3,5-Di-bromo-4-carbamoyl-benzoic acid 2-propanol monosolvate

Area of Science:

• Crystal Engineering
• Supramolecular Chemistry
• Organic Chemistry

Background:

• Understanding intermolecular interactions is crucial for designing novel materials.
• Hydrogen bonding plays a significant role in dictating crystal packing and material properties.
• Previous studies have explored similar structures with different substituents, providing a basis for comparison.

Purpose of the Study:

• To elucidate the crystal structure of the title solvated compound (C8H5Br2NO3·C3H8O).
• To investigate the hydrogen bonding network and molecular assembly within the crystal lattice.
• To compare the structural features with related analogues containing different substituents.

Main Methods:

• Single-crystal X-ray diffraction analysis was employed to determine the three-dimensional structure.
• Hydrogen bond analysis was performed to identify and characterize intermolecular interactions.
• Structural comparisons were made with previously reported analogous compounds.

Main Results:

• The crystal structure features acid molecules forming inversion dimers via N-H⋯O hydrogen bonds.
• Carboxyl and carbamoyl groups link to form head-to-tail inversion dimers.
• 2-Propanol molecules mediate these dimers, forming chains of hydrogen bonds propagating along [100].
• The carbamoyl group and benzene ring exhibit an inclination of 88.26(11)°, greater than in analogues lacking a para-carboxyl group.

Conclusions:

• The study successfully characterized a novel solvated crystal structure with intricate hydrogen bonding.
• The presence of bromine and a para-carboxyl group significantly influences the molecular arrangement and dihedral angles.
• These findings contribute to the understanding of structure-property relationships in related organic compounds.