Non-Bonded Intermolecular Interactions and Crystal Stability of trans -1,4-Cyclohexanedicarboxylic Acid, 1,4-dibromo

Molecular geometry, crystal packing and thermal stability of trans-1,4-cyclohexanedicarboxylic acid, 1,4-dibromo (I) are examined, in order to analyse the relative influence of the different intermolecular interactions at play. From a comparison with the corresponding properties of trans1,4-cyclohex...

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Detalles Bibliográficos
Autores principales: Echeverría, Gustavo Alberto, Fantoni, Adolfo Carlos, Marañón, Julio, Punte, Graciela María del Carmen
Formato: Articulo
Lenguaje:Inglés
Publicado: 2005
Materias:
Física
Ingeniería
Crystal packing
molecular dynamics
thermal stability
hydrogen bond
Acceso en línea:http://sedici.unlp.edu.ar/handle/10915/138822
Aporte de:
SEDICI (UNLP) de Universidad Nacional de La Plata
id I19-R120-10915-138822
record_format dspace
institution Universidad Nacional de La Plata
institution_str I-19
repository_str R-120
collection SEDICI (UNLP)
language Inglés
topic Física
Ingeniería
Crystal packing
molecular dynamics
thermal stability
hydrogen bond
spellingShingle Física
Ingeniería
Crystal packing
molecular dynamics
thermal stability
hydrogen bond
Echeverría, Gustavo Alberto
Fantoni, Adolfo Carlos
Marañón, Julio
Punte, Graciela María del Carmen
Non-Bonded Intermolecular Interactions and Crystal Stability of trans -1,4-Cyclohexanedicarboxylic Acid, 1,4-dibromo
topic_facet Física
Ingeniería
Crystal packing
molecular dynamics
thermal stability
hydrogen bond
description Molecular geometry, crystal packing and thermal stability of trans-1,4-cyclohexanedicarboxylic acid, 1,4-dibromo (I) are examined, in order to analyse the relative influence of the different intermolecular interactions at play. From a comparison with the corresponding properties of trans1,4-cyclohexanedicarboxylic acid (II), some insights on the results of the competition between Br and carboxylic groups are obtained. In the crystalline state, the molecules of both compounds present chair centrosymmetric geometry and build infinite chains through ring hydrogen bonds involving the carboxylic groups. These groups are axial in I and equatorial in II, giving rise to different assembly of the chains. In both compounds there is in general good agreement between the in-crystal geometry and the B3LYP/LanL2DZ optimized geometry of the corresponding isolated molecule. The only significant differences are related to the carboxylic groups. The intermolecular contacts in I have been rationalized on the basis of a graph set analysis. A molecular dynamics based method has been used to analyse the temperature dependence of the mean life time of the different kinds of hydrogen bonds characterized in I. It has been found that the O–H⋅ ⋅O and C–H⋅ ⋅O(carbonyl) interactions are the main source of thermal stability. The melting point of I determined within this approach agrees very well with the experimental value.
format Articulo
Articulo
author Echeverría, Gustavo Alberto
Fantoni, Adolfo Carlos
Marañón, Julio
Punte, Graciela María del Carmen
author_facet Echeverría, Gustavo Alberto
Fantoni, Adolfo Carlos
Marañón, Julio
Punte, Graciela María del Carmen
author_sort Echeverría, Gustavo Alberto
title Non-Bonded Intermolecular Interactions and Crystal Stability of trans -1,4-Cyclohexanedicarboxylic Acid, 1,4-dibromo
title_short Non-Bonded Intermolecular Interactions and Crystal Stability of trans -1,4-Cyclohexanedicarboxylic Acid, 1,4-dibromo
title_full Non-Bonded Intermolecular Interactions and Crystal Stability of trans -1,4-Cyclohexanedicarboxylic Acid, 1,4-dibromo
title_fullStr Non-Bonded Intermolecular Interactions and Crystal Stability of trans -1,4-Cyclohexanedicarboxylic Acid, 1,4-dibromo
title_full_unstemmed Non-Bonded Intermolecular Interactions and Crystal Stability of trans -1,4-Cyclohexanedicarboxylic Acid, 1,4-dibromo
title_sort non-bonded intermolecular interactions and crystal stability of trans -1,4-cyclohexanedicarboxylic acid, 1,4-dibromo
publishDate 2005
url http://sedici.unlp.edu.ar/handle/10915/138822
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bdutipo_str Repositorios
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