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Volume 68 
Part 2 
Page m190  
February 2012  

Received 3 January 2012
Accepted 15 January 2012
Online 21 January 2012

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Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.005 Å
R = 0.052
wR = 0.132
Data-to-parameter ratio = 14.7
Details
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{3,14-Dimethyl-2,6,13,17-tetraazatricyclo[16.4.0.07,12]docosane-[kappa]4N,N',N'',N''')bis(nitrato-[kappa]O)copper(II)

Jong-Ha Choi,a Md Abdus Subhana and Seik Weng Ngb,c*

aDepartment of Chemistry, Andong National University, Andong 760-749, Republic of Korea,bDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia, and cChemistry Department, Faculty of Science, King Abdulaziz University, PO Box 80203 Jeddah, Saudi Arabia
Correspondence e-mail: seikweng@um.edu.my

The CuII atom in the title compound, [Cu(NO3)2(C20H40N4)], is N,N',N'',N'''-chelated by the macrocyclic ligand: the four N atoms form a square, above and below which are located the O atoms of the nitrate ions. The metal atom exists in a tetragonally distorted octahedron, on a special position of [\overline{1}] site symmetry. One of the amino groups is hydrogen bonded to an O atom of the nitrate ion. The other amino group is hydrogen bonded to O atom of an adjacent molecule, generating a supramolecular dimeric hydrogen-bonded dinuclear aggregate.

Related literature

For the synthesis of the cyclam, see: Choi et al. (2012[Choi, J.-H., Subhan, M. A., Ryoo, K. S. & Ng, S. W. (2012). Acta Cryst. E68, o102.]). For similar copper nitrate-cyclam adducts, see: Amadei et al. (1999[Amadei, G. A., Dickman, M. H., Wazzeh, R. A., Dimmock, P. & Earley, J. E. (1999). Inorg. Chim. Acta, 288, 40-46.]); Choi et al. (2001[Choi, M.-H., Kim, B. J., Kim, I.-C., Kim, S.-Y., Kim, Y., Harrowfield, J. M., Lee, M. K., Mocerino, M., Rukmini, E., Skelton, B. W. & White, A. H. (2001). J. Chem. Soc. Dalton Trans. pp. 707-722.], 2006[Choi, J.-H., Suzuki, T. & Kaizaki, S. (2006). Acta Cryst. E62, m2383-m2385.]); Dong et al. (1999[Dong, Y., Lawrence, G. A., Lindoy, L. F. & Turner, P. (1999). J. Chem. Soc. Dalton Trans. pp. 1567-1576.]); Liu & Chu (2010[Liu, X.-Y. & Chu, H.-Y. (2010). Acta Cryst. E66, m837.]).

[Scheme 1]

Experimental

Crystal data

  • [Cu(NO3)2(C20H40N4)]

  • Mr = 524.12

  • Triclinic, [P \overline 1]

  • a = 8.2552 (10) Å

  • b = 8.8074 (11) Å

  • c = 9.1399 (10) Å

  • [alpha] = 67.879 (12)°

  • [beta] = 68.780 (11)°

  • [gamma] = 75.096 (11)°

  • V = 568.23 (12) Å3

  • Z = 1

  • Mo K[alpha] radiation

  • [mu] = 1.01 mm-1

  • T = 100 K

  • 0.30 × 0.20 × 0.10 mm
Data collection

  • Agilent SuperNova Dual diffractometer with an Atlas detector

  • Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011)[Agilent (2011). CrysAlis PRO. Agilent Technologies, Yarnton, England.] Tmin = 0.751, Tmax = 0.906

  • 4122 measured reflections

  • 2332 independent reflections

  • 1963 reflections with I > 2[sigma](I)

  • Rint = 0.064
Refinement

  • R[F2 > 2[sigma](F2)] = 0.052

  • wR(F2) = 0.132

  • S = 1.02

  • 2332 reflections

  • 159 parameters

  • 2 restraints

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

  • [Delta][rho]max = 0.96 e Å-3

  • [Delta][rho]min = -0.68 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1...O2i 0.88 (1) 2.15 (2) 2.992 (3) 160 (3)
N2-H2...O3ii 0.88 (1) 2.23 (2) 2.961 (3) 140 (3)
Symmetry codes: (i) -x+1, -y+1, -z+1; (ii) -x+2, -y+1, -z+1.

Data collection: CrysAlis PRO (Agilent, 2011[Agilent (2011). CrysAlis PRO. Agilent Technologies, Yarnton, England.]); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; 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: X-SEED (Barbour, 2001[Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.]); software used to prepare material for publication: publCIF (Westrip, 2010[Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.]).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: XU5440 ).

Acknowledgements

We thank Andong National University and the Ministry of Higher Education of Malaysia (grant No. UM·C/HIR/MOHE/SC/12) for supporting this study.

References

Agilent (2011). CrysAlis PRO. Agilent Technologies, Yarnton, England.
Amadei, G. A., Dickman, M. H., Wazzeh, R. A., Dimmock, P. & Earley, J. E. (1999). Inorg. Chim. Acta, 288, 40-46.  [ISI] [CSD] [CrossRef] [ChemPort]
Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.  [CrossRef] [ChemPort]
Choi, M.-H., Kim, B. J., Kim, I.-C., Kim, S.-Y., Kim, Y., Harrowfield, J. M., Lee, M. K., Mocerino, M., Rukmini, E., Skelton, B. W. & White, A. H. (2001). J. Chem. Soc. Dalton Trans. pp. 707-722.  [CSD] [CrossRef]
Choi, J.-H., Subhan, M. A., Ryoo, K. S. & Ng, S. W. (2012). Acta Cryst. E68, o102.  [CSD] [CrossRef] [details]
Choi, J.-H., Suzuki, T. & Kaizaki, S. (2006). Acta Cryst. E62, m2383-m2385.  [CSD] [CrossRef] [details]
Dong, Y., Lawrence, G. A., Lindoy, L. F. & Turner, P. (1999). J. Chem. Soc. Dalton Trans. pp. 1567-1576.
Liu, X.-Y. & Chu, H.-Y. (2010). Acta Cryst. E66, m837.  [CSD] [CrossRef] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.  [ISI] [CrossRef] [ChemPort] [details]

Acta Cryst (2012). E68, m190  [ doi:10.1107/S1600536812001845 ]

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