Hydrogen bonding in brucinium dihydrogen citrate trihydrate at 130 K

The structure of brucinium dihydrogen citrate trihydrate (systematic name: 2,3-dimeth­oxy-10-oxostrychnidinium dihydrogen citrate trihydrate), C₂₃H₂₇N₂O₄⁺·C₆H₇O₇^-·3H₂O, has been determined at 130 K. The crystallographic asymmetric unit comprises two brucinium cations, two dihydrogen citrate anions and six water mol­ecules of solvation. The two citrate anions, which are conformationally dissimilar, associate through extensive hydrogen-bonding inter­actions with the common undulating brucinium cation layer substructures and the water mol­ecules, forming a three-dimensional framework polymer.

S1. Comment

Citric acid has been commonly employed to form water-soluble salts with organic compounds having little aqueous solubility. This has direct application in the preparation of pharmaceutical products where water solubility and biological compatibility are desirable. Because the ionization constants for the three carboxylic acid groups of citric acid are similar (pK_a1–3 = 3.1, 4.8, 6.4), stoichiometric reaction with strong bases readily results in possible formation of the full range of salts viz. dihydrogencitrates, hydrogencitrates and normal citrates. However the 1:1 interaction with compounds having nitrogen Lewis base functional groups, such as those commonly incorporated in drug molecules, will, depending on the number and base strength of the N-acceptor group, usually give dihydrogencitrate salts. This is the case with the antiestrogenic drug tamoxifen citrate (O'Neil, 2001) and sildenafil citrate monohydrate (Viagra), while with the opiate fentanyl citrate (O'Neil, 2001) (two N-acceptors), the citrate is dianionic. This behaviour has been confirmed in the crystal structure determinations of tamoxifen citrate (Goldberg & Becker, 1987), fenantyl citrate [Peeters et al., 1960; Duchamp et al., 1977 (123 K)] and sildenafil citrate monohydrate (Yathirajan et al., 2005). The Strychnos alkaloids strychnine and brucine have two N-acceptors (pK_a1 = 6.0 and pK_a2 = 11.7), the widely separated values meaning that only with strong acids is the rare dication species formed. Crystallographically characterized examples include strychninium sulfate pentahydrate (Bokhoven et al., 1951) and brucinium binaphtholphosphate dihydrate ethanol solvate (Bao et al., 1996). Although the structures of a large number of the proton-transfer compounds of both alkaloids are known, those with the α-hydroxy acids are rare, although both strychnine and brucine have been used for the resolution of a number of such acids (Wilen, 1972). The known crystal structures comprise two strychnine salts with resolved enantiomorphic tartrates, strychninium hydrogen-(2S,3S)-tartrate trihydrate and bis(strychninium) (2R,3R)- tartrate hexahydrate (Gould et al., 1987) and brucinium L-glycerate 4.5 hydrate (Bialońska et al., 2005). No examples of compounds with achiral α-hydroxy acids have been reported. Therefore, the formation of large well formed crystals from the 1:1 stoichiometric interaction of brucine with citric acid in 80% ethanol–water were of interest, and this compound, brucinium dihydrogencitrate trihydrate (I), C₂₃H₂₇N₂O₄^+. C₅H₇O₇^-. 3H₂O, reported here, represents the first example of its type. Because of the lability of the interstitial water molecules in many hydrated compounds of brucine (Gould et al., 2002; Bialońska et al., 2005; Smith et al., 2005), data collection using a CCD-detector diffractometer operating at low temperature [130 (2) K] was employed.

The structure of (I) shows the presence of two independent brucinium cations (molecules A and B) (Fig. 1), two dihydrogencitrate anions (molecules C and D) and six water molecules of solvation (Fig. 2) in the triclinic (P1) asymmetric unit. Protonation occurs as expected at atom N19 of the brucine cage in each molecule, the invoked Peerdeman (1956) absolute configuration giving the overall Cahn–Ingold–Prelog stereochemistry of the cation molecules (Eliel, 1962) as C7(S), C8(S), C12(S), C13(R), C14(R), C16(S), N19(S). The central carboxylic acid group of citric acid [associated with the first dissociation constant (pK_a1 = 3.1)] is deprotonated in both residues, this being consistent with what is found in the structures of tamoxifen citrate (Goldberg & Becker, 1987), sildenafil citrate (Yathirajan et al., 2005) and the alkali metal dihydrogencitrates, e.g. the Na salt (Glusker et al., 1965). O atoms of the same central carboxylate groups in both the C and D anions act as acceptors in intramolecular hydrogen bonds with the O3 hydroxyl groups, resulting in near-coplanarity of the carboxylate group and the C3—O3 bond vector [O3···O31 = 2.640 (4) (C) and 2.678 (4) Å (D); O3—C3—C31—O31 = 10.6 (4) (C) and −0.5 (5)° (D)]. The structure also features extensive intermolecular hydrogen bonding (Table 1) involving all molecular species.

The brucinium cations in (I) form into the previously described undulating sheet host substructures, which are the reason for the molecular recognition peculiar to brucine (Gould & Walkinshaw, 1984; Gould et al., 1985; Dijksma et al., 1998; Oshikawa et al., 2002; Bialońska & Ciunik, 2004a,b). In (I), these structures extend through the crystal along the b cell direction (Fig. 3), with the dihydrogencitrate anions and the water molecules occupying the interstitial spaces. The protonated N19 centres of cation A give a single hydrogen bonding interaction with an O-atom acceptor of the central carboxylate group of a C-citrate residue [N19A···O31C = 2.645 (4) Å], while cation B forms a three-centred interaction with a D-citrate O-atom [N19B···O31Dⁱ = 2.824 (4) Å] and a water molecule [N19B···O6Wⁱⁱ = 2.873 (5) Å; symmetry codes: (i) 1 + x, y − 1, 1 + z; (ii) 1 + x, y, 1 + z]. However, the molecules within the brucinium host structures do not give either the 2₁2₁ propagation in the orthorhombic (P2₁2₁2₁) examples or the 2₁ propagation in the monoclinic (P2₁) examples which constitute the large majority of structural types in this series. Instead, there is a pseudo-2₁ structural framework, similar to that in the low-temperature brucinium L-glycerate 4.75 hydrate structure (Bialońska et al., 2005). The similarity extends also to space group (P1, Z = 2), its cell parameters (a = 9.31 Å, b = 9.58 Å, c = 16.13 Å, α = 77.21°, β = 87.36°, γ = 81.57°) and the general pseudo-2₁ propagation of the basic undulating brucinium cation substructural framework.

The terminal carboxylic acid residues of C and D also extend the structure in the c cell direction through interactions with brucinium carbonyl O-atom acceptors [O51C—H51C···O25B = 2.685 (4) Å; O51D—H51D···O25A^v = 2.647 (4) Å; symmetry code: (v) x, y, z − 1]. The six water molecules of solvation complete an extensive secondary hydrogen-bonding framework through both water–water and water–anion interactions (Table 1) which associates with the brucinium-cation host structure, resulting in a three-dimensional polymer.

Although both C and D dihydrogen citrate residues adopt similar extended conformations, the two are conformationally dissimilar (Table 2), particularly with respect to the terminal carboxylic acid groups, as indicated by the comparative torsion angles C3—C2—C1—O12 [−5.8 (5)° (C) cf. 15.2 (6)° (D)] and C3—C4—C5—O52 [91.0 (5)° (C) cf. −0.4 (6)° (D)]. The previously mentioned intramolecularly hydrogen-bonded central carboxylate groups show a smaller variation. It is also of interest to note the presence of anti-related protons on the O11C and O11D carboxylic acid O atoms. These provide both strong A···D intra-unit anion associations [O11D···O31C = 2.694 (4) Å] and catemeric A···D inter-unit associations [O11D ···O31C^iv = 2.573 (4) Å; symmetry code: (iv) 1 + x, y, z], which extend down the a cell direction. This overall molecular flexibility is a characteristic feature of citrates, and in the case of (I) not only results in the conformational variation within anions C and D but subsequently contributes largely to the degeneration of the crystal space symmetry to P1. Also contributing to this is probably the presence of the six water molecules of solvatio, which act in a semi-random manner in both a proton-donor/acceptor and a space-filling capacity. These aspects of the structure of (I) also resemble those of the brucinium L-glycerate structure (Bialońska et al., 2005).

S2. Experimental

The title compound (I) was synthesized by heating 1 mmol quantities of brucine tetrahydrate and citric acid in 80% ethanol–water (50 ml) for 10 min under reflux. After concentration to ca 30 ml, partial room temperature evaporation of the hot-filtered solution gave large colourless crystal plates (m.p. 489.9–494.1 K).

S3. Refinement

H atoms potentially involved in hydrogen-bonding interactions were located by difference methods and their positional and isotropic displacement parameters were refined. Other H atoms were included in the refinement at calculated positions (C—H = 0.95–1.00 Å) and treated as riding, with U_iso(H) values of 1.2U_eq(C) or 1.5U_eq(C_methyl). The atom-numbering scheme employed for the brucinium cation cages in (I) (Fig. 1a) follows the original Robinson convention for strychnine (Holmes, 1952). The absolute configuration determined for the parent strychnidinin-10-one molecule (Peerdeman, 1956) was invoked. Please check changes to text.

Computing details

Data collection: SMART (Bruker, 2000); cell refinement: SMART (Bruker, 2000); data reduction: SAINT (Bruker, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997) in WinGX (Farrugia, 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997) in WinGX (Farrugia, 1999); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: PLATON.

