4′-(3,4-Dimethoxyphenyl)-2,2′:6′,2′′-terpyridine

Abstract

In the title compound, C23H19N3O2, the terpyridine unit has a dimethoxyphenyl substituent at the 4-position of the central pyridyl ring. The three pyridyl rings are in atransoidconformation with respect to the interannular C—C bonds. In addition, the pendant dimethoxyphenyl substituent is almost coplanar with the terpyridyl unit; the dihedral angle between the central pyridyl ring and the benzene ring is 7.14 (11)°, which is much smaller than that found in the structural isomer with a 2,5-dimethoxyphenyl substituent. The C—C and C—N bond lengths within the aromatic rings are normal. One of the terminal pyridyl rings is disordered over two sets of sites with an occupancy ratio of 0.744 (7):0.256 (7). The orientation of the two methoxy groups at the 3- and 4-positions is such that the methyl groups point away from each other in opposite directions. In the crystal structure, C–H...N hydrogen bonds form chains alongbwhile C—H...O contacts form inversion dimers, creating double chains. These combine with C—H...π contacts and π...π interactions, with a centroid-centroid distance of 3.858 (4) Å, to stack molecules along theb-axis direction.