[μ-Ferrocene-1,1′-diylbis(diphenyl­phosphine)-κ²P:P′]bis­[chlorido­gold(I)]

A triclinic polymorph of the title compound, [Au₂Cl₂{Fe(C₁₇H₁₄P)₂}] or C₃₄H₂₈Au₂Cl₂FeP₂, for which a monoclinic structure has already been found, is reported. It contains two linear gold(I) centres bridged by a 1,1′-bis­(diphenyl­phosphine)ferrocenyl ligand. Mol­ecules assemble into a three-dimensional network through weak Cl...HC_phenyl hydrogen bonds.

Key indicators

• Single-crystal X-ray study
• T = 173 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.023
• wR factor = 0.060
• Data-to-parameter ratio = 24.4

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT143_ALERT_4_C su on c - Axis Small or Missing (x 100000) .....         10 Ang.
PLAT153_ALERT_1_C The su's on the Cell Axes   are Equal (x 100000)         10 Ang.
PLAT154_ALERT_1_C The su's on the Cell Angles are Equal  (x 10000)         70 Deg.
PLAT180_ALERT_3_C Check Cell Rounding: # of Values Ending with 0 =          3

Alert level G
PLAT794_ALERT_5_G Check Predicted Bond Valency for Fe1         (3)       3.78

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   4 ALERT level C = Check and explain
   1 ALERT level G = General alerts; check

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion
   1 ALERT type 5 Informative message, check

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S1. Comment

The structure of unsolvated I has previously been reported (Crespo et al., 2000) as has the structure of I.2CH₂Cl₂ (Canales et al., 1997). During the course of our investigations of 2,2':6',2"-terpyridine ligands functionalized in the 4'-position with alkyl gold(I) phosphine moieties (Constable et al., 2007), we have prepared a number of gold(I) phosphine derivatives including compound I. Crystals grown from CH₃CN proved to be a polymorph, Ia, (triclinic, P1) of those grown by Crespo et al. from CH₂Cl₂/n-heptane, Ib, (monoclinic, P2₁/n, refcode XEGGEV) (CSD, Version 5.2.7; Allen, 2002; Bruno et al., 2002). The molecular structure of Ia is shown in Fig. 1. In both this and Ib, the Fe atom lies on an inversion centre. Bond distances are angles are unexceptional and show little variation between polymorphs. The difference in the structures is in the orientation of the phenyl rings and the effect that this has on the molecular packing. The hydrogen bond acceptor strength of an M—Cl chlorine atom is greater than that of a CCl group, and examples of CH···ClM interactions in the solid state have been recognized for some time (Desiraju & Steiner, 1999). Fig. 2 compares the CH···Cl close contacts that exist in polymorphs Ia and Ib, and details of those in Ia are given in Table 1. In Ia, CH···Cl interactions involving H6 connect molecules into chains running parallel to the crystallographic b axis. These chains are interconnected by interactions involving H10 such that the lattice is extended in the c direction, while contacts involving H11 extend the lattice in the a direction. In addition to these non-classical hydrogen bonds, the molecular packing in Ia involves CH_phenyl···π_{cyclopentadienyl} and CH_{cyclopentadienyl}···π_phenyl interactions (Table 1). The differences between the molecular structures of Ia and Ib are relatively small, but are sufficient to cause significant differences in assembly of molecules in the crystal lattice.

Related literature

For related literature, see: Allen (2002); Bruno et al. (2002); Canales et al. (1997); Constable et al. (2007); Crespo et al. (2000); Desiraju & Steiner (1999); Gimeno et al. (1993); Hill et al. (1989).

S2. Experimental

Crystals of compound I (Hill et al., 1989; Gimeno et al., 1993) were grown from a CH₃CN solution by slow evaporation at room temperature.

S3. Refinement

All H atoms were treated as riding models, with C—H = 1.00 Å and U_iso(H) = 1.2U_eq(C).

Computing details

Data collection: COLLECT (Nonius, 2001); cell refinement: DENZO/SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO/SCALEPACK; program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: CRYSTALS (Betteridge et al., 2003); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: CRYSTALS.

Figures

	Fig. 1. The molecular structure of Ia with displacement ellipsoids drawn at the 30% probability level. H atoms are shown as spheres of arbitary radius.
	Fig. 2. Close Cl···HC contacts in (a) Ia (symmetry codes: i = x, -1 + y, z; ii = 1 – x, 1 – y, 2 – z; iii = – 1 + x, y, z) and (b) Ib (CSD refcode XEGGEV) (symmetry codes: i = -1 + x, y, -1 + z; ii = –x, 1 –y, 1 – z; iii = x, y, -1 + z).

[µ-Ferrocene-1,1'-diylbis(diphenylphosphine)-κ²P:P']bis[chloridogold(I)]

Crystal data

[Au2Cl2{Fe(C17H14P)2}]	Z = 1
Mr = 1019.23	F(000) = 480
Triclinic, P1	Dx = 2.144 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.6273 (1) Å	Cell parameters from 4616 reflections
b = 9.0401 (1) Å	θ = 1–30°
c = 10.3715 (1) Å	µ = 10.02 mm^−1
α = 80.9701 (7)°	T = 173 K
β = 86.0279 (7)°	Plate, colourless
γ = 81.6056 (7)°	0.15 × 0.08 × 0.03 mm
V = 789.42 (1) Å^3

Data collection

Nonius KappaCCD diffractometer	4217 reflections with I > 2.0σ(I)
Graphite monochromator	Rint = 0.022
φ & ω scans	θmax = 30.0°, θmin = 2.0°
Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997)	h = −11→12
Tmin = 0.41, Tmax = 0.74	k = −12→12
9181 measured reflections	l = −14→14
4616 independent reflections

Refinement

Refinement on F^2	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.023	Method = Modified Sheldrick (1997) w = 1/[σ^2(F^2) + ( 0.04P)^2 + 0.29P] , where P = (max(Fo^2,0) + 2Fc^2)/3
wR(F^2) = 0.060	(Δ/σ)max = 0.001
S = 0.97	Δρmax = 1.50 e Å^−3
4592 reflections	Δρmin = −1.28 e Å^−3
188 parameters	Extinction correction: Larson (1970), Equation 22
0 restraints	Extinction coefficient: 17.7 (19)
Primary atom site location: structure-invariant direct methods

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

	x	y	z	Uiso*/Ueq
Au1	0.676196 (12)	0.288418 (11)	0.887313 (10)	0.0239
Fe1	0.5000	0.5000	0.5000	0.0196
P1	0.58777 (9)	0.18016 (8)	0.73340 (7)	0.0200
Cl1	0.77243 (11)	0.39466 (9)	1.04541 (8)	0.0322
C1	0.5978 (3)	0.2875 (3)	0.5729 (3)	0.0217
C2	0.7182 (3)	0.3798 (3)	0.5271 (3)	0.0270
C3	0.6988 (4)	0.4300 (4)	0.3915 (3)	0.0330
C4	0.5690 (4)	0.3719 (4)	0.3530 (3)	0.0317
C5	0.5056 (4)	0.2828 (3)	0.4649 (3)	0.0257
C6	0.7023 (3)	−0.0012 (3)	0.7130 (3)	0.0230
C7	0.7062 (4)	−0.1191 (4)	0.8177 (3)	0.0379
C8	0.7948 (5)	−0.2580 (4)	0.8063 (4)	0.0435
C9	0.8807 (4)	−0.2802 (4)	0.6918 (4)	0.0387
C10	0.8771 (4)	−0.1646 (4)	0.5876 (4)	0.0373
C11	0.7883 (4)	−0.0242 (3)	0.5984 (3)	0.0277
C12	0.3878 (3)	0.1418 (3)	0.7685 (3)	0.0214
C13	0.2850 (4)	0.2409 (4)	0.8355 (3)	0.0281
C14	0.1308 (4)	0.2151 (4)	0.8643 (4)	0.0366
C15	0.0793 (4)	0.0893 (5)	0.8311 (4)	0.0396
