4-[4-(3-Methoxy-benzamido)phen-oxy]-N-methyl-picolinamide

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 and reactivity.
• Hydrogen bonding plays a significant role in molecular recognition and the formation of extended crystal structures.
• The specific arrangement of functional groups influences intermolecular interactions and overall crystal packing.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(21)H(19)N(3)O(4).
• To analyze the dihedral angles between the aromatic rings within the molecule.
• To identify and characterize intramolecular and intermolecular interactions, including hydrogen bonding and C-H⋯O interactions.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Geometric analyses were performed to measure dihedral angles between the benzene, pyridine, and 3-methoxy-phenyl rings.
• Intermolecular interactions, such as N-H⋯O and C-H⋯O hydrogen bonds, were identified and analyzed.

Main Results:

• The central benzene ring exhibits significant dihedral angles of 78.54° and 75.30° with the pyridine and 3-methoxy-phenyl rings, respectively.
• An intramolecular N-H⋯N interaction was observed, forming a specific ring system.
• Crystal packing is governed by intermolecular N-H⋯O hydrogen bonds involving the amide and methoxy groups, as well as C-H⋯O interactions.

Conclusions:

• The study provides a detailed structural characterization of C(21)H(19)N(3)O(4) at the molecular level.
• The identified hydrogen bonding patterns are key determinants of the compound's crystal packing and supramolecular assembly.
• These findings contribute to the understanding of structure-property relationships in complex organic molecules.