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Acta Crystallogr Sect E Struct Rep Online. 2010 June 1; 66(Pt 6): m688.
Published online 2010 May 22. doi:  10.1107/S1600536810017824
PMCID: PMC2979533

Chlorido{N-[2-(diphenylphosphanyl)benz­ylidene]-2-(2-thienyl)ethanamine-κ2 N,P}methylpalladium(II) dichloromethane hemisolvate

Abstract

In the title compound, [Pd(CH3)Cl(C25H22NPS)]·0.5C2H2Cl2, the PdII atom is coordinated by the N,P-bidentate ligand, a methyl group and a chloride ion, generating a distorted square-planar PdCClNS coordination geometry, with the N and Cl atoms trans. The thio­phene ring is equally disordered over two orientations and the dichloro­methane solvent mol­ecule is disordered about an inversion centre.

Related literature

For metal-organic compounds with ligands containing both pyridyl and phosphine donor groups and for typical Pd—C, Pd—Cl, Pd—P and Pd—N bond lengths, see: Shaffer & Schmidt (2009 [triangle]). For the properties of related compounds, see: Tongwa et al. (2009 [triangle]); Jun-Gill et al. (2009 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-66-0m688-scheme1.jpg

Experimental

Crystal data

  • [Pd(CH3)Cl(C25H22NPS)]·0.5C2H2Cl2
  • M r = 598.81
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-0m688-efi1.jpg
  • a = 9.9960 (6) Å
  • b = 18.6584 (11) Å
  • c = 13.8167 (8) Å
  • β = 94.517 (1)°
  • V = 2568.9 (3) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 1.09 mm−1
  • T = 173 K
  • 0.16 × 0.15 × 0.14 mm

Data collection

  • Bruker Kappa DUO APEXII CCD diffractometer
  • Absorption correction: multi-scan (SADABS; Bruker, 2006 [triangle]) T min = 0.683, T max = 0.746
  • 31867 measured reflections
  • 6376 independent reflections
  • 5600 reflections with I > 2σ(I)
  • R int = 0.028

Refinement

  • R[F 2 > 2σ(F 2)] = 0.029
  • wR(F 2) = 0.074
  • S = 1.03
  • 6376 reflections
  • 321 parameters
  • 2 restraints
  • H-atom parameters constrained
  • Δρmax = 1.34 e Å−3
  • Δρmin = −1.04 e Å−3

Data collection: SMART (Bruker, 2006 [triangle]); cell refinement: SAINT (Bruker, 2006 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: X-SEED (Barbour, 2001 [triangle]); software used to prepare material for publication: SHELXL97.

Table 1
Selected bond lengths (Å)

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810017824/hb5421sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810017824/hb5421Isup2.hkl

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

Acknowledgments

We acknowledge the University of the Western Cape and the Ministry of Health of Botswana (WMM) for funding.

supplementary crystallographic information

Comment

The stucture of the title compound, (I), is shown below. Dimensions are available in the archived CIF. The solvent molecule dichloromethane exhibits high thermal motions and were refined isotropically with temperature factors in the range of 0.101 – 0.122. It is situated close to a centre of inversion. The five-membered ring was disordered and shows two orientations each at 50% s.o.f.: the first ring C7, C8A, C9A, C10A and S1A (ring A) and the second ring C7, C8B, C9B, C10B and S1B (ring B). Ring A and ring B share two common atom sites at C7 and C10A (or C10B). C10A and C10B are on the same site and refined anisotropically with the same temperature factors. The maximum and minimum deviations from the least-squares planes of both rings are 0.086 (4) Å and -0.084 (3) Å for C7 and S1A in ring A, 0.095 (5) Å and -0.090 (3) Å for C7 and S1B in ring B. Angle from the least-square plane of ring A to that of ring B is 36.2 (3)°.

Experimental

The iminophosphine heterocyclic ligand was prepared via the condensation reaction of 2-(diphenylphosphino)benzaldehyde with 2-thien-2-ylethanamine. The ligand was further refluxed with an equimolar Pd(cod)Cl2 in dichloromethane and gave over 80% yield of a yellow complex. Light-yellow blocks of (I) were grown via slow diffusion of a dichloromethane solution of the complex in hexane a 4

Refinement

The solvent molecule dichloromethane exhibits high thermal motions and were refined isotropically with temperature factors in the range of 0.101 – 0.122. It is situated on the centre of inversion. Therefore only half of the molecule is in the asymmetric unit and it is modelled as a whole molecule with 50% site occupancy factor (s.o.f.). The 5 member ring was disordered and shows two preferred orientations each at 50% s.o.f.: the first ring C7, C8A, C9A, C10A and S1A (ring A) and the second ring C7, C8B, C9B, C10B and S1B (ring B). Ring A and ring B share two common atom sites at C7 and C10A (or C10B). C10A and C10B are on the same site and refined anisotropically with the same temperature factors. The maximum and minimum deviations from the least-squares planes of both rings are 0.086 (4) Å and -0.084 (3) Å for C7 and S1A in ring A, 0.095 (5) Å and -0.090 (3) Å for C7 and S1B in ring B. Angle from the least-square plane of ring A to that of ring B is 36.2 (3)o. All hydrogen atoms were positioned geometrically with C—H = 0.95 – 0.99 Å and refined as riding on their parent atoms with Uiso (H) = 1.2 - 1.5 Ueq (C).

Figures

Fig. 1.
: The molecular structure of (I) showing 30% displacement ellipsoids (all hydrogen atoms omitted for clarity). The solvent dichloromethane molecule is excluded.

Crystal data

[Pd(CH3)Cl(C25H22NPS)]·0.5C2H2Cl2F(000) = 1212
Mr = 598.81Dx = 1.548 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 31867 reflections
a = 9.9960 (6) Åθ = 2.2–28.3°
b = 18.6584 (11) ŵ = 1.09 mm1
c = 13.8167 (8) ÅT = 173 K
β = 94.517 (1)°Needle, light-yellow
V = 2568.9 (3) Å30.16 × 0.15 × 0.14 mm
Z = 4

Data collection

Bruker Kappa DUO APEXII CCD diffractometer6376 independent reflections
Radiation source: fine-focus sealed tube5600 reflections with I > 2σ(I)
graphiteRint = 0.028
0.5° [var phi] scans and ω scansθmax = 28.3°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Bruker, 2006)h = −13→13
Tmin = 0.683, Tmax = 0.746k = −24→24
31867 measured reflectionsl = −18→18

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.029Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.074H-atom parameters constrained
S = 1.03w = 1/[σ2(Fo2) + (0.0301P)2 + 3.2924P] where P = (Fo2 + 2Fc2)/3
6376 reflections(Δ/σ)max = 0.002
321 parametersΔρmax = 1.34 e Å3
2 restraintsΔρmin = −1.04 e Å3

Special details

Experimental. Half sphere of data collected using SAINT strategy (Bruker, 2006). Crystal to detector distance = 50 mm; combination of [var phi] and ω scans of 0.5°, 50 s per °, 2 iterations.
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. The solvent molecule dichloromethane exhibits high thermal motions and were refined isotropically with temperature factors in the range of 0.101 C 0.122. It is modelled as a whole molecule with 50% s.o.f. The 5 member ring was disordered and shows two preferred orientations each at 50% s.o.f. All hydrogen atoms were positioned geometrically with C—H = 0.95 C 0.99 A and refined as riding on their parent atoms with Uiso (H) = 1.2 - 1.5 Ueq (C). 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

xyzUiso*/UeqOcc. (<1)
Pd10.636610 (16)0.296906 (8)0.583217 (12)0.02079 (5)
Cl10.51346 (6)0.20048 (3)0.64253 (6)0.03899 (15)
Cl2A1.0260 (4)0.55967 (18)1.0814 (2)0.1066 (9)*0.50
Cl2B0.9080 (4)0.4537 (2)0.9486 (3)0.1223 (11)*0.50
S1A0.3721 (8)0.3256 (4)0.9098 (5)0.0464 (12)0.50
S1B0.3499 (8)0.3404 (4)0.8969 (6)0.0443 (12)0.50
P10.76594 (5)0.38331 (3)0.53464 (4)0.01817 (11)
N10.7551 (2)0.30566 (11)0.72019 (14)0.0289 (4)
C10.5273 (2)0.28695 (14)0.45247 (18)0.0316 (5)
H1A0.57950.26020.40740.047*
H1B0.50620.33470.42590.047*
H1C0.44380.26120.46150.047*
C20.9364 (2)0.34988 (11)0.56117 (16)0.0214 (4)
C30.9725 (2)0.31802 (13)0.65212 (17)0.0268 (5)
C40.8828 (3)0.31090 (14)0.73071 (18)0.0315 (5)
H40.92350.31010.79520.038*
C50.6819 (3)0.30364 (16)0.80910 (18)0.0374 (6)
H5A0.74650.30370.86720.045*
H5B0.62750.25940.81000.045*
C60.5910 (3)0.36912 (17)0.81044 (19)0.0402 (6)
H6A0.64670.41300.80890.048*
H6B0.52840.36890.75130.048*
C70.5115 (3)0.37153 (19)0.8982 (2)0.0455 (7)
C8A0.5216 (8)0.4289 (5)0.9701 (5)0.0549 (18)0.50
H8A0.58390.46740.97080.066*0.50
C8B0.5611 (7)0.3773 (5)0.9925 (5)0.059 (2)0.50
H8B0.65370.38451.01130.070*0.50
C9A0.4239 (8)0.4189 (5)1.0396 (5)0.0569 (19)0.50
H9A0.41640.44921.09420.068*0.50
C9B0.4608 (7)0.3717 (5)1.0608 (4)0.0522 (17)0.50
H9B0.47910.37671.12900.063*0.50
C10A0.3397 (3)0.35877 (19)1.0181 (2)0.0497 (8)0.50
H10A0.27530.34031.05860.060*0.50
C10B0.3397 (3)0.35877 (19)1.0181 (2)0.0497 (8)0.50
H10B0.25890.35951.04990.060*0.50
C111.0318 (2)0.35515 (12)0.49348 (17)0.0263 (5)
H111.00840.37700.43240.032*
C121.1615 (2)0.32884 (14)0.5141 (2)0.0323 (5)
H121.22500.33200.46660.039*
C131.1980 (3)0.29822 (14)0.6033 (2)0.0380 (6)
H131.28630.28030.61750.046*
C141.1042 (3)0.29394 (14)0.6720 (2)0.0358 (6)
H141.13010.27420.73400.043*
C150.7553 (2)0.46247 (11)0.61019 (15)0.0195 (4)
C160.8684 (2)0.49563 (12)0.65553 (16)0.0250 (4)
H160.95520.47700.64730.030*
C170.8542 (3)0.55604 (13)0.71283 (17)0.0306 (5)
H170.93130.57820.74440.037*
C180.7276 (3)0.58398 (13)0.72402 (17)0.0309 (5)
H180.71850.62580.76210.037*
C190.6147 (3)0.55098 (13)0.67984 (17)0.0300 (5)
H190.52810.56990.68830.036*
C200.6280 (2)0.49029 (12)0.62321 (16)0.0249 (4)
H200.55040.46760.59320.030*
C210.7591 (2)0.41830 (11)0.41116 (15)0.0203 (4)
C220.7452 (2)0.49174 (12)0.39294 (16)0.0243 (4)
H220.74240.52440.44550.029*
C230.7355 (3)0.51719 (13)0.29770 (17)0.0312 (5)
H230.72630.56710.28560.037*
C240.7393 (3)0.46996 (15)0.22089 (17)0.0328 (5)
H240.73100.48740.15610.039*
C250.7550 (3)0.39725 (15)0.23840 (17)0.0320 (5)
H250.75930.36500.18550.038*
C260.7644 (2)0.37123 (13)0.33299 (17)0.0268 (5)
H260.77440.32120.34450.032*
C270.9815 (11)0.5338 (5)0.9658 (6)0.101 (3)*0.50
H27A0.91990.57050.93580.121*0.50
H27B1.06320.53420.92970.121*0.50

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Pd10.01711 (8)0.01957 (8)0.02575 (9)0.00040 (6)0.00207 (6)0.00374 (6)
Cl10.0251 (3)0.0310 (3)0.0611 (4)−0.0026 (2)0.0048 (3)0.0200 (3)
S1A0.058 (3)0.0360 (18)0.048 (3)−0.0159 (16)0.022 (2)−0.0098 (16)
S1B0.0410 (17)0.061 (4)0.0305 (10)−0.0139 (19)0.0016 (10)0.0018 (19)
P10.0166 (2)0.0187 (2)0.0192 (2)0.00054 (19)0.00097 (18)0.00085 (19)
N10.0272 (10)0.0343 (11)0.0252 (10)0.0028 (8)0.0030 (8)0.0106 (8)
C10.0256 (11)0.0375 (13)0.0310 (12)−0.0099 (10)−0.0026 (9)−0.0016 (10)
C20.0186 (9)0.0199 (9)0.0257 (10)0.0007 (8)0.0004 (8)−0.0008 (8)
C30.0216 (11)0.0281 (11)0.0303 (12)0.0032 (9)−0.0013 (9)0.0041 (9)
C40.0290 (12)0.0395 (13)0.0254 (11)0.0054 (10)−0.0024 (9)0.0104 (10)
C50.0343 (13)0.0532 (16)0.0253 (12)0.0016 (12)0.0052 (10)0.0140 (11)
C60.0427 (15)0.0537 (17)0.0254 (12)0.0045 (13)0.0099 (11)0.0064 (11)
C70.0359 (14)0.074 (2)0.0269 (13)−0.0073 (14)0.0076 (11)−0.0028 (13)
C8A0.054 (4)0.072 (5)0.042 (4)−0.028 (4)0.018 (3)−0.014 (3)
C8B0.032 (3)0.114 (7)0.031 (3)−0.017 (4)0.010 (2)−0.018 (4)
C9A0.065 (5)0.075 (5)0.034 (3)−0.019 (4)0.022 (3)−0.016 (3)
C9B0.045 (4)0.089 (6)0.024 (3)−0.014 (4)0.010 (2)−0.010 (3)
C10A0.0469 (17)0.067 (2)0.0378 (15)−0.0110 (15)0.0179 (13)−0.0025 (14)
C10B0.0469 (17)0.067 (2)0.0378 (15)−0.0110 (15)0.0179 (13)−0.0025 (14)
C110.0225 (11)0.0270 (11)0.0295 (11)0.0006 (9)0.0025 (9)−0.0015 (9)
C120.0209 (11)0.0333 (12)0.0434 (14)0.0029 (9)0.0072 (10)−0.0065 (11)
C130.0214 (11)0.0363 (13)0.0559 (17)0.0080 (10)−0.0001 (11)0.0021 (12)
C140.0263 (12)0.0386 (14)0.0413 (14)0.0075 (10)−0.0057 (10)0.0095 (11)
C150.0212 (10)0.0198 (9)0.0178 (9)−0.0001 (8)0.0030 (7)0.0008 (7)
C160.0220 (10)0.0264 (11)0.0265 (11)−0.0005 (8)0.0025 (8)−0.0032 (9)
C170.0325 (12)0.0308 (12)0.0285 (12)−0.0069 (10)0.0022 (9)−0.0070 (9)
C180.0439 (14)0.0256 (11)0.0246 (11)−0.0011 (10)0.0107 (10)−0.0051 (9)
C190.0307 (12)0.0294 (11)0.0310 (12)0.0074 (10)0.0097 (10)−0.0001 (9)
C200.0211 (10)0.0277 (11)0.0261 (11)0.0021 (8)0.0029 (8)0.0011 (9)
C210.0165 (9)0.0240 (10)0.0204 (10)0.0002 (8)0.0012 (7)0.0012 (8)
C220.0262 (11)0.0237 (10)0.0228 (10)−0.0029 (8)0.0009 (8)0.0007 (8)
C230.0344 (13)0.0294 (12)0.0295 (12)−0.0015 (10)0.0008 (10)0.0079 (9)
C240.0313 (12)0.0450 (14)0.0224 (11)0.0006 (11)0.0041 (9)0.0051 (10)
C250.0310 (12)0.0434 (14)0.0219 (11)0.0052 (11)0.0032 (9)−0.0050 (10)
C260.0258 (11)0.0279 (11)0.0267 (11)0.0052 (9)0.0027 (9)−0.0022 (9)

Geometric parameters (Å, °)

Pd1—C12.045 (2)C9A—H9A0.9500
Pd1—N12.158 (2)C9B—H9B0.9500
Pd1—P12.2039 (6)C10A—H10A0.9500
Pd1—Cl12.3628 (6)C11—C121.394 (3)
Cl2A—C271.695 (7)C11—H110.9500
Cl2B—C271.673 (8)C12—C131.381 (4)
S1A—C71.655 (9)C12—H120.9500
S1A—C10A1.673 (9)C13—C141.388 (4)
S1B—C71.715 (9)C13—H130.9500
P1—C151.817 (2)C14—H140.9500
P1—C211.823 (2)C15—C161.394 (3)
P1—C21.825 (2)C15—C201.398 (3)
N1—C41.278 (3)C16—C171.391 (3)
N1—C51.479 (3)C16—H160.9500
C1—H1A0.9800C17—C181.388 (4)
C1—H1B0.9800C17—H170.9500
C1—H1C0.9800C18—C191.384 (4)
C2—C111.391 (3)C18—H180.9500
C2—C31.411 (3)C19—C201.389 (3)
C3—C141.397 (3)C19—H190.9500
C3—C41.467 (3)C20—H200.9500
C4—H40.9500C21—C261.396 (3)
C5—C61.523 (4)C21—C221.398 (3)
C5—H5A0.9900C22—C231.395 (3)
C5—H5B0.9900C22—H220.9500
C6—C71.502 (4)C23—C241.382 (4)
C6—H6A0.9900C23—H230.9500
C6—H6B0.9900C24—C251.385 (4)
C7—C8B1.362 (7)C24—H240.9500
C7—C8A1.459 (8)C25—C261.390 (3)
C8A—C9A1.434 (9)C25—H250.9500
C8A—H8A0.9500C26—H260.9500
C8B—C9B1.434 (8)C27—H27A0.9900
C8B—H8B0.9500C27—H27B0.9900
C9A—C10A1.420 (8)
C1—Pd1—N1178.73 (9)C10A—C9A—H9A123.7
C1—Pd1—P194.76 (7)C8A—C9A—H9A123.7
N1—Pd1—P185.25 (6)C8B—C9B—H9B123.8
C1—Pd1—Cl188.88 (7)C9A—C10A—S1A109.1 (4)
N1—Pd1—Cl191.05 (6)C9A—C10A—H10A125.5
P1—Pd1—Cl1175.36 (2)S1A—C10A—H10A125.5
C7—S1A—C10A96.8 (4)C2—C11—C12120.9 (2)
C15—P1—C21104.30 (10)C2—C11—H11119.6
C15—P1—C2104.99 (10)C12—C11—H11119.6
C21—P1—C2106.03 (10)C13—C12—C11120.3 (2)
C15—P1—Pd1110.94 (7)C13—C12—H12119.9
C21—P1—Pd1124.56 (7)C11—C12—H12119.9
C2—P1—Pd1104.47 (7)C12—C13—C14119.3 (2)
C4—N1—C5117.6 (2)C12—C13—H13120.4
C4—N1—Pd1125.45 (17)C14—C13—H13120.4
C5—N1—Pd1116.96 (16)C13—C14—C3121.6 (2)
Pd1—C1—H1A109.5C13—C14—H14119.2
Pd1—C1—H1B109.5C3—C14—H14119.2
H1A—C1—H1B109.5C16—C15—C20119.4 (2)
Pd1—C1—H1C109.5C16—C15—P1122.46 (16)
H1A—C1—H1C109.5C20—C15—P1118.09 (16)
H1B—C1—H1C109.5C17—C16—C15120.0 (2)
C11—C2—C3119.2 (2)C17—C16—H16120.0
C11—C2—P1121.32 (17)C15—C16—H16120.0
C3—C2—P1119.46 (17)C18—C17—C16120.2 (2)
C14—C3—C2118.7 (2)C18—C17—H17119.9
C14—C3—C4116.5 (2)C16—C17—H17119.9
C2—C3—C4124.7 (2)C19—C18—C17120.2 (2)
N1—C4—C3125.9 (2)C19—C18—H18119.9
N1—C4—H4117.1C17—C18—H18119.9
C3—C4—H4117.1C18—C19—C20120.0 (2)
N1—C5—C6108.9 (2)C18—C19—H19120.0
N1—C5—H5A109.9C20—C19—H19120.0
C6—C5—H5A109.9C19—C20—C15120.2 (2)
N1—C5—H5B109.9C19—C20—H20119.9
C6—C5—H5B109.9C15—C20—H20119.9
H5A—C5—H5B108.3C26—C21—C22119.1 (2)
C7—C6—C5112.8 (2)C26—C21—P1119.85 (17)
C7—C6—H6A109.0C22—C21—P1121.03 (16)
C5—C6—H6A109.0C23—C22—C21120.1 (2)
C7—C6—H6B109.0C23—C22—H22119.9
C5—C6—H6B109.0C21—C22—H22119.9
H6A—C6—H6B107.8C24—C23—C22120.2 (2)
C8B—C7—C8A44.7 (4)C24—C23—H23119.9
C8B—C7—C6126.8 (4)C22—C23—H23119.9
C8A—C7—C6124.0 (4)C23—C24—C25120.0 (2)
C8B—C7—S1A101.2 (4)C23—C24—H24120.0
C8A—C7—S1A109.1 (4)C25—C24—H24120.0
C6—C7—S1A124.5 (4)C24—C25—C26120.3 (2)
C8B—C7—S1B108.0 (4)C24—C25—H25119.8
C8A—C7—S1B105.6 (4)C26—C25—H25119.8
C6—C7—S1B122.7 (4)C25—C26—C21120.2 (2)
S1A—C7—S1B13.1 (3)C25—C26—H26119.9
C9A—C8A—C7110.3 (6)C21—C26—H26119.9
C9A—C8A—H8A124.8Cl2B—C27—Cl2A117.9 (6)
C7—C8A—H8A124.8Cl2B—C27—H27A107.8
C7—C8B—C9B113.8 (5)Cl2A—C27—H27A107.8
C7—C8B—H8B123.1Cl2B—C27—H27B107.8
C9B—C8B—H8B123.1Cl2A—C27—H27B107.8
C10A—C9A—C8A112.7 (6)H27A—C27—H27B107.2
C1—Pd1—P1—C15122.52 (11)S1B—C7—C8A—C9A24.7 (8)
N1—Pd1—P1—C15−58.75 (9)C8A—C7—C8B—C9B81.6 (9)
Cl1—Pd1—P1—C15−96.0 (3)C6—C7—C8B—C9B−174.7 (6)
C1—Pd1—P1—C21−3.25 (11)S1A—C7—C8B—C9B−24.3 (9)
N1—Pd1—P1—C21175.47 (10)S1B—C7—C8B—C9B−12.7 (10)
Cl1—Pd1—P1—C21138.3 (3)C7—C8A—C9A—C10A−2.9 (10)
C1—Pd1—P1—C2−124.85 (11)C8A—C9A—C10A—S1A−6.9 (9)
N1—Pd1—P1—C253.87 (9)C7—S1A—C10A—C9A12.1 (6)
Cl1—Pd1—P1—C216.7 (3)C3—C2—C11—C120.6 (3)
C1—Pd1—N1—C446 (4)P1—C2—C11—C12−179.39 (18)
P1—Pd1—N1—C4−44.6 (2)C2—C11—C12—C13−1.2 (4)
Cl1—Pd1—N1—C4132.6 (2)C11—C12—C13—C140.0 (4)
C1—Pd1—N1—C5−133 (4)C12—C13—C14—C31.9 (4)
P1—Pd1—N1—C5136.99 (18)C2—C3—C14—C13−2.5 (4)
Cl1—Pd1—N1—C5−45.81 (17)C4—C3—C14—C13−179.8 (2)
C15—P1—C2—C11−109.01 (19)C21—P1—C15—C16−96.92 (19)
C21—P1—C2—C111.0 (2)C2—P1—C15—C1614.4 (2)
Pd1—P1—C2—C11134.17 (17)Pd1—P1—C15—C16126.67 (17)
C15—P1—C2—C370.99 (19)C21—P1—C15—C2083.53 (18)
C21—P1—C2—C3−178.95 (18)C2—P1—C15—C20−165.18 (17)
Pd1—P1—C2—C3−45.83 (19)Pd1—P1—C15—C20−52.88 (18)
C11—C2—C3—C141.2 (3)C20—C15—C16—C17−0.3 (3)
P1—C2—C3—C14−178.79 (19)P1—C15—C16—C17−179.81 (18)
C11—C2—C3—C4178.3 (2)C15—C16—C17—C18−0.8 (4)
P1—C2—C3—C4−1.7 (3)C16—C17—C18—C191.3 (4)
C5—N1—C4—C3−176.1 (2)C17—C18—C19—C20−0.8 (4)
Pd1—N1—C4—C35.4 (4)C18—C19—C20—C15−0.3 (4)
C14—C3—C4—N1−154.4 (3)C16—C15—C20—C190.8 (3)
C2—C3—C4—N128.5 (4)P1—C15—C20—C19−179.61 (17)
C4—N1—C5—C6116.9 (3)C15—P1—C21—C26−179.72 (17)
Pd1—N1—C5—C6−64.6 (3)C2—P1—C21—C2669.74 (19)
N1—C5—C6—C7179.6 (2)Pd1—P1—C21—C26−51.2 (2)
C5—C6—C7—C8B63.5 (7)C15—P1—C21—C22−1.3 (2)
C5—C6—C7—C8A119.0 (5)C2—P1—C21—C22−111.86 (18)
C5—C6—C7—S1A−80.4 (4)Pd1—P1—C21—C22127.25 (16)
C5—C6—C7—S1B−96.0 (4)C26—C21—C22—C230.6 (3)
C10A—S1A—C7—C8B32.0 (5)P1—C21—C22—C23−177.78 (18)
C10A—S1A—C7—C8A−13.7 (5)C21—C22—C23—C240.1 (4)
C10A—S1A—C7—C6−176.8 (3)C22—C23—C24—C25−1.1 (4)
C10A—S1A—C7—S1B−90 (3)C23—C24—C25—C261.3 (4)
C8B—C7—C8A—C9A−75.3 (8)C24—C25—C26—C21−0.5 (4)
C6—C7—C8A—C9A174.6 (6)C22—C21—C26—C25−0.5 (3)
S1A—C7—C8A—C9A11.4 (8)P1—C21—C26—C25177.97 (18)

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB5421).

References

  • Barbour, L. J. (2001). J. Supramol. Chem.1, 189–191
  • Bruker (2006). SMART, SAINT and SADABS Bruker AXS Inc., Madison, Wisconsin, USA.
  • Jun-Gill, K., Sung-Il, O., Dong-Hee, C., Min-Kook, N., Changmoon, P., Young Ju, B., Woo, T. H., Young, J. P., Sang, W. L. & In, T. K. (2009). Bull. Korean Chem. Soc 30, 1157–1163
  • Shaffer, A. R. & Schmidt, J. A. (2009). Organometallica, 28, 2494–2504.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Tongwa, P., Kinnibrugh, T. L., Kicchaiahgari, G. R., Khrustalev, V. N. & Timofeeva, T. V. (2009). Acta Cryst. C65, o155–o159. [PMC free article] [PubMed]

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