Poly[[aqua­copper(II)]-[mu]-adamantane-1,3-diacetato]

In the title compound, [Cu(C₁₄H₁₈O₄)(H₂O)]_n, each Cu^II atom bonds to four O atoms of four adamantanediacetate (ada) ligands in equatorial positions and an O atom from a water mol­ecule in the apical position. Two adjacent Cu^II atoms form a paddle-wheel unit with four ada ligands. The distance between the two Cu atoms is 2.5977 (3) Å. A crystallographic inversion center is located at the center of the Cu-Cu core. Each Cu₂(ada)₄ paddle-wheel further bonds to four adjacent identical paddle-wheel units, generating a two-dimensional layered structure of Cu(ada)(H₂O) with a 4⁴ topology.

S1. Comment

The need for renewable energy sources to replace fossil fuels (petroleum, coal and natural gas) has increased dramatically in recent years. Due to growing problems, such as the continuous decrease in fuel supply and the constant introduction of harmful air pollutants to the environment, alternative methods for powering automobiles have been sought extensively (Wigley et al., 1996; Sailor et al., 2000). Hydrogen, the most plentiful element in the universe, is a promising candidate of energy carriers. Not only would it be easily accessible, but its reaction with oxygen to create energy results in only water as a byproduct (Turner, 1999). The foremost issue that lies with using hydrogen as a source of power is its low volumetric density, which makes it difficult to store (Pan et al., 2004). To date, none of the existing storage technologies meet the cost and performance targets set by the US Department of Energy.

Recent research has shown that highly porous crystalline metal coordination structures are promising for use as a new type of hydrogen storage material (Chun et al., 2005; Dincǎ & Long, 2005; Kesanli et al., 2004; Kubota et al., 2005; Lee, Pan et al., 2005; Lee, Li & Jagiello, 2005; Lee, Jang & Suh, 2005; Rowsell & Yaghi, 2005). While these substances exhibit similar sorption characteristics to carbon nanotubes, they also demonstrate stronger sorbate–sorbent interactions and their pores are perfectly ordered, allowing for effective access of hydrogen.

A number of approaches have been used to assemble three-dimensional porous structures. One successful strategy is to construct a secondary building unit (Kim et al., 2001) of one- or two-dimensional structural motifs (Pan et al., 2000). Assembly of targeted porous structures using these motifs can be achieved in a more controllable and predictable manner because of their well defined topology and rigid backbone. In addition, the pore characteristics and properties of porous structures depend largely on the metals and ligands that make up these structures. In an effort to design structures that contain pores of suitable dimensions and shape to maximize sorbent–sorbate interactions, we have selectively worked with a number of organic ligands of different geometry, size and bonding nature. In this work, we describe a new Cu^II–ada (ada is adamantanediacetate) structure motif, the title compound, (I), which is highly suitable as a two-dimensional secondary building unit.

Compound (I) has a molecular formula of [Cu(ada)(H₂O)]. The asymmetric unit is shown in Fig. 1. The building block that acts as a node of the resultant two-dimensional net consists of a paddle-wheel-like [Cu₂(ada)₄] unit, with the two Cu atoms sharing four ada ligands through the four bridging carboxyl groups. There are no bonds between the Cu atoms but their interatomic distance [2.5977 (3) Å] is short enough for weak interactions. The Cu atoms are five-coordinated. In addition to the four equatorial bonds to the O atoms from the carboxyl groups, the Cu atom also bonds axially to the O atom of a terminal water molecule. The bond geometries for the ligand and the coordination sphere of Cu are as expected, based upon similar structures in the Cambridge Structural Database (Version?; Allen, 2002). One of the water H atoms points to a carboxylate O atom of the nearest neighboring paddle-wheel unit to form a hydrogen bond, while the second H atom does not. This is likely due to the relatively short Cu—OH₂ bond, which leads to O···H—O angles that are too small for a hydrogen bond, similar to a number of structures reported previously (Fujita et al., 1993; Hamilton et al., 2003; Strinna Erre et al., 1985). Each [Cu₂(ada)₄] paddle-wheel unit interconnects with four adjacent identical units to form a two-dimensional layer of 4⁴ net parallel to (101), as shown in Fig. 2. The layers stack on top of each other to give rise to the overall structure, as illustrated in Fig. 3. Important bond distances and angles are listed in Table 1.

