4-Hy-droxy-N-methyl-benzamide

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure

Background:

• Understanding the molecular arrangement and intermolecular interactions is crucial for predicting material properties.
• The title compound, C8H9NO2, presents an interesting case for structural analysis due to its functional groups.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C8H9NO2.
• To analyze the dihedral angles between the amide group and the benzene ring.
• To investigate the intermolecular interactions, including hydrogen bonds and C-H⋯N interactions, within the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of bond lengths, bond angles, and dihedral angles was performed.
• Identification and analysis of intermolecular interactions, such as hydrogen bonds (O-H⋯O) and weak interactions (C-H⋯N).

Main Results:

• The asymmetric unit of C8H9NO2 consists of three independent molecules.
• Dihedral angles between the amide group and the benzene ring were measured as 3.0(2)°, 4.0(3)°, and 3.3(9)°.
• Infinite chains were observed along the [101] direction, facilitated by O-H⋯O hydrogen bonds and C-H⋯N interactions.

Conclusions:

• The crystal structure of C8H9NO2 is characterized by the presence of three independent molecules in the asymmetric unit.
• The observed dihedral angles indicate a near-planar arrangement between the amide and benzene moieties in each molecule.
• Intermolecular hydrogen bonding and weak interactions play a significant role in organizing the crystal structure into infinite chains.