structure, morphology and optical properties of chiral n-(4-x-phenyl)-n-[1(s)-1-phenylethyl]thiourea, x= cl, br, and no2结构、形貌和光学性质的手性n -(4-x-phenyl)- n -[1(s)1-phenylethyl]硫脲,x = cl,br,二氧化氮.pdfVIP

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structure, morphology and optical properties of chiral n-(4-x-phenyl)-n-[1(s)-1-phenylethyl]thiourea, x= cl, br, and no2结构、形貌和光学性质的手性n -(4-x-phenyl)- n -[1(s)1-phenylethyl]硫脲,x = cl,br,二氧化氮.pdf

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structure, morphology and optical properties of chiral n-(4-x-phenyl)-n-[1(s)-1-phenylethyl]thiourea, x= cl, br, and no2结构、形貌和光学性质的手性n -(4-x-phenyl)- n -[1(s)1-phenylethyl]硫脲,x = cl,br,二氧化氮

Molecules 2010, 15, 554-569; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Structure, Morphology and Optical Properties of Chiral N-(4-X- phenyl)-N-[1(S)-1-phenylethyl]thiourea, X= Cl, Br, and NO 2 Werner Kaminsky *, Donald Responte, Dan Daranciang, Jose B. Gallegos, Bao-Chau Ngoc Tran and Tram-Anh Pham Department of Chemistry, University of Washington, Seattle, Washington 98195, USA ∗ Author to whom correspondence should be addressed; E-Mail: kaminsky@. Received: 22 December 2009; in revised form: 14 January 2010 / Accepted: 21 January 2010 / Published: 26 January 2010 Abstract: 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 3 single crystals of up to 0.5 cm 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