Methyl 2-amino-5-bromo-benzoate

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure

Background:

• Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
• Crystal structure analysis provides precise details on molecular geometry and intermolecular interactions.

Purpose of the Study:

• To elucidate the crystal structure and molecular conformation of the compound C(8)H(8)BrNO(2).
• To investigate the role of intramolecular and intermolecular interactions in stabilizing the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the atomic coordinates and unit cell parameters.
• Analysis of bond lengths, bond angles, and dihedral angles provided insights into the molecular geometry.

Main Results:

• The dihedral angle between the aromatic ring and the methyl acetate side chain was determined to be 5.73(12)°.
• An intramolecular N-H⋯O hydrogen bond was identified, forming a six-membered (S(6)) ring.
• Intermolecular N-H⋯O interactions were observed, leading to the formation of zigzag chains along the b-axis in the crystal.

Conclusions:

• The molecular conformation of C(8)H(8)BrNO(2) is significantly influenced by intramolecular hydrogen bonding.
• The crystal packing is characterized by the formation of zigzag chains mediated by intermolecular hydrogen bonds.