Aquachlorobis[4,4,5,5-tetramethyl-2-(2-pyridyl)-4,5-dihydro-1H-imidazol-1-oxyl 3-oxide-κ²O¹,N²]nickel(II) nitrate methanol disolvate monohydrate

The title complex, [NiCl(C₁₂H₁₆N₃O₂)₂(H₂O)]NO₃·2CH₄O·H₂O, was obtained from a methano­lic solution of Ni(NO₃)₂·6H₂O, 2-pyridyl nitro­nyl nitro­xide (2-NITpy) and (NEt₄)₂[CoCl₄]. The equatorial coordination sites of the octahedral Ni^II centre are occupied by two chelating radical ligands, with the axial positions occupied by the Cl⁻ and water ligands. The H₂O—Ni—Cl axis of the complex lies along a crystallographic twofold axis, so that only half the cation is present in the asymmetric unit. The Ni—Cl bond length [2.3614 (17) Å] is significantly shorter than distances typical of octahedral Ni^II centres [2.441 (5) Å]. However, with only one nitrate anion per formula unit, the oxidation state of the metal must be assigned as Ni^II. The 2-NITpy ligands bend away from the equatorial plane, forming a hydro­phobic region around the Cl atoms. Conversely, the ligated water mol­ecule forms moderately strong hydrogen bonds with the disordered methanol solvent mol­ecules, which in turn form interactions with the water of crystallization and the disordered nitrate anion. These interactions combine to give hydro­philic regions throughout the crystal structure.

S1. Comment

The family of stable nitronyl nitroxide radicals was first investigated by Ullman and co-workers in the late 1960 s as spin-labelling compounds (Boocock et al., 1968; Boocock & Ullman, 1968; Osiecki & Ullman, 1968; Ullman & Boocock, 1969; Ullman et al., 1972). Subsequently, a wide range of aliphatic and aromatic molecules which incorporate nitronyl nitroxide moieties has been developed. This ready functionalization has led to the synthesis of several multidentate pyridine-based ligands which may form stable complexes with most first-row transition metals (Benelli et al., 1992; Caneschi et al., 1990; Huang & Wei, 1997; Ulrich et al., 1994).

Of particular relevance here is 2-pyridyl nitronyl nitroxide, denoted 2-NITpy, which has been coordinated to Mn^II and Ni^II centres, giving [M(2-NITpy)₃]²⁺ and [MCl₂(2-NITpy)₂] complexes, in which there is substantial magnetic coupling between the metal and nitroxide radicals (Fegy et al., 1998; Luneau et al., 1993). Our research focuses on the development of three-dimensional coordination lattices containing paramagnetic metals coordinated to nitronyl nitroxide ligands. While investigating a series of nickel coordination polymers containing 2-NITpy ligands, the complex [ClNi(OH₂)(2-NITpy)₂]NO₃·2MeOH·H₂O, (I), was crystallized. \sch

The Ni centre of (I) has octahedral geometry, with the axial sites taken by the Cl^- and water ligands, and the remaining four sites occupied by the chelating radicals, 2-NITpy (Fig. 1). The O3—Ni1—Cl1 axis of (I) lies along a crystallographic twofold axis, hence only half the cation is present in the asymmetric unit (Fig. 1). The N atoms of the pyridyl donors are mutually trans and consequently so are the O donor atoms of 2-NITpy.

The Ni—Cl bond length [2.3614 (17) Å] is significantly shorter than distances consistent with octahedral Ni^II centres [typically 2.441 (5) Å; Orpen et al., 1989]. However, with only one nitrate anion per formula unit, the oxidation state of the metal must be assigned as Ni^II. The Ni—OH₂ bond length of 2.066 (2) Å is consistent with other octahedral complexes, irrespective of the metal oxidation state (Orpen et al., 1989). There is good agreement between the Ni1—O1 [2.032 (1) Å] and Ni1—N1 [2.084 (2) Å] bond lengths and those observed in other Ni 2-NITpy structures (Table 2). In addition, the internal coordinates of the 2-NITpy ligand are comparable with those of previously determined radicals. The O—Ni—N angle of 86.1 (6)° indicates a relatively small bite angle for the bidentate ligand.

While the four atoms of the radical ligand coordinated to the Ni all lie in the equatorial plane, the rest of the ligands are bent away from the same plane (Fig. 2a). This is quantified by three angles: (a) the 25.2 (2)° twist of the pyridyl ring [the mean plane is defined by N1/C1—C5] with respect to the equatorial plane [defined by Ni1/N1/O1], (b) the 45.5 (2)° twist of the tetramethylimidazolyl ring [defined by O1/N2/C6/N3/O2] and (c) the 30.1 (2)° angle made between the pyridyl and tetramethylimidazolyl rings. As a result of this deformation, the two ligands form a `bowl' around the Cl, with the tetramethylimidazolyl rings giving an apparently hydrophobic region to the molecule, which is distorted away from the coordinated H₂O molecule.

The coordinated water molecule forms moderate hydrogen bonds (Jeffrey, 1997) with both positions of the disordered methanol molecule (O3—H3A···O4 and O3—H3A···O5; Table 3). The second orientation of the methanol molecule also forms C—H···O contacts with the disordered nitrate anions (C14—H14A···O7A and C14—H14A···O7E; Table 3). Please check these are the correct atom labels - originals were C5—H5A, but there is no H atom on C5. Please also check Table 3 carefully. The combination of these interactions combines to give hydrophilic channels throughout the crystal structure (Fig. 3).

The crystal structure of (I) comprises a body-centred arrangement of Ni complexes, separated by the hydrophilic regions of nitrate anions and methanol molecules described above. Consequently, the hydrophobic sides of neighbouring molecules also face each other. There are no significant intermolecular interactions between the tetramethyimidazolyl rings and/or the Cl^- ligands (Fig. 4). There is no residual solvent-accessible volume in the lattice, with the volume occupied by the methanol molecules being 565.2 ų per formula unit, or 16.5% of the unit-cell volume.

Table 2. Ni—O and Ni—N bond lengths (Å) in Ni 2-NITpy structures.

S2. Experimental

The radical ligand 2-NITpy (Fegy et al., 1998) and [NEt₄]₂[CoCl₄] (Gill & Taylor, 1967) were prepared according to published methods. Ni(NO₃)₂·6H₂O was purchased from Aldrich and used as received. A deep-purple solution of 2-NITpy (7 mg, 0.084 mmol) in MeOH (5 ml) was added to a green solution of Ni(NO₃)₂·6H₂O (12 mg, 0.042 mmol) in MeOH (5 ml), giving no immediate change in appearance. A pale-blue solution of [NEt₄]₂[CoCl₄] (20 mg, 0.042 mmol) in MeOH (5 ml) was then added, and the mixture left to stand for a period of six weeks, during which time a small crop of dark-red crystals suitable for X-ray analysis were formed.

S3. Refinement

The H atoms of the cation were located in difference maps, and constrained to idealized geometries. The nitrate anion and methanol solvent molecules were both disordered. The O atoms of the nitrate anion were modelled as each occupying two positions [O7A, O7B and O7C, and O7D, O7E and O7F] in the asymmetric unit, sharing atom N4, which sits on a crystallographic twofold axis. The relative occupancy of the two positions was assigned as 0.25:0.25 after refinement. All of these atom sites were refined as isotropic, with the N—O bond lengths restrained to 1.23 (1) Å and the molecules constrained to lie in the same plane. The methanol molecule was also modelled as occupying two positions [C13 and O4, and C14 and O5], each of occupancy 0.5. Likewise, these atoms were refined isotropically, with the OH H atoms located in the difference map and the methyl H atoms assigned idealized geometries. The O atom of the water of crystallization was also refined isotropically, with H atoms located in the difference map and constrained to idealized geometries.

