1-(3-p-Tolyl-isoxazol-5-yl)cyclo-hexa-nol.

The title compound, C(16)H(19)NO(2), contains two mol-ecules in the asymmetric unit. Each mol-ecule is composed of three inter-connected rings, two essentially planar rings, viz. the isoxazole and the methyl-benzyl aromatic ring [maximum deviations of 0.0027 (13) and 0.0031 (19) Å from the isoxazole and methylbenzyl ring planes, respectively, in the first molecule, 0.0018 (12) and 0.019 (2) Å in the second molecule], and one cyclo-hexa-nol ring having a chair conformation. Although the two mol-ecules have similar bond distances and angles, they differ in the orientation of the cyclo-hexa-nol ring with respect to the tolyl-isoxazole unit. In the first mol-ecule, the dihedral angle between the isoxazole and methyl-benzyl rings is 22.03 (8)° and between the isoxazole and cyclo-hexa-nol rings is 30.15 (8)°. The corresponding values in the second mol-ecule are 6.13 (10) and 88.44 (8)°, respectively. In the crystal, the molecules are linked by O-H⋯O and O-H⋯N hydrogen bonds, building up a zigzag chain parallel to the a axis.

Related literature

For isoxazole derivatives as building blocks in organic synthesis and combinatorial chemistry, see: Tu et al. (2009 ▶); Tang et al. (2009 ▶). For their biological activity, see: Deng et al. (2009 ▶); Kozikowski et al. (2008 ▶); Lee et al. (2009 ▶).

Experimental

Crystal data

C16H19NO2

M = 257.32

Orthorhombic,

a = 10.9404 (3) Å

b = 9.7136 (3) Å

c = 26.9207 (7) Å

V = 2860.88 (14) Å3

Z = 8

Mo Kα radiation

μ = 0.08 mm−1

T = 298 K

0.18 × 0.17 × 0.10 mm

Data collection

Bruker X8 APEXII diffractometer

Absorption correction: none

87116 measured reflections

4377 independent reflections

3820 reflections with I > 2σ(I)

R int = 0.032

Refinement

R[F 2 > 2σ(F 2)] = 0.039

wR(F 2) = 0.105

S = 1.04

4377 reflections

347 parameters

1 restraint

H-atom parameters constrained

Δρmax = 0.20 e Å−3

Δρmin = −0.15 e Å−3

Data collection: APEX2 (Bruker, 2005 ▶); cell refinement: SAINT (Bruker, 2005 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXS97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ▶) and PLATON (Spek, 2009 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809044900/dn2504sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809044900/dn2504Isup2.hkl

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

C16H19NO2	F(000) = 1104
Mr = 257.32	Dx = 1.195 Mg m−3
Orthorhombic, Pca21	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2c -2ac	Cell parameters from 4377 reflections
a = 10.9404 (3) Å	θ = 2.6–30.3°
b = 9.7136 (3) Å	µ = 0.08 mm−1
c = 26.9207 (7) Å	T = 298 K
V = 2860.88 (14) Å3	Bloc, colourless
Z = 8	0.18 × 0.17 × 0.10 mm

Bruker X8 APEXII diffractometer	3820 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.032
graphite	θmax = 30.3°, θmin = 0.8°
φ and ω scans	h = −15→15
87116 measured reflections	k = −13→13
4377 independent reflections	l = −38→38

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)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.105	H-atom parameters constrained
S = 1.04	w = 1/[σ2(Fo2) + (0.0535P)2 + 0.2498P] where P = (Fo2 + 2Fc2)/3
8578 reflections	(Δ/σ)max = 0.008
347 parameters	Δρmax = 0.20 e Å−3
1 restraint	Δρmin = −0.15 e Å−3

