TY - JOUR
T1 - (Pyrazinecarbonyl)hydrazone halobenzaldehydes
T2 - Supramolecular arrays generated by face to face stacking of ribbons, formed from C-H-O interactions
AU - Baddeley, Thomas C.
AU - Alan Howie, R.
AU - Da Silva Lima, Camilo H.
AU - Kaiser, Carlos R.
AU - De Souza, Marcos V.N.
AU - Wardell, James L.
AU - Wardell, Solange M.S.V.
N1 - Funding Information:
Acknowledgments. The use of the EPSRC X-ray crystallographic service at Southampton and the valuable assistance of the staff there is gratefully acknowledged. We thank CAPES for financial support.
PY - 2009/10/12
Y1 - 2009/10/12
N2 - The crystal structures of seven (pyrazinecarbonyl)hydrazone mono-halo-benzaldehyde derivatives, N2C4H 3CONHN=CHC6H4X (X = F, Cl or Br) are reported. In all cases, hydrogen-bonds link the planar molecules edge to edge to form ribbons which are themselves essentially planar. These ribbons are then packed face to face in a variety of ways dependent upon the position and nature of the halogen substituent. In all of the structures the molecules are found in layers one molecule thick. For the chloro- and bromo-substituted compounds three distinct forms of two-dimensional connectivity in the layers is achieved by combination of π • • • π interactions with the ribbon hydrogen-bonds. For the fluoro- derivatives the ribbon hydrogen-bonds connect layers in which the two-dimensional connectivity is provided by the π ••• π interactions, in one case augmented by C-H • • • F and C-H • • • π bonds, resulting in complete three-dimensional connectivity.
AB - The crystal structures of seven (pyrazinecarbonyl)hydrazone mono-halo-benzaldehyde derivatives, N2C4H 3CONHN=CHC6H4X (X = F, Cl or Br) are reported. In all cases, hydrogen-bonds link the planar molecules edge to edge to form ribbons which are themselves essentially planar. These ribbons are then packed face to face in a variety of ways dependent upon the position and nature of the halogen substituent. In all of the structures the molecules are found in layers one molecule thick. For the chloro- and bromo-substituted compounds three distinct forms of two-dimensional connectivity in the layers is achieved by combination of π • • • π interactions with the ribbon hydrogen-bonds. For the fluoro- derivatives the ribbon hydrogen-bonds connect layers in which the two-dimensional connectivity is provided by the π ••• π interactions, in one case augmented by C-H • • • F and C-H • • • π bonds, resulting in complete three-dimensional connectivity.
UR - http://www.scopus.com/inward/record.url?scp=70449095276&partnerID=8YFLogxK
U2 - 10.1524/zkri.2009.1182
DO - 10.1524/zkri.2009.1182
M3 - Article
AN - SCOPUS:70449095276
SN - 0044-2968
VL - 224
SP - 506
EP - 514
JO - Zeitschrift fur Kristallographie
JF - Zeitschrift fur Kristallographie
IS - 10
ER -