2-(3-Methyl-2-nitro-phen-yl)-4,5-dihydro-1,3-oxazole
Summary
The crystal structure of a key intermediate in anthranilamide insecticide synthesis was determined. Molecular symmetry and intermolecular C-H⋯N interactions forming chains were observed.
Area of Science:
- Crystallography
- Organic Chemistry
- Insecticide Development
Background:
- Anthranilamide derivatives are crucial in modern insecticide development.
- Understanding the structure of synthetic intermediates aids in optimizing production and efficacy.
- Crystallographic studies provide fundamental insights into molecular arrangement and interactions.
Purpose of the Study:
- To elucidate the crystal structure of C(10)H(10)N(2)O(3), an intermediate in anthranilamide insecticide synthesis.
- To identify molecular symmetry elements and intermolecular interactions within the crystal lattice.
- To provide structural data relevant to the synthesis of novel insecticides.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
- Analysis of atomic positions and bond lengths/angles.
- Identification of hydrogen bonding and other non-covalent interactions.
Main Results:
- The compound C(10)H(10)N(2)O(3) exhibits a crystallographic mirror plane for most non-hydrogen atoms.
- Disordered methyl group hydrogen atoms were observed with equal site occupancies.
- Intermolecular C-H⋯N hydrogen bonds link molecules into chains propagating along the [100] direction.
Conclusions:
- The determined crystal structure reveals specific molecular symmetry and packing arrangements.
- The identified C-H⋯N interactions are key to the observed chain formation in the crystal.
- This structural information is valuable for the rational design and synthesis of anthranilamide-based insecticides.
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