1,1'-Bis[bis-(4-meth-oxy-phen-yl)phosphan-yl]ferrocene.

In the crystal structure of the title substituted ferrocene complex, [Fe(C₁₉H₁₈O₂P)₂], the Fe(II) atom lies on a twofold rotation axis, giving an eclipsed cyclo-penta-dienyl conformation with a ring centroid separation of 3.292 (7) Å and an Fe-C bond-length range of 2.0239 (15)-2.0521 (15) Å. In the ligand, the cyclo-penta-dienyl ring forms dihedral angles of 60.36 (6) and 82.93 (6)° with the two benzene rings of the diphenyl-phosphine group, while the dihedral angle between the benzene rings is 67.4 (5)°.

Related literature

For the synthesis of the title compound from ferrocene, see: Ogasawara et al. (2002 ▶). For applications of the title compound, see: Gusev et al. (2006 ▶); Hamann & Hartwig (1998 ▶); Casellato et al. (1988 ▶).

Experimental

Crystal data

[Fe(C19H18O2P)2]

M = 674.46

Monoclinic,

a = 19.0790 (8) Å

b = 9.9445 (4) Å

c = 17.5663 (8) Å

β = 102.386 (1)°

V = 3255.3 (2) Å3

Z = 4

Mo Kα radiation

μ = 0.60 mm−1

T = 173 K

0.48 × 0.46 × 0.32 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.761, T max = 0.831

18254 measured reflections

2869 independent reflections

2740 reflections with I > 2σ(I)

R int = 0.019

Refinement

R[F 2 > 2σ(F 2)] = 0.026

wR(F 2) = 0.070

S = 1.04

2869 reflections

204 parameters

H-atom parameters constrained

Δρmax = 0.34 e Å−3

Δρmin = −0.18 e Å−3

Data collection: SMART (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812026293/zs2202sup1.cif

Supplementary material file. DOI: 10.1107/S1600536812026293/zs2202Isup2.cdx

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812026293/zs2202Isup3.hkl

Supplementary material file. DOI: 10.1107/S1600536812026293/zs2202Isup4.cdx

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Fe(C19H18O2P)2]	F(000) = 1408
Mr = 674.46	Dx = 1.376 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 9910 reflections
a = 19.0790 (8) Å	θ = 2.3–28.3°
b = 9.9445 (4) Å	µ = 0.60 mm−1
c = 17.5663 (8) Å	T = 173 K
β = 102.386 (1)°	Block, yellow
V = 3255.3 (2) Å3	0.48 × 0.46 × 0.32 mm
Z = 4

Bruker SMART CCD area-detector diffractometer	2869 independent reflections
Radiation source: fine-focus sealed tube	2740 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.019
φ and ω scans	θmax = 25.0°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −22→22
Tmin = 0.761, Tmax = 0.831	k = −11→11
18254 measured reflections	l = −20→20

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.070	H-atom parameters constrained
S = 1.04	w = 1/[σ2(Fo2) + (0.0343P)2 + 3.7311P] where P = (Fo2 + 2Fc2)/3
2869 reflections	(Δ/σ)max < 0.001
204 parameters	Δρmax = 0.34 e Å−3
0 restraints	Δρmin = −0.18 e Å−3

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.

	x	y	z	Uiso*/Ueq
Fe1	0.0000	0.11062 (3)	0.2500	0.02319 (10)
P1	0.11216 (2)	0.17867 (4)	0.12853 (2)	0.02453 (11)
O1	0.06477 (7)	0.44156 (13)	−0.18422 (7)	0.0424 (3)
O2	0.22904 (6)	−0.37992 (11)	0.13592 (7)	0.0382 (3)
C1	0.09423 (8)	0.23741 (15)	0.02723 (9)	0.0248 (3)
C2	0.03081 (9)	0.30448 (18)	−0.00579 (10)	0.0366 (4)
H2A	−0.0076	0.3054	0.0209	0.044*
C3	0.02282 (10)	0.3694 (2)	−0.07642 (11)	0.0414 (4)
H3A	−0.0210	0.4140	−0.0979	0.050*
C4	0.07794 (9)	0.37024 (16)	−0.11638 (9)	0.0302 (3)
C5	0.14120 (8)	0.30234 (16)	−0.08555 (9)	0.0298 (3)
H5A	0.1791	0.3003	−0.1129	0.036*
C6	0.14846 (8)	0.23725 (16)	−0.01420 (9)	0.0287 (3)
H6A	0.1919	0.1912	0.0068	0.034*
C7	0.14856 (8)	0.00986 (15)	0.12251 (9)	0.0250 (3)
C8	0.19314 (8)	−0.04129 (16)	0.18999 (9)	0.0280 (3)
H8A	0.2058	0.0142	0.2349	0.034*
C9	0.21914 (8)	−0.17124 (16)	0.19252 (9)	0.0312 (3)
H9A	0.2488	−0.2049	0.2390	0.037*
C10	0.20173 (8)	−0.25261 (15)	0.12684 (9)	0.0281 (3)
C11	0.15920 (8)	−0.20285 (16)	0.05856 (9)	0.0298 (3)
H11A	0.1484	−0.2574	0.0131	0.036*
C12	0.13253 (8)	−0.07256 (16)	0.05713 (9)	0.0292 (3)
H12A	0.1028	−0.0392	0.0106	0.035*
C13	−0.08978 (9)	0.16360 (19)	0.16939 (9)	0.0356 (4)
H13A	−0.1341	0.2053	0.1808	0.043*
C14	−0.02860 (9)	0.23385 (17)	0.15681 (9)	0.0311 (3)
H14A	−0.0226	0.3338	0.1572	0.037*
C15	0.02275 (8)	0.13737 (16)	0.14232 (8)	0.0261 (3)
C16	−0.00775 (9)	0.00717 (17)	0.14745 (9)	0.0314 (3)
H16A	0.0158	−0.0808	0.1411	0.038*
C17	−0.07674 (9)	0.02422 (19)	0.16437 (9)	0.0370 (4)
H17A	−0.1102	−0.0497	0.1719	0.044*
C18	0.21229 (11)	−0.46909 (18)	0.07098 (12)	0.0456 (4)
H18A	0.2351	−0.5564	0.0854	0.068*
H18B	0.2301	−0.4313	0.0272	0.068*
H18C	0.1602	−0.4809	0.0557	0.068*
C19	0.11777 (11)	0.4448 (3)	−0.22871 (12)	0.0557 (6)
H19A	0.1009	0.4995	−0.2755	0.084*
H19B	0.1275	0.3531	−0.2440	0.084*
H19C	0.1618	0.4842	−0.1977	0.084*

	U11	U22	U33	U12	U13	U23
Fe1	0.02589 (17)	0.02243 (17)	0.02163 (17)	0.000	0.00595 (12)	0.000
P1	0.0268 (2)	0.0228 (2)	0.0238 (2)	−0.00004 (14)	0.00500 (15)	−0.00076 (15)
O1	0.0477 (7)	0.0485 (7)	0.0333 (6)	0.0126 (6)	0.0140 (5)	0.0159 (6)
O2	0.0407 (7)	0.0262 (6)	0.0440 (7)	0.0073 (5)	0.0007 (5)	−0.0013 (5)
C1	0.0274 (7)	0.0213 (7)	0.0253 (7)	−0.0014 (6)	0.0047 (6)	−0.0006 (6)
C2	0.0303 (8)	0.0469 (10)	0.0350 (9)	0.0070 (7)	0.0121 (7)	0.0097 (8)
C3	0.0320 (9)	0.0526 (11)	0.0402 (10)	0.0145 (8)	0.0095 (7)	0.0140 (8)
C4	0.0368 (9)	0.0263 (8)	0.0276 (8)	0.0014 (6)	0.0070 (7)	0.0026 (6)
C5	0.0307 (8)	0.0305 (8)	0.0303 (8)	0.0006 (6)	0.0114 (6)	−0.0001 (7)
C6	0.0277 (7)	0.0276 (8)	0.0305 (8)	0.0039 (6)	0.0057 (6)	0.0016 (6)
C7	0.0237 (7)	0.0251 (7)	0.0263 (7)	−0.0001 (6)	0.0058 (6)	0.0008 (6)
C8	0.0271 (7)	0.0301 (8)	0.0255 (7)	−0.0009 (6)	0.0025 (6)	−0.0027 (6)
C9	0.0292 (8)	0.0326 (9)	0.0290 (8)	0.0029 (6)	−0.0005 (6)	0.0043 (7)
C10	0.0245 (7)	0.0245 (7)	0.0357 (8)	0.0005 (6)	0.0075 (6)	0.0019 (6)
C11	0.0326 (8)	0.0289 (8)	0.0275 (8)	−0.0006 (6)	0.0050 (6)	−0.0041 (6)
C12	0.0321 (8)	0.0296 (8)	0.0238 (8)	0.0030 (7)	0.0014 (6)	0.0020 (6)
C13	0.0272 (8)	0.0549 (11)	0.0240 (8)	0.0054 (7)	0.0041 (6)	0.0032 (7)
C14	0.0344 (8)	0.0340 (9)	0.0254 (8)	0.0081 (7)	0.0075 (6)	0.0064 (7)
C15	0.0298 (8)	0.0285 (8)	0.0203 (7)	0.0008 (6)	0.0058 (6)	0.0008 (6)
C16	0.0371 (9)	0.0317 (8)	0.0261 (8)	−0.0071 (7)	0.0085 (7)	−0.0071 (6)
C17	0.0341 (9)	0.0498 (10)	0.0270 (8)	−0.0136 (8)	0.0068 (7)	−0.0084 (7)
C18	0.0499 (11)	0.0287 (9)	0.0560 (12)	0.0055 (8)	0.0067 (9)	−0.0084 (8)
C19	0.0541 (12)	0.0745 (15)	0.0435 (11)	0.0102 (11)	0.0215 (9)	0.0259 (11)

Fe1—C14	2.0239 (15)	C6—H6A	0.9500
Fe1—C14i	2.0239 (15)	C7—C12	1.390 (2)
Fe1—C13i	2.0436 (16)	C7—C8	1.398 (2)
Fe1—C13	2.0437 (16)	C8—C9	1.381 (2)
Fe1—C15	2.0467 (14)	C8—H8A	0.9500
Fe1—C15i	2.0468 (14)	C9—C10	1.390 (2)
Fe1—C17	2.0493 (16)	C9—H9A	0.9500
Fe1—C17i	2.0493 (16)	C10—C11	1.387 (2)
Fe1—C16i	2.0521 (15)	C11—C12	1.390 (2)
Fe1—C16	2.0521 (15)	C11—H11A	0.9500
P1—C15	1.8207 (16)	C12—H12A	0.9500
P1—C7	1.8284 (15)	C13—C17	1.414 (3)
P1—C1	1.8341 (15)	C13—C14	1.418 (2)
O1—C4	1.3630 (19)	C13—H13A	1.0000
O1—C19	1.405 (2)	C14—C15	1.432 (2)
O2—C10	1.3653 (19)	C14—H14A	1.0000
O2—C18	1.426 (2)	C15—C16	1.430 (2)
C1—C6	1.387 (2)	C16—C17	1.420 (2)
C1—C2	1.394 (2)	C16—H16A	1.0000
C2—C3	1.378 (2)	C17—H17A	1.0000
C2—H2A	0.9500	C18—H18A	0.9800
C3—C4	1.384 (2)	C18—H18B	0.9800
C3—H3A	0.9500	C18—H18C	0.9800
C4—C5	1.388 (2)	C19—H19A	0.9800
C5—C6	1.391 (2)	C19—H19B	0.9800
C5—H5A	0.9500	C19—H19C	0.9800
C14—Fe1—C14i	105.47 (10)	C6—C5—H5A	120.4
C14—Fe1—C13i	116.41 (7)	C1—C6—C5	122.08 (14)
C14i—Fe1—C13i	40.79 (7)	C1—C6—H6A	119.0
C14—Fe1—C13	40.80 (7)	C5—C6—H6A	119.0
C14i—Fe1—C13	116.41 (7)	C12—C7—C8	118.15 (14)
C13i—Fe1—C13	150.12 (11)	C12—C7—P1	124.75 (12)
C14—Fe1—C15	41.20 (6)	C8—C7—P1	117.03 (11)
C14i—Fe1—C15	126.51 (6)	C9—C8—C7	121.10 (14)
C13i—Fe1—C15	107.13 (6)	C9—C8—H8A	119.5
C13—Fe1—C15	68.81 (6)	C7—C8—H8A	119.5
C14—Fe1—C15i	126.51 (6)	C8—C9—C10	119.85 (14)
C14i—Fe1—C15i	41.20 (6)	C8—C9—H9A	120.1
C13i—Fe1—C15i	68.81 (6)	C10—C9—H9A	120.1
C13—Fe1—C15i	107.13 (6)	O2—C10—C11	124.73 (14)
C15—Fe1—C15i	165.06 (9)	O2—C10—C9	115.18 (14)
C14—Fe1—C17	68.53 (7)	C11—C10—C9	120.09 (14)
C14i—Fe1—C17	150.90 (7)	C10—C11—C12	119.47 (14)
C13i—Fe1—C17	167.79 (8)	C10—C11—H11A	120.3
C13—Fe1—C17	40.43 (8)	C12—C11—H11A	120.3
C15—Fe1—C17	68.65 (6)	C11—C12—C7	121.31 (14)
C15i—Fe1—C17	118.24 (6)	C11—C12—H12A	119.3
C14—Fe1—C17i	150.90 (7)	C7—C12—H12A	119.3
C14i—Fe1—C17i	68.53 (7)	C17—C13—C14	108.14 (15)
C13i—Fe1—C17i	40.43 (8)	C17—C13—Fe1	70.00 (10)
C13—Fe1—C17i	167.79 (8)	C14—C13—Fe1	68.85 (9)
C15—Fe1—C17i	118.24 (6)	C17—C13—H13A	125.9
C15i—Fe1—C17i	68.64 (6)	C14—C13—H13A	125.9
C17—Fe1—C17i	130.42 (11)	Fe1—C13—H13A	125.9
C14—Fe1—C16i	165.87 (6)	C13—C14—C15	108.36 (15)
C14i—Fe1—C16i	68.74 (7)	C13—C14—Fe1	70.35 (9)
C13i—Fe1—C16i	68.23 (7)	C15—C14—Fe1	70.25 (9)
C13—Fe1—C16i	129.00 (7)	C13—C14—H14A	125.8
C15—Fe1—C16i	152.47 (6)	C15—C14—H14A	125.8
C15i—Fe1—C16i	40.85 (6)	Fe1—C14—H14A	125.8
C17—Fe1—C16i	109.86 (7)	C16—C15—C14	106.99 (14)
C17i—Fe1—C16i	40.52 (7)	C16—C15—P1	128.17 (12)
C14—Fe1—C16	68.74 (7)	C14—C15—P1	124.65 (12)
C14i—Fe1—C16	165.87 (6)	C16—C15—Fe1	69.78 (8)
C13i—Fe1—C16	129.01 (7)	C14—C15—Fe1	68.54 (8)
C13—Fe1—C16	68.23 (7)	P1—C15—Fe1	122.87 (8)
C15—Fe1—C16	40.85 (6)	C17—C16—C15	108.23 (15)
C15i—Fe1—C16	152.47 (6)	C17—C16—Fe1	69.63 (9)
C17—Fe1—C16	40.52 (7)	C15—C16—Fe1	69.37 (8)
C17i—Fe1—C16	109.86 (7)	C17—C16—H16A	125.9
C16i—Fe1—C16	119.82 (9)	C15—C16—H16A	125.9
C15—P1—C7	100.31 (7)	Fe1—C16—H16A	125.9
C15—P1—C1	102.46 (7)	C13—C17—C16	108.27 (15)
C7—P1—C1	103.32 (7)	C13—C17—Fe1	69.57 (9)
C4—O1—C19	118.61 (14)	C16—C17—Fe1	69.85 (9)
C10—O2—C18	117.95 (13)	C13—C17—H17A	125.9
C6—C1—C2	117.43 (14)	C16—C17—H17A	125.9
C6—C1—P1	120.27 (11)	Fe1—C17—H17A	125.9
C2—C1—P1	121.37 (12)	O2—C18—H18A	109.5
C3—C2—C1	121.15 (15)	O2—C18—H18B	109.5
C3—C2—H2A	119.4	H18A—C18—H18B	109.5
C1—C2—H2A	119.4	O2—C18—H18C	109.5
C2—C3—C4	120.68 (16)	H18A—C18—H18C	109.5
C2—C3—H3A	119.7	H18B—C18—H18C	109.5
C4—C3—H3A	119.7	O1—C19—H19A	109.5
O1—C4—C3	115.40 (15)	O1—C19—H19B	109.5
O1—C4—C5	125.18 (15)	H19A—C19—H19B	109.5
C3—C4—C5	119.41 (15)	O1—C19—H19C	109.5
C4—C5—C6	119.23 (14)	H19A—C19—H19C	109.5
C4—C5—H5A	120.4	H19B—C19—H19C	109.5
C15—P1—C1—C6	−158.86 (12)	C1—P1—C15—C16	106.83 (14)
C7—P1—C1—C6	−54.93 (14)	C7—P1—C15—C14	174.94 (13)
C15—P1—C1—C2	32.47 (15)	C1—P1—C15—C14	−78.80 (14)
C7—P1—C1—C2	136.39 (14)	C7—P1—C15—Fe1	89.69 (10)
C6—C1—C2—C3	−0.8 (3)	C1—P1—C15—Fe1	−164.05 (9)
P1—C1—C2—C3	168.20 (15)	C14—Fe1—C15—C16	−118.64 (13)
C1—C2—C3—C4	−0.3 (3)	C14i—Fe1—C15—C16	171.34 (10)
C19—O1—C4—C3	−178.81 (19)	C13i—Fe1—C15—C16	130.58 (10)
C19—O1—C4—C5	2.0 (3)	C13—Fe1—C15—C16	−80.81 (10)
C2—C3—C4—O1	−177.80 (17)	C15i—Fe1—C15—C16	−157.63 (9)
C2—C3—C4—C5	1.4 (3)	C17—Fe1—C15—C16	−37.27 (10)
O1—C4—C5—C6	177.74 (15)	C17i—Fe1—C15—C16	88.20 (11)
C3—C4—C5—C6	−1.4 (2)	C16i—Fe1—C15—C16	55.0 (2)
C2—C1—C6—C5	0.8 (2)	C14i—Fe1—C15—C14	−70.02 (15)
P1—C1—C6—C5	−168.32 (12)	C13i—Fe1—C15—C14	−110.77 (10)
C4—C5—C6—C1	0.3 (2)	C13—Fe1—C15—C14	37.84 (10)
C15—P1—C7—C12	77.75 (14)	C15i—Fe1—C15—C14	−38.99 (9)
C1—P1—C7—C12	−27.83 (15)	C17—Fe1—C15—C14	81.37 (11)
C15—P1—C7—C8	−99.24 (12)	C17i—Fe1—C15—C14	−153.16 (10)
C1—P1—C7—C8	155.18 (12)	C16i—Fe1—C15—C14	173.61 (13)
C12—C7—C8—C9	−1.7 (2)	C16—Fe1—C15—C14	118.64 (13)
P1—C7—C8—C9	175.54 (12)	C14—Fe1—C15—P1	118.25 (14)
C7—C8—C9—C10	0.9 (2)	C14i—Fe1—C15—P1	48.23 (13)
C18—O2—C10—C11	−0.6 (2)	C13i—Fe1—C15—P1	7.48 (12)
C18—O2—C10—C9	179.14 (15)	C13—Fe1—C15—P1	156.09 (12)
C8—C9—C10—O2	−178.84 (14)	C15i—Fe1—C15—P1	79.27 (9)
C8—C9—C10—C11	0.9 (2)	C17—Fe1—C15—P1	−160.38 (12)
O2—C10—C11—C12	177.88 (14)	C17i—Fe1—C15—P1	−34.91 (12)
C9—C10—C11—C12	−1.9 (2)	C16i—Fe1—C15—P1	−68.14 (18)
C10—C11—C12—C7	1.1 (2)	C16—Fe1—C15—P1	−123.11 (14)
C8—C7—C12—C11	0.7 (2)	C14—C15—C16—C17	0.31 (18)
P1—C7—C12—C11	−176.27 (12)	P1—C15—C16—C17	175.46 (12)
C14—Fe1—C13—C17	119.74 (14)	Fe1—C15—C16—C17	58.97 (11)
C14i—Fe1—C13—C17	−157.13 (9)	C14—C15—C16—Fe1	−58.66 (10)
C13i—Fe1—C13—C17	169.20 (10)	P1—C15—C16—Fe1	116.49 (12)
C15—Fe1—C13—C17	81.54 (10)	C14—Fe1—C16—C17	−81.42 (11)
C15i—Fe1—C13—C17	−113.69 (10)	C14i—Fe1—C16—C17	−149.5 (3)
C17i—Fe1—C13—C17	−45.9 (4)	C13i—Fe1—C16—C17	171.18 (11)
C16i—Fe1—C13—C17	−73.95 (12)	C13—Fe1—C16—C17	−37.41 (11)
C16—Fe1—C13—C17	37.49 (10)	C15—Fe1—C16—C17	−119.76 (14)
C14i—Fe1—C13—C14	83.13 (13)	C15i—Fe1—C16—C17	47.99 (19)
C13i—Fe1—C13—C14	49.46 (9)	C17i—Fe1—C16—C17	129.68 (13)
C15—Fe1—C13—C14	−38.20 (9)	C16i—Fe1—C16—C17	86.11 (10)
C15i—Fe1—C13—C14	126.58 (10)	C14—Fe1—C16—C15	38.34 (9)
C17—Fe1—C13—C14	−119.74 (14)	C14i—Fe1—C16—C15	−29.7 (3)
C17i—Fe1—C13—C14	−165.6 (3)	C13i—Fe1—C16—C15	−69.06 (12)
C16i—Fe1—C13—C14	166.31 (10)	C13—Fe1—C16—C15	82.34 (10)
C16—Fe1—C13—C14	−82.24 (10)	C15i—Fe1—C16—C15	167.75 (9)
C17—C13—C14—C15	1.07 (18)	C17—Fe1—C16—C15	119.76 (14)
Fe1—C13—C14—C15	60.23 (10)	C17i—Fe1—C16—C15	−110.57 (10)
C17—C13—C14—Fe1	−59.16 (11)	C16i—Fe1—C16—C15	−154.14 (10)
C14i—Fe1—C14—C13	−112.69 (11)	C14—C13—C17—C16	−0.88 (19)
C13i—Fe1—C14—C13	−154.99 (10)	Fe1—C13—C17—C16	−59.33 (11)
C15—Fe1—C14—C13	118.92 (14)	C14—C13—C17—Fe1	58.45 (11)
C15i—Fe1—C14—C13	−72.72 (12)	C15—C16—C17—C13	0.34 (19)
C17—Fe1—C14—C13	37.24 (10)	Fe1—C16—C17—C13	59.15 (11)
C17i—Fe1—C14—C13	173.79 (14)	C15—C16—C17—Fe1	−58.81 (11)
C16i—Fe1—C14—C13	−48.9 (3)	C14—Fe1—C17—C13	−37.56 (10)
C16—Fe1—C14—C13	80.90 (11)	C14i—Fe1—C17—C13	45.70 (18)
C14i—Fe1—C14—C15	128.39 (10)	C13i—Fe1—C17—C13	−153.8 (3)
C13i—Fe1—C14—C15	86.09 (11)	C15—Fe1—C17—C13	−81.98 (10)
C13—Fe1—C14—C15	−118.92 (14)	C15i—Fe1—C17—C13	83.40 (11)
C15i—Fe1—C14—C15	168.36 (7)	C17i—Fe1—C17—C13	168.49 (10)
C17—Fe1—C14—C15	−81.68 (10)	C16i—Fe1—C17—C13	127.43 (10)
C17i—Fe1—C14—C15	54.88 (18)	C16—Fe1—C17—C13	−119.54 (14)
C16i—Fe1—C14—C15	−167.8 (3)	C14—Fe1—C17—C16	81.98 (11)
C16—Fe1—C14—C15	−38.02 (9)	C14i—Fe1—C17—C16	165.24 (13)
C13—C14—C15—C16	−0.85 (17)	C13i—Fe1—C17—C16	−34.3 (4)
Fe1—C14—C15—C16	59.44 (10)	C13—Fe1—C17—C16	119.54 (14)
C13—C14—C15—P1	−176.22 (11)	C15—Fe1—C17—C16	37.56 (10)
Fe1—C14—C15—P1	−115.93 (11)	C15i—Fe1—C17—C16	−157.06 (10)
C13—C14—C15—Fe1	−60.29 (11)	C17i—Fe1—C17—C16	−71.97 (10)
C7—P1—C15—C16	0.58 (15)	C16i—Fe1—C17—C16	−113.03 (12)