Abstract
The title compound, C15H15NO3, contains a carbazole skeleton with an ethoxycarbonyl group at the 3 position. In the indole ring system, the benzene and pyrrole rings are nearly coplanar, forming a dihedral angle of 1.95 (8)°. The cyclohexenone ring has an envelope conformation. In the crystal structure, pairs of strong N—H⋯O hydrogen bonds link the molecules into centrosymmetric dimers with R 2 2(10) ring motifs. π–π contacts between parallel pyrrole rings [centroid–centroid distance = 3.776 (2) Å] may further stabilize the structure. A weak C—H⋯π interaction is also observed.
Highlights
Pairs of strong N—H O hydrogen bonds link the molecules into centrosymmetric dimers with R22(10)
The title compound is used in the synthesis of a precursor for the synthesis of the anti-tumor drug ellipticine (Ergün et al, 2004)
The solvent was evaporated, the residue was dissolved in chloroform and washed first with sodium carbonate (10%, 50 ml) and with sodium bisulfite (10%, 50 ml)
Summary
R factor = 0.075; wR factor = 0.221; data-to-parameter ratio = 17.0. The title compound, C15H15NO3, contains a carbazole skeleton with an ethoxycarbonyl group at the 3 position. In the indole ring system, the benzene and pyrrole rings are nearly coplanar, forming a dihedral angle of 1.95 (8). The cyclohexenone ring has an envelope conformation. Pairs of strong N—H O hydrogen bonds link the molecules into centrosymmetric dimers with R22(10). – contacts between parallel pyrrole rings [centroid–centroid distance = 3.776 (2) Å] may further stabilize the structure.
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