In:
Beilstein Journal of Organic Chemistry, Beilstein Institut, Vol. 6 ( 2010-01-15)
Kurzfassung:
The series of haloanilinium and halopyridinium salts: 4-IPhNH 3 Cl ( 1 ), 4-IPhNH 3 Br ( 5 ), 4-IPhNH 3 H 2 PO 4 ( 6 ), 4-ClPhNH 3 H 2 PO 4 ( 8 ), 3-IPyBnCl ( 9 ), 3-IPyHCl ( 10 ) and 3-IPyH-5NIPA (3-iodopyridinium 5-nitroisophthalate, 13 ), where hydrogen or/and halogen bonding represents the most relevant non-covalent interactions, has been prepared and characterized by single crystal X-ray diffraction. This series was further complemented by extracting some relevant crystal structures: 4-BrPhNH 3 Cl ( 2 , CCDC ref. code TAWRAL), 4-ClPhNH 3 Cl ( 3 , CURGOL), 4-FPhNH 3 Cl ( 4 , ANLCLA), 4-BrPhNH 3 H 2 PO 4 , ( 7 , UGISEI), 3-BrPyHCl, ( 11 , CIHBAX) and 3-ClPyHCl, ( 12 , VOQMUJ) from Cambridge Structural Database for sake of comparison. Based on the X-ray data it was possible to highlight the balance between non-covalent forces acting in these systems, where the relative strength of the halogen bonding C–X···A − (X = I, Br or Cl) and the ratio between the halogen and hydrogen bonds [C–X···A − : D–H···A − ] varied across the series.
Materialart:
Online-Ressource
ISSN:
1860-5397
Sprache:
Englisch
Verlag:
Beilstein Institut
Publikationsdatum:
2010
ZDB Id:
2192461-2
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