(Acridine-κN)(dimethyl sulfoxide-κS)diiodidoplatinum(II).

In the title complex, [PtI(2)(C(13)H(9)N)(C(2)H(6)OS)], the Pt(II) atom is four-coordinated in an essentially square-planar environment defined by the N atom of the acridine ligand, the S atom of dimethyl sulfoxide, and two iodide ions. The dihedral angle between the nearly planar PtI(2)NS unit [maximum deviation = 0.083 (2) Å] and the acridine ligand [maximum deviation = 0.038 (6) Å] is 89.29 (7)°. In the crystal structure, the complex mol-ecules are arranged in a V-shaped packing pattern along the c axis and linked by inter-molecular C-H⋯O contacts into supra-molecular chains. There are also several inter-molecular π-π inter-actions between the six-membered rings, with a shortest ring centroid-centroid distance of 3.804 (5) Å.

Related literature

For the crystal structures of [PtCl2(acr)2] (acr = n class="Chemical">acridine) and [PtCl(pic)(DMSO)] (pic = pyridine-2-carboxyl­ate, DMSO = dimethyl sulfoxide), see: Ha (2010a ▶,b ▶).

Experimental

Crystal data

[PtI2(C13H9N)(C2H6OS)]

M = 706.23

Monoclinic,

a = 8.4800 (6) Å

b = 23.8181 (17) Å

c = 9.9036 (7) Å

β = 114.492 (1)°

V = 1820.3 (2) Å3

Z = 4

Mo Kα radiation

μ = 11.21 mm−1

T = 200 K

0.20 × 0.19 × 0.06 mm

Data collection

Bruker SMART 1000 CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.468, T max = 1.000

11217 measured reflections

3573 independent reflections

2809 reflections with I > 2σ(I)

R int = 0.051

Refinement

R[F 2 > 2σ(F 2)] = 0.035

wR(F 2) = 0.083

S = 1.03

3573 reflections

192 parameters

H-atom parameters constrained

Δρmax = 2.10 e Å−3

Δρmin = −1.16 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 datablocks global, I. DOI: 10.1107/S1600536810031387/tk2697sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810031387/tk2697Isup2.hkl

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

[PtI2(C13H9N)(C2H6OS)]	F(000) = 1280
Mr = 706.23	Dx = 2.577 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 5088 reflections
a = 8.4800 (6) Å	θ = 2.6–26.0°
b = 23.8181 (17) Å	µ = 11.21 mm−1
c = 9.9036 (7) Å	T = 200 K
β = 114.492 (1)°	Block, yellow
V = 1820.3 (2) Å3	0.20 × 0.19 × 0.06 mm
Z = 4

Bruker SMART 1000 CCD diffractometer	3573 independent reflections
Radiation source: fine-focus sealed tube	2809 reflections with I > 2σ(I)
graphite	Rint = 0.051
φ and ω scans	θmax = 26.0°, θmin = 2.4°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −10→7
Tmin = 0.468, Tmax = 1.000	k = −28→29
11217 measured reflections	l = −12→12