The topology of this two-dimensional [Cu(ada)(H₂O)] structure motif is highly suitable for the formation of three-dimensional porous structures, simply by replacing the water molecules with a proper nitrogen-containing bidentate ligand, such as pyrazine (pz) or 4,4'-bipyridine (bpy). We have successfully built a number of three-dimensional structures via this route (Pan, Liu, Kelly et al., 2003; Pan, Liu, Lei et al., 2003), and are currently applying the same strategy to construct Cu–ada-based porous three-dimensional networks.

The only known metal–organic framework structure that contains a similar adamantane dicarboxylic acid is [Eu₂(adc)₃] (where adc is 1,3-adamantanedicarboxylate) (Millange et al., 2004). It is a three-dimensional network consisting of one-dimensional chains that are made of face-sharing polyhedra of nine-coordinated Eu and interconnected via adc. The ligand, metal coordination, topology and overall structure of [Eu₂(adc)₃] are very different from those of the title compound, [Cu(ada)(H₂O)].

S2. Experimental

The synthesis of [Cu(ada)(H₂O)] was carried out under hydrothermal conditions. A mixture of Cu(NO₃)₂·3H₂O (6.2 mg, 0.0257 mmol), 1–3-adamantanediacetic acid (ada) (6.5 mg, 0.0258 mmol) and distilled water (5 ml) was loaded into a Teflon-lined stainless steel acid digestion bomb and heated at 393 K for 5 d under autogenous pressure. After slow cooling to room temperature, turquoise-blue lath crystals of (I) about 1 mm in length were isolated and collected.

S3. Refinement

Direct phase determination yielded the positions of Cu and most of the non-H atoms. The remaining C and H atoms were located from the subsequent difference Fourier synthesis. All non-H atoms were refined anisotropically. For the two H atoms of the H₂O molecule, their positions were positively detected in a difference map and refined. One of the two water H atoms is not involved in hydrogen bonding. The remaining H atoms were refined isotropically riding on their parent atoms with standard geometry, with C—H = 0.99–1.00 Å. [Added text OK?]

Computing details

Data collection: SMART (Bruker, 2001); cell refinement: SMART; data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2001); software used to prepare material for publication: SHELXTL.

Figures

	Fig. 1. A drawing of the asymmetric unit in the [Cu(ada)(H2O)] structure of (I), showing the atom-labeling scheme. Displacement ellipsoids are drawn at the 50% probability level.
	Fig. 2. A view along the a axis, showing a single layer of [Cu(ada)(H2O)].
	Fig. 3. A view along the b axis, showing the stacking pattern of the two-dimensional layers in [Cu(ada)(H2O)].

Poly[[aquacopper(II)]-µ-adamantane-1,3-diacetato]

Crystal data

[Cu(C14H18O4)(H2O)]	F(000) = 692
Mr = 331.84	Dx = 1.559 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2 y n	Cell parameters from 6206 reflections
a = 11.8324 (8) Å	θ = 2.4–30.6°
b = 7.3549 (5) Å	µ = 1.56 mm^−1
c = 16.6078 (12) Å	T = 100 K
β = 102.070 (1)°	Lath, blue
V = 1413.36 (17) Å^3	0.22 × 0.18 × 0.16 mm
Z = 4

Data collection

Bruker SMART CCD area-detector diffractometer	4318 independent reflections
Radiation source: fine-focus sealed tube	4053 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.016
ϕ and ω scans	θmax = 30.6°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −16→16
Tmin = 0.677, Tmax = 0.779	k = −10→10
16213 measured reflections	l = −23→23

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)] = 0.021	Hydrogen site location: difference Fourier map
wR(F^2) = 0.059	H atoms treated by a mixture of independent and constrained refinement
S = 1.00	w = 1/[σ^2(Fo^2) + (0.033P)^2 + 0.67P] where P = (Fo^2 + 2Fc^2)/3
4318 reflections	(Δ/σ)max = 0.002
207 parameters	Δρmax = 0.50 e Å^−3
0 restraints	Δρmin = −0.22 e Å^−3

Special details

Experimental. Water H atoms located on intermediate difference Fourier map.

