Department of Chemistry, University of Washington, Seattle, Washington 98195, USA.
Molecules. 2010 Jan 26;15(1):554-69. doi: 10.3390/molecules15010554.
Three new enantiopure aryl-thioureas have been synthesized, N-(4-X-phenyl)-N-[1(S)-1-phenylethyl]thiourea, X= Cl, Br, and NO2 (compounds 1-3, respectively). Large single crystals of up to 0.5 cm(3) were grown from methanol/ethanol solutions. Molecular structures were derived from X-ray diffraction studies and the crystal morphology was compared to calculations employing the Bravais-Friedel, Donnay-Harker model. Molecular packing was further studied with Hirshfeld surface calculations. Semi-empirical classical model calculations of refractive indices, optical rotation and the electro-optic effect were performed with OPTACT on the basis of experimentally determined refractive indices. Compound 3 (space group P 1 (No. 1)) was estimated to possess a large electro-optic coefficient r(333) of approximately 30 pm/V, whereas 1 and 2 (space Group P 2(1) (No. 4) exhibit much smaller effects.
已经合成了三种新的手性纯芳基硫脲，N-(4-X-苯基)-N-[1(S)-1-苯乙基]硫脲，X=Cl、Br 和 NO2（分别为化合物 1-3）。从甲醇/乙醇溶液中生长出了最大可达 0.5cm3 的大单晶。通过 X 射线衍射研究得出了分子结构，并将晶体形态与采用 Bravais-Friedel、Donnay-Harker 模型的计算进行了比较。利用 Hirshfeld 表面计算进一步研究了分子堆积。根据实验确定的折射率，使用 OPTACT 在半经验经典模型上计算了折射率、旋光率和电光效应。化合物 3（空间群 P 1（No.1））估计具有约 30pm/V 的大电光系数 r(333)，而 1 和 2（空间群 P 2(1)（No.4））则表现出小得多的效应。
