Home Physical Sciences Crystal structure of dichlorido-(4,4′-dichloro-2,2′-bipyridine-κ2N,N′)platinum(II) — acetone (1/1), C13H12Cl4N2PtO
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Crystal structure of dichlorido-(4,4′-dichloro-2,2′-bipyridine-κ2N,N′)platinum(II) — acetone (1/1), C13H12Cl4N2PtO

  • Tatsuto Kiwada ORCID logo EMAIL logo , Aika Hirasaki and Akira Odani EMAIL logo
Published/Copyright: November 9, 2019

Abstract

C13H12Cl4N2PtO, monoclinic, C2/m (no. 12), a = 17.497(4) Å, b = 6.8214(15) Å, c = 14.183(3) Å, β = 93.441(7)°, Z = 4, V = 1689.7(6) Å3, Rgt(F) = 0.0309, wRref(F2) = 0.0696, T = 93 K.

CCDC no.: 1961125

The asymmetric unit of the title structure is shown in the figure. Table 1 contains crystallographic data and Table 2 contains the list of the atoms including atomic coordinates and displacement parameters.

Table 1:

Data collection and handling.

Crystal:Red needle
Size:0.45 × 0.25 × 0.15 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:8.93 mm−1
Diffractometer, scan mode:Rigaku R-AXIS RAPID, φ and ω
θmax, completeness:27.4°, >99%
N(hkl)measured, N(hkl)unique, Rint:8112, 2089, 0.056
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 1962
N(param)refined:127
Programs:WinGX/ORTEP [1], SHELX [2], Mercury [3]
Table 2:

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2).

AtomxyzUiso*/Ueq
C10.1021(4)0.0000001.0676(5)0.0515(16)
H10.0804030.0000001.0045590.062*
C20.0544(4)0.0000001.1417(6)0.0542(17)
H20.0003730.0000001.1299840.065*
C30.0852(4)0.0000001.2295(5)0.0481(15)
C40.1648(3)0.0000001.2480(5)0.0410(13)
H40.1866190.0000001.3110300.049*
C50.2104(3)0.0000001.1728(4)0.0335(11)
C60.2947(3)0.0000001.1814(5)0.0375(12)
C70.3358(3)0.0000001.2675(5)0.0451(14)
H70.3108400.0000001.3251970.054*
C80.4148(4)0.0000001.2665(6)0.0527(17)
C90.4500(4)0.0000001.1829(7)0.0590(19)
H90.5043160.0000001.1823940.071*
C100.4057(4)0.0000001.1002(6)0.0496(16)
H100.4302920.0000001.0422350.059*
C110.2395(5)0.0000001.5454(6)0.062(2)
C120.1614(7)0.0000001.5823(9)0.105(4)
H12A0.2900770.0000001.6785950.156*
H12Ba0.338175−0.1173021.6044360.156*
H12Ca0.3381750.1173021.6044360.156*
C130.3073(7)0.0000001.6141(9)0.104(4)
H13A0.1657930.0000001.6515360.157*
H13Ba0.1335880.1173021.5598430.157*
H13Ca0.133588−0.1173021.5598430.157*
Cl10.16474(11)0.0000000.85612(12)0.0521(4)
Cl20.34993(11)0.0000000.87534(14)0.0574(4)
Cl30.02747(12)0.0000001.32464(17)0.0785(7)
Cl40.46834(13)0.0000001.3739(2)0.0826(7)
N10.1793(3)0.0000001.0832(4)0.0381(10)
N20.3283(3)0.0000001.0976(4)0.0404(11)
O10.2472(4)0.0000001.4622(5)0.087(2)
Pt10.25560(2)0.0000000.98139(2)0.03689(10)
  1. aOccupancy: 0.5.

Source of material

The 4,4′-dichloro-2,2′-bipyridine was synthesized according to the literature [4], [5]. To a suspension of 4,4′-dichloro-2,2′-bipyridine (100 mg, 0.44 mmol) in water (20 mL), K2PtCl4 (182 mg, 0.44 mmol) was added. The mixture was stirred at 373 K for 24 h. The orange precipitate was obtained by filtration. The precipitate was washed with H2O, CH2Cl2, EtOH, ether, and dried under a vaccum. Yield: 150 mg.

Experimental details

Hydrogen atoms were placed in calculated positions and included in the refinement in the riding model approximation, with Uiso(H) set to 1.2Ueq(C).

Comment

Pt(II) complex with a 2,2′-bipyridine derivative have been synthesized for use as anti-cancer drugs [6], intermediate material of platinum complexes [7] and luminescent complexes [8].

In the crystal structure of the title complex, the asymmetric unit consists of one half of (4,4′-dichloro-2,2′-bipyridine platinum(II) complex and one half of acetone molecule, both located on a mirror plane (see the figure). The Pt atom is four-coordinated by two nitrogen atoms of 4,4′-dichloro-2,2′-bipyridine and two Cl atoms. The bond lengths of Pt1—N1, Pt1—N2, Pt1—Cl1, Pt1—Cl2 are 2.024(5) Å, 2.021(6) Å, 2.3119(19) Å, 2.2988(17) Å, respectively. The bond lengths of C3-Cl3, C8—Cl4 are 1.733(7) Å, 1.740(8) Å. These lengths are comparable with those previously reported compounds [8], [9] and similar to Pt(IV) complexes [10]. The distances of O1—H4, O1—H7 are 2.334(7) Å and 2.297(7) Å, respectively suggest non-classical hydrogen bonds between dichlorobipyridine and acetone. The Cl ligands of the Pt complex also form C—H⋯Cl hydrogen bonds with acetone [11].

Funding source: Ministry of Education, Culture, Sports, Science and Technology of Japan (MEXT)

Award Identifier / Grant number: 25288027

Funding statement: We gratefully acknowledge support by Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology of Japan (MEXT) (award No. 25288027).

References

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Received: 2019-09-28
Accepted: 2019-10-24
Published Online: 2019-11-09
Published in Print: 2020-02-25

©2019 Tatsuto Kiwada et al., published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution 4.0 Public License.

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