metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890

Di­nitro­sylbis[tris­­(4-chloro­phen­yl)phosphane]iron

aDepartment of Chemistry and Biochemistry, University of Oklahoma, 101 Stephenson Parkway, Norman, OK 73019-5251, USA
*Correspondence e-mail: mwjones@ou.edu

(Received 22 December 2010; accepted 11 January 2011; online 22 January 2011)

The title dinitrosyl iron diphosphane complex, [Fe(NO)2(C18H12Cl3P)2] or Fe(NO)2L2 [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[Eisch, J. J. & King, R. B. (1965). Metal Nitrosyl Derivatives, in Organometallic Syntheses. New York: Academic Press.]). For the structures of some related dinitrosyl complexes, see: Li et al. (2003[Li, L., Reginato, N., Urschey, M., Stradiotto, M. & Liarakos, J. D. (2003). Can. J. Chem. 82, 468-475.]); Atkinson et al. (1996[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.]); Li Kam Wah et al. (1989[Li Kam Wah, H., Postel, M. & Pierrot, M. (1989). Inorg. Chim. Acta, 165, 215-220.]); Albano et al. (1974[Albano, V. G., Araneo, A., Bellon, P. L., Ciani, G. & Manassero, M. (1974). J. Organomet. Chem. 67, 413-422.]). For general information on metal nitrosyl chemistry, see: Richter-Addo & Legzdins (1992[Richter-Addo, G. B. & Legzdins, P. (1992). Metal Nitrosyls. New York: Oxford University Press.]).

[Scheme 1]

Experimental

Crystal data
  • [Fe(NO)2(C18H12Cl3P)2]

  • Mr = 847.06

  • Monoclinic, P 21 /n

  • 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[Sheldrick, G. M. (2001). SADABS. University of Göttingen, Germany.]) Tmin = 0.702, Tmax = 0.966

  • 24943 measured reflections

  • 7073 independent reflections

  • 6527 reflections with I > 2σ(I)

  • Rint = 0.023

Refinement
  • R[F2 > 2σ(F2)] = 0.028

  • wR(F2) = 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[Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Supporting information


Comment top

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.

Related literature top

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).

Experimental top

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 top

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.

Computing details top

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

Figures top
[Figure 1] Fig. 1. The molecular structure of the title compound. Hydrogen atoms have been omitted for clarity. The displacement ellipsoids are drawn at the 50% probability level.
Dinitrosylbis[tris(4-chlorophenyl)phosphane]iron top
Crystal data top
[Fe(NO)2(C18H12Cl3P)2]F(000) = 1712
Mr = 847.06Dx = 1.546 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 8898 reflections
a = 10.340 (3) Åθ = 3.0–26.8°
b = 35.025 (10) ŵ = 0.98 mm1
c = 10.589 (3) ÅT = 100 K
β = 108.399 (8)°Plate, red
V = 3638.9 (18) Å30.38 × 0.19 × 0.04 mm
Z = 4
Data collection top
Bruker APEX CCD
diffractometer
7073 independent reflections
Radiation source: fine-focus sealed tube6527 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.023
ω scansθmax = 26.0°, θmin = 3.0°
Absorption correction: multi-scan
(SADABS; Sheldrick, 2001)
h = 1112
Tmin = 0.702, Tmax = 0.966k = 4343
24943 measured reflectionsl = 1313
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.028Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.072H-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 parametersΔρmax = 0.39 e Å3
0 restraintsΔρmin = 0.21 e Å3
Crystal data top
[Fe(NO)2(C18H12Cl3P)2]V = 3638.9 (18) Å3
Mr = 847.06Z = 4
Monoclinic, P21/nMo Kα radiation
a = 10.340 (3) ŵ = 0.98 mm1
b = 35.025 (10) ÅT = 100 K
c = 10.589 (3) Å0.38 × 0.19 × 0.04 mm
β = 108.399 (8)°
Data collection top
Bruker APEX CCD
diffractometer
7073 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 2001)
6527 reflections with I > 2σ(I)
Tmin = 0.702, Tmax = 0.966Rint = 0.023
24943 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0280 restraints
wR(F2) = 0.072H-atom parameters constrained
S = 1.00Δρmax = 0.39 e Å3
7073 reflectionsΔρmin = 0.21 e Å3
442 parameters
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Fe10.39351 (2)0.360112 (6)0.72317 (2)0.01475 (7)
N10.22480 (15)0.35677 (4)0.67163 (15)0.0211 (3)
O10.10393 (13)0.35496 (4)0.63323 (16)0.0374 (4)
N20.49768 (15)0.36032 (4)0.87866 (14)0.0183 (3)
O20.56832 (14)0.36016 (4)0.99132 (12)0.0286 (3)
P10.42791 (4)0.414501 (12)0.62695 (4)0.01567 (10)
C1A0.37536 (16)0.45624 (5)0.70326 (17)0.0168 (3)
C2A0.33928 (18)0.49081 (5)0.63462 (18)0.0225 (4)
H2A0.33630.49250.54420.027*
C3A0.30787 (18)0.52255 (5)0.69749 (19)0.0244 (4)
H3A0.28250.54590.65050.029*
C4A0.31395 (17)0.51983 (5)0.82958 (18)0.0215 (4)
C5A0.34768 (18)0.48586 (5)0.89891 (18)0.0218 (4)
