Bis[μ-N-(tert-butyl-dimethyl-sil-yl)quinolin-8-aminato-1:2κ(2) N (1),N (8):N (8)](N,N,N',N'-tetra-methyl-ethane-1,2-diamine-1κ(2) N,N')lithiumsodium.

In the heterometallic title bulky amido complex, [LiNa(C15H21N2Si)2(C6H16N2)], both alkali metal ions are four-coordinated with distorted tetra-hedral geometries. The Li(+) ion is N,N'-chelated by the N-silylated amido ligand, with Li-N = 2.015 (5) and 2.074 (5) Å. The two amido ligands are arranged cis to each other. The mol-ecule exhibits a twofold rotational symmetry operation along the Li-Na axis. The Na(+) ion is coordinated by two N atoms from the tetra-methyl-ethylenediamine ligand [Na-N = 2.553 (4) Å] and shares two amido N atoms from the N-silylated amido ligands with the Li(+) ion. Although the crystal structure contains voids with an approximate volume of 50 Å(3) there is no inclusion of solvent mol-ecules.

Related literature

For related metal complexes with N-silylated quinolyl amido ligands, see: Engelhardt et al. (1988 ▶, 1990 ▶, 1991 ▶). For silyl-bridged amino­quinoline derivatives, see: Jones et al. (2000 ▶). For mixed alkali metal systems as superbase reagents, see: Forbes et al. (2003 ▶); Mulvey (2006 ▶); Wei et al. (2008 ▶).

Experimental

Crystal data

[LiNa(C15H21N2Si)2(C6H16N2)]

M = 660.99

Monoclinic,

a = 12.653 (2) Å

b = 18.542 (3) Å

c = 18.296 (3) Å

β = 108.794 (3)°

V = 4063.6 (11) Å3

Z = 4

Mo Kα radiation

μ = 0.13 mm−1

T = 295 K

0.30 × 0.25 × 0.20 mm

Data collection

Bruker SMART CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.962, T max = 0.975

11843 measured reflections

4001 independent reflections

2128 reflections with I > 2σ(I)

R int = 0.071

Refinement

R[F 2 > 2σ(F 2)] = 0.062

wR(F 2) = 0.195

S = 0.97

4001 reflections

209 parameters

1 restraint

H-atom parameters constrained

Δρmax = 0.32 e Å−3

Δρmin = −0.26 e Å−3

Data collection: SMART (Bruker, 2000 ▶); cell refinement: SAINT (Bruker, 2000 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97.

Click here for additional data file.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S160053681204576X/rk2385sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681204576X/rk2385Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[LiNa(C15H21N2Si)2(C6H16N2)]	F(000) = 1432
Mr = 660.99	Dx = 1.080 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 3078 reflections
a = 12.653 (2) Å	θ = 2.2–25.5°
b = 18.542 (3) Å	µ = 0.13 mm−1
c = 18.296 (3) Å	T = 295 K
β = 108.794 (3)°	Block, red
V = 4063.6 (11) Å3	0.30 × 0.25 × 0.20 mm
Z = 4

Bruker SMART CCD diffractometer	4001 independent reflections
Radiation source: fine-focus sealed tube	2128 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.071
φ and ω scans	θmax = 26.0°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −8→15
Tmin = 0.962, Tmax = 0.975	k = −22→22
11843 measured reflections	l = −22→22

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.062	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.195	H-atom parameters constrained
S = 0.97	w = 1/[σ2(Fo2) + (0.1027P)2] where P = (Fo2 + 2Fc2)/3
4001 reflections	(Δ/σ)max = 0.011
209 parameters	Δρmax = 0.32 e Å−3
1 restraint	Δρmin = −0.26 e Å−3

