(E)-N'-(3,5-Dibromo-2-hydroxy-benzyl-idene)-2-methoxy-benzohydrazide

Area of Science:

• Organic Chemistry
• Crystallography
• Molecular Structure

Background:

• Hydrazide derivatives are known for diverse biological activities.
• Benzaldehyde derivatives serve as versatile building blocks in organic synthesis.
• Understanding molecular conformation is crucial for predicting chemical properties.

Purpose of the Study:

• To synthesize and characterize a novel dibrominated organic compound.
• To investigate the molecular structure and conformation of the synthesized compound.
• To explore the potential for intramolecular interactions within the molecule.

Main Methods:

• Chemical synthesis involving the reaction of 3,5-dibromo-2-hydroxy-benzaldehyde with 2-methoxy-benzohydrazide.
• Single-crystal X-ray diffraction to determine the molecular and crystal structure.
• Analysis of bond lengths, angles, and dihedral angles to understand molecular geometry.

Main Results:

• Successful synthesis of the target compound C(15)H(12)Br(2)N(2)O(3).
• The crystal structure exhibits a small dihedral angle (3.4°) between the two benzene rings.
• Intramolecular hydrogen bonds (O-H⋯N and N-H⋯O) were identified, influencing molecular conformation.
• The crystal was characterized as an inversion twin with a specific domain ratio.

Conclusions:

• The synthesized compound possesses a unique, nearly planar structure stabilized by intramolecular hydrogen bonds.
• The crystallographic data provides valuable insights into the conformational preferences of this class of molecules.
• This study contributes to the understanding of structure-property relationships in organic hydrazide derivatives.