(E)-4-bromo-2-((phenyl¬imino)¬methyl)¬phenol: A New Polymorph and Thermochromism

Helen E. Mason, Judith A.K. Howard, Hazel A Sparkes*

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

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Abstract

A new polymorph of (E)-4-bromo-2-((phenylimino)methyl)phenol is reported together with a low temperature structure determination of the previously published polymorph. Both polymorphs were found to have an intra¬molecular O—H···N hydrogen bond, between the phenol OH and imine N, forming an S(6) ring. The crystals were observed to be different colours at room temperature with the previously published polymorph being more orange and the new polymorph more yellow. The planarity of the molecule in the two polymorphs was found to be significantly different with dihedral angles (Φ) between the two aromatic rings for the previously published 'orange' polymorph of Φ = 1.8 (2)° at 120 K, while the new 'yellow' polymorph had Φ = 45.6 (1)° at 150 K. It was also observed that both polymorphs displayed some degree of thermochromism and upon cooling the 'orange' polymorph became more yellow, while the 'yellow' polymorph became paler upon cooling.
Original languageEnglish
Pages (from-to)1001–1004
Number of pages11
JournalActa Crystallographica Section C: Crystal Structure Communications
Volume76
Issue number11
Early online date8 Oct 2020
DOIs
Publication statusE-pub ahead of print - 8 Oct 2020

Keywords

  • crystal structure
  • ploymorph
  • thermochromism

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