Ammonium and caesium carbonate peroxosolvates: supra­molecular networks formed by hydrogen bonds

Diammonium carbonate hydrogen peroxide monosolvate, 2NH₄⁺·CO₃^2-·H₂O₂, (I), and dicaesium carbonate hydrogen peroxide tris­olvate, 2Cs⁺·CO₃^2-·3H₂O₂, (II), were crystallized from 98% hydrogen peroxide. In (I), the carbonate anions and peroxide solvent mol­ecules are arranged on twofold axes. The peroxide mol­ecules act as donors in only two hydrogen bonds with carbonate groups, forming chains along the a and c axes. In the structure of (II), there are three independent Cs⁺ ions, two of them residing on twofold axes, as are two of the four peroxide mol­ecules, one of which is disordered. Both structures comprise complicated three-dimensional hydro­gen-bonded networks.

S1. Comment

The structures of peroxosolvates formed by simple inorganic salts have been intensively studied to establish correlations between crystal packing and stability. Significant interest has been shown in the oxalates (Pedersen, 1972a,b; Adams et al., 1976, 1980a,b; Adams & Pritchard, 1976), phosphates (Adams & Ramdas, 1978; Oeckler & Montbrun, 2008) and sulfates (Adams et al., 1978; Adams & Pritchard, 1978; Pritchard et al., 2005) of alkali metals (Adams et al., 1980a,b; Oeckler & Montbrun, 2008; Adams et al., 1978; Adams & Pritchard, 1978; Pritchard et al., 2005) and of ammonium (Pedersen, 1972a,b) and guanidinium (Adams et al., 1976; Adams & Pritchard, 1976; Adams & Ramdas, 1978) cations. These substances were considered potential H₂O₂ carriers. Special attention has been paid to Na₂CO₃.1.5H₂O₂, one of the most important industrially produced bleaching and oxidation agents (Jakob et al., 2005; McKillop & Sanderson, 2000). The structure of Na₂CO₃.1.5H₂O₂ has been determined several times under various conditions (Adams & Pritchard, 1977; Carrondo et al., 1977; Pritchard & Islam, 2003). The unusual peroxosolvate potassium hydroxopercarbonate {K[H(O₂)CO₂].H₂O₂} was studied not long ago (Adam & Mehta, 1998). It should be noted that hydrogen bonding plays a predominant role in the formation of the structures of both organic and inorganic peroxosolvates.

However, in all the above-cited works, the target peroxosolvates were crystallized from dilute (30 or 50%) hydrogen peroxide. Some time ago, we introduced concentrated (96–98%) peroxide as a medium for peroxosolvate synthesis (Churakov et al., 2005). This method allowed us to synthesize several peroxosolvates that were not available from less concentrated H₂O₂, namely Ph₄AsCl.2H₂O₂ (Churakov et al., 2005), glycine C₂H₅NO₂.1.5H₂O₂ (Churakov et al., 2009), isoleucine C₆H₁₃NO₂.H₂O₂ and β-alanine C₃H₇NO₂.2H₂O₂ (Prikhodchenko et al., 2011). Furthermore, the use of highly concentrated hydrogen peroxide solved the problem of partial substitution of H₂O₂ by water molecules in the crystal structures (Pedersen, 1972b; Churakov et al., 2005, 2009; Prikhodchenko et al., 2011). Herein, the structures of diammonium carbonate hydrogen peroxide monosolvate, (I), and dicaesium carbonate hydrogen peroxide trisolvate, (II), both crystallized from 98% peroxide, are presented.

In the structure of (I), both independent carbonate anions and both independent H₂O₂ solvent molecules are arranged on twofold axes. In the peroxide molecules, the O—O distances (see Table 1) are close to those observed previously in the accurately determined structures of crystalline H₂O₂ [1.461 (3) Å; Savariault & Lehmann, 1980] and urea perhydrate [1.4573 (8) Å; Fritchie & McMullan, 1981]. Partial substitutional disorder of hydrogen peroxide by water molecules (Pedersen, 1972b) was not observed, as no residual peaks with intensities greater than 0.16 e ų were present in the hydrogen peroxide molecule region (Churakov et al., 2009; Prikhodchenko et al., 2011). The H₂O₂ molecules containing atoms O1 and H1 (denoted molecule 1) and atoms O2 and H2 (denoted molecule 2) have a skew geometry (C₂ symmetry), with H—O—O—H torsion angles of -133 (2) and 137 (2)°, respectively. The carbonate anions are planar due to crystallographic symmetry. The ammonium cations are tetrahedral [H—N—H angles = 104.2 (11)–113.7 (12)°], and the N—H bond lengths range from 0.859 (15) to 0.893 (13) Å.

Both peroxide molecules 1 and 2 are involved as donors in only two almost linear hydrogen bonds with adjacent carbonate anions (Table 2). These hydrogen bonds are of medium strength (see Table 2) and are somewhat longer than those found for similar hydrogen bonds in the structure of Na₂CO₃.1.5H₂O₂ [2.5569 (10)–2.6022 (8) Å at 100 K; Pritchard & Islam, 2003]. Compound (I) is a rare example of a structure in which the solvent H₂O₂ molecules serve only as donors in hydrogen bonds (Churakov et al., 2005; Thierbach et al., 1980). Usually, hydrogen peroxide molecules are involved in both donor and acceptor interactions, forming six (two donors and four acceptors) (Fritchie & McMullan, 1981; Adams & Ramdas, 1979), five (two donors and three acceptors) (Adams & Ramdas, 1978; Prikhodchenko et al., 2011), four (two donors and two acceptors) (Pedersen, 1972a; Churakov et al., 2009; Prikhodchenko et al., 2011) or three (two donors and one acceptor) (Mak & Lam, 1978; Prikhodchenko et al., 2011) hydrogen bonds in the structures of peroxosolvates.

