Abstract
Both the title multi-sulfur molecules C5H2S5 (1) and C5H2OS4 (2) have a chair conformation, while molecule 1 has a higher degree of π-conjugation. Both the crystals are characterized by short S···S intermolecular contacts and by face-to-face column-like packing style, but crystal 1 has been more stabilized which may be the result of its stronger π–π intermolecular interactions. Compound 1 crystallizes in non-centrosymmetric polar space group Pmn21 with a = 10.6826(17), b = 9.3633(11), c = 4.0764(6) Å, V = 407.74(10) Å3, and Z = 2. The molecular dipole moment of 1 is ±62.5(1)° away from the macro-polarization direction along the c-axis. Consequently, the crystalline powder of crystal 1 exhibit a second harmonic generating (SHG) intensity 0.5 time strong as that of urea standard powder crystals when irradiated by a 1,080 nm of Nd:YAP laser beam. Compound 2 shows no SHG effect because it crystallizes in centrosymmtric space group Pbca with a = 11.4208(8), b = 7.8843(9), c = 33.587(3) Å, V = 3024.3(5) Å3, and Z = 16.
Index Abstract
Structures and Non-linear Optical Properties of Multi-Sulfur π-Conjugated Compounds 4,5-Vinylenedithio-1,3-dithiole-2-thione (C5H2S5) and 4,5-Vinylenedithio-1,3-dithiole-2-one (C5H2OS4)
Gang Xue, Qi Fang,* Wen-Tao Yu, Xia Chen, and Hong Lei
Compound C5H2S5 crystallizes in the polar space group Pmn21 and its crystalline powder exhibits a second harmonic generating (SHG) intensity 0.5 times that of urea standard (1080 nm → 540 nm), while the similar compound C5H2OS4 has no SHG effect because of its centrosymmetric space group Pbca.
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Acknowledgements
This work was supported by the National Natural Science Foundation of China (No. 50673054 and 20472044) and the Ph.D. Foundation of Ministry of Education of China for financial support of this research.
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Xue, G., Fang, Q., Yu, WT. et al. Structures and Non-linear Optical Properties of Multi-Sulfur π-Conjugated Compounds 4,5-Vinylenedithio-1,3-dithiole-2-thione (C5H2S5) and 4,5-Vinylenedithio-1,3-dithiole-2-one (C5H2OS4). J Chem Crystallogr 38, 65–69 (2008). https://doi.org/10.1007/s10870-007-9291-9
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DOI: https://doi.org/10.1007/s10870-007-9291-9