1-tert-Butyl-9-methoxy-4-methyl-1,2,3,4-tetrahydro-2-azafluoren-3-one, a Novel Fluorenone

The title compound, C₁₈H₂₃NO₂, is the final compound in the reaction between an ethynyl Fischer carbene and a 2-azadiene. The reaction proceeds to the stereoselective formation of a 2-azafluorenone. The structure determination reveals hydrogen bonding linking the carbonyl O atom and the H atom attached to the N atoms of symmetry-related molecules. As a result, the structure packing is composed of dimers connected by two hydrogen bonds. These hydrogen bonds show a similar geometry to those found between pairs of bases in DNA, and the structure itself resembles some synthetic inhibitors of DNA transcription.

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