4-Chloro-2-(2-chloro-benzoyl)phenol

Area of Science:

• Crystallography
• Organic Chemistry
• Supramolecular Chemistry

Background:

• Understanding the three-dimensional structure of organic molecules is crucial for predicting their properties and interactions.
• Intramolecular hydrogen bonding and intermolecular forces play significant roles in crystal packing and material properties.

Purpose of the Study:

• To elucidate the crystal structure and intermolecular interactions of the title molecule, C13H8Cl2O2.
• To analyze the dihedral angle between benzene rings and the presence of hydrogen bonding.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of hydrogen bonding and π-π stacking interactions was performed.

Main Results:

• The dihedral angle between the benzene rings in C13H8Cl2O2 was determined to be 74.53(9)°.
• An intramolecular O-H⋯O hydrogen bond forming an S(6) ring was identified.
• The crystal structure exhibits a three-dimensional network stabilized by C-H⋯O and π-π interactions, with a π-π inter-centroid distance of 3.6254(10) Å.

Conclusions:

• The detailed structural analysis provides insights into the conformational preferences and intermolecular forces governing the crystal packing of C13H8Cl2O2.
• The observed hydrogen bonding and π-π interactions are key factors in the formation of the extended three-dimensional network.