TY - JOUR
T1 - Crystal Engineering through Halogen Bonding
T2 - Complexes of Nitrogen Heterocycles with Organic Iodides
AU - Walsh, Rosa Bailey
AU - Padgett, Clifford W.
AU - Metrangolo, Pierangelo
AU - Resnati, Giuseppe
AU - Hanks, T. W.
AU - Pennington, William T.
PY - 2001/3
Y1 - 2001/3
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=0000867567&partnerID=8YFLogxK
U2 - 10.1021/cg005540m
DO - 10.1021/cg005540m
M3 - Article
AN - SCOPUS:0000867567
SN - 1528-7483
VL - 1
SP - 165
EP - 175
JO - Crystal Growth and Design
JF - Crystal Growth and Design
IS - 2
ER -