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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.

Supporting information

cif

Crystallographic Information File (CIF)
Contains datablocks text, II, III, I

hkl

Structure factor file (CIF format)
Contains datablock III

hkl

Structure factor file (CIF format)
Contains datablock II

hkl

Structure factor file (CIF format)
Contains datablock I

CCDC references: 131880; 131881; 131882

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