Chlorido(dimethyl sulfoxide-κS)[2-(2-pyrid-yl)phenyl-κN,C]platinum(II).

In the title compound, [Pt(C(11)H(8)N)Cl(C(2)H(6)OS)], the S atom of dimethyl sulfoxide is trans to the pyridyl N atom [Pt-S = 2.2181 (11) Å] and the chlorido ligand is trans to the carbon donor of 2-(2-pyrid-yl)phenyl [Pt-Cl = 2.4202 (10) Å]. The [2-(2-pyrid-yl)phen-yl]platinum(II) unit forms a one-dimensional stack along the c axis with two independent inter-planar separations of 3.44 (9) and 3.50 (2) Å.

Related literature

For background information, see: Herber et al. (1994 ▶); Mdleleni et al. (1995 ▶); Newman et al. (2007 ▶); Ozawa et al. (2006 ▶, 2007 ▶); Sakai & Ozawa (2007 ▶); Sakai et al. (1993 ▶); Ozawa & Sakai (2007 ▶); Kobayashi et al. (2008 ▶).

Experimental

Crystal data

[Pt(C11H8N)Cl(C2H6OS)]

M = 462.85

Monoclinic,

a = 22.414 (3) Å

b = 10.0205 (16) Å

c = 14.057 (2) Å

β = 124.512 (2)°

V = 2601.6 (7) Å3

Z = 8

Mo Kα radiation

μ = 11.14 mm−1

T = 100 (2) K

0.09 × 0.08 × 0.04 mm

Data collection

Bruker SMART APEXII CCD-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.486, T max = 0.640

7004 measured reflections

2850 independent reflections

2448 reflections with I > 2σ(I)

R int = 0.018

Refinement

R[F 2 > 2σ(F 2)] = 0.023

wR(F 2) = 0.064

S = 1.11

2850 reflections

165 parameters

H-atom parameters constrained

Δρmax = 2.05 e Å−3

Δρmin = −1.43 e Å−3

Data collection: APEX2 (Bruker, 2006 ▶); cell refinement: APEX2; data reduction: SAINT (Bruker, 2004 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: KENX (Sakai, 2004 ▶); software used to prepare material for publication: SHELXL97, TEXSAN (Molecular Structure Corporation, 2001 ▶), KENX and ORTEPII (Johnson, 1976 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808030109/at2633sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808030109/at2633Isup2.hkl

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

[Pt(C11H8N)Cl(C2H6OS)]	F(000) = 1744
Mr = 462.85	Dx = 2.363 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 3936 reflections
a = 22.414 (3) Å	θ = 2.5–27.9°
b = 10.0205 (16) Å	µ = 11.14 mm−1
c = 14.057 (2) Å	T = 100 K
β = 124.512 (2)°	Prisms, yellow
V = 2601.6 (7) Å3	0.09 × 0.08 × 0.04 mm
Z = 8

Bruker SMART APEX CCD-detector diffractometer	2850 independent reflections
Radiation source: rotating anode with a mirror focusing unit	2448 reflections with I > 2σ(I)
graphite	Rint = 0.018
φ and ω scans	θmax = 27.1°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −28→28
Tmin = 0.486, Tmax = 0.640	k = −12→9
7004 measured reflections	l = −18→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)] = 0.023	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.064	H-atom parameters constrained
S = 1.11	w = 1/[σ2(Fo2) + (0.0295P)2 + 15.2156P] where P = (Fo2 + 2Fc2)/3
2850 reflections	(Δ/σ)max = 0.002
165 parameters	Δρmax = 2.05 e Å−3
0 restraints	Δρmin = −1.43 e Å−3

Experimental. The first 50 frames were rescanned at the end of data collection to evaluate any possible decay phenomenon. Since it was judged to be negligible, no decay correction was applied to the data.

