Bis(μ-Diphenyl­phosphino)ethane-κ²P:P′)-bis­[(O-ethyl N-phenyl­thio­carbamato-κS)gold(I)]

The dinuclear title complex, (Ph₂PCH₂CH₂PPh₂)[AuSC(OCH₂CH₃)=N(C₆H₅)]₂ or [Au₂(C₉H₁₀NOS)₂(C₂₆H₂₄P₂)], is centrosymmetric and a linear coordination geometry defined by S and P atoms is found for the Au atom. Supra­molecular chains mediated by C—H...S inter­actions and weakly associated {Au...S}₂ synthons are evident in the crystal structure.

Key indicators

• Single-crystal X-ray study
• T = 223 K
• Mean [sigma](C-C) = 0.007 Å
• R factor = 0.029
• wR factor = 0.090
• Data-to-parameter ratio = 24.5

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT220_ALERT_2_A Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       4.55 Ratio

Author Response: Thermal motion associated with ethyl group is greater than that of other parts of the molecule. Multiple sites were not detected for the ethyl group indicating dynamic disorder.

PLAT222_ALERT_3_A Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       5.76 Ratio

Author Response: Thermal motion associated with ethyl group is greater than that of other parts of the molecule. Multiple sites were not detected for the ethyl group indicating dynamic disorder.

Alert level C
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.80
PLAT480_ALERT_4_C Long H...A H-Bond Reported H10A   ..  S1      ..       3.03 Ang.

Alert level G
ABSTM02_ALERT_3_G  When printed, the submitted absorption T values will be
            replaced by the scaled T values. Since the ratio of scaled T's
            is identical to the ratio of reported T values, the scaling
            does not imply a change to the absorption corrections used in
            the study.
            Ratio of Tmax expected/reported      0.802
            Tmax scaled      0.802 Tmin scaled      0.291

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

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

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Computing details

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: PATTY in DIRDIF92 (Beurskens et al., 1992); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

Bis(µ-Diphenylphosphino)ethane-κ²P:P')-bis[(O-ethyl N-phenylthiocarbamato-κS)gold(I)]

Crystal data

[Au2(C9H10NOS)2(C26H24P2)]	F(000) = 1116
Mr = 1152.80	Dx = 1.862 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71069 Å
Hall symbol: -P 2ybc	Cell parameters from 6245 reflections
a = 8.3904 (4) Å	θ = 2.2–30.0°
b = 24.4688 (13) Å	µ = 7.35 mm^−1
c = 10.0555 (5) Å	T = 223 K
β = 95.178 (1)°	Block, colourless
V = 2056.00 (18) Å^3	0.23 × 0.11 × 0.03 mm
Z = 2

Data collection

Bruker SMART CCD diffractometer	5988 independent reflections
Radiation source: fine-focus sealed tube	5063 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.047
ω scans	θmax = 30.0°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −9→11
Tmin = 0.363, Tmax = 1	k = −32→34
17212 measured reflections	l = −13→14

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.029	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.090	H-atom parameters constrained
S = 1.11	w = 1/[σ^2(Fo^2) + (0.0434P)^2] where P = (Fo^2 + 2Fc^2)/3
5988 reflections	(Δ/σ)max = 0.001
244 parameters	Δρmax = 1.58 e Å^−3
0 restraints	Δρmin = −1.39 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Au	0.140697 (17)	0.069098 (6)	0.489451 (14)	0.02183 (6)
S1	−0.06202 (12)	0.08497 (5)	0.62439 (10)	0.0245 (2)
P1	0.34110 (12)	0.05007 (4)	0.36145 (9)	0.01750 (19)
O1	0.0860 (4)	0.17894 (15)	0.6120 (4)	0.0438 (9)
N1	−0.1233 (4)	0.18205 (16)	0.7401 (4)	0.0327 (8)
C1	−0.0399 (5)	0.15437 (19)	0.6652 (4)	0.0280 (9)
C2	−0.2681 (5)	0.16294 (17)	0.7823 (4)	0.0257 (9)
C3	−0.3974 (5)	0.15150 (19)	0.6901 (4)	0.0315 (10)
H3	−0.3837	0.1519	0.5984	0.038*
C4	−0.5438 (6)	0.1398 (2)	0.7316 (6)	0.0452 (13)
H4	−0.6303	0.1324	0.6680	0.054*
C5	−0.5662 (6)	0.1385 (2)	0.8649 (6)	0.0472 (14)
H5	−0.6672	0.1301	0.8929	0.057*
C6	−0.4401 (7)	0.1497 (2)	0.9570 (5)	0.0472 (14)
H6	−0.4552	0.1494	1.0485	0.057*
C7	−0.2914 (6)	0.1616 (2)	0.9167 (4)	0.0344 (10)
H7	−0.2054	0.1687	0.9809	0.041*
C8	0.1043 (9)	0.2374 (3)	0.6382 (7)	0.076 (2)
H8A	0.1440	0.2431	0.7318	0.092*
H8B	−0.0001	0.2554	0.6227	0.092*
C9	0.2147 (11)	0.2617 (3)	0.5527 (7)	0.080 (2)
H9A	0.2267	0.3003	0.5732	0.121*
H9B	0.1734	0.2573	0.4600	0.121*
H9C	0.3179	0.2438	0.5675	0.121*
C10	0.4634 (4)	−0.00646 (15)	0.4288 (3)	0.0178 (7)
H10A	0.3976	−0.0395	0.4303	0.021*
H10B	0.5493	−0.0135	0.3711	0.021*
C11	0.4793 (5)	0.10624 (16)	0.3467 (3)	0.0198 (7)
C12	0.6383 (5)	0.09779 (18)	0.3277 (4)	0.0258 (8)
H12	0.6780	0.0619	0.3250	0.031*
C13	0.7401 (6)	0.1414 (2)	0.3128 (5)	0.0346 (10)
H13	0.8485	0.1350	0.3015	0.042*
C14	0.6833 (6)	0.1941 (2)	0.3143 (5)	0.0394 (11)
H14	0.7525	0.2236	0.3033	0.047*
C15	0.5262 (6)	0.20340 (19)	0.3320 (5)	0.0395 (11)
H15	0.4871	0.2394	0.3320	0.047*
C16	0.4241 (5)	0.15990 (18)	0.3498 (4)	0.0310 (10)
H16	0.3167	0.1667	0.3641	0.037*
C17	0.2746 (5)	0.03446 (17)	0.1895 (4)	0.0204 (8)
C18	0.3335 (5)	−0.00848 (19)	0.1203 (4)	0.0290 (9)
H18	0.4071	−0.0329	0.1640	0.035*
C19	0.2840 (6)	−0.0157 (2)	−0.0141 (4)	0.0362 (11)
H19	0.3237	−0.0452	−0.0611	0.043*
