Crystal Engineering through Halogen Bonding: Complexes of Nitrogen Heterocycles with Organic Iodides
ACS Citation
Walsh, R. D. B.; Padgett, C. W.; Metrangolo, P.; Resnati, G.; Hanks, T. W.; Pennington, W. T. Crystal Engineering through Halogen Bonding: Complexes of Nitrogen Heterocycles with Organic Iodides. Cryst. Growth Des. 2001, 1, 165-175.
Version of Record
Abstract
X-ray analysis has revealed that 4,4?-bipyridine, 1,2-bis(4-pyridyl)ethylene, and hexamethylenetetramine form donor?acceptor complexes with 1,4-diiodobenzene, 1,4-diiodotetrafluorobenzene, and tetraiodoethylene in which the N···I distance is longer than that for the corresponding I2 complexes. As opposed to the corresponding I2 complexes that are molecular adducts, these complexes have extended structures and longer N···I distances. Steric and electronic effects influence the strength of the N···I interaction and the crystal packing. An additional complex of 1,2-bis(4-pyridyl)ethane and 1,4-dibromotetrafluorobenzene has also been investigated for comparison of N···I and N···Br interactions. X-ray analysis has revealed that 4,4?-bipyridine, 1,2-bis(4-pyridyl)ethylene, and hexamethylenetetramine form donor?acceptor complexes with 1,4-diiodobenzene, 1,4-diiodotetrafluorobenzene, and tetraiodoethylene in which the N···I distance is longer than that for the corresponding I2 complexes. As opposed to the corresponding I2 complexes that are molecular adducts, these complexes have extended structures and longer N···I distances. Steric and electronic effects influence the strength of the N···I interaction and the crystal packing. An additional complex of 1,2-bis(4-pyridyl)ethane and 1,4-dibromotetrafluorobenzene has also been investigated for comparison of N···I and N···Br interactions.
Source Name
Crystal Growth & Design
Publication Date
1-1-2001
Volume
1
Issue
2
Page(s)
3368-3368
Document Type
Citation
Citation Type
Article