Bis[μ(2)-1,1-(butane-1,4-di-yl)-2,3-dicyclo-hexyl-guanidinato]bis-[(tetra-hydro-furan)-lithium](Li-Li).

In the dinuclear centrosymmetric title complex, [Li(2)(C(17)H(30)N(3))(2)(C(4)H(8)O)(2)], the Li(+) cation is coordinated by three N atoms from two guanidinate ligands and an O atom from tetra-hydro-furan (THF) in a strongly distorted tetrahedral environment. In the guanidinate-bridged THF-stabilized dimer the Li⋯Li separation is short at 2.479 (8) Å.

Related literature

For related guanidinato compounds, see: Chandra et al. (1970 ▶); Barker & Kilner (1994 ▶); Bailey & Pace (2001 ▶); Coles & Hitchcock (2004 ▶); Corey et al. (2006 ▶); Zhou et al. (2007 ▶).

Experimental

Crystal data

[Li2(C17H30N3)2(C4H8O)2]

M = 710.97

Monoclinic,

a = 10.446 (6) Å

b = 21.454 (15) Å

c = 10.491 (6) Å

β = 114.13 (4)°

V = 2146 (2) Å3

Z = 2

Mo Kα radiation

μ = 0.07 mm−1

T = 223 K

0.30 × 0.20 × 0.20 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.980, T max = 0.987

8457 measured reflections

3688 independent reflections

2749 reflections with I > 2σ(I)

R int = 0.042

Refinement

R[F 2 > 2σ(F 2)] = 0.082

wR(F 2) = 0.237

S = 1.05

3688 reflections

235 parameters

H-atom parameters constrained

Δρmax = 0.68 e Å−3

Δρmin = −0.61 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: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810046477/jj2061sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810046477/jj2061Isup2.hkl

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

[Li2(C17H30N3)2(C4H8O)2]	F(000) = 784
Mr = 710.97	Dx = 1.100 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 1854 reflections
a = 10.446 (6) Å	θ = 1.9–25.0°
b = 21.454 (15) Å	µ = 0.07 mm−1
c = 10.491 (6) Å	T = 223 K
β = 114.13 (4)°	Block, colorless
V = 2146 (2) Å3	0.30 × 0.20 × 0.20 mm
Z = 2

Bruker SMART CCD area-detector diffractometer	3688 independent reflections
Radiation source: fine-focus sealed tube	2749 reflections with I > 2σ(I)
graphite	Rint = 0.042
φ and ω scans	θmax = 25.0°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −12→12
Tmin = 0.980, Tmax = 0.987	k = −25→25
8457 measured reflections	l = −12→10

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)] = 0.082	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.237	H-atom parameters constrained
S = 1.05	w = 1/[σ2(Fo2) + (0.1491P)2 + 0.6111P] where P = (Fo2 + 2Fc2)/3
3688 reflections	(Δ/σ)max < 0.001
235 parameters	Δρmax = 0.68 e Å−3
0 restraints	Δρmin = −0.61 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
Li	1.0428 (4)	0.04287 (19)	0.4484 (4)	0.0287 (9)
N1	0.8388 (2)	0.03737 (9)	0.4284 (2)	0.0258 (5)
N2	0.7869 (2)	−0.06576 (9)	0.3820 (2)	0.0282 (5)
N3	0.6042 (2)	0.00733 (10)	0.2715 (2)	0.0311 (6)
O	1.0417 (2)	0.06534 (9)	0.26561 (19)	0.0396 (5)
C1	0.7440 (2)	−0.00756 (11)	0.3611 (2)	0.0245 (6)
C2	0.7853 (2)	0.09453 (10)	0.4653 (3)	0.0254 (6)
H2	0.6822	0.0952	0.4121	0.030*
C3	0.8457 (3)	0.15283 (11)	0.4260 (3)	0.0316 (6)
H3A	0.9480	0.1527	0.4764	0.038*
H3B	0.8232	0.1521	0.3257	0.038*
C4	0.7868 (3)	0.21241 (13)	0.4613 (3)	0.0442 (8)
H4A	0.8314	0.2486	0.4396	0.053*
H4B	0.6858	0.2148	0.4032	0.053*
C5	0.8114 (3)	0.21468 (13)	0.6146 (3)	0.0465 (8)
H5A	0.9120	0.2188	0.6725	0.056*
H5B	0.7639	0.2512	0.6311	0.056*
C6	0.7565 (4)	0.15618 (14)	0.6565 (3)	0.0476 (8)
H6A	0.6539	0.1553	0.6083	0.057*
H6B	0.7811	0.1573	0.7572	0.057*
C7	0.8164 (3)	0.09684 (12)	0.6211 (3)	0.0359 (7)
H7A	0.7751	0.0603	0.6459	0.043*
H7B	0.9180	0.0955	0.6761	0.043*
C8	0.7020 (2)	−0.11505 (11)	0.2911 (3)	0.0284 (6)
H8	0.6187	−0.0960	0.2164	0.034*
C9	0.6532 (3)	−0.16101 (12)	0.3720 (3)	0.0369 (7)
H9A	0.5972	−0.1388	0.4131	0.044*
H9B	0.7352	−0.1787	0.4485	0.044*
C10	0.5658 (3)	−0.21360 (14)	0.2799 (3)	0.0456 (8)
H10A	0.5389	−0.2428	0.3366	0.055*
H10B	0.4799	−0.1964	0.2077	0.055*
C11	0.6480 (4)	−0.24799 (14)	0.2117 (4)	0.0545 (9)
H11A	0.7279	−0.2693	0.2837	0.065*
H11B	0.5879	−0.2797	0.1479	0.065*
C12	0.7002 (4)	−0.20397 (15)	0.1320 (4)	0.0542 (9)
H12A	0.6200	−0.1869	0.0525	0.065*
H12B	0.7588	−0.2270	0.0952	0.065*
C13	0.7857 (3)	−0.15020 (13)	0.2236 (3)	0.0415 (7)
H13A	0.8125	−0.1213	0.1665	0.050*
H13B	0.8718	−0.1668	0.2968	0.050*
C14	0.5631 (3)	0.05740 (13)	0.1696 (3)	0.0355 (7)
H14A	0.5720	0.0446	0.0839	0.043*
H14B	0.6209	0.0945	0.2072	0.043*
C15	0.4109 (4)	0.0700 (2)	0.1417 (5)	0.0731 (12)
H15A	0.3945	0.1149	0.1436	0.088*
H15B	0.3486	0.0536	0.0499	0.088*
C16	0.3846 (4)	0.0377 (2)	0.2543 (5)	0.0751 (13)
H16A	0.4007	0.0661	0.3326	0.090*
H16B	0.2879	0.0224	0.2191	0.090*
C17	0.4850 (3)	−0.01453 (14)	0.2982 (3)	0.0431 (7)
H17A	0.4439	−0.0521	0.2436	0.052*
H17B	0.5136	−0.0238	0.3976	0.052*
C18	1.0836 (3)	0.12480 (14)	0.2329 (3)	0.0439 (8)
H18A	1.1860	0.1283	0.2730	0.053*
H18B	1.0456	0.1586	0.2699	0.053*
C19	1.0247 (4)	0.12776 (17)	0.0757 (4)	0.0571 (9)
H19A	1.0054	0.1708	0.0421	0.069*
H19B	1.0884	0.1085	0.0398	0.069*
C20	0.8910 (4)	0.09066 (19)	0.0352 (4)	0.0636 (10)
H20A	0.8603	0.0738	−0.0595	0.076*
H20B	0.8156	0.1162	0.0406	0.076*
C21	0.9332 (3)	0.03918 (16)	0.1427 (3)	0.0501 (8)
H21A	0.8531	0.0260	0.1621	0.060*
H21B	0.9685	0.0030	0.1097	0.060*

	U11	U22	U33	U12	U13	U23
Li	0.023 (2)	0.028 (2)	0.032 (2)	−0.0009 (17)	0.0092 (18)	0.0017 (17)
N1	0.0210 (11)	0.0210 (10)	0.0326 (12)	−0.0009 (8)	0.0081 (9)	−0.0012 (8)
N2	0.0259 (11)	0.0206 (11)	0.0306 (12)	0.0000 (8)	0.0039 (9)	−0.0021 (8)
N3	0.0183 (11)	0.0282 (11)	0.0417 (13)	−0.0008 (8)	0.0070 (9)	0.0063 (9)
O	0.0414 (12)	0.0434 (12)	0.0326 (11)	−0.0087 (9)	0.0137 (9)	0.0035 (8)
C1	0.0214 (13)	0.0262 (13)	0.0261 (13)	−0.0007 (10)	0.0099 (10)	0.0014 (10)
C2	0.0208 (12)	0.0216 (12)	0.0316 (14)	0.0022 (9)	0.0085 (10)	0.0003 (10)
C3	0.0350 (15)	0.0244 (13)	0.0347 (15)	−0.0012 (11)	0.0134 (12)	0.0015 (10)
C4	0.0527 (19)	0.0236 (14)	0.0531 (19)	0.0045 (12)	0.0185 (15)	0.0043 (13)
C5	0.0525 (19)	0.0311 (15)	0.0538 (19)	0.0050 (13)	0.0197 (15)	−0.0099 (13)
C6	0.062 (2)	0.0454 (18)	0.0457 (18)	0.0076 (15)	0.0319 (16)	−0.0051 (14)
C7	0.0409 (16)	0.0305 (14)	0.0397 (16)	0.0016 (12)	0.0201 (13)	0.0028 (12)
C8	0.0235 (13)	0.0246 (13)	0.0307 (14)	−0.0004 (10)	0.0044 (11)	−0.0011 (10)
C9	0.0390 (16)	0.0295 (14)	0.0390 (16)	−0.0051 (12)	0.0128 (13)	−0.0024 (12)
C10	0.0472 (18)	0.0338 (16)	0.0488 (18)	−0.0121 (13)	0.0124 (14)	−0.0023 (13)
C11	0.054 (2)	0.0286 (16)	0.065 (2)	−0.0043 (14)	0.0080 (17)	−0.0133 (15)
C12	0.056 (2)	0.0511 (19)	0.057 (2)	−0.0076 (16)	0.0242 (17)	−0.0267 (16)
C13	0.0385 (16)	0.0404 (16)	0.0456 (18)	−0.0043 (13)	0.0173 (14)	−0.0121 (13)
C14	0.0298 (15)	0.0366 (15)	0.0327 (15)	0.0005 (11)	0.0052 (12)	0.0041 (12)
C15	0.042 (2)	0.083 (3)	0.088 (3)	0.0260 (19)	0.019 (2)	0.043 (2)
C16	0.042 (2)	0.067 (2)	0.123 (4)	0.0193 (18)	0.041 (2)	0.034 (2)
C17	0.0260 (15)	0.0427 (17)	0.060 (2)	0.0015 (12)	0.0165 (14)	0.0078 (14)
C18	0.0455 (18)	0.0397 (16)	0.0545 (19)	−0.0028 (13)	0.0285 (15)	0.0038 (14)
C19	0.063 (2)	0.060 (2)	0.054 (2)	0.0105 (17)	0.0285 (18)	0.0237 (17)
C20	0.055 (2)	0.085 (3)	0.043 (2)	0.0093 (19)	0.0131 (17)	0.0083 (18)
C21	0.052 (2)	0.063 (2)	0.0344 (16)	−0.0132 (16)	0.0162 (15)	−0.0061 (15)

Li—O	1.973 (5)	C8—H8	0.9900
Li—N2i	1.997 (5)	C9—C10	1.522 (4)
Li—N1	2.057 (5)	C9—H9A	0.9800
Li—N1i	2.204 (5)	C9—H9B	0.9800
Li—C1i	2.427 (5)	C10—C11	1.515 (5)
Li—Lii	2.479 (8)	C10—H10A	0.9800
N1—C1	1.355 (3)	C10—H10B	0.9800
N1—C2	1.464 (3)	C11—C12	1.504 (5)
N1—Lii	2.204 (5)	C11—H11A	0.9800
N2—C1	1.314 (3)	C11—H11B	0.9800
N2—C8	1.457 (3)	C12—C13	1.533 (4)
N2—Lii	1.997 (5)	C12—H12A	0.9800
N3—C1	1.413 (3)	C12—H12B	0.9800
N3—C14	1.451 (3)	C13—H13A	0.9800
N3—C17	1.461 (4)	C13—H13B	0.9800
O—C18	1.435 (4)	C14—C15	1.518 (4)
O—C21	1.438 (4)	C14—H14A	0.9800
C1—Lii	2.427 (5)	C14—H14B	0.9800
C2—C7	1.532 (4)	C15—C16	1.489 (6)
C2—C3	1.531 (3)	C15—H15A	0.9800
C2—H2	0.9900	C15—H15B	0.9800
C3—C4	1.528 (4)	C16—C17	1.475 (5)
C3—H3A	0.9800	C16—H16A	0.9800
C3—H3B	0.9800	C16—H16B	0.9800
C4—C5	1.523 (5)	C17—H17A	0.9800
C4—H4A	0.9800	C17—H17B	0.9800
C4—H4B	0.9800	C18—C19	1.507 (5)
C5—C6	1.518 (4)	C18—H18A	0.9800
C5—H5A	0.9800	C18—H18B	0.9800
C5—H5B	0.9800	C19—C20	1.510 (5)
C6—C7	1.530 (4)	C19—H19A	0.9800
C6—H6A	0.9800	C19—H19B	0.9800
C6—H6B	0.9800	C20—C21	1.510 (5)
C7—H7A	0.9800	C20—H20A	0.9800
C7—H7B	0.9800	C20—H20B	0.9800
C8—C9	1.519 (4)	C21—H21A	0.9800
C8—C13	1.529 (4)	C21—H21B	0.9800
O—Li—N2i	117.1 (2)	C8—C9—C10	112.2 (2)
O—Li—N1	108.7 (2)	C8—C9—H9A	109.2
N2i—Li—N1	127.9 (2)	C10—C9—H9A	109.2
O—Li—N1i	122.7 (2)	C8—C9—H9B	109.2
N2i—Li—N1i	65.61 (15)	C10—C9—H9B	109.2
N1—Li—N1i	108.94 (18)	H9A—C9—H9B	107.9
O—Li—C1i	121.0 (2)	C11—C10—C9	110.6 (3)
N2i—Li—C1i	32.77 (10)	C11—C10—H10A	109.5
N1—Li—C1i	129.0 (2)	C9—C10—H10A	109.5
N1i—Li—C1i	33.59 (10)	C11—C10—H10B	109.5
O—Li—Lii	138.3 (3)	C9—C10—H10B	109.5
N2i—Li—Lii	98.2 (2)	H10A—C10—H10B	108.1
N1—Li—Lii	57.24 (16)	C12—C11—C10	111.2 (3)
N1i—Li—Lii	51.70 (16)	C12—C11—H11A	109.4
C1i—Li—Lii	77.4 (2)	C10—C11—H11A	109.4
C1—N1—C2	117.2 (2)	C12—C11—H11B	109.4
C1—N1—Li	126.8 (2)	C10—C11—H11B	109.4
C2—N1—Li	114.63 (19)	H11A—C11—H11B	108.0
C1—N1—Lii	82.27 (18)	C11—C12—C13	112.0 (3)
C2—N1—Lii	133.03 (19)	C11—C12—H12A	109.2
Li—N1—Lii	71.06 (18)	C13—C12—H12A	109.2
C1—N2—C8	120.4 (2)	C11—C12—H12B	109.2