H5A0.35030.48430.98920.026*
C6A0.37756 (17)0.45423 (5)0.83540 (17)0.0197 (3)
H6A0.39990.43080.88240.024*
Cl1A0.27894 (5)0.559906 (13)0.91015 (5)0.03403 (12)
C1B0.60313 (16)0.42712 (5)0.63916 (16)0.0170 (3)
C2B0.66819 (18)0.45927 (5)0.70917 (17)0.0215 (4)
H2B0.61990.47570.74980.026*
C3B0.80257 (18)0.46732 (5)0.71992 (18)0.0242 (4)
H3B0.84650.48910.76830.029*
C4B0.87206 (17)0.44347 (5)0.65970 (18)0.0217 (4)
C5B0.81105 (17)0.41094 (5)0.59145 (17)0.0209 (4)
H5B0.86020.39450.55180.025*
C6B0.67730 (17)0.40302 (5)0.58234 (17)0.0193 (3)
H6B0.63500.38070.53650.023*
Cl1B1.03788 (5)0.454627 (16)0.66918 (6)0.03857 (13)
C1C0.33064 (17)0.42091 (5)0.45080 (16)0.0185 (3)
C2C0.38994 (19)0.42696 (5)0.35119 (18)0.0230 (4)
H2C0.48640.42790.37350.028*
C3C0.3091 (2)0.43157 (5)0.21917 (18)0.0265 (4)
H3C0.35020.43510.15140.032*
C4C0.1692 (2)0.43096 (5)0.18746 (18)0.0269 (4)
C5C0.10724 (19)0.42500 (6)0.28448 (18)0.0270 (4)
H5C0.01070.42470.26180.032*
C6C0.18857 (18)0.41947 (5)0.41529 (18)0.0237 (4)
H6C0.14690.41460.48180.028*
Cl1C0.06876 (6)0.438658 (17)0.02359 (5)0.04204 (14)
P20.46109 (4)0.312563 (12)0.61848 (4)0.01492 (9)
C1D0.40364 (16)0.26589 (5)0.65914 (16)0.0165 (3)
C2D0.33939 (17)0.23830 (5)0.56611 (17)0.0210 (4)
H2D0.31530.24400.47380.025*
C3D0.31013 (18)0.20251 (5)0.60686 (18)0.0228 (4)
H3D0.26540.18380.54310.027*
C4D0.34701 (17)0.19451 (5)0.74143 (18)0.0202 (4)
C5D0.41099 (18)0.22145 (5)0.83637 (17)0.0206 (4)
H5D0.43610.21550.92850.025*
C6D0.43760 (17)0.25712 (5)0.79447 (17)0.0198 (3)
H6D0.47970.27600.85870.024*
Cl1D0.31377 (5)0.149324 (12)0.79346 (5)0.02760 (11)
C1E0.64188 (16)0.30117 (5)0.65467 (16)0.0171 (3)
C2E0.74298 (17)0.32280 (5)0.74395 (16)0.0191 (3)
H2E0.71840.34440.78570.023*
C3E0.88021 (18)0.31309 (5)0.77269 (17)0.0218 (4)
H3E0.94910.32780.83410.026*
C4E0.91421 (17)0.28181 (5)0.71054 (17)0.0213 (4)
C5E0.81523 (18)0.25973 (5)0.62067 (17)0.0216 (4)
H5E0.84050.23840.57820.026*
C6E0.68019 (18)0.26927 (5)0.59438 (17)0.0204 (4)
H6E0.61180.25400.53450.025*
Cl1E1.08460 (4)0.269062 (13)0.74297 (5)0.02791 (11)
C1F0.39668 (17)0.31651 (5)0.43779 (16)0.0170 (3)
C2F0.48224 (17)0.32239 (5)0.36092 (16)0.0182 (3)
H2F0.57800.32010.40100.022*
C3F0.42994 (18)0.33155 (5)0.22701 (17)0.0209 (4)
H3F0.48910.33600.17570.025*
C4F0.29012 (18)0.33409 (5)0.16937 (17)0.0214 (4)
C5F0.20195 (18)0.32781 (5)0.24218 (17)0.0230 (4)
H5F0.10610.32920.20070.028*
C6F0.25575 (17)0.31942 (5)0.37631 (17)0.0209 (4)
H6F0.19610.31560.42750.025*
Cl1F0.22499 (5)0.344935 (16)0.00079 (4)0.03281 (12)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Fe10.01424 (12)0.01603 (12)0.01523 (13)0.00054 (9)0.00643 (9)0.00098 (9)
N10.0199 (8)0.0189 (7)0.0271 (8)0.0002 (6)0.0109 (6)0.0042 (6)
O10.0146 (7)0.0378 (8)0.0593 (10)0.0004 (6)0.0111 (6)0.0135 (7)
N20.0207 (7)0.0162 (7)0.0194 (8)0.0014 (5)0.0085 (6)0.0007 (5)
O20.0294 (7)0.0345 (7)0.0183 (7)0.0021 (6)0.0026 (6)0.0010 (5)
P10.0134 (2)0.0180 (2)0.0163 (2)0.00109 (16)0.00563 (16)0.00173 (16)
C1A0.0116 (8)0.0172 (8)0.0221 (8)0.0010 (6)0.0060 (6)0.0008 (6)
C2A0.0216 (9)0.0238 (9)0.0234 (9)0.0014 (7)0.0089 (7)0.0058 (7)
C3A0.0213 (9)0.0186 (8)0.0322 (10)0.0007 (7)0.0067 (7)0.0068 (7)
C4A0.0157 (8)0.0182 (8)0.0288 (9)0.0000 (6)0.0043 (7)0.0033 (7)
C5A0.0213 (9)0.0218 (9)0.0209 (9)0.0003 (7)0.0048 (7)0.0003 (7)
C6A0.0176 (8)0.0194 (8)0.0211 (9)0.0013 (7)0.0049 (7)0.0036 (7)
Cl1A0.0377 (3)0.0223 (2)0.0359 (3)0.00912 (19)0.0028 (2)0.00645 (19)
C1B0.0149 (8)0.0199 (8)0.0163 (8)0.0008 (6)0.0051 (6)0.0038 (6)
C2B0.0198 (9)0.0237 (9)0.0222 (9)0.0001 (7)0.0083 (7)0.0018 (7)
C3B0.0199 (9)0.0250 (9)0.0260 (9)0.0058 (7)0.0050 (7)0.0047 (7)
C4B0.0126 (8)0.0293 (9)0.0234 (9)0.0024 (7)0.0060 (7)0.0018 (7)
C5B0.0167 (8)0.0264 (9)0.0211 (9)0.0023 (7)0.0079 (7)0.0020 (7)
C6B0.0190 (8)0.0182 (8)0.0199 (8)0.0020 (7)0.0052 (7)0.0014 (6)
Cl1B0.0177 (2)0.0528 (3)0.0489 (3)0.0128 (2)0.0158 (2)0.0172 (2)
C1C0.0192 (8)0.0175 (8)0.0180 (8)0.0016 (7)0.0049 (7)0.0016 (6)
C2C0.0208 (9)0.0272 (9)0.0218 (9)0.0006 (7)0.0080 (7)0.0044 (7)
C3C0.0299 (10)0.0311 (10)0.0198 (9)0.0011 (8)0.0099 (8)0.0050 (7)
C4C0.0306 (10)0.0266 (9)0.0184 (9)0.0028 (8)0.0005 (7)0.0034 (7)
C5C0.0197 (9)0.0309 (10)0.0265 (10)0.0001 (7)0.0016 (7)0.0036 (8)
C6C0.0204 (9)0.0284 (9)0.0226 (9)0.0017 (7)0.0073 (7)0.0037 (7)
Cl1C0.0398 (3)0.0589 (3)0.0200 (2)0.0084 (2)0.0012 (2)0.0080 (2)
P20.0134 (2)0.0174 (2)0.0147 (2)0.00121 (16)0.00533 (16)0.00021 (15)
C1D0.0142 (8)0.0171 (8)0.0202 (8)0.0000 (6)0.0082 (6)0.0003 (6)
C2D0.0207 (9)0.0238 (9)0.0181 (8)0.0016 (7)0.0058 (7)0.0003 (7)
C3D0.0218 (9)0.0221 (9)0.0237 (9)0.0054 (7)0.0061 (7)0.0036 (7)
C4D0.0172 (8)0.0166 (8)0.0298 (9)0.0009 (7)0.0120 (7)0.0022 (7)
C5D0.0222 (9)0.0231 (9)0.0194 (9)0.0031 (7)0.0106 (7)0.0017 (7)
C6D0.0209 (9)0.0208 (8)0.0191 (8)0.0006 (7)0.0081 (7)0.0029 (7)
Cl1D0.0312 (2)0.0191 (2)0.0334 (2)0.00247 (17)0.01136 (19)0.00508 (17)
C1E0.0155 (8)0.0210 (8)0.0158 (8)0.0002 (6)0.0064 (6)0.0038 (6)
C2E0.0185 (8)0.0215 (8)0.0188 (8)0.0000 (7)0.0083 (7)0.0017 (7)
C3E0.0174 (8)0.0266 (9)0.0204 (9)0.0032 (7)0.0047 (7)0.0016 (7)
C4E0.0156 (8)0.0268 (9)0.0230 (9)0.0038 (7)0.0084 (7)0.0094 (7)
C5E0.0236 (9)0.0192 (8)0.0255 (9)0.0019 (7)0.0128 (7)0.0042 (7)
C6E0.0206 (9)0.0210 (8)0.0203 (8)0.0016 (7)0.0074 (7)0.0014 (7)
Cl1E0.0164 (2)0.0324 (2)0.0366 (3)0.00515 (17)0.01070 (18)0.00734 (19)
C1F0.0184 (8)0.0169 (8)0.0161 (8)0.0005 (6)0.0059 (6)0.0014 (6)
C2F0.0155 (8)0.0196 (8)0.0199 (8)0.0013 (6)0.0062 (7)0.0025 (6)
C3F0.0210 (9)0.0242 (9)0.0195 (9)0.0040 (7)0.0094 (7)0.0011 (7)
C4F0.0242 (9)0.0238 (9)0.0141 (8)0.0017 (7)0.0031 (7)0.0013 (7)
C5F0.0166 (8)0.0295 (9)0.0212 (9)0.0012 (7)0.0036 (7)0.0031 (7)
C6F0.0167 (8)0.0268 (9)0.0206 (9)0.0024 (7)0.0077 (7)0.0019 (7)
Cl1F0.0269 (2)0.0531 (3)0.0155 (2)0.0027 (2)0.00256 (17)0.00332 (19)
Geometric parameters (Å, º) top
Fe1—N21.6589 (15)C5C—C6C1.389 (3)
Fe1—N11.6594 (16)C5C—H5C0.9500
Fe1—P22.2316 (6)C6C—H6C0.9500
Fe1—P12.2410 (7)P2—C1F1.8218 (17)
N1—O11.188 (2)P2—C1E1.8298 (17)
N2—O21.1860 (19)P2—C1D1.8362 (17)
P1—C1B1.8294 (18)C1D—C2D1.390 (2)
P1—C1C1.8322 (18)C1D—C6D1.398 (2)
P1—C1A1.8338 (17)C2D—C3D1.390 (2)
C1A—C6A1.394 (2)C2D—H2D0.9500
C1A—C2A1.401 (2)C3D—C4D1.383 (3)
C2A—C3A1.386 (3)C3D—H3D0.9500
C2A—H2A0.9500C4D—C5D1.385 (2)
C3A—C4A1.383 (3)C4D—Cl1D1.7451 (17)
C3A—H3A0.9500C5D—C6D1.382 (2)
C4A—C5A1.384 (2)C5D—H5D0.9500
C4A—Cl1A1.7390 (18)C6D—H6D0.9500
C5A—C6A1.381 (2)C1E—C2E1.392 (2)
C5A—H5A0.9500C1E—C6E1.405 (2)
C6A—H6A0.9500C2E—C3E1.396 (2)
C1B—C6B1.398 (2)C2E—H2E0.9500
C1B—C2B1.398 (2)C3E—C4E1.380 (3)
C2B—C3B1.387 (2)C3E—H3E0.9500
C2B—H2B0.9500C4E—C5E1.392 (3)
C3B—C4B1.382 (3)C4E—Cl1E1.7434 (18)
C3B—H3B0.9500C5E—C6E1.376 (2)
C4B—C5B1.389 (3)C5E—H5E0.9500
C4B—Cl1B1.7303 (18)C6E—H6E0.9500
C5B—C6B1.384 (2)C1F—C2F1.394 (2)
C5B—H5B0.9500C1F—C6F1.400 (2)
C6B—H6B0.9500C2F—C3F1.386 (2)
C1C—C2C1.393 (2)C2F—H2F0.9500
C1C—C6C1.398 (2)C3F—C4F1.383 (2)
C2C—C3C1.393 (3)C3F—H3F0.9500
C2C—H2C0.9500C4F—C5F1.385 (3)
C3C—C4C1.378 (3)C4F—Cl1F1.7394 (18)
C3C—H3C0.9500C5F—C6F1.384 (2)
C4C—C5C1.387 (3)C5F—H5F0.9500
C4C—Cl1C1.7390 (18)C6F—H6F0.9500
N2—Fe1—N1127.78 (7)C6C—C5C—H5C120.5
N2—Fe1—P2106.82 (5)C5C—C6C—C1C121.17 (17)
N1—Fe1—P2104.22 (5)C5C—C6C—H6C119.4
N2—Fe1—P1107.52 (5)C1C—C6C—H6C119.4
N1—Fe1—P1102.22 (5)C1F—P2—C1E104.31 (8)
P2—Fe1—P1106.80 (3)C1F—P2—C1D106.01 (8)
O1—N1—Fe1178.76 (15)C1E—P2—C1D98.14 (7)
O2—N2—Fe1177.67 (14)C1F—P2—Fe1113.40 (6)
C1B—P1—C1C104.80 (8)C1E—P2—Fe1121.20 (6)
C1B—P1—C1A101.59 (8)C1D—P2—Fe1111.88 (6)
