trans-Bis(4,4,4-tri­fluoro-1-phenyl-1,3-butane­dionato-O,O')­bis­(tri­phenyl­phosphine-P)­nickel(II) at 173 K

In the title compound, [Ni(C₁₅H₆F₃O₂)₂(C₁₈H₁₅P)₂], the Ni atom occupies an inversion center and the complex has an all-trans configuration. The Ni-P distance is 2.5520 (5) Å.

Key indicators

• Single-crystal X-ray study
• T = 171 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.041
• wR factor = 0.109
• Data-to-parameter ratio = 17.9

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


 Alert Level C:



ABSTM_02  Alert C The ratio of Tmax/Tmin expected RT(exp) is > 1.10
          Absorption corrections should be applied.
          Tmin and Tmax expected:      0.845     0.936
          RT(exp) =      1.107

REFLT_03
         From the CIF: _diffrn_reflns_theta_max           28.41
         From the CIF: _reflns_number_total               5594
         TEST2: Reflns within _diffrn_reflns_theta_max
         Count of symmetry unique reflns         5906
         Completeness (_total/calc)             94.72%
          Alert C: < 95% complete

PLAT_710  Alert C Delete 1-2-3 or 2-3-4 (CIF) Linear Torsion Angle #      5
                   P   -NI  -P   -C1    -41.00100.00   2.566   1.555   1.555   1.555

PLAT_710  Alert C Delete 1-2-3 or 2-3-4 (CIF) Linear Torsion Angle #     10
                   P   -NI  -P   -C13  -166.00100.00   2.566   1.555   1.555   1.555

PLAT_710  Alert C Delete 1-2-3 or 2-3-4 (CIF) Linear Torsion Angle #     15
                   P   -NI  -P   -C7     76.00100.00   2.566   1.555   1.555   1.555

PLAT_710  Alert C Delete 1-2-3 or 2-3-4 (CIF) Linear Torsion Angle #     16
                   O1  -NI  -O1  -C20    26.00100.00   2.566   1.555   1.555   1.555

PLAT_710  Alert C Delete 1-2-3 or 2-3-4 (CIF) Linear Torsion Angle #     23
                   O2  -NI  -O2  -C22   137.00100.00   2.566   1.555   1.555   1.555


 0 Alert Level A = Potentially serious problem

 0 Alert Level B = Potential problem

 7 Alert Level C = Please check

---

Computing details

Data collection: SMART (Bruker, 1998); cell refinement: SMART; data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1998); software used to prepare material for publication: SHELXTL.

trans-bis(Triphenylphosphine)bis(4,4,4-trifluoro-1-phenyl- 1,3-butanedionato-O,O')nickel(II)

Crystal data

[Ni(C15H6F3O2)2(C18H15P)2]	Z = 1
Mr = 1013.55	F(000) = 522
Triclinic, P1	Dx = 1.430 Mg m^−3
a = 10.7917 (14) Å	Mo Kα radiation, λ = 0.71073 Å
b = 11.0583 (14) Å	Cell parameters from 5700 reflections
c = 11.7156 (15) Å	θ = 2.2–28.3°
α = 63.282 (2)°	µ = 0.55 mm^−1
β = 77.173 (2)°	T = 171 K
γ = 71.153 (2)°	Irregular, green
V = 1177.0 (3) Å^3	0.40 × 0.26 × 0.12 mm

Data collection

Bruker SMART CCD area-detector diffractometer	4643 reflections with I > 2σ(I)
Radiation source: normal-focus sealed tube	Rint = 0.027
Graphite monochromator	θmax = 28.4°, θmin = 2.0°
ω scans	h = −14→14
13372 measured reflections	k = −14→14
5594 independent reflections	l = −15→15

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)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.109	H-atom parameters constrained
S = 1.01	w = 1/[σ^2(Fo^2) + (0.0505P)^2 + 0.9502P] where P = (Fo^2 + 2Fc^2)/3
5594 reflections	(Δ/σ)max = 0.001
313 parameters	Δρmax = 0.87 e Å^−3
0 restraints	Δρmin = −0.54 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.

Mean-plane data from final SHELXL refinement run:-

Least-squares planes (x,y,z in crystal coordinates) and deviations from them(* indicates atom used to define plane)

- 7.2339 (0.0054) x + 2.9233 (0.0070) y + 6.2696 (0.0066) z = 4.5964 (0.0057)

* 0.0000 (0.0000) Ni * 0.0000 (0.0000) O1 * 0.0000 (0.0000) O2

Rms deviation of fitted atoms = 0.0000

- 8.9975 (0.0049) x + 2.1221 (0.0068) y + 2.8159 (0.0116) z = 2.0054 (0.0098)

Angle to previous plane (with approximate e.s.d.) = 18.76 (0.11)

* 0.0195 (0.0009) O1 * -0.0028 (0.0009) O2 * -0.0375 (0.0014) C20 * 0.0311 (0.0013) C21 * -0.0103 (0.0014) C22 0.4636 (0.0021) Ni 0.0459 (0.0033) F1 0.4514 (0.0040) F2 - 1.5165 (0.0032) F3

Rms deviation of fitted atoms = 0.0239

- 7.8528 (0.0071) x + 4.3392 (0.0095) y - 0.6233 (0.0111) z = 0.9536 (0.0138)

Angle to previous plane (with approximate e.s.d.) = 27.85 (0.09)

* -0.0024 (0.0015) C23 * -0.0040 (0.0016) C24 * 0.0067 (0.0017) C25 * -0.0029 (0.0017) C26 * -0.0036 (0.0017) C27 * 0.0062 (0.0016) C28

Rms deviation of fitted atoms = 0.0046

- 8.5928 (0.0058) x + 2.9571 (0.0091) y - 2.0024 (0.0102) z = 2.4637 (0.0120)

Angle to previous plane (with approximate e.s.d.) = 8.30 (0.14)

* 0.0053 (0.0014) C1 * -0.0012 (0.0015) C2 * -0.0013 (0.0016) C3 * -0.0003 (0.0016) C4 * 0.0045 (0.0015) C5 * -0.0070 (0.0015) C6 - 3.4874 (0.0023) C23 - 3.6333 (0.0026) C24 - 3.8157 (0.0033) C25 - 3.8749 (0.0038) C26 - 3.7338 (0.0038) C27 - 3.5309 (0.0031) C28

Rms deviation of fitted atoms = 0.0041

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
Ni	0.0000	0.5000	0.5000	0.01885 (10)
P	−0.21745 (5)	0.58808 (5)	0.61304 (5)	0.01987 (12)
O1	0.05076 (13)	0.31177 (14)	0.64634 (12)	0.0214 (3)
O2	0.09261 (13)	0.58145 (14)	0.56887 (12)	0.0211 (3)
C1	−0.20331 (19)	0.7040 (2)	0.67900 (19)	0.0226 (4)
C2	−0.2393 (2)	0.6836 (2)	0.8068 (2)	0.0292 (4)
H2A	−0.2778	0.6088	0.8636	0.035*
C3	−0.2193 (2)	0.7725 (3)	0.8519 (2)	0.0349 (5)
H3A	−0.2445	0.7581	0.9392	0.042*
C4	−0.1632 (2)	0.8808 (2)	0.7708 (2)	0.0339 (5)
H4A	−0.1495	0.9408	0.8021	0.041*
C5	−0.1267 (2)	0.9022 (2)	0.6435 (2)	0.0310 (5)
H5A	−0.0889	0.9777	0.5873	0.037*
C6	−0.1451 (2)	0.8138 (2)	0.5977 (2)	0.0264 (4)
H6A	−0.1181	0.8279	0.5107	0.032*
C7	−0.34312 (19)	0.6957 (2)	0.49968 (18)	0.0219 (4)
C8	−0.3898 (2)	0.8407 (2)	0.4562 (2)	0.0300 (5)
H8A	−0.3592	0.8895	0.4887	0.036*
C9	−0.4812 (2)	0.9141 (2)	0.3653 (2)	0.0369 (5)
H9A	−0.5127	1.0129	0.3362	0.044*
C10	−0.5262 (2)	0.8446 (3)	0.3173 (2)	0.0365 (5)
H10A	−0.5880	0.8955	0.2548	0.044*
C11	−0.4813 (2)	0.7002 (2)	0.3603 (2)	0.0329 (5)
H11A	−0.5129	0.6519	0.3280	0.040*
C12	−0.3901 (2)	0.6266 (2)	0.4507 (2)	0.0273 (4)
H12A	−0.3593	0.5278	0.4797	0.033*
C13	−0.3051 (2)	0.4659 (2)	0.74083 (18)	0.0233 (4)
C14	−0.2468 (2)	0.3230 (2)	0.7830 (2)	0.0263 (4)
H14A	−0.1636	0.2905	0.7439	0.032*
C15	−0.3096 (2)	0.2270 (2)	0.8822 (2)	0.0320 (5)
H15A	−0.2687	0.1295	0.9112	0.038*
C16	−0.4312 (2)	0.2735 (3)	0.9385 (2)	0.0355 (5)
H16A	−0.4732	0.2081	1.0072	0.043*
C17	−0.4920 (2)	0.4153 (3)	0.8946 (2)	0.0353 (5)
H17A	−0.5767	0.4471	0.9318	0.042*
C18	−0.4295 (2)	0.5112 (2)	0.7964 (2)	0.0294 (4)
H18A	−0.4716	0.6085	0.7667	0.035*
C19	0.1076 (2)	0.1493 (2)	0.85298 (19)	0.0285 (4)
C20	0.08580 (19)	0.2985 (2)	0.74803 (18)	0.0214 (4)
C21	0.1102 (2)	0.3967 (2)	0.77636 (19)	0.0270 (4)
H21A	0.1226	0.3721	0.8626	0.032*
C22	0.11781 (19)	0.5324 (2)	0.68373 (18)	0.0215 (4)
C23	0.16513 (19)	0.6215 (2)	0.7205 (2)	0.0237 (4)
C24	0.1484 (2)	0.6091 (2)	0.8466 (2)	0.0315 (5)
H24A	0.1068	0.5412	0.9123	0.038*
C25	0.1925 (3)	0.6955 (3)	0.8763 (3)	0.0398 (6)
H25A	0.1796	0.6877	0.9620	0.048*
C26	0.2547 (3)	0.7924 (3)	0.7818 (3)	0.0412 (6)
H26A	0.2859	0.8505	0.8027	0.049*
C27	0.2721 (2)	0.8057 (2)	0.6563 (3)	0.0382 (5)
H27A	0.3152	0.8727	0.5914	0.046*
C28	0.2266 (2)	0.7211 (2)	0.6255 (2)	0.0297 (4)
H28A	0.2375	0.7313	0.5392	0.036*
F1	0.0503 (2)	0.07150 (16)	0.83544 (17)	0.0651 (5)
F2	0.0642 (2)	0.14537 (17)	0.96802 (15)	0.0766 (7)
F3	0.23371 (18)	0.08387 (18)	0.8571 (2)	0.0815 (7)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni	0.02350 (18)	0.01762 (17)	0.01462 (17)	−0.00674 (13)	−0.00362 (13)	−0.00407 (13)
P	0.0221 (2)	0.0198 (2)	0.0168 (2)	−0.00578 (19)	−0.00140 (18)	−0.00658 (19)
O1	0.0251 (7)	0.0199 (6)	0.0167 (6)	−0.0056 (5)	−0.0030 (5)	−0.0051 (5)
O2	0.0243 (7)	0.0210 (6)	0.0178 (6)	−0.0072 (5)	−0.0034 (5)	−0.0061 (5)
C1	0.0214 (9)	0.0228 (9)	0.0237 (10)	−0.0030 (7)	−0.0036 (7)	−0.0107 (8)
C2	0.0332 (11)	0.0309 (11)	0.0231 (10)	−0.0079 (9)	−0.0030 (8)	−0.0108 (9)
C3	0.0409 (13)	0.0407 (13)	0.0274 (11)	−0.0068 (10)	−0.0067 (9)	−0.0184 (10)
C4	0.0369 (12)	0.0314 (11)	0.0406 (13)	−0.0024 (9)	−0.0114 (10)	−0.0217 (10)
C5	0.0310 (11)	0.0255 (10)	0.0380 (12)	−0.0074 (9)	−0.0045 (9)	−0.0134 (9)
C6	0.0273 (10)	0.0259 (10)	0.0253 (10)	−0.0058 (8)	−0.0022 (8)	−0.0107 (8)
C7	0.0197 (9)	0.0251 (9)	0.0182 (9)	−0.0054 (7)	−0.0002 (7)	−0.0077 (7)
C8	0.0344 (11)	0.0258 (10)	0.0292 (11)	−0.0056 (9)	−0.0065 (9)	−0.0105 (9)
C9	0.0408 (13)	0.0268 (11)	0.0359 (13)	0.0003 (10)	−0.0127 (10)	−0.0087 (10)
C10	0.0321 (12)	0.0393 (13)	0.0317 (12)	−0.0013 (10)	−0.0120 (9)	−0.0103 (10)
C11	0.0313 (11)	0.0398 (12)	0.0317 (12)	−0.0093 (10)	−0.0066 (9)	−0.0162 (10)
C12	0.0272 (10)	0.0278 (10)	0.0274 (11)	−0.0065 (8)	−0.0030 (8)	−0.0118 (9)
C13	0.0260 (10)	0.0261 (10)	0.0182 (9)	−0.0094 (8)	−0.0013 (7)	−0.0079 (8)
C14	0.0255 (10)	0.0272 (10)	0.0247 (10)	−0.0083 (8)	−0.0040 (8)	−0.0074 (8)
C15	0.0380 (12)	0.0274 (11)	0.0283 (11)	−0.0130 (9)	−0.0083 (9)	−0.0038 (9)
C16	0.0413 (13)	0.0410 (13)	0.0237 (11)	−0.0239 (11)	−0.0006 (9)	−0.0049 (9)
C17	0.0322 (11)	0.0480 (14)	0.0280 (12)	−0.0180 (10)	0.0084 (9)	−0.0171 (10)
C18	0.0272 (10)	0.0316 (11)	0.0284 (11)	−0.0075 (9)	0.0015 (8)	−0.0133 (9)
C19	0.0382 (12)	0.0230 (10)	0.0191 (10)	−0.0080 (9)	−0.0055 (8)	−0.0027 (8)
C20	0.0217 (9)	0.0202 (9)	0.0172 (9)	−0.0046 (7)	−0.0014 (7)	−0.0041 (7)
C21	0.0382 (12)	0.0246 (10)	0.0174 (9)	−0.0094 (9)	−0.0067 (8)	−0.0053 (8)
C22	0.0209 (9)	0.0224 (9)	0.0206 (9)	−0.0039 (7)	−0.0032 (7)	−0.0087 (8)
C23	0.0228 (9)	0.0229 (9)	0.0270 (10)	−0.0025 (8)	−0.0070 (8)	−0.0118 (8)
C24	0.0346 (12)	0.0345 (11)	0.0291 (11)	−0.0067 (9)	−0.0051 (9)	−0.0166 (9)
C25	0.0438 (14)	0.0440 (14)	0.0423 (14)	−0.0027 (11)	−0.0119 (11)	−0.0290 (12)
C26	0.0425 (14)	0.0374 (13)	0.0592 (16)	−0.0067 (11)	−0.0163 (12)	−0.0303 (12)
C27	0.0398 (13)	0.0287 (11)	0.0502 (15)	−0.0132 (10)	−0.0088 (11)	−0.0145 (11)
C28	0.0317 (11)	0.0272 (10)	0.0322 (11)	−0.0073 (9)	−0.0073 (9)	−0.0122 (9)
F1	0.1138 (16)	0.0304 (8)	0.0526 (10)	−0.0345 (9)	−0.0369 (10)	0.0058 (7)
F2	0.153 (2)	0.0387 (9)	0.0227 (8)	−0.0327 (11)	0.0148 (10)	−0.0042 (7)
F3	0.0467 (10)	0.0392 (9)	0.0977 (15)	−0.0005 (8)	−0.0159 (10)	0.0210 (9)