Computing details

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

Figures

	Fig. 1. Displacement ellipsoid plot of the cation of (I) with atoms represented at the 50% probability level. H atoms have been omitted for clarity.
	Fig. 2. Two views of (I), illustrating (a) the distortion of the chelating 2-NITpy ligands, and (b) the hydrogen bonds formed between the water ligand and the methanol solvent molecules.
	Fig. 3. The crystal structure of (I) contains hydrophilic regions in which methanol molecules form moderate hydrogen bonds with bound and lattice water molecules and also disordered nitrate anions.
	Fig. 4. The face-centred array of cations in (I). Please clarify - body-centred given in Comment.

Aquachlorobis[4,4,5,5-tetramethyl-2-(2-pyridyl)-4,5-dihydro-1H-imidazol-1-oxyl 3-oxide-κ²O¹,N²]nickel(II) nitrate methanol disolvate monohydrate

Crystal data

[Ni(C12H16N3O2)2Cl(H2O)]NO3·2CH4O·H2O	F(000) = 1528
Mr = 724.82	Dx = 1.408 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C2yc	Cell parameters from 436 reflections
a = 16.892 (5) Å	θ = 1.6–27.4°
b = 20.624 (6) Å	µ = 0.71 mm^−1
c = 10.854 (3) Å	T = 150 K
β = 115.267 (5)°	Cube, dark red
V = 3419.6 (17) Å^3	0.17 × 0.16 × 0.16 mm
Z = 4

Data collection

Bruker SMART APEX CCD area-detector diffractometer	3014 independent reflections
Radiation source: fine-focus sealed tube	2467 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.050
ω scans	θmax = 25.0°, θmin = 1.7°
Absorption correction: empirical (using intensity measurements) (SAINT; Bruker, 2001)	h = −20→17
Tmin = 0.889, Tmax = 0.895	k = 0→24
21522 measured reflections	l = 0→12

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)] = 0.066	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.198	H atoms treated by a mixture of independent and constrained refinement
S = 1.07	w = 1/[σ^2(Fo^2) + (0.1259P)^2 + 7.0626P] where P = (Fo^2 + 2Fc^2)/3
3014 reflections	(Δ/σ)max = 0.070
230 parameters	Δρmax = 1.92 e Å^−3
19 restraints	Δρmin = −0.48 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.

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	Occ. (<1)
Ni1	0.5000	0.17793 (3)	0.7500	0.0298 (3)
Cl1	0.5000	0.06343 (7)	0.7500	0.0335 (4)
N1	0.6184 (3)	0.17861 (16)	0.9239 (4)	0.0329 (9)
N2	0.6361 (2)	0.14542 (17)	0.6754 (3)	0.0317 (8)
N3	0.7444 (3)	0.0812 (2)	0.7945 (4)	0.0402 (9)
O1	0.5734 (2)	0.18721 (14)	0.6437 (3)	0.0352 (7)
O2	0.8059 (2)	0.05321 (19)	0.8956 (4)	0.0535 (10)
O3	0.5000	0.2781 (2)	0.7500	0.0566 (14)
H3A	0.486 (5)	0.301 (3)	0.807 (6)	0.085*
C1	0.6199 (3)	0.2037 (2)	1.0388 (5)	0.0399 (11)
H1	0.5666	0.2190	1.0378	0.048*
C2	0.6950 (4)	0.2083 (3)	1.1582 (5)	0.0454 (12)
H2	0.6927	0.2256	1.2376	0.054*
C3	0.7735 (4)	0.1876 (3)	1.1620 (5)	0.0493 (13)
H3	0.8263	0.1918	1.2427	0.059*
C4	0.7735 (3)	0.1608 (3)	1.0452 (5)	0.0419 (11)
H4	0.8263	0.1453	1.0444	0.050*
C5	0.6942 (3)	0.1568 (2)	0.9282 (4)	0.0349 (10)
C6	0.6916 (3)	0.1287 (2)	0.8018 (5)	0.0332 (10)
C7	0.6556 (3)	0.1133 (2)	0.5676 (5)	0.0369 (11)
C8	0.7153 (3)	0.0568 (2)	0.6513 (5)	0.0420 (11)
C9	0.5702 (3)	0.0933 (3)	0.4502 (5)	0.0486 (13)
H9A	0.5357	0.0672	0.4850	0.073*
H9B	0.5828	0.0678	0.3845	0.073*
H9C	0.5370	0.1322	0.4052	0.073*
C10	0.7030 (4)	0.1646 (3)	0.5217 (5)	0.0486 (13)
H10A	0.6656	0.2030	0.4885	0.073*
H10B	0.7158	0.1469	0.4484	0.073*
H10C	0.7579	0.1768	0.5988	0.073*
C11	0.6665 (4)	−0.0069 (3)	0.6435 (6)	0.0530 (14)
H11A	0.7054	−0.0371	0.7123	0.079*
H11B	0.6480	−0.0260	0.5527	0.079*
H11C	0.6150	0.0018	0.6604	0.079*
C12	0.7958 (4)	0.0447 (3)	0.6252 (6)	0.0574 (15)
H12A	0.8303	0.0846	0.6420	0.086*
H12B	0.7774	0.0311	0.5304	0.086*
H12C	0.8316	0.0105	0.6863	0.086*
C13	0.4778 (8)	0.4133 (6)	0.9496 (12)	0.054 (3)*	0.50
H13A	0.4792	0.4239	1.0386	0.081*	0.50
H13B	0.4210	0.4259	0.8774	0.081*	0.50
H13C	0.5245	0.4369	0.9380	0.081*	0.50
O4	0.4899 (8)	0.3479 (5)	0.9425 (10)	0.071 (3)*	0.50
H4A	0.5431	0.3404	0.9639	0.107*	0.50
C14	0.4301 (10)	0.3988 (7)	0.9525 (14)	0.067 (3)*	0.50
H14A	0.4730	0.4152	1.0405	0.100*	0.50
H14B	0.3720	0.3976	0.9524	0.100*	0.50
H14C	0.4286	0.4273	0.8794	0.100*	0.50
O5	0.4529 (5)	0.3383 (4)	0.9322 (8)	0.0427 (18)*	0.50
H5A	0.4717	0.3176	1.0059	0.064*	0.50
O6	0.4930 (10)	0.4417 (7)	0.8313 (15)	0.113 (4)*	0.50
H6A	0.454 (9)	0.431 (11)	0.736 (12)	0.169*	0.50
H6B	0.488 (14)	0.492 (5)	0.84 (2)	0.169*	0.50
N4	0.5000	0.2864 (3)	0.2500	0.0630 (18)*
O7A	0.4709 (11)	0.2609 (8)	0.1369 (12)	0.055 (4)*	0.25
O7B	0.4419 (10)	0.3006 (9)	0.2937 (18)	0.062 (4)*	0.25
O7C	0.5750 (7)	0.2986 (11)	0.3186 (19)	0.171 (18)*	0.25
O7F	0.5580 (9)	0.2904 (8)	0.3742 (10)	0.049 (4)*	0.25
O7E	0.5238 (14)	0.2657 (13)	0.1669 (15)	0.136 (11)*	0.25
O7D	0.4264 (7)	0.3037 (10)	0.226 (2)	0.096 (8)*	0.25

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni1	0.0368 (5)	0.0254 (5)	0.0257 (5)	0.000	0.0120 (3)	0.000
Cl1	0.0375 (8)	0.0250 (7)	0.0358 (8)	0.000	0.0135 (7)	0.000
N1	0.042 (2)	0.0276 (18)	0.0294 (19)	−0.0077 (16)	0.0154 (17)	−0.0032 (14)
N2	0.035 (2)	0.0300 (19)	0.0293 (19)	−0.0029 (16)	0.0129 (16)	−0.0006 (15)
N3	0.037 (2)	0.044 (2)	0.037 (2)	0.0016 (18)	0.0135 (18)	0.0032 (18)
O1	0.0423 (18)	0.0308 (16)	0.0330 (17)	0.0044 (14)	0.0167 (14)	0.0037 (13)
O2	0.044 (2)	0.067 (2)	0.044 (2)	0.0186 (18)	0.0129 (17)	0.0147 (18)
O3	0.094 (4)	0.026 (2)	0.073 (4)	0.000	0.058 (3)	0.000
C1	0.050 (3)	0.037 (2)	0.034 (2)	−0.011 (2)	0.020 (2)	−0.005 (2)
C2	0.057 (3)	0.047 (3)	0.030 (2)	−0.018 (2)	0.016 (2)	−0.006 (2)
C3	0.050 (3)	0.056 (3)	0.032 (3)	−0.021 (3)	0.008 (2)	0.001 (2)
C4	0.040 (3)	0.049 (3)	0.033 (3)	−0.010 (2)	0.012 (2)	0.004 (2)
C5	0.038 (2)	0.034 (2)	0.031 (2)	−0.011 (2)	0.013 (2)	0.0014 (18)
C6	0.033 (2)	0.034 (2)	0.032 (2)	−0.0023 (18)	0.0132 (19)	0.0037 (18)
C7	0.043 (3)	0.038 (2)	0.031 (2)	−0.002 (2)	0.017 (2)	−0.0076 (19)
C8	0.044 (3)	0.042 (3)	0.041 (3)	0.005 (2)	0.019 (2)	−0.002 (2)
C9	0.050 (3)	0.050 (3)	0.037 (3)	0.002 (2)	0.011 (2)	−0.012 (2)
C10	0.058 (3)	0.053 (3)	0.042 (3)	0.000 (3)	0.028 (3)	0.004 (2)
C11	0.059 (3)	0.039 (3)	0.060 (3)	0.005 (2)	0.024 (3)	0.001 (2)
C12	0.053 (3)	0.066 (4)	0.056 (3)	0.017 (3)	0.025 (3)	0.003 (3)

Geometric parameters (Å, º)

