Intermolecular perturbation in the self‑assembly of melamine
Fecha
2016Autor
Petelski, André N.
Duarte, Darío J. R.
Pamies, Silvana Carina
Peruchena, Nélida María
Sosa, Gladis Laura
Metadatos
Mostrar el registro completo del ítemResumen
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.
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