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Volume 67 
Part 7 
Pages m975-m976  
July 2011  

Received 20 February 2011
Accepted 12 June 2011
Online 25 June 2011

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Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.002 Å
R = 0.029
wR = 0.079
Data-to-parameter ratio = 21.5
Details
Open access

Bis([mu]-5-diisopropylamino-1,2,3,4-tetrazolido-[kappa]2N2:N3)bis[(triisopropylphosphane)copper(I)]

Issam Kobrsia* and Ghada Bassionib+

aDepartment of Chemistry, The Petroleum Institute, PO Box 2533, Abu Dhabi, United Arab Emirates, and bChemical Engineering Program, The Petroleum Institute, PO Box 2533, Abu Dhabi, United Arab Emirates
Correspondence e-mail: ikobrsi@pi.ac.ae

In the binuclear centrosymmetric crystal structure of the title compound, [Cu2(C7H14N5)2(C9H21P)2], all atoms except those of the isopropyl groups are approximately co-planar. The Cu(II) atom is in a distorted trigonal-planar CuN2P coordination. Bond angles around the amino N atom suggest sp2 hybridization. Several intramolecular C-H...N interactions are present involving tetrazolate N atoms.

Related literature

For background to the coordination chemistry of anionic five-membered nitrogen-containing heterocyclic ligands, see: Nief (2001[Nief, F. (2001). Eur. J. Inorg. Chem. pp. 891-904.]); Rottger et al. (1994[Rottger, D., Erker, G., Grehl, M. & Frolich, R. (1994). Organometallics, 13, 3897-3902.]); Hitzbleck et al. (2004[Hitzbleck, J., Deacon, G. B. & Ruhlandt-Senge, K. (2004). Angew. Chem. Int. Ed. 43, 5218-5220.]); Gust et al. (2001[Gust, K. R., Heeg, M. J. & Winter, C. H. (2001). Polyhedron, 20, 805-813.], 2002[Gust, K. R., Knox, J. E., Heeg, M. J., Schlegel, H. B. & Winter, C. H. (2002). Angew. Chem. Int. Ed. 41, 1591-1594.]); Dezelah et al. (2004[Dezelah, C. L. IV, El- Kadri, O. M., Heeg, M. J. & Winter, C. H. (2004). J. Mater. Chem. 14, 3167-3176.]); Sebe et al. (2005[Sebe, E., Guzei, I. A., Heeg, M. J., Liable-Sands, L. M., Rheingold, A. L. & Winter, C. H. (2005). Eur. J. Inorg. Chem. pp. 3955-3961.]); Vela et al. (2006[Vela, J., Vaddadi, S., Kingsley, S., Flaschenriem, C. J., Lachicotte, R. J., Cundari, T. R. & Holland, P. L. (2006). Angew. Chem. Int. Ed. 45, 1607-1611.]). Complexes containing these ligands have a strong tendency to form oligomeric and polymeric structures, see: Haasnoot (2000[Haasnoot, G. (2000). Coord. Chem. Rev. 200-202, 131-185.]); Zhang et al. (2006[Zhang, X.-M., Zhao, Y.-F., Wu, H.-S., Batten, S. R. & Ng, S. W. (2006). Dalton Trans. pp. 3170-3178.]); Dinca et al. (2006[Dinca, M., Yu, A. F. & Long, J. R. (2006). J. Am. Chem. Soc. 128, 8904-8913.]). [eta]1 Coordination is the most commonly observed binding mode in monomeric complexes containing 1,2,4-triazolato and tetrazolato ligands, see: Hunyh et al. (2003[Hunyh, M. H. V., Meyer, T. J., Labouriau, A., White, P. S. & Morris, D. E. (2003). J. Am. Chem. Soc. 125, 2828-2829.]); Jiang et al. (2004[Jiang, C., Yu, Z., Wang, S., Jiao, C., Li, J., Wang, Z. & Cui, Y. (2004). Eur. J. Inorg. Chem. pp. 3662-3667.]). Theoretical predictions regarding the high stability of the pentazolate (N5-) ion suggest that metal complexes containing this ligand might be stable enough to allow isolation, see: Frunzke et al. (2002[Frunzke, J., Lein, M. & Frenking, G. (2002). Organometallics, 21, 3351-3359.]); Lein et al. (2001[Lein, M., Frunzke, J., Timoshkin, A. & Frenking, G. (2001). Chem. Eur. J. 7, 4155-4163.]); Burke et al. (2001[Burke, L. A., Butler, R. N. & Stephens, J. C. (2001). J. Chem. Soc. Perkin Trans. 2, pp. 1679-1684.]). For our work on the synthesis, structures and molecular orbital calculations of a series of Ba(alkyltetrazolate)2(18-crown-6), K(alkyltetrazolate)(18-crown-6), Ba(pentazolate)2(18-crown-6) and K(pentazolate)(18-crown-6) complexes, which exhibited highly distorted tetrazolato and pentazolato ligand bonding, see: Kobrsi et al. (2005[Kobrsi, I., Knox, J. E., Heeg, M. J., Schlegel, H. B. & Winter, C. H. (2005). Inorg. Chem. 44, 4894-4896.], 2006[Kobrsi, I., Zheng, W., Knox, J. E., Heeg, M. J., Schlegel, H. B. & Winter, C. H. (2006). Inorg. Chem. 45, 8700-8710.]). For van der Waals radii, see: Allinger et al. (1968[Allinger, N. L., Hirsch, J. A., Miller, M. A., Tyminski, I. J. & Van-Catledge, F. A. (1968). J. Am. Chem. Soc. 90, 1199-1210.]); Bondi (1964[Bondi, A. (1964). J. Phys. Chem. 68, 441-451.]).

[Scheme 1]

Experimental

Crystal data

  • [Cu2(C7H14N5)2(C9H21P)2]

  • Mr = 784.02

  • Triclinic, [P \overline 1]

  • a = 7.3573 (6) Å

  • b = 10.8987 (8) Å

  • c = 12.7134 (9) Å

  • [alpha] = 94.273 (2)°

  • [beta] = 96.993 (2)°

  • [gamma] = 93.548 (2)°

  • V = 1006.43 (13) Å3

  • Z = 1

  • Mo K[alpha] radiation

  • [mu] = 1.17 mm-1

  • T = 100 K

  • 0.37 × 0.28 × 0.21 mm
Data collection

  • Bruker APEXII diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2005[Bruker (2005). APEX2, SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.675, Tmax = 0.791

  • 17280 measured reflections

  • 4689 independent reflections

  • 4336 reflections with I > 2[sigma](I)

  • Rint = 0.042
Refinement

  • R[F2 > 2[sigma](F2)] = 0.029

  • wR(F2) = 0.079

  • S = 1.05

  • 4689 reflections

  • 218 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.70 e Å-3

  • [Delta][rho]min = -0.42 e Å-3

Table 1
Selected geometric parameters (Å, °)

Cu1-P1 2.1957 (5)
Cu1-N2 1.9919 (14)
Cu1-N3 1.9938 (13)
P1-Cu1-N2 126.53 (4)
P1-Cu1-N3 126.52 (4)
N2-Cu1-N3 106.96 (5)

Table 2
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C3-H3A...N4i 0.98 2.58 3.182 (2) 119
C4-H4B...N4i 0.98 2.48 3.082 (2) 120
C5-H5...N1 1.00 2.32 2.784 (2) 107
Symmetry code: (i) -x, -y+1, -z.

Data collection: APEX2 (Bruker, 2005[Bruker (2005). APEX2, SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT-Plus (Bruker, 2005[Bruker (2005). APEX2, SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT-Plus; 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-Plus (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL-Plus (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HP2003 ).

Acknowledgements

The authors would like to acknowledge Professor Charles H. Winter for his support.

References

Allinger, N. L., Hirsch, J. A., Miller, M. A., Tyminski, I. J. & Van-Catledge, F. A. (1968). J. Am. Chem. Soc. 90, 1199-1210.  [ChemPort]
Bondi, A. (1964). J. Phys. Chem. 68, 441-451.  [CrossRef] [ChemPort] [ISI]
Bruker (2005). APEX2, SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Burke, L. A., Butler, R. N. & Stephens, J. C. (2001). J. Chem. Soc. Perkin Trans. 2, pp. 1679-1684.
Dezelah, C. L. IV, El- Kadri, O. M., Heeg, M. J. & Winter, C. H. (2004). J. Mater. Chem. 14, 3167-3176.  [ChemPort]
Dinca, M., Yu, A. F. & Long, J. R. (2006). J. Am. Chem. Soc. 128, 8904-8913.  [ISI] [PubMed] [ChemPort]
Frunzke, J., Lein, M. & Frenking, G. (2002). Organometallics, 21, 3351-3359.  [ChemPort]
Gust, K. R., Heeg, M. J. & Winter, C. H. (2001). Polyhedron, 20, 805-813.  [ChemPort]
Gust, K. R., Knox, J. E., Heeg, M. J., Schlegel, H. B. & Winter, C. H. (2002). Angew. Chem. Int. Ed. 41, 1591-1594.  [ChemPort]
Haasnoot, G. (2000). Coord. Chem. Rev. 200-202, 131-185.  [ChemPort]
Hitzbleck, J., Deacon, G. B. & Ruhlandt-Senge, K. (2004). Angew. Chem. Int. Ed. 43, 5218-5220.  [ChemPort]
Hunyh, M. H. V., Meyer, T. J., Labouriau, A., White, P. S. & Morris, D. E. (2003). J. Am. Chem. Soc. 125, 2828-2829.  [ISI] [PubMed]
Jiang, C., Yu, Z., Wang, S., Jiao, C., Li, J., Wang, Z. & Cui, Y. (2004). Eur. J. Inorg. Chem. pp. 3662-3667.
Kobrsi, I., Knox, J. E., Heeg, M. J., Schlegel, H. B. & Winter, C. H. (2005). Inorg. Chem. 44, 4894-4896.  [ISI] [PubMed] [ChemPort]
Kobrsi, I., Zheng, W., Knox, J. E., Heeg, M. J., Schlegel, H. B. & Winter, C. H. (2006). Inorg. Chem. 45, 8700-8710.  [ISI] [PubMed] [ChemPort]
Lein, M., Frunzke, J., Timoshkin, A. & Frenking, G. (2001). Chem. Eur. J. 7, 4155-4163.  [ChemPort]
Nief, F. (2001). Eur. J. Inorg. Chem. pp. 891-904.
Rottger, D., Erker, G., Grehl, M. & Frolich, R. (1994). Organometallics, 13, 3897-3902.
Sebe, E., Guzei, I. A., Heeg, M. J., Liable-Sands, L. M., Rheingold, A. L. & Winter, C. H. (2005). Eur. J. Inorg. Chem. pp. 3955-3961.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Vela, J., Vaddadi, S., Kingsley, S., Flaschenriem, C. J., Lachicotte, R. J., Cundari, T. R. & Holland, P. L. (2006). Angew. Chem. Int. Ed. 45, 1607-1611.  [ChemPort]
Zhang, X.-M., Zhao, Y.-F., Wu, H.-S., Batten, S. R. & Ng, S. W. (2006). Dalton Trans. pp. 3170-3178.

Acta Cryst (2011). E67, m975-m976   [ doi:10.1107/S1600536811022719 ]

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