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
O1	0.06445 (8)	0.00823 (10)	0.57893 (4)	0.0480 (2)
H1	0.0930	0.0832	0.5867	0.072*
O3	0.11978 (9)	−0.17692 (11)	0.65818 (4)	0.0483 (2)
N1	0.17299 (11)	−0.19192 (14)	0.70537 (4)	0.0503 (3)
C1	0.26673 (12)	−0.03462 (16)	0.54425 (5)	0.0477 (3)
H1A	0.3325	−0.1015	0.5438	0.057*
H1B	0.2974	0.0489	0.5595	0.057*
C2	0.22715 (16)	−0.0037 (2)	0.49105 (6)	0.0619 (4)
H2A	0.1661	0.0688	0.4913	0.074*
H2B	0.2970	0.0287	0.4722	0.074*
C3	0.17463 (17)	−0.1307 (2)	0.46633 (6)	0.0656 (4)
H3A	0.2377	−0.2004	0.4634	0.079*
H3B	0.1468	−0.1075	0.4332	0.079*
C4	0.06776 (16)	−0.18753 (18)	0.49661 (6)	0.0584 (4)
H4A	0.0014	−0.1214	0.4964	0.070*
H4B	0.0384	−0.2717	0.4813	0.070*
C5	0.10482 (13)	−0.21730 (13)	0.55016 (6)	0.0475 (3)
H5A	0.1636	−0.2921	0.5507	0.057*
H5B	0.0335	−0.2463	0.5688	0.057*
C6	0.16095 (10)	−0.09053 (12)	0.57496 (5)	0.0365 (2)
C7	0.20414 (11)	−0.12361 (12)	0.62677 (5)	0.0384 (2)
C8	0.31007 (12)	−0.10441 (14)	0.65116 (5)	0.0420 (3)
H8	0.3830	−0.0699	0.6385	0.050*
C9	0.28579 (12)	−0.14860 (13)	0.70052 (5)	0.0406 (3)
C10	0.36790 (13)	−0.14279 (14)	0.74392 (5)	0.0440 (3)
C11	0.46620 (14)	−0.05373 (16)	0.74405 (5)	0.0512 (3)
H11	0.4817	0.0003	0.7162	0.061*
C12	0.54184 (16)	−0.04399 (19)	0.78505 (6)	0.0587 (4)
H12	0.6074	0.0169	0.7844	0.070*
C13	0.52180 (16)	−0.12314 (19)	0.82699 (6)	0.0603 (4)
C14	0.42354 (18)	−0.2130 (2)	0.82669 (6)	0.0653 (4)
H14	0.4087	−0.2677	0.8544	0.078*
C15	0.34695 (16)	−0.22311 (18)	0.78595 (6)	0.0577 (4)
H15	0.2812	−0.2838	0.7866	0.069*
C31	0.6071 (2)	−0.1127 (3)	0.87111 (8)	0.0909 (7)
H31A	0.6901	−0.1222	0.8601	0.136*
H31B	0.5885	−0.1845	0.8944	0.136*
