High guest inclusion in 3β-amino-7α,12α-dihydroxycholan-24-oic acid enabled by charge-assisted hydrogen bonds

被引：13

作者：

Ryu, Eui-Hyun ^{[1
]}

Ellern, Arkady ^{[1
]}

Zhao, Yan ^{[1
]}

机构：

[1] Iowa State Univ, Dept Chem, Ames, IA 50011 USA

来源：

TETRAHEDRON | 2006年 / 62卷 / 29期

关键词：

bile acids; crystal engineering; crystal structures; hydrogen bonds; inclusion compounds;

D O I：

10.1016/j.tet.2006.04.094

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3 beta-Amino-7 alpha,12 alpha-dihydroxycholan-24-oic acid (2) forms inclusion compounds with high ratio (host/guest=1/4) of guest methanol. Both hydrogen bonds and hydrophobic interactions are important to the solid structure. The cholates assemble in a head-to-tail fashion to form infinite hydrogen-bonded chains. The chains are interconnected between cholates and also through the guests. Large channels are formed along the crystallographic a axis where most of the methanol molecules are located. Presence of a dominant hydrogen-bonding motif (i.e., ammonium-carboxylate ion pairing) is probably responsible for high guest incorporation. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：6808 / 6813

页数：6

共 8 条

[1] Influence of the solvent ability to form hydrogen bonds in the crystal structure of ([3β,5β,7α,12α]-3[(norbornyl-2-acetyl)-amino]-7,12-dihydroxycholan-24-oic acid (a norbornyl derivative of cholic acid)
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2002, Taylor and Francis Ltd. (389)
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[8] Bis(benzyltrimethylammonium) bis[(4SR,12SR,18RS,-26RS)-4,18,26-trihydroxy-12-oxido-13,17-dioxaheptacyclo[14.10.0.0(3,14).0(4,12).0(6,11).0(18,26).-0(19,24)]hexacosa-1,3(14), 6,8,10,15,19,21,23-nonaene-5,25-dione] sesquihydrate: dimeric structure formation via [O-H-O](-) negative charge-assisted hydrogen bonds (-CAHB) with benzyltrimethyl-ammonium counter-ions
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