Halogen-bonded zigzag mol-ecular network based upon 1,2-di-iodo-perchloro-benzene and the photoproduct rctt-1,3-bis-(pyridin-4-yl)-2,4-di-phenyl-cyclo-butane

Taylor J Dunning; Eric Bosch; Ryan H Groeneman

doi:10.1107/S2056989022004200

Halogen-bonded zigzag mol-ecular network based upon 1,2-di-iodo-perchloro-benzene and the photoproduct rctt-1,3-bis-(pyridin-4-yl)-2,4-di-phenyl-cyclo-butane

Acta Crystallogr E Crystallogr Commun. 2022 Apr 22;78(Pt 5):506-509. doi: 10.1107/S2056989022004200. eCollection 2022 May 1.

Authors

Taylor J Dunning¹, Eric Bosch², Ryan H Groeneman¹

Affiliations

¹ Department of Biological Sciences, Webster University, St. Louis, MO 63119, USA.
² Department of Chemistry, Missouri State University, Springfield, MO 65897, USA.

Abstract

The formation and crystal structure of a zigzag mol-ecular network held together by I⋯N halogen bonds is reported. In particular, the halogen-bond donor is 1,2-di-iodo-perchloro-benzene (1,2-C₆I₂Cl₄ ) while the acceptor is a head-to-tail photoproduct, namely rctt-1,3-bis-(pyridin-4-yl)-2,4-di-phenyl-cyclo-butane ( ht -PP). In this co-crystal (1,2-C₆I₂Cl₄ )·( ht-PP), the donor acts as a bent two-connected node while the acceptor behaves as a linear linker to form the extended solid. Neighbouring chains pack in a tongue-and-groove-like pattern that engage in various Cl⋯π inter-actions to both the phenyl and pyridyl rings resulting in a supra-molecular two-dimensional sheet.

Keywords: [2 + 2] cycloaddition reaction; co-crystal; cyclobutane; halogen bonding; organic solid state; photoproduct.

Grants and funding

RHG gratefully acknowledges financial support from Webster University in the form of various Faculty Research Grants. EB acknowledges the Missouri State University Provost Incentive Fund for the purchase of the X-ray diffractometer used in this contribution.