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  4. rac-Methyl 4-azido-3-hydroxy-3-(2-nitrophenyl)butanoate

<i>rac</i>-Methyl 4-azido-3-hydroxy-3-(2-nitrophenyl)butanoate

Author(s)
Vallat, Oliver
Buciumas, Ana-Maria
Neier, Reinhard  
Institut de chimie  
Stoeckli-Evans, Helen  
Institut de chimie  
Date issued
2009
In
Acta Crystallographica Section E : Structure Reports Online, International Union of Crystallography, 2009/E65/2/o396-o397, sup1-8
Abstract
In the title compound, C<sub>11</sub>H<sub>12</sub>N<sub>4</sub>O<sub>5</sub>, the mean plane through the nitro substituent on the benzene ring is inclined to the benzene mean plane by 85.8 (2)°, which avoids steric interactions with the <i>ortho</i> substituents. The hydroxy group is involved in bifurcated hydrogen bonds. The first is an intramolecular O-H···O hydrogen bond, involving the ester carbonyl O atom, which gives rise to the formation of a boat-like hydrogen-bonded chelate ring. The second is an intermolecular O-H···N hydrogen bond involving the first N atom of the azide group of a symmetry-related molecule. In the crystal structure this leads to the formation of a polmer chain extending in the c-axis direction.
Publication type
journal article
Identifiers
https://libra.unine.ch/handle/20.500.14713/61153
DOI
10.1107/S1600536808043857
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Vallat_Olivier_-_rac-Methyl_4-azido-3-hydroxy-3-_2-nitro-phenyl_butanoate_20100511.pdf

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