Poly[triaquabis-(μ(2)-3-carboxy-pyrazine-2-carboxyl-ato)dilithium(I)].

In the title compound, [Li(2)(C(6)H(3)N(2)O(4))(2)(H(2)O)(3)](n), the coordination number for both independent Li(+) cations is five. One of the Li(+) ions has a distorted trigonal-bipyramidal geometry, coordinated by one of the carboxyl O atoms of a 3-carboxy-pyrazine-2-carboxyl-ate ligand, two O atoms from two water mol-ecules, and an N and a carboxyl-ate O atom of a second 3-carboxy-pyrazine-2-carboxyl-ate ligand. The other Li(+) ion also has a distorted trigonal-bipyramidal geometry, coordinated by one water mol-ecule and two 3-carboxy-pyrazine-2-carboxyl-ate ligands through an N and a carboxyl-ate O atom from each. One of the carboxyl groups of the two ligands takes part in an intra-molecular O-H⋯O hydrogen bond. The stabilization of the crystal structure is further assisted by O-H⋯O, O-H⋯N and C-H⋯O hydrogen-bonding inter-actions involving the water mol-ecules and carboxyl-ate O atoms.

Related literature

For related literature, see: Chen et al. (2007 ▶); Clark & Reid (1995 ▶); Erxleben (2003 ▶); Fei, Ang et al. (2006 ▶); Fei, Geldbach et al. 2006 ▶); Gao et al. (2005 ▶); López Garzón et al. (2003 ▶); Grossie et al. (2006 ▶); Haiduc & Edelmann (1999 ▶); Janiak (2003 ▶); Kim et al. (2007 ▶); Kitagawa et al. (2004 ▶); Lehn (1995 ▶); Mueller et al. (2006 ▶); Nepveu et al. (1993 ▶); Pancholi & Patel (1996 ▶); Ptasiewicz-Bak & Leciejewicz (1997a ▶,b ▶); Richard et al. (1973 ▶); Speakman (1972 ▶); Sreenivasulu & Vittal (2004 ▶); Starosta & Leciejewicz (2005 ▶); Takusagawa & Shimada (1973 ▶); Tombul et al. (2006 ▶, 2007 ▶, 2008 ▶); Ye et al. (2005 ▶).

Experimental

Crystal data

[Li2(C6H3N2O4)2(H2O)3]

M = 402.14

Monoclinic,

a = 15.3413 (9) Å

b = 7.9415 (4) Å

c = 14.9097 (9) Å

β = 117.371 (4)°

V = 1613.13 (16) Å3

Z = 4

Mo Kα radiation

μ = 0.14 mm−1

T = 295 (2) K

0.43 × 0.30 × 0.11 mm

Data collection

Stoe IPDSII diffractometer

Absorption correction: integration (X-RED32; Stoe & Cie, 2002 ▶) T min = 0.947, T max = 0.985

13081 measured reflections

3337 independent reflections

2127 reflections with I > 2σ(I)

R int = 0.083

Refinement

R[F 2 > 2σ(F 2)] = 0.051

wR(F 2) = 0.143

S = 1.00

3337 reflections

295 parameters

2 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.38 e Å−3

Δρmin = −0.34 e Å−3

Data collection: X-AREA (Stoe & Cie, 2002 ▶); cell refinement: X-AREA; data reduction: X-RED32 (Stoe & Cie, 2002 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: Mercury (Macrae et al., 2006 ▶); software used to prepare material for publication: publCIF (Westrip, 2008 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808004467/at2542sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808004467/at2542Isup2.hkl

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

[Li2(C6H3N2O4)2(H2O)3]	F000 = 824
Mr = 402.14	Dx = 1.656 Mg m−3
Monoclinic, P21/c	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 15847 reflections
a = 15.3413 (9) Å	θ = 1.5–27.2º
b = 7.9415 (4) Å	µ = 0.15 mm−1
c = 14.9097 (9) Å	T = 295 (2) K
β = 117.371 (4)º	Prism, colourless
V = 1613.13 (16) Å3	0.43 × 0.30 × 0.11 mm
Z = 4

Stoe IPDSII diffractometer	3337 independent reflections
Monochromator: plane graphite	2127 reflections with I > 2σ(I)
Detector resolution: 6.67 pixels mm-1	Rint = 0.083
T = 295(2) K	θmax = 26.5º
rotation method scans	θmin = 1.5º
Absorption correction: integration(X-RED32; Stoe & Cie, 2002)	h = −19→19
Tmin = 0.947, Tmax = 0.985	k = −9→9
13081 measured reflections	l = −18→18

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.051	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.143	w = 1/[σ2(Fo2) + (0.0627P)2] where P = (Fo2 + 2Fc2)/3
S = 1.00	(Δ/σ)max = 0.011
3337 reflections	Δρmax = 0.38 e Å−3
295 parameters	Δρmin = −0.34 e Å−3
2 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.019 (3)

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.

	x	y	z	Uiso*/Ueq
C1	−0.3129 (2)	0.1510 (3)	0.0633 (2)	0.0544 (7)
H1	−0.3343	0.2598	0.0409	0.065*
C2	−0.2287 (2)	0.1293 (3)	0.15271 (19)	0.0483 (6)
H2	−0.1936	0.2230	0.1886	0.058*
C3	−0.24908 (16)	−0.1569 (3)	0.13584 (16)	0.0365 (5)
C4	−0.33418 (17)	−0.1336 (3)	0.04375 (17)	0.0380 (5)
C5	−0.20414 (17)	−0.3209 (3)	0.18826 (18)	0.0430 (6)
C6	−0.40262 (17)	−0.2658 (3)	−0.02839 (17)	0.0430 (6)
C7	−0.8269 (2)	−0.3841 (3)	−0.4244 (2)	0.0553 (7)
H7	−0.8155	−0.4940	−0.4002	0.066*
C8	−0.9085 (2)	−0.3489 (3)	−0.51354 (19)	0.0509 (7)
H8	−0.9488	−0.4367	−0.5512	0.061*
C9	−0.87144 (16)	−0.0679 (3)	−0.49270 (16)	0.0371 (5)
C10	−0.78391 (15)	−0.1039 (3)	−0.40504 (15)	0.0389 (5)
C11	−0.91273 (18)	0.1024 (3)	−0.53842 (17)	0.0412 (6)
C12	−0.70304 (15)	0.0156 (3)	−0.33600 (16)	0.0430 (6)
Li1	−0.4924 (3)	0.0277 (6)	−0.1557 (3)	0.0524 (10)
Li2	−0.0456 (3)	−0.1053 (5)	0.3065 (3)	0.0504 (10)
N1	−0.36462 (15)	0.0222 (3)	0.00823 (15)	0.0479 (5)
N2	−0.19698 (14)	−0.0232 (2)	0.18818 (14)	0.0418 (5)
N3	−0.93097 (15)	−0.1938 (3)	−0.54689 (14)	0.0440 (5)
N4	−0.76397 (16)	−0.2636 (3)	−0.37213 (16)	0.0501 (6)
O1	−0.53187 (16)	0.2659 (3)	−0.13886 (16)	0.0611 (5)
O2	−0.42243 (14)	0.0653 (2)	−0.23731 (14)	0.0512 (5)
O3	0.00554 (13)	0.1034 (2)	0.38530 (12)	0.0490 (5)
O4	0.02158 (14)	−0.1093 (2)	0.22662 (14)	0.0557 (5)
O5	−0.12608 (12)	−0.3144 (2)	0.26734 (13)	0.0504 (5)
O6	−0.24547 (15)	−0.4600 (2)	0.15083 (16)	0.0669 (6)
O7	−0.38628 (14)	−0.4221 (2)	−0.00814 (14)	0.0538 (5)
O8	−0.47216 (13)	−0.2138 (2)	−0.10579 (13)	0.0566 (5)
O9	−0.62851 (13)	−0.0447 (2)	−0.26899 (14)	0.0584 (5)
O10	−0.71593 (14)	0.1755 (2)	−0.34880 (15)	0.0559 (5)
O11	−0.86572 (14)	0.2348 (2)	−0.49878 (15)	0.0614 (5)
H4A	0.017 (2)	−0.198 (3)	0.1844 (19)	0.063 (9)*
H2A	−0.3649 (19)	0.128 (5)	−0.208 (3)	0.116 (15)*
H10	−0.767 (2)	0.195 (7)	−0.405 (2)	0.15 (2)*
H2B	−0.455 (2)	0.141 (4)	−0.290 (2)	0.095 (12)*
H4B	0.054 (3)	−0.014 (3)	0.221 (3)	0.115 (15)*
H7A	−0.294 (4)	−0.453 (11)	0.091 (2)	0.23 (4)*
H1A	−0.565 (4)	0.324 (8)	−0.200 (3)	0.19 (3)*
H1B	−0.494 (4)	0.359 (5)	−0.106 (4)	0.18 (3)*

	U11	U22	U33	U12	U13	U23
C1	0.0642 (18)	0.0299 (13)	0.0526 (15)	0.0022 (11)	0.0128 (14)	0.0020 (11)
C2	0.0555 (15)	0.0325 (12)	0.0466 (14)	−0.0043 (11)	0.0145 (12)	−0.0015 (11)
C3	0.0414 (12)	0.0318 (12)	0.0338 (11)	−0.0007 (9)	0.0152 (10)	−0.0009 (9)
C4	0.0425 (12)	0.0333 (12)	0.0334 (11)	0.0004 (10)	0.0134 (10)	0.0031 (9)
C5	0.0444 (14)	0.0357 (12)	0.0418 (13)	0.0017 (10)	0.0139 (11)	0.0016 (11)
C6	0.0443 (13)	0.0390 (13)	0.0363 (12)	0.0013 (10)	0.0105 (11)	0.0009 (10)
C7	0.0664 (17)	0.0307 (13)	0.0525 (15)	−0.0025 (12)	0.0134 (14)	0.0038 (12)
C8	0.0583 (16)	0.0382 (14)	0.0426 (13)	−0.0091 (12)	0.0116 (12)	−0.0024 (11)
C9	0.0403 (12)	0.0348 (12)	0.0324 (11)	0.0008 (9)	0.0134 (10)	0.0006 (9)
C10	0.0435 (13)	0.0352 (12)	0.0340 (11)	0.0012 (10)	0.0145 (10)	0.0007 (10)
C11	0.0451 (13)	0.0382 (13)	0.0368 (12)	0.0007 (10)	0.0158 (11)	−0.0003 (10)
C12	0.0422 (13)	0.0400 (13)	0.0418 (12)	0.0001 (11)	0.0150 (11)	−0.0011 (11)
Li1	0.052 (2)	0.047 (2)	0.047 (2)	0.000 (2)	0.0136 (19)	0.003 (2)
Li2	0.051 (2)	0.047 (2)	0.042 (2)	0.0013 (19)	0.0126 (19)	0.0006 (19)
N1	0.0539 (12)	0.0336 (11)	0.0427 (11)	0.0021 (9)	0.0107 (10)	0.0024 (9)
N2	0.0445 (11)	0.0344 (10)	0.0399 (10)	−0.0040 (9)	0.0137 (9)	−0.0036 (9)
N3	0.0496 (12)	0.0379 (11)	0.0371 (10)	−0.0050 (9)	0.0136 (9)	−0.0009 (9)
N4	0.0543 (13)	0.0352 (11)	0.0466 (12)	0.0027 (9)	0.0112 (10)	0.0017 (9)
O1	0.0730 (14)	0.0499 (12)	0.0585 (12)	0.0091 (10)	0.0288 (11)	0.0100 (10)
O2	0.0530 (11)	0.0438 (10)	0.0471 (10)	−0.0026 (9)	0.0147 (9)	0.0027 (8)
O3	0.0503 (10)	0.0431 (10)	0.0405 (9)	0.0047 (8)	0.0096 (8)	0.0015 (8)
O4	0.0657 (12)	0.0475 (11)	0.0541 (11)	−0.0138 (9)	0.0277 (10)	−0.0132 (9)
O5	0.0468 (10)	0.0426 (10)	0.0457 (10)	0.0017 (8)	0.0076 (8)	0.0052 (8)
O6	0.0637 (12)	0.0315 (10)	0.0664 (13)	−0.0012 (8)	−0.0037 (10)	0.0030 (9)
O7	0.0620 (11)	0.0341 (9)	0.0468 (10)	−0.0019 (8)	0.0092 (9)	−0.0023 (8)
O8	0.0573 (11)	0.0441 (10)	0.0432 (10)	−0.0007 (8)	0.0015 (9)	−0.0002 (8)
O9	0.0437 (10)	0.0516 (11)	0.0562 (11)	−0.0001 (8)	0.0026 (9)	0.0031 (9)
O10	0.0527 (11)	0.0381 (10)	0.0572 (11)	−0.0038 (8)	0.0083 (9)	−0.0052 (9)
O11	0.0662 (12)	0.0322 (9)	0.0585 (11)	−0.0028 (8)	0.0053 (9)	−0.0004 (8)

C1—N1	1.323 (3)	C11—O3i	1.247 (3)
C1—C2	1.376 (4)	C11—O11	1.258 (3)
C1—H1	0.9300	C12—O9	1.216 (3)
C2—N2	1.321 (3)	C12—O10	1.283 (3)
C2—H2	0.9300	Li1—O2	1.980 (5)
C3—N2	1.342 (3)	Li1—O8	2.029 (5)
C3—C4	1.406 (3)	Li1—O1	2.037 (5)
C3—C5	1.512 (3)	Li1—O9	2.074 (5)
C4—N1	1.342 (3)	Li1—N1	2.326 (5)
C4—C6	1.524 (3)	Li2—O4	1.901 (5)
C5—O5	1.236 (3)	Li2—O3	1.974 (5)
C5—O6	1.268 (3)	Li2—O5	1.990 (5)
C6—O8	1.228 (3)	Li2—N3ii	2.198 (5)
C6—O7	1.275 (3)	Li2—N2	2.272 (5)
C7—N4	1.328 (3)	N3—Li2i	2.198 (5)
C7—C8	1.372 (4)	O1—H1A	0.94 (5)
C7—H7	0.9300	O1—H1B	0.93 (5)
C8—N3	1.313 (3)	O2—H2A	0.93 (4)
C8—H8	0.9300	O2—H2B	0.93 (3)
C9—N3	1.345 (3)	O3—C11ii	1.247 (3)
C9—C10	1.404 (3)	O4—H4A	0.926 (10)
C9—C11	1.516 (3)	O4—H4B	0.93 (4)
C10—N4	1.341 (3)	O6—H7A	0.86 (3)
C10—C12	1.525 (3)	O10—H10	0.86 (3)
N1—C1—C2	122.2 (2)	O1—Li1—O9	96.5 (2)
N1—C1—H1	118.9	O2—Li1—N1	102.5 (2)
C2—C1—H1	118.9	O8—Li1—N1	71.58 (15)
N2—C2—C1	120.8 (2)	O1—Li1—N1	92.45 (19)
N2—C2—H2	119.6	O9—Li1—N1	153.7 (2)
C1—C2—H2	119.6	O4—Li2—O3	101.8 (2)
N2—C3—C4	120.1 (2)	O4—Li2—O5	104.1 (2)
N2—C3—C5	111.87 (19)	O3—Li2—O5	154.0 (3)
C4—C3—C5	128.1 (2)	O4—Li2—N3ii	101.6 (2)
N1—C4—C3	120.4 (2)	O3—Li2—N3ii	76.07 (15)
N1—C4—C6	110.76 (19)	O5—Li2—N3ii	97.47 (19)
C3—C4—C6	128.9 (2)	O4—Li2—N2	99.97 (19)
O5—C5—O6	121.7 (2)	O3—Li2—N2	101.89 (19)
O5—C5—C3	117.9 (2)	O5—Li2—N2	74.75 (16)
O6—C5—C3	120.4 (2)	N3ii—Li2—N2	158.3 (2)
O8—C6—O7	122.7 (2)	C1—N1—C4	117.9 (2)
O8—C6—C4	116.8 (2)	C1—N1—Li1	127.8 (2)
O7—C6—C4	120.5 (2)	C4—N1—Li1	113.84 (18)
N4—C7—C8	121.0 (2)	C2—N2—C3	118.8 (2)
N4—C7—H7	119.5	C2—N2—Li2	129.1 (2)
C8—C7—H7	119.5	C3—N2—Li2	110.33 (19)
N3—C8—C7	121.5 (2)	C8—N3—C9	118.8 (2)
N3—C8—H8	119.3	C8—N3—Li2i	128.8 (2)
C7—C8—H8	119.3	C9—N3—Li2i	111.81 (19)
N3—C9—C10	119.9 (2)	C7—N4—C10	118.8 (2)
N3—C9—C11	111.43 (19)	Li1—O1—H1A	114 (4)
C10—C9—C11	128.6 (2)	Li1—O1—H1B	131 (4)
N4—C10—C9	119.4 (2)	H1A—O1—H1B	93 (5)
N4—C10—C12	111.14 (19)	Li1—O2—H2A	117 (3)
C9—C10—C12	129.1 (2)	Li1—O2—H2B	113 (2)
O3i—C11—O11	122.8 (2)	H2A—O2—H2B	94 (3)
O3i—C11—C9	116.9 (2)	C11ii—O3—Li2	119.70 (19)
O11—C11—C9	120.2 (2)	Li2—O4—H4A	122.7 (18)
O9—C12—O10	122.2 (2)	Li2—O4—H4B	120 (3)
O9—C12—C10	118.1 (2)	H4A—O4—H4B	116 (3)