Figures

	Fig. 1. The molecular configuration and atom-numbering scheme for the two independent brucinium cations (A and B) in the asymmetric unit in (I). Non-H atoms are shown as 40% probability displacement ellipsoids.
	Fig. 2. The molecular configuration and atom-numbering scheme for the two independent dihydrogencitrate anions (C and D) and the six water molecules in (I). Non-H atoms are shown as 40% probability displacement ellipsoids.
	Fig. 3. A perspective view of the packing of (I) in the unit cell, viewed approximately down the a axial direction. Hydrogen-bonding associations are shown as broken lines; H atoms not involved in hydrogen bonding have been omitted. [Symmetry codes: (ix) x − 1, y, z − 1; (x) x, y, 1 + z; for other codes, see Table 1.]

2,3-dimethoxy-10-oxostrychnidinium dihydrogencitrate trihydrate

Crystal data

C23H27N2O4^2+·C6H7O7^2^−·3H2O	Z = 2
Mr = 640.63	F(000) = 680
Triclinic, P1	Dx = 1.458 Mg m^−3
Hall symbol: P 1	Melting point = 489.9–494.1 K
a = 9.2355 (8) Å	Mo Kα radiation, λ = 0.71073 Å
b = 9.6894 (8) Å	Cell parameters from 2391 reflections
c = 17.1446 (15) Å	θ = 2.3–25.5°
α = 75.775 (2)°	µ = 0.12 mm^−1
β = 80.917 (2)°	T = 130 K
γ = 81.553 (2)°	Block, colourless
V = 1459.1 (2) Å^3	0.45 × 0.40 × 0.30 mm

Data collection

Bruker SMART CCD area-detector diffractometer	4354 reflections with F^2 > 2σ(F^2)
Radiation source: sealed tube	Rint = 0.031
Graphite monochromator	θmax = 25.0°, θmin = 2.2°
ϕ and ω scans	h = −10→9
7737 measured reflections	k = −11→11
5129 independent reflections	l = −17→20

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.075	H atoms treated by a mixture of independent and constrained refinement
S = 0.92	w = 1/[σ^2(Fo^2) + (0.0266P)^2] where P = (Fo^2 + 2Fc^2)/3
5129 reflections	(Δ/σ)max = 0.027
888 parameters	Δρmax = 0.32 e Å^−3
3 restraints	Δρmin = −0.19 e Å^−3

