1-Ethyl-5-iodo-indoline-2,3-dione
Lei Wang1, Yu-Xiang Shen2, Jian-Tong Dong1
1School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, People's Republic of China.
Acta Crystallographica. Section E, Structure Reports Online
|February 15, 2014
Summary
Two independent C10H8INO2 molecules exhibit varying planarity, forming a layered crystal structure. These molecules link via hydrogen bonds and iodine-oxygen interactions, creating a unique double-chain arrangement.
Area of Science:
- Crystallography
- Chemical Physics
Background:
- The study investigates the solid-state structure of a specific organic compound, C10H8INO2.
- Understanding molecular arrangement and intermolecular interactions is crucial in crystal engineering.
Purpose of the Study:
- To elucidate the crystal structure of C10H8INO2.
- To analyze the differences in planarity between independent molecules in the asymmetric unit.
- To characterize the intermolecular interactions and resulting supramolecular architecture.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
- Analysis of bond lengths, bond angles, and deviations from planarity.
- Identification and analysis of hydrogen bonding and other non-covalent interactions.
Main Results:
- Two independent C10H8INO2 molecules were identified in the asymmetric unit, differing in their planarity.
- Molecule 1 exhibited near-planarity, while Molecule 2 showed deviations in iodine and oxygen positions.
- The molecules formed a layered structure parallel to the (6,11,17) plane, with a distance of 3.37 Å between adjacent molecular layers.
- Chains formed along the [11-1] direction via C-H⋯O hydrogen bonds were further linked by I⋯O interactions (3.270 Å), creating a double-chain structure.
Conclusions:
- The crystal structure of C10H8INO2 is characterized by two distinct molecular conformations and a unique layered, double-chain supramolecular assembly.
- Intermolecular interactions, including hydrogen bonding and halogen bonding (I⋯O), play a significant role in stabilizing the observed crystal packing.
- The findings contribute to the understanding of structure-property relationships in iodo-indoline-2,3-dione derivatives.
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