Impact of Confinement in Multimolecular Inclusion Compounds of Melamine and Cyanuric acid

Autores
Petelski, Andre Nicolai; Pamies, Silvana Carina; Sejas, Agustín Gabriel; Peruchena, Nelida Maria; Sosa, Gladis Laura
Año de publicación
2019
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Supramolecular cavities can be found in clathrates and self-assembling capsules. In these computational experiments, we studied the effect of folding planar hydrogen-bonded supramolecules of melamine (M) and cyanuric acid (CA) into stable cage-like quartets. Based on dispersion-corrected density functional theory calculations at the B97XD/6-311++G(d,p) level, we show the flexibility of M and CA molecules to form free confined spaces. Our bonding analysis indicates that only CA can form a cage which is more stable than their planar systems. We then studied the capacity of the complexes to host ionic and neutral monoatomic species like Na+, Cl- and Ar. The encapsulation energies range from -2 to -65 kcal/mol. A detailed energy decomposition analysis (EDA) support the fact that the triazine ring of CA is superior to the M one to capture chloride ions. In addition, the EDA and the topology of the electron density, by means of the Atoms in Molecules (AIM) theory and electrostatic potential maps, reveal the nature of the host-guest interactions in the confined space. The CA cluster appears to be the best multimolecular inclusion compound because it can host the three species and keep its cage structure, and therefore could also act as a dual receptor of the ionic pair Na+Cl-. We think these findings could inspire the design of new heteromolecular inclusion compounds based on triazines and hydrogen bonds
Fil: Petelski, Andre Nicolai. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Nordeste. Instituto de Química Básica y Aplicada del Nordeste Argentino. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas Naturales y Agrimensura. Instituto de Química Básica y Aplicada del Nordeste Argentino; Argentina. Universidad Tecnológica Nacional. Facultad Regional Resistencia. Departamento de Ingeniería Química. Laboratorio de Química Teórica y Experimental; Argentina
Fil: Pamies, Silvana Carina. Universidad Tecnológica Nacional. Facultad Regional Resistencia. Departamento de Ingeniería Química. Laboratorio de Química Teórica y Experimental; Argentina
Fil: Sejas, Agustín Gabriel. Universidad Tecnológica Nacional. Facultad Regional Resistencia. Departamento de Ingeniería Química. Laboratorio de Química Teórica y Experimental; Argentina
Fil: Peruchena, Nelida Maria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Nordeste. Instituto de Química Básica y Aplicada del Nordeste Argentino. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas Naturales y Agrimensura. Instituto de Química Básica y Aplicada del Nordeste Argentino; Argentina
Fil: Sosa, Gladis Laura. Universidad Tecnológica Nacional. Facultad Regional Resistencia. Departamento de Ingeniería Química. Laboratorio de Química Teórica y Experimental; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Nordeste. Instituto de Química Básica y Aplicada del Nordeste Argentino. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas Naturales y Agrimensura. Instituto de Química Básica y Aplicada del Nordeste Argentino; Argentina
Materia
MELAMINE
CYANURIC ACID
SUPRAMOLECULES
INCLUSION COMPOUNDS
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/107189
Acceder
id CONICETDig_2bd26e2e2ebdfead05186851bbe0b948
oai_identifier_str oai:ri.conicet.gov.ar:11336/107189
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Impact of Confinement in Multimolecular Inclusion Compounds of Melamine and Cyanuric acidPetelski, Andre NicolaiPamies, Silvana CarinaSejas, Agustín GabrielPeruchena, Nelida MariaSosa, Gladis LauraMELAMINECYANURIC ACIDSUPRAMOLECULESINCLUSION COMPOUNDShttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Supramolecular cavities can be found in clathrates and self-assembling capsules. In these computational experiments, we studied the effect of folding planar hydrogen-bonded supramolecules of melamine (M) and cyanuric acid (CA) into stable cage-like quartets. Based on dispersion-corrected density functional theory calculations at the B97XD/6-311++G(d,p) level, we show the flexibility of M and CA molecules to form free confined spaces. Our bonding analysis indicates that only CA can form a cage which is more stable than their planar systems. We then studied the capacity of the complexes to host ionic and neutral monoatomic species like Na+, Cl- and Ar. The encapsulation energies range from -2 to -65 kcal/mol. A detailed energy decomposition analysis (EDA) support the fact that the triazine ring of CA is superior to the M one to capture chloride ions. In addition, the EDA and the topology of the electron density, by means of the Atoms in Molecules (AIM) theory and electrostatic potential maps, reveal the nature of the host-guest interactions in the confined space. The CA cluster appears to be the best multimolecular inclusion compound because it can host the three species and keep its cage structure, and therefore could also act as a dual receptor of the ionic pair Na+Cl-. We think these findings could inspire the design of new heteromolecular inclusion compounds based on triazines and hydrogen bondsFil: Petelski, Andre Nicolai. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Nordeste. Instituto de Química Básica y Aplicada del Nordeste Argentino. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas Naturales y Agrimensura. Instituto de Química Básica y Aplicada del Nordeste Argentino; Argentina. Universidad Tecnológica Nacional. Facultad Regional Resistencia. Departamento de Ingeniería Química. Laboratorio de Química Teórica y Experimental; ArgentinaFil: Pamies, Silvana Carina. Universidad Tecnológica Nacional. Facultad Regional Resistencia. Departamento de Ingeniería Química. Laboratorio de Química Teórica y Experimental; ArgentinaFil: Sejas, Agustín Gabriel. Universidad Tecnológica Nacional. Facultad Regional Resistencia. Departamento de Ingeniería Química. Laboratorio de Química Teórica y Experimental; ArgentinaFil: Peruchena, Nelida Maria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Nordeste. Instituto de Química Básica y Aplicada del Nordeste Argentino. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas Naturales y Agrimensura. Instituto de Química Básica y Aplicada del Nordeste Argentino; ArgentinaFil: Sosa, Gladis Laura. Universidad Tecnológica Nacional. Facultad Regional Resistencia. Departamento de Ingeniería Química. Laboratorio de Química Teórica y Experimental; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Nordeste. Instituto de Química Básica y Aplicada del Nordeste Argentino. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas Naturales y Agrimensura. Instituto de Química Básica y Aplicada del Nordeste Argentino; ArgentinaRoyal Society of Chemistry2019-02info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/107189Petelski, Andre Nicolai; Pamies, Silvana Carina; Sejas, Agustín Gabriel; Peruchena, Nelida Maria; Sosa, Gladis Laura; Impact of Confinement in Multimolecular Inclusion Compounds of Melamine and Cyanuric acid; Royal Society of Chemistry; Physical Chemistry Chemical Physics; 21; 16; 2-2019; 8205-82141463-9076CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/http://xlink.rsc.org/?DOI=C8CP07705Cinfo:eu-repo/semantics/altIdentifier/doi/10.1039/c8cp07705cinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-15T15:29:54Zoai:ri.conicet.gov.ar:11336/107189instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-10-15 15:29:54.589CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Impact of Confinement in Multimolecular Inclusion Compounds of Melamine and Cyanuric acid
title Impact of Confinement in Multimolecular Inclusion Compounds of Melamine and Cyanuric acid
spellingShingle Impact of Confinement in Multimolecular Inclusion Compounds of Melamine and Cyanuric acid
Petelski, Andre Nicolai
MELAMINE
CYANURIC ACID
SUPRAMOLECULES
INCLUSION COMPOUNDS
title_short Impact of Confinement in Multimolecular Inclusion Compounds of Melamine and Cyanuric acid
title_full Impact of Confinement in Multimolecular Inclusion Compounds of Melamine and Cyanuric acid
title_fullStr Impact of Confinement in Multimolecular Inclusion Compounds of Melamine and Cyanuric acid
title_full_unstemmed Impact of Confinement in Multimolecular Inclusion Compounds of Melamine and Cyanuric acid
title_sort Impact of Confinement in Multimolecular Inclusion Compounds of Melamine and Cyanuric acid
dc.creator.none.fl_str_mv Petelski, Andre Nicolai
Pamies, Silvana Carina
Sejas, Agustín Gabriel
Peruchena, Nelida Maria
Sosa, Gladis Laura
author Petelski, Andre Nicolai
author_facet Petelski, Andre Nicolai
Pamies, Silvana Carina
Sejas, Agustín Gabriel
Peruchena, Nelida Maria
Sosa, Gladis Laura
author_role author
author2 Pamies, Silvana Carina
Sejas, Agustín Gabriel
Peruchena, Nelida Maria
Sosa, Gladis Laura
author2_role author
author
author
author
dc.subject.none.fl_str_mv MELAMINE
CYANURIC ACID
SUPRAMOLECULES
INCLUSION COMPOUNDS
topic MELAMINE
CYANURIC ACID
SUPRAMOLECULES
INCLUSION COMPOUNDS
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Supramolecular cavities can be found in clathrates and self-assembling capsules. In these computational experiments, we studied the effect of folding planar hydrogen-bonded supramolecules of melamine (M) and cyanuric acid (CA) into stable cage-like quartets. Based on dispersion-corrected density functional theory calculations at the B97XD/6-311++G(d,p) level, we show the flexibility of M and CA molecules to form free confined spaces. Our bonding analysis indicates that only CA can form a cage which is more stable than their planar systems. We then studied the capacity of the complexes to host ionic and neutral monoatomic species like Na+, Cl- and Ar. The encapsulation energies range from -2 to -65 kcal/mol. A detailed energy decomposition analysis (EDA) support the fact that the triazine ring of CA is superior to the M one to capture chloride ions. In addition, the EDA and the topology of the electron density, by means of the Atoms in Molecules (AIM) theory and electrostatic potential maps, reveal the nature of the host-guest interactions in the confined space. The CA cluster appears to be the best multimolecular inclusion compound because it can host the three species and keep its cage structure, and therefore could also act as a dual receptor of the ionic pair Na+Cl-. We think these findings could inspire the design of new heteromolecular inclusion compounds based on triazines and hydrogen bonds
