Tetra-aqua-{1-[(1H-1,2,3-benzotriazol-1-yl)meth-yl]-1H-1,2,4-triazole}sulfato-zinc(II) dihydrate.

In the title complex, [Zn(SO(4))(C(9)H(8)N(6))(H(2)O)(4)]·2H(2)O, the Zn(II) ion is six-coordinated by one N atom from a 1-[(1H-1,2,3-benzotriazol-1-yl)meth-yl]-1H-1,2,4-triazole ligand and five O atoms from one monodentate sulfate anion and four water mol-ecules in a distorted octa-hedral geometry. The sulfate tetra-hedron is rotationally disordered over two positions in a 0.618 (19):0.382 (19) ratio. In the crystal, adjacent mol-ecules are linked through O-H⋯O and O-H⋯N hydrogen bonds involving the cation, the anion, and the coordinated and uncoordinated water mol-ecules into a three-dimensional network.

Related literature

For background to complexes based on symmetrical N-hetero­cyclic ligands, see: Fan & Hanson (2005 ▶); Zhao et al. (2007 ▶). For background to complexes with ZnII, see: Lin et al. (2008 ▶); Liu et al. (2010 ▶).

Experimental

Crystal data

[Zn(SO4)(C9H8N6)(H2O)4]·2H2O

M = 469.74

Triclinic,

a = 7.5439 (15) Å

b = 7.9573 (16) Å

c = 16.151 (3) Å

α = 99.60 (3)°

β = 92.16 (3)°

γ = 112.24 (3)°

V = 879.4 (3) Å3

Z = 2

Mo Kα radiation

μ = 1.58 mm−1

T = 293 K

0.24 × 0.23 × 0.21 mm

Data collection

Rigaku Saturn CCD diffractometer

Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2006 ▶) T min = 0.703, T max = 0.733

7688 measured reflections

3442 independent reflections

3130 reflections with I > 2σ(I)

R int = 0.018

Refinement

R[F 2 > 2σ(F 2)] = 0.028

wR(F 2) = 0.070

S = 1.04

3442 reflections

272 parameters

H-atom parameters constrained

Δρmax = 0.29 e Å−3

Δρmin = −0.27 e Å−3

Data collection: CrystalClear (Rigaku/MSC, 2006 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXL97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S160053681004331X/wm2415sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053681004331X/wm2415Isup2.hkl

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

[Zn(SO4)(C9H8N6)(H2O)4]·2H2O	Z = 2
Mr = 469.74	F(000) = 484
Triclinic, P1	Dx = 1.774 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.5439 (15) Å	Cell parameters from 2915 reflections
b = 7.9573 (16) Å	θ = 2.6–27.9°
c = 16.151 (3) Å	µ = 1.58 mm−1
α = 99.60 (3)°	T = 293 K
β = 92.16 (3)°	Prism, colourless
γ = 112.24 (3)°	0.24 × 0.23 × 0.21 mm
V = 879.4 (3) Å3

Rigaku Saturn CCD diffractometer	3442 independent reflections
Radiation source: fine-focus sealed tube	3130 reflections with I > 2σ(I)
graphite	Rint = 0.018
Detector resolution: 28.5714 pixels mm-1	θmax = 26.0°, θmin = 2.6°
ω scans	h = −9→9
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2006)	k = −9→8
Tmin = 0.703, Tmax = 0.733	l = −19→19
7688 measured reflections

