cis-Dichlorido(dimethyl sulfoxide-κS)(N,N,N',N'-tetra-methyl-guanidine-κN'')platinum(II).

In the title compound, cis-[PtCl(2)(C(5)H(13)N(3))(C(2)H(6)OS)], the four-coordinate Pt(II) atom is bonded to one N atom of the N,N,N',N'-tetra-methyl-guanidine ligand, one dimethyl sulfoxide S atom and two chloride ligands, forming a cis-square-planar geometry. The bond lengths and angles of the N-Pt-Cl functionality are typical for imine dichloridoplatinum(II) complexes. The H atom of the imino group is oriented towards the O atom of the sulfoxide group of a neighboring mol-ecule and forms an N-H⋯O hydrogen bond.

Related literature

For guanidines serving as nucleophiles towards metal-activated nitriles at PtII and PtIV atoms, see: Gushchin et al. (2007 ▶, 2008 ▶); Tyan et al. (2008 ▶). For related structures, see: Bokach et al. (2003 ▶); Fairlie et al. (1997 ▶); Gonzalez et al. (2002 ▶); Makarycheva-Mikhailova et al. (2003 ▶). For a description of the Cambridge Structural Database, see: Allen (2002 ▶). For standard bond lengths, see: Allen et al. (1987 ▶).

Experimental

Crystal data

[PtCl2(C5H13N3)(C2H6OS)]

M = 459.30

Monoclinic,

a = 10.1577 (5) Å

b = 19.1711 (8) Å

c = 8.6536 (3) Å

β = 119.304 (2)°

V = 1469.51 (11) Å3

Z = 4

Mo Kα radiation

μ = 10.04 mm−1

T = 120 K

0.24 × 0.13 × 0.12 mm

Data collection

Nonius KappaCCD diffractometer

Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997 ▶) T min = 0.151, T max = 0.299

12560 measured reflections

3280 independent reflections

3044 reflections with I > 2σ(I)

R int = 0.041

Refinement

R[F 2 > 2σ(F 2)] = 0.023

wR(F 2) = 0.045

S = 1.03

3280 reflections

142 parameters

2 restraints

H-atom parameters constrained

Δρmax = 1.49 e Å−3

Δρmin = −1.64 e Å−3

Absolute structure: Flack (1983 ▶), 1598 Friedel pairs

Flack parameter: 0.008 (6)

Data collection: COLLECT (Nonius, 1998 ▶); cell refinement: DENZO/SCALEPACK (Otwinowski & Minor, 1997 ▶); data reduction: DENZO/SCALEPACK; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 2007 ▶); software used to prepare material for publication: SHELXL97.

Click here for additional data file.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S160053681300130X/hg5281sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681300130X/hg5281Isup2.hkl

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

[PtCl2(C5H13N3)(C2H6OS)]	F(000) = 872
Mr = 459.30	Dx = 2.076 Mg m−3
Monoclinic, Cc	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: C -2yc	Cell parameters from 6239 reflections
a = 10.1577 (5) Å	θ = 1.0–27.5°
b = 19.1711 (8) Å	µ = 10.04 mm−1
c = 8.6536 (3) Å	T = 120 K
β = 119.304 (2)°	Block, pale yellow
V = 1469.51 (11) Å3	0.24 × 0.13 × 0.12 mm
Z = 4

Nonius KappaCCD diffractometer	3280 independent reflections
Radiation source: fine-focus sealed tube	3044 reflections with I > 2σ(I)
Horizontally mounted graphite crystal monochromator	Rint = 0.041
Detector resolution: 9 pixels mm-1	θmax = 27.5°, θmin = 3.4°
φ scans and ω scans with κ offset	h = −13→13
Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997)	k = −24→24
Tmin = 0.151, Tmax = 0.299	l = −11→11
12560 measured reflections

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: mixed
R[F2 > 2σ(F2)] = 0.023	H-atom parameters constrained
wR(F2) = 0.045	w = 1/[σ2(Fo2) + (0.P)2] where P = (Fo2 + 2Fc2)/3
S = 1.03	(Δ/σ)max = 0.002
3280 reflections	Δρmax = 1.49 e Å−3
142 parameters	Δρmin = −1.64 e Å−3
2 restraints	Absolute structure: Flack (1983), 1598 Friedel pairs
Primary atom site location: structure-invariant direct methods	Flack parameter: 0.008 (6)

