trans-Dibromidobis(triphenyl­phosphane)platinum(II) chloro­form monosolvate

Slawin, A.M.Z.; Waddell, P.G.; Woollins, J.D.

doi:10.1107/S1600536811016849

metal-organic compounds

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Volume 67| Part 6| June 2011| Page m722

doi:10.1107/S1600536811016849

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trans-Dibromidobis(triphenylphosphane)platinum(II) chloroform monosolvate

Alexandra M. Z. Slawin,^a Paul G. Waddell ^b ‡ and J. Derek Woollins ^a ^*

^aDepartment of Chemistry, University of St Andrews, St Andrews KY16 9ST, Scotland, and ^bCavendish Laboratory, University of Cambridge, J. J. Thomson Avenue, Cambridge CB3 0HE, England
^*Correspondence e-mail: jdw3@st-and.ac.uk

(Received 2 May 2011; accepted 4 May 2011; online 7 May 2011)

Both the platininum complex and the solvent molecule of the title compound, [PtBr₂(C₁₈H₁₅P)₂]·CHCl₃, are located on a twofold rotation axis. The CH unit and the Cl atoms of the CHCl₃ molecule are disordered over two equally occupied positions. The complex shows a trans square-planar geometry about the Pt atom.

Related literature

For the dichloromethane solvate analogue of the title structure, see: Sharma et al. (2003 ). For the structure of the cis isomer of the title complex, see: Rigamonti et al. (2010 ). For the low temperature structure of the chloroform solvate of the cis isomer of the title complex, see: Waddell et al. (2010 ). For more information on the effect of the trans influence of ligands on platinum-phosphorus complexes, see: Allen et al. (1970 ); Appleton et al. (1973 ).

Experimental

Crystal data

[PtBr₂(C₁₈H₁₅P)₂]·CHCl₃
M_r = 998.82
Monoclinic, C 2/c
a = 12.2581 (11) Å
b = 14.5375 (13) Å
c = 20.1433 (18) Å
β = 92.402 (6)°
V = 3586.4 (6) Å³
Z = 4
Mo Kα radiation
μ = 6.48 mm⁻¹
T = 125 K
0.20 × 0.12 × 0.09 mm

Data collection

Rigaku SCXmini diffractometer
Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ) T_min = 0.364, T_max = 0.600
14789 measured reflections
3161 independent reflections
2495 reflections with I > 2σ(I)
R_int = 0.043

Refinement

R[F² > 2σ(F²)] = 0.028
wR(F²) = 0.047
S = 1.09
3161 reflections
218 parameters
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.58 e Å⁻³
Δρ_min = −0.71 e Å⁻³

Data collection: SCXmini Benchtop Crystallography System Software (Rigaku, 2006b ); cell refinement: PROCESS-AUTO (Rigaku, 1998 ); data reduction: PROCESS-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: CrystalStructure (Rigaku, 2006a ); software used to prepare material for publication: CrystalStructure.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811016849/bt5541sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811016849/bt5541Isup2.hkl

checkCIF report

Comment top

The trans-Bis(triphenylphosphane)dibromoplatinum(II) molecule in the title structure bears a close resemblance to that of the dichloromethane solvate of the same complex (Sharma et al. 2003). The geometry about platinum is similar in both structures. As would be expected, due to the different trans infuences of triphenylphosphane and bromide (Allen et al. 1970; Appleton et al. 1973), the Pt—Br distances are observed to be shorter and the Pt—P distances longer in the title structure than those of the structures of the cis isomer of the complex (Rigamonti et al. 2010; Waddell et al. 2010). A twofold disorder is observed in the chloroform molecule.

Related literature top

For the dichloromethane solvate analogue of the title structure, see: Sharma et al. (2003). For the structure of the cis isomer of the title complex, see: Rigamonti et al. (2010). For the low temperature structure of the chloroform solvate of the cis isomer of the title complex, see: Waddell et al. (2010). For more information on the effect of the trans influence of ligands on platinum-phosphorus complexes, see: Allen et al. (1970); Appleton et al. (1973).

Experimental top

trans-bis(benzonitrile)platinum(II) dibromide (0.5 g, 0.9 mmol) was vigorously stirred in acetone (20 ml), to which triphenylphosphane (0.472 g, 1.8 mmol) dissolved in acetone (20 ml) was added, affording a yellow precipitate. Crystals were grown for X-ray crystallography via slow diffusion of hexane into a solution of the product in chloroform. Yield: 0.726 g (0.8 mmol), 92%.

Computing details top

Data collection: SCXmini Benchtop Crystallography System Software (Rigaku, 2006a); cell refinement: PROCESS-AUTO (Rigaku, 1998); data reduction: PROCESS-AUTO (Rigaku, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: CrystalStructure (Rigaku, 2006b); software used to prepare material for publication: CrystalStructure (Rigaku, 2006b.

Figures top

Fig. 1. The structure of the title compound with displacement ellipsoids drawn at the 50% probability level, hydrogen atoms and the disordered CHCl₃ omitted for clarity. Symmetry operator for generating equivalent atoms (A): -x + 1,y,-z + 1/2.

trans-Dibromidobis(triphenylphosphane)platinum(II) chloroform monosolvate top

Crystal data top

[PtBr₂(C₁₈H₁₅P)₂]·CHCl₃	F(000) = 1928
M_r = 998.82	D_x = 1.85 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71075 Å
Hall symbol: -C 2yc	Cell parameters from 14699 reflections
a = 12.2581 (11) Å	θ = 3–27.4°
b = 14.5375 (13) Å	µ = 6.48 mm⁻¹
c = 20.1433 (18) Å	T = 125 K
β = 92.402 (6)°	Prism, yellow
V = 3586.4 (6) Å³	0.2 × 0.12 × 0.09 mm
Z = 4

Data collection top

Rigaku SCXmini diffractometer	3161 independent reflections
Graphite monochromator	2495 reflections with I > 2σ(I)
Detector resolution: 6.85 pixels mm^-1	R_int = 0.043
ω scans	θ_max = 25°, θ_min = 3.0°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −14→14
T_min = 0.364, T_max = 0.600	k = −17→17
14789 measured reflections	l = −23→23

Refinement top

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)] = 0.028	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.047	H atoms treated by a mixture of independent and constrained refinement
S = 1.09	w = 1/[σ²(F_o²) + (0.0095P)² + 13.9423P] where P = (F_o² + 2F_c²)/3
3161 reflections	(Δ/σ)_max = 0.001
218 parameters	Δρ_max = 0.58 e Å⁻³
0 restraints	Δρ_min = −0.71 e Å⁻³

Crystal data top

[PtBr₂(C₁₈H₁₅P)₂]·CHCl₃	V = 3586.4 (6) Å³
M_r = 998.82	Z = 4
Monoclinic, C2/c	Mo Kα radiation
a = 12.2581 (11) Å	µ = 6.48 mm⁻¹
b = 14.5375 (13) Å	T = 125 K
c = 20.1433 (18) Å	0.2 × 0.12 × 0.09 mm
β = 92.402 (6)°

Data collection top

Rigaku SCXmini diffractometer	3161 independent reflections
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	2495 reflections with I > 2σ(I)
T_min = 0.364, T_max = 0.600	R_int = 0.043
14789 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.028	0 restraints
wR(F²) = 0.047	H atoms treated by a mixture of independent and constrained refinement
S = 1.09	w = 1/[σ²(F_o²) + (0.0095P)² + 13.9423P] where P = (F_o² + 2F_c²)/3
3161 reflections	Δρ_max = 0.58 e Å⁻³
218 parameters	Δρ_min = −0.71 e Å⁻³

Special details top

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
Pt1	0.5	0.247997 (17)	0.25	0.01380 (6)
Br1	0.67746 (3)	0.24647 (3)	0.199294 (18)	0.02189 (10)
Cl1	0.06034 (12)	0.09593 (10)	0.19017 (7)	0.0479 (3)
Cl2	−0.0238 (3)	0.26606 (18)	0.2359 (2)	0.0593 (12)	0.5
P1	0.40680 (8)	0.24595 (8)	0.14711 (5)	0.0152 (2)
C1	0.4819 (3)	0.2713 (2)	0.07256 (19)	0.0166 (9)
C2	0.5531 (4)	0.2057 (3)	0.0482 (2)	0.0276 (11)
H2	0.5621	0.1485	0.0706	0.033*
C3	0.6107 (4)	0.2230 (3)	−0.0081 (2)	0.0330 (12)
H3	0.6581	0.1774	−0.0245	0.04*
C4	0.5996 (4)	0.3062 (3)	−0.0405 (2)	0.0276 (11)
H4	0.6405	0.3183	−0.0786	0.033*
C5	0.5295 (4)	0.3713 (3)	−0.0178 (2)	0.0274 (11)
H5	0.5203	0.428	−0.0408	0.033*
C6	0.4719 (3)	0.3544 (3)	0.0389 (2)	0.0231 (10)
H6	0.4249	0.4006	0.0549	0.028*
C7	0.3475 (3)	0.1333 (2)	0.1283 (2)	0.0153 (9)
C8	0.3484 (3)	0.0654 (3)	0.1772 (2)	0.0181 (10)
H8	0.381	0.0775	0.2199	0.022*
C9	0.3014 (4)	−0.0204 (3)	0.1635 (2)	0.0246 (10)
H9	0.3021	−0.0664	0.1969	0.03*
C10	0.2541 (4)	−0.0387 (3)	0.1017 (2)	0.0243 (10)
H10	0.22	−0.0964	0.0932	0.029*
C11	0.2563 (4)	0.0275 (3)	0.0518 (2)	0.0278 (11)
H11	0.2259	0.014	0.0087	0.033*
C12	0.3027 (4)	0.1131 (3)	0.0648 (2)	0.0248 (10)
H12	0.3041	0.1581	0.0307	0.03*
C13	0.2975 (3)	0.3308 (3)	0.14371 (19)	0.0171 (9)
C14	0.1927 (3)	0.3134 (3)	0.1176 (2)	0.0250 (10)
H14	0.1743	0.254	0.1009	0.03*
C15	0.1145 (4)	0.3834 (3)	0.1160 (2)	0.0330 (12)
H15	0.0427	0.3715	0.0985	0.04*
C16	0.1417 (4)	0.4701 (3)	0.1400 (2)	0.0359 (13)
H16	0.0882	0.5174	0.1392	0.043*
C17	0.2453 (4)	0.4882 (3)	0.1649 (2)	0.0346 (12)
H17	0.2639	0.5481	0.1804	0.041*
C18	0.3229 (4)	0.4186 (3)	0.1673 (2)	0.0253 (11)
H18	0.3943	0.431	0.1854	0.03*
C19	0.0326 (8)	0.1586 (7)	0.2592 (6)	0.035 (3)	0.5
H19	0.093 (8)	0.172 (7)	0.280 (5)	0.04 (3)*	0.5

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Pt1	0.01756 (11)	0.01119 (10)	0.01270 (11)	0	0.00113 (8)	0
Br1	0.0228 (2)	0.0222 (2)	0.0209 (2)	−0.0013 (2)	0.00405 (17)	−0.0001 (2)
Cl1	0.0518 (8)	0.0557 (8)	0.0375 (8)	−0.0015 (7)	0.0168 (7)	−0.0071 (7)
Cl2	0.064 (3)	0.0486 (16)	0.068 (4)	0.0134 (16)	0.031 (2)	0.0093 (17)
P1	0.0188 (5)	0.0119 (4)	0.0148 (5)	0.0016 (5)	0.0016 (4)	0.0005 (5)
C1	0.017 (2)	0.020 (2)	0.013 (2)	−0.0013 (16)	−0.0015 (17)	0.0012 (16)
C2	0.033 (3)	0.026 (2)	0.024 (3)	0.005 (2)	0.006 (2)	0.004 (2)
C3	0.034 (3)	0.039 (3)	0.027 (3)	0.012 (2)	0.009 (2)	−0.006 (2)
C4	0.027 (3)	0.039 (3)	0.017 (2)	−0.007 (2)	0.006 (2)	0.001 (2)
C5	0.037 (3)	0.025 (2)	0.019 (2)	−0.006 (2)	0.000 (2)	0.007 (2)
C6	0.028 (2)	0.022 (2)	0.020 (2)	−0.0002 (19)	0.003 (2)	−0.0006 (19)
C7	0.020 (2)	0.0112 (19)	0.015 (2)	0.0001 (17)	0.0033 (18)	−0.0007 (17)
C8	0.022 (2)	0.016 (2)	0.016 (2)	0.0024 (18)	0.0012 (19)	0.0003 (18)
C9	0.034 (3)	0.016 (2)	0.024 (3)	−0.0021 (19)	0.011 (2)	0.0025 (19)
C10	0.027 (2)	0.020 (2)	0.027 (3)	−0.0042 (19)	0.005 (2)	−0.007 (2)
C11	0.034 (3)	0.029 (2)	0.020 (2)	−0.004 (2)	−0.002 (2)	−0.009 (2)
C12	0.035 (3)	0.017 (2)	0.022 (3)	−0.0028 (19)	0.000 (2)	0.0037 (19)
C13	0.024 (2)	0.018 (2)	0.010 (2)	0.0035 (18)	0.0066 (18)	0.0023 (17)
C14	0.027 (3)	0.026 (2)	0.022 (2)	0.0026 (19)	0.004 (2)	0.001 (2)
C15	0.024 (3)	0.048 (3)	0.028 (3)	0.012 (2)	0.005 (2)	0.015 (2)
C16	0.043 (3)	0.038 (3)	0.028 (3)	0.028 (2)	0.012 (2)	0.014 (2)
C17	0.062 (4)	0.020 (2)	0.023 (3)	0.016 (2)	0.009 (3)	0.001 (2)
C18	0.032 (3)	0.023 (2)	0.021 (3)	0.002 (2)	−0.003 (2)	0.002 (2)
C19	0.022 (7)	0.052 (6)	0.030 (7)	−0.003 (4)	−0.006 (6)	0.001 (5)

Geometric parameters (Å, º) top

Pt1—P1	2.3245 (9)	C8—C9	1.396 (5)
Pt1—P1ⁱ	2.3245 (9)	C8—H8	0.95
Pt1—Br1	2.4417 (4)	C9—C10	1.376 (6)
Pt1—Br1ⁱ	2.4417 (4)	C9—H9	0.95
Cl1—C19	1.708 (12)	C10—C11	1.392 (6)
Cl1—C19ⁱⁱ	1.807 (11)	C10—H10	0.95
Cl2—Cl2ⁱⁱ	0.796 (6)	C11—C12	1.390 (6)
Cl2—C19ⁱⁱ	1.569 (11)	C11—H11	0.95
Cl2—C19	1.763 (10)	C12—H12	0.95
P1—C13	1.820 (4)	C13—C14	1.391 (6)
P1—C7	1.825 (4)	C13—C18	1.393 (6)
P1—C1	1.831 (4)	C14—C15	1.397 (6)
C1—C6	1.389 (5)	C14—H14	0.95
C1—C2	1.394 (6)	C15—C16	1.386 (7)
C2—C3	1.385 (6)	C15—H15	0.95
C2—H2	0.95	C16—C17	1.371 (7)
C3—C4	1.378 (6)	C16—H16	0.95
C3—H3	0.95	C17—C18	1.389 (6)
C4—C5	1.370 (6)	C17—H17	0.95
C4—H4	0.95	C18—H18	0.95
C5—C6	1.389 (6)	C19—C19ⁱⁱ	0.865 (18)
C5—H5	0.95	C19—Cl2ⁱⁱ	1.569 (10)
C6—H6	0.95	C19—Cl1ⁱⁱ	1.807 (11)
C7—C8	1.395 (5)	C19—H19	0.86 (9)
C7—C12	1.400 (6)

P1—Pt1—P1ⁱ	178.54 (6)	C9—C10—C11	120.0 (4)
P1—Pt1—Br1	92.30 (3)	C9—C10—H10	120
P1ⁱ—Pt1—Br1	87.69 (3)	C11—C10—H10	120
P1—Pt1—Br1ⁱ	87.69 (3)	C12—C11—C10	120.1 (4)
P1ⁱ—Pt1—Br1ⁱ	92.30 (3)	C12—C11—H11	119.9
Br1—Pt1—Br1ⁱ	178.96 (3)	C10—C11—H11	119.9
Cl2ⁱⁱ—Cl2—C19ⁱⁱ	90.3 (4)	C11—C12—C7	120.1 (4)
Cl2ⁱⁱ—Cl2—C19	62.9 (3)	C11—C12—H12	119.9
C13—P1—C7	108.31 (19)	C7—C12—H12	119.9
C13—P1—C1	103.16 (18)	C14—C13—C18	119.1 (4)
C7—P1—C1	102.66 (17)	C14—C13—P1	123.9 (3)
C13—P1—Pt1	111.00 (13)	C18—C13—P1	117.0 (3)
C7—P1—Pt1	111.91 (13)	C13—C14—C15	119.9 (4)
C1—P1—Pt1	118.91 (13)	C13—C14—H14	120.1
C6—C1—C2	117.8 (4)	C15—C14—H14	120.1
C6—C1—P1	122.5 (3)	C16—C15—C14	120.0 (4)
C2—C1—P1	119.6 (3)	C16—C15—H15	120
C3—C2—C1	120.8 (4)	C14—C15—H15	120
C3—C2—H2	119.6	C17—C16—C15	120.5 (4)
C1—C2—H2	119.6	C17—C16—H16	119.8
C4—C3—C2	120.3 (4)	C15—C16—H16	119.8
C4—C3—H3	119.9	C16—C17—C18	119.7 (4)
C2—C3—H3	119.9	C16—C17—H17	120.1
C5—C4—C3	119.9 (4)	C18—C17—H17	120.1
C5—C4—H4	120.1	C17—C18—C13	120.8 (4)
C3—C4—H4	120.1	C17—C18—H18	119.6
C4—C5—C6	120.1 (4)	C13—C18—H18	119.6
C4—C5—H5	120	C19ⁱⁱ—C19—Cl2ⁱⁱ	87.8 (4)
C6—C5—H5	120	C19ⁱⁱ—C19—Cl1	82.2 (13)
C5—C6—C1	121.1 (4)	Cl2ⁱⁱ—C19—Cl1	126.8 (7)
C5—C6—H6	119.4	C19ⁱⁱ—C19—Cl2	62.8 (3)
C1—C6—H6	119.4	Cl1—C19—Cl2	110.2 (6)
C8—C7—C12	119.2 (4)	C19ⁱⁱ—C19—Cl1ⁱⁱ	69.5 (12)
C8—C7—P1	119.8 (3)	Cl2ⁱⁱ—C19—Cl1ⁱⁱ	114.8 (7)
C12—C7—P1	121.0 (3)	Cl1—C19—Cl1ⁱⁱ	110.0 (5)
C7—C8—C9	120.1 (4)	Cl2—C19—Cl1ⁱⁱ	110.3 (6)
C7—C8—H8	120	C19ⁱⁱ—C19—H19	166 (7)
C9—C8—H8	120	Cl2ⁱⁱ—C19—H19	78 (7)
C10—C9—C8	120.4 (4)	Cl1—C19—H19	109 (7)
C10—C9—H9	119.8	Cl2—C19—H19	104 (7)
C8—C9—H9	119.8	Cl1ⁱⁱ—C19—H19	113 (7)

Symmetry codes: (i) −x+1, y, −z+1/2; (ii) −x, y, −z+1/2.

Experimental details

Crystal data
Chemical formula	[PtBr₂(C₁₈H₁₅P)₂]·CHCl₃
M_r	998.82
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	125
a, b, c (Å)	12.2581 (11), 14.5375 (13), 20.1433 (18)
β (°)	92.402 (6)
V (Å³)	3586.4 (6)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	6.48
Crystal size (mm)	0.2 × 0.12 × 0.09

Data collection
Diffractometer	Rigaku SCXmini diffractometer
Absorption correction	Multi-scan (ABSCOR; Higashi, 1995)
T_min, T_max	0.364, 0.600
No. of measured, independent and observed [I > 2σ(I)] reflections	14789, 3161, 2495
R_int	0.043
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.028, 0.047, 1.09
No. of reflections	3161
No. of parameters	218
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
	w = 1/[σ²(F_o²) + (0.0095P)² + 13.9423P] where P = (F_o² + 2F_c²)/3
Δρ_max, Δρ_min (e Å⁻³)	0.58, −0.71

Computer programs: SCXmini Benchtop Crystallography System Software (Rigaku, 2006a), PROCESS-AUTO (Rigaku, 1998), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), CrystalStructure (Rigaku, 2006b), CrystalStructure (Rigaku, 2006b.

Footnotes

‡Other affiliation: Department of Chemistry, University of New Brunswick, Fredericton, NB, Canada E3B 5A3.

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