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Weak C-H∙∙∙π and C-H∙∙∙F interactions form higher-order supramolecular structures in cytosine and uracil (Z)-4’-benzamido-2’-butenyl derivative

In this paper, eight closely related structures of (Z)-4’-benzamido-2’-butenyl cytosine and uracil derivatives were analyzed to evidence how variations on the molecular level affect their supramolecular structures. The N-H∙∙∙O, N-H∙∙∙N and C-H∙∙∙O hydrogen bonds mainly participate in supramolecular assembling of these molecules, but C-H∙∙∙F hydrogen bonds in the molecules containing fluorine atom at 5-position of the pyrimidine ring or 4-position of the phenyl ring were also observed. Hydrogen bonds in two of eight structures built two-dimensional network, while in remaining six structures weak C-H∙∙∙π or/and C-H∙∙∙F interactions expand two-dimensional networks into three dimensional, so having crucial role in the formation of higher-order supramolecular structures.

Weak C-H∙∙∙π and C-H∙∙∙F interactions; supramolecular structures; cytosine and uracil (Z)-4’-benzamido-2’-butenyl derivative

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