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Volume 65 
Part 5 
Pages m572-m573  
May 2009  

Received 10 April 2009
Accepted 17 April 2009
Online 25 April 2009

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Key indicators
Single-crystal X-ray study
T = 273 K
Mean [sigma](C-C) = 0.008 Å
R = 0.067
wR = 0.187
Data-to-parameter ratio = 19.2
Details
Open access

[2,6-Bis(4,5-dihydro-1H-imidazol-2-yl)pyridine]dichloridomanganese(II)

Chun-Xia Ren,a* Su-Yun Li,b Zhao-Zhong Yin,a Xiang Lua and Yu-Qiang Dinga

aSchool of Chemical and Materials Engineering, Jiangnan University, 1800 Lihu Road, Wuxi, Jiangsu Province 214122, People's Republic of China, and bDepartment of Public Education, Jiangxi Vocational and Technical College of Electricity, 8 Mailu Road, Nanchang, Jiangxi Province 330032, People's Republic of China
Correspondence e-mail: chunxiaren@sina.com

In the title compound, [MnCl2(C11H13N5)], the MnII ion is five-coordinated in a distorted square-pyramidal geometry, with three N atoms from the neutral tridentate 2,6-bis(4,5-dihydro-1H-imidazol-2-yl)pyridine ligand and one chloride ion forming the basal plane and the other chloride ion in the apical position. Both dihydroimidazole rings adopt envelope conformations. In the crystal structure, molecules are linked into a three-dimensional network by N-H...Cl and C-H...Cl hydrogen bonds.

Related literature

For the synthesis of 2,6-bis(4,5-dihydro-1H-imidazol-2-yl)pyridine, see: Baker et al. (1991[Baker, A. T., Singh, P. & Vignevich, V. (1991). Aust. J. Chem. 44, 1041-1048.]). For general background, see: Bordo et al. (2001[Bordo, D., Forlani, F., Spallarossa, A., Colnaghi, R., Carpen, A., Bolognesi, M. & Pagani, S. (2001). Biol. Chem. 382, 1245-1252.]); Hagrman et al. (1999[Hagrman, P. J., Hagrman, D. & Zubieta, J. (1999). Angew. Chem. Int. Ed. 38, 2638-2684.]); Yaghi et al. (1998[Yaghi, O. M., Li, H., David, C., Richardson, D. & Groy, T. L. (1998). Acc. Chem. Res. 31, 474-484.]). For related structures, see: Böca et al. (2005[Böca, R., Renz, F., Böca, M., Fuess, H., Haase, W., Kickelbick, G., Linert, W. & Vrbova-Schikora, M. (2005). Inorg. Chem. Commun. 8, 227-230.]); Haga et al. (1996[Haga, M., Ali, M. M. & Arakawa, R. (1996). Angew. Chem. Int. Ed. Engl. 35, 76-78.]); Hammes et al. (2005[Hammes, B. S., Damiano, B. J., Tobash, P. H., Hidalog, M. J. & Yap, G. P. A. (2005). Inorg. Chem. Commun. 8, 513-516.]); Ren, Ye, He et al. (2004[Ren, C.-X., Ye, B.-H., He, F., Cheng, L. & Chen, X.-M. (2004). CrystEngComm, 6, 200-206.]); Ren, Ye, Zhu et al. (2004[Ren, C.-X., Ye, B.-H., Zhu, H.-L., Shi, J.-X. & Chen, X.-M. (2004). Inorg. Chim. Acta, 357, 443-450.]); Ren et al. (2007[Ren, C.-X., Cheng, L., Ye, B.-H. & Chen, X.-M. (2007). Inorg. Chim. Acta, 360, 3741-3747.]); Stupka et al. (2004[Stupka, G., Gremaud, L., Bernardinelli, G. & Williams, A. F. (2004). J. Chem. Soc. Dalton Trans. pp. 407-412.]); Sun et al. (2008[Sun, H., Ren, C.-X., Shen, B., Liu, Z.-Q. & Ding, Y.-Q. (2008). Acta Cryst. E64, m427-m428.]).

