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Synthesis and Crystal Structure of N-Hexyl-3,7-diformylphenothiazine

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Abstract

The title compound N-hexyl-3,7-diformylphenothiazine has been synthesized by the well known Vilsmeier reaction, and its crystal structure was determined by single-crystal X-ray diffraction analysis. It crystallizes in monoclinic, space group P21/c with a = 11.2291(19) Å, b = 21.114(4) Å, c = 23.004(4) Å, β = 97.736(3), V = 5404.4(16) Å3, Z = 4, C20H21NO2S, M r  = 339.44, D c  = 1.252 mg/m3, F(000) = 2160 and μ(MoKα) = 0.191 mm−1. The final R and wR are 0.0611 and 0.1492, respectively for 5,044 observed reflections with I > 2σ(I). In the structure of title compound 2, there is extensive hydrogen bonds between the H atoms and the S atoms or O atoms.

Graphical Abstract

The title compound, N-hexyl-3,7-diformylphenothiazine, has been synthesized by the well known Vilsmeier reaction, and its crystal structure was been found to behold extensive hydrogen bonds between the H atoms and the S atoms or O atoms. Fig. 1. A view of molecular structure of N-hexyl-3,7-diformylphenothiazine.

A view of molecular structure of 2, showing 10 % probability displacement ellipsoids. The unlabeled atoms are related to the labeled atoms by (1 − x, −y, 1 − z). The site occupancy of atoms C58 and C59 is 54 %. H atoms have been omitted for clarity

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Scheme 1
Fig. 2

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Authors and Affiliations

  1. Department of Chemistry, Central China Normal University, Wuhan, 430079, People’s Republic of China

    Hongli Wang, Wenyuan Xu & Bin Zhang

Authors
  1. Hongli Wang
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  2. Wenyuan Xu
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  3. Bin Zhang
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Correspondence to Hongli Wang.

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Wang, H., Xu, W. & Zhang, B. Synthesis and Crystal Structure of N-Hexyl-3,7-diformylphenothiazine. J Chem Crystallogr 42, 846–850 (2012). https://doi.org/10.1007/s10870-012-0323-8

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  • DOI: https://doi.org/10.1007/s10870-012-0323-8

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