catena-Poly[[[tetra­aqua­zinc(II)]-μ-4,4′-bipyridine] bis­(4-hydroxy­benzene­sulfonate) trihydrate]

In the title compound, {[Zn(C₁₀H₈N₂)(H₂O)₄](C₆H₅O₄S)₂·3H₂O}_n, the Zn atom, the bipyridine ligand and one of water mol­ecules are located on twofold rotation axes. The Zn atom is coordinated by four O atoms from four water mol­ecules and two N atoms from two 4,4′-bipyridine mol­ecules in a distorted octa­hedral geometry. The Zn²⁺ ions are linked by the 4,4′-bipyridine mol­ecules to form a one-dimensional straight chain propagating along the c axis. The 4-hydroxy­benzene­sulfonate counter-ions are bridged by the solvent water mol­ecules through hydrogen bonds to generate a two-dimensional layer featuring large pores. In the crystal packing, the intra­layer pores form one-dimensional channels along the c axis, in which the one-dimensional [Zn(C₁₀H₈N₂)(H₂O)₄]²⁺ chains are encapsulated. Electrostatic inter­actions between cations and anions and extensive hydrogen bonds result in a three-dimensional supra­molecular structure.

S1. Comment

Supramolecular chemistry and crystal engineering are active fields of chemistry owing to the intriguing structural topologies examined and potential applications in host–guest chemistry, catalysis and electrical conductivity (Biradha & Zaworotko, 1998; Yaghi et al., 1995; Conn & Rebek, 1997). The key to successful construction of supramolecular architecture is the control and manipulation of coordination bonds and non-covalent interactions by carefully selecting the coordination geometry of the metal centers and the organic ligands containing appropriate functional groups (such as carboxylic acid and pyridine) (Tong et al., 1999; Dong et al., 2000). In the past few years, much effort has so far been devoted to the study of carboxylate-based supramolecular assemblies (Prior & Rosseinsky, 2001; Sun et al., 2003). However, relatively little attention has been paid to the sulfonate-based supramolecular assemblies, despite the fact that the sulfonate-containing ligand can provide three potential hydrogen-bond acceptors (Evans et al., 1999). Recently, the combination of the sulfonate-containing ligand with metal ions in our laboratory has produced several complexes with diverse structural topologies (Liu & Xu, 2005a,b). The hydrothermal reaction of Zn(NO₃)₂ with sodium 4-hydroxybenzenesulfonate (HBSNa) and 4, 4'-bipyridine (bpy) yields the title complex, (I). We present its structure here.

The asymmetric unit of (I) consists of a half-occupied [Zn(bpy)(H₂O)₄] cation, an HBS anion, and one and a half solvent water molecules. The cation is located on a twofold rotation axis that passes through atoms Zn1, N1, N2, C3 and C4. The Zn atom is six-coordinated by four O atoms from four water molecules in a distorted square-planar geometry, with two N atoms from two bpy molecules in apical positions (Fig. 1). The ZnO₄N₂ octahedron is slightly elongated (Table 1). The bond lengths involving Zn are normal, and are comparable to the values in related zinc(II) complexes (Zhang & Zhu, 2005; Huang et al., 1998). As depicted in Fig. 2, the Zn ions are linked by the bpy molecules to produce a one-dimensional straight chain propagating along the c axis. The chain is repeated by translation about every 11.4 Å along the c direction, comparable with the length of the c axis. The two pyridine rings of the bpy system are not coplanar but make a dihedral angle of 5.1 (2)°, which is smaller than the corresponding angles of 39.2 (1)° in [Zn(bpy)Cl₂]_n (Hu & Englert, 2005).