H31C	0.5968	−0.0247	0.8868	0.136*
O2	0.13845 (8)	0.27957 (9)	0.59456 (4)	0.0446 (2)
H2	0.0833	0.3217	0.5806	0.067*
O4	0.37614 (10)	0.53575 (12)	0.59082 (4)	0.0551 (3)
N2	0.43241 (12)	0.59158 (15)	0.54833 (5)	0.0567 (3)
C16	0.30531 (13)	0.29329 (15)	0.65160 (6)	0.0474 (3)
H16A	0.3400	0.2165	0.6334	0.057*
H16B	0.3721	0.3518	0.6624	0.057*
C17	0.23731 (17)	0.23905 (17)	0.69701 (6)	0.0587 (4)
H17A	0.1780	0.1707	0.6865	0.070*
H17B	0.2949	0.1944	0.7192	0.070*
C18	0.1719 (2)	0.35391 (19)	0.72487 (6)	0.0650 (4)
H18A	0.1269	0.3153	0.7526	0.078*
H18B	0.2316	0.4182	0.7380	0.078*
C19	0.08429 (16)	0.42955 (17)	0.69051 (6)	0.0570 (4)
H19A	0.0211	0.3668	0.6793	0.068*
H19B	0.0453	0.5041	0.7085	0.068*
C20	0.15192 (13)	0.48696 (13)	0.64607 (5)	0.0439 (3)
H20A	0.2097	0.5561	0.6573	0.053*
H20B	0.0939	0.5316	0.6241	0.053*
C21	0.22078 (11)	0.37544 (12)	0.61712 (5)	0.0383 (2)
C22	0.29290 (11)	0.44198 (13)	0.57612 (5)	0.0398 (2)
C23	0.29195 (13)	0.43498 (14)	0.52616 (5)	0.0459 (3)
H23	0.2431	0.3792	0.5063	0.055*
C24	0.38164 (12)	0.53111 (14)	0.51042 (5)	0.0437 (3)
C25	0.41837 (14)	0.56858 (16)	0.45954 (6)	0.0507 (3)
C26	0.49890 (17)	0.6774 (2)	0.45147 (7)	0.0678 (4)
H26	0.5283	0.7284	0.4781	0.081*
C27	0.53507 (19)	0.7092 (3)	0.40341 (8)	0.0829 (6)
H27	0.5887	0.7822	0.3984	0.099*
C28	0.4935 (2)	0.6354 (2)	0.36267 (7)	0.0763 (5)
C29	0.4112 (3)	0.5332 (3)	0.37146 (8)	0.0963 (8)
H29	0.3792	0.4847	0.3446	0.116*
C30	0.3732 (3)	0.4987 (2)	0.41912 (7)	0.0801 (6)
H34	0.3170	0.4280	0.4237	0.096*
C32	0.5363 (3)	0.6679 (4)	0.31036 (9)	0.1103 (9)
H32A	0.5810	0.7529	0.3105	0.165*
H32B	0.4668	0.6761	0.2888	0.165*
H32C	0.5883	0.5951	0.2987	0.165*