The two hydrogen bonds between peroxide molecules 1 and 2 and the carbonate groups form chains along the a and c axes, respectively (Fig. 1). These chains are crosslinked by ammonium cations via relatively weak ammonium–carbonate N—H···O hydrogen bonds, resulting in a three-dimensional network (Fig. 2). [Text altered to avoid repetition - please check]

It should be noted that anhydrous (NH₄)₂CO₃ and its hydrates are not known. Commercially available `ammonium carbonate' represents a mixture of ammonium bicarbonate and ammonium carbamate. In contrast, the structure of ammonium bicarbonate is well known (Brooks & Alcock, 1950). Compound (I) may be considered as an environmentally friendly hydrogen-peroxide-containing reagent.

The crystals of (II) were obtained by cooling a saturated solution (room temperature) of caesium carbonate in 98% hydrogen peroxide to 255 K. Compound (II) also crystallizes from 30 or 50% hydrogen peroxide (Dobrynina & Dzyatkevich, 1967; Jones & Griffith, 1980). However, the crystals of (II) grown from dilute H₂O₂ solutions were of poor quality and not suitable for single-crystal X-ray structural investigations. A preliminary study of (II) revealed an orthorhombic unit cell with dimensions a = 5.926, b = 8.444 and c = 17.827 Å, in good agreement with the values previously found for Rb₂CO₃.3H₂O₂ (a = 5.65, b = 8.15 and c = 18.01 Å) from powder diffraction data (Bakulina et al., 1972). However, all attempts to solve the structure of (II) using that unit cell failed. Further detailed examination showed that the actual unit cell possesses a doubled parameter along the b axis. Finally, the orientation of the axes was changed according to the space-group choice.

Compound (II) is an example of a structure in which the hydrogen peroxide simultaneously coordinates an alkali metal and serves as a donor in hydrogen bonds to oxyacid ions. In the structure of (II), the three Cs⁺ ions are crystallographically independent. Cation Cs1 occupies a general position, and the other two Cs⁺ ions lie on twofold axes. Cations Cs1, Cs2 and Cs3 possess irregular coordination polyhedra with coordination numbers 13, 10, and 14, respectively. The Cs—O distances vary within the range 3.0558 (18)–3.5127 (18) Å. There are four independent peroxide molecules in (II), two of them arranged on twofold axes. One of these is orientationally disordered over two positions with an occupancy ratio of 0.812 (7):0.188 (7) (Fig. 3b). Both the major and minor components of the disordered molecule are anchored to the same carbonate and Cs⁺ ions. The same type of disorder was previously observed in both polymorphs of Na₂CO₃.1.5H₂O₂ (Adams & Pritchard, 1977; Carrondo et al., 1977; Pritchard & Islam, 2003). The O—O bond lengths are in the range 1.464 (3)–1.470 (3) Å (Table 3). All of the peroxide O atoms (except O6) coordinate three Cs⁺ cations (Fig. 3). Atom O6 is bonded to only one Cs⁺ ion.

All peroxide molecules are involved as donors in only two hydrogen bonds with adjacent carbonate anions (Table 4). No hydrogen bonds were observed between peroxide molecules. The maximum allowed number of hydrogen bonds (six) are formed by the carbonate ion (Fig. 4). These hydrogen bonds are almost linear [167 (3)–179 (3)°], and the O···O separations are in the range 2.596 (2)–2.656 (3) Å. As expected, the carbonate–peroxide C—O···O angles are close to the ideal value of 120° for sp²-hybridized carbonate O atoms serving as donors of lone electron pairs.

In the crystal structure, the hydrogen peroxide molecules and carbonate anions are linked by hydrogen bonds in a complicated three-dimensional-network (Fig. 5). Cs⁺ cations fill the cavities in this extended framework.

Related literature

For related literature, see: Adam & Mehta (1998); Adams & Pritchard (1976, 1977, 1978); Adams & Ramdas (1978, 1979); Adams et al. (1980a, 1980b); Adams, Pritchard & Thomas (1976, 1978); Bakulina et al. (1972); Brooks & Alcock (1950); Carrondo et al. (1977); Churakov et al. (2005, 2009); Dobrynina & Dzyatkevich (1967); Fritchie & McMullan (1981); Jakob et al. (2005); Jones & Griffith (1980); Maass & Hatcher (1920); Mak & Lam (1978); McKillop & Sanderson (2000); Oeckler & Montbrun (2008); Pedersen (1972a, 1972b); Prikhodchenko et al. (2011); Pritchard & Islam (2003); Pritchard et al. (2005); Savariault & Lehmann (1980); Schumb et al. (1955); Thierbach et al. (1980); Wolanov et al. (2010).

S2. Experimental

Ammonium carbamate, ammonium hydrocarbonate, caesium carbonate and 50% hydrogen peroxide were purchased from Sigma–Aldrich (CAS No. 506-87-6). The 98% hydrogen peroxide was prepared by an extraction method from serine peroxosolvate (Wolanov et al., 2010). The handling procedures for concentrated hydrogen peroxide are described in detail elsewhere (danger of explosion; Schumb et al., 1955; Maass & Hatcher, 1920).

Colourless crystals of (I) and (II) were obtained by cooling saturated solutions (room temperature) of anhydrous ammonium carbamate, NH₄COONH₂, and anhydrous caesium carbonate, Cs₂CO₃, in 98% H₂O₂ (H₂O₂–H₂O molar ratio of approximately 26:1) to 255 K. Tiny crystals of (I) also crystallize from a saturated solution (room temperature) of ammonium hydrocarbonate NH₄HCO₃ in 30% H₂O₂ at 255 K. The crystals of (I) and (II) are stable for several hours in open air.

The crystals were extracted from the mother liquor using a plastic spatula and covered immediately with inert oil to prevent contact with atmospheric moisture. They were then rapidly mounted on the top of a hair fibre and transferred to a cold nitrogen stream inside the diffractometer cabinet.

