Please use this identifier to cite or link to this item:
https://hdl.handle.net/10316/101751
DC Field | Value | Language |
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dc.contributor.author | Nogueira, Bernardo A. | - |
dc.contributor.author | Lopes, Susana M. M. | - |
dc.contributor.author | Milani, Alberto | - |
dc.contributor.author | André, Vânia | - |
dc.contributor.author | Paixão, José A. | - |
dc.contributor.author | Eusébio, M. Ermelinda S. | - |
dc.contributor.author | Melo, Teresa M. V. D. Pinho e | - |
dc.contributor.author | Duarte, M. Teresa | - |
dc.contributor.author | Castiglioni, Chiara | - |
dc.contributor.author | Fausto, Rui | - |
dc.date.accessioned | 2022-09-09T19:28:45Z | - |
dc.date.available | 2022-09-09T19:28:45Z | - |
dc.date.issued | 2022-08-18 | - |
dc.identifier.issn | 1528-7483 | pt |
dc.identifier.uri | https://hdl.handle.net/10316/101751 | - |
dc.description.abstract | Color polymorphism is a fascinating property exhibited by compounds that have polymorphs of different colors. The most famous family of substances forming molecular organic color polymorphs is the ROY family of compounds. ROY, which states for the red, orange, and yellow colors of the polymorphs of 5-methyl-2-((2-nitrophenyl)amino)thiophene-3-carbonitrile, is currently the compound exhibiting the largest number of known polymorphs (12), all of them with crystallographic structures determined. In this study, the color polymorphism exhibited by a novel member of the ROY family, 2-((4-hydroxy-2-nitrophenyl)- amino)thiophene-3-carbonitrile (ROY-ol), has been investigated. Four color polymorphs of ROY-ol were identified (one brightburgundy and the others dark-burgundy), from which the crystal structures of two (polymorphs 1 and 2) were solved by single-crystal X-ray diffraction, and the intermolecular interactions in these crystals being subsequently evaluated using the Hirshfeld analysis method. These two polymorphs were also characterized vibrationally by infrared and Raman spectroscopies, supported by fully periodic density functional theory (DFT) calculations. The performed thermal analysis studies, undertaken by differential scanning calorimetry (DSC), polarized light thermomicroscopy (PLTM), and temperature-variation Raman spectroscopy, allowed us to identify two additional polymorphs of ROY-ol (polymorphs 3 and 4). Investigation of the conformational space of the ROY-ol isolated molecule within the DFT framework (together with similar calculations on similar molecules, including ROY) allowed to establish a series of correlations between the conformational landscapes of the molecules and some relevant characteristics of the polymorphism the compounds exhibit. As a whole, a detailed description of the color polymorphism exhibited by ROY-ol has been achieved, which is an additional contribution to the understanding of this phenomenon. | pt |
dc.language.iso | eng | pt |
dc.publisher | American Chemical Society | pt |
dc.relation | CEECIND/00283/2018 | pt |
dc.relation | info:eu-repo/grantAgreement/FCT/SFRH/BD/129852/2017 | pt |
dc.relation | UIDB/00100/2020 | pt |
dc.relation | UIDB/00313/2020 | pt |
dc.relation | UIDB/04564/2020 | pt |
dc.relation | UIDP/04564/2020 | pt |
dc.relation | UIDP/00313/2020 | pt |
dc.relation | UIDP/00100/2020 | pt |
dc.rights | openAccess | pt |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/4.0/ | pt |
dc.subject | Color polymorphism | pt |
dc.title | Color Polymorphs of ROY-ol | pt |
dc.type | article | - |
degois.publication.firstPage | 5375 | pt |
degois.publication.lastPage | 5389 | pt |
degois.publication.issue | 9 | pt |
degois.publication.title | Cryst. Growth Des. | pt |
dc.peerreviewed | yes | pt |
dc.identifier.doi | 10.1021/acs.cgd.2c00462 | pt |
degois.publication.volume | 22 | pt |
dc.date.embargo | 2024-08-17 | * |
uc.date.periodoEmbargo | 730 | pt |
item.fulltext | Com Texto completo | - |
item.grantfulltext | open | - |
item.languageiso639-1 | en | - |
item.cerifentitytype | Publications | - |
item.openairetype | article | - |
item.openairecristype | http://purl.org/coar/resource_type/c_18cf | - |
crisitem.project.grantno | Centro de Química Estrutural | - |
crisitem.project.grantno | Coimbra Chemistry Center | - |
crisitem.project.grantno | Center for Physics of the University of Coimbra | - |
crisitem.project.grantno | Center for Physics of the University of Coimbra | - |
crisitem.project.grantno | Coimbra Chemistry Center | - |
crisitem.project.grantno | Centro de Química Estrutural | - |
crisitem.author.researchunit | Faculty of Sciences and Technology | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CFisUC – Center for Physics of the University of Coimbra | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.parentresearchunit | University of Coimbra | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.orcid | 0000-0002-1756-377X | - |
crisitem.author.orcid | 0000-0002-1580-5667 | - |
crisitem.author.orcid | 0000-0001-6026-5455 | - |
crisitem.author.orcid | 0000-0003-4634-7395 | - |
crisitem.author.orcid | 0000-0003-3256-4954 | - |
crisitem.author.orcid | 0000-0003-3263-4545 | - |
crisitem.author.orcid | 0000-0002-8264-6854 | - |
Appears in Collections: | I&D CQC - Artigos em Revistas Internacionais |
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File | Description | Size | Format | |
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Color Polymorphs of ROY-ol.pdf | 2.79 MB | Adobe PDF | View/Open |
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