Synthesis and crystal structures of a bis(3-hydroxy-cyclohex-2-en-1-one) and two hexahydroquinoline derivatives Steiger Scott A.

Scott A. Steiger, Chun Li, Christina Gates, Nicholas R. Natale

Research output: Contribution to journalArticlepeer-review

Abstract

The title compound I, 2,2′-[(2-nitrophenyl)methylene]bis(3-hydroxy-5,5-dimethylcyclohex-2-enone), C23H27NO6, features a 1,3-ketone-enol conformation which is stabilized by two intramolecular hydrogen bonds. The most prominent intermolecular interactions in compound I are C - H⋯O hydrogen bonds, which link molecules into a two-dimensional network parallel to the (001) plane and a chain perpendicular to (1 1). Both title compounds II, ethyl 4-(4-hydroxy-3,5-dimethoxyphenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate, C23H29NO6, and III, ethyl 4-(anthracen-9-yl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate, C29H29NO3, share the same structural features, such as a shallow boat conformation of the dihydropyridine group and an orthogonal aryl group attached to the dihydropyridine. Intermolecular N - H⋯O bonding is present in the crystal packing of both compound II and III.

Original languageEnglish
Pages (from-to)125-131
Number of pages7
JournalActa Crystallographica Section E: Crystallographic Communications
Volume76
DOIs
StatePublished - Feb 1 2020

Keywords

  • crystal structure
  • hexahydroquinoline
  • hydrogen bonding University of Montana 325490 Nicholas R. Natale

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