Publication details
Unprecedented pi...pi interaction between an aromatic ring and a pseudo-aromatic ring formed through intramolecular H-bonding in a bidentate Schiff base ligand: crystal structure and DFT calculations
| Authors | |
|---|---|
| Year of publication | 2011 |
| Type | Article in Periodical |
| Magazine / Source | Physical Chemistry Chemical Physics |
| MU Faculty or unit | |
| Citation | |
| Web | DOI: 10.1039/c1cp21047e |
| Doi | http://dx.doi.org/10.1039/c1cp21047e |
| Field | Physical chemistry and theoretical chemistry |
| Keywords | Pi-pi interaction; X-ray diffraction; Solid-state NMR; Molecular orbitals |
| Attached files | |
| Description | A combination of a single crystal X-ray diffraction study and density functional theory calculations has been applied to a bidentate Schiff base compound to elucidate different cooperative non-covalent interactions involved in the stabilization of the keto form over the enol one in the solid state. The single crystal X-ray structure reveals a remarkable supramolecular assembly of the keto form through a cyclic hydrogen bonded dimeric motif. The most interesting feature in the supramolecular assembly is the formation of a ‘dimer of dimer’ motif by pi-pi, CH-pi and N-O/O-O interactions in which the pi-pi interaction involving the aromatic phenyl ring and the intramolecularly hydrogen bonded pseudo-aromatic ring of the keto form lying just above or below the phenyl ring of the other dimer seems to be unprecedented. |
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