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Acta Crystallographica Section E: Structure Reports Online logoLink to Acta Crystallographica Section E: Structure Reports Online
. 2011 Jan 22;67(Pt 2):m247. doi: 10.1107/S1600536811001693

Dinitro­sylbis[tris­(4-chloro­phen­yl)phosphane]iron

Myron W Jones a,*, Douglas R Powell a, George B Richter-Addo a
PMCID: PMC3051485  PMID: 21522902

Abstract

The title dinitrosyl iron diphosphane complex, [Fe(NO)2(C18H12Cl3P)2] or Fe(NO)2 L 2 [L = P(C6H4-p-Cl)3] 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). The iron atom is tetra­hedrally coordinated by two phosphane ligands and two NO groups with Fe—N—O bond angles of 178.76 (15) and 177.67 (14)°.

Related literature

For the preparation of the starting compound, Fe(NO)2(CO)2, see: 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-67-0m247-scheme1.jpg

Experimental

Crystal data

  • [Fe(NO)2(C18H12Cl3P)2]

  • M r = 847.06

  • Monoclinic, Inline graphic

  • a = 10.340 (3) Å

  • b = 35.025 (10) Å

  • c = 10.589 (3) Å

  • β = 108.399 (8)°

  • V = 3638.9 (18) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 0.98 mm−1

  • T = 100 K

  • 0.38 × 0.19 × 0.04 mm

Data collection

  • Bruker APEX CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 2001 ▶) T min = 0.702, T max = 0.966

  • 24943 measured reflections

  • 7073 independent reflections

  • 6527 reflections with I > 2σ(I)

  • R int = 0.023

Refinement

  • R[F 2 > 2σ(F 2)] = 0.028

  • wR(F 2) = 0.072

  • S = 1.00

  • 7073 reflections

  • 442 parameters

  • H-atom parameters constrained

  • Δρmax = 0.39 e Å−3

  • Δρmin = −0.21 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/S1600536811001693/hg2779sup1.cif

e-67-0m247-sup1.cif (27.5KB, cif)

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811001693/hg2779Isup2.hkl

e-67-0m247-Isup2.hkl (346.1KB, 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 & CHE-0911537) for funding this work. The authors also 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 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 phosphane ligands via the phosphorous atoms. The Fe(NO)2 group exhibits an attracto conformation where the bond angles O···Fe···O < N—Fe—N (Richter-Addo & Legzdins, 1992). The N—Fe—N bond angle is 127.78 (7)° and the interphosphane angle, P—Fe—P, is 106.80 (3)°. The Fe—N—O bond angles are 178.76 (15)° and 177.67 (14)°. For the structures of some related complexes, see: Li et al., 2003, Atkinson et al., 1996, Li Kam Wah et al., 1989, and Albano et al. 1974.

Experimental

A colorless toluene solution (4 ml) of P(C6H4-p-Cl)3 (126 mg, 0.35 mmol) was charged with Fe(NO)2(CO)2 (20 µL, 0.18 mmol) (Eisch & King, 1965). The light red solution was heated and stirred under nitrogen. After 20 min the color of the solution had changed to black/brown. The reaction was allowed to proceed for 3.5 h until the infrared spectrum indicated the absence of characteristic carbonyl stretching frequencies for Fe(NO)2(CO)2 (νCO = 2090 cm-1 and 2040 cm-1). 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: 33%. IR (toluene, cm-1): νNO = 1722 s and 1682 s. 31P{1H} NMR (CDCl3): δ 60.9 (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, methyl = 0.98 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 have been omitted for clarity. The displacement ellipsoids are drawn at the 50% probability level.

Crystal data

[Fe(NO)2(C18H12Cl3P)2] F(000) = 1712
Mr = 847.06 Dx = 1.546 Mg m−3
Monoclinic, P21/n Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn Cell parameters from 8898 reflections
a = 10.340 (3) Å θ = 3.0–26.8°
b = 35.025 (10) Å µ = 0.98 mm−1
c = 10.589 (3) Å T = 100 K
β = 108.399 (8)° Plate, red
V = 3638.9 (18) Å3 0.38 × 0.19 × 0.04 mm
Z = 4
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Data collection

Bruker APEX CCD diffractometer 7073 independent reflections
Radiation source: fine-focus sealed tube 6527 reflections with I > 2σ(I)
graphite Rint = 0.023
ω scans θmax = 26.0°, θmin = 3.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 2001) h = −11→12
Tmin = 0.702, Tmax = 0.966 k = −43→43
24943 measured reflections l = −13→13
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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)] = 0.028 Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.072 H-atom parameters constrained
S = 1.00 w = 1/[σ2(Fo2) + (0.038P)2 + 2.2P] where P = (Fo2 + 2Fc2)/3
7073 reflections (Δ/σ)max = 0.001
442 parameters Δρmax = 0.39 e Å−3
0 restraints Δρmin = −0.21 e Å−3
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Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

x y z Uiso*/Ueq
Fe1 0.39351 (2) 0.360112 (6) 0.72317 (2) 0.01475 (7)
N1 0.22480 (15) 0.35677 (4) 0.67163 (15) 0.0211 (3)
O1 0.10393 (13) 0.35496 (4) 0.63323 (16) 0.0374 (4)
N2 0.49768 (15) 0.36032 (4) 0.87866 (14) 0.0183 (3)
O2 0.56832 (14) 0.36016 (4) 0.99132 (12) 0.0286 (3)
P1 0.42791 (4) 0.414501 (12) 0.62695 (4) 0.01567 (10)
C1A 0.37536 (16) 0.45624 (5) 0.70326 (17) 0.0168 (3)
C2A 0.33928 (18) 0.49081 (5) 0.63462 (18) 0.0225 (4)
H2A 0.3363 0.4925 0.5442 0.027*
C3A 0.30787 (18) 0.52255 (5) 0.69749 (19) 0.0244 (4)
H3A 0.2825 0.5459 0.6505 0.029*
C4A 0.31395 (17) 0.51983 (5) 0.82958 (18) 0.0215 (4)
C5A 0.34768 (18) 0.48586 (5) 0.89891 (18) 0.0218 (4)
H5A 0.3503 0.4843 0.9892 0.026*
C6A 0.37756 (17) 0.45423 (5) 0.83540 (17) 0.0197 (3)
H6A 0.3999 0.4308 0.8824 0.024*
Cl1A 0.27894 (5) 0.559906 (13) 0.91015 (5) 0.03403 (12)
C1B 0.60313 (16) 0.42712 (5) 0.63916 (16) 0.0170 (3)
C2B 0.66819 (18) 0.45927 (5) 0.70917 (17) 0.0215 (4)
H2B 0.6199 0.4757 0.7498 0.026*
C3B 0.80257 (18) 0.46732 (5) 0.71992 (18) 0.0242 (4)
H3B 0.8465 0.4891 0.7683 0.029*
C4B 0.87206 (17) 0.44347 (5) 0.65970 (18) 0.0217 (4)
C5B 0.81105 (17) 0.41094 (5) 0.59145 (17) 0.0209 (4)
H5B 0.8602 0.3945 0.5518 0.025*
C6B 0.67730 (17) 0.40302 (5) 0.58234 (17) 0.0193 (3)
H6B 0.6350 0.3807 0.5365 0.023*
Cl1B 1.03788 (5) 0.454627 (16) 0.66918 (6) 0.03857 (13)
C1C 0.33064 (17) 0.42091 (5) 0.45080 (16) 0.0185 (3)
C2C 0.38994 (19) 0.42696 (5) 0.35119 (18) 0.0230 (4)
H2C 0.4864 0.4279 0.3735 0.028*
C3C 0.3091 (2) 0.43157 (5) 0.21917 (18) 0.0265 (4)
H3C 0.3502 0.4351 0.1514 0.032*
C4C 0.1692 (2) 0.43096 (5) 0.18746 (18) 0.0269 (4)
C5C 0.10724 (19) 0.42500 (6) 0.28448 (18) 0.0270 (4)
H5C 0.0107 0.4247 0.2618 0.032*
C6C 0.18857 (18) 0.41947 (5) 0.41529 (18) 0.0237 (4)
H6C 0.1469 0.4146 0.4818 0.028*
Cl1C 0.06876 (6) 0.438658 (17) 0.02359 (5) 0.04204 (14)
P2 0.46109 (4) 0.312563 (12) 0.61848 (4) 0.01492 (9)
C1D 0.40364 (16) 0.26589 (5) 0.65914 (16) 0.0165 (3)
C2D 0.33939 (17) 0.23830 (5) 0.56611 (17) 0.0210 (4)
H2D 0.3153 0.2440 0.4738 0.025*
C3D 0.31013 (18) 0.20251 (5) 0.60686 (18) 0.0228 (4)
H3D 0.2654 0.1838 0.5431 0.027*
C4D 0.34701 (17) 0.19451 (5) 0.74143 (18) 0.0202 (4)
C5D 0.41099 (18) 0.22145 (5) 0.83637 (17) 0.0206 (4)
H5D 0.4361 0.2155 0.9285 0.025*
C6D 0.43760 (17) 0.25712 (5) 0.79447 (17) 0.0198 (3)
H6D 0.4797 0.2760 0.8587 0.024*
Cl1D 0.31377 (5) 0.149324 (12) 0.79346 (5) 0.02760 (11)
C1E 0.64188 (16) 0.30117 (5) 0.65467 (16) 0.0171 (3)
C2E 0.74298 (17) 0.32280 (5) 0.74395 (16) 0.0191 (3)
H2E 0.7184 0.3444 0.7857 0.023*
C3E 0.88021 (18) 0.31309 (5) 0.77269 (17) 0.0218 (4)
H3E 0.9491 0.3278 0.8341 0.026*
C4E 0.91421 (17) 0.28181 (5) 0.71054 (17) 0.0213 (4)
C5E 0.81523 (18) 0.25973 (5) 0.62067 (17) 0.0216 (4)
H5E 0.8405 0.2384 0.5782 0.026*
C6E 0.68019 (18) 0.26927 (5) 0.59438 (17) 0.0204 (4)
H6E 0.6118 0.2540 0.5345 0.025*
Cl1E 1.08460 (4) 0.269062 (13) 0.74297 (5) 0.02791 (11)
C1F 0.39668 (17) 0.31651 (5) 0.43779 (16) 0.0170 (3)
C2F 0.48224 (17) 0.32239 (5) 0.36092 (16) 0.0182 (3)
H2F 0.5780 0.3201 0.4010 0.022*
C3F 0.42994 (18) 0.33155 (5) 0.22701 (17) 0.0209 (4)
H3F 0.4891 0.3360 0.1757 0.025*
C4F 0.29012 (18) 0.33409 (5) 0.16937 (17) 0.0214 (4)
C5F 0.20195 (18) 0.32781 (5) 0.24218 (17) 0.0230 (4)
H5F 0.1061 0.3292 0.2007 0.028*
C6F 0.25575 (17) 0.31942 (5) 0.37631 (17) 0.0209 (4)
H6F 0.1961 0.3156 0.4275 0.025*
Cl1F 0.22499 (5) 0.344935 (16) 0.00079 (4) 0.03281 (12)
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Atomic displacement parameters (Å2)

