Crystal, mol-ecular structure and Hirshheld surface analysis of 5-hy-droxy-3,6,7,8-tetra-meth-oxy-flavone

Area of Science:

• Natural Product Chemistry
• Crystallography
• Molecular Structure Analysis

Background:

• Flavonoids are a diverse class of natural products with various biological activities.
• Scutellaria species are known sources of bioactive compounds.
• Understanding the structure and properties of isolated compounds is crucial for further research.

Purpose of the Study:

• To isolate and characterize a novel flavone from Scutellaria nepetoides M. Pop.
• To determine the molecular structure and crystal packing of the isolated flavone.
• To analyze the intermolecular interactions within the crystal lattice.

Main Methods:

• Isolation of the title compound using butanol extraction.
• Single-crystal X-ray diffraction for crystal structure determination.
• Hirshfeld surface analysis to quantify intermolecular interactions.

Main Results:

• The title compound, a flavone (C19H18O7), was isolated and structurally elucidated.
• The molecule is nearly planar with a dihedral angle of 6.4° between the benzo-pyran-4-one and phenyl rings.
• Intramolecular hydrogen bonding between the 5-hydroxy and carbonyl groups was observed.
• Crystal structure revealed a 2D network via C-H⋯O hydrogen bonds.
• Hirshfeld surface analysis highlighted H⋯H (53.9%) and H⋯O/O⋯H (20.9%) as dominant interactions.

Conclusions:

• The study successfully characterized a new flavone from Scutellaria nepetoides M. Pop.
• The crystal structure provides insights into the molecular conformation and intermolecular forces.
• The findings contribute to the understanding of flavonoid chemistry and crystal engineering.