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 > 2sigma(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	0.96648 (6)	0.110788 (7)	1.03671 (6)	0.01299 (6)
Cl1	1.20421 (15)	0.15985 (7)	1.14273 (16)	0.0221 (3)
Cl2	0.9945 (3)	0.11372 (8)	1.3201 (3)	0.0229 (6)
S1	0.9352 (2)	0.10943 (7)	0.7678 (3)	0.0133 (5)
O1	0.7956 (4)	0.07948 (18)	0.6268 (4)	0.0197 (7)
N1	0.7691 (5)	0.0608 (2)	0.9550 (5)	0.0172 (9)
H1N	0.7766	0.0172	0.9792	0.026*
N2	0.5880 (5)	0.1425 (2)	0.7857 (6)	0.0201 (9)
N3	0.5363 (5)	0.0249 (2)	0.7283 (5)	0.0170 (9)
C1	0.6341 (6)	0.0760 (3)	0.8237 (6)	0.0162 (10)
C2	0.6478 (7)	0.1974 (3)	0.9182 (7)	0.0281 (12)
H2A	0.6875	0.1769	1.0365	0.042*
H2B	0.5671	0.2305	0.8972	0.042*
H2C	0.7291	0.2218	0.9105	0.042*
C3	0.4915 (7)	0.1652 (3)	0.6032 (7)	0.0329 (13)
H3A	0.4858	0.1281	0.5220	0.049*
H3B	0.5340	0.2074	0.5807	0.049*
H3C	0.3901	0.1752	0.5843	0.049*
C4	0.5856 (6)	−0.0446 (2)	0.7127 (6)	0.0201 (11)
H4A	0.6924	−0.0432	0.7446	0.030*
H4B	0.5253	−0.0610	0.5904	0.030*
H4C	0.5723	−0.0764	0.7926	0.030*
C5	0.3737 (6)	0.0318 (3)	0.6638 (8)	0.0300 (13)
H5A	0.3546	0.0749	0.7105	0.045*
H5B	0.3384	−0.0082	0.7039	0.045*
H5C	0.3197	0.0334	0.5340	0.045*
C6	0.9526 (7)	0.1948 (3)	0.7012 (7)	0.0250 (12)
H6A	0.9526	0.1926	0.5880	0.038*
H6B	1.0473	0.2157	0.7914	0.038*
H6C	0.8674	0.2234	0.6872	0.038*
C7	1.0888 (6)	0.0668 (3)	0.7656 (6)	0.0189 (11)
H7A	1.0886	0.0174	0.7943	0.028*
H7B	1.1836	0.0884	0.8537	0.028*
H7C	1.0791	0.0711	0.6477	0.028*

	U11	U22	U33	U12	U13	U23
Pt1	0.01236 (9)	0.01404 (8)	0.01011 (8)	−0.00112 (17)	0.00359 (6)	−0.00035 (14)
Cl1	0.0163 (6)	0.0239 (6)	0.0214 (6)	−0.0052 (5)	0.0056 (5)	−0.0047 (5)
Cl2	0.0297 (13)	0.0281 (12)	0.0108 (10)	−0.0039 (8)	0.0099 (9)	−0.0004 (6)
S1	0.0130 (10)	0.0138 (10)	0.0105 (9)	0.0002 (6)	0.0037 (8)	0.0016 (6)
O1	0.018 (2)	0.0257 (19)	0.0129 (17)	0.0000 (15)	0.0058 (15)	−0.0009 (14)
N1	0.021 (2)	0.016 (2)	0.013 (2)	−0.0045 (17)	0.0072 (18)	0.0003 (16)
N2	0.016 (2)	0.018 (2)	0.022 (2)	0.0048 (18)	0.0057 (19)	0.0029 (18)
N3	0.010 (2)	0.019 (2)	0.020 (2)	−0.0008 (17)	0.0053 (18)	−0.0029 (17)
C1	0.013 (3)	0.022 (3)	0.016 (2)	−0.001 (2)	0.009 (2)	0.002 (2)
C2	0.027 (3)	0.021 (3)	0.030 (3)	0.005 (2)	0.008 (3)	−0.002 (2)
C3	0.026 (3)	0.029 (3)	0.026 (3)	0.002 (3)	−0.001 (3)	0.006 (2)
C4	0.019 (3)	0.019 (3)	0.017 (2)	0.000 (2)	0.006 (2)	−0.006 (2)
C5	0.014 (3)	0.032 (3)	0.044 (4)	−0.003 (2)	0.014 (3)	−0.010 (3)
C6	0.029 (3)	0.021 (3)	0.021 (3)	0.001 (2)	0.009 (2)	0.005 (2)
C7	0.016 (3)	0.019 (3)	0.017 (2)	0.004 (2)	0.004 (2)	−0.002 (2)

Pt1—N1	2.013 (4)	C2—H2C	0.9800
Pt1—S1	2.189 (2)	C3—H3A	0.9800
Pt1—Cl1	2.3214 (13)	C3—H3B	0.9800
Pt1—Cl2	2.327 (2)	C3—H3C	0.9800
S1—O1	1.462 (4)	C4—H4A	0.9800
S1—C7	1.769 (5)	C4—H4B	0.9800
S1—C6	1.773 (5)	C4—H4C	0.9800
N1—C1	1.316 (6)	C5—H5A	0.9800
N1—H1N	0.8556	C5—H5B	0.9800
N2—C1	1.342 (7)	C5—H5C	0.9800
N2—C2	1.452 (7)	C6—H6A	0.9800
N2—C3	1.459 (7)	C6—H6B	0.9800
N3—C1	1.352 (6)	C6—H6C	0.9800
N3—C4	1.451 (6)	C7—H7A	0.9800
N3—C5	1.467 (6)	C7—H7B	0.9800
C2—H2A	0.9800	C7—H7C	0.9800
C2—H2B	0.9800
N1—Pt1—S1	91.13 (12)	N2—C3—H3A	109.5
N1—Pt1—Cl1	175.21 (12)	N2—C3—H3B	109.5
S1—Pt1—Cl1	90.38 (7)	H3A—C3—H3B	109.5
N1—Pt1—Cl2	88.20 (12)	N2—C3—H3C	109.5
S1—Pt1—Cl2	178.66 (11)	H3A—C3—H3C	109.5
Cl1—Pt1—Cl2	90.38 (7)	H3B—C3—H3C	109.5
O1—S1—C7	108.1 (2)	N3—C4—H4A	109.5
O1—S1—C6	107.6 (3)	N3—C4—H4B	109.5
C7—S1—C6	101.2 (3)	H4A—C4—H4B	109.5
O1—S1—Pt1	117.94 (19)	N3—C4—H4C	109.5
C7—S1—Pt1	110.29 (19)	H4A—C4—H4C	109.5
C6—S1—Pt1	110.4 (2)	H4B—C4—H4C	109.5
C1—N1—Pt1	129.5 (3)	N3—C5—H5A	109.5
C1—N1—H1N	111.0	N3—C5—H5B	109.5
Pt1—N1—H1N	115.1	H5A—C5—H5B	109.5
C1—N2—C2	122.2 (4)	N3—C5—H5C	109.5
C1—N2—C3	121.1 (4)	H5A—C5—H5C	109.5
C2—N2—C3	116.1 (4)	H5B—C5—H5C	109.5
C1—N3—C4	122.5 (4)	S1—C6—H6A	109.5
C1—N3—C5	121.4 (4)	S1—C6—H6B	109.5
C4—N3—C5	115.0 (4)	H6A—C6—H6B	109.5
N1—C1—N2	120.9 (5)	S1—C6—H6C	109.5
N1—C1—N3	120.7 (4)	H6A—C6—H6C	109.5
N2—C1—N3	118.4 (4)	H6B—C6—H6C	109.5
N2—C2—H2A	109.5	S1—C7—H7A	109.5
N2—C2—H2B	109.5	S1—C7—H7B	109.5
H2A—C2—H2B	109.5	H7A—C7—H7B	109.5
N2—C2—H2C	109.5	S1—C7—H7C	109.5
H2A—C2—H2C	109.5	H7A—C7—H7C	109.5
H2B—C2—H2C	109.5	H7B—C7—H7C	109.5

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1N···O1i	0.86	2.21	3.021 (5)	159

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1N⋯O1i	0.86	2.21	3.021 (5)	159

Symmetry code: (i) .