U11 U22 U33 U12 U13 U23
Fe1 0.01424 (12) 0.01603 (12) 0.01523 (13) −0.00054 (9) 0.00643 (9) 0.00098 (9)
N1 0.0199 (8) 0.0189 (7) 0.0271 (8) 0.0002 (6) 0.0109 (6) 0.0042 (6)
O1 0.0146 (7) 0.0378 (8) 0.0593 (10) 0.0004 (6) 0.0111 (6) 0.0135 (7)
N2 0.0207 (7) 0.0162 (7) 0.0194 (8) 0.0014 (5) 0.0085 (6) 0.0007 (5)
O2 0.0294 (7) 0.0345 (7) 0.0183 (7) 0.0021 (6) 0.0026 (6) 0.0010 (5)
P1 0.0134 (2) 0.0180 (2) 0.0163 (2) −0.00109 (16) 0.00563 (16) 0.00173 (16)
C1A 0.0116 (8) 0.0172 (8) 0.0221 (8) −0.0010 (6) 0.0060 (6) 0.0008 (6)
C2A 0.0216 (9) 0.0238 (9) 0.0234 (9) −0.0014 (7) 0.0089 (7) 0.0058 (7)
C3A 0.0213 (9) 0.0186 (8) 0.0322 (10) 0.0007 (7) 0.0067 (7) 0.0068 (7)
C4A 0.0157 (8) 0.0182 (8) 0.0288 (9) 0.0000 (6) 0.0043 (7) −0.0033 (7)
C5A 0.0213 (9) 0.0218 (9) 0.0209 (9) −0.0003 (7) 0.0048 (7) 0.0003 (7)
C6A 0.0176 (8) 0.0194 (8) 0.0211 (9) 0.0013 (7) 0.0049 (7) 0.0036 (7)
Cl1A 0.0377 (3) 0.0223 (2) 0.0359 (3) 0.00912 (19) 0.0028 (2) −0.00645 (19)
C1B 0.0149 (8) 0.0199 (8) 0.0163 (8) −0.0008 (6) 0.0051 (6) 0.0038 (6)
C2B 0.0198 (9) 0.0237 (9) 0.0222 (9) 0.0001 (7) 0.0083 (7) −0.0018 (7)
C3B 0.0199 (9) 0.0250 (9) 0.0260 (9) −0.0058 (7) 0.0050 (7) −0.0047 (7)
C4B 0.0126 (8) 0.0293 (9) 0.0234 (9) −0.0024 (7) 0.0060 (7) 0.0018 (7)
C5B 0.0167 (8) 0.0264 (9) 0.0211 (9) 0.0023 (7) 0.0079 (7) 0.0020 (7)
C6B 0.0190 (8) 0.0182 (8) 0.0199 (8) −0.0020 (7) 0.0052 (7) 0.0014 (6)
Cl1B 0.0177 (2) 0.0528 (3) 0.0489 (3) −0.0128 (2) 0.0158 (2) −0.0172 (2)
C1C 0.0192 (8) 0.0175 (8) 0.0180 (8) −0.0016 (7) 0.0049 (7) 0.0016 (6)
C2C 0.0208 (9) 0.0272 (9) 0.0218 (9) −0.0006 (7) 0.0080 (7) 0.0044 (7)
C3C 0.0299 (10) 0.0311 (10) 0.0198 (9) 0.0011 (8) 0.0099 (8) 0.0050 (7)
C4C 0.0306 (10) 0.0266 (9) 0.0184 (9) 0.0028 (8) 0.0005 (7) 0.0034 (7)
C5C 0.0197 (9) 0.0309 (10) 0.0265 (10) −0.0001 (7) 0.0016 (7) 0.0036 (8)
C6C 0.0204 (9) 0.0284 (9) 0.0226 (9) −0.0017 (7) 0.0073 (7) 0.0037 (7)
Cl1C 0.0398 (3) 0.0589 (3) 0.0200 (2) 0.0084 (2) −0.0012 (2) 0.0080 (2)
P2 0.0134 (2) 0.0174 (2) 0.0147 (2) −0.00121 (16) 0.00533 (16) −0.00021 (15)
C1D 0.0142 (8) 0.0171 (8) 0.0202 (8) 0.0000 (6) 0.0082 (6) 0.0003 (6)
C2D 0.0207 (9) 0.0238 (9) 0.0181 (8) −0.0016 (7) 0.0058 (7) 0.0003 (7)
C3D 0.0218 (9) 0.0221 (9) 0.0237 (9) −0.0054 (7) 0.0061 (7) −0.0036 (7)
C4D 0.0172 (8) 0.0166 (8) 0.0298 (9) 0.0009 (7) 0.0120 (7) 0.0022 (7)
C5D 0.0222 (9) 0.0231 (9) 0.0194 (9) 0.0031 (7) 0.0106 (7) 0.0017 (7)
C6D 0.0209 (9) 0.0208 (8) 0.0191 (8) 0.0006 (7) 0.0081 (7) −0.0029 (7)
Cl1D 0.0312 (2) 0.0191 (2) 0.0334 (2) −0.00247 (17) 0.01136 (19) 0.00508 (17)
C1E 0.0155 (8) 0.0210 (8) 0.0158 (8) −0.0002 (6) 0.0064 (6) 0.0038 (6)
C2E 0.0185 (8) 0.0215 (8) 0.0188 (8) 0.0000 (7) 0.0083 (7) 0.0017 (7)
C3E 0.0174 (8) 0.0266 (9) 0.0204 (9) −0.0032 (7) 0.0047 (7) 0.0016 (7)
C4E 0.0156 (8) 0.0268 (9) 0.0230 (9) 0.0038 (7) 0.0084 (7) 0.0094 (7)
C5E 0.0236 (9) 0.0192 (8) 0.0255 (9) 0.0019 (7) 0.0128 (7) 0.0042 (7)
C6E 0.0206 (9) 0.0210 (8) 0.0203 (8) −0.0016 (7) 0.0074 (7) 0.0014 (7)
Cl1E 0.0164 (2) 0.0324 (2) 0.0366 (3) 0.00515 (17) 0.01070 (18) 0.00734 (19)
C1F 0.0184 (8) 0.0169 (8) 0.0161 (8) −0.0005 (6) 0.0059 (6) −0.0014 (6)
C2F 0.0155 (8) 0.0196 (8) 0.0199 (8) −0.0013 (6) 0.0062 (7) −0.0025 (6)
C3F 0.0210 (9) 0.0242 (9) 0.0195 (9) −0.0040 (7) 0.0094 (7) −0.0011 (7)
C4F 0.0242 (9) 0.0238 (9) 0.0141 (8) −0.0017 (7) 0.0031 (7) −0.0013 (7)
C5F 0.0166 (8) 0.0295 (9) 0.0212 (9) −0.0012 (7) 0.0036 (7) −0.0031 (7)
C6F 0.0167 (8) 0.0268 (9) 0.0206 (9) −0.0024 (7) 0.0077 (7) −0.0019 (7)
Cl1F 0.0269 (2) 0.0531 (3) 0.0155 (2) −0.0027 (2) 0.00256 (17) 0.00332 (19)
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Geometric parameters (Å, °)

Fe1—N2 1.6589 (15) C5C—C6C 1.389 (3)
Fe1—N1 1.6594 (16) C5C—H5C 0.9500
Fe1—P2 2.2316 (6) C6C—H6C 0.9500
Fe1—P1 2.2410 (7) P2—C1F 1.8218 (17)
N1—O1 1.188 (2) P2—C1E 1.8298 (17)
N2—O2 1.1860 (19) P2—C1D 1.8362 (17)
P1—C1B 1.8294 (18) C1D—C2D 1.390 (2)
P1—C1C 1.8322 (18) C1D—C6D 1.398 (2)
P1—C1A 1.8338 (17) C2D—C3D 1.390 (2)
C1A—C6A 1.394 (2) C2D—H2D 0.9500
C1A—C2A 1.401 (2) C3D—C4D 1.383 (3)
C2A—C3A 1.386 (3) C3D—H3D 0.9500
C2A—H2A 0.9500 C4D—C5D 1.385 (2)
C3A—C4A 1.383 (3) C4D—Cl1D 1.7451 (17)
C3A—H3A 0.9500 C5D—C6D 1.382 (2)
C4A—C5A 1.384 (2) C5D—H5D 0.9500
C4A—Cl1A 1.7390 (18) C6D—H6D 0.9500
C5A—C6A 1.381 (2) C1E—C2E 1.392 (2)
C5A—H5A 0.9500 C1E—C6E 1.405 (2)
C6A—H6A 0.9500 C2E—C3E 1.396 (2)
C1B—C6B 1.398 (2) C2E—H2E 0.9500
C1B—C2B 1.398 (2) C3E—C4E 1.380 (3)
C2B—C3B 1.387 (2) C3E—H3E 0.9500
C2B—H2B 0.9500 C4E—C5E 1.392 (3)
C3B—C4B 1.382 (3) C4E—Cl1E 1.7434 (18)
C3B—H3B 0.9500 C5E—C6E 1.376 (2)
C4B—C5B 1.389 (3) C5E—H5E 0.9500
C4B—Cl1B 1.7303 (18) C6E—H6E 0.9500
C5B—C6B 1.384 (2) C1F—C2F 1.394 (2)
C5B—H5B 0.9500 C1F—C6F 1.400 (2)
C6B—H6B 0.9500 C2F—C3F 1.386 (2)
C1C—C2C 1.393 (2) C2F—H2F 0.9500
C1C—C6C 1.398 (2) C3F—C4F 1.383 (2)
C2C—C3C 1.393 (3) C3F—H3F 0.9500
C2C—H2C 0.9500 C4F—C5F 1.385 (3)
C3C—C4C 1.378 (3) C4F—Cl1F 1.7394 (18)
C3C—H3C 0.9500 C5F—C6F 1.384 (2)
C4C—C5C 1.387 (3) C5F—H5F 0.9500
C4C—Cl1C 1.7390 (18) C6F—H6F 0.9500
N2—Fe1—N1 127.78 (7) C6C—C5C—H5C 120.5
N2—Fe1—P2 106.82 (5) C5C—C6C—C1C 121.17 (17)
N1—Fe1—P2 104.22 (5) C5C—C6C—H6C 119.4
N2—Fe1—P1 107.52 (5) C1C—C6C—H6C 119.4
N1—Fe1—P1 102.22 (5) C1F—P2—C1E 104.31 (8)
P2—Fe1—P1 106.80 (3) C1F—P2—C1D 106.01 (8)
O1—N1—Fe1 178.76 (15) C1E—P2—C1D 98.14 (7)
O2—N2—Fe1 177.67 (14) C1F—P2—Fe1 113.40 (6)
C1B—P1—C1C 104.80 (8) C1E—P2—Fe1 121.20 (6)
C1B—P1—C1A 101.59 (8) C1D—P2—Fe1 111.88 (6)
C1C—P1—C1A 101.95 (8) C2D—C1D—C6D 118.87 (15)
C1B—P1—Fe1 117.97 (5) C2D—C1D—P2 124.77 (13)
C1C—P1—Fe1 116.88 (6) C6D—C1D—P2 116.16 (12)
C1A—P1—Fe1 111.46 (6) C3D—C2D—C1D 120.61 (16)
C6A—C1A—C2A 118.81 (16) C3D—C2D—H2D 119.7
C6A—C1A—P1 119.25 (12) C1D—C2D—H2D 119.7
C2A—C1A—P1 121.86 (13) C4D—C3D—C2D 119.12 (16)
C3A—C2A—C1A 120.56 (16) C4D—C3D—H3D 120.4
C3A—C2A—H2A 119.7 C2D—C3D—H3D 120.4
C1A—C2A—H2A 119.7 C3D—C4D—C5D 121.53 (16)
C4A—C3A—C2A 119.19 (16) C3D—C4D—Cl1D 119.44 (13)
C4A—C3A—H3A 120.4 C5D—C4D—Cl1D 119.03 (14)
C2A—C3A—H3A 120.4 C6D—C5D—C4D 118.73 (16)
C3A—C4A—C5A 121.27 (16) C6D—C5D—H5D 120.6
C3A—C4A—Cl1A 119.36 (14) C4D—C5D—H5D 120.6
C5A—C4A—Cl1A 119.36 (14) C5D—C6D—C1D 121.11 (16)
C6A—C5A—C4A 119.29 (17) C5D—C6D—H6D 119.4
C6A—C5A—H5A 120.4 C1D—C6D—H6D 119.4
C4A—C5A—H5A 120.4 C2E—C1E—C6E 118.86 (15)
