Publication
Crystal structures of five 6-mercaptopurine derivatives
| dc.contributor.author | Gomes, Ligia R. | |
| dc.contributor.author | Low, John Nicolson | |
| dc.contributor.author | Magalhães e Silva, Diogo | |
| dc.contributor.author | Cagide, Fernando | |
| dc.contributor.author | Borges, Fernanda | |
| dc.date.accessioned | 2019-10-24T18:27:30Z | |
| dc.date.available | 2019-10-24T18:27:30Z | |
| dc.date.issued | 2016 | |
| dc.description.abstract | The crystal structures of five 6-mercaptopurine derivatives, viz. 2-[(9-acetyl-9H-purin-6-yl)sulfan-yl]-1-(3-meth-oxy-phen-yl)ethan-1-one (1), C16H14N4O3S, 2-[(9-acetyl-9H-purin-6-yl)sulfan-yl]-1-(4-meth-oxy-phen-yl)ethan-1-one (2), C16H14N4O3S, 2-[(9-acetyl-9H-purin-6-yl)sulfan-yl]-1-(4-chloro-phen-yl)ethan-1-one (3), C15H11ClN4O2S, 2-[(9-acetyl-9H-purin-6-yl)sulfan-yl]-1-(4-bromo-phen-yl)ethan-1-one (4), C15H11BrN4O2S, and 1-(3-meth-oxy-phen-yl)-2-[(9H-purin-6-yl)sulfan-yl]ethan-1-one (5), C14H12N4O2S. Compounds (2), (3) and (4) are isomorphous and accordingly their mol-ecular and supra-molecular structures are similar. An analysis of the dihedral angles between the purine and exocyclic phenyl rings show that the mol-ecules of (1) and (5) are essentially planar but that in the case of the three isomorphous compounds (2), (3) and (4), these rings are twisted by a dihedral angle of approximately 38°. With the exception of (1) all mol-ecules are linked by weak C-H⋯O hydrogen bonds in their crystals. There is π-π stacking in all compounds. A Cambridge Structural Database search revealed the existence of 11 deposited compounds containing the 1-phenyl-2-sulfanyl-ethanone scaffold; of these, only eight have a cyclic ring as substituent, the majority of these being heterocycles. | pt_PT |
| dc.description.version | info:eu-repo/semantics/publishedVersion | pt_PT |
| dc.identifier.citation | Gomes, L. R., Low, J. N., Magalhães E Silva, D., Cagide, F., & Borges, F. (2016). Crystal structures of five 6-mercaptopurine derivatives. Acta crystallographica. Section E, Crystallographic communications, 72(Pt 3), 307–313. doi:10.1107/S2056989016001833 | pt_PT |
| dc.identifier.doi | 10.1107/S2056989016001833 | pt_PT |
| dc.identifier.issn | 2056-9890 | |
| dc.identifier.uri | http://hdl.handle.net/10284/8171 | |
| dc.language.iso | eng | pt_PT |
| dc.peerreviewed | yes | pt_PT |
| dc.publisher | International Union of Crystallography | pt_PT |
| dc.relation.publisherversion | http://scripts.iucr.org/cgi-bin/paper?hb7562 | pt_PT |
| dc.rights.uri | http://creativecommons.org/licenses/by/4.0/ | pt_PT |
| dc.subject | Crystal structure | pt_PT |
| dc.subject | Mercaptopurines | pt_PT |
| dc.subject | Supramolecular structure | pt_PT |
| dc.title | Crystal structures of five 6-mercaptopurine derivatives | pt_PT |
| dc.type | journal article | |
| dspace.entity.type | Publication | |
| oaire.citation.endPage | 313 | pt_PT |
| oaire.citation.issue | 3 | pt_PT |
| oaire.citation.startPage | 307 | pt_PT |
| oaire.citation.title | Acta Crystallographica Section E: Crystallographic Communications | pt_PT |
| oaire.citation.volume | 72 | 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 |