Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680702898X/bt2390sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S160053680702898X/bt2390Isup2.hkl |
CCDC reference: 654784
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.020 Å
- R factor = 0.061
- wR factor = 0.116
- Data-to-parameter ratio = 13.8
checkCIF/PLATON results
No syntax errors found
Alert level B PLAT029_ALERT_3_B _diffrn_measured_fraction_theta_full Low ....... 0.94
Alert level C REFLT03_ALERT_3_C Reflection count < 95% complete From the CIF: _diffrn_reflns_theta_max 25.00 From the CIF: _diffrn_reflns_theta_full 25.00 From the CIF: _reflns_number_total 2515 TEST2: Reflns within _diffrn_reflns_theta_max Count of symmetry unique reflns 2662 Completeness (_total/calc) 94.48% PLAT022_ALERT_3_C Ratio Unique / Expected Reflections too Low .... 0.94 PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical . ? PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C9 PLAT342_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang ... 20
Alert level G PLAT794_ALERT_5_G Check Predicted Bond Valency for Pt1 (2) 3.06
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 5 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 1 ALERT type 2 Indicator that the structure model may be wrong or deficient 4 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion 1 ALERT type 5 Informative message, check
The title compound was synthesized by the treatment of Chlorido{1-[2-(methylsulfanyl)phenyldiazenyl]phenyl–κ3C,N,S}platinum(II) with chlorinated acetonitrile following a reported procedure (Chattopadhyay et al., 1991) (Yield 74%).
H atoms were included at calculated positions as riding atoms with C–H set to 0.93 Å for (aromatic) and 0.96 Å for (CH3) H atoms, with Uiso(H) = 1.2Ueq(C) (1.5Ueq for methyl group). Some low-angle reflections were excluded from the refinement, as they were probably obscured by the beam stop.
The intramolecular C—H bond activation of aryl rings using platinum(II) is important in synthetic chemistry. There has been intense interest in C—H bond activation by platinum complexes (Lersch & Tilset, 2005; Rendina & Puddephatt, 1997). The oxidation of divalent cycloplatinates by halogens affords tetravalent cycloplatinates (Yahav et al., 2005) and the structures of few tetravalent platinum complexes have appeared in literature (Chattopadhyay et al., 1991; van Beek et al., 1986). Herein, we report the X-ray crystallographic study of the title compound.
The molecular structure of the title compound is shown in Fig. 1, with the atom numbering scheme. The platinum atom is hexa-coordinated with a donor set of six atoms in an approximately octahedral geometry. The packing arrangement of the title compound is shown in Fig. 2. The N=N bond length is slightly greater than the typical value (Chattopadhyay et al., 1991). The metal carbon and metal sulfur bond lengths are very close to the typical values; all the three Pt—Cl bond lengths are very close and are also close to the reported values (Chattopadhyay et al., 1991).
There are intra and intermolecular C—H···Cl hydrogen bonding interactions (Table 2, Fig. 3) in the title compound. A chain structure results by the intermolecular hydrogen-bonds where C13 atom in the molecule acts as a hydrogen-bond donor, via H13B, to the Cl1 atom of another molecule [Symmetry code: (i) -1 + x, y, z] (Table 2) (Fig. 3). A weak intermolecular π—π interaction (Bagchi et al., 2007) arranges the molecules in an anti parallel fashion (Fig. 4). The Cg3—Cg3ii [Symmetry code: (ii) -x, 1 - y, 1-z. Cg3 is the centroid of C1—C6 ring.] distance is 3.924 (8) Å and the perpendicular distance is 3.656 Å with a slippage of 1.424 Å.
For related literature, see: Bagchi et al. (2007); van Beek et al. (1986); Chattopadhyay et al. (1991); Lersch & Tilset (2005); Rendina & Puddephatt (1997); Yahav et al. (2005).
Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL.