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)] = 0.028	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.070	H-atom parameters constrained
S = 1.04	w = 1/[σ2(Fo2) + (0.0343P)2 + 0.4616P] where P = (Fo2 + 2Fc2)/3
3442 reflections	(Δ/σ)max = 0.001
272 parameters	Δρmax = 0.29 e Å−3
0 restraints	Δρmin = −0.27 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	Occ. (<1)
Zn1	1.09002 (3)	0.17235 (3)	0.371640 (15)	0.02549 (9)
S1	0.62271 (7)	−0.14764 (7)	0.35463 (3)	0.02418 (12)
O1	0.7976 (2)	0.0142 (2)	0.39731 (9)	0.0305 (3)
O2	0.4569 (4)	−0.1335 (9)	0.3924 (5)	0.0409 (19)	0.618 (19)
O3	0.6021 (13)	−0.1670 (12)	0.2661 (5)	0.0369 (14)	0.618 (19)
O4	0.6445 (10)	−0.3168 (6)	0.3758 (5)	0.0414 (14)	0.618 (19)
O2'	0.4634 (9)	−0.0755 (15)	0.3547 (9)	0.057 (3)	0.382 (19)
O3'	0.656 (2)	−0.189 (2)	0.2635 (9)	0.043 (3)	0.382 (19)
O4'	0.574 (2)	−0.2951 (11)	0.3977 (6)	0.044 (3)	0.382 (19)
O5	1.1162 (2)	0.3281 (2)	0.49352 (9)	0.0349 (4)
H5B	1.1754	0.3012	0.5318	0.042*
H5A	1.1677	0.4457	0.5028	0.042*
O6	1.3836 (2)	0.3225 (2)	0.35396 (11)	0.0375 (4)
H6A	1.4383	0.4397	0.3616	0.045*
H6B	1.4681	0.3082	0.3852	0.045*
O7	1.1822 (2)	−0.0011 (2)	0.42915 (10)	0.0342 (4)
H7A	1.2706	−0.0324	0.4095	0.041*
H7B	1.1743	−0.0138	0.4803	0.041*
O8	1.0517 (2)	−0.0077 (2)	0.25848 (10)	0.0378 (4)
H8B	1.1514	−0.0103	0.2365	0.045*
H8A	0.9778	−0.1201	0.2564	0.045*
N1	0.9899 (3)	0.3421 (2)	0.31394 (11)	0.0288 (4)
N2	0.9472 (3)	0.5789 (2)	0.27075 (12)	0.0344 (4)
N3	0.7996 (2)	0.4154 (2)	0.23720 (11)	0.0265 (4)
N4	0.6884 (3)	0.4047 (2)	0.09507 (11)	0.0285 (4)
N5	0.6883 (3)	0.2466 (3)	0.04821 (13)	0.0395 (5)
N6	0.7300 (3)	0.2763 (3)	−0.02657 (13)	0.0419 (5)
C1	1.0571 (3)	0.5274 (3)	0.31691 (14)	0.0328 (5)
H1	1.1710	0.6106	0.3488	0.039*
C2	0.8284 (3)	0.2775 (3)	0.26262 (14)	0.0324 (5)
H2	0.7469	0.1533	0.2467	0.039*
C3	0.6397 (3)	0.4063 (3)	0.18067 (13)	0.0308 (5)
H3A	0.5276	0.2952	0.1823	0.037*
H3B	0.6073	0.5123	0.1997	0.037*
C4	0.7304 (3)	0.5407 (3)	0.04844 (13)	0.0272 (4)
C5	0.7419 (3)	0.7219 (3)	0.06513 (15)	0.0349 (5)
H5	0.7230	0.7772	0.1176	0.042*
C6	0.7834 (4)	0.8139 (4)	−0.00128 (18)	0.0442 (6)
H6	0.7918	0.9352	0.0066	0.053*
C7	0.8134 (4)	0.7313 (4)	−0.08015 (18)	0.0495 (7)
H7	0.8431	0.8000	−0.1227	0.059*
C8	0.8003 (4)	0.5530 (4)	−0.09633 (16)	0.0452 (6)
H8	0.8186	0.4981	−0.1490	0.054*
C9	0.7578 (3)	0.4563 (3)	−0.02981 (14)	0.0334 (5)
O9	0.3572 (3)	0.9693 (2)	0.18654 (11)	0.0443 (4)
H9B	0.4072	0.9201	0.2182	0.053*
H9A	0.3326	0.9027	0.1373	0.053*
O10	0.6604 (2)	0.3016 (2)	0.46855 (11)	0.0408 (4)
H10A	0.6979	0.2174	0.4471	0.049*
H10B	0.6070	0.2662	0.5115	0.049*

