Download citation
Download citation
link to html
The title compound, [Li2(C14H24N3Si)2], has been prepared in hexane and its structure has been determined. It crystallizes as a dimer with twofold rotation symmetry and the coordination geometry around the Li atoms is distorted tetrahedral, with each of the Li atoms bonding to two N atoms of an amidinate fragment in one ligand and to two N atoms of the other ligand in the dimer.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804011560/hg6039sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536804011560/hg6039Isup2.hkl
Contains datablock I

CCDC reference: 242055

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.008 Å
  • R factor = 0.068
  • wR factor = 0.176
  • Data-to-parameter ratio = 16.2

checkCIF/PLATON results

No syntax errors found



Alert level B PLAT220_ALERT_2_B Large Non-Solvent C Ueq(max)/Ueq(min) ... 4.25 Ratio PLAT242_ALERT_2_B Check Low U(eq) as Compared to Neighbors .... Si1
Alert level C PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical . ? PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 4.00 Ratio PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... N1 PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 8 PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) . 1.17 Ratio
0 ALERT level A = In general: serious problem 2 ALERT level B = Potentially serious problem 5 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 3 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97.

Bis{µ-N-[(2-(dimethylamino)ethyl]-N'- (trimethylsilyl)benzamidinato}dilithium(I) top
Crystal data top
[Li2(C14H24N3Si)2]F(000) = 1168
Mr = 538.78Dx = 1.042 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 9407 reflections
a = 21.104 (2) Åθ = 2.3–27.6°
b = 9.1302 (10) ŵ = 0.13 mm1
c = 18.3734 (19) ÅT = 293 K
β = 103.935 (2)°Block, colorless
V = 3436.1 (6) Å30.40 × 0.40 × 0.30 mm
Z = 4
Data collection top
Siemens SMART CCD area-detector
diffractometer
3016 independent reflections
Radiation source: fine-focus sealed tube2510 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.029
Detector resolution: 0 pixels mm-1θmax = 25.0°, θmin = 2.0°
ω scansh = 2416
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
k = 1010
Tmin = 0.951, Tmax = 0.963l = 1721
6849 measured reflections
