trans-Chlorido(dimethyl sulfoxide-κS)(pyridine-2-carboxyl-ato-κN,O)platinum(II).

In the title complex, [Pt(C(6)H(4)NO(2))Cl(C(2)H(6)OS)], the Pt(II) ion is in a distorted square-planar environment defined by the N and O atoms from the chelating pyridine-2-carboxyl-ate (pic) anionic ligand, one S atom of the dimethyl sulfoxide mol-ecule and one Cl ion. The complex is disposed about a crystallographic mirror plane parallel to the ac plane passing through all the atoms of the complex except the methyl atoms of the dimethyl sulfoxide. The mol-ecules are stacked in columns along the b axis with a Pt⋯Pt distance of 4.9508 (5) Å. Within the column, inter-molecular C-H⋯O hydrogen bonds and weak π-π inter-actions between adjacent pyridine rings are present, the shortest centroid-centroid distance being 5.153 (4) Å.

Related literature

For the crystal structure of the title complex with the monoclinic space group P21/n, see: Annibale et al. (1986 ▶). For details of Pt(IV)–pic complexes, see: Griffith et al. (2005 ▶); Kim et al. (2009 ▶).

Experimental

Crystal data

[Pt(C6H4NO2)Cl(C2H6OS)]

M = 430.77

Orthorhombic,

a = 19.5900 (15) Å

b = 6.9450 (6) Å

c = 8.1266 (6) Å

V = 1105.64 (15) Å3

Z = 4

Mo Kα radiation

μ = 13.11 mm−1

T = 200 K

0.21 × 0.17 × 0.09 mm

Data collection

Bruker SMART 1000 CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.631, T max = 1.000

6423 measured reflections

1169 independent reflections

1085 reflections with I > 2σ(I)

R int = 0.042

Refinement

R[F 2 > 2σ(F 2)] = 0.027

wR(F 2) = 0.065

S = 1.10

1169 reflections

89 parameters

H-atom parameters constrained

Δρmax = 2.60 e Å−3

Δρmin = −0.79 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 I. DOI: 10.1107/S1600536810005520/si2243sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810005520/si2243Isup2.hkl

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

[Pt(C6H4NO2)Cl(C2H6OS)]	F(000) = 800
Mr = 430.77	Dx = 2.588 Mg m−3
Orthorhombic, Pnma	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2n	Cell parameters from 3961 reflections
a = 19.5900 (15) Å	θ = 2.7–26.0°
b = 6.9450 (6) Å	µ = 13.11 mm−1
c = 8.1266 (6) Å	T = 200 K
V = 1105.64 (15) Å3	Block, colorless
Z = 4	0.21 × 0.17 × 0.09 mm

Bruker SMART 1000 CCD diffractometer	1169 independent reflections
Radiation source: fine-focus sealed tube	1085 reflections with I > 2σ(I)
graphite	Rint = 0.042
φ and ω scans	θmax = 26.0°, θmin = 2.7°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −24→23
Tmin = 0.631, Tmax = 1.000	k = −8→8
6423 measured reflections	l = −7→10

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)] = 0.027	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.065	H-atom parameters constrained
S = 1.10	w = 1/[σ2(Fo2) + (0.0345P)2 + 1.8204P] where P = (Fo2 + 2Fc2)/3
1169 reflections	(Δ/σ)max = 0.001
89 parameters	Δρmax = 2.60 e Å−3
0 restraints	Δρmin = −0.79 e Å−3

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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	0.087714 (15)	0.2500	1.04929 (4)	0.01771 (13)
Cl1	0.14026 (11)	0.2500	1.3016 (2)	0.0265 (5)
S1	0.18928 (11)	0.2500	0.9332 (2)	0.0209 (4)
O1	−0.0036 (3)	0.2500	1.1647 (7)	0.0243 (13)
O2	−0.1160 (3)	0.2500	1.1182 (8)	0.0311 (14)
O3	0.1947 (3)	0.2500	0.7524 (8)	0.0353 (15)
N1	0.0258 (3)	0.2500	0.8489 (8)	0.0204 (15)
C1	0.0441 (5)	0.2500	0.6884 (10)	0.029 (2)
H1	0.0911	0.2500	0.6596	0.035*
C2	−0.0051 (5)	0.2500	0.5652 (11)	0.035 (2)
H2	0.0085	0.2500	0.4530	0.042*
C3	−0.0726 (4)	0.2500	0.6045 (12)	0.0274 (19)
H3	−0.1066	0.2500	0.5211	0.033*
C4	−0.0903 (4)	0.2500	0.7672 (12)	0.028 (2)
H4	−0.1372	0.2500	0.7968	0.034*
C5	−0.0410 (4)	0.2500	0.8904 (11)	0.0205 (17)
C6	−0.0570 (4)	0.2500	1.0681 (10)	0.0217 (18)
C7	0.2372 (3)	0.0507 (9)	1.0071 (8)	0.0300 (14)
H7A	0.2145	−0.0694	0.9755	0.045*
H7B	0.2405	0.0577	1.1273	0.045*
H7C	0.2832	0.0539	0.9593	0.045*

	U11	U22	U33	U12	U13	U23
Pt1	0.0175 (2)	0.02225 (19)	0.0134 (2)	0.000	0.00107 (12)	0.000
Cl1	0.0231 (11)	0.0425 (12)	0.0138 (10)	0.000	−0.0040 (8)	0.000
S1	0.0195 (11)	0.0258 (10)	0.0174 (10)	0.000	0.0024 (8)	0.000
O1	0.018 (3)	0.044 (3)	0.011 (3)	0.000	0.003 (2)	0.000
O2	0.024 (3)	0.047 (4)	0.022 (3)	0.000	0.003 (3)	0.000
O3	0.036 (4)	0.055 (4)	0.015 (3)	0.000	0.016 (3)	0.000
N1	0.023 (4)	0.019 (3)	0.019 (4)	0.000	0.000 (3)	0.000
C1	0.028 (5)	0.049 (5)	0.009 (4)	0.000	0.003 (3)	0.000
C2	0.037 (6)	0.047 (6)	0.020 (5)	0.000	−0.001 (4)	0.000
C3	0.021 (5)	0.038 (5)	0.023 (5)	0.000	−0.006 (4)	0.000
C4	0.023 (5)	0.033 (5)	0.028 (5)	0.000	0.001 (4)	0.000
C5	0.023 (4)	0.013 (3)	0.025 (4)	0.000	−0.002 (4)	0.000
C6	0.019 (4)	0.024 (4)	0.022 (5)	0.000	0.002 (3)	0.000
C7	0.023 (3)	0.029 (3)	0.038 (4)	0.007 (3)	0.005 (3)	0.005 (3)

