Molbank (Jun 2021)

4-[(2,4-Dichlorophenyl)carbamoyl]butanoic Acid

  • Bibi Hanifa,
  • Muhammad Sirajuddin,
  • Zafran Ullah,
  • Sumera Mahboob,
  • See Mun Lee,
  • Kong Mun Lo,
  • Edward R. T. Tiekink

DOI
https://doi.org/10.3390/M1227
Journal volume & issue
Vol. 2021, no. 2
p. M1227

Abstract

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The synthesis and spectroscopic characterization of the glutaric acid-amide derivative, 2,4-Cl2C6H3N(H)C(=O)(CH2)3C(=O)OH (1), are described. The X-ray crystal structure determination of (1) shows the backbone of the molecule to be kinked about the methylene-C–N(amide) bond as seen in the C(p)–N–C(m)–C(m) torsion angle of −157.0(2)°; m = methylene and p = phenyl. An additional twist in the molecule is noted between the amide and phenyl groups as reflected in the C(m)–N–C(p)–C(p) torsion angle of 138.2(2)°. The most prominent feature of the molecular packing is the formation of supramolecular tapes assembled through carboxylic acid-O–H…O(carbonyl) and amide-N–H…O(amide) hydrogen bonding.

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