2,9-Dimethyl-7-phenyl-N-(4-methylphenyl)dibenzo[b,h][1,6]naphthyridin-6-amine

Abstract

The title compound, C31H25N3, was synthesized from 6,4′,4′′-trimethyl-2,4-bis­(N-phenyl­amino)­quinoline and is the first structural example containing a phenyl and phenyl­amino fragment attached to a fused dibenzo[1,6]naphthyridine moiety. The fused tetra­cyclic ring system is essentially planar [r.m.s. deviation = 0.08 (3) Å]. The phenyl ring and the phenyl­amino group are inclined by 82.68 (6) and 35.31 (5)°, respectively, to the mean plane of the fused tetra­cyclic ring system. A weak intra­molecular N—H⋯π(arene) inter­action may in part influence the conformation of the mol­ecule. In the crystal, mol­ecules are linked by weak inter­molecular C—H⋯N hydrogen bonds into centrosymmetric dimers. Additional stabilization is provided by weak C—H⋯π and π–π stacking inter­actions [centroid–centroid distances = 3.834 (2) and 3.898 (1) Å].

7-(4-Methoxyphenyl)-4,9-dimethyl-N-(4-methylphenyl)-5,12-diazatetraphen-6-amine

“…The bond lengths and angles are in the normal ranges (Allen et al, 1987). The fused tetracyclic ring system is essentially planar in geometry as was previously reported for a related compounds (Vennila et al, 2010(Vennila et al, , 2011Seebacher et al 2010;Peng et al 2009 In the crystal, weak intermolecular C-H•••N hydrogen bonds link the molecules into centrosymmetric dimers forming R 2 2 (14) motifs (Bernstein et al, 1995) (see Fig. 2).…”

“…For the structures of related naphthrydine derivatives, see: Peng et al (2009); Seebacher et al . (2010); Vennila et al (2010Vennila et al ( , 2011. For standard bond lengths, see: Allen et al (1987).…”