C1C—P1—C1A101.95 (8)C2D—C1D—C6D118.87 (15)
C1B—P1—Fe1117.97 (5)C2D—C1D—P2124.77 (13)
C1C—P1—Fe1116.88 (6)C6D—C1D—P2116.16 (12)
C1A—P1—Fe1111.46 (6)C3D—C2D—C1D120.61 (16)
C6A—C1A—C2A118.81 (16)C3D—C2D—H2D119.7
C6A—C1A—P1119.25 (12)C1D—C2D—H2D119.7
C2A—C1A—P1121.86 (13)C4D—C3D—C2D119.12 (16)
C3A—C2A—C1A120.56 (16)C4D—C3D—H3D120.4
C3A—C2A—H2A119.7C2D—C3D—H3D120.4
C1A—C2A—H2A119.7C3D—C4D—C5D121.53 (16)
C4A—C3A—C2A119.19 (16)C3D—C4D—Cl1D119.44 (13)
C4A—C3A—H3A120.4C5D—C4D—Cl1D119.03 (14)
C2A—C3A—H3A120.4C6D—C5D—C4D118.73 (16)
C3A—C4A—C5A121.27 (16)C6D—C5D—H5D120.6
C3A—C4A—Cl1A119.36 (14)C4D—C5D—H5D120.6
C5A—C4A—Cl1A119.36 (14)C5D—C6D—C1D121.11 (16)
C6A—C5A—C4A119.29 (17)C5D—C6D—H6D119.4
C6A—C5A—H5A120.4C1D—C6D—H6D119.4
C4A—C5A—H5A120.4C2E—C1E—C6E118.86 (15)
C5A—C6A—C1A120.86 (16)C2E—C1E—P2121.49 (13)
C5A—C6A—H6A119.6C6E—C1E—P2119.62 (12)
C1A—C6A—H6A119.6C1E—C2E—C3E120.62 (16)
C6B—C1B—C2B118.49 (15)C1E—C2E—H2E119.7
C6B—C1B—P1119.31 (13)C3E—C2E—H2E119.7
C2B—C1B—P1122.14 (13)C4E—C3E—C2E118.94 (16)
C3B—C2B—C1B120.61 (16)C4E—C3E—H3E120.5
C3B—C2B—H2B119.7C2E—C3E—H3E120.5
C1B—C2B—H2B119.7C3E—C4E—C5E121.64 (16)
C4B—C3B—C2B119.51 (16)C3E—C4E—Cl1E120.21 (14)
C4B—C3B—H3B120.2C5E—C4E—Cl1E118.15 (14)
C2B—C3B—H3B120.2C6E—C5E—C4E118.92 (16)
C3B—C4B—C5B121.25 (16)C6E—C5E—H5E120.5
C3B—C4B—Cl1B119.12 (14)C4E—C5E—H5E120.5
C5B—C4B—Cl1B119.63 (14)C5E—C6E—C1E121.00 (16)
C6B—C5B—C4B118.71 (16)C5E—C6E—H6E119.5
C6B—C5B—H5B120.6C1E—C6E—H6E119.5
C4B—C5B—H5B120.6C2F—C1F—C6F118.51 (15)
C5B—C6B—C1B121.40 (16)C2F—C1F—P2122.38 (13)
C5B—C6B—H6B119.3C6F—C1F—P2118.41 (13)
C1B—C6B—H6B119.3C3F—C2F—C1F121.13 (16)
C2C—C1C—C6C118.56 (16)C3F—C2F—H2F119.4
C2C—C1C—P1123.91 (13)C1F—C2F—H2F119.4
C6C—C1C—P1117.52 (13)C4F—C3F—C2F118.83 (16)
C3C—C2C—C1C120.60 (17)C4F—C3F—H3F120.6
C3C—C2C—H2C119.7C2F—C3F—H3F120.6
C1C—C2C—H2C119.7C3F—C4F—C5F121.61 (16)
C4C—C3C—C2C119.60 (17)C3F—C4F—Cl1F118.62 (14)
C4C—C3C—H3C120.2C5F—C4F—Cl1F119.76 (14)
C2C—C3C—H3C120.2C6F—C5F—C4F118.90 (16)
C3C—C4C—C5C121.08 (17)C6F—C5F—H5F120.6
C3C—C4C—Cl1C119.40 (15)C4F—C5F—H5F120.6
C5C—C4C—Cl1C119.51 (15)C5F—C6F—C1F121.01 (16)
C4C—C5C—C6C118.95 (17)C5F—C6F—H6F119.5
C4C—C5C—H5C120.5C1F—C6F—H6F119.5
N2—Fe1—P1—C1B50.95 (8)N2—Fe1—P2—C1F161.85 (8)
N1—Fe1—P1—C1B172.53 (8)N1—Fe1—P2—C1F60.70 (8)
P2—Fe1—P1—C1B63.40 (7)P1—Fe1—P2—C1F47.03 (6)
N2—Fe1—P1—C1C177.35 (8)N2—Fe1—P2—C1E36.62 (8)
N1—Fe1—P1—C1C46.13 (8)N1—Fe1—P2—C1E174.07 (8)
P2—Fe1—P1—C1C63.01 (7)P1—Fe1—P2—C1E78.20 (6)
