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Acta Crystallogr Sect E Struct Rep Online. 2009 February 1; 65(Pt 2): m180.
Published online 2009 January 14. doi:  10.1107/S1600536809000725
PMCID: PMC2968269

Bis(2,2′-bipyridine-κ2 N,N′)dichlorido­platinum(IV) dichloride monohydrate

Abstract

In the title complex, [PtCl2(C10H8N2)2]Cl2·H2O, the Pt4+ ion is six-coordinated in a distorted octa­hedral environment by four N atoms from the two 2,2′-bipyridine ligands and two Cl atoms. As a result of the different trans influences of the N and Cl atoms, the Pt—N bonds trans to the Cl atom are slightly longer than those trans to the N atom. The compound displays inter­molecular hydrogen bonding between the water mol­ecule and the Cl anions. There are inter­molecular π–π inter­actions between adjacent pyridine rings, with a centroid–centroid distance of 3.962 Å.

Related literature

For related literature, see: Hambley (1986 [triangle]); Hojjat Kashani et al. (2008 [triangle]).

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Object name is e-65-0m180-scheme1.jpg

Experimental

Crystal data

  • [PtCl2(C10H8N2)2]Cl2·H2O
  • M r = 667.27
  • Orthorhombic, An external file that holds a picture, illustration, etc.
Object name is e-65-0m180-efi1.jpg
  • a = 11.1345 (12) Å
  • b = 11.5867 (12) Å
  • c = 17.0873 (19) Å
  • V = 2204.5 (4) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 6.87 mm−1
  • T = 293 (2) K
  • 0.35 × 0.20 × 0.15 mm

Data collection

  • Bruker SMART 1000 CCD diffractometer
  • Absorption correction: multi-scan (SADABS; Bruker, 2000 [triangle]) T min = 0.251, T max = 0.357
  • 12649 measured reflections
  • 4462 independent reflections
  • 4284 reflections with I > 2σ(I)
  • R int = 0.017

Refinement

  • R[F 2 > 2σ(F 2)] = 0.016
  • wR(F 2) = 0.038
  • S = 0.84
  • 4462 reflections
  • 271 parameters
  • H-atom parameters constrained
  • Δρmax = 0.95 e Å−3
  • Δρmin = −0.53 e Å−3
  • Absolute structure: Flack (1983 [triangle]), 1901 Friedel pairs
  • Flack parameter: −0.006 (4)

Data collection: SMART (Bruker, 2000 [triangle]); cell refinement: SAINT (Bruker, 2000 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: ORTEP-3 (Farrugia, 1997 [triangle]); software used to prepare material for publication: SHELXL97.

Table 1
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809000725/bt2846sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809000725/bt2846Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

This work was supported by the Korea Research Foundation (2006–353-C00028).

supplementary crystallographic information

Comment

In the title complex, [PtCl2(C10H8N2)2]Cl2.H2O, the central Pt4+ ion is six-coordinated in a distorted octahedral environment by four N atoms from the two 2,2'-bipyridine ligands and two Cl atoms (Fig. 1). The main contributions to the distortion are the tight N—Pt—N chelate angles (80.33 (10)° and 80.30 (10)°), which result in non-linear trans axes (<Cl1—Pt1—N1 = 176.73 (7)°, <Cl2—Pt1—N4 = 176.91 (7)° and <N2—Pt1—N3 = 176.52 (10)°).

Because of the different trans influences of the N and Cl atoms, the Pt—N bonds trans to the Cl atom (lengths: 2.040 (2) and 2.037 (3) Å) are slightly longer than those trans to the N atom (lengths: 2.029 (2) and 2.028 (2) Å).

The compound displays intermolecular hydrogen bonding between the solvent H2O molecule and the Cl anions (Table 1). There is also an intermolecular π-π interaction between the pyridine ring containing N1 and the one containg N3 at 1/2+x,1/2-y,-z, with a centroid-centroid distance of 3.962 Å and with a dihedral angle between the ring planes of 20.3°.

Experimental

To a solution of K2PtCl6 (0.3068 g, 0.631 mmol) in H2O (20 ml) was added 2,2'-bipyridine (0.0971 g, 0.622 mmol) in MeOH (10 ml), and stirred for 2 h under heating. The formed precipitate was separated by filtration and washed with water and MeOH and dried under vacuum, to give a yellow powder (0.1185 g). Crystals suitable for X-ray analysis were obtained by slow evaporation from a CH2Cl2 solution.

