μ-Chloro-μ-hydrido-bis­[chloro(η⁶-p-cymene)­ruthenium(II)](Ru—Ru): a second polymorph

The title dinuclear complex, [Ru₂(C₁₀H₁₄)Cl₄H], has twofold symmetry. The terminal Cl atom interacts with three C—H H atoms of symmetry-related neighbouring mol­ecules. These interactions play a key role in the packing arrangement.

Key indicators

• Single-crystal X-ray study
• T = 153 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.022
• wR factor = 0.049
• Data-to-parameter ratio = 18.2

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.46 Ratio
PLAT480_ALERT_4_C Long H...A H-Bond Reported H3     ..  CL1     ..       2.95 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H10B   ..  CL1     ..       2.93 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H6     ..  CL1     ..       2.94 Ang.
PLAT601_ALERT_2_C Structure Contains Solvent Accessible VOIDS of .      36.00 A   3  

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   5 ALERT level C = Check and explain
   0 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
   1 ALERT type 3 Indicator that the structure quality may be low
   3 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: EXPOSE in IPDS Software (Stoe & Cie, 2000); cell refinement: CELL in IPDS Software; data reduction: INTEGRATE in IPDS Software; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97.

µ-Chloro-µ-hydrido-bis[chloro(η⁶-p-cymene)ruthenium(II)](Ru—Ru)

Crystal data

[Ru2(C10H14)Cl4H]	F(000) = 1152
Mr = 577.92	Dx = 1.727 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 8000 reflections
a = 14.782 (3) Å	θ = 2.0–25.9°
b = 17.431 (3) Å	µ = 1.72 mm^−1
c = 10.425 (2) Å	T = 153 K
β = 124.16 (3)°	Block, orange
V = 2222.7 (11) Å^3	0.36 × 0.22 × 0.14 mm
Z = 4

Data collection

Stoe IPDS diffractometer	2163 independent reflections
Radiation source: fine-focus sealed tube	1749 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.040
Detector resolution: 7 pixels mm^-1	θmax = 25.9°, θmin = 2.0°
phi oscillation scans	h = −18→18
Absorption correction: multi-scan (Blessing, 1995)	k = −21→21
Tmin = 0.500, Tmax = 0.786	l = −12→12
8650 measured reflections

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)] = 0.022	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.049	H atoms treated by a mixture of independent and constrained refinement
S = 0.92	w = 1/[σ^2(Fo^2) + (0.0296P)^2] where P = (Fo^2 + 2Fc^2)/3
2163 reflections	(Δ/σ)max = 0.001
119 parameters	Δρmax = 0.44 e Å^−3
0 restraints	Δρmin = −0.55 e Å^−3

Special details

Experimental. A crystal was mounted at 153 K on a Stoe Image Plate Diffraction System (Stoe & Cie, 2000) using Mo Kα graphite monochromated radiation. Image plate distance 70 mm, φ oscillation scans 0 - 200°, step Δφ = 1.3°, 4 minutes per frame.

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
C1	0.3847 (2)	0.78352 (15)	0.9196 (3)	0.0263 (6)
C2	0.3847 (2)	0.85723 (15)	0.9801 (3)	0.0259 (6)
H2	0.4188	0.8630	1.0864	0.031*
C3	0.3345 (2)	0.92090 (15)	0.8831 (3)	0.0252 (6)
H3	0.3359	0.9682	0.9255	0.030*
C4	0.2816 (2)	0.91355 (15)	0.7203 (3)	0.0248 (6)
C5	0.2793 (2)	0.84124 (16)	0.6584 (3)	0.0272 (6)
H5	0.2441	0.8354	0.5519	0.033*
C6	0.3305 (2)	0.77736 (15)	0.7578 (3)	0.0276 (6)
H6	0.3283	0.7300	0.7149	0.033*
C7	0.4418 (2)	0.71652 (16)	1.0281 (4)	0.0340 (7)
H7	0.5035	0.7366	1.1268	0.041*
C8	0.4861 (3)	0.6584 (2)	0.9682 (5)	0.0550 (10)
H8A	0.4263	0.6330	0.8787	0.083*
H8B	0.5297	0.6212	1.0475	0.083*
H8C	0.5302	0.6841	0.9405	0.083*
C9	0.3621 (2)	0.67815 (17)	1.0585 (4)	0.0382 (7)
H9A	0.3412	0.7143	1.1068	0.057*
H9B	0.3970	0.6348	1.1256	0.057*
H9C	0.2983	0.6614	0.9620	0.057*
C10	0.2327 (2)	0.98243 (17)	0.6166 (4)	0.0359 (7)
H10A	0.2270	0.9730	0.5216	0.054*
H10B	0.2785	1.0263	0.6676	0.054*
H10C	0.1613	0.9921	0.5944	0.054*
Cl1	0.63021 (5)	0.86511 (4)	1.07444 (7)	0.02769 (14)
Cl2	0.5000	0.97755 (5)	0.7500	0.02193 (18)
Ru1	0.448829 (15)	0.869002 (11)	0.83789 (2)	0.01906 (7)
H1	0.5000	0.820 (2)	0.7500	0.024 (10)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0222 (13)	0.0262 (14)	0.0343 (15)	−0.0042 (11)	0.0181 (12)	0.0016 (11)
C2	0.0244 (13)	0.0329 (15)	0.0267 (13)	−0.0027 (12)	0.0182 (12)	−0.0004 (11)
C3	0.0231 (13)	0.0237 (13)	0.0364 (15)	−0.0023 (11)	0.0212 (12)	−0.0048 (11)
C4	0.0156 (12)	0.0290 (14)	0.0308 (14)	0.0015 (11)	0.0137 (11)	0.0044 (11)
C5	0.0142 (12)	0.0368 (14)	0.0260 (14)	−0.0061 (11)	0.0086 (11)	−0.0055 (12)
C6	0.0218 (13)	0.0256 (14)	0.0370 (15)	−0.0085 (11)	0.0176 (12)	−0.0090 (12)
C7	0.0281 (15)	0.0288 (14)	0.0433 (17)	−0.0006 (12)	0.0188 (14)	0.0102 (13)
C8	0.051 (2)	0.0425 (18)	0.089 (3)	0.0192 (17)	0.050 (2)	0.0233 (19)
C9	0.0346 (17)	0.0326 (16)	0.0474 (18)	−0.0019 (13)	0.0230 (15)	0.0117 (14)
C10	0.0238 (14)	0.0378 (16)	0.0412 (17)	0.0062 (13)	0.0153 (14)	0.0130 (14)
Cl1	0.0207 (3)	0.0341 (3)	0.0232 (3)	−0.0003 (3)	0.0092 (3)	0.0014 (3)
Cl2	0.0212 (4)	0.0191 (4)	0.0270 (4)	0.000	0.0145 (4)	0.000
Ru1	0.01706 (11)	0.01957 (11)	0.02074 (11)	−0.00130 (9)	0.01073 (9)	−0.00131 (9)

Geometric parameters (Å, º)

C1—C6	1.407 (4)	C7—C8	1.518 (4)
C1—C2	1.432 (4)	C7—C9	1.534 (4)
C1—C7	1.511 (4)	C7—H7	0.9800
C1—Ru1	2.180 (3)	C8—H8A	0.9600
C2—C3	1.401 (4)	C8—H8B	0.9600
C2—Ru1	2.173 (2)	C8—H8C	0.9600
C2—H2	0.9300	C9—H9A	0.9600
C3—C4	1.421 (4)	C9—H9B	0.9600
C3—Ru1	2.189 (2)	C9—H9C	0.9600
C3—H3	0.9300	C10—H10A	0.9600
C4—C5	1.408 (4)	C10—H10B	0.9600
C4—C10	1.502 (4)	C10—H10C	0.9600
C4—Ru1	2.194 (3)	Cl1—Ru1	2.4185 (14)
C5—C6	1.416 (4)	Cl2—Ru1^i	2.4021 (7)
C5—Ru1	2.179 (3)	Cl2—Ru1	2.4021 (7)
C5—H5	0.9300	Ru1—Ru1^i	2.9598 (7)
C6—Ru1	2.160 (3)	Ru1—H1	1.711 (18)
C6—H6	0.9300
C6—C1—C2	117.1 (2)	H9B—C9—H9C	109.5
C6—C1—C7	122.8 (3)	C4—C10—H10A	109.5
C2—C1—C7	120.1 (2)	C4—C10—H10B	109.5
C6—C1—Ru1	70.33 (15)	H10A—C10—H10B	109.5
C2—C1—Ru1	70.53 (14)	C4—C10—H10C	109.5
C7—C1—Ru1	129.64 (18)	H10A—C10—H10C	109.5
C3—C2—C1	121.6 (2)	H10B—C10—H10C	109.5
C3—C2—Ru1	71.90 (14)	Ru1^i—Cl2—Ru1	76.06 (3)
C1—C2—Ru1	71.06 (14)	C6—Ru1—C2	67.99 (10)
C3—C2—H2	119.2	C6—Ru1—C5	38.09 (10)
C1—C2—H2	119.2	C2—Ru1—C5	80.38 (10)
Ru1—C2—H2	130.6	C6—Ru1—C1	37.84 (10)
C2—C3—C4	120.3 (2)	C2—Ru1—C1	38.41 (10)
C2—C3—Ru1	70.64 (14)	C5—Ru1—C1	68.96 (10)
C4—C3—Ru1	71.28 (14)	C6—Ru1—C3	80.43 (10)
C2—C3—H3	119.9	C2—Ru1—C3	37.47 (10)
C4—C3—H3	119.9	C5—Ru1—C3	67.80 (10)
Ru1—C3—H3	130.9	C1—Ru1—C3	68.94 (10)
C5—C4—C3	118.9 (2)	C6—Ru1—C4	68.42 (10)
C5—C4—C10	120.5 (2)	C2—Ru1—C4	68.17 (10)
C3—C4—C10	120.5 (2)	C5—Ru1—C4	37.56 (10)
C5—C4—Ru1	70.63 (15)	C1—Ru1—C4	81.92 (10)
C3—C4—Ru1	70.89 (14)	C3—Ru1—C4	37.83 (10)
C10—C4—Ru1	128.40 (18)	C6—Ru1—Cl2	142.64 (8)
C4—C5—C6	120.2 (2)	C2—Ru1—Cl2	133.35 (7)
C4—C5—Ru1	71.81 (15)	C5—Ru1—Cl2	107.69 (8)
C6—C5—Ru1	70.24 (15)	C1—Ru1—Cl2	170.65 (7)
C4—C5—H5	119.9	C3—Ru1—Cl2	101.72 (7)
C6—C5—H5	119.9	C4—Ru1—Cl2	90.31 (7)
Ru1—C5—H5	130.7	C6—Ru1—Cl1	124.52 (8)
C1—C6—C5	121.8 (2)	C2—Ru1—Cl1	87.72 (8)
C1—C6—Ru1	71.83 (15)	C5—Ru1—Cl1	162.02 (8)
C5—C6—Ru1	71.67 (15)	C1—Ru1—Cl1	93.37 (7)
C1—C6—H6	119.1	C3—Ru1—Cl1	109.87 (8)
C5—C6—H6	119.1	C4—Ru1—Cl1	146.70 (7)
Ru1—C6—H6	130.1	Cl2—Ru1—Cl1	90.28 (2)
C1—C7—C8	113.4 (3)	C6—Ru1—Ru1^i	110.17 (7)
C1—C7—C9	108.7 (2)	C2—Ru1—Ru1^i	173.41 (7)
C8—C7—C9	110.6 (3)	C5—Ru1—Ru1^i	102.08 (7)
C1—C7—H7	108.0	C1—Ru1—Ru1^i	136.68 (7)
C8—C7—H7	108.0	C3—Ru1—Ru1^i	149.12 (7)
C9—C7—H7	108.0	C4—Ru1—Ru1^i	117.47 (7)
C7—C8—H8A	109.5	Cl2—Ru1—Ru1^i	51.969 (14)
C7—C8—H8B	109.5	Cl1—Ru1—Ru1^i	88.39 (3)
H8A—C8—H8B	109.5	C6—Ru1—H1	85.8 (8)
C7—C8—H8C	109.5	C2—Ru1—H1	144.3 (10)
H8A—C8—H8C	109.5	C5—Ru1—H1	94.0 (3)
H8B—C8—H8C	109.5	C1—Ru1—H1	106.6 (10)
C7—C9—H9A	109.5	C3—Ru1—H1	161.7 (3)
C7—C9—H9B	109.5	C4—Ru1—H1	125.22 (12)
H9A—C9—H9B	109.5	Cl2—Ru1—H1	82.1 (10)
C7—C9—H9C	109.5	Cl1—Ru1—H1	87.80 (3)
H9A—C9—H9C	109.5	Ru1^i—Ru1—H1	30.1 (10)
C6—C1—C2—C3	−1.0 (4)	C6—C5—Ru1—Cl2	160.99 (13)
C7—C1—C2—C3	178.6 (2)	C4—C5—Ru1—Cl1	115.8 (2)
Ru1—C1—C2—C3	53.4 (2)	C6—C5—Ru1—Cl1	−17.2 (3)
C6—C1—C2—Ru1	−54.4 (2)	C4—C5—Ru1—Ru1^i	−119.70 (14)
C7—C1—C2—Ru1	125.2 (2)	C6—C5—Ru1—Ru1^i	107.36 (14)
C1—C2—C3—C4	0.2 (4)	C2—C1—Ru1—C6	−129.8 (2)
Ru1—C2—C3—C4	53.2 (2)	C7—C1—Ru1—C6	116.7 (3)
C1—C2—C3—Ru1	−53.0 (2)	C6—C1—Ru1—C2	129.8 (2)
C2—C3—C4—C5	0.8 (3)	C7—C1—Ru1—C2	−113.5 (3)
Ru1—C3—C4—C5	53.7 (2)	C6—C1—Ru1—C5	28.44 (15)
C2—C3—C4—C10	−176.9 (2)	C2—C1—Ru1—C5	−101.37 (17)
Ru1—C3—C4—C10	−124.0 (2)	C7—C1—Ru1—C5	145.2 (3)
C2—C3—C4—Ru1	−52.9 (2)	C6—C1—Ru1—C3	101.84 (17)
C3—C4—C5—C6	−0.9 (4)	C2—C1—Ru1—C3	−27.96 (15)
C10—C4—C5—C6	176.7 (2)	C7—C1—Ru1—C3	−141.4 (3)
Ru1—C4—C5—C6	52.9 (2)	C6—C1—Ru1—C4	65.00 (16)
C3—C4—C5—Ru1	−53.8 (2)	C2—C1—Ru1—C4	−64.81 (16)
C10—C4—C5—Ru1	123.9 (2)	C7—C1—Ru1—C4	−178.3 (3)
C2—C1—C6—C5	0.9 (4)	C6—C1—Ru1—Cl1	−148.15 (15)
C7—C1—C6—C5	−178.7 (2)	C2—C1—Ru1—Cl1	82.04 (15)
Ru1—C1—C6—C5	−53.6 (2)	C7—C1—Ru1—Cl1	−31.4 (3)
C2—C1—C6—Ru1	54.5 (2)	C6—C1—Ru1—Ru1^i	−56.92 (19)
C7—C1—C6—Ru1	−125.1 (2)	C2—C1—Ru1—Ru1^i	173.28 (12)
C4—C5—C6—C1	0.1 (4)	C7—C1—Ru1—Ru1^i	59.8 (3)
Ru1—C5—C6—C1	53.7 (2)	C2—C3—Ru1—C6	66.13 (16)
C4—C5—C6—Ru1	−53.6 (2)	C4—C3—Ru1—C6	−66.99 (16)
C6—C1—C7—C8	29.5 (4)	C4—C3—Ru1—C2	−133.1 (2)
C2—C1—C7—C8	−150.1 (3)	C2—C3—Ru1—C5	103.64 (17)
Ru1—C1—C7—C8	−61.3 (3)	C4—C3—Ru1—C5	−29.48 (16)
C6—C1—C7—C9	−93.9 (3)	C2—C3—Ru1—C1	28.62 (15)
C2—C1—C7—C9	86.5 (3)	C4—C3—Ru1—C1	−104.50 (17)
