Topological and NBO analysis of hydrogen bonding interactions involving C-H···O bonds

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Ab initio calculations are used to analyze the effect of C-H···O hydrogen bonding interactions on the C-H bond length. Methane derivatives, CH4-nXn (where n = 1, 2, 3 for X = F and n = 1 for X = NO2) are taken as proton donors and H2O as acceptor. The topological properties of electronic charge dens...

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Detalles Bibliográficos
Autor principal: Sosa, G.L
Otros Autores: Peruchena, N.M, Contreras, Rubén Horacio, Castro, E.A
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 2002
Acceso en línea:Registro en Scopus
DOI
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Biblioteca Central Dr. Luis F. Leloir (FCEN) de Universidad de Buenos Aires
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100 1 |a Sosa, G.L. 
245 1 0 |a Topological and NBO analysis of hydrogen bonding interactions involving C-H···O bonds 
260 |c 2002 
270 1 0 |m Castro, E.A.; Departamento de Química, CEQUINOR, Facultad de Ciencias Exactas, C.C. 962, La Plata 1900, Argentina; email: castro@dalton.quimica.unlp.edu.ar 
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506 |2 openaire  |e Política editorial 
520 3 |a Ab initio calculations are used to analyze the effect of C-H···O hydrogen bonding interactions on the C-H bond length. Methane derivatives, CH4-nXn (where n = 1, 2, 3 for X = F and n = 1 for X = NO2) are taken as proton donors and H2O as acceptor. The topological properties of electronic charge density are analyzed employing the Bader's Atoms In Molecules (AIM) theory. A good correlation between the structural parameters and the properties of charge density is found. Then, using the Natural Bond Orbitals (NBO) approach, the effects of charge transfer interactions on the behavior of the C-H bond are investigated. It is found that the competitive effects between intermolecular no → σ(C-H)* and intramolecular nF → σ(C-H)* of charge transfer interactions in the CH4-nFn/H2O systems causes a decrease of the σ(C-H)* antibond occupation number, and concomitantly, a contraction of the corresponding C-H bond. In the NO2CH3/H2O system, the only charge transfer interaction, the no → σ(C-H)* intermolecular interaction cause a increase of the σ(C-H)* antibond occupation number which entails a slight lengthening of the corresponding C-H bond. © 2002 Elsevier Science B.V. All rights reserved.  |l eng 
593 |a Facultad de Ciencias Exactas y Naturales y Agrimensura, UNNE, Corrientes, Argentina 
593 |a Departamento de Física, Facultad de Ciencias Exactas y Naturales UBA, Ciudad Universitaria, Pabellón I, Núez, Buenos Aires 1154, Argentina 
593 |a Departamento de Química, CEQUINOR, Facultad de Ciencias Exactas, UNLP, C.C. 962, La Plata 1900, Argentina 
690 1 0 |a BADER'S AIM THEORY 
690 1 0 |a CHARGE TRANSFER 
690 1 0 |a HYDROGEN BONDING 
690 1 0 |a INTERMOLECULAR INTERACTIONS 
690 1 0 |a NBO 
690 1 0 |a ALKANE DERIVATIVE 
690 1 0 |a HYDROGEN 
690 1 0 |a METHANE DERIVATIVE 
690 1 0 |a UNCLASSIFIED DRUG 
690 1 0 |a ARTICLE 
690 1 0 |a BINDING AFFINITY 
690 1 0 |a ENERGY TRANSFER 
690 1 0 |a HYDROGEN BOND 
690 1 0 |a MOLECULAR INTERACTION 
690 1 0 |a PROTON TRANSPORT 
690 1 0 |a REACTION ANALYSIS 
690 1 0 |a VIBRATION 
700 1 |a Peruchena, N.M. 
700 1 |a Contreras, Rubén Horacio 
700 1 |a Castro, E.A. 
773 0 |d 2002  |g v. 577  |h pp. 219-228  |k n. 2-3  |p J. Mol. Struct. THEOCHEM  |x 01661280  |w (AR-BaUEN)CENRE-1043  |t Journal of Molecular Structure: THEOCHEM 
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