N2—Fe1—P1—C1A65.99 (8)N2—Fe1—P2—C1D78.31 (8)
N1—Fe1—P1—C1A70.53 (8)N1—Fe1—P2—C1D59.14 (8)
P2—Fe1—P1—C1A179.66 (6)P1—Fe1—P2—C1D166.87 (6)
C1B—P1—C1A—C6A99.51 (14)C1F—P2—C1D—C2D7.28 (17)
C1C—P1—C1A—C6A152.44 (13)C1E—P2—C1D—C2D100.22 (15)
Fe1—P1—C1A—C6A27.00 (15)Fe1—P2—C1D—C2D131.37 (14)
C1B—P1—C1A—C2A77.33 (15)C1F—P2—C1D—C6D177.80 (12)
C1C—P1—C1A—C2A30.73 (16)C1E—P2—C1D—C6D74.70 (14)
Fe1—P1—C1A—C2A156.16 (12)Fe1—P2—C1D—C6D53.71 (14)
C6A—C1A—C2A—C3A0.7 (3)C6D—C1D—C2D—C3D0.4 (3)
P1—C1A—C2A—C3A176.11 (13)P2—C1D—C2D—C3D174.39 (13)
C1A—C2A—C3A—C4A0.7 (3)C1D—C2D—C3D—C4D0.6 (3)
C2A—C3A—C4A—C5A1.5 (3)C2D—C3D—C4D—C5D0.7 (3)
C2A—C3A—C4A—Cl1A178.34 (13)C2D—C3D—C4D—Cl1D178.72 (13)
C3A—C4A—C5A—C6A0.9 (3)C3D—C4D—C5D—C6D0.3 (3)
Cl1A—C4A—C5A—C6A178.98 (13)Cl1D—C4D—C5D—C6D179.70 (13)
C4A—C5A—C6A—C1A0.6 (3)C4D—C5D—C6D—C1D1.3 (3)
C2A—C1A—C6A—C5A1.4 (2)C2D—C1D—C6D—C5D1.4 (2)
P1—C1A—C6A—C5A175.54 (13)P2—C1D—C6D—C5D173.83 (13)
C1C—P1—C1B—C6B69.90 (15)C1F—P2—C1E—C2E126.39 (14)
C1A—P1—C1B—C6B175.73 (13)C1D—P2—C1E—C2E124.70 (14)
Fe1—P1—C1B—C6B62.15 (14)Fe1—P2—C1E—C2E2.92 (16)
C1C—P1—C1B—C2B113.22 (15)C1F—P2—C1E—C6E55.50 (15)
C1A—P1—C1B—C2B7.39 (16)C1D—P2—C1E—C6E53.40 (14)
Fe1—P1—C1B—C2B114.73 (13)Fe1—P2—C1E—C6E175.18 (11)
C6B—C1B—C2B—C3B1.1 (3)C6E—C1E—C2E—C3E0.3 (2)
P1—C1B—C2B—C3B177.96 (14)P2—C1E—C2E—C3E178.42 (13)
C1B—C2B—C3B—C4B0.6 (3)C1E—C2E—C3E—C4E0.4 (2)
C2B—C3B—C4B—C5B1.7 (3)C2E—C3E—C4E—C5E0.3 (3)
C2B—C3B—C4B—Cl1B177.93 (14)C2E—C3E—C4E—Cl1E179.48 (13)
C3B—C4B—C5B—C6B1.2 (3)C3E—C4E—C5E—C6E0.6 (3)
Cl1B—C4B—C5B—C6B178.48 (13)Cl1E—C4E—C5E—C6E179.69 (13)
C4B—C5B—C6B—C1B0.5 (3)C4E—C5E—C6E—C1E1.3 (2)
C2B—C1B—C6B—C5B1.6 (2)C2E—C1E—C6E—C5E1.2 (2)
P1—C1B—C6B—C5B178.62 (13)P2—C1E—C6E—C5E179.31 (13)
C1B—P1—C1C—C2C10.70 (17)C1E—P2—C1F—C2F19.21 (16)
C1A—P1—C1C—C2C116.27 (15)C1D—P2—C1F—C2F122.22 (14)
Fe1—P1—C1C—C2C121.97 (14)Fe1—P2—C1F—C2F114.65 (13)
C1B—P1—C1C—C6C169.53 (13)C1E—P2—C1F—C6F170.49 (13)
C1A—P1—C1C—C6C63.97 (15)C1D—P2—C1F—C6F67.48 (15)
Fe1—P1—C1C—C6C57.80 (15)Fe1—P2—C1F—C6F55.65 (14)
C6C—C1C—C2C—C3C0.2 (3)C6F—C1F—C2F—C3F1.1 (2)
P1—C1C—C2C—C3C179.96 (14)P2—C1F—C2F—C3F169.24 (13)
C1C—C2C—C3C—C4C1.4 (3)C1F—C2F—C3F—C4F1.2 (3)
C2C—C3C—C4C—C5C1.4 (3)C2F—C3F—C4F—C5F0.1 (3)
C2C—C3C—C4C—Cl1C177.41 (14)C2F—C3F—C4F—Cl1F179.12 (13)
C3C—C4C—C5C—C6C0.2 (3)C3F—C4F—C5F—C6F1.1 (3)
Cl1C—C4C—C5C—C6C179.01 (15)Cl1F—C4F—C5F—C6F179.67 (14)
C4C—C5C—C6C—C1C1.8 (3)C4F—C5F—C6F—C1F1.2 (3)
C2C—C1C—C6C—C5C1.8 (3)C2F—C1F—C6F—C5F0.2 (3)
P1—C1C—C6C—C5C178.39 (15)P2—C1F—C6F—C5F170.88 (14)

Experimental details

Crystal data
Chemical formula[Fe(NO)2(C18H12Cl3P)2]
Mr847.06
Crystal system, space groupMonoclinic, P21/n
Temperature (K)100
a, b, c (Å)10.340 (3), 35.025 (10), 10.589 (3)
β (°) 108.399 (8)
V3)3638.9 (18)
Z4
Radiation typeMo Kα
µ (mm1)0.98
Crystal size (mm)0.38 × 0.19 × 0.04
Data collection
DiffractometerBruker APEX CCD
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 2001)
Tmin, Tmax0.702, 0.966
No. of measured, independent and
observed [I > 2σ(I)] reflections
24943, 7073, 6527
Rint0.023
(sin θ/λ)max1)0.617
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.028, 0.072, 1.00
No. of reflections7073
No. of parameters442
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.39, 0.21

Computer programs: SMART (Bruker, 2007), SAINT (Bruker, 2007), SHELXTL (Sheldrick, 2008).

 

Acknowledgements

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.

References

First citationAlbano, V. G., Araneo, A., Bellon, P. L., Ciani, G. & Manassero, M. (1974). J. Organomet. Chem. 67, 413–422.  CSD CrossRef CAS Web of Science
First citationAtkinson, 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.  CSD CrossRef Web of Science
First citationBruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
First citationEisch, J. J. & King, R. B. (1965). Metal Nitrosyl Derivatives, in Organometallic Syntheses. New York: Academic Press.
First citationLi, L., Reginato, N., Urschey, M., Stradiotto, M. & Liarakos, J. D. (2003). Can. J. Chem. 82, 468–475.  Web of Science CSD CrossRef
First citationLi Kam Wah, H., Postel, M. & Pierrot, M. (1989). Inorg. Chim. Acta, 165, 215–220.  CSD CrossRef CAS
First citationRichter-Addo, G. B. & Legzdins, P. (1992). Metal Nitrosyls. New York: Oxford University Press.
First citationSheldrick, G. M. (2001). SADABS. University of Göttingen, Germany.
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds