catena-Poly[[(tetra­fluoro­borato-κF)silver(I)]-μ-triphenyl­phosphine-κ2P:C3]

Brayshaw, S.K.; Molinos, E.; Weller, A.S.

doi:10.1107/S1600536806054511

metal-organic compounds

CRYSTALLOGRAPHIC
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ISSN: 2056-9890

Volume 63| Part 2| February 2007| Pages m302-m303

https://doi.org/10.1107/S1600536806054511

catena-Poly[[(tetrafluoroborato-κF)silver(I)]-μ-triphenylphosphine-κ²P:C³]

Simon K. Brayshaw,^a ^* Eduardo Molinos ^a and Andrew S. Weller ^a

^aDepartment of Chemistry, University of Bath, Bath BA2 7AY, England
^*Correspondence e-mail: sb285@bath.ac.uk

(Received 29 November 2006; accepted 15 December 2006; online 6 January 2007)

The title compound, [Ag(BF₄)(C₁₈H₁₅P)]_n, crystallizes from dichloromethane–pentane as a one-dimensional coordination polymer in which the Ag atom is bound to a phosphine P atom, one F atom of tetrafluoroborate and one C atom of a neighbouring triphenylphosphine ligand.

Comment

Complexes of silver in which close metal–arene interactions are present in the solid state are not uncommon, with the first example reported by Smith & Rundle (1958 ). Typically, in such complexes, the silver is partnered with weakly or non-coordinating anions such as trifluoromethanesulfonate or perchlorate. On the other hand, there have been few reports of solid state structures of silver complexes which contain bound tetrafluoroborate.

We have previously described (tertiary phosphine)silver complexes of functionalized 1-closo-carborane anions (Patmore et al., 2002 ; Clarke et al., 2004 ). Whilst attempting to prepare one such complex from silver tetrafluoroborate and [(PPh₃)₂Rh(nbd)]·CB₁₁H₇Et₅ (Molinos et al., 2005 ), colourless single crystals suitable for an X-ray diffraction experiment were obtained. The crystals were determined to be the title complex, (I), and the results of the diffraction study are described below.

In (I) (Fig. 1), the coordination of the silver is quasi-trigonal, the silver bonding to P, F1 and C3ⁱ [symmetry code: (i) $[{3\over 2}]$ − x, y − $[{1\over 2}]$ , $[{1\over 2}]$ − z], with the silver having only slight deviation from the P—F—C ligand plane [0.0672 (7) Å]. The Ag—C3ⁱ and Ag—F1 distances are long (Table 1), but are consistent with bonding interactions, and the coordination of C3ⁱ results in a one-dimensional coordination polymer. As expected, the coordination of F1 results in a B—F1 distance greater than the other B—F distances.

There are two other Ag⋯F contacts within van der Waals radii. An Ag⋯F2 contact is accommodated by a small Ag—F1—B—F2 torsion angle and a reduced F1—B—F2 angle. The effect of this close contact is also seen in an increased P—Ag—F1 angle relative to P—Ag—C3ⁱ and F1—Ag—C3ⁱ. Finally, an Ag⋯F contact occurs between Ag and F3ⁱⁱ [symmetry code: (ii) 1 − x, −y, −z] in a pairwise manner, with a matching contact between the symmetry-related Agⁱⁱ and F3 (Fig. 2).

Figure 1
Part of the polymeric structure of (I)

, showing its polymeric nature. Displacement ellipsoids are shown at the 50% probability level. H atoms have been omitted for clarity. [Symmetry codes: (i) $[{3\over 2}]$ − x, y − $[{1\over 2}]$ , $[{1\over 2}]$ − z; (iii) $[{3\over 2}]$ − x, $[{1\over 2}]$ + y, $[{1\over 2}]$ − z.]

Figure 2
Two asymmetric units of (I)

, together with neighbouring Agⁱⁱⁱ and C₆H₅Pⁱⁱ groups, showing the pairwise packing. Displacement ellipsoids are shown at the 50% probability level. H atoms have been omitted for clarity. [Symmetry codes: (i) $[{3\over 2}]$ − x, y − $[{1\over 2}]$ , $[{1\over 2}]$ − z; (ii) 1 − x,-y,-z; (iii) $[{3\over 2}]$ − x, $[{1\over 2}]$ + y, $[{1\over 2}]$ − z.]

