Diaqua-[3,5-bis-(4-pyrid-yl)-1H-1,2,4-triazole-κN](pyridine-2,6-dicarboxyl-ato-κO,N,O)nickel(II).

In the title compound, [Ni(C(7)H(3)NO(4))(C(12)H(9)N(5))(H(2)O)(2)], the Ni(II) atom is coordinated in a distorted octa-hedral geometry by one N and two O atoms from a pyridine-2,6-dicarboxyl-ate ligand, one N atom from a 3,5-bis-(4-pyrid-yl)-1H-1,2,4-triazole ligand in equatorial positions and two water mol-ecules in axial positions. The crystal packing is consolidated by inter-molecular O-H⋯O, O-H⋯N and N-H⋯O hydrogen bonds.

Related literature

For synthesis of the 1H-3,5-bis­(4-pyrid­yl)-1,2,4-triazole (BPT) ligand, see: Liu et al. (2004 ▶). For BPT–metal complexes, see: Huang et al. (2010a ▶,b ▶).

Experimental

Crystal data

[Ni(C7H3NO4)(C12H9N5)(H2O)2]

M = 483.07

Monoclinic,

a = 26.434 (5) Å

b = 6.0190 (12) Å

c = 26.170 (5) Å

β = 105.69 (3)°

V = 4008.7 (13) Å3

Z = 8

Mo Kα radiation

μ = 1.02 mm−1

T = 293 K

0.32 × 0.21 × 0.11 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.768, T max = 0.910

10662 measured reflections

3534 independent reflections

2669 reflections with I > 2σ(I)

R int = 0.071

Refinement

R[F 2 > 2σ(F 2)] = 0.063

wR(F 2) = 0.104

S = 1.11

3534 reflections

310 parameters

7 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.33 e Å−3

Δρmin = −0.33 e Å−3

Data collection: SMART (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: PLATON (Spek, 2009 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810053687/cv5017sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810053687/cv5017Isup2.hkl

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

[Ni(C7H3NO4)(C12H9N5)(H2O)2]	F(000) = 1984
Mr = 483.07	Dx = 1.601 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 26.434 (5) Å	θ = 1.5–25.1°
b = 6.0190 (12) Å	µ = 1.02 mm−1
c = 26.170 (5) Å	T = 293 K
β = 105.69 (3)°	Block, green
V = 4008.7 (13) Å3	0.32 × 0.21 × 0.11 mm
Z = 8

Bruker SMART CCD area-detector diffractometer	3534 independent reflections
Radiation source: fine-focus sealed tube	2669 reflections with I > 2σ(I)
graphite	Rint = 0.071
phi and ω scans	θmax = 25.1°, θmin = 3.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −31→31
Tmin = 0.768, Tmax = 0.910	k = −6→7
10662 measured reflections	l = −31→30

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.063	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.104	w = 1/[σ2(Fo2) + (0.0251P)2 + 7.5822P] where P = (Fo2 + 2Fc2)/3
S = 1.11	(Δ/σ)max < 0.001
3534 reflections	Δρmax = 0.33 e Å−3
310 parameters	Δρmin = −0.33 e Å−3
7 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.00023 (7)

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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
Ni1	0.226457 (19)	0.64878 (9)	0.08540 (2)	0.02533 (18)
C1	0.16122 (16)	0.9930 (7)	0.02297 (17)	0.0284 (10)
C2	0.12404 (14)	0.8314 (7)	0.03879 (16)	0.0246 (9)
C3	0.06954 (15)	0.8470 (7)	0.02545 (18)	0.0350 (11)
H3A	0.0521	0.9624	0.0043	0.042*
C4	0.04206 (16)	0.6862 (8)	0.04454 (19)	0.0412 (12)
H4A	0.0056	0.6929	0.0363	0.049*
C5	0.06859 (15)	0.5162 (7)	0.07569 (18)	0.0341 (11)
H5A	0.0504	0.4075	0.0887	0.041*
C6	0.12286 (14)	0.5098 (7)	0.08726 (16)	0.0240 (10)
C7	0.16017 (15)	0.3376 (7)	0.11997 (16)	0.0277 (10)
C8	0.34025 (16)	0.7559 (7)	0.09586 (18)	0.0354 (11)
H8A	0.3270	0.8909	0.0807	0.042*
C9	0.39403 (16)	0.7200 (7)	0.10786 (18)	0.0334 (11)
H9A	0.4161	0.8294	0.1009	0.040*
C10	0.41453 (15)	0.5203 (7)	0.13023 (17)	0.0296 (10)
C11	0.37953 (15)	0.3656 (7)	0.13924 (18)	0.0364 (11)
H11A	0.3916	0.2291	0.1543	0.044*
C12	0.32645 (16)	0.4132 (7)	0.12595 (19)	0.0361 (12)
H12A	0.3036	0.3052	0.1320	0.043*
C13	0.47160 (15)	0.4758 (7)	0.14512 (17)	0.0299 (10)
C14	0.54546 (15)	0.3328 (8)	0.17986 (16)	0.0302 (10)
C15	0.58930 (16)	0.1971 (7)	0.21043 (17)	0.0318 (11)
C16	0.64134 (17)	0.2613 (8)	0.2184 (2)	0.0485 (14)
H16A	0.6497	0.3918	0.2035	0.058*
C17	0.68063 (18)	0.1269 (9)	0.2492 (2)	0.0579 (16)
H17A	0.7153	0.1726	0.2544	0.070*
C18	0.62206 (18)	−0.1208 (8)	0.26260 (19)	0.0441 (13)
H18A	0.6149	−0.2535	0.2774	0.053*
C19	0.57996 (17)	0.0004 (8)	0.23279 (18)	0.0388 (12)
H19A	0.5458	−0.0507	0.2280	0.047*
N1	0.14859 (11)	0.6669 (5)	0.06894 (13)	0.0231 (8)
N2	0.30646 (12)	0.6050 (6)	0.10502 (14)	0.0282 (9)
N3	0.49458 (12)	0.3023 (6)	0.17511 (14)	0.0329 (9)
N4	0.50503 (12)	0.6110 (6)	0.13012 (15)	0.0363 (10)
N5	0.55201 (13)	0.5164 (6)	0.15348 (15)	0.0352 (10)
N6	0.67239 (15)	−0.0606 (7)	0.27162 (16)	0.0473 (11)
O1	0.20996 (10)	0.9403 (4)	0.03895 (11)	0.0304 (7)
O2	0.14263 (11)	1.1605 (5)	−0.00256 (12)	0.0382 (8)
O3	0.20889 (10)	0.3681 (5)	0.12533 (11)	0.0312 (7)
O4	0.14157 (11)	0.1758 (5)	0.13800 (13)	0.0427 (8)
O5	0.21976 (13)	0.4697 (5)	0.01727 (13)	0.0394 (8)
O6	0.23372 (12)	0.8463 (6)	0.15262 (13)	0.0394 (8)
H5C	0.1995 (14)	0.360 (5)	0.0075 (17)	0.055 (16)*
H6B	0.2635 (11)	0.861 (8)	0.1761 (15)	0.070 (19)*
H5B	0.2419 (14)	0.479 (7)	−0.0008 (16)	0.060 (17)*
H5	0.5810 (13)	0.575 (8)	0.147 (2)	0.076 (19)*
H6C	0.222 (2)	0.977 (5)	0.145 (3)	0.17 (4)*

	U11	U22	U33	U12	U13	U23
Ni1	0.0181 (3)	0.0257 (3)	0.0334 (3)	−0.0014 (3)	0.0092 (2)	0.0005 (3)
C1	0.030 (3)	0.029 (3)	0.024 (3)	−0.004 (2)	0.004 (2)	−0.003 (2)
C2	0.024 (2)	0.023 (2)	0.027 (2)	−0.0006 (19)	0.0068 (19)	−0.001 (2)
C3	0.026 (2)	0.029 (2)	0.046 (3)	0.003 (2)	0.003 (2)	0.007 (2)
C4	0.020 (2)	0.044 (3)	0.059 (3)	0.001 (2)	0.010 (2)	0.007 (3)
C5	0.024 (2)	0.033 (3)	0.048 (3)	−0.006 (2)	0.013 (2)	0.010 (2)
C6	0.021 (2)	0.025 (2)	0.027 (2)	−0.0019 (18)	0.0075 (19)	0.001 (2)
C7	0.028 (2)	0.027 (2)	0.030 (2)	−0.002 (2)	0.011 (2)	−0.001 (2)
C8	0.027 (2)	0.032 (3)	0.045 (3)	0.002 (2)	0.005 (2)	0.009 (2)
C9	0.027 (2)	0.029 (3)	0.046 (3)	−0.0044 (19)	0.013 (2)	0.007 (2)
C10	0.023 (2)	0.032 (3)	0.034 (3)	−0.0009 (19)	0.008 (2)	0.000 (2)
C11	0.026 (2)	0.030 (3)	0.056 (3)	0.003 (2)	0.014 (2)	0.012 (2)
C12	0.023 (2)	0.033 (3)	0.054 (3)	−0.001 (2)	0.012 (2)	0.010 (2)
C13	0.020 (2)	0.038 (3)	0.032 (3)	0.002 (2)	0.007 (2)	0.008 (2)
C14	0.022 (2)	0.037 (3)	0.032 (3)	0.003 (2)	0.007 (2)	0.010 (2)
C15	0.027 (2)	0.040 (3)	0.029 (3)	0.003 (2)	0.009 (2)	0.007 (2)
C16	0.026 (3)	0.055 (3)	0.064 (4)	0.005 (2)	0.013 (3)	0.034 (3)
C17	0.027 (3)	0.072 (4)	0.073 (4)	0.007 (3)	0.011 (3)	0.033 (3)
C18	0.044 (3)	0.042 (3)	0.044 (3)	0.004 (2)	0.009 (3)	0.012 (3)
C19	0.030 (3)	0.044 (3)	0.041 (3)	0.001 (2)	0.006 (2)	0.007 (2)
N1	0.0214 (18)	0.0195 (18)	0.0280 (19)	−0.0029 (16)	0.0057 (16)	−0.0002 (17)
N2	0.0193 (18)	0.031 (2)	0.033 (2)	−0.0017 (16)	0.0054 (16)	−0.0002 (17)
N3	0.0222 (19)	0.038 (2)	0.040 (2)	0.0020 (17)	0.0104 (18)	0.0104 (19)
N4	0.0206 (19)	0.038 (2)	0.052 (3)	0.0041 (17)	0.0113 (18)	0.015 (2)
N5	0.017 (2)	0.039 (2)	0.049 (3)	0.0041 (17)	0.0074 (19)	0.014 (2)
N6	0.035 (2)	0.057 (3)	0.047 (3)	0.012 (2)	0.005 (2)	0.021 (2)
O1	0.0237 (16)	0.0296 (17)	0.0403 (19)	−0.0028 (13)	0.0129 (14)	0.0045 (15)
O2	0.0390 (18)	0.0273 (17)	0.0454 (19)	−0.0032 (15)	0.0063 (15)	0.0097 (17)
O3	0.0206 (15)	0.0348 (17)	0.0394 (18)	0.0019 (14)	0.0103 (14)	0.0095 (15)
O4	0.0305 (17)	0.0379 (19)	0.061 (2)	−0.0006 (15)	0.0153 (16)	0.0213 (18)
O5	0.044 (2)	0.036 (2)	0.046 (2)	−0.0169 (17)	0.0237 (18)	−0.0124 (17)
O6	0.0326 (19)	0.044 (2)	0.036 (2)	0.0048 (17)	−0.0016 (16)	−0.0132 (18)

Ni1—N1	1.989 (3)	C10—C13	1.477 (5)
Ni1—O5	2.050 (3)	C11—C12	1.381 (5)
Ni1—N2	2.054 (3)	C11—H11A	0.9300
Ni1—O6	2.088 (3)	C12—N2	1.325 (5)
Ni1—O3	2.103 (3)	C12—H12A	0.9300
Ni1—O1	2.112 (3)	C13—N4	1.336 (5)
C1—O2	1.236 (5)	C13—N3	1.348 (5)
C1—O1	1.282 (4)	C14—N3	1.330 (5)
C1—C2	1.518 (5)	C14—N5	1.339 (5)
C2—N1	1.322 (5)	C14—C15	1.466 (6)
C2—C3	1.391 (5)	C15—C19	1.372 (6)
C3—C4	1.382 (6)	C15—C16	1.389 (6)
C3—H3A	0.9300	C16—C17	1.389 (6)
C4—C5	1.376 (6)	C16—H16A	0.9300
C4—H4A	0.9300	C17—N6	1.317 (6)
C5—C6	1.384 (5)	C17—H17A	0.9300
C5—H5A	0.9300	C18—N6	1.337 (5)
C6—N1	1.328 (5)	C18—C19	1.382 (6)
C6—C7	1.524 (6)	C18—H18A	0.9300
C7—O4	1.241 (5)	C19—H19A	0.9300
C7—O3	1.271 (4)	N4—N5	1.352 (4)
C8—N2	1.340 (5)	N5—H5	0.901 (19)
C8—C9	1.387 (5)	O5—H5C	0.842 (18)
C8—H8A	0.9300	O5—H5B	0.848 (18)
C9—C10	1.382 (6)	O6—H6B	0.861 (19)
C9—H9A	0.9300	O6—H6C	0.854 (19)
C10—C11	1.377 (5)
N1—Ni1—O5	89.97 (13)	C10—C11—H11A	120.0
N1—Ni1—N2	175.33 (14)	C12—C11—H11A	120.0
O5—Ni1—N2	89.48 (14)	N2—C12—C11	123.3 (4)
N1—Ni1—O6	90.30 (13)	N2—C12—H12A	118.3
O5—Ni1—O6	177.00 (14)	C11—C12—H12A	118.3
N2—Ni1—O6	90.49 (13)	N4—C13—N3	114.4 (3)
N1—Ni1—O3	78.29 (12)	N4—C13—C10	121.4 (4)
O5—Ni1—O3	91.78 (12)	N3—C13—C10	124.2 (4)
N2—Ni1—O3	97.09 (12)	N3—C14—N5	109.5 (4)
O6—Ni1—O3	91.20 (13)	N3—C14—C15	127.2 (4)
N1—Ni1—O1	77.83 (12)	N5—C14—C15	123.2 (4)
O5—Ni1—O1	88.88 (13)	C19—C15—C16	117.4 (4)
N2—Ni1—O1	106.79 (12)	C19—C15—C14	120.4 (4)
O6—Ni1—O1	88.25 (13)	C16—C15—C14	122.1 (4)
O3—Ni1—O1	156.11 (10)	C15—C16—C17	118.7 (4)
O2—C1—O1	126.6 (4)	C15—C16—H16A	120.7
O2—C1—C2	118.6 (4)	C17—C16—H16A	120.7
O1—C1—C2	114.9 (4)	N6—C17—C16	124.7 (4)
N1—C2—C3	120.6 (4)	N6—C17—H17A	117.6
N1—C2—C1	113.2 (3)	C16—C17—H17A	117.6
C3—C2—C1	126.3 (4)	N6—C18—C19	124.6 (5)
C4—C3—C2	118.2 (4)	N6—C18—H18A	117.7
C4—C3—H3A	120.9	C19—C18—H18A	117.7
C2—C3—H3A	120.9	C15—C19—C18	119.1 (4)
C5—C4—C3	120.1 (4)	C15—C19—H19A	120.5
C5—C4—H4A	120.0	C18—C19—H19A	120.5
C3—C4—H4A	120.0	C2—N1—C6	122.2 (3)
C4—C5—C6	118.8 (4)	C2—N1—Ni1	118.9 (3)
C4—C5—H5A	120.6	C6—N1—Ni1	118.9 (3)
C6—C5—H5A	120.6	C12—N2—C8	117.0 (3)
N1—C6—C5	120.2 (4)	C12—N2—Ni1	118.9 (3)
N1—C6—C7	111.7 (3)	C8—N2—Ni1	124.0 (3)
C5—C6—C7	128.1 (4)	C14—N3—C13	103.5 (3)
O4—C7—O3	124.5 (4)	C13—N4—N5	102.2 (3)
O4—C7—C6	119.0 (3)	C14—N5—N4	110.5 (3)
O3—C7—C6	116.5 (4)	C14—N5—H5	131 (3)
N2—C8—C9	123.1 (4)	N4—N5—H5	118 (3)
N2—C8—H8A	118.5	C17—N6—C18	115.5 (4)
C9—C8—H8A	118.5	C1—O1—Ni1	115.2 (2)
C10—C9—C8	119.5 (4)	C7—O3—Ni1	114.5 (3)
C10—C9—H9A	120.3	Ni1—O5—H5C	125 (3)
C8—C9—H9A	120.3	Ni1—O5—H5B	123 (3)
C11—C10—C9	117.1 (4)	H5C—O5—H5B	111 (3)
C11—C10—C13	121.2 (4)	Ni1—O6—H6B	121 (3)
C9—C10—C13	121.7 (4)	Ni1—O6—H6C	112 (5)
C10—C11—C12	120.0 (4)	H6B—O6—H6C	107 (3)
O2—C1—C2—N1	−175.7 (4)	O1—Ni1—N1—C2	1.3 (3)
O1—C1—C2—N1	3.1 (5)	O5—Ni1—N1—C6	90.5 (3)
O2—C1—C2—C3	2.9 (6)	N2—Ni1—N1—C6	7.3 (19)
O1—C1—C2—C3	−178.3 (4)	O6—Ni1—N1—C6	−92.5 (3)
N1—C2—C3—C4	0.0 (6)	O3—Ni1—N1—C6	−1.3 (3)
C1—C2—C3—C4	−178.5 (4)	O1—Ni1—N1—C6	179.4 (3)
C2—C3—C4—C5	−0.2 (7)	C11—C12—N2—C8	1.2 (7)
C3—C4—C5—C6	−0.1 (7)	C11—C12—N2—Ni1	178.3 (3)
C4—C5—C6—N1	0.7 (6)	C9—C8—N2—C12	−0.8 (7)
C4—C5—C6—C7	−179.1 (4)	C9—C8—N2—Ni1	−177.8 (3)
N1—C6—C7—O4	−177.3 (4)	N1—Ni1—N2—C12	4.0 (19)
C5—C6—C7—O4	2.5 (7)	O5—Ni1—N2—C12	−79.3 (3)
N1—C6—C7—O3	0.5 (5)	O6—Ni1—N2—C12	103.7 (3)
C5—C6—C7—O3	−179.7 (4)	O3—Ni1—N2—C12	12.5 (3)
N2—C8—C9—C10	0.1 (7)	O1—Ni1—N2—C12	−167.9 (3)
C8—C9—C10—C11	0.2 (7)	N1—Ni1—N2—C8	−179 (100)
C8—C9—C10—C13	−178.3 (4)	O5—Ni1—N2—C8	97.7 (4)
C9—C10—C11—C12	0.1 (7)	O6—Ni1—N2—C8	−79.3 (4)
C13—C10—C11—C12	178.6 (4)	O3—Ni1—N2—C8	−170.6 (3)
C10—C11—C12—N2	−0.8 (7)	O1—Ni1—N2—C8	9.0 (4)
C11—C10—C13—N4	170.7 (4)	N5—C14—N3—C13	−0.3 (5)
C9—C10—C13—N4	−10.8 (7)	C15—C14—N3—C13	177.4 (4)
C11—C10—C13—N3	−10.5 (7)	N4—C13—N3—C14	1.0 (5)
C9—C10—C13—N3	168.0 (4)	C10—C13—N3—C14	−177.8 (4)
N3—C14—C15—C19	8.3 (7)	N3—C13—N4—N5	−1.3 (5)
N5—C14—C15—C19	−174.3 (4)	C10—C13—N4—N5	177.6 (4)
N3—C14—C15—C16	−171.1 (5)	N3—C14—N5—N4	−0.5 (5)
N5—C14—C15—C16	6.3 (7)	C15—C14—N5—N4	−178.4 (4)
C19—C15—C16—C17	−1.3 (7)	C13—N4—N5—C14	1.1 (5)
C14—C15—C16—C17	178.1 (5)	C16—C17—N6—C18	0.8 (8)
C15—C16—C17—N6	0.3 (9)	C19—C18—N6—C17	−0.9 (7)
C16—C15—C19—C18	1.1 (7)	O2—C1—O1—Ni1	176.6 (3)
C14—C15—C19—C18	−178.2 (4)	C2—C1—O1—Ni1	−2.0 (4)
N6—C18—C19—C15	−0.1 (7)	N1—Ni1—O1—C1	0.5 (3)
C3—C2—N1—C6	0.6 (6)	O5—Ni1—O1—C1	90.7 (3)
C1—C2—N1—C6	179.3 (3)	N2—Ni1—O1—C1	179.9 (3)
C3—C2—N1—Ni1	178.6 (3)	O6—Ni1—O1—C1	−90.2 (3)
C1—C2—N1—Ni1	−2.7 (4)	O3—Ni1—O1—C1	−1.1 (5)
C5—C6—N1—C2	−1.0 (6)	O4—C7—O3—Ni1	176.1 (3)
C7—C6—N1—C2	178.8 (3)	C6—C7—O3—Ni1	−1.6 (4)
C5—C6—N1—Ni1	−178.9 (3)	N1—Ni1—O3—C7	1.6 (3)
C7—C6—N1—Ni1	0.9 (4)	O5—Ni1—O3—C7	−88.0 (3)
O5—Ni1—N1—C2	−87.5 (3)	N2—Ni1—O3—C7	−177.7 (3)
N2—Ni1—N1—C2	−170.7 (16)	O6—Ni1—O3—C7	91.6 (3)
O6—Ni1—N1—C2	89.5 (3)	O1—Ni1—O3—C7	3.2 (5)
O3—Ni1—N1—C2	−179.3 (3)