[Pt(C13H11N2S)Cl3] | F(000) = 992 |
Mr = 528.74 | Dx = 2.317 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 2515 reflections |
a = 7.765 (2) Å | θ = 2.1–25.0° |
b = 16.858 (5) Å | µ = 9.91 mm−1 |
c = 12.031 (3) Å | T = 295 K |
β = 105.799 (5)° | Block, yellow |
V = 1515.4 (7) Å3 | 0.41 × 0.16 × 0.15 mm |
Z = 4 |
Bruker SMART CCD area-detector diffractometer | 2515 independent reflections |
Radiation source: fine-focus sealed tube | 2339 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.082 |
φ and ω scans | θmax = 25.0°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −9→9 |
Tmin = 0.163, Tmax = 0.225 | k = −20→20 |
13366 measured reflections | l = −14→14 |
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)] = 0.061 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.116 | H-atom parameters constrained |
S = 1.25 | w = 1/[σ2(Fo2) + (0.0331P)2 + 10.465P] where P = (Fo2 + 2Fc2)/3 |
2515 reflections | (Δ/σ)max < 0.001 |
182 parameters | Δρmax = 1.42 e Å−3 |
0 restraints | Δρmin = −2.85 e Å−3 |
[Pt(C13H11N2S)Cl3] | V = 1515.4 (7) Å3 |
Mr = 528.74 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 7.765 (2) Å | µ = 9.91 mm−1 |
b = 16.858 (5) Å | T = 295 K |
c = 12.031 (3) Å | 0.41 × 0.16 × 0.15 mm |
β = 105.799 (5)° |
Bruker SMART CCD area-detector diffractometer | 2515 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 2339 reflections with I > 2σ(I) |
Tmin = 0.163, Tmax = 0.225 | Rint = 0.082 |
13366 measured reflections |
R[F2 > 2σ(F2)] = 0.061 | 0 restraints |
wR(F2) = 0.116 | H-atom parameters constrained |
S = 1.25 | w = 1/[σ2(Fo2) + (0.0331P)2 + 10.465P] where P = (Fo2 + 2Fc2)/3 |
2515 reflections | Δρmax = 1.42 e Å−3 |
182 parameters | Δρmin = −2.85 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 | ||
N2 | 0.3697 (12) | 0.3572 (6) | 0.4335 (9) | 0.038 (3) | |
C13 | −0.1878 (15) | 0.4983 (8) | 0.1296 (13) | 0.049 (4) | |
H13A | −0.2277 | 0.5445 | 0.1622 | 0.074* | |
H13B | −0.2244 | 0.4515 | 0.1624 | 0.074* | |
H13C | −0.2393 | 0.4981 | 0.0474 | 0.074* | |
C3 | 0.2107 (19) | 0.5732 (8) | 0.5385 (13) | 0.052 (4) | |
H3 | 0.2400 | 0.5884 | 0.6157 | 0.062* | |
C9 | 0.580 (2) | 0.1686 (10) | 0.4006 (17) | 0.073 (5) | |
H9 | 0.6655 | 0.1338 | 0.4439 | 0.088* | |
Pt1 | 0.18423 (6) | 0.36801 (3) | 0.19692 (4) | 0.03112 (19) | |
S1 | 0.0533 (4) | 0.49996 (18) | 0.1610 (3) | 0.0383 (7) | |
Cl3 | −0.0645 (4) | 0.31058 (19) | 0.2355 (3) | 0.0462 (8) | |
Cl1 | 0.4357 (4) | 0.4267 (2) | 0.1665 (3) | 0.0467 (8) | |
Cl2 | 0.0959 (5) | 0.3211 (2) | 0.0091 (3) | 0.0502 (9) | |
