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Volume 69 
Part 1 
Pages m65-m66  
January 2013  

Received 10 December 2012
Accepted 13 December 2012
Online 22 December 2012

Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.007 Å
R = 0.032
wR = 0.077
Data-to-parameter ratio = 13.5
Details
Open access

Bis[(1RS,2RS)-4,4'-(1-azaniumyl-2-hydroxyethane-1,2-diyl)dipyridinium] tris[tetrachloridopalladate(II)]

aFacultad de Ingenieria Mochis, Universidad Autonoma de Sinaloa, Fuente Poseidon y Prol. A. Flores S/N, CP 81223, C.U. Los Mochis, Sinaloa, Mexico,bCentro de Investigaciones Quimicas, Universidad Autonoma del Estado de Morelos, Av. Universidad 1001, CP 62210, Cuernavaca, Morelos, Mexico, and cCentro de Graduados del Instituto Tecnologico de Tijuana, Blvd. Industrial S/N, Col. Otay, CP 22500, Tijuana, B.C., Mexico
Correspondence e-mail: gaxiolajose@yahoo.com.mx

The asymmetric unit of the title compound, (C12H16N3O)2[PdCl4]3, consists of a 4,4'-(1-azaniumyl-2-hydroxyethane-1,2-diyl)dipyridinium dication and one and a half tetrachloridopalladate(II) anions; the latter has inversion symmetry. In the cation, the pyridinium rings attached to the central 1-azaniumyl-2-hydroxyethane fragment show an anti conformation, as indicated by the central C-C-C-C torsion angle of -178.1 (4)°, and they are inclined to one another by 25.7 (2)°. In the crystal, the cations and anions are linked through N-H...Cl and O-H...Cl hydrogen bonds. There are also [pi]-[pi] contacts [centroid-centroid distance = 3.788 (3) Å] and a number of C-H...O and C-H...Cl interactions are present, consolidating the formation of a three-dimensional structure.

Related literature

For potential applications of organic-inorganic hybrid materials with magnetic, optical and electrical properties, see: Yao et al. (2010[Yao, H. B., Gao, M. R. & Yu, S. H. (2010). Nanoscale, 2, 323-334.]); Sanchez et al. (2011[Sanchez, C., Belleville, P., Popall, M. & Lionel, N. (2011). Chem. Soc. Rev. 40, 696-753.]); Pardo et al. (2011[Pardo, R., Zayat, M. & Levy, D. (2011). Chem. Soc. Rev. 40, 672-687.]). For related tetrachloridopalladate(II) compounds, see: Kumar et al. (2006[Kumar, D. K., Das, A. & Dastidar, P. (2006). Cryst. Growth Des. 6, 216-223.]); Adams et al. (2005[Adams, C. J., Paul, C. C., Orpen, A. G., Podesta, T. J. & Salt, B. (2005). Chem. Commun. pp. 2457-2458.], 2006[Adams, C. J., Angeloni, A., Orpen, A. G., Podesta, T. J. & Shore, B. (2006). Cryst. Growth Des. 6, 411-422.]); Maris (2008[Maris, T. (2008). Acta Cryst. E64, m208.]). For the synthesis of the ligand, see: Campos-Gaxiola et al. (2012[Campos-Gaxiola, J. J., Höpfl, H., Aguirre, G. & Parra-Hake, M. (2012). Acta Cryst. E68, o1873.]).

[Scheme 1]

Experimental

Crystal data
  • (C12H16N3O)2[PdCl4]3

  • Mr = 1181.16

  • Triclinic, [P \overline 1]

  • a = 7.6970 (7) Å

  • b = 7.7339 (7) Å

  • c = 15.7254 (13) Å

  • [alpha] = 84.541 (2)°

  • [beta] = 81.314 (2)°

  • [gamma] = 78.717 (1)°

  • V = 905.40 (14) Å3

  • Z = 1

  • Mo K[alpha] radiation

  • [mu] = 2.40 mm-1

  • T = 100 K

  • 0.29 × 0.22 × 0.17 mm

Data collection
  • Bruker SMART CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.543, Tmax = 0.686

  • 5043 measured reflections

  • 3143 independent reflections

  • 2927 reflections with I > 2[sigma](I)

  • Rint = 0.019

Refinement
  • R[F2 > 2[sigma](F2)] = 0.032

  • wR(F2) = 0.077

  • S = 1.07

  • 3143 reflections

  • 232 parameters

  • 6 restraints

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

  • [Delta][rho]max = 1.23 e Å-3

  • [Delta][rho]min = -0.48 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O1-H1'...Cl5 0.84 (4) 2.22 (4) 3.047 (3) 168 (4)
N1-H1A...Cl3i 0.86 (3) 2.62 (2) 3.355 (4) 145 (4)
N1-H1A...Cl4i 0.86 (3) 2.54 (4) 3.203 (4) 135 (4)
N1-H1B...Cl6ii 0.86 (4) 2.49 (5) 3.310 (4) 160 (4)
N1-H1C...Cl1ii 0.86 (2) 2.22 (2) 3.080 (3) 177 (6)
N2-H2'...Cl2iii 0.84 (4) 2.35 (4) 3.137 (4) 157 (4)
N3-H3'...Cl5iv 0.84 (4) 2.44 (4) 3.150 (4) 143 (4)
N3-H3'...Cl6iv 0.84 (4) 2.71 (5) 3.353 (4) 135 (3)
C4-H4...Cl5v 0.95 2.64 3.406 (5) 139
C6-H6...O1vi 0.95 2.54 3.454 (6) 161
C9-H9...Cl3ii 0.95 2.78 3.599 (5) 145
C10-H10...Cl2vii 0.95 2.75 3.649 (5) 159
C11-H11...Cl1 0.95 2.61 3.486 (5) 154
C11-H11...Cl1viii 0.95 2.80 3.422 (5) 124
Symmetry codes: (i) x-1, y+1, z; (ii) x-1, y, z; (iii) x, y-1, z; (iv) -x, -y+2, -z; (v) -x, -y+1, -z; (vi) x, y+1, z; (vii) -x, -y+1, -z+1; (viii) -x+1, -y+1, -z+1.

Data collection: SMART (Bruker, 2000[Bruker (2000). SMART. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT-Plus (Bruker, 2001[Bruker (2001). SAINT-Plus. 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: ORTEP-3 (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]) and Mercury (Macrae et al., 2008[Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J. & Wood, P. A. (2008). J. Appl. Cryst. 41, 466-470.]); 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: SU2540 ).


Acknowledgements

This work was financially supported by the Universidad Autónoma de Sinaloa (PROFAPI 2012/032).

References

Adams, C. J., Angeloni, A., Orpen, A. G., Podesta, T. J. & Shore, B. (2006). Cryst. Growth Des. 6, 411-422.  [CSD] [CrossRef] [ChemPort]
Adams, C. J., Paul, C. C., Orpen, A. G., Podesta, T. J. & Salt, B. (2005). Chem. Commun. pp. 2457-2458.  [CrossRef]
Bruker (2000). SMART. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2001). SAINT-Plus. Bruker AXS Inc., Madison, Wisconsin, USA.
Campos-Gaxiola, J. J., Höpfl, H., Aguirre, G. & Parra-Hake, M. (2012). Acta Cryst. E68, o1873.  [CrossRef] [details]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [ISI] [CrossRef] [ChemPort] [details]
Kumar, D. K., Das, A. & Dastidar, P. (2006). Cryst. Growth Des. 6, 216-223.  [CrossRef] [ChemPort]
Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J. & Wood, P. A. (2008). J. Appl. Cryst. 41, 466-470.  [ISI] [CrossRef] [ChemPort] [details]
Maris, T. (2008). Acta Cryst. E64, m208.  [CrossRef] [details]
Pardo, R., Zayat, M. & Levy, D. (2011). Chem. Soc. Rev. 40, 672-687.  [CrossRef] [ChemPort] [PubMed]
Sanchez, C., Belleville, P., Popall, M. & Lionel, N. (2011). Chem. Soc. Rev. 40, 696-753.  [CrossRef] [ChemPort] [PubMed]
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
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]
Yao, H. B., Gao, M. R. & Yu, S. H. (2010). Nanoscale, 2, 323-334.  [CrossRef] [ChemPort] [PubMed]


Acta Cryst (2013). E69, m65-m66   [ doi:10.1107/S1600536812050817 ]

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