4-Meth-oxy-N-(4-nitro-benz-yl)aniline.

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure

Background:

• Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties.
• Nitro-substituted aromatic compounds exhibit diverse electronic and structural characteristics.
• Intermolecular interactions, such as hydrogen bonding, significantly influence crystal packing and material properties.

Purpose of the Study:

• To elucidate the detailed crystal structure of the title compound, C(14)H(14)N(2)O(3).
• To investigate the molecular conformation, including the orientation of the nitro group and the relative positioning of the benzene rings.
• To identify and analyze the intermolecular interactions stabilizing the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the atomic coordinates and unit cell parameters.
• Analysis of bond lengths, bond angles, and dihedral angles provided information on molecular geometry.
• Intermolecular interactions, including hydrogen bonds (N-H⋯O, C-H⋯O) and C-H⋯π interactions, were identified and characterized.

Main Results:

• The nitro group was found to be nearly coplanar with its attached benzene ring (dihedral angle = 1.70°).
• The dihedral angle between the two benzene rings in the molecule was determined to be 57.8°.
• The crystal structure is stabilized by a network of N-H⋯O and C-H⋯O hydrogen bonds, with additional weak C-H⋯π interactions observed.

Conclusions:

• The specific molecular conformation and near-coplanarity of the nitro group are key structural features.
• Hydrogen bonding plays a critical role in the stabilization of the crystal structure.
• The identified intermolecular interactions provide a basis for understanding the solid-state behavior of this class of compounds.