Publication
The crystal structures of fourN-(4-halophenyl)-4-oxo-4H-chromene-3-carboxamides
| dc.contributor.author | Gomes, Ligia R. | |
| dc.contributor.author | Low, John Nicolson | |
| dc.contributor.author | Cagide, Fernando | |
| dc.contributor.author | Borges, Fernanda | |
| dc.date.accessioned | 2019-10-24T17:28:22Z | |
| dc.date.available | 2019-10-24T17:28:22Z | |
| dc.date.issued | 2015 | |
| dc.description.abstract | Four N-(4-halophenyl)-4-oxo-4H-chromene-3-carboxamides (halo = F, Cl, Br and I), N-(4-fluorophenyl)-4-oxo-4H-chromene-3-carboxamide, C16H10FNO3, N-(4-chlorophenyl)-4-oxo-4H-chromene-3-carboxamide, C16H10ClNO3, N-(4-bromophenyl)-4-oxo-4H-chromene-3-carboxamide, C16H10BrNO3, N-(4-iodophenyl)-4-oxo-4H-chromene-3-carboxamide, C16H10INO3, have been structurally characterized. The molecules are essentially planar and each exhibits an anti conformation with respect to the C—N rotamer of the amide and a cis geometry with respect to the relative positions of the Carom—Carom bond of the chromone ring and the carbonyl group of the amide. The structures each exhibit an intramolecular hydrogen-bonding network comprising an N—H⋯O hydrogen bond between the amide N atom and the O atom of the carbonyl group of the pyrone ring, forming an S(6) ring, and a weak Carom—H⋯O interaction with the O atom of the carbonyl group of the amide as acceptor, which forms another S(6) ring. All four compounds have the same supramolecular structure, consisting of R 2 2(13) rings that are propagated along the a-axis direction by unit translation. There is π–π stacking involving inversion-related molecules in each structure. | pt_PT |
| dc.description.version | info:eu-repo/semantics/publishedVersion | pt_PT |
| dc.identifier.citation | Gomes, L. R., Low, J. N., Cagide, F., & Borges, F. (2015). The crystal structures of four N-(4-halophen-yl)-4-oxo-4H-chromene-3-carboxamides. Acta crystallographica. Section E, Crystallographic communications, 71(Pt 1), 88–93. doi:10.1107/S2056989014027054 | pt_PT |
| dc.identifier.doi | 10.1107/S2056989014027054 | pt_PT |
| dc.identifier.issn | 2056-9890 | |
| dc.identifier.uri | http://hdl.handle.net/10284/8166 | |
| dc.language.iso | eng | pt_PT |
| dc.peerreviewed | yes | pt_PT |
| dc.publisher | International Union of Crystallography | pt_PT |
| dc.relation.publisherversion | http://journals.iucr.org/e/issues/2015/01/00/lh5743/index.html | pt_PT |
| dc.rights.uri | http://creativecommons.org/licenses/by/4.0/ | pt_PT |
| dc.subject | Crystal structure | pt_PT |
| dc.subject | Drug design | pt_PT |
| dc.subject | Chromones | pt_PT |
| dc.subject | Conformation | pt_PT |
| dc.subject | Supramolecular structure | pt_PT |
| dc.title | The crystal structures of fourN-(4-halophenyl)-4-oxo-4H-chromene-3-carboxamides | pt_PT |
| dc.type | journal article | |
| dspace.entity.type | Publication | |
| oaire.citation.endPage | 93 | pt_PT |
| oaire.citation.issue | 1 | pt_PT |
| oaire.citation.startPage | 88 | pt_PT |
| oaire.citation.title | Acta Crystallographica Section E: Crystallographic Communications | pt_PT |
| oaire.citation.volume | 71 | pt_PT |
| person.familyName | Maria da Silva Rebelo Gomes | |
| person.givenName | Lígia | |
| person.identifier.ciencia-id | A41A-22BE-18F0 | |
| person.identifier.orcid | 0000-0002-3496-6052 | |
| rcaap.rights | openAccess | pt_PT |
| rcaap.type | article | pt_PT |
| relation.isAuthorOfPublication | 66614656-b892-46ad-93f3-7586580fd733 | |
| relation.isAuthorOfPublication.latestForDiscovery | 66614656-b892-46ad-93f3-7586580fd733 |