Crystal structure and Hirshfield analysis of the 4-(dimethylamino)pyridine adduct of 4-methoxyphenylborane

Abstract

The title compound [systematic name: 4-(dimethylamino)pyridine–4-methoxyphenylborane (1/1)], C14H19BN2O, contains two independent molecules in the asymmetric unit. Both molecules exhibit coplanar, mostlysp2-hybridized methoxy and dimethylamino substituents on their respective aromatic rings, consistent with π-donation into the aromatic systems. The B—H groups exhibit an intramolecular close contact with a C—H group of the pyridine ring, which may be evidence of electrostatic attraction between the hydridic B—H and the electropositive aromatic C—H. There appears to be weak C—H...π(arene) interactions between two of the H atoms of an aminomethyl group and the methoxy-substituted benzene ring of the other independent molecule, and another C—H...π (arene) interaction between one of the pyridine ring H atoms and the same benzene ring.