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

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ISSN: 2056-9890

Bis{μ-[(di­phenyl­phosphor­yl)meth­yl](phen­yl)bis­­(1H-pyrazol-1-yl)boranuido}dilithium

aInstitut für Anorganische Chemie, J. W. Goethe-Universität Frankfurt, Max-von-Laue-Strasse 7, 60438 Frankfurt/Main, Germany
*Correspondence e-mail: bolte@chemie.uni-frankfurt.de

(Received 20 May 2014; accepted 22 May 2014; online 31 May 2014)

The title compound, [Li2(C25H23BN4OP)2], features a centrosymmetric dimeric complex. The four-memberered Li2O2 ring is exactly planar due to symmetry. The Li atom is four-coordinated by two O atoms and by two N atoms of two different pyrazole rings. The dihedral angle between two pyrazole rings bonded to the same B atom is 45.66 (9)°. The B—N—N—Li—N—N metalla ring adopts a boat conformation. The crystal packing is stabilized by van der Waals inter­actions only.

Related literature

For background to scorpionates, see: Trofimenko (1993[Trofimenko, S. (1993). Chem. Rev. 93, 943-980.], 1999[Trofimenko, S. (1999). In Scorpionates - The Coordination Chemistry of Polypyrazolylborate Ligands. London: Imperial College Press.]); Bieller et al. (2006[Bieller, S., Haghiri, A., Bolte, M., Bats, J. W., Wagner, M. & Lerner, H.-W. (2006). Inorg. Chim. Acta, 359, 1559-1572.]). For related structures, see: Müller et al. (2014a[Müller, M., Bolte, M. & Lerner, H.-W. (2014a). In preparation.],b[Müller, M., Bolte, M. & Lerner, H.-W. (2014b). Private communication (deposition number CCDC-883930). CCDC, Cambridge, England.]).

[Scheme 1]

Experimental

Crystal data
  • [Li2(C25H23BN4OP)2]

  • Mr = 888.39

  • Monoclinic, P 21 /n

  • a = 10.0585 (6) Å

  • b = 16.2371 (8) Å

  • c = 14.4301 (8) Å

  • β = 98.854 (5)°

  • V = 2328.7 (2) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 0.14 mm−1

  • T = 173 K

  • 0.32 × 0.28 × 0.27 mm

Data collection
  • Stoe IPDS II two-circle diffractometer

  • Absorption correction: multi-scan (MULABS; Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]; Blessing, 1995[Blessing, R. H. (1995). Acta Cryst. A51, 33-38.]) Tmin = 0.956, Tmax = 0.962

  • 36952 measured reflections

  • 4362 independent reflections

  • 3630 reflections with I > 2σ(I)

  • Rint = 0.062

Refinement
  • R[F2 > 2σ(F2)] = 0.041

  • wR(F2) = 0.101

  • S = 1.02

  • 4362 reflections

  • 298 parameters

  • H-atom parameters constrained

  • Δρmax = 0.36 e Å−3

  • Δρmin = −0.29 e Å−3

Data collection: X-AREA (Stoe & Cie, 2001[Stoe & Cie (2001). X-AREA. Stoe & Cie, Darmstadt, Germany.]); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: XP in SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXL97 and publCIF (Westrip, 2010[Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.]).

Supporting information


Comment top

One way to alter the donor/acceptor properties of scorpionate ligands over a wider range is to replace the pyrazolyl rings by phosphorus-containing groups (Trofimenko, 1993; Trofimenko, 1999; Bieller et al., 2006). Similar to parent scorpionates these ligands provide a monoanionic, tridentate, face-capping coordination mode, but they differ from parent scorpionates with regard to the softness of their donor sets. Recently we have investigated the syntheses of the hybrid scorpionates Li(tmeda)[PhBpz2(CH2PPh2)] (I) and Li(tmeda)2[PhB(CH2PPh2)3] (II) (Müller et al., 2014a). The lithium scorpionates I and II, however, are air-sensitive. The heteroscorpionates I and II react with oxygen from the air to give the corresponding oxo-heteroscorpionates as shown in the scheme (Fig. 1). After storing solutions of I and II under ambient conditions (in the presence of oxygen from the air) crystals of the oxo-heteroscorpionates III and IV could be isolated (Müller et al., 2014b).

