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Self-Assembly of N-1, 3-Dithiolan-2-ylidene-N′-[1-furan-2-yl-meth-(E)-ylidene]-hydrazine via Left-Handed Helical Chains of S···O Short Contacts and C–H···N Inter-Molecular Hydrogen-Bonds

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Abstract

The title compound, N-1, 3-Dithiolan-2-ylidene-N′-[1-furan-2-yl-meth-(E)-ylidene]-hydrazine was synthesized via furfural with 2-hydrazono-1, 3-dithiolane and characterized by elemental analysis, 1H NMR, 13C NMR, IR, UV–Vis and single crystal XRD. The crystal belongs to orthorhombic, space group F2 1 2 1 2 1 with unit cell parameters a = 6.4035(9) Å, b = 11.8835(16) Å, c = 12.3809(17) Å, V = 942.1(2) Å3, Z = 4, Dc = 1.497, Mr = 212.28, μ = 0.523 mm−1, F(000) = 440, R 1  = 0.0243, and wR 2  = 0.0602. The molecule is the anti-rotamer of the trans-isomer and every molecule forms zig-zag C(7) chains via C–H···N inter-molecular hydrogen-bond [H···N = 2.74 Å, C···N = 3.354(3) Å and C–H···N = 142°] running parallel to the [010] direction. At the same time many molecules self-assemble the left-handed spiral C(7) chains and inverse ones via the S···O short contacts [S···O = 3.1867(13) Å] along a axis.

Index Abstract

The title compound was synthesized and characterized by elemental analysis, 1H NMR, 13C NMR, IR, UV–Vis and single crystal XRD.

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Fig. 1
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Acknowledgment

This work was supported financially by Tianshui Normal College (No. 2002-02) and Yangzhou University (No. 2006XJJ03).

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Authors and Affiliations

  1. College of Chemistry and Chemical Engineer, Yangzhou University, Yangzhou, 225002, People’s Republic of China

    Yong-Hong Liu & Xiao-Lan Liu

  2. Tianshui Institute for Drug Control, Tianshui, 741018, People’s Republic of China

    Zhi-Gang Li

  3. College of Life and Chemistry, Tianshui Normal University, Tianshui, 741001, People’s Republic of China

    Ling-Juan Yang

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  1. Yong-Hong Liu
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  2. Zhi-Gang Li
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  4. Xiao-Lan Liu
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Correspondence to Xiao-Lan Liu.

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Liu, YH., Li, ZG., Yang, LJ. et al. Self-Assembly of N-1, 3-Dithiolan-2-ylidene-N′-[1-furan-2-yl-meth-(E)-ylidene]-hydrazine via Left-Handed Helical Chains of S···O Short Contacts and C–H···N Inter-Molecular Hydrogen-Bonds. J Chem Crystallogr 38, 867–871 (2008). https://doi.org/10.1007/s10870-008-9450-7

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