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In situ  cryo-crystallization was used to obtain single crystals of the low-melting tetrafluoropyrimidine and trifluorotriazine in order to explore the molecular aggregation of nitrogen-containing aromatic compounds with weak directing substituents in the solid state. A comparative crystallographic study of the series hexafluorobenzene, pentafluoropyridine, tetrafluoropyrimidine and trifluorotriazine was performed to clarify an influence of a successive substitution of C-F groups by a further nitrogen atom on the crystal architecture. Due to the absence of the hydrogen atoms different supramolecular motifs based on short F···F contacts were observed in all crystal structures.

Crystal architecture of the low melting nitrogen heterocycles tetrafluoropyrimidine and trifluorotriazine