D—H···A	D—H	H···A	D···A	D—H···A
N5—H5···O4i	0.88 (4)	1.81 (4)	2.685 (5)	179 (7)
O5—H5B···O1ii	0.86 (4)	1.87 (4)	2.718 (5)	168 (5)
O5—H5C···O2iii	0.86 (4)	1.89 (4)	2.705 (5)	160 (4)
O6—H6B···N6iv	0.87 (4)	1.93 (4)	2.781 (5)	167 (6)
O6—H6C···O3v	0.86 (4)	2.39 (4)	3.246 (5)	169 (8)
O6—H6C···O4v	0.86 (4)	2.41 (7)	3.081 (5)	135 (6)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N5—H5⋯O4i	0.88 (4)	1.81 (4)	2.685 (5)	179 (7)
O5—H5B⋯O1ii	0.86 (4)	1.87 (4)	2.718 (5)	168 (5)
O5—H5C⋯O2iii	0.86 (4)	1.89 (4)	2.705 (5)	160 (4)
O6—H6B⋯N6iv	0.87 (4)	1.93 (4)	2.781 (5)	167 (6)
O6—H6C⋯O3v	0.86 (4)	2.39 (4)	3.246 (5)	169 (8)
O6—H6C⋯O4v	0.86 (4)	2.41 (7)	3.081 (5)	135 (6)

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) .