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Published on: July 28, 2022
Benzene-1,3,5-triyl tris-(methane-sulfonate)
Domingo Madrigal1, Gerardo Aguirre, Berenice Vargas
1Centro de Graduados e Investigación del Instituto Tecnológico de Tijuana, Apdo. Postal 1166, 22500, Tijuana, B.C., Mexico.
This study details the molecular structure of a novel compound, C(9)H(12)O(9)S(3), highlighting the unique positioning of its methanesulfonate groups. The findings reveal distinct conformational differences compared to benzene analogs, with implications for crystal packing and intermolecular interactions.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Understanding molecular conformation is crucial for predicting chemical properties and reactivity.
- Sulfonate esters are important functional groups in organic synthesis and materials science.
Purpose of the Study:
- To elucidate the precise three-dimensional structure of the title compound, C(9)H(12)O(9)S(3).
- To compare the observed molecular conformation with that of related benzene analogs.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond angles, specifically C-O-S, provided insights into the local geometry.
Main Results:
- The two methanesulfonate groups in C(9)H(12)O(9)S(3) adopt an alternating above and below-plane orientation relative to the ring.
- The C-O-S bond angle range was determined to be 119.3(2)-121.1(2)°.
- This conformation contrasts with the 'three-legged table' structure observed in 1,2,5-tris-(p-toluene-sulfonate).
- Supramolecular assembly in the crystal lattice is facilitated by C-H⋯O hydrogen bonds.
Conclusions:
- The unique conformation of the methanesulfonate groups influences the overall molecular shape and crystal packing.
- The study provides valuable structural data for sulfonate ester chemistry and comparative conformational analysis.
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