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Updated: Jun 1, 2026
11:51
Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
2-Isopropyl-3-methyl-quinoxaline 1,4-dioxide
Summary
The crystal structure of a novel organic compound, C(12)H(14)N(2)O(2), reveals a quinoxaline ring system with specific substituent arrangements. Crystal packing is influenced by weak pi-pi interactions, impacting molecular arrangement in solids.
Area of Science:
- Crystallography
- Organic Chemistry
- Materials Science
Background:
- Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and potential applications.
- Quinoxaline derivatives are a class of nitrogen-containing heterocyclic compounds with diverse biological and material properties.
- Crystal packing forces, such as pi-pi interactions, significantly influence the bulk properties of crystalline organic materials.
Purpose of the Study:
- To elucidate the crystal structure of the novel compound C(12)H(14)N(2)O(2).
- To investigate the molecular symmetry and substituent orientation within the crystal lattice.
- To identify and quantify the intermolecular interactions, specifically pi-pi stacking, that stabilize the crystal structure.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the atomic coordinates and unit cell parameters.
- Crystallographic analysis was performed to assess molecular symmetry and identify key structural features.
- Intermolecular interactions, including pi-pi stacking, were analyzed using crystallographic data and geometric parameters.
Main Results:
- The crystal structure of C(12)H(14)N(2)O(2) was successfully determined.
- The quinoxaline ring system and the carbon atoms of the methylene and methyl substituents were found to lie on a mirror plane, indicating molecular symmetry.
- Weak pi-pi interactions between adjacent molecules were identified as a stabilizing force in the crystal packing, with a centroid-centroid distance of 3.680(7) Å.
Conclusions:
- The compound C(12)H(14)N(2)O(2) exhibits a high degree of molecular symmetry in its crystalline form.
- The observed crystal packing is primarily governed by weak pi-pi interactions, which are critical for the stability of the solid-state structure.
- This structural information provides a foundation for understanding the structure-property relationships of this quinoxaline derivative.
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