(2,3-Di-2-pyridyl-pyrazine-κ(2)N(2),N(3))diiodidoplatinum(II).

The Pt(II) ion in the title complex, [PtI(2)(C(14)H(10)N(4))], exists in a distorted square-planar environment defined by the two pyridine N atoms of the chelating 2,3-di-2-pyridyl-pyrazine ligand and two iodide anions. The pyridine rings are inclined to the least-squares plane of the PtI(2)N(2) unit [maximum deviation = 0.070 (3) Å] at 66.1 (2) and 65.9 (2)°; the pyrazine ring is perpendicular to this plane [dihedral angle = 89.7 (2)°]. Two inter-molecular C-H⋯I hydrogen bonds, both involving the same I atom as hydrogen-bond acceptor, generate a layer structure extending parallel to (001). Mol-ecules are stacked in columns along the a axis. Along the b axis, successive mol-ecules stack in opposite directions.

Related literature

For [PtBr2(dpp)] and [PdI2(dpp)] (dpp = 2,3-di-2-pyridyl­pyrazine), see: Ha (2011a ▶,b ▶).

Experimental

Crystal data

[PtI2(C14H10N4)]

M = 683.15

Monoclinic,

a = 8.7600 (7) Å

b = 15.4750 (12) Å

c = 12.5004 (10) Å

β = 102.660 (2)°

V = 1653.4 (2) Å3

Z = 4

Mo Kα radiation

μ = 12.22 mm−1

T = 200 K

0.26 × 0.23 × 0.19 mm

Data collection

Bruker SMART 1000 CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.551, T max = 1.000

10058 measured reflections

3215 independent reflections

2807 reflections with I > 2σ(I)

R int = 0.034

Refinement

R[F 2 > 2σ(F 2)] = 0.029

wR(F 2) = 0.077

S = 1.07

3215 reflections

190 parameters

H-atom parameters constrained

Δρmax = 1.30 e Å−3

Δρmin = −1.26 e Å−3

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 ▶) and PLATON (Spek, 2009 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536812023501/ng5273sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812023501/ng5273Isup2.hkl

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

[PtI2(C14H10N4)]	F(000) = 1224
Mr = 683.15	Dx = 2.744 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 6167 reflections
a = 8.7600 (7) Å	θ = 2.6–26.0°
b = 15.4750 (12) Å	µ = 12.22 mm−1
c = 12.5004 (10) Å	T = 200 K
β = 102.660 (2)°	Block, yellow
V = 1653.4 (2) Å3	0.26 × 0.23 × 0.19 mm
Z = 4

Bruker SMART 1000 CCD diffractometer	3215 independent reflections
Radiation source: fine-focus sealed tube	2807 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.034
φ and ω scans	θmax = 26.0°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −10→10
Tmin = 0.551, Tmax = 1.000	k = −19→13
10058 measured reflections	l = −15→15

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.029	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.077	H-atom parameters constrained
S = 1.07	w = 1/[σ2(Fo2) + (0.0341P)2 + 4.3824P] where P = (Fo2 + 2Fc2)/3
3215 reflections	(Δ/σ)max = 0.001
190 parameters	Δρmax = 1.30 e Å−3
0 restraints	Δρmin = −1.26 e Å−3

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	0.47513 (3)	0.062468 (17)	0.68112 (2)	0.02787 (10)
I1	0.62382 (6)	−0.08242 (3)	0.69367 (4)	0.04126 (14)
I2	0.73035 (6)	0.15223 (4)	0.73544 (4)	0.04772 (16)
N1	0.1840 (7)	0.0062 (4)	0.9040 (5)	0.0373 (14)
N2	0.2411 (8)	0.1831 (4)	0.9096 (5)	0.0425 (15)
N3	0.2701 (6)	−0.0044 (3)	0.6444 (4)	0.0280 (12)
N4	0.3445 (7)	0.1720 (4)	0.6578 (5)	0.0369 (14)
C1	0.2034 (8)	0.0481 (4)	0.8137 (6)	0.0308 (15)
C2	0.2337 (8)	0.1370 (4)	0.8164 (6)	0.0331 (15)
C3	0.2248 (10)	0.1399 (5)	0.9984 (6)	0.047 (2)
H3	0.2330	0.1703	1.0654	0.056*
C4	0.1965 (10)	0.0532 (5)	0.9959 (6)	0.047 (2)
H4	0.1853	0.0251	1.0613	0.057*
C5	0.1726 (7)	−0.0069 (4)	0.7139 (5)	0.0286 (14)
C6	0.0443 (8)	−0.0605 (5)	0.6955 (6)	0.0375 (17)
H6	−0.0224	−0.0617	0.7460	0.045*
C7	0.0125 (8)	−0.1121 (5)	0.6041 (7)	0.0444 (19)
H7	−0.0752	−0.1498	0.5913	0.053*
C8	0.1095 (8)	−0.1086 (5)	0.5310 (6)	0.0383 (17)
H8	0.0890	−0.1434	0.4668	0.046*
C9	0.2355 (9)	−0.0544 (5)	0.5521 (6)	0.0343 (16)
H9	0.3012	−0.0513	0.5011	0.041*
C10	0.2419 (8)	0.1915 (4)	0.7201 (6)	0.0322 (15)
C11	0.1480 (9)	0.2633 (5)	0.6997 (7)	0.0432 (19)
H11	0.0769	0.2761	0.7450	0.052*
C12	0.1573 (10)	0.3169 (5)	0.6127 (7)	0.052 (2)
H12	0.0925	0.3666	0.5970	0.062*
C13	0.2640 (11)	0.2964 (5)	0.5491 (6)	0.053 (2)
H13	0.2735	0.3322	0.4891	0.064*
C14	0.3539 (10)	0.2253 (5)	0.5731 (6)	0.0449 (19)
H14	0.4265	0.2120	0.5291	0.054*

	U11	U22	U33	U12	U13	U23
Pt1	0.03372 (16)	0.02391 (16)	0.02724 (15)	−0.00575 (11)	0.00941 (11)	−0.00250 (10)
I1	0.0362 (3)	0.0397 (3)	0.0496 (3)	0.0012 (2)	0.0132 (2)	0.0003 (2)
I2	0.0505 (3)	0.0517 (3)	0.0432 (3)	−0.0247 (3)	0.0152 (2)	−0.0113 (2)
N1	0.046 (3)	0.029 (3)	0.040 (3)	−0.003 (3)	0.016 (3)	0.000 (3)
N2	0.061 (4)	0.030 (3)	0.037 (3)	0.000 (3)	0.012 (3)	−0.008 (3)
N3	0.035 (3)	0.019 (3)	0.030 (3)	0.000 (2)	0.006 (2)	−0.001 (2)
N4	0.055 (4)	0.020 (3)	0.034 (3)	−0.004 (3)	0.005 (3)	−0.004 (2)
C1	0.031 (4)	0.026 (4)	0.035 (4)	0.002 (3)	0.007 (3)	−0.005 (3)
C2	0.039 (4)	0.024 (4)	0.034 (4)	−0.003 (3)	0.002 (3)	−0.006 (3)
C3	0.065 (5)	0.039 (5)	0.036 (4)	−0.005 (4)	0.012 (4)	−0.010 (4)
C4	0.066 (5)	0.045 (5)	0.034 (4)	−0.003 (4)	0.019 (4)	−0.002 (4)
C5	0.031 (3)	0.021 (3)	0.033 (3)	0.002 (3)	0.006 (3)	−0.001 (3)
C6	0.032 (4)	0.039 (4)	0.042 (4)	−0.005 (3)	0.011 (3)	−0.006 (3)
C7	0.030 (4)	0.044 (5)	0.058 (5)	−0.008 (4)	0.007 (3)	−0.006 (4)
C8	0.042 (4)	0.028 (4)	0.041 (4)	−0.001 (3)	0.002 (3)	−0.012 (3)
C9	0.043 (4)	0.032 (4)	0.025 (3)	0.001 (3)	0.002 (3)	−0.006 (3)
C10	0.041 (4)	0.019 (3)	0.034 (4)	−0.004 (3)	0.005 (3)	−0.002 (3)
C11	0.046 (4)	0.025 (4)	0.055 (5)	0.005 (3)	0.004 (4)	0.000 (3)
C12	0.060 (5)	0.025 (4)	0.060 (5)	0.004 (4)	−0.007 (4)	0.006 (4)
C13	0.090 (7)	0.029 (4)	0.035 (4)	−0.008 (5)	0.002 (4)	0.002 (4)
C14	0.071 (5)	0.032 (4)	0.032 (4)	−0.007 (4)	0.012 (4)	0.003 (3)

Pt1—N4	2.030 (6)	C4—H4	0.9500
Pt1—N3	2.036 (5)	C5—C6	1.375 (10)
Pt1—I1	2.5805 (6)	C6—C7	1.372 (11)
Pt1—I2	2.5930 (6)	C6—H6	0.9500
N1—C4	1.343 (10)	C7—C8	1.379 (11)
N1—C1	1.345 (9)	C7—H7	0.9500
N2—C3	1.329 (10)	C8—C9	1.366 (10)
N2—C2	1.355 (9)	C8—H8	0.9500
N3—C5	1.346 (8)	C9—H9	0.9500
N3—C9	1.366 (8)	C10—C11	1.373 (10)
N4—C10	1.346 (9)	C11—C12	1.384 (11)
N4—C14	1.360 (9)	C11—H11	0.9500
C1—C2	1.400 (10)	C12—C13	1.391 (13)
C1—C5	1.486 (9)	C12—H12	0.9500
C2—C10	1.485 (10)	C13—C14	1.347 (12)
C3—C4	1.364 (11)	C13—H13	0.9500
C3—H3	0.9500	C14—H14	0.9500
N4—Pt1—N3	87.2 (2)	C6—C5—C1	118.5 (6)
N4—Pt1—I1	174.46 (16)	C7—C6—C5	120.0 (7)
N3—Pt1—I1	88.89 (15)	C7—C6—H6	120.0
N4—Pt1—I2	90.97 (17)	C5—C6—H6	120.0
N3—Pt1—I2	176.99 (15)	C6—C7—C8	119.2 (7)
I1—Pt1—I2	93.14 (2)	C6—C7—H7	120.4
C4—N1—C1	117.0 (6)	C8—C7—H7	120.4
C3—N2—C2	117.3 (6)	C9—C8—C7	119.0 (7)
C5—N3—C9	118.3 (6)	C9—C8—H8	120.5
C5—N3—Pt1	121.5 (4)	C7—C8—H8	120.5
C9—N3—Pt1	120.0 (5)	N3—C9—C8	122.1 (7)
C10—N4—C14	118.5 (6)	N3—C9—H9	118.9
C10—N4—Pt1	122.1 (5)	C8—C9—H9	118.9
C14—N4—Pt1	119.4 (5)	N4—C10—C11	121.5 (7)
N1—C1—C2	120.8 (6)	N4—C10—C2	119.9 (6)
N1—C1—C5	113.3 (6)	C11—C10—C2	118.5 (7)
C2—C1—C5	125.6 (6)	C10—C11—C12	119.7 (8)
N2—C2—C1	120.7 (7)	C10—C11—H11	120.2
N2—C2—C10	113.4 (6)	C12—C11—H11	120.2
C1—C2—C10	125.5 (6)	C11—C12—C13	118.3 (8)
N2—C3—C4	121.9 (7)	C11—C12—H12	120.8
N2—C3—H3	119.1	C13—C12—H12	120.8
C4—C3—H3	119.1	C14—C13—C12	119.5 (8)
N1—C4—C3	122.2 (7)	C14—C13—H13	120.2
N1—C4—H4	118.9	C12—C13—H13	120.2
C3—C4—H4	118.9	C13—C14—N4	122.5 (8)
N3—C5—C6	121.4 (6)	C13—C14—H14	118.8
N3—C5—C1	120.1 (6)	N4—C14—H14	118.8
N4—Pt1—N3—C5	−71.2 (5)	N1—C1—C5—C6	43.3 (9)
I1—Pt1—N3—C5	112.7 (5)	C2—C1—C5—C6	−130.3 (8)
N4—Pt1—N3—C9	114.8 (5)	N3—C5—C6—C7	−0.7 (11)
I1—Pt1—N3—C9	−61.4 (5)	C1—C5—C6—C7	180.0 (7)
N3—Pt1—N4—C10	62.0 (5)	C5—C6—C7—C8	−0.8 (12)
I2—Pt1—N4—C10	−115.6 (5)	C6—C7—C8—C9	0.6 (12)
N3—Pt1—N4—C14	−114.3 (6)	C5—N3—C9—C8	−2.5 (10)
I2—Pt1—N4—C14	68.1 (5)	Pt1—N3—C9—C8	171.7 (5)
C4—N1—C1—C2	−0.5 (10)	C7—C8—C9—N3	1.1 (11)
C4—N1—C1—C5	−174.5 (6)	C14—N4—C10—C11	0.0 (10)
C3—N2—C2—C1	2.6 (11)	Pt1—N4—C10—C11	−176.3 (5)
C3—N2—C2—C10	175.9 (7)	C14—N4—C10—C2	−177.2 (6)
N1—C1—C2—N2	−1.3 (11)	Pt1—N4—C10—C2	6.5 (8)
C5—C1—C2—N2	171.8 (7)	N2—C2—C10—N4	129.3 (7)
N1—C1—C2—C10	−173.8 (7)	C1—C2—C10—N4	−57.7 (10)
C5—C1—C2—C10	−0.6 (11)	N2—C2—C10—C11	−47.9 (9)
C2—N2—C3—C4	−2.1 (12)	C1—C2—C10—C11	125.1 (8)
C1—N1—C4—C3	1.1 (12)	N4—C10—C11—C12	0.5 (11)
N2—C3—C4—N1	0.2 (14)	C2—C10—C11—C12	177.7 (7)
C9—N3—C5—C6	2.3 (9)	C10—C11—C12—C13	−0.6 (12)
Pt1—N3—C5—C6	−171.8 (5)	C11—C12—C13—C14	0.3 (12)
C9—N3—C5—C1	−178.3 (6)	C12—C13—C14—N4	0.1 (12)
Pt1—N3—C5—C1	7.5 (8)	C10—N4—C14—C13	−0.3 (11)
N1—C1—C5—N3	−136.1 (6)	Pt1—N4—C14—C13	176.1 (6)
C2—C1—C5—N3	50.3 (10)

D—H···A	D—H	H···A	D···A	D—H···A
C6—H6···I1i	0.95	3.04	3.694 (7)	127
C11—H11···I1ii	0.95	3.01	3.813 (8)	143

Pt1—N4	2.030 (6)
Pt1—N3	2.036 (5)
Pt1—I1	2.5805 (6)
Pt1—I2	2.5930 (6)

N4—Pt1—N3	87.2 (2)
I1—Pt1—I2	93.14 (2)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C6—H6⋯I1i	0.95	3.04	3.694 (7)	127
C11—H11⋯I1ii	0.95	3.01	3.813 (8)	143

Symmetry codes: (i) ; (ii) .