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Volume 69 
Part 8 
Pages m446-m447  
August 2013  

Received 2 June 2013
Accepted 24 June 2013
Online 10 July 2013

Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.005 Å
Disorder in solvent or counterion
R = 0.022
wR = 0.054
Data-to-parameter ratio = 18.4
Details
Open access

Dichloridobis[3-(4-chlorophenyl)-2,N,N-trimethyl-2,3-dihydro-1,2,4-oxadiazole-5-amine-[kappa]N4]platinum(II)-4-chlorobenzaldehyde (1/1)

aDepartment of Chemistry, Saint Petersburg State University, Universitetsky Pr. 26, 198504 Stary Petergof, Russian Federation,bDepartment of Geology, Saint Petersburg State University, Universitetskaya Avenue 7/9, 199034, Saint Petersburg, Russian Federation, and cO.O. Bohomolets National Medical University, Department of General Chemistry, Shevchenko blvd 13, 01004 Kiev, Ukraine
Correspondence e-mail: bokach@nb17701.spb.edu_kalibabchuk@ukr.net

In the title 1:1 co-crystal, [PtCl2(C11H14ClN3O)2]·C7H5ClO, the coordination polyhedron of the PtII atom is slightly distorted square-planar with the chloride and 2,3-dihydro-1,2,4-oxadiazole ligands mutually trans, as the Pt atom lies on an inversion center. The 4-chlorobenzaldehyde molecules are statistically disordered about an inversion centre with equal occupancies for the two positions. The PtII complex forms a three-dimensional structure through C-H...Cl and weaker C-H...O interactions with the 4-chlorobenzaldehyde molecule.

Related literature

For the synthesis of platinum complexes with 2,3-dihydro-1,2,4-oxadiazole ligands, see: Bokach et al. (2011[Bokach, N. A., Balova, I. A., Haukka, M. & Kukushkin, V. Y. (2011). Organometallics, 30, 595-602.]); Kritchenkov et al. (2011[Kritchenkov, A. S., Bokach, N. A., Haukka, M. & Kukushkin, V. Y. (2011). Dalton Trans. 40, 4175-4182.]). For related structures, see: Bokach et al. (2003[Bokach, N. A., Pakhomova, T. B. & Kukushkin, V. Y. (2003). Inorg. Chem. 42, 7560-7568.], 2011[Bokach, N. A., Balova, I. A., Haukka, M. & Kukushkin, V. Y. (2011). Organometallics, 30, 595-602.]); Kritchenkov et al. (2011[Kritchenkov, A. S., Bokach, N. A., Haukka, M. & Kukushkin, V. Y. (2011). Dalton Trans. 40, 4175-4182.]); Bokach & Kukushkin (2006[Bokach, N. A. & Kukushkin, V. Y. (2006). Russ. Chem. Bull. 55, 1869-1882.]); Gushchin et al. (2008[Gushchin, P. V., Tyan, M. R., Bokach, N. A., Revenco, V. D., Haukka, M., Wang, M. J., Lai, C. H. & Kukushkin, V. Y. (2008). Inorg. Chem. 47, 11487-11500.]); Kuznetsov & Kukushkin (2006[Kuznetsov, M. L. & Kukushkin, V. Y. (2006). J. Org. Chem. 71, 582-592.]); Fritsky et al. (2006[Fritsky, I. O., Kozlowski, H., Kanderal, O. M., Haukka, M., Swiatek-Kozlowska, J., Gumienna-Kontecka, E. & Meyer, F. (2006). Chem. Commun. pp. 4125-4127.]); Penkova et al. (2009[Penkova, L. V., Maciag, A., Rybak-Akimova, E. V., Haukka, M., Pavlenko, V. A., Iskenderov, T. S., Kozlowski, H., Meyer, F. & Fritsky, I. O. (2009). Inorg. Chem. 48, 6960-6971.]). For standard bond lengths, see: see: Allen et al. (1987[Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.]).