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)] = 0.035	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.083	H-atom parameters constrained
S = 1.03	w = 1/[σ2(Fo2) + (0.0324P)2] where P = (Fo2 + 2Fc2)/3
3573 reflections	(Δ/σ)max < 0.001
192 parameters	Δρmax = 2.10 e Å−3
0 restraints	Δρmin = −1.16 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	0.22004 (4)	0.152591 (13)	0.21512 (3)	0.02504 (11)
I1	0.44358 (8)	0.19167 (3)	0.12073 (8)	0.04961 (19)
I2	0.02342 (7)	0.10938 (2)	0.33373 (6)	0.03254 (15)
S1	0.0408 (2)	0.22130 (9)	0.0922 (2)	0.0282 (4)
O1	−0.0003 (7)	0.2220 (3)	−0.0675 (6)	0.0410 (15)
N1	0.3965 (8)	0.0876 (3)	0.3075 (7)	0.0282 (15)
C1	0.5309 (9)	0.0945 (3)	0.4428 (8)	0.0247 (17)
C2	0.5382 (11)	0.1408 (4)	0.5345 (9)	0.036 (2)
H2	0.4474	0.1678	0.5020	0.043*
C3	0.6736 (11)	0.1471 (4)	0.6683 (10)	0.039 (2)
H3	0.6754	0.1780	0.7295	0.047*
C4	0.8130 (11)	0.1081 (4)	0.7186 (10)	0.046 (3)
H4	0.9081	0.1136	0.8118	0.056*
C5	0.8103 (10)	0.0635 (4)	0.6344 (10)	0.042 (2)
H5	0.9044	0.0378	0.6686	0.050*
C6	0.6695 (10)	0.0543 (4)	0.4955 (9)	0.034 (2)
C7	0.6615 (10)	0.0093 (4)	0.4048 (10)	0.039 (2)
H7	0.7548	−0.0167	0.4367	0.047*
C8	0.5221 (10)	0.0007 (3)	0.2686 (9)	0.0313 (19)
C9	0.5072 (11)	−0.0455 (4)	0.1740 (11)	0.042 (2)
H9	0.5958	−0.0732	0.2045	0.050*
C10	0.3711 (12)	−0.0513 (4)	0.0421 (10)	0.045 (2)
H10	0.3649	−0.0821	−0.0207	0.054*
C11	0.2376 (11)	−0.0108 (4)	−0.0020 (9)	0.037 (2)
H11	0.1403	−0.0152	−0.0943	0.044*
C12	0.2453 (10)	0.0344 (4)	0.0852 (9)	0.035 (2)
H12	0.1538	0.0610	0.0529	0.042*
C13	0.3888 (10)	0.0418 (3)	0.2234 (9)	0.0296 (18)
C14	0.1268 (10)	0.2874 (4)	0.1699 (9)	0.036 (2)
H14A	0.2394	0.2928	0.1661	0.055*
H14B	0.1415	0.2887	0.2734	0.055*
H14C	0.0471	0.3172	0.1134	0.055*
C15	−0.1582 (10)	0.2226 (4)	0.1040 (9)	0.038 (2)
H15A	−0.2275	0.2540	0.0453	0.057*
H15B	−0.1395	0.2272	0.2079	0.057*
H15C	−0.2197	0.1872	0.0655	0.057*

	U11	U22	U33	U12	U13	U23
Pt1	0.02442 (17)	0.0238 (2)	0.02705 (18)	0.00111 (12)	0.01078 (13)	0.00131 (13)
I1	0.0400 (4)	0.0479 (4)	0.0741 (5)	0.0065 (3)	0.0368 (3)	0.0194 (3)
I2	0.0375 (3)	0.0295 (3)	0.0353 (3)	−0.0020 (2)	0.0198 (2)	0.0003 (2)
S1	0.0316 (11)	0.0290 (12)	0.0239 (10)	0.0046 (8)	0.0113 (8)	0.0022 (8)
O1	0.050 (4)	0.052 (4)	0.020 (3)	0.011 (3)	0.014 (3)	0.005 (3)
N1	0.028 (4)	0.019 (4)	0.039 (4)	0.000 (3)	0.015 (3)	0.003 (3)
C1	0.017 (4)	0.021 (5)	0.029 (4)	0.002 (3)	0.002 (3)	0.009 (3)
C2	0.039 (5)	0.028 (5)	0.035 (5)	0.000 (4)	0.009 (4)	0.006 (4)
C3	0.042 (5)	0.034 (6)	0.032 (5)	−0.011 (4)	0.007 (4)	0.004 (4)
C4	0.035 (5)	0.054 (7)	0.033 (5)	−0.012 (5)	−0.003 (4)	0.013 (5)
C5	0.027 (5)	0.047 (7)	0.040 (5)	−0.001 (4)	0.002 (4)	0.013 (5)
C6	0.031 (5)	0.037 (6)	0.037 (5)	−0.005 (4)	0.016 (4)	0.008 (4)
C7	0.034 (5)	0.033 (6)	0.053 (6)	0.009 (4)	0.020 (4)	0.016 (4)
C8	0.028 (4)	0.021 (5)	0.048 (5)	0.000 (3)	0.018 (4)	0.008 (4)
C9	0.047 (6)	0.028 (6)	0.062 (6)	0.004 (4)	0.034 (5)	0.006 (5)
C10	0.070 (7)	0.027 (6)	0.051 (6)	−0.008 (5)	0.037 (5)	−0.013 (4)
C11	0.036 (5)	0.037 (6)	0.033 (5)	−0.003 (4)	0.011 (4)	−0.002 (4)
C12	0.035 (5)	0.028 (5)	0.042 (5)	−0.001 (4)	0.015 (4)	0.001 (4)
C13	0.035 (5)	0.024 (5)	0.035 (5)	0.007 (4)	0.020 (4)	0.006 (4)
C14	0.042 (5)	0.029 (6)	0.035 (5)	0.002 (4)	0.013 (4)	0.003 (4)
C15	0.031 (5)	0.034 (6)	0.043 (5)	0.006 (4)	0.009 (4)	0.006 (4)