Refinement

H atoms were positioned geometrically and allowed to ride on their respective parent atoms [C—H = 0.93 Å and Uiso(H) = 1.2Ueq(C)]. The H atoms of the solvent H2O molecule were located from Fourier difference maps, but not refined.

Figures

Fig. 1.
The structure of the title compound, with displacement ellipsoids drawn at the 50% probability level for non-H atoms.

Crystal data

[PtCl2(C10H8N2)2]Cl2·H2OF(000) = 1280
Mr = 667.27Dx = 2.011 Mg m3
Orthorhombic, P212121Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2abCell parameters from 958 reflections
a = 11.1345 (12) Åθ = 2.4–26.4°
b = 11.5867 (12) ŵ = 6.87 mm1
c = 17.0873 (19) ÅT = 293 K
V = 2204.5 (4) Å3Stick, colorless
Z = 40.35 × 0.20 × 0.15 mm

Data collection

Bruker SMART 1000 CCD diffractometer4462 independent reflections
Radiation source: fine-focus sealed tube4284 reflections with I > 2σ(I)
graphiteRint = 0.017
[var phi] and ω scansθmax = 26.4°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Bruker, 2000)h = −12→13
Tmin = 0.251, Tmax = 0.357k = −14→14
12649 measured reflectionsl = −21→16

Refinement

Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.016H-atom parameters constrained
wR(F2) = 0.038w = 1/[σ2(Fo2)] where P = (Fo2 + 2Fc2)/3
S = 0.84(Δ/σ)max = 0.003
4462 reflectionsΔρmax = 0.95 e Å3
271 parametersΔρmin = −0.53 e Å3
0 restraintsAbsolute structure: Flack (1983), 1901 Friedel pairs
Primary atom site location: structure-invariant direct methodsFlack parameter: −0.006 (4)