N1 | 0.2666 (13) | 0.4032 (6) | 0.3610 (8) | 0.036 (2) | |
C12 | 0.3348 (16) | 0.2734 (7) | 0.2651 (12) | 0.039 (3) | |
C6 | 0.1158 (16) | 0.5285 (7) | 0.3087 (11) | 0.038 (3) | |
C1 | 0.2150 (15) | 0.4783 (7) | 0.3953 (11) | 0.036 (3) | |
C7 | 0.4102 (17) | 0.2864 (7) | 0.3837 (12) | 0.044 (3) | |
C8 | 0.5301 (18) | 0.2333 (8) | 0.4501 (13) | 0.050 (4) | |
H8 | 0.5763 | 0.2420 | 0.5289 | 0.060* | |
C4 | 0.113 (2) | 0.6234 (8) | 0.4548 (14) | 0.058 (4) | |
H4 | 0.0757 | 0.6720 | 0.4763 | 0.070* | |
C10 | 0.501 (2) | 0.1546 (9) | 0.2809 (15) | 0.061 (4) | |
H10 | 0.5317 | 0.1095 | 0.2460 | 0.073* | |
C2 | 0.2650 (18) | 0.5011 (8) | 0.5083 (12) | 0.045 (3) | |
H2 | 0.3353 | 0.4679 | 0.5644 | 0.054* | |
C11 | 0.3794 (19) | 0.2074 (8) | 0.2171 (13) | 0.050 (4) | |
H11 | 0.3269 | 0.1973 | 0.1392 | 0.060* | |
C5 | 0.0690 (17) | 0.6028 (7) | 0.3395 (14) | 0.046 (3) | |
H5 | 0.0087 | 0.6384 | 0.2832 | 0.056* |
U11 | U22 | U33 | U12 | U13 | U23 | |
N2 | 0.023 (5) | 0.041 (6) | 0.055 (7) | −0.014 (5) | 0.020 (5) | 0.006 (5) |
C13 | 0.023 (6) | 0.044 (8) | 0.076 (11) | 0.008 (6) | 0.004 (6) | −0.001 (7) |
C3 | 0.054 (9) | 0.041 (8) | 0.059 (10) | −0.009 (7) | 0.014 (7) | −0.017 (7) |
C9 | 0.053 (10) | 0.050 (10) | 0.112 (16) | 0.038 (8) | 0.014 (10) | 0.020 (10) |
Pt1 | 0.0311 (3) | 0.0261 (3) | 0.0346 (3) | −0.0006 (2) | 0.00616 (19) | 0.0012 (2) |
S1 | 0.0403 (17) | 0.0294 (16) | 0.0424 (19) | 0.0008 (13) | 0.0062 (14) | 0.0065 (14) |
Cl3 | 0.0432 (18) | 0.0395 (18) | 0.060 (2) | −0.0096 (14) | 0.0199 (16) | −0.0019 (16) |
Cl1 | 0.0351 (17) | 0.049 (2) | 0.057 (2) | −0.0091 (14) | 0.0135 (15) | 0.0054 (16) |
Cl2 | 0.060 (2) | 0.045 (2) | 0.0408 (19) | −0.0004 (16) | 0.0067 (16) | −0.0042 (15) |
N1 | 0.045 (6) | 0.029 (5) | 0.030 (6) | −0.005 (5) | 0.004 (5) | 0.006 (5) |
C12 | 0.031 (7) | 0.028 (7) | 0.054 (9) | 0.007 (5) | 0.004 (6) | 0.014 (6) |
C6 | 0.038 (7) | 0.023 (6) | 0.050 (8) | 0.000 (5) | 0.006 (6) | 0.000 (6) |
C1 | 0.030 (6) | 0.027 (6) | 0.053 (8) | 0.001 (5) | 0.011 (6) | −0.003 (6) |
C7 | 0.044 (8) | 0.034 (7) | 0.053 (9) | 0.019 (6) | 0.013 (7) | 0.014 (6) |
C8 | 0.046 (8) | 0.053 (9) | 0.048 (9) | 0.013 (7) | 0.008 (7) | 0.014 (7) |
C4 | 0.062 (10) | 0.040 (8) | 0.068 (11) | 0.015 (7) | 0.010 (8) | −0.009 (8) |
C10 | 0.063 (10) | 0.044 (9) | 0.077 (12) | 0.011 (7) | 0.022 (9) | −0.010 (8) |
C2 | 0.050 (8) | 0.041 (8) | 0.041 (8) | −0.008 (6) | 0.006 (6) | −0.008 (6) |
C11 | 0.055 (9) | 0.036 (8) | 0.060 (10) | 0.011 (7) | 0.018 (7) | −0.001 (7) |
