Aqua-(benzamidato-κN)bis-[3,5-difluoro-2-(pyridin-2-yl)phenyl-κC]iridium(III) methanol monosolvate.

In the title compound, [Ir(C(11)H(6)F(2)N)(2)(C(7)H(6)NO)(H(2)O)]·CH(3)OH, the Ir(III) ion adopts an octa-hedral geometry, and is coordinated by two 3,5-difluoro-2-(pyridin-2-yl)phenyl ligands, one mol-ecule of water and one benzamidate anion. The two 2-(4,6-difluoro-phen-yl)pyridyl ligands are arranged in a cis-C,C' and trans-N,N' fashion. Additionally, there is a bystanding methanol mol-ecule outside the coordination sphere of the Ir(III) ion. In the crystal, mol-ecules of the title compound are linked by O-H⋯O and O-H⋯N hydrogen bonds. One F atom of each ligand is equally disordered over two sites. The C atom of the solvent molecule is likewise disordered over two sites in a 0.589 (11):0.411 (11) ratio.

Related literature

For related cyclo­metallated IrIII complexes containing a κ 2-bound benzaminate anion, see: Yang et al. (2011 ▶); Wang et al. (2008 ▶); Zhang et al. (2011 ▶). For the coordination geometry of some homoleptic meridional and heteroleptic iridium(III) complexes, see: Tamayo et al. (2003 ▶); Yang et al. (2007 ▶); You & Park (2005 ▶); Zhang et al. (2011 ▶). For the general procedure of preparing a chloride-bridged IrIII dimer, see: Nonoyama (1974 ▶).

Experimental

Crystal data

[Ir(C11H6F2N)2(C7H6NO)(H2O)]·CH4O

M = 742.74

Monoclinic,

a = 29.544 (4) Å

b = 11.6258 (12) Å

c = 20.247 (3) Å

β = 129.391 (2)°

V = 5374.5 (12) Å3

Z = 8

Mo Kα radiation

μ = 5.04 mm−1

T = 223 K

0.34 × 0.25 × 0.24 mm

Data collection

Rigaku Saturn diffractometer

Absorption correction: multi-scan (REQAB; Jacobson, 1998 ▶) T min = 0.279, T max = 0.378

14977 measured reflections

6122 independent reflections

5277 reflections with I > 2σ(I)

R int = 0.031

Refinement

R[F 2 > 2σ(F 2)] = 0.045

wR(F 2) = 0.101

S = 1.09

6122 reflections

392 parameters

4 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 1.20 e Å−3

Δρmin = −1.18 e Å−3

Data collection: CrystalClear (Rigaku, 2007 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; 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.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812005922/br2185sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812005922/br2185Isup2.hkl

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

[Ir(C11H6F2N)2(C7H6NO)(H2O)]·CH4O	F(000) = 2960
Mr = 742.74	Dx = 1.846 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71075 Å
Hall symbol: -C 2yc	Cell parameters from 11541 reflections
a = 29.544 (4) Å	θ = 3.1–27.5°
b = 11.6258 (12) Å	µ = 5.04 mm−1
c = 20.247 (3) Å	T = 223 K
β = 129.391 (2)°	Block, yellow
V = 5374.5 (12) Å3	0.34 × 0.25 × 0.24 mm
Z = 8

Rigaku Saturn diffractometer	6122 independent reflections
Radiation source: fine-focus sealed tube	5277 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.031
Detector resolution: 14.63 pixels mm-1	θmax = 27.5°, θmin = 3.2°
ω scans	h = −38→30
Absorption correction: multi-scan (REQAB; Jacobson, 1998)	k = −15→12
Tmin = 0.279, Tmax = 0.378	l = −21→26
14977 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)] = 0.045	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.101	H atoms treated by a mixture of independent and constrained refinement
S = 1.09	w = 1/[σ2(Fo2) + (0.0407P)2 + 26.4741P] where P = (Fo2 + 2Fc2)/3
6122 reflections	(Δ/σ)max = 0.002
392 parameters	Δρmax = 1.20 e Å−3
4 restraints	Δρmin = −1.18 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)
Ir1	0.347048 (9)	0.650175 (18)	−0.014534 (14)	0.03168 (9)
F1	0.4503 (2)	1.0543 (4)	0.0772 (3)	0.0836 (15)
F2	0.3963 (8)	0.9191 (12)	−0.1797 (9)	0.054 (4)	0.50
F2A	0.4011 (16)	0.913 (3)	−0.175 (2)	0.170 (12)	0.50
F3	0.438 (3)	0.306 (5)	−0.067 (4)	0.073 (8)	0.50
F3A	0.451 (3)	0.326 (5)	−0.049 (4)	0.089 (12)	0.50
F4	0.5660 (2)	0.4827 (5)	0.2118 (4)	0.0969 (18)
O1	0.22923 (18)	0.5920 (4)	−0.0254 (3)	0.0452 (11)
O2	0.26439 (19)	0.7445 (4)	−0.0750 (3)	0.0416 (10)
H2A	0.279 (3)	0.774 (6)	−0.027 (2)	0.050*
H2B	0.249 (3)	0.688 (4)	−0.070 (5)	0.050*
N1	0.3828 (2)	0.7418 (4)	0.0941 (3)	0.0371 (11)
N2	0.3159 (2)	0.5635 (4)	−0.1235 (3)	0.0385 (11)
N3	0.3141 (2)	0.5160 (4)	0.0160 (3)	0.0368 (11)
H3	0.3352	0.4537	0.0359	0.044*
C1	0.3830 (3)	0.7075 (6)	0.1581 (4)	0.0487 (16)
H1	0.3678	0.6348	0.1550	0.058*
C2	0.4049 (3)	0.7770 (8)	0.2280 (5)	0.063 (2)
H2	0.4051	0.7507	0.2720	0.076*
C3	0.4262 (3)	0.8823 (8)	0.2333 (5)	0.063 (2)
H3A	0.4402	0.9305	0.2801	0.075*
C4	0.4271 (3)	0.9189 (6)	0.1684 (4)	0.0505 (17)
H4	0.4421	0.9918	0.1713	0.061*
C5	0.4058 (3)	0.8471 (5)	0.1000 (4)	0.0402 (14)
C6	0.4042 (3)	0.8707 (5)	0.0273 (4)	0.0382 (13)
C7	0.4257 (3)	0.9693 (6)	0.0165 (4)	0.0493 (16)
C8	0.4244 (3)	0.9879 (6)	−0.0520 (5)	0.0551 (18)
H8	0.4395	1.0551	−0.0575	0.066*
C9	0.3994 (3)	0.9010 (7)	−0.1115 (5)	0.0535 (18)
C10	0.3775 (3)	0.8013 (6)	−0.1057 (4)	0.0411 (14)
H10	0.3616	0.7445	−0.1482	0.049*
C11	0.3791 (2)	0.7851 (5)	−0.0359 (4)	0.0331 (12)
C12	0.2627 (3)	0.5836 (6)	−0.1998 (4)	0.0524 (17)
H12	0.2385	0.6403	−0.2034	0.063*
C13	0.2430 (4)	0.5236 (7)	−0.2718 (5)	0.070 (2)
H13	0.2058	0.5387	−0.3242	0.084*
C14	0.2788 (5)	0.4403 (8)	−0.2660 (6)	0.078 (3)
H14	0.2661	0.3972	−0.3143	0.093*
C15	0.3329 (4)	0.4215 (7)	−0.1894 (6)	0.069 (2)
H15	0.3578	0.3667	−0.1856	0.083*
C16	0.3516 (3)	0.4824 (6)	−0.1166 (5)	0.0498 (17)
C17	0.4074 (3)	0.4732 (6)	−0.0308 (5)	0.0468 (16)
C18	0.4528 (4)	0.3966 (7)	−0.0035 (6)	0.063 (2)
C19	0.5056 (4)	0.3973 (7)	0.0764 (7)	0.072 (3)
H19	0.5354	0.3450	0.0929	0.086*
C20	0.5129 (3)	0.4784 (7)	0.1314 (6)	0.065 (2)
C21	0.4706 (3)	0.5553 (6)	0.1116 (5)	0.0520 (17)
H21	0.4780	0.6080	0.1527	0.062*
C22	0.4169 (3)	0.5537 (5)	0.0303 (4)	0.0408 (14)
C23	0.2672 (2)	0.5124 (5)	0.0096 (4)	0.0353 (13)
C24	0.2570 (3)	0.4127 (5)	0.0461 (4)	0.0359 (13)
C25	0.2003 (3)	0.3869 (6)	0.0129 (5)	0.0505 (16)
H25	0.1690	0.4317	−0.0319	0.061*
C26	0.1894 (4)	0.2950 (7)	0.0454 (6)	0.065 (2)
H26	0.1507	0.2774	0.0221	0.078*
C27	0.2346 (4)	0.2312 (7)	0.1105 (6)	0.063 (2)
H27	0.2271	0.1691	0.1321	0.076*
C28	0.2916 (4)	0.2567 (7)	0.1455 (5)	0.062 (2)
H28	0.3227	0.2124	0.1908	0.075*
C29	0.3025 (3)	0.3481 (6)	0.1133 (5)	0.0506 (17)
H29	0.3413	0.3661	0.1376	0.061*
O3	0.44588 (19)	0.2099 (4)	0.2396 (3)	0.0543 (12)
C30	0.4370 (5)	0.2603 (9)	0.1702 (7)	0.0543 (12)	0.589 (11)
C30A	0.4817 (6)	0.2785 (10)	0.2269 (12)	0.0543 (12)	0.411 (11)

