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Updated: Jun 1, 2026

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Published on: November 23, 2016
A redetermination of 2-nitro-benzoic acid
1Chemistry Department, "Sapienza" University of Rome, P.le A. Moro, 5, I-00185 Rome, Italy.
This study re-examines the crystal structure of C(7)H(5)NO(4), revealing a non-planar molecular geometry due to substituent twisting. Molecules form dimeric units through intermolecular hydrogen bonds.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- The crystal structure of C(7)H(5)NO(4) was initially reported in 1967.
- Previous structural data requires updated precision for geometric parameters.
Purpose of the Study:
- To re-examine and refine the crystal structure of C(7)H(5)NO(4).
- To precisely determine the molecular geometry and intermolecular interactions.
Main Methods:
- Single-crystal X-ray diffraction.
- Analysis of crystallographic data to derive geometric parameters.
Main Results:
- The asymmetric unit contains a non-planar molecule.
- Nitro and carboxyl groups are twisted out of the aromatic ring plane by 54.9(2)° and 24.0(2)°, respectively.
- Molecules form dimeric units via centrosymmetric intermolecular hydrogen bonds.
Conclusions:
- The refined crystal structure provides precise geometric parameters.
- The non-planar conformation is influenced by steric interactions between substituents.
- Intermolecular hydrogen bonding dictates the formation of dimeric supramolecular structures.
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