Special details

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

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
O2A	0.9584 (3)	0.4209 (2)	0.66281 (17)	0.0273 (10)
O3A	0.8658 (3)	0.5248 (2)	0.78871 (16)	0.0250 (9)
O24A	0.2218 (3)	1.1199 (3)	0.51304 (16)	0.0266 (10)
O25A	0.4577 (3)	0.9378 (3)	0.74584 (16)	0.0240 (9)
N9A	0.4700 (3)	0.8285 (3)	0.64144 (18)	0.0191 (10)
N19A	0.4633 (3)	0.7157 (3)	0.39567 (19)	0.0245 (11)
C1A	0.7577 (4)	0.5568 (4)	0.5906 (2)	0.0213 (12)
C2A	0.8350 (4)	0.5182 (4)	0.6566 (2)	0.0206 (12)
C3A	0.7875 (4)	0.5768 (4)	0.7245 (2)	0.0220 (12)
C4A	0.6665 (4)	0.6807 (4)	0.7254 (2)	0.0202 (12)
C5A	0.5925 (4)	0.7220 (4)	0.6561 (2)	0.0205 (12)
C6A	0.6344 (4)	0.6593 (4)	0.5909 (2)	0.0193 (12)
C7A	0.5238 (4)	0.7097 (4)	0.5306 (2)	0.0207 (12)
C8A	0.4355 (4)	0.8432 (4)	0.5582 (2)	0.0197 (12)
C10A	0.4251 (4)	0.9373 (4)	0.6794 (2)	0.0206 (12)
C11A	0.3274 (4)	1.0592 (4)	0.6335 (2)	0.0225 (14)
C12A	0.3631 (4)	1.1025 (4)	0.5412 (2)	0.0234 (14)
C13A	0.4752 (4)	0.9908 (4)	0.5099 (2)	0.0214 (12)
C14A	0.5037 (4)	1.0012 (4)	0.4181 (2)	0.0216 (12)
C15A	0.6363 (4)	0.8888 (4)	0.4032 (2)	0.0255 (12)
C16A	0.5874 (4)	0.7408 (4)	0.4402 (2)	0.0231 (14)
C17A	0.4230 (4)	0.5938 (4)	0.5355 (2)	0.0226 (12)
C18A	0.3468 (4)	0.6482 (4)	0.4600 (2)	0.0264 (14)
C20A	0.3997 (4)	0.8509 (4)	0.3404 (2)	0.0293 (14)
C21A	0.3737 (4)	0.9740 (4)	0.3815 (2)	0.0234 (12)
C22A	0.2453 (4)	1.0570 (4)	0.3837 (2)	0.0275 (14)
C23A	0.2214 (4)	1.1760 (4)	0.4275 (2)	0.0270 (16)
C25A	1.0212 (5)	0.3744 (5)	0.5911 (3)	0.0408 (17)
C26A	0.8182 (4)	0.5829 (4)	0.8585 (2)	0.0291 (16)
O2B	1.1856 (3)	−0.3448 (3)	0.70410 (17)	0.0297 (10)
O3B	1.0563 (3)	−0.2334 (3)	0.57864 (17)	0.0265 (9)
O24B	0.5135 (3)	0.3586 (3)	0.84260 (17)	0.0307 (10)
O25B	0.6567 (3)	0.1719 (3)	0.61176 (17)	0.0266 (10)
N9B	0.7861 (3)	0.1370 (3)	0.71849 (19)	0.0206 (11)
N19B	0.9400 (4)	0.0768 (3)	0.9701 (2)	0.0248 (11)
C1B	1.0653 (4)	−0.1591 (4)	0.7739 (2)	0.0216 (12)
C2B	1.0903 (4)	−0.2232 (4)	0.7092 (2)	0.0216 (14)
C3B	1.0186 (4)	−0.1638 (4)	0.6401 (2)	0.0206 (14)
C4B	0.9176 (4)	−0.0418 (4)	0.6372 (2)	0.0202 (12)
C5B	0.8897 (4)	0.0173 (4)	0.7050 (2)	0.0237 (14)
C6B	0.9639 (4)	−0.0377 (4)	0.7724 (2)	0.0197 (12)
C7B	0.9254 (4)	0.0551 (4)	0.8328 (2)	0.0209 (12)
C8B	0.7838 (4)	0.1533 (4)	0.8017 (2)	0.0211 (12)
C10B	0.6687 (4)	0.1908 (4)	0.6786 (2)	0.0224 (12)
C11B	0.5503 (4)	0.2804 (4)	0.7223 (2)	0.0219 (12)
C12B	0.5187 (4)	0.2303 (4)	0.8146 (2)	0.0229 (12)
C13B	0.6363 (4)	0.1109 (4)	0.8477 (2)	0.0187 (12)
C14B	0.6370 (4)	0.0625 (4)	0.9400 (2)	0.0219 (12)
C15B	0.7507 (4)	−0.0706 (4)	0.9546 (2)	0.0213 (12)
C16B	0.9025 (4)	−0.0249 (4)	0.9220 (2)	0.0228 (14)
C17B	1.0498 (4)	0.1468 (4)	0.8311 (2)	0.0257 (14)
C18B	1.0110 (5)	0.1969 (4)	0.9093 (3)	0.0296 (16)
C20B	0.8090 (4)	0.1312 (4)	1.0233 (2)	0.0281 (16)
C21B	0.6761 (4)	0.1742 (4)	0.9782 (2)	0.0240 (14)
C22B	0.5983 (5)	0.3020 (4)	0.9745 (2)	0.0287 (16)
C23B	0.4684 (5)	0.3459 (5)	0.9266 (3)	0.0374 (17)
C25B	1.2472 (5)	−0.4203 (4)	0.7761 (3)	0.0436 (17)
C26B	0.9793 (4)	−0.1777 (4)	0.5088 (2)	0.0287 (14)
O3C	0.7371 (4)	0.2235 (3)	0.26169 (18)	0.0284 (11)
O11C	0.8301 (3)	0.5679 (3)	0.05305 (17)	0.0345 (10)
O12C	0.6366 (3)	0.4629 (3)	0.12198 (17)	0.0302 (10)
O31C	0.5080 (3)	0.3871 (3)	0.31579 (16)	0.0279 (9)
O32C	0.6302 (3)	0.5792 (3)	0.29166 (17)	0.0274 (10)
O51C	0.7242 (3)	0.3342 (3)	0.46259 (19)	0.0368 (11)
O52C	0.8231 (3)	0.1228 (3)	0.43870 (18)	0.0407 (11)
C1C	0.7616 (4)	0.4900 (4)	0.1194 (2)	0.0237 (14)
C2C	0.8508 (4)	0.4376 (4)	0.1904 (2)	0.0224 (12)
C3C	0.7665 (4)	0.3598 (4)	0.2690 (2)	0.0209 (12)
C4C	0.8687 (4)	0.3352 (4)	0.3349 (2)	0.0245 (14)
C5C	0.8040 (4)	0.2518 (5)	0.4165 (3)	0.0284 (16)
C31C	0.6214 (4)	0.4501 (4)	0.2940 (2)	0.0223 (12)
O3D	0.2779 (3)	0.8571 (3)	0.12479 (19)	0.0350 (11)
O11D	0.2416 (3)	0.5201 (3)	0.32306 (16)	0.0297 (10)
O12D	0.0693 (3)	0.6613 (3)	0.25768 (18)	0.0455 (11)
O31D	0.0141 (3)	0.8276 (3)	0.08866 (16)	0.0271 (9)
O32D	0.0889 (3)	0.6074 (3)	0.06809 (18)	0.0356 (11)
O51D	0.4587 (3)	0.7786 (3)	−0.10473 (18)	0.0334 (10)
O52D	0.2532 (3)	0.8990 (3)	−0.05697 (19)	0.0440 (11)
C1D	0.1937 (5)	0.6004 (4)	0.2553 (3)	0.0276 (16)
C2D	0.3017 (5)	0.6070 (4)	0.1797 (2)	0.0323 (17)
C3D	0.2650 (4)	0.7248 (4)	0.1064 (3)	0.0255 (14)
C4D	0.3786 (4)	0.7026 (4)	0.0338 (2)	0.0279 (14)
C5D	0.3535 (5)	0.8043 (4)	−0.0459 (3)	0.0274 (17)
C31D	0.1083 (5)	0.7217 (5)	0.0864 (2)	0.0275 (16)
O1W	0.5257 (4)	0.9778 (3)	0.1346 (2)	0.0406 (11)
O2W	0.7622 (4)	0.8169 (3)	0.2036 (2)	0.0381 (11)
O3W	0.9797 (5)	−0.0069 (4)	0.2626 (3)	0.0553 (14)
O4W	0.4606 (4)	0.2307 (5)	0.1834 (3)	0.0604 (17)
O5W	0.2342 (4)	0.3319 (4)	0.0866 (3)	0.0740 (18)
O6W	0.0861 (4)	0.1063 (3)	0.1002 (2)	0.0543 (14)
H1A	0.78790	0.51430	0.54540	0.0260*
H4A	0.63500	0.72220	0.77090	0.0240*
H8A	0.32750	0.83910	0.55980	0.0240*
H12A	0.40420	1.19680	0.52580	0.0280*
H13A	0.57150	1.00180	0.52600	0.0250*
H14A	0.53180	1.09880	0.39030	0.0260*
H16A	0.67380	0.66780	0.43260	0.0280*
H19A	0.503 (4)	0.650 (4)	0.364 (3)	0.040 (11)*
H22A	0.16860	1.04070	0.35730	0.0330*
H27A	0.32910	1.14470	0.65510	0.0270*
H28A	0.22500	1.03370	0.64610	0.0270*
H29A	0.66770	0.89970	0.34430	0.0310*
H30A	0.72060	0.90210	0.42880	0.0310*
H31A	0.48140	0.49970	0.53520	0.0270*
H32A	0.35040	0.58460	0.58510	0.0270*
H33A	0.31190	0.56830	0.44420	0.0320*
H34A	0.26130	0.71970	0.46900	0.0320*
H35A	0.46890	0.87450	0.29000	0.0350*
H36A	0.30540	0.83450	0.32550	0.0350*
H37A	0.30040	1.23950	0.40670	0.0330*
H38A	0.12570	1.23370	0.41720	0.0330*
H39A	1.03670	0.45800	0.54630	0.0610*
H40A	0.95420	0.31660	0.57760	0.0610*
H41A	1.11600	0.31650	0.60000	0.0610*
H42A	0.71650	0.56330	0.87960	0.0440*
H43A	0.82270	0.68660	0.84360	0.0440*
H44A	0.88270	0.53850	0.90030	0.0440*
H1B	1.11710	−0.19770	0.81950	0.0260*
H4B	0.86930	−0.00020	0.59050	0.0240*
H8B	0.79180	0.25550	0.80100	0.0250*
H12B	0.41970	0.19410	0.82910	0.0280*
H13B	0.61890	0.02460	0.82980	0.0220*
H14B	0.53730	0.03490	0.96580	0.0260*
H16B	0.97600	−0.11230	0.92970	0.0270*
H19B	1.005 (4)	0.036 (4)	1.009 (3)	0.033 (12)*
H22B	0.62470	0.36650	1.00220	0.0350*
H27B	0.45730	0.28560	0.69940	0.0260*
H28B	0.57840	0.37900	0.70980	0.0260*
H29B	0.74580	−0.11490	1.01340	0.0250*
H30B	0.72950	−0.14200	0.92660	0.0250*
H31B	1.14750	0.08880	0.82950	0.0310*
H32B	1.05100	0.22910	0.78360	0.0310*
H33B	0.94160	0.28590	0.90180	0.0360*
H34B	1.10080	0.21580	0.92790	0.0360*
H37B	0.39750	0.27380	0.94600	0.0450*
H38B	0.41750	0.43890	0.93590	0.0450*
H39B	1.16760	−0.45120	0.81920	0.0650*
H40B	1.30330	−0.35710	0.79320	0.0650*
H41B	1.31290	−0.50430	0.76520	0.0650*
H42B	1.00920	−0.08330	0.48060	0.0430*
H43B	0.87270	−0.16870	0.52610	0.0430*
H44B	1.00350	−0.24310	0.47190	0.0430*
H71A	0.78670	0.05540	1.07260	0.0340*
H72A	0.83260	0.21480	1.04050	0.0340*
H3C	0.661 (5)	0.227 (5)	0.254 (3)	0.06 (2)*
H11C	0.913 (3)	0.581 (3)	0.062 (3)	0.065 (10)*
H21C	0.88840	0.52100	0.20100	0.0270*
H22C	0.93730	0.37220	0.17470	0.0270*
H41C	0.96360	0.28250	0.31730	0.0290*
H42C	0.88950	0.42920	0.34080	0.0290*
H51C	0.702 (6)	0.280 (6)	0.513 (4)	0.11 (2)*
H3D	0.200 (7)	0.900 (6)	0.113 (4)	0.081 (12)*
H11D	0.340 (5)	0.482 (4)	0.313 (3)	0.047 (14)*
H21D	0.31130	0.51370	0.16440	0.0380*
H22D	0.39930	0.61900	0.19260	0.0380*
H41D	0.47750	0.71160	0.04610	0.0330*
H42D	0.37950	0.60360	0.02760	0.0330*
H51D	0.438 (6)	0.844 (5)	−0.155 (4)	0.085 (19)*
