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Volume 65 
Part 7 
Page o1661  
July 2009  

Received 14 May 2009
Accepted 17 June 2009
Online 20 June 2009

Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.003 Å
R = 0.060
wR = 0.212
Data-to-parameter ratio = 18.7
Details
Open access

Ethyl 5-formyl-3,4-dimethyl-1H-pyrrole-2-carboxylate

aDepartment of Physics and Chemistry, Henan Polytechnic University, Jiaozuo 454000, People's Republic of China
Correspondence e-mail: wangyuan08@hpu.edu.cn

The molecule of the title compound, C10H13NO3, is approximately planar (maximum deviation 0.1424 Å). In the crystal, molecules are linked into inversion dimers by pairs of N-H...O hydrogen bonds, and the dimeric units are linked by non-classical C-H...O hydrogen bonds, forming a layered structure.

Related literature

For a related structure, see: Kang et al. (2008[Kang, S.-S., Li, H.-L., Zeng, H.-S. & Wang, H.-B. (2008). Acta Cryst. E64, o1125.]). For our studies of bis(pyrrol-2-yl-methyleneamine) ligands, see: Wang et al. (2008[Wang, Y., Yang, Z.-Y. & Chen, Z.-N. (2008). Bioorg. Med. Chem. Lett., 18, 298-303.], 2009[Wang, Y., Wu, W.-N. & Yang, Z.-Y. (2009). X-ray Struct. Anal. Online, 25, 33-34.]). For the synthesis, see: Wang et al. (2008[Wang, Y., Yang, Z.-Y. & Chen, Z.-N. (2008). Bioorg. Med. Chem. Lett., 18, 298-303.]).

[Scheme 1]

Experimental

Crystal data
  • C10H13NO3

  • Mr = 195.21

  • Triclinic, [P \overline 1]

  • a = 7.2223 (12) Å

  • b = 7.4347 (12) Å

  • c = 10.0488 (17) Å

  • [alpha] = 78.412 (2)°

  • [beta] = 84.191 (2)°

  • [gamma] = 79.051 (2)°

  • V = 517.84 (15) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.09 mm-1

  • T = 296 K

  • 0.30 × 0.18 × 0.15 mm

Data collection
  • Bruker SMART CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.980, Tmax = 0.986

  • 6232 measured reflections

  • 2416 independent reflections

  • 1692 reflections with I > 2[sigma](I)

  • Rint = 0.017

Refinement
  • R[F2 > 2[sigma](F2)] = 0.060

  • wR(F2) = 0.212

  • S = 1.07

  • 2416 reflections

  • 129 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.29 e Å-3

  • [Delta][rho]min = -0.29 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1A...O2i 0.86 2.07 2.919 (2) 169
C5-H5A...O1ii 0.93 2.54 3.347 (3) 145
Symmetry codes: (i) -x, -y+2, -z+2; (ii) -x+1, -y+2, -z+1.

Data collection: SMART (Bruker, 2001[Bruker (2001). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2001[Bruker (2001). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: GW2066 ).


References

Bruker (2001). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Kang, S.-S., Li, H.-L., Zeng, H.-S. & Wang, H.-B. (2008). Acta Cryst. E64, o1125.  [CSD] [CrossRef] [details]
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Wang, Y., Wu, W.-N. & Yang, Z.-Y. (2009). X-ray Struct. Anal. Online, 25, 33-34.  [CSD] [CrossRef] [ChemPort]
Wang, Y., Yang, Z.-Y. & Chen, Z.-N. (2008). Bioorg. Med. Chem. Lett., 18, 298-303.  [CSD] [CrossRef] [PubMed] [ChemPort]


Acta Cryst (2009). E65, o1661  [ doi:10.1107/S160053680902323X ]

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