Experimental

A solution containing equimolar quantities of silver tetrafluoroborate and [(PPh₃)₂Rh(nbd)]·CB₁₁H₇Et₅ (Molinos et al., 2005) in dichloromethane was layered with pentanes and held at 278 K for one week to crystallize. A crystal of (I) suitable for a single-crystal X-ray diffraction study was selected directly from the sample.

Crystal data

[Ag(BF₄)(C₁₈H₁₅P)]
M_r = 456.95
Monoclinic, P 2₁ /n
a = 12.0606 (1) Å
b = 11.2379 (1) Å
c = 12.9254 (1) Å
β = 90.0093 (7)°
V = 1751.85 (3) Å³
Z = 4
D_x = 1.733 Mg m⁻³
Mo Kα radiation
μ = 1.28 mm⁻¹
T = 150 (2) K
Block, colourless
0.33 × 0.25 × 0.18 mm

Data collection

Nonius KappaCCD diffractometer
φ and ω scans
Absorption correction: multi-scan (SORTAV; Blessing, 1995 ) T_min = 0.678, T_max = 0.803
31041 measured reflections
5109 independent reflections
4717 reflections with I > 2σ(I)
R_int = 0.042
θ_max = 30.0°

Refinement

Refinement on F²
R[F² > 2σ(F²)] = 0.028
wR(F²) = 0.073
S = 1.04
5109 reflections
226 parameters
H-atom parameters constrained
w = 1/[σ²(F_o²) + (0.0322P)² + 1.6142P] where P = (F_o² + 2F_c²)/3
(Δ/σ)_max < 0.001
Δρ_max = 1.01 e Å⁻³
Δρ_min = −1.37 e Å⁻³

Table 1
Selected geometric parameters (Å, °)

Ag—P	2.3903 (4)
Ag—F1	2.4242 (13)
Ag—C3ⁱ	2.5706 (18)
B—F4	1.367 (3)
B—F2	1.372 (3)
B—F3	1.380 (2)
B—F1	1.411 (3)

Ag⋯F3ⁱⁱ	2.6912 (14)
Ag⋯F2	2.913 (2)

P—Ag—F1	148.19 (4)
P—Ag—C3ⁱ	129.96 (5)
F1—Ag—C3ⁱ	81.56 (6)
F4—B—F3	109.72 (17)
F2—B—F3	110.87 (19)
F4—B—F1	109.54 (19)
F2—B—F1	107.37 (18)
F3—B—F1	108.32 (17)
B—F1—Ag	112.70 (12)

Ag—F1—B—F2	−5.7 (2)
Symmetry codes: (i) $[-x+{\script{3\over 2}}, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (ii) -x+1, -y, -z.

H atoms were located in difference Fourier maps and placed in idealized positions, with C—H = 0.95 Å and with U_iso(H) = 1.2U_eq(C). The largest peak and deepest hole in the final difference map are located 0.75 and 0.60 Å from the Ag atom, respectively.

Data collection: COLLECT (Nonius, 1998 ); cell refinement: SCALEPACK (Otwinowski & Minor 1997 ); data reduction: SCALEPACK and DENZO (Otwinowski & Minor, 1997); program(s) used to solve structure: SIR97 (Altomare et al., 1999 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997 ); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ); software used to prepare material for publication: SHELXL97.

Supporting information

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S1600536806054511/dn3031sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536806054511/dn3031Isup2.hkl

Computing details top

Data collection: COLLECT (Nonius, 1998); cell refinement: SCALEPACK (Otwinowski & Minor 1997); data reduction: SCALEPACK and DENZO (Otwinowski & Minor, 1997); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXL97.

catena-Poly[[(tetrafluoroborato-κF)silver(I)]-µ-triphenylphosphine- κ²P:C³] top

Crystal data top

[Ag(BF₄)(C₁₈H₁₅P)]	F(000) = 904
M_r = 456.95	D_x = 1.733 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 38097 reflections
a = 12.0606 (1) Å	θ = 2.9–30.0°
b = 11.2379 (1) Å	µ = 1.28 mm⁻¹
c = 12.9254 (1) Å	T = 150 K
β = 90.0093 (7)°	Block, colourless
V = 1751.85 (3) Å³	0.33 × 0.25 × 0.18 mm
Z = 4

