3-Meth-oxy-N-p-tolyl-benzohydroxamic acid.

Area of Science:

• Organic Chemistry
• Crystallography
• Molecular Structure Analysis

Background:

• Understanding intermolecular interactions is crucial for predicting material properties.
• Hydrogen bonding plays a significant role in molecular self-assembly and crystal engineering.
• The title compound, C(15)H(15)NO(3), presents an interesting scaffold for studying such interactions.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(15)H(15)NO(3).
• To investigate the nature and geometry of hydrogen bonding in the solid state.
• To analyze the conformational preferences of the molecule within the hydrogen-bonded dimer.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of intermolecular interactions, specifically O-H⋯O(carbonyl) hydrogen bonds.
• Geometric analysis of bond angles and torsion angles within the molecule and dimer.

Main Results:

• Two molecules of C(15)H(15)NO(3) form a centrosymmetric hydrogen-bonded dimer via O-H⋯O(carbonyl) interactions.
• The methoxy-substituted aromatic ring is twisted by 42.2(1)° relative to the -C(=O)-N(OH)- unit.
• The methyl-substituted aromatic ring exhibits a twist of 52.2(1)° concerning the same functional group.

Conclusions:

• The title compound readily forms hydrogen-bonded dimers in the solid state, driven by specific intermolecular interactions.
• The observed twists in the aromatic rings provide insights into the molecule's conformational flexibility and packing in crystals.
• This structural information is valuable for understanding the solid-state behavior and potential applications of related compounds.