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Volume 69 
Part 10 
Pages m542-m543  
October 2013  

Received 31 July 2013
Accepted 5 September 2013
Online 12 September 2013

Key indicators
Single-crystal X-ray study
T = 298 K
Mean [sigma](C-C) = 0.003 Å
R = 0.036
wR = 0.101
Data-to-parameter ratio = 52.0
Details
Open access

[mu]-(2,6-Bis{[3-(dimethylamino)propyl]iminomethyl}-4-methylphenolato)-[mu]-hydroxido-bis[(thiocyanato-[kappa]N)copper(II)]

aResearch and Development Centre, Bharathiar University, Tamil Nadu, India,bDepartment of Chemistry, Government Arts College, Nandanam, Chennai 600035, Tamil Nadu, India,cNational Centre for Catalysis Research, IIT Madras, Chennai 600 036, TamilNadu, India, and dDepartment of Chemistry, IIT Madras, Chennai 600 036, TamilNadu, India
Correspondence e-mail: porbal96@gmail.com

In the title compound, [Cu2(C19H31N4O)(OH)(NCS)2], the molecular structure of the dinuclear complex reveals two pentacoordinated CuII ions, which are bridged by the phenolate O atom of the ligand and by an exogenous hydroxide ion. The bridging atoms occupy equatorial positions in the coordination sphere of the metal atoms and complete the equatorial coordination planes with two ligand N atoms, the apical positions being occupied by thiocyanate N atoms. The crystal structure also features [pi]-[pi] stacking interactions involving the benzene rings with a centroid-centroid distance of 3.764 (4)Å. The crystal studied was a non-merohedral twin, with a refined BASF value of 0.203 (2)

Related literature

For related structures, see: Matsufuji et al. (2005[Matsufuji, K., Shiraishi, H., Miyasato, Y., Shiga, T., Ohba, M., Yokoyama, T. & Okawa, H. (2005). Bull. Chem. Soc. Jpn, 78, 851-858.]); Amase et al. (2005[Amase, R., Shiraishi, H., Miyasato, Y., Ohba, M. & Okawa, H. (2005). Bull. Chem. Soc. Jpn, 78, 1814-1820.]); Erxleben & Hermann (2000[Erxleben, A. & Hermann, J. (2000). J. Chem. Soc. Dalton Trans. pp. 569-575.]); Higuchi et al. (1995[Higuchi, C., Sakiyama, H., Okawa, H. & Fenton, D. E. (1995). J. Chem. Soc. Dalton Trans. pp. 4015-4020.]); Koga et al. (1998[Koga, T., Furutachi, H., Nakamura, T., Fukita, N., Ohba, M., Takahashi, K. & Okawa, H. (1998). Inorg. Chem. 37, 989-996.]); Knight et al. (2008[Knight, P. D., White, A. J. P. & Williams, C. K. (2008). Inorg. Chem. 47, 11711-11719.]). For applications and properties of binuclear copper (II) complexes, see: Adams et al. (2000[Adams, H., Fenton, D. E., Haque, S. R., Heath, S. L., Ohba, M., Okawa, H. & Spey, S. E. (2000). J. Chem. Soc. Dalton Trans. pp. 1849-1856.]); Al-Obaidi (2011[Al-Obaidi, O. H. S. (2011). Bioinorg. Chem. App. 2012, 1-6.]); Anupama et al. (2012[Anupama, K., Sandeep, P. N., Dhoolesh, G. K., Krishna, N. & Vidyanand, R. (2012). J. Lumin. 132, 2763-2768.]); Aytaç (2010[Aytaç, A. (2010). J. Mater. Sci. 45, 6812-6818.]); Hurley (2002[Hurley, L. H. (2002). Nat. Rev. Cancer, 2, 188-200.]); Saha & Koner (2004[Saha, P. K. & Koner, S. (2004). Inorg. Chem. Commun. 7, 1164-1166.]); Sreedaran et al. (2008[Sreedaran, S., Bharathi, K. S., Rahiman, A. K., Jagadish, L., Kaviyarasan, V. & Narayanan, V. (2008). Polyhedron, 27, 2931-2938.]).

[Scheme 1]

Experimental

Crystal data
  • [Cu2(C19H31N4O)(OH)(NCS)2]

  • Mr = 591.73

  • Monoclinic, P 21 /n

  • a = 11.9706 (5) Å

  • b = 13.7518 (7) Å

  • c = 16.9887 (8) Å

  • [beta] = 109.396 (2)°

  • V = 2637.9 (2) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 1.80 mm-1

  • T = 298 K

  • 0.35 × 0.25 × 0.20 mm

Data collection
  • Bruker APEXII CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2004[Bruker (2004). APEX2, SAINT and TWINABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.572, Tmax = 0.715

  • 15757 measured reflections

  • 15757 independent reflections

  • 12691 reflections with I > 2[sigma](I)

Refinement
  • R[F2 > 2[sigma](F2)] = 0.036

  • wR(F2) = 0.101

  • S = 1.01

  • 15757 reflections

  • 303 parameters

  • 2 restraints

  • H-atom parameters constrained

  • [Delta][rho]max = 0.73 e Å-3

  • [Delta][rho]min = -0.53 e Å-3

Data collection: APEX2 (Bruker, 2004[Bruker (2004). APEX2, SAINT and TWINABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2004[Bruker (2004). APEX2, SAINT and TWINABS. 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: ORTEP-3 for Windows (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]); software used to prepare material for publication: SHELXL97.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BX2448 ).


Acknowledgements

The authors thank the Department of Chemistry, IIT Madras, for the data collection and Dr Babu Varghese, Sophisticated Analytical Instrumentation Facility, Indian Institute of Technology, Chennai 600 036, Tamil Nadu, India, for the help rendered with the single crystal XRD studies. MGM and PKS thank the UGC-MRP, Government of India, for financial support.

References

Adams, H., Fenton, D. E., Haque, S. R., Heath, S. L., Ohba, M., Okawa, H. & Spey, S. E. (2000). J. Chem. Soc. Dalton Trans. pp. 1849-1856.  [CSD] [CrossRef]
Al-Obaidi, O. H. S. (2011). Bioinorg. Chem. App. 2012, 1-6.
Amase, R., Shiraishi, H., Miyasato, Y., Ohba, M. & Okawa, H. (2005). Bull. Chem. Soc. Jpn, 78, 1814-1820.  [Web of Science] [CSD] [CrossRef] [ChemPort]
Anupama, K., Sandeep, P. N., Dhoolesh, G. K., Krishna, N. & Vidyanand, R. (2012). J. Lumin. 132, 2763-2768.
Aytaç, A. (2010). J. Mater. Sci. 45, 6812-6818.
Bruker (2004). APEX2, SAINT and TWINABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Erxleben, A. & Hermann, J. (2000). J. Chem. Soc. Dalton Trans. pp. 569-575.  [CSD] [CrossRef]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Higuchi, C., Sakiyama, H., Okawa, H. & Fenton, D. E. (1995). J. Chem. Soc. Dalton Trans. pp. 4015-4020.  [CSD] [CrossRef]
Hurley, L. H. (2002). Nat. Rev. Cancer, 2, 188-200.  [Web of Science] [CrossRef] [PubMed] [ChemPort]
Knight, P. D., White, A. J. P. & Williams, C. K. (2008). Inorg. Chem. 47, 11711-11719.  [Web of Science] [CSD] [CrossRef] [PubMed] [ChemPort]
Koga, T., Furutachi, H., Nakamura, T., Fukita, N., Ohba, M., Takahashi, K. & Okawa, H. (1998). Inorg. Chem. 37, 989-996.  [Web of Science] [CSD] [CrossRef] [ChemPort]
Matsufuji, K., Shiraishi, H., Miyasato, Y., Shiga, T., Ohba, M., Yokoyama, T. & Okawa, H. (2005). Bull. Chem. Soc. Jpn, 78, 851-858.  [Web of Science] [CSD] [CrossRef] [ChemPort]
Saha, P. K. & Koner, S. (2004). Inorg. Chem. Commun. 7, 1164-1166.  [Web of Science] [CrossRef] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Sreedaran, S., Bharathi, K. S., Rahiman, A. K., Jagadish, L., Kaviyarasan, V. & Narayanan, V. (2008). Polyhedron, 27, 2931-2938.  [Web of Science] [CrossRef] [ChemPort]


Acta Cryst (2013). E69, m542-m543   [ doi:10.1107/S1600536813024768 ]

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