C1—N2—Lii	91.93 (19)	C13—C12—H12B	109.2
C8—N2—Lii	147.6 (2)	H12A—C12—H12B	107.9
C1—N3—C14	124.9 (2)	C12—C13—C8	111.4 (2)
C1—N3—C17	122.0 (2)	C12—C13—H13A	109.3
C14—N3—C17	111.1 (2)	C8—C13—H13A	109.3
C18—O—C21	109.8 (2)	C12—C13—H13B	109.3
C18—O—Li	124.6 (2)	C8—C13—H13B	109.3
C21—O—Li	117.7 (2)	H13A—C13—H13B	108.0
N2—C1—N1	117.6 (2)	N3—C14—C15	104.2 (2)
N2—C1—N3	121.0 (2)	N3—C14—H14A	110.9
N1—C1—N3	121.5 (2)	C15—C14—H14A	110.9
N2—C1—Lii	55.31 (16)	N3—C14—H14B	110.9
N1—C1—Lii	64.14 (16)	C15—C14—H14B	110.9
N3—C1—Lii	165.82 (19)	H14A—C14—H14B	108.9
N1—C2—C7	111.85 (19)	C16—C15—C14	106.5 (3)
N1—C2—C3	111.65 (19)	C16—C15—H15A	110.4
C7—C2—C3	109.3 (2)	C14—C15—H15A	110.4
N1—C2—H2	108.0	C16—C15—H15B	110.4
C7—C2—H2	108.0	C14—C15—H15B	110.4
C3—C2—H2	108.0	H15A—C15—H15B	108.6
C4—C3—C2	111.5 (2)	C17—C16—C15	105.2 (3)
C4—C3—H3A	109.3	C17—C16—H16A	110.7
C2—C3—H3A	109.3	C15—C16—H16A	110.7
C4—C3—H3B	109.3	C17—C16—H16B	110.7
C2—C3—H3B	109.3	C15—C16—H16B	110.7
H3A—C3—H3B	108.0	H16A—C16—H16B	108.8
C5—C4—C3	111.8 (2)	C16—C17—N3	104.4 (3)
C5—C4—H4A	109.2	C16—C17—H17A	110.9
C3—C4—H4A	109.2	N3—C17—H17A	110.9
C5—C4—H4B	109.2	C16—C17—H17B	110.9
C3—C4—H4B	109.2	N3—C17—H17B	110.9
H4A—C4—H4B	107.9	H17A—C17—H17B	108.9
C6—C5—C4	111.0 (2)	O—C18—C19	105.7 (3)
C6—C5—H5A	109.4	O—C18—H18A	110.6
C4—C5—H5A	109.4	C19—C18—H18A	110.6
C6—C5—H5B	109.4	O—C18—H18B	110.6
C4—C5—H5B	109.4	C19—C18—H18B	110.6
H5A—C5—H5B	108.0	H18A—C18—H18B	108.7
C5—C6—C7	112.2 (2)	C20—C19—C18	101.7 (3)
C5—C6—H6A	109.2	C20—C19—H19A	111.4
C7—C6—H6A	109.2	C18—C19—H19A	111.4
C5—C6—H6B	109.2	C20—C19—H19B	111.4
C7—C6—H6B	109.2	C18—C19—H19B	111.4
H6A—C6—H6B	107.9	H19A—C19—H19B	109.3
C6—C7—C2	110.9 (2)	C19—C20—C21	102.8 (3)
C6—C7—H7A	109.5	C19—C20—H20A	111.2
C2—C7—H7A	109.5	C21—C20—H20A	111.2
C6—C7—H7B	109.5	C19—C20—H20B	111.2
C2—C7—H7B	109.5	C21—C20—H20B	111.2
H7A—C7—H7B	108.0	H20A—C20—H20B	109.1
N2—C8—C9	111.0 (2)	O—C21—C20	105.5 (3)
N2—C8—C13	110.6 (2)	O—C21—H21A	110.6
C9—C8—C13	109.0 (2)	C20—C21—H21A	110.6
N2—C8—H8	108.8	O—C21—H21B	110.6
C9—C8—H8	108.8	C20—C21—H21B	110.6
C13—C8—H8	108.8	H21A—C21—H21B	108.8
O—Li—N1—C1	71.7 (3)	C17—N3—C1—Lii	−9.3 (9)
N2i—Li—N1—C1	−137.6 (3)	C1—N1—C2—C7	104.0 (2)
N1i—Li—N1—C1	−64.2 (3)	Li—N1—C2—C7	−88.3 (2)
C1i—Li—N1—C1	−95.4 (3)	Lii—N1—C2—C7	−1.8 (3)
Lii—Li—N1—C1	−64.2 (3)	C1—N1—C2—C3	−133.2 (2)
O—Li—N1—C2	−94.5 (2)	Li—N1—C2—C3	34.5 (3)
N2i—Li—N1—C2	56.1 (3)	Lii—N1—C2—C3	121.0 (2)
N1i—Li—N1—C2	129.5 (2)	N1—C2—C3—C4	178.6 (2)
C1i—Li—N1—C2	98.3 (3)	C7—C2—C3—C4	−57.2 (3)
Lii—Li—N1—C2	129.5 (2)	C2—C3—C4—C5	55.9 (3)
O—Li—N1—Lii	136.0 (3)	C3—C4—C5—C6	−53.3 (4)
N2i—Li—N1—Lii	−73.4 (3)	C4—C5—C6—C7	53.9 (4)
N1i—Li—N1—Lii	0.0	C5—C6—C7—C2	−56.6 (3)
C1i—Li—N1—Lii	−31.19 (16)	N1—C2—C7—C6	−178.7 (2)
N2i—Li—O—C18	−45.7 (3)	C3—C2—C7—C6	57.2 (3)
N1—Li—O—C18	108.6 (3)	C1—N2—C8—C9	−116.5 (3)
N1i—Li—O—C18	−122.8 (3)	Lii—N2—C8—C9	58.7 (4)
C1i—Li—O—C18	−83.0 (3)	C1—N2—C8—C13	122.5 (3)
Lii—Li—O—C18	170.0 (4)	Lii—N2—C8—C13	−62.4 (4)
N2i—Li—O—C21	168.5 (2)	N2—C8—C9—C10	−179.2 (2)
N1—Li—O—C21	−37.3 (3)	C13—C8—C9—C10	−57.2 (3)
N1i—Li—O—C21	91.4 (3)	C8—C9—C10—C11	57.5 (3)
C1i—Li—O—C21	131.1 (3)	C9—C10—C11—C12	−55.1 (3)
Lii—Li—O—C21	24.1 (5)	C10—C11—C12—C13	54.6 (4)
C8—N2—C1—N1	−166.2 (2)	C11—C12—C13—C8	−55.4 (4)
Lii—N2—C1—N1	16.4 (2)	N2—C8—C13—C12	177.7 (2)
C8—N2—C1—N3	13.7 (3)	C9—C8—C13—C12	55.5 (3)
Lii—N2—C1—N3	−163.7 (2)	C1—N3—C14—C15	−159.4 (3)
C8—N2—C1—Lii	177.4 (3)	C17—N3—C14—C15	4.6 (3)
C2—N1—C1—N2	−149.7 (2)	N3—C14—C15—C16	13.9 (4)
Li—N1—C1—N2	44.3 (3)	C14—C15—C16—C17	−27.0 (5)
Lii—N1—C1—N2	−14.9 (2)	C15—C16—C17—N3	29.2 (4)
C2—N1—C1—N3	30.4 (3)	C1—N3—C17—C16	143.2 (3)
Li—N1—C1—N3	−135.6 (2)	C14—N3—C17—C16	−21.4 (4)
Lii—N1—C1—N3	165.1 (2)	C21—O—C18—C19	−14.8 (3)
C2—N1—C1—Lii	−134.8 (2)	Li—O—C18—C19	−162.9 (2)
Li—N1—C1—Lii	59.3 (3)	O—C18—C19—C20	32.7 (3)
C14—N3—C1—N2	−136.5 (3)	C18—C19—C20—C21	−37.6 (3)
C17—N3—C1—N2	61.1 (3)	C18—O—C21—C20	−9.5 (3)
C14—N3—C1—N1	43.4 (4)	Li—O—C21—C20	141.2 (3)
C17—N3—C1—N1	−118.9 (3)	C19—C20—C21—O	29.7 (3)
C14—N3—C1—Lii	153.1 (7)

Table 1

Selected bond lengths (Å)

Li—O	1.973 (5)
Li—N2i	1.997 (5)
Li—N1	2.057 (5)
Li—N1i	2.204 (5)

Symmetry code: (i) .