Bis(2,4,6-trimethyl-pyridinium) hexa-chloridoplatinate(IV).

The asymmetric unit of the title compound, (C(8)H(12)N)(2)[PtCl(6)], contains one independent protonated 2,4,6-trimethyl-pyridinium cation and one half of a centrosymmetric [PtCl(6)](2-) anion. The Pt ion has an almost ideal octa-hedral coordination. In the crystal structure, intra-molecular N-H⋯Cl and inter-molecular C-H⋯Cl hydrogen bonds result in the formation of a supra-molecular structure.

Related literature

For general background, see: Rafizadeh et al. (2006 ▶); Yousefi, Amani & Khavasi (2007 ▶); Abedi et al. (2008 ▶); Hojjat Kashani et al. (2008 ▶). For related literature, see: Biradha & Zaworotko (1998 ▶); Hallfeldt & Urland (2002 ▶); Foces-Foces et al. (1999 ▶); Zordan & Brammer (2004 ▶); Hasan et al. (2001 ▶); Juan et al. (1998 ▶); Li & Liu (2003 ▶); Hu et al. (2003 ▶); Terzis & Mentzafos (1983 ▶); Zordan et al. (2005 ▶); Yousefi, Ahmadi et al. (2007 ▶); Yousefi et al. (2007a ▶,b ▶); Amani et al. (2008 ▶).

Experimental

Crystal data

(C8H12N)2[PtCl6]

M = 652.15

Triclinic,

a = 7.6302 (8) Å

b = 9.1328 (9) Å

c = 9.4599 (10) Å

α = 99.201 (8)°

β = 109.683 (8)°

γ = 108.471 (8)°

V = 561.87 (12) Å3

Z = 1

Mo Kα radiation

μ = 6.96 mm−1

T = 298 (2) K

0.32 × 0.30 × 0.25 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1998 ▶) T min = 0.121, T max = 0.176

6510 measured reflections

2962 independent reflections

2952 reflections with I > 2σ(I)

R int = 0.099

Refinement

R[F 2 > 2σ(F 2)] = 0.037

wR(F 2) = 0.088

S = 1.18

2962 reflections

116 parameters

H-atom parameters constrained

Δρmax = 1.20 e Å−3

Δρmin = −1.44 e Å−3

Data collection: SMART (Bruker, 1998 ▶); cell refinement: SAINT (Bruker, 1998 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053680802881X/hk2526sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053680802881X/hk2526Isup2.hkl

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

(C8H12N)2[PtCl6]	Z = 1
Mr = 652.15	F(000) = 314
Triclinic, P1	Dx = 1.927 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.6302 (8) Å	Cell parameters from 1715 reflections
b = 9.1328 (9) Å	θ = 3.0–29.1°
c = 9.4599 (10) Å	µ = 6.96 mm−1
α = 99.201 (8)°	T = 298 K
β = 109.683 (8)°	Prism, orange
γ = 108.471 (8)°	0.32 × 0.30 × 0.25 mm
V = 561.87 (12) Å3

Bruker SMART CCD area-detector diffractometer	2962 independent reflections
Radiation source: fine-focus sealed tube	2952 reflections with I > 2σ(I)
graphite	Rint = 0.099
φ and ω scans	θmax = 29.1°, θmin = 3.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 1998)	h = −10→10
Tmin = 0.121, Tmax = 0.176	k = −12→12
6510 measured reflections	l = −12→12

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)] = 0.037	H-atom parameters constrained
wR(F2) = 0.088	w = 1/[σ2(Fo2) + (0.0557P)2] where P = (Fo2 + 2Fc2)/3
S = 1.18	(Δ/σ)max = 0.010
2962 reflections	Δρmax = 1.20 e Å−3
116 parameters	Δρmin = −1.44 e Å−3
0 restraints	Extinction correction: SHELXTL (Sheldrick, 1998), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.115 (6)

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.