S3. Refinement

In (I), all H atoms were found in a difference Fourier synthesis and refined isotropically. In (II), atom O2B belonging to the minor disorder component [occupancy 0.188 (7)] was refined isotropically. All H atoms (except disordered atom H2B) were found in a difference Fourier synthesis and refined with U_iso(H) = 1.5U_eq(O) and equal O—H distances. Atom H2B was placed in a line between atoms O2B and O11 at a distance of 0.90 Å from O2B, and refined using a riding model with U_iso(H2B) = 1.5U_eq(O2B).

Computing details

For both compounds, data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures

	Fig. 1. Hydrogen-bonded (dotted lines) chains formed by the hydrogen peroxide molecules and carbonate anions in (I). Displacement ellipsoids are drawn at the 50% probability level. [Symmetry codes: (i) -x + 1/2, y, -z + 3/2; (ii) x + 1, y, z; (iii) -x + 3/2, y, -z + 3/2; (iv) -x + 1/2, y, -z + 1/2; (v) x, y, -z + 1; (vi) -x + 1/2, y, -z - 1/2.]
	Fig. 2. The crystal packing in the structure of (I), viewed along the b axis. Hydrogen bonds are shown as dotted lines.
	Fig. 3. The coordination environment of the four independent hydrogen peroxide molecules in (II), showing (a) the H1—O1—O1^i—H1^i molecule, (b) the minor part of the disordered H2—O2—O2^ii—H2^ii site (open bonds), (c) the H3—O3—O4—H4 molecule and (d) the H5—O5—O6—H6 molecule. Displacement ellipsoids are drawn at the 50% probability level. [Symmetry codes: (i) -x + 3/2, -y - 1/2, z; (ii) -x + 3/2, -y + 3/2, z.]
	Fig. 4. The hydrogen bonds (dashed lines) formed by the carbonate anions in (II). The H2—O2—O2—H2 molecule is disordered over two positions. Displacement ellipsoids are drawn at the 50% probability level. [Symmetry codes: (i) -x + 1, y - 1/2, -z + 1/2; (ii) x - 1/2, -y + 1, -z + 1/2; (iii) x - 1/2, y + 1/2, -z; (iv) -x + 1, -y, -z; (v) -x + 1, -y + 1, -z.]
	Fig. 5. The structure of (II), showing how the Cs^+ ions fill the cavities in the hydrogen-bonded three-dimensional network formed by the carbonate ions and hydrogen peroxide molecules.

(I) Diammonium carbonate hydrogen peroxide monosolvate

Crystal data

2NH4^+·CO3^2^−·H2O2	F(000) = 280
Mr = 130.11	Dx = 1.537 Mg m^−3
Monoclinic, P2/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yac	Cell parameters from 3976 reflections
a = 7.5657 (9) Å	θ = 3.4–31.0°
b = 9.9027 (12) Å	µ = 0.16 mm^−1
c = 7.5819 (9) Å	T = 150 K
β = 98.050 (2)°	Block, colourless
V = 562.45 (12) Å^3	0.40 × 0.20 × 0.20 mm
Z = 4

Data collection

Bruker APEXII CCD area-detector diffractometer	1349 independent reflections
Radiation source: fine-focus sealed tube	1256 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.018
ω scans	θmax = 28.0°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Bruker, 2008)	h = −9→9
Tmin = 0.940, Tmax = 0.970	k = −13→13
5575 measured reflections	l = −10→10

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.029	Hydrogen site location: difference Fourier map
wR(F^2) = 0.074	All H-atom parameters refined
S = 1.12	w = 1/[σ^2(Fo^2) + (0.0376P)^2 + 0.127P] where P = (Fo^2 + 2Fc^2)/3
1349 reflections	(Δ/σ)max = 0.001
115 parameters	Δρmax = 0.25 e Å^−3
0 restraints	Δρmin = −0.28 e Å^−3

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.

Reflection 0 2 2 was omitted since it was shadowed by beam stop.

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
C1	0.2500	0.49722 (12)	0.7500	0.0117 (2)
O11	0.2500	0.62777 (8)	0.7500	0.01472 (19)
O12	0.23366 (8)	0.43251 (6)	0.60176 (8)	0.01538 (16)
C2	0.2500	0.99784 (11)	0.2500	0.0115 (2)
O21	0.2500	0.86692 (8)	0.2500	0.01431 (19)
O22	0.10173 (8)	1.06223 (6)	0.24039 (8)	0.01540 (16)
N1	0.01578 (10)	0.77268 (8)	0.49210 (10)	0.01475 (17)
N2	0.50642 (10)	0.27396 (8)	0.49087 (10)	0.01502 (17)
O1	0.21872 (10)	0.05271 (8)	0.83718 (10)	0.0292 (2)
O2	0.16038 (9)	0.53849 (8)	0.27668 (10)	0.02511 (19)
H1	0.115 (2)	0.0185 (15)	0.8065 (19)	0.030 (3)*
H2	0.1875 (19)	0.5078 (15)	0.381 (2)	0.032 (3)*
H11	−0.0656 (19)	0.7167 (13)	0.4437 (18)	0.025 (3)*
H12	0.0873 (17)	0.7223 (12)	0.5667 (17)	0.020 (3)*
H13	0.0754 (19)	0.8060 (14)	0.4141 (19)	0.027 (3)*
H14	−0.0360 (17)	0.8350 (13)	0.5530 (17)	0.022 (3)*
H21	0.5714 (19)	0.3208 (15)	0.4270 (19)	0.028 (3)*
H22	0.4527 (17)	0.2106 (13)	0.4213 (17)	0.022 (3)*
H23	0.4269 (17)	0.3243 (13)	0.5360 (17)	0.020 (3)*
H24	0.5757 (18)	0.2322 (12)	0.5795 (18)	0.022 (3)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0081 (5)	0.0141 (5)	0.0131 (5)	0.000	0.0022 (4)	0.000
O11	0.0160 (4)	0.0117 (4)	0.0160 (4)	0.000	0.0007 (3)	0.000
O12	0.0174 (3)	0.0160 (3)	0.0128 (3)	0.0000 (2)	0.0023 (2)	−0.0025 (2)
C2	0.0136 (5)	0.0132 (5)	0.0080 (5)	0.000	0.0021 (4)	0.000
O21	0.0157 (4)	0.0107 (4)	0.0166 (4)	0.000	0.0025 (3)	0.000
O22	0.0133 (3)	0.0152 (3)	0.0178 (3)	0.0027 (2)	0.0025 (2)	0.0003 (2)
N1	0.0145 (4)	0.0146 (4)	0.0153 (3)	0.0008 (3)	0.0026 (3)	0.0001 (3)
N2	0.0153 (3)	0.0150 (4)	0.0149 (3)	−0.0006 (3)	0.0027 (3)	−0.0010 (3)
O1	0.0194 (4)	0.0462 (5)	0.0233 (4)	−0.0100 (3)	0.0073 (3)	−0.0120 (3)
O2	0.0202 (4)	0.0371 (4)	0.0192 (4)	0.0082 (3)	0.0065 (3)	0.0076 (3)

Geometric parameters (Å, º)

C1—O12	1.2846 (8)	N2—H21	0.871 (15)
C1—O11	1.2928 (14)	N2—H22	0.881 (13)
C2—O22	1.2835 (8)	N2—H23	0.886 (13)
C2—O21	1.2965 (14)	N2—H24	0.893 (14)
N1—H11	0.871 (14)	O1—O1^i	1.4652 (14)
N1—H12	0.881 (13)	O1—H1	0.855 (15)
N1—H13	0.859 (15)	O2—O2^ii	1.4685 (13)
N1—H14	0.893 (13)	O2—H2	0.843 (15)
O12^i—C1—O12	120.15 (11)	H12—N1—H14	109.5 (12)
O12^i—C1—O11	119.92 (5)	H13—N1—H14	113.7 (12)
O12—C1—O11	119.92 (5)	H21—N2—H22	107.2 (12)
O22—C2—O22^ii	120.42 (10)	H21—N2—H23	112.4 (11)
O22—C2—O21	119.79 (5)	H22—N2—H23	110.5 (12)
O22^ii—C2—O21	119.79 (5)	H21—N2—H24	110.3 (12)
H11—N1—H12	104.2 (11)	H22—N2—H24	107.1 (11)
H11—N1—H13	111.3 (13)	H23—N2—H24	109.1 (12)
H12—N1—H13	109.0 (12)	O1^i—O1—H1	98.9 (9)
H11—N1—H14	108.8 (12)	O2^ii—O2—H2	98.3 (10)
H1—O1—O1^i—H1^i	−133 (2)	H2—O2—O2^ii—H2^ii	137 (2)

Symmetry codes: (i) −x+1/2, y, −z+3/2; (ii) −x+1/2, y, −z+1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···O22^iii	0.855 (15)	1.816 (15)	2.6683 (10)	175.0 (14)
O2—H2···O12	0.843 (15)	1.823 (16)	2.6648 (10)	175.9 (15)
N1—H11···O12^iii	0.871 (14)	1.948 (14)	2.7965 (10)	164.4 (12)
N1—H12···O11	0.881 (13)	1.961 (13)	2.8376 (9)	173.7 (11)
N1—H13···O21	0.859 (15)	2.029 (15)	2.8795 (8)	170.7 (13)
N1—H14···O22^iv	0.893 (13)	1.989 (13)	2.8429 (10)	159.5 (12)
N2—H21···O11^v	0.871 (15)	2.096 (15)	2.9361 (9)	161.8 (13)
N2—H22···O22^vi	0.881 (13)	1.921 (13)	2.7817 (10)	165.0 (12)
N2—H23···O12	0.886 (13)	1.934 (14)	2.8136 (10)	171.9 (12)
N2—H24···O21^v	0.893 (14)	1.974 (14)	2.8615 (9)	172.0 (12)

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

(II) Dicaesium carbonate hydrogen peroxide trisolvate

Crystal data

2Cs^+·CO3^2^−·3H2O2	F(000) = 1552
Mr = 427.88	Dx = 3.182 Mg m^−3
Orthorhombic, Pccn	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ab 2ac	Cell parameters from 6366 reflections
a = 17.820 (2) Å	θ = 2.3–30.5°
b = 5.9357 (8) Å	µ = 8.18 mm^−1
c = 16.888 (2) Å	T = 173 K
V = 1786.3 (4) Å^3	Block, colourless
Z = 8	0.25 × 0.20 × 0.15 mm

Data collection

Bruker APEXII CCD area-detector diffractometer	2154 independent reflections
Radiation source: fine-focus sealed tube	1841 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.030
ω scans	θmax = 28.0°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Bruker, 2008)	h = −23→23
Tmin = 0.234, Tmax = 0.373	k = −7→7
16916 measured reflections	l = −22→22

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.018	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.047	w = 1/[σ^2(Fo^2) + (0.0121P)^2 + 2.8879P] where P = (Fo^2 + 2Fc^2)/3
S = 1.12	(Δ/σ)max < 0.001
2154 reflections	Δρmax = 0.88 e Å^−3
134 parameters	Δρmin = −0.48 e Å^−3
16 restraints	Extinction correction: SHELXTL (Sheldrick, 2008), Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.00131 (5)

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.

Reflections 0 2 0, 0 4 0, and 3 1 4 were omitted since they were partially shadowed by beam stop.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Cs1	0.568970 (11)	0.74369 (2)	0.128088 (8)	0.01521 (7)
Cs2	0.7500	0.2500	0.127336 (10)	0.01535 (8)
Cs3	0.2500	0.7500	0.121872 (11)	0.01560 (8)
O1	0.71862 (11)	−0.1703 (3)	0.01451 (11)	0.0229 (4)
H1	0.6953 (19)	−0.218 (5)	−0.0285 (16)	0.034*
O2A	0.71933 (13)	0.6673 (4)	0.23817 (13)	0.0234 (8)	0.812 (7)
H2A	0.698 (2)	0.705 (7)	0.2835 (17)	0.035*	0.812 (7)
O2B	0.7192 (5)	0.8325 (16)	0.2378 (6)	0.021 (3)*	0.188 (7)
H2B	0.6980	0.8089	0.2854	0.032*	0.188 (7)
O3	0.59079 (10)	0.2527 (3)	0.19456 (11)	0.0200 (4)
H3	0.5430 (13)	0.221 (5)	0.1906 (19)	0.030*
O4	0.60188 (12)	0.2502 (3)	0.28048 (12)	0.0254 (4)
H4	0.5860 (18)	0.389 (4)	0.291 (2)	0.038*
O5	0.62291 (10)	0.3401 (3)	0.00515 (11)	0.0217 (4)
H5	0.5996 (17)	0.438 (5)	−0.0248 (17)	0.033*
O6	0.56758 (11)	0.1565 (3)	0.00480 (11)	0.0228 (4)
H6	0.5308 (16)	0.222 (5)	0.0297 (19)	0.034*
C1	0.41505 (16)	0.2589 (4)	0.12783 (12)	0.0133 (6)
O11	0.34326 (12)	0.2563 (3)	0.12443 (8)	0.0184 (4)
O12	0.45348 (9)	0.3638 (3)	0.07507 (10)	0.0168 (4)
O13	0.44913 (9)	0.1551 (3)	0.18450 (10)	0.0188 (4)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cs1	0.01616 (11)	0.01374 (10)	0.01572 (10)	0.00010 (5)	−0.00007 (5)	−0.00007 (5)
Cs2	0.01148 (12)	0.02110 (14)	0.01347 (12)	0.00129 (7)	0.000	0.000
Cs3	0.01448 (13)	0.01901 (13)	0.01332 (12)	0.00027 (7)	0.000	0.000
O1	0.0164 (9)	0.0319 (10)	0.0204 (9)	0.0035 (8)	−0.0001 (8)	−0.0060 (8)
O2A	0.0156 (13)	0.0359 (17)	0.0186 (11)	−0.0054 (10)	0.0004 (9)	−0.0104 (10)
O3	0.0144 (9)	0.0250 (10)	0.0206 (9)	−0.0024 (7)	0.0009 (7)	−0.0037 (7)
O4	0.0276 (10)	0.0247 (11)	0.0239 (10)	0.0046 (8)	−0.0103 (8)	−0.0021 (8)
O5	0.0146 (9)	0.0274 (10)	0.0231 (10)	0.0009 (8)	−0.0011 (7)	0.0080 (8)
O6	0.0213 (10)	0.0182 (9)	0.0288 (10)	0.0014 (8)	0.0060 (8)	0.0018 (7)
C1	0.0075 (12)	0.0177 (15)	0.0149 (14)	0.0000 (8)	0.0001 (7)	−0.0008 (8)
O11	0.0099 (9)	0.0300 (11)	0.0155 (9)	−0.0010 (7)	−0.0009 (6)	0.0026 (7)
O12	0.0137 (8)	0.0193 (8)	0.0174 (8)	−0.0006 (7)	0.0020 (7)	0.0055 (7)
O13	0.0136 (8)	0.0251 (9)	0.0179 (8)	−0.0019 (7)	−0.0035 (7)	0.0080 (7)

Geometric parameters (Å, º)