Geometric parameters (Å, º)

Ni—O1	2.0108 (13)	C12—H12A	0.9500
Ni—O1^i	2.0108 (13)	C13—C14	1.390 (3)
Ni—O2^i	2.0135 (13)	C13—C18	1.395 (3)
Ni—O2	2.0135 (13)	C14—C15	1.394 (3)
Ni—P^i	2.5520 (5)	C14—H14A	0.9500
Ni—P	2.5520 (5)	C15—C16	1.380 (3)
P—C1	1.825 (2)	C15—H15A	0.9500
P—C13	1.827 (2)	C16—C17	1.384 (4)
P—C7	1.832 (2)	C16—H16A	0.9500
O1—C20	1.261 (2)	C17—C18	1.387 (3)
O2—C22	1.261 (2)	C17—H17A	0.9500
C1—C2	1.393 (3)	C18—H18A	0.9500
C1—C6	1.401 (3)	C19—F2	1.311 (3)
C2—C3	1.396 (3)	C19—F1	1.312 (3)
C2—H2A	0.9500	C19—F3	1.319 (3)
C3—C4	1.376 (4)	C19—C20	1.531 (3)
C3—H3A	0.9500	C20—C21	1.381 (3)
C4—C5	1.385 (3)	C21—C22	1.418 (3)
C4—H4A	0.9500	C21—H21A	0.9500
C5—C6	1.389 (3)	C22—C23	1.491 (3)
C5—H5A	0.9500	C23—C28	1.390 (3)
C6—H6A	0.9500	C23—C24	1.396 (3)
C7—C8	1.393 (3)	C24—C25	1.388 (3)
C7—C12	1.394 (3)	C24—H24A	0.9500
C8—C9	1.391 (3)	C25—C26	1.376 (4)
C8—H8A	0.9500	C25—H25A	0.9500
C9—C10	1.376 (3)	C26—C27	1.385 (4)
C9—H9A	0.9500	C26—H26A	0.9500
C10—C11	1.387 (3)	C27—C28	1.388 (3)
C10—H10A	0.9500	C27—H27A	0.9500
C11—C12	1.386 (3)	C28—H28A	0.9500
C11—H11A	0.9500
O1—Ni—O1^i	180.0	C10—C11—H11A	120.1
O1—Ni—O2^i	89.45 (5)	C11—C12—C7	120.9 (2)
O1^i—Ni—O2^i	90.55 (5)	C11—C12—H12A	119.5
O1—Ni—O2	90.55 (5)	C7—C12—H12A	119.5
O1^i—Ni—O2	89.45 (5)	C14—C13—C18	118.84 (19)
O2^i—Ni—O2	180.0	C14—C13—P	118.96 (15)
O1—Ni—P^i	84.26 (4)	C18—C13—P	122.19 (16)
O1^i—Ni—P^i	95.74 (4)	C13—C14—C15	120.4 (2)
O2^i—Ni—P^i	90.05 (4)	C13—C14—H14A	119.8
O2—Ni—P^i	89.95 (4)	C15—C14—H14A	119.8
O1—Ni—P	95.74 (4)	C16—C15—C14	120.1 (2)
O1^i—Ni—P	84.26 (4)	C16—C15—H15A	120.0
O2^i—Ni—P	89.95 (4)	C14—C15—H15A	120.0
O2—Ni—P	90.05 (4)	C15—C16—C17	120.0 (2)
P^i—Ni—P	180.0	C15—C16—H16A	120.0
C1—P—C13	105.57 (9)	C17—C16—H16A	120.0
C1—P—C7	104.55 (9)	C16—C17—C18	120.1 (2)
C13—P—C7	101.19 (9)	C16—C17—H17A	119.9
C1—P—Ni	111.85 (7)	C18—C17—H17A	119.9
C13—P—Ni	121.05 (7)	C17—C18—C13	120.5 (2)
C7—P—Ni	110.99 (6)	C17—C18—H18A	119.8
C20—O1—Ni	121.76 (12)	C13—C18—H18A	119.8
C22—O2—Ni	125.33 (12)	F2—C19—F1	106.6 (2)
C2—C1—C6	118.69 (19)	F2—C19—F3	106.4 (2)
C2—C1—P	123.57 (16)	F1—C19—F3	106.2 (2)
C6—C1—P	117.60 (15)	F2—C19—C20	112.97 (18)
C1—C2—C3	120.3 (2)	F1—C19—C20	112.95 (17)
C1—C2—H2A	119.8	F3—C19—C20	111.23 (18)
C3—C2—H2A	119.8	O1—C20—C21	129.74 (18)
C4—C3—C2	120.4 (2)	O1—C20—C19	113.91 (17)
C4—C3—H3A	119.8	C21—C20—C19	116.32 (17)
C2—C3—H3A	119.8	C20—C21—C22	123.60 (18)
C3—C4—C5	119.9 (2)	C20—C21—H21A	118.2
C3—C4—H4A	120.0	C22—C21—H21A	118.2
C5—C4—H4A	120.0	O2—C22—C21	124.13 (18)
C4—C5—C6	120.2 (2)	O2—C22—C23	116.89 (17)
C4—C5—H5A	119.9	C21—C22—C23	118.90 (17)
C6—C5—H5A	119.9	C28—C23—C24	119.18 (19)
C5—C6—C1	120.4 (2)	C28—C23—C22	118.71 (18)
C5—C6—H6A	119.8	C24—C23—C22	122.10 (19)
C1—C6—H6A	119.8	C25—C24—C23	120.2 (2)
C8—C7—C12	118.68 (19)	C25—C24—H24A	119.9
C8—C7—P	124.47 (16)	C23—C24—H24A	119.9
C12—C7—P	116.80 (15)	C26—C25—C24	120.1 (2)
C9—C8—C7	120.2 (2)	C26—C25—H25A	120.0
C9—C8—H8A	119.9	C24—C25—H25A	120.0
C7—C8—H8A	119.9	C25—C26—C27	120.3 (2)
C10—C9—C8	120.5 (2)	C25—C26—H26A	119.9
C10—C9—H9A	119.8	C27—C26—H26A	119.9
C8—C9—H9A	119.8	C26—C27—C28	120.0 (2)
C9—C10—C11	120.0 (2)	C26—C27—H27A	120.0
C9—C10—H10A	120.0	C28—C27—H27A	120.0
C11—C10—H10A	120.0	C27—C28—C23	120.3 (2)
C12—C11—C10	119.7 (2)	C27—C28—H28A	119.9
C12—C11—H11A	120.1	C23—C28—H28A	119.9
O1—Ni—P—C1	99.88 (8)	C7—C8—C9—C10	−0.1 (4)
O1^i—Ni—P—C1	−80.12 (8)	C8—C9—C10—C11	0.5 (4)
O2^i—Ni—P—C1	−170.68 (8)	C9—C10—C11—C12	−0.6 (4)
O2—Ni—P—C1	9.32 (8)	C10—C11—C12—C7	0.3 (3)
P^i—Ni—P—C1	−41 (100)	C8—C7—C12—C11	0.1 (3)
O1—Ni—P—C13	−25.50 (8)	P—C7—C12—C11	−177.30 (17)
O1^i—Ni—P—C13	154.50 (8)	C1—P—C13—C14	−123.36 (16)
O2^i—Ni—P—C13	63.94 (8)	C7—P—C13—C14	127.92 (17)
O2—Ni—P—C13	−116.06 (8)	Ni—P—C13—C14	4.86 (19)
P^i—Ni—P—C13	−166 (100)	C1—P—C13—C18	57.54 (19)
O1—Ni—P—C7	−143.78 (8)	C7—P—C13—C18	−51.18 (19)
O1^i—Ni—P—C7	36.22 (8)	Ni—P—C13—C18	−174.24 (14)
O2^i—Ni—P—C7	−54.34 (8)	C18—C13—C14—C15	−2.3 (3)
O2—Ni—P—C7	125.66 (8)	P—C13—C14—C15	178.58 (16)
P^i—Ni—P—C7	76 (100)	C13—C14—C15—C16	0.7 (3)
O1^i—Ni—O1—C20	26 (100)	C14—C15—C16—C17	1.3 (3)
O2^i—Ni—O1—C20	−161.21 (15)	C15—C16—C17—C18	−1.7 (4)
O2—Ni—O1—C20	18.79 (15)	C16—C17—C18—C13	0.1 (3)
P^i—Ni—O1—C20	108.68 (14)	C14—C13—C18—C17	1.9 (3)
P—Ni—O1—C20	−71.32 (14)	P—C13—C18—C17	−179.00 (17)
O1—Ni—O2—C22	−22.55 (15)	Ni—O1—C20—C21	−7.5 (3)
O1^i—Ni—O2—C22	157.45 (15)	Ni—O1—C20—C19	174.36 (12)
O2^i—Ni—O2—C22	137 (100)	F2—C19—C20—O1	−140.1 (2)
P^i—Ni—O2—C22	−106.81 (15)	F1—C19—C20—O1	−19.0 (3)
P—Ni—O2—C22	73.19 (15)	F3—C19—C20—O1	100.4 (2)
C13—P—C1—C2	7.4 (2)	F2—C19—C20—C21	41.5 (3)
C7—P—C1—C2	113.68 (18)	F1—C19—C20—C21	162.7 (2)
Ni—P—C1—C2	−126.13 (16)	F3—C19—C20—C21	−78.0 (3)
C13—P—C1—C6	−176.82 (15)	O1—C20—C21—C22	−9.7 (4)
C7—P—C1—C6	−70.53 (17)	C19—C20—C21—C22	168.40 (19)
Ni—P—C1—C6	49.65 (17)	Ni—O2—C22—C21	14.0 (3)
C6—C1—C2—C3	0.9 (3)	Ni—O2—C22—C23	−169.33 (12)
P—C1—C2—C3	176.62 (17)	C20—C21—C22—O2	6.1 (3)
C1—C2—C3—C4	−0.3 (3)	C20—C21—C22—C23	−170.53 (19)
C2—C3—C4—C5	0.2 (4)	O2—C22—C23—C28	−24.7 (3)
C3—C4—C5—C6	−0.7 (3)	C21—C22—C23—C28	152.2 (2)
C4—C5—C6—C1	1.4 (3)	O2—C22—C23—C24	154.66 (19)
C2—C1—C6—C5	−1.4 (3)	C21—C22—C23—C24	−28.5 (3)
P—C1—C6—C5	−177.42 (16)	C28—C23—C24—C25	0.2 (3)
C1—P—C7—C8	13.3 (2)	C22—C23—C24—C25	−179.1 (2)
C13—P—C7—C8	122.77 (18)	C23—C24—C25—C26	−1.1 (4)
Ni—P—C7—C8	−107.50 (17)	C24—C25—C26—C27	0.9 (4)
C1—P—C7—C12	−169.47 (16)	C25—C26—C27—C28	0.0 (4)
C13—P—C7—C12	−59.95 (17)	C26—C27—C28—C23	−0.9 (3)
Ni—P—C7—C12	69.78 (16)	C24—C23—C28—C27	0.8 (3)
C12—C7—C8—C9	−0.2 (3)	C22—C23—C28—C27	−179.85 (19)
P—C7—C8—C9	177.00 (18)

Symmetry code: (i) −x, −y+1, −z+1.