Fil: Petelski, Andre Nicolai. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Nordeste. Instituto de Química Básica y Aplicada del Nordeste Argentino. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas Naturales y Agrimensura. Instituto de Química Básica y Aplicada del Nordeste Argentino; Argentina. Universidad Tecnológica Nacional. Facultad Regional Resistencia. Departamento de Ingeniería Química. Laboratorio de Química Teórica y Experimental; Argentina
Fil: Pamies, Silvana Carina. Universidad Tecnológica Nacional. Facultad Regional Resistencia. Departamento de Ingeniería Química. Laboratorio de Química Teórica y Experimental; Argentina
Fil: Sejas, Agustín Gabriel. Universidad Tecnológica Nacional. Facultad Regional Resistencia. Departamento de Ingeniería Química. Laboratorio de Química Teórica y Experimental; Argentina
Fil: Peruchena, Nelida Maria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Nordeste. Instituto de Química Básica y Aplicada del Nordeste Argentino. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas Naturales y Agrimensura. Instituto de Química Básica y Aplicada del Nordeste Argentino; Argentina
Fil: Sosa, Gladis Laura. Universidad Tecnológica Nacional. Facultad Regional Resistencia. Departamento de Ingeniería Química. Laboratorio de Química Teórica y Experimental; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Nordeste. Instituto de Química Básica y Aplicada del Nordeste Argentino. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas Naturales y Agrimensura. Instituto de Química Básica y Aplicada del Nordeste Argentino; Argentina
description Supramolecular cavities can be found in clathrates and self-assembling capsules. In these computational experiments, we studied the effect of folding planar hydrogen-bonded supramolecules of melamine (M) and cyanuric acid (CA) into stable cage-like quartets. Based on dispersion-corrected density functional theory calculations at the B97XD/6-311++G(d,p) level, we show the flexibility of M and CA molecules to form free confined spaces. Our bonding analysis indicates that only CA can form a cage which is more stable than their planar systems. We then studied the capacity of the complexes to host ionic and neutral monoatomic species like Na+, Cl- and Ar. The encapsulation energies range from -2 to -65 kcal/mol. A detailed energy decomposition analysis (EDA) support the fact that the triazine ring of CA is superior to the M one to capture chloride ions. In addition, the EDA and the topology of the electron density, by means of the Atoms in Molecules (AIM) theory and electrostatic potential maps, reveal the nature of the host-guest interactions in the confined space. The CA cluster appears to be the best multimolecular inclusion compound because it can host the three species and keep its cage structure, and therefore could also act as a dual receptor of the ionic pair Na+Cl-. We think these findings could inspire the design of new heteromolecular inclusion compounds based on triazines and hydrogen bonds
publishDate 2019
dc.date.none.fl_str_mv 2019-02
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/107189
Petelski, Andre Nicolai; Pamies, Silvana Carina; Sejas, Agustín Gabriel; Peruchena, Nelida Maria; Sosa, Gladis Laura; Impact of Confinement in Multimolecular Inclusion Compounds of Melamine and Cyanuric acid; Royal Society of Chemistry; Physical Chemistry Chemical Physics; 21; 16; 2-2019; 8205-8214
1463-9076
CONICET Digital
CONICET
url http://hdl.handle.net/11336/107189
identifier_str_mv Petelski, Andre Nicolai; Pamies, Silvana Carina; Sejas, Agustín Gabriel; Peruchena, Nelida Maria; Sosa, Gladis Laura; Impact of Confinement in Multimolecular Inclusion Compounds of Melamine and Cyanuric acid; Royal Society of Chemistry; Physical Chemistry Chemical Physics; 21; 16; 2-2019; 8205-8214
1463-9076
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://xlink.rsc.org/?DOI=C8CP07705C
info:eu-repo/semantics/altIdentifier/doi/10.1039/c8cp07705c
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Royal Society of Chemistry
publisher.none.fl_str_mv Royal Society of Chemistry
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 13.22299

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