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Packing conflicts in the Z' = 5 structure of CF(3)(CF(2))(3)(CH(2))(10)COOH
Journal article

Packing conflicts in the Z' = 5 structure of CF(3)(CF(2))(3)(CH(2))(10)COOH

Hans Joachim Lehmler, Sean Parkin and Carolyn Pratt Brock
Acta crystallographica. Section B, Structural science, Vol.60(Pt 3), pp.325-332
06/2004
DOI: 10.1107/S0108768104005609
PMID: 15148436

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Abstract

Dimers of the partially fluorinated amphiphile 1-(perfluorobutyl)undecanoic acid, CF(3)(CF(2))(3)(CH(2))(10)COOH, crystallize in the same basic packing arrangement found for many n-alkyl carboxylic acids. The unit cell of the fluorinated compound, however, contains five independent molecules rather than the one found for most n-alkyl carboxylic acids including CH(3)(CH(2))(13)COOH. The structures of the two C(15) acids are compared. The structural modulations that lead to the large value of Z' can be understood as resulting from the conflict between the necessity of filling space densely and uniformly and the tendency of unlike groups to be segregated spatially. The few other known structures of compounds with both (CF(2))(n) and (CH(2))(m) regions show evidence of the same conflict.
Fluorocarbons - chemistry Fatty Acids - chemistry Molecular Conformation Crystallization Models, Molecular Crystallography, X-Ray Hydrocarbons, Fluorinated - chemistry Molecular Structure

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