Bis(2,2′-bipyridine-κ2N,N′)dichlorido­platinum(IV) dichloride monohydrate

Kim, N.-H.; Hwang, I.-C.; Ha, K.

doi:10.1107/S1600536809000725

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 2| February 2009| Page m180

doi:10.1107/S1600536809000725

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Bis(2,2′-bipyridine-κ²N,N′)dichloridoplatinum(IV) dichloride monohydrate

Nam-Ho Kim,^a In-Chul Hwang ^b and Kwang Ha ^a ^*

^aSchool of Applied Chemical Engineering, The Research Institute of Catalysis, Chonnam National University, Gwangju 500-757, Republic of Korea, and ^bDepartment of Chemistry, Pohang University of Science and Technology, Pohang 790-784, Republic of Korea
^*Correspondence e-mail: hakwang@chonnam.ac.kr

(Received 6 January 2009; accepted 7 January 2009; online 14 January 2009)

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 ); Hojjat Kashani et al. (2008 ).

Experimental

Crystal data

[PtCl₂(C₁₀H₈N₂)₂]Cl₂·H₂O
M_r = 667.27
Orthorhombic, P 2₁ 2₁ 2₁
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 ) 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[F² > 2σ(F²)] = 0.016
wR(F²) = 0.038
S = 0.84
4462 reflections
271 parameters
H-atom parameters constrained
Δρ_max = 0.95 e Å⁻³
Δρ_min = −0.53 e Å⁻³
Absolute structure: Flack (1983 ), 1901 Friedel pairs
Flack parameter: −0.006 (4)

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1A⋯Cl3ⁱ	1.033	2.21	3.150 (3)	149.79 (16)
O1—H1B⋯Cl4ⁱⁱ	0.924	2.31	3.139 (3)	149.3 (2)
Symmetry codes: (i) $[x-{\script{1\over 2}}, -y+{\script{1\over 2}}, -z+1]$ ; (ii) $[-x, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

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

Supporting information

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

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

checkCIF report

Comment top

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°.

Related literature top

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

Experimental top

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.

Computing details top

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

Figures top

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

Bis(2,2'-bipyridine-κ²N,N')dichloridoplatinum(IV) dichloride monohydrate top

Crystal data top

[PtCl₂(C₁₀H₈N₂)₂]Cl₂·H₂O	F(000) = 1280
M_r = 667.27	D_x = 2.011 Mg m⁻³
Orthorhombic, P2₁2₁2₁	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 958 reflections
a = 11.1345 (12) Å	θ = 2.4–26.4°
b = 11.5867 (12) Å	µ = 6.87 mm⁻¹
c = 17.0873 (19) Å	T = 293 K
V = 2204.5 (4) Å³	Stick, colorless
Z = 4	0.35 × 0.20 × 0.15 mm

Data collection top

Bruker SMART 1000 CCD diffractometer	4462 independent reflections
Radiation source: fine-focus sealed tube	4284 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.017
ϕ and ω scans	θ_max = 26.4°, θ_min = 2.2°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −12→13
T_min = 0.251, T_max = 0.357	k = −14→14
12649 measured reflections	l = −21→16

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.016	H-atom parameters constrained
wR(F²) = 0.038	w = 1/[σ²(F_o²)] where P = (F_o² + 2F_c²)/3
S = 0.84	(Δ/σ)_max = 0.003
4462 reflections	Δρ_max = 0.95 e Å⁻³
271 parameters	Δρ_min = −0.53 e Å⁻³
0 restraints	Absolute structure: Flack (1983), 1901 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: −0.006 (4)

Crystal data top

[PtCl₂(C₁₀H₈N₂)₂]Cl₂·H₂O	V = 2204.5 (4) Å³
M_r = 667.27	Z = 4
Orthorhombic, P2₁2₁2₁	Mo Kα radiation
a = 11.1345 (12) Å	µ = 6.87 mm⁻¹
b = 11.5867 (12) Å	T = 293 K
c = 17.0873 (19) Å	0.35 × 0.20 × 0.15 mm