Ni1—O1^i	2.032 (3)	C9—H9B	0.9800
Ni1—O1	2.032 (3)	C9—H9C	0.9800
Ni1—O3	2.067 (5)	C10—H10A	0.9800
Ni1—N1	2.083 (4)	C10—H10B	0.9800
Ni1—N1^i	2.083 (4)	C10—H10C	0.9800
Ni1—Cl1	2.3614 (17)	C11—H11A	0.9800
N1—C5	1.338 (6)	C11—H11B	0.9800
N1—C1	1.341 (6)	C11—H11C	0.9800
N2—O1	1.292 (5)	C12—H12A	0.9800
N2—C6	1.335 (6)	C12—H12B	0.9800
N2—C7	1.498 (6)	C12—H12C	0.9800
N3—O2	1.282 (5)	C13—O4	1.373 (16)
N3—C6	1.349 (6)	C13—H13A	0.9802
N3—C8	1.503 (6)	C13—H13B	0.9802
O3—H3A	0.89 (7)	C13—H13C	0.9802
C1—C2	1.376 (7)	O4—H4A	0.8400
C1—H1	0.9500	C14—O5	1.351 (15)
C2—C3	1.376 (8)	C14—H14A	0.9821
C2—H2	0.9500	C14—H14B	0.9821
C3—C4	1.383 (8)	C14—H14C	0.9822
C3—H3	0.9500	O5—H5A	0.8400
C4—C5	1.401 (7)	O6—H6A	0.98 (7)
C4—H4	0.9500	O6—H6B	1.05 (9)
C5—C6	1.473 (6)	N4—O7C	1.190 (10)
C7—C9	1.519 (7)	N4—O7E	1.211 (10)
C7—C10	1.533 (7)	N4—O7D	1.212 (10)
C7—C8	1.555 (7)	N4—O7A	1.230 (9)
C8—C12	1.524 (7)	N4—O7F	1.287 (9)
C8—C11	1.534 (7)	N4—O7B	1.292 (9)
C9—H9A	0.9800
O1^i—Ni1—O1	169.19 (17)	C12—C8—C11	110.5 (4)
O1—Ni1—O3	84.59 (8)	N3—C8—C7	101.3 (4)
O1^i—Ni1—N1	93.88 (14)	C12—C8—C7	115.0 (4)
O1—Ni1—N1	86.05 (14)	C11—C8—C7	114.2 (4)
O3—Ni1—N1	89.61 (9)	C7—C9—H9A	109.5
O1—Ni1—Cl1	95.41 (8)	C7—C9—H9B	109.5
N1—Ni1—Cl1	90.39 (9)	H9A—C9—H9B	109.5
C5—N1—C1	117.3 (4)	C7—C9—H9C	109.5
C5—N1—Ni1	124.3 (3)	H9A—C9—H9C	109.5
C1—N1—Ni1	118.4 (3)	H9B—C9—H9C	109.5
O1—N2—C6	125.6 (4)	C7—C10—H10A	109.4
O1—N2—C7	121.0 (3)	C7—C10—H10B	109.5
C6—N2—C7	113.3 (4)	H10A—C10—H10B	109.5
O2—N3—C6	126.3 (4)	C7—C10—H10C	109.5
O2—N3—C8	121.4 (4)	H10A—C10—H10C	109.5
C6—N3—C8	111.8 (4)	H10B—C10—H10C	109.5
N2—O1—Ni1	114.5 (2)	C8—C11—H11A	109.5
Ni1—O3—H3A	122 (5)	C8—C11—H11B	109.5
N1—C1—C2	123.1 (5)	H11A—C11—H11B	109.5
N1—C1—H1	118.4	C8—C11—H11C	109.5
C2—C1—H1	118.4	H11A—C11—H11C	109.5
C3—C2—C1	119.7 (5)	H11B—C11—H11C	109.5
C3—C2—H2	120.1	C8—C12—H12A	109.4
C1—C2—H2	120.1	C8—C12—H12B	109.5
C2—C3—C4	118.3 (5)	H12A—C12—H12B	109.5
C2—C3—H3	120.9	C8—C12—H12C	109.5
C4—C3—H3	120.9	H12A—C12—H12C	109.5
C3—C4—C5	118.7 (5)	H12B—C12—H12C	109.5
C3—C4—H4	120.7	C13—O4—H4A	109.6
C5—C4—H4	120.7	O5—C14—H14A	109.5
N1—C5—C4	122.8 (4)	O5—C14—H14B	109.7
N1—C5—C6	116.9 (4)	H14A—C14—H14B	109.2
C4—C5—C6	120.3 (4)	O5—C14—H14C	109.9
N2—C6—N3	108.6 (4)	H14A—C14—H14C	109.3
N2—C6—C5	125.8 (4)	H14B—C14—H14C	109.2
N3—C6—C5	125.6 (4)	C14—O5—H5A	109.7
N2—C7—C9	109.2 (4)	H6A—O6—H6B	107 (10)
N2—C7—C10	105.6 (4)	O7E—N4—O7D	125.7 (9)
C9—C7—C10	110.8 (4)	O7C—N4—O7A	125.5 (8)
N2—C7—C8	100.3 (4)	O7E—N4—O7F	117.1 (8)
C9—C7—C8	115.7 (4)	O7D—N4—O7F	117.2 (8)
C10—C7—C8	114.1 (4)	O7C—N4—O7B	119.7 (8)
N3—C8—C12	108.9 (4)	O7A—N4—O7B	114.9 (7)
N3—C8—C11	106.0 (4)

Symmetry code: (i) −x+1, y, −z+3/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3A···O4	0.89 (7)	1.73 (1)	2.603 (3)	164 (2)
O3—H3A···O5	0.89 (7)	1.84 (1)	2.726 (3)	173 (2)
O5—H5A···O7A^ii	0.84	1.85	2.646 (4)	159
O5—H5A···O7E^ii	0.84	1.91	2.749 (4)	173

Symmetry code: (ii) x, y, z+1.