	x	y	z	Uiso*/Ueq
Pt1	0.0000	0.5000	0.0000	0.03163 (12)
Cl1	0.1751 (2)	0.65180 (16)	0.26337 (11)	0.0496 (3)
Cl2	−0.2671 (2)	0.5772 (2)	−0.01978 (15)	0.0522 (3)
Cl3	−0.1501 (2)	0.27660 (16)	0.07023 (13)	0.0486 (3)
N1	−0.2844 (7)	0.7163 (6)	0.3174 (5)	0.0473 (9)
H1D	−0.2918	0.6752	0.2261	0.057*
C1	−0.2767 (12)	0.4641 (8)	0.3642 (6)	0.0567 (14)
H1A	−0.1645	0.4737	0.3364	0.068*
H1B	−0.4017	0.3993	0.2738	0.068*
H1C	−0.2670	0.4137	0.4465	0.068*
C2	−0.2721 (8)	0.6278 (7)	0.4197 (5)	0.0448 (10)
C3	−0.2540 (10)	0.6948 (7)	0.5686 (6)	0.0496 (11)
H3	−0.2448	0.6366	0.6410	0.059*
C4	−0.2496 (10)	0.8492 (8)	0.6091 (6)	0.0533 (12)
C5	−0.2300 (17)	0.9231 (11)	0.7709 (8)	0.077 (2)
H5A	−0.3464	0.9469	0.7620	0.092*
H5B	−0.1094	1.0211	0.8227	0.092*
H5C	−0.2215	0.8483	0.8310	0.092*
C6	−0.2651 (10)	0.9340 (7)	0.4965 (7)	0.0540 (12)
H6	−0.2611	1.0380	0.5221	0.065*
C7	−0.2858 (9)	0.8639 (7)	0.3499 (6)	0.0493 (11)
C8	−0.3106 (14)	0.9436 (10)	0.2211 (9)	0.0687 (18)
H8A	−0.4370	0.8775	0.1325	0.082*
H8B	−0.2007	0.9562	0.1898	0.082*
H8C	−0.3100	1.0478	0.2589	0.082*

	U11	U22	U33	U12	U13	U23
Pt1	0.03766 (15)	0.03245 (15)	0.02614 (14)	0.01452 (9)	0.01484 (8)	0.00745 (7)
Cl1	0.0642 (7)	0.0451 (6)	0.0288 (4)	0.0166 (5)	0.0150 (4)	0.0042 (3)
Cl2	0.0546 (6)	0.0726 (8)	0.0457 (5)	0.0397 (6)	0.0252 (5)	0.0200 (5)
Cl3	0.0621 (7)	0.0406 (6)	0.0440 (5)	0.0148 (5)	0.0274 (5)	0.0148 (4)
N1	0.049 (2)	0.052 (2)	0.0380 (16)	0.0178 (18)	0.0172 (15)	0.0113 (15)
C1	0.076 (4)	0.061 (3)	0.045 (2)	0.039 (3)	0.028 (2)	0.016 (2)
C2	0.052 (2)	0.047 (2)	0.0385 (18)	0.024 (2)	0.0190 (17)	0.0110 (16)
C3	0.062 (3)	0.052 (3)	0.041 (2)	0.028 (2)	0.0239 (19)	0.0121 (18)
C4	0.062 (3)	0.054 (3)	0.044 (2)	0.026 (2)	0.023 (2)	0.0060 (19)
C5	0.116 (7)	0.067 (5)	0.052 (3)	0.044 (5)	0.039 (4)	0.005 (3)
C6	0.059 (3)	0.042 (3)	0.057 (3)	0.018 (2)	0.023 (2)	0.012 (2)
C7	0.046 (2)	0.047 (3)	0.049 (2)	0.0134 (19)	0.0164 (18)	0.0172 (19)
C8	0.074 (4)	0.063 (4)	0.067 (3)	0.025 (3)	0.024 (3)	0.033 (3)

