803733-64-4Relevant articles and documents
The power of nonconventional phenyl C-H?N hydrogen bonds: Supportive crystal-packing force and dominant supramolecular engineering force
Bosch, Eric,Bowling, Nathan P.,Darko, Jeffery
, p. 1634 - 1641 (2015)
The role of phenyl C-H···N interactions in crystal engineering is explored with a variety of fluorinated phenyl-containing compounds. In particular, we show that this interaction can guide the formation of one-dimensional phenyl C-H···N hydrogen-bonded ribbons with, for example, 4-(2,3,5,6-tetrafluorophenylethynyl)pyridine. The interaction is shown to also control the formation of self-complementary homodimers with 3-(2,3,4,5-tetrafluorophenylethynyl)pyridine. We also demonstrate that the phenyl C-H···N hydrogen bond interaction is capable of enticing co-crystallization of molecules such as 2,3,5,6,2′,3′,5′,6′-octafluorobiphenyl and 4,4′-dipyridyl. Finally, we describe the use of an intramolecular scaffold to evaluate the effect of electron-withdrawing substituents on the strength of a phenyl C-H···N hydrogen bond.