The title compound features a centrosymmetric dimeric complex (Fig. 2). The four-memberered Li2O2 ring is exactly planar due to the symmetry. Each Li centre is four-coordinated by two oxygen atoms and two nitrogen atoms of two different pyrazol rings. The dihedral angle between two pyrazol rings bonded to the same boron atom is 45.66 (9)°. The B—N—N—Li—N—N ring adopts a boat conformation. The crystal packing is stabilized only by van der Waals interactions (Fig. 3).

Related literature top

For background to scorpionates, see: Trofimenko (1993, 1999); Bieller et al. (2006). For related structures, see: Müller et al. (2014a,b).

Experimental top

Single crystals of the oxo-scorpionate III were grown from a thf solution of I in the presence of air oxygen at r.t.

Refinement top

H atoms were refined using a riding model, with Caromatic —H = 0.95 Å or Cmethylene —H = 0.99 Å and with Uiso(H) = 1.2Ueq(C).

Computing details top

Data collection: X-AREA (Stoe & Cie, 2001); cell refinement: X-AREA (Stoe & Cie, 2001); data reduction: X-AREA (Stoe & Cie, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008) and publCIF (Westrip, 2010).

Figures top
[Figure 1] Fig. 1. Oxidation of diphenylphosphanylmethyl-substituted heteroscorpionates Li[PhBpzn(CH2PPh2)3-n] (n = 2, 0) with O2.
[Figure 2] Fig. 2. Perspective view of the title compound with displacement ellipsoids drawn at the 50% probability level. Hydrogen atoms omitted for clarity.
[Figure 3] Fig. 3. Packing diagram of the title compound with view onto the bc plane. Hydrogen atoms omitted for clarity.
Bis{µ-[(diphenylphosphoryl)methyl](phenyl)bis(1H-pyrazol-1-yl)boranuido}dilithium top
Crystal data top
[Li2(C25H23BN4OP)2]F(000) = 928
Mr = 888.39Dx = 1.267 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 30927 reflections
a = 10.0585 (6) Åθ = 3.5–25.8°
b = 16.2371 (8) ŵ = 0.14 mm1
c = 14.4301 (8) ÅT = 173 K
β = 98.854 (5)°Block, colourless
V = 2328.7 (2) Å30.32 × 0.28 × 0.27 mm
Z = 2
Data collection top
Stoe IPDS II two-circle
diffractometer
4362 independent reflections
Radiation source: fine-focus sealed tube3630 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.062
ω scansθmax = 25.6°, θmin = 3.5°
Absorption correction: multi-scan
(MULABS; Spek, 2009; Blessing, 1995)
h = 1212
Tmin = 0.956, Tmax = 0.962k = 1919
36952 measured reflectionsl = 1716
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)] = 0.041Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.101H-atom parameters constrained
S = 1.02 w = 1/[σ2(Fo2) + (0.0511P)2 + 0.9981P]
where P = (Fo2 + 2Fc2)/3
4362 reflections(Δ/σ)max = 0.001
298 parametersΔρmax = 0.36 e Å3
0 restraintsΔρmin = 0.29 e Å3
Crystal data top
[Li2(C25H23BN4OP)2]V = 2328.7 (2) Å3
Mr = 888.39Z = 2
Monoclinic, P21/nMo Kα radiation
a = 10.0585 (6) ŵ = 0.14 mm1
b = 16.2371 (8) ÅT = 173 K
c = 14.4301 (8) Å0.32 × 0.28 × 0.27 mm
β = 98.854 (5)°
Data collection top
Stoe IPDS II two-circle
diffractometer
4362 independent reflections
Absorption correction: multi-scan
(MULABS; Spek, 2009; Blessing, 1995)
3630 reflections with I > 2σ(I)
Tmin = 0.956, Tmax = 0.962Rint = 0.062
36952 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0410 restraints
wR(F2) = 0.101H-atom parameters constrained
S = 1.02Δρmax = 0.36 e Å3
4362 reflectionsΔρmin = 0.29 e Å3
298 parameters
Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
P10.77171 (4)0.58856 (2)0.40685 (3)0.02091 (12)
O10.87612 (11)0.53113 (7)0.45806 (8)0.0246 (3)
Li11.0357 (3)0.57250 (17)0.5403 (2)0.0276 (6)
B10.85890 (18)0.73774 (11)0.52436 (13)0.0222 (4)
C10.73591 (16)0.67798 (10)0.47084 (12)0.0235 (4)
H1A0.67610.71350.42680.028*
H1B0.68270.65950.51930.028*
N110.98554 (14)0.73847 (8)0.47140 (10)0.0237 (3)
N121.08107 (14)0.67759 (9)0.47811 (11)0.0271 (3)
C131.16767 (18)0.69986 (12)0.42279 (14)0.0335 (4)
H131.24520.66890.41460.040*
C141.1313 (2)0.77457 (13)0.37775 (16)0.0398 (5)
H141.17640.80350.33460.048*
C151.0150 (2)0.79640 (11)0.41052 (14)0.0347 (4)
H150.96350.84460.39310.042*
N210.90523 (14)0.70587 (8)0.62812 (10)0.0236 (3)
N220.97663 (15)0.63450 (9)0.64916 (11)0.0297 (3)
C230.99077 (19)0.62600 (12)0.74154 (13)0.0332 (4)
H231.03770.58190.77540.040*
C240.92834 (18)0.68974 (11)0.78261 (13)0.0305 (4)
H240.92370.69770.84730.037*
C250.87472 (18)0.73874 (11)0.70831 (13)0.0276 (4)
H250.82440.78770.71270.033*
C310.81327 (17)0.83390 (10)0.53039 (12)0.0257 (4)
C320.6922 (2)0.86585 (12)0.48509 (14)0.0359 (4)
H320.62740.82930.45260.043*
C330.6627 (3)0.95001 (13)0.48588 (17)0.0510 (6)
H330.57970.96970.45300.061*
C340.7532 (3)1.00449 (13)0.53392 (17)0.0510 (6)
H340.73301.06160.53480.061*
C350.8735 (2)0.97487 (12)0.58076 (17)0.0473 (6)
H350.93641.01160.61490.057*
C360.9030 (2)0.89140 (11)0.57815 (15)0.0387 (5)
H360.98730.87250.60990.046*
C410.61642 (17)0.53155 (10)0.37391 (12)0.0244 (4)
C420.4899 (2)0.56546 (14)0.3715 (2)0.0575 (7)
H420.48160.62190.38680.069*
C430.3744 (2)0.51809 (16)0.3469 (2)0.0693 (9)
H430.28840.54250.34560.083*
C440.3841 (2)0.43647 (13)0.32474 (15)0.0404 (5)
H440.30520.40410.30890.048*
C450.5090 (2)0.40206 (12)0.32563 (18)0.0498 (6)
H450.51630.34570.30930.060*
C460.6247 (2)0.44880 (12)0.35018 (17)0.0444 (5)
H460.71040.42400.35080.053*
C510.82258 (17)0.62314 (10)0.29840 (12)0.0246 (4)
C520.7426 (2)0.67760 (12)0.23831 (14)0.0352 (4)
H520.66070.69770.25490.042*
C530.7826 (2)0.70227 (14)0.15467 (15)0.0446 (5)
H530.72800.73910.11410.054*
C540.9024 (2)0.67316 (13)0.13017 (15)0.0436 (5)
H540.92940.69010.07280.052*
C550.9827 (2)0.61951 (13)0.18918 (15)0.0397 (5)
H551.06470.59990.17240.048*
C560.94305 (18)0.59439 (11)0.27293 (13)0.0301 (4)
H560.99810.55750.31310.036*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
P10.0181 (2)0.0160 (2)0.0273 (2)0.00044 (15)0.00081 (16)0.00026 (16)
O10.0228 (6)0.0185 (5)0.0307 (7)0.0025 (4)0.0022 (5)0.0004 (5)
Li10.0284 (15)0.0197 (13)0.0321 (16)0.0048 (11)0.0031 (12)0.0027 (11)
B10.0218 (9)0.0194 (9)0.0250 (10)0.0012 (7)0.0020 (8)0.0002 (7)
C10.0203 (8)0.0191 (8)0.0308 (9)0.0017 (6)0.0030 (7)0.0011 (7)
N110.0224 (7)0.0198 (7)0.0282 (8)0.0001 (5)0.0021 (6)0.0001 (6)
N120.0235 (7)0.0248 (7)0.0321 (8)0.0030 (6)0.0015 (6)0.0069 (6)
C130.0251 (9)0.0348 (10)0.0414 (11)0.0014 (8)0.0078 (8)0.0115 (8)
C140.0363 (11)0.0416 (11)0.0449 (12)0.0064 (9)0.0169 (9)0.0035 (9)
C150.0362 (10)0.0277 (9)0.0423 (11)0.0002 (8)0.0125 (9)0.0075 (8)
N210.0239 (7)0.0200 (7)0.0265 (8)0.0011 (5)0.0023 (6)0.0001 (6)
N220.0365 (8)0.0223 (7)0.0290 (8)0.0081 (6)0.0008 (7)0.0028 (6)
C230.0372 (10)0.0314 (10)0.0293 (10)0.0035 (8)0.0009 (8)0.0044 (8)
C240.0294 (9)0.0380 (10)0.0236 (9)0.0015 (8)0.0025 (7)0.0010 (8)
C250.0261 (9)0.0295 (9)0.0275 (9)0.0002 (7)0.0047 (7)0.0048 (7)
C310.0304 (9)0.0216 (8)0.0253 (9)0.0017 (7)0.0052 (7)0.0012 (7)
C320.0388 (10)0.0288 (9)0.0376 (11)0.0076 (8)0.0019 (8)0.0060 (8)
C330.0579 (14)0.0380 (12)0.0524 (14)0.0236 (10)0.0065 (11)0.0029 (10)
C340.0745 (16)0.0227 (10)0.0544 (14)0.0133 (10)0.0056 (12)0.0018 (9)
C350.0625 (14)0.0230 (10)0.0546 (14)0.0049 (9)0.0033 (11)0.0054 (9)
C360.0394 (11)0.0254 (9)0.0488 (13)0.0002 (8)0.0011 (9)0.0010 (8)
C410.0228 (8)0.0203 (8)0.0287 (9)0.0021 (6)0.0007 (7)0.0005 (7)
C420.0247 (10)0.0355 (11)0.110 (2)0.0012 (9)0.0024 (12)0.0304 (13)
C430.0243 (11)0.0593 (15)0.124 (3)0.0076 (10)0.0106 (13)0.0438 (16)
C440.0329 (10)0.0429 (11)0.0444 (12)0.0181 (9)0.0028 (9)0.0072 (9)
C450.0459 (12)0.0246 (10)0.0728 (16)0.0062 (9)0.0100 (11)0.0081 (10)
C460.0296 (10)0.0272 (10)0.0711 (16)0.0011 (8)0.0087 (10)0.0109 (10)
C510.0250 (8)0.0201 (8)0.0272 (9)0.0024 (7)0.0006 (7)0.0015 (7)
C520.0329 (10)0.0341 (10)0.0367 (11)0.0035 (8)0.0008 (8)0.0066 (8)
C530.0488 (12)0.0449 (12)0.0364 (12)0.0021 (10)0.0052 (10)0.0125 (9)
C540.0553 (13)0.0462 (12)0.0298 (11)0.0132 (10)0.0084 (9)0.0016 (9)
C550.0413 (11)0.0419 (11)0.0377 (11)0.0051 (9)0.0122 (9)0.0071 (9)
C560.0314 (9)0.0270 (9)0.0314 (10)0.0001 (7)0.0033 (8)0.0027 (7)
Geometric parameters (Å, º) top
P1—O11.5099 (11)C31—C321.391 (3)
P1—C11.7868 (16)C31—C361.404 (3)
P1—C511.8092 (18)C32—C331.399 (3)
P1—C411.8150 (17)C32—H320.9500
P1—Li13.042 (3)C33—C341.377 (3)
O1—Li1i1.901 (3)C33—H330.9500
O1—Li11.962 (3)C34—C351.379 (3)
Li1—O1i1.901 (3)C34—H340.9500
Li1—N122.013 (3)C35—C361.389 (3)
Li1—N222.030 (3)C35—H350.9500
Li1—Li1i2.675 (5)C36—H360.9500
B1—N111.583 (2)C41—C421.382 (3)
B1—N211.585 (2)C41—C461.392 (3)
B1—C311.633 (2)C42—C431.393 (3)
B1—C11.666 (2)C42—H420.9500
C1—H1A0.9900C43—C441.370 (3)
C1—H1B0.9900C43—H430.9500
N11—C151.351 (2)C44—C451.373 (3)
N11—N121.3716 (19)C44—H440.9500
N12—C131.319 (2)C45—C461.389 (3)
C13—C141.398 (3)C45—H450.9500
C13—H130.9500C46—H460.9500
C14—C151.374 (3)C51—C561.399 (2)
C14—H140.9500C51—C521.402 (2)
C15—H150.9500C52—C531.389 (3)
N21—C251.352 (2)C52—H520.9500
N21—N221.3725 (19)C53—C541.390 (3)
N22—C231.326 (2)C53—H530.9500
C23—C241.390 (3)C54—C551.387 (3)
C23—H230.9500C54—H540.9500
C24—C251.377 (3)C55—C561.391 (3)
C24—H240.9500C55—H550.9500
C25—H250.9500C56—H560.9500
O1—P1—C1115.43 (7)C24—C23—H23124.3
O1—P1—C51110.30 (7)C25—C24—C23104.29 (16)
C1—P1—C51107.53 (8)C25—C24—H24127.9
O1—P1—C41108.59 (7)C23—C24—H24127.9
C1—P1—C41108.43 (8)N21—C25—C24108.97 (16)
C51—P1—C41106.16 (8)N21—C25—H25125.5
C1—P1—Li188.17 (8)C24—C25—H25125.5
C51—P1—Li1103.82 (8)C32—C31—C36115.67 (16)
C41—P1—Li1138.96 (8)C32—C31—B1124.36 (16)
P1—O1—Li1i147.24 (12)C36—C31—B1119.81 (15)
P1—O1—Li1121.82 (10)C31—C32—C33122.12 (19)
Li1i—O1—Li187.65 (13)C31—C32—H32118.9
O1i—Li1—O192.35 (13)C33—C32—H32118.9
O1i—Li1—N12128.20 (17)C34—C33—C32120.5 (2)
O1—Li1—N12103.93 (14)C34—C33—H33119.8
O1i—Li1—N22128.42 (16)C32—C33—H33119.8
O1—Li1—N22109.17 (15)C33—C34—C35119.00 (19)
N12—Li1—N2292.19 (12)C33—C34—H34120.5
O1i—Li1—Li1i47.13 (9)C35—C34—H34120.5
O1—Li1—Li1i45.22 (9)C34—C35—C36120.1 (2)
N12—Li1—Li1i128.0 (2)C34—C35—H35119.9
N22—Li1—Li1i133.0 (2)C36—C35—H35119.9
