Molecular and crystal structure of the intracomplex 2-[(dibutylboryloxy)(Butyl) borylamino]-4-methylpyridine with boron atoms of differing hybridization in the chelate ring

X-ray diffraction has been used to establish the crystalline and molecular structure of the intracomplex 2-[(dibutylboryloxy)(butyl)borylamino]4-methylpyridine. In the crystal, the molecule forms weak intermolecular N(H)...O hydrogen bonds. The bicyclic portion of the molecule is nearly planar. From the bond lengths in the ring, which incorporates boron atoms of differing hybridization (sp³ and sp²), it follows that delocalization of electron density extends only over the amidine fragment. Quantum chemical calculations (MO LCAO, version CNINDO/2) show that the electron density at the endocyclic nitrogen of the aminopyridine system coordinated with boron is lower than that at the endocyclic nitrogen of the aminopyridine.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 173–177, January, 1991.