Data collection top

Bruker SMART 1000 CCD diffractometer	4462 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2000)	4284 reflections with I > 2σ(I)
T_min = 0.251, T_max = 0.357	R_int = 0.017
12649 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.016	H-atom parameters constrained
wR(F²) = 0.038	Δρ_max = 0.95 e Å⁻³
S = 0.84	Δρ_min = −0.53 e Å⁻³
4462 reflections	Absolute structure: Flack (1983), 1901 Friedel pairs
271 parameters	Absolute structure parameter: −0.006 (4)
0 restraints

Special details top

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) top

	x	y	z	U_iso*/U_eq
Pt1	0.520023 (9)	0.241999 (9)	0.124231 (6)	0.02622 (4)
Cl1	0.35373 (7)	0.12668 (7)	0.10471 (5)	0.0410 (2)
Cl2	0.40172 (7)	0.40216 (7)	0.14570 (5)	0.0394 (2)
Cl3	0.36627 (9)	0.07710 (8)	0.54638 (6)	0.0517 (2)
Cl4	0.15636 (8)	0.59942 (8)	0.20502 (5)	0.0421 (2)
N1	0.6674 (2)	0.3407 (2)	0.14792 (15)	0.0272 (6)
N2	0.5239 (2)	0.2274 (2)	0.24255 (14)	0.0290 (5)
N3	0.5272 (2)	0.2554 (2)	0.00599 (14)	0.0288 (5)
N4	0.6210 (2)	0.1002 (2)	0.09926 (15)	0.0309 (6)
C1	0.7301 (3)	0.3999 (3)	0.0943 (2)	0.0340 (7)
H1	0.7110	0.3925	0.0416	0.041*
C2	0.8225 (3)	0.4716 (3)	0.1167 (2)	0.0389 (8)
H2	0.8644	0.5140	0.0794	0.047*
C3	0.8524 (3)	0.4801 (3)	0.1945 (2)	0.0413 (8)
H3	0.9159	0.5270	0.2099	0.050*
C4	0.7876 (3)	0.4185 (3)	0.2500 (2)	0.0364 (8)
H4	0.8078	0.4227	0.3027	0.044*
C5	0.6933 (3)	0.3516 (3)	0.22561 (18)	0.0284 (7)
C6	0.6124 (3)	0.2891 (3)	0.27847 (18)	0.0282 (7)
C7	0.6188 (3)	0.2940 (3)	0.35849 (19)	0.0391 (8)
H7	0.6792	0.3364	0.3827	0.047*
C8	0.5347 (3)	0.2355 (3)	0.4032 (2)	0.0415 (8)
H8	0.5378	0.2380	0.4575	0.050*
C9	0.4458 (3)	0.1728 (3)	0.3651 (2)	0.0452 (9)
H9	0.3886	0.1327	0.3940	0.054*
C10	0.4424 (3)	0.1702 (3)	0.2852 (2)	0.0399 (8)
H10	0.3827	0.1281	0.2601	0.048*
C11	0.4779 (3)	0.3413 (3)	−0.0360 (2)	0.0386 (8)
H11	0.4407	0.4024	−0.0103	0.046*
C12	0.4818 (3)	0.3402 (3)	−0.1165 (2)	0.0453 (9)
H12	0.4465	0.3996	−0.1450	0.054*
C13	0.5380 (3)	0.2508 (3)	−0.15455 (19)	0.0413 (8)
H13	0.5409	0.2489	−0.2089	0.050*
C14	0.5907 (3)	0.1629 (3)	−0.11082 (19)	0.0371 (8)
H14	0.6302	0.1024	−0.1356	0.045*
C15	0.5836 (3)	0.1666 (3)	−0.03080 (19)	0.0294 (7)
C16	0.6334 (3)	0.0775 (3)	0.02149 (18)	0.0299 (7)
C17	0.6884 (3)	−0.0219 (3)	−0.0035 (2)	0.0404 (8)
H17	0.6942	−0.0385	−0.0566	0.048*
C18	0.7351 (3)	−0.0971 (3)	0.0517 (2)	0.0444 (9)
H18	0.7734	−0.1644	0.0357	0.053*
C19	0.7249 (3)	−0.0725 (3)	0.1296 (2)	0.0435 (8)
H19	0.7567	−0.1223	0.1669	0.052*
