Bis(hydrazin-1-ium) bis-(μ(2)-pyridazine-3,6-dicarboxyl-ato)bis-(aqua-lithiate) octa-aqua-bis-(μ(3)-pyridazine-3,6-dicarboxyl-ato)tetra-lithium.

The unit cell of the title compound, (N(2)H(5))(2)[Li(2)(C(6)H(2)N(2)O(4))(2)(H(2)O)(2)]·[Li(4)(C(6)H(2)N(2)O(4))(2)(H(2)O)(8)], comprises two centrosymmetric complexes, one double negatively charged and one neutral, and two mono-protonated hydrazine cations. The anionic complex molecule is a dimer, built of a pair of symmetry-related pyridazine-3,6-dicarboxyl-ate ligands and a pair of Li(I) ions, each coordinated by two N,O-chelating sites donated by a ligand mol-ecule and an aqua O atom at the apical position. The penta-coordination around the Li(I) ions is partway between a trigonal-bipyramidal and a square-pyramidal arrangement. The two carb-oxy-lic acid groups of the ligand are deprotonated and one carboxyl-ate O atom of each group is not involved in the coordination, and this applies to both the anionic and the neutral complex. The neutral complex molecule is also composed of a pair of Li(I) ions and a pair of ligand mol-ecules related by a centre of symmetry. They form a dimeric core in which the penta-coordination of the Li(I) ions includes two N,O-bonding groups donated by two ligands and an aqua O atom. The penta-coordination is described as partway between a trigonal-bipyramidal and a square-pyramidal arrangement. The coordinated carboxyl-ate group is bidentate-bridging, forming with an Li(H(2)O)(3) unit a neutral tetra-meric mol-ecule. The coordination of the tetra-coordinated Li(I) ion shows a slightly distorted tetra-hedral geometry. An extended system of O-H⋯O and N-H⋯O hydrogen bonds contributes to the stability of the crystal structure.

Related literature

For the crystal structures of LiI complexes with pyridazine-3,6-dicarboxyl­ate and water ligands, see: Starosta & Leciejewicz (2010 ▶, 2011 ▶). The structure of a hydrazine adduct of pyridazine-3,6-dicarb­oxy­lic acid was reported by Starosta & Leciejewicz (2008 ▶).

Experimental

Crystal data

(N2H5)2[Li2(C6H2N2O4)2(H2O)2]·[Li4(C6H2N2O4)2(H2O)8]

M = 952.30

Triclinic,

a = 7.0999 (14) Å

b = 7.2390 (14) Å

c = 22.608 (5) Å

α = 86.40 (3)°

β = 87.68 (3)°

γ = 61.49 (3)°

V = 1018.9 (3) Å3

Z = 1

Mo Kα radiation

μ = 0.14 mm−1

T = 293 K

0.72 × 0.35 × 0.11 mm

Data collection

Kuma KM-4 four-circle diffractometer

Absorption correction: analytical (CrysAlis RED; Oxford Diffraction, 2008 ▶) T min = 0.970, T max = 0.985

5515 measured reflections

5058 independent reflections

3362 reflections with I > 2σ(I)

R int = 0.090

3 standard reflections every 200 reflections intensity decay: 5.8%

Refinement

R[F 2 > 2σ(F 2)] = 0.054

wR(F 2) = 0.204

S = 1.05

5058 reflections

383 parameters

All H -atom parameters refined

Δρmax = 0.63 e Å−3

Δρmin = −0.41 e Å−3

Data collection: KM-4 Software (Kuma, 1996 ▶); cell refinement: KM-4 Software; data reduction: DATAPROC (Kuma, 2001 ▶); 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 datablock(s) I, global. DOI: 10.1107/S1600536812007192/kp2385sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812007192/kp2385Isup2.hkl

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

(N2H5)2[Li2(C6H2N2O4)2(H2O)2]·[Li4(C6H2N2O4)2(H2O)8]	Z = 1
Mr = 952.30	F(000) = 492
Triclinic, P1	Dx = 1.552 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.0999 (14) Å	Cell parameters from 25 reflections
b = 7.2390 (14) Å	θ = 6–15°
c = 22.608 (5) Å	µ = 0.14 mm−1
α = 86.40 (3)°	T = 293 K
β = 87.68 (3)°	Block, colourless
γ = 61.49 (3)°	0.72 × 0.35 × 0.11 mm
V = 1018.9 (3) Å3

Kuma KM-4 four-circle diffractometer	3362 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.090
Graphite monochromator	θmax = 30.1°, θmin = 1.8°
profile data from ω/2θ scans	h = −10→9
Absorption correction: analytical (CrysAlis RED; Oxford Diffraction, 2008)	k = −9→10
Tmin = 0.970, Tmax = 0.985	l = −31→0
5515 measured reflections	3 standard reflections every 200 reflections
5058 independent reflections	intensity decay: 5.8%

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)] = 0.054	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.204	All H-atom parameters refined
S = 1.05	w = 1/[σ2(Fo2) + (0.1491P)2 + 0.1309P] where P = (Fo2 + 2Fc2)/3
5058 reflections	(Δ/σ)max < 0.001
383 parameters	Δρmax = 0.63 e Å−3
0 restraints	Δρmin = −0.41 e Å−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
O21	0.0159 (3)	0.2157 (2)	0.13963 (7)	0.0274 (4)
N22	0.1040 (3)	0.2333 (3)	0.02543 (8)	0.0215 (4)
O23	0.4250 (3)	−0.0353 (3)	−0.15562 (7)	0.0304 (4)
O3	−0.1383 (3)	0.5109 (3)	0.25070 (8)	0.0318 (4)
O25	0.2519 (3)	0.4707 (3)	0.11076 (8)	0.0336 (4)
N21	0.1517 (3)	0.2519 (3)	−0.03187 (8)	0.0220 (4)
C26	0.2698 (3)	0.0806 (3)	−0.06167 (9)	0.0203 (4)
O22	0.1593 (3)	−0.1328 (2)	0.14161 (7)	0.0349 (4)
O24	0.2395 (3)	0.3096 (3)	−0.14339 (7)	0.0375 (4)
O2	−0.1801 (3)	0.0810 (3)	0.24722 (9)	0.0345 (4)
O1	0.2959 (3)	0.0402 (3)	0.24937 (9)	0.0383 (4)
C23	0.1751 (3)	0.0428 (3)	0.05183 (9)	0.0202 (4)
C28	0.1110 (3)	0.0413 (3)	0.11678 (9)	0.0211 (4)
C27	0.3165 (3)	0.1207 (3)	−0.12582 (10)	0.0233 (4)
C25	0.3482 (4)	−0.1221 (3)	−0.03609 (10)	0.0274 (5)
C24	0.2987 (4)	−0.1410 (3)	0.02252 (10)	0.0281 (5)
Li2	−0.0167 (6)	0.4703 (6)	0.09159 (18)	0.0287 (8)
Li3	−0.0032 (6)	0.2106 (6)	0.22601 (19)	0.0316 (8)
H251	0.322 (5)	0.391 (5)	0.1328 (14)	0.037 (8)*
H252	0.240 (6)	0.591 (6)	0.1232 (16)	0.062 (11)*
O14	0.5966 (3)	0.5737 (3)	0.35267 (7)	0.0347 (4)
O11	0.2464 (3)	0.9984 (3)	0.63816 (7)	0.0324 (4)
N12	0.2675 (3)	0.8464 (3)	0.47199 (8)	0.0219 (4)
O13	0.2417 (2)	0.7613 (3)	0.36274 (7)	0.0335 (4)
O12	0.6015 (3)	0.8204 (3)	0.64806 (8)	0.0380 (5)
N11	0.2686 (3)	0.8936 (3)	0.52789 (8)	0.0225 (4)
C18	0.4299 (3)	0.6839 (3)	0.38075 (9)	0.0224 (4)
C13	0.4527 (3)	0.7290 (3)	0.44400 (9)	0.0207 (4)
O15	−0.0044 (3)	1.2454 (3)	0.38668 (10)	0.0399 (5)
C16	0.4544 (3)	0.8219 (3)	0.55577 (9)	0.0215 (4)
C17	0.4323 (3)	0.8865 (4)	0.61943 (9)	0.0243 (4)
C14	0.6502 (3)	0.6519 (4)	0.47109 (11)	0.0291 (5)
C15	0.6512 (3)	0.6996 (4)	0.52851 (11)	0.0303 (5)
Li1	−0.0007 (6)	0.9775 (6)	0.40901 (18)	0.0282 (8)
N1	0.1858 (3)	0.6592 (3)	0.25346 (9)	0.0293 (4)
N2	0.3797 (4)	0.4809 (5)	0.23783 (15)	0.0537 (8)
H11	0.361 (6)	0.048 (5)	0.2240 (16)	0.045 (10)*
H4	0.451 (8)	0.543 (8)	0.225 (2)	0.088 (17)*
H1	0.069 (7)	0.618 (6)	0.2603 (18)	0.071 (12)*
H21	−0.243 (5)	0.073 (5)	0.2182 (15)	0.036 (8)*
H22	−0.197 (6)	0.046 (6)	0.2811 (18)	0.055 (10)*
H2	0.149 (6)	0.758 (5)	0.2232 (16)	0.051 (9)*
H32	−0.197 (5)	0.591 (5)	0.2153 (15)	0.041 (8)*
H3	0.211 (6)	0.694 (5)	0.2879 (16)	0.050 (9)*
H152	0.108 (8)	1.237 (8)	0.369 (2)	0.099 (17)*
H151	−0.100 (7)	1.343 (7)	0.3705 (18)	0.067 (12)*
H31	−0.219 (7)	0.545 (6)	0.2730 (19)	0.061 (13)*
H25	0.447 (5)	−0.246 (4)	−0.0595 (12)	0.029 (7)*
H24	0.350 (4)	−0.279 (4)	0.0450 (12)	0.025 (6)*
H15	0.774 (6)	0.660 (5)	0.5505 (17)	0.063 (11)*
H14	0.775 (5)	0.573 (4)	0.4502 (13)	0.030 (7)*
H12	0.348 (6)	0.042 (5)	0.2814 (17)	0.051 (10)*
H5	0.447 (9)	0.442 (8)	0.270 (2)	0.103 (17)*

	U11	U22	U33	U12	U13	U23
O21	0.0347 (9)	0.0229 (7)	0.0225 (8)	−0.0123 (7)	0.0064 (6)	−0.0037 (6)
N22	0.0231 (8)	0.0228 (8)	0.0165 (8)	−0.0094 (7)	0.0007 (6)	−0.0012 (6)
O23	0.0292 (8)	0.0322 (8)	0.0228 (8)	−0.0088 (7)	0.0082 (6)	−0.0074 (6)
O3	0.0324 (9)	0.0361 (9)	0.0217 (9)	−0.0124 (7)	0.0042 (7)	−0.0010 (7)
O25	0.0336 (9)	0.0267 (8)	0.0353 (10)	−0.0098 (7)	−0.0041 (8)	−0.0022 (7)
N21	0.0215 (8)	0.0230 (8)	0.0177 (8)	−0.0078 (7)	0.0030 (6)	−0.0012 (6)
C26	0.0178 (9)	0.0235 (9)	0.0179 (9)	−0.0083 (7)	0.0010 (7)	−0.0026 (7)
O22	0.0538 (11)	0.0249 (8)	0.0243 (8)	−0.0179 (8)	0.0047 (8)	0.0002 (6)
O24	0.0456 (10)	0.0296 (8)	0.0219 (8)	−0.0065 (7)	0.0096 (7)	0.0020 (6)
O2	0.0310 (9)	0.0528 (11)	0.0251 (9)	−0.0248 (8)	0.0013 (7)	0.0000 (8)
O1	0.0292 (9)	0.0622 (12)	0.0263 (10)	−0.0241 (9)	0.0030 (8)	−0.0047 (9)
C23	0.0193 (9)	0.0228 (9)	0.0189 (9)	−0.0104 (8)	0.0011 (8)	−0.0011 (8)
C28	0.0232 (10)	0.0267 (10)	0.0153 (9)	−0.0134 (8)	0.0014 (7)	−0.0019 (8)
C27	0.0188 (9)	0.0268 (10)	0.0210 (10)	−0.0082 (8)	0.0027 (8)	−0.0032 (8)
C25	0.0287 (11)	0.0217 (10)	0.0246 (11)	−0.0061 (8)	0.0059 (9)	−0.0052 (8)
C24	0.0295 (11)	0.0228 (10)	0.0268 (11)	−0.0089 (8)	0.0038 (9)	0.0017 (8)
Li2	0.0308 (19)	0.0224 (17)	0.0280 (19)	−0.0087 (15)	0.0019 (15)	−0.0027 (15)
Li3	0.029 (2)	0.0324 (19)	0.033 (2)	−0.0146 (16)	0.0025 (16)	−0.0038 (16)
O14	0.0218 (8)	0.0426 (9)	0.0248 (9)	−0.0027 (7)	0.0027 (6)	−0.0083 (7)
O11	0.0196 (7)	0.0527 (10)	0.0222 (8)	−0.0143 (7)	0.0040 (6)	−0.0104 (7)
N12	0.0160 (8)	0.0299 (9)	0.0169 (8)	−0.0082 (7)	0.0005 (6)	−0.0048 (7)
O13	0.0183 (7)	0.0449 (10)	0.0254 (8)	−0.0040 (7)	−0.0036 (6)	−0.0120 (7)
O12	0.0205 (8)	0.0692 (13)	0.0245 (9)	−0.0206 (8)	−0.0019 (6)	−0.0093 (8)
N11	0.0157 (8)	0.0320 (9)	0.0186 (8)	−0.0103 (7)	0.0002 (6)	−0.0028 (7)
C18	0.0184 (9)	0.0268 (10)	0.0172 (9)	−0.0066 (8)	0.0004 (7)	−0.0039 (8)
C13	0.0163 (9)	0.0248 (9)	0.0196 (9)	−0.0085 (8)	0.0007 (7)	−0.0015 (7)
O15	0.0194 (8)	0.0408 (10)	0.0521 (12)	−0.0096 (7)	0.0010 (8)	0.0071 (9)
C16	0.0171 (9)	0.0310 (10)	0.0184 (9)	−0.0130 (8)	−0.0008 (7)	−0.0004 (8)
C17	0.0201 (10)	0.0371 (11)	0.0194 (10)	−0.0163 (9)	0.0010 (8)	−0.0035 (8)
C14	0.0144 (9)	0.0391 (12)	0.0269 (11)	−0.0062 (9)	0.0028 (8)	−0.0108 (9)
C15	0.0157 (10)	0.0441 (13)	0.0277 (11)	−0.0108 (9)	−0.0044 (8)	−0.0052 (10)
Li1	0.0137 (15)	0.0357 (19)	0.0287 (19)	−0.0063 (14)	0.0018 (14)	−0.0058 (15)
N1	0.0310 (10)	0.0318 (10)	0.0241 (10)	−0.0137 (8)	−0.0041 (8)	−0.0015 (8)
N2	0.0390 (14)	0.0484 (15)	0.0519 (17)	−0.0006 (12)	−0.0123 (12)	−0.0173 (12)

Li1—O11i	2.011 (4)	O1—H11	0.74 (4)
Li1—N11i	2.185 (4)	O1—H12	0.83 (4)
Li1—N12	2.209 (4)	C23—C24	1.389 (3)
Li1—O13	1.999 (4)	C23—C28	1.521 (3)
Li1—O15	1.961 (5)	C25—C24	1.372 (3)
N11—Li1i	2.185 (4)	C25—H25	1.00 (3)
O21—C28	1.247 (3)	C24—H24	0.99 (3)
Li2—O21	1.998 (4)	Li3—H11	2.27 (4)
Li2—N22	2.175 (5)	O14—C18	1.242 (3)
Li2—O25	1.974 (4)	O11—C17	1.247 (3)
N21—Li2ii	2.170 (4)	O11—Li1i	2.011 (4)
O24—Li2ii	2.023 (5)	N12—N11	1.331 (3)
Li2—O24ii	2.023 (5)	N12—C13	1.336 (3)
Li2—N21ii	2.170 (4)	O13—C18	1.251 (2)
Li3—O21	1.951 (5)	O12—C17	1.252 (2)
Li3—O3	2.019 (5)	N11—C16	1.334 (2)
Li3—O2	1.926 (4)	C18—C13	1.518 (3)
Li3—O1	1.954 (4)	C13—C14	1.390 (3)
N22—C23	1.330 (2)	O15—H152	0.86 (5)
N22—N21	1.340 (2)	O15—H151	0.79 (4)
O23—C27	1.243 (3)	C16—C15	1.391 (3)
O3—H32	0.94 (3)	C16—C17	1.520 (3)
O3—H31	0.71 (4)	C14—C15	1.366 (3)
O25—H251	0.73 (3)	C14—H14	0.92 (3)
O25—H252	0.90 (4)	C15—H15	0.93 (4)
N21—C26	1.327 (3)	N1—N2	1.417 (3)
C26—C25	1.392 (3)	N1—H1	1.01 (4)
C26—C27	1.516 (3)	N1—H2	0.91 (3)
O22—C28	1.239 (2)	N1—H3	0.89 (4)
O24—C27	1.250 (3)	N2—H4	0.86 (5)
O2—H21	0.83 (3)	N2—H5	0.85 (5)
O2—H22	0.81 (4)
C28—O21—Li3	116.39 (18)	O21—Li3—O3	107.8 (2)
C28—O21—Li2	118.44 (18)	O1—Li3—O3	113.9 (2)
Li3—O21—Li2	121.83 (18)	O2—Li3—H11	126.4 (9)
C23—N22—N21	119.55 (19)	O21—Li3—H11	86.0 (9)
C23—N22—Li2	109.87 (17)	O1—Li3—H11	18.2 (9)
N21—N22—Li2	129.03 (16)	O3—Li3—H11	113.5 (9)
Li3—O3—H32	103.6 (19)	C17—O11—Li1i	118.19 (19)
Li3—O3—H31	119 (3)	N11—N12—C13	119.78 (16)
H32—O3—H31	109 (4)	N11—N12—Li1	128.99 (17)
Li2—O25—H251	118 (2)	C13—N12—Li1	110.42 (16)
Li2—O25—H252	117 (2)	C18—O13—Li1	120.27 (18)
H251—O25—H252	103 (3)	N12—N11—C16	119.80 (19)
C26—N21—N22	119.84 (16)	N12—N11—Li1i	128.45 (16)
C26—N21—Li2ii	110.64 (17)	C16—N11—Li1i	110.42 (17)
N22—N21—Li2ii	128.61 (18)	O14—C18—O13	126.8 (2)
N21—C26—C25	122.8 (2)	O14—C18—C13	117.63 (18)
N21—C26—C27	115.22 (17)	O13—C18—C13	115.53 (19)
C25—C26—C27	122.0 (2)	N12—C13—C14	122.5 (2)
C27—O24—Li2ii	118.10 (18)	N12—C13—C18	114.71 (16)
Li3—O2—H21	112 (2)	C14—C13—C18	122.8 (2)
Li3—O2—H22	123 (3)	Li1—O15—H152	116 (3)
H21—O2—H22	124 (3)	Li1—O15—H151	125 (3)
Li3—O1—H11	106 (3)	H152—O15—H151	104 (4)
Li3—O1—H12	126 (2)	N11—C16—C15	122.6 (2)
H11—O1—H12	112 (4)	N11—C16—C17	114.32 (19)
N22—C23—C24	122.77 (19)	C15—C16—C17	123.10 (18)
N22—C23—C28	114.86 (19)	O11—C17—O12	126.4 (2)
C24—C23—C28	122.37 (17)	O11—C17—C16	116.52 (17)
O22—C28—O21	126.7 (2)	O12—C17—C16	117.0 (2)
O22—C28—C23	116.8 (2)	C15—C14—C13	117.7 (2)
O21—C28—C23	116.54 (17)	C15—C14—H14	122.2 (17)
O23—C27—O24	126.6 (2)	C13—C14—H14	120.0 (17)
O23—C27—C26	117.45 (18)	C14—C15—C16	117.62 (18)
O24—C27—C26	115.9 (2)	C14—C15—H15	125 (2)
C24—C25—C26	117.3 (2)	C16—C15—H15	117 (2)
C24—C25—H25	122.9 (15)	O15—Li1—O13	105.5 (2)
C26—C25—H25	119.6 (15)	O15—Li1—O11i	101.59 (18)
C25—C24—C23	117.70 (18)	O13—Li1—O11i	98.88 (19)
C25—C24—H24	123.4 (16)	O15—Li1—N11i	96.05 (18)
C23—C24—H24	118.9 (16)	O13—Li1—N11i	158.4 (2)
O25—Li2—O21	100.71 (18)	O11i—Li1—N11i	77.42 (14)
O25—Li2—O24ii	103.7 (2)	O15—Li1—N12	98.91 (18)
O21—Li2—O24ii	97.81 (19)	O13—Li1—N12	76.75 (14)
O25—Li2—N21ii	98.65 (18)	O11i—Li1—N12	159.5 (2)
O21—Li2—N21ii	160.6 (2)	N11i—Li1—N12	99.15 (17)
O24ii—Li2—N21ii	77.55 (14)	N2—N1—H1	110 (2)
O25—Li2—N22	99.76 (19)	N2—N1—H2	108 (2)
O21—Li2—N22	78.43 (14)	H1—N1—H2	110 (3)
O24ii—Li2—N22	156.5 (2)	N2—N1—H3	105 (2)
N21ii—Li2—N22	98.24 (17)	H1—N1—H3	107 (3)
O2—Li3—O21	105.5 (2)	H2—N1—H3	116 (3)
O2—Li3—O1	113.9 (2)	N1—N2—H4	99 (3)
O21—Li3—O1	102.8 (2)	N1—N2—H5	103 (4)
O2—Li3—O3	112.0 (2)	H4—N2—H5	93 (4)

D—H···A	D—H	H···A	D···A	D—H···A
O25—H252···O22iii	0.90 (4)	1.87 (4)	2.752 (3)	168 (3)
O1—H11···O23iv	0.74 (4)	2.10 (4)	2.832 (3)	173 (4)
N1—H1···O3	1.01 (4)	1.99 (4)	2.972 (3)	164 (3)
O2—H21···O23v	0.83 (3)	2.07 (3)	2.889 (3)	171 (3)
O2—H22···O11vi	0.81 (4)	1.88 (4)	2.691 (3)	172 (4)
N1—H2···O22iii	0.91 (3)	1.97 (4)	2.826 (3)	156 (3)
O3—H32···O24ii	0.94 (3)	1.71 (3)	2.635 (2)	165 (3)
N1—H3···O13	0.89 (4)	1.84 (4)	2.720 (3)	174 (3)
O15—H152···O12vii	0.86 (5)	1.92 (5)	2.755 (3)	162 (5)
O15—H151···O14viii	0.79 (4)	2.04 (4)	2.790 (3)	160 (4)
O3—H31···O14ix	0.71 (4)	2.14 (4)	2.833 (3)	165 (4)
O1—H12···O12x	0.83 (4)	2.06 (4)	2.839 (3)	155 (3)

Table 1

Selected bond lengths (Å)

Li1—O11i	2.011 (4)
Li1—N11i	2.185 (4)
Li1—N12	2.209 (4)
Li1—O13	1.999 (4)
Li1—O15	1.961 (5)
Li2—O21	1.998 (4)
Li2—N22	2.175 (5)
Li2—O25	1.974 (4)
Li2—O24ii	2.023 (5)
Li2—N21ii	2.170 (4)
Li3—O21	1.951 (5)
Li3—O3	2.019 (5)
Li3—O2	1.926 (4)
Li3—O1	1.954 (4)

Symmetry codes: (i) ; (ii) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O25—H252⋯O22iii	0.90 (4)	1.87 (4)	2.752 (3)	168 (3)
O1—H11⋯O23iv	0.74 (4)	2.10 (4)	2.832 (3)	173 (4)
N1—H1⋯O3	1.01 (4)	1.99 (4)	2.972 (3)	164 (3)
O2—H21⋯O23v	0.83 (3)	2.07 (3)	2.889 (3)	171 (3)
O2—H22⋯O11vi	0.81 (4)	1.88 (4)	2.691 (3)	172 (4)
N1—H2⋯O22iii	0.91 (3)	1.97 (4)	2.826 (3)	156 (3)
O3—H32⋯O24ii	0.94 (3)	1.71 (3)	2.635 (2)	165 (3)
N1—H3⋯O13	0.89 (4)	1.84 (4)	2.720 (3)	174 (3)
O15—H152⋯O12vii	0.86 (5)	1.92 (5)	2.755 (3)	162 (5)
O15—H151⋯O14viii	0.79 (4)	2.04 (4)	2.790 (3)	160 (4)
O3—H31⋯O14ix	0.71 (4)	2.14 (4)	2.833 (3)	165 (4)
O1—H12⋯O12x	0.83 (4)	2.06 (4)	2.839 (3)	155 (3)

Symmetry codes: (ii) ; (iii) ; (iv) ; (v) ; (vi) ; (vii) ; (viii) ; (ix) ; (x) .