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Molecules 2017, 22(11), 2034;

Multicenter (FX)n/NH3 Halogen Bonds (X = Cl, Br and n = 1–5). QTAIM Descriptors of the Strength of the X∙∙∙N Interaction

Laboratorio de Estructura Molecular y Propiedades (LEMYP), Departamento de Química, Facultad de Ciencias Exactas y Naturales y Agrimensura, Universidad Nacional del Nordeste, Avenida Libertad 5460, Corrientes 3400, Argentina
Grupo de Investigación en Química Teórica y Experimental (QUITEX), Departamento de Ingeniería Química, Facultad Regional Resistencia, Universidad Tecnológica Nacional, French 414, Resistencia 3500, Argentina
Instituto de Química Básica y Aplicada del Nordeste Argentino (IQUIBA-NEA), UNNE-CONICET, Avenida Libertad 5460, Corrientes 3400, Argentina
Author to whom correspondence should be addressed.
Received: 10 October 2017 / Revised: 14 November 2017 / Accepted: 14 November 2017 / Published: 22 November 2017
(This article belongs to the Special Issue Halogen Bonds and Beyond)
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In the present work an in depth deep electronic study of multicenter XBs (FX)n/NH3 (X = Cl, Br and n = 1–5) is conducted. The ways in which X∙∙∙X lateral contacts affect the electrostatic or covalent nature of the X∙∙∙N interactions are explored at the CCSD(T)/aug-cc-pVTZ level and in the framework of the quantum theory of atoms in molecules (QTAIM). Calculations show that relatively strong XBs have been found with interaction energies lying between −41 and −90 kJ mol−1 for chlorine complexes, and between −56 and −113 kJ mol−1 for bromine complexes. QTAIM parameters reveal that in these complexes: (i) local (kinetics and potential) energy densities measure the ability that the system has to concentrate electron charge density at the intermolecular X∙∙∙N region; (ii) the delocalization indices [δ(A,B)] and the exchange contribution [VEX(X,N)] of the interacting quantum atoms (IQA) scheme, could constitute a quantitative measure of the covalence of these molecular interactions; (iii) both classical electrostatic and quantum exchange show high values, indicating that strong ionic and covalent contributions are not mutually exclusive. View Full-Text
Keywords: halogen bond; covalence; multiple bonds; QTAIM; IQA scheme halogen bond; covalence; multiple bonds; QTAIM; IQA scheme

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Buralli, G.J.; Petelski, A.N.; Peruchena, N.M.; Sosa, G.L.; Duarte, D.J.R. Multicenter (FX)n/NH3 Halogen Bonds (X = Cl, Br and n = 1–5). QTAIM Descriptors of the Strength of the X∙∙∙N Interaction. Molecules 2017, 22, 2034.

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