Polymorphism in 1-methylhydantoin: Investigation by periodic DFT calculations and characterization of the third polymorph
Autor(a) principal: | |
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Data de Publicação: | 2020 |
Outros Autores: | , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10316/99955 https://doi.org/10.1039/d0ce01016b |
Resumo: | In previous studies [Puszyńska-Tuszkanow et al. Polyhedron, 2011, 30(12), 2016; Nogueira et al. J. Phys. Chem. A, 2014, 118(31), 5994; Nogueira et al., J. Mol. Struct., 2017, 1148, 111], two different polymorphs of 1-methylhydantoin (1-MH, C4H6N2O2) were identified (forms I and II) and characterized using infrared and Raman spectroscopies, as well as by X-ray diffraction. In this work, a new polymorph of the compound (form III) is described. The new polymorph was characterized spectroscopically and its structure was determined for the first time by single crystal X-ray diffraction. Very interestingly, the crystal of polymorph III was found to exhibit a high-Z′ (Z′ = 3) asymmetric unit and 12 molecules in the unit cell (Z = 12), which contrasts with the simpler crystal structures found previously for forms I and II (Z = 4; Z′ = 1). Besides, a thorough study of the polymorphism of 1-MH was performed with the help of state-of-the-art first principles fully periodic calculations of the structure, as well as infrared and Raman spectra of the different polymorphs of the compound. Marker-bands in the infrared and Raman spectra of the polymorphs are proposed for fast spectroscopic identification of the polymorphs. |
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Polymorphism in 1-methylhydantoin: Investigation by periodic DFT calculations and characterization of the third polymorphIn previous studies [Puszyńska-Tuszkanow et al. Polyhedron, 2011, 30(12), 2016; Nogueira et al. J. Phys. Chem. A, 2014, 118(31), 5994; Nogueira et al., J. Mol. Struct., 2017, 1148, 111], two different polymorphs of 1-methylhydantoin (1-MH, C4H6N2O2) were identified (forms I and II) and characterized using infrared and Raman spectroscopies, as well as by X-ray diffraction. In this work, a new polymorph of the compound (form III) is described. The new polymorph was characterized spectroscopically and its structure was determined for the first time by single crystal X-ray diffraction. Very interestingly, the crystal of polymorph III was found to exhibit a high-Z′ (Z′ = 3) asymmetric unit and 12 molecules in the unit cell (Z = 12), which contrasts with the simpler crystal structures found previously for forms I and II (Z = 4; Z′ = 1). Besides, a thorough study of the polymorphism of 1-MH was performed with the help of state-of-the-art first principles fully periodic calculations of the structure, as well as infrared and Raman spectra of the different polymorphs of the compound. Marker-bands in the infrared and Raman spectra of the polymorphs are proposed for fast spectroscopic identification of the polymorphs.The Royal Society of Chemistry2020-09-03info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://hdl.handle.net/10316/99955http://hdl.handle.net/10316/99955https://doi.org/10.1039/d0ce01016beng1466-8033Nogueira, Bernardo AlbuquerqueMilani, AlbertoOgruc Ildiz, GulcePaixão, J. A.Castiglioni, ChiaraRui Faustoinfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2022-07-07T17:16:59Zoai:estudogeral.uc.pt:10316/99955Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T21:12:57.344933Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse |
dc.title.none.fl_str_mv |
Polymorphism in 1-methylhydantoin: Investigation by periodic DFT calculations and characterization of the third polymorph |
title |
Polymorphism in 1-methylhydantoin: Investigation by periodic DFT calculations and characterization of the third polymorph |
spellingShingle |
Polymorphism in 1-methylhydantoin: Investigation by periodic DFT calculations and characterization of the third polymorph Nogueira, Bernardo Albuquerque |
title_short |
Polymorphism in 1-methylhydantoin: Investigation by periodic DFT calculations and characterization of the third polymorph |
title_full |
Polymorphism in 1-methylhydantoin: Investigation by periodic DFT calculations and characterization of the third polymorph |
title_fullStr |
Polymorphism in 1-methylhydantoin: Investigation by periodic DFT calculations and characterization of the third polymorph |
title_full_unstemmed |
Polymorphism in 1-methylhydantoin: Investigation by periodic DFT calculations and characterization of the third polymorph |
title_sort |
Polymorphism in 1-methylhydantoin: Investigation by periodic DFT calculations and characterization of the third polymorph |
author |
Nogueira, Bernardo Albuquerque |
author_facet |
Nogueira, Bernardo Albuquerque Milani, Alberto Ogruc Ildiz, Gulce Paixão, J. A. Castiglioni, Chiara Rui Fausto |
author_role |
author |
author2 |
Milani, Alberto Ogruc Ildiz, Gulce Paixão, J. A. Castiglioni, Chiara Rui Fausto |
author2_role |
author author author author author |
dc.contributor.author.fl_str_mv |
Nogueira, Bernardo Albuquerque Milani, Alberto Ogruc Ildiz, Gulce Paixão, J. A. Castiglioni, Chiara Rui Fausto |
description |
In previous studies [Puszyńska-Tuszkanow et al. Polyhedron, 2011, 30(12), 2016; Nogueira et al. J. Phys. Chem. A, 2014, 118(31), 5994; Nogueira et al., J. Mol. Struct., 2017, 1148, 111], two different polymorphs of 1-methylhydantoin (1-MH, C4H6N2O2) were identified (forms I and II) and characterized using infrared and Raman spectroscopies, as well as by X-ray diffraction. In this work, a new polymorph of the compound (form III) is described. The new polymorph was characterized spectroscopically and its structure was determined for the first time by single crystal X-ray diffraction. Very interestingly, the crystal of polymorph III was found to exhibit a high-Z′ (Z′ = 3) asymmetric unit and 12 molecules in the unit cell (Z = 12), which contrasts with the simpler crystal structures found previously for forms I and II (Z = 4; Z′ = 1). Besides, a thorough study of the polymorphism of 1-MH was performed with the help of state-of-the-art first principles fully periodic calculations of the structure, as well as infrared and Raman spectra of the different polymorphs of the compound. Marker-bands in the infrared and Raman spectra of the polymorphs are proposed for fast spectroscopic identification of the polymorphs. |
publishDate |
2020 |
dc.date.none.fl_str_mv |
2020-09-03 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://hdl.handle.net/10316/99955 http://hdl.handle.net/10316/99955 https://doi.org/10.1039/d0ce01016b |
url |
http://hdl.handle.net/10316/99955 https://doi.org/10.1039/d0ce01016b |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
1466-8033 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.publisher.none.fl_str_mv |
The Royal Society of Chemistry |
publisher.none.fl_str_mv |
The Royal Society of Chemistry |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
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Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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RCAAP |
institution |
RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
repository.name.fl_str_mv |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
repository.mail.fl_str_mv |
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1799134025046032384 |