Bis{μ4-N-[phen-yl(pyridin-2-yl-aza-nid-yl)meth-yl]pyridin-2-aminido}tetra-kis(tetra-hydro-furan)-tetra-lithium.

The title complex, [Li4(C17H14N4)2(C4H8O)4], bears a novel tetra-dentate di-amido ligand. In the tetra-nuclear centrosymmetric complex mol-ecule, the metal atoms exhibit two kinds of coordination modes. The middle two Li(+) cations are coord-inated by four N (ligand) and one O (tetra-hydro-furan, THF) atoms, resulting in a distorted square-pyramidal geometry. The outer two Li(+) cations are in distorted tetra-hedral environments consisting of three N (ligand) and one O (THF) atoms. The Li-N bond lengths vary from 2.020 (7) to 2.441 (6)Å.

Related literature

For reviews of related metal amides, see: Holm et al. (1996 ▶); Kempe (2000 ▶). For reviews of amidinates, see: Edelmann (1994 ▶); Mohamed (2010 ▶). For related organometallic compounds with amino­pyridinato ligands, see: Kempe (2003 ▶); Smolensky et al. (2005 ▶); Talja et al. (2008 ▶); Polamo & Leskela (1996 ▶).

Experimental

Crystal data

[Li4(C17H14N4)2(C4H8O)4]

M = 864.82

Triclinic,

a = 10.3322 (10) Å

b = 11.2231 (11) Å

c = 12.4813 (12) Å

α = 111.021 (2)°

β = 105.355 (2)°

γ = 100.763 (2)°

V = 1237.3 (2) Å3

Z = 1

Mo Kα radiation

μ = 0.07 mm−1

T = 295 K

0.20 × 0.15 × 0.15 mm

Data collection

Bruker SMART CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.986, T max = 0.989

6796 measured reflections

4339 independent reflections

2180 reflections with I > 2σ(I)

R int = 0.036

Refinement

R[F 2 > 2σ(F 2)] = 0.073

wR(F 2) = 0.243

S = 0.93

4339 reflections

298 parameters

61 restraints

H-atom parameters constrained

Δρmax = 0.37 e Å−3

Δρmin = −0.24 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: SHELXS97.

Crystal structure: contains datablock(s) I, New_Global_Publ_Block. DOI: 10.1107/S1600536813031838/rk2418sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813031838/rk2418Isup2.hkl

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

[Li4(C17H14N4)2(C4H8O)4]	Z = 1
Mr = 864.82	F(000) = 460
Triclinic, P1	Dx = 1.161 Mg m−3
Hall symbol: -P 1	Melting point = 413–415 K
a = 10.3322 (10) Å	Mo Kα radiation, λ = 0.71073 Å
b = 11.2231 (11) Å	Cell parameters from 2019 reflections
c = 12.4813 (12) Å	θ = 2.1–23.3°
α = 111.021 (2)°	µ = 0.07 mm−1
β = 105.355 (2)°	T = 295 K
γ = 100.763 (2)°	Prism, yellow
V = 1237.3 (2) Å3	0.20 × 0.15 × 0.15 mm

Bruker SMART CCD diffractometer	4339 independent reflections
Radiation source: fine-focus sealed tube	2180 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.036
φ and ω scans	θmax = 25.0°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −12→9
Tmin = 0.986, Tmax = 0.989	k = −13→13
6796 measured reflections	l = −14→14

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)] = 0.073	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.243	H-atom parameters constrained
S = 0.93	w = 1/[σ2(Fo2) + (0.1525P)2] where P = (Fo2 + 2Fc2)/3
4339 reflections	(Δ/σ)max < 0.001
298 parameters	Δρmax = 0.37 e Å−3
61 restraints	Δρmin = −0.24 e Å−3

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

	x	y	z	Uiso*/Ueq
Li1	0.1027 (6)	0.4551 (5)	1.0323 (5)	0.0634 (14)
Li2	−0.1558 (7)	0.4565 (6)	0.7296 (5)	0.0719 (16)
N1	0.1316 (3)	0.6518 (2)	1.0415 (2)	0.0507 (6)
N2	−0.0351 (2)	0.6392 (2)	0.8668 (2)	0.0535 (7)
N3	0.2796 (3)	0.6487 (3)	1.2128 (2)	0.0667 (8)
N4	−0.2221 (3)	0.6071 (3)	0.7043 (3)	0.0714 (8)
C1	0.1048 (3)	0.7175 (3)	0.9599 (3)	0.0512 (8)
H1A	0.1048	0.8086	1.0070	0.061*
C2	0.2139 (3)	0.7251 (3)	0.8981 (3)	0.0579 (8)
C3	0.2904 (4)	0.8443 (4)	0.9055 (4)	0.0795 (11)
H3	0.2775	0.9239	0.9518	0.095*
C4	0.3849 (5)	0.8494 (6)	0.8466 (5)	0.1126 (17)
H4	0.4342	0.9311	0.8523	0.135*
C5	0.4057 (6)	0.7349 (8)	0.7805 (6)	0.131 (2)
H5	0.4705	0.7379	0.7415	0.157*
C6	0.3321 (6)	0.6141 (6)	0.7703 (5)	0.1191 (17)
H6	0.3464	0.5356	0.7234	0.143*
C7	0.2354 (4)	0.6077 (4)	0.8299 (4)	0.0845 (11)
H7	0.1863	0.5256	0.8238	0.101*
C8	0.2470 (3)	0.7188 (3)	1.1439 (3)	0.0514 (8)
C9	0.3386 (3)	0.8526 (3)	1.1891 (3)	0.0622 (9)
H9	0.3176	0.9039	1.1466	0.075*
C10	0.4549 (4)	0.9057 (4)	1.2924 (3)	0.0849 (12)
H10	0.5125	0.9932	1.3207	0.102*
C11	0.4887 (5)	0.8315 (5)	1.3556 (4)	0.1027 (15)
H11	0.5699	0.8661	1.4256	0.123*
C12	0.3998 (4)	0.7060 (4)	1.3127 (4)	0.0876 (12)
H12	0.4233	0.6554	1.3554	0.105*
C13	−0.1040 (3)	0.6970 (3)	0.8038 (3)	0.0526 (8)
C14	−0.0715 (4)	0.8342 (3)	0.8263 (3)	0.0633 (9)
H14	0.0104	0.8966	0.8904	0.076*
C15	−0.1585 (4)	0.8755 (4)	0.7552 (4)	0.0778 (11)
H15	−0.1373	0.9661	0.7722	0.093*
C16	−0.2783 (4)	0.7838 (5)	0.6580 (4)	0.0926 (13)
H16	−0.3396	0.8106	0.6089	0.111*
C17	−0.3032 (4)	0.6530 (4)	0.6367 (4)	0.0869 (13)
H17	−0.3829	0.5906	0.5700	0.104*
C18	0.1501 (7)	0.2098 (6)	0.8819 (7)	0.183 (3)
H18A	0.1227	0.1720	0.9344	0.220*
H18B	0.0681	0.1811	0.8082	0.220*
C19	0.2581 (9)	0.1655 (7)	0.8507 (9)	0.195 (3)
H19A	0.2663	0.0902	0.8699	0.234*
H19B	0.2384	0.1368	0.7633	0.234*
C20	0.3791 (8)	0.2697 (8)	0.9169 (9)	0.223 (4)
H20A	0.4211	0.2913	0.8626	0.268*
H20B	0.4465	0.2473	0.9710	0.268*
C21	0.3420 (6)	0.3833 (7)	0.9886 (7)	0.180 (3)
H21A	0.3758	0.4013	1.0749	0.216*
H21B	0.3845	0.4630	0.9810	0.216*
O1	0.1996 (3)	0.3504 (3)	0.9441 (3)	0.0881 (9)
C22	−0.1386 (12)	0.1945 (8)	0.5649 (9)	0.231 (4)
H22A	−0.2398	0.1501	0.5322	0.277*
H22B	−0.0961	0.1731	0.6320	0.277*
C23	−0.0822 (14)	0.1475 (9)	0.4711 (11)	0.264 (4)
H23A	−0.0064	0.1126	0.4966	0.317*
H23B	−0.1547	0.0782	0.3953	0.317*
C24	−0.0334 (14)	0.2597 (12)	0.4575 (11)	0.279 (4)
H24A	−0.0746	0.2419	0.3717	0.334*
H24B	0.0683	0.2821	0.4797	0.334*
C25	−0.0648 (11)	0.3669 (9)	0.5286 (8)	0.230 (4)
H25A	0.0187	0.4455	0.5738	0.276*
H25B	−0.1372	0.3878	0.4776	0.276*
O2	−0.1117 (4)	0.3306 (3)	0.6075 (3)	0.1187 (12)

	U11	U22	U33	U12	U13	U23
Li1	0.064 (3)	0.059 (3)	0.079 (4)	0.023 (3)	0.031 (3)	0.037 (3)
Li2	0.080 (4)	0.064 (3)	0.063 (3)	0.009 (3)	0.018 (3)	0.029 (3)
N1	0.0509 (15)	0.0478 (13)	0.0523 (14)	0.0125 (12)	0.0178 (13)	0.0225 (12)
N2	0.0461 (15)	0.0511 (14)	0.0602 (15)	0.0103 (12)	0.0138 (12)	0.0272 (13)
N3	0.0630 (18)	0.0670 (17)	0.0655 (17)	0.0099 (14)	0.0115 (14)	0.0373 (15)
N4	0.0597 (18)	0.0733 (18)	0.0683 (17)	0.0037 (15)	0.0059 (15)	0.0374 (16)
C1	0.0485 (18)	0.0443 (15)	0.0595 (18)	0.0120 (13)	0.0186 (15)	0.0229 (15)
C2	0.0495 (19)	0.066 (2)	0.064 (2)	0.0160 (16)	0.0212 (16)	0.0355 (17)
C3	0.065 (2)	0.097 (3)	0.093 (3)	0.017 (2)	0.033 (2)	0.059 (2)
C4	0.085 (3)	0.151 (5)	0.135 (4)	0.024 (3)	0.056 (3)	0.093 (4)
C5	0.095 (4)	0.213 (7)	0.141 (5)	0.050 (5)	0.075 (4)	0.113 (5)
C6	0.118 (4)	0.149 (5)	0.122 (4)	0.063 (4)	0.080 (3)	0.055 (4)
C7	0.081 (3)	0.095 (3)	0.095 (3)	0.034 (2)	0.049 (2)	0.045 (2)
C8	0.0480 (18)	0.0505 (17)	0.0550 (18)	0.0119 (14)	0.0188 (15)	0.0236 (15)
C9	0.065 (2)	0.0515 (18)	0.061 (2)	0.0074 (16)	0.0144 (17)	0.0261 (16)
C10	0.078 (3)	0.072 (2)	0.074 (2)	−0.012 (2)	0.004 (2)	0.033 (2)
C11	0.082 (3)	0.108 (3)	0.082 (3)	−0.009 (3)	−0.012 (2)	0.050 (3)
C12	0.074 (3)	0.097 (3)	0.080 (3)	0.002 (2)	0.000 (2)	0.057 (2)
C13	0.0500 (18)	0.0551 (18)	0.0578 (18)	0.0145 (15)	0.0228 (15)	0.0284 (16)
C14	0.063 (2)	0.061 (2)	0.070 (2)	0.0207 (16)	0.0217 (17)	0.0331 (18)
C15	0.077 (3)	0.078 (2)	0.098 (3)	0.036 (2)	0.033 (2)	0.054 (2)
C16	0.073 (3)	0.117 (3)	0.108 (3)	0.034 (3)	0.022 (3)	0.076 (3)
C17	0.063 (3)	0.103 (3)	0.085 (3)	0.006 (2)	0.001 (2)	0.058 (2)
C18	0.167 (6)	0.094 (4)	0.239 (7)	0.018 (4)	0.127 (5)	−0.009 (4)
C19	0.182 (6)	0.104 (4)	0.262 (7)	0.062 (4)	0.092 (5)	0.020 (4)
C20	0.128 (5)	0.192 (6)	0.248 (7)	0.087 (4)	0.042 (5)	−0.015 (5)
C21	0.082 (4)	0.155 (5)	0.223 (6)	0.051 (3)	0.049 (4)	−0.006 (5)
O1	0.0756 (18)	0.0718 (17)	0.133 (2)	0.0333 (14)	0.0538 (16)	0.0442 (17)
C22	0.356 (10)	0.121 (5)	0.238 (8)	0.089 (6)	0.167 (7)	0.052 (5)
C23	0.372 (9)	0.162 (7)	0.239 (7)	0.105 (7)	0.172 (7)	0.012 (6)
C24	0.365 (9)	0.240 (9)	0.225 (7)	0.080 (8)	0.197 (6)	0.037 (7)
C25	0.350 (9)	0.202 (8)	0.191 (6)	0.073 (7)	0.195 (6)	0.078 (6)
O2	0.172 (3)	0.085 (2)	0.091 (2)	0.021 (2)	0.070 (2)	0.0226 (17)

Li1—O1	1.921 (6)	C9—C10	1.350 (5)
Li1—N2i	2.084 (6)	C9—H9	0.9300
Li1—N1	2.128 (6)	C10—C11	1.368 (5)
Li1—N1i	2.256 (6)	C10—H10	0.9300
Li1—N3	2.441 (6)	C11—C12	1.352 (5)
Li1—Li1i	2.578 (10)	C11—H11	0.9300
Li1—Li2i	2.633 (8)	C12—Li2i	2.617 (7)
Li1—C1i	2.656 (6)	C12—H12	0.9300
Li1—C8	2.686 (6)	C13—C14	1.418 (4)
Li2—O2	1.895 (7)	C14—C15	1.356 (5)
Li2—N3i	2.020 (7)	C14—H14	0.9300
Li2—N2	2.022 (6)	C15—C16	1.377 (5)
Li2—N4	2.032 (7)	C15—H15	0.9300
Li2—C13	2.415 (6)	C16—C17	1.354 (5)
Li2—C12i	2.617 (7)	C16—H16	0.9300
Li2—Li1i	2.633 (8)	C17—H17	0.9300
N1—C8	1.337 (4)	C18—C19	1.393 (9)
N1—C1	1.458 (4)	C18—O1	1.402 (6)
N1—Li1i	2.256 (6)	C18—H18A	0.9700
N2—C13	1.336 (4)	C18—H18B	0.9700
N2—C1	1.455 (4)	C19—C20	1.352 (9)
N2—Li1i	2.084 (6)	C19—H19A	0.9700
N3—C12	1.349 (4)	C19—H19B	0.9700
N3—C8	1.379 (4)	C20—C21	1.455 (8)
N3—Li2i	2.020 (7)	C20—H20A	0.9700
N4—C17	1.333 (4)	C20—H20B	0.9700
N4—C13	1.374 (4)	C21—O1	1.351 (5)
C1—C2	1.531 (4)	C21—H21A	0.9700
C1—Li1i	2.656 (6)	C21—H21B	0.9700
C1—H1A	0.9800	C22—O2	1.369 (8)
C2—C3	1.378 (5)	C22—C23	1.422 (12)
C2—C7	1.384 (5)	C22—H22A	0.9700
C3—C4	1.374 (6)	C22—H22B	0.9700
C3—H3	0.9300	C23—C24	1.352 (11)
C4—C5	1.347 (8)	C23—H23A	0.9700
C4—H4	0.9300	C23—H23B	0.9700
C5—C6	1.369 (8)	C24—C25	1.368 (11)
C5—H5	0.9300	C24—H24A	0.9700
C6—C7	1.400 (6)	C24—H24B	0.9700
C6—H6	0.9300	C25—O2	1.355 (7)
C7—H7	0.9300	C25—H25A	0.9700
C8—C9	1.430 (4)	C25—H25B	0.9700
O1—Li1—N2i	107.8 (3)	C5—C6—C7	120.5 (5)
O1—Li1—N1	116.0 (3)	C5—C6—H6	119.7
N2i—Li1—N1	134.1 (3)	C7—C6—H6	119.7
O1—Li1—N1i	112.1 (3)	C2—C7—C6	119.1 (4)
N2i—Li1—N1i	64.89 (18)	C2—C7—H7	120.5
N1—Li1—N1i	108.0 (2)	C6—C7—H7	120.5
O1—Li1—N3	108.2 (3)	N1—C8—N3	115.0 (3)
N2i—Li1—N3	94.7 (2)	N1—C8—C9	127.9 (3)
N1—Li1—N3	59.72 (16)	N3—C8—C9	117.2 (3)
N1i—Li1—N3	138.7 (3)	N1—C8—Li1	51.44 (18)
O1—Li1—Li1i	133.7 (4)	N3—C8—Li1	64.8 (2)
N2i—Li1—Li1i	101.7 (3)	C9—C8—Li1	169.4 (3)
N1—Li1—Li1i	56.3 (2)	C10—C9—C8	121.2 (3)
N1i—Li1—Li1i	51.7 (2)	C10—C9—H9	119.4
N3—Li1—Li1i	104.0 (3)	C8—C9—H9	119.4
O1—Li1—Li2i	125.5 (3)	C9—C10—C11	120.4 (3)
N2i—Li1—Li2i	49.08 (19)	C9—C10—H10	119.8
N1—Li1—Li2i	92.4 (2)	C11—C10—H10	119.8
N1i—Li1—Li2i	100.1 (3)	C12—C11—C10	117.6 (4)
N3—Li1—Li2i	46.73 (17)	C12—C11—H11	121.2
Li1i—Li1—Li2i	100.8 (3)	C10—C11—H11	121.2
O1—Li1—C1i	106.6 (2)	N3—C12—C11	124.9 (4)
N2i—Li1—C1i	33.02 (12)	N3—C12—Li2i	49.5 (2)
N1—Li1—C1i	133.0 (3)	C11—C12—Li2i	150.8 (4)
N1i—Li1—C1i	33.27 (11)	N3—C12—H12	117.5
N3—Li1—C1i	124.3 (2)	C11—C12—H12	117.5
Li1i—Li1—C1i	80.3 (3)	Li2i—C12—H12	76.1
Li2i—Li1—C1i	77.7 (2)	N2—C13—N4	113.1 (3)
O1—Li1—C8	111.9 (3)	N2—C13—C14	129.1 (3)
N2i—Li1—C8	119.9 (3)	N4—C13—C14	117.8 (3)
N1—Li1—C8	29.44 (11)	N2—C13—Li2	56.8 (2)
N1i—Li1—C8	130.5 (2)	N4—C13—Li2	57.2 (2)
N3—Li1—C8	30.74 (11)	C14—C13—Li2	169.5 (3)
Li1i—Li1—C8	81.4 (2)	C15—C14—C13	120.7 (3)
Li2i—Li1—C8	71.15 (19)	C15—C14—H14	119.7
C1i—Li1—C8	139.8 (2)	C13—C14—H14	119.7
O2—Li2—N3i	107.2 (3)	C14—C15—C16	120.3 (4)
O2—Li2—N2	130.7 (4)	C14—C15—H15	119.9
N3i—Li2—N2	111.3 (3)	C16—C15—H15	119.9
O2—Li2—N4	121.6 (3)	C17—C16—C15	117.3 (3)
N3i—Li2—N4	113.6 (3)	C17—C16—H16	121.3
N2—Li2—N4	67.9 (2)	C15—C16—H16	121.3
O2—Li2—C13	131.3 (3)	N4—C17—C16	124.9 (4)
N3i—Li2—C13	121.3 (3)	N4—C17—H17	117.5
N2—Li2—C13	33.59 (13)	C16—C17—H17	117.5
N4—Li2—C13	34.67 (14)	C19—C18—O1	108.4 (5)
O2—Li2—C12i	95.7 (3)	C19—C18—H18A	110.0
N3i—Li2—C12i	30.49 (14)	O1—C18—H18A	110.0
N2—Li2—C12i	132.5 (3)	C19—C18—H18B	110.0
N4—Li2—C12i	98.8 (3)	O1—C18—H18B	110.0
C13—Li2—C12i	123.6 (3)	H18A—C18—H18B	108.4
O2—Li2—Li1i	138.0 (3)	C20—C19—C18	107.3 (6)
N3i—Li2—Li1i	61.6 (2)	C20—C19—H19A	110.3
N2—Li2—Li1i	51.15 (18)	C18—C19—H19A	110.3
N4—Li2—Li1i	98.5 (3)	C20—C19—H19B	110.3
C13—Li2—Li1i	75.6 (2)	C18—C19—H19B	110.3
C12i—Li2—Li1i	89.3 (2)	H19A—C19—H19B	108.5
C8—N1—C1	115.8 (2)	C19—C20—C21	106.9 (6)
C8—N1—Li1	99.1 (2)	C19—C20—H20A	110.3
C1—N1—Li1	139.7 (2)	C21—C20—H20A	110.3
C8—N1—Li1i	144.3 (2)	C19—C20—H20B	110.3
C1—N1—Li1i	88.6 (2)	C21—C20—H20B	110.3
Li1—N1—Li1i	72.0 (2)	H20A—C20—H20B	108.6
C13—N2—C1	118.7 (2)	O1—C21—C20	107.3 (5)
C13—N2—Li2	89.6 (2)	O1—C21—H21A	110.3
C1—N2—Li2	144.8 (3)	C20—C21—H21A	110.3
C13—N2—Li1i	128.5 (2)	O1—C21—H21B	110.3
C1—N2—Li1i	95.7 (2)	C20—C21—H21B	110.3
Li2—N2—Li1i	79.8 (2)	H21A—C21—H21B	108.5
C12—N3—C8	118.5 (3)	C21—O1—C18	105.4 (4)
C12—N3—Li2i	100.0 (3)	C21—O1—Li1	121.2 (4)
C8—N3—Li2i	130.2 (3)	C18—O1—Li1	123.5 (3)
C12—N3—Li1	152.4 (3)	O2—C22—C23	109.8 (8)
C8—N3—Li1	84.5 (2)	O2—C22—H22A	109.7
Li2i—N3—Li1	71.6 (2)	C23—C22—H22A	109.7
C17—N4—C13	118.9 (3)	O2—C22—H22B	109.7
C17—N4—Li2	151.9 (3)	C23—C22—H22B	109.7
C13—N4—Li2	88.1 (2)	H22A—C22—H22B	108.2
N2—C1—N1	106.5 (2)	C24—C23—C22	102.6 (9)
N2—C1—C2	109.9 (2)	C24—C23—H23A	111.2
N1—C1—C2	112.9 (2)	C22—C23—H23A	111.2
N2—C1—Li1i	51.31 (18)	C24—C23—H23B	111.2
N1—C1—Li1i	58.11 (18)	C22—C23—H23B	111.2
C2—C1—Li1i	142.4 (2)	H23A—C23—H23B	109.2
N2—C1—H1A	109.2	C23—C24—C25	112.4 (10)
N1—C1—H1A	109.2	C23—C24—H24A	109.1
C2—C1—H1A	109.2	C25—C24—H24A	109.1
Li1i—C1—H1A	108.0	C23—C24—H24B	109.1
C3—C2—C7	118.2 (3)	C25—C24—H24B	109.1
C3—C2—C1	122.7 (3)	H24A—C24—H24B	107.9
C7—C2—C1	119.1 (3)	O2—C25—C24	106.5 (8)
C4—C3—C2	122.2 (4)	O2—C25—H25A	110.4
C4—C3—H3	118.9	C24—C25—H25A	110.4
C2—C3—H3	118.9	O2—C25—H25B	110.4
C5—C4—C3	119.3 (5)	C24—C25—H25B	110.4
C5—C4—H4	120.3	H25A—C25—H25B	108.6
C3—C4—H4	120.3	C25—O2—C22	106.9 (6)
C4—C5—C6	120.6 (5)	C25—O2—Li2	119.8 (5)
C4—C5—H5	119.7	C22—O2—Li2	132.3 (5)
C6—C5—H5	119.7