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Volume 68 
Part 1 
Page m44  
January 2012  

Received 10 October 2011
Accepted 28 November 2011
Online 14 December 2011

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Key indicators
Single-crystal X-ray study
T = 298 K
Mean [sigma](C-C) = 0.008 Å
R = 0.031
wR = 0.041
Data-to-parameter ratio = 18.7
Details
Open access

{N-[1-(1H-Benzimidazol-2-yl)ethylidene-[kappa]N3]-3-(1H-imidazol-1-yl)propan-1-amine-[kappa]N}dibromidomercury(II)

Qing Wang,a* Zhong-Ye Fua and Liang-Min Yua

aEducation Ministry Key Laboratory of Marine Chemistry and Technology, Ocean University of China, Qingdao, People's Republic of China
Correspondence e-mail: crystalshuai@yahoo.com.cn

In the title compound, [HgBr2(C15H17N5)], the HgII ion is tetrahedrally coordinated by two N atoms of the N-[1-(1H-benzimidazol-2-yl)ethylidene-[kappa]N]-3-(1H-imidazol-1-yl)propan-1-amine ligand, and two bromide anions. Intermolecular benzimidazole-imidazole N-H...N hydrogen bonds link the molecules into helical chains along the b-axis direction and C-H...Br hydrogen bonds link these chains into layers parallel to the bc plane.

Related literature

For general background to the design and synthesis of coordination polymers, see: Moulton & Zaworotko (2001[Moulton, B. & Zaworotko, M. J. (2001). Chem. Rev. 101, 1629-1658.]); Roesky & Andruh (2003[Roesky, H. W. & Andruh, M. (2003). Coord. Chem. Rev. 236, 91-119.]); Li et al. (2007[Li, X. P., Zhang, J. Y., Liu, Y., Pan, M., Zheng, S. R., Kang, B. S. & Su, C. Y. (2007). Inorg. Chim. Acta, 360, 2990-2996.]); Zheng et al. (2011[Zheng, S. R., Cai, S. L., Pan, M., Xiao, T. T., Fan, J. & Zhang, W. G. (2011). CrystEngComm, 13, 883-888.]). For complexes with ligands containing benzimidazole or imidazole, see: Pan et al. (2010[Pan, M., Lan, M. H., Jiang, J. J., Yang, Q. Y. & Su, C. Y. (2010). J. Mol. Struct. 980, 193-200.]); Chen et al. (2007[Chen, C. L., Zhang, J. Y. & Su, C. Y. (2007). Eur. J. Inorg. Chem. pp. 2997-3010.]); Zhuang et al. (2009[Zhuang, C. F., Zhang, J. Y., Wang, Q., Chu, Z. H., Fenske, D. & Su, C. Y. (2009). Chem. Eur. J. 15, 7578-7585.]); Wang et al. (2009[Wang, Q., Zhang, J. Y., Zhuang, C. F., Tang, Y. & Su, C. Y. (2009). Inorg. Chem. 48, 287-295.]).

[Scheme 1]

Experimental

Crystal data

  • [HgBr2(C15H17N5)]

  • Mr = 627.75

  • Monoclinic, P 21 /c

  • a = 10.3054 (4) Å

  • b = 10.6680 (4) Å

  • c = 16.6030 (5) Å

  • [beta] = 100.844 (3)°

  • V = 1792.71 (11) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 13.05 mm-1

  • T = 298 K

  • 0.37 × 0.33 × 0.30 mm
Data collection

  • Bruker SMART APEXII CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.086, Tmax = 0.111

  • 9489 measured reflections

  • 3891 independent reflections

  • 2302 reflections with I > 2[sigma](I)

  • Rint = 0.047
Refinement

  • R[F2 > 2[sigma](F2)] = 0.031

  • wR(F2) = 0.041

  • S = 0.93

  • 3891 reflections

  • 208 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 1.45 e Å-3

  • [Delta][rho]min = -0.96 e Å-3

Table 1
Selected bond lengths (Å)

Hg1-N1 2.274 (4)
Hg1-N3 2.403 (4)
Hg1-Br2 2.4996 (7)
Hg1-Br1 2.5472 (7)

Table 2
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N2-H2B...N5i 0.86 1.90 2.722 (7) 160
C15-H15A...Br1ii 0.93 2.85 3.778 (6) 177
Symmetry codes: (i) [-x+1, y+{\script{1\over 2}}, -z+{\script{3\over 2}}]; (ii) -x+1, -y+3, -z+2.

Data collection: APEX2 (Bruker, 2004[Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2004[Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT (Bruker, 2004[Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); 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: XP in SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXL97 (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: KP2360 ).

Acknowledgements

We acknowledge the support of the Postdoctoral Innovation Foundation of Shandong Province.

References

Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Chen, C. L., Zhang, J. Y. & Su, C. Y. (2007). Eur. J. Inorg. Chem. pp. 2997-3010.  [ISI] [CrossRef]
Li, X. P., Zhang, J. Y., Liu, Y., Pan, M., Zheng, S. R., Kang, B. S. & Su, C. Y. (2007). Inorg. Chim. Acta, 360, 2990-2996.  [ISI] [CSD] [CrossRef] [ChemPort]
Moulton, B. & Zaworotko, M. J. (2001). Chem. Rev. 101, 1629-1658.  [ISI] [CrossRef] [PubMed] [ChemPort]
Pan, M., Lan, M. H., Jiang, J. J., Yang, Q. Y. & Su, C. Y. (2010). J. Mol. Struct. 980, 193-200.  [ISI] [CSD] [CrossRef] [ChemPort]
Roesky, H. W. & Andruh, M. (2003). Coord. Chem. Rev. 236, 91-119.  [ISI] [CrossRef] [ChemPort]
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Wang, Q., Zhang, J. Y., Zhuang, C. F., Tang, Y. & Su, C. Y. (2009). Inorg. Chem. 48, 287-295.  [ISI] [CSD] [CrossRef] [PubMed]
Zheng, S. R., Cai, S. L., Pan, M., Xiao, T. T., Fan, J. & Zhang, W. G. (2011). CrystEngComm, 13, 883-888.  [ISI] [CSD] [CrossRef] [ChemPort]
Zhuang, C. F., Zhang, J. Y., Wang, Q., Chu, Z. H., Fenske, D. & Su, C. Y. (2009). Chem. Eur. J. 15, 7578-7585.  [CSD] [CrossRef] [PubMed] [ChemPort]

Acta Cryst (2012). E68, m44  [ doi:10.1107/S1600536811051166 ]

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