Ray, Sibdas published the artcileStudies on the π-π stacking features of imidazole units present in a series of 5-amino-1-alkylimidazole-4-carboxamides, Computed Properties of 21343-04-4, the main research area is aminoalkylimidazolecarboxamide Pi Pi stacking distance X ray hydrogen bond.
Reaction of 2-ethoxymethyleneamino-2-cyanoacetamide with primary alkyl amines in acetonitrile solvent affords 1-substituted-5-aminoimidazole-4-carboxamides. Single crystal X-ray diffraction studies of these imidazole compounds show that there are both anti-parallel and syn-parallel π-π stackings between two imidazole units in parallel-displaced (PD) conformations and the distance between two π-π stacked imidazole units depends mainly on the anti/ syn-parallel nature and to some extent on the alkyl group attached to N-1 of imidazole; mols. with anti-parallel PD-stacking arrangements of the imidazole units have got vertical π-π stacking distance short enough to impart stabilization whereas the imidazole unit having syn-parallel stacking arrangement have got much larger π-π stacking distances. DFT studies on a pair of anti-parallel imidazole units of such an AICA lead to curves for ‘π-π stacking stabilization energy vs. π-π stacking distance’ which have got similarity with the ‘Morse potential energy diagram for a diat. mol.’ and this affords to find out a min. π-π stacking distance corresponding to the maximum stacking stabilization energy between the pair of imidazole units. On the other hand, a DFT calculation based curve for ‘π-π stacking stabilization energy vs. π-π stacking distance’ of a pair of syn-parallel imidazole units is shown to have an exponential nature.
Journal of Molecular Structure published new progress about Amides Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 21343-04-4 belongs to class imidazoles-derivatives, name is 5-Amino-1-methyl-1H-imidazole-4-carboxamide, and the molecular formula is C5H8N4O, Computed Properties of 21343-04-4.
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem