Triaqua-(cyclo-hex-4-ene-1,2-dicarboxyl-ato-κO(1))(1,10-phenanthroline-κ(2)N,N')cobalt(II).

In the title compound, [Co(C(8)H(8)O(4))(C(12)H(8)N(2))(H(2)O)(3)], the Co(II) atom is coordinated by two N atoms from a bidentate 1,10-phenanthroline ligand, one O atom from a monodentate 4-cyclo-hexene-1,2-dicarboxyl-ate ligand and three water O atoms in a distorted octa-hedral geometry. The mononuclear mol-ecules are engaged in extensive intra- and inter-molecular O-H⋯O hydrogen-bonding inter-actions and π-π stacking inter-actions [centroid-centroid distance = 3.784 (3) Å], forming a three-dimensional supra-molecular network.

Related literature

For background to compounds with metal-organic framework structures, see: Huang et al. (2010 ▶); Ockwig et al. (2005 ▶); Rao et al. (2004 ▶). For a description of the Cambridge Structural Database (CSD), see: Allen (2002 ▶). For 4-cyclo­hexene-1,2-dicarboxyl­ates, see: Kim et al. (2004 ▶); Lee et al. (2006 ▶). For related structures, see: Baruah et al. (2007 ▶); Hou et al. (2007 ▶); Zhang et al. (2008 ▶).

Experimental

Crystal data

[Co(C8H8O4)(C12H8N2)(H2O)3]

M = 461.33

Monoclinic,

a = 8.1730 (16) Å

b = 20.210 (4) Å

c = 12.068 (2) Å

β = 91.44 (3)°

V = 1992.7 (7) Å3

Z = 4

Mo Kα radiation

μ = 0.91 mm−1

T = 293 K

0.40 × 0.20 × 0.08 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.801, T max = 0.945

15996 measured reflections

3606 independent reflections

2982 reflections with I > 2σ(I)

R int = 0.073

Refinement

R[F 2 > 2σ(F 2)] = 0.061

wR(F 2) = 0.122

S = 0.99

3606 reflections

295 parameters

9 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.28 e Å−3

Δρmin = −0.34 e Å−3

Data collection: SMART (Bruker, 1998 ▶); cell refinement: SAINT (Bruker, 1998 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Click here for additional data file.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S160053681204024X/zq2181sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681204024X/zq2181Isup2.hkl

Click here for additional data file.

Supplementary material file. DOI: 10.1107/S160053681204024X/zq2181Isup3.cdx

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Co(C8H8O4)(C12H8N2)(H2O)3]	F(000) = 956
Mr = 461.33	Dx = 1.538 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2567 reflections
a = 8.1730 (16) Å	θ = 1.5–25.3°
b = 20.210 (4) Å	µ = 0.91 mm−1
c = 12.068 (2) Å	T = 293 K
β = 91.44 (3)°	Block, red
V = 1992.7 (7) Å3	0.40 × 0.20 × 0.08 mm
Z = 4

Bruker SMART CCD area-detector diffractometer	3606 independent reflections
Radiation source: fine-focus sealed tube	2982 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.073
phi and ω scans	θmax = 25.3°, θmin = 3.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −9→9
Tmin = 0.801, Tmax = 0.945	k = −24→24
15996 measured reflections	l = −14→14

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.061	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.122	H atoms treated by a mixture of independent and constrained refinement
S = 0.99	w = 1/[σ2(Fo2) + (0.0338P)2 + 5.P] where P = (Fo2 + 2Fc2)/3
3606 reflections	(Δ/σ)max < 0.001
295 parameters	Δρmax = 0.28 e Å−3
9 restraints	Δρmin = −0.34 e Å−3

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.

