Planarity of Nitro-Substituted Phenothiazines

Carolyn Pratt Brock, Paul J. DeLaLuz, Miroslaw Golinski, Michael A. Lloyd, Thomas C. Vanaman, David S. Watt

Research output: Contribution to journalArticlepeer-review

6 Scopus citations


The structures of three nitro-substituted phenothiazines [1,3,4-trifluoro-2-nitrophenothiazine, 10-(4-chlorobutyl)-1,3,4-trifluoro-2-nitrophenothiazine and 10-(4-chlorobutyl)-3-nitrophenothiazine] have been determined. The first of these red compounds forms infinite stacks in the solid state, in which donor and acceptor regions of the approximately planar molecules alternate. The molecules of the other two compounds, which have folded, or 'butterfly', conformations in the solid state, do not form stacks, presumably because the bulky chlorobutyl substituents cannot be accommodated. The very dark color of solid 3-nitrophenothiazine suggests the presence of extended molecular stacks, but crystals suitable for a structure determination could not be obtained.

Original languageEnglish
Pages (from-to)713-719
Number of pages7
JournalActa Crystallographica Section B: Structural Science
Issue number4
StatePublished - Aug 1 1996

ASJC Scopus subject areas

  • General Biochemistry, Genetics and Molecular Biology


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