[Bis­(di­phenyl­phosphino)­methane]­bis­(pyridine-2-thiol­ato N-oxide)­cobalt(III) perchlorate diethyl ether solvate

The reaction between the metal diphosphine [Cu₂(μ₂-dppm)₂(MeCN)₄](ClO₄)₂ [dppm is bis­(di­phenyl­phosphino)­methane] and the metal–thiol­ate component [Co(mpo)₃] (mpo is 2-mer­capto­pyridine N-oxide) gave the title compound, [Co(C₅H₄NOS)₂(C₂₅H₂₂P₂)]ClO₄·C₄H₁₀O, in which one mpo ligand in [Co(mpo)₃] was displaced by dppm. The Co^III atom is located in a distorted octahedral coordin­ation environment. Two S atoms of two mpo ligands are in trans positions.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.013 Å
• R factor = 0.081
• wR factor = 0.177
• Data-to-parameter ratio = 15.0

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


 Alert Level C:



ABSTM_02  Alert C The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
          Tmin and Tmax reported:      0.612     0.816
          Tmin' and Tmax expected:      0.776     0.816
          RR' =      0.788
          Please check that your absorption correction is appropriate.

PLAT_202  Alert C Isotropic non-H Atoms in Anion/Solvent       =          5

PLAT_360  Alert C Short  C(sp3)-C(sp3) Bond  C(21)  -   C(22)  =       1.36 Ang.

PLAT_360  Alert C Short  C(sp3)-C(sp3) Bond  C(23)  -   C(24)  =       1.42 Ang.


 0 Alert Level A = Potentially serious problem

 0 Alert Level B = Potential problem

 4 Alert Level C = Please check

---

Computing details

Data collection: SMART (Siemens, 1996); cell refinement: SMART and SAINT (Siemens, 1994); data reduction: XPREP (Siemens, 1994); program(s) used to solve structure: SHELXTL (Siemens, 1994); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

[Bis(diphenylphosphino)methane]bis(pyridine-2-thiolato N-oxide)cobalt(III) perchlorate diethyl ether solvate

Crystal data

[Co(C5H4NOS)2(C25H22P2)]ClO4·C4H10O	F(000) = 1800
Mr = 869.17	Dx = 1.437 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 12.730 (3) Å	Cell parameters from 4947 reflections
b = 16.873 (4) Å	θ = 1.6–25.0°
c = 18.864 (4) Å	µ = 0.73 mm^−1
β = 97.572 (7)°	T = 293 K
V = 4016.8 (16) Å^3	Prism, blue
Z = 4	0.34 × 0.30 × 0.28 mm

Data collection

Siemens SMART CCD diffractometer	6918 independent reflections
Radiation source: fine-focus sealed tube	4927 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.041
φ and ω scans	θmax = 25.0°, θmin = 1.6°
Absorption correction: empirical (using intensity measurements) (SADABS; Sheldrick, 1996)	h = −8→15
Tmin = 0.612, Tmax = 0.816	k = −20→13
12116 measured reflections	l = −22→20

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)] = 0.081	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.177	H-atom parameters constrained
S = 1.19	w = 1/[σ^2(Fo^2) + (0.0203P)^2 + 18.3746P] where P = (Fo^2 + 2Fc^2)/3
6918 reflections	(Δ/σ)max = 0.008
462 parameters	Δρmax = 0.90 e Å^−3
0 restraints	Δρmin = −0.48 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
Co1	1.31916 (7)	0.46403 (5)	0.34021 (4)	0.0380 (2)
Cl1	0.91748 (17)	1.23021 (13)	0.36758 (12)	0.0670 (5)
S1	1.28063 (14)	0.50582 (10)	0.44572 (9)	0.0458 (4)
S2	1.37017 (14)	0.43043 (11)	0.23537 (9)	0.0494 (4)
P1	1.15302 (13)	0.43321 (10)	0.30436 (9)	0.0425 (4)
P2	1.30626 (13)	0.34052 (10)	0.37495 (9)	0.0408 (4)
O1	1.3045 (4)	0.5743 (2)	0.3084 (2)	0.0465 (11)
O2	1.4710 (3)	0.4795 (3)	0.3766 (2)	0.0483 (11)
O3	0.9943 (8)	1.1829 (6)	0.3492 (8)	0.232 (7)
O4	0.9106 (8)	1.2840 (7)	0.3127 (6)	0.203 (5)
O5	0.8267 (7)	1.1910 (7)	0.3713 (6)	0.193 (5)
O6	0.9579 (8)	1.2705 (6)	0.4277 (4)	0.168 (4)
O10	1.7129 (9)	0.0565 (7)	0.5610 (6)	0.171 (4)*
N1	1.2695 (4)	0.6260 (3)	0.3542 (3)	0.0498 (14)
N2	1.5387 (4)	0.4532 (3)	0.3321 (3)	0.0452 (13)
C1	1.2544 (5)	0.6023 (4)	0.4208 (4)	0.0451 (16)
C2	1.2487 (7)	0.7009 (4)	0.3311 (4)	0.068 (2)
H2A	1.2569	0.7146	0.2844	0.082*
C3	1.2157 (8)	0.7564 (5)	0.3757 (5)	0.095 (3)
H3A	1.2025	0.8081	0.3599	0.114*
C4	1.2020 (8)	0.7353 (5)	0.4444 (5)	0.083 (3)
H4A	1.1803	0.7728	0.4755	0.100*
C5	1.2203 (6)	0.6593 (4)	0.4666 (4)	0.061 (2)
H5A	1.2100	0.6451	0.5128	0.074*
C6	1.5026 (5)	0.4282 (4)	0.2650 (3)	0.0464 (16)
C7	1.5797 (7)	0.4013 (5)	0.2241 (5)	0.072 (2)
H7A	1.5595	0.3840	0.1775	0.086*
C8	1.6846 (7)	0.4002 (6)	0.2524 (5)	0.084 (3)
H8A	1.7353	0.3821	0.2249	0.101*
C9	1.7148 (7)	0.4255 (6)	0.3205 (5)	0.083 (3)
H9A	1.7858	0.4238	0.3399	0.099*
C10	1.6420 (6)	0.4531 (5)	0.3599 (4)	0.065 (2)
H10D	1.6626	0.4721	0.4059	0.079*
C21	1.5638 (15)	0.1208 (12)	0.5087 (10)	0.231 (9)*
H21F	1.5175	0.1338	0.4658	0.346*
H21G	1.5965	0.1683	0.5291	0.346*
H21H	1.5236	0.0964	0.5423	0.346*
C22	1.6401 (17)	0.0698 (12)	0.4926 (11)	0.228 (9)*
H22A	1.6787	0.0924	0.4564	0.273*
H22B	1.6086	0.0201	0.4747	0.273*
C23	1.7421 (12)	−0.0184 (10)	0.5774 (9)	0.165 (6)*
H23B	1.7579	−0.0449	0.5344	0.198*
H23A	1.6831	−0.0459	0.5941	0.198*
C24	1.8318 (10)	−0.0243 (8)	0.6306 (7)	0.141 (5)*
H24B	1.8166	0.0010	0.6737	0.211*
H24A	1.8914	0.0012	0.6140	0.211*
H24C	1.8481	−0.0791	0.6401	0.211*
C100	1.1625 (5)	0.3364 (4)	0.3487 (4)	0.0489 (17)
H10A	1.1413	0.2932	0.3160	0.059*
H10B	1.1234	0.3343	0.3894	0.059*
C101	1.1159 (5)	0.4193 (4)	0.2093 (4)	0.0485 (16)
C102	1.0647 (6)	0.3511 (5)	0.1814 (4)	0.063 (2)
H10C	1.0465	0.3110	0.2113	0.075*
C103	1.0411 (7)	0.3444 (6)	0.1068 (5)	0.080 (3)
H10G	1.0083	0.2986	0.0874	0.096*
C104	1.0650 (7)	0.4026 (6)	0.0628 (5)	0.081 (3)
H10H	1.0486	0.3967	0.0136	0.097*
C105	1.1132 (7)	0.4704 (6)	0.0903 (4)	0.076 (2)
H10E	1.1271	0.5113	0.0599	0.092*
C106	1.1410 (6)	0.4781 (5)	0.1628 (4)	0.062 (2)
H10F	1.1770	0.5231	0.1810	0.075*
C111	1.0500 (5)	0.4945 (4)	0.3341 (4)	0.0467 (16)
C112	1.0239 (6)	0.5649 (5)	0.2990 (4)	0.070 (2)
H11B	1.0553	0.5782	0.2588	0.084*
C113	0.9515 (8)	0.6157 (5)	0.3232 (6)	0.087 (3)
H11E	0.9346	0.6632	0.2994	0.104*
C114	0.9046 (7)	0.5966 (7)	0.3819 (6)	0.091 (3)
H11C	0.8562	0.6311	0.3982	0.109*
C115	0.9285 (7)	0.5274 (6)	0.4163 (5)	0.081 (3)
H11D	0.8964	0.5144	0.4563	0.097*
C116	1.0005 (6)	0.4758 (5)	0.3924 (4)	0.065 (2)
H11A	1.0155	0.4279	0.4160	0.078*
C201	1.3356 (5)	0.3153 (4)	0.4685 (4)	0.0486 (17)
C202	1.2811 (6)	0.2532 (4)	0.4965 (4)	0.061 (2)
H20B	1.2245	0.2291	0.4684	0.073*
C203	1.3111 (7)	0.2274 (5)	0.5659 (4)	0.071 (2)
H20E	1.2761	0.1849	0.5837	0.085*
C204	1.3914 (7)	0.2639 (5)	0.6083 (4)	0.070 (2)
H20D	1.4104	0.2468	0.6551	0.084*
C205	1.4448 (6)	0.3260 (5)	0.5820 (4)	0.064 (2)
H20C	1.4998	0.3509	0.6110	0.077*
C206	1.4165 (6)	0.3513 (4)	0.5124 (4)	0.0554 (18)
