Nature of Noncovalent Carbon-Bonding Interactions Derived from Experimental Charge-Density Analysis

<p> In an effort to better understand the nature of noncovalent carbon-bonding interactions, we undertook accurate high-resolution X-ray diffraction analysis of single crystals of 1,1,2,2-tetracyanocyclopropane. We selected this compound to study the fundamental characteristics of carbon-bondi...

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Detalles Bibliográficos
Autores: Escudero-Adán, Eduardo C., Bauza, Antonio, Frontera, Antonio, Ballester,Pablo
Tipo de recurso: artículo
Fecha de publicación:2015
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2072/305815
Acceso en línea:http://hdl.handle.net/2072/305815
https://doi.org/10.1002/cphc.201500437
Access Level:acceso abierto
Palabra clave:ab initio calculations
charge density
noncovalent carbon bonding
supramolecular chemistry
sigma-hole interactions
chalcogen-chalcogen
interactions
sigma-hole
small-molecule
halogen bonds
hydrogen
tetrel
derivatives
refinement
complexes
quality
Descripción
Sumario:<p> In an effort to better understand the nature of noncovalent carbon-bonding interactions, we undertook accurate high-resolution X-ray diffraction analysis of single crystals of 1,1,2,2-tetracyanocyclopropane. We selected this compound to study the fundamental characteristics of carbon-bonding interactions, because it provides accessible sigma holes. The study required extremely accurate experimental diffraction data, because the interaction of interest is weak. The electron-density distribution around the carbon nuclei, as shown by the experimental maps of the electrophilic bowl defined by a (CN)(2)CC(CN)(2) unit, was assigned as the origin of the interaction. This fact was also evidenced by plotting the (2)(r) distribution. Taken together, the obtained results clearly indicate that noncovalent carbon bonding can be explained as an interaction between confronted oppositely polarized regions. The interaction is, thus electrophilic-nucleophilic (electrostatic) in nature and unambiguously considered as attractive.</p> <p> &nbsp;</p>