JOURNAL OF CHILEAN CHEMICAL SOCIETY

Vol 61 No 4 (2016): Journal of the Chilean Chemical Society
Original Research Papers

A BOX-MODEL APPROACH TO MOLECULAR SHAPE

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  • Adelio R. Matamala
Adelio R. Matamala
Departamento de Físico-Química, Facultad de Ciencias Químicas, Universidad de Concepción
Published December 10, 2016
Keywords
  • Molecular Shape,
  • Van der Waals Molecular Surface,
  • Molecular Similarity
How to Cite
Matamala, A. R. (2016). A BOX-MODEL APPROACH TO MOLECULAR SHAPE. Journal of the Chilean Chemical Society, 61(4). Retrieved from https://jcchems.com/index.php/JCCHEMS/article/view/121

Copyright (c) 2017 Adelio R. Matamala

Creative Commons License

This work is licensed under a Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International License.

Abstract

In this work, using the length-width-height ratios of a rectangular box in which the molecule under study is enclosed, two descriptors for the characterization of molecular shape are introduced. The molecular shape analysis of the set of molecules under study is facilitated by the introduction of a diagram where the extreme cases (i.e. cubic-box, prolate-box and oblate-box) are clearly located. The method is illustrated by the analysis of fifty molecules including normal alkanes, acenes, alkynes, oblate molecules and the eighteen octane isomers. The geometry of each molecule was optimized by AM1 semiempirical method, and van der Waals molecular surface was used to define the molecular shape contour. The length, the width, and the height of the enclosing box were extracted using VEGA ZZ software. A regular behaviour of the shape descriptors for homologous series was observed. Finally, using the present descriptors, a molecular shape similarity analysis of the octane isomer molecules was included. 

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