	U11	U22	U33	U12	U13	U23
Ir1	0.03266 (13)	0.03359 (13)	0.03432 (13)	0.00037 (10)	0.02386 (11)	0.00088 (10)
F1	0.097 (4)	0.068 (3)	0.087 (3)	−0.037 (3)	0.059 (3)	−0.021 (3)
F2	0.087 (10)	0.054 (6)	0.046 (6)	−0.033 (7)	0.054 (7)	−0.011 (5)
F2A	0.18 (3)	0.22 (3)	0.18 (2)	−0.02 (2)	0.15 (2)	0.03 (2)
F3	0.10 (2)	0.048 (10)	0.11 (2)	−0.003 (11)	0.09 (2)	−0.026 (12)
F3A	0.10 (2)	0.07 (2)	0.11 (2)	0.010 (16)	0.07 (2)	−0.021 (15)
F4	0.047 (3)	0.089 (4)	0.114 (4)	0.020 (3)	0.032 (3)	0.024 (3)
O1	0.038 (2)	0.042 (2)	0.063 (3)	0.004 (2)	0.035 (2)	0.006 (2)
O2	0.037 (2)	0.046 (3)	0.047 (2)	0.004 (2)	0.029 (2)	0.009 (2)
N1	0.033 (3)	0.044 (3)	0.034 (3)	0.002 (2)	0.021 (2)	−0.001 (2)
N2	0.045 (3)	0.039 (3)	0.043 (3)	−0.009 (2)	0.033 (3)	−0.001 (2)
N3	0.039 (3)	0.035 (3)	0.043 (3)	0.002 (2)	0.029 (2)	0.003 (2)
C1	0.053 (4)	0.059 (4)	0.040 (3)	−0.005 (3)	0.033 (3)	−0.002 (3)
C2	0.061 (5)	0.081 (6)	0.051 (4)	−0.013 (4)	0.037 (4)	−0.018 (4)
C3	0.051 (4)	0.089 (6)	0.046 (4)	−0.005 (4)	0.031 (4)	−0.023 (4)
C4	0.044 (4)	0.050 (4)	0.056 (4)	−0.007 (3)	0.031 (3)	−0.013 (3)
C5	0.030 (3)	0.045 (3)	0.040 (3)	0.005 (3)	0.020 (3)	−0.002 (3)
C6	0.033 (3)	0.039 (3)	0.039 (3)	0.002 (3)	0.021 (3)	−0.001 (3)
C7	0.040 (3)	0.046 (4)	0.054 (4)	−0.013 (3)	0.026 (3)	−0.010 (3)
C8	0.051 (4)	0.052 (4)	0.068 (5)	−0.011 (3)	0.040 (4)	0.002 (4)
C9	0.061 (4)	0.060 (4)	0.056 (4)	−0.010 (4)	0.045 (4)	0.005 (4)
C10	0.046 (4)	0.045 (3)	0.045 (3)	−0.003 (3)	0.035 (3)	0.004 (3)
C11	0.027 (3)	0.036 (3)	0.038 (3)	0.005 (2)	0.022 (3)	0.005 (3)
C12	0.057 (4)	0.055 (4)	0.043 (4)	−0.014 (4)	0.031 (4)	−0.003 (3)
C13	0.093 (6)	0.065 (5)	0.045 (4)	−0.033 (5)	0.041 (5)	−0.011 (4)
C14	0.121 (8)	0.071 (6)	0.065 (5)	−0.043 (6)	0.070 (6)	−0.036 (5)
C15	0.106 (7)	0.061 (5)	0.084 (6)	−0.014 (5)	0.082 (6)	−0.017 (5)
C16	0.072 (5)	0.042 (4)	0.068 (5)	−0.010 (3)	0.059 (4)	−0.007 (3)
C17	0.051 (4)	0.047 (4)	0.070 (4)	0.002 (3)	0.051 (4)	0.002 (3)
C18	0.081 (6)	0.045 (4)	0.108 (7)	0.003 (4)	0.081 (6)	−0.003 (5)
C19	0.057 (5)	0.058 (5)	0.113 (8)	0.023 (4)	0.060 (6)	0.024 (5)
C20	0.040 (4)	0.059 (5)	0.081 (6)	0.009 (4)	0.032 (4)	0.021 (4)
C21	0.040 (4)	0.050 (4)	0.065 (4)	−0.001 (3)	0.033 (4)	0.003 (4)
C22	0.040 (3)	0.037 (3)	0.062 (4)	0.000 (3)	0.040 (3)	0.005 (3)
C23	0.035 (3)	0.037 (3)	0.036 (3)	−0.007 (3)	0.024 (3)	−0.008 (3)
C24	0.047 (3)	0.032 (3)	0.041 (3)	−0.005 (3)	0.034 (3)	−0.003 (3)
C25	0.051 (4)	0.052 (4)	0.056 (4)	−0.007 (3)	0.037 (4)	−0.004 (3)
C26	0.090 (6)	0.051 (4)	0.091 (6)	−0.026 (5)	0.075 (6)	−0.017 (5)
C27	0.104 (7)	0.044 (4)	0.077 (5)	−0.013 (4)	0.073 (6)	−0.002 (4)
C28	0.087 (6)	0.057 (4)	0.057 (4)	0.007 (4)	0.053 (5)	0.013 (4)
C29	0.057 (4)	0.052 (4)	0.050 (4)	0.002 (3)	0.038 (4)	0.005 (3)
O3	0.036 (2)	0.031 (2)	0.092 (3)	0.0002 (17)	0.038 (2)	−0.017 (2)
C30	0.036 (2)	0.031 (2)	0.092 (3)	0.0002 (17)	0.038 (2)	−0.017 (2)
C30A	0.036 (2)	0.031 (2)	0.092 (3)	0.0002 (17)	0.038 (2)	−0.017 (2)

Ir1—C22	1.991 (6)	C9—C10	1.367 (9)
Ir1—C11	2.016 (6)	C10—C11	1.397 (8)
Ir1—N1	2.035 (5)	C10—H10	0.9400
Ir1—N2	2.038 (5)	C12—C13	1.370 (10)
Ir1—N3	2.127 (5)	C12—H12	0.9400
Ir1—O2	2.207 (4)	C13—C14	1.383 (13)
F1—C7	1.371 (8)	C13—H13	0.9400
F2—C9	1.340 (15)	C14—C15	1.364 (13)
F2A—C9	1.33 (3)	C14—H14	0.9400
F3—C18	1.49 (4)	C15—C16	1.395 (10)
F3A—C18	1.21 (5)	C15—H15	0.9400
F4—C20	1.368 (9)	C16—C17	1.454 (10)
O1—C23	1.268 (7)	C17—C18	1.398 (10)
O2—H2A	0.854 (10)	C17—C22	1.429 (9)
O2—H2B	0.849 (10)	C18—C19	1.360 (12)
N1—C1	1.353 (8)	C19—C20	1.368 (12)
N1—C5	1.368 (8)	C19—H19	0.9400
N2—C12	1.353 (8)	C20—C21	1.374 (10)
N2—C16	1.353 (8)	C21—C22	1.383 (9)
N3—C23	1.309 (7)	C21—H21	0.9400
N3—H3	0.8700	C23—C24	1.504 (8)
C1—C2	1.382 (10)	C24—C29	1.379 (9)
C1—H1	0.9400	C24—C25	1.384 (9)
C2—C3	1.350 (12)	C25—C26	1.397 (10)
C2—H2	0.9400	C25—H25	0.9400
C3—C4	1.397 (10)	C26—C27	1.356 (12)
C3—H3A	0.9400	C26—H26	0.9400
C4—C5	1.380 (9)	C27—C28	1.382 (11)
C4—H4	0.9400	C27—H27	0.9400
C5—C6	1.470 (9)	C28—C29	1.388 (10)
C6—C7	1.392 (9)	C28—H28	0.9400
C6—C11	1.404 (8)	C29—H29	0.9400
C7—C8	1.379 (10)	O3—C30	1.387 (9)
C8—C9	1.374 (10)	O3—C30A	1.472 (9)
C8—H8	0.9400
C22—Ir1—C11	92.5 (2)	C10—C11—Ir1	127.1 (5)
C22—Ir1—N1	97.2 (2)	C6—C11—Ir1	113.8 (4)
C11—Ir1—N1	80.3 (2)	N2—C12—C13	121.9 (8)
C22—Ir1—N2	80.8 (2)	N2—C12—H12	119.1
C11—Ir1—N2	95.9 (2)	C13—C12—H12	119.1
N1—Ir1—N2	175.72 (19)	C12—C13—C14	118.7 (8)
C22—Ir1—N3	89.3 (2)	C12—C13—H13	120.6
C11—Ir1—N3	175.3 (2)	C14—C13—H13	120.6
N1—Ir1—N3	95.12 (19)	C15—C14—C13	119.4 (7)
N2—Ir1—N3	88.66 (18)	C15—C14—H14	120.3
C22—Ir1—O2	174.2 (2)	C13—C14—H14	120.3
C11—Ir1—O2	90.00 (19)	C14—C15—C16	120.8 (8)
N1—Ir1—O2	88.38 (18)	C14—C15—H15	119.6
N2—Ir1—O2	93.72 (19)	C16—C15—H15	119.6
N3—Ir1—O2	88.65 (17)	N2—C16—C15	119.0 (7)
Ir1—O2—H2A	90 (5)	N2—C16—C17	113.2 (6)
Ir1—O2—H2B	92 (5)	C15—C16—C17	127.8 (7)
H2A—O2—H2B	95 (7)	C18—C17—C22	117.6 (7)
C1—N1—C5	118.7 (5)	C18—C17—C16	126.5 (7)
C1—N1—Ir1	124.4 (4)	C22—C17—C16	115.9 (6)
C5—N1—Ir1	116.8 (4)	F3A—C18—C19	112 (3)
C12—N2—C16	120.2 (6)	F3A—C18—C17	124 (3)