Pt1—O1	2.020 (5)	C1—H1	0.9500
Pt1—N1	2.031 (7)	C2—C3	1.361 (13)
Pt1—S1	2.202 (2)	C2—H2	0.9500
Pt1—Cl1	2.2945 (19)	C3—C4	1.367 (14)
S1—O3	1.473 (6)	C3—H3	0.9500
S1—C7i	1.778 (6)	C4—C5	1.390 (13)
S1—C7	1.778 (6)	C4—H4	0.9500
O1—C6	1.308 (10)	C5—C6	1.477 (12)
O2—C6	1.225 (11)	C7—H7A	0.9800
N1—C5	1.352 (10)	C7—H7B	0.9800
N1—C1	1.352 (11)	C7—H7C	0.9800
C1—C2	1.390 (13)
O1—Pt1—N1	81.0 (2)	C3—C2—H2	119.8
O1—Pt1—S1	177.70 (16)	C1—C2—H2	119.8
N1—Pt1—S1	101.31 (19)	C2—C3—C4	118.2 (8)
O1—Pt1—Cl1	88.98 (16)	C2—C3—H3	120.9
N1—Pt1—Cl1	169.97 (19)	C4—C3—H3	120.9
S1—Pt1—Cl1	88.72 (7)	C3—C4—C5	121.4 (8)
O3—S1—C7i	107.4 (3)	C3—C4—H4	119.3
O3—S1—C7	107.4 (3)	C5—C4—H4	119.3
C7i—S1—C7	102.3 (5)	N1—C5—C4	119.5 (8)
O3—S1—Pt1	119.5 (3)	N1—C5—C6	116.7 (7)
C7i—S1—Pt1	109.4 (2)	C4—C5—C6	123.8 (8)
C7—S1—Pt1	109.4 (2)	O2—C6—O1	123.7 (8)
C6—O1—Pt1	115.4 (5)	O2—C6—C5	121.7 (8)
C5—N1—C1	119.8 (7)	O1—C6—C5	114.7 (7)
C5—N1—Pt1	112.2 (6)	S1—C7—H7A	109.5
C1—N1—Pt1	127.9 (6)	S1—C7—H7B	109.5
N1—C1—C2	120.7 (8)	H7A—C7—H7B	109.5
N1—C1—H1	119.6	S1—C7—H7C	109.5
C2—C1—H1	119.6	H7A—C7—H7C	109.5
C3—C2—C1	120.3 (9)	H7B—C7—H7C	109.5
N1—Pt1—S1—O3	0.0	N1—C1—C2—C3	0.000 (2)
Cl1—Pt1—S1—O3	180.0	C1—C2—C3—C4	0.000 (2)
N1—Pt1—S1—C7i	124.3 (3)	C2—C3—C4—C5	0.000 (2)
Cl1—Pt1—S1—C7i	−55.7 (3)	C1—N1—C5—C4	0.000 (2)
N1—Pt1—S1—C7	−124.3 (3)	Pt1—N1—C5—C4	180.000 (2)
Cl1—Pt1—S1—C7	55.7 (3)	C1—N1—C5—C6	180.000 (2)
N1—Pt1—O1—C6	0.000 (2)	Pt1—N1—C5—C6	0.000 (2)
Cl1—Pt1—O1—C6	180.000 (2)	C3—C4—C5—N1	0.000 (2)
O1—Pt1—N1—C5	0.000 (1)	C3—C4—C5—C6	180.000 (2)
S1—Pt1—N1—C5	180.000 (1)	Pt1—O1—C6—O2	180.000 (2)
Cl1—Pt1—N1—C5	0.000 (4)	Pt1—O1—C6—C5	0.000 (2)
O1—Pt1—N1—C1	180.000 (1)	N1—C5—C6—O2	180.000 (2)
S1—Pt1—N1—C1	0.000 (1)	C4—C5—C6—O2	0.000 (2)
Cl1—Pt1—N1—C1	180.000 (3)	N1—C5—C6—O1	0.000 (2)
C5—N1—C1—C2	0.000 (2)	C4—C5—C6—O1	180.000 (2)
Pt1—N1—C1—C2	180.000 (1)

D—H···A	D—H	H···A	D···A	D—H···A
C1—H1···O3	0.95	2.16	2.995 (11)	145
C2—H2···O1ii	0.95	2.35	3.255 (11)	158
C7—H7A···O2iii	0.98	2.42	3.323 (8)	152
C7—H7B···Cl1	0.98	2.77	3.355 (7)	119

Pt1—O1	2.020 (5)
Pt1—N1	2.031 (7)
Pt1—S1	2.202 (2)
Pt1—Cl1	2.2945 (19)

O1—Pt1—N1	81.0 (2)
O1—Pt1—S1	177.70 (16)
N1—Pt1—S1	101.31 (19)
O1—Pt1—Cl1	88.98 (16)
N1—Pt1—Cl1	169.97 (19)
S1—Pt1—Cl1	88.72 (7)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C1—H1⋯O3	0.95	2.16	2.995 (11)	145
C2—H2⋯O1i	0.95	2.35	3.255 (11)	158
C7—H7A⋯O2ii	0.98	2.42	3.323 (8)	152
C7—H7B⋯Cl1	0.98	2.77	3.355 (7)	119

Symmetry codes: (i) ; (ii) .