Pt1—Cl1	2.3225 (11)	C3—H3	0.9300
Pt1—Cl1i	2.3225 (11)	C4—C6	1.409 (9)
Pt1—Cl2	2.3199 (12)	C4—C5	1.507 (8)
Pt1—Cl2i	2.3199 (12)	C5—H5A	0.9600
Pt1—Cl3i	2.3197 (13)	C5—H5B	0.9600
Pt1—Cl3	2.3197 (13)	C5—H5C	0.9600
N1—H1D	0.8600	C6—C7	1.365 (9)
C1—C2	1.488 (8)	C6—H6	0.9300
C1—H1A	0.9600	C7—N1	1.338 (8)
C1—H1B	0.9600	C7—C8	1.505 (8)
C1—H1C	0.9600	C8—H8A	0.9600
C2—N1	1.355 (7)	C8—H8B	0.9600
C2—C3	1.385 (6)	C8—H8C	0.9600
C3—C4	1.388 (8)
Cl1—Pt1—Cl1i	180.0	C2—C3—C4	119.7 (5)
Cl2—Pt1—Cl1i	89.35 (5)	C2—C3—H3	120.2
Cl2i—Pt1—Cl1i	90.65 (5)	C4—C3—H3	120.2
Cl2—Pt1—Cl1	90.65 (5)	C3—C4—C6	118.9 (5)
Cl2—Pt1—Cl2i	180.0	C3—C4—C5	120.0 (6)
Cl3—Pt1—Cl1	90.10 (5)	C6—C4—C5	121.1 (6)
Cl3i—Pt1—Cl1i	90.10 (5)	C4—C5—H5A	109.5
Cl3—Pt1—Cl1i	89.90 (5)	C4—C5—H5B	109.5
Cl3—Pt1—Cl2	90.45 (6)	H5A—C5—H5B	109.5
Cl3i—Pt1—Cl2i	90.45 (6)	C4—C5—H5C	109.5
Cl3—Pt1—Cl2i	89.55 (6)	H5A—C5—H5C	109.5
Cl3i—Pt1—Cl3	180.0	H5B—C5—H5C	109.5
C2—N1—H1D	118.0	C7—C6—C4	120.1 (5)
C7—N1—C2	123.9 (5)	C7—C6—H6	119.9
C7—N1—H1D	118.0	C4—C6—H6	119.9
C2—C1—H1A	109.5	N1—C7—C6	118.9 (5)
C2—C1—H1B	109.5	N1—C7—C8	117.6 (6)
H1A—C1—H1B	109.5	C6—C7—C8	123.5 (6)
C2—C1—H1C	109.5	C7—C8—H8A	109.5
H1A—C1—H1C	109.5	C7—C8—H8B	109.5
H1B—C1—H1C	109.5	H8A—C8—H8B	109.5
N1—C2—C3	118.5 (5)	C7—C8—H8C	109.5
N1—C2—C1	117.3 (4)	H8A—C8—H8C	109.5
C3—C2—C1	124.2 (5)	H8B—C8—H8C	109.5
C1—C2—N1—C7	178.8 (6)	C3—C4—C6—C7	0.6 (10)
C3—C2—N1—C7	−1.9 (9)	C5—C4—C6—C7	−179.0 (7)
N1—C2—C3—C4	0.2 (9)	C4—C6—C7—N1	−2.2 (10)
C1—C2—C3—C4	179.5 (6)	C4—C6—C7—C8	177.8 (7)
C2—C3—C4—C6	0.4 (10)	C6—C7—N1—C2	2.9 (9)
C2—C3—C4—C5	180.0 (7)	C8—C7—N1—C2	−177.0 (6)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1D···Cl2	0.86	2.45	3.301 (5)	173.
C1—H1C···Cl1ii	0.96	2.81	3.743 (6)	165.
C8—H8A···Cl3iii	0.96	2.80	3.731 (10)	163.

Pt1—Cl1	2.3225 (11)
Pt1—Cl2	2.3199 (12)
Pt1—Cl3	2.3197 (13)

Cl2—Pt1—Cl1i	89.35 (5)
Cl2—Pt1—Cl1	90.65 (5)
Cl3—Pt1—Cl1	90.10 (5)
Cl3—Pt1—Cl1i	89.90 (5)
Cl3—Pt1—Cl2	90.45 (6)
Cl3—Pt1—Cl2i	89.55 (6)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1D⋯Cl2	0.86	2.45	3.301 (5)	173
C1—H1C⋯Cl1ii	0.96	2.81	3.743 (6)	165
C8—H8A⋯Cl3iii	0.96	2.80	3.731 (10)	163

Symmetry codes: (ii) ; (iii) .