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Volume 69 
Part 3 
Pages m157-m158  
March 2013  

Received 5 February 2013
Accepted 12 February 2013
Online 20 February 2013

Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.010 Å
R = 0.038
wR = 0.091
Data-to-parameter ratio = 13.4
Details
Open access

(1RS,2RS)-4,4'-(1-Azaniumyl-2-hydroxyethane-1,2-diyl)dipyridinium tetrachloridoplatinate(II) chloride

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

The title compound, (C12H16N3O)[PtCl4]Cl, consists of a 4,4'-(1-azaniumyl-2-hydroxyethane-1,2-diyl)dipyridinium trication, a square-planar tetrachloridoplatinate(II) dianion and a chloride ion. In the cation, the pyridinium rings attached to the central 1-azaniumyl-2-hydroxyethane fragment have an anti conformation, as indicated by the central C-C-C-C torsion angle of -166.5 (6)°, and they are inclined to one another by 63.5 (4)°. 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 distances = 3.671 (4) and 3.851 (4) Å] and a number of C-H...Cl interactions present, consolidating the formation of a three-dimensional supramolecular 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.]); Piecha et al. (2012[Piecha, A., Bialoríska, A. & Jakubas, R. (2012). J. Mater. Chem. 22, 333-336.]). For related tetrachloroplatinate(II) compounds, see: Fusi et al. (2012[Fusi, V., Giorgi, L., Macedi, E., Paoli, P. & Rossi, P. (2012). Acta Cryst. E68, m1323-m1324.]); Adarsh et al. (2010[Adarsh, N. N., Krishna Kumar, D. & Dastidar, P. (2010). Acta Cryst. E66, m270.]); Campos-Gaxiola et al. (2010[Campos-Gaxiola, J. J., Vega-Paz, A., Román-Bravo, P., Höpfl, H. & Sánchez-Vázquez, M. (2010). Cryst. Growth Des. 10, 3182-3190.]); Adams et al. (2005[Adams, C. J., Paul, C. C., Orpen, A. G., Podesta, T. J. & Salt, B. (2005). Chem. Commun. pp. 2457-2458.]). For the synthesis of the title 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)[PtCl4]Cl

  • Mr = 590.62

  • Triclinic, [P \overline 1]

  • a = 7.636 (2) Å

  • b = 8.082 (2) Å

  • c = 14.599 (4) Å

  • [alpha] = 88.689 (4)°

  • [beta] = 84.240 (4)°

  • [gamma] = 70.148 (4)°

  • V = 843.1 (4) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 9.12 mm-1

  • T = 100 K

  • 0.50 × 0.26 × 0.12 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 = 0.092, Tmax = 0.408

  • 5093 measured reflections

  • 2911 independent reflections

  • 2726 reflections with I > 2[sigma](I)

  • Rint = 0.043

Refinement
  • R[F2 > 2[sigma](F2)] = 0.038

  • wR(F2) = 0.091

  • S = 1.05

  • 2911 reflections

  • 217 parameters

  • 6 restraints

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

  • [Delta][rho]max = 2.34 e Å-3

  • [Delta][rho]min = -1.98 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O1-H1'...Cl1i 0.84 (6) 2.49 (7) 3.250 (6) 152 (6)
N1-H1A...Cl5ii 0.86 (7) 2.32 (6) 3.148 (6) 162 (7)
N1-H1B...Cl5iii 0.86 (5) 2.30 (6) 3.097 (7) 154 (7)
N1-H1C...Cl2 0.86 (5) 2.50 (5) 3.214 (6) 141 (6)
N1-H1C...Cl3 0.86 (5) 2.58 (7) 3.242 (6) 134 (6)
N2-H2'...Cl5iv 0.84 (4) 2.45 (7) 3.088 (6) 134 (7)
N2-H2'...Cl5v 0.84 (4) 2.69 (6) 3.272 (6) 128 (7)
N3-H3'...Cl1vi 0.84 (6) 2.50 (6) 3.275 (6) 155 (6)
N3-H3'...Cl4vi 0.84 (6) 2.72 (7) 3.286 (7) 127 (7)
C1-H1...Cl1vii 0.98 2.71 3.660 (8) 163
C5-H5...Cl3iii 0.93 2.71 3.604 (8) 162
C10-H10...Cl3i 0.93 2.73 3.459 (8) 136
C10-H10...Cl5v 0.93 2.74 3.308 (7) 120
C11-H11...Cl2viii 0.93 2.64 3.449 (8) 145
Symmetry codes: (i) x-1, y+1, z; (ii) x, y, z-1; (iii) -x+1, -y+1, -z+1; (iv) x, y+1, z-1; (v) -x, -y+2, -z+1; (vi) -x+1, -y, -z+1; (vii) x, y+1, z; (viii) -x+1, -y+1, -z.

Data collection: SMART (Bruker, 2000[Bruker (2000). SMART. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT-Plus-NT (Bruker 2001[Bruker (2001). SAINT-Plus-NT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT-Plus-NT; 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 for Windows (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: SU2560 ).


Acknowledgements

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

References

Adams, C. J., Paul, C. C., Orpen, A. G., Podesta, T. J. & Salt, B. (2005). Chem. Commun. pp. 2457-2458.  [CSD] [CrossRef]
Adarsh, N. N., Krishna Kumar, D. & Dastidar, P. (2010). Acta Cryst. E66, m270.  [CSD] [CrossRef] [details]
Bruker (2000). SMART. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2001). SAINT-Plus-NT. Bruker AXS Inc., Madison, Wisconsin, USA.
Campos-Gaxiola, J. J., Höpfl, H., Aguirre, G. & Parra-Hake, M. (2012). Acta Cryst. E68, o1873.  [CSD] [CrossRef] [details]
Campos-Gaxiola, J. J., Vega-Paz, A., Román-Bravo, P., Höpfl, H. & Sánchez-Vázquez, M. (2010). Cryst. Growth Des. 10, 3182-3190.  [ChemPort]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [ISI] [CrossRef] [ChemPort] [details]
Fusi, V., Giorgi, L., Macedi, E., Paoli, P. & Rossi, P. (2012). Acta Cryst. E68, m1323-m1324.  [CSD] [CrossRef] [details]
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]
Pardo, R., Zayat, M. & Levy, D. (2011). Chem. Soc. Rev. 40, 672-687.  [ISI] [CrossRef] [ChemPort] [PubMed]
Piecha, A., Bialoríska, A. & Jakubas, R. (2012). J. Mater. Chem. 22, 333-336.  [ISI] [CSD] [CrossRef] [ChemPort]
Sanchez, C., Belleville, P., Popall, M. & Lionel, N. (2011). Chem. Soc. Rev. 40, 696-753.  [ISI] [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, m157-m158   [ doi:10.1107/S160053681300425X ]

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