A supramolecular assembly containing an unusually short N-H center dot center dot center dot N hydrogen bond - An X-ray and neutron diffraction study
Articles > Article · 2001
Authors: Nesrin MOĞULKOÇ BISHOP, LF Lindoy, OT Thorn-Seshold, RO Piltz, P Turner
JOURNAL OF HETEROCYCLIC CHEMISTRY, Journal Indexed in SCI Expanded, International, WoS, 2001, vol 38, pp 1377-1382
Summary
A supramolecular assembly formed between phthalimide and 2-guanidinobenzimidazole, containing a short 2.692(4)Angstrom N-H...N hydrogen bond, is reported. The crystal structure of this species was determinedly both X-ray and neutron diffraction. The diffraction data reveal that the proton involved in the short hydrogen bond has been transferred from the phthalimide to the guanidinobenzimidazole to form an ion pair. There is also an interesting stacking interaction between the atoms involved in the short hydrogen bond and the pi system of a phthalimide molecule that is approximately 3.3 Angstrom away. The structure is compared with the structure of a similar assembly formed between 4-nitrophthalimide and 2-guanidinobenzimidazole.