O10—C12—C10	119.4 (2)	C5—O5—Li2	120.9 (2)
O2—Li1—O8	109.5 (2)	C5—O6—H7A	115 (6)
O2—Li1—O1	102.2 (2)	C6—O8—Li1	125.6 (2)
O8—Li1—O1	146.8 (3)	C12—O9—Li1	140.4 (2)
O2—Li1—O9	99.7 (2)	C12—O10—H10	110 (4)
O8—Li1—O9	87.89 (19)
N1—C1—C2—N2	−1.3 (4)	C5—C3—N2—C2	−178.5 (2)
N2—C3—C4—N1	−0.9 (4)	C4—C3—N2—Li2	−164.2 (2)
C5—C3—C4—N1	179.3 (2)	C5—C3—N2—Li2	15.6 (3)
N2—C3—C4—C6	178.7 (2)	O4—Li2—N2—C2	−79.5 (3)
C5—C3—C4—C6	−1.1 (4)	O3—Li2—N2—C2	24.9 (3)
N2—C3—C5—O5	−2.9 (3)	O5—Li2—N2—C2	178.4 (2)
C4—C3—C5—O5	176.9 (2)	N3ii—Li2—N2—C2	107.1 (6)
N2—C3—C5—O6	177.9 (2)	O4—Li2—N2—C3	84.5 (2)
C4—C3—C5—O6	−2.3 (4)	O3—Li2—N2—C3	−171.01 (19)
N1—C4—C6—O8	0.7 (3)	O5—Li2—N2—C3	−17.5 (2)
C3—C4—C6—O8	−178.9 (2)	N3ii—Li2—N2—C3	−88.8 (6)
N1—C4—C6—O7	−180.0 (2)	C7—C8—N3—C9	1.0 (4)
C3—C4—C6—O7	0.4 (4)	C7—C8—N3—Li2i	172.1 (3)
N4—C7—C8—N3	−4.7 (5)	C10—C9—N3—C8	3.6 (3)
N3—C9—C10—N4	−4.7 (3)	C11—C9—N3—C8	−175.8 (2)
C11—C9—C10—N4	174.5 (2)	C10—C9—N3—Li2i	−168.9 (2)
N3—C9—C10—C12	175.9 (2)	C11—C9—N3—Li2i	11.7 (3)
C11—C9—C10—C12	−4.8 (4)	C8—C7—N4—C10	3.5 (4)
N3—C9—C11—O3i	2.4 (3)	C9—C10—N4—C7	1.1 (4)
C10—C9—C11—O3i	−176.9 (2)	C12—C10—N4—C7	−179.5 (2)
N3—C9—C11—O11	−178.5 (2)	O4—Li2—O3—C11ii	−80.7 (3)
C10—C9—C11—O11	2.1 (4)	O5—Li2—O3—C11ii	96.8 (6)
N4—C10—C12—O9	7.6 (3)	N3ii—Li2—O3—C11ii	18.5 (2)
C9—C10—C12—O9	−173.1 (2)	N2—Li2—O3—C11ii	176.33 (19)
N4—C10—C12—O10	−171.2 (2)	O6—C5—O5—Li2	164.5 (3)
C9—C10—C12—O10	8.2 (4)	C3—C5—O5—Li2	−14.7 (3)
C2—C1—N1—C4	2.1 (4)	O4—Li2—O5—C5	−79.1 (3)
C2—C1—N1—Li1	−168.8 (3)	O3—Li2—O5—C5	103.4 (5)
C3—C4—N1—C1	−1.0 (4)	N3ii—Li2—O5—C5	176.8 (2)
C6—C4—N1—C1	179.3 (2)	N2—Li2—O5—C5	17.6 (2)
C3—C4—N1—Li1	171.2 (2)	O7—C6—O8—Li1	−169.6 (3)
C6—C4—N1—Li1	−8.5 (3)	C4—C6—O8—Li1	9.6 (4)
O2—Li1—N1—C1	74.5 (3)	O2—Li1—O8—C6	86.4 (3)
O8—Li1—N1—C1	−178.9 (3)	O1—Li1—O8—C6	−75.4 (5)
O1—Li1—N1—C1	−28.6 (3)	O9—Li1—O8—C6	−174.0 (2)
O9—Li1—N1—C1	−138.6 (5)	N1—Li1—O8—C6	−10.7 (3)
O2—Li1—N1—C4	−96.8 (2)	O10—C12—O9—Li1	−4.5 (5)
O8—Li1—N1—C4	9.8 (2)	C10—C12—O9—Li1	176.8 (3)
O1—Li1—N1—C4	160.1 (2)	O2—Li1—O9—C12	−78.6 (4)
O9—Li1—N1—C4	50.1 (6)	O8—Li1—O9—C12	172.0 (3)
C1—C2—N2—C3	−0.6 (4)	O1—Li1—O9—C12	25.1 (4)
C1—C2—N2—Li2	162.3 (3)	N1—Li1—O9—C12	134.1 (5)
C4—C3—N2—C2	1.7 (3)

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4A···O3iii	0.926 (10)	1.830 (12)	2.743 (3)	168 (3)
O4—H4B···O5iv	0.93 (4)	1.89 (3)	2.816 (3)	171 (4)
O2—H2A···N4v	0.93 (4)	1.98 (4)	2.898 (3)	171 (4)
O2—H2B···O8v	0.93 (3)	1.84 (3)	2.772 (3)	175 (3)
O1—H1A···O2v	0.94 (5)	2.11 (4)	2.892 (3)	141 (6)
O1—H1B···O7vi	0.93 (5)	2.38 (5)	3.305 (3)	174 (6)
C7—H7···O11vii	0.93	2.52	3.184 (3)	129
O10—H10···O11	0.86 (3)	1.55 (3)	2.404 (3)	174 (5)
O6—H7A···O7	0.86 (3)	1.53 (4)	2.380 (3)	172 (9)

Li1—O2	1.980 (5)
Li1—O8	2.029 (5)
Li1—O1	2.037 (5)
Li1—O9	2.074 (5)
Li1—N1	2.326 (5)
Li2—O4	1.901 (5)
Li2—O3	1.974 (5)
Li2—O5	1.990 (5)
Li2—N3i	2.198 (5)
Li2—N2	2.272 (5)
N3—Li2ii	2.198 (5)

O2—Li1—O8	109.5 (2)
O2—Li1—O1	102.2 (2)
O8—Li1—O1	146.8 (3)
O2—Li1—O9	99.7 (2)
O8—Li1—O9	87.89 (19)
O1—Li1—O9	96.5 (2)
O2—Li1—N1	102.5 (2)
O8—Li1—N1	71.58 (15)
O1—Li1—N1	92.45 (19)
O9—Li1—N1	153.7 (2)
O4—Li2—O3	101.8 (2)
O4—Li2—O5	104.1 (2)
O3—Li2—O5	154.0 (3)
O4—Li2—N3i	101.6 (2)
O3—Li2—N3i	76.07 (15)
O5—Li2—N3i	97.47 (19)
O4—Li2—N2	99.97 (19)
O3—Li2—N2	101.89 (19)
O5—Li2—N2	74.75 (16)
N3i—Li2—N2	158.3 (2)

Symmetry codes: (i) ; (ii) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O4—H4A⋯O3iii	0.926 (10)	1.830 (12)	2.743 (3)	168 (3)
O4—H4B⋯O5iv	0.93 (4)	1.89 (3)	2.816 (3)	171 (4)
O2—H2A⋯N4v	0.93 (4)	1.98 (4)	2.898 (3)	171 (4)
O2—H2B⋯O8v	0.93 (3)	1.84 (3)	2.772 (3)	175 (3)
O1—H1A⋯O2v	0.94 (5)	2.11 (4)	2.892 (3)	141 (6)
O1—H1B⋯O7vi	0.93 (5)	2.38 (5)	3.305 (3)	174 (6)
C7—H7⋯O11vii	0.93	2.52	3.184 (3)	129
O10—H10⋯O11	0.86 (3)	1.55 (3)	2.404 (3)	174 (5)
O6—H7A⋯O7	0.86 (3)	1.53 (4)	2.380 (3)	172 (9)

Symmetry codes: (iii) ; (iv) ; (v) ; (vi) ; (vii) .