C20	0.1770 (5)	0.0203 (2)	−0.0785 (4)	0.0333 (10)
H20	0.1469	0.0160	−0.1702	0.040*
C21	0.1136 (6)	0.0625 (2)	−0.0094 (4)	0.0325 (11)
H21	0.0379	0.0862	−0.0531	0.039*
C22	0.1620 (6)	0.06968 (17)	0.1243 (4)	0.0276 (9)
H22	0.1191	0.0984	0.1717	0.033*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Au	0.01822 (9)	0.02629 (10)	0.02136 (9)	0.00433 (6)	0.00385 (6)	−0.00099 (6)
S1	0.0209 (5)	0.0251 (5)	0.0286 (5)	0.0020 (4)	0.0084 (4)	−0.0010 (4)
P1	0.0176 (5)	0.0176 (5)	0.0175 (4)	0.0029 (4)	0.0027 (3)	0.0004 (4)
O1	0.0375 (19)	0.040 (2)	0.058 (2)	−0.0142 (16)	0.0253 (17)	−0.0121 (18)
N1	0.031 (2)	0.029 (2)	0.040 (2)	−0.0023 (16)	0.0106 (16)	−0.0099 (17)
C1	0.023 (2)	0.029 (2)	0.032 (2)	−0.0015 (18)	0.0058 (16)	−0.0051 (18)
C2	0.024 (2)	0.022 (2)	0.032 (2)	0.0026 (16)	0.0084 (16)	−0.0031 (17)
C3	0.031 (2)	0.033 (3)	0.030 (2)	0.005 (2)	0.0023 (17)	−0.0095 (19)
C4	0.025 (2)	0.037 (3)	0.074 (4)	0.000 (2)	0.007 (2)	−0.021 (3)
C5	0.039 (3)	0.029 (3)	0.079 (4)	−0.003 (2)	0.035 (3)	−0.010 (3)
C6	0.069 (4)	0.037 (3)	0.041 (3)	0.010 (3)	0.033 (3)	0.006 (2)
C7	0.043 (3)	0.032 (3)	0.029 (2)	0.007 (2)	0.0042 (19)	−0.0017 (19)
C8	0.092 (5)	0.054 (4)	0.092 (5)	−0.044 (4)	0.058 (4)	−0.035 (4)
C9	0.128 (7)	0.044 (4)	0.075 (5)	−0.020 (4)	0.040 (5)	−0.013 (4)
C10	0.0213 (18)	0.0148 (18)	0.0175 (16)	0.0015 (14)	0.0034 (13)	0.0017 (13)
C11	0.0222 (19)	0.0174 (19)	0.0196 (16)	−0.0006 (15)	−0.0002 (14)	0.0026 (14)
C12	0.028 (2)	0.021 (2)	0.0286 (19)	0.0018 (17)	0.0069 (16)	0.0038 (17)
C13	0.028 (2)	0.036 (3)	0.041 (2)	−0.006 (2)	0.0057 (19)	0.009 (2)
C14	0.044 (3)	0.028 (3)	0.046 (3)	−0.012 (2)	0.001 (2)	0.008 (2)
C15	0.049 (3)	0.016 (2)	0.053 (3)	0.001 (2)	−0.002 (2)	0.001 (2)
C16	0.030 (2)	0.021 (2)	0.041 (2)	0.0020 (18)	−0.0019 (19)	0.0033 (18)
C17	0.0196 (18)	0.022 (2)	0.0193 (16)	−0.0021 (15)	0.0014 (14)	0.0016 (15)
C18	0.037 (2)	0.026 (2)	0.0229 (18)	0.0073 (19)	−0.0012 (17)	−0.0016 (16)
C19	0.050 (3)	0.036 (3)	0.0214 (19)	−0.003 (2)	0.0004 (19)	−0.0084 (18)
C20	0.040 (3)	0.038 (3)	0.0212 (19)	−0.012 (2)	−0.0010 (18)	0.0045 (18)
C21	0.028 (2)	0.036 (3)	0.032 (2)	0.0000 (19)	−0.0049 (18)	0.0107 (18)
C22	0.027 (2)	0.028 (2)	0.027 (2)	0.0037 (17)	−0.0011 (17)	0.0033 (16)