	x	y	z	Uiso*/Ueq
Co1	0.23393 (6)	0.53534 (3)	0.19466 (4)	0.02844 (17)
C1	0.3182 (5)	0.67605 (19)	0.1389 (3)	0.0319 (9)
C2	0.4497 (5)	0.71600 (19)	0.0814 (3)	0.0327 (9)
H2A	0.4249	0.7143	0.0016	0.039*
C3	0.4475 (6)	0.7890 (2)	0.1160 (4)	0.0463 (12)
H3A	0.5051	0.8151	0.0620	0.056*
H3B	0.3352	0.8045	0.1169	0.056*
C4	0.5250 (6)	0.7988 (2)	0.2267 (5)	0.0567 (14)
H4A	0.5006	0.8372	0.2655	0.068*
C5	0.6267 (6)	0.7561 (3)	0.2732 (4)	0.0545 (14)
H5C	0.6676	0.7657	0.3440	0.065*
C6	0.6815 (5)	0.6932 (2)	0.2206 (4)	0.0400 (11)
H6C	0.6419	0.6560	0.2632	0.048*
H6D	0.8001	0.6916	0.2228	0.048*
C7	0.6202 (5)	0.68620 (19)	0.1002 (3)	0.0319 (9)
H7C	0.6947	0.7123	0.0553	0.038*
C8	0.6262 (5)	0.61588 (19)	0.0556 (3)	0.0305 (9)
C9	0.3023 (5)	0.5544 (2)	0.4478 (3)	0.0387 (10)
H9A	0.3474	0.5952	0.4298	0.046*
C10	0.3035 (6)	0.5346 (2)	0.5592 (4)	0.0460 (12)
H10A	0.3491	0.5619	0.6138	0.055*
C11	0.2385 (6)	0.4760 (2)	0.5869 (4)	0.0446 (12)
H11A	0.2392	0.4628	0.6608	0.054*
C12	0.1695 (5)	0.4345 (2)	0.5047 (3)	0.0369 (10)
C13	0.0959 (6)	0.3723 (2)	0.5252 (4)	0.0446 (11)
H13A	0.0915	0.3568	0.5976	0.054*
C14	0.0322 (6)	0.3351 (2)	0.4419 (4)	0.0457 (12)
H14A	−0.0140	0.2942	0.4577	0.055*
C15	0.0348 (5)	0.3577 (2)	0.3300 (3)	0.0359 (10)
C16	−0.0345 (5)	0.3215 (2)	0.2400 (4)	0.0426 (11)
H16A	−0.0839	0.2807	0.2518	0.051*
C17	−0.0280 (5)	0.3472 (2)	0.1365 (4)	0.0429 (11)
H17A	−0.0732	0.3242	0.0764	0.051*
C18	0.0467 (5)	0.4080 (2)	0.1210 (3)	0.0357 (10)
H18A	0.0505	0.4246	0.0493	0.043*
C19	0.1057 (5)	0.41830 (19)	0.3069 (3)	0.0295 (9)
C20	0.1743 (5)	0.4581 (2)	0.3947 (3)	0.0306 (9)
N1	0.2392 (4)	0.51715 (16)	0.3679 (3)	0.0312 (8)
N2	0.1127 (4)	0.44351 (16)	0.2022 (3)	0.0295 (8)
O1	0.3622 (3)	0.62360 (13)	0.1889 (2)	0.0315 (6)
O2	0.1735 (3)	0.69566 (14)	0.1286 (3)	0.0439 (8)
O3	0.5410 (3)	0.60345 (14)	−0.0292 (2)	0.0382 (7)
O4	0.7164 (3)	0.57339 (13)	0.1038 (2)	0.0356 (7)
O5	0.4681 (4)	0.48671 (15)	0.1938 (2)	0.0349 (7)
O6	0.2453 (4)	0.53756 (15)	0.0198 (2)	0.0334 (7)
O7	0.0207 (4)	0.59085 (15)	0.1985 (3)	0.0378 (7)
H5A	0.465 (6)	0.4552 (16)	0.147 (3)	0.062 (17)*
H6A	0.258 (5)	0.5009 (13)	−0.015 (4)	0.061 (17)*
H7A	0.054 (5)	0.6283 (14)	0.174 (4)	0.052 (15)*
H5B	0.538 (5)	0.5151 (17)	0.172 (4)	0.059 (17)*
H6B	0.324 (4)	0.5630 (16)	0.000 (4)	0.054 (16)*
H7B	−0.077 (3)	0.584 (2)	0.172 (4)	0.059 (16)*

	U11	U22	U33	U12	U13	U23
Co1	0.0293 (3)	0.0295 (3)	0.0264 (3)	−0.0004 (2)	0.0010 (2)	0.0015 (2)
C1	0.037 (3)	0.025 (2)	0.033 (2)	0.0006 (18)	0.0004 (18)	−0.0067 (18)
C2	0.039 (2)	0.028 (2)	0.031 (2)	0.0023 (18)	0.0014 (18)	0.0018 (18)
C3	0.044 (3)	0.027 (2)	0.069 (3)	0.001 (2)	0.008 (2)	0.004 (2)
C4	0.053 (3)	0.038 (3)	0.080 (4)	0.002 (2)	0.005 (3)	−0.028 (3)
C5	0.055 (3)	0.058 (3)	0.050 (3)	−0.009 (3)	−0.001 (2)	−0.030 (3)
C6	0.039 (3)	0.040 (3)	0.040 (3)	−0.005 (2)	−0.005 (2)	−0.008 (2)
C7	0.031 (2)	0.031 (2)	0.034 (2)	−0.0034 (18)	0.0025 (18)	0.0011 (18)
C8	0.028 (2)	0.030 (2)	0.034 (2)	−0.0042 (18)	0.0074 (18)	−0.0021 (18)
C9	0.045 (3)	0.038 (2)	0.033 (2)	−0.005 (2)	0.000 (2)	−0.0021 (19)
C10	0.059 (3)	0.047 (3)	0.032 (2)	−0.002 (2)	−0.010 (2)	−0.010 (2)
C11	0.057 (3)	0.050 (3)	0.027 (2)	0.002 (2)	−0.003 (2)	0.001 (2)
C12	0.039 (3)	0.042 (3)	0.030 (2)	0.002 (2)	0.0023 (19)	0.0049 (19)
C13	0.054 (3)	0.050 (3)	0.030 (2)	−0.004 (2)	−0.001 (2)	0.011 (2)
C14	0.054 (3)	0.043 (3)	0.040 (3)	−0.009 (2)	0.002 (2)	0.011 (2)
C15	0.035 (2)	0.038 (2)	0.035 (2)	−0.0007 (19)	−0.0006 (19)	0.0013 (19)
C16	0.040 (3)	0.037 (3)	0.051 (3)	−0.011 (2)	−0.001 (2)	0.002 (2)
C17	0.043 (3)	0.049 (3)	0.036 (3)	−0.012 (2)	−0.005 (2)	−0.004 (2)
C18	0.038 (2)	0.043 (3)	0.026 (2)	−0.003 (2)	−0.0022 (18)	−0.0007 (19)
C19	0.027 (2)	0.033 (2)	0.028 (2)	−0.0013 (17)	0.0009 (17)	0.0007 (17)
C20	0.030 (2)	0.035 (2)	0.026 (2)	0.0045 (18)	0.0017 (17)	0.0014 (18)
N1	0.033 (2)	0.0333 (19)	0.0272 (19)	0.0009 (15)	0.0018 (15)	−0.0008 (15)
N2	0.0291 (18)	0.0335 (19)	0.0261 (18)	−0.0026 (15)	0.0024 (14)	−0.0007 (14)
O1	0.0310 (15)	0.0284 (15)	0.0349 (16)	−0.0012 (12)	−0.0008 (12)	0.0018 (12)
O2	0.0292 (17)	0.0342 (17)	0.068 (2)	0.0063 (13)	−0.0034 (15)	0.0008 (15)
O3	0.0409 (17)	0.0386 (17)	0.0349 (17)	0.0004 (13)	−0.0023 (14)	−0.0103 (13)
O4	0.0337 (16)	0.0298 (16)	0.0432 (18)	0.0029 (13)	−0.0031 (13)	−0.0023 (13)
O5	0.0360 (18)	0.0356 (17)	0.0329 (17)	0.0033 (14)	0.0010 (13)	−0.0023 (14)
O6	0.0376 (18)	0.0334 (17)	0.0293 (16)	−0.0010 (14)	0.0023 (12)	−0.0015 (14)
O7	0.0280 (17)	0.0381 (19)	0.0474 (19)	0.0029 (14)	0.0000 (14)	0.0003 (15)