C5 | 0.041 (7) | 0.024 (6) | 0.072 (10) | 0.005 (6) | 0.010 (7) | −0.005 (7) |
N2—N1 | 1.274 (13) | Pt1—S1 | 2.435 (3) |
N2—C7 | 1.409 (16) | S1—C6 | 1.776 (13) |
C13—S1 | 1.807 (11) | N1—C1 | 1.422 (15) |
C13—H13A | 0.9600 | C12—C11 | 1.343 (18) |
C13—H13B | 0.9600 | C12—C7 | 1.404 (19) |
C13—H13C | 0.9600 | C6—C5 | 1.382 (17) |
C3—C2 | 1.369 (19) | C6—C1 | 1.400 (17) |
C3—C4 | 1.37 (2) | C1—C2 | 1.365 (17) |
C3—H3 | 0.9300 | C7—C8 | 1.378 (17) |
C9—C8 | 1.35 (2) | C8—H8 | 0.9300 |
C9—C10 | 1.42 (2) | C4—C5 | 1.38 (2) |
C9—H9 | 0.9300 | C4—H4 | 0.9300 |
Pt1—N1 | 1.992 (10) | C10—C11 | 1.37 (2) |
Pt1—C12 | 2.015 (11) | C10—H10 | 0.9300 |
Pt1—Cl1 | 2.306 (3) | C2—H2 | 0.9300 |
Pt1—Cl2 | 2.315 (3) | C11—H11 | 0.9300 |
Pt1—Cl3 | 2.317 (3) | C5—H5 | 0.9300 |
N1—N2—C7 | 113.3 (11) | N2—N1—Pt1 | 118.1 (8) |
S1—C13—H13A | 109.5 | C1—N1—Pt1 | 120.8 (8) |
S1—C13—H13B | 109.5 | C11—C12—C7 | 118.8 (12) |
H13A—C13—H13B | 109.5 | C11—C12—Pt1 | 132.1 (11) |
S1—C13—H13C | 109.5 | C7—C12—Pt1 | 109.0 (9) |
H13A—C13—H13C | 109.5 | C5—C6—C1 | 118.7 (13) |
H13B—C13—H13C | 109.5 | C5—C6—S1 | 119.6 (10) |
C2—C3—C4 | 120.1 (14) | C1—C6—S1 | 121.7 (9) |
C2—C3—H3 | 120.0 | C2—C1—C6 | 121.4 (12) |
C4—C3—H3 | 120.0 | C2—C1—N1 | 120.9 (11) |
C8—C9—C10 | 118.9 (13) | C6—C1—N1 | 117.6 (11) |
C8—C9—H9 | 120.6 | C8—C7—C12 | 121.1 (12) |
C10—C9—H9 | 120.6 | C8—C7—N2 | 119.9 (13) |
N1—Pt1—C12 | 80.7 (5) | C12—C7—N2 | 118.9 (11) |
N1—Pt1—Cl1 | 88.4 (3) | C9—C8—C7 | 120.0 (15) |
C12—Pt1—Cl1 | 89.0 (4) | C9—C8—H8 | 120.0 |
N1—Pt1—Cl2 | 177.1 (3) | C7—C8—H8 | 120.0 |
C12—Pt1—Cl2 | 96.4 (4) | C3—C4—C5 | 121.2 (13) |
Cl1—Pt1—Cl2 | 91.74 (13) | C3—C4—H4 | 119.4 |
N1—Pt1—Cl3 | 89.2 (3) | C5—C4—H4 | 119.4 |
C12—Pt1—Cl3 | 90.6 (4) | C11—C10—C9 | 120.1 (14) |
Cl1—Pt1—Cl3 | 177.63 (12) | C11—C10—H10 | 119.9 |
Cl2—Pt1—Cl3 | 90.63 (13) | C9—C10—H10 | 119.9 |
N1—Pt1—S1 | 84.8 (3) | C1—C2—C3 | 119.4 (13) |
C12—Pt1—S1 | 164.4 (4) | C1—C2—H2 | 120.3 |
Cl1—Pt1—S1 | 84.84 (12) | C3—C2—H2 | 120.3 |
Cl2—Pt1—S1 | 98.05 (12) | C12—C11—C10 | 121.1 (14) |
Cl3—Pt1—S1 | 94.99 (11) | C12—C11—H11 | 119.5 |
C6—S1—C13 | 101.5 (6) | C10—C11—H11 | 119.5 |
C6—S1—Pt1 | 94.7 (4) | C4—C5—C6 | 119.1 (13) |
C13—S1—Pt1 | 112.4 (5) | C4—C5—H5 | 120.5 |
N2—N1—C1 | 121.1 (10) | C6—C5—H5 | 120.5 |
N1—Pt1—S1—C6 | −3.3 (5) | C13—S1—C6—C1 | 116.4 (11) |
C12—Pt1—S1—C6 | −25.2 (15) | Pt1—S1—C6—C1 | 2.3 (10) |
Cl1—Pt1—S1—C6 | −92.2 (4) | C5—C6—C1—C2 | 0.2 (19) |
Cl2—Pt1—S1—C6 | 176.8 (4) | S1—C6—C1—C2 | 178.9 (10) |
Cl3—Pt1—S1—C6 | 85.5 (4) | C5—C6—C1—N1 | −178.0 (11) |