O1i—Li1—P1116.35 (12)C35—C36—C31122.56 (19)
O1—Li1—P124.94 (5)C35—C36—H36118.7
N12—Li1—P183.14 (10)C31—C36—H36118.7
N22—Li1—P196.69 (11)C42—C41—C46117.88 (17)
Li1i—Li1—P169.52 (11)C42—C41—P1123.73 (14)
N11—B1—N21108.48 (13)C46—C41—P1118.38 (14)
N11—B1—C31105.79 (13)C41—C42—C43121.00 (19)
N21—B1—C31107.82 (13)C41—C42—H42119.5
N11—B1—C1112.07 (13)C43—C42—H42119.5
N21—B1—C1109.71 (13)C44—C43—C42120.5 (2)
C31—B1—C1112.75 (13)C44—C43—H43119.8
B1—C1—P1121.24 (11)C42—C43—H43119.8
B1—C1—H1A107.0C43—C44—C45119.26 (18)
P1—C1—H1A107.0C43—C44—H44120.4
B1—C1—H1B107.0C45—C44—H44120.4
P1—C1—H1B107.0C44—C45—C46120.63 (19)
H1A—C1—H1B106.8C44—C45—H45119.7
C15—N11—N12109.06 (14)C46—C45—H45119.7
C15—N11—B1126.33 (14)C45—C46—C41120.73 (19)
N12—N11—B1124.57 (13)C45—C46—H46119.6
C13—N12—N11106.28 (15)C41—C46—H46119.6
C13—N12—Li1135.92 (15)C56—C51—C52119.06 (17)
N11—N12—Li1115.97 (13)C56—C51—P1119.69 (13)
N12—C13—C14111.66 (16)C52—C51—P1121.25 (14)
N12—C13—H13124.2C53—C52—C51120.26 (19)
C14—C13—H13124.2C53—C52—H52119.9
C15—C14—C13103.87 (17)C51—C52—H52119.9
C15—C14—H14128.1C52—C53—C54120.1 (2)
C13—C14—H14128.1C52—C53—H53120.0
N11—C15—C14109.13 (17)C54—C53—H53120.0
N11—C15—H15125.4C55—C54—C53120.2 (2)
C14—C15—H15125.4C55—C54—H54119.9
C25—N21—N22108.91 (14)C53—C54—H54119.9
C25—N21—B1127.38 (14)C54—C55—C56120.00 (19)
N22—N21—B1123.54 (13)C54—C55—H55120.0
C23—N22—N21106.37 (14)C56—C55—H55120.0
C23—N22—Li1136.66 (15)C55—C56—C51120.39 (18)
N21—N22—Li1116.94 (13)C55—C56—H56119.8
N22—C23—C24111.45 (16)C51—C56—H56119.8
N22—C23—H23124.3
C1—P1—O1—Li1i171.1 (2)N11—B1—N21—N2251.28 (19)
C51—P1—O1—Li1i66.8 (2)C31—B1—N21—N22165.41 (14)
C41—P1—O1—Li1i49.2 (2)C1—B1—N21—N2271.45 (18)
Li1—P1—O1—Li1i151.0 (2)C25—N21—N22—C231.26 (19)
C1—P1—O1—Li137.84 (15)B1—N21—N22—C23176.84 (15)
C51—P1—O1—Li184.26 (14)C25—N21—N22—Li1179.89 (14)
C41—P1—O1—Li1159.79 (13)B1—N21—N22—Li14.5 (2)
P1—O1—Li1—O1i164.79 (12)O1i—Li1—N22—C236.8 (3)
Li1i—O1—Li1—O1i0.0O1—Li1—N22—C23116.1 (2)
P1—O1—Li1—N1234.41 (18)N12—Li1—N22—C23138.3 (2)
Li1i—O1—Li1—N12130.4 (2)Li1i—Li1—N22—C2370.2 (3)
P1—O1—Li1—N2262.93 (18)P1—Li1—N22—C23138.3 (2)
Li1i—O1—Li1—N22132.3 (2)O1i—Li1—N22—N21175.15 (17)
P1—O1—Li1—Li1i164.79 (12)O1—Li1—N22—N2165.82 (19)
Li1i—O1—Li1—P1164.79 (12)N12—Li1—N22—N2139.75 (17)
O1—P1—Li1—O1i17.01 (14)Li1i—Li1—N22—N21111.7 (2)
C1—P1—Li1—O1i163.34 (15)P1—Li1—N22—N2143.60 (16)
C51—P1—Li1—O1i89.05 (15)N21—N22—C23—C240.9 (2)
C41—P1—Li1—O1i46.9 (2)Li1—N22—C23—C24179.15 (18)
C1—P1—Li1—O1146.34 (14)N22—C23—C24—C250.2 (2)
C51—P1—Li1—O1106.06 (13)N22—N21—C25—C241.13 (19)
C41—P1—Li1—O129.91 (19)B1—N21—C25—C24176.50 (15)
O1—P1—Li1—N12146.46 (19)C23—C24—C25—N210.6 (2)
C1—P1—Li1—N1267.20 (10)N11—B1—C31—C32114.39 (19)
C51—P1—Li1—N1240.40 (11)N21—B1—C31—C32129.69 (18)
C41—P1—Li1—N12176.37 (10)C1—B1—C31—C328.4 (2)
O1—P1—Li1—N22122.13 (19)N11—B1—C31—C3660.8 (2)
C1—P1—Li1—N2224.21 (11)N21—B1—C31—C3655.1 (2)
C51—P1—Li1—N22131.82 (11)C1—B1—C31—C36176.41 (17)
C41—P1—Li1—N2292.22 (14)C36—C31—C32—C331.0 (3)
O1—P1—Li1—Li1i11.46 (9)B1—C31—C32—C33174.4 (2)
C1—P1—Li1—Li1i157.80 (14)C31—C32—C33—C341.3 (4)
C51—P1—Li1—Li1i94.59 (13)C32—C33—C34—C350.4 (4)
C41—P1—Li1—Li1i41.4 (2)C33—C34—C35—C360.8 (4)
N11—B1—C1—P130.97 (19)C34—C35—C36—C311.2 (4)
N21—B1—C1—P189.61 (16)C32—C31—C36—C350.3 (3)
C31—B1—C1—P1150.21 (13)B1—C31—C36—C35175.9 (2)
O1—P1—C1—B149.57 (16)O1—P1—C41—C42145.5 (2)
C51—P1—C1—B174.01 (15)C1—P1—C41—C4219.4 (2)
C41—P1—C1—B1171.61 (13)C51—P1—C41—C4295.9 (2)
Li1—P1—C1—B129.91 (14)Li1—P1—C41—C42128.8 (2)
N21—B1—N11—C15140.79 (17)O1—P1—C41—C4634.10 (19)
C31—B1—N11—C1525.3 (2)C1—P1—C41—C46160.22 (16)
C1—B1—N11—C1597.93 (19)C51—P1—C41—C4684.50 (18)
N21—B1—N11—N1241.7 (2)Li1—P1—C41—C4650.9 (2)
C31—B1—N11—N12157.17 (14)C46—C41—C42—C430.6 (4)
C1—B1—N11—N1279.57 (19)P1—C41—C42—C43179.0 (2)
C15—N11—N12—C130.96 (19)C41—C42—C43—C440.1 (5)
B1—N11—N12—C13178.83 (15)C42—C43—C44—C450.9 (4)
C15—N11—N12—Li1166.12 (15)C43—C44—C45—C461.0 (4)
B1—N11—N12—Li111.8 (2)C44—C45—C46—C410.3 (4)
O1i—Li1—N12—C135.1 (3)C42—C41—C46—C450.5 (3)
O1—Li1—N12—C1399.3 (2)P1—C41—C46—C45179.16 (19)
N22—Li1—N12—C13150.30 (18)O1—P1—C51—C561.27 (16)
Li1i—Li1—N12—C1356.0 (3)C1—P1—C51—C56127.92 (14)
P1—Li1—N12—C13113.22 (19)C41—P1—C51—C56116.19 (14)
O1i—Li1—N12—N11167.11 (16)Li1—P1—C51—C5635.44 (15)
O1—Li1—N12—N1162.69 (18)O1—P1—C51—C52179.60 (14)
N22—Li1—N12—N1147.68 (16)C1—P1—C51—C5252.95 (16)
Li1i—Li1—N12—N11106.0 (2)C41—P1—C51—C5262.94 (16)
P1—Li1—N12—N1148.80 (13)Li1—P1—C51—C52145.43 (15)
N11—N12—C13—C140.7 (2)C56—C51—C52—C530.2 (3)
Li1—N12—C13—C14162.48 (19)P1—C51—C52—C53178.95 (15)
N12—C13—C14—C150.2 (2)C51—C52—C53—C540.1 (3)
N12—N11—C15—C140.8 (2)C52—C53—C54—C550.1 (3)
B1—N11—C15—C14178.67 (16)C53—C54—C55—C560.3 (3)
C13—C14—C15—N110.4 (2)C54—C55—C56—C510.2 (3)
N11—B1—N21—C25133.99 (16)C52—C51—C56—C550.0 (3)
C31—B1—N21—C2519.9 (2)P1—C51—C56—C55179.12 (14)
C1—B1—N21—C25103.29 (18)
Symmetry code: (i) x+2, y+1, z+1.

Experimental details

Crystal data
Chemical formula[Li2(C25H23BN4OP)2]
Mr888.39
Crystal system, space groupMonoclinic, P21/n
Temperature (K)173
a, b, c (Å)10.0585 (6), 16.2371 (8), 14.4301 (8)
β (°) 98.854 (5)
V3)2328.7 (2)
Z2
Radiation typeMo Kα
µ (mm1)0.14
Crystal size (mm)0.32 × 0.28 × 0.27
Data collection
DiffractometerStoe IPDS II two-circle
diffractometer
Absorption correctionMulti-scan
(MULABS; Spek, 2009; Blessing, 1995)
Tmin, Tmax0.956, 0.962
No. of measured, independent and
observed [I > 2σ(I)] reflections
36952, 4362, 3630
Rint0.062
(sin θ/λ)max1)0.608
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.041, 0.101, 1.02
No. of reflections4362
No. of parameters298
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.36, 0.29

Computer programs: X-AREA (Stoe & Cie, 2001), SHELXS97 (Sheldrick, 2008), XP in SHELXTL (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008) and publCIF (Westrip, 2010).

 

References

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First citationBlessing, R. H. (1995). Acta Cryst. A51, 33–38.  CrossRef CAS Web of Science IUCr Journals Google Scholar
First citationMüller, M., Bolte, M. & Lerner, H.-W. (2014a). In preparation.  Google Scholar
First citationMüller, M., Bolte, M. & Lerner, H.-W. (2014b). Private communication (deposition number CCDC-883930). CCDC, Cambridge, England.  Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationSpek, A. L. (2009). Acta Cryst. D65, 148–155.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationStoe & Cie (2001). X-AREA. Stoe & Cie, Darmstadt, Germany.  Google Scholar
First citationTrofimenko, S. (1993). Chem. Rev. 93, 943–980.  CrossRef CAS Web of Science Google Scholar
First citationTrofimenko, S. (1999). In Scorpionates - The Coordination Chemistry of Polypyrazolylborate Ligands. London: Imperial College Press.  Google Scholar
First citationWestrip, S. P. (2010). J. Appl. Cryst. 43, 920–925.  Web of Science CrossRef CAS IUCr Journals Google Scholar

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