Dibromido(di-2-pyridylamine-κ2N,N′)mercury(II)

Kalateh, K.; Norouzi, A.; Ebadi, A.; Ahmadi, R.; Amani, V.

doi:10.1107/S1600536808038129

Volume 64
Part 12
Pages m1583-m1584
December 2008

Received 13 November 2008
Accepted 16 November 2008
Online 20 November 2008

Key indicators
Single-crystal X-ray study
T = 120 K
Mean (C-C) = 0.014 Å
R = 0.053
wR = 0.140
Data-to-parameter ratio = 23.1
Details

Dibromido(di-2-pyridylamine-²N,N')mercury(II)

Khadijeh Kalateh,^a Ali Norouzi,^b Amin Ebadi,^c Roya Ahmadi ^a and Vahid Amani ^a ^*

^aIslamic Azad University, Shahr-e-Rey Branch, Tehran, Iran,^bIslamic Azad University, Izeh Branch, Khozestan, Iran, and ^cDepartment of Chemistry, Islamic Azad University, Kazeroon Branch, Fars, Iran
Correspondence e-mail: v_amani2002@yahoo.com

In the molecule of the title compound, [HgBr₂(C₁₀H₉N₃)], the Hg^II atom is four-coordinated in a distorted tetrahedral configuration by two N atoms from the chelating di-2-pyridylamine ligand and by two Br atoms. In the crystal structure, intermolecular N-HBr hydrogen bonds link the molecules into centrosymmetric dimers. There are [pi] - [pi] contacts between the pyridine rings [centroid-centroid distances = 3.9662 (5) and 3.9321 (4) Å]. There also exists a C-H [pi] contact between the pyridine CH group and a pyridine ring.

Related literature

For related literature, see: Ahmadi et al. (2008); Kalateh et al. (2008); Khavasi et al. (2008); Tadayon Pour et al. (2008); Yousefi, Rashidi Vahid et al. (2008); Yousefi, Tadayon Pour et al. (2008). For related structures, see: Xie et al. (2004); Hughes et al. (1985).

Experimental

Crystal data

[HgBr₂(C₁₀H₉N₃)]
M_r = 531.59
Triclinic, $[P \overline 1]$
a = 8.1284 (16) Å
b = 8.7645 (18) Å
c = 9.912 (2) Å
= 113.45 (3)°
= 98.41 (3)°
= 97.79 (3)°
V = 626.1 (3) Å³
Z = 2
Mo K radiation
= 18.65 mm^-1
T = 120 (2) K
0.40 × 0.35 × 0.25 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: numerical (shape of crystal determined optically) (X-SHAPE and X-RED; Stoe & Cie, 2005)T_min = 0.016, T_max = 0.080
7839 measured reflections
3350 independent reflections
3234 reflections with I > 2(I)
R_int = 0.087

Refinement

R[F² > 2(F²)] = 0.053
wR(F²) = 0.140
S = 1.15
3350 reflections
145 parameters
H-atom parameters constrained
_max = 4.33 e Å^-3
_min = -6.54 e Å^-3

Table 1
Selected geometric parameters (Å, °)

Br1-Hg1	2.5106 (11)
Br2-Hg1	2.5549 (11)
N1-Hg1	2.301 (7)
N3-Hg1	2.350 (7)

N1-Hg1-N3	81.1 (2)
N1-Hg1-Br1	109.13 (17)
N3-Hg1-Br1	117.16 (17)
N1-Hg1-Br2	125.41 (17)
N3-Hg1-Br2	96.23 (18)
Br1-Hg1-Br2	119.68 (3)

Table 2
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N2-H2ABr2ⁱ	0.86	2.62	3.472 (3)	170
C2-H2Cg3ⁱⁱ	0.93	3.20	3.587 (3)	107
Symmetry codes: (i) -x+1, -y, -z+2; (ii) -x+2, -y, -z. Cg3 is the centroid of the N3/C6-C10 ring.

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HK2575 ).

Acknowledgements

We are grateful to the Islamic Azad University, Shahr-e-Rey Branch, for financial support.

References

Ahmadi, R., Ebadi, A., Kalateh, K., Norouzi, A. & Amani, V. (2008). Acta Cryst. E64, m1407.
Bruker (1998). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.
Hughes, C. M., Favas, M. C., Skelton, B. W. & White, A. H. (1985). Aust. J. Chem. 38, 1521-1527.
Kalateh, K., Ebadi, A., Ahmadi, R., Amani, V. & Khavasi, H. R. (2008). Acta Cryst. E64, m1397-m1398.
Khavasi, H. R., Abedi, A., Amani, V., Notash, B. & Safari, N. (2008). Polyhedron, 27, 1848-1854.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Stoe & Cie (2005). X-SHAPE and X-RED. Stoe & Cie, Darmstadt, Germany.
Tadayon Pour, N., Ebadi, A., Abedi, A., Amani, V. & Khavasi, H. R. (2008). Acta Cryst. E64, m1305.
Xie, Y., Ni, J., Jiang, H. & Liu, Q. (2004). J. Mol. Struct. 687, 73-78.
Yousefi, M., Rashidi Vahid, R., Amani, V., Arab Chamjangali, M. & Khavasi, H. R. (2008). Acta Cryst. E64, m1339-m1340.
Yousefi, M., Tadayon Pour, N., Amani, V. & Khavasi, H. R. (2008). Acta Cryst. E64, m1259.

metal-organic compounds

Dibromido(di-2-pyridylamine-2N,N')mercury(II)