2,2-Dibromo-1-(4-hydr-oxy-3-methoxy-phen-yl)ethanone

Area of Science:

• Crystallography
• Organic Chemistry
• Supramolecular Chemistry

Background:

• Understanding molecular interactions is crucial for designing new materials.
• Crystal engineering relies on predicting and controlling intermolecular forces.
• The title compound, C(9)H(8)Br(2)O(3), presents an interesting case for studying such interactions.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(9)H(8)Br(2)O(3).
• To identify and analyze the key intermolecular interactions responsible for crystal packing.
• To understand the self-assembly behavior of this molecule in the solid state.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of hydrogen bonding (O-H⋯O) and C-H⋯O interactions was performed.
• Investigation of π-π stacking interactions and their contribution to the crystal lattice was conducted.

Main Results:

• The molecule C(9)H(8)Br(2)O(3) exhibits intramolecular O-H⋯O hydrogen bonding, contributing to its stability.
• Intermolecular C-H⋯O interactions link molecules into a 2D array within the bc plane.
• π-π stacking interactions with a centroid-centroid distance of 3.596(5) Å further stabilize the crystal structure.

Conclusions:

• The crystal structure of C(9)H(8)Br(2)O(3) is stabilized by a combination of intra- and intermolecular interactions.
• The observed 2D network formation highlights the importance of C-H⋯O interactions in crystal engineering.
• The study provides insights into the supramolecular assembly of halogenated organic compounds.