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Genistein-3'-sulfonic acid dihydrate
Chang-Peng Zhang1, Hao Ni, Hai-Yan Tu
1Key Laboratory of Jiangxi University for Functional Materials Chemistry, Department of Chemistry and Life Science, Gannan Normal University, Ganzhou, Jiangxi 341000, People's Republic of China.
This study details the crystal structure of 5-(5,7-dihydroxy-4-oxo-4H-chromen-yl)-2-hydroxy-benzene-sulfonic acid dihydrate. The compound exhibits non-planar rings and forms a supramolecular structure through hydrogen bonding and π-π stacking interactions.
Area of Science:
- Crystallography
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Understanding the three-dimensional structure of organic compounds is crucial for predicting their properties and interactions.
- Benzopyranone derivatives are known for their diverse biological activities and structural motifs.
Purpose of the Study:
- To elucidate the crystal structure of 5-(5,7-dihydroxy-4-oxo-4H-chromen-yl)-2-hydroxy-benzene-sulfonic acid dihydrate.
- To analyze the intermolecular interactions governing the supramolecular assembly of this compound.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, dihedral angles, and intermolecular interactions (hydrogen bonds, π-π stacking) was performed.
Main Results:
- The crystal structure revealed a non-planar arrangement between the benzopyranone and phenyl rings with a dihedral angle of 41.35(3)°.
- The molecules self-assemble into a supramolecular network via O-H···O and C-H···O hydrogen bonds.
- Significant aromatic π-π stacking interactions were observed between the ring systems, with centroid-centroid distances of 3.4523(14) Å and 3.6337(14) Å.
Conclusions:
- The crystal packing is dictated by a combination of hydrogen bonding and π-π stacking interactions.
- The non-planar conformation influences the overall supramolecular architecture.
- This structural information provides a basis for understanding the compound's physical and chemical behavior.
