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Abstract:

J.H. van't Hoff's seminal paper variously titled as either: Chemistry in Space, The Placement of Atoms in Space or other with similar wording, depending on the language it was published in, suggested that the structure of a molecule would be independent of its physical state: solid, liquid, vapor, gaseous, or in solution. However, this is definitely not true so much so that during the last decades many examples have accumulated showing that the structure of a molecule in a crystalline solid can differ substantially from its structure in solution. This would have important consequences not only on how molecules are structurally described and the way they react, but also that molecular symmetry may not be a static property and has to be considered from a dynamic point of view. To add additional evidence to this conception, we took advantage of a family of trans-1,4-di-and tetra-substituted cyclohexane derivatives that appear to have a centre of symmetry but show a substantial dipole moment in solution. In the present work, we used the trans-1,4-dicarboxymethylcyclohexane and its 1,4-dibrominated derivative and were able, through dipole moment determinations IR, Raman, NMR studies, and computational calculations with the SpinWorks, MOPAC, and MOLDEN programs, to confirm our assumption that the molecular symmetry and the molecular structure are dependent on the environment. © 2017 Published by NRC Research Press.

Registro:

Documento: Artículo
Título:A dynamic look on molecular symmetry
Autor:Barón, M.; Bain, A.D.; Conde, R.S.
Filiación:Facultad de Ciencias Exactas y Naturales, Universidad de Belgano, Villanueva Buenos Aires, Argentina
Department of Chemistry and Chemical Biology, McMaster University, Hamilton, ON, Canada
Palabras clave:Calculations; Cyclohexanes; Dipole; Exclusion; Spectra; Symmetry; Atmospheric spectra; Calculations; Computational chemistry; Crystal symmetry; Cyclohexane; Dipole moment; Computational calculations; Crystalline solids; Dipole; Exclusion; Molecular symmetry; Physical state; Static properties; Structure of a molecule; Molecules
Año:2017
Volumen:95
Número:7
Página de inicio:736
Página de fin:743
DOI: http://dx.doi.org/10.1139/cjc-2016-0657
ISSN:00084042
CODEN:CJCHA
Registro:http://digital.bl.fcen.uba.ar/collection/paper/document/paper_00084042_v95_n7_p736_Baron

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Citas:

---------- APA ----------
Barón, M., Bain, A.D. & Conde, R.S. (2017) . A dynamic look on molecular symmetry, 95(7), 736-743.
http://dx.doi.org/10.1139/cjc-2016-0657
---------- CHICAGO ----------
Barón, M., Bain, A.D., Conde, R.S. "A dynamic look on molecular symmetry" 95, no. 7 (2017) : 736-743.
http://dx.doi.org/10.1139/cjc-2016-0657
---------- MLA ----------
Barón, M., Bain, A.D., Conde, R.S. "A dynamic look on molecular symmetry" , vol. 95, no. 7, 2017, pp. 736-743.
http://dx.doi.org/10.1139/cjc-2016-0657
---------- VANCOUVER ----------
Barón, M., Bain, A.D., Conde, R.S. A dynamic look on molecular symmetry. 2017;95(7):736-743.
http://dx.doi.org/10.1139/cjc-2016-0657