[Scheme 1]

Experimental

Crystal data
  • [PtCl2(C11H15ClN3O)2]·C7H5ClO

  • Mr = 887.97

  • Triclinic, [P \overline 1]

  • a = 8.46436 (18) Å

  • b = 9.38481 (19) Å

  • c = 11.4373 (3) Å

  • [alpha] = 101.0381 (18)°

  • [beta] = 104.9553 (19)°

  • [gamma] = 96.3847 (17)°

  • V = 849.07 (3) Å3

  • Z = 1

  • Mo K[alpha] radiation

  • [mu] = 4.57 mm-1

  • T = 100 K

  • 0.17 × 0.11 × 0.09 mm

Data collection
  • Agilent Xcalibur Eos diffractometer

  • Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997[Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter & R. M. Sweet, pp. 307-326. New York: Academic Press.]) Tmin = 0.933, Tmax = 1.000

  • 13908 measured reflections

  • 3892 independent reflections

  • 3888 reflections with I > 2[sigma](I)

  • Rint = 0.036

Refinement
  • R[F2 > 2[sigma](F2)] = 0.022

  • wR(F2) = 0.054

  • S = 1.06

  • 3892 reflections

  • 211 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 1.63 e Å-3

  • [Delta][rho]min = -1.21 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C8-H8...O2i 0.96 2.58 3.378 (9) 141
C12-H12...Cl17ii 0.93 2.70 3.589 (4) 160
Symmetry codes: (i) x, y+1, z; (ii) -x+1, -y, -z.

Data collection: CrysAlis PRO (Agilent, 2012[Agilent (2012). CrysAlis PRO and CrysAlis RED. Agilent Technologies, Yarnton, England.]); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SIR2004 (Burla et al., 2005[Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R. (2005). J. Appl. Cryst. 38, 381-388.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: OLEX2 (Dolomanov et al., 2009[Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339-341.]); software used to prepare material for publication: SHELXL97.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SJ5329 ).


Acknowledgements

This work was supported by Saint Petersburg State University research grant (2013-2015, 12.38.781.2013) and RFBR 12-03-33071. The XRD study was performed at the X-ray Diffraction Centre of Saint Petersburg State University.

References

Agilent (2012). CrysAlis PRO and CrysAlis RED. Agilent Technologies, Yarnton, England.
Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.
Bokach, N. A., Balova, I. A., Haukka, M. & Kukushkin, V. Y. (2011). Organometallics, 30, 595-602.  [CSD] [CrossRef] [ChemPort]
Bokach, N. A. & Kukushkin, V. Y. (2006). Russ. Chem. Bull. 55, 1869-1882.  [Web of Science] [CrossRef] [ChemPort]
Bokach, N. A., Pakhomova, T. B. & Kukushkin, V. Y. (2003). Inorg. Chem. 42, 7560-7568.  [Web of Science] [CSD] [CrossRef] [PubMed] [ChemPort]
Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R. (2005). J. Appl. Cryst. 38, 381-388.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339-341.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Fritsky, I. O., Kozlowski, H., Kanderal, O. M., Haukka, M., Swiatek-Kozlowska, J., Gumienna-Kontecka, E. & Meyer, F. (2006). Chem. Commun. pp. 4125-4127.  [CSD] [CrossRef]
Gushchin, P. V., Tyan, M. R., Bokach, N. A., Revenco, V. D., Haukka, M., Wang, M. J., Lai, C. H. & Kukushkin, V. Y. (2008). Inorg. Chem. 47, 11487-11500.  [Web of Science] [CSD] [CrossRef] [PubMed] [ChemPort]
Kritchenkov, A. S., Bokach, N. A., Haukka, M. & Kukushkin, V. Y. (2011). Dalton Trans. 40, 4175-4182.  [CSD] [CrossRef] [ChemPort] [PubMed]
Kuznetsov, M. L. & Kukushkin, V. Y. (2006). J. Org. Chem. 71, 582-592.  [CrossRef] [PubMed] [ChemPort]
Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter & R. M. Sweet, pp. 307-326. New York: Academic Press.
Penkova, L. V., Maciag, A., Rybak-Akimova, E. V., Haukka, M., Pavlenko, V. A., Iskenderov, T. S., Kozlowski, H., Meyer, F. & Fritsky, I. O. (2009). Inorg. Chem. 48, 6960-6971.  [Web of Science] [CSD] [CrossRef] [PubMed] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]


Acta Cryst (2013). E69, m446-m447   [ doi:10.1107/S1600536813017376 ]

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