structural, thermoanalytical and molecular modeling studies on n-(3-hydroxypropyl) 3α,12α-dihydroxy-5β-cholan-24-amide and its monohydrates结构,thermoanalytical和分子建模研究n -(3-hydroxypropyl)3α,12α-dihydroxy-5β-cholan-24-amide及其一水.pdfVIP
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structural, thermoanalytical and molecular modeling studies on n-(3-hydroxypropyl) 3α,12α-dihydroxy-5β-cholan-24-amide and its monohydrates结构,thermoanalytical和分子建模研究n -(3-hydroxypropyl)3α,12α-dihydroxy-5β-cholan-24-amide及其一水
Molecules 2007, 12, 2161-2178
molecules
ISSN 1420-3049
© 2007 by MDPI
/molecules
Full Research Paper
Structural, Thermoanalytical and Molecular Modeling Studies
on N-(3-hydroxypropyl) 3α,12α-Dihydroxy-5β-cholan-24-amide
and Its Monohydrates
Arto Valkonen*, Erkki Kolehmainen, Manu Lahtinen, Elina Sievänen, Virpi Noponen,
Minna Tolonen and Reijo Kauppinen
Department of Chemistry, University of Jyväskylä, PO. Box 35, FIN-40014 University of Jyväskylä,
Finland
* Author to whom correspondence should be addressed; E-mail: arto.valkonen@jyu.fi
Received: 17 August 2007; in revised form: 9 September 2007/ Accepted: 12 September 2007 /
Published: 12 September 2007
Abstract: The synthetic method for preparing N-(3-hydroxypropyl) 3α,12α-dihydroxy-5β-
cholan-24-amide can lead to formation of at least three different crystal forms – an
anhydrous compound and two monohydrates. The structural and thermal properties of
these forms have been characterized by 13C-CP/MAS-NMR and IR spectroscopy, thermo-
gravimetry, differential scanning calorimetry and by powder and single crystal x-ray
crystallography. In addition, theoretical 13C-NMR chemical shift calculations were also
performed for the anhydrous compound and for the first monohydrate, starting from single
crystal structures and the structures of these species have now been verified. The first
monohydrate, C H NO · H O, crystallizes in orthorhombic space group P2 2 2 with
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