C20	0.6665 (3)	0.0280 (3)	0.1524 (2)	0.0366 (8)
H20	0.6589	0.0451	0.2054	0.044*
O1	0.0454 (3)	0.2475 (2)	0.37482 (18)	0.0807 (11)
H1A	0.0141	0.3103	0.4125	0.080*
H1B	−0.0004	0.1831	0.3636	0.080*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Pt1	0.02736 (6)	0.02822 (6)	0.02310 (6)	−0.00141 (5)	−0.00187 (4)	0.00024 (5)
Cl1	0.0367 (4)	0.0447 (5)	0.0416 (5)	−0.0117 (4)	−0.0046 (3)	−0.0014 (4)
Cl2	0.0400 (4)	0.0375 (4)	0.0408 (5)	0.0082 (4)	−0.0011 (3)	−0.0036 (3)
Cl3	0.0656 (6)	0.0536 (6)	0.0360 (5)	−0.0087 (5)	0.0145 (4)	−0.0081 (4)
Cl4	0.0430 (5)	0.0454 (5)	0.0379 (5)	0.0001 (4)	−0.0017 (4)	−0.0040 (4)
N1	0.0243 (13)	0.0257 (13)	0.0314 (16)	−0.0014 (10)	−0.0031 (11)	0.0011 (10)
N2	0.0319 (13)	0.0301 (13)	0.0251 (13)	−0.0025 (14)	0.0013 (10)	0.0010 (10)
N3	0.0294 (13)	0.0332 (13)	0.0238 (12)	0.0022 (16)	−0.0056 (9)	0.0013 (10)
N4	0.0294 (14)	0.0309 (14)	0.0325 (15)	−0.0022 (11)	−0.0021 (11)	−0.0006 (11)
C1	0.0361 (18)	0.0362 (18)	0.0297 (18)	0.0021 (15)	0.0030 (14)	0.0024 (14)
C2	0.0323 (17)	0.0387 (18)	0.046 (2)	−0.0046 (13)	0.0074 (17)	0.0082 (17)
C3	0.0320 (18)	0.0377 (19)	0.054 (2)	−0.0076 (15)	−0.0029 (16)	−0.0009 (16)
C4	0.0338 (18)	0.042 (2)	0.033 (2)	−0.0010 (15)	−0.0042 (14)	−0.0032 (15)
C5	0.0288 (16)	0.0294 (16)	0.0271 (17)	0.0042 (13)	−0.0025 (13)	0.0009 (13)
C6	0.0277 (16)	0.0301 (15)	0.0269 (16)	0.0028 (12)	−0.0013 (12)	−0.0002 (12)
C7	0.0398 (19)	0.0493 (19)	0.0281 (19)	−0.0004 (15)	−0.0020 (14)	−0.0022 (15)
C8	0.050 (2)	0.050 (2)	0.0240 (16)	0.003 (2)	0.0016 (13)	0.0056 (14)
C9	0.058 (2)	0.0409 (19)	0.037 (2)	−0.0088 (16)	0.0134 (18)	0.0074 (16)
C10	0.047 (2)	0.0370 (18)	0.035 (2)	−0.0099 (16)	0.0033 (16)	0.0032 (14)
C11	0.044 (2)	0.0380 (17)	0.0336 (19)	0.0054 (17)	−0.0062 (16)	0.0047 (14)
C12	0.051 (2)	0.0494 (19)	0.035 (2)	0.0019 (17)	−0.0079 (18)	0.0104 (16)
C13	0.0481 (19)	0.052 (2)	0.0233 (15)	0.000 (3)	−0.0028 (13)	0.0036 (15)
C14	0.0406 (19)	0.0441 (18)	0.0267 (19)	−0.0010 (15)	0.0029 (15)	−0.0038 (14)
C15	0.0268 (16)	0.0338 (17)	0.0277 (17)	−0.0020 (13)	−0.0035 (13)	0.0011 (13)
C16	0.0288 (17)	0.0327 (17)	0.0283 (18)	−0.0023 (13)	−0.0017 (13)	−0.0008 (13)
C17	0.045 (2)	0.039 (2)	0.037 (2)	0.0053 (17)	0.0047 (15)	−0.0058 (15)
C18	0.044 (2)	0.038 (2)	0.051 (3)	0.0120 (17)	0.0043 (17)	−0.0011 (17)
C19	0.0421 (19)	0.0395 (18)	0.049 (2)	0.0079 (15)	−0.0068 (18)	0.0024 (19)
C20	0.0423 (19)	0.0386 (18)	0.0287 (18)	−0.0012 (15)	−0.0087 (15)	0.0029 (14)
O1	0.0528 (17)	0.084 (2)	0.106 (3)	−0.0042 (15)	−0.0045 (15)	−0.043 (2)

