catena-Poly[[aqua-lithium(I)]-μ-3-carb-oxy-5,6-di-methyl-pyrazine-2-carboxyl-ato-κ(4) O (2),N (1):O (3),N (4)].

The asymmetric unit of the title compound, [Li(C8H6N2O4)(H2O)] n , comprises three Li cations, two of which are located on a twofold rotation axis, two carboxylate anions and three water mol-ecules, of which two are situated on the twofold rotation axis being aqua ligands. Both carboxylate anions are in μ2-bridging mode. All Li ions show a trigonal-bipyramidal coordination mode; the two located in special positions are bridged through N,O-bonding sites generating a polymeric ribbon along the c-axis direction. The Li cation in a general position creates an independent polymeric ribbon through N,O-bonding sites of the two symmetry-related ligands; the trigonal-bipyramidal coordination is completed by an aqua ligand. In both carboxylate anions, a carboxyl-ate and a carb-oxy-lic acid group form an intra-molecular hydrogen bond. The polymeric ribbons running along [001] are inter-connected by hydrogen bonds in which the water mol-ecules act as donors and carboxyl-ate O atoms act as acceptors, giving rise to a three-dimensional architecture.

Related literature

For the structures of lithium complexes with pyrazine-2,3-di­carboxyl­ate ligands, see: Tombul et al. (2008 ▶); Tombul & Güven (2009) ▶; Starosta & Leciejewicz (2011 ▶, 2013 ▶). The structure of 5,6-di­methyl­pyrazine-2,3-di­carb­oxy­lic acid dihydrate was reported by Vishwershwar et al. (2001 ▶).

Experimental

Crystal data

[Li(C8H7N2O4)(H2O)]

M = 220.11

Monoclinic,

a = 16.9052 (2) Å

b = 16.7980 (2) Å

c = 14.3805 (2) Å

β = 97.272 (1)°

V = 4050.83 (9) Å3

Z = 16

Cu Kα radiation

μ = 1.02 mm−1

T = 293 K

0.24 × 0.07 × 0.02 mm

Data collection

Oxford Diffraction Xcalibur Ruby diffractometer

Absorption correction: analytical [CrysAlis PRO (Oxford Diffraction, 2010 ▶), using a multifaceted crystal model (Clark & Reid, 1995 ▶)] T min = 0.738, T max = 0.958

37580 measured reflections

3808 independent reflections

2898 reflections with I > 2σ(I)

R int = 0.039

Refinement

R[F 2 > 2σ(F 2)] = 0.040

wR(F 2) = 0.110

S = 0.97

3808 reflections

319 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.18 e Å−3

Δρmin = −0.19 e Å−3

Data collection: CrysAlis PRO (Oxford Diffraction, 2010 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; 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, New_Global_Publ_Block. DOI: 10.1107/S1600536813030493/kp2460sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813030493/kp2460Isup2.hkl

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

[Li(C8H7N2O4)(H2O)]	Z = 16
Mr = 220.11	F(000) = 1824
Monoclinic, C2/c	Dx = 1.444 Mg m−3
Hall symbol: -C 2yc	Cu Kα radiation, λ = 1.54178 Å
a = 16.9052 (2) Å	µ = 1.02 mm−1
b = 16.7980 (2) Å	T = 293 K
c = 14.3805 (2) Å	Plate, colourless
β = 97.272 (1)°	0.24 × 0.07 × 0.02 mm
V = 4050.83 (9) Å3

Oxford Diffraction Xcalibur Ruby diffractometer	3808 independent reflections
Radiation source: Enhance (Cu) X-ray Source	2898 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.039
Detector resolution: 10.4922 pixels mm-1	θmax = 70.1°, θmin = 3.7°
rotation method, ω scans	h = −20→20
Absorption correction: analytical [CrysAlis PRO (Oxford Diffraction, 2010), using a multifaceted crystal model (Clark & Reid, 1995)]	k = −20→20
Tmin = 0.738, Tmax = 0.958	l = −15→17
37580 measured reflections

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.110	H atoms treated by a mixture of independent and constrained refinement
S = 0.97	w = 1/[σ2(Fo2) + (0.0785P)2] where P = (Fo2 + 2Fc2)/3
3808 reflections	(Δ/σ)max < 0.001
319 parameters	Δρmax = 0.18 e Å−3
0 restraints	Δρmin = −0.19 e Å−3

Experimental. CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET) (compiled Apr 28 2010,14:27:37) Analytical numeric absorption correction using a multifaceted crystal model (Clark & Reid, 1995).

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	0.40317 (10)	−0.10768 (8)	0.21913 (9)	0.0790 (4)
O22	0.44031 (11)	−0.17638 (7)	0.10322 (10)	0.0800 (5)
H221	0.4499 (17)	−0.1704 (18)	0.023 (2)	0.120 (10)*
O24	0.42558 (9)	−0.07834 (9)	−0.17086 (8)	0.0700 (4)
O23	0.46000 (10)	−0.16051 (7)	−0.05594 (9)	0.0715 (4)
N21	0.36865 (7)	0.02096 (7)	0.12139 (8)	0.0424 (3)
C22	0.39606 (8)	−0.04057 (8)	0.07412 (10)	0.0401 (3)
C23	0.40339 (8)	−0.03291 (8)	−0.02084 (10)	0.0404 (3)
N24	0.38516 (7)	0.03671 (7)	−0.06538 (8)	0.0440 (3)
C25	0.36067 (9)	0.09750 (8)	−0.01817 (11)	0.0459 (3)
C26	0.35079 (9)	0.08917 (9)	0.07754 (11)	0.0447 (3)
C27	0.41428 (11)	−0.11261 (10)	0.13755 (12)	0.0545 (4)
C28	0.43074 (10)	−0.09444 (10)	−0.08791 (11)	0.0501 (4)
C29	0.34350 (14)	0.17437 (11)	−0.07011 (14)	0.0694 (5)
H291	0.3571	0.1692	−0.1326	0.104*
H293	0.3746	0.2163	−0.0382	0.104*
H292	0.2878	0.1868	−0.0727	0.104*
C30	0.31919 (13)	0.15546 (10)	0.13190 (13)	0.0660 (5)
H302	0.3141	0.1375	0.1942	0.099*
H301	0.2679	0.1717	0.1014	0.099*
H303	0.3553	0.1998	0.1349	0.099*
O11	−0.09821 (8)	0.12180 (9)	0.68432 (9)	0.0681 (4)
O12	−0.16977 (7)	0.06333 (9)	0.56697 (9)	0.0686 (4)
H121	−0.1667 (15)	0.0483 (16)	0.4900 (19)	0.100 (8)*
O13	−0.08820 (9)	0.05683 (9)	0.29824 (8)	0.0707 (4)
O14	−0.16205 (7)	0.02872 (9)	0.40804 (9)	0.0681 (4)
N11	0.02790 (7)	0.13911 (7)	0.59970 (8)	0.0420 (3)
C12	−0.03649 (8)	0.10845 (8)	0.54690 (10)	0.0389 (3)
C13	−0.03376 (8)	0.09184 (8)	0.45215 (10)	0.0401 (3)
N14	0.03342 (8)	0.10634 (7)	0.41328 (8)	0.0444 (3)
C15	0.09685 (9)	0.13481 (9)	0.46587 (11)	0.0464 (3)
C16	0.09424 (9)	0.15177 (9)	0.56170 (11)	0.0454 (3)
C17	−0.10577 (9)	0.09773 (9)	0.60402 (11)	0.0483 (4)
C18	−0.09889 (10)	0.05765 (9)	0.38036 (12)	0.0504 (4)
C19	0.17054 (12)	0.14820 (14)	0.41993 (14)	0.0704 (5)
H191	0.1617	0.1297	0.3563	0.106*
H193	0.2143	0.1194	0.4534	0.106*
H192	0.1829	0.2040	0.4207	0.106*
C20	0.16447 (11)	0.18443 (13)	0.62319 (13)	0.0666 (5)
H203	0.1512	0.1909	0.6857	0.100*
H201	0.1789	0.2351	0.5994	0.100*
H202	0.2086	0.1483	0.6240	0.100*
O15	0.0000	0.27959 (11)	0.7500	0.0753 (6)
O25	0.25338 (8)	−0.01032 (11)	0.27697 (12)	0.0805 (5)
Li11	0.0000	0.1656 (2)	0.7500	0.0537 (9)
Li21	0.36552 (17)	−0.01282 (17)	0.2742 (2)	0.0548 (6)
Li12	0.0000	0.1074 (2)	0.2500	0.0558 (9)
O16	0.0000	0.21954 (12)	0.2500	0.1067 (11)
H161	0.0175 (17)	0.2467 (17)	0.2957 (18)	0.105 (9)*
H151	0.016 (2)	0.310 (2)	0.709 (2)	0.160 (15)*
H251	0.2275 (17)	−0.0304 (16)	0.323 (2)	0.105 (9)*
H252	0.220 (2)	−0.0018 (19)	0.233 (2)	0.120 (11)*

	U11	U22	U33	U12	U13	U23
O21	0.1200 (12)	0.0716 (8)	0.0510 (7)	0.0362 (8)	0.0324 (8)	0.0182 (6)
O22	0.1352 (13)	0.0487 (6)	0.0592 (8)	0.0289 (7)	0.0239 (8)	0.0074 (6)
O24	0.0872 (9)	0.0831 (8)	0.0404 (7)	0.0274 (7)	0.0114 (6)	−0.0068 (6)
O23	0.1044 (11)	0.0566 (7)	0.0541 (7)	0.0250 (7)	0.0130 (7)	−0.0077 (6)
N21	0.0435 (6)	0.0453 (6)	0.0380 (6)	0.0021 (5)	0.0043 (5)	−0.0027 (5)
C22	0.0396 (7)	0.0425 (7)	0.0381 (7)	0.0009 (6)	0.0046 (6)	−0.0022 (6)
C23	0.0366 (7)	0.0443 (7)	0.0397 (8)	−0.0007 (6)	0.0028 (6)	−0.0025 (6)
N24	0.0439 (6)	0.0491 (7)	0.0391 (7)	0.0010 (5)	0.0053 (5)	0.0019 (5)
C25	0.0455 (8)	0.0444 (7)	0.0474 (9)	0.0011 (6)	0.0041 (7)	0.0015 (6)
C26	0.0451 (8)	0.0436 (7)	0.0447 (8)	0.0015 (6)	0.0030 (6)	−0.0043 (6)
C27	0.0681 (10)	0.0500 (8)	0.0465 (9)	0.0109 (7)	0.0124 (8)	0.0059 (7)
C28	0.0506 (8)	0.0575 (9)	0.0420 (9)	0.0052 (7)	0.0057 (7)	−0.0085 (7)
C29	0.0900 (14)	0.0540 (9)	0.0656 (12)	0.0134 (9)	0.0150 (10)	0.0126 (8)
C30	0.0877 (13)	0.0502 (9)	0.0603 (11)	0.0150 (9)	0.0105 (10)	−0.0088 (8)
O11	0.0600 (7)	0.0964 (9)	0.0515 (7)	−0.0178 (7)	0.0216 (6)	−0.0156 (7)
O12	0.0442 (6)	0.1023 (10)	0.0612 (8)	−0.0187 (6)	0.0142 (6)	−0.0090 (7)
O13	0.0803 (9)	0.0879 (9)	0.0423 (7)	−0.0275 (7)	0.0018 (6)	−0.0057 (6)
O14	0.0529 (7)	0.0927 (9)	0.0578 (7)	−0.0220 (6)	0.0031 (6)	−0.0094 (7)
N11	0.0428 (6)	0.0435 (6)	0.0399 (6)	−0.0034 (5)	0.0060 (5)	0.0022 (5)
C12	0.0402 (7)	0.0363 (6)	0.0405 (8)	0.0005 (5)	0.0055 (6)	0.0034 (5)
C13	0.0427 (7)	0.0367 (6)	0.0407 (8)	0.0013 (5)	0.0047 (6)	0.0029 (6)
N14	0.0493 (7)	0.0442 (6)	0.0411 (7)	−0.0022 (5)	0.0107 (6)	0.0021 (5)
C15	0.0447 (8)	0.0474 (8)	0.0487 (8)	−0.0029 (6)	0.0115 (7)	0.0027 (6)
C16	0.0437 (8)	0.0467 (7)	0.0459 (8)	−0.0045 (6)	0.0068 (7)	0.0050 (6)
C17	0.0431 (8)	0.0536 (8)	0.0494 (9)	−0.0010 (6)	0.0102 (7)	0.0003 (7)
C18	0.0527 (9)	0.0500 (8)	0.0474 (9)	−0.0041 (7)	0.0019 (7)	0.0003 (7)
C19	0.0571 (11)	0.0933 (14)	0.0649 (12)	−0.0168 (10)	0.0236 (9)	−0.0071 (10)
C20	0.0524 (10)	0.0911 (13)	0.0556 (10)	−0.0229 (9)	0.0045 (8)	−0.0006 (9)
O15	0.0985 (15)	0.0525 (9)	0.0844 (14)	0.000	0.0487 (12)	0.000
O25	0.0477 (7)	0.1254 (13)	0.0678 (9)	0.0029 (7)	0.0043 (7)	0.0356 (9)
Li11	0.058 (2)	0.056 (2)	0.048 (2)	0.000	0.0099 (18)	0.000
Li21	0.0579 (15)	0.0626 (15)	0.0455 (14)	0.0016 (13)	0.0125 (12)	−0.0005 (12)
Li12	0.071 (2)	0.051 (2)	0.046 (2)	0.000	0.0093 (19)	0.000
O16	0.194 (3)	0.0423 (9)	0.0687 (14)	0.000	−0.0406 (17)	0.000

O21—C27	1.214 (2)	C27—Li21	2.786 (3)
Li11—O15	1.915 (4)	C29—H291	0.9600
Li11—O11	1.9473 (19)	C29—H293	0.9600
Li11—O11i	1.9472 (19)	C29—H292	0.9600
Li11—N11i	2.3128 (14)	C30—H302	0.9600
Li11—N11	2.3129 (14)	C30—H301	0.9600
Li12—O16	1.884 (4)	C30—H303	0.9600
Li12—O13	1.920 (2)	O11—C17	1.215 (2)
Li12—O13ii	1.920 (2)	O12—C17	1.282 (2)
Li12—N14ii	2.3446 (12)	O12—H121	1.14 (3)
Li12—N14	2.3446 (12)	O13—C18	1.217 (2)
Li21—O25	1.902 (3)	O14—C18	1.282 (2)
Li21—O21	1.923 (3)	O14—H121	1.24 (3)
Li21—O24iii	1.949 (3)	N11—C16	1.3255 (19)
Li21—N21	2.276 (3)	N11—C12	1.3481 (19)
Li21—N24iii	2.324 (3)	C12—C13	1.397 (2)
O22—C27	1.281 (2)	C12—C17	1.524 (2)
O22—H221	1.18 (3)	C13—N14	1.3499 (19)
O24—C28	1.215 (2)	C13—C18	1.523 (2)
O24—Li21iv	1.949 (3)	N14—C15	1.321 (2)
O23—C28	1.277 (2)	C15—C16	1.413 (2)
O23—H221	1.19 (3)	C15—C19	1.499 (2)
N21—C26	1.3242 (19)	C16—C20	1.492 (2)
N21—C22	1.3509 (18)	C19—H191	0.9600
C22—C23	1.393 (2)	C19—H193	0.9600
C22—C27	1.523 (2)	C19—H192	0.9600
C23—N24	1.3502 (19)	C20—H203	0.9600
C23—C28	1.525 (2)	C20—H201	0.9600
N24—C25	1.3214 (19)	C20—H202	0.9600
N24—Li21iv	2.324 (3)	O15—H151	0.85 (3)
C25—C26	1.414 (2)	O25—H251	0.91 (3)
C25—C29	1.502 (2)	O25—H252	0.80 (3)
C26—C30	1.497 (2)	O16—H161	0.82 (3)
C27—O21—Li21	123.64 (14)	N11—C16—C15	120.13 (14)
C27—O22—H221	113.5 (14)	N11—C16—C20	117.77 (14)
C28—O24—Li21iv	122.81 (14)	C15—C16—C20	122.09 (14)
C28—O23—H221	111.8 (14)	O11—C17—O12	121.80 (14)
C26—N21—C22	119.64 (13)	O11—C17—C12	118.52 (14)
C26—N21—Li21	130.06 (12)	O12—C17—C12	119.67 (14)
C22—N21—Li21	110.26 (12)	O13—C18—O14	121.93 (15)
N21—C22—C23	120.10 (13)	O13—C18—C13	118.59 (14)
N21—C22—C27	111.27 (12)	O14—C18—C13	119.45 (14)
C23—C22—C27	128.63 (13)	C15—C19—H191	109.5
N24—C23—C22	120.12 (13)	C15—C19—H193	109.5
N24—C23—C28	110.88 (13)	H191—C19—H193	109.5
C22—C23—C28	129.00 (13)	C15—C19—H192	109.5
C25—N24—C23	119.55 (13)	H191—C19—H192	109.5
C25—N24—Li21iv	128.96 (12)	H193—C19—H192	109.5
C23—N24—Li21iv	108.47 (12)	C16—C20—H203	109.5
N24—C25—C26	120.45 (13)	C16—C20—H201	109.5
N24—C25—C29	117.55 (14)	H203—C20—H201	109.5
C26—C25—C29	122.00 (14)	C16—C20—H202	109.5
N21—C26—C25	120.07 (13)	H203—C20—H202	109.5
N21—C26—C30	118.02 (14)	H201—C20—H202	109.5
C25—C26—C30	121.90 (14)	Li11—O15—H151	127 (2)
O21—C27—O22	122.16 (15)	Li21—O25—H251	125.5 (18)
O21—C27—C22	118.70 (14)	Li21—O25—H252	126 (2)
O22—C27—C22	119.14 (14)	H251—O25—H252	107 (3)
O21—C27—Li21	35.08 (10)	O15—Li11—O11i	112.18 (11)
O22—C27—Li21	157.24 (13)	O15—Li11—O11	112.18 (11)
C22—C27—Li21	83.62 (10)	O11i—Li11—O11	135.6 (2)
O24—C28—O23	121.55 (15)	O15—Li11—N11i	101.08 (10)
O24—C28—C23	118.69 (14)	O11i—Li11—N11i	74.72 (6)
O23—C28—C23	119.74 (14)	O11—Li11—N11i	96.81 (8)
C25—C29—H291	109.5	O15—Li11—N11	101.08 (10)
C25—C29—H293	109.5	O11i—Li11—N11	96.80 (8)
H291—C29—H293	109.5	O11—Li11—N11	74.72 (6)
C25—C29—H292	109.5	N11i—Li11—N11	157.8 (2)
H291—C29—H292	109.5	O25—Li21—O21	114.19 (17)
H293—C29—H292	109.5	O25—Li21—O24iii	116.34 (16)
C26—C30—H302	109.5	O21—Li21—O24iii	129.46 (17)
C26—C30—H301	109.5	O25—Li21—N21	99.20 (13)
H302—C30—H301	109.5	O21—Li21—N21	76.11 (10)
C26—C30—H303	109.5	O24iii—Li21—N21	96.95 (13)
H302—C30—H303	109.5	O25—Li21—N24iii	90.02 (12)
H301—C30—H303	109.5	O21—Li21—N24iii	104.63 (13)
C17—O11—Li11	124.56 (11)	O24iii—Li21—N24iii	74.42 (11)
C17—O12—H121	111.3 (13)	N21—Li21—N24iii	169.57 (15)
C18—O13—Li12	124.25 (12)	O25—Li21—C27	114.39 (14)
C18—O14—H121	110.6 (12)	O21—Li21—C27	21.28 (6)
C16—N11—C12	119.61 (13)	O24iii—Li21—C27	124.99 (14)
C16—N11—Li11	129.62 (11)	N21—Li21—C27	54.84 (7)
C12—N11—Li11	110.74 (10)	N24iii—Li21—C27	125.35 (12)
N11—C12—C13	120.10 (12)	O16—Li12—O13	116.26 (11)
N11—C12—C17	111.24 (12)	O16—Li12—O13ii	116.26 (11)
C13—C12—C17	128.65 (13)	O13—Li12—O13ii	127.5 (2)
N14—C13—C12	120.07 (13)	O16—Li12—N14ii	90.44 (10)
N14—C13—C18	111.17 (13)	O13—Li12—N14ii	104.99 (7)
C12—C13—C18	128.75 (13)	O13ii—Li12—N14ii	74.61 (5)
C15—N14—C13	119.52 (13)	O16—Li12—N14	90.44 (10)
C15—N14—Li12	130.23 (11)	O13—Li12—N14	74.61 (5)
C13—N14—Li12	107.90 (10)	O13ii—Li12—N14	104.99 (7)
N14—C15—C16	120.53 (14)	N14ii—Li12—N14	179.1 (2)
N14—C15—C19	117.49 (15)	Li12—O16—H161	123.6 (19)
C16—C15—C19	121.98 (15)

D—H···A	D—H	H···A	D···A	D—H···A
O22—H221···O23	1.18 (3)	1.19 (3)	2.3693 (18)	177 (3)
O12—H121···O14	1.14 (3)	1.24 (3)	2.3777 (18)	177 (3)
O16—H161···O22v	0.82 (3)	2.01 (3)	2.8268 (18)	173 (3)
O15—H151···O24v	0.85 (3)	2.22 (4)	2.989 (2)	150 (3)
O15—H151···O23v	0.85 (3)	2.34 (3)	3.1201 (14)	153 (3)
O25—H251···O12vi	0.91 (3)	2.03 (3)	2.938 (2)	174 (2)
O25—H252···O14ii	0.80 (3)	2.20 (3)	2.975 (2)	163 (3)
O25—H252···O13ii	0.80 (3)	2.43 (3)	3.078 (2)	139 (3)

Table 1

Selected bond lengths (Å)

Li11—O15	1.915 (4)
Li11—O11	1.9473 (19)
Li11—O11i	1.9472 (19)
Li11—N11i	2.3128 (14)
Li11—N11	2.3129 (14)
Li12—O16	1.884 (4)
Li12—O13	1.920 (2)
Li12—O13ii	1.920 (2)
Li12—N14ii	2.3446 (12)
Li12—N14	2.3446 (12)
Li21—O25	1.902 (3)
Li21—O21	1.923 (3)
Li21—O24iii	1.949 (3)
Li21—N21	2.276 (3)
Li21—N24iii	2.324 (3)

Symmetry codes: (i) ; (ii) ; (iii) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O22—H221⋯O23	1.18 (3)	1.19 (3)	2.3693 (18)	177 (3)
O12—H121⋯O14	1.14 (3)	1.24 (3)	2.3777 (18)	177 (3)
O16—H161⋯O22iv	0.82 (3)	2.01 (3)	2.8268 (18)	173 (3)
O15—H151⋯O24iv	0.85 (3)	2.22 (4)	2.989 (2)	150 (3)
O15—H151⋯O23iv	0.85 (3)	2.34 (3)	3.1201 (14)	153 (3)
O25—H251⋯O12v	0.91 (3)	2.03 (3)	2.938 (2)	174 (2)
O25—H252⋯O14ii	0.80 (3)	2.20 (3)	2.975 (2)	163 (3)
O25—H252⋯O13ii	0.80 (3)	2.43 (3)	3.078 (2)	139 (3)

Symmetry codes: (ii) ; (iv) ; (v) .