Bis[(diphenyl-phosphanylmeth-yl)diphenyl-phosphane sulfide-κ(2)P,S]copper(I) hexa-fluoridophosphate.

In the title compound, [Cu(C(25)H(22)P(2)S)(2)]PF(6), the Cu(I) atom, lying on a twofold rotation axis, adopts a distorted tetra-hedral geometry. The (diphenyl-phosphanylmeth-yl)diphenyl-phos-phane sulfide ligand coordinates to the Cu(I) atom through one S and one P atom, forming a stable five-membered chelate ring. The P atom of the PF(6) (-) anion also lies on a twofold rotation axis.

Related literature

For background to copper(I) phosphane compounds, see: Bownaker et al. (1995 ▶); Comba et al. (1999 ▶); Liaw et al. (2005 ▶); Lobana et al. (2009 ▶); Nicola et al. (2005 ▶); Zhang et al. (2005 ▶). For related structures, see: Bera et al. (1999 ▶); Sivasankar et al. (2004 ▶).

Experimental

Crystal data

[Cu(C25H22P2S)2]PF6

M = 1041.39

Orthorhombic,

a = 20.73 (3) Å

b = 12.004 (18) Å

c = 19.83 (3) Å

V = 4935 (13) Å3

Z = 4

Mo Kα radiation

μ = 0.75 mm−1

T = 296 K

0.26 × 0.22 × 0.17 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996) ▶ T min = 0.830, T max = 0.884

27988 measured reflections

5535 independent reflections

3424 reflections with I > 2σ(I)

R int = 0.070

Refinement

R[F 2 > 2σ(F 2)] = 0.053

wR(F 2) = 0.152

S = 1.03

5535 reflections

290 parameters

H-atom parameters constrained

Δρmax = 0.41 e Å−3

Δρmin = −0.55 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S160053681202346X/hy2551sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681202346X/hy2551Isup2.hkl

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

[Cu(C25H22P2S)2]PF6	F(000) = 2136
Mr = 1041.39	Dx = 1.402 Mg m−3
Orthorhombic, Pcca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2a 2ac	Cell parameters from 2469 reflections
a = 20.73 (3) Å	θ = 1.0–24.6°
b = 12.004 (18) Å	µ = 0.75 mm−1
c = 19.83 (3) Å	T = 296 K
V = 4935 (13) Å3	Block, colorless
Z = 4	0.26 × 0.22 × 0.17 mm

Bruker APEXII CCD diffractometer	5535 independent reflections
Radiation source: fine-focus sealed tube	3424 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.070
φ and ω scans	θmax = 27.3°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −26→26
Tmin = 0.830, Tmax = 0.884	k = −15→7
27988 measured reflections	l = −25→25

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)] = 0.053	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.152	H-atom parameters constrained
S = 1.03	w = 1/[σ2(Fo2) + (0.0663P)2 + 1.7941P] where P = (Fo2 + 2Fc2)/3
5535 reflections	(Δ/σ)max < 0.001
290 parameters	Δρmax = 0.41 e Å−3
0 restraints	Δρmin = −0.55 e Å−3

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
Cu1	0.2500	0.5000	0.08447 (3)	0.0570 (2)
S1	0.25626 (4)	0.34472 (9)	0.00764 (4)	0.0673 (3)
P1	0.30722 (4)	0.25355 (8)	0.07262 (4)	0.0545 (2)
P2	0.34846 (4)	0.47449 (8)	0.13570 (4)	0.0571 (3)
P3	0.5000	0.08241 (18)	0.2500	0.1137 (7)
F1	0.42534 (14)	0.0827 (3)	0.2603 (2)	0.1813 (17)
F2	0.49237 (19)	−0.0099 (3)	0.1934 (2)	0.1708 (17)
F3	0.49046 (19)	0.1782 (3)	0.1953 (2)	0.1685 (15)
C1	0.37539 (13)	0.3349 (3)	0.10528 (16)	0.0591 (8)
H1A	0.4073	0.3444	0.0699	0.071*
H1B	0.3955	0.2947	0.1421	0.071*
C11	0.34201 (15)	0.1313 (3)	0.03184 (16)	0.0602 (8)
C12	0.3884 (2)	0.0687 (4)	0.0633 (2)	0.0860 (13)
H12	0.4014	0.0875	0.1068	0.103*
C13	0.4165 (2)	−0.0224 (4)	0.0314 (3)	0.1030 (15)
H13	0.4476	−0.0642	0.0538	0.124*
C14	0.3990 (3)	−0.0504 (5)	−0.0318 (3)	0.1114 (16)
H14	0.4176	−0.1117	−0.0529	0.134*
C15	0.3543 (4)	0.0107 (5)	−0.0643 (3)	0.157 (3)
H15	0.3424	−0.0085	−0.1080	0.188*
C16	0.3256 (3)	0.1031 (4)	−0.0330 (2)	0.1212 (19)
H16	0.2953	0.1454	−0.0563	0.145*
C21	0.25957 (15)	0.2067 (3)	0.14369 (17)	0.0640 (9)
C22	0.19323 (17)	0.1912 (4)	0.1354 (2)	0.0852 (12)
H22	0.1741	0.2056	0.0939	0.102*
C23	0.1559 (2)	0.1545 (4)	0.1891 (3)	0.1142 (17)
H23	0.1119	0.1432	0.1832	0.137*
C24	0.1833 (3)	0.1347 (5)	0.2504 (3)	0.122 (2)
H24	0.1577	0.1117	0.2863	0.146*
C25	0.2485 (3)	0.1485 (5)	0.2599 (2)	0.120 (2)
H25	0.2667	0.1338	0.3018	0.144*
C26	0.2877 (2)	0.1846 (4)	0.20634 (18)	0.0879 (13)
H26	0.3318	0.1938	0.2125	0.105*
C31	0.35556 (17)	0.4728 (4)	0.22775 (17)	0.0714 (10)
C32	0.3949 (3)	0.4004 (5)	0.2639 (2)	0.1215 (19)
H32	0.4197	0.3472	0.2418	0.146*
C33	0.3962 (4)	0.4097 (8)	0.3352 (3)	0.175 (3)
H33	0.4208	0.3609	0.3609	0.211*
C34	0.3596 (4)	0.4936 (8)	0.3663 (3)	0.165 (3)
H34	0.3600	0.4988	0.4131	0.198*
C35	0.3239 (3)	0.5671 (6)	0.3308 (2)	0.122 (2)
H35	0.3017	0.6239	0.3527	0.147*
C36	0.32075 (18)	0.5565 (4)	0.26102 (18)	0.0862 (13)
H36	0.2953	0.6055	0.2362	0.103*
C41	0.41620 (14)	0.5644 (3)	0.10968 (17)	0.0621 (9)
C42	0.42341 (17)	0.5905 (4)	0.0432 (2)	0.0885 (13)
H42	0.3951	0.5599	0.0119	0.106*
C43	0.4723 (2)	0.6623 (5)	0.0204 (3)	0.1042 (16)
H43	0.4765	0.6773	−0.0254	0.125*
C44	0.5129 (2)	0.7090 (4)	0.0646 (3)	0.1016 (15)
H44	0.5459	0.7550	0.0494	0.122*
C45	0.5059 (2)	0.6893 (5)	0.1319 (3)	0.1221 (19)
H45	0.5330	0.7245	0.1626	0.146*
C46	0.45783 (19)	0.6157 (5)	0.1550 (2)	0.1002 (16)
H46	0.4539	0.6013	0.2009	0.120*

	U11	U22	U33	U12	U13	U23
Cu1	0.0448 (3)	0.0748 (5)	0.0513 (3)	−0.0022 (3)	0.000	0.000
S1	0.0792 (6)	0.0684 (7)	0.0544 (5)	−0.0009 (5)	−0.0183 (4)	0.0036 (4)
P1	0.0491 (4)	0.0655 (6)	0.0490 (4)	−0.0057 (4)	−0.0055 (3)	0.0063 (4)
P2	0.0434 (4)	0.0800 (7)	0.0480 (4)	−0.0053 (4)	−0.0010 (3)	−0.0079 (4)
P3	0.0781 (10)	0.1068 (16)	0.1562 (19)	0.000	−0.0655 (11)	0.000
F1	0.0818 (19)	0.185 (4)	0.278 (5)	0.002 (2)	−0.058 (2)	−0.012 (3)
F2	0.152 (3)	0.140 (3)	0.220 (4)	−0.010 (2)	−0.064 (3)	−0.045 (3)
F3	0.186 (3)	0.137 (3)	0.182 (3)	0.008 (2)	−0.090 (3)	0.026 (3)
C1	0.0446 (15)	0.073 (2)	0.0595 (18)	−0.0040 (15)	−0.0001 (13)	−0.0038 (17)
C11	0.0624 (18)	0.058 (2)	0.0598 (19)	−0.0064 (16)	−0.0009 (15)	0.0016 (16)
C12	0.088 (3)	0.102 (4)	0.068 (2)	0.028 (2)	−0.0006 (19)	−0.007 (2)
C13	0.095 (3)	0.112 (4)	0.102 (4)	0.036 (3)	0.005 (3)	−0.002 (3)
C14	0.143 (5)	0.085 (4)	0.106 (4)	0.021 (3)	0.017 (3)	−0.010 (3)
C15	0.270 (9)	0.107 (5)	0.094 (4)	0.055 (5)	−0.060 (5)	−0.035 (3)
C16	0.181 (5)	0.083 (4)	0.100 (3)	0.031 (3)	−0.067 (3)	−0.019 (3)
C21	0.0567 (18)	0.072 (3)	0.0632 (19)	−0.0018 (16)	0.0013 (14)	0.0155 (18)
C22	0.057 (2)	0.098 (3)	0.100 (3)	−0.015 (2)	0.0021 (19)	0.022 (3)
C23	0.071 (3)	0.118 (4)	0.154 (5)	−0.021 (3)	0.021 (3)	0.042 (4)
C24	0.113 (4)	0.132 (5)	0.121 (4)	0.001 (3)	0.045 (3)	0.055 (4)
C25	0.121 (4)	0.154 (6)	0.085 (3)	0.015 (4)	0.013 (3)	0.058 (3)
C26	0.075 (2)	0.121 (4)	0.068 (2)	0.008 (2)	0.0031 (19)	0.036 (2)
C31	0.0624 (19)	0.101 (3)	0.0513 (18)	−0.010 (2)	−0.0058 (16)	−0.0060 (19)
C32	0.143 (4)	0.154 (5)	0.068 (3)	0.013 (4)	−0.036 (3)	−0.001 (3)
C33	0.244 (8)	0.206 (9)	0.076 (4)	0.028 (7)	−0.068 (5)	0.011 (4)
C34	0.229 (8)	0.217 (9)	0.049 (3)	0.004 (6)	−0.013 (4)	−0.013 (4)
C35	0.126 (4)	0.182 (6)	0.060 (3)	−0.004 (4)	0.005 (3)	−0.031 (3)
C36	0.074 (2)	0.125 (4)	0.060 (2)	−0.006 (2)	0.0007 (17)	−0.021 (2)
C41	0.0447 (15)	0.075 (3)	0.066 (2)	0.0004 (16)	0.0017 (14)	−0.0104 (18)
C42	0.070 (2)	0.127 (4)	0.068 (2)	−0.026 (2)	0.0032 (18)	−0.001 (2)
C43	0.079 (3)	0.139 (5)	0.095 (3)	−0.015 (3)	0.021 (2)	0.010 (3)
C44	0.071 (3)	0.101 (4)	0.132 (4)	−0.018 (2)	0.031 (3)	−0.005 (3)
C45	0.083 (3)	0.146 (5)	0.137 (5)	−0.055 (3)	−0.002 (3)	−0.034 (4)
C46	0.077 (2)	0.143 (5)	0.081 (3)	−0.043 (3)	−0.005 (2)	−0.013 (3)

Cu1—P2	2.300 (3)	C22—H22	0.9300
Cu1—S1	2.411 (3)	C23—C24	1.363 (7)
S1—P1	1.993 (2)	C23—H23	0.9300
P1—C21	1.810 (4)	C24—C25	1.374 (7)
P1—C11	1.824 (4)	C24—H24	0.9300
P1—C1	1.836 (4)	C25—C26	1.405 (6)
P2—C31	1.831 (4)	C25—H25	0.9300
P2—C41	1.845 (4)	C26—H26	0.9300
P2—C1	1.866 (4)	C31—C32	1.390 (6)
P3—F1	1.561 (4)	C31—C36	1.403 (6)
P3—F1i	1.561 (4)	C32—C33	1.418 (7)
P3—F2	1.585 (4)	C32—H32	0.9300
P3—F2i	1.585 (4)	C33—C34	1.403 (10)
P3—F3i	1.593 (4)	C33—H33	0.9300
P3—F3	1.593 (4)	C34—C35	1.351 (9)
C1—H1A	0.9700	C34—H34	0.9300
C1—H1B	0.9700	C35—C36	1.391 (6)
C11—C12	1.371 (5)	C35—H35	0.9300
C11—C16	1.373 (6)	C36—H36	0.9300
C12—C13	1.392 (6)	C41—C42	1.364 (5)
C12—H12	0.9300	C41—C46	1.390 (5)
C13—C14	1.347 (7)	C42—C43	1.405 (6)
C13—H13	0.9300	C42—H42	0.9300
C14—C15	1.345 (8)	C43—C44	1.337 (7)
C14—H14	0.9300	C43—H43	0.9300
C15—C16	1.404 (7)	C44—C45	1.361 (7)
C15—H15	0.9300	C44—H44	0.9300
C16—H16	0.9300	C45—C46	1.409 (6)
C21—C26	1.397 (5)	C45—H45	0.9300
C21—C22	1.397 (5)	C46—H46	0.9300
C22—C23	1.388 (6)
P2ii—Cu1—P2	127.60 (11)	C11—C16—H16	119.9
P2ii—Cu1—S1	115.45 (5)	C15—C16—H16	119.9
P2—Cu1—S1	97.37 (6)	C26—C21—C22	119.3 (3)
P2ii—Cu1—S1ii	97.37 (6)	C26—C21—P1	121.5 (3)
P2—Cu1—S1ii	115.45 (5)	C22—C21—P1	119.1 (3)
S1—Cu1—S1ii	101.63 (13)	C23—C22—C21	120.0 (4)
P1—S1—Cu1	92.55 (4)	C23—C22—H22	120.0
C21—P1—C11	108.11 (19)	C21—C22—H22	120.0
C21—P1—C1	108.11 (18)	C24—C23—C22	120.5 (4)
C11—P1—C1	106.27 (17)	C24—C23—H23	119.8
C21—P1—S1	112.60 (15)	C22—C23—H23	119.8
C11—P1—S1	111.40 (15)	C23—C24—C25	120.7 (4)
C1—P1—S1	110.10 (15)	C23—C24—H24	119.6
C31—P2—C41	102.94 (16)	C25—C24—H24	119.6
C31—P2—C1	106.73 (18)	C24—C25—C26	120.2 (5)
C41—P2—C1	101.95 (17)	C24—C25—H25	119.9
C31—P2—Cu1	120.86 (12)	C26—C25—H25	119.9
C41—P2—Cu1	118.30 (14)	C21—C26—C25	119.3 (4)
C1—P2—Cu1	104.02 (10)	C21—C26—H26	120.4
F1—P3—F1i	179.7 (4)	C25—C26—H26	120.4
F1—P3—F2	89.8 (2)	C32—C31—C36	120.5 (4)
F1i—P3—F2	90.4 (2)	C32—C31—P2	124.6 (3)
F1—P3—F2i	90.4 (2)	C36—C31—P2	114.8 (3)
F1i—P3—F2i	89.8 (2)	C31—C32—C33	118.4 (6)
F2—P3—F2i	91.3 (4)	C31—C32—H32	120.8
F1—P3—F3i	91.8 (2)	C33—C32—H32	120.8
F1i—P3—F3i	88.0 (2)	C34—C33—C32	118.9 (6)
F2—P3—F3i	177.5 (3)	C34—C33—H33	120.5
F2i—P3—F3i	90.6 (3)	C32—C33—H33	120.5
F1—P3—F3	88.0 (2)	C35—C34—C33	122.5 (5)
F1i—P3—F3	91.8 (2)	C35—C34—H34	118.8
F2—P3—F3	90.6 (3)	C33—C34—H34	118.8
F2i—P3—F3	177.5 (3)	C34—C35—C36	118.9 (6)
F3i—P3—F3	87.6 (3)	C34—C35—H35	120.5
P1—C1—P2	111.18 (17)	C36—C35—H35	120.5
P1—C1—H1A	109.4	C35—C36—C31	120.6 (5)
P2—C1—H1A	109.4	C35—C36—H36	119.7
P1—C1—H1B	109.4	C31—C36—H36	119.7
P2—C1—H1B	109.4	C42—C41—C46	117.1 (4)
H1A—C1—H1B	108.0	C42—C41—P2	119.2 (3)
C12—C11—C16	117.8 (4)	C46—C41—P2	123.4 (3)
C12—C11—P1	121.1 (3)	C41—C42—C43	122.0 (4)
C16—C11—P1	121.0 (3)	C41—C42—H42	119.0
C11—C12—C13	121.1 (4)	C43—C42—H42	119.0
C11—C12—H12	119.4	C44—C43—C42	120.1 (5)
C13—C12—H12	119.4	C44—C43—H43	120.0
C14—C13—C12	120.4 (5)	C42—C43—H43	120.0
C14—C13—H13	119.8	C43—C44—C45	120.1 (4)
C12—C13—H13	119.8	C43—C44—H44	119.9
C15—C14—C13	119.7 (5)	C45—C44—H44	119.9
C15—C14—H14	120.2	C44—C45—C46	120.2 (4)
C13—C14—H14	120.2	C44—C45—H45	119.9
C14—C15—C16	120.8 (5)	C46—C45—H45	119.9
C14—C15—H15	119.6	C41—C46—C45	120.4 (4)
C16—C15—H15	119.6	C41—C46—H46	119.8
C11—C16—C15	120.2 (5)	C45—C46—H46	119.8

Table 1

Selected bond lengths (Å)

Cu1—P2	2.300 (3)
Cu1—S1	2.411 (3)