dc.contributor.author |
Orvay, F.
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dc.contributor.author |
Bauzá, A.
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dc.contributor.author |
Barceló-Oliver, M.
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dc.contributor.author |
García-Raso, A.
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dc.contributor.author |
Fiol, J.J.
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dc.contributor.author |
Costa, A.
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dc.contributor.author |
Molins, E.
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dc.contributor.author |
Mata,I.
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dc.contributor.author |
Frontera, A.
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dc.date.accessioned |
2020-05-06T07:14:59Z |
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dc.identifier.uri |
http://hdl.handle.net/11201/152236 |
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dc.description.abstract |
[eng] Five new proton transfer compounds, (bimipyrH2)(Cl)2 (1), (bimipyrH2)[(NO3)(NO3HNO3)] (2), (bimipyrH2)(ZnCl4) (3), (bimipyrH2)(CdCl4) (4) and (bimipyrH2)(HgCl4) (5) (bimipyr = 4,6-di(1H-imidazol-1-yl)pyrimidine), have been synthesized and characterized by elemental analysis, IR and NMR spectroscopy and single crystal X-ray diffraction. Crystallographic analysis revealed that the asymmetric unit of 1 consists of one doubly protonated bimipyr molecule, one solvent water molecule and two chloride anions. Conversely, 2 is anhydrous where one counterion is chelated by the (bimipyrH2)2+ molecule and the other anion is solvated by the parent acid forming an independent 'acid salt' counterion [NO3HNO3]−. Both compounds exhibit diverse architectures involving hydrogen bonding and anion-π interactions. Compounds 3, 4 and 5 consist of outer sphere complexes of diprotonated bimipyr with [MCl4]2− as the counterion. They have the same molecular composition and compounds 4 and 5 (M = Cd and Hg, respectively) are essentially isomorphous and crystallized in the monoclinic space group P21/n. In the crystal structures of the five salts, N-H⋯Cl/O and C-H⋯Cl/O hydrogen bonds as well as anion-π, involving aromatic rings and inorganic anions, and π-stacking interactions are described and analysed by means of density functional theory (DFT) calculations since they play an important role in the construction of three-dimensional supramolecular frameworks. Finally, aggregation studies of compound 1 in solution (DMSO) are also described and discussed. |
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dc.format |
application/pdf |
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dc.relation.isformatof |
Versió postprint del document publicat a: https://doi.org/10.1039/C4CE01425A |
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dc.relation.ispartof |
Crystengcomm, 2014, vol. 16, num. 38, p. 9043-9053 |
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dc.rights |
(c) Orvay, F. et al., 2014 |
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dc.subject.classification |
54 - Química |
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dc.subject.other |
54 - Chemistry. Crystallography. Mineralogy |
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dc.title |
Synthesis, X-Ray characterization and DFT studies of bis-N-imidazolylpyrimidine salts: the prominent role of hydrogen bonding and anion-Pi interactions |
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dc.type |
info:eu-repo/semantics/article |
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dc.type |
info:eu-repo/semantics/acceptedVersion |
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dc.date.updated |
2020-05-06T07:14:59Z |
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dc.date.embargoEndDate |
info:eu-repo/date/embargoEnd/2026-12-31 |
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dc.embargo |
2026-12-31 |
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dc.subject.keywords |
Pi interactions |
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dc.subject.keywords |
Ab initio calculations |
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dc.subject.keywords |
Noncovalent Interactions |
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dc.subject.keywords |
X-ray structure |
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dc.subject.keywords |
purine and pyrimidine |
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dc.rights.accessRights |
info:eu-repo/semantics/embargoedAccess |
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dc.identifier.doi |
https://doi.org/10.1039/C4CE01425A |
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