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Volume 69 
Part 5 
Page o659  
May 2013  

Received 15 February 2013
Accepted 28 March 2013
Online 5 April 2013

Key indicators
Single-crystal X-ray study
T = 295 K
Mean [sigma](C-C) = 0.002 Å
R = 0.042
wR = 0.116
Data-to-parameter ratio = 16.4
Details
Open access

2,3-Dimethoxy-10-oxostrychnidinium hydrogen oxalate dihydrate

aDepartment of Physics, Presidency College, Chennai 600 005, India, and bDepartment of Physics, CPCL Polytechnic College, Chennai 600 068, India
Correspondence e-mail: chakkaravarthi_2005@yahoo.com, anbu_24663@yahoo.co.in

In the cation of the title salt, C23H27N2O4+·C2HO4-·2H2O, both fused pyrrolidine rings exhibit twisted conformations, while the piperidine rings adopt screw-boat and boat conformations. In the crystal, the three components are linked via O-H...O and N-H...O interactions, forming a tape along the b axis. The tapes are further linked by weak C-H...O hydrogen bonds. forming a three-dimensional network.

Related literature

For related structures, see: Smith et al. (2005[Smith, G., Wermuth, U. D., Healy, P. C., Young, D. J. & White, J. M. (2005). Acta Cryst. E61, o2646-o2648.], 2006[Smith, G., Wermuth, U. D., Young, D. J. & White, J. M. (2006). Acta Cryst. E62, o1553-o1555.]).

[Scheme 1]

Experimental

Crystal data
  • C23H27N2O4+·C2HO4-·2H2O

  • Mr = 520.53

  • Orthorhombic, P 21 21 21

  • a = 7.6110 (2) Å

  • b = 10.7375 (3) Å

  • c = 29.4990 (7) Å

  • V = 2410.75 (11) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.11 mm-1

  • T = 295 K

  • 0.28 × 0.24 × 0.20 mm

Data collection
  • Bruker Kappa APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS, University of Göttingen, Germany.]) Tmin = 0.970, Tmax = 0.978

  • 13171 measured reflections

  • 5805 independent reflections

  • 5363 reflections with I > 2[sigma](I)

  • Rint = 0.020

Refinement
  • R[F2 > 2[sigma](F2)] = 0.042

  • wR(F2) = 0.116

  • S = 1.05

  • 5805 reflections

  • 354 parameters

  • 7 restraints

  • H atoms treated by a mixture of independent and constrained refinement

  • [Delta][rho]max = 0.33 e Å-3

  • [Delta][rho]min = -0.32 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N2-H2B...O8 0.88 (1) 1.87 (1) 2.712 (2) 159 (2)
O5-H5A...O7i 0.83 (1) 1.83 (1) 2.652 (2) 170 (4)
O9-H9A...O3ii 0.85 (1) 2.04 (2) 2.832 (3) 155 (5)
O9-H9B...O10 0.84 (1) 2.40 (3) 3.161 (4) 151 (5)
O10-H10D...O8 0.82 (1) 2.04 (1) 2.854 (3) 173 (5)
C7-H7...O9iii 0.98 2.50 3.456 (3) 166
C11-H11...O9iv 0.98 2.56 3.519 (3) 168
C17-H17A...O1ii 0.97 2.56 3.518 (2) 168
C21-H21A...O6v 0.97 2.43 3.188 (3) 135
C21-H21B...O5vi 0.97 2.59 3.293 (3) 130
C14-H14B...O1vii 0.97 2.49 3.291 (2) 139
Symmetry codes: (i) [-x+1, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]; (ii) [x-{\script{1\over 2}}, -y+{\script{1\over 2}}, -z]; (iii) x, y-1, z; (iv) x+1, y-1, z; (v) [-x+2, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]; (vi) [-x+1, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]; (vii) [x+{\script{1\over 2}}, -y+{\script{1\over 2}}, -z].

Data collection: APEX2 (Bruker, 2003[Bruker (2003). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2003[Bruker (2003). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (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: PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]); software used to prepare material for publication: SHELXL97.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: IS5247 ).


Acknowledgements

The authors wish to acknowledge the SAIF, IIT Madras, for the data collection.

References

Bruker (2003). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (1996). SADABS, University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [details]
Smith, G., Wermuth, U. D., Healy, P. C., Young, D. J. & White, J. M. (2005). Acta Cryst. E61, o2646-o2648.  [CSD] [CrossRef] [ChemPort] [details]
Smith, G., Wermuth, U. D., Young, D. J. & White, J. M. (2006). Acta Cryst. E62, o1553-o1555.  [CSD] [CrossRef] [ChemPort] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [ChemPort] [details]


Acta Cryst (2013). E69, o659  [ doi:10.1107/S1600536813008623 ]

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