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
Cu	0.459959 (10)	−0.154372 (16)	1.019814 (7)	0.01057 (4)
O1	0.33657 (7)	−0.09480 (11)	0.92437 (5)	0.01697 (15)
O2	0.40551 (7)	0.17257 (11)	0.89016 (5)	0.01715 (15)
O3	−0.11925 (7)	0.51909 (11)	0.59353 (5)	0.01563 (15)
O4	−0.05620 (7)	0.25169 (11)	0.55558 (5)	0.01451 (14)
O5	0.36673 (8)	−0.40705 (12)	1.02155 (6)	0.02056 (17)
H1A	0.3962 (18)	−0.511 (3)	1.0305 (13)	0.043 (5)*
H1B	0.3251 (19)	−0.413 (3)	0.9826 (14)	0.045 (6)*
C1	0.33259 (9)	0.04468 (15)	0.87923 (6)	0.01409 (18)
C2	0.23322 (9)	0.05790 (15)	0.80575 (6)	0.01474 (18)
H2A	0.2168	−0.0653	0.7822	0.022 (4)*
H2B	0.2578	0.1341	0.7634	0.021 (4)*
C3	0.12042 (9)	0.13733 (14)	0.82335 (6)	0.01288 (18)
C4	−0.07844 (9)	0.24039 (14)	0.74730 (6)	0.01264 (18)
C5	−0.05248 (10)	0.09158 (17)	0.88720 (7)	0.0195 (2)
H5B	−0.0892	0.0086	0.9220	0.021 (4)*
C6	0.02359 (10)	0.40548 (16)	0.87510 (7)	0.0179 (2)
H6A	0.0372	0.5272	0.9023	0.020 (4)*
C7	0.06346 (10)	0.01044 (16)	0.87694 (7)	0.0173 (2)
H7A	0.0504	−0.1107	0.8506	0.022 (4)*
H7B	0.1152	−0.0048	0.9316	0.021 (4)*
C8	0.13964 (9)	0.32396 (15)	0.86570 (6)	0.01508 (19)
H8A	0.1911	0.3105	0.9206	0.019 (4)*
H8B	0.1776	0.4068	0.8325	0.021 (4)*
C9	0.03816 (9)	0.15960 (13)	0.73899 (6)	0.01209 (18)
H9A	0.0745	0.2401	0.7039	0.013 (3)*
H9B	0.0252	0.0395	0.7117	0.019 (4)*
C10	−0.03292 (10)	0.27862 (19)	0.92850 (7)	0.0222 (2)
H10A	0.0177	0.2664	0.9838	0.025 (4)*
H10B	−0.1077	0.3302	0.9351	0.023 (4)*
C11	−0.13281 (9)	0.11306 (17)	0.80226 (7)	0.0178 (2)
H11A	−0.2079	0.1635	0.8089	0.020 (4)*
H11B	−0.1472	−0.0075	0.7756	0.021 (4)*
C12	−0.05651 (10)	0.42722 (15)	0.78972 (7)	0.01660 (19)
H12A	−0.0203	0.5100	0.7554	0.026 (4)*
