2-(4-Bromo-benzene-sulfonamido)benzoic acid

Area of Science:

• Crystallography
• Organic Chemistry
• Supramolecular Chemistry

Background:

• Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
• Hydrogen bonding plays a significant role in molecular self-assembly and crystal packing.
• The study of novel compounds provides insights into structure-property relationships.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(13)H(10)BrNO(4)S.
• To analyze the dihedral angles between aromatic rings within the molecule.
• To identify and characterize intra- and inter-molecular hydrogen bonding interactions and their contribution to the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of the crystal structure included measurement of dihedral angles and identification of hydrogen bond donors and acceptors.
• The formation of specific ring motifs (e.g., S(6) and R(2)(2)(8)) and dimers was investigated.

Main Results:

• The dihedral angle between the benzene rings in C(13)H(10)BrNO(4)S was determined to be 82.75(15)°.
• An intra-molecular N-H⋯O hydrogen bond was observed, forming an S(6) ring motif.
• The crystal structure features centrosymmetric dimers formed by O-H⋯O hydrogen bonds, along with intra- and inter-molecular C-H⋯O hydrogen bonds.

Conclusions:

• The crystal structure of C(13)H(10)BrNO(4)S reveals a specific spatial arrangement of its constituent atoms.
• Hydrogen bonding interactions, including intra-molecular, inter-molecular, and dimer formation, are key features dictating the packing in the solid state.
• The findings contribute to the understanding of supramolecular assembly in organic crystalline materials.