α-Di­chloro­bis(2-phenyl­azo-4,6-di­methyl­pyridine)­ruthenium(II) chloro­form solvate

The crystal structure of [RuCl₂(C₁₃H₁₃N₃)₂] contains complexes on general positions and complexes located on crystallographic twofold rotation axes. The three independent 2-phenyl­azo-4,6-di­methyl­pyridine ligands all have the same conformation.

Key indicators

• Single-crystal X-ray study
• T = 150 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.034
• wR factor = 0.083
• Data-to-parameter ratio = 19.6

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT601_ALERT_2_B Structure Contains Solvent Accessible VOIDS of .     146.00 A   3  

Alert level C
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Ru1    -   Cl11     =       7.49 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Ru2    -   Cl21     =       5.22 su

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   2 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
   3 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: COLLECT (Nonius, 1998); cell refinement: DENZO (Otwinowski & Minor, 1997); data reduction: DENZO; program(s) used to solve structure: SHELXS86 (Sheldrick, 1985); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: PLATON.

α-Dichlorobis(2-phenylazo-4,6-dimethylpyridine)ruthenium(II)

Crystal data

[RuCl2(C13H13N3)2]	F(000) = 3624
Mr = 594.50	Quoted _cell_measurement_* data items refer to the initial cell determination. The cell parameters as reported in _cell_* are based on the complete data set.
Monoclinic, C2/c	Dx = 1.438 Mg m^−3
Hall symbol: -C 2yc	Mo Kα radiation, λ = 0.71073 Å
a = 26.986 (3) Å	Cell parameters from 1772 reflections
b = 18.412 (3) Å	θ = 2.0–25.0°
c = 17.365 (2) Å	µ = 0.79 mm^−1
β = 107.295 (9)°	T = 150 K
V = 8238.0 (19) Å^3	Block, black
Z = 12	0.25 × 0.25 × 0.25 mm

Data collection

Nonius KappaCCD area-detector diffractometer	7787 reflections with I > 2σ(I)
Radiation source: Rotating Anode	Rint = 0.051
Graphite monochromator	θmax = 27.4°, θmin = 1.4°
Detector resolution: 18.4 pixels mm^-1	h = −34→34
φ scans and ω scans with κ offset	k = −23→23
85875 measured reflections	l = −22→21
9406 independent 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)] = 0.034	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.083	H atoms treated by a mixture of independent and constrained refinement
S = 1.05	w = 1/[σ^2(Fo^2) + (0.0416P)^2 + 9.95P] where P = (Fo^2 + 2Fc^2)/3
9406 reflections	(Δ/σ)max = 0.001
480 parameters	Δρmax = 0.72 e Å^−3
0 restraints	Δρmin = −2.31 e Å^−3

Special details

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

Refinement. Refinement on F^{2 for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F}2, conventional R-factors R are based on F, with F set to zero for negative F^{2. The observed criterion of F}2 > σ(F^{2) is used only for calculating -R-factor-obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F}2 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
Ru1	0.32205 (1)	0.33904 (1)	0.21368 (1)	0.0200 (1)
Cl11	0.25784 (2)	0.41923 (3)	0.12513 (4)	0.0302 (2)
Cl12	0.37120 (2)	0.34052 (3)	0.11711 (4)	0.0285 (2)
N1	0.26205 (7)	0.26395 (10)	0.16828 (11)	0.0216 (6)
N7	0.23283 (8)	0.32235 (11)	0.26831 (12)	0.0252 (6)
N8	0.27903 (7)	0.34858 (10)	0.28681 (11)	0.0212 (6)
N21	0.38330 (7)	0.40865 (10)	0.27259 (12)	0.0244 (6)
N27	0.42217 (8)	0.29365 (11)	0.31121 (13)	0.0279 (6)
N28	0.37513 (7)	0.27183 (10)	0.27823 (11)	0.0225 (6)
C2	0.22332 (9)	0.27543 (12)	0.20247 (14)	0.0231 (7)
C3	0.17576 (9)	0.23978 (13)	0.17944 (14)	0.0265 (7)
C4	0.16558 (9)	0.19081 (13)	0.11584 (14)	0.0252 (7)
C5	0.20560 (9)	0.17798 (12)	0.08260 (14)	0.0244 (7)
C6	0.25334 (9)	0.21258 (12)	0.10976 (14)	0.0225 (7)
C9	0.29129 (9)	0.39526 (12)	0.35622 (14)	0.0235 (7)
C10	0.25719 (10)	0.44962 (13)	0.36203 (16)	0.0312 (8)
C11	0.27019 (11)	0.49440 (14)	0.42929 (18)	0.0390 (9)
C12	0.31618 (11)	0.48475 (15)	0.48949 (17)	0.0386 (9)
C13	0.34949 (11)	0.43003 (15)	0.48314 (16)	0.0370 (8)
C14	0.33770 (10)	0.38551 (14)	0.41584 (15)	0.0304 (8)
C15	0.11421 (10)	0.15292 (14)	0.08490 (16)	0.0317 (8)
C16	0.29607 (9)	0.19217 (13)	0.07563 (15)	0.0284 (7)
C22	0.42705 (9)	0.36857 (13)	0.30715 (15)	0.0280 (8)
C23	0.47581 (10)	0.39748 (15)	0.34260 (17)	0.0361 (9)
C24	0.48202 (11)	0.47247 (16)	0.34391 (18)	0.0394 (9)
C25	0.43798 (11)	0.51302 (14)	0.30943 (17)	0.0357 (9)
C26	0.38923 (10)	0.48199 (13)	0.27481 (15)	0.0283 (8)
C29	0.36986 (9)	0.19424 (12)	0.28346 (14)	0.0246 (7)
C30	0.40747 (11)	0.14906 (14)	0.26936 (16)	0.0350 (8)
C31	0.40150 (12)	0.07447 (15)	0.27165 (18)	0.0452 (10)
C32	0.35885 (13)	0.04530 (15)	0.28932 (18)	0.0466 (10)
C33	0.32204 (11)	0.09064 (14)	0.30464 (17)	0.0391 (9)
C34	0.32713 (10)	0.16539 (13)	0.30108 (15)	0.0310 (8)
C35	0.53352 (11)	0.50750 (18)	0.3821 (2)	0.0529 (11)
C36	0.34357 (11)	0.52898 (14)	0.23912 (17)	0.0381 (9)
Ru2	0.00000	0.29722 (1)	0.25000	0.0209 (1)
Cl21	0.06475 (2)	0.20301 (3)	0.26914 (4)	0.0325 (2)
N41	0.01225 (8)	0.30473 (10)	0.13689 (12)	0.0245 (6)
N47	0.08304 (7)	0.37383 (10)	0.21649 (12)	0.0258 (6)
N48	0.05748 (7)	0.36711 (10)	0.26807 (12)	0.0241 (6)
C42	0.05831 (9)	0.33954 (12)	0.14414 (15)	0.0256 (7)
C43	0.07935 (10)	0.34828 (13)	0.08093 (16)	0.0312 (8)
C44	0.05251 (11)	0.32326 (14)	0.00496 (16)	0.0344 (9)
C45	0.00475 (11)	0.29090 (14)	−0.00317 (16)	0.0344 (8)
C46	−0.01454 (10)	0.28157 (13)	0.06220 (15)	0.0305 (8)
C49	0.07966 (10)	0.40673 (13)	0.34226 (14)	0.0277 (7)
C50	0.13250 (11)	0.40437 (16)	0.37956 (17)	0.0392 (9)
C51	0.15249 (13)	0.44064 (18)	0.45301 (19)	0.0516 (11)
C52	0.11999 (14)	0.47843 (18)	0.48650 (18)	0.0520 (10)
C53	0.06765 (13)	0.48160 (16)	0.44790 (18)	0.0461 (10)
C54	0.04677 (11)	0.44544 (13)	0.37515 (16)	0.0333 (8)
C55	0.07282 (14)	0.33020 (17)	−0.06648 (19)	0.0495 (11)
C56	−0.06607 (11)	0.24586 (18)	0.04906 (17)	0.0458 (10)
H3	0.15070	0.24880	0.20680	0.0320*
H5	0.20010	0.14420	0.03960	0.0290*
H10	0.22540	0.45620	0.32060	0.0370*
H11	0.24710	0.53210	0.43380	0.0470*
H12	0.32490	0.51580	0.53530	0.0460*
H13	0.38090	0.42270	0.52530	0.0440*
H14	0.36130	0.34880	0.41080	0.0370*
H15A	0.09200	0.16640	0.11810	0.0480*
H15B	0.11970	0.10020	0.08750	0.0480*
H15C	0.09750	0.16740	0.02890	0.0480*
H16A	0.31160	0.23630	0.06110	0.0430*
H16B	0.28210	0.16210	0.02750	0.0430*
H16C	0.32260	0.16470	0.11590	0.0430*
H23	0.50460	0.36660	0.36570	0.0430*
H25	0.44100	0.56440	0.30920	0.0430*
H30	0.43700	0.16920	0.25820	0.0420*
H31	0.42670	0.04320	0.26110	0.0540*
H32	0.35490	−0.00590	0.29090	0.0560*
H33	0.29310	0.07050	0.31770	0.0470*
H34	0.30150	0.19650	0.31060	0.0370*
H35A	0.53730	0.51770	0.43900	0.0790*
H35B	0.53570	0.55300	0.35410	0.0790*
H35C	0.56130	0.47470	0.37840	0.0790*
H36A	0.32970	0.51880	0.18130	0.0570*
H36B	0.35400	0.58010	0.24700	0.0570*
H36C	0.31680	0.51910	0.26550	0.0570*
H43	0.11210	0.37140	0.08980	0.0370*
H45	−0.01540	0.27460	−0.05490	0.0410*
H50	0.15480	0.37870	0.35580	0.0470*
H51	0.18870	0.43920	0.48000	0.0620*
H52	0.13390	0.50250	0.53670	0.0620*
H53	0.04560	0.50860	0.47100	0.0550*
H54	0.01050	0.44720	0.34840	0.0400*
H55A	0.10160	0.36490	−0.05400	0.0740*
H55B	0.04500	0.34750	−0.11320	0.0740*
H55C	0.08510	0.28270	−0.07880	0.0740*
H56A	−0.06110	0.19770	0.07430	0.0690*
H56B	−0.08320	0.24080	−0.00890	0.0690*
H56C	−0.08770	0.27560	0.07320	0.0690*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ru1	0.0238 (1)	0.0163 (1)	0.0201 (1)	−0.0003 (1)	0.0067 (1)	−0.0004 (1)
Cl11	0.0357 (3)	0.0225 (3)	0.0290 (3)	0.0021 (2)	0.0045 (3)	0.0046 (2)
Cl12	0.0336 (3)	0.0283 (3)	0.0266 (3)	−0.0057 (2)	0.0138 (3)	−0.0031 (2)
N1	0.0231 (10)	0.0174 (9)	0.0230 (10)	0.0002 (8)	0.0047 (8)	0.0006 (8)
N7	0.0238 (10)	0.0243 (10)	0.0277 (11)	0.0011 (8)	0.0079 (9)	0.0001 (8)
N8	0.0218 (10)	0.0181 (9)	0.0226 (10)	0.0031 (8)	0.0049 (8)	−0.0007 (8)
N21	0.0269 (10)	0.0226 (10)	0.0249 (10)	−0.0033 (8)	0.0095 (8)	−0.0036 (8)
N27	0.0246 (11)	0.0274 (11)	0.0302 (11)	0.0004 (8)	0.0057 (9)	−0.0037 (9)
N28	0.0264 (10)	0.0199 (9)	0.0217 (10)	0.0014 (8)	0.0080 (8)	−0.0019 (8)
C2	0.0264 (12)	0.0211 (11)	0.0212 (11)	0.0022 (9)	0.0064 (9)	0.0011 (9)
C3	0.0245 (12)	0.0273 (13)	0.0278 (13)	0.0013 (10)	0.0079 (10)	0.0019 (10)
C4	0.0261 (12)	0.0228 (12)	0.0256 (12)	−0.0018 (10)	0.0058 (10)	0.0043 (10)
C5	0.0302 (13)	0.0181 (11)	0.0230 (12)	−0.0031 (9)	0.0051 (10)	−0.0002 (9)
C6	0.0271 (12)	0.0193 (11)	0.0203 (11)	0.0008 (9)	0.0060 (9)	0.0024 (9)
C9	0.0309 (13)	0.0191 (11)	0.0236 (12)	−0.0019 (9)	0.0128 (10)	−0.0018 (9)
C10	0.0331 (14)	0.0238 (13)	0.0372 (14)	0.0036 (10)	0.0111 (11)	−0.0009 (11)
C11	0.0490 (17)	0.0240 (13)	0.0514 (17)	0.0019 (12)	0.0261 (14)	−0.0101 (12)
C12	0.0495 (17)	0.0337 (15)	0.0369 (15)	−0.0114 (13)	0.0196 (13)	−0.0165 (12)
C13	0.0399 (15)	0.0399 (15)	0.0280 (13)	−0.0065 (12)	0.0051 (12)	−0.0071 (12)
C14	0.0325 (14)	0.0282 (13)	0.0299 (13)	0.0008 (11)	0.0082 (11)	−0.0034 (11)
C15	0.0281 (13)	0.0354 (14)	0.0307 (14)	−0.0069 (11)	0.0072 (11)	−0.0033 (11)
C16	0.0325 (13)	0.0254 (12)	0.0280 (13)	−0.0026 (10)	0.0102 (11)	−0.0051 (10)
C22	0.0287 (13)	0.0278 (13)	0.0277 (13)	0.0004 (10)	0.0089 (10)	−0.0035 (10)
C23	0.0287 (14)	0.0358 (15)	0.0419 (16)	−0.0032 (11)	0.0076 (12)	−0.0064 (12)
C24	0.0346 (15)	0.0377 (15)	0.0470 (17)	−0.0112 (12)	0.0138 (13)	−0.0121 (13)
C25	0.0424 (16)	0.0248 (13)	0.0438 (16)	−0.0099 (11)	0.0190 (13)	−0.0087 (12)
C26	0.0377 (14)	0.0218 (12)	0.0290 (13)	−0.0055 (10)	0.0154 (11)	−0.0040 (10)
C29	0.0322 (13)	0.0184 (11)	0.0199 (11)	0.0024 (10)	0.0025 (10)	0.0002 (9)
C30	0.0384 (15)	0.0304 (14)	0.0347 (15)	0.0058 (11)	0.0087 (12)	−0.0042 (11)
C31	0.0563 (19)	0.0307 (15)	0.0430 (17)	0.0168 (14)	0.0063 (14)	−0.0057 (13)
C32	0.063 (2)	0.0200 (13)	0.0442 (17)	0.0008 (13)	−0.0034 (15)	−0.0006 (12)
C33	0.0450 (16)	0.0261 (14)	0.0395 (16)	−0.0054 (12)	0.0024 (13)	0.0063 (12)
C34	0.0359 (14)	0.0245 (13)	0.0284 (13)	0.0032 (11)	0.0032 (11)	0.0031 (10)
C35	0.0372 (17)	0.0487 (19)	0.071 (2)	−0.0166 (14)	0.0133 (16)	−0.0196 (17)
C36	0.0451 (16)	0.0211 (13)	0.0439 (16)	−0.0029 (11)	0.0069 (13)	−0.0014 (11)
Ru2	0.0245 (1)	0.0150 (1)	0.0256 (1)	0.0000	0.0111 (1)	0.0000
Cl21	0.0356 (3)	0.0231 (3)	0.0433 (4)	0.0077 (2)	0.0188 (3)	0.0034 (3)
N41	0.0305 (11)	0.0181 (10)	0.0273 (11)	0.0008 (8)	0.0123 (9)	−0.0017 (8)
N47	0.0266 (10)	0.0217 (10)	0.0321 (11)	−0.0003 (8)	0.0132 (9)	0.0031 (9)
N48	0.0261 (10)	0.0187 (10)	0.0288 (11)	0.0008 (8)	0.0102 (9)	0.0012 (8)
C42	0.0301 (13)	0.0190 (11)	0.0303 (13)	0.0047 (10)	0.0131 (11)	0.0022 (10)
C43	0.0371 (14)	0.0238 (13)	0.0396 (15)	0.0036 (10)	0.0221 (12)	0.0033 (11)
C44	0.0530 (17)	0.0242 (13)	0.0346 (15)	0.0103 (12)	0.0261 (13)	0.0036 (11)
C45	0.0473 (16)	0.0300 (14)	0.0280 (13)	0.0060 (12)	0.0145 (12)	−0.0051 (11)
C46	0.0385 (14)	0.0239 (12)	0.0300 (13)	0.0018 (11)	0.0118 (11)	−0.0034 (10)
C49	0.0364 (14)	0.0196 (11)	0.0271 (13)	−0.0064 (10)	0.0093 (11)	0.0010 (10)
C50	0.0382 (15)	0.0400 (16)	0.0373 (15)	−0.0057 (12)	0.0078 (12)	0.0010 (12)
C51	0.0488 (19)	0.056 (2)	0.0406 (17)	−0.0114 (16)	−0.0011 (15)	−0.0026 (15)
C52	0.073 (2)	0.0473 (19)	0.0315 (15)	−0.0169 (17)	0.0093 (16)	−0.0085 (14)
C53	0.067 (2)	0.0344 (16)	0.0426 (17)	−0.0128 (14)	0.0251 (16)	−0.0109 (13)
C54	0.0431 (15)	0.0239 (13)	0.0353 (14)	−0.0076 (11)	0.0153 (12)	−0.0026 (11)
C55	0.072 (2)	0.0424 (17)	0.0470 (18)	0.0041 (15)	0.0376 (17)	0.0002 (14)
C56	0.0467 (17)	0.0565 (19)	0.0338 (15)	−0.0169 (15)	0.0116 (13)	−0.0153 (14)