Geometric parameters (Å, º) top

Pt1—N3	2.028 (2)	C7—H7	0.9300
Pt1—N2	2.029 (2)	C8—C9	1.389 (5)
Pt1—N4	2.037 (3)	C8—H8	0.9300
Pt1—N1	2.040 (2)	C9—C10	1.366 (5)
Pt1—Cl2	2.3051 (8)	C9—H9	0.9300
Pt1—Cl1	2.3076 (8)	C10—H10	0.9300
N1—C1	1.341 (4)	C11—C12	1.377 (5)
N1—C5	1.364 (4)	C11—H11	0.9300
N2—C10	1.339 (4)	C12—C13	1.375 (5)
N2—C6	1.364 (4)	C12—H12	0.9300
N3—C11	1.344 (4)	C13—C14	1.393 (5)
N3—C15	1.360 (4)	C13—H13	0.9300
N4—C20	1.335 (4)	C14—C15	1.370 (4)
N4—C16	1.361 (4)	C14—H14	0.9300
C1—C2	1.377 (4)	C15—C16	1.474 (4)
C1—H1	0.9300	C16—C17	1.373 (4)
C2—C3	1.373 (5)	C17—C18	1.385 (5)
C2—H2	0.9300	C17—H17	0.9300
C3—C4	1.389 (5)	C18—C19	1.367 (5)
C3—H3	0.9300	C18—H18	0.9300
C4—C5	1.370 (4)	C19—C20	1.389 (4)
C4—H4	0.9300	C19—H19	0.9300
C5—C6	1.467 (4)	C20—H20	0.9300
C6—C7	1.370 (4)	O1—H1A	1.033
C7—C8	1.385 (5)	O1—H1B	0.924