Special details

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

xyzUiso*/Ueq
Pt10.520023 (9)0.241999 (9)0.124231 (6)0.02622 (4)
Cl10.35373 (7)0.12668 (7)0.10471 (5)0.0410 (2)
Cl20.40172 (7)0.40216 (7)0.14570 (5)0.0394 (2)
Cl30.36627 (9)0.07710 (8)0.54638 (6)0.0517 (2)
Cl40.15636 (8)0.59942 (8)0.20502 (5)0.0421 (2)
N10.6674 (2)0.3407 (2)0.14792 (15)0.0272 (6)
N20.5239 (2)0.2274 (2)0.24255 (14)0.0290 (5)
N30.5272 (2)0.2554 (2)0.00599 (14)0.0288 (5)
N40.6210 (2)0.1002 (2)0.09926 (15)0.0309 (6)
C10.7301 (3)0.3999 (3)0.0943 (2)0.0340 (7)
H10.71100.39250.04160.041*
C20.8225 (3)0.4716 (3)0.1167 (2)0.0389 (8)
H20.86440.51400.07940.047*
C30.8524 (3)0.4801 (3)0.1945 (2)0.0413 (8)
H30.91590.52700.20990.050*
C40.7876 (3)0.4185 (3)0.2500 (2)0.0364 (8)
H40.80780.42270.30270.044*
C50.6933 (3)0.3516 (3)0.22561 (18)0.0284 (7)
C60.6124 (3)0.2891 (3)0.27847 (18)0.0282 (7)
C70.6188 (3)0.2940 (3)0.35849 (19)0.0391 (8)
H70.67920.33640.38270.047*
C80.5347 (3)0.2355 (3)0.4032 (2)0.0415 (8)
H80.53780.23800.45750.050*
C90.4458 (3)0.1728 (3)0.3651 (2)0.0452 (9)
H90.38860.13270.39400.054*
C100.4424 (3)0.1702 (3)0.2852 (2)0.0399 (8)
H100.38270.12810.26010.048*
C110.4779 (3)0.3413 (3)−0.0360 (2)0.0386 (8)
H110.44070.4024−0.01030.046*
C120.4818 (3)0.3402 (3)−0.1165 (2)0.0453 (9)
H120.44650.3996−0.14500.054*
C130.5380 (3)0.2508 (3)−0.15455 (19)0.0413 (8)
H130.54090.2489−0.20890.050*
C140.5907 (3)0.1629 (3)−0.11082 (19)0.0371 (8)
H140.63020.1024−0.13560.045*
C150.5836 (3)0.1666 (3)−0.03080 (19)0.0294 (7)
C160.6334 (3)0.0775 (3)0.02149 (18)0.0299 (7)
C170.6884 (3)−0.0219 (3)−0.0035 (2)0.0404 (8)
H170.6942−0.0385−0.05660.048*
C180.7351 (3)−0.0971 (3)0.0517 (2)0.0444 (9)
H180.7734−0.16440.03570.053*
C190.7249 (3)−0.0725 (3)0.1296 (2)0.0435 (8)
H190.7567−0.12230.16690.052*
C200.6665 (3)0.0280 (3)0.1524 (2)0.0366 (8)
H200.65890.04510.20540.044*
O10.0454 (3)0.2475 (2)0.37482 (18)0.0807 (11)
H1A0.01410.31030.41250.080*
H1B−0.00040.18310.36360.080*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Pt10.02736 (6)0.02822 (6)0.02310 (6)−0.00141 (5)−0.00187 (4)0.00024 (5)
Cl10.0367 (4)0.0447 (5)0.0416 (5)−0.0117 (4)−0.0046 (3)−0.0014 (4)
Cl20.0400 (4)0.0375 (4)0.0408 (5)0.0082 (4)−0.0011 (3)−0.0036 (3)
Cl30.0656 (6)0.0536 (6)0.0360 (5)−0.0087 (5)0.0145 (4)−0.0081 (4)
Cl40.0430 (5)0.0454 (5)0.0379 (5)0.0001 (4)−0.0017 (4)−0.0040 (4)
N10.0243 (13)0.0257 (13)0.0314 (16)−0.0014 (10)−0.0031 (11)0.0011 (10)
N20.0319 (13)0.0301 (13)0.0251 (13)−0.0025 (14)0.0013 (10)0.0010 (10)
N30.0294 (13)0.0332 (13)0.0238 (12)0.0022 (16)−0.0056 (9)0.0013 (10)
N40.0294 (14)0.0309 (14)0.0325 (15)−0.0022 (11)−0.0021 (11)−0.0006 (11)
C10.0361 (18)0.0362 (18)0.0297 (18)0.0021 (15)0.0030 (14)0.0024 (14)
C20.0323 (17)0.0387 (18)0.046 (2)−0.0046 (13)0.0074 (17)0.0082 (17)
C30.0320 (18)0.0377 (19)0.054 (2)−0.0076 (15)−0.0029 (16)−0.0009 (16)
C40.0338 (18)0.042 (2)0.033 (2)−0.0010 (15)−0.0042 (14)−0.0032 (15)
C50.0288 (16)0.0294 (16)0.0271 (17)0.0042 (13)−0.0025 (13)0.0009 (13)
C60.0277 (16)0.0301 (15)0.0269 (16)0.0028 (12)−0.0013 (12)−0.0002 (12)
C70.0398 (19)0.0493 (19)0.0281 (19)−0.0004 (15)−0.0020 (14)−0.0022 (15)
C80.050 (2)0.050 (2)0.0240 (16)0.003 (2)0.0016 (13)0.0056 (14)
C90.058 (2)0.0409 (19)0.037 (2)−0.0088 (16)0.0134 (18)0.0074 (16)
C100.047 (2)0.0370 (18)0.035 (2)−0.0099 (16)0.0033 (16)0.0032 (14)
C110.044 (2)0.0380 (17)0.0336 (19)0.0054 (17)−0.0062 (16)0.0047 (14)
C120.051 (2)0.0494 (19)0.035 (2)0.0019 (17)−0.0079 (18)0.0104 (16)
C130.0481 (19)0.052 (2)0.0233 (15)0.000 (3)−0.0028 (13)0.0036 (15)
C140.0406 (19)0.0441 (18)0.0267 (19)−0.0010 (15)0.0029 (15)−0.0038 (14)
C150.0268 (16)0.0338 (17)0.0277 (17)−0.0020 (13)−0.0035 (13)0.0011 (13)
C160.0288 (17)0.0327 (17)0.0283 (18)−0.0023 (13)−0.0017 (13)−0.0008 (13)
C170.045 (2)0.039 (2)0.037 (2)0.0053 (17)0.0047 (15)−0.0058 (15)
C180.044 (2)0.038 (2)0.051 (3)0.0120 (17)0.0043 (17)−0.0011 (17)
C190.0421 (19)0.0395 (18)0.049 (2)0.0079 (15)−0.0068 (18)0.0024 (19)
C200.0423 (19)0.0386 (18)0.0287 (18)−0.0012 (15)−0.0087 (15)0.0029 (14)
O10.0528 (17)0.084 (2)0.106 (3)−0.0042 (15)−0.0045 (15)−0.043 (2)

Geometric parameters (Å, °)

