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Volume 66 
Part 1 
Page o244  
January 2010  

Received 27 November 2009
Accepted 20 December 2009
Online 24 December 2009

Key indicators
Single-crystal X-ray study
T = 113 K
Mean [sigma](C-C) = 0.006 Å
Disorder in solvent or counterion
R = 0.059
wR = 0.154
Data-to-parameter ratio = 13.8
Details
Open access

(5''E)-1''-Benzyl-1'-methyl-5''-[4-(methylsulfanyl)benzylidene]-4'-[4-(methylsulfanyl)phenyl]dispiro[indoline-3,2'-pyrrolidine-3',3''-piperidine]-2,4''-dione dichloromethane solvate

aSchool of Environmental Science and Engineering, Hebei University of Science and Technology. 050018 Shijiazhuang, Hebei province, People's Republic of China
Correspondence e-mail: houyjhb@163.com

In the title compound, C38H36N3O2S2·CH2Cl2, the 2-oxindole ring is almost planar (r.m.s. deviation = 0.032 Å), the pyrrolidine ring adopts a twist conformation and the piperidone ring exists as a chair. Three short C-H...O intramolecular contacts occur. In the crystal, molecules are linked by C-H...O and C-H...N interactions. The dichloromethane solvent molecule is disordered over two orientations in a 0.765 (11):0.235 (11) ratio.

Related literature

For background to dispiro ring systems, see: Kobayashi et al. (1991[Kobayashi, J., Tsuda, M., Agemi, K. & Vacelet, J. (1991). Tetrahedron, 47, 6617-6622.]).

[Scheme 1]

Experimental

Crystal data
  • C38H36N3O2S2·CH2Cl2

  • Mr = 715.74

  • Monoclinic, C 2/c

  • a = 36.456 (7) Å

  • b = 8.6164 (17) Å

  • c = 26.184 (5) Å

  • [beta] = 119.58 (3)°

  • V = 7153 (2) Å3

  • Z = 8

  • Mo K[alpha] radiation

  • [mu] = 0.34 mm-1

  • T = 113 K

  • 0.20 × 0.18 × 0.12 mm

Data collection
  • Rigaku Saturn CCD diffractometer

  • Absorption correction: multi-scan (CrystalClear; Rigaku, 2005[Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.]) Tmin = 0.936, Tmax = 0.961

  • 20568 measured reflections

  • 6263 independent reflections

  • 2890 reflections with I > 2[sigma](I)

  • Rint = 0.116

Refinement
  • R[F2 > 2[sigma](F2)] = 0.059

  • wR(F2) = 0.154

  • S = 1.01

  • 6263 reflections

  • 455 parameters

  • 40 restraints

  • H-atom parameters constrained

  • [Delta][rho]max = 0.44 e Å-3

  • [Delta][rho]min = -0.46 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C1-H1A...O2 0.97 2.53 3.149 (5) 122
C7-H7B...O2 0.97 2.37 2.971 (5) 119
C10-H10...O1 0.93 2.57 3.220 (5) 127
C39-H39A...N3 0.97 2.44 3.405 (10) 175
C39-H39B...O1 0.97 2.53 3.140 (7) 121

Data collection: CrystalClear (Rigaku, 2005[Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.]); cell refinement: CrystalClear; data reduction: CrystalClear; 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: 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: HB5259 ).


References

Kobayashi, J., Tsuda, M., Agemi, K. & Vacelet, J. (1991). Tetrahedron, 47, 6617-6622.  [CrossRef] [ChemPort] [ISI]
Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]


Acta Cryst (2010). E66, o244  [ doi:10.1107/S1600536809054774 ]

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