H11W	0.451 (5)	0.926 (4)	0.133 (3)	0.039 (14)*
H12W	0.597 (5)	0.919 (5)	0.163 (3)	0.059 (17)*
H21W	0.840 (5)	0.814 (5)	0.176 (3)	0.044 (17)*
H22W	0.738 (7)	0.742 (7)	0.236 (4)	0.081 (16)*
H31W	0.982 (5)	−0.100 (6)	0.261 (4)	0.090 (15)*
H32W	0.905 (4)	0.065 (4)	0.262 (2)	0.074 (12)*
H41W	0.481 (4)	0.151 (4)	0.168 (3)	0.072 (10)*
H42W	0.516 (4)	0.304 (4)	0.170 (3)	0.075 (10)*
H51W	0.307 (3)	0.299 (3)	0.1180 (18)	0.064 (10)*
H52W	0.187 (3)	0.421 (3)	0.081 (2)	0.060 (12)*
H61W	0.136 (3)	0.182 (3)	0.0957 (19)	0.070 (13)*
H62W	0.084 (3)	0.070 (3)	0.152 (2)	0.074 (10)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O2A	0.0278 (17)	0.0226 (15)	0.0293 (18)	0.0092 (13)	−0.0056 (13)	−0.0078 (13)
O3A	0.0275 (16)	0.0217 (14)	0.0246 (18)	0.0059 (12)	−0.0082 (13)	−0.0050 (13)
O24A	0.0222 (16)	0.0311 (16)	0.0250 (18)	0.0024 (13)	−0.0066 (12)	−0.0044 (13)
O25A	0.0316 (17)	0.0227 (14)	0.0177 (17)	0.0016 (12)	−0.0049 (12)	−0.0060 (12)
N9A	0.0222 (18)	0.0172 (16)	0.0167 (19)	0.0009 (14)	−0.0052 (14)	−0.0018 (14)
N19A	0.027 (2)	0.0292 (19)	0.019 (2)	0.0015 (15)	−0.0063 (15)	−0.0096 (16)
C1A	0.025 (2)	0.017 (2)	0.020 (2)	−0.0016 (17)	0.0046 (18)	−0.0056 (18)
C2A	0.018 (2)	0.017 (2)	0.024 (2)	−0.0009 (17)	0.0012 (18)	−0.0023 (18)
C3A	0.020 (2)	0.022 (2)	0.022 (2)	−0.0045 (18)	−0.0058 (18)	0.0021 (19)
C4A	0.020 (2)	0.018 (2)	0.021 (2)	−0.0032 (17)	−0.0002 (17)	−0.0021 (18)
C5A	0.019 (2)	0.018 (2)	0.021 (2)	−0.0015 (17)	0.0006 (17)	−0.0001 (18)
C6A	0.023 (2)	0.019 (2)	0.015 (2)	−0.0045 (18)	0.0012 (17)	−0.0031 (18)
C7A	0.018 (2)	0.021 (2)	0.022 (2)	0.0012 (17)	−0.0014 (17)	−0.0058 (18)
C8A	0.013 (2)	0.024 (2)	0.020 (2)	−0.0011 (17)	0.0002 (16)	−0.0031 (18)
C10A	0.017 (2)	0.024 (2)	0.020 (2)	−0.0037 (18)	0.0022 (17)	−0.0058 (19)
C11A	0.019 (2)	0.021 (2)	0.025 (3)	0.0026 (17)	−0.0038 (18)	−0.0030 (18)
C12A	0.023 (2)	0.022 (2)	0.026 (3)	−0.0041 (18)	−0.0078 (18)	−0.0032 (19)
C13A	0.019 (2)	0.025 (2)	0.020 (2)	−0.0040 (17)	−0.0021 (17)	−0.0043 (18)
C14A	0.024 (2)	0.020 (2)	0.017 (2)	−0.0031 (18)	0.0003 (17)	0.0014 (17)
C15A	0.022 (2)	0.034 (2)	0.019 (2)	−0.0030 (19)	−0.0012 (17)	−0.0041 (19)
C16A	0.014 (2)	0.030 (2)	0.027 (3)	0.0029 (17)	−0.0067 (17)	−0.0102 (19)
C17A	0.023 (2)	0.023 (2)	0.023 (2)	−0.0006 (18)	0.0017 (17)	−0.0117 (18)
C18A	0.021 (2)	0.036 (2)	0.023 (3)	−0.0032 (19)	0.0000 (18)	−0.010 (2)
C20A	0.030 (3)	0.036 (2)	0.020 (2)	0.001 (2)	−0.0104 (19)	−0.001 (2)
C21A	0.025 (2)	0.025 (2)	0.018 (2)	−0.0041 (18)	−0.0034 (18)	0.0005 (18)
C22A	0.027 (2)	0.030 (2)	0.024 (3)	−0.002 (2)	−0.0110 (19)	0.001 (2)
C23A	0.028 (3)	0.025 (2)	0.026 (3)	0.0039 (19)	−0.0096 (19)	−0.002 (2)
C25A	0.038 (3)	0.041 (3)	0.033 (3)	0.018 (2)	−0.001 (2)	−0.004 (2)
C26A	0.030 (3)	0.028 (2)	0.027 (3)	0.0021 (19)	−0.010 (2)	−0.001 (2)
O2B	0.0252 (16)	0.0277 (15)	0.0327 (19)	0.0092 (13)	−0.0067 (13)	−0.0054 (14)
O3B	0.0229 (16)	0.0280 (15)	0.0284 (18)	0.0046 (13)	−0.0051 (13)	−0.0091 (14)
O24B	0.0392 (18)	0.0283 (16)	0.0243 (18)	0.0113 (13)	−0.0110 (14)	−0.0097 (14)
O25B	0.0268 (17)	0.0319 (16)	0.0189 (17)	0.0031 (13)	−0.0059 (12)	−0.0035 (13)
N9B	0.0229 (19)	0.0157 (16)	0.022 (2)	0.0018 (14)	−0.0051 (15)	−0.0031 (15)
N19B	0.029 (2)	0.0218 (18)	0.024 (2)	−0.0004 (16)	−0.0109 (17)	−0.0028 (16)
C1B	0.016 (2)	0.025 (2)	0.019 (2)	0.0028 (17)	−0.0054 (17)	0.0031 (18)
C2B	0.017 (2)	0.019 (2)	0.025 (3)	0.0009 (17)	0.0008 (18)	−0.0019 (18)
C3B	0.015 (2)	0.020 (2)	0.025 (3)	−0.0040 (17)	−0.0015 (17)	−0.0013 (19)
C4B	0.018 (2)	0.021 (2)	0.020 (2)	−0.0048 (17)	−0.0047 (17)	0.0011 (18)
C5B	0.020 (2)	0.023 (2)	0.027 (3)	−0.0023 (18)	0.0013 (18)	−0.0066 (19)
C6B	0.020 (2)	0.019 (2)	0.017 (2)	−0.0051 (17)	0.0014 (17)	0.0010 (17)
C7B	0.021 (2)	0.023 (2)	0.018 (2)	0.0001 (17)	−0.0076 (17)	−0.0016 (18)
C8B	0.027 (2)	0.018 (2)	0.017 (2)	0.0018 (18)	−0.0046 (18)	−0.0032 (17)
C10B	0.020 (2)	0.026 (2)	0.018 (2)	−0.0087 (18)	−0.0019 (17)	0.0044 (19)
C11B	0.021 (2)	0.022 (2)	0.023 (2)	−0.0001 (18)	−0.0047 (17)	−0.0058 (18)
C12B	0.022 (2)	0.022 (2)	0.023 (2)	0.0026 (17)	−0.0047 (18)	−0.0037 (18)
C13B	0.020 (2)	0.017 (2)	0.019 (2)	−0.0031 (16)	−0.0035 (17)	−0.0028 (17)
C14B	0.015 (2)	0.024 (2)	0.025 (2)	−0.0014 (17)	−0.0001 (17)	−0.0043 (18)
C15B	0.027 (2)	0.018 (2)	0.017 (2)	−0.0013 (18)	−0.0035 (17)	−0.0005 (17)
C16B	0.026 (2)	0.017 (2)	0.025 (3)	0.0023 (17)	−0.0053 (18)	−0.0054 (18)
C17B	0.022 (2)	0.023 (2)	0.030 (3)	0.0031 (18)	−0.0078 (19)	−0.0024 (19)
C18B	0.030 (3)	0.028 (2)	0.032 (3)	−0.007 (2)	−0.010 (2)	−0.003 (2)
C20B	0.037 (3)	0.028 (2)	0.022 (3)	−0.003 (2)	−0.006 (2)	−0.0096 (19)
C21B	0.031 (3)	0.025 (2)	0.014 (2)	−0.004 (2)	−0.0015 (18)	−0.0009 (18)
C22B	0.037 (3)	0.030 (2)	0.020 (3)	0.000 (2)	−0.0049 (19)	−0.0091 (19)
C23B	0.042 (3)	0.040 (3)	0.029 (3)	0.016 (2)	−0.009 (2)	−0.015 (2)
C25B	0.041 (3)	0.036 (3)	0.045 (3)	0.017 (2)	−0.012 (2)	−0.001 (2)
C26B	0.025 (2)	0.037 (2)	0.024 (3)	0.000 (2)	−0.0059 (18)	−0.007 (2)
O3C	0.0280 (19)	0.0245 (16)	0.034 (2)	−0.0005 (14)	−0.0098 (15)	−0.0068 (13)
O11C	0.0427 (19)	0.0377 (17)	0.0202 (18)	−0.0130 (15)	−0.0061 (14)	0.0049 (14)
O12C	0.0283 (18)	0.0326 (16)	0.0294 (18)	−0.0038 (14)	−0.0096 (13)	−0.0028 (14)
O31C	0.0216 (16)	0.0295 (15)	0.0291 (18)	−0.0049 (13)	−0.0002 (13)	−0.0010 (13)
O32C	0.0297 (17)	0.0206 (15)	0.0309 (18)	−0.0018 (12)	0.0007 (13)	−0.0077 (13)
O51C	0.052 (2)	0.0283 (17)	0.0244 (19)	0.0043 (15)	0.0017 (15)	−0.0044 (15)
O52C	0.052 (2)	0.0284 (18)	0.034 (2)	0.0011 (16)	−0.0016 (15)	0.0017 (15)
C1C	0.025 (2)	0.024 (2)	0.024 (3)	0.0004 (19)	−0.0040 (19)	−0.0103 (19)
C2C	0.021 (2)	0.025 (2)	0.020 (2)	−0.0010 (17)	0.0001 (17)	−0.0054 (18)
C3C	0.023 (2)	0.018 (2)	0.022 (2)	−0.0023 (17)	−0.0022 (17)	−0.0057 (18)
C4C	0.021 (2)	0.028 (2)	0.024 (3)	−0.0020 (18)	−0.0053 (18)	−0.0041 (19)
C5C	0.023 (2)	0.034 (3)	0.031 (3)	−0.003 (2)	−0.011 (2)	−0.008 (2)
C31C	0.026 (2)	0.026 (2)	0.013 (2)	−0.0006 (19)	−0.0048 (17)	−0.0010 (18)
O3D	0.0282 (18)	0.0328 (17)	0.047 (2)	−0.0009 (14)	−0.0122 (15)	−0.0114 (15)
O11D	0.0237 (18)	0.0402 (18)	0.0198 (17)	0.0058 (14)	−0.0043 (13)	−0.0010 (14)
O12D	0.0269 (19)	0.064 (2)	0.032 (2)	0.0132 (16)	−0.0005 (14)	0.0016 (17)
O31D	0.0255 (16)	0.0257 (15)	0.0245 (18)	0.0054 (13)	−0.0067 (13)	0.0019 (13)
O32D	0.0387 (19)	0.0313 (17)	0.039 (2)	−0.0118 (14)	0.0011 (14)	−0.0112 (15)
O51D	0.0351 (19)	0.0360 (17)	0.0191 (18)	0.0061 (14)	0.0003 (14)	0.0041 (15)
O52D	0.0311 (18)	0.0496 (19)	0.033 (2)	0.0134 (16)	−0.0022 (14)	0.0131 (16)
C1D	0.026 (3)	0.027 (2)	0.030 (3)	0.002 (2)	−0.008 (2)	−0.007 (2)
C2D	0.031 (3)	0.039 (3)	0.021 (3)	0.008 (2)	−0.0042 (19)	−0.002 (2)
C3D	0.022 (2)	0.025 (2)	0.025 (3)	0.0036 (18)	−0.0038 (18)	−0.0006 (19)
C4D	0.023 (2)	0.029 (2)	0.026 (3)	−0.0009 (19)	−0.0029 (19)	0.003 (2)
C5D	0.026 (3)	0.034 (3)	0.020 (3)	−0.009 (2)	−0.001 (2)	0.000 (2)
C31D	0.030 (3)	0.035 (3)	0.012 (2)	−0.009 (2)	0.0003 (18)	0.0063 (19)
O1W	0.035 (2)	0.0373 (19)	0.048 (2)	−0.0090 (17)	−0.0103 (17)	−0.0007 (17)
O2W	0.034 (2)	0.0271 (19)	0.045 (2)	−0.0012 (17)	0.0061 (17)	−0.0013 (17)
O3W	0.051 (2)	0.053 (2)	0.065 (3)	−0.0064 (19)	−0.003 (2)	−0.022 (2)
O4W	0.064 (3)	0.062 (3)	0.064 (3)	−0.022 (2)	0.007 (2)	−0.032 (2)
O5W	0.069 (3)	0.052 (2)	0.108 (4)	−0.010 (2)	−0.007 (2)	−0.032 (2)
O6W	0.053 (2)	0.051 (2)	0.065 (3)	0.0046 (18)	−0.0221 (19)	−0.0214 (19)