Pt1—N32.028 (2)C7—H70.9300
Pt1—N22.029 (2)C8—C91.389 (5)
Pt1—N42.037 (3)C8—H80.9300
Pt1—N12.040 (2)C9—C101.366 (5)
Pt1—Cl22.3051 (8)C9—H90.9300
Pt1—Cl12.3076 (8)C10—H100.9300
N1—C11.341 (4)C11—C121.377 (5)
N1—C51.364 (4)C11—H110.9300
N2—C101.339 (4)C12—C131.375 (5)
N2—C61.364 (4)C12—H120.9300
N3—C111.344 (4)C13—C141.393 (5)
N3—C151.360 (4)C13—H130.9300
N4—C201.335 (4)C14—C151.370 (4)
N4—C161.361 (4)C14—H140.9300
C1—C21.377 (4)C15—C161.474 (4)
C1—H10.9300C16—C171.373 (4)
C2—C31.373 (5)C17—C181.385 (5)
C2—H20.9300C17—H170.9300
C3—C41.389 (5)C18—C191.367 (5)
C3—H30.9300C18—H180.9300
C4—C51.370 (4)C19—C201.389 (4)
C4—H40.9300C19—H190.9300
C5—C61.467 (4)C20—H200.9300
C6—C71.370 (4)O1—H1A1.033
C7—C81.385 (5)O1—H1B0.924
N3—Pt1—N2176.52 (10)C7—C6—C5124.2 (3)
N3—Pt1—N480.30 (10)C6—C7—C8119.6 (3)
N2—Pt1—N497.47 (10)C6—C7—H7120.2
N3—Pt1—N197.07 (10)C8—C7—H7120.2
N2—Pt1—N180.33 (10)C7—C8—C9118.7 (3)
N4—Pt1—N192.84 (9)C7—C8—H8120.7
N3—Pt1—Cl296.85 (7)C9—C8—H8120.7
N2—Pt1—Cl285.44 (7)C10—C9—C8119.9 (3)
N4—Pt1—Cl2176.91 (7)C10—C9—H9120.1
N1—Pt1—Cl288.68 (7)C8—C9—H9120.1
N3—Pt1—Cl186.10 (7)N2—C10—C9121.0 (3)
N2—Pt1—Cl196.47 (7)N2—C10—H10119.5
N4—Pt1—Cl186.88 (7)C9—C10—H10119.5
N1—Pt1—Cl1176.73 (7)N3—C11—C12120.9 (3)
Cl2—Pt1—Cl191.76 (3)N3—C11—H11119.5
C1—N1—C5120.5 (3)C12—C11—H11119.5
C1—N1—Pt1124.8 (2)C13—C12—C11119.6 (3)
C5—N1—Pt1114.53 (19)C13—C12—H12120.2
C10—N2—C6120.3 (3)C11—C12—H12120.2
C10—N2—Pt1124.7 (2)C12—C13—C14119.3 (3)
C6—N2—Pt1114.83 (19)C12—C13—H13120.3
C11—N3—C15120.2 (3)C14—C13—H13120.3
C11—N3—Pt1124.9 (2)C15—C14—C13119.2 (3)
C15—N3—Pt1114.88 (19)C15—C14—H14120.4
C20—N4—C16120.3 (3)C13—C14—H14120.4
C20—N4—Pt1124.9 (2)N3—C15—C14120.8 (3)
C16—N4—Pt1114.6 (2)N3—C15—C16115.1 (3)
N1—C1—C2120.6 (3)C14—C15—C16124.1 (3)
N1—C1—H1119.7N4—C16—C17120.7 (3)
C2—C1—H1119.7N4—C16—C15114.8 (3)
C3—C2—C1119.5 (3)C17—C16—C15124.5 (3)
C3—C2—H2120.2C16—C17—C18118.9 (3)
C1—C2—H2120.2C16—C17—H17120.6
C2—C3—C4119.9 (3)C18—C17—H17120.6
C2—C3—H3120.0C19—C18—C17120.1 (3)
C4—C3—H3120.0C19—C18—H18119.9
C5—C4—C3118.7 (3)C17—C18—H18119.9
C5—C4—H4120.6C18—C19—C20119.1 (3)
C3—C4—H4120.6C18—C19—H19120.4
N1—C5—C4120.7 (3)C20—C19—H19120.4
N1—C5—C6115.0 (3)N4—C20—C19120.8 (3)
C4—C5—C6124.2 (3)N4—C20—H20119.6