Pt1—N1	2.083 (6)	C6—C7	1.381 (12)
Pt1—S1	2.222 (2)	C7—C8	1.392 (11)
Pt1—I1	2.6082 (6)	C7—H7	0.9500
Pt1—I2	2.6160 (6)	C8—C9	1.417 (12)
S1—O1	1.472 (5)	C8—C13	1.420 (10)
S1—C15	1.740 (8)	C9—C10	1.344 (13)
S1—C14	1.771 (9)	C9—H9	0.9500
N1—C13	1.358 (10)	C10—C11	1.410 (12)
N1—C1	1.362 (9)	C10—H10	0.9500
C1—C2	1.414 (11)	C11—C12	1.364 (11)
C1—C6	1.435 (11)	C11—H11	0.9500
C2—C3	1.355 (11)	C12—C13	1.415 (11)
C2—H2	0.9500	C12—H12	0.9500
C3—C4	1.420 (12)	C14—H14A	0.9800
C3—H3	0.9500	C14—H14B	0.9800
C4—C5	1.345 (13)	C14—H14C	0.9800
C4—H4	0.9500	C15—H15A	0.9800
C5—C6	1.416 (11)	C15—H15B	0.9800
C5—H5	0.9500	C15—H15C	0.9800
N1—Pt1—S1	172.71 (17)	C6—C7—C8	122.5 (8)
N1—Pt1—I1	85.75 (16)	C6—C7—H7	118.7
S1—Pt1—I1	88.55 (5)	C8—C7—H7	118.7
N1—Pt1—I2	89.21 (16)	C7—C8—C9	124.3 (8)
S1—Pt1—I2	96.73 (5)	C7—C8—C13	116.7 (8)
I1—Pt1—I2	174.03 (2)	C9—C8—C13	119.0 (8)
O1—S1—C15	105.5 (4)	C10—C9—C8	121.8 (8)
O1—S1—C14	109.1 (4)	C10—C9—H9	119.1
C15—S1—C14	101.0 (4)	C8—C9—H9	119.1
O1—S1—Pt1	113.6 (3)	C9—C10—C11	119.1 (8)
C15—S1—Pt1	116.0 (3)	C9—C10—H10	120.4
C14—S1—Pt1	110.6 (3)	C11—C10—H10	120.4
C13—N1—C1	120.5 (7)	C12—C11—C10	121.4 (8)
C13—N1—Pt1	119.0 (5)	C12—C11—H11	119.3
C1—N1—Pt1	119.9 (5)	C10—C11—H11	119.3
N1—C1—C2	121.4 (7)	C11—C12—C13	120.4 (8)
N1—C1—C6	120.2 (7)	C11—C12—H12	119.8
C2—C1—C6	118.4 (7)	C13—C12—H12	119.8
C3—C2—C1	120.5 (8)	N1—C13—C12	119.8 (7)
C3—C2—H2	119.7	N1—C13—C8	122.0 (7)
C1—C2—H2	119.7	C12—C13—C8	118.2 (8)
C2—C3—C4	121.0 (9)	S1—C14—H14A	109.5
C2—C3—H3	119.5	S1—C14—H14B	109.5
C4—C3—H3	119.5	H14A—C14—H14B	109.5
C5—C4—C3	120.0 (8)	S1—C14—H14C	109.5
C5—C4—H4	120.0	H14A—C14—H14C	109.5
C3—C4—H4	120.0	H14B—C14—H14C	109.5
