Effect of Homologation on the Polymorphism of Anthranilic Acids

Yunping Zhoujin, Yuping Li, Peng Yu Liang, Pan Pan Zhou, Sean Parkin, Tonglei Li, Faquan Yu, Sihui Long

Research output: Contribution to journalArticlepeer-review

1 Scopus citations


A series of homologues (1-4) of fenamic acid have been synthesized by varying the length of the linker between the two aromatic rings, and their polymorphism has been investigated. Under the same crystallization conditions, each of the newly synthesized compounds leads to two forms, except for compound 1, which indicates that additional flexibility due to homologation does not necessarily lead to more polymorphs. The molecules in each polymorphic system show different conformations due to the rotation about specific sigma bonds. Phase transitions are observed between the polymorphs of each system. Conformational analysis and Hirshfeld surface analysis were applied to investigate the effect of conformational flexibility on the polymorphism of these compounds.

Original languageEnglish
Pages (from-to)6207-6214
Number of pages8
JournalCrystal Growth and Design
Issue number10
StatePublished - Oct 5 2022

Bibliographical note

Funding Information:
Y.Z. and S.L. thank the Natural Science Foundation of Hubei Province for financial support (2014CFB787). Y.L. thanks the sponsorship from the Innovation Fund of the Graduate School of Wuhan Institute of Technology (CX2021034).

Publisher Copyright:
© 2022 American Chemical Society.

ASJC Scopus subject areas

  • Chemistry (all)
  • Materials Science (all)
  • Condensed Matter Physics


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