N3—Pt1—N2	176.52 (10)	C7—C6—C5	124.2 (3)
N3—Pt1—N4	80.30 (10)	C6—C7—C8	119.6 (3)
N2—Pt1—N4	97.47 (10)	C6—C7—H7	120.2
N3—Pt1—N1	97.07 (10)	C8—C7—H7	120.2
N2—Pt1—N1	80.33 (10)	C7—C8—C9	118.7 (3)
N4—Pt1—N1	92.84 (9)	C7—C8—H8	120.7
N3—Pt1—Cl2	96.85 (7)	C9—C8—H8	120.7
N2—Pt1—Cl2	85.44 (7)	C10—C9—C8	119.9 (3)
N4—Pt1—Cl2	176.91 (7)	C10—C9—H9	120.1
N1—Pt1—Cl2	88.68 (7)	C8—C9—H9	120.1
N3—Pt1—Cl1	86.10 (7)	N2—C10—C9	121.0 (3)
N2—Pt1—Cl1	96.47 (7)	N2—C10—H10	119.5
N4—Pt1—Cl1	86.88 (7)	C9—C10—H10	119.5
N1—Pt1—Cl1	176.73 (7)	N3—C11—C12	120.9 (3)
Cl2—Pt1—Cl1	91.76 (3)	N3—C11—H11	119.5
C1—N1—C5	120.5 (3)	C12—C11—H11	119.5
C1—N1—Pt1	124.8 (2)	C13—C12—C11	119.6 (3)
C5—N1—Pt1	114.53 (19)	C13—C12—H12	120.2
C10—N2—C6	120.3 (3)	C11—C12—H12	120.2
C10—N2—Pt1	124.7 (2)	C12—C13—C14	119.3 (3)
C6—N2—Pt1	114.83 (19)	C12—C13—H13	120.3
C11—N3—C15	120.2 (3)	C14—C13—H13	120.3
C11—N3—Pt1	124.9 (2)	C15—C14—C13	119.2 (3)
C15—N3—Pt1	114.88 (19)	C15—C14—H14	120.4
C20—N4—C16	120.3 (3)	C13—C14—H14	120.4
C20—N4—Pt1	124.9 (2)	N3—C15—C14	120.8 (3)
C16—N4—Pt1	114.6 (2)	N3—C15—C16	115.1 (3)
N1—C1—C2	120.6 (3)	C14—C15—C16	124.1 (3)
N1—C1—H1	119.7	N4—C16—C17	120.7 (3)
C2—C1—H1	119.7	N4—C16—C15	114.8 (3)
C3—C2—C1	119.5 (3)	C17—C16—C15	124.5 (3)
C3—C2—H2	120.2	C16—C17—C18	118.9 (3)
C1—C2—H2	120.2	C16—C17—H17	120.6
C2—C3—C4	119.9 (3)	C18—C17—H17	120.6
C2—C3—H3	120.0	C19—C18—C17	120.1 (3)
C4—C3—H3	120.0	C19—C18—H18	119.9
C5—C4—C3	118.7 (3)	C17—C18—H18	119.9
C5—C4—H4	120.6	C18—C19—C20	119.1 (3)
C3—C4—H4	120.6	C18—C19—H19	120.4
N1—C5—C4	120.7 (3)	C20—C19—H19	120.4
N1—C5—C6	115.0 (3)	N4—C20—C19	120.8 (3)
C4—C5—C6	124.2 (3)	N4—C20—H20	119.6
N2—C6—C7	120.6 (3)	C19—C20—H20	119.6
N2—C6—C5	115.2 (3)	H1A—O1—H1B	120.8

N3—Pt1—N1—C1	6.2 (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—C1	86.8 (3)	Pt1—N2—C6—C7	174.8 (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—N2	1.0 (4)
N4—Pt1—N1—C5	−99.0 (2)	C4—C5—C6—N2	179.9 (3)
Cl2—Pt1—N1—C5	83.7 (2)	N1—C5—C6—C7	−176.2 (3)
N4—Pt1—N2—C10	−91.0 (3)	C4—C5—C6—C7	2.7 (5)
N1—Pt1—N2—C10	177.4 (3)	N2—C6—C7—C8	0.2 (5)
Cl2—Pt1—N2—C10	87.9 (2)	C5—C6—C7—C8	177.3 (3)
Cl1—Pt1—N2—C10	−3.3 (3)	C6—C7—C8—C9	0.1 (5)
N4—Pt1—N2—C6	94.0 (2)	C7—C8—C9—C10	−0.2 (5)
N1—Pt1—N2—C6	2.4 (2)	C6—N2—C10—C9	0.3 (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—N2	0.0 (5)
N4—Pt1—N3—C11	−178.1 (3)	C15—N3—C11—C12	1.1 (5)
N1—Pt1—N3—C11	−86.4 (3)	Pt1—N3—C11—C12	−176.5 (2)
Cl2—Pt1—N3—C11	3.1 (2)	N3—C11—C12—C13	−0.8 (5)
Cl1—Pt1—N3—C11	94.4 (2)	C11—C12—C13—C14	−0.3 (5)
N4—Pt1—N3—C15	4.2 (2)	C12—C13—C14—C15	1.0 (5)
N1—Pt1—N3—C15	95.9 (2)	C11—N3—C15—C14	−0.3 (4)
Cl2—Pt1—N3—C15	−174.61 (19)	Pt1—N3—C15—C14	177.5 (2)
Cl1—Pt1—N3—C15	−83.3 (2)	C11—N3—C15—C16	−179.7 (3)
N3—Pt1—N4—C20	178.5 (3)	Pt1—N3—C15—C16	−1.8 (3)
N2—Pt1—N4—C20	1.2 (3)	C13—C14—C15—N3	−0.7 (5)
N1—Pt1—N4—C20	81.8 (3)	C13—C14—C15—C16	178.6 (3)
Cl1—Pt1—N4—C20	−94.9 (3)	C20—N4—C16—C17	2.6 (5)
N3—Pt1—N4—C16	−6.0 (2)	Pt1—N4—C16—C17	−173.2 (2)
N2—Pt1—N4—C16	176.7 (2)	C20—N4—C16—C15	−177.5 (3)
N1—Pt1—N4—C16	−102.7 (2)	Pt1—N4—C16—C15	6.8 (3)
Cl1—Pt1—N4—C16	80.5 (2)	N3—C15—C16—N4	−3.3 (4)
C5—N1—C1—C2	0.8 (5)	C14—C15—C16—N4	177.4 (3)
Pt1—N1—C1—C2	174.7 (2)	N3—C15—C16—C17	176.6 (3)
N1—C1—C2—C3	1.6 (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—C18	177.8 (3)
C1—N1—C5—C4	−3.4 (4)	C16—C17—C18—C19	0.7 (5)
Pt1—N1—C5—C4	−177.9 (2)	C17—C18—C19—C20	0.6 (5)
C1—N1—C5—C6	175.6 (3)	C16—N4—C20—C19	−1.3 (5)
Pt1—N1—C5—C6	1.1 (3)	Pt1—N4—C20—C19	174.0 (2)
C3—C4—C5—N1	3.4 (5)	C18—C19—C20—N4	−0.3 (5)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1A···Cl3ⁱ	1.033	2.21	3.150 (3)	149.79 (16)
O1—H1B···Cl4ⁱⁱ	0.924	2.31	3.139 (3)	149.3 (2)

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

Experimental details

Crystal data
Chemical formula	[PtCl₂(C₁₀H₈N₂)₂]Cl₂·H₂O
M_r	667.27
Crystal system, space group	Orthorhombic, P2₁2₁2₁
Temperature (K)	293
a, b, c (Å)	11.1345 (12), 11.5867 (12), 17.0873 (19)
V (Å³)	2204.5 (4)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	6.87
Crystal size (mm)	0.35 × 0.20 × 0.15

Data collection
Diffractometer	Bruker SMART 1000 CCD diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2000)
T_min, T_max	0.251, 0.357
No. of measured, independent and observed [I > 2σ(I)] reflections	12649, 4462, 4284
R_int	0.017
(sin θ/λ)_max (Å⁻¹)	0.625

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.016, 0.038, 0.84
No. of reflections	4462
No. of parameters	271
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.95, −0.53
Absolute structure	Flack (1983), 1901 Friedel pairs
Absolute structure parameter	−0.006 (4)

Computer programs: SMART (Bruker, 2000), SAINT (Bruker, 2000), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 (Farrugia, 1997).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1A···Cl3ⁱ	1.033	2.21	3.150 (3)	149.79 (16)
O1—H1B···Cl4ⁱⁱ	0.924	2.31	3.139 (3)	149.3 (2)

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

Acknowledgements

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

References

Bruker (2000). SADABS, SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. CrossRef IUCr Journals Google Scholar
Flack, H. D. (1983). Acta Cryst. A39, 876–881. CrossRef CAS Web of Science IUCr Journals Google Scholar
Hambley, T. W. (1986). Acta Cryst. C42, 49–51. CSD CrossRef CAS Web of Science IUCr Journals Google Scholar
Hojjat Kashani, L., Amani, V., Yousefi, M. & Khavasi, H. R. (2008). Acta Cryst. E64, m905–m906. Web of Science CSD CrossRef IUCr Journals Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar