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Acta Crystallographica Section E: Structure Reports Online logoLink to Acta Crystallographica Section E: Structure Reports Online
. 2011 Feb 12;67(Pt 3):m332. doi: 10.1107/S1600536811004673

Dinitro­sylbis[tris­(4-fluoro­phen­yl)phosphane]iron chloro­form monosolvate

Myron W Jones a,*, Douglas R Powell a, George B Richter-Addo a
PMCID: PMC3051982  PMID: 21522263

Abstract

The title compound, [Fe(NO)2(C18H12F3P)2]·CHCl3, belongs to the family of metal dinitrosyl compounds with the general formula Fe(NO)2(L)x, referred to collectively as ‘dinitrosyl iron compounds’ (DNICs). Herein we report the structure of a dinitrosyl iron diphosphane complex, (Fe(NO)2 L 2, with L = P(C6H4-p-F)3. The structure includes one metal complex mol­ecule and one chloro­form solvent mol­ecule. The iron atom is tetra­hedrally coordinated with two phosphane ligands and with two NO groups with Fe—N—O angles of 178.1 (2) and 177.0 (2)°.

Related literature

The starting compound, Fe(NO)2(CO)2, was prepared using a published method described by Eisch & King (1965 ▶). For the structures of some related dinitrosyl complexes, see: Li et al. (2003 ▶); Atkinson et al. (1996 ▶); Li Kam Wah et al. (1989 ▶); Albano et al. (1974 ▶). For general information on metal nitrosyl chemistry, see: Richter-Addo & Legzdins (1992 ▶).graphic file with name e-67-0m332-scheme1.jpg

Experimental

Crystal data

  • [Fe(NO)2(C18H12F3P)2]·CHCl3

  • M r = 867.73

  • Monoclinic, Inline graphic

  • a = 13.994 (5) Å

  • b = 15.746 (6) Å

  • c = 16.716 (6) Å

  • β = 97.651 (8)°

  • V = 3651 (2) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 0.79 mm−1

  • T = 100 K

  • 0.44 × 0.22 × 0.04 mm

Data collection

  • Bruker APEX CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 2001 ▶) T min = 0.721, T max = 0.972

  • 22634 measured reflections

  • 6325 independent reflections

  • 5006 reflections with I > 2σ(I)

  • R int = 0.056

Refinement

  • R[F 2 > 2σ(F 2)] = 0.042

  • wR(F 2) = 0.115

  • S = 1.02

  • 6325 reflections

  • 478 parameters

  • H-atom parameters constrained

  • Δρmax = 1.24 e Å−3

  • Δρmin = −0.46 e Å−3

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

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811004673/fk2035sup1.cif

e-67-0m332-sup1.cif (28.3KB, cif)

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811004673/fk2035Isup2.hkl

e-67-0m332-Isup2.hkl (309.6KB, hkl)

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

Acknowledgments

We are grateful to the US Department of Education (GAANN Fellowship to MWJ; P200A030196), and the National Science Foundation (CHE-0076640 and CHE-0911537) for funding this work. The authors thank the National Science Foundation (CHE-0130835) and the University of Oklahoma for funds to acquire the diffractometer and computers used in this work.

supplementary crystallographic information

Comment

The molecular structure of the title compound is shown in Fig. 1. The structure includes one metal complex molecule and one chloroform solvent molecule. The metal complex molecule possesses a distorted tetrahedral geometry around the iron center. The iron is bound to two nitrosyl groups via the nitrogen atoms and to two phosphine ligands via the phorphorus atoms. The Fe(NO)2 moiety exhibits an attracto conformation where the bond angle O···Fe···O < N—Fe—N (Richter-Addo & Legzdins, 1992). The N—Fe—N bond angle is 127.02 (11)° and the interphosphine bond angle, P—Fe—P, is 108.27 (4)°. The Fe—N—O bond angles are 178.1 (2)° and 177.0 (2)°.

Experimental

A light yellow toluene solution (5 ml) of P(C6H4-p-F)3 (127 mg, 0.40 mmol) was charged with Fe(NO)2(CO)2 (21 µL, 0.19 mmol) (Eisch & King, 1965). The light red/orange solution was heated and stirred under nitrogen for 3.25 h after which time the infrared spectrum was consistent with the presence of the product and no trace of Fe(NO)2(CO)2 (νCO = 2090 cm-1 and 2040 cm-1) was observed. The reaction mixture was filtered through celite under N2 and the solvent was subsequently removed under vacuum. Isolated yield of the Fe(NO)2L2 compound: 23%. IR (toluene, cm-1): νNO = 1720 s and 1682 s; 31P{1H} NMR (CDCl3): δ 59.3 (s) referenced to 85% H3PO4. Suitable crystals for X-ray diffraction studies were grown by slow evaporation of a chloroform solution of the complex under nitrogen at ambient temperature.

