Insights on the Similarity of Supramolecular Structures in Organic Crystals Using Quantitative Indexes

[Image: see text] The quest for concepts of isostructurality in organic crystals has been long and mostly based on geometric data, even with the development of modern software. This field of study is of great interest to the pharmaceutical industry and for the prediction of crystal structures. Despi...

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Autores principales: Salbego, Paulo R. S., Bender, Caroline R., Hörner, Manfredo, Zanatta, Nilo, Frizzo, Clarissa P., Bonacorso, Helio G., Martins, Marcos A. P.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641303/
https://www.ncbi.nlm.nih.gov/pubmed/31458545
http://dx.doi.org/10.1021/acsomega.7b02057
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author Salbego, Paulo R. S.
Bender, Caroline R.
Hörner, Manfredo
Zanatta, Nilo
Frizzo, Clarissa P.
Bonacorso, Helio G.
Martins, Marcos A. P.
author_facet Salbego, Paulo R. S.
Bender, Caroline R.
Hörner, Manfredo
Zanatta, Nilo
Frizzo, Clarissa P.
Bonacorso, Helio G.
Martins, Marcos A. P.
author_sort Salbego, Paulo R. S.
collection PubMed
description [Image: see text] The quest for concepts of isostructurality in organic crystals has been long and mostly based on geometric data, even with the development of modern software. This field of study is of great interest to the pharmaceutical industry and for the prediction of crystal structures. Despite this, there is still no methodology that provides broad quantitative and comparable similarity data between two complete crystalline structures. The present study demonstrated that the similarity between two crystalline structures could be estimated from the similarity between the two “supramolecular clusters”. Quantitative indexes for similarity comparisons of crystal structures were shown using nine 5-aryl-1-(1,1-dimethylethyl)-1H-pyrazoles as a model. This proposal includes the quantitative data of a geometric parameter (I(D)), a contact area parameter (I(C)), and an energetic parameter (I(G)). The proposed indexes exhibited good perspective regarding the similarity data and distinct regions of similarity. The range of similarity was set at I(X) ≥ 0.80, 0.80 > I(X) > 0.60, and I(X) ≤ 0.60 (X = D, C, or G). Indexes with a value near 1.0 indicate systems with isostructural, isocontact, and isoenergetic behavior. The results indicated that supramolecular structures with high similarity must have high values for all three indexes (I(D), I(C), and I(G)).
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spelling pubmed-66413032019-08-27 Insights on the Similarity of Supramolecular Structures in Organic Crystals Using Quantitative Indexes Salbego, Paulo R. S. Bender, Caroline R. Hörner, Manfredo Zanatta, Nilo Frizzo, Clarissa P. Bonacorso, Helio G. Martins, Marcos A. P. ACS Omega [Image: see text] The quest for concepts of isostructurality in organic crystals has been long and mostly based on geometric data, even with the development of modern software. This field of study is of great interest to the pharmaceutical industry and for the prediction of crystal structures. Despite this, there is still no methodology that provides broad quantitative and comparable similarity data between two complete crystalline structures. The present study demonstrated that the similarity between two crystalline structures could be estimated from the similarity between the two “supramolecular clusters”. Quantitative indexes for similarity comparisons of crystal structures were shown using nine 5-aryl-1-(1,1-dimethylethyl)-1H-pyrazoles as a model. This proposal includes the quantitative data of a geometric parameter (I(D)), a contact area parameter (I(C)), and an energetic parameter (I(G)). The proposed indexes exhibited good perspective regarding the similarity data and distinct regions of similarity. The range of similarity was set at I(X) ≥ 0.80, 0.80 > I(X) > 0.60, and I(X) ≤ 0.60 (X = D, C, or G). Indexes with a value near 1.0 indicate systems with isostructural, isocontact, and isoenergetic behavior. The results indicated that supramolecular structures with high similarity must have high values for all three indexes (I(D), I(C), and I(G)). American Chemical Society 2018-03-02 /pmc/articles/PMC6641303/ /pubmed/31458545 http://dx.doi.org/10.1021/acsomega.7b02057 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Salbego, Paulo R. S.
Bender, Caroline R.
Hörner, Manfredo
Zanatta, Nilo
Frizzo, Clarissa P.
Bonacorso, Helio G.
Martins, Marcos A. P.
Insights on the Similarity of Supramolecular Structures in Organic Crystals Using Quantitative Indexes
title Insights on the Similarity of Supramolecular Structures in Organic Crystals Using Quantitative Indexes
title_full Insights on the Similarity of Supramolecular Structures in Organic Crystals Using Quantitative Indexes
title_fullStr Insights on the Similarity of Supramolecular Structures in Organic Crystals Using Quantitative Indexes
title_full_unstemmed Insights on the Similarity of Supramolecular Structures in Organic Crystals Using Quantitative Indexes
title_short Insights on the Similarity of Supramolecular Structures in Organic Crystals Using Quantitative Indexes
title_sort insights on the similarity of supramolecular structures in organic crystals using quantitative indexes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641303/
https://www.ncbi.nlm.nih.gov/pubmed/31458545
http://dx.doi.org/10.1021/acsomega.7b02057
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