Crystal structure of 3-hy-droxy-2-(4-hy-droxy-3-meth-oxy-phenyl-methyl)-5,5-di-methyl-cyclo-hex-2-enone.

Area of Science:

• Organic Chemistry
• Crystallography
• Supramolecular Chemistry

Background:

• Heterocyclic compounds are crucial in medicinal chemistry and materials science.
• Understanding molecular conformation and intermolecular interactions is key to designing new synthetic routes.
• The guaiacol moiety is a common structural feature in natural products and pharmaceuticals.

Purpose of the Study:

• To characterize a novel compound (C16H20O4) as a precursor for heterocyclic synthesis.
• To elucidate the solid-state structure and hydrogen bonding of the title compound.
• To explore the potential of this compound in constructing complex molecular architectures.

Main Methods:

• Single-crystal X-ray diffraction analysis to determine molecular and crystal structure.
• Conformational analysis of the six-membered ring.
• Hydrogen bond analysis, including graph-set motif identification (R4^4(28)).

Main Results:

• The compound crystallizes with a partially saturated six-membered ring in a sofa conformation.
• An intramolecular hydrogen bond was identified within the guaiacol residue.
• Molecules self-assemble into sheets via O-H⋯O hydrogen bonds, further organized into a 3D network by C-H⋯O interactions.

Conclusions:

• The title compound is a promising new building block for heterocyclic synthesis.
• The observed crystal packing highlights the role of specific hydrogen bonding in directing supramolecular assembly.
• The structural insights provide a foundation for further synthetic exploration and materials design.