Data collection top

Nonius KappaCCD diffractometer	5109 independent reflections
Radiation source: fine-focus sealed tube	4717 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.042
652 1.0° images with φ and ω scans	θ_max = 30.0°, θ_min = 3.8°
Absorption correction: multi-scan (SORTAV; Blessing, 1995)	h = −16→16
T_min = 0.678, T_max = 0.803	k = −15→15
31041 measured reflections	l = −18→18

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) = 0.073	H-atom parameters constrained
S = 1.04	w = 1/[σ²(F_o²) + (0.0322P)² + 1.6142P] where P = (F_o² + 2F_c²)/3
5109 reflections	(Δ/σ)_max < 0.001
226 parameters	Δρ_max = 1.02 e Å⁻³
0 restraints	Δρ_min = −1.37 e Å⁻³

Special details top

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.

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

	x	y	z	U_iso*/U_eq
Ag	0.611584 (13)	−0.042004 (13)	0.164743 (11)	0.03024 (6)
P	0.69044 (3)	0.09718 (4)	0.28367 (3)	0.01861 (8)
C1	0.82162 (14)	0.16844 (14)	0.25136 (13)	0.0200 (3)
C2	0.89562 (14)	0.20668 (15)	0.32828 (13)	0.0229 (3)
H2	0.8786	0.1939	0.3992	0.028*
C3	0.99410 (15)	0.26337 (15)	0.30070 (15)	0.0266 (3)
H3	1.0445	0.2889	0.3526	0.032*
C4	1.01831 (16)	0.28241 (17)	0.19599 (17)	0.0316 (4)
H4	1.0856	0.3204	0.1769	0.038*
C5	0.94475 (18)	0.24616 (16)	0.12056 (16)	0.0316 (4)
H5	0.9612	0.2603	0.0497	0.038*
C6	0.84627 (16)	0.18891 (15)	0.14766 (14)	0.0253 (3)
H6	0.7961	0.1639	0.0954	0.030*
C11	0.71924 (14)	0.02228 (14)	0.40527 (13)	0.0209 (3)
C12	0.64926 (17)	0.03004 (16)	0.49078 (14)	0.0271 (4)
H12	0.5866	0.0812	0.4889	0.032*
C13	0.6713 (2)	−0.03743 (18)	0.57922 (16)	0.0352 (4)
H13	0.6234	−0.0320	0.6374	0.042*
C14	0.7621 (2)	−0.1117 (2)	0.58266 (18)	0.0431 (5)
H14	0.7772	−0.1566	0.6433	0.052*
C15	0.8318 (2)	−0.1210 (2)	0.49674 (18)	0.0423 (5)
H15	0.8940	−0.1728	0.4987	0.051*
C16	0.81032 (17)	−0.05452 (17)	0.40873 (16)	0.0307 (4)
H16	0.8578	−0.0612	0.3504	0.037*
C21	0.60075 (14)	0.22346 (14)	0.31065 (13)	0.0206 (3)
C22	0.50795 (16)	0.24133 (16)	0.24879 (16)	0.0290 (4)
H22	0.4890	0.1843	0.1975	0.035*
C23	0.44245 (17)	0.34282 (19)	0.26175 (19)	0.0368 (4)
H23	0.3788	0.3545	0.2196	0.044*
C24	0.47023 (17)	0.42631 (18)	0.33594 (18)	0.0344 (4)
H24	0.4259	0.4955	0.3444	0.041*
C25	0.56295 (16)	0.40925 (16)	0.39822 (15)	0.0294 (4)
