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Updated: May 31, 2026
08:43
Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Ethyl 2-[3-(3,5-Dinitrobenzo-yl)thio-ureido]benzoate.
Summary
This study details the crystal structure of a novel organic compound, revealing specific molecular arrangements and bonding interactions. The findings highlight potential π-π stacking and hydrogen bonding critical for understanding its chemical properties.
Area of Science:
- Crystallography
- Organic Chemistry
- Materials Science
Background:
- Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their physical and chemical properties.
- Intermolecular forces, such as π-π stacking and hydrogen bonding, significantly influence crystal packing and material characteristics.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(17)H(14)N(4)O(7)S.
- To analyze the molecular geometry, including dihedral angles and intermolecular interactions.
- To investigate the presence and nature of hydrogen bonding and π-π stacking within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the crystal structure.
- Analysis of the crystal structure involved measuring bond lengths, bond angles, dihedral angles, and intermolecular distances.
- The crystal structure was refined, accounting for positional disorder of the ethoxy group and the presence of an inversion twin.
Main Results:
- The dihedral angle between the two benzene rings in the molecule was determined to be 9.04(15)°.
- A centroid-centroid distance of 3.9825(19) Å between adjacent molecules suggests significant π-π stacking.
- Both intermolecular and intramolecular N-H⋯O hydrogen bonding were identified, contributing to the structural stability.
- The ethoxy group exhibited positional disorder with an occupancy ratio of 0.580(15):0.420(15).
- The crystal was confirmed to be an inversion twin.
Conclusions:
- The crystal structure of C(17)H(14)N(4)O(7)S has been successfully determined.
- The presence of π-π stacking and extensive hydrogen bonding dictates the molecular arrangement and stability in the solid state.
- The observed disorder in the ethoxy group provides insights into conformational flexibility within the crystal lattice.
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