(E)-4-Bromo-2-[(phenylimino)methyl]phenol: a new polymorph and thermochromism

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

doi:10.1107/s2053229620011560

(E)-4-Bromo-2-[(phenylimino)methyl]phenol: a new polymorph and thermochromism

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

Authors

Helen E. Mason

Judith A.K. Howard

Hazel A. Sparkes

Abstract

A new polymorph of (E)-4-bromo-2-[(phenylimino)methyl]phenol, C13H10Br-NO, is reported, together with a low-temperature structure determination of thepreviously published polymorph. Both polymorphs were found to have anintramolecular O—HN hydrogen bond between the phenol OH group andthe imine N atom, forming an S (6) ring. The crystals were observed to havedifferent colours at room temperature, with the previously published polymorphbeing more orange and the new polymorph more yellow. The planarity of themolecule in the two polymorphs was found to be signiﬁcantly different, withdihedral angles () between the two aromatic rings for the previously published‘orange’ polymorph of  = 1.8 (2)at 120 K, while the new ‘yellow’ polymorphhad  = 45.6 (1)at 150 K. It was also observed that both polymorphs displayedsome degree of thermochromism and upon cooling the ‘orange’ polymorphbecame more yellow, while the ‘yellow’ polymorph became paler upon cooling.

Citation

Mason, H. E., Howard, J. A., & Sparkes, H. A. (2020). (E)-4-Bromo-2-[(phenylimino)methyl]phenol: a new polymorph and thermochromism. Acta Crystallographica Section C: Structural Chemistry, 76(11), Article C76. https://doi.org/10.1107/s2053229620011560

Journal Article Type	Article
Acceptance Date	Aug 24, 2020
Online Publication Date	Oct 8, 2020
Publication Date	2020
Deposit Date	Oct 12, 2020
Publicly Available Date	Oct 13, 2020
Journal	Acta Crystallographica Section C: Structural Chemistry
Publisher	International Union of Crystallography
Peer Reviewed	Peer Reviewed
Volume	76
Issue	11
Article Number	C76
DOI	https://doi.org/10.1107/s2053229620011560

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