(3R,4S)-3,4,8-Trihy-droxy-1,2,3,4-tetra-hydro-naphthalen-1-one monohydrate from Embellisia eureka

Area of Science:

• Crystallography
• Supramolecular Chemistry
• Organic Chemistry

Background:

• Understanding the three-dimensional structure of organic molecules is crucial for predicting their properties.
• Hydrogen bonding plays a significant role in the assembly and stability of crystal structures.

Purpose of the Study:

• To elucidate the crystal structure of the title hydrate, C(10)H(10)O(4)·H(2)O.
• To analyze the conformation of the fused ring system and the role of hydrogen bonding in the crystal network.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of hydrogen bonding interactions (O-H⋯O) was performed.

Main Results:

• The six-membered aliphatic ring fused to the benzene ring adopts a sofa conformation.
• A hydroxyl group on the aliphatic ring is in a quasi-axial position.
• The hydroxyl group of the aromatic ring acts as a hydrogen bond donor to a carbonyl oxygen atom.
• A 3D hydrogen-bonded network is formed between organic molecules and water molecules.

Conclusions:

• The crystal structure of the title hydrate is characterized by a specific ring conformation and extensive hydrogen bonding.
• The observed hydrogen bonding network dictates the supramolecular assembly in the solid state.