Hydrogen-bonding patterns in six derivatives of 2,4-dimethylpyrrole
The crystal and molecular structures of 4-ethyl-3,5-dimethyl-pyrrole-2- carbaldehyde, C10H15NO, (I), benzyl 3,5-dimethyl-pyrrole- 2-carboxylate, C14H15NO2, (II), benzyl 4-acetyl-3,5-dimethylpyrrole-2-carboxylate, C16H17NO 3, (III), dimethyl 3,5-dimethylpyrrole-2,4-dicarboxylate, C 10H13NO4, (IV), 4-ethyl-3,5-dimethyl-2-(p- tosylacetyl)pyrrole, C17H21NO3S, (V), and ethyl 4-(2-ethoxycarbonyl-2-hydroxyacryloyl)-3,5-dimethylpyrrole-2-carboxylate, C15H19NO6, (VI), were determined at 130 K. Compounds (I), (II), (IV), (V) and (VI) form hydrogen-bonded dimers [N - H⋯O=C = 1.97(2)-2.03 (3) Å], Four dimers, viz. (I) and (IV)-(VI), have inversion symmetry, while the dimer of (II) has twofold symmetry. Only (III) forms polymeric chains involving hydrogen bonds between the pyrrole H atom and the acetyl carbonyl group [H⋯O = 1.97 (2) Å] and is further stabilized by CH3⋯O interactions (C - H⋯O = 2.28-2.49 Å). Compound (VI) was found to occur as the enol ether in the crystal. © 2005 International Union of Crystallography.
Publication Source (Journal or Book title)
Acta Crystallographica Section C: Crystal Structure Communications
Senge, M., & Smith, K. (2005). Hydrogen-bonding patterns in six derivatives of 2,4-dimethylpyrrole. Acta Crystallographica Section C: Crystal Structure Communications, 61 (9) https://doi.org/10.1107/S0108270105023991