Geometric parameters (Å, º)

O2A—C2A	1.368 (5)	C12A—H12A	1.0000
O2A—C25A	1.422 (6)	C13A—H13A	1.0000
O3A—C3A	1.364 (4)	C14A—H14A	1.0000
O3A—C26A	1.426 (4)	C15A—H29A	0.9900
O24A—C12A	1.435 (5)	C15A—H30A	0.9900
O24A—C23A	1.434 (4)	C16A—H16A	1.0000
O25A—C10A	1.225 (4)	C17A—H31A	0.9900
O2B—C25B	1.428 (6)	C17A—H32A	0.9900
O2B—C2B	1.376 (5)	C18A—H34A	0.9900
O3B—C3B	1.360 (5)	C18A—H33A	0.9900
O3B—C26B	1.439 (4)	C20A—H36A	0.9900
O24B—C23B	1.415 (6)	C20A—H35A	0.9900
O24B—C12B	1.431 (5)	C22A—H22A	0.9500
O25B—C10B	1.228 (4)	C23A—H37A	0.9900
O3C—C3C	1.425 (5)	C23A—H38A	0.9900
O11C—C1C	1.325 (4)	C25A—H39A	0.9800
O12C—C1C	1.213 (5)	C25A—H41A	0.9800
O31C—C31C	1.250 (5)	C25A—H40A	0.9800
O32C—C31C	1.256 (5)	C26A—H43A	0.9800
O51C—C5C	1.326 (6)	C26A—H44A	0.9800
O52C—C5C	1.209 (6)	C26A—H42A	0.9800
O3C—H3C	0.73 (5)	C1B—C2B	1.373 (5)
O11C—H11C	0.84 (3)	C1B—C6B	1.389 (5)
O51C—H51C	0.90 (6)	C2B—C3B	1.405 (5)
O3D—C3D	1.419 (5)	C3B—C4B	1.390 (5)
O11D—C1D	1.330 (6)	C4B—C5B	1.391 (5)
O12D—C1D	1.212 (5)	C5B—C6B	1.389 (5)
O31D—C31D	1.248 (6)	C6B—C7B	1.502 (5)
O32D—C31D	1.267 (6)	C7B—C16B	1.532 (5)
O51D—C5D	1.329 (6)	C7B—C8B	1.583 (5)
O52D—C5D	1.207 (5)	C7B—C17B	1.545 (5)
O3D—H3D	0.81 (6)	C8B—C13B	1.521 (5)
O11D—H11D	0.94 (5)	C10B—C11B	1.514 (5)
O51D—H51D	0.96 (6)	C11B—C12B	1.531 (5)
O1W—H11W	0.92 (4)	C12B—C13B	1.531 (5)
O1W—H12W	0.92 (5)	C13B—C14B	1.537 (5)
N9A—C10A	1.353 (5)	C14B—C21B	1.506 (5)
N9A—C5A	1.424 (5)	C14B—C15B	1.535 (5)
N9A—C8A	1.480 (4)	C15B—C16B	1.512 (5)
N19A—C18A	1.510 (5)	C17B—C18B	1.510 (6)
N19A—C16A	1.551 (5)	C20B—C21B	1.506 (5)
N19A—C20A	1.516 (5)	C21B—C22B	1.330 (6)
O2W—H21W	0.80 (5)	C22B—C23B	1.511 (6)
O2W—H22W	0.83 (7)	C1B—H1B	0.9500
N19A—H19A	0.93 (4)	C4B—H4B	0.9500
N9B—C10B	1.345 (5)	C8B—H8B	1.0000
N9B—C5B	1.432 (5)	C11B—H28B	0.9900
N9B—C8B	1.470 (5)	C11B—H27B	0.9900
N19B—C18B	1.511 (6)	C12B—H12B	1.0000
N19B—C16B	1.537 (5)	C13B—H13B	1.0000
N19B—C20B	1.508 (5)	C14B—H14B	1.0000
O3W—H31W	0.91 (6)	C15B—H30B	0.9900
O3W—H32W	0.91 (4)	C15B—H29B	0.9900
N19B—H19B	0.94 (4)	C16B—H16B	1.0000
O4W—H42W	0.90 (4)	C17B—H31B	0.9900
O4W—H41W	0.86 (4)	C17B—H32B	0.9900
O5W—H51W	0.90 (3)	C18B—H34B	0.9900
O5W—H52W	0.90 (3)	C18B—H33B	0.9900
O6W—H61W	0.90 (3)	C20B—H72A	0.9900
O6W—H62W	0.87 (3)	C20B—H71A	0.9900
C1A—C2A	1.378 (5)	C22B—H22B	0.9500
C1A—C6A	1.397 (5)	C23B—H38B	0.9900
C2A—C3A	1.400 (5)	C23B—H37B	0.9900
C3A—C4A	1.391 (5)	C25B—H41B	0.9800
C4A—C5A	1.408 (5)	C25B—H39B	0.9800
C5A—C6A	1.377 (5)	C25B—H40B	0.9800
C6A—C7A	1.513 (5)	C26B—H42B	0.9800
C7A—C16A	1.540 (5)	C26B—H43B	0.9800
C7A—C8A	1.559 (5)	C26B—H44B	0.9800
C7A—C17A	1.540 (5)	C1C—C2C	1.519 (5)
C8A—C13A	1.530 (5)	C2C—C3C	1.527 (5)
C10A—C11A	1.511 (5)	C3C—C31C	1.550 (5)
C11A—C12A	1.529 (5)	C3C—C4C	1.537 (5)
C12A—C13A	1.521 (5)	C4C—C5C	1.513 (6)
C13A—C14A	1.535 (5)	C2C—H21C	0.9900
C14A—C21A	1.522 (5)	C2C—H22C	0.9900
C14A—C15A	1.548 (5)	C4C—H42C	0.9900
C15A—C16A	1.522 (5)	C4C—H41C	0.9900
C17A—C18A	1.514 (5)	C1D—C2D	1.500 (6)
C20A—C21A	1.501 (5)	C2D—C3D	1.521 (6)
C21A—C22A	1.332 (5)	C3D—C4D	1.533 (6)
C22A—C23A	1.497 (5)	C3D—C31D	1.545 (6)
C1A—H1A	0.9500	C4D—C5D	1.504 (6)
C4A—H4A	0.9500	C2D—H21D	0.9900
C8A—H8A	1.0000	C2D—H22D	0.9900
C11A—H28A	0.9900	C4D—H42D	0.9900
C11A—H27A	0.9900	C4D—H41D	0.9900
C2A—O2A—C25A	116.3 (3)	N9B—C5B—C4B	128.3 (3)
C3A—O3A—C26A	116.6 (3)	C4B—C5B—C6B	122.2 (4)
C12A—O24A—C23A	115.3 (3)	C1B—C6B—C7B	129.3 (3)
C2B—O2B—C25B	116.7 (3)	C1B—C6B—C5B	119.3 (3)
C3B—O3B—C26B	116.1 (3)	C5B—C6B—C7B	111.3 (3)
C12B—O24B—C23B	115.3 (3)	C6B—C7B—C17B	112.2 (3)
C3C—O3C—H3C	110 (4)	C8B—C7B—C16B	114.2 (3)
C1C—O11C—H11C	110 (3)	C6B—C7B—C8B	101.8 (3)
C5C—O51C—H51C	109 (4)	C8B—C7B—C17B	110.7 (3)
C3D—O3D—H3D	99 (4)	C6B—C7B—C16B	115.6 (3)
C1D—O11D—H11D	111 (3)	C16B—C7B—C17B	102.6 (3)
C5D—O51D—H51D	109 (3)	N9B—C8B—C7B	104.8 (3)
H11W—O1W—H12W	110 (4)	C7B—C8B—C13B	115.8 (3)
C8A—N9A—C10A	119.7 (3)	N9B—C8B—C13B	106.5 (3)
C5A—N9A—C10A	126.9 (3)	O25B—C10B—C11B	121.6 (3)
C5A—N9A—C8A	109.2 (3)	N9B—C10B—C11B	114.5 (3)
C18A—N19A—C20A	111.9 (3)	O25B—C10B—N9B	123.9 (4)
C16A—N19A—C18A	107.0 (3)	C10B—C11B—C12B	117.3 (3)
C16A—N19A—C20A	113.3 (3)	O24B—C12B—C11B	103.5 (3)
H21W—O2W—H22W	119 (6)	C11B—C12B—C13B	111.1 (3)
C16A—N19A—H19A	108 (2)	O24B—C12B—C13B	114.2 (3)
C18A—N19A—H19A	108 (3)	C8B—C13B—C12B	106.5 (3)
C20A—N19A—H19A	108 (3)	C12B—C13B—C14B	118.7 (3)
C5B—N9B—C10B	125.7 (3)	C8B—C13B—C14B	113.6 (3)
C5B—N9B—C8B	109.6 (3)	C13B—C14B—C15B	106.4 (3)
C8B—N9B—C10B	119.8 (3)	C13B—C14B—C21B	114.1 (3)
C18B—N19B—C20B	112.4 (3)	C15B—C14B—C21B	109.5 (3)
C16B—N19B—C18B	107.0 (3)	C14B—C15B—C16B	108.4 (3)
C16B—N19B—C20B	113.5 (3)	N19B—C16B—C7B	105.4 (3)
H31W—O3W—H32W	132 (4)	C7B—C16B—C15B	116.6 (3)