H25	0.5818	0.4669	0.4490	0.035*
C26	0.62809 (15)	0.30801 (15)	0.38628 (13)	0.0231 (3)
H26	0.6910	0.2962	0.4293	0.028*
B	0.66670 (19)	−0.0528 (2)	−0.08054 (17)	0.0296 (4)
F1	0.59061 (13)	−0.10780 (13)	−0.01281 (10)	0.0465 (3)
F2	0.72340 (16)	0.03121 (18)	−0.02458 (14)	0.0662 (5)
F3	0.60793 (12)	−0.00064 (12)	−0.16008 (10)	0.0379 (3)
F4	0.73747 (15)	−0.13653 (18)	−0.11968 (13)	0.0648 (5)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ag	0.03680 (9)	0.02773 (8)	0.02618 (8)	−0.00542 (5)	−0.00191 (6)	−0.00851 (5)
P	0.02229 (19)	0.01627 (17)	0.01727 (18)	−0.00097 (14)	0.00198 (14)	−0.00160 (13)
C1	0.0230 (7)	0.0157 (6)	0.0212 (7)	0.0002 (5)	0.0045 (6)	−0.0010 (5)
C2	0.0238 (8)	0.0204 (7)	0.0247 (8)	0.0007 (6)	0.0007 (6)	0.0018 (6)
C3	0.0218 (8)	0.0209 (7)	0.0370 (9)	0.0011 (6)	−0.0014 (7)	0.0036 (7)
C4	0.0288 (9)	0.0237 (8)	0.0424 (11)	−0.0015 (7)	0.0120 (8)	0.0042 (7)
C5	0.0407 (10)	0.0230 (8)	0.0309 (9)	−0.0038 (7)	0.0158 (8)	−0.0005 (7)
C6	0.0343 (9)	0.0191 (7)	0.0223 (8)	−0.0012 (6)	0.0065 (6)	−0.0025 (6)
C11	0.0251 (8)	0.0184 (7)	0.0193 (7)	−0.0001 (6)	0.0021 (6)	−0.0002 (5)
C12	0.0319 (9)	0.0261 (8)	0.0231 (8)	0.0036 (7)	0.0061 (7)	0.0019 (6)
C13	0.0457 (12)	0.0359 (10)	0.0241 (9)	0.0037 (8)	0.0094 (8)	0.0059 (7)
C14	0.0528 (13)	0.0456 (12)	0.0310 (10)	0.0101 (10)	0.0033 (9)	0.0159 (9)
C15	0.0415 (11)	0.0459 (12)	0.0396 (11)	0.0171 (10)	0.0053 (9)	0.0150 (9)
C16	0.0325 (9)	0.0307 (9)	0.0288 (9)	0.0076 (7)	0.0068 (7)	0.0060 (7)
C21	0.0217 (7)	0.0175 (7)	0.0226 (7)	−0.0010 (5)	0.0030 (6)	0.0001 (6)
C22	0.0269 (8)	0.0238 (8)	0.0361 (10)	−0.0010 (6)	−0.0062 (7)	−0.0020 (7)
C23	0.0280 (9)	0.0303 (9)	0.0520 (13)	0.0046 (7)	−0.0056 (8)	0.0014 (9)
C24	0.0303 (9)	0.0241 (8)	0.0489 (12)	0.0064 (7)	0.0087 (8)	0.0003 (8)
C25	0.0333 (9)	0.0216 (8)	0.0333 (9)	0.0006 (7)	0.0095 (7)	−0.0040 (7)
C26	0.0257 (8)	0.0206 (7)	0.0230 (7)	−0.0007 (6)	0.0031 (6)	−0.0023 (6)
B	0.0291 (10)	0.0369 (11)	0.0229 (9)	0.0034 (8)	−0.0060 (7)	−0.0042 (8)
F1	0.0651 (9)	0.0474 (8)	0.0270 (6)	−0.0102 (7)	0.0058 (6)	0.0015 (5)
F2	0.0600 (10)	0.0889 (14)	0.0497 (9)	−0.0271 (9)	−0.0101 (8)	−0.0274 (9)
F3	0.0452 (7)	0.0356 (6)	0.0328 (6)	0.0025 (5)	−0.0092 (5)	0.0080 (5)
F4	0.0595 (10)	0.0807 (12)	0.0543 (9)	0.0422 (9)	−0.0040 (8)	−0.0117 (8)

Geometric parameters (Å, º) top

Ag—P	2.3903 (4)	C13—C14	1.378 (3)
Ag—F1	2.4242 (13)	C13—H13	0.9500
Ag—C3ⁱ	2.5706 (18)	C14—C15	1.397 (3)
P—C11	1.8163 (17)	C14—H14	0.9500
P—C21	1.8182 (17)	C15—C16	1.385 (3)
P—C1	1.8219 (17)	C15—H15	0.9500
C1—C6	1.392 (2)	C16—H16	0.9500
C1—C2	1.403 (2)	C21—C22	1.390 (2)
C2—C3	1.394 (2)	C21—C26	1.402 (2)
C2—H2	0.9500	C22—C23	1.398 (3)
C3—C4	1.401 (3)	C22—H22	0.9500
C3—Agⁱⁱ	2.5706 (18)	C23—C24	1.383 (3)
C3—H3	0.9500	C23—H23	0.9500
C4—C5	1.380 (3)	C24—C25	1.391 (3)
C4—H4	0.9500	C24—H24	0.9500
C5—C6	1.396 (3)	C25—C26	1.391 (2)
C5—H5	0.9500	C25—H25	0.9500
C6—H6	0.9500	C26—H26	0.9500
C11—C12	1.393 (2)	B—F4	1.367 (3)
C11—C16	1.398 (2)	B—F2	1.372 (3)
C12—C13	1.397 (3)	B—F3	1.380 (2)
C12—H12	0.9500	B—F1	1.411 (3)

Ag···F3ⁱⁱⁱ	2.6912 (14)	Ag···F2	2.913 (2)

P—Ag—F1	148.19 (4)	C14—C13—H13	119.8
P—Ag—C3ⁱ	129.96 (5)	C12—C13—H13	119.8
F1—Ag—C3ⁱ	81.56 (6)	C13—C14—C15	119.86 (19)
C11—P—C21	108.03 (8)	C13—C14—H14	120.1
C11—P—C1	103.66 (8)	C15—C14—H14	120.1
C21—P—C1	102.57 (7)	C16—C15—C14	120.0 (2)
C11—P—Ag	109.22 (5)	C16—C15—H15	120.0
C21—P—Ag	113.41 (6)	C14—C15—H15	120.0
C1—P—Ag	119.06 (5)	C15—C16—C11	120.41 (18)
C6—C1—C2	119.71 (15)	C15—C16—H16	119.8
C6—C1—P	118.61 (13)	C11—C16—H16	119.8
C2—C1—P	121.63 (12)	C22—C21—C26	119.49 (16)
C3—C2—C1	120.04 (16)	C22—C21—P	118.78 (13)
C3—C2—H2	120.0	C26—C21—P	121.51 (13)
C1—C2—H2	120.0	C21—C22—C23	120.27 (18)
C2—C3—C4	119.63 (18)	C21—C22—H22	119.9
C2—C3—Agⁱⁱ	85.52 (11)	C23—C22—H22	119.9
C4—C3—Agⁱⁱ	98.12 (12)	C24—C23—C22	120.00 (19)
C2—C3—H3	120.2	C24—C23—H23	120.0
C4—C3—H3	120.2	C22—C23—H23	120.0
Agⁱⁱ—C3—H3	86.4	C23—C24—C25	120.17 (18)
C5—C4—C3	120.24 (17)	C23—C24—H24	119.9
C5—C4—H4	119.9	C25—C24—H24	119.9
C3—C4—H4	119.9	C24—C25—C26	120.16 (18)
C4—C5—C6	120.39 (17)	C24—C25—H25	119.9
C4—C5—H5	119.8	C26—C25—H25	119.9
C6—C5—H5	119.8	C25—C26—C21	119.92 (17)
C1—C6—C5	119.98 (18)	C25—C26—H26	120.0
C1—C6—H6	120.0	C21—C26—H26	120.0
C5—C6—H6	120.0	F4—B—F2	110.9 (2)
C12—C11—C16	119.30 (16)	F4—B—F3	109.72 (17)
C12—C11—P	122.79 (14)	F2—B—F3	110.87 (19)
C16—C11—P	117.64 (13)	F4—B—F1	109.54 (19)
C11—C12—C13	119.98 (18)	F2—B—F1	107.37 (18)
C11—C12—H12	120.0	F3—B—F1	108.32 (17)
C13—C12—H12	120.0	B—F1—Ag	112.70 (12)
C14—C13—C12	120.43 (19)

Ag—F1—B—F2	−5.7 (2)

Symmetry codes: (i) −x+3/2, y−1/2, −z+1/2; (ii) −x+3/2, y+1/2, −z+1/2; (iii) −x+1, −y, −z.

Acknowledgements

The EPSCR and Royal Society are thanked for financial support.

References

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Volume 63| Part 2| February 2007| Pages m302-m303

https://doi.org/10.1107/S1600536806054511

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