C16	0.1833 (4)	−0.0119 (4)	0.7659 (4)	0.0380
C17	0.3355 (4)	0.0154 (4)	0.7331 (3)	0.0324
H1	0.8008	0.4037	0.5807	0.0323*
H2	0.7659	0.4961	0.3329	0.0374*
H3	0.5282	0.3898	0.2631	0.0375*
H4	0.4134	0.2269	0.4672	0.0307*
H5	0.6443	−0.1032	0.9008	0.0445*
H6	0.7974	−0.3419	0.8818	0.0507*
H7	0.9440	−0.3805	0.6840	0.0466*
H8	0.9394	−0.1805	0.5047	0.0444*
H9	0.7862	0.0598	0.5230	0.0341*
H10	0.3232	0.3299	0.8631	0.0347*
H11	0.0564	0.2879	0.9097	0.0446*
H12	−0.0314	0.0699	0.8530	0.0481*
H13	0.1466	−0.1040	0.7429	0.0483*
H14	0.4083	−0.0558	0.6848	0.0409*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Au1	0.02774 (8)	0.02168 (7)	0.02296 (8)	−0.00291 (4)	−0.00047 (4)	−0.00619 (4)
Fe1	0.0205 (3)	0.0160 (2)	0.0210 (3)	0.0003 (2)	0.0025 (2)	−0.0029 (2)
P1	0.0228 (3)	0.0166 (3)	0.0203 (3)	−0.0005 (3)	0.0000 (3)	−0.0041 (3)
Cl1	0.0438 (4)	0.0305 (4)	0.0254 (4)	−0.0080 (3)	−0.0015 (3)	−0.0108 (3)
C1	0.0243 (13)	0.0166 (12)	0.0226 (13)	0.0014 (10)	0.0014 (10)	−0.0026 (10)
C2	0.0174 (12)	0.0240 (14)	0.0363 (17)	0.0019 (10)	0.0026 (11)	0.0000 (12)
C3	0.0328 (16)	0.0239 (14)	0.0358 (17)	0.0050 (12)	0.0147 (14)	0.0005 (12)
C4	0.0422 (18)	0.0247 (15)	0.0245 (15)	0.0070 (13)	0.0050 (13)	−0.0060 (12)
C5	0.0335 (15)	0.0161 (12)	0.0271 (15)	0.0015 (11)	−0.0009 (12)	−0.0066 (11)
C6	0.0238 (13)	0.0168 (12)	0.0276 (14)	0.0007 (10)	−0.0033 (11)	−0.0035 (10)
C7	0.052 (2)	0.0260 (16)	0.0307 (17)	0.0057 (15)	−0.0018 (15)	0.0016 (13)
C8	0.056 (2)	0.0263 (17)	0.044 (2)	0.0059 (16)	−0.0097 (18)	0.0017 (15)
C9	0.0330 (17)	0.0246 (16)	0.058 (2)	0.0070 (13)	−0.0125 (16)	−0.0112 (15)
C10	0.0261 (15)	0.0291 (16)	0.057 (2)	0.0010 (13)	0.0061 (15)	−0.0164 (16)
C11	0.0277 (14)	0.0229 (14)	0.0318 (16)	−0.0015 (11)	0.0027 (12)	−0.0052 (12)
C12	0.0221 (12)	0.0210 (12)	0.0207 (13)	−0.0018 (10)	−0.0005 (10)	−0.0031 (10)
C13	0.0267 (14)	0.0277 (15)	0.0305 (16)	−0.0014 (12)	0.0007 (12)	−0.0088 (12)
C14	0.0269 (15)	0.044 (2)	0.0368 (18)	0.0015 (14)	0.0048 (13)	−0.0095 (15)
C15	0.0281 (16)	0.050 (2)	0.040 (2)	−0.0112 (15)	−0.0002 (14)	−0.0006 (16)
C16	0.0408 (19)	0.0343 (18)	0.042 (2)	−0.0169 (15)	−0.0013 (15)	−0.0038 (15)
C17	0.0346 (17)	0.0267 (15)	0.0372 (18)	−0.0059 (13)	0.0021 (14)	−0.0093 (13)

Geometric parameters (Å, º)

Au1—P1	2.2283 (7)	C5—H4	1.000
Au1—Cl1	2.2838 (8)	C6—C7	1.395 (4)
Fe1—C3^i	2.061 (3)	C6—C11	1.385 (4)
Fe1—C4^i	2.061 (3)	C7—C8	1.389 (5)
Fe1—C5^i	2.046 (3)	C7—H5	1.000
Fe1—C2^i	2.046 (3)	C8—C9	1.382 (6)
Fe1—C1^i	2.033 (3)	C8—H6	1.000
Fe1—C1	2.033 (3)	C9—C10	1.379 (5)
Fe1—C2	2.046 (3)	C9—H7	1.000
Fe1—C3	2.061 (3)	C10—C11	1.399 (4)
Fe1—C4	2.061 (3)	C10—H8	1.000
Fe1—C5	2.046 (3)	C11—H9	1.000
P1—C1	1.793 (3)	C12—C13	1.397 (4)
P1—C6	1.821 (3)	C12—C17	1.396 (4)
P1—C12	1.811 (3)	C13—C14	1.389 (5)
C1—C2	1.436 (4)	C13—H10	1.000
C1—C5	1.428 (4)	C14—C15	1.379 (5)
C2—C3	1.422 (5)	C14—H11	1.000
C2—H1	1.000	C15—C16	1.403 (5)
C3—C4	1.411 (5)	C15—H12	1.000
C3—H2	1.000	C16—C17	1.381 (5)
C4—C5	1.429 (4)	C16—H13	1.000
C4—H3	1.000	C17—H14	1.000
P1—Au1—Cl1	178.51 (2)	C1—C2—C3	107.3 (3)
C3^i—Fe1—C4^i	40.03 (14)	Fe1—C2—C3	70.32 (17)
C3^i—Fe1—C5^i	68.05 (13)	C1—C2—H1	126.2
C4^i—Fe1—C5^i	40.72 (12)	Fe1—C2—H1	126.2
C3^i—Fe1—C2^i	40.51 (13)	C3—C2—H1	126.4
C4^i—Fe1—C2^i	68.30 (14)	C2—C3—Fe1	69.16 (16)
C5^i—Fe1—C2^i	68.93 (13)	C2—C3—C4	108.9 (3)
C3^i—Fe1—C1^i	68.42 (12)	Fe1—C3—C4	69.99 (17)
C4^i—Fe1—C1^i	68.61 (12)	C2—C3—H2	125.6
C5^i—Fe1—C1^i	40.98 (12)	Fe1—C3—H2	126.7
C2^i—Fe1—C1^i	41.22 (11)	C4—C3—H2	125.4
C3^i—Fe1—C1	111.58 (12)	C3—C4—Fe1	69.99 (18)
C4^i—Fe1—C1	111.39 (12)	C3—C4—C5	108.1 (3)
C5^i—Fe1—C1	139.02 (12)	Fe1—C4—C5	69.07 (17)
C2^i—Fe1—C1	138.78 (11)	C3—C4—H3	126.1
C1^i—Fe1—C1	179.994	Fe1—C4—H3	126.6
C3^i—Fe1—C2	139.49 (13)	C5—C4—H3	125.9
C4^i—Fe1—C2	111.70 (14)	C4—C5—C1	107.8 (3)
C5^i—Fe1—C2	111.07 (13)	C4—C5—Fe1	70.21 (17)
C2^i—Fe1—C2	179.994	C1—C5—Fe1	69.04 (16)
C1^i—Fe1—C2	138.78 (11)	C4—C5—H4	126.2
C3^i—Fe1—C3	179.994	C1—C5—H4	126.1
C4^i—Fe1—C3	139.97 (14)	Fe1—C5—H4	126.3
C5^i—Fe1—C3	111.95 (13)	P1—C6—C7	118.7 (2)
C2^i—Fe1—C3	139.49 (13)	P1—C6—C11	122.1 (2)
C1^i—Fe1—C3	111.58 (12)	C7—C6—C11	119.2 (3)
C3^i—Fe1—C4	139.97 (14)	C6—C7—C8	120.1 (3)
C4^i—Fe1—C4	179.994	C6—C7—H5	119.6
C5^i—Fe1—C4	139.28 (12)	C8—C7—H5	120.2
C2^i—Fe1—C4	111.70 (14)	C7—C8—C9	120.3 (3)
C1^i—Fe1—C4	111.39 (12)	C7—C8—H6	119.8
C3^i—Fe1—C5	111.95 (13)	C9—C8—H6	119.9
C4^i—Fe1—C5	139.28 (12)	C8—C9—C10	120.0 (3)
C5^i—Fe1—C5	179.994	C8—C9—H7	120.0
C2^i—Fe1—C5	111.07 (13)	C10—C9—H7	120.1
C1^i—Fe1—C5	139.02 (12)	C9—C10—C11	120.0 (3)
C1—Fe1—C2	41.22 (11)	C9—C10—H8	120.0
C1—Fe1—C3	68.42 (12)	C11—C10—H8	120.0
C2—Fe1—C3	40.51 (13)	C10—C11—C6	120.3 (3)
C1—Fe1—C4	68.61 (12)	C10—C11—H9	120.0
C2—Fe1—C4	68.30 (14)	C6—C11—H9	119.7
C3—Fe1—C4	40.03 (14)	P1—C12—C13	118.3 (2)
C1—Fe1—C5	40.98 (12)	P1—C12—C17	122.0 (2)
C2—Fe1—C5	68.93 (13)	C13—C12—C17	119.7 (3)
C3—Fe1—C5	68.05 (13)	C12—C13—C14	119.9 (3)
C4—Fe1—C5	40.72 (12)	C12—C13—H10	119.8
Au1—P1—C1	113.78 (10)	C14—C13—H10	120.3
Au1—P1—C6	112.85 (10)	C13—C14—C15	120.5 (3)
C1—P1—C6	103.33 (13)	C13—C14—H11	119.9
Au1—P1—C12	112.80 (10)	C15—C14—H11	119.6
C1—P1—C12	107.81 (13)	C14—C15—C16	119.5 (3)
C6—P1—C12	105.49 (13)	C14—C15—H12	120.5
P1—C1—Fe1	131.79 (15)	C16—C15—H12	120.0
P1—C1—C2	123.9 (2)	C15—C16—C17	120.4 (3)
Fe1—C1—C2	69.86 (16)	C15—C16—H13	119.6
P1—C1—C5	127.7 (2)	C17—C16—H13	120.0
Fe1—C1—C5	69.98 (15)	C12—C17—C16	119.9 (3)
C2—C1—C5	107.9 (3)	C12—C17—H14	120.1
C1—C2—Fe1	68.93 (15)	C16—C17—H14	120.0

Symmetry code: (i) −x+1, −y+1, −z+1.