(E)-(1-Oxoindan-2-yl-idene)acetic acid: Catemeric hydrogen bonding in an unsaturated -keto acid

Marisa D. Dufort, Roger A. Lalancette, Hugh W. Thompson

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

Abstract

The title compound, C11H8O3, displays catemeric aggregation, involving hydrogen bonds progressing from the carboxyl of one mol-ecule to the ketone of a glide-related neighbor [O⋯O = 2.6952 (12) Å and O - H⋯O = 177.7 (16)°]. The mol-ecule is highly planar and inherently achiral, but a slight conformational enanti-omerism generated by the packing creates alternating conformational chirality in the chain units. Hydrogen-bonding chains, all aligned in the a-axis direction, occur in parallel counter-directional pairs related by centrosymmetry. Significant overlap of the aromatic rings occurs in the mol-ecular stacking, at an average distance of 3.354 Å. Two C - H⋯O=C close contacts exist.

Original languageEnglish (US)
Pages (from-to)o2084-o2086
JournalActa Crystallographica Section E: Structure Reports Online
Volume63
Issue number5
DOIs
StatePublished - 2007

All Science Journal Classification (ASJC) codes

  • General Chemistry
  • General Materials Science
  • Condensed Matter Physics

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