	U11	U22	U33	U12	U13	U23
O1	0.0360 (4)	0.0406 (4)	0.0675 (6)	0.0067 (3)	−0.0034 (4)	−0.0048 (4)
O3	0.0416 (5)	0.0563 (5)	0.0471 (5)	−0.0072 (4)	0.0036 (4)	−0.0019 (4)
N1	0.0518 (7)	0.0578 (7)	0.0413 (6)	−0.0064 (5)	0.0042 (5)	0.0006 (5)
C1	0.0346 (6)	0.0643 (8)	0.0443 (7)	−0.0050 (5)	−0.0031 (5)	0.0053 (6)
C2	0.0513 (8)	0.0882 (11)	0.0463 (7)	−0.0129 (8)	−0.0041 (6)	0.0164 (8)
C3	0.0653 (10)	0.0874 (12)	0.0440 (7)	0.0045 (9)	−0.0063 (7)	−0.0033 (8)
C4	0.0627 (9)	0.0580 (8)	0.0546 (8)	−0.0075 (7)	−0.0155 (7)	−0.0070 (7)
C5	0.0533 (7)	0.0382 (6)	0.0510 (7)	−0.0019 (5)	−0.0065 (6)	−0.0037 (6)
C6	0.0306 (5)	0.0353 (5)	0.0436 (6)	0.0027 (4)	−0.0025 (4)	−0.0008 (4)
C7	0.0355 (6)	0.0366 (5)	0.0432 (6)	0.0025 (4)	0.0045 (4)	−0.0038 (5)
C8	0.0369 (6)	0.0478 (6)	0.0413 (6)	0.0019 (5)	0.0017 (5)	0.0031 (5)
C9	0.0441 (6)	0.0372 (6)	0.0404 (6)	0.0040 (5)	0.0039 (5)	−0.0018 (5)
C10	0.0487 (7)	0.0457 (6)	0.0376 (6)	0.0065 (5)	0.0020 (5)	−0.0009 (5)
C11	0.0560 (8)	0.0534 (7)	0.0442 (7)	−0.0014 (6)	−0.0032 (6)	0.0061 (6)
C12	0.0553 (9)	0.0671 (9)	0.0538 (8)	−0.0039 (7)	−0.0081 (6)	0.0015 (7)
C13	0.0632 (9)	0.0777 (11)	0.0400 (7)	0.0091 (8)	−0.0050 (6)	−0.0035 (7)
C14	0.0756 (11)	0.0816 (12)	0.0387 (7)	−0.0003 (9)	0.0005 (7)	0.0116 (7)
C15	0.0626 (9)	0.0641 (9)	0.0465 (7)	−0.0053 (7)	0.0029 (6)	0.0076 (7)
C31	0.0888 (15)	0.132 (2)	0.0516 (10)	−0.0045 (14)	−0.0215 (10)	0.0034 (12)
O2	0.0412 (5)	0.0333 (4)	0.0595 (6)	−0.0003 (3)	−0.0095 (4)	−0.0018 (4)
O4	0.0527 (6)	0.0675 (7)	0.0449 (5)	−0.0229 (5)	−0.0046 (4)	0.0012 (5)
N2	0.0524 (7)	0.0693 (8)	0.0483 (6)	−0.0200 (6)	−0.0015 (5)	0.0057 (6)
C16	0.0452 (7)	0.0445 (6)	0.0523 (7)	0.0060 (5)	−0.0096 (5)	0.0034 (6)
C17	0.0703 (10)	0.0523 (8)	0.0535 (8)	0.0080 (7)	−0.0056 (7)	0.0127 (6)
C18	0.0870 (12)	0.0643 (10)	0.0439 (7)	0.0032 (9)	0.0041 (7)	0.0064 (7)
C19	0.0615 (9)	0.0545 (8)	0.0550 (8)	0.0079 (7)	0.0128 (7)	0.0000 (6)
C20	0.0471 (7)	0.0360 (6)	0.0486 (7)	0.0035 (5)	0.0000 (5)	−0.0009 (5)
C21	0.0363 (6)	0.0338 (5)	0.0446 (6)	0.0007 (4)	−0.0034 (5)	0.0002 (5)
C22	0.0361 (6)	0.0371 (5)	0.0461 (6)	0.0018 (4)	−0.0040 (5)	−0.0010 (5)
C23	0.0481 (7)	0.0426 (6)	0.0470 (7)	−0.0042 (5)	−0.0044 (5)	−0.0050 (5)
C24	0.0403 (6)	0.0431 (6)	0.0476 (7)	0.0030 (5)	0.0005 (5)	−0.0008 (5)
C25	0.0502 (7)	0.0519 (7)	0.0501 (7)	0.0068 (6)	0.0036 (6)	0.0036 (6)
C26	0.0579 (9)	0.0868 (12)	0.0586 (9)	−0.0137 (8)	0.0026 (7)	0.0075 (8)
C27	0.0667 (11)	0.1048 (16)	0.0772 (14)	−0.0099 (10)	0.0099 (10)	0.0285 (12)
C28	0.0845 (13)	0.0901 (14)	0.0544 (9)	0.0206 (11)	0.0148 (9)	0.0135 (10)
C29	0.149 (2)	0.0882 (16)	0.0514 (10)	−0.0098 (16)	0.0070 (13)	−0.0056 (10)
C30	0.1169 (17)	0.0688 (11)	0.0545 (9)	−0.0194 (11)	0.0065 (10)	−0.0061 (9)
C32	0.126 (2)	0.141 (2)	0.0640 (13)	0.0189 (19)	0.0251 (13)	0.0296 (14)