	U11	U22	U33	U12	U13	U23
Zn1	0.02551 (14)	0.02764 (14)	0.02428 (14)	0.01074 (10)	0.00097 (9)	0.00719 (9)
S1	0.0209 (3)	0.0230 (3)	0.0249 (3)	0.0055 (2)	0.00115 (19)	0.00244 (19)
O1	0.0240 (8)	0.0301 (8)	0.0281 (8)	0.0012 (6)	0.0017 (6)	0.0035 (6)
O2	0.0209 (14)	0.041 (3)	0.056 (3)	0.0108 (14)	0.0063 (15)	0.0004 (19)
O3	0.037 (4)	0.047 (2)	0.024 (2)	0.014 (2)	0.002 (2)	0.0040 (16)
O4	0.047 (3)	0.0268 (17)	0.050 (3)	0.0147 (17)	−0.006 (2)	0.0086 (16)
O2'	0.038 (3)	0.072 (4)	0.081 (6)	0.038 (3)	0.017 (3)	0.030 (5)
O3'	0.033 (6)	0.056 (5)	0.028 (3)	0.010 (4)	0.008 (4)	−0.010 (3)
O4'	0.059 (6)	0.025 (3)	0.040 (4)	0.005 (3)	0.002 (3)	0.012 (2)
O5	0.0417 (9)	0.0287 (8)	0.0281 (8)	0.0092 (7)	−0.0044 (7)	0.0019 (6)
O6	0.0274 (8)	0.0326 (9)	0.0499 (10)	0.0066 (7)	0.0016 (7)	0.0138 (7)
O7	0.0405 (9)	0.0412 (9)	0.0315 (8)	0.0248 (8)	0.0071 (7)	0.0136 (7)
O8	0.0347 (9)	0.0374 (9)	0.0307 (9)	0.0050 (7)	0.0065 (7)	0.0000 (7)
N1	0.0273 (9)	0.0283 (9)	0.0295 (10)	0.0079 (8)	−0.0017 (8)	0.0102 (7)
N2	0.0347 (10)	0.0249 (9)	0.0392 (11)	0.0083 (8)	−0.0037 (8)	0.0046 (8)
N3	0.0269 (9)	0.0266 (9)	0.0244 (9)	0.0079 (8)	−0.0015 (7)	0.0075 (7)
N4	0.0327 (10)	0.0301 (10)	0.0254 (9)	0.0161 (8)	−0.0012 (7)	0.0047 (7)
N5	0.0481 (12)	0.0356 (11)	0.0374 (12)	0.0224 (10)	−0.0033 (9)	0.0012 (9)
N6	0.0474 (13)	0.0468 (12)	0.0338 (11)	0.0259 (10)	−0.0003 (9)	−0.0029 (9)
C1	0.0302 (12)	0.0288 (11)	0.0337 (12)	0.0072 (10)	−0.0057 (9)	0.0035 (9)
C2	0.0307 (12)	0.0258 (11)	0.0349 (12)	0.0038 (9)	−0.0045 (9)	0.0096 (9)
C3	0.0276 (11)	0.0376 (12)	0.0284 (11)	0.0131 (10)	−0.0007 (9)	0.0100 (9)
C4	0.0228 (10)	0.0333 (11)	0.0253 (11)	0.0109 (9)	−0.0022 (8)	0.0064 (9)
C5	0.0342 (13)	0.0329 (12)	0.0358 (13)	0.0125 (10)	−0.0006 (10)	0.0041 (9)
C6	0.0396 (14)	0.0378 (14)	0.0557 (17)	0.0112 (11)	0.0003 (12)	0.0208 (12)
C7	0.0378 (14)	0.0657 (19)	0.0470 (16)	0.0131 (13)	0.0049 (12)	0.0333 (14)
C8	0.0404 (14)	0.0727 (19)	0.0276 (12)	0.0246 (14)	0.0088 (10)	0.0158 (12)
C9	0.0295 (11)	0.0442 (13)	0.0269 (11)	0.0169 (10)	−0.0010 (9)	0.0029 (9)
O9	0.0512 (11)	0.0463 (10)	0.0343 (9)	0.0215 (9)	0.0003 (8)	0.0003 (7)
O10	0.0422 (10)	0.0314 (9)	0.0502 (10)	0.0153 (8)	0.0090 (8)	0.0087 (7)

Zn1—O8	2.0615 (17)	N3—C2	1.320 (3)
Zn1—O7	2.0869 (15)	N3—C3	1.457 (3)
Zn1—N1	2.0979 (18)	N4—N5	1.356 (3)
Zn1—O5	2.1028 (17)	N4—C4	1.367 (3)
Zn1—O6	2.1385 (18)	N4—C3	1.443 (3)
Zn1—O1	2.1824 (16)	N5—N6	1.297 (3)
S1—O4'	1.401 (7)	N6—C9	1.377 (3)
S1—O3	1.409 (8)	C1—H1	0.9300
S1—O2	1.446 (3)	C2—H2	0.9300
S1—O1	1.4912 (16)	C3—H3A	0.9700
S1—O3'	1.505 (13)	C3—H3B	0.9700
S1—O4	1.507 (4)	C4—C5	1.390 (3)
S1—O2'	1.516 (7)	C4—C9	1.390 (3)
O5—H5B	0.8500	C5—C6	1.378 (3)
O5—H5A	0.8500	C5—H5	0.9300
O6—H6A	0.8499	C6—C7	1.400 (4)
O6—H6B	0.8499	C6—H6	0.9300
O7—H7A	0.8500	C7—C8	1.364 (4)
O7—H7B	0.8501	C7—H7	0.9300
O8—H8B	0.8500	C8—C9	1.401 (3)
O8—H8A	0.8500	C8—H8	0.9300
N1—C2	1.321 (3)	O9—H9B	0.8499
N1—C1	1.357 (3)	O9—H9A	0.8501
N2—C1	1.313 (3)	O10—H10A	0.8499
N2—N3	1.360 (3)	O10—H10B	0.8500
O8—Zn1—O7	87.82 (7)	Zn1—O8—H8A	116.6
O8—Zn1—N1	91.97 (7)	H8B—O8—H8A	105.9
O7—Zn1—N1	178.51 (7)	C2—N1—C1	103.23 (18)
O8—Zn1—O5	173.22 (6)	C2—N1—Zn1	123.15 (15)
O7—Zn1—O5	86.93 (6)	C1—N1—Zn1	133.61 (15)
N1—Zn1—O5	93.18 (7)	C1—N2—N3	102.46 (17)
O8—Zn1—O6	90.69 (7)	C2—N3—N2	110.19 (17)
O7—Zn1—O6	88.10 (7)	C2—N3—C3	128.18 (18)
N1—Zn1—O6	93.38 (7)	N2—N3—C3	121.62 (17)
O5—Zn1—O6	93.40 (8)	N5—N4—C4	110.63 (18)
O8—Zn1—O1	91.05 (7)	N5—N4—C3	119.25 (18)
O7—Zn1—O1	88.44 (7)	C4—N4—C3	130.06 (18)
N1—Zn1—O1	90.10 (7)	N6—N5—N4	108.29 (19)
O5—Zn1—O1	84.54 (7)	N5—N6—C9	108.93 (19)
O6—Zn1—O1	176.06 (6)	N2—C1—N1	114.12 (19)
O4'—S1—O3	124.8 (5)	N2—C1—H1	122.9
O4'—S1—O2	79.7 (5)	N1—C1—H1	122.9
O3—S1—O2	112.6 (3)	N3—C2—N1	109.99 (19)
O4'—S1—O1	112.3 (3)	N3—C2—H2	125.0
O3—S1—O1	113.5 (4)	N1—C2—H2	125.0
O2—S1—O1	108.19 (15)	N4—C3—N3	111.05 (18)
O4'—S1—O3'	116.6 (7)	N4—C3—H3A	109.4
O3—S1—O3'	19.3 (5)	N3—C3—H3A	109.4
O2—S1—O3'	131.0 (4)	N4—C3—H3B	109.4
O1—S1—O3'	106.7 (6)	N3—C3—H3B	109.4
O4'—S1—O4	27.9 (4)	H3A—C3—H3B	108.0
O3—S1—O4	108.6 (4)	N4—C4—C5	133.5 (2)
O2—S1—O4	107.4 (2)	N4—C4—C9	103.73 (19)
O1—S1—O4	106.24 (19)	C5—C4—C9	122.8 (2)
O3'—S1—O4	94.5 (6)	C6—C5—C4	115.5 (2)
O4'—S1—O2'	109.8 (4)	C6—C5—H5	122.3
O3—S1—O2'	86.4 (4)	C4—C5—H5	122.3
O2—S1—O2'	31.9 (3)	C5—C6—C7	122.4 (2)
O1—S1—O2'	104.9 (3)	C5—C6—H6	118.8
O3'—S1—O2'	105.8 (5)	C7—C6—H6	118.8
O4—S1—O2'	135.7 (4)	C8—C7—C6	121.8 (2)
S1—O1—Zn1	138.82 (9)	C8—C7—H7	119.1
Zn1—O5—H5B	114.8	C6—C7—H7	119.1
Zn1—O5—H5A	120.7	C7—C8—C9	116.9 (2)
H5B—O5—H5A	103.1	C7—C8—H8	121.6
Zn1—O6—H6A	124.8	C9—C8—H8	121.6
Zn1—O6—H6B	116.0	N6—C9—C4	108.4 (2)
H6A—O6—H6B	96.0	N6—C9—C8	130.9 (2)
Zn1—O7—H7A	119.6	C4—C9—C8	120.7 (2)
Zn1—O7—H7B	126.2	H9B—O9—H9A	107.2
H7A—O7—H7B	110.1	H10A—O10—H10B	105.2
Zn1—O8—H8B	118.1
O4'—S1—O1—Zn1	116.9 (8)	C2—N1—C1—N2	−0.1 (3)
O3—S1—O1—Zn1	−31.3 (4)	Zn1—N1—C1—N2	−179.33 (16)
O2—S1—O1—Zn1	−157.0 (4)	N2—N3—C2—N1	1.1 (3)
O3'—S1—O1—Zn1	−12.0 (7)	C3—N3—C2—N1	−179.8 (2)
O4—S1—O1—Zn1	88.0 (4)	C1—N1—C2—N3	−0.6 (3)
O2'—S1—O1—Zn1	−123.9 (7)	Zn1—N1—C2—N3	178.71 (14)
O8—Zn1—O1—S1	−4.72 (15)	N5—N4—C3—N3	76.6 (2)
O7—Zn1—O1—S1	−92.51 (15)	C4—N4—C3—N3	−106.4 (2)
N1—Zn1—O1—S1	87.25 (15)	C2—N3—C3—N4	−95.9 (3)
O5—Zn1—O1—S1	−179.57 (15)	N2—N3—C3—N4	83.0 (2)
O6—Zn1—O1—S1	−120.9 (8)	N5—N4—C4—C5	177.5 (2)
O8—Zn1—N1—C2	49.15 (19)	C3—N4—C4—C5	0.3 (4)
O7—Zn1—N1—C2	−33 (3)	N5—N4—C4—C9	−0.6 (2)
O5—Zn1—N1—C2	−126.43 (19)	C3—N4—C4—C9	−177.8 (2)
O6—Zn1—N1—C2	139.96 (19)	N4—C4—C5—C6	−177.9 (2)
O1—Zn1—N1—C2	−41.90 (19)	C9—C4—C5—C6	−0.2 (3)
O8—Zn1—N1—C1	−131.7 (2)	C4—C5—C6—C7	−0.5 (4)
O7—Zn1—N1—C1	147 (2)	C5—C6—C7—C8	1.0 (4)
O5—Zn1—N1—C1	52.7 (2)	C6—C7—C8—C9	−0.9 (4)
O6—Zn1—N1—C1	−40.9 (2)	N5—N6—C9—C4	−0.2 (3)
O1—Zn1—N1—C1	137.2 (2)	N5—N6—C9—C8	−178.1 (2)
C1—N2—N3—C2	−1.1 (2)	N4—C4—C9—N6	0.4 (2)
C1—N2—N3—C3	179.8 (2)	C5—C4—C9—N6	−177.9 (2)
C4—N4—N5—N6	0.5 (2)	N4—C4—C9—C8	178.7 (2)
C3—N4—N5—N6	178.03 (19)	C5—C4—C9—C8	0.4 (3)
N4—N5—N6—C9	−0.2 (3)	C7—C8—C9—N6	177.9 (2)
N3—N2—C1—N1	0.7 (3)	C7—C8—C9—C4	0.2 (4)

