Ethyl 1 H-indole-2-carboxyl-ate

Will E Lynch; Christine R Whitlock; Clifford W Padgett

doi:10.1107/S2414314620012055

Ethyl 1 H-indole-2-carboxyl-ate

IUCrdata. 2020 Sep 8;5(Pt 9):x201205. doi: 10.1107/S2414314620012055. eCollection 2020 Sep.

Authors

Will E Lynch¹, Christine R Whitlock¹, Clifford W Padgett¹

Affiliation

¹ Georgia Southern University, Department of Chemistry and Biochemistry, Box 8064, Statesboro, GA 30460, USA.

Abstract

Our work in the area of synthesis of tris indole compounds as a potential chelator led to the synthesis and crystallization of ethyl 1H-indole-2-carboxyl-ate, C₁₁H₁₁NO₂, an indole that was synthesized by the thionyl chloride reaction of 1H-indole-2-carb-oxy-lic acid, followed by dissolution in ethanol. The mol-ecular packing exhibits a herringbone pattern with the zigzag running along the b-axis direction; the compound crystallizes as a hydrogen-bonded dimer resulting from O⋯H-N hydrogen bonds, between the indole N-H group and the keto oxygen atom, which build centrosymmetric R ² ₂(10) ring motifs in the crystal.

Keywords: crystal structure; hydrogen bonding; indole.

Grants and funding

The authors wish to thank Georgia Southern University and the Department of Chemistry and Biochemistry for financial support of the department X-ray facility, and Georgia Southern College of Science and Mathematics Office of Undergraduate Research for partial support.