Refinement

H atoms were placed using known geometry with C—H (phenyl = 0.95 Å, methylene = 1.00 Å). Displacement parameters of phenyl H atoms were set to 1.2 times the isotropic equivalent for the bonded C.

Figures

Fig. 1.

Fig. 1.

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The molecular structure of the title compound. Hydrogen atoms were omitted for clarity. The displacement ellipsoids were drawn at the 50% probability level.

Crystal data

[Fe(NO)2(C18H12F3P)2]·CHCl3 F(000) = 1752
Mr = 867.73 Dx = 1.579 Mg m−3
Monoclinic, P21/c Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc Cell parameters from 5630 reflections
a = 13.994 (5) Å θ = 2.4–25.7°
b = 15.746 (6) Å µ = 0.79 mm−1
c = 16.716 (6) Å T = 100 K
β = 97.651 (8)° Prism, red
V = 3651 (2) Å3 0.44 × 0.22 × 0.04 mm
Z = 4
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Data collection

Bruker APEX CCD diffractometer 6325 independent reflections
Radiation source: fine-focus sealed tube 5006 reflections with I > 2σ(I)
graphite Rint = 0.056
ω scans θmax = 25.0°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 2001) h = −16→16
Tmin = 0.721, Tmax = 0.972 k = −18→18
22634 measured reflections l = −19→19
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Refinement

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)] = 0.042 Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.115 H-atom parameters constrained
S = 1.02 w = 1/[σ2(Fo2) + (0.074P)2] where P = (Fo2 + 2Fc2)/3
6325 reflections (Δ/σ)max = 0.001
478 parameters Δρmax = 1.24 e Å−3
0 restraints Δρmin = −0.46 e Å−3
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Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