C12—N2—Ir1	123.3 (5)	C19—C18—C17	123.7 (8)
C16—N2—Ir1	116.5 (4)	F3A—C18—F3	11 (5)
C23—N3—Ir1	130.2 (4)	C19—C18—F3	121 (3)
C23—N3—H3	114.9	C17—C18—F3	115 (3)
Ir1—N3—H3	114.9	C18—C19—C20	116.3 (7)
N1—C1—C2	121.5 (7)	C18—C19—H19	121.9
N1—C1—H1	119.3	C20—C19—H19	121.9
C2—C1—H1	119.3	C19—C20—F4	117.6 (7)
C3—C2—C1	120.3 (7)	C19—C20—C21	124.5 (8)
C3—C2—H2	119.9	F4—C20—C21	117.9 (8)
C1—C2—H2	119.9	C20—C21—C22	118.8 (7)
C2—C3—C4	119.2 (7)	C20—C21—H21	120.6
C2—C3—H3A	120.4	C22—C21—H21	120.6
C4—C3—H3A	120.4	C21—C22—C17	119.1 (6)
C5—C4—C3	119.4 (7)	C21—C22—Ir1	127.5 (5)
C5—C4—H4	120.3	C17—C22—Ir1	113.4 (5)
C3—C4—H4	120.3	O1—C23—N3	122.5 (5)
N1—C5—C4	120.9 (6)	O1—C23—C24	117.1 (5)
N1—C5—C6	112.4 (5)	N3—C23—C24	120.4 (5)
C4—C5—C6	126.7 (6)	C29—C24—C25	118.9 (6)
C7—C6—C11	118.1 (6)	C29—C24—C23	122.1 (6)
C7—C6—C5	125.6 (6)	C25—C24—C23	119.0 (6)
C11—C6—C5	116.3 (5)	C24—C25—C26	120.5 (7)
F1—C7—C8	116.6 (6)	C24—C25—H25	119.8
F1—C7—C6	119.2 (6)	C26—C25—H25	119.8
C8—C7—C6	124.1 (6)	C27—C26—C25	119.8 (8)
C9—C8—C7	115.0 (6)	C27—C26—H26	120.1
C9—C8—H8	122.5	C25—C26—H26	120.1
C7—C8—H8	122.5	C26—C27—C28	120.6 (7)
F2A—C9—F2	6 (2)	C26—C27—H27	119.7
F2A—C9—C10	118.9 (16)	C28—C27—H27	119.7
F2—C9—C10	119.5 (8)	C27—C28—C29	119.7 (8)
F2A—C9—C8	116.3 (16)	C27—C28—H28	120.2
F2—C9—C8	115.9 (8)	C29—C28—H28	120.2
C10—C9—C8	124.6 (7)	C24—C29—C28	120.5 (7)
C9—C10—C11	119.1 (6)	C24—C29—H29	119.7
C9—C10—H10	120.4	C28—C29—H29	119.7
C11—C10—H10	120.4	C30—O3—C30A	44.6 (8)
C10—C11—C6	119.0 (5)	C30Ai—C30A—O3	111 (2)
C22—Ir1—N1—C1	−86.8 (5)	O2—Ir1—N1—C1	91.6 (5)

D—H···A	D—H	H···A	D···A	D—H···A
O2—H2B···N3	0.85 (1)	2.54 (6)	3.029 (7)	117 (6)
O2—H2B···O1	0.85 (1)	1.74 (3)	2.560 (6)	161 (7)
O2—H2A···N1	0.85 (1)	2.45 (6)	2.960 (6)	119 (6)
O2—H2A···O1ii	0.85 (1)	1.97 (4)	2.700 (7)	142 (6)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O2—H2B⋯N3	0.85 (1)	2.54 (6)	3.029 (7)	117 (6)
O2—H2B⋯O1	0.85 (1)	1.74 (3)	2.560 (6)	161 (7)
O2—H2A⋯N1	0.85 (1)	2.45 (6)	2.960 (6)	119 (6)
O2—H2A⋯O1i	0.85 (1)	1.97 (4)	2.700 (7)	142 (6)

Symmetry code: (i) .