Ru1—C1—C7—C9	175.3 (2)	C2—C3—Ru1—C4	133.1 (2)
C1—C6—Ru1—C2	−30.98 (15)	C2—C3—Ru1—Cl2	−151.85 (14)
C5—C6—Ru1—C2	102.92 (17)	C4—C3—Ru1—Cl2	75.03 (15)
C1—C6—Ru1—C5	−133.9 (2)	C2—C3—Ru1—Cl1	−57.25 (16)
C5—C6—Ru1—C1	133.9 (2)	C4—C3—Ru1—Cl1	169.63 (13)
C1—C6—Ru1—C3	−67.85 (16)	C2—C3—Ru1—Ru1^i	179.65 (12)
C5—C6—Ru1—C3	66.05 (16)	C4—C3—Ru1—Ru1^i	46.5 (2)
C1—C6—Ru1—C4	−105.23 (17)	C5—C4—Ru1—C6	−29.06 (16)
C5—C6—Ru1—C4	28.68 (15)	C3—C4—Ru1—C6	102.57 (17)
C1—C6—Ru1—Cl2	−164.67 (12)	C10—C4—Ru1—C6	−143.2 (3)
C5—C6—Ru1—Cl2	−30.8 (2)	C5—C4—Ru1—C2	−103.05 (17)
C1—C6—Ru1—Cl1	39.75 (18)	C3—C4—Ru1—C2	28.58 (15)
C5—C6—Ru1—Cl1	173.65 (12)	C10—C4—Ru1—C2	142.8 (3)
C1—C6—Ru1—Ru1^i	142.24 (14)	C3—C4—Ru1—C5	131.6 (2)
C5—C6—Ru1—Ru1^i	−83.86 (15)	C10—C4—Ru1—C5	−114.1 (3)
C3—C2—Ru1—C6	−103.45 (17)	C5—C4—Ru1—C1	−65.78 (16)
C1—C2—Ru1—C6	30.55 (15)	C3—C4—Ru1—C1	65.85 (16)
C3—C2—Ru1—C5	−65.87 (16)	C10—C4—Ru1—C1	−179.9 (3)
C1—C2—Ru1—C5	68.13 (16)	C5—C4—Ru1—C3	−131.6 (2)
C3—C2—Ru1—C1	−134.0 (2)	C10—C4—Ru1—C3	114.2 (3)
C1—C2—Ru1—C3	134.0 (2)	C5—C4—Ru1—Cl2	119.44 (15)
C3—C2—Ru1—C4	−28.83 (15)	C3—C4—Ru1—Cl2	−108.93 (14)
C1—C2—Ru1—C4	105.17 (17)	C10—C4—Ru1—Cl2	5.3 (2)
C3—C2—Ru1—Cl2	39.44 (19)	C5—C4—Ru1—Cl1	−149.58 (13)
C1—C2—Ru1—Cl2	173.44 (12)	C3—C4—Ru1—Cl1	−18.0 (2)
C3—C2—Ru1—Cl1	127.67 (15)	C10—C4—Ru1—Cl1	96.3 (3)
C1—C2—Ru1—Cl1	−98.33 (15)	C5—C4—Ru1—Ru1^i	73.20 (16)
C4—C5—Ru1—C6	132.9 (2)	C3—C4—Ru1—Ru1^i	−155.17 (13)
C4—C5—Ru1—C2	66.51 (16)	C10—C4—Ru1—Ru1^i	−40.9 (3)
C6—C5—Ru1—C2	−66.42 (16)	Ru1^i—Cl2—Ru1—C6	−72.35 (12)
C4—C5—Ru1—C1	104.67 (17)	Ru1^i—Cl2—Ru1—C2	174.87 (10)
C6—C5—Ru1—C1	−28.27 (15)	Ru1^i—Cl2—Ru1—C5	−91.69 (8)
C4—C5—Ru1—C3	29.67 (15)	Ru1^i—Cl2—Ru1—C3	−161.89 (7)
C6—C5—Ru1—C3	−103.26 (17)	Ru1^i—Cl2—Ru1—C4	−125.55 (7)
C6—C5—Ru1—C4	−132.9 (2)	Ru1^i—Cl2—Ru1—Cl1	87.74 (2)
C4—C5—Ru1—Cl2	−66.08 (15)

Symmetry code: (i) −x+1, y, −z+3/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3···Cl1^ii	0.93	2.95	3.758 (3)	146
C10—H10B···Cl1^ii	0.96	2.93	3.770 (3)	147
C6—H6···Cl1^iii	0.93	2.94	3.498 (3)	120

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