O1—C6	1.4305 (14)	O2—C21	1.4308 (15)
O1—H1	0.8200	O2—H2	0.8200
O3—C7	1.3546 (15)	O4—C22	1.3473 (16)
O3—N1	1.4051 (16)	O4—N2	1.4076 (17)
N1—C9	1.3103 (18)	N2—C24	1.3021 (19)
C1—C6	1.5223 (18)	C16—C17	1.525 (2)
C1—C2	1.526 (2)	C16—C21	1.5342 (17)
C1—H1A	0.9700	C16—H16A	0.9700
C1—H1B	0.9700	C16—H16B	0.9700
C2—C3	1.515 (3)	C17—C18	1.523 (2)
C2—H2A	0.9700	C17—H17A	0.9700
C2—H2B	0.9700	C17—H17B	0.9700
C3—C4	1.528 (3)	C18—C19	1.521 (3)
C3—H3A	0.9700	C18—H18A	0.9700
C3—H3B	0.9700	C18—H18B	0.9700
C4—C5	1.525 (2)	C19—C20	1.513 (2)
C4—H4A	0.9700	C19—H19A	0.9700
C4—H4B	0.9700	C19—H19B	0.9700
C5—C6	1.5294 (17)	C20—C21	1.5325 (18)
C5—H5A	0.9700	C20—H20A	0.9700
C5—H5B	0.9700	C20—H20B	0.9700
C6—C7	1.5072 (17)	C21—C22	1.5027 (18)
C7—C8	1.3450 (18)	C22—C23	1.3469 (19)
C8—C9	1.4215 (17)	C23—C24	1.419 (2)
C8—H8	0.9300	C23—H23	0.9300
C9—C10	1.4747 (19)	C24—C25	1.473 (2)
C10—C11	1.380 (2)	C25—C30	1.375 (3)
C10—C15	1.393 (2)	C25—C26	1.393 (2)
C11—C12	1.383 (2)	C26—C27	1.388 (3)
C11—H11	0.9300	C26—H26	0.9300
C12—C13	1.384 (2)	C27—C28	1.387 (3)
C12—H12	0.9300	C27—H27	0.9300
C13—C14	1.385 (3)	C28—C29	1.362 (4)
C13—C31	1.514 (2)	C28—C32	1.517 (3)
C14—C15	1.384 (2)	C29—C30	1.390 (3)
C14—H14	0.9300	C29—H29	0.9300
C15—H15	0.9300	C30—H34	0.9300
C31—H31A	0.9600	C32—H32A	0.9600
C31—H31B	0.9600	C32—H32B	0.9600
C31—H31C	0.9600	C32—H32C	0.9600
C6—O1—H1	109.5	C21—O2—H2	109.5
C7—O3—N1	108.77 (10)	C22—O4—N2	108.51 (11)
C9—N1—O3	105.48 (10)	C24—N2—O4	106.05 (11)
C6—C1—C2	111.35 (11)	C17—C16—C21	111.76 (12)
C6—C1—H1A	109.4	C17—C16—H16A	109.3
C2—C1—H1A	109.4	C21—C16—H16A	109.3
C6—C1—H1B	109.4	C17—C16—H16B	109.3
C2—C1—H1B	109.4	C21—C16—H16B	109.3
H1A—C1—H1B	108.0	H16A—C16—H16B	107.9
C3—C2—C1	111.08 (14)	C18—C17—C16	111.78 (13)
C3—C2—H2A	109.4	C18—C17—H17A	109.3
C1—C2—H2A	109.4	C16—C17—H17A	109.3
C3—C2—H2B	109.4	C18—C17—H17B	109.3
C1—C2—H2B	109.4	C16—C17—H17B	109.3
H2A—C2—H2B	108.0	H17A—C17—H17B	107.9
C2—C3—C4	110.49 (14)	C19—C18—C17	110.50 (14)
C2—C3—H3A	109.6	C19—C18—H18A	109.5
C4—C3—H3A	109.6	C17—C18—H18A	109.5
C2—C3—H3B	109.6	C19—C18—H18B	109.5
C4—C3—H3B	109.6	C17—C18—H18B	109.5
H3A—C3—H3B	108.1	H18A—C18—H18B	108.1
C5—C4—C3	111.66 (13)	C20—C19—C18	110.53 (14)
C5—C4—H4A	109.3	C20—C19—H19A	109.5
C3—C4—H4A	109.3	C18—C19—H19A	109.5
C5—C4—H4B	109.3	C20—C19—H19B	109.5
C3—C4—H4B	109.3	C18—C19—H19B	109.5
H4A—C4—H4B	107.9	H19A—C19—H19B	108.1
C4—C5—C6	111.51 (12)	C19—C20—C21	112.46 (11)
C4—C5—H5A	109.3	C19—C20—H20A	109.1
C6—C5—H5A	109.3	C21—C20—H20A	109.1
C4—C5—H5B	109.3	C19—C20—H20B	109.1
C6—C5—H5B	109.3	C21—C20—H20B	109.1
H5A—C5—H5B	108.0	H20A—C20—H20B	107.8
O1—C6—C7	107.77 (10)	O2—C21—C22	107.39 (10)
O1—C6—C1	111.25 (10)	O2—C21—C20	111.49 (10)
C7—C6—C1	109.89 (10)	C22—C21—C20	109.12 (10)
O1—C6—C5	106.03 (10)	O2—C21—C16	107.32 (10)
C7—C6—C5	110.98 (10)	C22—C21—C16	110.59 (10)
C1—C6—C5	110.82 (11)	C20—C21—C16	110.87 (11)
C8—C7—O3	109.59 (11)	C23—C22—O4	109.43 (12)
C8—C7—C6	133.82 (11)	C23—C22—C21	135.04 (12)
O3—C7—C6	116.46 (10)	O4—C22—C21	115.47 (11)
C7—C8—C9	104.69 (11)	C22—C23—C24	105.05 (12)
C7—C8—H8	127.7	C22—C23—H23	127.5
C9—C8—H8	127.7	C24—C23—H23	127.5
N1—C9—C8	111.47 (12)	N2—C24—C23	110.96 (13)
N1—C9—C10	120.48 (12)	N2—C24—C25	120.07 (13)
C8—C9—C10	127.96 (12)	C23—C24—C25	128.96 (13)
C11—C10—C15	118.49 (13)	C30—C25—C26	118.61 (16)
C11—C10—C9	120.05 (12)	C30—C25—C24	121.05 (15)
C15—C10—C9	121.44 (13)	C26—C25—C24	120.34 (15)
C10—C11—C12	120.75 (14)	C27—C26—C25	119.66 (19)
C10—C11—H11	119.6	C27—C26—H26	120.2
C12—C11—H11	119.6	C25—C26—H26	120.2
C11—C12—C13	121.24 (16)	C28—C27—C26	121.9 (2)
C11—C12—H12	119.4	C28—C27—H27	119.0
C13—C12—H12	119.4	C26—C27—H27	119.0
C12—C13—C14	117.94 (14)	C29—C28—C27	117.17 (18)
C12—C13—C31	120.35 (18)	C29—C28—C32	121.1 (2)
C14—C13—C31	121.69 (17)	C27—C28—C32	121.7 (2)
C15—C14—C13	121.28 (15)	C28—C29—C30	122.3 (2)
C15—C14—H14	119.4	C28—C29—H29	118.9
C13—C14—H14	119.4	C30—C29—H29	118.9
C14—C15—C10	120.30 (16)	C25—C30—C29	120.3 (2)
C14—C15—H15	119.9	C25—C30—H34	119.9
C10—C15—H15	119.9	C29—C30—H34	119.9
C13—C31—H31A	109.5	C28—C32—H32A	109.5
C13—C31—H31B	109.5	C28—C32—H32B	109.5
H31A—C31—H31B	109.5	H32A—C32—H32B	109.5
C13—C31—H31C	109.5	C28—C32—H32C	109.5
H31A—C31—H31C	109.5	H32A—C32—H32C	109.5
H31B—C31—H31C	109.5	H32B—C32—H32C	109.5

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···O2	0.82	1.98	2.7892 (12)	168
O2—H2···N2i	0.82	2.05	2.8629 (16)	173

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1⋯O2	0.82	1.98	2.7892 (12)	168
O2—H2⋯N2i	0.82	2.05	2.8629 (16)	173

Symmetry code: (i) .