Cs1—O3	3.1471 (18)	Cs3—O11	3.3690 (19)
Cs1—O12	3.1813 (17)	Cs3—O11^i	3.4346 (18)
Cs1—O6^i	3.2156 (18)	Cs3—O1^iii	3.441 (2)
Cs1—O13^ii	3.2246 (18)	Cs3—O2A^ii	3.467 (3)
Cs1—O3^i	3.2466 (17)	Cs3—O2B^v	3.473 (10)
Cs1—O2A	3.293 (2)	O1—O1^vi	1.465 (4)
Cs1—O2B	3.299 (9)	O1—H1	0.88 (2)
Cs1—O5	3.313 (2)	O2A—O2A^vii	1.469 (5)
Cs1—O1^i	3.3244 (19)	O2A—H2A	0.89 (2)
Cs1—O6^iii	3.363 (2)	O2B—O2B^vii	1.470 (15)
Cs1—O13^i	3.3810 (18)	O2B—H2B	0.9000
Cs1—O4^ii	3.414 (2)	O3—O4	1.464 (3)
Cs1—O12^iii	3.5127 (18)	O3—H3	0.87 (2)
Cs2—O3	3.0558 (18)	O4—H4	0.89 (2)
Cs2—O5	3.1101 (18)	O5—O6	1.470 (3)
Cs2—O2B^iv	3.150 (10)	O5—H5	0.88 (2)
Cs2—O2A	3.152 (2)	O6—H6	0.87 (2)
Cs2—O1	3.188 (2)	C1—O11	1.281 (4)
Cs3—O4^ii	3.112 (2)	C1—O12	1.285 (3)
Cs3—O5^iii	3.1649 (19)	C1—O13	1.290 (3)
O3—Cs1—O12	61.58 (4)	O5^x—Cs3—O11^xii	79.06 (5)
O3—Cs1—O6^i	159.65 (5)	O5^iii—Cs3—O11^xii	101.94 (5)
O12—Cs1—O6^i	110.66 (5)	O11^xi—Cs3—O11^xii	121.48 (6)
O3—Cs1—O13^ii	60.74 (5)	O11—Cs3—O11^xii	58.50 (6)
O12—Cs1—O13^ii	95.51 (4)	O11^i—Cs3—O11^xii	178.56 (5)
O6^i—Cs1—O13^ii	139.38 (5)	O4^ii—Cs3—O1^iii	102.51 (5)
O3—Cs1—O3^i	136.36 (6)	O4^ix—Cs3—O1^iii	119.52 (5)
O12—Cs1—O3^i	146.55 (4)	O5^x—Cs3—O1^iii	62.62 (5)
O6^i—Cs1—O3^i	61.03 (5)	O5^iii—Cs3—O1^iii	63.42 (5)
O13^ii—Cs1—O3^i	79.89 (5)	O11^xi—Cs3—O1^iii	57.19 (4)
O3—Cs1—O2A	64.56 (5)	O11—Cs3—O1^iii	123.98 (4)
O12—Cs1—O2A	126.00 (5)	O11^i—Cs3—O1^iii	45.20 (4)
O6^i—Cs1—O2A	118.48 (6)	O11^xii—Cs3—O1^iii	136.17 (4)
O13^ii—Cs1—O2A	60.31 (5)	O4^ii—Cs3—O1^x	119.52 (5)
O3^i—Cs1—O2A	80.53 (5)	O4^ix—Cs3—O1^x	102.51 (5)
O3—Cs1—O2B	81.22 (17)	O5^x—Cs3—O1^x	63.42 (5)
O12—Cs1—O2B	142.80 (17)	O5^iii—Cs3—O1^x	62.62 (5)
O6^i—Cs1—O2B	104.37 (18)	O11^xi—Cs3—O1^x	123.98 (4)
O13^ii—Cs1—O2B	63.64 (18)	O11—Cs3—O1^x	57.19 (4)
O3^i—Cs1—O2B	63.89 (15)	O11^i—Cs3—O1^x	136.17 (4)
O2A—Cs1—O2B	17.11 (16)	O11^xii—Cs3—O1^x	45.20 (4)
O3—Cs1—O5	61.19 (5)	O1^iii—Cs3—O1^x	95.97 (6)
O12—Cs1—O5	59.92 (4)	O4^ii—Cs3—O2A^ii	60.32 (5)
O6^i—Cs1—O5	98.48 (5)	O4^ix—Cs3—O2A^ii	76.86 (5)
O13^ii—Cs1—O5	121.75 (4)	O5^x—Cs3—O2A^ii	117.01 (5)
O3^i—Cs1—O5	148.75 (5)	O5^iii—Cs3—O2A^ii	118.04 (5)
O2A—Cs1—O5	91.04 (5)	O11^xi—Cs3—O2A^ii	56.47 (5)
O2B—Cs1—O5	103.41 (15)	O11—Cs3—O2A^ii	122.34 (5)
O3—Cs1—O1^i	104.41 (5)	O11^i—Cs3—O2A^ii	44.77 (5)
O12—Cs1—O1^i	117.74 (5)	O11^xii—Cs3—O2A^ii	133.86 (5)
O6^i—Cs1—O1^i	61.02 (5)	O1^iii—Cs3—O2A^ii	85.00 (5)
O13^ii—Cs1—O1^i	132.19 (4)	O1^x—Cs3—O2A^ii	179.03 (4)
O3^i—Cs1—O1^i	87.73 (5)	O4^ii—Cs3—O2A^ix	76.86 (5)
O2A—Cs1—O1^i	72.19 (6)	O4^ix—Cs3—O2A^ix	60.32 (5)
O2B—Cs1—O1^i	69.41 (18)	O5^x—Cs3—O2A^ix	118.04 (5)
O5—Cs1—O1^i	61.10 (5)	O5^iii—Cs3—O2A^ix	117.01 (5)
O3—Cs1—O6^iii	119.38 (4)	O11^xi—Cs3—O2A^ix	122.34 (5)
O12—Cs1—O6^iii	57.92 (4)	O11—Cs3—O2A^ix	56.47 (5)
O6^i—Cs1—O6^iii	55.11 (6)	O11^i—Cs3—O2A^ix	133.86 (5)
O13^ii—Cs1—O6^iii	127.69 (4)	O11^xii—Cs3—O2A^ix	44.77 (5)
O3^i—Cs1—O6^iii	98.83 (5)	O1^iii—Cs3—O2A^ix	179.03 (4)
O2A—Cs1—O6^iii	171.86 (5)	O1^x—Cs3—O2A^ix	85.00 (5)
O2B—Cs1—O6^iii	159.08 (17)	O2A^ii—Cs3—O2A^ix	94.04 (8)
O5—Cs1—O6^iii	85.36 (4)	O4^ii—Cs3—O2B^xiii	76.82 (16)
O1^i—Cs1—O6^iii	99.69 (5)	O4^ix—Cs3—O2B^xiii	60.32 (13)
O3—Cs1—O13^i	130.27 (4)	O5^x—Cs3—O2B^xiii	103.24 (17)
O12—Cs1—O13^i	100.52 (5)	O5^iii—Cs3—O2B^xiii	134.12 (13)
O6^i—Cs1—O13^i	68.11 (4)	O11^xi—Cs3—O2B^xiii	44.98 (17)
O13^ii—Cs1—O13^i	77.18 (4)	O11—Cs3—O2B^xiii	133.62 (17)
O3^i—Cs1—O13^i	46.06 (4)	O11^i—Cs3—O2B^xiii	56.17 (13)
O2A—Cs1—O13^i	117.03 (5)	O11^xii—Cs3—O2B^xiii	122.65 (13)
O2B—Cs1—O13^i	103.84 (15)	O1^iii—Cs3—O2B^xiii	88.00 (16)
O5—Cs1—O13^i	151.91 (4)	O1^x—Cs3—O2B^xiii	161.54 (15)
O1^i—Cs1—O13^i	123.94 (4)	O2A^ii—Cs3—O2B^xiii	18.15 (14)
O6^iii—Cs1—O13^i	66.66 (4)	O2A^ix—Cs3—O2B^xiii	91.13 (15)
O3—Cs1—O4^ii	87.67 (4)	O4^ii—Cs3—O2B^v	60.32 (13)
O12—Cs1—O4^ii	63.79 (4)	O4^ix—Cs3—O2B^v	76.82 (16)
O6^i—Cs1—O4^ii	106.10 (5)	O5^x—Cs3—O2B^v	134.12 (13)
O13^ii—Cs1—O4^ii	57.91 (4)	O5^iii—Cs3—O2B^v	103.24 (17)
O3^i—Cs1—O4^ii	86.56 (4)	O11^xi—Cs3—O2B^v	133.62 (17)
O2A—Cs1—O4^ii	118.16 (5)	O11—Cs3—O2B^v	44.98 (17)
O2B—Cs1—O4^ii	117.91 (17)	O11^i—Cs3—O2B^v	122.65 (13)
O5—Cs1—O4^ii	123.40 (4)	O11^xii—Cs3—O2B^v	56.17 (13)
O1^i—Cs1—O4^ii	167.06 (5)	O1^iii—Cs3—O2B^v	161.54 (15)
O6^iii—Cs1—O4^ii	69.79 (4)	O1^x—Cs3—O2B^v	88.00 (16)
O13^i—Cs1—O4^ii	45.66 (4)	O2A^ii—Cs3—O2B^v	91.13 (15)
O3—Cs1—O12^iii	101.20 (4)	O2A^ix—Cs3—O2B^v	18.15 (14)
O12—Cs1—O12^iii	61.49 (5)	O2B^xiii—Cs3—O2B^v	93.9 (3)
O6^i—Cs1—O12^iii	60.34 (4)	O1^vi—O1—Cs2	111.81 (13)
O13^ii—Cs1—O12^iii	156.59 (4)	O1^vi—O1—Cs1^iv	120.87 (14)
O3^i—Cs1—O12^iii	121.36 (4)	Cs2—O1—Cs1^iv	85.19 (4)
O2A—Cs1—O12^iii	128.25 (5)	O1^vi—O1—Cs3^iii	110.14 (12)
O2B—Cs1—O12^iii	132.07 (16)	Cs2—O1—Cs3^iii	78.71 (5)
O5—Cs1—O12^iii	44.72 (4)	Cs1^iv—O1—Cs3^iii	128.90 (6)
O1^i—Cs1—O12^iii	63.62 (4)	O1^vi—O1—H1	99 (2)
O6^iii—Cs1—O12^iii	45.39 (4)	Cs2—O1—H1	146 (2)
O13^i—Cs1—O12^iii	109.54 (4)	Cs1^iv—O1—H1	93 (2)
O4^ii—Cs1—O12^iii	110.01 (4)	Cs3^iii—O1—H1	76 (2)
O3^viii—Cs2—O3	136.38 (7)	O2A^vii—O2A—Cs2	113.34 (16)
O3^viii—Cs2—O5^viii	64.50 (5)	O2A^vii—O2A—Cs1	120.88 (17)
O3—Cs2—O5^viii	157.43 (5)	Cs2—O2A—Cs1	85.07 (5)
O3^viii—Cs2—O5	157.43 (5)	O2A^vii—O2A—Cs3^v	111.11 (15)
O3—Cs2—O5	64.50 (5)	Cs2—O2A—Cs3^v	79.41 (6)
O5^viii—Cs2—O5	96.87 (7)	Cs1—O2A—Cs3^v	127.71 (7)
O3^viii—Cs2—O2B^vii	67.83 (15)	O2A^vii—O2A—H2A	99 (3)
O3—Cs2—O2B^vii	86.41 (17)	Cs2—O2A—H2A	142 (3)
O5^viii—Cs2—O2B^vii	113.67 (17)	Cs1—O2A—H2A	96 (3)
O5—Cs2—O2B^vii	112.60 (15)	Cs3^v—O2A—H2A	70 (3)
O3^viii—Cs2—O2B^iv	86.41 (17)	O2B^vii—O2B—Cs2^i	113.2 (7)
O3—Cs2—O2B^iv	67.83 (15)	O2B^vii—O2B—Cs1	119.9 (7)
O5^viii—Cs2—O2B^iv	112.60 (15)	Cs2^i—O2B—Cs1	86.2 (2)
O5—Cs2—O2B^iv	113.67 (17)	O2B^vii—O2B—Cs3^ii	111.0 (6)
O2B^vii—Cs2—O2B^iv	107.4 (4)	Cs2^i—O2B—Cs3^ii	79.4 (2)
O3^viii—Cs2—O2A^viii	67.31 (5)	Cs1—O2B—Cs3^ii	128.7 (2)
O3—Cs2—O2A^viii	86.82 (5)	O2B^vii—O2B—H2B	102.1
O5^viii—Cs2—O2A^viii	97.62 (6)	Cs2^i—O2B—H2B	136.5
O5—Cs2—O2A^viii	130.94 (5)	Cs1—O2B—H2B	97.8
O2B^vii—Cs2—O2A^viii	103.67 (17)	Cs3^ii—O2B—H2B	64.4
O2B^iv—Cs2—O2A^viii	20.01 (16)	O4—O3—Cs2	104.05 (12)
O3^viii—Cs2—O2A	86.82 (5)	O4—O3—Cs1	112.30 (11)
O3—Cs2—O2A	67.31 (5)	Cs2—O3—Cs1	89.26 (5)
O5^viii—Cs2—O2A	130.95 (5)	O4—O3—Cs1^iv	110.44 (11)
O5—Cs2—O2A	97.62 (6)	Cs2—O3—Cs1^iv	88.73 (4)
O2B^vii—Cs2—O2A	20.01 (16)	Cs1—O3—Cs1^iv	136.36 (6)
O2B^iv—Cs2—O2A	103.67 (17)	O4—O3—H3	102 (2)
O2A^viii—Cs2—O2A	107.15 (9)	Cs2—O3—H3	151 (2)
O3^viii—Cs2—O1^viii	93.63 (5)	Cs1—O3—H3	93 (2)
O3—Cs2—O1^viii	112.38 (5)	Cs1^iv—O3—H3	70 (2)
O5^viii—Cs2—O1^viii	67.07 (5)	O3—O4—Cs3^v	129.75 (14)
O5—Cs2—O1^viii	66.21 (5)	O3—O4—Cs1^v	109.15 (12)
O2B^vii—Cs2—O1^viii	73.01 (19)	Cs3^v—O4—Cs1^v	121.11 (6)
O2B^iv—Cs2—O1^viii	179.59 (17)	O3—O4—Cs2	53.34 (10)
O2A^viii—Cs2—O1^viii	159.91 (6)	Cs3^v—O4—Cs2	76.41 (5)
O2A—Cs2—O1^viii	76.73 (6)	Cs1^v—O4—Cs2	162.46 (6)
O3^viii—Cs2—O1	112.38 (5)	O3—O4—H4	98 (2)
O3—Cs2—O1	93.63 (5)	Cs3^v—O4—H4	100 (2)
O5^viii—Cs2—O1	66.21 (5)	Cs1^v—O4—H4	69 (2)
O5—Cs2—O1	67.07 (5)	Cs2—O4—H4	112 (2)
O2B^vii—Cs2—O1	179.59 (17)	O6—O5—Cs2	111.33 (12)
O2B^iv—Cs2—O1	73.01 (19)	O6—O5—Cs3^iii	110.62 (12)
O2A^viii—Cs2—O1	76.73 (6)	Cs2—O5—Cs3^iii	84.24 (5)
O2A—Cs2—O1	159.91 (6)	O6—O5—Cs1	110.12 (12)
O1^viii—Cs2—O1	106.60 (7)	Cs2—O5—Cs1	85.40 (5)
O4^ii—Cs3—O4^ix	116.01 (8)	Cs3^iii—O5—Cs1	139.00 (6)
O4^ii—Cs3—O5^x	165.00 (5)	O6—O5—H5	100 (2)
O4^ix—Cs3—O5^x	75.66 (5)	Cs2—O5—H5	147 (2)
O4^ii—Cs3—O5^iii	75.66 (5)	Cs3^iii—O5—H5	93 (2)
O4^ix—Cs3—O5^iii	165.00 (5)	Cs1—O5—H5	75 (2)
O5^x—Cs3—O5^iii	94.65 (7)	O5—O6—Cs1^iv	123.87 (12)
O4^ii—Cs3—O11^xi	114.28 (5)	O5—O6—Cs1^iii	110.95 (11)
O4^ix—Cs3—O11^xi	64.86 (5)	Cs1^iv—O6—Cs1^iii	124.89 (6)
O5^x—Cs3—O11^xi	60.58 (4)	O5—O6—H6	100 (2)
O5^iii—Cs3—O11^xi	120.57 (4)	Cs1^iv—O6—H6	92 (2)
O4^ii—Cs3—O11	64.86 (5)	Cs1^iii—O6—H6	72 (2)
O4^ix—Cs3—O11	114.28 (5)	O11—C1—O12	120.5 (2)
O5^x—Cs3—O11	120.57 (4)	O11—C1—O13	119.9 (2)
O5^iii—Cs3—O11	60.58 (4)	O12—C1—O13	119.7 (2)
O11^xi—Cs3—O11	178.53 (5)	C1—O11—Cs3	118.89 (14)
O4^ii—Cs3—O11^i	65.33 (5)	C1—O11—Cs3^iv	119.61 (14)
O4^ix—Cs3—O11^i	113.83 (5)	Cs3—O11—Cs3^iv	121.48 (6)
O5^x—Cs3—O11^i	101.94 (5)	C1—O12—Cs1	119.56 (14)
O5^iii—Cs3—O11^i	79.06 (5)	C1—O12—Cs1^iii	121.90 (14)
O11^xi—Cs3—O11^i	58.50 (6)	Cs1—O12—Cs1^iii	118.51 (5)
O11—Cs3—O11^i	121.48 (6)	C1—O13—Cs1^v	127.10 (15)
O4^ii—Cs3—O11^xii	113.83 (5)	C1—O13—Cs1^iv	115.67 (14)
O4^ix—Cs3—O11^xii	65.33 (5)	Cs1^v—O13—Cs1^iv	117.23 (5)
H1—O1—O1^vi—H1^vi	67 (5)	H3—O3—O4—H4	−83 (3)
H2A—O2A—O2A^vii—H2A^vii	58 (6)	H5—O5—O6—H6	−65 (3)
H2B—O2B—O2B^vii—H2B^vii	−47.8

Symmetry codes: (i) x, y+1, z; (ii) −x+1, y+1/2, −z+1/2; (iii) −x+1, −y+1, −z; (iv) x, y−1, z; (v) −x+1, y−1/2, −z+1/2; (vi) −x+3/2, −y−1/2, z; (vii) −x+3/2, −y+3/2, z; (viii) −x+3/2, −y+1/2, z; (ix) x−1/2, −y+1, −z+1/2; (x) x−1/2, y+1/2, −z; (xi) −x+1/2, −y+3/2, z; (xii) −x+1/2, −y+1/2, z; (xiii) x−1/2, −y+2, −z+1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···O11^xiv	0.88 (2)	1.77 (2)	2.642 (2)	167 (3)
O2A—H2A···O11^ii	0.89 (2)	1.74 (2)	2.628 (3)	175 (4)
O2B—H2B···O11^ii	0.90	1.72	2.619 (10)	178
O3—H3···O13	0.87 (2)	1.72 (2)	2.596 (2)	179 (3)
O4—H4···O13^ii	0.89 (2)	1.75 (2)	2.637 (3)	177 (3)
O5—H5···O12^iii	0.88 (2)	1.73 (2)	2.603 (2)	173 (3)
O6—H6···O12	0.87 (2)	1.79 (2)	2.656 (3)	177 (3)

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