The crystal structure of (3Z)-4-[(3-hy-droxy-phen-yl)amino]-pent-3-en-2-one: helices and π-stacking inter-actions of...

Area of Science:

• Crystallography
• Supramolecular Chemistry
• Chemical Physics

Background:

• Understanding molecular interactions is crucial for designing new materials.
• Crystal structure analysis provides fundamental insights into intermolecular forces.
• Hydrogen bonding plays a key role in molecular self-assembly.

Purpose of the Study:

• To determine the crystal structure of the title compound, C11H13NO2.
• To investigate the nature and role of intra- and intermolecular interactions.
• To analyze the packing and self-assembly behavior in the solid state.

Main Methods:

• Single-crystal X-ray diffraction was employed to elucidate the crystal structure.
• The crystallographic data were analyzed to identify hydrogen bonding networks.
• Hirshfeld surface analysis was performed to quantify intermolecular interactions.

Main Results:

• The title compound crystallizes in the monoclinic space group P21/c.
• A strong intramolecular N-H⋯O interaction forms a six-membered hydrogen-bridged ring.
• An intermolecular O-H⋯O hydrogen bond results in the formation of helical chains.
• Hirshfeld surface analysis provided detailed insights into the contribution of various intermolecular forces.

Conclusions:

• The crystal structure is stabilized by a combination of intramolecular and intermolecular hydrogen bonds.
• The observed hydrogen bonding patterns dictate the formation of specific supramolecular architectures, such as helices.
• Hirshfeld surface analysis quantitatively supports the structural findings and highlights the significance of different interactions.