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

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 67| Part 3| March 2011| Page m331
doi:10.1107/S160053681100465X

Di­nitro­sylbis[tris­­(4-methyl­phen­yl)phosphane]iron

Myron W. Jones,a* Douglas R. Powella and George B. Richter-Addoa

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 7 February 2011; online 12 February 2011)

The title compound, [Fe(NO)2(C21H21P)2], 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)2L2], with L = P(C6H4-p-CH3)3. There are two crystallographically independent but chemically equal mol­ecules per asymmetric unit. The iron atom in each mol­ecule is tetra­hedrally coordinated by two phosphane ligands and two NO groups, with Fe—N—O angles in the range 173.84 (15)–179.31 (16)°.

Related literature

The starting compound, Fe(NO)2(CO)2, was prepared using a published method described by 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). In Metal Nitrosyls. New York: Oxford University Press Inc.]).

[Scheme 1]

Experimental

Crystal data

  • [Fe(NO)2(C21H21P)2]

  • Mr = 724.57

  • Triclinic, [P \overline 1]

  • a = 10.240 (2) Å

  • b = 19.409 (4) Å

  • c = 21.040 (4) Å

  • α = 114.508 (5)°

  • β = 93.158 (6)°

  • γ = 94.732 (6)°

  • V = 3773.5 (13) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 0.52 mm−1

  • T = 100 K

  • 0.34 × 0.29 × 0.29 mm
Data collection

  • Bruker APEX CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 2001[Sheldrick, G. M. (2001). SADABS. University of Göttingen, Germany.]) Tmin = 0.843, Tmax = 0.863

  • 39881 measured reflections

  • 14767 independent reflections

  • 12772 reflections with I > 2σ(I)

  • Rint = 0.025
Refinement

  • R[F2 > 2σ(F2)] = 0.035

  • wR(F2) = 0.095

  • S = 1.01

  • 14767 reflections

  • 883 parameters

  • H-atom parameters constrained

  • Δρmax = 0.47 e Å−3

  • Δρmin = −0.26 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

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053681100465X/fk2034sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S160053681100465X/fk2034Isup2.hkl

checkCIF report


Comment top

The molecular structure of the title compound is shown in Fig. 1. There are two distinct molecules per asymmetric unit of the cell. Each molecule possesses a distorted tetrahedral geometry around the iron center. The irons are bound to two nitrosyl groups via the nitrogen atoms and to two phosphine ligands via the phosphorous atoms. The Fe(NO)2 groups are in the attracto conformation where the bond angles O···Fe···O < N—Fe—N (Richter-Addo & Legzdins, 1992). The N—Fe—N bond angles for molecule 1 and molecule 2 are 129.89 (7)° and 124.29 (8)° respectively, while the interphosphine angles, P—Fe—P, are 106.00 (2)° and 105.57 (2)° respectively. The Fe—N—O bond angles range between 173.84 (15)° and 179.31 (16)°. 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

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).

Experimental top

Dark red Fe(NO)2(CO)2 (20 µL, 0.18 mmol) (Eisch & King, 1965) was added by syringe under nitrogen to a colorless toluene solution (5 ml) of P(C6H4-p-CH3)3 (0.111 g, 0.36 mmol) in a Schlenk tube. The mixture was stirred and heated to reflux under nitrogen for a period of ~3 h. A color change from light red to black/dark brown was observed within the first 30 min. The reaction was stopped when 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: 31%. IR (toluene, cm-1): νNO = 1714 s and 1670 s. 31P{1H} NMR (CDCl3): δ 58.4 (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

Phenyl H atoms were placed using known geometry with C—H = 0.95 Å. Methyl H atoms were initially located on a difference map and their positions were refined as rigid groups maintaining C—H = 0.98 Å and C—C—H angles to be equal by refining a torsion angle for each of the rigid groups. Once refinement had converged, the additional torsion angles were removed and refinement was repeated. Displacement parameters of phenyl H atoms were set to 1.2 times the isotropic equivalent for the bonded C (1.5 for methyl H atoms).

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 showing the relative orientation of the two neighboring molecules. Hydrogen atoms were omitted for clarity. The displacement ellipsoids were drawn at the 50% probability level.
Dinitrosylbis[tris(4-methylphenyl)phosphane]iron top
Crystal data top
[Fe(NO)2(C21H21P)2]Z = 4
Mr = 724.57F(000) = 1520
Triclinic, P1Dx = 1.275 Mg m−3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 10.240 (2) ÅCell parameters from 8062 reflections
b = 19.409 (4) Åθ = 2.3–28.3°
c = 21.040 (4) ŵ = 0.52 mm−1
α = 114.508 (5)°T = 100 K
β = 93.158 (6)°Prism, red
γ = 94.732 (6)°0.34 × 0.29 × 0.29 mm
V = 3773.5 (13) Å3
Data collection top
Bruker APEX CCD
diffractometer		14767 independent reflections
Radiation source: fine-focus sealed tube12772 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.025
ω scansθmax = 26.0°, θmin = 1.9°
Absorption correction: multi-scan
(SADABS; Sheldrick, 2001)		h = −12→12
Tmin = 0.843, Tmax = 0.863k = −23→23
39881 measured reflectionsl = −25→25
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)] = 0.035Hydrogen site location: geom and difmap
wR(F2) = 0.095H-atom parameters constrained
S = 1.01 w = 1/[σ2(Fo2) + (0.052P)2 + 1.6P]
where P = (Fo2 + 2Fc2)/3
14767 reflections(Δ/σ)max = 0.002
883 parametersΔρmax = 0.47 e Å−3
0 restraintsΔρmin = −0.26 e Å−3
Crystal data top
[Fe(NO)2(C21H21P)2]γ = 94.732 (6)°
Mr = 724.57V = 3773.5 (13) Å3
Triclinic, P1Z = 4
a = 10.240 (2) ÅMo Kα radiation
b = 19.409 (4) ŵ = 0.52 mm−1
c = 21.040 (4) ÅT = 100 K
α = 114.508 (5)°0.34 × 0.29 × 0.29 mm
β = 93.158 (6)°
Data collection top
Bruker APEX CCD
diffractometer		14767 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 2001)		12772 reflections with I > 2σ(I)
Tmin = 0.843, Tmax = 0.863Rint = 0.025
39881 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0350 restraints
wR(F2) = 0.095H-atom parameters constrained
S = 1.01Δρmax = 0.47 e Å−3
14767 reflectionsΔρmin = −0.26 e Å−3
883 parameters
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Fe10.39525 (2)0.721825 (14)0.379710 (13)0.01684 (7)
P110.28352 (4)0.75740 (2)0.30476 (2)0.01665 (10)
N110.52762 (15)0.78538 (9)0.40581 (8)0.0229 (3)
O110.62231 (14)0.83142 (9)0.42413 (9)0.0423 (4)
C1010.38308 (17)0.76140 (10)0.23620 (9)0.0187 (4)
C1020.50084 (18)0.72935 (11)0.22635 (10)0.0243 (4)
H1020.52860.70480.25470.029*
C1030.57844 (19)0.73288 (12)0.17537 (10)0.0296 (4)
H1030.65920.71120.16990.036*
C1040.54089 (18)0.76711 (11)0.13254 (10)0.0259 (4)
C1050.42240 (19)0.79844 (11)0.14174 (10)0.0272 (4)
H1050.39390.82160.11240.033*
C1060.34516 (18)0.79640 (11)0.19310 (10)0.0239 (4)
H1060.26540.81910.19910.029*
C1070.6249 (2)0.77143 (14)0.07718 (11)0.0379 (5)
H10A0.68960.81690.09820.057*
H10B0.56880.77440.03930.057*
H10C0.67090.72580.05810.057*
C1080.23570 (18)0.85384 (10)0.34316 (9)0.0200 (4)
C1090.3295 (2)0.91604 (10)0.35781 (10)0.0251 (4)
H1090.41530.90770.34340.030*
C1100.2992 (2)0.98989 (11)0.39310 (11)0.0340 (5)
H1100.36461.03150.40270.041*
C1110.1744 (2)1.00388 (12)0.41462 (11)0.0393 (6)
C1120.0815 (2)0.94192 (13)0.40057 (10)0.0365 (5)
H112−0.00400.95050.41540.044*
C1130.11095 (19)0.86772 (12)0.36529 (10)0.0269 (4)
H1130.04570.82620.35620.032*
C1140.1395 (3)1.08414 (14)0.45209 (15)0.0675 (10)
H10D0.04581.08510.44070.101*
H10E0.19231.11810.43700.101*
H10F0.15791.10130.50290.101*
C1150.13121 (17)0.69818 (10)0.25660 (9)0.0187 (4)
C1160.04992 (18)0.71691 (11)0.21226 (10)0.0260 (4)
H1160.07350.76210.20630.031*
C117−0.06413 (18)0.67082 (11)0.17700 (10)0.0267 (4)
H117−0.11700.68410.14620.032*
C118−0.10355 (18)0.60487 (11)0.18570 (10)0.0250 (4)
C119−0.02243 (19)0.58641 (10)0.22993 (10)0.0252 (4)
H119−0.04680.54170.23660.030*
C1200.09349 (18)0.63199 (10)0.26454 (9)0.0214 (4)
H1200.14790.61780.29410.026*
C121−0.2297 (2)0.55519 (12)0.14826 (12)0.0361 (5)
H10G−0.30370.57620.17480.054*
H10H−0.22420.50350.14450.054*
H10I−0.24320.55360.10120.054*
P120.27399 (4)0.74526 (2)0.47036 (2)0.01681 (10)
N120.38322 (14)0.62764 (9)0.34965 (8)0.0214 (3)
O120.37303 (14)0.56049 (7)0.33303 (8)0.0337 (3)
C1220.34119 (18)0.70741 (10)0.53047 (9)0.0203 (4)
C1230.47703 (19)0.71779 (12)0.54674 (10)0.0280 (4)
H1230.53210.74060.52420.034*
C1240.5331 (2)0.69512 (13)0.59559 (11)0.0352 (5)
H1240.62580.70390.60690.042*
C1250.4554 (2)0.65974 (13)0.62823 (11)0.0323 (5)
C1260.3199 (2)0.64810 (11)0.61068 (10)0.0265 (4)
H1260.26510.62310.63160.032*
C1270.26342 (18)0.67224 (10)0.56331 (9)0.0222 (4)
H1270.17040.66470.55310.027*
C1280.5146 (2)0.63598 (17)0.68217 (14)0.0505 (7)
H10J0.45220.64020.71690.076*
H10K0.59620.66920.70570.076*
H10L0.53400.58310.65900.076*
C1290.10421 (17)0.70029 (10)0.44695 (9)0.0185 (4)
C1300.07860 (18)0.62120 (10)0.42010 (9)0.0212 (4)
H1300.14890.59180.41880.025*
C131−0.04789 (18)0.58485 (11)0.39528 (10)0.0242 (4)
H131−0.06320.53090.37780.029*
C132−0.15330 (18)0.62621 (11)0.39555 (10)0.0260 (4)
C133−0.12697 (18)0.70518 (11)0.42229 (10)0.0262 (4)
H133−0.19710.73460.42320.031*
C134−0.00062 (18)0.74192 (10)0.44770 (9)0.0218 (4)
H1340.01450.79590.46580.026*
C135−0.2907 (2)0.58681 (12)0.36654 (12)0.0367 (5)
H10M−0.35440.61610.39680.055*
H10N−0.29750.53540.36490.055*
H10O−0.30940.58340.31910.055*
C1360.26292 (17)0.84432 (10)0.53071 (9)0.0185 (4)
C1370.19553 (18)0.86158 (11)0.59036 (9)0.0234 (4)
H1370.15180.82150.59880.028*
C1380.19201 (19)0.93630 (11)0.63711 (10)0.0276 (4)
H1380.14560.94690.67740.033*
C1390.25514 (18)0.99655 (11)0.62653 (10)0.0258 (4)
C1400.32166 (19)0.97939 (11)0.56705 (10)0.0246 (4)
H1400.36481.01950.55850.029*
C1410.32592 (18)0.90400 (10)0.51970 (9)0.0214 (4)
H1410.37250.89330.47940.026*
C1420.2541 (2)1.07824 (12)0.67967 (11)0.0372 (5)
H10P0.17011.08370.70040.056*
H10Q0.26521.11240.65630.056*
H10R0.32651.09140.71670.056*
Fe20.20249 (2)0.726480 (14)0.861160 (13)0.01703 (7)
P210.07337 (4)0.78326 (2)0.81153 (2)0.01688 (10)
N210.19663 (14)0.63819 (9)0.80051 (8)0.0217 (3)
O210.19345 (15)0.57497 (8)0.75630 (8)0.0366 (4)
C201−0.05695 (17)0.83832 (10)0.85539 (9)0.0196 (4)
C202−0.03062 (19)0.88754 (10)0.92638 (10)0.0224 (4)
H2020.05500.89360.94920.027*
C203−0.1274 (2)0.92766 (10)0.96401 (10)0.0267 (4)
H203−0.10750.96071.01240.032*
C204−0.25337 (19)0.92016 (11)0.93188 (11)0.0294 (4)
C205−0.27994 (19)0.87105 (11)0.86129 (11)0.0296 (4)
H205−0.36560.86510.83860.036*
C206−0.18345 (18)0.83046 (11)0.82327 (10)0.0245 (4)
H206−0.20380.79710.77500.029*
C207−0.3572 (2)0.96526 (12)0.97353 (13)0.0422 (6)
H2OA−0.38940.94241.00420.063*
H20B−0.43050.96460.94130.063*
H20C−0.31891.01801.00210.063*
C208−0.01124 (17)0.71612 (10)0.72718 (9)0.0187 (4)
C209−0.07366 (18)0.64768 (10)0.72364 (10)0.0230 (4)
H209−0.06900.63740.76410.028*
C210−0.14236 (18)0.59459 (11)0.66173 (10)0.0261 (4)
H210−0.18480.54850.66040.031*
C211−0.15029 (18)0.60753 (11)0.60152 (10)0.0264 (4)
C212−0.08842 (19)0.67611 (11)0.60524 (10)0.0267 (4)
H212−0.09290.68630.56480.032*
C213−0.02019 (18)0.72984 (11)0.66754 (10)0.0231 (4)
H2130.02070.77640.66920.028*
C214−0.2240 (2)0.54858 (13)0.53420 (11)0.0407 (5)
H20D−0.27040.57420.50980.061*
H20E−0.28780.51550.54500.061*
H20F−0.16150.51780.50410.061*
C2150.18434 (17)0.84965 (10)0.79286 (9)0.0199 (4)
C2160.1841 (2)0.92808 (11)0.82258 (10)0.0267 (4)
H2160.11470.95030.84950.032*
C2170.2857 (2)0.97461 (12)0.81311 (11)0.0341 (5)
H2170.28551.02840.83470.041*
C2180.3865 (2)0.94394 (12)0.77295 (11)0.0329 (5)
C2190.38517 (19)0.86522 (12)0.74230 (10)0.0286 (4)
H2190.45250.84300.71370.034*
C2200.28759 (18)0.81904 (11)0.75285 (10)0.0245 (4)
H2200.29020.76540.73270.029*
C2210.4951 (2)0.99342 (15)0.76049 (14)0.0492 (6)
H20G0.58070.97820.76940.074*
H20H0.49151.04700.79230.074*
H20I0.48340.98710.71180.074*
P220.09066 (4)0.71480 (3)0.94568 (2)0.01739 (10)
N220.34007 (15)0.78364 (9)0.89869 (8)0.0247 (3)
O220.44468 (15)0.81869 (9)0.92377 (10)0.0486 (4)
C2220.16869 (17)0.65324 (10)0.97918 (9)0.0192 (4)
C2230.30279 (17)0.64885 (10)0.97346 (9)0.0207 (4)
H2230.34740.67200.94760.025*
C2240.37193 (18)0.61113 (10)1.00497 (10)0.0227 (4)
H2240.46340.60881.00040.027*
C2250.31008 (19)0.57673 (10)1.04306 (10)0.0244 (4)
C2260.1750 (2)0.57987 (12)1.04768 (11)0.0305 (5)
H2260.13030.55581.07280.037*
C2270.10521 (19)0.61749 (11)1.01627 (10)0.0274 (4)
H2270.01340.61901.02000.033*
C2280.3873 (2)0.53776 (12)1.07865 (11)0.0337 (5)
H20J0.38260.56321.12950.051*
H20K0.47940.54041.06860.051*
H20L0.35010.48431.06110.051*
C2290.08260 (17)0.79809 (10)1.02850 (9)0.0197 (4)
C2300.17595 (18)0.86123 (10)1.04769 (10)0.0224 (4)
H2300.23800.86231.01610.027*
C2310.17944 (19)0.92279 (11)1.11262 (10)0.0256 (4)
H2310.24420.96541.12480.031*
C2320.09016 (19)0.92330 (11)1.16006 (10)0.0262 (4)
C233−0.0038 (2)0.86033 (12)1.14066 (10)0.0282 (4)
H233−0.06630.85971.17220.034*
C234−0.00769 (19)0.79843 (11)1.07609 (10)0.0247 (4)
H234−0.07230.75591.06410.030*
C2350.0974 (2)0.98930 (13)1.23171 (11)0.0366 (5)
H20M0.00890.99471.24740.055*
H20N0.13291.03631.22890.055*
H20O0.15490.97961.26510.055*
C236−0.07859 (17)0.67165 (10)0.91595 (9)0.0189 (4)
C237−0.10360 (18)0.59358 (10)0.87334 (10)0.0221 (4)
H237−0.03390.56260.86660.027*
C238−0.22833 (18)0.56068 (11)0.84085 (10)0.0231 (4)
H238−0.24270.50750.81160.028*
C239−0.33384 (17)0.60460 (11)0.85051 (9)0.0217 (4)
C240−0.30823 (18)0.68238 (11)0.89178 (10)0.0227 (4)
H240−0.37790.71340.89820.027*
C241−0.18260 (17)0.71601 (10)0.92405 (9)0.0211 (4)
H241−0.16750.76950.95180.025*
C242−0.47141 (18)0.56809 (12)0.81872 (10)0.0277 (4)
H20P−0.50910.54240.84610.042*
H20Q−0.46850.53080.77020.042*
H20R−0.52610.60740.81920.042*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Fe10.01472 (13)0.01709 (13)0.01718 (13)0.00358 (10)0.00093 (9)0.00549 (10)
P110.0145 (2)0.0170 (2)0.0172 (2)0.00310 (17)0.00163 (17)0.00579 (18)
N110.0184 (8)0.0240 (8)0.0253 (8)0.0039 (6)−0.0006 (6)0.0094 (7)
O110.0236 (8)0.0363 (9)0.0614 (11)−0.0091 (7)−0.0071 (7)0.0188 (8)
C1010.0159 (8)0.0178 (9)0.0177 (8)0.0002 (7)0.0020 (7)0.0030 (7)
C1020.0231 (10)0.0258 (10)0.0245 (10)0.0072 (8)0.0043 (8)0.0100 (8)
C1030.0206 (10)0.0356 (11)0.0297 (11)0.0088 (8)0.0081 (8)0.0091 (9)
C1040.0221 (10)0.0282 (10)0.0197 (9)−0.0035 (8)0.0035 (7)0.0036 (8)
C1050.0248 (10)0.0333 (11)0.0235 (10)0.0012 (8)0.0026 (8)0.0123 (8)
C1060.0193 (9)0.0298 (10)0.0235 (9)0.0059 (8)0.0041 (7)0.0113 (8)
C1070.0297 (11)0.0493 (14)0.0320 (11)0.0007 (10)0.0116 (9)0.0142 (10)
C1080.0239 (9)0.0213 (9)0.0142 (8)0.0079 (7)0.0008 (7)0.0060 (7)
C1090.0281 (10)0.0224 (10)0.0231 (9)0.0049 (8)−0.0005 (8)0.0079 (8)
C1100.0476 (13)0.0210 (10)0.0280 (11)0.0041 (9)−0.0114 (9)0.0067 (8)
C1110.0509 (14)0.0289 (11)0.0260 (11)0.0215 (10)−0.0137 (10)−0.0013 (9)
C1120.0356 (12)0.0434 (13)0.0231 (10)0.0248 (10)0.0002 (9)0.0033 (9)
C1130.0255 (10)0.0318 (11)0.0218 (9)0.0103 (8)0.0018 (8)0.0085 (8)
C1140.076 (2)0.0357 (14)0.0576 (17)0.0335 (14)−0.0298 (15)−0.0138 (12)
C1150.0154 (8)0.0198 (9)0.0180 (8)0.0030 (7)0.0031 (7)0.0048 (7)
C1160.0215 (10)0.0324 (11)0.0285 (10)0.0000 (8)−0.0004 (8)0.0181 (9)
C1170.0184 (9)0.0369 (11)0.0257 (10)0.0035 (8)−0.0026 (8)0.0147 (9)
C1180.0186 (9)0.0241 (10)0.0232 (9)0.0020 (7)0.0001 (7)0.0013 (8)
C1190.0266 (10)0.0172 (9)0.0268 (10)0.0011 (7)0.0010 (8)0.0049 (8)
C1200.0214 (9)0.0201 (9)0.0200 (9)0.0042 (7)−0.0003 (7)0.0057 (7)
C1210.0278 (11)0.0294 (11)0.0399 (12)−0.0030 (9)−0.0094 (9)0.0062 (9)
P120.0159 (2)0.0166 (2)0.0169 (2)0.00352 (17)0.00099 (17)0.00579 (18)
N120.0178 (8)0.0222 (8)0.0214 (8)0.0061 (6)0.0023 (6)0.0056 (6)
O120.0325 (8)0.0175 (7)0.0456 (9)0.0052 (6)0.0036 (7)0.0075 (6)
C1220.0228 (9)0.0187 (9)0.0191 (9)0.0061 (7)0.0019 (7)0.0068 (7)
C1230.0219 (10)0.0391 (12)0.0298 (10)0.0061 (8)0.0038 (8)0.0206 (9)
C1240.0230 (10)0.0535 (14)0.0369 (12)0.0113 (10)0.0022 (9)0.0257 (11)
C1250.0337 (11)0.0419 (12)0.0284 (11)0.0155 (9)0.0040 (9)0.0197 (10)
C1260.0311 (11)0.0267 (10)0.0247 (10)0.0067 (8)0.0069 (8)0.0128 (8)
C1270.0222 (9)0.0225 (9)0.0205 (9)0.0040 (7)0.0021 (7)0.0073 (8)
C1280.0413 (14)0.083 (2)0.0514 (15)0.0225 (13)0.0079 (11)0.0486 (15)
C1290.0169 (9)0.0206 (9)0.0172 (8)0.0032 (7)0.0028 (7)0.0068 (7)
C1300.0191 (9)0.0218 (9)0.0229 (9)0.0069 (7)0.0026 (7)0.0087 (8)
C1310.0239 (10)0.0200 (9)0.0239 (9)0.0014 (7)0.0014 (8)0.0046 (8)
C1320.0192 (9)0.0279 (10)0.0244 (10)0.0031 (8)0.0003 (7)0.0049 (8)
C1330.0182 (9)0.0287 (10)0.0282 (10)0.0089 (8)−0.0002 (8)0.0076 (8)
C1340.0232 (9)0.0190 (9)0.0207 (9)0.0058 (7)0.0016 (7)0.0054 (7)
C1350.0212 (10)0.0334 (12)0.0433 (13)0.0006 (9)−0.0037 (9)0.0054 (10)
C1360.0164 (8)0.0191 (9)0.0173 (8)0.0046 (7)−0.0013 (7)0.0049 (7)
C1370.0231 (10)0.0237 (10)0.0213 (9)0.0024 (7)0.0023 (7)0.0075 (8)
C1380.0255 (10)0.0309 (11)0.0194 (9)0.0043 (8)0.0042 (8)0.0031 (8)
C1390.0229 (10)0.0233 (10)0.0227 (9)0.0048 (8)−0.0031 (8)0.0017 (8)
C1400.0258 (10)0.0203 (9)0.0246 (10)0.0002 (7)−0.0030 (8)0.0076 (8)
C1410.0225 (9)0.0219 (9)0.0170 (9)0.0035 (7)0.0005 (7)0.0054 (7)
C1420.0373 (12)0.0256 (11)0.0342 (12)0.0048 (9)0.0022 (9)−0.0019 (9)
Fe20.01515 (13)0.01775 (13)0.01839 (13)0.00327 (10)0.00339 (10)0.00735 (10)
P210.0166 (2)0.0161 (2)0.0176 (2)0.00260 (17)0.00314 (17)0.00653 (18)
N210.0187 (8)0.0225 (8)0.0254 (8)0.0051 (6)0.0041 (6)0.0108 (7)
O210.0392 (9)0.0199 (7)0.0389 (8)0.0069 (6)0.0010 (7)0.0004 (6)
C2010.0201 (9)0.0175 (9)0.0241 (9)0.0033 (7)0.0065 (7)0.0107 (7)
C2020.0248 (10)0.0186 (9)0.0242 (9)0.0035 (7)0.0036 (7)0.0092 (8)
C2030.0320 (11)0.0187 (9)0.0275 (10)0.0030 (8)0.0101 (8)0.0071 (8)
C2040.0262 (10)0.0190 (9)0.0419 (12)0.0051 (8)0.0146 (9)0.0099 (9)
C2050.0187 (10)0.0265 (10)0.0430 (12)0.0047 (8)0.0056 (8)0.0132 (9)
C2060.0221 (10)0.0235 (10)0.0270 (10)0.0039 (8)0.0035 (8)0.0095 (8)
C2070.0299 (12)0.0288 (11)0.0598 (15)0.0077 (9)0.0216 (11)0.0079 (11)
C2080.0154 (8)0.0184 (9)0.0197 (9)0.0036 (7)0.0029 (7)0.0049 (7)
C2090.0223 (9)0.0224 (9)0.0246 (9)0.0044 (7)0.0017 (7)0.0099 (8)
C2100.0232 (10)0.0199 (9)0.0322 (10)0.0019 (7)0.0008 (8)0.0084 (8)
C2110.0217 (10)0.0269 (10)0.0238 (10)0.0029 (8)0.0004 (8)0.0043 (8)
C2120.0255 (10)0.0332 (11)0.0206 (9)0.0022 (8)0.0025 (8)0.0108 (8)
C2130.0214 (9)0.0231 (9)0.0250 (9)0.0004 (7)0.0038 (7)0.0104 (8)
C2140.0450 (14)0.0353 (12)0.0289 (11)−0.0050 (10)−0.0072 (10)0.0041 (10)
C2150.0198 (9)0.0215 (9)0.0189 (9)−0.0006 (7)0.0001 (7)0.0097 (7)
C2160.0342 (11)0.0234 (10)0.0218 (9)0.0031 (8)0.0036 (8)0.0087 (8)
C2170.0476 (13)0.0205 (10)0.0307 (11)−0.0071 (9)−0.0012 (10)0.0098 (9)
C2180.0303 (11)0.0382 (12)0.0308 (11)−0.0124 (9)−0.0062 (9)0.0192 (10)
C2190.0219 (10)0.0405 (12)0.0275 (10)0.0012 (8)0.0022 (8)0.0190 (9)
C2200.0244 (10)0.0249 (10)0.0253 (10)0.0033 (8)0.0035 (8)0.0114 (8)
C2210.0409 (14)0.0538 (15)0.0561 (16)−0.0189 (12)−0.0036 (12)0.0317 (13)
P220.0158 (2)0.0186 (2)0.0188 (2)0.00351 (17)0.00334 (17)0.00850 (18)
N220.0202 (8)0.0242 (8)0.0302 (9)0.0030 (7)0.0046 (7)0.0117 (7)
O220.0238 (8)0.0433 (10)0.0653 (11)−0.0094 (7)0.0005 (8)0.0124 (9)
C2220.0207 (9)0.0175 (9)0.0186 (9)0.0038 (7)0.0016 (7)0.0065 (7)
C2230.0204 (9)0.0183 (9)0.0228 (9)0.0016 (7)0.0025 (7)0.0080 (7)
C2240.0185 (9)0.0212 (9)0.0253 (9)0.0026 (7)−0.0001 (7)0.0070 (8)
C2250.0285 (10)0.0213 (9)0.0232 (9)0.0041 (8)−0.0006 (8)0.0092 (8)
C2260.0328 (11)0.0348 (11)0.0355 (11)0.0083 (9)0.0095 (9)0.0248 (10)
C2270.0217 (10)0.0325 (11)0.0344 (11)0.0063 (8)0.0073 (8)0.0193 (9)
C2280.0348 (12)0.0356 (12)0.0376 (12)0.0076 (9)0.0021 (9)0.0218 (10)
C2290.0197 (9)0.0225 (9)0.0190 (9)0.0075 (7)0.0021 (7)0.0099 (7)
C2300.0210 (9)0.0253 (10)0.0224 (9)0.0051 (7)0.0027 (7)0.0109 (8)
C2310.0241 (10)0.0254 (10)0.0245 (10)0.0020 (8)−0.0040 (8)0.0089 (8)
C2320.0287 (10)0.0299 (10)0.0189 (9)0.0123 (8)0.0002 (8)0.0078 (8)
C2330.0292 (11)0.0362 (11)0.0226 (10)0.0119 (9)0.0083 (8)0.0137 (9)
C2340.0250 (10)0.0273 (10)0.0236 (9)0.0054 (8)0.0048 (8)0.0118 (8)
C2350.0402 (13)0.0377 (12)0.0244 (10)0.0127 (10)0.0035 (9)0.0042 (9)
C2360.0170 (9)0.0235 (9)0.0195 (9)0.0028 (7)0.0045 (7)0.0118 (7)
C2370.0183 (9)0.0241 (9)0.0263 (10)0.0058 (7)0.0054 (7)0.0120 (8)
C2380.0230 (9)0.0218 (9)0.0239 (9)0.0003 (7)0.0034 (7)0.0092 (8)
C2390.0185 (9)0.0303 (10)0.0198 (9)0.0020 (7)0.0024 (7)0.0141 (8)
C2400.0186 (9)0.0300 (10)0.0250 (9)0.0073 (7)0.0056 (7)0.0160 (8)
C2410.0217 (9)0.0221 (9)0.0217 (9)0.0041 (7)0.0060 (7)0.0105 (8)
C2420.0206 (10)0.0366 (11)0.0271 (10)0.0009 (8)−0.0002 (8)0.0154 (9)
Geometric parameters (Å, º) top
Fe1—N111.6555 (16)Fe2—N211.6519 (16)
Fe1—N121.6590 (16)Fe2—N221.6529 (16)
Fe1—P122.2407 (6)Fe2—P222.2451 (6)
Fe1—P112.2600 (6)Fe2—P212.2574 (6)
P11—C1081.8266 (18)P21—C2081.8232 (18)
P11—C1151.8288 (18)P21—C2011.8242 (18)
P11—C1011.8352 (18)P21—C2151.8259 (18)
N11—O111.191 (2)N21—O211.190 (2)
C101—C1021.389 (3)C201—C2061.394 (3)
C101—C1061.397 (3)C201—C2021.395 (3)
C102—C1031.390 (3)C202—C2031.385 (3)
C102—H1020.9500C202—H2020.9500
C103—C1041.379 (3)C203—C2041.390 (3)
C103—H1030.9500C203—H2030.9500
C104—C1051.389 (3)C204—C2051.388 (3)
C104—C1071.511 (3)C204—C2071.511 (3)
C105—C1061.385 (3)C205—C2061.389 (3)
C105—H1050.9500C205—H2050.9500
C106—H1060.9500C206—H2060.9500
C107—H10A0.9800C207—H2OA0.9799
C107—H10B0.9798C207—H20B0.9800
C107—H10C0.9801C207—H20C0.9800
C108—C1131.393 (3)C208—C2131.386 (3)
C108—C1091.394 (3)C208—C2091.397 (3)
C109—C1101.385 (3)C209—C2101.385 (3)
C109—H1090.9500C209—H2090.9500
C110—C1111.390 (3)C210—C2111.390 (3)
C110—H1100.9500C210—H2100.9500
C111—C1121.387 (3)C211—C2121.396 (3)
C111—C1141.510 (3)C211—C2141.510 (3)
C112—C1131.388 (3)C212—C2131.392 (3)
C112—H1120.9500C212—H2120.9500
C113—H1130.9500C213—H2130.9500
C114—H10D0.9800C214—H20D0.9798
C114—H10E0.9800C214—H20E0.9801
C114—H10F0.9798C214—H20F0.9800
C115—C1201.390 (3)C215—C2161.385 (3)
C115—C1161.393 (3)C215—C2201.402 (3)
C116—C1171.377 (3)C216—C2171.398 (3)
C116—H1160.9500C216—H2160.9500
C117—C1181.397 (3)C217—C2181.384 (3)
C117—H1170.9500C217—H2170.9500
C118—C1191.387 (3)C218—C2191.389 (3)
C118—C1211.507 (3)C218—C2211.514 (3)
C119—C1201.385 (3)C219—C2201.376 (3)
C119—H1190.9500C219—H2190.9500
C120—H1200.9500C220—H2200.9500
C121—H10G0.9800C221—H20G0.9801
C121—H10H0.9799C221—H20H0.9800
C121—H10I0.9800C221—H20I0.9802
P12—C1291.8237 (18)P22—C2361.8174 (18)
P12—C1361.8298 (18)P22—C2291.8323 (18)
P12—C1221.8361 (18)P22—C2221.8323 (18)
N12—O121.195 (2)N22—O221.187 (2)
C122—C1231.392 (3)C222—C2231.392 (3)
C122—C1271.393 (3)C222—C2271.394 (3)
C123—C1241.390 (3)C223—C2241.383 (3)
C123—H1230.9500C223—H2230.9500
C124—C1251.392 (3)C224—C2251.385 (3)
C124—H1240.9500C224—H2240.9500
C125—C1261.391 (3)C225—C2261.397 (3)
C125—C1281.508 (3)C225—C2281.504 (3)
C126—C1271.384 (3)C226—C2271.384 (3)
C126—H1260.9500C226—H2260.9500
C127—H1270.9500C227—H2270.9500
C128—H10J0.9801C228—H20J0.9801
C128—H10K0.9799C228—H20K0.9800
C128—H10L0.9800C228—H20L0.9800
C129—C1341.393 (2)C229—C2301.390 (3)
C129—C1301.394 (2)C229—C2341.398 (3)
C130—C1311.385 (3)C230—C2311.389 (3)
C130—H1300.9500C230—H2300.9500
C131—C1321.396 (3)C231—C2321.388 (3)
C131—H1310.9500C231—H2310.9500
C132—C1331.392 (3)C232—C2331.391 (3)
C132—C1351.509 (3)C232—C2351.513 (3)
C133—C1341.387 (3)C233—C2341.386 (3)
C133—H1330.9500C233—H2330.9500
C134—H1340.9500C234—H2340.9500
C135—H10M0.9800C235—H20M0.9800
C135—H10N0.9800C235—H20N0.9800
C135—H10O0.9798C235—H20O0.9799
C136—C1411.388 (3)C236—C2371.396 (3)
C136—C1371.396 (3)C236—C2411.398 (2)
C137—C1381.379 (3)C237—C2381.383 (3)
C137—H1370.9500C237—H2370.9500
C138—C1391.394 (3)C238—C2391.403 (3)
C138—H1380.9500C238—H2380.9500
C139—C1401.388 (3)C239—C2401.387 (3)
C139—C1421.516 (3)C239—C2421.507 (3)
C140—C1411.393 (3)C240—C2411.393 (3)
C140—H1400.9500C240—H2400.9500
C141—H1410.9500C241—H2410.9500
C142—H10P0.9800C242—H20P0.9800
C142—H10Q0.9800C242—H20Q0.9800
C142—H10R0.9800C242—H20R0.9799
N11—Fe1—N12129.89 (7)N21—Fe2—N22124.29 (8)
N11—Fe1—P12108.61 (6)N21—Fe2—P22104.14 (6)
N12—Fe1—P1298.23 (5)N22—Fe2—P22108.24 (6)
N11—Fe1—P11101.15 (6)N21—Fe2—P21104.17 (6)
N12—Fe1—P11111.19 (5)N22—Fe2—P21108.98 (6)
P12—Fe1—P11106.00 (2)P22—Fe2—P21105.57 (2)
C108—P11—C115103.82 (8)C208—P21—C201102.89 (8)
C108—P11—C101101.42 (8)C208—P21—C215106.11 (8)
C115—P11—C101104.38 (8)C201—P21—C215105.07 (8)
C108—P11—Fe1115.61 (6)C208—P21—Fe2112.38 (6)
C115—P11—Fe1117.49 (6)C201—P21—Fe2123.08 (6)
C101—P11—Fe1112.28 (6)C215—P21—Fe2106.05 (6)
O11—N11—Fe1179.31 (16)O21—N21—Fe2179.10 (16)
C102—C101—C106117.99 (16)C206—C201—C202118.24 (17)
C102—C101—P11119.80 (14)C206—C201—P21123.77 (14)
C106—C101—P11122.21 (13)C202—C201—P21117.86 (14)
C101—C102—C103120.56 (18)C203—C202—C201120.95 (18)
C101—C102—H102119.7C203—C202—H202119.5
C103—C102—H102119.7C201—C202—H202119.5
C104—C103—C102121.55 (18)C202—C203—C204120.81 (18)
C104—C103—H103119.2C202—C203—H203119.6
C102—C103—H103119.2C204—C203—H203119.6
C103—C104—C105118.00 (17)C205—C204—C203118.35 (18)
C103—C104—C107121.88 (19)C205—C204—C207121.6 (2)
C105—C104—C107120.12 (19)C203—C204—C207120.06 (19)
C106—C105—C104121.03 (18)C204—C205—C206121.15 (19)
C106—C105—H105119.5C204—C205—H205119.4
C104—C105—H105119.5C206—C205—H205119.4
C105—C106—C101120.86 (17)C205—C206—C201120.49 (18)
C105—C106—H106119.6C205—C206—H206119.8
C101—C106—H106119.6C201—C206—H206119.8
C104—C107—H10A109.5C204—C207—H2OA109.5
C104—C107—H10B109.5C204—C207—H20B109.5
H10A—C107—H10B109.5H2OA—C207—H20B109.5
C104—C107—H10C109.5C204—C207—H20C109.5
H10A—C107—H10C109.5H2OA—C207—H20C109.5
H10B—C107—H10C109.5H20B—C207—H20C109.5
C113—C108—C109118.39 (17)C213—C208—C209118.54 (16)
C113—C108—P11121.57 (15)C213—C208—P21124.11 (14)
C109—C108—P11119.68 (14)C209—C208—P21117.32 (14)
C110—C109—C108120.86 (19)C210—C209—C208120.63 (18)
C110—C109—H109119.6C210—C209—H209119.7
C108—C109—H109119.6C208—C209—H209119.7
C109—C110—C111120.8 (2)C209—C210—C211121.13 (18)
C109—C110—H110119.6C209—C210—H210119.4
C111—C110—H110119.6C211—C210—H210119.4
C112—C111—C110118.27 (19)C210—C211—C212118.17 (17)
C112—C111—C114120.4 (2)C210—C211—C214120.45 (18)
C110—C111—C114121.4 (2)C212—C211—C214121.38 (18)
C111—C112—C113121.3 (2)C213—C212—C211120.82 (18)
C111—C112—H112119.4C213—C212—H212119.6
C113—C112—H112119.4C211—C212—H212119.6
C112—C113—C108120.4 (2)C208—C213—C212120.70 (17)
C112—C113—H113119.8C208—C213—H213119.7
C108—C113—H113119.8C212—C213—H213119.7
C111—C114—H10D109.5C211—C214—H20D109.5
C111—C114—H10E109.5C211—C214—H20E109.5
H10D—C114—H10E109.5H20D—C214—H20E109.5
C111—C114—H10F109.5C211—C214—H20F109.5
H10D—C114—H10F109.5H20D—C214—H20F109.5
H10E—C114—H10F109.5H20E—C214—H20F109.5
C120—C115—C116118.13 (16)C216—C215—C220118.19 (17)
C120—C115—P11119.21 (13)C216—C215—P21124.84 (14)
C116—C115—P11122.66 (14)C220—C215—P21116.40 (14)
C117—C116—C115120.86 (18)C215—C216—C217120.13 (19)
C117—C116—H116119.6C215—C216—H216119.9
C115—C116—H116119.6C217—C216—H216119.9
C116—C117—C118121.21 (18)C218—C217—C216121.34 (19)
C116—C117—H117119.4C218—C217—H217119.3
C118—C117—H117119.4C216—C217—H217119.3
C119—C118—C117117.77 (17)C217—C218—C219118.31 (18)
C119—C118—C121120.96 (18)C217—C218—C221122.0 (2)
C117—C118—C121121.28 (18)C219—C218—C221119.7 (2)
C120—C119—C118121.14 (18)C220—C219—C218120.81 (19)
C120—C119—H119119.4C220—C219—H219119.6
C118—C119—H119119.4C218—C219—H219119.6
C119—C120—C115120.88 (17)C219—C220—C215121.18 (18)
C119—C120—H120119.6C219—C220—H220119.4
C115—C120—H120119.6C215—C220—H220119.4
C118—C121—H10G109.5C218—C221—H20G109.5
C118—C121—H10H109.5C218—C221—H20H109.5
H10G—C121—H10H109.5H20G—C221—H20H109.5
C118—C121—H10I109.5C218—C221—H20I109.5
H10G—C121—H10I109.5H20G—C221—H20I109.5
H10H—C121—H10I109.5H20H—C221—H20I109.5
C129—P12—C136105.07 (8)C236—P22—C229105.45 (8)
C129—P12—C122103.58 (8)C236—P22—C222105.88 (8)
C136—P12—C122101.37 (8)C229—P22—C22299.71 (8)
C129—P12—Fe1115.06 (6)C236—P22—Fe2113.70 (6)
C136—P12—Fe1118.82 (6)C229—P22—Fe2120.17 (6)
C122—P12—Fe1111.08 (6)C222—P22—Fe2110.27 (6)
O12—N12—Fe1175.05 (15)O22—N22—Fe2173.84 (15)
C123—C122—C127118.20 (17)C223—C222—C227118.43 (17)
C123—C122—P12118.11 (14)C223—C222—P22117.38 (13)
C127—C122—P12123.62 (14)C227—C222—P22123.83 (14)
C124—C123—C122120.77 (18)C224—C223—C222120.75 (17)
C124—C123—H123119.6C224—C223—H223119.6
C122—C123—H123119.6C222—C223—H223119.6
C123—C124—C125121.02 (19)C223—C224—C225121.15 (17)
C123—C124—H124119.5C223—C224—H224119.4
C125—C124—H124119.5C225—C224—H224119.4
C126—C125—C124117.95 (18)C224—C225—C226118.11 (17)
C126—C125—C128120.5 (2)C224—C225—C228120.54 (18)
C124—C125—C128121.6 (2)C226—C225—C228121.34 (18)
C127—C126—C125121.20 (18)C227—C226—C225121.02 (18)
C127—C126—H126119.4C227—C226—H226119.5
C125—C126—H126119.4C225—C226—H226119.5
C126—C127—C122120.83 (18)C226—C227—C222120.50 (18)
C126—C127—H127119.6C226—C227—H227119.7
C122—C127—H127119.6C222—C227—H227119.7
C125—C128—H10J109.5C225—C228—H20J109.5
C125—C128—H10K109.5C225—C228—H20K109.5
H10J—C128—H10K109.5H20J—C228—H20K109.5
C125—C128—H10L109.5C225—C228—H20L109.5
H10J—C128—H10L109.5H20J—C228—H20L109.5
H10K—C128—H10L109.5H20K—C228—H20L109.5
C134—C129—C130118.29 (16)C230—C229—C234118.28 (17)
C134—C129—P12121.71 (14)C230—C229—P22119.14 (14)
C130—C129—P12119.61 (13)C234—C229—P22122.39 (14)
C131—C130—C129120.95 (17)C231—C230—C229120.67 (18)
C131—C130—H130119.5C231—C230—H230119.7
C129—C130—H130119.5C229—C230—H230119.7
C130—C131—C132121.04 (17)C232—C231—C230121.23 (18)
C130—C131—H131119.5C232—C231—H231119.4
C132—C131—H131119.5C230—C231—H231119.4
C133—C132—C131117.70 (17)C231—C232—C233118.07 (18)
C133—C132—C135120.95 (17)C231—C232—C235121.01 (19)
C131—C132—C135121.34 (18)C233—C232—C235120.89 (18)
C134—C133—C132121.49 (17)C234—C233—C232121.15 (18)
C134—C133—H133119.3C234—C233—H233119.4
C132—C133—H133119.3C232—C233—H233119.4
C133—C134—C129120.52 (17)C233—C234—C229120.60 (18)
C133—C134—H134119.7C233—C234—H234119.7
C129—C134—H134119.7C229—C234—H234119.7
C132—C135—H10M109.5C232—C235—H20M109.5
C132—C135—H10N109.5C232—C235—H20N109.5
H10M—C135—H10N109.5H20M—C235—H20N109.5
C132—C135—H10O109.5C232—C235—H20O109.5
H10M—C135—H10O109.5H20M—C235—H20O109.5
H10N—C135—H10O109.5H20N—C235—H20O109.5
C141—C136—C137118.48 (16)C237—C236—C241118.21 (16)
C141—C136—P12120.68 (13)C237—C236—P22119.27 (13)
C137—C136—P12120.79 (14)C241—C236—P22121.57 (14)
C138—C137—C136120.50 (18)C238—C237—C236121.00 (17)
C138—C137—H137119.7C238—C237—H237119.5
C136—C137—H137119.7C236—C237—H237119.5
C137—C138—C139121.40 (18)C237—C238—C239120.98 (17)
C137—C138—H138119.3C237—C238—H238119.5
C139—C138—H138119.3C239—C238—H238119.5
C140—C139—C138118.09 (17)C240—C239—C238117.90 (17)
C140—C139—C142121.17 (19)C240—C239—C242121.04 (17)
C138—C139—C142120.72 (18)C238—C239—C242121.04 (17)
C139—C140—C141120.80 (18)C239—C240—C241121.39 (17)
C139—C140—H140119.6C239—C240—H240119.3
C141—C140—H140119.6C241—C240—H240119.3
C136—C141—C140120.72 (17)C240—C241—C236120.48 (17)
C136—C141—H141119.6C240—C241—H241119.8
C140—C141—H141119.6C236—C241—H241119.8
C139—C142—H10P109.5C239—C242—H20P109.5
C139—C142—H10Q109.5C239—C242—H20Q109.5
H10P—C142—H10Q109.5H20P—C242—H20Q109.5
C139—C142—H10R109.5C239—C242—H20R109.5
H10P—C142—H10R109.5H20P—C242—H20R109.5
H10Q—C142—H10R109.5H20Q—C242—H20R109.5
N11—Fe1—P11—C108−61.00 (9)N22—Fe2—P21—C208140.90 (8)
N12—Fe1—P11—C108157.97 (9)P22—Fe2—P21—C208−103.03 (6)
P12—Fe1—P11—C10852.26 (7)N21—Fe2—P21—C201130.16 (9)
N11—Fe1—P11—C115175.76 (8)N22—Fe2—P21—C201−95.31 (9)
N12—Fe1—P11—C11534.73 (9)P22—Fe2—P21—C20120.77 (7)
P12—Fe1—P11—C115−70.98 (7)N21—Fe2—P21—C215−109.16 (8)
N11—Fe1—P11—C10154.71 (8)N22—Fe2—P21—C21525.38 (8)
N12—Fe1—P11—C101−86.32 (8)P22—Fe2—P21—C215141.45 (6)
P12—Fe1—P11—C101167.97 (6)N22—Fe2—N21—O21−53 (11)
N12—Fe1—N11—O11130 (19)P22—Fe2—N21—O21−178 (100)
P12—Fe1—N11—O11−112 (19)P21—Fe2—N21—O2172 (11)
C108—P11—C101—C102136.85 (15)C208—P21—C201—C206−5.77 (17)
C115—P11—C101—C102−115.49 (15)C215—P21—C201—C206105.11 (16)
Fe1—P11—C101—C10212.83 (16)Fe2—P21—C201—C206−133.75 (14)
C108—P11—C101—C106−42.70 (16)C208—P21—C201—C202170.03 (14)
C115—P11—C101—C10664.96 (16)C215—P21—C201—C202−79.08 (15)
Fe1—P11—C101—C106−166.71 (13)Fe2—P21—C201—C20242.06 (16)
C106—C101—C102—C1030.5 (3)C206—C201—C202—C203−0.1 (3)
P11—C101—C102—C103−179.03 (15)P21—C201—C202—C203−176.12 (14)
C101—C102—C103—C104−0.9 (3)C201—C202—C203—C204−0.3 (3)
C102—C103—C104—C1050.1 (3)C202—C203—C204—C2050.5 (3)
C102—C103—C104—C107179.78 (18)C202—C203—C204—C207−179.12 (18)
C103—C104—C105—C1060.9 (3)C203—C204—C205—C206−0.3 (3)
C107—C104—C105—C106−178.73 (18)C207—C204—C205—C206179.30 (19)
C104—C105—C106—C101−1.3 (3)C204—C205—C206—C201−0.1 (3)
C102—C101—C106—C1050.5 (3)C202—C201—C206—C2050.3 (3)
P11—C101—C106—C105−179.94 (14)P21—C201—C206—C205176.06 (15)
C115—P11—C108—C11333.99 (17)C201—P21—C208—C21390.85 (16)
C101—P11—C108—C113142.08 (15)C215—P21—C208—C213−19.25 (18)
Fe1—P11—C108—C113−96.19 (15)Fe2—P21—C208—C213−134.73 (14)
C115—P11—C108—C109−152.98 (14)C201—P21—C208—C209−87.29 (15)
C101—P11—C108—C109−44.89 (16)C215—P21—C208—C209162.61 (14)
Fe1—P11—C108—C10976.84 (15)Fe2—P21—C208—C20947.13 (15)
C113—C108—C109—C110−0.4 (3)C213—C208—C209—C2100.3 (3)
P11—C108—C109—C110−173.66 (15)P21—C208—C209—C210178.59 (14)
C108—C109—C110—C111−0.2 (3)C208—C209—C210—C2110.5 (3)
C109—C110—C111—C1120.8 (3)C209—C210—C211—C212−0.8 (3)
C109—C110—C111—C114−179.0 (2)C209—C210—C211—C214179.14 (19)
C110—C111—C112—C113−0.7 (3)C210—C211—C212—C2130.3 (3)
C114—C111—C112—C113179.0 (2)C214—C211—C212—C213−179.66 (19)
C111—C112—C113—C1080.1 (3)C209—C208—C213—C212−0.9 (3)
C109—C108—C113—C1120.5 (3)P21—C208—C213—C212−178.98 (14)
P11—C108—C113—C112173.58 (15)C211—C212—C213—C2080.6 (3)
C108—P11—C115—C120−132.53 (14)C208—P21—C215—C216123.32 (16)
C101—P11—C115—C120121.59 (15)C201—P21—C215—C21614.76 (18)
Fe1—P11—C115—C120−3.49 (16)Fe2—P21—C215—C216−116.98 (16)
C108—P11—C115—C11646.96 (17)C208—P21—C215—C220−65.58 (16)
C101—P11—C115—C116−58.92 (17)C201—P21—C215—C220−174.14 (14)
Fe1—P11—C115—C116176.00 (13)Fe2—P21—C215—C22054.13 (15)
C120—C115—C116—C117−0.4 (3)C220—C215—C216—C217−0.8 (3)
P11—C115—C116—C117−179.90 (15)P21—C215—C216—C217170.19 (15)
C115—C116—C117—C1181.5 (3)C215—C216—C217—C2181.5 (3)