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.Least-squares planes (x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane)-14.3368 (0.0269) x - 0.3580 (0.0127) y + 13.9887 (0.0034) z = 5.0906 (0.0091)* 0.0000 (0.0001) N1 * -0.0003 (0.0009) C11 * -0.0002 (0.0007) Cl1 * 0.0004 (0.0015) Pt1 - 0.0669 (0.0049) S1 - 0.0453 (0.0077) O1Rms deviation of fitted atoms = 0.0003-15.0609 (0.0266) x - 0.5670 (0.0181) y + 13.9054 (0.0039) z = 4.9585 (0.0082)Angle to previous plane (with approximate e.s.d.) = 2.77 (0.16)* -0.0032 (0.0026) N1 * 0.0072 (0.0030) C1 * -0.0025 (0.0030) C2 * -0.0058 (0.0029) C3 * 0.0096 (0.0029) C4 * -0.0052 (0.0027) C5 - 0.1020 (0.0055) Pt1Rms deviation of fitted atoms = 0.0061-14.3427 (0.0315) x - 0.4723 (0.0194) y + 13.9812 (0.0035) z = 5.0095 (0.0158)Angle to previous plane (with approximate e.s.d.) = 2.52 (0.18)* -0.0053 (0.0030) C6 * 0.0050 (0.0034) C7 * 0.0011 (0.0036) C8 * -0.0071 (0.0033) C9 * 0.0068 (0.0030) C10 * -0.0006 (0.0029) C11 0.0196 (0.0064) Pt1Rms deviation of fitted atoms = 0.0050-14.3368 (0.0269) x - 0.3580 (0.0127) y + 13.9887 (0.0034) z = 5.0906 (0.0091)Angle to previous plane (with approximate e.s.d.) = 0.66 (0.17)* 0.0000 (0.0001) N1 * -0.0003 (0.0009) C11 * -0.0002 (0.0007) Cl1 * 0.0004 (0.0015) Pt1 - 0.0669 (0.0049) S1 - 0.0453 (0.0077) O1Rms deviation of fitted atoms = 0.0003-14.6775 (0.0205) x - 0.4790 (0.0073) y + 13.9524 (0.0028) z = 4.9852 (0.0045)Angle to previous plane (with approximate e.s.d.) = 1.36 (0.14)* 0.0328 (0.0031) N1 * 0.0226 (0.0035) C1 * -0.0212 (0.0037) C2 * -0.0380 (0.0034) C3 * -0.0016 (0.0037) C4 * 0.0177 (0.0038) C5 * 0.0052 (0.0039) C6 * 0.0303 (0.0041) C7 * 0.0139 (0.0042) C8 * -0.0215 (0.0039) C9 * -0.0223 (0.0033) C10 * -0.0180 (0.0035) C11 - 3.4480 (0.0042) N1_$1 - 3.3136 (0.0062) C1_$1 - 3.5267 (0.0045) C5_$1 - 3.4606 (0.0029) Pt1_$1Rms deviation of fitted atoms = 0.0228-14.6775 (0.0205) x - 0.4790 (0.0073) y + 13.9524 (0.0028) z = 4.9852 (0.0045)Angle to previous plane (with approximate e.s.d.) = 0.00 (0.12)* 0.0328 (0.0031) N1 * 0.0226 (0.0035) C1 * -0.0212 (0.0037) C2 * -0.0380 (0.0034) C3 * -0.0016 (0.0037) C4 * 0.0177 (0.0038) C5 * 0.0052 (0.0039) C6 * 0.0303 (0.0041) C7 * 0.0139 (0.0042) C8 * -0.0215 (0.0039) C9 * -0.0223 (0.0033) C10 * -0.0180 (0.0035) C11 3.4700 (0.0040) N1_$2 3.4803 (0.0050) C1_$2 3.5240 (0.0050) C2_$2 3.4851 (0.0048) C5_$2 3.4977 (0.0053) C6_$2 3.5252 (0.0047) C10_$2 3.5209 (0.0046) C11_$2 3.5174 (0.0022) Pt1_$2Rms deviation of fitted atoms = 0.0228

