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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

Jonsson, Stefan LU ; Solano, Carlos LU ; Wendt, Ola LU ; Siegel, Jay S and Wärnmark, Kenneth LU (2005) In Organic and Biomolecular Chemistry 3(6). p.996-1001
Abstract
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.
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author
; ; ; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Organic and Biomolecular Chemistry
volume
3
issue
6
pages
996 - 1001
publisher
Royal Society of Chemistry
external identifiers
  • wos:000227454700008
  • pmid:15750641
  • scopus:16244378225
  • pmid:15750641
ISSN
1477-0539
DOI
10.1039/b417485b
language
English
LU publication?
yes
additional info
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)
id
ee72ba30-f204-4bf0-9d91-3935db3e1ea3 (old id 152421)
date added to LUP
2016-04-01 12:24:04
date last changed
2022-01-27 03:16:20
@article{ee72ba30-f204-4bf0-9d91-3935db3e1ea3,
  abstract     = {{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.}},
  author       = {{Jonsson, Stefan and Solano, Carlos and Wendt, Ola and Siegel, Jay S and Wärnmark, Kenneth}},
  issn         = {{1477-0539}},
  language     = {{eng}},
  number       = {{6}},
  pages        = {{996--1001}},
  publisher    = {{Royal Society of Chemistry}},
  series       = {{Organic and Biomolecular Chemistry}},
  title        = {{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}},
  url          = {{http://dx.doi.org/10.1039/b417485b}},
  doi          = {{10.1039/b417485b}},
  volume       = {{3}},
  year         = {{2005}},
}