Geometric parameters (Å, º)

Ru1—Cl11	2.4417 (7)	C3—H3	0.9496
Ru1—Cl12	2.4279 (8)	C5—H5	0.9490
Ru1—N1	2.0966 (19)	C10—H10	0.9493
Ru1—N8	1.967 (2)	C11—H11	0.9514
Ru1—N21	2.101 (2)	C12—H12	0.9506
Ru1—N28	1.9712 (19)	C13—H13	0.9506
Ru2—Cl21	2.4139 (7)	C14—H14	0.9504
Ru2—N41	2.091 (2)	C15—H15B	0.9809
Ru2—N48	1.968 (2)	C15—H15C	0.9795
Ru2—Cl21^i	2.4139 (7)	C15—H15A	0.9791
Ru2—N41^i	2.091 (2)	C16—H16A	0.9810
Ru2—N48^i	1.968 (2)	C16—H16B	0.9797
N1—C6	1.357 (3)	C16—H16C	0.9796
N1—C2	1.363 (3)	C23—H23	0.9500
N7—C2	1.395 (3)	C25—H25	0.9496
N7—N8	1.286 (3)	C30—H30	0.9497
N8—C9	1.437 (3)	C31—H31	0.9495
N21—C26	1.359 (3)	C32—H32	0.9500
N21—C22	1.370 (3)	C33—H33	0.9509
N27—N28	1.292 (3)	C34—H34	0.9496
N27—C22	1.390 (3)	C35—H35C	0.9795
N28—C29	1.441 (3)	C35—H35A	0.9808
N41—C42	1.371 (3)	C35—H35B	0.9791
N41—C46	1.353 (3)	C36—H36B	0.9803
N47—C42	1.387 (3)	C36—H36C	0.9806
N47—N48	1.289 (3)	C36—H36A	0.9797
N48—C49	1.446 (3)	C42—C43	1.387 (4)
C2—C3	1.390 (3)	C43—C44	1.382 (4)
C3—C4	1.388 (3)	C44—C45	1.389 (4)
C4—C5	1.388 (4)	C44—C55	1.503 (4)
C4—C15	1.501 (4)	C45—C46	1.393 (4)
C5—C6	1.388 (3)	C46—C56	1.493 (4)
C6—C16	1.493 (4)	C49—C50	1.380 (4)
C9—C14	1.379 (4)	C49—C54	1.387 (4)
C9—C10	1.384 (4)	C50—C51	1.398 (4)
C10—C11	1.387 (4)	C51—C52	1.377 (5)
C11—C12	1.376 (4)	C52—C53	1.373 (5)
C12—C13	1.376 (4)	C53—C54	1.391 (4)
C13—C14	1.385 (4)	C43—H43	0.9514
C22—C23	1.383 (4)	C45—H45	0.9499
C23—C24	1.390 (4)	C50—H50	0.9505
C24—C35	1.496 (4)	C51—H51	0.9502
C24—C25	1.380 (4)	C52—H52	0.9501
C25—C26	1.396 (4)	C53—H53	0.9508
C26—C36	1.482 (4)	C54—H54	0.9511
C29—C30	1.389 (4)	C55—H55A	0.9789
C29—C34	1.384 (4)	C55—H55B	0.9804
C30—C31	1.385 (4)	C55—H55C	0.9811
C31—C32	1.385 (5)	C56—H56A	0.9805
C32—C33	1.383 (4)	C56—H56B	0.9791
C33—C34	1.386 (4)	C56—H56C	0.9807
Ru1···H14	3.2735	C49···C46^i	3.590 (4)
Ru1···H16A	3.1990	C50···C10	3.566 (4)
Ru1···H16C	3.6335	C51···C11	3.466 (5)
Ru1···H34	3.2532	C53···C55^ix	3.480 (4)
Ru1···H36A	3.3737	C54···C42^i	3.375 (4)
Ru1···H36C	3.4491	C54···C46^i	3.407 (4)
Ru2···H56C	3.2962	C54···N41^i	3.016 (3)
Ru2···H54	3.2153	C55···C53^iii	3.480 (4)
Ru2···H56A	3.5205	C56···Cl21^i	3.244 (3)
Ru2···H56C^i	3.2962	C56···C49^i	3.589 (4)
Ru2···H54^i	3.2153	C2···H34	2.7809
Ru2···H56A^i	3.5205	C5···H11^v	3.0234
Cl11···Cl12	3.4251 (10)	C5···H16A^ii	2.8713
Cl11···N8	2.991 (2)	C9···H36C	2.9664
Cl11···N1	2.949 (2)	C10···H50	3.0288
Cl11···N7	3.289 (2)	C10···H36C	2.9389
Cl11···C2	3.229 (2)	C11···H5^vii	2.8783
Cl11···C36	3.261 (3)	C11···H51	2.7921
Cl12···C16	3.350 (3)	C12···H5^vii	2.9892
Cl12···C15^ii	3.646 (3)	C15···H36B^v	3.0928
Cl12···N27	3.353 (2)	C16···H55A^ii	3.0802
Cl12···C22	3.236 (3)	C22···H14	2.9016
Cl12···C5^ii	3.488 (2)	C29···H16C	2.8604
Cl12···N21	2.906 (2)	C30···H16C	2.9666
Cl12···N28	3.043 (2)	C32···H10^v	2.9872
Cl12···Cl11	3.4251 (10)	C32···H52^x	3.0966
Cl21···Cl21^i	3.3576 (10)	C35···H13^viii	2.7135
Cl21···N47	3.353 (2)	C42···H54^i	2.7454
Cl21···N48	3.028 (2)	C42···H3	2.9289
Cl21···C42	3.292 (2)	C43···H3	3.0557
Cl21···C56^i	3.244 (3)	C44···H15C	3.0955
Cl21···N41	2.976 (2)	C49···H56C^i	2.8004
Cl11···H36C	3.0900	C49···H31^vii	3.0629
Cl11···H16B^ii	2.9547	C50···H56C^i	2.8888
Cl11···H12^iii	2.9695	C52···H55A^ix	2.9756
Cl11···H36A	2.6359	C53···H55A^ix	2.9742
Cl12···H55C^ii	2.7289	H3···C43	3.0557
Cl12···H12^iii	3.0858	H3···C42	2.9289
Cl12···H16A	2.5070	H3···Cl21	2.9590
Cl12···H35C^iv	3.0567	H3···H15A	2.3943
Cl12···H5^ii	2.8414	H5···Cl12^ii	2.8414
Cl12···H15C^ii	2.9046	H5···C11^v	2.8783
Cl21···H15A	3.0035	H5···H11^v	2.4723
Cl21···H3	2.9590	H5···H16B	2.3078
Cl21···H56A^i	2.7513	H5···C12^v	2.9892
Cl21···H25^v	2.8744	H10···N7	2.6545
Cl21···H56C^i	2.9423	H10···H50	2.5946
N1···N8	2.513 (3)	H10···C32^vii	2.9872
N1···N28	3.085 (3)	H10···H32^vii	2.5371
N1···C29	3.264 (3)	H11···H5^vii	2.4723
N1···C34	3.048 (3)	H11···C5^vii	3.0234
N1···Cl11	2.949 (2)	H12···Cl12^ix	3.0858
N1···N7	2.369 (3)	H12···H36A^ix	2.5797
N7···Cl11	3.289 (2)	H12···Cl11^ix	2.9695
N7···N1	2.369 (3)	H13···C35^viii	2.7135
N8···Cl11	2.991 (2)	H13···H35A^viii	2.3765
N8···N21	3.101 (3)	H14···C22	2.9016
N8···N28	2.996 (3)	H14···N27	2.8999
N8···N1	2.513 (3)	H14···N28	2.8210
N8···C2	2.216 (3)	H14···Ru1	3.2735
N21···C14	3.115 (3)	H14···N21	2.8590
N21···N8	3.101 (3)	H14···H56B^vi	2.3806
N21···C9	3.237 (3)	H15A···Cl21	3.0035
N21···Cl12	2.906 (2)	H15A···H3	2.3943
N21···N27	2.370 (3)	H15A···H25^v	2.5656
N21···N28	2.533 (3)	H15C···C44	3.0955
N27···N21	2.370 (3)	H15C···Cl12^ii	2.9046
N27···Cl12	3.353 (2)	H16A···C5^ii	2.8713
N28···N8	2.996 (3)	H16A···Cl12	2.5070
N28···N21	2.533 (3)	H16A···Ru1	3.1990
N28···Cl12	3.043 (2)	H16B···H5	2.3078
N28···C22	2.229 (3)	H16B···Cl11^ii	2.9547
N28···N1	3.085 (3)	H16C···Ru1	3.6335
N41···N47	2.368 (3)	H16C···C30	2.9666
N41···C49^i	3.216 (3)	H16C···C29	2.8604
N41···Cl21	2.976 (2)	H23···H35C	2.4801
N41···C54^i	3.016 (3)	H25···H35B	2.4491
N41···N48^i	3.071 (3)	H25···H36B	2.2923
N41···N48	2.519 (3)	H25···Cl21^vii	2.8744
N47···N41	2.368 (3)	H25···H15A^vii	2.5656
N47···Cl21	3.353 (2)	H30···N27	2.5450
N48···C42	2.218 (3)	H31···C49^v	3.0629
N48···N41^i	3.071 (3)	H32···H10^v	2.5371
N48···N41	2.519 (3)	H32···N47^v	2.8023
N48···N48^i	2.977 (3)	H34···Ru1	3.2532
N48···Cl21	3.028 (2)	H34···N1	2.6868
N1···H34	2.6868	H34···N7	2.9212
N7···H34	2.9212	H34···N8	2.8688
N7···H10	2.6545	H34···C2	2.7809
N8···H34	2.8688	H35A···H13^viii	2.3765
N21···H14	2.8590	H35B···H25	2.4491
N27···H14	2.8999	H35C···H23	2.4801
N27···H45^vi	2.7375	H35C···Cl12^iv	3.0567
N27···H30	2.5450	H36A···Ru1	3.3737
N28···H14	2.8210	H36A···Cl11	2.6359
N41···H54^i	2.7233	H36A···H12^iii	2.5797
N47···H50	2.6124	H36B···H25	2.2923
N47···H54^i	2.7884	H36B···C15^vii	3.0928
N47···H32^vii	2.8023	H36C···C10	2.9389
N48···H54^i	2.7248	H36C···C9	2.9664
C2···C34	3.469 (4)	H36C···Cl11	3.0900
C3···C43	3.323 (4)	H36C···Ru1	3.4491
C3···C42	3.555 (4)	H43···H55A	2.4309
C5···Cl12^ii	3.488 (2)	H45···H55B	2.5425
C5···C11^v	3.460 (3)	H45···H56B	2.2895
C6···C34	3.439 (3)	H45···N27^xi	2.7375
C6···C16^ii	3.559 (3)	H50···N47	2.6124
C10···C50	3.566 (4)	H50···C10	3.0288
C11···C5^vii	3.460 (3)	H50···H10	2.5946
C11···C51	3.466 (5)	H51···C11	2.7921
C13···C35^viii	3.518 (4)	H52···C32^x	3.0966
C14···C22	3.490 (4)	H54···Ru2	3.2153
C14···N21	3.115 (3)	H54···N41^i	2.7233
C15···Cl12^ii	3.646 (3)	H54···N47^i	2.7884
C16···C29	3.566 (3)	H54···N48^i	2.7248
C16···C6^ii	3.559 (3)	H54···C42^i	2.7454
C16···Cl12	3.350 (3)	H55A···H43	2.4309
C22···C14	3.490 (4)	H55A···C52^iii	2.9756
C29···C16	3.566 (3)	H55A···C53^iii	2.9742
C34···C6	3.439 (3)	H55A···C16^ii	3.0802
C34···C2	3.469 (4)	H55B···H45	2.5425
C34···N1	3.048 (3)	H55C···Cl12^ii	2.7289
C35···C13^viii	3.518 (4)	H56A···Ru2	3.5205
C36···Cl11	3.261 (3)	H56A···Cl21^i	2.7513
C42···C3	3.555 (4)	H56B···H45	2.2895
C42···C54^i	3.375 (4)	H56B···H14^xi	2.3806
C43···C3	3.323 (4)	H56C···Ru2	3.2962
C46···C49^i	3.590 (4)	H56C···Cl21^i	2.9423
C46···C54^i	3.407 (4)	H56C···C49^i	2.8004
C49···C56^i	3.589 (4)	H56C···C50^i	2.8888
Cl11—Ru1—Cl12	89.39 (2)	C9—C10—H10	120.52
Cl11—Ru1—N1	80.67 (5)	C11—C10—H10	120.51
Cl11—Ru1—N8	84.73 (6)	C10—C11—H11	119.68
Cl11—Ru1—N21	104.24 (5)	C12—C11—H11	119.77
Cl11—Ru1—N28	175.88 (6)	C11—C12—H12	120.07
Cl12—Ru1—N1	105.49 (5)	C13—C12—H12	120.14
Cl12—Ru1—N8	173.50 (6)	C14—C13—H13	119.63
Cl12—Ru1—N21	79.47 (6)	C12—C13—H13	119.75
Cl12—Ru1—N28	86.90 (6)	C13—C14—H14	120.43
N1—Ru1—N8	76.33 (8)	C9—C14—H14	120.49
N1—Ru1—N21	173.22 (7)	C4—C15—H15A	109.46
N1—Ru1—N28	98.58 (8)	C4—C15—H15B	109.43
N8—Ru1—N21	99.27 (8)	C4—C15—H15C	109.41
N8—Ru1—N28	99.06 (8)	H15A—C15—H15B	109.53
N21—Ru1—N28	76.85 (8)	H15A—C15—H15C	109.50
Cl21—Ru2—N41	82.34 (6)	H15B—C15—H15C	109.49
Cl21—Ru2—N48	86.79 (6)	C6—C16—H16A	109.46
Cl21—Ru2—Cl21^i	88.13 (2)	C6—C16—H16C	109.48
Cl21—Ru2—N41^i	103.20 (6)	H16A—C16—H16B	109.52
Cl21—Ru2—N48^i	174.89 (6)	C6—C16—H16B	109.52
N41—Ru2—N48	76.66 (8)	H16B—C16—H16C	109.35
N41—Ru2—N41^i	172.41 (7)	H16A—C16—H16C	109.50
N41—Ru2—N48^i	98.29 (8)	C22—C23—H23	120.54
N48—Ru2—N48^i	98.30 (8)	C24—C23—H23	120.53
N41^i—Ru2—N48	98.29 (8)	C24—C25—H25	118.47
N41^i—Ru2—N48^i	76.66 (8)	C26—C25—H25	118.49
Cl21^i—Ru2—N48	174.89 (6)	C31—C30—H30	120.33
Cl21^i—Ru2—N41	103.20 (6)	C29—C30—H30	120.23
Cl21^i—Ru2—N41^i	82.34 (6)	C30—C31—H31	119.98
Cl21^i—Ru2—N48^i	86.79 (6)	C32—C31—H31	119.85
Ru1—N1—C2	109.90 (14)	C33—C32—H32	120.03
Ru1—N1—C6	133.15 (16)	C31—C32—H32	119.94
C2—N1—C6	116.7 (2)	C34—C33—H33	119.81
N8—N7—C2	111.5 (2)	C32—C33—H33	119.90
Ru1—N8—N7	121.32 (15)	C29—C34—H34	120.32
Ru1—N8—C9	124.21 (16)	C33—C34—H34	120.27
N7—N8—C9	113.50 (19)	H35A—C35—H35B	109.44
Ru1—N21—C22	109.60 (15)	H35A—C35—H35C	109.37
Ru1—N21—C26	133.53 (17)	C24—C35—H35A	109.49
C22—N21—C26	116.4 (2)	C24—C35—H35B	109.49
N28—N27—C22	112.4 (2)	C24—C35—H35C	109.47
Ru1—N28—C29	126.12 (15)	H35B—C35—H35C	109.56
Ru1—N28—N27	120.61 (15)	C26—C36—H36A	109.49
N27—N28—C29	112.50 (19)	C26—C36—H36B	109.49
Ru2—N41—C42	109.69 (15)	C26—C36—H36C	109.43
Ru2—N41—C46	133.73 (18)	H36A—C36—H36B	109.46
C42—N41—C46	116.6 (2)	H36A—C36—H36C	109.46
N48—N47—C42	111.90 (19)	H36B—C36—H36C	109.50
Ru2—N48—C49	124.74 (16)	N41—C42—N47	118.4 (2)
N47—N48—C49	113.92 (19)	N41—C42—C43	123.7 (2)
Ru2—N48—N47	120.76 (15)	N47—C42—C43	117.7 (2)
N7—C2—C3	117.2 (2)	C42—C43—C44	119.7 (3)
N1—C2—C3	124.3 (2)	C43—C44—C45	116.6 (3)
N1—C2—N7	118.4 (2)	C43—C44—C55	122.9 (3)
C2—C3—C4	118.9 (2)	C45—C44—C55	120.5 (3)
C5—C4—C15	121.5 (2)	C44—C45—C46	122.0 (2)
C3—C4—C5	116.6 (2)	N41—C46—C45	121.3 (2)
C3—C4—C15	122.0 (2)	N41—C46—C56	119.6 (2)
C4—C5—C6	122.6 (2)	C45—C46—C56	119.1 (2)
C5—C6—C16	119.9 (2)	N48—C49—C50	119.9 (2)
N1—C6—C5	120.7 (2)	N48—C49—C54	118.7 (2)
N1—C6—C16	119.4 (2)	C50—C49—C54	121.4 (2)
N8—C9—C14	118.9 (2)	C49—C50—C51	118.5 (3)
C10—C9—C14	121.0 (2)	C50—C51—C52	120.4 (3)
N8—C9—C10	120.1 (2)	C51—C52—C53	120.5 (3)
C9—C10—C11	119.0 (2)	C52—C53—C54	120.2 (3)
C10—C11—C12	120.6 (3)	C49—C54—C53	119.0 (3)
C11—C12—C13	119.8 (3)	C42—C43—H43	120.20
C12—C13—C14	120.6 (3)	C44—C43—H43	120.12
C9—C14—C13	119.1 (2)	C44—C45—H45	119.00
N21—C22—N27	118.3 (2)	C46—C45—H45	118.96
N21—C22—C23	124.7 (2)	C49—C50—H50	120.73
N27—C22—C23	116.8 (2)	C51—C50—H50	120.74
C22—C23—C24	118.9 (3)	C50—C51—H51	119.86
C23—C24—C25	116.5 (3)	C52—C51—H51	119.78
C23—C24—C35	121.8 (3)	C51—C52—H52	119.73
C25—C24—C35	121.7 (3)	C53—C52—H52	119.78
C24—C25—C26	123.0 (2)	C52—C53—H53	119.89
N21—C26—C25	120.5 (2)	C54—C53—H53	119.88
N21—C26—C36	119.5 (2)	C49—C54—H54	120.54
C25—C26—C36	120.1 (2)	C53—C54—H54	120.51
C30—C29—C34	120.6 (2)	C44—C55—H55A	109.43
N28—C29—C34	119.9 (2)	C44—C55—H55B	109.46
N28—C29—C30	119.4 (2)	C44—C55—H55C	109.50
C29—C30—C31	119.4 (3)	H55A—C55—H55B	109.46
C30—C31—C32	120.2 (3)	H55A—C55—H55C	109.44
C31—C32—C33	120.0 (3)	H55B—C55—H55C	109.53
C32—C33—C34	120.3 (3)	C46—C56—H56A	109.42
C29—C34—C33	119.4 (2)	C46—C56—H56B	109.43
C4—C3—H3	120.64	C46—C56—H56C	109.54
C2—C3—H3	120.49	H56A—C56—H56B	109.48
C6—C5—H5	118.71	H56A—C56—H56C	109.49
C4—C5—H5	118.67	H56B—C56—H56C	109.47
Cl11—Ru1—N1—C2	−73.94 (14)	N28—N27—C22—N21	1.9 (3)
Cl11—Ru1—N1—C6	100.3 (2)	C22—N27—N28—C29	−179.1 (2)
Cl12—Ru1—N1—C2	−160.69 (14)	N28—N27—C22—C23	178.5 (2)
Cl12—Ru1—N1—C6	13.5 (2)	C22—N27—N28—Ru1	10.3 (3)
N8—Ru1—N1—C2	12.86 (15)	Ru1—N28—C29—C34	−51.1 (3)
N8—Ru1—N1—C6	−172.9 (2)	N27—N28—C29—C30	−42.1 (3)
N28—Ru1—N1—C2	110.17 (15)	N27—N28—C29—C34	139.0 (2)
N28—Ru1—N1—C6	−75.6 (2)	Ru1—N28—C29—C30	127.8 (2)
Cl11—Ru1—N8—N7	66.71 (17)	C42—N41—C46—C45	1.9 (3)
Cl11—Ru1—N8—C9	−101.32 (17)	Ru2—N41—C46—C56	4.3 (4)
N1—Ru1—N8—N7	−14.95 (17)	C42—N41—C46—C56	−177.6 (2)
N1—Ru1—N8—C9	177.03 (19)	Ru2—N41—C42—N47	−11.1 (2)
N21—Ru1—N8—N7	170.32 (17)	Ru2—N41—C42—C43	175.05 (19)
N21—Ru1—N8—C9	2.29 (18)	C46—N41—C42—N47	170.3 (2)
N28—Ru1—N8—N7	−111.65 (17)	C46—N41—C42—C43	−3.5 (3)
N28—Ru1—N8—C9	80.33 (18)	Ru2—N41—C46—C45	−176.28 (18)
Cl11—Ru1—N21—C22	−163.76 (15)	C42—N47—N48—C49	−175.45 (19)
Cl11—Ru1—N21—C26	7.4 (2)	N48—N47—C42—N41	0.1 (3)
Cl12—Ru1—N21—C22	−77.10 (15)	N48—N47—C42—C43	174.3 (2)
Cl12—Ru1—N21—C26	94.1 (2)	C42—N47—N48—Ru2	12.9 (2)
N8—Ru1—N21—C22	109.37 (16)	Ru2—N48—C49—C50	126.7 (2)
N8—Ru1—N21—C26	−79.5 (2)	Ru2—N48—C49—C54	−52.1 (3)
N28—Ru1—N21—C22	12.15 (16)	N47—N48—C49—C54	136.6 (2)
N28—Ru1—N21—C26	−176.7 (2)	N47—N48—C49—C50	−44.6 (3)
Cl12—Ru1—N28—N27	66.96 (17)	N7—C2—C3—C4	−177.9 (2)
Cl12—Ru1—N28—C29	−102.23 (18)	N1—C2—C3—C4	−2.2 (4)
N1—Ru1—N28—N27	172.17 (17)	C2—C3—C4—C5	3.6 (3)
N1—Ru1—N28—C29	2.98 (19)	C2—C3—C4—C15	−177.0 (2)
N8—Ru1—N28—N27	−110.43 (18)	C15—C4—C5—C6	179.6 (2)
N8—Ru1—N28—C29	80.38 (19)	C3—C4—C5—C6	−1.0 (3)
N21—Ru1—N28—N27	−12.95 (17)	C4—C5—C6—C16	175.4 (2)
N21—Ru1—N28—C29	177.9 (2)	C4—C5—C6—N1	−3.4 (4)
N48^i—Ru2—N41—C42	109.48 (16)	C14—C9—C10—C11	−0.3 (4)
N48^i—Ru2—N41—C46	−72.3 (2)	N8—C9—C14—C13	−179.5 (2)
Cl21—Ru2—N48—N47	67.98 (17)	C10—C9—C14—C13	1.4 (4)
Cl21—Ru2—N48—C49	−102.73 (18)	N8—C9—C10—C11	−179.4 (2)
N41—Ru2—N48—N47	−14.91 (17)	C9—C10—C11—C12	−0.3 (4)
N41—Ru2—N48—C49	174.4 (2)	C10—C11—C12—C13	−0.3 (4)
N41^i—Ru2—N48—N47	170.85 (17)	C11—C12—C13—C14	1.4 (4)
N41^i—Ru2—N48—C49	0.15 (19)	C12—C13—C14—C9	−2.0 (4)
N48^i—Ru2—N48—N47	−111.53 (17)	N27—C22—C23—C24	−176.6 (2)
Cl21—Ru2—N41—C42	−75.65 (15)	N21—C22—C23—C24	−0.2 (4)
Cl21—Ru2—N41—C46	102.6 (2)	C22—C23—C24—C25	0.4 (4)
N48—Ru2—N41—C42	12.85 (15)	C22—C23—C24—C35	179.3 (3)
N48—Ru2—N41—C46	−168.9 (2)	C35—C24—C25—C26	−178.7 (3)
Cl21^i—Ru2—N41—C42	−161.90 (14)	C23—C24—C25—C26	0.2 (4)
Cl21^i—Ru2—N41—C46	16.4 (2)	C24—C25—C26—N21	−1.1 (4)
N48^i—Ru2—N48—C49	77.77 (19)	C24—C25—C26—C36	179.8 (3)
Ru1—N1—C2—N7	−11.2 (2)	N28—C29—C30—C31	−177.8 (2)
Ru1—N1—C2—C3	173.20 (19)	C34—C29—C30—C31	1.1 (4)
C6—N1—C2—C3	−2.1 (3)	C30—C29—C34—C33	0.0 (4)
Ru1—N1—C6—C5	−169.14 (17)	N28—C29—C34—C33	178.9 (2)
Ru1—N1—C6—C16	12.1 (3)	C29—C30—C31—C32	−1.2 (4)
C2—N1—C6—C5	4.8 (3)	C30—C31—C32—C33	0.1 (5)
C2—N1—C6—C16	−174.0 (2)	C31—C32—C33—C34	1.1 (4)
C6—N1—C2—N7	173.6 (2)	C32—C33—C34—C29	−1.1 (4)
C2—N7—N8—Ru1	12.9 (3)	N41—C42—C43—C44	2.3 (4)
N8—N7—C2—N1	0.1 (3)	N47—C42—C43—C44	−171.6 (2)
N8—N7—C2—C3	176.1 (2)	C42—C43—C44—C45	0.7 (4)
C2—N7—N8—C9	−177.87 (18)	C42—C43—C44—C55	−179.6 (3)
N7—N8—C9—C10	−48.4 (3)	C43—C44—C45—C46	−2.3 (4)
N7—N8—C9—C14	132.5 (2)	C55—C44—C45—C46	178.0 (3)
Ru1—N8—C9—C10	120.5 (2)	C44—C45—C46—N41	1.0 (4)
Ru1—N8—C9—C14	−58.6 (3)	C44—C45—C46—C56	−179.6 (3)
C22—N21—C26—C36	−179.6 (2)	N48—C49—C50—C51	−177.3 (2)
C22—N21—C26—C25	1.2 (4)	C54—C49—C50—C51	1.6 (4)
Ru1—N21—C22—N27	−11.5 (3)	N48—C49—C54—C53	177.8 (2)
Ru1—N21—C22—C23	172.2 (2)	C50—C49—C54—C53	−1.0 (4)
C26—N21—C22—N27	175.7 (2)	C49—C50—C51—C52	−0.7 (5)
C26—N21—C22—C23	−0.7 (4)	C50—C51—C52—C53	−0.6 (5)
Ru1—N21—C26—C25	−169.47 (19)	C51—C52—C53—C54	1.2 (5)
Ru1—N21—C26—C36	9.7 (4)	C52—C53—C54—C49	−0.4 (4)

Symmetry codes: (i) −x, y, −z+1/2; (ii) −x+1/2, −y+1/2, −z; (iii) x, −y+1, z−1/2; (iv) −x+1, y, −z+1/2; (v) −x+1/2, y−1/2, −z+1/2; (vi) x+1/2, −y+1/2, z+1/2; (vii) −x+1/2, y+1/2, −z+1/2; (viii) −x+1, −y+1, −z+1; (ix) x, −y+1, z+1/2; (x) −x+1/2, −y+1/2, −z+1; (xi) x−1/2, −y+1/2, z−1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C16—H16A···Cl12	0.98	2.51	3.350 (3)	144
C36—H36A···Cl11	0.98	2.64	3.261 (3)	122
C55—H55C···Cl12^ii	0.98	2.73	3.705 (3)	173
C56—H56A···Cl21^i	0.98	2.75	3.244 (3)	112

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