Bis(12-crown-4)lithium(I) bis­[(N,N-diisopropyl­amino)borohydride(1-)]lithium(I)

The structure of the title compound, [Li(C₈H₁₆O₄)₂][Li(C₆H₁₇BN)₂], is composed of bis­[(N,N-diisopropyl­amino)borohydride(1-)]lithium(I) anions and Li⁺ cations which are eight-coordinated by two 12-crown-4 ether mol­ecules.

Key indicators

• Single-crystal X-ray study
• T = 173 K
• Mean [sigma](C-C) = 0.007 Å
• R factor = 0.084
• wR factor = 0.176
• Data-to-parameter ratio = 19.5

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT026_ALERT_3_C Ratio Observed / Unique Reflections too Low ....         44 Perc.
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       3.15 Ratio
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.97 Ratio
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         B2
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         N1
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         N2
PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          7
PLAT360_ALERT_2_C Short  C(sp3)-C(sp3) Bond  C11    -   C12    ...       1.40 Ang.

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   8 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   5 ALERT type 2 Indicator that the structure model may be wrong or deficient
   3 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: X-AREA (Stoe & Cie, 2001); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL-Plus (Sheldrick, 1991); software used to prepare material for publication: SHELXL97.

Bis(12-crown-4)lithium(I) bis[(N,N-diisopropylamino)borohydride(1-)]lithium(I)

Crystal data

[Li(C8H16O4)2][Li(C6H17BN)2]	Z = 2
Mr = 594.33	F(000) = 656
Triclinic, P1	Dx = 1.065 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.2918 (12) Å	Cell parameters from 9247 reflections
b = 14.5424 (14) Å	θ = 3.6–26.3°
c = 14.8057 (13) Å	µ = 0.07 mm^−1
α = 116.790 (7)°	T = 173 K
β = 105.314 (8)°	Block, colourless
γ = 94.850 (9)°	0.24 × 0.22 × 0.19 mm
V = 1853.7 (4) Å^3

Data collection

Stoe IPDS-II two-circle diffractometer	3312 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.096
Graphite monochromator	θmax = 26.4°, θmin = 3.6°
ω scans	h = −12→12
23964 measured reflections	k = −18→18
7468 independent reflections	l = −18→18

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.084	H-atom parameters constrained
wR(F^2) = 0.176	w = 1/[σ^2(Fo^2) + (0.0581P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 0.95	(Δ/σ)max < 0.001
7468 reflections	Δρmax = 0.49 e Å^−3
382 parameters	Δρmin = −0.32 e Å^−3
0 restraints	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0110 (15)

Special details

Experimental. The NMR spectra were recorded on Bruker AV 300 and AV 400 spectrometers. NMR measurements were performed in undeuterated THF solution. C₆D₆ (approximately 0.1 ml) was added to the sample to provide a lock signal. ¹H NMR shifts are reported relative to tetramethylsilane and were referenced against residual solvent peaks (C₆D₅H: δ = 7.16; Gottlieb et al., 1997). The ⁷Li NMR spectrum was referenced against external LiCl in D₂O (ca 9.7 mol kg-1). Abbreviations: s = singlet, d = dublet, m = multiplet, n.o. = not observed. ¹H NMR (THF, 400.13 MHz): δ n.o. (BH₃), 0.99 (d, ³J_HH = 6.6 Hz, 6 H, CH₃), 2.83 (m, 2 H, CH) p.p.m. ⁷Li{¹H} NMR (THF, 116.60 MHz): δ = -0.52 (s) p.p.m.

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 (Ų)

	x	y	z	Uiso*/Ueq
Li1	0.7647 (8)	0.2792 (6)	0.2620 (5)	0.0380 (17)
N1	0.6404 (3)	0.3817 (3)	0.2600 (2)	0.0297 (8)
B1	0.7083 (5)	0.3750 (4)	0.1764 (3)	0.0298 (10)
H1A	0.6728	0.3042	0.1129	0.045*
H1B	0.8090	0.3884	0.2080	0.045*
H1C	0.6859	0.4282	0.1553	0.045*
N2	0.8854 (3)	0.1723 (2)	0.2538 (2)	0.0259 (7)
B2	0.8339 (7)	0.1848 (6)	0.3478 (4)	0.0568 (17)
H2A	0.8909	0.1563	0.3887	0.085*
H2B	0.7369	0.1458	0.3184	0.085*
H2C	0.8417	0.2600	0.3953	0.085*
C11	0.6959 (7)	0.4881 (4)	0.3601 (3)	0.0610 (16)
H11	0.7967	0.5028	0.3695	0.073*
C12	0.6990 (9)	0.4915 (4)	0.4568 (4)	0.104 (3)
H12A	0.7304	0.4304	0.4588	0.155*
H12B	0.6058	0.4893	0.4618	0.155*
H12C	0.7629	0.5571	0.5176	0.155*
C13	0.6519 (6)	0.5800 (4)	0.3486 (4)	0.0525 (13)
H13A	0.6569	0.5737	0.2809	0.079*
H13B	0.7138	0.6468	0.4091	0.079*
H13C	0.5566	0.5791	0.3485	0.079*
C14	0.4901 (5)	0.3462 (4)	0.2238 (4)	0.0536 (13)
H14	0.4630	0.3903	0.2874	0.064*
C15	0.4501 (6)	0.2356 (4)	0.2010 (6)	0.084 (2)
H15A	0.5062	0.2283	0.2611	0.125*
H15B	0.4659	0.1872	0.1350	0.125*
H15C	0.3518	0.2181	0.1919	0.125*
C16	0.4034 (5)	0.3609 (5)	0.1333 (4)	0.0671 (16)
H16A	0.4302	0.4349	0.1509	0.101*
H16B	0.3051	0.3430	0.1240	0.101*
H16C	0.4189	0.3144	0.0665	0.101*
C21	0.8442 (4)	0.0657 (3)	0.1569 (3)	0.0380 (10)
H21	0.9094	0.0644	0.1170	0.046*
C22	0.8514 (6)	−0.0279 (4)	0.1804 (5)	0.0703 (17)
H22A	0.9453	−0.0170	0.2273	0.105*
H22B	0.8286	−0.0944	0.1127	0.105*
H22C	0.7850	−0.0312	0.2163	0.105*
C23	0.6979 (5)	0.0473 (4)	0.0821 (3)	0.0449 (12)
H23A	0.6933	0.1056	0.0661	0.067*
H23B	0.6307	0.0442	0.1174	0.067*
H23C	0.6763	−0.0198	0.0150	0.067*
C24	1.0326 (4)	0.2283 (3)	0.2924 (3)	0.0324 (10)
H24	1.0452	0.2976	0.3576	0.039*
C25	1.1394 (5)	0.1730 (4)	0.3290 (4)	0.0434 (11)
H25A	1.1163	0.1564	0.3809	0.065*
H25B	1.2323	0.2201	0.3628	0.065*
H25C	1.1376	0.1072	0.2665	0.065*
C26	1.0695 (5)	0.2553 (4)	0.2125 (4)	0.0419 (11)
H26A	1.0022	0.2913	0.1900	0.063*
H26B	1.0673	0.1900	0.1494	0.063*
H26C	1.1626	0.3021	0.2467	0.063*
Li2	0.7601 (7)	0.2453 (5)	0.7488 (4)	0.0262 (14)
O31	0.6061 (3)	0.26003 (19)	0.60775 (19)	0.0283 (6)
C32	0.6668 (4)	0.3320 (3)	0.5803 (3)	0.0279 (9)
H32A	0.5944	0.3592	0.5474	0.033*
H32B	0.7139	0.2957	0.5283	0.033*
C33	0.7695 (4)	0.4215 (3)	0.6828 (3)	0.0301 (9)
H33A	0.8167	0.4715	0.6666	0.036*
H33B	0.7200	0.4605	0.7317	0.036*
O34	0.8714 (3)	0.3832 (2)	0.73530 (19)	0.0286 (6)
C35	0.9808 (4)	0.3613 (3)	0.6909 (3)	0.0307 (10)
H35A	1.0424	0.4282	0.7103	0.037*
