N,N'-Bis(4-amino-benz-yl)oxalamide

Area of Science:

• Crystallography
• Organic Chemistry
• Supramolecular Chemistry

Background:

• Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties.
• Intermolecular interactions, such as hydrogen bonds, dictate crystal packing and influence material characteristics.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(16)H(18)N(4)O(2).
• To investigate the conformational preferences and intermolecular interactions governing its solid-state assembly.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of bond lengths, bond angles, and torsion angles provided conformational insights.
• Intermolecular interactions, including hydrogen bonds and C-H···π interactions, were identified and characterized.

Main Results:

• The compound C(16)H(18)N(4)O(2) exhibits an anti-periplanar conformation for its two carbonyl groups, with a specific O=C-C=O torsion angle of 173.86(17)°.
• Intermolecular N-H⋯O hydrogen bonds form a characteristic R(2)(2)(10) ring motif, leading to the formation of inversion dimers.
• These dimers are further organized into a zigzag chain along the b-axis through additional N-H⋯N and C-H⋯π interactions.

Conclusions:

• The crystal structure of C(16)H(18)N(4)O(2) is characterized by specific conformational arrangements and a network of intermolecular interactions.
• These interactions, including hydrogen bonding and π-stacking, are key to the formation of the observed supramolecular architecture.
• The findings contribute to the understanding of structure-property relationships in organic crystalline materials.