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Synthesis and Crystal Structures of Two Schiff Bases of 2-(Methylthio)aniline with Halogenated Salicylaldehydes

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Abstract

The crystal structures of the new compounds 5-bromo-N-[2-(methylthio)-phenyl]salicylaldimine (1), and 3,5-dichloro-N-[2-(methylthio)phenyl]salicylaldimine (2) were obtained by single crystal X-ray diffraction. Compound 1 crystallizes in the monoclinic space group P21/c with a = 14.1479(14) Å, b = 5.3058(3) Å, c = 19.104(3) Å; β = 106.218(10)°; and Z = 4. Compound 2 crystallizes in the triclinic space group \( P\bar{1} \) with a = 11.2249(10) Å, b = 13.863(2) Å, c = 13.9055(9) Å; and α = 99.378(15)°, β = 102.866(7)°, γ = 91.375(11)°; and Z = 6. Details of the synthesis, structures, and spectroscopic properties of the new compounds are discussed.

Graphical Abstract

The synthesis, spectral properties, and X-ray crystal structures of two new thioether Schiff base ligands are reported.

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Acknowledgments

CGH wishes to thank Illinois State University for financial support (URG-FRA awards).

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Authors and Affiliations

  1. Department of Chemistry, Illinois State University, Campus Box 4160, Normal, IL, 61790, USA

    Christopher G. Hamaker, Oksana S. Maryashina, Dana K. Daley & Andrew L. Wadler

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  1. Christopher G. Hamaker
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  2. Oksana S. Maryashina
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  3. Dana K. Daley
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  4. Andrew L. Wadler
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Correspondence to Christopher G. Hamaker.

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Hamaker, C.G., Maryashina, O.S., Daley, D.K. et al. Synthesis and Crystal Structures of Two Schiff Bases of 2-(Methylthio)aniline with Halogenated Salicylaldehydes. J Chem Crystallogr 40, 34–39 (2010). https://doi.org/10.1007/s10870-009-9601-5

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