Co1—O1	2.071 (3)	C9—H9A	0.9300
Co1—O7	2.074 (3)	C10—C11	1.345 (6)
Co1—N2	2.107 (3)	C10—H10A	0.9300
Co1—O6	2.115 (3)	C11—C12	1.407 (6)
Co1—N1	2.122 (3)	C11—H11A	0.9300
Co1—O5	2.152 (3)	C12—C20	1.412 (5)
C1—O2	1.250 (5)	C12—C13	1.418 (6)
C1—O1	1.268 (5)	C13—C14	1.348 (6)
C1—C2	1.525 (6)	C13—H13A	0.9300
C2—C7	1.530 (6)	C14—C15	1.427 (6)
C2—C3	1.533 (6)	C14—H14A	0.9300
C2—H2A	0.9800	C15—C19	1.387 (6)
C3—C4	1.477 (7)	C15—C16	1.415 (6)
C3—H3A	0.9700	C16—C17	1.355 (6)
C3—H3B	0.9700	C16—H16A	0.9300
C4—C5	1.315 (7)	C17—C18	1.386 (6)
C4—H4A	0.9300	C17—H17A	0.9300
C5—C6	1.494 (6)	C18—N2	1.319 (5)
C5—H5C	0.9300	C18—H18A	0.9300
C6—C7	1.531 (6)	C19—N2	1.364 (5)
C6—H6C	0.9700	C19—C20	1.433 (5)
C6—H6D	0.9700	C20—N1	1.349 (5)
C7—C8	1.521 (5)	O5—H5A	0.852 (19)
C7—H7C	0.9800	O5—H5B	0.854 (19)
C8—O3	1.250 (5)	O6—H6A	0.860 (19)
C8—O4	1.264 (5)	O6—H6B	0.859 (19)
C9—N1	1.319 (5)	O7—H7A	0.859 (18)
C9—C10	1.403 (6)	O7—H7B	0.858 (19)
O1—Co1—O7	87.78 (12)	N1—C9—H9A	119.0
O1—Co1—N2	177.61 (12)	C10—C9—H9A	119.0
O7—Co1—N2	94.53 (13)	C11—C10—C9	119.8 (4)
O1—Co1—O6	85.03 (11)	C11—C10—H10A	120.1
O7—Co1—O6	93.97 (12)	C9—C10—H10A	120.1
N2—Co1—O6	95.43 (12)	C10—C11—C12	120.3 (4)
O1—Co1—N1	100.63 (12)	C10—C11—H11A	119.9
O7—Co1—N1	93.88 (12)	C12—C11—H11A	119.9
N2—Co1—N1	78.61 (12)	C11—C12—C20	116.2 (4)
O6—Co1—N1	170.49 (12)	C11—C12—C13	124.7 (4)
O1—Co1—O5	86.69 (11)	C20—C12—C13	119.0 (4)
O7—Co1—O5	174.34 (13)	C14—C13—C12	121.4 (4)
N2—Co1—O5	90.99 (12)	C14—C13—H13A	119.3
O6—Co1—O5	86.76 (11)	C12—C13—H13A	119.3
N1—Co1—O5	85.96 (12)	C13—C14—C15	120.9 (4)
O2—C1—O1	124.7 (4)	C13—C14—H14A	119.6
O2—C1—C2	117.6 (4)	C15—C14—H14A	119.6
O1—C1—C2	117.7 (4)	C19—C15—C16	117.6 (4)
C1—C2—C7	112.0 (3)	C19—C15—C14	119.3 (4)
C1—C2—C3	111.9 (3)	C16—C15—C14	123.1 (4)
C7—C2—C3	110.8 (3)	C17—C16—C15	119.0 (4)
C1—C2—H2A	107.3	C17—C16—H16A	120.5
C7—C2—H2A	107.3	C15—C16—H16A	120.5
C3—C2—H2A	107.3	C16—C17—C18	119.4 (4)
C4—C3—C2	111.6 (4)	C16—C17—H17A	120.3
C4—C3—H3A	109.3	C18—C17—H17A	120.3
C2—C3—H3A	109.3	N2—C18—C17	123.8 (4)
C4—C3—H3B	109.3	N2—C18—H18A	118.1
C2—C3—H3B	109.3	C17—C18—H18A	118.1
H3A—C3—H3B	108.0	N2—C19—C15	122.9 (4)
C5—C4—C3	123.3 (4)	N2—C19—C20	116.8 (3)
C5—C4—H4A	118.3	C15—C19—C20	120.3 (4)
C3—C4—H4A	118.3	N1—C20—C12	123.0 (4)
C4—C5—C6	124.8 (5)	N1—C20—C19	117.9 (3)
C4—C5—H5C	117.6	C12—C20—C19	119.1 (4)
C6—C5—H5C	117.6	C9—N1—C20	118.6 (3)
C5—C6—C7	112.8 (4)	C9—N1—Co1	128.3 (3)
C5—C6—H6C	109.0	C20—N1—Co1	113.0 (3)
C7—C6—H6C	109.0	C18—N2—C19	117.3 (3)
C5—C6—H6D	109.0	C18—N2—Co1	129.1 (3)
C7—C6—H6D	109.0	C19—N2—Co1	113.6 (2)
H6C—C6—H6D	107.8	C1—O1—Co1	126.8 (2)
C8—C7—C2	110.7 (3)	Co1—O5—H5A	109 (3)
C8—C7—C6	114.2 (3)	Co1—O5—H5B	107 (3)
C2—C7—C6	112.3 (3)	H5A—O5—H5B	108 (3)
C8—C7—H7C	106.4	Co1—O6—H6A	119 (3)
C2—C7—H7C	106.4	Co1—O6—H6B	110 (3)
C6—C7—H7C	106.4	H6A—O6—H6B	107 (3)
O3—C8—O4	123.2 (4)	Co1—O7—H7A	101 (3)
O3—C8—C7	117.1 (4)	Co1—O7—H7B	133 (3)
O4—C8—C7	119.7 (4)	H7A—O7—H7B	108 (3)
N1—C9—C10	122.1 (4)
O2—C1—C2—C7	−179.6 (3)	N2—C19—C20—N1	0.4 (5)
O1—C1—C2—C7	−3.0 (5)	C15—C19—C20—N1	−178.9 (4)
O2—C1—C2—C3	55.3 (5)	N2—C19—C20—C12	179.7 (3)
O1—C1—C2—C3	−128.1 (4)	C15—C19—C20—C12	0.4 (6)
C1—C2—C3—C4	77.6 (5)	C10—C9—N1—C20	−0.1 (6)
C7—C2—C3—C4	−48.1 (5)	C10—C9—N1—Co1	−177.0 (3)
C2—C3—C4—C5	20.1 (7)	C12—C20—N1—C9	0.5 (6)
C3—C4—C5—C6	1.7 (9)	C19—C20—N1—C9	179.7 (4)
C4—C5—C6—C7	5.8 (7)	C12—C20—N1—Co1	177.9 (3)
C1—C2—C7—C8	59.8 (4)	C19—C20—N1—Co1	−2.9 (4)
C3—C2—C7—C8	−174.5 (3)	O1—Co1—N1—C9	2.4 (4)
C1—C2—C7—C6	−69.1 (4)	O7—Co1—N1—C9	−86.0 (4)
C3—C2—C7—C6	56.6 (5)	N2—Co1—N1—C9	−179.9 (4)
C5—C6—C7—C8	−161.8 (4)	O5—Co1—N1—C9	88.3 (4)
C5—C6—C7—C2	−34.8 (5)	O1—Co1—N1—C20	−174.6 (3)
C2—C7—C8—O3	34.0 (5)	O7—Co1—N1—C20	96.9 (3)