H20A	1.4528	0.3933	0.4950	0.067*
C211	1.3717 (6)	0.2610 (4)	0.3331 (3)	0.0464 (16)
C212	1.4813 (6)	0.2569 (4)	0.3469 (4)	0.062 (2)
H21A	1.5184	0.2950	0.3757	0.074*
C213	1.5360 (8)	0.1965 (5)	0.3179 (5)	0.080 (3)
H21C	1.6096	0.1947	0.3258	0.096*
C214	1.4796 (10)	0.1390 (5)	0.2773 (5)	0.093 (3)
H21D	1.5158	0.0985	0.2575	0.112*
C215	1.3724 (9)	0.1406 (5)	0.2659 (5)	0.091 (3)
H21E	1.3353	0.1002	0.2400	0.109*
C216	1.3184 (7)	0.2020 (5)	0.2924 (4)	0.070 (2)
H21B	1.2449	0.2038	0.2828	0.084*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.0428 (5)	0.0327 (4)	0.0393 (5)	−0.0007 (4)	0.0085 (4)	−0.0020 (4)
Cl1	0.0705 (13)	0.0619 (12)	0.0706 (13)	−0.0068 (10)	0.0165 (11)	−0.0093 (11)
S1	0.0581 (10)	0.0399 (9)	0.0410 (9)	0.0044 (8)	0.0124 (8)	0.0012 (7)
S2	0.0551 (10)	0.0505 (10)	0.0430 (9)	0.0009 (8)	0.0076 (8)	−0.0047 (8)
P1	0.0441 (10)	0.0378 (9)	0.0453 (10)	−0.0001 (8)	0.0052 (8)	0.0007 (8)
P2	0.0450 (9)	0.0337 (9)	0.0444 (10)	0.0018 (7)	0.0087 (8)	−0.0001 (7)
O1	0.065 (3)	0.033 (2)	0.045 (3)	0.003 (2)	0.022 (2)	0.001 (2)
O2	0.051 (3)	0.052 (3)	0.046 (3)	−0.006 (2)	0.020 (2)	−0.012 (2)
O3	0.148 (9)	0.123 (8)	0.44 (2)	0.008 (7)	0.086 (11)	−0.116 (11)
O4	0.161 (9)	0.242 (13)	0.187 (10)	−0.045 (9)	−0.044 (8)	0.100 (10)
O5	0.134 (8)	0.252 (12)	0.207 (10)	−0.117 (8)	0.076 (7)	−0.043 (9)
O6	0.197 (9)	0.217 (10)	0.104 (6)	−0.111 (8)	0.070 (6)	−0.065 (6)
N1	0.058 (4)	0.036 (3)	0.058 (4)	0.001 (3)	0.019 (3)	0.005 (3)
N2	0.043 (3)	0.041 (3)	0.050 (3)	−0.004 (2)	0.003 (3)	−0.002 (3)
C1	0.048 (4)	0.038 (4)	0.051 (4)	−0.004 (3)	0.012 (3)	−0.005 (3)
C2	0.102 (6)	0.036 (4)	0.073 (5)	0.015 (4)	0.039 (5)	0.011 (4)
C3	0.144 (9)	0.042 (5)	0.112 (8)	0.020 (5)	0.064 (7)	0.014 (5)
C4	0.114 (8)	0.052 (5)	0.094 (7)	0.019 (5)	0.050 (6)	−0.003 (5)
C5	0.083 (6)	0.045 (4)	0.059 (5)	0.011 (4)	0.022 (4)	−0.003 (4)
C6	0.060 (4)	0.036 (4)	0.045 (4)	−0.001 (3)	0.010 (3)	−0.003 (3)
C7	0.075 (6)	0.069 (5)	0.075 (6)	−0.002 (4)	0.027 (5)	−0.019 (4)
C8	0.062 (6)	0.094 (7)	0.101 (8)	0.006 (5)	0.033 (5)	−0.024 (6)
C9	0.060 (5)	0.091 (7)	0.098 (7)	0.004 (5)	0.014 (5)	−0.023 (6)
C10	0.051 (5)	0.072 (5)	0.071 (5)	−0.001 (4)	0.000 (4)	−0.009 (4)
C100	0.047 (4)	0.048 (4)	0.051 (4)	−0.002 (3)	0.006 (3)	0.007 (3)
C101	0.045 (4)	0.052 (4)	0.048 (4)	0.001 (3)	0.004 (3)	−0.001 (3)
C102	0.066 (5)	0.058 (5)	0.060 (5)	−0.010 (4)	−0.003 (4)	−0.004 (4)
C103	0.082 (6)	0.088 (7)	0.068 (6)	−0.022 (5)	−0.003 (5)	−0.030 (5)
C104	0.080 (6)	0.107 (8)	0.050 (5)	0.004 (6)	−0.007 (5)	−0.001 (5)
C105	0.074 (6)	0.091 (7)	0.061 (5)	0.013 (5)	−0.001 (4)	0.016 (5)
C106	0.068 (5)	0.066 (5)	0.051 (4)	0.001 (4)	−0.005 (4)	0.001 (4)
C111	0.043 (4)	0.044 (4)	0.052 (4)	0.005 (3)	0.002 (3)	−0.005 (3)
C112	0.074 (6)	0.067 (5)	0.068 (5)	0.018 (4)	0.005 (4)	0.006 (4)
C113	0.090 (7)	0.069 (6)	0.100 (8)	0.035 (5)	0.004 (6)	−0.011 (5)
C114	0.066 (6)	0.099 (8)	0.108 (8)	0.019 (5)	0.012 (6)	−0.037 (7)
C115	0.062 (5)	0.092 (7)	0.094 (7)	0.009 (5)	0.028 (5)	−0.015 (6)
C116	0.056 (5)	0.065 (5)	0.075 (5)	−0.002 (4)	0.017 (4)	−0.005 (4)
C201	0.055 (4)	0.047 (4)	0.045 (4)	0.004 (3)	0.008 (3)	0.004 (3)
C202	0.066 (5)	0.053 (5)	0.063 (5)	−0.009 (4)	0.011 (4)	0.002 (4)
C203	0.094 (6)	0.062 (5)	0.057 (5)	−0.009 (5)	0.015 (5)	0.020 (4)
C204	0.087 (6)	0.071 (6)	0.049 (5)	0.005 (5)	−0.001 (4)	0.016 (4)
C205	0.064 (5)	0.068 (5)	0.056 (5)	−0.003 (4)	−0.008 (4)	0.002 (4)
C206	0.057 (4)	0.051 (4)	0.057 (5)	0.001 (4)	0.002 (4)	0.009 (4)
C211	0.062 (5)	0.035 (4)	0.044 (4)	0.010 (3)	0.015 (3)	0.006 (3)
C212	0.062 (5)	0.050 (4)	0.077 (5)	0.012 (4)	0.017 (4)	0.008 (4)
C213	0.085 (6)	0.069 (6)	0.092 (7)	0.032 (5)	0.038 (5)	0.026 (5)
C214	0.139 (10)	0.052 (6)	0.101 (8)	0.024 (6)	0.066 (7)	−0.004 (5)
C215	0.119 (9)	0.061 (6)	0.100 (7)	0.001 (6)	0.048 (7)	−0.030 (5)
C216	0.082 (6)	0.056 (5)	0.074 (6)	−0.005 (4)	0.018 (5)	−0.020 (4)

Geometric parameters (Å, º)

Co1—O1	1.957 (4)	C23—H23A	0.9700
Co1—O2	1.981 (4)	C24—H24B	0.9600
Co1—P1	2.196 (2)	C24—H24A	0.9600
Co1—P2	2.1973 (19)	C24—H24C	0.9600
Co1—S1	2.2263 (19)	C100—H10A	0.9700
Co1—S2	2.2346 (19)	C100—H10B	0.9700
Cl1—O5	1.341 (8)	C101—C106	1.390 (10)
Cl1—O3	1.343 (9)	C101—C102	1.391 (9)
Cl1—O6	1.363 (8)	C102—C103	1.403 (11)
Cl1—O4	1.371 (10)	C102—H10C	0.9300
S1—C1	1.715 (7)	C103—C104	1.346 (12)
S2—C6	1.705 (7)	C103—H10G	0.9300
P1—C101	1.808 (7)	C104—C105	1.367 (12)
P1—C111	1.816 (7)	C104—H10H	0.9300
P1—C100	1.831 (7)	C105—C106	1.373 (10)
P2—C201	1.806 (7)	C105—H10E	0.9300
P2—C211	1.814 (6)	C106—H10F	0.9300
P2—C100	1.833 (7)	C111—C116	1.374 (10)
O1—N1	1.345 (6)	C111—C112	1.381 (10)
O2—N2	1.355 (6)	C112—C113	1.380 (11)
O10—C23	1.342 (15)	C112—H11B	0.9300
O10—C22	1.504 (19)	C113—C114	1.364 (13)
N1—C2	1.352 (8)	C113—H11E	0.9300
N1—C1	1.355 (8)	C114—C115	1.351 (13)
N2—C10	1.350 (8)	C114—H11C	0.9300
N2—C6	1.356 (8)	C115—C116	1.382 (11)
C1—C5	1.400 (9)	C115—H11D	0.9300
C2—C3	1.362 (11)	C116—H11A	0.9300
C2—H2A	0.9300	C201—C206	1.374 (9)
C3—C4	1.377 (12)	C201—C202	1.398 (9)
C3—H3A	0.9300	C202—C203	1.386 (10)
C4—C5	1.358 (10)	C202—H20B	0.9300
C4—H4A	0.9300	C203—C204	1.359 (11)
C5—H5A	0.9300	C203—H20E	0.9300
C6—C7	1.400 (10)	C204—C205	1.377 (11)
C7—C8	1.372 (11)	C204—H20D	0.9300
C7—H7A	0.9300	C205—C206	1.382 (10)
C8—C9	1.362 (12)	C205—H20C	0.9300
C8—H8A	0.9300	C206—H20A	0.9300
C9—C10	1.344 (11)	C211—C216	1.380 (10)
C9—H9A	0.9300	C211—C212	1.387 (10)
C10—H10D	0.9300	C212—C213	1.387 (10)
C21—C22	1.36 (2)	C212—H21A	0.9300
C21—H21F	0.9600	C213—C214	1.377 (13)
C21—H21G	0.9600	C213—H21C	0.9300
C21—H21H	0.9600	C214—C215	1.354 (13)
C22—H22A	0.9700	C214—H21D	0.9300
C22—H22B	0.9700	C215—C216	1.372 (11)
C23—C24	1.421 (16)	C215—H21E	0.9300
C23—H23B	0.9700	C216—H21B	0.9300
O1—Co1—O2	91.74 (19)	C24—C23—H23B	108.8
O1—Co1—P1	94.69 (15)	O10—C23—H23A	108.8
O2—Co1—P1	173.57 (15)	C24—C23—H23A	108.8
O1—Co1—P2	170.30 (15)	H23B—C23—H23A	107.7
O2—Co1—P2	97.43 (14)	C23—C24—H24B	109.5
P1—Co1—P2	76.14 (7)	C23—C24—H24A	109.5
O1—Co1—S1	87.12 (13)	H24B—C24—H24A	109.5
O2—Co1—S1	88.18 (13)	C23—C24—H24C	109.5
P1—Co1—S1	91.92 (7)	H24B—C24—H24C	109.5
P2—Co1—S1	89.99 (7)	H24A—C24—H24C	109.5
O1—Co1—S2	89.82 (13)	P1—C100—P2	95.4 (3)
O2—Co1—S2	87.49 (13)	P1—C100—H10A	112.7
P1—Co1—S2	92.74 (7)	P2—C100—H10A	112.7
P2—Co1—S2	93.74 (7)	P1—C100—H10B	112.7
S1—Co1—S2	174.62 (8)	P2—C100—H10B	112.7
O5—Cl1—O3	112.5 (7)	H10A—C100—H10B	110.2
O5—Cl1—O6	115.8 (6)	C106—C101—C102	119.0 (7)
O3—Cl1—O6	107.6 (8)	C106—C101—P1	118.8 (5)
O5—Cl1—O4	113.4 (7)	C102—C101—P1	122.1 (6)
O3—Cl1—O4	100.1 (9)	C101—C102—C103	118.4 (8)
O6—Cl1—O4	106.1 (7)	C101—C102—H10C	120.8
C1—S1—Co1	96.5 (2)	C103—C102—H10C	120.8
C6—S2—Co1	96.1 (2)	C104—C103—C102	121.5 (8)
C101—P1—C111	106.0 (3)	C104—C103—H10G	119.3
C101—P1—C100	109.2 (3)	C102—C103—H10G	119.3
C111—P1—C100	111.9 (3)	C103—C104—C105	120.2 (8)
C101—P1—Co1	116.8 (2)	C103—C104—H10H	119.9
C111—P1—Co1	118.4 (2)	C105—C104—H10H	119.9
C100—P1—Co1	93.9 (2)	C104—C105—C106	120.0 (8)
C201—P2—C211	101.7 (3)	C104—C105—H10E	120.0
C201—P2—C100	109.0 (3)	C106—C105—H10E	120.0
C211—P2—C100	110.7 (3)	C105—C106—C101	120.8 (8)
C201—P2—Co1	120.0 (2)	C105—C106—H10F	119.6
C211—P2—Co1	121.0 (2)	C101—C106—H10F	119.6
C100—P2—Co1	93.8 (2)	C116—C111—C112	118.4 (7)
N1—O1—Co1	116.4 (3)	C116—C111—P1	122.9 (6)
N2—O2—Co1	114.4 (3)	C112—C111—P1	118.6 (6)
C23—O10—C22	117.3 (14)	C113—C112—C111	120.2 (8)
O1—N1—C2	117.7 (6)	C113—C112—H11B	119.9
O1—N1—C1	120.3 (5)	C111—C112—H11B	119.9
C2—N1—C1	121.9 (6)	C114—C113—C112	120.3 (9)
C10—N2—O2	115.2 (6)	C114—C113—H11E	119.8
C10—N2—C6	123.7 (6)	C112—C113—H11E	119.8
O2—N2—C6	121.1 (5)	C115—C114—C113	120.0 (9)
N1—C1—C5	117.6 (6)	C115—C114—H11C	120.0
N1—C1—S1	119.2 (5)	C113—C114—H11C	120.0
C5—C1—S1	123.3 (5)	C114—C115—C116	120.3 (9)
N1—C2—C3	120.4 (7)	C114—C115—H11D	119.8
N1—C2—H2A	119.8	C116—C115—H11D	119.8
C3—C2—H2A	119.8	C111—C116—C115	120.7 (8)
C2—C3—C4	119.4 (8)	C111—C116—H11A	119.7
C2—C3—H3A	120.3	C115—C116—H11A	119.7
C4—C3—H3A	120.3	C206—C201—C202	118.2 (7)
C5—C4—C3	119.8 (8)	C206—C201—P2	121.8 (5)
C5—C4—H4A	120.1	C202—C201—P2	119.7 (6)
C3—C4—H4A	120.1	C203—C202—C201	120.2 (7)
C4—C5—C1	120.8 (7)	C203—C202—H20B	119.9
C4—C5—H5A	119.6	C201—C202—H20B	119.9
C1—C5—H5A	119.6	C204—C203—C202	120.4 (7)
N2—C6—C7	116.1 (7)	C204—C203—H20E	119.8
N2—C6—S2	119.8 (5)	C202—C203—H20E	119.8
C7—C6—S2	124.1 (6)	C203—C204—C205	120.2 (7)
C8—C7—C6	120.5 (8)	C203—C204—H20D	119.9
C8—C7—H7A	119.7	C205—C204—H20D	119.9
C6—C7—H7A	119.7	C204—C205—C206	119.8 (7)
C9—C8—C7	120.1 (8)	C204—C205—H20C	120.1
C9—C8—H8A	120.0	C206—C205—H20C	120.1
C7—C8—H8A	120.0	C201—C206—C205	121.1 (7)
C10—C9—C8	120.1 (8)	C201—C206—H20A	119.4
C10—C9—H9A	120.0	C205—C206—H20A	119.4
C8—C9—H9A	120.0	C216—C211—C212	118.4 (7)
C9—C10—N2	119.6 (8)	C216—C211—P2	123.8 (6)
C9—C10—H10D	120.2	C212—C211—P2	117.7 (6)
N2—C10—H10D	120.2	C211—C212—C213	120.6 (8)
C22—C21—H21F	109.5	C211—C212—H21A	119.7
C22—C21—H21G	109.5	C213—C212—H21A	119.7
H21F—C21—H21G	109.5	C214—C213—C212	119.0 (9)
C22—C21—H21H	109.5	C214—C213—H21C	120.5
H21F—C21—H21H	109.5	C212—C213—H21C	120.5
H21G—C21—H21H	109.5	C215—C214—C213	121.0 (8)
C21—C22—O10	106.3 (18)	C215—C214—H21D	119.5
C21—C22—H22A	110.5	C213—C214—H21D	119.5
O10—C22—H22A	110.5	C214—C215—C216	119.9 (9)
C21—C22—H22B	110.5	C214—C215—H21E	120.0
O10—C22—H22B	110.5	C216—C215—H21E	120.0
H22A—C22—H22B	108.7	C215—C216—C211	121.0 (9)
O10—C23—C24	113.7 (14)	C215—C216—H21B	119.5
O10—C23—H23B	108.8	C211—C216—H21B	119.5