Work

Syntheses and crystal structures of the imides 4-(2-phenylethyl)- and 4-[2-(4-hydroxyphenyl)ethyl]-4-azatetracyclo[5.3.2.0 2,6 .0 8,10 ]dodec-11-ene-3,5-dione

Year: 2024

Type: article

Abstract: The syntheses and characterization (NMR and XRD) of two substituted [2.2.2]bicyclooctene ring systems are described here. The cyclohexene rings of these systems adopt a nearly perfect boat conformation according to analysis using Cremer–Pople parameters. Both structures contain a nearly planar imide ring that is oriented endo relative to a bridgehead cyclopropyl ring. 4-(2-Phenylethyl)-4-azatetracyclo[5.3.2.0 2,6 .0 8,10 ]dodec-11-ene-3,5-dione, C 19 H 19 NO 2 , is substituted with a phenylethyl group that hosts C—H...π interactions in the crystal. 4-[2-(4-Hydroxyphenyl)ethyl]-4-azatetracyclo[5.3.2.0 2,6 .0 8,10 ]dodec-11-ene-3,5-dione, C 19 H 19 NO 3 , bears a 4-hydroxyphenylethyl group on the imide ring and contains O—H...O and C—H...O hydrogen bonds.

Source: Acta Crystallographica Section E Crystallographic Communications

DOI: 10.1107/s2056989024011253

Authors: Jonathan P. Bajko, Richard J. Staples, Shannon M. Biros

Institutions: Grand Valley State University, Michigan State University

Language: English

Topic: Crystal structures of chemical compounds

Subfield: Inorganic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $500

Funder: Grand Valley State University