C6—C7—C8—O3	161.9 (4)	N2—Co1—N1—C20	3.1 (3)
C2—C7—C8—O4	−146.7 (4)	O5—Co1—N1—C20	−88.7 (3)
C6—C7—C8—O4	−18.9 (5)	C17—C18—N2—C19	−0.1 (6)
N1—C9—C10—C11	−0.2 (7)	C17—C18—N2—Co1	178.9 (3)
C9—C10—C11—C12	0.1 (7)	C15—C19—N2—C18	0.7 (6)
C10—C11—C12—C20	0.3 (7)	C20—C19—N2—C18	−178.6 (4)
C10—C11—C12—C13	−179.0 (5)	C15—C19—N2—Co1	−178.4 (3)
C11—C12—C13—C14	−180.0 (5)	C20—C19—N2—Co1	2.3 (4)
C20—C12—C13—C14	0.7 (7)	O7—Co1—N2—C18	85.1 (4)
C12—C13—C14—C15	−0.8 (7)	O6—Co1—N2—C18	−9.4 (4)
C13—C14—C15—C19	0.7 (7)	N1—Co1—N2—C18	178.1 (4)
C13—C14—C15—C16	−178.1 (4)	O5—Co1—N2—C18	−96.2 (4)
C19—C15—C16—C17	0.4 (6)	O1—Co1—N2—C19	69 (3)
C14—C15—C16—C17	179.2 (4)	O7—Co1—N2—C19	−95.9 (3)
C15—C16—C17—C18	0.2 (7)	O6—Co1—N2—C19	169.6 (3)
C16—C17—C18—N2	−0.4 (7)	N1—Co1—N2—C19	−2.9 (3)
C16—C15—C19—N2	−0.9 (6)	O5—Co1—N2—C19	82.8 (3)
C14—C15—C19—N2	−179.8 (4)	O2—C1—O1—Co1	34.6 (6)
C16—C15—C19—C20	178.4 (4)	C2—C1—O1—Co1	−141.7 (3)
C14—C15—C19—C20	−0.5 (6)	O7—Co1—O1—C1	−36.1 (3)
C11—C12—C20—N1	−0.6 (6)	O6—Co1—O1—C1	58.1 (3)
C13—C12—C20—N1	178.8 (4)	N1—Co1—O1—C1	−129.6 (3)
C11—C12—C20—C19	−179.8 (4)	O5—Co1—O1—C1	145.1 (3)
C13—C12—C20—C19	−0.4 (6)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5A···O3i	0.85 (3)	1.85 (3)	2.695 (4)	171 (4)
O5—H5B···O4	0.86 (4)	2.06 (4)	2.912 (4)	172 (4)
O6—H6A···O4i	0.86 (3)	1.86 (4)	2.716 (4)	174 (5)
O6—H6B···O3	0.86 (3)	1.99 (3)	2.835 (4)	165 (3)
O7—H7A···O2	0.86 (3)	1.77 (4)	2.610 (4)	165 (4)
O7—H7B···O4ii	0.86 (3)	1.87 (3)	2.734 (4)	175 (4)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5—H5A⋯O3i	0.85 (3)	1.85 (3)	2.695 (4)	171 (4)
O5—H5B⋯O4	0.86 (4)	2.06 (4)	2.912 (4)	172 (4)
O6—H6A⋯O4i	0.86 (3)	1.86 (4)	2.716 (4)	174 (5)
O6—H6B⋯O3	0.86 (3)	1.99 (3)	2.835 (4)	165 (3)
O7—H7A⋯O2	0.86 (3)	1.77 (4)	2.610 (4)	165 (4)
O7—H7B⋯O4ii	0.86 (3)	1.87 (3)	2.734 (4)	175 (4)

Symmetry codes: (i) ; (ii) .