Synthesis of 2-pyridone-fused 2,2 '-bipyridine derivatives. An unexpectedly complex solid state structure of 3,6-dimethyl-9H-4,5,9-triazaphenanthren-10-one

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T1 - Synthesis of 2-pyridone-fused 2,2 '-bipyridine derivatives. An unexpectedly complex solid state structure of 3,6-dimethyl-9H-4,5,9-triazaphenanthren-10-one

AU - Jonsson, Stefan

AU - Solano, Carlos

AU - Wendt, Ola

AU - Siegel, Jay S

AU - Wärnmark, Kenneth

N1 - The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240)

PY - 2005

Y1 - 2005

N2 - 2- Pyridone- fused 2,2'- bipyridine derivatives 1a and 1b were synthesised. X- Ray diffraction analysis of 1b revealed a highly complex solid state structure with a disordered molecule imbedded in a channel structure formed by a centrosymmetric lattice of hexagonally packed, hydrogen bonded columns. The columns are assembled from three symmetry independent molecules. Dimerisation of the self- complementary cis- amide hydrogen bond motif is overridden by the fulfilment of the proton coordination ability of the phenanthroline nitrogens in accordance with Etter's rules of hydrogen bond priorities.

AB - 2- Pyridone- fused 2,2'- bipyridine derivatives 1a and 1b were synthesised. X- Ray diffraction analysis of 1b revealed a highly complex solid state structure with a disordered molecule imbedded in a channel structure formed by a centrosymmetric lattice of hexagonally packed, hydrogen bonded columns. The columns are assembled from three symmetry independent molecules. Dimerisation of the self- complementary cis- amide hydrogen bond motif is overridden by the fulfilment of the proton coordination ability of the phenanthroline nitrogens in accordance with Etter's rules of hydrogen bond priorities.

U2 - 10.1039/b417485b

DO - 10.1039/b417485b

M3 - Article

VL - 3

SP - 996

EP - 1001

JO - Organic and Biomolecular Chemistry

T2 - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

SN - 1477-0539

IS - 6

ER -