x y z Uiso*/Ueq
Fe1 0.37827 (3) 0.78849 (2) 0.33064 (2) 0.01773 (13)
P1 0.47836 (5) 0.73871 (4) 0.24750 (4) 0.01786 (18)
P2 0.22602 (5) 0.76296 (4) 0.27435 (4) 0.01742 (18)
F1 0.64936 (13) 0.98173 (11) 0.03475 (10) 0.0316 (4)
F2 0.83075 (13) 0.62487 (11) 0.45867 (11) 0.0377 (5)
F3 0.34188 (16) 0.44281 (11) 0.04389 (11) 0.0474 (6)
F4 0.08751 (14) 0.94290 (11) −0.03130 (9) 0.0358 (5)
F5 0.11645 (14) 0.40322 (10) 0.20664 (11) 0.0380 (5)
F6 −0.03371 (12) 0.88266 (11) 0.50522 (10) 0.0325 (4)
O1 0.39333 (16) 0.96864 (13) 0.34007 (12) 0.0307 (5)
O2 0.41657 (17) 0.67401 (13) 0.46305 (13) 0.0366 (6)
N1 0.38753 (17) 0.89340 (15) 0.33402 (13) 0.0213 (5)
N2 0.39889 (17) 0.72178 (14) 0.40736 (14) 0.0228 (5)
C1 0.5291 (2) 0.81458 (17) 0.18170 (16) 0.0185 (6)
C2 0.4853 (2) 0.89178 (16) 0.16116 (16) 0.0194 (6)
H2 0.4273 0.9063 0.1818 0.023*
C3 0.5248 (2) 0.94872 (17) 0.11063 (17) 0.0223 (6)
H3 0.4943 1.0014 0.0961 0.027*
C4 0.6085 (2) 0.92645 (18) 0.08276 (16) 0.0227 (6)
C5 0.6549 (2) 0.85066 (18) 0.10161 (17) 0.0246 (7)
H5 0.7132 0.8373 0.0811 0.030*
C6 0.6146 (2) 0.79450 (18) 0.15110 (17) 0.0236 (7)
H6 0.6453 0.7416 0.1645 0.028*
C7 0.5880 (2) 0.69932 (17) 0.30903 (16) 0.0195 (6)
C8 0.6333 (2) 0.75458 (18) 0.36730 (17) 0.0244 (7)
H8 0.6068 0.8094 0.3733 0.029*
C9 0.7164 (2) 0.73055 (19) 0.41664 (18) 0.0273 (7)
H9 0.7489 0.7689 0.4549 0.033*
C10 0.7504 (2) 0.64994 (19) 0.40848 (17) 0.0258 (7)
C11 0.7081 (2) 0.59301 (18) 0.35257 (18) 0.0250 (7)
H11 0.7341 0.5377 0.3486 0.030*
C12 0.6262 (2) 0.61843 (18) 0.30184 (17) 0.0227 (6)
H12 0.5962 0.5804 0.2621 0.027*
C13 0.4398 (2) 0.64918 (17) 0.18126 (16) 0.0200 (6)
C14 0.4392 (2) 0.65064 (19) 0.09849 (17) 0.0295 (7)
H14 0.4615 0.6996 0.0735 0.035*
C15 0.4061 (3) 0.5809 (2) 0.05134 (19) 0.0380 (8)
H15 0.4056 0.5816 −0.0055 0.046*
C16 0.3742 (2) 0.51132 (18) 0.08944 (19) 0.0317 (8)
C17 0.3733 (2) 0.50733 (17) 0.17158 (17) 0.0233 (6)
H17 0.3514 0.4579 0.1962 0.028*
C18 0.4053 (2) 0.57763 (17) 0.21709 (17) 0.0218 (6)
H18 0.4037 0.5771 0.2737 0.026*
C19 0.1808 (2) 0.82030 (16) 0.18227 (16) 0.0197 (6)
C20 0.0885 (2) 0.85538 (18) 0.16838 (17) 0.0243 (7)
H20 0.0467 0.8507 0.2085 0.029*
C21 0.0571 (2) 0.89696 (19) 0.09674 (18) 0.0291 (7)
H21 −0.0056 0.9212 0.0874 0.035*
C22 0.1186 (2) 0.90232 (18) 0.03967 (16) 0.0251 (7)
C23 0.2093 (2) 0.86878 (18) 0.04979 (17) 0.0267 (7)
H23 0.2501 0.8738 0.0089 0.032*
C24 0.2401 (2) 0.82711 (18) 0.12187 (17) 0.0233 (6)
H24 0.3028 0.8028 0.1302 0.028*
C25 0.19084 (19) 0.65336 (17) 0.25032 (16) 0.0191 (6)
C26 0.1510 (2) 0.62711 (17) 0.17335 (16) 0.0208 (6)
H26 0.1403 0.6675 0.1309 0.025*
C27 0.1267 (2) 0.54248 (18) 0.15809 (17) 0.0253 (7)
H27 0.1007 0.5243 0.1055 0.030*
C28 0.1411 (2) 0.48607 (18) 0.22068 (18) 0.0265 (7)
C29 0.1803 (2) 0.50879 (18) 0.29794 (18) 0.0249 (7)
H29 0.1890 0.4680 0.3402 0.030*
C30 0.2062 (2) 0.59248 (17) 0.31186 (17) 0.0206 (6)
H30 0.2350 0.6092 0.3642 0.025*
C31 0.1431 (2) 0.79517 (17) 0.34546 (16) 0.0188 (6)
C32 0.0698 (2) 0.74415 (18) 0.36738 (17) 0.0226 (6)
H32 0.0600 0.6890 0.3447 0.027*
C33 0.0109 (2) 0.77292 (18) 0.42185 (17) 0.0234 (6)
H33 −0.0388 0.7380 0.4374 0.028*
C34 0.0260 (2) 0.85280 (19) 0.45277 (17) 0.0240 (7)
C35 0.0971 (2) 0.90590 (18) 0.43289 (17) 0.0253 (7)
H35 0.1051 0.9613 0.4553 0.030*
C36 0.1564 (2) 0.87624 (18) 0.37938 (17) 0.0237 (6)
H36 0.2069 0.9113 0.3654 0.028*
Cl1S 0.22226 (6) 0.10408 (5) 0.38685 (5) 0.0335 (2)
Cl2S 0.13359 (6) 0.23683 (5) 0.28321 (6) 0.0417 (2)
Cl3S 0.08805 (6) 0.06170 (5) 0.24465 (5) 0.0344 (2)
C1S 0.1178 (2) 0.13555 (19) 0.32295 (19) 0.0297 (7)
H1S 0.0631 0.1383 0.3557 0.036*
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Atomic displacement parameters (Å2)

