Naphthalene-1,8-diamine-2-(pyrimidin-2-yl)-1H-perimidine (2/1)

Abstract

In the title adduct, C15H10N4·2C10H10N2, the pyrimidine ring is nearly co-planar with the heteroatomic perimidine ring, as indicated dihedral angle between their mean planes of 3.21 (11)°. The diaminonaphthalene molecules are slightly twisted [dihedral angles = 4.2 (2) and 3.0 (2)°] because of the steric encumbrance of NH2 groups. The perimidine and diaminonaphthalene molecules are linked by N - H...N hydrogen bonds, forming an R 4 4(12) graph-set motif across an inversion center. In the crystal, alternating layers of the perimidine and diaminonaphthalene molecules are formed along [100]. In the perimidine layer, molecules are π-π stacked along the c-axis direction with an interplane separation of approximately 3.4 Å.