dc.contributor.author |
Roselló, Yannick |
|
dc.contributor.author |
Benito, Mónica |
|
dc.contributor.author |
Molins, Elies |
|
dc.contributor.author |
Barceló Oliver, Miquel |
|
dc.contributor.author |
Frontera Beccaria, Antonio |
|
dc.date.accessioned |
2019-05-02T08:03:53Z |
|
dc.date.available |
2019-05-02T08:03:53Z |
|
dc.identifier.uri |
http://hdl.handle.net/11201/149320 |
|
dc.description.abstract |
[eng] In this work, we report the cocrystallization of N9-ethyladenine with 1,2,4,5-tetrafluoro-3,6- diiodobenzene (TFDIB), a classical XB donor. As far as our knowledge extends, this is the first cocrystal reported to date where an adenine derivative acts as a halogen bond acceptor. In the solid state, each adenine ring forms two centrosymmetric H-bonded dimers: one using N1···HA6-N6 and the other N7···HB6-N6. Therefore, only N3 is available as a halogen bond acceptor that, indeed, establishes an N···I halogen bonding interaction with TFDIB. The H-bonded dimers and halogen bonds have been investigated via DFT (Density Functional Theory) calculations and the Bader's Quantum Theory of Atoms In Molecules (QTAIM) method at the B3LYP/6-311+G* level of theory. The influence of H-bonding interactions on the lone pair donor ability of N3 has also been analyzed using the molecular electrostatic potential (MEP) surface calculations. |
|
dc.format |
application/pdf |
|
dc.relation.isformatof |
https://doi.org/10.3390/cryst9040224 |
|
dc.relation.ispartof |
Crystals, 2019, vol. 9, p. 224 |
|
dc.rights |
, 2019 |
|
dc.subject.classification |
54 - Química |
|
dc.subject.other |
54 - Chemistry. Crystallography. Mineralogy |
|
dc.title |
Adenine as a Halogen Bond Acceptor: A combined experimental and DFT study |
|
dc.type |
info:eu-repo/semantics/article |
|
dc.date.updated |
2019-05-02T08:03:53Z |
|
dc.rights.accessRights |
info:eu-repo/semantics/openAccess |
|
dc.identifier.doi |
https://doi.org/10.3390/cryst9040224 |
|