U11 U22 U33 U12 U13 U23
Fe1 0.0201 (2) 0.0199 (2) 0.0119 (2) 0.00032 (16) −0.00246 (16) −0.00012 (15)
P1 0.0197 (4) 0.0194 (4) 0.0134 (4) 0.0006 (3) −0.0022 (3) −0.0002 (3)
P2 0.0198 (4) 0.0196 (4) 0.0118 (4) 0.0009 (3) −0.0019 (3) 0.0005 (3)
F1 0.0371 (11) 0.0325 (9) 0.0249 (10) −0.0067 (8) 0.0033 (8) 0.0082 (8)
F2 0.0271 (10) 0.0443 (11) 0.0363 (11) 0.0028 (8) −0.0156 (8) 0.0083 (9)
F3 0.0810 (16) 0.0270 (10) 0.0271 (10) −0.0122 (9) −0.0192 (10) −0.0062 (8)
F4 0.0521 (12) 0.0392 (10) 0.0137 (9) 0.0141 (9) −0.0048 (8) 0.0082 (7)
F5 0.0498 (12) 0.0205 (9) 0.0384 (11) −0.0079 (8) −0.0137 (9) 0.0008 (8)
F6 0.0336 (11) 0.0411 (11) 0.0245 (10) 0.0029 (8) 0.0098 (8) −0.0061 (8)
O1 0.0412 (14) 0.0221 (11) 0.0293 (12) −0.0027 (10) 0.0064 (10) −0.0002 (9)
O2 0.0474 (15) 0.0364 (12) 0.0228 (12) −0.0005 (11) −0.0065 (10) 0.0143 (10)
N1 0.0237 (14) 0.0232 (14) 0.0162 (13) 0.0005 (10) −0.0005 (10) −0.0008 (10)
N2 0.0244 (14) 0.0237 (12) 0.0196 (14) −0.0033 (10) 0.0006 (11) −0.0007 (10)
C1 0.0223 (16) 0.0218 (14) 0.0102 (14) −0.0025 (12) −0.0025 (11) −0.0029 (11)
C2 0.0203 (15) 0.0229 (14) 0.0136 (14) 0.0015 (12) −0.0024 (11) −0.0035 (11)
C3 0.0267 (17) 0.0217 (14) 0.0161 (15) 0.0004 (12) −0.0054 (12) 0.0010 (12)
C4 0.0286 (17) 0.0266 (15) 0.0115 (14) −0.0069 (13) −0.0021 (12) −0.0006 (12)
C5 0.0241 (17) 0.0294 (16) 0.0201 (16) −0.0001 (13) 0.0020 (13) −0.0010 (13)
C6 0.0272 (17) 0.0216 (15) 0.0205 (16) 0.0044 (12) −0.0013 (13) 0.0030 (12)
C7 0.0187 (15) 0.0233 (14) 0.0153 (15) 0.0000 (12) −0.0018 (11) 0.0023 (11)
C8 0.0259 (17) 0.0263 (15) 0.0195 (16) 0.0019 (13) −0.0022 (13) −0.0006 (12)
C9 0.0263 (17) 0.0336 (17) 0.0194 (16) −0.0043 (13) −0.0070 (13) −0.0016 (13)
C10 0.0181 (16) 0.0358 (17) 0.0211 (16) 0.0007 (13) −0.0054 (12) 0.0097 (13)
C11 0.0237 (17) 0.0229 (15) 0.0281 (17) 0.0049 (13) 0.0020 (13) 0.0051 (13)
C12 0.0217 (16) 0.0264 (15) 0.0193 (16) −0.0016 (12) 0.0000 (12) −0.0011 (12)
C13 0.0199 (15) 0.0212 (14) 0.0174 (15) 0.0032 (12) −0.0026 (12) −0.0019 (11)
C14 0.043 (2) 0.0256 (16) 0.0171 (16) −0.0029 (14) −0.0052 (14) 0.0025 (12)
C15 0.064 (2) 0.0313 (17) 0.0140 (16) −0.0036 (16) −0.0114 (15) −0.0002 (13)
C16 0.045 (2) 0.0210 (15) 0.0239 (17) −0.0020 (14) −0.0135 (14) −0.0052 (13)
C17 0.0229 (16) 0.0211 (14) 0.0239 (17) 0.0002 (12) −0.0042 (12) 0.0035 (12)
C18 0.0208 (16) 0.0256 (15) 0.0175 (15) 0.0041 (12) −0.0026 (12) −0.0013 (12)
C19 0.0263 (16) 0.0170 (13) 0.0137 (14) −0.0022 (12) −0.0048 (12) 0.0010 (11)
C20 0.0246 (17) 0.0269 (15) 0.0210 (16) 0.0032 (13) 0.0009 (12) −0.0006 (12)
C21 0.0310 (18) 0.0339 (17) 0.0205 (16) 0.0123 (14) −0.0042 (13) 0.0015 (13)
C22 0.0393 (19) 0.0224 (15) 0.0114 (15) 0.0043 (13) −0.0043 (13) 0.0016 (11)
C23 0.0354 (19) 0.0306 (16) 0.0135 (15) −0.0016 (14) 0.0007 (13) 0.0020 (12)
C24 0.0221 (16) 0.0278 (15) 0.0185 (15) 0.0018 (12) −0.0023 (12) 0.0016 (12)
C25 0.0153 (15) 0.0231 (14) 0.0183 (15) 0.0001 (11) −0.0004 (11) −0.0007 (12)
C26 0.0215 (16) 0.0230 (14) 0.0165 (15) 0.0020 (12) −0.0023 (12) 0.0019 (11)
C27 0.0274 (17) 0.0265 (16) 0.0193 (16) 0.0000 (13) −0.0067 (13) −0.0031 (12)
C28 0.0259 (17) 0.0232 (15) 0.0285 (17) −0.0020 (13) −0.0032 (13) −0.0017 (13)
C29 0.0239 (17) 0.0271 (15) 0.0227 (16) 0.0003 (13) −0.0003 (13) 0.0076 (12)
C30 0.0205 (16) 0.0244 (14) 0.0153 (15) 0.0004 (12) −0.0036 (12) −0.0004 (11)
C31 0.0207 (16) 0.0233 (14) 0.0111 (14) 0.0035 (12) −0.0032 (11) 0.0008 (11)
C32 0.0224 (16) 0.0245 (15) 0.0189 (16) 0.0007 (12) −0.0047 (12) 0.0003 (12)
C33 0.0210 (16) 0.0282 (16) 0.0199 (16) −0.0009 (12) −0.0010 (12) 0.0015 (12)
C34 0.0246 (16) 0.0336 (17) 0.0136 (15) 0.0066 (13) 0.0016 (12) −0.0002 (12)
C35 0.0294 (17) 0.0239 (15) 0.0222 (16) 0.0014 (13) 0.0017 (13) −0.0039 (12)
C36 0.0263 (17) 0.0253 (15) 0.0193 (15) −0.0022 (13) 0.0019 (13) −0.0016 (12)
Cl1S 0.0312 (5) 0.0322 (4) 0.0338 (5) −0.0014 (3) −0.0086 (3) 0.0084 (3)
Cl2S 0.0412 (5) 0.0307 (4) 0.0479 (6) −0.0011 (4) −0.0140 (4) 0.0073 (4)
Cl3S 0.0350 (5) 0.0372 (4) 0.0297 (4) −0.0069 (3) −0.0005 (3) −0.0039 (3)
C1S 0.0296 (18) 0.0324 (17) 0.0253 (17) 0.0019 (14) −0.0027 (13) 0.0001 (14)
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Geometric parameters (Å, °)

Fe1—N2 1.653 (2) C14—H14 0.9500
Fe1—N1 1.657 (2) C15—C16 1.371 (4)
Fe1—P1 2.2420 (10) C15—H15 0.9500
Fe1—P2 2.2478 (11) C16—C17 1.376 (4)
P1—C13 1.829 (3) C17—C18 1.383 (4)
P1—C1 1.830 (3) C17—H17 0.9500
P1—C7 1.837 (3) C18—H18 0.9500
P2—C19 1.824 (3) C19—C24 1.394 (4)
P2—C25 1.825 (3) C19—C20 1.396 (4)
P2—C31 1.840 (3) C20—C21 1.384 (4)
F1—C4 1.361 (3) C20—H20 0.9500
F2—C10 1.369 (3) C21—C22 1.370 (4)
F3—C16 1.363 (3) C21—H21 0.9500
F4—C22 1.367 (3) C22—C23 1.365 (4)
F5—C28 1.362 (3) C23—C24 1.389 (4)
F6—C34 1.372 (3) C23—H23 0.9500
O1—N1 1.191 (3) C24—H24 0.9500
O2—N2 1.197 (3) C25—C26 1.395 (4)
C1—C2 1.384 (4) C25—C30 1.402 (4)
C1—C6 1.399 (4) C26—C27 1.390 (4)
C2—C3 1.396 (4) C26—H26 0.9500
C2—H2 0.9500 C27—C28 1.367 (4)
C3—C4 1.362 (4) C27—H27 0.9500
C3—H3 0.9500 C28—C29 1.381 (4)
C4—C5 1.375 (4) C29—C30 1.378 (4)
C5—C6 1.381 (4) C29—H29 0.9500
C5—H5 0.9500 C30—H30 0.9500
C6—H6 0.9500 C31—C32 1.390 (4)
C7—C12 1.393 (4) C31—C36 1.399 (4)
C7—C8 1.394 (4) C32—C33 1.383 (4)
C8—C9 1.387 (4) C32—H32 0.9500
C8—H8 0.9500 C33—C34 1.366 (4)
C9—C10 1.369 (4) C33—H33 0.9500
C9—H9 0.9500 C34—C35 1.374 (4)
C10—C11 1.371 (4) C35—C36 1.380 (4)
C11—C12 1.391 (4) C35—H35 0.9500
C11—H11 0.9500 C36—H36 0.9500
C12—H12 0.9500 Cl1S—C1S 1.763 (3)
C13—C14 1.383 (4) Cl2S—C1S 1.753 (3)
C13—C18 1.392 (4) Cl3S—C1S 1.759 (3)
C14—C15 1.395 (4) C1S—H1S 1.0000
N2—Fe1—N1 127.02 (11) C15—C16—C17 123.1 (3)
N2—Fe1—P1 101.53 (9) C16—C17—C18 117.8 (3)
N1—Fe1—P1 108.49 (8) C16—C17—H17 121.1
N2—Fe1—P2 105.60 (9) C18—C17—H17 121.1
N1—Fe1—P2 104.96 (9) C17—C18—C13 121.1 (3)
P1—Fe1—P2 108.27 (4) C17—C18—H18 119.5
C13—P1—C1 104.24 (13) C13—C18—H18 119.5
C13—P1—C7 103.62 (13) C24—C19—C20 118.5 (3)
C1—P1—C7 101.25 (13) C24—C19—P2 118.4 (2)
C13—P1—Fe1 119.13 (10) C20—C19—P2 123.1 (2)
C1—P1—Fe1 117.95 (9) C21—C20—C19 120.7 (3)
C7—P1—Fe1 108.36 (9) C21—C20—H20 119.6
C19—P2—C25 103.27 (12) C19—C20—H20 119.6
C19—P2—C31 103.37 (13) C22—C21—C20 118.4 (3)
C25—P2—C31 103.19 (12) C22—C21—H21 120.8
C19—P2—Fe1 117.89 (10) C20—C21—H21 120.8
C25—P2—Fe1 118.31 (9) C23—C22—F4 118.2 (3)
C31—P2—Fe1 108.92 (9) C23—C22—C21 123.4 (3)
O1—N1—Fe1 177.0 (2) F4—C22—C21 118.4 (3)
O2—N2—Fe1 178.1 (2) C22—C23—C24 117.8 (3)
C2—C1—C6 118.7 (3) C22—C23—H23 121.1
C2—C1—P1 121.9 (2) C24—C23—H23 121.1
C6—C1—P1 119.4 (2) C23—C24—C19 121.2 (3)
C1—C2—C3 121.1 (3) C23—C24—H24 119.4
C1—C2—H2 119.5 C19—C24—H24 119.4
C3—C2—H2 119.5 C26—C25—C30 118.5 (3)
C4—C3—C2 118.0 (3) C26—C25—P2 123.1 (2)
C4—C3—H3 121.0 C30—C25—P2 118.4 (2)
C2—C3—H3 121.0 C27—C26—C25 120.7 (3)
F1—C4—C3 119.0 (3) C27—C26—H26 119.6
F1—C4—C5 117.9 (3) C25—C26—H26 119.6
C3—C4—C5 123.1 (3) C28—C27—C26 118.3 (3)
C4—C5—C6 118.3 (3) C28—C27—H27 120.8
C4—C5—H5 120.8 C26—C27—H27 120.8
C6—C5—H5 120.8 F5—C28—C27 118.8 (3)
C5—C6—C1 120.8 (3) F5—C28—C29 118.0 (3)
C5—C6—H6 119.6 C27—C28—C29 123.2 (3)
C1—C6—H6 119.6 C30—C29—C28 117.9 (3)
C12—C7—C8 119.1 (3) C30—C29—H29 121.0
C12—C7—P1 124.2 (2) C28—C29—H29 121.0
C8—C7—P1 116.6 (2) C29—C30—C25 121.3 (3)
C9—C8—C7 120.9 (3) C29—C30—H30 119.4
C9—C8—H8 119.6 C25—C30—H30 119.4
C7—C8—H8 119.6 C32—C31—C36 118.9 (3)
C10—C9—C8 118.0 (3) C32—C31—P2 124.2 (2)
C10—C9—H9 121.0 C36—C31—P2 116.9 (2)
C8—C9—H9 121.0 C33—C32—C31 120.6 (3)
F2—C10—C9 118.3 (3) C33—C32—H32 119.7
F2—C10—C11 118.3 (3) C31—C32—H32 119.7
C9—C10—C11 123.4 (3) C34—C33—C32 118.4 (3)
C10—C11—C12 118.2 (3) C34—C33—H33 120.8
C10—C11—H11 120.9 C32—C33—H33 120.8
C12—C11—H11 120.9 C33—C34—F6 118.7 (3)
C11—C12—C7 120.4 (3) C33—C34—C35 123.3 (3)
C11—C12—H12 119.8 F6—C34—C35 117.9 (3)
C7—C12—H12 119.8 C34—C35—C36 117.9 (3)
C14—C13—C18 119.2 (3) C34—C35—H35 121.0
C14—C13—P1 123.7 (2) C36—C35—H35 121.0
C18—C13—P1 117.0 (2) C35—C36—C31 120.8 (3)
C13—C14—C15 120.6 (3) C35—C36—H36 119.6
C13—C14—H14 119.7 C31—C36—H36 119.6
C15—C14—H14 119.7 Cl2S—C1S—Cl3S 110.41 (17)
C16—C15—C14 118.1 (3) Cl2S—C1S—Cl1S 110.44 (17)
C16—C15—H15 121.0 Cl3S—C1S—Cl1S 111.10 (17)
C14—C15—H15 121.0 Cl2S—C1S—H1S 108.3
F3—C16—C15 118.5 (3) Cl3S—C1S—H1S 108.3
F3—C16—C17 118.3 (3) Cl1S—C1S—H1S 108.3
N2—Fe1—P1—C13 82.58 (13) P1—C13—C14—C15 −178.0 (3)
N1—Fe1—P1—C13 −141.68 (13) C13—C14—C15—C16 0.1 (5)
P2—Fe1—P1—C13 −28.29 (11) C14—C15—C16—F3 −179.9 (3)
N2—Fe1—P1—C1 −149.51 (13) C14—C15—C16—C17 0.2 (5)
N1—Fe1—P1—C1 −13.77 (13) F3—C16—C17—C18 −179.3 (3)
P2—Fe1—P1—C1 99.61 (10) C15—C16—C17—C18 0.7 (5)
N2—Fe1—P1—C7 −35.38 (12) C16—C17—C18—C13 −1.7 (4)
N1—Fe1—P1—C7 100.36 (13) C14—C13—C18—C17 2.0 (4)
P2—Fe1—P1—C7 −146.25 (10) P1—C13—C18—C17 179.1 (2)
N2—Fe1—P2—C19 −175.56 (13) C25—P2—C19—C24 −88.2 (2)
N1—Fe1—P2—C19 48.24 (13) C31—P2—C19—C24 164.5 (2)
P1—Fe1—P2—C19 −67.47 (11) Fe1—P2—C19—C24 44.3 (2)
N2—Fe1—P2—C25 −50.12 (13) C25—P2—C19—C20 89.7 (2)
N1—Fe1—P2—C25 173.69 (13) C31—P2—C19—C20 −17.6 (3)
P1—Fe1—P2—C25 57.98 (11) Fe1—P2—C19—C20 −137.8 (2)
N2—Fe1—P2—C31 67.18 (13) C24—C19—C20—C21 −0.9 (4)
N1—Fe1—P2—C31 −69.01 (12) P2—C19—C20—C21 −178.8 (2)
P1—Fe1—P2—C31 175.28 (9) C19—C20—C21—C22 0.4 (4)
C13—P1—C1—C2 112.3 (2) C20—C21—C22—C23 0.0 (5)
C7—P1—C1—C2 −140.4 (2) C20—C21—C22—F4 179.6 (3)
Fe1—P1—C1—C2 −22.4 (3) F4—C22—C23—C24 −179.5 (2)
C13—P1—C1—C6 −67.8 (2) C21—C22—C23—C24 0.1 (5)
C7—P1—C1—C6 39.5 (2) C22—C23—C24—C19 −0.5 (4)
Fe1—P1—C1—C6 157.51 (19) C20—C19—C24—C23 0.9 (4)
C6—C1—C2—C3 0.3 (4) P2—C19—C24—C23 179.0 (2)
P1—C1—C2—C3 −179.7 (2) C19—P2—C25—C26 7.5 (3)
C1—C2—C3—C4 −0.7 (4) C31—P2—C25—C26 114.9 (2)
C2—C3—C4—F1 −178.7 (2) Fe1—P2—C25—C26 −124.8 (2)
C2—C3—C4—C5 0.5 (4) C19—P2—C25—C30 −173.6 (2)
F1—C4—C5—C6 179.2 (2) C31—P2—C25—C30 −66.2 (2)
C3—C4—C5—C6 0.1 (4) Fe1—P2—C25—C30 54.1 (2)
C4—C5—C6—C1 −0.4 (4) C30—C25—C26—C27 0.2 (4)
C2—C1—C6—C5 0.2 (4) P2—C25—C26—C27 179.1 (2)
P1—C1—C6—C5 −179.7 (2) C25—C26—C27—C28 1.2 (4)
C13—P1—C7—C12 −0.2 (3) C26—C27—C28—F5 179.2 (3)
C1—P1—C7—C12 −108.0 (3) C26—C27—C28—C29 −1.2 (5)
Fe1—P1—C7—C12 127.2 (2) F5—C28—C29—C30 179.3 (3)
C13—P1—C7—C8 −178.8 (2) C27—C28—C29—C30 −0.3 (5)
C1—P1—C7—C8 73.3 (2) C28—C29—C30—C25 1.8 (4)
Fe1—P1—C7—C8 −51.4 (2) C26—C25—C30—C29 −1.8 (4)
C12—C7—C8—C9 1.3 (4) P2—C25—C30—C29 179.3 (2)
P1—C7—C8—C9 −180.0 (2) C19—P2—C31—C32 103.9 (2)
C7—C8—C9—C10 −2.5 (4) C25—P2—C31—C32 −3.4 (3)
C8—C9—C10—F2 −178.0 (3) Fe1—P2—C31—C32 −130.0 (2)
C8—C9—C10—C11 2.1 (5) C19—P2—C31—C36 −76.6 (2)
F2—C10—C11—C12 179.7 (2) C25—P2—C31—C36 176.1 (2)
C9—C10—C11—C12 −0.4 (5) Fe1—P2—C31—C36 49.6 (2)
C10—C11—C12—C7 −0.9 (4) C36—C31—C32—C33 0.0 (4)
C8—C7—C12—C11 0.4 (4) P2—C31—C32—C33 179.5 (2)
P1—C7—C12—C11 −178.2 (2) C31—C32—C33—C34 0.7 (4)
C1—P1—C13—C14 −8.4 (3) C32—C33—C34—F6 178.3 (2)
C7—P1—C13—C14 −114.0 (3) C32—C33—C34—C35 −0.4 (4)
Fe1—P1—C13—C14 125.6 (2) C33—C34—C35—C36 −0.5 (4)
C1—P1—C13—C18 174.7 (2) F6—C34—C35—C36 −179.3 (2)
C7—P1—C13—C18 69.1 (2) C34—C35—C36—C31 1.2 (4)
Fe1—P1—C13—C18 −51.3 (2) C32—C31—C36—C35 −0.9 (4)
C18—C13—C14—C15 −1.2 (5) P2—C31—C36—C35 179.5 (2)
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Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: FK2035).

References

  1. Albano, V. G., Araneo, A., Bellon, P. L., Ciani, G. & Manassero, M. (1974). J. Organomet. Chem. 67, 413–422.
  2. Atkinson, F. L., Blackwell, H. E., Brown, N. C., Connelly, N. G., Crossley, J. G., Orpen, A. G., Rieger, A. L. & Rieger, P. H. (1996). J. Chem. Soc. Dalton Trans. pp. 3491–3502.
  3. Bruker (2007). SMART and SAINT Bruker AXS Inc., Madison, Wisconsin, USA.
  4. Eisch, J. J. & King, R. B. (1965). Metal Nitrosyl Derivatives, in Organometallic Syntheses New York: Academic Press.
  5. Li, L., Reginato, N., Urschey, M., Stradiotto, M. & Liarakos, J. D. (2003). Can. J. Chem. 82, 468–475.
  6. Li Kam Wah, H., Postel, M. & Pierrot, M. (1989). Inorg. Chim. Acta, 165, 215–220.
  7. Richter-Addo, G. B. & Legzdins, P. (1992). In Metal Nitrosyls. New York: Oxford University Press Inc.
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  9. Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [DOI] [PubMed]

Associated Data

This section collects any data citations, data availability statements, or supplementary materials included in this article.

Supplementary Materials

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811004673/fk2035sup1.cif

e-67-0m332-sup1.cif (28.3KB, cif)

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811004673/fk2035Isup2.hkl

e-67-0m332-Isup2.hkl (309.6KB, hkl)

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

Articles from Acta Crystallographica Section E: Structure Reports Online are provided here courtesy of International Union of Crystallography

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