Unusual Twisting and Bending of Phenyltriene with Methylthiolated Biphenyl Sulfane Group in the Crystalline State

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We report a series of pi-conjugated phenyltriene analogous molecules and crystals having different thiolated building blocks, which significantly influence the molecular ordering in the crystalline state. Whereas a polyene crystal having the methylthiolated phenyl (SM) building block exhibits a zigzag molecular ordering based on head-to-tail hydrogen bonds, the crystals of other analogues having the biphenyl sulfane (SB) block exhibit isomorphic crystal structures with herringbone packing. In one of these isomorphic crystals having both SM and SB building blocks, the herringbone packing is accompanied with head-to-tail hydrogen bonds. As a result of such packing promoted by SM and SB building blocks, the rigid phenyltriene bridge shows an unusual twisting and bending conformation, which is accompanied with a significant change of physical properties, such as fluorescent, linear, and nonlinear optical properties in the solid state.
Publisher
AMER CHEMICAL SOC
Issue Date
2013-03
Language
English
Article Type
Article
Keywords

NONLINEAR-OPTICAL PROPERTIES; CONFIGURATIONALLY LOCKED POLYENE; ENHANCED THERMAL-STABILITY; SOLID-STATE; ANTHRACENE-2,6-DISULFONIC ACID; SINGLE-CRYSTALS; PRIMARY AMINES; CHROMOPHORES; FLUORESCENCE; HYPERPOLARIZABILITIES

Citation

CRYSTAL GROWTH & DESIGN, v.13, no.3, pp.1014 - 1022

ISSN
1528-7483
DOI
10.1021/cg301625d
URI
http://hdl.handle.net/10203/174836
Appears in Collection
CH-Journal Papers(저널논문)
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