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2000 (1)
1Author    Maciej Kubicki3, Teresa Borowiak3, WieslawZ. AntkowiakbRequires cookie*
 Title    Hydrogen Bonds in "Carboxyoximes": the Case of Bomane Derivatives  
 Abstract    The tendency of forming mixed carboxyl-to-oxime hydrogen bonds was tested on the series of bomane derivatives: one with the acid function only (bomane-2-erajfo-carboxylic acid), one with the oxime function (2,2'-diethylthiobomane-3-oxime), and one with both oxime and carboxylic functions (bomane-2-oxime-3-endo-carboxylic acid). The crystal structures of these compounds were determined by means of X-ray diffraction. In bomane-2-^n^/o-carboxylic acid and 2,2'-diethylthiobom ane-3-oxime 'homogenic' hydrogen bonds were found, and these hydrogen bonds close eight-and six-membered rings, respectively. By contrast, in bomane-2-oxime-3-era/o-carboxylic acid 'heterogenic' hydrogen bonds between carboxylic and oxime bonds were found. This carboxylic-oxime, or 'carboxyoxime' system is almost always present in compounds which have both oxime and carboxylic groups; therefore it can be regarded as an element of supramolecular structures (synthon). The presence of such synthons can break the tendency of carboxylic acids and oximes towards crystallizing in centrosymmetric structures. 
  Reference    Z. Naturforsch. 55b, 677—684 (2000); received March 16 2000 
  Published    2000 
  Keywords    Bom ane Derivatives, Hydrogen Bonds, Supramolecular Synthons 
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 TEI-XML for    default:Reihe_B/55/ZNB-2000-55b-0677.pdf 
 Identifier    ZNB-2000-55b-0677 
 Volume    55