N2—C6—C7120.6 (3)C19—C20—H20119.6
N2—C6—C5115.2 (3)H1A—O1—H1B120.8
N3—Pt1—N1—C16.2 (3)C3—C4—C5—C6−175.4 (3)
N2—Pt1—N1—C1−176.1 (3)C10—N2—C6—C7−0.4 (4)
N4—Pt1—N1—C186.8 (3)Pt1—N2—C6—C7174.8 (2)
Cl2—Pt1—N1—C1−90.5 (2)C10—N2—C6—C5−177.7 (3)
N3—Pt1—N1—C5−179.5 (2)Pt1—N2—C6—C5−2.6 (3)
N2—Pt1—N1—C5−1.9 (2)N1—C5—C6—N21.0 (4)
N4—Pt1—N1—C5−99.0 (2)C4—C5—C6—N2179.9 (3)
Cl2—Pt1—N1—C583.7 (2)N1—C5—C6—C7−176.2 (3)
N4—Pt1—N2—C10−91.0 (3)C4—C5—C6—C72.7 (5)
N1—Pt1—N2—C10177.4 (3)N2—C6—C7—C80.2 (5)
Cl2—Pt1—N2—C1087.9 (2)C5—C6—C7—C8177.3 (3)
Cl1—Pt1—N2—C10−3.3 (3)C6—C7—C8—C90.1 (5)
N4—Pt1—N2—C694.0 (2)C7—C8—C9—C10−0.2 (5)
N1—Pt1—N2—C62.4 (2)C6—N2—C10—C90.3 (5)
Cl2—Pt1—N2—C6−87.0 (2)Pt1—N2—C10—C9−174.4 (3)
Cl1—Pt1—N2—C6−178.28 (19)C8—C9—C10—N20.0 (5)
N4—Pt1—N3—C11−178.1 (3)C15—N3—C11—C121.1 (5)
N1—Pt1—N3—C11−86.4 (3)Pt1—N3—C11—C12−176.5 (2)
Cl2—Pt1—N3—C113.1 (2)N3—C11—C12—C13−0.8 (5)
Cl1—Pt1—N3—C1194.4 (2)C11—C12—C13—C14−0.3 (5)
N4—Pt1—N3—C154.2 (2)C12—C13—C14—C151.0 (5)
N1—Pt1—N3—C1595.9 (2)C11—N3—C15—C14−0.3 (4)
Cl2—Pt1—N3—C15−174.61 (19)Pt1—N3—C15—C14177.5 (2)
Cl1—Pt1—N3—C15−83.3 (2)C11—N3—C15—C16−179.7 (3)
N3—Pt1—N4—C20178.5 (3)Pt1—N3—C15—C16−1.8 (3)
N2—Pt1—N4—C201.2 (3)C13—C14—C15—N3−0.7 (5)
N1—Pt1—N4—C2081.8 (3)C13—C14—C15—C16178.6 (3)
Cl1—Pt1—N4—C20−94.9 (3)C20—N4—C16—C172.6 (5)
N3—Pt1—N4—C16−6.0 (2)Pt1—N4—C16—C17−173.2 (2)
N2—Pt1—N4—C16176.7 (2)C20—N4—C16—C15−177.5 (3)
N1—Pt1—N4—C16−102.7 (2)Pt1—N4—C16—C156.8 (3)
Cl1—Pt1—N4—C1680.5 (2)N3—C15—C16—N4−3.3 (4)
C5—N1—C1—C20.8 (5)C14—C15—C16—N4177.4 (3)
Pt1—N1—C1—C2174.7 (2)N3—C15—C16—C17176.6 (3)
N1—C1—C2—C31.6 (5)C14—C15—C16—C17−2.7 (5)
C1—C2—C3—C4−1.5 (5)N4—C16—C17—C18−2.3 (5)
C2—C3—C4—C5−1.0 (5)C15—C16—C17—C18177.8 (3)
C1—N1—C5—C4−3.4 (4)C16—C17—C18—C190.7 (5)
Pt1—N1—C5—C4−177.9 (2)C17—C18—C19—C200.6 (5)
C1—N1—C5—C6175.6 (3)C16—N4—C20—C19−1.3 (5)
Pt1—N1—C5—C61.1 (3)Pt1—N4—C20—C19174.0 (2)
C3—C4—C5—N13.4 (5)C18—C19—C20—N4−0.3 (5)

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
O1—H1A···Cl3i1.0332.213.150 (3)149.79 (16)
O1—H1B···Cl4ii0.9242.313.139 (3)149.3 (2)

Symmetry codes: (i) x−1/2, −y+1/2, −z+1; (ii) −x, y−1/2, −z+1/2.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT2846).

References

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