N-(4-Fluorobenzoyl)-2-hydroxy-4-methyl-benzohydrazide

Area of Science:

• Crystallography
• Solid-state chemistry
• Organic chemistry

Background:

• Understanding the solid-state structure of organic molecules is crucial for predicting their physical and chemical properties.
• Intermolecular forces, such as hydrogen bonding and pi-pi stacking, significantly influence crystal packing and material characteristics.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(15)H(13)FN(2)O(3).
• To investigate the nature of intermolecular interactions governing the crystal packing.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional molecular and crystal structure.
• Analysis of the crystal structure included bond lengths, bond angles, and intermolecular contact distances.

Main Results:

• The crystal structure of C(15)H(13)FN(2)O(3) was successfully determined, revealing a specific arrangement of aromatic rings.
• Aromatic rings are aligned at an angle of 10.15(3)°, indicating a non-planar conformation.
• The crystal lattice is stabilized by significant pi-pi stacking interactions with mean inter-planar distances of 3.339(2) and 3.357(3) Å.
• Both inter-molecular (N-H⋯O, O-H⋯O) and intra-molecular (N-H⋯O) hydrogen bonds were identified, contributing to structural stability.

Conclusions:

• The crystal structure of C(15)H(13)FN(2)O(3) is characterized by specific aromatic ring orientation and significant pi-pi stacking.
• Hydrogen bonding plays a critical role in stabilizing the crystal lattice, involving both inter- and intra-molecular interactions.
• These findings provide fundamental insights into the solid-state behavior of this fluorinated organic compound.