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Thallapally PK , Katz AK , Carrell HL , Desiraju GR
C-H···O hydrogen bonds in molecular complexes of 1,3,5-trinitrobenzene with some N-heterocycles
Cryst. Eng. Comm.. 2003 2003;5 :87-92
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The crystal structures of the molecular complexes of sym-trinitrobenzene (TNB) with acridine, 1,10-phenanthroline and phenazine are discussed. In all three cases, the structures are held together by C-H···O and p···p interactions, and TNB forms hydrogen bonded dimers and tapes that are not found in its native crystal structure. Acridine and 1,10-phenanthroline yield 11 complexes that have very similar structures. The related molecule phenazine, however, gives a different 23 complex in which guest exchange, as seen in other recently reported examples, is not observed. A case is made for the reporting of such low yield supramolecular reactions because they still provide valuable information about the packing characteristics of organic molecules.