4-Chloro-1-iodo-2-nitro-benzene
The crystal structure of a nitro compound reveals a disordered nitro group, with its two components exhibiting distinct dihedral angles relative to the benzene ring. This molecular arrangement prevents unfavorable intermolecular interactions.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Understanding molecular arrangements in crystals is crucial for predicting material properties.
- Nitroaromatic compounds exhibit diverse structural behaviors due to the nitro group's electronic influence.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(6)H(3)ClINO(2).
- To investigate the conformational preferences and intermolecular interactions of the nitro group within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, and dihedral angles provided insights into molecular geometry.
Main Results:
- The nitro group in C(6)H(3)ClINO(2) was found to be disordered over two crystallographic sites with nearly equal occupancies (0.506(6) and 0.494(6)).
- Significant dihedral angles (29.0(2)° and 51.0(3)°) were observed between the benzene ring and the disordered nitro group components.
- The observed disordering effectively minimizes short intermolecular oxygen-oxygen contacts.
Conclusions:
- The crystal structure of C(6)H(3)ClINO(2) is characterized by a conformationally flexible nitro group.
- The molecular packing in the crystal is influenced by the avoidance of steric hindrance, specifically short O⋯O contacts.
More Related Videos
09:54Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes
Published on: September 12, 2018
06:34Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
Published on: June 20, 2014
Related Concept Videos
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Electrophilic Aromatic Substitution: Nitration of Benzene
Electrophilic Aromatic Substitution: Chlorination and Bromination of Benzene
Reactions at the Benzylic Position: Halogenation
Benzene to 1,4-Cyclohexadiene: Birch Reduction Mechanism
NMR Spectroscopy of Benzene Derivatives
