Crystal structure and synthesis of 3-(1 H-pyrrol-2-yl)-1-(thio-phen-2-yl)propanone

Dáire Gibbons; Ganapathi Emandi; Mathias O Senge

doi:10.1107/S2056989018012331

Crystal structure and synthesis of 3-(1 H-pyrrol-2-yl)-1-(thio-phen-2-yl)propanone

Acta Crystallogr E Crystallogr Commun. 2018 Sep 21;74(Pt 10):1463-1466. doi: 10.1107/S2056989018012331. eCollection 2018 Oct 1.

Authors

Dáire Gibbons¹, Ganapathi Emandi¹, Mathias O Senge¹

Affiliation

¹ School of Chemistry, Trinity Biomedical Sciences Institute, 152-160 Pearse Street, Trinity College Dublin, The University of Dublin, Dublin 2, Ireland.

Abstract

The title compound, C₁₁H₉NOS, was obtained in an improved yield compared to previous literature methods. The mol-ecule is essentially planar with a maximum deviation of 0.085 Å from the mean plane through all non-H atoms. There is directive inter-molecular hydrogen bonding in the form of N-H⋯O hydrogen bonds with a distance of 2.889 (3) Å between the pyrrole amine and the ketone carbonyl O atom. The resulting hydrogen-bonding network defines a ribbon parallel to the a axis. These ribbons form offset stacks along the b axis.

Keywords: BODIPY; aza-BODIPY; crystal structure; pyrrole; thiophene.

Grants and funding

This work was funded by Science Foundation Ireland grant IvP 13/IA/1894 to M. O. Senge.