Acta Crystallographica Section C

Crystal Structure Communications

Volume 61, Part 9 (September 2005)

organic compounds

fg1869 scheme

Acta Cryst. (2005). C61, o537-o541 [doi:10.1107/S0108270105023991]

Hydrogen-bonding patterns in six derivatives of 2,4-dimethylpyrrole

M. O. Senge and K. M. Smith

Abstract: The crystal and molecular structures of 4-ethyl-3,5-dimethylpyrrole-2-carbaldehyde, C₁₀H₁₅NO, (I), benzyl 3,5-dimethylpyrrole-2-carboxylate, C₁₄H₁₅NO₂, (II), benzyl 4-acetyl-3,5-dimethylpyrrole-2-carboxylate, C₁₆H₁₇NO₃, (III), dimethyl 3,5-dimethylpyrrole-2,4-dicarboxylate, C₁₀H₁₃NO₄, (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-HO=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 [HO = 1.97 (2) Å] and is further stabilized by CH₃O interactions (C-HO = 2.28-2.49 Å). Compound (VI) was found to occur as the enol ether in the crystal.

Formula: C₁₀H₁₅NO, C₁₄H₁₅NO₂, C₁₆H₁₇NO₃, C₁₀H₁₃NO₄, C₁₇H₂₁NO₃S and C₁₅H₁₉NO₆


	Structure factor file (CIF format) (107.0 kbytes) Contains datablock I

	Structure factor file (CIF format) (137.5 kbytes) Contains datablock 2

	Structure factor file (CIF format) (160.3 kbytes) Contains datablock 3

	Structure factor file (CIF format) (115.7 kbytes) Contains datablock 4

	Structure factor file (CIF format) (182.9 kbytes) Contains datablock V

	Structure factor file (CIF format) (167.4 kbytes) Contains datablock 6

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