H12B	−0.1309	0.4813	0.7958	0.025 (4)*
C13	−0.16241 (9)	0.25212 (14)	0.66237 (6)	0.01326 (18)
H13A	−0.1849	0.1276	0.6426	0.018 (4)*
H13B	−0.2333	0.3170	0.6687	0.014 (3)*
C14	−0.11018 (9)	0.34924 (13)	0.59871 (6)	0.01180 (18)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu	0.01126 (7)	0.00962 (7)	0.01038 (7)	0.00013 (4)	0.00126 (4)	0.00063 (4)
O1	0.0160 (3)	0.0160 (4)	0.0164 (3)	0.0014 (3)	−0.0023 (3)	0.0018 (3)
O2	0.0159 (4)	0.0192 (4)	0.0146 (4)	0.0001 (3)	−0.0006 (3)	0.0033 (3)
O3	0.0179 (4)	0.0129 (3)	0.0172 (4)	0.0015 (3)	0.0063 (3)	0.0011 (3)
O4	0.0169 (3)	0.0132 (3)	0.0146 (3)	0.0000 (3)	0.0058 (3)	0.0003 (3)
O5	0.0207 (4)	0.0127 (4)	0.0269 (4)	−0.0022 (3)	0.0019 (3)	0.0027 (3)
C1	0.0131 (4)	0.0171 (5)	0.0116 (4)	0.0046 (4)	0.0017 (3)	−0.0009 (4)
C2	0.0134 (4)	0.0184 (5)	0.0111 (4)	0.0035 (4)	−0.0002 (3)	−0.0002 (4)
C3	0.0126 (4)	0.0151 (4)	0.0104 (4)	0.0015 (3)	0.0011 (3)	0.0013 (3)
C4	0.0112 (4)	0.0150 (4)	0.0117 (4)	0.0006 (3)	0.0024 (3)	0.0016 (3)
C5	0.0180 (5)	0.0275 (6)	0.0139 (4)	0.0000 (4)	0.0051 (4)	0.0059 (4)
C6	0.0193 (5)	0.0201 (5)	0.0136 (4)	0.0036 (4)	0.0017 (4)	−0.0037 (4)
C7	0.0187 (5)	0.0187 (5)	0.0138 (4)	0.0009 (4)	0.0020 (4)	0.0051 (4)
C8	0.0154 (5)	0.0166 (4)	0.0124 (4)	0.0006 (4)	0.0010 (4)	−0.0014 (4)
C9	0.0120 (4)	0.0135 (4)	0.0103 (4)	0.0009 (3)	0.0012 (3)	0.0011 (3)
C10	0.0204 (5)	0.0341 (6)	0.0131 (5)	0.0051 (5)	0.0057 (4)	−0.0002 (4)
C11	0.0147 (4)	0.0243 (5)	0.0149 (5)	−0.0018 (4)	0.0042 (4)	0.0049 (4)
C12	0.0173 (5)	0.0164 (5)	0.0155 (5)	0.0039 (4)	0.0019 (4)	−0.0017 (4)
C13	0.0110 (4)	0.0158 (4)	0.0129 (4)	−0.0001 (3)	0.0023 (3)	0.0018 (3)
C14	0.0098 (4)	0.0137 (4)	0.0109 (4)	−0.0004 (3)	−0.0001 (3)	0.0007 (3)

Geometric parameters (Å, º)

Cu—O2^i	1.9473 (8)	C4—C13	1.5486 (14)
Cu—O3^ii	1.9614 (8)	C5—C10	1.5330 (19)
Cu—O1	1.9667 (8)	C5—C11	1.5355 (15)
Cu—O4^iii	1.9844 (8)	C5—C7	1.5379 (16)
Cu—O5	2.1644 (9)	C5—H5B	1.0000
Cu—Cu^i	2.5977 (3)	C6—C10	1.5336 (17)
O1—C1	1.2657 (13)	C6—C8	1.5359 (15)
O2—C1	1.2636 (14)	C6—C12	1.5403 (15)
O2—Cu^i	1.9473 (8)	C6—H6A	1.0000
O3—C14	1.2553 (12)	C7—H7A	0.9900
O3—Cu^iv	1.9613 (8)	C7—H7B	0.9900
O4—C14	1.2756 (13)	C8—H8A	0.9900
O4—Cu^v	1.9844 (8)	C8—H8B	0.9900
O5—H1A	0.84 (2)	C9—H9A	0.9900
O5—H1B	0.73 (2)	C9—H9B	0.9900
C1—C2	1.5104 (14)	C10—H10A	0.9900
C2—C3	1.5399 (14)	C10—H10B	0.9900
C2—H2A	0.9900	C11—H11A	0.9900
C2—H2B	0.9900	C11—H11B	0.9900
C3—C8	1.5375 (15)	C12—H12A	0.9900
C3—C9	1.5384 (14)	C12—H12B	0.9900
C3—C7	1.5389 (15)	C13—C14	1.5110 (14)
C4—C9	1.5347 (14)	C13—H13A	0.9900
C4—C11	1.5393 (15)	C13—H13B	0.9900
C4—C12	1.5413 (15)
O2^i—Cu—O3^ii	88.63 (3)	C10—C6—C12	109.68 (9)
O2^i—Cu—O1	169.74 (3)	C8—C6—C12	109.76 (9)
O3^ii—Cu—O1	91.09 (3)	C10—C6—H6A	109.4
O2^i—Cu—O4^iii	88.61 (3)	C8—C6—H6A	109.4
O3^ii—Cu—O4^iii	169.29 (3)	C12—C6—H6A	109.4
O1—Cu—O4^iii	89.79 (3)	C5—C7—C3	109.73 (9)
O2^i—Cu—O5	105.53 (4)	C5—C7—H7A	109.7
O3^ii—Cu—O5	96.66 (3)	C3—C7—H7A	109.7
O1—Cu—O5	84.69 (4)	C5—C7—H7B	109.7
O4^iii—Cu—O5	94.06 (3)	C3—C7—H7B	109.7
O2^i—Cu—Cu^i	88.38 (3)	H7A—C7—H7B	108.2
O3^ii—Cu—Cu^i	87.82 (2)	C6—C8—C3	110.20 (9)
O1—Cu—Cu^i	81.36 (3)	C6—C8—H8A	109.6
O4^iii—Cu—Cu^i	81.76 (2)	C3—C8—H8A	109.6
O5—Cu—Cu^i	165.43 (3)	C6—C8—H8B	109.6
C1—O1—Cu	125.97 (7)	C3—C8—H8B	109.6
C1—O2—Cu^i	118.89 (7)	H8A—C8—H8B	108.1
C14—O3—Cu^iv	120.16 (7)	C4—C9—C3	111.65 (8)
C14—O4—Cu^v	125.40 (7)	C4—C9—H9A	109.3
Cu—O5—H1A	126.0 (14)	C3—C9—H9A	109.3
Cu—O5—H1B	107.1 (18)	C4—C9—H9B	109.3
H1A—O5—H1B	106 (2)	C3—C9—H9B	109.3
O2—C1—O1	125.35 (10)	H9A—C9—H9B	108.0
O2—C1—C2	117.45 (9)	C5—C10—C6	109.30 (9)
O1—C1—C2	117.20 (10)	C5—C10—H10A	109.8
C1—C2—C3	115.48 (8)	C6—C10—H10A	109.8
C1—C2—H2A	108.4	C5—C10—H10B	109.8
C3—C2—H2A	108.4	C6—C10—H10B	109.8
C1—C2—H2B	108.4	H10A—C10—H10B	108.3
C3—C2—H2B	108.4	C5—C11—C4	110.62 (9)
H2A—C2—H2B	107.5	C5—C11—H11A	109.5
C8—C3—C9	109.05 (8)	C4—C11—H11A	109.5
C8—C3—C7	108.52 (9)	C5—C11—H11B	109.5
C9—C3—C7	108.73 (8)	C4—C11—H11B	109.5
C8—C3—C2	111.99 (9)	H11A—C11—H11B	108.1
C9—C3—C2	106.02 (8)	C6—C12—C4	109.92 (9)
C7—C3—C2	112.43 (9)	C6—C12—H12A	109.7
C9—C4—C11	108.23 (8)	C4—C12—H12A	109.7
C9—C4—C12	108.52 (8)	C6—C12—H12B	109.7
C11—C4—C12	108.82 (9)	C4—C12—H12B	109.7
C9—C4—C13	110.94 (8)	H12A—C12—H12B	108.2
C11—C4—C13	107.81 (8)	C14—C13—C4	112.66 (8)
C12—C4—C13	112.42 (8)	C14—C13—H13A	109.1
C10—C5—C11	108.98 (10)	C4—C13—H13A	109.1
C10—C5—C7	110.07 (10)	C14—C13—H13B	109.1
C11—C5—C7	109.46 (9)	C4—C13—H13B	109.1
C10—C5—H5B	109.4	H13A—C13—H13B	107.8
C11—C5—H5B	109.4	O3—C14—O4	124.54 (10)
C7—C5—H5B	109.4	O3—C14—C13	118.48 (9)
C10—C6—C8	109.17 (9)	O4—C14—C13	116.95 (9)
O2^i—Cu—O1—C1	0.5 (2)	C8—C3—C9—C4	−58.62 (11)
O3^ii—Cu—O1—C1	88.86 (9)	C7—C3—C9—C4	59.54 (11)
O4^iii—Cu—O1—C1	−80.46 (9)	C2—C3—C9—C4	−179.37 (8)
O5—Cu—O1—C1	−174.55 (9)	C11—C5—C10—C6	−60.43 (12)
Cu^i—Cu—O1—C1	1.24 (8)	C7—C5—C10—C6	59.62 (12)
Cu^i—O2—C1—O1	2.88 (15)	C8—C6—C10—C5	−59.70 (12)
Cu^i—O2—C1—C2	−176.33 (7)	C12—C6—C10—C5	60.60 (12)
Cu—O1—C1—O2	−2.91 (16)	C10—C5—C11—C4	60.34 (12)
Cu—O1—C1—C2	176.31 (7)	C7—C5—C11—C4	−60.08 (12)
O2—C1—C2—C3	−96.09 (12)	C9—C4—C11—C5	58.62 (12)
O1—C1—C2—C3	84.63 (12)	C12—C4—C11—C5	−59.13 (12)
C1—C2—C3—C8	54.26 (12)	C13—C4—C11—C5	178.69 (9)
C1—C2—C3—C9	173.09 (9)	C10—C6—C12—C4	−59.83 (11)
C1—C2—C3—C7	−68.24 (12)	C8—C6—C12—C4	60.10 (12)
C10—C5—C7—C3	−59.80 (11)	C9—C4—C12—C6	−59.14 (11)
C11—C5—C7—C3	59.95 (12)	C11—C4—C12—C6	58.43 (11)
C8—C3—C7—C5	59.40 (11)	C13—C4—C12—C6	177.78 (8)
C9—C3—C7—C5	−59.09 (11)	C9—C4—C13—C14	−52.52 (11)
C2—C3—C7—C5	−176.17 (9)	C11—C4—C13—C14	−170.86 (9)
C10—C6—C8—C3	60.79 (11)	C12—C4—C13—C14	69.20 (11)
C12—C6—C8—C3	−59.45 (12)	Cu^iv—O3—C14—O4	−3.63 (14)
C9—C3—C8—C6	57.96 (11)	Cu^iv—O3—C14—C13	173.90 (7)
C7—C3—C8—C6	−60.32 (11)	Cu^v—O4—C14—O3	7.31 (15)
C2—C3—C8—C6	174.99 (8)	Cu^v—O4—C14—C13	−170.26 (6)
C11—C4—C9—C3	−58.84 (11)	C4—C13—C14—O3	−87.42 (11)
C12—C4—C9—C3	59.11 (11)	C4—C13—C14—O4	90.30 (11)
C13—C4—C9—C3	−176.92 (8)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H1A···O4^vi	0.84 (2)	1.88 (2)	2.7131 (12)	172 (2)

Symmetry code: (vi) x+1/2, −y−1/2, z+1/2.