(4-Chlorophenyl)(2-hydroxy-7-methoxynaphthalen-1-yl)methanone.
Summary
This study details a naphthalene compound with an intramolecular hydrogen bond. Structural analysis reveals specific bond angles influenced by hydroxy and methoxy substituents, impacting molecular geometry.
Area of Science:
- Organic Chemistry
- Crystallography
Background:
- Naphthalene derivatives are crucial in various chemical applications.
- Understanding intramolecular interactions is key to predicting molecular properties.
Purpose of the Study:
- To characterize the crystal structure of a specific chlorinated naphthalene compound.
- To investigate the influence of hydroxyl and methoxy substituents on molecular geometry and hydrogen bonding.
Main Methods:
- Single-crystal X-ray diffraction was used to determine the molecular structure.
- Analysis of bond angles and hydrogen bonding interactions.
Main Results:
- The title compound, C(18)H(13)ClO(3), exhibits an intramolecular O-H⋯O=C hydrogen bond.
- The C=O bond plane forms a small angle (20.96°) with the naphthalene system.
- A significant difference in the benzene ring-carbonyl group angle was observed compared to a methoxy analog.
Conclusions:
- The presence of a hydroxyl group facilitates a specific intramolecular hydrogen bond.
- Substituent identity (hydroxy vs. methoxy) significantly affects the dihedral angles within the naphthalene system.
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