H35B	0.9419	0.3180	0.6116	0.037*
C36	1.0603 (4)	0.3016 (3)	0.7378 (3)	0.0324 (10)
H36A	1.1355	0.2832	0.7076	0.039*
H36B	1.1033	0.3475	0.8167	0.039*
O37	0.9715 (3)	0.2064 (2)	0.71465 (18)	0.0304 (7)
C38	0.9517 (4)	0.1182 (3)	0.6117 (3)	0.0301 (9)
H38A	1.0332	0.0866	0.6141	0.036*
H38B	0.9388	0.1409	0.5569	0.036*
C39	0.8233 (4)	0.0384 (3)	0.5847 (3)	0.0293 (9)
H39A	0.8036	−0.0228	0.5122	0.035*
H39B	0.8410	0.0121	0.6369	0.035*
O40	0.7050 (3)	0.0833 (2)	0.58723 (18)	0.0266 (6)
C41	0.6396 (4)	0.0903 (3)	0.4923 (3)	0.0263 (9)
H41A	0.5914	0.0189	0.4304	0.032*
H41B	0.7096	0.1231	0.4740	0.032*
C42	0.5383 (4)	0.1573 (3)	0.5177 (3)	0.0296 (10)
H42A	0.4906	0.1641	0.4544	0.035*
H42B	0.4675	0.1224	0.5337	0.035*
O51	0.6631 (3)	0.3805 (2)	0.85411 (18)	0.0281 (6)
C52	0.7740 (4)	0.4584 (3)	0.9503 (3)	0.0282 (9)
H52A	0.7345	0.5071	1.0022	0.034*
H52B	0.8320	0.5008	0.9321	0.034*
C53	0.8625 (4)	0.4053 (3)	1.0009 (3)	0.0300 (9)
H53A	0.9387	0.4590	1.0666	0.036*
H53B	0.8060	0.3640	1.0210	0.036*
O54	0.9179 (3)	0.33607 (19)	0.92266 (17)	0.0257 (6)
C55	0.9812 (4)	0.2650 (3)	0.9516 (3)	0.0246 (9)
H55A	1.0380	0.3039	1.0290	0.030*
H55B	1.0437	0.2377	0.9101	0.030*
C56	0.8742 (4)	0.1727 (3)	0.9299 (3)	0.0298 (9)
H56A	0.9202	0.1220	0.9458	0.036*
H56B	0.8159	0.1982	0.9755	0.036*
O57	0.7906 (3)	0.1224 (2)	0.81807 (18)	0.0315 (7)
C58	0.6627 (4)	0.0541 (3)	0.7907 (3)	0.0318 (10)
H58A	0.6766	0.0167	0.8330	0.038*
H58B	0.6316	0.0001	0.7136	0.038*
C59	0.5526 (4)	0.1135 (3)	0.8121 (3)	0.0301 (10)
H59A	0.4640	0.0640	0.7907	0.036*
H59B	0.5801	0.1658	0.8896	0.036*
O60	0.5373 (3)	0.1667 (2)	0.74892 (19)	0.0312 (7)
C61	0.4586 (4)	0.2457 (3)	0.7762 (3)	0.0311 (9)
H61A	0.3775	0.2193	0.7893	0.037*
H61B	0.4238	0.2587	0.7150	0.037*
C62	0.5440 (4)	0.3481 (3)	0.8747 (3)	0.0306 (9)
H62A	0.4895	0.4029	0.8891	0.037*
H62B	0.5727	0.3378	0.9381	0.037*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Li1	0.047 (4)	0.045 (4)	0.032 (3)	0.022 (4)	0.021 (3)	0.021 (3)
N1	0.0215 (18)	0.043 (2)	0.0297 (17)	0.0118 (16)	0.0130 (14)	0.0189 (16)
B1	0.031 (3)	0.034 (3)	0.031 (2)	0.014 (2)	0.017 (2)	0.018 (2)
N2	0.031 (2)	0.0318 (19)	0.0272 (16)	0.0146 (15)	0.0154 (15)	0.0204 (15)
B2	0.063 (4)	0.098 (5)	0.052 (3)	0.038 (4)	0.036 (3)	0.059 (4)
C11	0.097 (5)	0.054 (3)	0.035 (2)	0.046 (3)	0.027 (3)	0.017 (2)
C12	0.199 (8)	0.045 (4)	0.048 (3)	0.006 (4)	0.011 (4)	0.029 (3)
C13	0.068 (4)	0.047 (3)	0.054 (3)	0.030 (3)	0.032 (3)	0.026 (3)
C14	0.034 (3)	0.078 (4)	0.064 (3)	0.013 (3)	0.023 (2)	0.045 (3)
C15	0.033 (3)	0.040 (3)	0.135 (5)	0.010 (3)	0.011 (3)	0.018 (3)
C16	0.034 (3)	0.088 (4)	0.059 (3)	0.026 (3)	0.000 (2)	0.027 (3)
C21	0.033 (3)	0.031 (2)	0.048 (2)	0.009 (2)	0.013 (2)	0.018 (2)
C22	0.049 (3)	0.042 (3)	0.119 (5)	0.017 (3)	0.009 (3)	0.049 (3)
C23	0.041 (3)	0.037 (3)	0.045 (3)	0.008 (2)	0.006 (2)	0.015 (2)
C24	0.030 (2)	0.040 (3)	0.032 (2)	0.010 (2)	0.0098 (18)	0.021 (2)
C25	0.034 (3)	0.048 (3)	0.051 (3)	0.014 (2)	0.004 (2)	0.032 (2)
C26	0.034 (3)	0.053 (3)	0.056 (3)	0.013 (2)	0.018 (2)	0.039 (2)
Li2	0.031 (4)	0.024 (3)	0.018 (3)	0.002 (3)	0.007 (3)	0.007 (3)
O31	0.0329 (16)	0.0251 (15)	0.0275 (13)	0.0028 (12)	0.0120 (12)	0.0133 (12)
C32	0.037 (2)	0.027 (2)	0.028 (2)	0.0117 (19)	0.0131 (18)	0.0184 (18)
C33	0.042 (3)	0.024 (2)	0.031 (2)	0.0092 (19)	0.0173 (19)	0.0154 (18)
O34	0.0296 (16)	0.0341 (16)	0.0273 (13)	0.0067 (13)	0.0135 (12)	0.0173 (13)
C35	0.028 (2)	0.035 (2)	0.030 (2)	−0.0021 (19)	0.0133 (18)	0.0155 (19)
C36	0.023 (2)	0.038 (2)	0.029 (2)	−0.0003 (19)	0.0078 (17)	0.0118 (19)
O37	0.0368 (17)	0.0313 (16)	0.0184 (12)	0.0021 (13)	0.0102 (12)	0.0090 (12)
C38	0.034 (2)	0.034 (2)	0.0241 (19)	0.0140 (19)	0.0152 (18)	0.0117 (18)
C39	0.042 (3)	0.020 (2)	0.0241 (19)	0.0119 (19)	0.0115 (18)	0.0088 (17)
O40	0.0289 (16)	0.0333 (15)	0.0224 (12)	0.0073 (12)	0.0104 (11)	0.0166 (12)
C41	0.033 (2)	0.023 (2)	0.0164 (17)	−0.0011 (18)	0.0040 (16)	0.0089 (17)
C42	0.032 (2)	0.023 (2)	0.0198 (18)	−0.0025 (18)	−0.0038 (17)	0.0079 (17)
O51	0.0225 (15)	0.0326 (16)	0.0234 (13)	−0.0015 (12)	0.0087 (11)	0.0101 (12)
C52	0.025 (2)	0.023 (2)	0.0246 (19)	0.0018 (17)	0.0105 (17)	0.0017 (17)
C53	0.031 (2)	0.032 (2)	0.0185 (18)	0.0021 (19)	0.0089 (17)	0.0059 (18)
O54	0.0303 (16)	0.0315 (15)	0.0189 (12)	0.0100 (12)	0.0132 (11)	0.0123 (12)
C55	0.022 (2)	0.035 (2)	0.0202 (17)	0.0070 (18)	0.0064 (16)	0.0157 (17)
C56	0.030 (2)	0.037 (2)	0.0213 (18)	0.0049 (19)	0.0028 (17)	0.0168 (18)
O57	0.0260 (16)	0.0411 (17)	0.0194 (12)	−0.0010 (13)	0.0019 (11)	0.0132 (12)
C58	0.038 (3)	0.027 (2)	0.0230 (19)	0.0002 (19)	0.0028 (18)	0.0118 (18)
C59	0.030 (2)	0.032 (2)	0.032 (2)	0.0006 (19)	0.0102 (18)	0.0214 (19)
O60	0.0371 (17)	0.0292 (16)	0.0243 (13)	0.0043 (13)	0.0086 (12)	0.0124 (12)
C61	0.021 (2)	0.039 (3)	0.033 (2)	0.0075 (19)	0.0095 (18)	0.017 (2)
C62	0.032 (2)	0.035 (2)	0.030 (2)	0.0112 (19)	0.0191 (19)	0.0155 (19)

Geometric parameters (Å, º)

Li1—N1	2.049 (8)	Li2—O60	2.475 (7)
Li1—N2	2.053 (8)	O31—C42	1.426 (4)
N1—C14	1.457 (5)	O31—C32	1.436 (4)
N1—C11	1.501 (6)	C32—C33	1.501 (5)
N1—B1	1.545 (5)	C32—H32A	0.9900
B1—H1A	0.9800	C32—H32B	0.9900
B1—H1B	0.9800	C33—O34	1.440 (4)
B1—H1C	0.9800	C33—H33A	0.9900
N2—C24	1.484 (5)	C33—H33B	0.9900
N2—C21	1.485 (5)	O34—C35	1.437 (5)
N2—B2	1.557 (6)	C35—C36	1.506 (6)
B2—H2A	0.9800	C35—H35A	0.9900
B2—H2B	0.9800	C35—H35B	0.9900
B2—H2C	0.9800	C36—O37	1.436 (4)
C11—C12	1.403 (7)	C36—H36A	0.9900
C11—C13	1.512 (6)	C36—H36B	0.9900
C11—H11	1.0000	O37—C38	1.428 (4)
C12—H12A	0.9800	C38—C39	1.514 (6)
C12—H12B	0.9800	C38—H38A	0.9900
C12—H12C	0.9800	C38—H38B	0.9900
C13—H13A	0.9800	C39—O40	1.432 (5)
C13—H13B	0.9800	C39—H39A	0.9900
C13—H13C	0.9800	C39—H39B	0.9900
C14—C15	1.482 (7)	O40—C41	1.442 (4)
C14—C16	1.516 (6)	C41—C42	1.491 (6)
C14—H14	1.0000	C41—H41A	0.9900
C15—H15A	0.9800	C41—H41B	0.9900
C15—H15B	0.9800	C42—H42A	0.9900
C15—H15C	0.9800	C42—H42B	0.9900
C16—H16A	0.9800	O51—C62	1.430 (4)
C16—H16B	0.9800	O51—C52	1.443 (4)
C16—H16C	0.9800	C52—C53	1.506 (5)
C21—C23	1.532 (6)	C52—H52A	0.9900
C21—C22	1.552 (6)	C52—H52B	0.9900
C21—H21	1.0000	C53—O54	1.441 (4)
C22—H22A	0.9800	C53—H53A	0.9900
C22—H22B	0.9800	C53—H53B	0.9900
C22—H22C	0.9800	O54—C55	1.429 (4)
C23—H23A	0.9800	C55—C56	1.514 (5)
C23—H23B	0.9800	C55—H55A	0.9900
C23—H23C	0.9800	C55—H55B	0.9900
C24—C26	1.527 (5)	C56—O57	1.437 (4)
C24—C25	1.541 (5)	C56—H56A	0.9900
C24—H24	1.0000	C56—H56B	0.9900
C25—H25A	0.9800	O57—C58	1.421 (5)
C25—H25B	0.9800	C58—C59	1.496 (6)
C25—H25C	0.9800	C58—H58A	0.9900
C26—H26A	0.9800	C58—H58B	0.9900
C26—H26B	0.9800	C59—O60	1.447 (4)
C26—H26C	0.9800	C59—H59A	0.9900
Li2—O54	2.317 (6)	C59—H59B	0.9900
Li2—O34	2.338 (6)	O60—C61	1.432 (5)
Li2—O40	2.360 (6)	C61—C62	1.503 (5)
Li2—O31	2.374 (6)	C61—H61A	0.9900
Li2—O51	2.383 (7)	C61—H61B	0.9900
Li2—O37	2.417 (7)	C62—H62A	0.9900
Li2—O57	2.433 (6)	C62—H62B	0.9900
N1—Li1—N2	176.4 (4)	O37—Li2—O60	143.5 (3)
C14—N1—C11	112.7 (4)	O57—Li2—O60	69.00 (18)
C14—N1—B1	118.3 (3)	C42—O31—C32	113.5 (3)
C11—N1—B1	111.0 (3)	C42—O31—Li2	110.1 (2)
C14—N1—Li1	120.7 (3)	C32—O31—Li2	114.5 (3)
C11—N1—Li1	112.1 (3)	O31—C32—C33	107.0 (3)
B1—N1—Li1	77.6 (3)	O31—C32—H32A	110.3
N1—B1—H1A	109.5	C33—C32—H32A	110.3
N1—B1—H1B	109.5	O31—C32—H32B	110.3
H1A—B1—H1B	109.5	C33—C32—H32B	110.3
N1—B1—H1C	109.5	H32A—C32—H32B	108.6
H1A—B1—H1C	109.5	O34—C33—C32	111.3 (3)
H1B—B1—H1C	109.5	O34—C33—H33A	109.4
C24—N2—C21	115.0 (3)	C32—C33—H33A	109.4
C24—N2—B2	112.4 (3)	O34—C33—H33B	109.4
C21—N2—B2	117.6 (4)	C32—C33—H33B	109.4
C24—N2—Li1	108.5 (3)	H33A—C33—H33B	108.0
C21—N2—Li1	120.2 (3)	C35—O34—C33	113.5 (3)
B2—N2—Li1	77.6 (3)	C35—O34—Li2	115.5 (3)
N2—B2—H2A	109.5	C33—O34—Li2	109.6 (3)
N2—B2—H2B	109.5	O34—C35—C36	106.8 (3)
H2A—B2—H2B	109.5	O34—C35—H35A	110.4
N2—B2—H2C	109.5	C36—C35—H35A	110.4
H2A—B2—H2C	109.5	O34—C35—H35B	110.4
H2B—B2—H2C	109.5	C36—C35—H35B	110.4
C12—C11—N1	116.9 (4)	H35A—C35—H35B	108.6
C12—C11—C13	114.5 (4)	O37—C36—C35	111.3 (3)
N1—C11—C13	115.6 (4)	O37—C36—H36A	109.4
C12—C11—H11	102.2	C35—C36—H36A	109.4
N1—C11—H11	102.2	O37—C36—H36B	109.4
C13—C11—H11	102.2	C35—C36—H36B	109.4
C11—C12—H12A	109.5	H36A—C36—H36B	108.0
C11—C12—H12B	109.5	C38—O37—C36	113.8 (3)
H12A—C12—H12B	109.5	C38—O37—Li2	114.8 (3)
C11—C12—H12C	109.5	C36—O37—Li2	109.3 (3)
H12A—C12—H12C	109.5	O37—C38—C39	106.8 (3)
H12B—C12—H12C	109.5	O37—C38—H38A	110.4
C11—C13—H13A	109.5	C39—C38—H38A	110.4
C11—C13—H13B	109.5	O37—C38—H38B	110.4
H13A—C13—H13B	109.5	C39—C38—H38B	110.4
C11—C13—H13C	109.5	H38A—C38—H38B	108.6
H13A—C13—H13C	109.5	O40—C39—C38	112.0 (3)
H13B—C13—H13C	109.5	O40—C39—H39A	109.2
N1—C14—C15	110.5 (4)	C38—C39—H39A	109.2
N1—C14—C16	118.1 (4)	O40—C39—H39B	109.2
C15—C14—C16	111.0 (5)	C38—C39—H39B	109.2
N1—C14—H14	105.4	H39A—C39—H39B	107.9
C15—C14—H14	105.4	C39—O40—C41	114.3 (3)
C16—C14—H14	105.4	C39—O40—Li2	110.2 (3)
C14—C15—H15A	109.5	C41—O40—Li2	113.5 (2)
C14—C15—H15B	109.5	O40—C41—C42	106.6 (3)
H15A—C15—H15B	109.5	O40—C41—H41A	110.4
C14—C15—H15C	109.5	C42—C41—H41A	110.4
H15A—C15—H15C	109.5	O40—C41—H41B	110.4
H15B—C15—H15C	109.5	C42—C41—H41B	110.4
C14—C16—H16A	109.5	H41A—C41—H41B	108.6
C14—C16—H16B	109.5	O31—C42—C41	111.1 (3)
H16A—C16—H16B	109.5	O31—C42—H42A	109.4
C14—C16—H16C	109.5	C41—C42—H42A	109.4
H16A—C16—H16C	109.5	O31—C42—H42B	109.4
H16B—C16—H16C	109.5	C41—C42—H42B	109.4
N2—C21—C23	110.4 (3)	H42A—C42—H42B	108.0
N2—C21—C22	114.9 (4)	C62—O51—C52	113.4 (3)
C23—C21—C22	109.2 (4)	C62—O51—Li2	117.7 (3)
N2—C21—H21	107.4	C52—O51—Li2	108.0 (3)
C23—C21—H21	107.4	O51—C52—C53	110.5 (3)
C22—C21—H21	107.4	O51—C52—H52A	109.5
C21—C22—H22A	109.5	C53—C52—H52A	109.5
C21—C22—H22B	109.5	O51—C52—H52B	109.5
H22A—C22—H22B	109.5	C53—C52—H52B	109.5
C21—C22—H22C	109.5	H52A—C52—H52B	108.1
H22A—C22—H22C	109.5	O54—C53—C52	107.3 (3)
H22B—C22—H22C	109.5	O54—C53—H53A	110.3
C21—C23—H23A	109.5	C52—C53—H53A	110.3
C21—C23—H23B	109.5	O54—C53—H53B	110.3
H23A—C23—H23B	109.5	C52—C53—H53B	110.3
C21—C23—H23C	109.5	H53A—C53—H53B	108.5
H23A—C23—H23C	109.5	C55—O54—C53	113.2 (3)
H23B—C23—H23C	109.5	C55—O54—Li2	110.9 (3)
N2—C24—C26	113.2 (3)	C53—O54—Li2	113.7 (3)
N2—C24—C25	115.2 (3)	O54—C55—C56	111.6 (3)
C26—C24—C25	109.5 (4)	O54—C55—H55A	109.3
N2—C24—H24	106.1	C56—C55—H55A	109.3
C26—C24—H24	106.1	O54—C55—H55B	109.3
C25—C24—H24	106.1	C56—C55—H55B	109.3
C24—C25—H25A	109.5	H55A—C55—H55B	108.0
C24—C25—H25B	109.5	O57—C56—C55	106.9 (3)
H25A—C25—H25B	109.5	O57—C56—H56A	110.3
C24—C25—H25C	109.5	C55—C56—H56A	110.3
H25A—C25—H25C	109.5	O57—C56—H56B	110.3
H25B—C25—H25C	109.5	C55—C56—H56B	110.3
C24—C26—H26A	109.5	H56A—C56—H56B	108.6
C24—C26—H26B	109.5	C58—O57—C56	114.1 (3)
H26A—C26—H26B	109.5	C58—O57—Li2	112.0 (3)
C24—C26—H26C	109.5	C56—O57—Li2	113.5 (3)
H26A—C26—H26C	109.5	O57—C58—C59	112.0 (3)
H26B—C26—H26C	109.5	O57—C58—H58A	109.2
O54—Li2—O34	82.7 (2)	C59—C58—H58A	109.2
O54—Li2—O40	140.7 (3)	O57—C58—H58B	109.2
O34—Li2—O40	110.4 (2)	C59—C58—H58B	109.2
O54—Li2—O31	145.9 (3)	H58A—C58—H58B	107.9
O34—Li2—O31	71.78 (18)	O60—C59—C58	106.7 (3)
O40—Li2—O31	71.40 (18)	O60—C59—H59A	110.4
O54—Li2—O51	72.85 (19)	C58—C59—H59A	110.4
O34—Li2—O51	82.7 (2)	O60—C59—H59B	110.4
O40—Li2—O51	143.4 (3)	C58—C59—H59B	110.4
O31—Li2—O51	81.6 (2)	H59A—C59—H59B	108.6
O54—Li2—O37	79.6 (2)	C61—O60—C59	114.7 (3)
O34—Li2—O37	71.2 (2)	C61—O60—Li2	108.8 (3)
O40—Li2—O37	70.9 (2)	C59—O60—Li2	113.7 (3)
O31—Li2—O37	111.7 (2)	O60—C61—C62	111.7 (3)
O51—Li2—O37	144.1 (3)	O60—C61—H61A	109.3
O54—Li2—O57	71.28 (18)	C62—C61—H61A	109.3
O34—Li2—O57	145.6 (3)	O60—C61—H61B	109.3
O40—Li2—O57	79.3 (2)	C62—C61—H61B	109.3
O31—Li2—O57	140.3 (3)	H61A—C61—H61B	107.9
O51—Li2—O57	109.6 (2)	O51—C62—C61	107.3 (3)
O37—Li2—O57	81.9 (2)	O51—C62—H62A	110.3
O54—Li2—O60	109.7 (2)	C61—C62—H62A	110.3
O34—Li2—O60	143.4 (3)	O51—C62—H62B	110.3
O40—Li2—O60	82.1 (2)	C61—C62—H62B	110.3
O31—Li2—O60	80.8 (2)	H62A—C62—H62B	108.5
O51—Li2—O60	69.4 (2)
C14—N1—C11—C12	74.2 (6)	O54—Li2—O40—C41	−151.5 (4)
B1—N1—C11—C12	−150.5 (5)	O34—Li2—O40—C41	−47.5 (4)
Li1—N1—C11—C12	−65.8 (7)	O31—Li2—O40—C41	14.0 (3)
C14—N1—C11—C13	−65.1 (5)	O51—Li2—O40—C41	58.4 (5)
B1—N1—C11—C13	70.3 (5)	O37—Li2—O40—C41	−108.0 (3)
Li1—N1—C11—C13	154.9 (4)	O57—Li2—O40—C41	166.9 (2)
C11—N1—C14—C15	−131.3 (5)	O60—Li2—O40—C41	96.9 (3)
B1—N1—C14—C15	96.9 (5)	C39—O40—C41—C42	−169.0 (3)
Li1—N1—C14—C15	4.8 (6)	Li2—O40—C41—C42	−41.5 (4)
C11—N1—C14—C16	99.4 (5)	C32—O31—C42—C41	82.9 (4)
B1—N1—C14—C16	−32.4 (6)	Li2—O31—C42—C41	−46.8 (4)
Li1—N1—C14—C16	−124.5 (5)	O40—C41—C42—O31	59.2 (4)
C24—N2—C21—C23	−141.6 (3)	O54—Li2—O51—C62	−111.2 (3)
B2—N2—C21—C23	82.4 (4)	O34—Li2—O51—C62	164.2 (2)
Li1—N2—C21—C23	−9.0 (5)	O40—Li2—O51—C62	49.5 (5)
C24—N2—C21—C22	94.4 (4)	O31—Li2—O51—C62	91.7 (3)
B2—N2—C21—C22	−41.6 (5)	O37—Li2—O51—C62	−152.7 (4)
Li1—N2—C21—C22	−133.0 (4)	O57—Li2—O51—C62	−49.0 (4)
C21—N2—C24—C26	64.6 (4)	O60—Li2—O51—C62	8.3 (3)
B2—N2—C24—C26	−157.1 (4)	O54—Li2—O51—C52	18.8 (2)
Li1—N2—C24—C26	−73.2 (4)	O34—Li2—O51—C52	−65.8 (3)
C21—N2—C24—C25	−62.5 (4)	O40—Li2—O51—C52	179.5 (4)
B2—N2—C24—C25	75.8 (5)	O31—Li2—O51—C52	−138.4 (2)
Li1—N2—C24—C25	159.6 (3)	O37—Li2—O51—C52	−22.7 (5)
O54—Li2—O31—C42	−179.1 (5)	O57—Li2—O51—C52	81.0 (3)
O34—Li2—O31—C42	137.3 (3)	O60—Li2—O51—C52	138.3 (2)
O40—Li2—O31—C42	17.4 (3)	C62—O51—C52—C53	84.9 (4)
O51—Li2—O31—C42	−137.7 (3)	Li2—O51—C52—C53	−47.4 (4)
O37—Li2—O31—C42	77.0 (3)	O51—C52—C53—O54	59.6 (4)
O57—Li2—O31—C42	−27.1 (6)	C52—C53—O54—C55	−168.3 (3)
O60—Li2—O31—C42	−67.3 (3)	C52—C53—O54—Li2	−40.5 (4)
O54—Li2—O31—C32	51.7 (6)	O34—Li2—O54—C55	−134.0 (2)
O34—Li2—O31—C32	8.0 (3)	O40—Li2—O54—C55	−20.4 (5)
O40—Li2—O31—C32	−111.9 (3)	O31—Li2—O54—C55	−175.4 (5)
O51—Li2—O31—C32	93.1 (3)	O51—Li2—O54—C55	141.5 (2)
O37—Li2—O31—C32	−52.3 (4)	O37—Li2—O54—C55	−61.8 (3)
O57—Li2—O31—C32	−156.4 (4)	O57—Li2—O54—C55	23.1 (3)
O60—Li2—O31—C32	163.4 (2)	O60—Li2—O54—C55	81.6 (3)
C42—O31—C32—C33	−162.4 (3)	O34—Li2—O54—C53	97.1 (3)
Li2—O31—C32—C33	−34.9 (4)	O40—Li2—O54—C53	−149.4 (4)
O31—C32—C33—O34	56.7 (4)	O31—Li2—O54—C53	55.7 (6)
C32—C33—O34—C35	80.8 (4)	O51—Li2—O54—C53	12.5 (3)
C32—C33—O34—Li2	−50.0 (4)	O37—Li2—O54—C53	169.2 (2)
O54—Li2—O34—C35	95.2 (3)	O57—Li2—O54—C53	−105.8 (3)
O40—Li2—O34—C35	−46.6 (4)	O60—Li2—O54—C53	−47.4 (3)
O31—Li2—O34—C35	−107.8 (3)	C53—O54—C55—C56	78.1 (4)
O51—Li2—O34—C35	168.7 (2)	Li2—O54—C55—C56	−51.2 (4)
O37—Li2—O34—C35	13.8 (3)	O54—C55—C56—O57	56.2 (4)
O57—Li2—O34—C35	54.5 (6)	C55—C56—O57—C58	−163.1 (3)
O60—Li2—O34—C35	−151.4 (4)	C55—C56—O57—Li2	−33.1 (4)
O54—Li2—O34—C33	−135.1 (3)	O54—Li2—O57—C58	137.8 (3)
O40—Li2—O34—C33	83.2 (3)	O34—Li2—O57—C58	−179.1 (5)
O31—Li2—O34—C33	21.9 (3)	O40—Li2—O57—C58	−68.5 (3)
O51—Li2—O34—C33	−61.5 (3)	O31—Li2—O57—C58	−26.0 (6)
O37—Li2—O34—C33	143.5 (2)	O51—Li2—O57—C58	74.6 (3)
O57—Li2—O34—C33	−175.7 (5)	O37—Li2—O57—C58	−140.5 (2)
O60—Li2—O34—C33	−21.7 (5)	O60—Li2—O57—C58	17.1 (3)
C33—O34—C35—C36	−168.5 (3)	O54—Li2—O57—C56	6.8 (3)
Li2—O34—C35—C36	−40.7 (4)	O34—Li2—O57—C56	49.9 (6)
O34—C35—C36—O37	57.5 (4)	O40—Li2—O57—C56	160.5 (3)
C35—C36—O37—C38	84.4 (4)	O31—Li2—O57—C56	−157.0 (4)
C35—C36—O37—Li2	−45.4 (4)	O51—Li2—O57—C56	−56.4 (4)
O54—Li2—O37—C38	162.1 (2)	O37—Li2—O57—C56	88.5 (3)
O34—Li2—O37—C38	−112.2 (2)	O60—Li2—O57—C56	−113.9 (3)
O40—Li2—O37—C38	8.4 (3)	C56—O57—C58—C59	84.0 (4)
O31—Li2—O37—C38	−51.6 (3)	Li2—O57—C58—C59	−46.7 (4)
O51—Li2—O37—C38	−157.9 (4)	O57—C58—C59—O60	58.6 (4)
O57—Li2—O37—C38	89.7 (3)	C58—C59—O60—C61	−167.1 (3)
O60—Li2—O37—C38	53.0 (5)	C58—C59—O60—Li2	−40.9 (4)
O54—Li2—O37—C36	−68.7 (2)	O54—Li2—O60—C61	83.4 (3)
O34—Li2—O37—C36	17.1 (2)	O34—Li2—O60—C61	−21.4 (5)
O40—Li2—O37—C36	137.6 (2)	O40—Li2—O60—C61	−135.3 (2)
O31—Li2—O37—C36	77.7 (3)	O31—Li2—O60—C61	−63.0 (3)
O51—Li2—O37—C36	−28.6 (5)	O51—Li2—O60—C61	21.4 (2)
O57—Li2—O37—C36	−141.0 (2)	O37—Li2—O60—C61	−177.3 (4)
O60—Li2—O37—C36	−177.8 (4)	O57—Li2—O60—C61	143.3 (2)
C36—O37—C38—C39	−161.6 (3)	O54—Li2—O60—C59	−45.8 (4)
Li2—O37—C38—C39	−34.6 (4)	O34—Li2—O60—C59	−150.6 (4)
O37—C38—C39—O40	56.3 (4)	O40—Li2—O60—C59	95.5 (3)
C38—C39—O40—C41	79.5 (4)	O31—Li2—O60—C59	167.9 (2)
C38—C39—O40—Li2	−49.7 (3)	O51—Li2—O60—C59	−107.8 (3)
O54—Li2—O40—C39	−21.8 (5)	O37—Li2—O60—C59	53.5 (5)
O34—Li2—O40—C39	82.1 (3)	O57—Li2—O60—C59	14.1 (3)
O31—Li2—O40—C39	143.6 (2)	C59—O60—C61—C62	79.8 (4)
O51—Li2—O40—C39	−171.9 (4)	Li2—O60—C61—C62	−48.8 (3)
O37—Li2—O40—C39	21.6 (2)	C52—O51—C62—C61	−162.4 (3)
O57—Li2—O40—C39	−63.5 (3)	Li2—O51—C62—C61	−35.0 (4)
O60—Li2—O40—C39	−133.5 (2)	O60—C61—C62—O51	56.1 (4)