N1—Pt1—S1—C13 | −107.8 (6) | S1—C6—C1—N1 | 0.7 (16) |
C12—Pt1—S1—C13 | −129.6 (15) | N2—N1—C1—C2 | −4.3 (17) |
Cl1—Pt1—S1—C13 | 163.4 (5) | Pt1—N1—C1—C2 | 177.2 (9) |
Cl2—Pt1—S1—C13 | 72.3 (5) | N2—N1—C1—C6 | 173.9 (10) |
Cl3—Pt1—S1—C13 | −19.0 (5) | Pt1—N1—C1—C6 | −4.6 (14) |
C7—N2—N1—C1 | −178.5 (10) | C11—C12—C7—C8 | 1 (2) |
C7—N2—N1—Pt1 | 0.1 (12) | Pt1—C12—C7—C8 | −175.2 (11) |
Cl1—Pt1—N1—N2 | −88.8 (8) | C11—C12—C7—N2 | 177.3 (12) |
Cl3—Pt1—N1—N2 | 91.2 (8) | Pt1—C12—C7—N2 | 1.1 (14) |
S1—Pt1—N1—N2 | −173.8 (8) | N1—N2—C7—C8 | 175.5 (11) |
Cl1—Pt1—N1—C1 | 89.7 (8) | N1—N2—C7—C12 | −0.8 (16) |
Cl3—Pt1—N1—C1 | −90.3 (8) | C10—C9—C8—C7 | −3 (2) |
S1—Pt1—N1—C1 | 4.8 (8) | C12—C7—C8—C9 | 2 (2) |
N1—Pt1—C12—C11 | −176.3 (14) | N2—C7—C8—C9 | −174.5 (13) |
Cl1—Pt1—C12—C11 | −87.8 (13) | C2—C3—C4—C5 | −1 (2) |
Cl2—Pt1—C12—C11 | 3.9 (13) | C8—C9—C10—C11 | 2 (2) |
Cl3—Pt1—C12—C11 | 94.6 (13) | C6—C1—C2—C3 | 2.8 (19) |
S1—Pt1—C12—C11 | −154.2 (11) | N1—C1—C2—C3 | −179.0 (11) |
N1—Pt1—C12—C7 | −0.8 (9) | C4—C3—C2—C1 | −3 (2) |
Cl1—Pt1—C12—C7 | 87.8 (9) | C7—C12—C11—C10 | −2 (2) |
Cl2—Pt1—C12—C7 | 179.4 (8) | Pt1—C12—C11—C10 | 172.9 (11) |
Cl3—Pt1—C12—C7 | −89.9 (9) | C9—C10—C11—C12 | 1 (2) |
S1—Pt1—C12—C7 | 21 (2) | C3—C4—C5—C6 | 4 (2) |
C13—S1—C6—C5 | −64.9 (11) | C1—C6—C5—C4 | −3.4 (19) |
Pt1—S1—C6—C5 | −179.0 (10) | S1—C6—C5—C4 | 177.8 (11) |
D—H···A | D—H | H···A | D···A | D—H···A |
C13—H13B···Cl1i | 0.96 | 2.69 | 3.302 (13) | 123 |
C13—H13B···Cl3 | 0.96 | 2.71 | 3.448 (14) | 134 |
Symmetry code: (i) x−1, y, z. |
Experimental details
Crystal data | |
Chemical formula | [Pt(C13H11N2S)Cl3] |
Mr | 528.74 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 295 |
a, b, c (Å) | 7.765 (2), 16.858 (5), 12.031 (3) |
β (°) | 105.799 (5) |
V (Å3) | 1515.4 (7) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 9.91 |
Crystal size (mm) | 0.41 × 0.16 × 0.15 |
Data collection | |
Diffractometer | Bruker SMART CCD area-detector |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.163, 0.225 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 13366, 2515, 2339 |
Rint | 0.082 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.061, 0.116, 1.25 |
No. of reflections | 2515 |
No. of parameters | 182 |
H-atom treatment | H-atom parameters constrained |
w = 1/[σ2(Fo2) + (0.0331P)2 + 10.465P] where P = (Fo2 + 2Fc2)/3 | |
Δρmax, Δρmin (e Å−3) | 1.42, −2.85 |
Computer programs: SMART (Bruker, 1998), SAINT (Bruker, 1998), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 1997), SHELXTL.