D—H···A	D—H	H···A	D···A	D—H···A
O8—H8A···O3'	0.85	2.29	2.793 (14)	118
O10—H10A···O1	0.85	2.09	2.938 (2)	178
O10—H10A···O2'	0.85	2.51	3.028 (8)	120
O5—H5B···O4i	0.85	1.94	2.761 (5)	163
O5—H5B···O4'i	0.85	2.19	2.988 (13)	156
O7—H7B···O1i	0.85	1.98	2.823 (2)	170
O5—H5A···O10ii	0.85	1.90	2.731 (2)	165
O6—H6A···O4iii	0.85	1.94	2.752 (5)	159
O6—H6A···O4'iii	0.85	1.94	2.778 (8)	171
O6—H6B···O10iv	0.85	1.96	2.808 (2)	172
O7—H7A···O2'iv	0.85	1.84	2.684 (7)	171
O7—H7A···O2iv	0.85	1.87	2.701 (4)	164
O8—H8B···O9v	0.85	1.82	2.673 (3)	177
O8—H8A···N2vi	0.85	2.37	3.122 (3)	148
O9—H9B···O3vii	0.85	2.03	2.837 (8)	159
O9—H9B···O2'vii	0.85	2.22	2.919 (17)	139
O9—H9B···O3'vii	0.85	2.48	3.266 (17)	154
O9—H9A···N6viii	0.85	2.01	2.854 (3)	174
O10—H10B···O2ix	0.85	1.99	2.806 (10)	159
O10—H10B···O4'ix	0.85	2.08	2.836 (15)	147

