(1R*,2S*)-2-Nitro-1-(4-nitro-phen-yl)propanol.
Xu Zhang1, Le Yang, Jun-Na Zhang
1Department of Chemistry, School of Pharmacy, Fourth Military Medical University, Shaanxi Province, Xi'an 710032, People's Republic of China.
Acta Crystallographica. Section E, Structure Reports Online
|March 14, 2012
Summary
This study describes a racemic compound, C(9)H(10)N(2)O(5), forming zigzag crystal chains via hydrogen bonds. The aliphatic nitro group uniquely participates in bonding, adopting a gauche conformation.
Area of Science:
- Crystallography
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Understanding molecular assembly in crystals is crucial for materials science.
- Hydrogen bonding plays a key role in dictating crystal structures and properties.
- The conformational preferences of functional groups influence intermolecular interactions.
Purpose of the Study:
- To characterize the crystal structure of the title compound, C(9)H(10)N(2)O(5).
- To investigate the role of hydrogen bonding in the molecular assembly of the compound.
- To determine the conformational behavior of the aliphatic nitro group within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was used to determine the molecular and crystal structure.
- Analysis of intermolecular interactions, specifically hydrogen bonding, was performed.
- Conformational analysis of the aliphatic nitro group was conducted.
Main Results:
- The title compound crystallizes as a racemic mixture of two enantiomeric diastereomers.
- Molecules self-assemble into zigzag chains along the b axis via O-H⋯O(N) hydrogen bonds.
- The aliphatic nitro group is involved in hydrogen bonding and exhibits a gauche conformation relative to the hydroxyl group.
Conclusions:
- The crystal structure is stabilized by specific hydrogen bonding interactions involving the aliphatic nitro group.
- The observed gauche conformation of the nitro group is a significant feature of the crystal packing.
- This study provides insights into the structure-property relationships of nitro-containing organic compounds.
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