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

	x	y	z	Uiso*/Ueq
Si1	0.79825 (8)	0.03304 (5)	0.11244 (5)	0.0488 (3)
Na1	1.0000	−0.04676 (9)	0.2500	0.0575 (5)
Li1	1.0000	0.1121 (4)	0.2500	0.0521 (19)
N1	0.9134 (3)	0.16649 (16)	0.30734 (17)	0.0624 (8)
N2	0.8563 (2)	0.05043 (13)	0.20820 (14)	0.0464 (7)
N3	1.0507 (4)	−0.15746 (18)	0.1852 (2)	0.0823 (11)
C1	0.9395 (4)	0.2245 (2)	0.3513 (2)	0.0823 (13)
H1A	0.9985	0.2530	0.3483	0.099*
C2	0.8829 (5)	0.2453 (3)	0.4023 (3)	0.110 (2)
H2A	0.9042	0.2862	0.4329	0.132*
C3	0.7970 (5)	0.2042 (4)	0.4057 (3)	0.108 (2)
H3A	0.7591	0.2170	0.4397	0.130*
C4	0.7628 (4)	0.1428 (3)	0.3595 (2)	0.0729 (12)
C5	0.6742 (4)	0.1006 (4)	0.3607 (3)	0.1021 (18)
H5	0.6337	0.1117	0.3936	0.122*
C6	0.6462 (4)	0.0414 (3)	0.3125 (3)	0.0976 (17)
H6	0.5867	0.0124	0.3134	0.117*
C7	0.7050 (3)	0.0245 (2)	0.2627 (2)	0.0748 (12)
H7	0.6828	−0.0158	0.2311	0.090*
C8	0.7963 (3)	0.06445 (18)	0.25710 (18)	0.0504 (8)
C9	0.8254 (3)	0.1260 (2)	0.30898 (18)	0.0545 (9)
C10	0.9163 (3)	0.0301 (2)	0.0717 (2)	0.0705 (11)
H10A	0.8932	0.0517	0.0214	0.106*
H10B	0.9374	−0.0192	0.0679	0.106*
H10C	0.9789	0.0561	0.1050	0.106*
C11	0.7207 (4)	−0.05573 (19)	0.0867 (2)	0.0783 (13)
H11A	0.6527	−0.0483	0.0447	0.117*
H11B	0.7035	−0.0738	0.1307	0.117*
H11C	0.7666	−0.0900	0.0715	0.117*
C12	0.6967 (3)	0.10601 (18)	0.05847 (19)	0.0565 (9)
C13	0.7530 (4)	0.1797 (2)	0.0801 (3)	0.0890 (14)
H13A	0.7026	0.2170	0.0534	0.134*
H13B	0.8195	0.1814	0.0657	0.134*
H13C	0.7721	0.1869	0.1348	0.134*
C14	0.5904 (3)	0.1066 (2)	0.0806 (2)	0.0827 (13)
H14A	0.5416	0.1439	0.0525	0.124*
H14B	0.6091	0.1154	0.1350	0.124*
H14C	0.5537	0.0607	0.0683	0.124*
C15	0.6644 (4)	0.0951 (3)	−0.0291 (2)	0.0963 (16)
H15A	0.6132	0.1323	−0.0551	0.144*
H15B	0.6295	0.0489	−0.0426	0.144*
H15C	0.7301	0.0974	−0.0443	0.144*
C16	1.1708 (6)	−0.1574 (4)	0.2048 (4)	0.154 (3)
H16A	1.1936	−0.1983	0.1814	0.231*
H16B	1.2042	−0.1601	0.2598	0.231*
H16C	1.1942	−0.1139	0.1861	0.231*
C17	1.0020 (6)	−0.1651 (3)	0.1025 (3)	0.142 (3)
H17A	1.0289	−0.2087	0.0862	0.213*
H17B	1.0226	−0.1246	0.0774	0.213*
H17C	0.9222	−0.1673	0.0889	0.213*
C18	1.0183 (8)	−0.2176 (3)	0.2183 (4)	0.168 (3)
H18A	0.9594	−0.2404	0.1771	0.201*
H18B	1.0813	−0.2504	0.2310	0.201*

	U11	U22	U33	U12	U13	U23
Si1	0.0479 (6)	0.0477 (5)	0.0494 (5)	0.0042 (4)	0.0139 (4)	−0.0013 (4)
Na1	0.0601 (12)	0.0466 (10)	0.0622 (11)	0.000	0.0148 (10)	0.000
Li1	0.046 (5)	0.046 (4)	0.067 (5)	0.000	0.022 (4)	0.000
N1	0.057 (2)	0.0589 (18)	0.0668 (19)	0.0077 (16)	0.0129 (16)	−0.0110 (15)
N2	0.0419 (15)	0.0502 (15)	0.0484 (15)	0.0008 (12)	0.0166 (13)	−0.0002 (12)
N3	0.104 (3)	0.056 (2)	0.085 (3)	0.005 (2)	0.028 (2)	−0.0130 (17)
C1	0.078 (3)	0.071 (3)	0.088 (3)	0.015 (2)	0.011 (3)	−0.025 (2)
C2	0.102 (4)	0.113 (4)	0.090 (4)	0.046 (4)	−0.004 (4)	−0.044 (3)
C3	0.092 (4)	0.171 (6)	0.051 (3)	0.068 (4)	0.008 (3)	−0.022 (3)
C4	0.055 (3)	0.123 (4)	0.039 (2)	0.033 (3)	0.0122 (19)	0.005 (2)
C5	0.069 (3)	0.193 (6)	0.049 (3)	0.034 (4)	0.027 (3)	0.023 (3)
C6	0.052 (3)	0.178 (5)	0.067 (3)	0.001 (3)	0.025 (2)	0.046 (3)
C7	0.057 (2)	0.106 (3)	0.058 (2)	−0.011 (2)	0.015 (2)	0.017 (2)
C8	0.0383 (19)	0.065 (2)	0.0451 (18)	0.0073 (16)	0.0099 (16)	0.0119 (16)
C9	0.044 (2)	0.073 (2)	0.0430 (18)	0.0215 (18)	0.0091 (17)	0.0048 (16)
C10	0.065 (3)	0.086 (3)	0.062 (2)	0.014 (2)	0.024 (2)	−0.0095 (19)
C11	0.092 (3)	0.061 (2)	0.069 (2)	−0.003 (2)	0.008 (2)	−0.0072 (19)
C12	0.057 (2)	0.061 (2)	0.051 (2)	0.0083 (18)	0.0166 (18)	0.0067 (16)
C13	0.093 (3)	0.059 (2)	0.113 (3)	0.014 (2)	0.030 (3)	0.020 (2)
C14	0.061 (3)	0.101 (3)	0.083 (3)	0.023 (2)	0.019 (2)	0.021 (2)
C15	0.105 (4)	0.119 (4)	0.054 (2)	0.037 (3)	0.012 (3)	0.014 (2)
C16	0.114 (5)	0.159 (6)	0.172 (6)	0.003 (5)	0.023 (5)	−0.084 (5)
C17	0.183 (7)	0.135 (5)	0.087 (4)	0.072 (5)	0.015 (4)	−0.026 (3)
C18	0.278 (10)	0.063 (3)	0.199 (8)	0.010 (5)	0.127 (7)	−0.021 (4)

Si1—N2	1.698 (3)	C5—H5	0.9300
Si1—C10	1.873 (4)	C6—C7	1.386 (6)
Si1—C11	1.896 (4)	C6—H6	0.9300
Si1—C12	1.908 (3)	C7—C8	1.403 (5)
Si1—Na1	3.3014 (12)	C7—H7	0.9300
Na1—N2i	2.498 (3)	C8—C9	1.454 (5)
Na1—N2	2.498 (3)	C10—H10A	0.9600
Na1—N3	2.553 (4)	C10—H10B	0.9600
Na1—N3i	2.553 (4)	C10—H10C	0.9600
Na1—Li1	2.946 (7)	C11—H11A	0.9600
Na1—Si1i	3.3014 (12)	C11—H11B	0.9600
Li1—N1i	2.015 (5)	C11—H11C	0.9600
Li1—N1	2.015 (5)	C12—C14	1.524 (5)
Li1—N2	2.074 (5)	C12—C15	1.533 (5)
Li1—N2i	2.074 (5)	C12—C13	1.533 (5)
Li1—C9i	2.765 (4)	C13—H13A	0.9600
Li1—C9	2.765 (4)	C13—H13B	0.9600
Li1—C8	2.768 (4)	C13—H13C	0.9600
Li1—C8i	2.768 (4)	C14—H14A	0.9600
N1—C1	1.321 (4)	C14—H14B	0.9600
N1—C9	1.351 (5)	C14—H14C	0.9600
N2—C8	1.373 (4)	C15—H15A	0.9600
N3—C18	1.392 (6)	C15—H15B	0.9600
N3—C16	1.444 (7)	C15—H15C	0.9600
N3—C17	1.446 (5)	C16—H16A	0.9600
C1—C2	1.400 (7)	C16—H16B	0.9600
C1—H1A	0.9300	C16—H16C	0.9600
C2—C3	1.345 (8)	C17—H17A	0.9600
C2—H2A	0.9300	C17—H17B	0.9600
C3—C4	1.401 (7)	C17—H17C	0.9600
C3—H3A	0.9300	C18—C18i	1.379 (10)
C4—C5	1.373 (7)	C18—H18A	0.9700
C4—C9	1.432 (5)	C18—H18B	0.9700
C5—C6	1.381 (7)
N2—Si1—C10	106.28 (15)	C3—C2—C1	118.0 (5)
N2—Si1—C11	116.03 (15)	C3—C2—H2A	121.0
C10—Si1—C11	106.90 (18)	C1—C2—H2A	121.0
N2—Si1—C12	113.25 (14)	C2—C3—C4	121.9 (5)
C10—Si1—C12	107.79 (17)	C2—C3—H3A	119.0
C11—Si1—C12	106.18 (17)	C4—C3—H3A	119.0
N2—Si1—Na1	47.72 (9)	C5—C4—C3	123.3 (5)
C10—Si1—Na1	76.71 (12)	C5—C4—C9	120.7 (4)
C11—Si1—Na1	90.67 (12)	C3—C4—C9	116.0 (5)
C12—Si1—Na1	159.86 (11)	C4—C5—C6	119.0 (4)
N2i—Na1—N2	87.66 (13)	C4—C5—H5	120.5
N2i—Na1—N3	117.08 (11)	C6—C5—H5	120.5
N2—Na1—N3	134.80 (10)	C5—C6—C7	121.3 (5)
N2i—Na1—N3i	134.80 (10)	C5—C6—H6	119.4
N2—Na1—N3i	117.08 (11)	C7—C6—H6	119.4
N3—Na1—N3i	72.99 (19)	C6—C7—C8	123.8 (4)
N2i—Na1—Li1	43.83 (6)	C6—C7—H7	118.1
N2—Na1—Li1	43.83 (6)	C8—C7—H7	118.1
N3—Na1—Li1	143.51 (9)	N2—C8—C7	126.1 (3)
N3i—Na1—Li1	143.51 (9)	N2—C8—C9	119.8 (3)
N2i—Na1—Si1i	30.20 (6)	C7—C8—C9	114.1 (3)
N2—Na1—Si1i	102.57 (8)	N2—C8—Li1	46.37 (17)
N3—Na1—Si1i	117.78 (10)	C7—C8—Li1	166.6 (3)
N3i—Na1—Si1i	104.74 (9)	C9—C8—Li1	74.7 (2)
Li1—Na1—Si1i	63.38 (3)	N1—C9—C4	121.6 (4)
N2i—Na1—Si1	102.57 (8)	N1—C9—C8	117.3 (3)
N2—Na1—Si1	30.20 (6)	C4—C9—C8	121.0 (4)
N3—Na1—Si1	104.74 (9)	N1—C9—Li1	43.6 (2)
N3i—Na1—Si1	117.78 (10)	C4—C9—Li1	161.7 (3)
Li1—Na1—Si1	63.38 (3)	C8—C9—Li1	74.8 (2)
Si1i—Na1—Si1	126.75 (6)	Si1—C10—H10A	109.5
N1i—Li1—N1	119.9 (4)	Si1—C10—H10B	109.5
N1i—Li1—N2	130.03 (11)	H10A—C10—H10B	109.5
N1—Li1—N2	84.77 (12)	Si1—C10—H10C	109.5
N1i—Li1—N2i	84.77 (12)	H10A—C10—H10C	109.5
N1—Li1—N2i	130.03 (11)	H10B—C10—H10C	109.5
N2—Li1—N2i	113.1 (4)	Si1—C11—H11A	109.5
N1i—Li1—C9i	27.53 (11)	Si1—C11—H11B	109.5
N1—Li1—C9i	142.5 (3)	H11A—C11—H11B	109.5
N2—Li1—C9i	128.53 (19)	Si1—C11—H11C	109.5
N2i—Li1—C9i	58.66 (11)	H11A—C11—H11C	109.5
N1i—Li1—C9	142.5 (3)	H11B—C11—H11C	109.5
N1—Li1—C9	27.53 (11)	C14—C12—C15	108.5 (3)
N2—Li1—C9	58.66 (11)	C14—C12—C13	107.5 (3)
N2i—Li1—C9	128.53 (19)	C15—C12—C13	109.4 (3)
C9i—Li1—C9	169.3 (3)	C14—C12—Si1	111.8 (2)
N1i—Li1—C8	148.81 (15)	C15—C12—Si1	110.8 (3)
N1—Li1—C8	57.60 (12)	C13—C12—Si1	108.6 (3)
N2—Li1—C8	28.62 (10)	C12—C13—H13A	109.5
N2i—Li1—C8	121.7 (3)	C12—C13—H13B	109.5
C9i—Li1—C8	157.1 (2)	H13A—C13—H13B	109.5
C9—Li1—C8	30.47 (10)	C12—C13—H13C	109.5
N1i—Li1—C8i	57.60 (12)	H13A—C13—H13C	109.5
N1—Li1—C8i	148.81 (15)	H13B—C13—H13C	109.5
N2—Li1—C8i	121.7 (3)	C12—C14—H14A	109.5
N2i—Li1—C8i	28.62 (10)	C12—C14—H14B	109.5
C9i—Li1—C8i	30.47 (10)	H14A—C14—H14B	109.5
C9—Li1—C8i	157.1 (2)	C12—C14—H14C	109.5
C8—Li1—C8i	142.7 (3)	H14A—C14—H14C	109.5
N1i—Li1—Na1	120.0 (2)	H14B—C14—H14C	109.5
N1—Li1—Na1	120.0 (2)	C12—C15—H15A	109.5
N2—Li1—Na1	56.53 (18)	C12—C15—H15B	109.5
N2i—Li1—Na1	56.53 (18)	H15A—C15—H15B	109.5
C9i—Li1—Na1	95.34 (17)	C12—C15—H15C	109.5
C9—Li1—Na1	95.34 (17)	H15A—C15—H15C	109.5
C8—Li1—Na1	71.37 (16)	H15B—C15—H15C	109.5
C8i—Li1—Na1	71.37 (16)	N3—C16—H16A	109.5
C1—N1—C9	119.0 (4)	N3—C16—H16B	109.5
C1—N1—Li1	130.8 (3)	H16A—C16—H16B	109.5
C9—N1—Li1	108.9 (3)	N3—C16—H16C	109.5
C8—N2—Si1	124.2 (2)	H16A—C16—H16C	109.5
C8—N2—Li1	105.0 (2)	H16B—C16—H16C	109.5
Si1—N2—Li1	121.45 (14)	N3—C17—H17A	109.5
C8—N2—Na1	115.99 (18)	N3—C17—H17B	109.5
Si1—N2—Na1	102.07 (12)	H17A—C17—H17B	109.5
Li1—N2—Na1	79.64 (19)	N3—C17—H17C	109.5
C18—N3—C16	109.0 (6)	H17A—C17—H17C	109.5
C18—N3—C17	106.9 (5)	H17B—C17—H17C	109.5
C16—N3—C17	108.6 (5)	C18i—C18—N3	126.3 (3)
C18—N3—Na1	106.8 (3)	C18i—C18—H18A	105.8
C16—N3—Na1	106.6 (3)	N3—C18—H18A	105.8
C17—N3—Na1	118.6 (3)	C18i—C18—H18B	105.8
N1—C1—C2	123.3 (5)	N3—C18—H18B	105.8
N1—C1—H1A	118.4	H18A—C18—H18B	106.2
C2—C1—H1A	118.4