Intermolecular perturbation in the self‑assembly of melamine
A theoretical study has been conducted on a set of supramolecular complexes based on 1,3,5-triazine-2,4,6- triamine, or melamine (M), with cyanuric acid (CA), trithiocyanuric acid (TCA), and two mono-substituted derivatives of CA with chlorine (CACl) and bromine (CABr). The study was carried ou...
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| Formato: | Artículo |
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Springer
2021
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| Acceso en línea: | http://repositorio.unne.edu.ar/handle/123456789/27918 |
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I48-R184-123456789-279182025-11-05T14:15:50Z Intermolecular perturbation in the self‑assembly of melamine Petelski, André Nicolai Duarte, Darío Jorge Roberto Pamies, Silvana Carina Peruchena, Nélida María Sosa, Gladis Laura Cyanuric acid Supramolecular Molecular building blocks Hydrogen bond Halogen bond A theoretical study has been conducted on a set of supramolecular complexes based on 1,3,5-triazine-2,4,6- triamine, or melamine (M), with cyanuric acid (CA), trithiocyanuric acid (TCA), and two mono-substituted derivatives of CA with chlorine (CACl) and bromine (CABr). The study was carried out on 12 complexes, M/(CA)n, M/ (TCA)n, M/(CACl)n, M/(CABr)n, with n = 1, 2 and 3, by the density functional theory employing the ω-B97XD functional with the 6-311++G(d,p) basis set. Information about the intermolecular perturbation over M and the interactions that drive the self-assembly of these species has been obtained from the quantum theory of atoms in molecules and a natural bond orbital analysis. The harmonic oscillator model of aromaticity, the para-delocalization index, the fluctuation aromatic index, and two electron charge density descriptors were used to evaluate the aromaticity of M in each complex. Results show that the hydrogen and halogen (XBs) bond interactions, which direct the self-assembly process in these complexes, are anti-cooperative. Binding energies decrease in the following order: M/ (CA)n > M/(TCA)n > M/(CABr)n > M/(CACl)n (for all values of n). Brominated CA arises as a potential compound to self-assembly with M via XBs. 2021-05-12T16:58:32Z 2021-05-12T16:58:32Z 2016 Artículo Petelski, André Nicolai, 2016. Intermolecular perturbation in the self‑assembly of melamine. Theoretical Chemistry Accounts. Berlin: Springer, vol. 135, no. 3, p. 1-13. ISSN 1432-2234. 1432-881X http://repositorio.unne.edu.ar/handle/123456789/27918 eng openAccess http://creativecommons.org/licenses/by-nc-nd/2.5/ar/ application/pdf application/pdf Springer Theoretical Chemistry Accounts, 2016, vol. 135, no. 3, p. 1-13. |
| institution |
Universidad Nacional del Nordeste |
| institution_str |
I-48 |
| repository_str |
R-184 |
| collection |
RIUNNE - Repositorio Institucional de la Universidad Nacional del Nordeste (UNNE) |
| language |
Inglés |
| topic |
Cyanuric acid Supramolecular Molecular building blocks Hydrogen bond Halogen bond |
| spellingShingle |
Cyanuric acid Supramolecular Molecular building blocks Hydrogen bond Halogen bond Petelski, André Nicolai Duarte, Darío Jorge Roberto Pamies, Silvana Carina Peruchena, Nélida María Sosa, Gladis Laura Intermolecular perturbation in the self‑assembly of melamine |
| topic_facet |
Cyanuric acid Supramolecular Molecular building blocks Hydrogen bond Halogen bond |
| description |
A theoretical study has been conducted on a set
of supramolecular complexes based on 1,3,5-triazine-2,4,6-
triamine, or melamine (M), with cyanuric acid (CA), trithiocyanuric
acid (TCA), and two mono-substituted derivatives
of CA with chlorine (CACl) and bromine (CABr).
The study was carried out on 12 complexes, M/(CA)n, M/
(TCA)n, M/(CACl)n, M/(CABr)n, with n = 1, 2 and 3, by
the density functional theory employing the ω-B97XD
functional with the 6-311++G(d,p) basis set. Information
about the intermolecular perturbation over M and the interactions
that drive the self-assembly of these species has
been obtained from the quantum theory of atoms in molecules
and a natural bond orbital analysis. The harmonic
oscillator model of aromaticity, the para-delocalization
index, the fluctuation aromatic index, and two electron charge density descriptors were used to evaluate the aromaticity
of M in each complex. Results show that the hydrogen
and halogen (XBs) bond interactions, which direct the
self-assembly process in these complexes, are anti-cooperative.
Binding energies decrease in the following order: M/
(CA)n > M/(TCA)n > M/(CABr)n > M/(CACl)n (for all values
of n). Brominated CA arises as a potential compound to
self-assembly with M via XBs. |
| format |
Artículo |
| author |
Petelski, André Nicolai Duarte, Darío Jorge Roberto Pamies, Silvana Carina Peruchena, Nélida María Sosa, Gladis Laura |
| author_facet |
Petelski, André Nicolai Duarte, Darío Jorge Roberto Pamies, Silvana Carina Peruchena, Nélida María Sosa, Gladis Laura |
| author_sort |
Petelski, André Nicolai |
| title |
Intermolecular perturbation in the self‑assembly of melamine |
| title_short |
Intermolecular perturbation in the self‑assembly of melamine |
| title_full |
Intermolecular perturbation in the self‑assembly of melamine |
| title_fullStr |
Intermolecular perturbation in the self‑assembly of melamine |
| title_full_unstemmed |
Intermolecular perturbation in the self‑assembly of melamine |
| title_sort |
intermolecular perturbation in the self‑assembly of melamine |
| publisher |
Springer |
| publishDate |
2021 |
| url |
http://repositorio.unne.edu.ar/handle/123456789/27918 |
| work_keys_str_mv |
AT petelskiandrenicolai intermolecularperturbationintheselfassemblyofmelamine AT duartedariojorgeroberto intermolecularperturbationintheselfassemblyofmelamine AT pamiessilvanacarina intermolecularperturbationintheselfassemblyofmelamine AT peruchenanelidamaria intermolecularperturbationintheselfassemblyofmelamine AT sosagladislaura intermolecularperturbationintheselfassemblyofmelamine |
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1857347453756375040 |