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	0.121378 (8)	0.501904 (14)	0.501179 (13)	0.01100 (7)
Cl1	0.16776 (5)	0.27601 (10)	0.54289 (9)	0.0177 (2)
S1	0.23482 (5)	0.57296 (10)	0.61446 (9)	0.0135 (2)
O1	0.25415 (16)	0.7153 (3)	0.6395 (3)	0.0207 (7)
N1	0.01517 (18)	0.4393 (4)	0.3907 (3)	0.0130 (7)
C1	−0.0056 (2)	0.3097 (4)	0.3637 (4)	0.0188 (9)
H1	0.0298	0.2412	0.4003	0.023*
C2	−0.0769 (2)	0.2759 (4)	0.2843 (4)	0.0198 (9)
H2	−0.0905	0.1849	0.2656	0.024*
C3	−0.1290 (2)	0.3759 (5)	0.2317 (4)	0.0179 (9)
H3	−0.1784	0.3542	0.1764	0.021*
C4	−0.1079 (3)	0.5076 (4)	0.2611 (4)	0.0156 (9)
H4	−0.1428	0.5771	0.2276	0.019*
C5	−0.0353 (2)	0.5373 (4)	0.3399 (4)	0.0128 (8)
C6	−0.0046 (2)	0.6714 (4)	0.3759 (4)	0.0141 (8)
C7	−0.0479 (2)	0.7861 (4)	0.3361 (4)	0.0226 (10)
H7	−0.0990	0.7784	0.2841	0.027*
C8	−0.0161 (3)	0.9104 (5)	0.3726 (5)	0.0286 (11)
H8	−0.0453	0.9885	0.3455	0.034*
C9	0.0584 (2)	0.9211 (4)	0.4488 (4)	0.0216 (9)
H9	0.0804	1.0066	0.4732	0.026*
C10	0.1010 (2)	0.8066 (4)	0.4897 (4)	0.0158 (8)
H10	0.1519	0.8155	0.5433	0.019*
C11	0.0714 (2)	0.6793 (4)	0.4545 (4)	0.0128 (8)
C12	0.2791 (2)	0.4911 (4)	0.7508 (4)	0.0183 (9)
H12A	0.3312	0.5089	0.7948	0.027*
H12B	0.2706	0.3948	0.7389	0.027*
H12C	0.2598	0.5247	0.7938	0.027*
C13	0.2836 (3)	0.5101 (4)	0.5582 (4)	0.0198 (10)
H13A	0.2636	0.5486	0.4816	0.030*
H13B	0.2791	0.4127	0.5519	0.030*
H13C	0.3348	0.5346	0.6101	0.030*

	U11	U22	U33	U12	U13	U23
Pt1	0.01044 (10)	0.00879 (10)	0.01265 (11)	0.00073 (6)	0.00587 (8)	0.00039 (5)
Cl1	0.0155 (5)	0.0109 (4)	0.0218 (5)	0.0024 (4)	0.0076 (4)	0.0010 (4)
S1	0.0114 (5)	0.0116 (5)	0.0152 (5)	0.0004 (4)	0.0062 (4)	−0.0005 (4)
O1	0.0144 (15)	0.0135 (15)	0.0254 (17)	−0.0006 (12)	0.0061 (13)	−0.0018 (13)
N1	0.0105 (16)	0.0156 (17)	0.0126 (16)	0.0001 (15)	0.0064 (14)	0.0002 (14)
C1	0.019 (2)	0.013 (2)	0.020 (2)	0.0007 (17)	0.0082 (19)	0.0022 (17)
C2	0.022 (2)	0.013 (2)	0.023 (2)	−0.0050 (18)	0.012 (2)	−0.0042 (17)
C3	0.014 (2)	0.021 (2)	0.019 (2)	−0.0037 (17)	0.0096 (18)	−0.0006 (17)
C4	0.017 (2)	0.014 (2)	0.017 (2)	0.0010 (16)	0.0104 (19)	0.0008 (15)
C5	0.015 (2)	0.0156 (19)	0.0109 (19)	0.0004 (17)	0.0088 (17)	0.0003 (16)
C6	0.015 (2)	0.012 (2)	0.015 (2)	0.0003 (16)	0.0081 (17)	−0.0006 (15)
C7	0.017 (2)	0.015 (2)	0.032 (3)	0.0022 (18)	0.012 (2)	0.0014 (19)
C8	0.021 (2)	0.014 (2)	0.041 (3)	0.0067 (18)	0.012 (2)	0.003 (2)
C9	0.018 (2)	0.012 (2)	0.033 (3)	−0.0042 (18)	0.013 (2)	−0.0027 (19)
C10	0.0127 (19)	0.017 (2)	0.016 (2)	0.0009 (17)	0.0064 (17)	0.0016 (16)
C11	0.014 (2)	0.0118 (18)	0.015 (2)	0.0023 (16)	0.0100 (17)	0.0014 (16)
C12	0.013 (2)	0.021 (2)	0.017 (2)	0.0016 (16)	0.0062 (19)	0.0009 (16)
C13	0.017 (2)	0.021 (2)	0.025 (2)	−0.0001 (17)	0.014 (2)	−0.0019 (17)