N2—N1 | 1.274 (13) | Pt1—Cl2 | 2.315 (3) |
Pt1—N1 | 1.992 (10) | Pt1—Cl3 | 2.317 (3) |
Pt1—C12 | 2.015 (11) | Pt1—S1 | 2.435 (3) |
Pt1—Cl1 | 2.306 (3) | ||
N1—Pt1—C12 | 80.7 (5) | C12—Pt1—Cl3 | 90.6 (4) |
N1—Pt1—Cl1 | 88.4 (3) | Cl2—Pt1—Cl3 | 90.63 (13) |
C12—Pt1—Cl1 | 89.0 (4) | N1—Pt1—S1 | 84.8 (3) |
C12—Pt1—Cl2 | 96.4 (4) | Cl1—Pt1—S1 | 84.84 (12) |
Cl1—Pt1—Cl2 | 91.74 (13) | Cl2—Pt1—S1 | 98.05 (12) |
N1—Pt1—Cl3 | 89.2 (3) | Cl3—Pt1—S1 | 94.99 (11) |
D—H···A | D—H | H···A | D···A | D—H···A |
C13—H13B···Cl1i | 0.96 | 2.69 | 3.302 (13) | 123 |
C13—H13B···Cl3 | 0.96 | 2.71 | 3.448 (14) | 134 |
Symmetry code: (i) x−1, y, z. |
The intramolecular C—H bond activation of aryl rings using platinum(II) is important in synthetic chemistry. There has been intense interest in C—H bond activation by platinum complexes (Lersch & Tilset, 2005; Rendina & Puddephatt, 1997). The oxidation of divalent cycloplatinates by halogens affords tetravalent cycloplatinates (Yahav et al., 2005) and the structures of few tetravalent platinum complexes have appeared in literature (Chattopadhyay et al., 1991; van Beek et al., 1986). Herein, we report the X-ray crystallographic study of the title compound.
The molecular structure of the title compound is shown in Fig. 1, with the atom numbering scheme. The platinum atom is hexa-coordinated with a donor set of six atoms in an approximately octahedral geometry. The packing arrangement of the title compound is shown in Fig. 2. The N=N bond length is slightly greater than the typical value (Chattopadhyay et al., 1991). The metal carbon and metal sulfur bond lengths are very close to the typical values; all the three Pt—Cl bond lengths are very close and are also close to the reported values (Chattopadhyay et al., 1991).
There are intra and intermolecular C—H···Cl hydrogen bonding interactions (Table 2, Fig. 3) in the title compound. A chain structure results by the intermolecular hydrogen-bonds where C13 atom in the molecule acts as a hydrogen-bond donor, via H13B, to the Cl1 atom of another molecule [Symmetry code: (i) -1 + x, y, z] (Table 2) (Fig. 3). A weak intermolecular π—π interaction (Bagchi et al., 2007) arranges the molecules in an anti parallel fashion (Fig. 4). The Cg3—Cg3ii [Symmetry code: (ii) -x, 1 - y, 1-z. Cg3 is the centroid of C1—C6 ring.] distance is 3.924 (8) Å and the perpendicular distance is 3.656 Å with a slippage of 1.424 Å.