Ethyl 2-[(2-oxo-2H-chromen-7-yl)-oxy]acetate

Area of Science:

• Crystallography
• Organic Chemistry
• Materials Science

Background:

• Understanding the three-dimensional structure of organic compounds is crucial for predicting their properties and reactivity.
• The 2H-chromene scaffold is present in various bioactive natural products and synthetic molecules.
• Ethyl 2-hydroxy-acetate is a common ester with potential applications in synthesis.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C13H12O5.
• To analyze the molecular conformation and intermolecular interactions within the crystal lattice.
• To investigate the role of hydrogen bonding in the self-assembly of the compound.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of bond lengths, bond angles, and dihedral angles provided insights into molecular geometry.
• Identification and analysis of intermolecular interactions, specifically C-H⋯O hydrogen bonds, were performed.

Main Results:

• The crystal structure of C13H12O5 was successfully determined.
• A significant dihedral angle of 81.71° was observed between the 2H-chromene ring system and the ethyl 2-hydroxy-acetate moiety.
• C-H⋯O hydrogen bonds were identified as the primary driving force for the formation of zigzag layers parallel to the bc plane.

Conclusions:

• The compound exhibits a distinct non-planar conformation due to the dihedral angle between its ring systems.
• Intermolecular hydrogen bonding plays a critical role in organizing the crystal packing, leading to a layered structure.
• The detailed structural information provides a foundation for further studies on the compound's physical and chemical properties.