C5A—C6A—C1A 120.86 (16) C2E—C1E—P2 121.49 (13)
C5A—C6A—H6A 119.6 C6E—C1E—P2 119.62 (12)
C1A—C6A—H6A 119.6 C1E—C2E—C3E 120.62 (16)
C6B—C1B—C2B 118.49 (15) C1E—C2E—H2E 119.7
C6B—C1B—P1 119.31 (13) C3E—C2E—H2E 119.7
C2B—C1B—P1 122.14 (13) C4E—C3E—C2E 118.94 (16)
C3B—C2B—C1B 120.61 (16) C4E—C3E—H3E 120.5
C3B—C2B—H2B 119.7 C2E—C3E—H3E 120.5
C1B—C2B—H2B 119.7 C3E—C4E—C5E 121.64 (16)
C4B—C3B—C2B 119.51 (16) C3E—C4E—Cl1E 120.21 (14)
C4B—C3B—H3B 120.2 C5E—C4E—Cl1E 118.15 (14)
C2B—C3B—H3B 120.2 C6E—C5E—C4E 118.92 (16)
C3B—C4B—C5B 121.25 (16) C6E—C5E—H5E 120.5
C3B—C4B—Cl1B 119.12 (14) C4E—C5E—H5E 120.5
C5B—C4B—Cl1B 119.63 (14) C5E—C6E—C1E 121.00 (16)
C6B—C5B—C4B 118.71 (16) C5E—C6E—H6E 119.5
C6B—C5B—H5B 120.6 C1E—C6E—H6E 119.5
C4B—C5B—H5B 120.6 C2F—C1F—C6F 118.51 (15)
C5B—C6B—C1B 121.40 (16) C2F—C1F—P2 122.38 (13)
C5B—C6B—H6B 119.3 C6F—C1F—P2 118.41 (13)
C1B—C6B—H6B 119.3 C3F—C2F—C1F 121.13 (16)
C2C—C1C—C6C 118.56 (16) C3F—C2F—H2F 119.4
C2C—C1C—P1 123.91 (13) C1F—C2F—H2F 119.4
C6C—C1C—P1 117.52 (13) C4F—C3F—C2F 118.83 (16)
C3C—C2C—C1C 120.60 (17) C4F—C3F—H3F 120.6
C3C—C2C—H2C 119.7 C2F—C3F—H3F 120.6
C1C—C2C—H2C 119.7 C3F—C4F—C5F 121.61 (16)
C4C—C3C—C2C 119.60 (17) C3F—C4F—Cl1F 118.62 (14)
C4C—C3C—H3C 120.2 C5F—C4F—Cl1F 119.76 (14)
C2C—C3C—H3C 120.2 C6F—C5F—C4F 118.90 (16)
C3C—C4C—C5C 121.08 (17) C6F—C5F—H5F 120.6
C3C—C4C—Cl1C 119.40 (15) C4F—C5F—H5F 120.6
C5C—C4C—Cl1C 119.51 (15) C5F—C6F—C1F 121.01 (16)
C4C—C5C—C6C 118.95 (17) C5F—C6F—H6F 119.5
C4C—C5C—H5C 120.5 C1F—C6F—H6F 119.5
N2—Fe1—P1—C1B 50.95 (8) N2—Fe1—P2—C1F −161.85 (8)
N1—Fe1—P1—C1B −172.53 (8) N1—Fe1—P2—C1F 60.70 (8)
P2—Fe1—P1—C1B −63.40 (7) P1—Fe1—P2—C1F −47.03 (6)
N2—Fe1—P1—C1C 177.35 (8) N2—Fe1—P2—C1E −36.62 (8)
N1—Fe1—P1—C1C −46.13 (8) N1—Fe1—P2—C1E −174.07 (8)
P2—Fe1—P1—C1C 63.01 (7) P1—Fe1—P2—C1E 78.20 (6)
N2—Fe1—P1—C1A −65.99 (8) N2—Fe1—P2—C1D 78.31 (8)
N1—Fe1—P1—C1A 70.53 (8) N1—Fe1—P2—C1D −59.14 (8)
P2—Fe1—P1—C1A 179.66 (6) P1—Fe1—P2—C1D −166.87 (6)
C1B—P1—C1A—C6A −99.51 (14) C1F—P2—C1D—C2D 7.28 (17)
C1C—P1—C1A—C6A 152.44 (13) C1E—P2—C1D—C2D −100.22 (15)
Fe1—P1—C1A—C6A 27.00 (15) Fe1—P2—C1D—C2D 131.37 (14)
C1B—P1—C1A—C2A 77.33 (15) C1F—P2—C1D—C6D −177.80 (12)
C1C—P1—C1A—C2A −30.73 (16) C1E—P2—C1D—C6D 74.70 (14)
Fe1—P1—C1A—C2A −156.16 (12) Fe1—P2—C1D—C6D −53.71 (14)
C6A—C1A—C2A—C3A 0.7 (3) C6D—C1D—C2D—C3D −0.4 (3)
P1—C1A—C2A—C3A −176.11 (13) P2—C1D—C2D—C3D 174.39 (13)
C1A—C2A—C3A—C4A 0.7 (3) C1D—C2D—C3D—C4D −0.6 (3)
C2A—C3A—C4A—C5A −1.5 (3) C2D—C3D—C4D—C5D 0.7 (3)
C2A—C3A—C4A—Cl1A 178.34 (13) C2D—C3D—C4D—Cl1D −178.72 (13)
C3A—C4A—C5A—C6A 0.9 (3) C3D—C4D—C5D—C6D 0.3 (3)
Cl1A—C4A—C5A—C6A −178.98 (13) Cl1D—C4D—C5D—C6D 179.70 (13)
C4A—C5A—C6A—C1A 0.6 (3) C4D—C5D—C6D—C1D −1.3 (3)
C2A—C1A—C6A—C5A −1.4 (2) C2D—C1D—C6D—C5D 1.4 (2)
P1—C1A—C6A—C5A 175.54 (13) P2—C1D—C6D—C5D −173.83 (13)
C1C—P1—C1B—C6B −69.90 (15) C1F—P2—C1E—C2E 126.39 (14)
C1A—P1—C1B—C6B −175.73 (13) C1D—P2—C1E—C2E −124.70 (14)
Fe1—P1—C1B—C6B 62.15 (14) Fe1—P2—C1E—C2E −2.92 (16)
C1C—P1—C1B—C2B 113.22 (15) C1F—P2—C1E—C6E −55.50 (15)
C1A—P1—C1B—C2B 7.39 (16) C1D—P2—C1E—C6E 53.40 (14)
Fe1—P1—C1B—C2B −114.73 (13) Fe1—P2—C1E—C6E 175.18 (11)
C6B—C1B—C2B—C3B 1.1 (3) C6E—C1E—C2E—C3E 0.3 (2)
P1—C1B—C2B—C3B 177.96 (14) P2—C1E—C2E—C3E 178.42 (13)
C1B—C2B—C3B—C4B 0.6 (3) C1E—C2E—C3E—C4E 0.4 (2)
C2B—C3B—C4B—C5B −1.7 (3) C2E—C3E—C4E—C5E −0.3 (3)
C2B—C3B—C4B—Cl1B 177.93 (14) C2E—C3E—C4E—Cl1E 179.48 (13)
C3B—C4B—C5B—C6B 1.2 (3) C3E—C4E—C5E—C6E −0.6 (3)
Cl1B—C4B—C5B—C6B −178.48 (13) Cl1E—C4E—C5E—C6E 179.69 (13)
C4B—C5B—C6B—C1B 0.5 (3) C4E—C5E—C6E—C1E 1.3 (2)
C2B—C1B—C6B—C5B −1.6 (2) C2E—C1E—C6E—C5E −1.2 (2)
P1—C1B—C6B—C5B −178.62 (13) P2—C1E—C6E—C5E −179.31 (13)
C1B—P1—C1C—C2C 10.70 (17) C1E—P2—C1F—C2F −19.21 (16)
C1A—P1—C1C—C2C 116.27 (15) C1D—P2—C1F—C2F −122.22 (14)
Fe1—P1—C1C—C2C −121.97 (14) Fe1—P2—C1F—C2F 114.65 (13)
C1B—P1—C1C—C6C −169.53 (13) C1E—P2—C1F—C6F 170.49 (13)
C1A—P1—C1C—C6C −63.97 (15) C1D—P2—C1F—C6F 67.48 (15)
Fe1—P1—C1C—C6C 57.80 (15) Fe1—P2—C1F—C6F −55.65 (14)
C6C—C1C—C2C—C3C 0.2 (3) C6F—C1F—C2F—C3F 1.1 (2)
P1—C1C—C2C—C3C 179.96 (14) P2—C1F—C2F—C3F −169.24 (13)
C1C—C2C—C3C—C4C 1.4 (3) C1F—C2F—C3F—C4F −1.2 (3)
C2C—C3C—C4C—C5C −1.4 (3) C2F—C3F—C4F—C5F 0.1 (3)
C2C—C3C—C4C—Cl1C 177.41 (14) C2F—C3F—C4F—Cl1F −179.12 (13)
C3C—C4C—C5C—C6C −0.2 (3) C3F—C4F—C5F—C6F 1.1 (3)
Cl1C—C4C—C5C—C6C −179.01 (15) Cl1F—C4F—C5F—C6F −179.67 (14)
C4C—C5C—C6C—C1C 1.8 (3) C4F—C5F—C6F—C1F −1.2 (3)
C2C—C1C—C6C—C5C −1.8 (3) C2F—C1F—C6F—C5F 0.2 (3)
P1—C1C—C6C—C5C 178.39 (15) P2—C1F—C6F—C5F 170.88 (14)
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Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HG2779).

References

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  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). Metal Nitrosyls. New York: Oxford University Press.
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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/S1600536811001693/hg2779sup1.cif

e-67-0m247-sup1.cif (27.5KB, cif)

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811001693/hg2779Isup2.hkl

e-67-0m247-Isup2.hkl (346.1KB, 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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