R. Howie, Marcos V. N. de Souza, Marcelle de Lima Ferreira
2010
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Abstract
Abstract The molecules of the 7-chloroquinoline-4-hydrazones of the variously substituted benzaldehydes, 5, of general formula C16H11ClN3X with X = H, o-F, m-F or m-MeO corresponding to compounds (5: X = H), (5: X = o-F), (5: X = m-F) and (5: X = m-MeO), respectively, are formally rather similar. Compounds (5: X = H) and (5: X = o-F) are isostructural but otherwise the molecular packing and intermolecular interactions show unexpectedly wide variation throughout the series. In all 5 hydrogen-bonds link the essentially planar molecules edge to edge to form chains. Combination of intermolecular hydrogen-bonds and π···π interactions creates three-dimensional connectivity in (5: X = H), (5: X = o-F) and, utilising the methoxy oxygen atom as acceptor for a C—H···O hydrogen-bond, (5: X = m-MeO). Significant connectivity is no more than two-dimensional in layers of molecules in (5: X = m-F).