(E)-2-[(5-Bromo-2-hydroxy-benzyl-idene)amino]benzonitrile.

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure

Background:

• Understanding molecular interactions is crucial in materials science and drug discovery.
• Aromatic compounds with heteroatoms offer diverse chemical properties.
• Crystal engineering aims to design materials with specific properties through controlled intermolecular forces.

Purpose of the Study:

• To elucidate the crystal structure and intermolecular interactions of the title compound, C(14)H(9)BrN(2)O.
• To investigate the influence of intramolecular hydrogen bonding on molecular planarity.
• To characterize the self-assembly behavior in the solid state.

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.
• Non-covalent interaction analysis (hydrogen bonding, C-H···N interactions) was performed.

Main Results:

• The title compound, C(14)H(9)BrN(2)O, exhibits a dihedral angle of 1.09° between its aromatic rings.
• Intramolecular O-H···N hydrogen bonding forms a planar six-membered ring with an r.m.s. deviation of 0.0140 Å.
• Intermolecular C-H···N interactions link molecules into one-dimensional chains within the crystal lattice.

Conclusions:

• The crystal structure of C(14)H(9)BrN(2)O is characterized by significant intramolecular hydrogen bonding and directional intermolecular interactions.
• These interactions dictate the observed molecular conformation and the formation of extended crystal networks.
• The findings contribute to the understanding of structure-property relationships in halogenated organic compounds.