C16B—N19B—H19B	116 (2)	N19B—C16B—C15B	110.0 (3)
C18B—N19B—H19B	108 (3)	C7B—C17B—C18B	103.6 (3)
C20B—N19B—H19B	100 (3)	N19B—C18B—C17B	105.9 (3)
H41W—O4W—H42W	126 (4)	N19B—C20B—C21B	110.5 (3)
H51W—O5W—H52W	123 (3)	C14B—C21B—C22B	123.2 (3)
H61W—O6W—H62W	100 (3)	C14B—C21B—C20B	115.6 (3)
C2A—C1A—C6A	119.2 (3)	C20B—C21B—C22B	121.2 (4)
O2A—C2A—C3A	115.0 (3)	C21B—C22B—C23B	120.7 (4)
C1A—C2A—C3A	120.5 (4)	O24B—C23B—C22B	111.5 (4)
O2A—C2A—C1A	124.5 (3)	C2B—C1B—H1B	120.00
C2A—C3A—C4A	121.1 (3)	C6B—C1B—H1B	120.00
O3A—C3A—C2A	116.0 (3)	C5B—C4B—H4B	121.00
O3A—C3A—C4A	122.9 (3)	C3B—C4B—H4B	121.00
C3A—C4A—C5A	117.3 (3)	C7B—C8B—H8B	110.00
N9A—C5A—C4A	127.8 (3)	N9B—C8B—H8B	110.00
N9A—C5A—C6A	110.5 (3)	C13B—C8B—H8B	110.00
C4A—C5A—C6A	121.7 (4)	C10B—C11B—H28B	108.00
C5A—C6A—C7A	110.2 (3)	C12B—C11B—H27B	108.00
C1A—C6A—C7A	129.5 (3)	C10B—C11B—H27B	108.00
C1A—C6A—C5A	120.1 (3)	H27B—C11B—H28B	107.00
C6A—C7A—C16A	116.4 (3)	C12B—C11B—H28B	108.00
C6A—C7A—C8A	102.4 (3)	O24B—C12B—H12B	109.00
C16A—C7A—C17A	101.8 (3)	C13B—C12B—H12B	109.00
C8A—C7A—C16A	113.6 (3)	C11B—C12B—H12B	109.00
C8A—C7A—C17A	111.5 (3)	C8B—C13B—H13B	106.00
C6A—C7A—C17A	111.4 (3)	C14B—C13B—H13B	106.00
C7A—C8A—C13A	117.3 (3)	C12B—C13B—H13B	106.00
N9A—C8A—C7A	104.7 (3)	C13B—C14B—H14B	109.00
N9A—C8A—C13A	106.4 (3)	C15B—C14B—H14B	109.00
O25A—C10A—N9A	123.7 (3)	C21B—C14B—H14B	109.00
N9A—C10A—C11A	114.2 (3)	C16B—C15B—H29B	110.00
O25A—C10A—C11A	122.0 (3)	C16B—C15B—H30B	110.00
C10A—C11A—C12A	118.1 (3)	H29B—C15B—H30B	108.00
O24A—C12A—C11A	103.7 (3)	C14B—C15B—H30B	110.00
O24A—C12A—C13A	114.5 (3)	C14B—C15B—H29B	110.00
C11A—C12A—C13A	110.8 (3)	C7B—C16B—H16B	108.00
C8A—C13A—C14A	112.7 (3)	C15B—C16B—H16B	108.00
C12A—C13A—C14A	118.3 (3)	N19B—C16B—H16B	108.00
C8A—C13A—C12A	107.5 (3)	C7B—C17B—H31B	111.00
C13A—C14A—C21A	114.7 (3)	C7B—C17B—H32B	111.00
C15A—C14A—C21A	109.0 (3)	C18B—C17B—H32B	111.00
C13A—C14A—C15A	106.9 (3)	H31B—C17B—H32B	109.00
C14A—C15A—C16A	107.9 (3)	C18B—C17B—H31B	111.00
C7A—C16A—C15A	116.9 (3)	C17B—C18B—H34B	111.00
N19A—C16A—C7A	104.8 (3)	C17B—C18B—H33B	111.00
N19A—C16A—C15A	110.1 (3)	H33B—C18B—H34B	109.00
C7A—C17A—C18A	103.6 (3)	N19B—C18B—H33B	111.00
N19A—C18A—C17A	104.8 (3)	N19B—C18B—H34B	111.00
N19A—C20A—C21A	110.8 (3)	N19B—C20B—H72A	110.00
C20A—C21A—C22A	121.7 (3)	N19B—C20B—H71A	110.00
C14A—C21A—C22A	122.1 (3)	C21B—C20B—H72A	110.00
C14A—C21A—C20A	116.2 (3)	H71A—C20B—H72A	108.00
C21A—C22A—C23A	120.4 (3)	C21B—C20B—H71A	110.00
O24A—C23A—C22A	110.6 (3)	C23B—C22B—H22B	120.00
C6A—C1A—H1A	120.00	C21B—C22B—H22B	120.00
C2A—C1A—H1A	120.00	O24B—C23B—H37B	109.00
C5A—C4A—H4A	121.00	C22B—C23B—H38B	109.00
C3A—C4A—H4A	121.00	C22B—C23B—H37B	109.00
C7A—C8A—H8A	109.00	O24B—C23B—H38B	109.00
C13A—C8A—H8A	109.00	H37B—C23B—H38B	108.00
N9A—C8A—H8A	109.00	H39B—C25B—H40B	110.00
H27A—C11A—H28A	107.00	O2B—C25B—H41B	109.00
C12A—C11A—H28A	108.00	H39B—C25B—H41B	110.00
C10A—C11A—H28A	108.00	H40B—C25B—H41B	109.00
C12A—C11A—H27A	108.00	O2B—C25B—H39B	109.00
C10A—C11A—H27A	108.00	O2B—C25B—H40B	109.00
O24A—C12A—H12A	109.00	O3B—C26B—H42B	110.00
C11A—C12A—H12A	109.00	O3B—C26B—H43B	110.00
C13A—C12A—H12A	109.00	H42B—C26B—H43B	109.00
C8A—C13A—H13A	106.00	O3B—C26B—H44B	110.00
C12A—C13A—H13A	106.00	H42B—C26B—H44B	109.00
C14A—C13A—H13A	106.00	H43B—C26B—H44B	109.00
C21A—C14A—H14A	109.00	O11C—C1C—C2C	115.3 (3)
C15A—C14A—H14A	109.00	O12C—C1C—C2C	123.2 (3)
C13A—C14A—H14A	109.00	O11C—C1C—O12C	121.4 (3)
H29A—C15A—H30A	108.00	C1C—C2C—C3C	115.0 (3)
C14A—C15A—H29A	110.00	C4C—C3C—C31C	109.1 (3)
C14A—C15A—H30A	110.00	C2C—C3C—C4C	106.4 (3)
C16A—C15A—H29A	110.00	C2C—C3C—C31C	111.9 (3)
C16A—C15A—H30A	110.00	O3C—C3C—C4C	108.2 (3)
N19A—C16A—H16A	108.00	O3C—C3C—C31C	110.6 (3)
C7A—C16A—H16A	108.00	O3C—C3C—C2C	110.5 (3)
C15A—C16A—H16A	108.00	C3C—C4C—C5C	113.1 (3)
C7A—C17A—H31A	111.00	O51C—C5C—O52C	122.5 (4)
C18A—C17A—H32A	111.00	O51C—C5C—C4C	113.5 (4)
H31A—C17A—H32A	109.00	O52C—C5C—C4C	124.0 (4)
C18A—C17A—H31A	111.00	O31C—C31C—O32C	126.4 (4)
C7A—C17A—H32A	111.00	O31C—C31C—C3C	117.1 (3)
C17A—C18A—H34A	111.00	O32C—C31C—C3C	116.5 (3)
N19A—C18A—H33A	111.00	C1C—C2C—H22C	109.00
N19A—C18A—H34A	111.00	C3C—C2C—H21C	109.00
C17A—C18A—H33A	111.00	H21C—C2C—H22C	107.00
H33A—C18A—H34A	109.00	C3C—C2C—H22C	109.00
C21A—C20A—H36A	110.00	C1C—C2C—H21C	109.00
C21A—C20A—H35A	109.00	C3C—C4C—H41C	109.00
N19A—C20A—H36A	109.00	C5C—C4C—H42C	109.00
N19A—C20A—H35A	109.00	C3C—C4C—H42C	109.00
H35A—C20A—H36A	108.00	H41C—C4C—H42C	108.00
C21A—C22A—H22A	120.00	C5C—C4C—H41C	109.00
C23A—C22A—H22A	120.00	O11D—C1D—O12D	119.7 (4)
O24A—C23A—H37A	110.00	O12D—C1D—C2D	124.6 (4)
H37A—C23A—H38A	108.00	O11D—C1D—C2D	115.7 (4)
C22A—C23A—H38A	109.00	C1D—C2D—C3D	116.5 (4)
O24A—C23A—H38A	110.00	C2D—C3D—C4D	108.1 (3)
C22A—C23A—H37A	110.00	O3D—C3D—C31D	110.9 (3)
O2A—C25A—H39A	109.00	O3D—C3D—C2D	107.1 (4)
O2A—C25A—H40A	109.00	C4D—C3D—C31D	109.5 (3)
H39A—C25A—H40A	109.00	C2D—C3D—C31D	111.6 (3)
O2A—C25A—H41A	109.00	O3D—C3D—C4D	109.6 (3)
H40A—C25A—H41A	109.00	C3D—C4D—C5D	115.6 (3)
H39A—C25A—H41A	109.00	O51D—C5D—C4D	111.2 (4)
O3A—C26A—H42A	109.00	O52D—C5D—C4D	126.0 (4)
H42A—C26A—H43A	110.00	O51D—C5D—O52D	122.8 (4)
H42A—C26A—H44A	109.00	O31D—C31D—O32D	125.9 (4)
O3A—C26A—H44A	109.00	O32D—C31D—C3D	114.6 (4)
H43A—C26A—H44A	110.00	O31D—C31D—C3D	119.6 (4)
O3A—C26A—H43A	109.00	C3D—C2D—H21D	108.00
C2B—C1B—C6B	119.8 (3)	C1D—C2D—H22D	108.00
O2B—C2B—C3B	114.2 (3)	C1D—C2D—H21D	108.00
O2B—C2B—C1B	125.2 (3)	C3D—C2D—H22D	108.00
C1B—C2B—C3B	120.6 (4)	H21D—C2D—H22D	107.00
O3B—C3B—C4B	124.2 (3)	H41D—C4D—H42D	107.00
O3B—C3B—C2B	115.3 (3)	C3D—C4D—H41D	108.00
C2B—C3B—C4B	120.5 (3)	C3D—C4D—H42D	108.00
C3B—C4B—C5B	117.7 (3)	C5D—C4D—H41D	108.00
N9B—C5B—C6B	109.6 (3)	C5D—C4D—H42D	108.00
C25A—O2A—C2A—C1A	9.7 (5)	C15A—C14A—C21A—C20A	−0.3 (4)
C25A—O2A—C2A—C3A	−171.6 (3)	C13A—C14A—C15A—C16A	67.2 (4)
C26A—O3A—C3A—C2A	−179.7 (3)	C13A—C14A—C21A—C22A	61.8 (5)
C26A—O3A—C3A—C4A	−0.3 (5)	C14A—C15A—C16A—C7A	−55.3 (4)
C23A—O24A—C12A—C11A	173.6 (3)	C14A—C15A—C16A—N19A	64.1 (3)
C23A—O24A—C12A—C13A	−65.6 (4)	C7A—C17A—C18A—N19A	37.2 (4)
C12A—O24A—C23A—C22A	90.9 (4)	N19A—C20A—C21A—C22A	−130.3 (3)
C25B—O2B—C2B—C1B	9.1 (5)	N19A—C20A—C21A—C14A	51.5 (4)
C25B—O2B—C2B—C3B	−172.2 (3)	C20A—C21A—C22A—C23A	178.0 (3)
C26B—O3B—C3B—C2B	177.4 (3)	C14A—C21A—C22A—C23A	−3.9 (5)
C26B—O3B—C3B—C4B	−3.0 (5)	C21A—C22A—C23A—O24A	−66.3 (4)
C23B—O24B—C12B—C11B	172.9 (3)	C6B—C1B—C2B—C3B	2.6 (6)
C23B—O24B—C12B—C13B	−66.2 (4)	C6B—C1B—C2B—O2B	−178.8 (3)
C12B—O24B—C23B—C22B	89.3 (4)	C2B—C1B—C6B—C7B	−175.8 (4)
C10A—N9A—C5A—C6A	−160.3 (3)	C2B—C1B—C6B—C5B	−0.3 (5)
C5A—N9A—C8A—C7A	13.5 (4)	O2B—C2B—C3B—O3B	−1.3 (5)
C10A—N9A—C5A—C4A	19.6 (6)	C1B—C2B—C3B—C4B	−2.1 (6)
C8A—N9A—C5A—C6A	−4.0 (4)	O2B—C2B—C3B—C4B	179.1 (3)
C8A—N9A—C10A—C11A	6.4 (5)	C1B—C2B—C3B—O3B	177.6 (3)
C5A—N9A—C8A—C13A	−111.4 (3)	O3B—C3B—C4B—C5B	179.7 (3)
C8A—N9A—C5A—C4A	175.8 (4)	C2B—C3B—C4B—C5B	−0.7 (6)
C10A—N9A—C8A—C13A	46.8 (4)	C3B—C4B—C5B—N9B	−176.5 (4)
C8A—N9A—C10A—O25A	−174.8 (3)	C3B—C4B—C5B—C6B	3.0 (6)
C10A—N9A—C8A—C7A	171.7 (3)	C4B—C5B—C6B—C1B	−2.6 (6)
C5A—N9A—C10A—O25A	−20.8 (6)	C4B—C5B—C6B—C7B	173.7 (3)
C5A—N9A—C10A—C11A	160.4 (3)	N9B—C5B—C6B—C1B	177.0 (3)
C20A—N19A—C18A—C17A	−141.8 (3)	N9B—C5B—C6B—C7B	−6.7 (4)
C18A—N19A—C16A—C15A	−136.1 (3)	C1B—C6B—C7B—C16B	−45.4 (5)
C20A—N19A—C16A—C7A	114.4 (3)	C5B—C6B—C7B—C16B	138.8 (3)
C20A—N19A—C16A—C15A	−12.2 (4)	C5B—C6B—C7B—C17B	−104.0 (4)
C16A—N19A—C20A—C21A	−44.1 (4)	C1B—C6B—C7B—C8B	−169.8 (4)
C18A—N19A—C20A—C21A	77.1 (4)	C5B—C6B—C7B—C8B	14.4 (4)
C16A—N19A—C18A—C17A	−17.0 (4)	C1B—C6B—C7B—C17B	71.8 (5)
C18A—N19A—C16A—C7A	−9.5 (4)	C8B—C7B—C17B—C18B	82.7 (3)
C8B—N9B—C5B—C6B	−5.0 (4)	C6B—C7B—C17B—C18B	−164.3 (3)
C5B—N9B—C10B—C11B	159.8 (3)	C6B—C7B—C16B—C15B	−84.6 (4)
C10B—N9B—C5B—C6B	−160.1 (3)	C8B—C7B—C16B—N19B	−89.1 (4)
C5B—N9B—C8B—C13B	−109.6 (3)	C6B—C7B—C8B—C13B	100.7 (3)
C10B—N9B—C8B—C7B	170.5 (3)	C16B—C7B—C8B—N9B	−141.8 (3)
C10B—N9B—C8B—C13B	47.2 (4)	C16B—C7B—C8B—C13B	−24.7 (5)
C8B—N9B—C5B—C4B	174.6 (4)	C17B—C7B—C8B—N9B	103.0 (3)
C8B—N9B—C10B—C11B	7.0 (5)	C17B—C7B—C8B—C13B	−139.9 (3)
C5B—N9B—C8B—C7B	13.7 (4)	C6B—C7B—C16B—N19B	153.2 (3)
C8B—N9B—C10B—O25B	−173.9 (3)	C17B—C7B—C16B—N19B	30.8 (4)
C10B—N9B—C5B—C4B	19.5 (6)	C6B—C7B—C8B—N9B	−16.4 (4)
C5B—N9B—C10B—O25B	−21.1 (6)	C8B—C7B—C16B—C15B	33.1 (5)
C20B—N19B—C18B—C17B	−139.3 (3)	C16B—C7B—C17B—C18B	−39.6 (4)
C16B—N19B—C20B—C21B	−43.8 (4)	C17B—C7B—C16B—C15B	153.0 (3)
C20B—N19B—C16B—C7B	113.7 (3)	C7B—C8B—C13B—C14B	40.4 (4)
C16B—N19B—C18B—C17B	−14.1 (4)	N9B—C8B—C13B—C12B	−71.0 (4)
C18B—N19B—C20B—C21B	77.9 (4)	C7B—C8B—C13B—C12B	172.9 (3)
C18B—N19B—C16B—C7B	−10.9 (4)	N9B—C8B—C13B—C14B	156.6 (3)
C20B—N19B—C16B—C15B	−12.7 (4)	O25B—C10B—C11B—C12B	142.8 (4)
C18B—N19B—C16B—C15B	−137.3 (3)	N9B—C10B—C11B—C12B	−38.0 (5)
C2A—C1A—C6A—C5A	0.9 (6)	C10B—C11B—C12B—O24B	133.8 (3)
C2A—C1A—C6A—C7A	−173.7 (4)	C10B—C11B—C12B—C13B	10.9 (5)
C6A—C1A—C2A—O2A	−179.0 (3)	C11B—C12B—C13B—C14B	170.8 (3)
C6A—C1A—C2A—C3A	2.4 (6)	O24B—C12B—C13B—C14B	54.2 (4)
O2A—C2A—C3A—C4A	177.8 (3)	O24B—C12B—C13B—C8B	−75.4 (4)
O2A—C2A—C3A—O3A	−2.9 (5)	C11B—C12B—C13B—C8B	41.3 (4)
C1A—C2A—C3A—C4A	−3.5 (6)	C12B—C13B—C14B—C21B	−67.1 (4)
C1A—C2A—C3A—O3A	175.9 (3)	C8B—C13B—C14B—C15B	−61.8 (4)
C2A—C3A—C4A—C5A	1.3 (6)	C12B—C13B—C14B—C15B	172.0 (3)
O3A—C3A—C4A—C5A	−178.1 (3)	C8B—C13B—C14B—C21B	59.1 (4)