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)] = 0.068Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.177H-atom parameters constrained
S = 1.06 w = 1/[σ2(Fo2) + (0.0886P)2 + 4.4198P]
where P = (Fo2 + 2Fc2)/3
3016 reflections(Δ/σ)max < 0.001
186 parametersΔρmax = 0.42 e Å3
3 restraintsΔρmin = 0.25 e Å3
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
C10.5317 (4)0.1930 (8)0.0480 (3)0.0601 (17)
H1A0.49260.13560.04160.090*
H1B0.56850.12910.05180.090*
H1C0.52810.25680.00570.090*
C20.6012 (3)0.3647 (9)0.1267 (5)0.073 (2)
H2A0.59820.43010.08510.110*
H2B0.63730.29910.12960.110*
H2C0.60790.42030.17230.110*
C30.4856 (3)0.3774 (7)0.1140 (3)0.0448 (14)
C40.4238 (3)0.2937 (7)0.1139 (3)0.0446 (14)
H4A0.38950.36140.11840.054*
H4B0.40950.24070.06710.054*
C50.3951 (2)0.0829 (6)0.1779 (3)0.0332 (11)
C60.3392 (2)0.0532 (6)0.1108 (3)0.0327 (11)
C70.3463 (3)0.0489 (7)0.0579 (3)0.0459 (14)
H70.38600.09700.06310.055*
C80.2953 (3)0.0804 (7)0.0026 (3)0.0567 (17)
H80.30060.14950.03780.068*
C90.2370 (3)0.0104 (7)0.0109 (3)0.0554 (17)
H90.20260.03230.05160.066*
C100.2290 (3)0.0915 (7)0.0403 (3)0.0508 (15)
H100.18960.14100.03410.061*
C110.2809 (3)0.1213 (7)0.1026 (3)0.0434 (13)
H110.27510.18840.13850.052*
C120.3943 (6)0.3165 (9)0.2063 (5)0.116 (4)
H12A0.38190.30130.15310.174*
H12B0.37420.40440.21870.174*
H12C0.44090.32570.22230.174*
C130.2767 (4)0.1574 (13)0.2284 (7)0.139 (5)
H13A0.26040.08180.25550.208*
H13B0.26100.25080.24050.208*
H13C0.26180.13990.17550.208*
C140.3955 (4)0.1924 (8)0.3574 (4)0.074 (2)
H14A0.44230.19750.37090.111*
H14B0.37770.28370.36930.111*
H14C0.38120.11470.38480.111*
H3A0.478 (3)0.444 (7)0.069 (4)0.053 (16)*
H3B0.496 (3)0.440 (7)0.159 (3)0.056 (18)*
Li0.4644 (4)0.1520 (10)0.2938 (5)0.040 (2)
N10.5407 (2)0.2802 (5)0.1162 (2)0.0395 (11)
N20.4363 (2)0.1909 (5)0.1767 (2)0.0365 (11)
N30.4033 (2)0.0009 (5)0.2386 (2)0.0399 (11)
Si10.36690 (9)0.1565 (2)0.25509 (9)0.0545 (7)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.076 (4)0.069 (4)0.037 (3)0.000 (4)0.015 (3)0.006 (3)
C20.048 (4)0.086 (6)0.089 (5)0.018 (4)0.022 (4)0.015 (4)
C30.049 (3)0.041 (3)0.042 (3)0.001 (3)0.007 (3)0.007 (3)
C40.037 (3)0.051 (3)0.042 (3)0.002 (2)0.001 (2)0.012 (3)
C50.031 (3)0.041 (3)0.026 (2)0.002 (2)0.0044 (19)0.000 (2)
C60.031 (3)0.039 (3)0.027 (2)0.005 (2)0.0049 (19)0.002 (2)
C70.041 (3)0.056 (4)0.038 (3)0.005 (3)0.005 (2)0.006 (3)
