Abstract
The title compound, C29H24N2OS, contains a pheno-thia-zine moiety linked to a planar carbazole unit (r.m.s. deviation = 0.029 Å) by a C-C single bond. The pheno-thia-zine moiety possesses a typical non-planar butterfly structure with a fold angle of 27.36 (9)° between the two benzene rings. The dihedral angle between the mean planes of the carbazole and pheno-thia-zine units is 27.28 (5)°. In the crystal, mol-ecules stack in pairs along the c-axis direction, linked by offset π-π inter-actions [inter-centroid distance = 3.797 (1) Å]. There are C-H⋯π inter-actions present linking these dimers to form a three-dimensional structure.
Highlights
The title compound, C29H24N2OS, contains a phenothiazine moiety linked to a planar carbazole unit (r.m.s. deviation = 0.029 Å) by a C—C single bond
Phenothiazine derivatives have been used in dye-sensitized solar cells to study the effect of conjugated linkers on device performance (Kim et al, 2011; Hagfeldt et al, 2010)
The phenothiazine derivative thiethylperazine has the properties of an anti-emetic and is widely used for the control of post-operative vomiting, in radiation therapy and vomiting associated with malignant disease (McDowell, 1970, 1978)
Summary
Phenothiazine, related to the thiazine class of heterocyclic compounds, is very important as it occurs in various antipsychotic drugs. One phenothiazine derivative (MCDP) is used to measure the activity of monoamine oxidase in blood (Fujii et al, 1993). They are used as neuroleptics, sedatives, analgesics, anti-emetics and antihistamines (Harris & Klein, 1987). Rimcazole, is a well known anti-pyretic and neuroleptic agent (Ferris et al., 1986). In view of this interest, we have synthesized the title phenothiazine derivative and report on its crystal structure.
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