Crystallographic Characterization of Dipyridylamine Derivatives

Dipyridylamine has been coupled with phenyl groups to yield new organic ligands. During the course of one reaction a lithium salt of dipyridylamine was isolated as the product. These new compounds were characterized by single crystal X-ray diffraction, which reveals that π–π stacking interactions as well as hydrogen bonding permeate the isolated compounds in the solid state. BrPhDPA, compound 1 , crystallizes in the monoclinic P2 1 space group with cell parameters a = 5.8291(1), b = 8.8504(2), c = 13.2341(3) Å and β = 91.928(1)°. 3-ThPh(DPA) 2 , compound 4 , crystallizes in the orthorhombic C2/c space group with cell parameters a = 14.8033(7), b = 11.4124(4), c = 16.11780(7) Å and β = 115.911(3)°. Finally the lithium salt, [Li(HDPA)(H 2 O) 2 ](H 2 DPA)(Cl) 2 (H 2 O), compound 5 , crystallizes in the monoclinic Cmcm space group with cell parameters a = 14.043(3), b = 12.370(3) and c = 13.389(3) Å. Index Abstract Aromatic derivatives of dipyridylamine have been isolated and crystallographically characterized, showing π–π stacking and C–H···π interactions and an interesting Li + coordination compound.