C4—C5—C6	121.1 (8)	S1—C15—H15A	109.5
C4—C5—H5	119.5	S1—C15—H15B	109.5
C6—C5—H5	119.5	H15A—C15—H15B	109.5
C7—C6—C5	123.1 (8)	S1—C15—H15C	109.5
C7—C6—C1	117.9 (7)	H15A—C15—H15C	109.5
C5—C6—C1	118.9 (8)	H15B—C15—H15C	109.5
I1—Pt1—S1—O1	57.2 (3)	C2—C1—C6—C7	−179.7 (7)
I2—Pt1—S1—O1	−125.6 (3)	N1—C1—C6—C5	177.9 (7)
I1—Pt1—S1—C15	179.8 (3)	C2—C1—C6—C5	−2.1 (11)
I2—Pt1—S1—C15	−3.0 (3)	C5—C6—C7—C8	179.9 (8)
I1—Pt1—S1—C14	−65.9 (3)	C1—C6—C7—C8	−2.6 (12)
I2—Pt1—S1—C14	111.3 (3)	C6—C7—C8—C9	−178.6 (7)
I1—Pt1—N1—C13	−87.4 (5)	C6—C7—C8—C13	2.2 (12)
I2—Pt1—N1—C13	95.8 (5)	C7—C8—C9—C10	−178.7 (8)
I1—Pt1—N1—C1	84.1 (5)	C13—C8—C9—C10	0.6 (12)
I2—Pt1—N1—C1	−92.8 (5)	C8—C9—C10—C11	−1.4 (13)
C13—N1—C1—C2	−177.6 (7)	C9—C10—C11—C12	1.2 (13)
Pt1—N1—C1—C2	11.0 (9)	C10—C11—C12—C13	−0.1 (13)
C13—N1—C1—C6	2.4 (11)	C1—N1—C13—C12	178.0 (7)
Pt1—N1—C1—C6	−169.0 (5)	Pt1—N1—C13—C12	−10.6 (9)
N1—C1—C2—C3	−179.6 (7)	C1—N1—C13—C8	−2.9 (11)
C6—C1—C2—C3	0.4 (12)	Pt1—N1—C13—C8	168.6 (6)
C1—C2—C3—C4	1.3 (13)	C11—C12—C13—N1	178.5 (7)
C2—C3—C4—C5	−1.3 (14)	C11—C12—C13—C8	−0.7 (12)
C3—C4—C5—C6	−0.4 (13)	C7—C8—C13—N1	0.6 (11)
C4—C5—C6—C7	179.6 (8)	C9—C8—C13—N1	−178.7 (7)
C4—C5—C6—C1	2.1 (12)	C7—C8—C13—C12	179.8 (7)
N1—C1—C6—C7	0.3 (11)	C9—C8—C13—C12	0.5 (11)

D—H···A	D—H	H···A	D···A	D—H···A
C14—H14B···O1i	0.98	2.36	3.209 (10)	145.
C15—H15B···O1i	0.98	2.37	3.241 (10)	147.

Table 1

Selected bond lengths (Å)

Pt1—N1	2.083 (6)
Pt1—S1	2.222 (2)
Pt1—I1	2.6082 (6)
Pt1—I2	2.6160 (6)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C14—H14B⋯O1i	0.98	2.36	3.209 (10)	145
C15—H15B⋯O1i	0.98	2.37	3.241 (10)	147

Symmetry code: (i) .