2-(Benzyl-carbamo-yl)nicotinic acid

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.
• Crystal engineering relies on characterizing intermolecular interactions to design novel materials with desired functions.

Purpose of the Study:

• To elucidate the crystal structure and intermolecular interactions of the title compound, C14H12N2O3.
• To analyze the conformational preferences and hydrogen bonding patterns within the molecule and its crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the precise atomic coordinates and bond lengths/angles.
• Analysis of crystallographic data was performed to identify and quantify dihedral angles and hydrogen bond geometries.

Main Results:

• The pyridine and phenyl rings exhibit significant twists relative to each other and the carboxylic acid group, with dihedral angles of 37.1(5)° and 8.1(3)°, respectively.
• The phenyl ring forms a 41.4(1)° dihedral angle with the C-NH-C=O fragment, indicating a non-planar conformation.
• An intramolecular hydrogen bond was observed between the carboxylic acid and carbonyl groups (O-H⋯O).
• Intermolecular N-H⋯O hydrogen bonds link molecules into a supramolecular chain along the crystallographic a-axis.

Conclusions:

• The title compound displays a complex three-dimensional structure driven by intramolecular hydrogen bonding and specific torsional angles.
• The observed supramolecular arrangement highlights the role of intermolecular N-H⋯O hydrogen bonds in crystal packing and material properties.