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.
Highlights
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—HÁ Á ÁO(carbonyl) hydrogen bond that closes an S(6) loop
The most prominent supramolecular interactions in the crystal packing are carboxylic acid-HÁ Á ÁO(carboxyl) hydrogen bonds that lead to centrosymmetric dimeric aggregates connected by eightmembered {Á Á ÁHOC O}2 synthons
Acknowledgements RMF is grateful to the Universidad del Valle, Colombia, for partial financial support
Summary
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—HÁ Á ÁO(carbonyl) hydrogen bond that closes an S(6) loop. Rodolfo Moreno-Fuquen,a* Vanessa Meloa and Javier Ellenab aDepartamento de Quımica - Facultad de Ciencias Naturales y Exactas, Universidad del Valle, Apartado 25360, Santiago de Cali, Colombia, and bInstituto de Fısica de Sao Carlos, IFSC, Universidade de Sao Paulo, USP, Sao Carlos, SP, Brazil. The central amide segment is twisted away from the carboxy- and chloro-substituted benzene rings by 13.93 (17) and 15.26 (15), respectively.
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