C116—C117—C118—C119−1.4 (3)C216—C217—C218—C219−0.4 (3)
C116—C117—C118—C121178.78 (19)C216—C217—C218—C221178.2 (2)
C117—C118—C119—C1200.3 (3)C217—C218—C219—C220−1.3 (3)
C121—C118—C119—C120−179.88 (18)C221—C218—C219—C220179.96 (19)
C118—C119—C120—C1150.8 (3)C218—C219—C220—C2152.1 (3)
C116—C115—C120—C119−0.7 (3)C216—C215—C220—C219−1.0 (3)
P11—C115—C120—C119178.82 (14)P21—C215—C220—C219−172.70 (15)
N11—Fe1—P12—C129163.18 (8)N21—Fe2—P22—C236−59.05 (8)
N12—Fe1—P12—C129−59.73 (8)N22—Fe2—P22—C236166.94 (8)
P11—Fe1—P12—C12955.19 (7)P21—Fe2—P22—C23650.36 (7)
N11—Fe1—P12—C13637.38 (9)N21—Fe2—P22—C229174.68 (8)
N12—Fe1—P12—C136174.47 (8)N22—Fe2—P22—C22940.67 (9)
P11—Fe1—P12—C136−70.61 (7)P21—Fe2—P22—C229−75.91 (7)
N11—Fe1—P12—C122−79.57 (9)N21—Fe2—P22—C22259.68 (8)
N12—Fe1—P12—C12257.52 (8)N22—Fe2—P22—C222−74.34 (9)
P11—Fe1—P12—C122172.44 (6)P21—Fe2—P22—C222169.09 (6)
N11—Fe1—N12—O1297.0 (16)N21—Fe2—N22—O22−21.2 (15)
P12—Fe1—N12—O12−25.7 (16)P22—Fe2—N22—O22101.2 (15)
P11—Fe1—N12—O12−136.5 (16)P21—Fe2—N22—O22−144.4 (15)
C129—P12—C122—C123166.66 (15)C236—P22—C222—C223149.46 (14)
C136—P12—C122—C123−84.59 (16)C229—P22—C222—C223−101.29 (15)
Fe1—P12—C122—C12342.60 (16)Fe2—P22—C222—C22326.06 (15)
C129—P12—C122—C127−16.60 (17)C236—P22—C222—C227−37.58 (18)
C136—P12—C122—C12792.15 (16)C229—P22—C222—C22771.67 (17)
Fe1—P12—C122—C127−140.65 (14)Fe2—P22—C222—C227−160.98 (15)
C127—C122—C123—C124−1.4 (3)C227—C222—C223—C224−1.2 (3)
P12—C122—C123—C124175.54 (16)P22—C222—C223—C224172.13 (14)
C122—C123—C124—C1251.6 (3)C222—C223—C224—C2250.0 (3)
C123—C124—C125—C126−0.3 (3)C223—C224—C225—C2261.2 (3)
C123—C124—C125—C128−179.0 (2)C223—C224—C225—C228−178.34 (18)
C124—C125—C126—C127−1.3 (3)C224—C225—C226—C227−1.2 (3)
C128—C125—C126—C127177.5 (2)C228—C225—C226—C227178.35 (19)
C125—C126—C127—C1221.5 (3)C225—C226—C227—C2220.0 (3)
C123—C122—C127—C126−0.2 (3)C223—C222—C227—C2261.2 (3)
P12—C122—C127—C126−176.92 (14)P22—C222—C227—C226−171.66 (16)
C136—P12—C129—C13427.42 (17)C236—P22—C229—C230−149.74 (14)
C122—P12—C129—C134133.38 (15)C222—P22—C229—C230100.68 (15)
Fe1—P12—C129—C134−105.20 (14)Fe2—P22—C229—C230−19.72 (17)
C136—P12—C129—C130−159.89 (14)C236—P22—C229—C23435.53 (17)
C122—P12—C129—C130−53.92 (16)C222—P22—C229—C234−74.06 (16)
Fe1—P12—C129—C13067.50 (15)Fe2—P22—C229—C234165.54 (13)
C134—C129—C130—C131−0.5 (3)C234—C229—C230—C2310.3 (3)
P12—C129—C130—C131−173.45 (14)P22—C229—C230—C231−174.69 (14)
C129—C130—C131—C1320.8 (3)C229—C230—C231—C232−0.2 (3)
C130—C131—C132—C133−0.7 (3)C230—C231—C232—C233−0.3 (3)
C130—C131—C132—C135178.10 (19)C230—C231—C232—C235177.86 (18)
C131—C132—C133—C1340.2 (3)C231—C232—C233—C2340.6 (3)
C135—C132—C133—C134−178.60 (19)C235—C232—C233—C234−177.55 (18)
C132—C133—C134—C1290.1 (3)C232—C233—C234—C229−0.5 (3)
C130—C129—C134—C1330.0 (3)C230—C229—C234—C2330.0 (3)
P12—C129—C134—C133172.80 (14)P22—C229—C234—C233174.83 (14)
C129—P12—C136—C141−128.97 (15)C229—P22—C236—C237−153.01 (14)
C122—P12—C136—C141123.45 (15)C222—P22—C236—C237−47.90 (16)
Fe1—P12—C136—C1411.49 (17)Fe2—P22—C236—C23773.31 (15)
C129—P12—C136—C13753.68 (16)C229—P22—C236—C24138.41 (16)
C122—P12—C136—C137−53.91 (16)C222—P22—C236—C241143.52 (15)
Fe1—P12—C136—C137−175.87 (12)Fe2—P22—C236—C241−95.27 (14)
C141—C136—C137—C1380.0 (3)C241—C236—C237—C238−1.0 (3)
P12—C136—C137—C138177.39 (14)P22—C236—C237—C238−169.96 (14)
C136—C137—C138—C139−0.1 (3)C236—C237—C238—C239−0.9 (3)
C137—C138—C139—C1400.4 (3)C237—C238—C239—C2402.1 (3)
C137—C138—C139—C142−177.94 (18)C237—C238—C239—C242−176.25 (17)
C138—C139—C140—C141−0.5 (3)C238—C239—C240—C241−1.4 (3)
C142—C139—C140—C141177.75 (18)C242—C239—C240—C241176.92 (16)
C137—C136—C141—C140−0.2 (3)C239—C240—C241—C236−0.5 (3)
P12—C136—C141—C140−177.58 (14)C237—C236—C241—C2401.7 (3)
C139—C140—C141—C1360.4 (3)P22—C236—C241—C240170.36 (13)
N21—Fe2—P21—C2086.36 (8)

Experimental details

Crystal data
Chemical formula[Fe(NO)2(C21H21P)2]
Mr724.57
Crystal system, space groupTriclinic, P1
Temperature (K)100
a, b, c (Å)10.240 (2), 19.409 (4), 21.040 (4)
α, β, γ (°)114.508 (5), 93.158 (6), 94.732 (6)
V (Å3)3773.5 (13)
Z4
Radiation typeMo Kα
µ (mm−1)0.52
Crystal size (mm)0.34 × 0.29 × 0.29
Data collection
DiffractometerBruker APEX CCD
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 2001)
Tmin, Tmax0.843, 0.863
No. of measured, independent and
observed [I > 2σ(I)] reflections		39881, 14767, 12772
Rint0.025
(sin θ/λ)max (Å−1)0.617
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.035, 0.095, 1.01
No. of reflections14767
No. of parameters883
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å−3)0.47, −0.26

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 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.

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

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ISSN: 2056-9890
Volume 67| Part 3| March 2011| Page m331
doi:10.1107/S160053681100465X
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