Abstract
The title compound, C23H19NO2S2, was obtained as an unexpected regioisomer from an attempted synthesis of an intermediate for a substituent-effect study on ergot alkaloids. This is the first report of a 1H-indole monothioating at the 2- and 3-positions to give a 3H-indole. In the crystal, the acid H atom is twisted roughly 180° from the typical carboxy conformation and forms centrosymmetric O - H⋯N hydrogen-bonded dimers with the indole N atom of an inversion-related molecule. Together with a weak C - H⋯O hydrogen bond involving the carbonyl O atom, chains are formed along [100].
Original language | English (US) |
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Pages (from-to) | 1414-1417 |
Number of pages | 4 |
Journal | Acta Crystallographica Section E: Crystallographic Communications |
Volume | 71 |
DOIs | |
State | Published - 2015 |
Keywords
- 3H-indole
- O - H⋯N hydrogen bond
- Uhle's ketone
- crystal structure
- ergot
- thioation