The HBS⁻ anion is not involved in coordination but is hydrogen-bonded to the [Zn(bpy)(H₂O)₄] cation and solvent water molecules. As depicted in Fig. 3, the HBS⁻ anions are linked by the solvent water molecules (O2W) through hydrogen bonds between (a) water molecules and sulfonate O atoms and (b) hydroxy groups and water O atoms (Table 2) to form a one-dimensional ladder struture propagating along the b axis. In the one-dimensional ladder structure, the HBS⁻ anion adopts two types of conformations based on the orientations of the sulfonate group (up and down in the Fig. 3). It is interesting that the benzene rings of the HBS⁻ anions with the same conformation are parallel and are twisted with respect to the benzene rings of the other type of HBS⁻ anions, with a dihedral angle of 57.4 (1). The one-dimensional ladders are further linked by O1W—H1W···O6^vi (symmetry code see Table 2) hydrogen bonds to produce a two-dimensional layered structure featuring large pores as illustrated in Fig. 4. In the crystal packing, the intralayer pores form one-dimensional channel along the c axis. A noteworthy feature of this compound is that the one-dimensional [Zn(C₁₀H₈N₂)(H₂O)₄]²⁺ chains are encapsulated in the host channels. The encapsulated cations interact with the negative layers via electrostatic interactions and hydrogen bonds between (a) coordinated water molecules and sulfonate O atoms and (b) coordinated water molecules and solvent water molecules (Fig. 5 and Table 2). These interactions are responsible for the three-dimensional supramolecular framework structure (Fig. 6).

S2. Experimental

The title compound was synthesized by hydrothermal methods under autogenous pressure. A mixture of Zn(NO₃)₂·6H₂O (148 mg, 0.5 mmol), sodium 4-hydroxybenzenesulfonate dihydrate (116 mg, 0.5 mmol), 4, 4'-bipyridine (78 mg, 0.5 mmol) and distilled water (15 ml) was stirred under ambient conditions. The final mixture was sealed in a 25 ml Teflon-lined steel autoclave, heated at 438 K for 3 d and then cooled to room temperature. Colorless prism-like crystals of (I) were obtained, and these were recovered by filtration, washed with distilled water and dried in air (yield 33%). Analysis calculated for C₂₂H₃₂N₂O₁₅S₂Zn: C 38.15, H 4.66, N, 4.05%; found: C 38.10, H 4.61, N, 4.03%.

S3. Refinement

Aromatic H atoms were placed in calculated positions and treated using a riding model [C—H = 0.93 Å and U_iso(H) = 1.2U_eq(C)]. H atoms bonded to O atoms were visible in a difference map and were refined with a DFIX (SHELXL97; Sheldrick, 1997a) restraint [O—H = 0.90 (1) Å and U_iso(H) = 1.5U_eq(O)].

Computing details

Data collection: CrystalClear (Rigaku Corporation & Molecular Structure Corporation, 2000); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b) and DIAMOND (Brandenburg, 2005); software used to prepare material for publication: SHELXL97.

Figures

	Fig. 1. The structure of (I), showing the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level and H atoms are shown as small spheres of arbitrary radii. Dashed lines indicate hydrogen bonds. Aromatic H atoms have been omitted for clarity. [Symmetry codes: (i) −x + 2, −y, z; (ii) x, y, z + 1; (iii) x, y, z − 1.]
	Fig. 2. A view of the [Zn(bpy)(H2O)4] chain. [Symmetry codes: (i) −x + 2, −y, z; (ii) x, y, z + 1.]
	Fig. 3. A perspective view of the one-dimensional ladder structure. Dashed lines indicate hydrogen bonds. [Symmetry codes: (iv) −x + 3/2, y + 1/2, −z − 2; (v) −x + 3/2, y − 1/2, −z − 2.]
	Fig. 4. A perspective view of the two-dimensional layered structure. Dashed lines indicate hydrogen bonds. [Symmetry codes: (vi) −x + 2, −y + 1, z + 1.]
	Fig. 5. A perspective view of hydrogen bonds between the two-dimensional layer and the one-dimensional chain. Dashed lines indicate hydrogen bonds. [Symmetry codes: (vii) −x + 3/2,y − 1/2,-z − 1; (viii) x,y − 1,z.]
	Fig. 6. A view of the packing for (I) (viewed down the c axis), showing the cationic chains encapsulated in the one-dimensional channels. The hydrogen bonds between cations and the anions, and the water molecules, have been omitted for clarity.

catena-Poly[[[tetraaquazinc(II)]-µ-4,4'-bipyridine] bis(4-hydroxybenzenesulfonate) trihydrate]

Crystal data

[Zn(C10H8N2)(H2O)4](C6H5O4S)2·3H2O)	F(000) = 720
Mr = 693.99	Dx = 1.584 Mg m^−3
Orthorhombic, P21212	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2 2ab	Cell parameters from 4741 reflections
a = 17.623 (1) Å	θ = 2.1–27.5°
b = 7.2451 (6) Å	µ = 1.06 mm^−1
c = 11.3957 (8) Å	T = 293 K
V = 1455.00 (19) Å^3	Prism, colorless
Z = 2	0.35 × 0.30 × 0.25 mm

Data collection

Rigaku Mercury70 (2x2 bin mode) diffractometer	3337 independent reflections
Radiation source: fine-focus sealed tube	3066 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.030
ω scans	θmax = 27.5°, θmin = 2.1°
Absorption correction: multi-scan (CrystalClear; Rigaku, 2000)	h = −22→22
Tmin = 0.698, Tmax = 0.768	k = −9→7
11370 measured reflections	l = −14→14

Refinement

Refinement on F^2	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H atoms treated by a mixture of independent and constrained refinement
R[F^2 > 2σ(F^2)] = 0.031	w = 1/[σ^2(Fo^2) + (0.0394P)^2 + 0.17P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.074	(Δ/σ)max = 0.001
S = 1.00	Δρmax = 0.46 e Å^−3
3337 reflections	Δρmin = −0.39 e Å^−3
218 parameters	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
10 restraints	Extinction coefficient: 0.0250 (16)
Primary atom site location: structure-invariant direct methods	Absolute structure: Flack (1983), with 1401 Friedel pairs
Secondary atom site location: difference Fourier map	Absolute structure parameter: 0.030 (12)

Special details

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
Zn1	1.0000	0.0000	−0.47429 (3)	0.02876 (12)
S1	0.80032 (3)	0.46768 (8)	−0.64587 (5)	0.03371 (15)
N1	1.0000	0.0000	−0.66070 (19)	0.0313 (5)
N2	1.0000	0.0000	−1.28440 (19)	0.0295 (5)
O1	0.95289 (12)	0.2660 (3)	−0.46385 (18)	0.0496 (5)
H1B	0.9676 (17)	0.339 (4)	−0.405 (2)	0.074*
H1A	0.9132 (13)	0.314 (4)	−0.501 (3)	0.074*
O1W	1.0000	0.5000	−0.2851 (2)	0.0463 (6)
H1W	1.0398 (12)	0.469 (5)	−0.240 (2)	0.069*
O2	0.89034 (10)	−0.1163 (3)	−0.47600 (19)	0.0507 (5)
H2A	0.8495 (12)	−0.067 (4)	−0.442 (3)	0.076*
H2B	0.8787 (19)	−0.224 (3)	−0.510 (3)	0.076*
O2W	0.76026 (17)	0.4406 (3)	−1.2966 (2)	0.0740 (7)
H2W	0.7685 (18)	0.337 (4)	−1.339 (3)	0.111*
H3W	0.760 (2)	0.545 (4)	−1.339 (3)	0.111*
O3	0.78828 (15)	0.2749 (3)	−0.61725 (19)	0.0628 (6)
O4	0.73210 (10)	0.5752 (3)	−0.62770 (17)	0.0476 (5)
O5	0.86574 (10)	0.5419 (3)	−0.58612 (16)	0.0557 (6)
O6	0.86675 (10)	0.5232 (4)	−1.15198 (16)	0.0526 (5)
H6A	0.8357 (16)	0.458 (4)	−1.196 (2)	0.079*
C1	0.93978 (13)	0.0570 (4)	−0.7220 (2)	0.0408 (7)
H1C	0.8969	0.0959	−0.6814	0.049*
C2	0.93837 (13)	0.0608 (4)	−0.8431 (2)	0.0389 (7)
H2C	0.8956	0.1047	−0.8818	0.047*
C3	1.0000	0.0000	−0.9073 (2)	0.0256 (5)
C4	1.0000	0.0000	−1.0379 (2)	0.0253 (5)
C5	0.93584 (13)	0.0466 (4)	−1.10231 (19)	0.0367 (6)
H5	0.8913	0.0787	−1.0637	0.044*
C6	0.93802 (13)	0.0454 (4)	−1.22321 (19)	0.0363 (7)
H6B	0.8943	0.0777	−1.2641	0.044*
C7	0.82075 (12)	0.4792 (4)	−0.79747 (19)	0.0316 (5)
C8	0.88698 (14)	0.5633 (3)	−0.8375 (2)	0.0402 (6)
H8	0.9215	0.6116	−0.7840	0.048*
C9	0.90142 (15)	0.5749 (4)	−0.9554 (2)	0.0428 (6)
H9	0.9459	0.6305	−0.9815	0.051*
C10	0.85002 (13)	0.5042 (4)	−1.0361 (2)	0.0384 (5)
C11	0.78438 (14)	0.4168 (3)	−0.9965 (2)	0.0390 (6)
H11	0.7503	0.3664	−1.0500	0.047*
C12	0.77019 (13)	0.4056 (4)	−0.8782 (2)	0.0360 (6)
H12	0.7262	0.3479	−0.8519	0.043*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.02908 (17)	0.0401 (2)	0.01711 (16)	0.00100 (17)	0.000	0.000
S1	0.0327 (3)	0.0363 (3)	0.0321 (3)	0.0021 (3)	0.0008 (2)	0.0001 (2)
N1	0.0311 (12)	0.0444 (15)	0.0185 (11)	0.0035 (15)	0.000	0.000
N2	0.0306 (12)	0.0389 (14)	0.0189 (11)	−0.0015 (16)	0.000	0.000
O1	0.0632 (13)	0.0453 (11)	0.0403 (11)	0.0192 (9)	−0.0196 (10)	−0.0056 (9)
O1W	0.0465 (13)	0.0545 (15)	0.0379 (13)	−0.0042 (16)	0.000	0.000
O2	0.0330 (9)	0.0676 (13)	0.0515 (12)	−0.0101 (9)	0.0097 (9)	−0.0194 (11)
O2W	0.0991 (19)	0.0532 (15)	0.0696 (17)	0.0009 (13)	−0.0237 (15)	0.0000 (12)
O3	0.0979 (18)	0.0379 (11)	0.0524 (13)	0.0030 (11)	0.0209 (12)	0.0104 (9)
O4	0.0389 (9)	0.0611 (13)	0.0428 (11)	0.0142 (8)	0.0047 (8)	−0.0023 (9)
O5	0.0438 (10)	0.0818 (17)	0.0415 (10)	−0.0068 (11)	−0.0104 (8)	−0.0029 (10)
O6	0.0531 (11)	0.0691 (14)	0.0356 (9)	−0.0038 (12)	0.0084 (8)	0.0029 (12)
C1	0.0323 (12)	0.068 (2)	0.0220 (11)	0.0123 (12)	0.0022 (9)	−0.0029 (11)
C2	0.0301 (11)	0.0630 (19)	0.0238 (11)	0.0135 (11)	−0.0039 (9)	−0.0028 (11)
C3	0.0279 (13)	0.0298 (15)	0.0192 (12)	0.0003 (17)	0.000	0.000
C4	0.0284 (12)	0.0271 (14)	0.0205 (12)	−0.0001 (15)	0.000	0.000
C5	0.0303 (11)	0.0575 (19)	0.0222 (10)	0.0092 (11)	0.0026 (8)	−0.0028 (10)
C6	0.0294 (11)	0.058 (2)	0.0214 (10)	0.0091 (12)	−0.0033 (8)	0.0011 (11)
C7	0.0319 (10)	0.0286 (12)	0.0343 (11)	0.0029 (11)	0.0033 (9)	0.0002 (11)
C8	0.0388 (13)	0.0405 (14)	0.0412 (14)	−0.0100 (10)	−0.0009 (11)	−0.0049 (11)
C9	0.0384 (13)	0.0442 (15)	0.0458 (16)	−0.0118 (11)	0.0092 (11)	0.0024 (11)
C10	0.0405 (11)	0.0376 (13)	0.0373 (12)	0.0023 (13)	0.0062 (10)	−0.0015 (17)
C11	0.0367 (12)	0.0444 (14)	0.0358 (15)	−0.0007 (10)	−0.0012 (10)	−0.0041 (10)
C12	0.0279 (11)	0.0405 (14)	0.0395 (14)	−0.0029 (10)	0.0045 (10)	−0.0007 (11)

Geometric parameters (Å, º)

Zn1—O1^i	2.102 (2)	O6—H6A	0.88 (3)
Zn1—O1	2.102 (2)	C1—C2	1.380 (3)
Zn1—O2^i	2.108 (2)	C1—H1C	0.9300
Zn1—O2	2.108 (2)	C2—C3	1.382 (3)
Zn1—N1	2.124 (2)	C2—H2C	0.9300
Zn1—N2^ii	2.164 (2)	C3—C2^i	1.382 (3)
S1—O5	1.443 (2)	C3—C4	1.488 (3)
S1—O4	1.447 (2)	C4—C5	1.390 (3)
S1—O3	1.450 (2)	C4—C5^i	1.390 (3)
S1—C7	1.767 (2)	C5—C6	1.378 (3)
N1—C1	1.336 (3)	C5—H5	0.9300
N1—C1^i	1.336 (3)	C6—H6B	0.9300
N2—C6	1.337 (2)	C7—C12	1.387 (3)
N2—C6^i	1.337 (2)	C7—C8	1.393 (3)
N2—Zn1^iii	2.164 (2)	C8—C9	1.370 (4)
O1—H1B	0.89 (3)	C8—H8	0.9300
O1—H1A	0.89 (3)	C9—C10	1.389 (3)
O1W—H1W	0.89 (1)	C9—H9	0.9300
O2—H2A	0.89 (3)	C10—C11	1.393 (3)
O2—H2B	0.90 (1)	C11—C12	1.374 (4)
O2W—H2W	0.90 (3)	C11—H11	0.9300
O2W—H3W	0.90 (3)	C12—H12	0.9300
O6—C10	1.360 (3)
O1^i—Zn1—O1	173.51 (11)	N1—C1—H1C	118.5
O1^i—Zn1—O2^i	90.29 (9)	C2—C1—H1C	118.5
O1—Zn1—O2^i	89.77 (9)	C1—C2—C3	120.6 (2)
O1^i—Zn1—O2	89.77 (9)	C1—C2—H2C	119.7
O1—Zn1—O2	90.29 (9)	C3—C2—H2C	119.7
O2^i—Zn1—O2	178.94 (12)	C2^i—C3—C2	116.0 (3)
O1^i—Zn1—N1	93.24 (6)	C2^i—C3—C4	121.98 (13)
O1—Zn1—N1	93.24 (6)	C2—C3—C4	121.98 (13)
O2^i—Zn1—N1	89.47 (6)	C5—C4—C5^i	116.2 (3)
O2—Zn1—N1	89.47 (6)	C5—C4—C3	121.90 (13)
O1^i—Zn1—N2^ii	86.76 (6)	C5^i—C4—C3	121.90 (13)
O1—Zn1—N2^ii	86.76 (6)	C6—C5—C4	120.3 (2)
O2^i—Zn1—N2^ii	90.53 (6)	C6—C5—H5	119.9
O2—Zn1—N2^ii	90.53 (6)	C4—C5—H5	119.9
N1—Zn1—N2^ii	180.0	N2—C6—C5	123.1 (2)
O5—S1—O4	113.31 (12)	N2—C6—H6B	118.5
O5—S1—O3	111.70 (14)	C5—C6—H6B	118.5
O4—S1—O3	111.39 (14)	C12—C7—C8	119.3 (2)
O5—S1—C7	106.31 (11)	C12—C7—S1	119.95 (17)
O4—S1—C7	106.48 (11)	C8—C7—S1	120.76 (18)
O3—S1—C7	107.18 (12)	C9—C8—C7	120.2 (2)
C1—N1—C1^i	116.9 (3)	C9—C8—H8	119.9
C1—N1—Zn1	121.54 (13)	C7—C8—H8	119.9
C1^i—N1—Zn1	121.54 (13)	C8—C9—C10	120.4 (2)
C6—N2—C6^i	117.1 (2)	C8—C9—H9	119.8
C6—N2—Zn1^iii	121.43 (12)	C10—C9—H9	119.8
C6^i—N2—Zn1^iii	121.43 (12)	O6—C10—C9	117.7 (2)
Zn1—O1—H1B	118 (2)	O6—C10—C11	122.7 (2)
Zn1—O1—H1A	130 (2)	C9—C10—C11	119.6 (2)
H1B—O1—H1A	110 (3)	C12—C11—C10	119.7 (2)
Zn1—O2—H2A	125 (2)	C12—C11—H11	120.1
Zn1—O2—H2B	124 (2)	C10—C11—H11	120.1
H2A—O2—H2B	111 (3)	C11—C12—C7	120.7 (2)
H2W—O2W—H3W	115 (4)	C11—C12—H12	119.6
C10—O6—H6A	111 (2)	C7—C12—H12	119.6
N1—C1—C2	122.9 (2)
O1^i—Zn1—N1—C1	134.58 (16)	C6^i—N2—C6—C5	−0.1 (2)
O1—Zn1—N1—C1	−45.42 (16)	Zn1^iii—N2—C6—C5	179.9 (2)
O2^i—Zn1—N1—C1	−135.16 (16)	C4—C5—C6—N2	0.3 (4)
O2—Zn1—N1—C1	44.84 (16)	O5—S1—C7—C12	175.6 (2)
O1^i—Zn1—N1—C1^i	−45.42 (16)	O4—S1—C7—C12	−63.3 (2)
O1—Zn1—N1—C1^i	134.58 (16)	O3—S1—C7—C12	56.0 (2)
O2^i—Zn1—N1—C1^i	44.84 (16)	O5—S1—C7—C8	−5.0 (2)
O2—Zn1—N1—C1^i	−135.16 (16)	O4—S1—C7—C8	116.1 (2)
C1^i—N1—C1—C2	−0.8 (2)	O3—S1—C7—C8	−124.6 (2)
Zn1—N1—C1—C2	179.2 (2)	C12—C7—C8—C9	0.8 (4)
N1—C1—C2—C3	1.6 (4)	S1—C7—C8—C9	−178.6 (2)
C1—C2—C3—C2^i	−0.77 (19)	C7—C8—C9—C10	0.4 (4)
C1—C2—C3—C4	179.23 (19)	C8—C9—C10—O6	178.7 (3)
C2^i—C3—C4—C5	174.55 (19)	C8—C9—C10—C11	−1.6 (4)
C2—C3—C4—C5	−5.45 (19)	O6—C10—C11—C12	−178.7 (3)
C2^i—C3—C4—C5^i	−5.45 (19)	C9—C10—C11—C12	1.6 (4)
C2—C3—C4—C5^i	174.55 (19)	C10—C11—C12—C7	−0.4 (4)
C5^i—C4—C5—C6	−0.13 (19)	C8—C7—C12—C11	−0.8 (4)
C3—C4—C5—C6	179.87 (19)	S1—C7—C12—C11	178.59 (19)

Symmetry codes: (i) −x+2, −y, z; (ii) x, y, z+1; (iii) x, y, z−1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1A···O5	0.89 (3)	2.09 (2)	2.880 (3)	148 (3)
O1—H1B···O1W	0.89 (3)	1.89 (3)	2.777 (3)	178 (3)
O2—H2A···O4^iv	0.89 (3)	1.94 (3)	2.824 (3)	172 (3)
O2—H2B···O5^v	0.90 (1)	1.92 (3)	2.810 (3)	174 (3)
O1W—H1W···O6^vi	0.89 (1)	1.93 (1)	2.801 (2)	163 (3)
O2W—H3W···O3^vii	0.90 (3)	1.94 (2)	2.750 (3)	149 (4)
O2W—H2W···O4^viii	0.90 (3)	1.93 (2)	2.788 (3)	157 (4)
O6—H6A···O2W	0.88 (3)	1.76 (2)	2.568 (3)	152 (3)

Symmetry codes: (iv) −x+3/2, y−1/2, −z−1; (v) x, y−1, z; (vi) −x+2, −y+1, z+1; (vii) −x+3/2, y+1/2, −z−2; (viii) −x+3/2, y−1/2, −z−2.