C3A—C4A—C5A—N9A	−177.7 (4)	C15B—C14B—C21B—C20B	−2.2 (4)
C3A—C4A—C5A—C6A	2.1 (6)	C13B—C14B—C21B—C20B	−121.3 (3)
C4A—C5A—C6A—C1A	−3.2 (6)	C13B—C14B—C21B—C22B	60.0 (5)
N9A—C5A—C6A—C7A	−7.8 (4)	C13B—C14B—C15B—C16B	67.8 (4)
C4A—C5A—C6A—C7A	172.4 (3)	C21B—C14B—C15B—C16B	−55.9 (3)
N9A—C5A—C6A—C1A	176.7 (3)	C15B—C14B—C21B—C22B	179.1 (3)
C1A—C6A—C7A—C8A	−169.6 (4)	C14B—C15B—C16B—C7B	−55.7 (4)
C1A—C6A—C7A—C16A	−45.0 (6)	C14B—C15B—C16B—N19B	64.1 (3)
C1A—C6A—C7A—C17A	71.1 (5)	C7B—C17B—C18B—N19B	33.3 (4)
C5A—C6A—C7A—C17A	−103.9 (4)	N19B—C20B—C21B—C14B	52.6 (4)
C5A—C6A—C7A—C16A	140.0 (3)	N19B—C20B—C21B—C22B	−128.6 (4)
C5A—C6A—C7A—C8A	15.4 (4)	C14B—C21B—C22B—C23B	−3.5 (6)
C17A—C7A—C8A—C13A	−140.0 (3)	C20B—C21B—C22B—C23B	177.8 (3)
C8A—C7A—C17A—C18A	78.8 (3)	C21B—C22B—C23B—O24B	−65.4 (5)
C16A—C7A—C8A—C13A	−25.7 (4)	O11C—C1C—C2C—C3C	174.6 (3)
C17A—C7A—C8A—N9A	102.4 (3)	O12C—C1C—C2C—C3C	−5.8 (5)
C6A—C7A—C17A—C18A	−167.4 (3)	C1C—C2C—C3C—C31C	−53.3 (4)
C6A—C7A—C16A—N19A	152.9 (3)	C1C—C2C—C3C—C4C	−172.3 (3)
C17A—C7A—C16A—C15A	153.8 (3)	C1C—C2C—C3C—O3C	70.5 (4)
C16A—C7A—C17A—C18A	−42.6 (4)	O3C—C3C—C31C—O31C	10.6 (4)
C16A—C7A—C8A—N9A	−143.3 (3)	O3C—C3C—C31C—O32C	−170.6 (3)
C17A—C7A—C16A—N19A	31.6 (4)	C2C—C3C—C4C—C5C	−177.1 (3)
C6A—C7A—C8A—C13A	100.7 (3)	C31C—C3C—C4C—C5C	62.0 (4)
C6A—C7A—C8A—N9A	−16.9 (3)	C4C—C3C—C31C—O31C	−108.2 (4)
C6A—C7A—C16A—C15A	−84.9 (4)	C2C—C3C—C31C—O31C	134.3 (3)
C8A—C7A—C16A—N19A	−88.4 (4)	C2C—C3C—C31C—O32C	−46.9 (4)
C8A—C7A—C16A—C15A	33.8 (4)	O3C—C3C—C4C—C5C	−58.3 (4)
N9A—C8A—C13A—C14A	157.7 (3)	C4C—C3C—C31C—O32C	70.6 (4)
C7A—C8A—C13A—C14A	41.0 (4)	C3C—C4C—C5C—O52C	91.0 (5)
C7A—C8A—C13A—C12A	173.1 (3)	C3C—C4C—C5C—O51C	−89.6 (4)
N9A—C8A—C13A—C12A	−70.2 (3)	O11D—C1D—C2D—C3D	−165.4 (3)
O25A—C10A—C11A—C12A	142.8 (4)	O12D—C1D—C2D—C3D	15.2 (6)
N9A—C10A—C11A—C12A	−38.4 (5)	C1D—C2D—C3D—C4D	−173.8 (3)
C10A—C11A—C12A—O24A	135.5 (3)	C1D—C2D—C3D—O3D	68.2 (4)
C10A—C11A—C12A—C13A	12.2 (5)	C1D—C2D—C3D—C31D	−53.3 (5)
O24A—C12A—C13A—C8A	−76.7 (4)	O3D—C3D—C31D—O31D	−0.5 (5)
C11A—C12A—C13A—C14A	169.0 (3)	C4D—C3D—C31D—O32D	58.0 (4)
C11A—C12A—C13A—C8A	40.0 (4)	C2D—C3D—C4D—C5D	176.1 (3)
O24A—C12A—C13A—C14A	52.3 (4)	C31D—C3D—C4D—C5D	54.4 (5)
C12A—C13A—C14A—C15A	172.2 (3)	O3D—C3D—C31D—O32D	179.0 (3)
C8A—C13A—C14A—C15A	−61.2 (4)	C2D—C3D—C31D—O31D	118.8 (4)
C12A—C13A—C14A—C21A	−66.8 (4)	C2D—C3D—C31D—O32D	−61.7 (4)
C8A—C13A—C14A—C21A	59.7 (4)	C4D—C3D—C31D—O31D	−121.5 (4)
C13A—C14A—C21A—C20A	−120.0 (3)	O3D—C3D—C4D—C5D	−67.4 (4)
C21A—C14A—C15A—C16A	−57.2 (3)	C3D—C4D—C5D—O51D	178.8 (3)
C15A—C14A—C21A—C22A	−178.4 (3)	C3D—C4D—C5D—O52D	−0.4 (6)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N19A—H19A···O32C	0.93 (4)	1.76 (4)	2.645 (4)	156 (4)
N19B—H19B···O31D^i	0.94 (4)	2.14 (4)	2.824 (4)	128 (3)
N19B—H19B···O6W^ii	0.94 (4)	2.12 (4)	2.873 (5)	135 (3)
O3C—H3C···O4W	0.73 (5)	2.36 (5)	3.051 (5)	159 (5)
O3C—H3C···O31C	0.73 (5)	2.28 (5)	2.640 (4)	111 (4)
O3D—H3D···O6W^iii	0.81 (6)	2.10 (6)	2.761 (4)	140 (6)
O3D—H3D···O31D	0.81 (6)	2.08 (7)	2.678 (4)	131 (5)
O11C—H11C···O32D^iv	0.84 (3)	1.70 (3)	2.537 (4)	173 (5)
O11D—H11D···O31C	0.94 (5)	1.69 (5)	2.604 (4)	167 (4)
O51C—H51C···O25B	0.90 (6)	1.78 (7)	2.685 (4)	179 (8)
O51D—H51D···O25A^v	0.96 (6)	1.72 (6)	2.647 (4)	162 (5)
O1W—H11W···O3D	0.92 (4)	1.86 (5)	2.764 (5)	169 (4)
O1W—H12W···O2W	0.92 (5)	1.83 (5)	2.740 (5)	170 (4)
O2W—H21W···O31D^iv	0.80 (5)	2.01 (5)	2.798 (4)	169 (5)
O2W—H22W···O32C	0.83 (7)	1.95 (7)	2.758 (4)	162 (7)
O3W—H31W···O12D^vi	0.91 (6)	2.35 (6)	3.218 (5)	161 (4)
O3W—H32W···O3C	0.91 (4)	2.02 (4)	2.920 (5)	179 (5)
O4W—H41W···O1W^vii	0.86 (4)	1.87 (4)	2.735 (6)	180 (6)
O4W—H42W···O12C	0.90 (4)	1.97 (4)	2.861 (5)	171 (5)
O5W—H51W···O4W	0.90 (3)	1.89 (3)	2.790 (6)	180 (4)
O5W—H52W···O32D	0.90 (3)	1.88 (3)	2.774 (5)	179 (4)
O6W—H61W···O5W	0.90 (3)	1.79 (3)	2.689 (5)	180 (4)
O6W—H62W···O3W^viii	0.87 (3)	2.01 (3)	2.806 (6)	153 (3)
C4A—H4A···O25A	0.95	2.45	2.975 (5)	115
C4A—H4A···O51D^ix	0.95	2.59	3.482 (5)	156
C4B—H4B···O25B	0.95	2.42	2.951 (5)	115
C13B—H13B···O25A^vii	1.00	2.58	3.427 (5)	143
C22B—H22B···O12C^ix	0.95	2.48	3.366 (5)	155
C15A—H30A···O52C^iii	0.99	2.51	3.263 (5)	132
C17B—H31B···O52D^i	0.99	2.54	3.244 (5)	128
C17A—H32A···O2B^x	0.99	2.52	3.461 (5)	159
C17B—H32B···O2A	0.99	2.58	3.526 (4)	159
C18A—H33A···O11D	0.99	2.44	3.241 (5)	138
C18A—H34A···O3B^x	0.99	2.52	3.342 (5)	140
C25B—H41B···O24B^vi	0.98	2.48	3.174 (5)	128
C26B—H42B···O52C	0.98	2.48	3.098 (5)	121

Symmetry codes: (i) x+1, y−1, z+1; (ii) x+1, y, z+1; (iii) x, y+1, z; (iv) x+1, y, z; (v) x, y, z−1; (vi) x+1, y−1, z; (vii) x, y−1, z; (viii) x−1, y, z; (ix) x, y, z+1; (x) x−1, y+1, z.