2-(2-Oxothio-lan-3-yl)isoindoline-1,3-dione
Summary
This study details the crystal structure of a novel compound, C(12)H(9)NO(3)S. The research reveals near-planar isoindoline-1,3-dione and envelope-like heterocyclic rings, with weak π-π stacking interactions observed in the crystal lattice.
Area of Science:
- Crystallography
- Organic Chemistry
- Materials Science
Background:
- Understanding the three-dimensional structure of organic compounds is crucial for predicting their properties and reactivity.
- Isoindoline-1,3-dione derivatives are known for their diverse biological activities and applications in materials science.
- Detailed structural analysis provides insights into molecular packing and intermolecular interactions.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(12)H(9)NO(3)S.
- To analyze the planarity of the isoindoline-1,3-dione group and the conformation of the heterocyclic ring.
- To investigate intermolecular interactions, such as π-π stacking, within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Root-mean-square (r.m.s.) deviation was calculated to assess the planarity of the isoindoline-1,3-dione moiety.
- Analysis of bond lengths, bond angles, and intermolecular distances was performed.
Main Results:
- The isoindoline-1,3-dione group exhibits near-planarity with an r.m.s. deviation of 0.020 Å.
- The heterocyclic ring adopts an envelope conformation, with the methylene group not in the flap position adjacent to the sulfur atom.
- A short intramolecular C-H⋯O contact forms an S(6) ring motif.
- Weak aromatic π-π stacking interactions were observed between benzene rings at a distance of 3.558(2) Å.
Conclusions:
- The crystal structure of C(12)H(9)NO(3)S has been successfully determined.
- The compound displays specific conformational preferences and intramolecular interactions influencing its solid-state arrangement.
- The identified π-π stacking interactions are significant for understanding crystal packing and potential material properties.
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