Bis(guanidinium) tris-(pyridine-2,6-dicarboxyl-ato-κ(3)O(2),N,O(6))zirconate(II) tetra-hydrate.

In the title complex, (CH(6)N(3))(2)[Zr(C(7)H(3)NO(4))(3)]·4H(2)O, the Zr(IV) ion lies on a twofold rotation axes and is coordinated by six O and three N atoms of three tridentate pyridine-2,6-dicarboxyl-ate ligands, forming a slightly distorted tricapped trigonal-prismatic geometry. In the crystal, O-H⋯O and N-H⋯O hydrogen bonds link the components into a three-dimensional network.

Related literature

For related structures, see: Aghabozorg et al. (2005 ▶); Tabatabaee (2010 ▶); Tabatabaee et al. (2009 ▶, 2011a ▶,b ▶,c ▶, 2012 ▶); Derikvand et al. (2010 ▶); Attar Gharamaleki et al. (2009 ▶).

Experimental

Crystal data

(CH6N3)2[Zr(C7H3NO4)3]·4H2O

M = 778.77

Orthorhombic,

a = 17.2444 (9) Å

b = 10.8583 (5) Å

c = 16.5268 (8) Å

V = 3094.6 (3) Å3

Z = 4

Mo Kα radiation

μ = 0.45 mm−1

T = 120 K

0.17 × 0.15 × 0.07 mm

Data collection

Bruker SMART 1000 CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 1998 ▶) T min = 0.884, T max = 0.970

32229 measured reflections

4116 independent reflections

2884 reflections with I > 2σ(I)

R int = 0.068

Refinement

R[F 2 > 2σ(F 2)] = 0.056

wR(F 2) = 0.146

S = 1.07

4116 reflections

223 parameters

H-atom parameters constrained

Δρmax = 0.87 e Å−3

Δρmin = −0.47 e Å−3

Data collection: SMART (Bruker, 1998 ▶); cell refinement: SAINT (Bruker, 1998 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL, DIAMOND (Brandenburg, 1999 ▶) and Mercury (Macrae et al., 2006 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812011439/lh5430sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812011439/lh5430Isup2.hkl

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

(CH6N3)2[Zr(C7H3NO4)3]·4H2O	F(000) = 1592
Mr = 778.77	Dx = 1.672 Mg m−3
Orthorhombic, Pbcn	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2n 2ab	Cell parameters from 4151 reflections
a = 17.2444 (9) Å	θ = 2.3–26.0°
b = 10.8583 (5) Å	µ = 0.45 mm−1
c = 16.5268 (8) Å	T = 120 K
V = 3094.6 (3) Å3	Prism, colorless
Z = 4	0.17 × 0.15 × 0.07 mm

Bruker SMART 1000 CCD diffractometer	4116 independent reflections
Radiation source: normal-focus sealed tube	2884 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.068
ω scans	θmax = 29.0°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Bruker, 1998)	h = −23→23
Tmin = 0.884, Tmax = 0.970	k = −14→14
32229 measured reflections	l = −22→22

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)] = 0.056	Hydrogen site location: mixed
wR(F2) = 0.146	H-atom parameters constrained
S = 1.07	w = 1/[σ2(Fo2) + (0.0562P)2 + 8.430P] where P = (Fo2 + 2Fc2)/3
4116 reflections	(Δ/σ)max < 0.001
223 parameters	Δρmax = 0.87 e Å−3
0 restraints	Δρmin = −0.47 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
Zr1	0.5000	0.72625 (4)	0.2500	0.01631 (13)
O1	0.38154 (13)	0.6592 (2)	0.28200 (14)	0.0245 (5)
O2	0.25204 (15)	0.6675 (3)	0.27362 (17)	0.0349 (6)
O3	0.54360 (12)	0.8668 (2)	0.16530 (13)	0.0226 (5)
O4	0.53142 (16)	1.0370 (2)	0.09047 (17)	0.0362 (6)
O5	0.47334 (14)	0.6443 (2)	0.12914 (14)	0.0236 (5)
O6	0.42065 (17)	0.4926 (2)	0.05627 (15)	0.0354 (6)
N1	0.40034 (15)	0.8418 (2)	0.18731 (16)	0.0214 (5)
N2	0.5000	0.5072 (3)	0.2500	0.0171 (7)
C1	0.32630 (19)	0.8123 (3)	0.20019 (19)	0.0225 (6)
C2	0.2655 (2)	0.8764 (3)	0.1641 (2)	0.0292 (7)
H2A	0.2131	0.8533	0.1731	0.035*
C3	0.2842 (2)	0.9750 (3)	0.1146 (2)	0.0295 (7)
H3A	0.2441	1.0216	0.0898	0.035*
C4	0.3609 (2)	1.0061 (3)	0.1010 (2)	0.0273 (7)
H4A	0.3743	1.0733	0.0670	0.033*
C5	0.41742 (19)	0.9359 (3)	0.13861 (19)	0.0219 (6)
C6	0.31649 (18)	0.7054 (3)	0.25566 (19)	0.0218 (6)
C7	0.50369 (18)	0.9516 (3)	0.12932 (18)	0.0205 (6)
C8	0.47612 (18)	0.4462 (3)	0.18438 (19)	0.0222 (6)
C9	0.4742 (2)	0.3187 (3)	0.1823 (2)	0.0273 (7)
H9A	0.4557	0.2761	0.1360	0.033*
C10	0.5000	0.2551 (4)	0.2500	0.0284 (10)
H10A	0.5000	0.1676	0.2500	0.034*
C11	0.45375 (19)	0.5307 (3)	0.1163 (2)	0.0240 (6)
N3	0.33875 (17)	0.4432 (3)	0.38628 (19)	0.0312 (7)
H3NA	0.3482	0.5016	0.3616	0.047*
H3NB	0.3752	0.4039	0.4112	0.047*
N4	0.25724 (18)	0.3150 (3)	0.45574 (18)	0.0314 (7)
H4NA	0.2971	0.2749	0.4652	0.047*
H4NB	0.2158	0.2885	0.4626	0.047*
N5	0.20814 (17)	0.4727 (3)	0.3776 (2)	0.0364 (8)
H5NA	0.2166	0.5344	0.3439	0.055*
H5NB	0.1654	0.4517	0.3865	0.055*
C12	0.26720 (19)	0.4098 (3)	0.4060 (2)	0.0268 (7)
O1W	0.39648 (14)	0.2667 (2)	−0.01609 (15)	0.0279 (5)
H1WA	0.4195	0.2642	−0.0607	0.042*
H1WB	0.4026	0.3377	0.0100	0.042*
O2W	0.58669 (15)	0.2479 (2)	0.01935 (16)	0.0310 (6)
H2WA	0.5768	0.2747	−0.0287	0.047*
H2WB	0.5631	0.1722	0.0319	0.047*

	U11	U22	U33	U12	U13	U23
Zr1	0.0173 (2)	0.0148 (2)	0.0169 (2)	0.000	−0.00061 (15)	0.000
O1	0.0241 (12)	0.0232 (11)	0.0261 (11)	−0.0009 (9)	−0.0003 (9)	0.0031 (9)
O2	0.0217 (12)	0.0369 (15)	0.0462 (15)	−0.0031 (11)	0.0017 (11)	0.0095 (12)
O3	0.0213 (11)	0.0233 (11)	0.0232 (11)	−0.0011 (9)	0.0001 (9)	0.0015 (9)
O4	0.0327 (13)	0.0314 (14)	0.0444 (15)	−0.0070 (11)	−0.0008 (12)	0.0144 (12)
O5	0.0280 (11)	0.0211 (11)	0.0216 (11)	−0.0035 (9)	−0.0030 (9)	0.0003 (9)
O6	0.0521 (16)	0.0249 (12)	0.0292 (13)	−0.0054 (11)	−0.0141 (12)	−0.0004 (10)
N1	0.0231 (13)	0.0206 (13)	0.0205 (13)	−0.0005 (10)	0.0002 (10)	−0.0013 (10)
N2	0.0149 (15)	0.0161 (16)	0.0203 (16)	0.000	0.0013 (13)	0.000
C1	0.0236 (15)	0.0212 (14)	0.0228 (15)	0.0026 (12)	−0.0013 (12)	0.0011 (12)
C2	0.0220 (16)	0.0310 (18)	0.0345 (19)	0.0021 (13)	−0.0010 (14)	0.0036 (15)
C3	0.0256 (17)	0.0336 (18)	0.0294 (17)	0.0077 (14)	−0.0024 (14)	0.0045 (15)
C4	0.0311 (17)	0.0233 (16)	0.0276 (16)	0.0032 (13)	−0.0045 (13)	0.0055 (13)
C5	0.0260 (15)	0.0163 (14)	0.0235 (15)	0.0008 (12)	−0.0029 (12)	−0.0002 (12)
C6	0.0192 (14)	0.0226 (15)	0.0235 (15)	−0.0006 (11)	0.0006 (12)	−0.0015 (12)
C7	0.0258 (15)	0.0177 (13)	0.0179 (13)	−0.0029 (12)	−0.0011 (12)	−0.0001 (11)
C8	0.0199 (14)	0.0238 (16)	0.0230 (15)	−0.0014 (12)	0.0018 (11)	−0.0023 (13)
C9	0.0365 (18)	0.0214 (16)	0.0239 (16)	−0.0030 (14)	−0.0006 (13)	−0.0025 (13)
C10	0.040 (3)	0.020 (2)	0.025 (2)	0.000	−0.003 (2)	0.000
C11	0.0244 (15)	0.0240 (16)	0.0235 (15)	−0.0002 (12)	−0.0027 (12)	−0.0022 (12)
N3	0.0240 (14)	0.0321 (16)	0.0375 (17)	−0.0040 (12)	0.0005 (12)	0.0113 (13)
N4	0.0269 (15)	0.0324 (16)	0.0348 (16)	−0.0033 (12)	0.0041 (12)	0.0093 (13)
N5	0.0208 (14)	0.0441 (19)	0.0444 (19)	−0.0014 (13)	0.0018 (13)	0.0160 (15)
C12	0.0275 (17)	0.0300 (17)	0.0228 (16)	−0.0002 (14)	−0.0002 (12)	0.0000 (13)
O1W	0.0299 (12)	0.0258 (12)	0.0280 (12)	−0.0058 (10)	0.0040 (10)	−0.0057 (10)
O2W	0.0336 (13)	0.0273 (12)	0.0323 (13)	−0.0075 (10)	−0.0053 (11)	0.0050 (10)

Zr1—O3	2.203 (2)	C3—H3A	0.9500
Zr1—O3i	2.203 (2)	C4—C5	1.384 (4)
Zr1—O1i	2.232 (2)	C4—H4A	0.9500
Zr1—O1	2.232 (2)	C5—C7	1.505 (4)
Zr1—O5	2.234 (2)	C8—C9	1.384 (5)
Zr1—O5i	2.234 (2)	C8—C11	1.503 (5)
Zr1—N1i	2.366 (3)	C9—C10	1.388 (4)
Zr1—N1	2.366 (3)	C9—H9A	0.9500
Zr1—N2	2.378 (4)	C10—C9i	1.388 (4)
O1—C6	1.304 (4)	C10—H10A	0.9500
O2—C6	1.222 (4)	N3—C12	1.327 (4)
O3—C7	1.294 (4)	N3—H3NA	0.7713
O4—C7	1.225 (4)	N3—H3NB	0.8647
O5—C11	1.297 (4)	N4—C12	1.329 (4)
O6—C11	1.217 (4)	N4—H4NA	0.8289
N1—C1	1.333 (4)	N4—H4NB	0.7790
N1—C5	1.334 (4)	N5—C12	1.312 (4)
N2—C8	1.336 (4)	N5—H5NA	0.8832
N2—C8i	1.336 (4)	N5—H5NB	0.7861
C1—C2	1.393 (5)	O1W—H1WA	0.8370
C1—C6	1.489 (5)	O1W—H1WB	0.8899
C2—C3	1.386 (5)	O2W—H2WA	0.8620
C2—H2A	0.9500	O2W—H2WB	0.9408
C3—C4	1.382 (5)
O3—Zr1—O3i	92.30 (12)	N1—C1—C6	113.2 (3)
O3—Zr1—O1i	76.29 (8)	C2—C1—C6	124.6 (3)
O3i—Zr1—O1i	133.53 (8)	C3—C2—C1	117.6 (3)
O3—Zr1—O1	133.53 (8)	C3—C2—H2A	121.2
O3i—Zr1—O1	76.29 (8)	C1—C2—H2A	121.2
O1i—Zr1—O1	141.94 (12)	C4—C3—C2	120.5 (3)
O3—Zr1—O5	77.18 (8)	C4—C3—H3A	119.8
O3i—Zr1—O5	140.67 (8)	C2—C3—H3A	119.8
O1i—Zr1—O5	81.18 (9)	C3—C4—C5	117.8 (3)
O1—Zr1—O5	83.89 (9)	C3—C4—H4A	121.1
O3—Zr1—O5i	140.67 (8)	C5—C4—H4A	121.1
O3i—Zr1—O5i	77.18 (8)	N1—C5—C4	122.5 (3)
O1i—Zr1—O5i	83.89 (9)	N1—C5—C7	111.5 (3)
O1—Zr1—O5i	81.18 (9)	C4—C5—C7	126.0 (3)
O5—Zr1—O5i	133.07 (12)	O2—C6—O1	124.9 (3)
O3—Zr1—N1i	70.31 (8)	O2—C6—C1	121.0 (3)
O3i—Zr1—N1i	66.58 (8)	O1—C6—C1	114.1 (3)
O1i—Zr1—N1i	67.17 (9)	O4—C7—O3	124.9 (3)
O1—Zr1—N1i	137.20 (9)	O4—C7—C5	121.7 (3)
O5—Zr1—N1i	138.75 (9)	O3—C7—C5	113.4 (3)
O5i—Zr1—N1i	70.75 (9)	N2—C8—C9	121.6 (3)
O3—Zr1—N1	66.58 (8)	N2—C8—C11	112.6 (3)
O3i—Zr1—N1	70.31 (8)	C9—C8—C11	125.9 (3)
O1i—Zr1—N1	137.20 (9)	C8—C9—C10	118.1 (3)
O1—Zr1—N1	67.17 (9)	C8—C9—H9A	121.0
O5—Zr1—N1	70.75 (9)	C10—C9—H9A	121.0
O5i—Zr1—N1	138.75 (9)	C9—C10—C9i	120.2 (4)
N1i—Zr1—N1	115.98 (13)	C9—C10—H10A	119.9
O3—Zr1—N2	133.85 (6)	C9i—C10—H10A	119.9
O3i—Zr1—N2	133.85 (6)	O6—C11—O5	125.4 (3)
O1i—Zr1—N2	70.97 (6)	O6—C11—C8	121.6 (3)
O1—Zr1—N2	70.97 (6)	O5—C11—C8	113.1 (3)
O5—Zr1—N2	66.54 (6)	C12—N3—H3NA	123.4
O5i—Zr1—N2	66.54 (6)	C12—N3—H3NB	115.1
N1i—Zr1—N2	122.01 (6)	H3NA—N3—H3NB	120.4
N1—Zr1—N2	122.01 (6)	C12—N4—H4NA	114.6
C6—O1—Zr1	125.7 (2)	C12—N4—H4NB	119.6
C7—O3—Zr1	127.11 (19)	H4NA—N4—H4NB	122.8
C11—O5—Zr1	125.4 (2)	C12—N5—H5NA	119.5
C1—N1—C5	119.5 (3)	C12—N5—H5NB	120.7
C1—N1—Zr1	119.9 (2)	H5NA—N5—H5NB	119.5
C5—N1—Zr1	120.7 (2)	N5—C12—N3	119.5 (3)
C8—N2—C8i	120.5 (4)	N5—C12—N4	121.6 (3)
C8—N2—Zr1	119.8 (2)	N3—C12—N4	118.9 (3)
C8i—N2—Zr1	119.8 (2)	H1WA—O1W—H1WB	113.4
N1—C1—C2	122.2 (3)	H2WA—O2W—H2WB	114.3
O3—Zr1—O1—C6	−5.4 (3)	O3—Zr1—N2—C8i	130.96 (17)
O3i—Zr1—O1—C6	74.6 (2)	O3i—Zr1—N2—C8i	−49.04 (17)
O1i—Zr1—O1—C6	−138.4 (3)	O1i—Zr1—N2—C8i	83.72 (17)
O5—Zr1—O1—C6	−71.2 (3)	O1—Zr1—N2—C8i	−96.28 (17)
O5i—Zr1—O1—C6	153.4 (3)	O5—Zr1—N2—C8i	172.17 (17)
N1i—Zr1—O1—C6	104.6 (3)	O5i—Zr1—N2—C8i	−7.83 (17)
N1—Zr1—O1—C6	0.5 (2)	N1i—Zr1—N2—C8i	38.12 (17)
N2—Zr1—O1—C6	−138.4 (3)	N1—Zr1—N2—C8i	−141.88 (17)
O3i—Zr1—O3—C7	−59.3 (2)	C5—N1—C1—C2	0.3 (5)
O1i—Zr1—O3—C7	166.3 (3)	Zr1—N1—C1—C2	−179.3 (2)
O1—Zr1—O3—C7	13.9 (3)	C5—N1—C1—C6	179.9 (3)
O5—Zr1—O3—C7	82.4 (2)	Zr1—N1—C1—C6	0.4 (4)
O5i—Zr1—O3—C7	−131.8 (2)	N1—C1—C2—C3	−1.2 (5)
N1i—Zr1—O3—C7	−123.4 (3)	C6—C1—C2—C3	179.2 (3)
N1—Zr1—O3—C7	8.1 (2)	C1—C2—C3—C4	1.1 (5)
N2—Zr1—O3—C7	120.7 (2)	C2—C3—C4—C5	−0.2 (5)
O3—Zr1—O5—C11	166.3 (3)	C1—N1—C5—C4	0.7 (5)
O3i—Zr1—O5—C11	−116.0 (3)	Zr1—N1—C5—C4	−179.7 (2)
O1i—Zr1—O5—C11	88.4 (3)	C1—N1—C5—C7	−177.9 (3)
O1—Zr1—O5—C11	−56.4 (3)	Zr1—N1—C5—C7	1.7 (3)
O5i—Zr1—O5—C11	15.4 (2)	C3—C4—C5—N1	−0.7 (5)
N1i—Zr1—O5—C11	127.9 (2)	C3—C4—C5—C7	177.7 (3)
N1—Zr1—O5—C11	−124.3 (3)	Zr1—O1—C6—O2	179.8 (3)
N2—Zr1—O5—C11	15.4 (2)	Zr1—O1—C6—C1	−0.4 (4)
O3—Zr1—N1—C1	175.0 (3)	N1—C1—C6—O2	179.8 (3)
O3i—Zr1—N1—C1	−83.4 (2)	C2—C1—C6—O2	−0.6 (5)
O1i—Zr1—N1—C1	143.0 (2)	N1—C1—C6—O1	0.0 (4)
O1—Zr1—N1—C1	−0.4 (2)	C2—C1—C6—O1	179.7 (3)
O5—Zr1—N1—C1	91.0 (2)	Zr1—O3—C7—O4	170.7 (2)
O5i—Zr1—N1—C1	−43.3 (3)	Zr1—O3—C7—C5	−9.9 (4)
N1i—Zr1—N1—C1	−133.3 (3)	N1—C5—C7—O4	−176.1 (3)
N2—Zr1—N1—C1	46.7 (3)	C4—C5—C7—O4	5.4 (5)
O3—Zr1—N1—C5	−4.5 (2)	N1—C5—C7—O3	4.5 (4)
O3i—Zr1—N1—C5	97.1 (2)	C4—C5—C7—O3	−174.0 (3)
O1i—Zr1—N1—C5	−36.6 (3)	C8i—N2—C8—C9	0.9 (2)
O1—Zr1—N1—C5	−180.0 (3)	Zr1—N2—C8—C9	−179.1 (2)
O5—Zr1—N1—C5	−88.5 (2)	C8i—N2—C8—C11	−178.4 (3)
O5i—Zr1—N1—C5	137.1 (2)	Zr1—N2—C8—C11	1.6 (3)
N1i—Zr1—N1—C5	47.2 (2)	N2—C8—C9—C10	−1.8 (5)
N2—Zr1—N1—C5	−132.8 (2)	C11—C8—C9—C10	177.4 (3)
O3—Zr1—N2—C8	−49.04 (17)	C8—C9—C10—C9i	0.9 (2)
O3i—Zr1—N2—C8	130.96 (17)	Zr1—O5—C11—O6	160.2 (3)
O1i—Zr1—N2—C8	−96.28 (17)	Zr1—O5—C11—C8	−19.8 (4)
O1—Zr1—N2—C8	83.72 (17)	N2—C8—C11—O6	−169.6 (3)
O5—Zr1—N2—C8	−7.83 (17)	C9—C8—C11—O6	11.1 (5)
O5i—Zr1—N2—C8	172.17 (17)	N2—C8—C11—O5	10.4 (4)
N1i—Zr1—N2—C8	−141.88 (17)	C9—C8—C11—O5	−168.9 (3)
N1—Zr1—N2—C8	38.12 (17)

D—H···A	D—H	H···A	D···A	D—H···A
N3—H3NA···O1	0.77	2.23	3.003 (4)	175
N3—H3NB···O2Wi	0.86	2.15	2.930 (4)	150
N4—H4NA···O2Wi	0.83	2.04	2.818 (4)	156
N4—H4NB···O1Wii	0.78	2.06	2.834 (4)	175
N5—H5NA···O2	0.88	1.95	2.828 (4)	171
N5—H5NB···O3iii	0.79	2.45	3.143 (4)	148
N5—H5NB···O4iii	0.79	2.52	3.171 (4)	141
O1W—H1WA···O3iv	0.84	2.33	3.041 (3)	143
O1W—H1WA···O5iv	0.84	2.38	3.076 (3)	140
O1W—H1WB···O6	0.89	1.87	2.761 (3)	175
O2W—H2WA···O5iv	0.86	2.07	2.909 (3)	165
O2W—H2WA···O6iv	0.86	2.57	3.085 (3)	119
O2W—H2WB···O4v	0.94	1.84	2.745 (3)	160

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H3NA⋯O1	0.77	2.23	3.003 (4)	175
N3—H3NB⋯O2Wi	0.86	2.15	2.930 (4)	150
N4—H4NA⋯O2Wi	0.83	2.04	2.818 (4)	156
N4—H4NB⋯O1Wii	0.78	2.06	2.834 (4)	175
N5—H5NA⋯O2	0.88	1.95	2.828 (4)	171
N5—H5NB⋯O3iii	0.79	2.45	3.143 (4)	148
N5—H5NB⋯O4iii	0.79	2.52	3.171 (4)	141
O1W—H1WA⋯O3iv	0.84	2.33	3.041 (3)	143
O1W—H1WA⋯O5iv	0.84	2.38	3.076 (3)	140
O1W—H1WB⋯O6	0.89	1.87	2.761 (3)	175
O2W—H2WA⋯O5iv	0.86	2.07	2.909 (3)	165
O2W—H2WA⋯O6iv	0.86	2.57	3.085 (3)	119
O2W—H2WB⋯O4v	0.94	1.84	2.745 (3)	160

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