C80.071 (4)0.058 (4)0.035 (3)0.005 (3)0.000 (3)0.013 (3)
C90.048 (4)0.066 (4)0.040 (3)0.014 (3)0.012 (3)0.003 (3)
C100.035 (3)0.065 (4)0.046 (3)0.004 (3)0.003 (2)0.009 (3)
C110.039 (3)0.054 (4)0.036 (3)0.002 (3)0.006 (2)0.002 (2)
C120.226 (13)0.054 (5)0.064 (5)0.015 (6)0.027 (6)0.004 (4)
C130.062 (5)0.176 (11)0.162 (10)0.045 (6)0.006 (6)0.105 (9)
C140.116 (6)0.060 (4)0.042 (3)0.016 (4)0.009 (4)0.012 (3)
Li0.038 (5)0.049 (5)0.031 (4)0.006 (4)0.002 (3)0.003 (4)
N10.038 (2)0.044 (3)0.036 (2)0.007 (2)0.0078 (18)0.0036 (19)
N20.032 (2)0.046 (3)0.028 (2)0.0029 (19)0.0003 (17)0.0073 (18)
N30.041 (2)0.047 (3)0.028 (2)0.007 (2)0.0011 (17)0.0024 (19)
Si10.0613 (12)0.0534 (12)0.0404 (10)0.0183 (8)0.0042 (8)0.0134 (7)
Geometric parameters (Å, º) top
C1—N11.458 (7)C9—H90.9300
C1—H1A0.9600C10—C111.407 (7)
C1—H1B0.9600C10—H100.9300
C1—H1C0.9600C11—H110.9300
C2—N11.465 (8)C12—Si11.877 (9)
C2—H2A0.9600C12—H12A0.9600
C2—H2B0.9600C12—H12B0.9600
C2—H2C0.9600C12—H12C0.9600
C3—N11.456 (7)C13—Si11.848 (8)
C3—C41.510 (8)C13—H13A0.9600
C3—Lii2.711 (10)C13—H13B0.9600
C3—H3A1.01 (6)C13—H13C0.9600
C3—H3B0.99 (6)C14—Si11.860 (6)
C4—N21.460 (6)C14—H14A0.9600
C4—H4A0.9700C14—H14B0.9600
C4—H4B0.9700C14—H14C0.9600
C5—N21.318 (6)Li—N31.992 (10)
C5—N31.319 (6)Li—N1i2.050 (10)
C5—C61.511 (6)Li—N2i2.064 (10)
C6—C111.355 (7)Li—N22.120 (9)
C6—C71.382 (7)Li—Lii2.451 (18)
C7—C81.379 (8)Li—C3i2.711 (10)
C7—H70.9300N1—Lii2.050 (10)
C8—C91.360 (9)N2—Lii2.064 (10)
C8—H80.9300N3—Si11.691 (5)
C9—C101.362 (9)
N1—C1—H1A109.5Si1—C12—H12C109.5
N1—C1—H1B109.5H12A—C12—H12C109.5
H1A—C1—H1B109.5H12B—C12—H12C109.5
N1—C1—H1C109.5Si1—C13—H13A109.5
H1A—C1—H1C109.5Si1—C13—H13B109.5
H1B—C1—H1C109.5H13A—C13—H13B109.5
N1—C2—H2A109.5Si1—C13—H13C109.5
N1—C2—H2B109.5H13A—C13—H13C109.5
H2A—C2—H2B109.5H13B—C13—H13C109.5
N1—C2—H2C109.5Si1—C14—H14A109.5
H2A—C2—H2C109.5Si1—C14—H14B109.5
H2B—C2—H2C109.5H14A—C14—H14B109.5
N1—C3—C4112.0 (5)Si1—C14—H14C109.5
N1—C3—Lii48.1 (3)H14A—C14—H14C109.5
C4—C3—Lii79.8 (4)H14B—C14—H14C109.5
N1—C3—H3A111 (3)N3—Li—N1i130.8 (5)
C4—C3—H3A110 (3)N3—Li—N2i138.1 (5)
Lii—C3—H3A158 (3)N1i—Li—N2i86.4 (4)
N1—C3—H3B108 (4)N3—Li—N267.0 (3)
C4—C3—H3B108 (3)N1i—Li—N2131.8 (5)
Lii—C3—H3B87 (4)N2i—Li—N2104.8 (4)
H3A—C3—H3B107 (5)N3—Li—Lii95.1 (4)
N2—C4—C3109.4 (4)N1i—Li—Lii133.6 (4)
N2—C4—H4A109.8N2i—Li—Lii55.2 (3)
C3—C4—H4A109.8N2—Li—Lii53.1 (3)
N2—C4—H4B109.8N3—Li—C3i161.9 (5)
C3—C4—H4B109.8N1i—Li—C3i31.9 (2)
H4A—C4—H4B108.2N2i—Li—C3i59.2 (3)
N2—C5—N3119.1 (4)N2—Li—C3i118.6 (4)
N2—C5—C6120.6 (4)Lii—Li—C3i101.7 (4)
N3—C5—C6120.4 (5)C3—N1—C1111.8 (5)
C11—C6—C7118.7 (5)C3—N1—C2110.4 (5)
C11—C6—C5121.2 (5)C1—N1—C2109.3 (5)
C7—C6—C5120.0 (4)C3—N1—Lii99.9 (4)
C8—C7—C6120.8 (5)C1—N1—Lii111.1 (5)
C8—C7—H7119.6C2—N1—Lii114.1 (5)
C6—C7—H7119.6C5—N2—C4120.0 (4)
C9—C8—C7120.1 (6)C5—N2—Lii119.9 (4)
C9—C8—H8119.9C4—N2—Lii107.2 (4)
C7—C8—H8119.9C5—N2—Li83.2 (4)
C8—C9—C10120.2 (5)C4—N2—Li149.6 (4)
C8—C9—H9119.9Lii—N2—Li71.7 (4)
C10—C9—H9119.9C5—N3—Si1131.4 (4)
C9—C10—C11119.5 (5)C5—N3—Li88.5 (4)
C9—C10—H10120.3Si1—N3—Li139.8 (3)
C11—C10—H10120.3N3—Si1—C13116.1 (4)
C6—C11—C10120.7 (5)N3—Si1—C14106.3 (3)
C6—C11—H11119.6C13—Si1—C14109.3 (5)
C10—C11—H11119.6N3—Si1—C12111.7 (4)
Si1—C12—H12A109.5C13—Si1—C12106.7 (6)
Si1—C12—H12B109.5C14—Si1—C12106.4 (4)
H12A—C12—H12B109.5
N1—C3—C4—N252.8 (6)Lii—Li—N2—C5124.6 (4)
Lii—C3—C4—N216.4 (4)C3i—Li—N2—C5152.3 (5)
N2—C5—C6—C1188.2 (6)N3—Li—N2—C4150.8 (7)
N3—C5—C6—C1191.8 (6)N1i—Li—N2—C425.9 (12)
N2—C5—C6—C794.2 (6)N2i—Li—N2—C472.7 (9)
N3—C5—C6—C785.8 (6)Lii—Li—N2—C493.1 (8)
C11—C6—C7—C80.5 (9)C3i—Li—N2—C410.0 (10)
C5—C6—C7—C8178.2 (5)N3—Li—N2—Lii116.1 (2)
C6—C7—C8—C90.1 (10)N1i—Li—N2—Lii119.0 (6)
C7—C8—C9—C100.3 (10)N2i—Li—N2—Lii20.4 (6)
C8—C9—C10—C111.5 (9)C3i—Li—N2—Lii83.1 (5)
C7—C6—C11—C101.7 (8)N2—C5—N3—Si1170.8 (4)
C5—C6—C11—C10179.3 (5)C6—C5—N3—Si19.2 (8)
C9—C10—C11—C62.2 (9)N2—C5—N3—Li14.5 (5)
C4—C3—N1—C165.9 (6)C6—C5—N3—Li165.5 (5)
Lii—C3—N1—C1117.6 (5)N1i—Li—N3—C5117.7 (6)
C4—C3—N1—C2172.2 (5)N2i—Li—N3—C595.3 (7)
Lii—C3—N1—C2120.5 (6)N2—Li—N3—C58.5 (3)
C4—C3—N1—Lii51.7 (5)Lii—Li—N3—C554.6 (4)
N3—C5—N2—C4172.7 (5)C3i—Li—N3—C5103.6 (15)
C6—C5—N2—C47.3 (7)N1i—Li—N3—Si156.1 (9)
N3—C5—N2—Lii50.7 (7)N2i—Li—N3—Si190.9 (8)
C6—C5—N2—Lii129.3 (5)N2—Li—N3—Si1177.6 (5)
N3—C5—N2—Li13.7 (5)Lii—Li—N3—Si1131.5 (5)
C6—C5—N2—Li166.3 (5)C3i—Li—N3—Si170.3 (17)
C3—C4—N2—C5163.8 (5)C5—N3—Si1—C1350.5 (7)
C3—C4—N2—Lii22.4 (6)Li—N3—Si1—C13121.4 (7)
C3—C4—N2—Li60.7 (10)C5—N3—Si1—C14172.2 (5)
N3—Li—N2—C58.5 (3)Li—N3—Si1—C140.3 (7)
N1i—Li—N2—C5116.4 (6)C5—N3—Si1—C1272.2 (6)
N2i—Li—N2—C5145.0 (4)Li—N3—Si1—C12116.0 (6)
Symmetry code: (i) x+1, y, z+1/2.
 

Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds