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In continuation of our studies on the influence of fluoro
substitution on the solid state photobehaviour and packing
pattern of styrylcoumarins, the results obtained for
4-(3-fluorostyryl)coumarin 1, 4-styryl-6-fluorocoumarin 2 and
4-styryl-7-fluorocoumarin 3 are presented. The configuration of
the dimers was established on the basis of crystal packing of 1
and 2 (α-packed). A rationale for the significantly lower
dimer yield in the crystal for 2 is proposed. In the observed
centrosymmetric arrangement of the reactants the
CO · · · π (phenyl)
contacts seem to provide additional attractive
C–H · · · O and
C–H · · · F
hydrogen bonding seems to provide stability in these
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Journal of the Chemical Society, Perkin Transactions 2
- Information Point
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