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Issue 3, 2000
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Role of weak hydrogen bonds in the crystal structures of phenazine, 5,10-dihydrophenazine and their 1:1 and 3:1 molecular complexes

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Abstract

Phenazine (1) and 5,10-dihydrophenazine (2) form not only a 1:1 complex (3), as expected from N–H···N hydrogen bond requirements, but surprisingly also a 3:1 complex (4). Single crystal X-ray analyses of compound 2 and complexes 3 and 4 have been carried out. While the overall packing in complex 3 is as efficient as in pure 1 and 2, acidic C–H groups, which contribute actively to the structural assembly in pure 2, are not involved in hydrogen bonding in 3. It is shown that the quest for hydrogen bonding by these C–H groups steers the formation of complex 4 with an unprecedented N–H···N and C–H···N hydrogen bond mediated tape structure.

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Publication details

The article was received on 02 Nov 1999, accepted on 21 Dec 1999 and first published on 21 Feb 2000


Article type: Paper
DOI: 10.1039/A908744C
Citation: New J. Chem., 2000,24, 143-147
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    Role of weak hydrogen bonds in the crystal structures of phenazine, 5,10-dihydrophenazine and their 1:1 and 3:1 molecular complexes

    V. R. Thalladi, T. Smolka, A. Gehrke, R. Boese and R. Sustmann, New J. Chem., 2000, 24, 143
    DOI: 10.1039/A908744C

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