Pt1—C11	2.002 (4)	C3—H3	0.9500
Pt1—N1	2.069 (3)	C4—H4	0.9500
Pt1—S1	2.2181 (11)	C5—C6	1.464 (6)
Pt1—Cl1	2.4202 (10)	C6—C7	1.400 (6)
S1—O1	1.474 (3)	C6—C11	1.413 (6)
S1—C12	1.782 (5)	C7—C8	1.382 (6)
S1—C13	1.788 (5)	C7—H7	0.9500
N1—C5	1.355 (6)	C8—C9	1.386 (6)
N1—C1	1.359 (6)	C8—H8	0.9500
C1—C2	1.377 (6)	C9—C10	1.392 (6)
C2—C3	1.392 (6)	C9—H9	0.9500
C3—C4	1.384 (6)	C10—C11	1.393 (6)
C4—C5	1.385 (6)	C10—H10	0.9500
Pt1—C4i	3.525 (4)	C12—H12A	0.9800
Pt1—C4ii	3.523 (4)	C12—H12B	0.9800
Pt1—Pt1i	5.9946 (8)	C12—H12C	0.9800
Pt1—Pt1ii	5.4225 (9)	C13—H13A	0.9800
C1—H1	0.9500	C13—H13B	0.9800
C2—H2	0.9500	C13—H13C	0.9800
C11—Pt1—N1	80.28 (16)	C7—C6—C11	121.5 (4)
C11—Pt1—S1	98.69 (12)	C7—C6—C5	122.1 (4)
N1—Pt1—S1	177.97 (10)	C11—C6—C5	116.3 (4)
C11—Pt1—Cl1	173.26 (12)	C8—C7—C6	119.8 (4)
N1—Pt1—Cl1	92.98 (10)	C8—C7—H7	120.1
S1—Pt1—Cl1	88.05 (4)	C6—C7—H7	120.1
O1—S1—C12	106.22 (19)	C7—C8—C9	119.9 (4)
O1—S1—C13	106.0 (2)	C7—C8—H8	120.0
C12—S1—C13	101.9 (2)	C9—C8—H8	120.0
O1—S1—Pt1	122.98 (13)	C8—C9—C10	120.0 (4)
C12—S1—Pt1	109.74 (15)	C8—C9—H9	120.0
C13—S1—Pt1	107.97 (16)	C10—C9—H9	120.0
C5—N1—C1	119.6 (4)	C9—C10—C11	122.1 (4)
C5—N1—Pt1	116.0 (3)	C9—C10—H10	119.0
C1—N1—Pt1	124.4 (3)	C11—C10—H10	119.0
N1—C1—C2	121.2 (4)	C10—C11—C6	116.7 (4)
N1—C1—H1	119.4	C10—C11—Pt1	129.1 (3)
C2—C1—H1	119.4	C6—C11—Pt1	114.2 (3)
C1—C2—C3	119.5 (4)	S1—C12—H12A	109.5
C1—C2—H2	120.2	S1—C12—H12B	109.5
C3—C2—H2	120.2	H12A—C12—H12B	109.5
C4—C3—C2	119.1 (4)	S1—C12—H12C	109.5
C4—C3—H3	120.5	H12A—C12—H12C	109.5
C2—C3—H3	120.5	H12B—C12—H12C	109.5
C3—C4—C5	119.5 (4)	S1—C13—H13A	109.5
C3—C4—H4	120.3	S1—C13—H13B	109.5
C5—C4—H4	120.3	H13A—C13—H13B	109.5
N1—C5—C4	121.2 (4)	S1—C13—H13C	109.5
N1—C5—C6	113.2 (4)	H13A—C13—H13C	109.5
C4—C5—C6	125.6 (4)	H13B—C13—H13C	109.5
C11—Pt1—S1—O1	2.4 (2)	C4—C5—C6—C7	2.9 (7)
Cl1—Pt1—S1—O1	−177.83 (17)	N1—C5—C6—C11	1.3 (5)
C5—N1—C1—C2	0.9 (6)	C4—C5—C6—C11	−177.9 (4)
N1—C1—C2—C3	−0.8 (7)	C11—C6—C7—C8	0.9 (7)
C1—C2—C3—C4	−0.4 (6)	C5—C6—C7—C8	−179.9 (4)
C2—C3—C4—C5	1.6 (6)	C6—C7—C8—C9	−0.3 (8)
C1—N1—C5—C4	0.3 (6)	C7—C8—C9—C10	−0.9 (7)
C1—N1—C5—C6	−178.9 (4)	C8—C9—C10—C11	1.4 (7)
C3—C4—C5—N1	−1.5 (6)	C9—C10—C11—C6	−0.8 (6)
C3—C4—C5—C6	177.5 (4)	C7—C6—C11—C10	−0.4 (6)
N1—C5—C6—C7	−178.0 (4)	C5—C6—C11—C10	−179.6 (4)