[Scheme 1]

Experimental

Crystal data

  • [MnCl2(C11H13N5)]

  • Mr = 341.10

  • Monoclinic, P 21 /n

  • a = 9.297 (5) Å

  • b = 12.686 (7) Å

  • c = 12.383 (6) Å

  • [beta] = 100.313 (9)°

  • V = 1436.9 (13) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 1.28 mm-1

  • T = 273 K

  • 0.30 × 0.25 × 0.21 mm
Data collection

  • Bruker SMART CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS, Bruker, 1998[Bruker (1998). SMART, SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.700, Tmax = 0.774

  • 8507 measured reflections

  • 3317 independent reflections

  • 1750 reflections with I > 2[sigma](I)

  • Rint = 0.077
Refinement

  • R[F2 > 2[sigma](F2)] = 0.067

  • wR(F2) = 0.187

  • S = 0.95

  • 3317 reflections

  • 173 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.68 e Å-3

  • [Delta][rho]min = -0.53 e Å-3

Table 1
Selected bond lengths (Å)

Mn1-N2 2.234 (4)
Mn1-N4 2.237 (4)
Mn1-N3 2.244 (4)
Mn1-Cl1 2.3759 (19)
Mn1-Cl2 2.3842 (18)

Table 2
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N5-H5A...Cl2i 0.86 2.46 3.287 (5) 161
N1-H1...Cl1ii 0.86 2.50 3.261 (5) 147
C7-H7...Cl2i 0.93 2.78 3.681 (6) 164
Symmetry codes: (i) [-x+{\script{3\over 2}}, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]; (ii) [x-{\script{1\over 2}}, -y+{\script{3\over 2}}, z+{\script{1\over 2}}].

Data collection: SMART (Bruker, 1998[Bruker (1998). SMART, SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT-Plus (Bruker, 1998[Bruker (1998). SMART, 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 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CI2778 ).

Acknowledgements

This work was generously supported by the National Natural Science Foundation of China (grant No. 20701016).

References

Baker, A. T., Singh, P. & Vignevich, V. (1991). Aust. J. Chem. 44, 1041-1048.  [ChemPort]
Böca, R., Renz, F., Böca, M., Fuess, H., Haase, W., Kickelbick, G., Linert, W. & Vrbova-Schikora, M. (2005). Inorg. Chem. Commun. 8, 227-230.
Bordo, D., Forlani, F., Spallarossa, A., Colnaghi, R., Carpen, A., Bolognesi, M. & Pagani, S. (2001). Biol. Chem. 382, 1245-1252.  [ISI] [CrossRef] [PubMed] [ChemPort]
Bruker (1998). SMART, SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Haga, M., Ali, M. M. & Arakawa, R. (1996). Angew. Chem. Int. Ed. Engl. 35, 76-78.  [CrossRef] [ChemPort] [ISI]
Hagrman, P. J., Hagrman, D. & Zubieta, J. (1999). Angew. Chem. Int. Ed. 38, 2638-2684.  [CrossRef]
Hammes, B. S., Damiano, B. J., Tobash, P. H., Hidalog, M. J. & Yap, G. P. A. (2005). Inorg. Chem. Commun. 8, 513-516.  [ISI] [CrossRef] [ChemPort]
Ren, C.-X., Cheng, L., Ye, B.-H. & Chen, X.-M. (2007). Inorg. Chim. Acta, 360, 3741-3747.  [ISI] [CSD] [CrossRef] [ChemPort]
Ren, C.-X., Ye, B.-H., He, F., Cheng, L. & Chen, X.-M. (2004). CrystEngComm, 6, 200-206.  [ISI] [CSD] [CrossRef] [ChemPort]
Ren, C.-X., Ye, B.-H., Zhu, H.-L., Shi, J.-X. & Chen, X.-M. (2004). Inorg. Chim. Acta, 357, 443-450.  [ISI] [CSD] [CrossRef] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Stupka, G., Gremaud, L., Bernardinelli, G. & Williams, A. F. (2004). J. Chem. Soc. Dalton Trans. pp. 407-412.
Sun, H., Ren, C.-X., Shen, B., Liu, Z.-Q. & Ding, Y.-Q. (2008). Acta Cryst. E64, m427-m428.  [CSD] [CrossRef] [details]
Yaghi, O. M., Li, H., David, C., Richardson, D. & Groy, T. L. (1998). Acc. Chem. Res. 31, 474-484.  [ISI] [CrossRef] [ChemPort]

Acta Cryst (2009). E65, m572-m573   [ doi:10.1107/S1600536809014354 ]

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