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O8—H8A⋯O3′	0.85	2.29	2.793 (14)	118
O10—H10A⋯O1	0.85	2.09	2.938 (2)	178
O10—H10A⋯O2′	0.85	2.51	3.028 (8)	120
O5—H5B⋯O4i	0.85	1.94	2.761 (5)	163
O5—H5B⋯O4′i	0.85	2.19	2.988 (13)	156
O7—H7B⋯O1i	0.85	1.98	2.823 (2)	170
O5—H5A⋯O10ii	0.85	1.90	2.731 (2)	165
O6—H6A⋯O4iii	0.85	1.94	2.752 (5)	159
O6—H6A⋯O4′iii	0.85	1.94	2.778 (8)	171
O6—H6B⋯O10iv	0.85	1.96	2.808 (2)	172
O7—H7A⋯O2′iv	0.85	1.84	2.684 (7)	171
O7—H7A⋯O2iv	0.85	1.87	2.701 (4)	164
O8—H8B⋯O9v	0.85	1.82	2.673 (3)	177
O8—H8A⋯N2vi	0.85	2.37	3.122 (3)	148
O9—H9B⋯O3vii	0.85	2.03	2.837 (8)	159
O9—H9B⋯O2′vii	0.85	2.22	2.919 (17)	139
O9—H9B⋯O3′vii	0.85	2.48	3.266 (17)	154
O9—H9A⋯N6viii	0.85	2.01	2.854 (3)	174
O10—H10B⋯O2ix	0.85	1.99	2.806 (10)	159
O10—H10B⋯O4′ix	0.85	2.08	2.836 (15)	147

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) ; (vi) ; (vii) ; (viii) ; (ix) .