N-Cinnamoyl-l-phenyl-alanine methyl ester

Area of Science:

• Organic Chemistry
• Crystallography
• Materials Science

Background:

• N-substituted amino acids are key building blocks in dynamic combinatorial chemistry.
• Understanding molecular structure is essential for designing novel chemical entities.

Purpose of the Study:

• To elucidate the crystal structure of a specific N-substituted amino acid derivative (C(19)H(19)NO(3)).
• To investigate the conformational properties and intermolecular interactions of the compound.

Main Methods:

• Single-crystal X-ray diffraction analysis was employed.
• Structural characterization focused on molecular geometry and packing arrangements.

Main Results:

• The compound crystallizes as discrete molecules with a non-planar cinnamoyl group.
• The benzyl and ester moieties are positioned relative to the amide plane.
• Intermolecular N-H⋯O hydrogen bonds form C(4) chains, stabilizing the crystal along the c axis, complemented by C-H⋯O and π-π interactions.

Conclusions:

• The determined crystal structure provides fundamental insights into the solid-state behavior of this N-substituted amino acid.
• The observed structural features, including hydrogen bonding and π-π stacking, are significant for its application in dynamic combinatorial chemistry.