[1,2-Bis­(di­phenyl­phosphino)­ethane]­di­bromo­nickel(II) tetra­hydro­furan solvate

The title complex, [Ni(dppe)Br₂]·THF, where dppe is bis­(di­phenyl­phosphino)­ethane (C₂₆H₂₄P₂) and THF is tetra­hydro­furan (C₄H₈O), consists of a square-planar Ni center coordinated by the chelating phosphine ligand and by two cis-Br atoms. One mol­ecule of THF is included in the asymmetric unit.

Key indicators

• Single-crystal X-ray study
• T = 220 K
• Mean [sigma](C-C) = 0.007 Å
• R factor = 0.052
• wR factor = 0.138
• Data-to-parameter ratio = 16.6

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


 Alert Level C:



RADNW_01  Alert C The radiation wavelength lies outside the expected range
          for the supplied radiation type. Expected range 1.54175-1.54180
          Wavelength given =    1.54056

General Notes



RADNT_01  Extra text has been found in the _diffrn_radiation_type field.
          Radiation given as CuK\a1
          Radiation identified as Cu K\a

RADNW_01  The radiation wavelength given implies that Cu Kalpha1 has
          been used. Please check that this is correct.
          Wavelength given =    1.54056


 0 Alert Level A = Potentially serious problem

 0 Alert Level B = Potential problem

 1 Alert Level C = Please check

---

S1. Comment

In the course of our studies, the formation of Ni(dppe)Br₂ was observed as a by-product for the reaction of Ni(dppe)₂ with N-bromophthalimide. Even though this compound is well known as a good starting product, only the CH₂Cl₂ adduct has been previously characterized using X-ray crystallography (Rahn et al., 1989). The structure of the THF adduct, (I) (Fig. 1), is isostructural with the one previously reported for the CH₂Cl₂ analogue, having a slightly larger volume (about 20 ų), presumably because of the larger volume of THF compared to CH₂Cl₂. The THF adduct adopts a pseudo-square planar geometry with a P—Ni—P bite angle of 89.97 (5)° and an angle of 93.93 (4)° between the Br atoms. We note that the Ni—P bond lengths [2.1573 (14) and 2.1603 (14) Å] are also slightly longer in the THF adduct than the corresponding distances in the CH₂Cl₂ adduct [2.141 (1) and 2.156 (1) Å], but both Ni—Br bonds are very similar. In this structure, there is a stacking interaction between the THF ring and the C121–C126 phenyl ring, as shown in Fig. 2.

S2. Experimental

Using Schlenk techniques, THF (10 ml) was added to a mixture of Ni(dppe)₂ (40 mg, 0.047 mmol) and N-bromophthalimide (13 mg, 0.058 mmol) and stirred for 5 min. A large excess of hexanes was then addded to the solution, resulting, after 12 h, in the formation of dark-red crystals. The filtrate was removed and the solid dried under N₂.

S3. Refinement

The space group was confirmed by the PLATON program (Spek, 1995). Data reduction was performed using a locally modified version of the NRC-2 program (Ahmed et al., 1973). The structure was solved by direct methods using SHELXS97 (Sheldrick, 1997) and difmap synthesis using SHELXTL (Bruker, 1997) and SHELXL96 (Sheldrick, 1996). H atoms were constrained to ride on the attached atoms; SHELXL96 defaults, C—H = 0.94–0.98 Å. The isotropic displacement parameters, U_iso, were set to values 20% higher than those of the attached atoms. A final verification of possible voids was performed using the VOID routine of the PLATON program (Spek, 1995).

Computing details

Data collection: CAD-4 Software (Enraf-Nonius, 1989); cell refinement: CAD-4 Software; data reduction: NRC-2 and NRC-2A (Ahmed et al., 1973); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL96 (Sheldrick, 1996); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXL96.

Figures

	Fig. 1. SHELXTL (Bruker, 1997) drawing of the title molecule, showing 30% probability displacement ellipsoids and the atom-numbering scheme.
	Fig. 2. SHELXTL (Bruker, 1997) drawing of the unit-cell contents showing the interaction between THF and phenyl rings. Ellipsoids are drawn at the 30% probability level.

[1,2-Bis(diphenylphosphino)ethane]dibromonickel(II) tetrahydrofuran solvate

Crystal data

[NiBr2(C26H24P2)]·C4H8O	F(000) = 1392.0
Mr = 689.03	Dx = 1.603 Mg m^−3
Monoclinic, P21/c	Cu Kα1 radiation, λ = 1.54056 Å
a = 11.709 (5) Å	Cell parameters from 25 reflections
b = 14.551 (4) Å	θ = 20.0–21.0°
c = 17.558 (6) Å	µ = 5.48 mm^−1
β = 107.38 (3)°	T = 220 K
V = 2854.9 (17) Å^3	Block, dark red
Z = 4	0.57 × 0.15 × 0.12 mm

Data collection

Nonius CAD-4 diffractometer	4582 reflections with I > 2σ(I)
Radiation source: normal-focus xray tube	Rint = 0.038
Graphite monochromator	θmax = 70.0°, θmin = 4.0°
ω/2θ scans	h = −14→14
Absorption correction: integration (ABSORP in NRCVAX; Gabe et al, 1989)	k = −17→17
Tmin = 0.234, Tmax = 0.573	l = −21→21
6651 measured reflections	5 standard reflections every 60 min
5425 independent reflections	intensity decay: none

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.052	H-atom parameters constrained
wR(F^2) = 0.138	w = 1/[σ^2(Fo^2) + (0.1052P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max = 0.001
5425 reflections	Δρmax = 1.80 e Å^−3
326 parameters	Δρmin = −1.12 e Å^−3
0 restraints	Extinction correction: SHELXL96 (Sheldrick, 1996), Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.00115 (13)

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. Weighted R-factors wR and all goodnesses of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The observed criterion of F² > σ(F²) is used only for calculating R-factor_obs 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
Ni	0.25326 (5)	0.29831 (4)	0.16750 (4)	0.03025 (18)
Br1	0.44167 (4)	0.32094 (3)	0.15262 (3)	0.04225 (16)
Br2	0.16321 (4)	0.26625 (3)	0.03209 (2)	0.04360 (16)
P1	0.32582 (8)	0.32090 (6)	0.29445 (6)	0.0307 (2)
P2	0.08503 (8)	0.26886 (7)	0.18911 (6)	0.0340 (2)
C1	0.2016 (3)	0.3302 (3)	0.3369 (2)	0.0373 (8)
H1A	0.2298	0.3197	0.3947	0.045*
H1B	0.1657	0.3915	0.3271	0.045*
C2	0.1104 (3)	0.2573 (3)	0.2965 (2)	0.0393 (8)
H2A	0.0355	0.2666	0.3095	0.047*
H2B	0.1410	0.1958	0.3144	0.047*
C111	0.4244 (3)	0.4160 (3)	0.3364 (2)	0.0354 (8)
C112	0.3821 (4)	0.4955 (3)	0.3634 (3)	0.0509 (11)
H112	0.3005	0.5006	0.3594	0.061*
C113	0.4590 (5)	0.5667 (3)	0.3957 (3)	0.0625 (13)
H113	0.4296	0.6195	0.4145	0.075*
C114	0.5788 (5)	0.5613 (3)	0.4008 (3)	0.0585 (13)
H114	0.6307	0.6104	0.4221	0.070*
C115	0.6217 (4)	0.4832 (3)	0.3743 (3)	0.0540 (12)
H115	0.7035	0.4790	0.3784	0.065*
C116	0.5462 (4)	0.4109 (3)	0.3418 (2)	0.0439 (9)
H116	0.5765	0.3584	0.3233	0.053*
C121	0.4058 (3)	0.2200 (2)	0.3425 (2)	0.0320 (7)
C122	0.4538 (4)	0.2166 (3)	0.4255 (3)	0.0442 (9)
H122	0.4448	0.2669	0.4567	0.053*
C123	0.5146 (4)	0.1390 (3)	0.4617 (3)	0.0463 (10)
H123	0.5467	0.1369	0.5175	0.056*
C124	0.5283 (4)	0.0644 (3)	0.4159 (3)	0.0442 (9)
H124	0.5708	0.0123	0.4408	0.053*
C125	0.4802 (4)	0.0666 (3)	0.3349 (3)	0.0415 (9)
H125	0.4881	0.0155	0.3041	0.050*
C126	0.4192 (3)	0.1446 (2)	0.2980 (2)	0.0349 (8)
H126	0.3869	0.1460	0.2421	0.042*
C211	−0.0267 (3)	0.3587 (3)	0.1582 (2)	0.0387 (8)
C212	−0.1296 (4)	0.3561 (4)	0.1827 (3)	0.0554 (12)
H212	−0.1403	0.3085	0.2160	0.066*
C213	−0.2164 (4)	0.4242 (4)	0.1577 (3)	0.0638 (14)
H213	−0.2860	0.4216	0.1739	0.077*
C214	−0.2018 (4)	0.4944 (3)	0.1102 (3)	0.0563 (12)
H214	−0.2607	0.5401	0.0937	0.068*
C215	−0.1005 (4)	0.4976 (3)	0.0867 (3)	0.0540 (11)
H215	−0.0902	0.5462	0.0541	0.065*
C216	−0.0123 (4)	0.4301 (3)	0.1101 (3)	0.0458 (10)
H216	0.0566	0.4333	0.0932	0.055*
C221	0.0158 (4)	0.1612 (3)	0.1472 (3)	0.0431 (9)
C222	0.0801 (5)	0.0807 (3)	0.1687 (3)	0.0570 (12)
H222	0.1547	0.0819	0.2083	0.068*
C223	0.0357 (6)	−0.0018 (3)	0.1324 (4)	0.0686 (16)
H223	0.0801	−0.0561	0.1475	0.082*
C224	−0.0725 (6)	−0.0042 (4)	0.0747 (4)	0.0749 (19)
H224	−0.1013	−0.0596	0.0484	0.090*
C225	−0.1390 (6)	0.0752 (5)	0.0554 (3)	0.0735 (18)
H225	−0.2152	0.0725	0.0177	0.088*
C226	−0.0963 (5)	0.1589 (4)	0.0901 (3)	0.0563 (12)
H226	−0.1419	0.2128	0.0756	0.068*
O11	0.7740 (4)	0.2668 (3)	0.3144 (3)	0.0755 (11)
C12	0.7226 (5)	0.1867 (5)	0.2718 (4)	0.0756 (17)
H12A	0.7279	0.1887	0.2171	0.091*
H12B	0.6383	0.1811	0.2696	0.091*
C13	0.7935 (6)	0.1077 (5)	0.3167 (4)	0.086 (2)
H13A	0.8629	0.0945	0.2982	0.104*
H13B	0.7441	0.0523	0.3111	0.104*
C14	0.8318 (6)	0.1418 (5)	0.4018 (4)	0.091 (2)
H14B	0.7858	0.1114	0.4330	0.110*
H14A	0.9171	0.1301	0.4272	0.110*
C15	0.8069 (7)	0.2426 (5)	0.3960 (4)	0.0823 (19)
H15B	0.7418	0.2572	0.4185	0.099*
H15A	0.8783	0.2768	0.4258	0.099*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni	0.0251 (3)	0.0260 (3)	0.0406 (4)	−0.0004 (2)	0.0114 (3)	0.0010 (2)
Br1	0.0351 (2)	0.0410 (3)	0.0558 (3)	−0.00752 (16)	0.02150 (19)	−0.00123 (17)
Br2	0.0391 (3)	0.0500 (3)	0.0402 (3)	0.00253 (17)	0.00951 (18)	−0.00166 (17)
P1	0.0271 (4)	0.0251 (4)	0.0400 (5)	0.0000 (3)	0.0104 (4)	−0.0008 (3)
P2	0.0263 (4)	0.0319 (5)	0.0444 (5)	−0.0032 (3)	0.0115 (4)	0.0006 (4)
C1	0.0346 (19)	0.0351 (19)	0.045 (2)	0.0023 (15)	0.0159 (16)	−0.0022 (16)
C2	0.0330 (19)	0.040 (2)	0.048 (2)	−0.0032 (16)	0.0164 (17)	0.0032 (17)
C111	0.0350 (18)	0.0301 (18)	0.0383 (19)	0.0001 (15)	0.0066 (15)	0.0028 (14)
C112	0.046 (2)	0.032 (2)	0.071 (3)	0.0010 (18)	0.012 (2)	−0.0061 (19)
C113	0.072 (3)	0.033 (2)	0.075 (3)	−0.007 (2)	0.010 (3)	−0.012 (2)
C114	0.064 (3)	0.044 (2)	0.055 (3)	−0.022 (2)	−0.002 (2)	0.004 (2)
C115	0.043 (2)	0.059 (3)	0.051 (2)	−0.017 (2)	−0.0003 (19)	0.011 (2)
C116	0.035 (2)	0.043 (2)	0.051 (2)	−0.0040 (16)	0.0078 (17)	0.0047 (18)
C121	0.0301 (17)	0.0286 (17)	0.0388 (19)	−0.0024 (13)	0.0124 (14)	0.0009 (14)
C122	0.048 (2)	0.037 (2)	0.048 (2)	0.0065 (18)	0.0145 (19)	−0.0012 (17)
C123	0.054 (2)	0.039 (2)	0.045 (2)	0.0072 (19)	0.0128 (19)	0.0061 (17)
C124	0.043 (2)	0.033 (2)	0.057 (2)	0.0056 (17)	0.0163 (19)	0.0111 (17)
C125	0.041 (2)	0.0261 (18)	0.061 (3)	0.0031 (15)	0.0203 (18)	0.0023 (17)
C126	0.0324 (17)	0.0281 (17)	0.044 (2)	−0.0010 (14)	0.0114 (15)	0.0008 (15)
C211	0.0267 (17)	0.038 (2)	0.050 (2)	−0.0014 (15)	0.0105 (15)	−0.0011 (17)
C212	0.036 (2)	0.057 (3)	0.079 (3)	0.003 (2)	0.025 (2)	0.009 (2)
C213	0.030 (2)	0.078 (4)	0.085 (4)	0.010 (2)	0.020 (2)	0.001 (3)
C214	0.037 (2)	0.052 (3)	0.073 (3)	0.011 (2)	0.004 (2)	−0.009 (2)
C215	0.050 (2)	0.040 (2)	0.071 (3)	0.008 (2)	0.016 (2)	0.003 (2)
C216	0.037 (2)	0.040 (2)	0.063 (3)	0.0011 (17)	0.0182 (19)	0.0005 (19)
C221	0.040 (2)	0.041 (2)	0.052 (2)	−0.0136 (17)	0.0185 (18)	−0.0038 (17)
C222	0.053 (3)	0.036 (2)	0.085 (4)	−0.008 (2)	0.027 (2)	−0.001 (2)
C223	0.091 (4)	0.035 (2)	0.097 (4)	−0.017 (3)	0.055 (4)	−0.009 (2)
C224	0.108 (5)	0.061 (3)	0.071 (3)	−0.051 (4)	0.051 (3)	−0.020 (3)
C225	0.079 (4)	0.084 (4)	0.055 (3)	−0.049 (3)	0.017 (3)	−0.014 (3)
C226	0.054 (3)	0.058 (3)	0.054 (3)	−0.017 (2)	0.012 (2)	0.000 (2)
O11	0.091 (3)	0.067 (3)	0.070 (3)	−0.014 (2)	0.027 (2)	0.0020 (19)
C12	0.052 (3)	0.087 (4)	0.081 (4)	−0.018 (3)	0.011 (3)	0.013 (3)
C13	0.067 (4)	0.067 (4)	0.111 (5)	0.004 (3)	0.006 (4)	−0.002 (4)
C14	0.067 (4)	0.108 (6)	0.087 (5)	0.006 (4)	0.004 (3)	0.020 (4)
C15	0.079 (4)	0.102 (5)	0.066 (4)	0.015 (4)	0.023 (3)	0.004 (3)

Geometric parameters (Å, º)

Ni—P2	2.1573 (14)	C126—H126	0.9400
Ni—P1	2.1603 (14)	C211—C216	1.381 (6)
Ni—Br1	2.3212 (12)	C211—C212	1.396 (6)
Ni—Br2	2.3419 (12)	C212—C213	1.392 (7)
P1—C121	1.808 (4)	C212—H212	0.9400
P1—C111	1.811 (4)	C213—C214	1.362 (8)
P1—C1	1.827 (4)	C213—H213	0.9400
P2—C211	1.814 (4)	C214—C215	1.368 (7)
P2—C221	1.816 (4)	C214—H214	0.9400
P2—C2	1.826 (4)	C215—C216	1.394 (6)
C1—C2	1.522 (5)	C215—H215	0.9400
C1—H1A	0.9800	C216—H216	0.9400
C1—H1B	0.9800	C221—C222	1.383 (7)
C2—H2A	0.9800	C221—C226	1.394 (7)
C2—H2B	0.9800	C222—C223	1.385 (7)
C111—C112	1.397 (6)	C222—H222	0.9400
C111—C116	1.403 (5)	C223—C224	1.366 (9)
C112—C113	1.379 (6)	C223—H223	0.9400
C112—H112	0.9400	C224—C225	1.378 (9)
C113—C114	1.382 (8)	C224—H224	0.9400
C113—H113	0.9400	C225—C226	1.387 (7)
C114—C115	1.379 (7)	C225—H225	0.9400
C114—H114	0.9400	C226—H226	0.9400
C115—C116	1.382 (6)	O11—C15	1.413 (7)
C115—H115	0.9400	O11—C12	1.419 (7)
C116—H116	0.9400	C12—C13	1.496 (9)
C121—C126	1.383 (5)	C12—H12A	0.9800
C121—C122	1.397 (6)	C12—H12B	0.9800
C122—C123	1.383 (6)	C13—C14	1.511 (10)
C122—H122	0.9400	C13—H13A	0.9800
C123—C124	1.389 (6)	C13—H13B	0.9800
C123—H123	0.9400	C14—C15	1.493 (10)
C124—C125	1.364 (6)	C14—H14B	0.9800
C124—H124	0.9400	C14—H14A	0.9800
C125—C126	1.394 (5)	C15—H15B	0.9800
C125—H125	0.9400	C15—H15A	0.9800
P2—Ni—P1	86.97 (5)	C121—C126—H126	119.6
P2—Ni—Br1	175.13 (4)	C125—C126—H126	119.6
P1—Ni—Br1	90.02 (5)	C216—C211—C212	118.9 (4)
P2—Ni—Br2	88.92 (5)	C216—C211—P2	121.1 (3)
P1—Ni—Br2	175.46 (4)	C212—C211—P2	120.0 (3)
Br1—Ni—Br2	93.95 (4)	C213—C212—C211	120.0 (5)
C121—P1—C111	104.58 (17)	C213—C212—H212	120.0
C121—P1—C1	103.52 (18)	C211—C212—H212	120.0
C111—P1—C1	105.42 (18)	C214—C213—C212	120.8 (4)
C121—P1—Ni	110.30 (13)	C214—C213—H213	119.6
C111—P1—Ni	122.85 (13)	C212—C213—H213	119.6
C1—P1—Ni	108.47 (14)	C213—C214—C215	119.3 (4)
C211—P2—C221	107.8 (2)	C213—C214—H214	120.3
C211—P2—C2	104.83 (19)	C215—C214—H214	120.3
C221—P2—C2	104.73 (19)	C214—C215—C216	121.3 (5)
C211—P2—Ni	114.77 (14)	C214—C215—H215	119.4
C221—P2—Ni	114.88 (14)	C216—C215—H215	119.4
C2—P2—Ni	108.92 (13)	C211—C216—C215	119.7 (4)
C2—C1—P1	106.9 (3)	C211—C216—H216	120.2
C2—C1—H1A	110.3	C215—C216—H216	120.2
P1—C1—H1A	110.3	C222—C221—C226	119.7 (4)
C2—C1—H1B	110.3	C222—C221—P2	118.6 (3)
P1—C1—H1B	110.3	C226—C221—P2	121.5 (4)
H1A—C1—H1B	108.6	C221—C222—C223	120.6 (5)
C1—C2—P2	107.0 (3)	C221—C222—H222	119.7
C1—C2—H2A	110.3	C223—C222—H222	119.7
P2—C2—H2A	110.3	C224—C223—C222	120.1 (6)
C1—C2—H2B	110.3	C224—C223—H223	119.9
P2—C2—H2B	110.3	C222—C223—H223	119.9
H2A—C2—H2B	108.6	C223—C224—C225	119.5 (5)
C112—C111—C116	118.5 (4)	C223—C224—H224	120.3
C112—C111—P1	121.5 (3)	C225—C224—H224	120.3
C116—C111—P1	119.9 (3)	C224—C225—C226	121.7 (5)
C113—C112—C111	120.6 (4)	C224—C225—H225	119.2
C113—C112—H112	119.7	C226—C225—H225	119.2
C111—C112—H112	119.7	C225—C226—C221	118.4 (5)
C112—C113—C114	120.6 (5)	C225—C226—H226	120.8
C112—C113—H113	119.7	C221—C226—H226	120.8
C114—C113—H113	119.7	C15—O11—C12	105.9 (5)
C115—C114—C113	119.4 (4)	O11—C12—C13	105.8 (5)
C115—C114—H114	120.3	O11—C12—H12A	110.6
C113—C114—H114	120.3	C13—C12—H12A	110.6
C114—C115—C116	120.9 (4)	O11—C12—H12B	110.6
C114—C115—H115	119.5	C13—C12—H12B	110.6
C116—C115—H115	119.5	H12A—C12—H12B	108.7
C115—C116—C111	120.0 (4)	C12—C13—C14	102.9 (6)
C115—C116—H116	120.0	C12—C13—H13A	111.2
C111—C116—H116	120.0	C14—C13—H13A	111.2
C126—C121—C122	118.8 (4)	C12—C13—H13B	111.2
C126—C121—P1	120.7 (3)	C14—C13—H13B	111.2
C122—C121—P1	120.4 (3)	H13A—C13—H13B	109.1
C123—C122—C121	120.0 (4)	C15—C14—C13	105.1 (6)
C123—C122—H122	120.0	C15—C14—H14B	110.7
C121—C122—H122	120.0	C13—C14—H14B	110.7
C122—C123—C124	120.3 (4)	C15—C14—H14A	110.7
C122—C123—H123	119.9	C13—C14—H14A	110.7
C124—C123—H123	119.9	H14B—C14—H14A	108.8
C125—C124—C123	120.1 (4)	O11—C15—C14	107.6 (6)
C125—C124—H124	119.9	O11—C15—H15B	110.2
C123—C124—H124	119.9	C14—C15—H15B	110.2
C124—C125—C126	119.9 (4)	O11—C15—H15A	110.2
C124—C125—H125	120.0	C14—C15—H15A	110.2
C126—C125—H125	120.0	H15B—C15—H15A	108.5
C121—C126—C125	120.8 (4)
P2—Ni—P1—C121	99.08 (13)	P1—C121—C122—C123	179.9 (3)
Br1—Ni—P1—C121	−77.09 (13)	C121—C122—C123—C124	0.0 (7)
P2—Ni—P1—C111	−136.98 (15)	C122—C123—C124—C125	−1.0 (7)
Br1—Ni—P1—C111	46.85 (15)	C123—C124—C125—C126	1.3 (6)
P2—Ni—P1—C1	−13.65 (14)	C122—C121—C126—C125	−0.4 (6)
Br1—Ni—P1—C1	170.18 (13)	P1—C121—C126—C125	−179.6 (3)
P1—Ni—P2—C211	105.85 (15)	C124—C125—C126—C121	−0.6 (6)
Br2—Ni—P2—C211	−76.08 (15)	C221—P2—C211—C216	−116.6 (4)
P1—Ni—P2—C221	−128.35 (17)	C2—P2—C211—C216	132.2 (4)
Br2—Ni—P2—C221	49.71 (17)	Ni—P2—C211—C216	12.8 (4)
P1—Ni—P2—C2	−11.28 (15)	C221—P2—C211—C212	63.1 (4)
Br2—Ni—P2—C2	166.79 (14)	C2—P2—C211—C212	−48.1 (4)
C121—P1—C1—C2	−76.2 (3)	Ni—P2—C211—C212	−167.5 (3)
C111—P1—C1—C2	174.3 (3)	C216—C211—C212—C213	0.9 (7)
Ni—P1—C1—C2	41.0 (3)	P2—C211—C212—C213	−178.8 (4)
P1—C1—C2—P2	−49.3 (3)	C211—C212—C213—C214	−0.8 (8)
C211—P2—C2—C1	−84.1 (3)	C212—C213—C214—C215	0.2 (8)
C221—P2—C2—C1	162.5 (3)	C213—C214—C215—C216	0.3 (8)
Ni—P2—C2—C1	39.1 (3)	C212—C211—C216—C215	−0.4 (7)
C121—P1—C111—C112	−133.7 (4)	P2—C211—C216—C215	179.3 (4)
C1—P1—C111—C112	−24.9 (4)	C214—C215—C216—C211	−0.2 (7)
Ni—P1—C111—C112	99.8 (4)	C211—P2—C221—C222	−173.9 (4)
C121—P1—C111—C116	46.8 (4)	C2—P2—C221—C222	−62.7 (4)
C1—P1—C111—C116	155.6 (3)	Ni—P2—C221—C222	56.7 (4)
Ni—P1—C111—C116	−79.7 (3)	C211—P2—C221—C226	10.6 (5)
C116—C111—C112—C113	−1.1 (7)	C2—P2—C221—C226	121.8 (4)
P1—C111—C112—C113	179.5 (4)	Ni—P2—C221—C226	−118.7 (4)
C111—C112—C113—C114	1.1 (8)	C226—C221—C222—C223	1.9 (7)
C112—C113—C114—C115	−1.0 (8)	P2—C221—C222—C223	−173.7 (4)
C113—C114—C115—C116	0.9 (7)	C221—C222—C223—C224	0.1 (8)
C114—C115—C116—C111	−0.9 (7)	C222—C223—C224—C225	−2.6 (8)
C112—C111—C116—C115	0.9 (6)	C223—C224—C225—C226	3.3 (8)
P1—C111—C116—C115	−179.6 (3)	C224—C225—C226—C221	−1.4 (8)
C111—P1—C121—C126	−130.5 (3)	C222—C221—C226—C225	−1.2 (7)
C1—P1—C121—C126	119.3 (3)	P2—C221—C226—C225	174.2 (4)
Ni—P1—C121—C126	3.4 (3)	C15—O11—C12—C13	−36.8 (7)
C111—P1—C121—C122	50.3 (4)	O11—C12—C13—C14	30.7 (7)
C1—P1—C121—C122	−59.9 (4)	C12—C13—C14—C15	−13.6 (7)
Ni—P1—C121—C122	−175.8 (3)	C12—O11—C15—C14	27.8 (7)
C126—C121—C122—C123	0.6 (6)	C13—C14—C15—O11	−7.9 (8)