Geometric parameters (Å, º)

Au—P1	2.2564 (9)	C9—H9C	0.9700
Au—S1	2.3025 (10)	C10—C10^i	1.539 (7)
S1—C1	1.753 (5)	C10—H10A	0.9800
P1—C17	1.809 (4)	C10—H10B	0.9800
P1—C11	1.813 (4)	C11—C16	1.394 (6)
P1—C10	1.816 (4)	C11—C12	1.380 (5)
O1—C1	1.366 (5)	C12—C13	1.384 (6)
O1—C8	1.460 (7)	C12—H12	0.9400
N1—C1	1.269 (5)	C13—C14	1.374 (7)
N1—C2	1.403 (5)	C13—H13	0.9400
C2—C7	1.384 (6)	C14—C15	1.365 (7)
C2—C3	1.390 (6)	C14—H14	0.9400
C3—C4	1.363 (7)	C15—C16	1.388 (6)
C3—H3	0.9400	C15—H15	0.9400
C4—C5	1.371 (7)	C16—H16	0.9400
C4—H4	0.9400	C17—C22	1.397 (6)
C5—C6	1.369 (8)	C17—C18	1.376 (6)
C5—H5	0.9400	C18—C19	1.388 (5)
C6—C7	1.376 (7)	C18—H18	0.9400
C6—H6	0.9400	C19—C20	1.377 (7)
C7—H7	0.9400	C19—H19	0.9400
C8—C9	1.446 (8)	C20—C21	1.377 (7)
C8—H8A	0.9800	C20—H20	0.9400
C8—H8B	0.9800	C21—C22	1.380 (6)
C9—H9A	0.9700	C21—H21	0.9400
C9—H9B	0.9700	C22—H22	0.9400
P1—Au—S1	177.57 (4)	C10^i—C10—P1	110.8 (3)
C1—S1—Au	103.49 (14)	C10^i—C10—H10A	109.5
C17—P1—C11	103.07 (17)	P1—C10—H10A	109.5
C17—P1—C10	108.11 (18)	C10^i—C10—H10B	109.5
C11—P1—C10	105.31 (18)	P1—C10—H10B	109.5
C17—P1—Au	114.03 (13)	H10A—C10—H10B	108.1
C11—P1—Au	113.91 (13)	C16—C11—C12	118.1 (4)
C10—P1—Au	111.68 (12)	C16—C11—P1	119.7 (3)
C1—O1—C8	115.7 (4)	C12—C11—P1	122.1 (3)
C1—N1—C2	122.7 (4)	C11—C12—C13	120.9 (4)
N1—C1—O1	119.0 (4)	C11—C12—H12	119.6
N1—C1—S1	127.1 (4)	C13—C12—H12	119.6
O1—C1—S1	113.8 (3)	C14—C13—C12	120.3 (4)
C7—C2—N1	120.4 (4)	C14—C13—H13	119.9
C7—C2—C3	118.4 (4)	C12—C13—H13	119.9
N1—C2—C3	120.7 (4)	C13—C14—C15	119.9 (4)
C4—C3—C2	120.6 (4)	C13—C14—H14	120.0
C4—C3—H3	119.7	C15—C14—H14	120.0
C2—C3—H3	119.7	C14—C15—C16	120.2 (4)
C5—C4—C3	120.7 (5)	C14—C15—H15	119.9
C5—C4—H4	119.6	C16—C15—H15	119.9
C3—C4—H4	119.6	C11—C16—C15	120.6 (4)
C6—C5—C4	119.4 (5)	C11—C16—H16	119.7
C6—C5—H5	120.3	C15—C16—H16	119.7
C4—C5—H5	120.3	C22—C17—C18	119.5 (4)
C5—C6—C7	120.6 (4)	C22—C17—P1	117.1 (3)
C5—C6—H6	119.7	C18—C17—P1	123.4 (3)
C7—C6—H6	119.7	C19—C18—C17	120.0 (4)
C2—C7—C6	120.3 (5)	C19—C18—H18	120.0
C2—C7—H7	119.9	C17—C18—H18	120.0
C6—C7—H7	119.9	C18—C19—C20	120.1 (4)
O1—C8—C9	111.0 (5)	C18—C19—H19	119.9
O1—C8—H8A	109.4	C20—C19—H19	119.9
C9—C8—H8A	109.4	C21—C20—C19	120.5 (4)
O1—C8—H8B	109.4	C21—C20—H20	119.8
C9—C8—H8B	109.4	C19—C20—H20	119.8
H8A—C8—H8B	108.0	C22—C21—C20	119.6 (4)
C8—C9—H9A	109.5	C22—C21—H21	120.2
C8—C9—H9B	109.5	C20—C21—H21	120.2
H9A—C9—H9B	109.5	C21—C22—C17	120.3 (4)
C8—C9—H9C	109.5	C21—C22—H22	119.8
H9A—C9—H9C	109.5	C17—C22—H22	119.8
H9B—C9—H9C	109.5

Symmetry code: (i) −x+1, −y, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C10—H10a···S1^ii	0.98	3.03	3.872 (4)	145
C3—H3···Cg1^iii	0.94	2.68	3.604 (4)	167
C6—H6···Cg1^iv	0.94	2.83	3.744 (5)	166
C15—H15···Cg2^v	0.94	2.81	3.603 (5)	143

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