Crystal structure of 2-(4-chlorobenzamido)benzoic acid

Abstract

In the title molecule, C14H10ClNO3, the amide C=O bond is anti to the o-carboxy substituent in the adjacent benzene ring, a conformation that facilitates the formation of an intramolecular amide-N—H...O(carbonyl) hydrogen bond that closes an S(6) loop. The central amide segment is twisted away from the carboxy- and chloro-substituted benzene rings by 13.93 (17) and 15.26 (15)°, respectively. The most prominent supramolecular interactions in the crystal packing are carboxylic acid-H...O(carboxyl) hydrogen bonds that lead to centrosymmetric dimeric aggregates connected by eight-membered {...HOC=O}2 synthons.

Keywords

• crystal structure
• carboxylic acid
• amide
• hydrogen bonding