [CCSD(T)] together with an extrapolation to the complete basis set (CBS) limit. Dimers featuring the C–H⋯O and O–H⋯O hydrogens bonds are carefully investigated in a wide range of intermolecular separations by the CCSD(T)/CBS approach, and also by the symmetry-adapted perturbation theory (SAPT) method, which is based on the density-functional theory (DFT) treatment of monomers. While the nature of these two types of hydrogen bonding is very similar according to the SAPT-DFT/CBS calculations and on the basis of a comparison of the intermolecular potential curves, the intrinsic strength of the C–H⋯O interaction is found to be about a quarter of its O–H⋯O counterpart that is less than one might anticipate.n

Název v anglickém jazyce

Quantifying the intrinsic strength of C–H⋯O intermolecular interactions

Popis výsledku anglicky

It has been recognized that the C–H⋯O structural motif can be present in destabilizing as well as highly stabilizing intermolecular environments. Thus, it should be of interest to describe the strength of the C–H⋯O hydrogen bond for constant structural factors so that this intrinsic strength can be quantified and compared to other types of interactions. This description is provided here for C2h-symmetric dimers of acrylic acid by means of the calculations that employ the coupled-cluster theory with singles, doubles, and perturbative triples [CCSD(T)] together with an extrapolation to the complete basis set (CBS) limit. Dimers featuring the C–H⋯O and O–H⋯O hydrogens bonds are carefully investigated in a wide range of intermolecular separations by the CCSD(T)/CBS approach, and also by the symmetry-adapted perturbation theory (SAPT) method, which is based on the density-functional theory (DFT) treatment of monomers. While the nature of these two types of hydrogen bonding is very similar according to the SAPT-DFT/CBS calculations and on the basis of a comparison of the intermolecular potential curves, the intrinsic strength of the C–H⋯O interaction is found to be about a quarter of its O–H⋯O counterpart that is less than one might anticipate.n

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10404 - Polymer science

Projekt

<a href="/cs/project/GA22-03187S" target="_blank" >GA22-03187S: Racionální design částicových polysacharidových systémů pro přívod léčiv s širokým spekterem biologické aktivity k terapii sliznic</a><br>

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2023

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Molecules

ISSN

1420-3049

e-ISSN

1420-3049

Svazek periodika

28

Číslo periodika v rámci svazku

11

Stát vydavatele periodika

CH - Švýcarská konfederace

Počet stran výsledku

15

Strana od-do

4478

Kód UT WoS článku

001005928700001

EID výsledku v databázi Scopus

2-s2.0-85161536972