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Back matter

CrystEngComm Vol - 8 Issue - 2

Alternative hydrogen bonding modes employed by a helical tubuland diol host molecule

Content Provider	Royal Society of Chemistry (RSC)
Author	Yue, Weimin Craig, Donald C. Harris, Kenneth D. M. Scudder, Marcia L. Nakano, Kazunori Bishop, Roger
Copyright Year	2006
Abstract	The racemic alicyclic diol 3 yields different types of hydrogen bonded inclusion structures depending on the recrystallisation solvent used. Non-protic guests are enclosed within parallel tubes through formation of the helical tubuland structure in chiral space group P3121 (or P3221). This arrangement contains the molecules of 3 surrounding threefold screw axes. Racemic hydrogen bonded 1 ∶ 1 co-crystalline adducts are formed in space group P21/c on crystallisation of 3 from mono-functional alcohols or carboxylic acids. In these, the alcohol molecules contribute one hydroxy group to an intermolecular pseudo-threefold screw arrangement with a ⋯O–H⋯O–H⋯O–H⋯ hydrogen bonded repeat unit, while the carboxylic acid groups participate in the closely-related ⋯O–H⋯OC(R)–O–H⋯O–H⋯ repeat unit. The carboxylic acid functionality thus behaves like an extended alcohol hydroxy group in these compounds. In contrast, crystallisation of 3 from ethane-1,2-diol yields a novel 4 ∶ 3 network compound in space group P. This material assembles using hydroxy group hydrogen bonded ladders and (O–H)6 cycles. The X-ray structures of these various materials are described and compared in crystal engineering terms.
Starting Page	250
Ending Page	256
Page Count	7
File Format	HTM / HTML PDF
ISSN	14668033
Volume Number	8
Issue Number	3
Journal	CrystEngComm
DOI	10.1039/b600651e
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Subscribed
Subject Keyword	Old Chinese X-ray crystallography Crystal engineering Racemic mixture Diol Acid Chirality Alicyclic compound Solvent Space group Hydrogen bond
Content Type	Text
Resource Type	Article
Subject	Chemistry Condensed Matter Physics Materials Science

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