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10:42
Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
2-[(E)-(4-Fluoro-benzyl-imino)-meth-yl]-4-methyl-phenol
Yue-Bao Jin1, Ying Zhang, Yong-Kang Chang
1State Key Lab. Base of Novel Functional Materials and Preparation Science, Institute of Solid Materials Chemistry, Faculty of Materials Science and Chemical Engineering, Ningbo University, Ningbo 315211, People's Republic of China.
Summary
This study details the molecular structure of a novel Schiff base compound, C(15)H(14)FNO. Key findings include its specific dihedral angle and stabilization via intramolecular hydrogen bonding and crystal packing.
Area of Science:
- Crystal Engineering
- Supramolecular Chemistry
- Organic Chemistry
Background:
- Schiff base compounds are versatile organic molecules with diverse applications.
- Understanding the solid-state structure is crucial for predicting material properties.
- Intermolecular interactions dictate crystal packing and material behavior.
Purpose of the Study:
- To elucidate the crystal structure and intermolecular interactions of a specific Schiff base compound, C(15)H(14)FNO.
- To investigate the role of hydrogen bonding and π-π stacking in stabilizing the molecular and crystal structure.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the three-dimensional molecular structure.
- Analysis of bond lengths, bond angles, and dihedral angles provided structural insights.
- Intermolecular interactions, including hydrogen bonding and π-π stacking, were identified and quantified.
Main Results:
- The Schiff base compound C(15)H(14)FNO exhibits a distinct molecular conformation with benzene rings forming a dihedral angle of 72.75(13)°.
- An intramolecular O-H⋯N hydrogen bond significantly stabilizes the molecular structure.
- Weak π-π stacking interactions were observed between the phenol rings of adjacent molecules in the crystal lattice, with a centroid-centroid distance of 3.7731(14) Å.
Conclusions:
- The crystal structure of C(15)H(14)FNO is primarily governed by intramolecular hydrogen bonding and intermolecular π-π stacking.
- These interactions are key to the compound's solid-state organization and potential material properties.
- The findings contribute to the understanding of structure-property relationships in Schiff base derivatives.
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