2-[2-(1H-Imidazol-3-ium-5-yl)eth-yl]-3-(pyridin-2-yl)-2H-imidazo[1,5-a]pyridin-4-ium bis-(perchlorate).

In the title mol-ecular salt, C(17)H(17)N(5) (+)·2ClO(4) (-), the dihedral angles between the fused-ring system and the pendant five- and six-membered heterocyclic rings are 6.4 (2) and 41.29 (19)°, respectively. The O atoms of both perchlorate anions are disordered over two sets of sites with occupancy ratios of 0.614 (8):0.386 (8) and 0.591 (7):0.409 (7). An intra-molecular C-H⋯N contact occurs in the cation. In the crystal, the components are linked by N-H⋯O and C-H⋯O hydrogen bonds and π-π stacking inter-actions [centroid-centroid separation = 3.642 (3) Å].

Related literature

For background to the biological properties of imidazopyridine compounds, see: Kaminski & Doweyko (1997 ▶); Sanfillipo et al. (1988 ▶); Lhassani et al. (1999 ▶). For hydrogen-bond motifs, see: Bernstein et al. (1995 ▶).

Experimental

Crystal data

C17H17N5 2+·2ClO4 −

M = 490.26

Monoclinic,

a = 15.044 (6) Å

b = 11.303 (4) Å

c = 12.783 (5) Å

β = 108.009 (15)°

V = 2067.1 (13) Å3

Z = 4

Mo Kα radiation

μ = 0.37 mm−1

T = 273 K

0.35 × 0.20 × 0.20 mm

Data collection

Rigaku R-AXIS RAPID diffractometer

19199 measured reflections

4507 independent reflections

2540 reflections with I > 2σ(I)

R int = 0.083

Refinement

R[F 2 > 2σ(F 2)] = 0.074

wR(F 2) = 0.214

S = 1.07

4507 reflections

363 parameters

198 restraints

H-atom parameters constrained

Δρmax = 0.45 e Å−3

Δρmin = −0.52 e Å−3

Data collection: PROCESS-AUTO (Rigaku, 1998 ▶); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2004) ▶; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶) and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811015625/hb5862sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811015625/hb5862Isup2.hkl

Supplementary material file. DOI: 10.1107/S1600536811015625/hb5862Isup3.cml

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

C17H17N52+·2ClO4−	F(000) = 1008
Mr = 490.26	Dx = 1.575 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 11579 reflections
a = 15.044 (6) Å	θ = 3.1–29.6°
b = 11.303 (4) Å	µ = 0.37 mm−1
c = 12.783 (5) Å	T = 273 K
β = 108.009 (15)°	Block, brown
V = 2067.1 (13) Å3	0.35 × 0.20 × 0.20 mm
Z = 4

Rigaku R-AXIS RAPID diffractometer	2540 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.083
graphite	θmax = 27.0°, θmin = 3.1°
Detector resolution: 10.00 pixels mm-1	h = −19→19
ω scans	k = −14→14
19199 measured reflections	l = −16→16
4507 independent 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)] = 0.074	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.214	H-atom parameters constrained
S = 1.07	w = 1/[σ2(Fo2) + (0.0979P)2 + 0.8991P] where P = (Fo2 + 2Fc2)/3
4507 reflections	(Δ/σ)max < 0.001
363 parameters	Δρmax = 0.45 e Å−3
198 restraints	Δρmin = −0.52 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)
Cl1	0.04647 (8)	−0.10009 (10)	0.30270 (8)	0.0598 (4)
Cl2	0.38314 (10)	0.18832 (12)	0.36810 (11)	0.0791 (4)
O1A	0.1400 (4)	−0.0618 (7)	0.3141 (7)	0.0894 (19)	0.614 (8)
O2A	−0.0092 (7)	−0.0565 (8)	0.2027 (5)	0.115 (2)	0.614 (8)
O3A	0.0469 (7)	−0.2260 (4)	0.3022 (9)	0.091 (2)	0.614 (8)
O4A	0.0210 (9)	−0.0453 (14)	0.3907 (6)	0.069 (2)	0.614 (8)
O1B	0.0926 (10)	−0.0210 (9)	0.2511 (10)	0.096 (2)	0.386 (8)
O2B	−0.0448 (5)	−0.1148 (12)	0.2321 (8)	0.088 (3)	0.386 (8)
O3B	0.0868 (11)	−0.2140 (7)	0.3301 (15)	0.092 (3)	0.386 (8)
O4B	0.0434 (15)	−0.064 (2)	0.4091 (8)	0.064 (3)	0.386 (8)
O5A	0.4484 (9)	0.1176 (9)	0.4445 (8)	0.114 (3)	0.591 (7)
O6A	0.3768 (6)	0.2058 (7)	0.2528 (5)	0.113 (2)	0.591 (7)
O7A	0.3632 (7)	0.2974 (6)	0.4153 (7)	0.089 (2)	0.591 (7)
O8A	0.2969 (5)	0.1162 (7)	0.3466 (6)	0.0921 (19)	0.591 (7)
O5B	0.4416 (12)	0.0902 (12)	0.4024 (12)	0.105 (3)	0.409 (7)
O6B	0.4497 (7)	0.2597 (8)	0.3319 (10)	0.108 (3)	0.409 (7)
O7B	0.3793 (11)	0.2623 (10)	0.4594 (8)	0.089 (3)	0.409 (7)
O8B	0.2861 (6)	0.1717 (13)	0.3009 (12)	0.123 (3)	0.409 (7)
N1	0.2084 (2)	0.6878 (3)	0.5373 (3)	0.0568 (9)
N2	0.2744 (2)	0.8592 (3)	0.5682 (3)	0.0525 (8)
N3	0.3643 (3)	0.6138 (3)	0.4591 (3)	0.0678 (10)
N4	0.1981 (3)	0.2840 (3)	0.4732 (3)	0.0602 (9)
H4N	0.2431	0.2966	0.4465	0.072*
N5	0.0837 (3)	0.2016 (3)	0.5074 (3)	0.0703 (11)
H5N	0.0406	0.1515	0.5070	0.084*
C1	0.1678 (3)	0.7453 (4)	0.6032 (3)	0.0633 (12)
H1	0.1215	0.7153	0.6299	0.076*
C2	0.2065 (3)	0.8542 (4)	0.6235 (3)	0.0586 (11)
C3	0.1957 (4)	0.9540 (5)	0.6846 (4)	0.0705 (13)
H3	0.1515	0.9533	0.7218	0.085*
C4	0.2487 (4)	1.0493 (5)	0.6890 (4)	0.0786 (15)
H4	0.2398	1.1161	0.7270	0.094*
C5	0.3187 (4)	1.0491 (4)	0.6361 (4)	0.0753 (14)
H5	0.3571	1.1151	0.6429	0.090*
C6	0.3313 (3)	0.9565 (4)	0.5763 (3)	0.0616 (11)
H6	0.3771	0.9580	0.5414	0.074*
C7	0.2737 (3)	0.7553 (3)	0.5146 (3)	0.0519 (10)
C8	0.3311 (3)	0.7255 (4)	0.4459 (3)	0.0527 (10)
C9	0.3495 (3)	0.8053 (4)	0.3742 (4)	0.0624 (11)
H9	0.3223	0.8800	0.3651	0.075*
C10	0.4094 (4)	0.7724 (5)	0.3157 (4)	0.0763 (14)
H10	0.4256	0.8254	0.2691	0.092*
C11	0.4437 (4)	0.6597 (6)	0.3288 (5)	0.0821 (16)
H11	0.4839	0.6347	0.2907	0.099*
C12	0.4184 (4)	0.5831 (5)	0.3986 (4)	0.0814 (15)
H12	0.4404	0.5057	0.4037	0.098*
C13	0.1788 (3)	0.5677 (4)	0.4936 (4)	0.0613 (11)
H13A	0.2000	0.5529	0.4304	0.074*
H13B	0.1112	0.5629	0.4697	0.074*
C14	0.2189 (3)	0.4744 (4)	0.5806 (4)	0.0643 (12)
H14A	0.2856	0.4673	0.5932	0.077*
H14B	0.2091	0.4979	0.6492	0.077*
C15	0.1729 (3)	0.3587 (4)	0.5444 (3)	0.0554 (10)
C16	0.1433 (3)	0.1910 (4)	0.4521 (4)	0.0674 (12)
H16	0.1463	0.1285	0.4060	0.081*
C17	0.1007 (3)	0.3047 (4)	0.5659 (4)	0.0660 (12)
H17	0.0683	0.3325	0.6122	0.079*

	U11	U22	U33	U12	U13	U23
Cl1	0.0669 (7)	0.0630 (7)	0.0559 (6)	0.0019 (5)	0.0283 (5)	−0.0003 (5)
Cl2	0.0943 (9)	0.0704 (8)	0.0883 (9)	0.0208 (7)	0.0509 (8)	0.0218 (6)
O1A	0.080 (3)	0.106 (4)	0.101 (4)	−0.012 (3)	0.056 (3)	−0.012 (4)
O2A	0.137 (5)	0.124 (5)	0.068 (3)	0.020 (4)	0.006 (3)	0.017 (3)
O3A	0.116 (6)	0.064 (3)	0.094 (5)	−0.010 (3)	0.036 (5)	−0.007 (3)
O4A	0.072 (6)	0.074 (5)	0.072 (3)	−0.001 (4)	0.040 (4)	−0.005 (4)
O1B	0.122 (5)	0.102 (5)	0.083 (5)	−0.009 (4)	0.059 (4)	0.011 (4)
O2B	0.090 (4)	0.108 (6)	0.057 (4)	0.004 (4)	0.010 (3)	−0.016 (4)
O3B	0.107 (7)	0.069 (4)	0.090 (6)	0.020 (4)	0.014 (6)	−0.004 (4)
O4B	0.071 (7)	0.072 (6)	0.050 (3)	−0.007 (5)	0.023 (4)	−0.003 (4)
O5A	0.106 (4)	0.092 (5)	0.122 (6)	0.031 (4)	0.005 (5)	0.007 (4)
O6A	0.149 (5)	0.109 (5)	0.102 (3)	0.040 (4)	0.071 (4)	0.024 (3)
O7A	0.098 (5)	0.061 (3)	0.117 (5)	0.006 (3)	0.047 (5)	0.009 (3)
O8A	0.098 (3)	0.090 (4)	0.084 (4)	0.007 (3)	0.022 (3)	−0.004 (3)
O5B	0.111 (5)	0.082 (5)	0.124 (7)	0.034 (5)	0.038 (6)	0.013 (5)
O6B	0.139 (5)	0.098 (5)	0.118 (6)	0.011 (4)	0.087 (4)	0.020 (5)
O7B	0.091 (5)	0.083 (6)	0.106 (5)	−0.001 (5)	0.050 (5)	−0.003 (4)
O8B	0.117 (4)	0.115 (7)	0.114 (6)	0.018 (4)	0.002 (5)	−0.001 (5)
N1	0.060 (2)	0.056 (2)	0.054 (2)	−0.0036 (17)	0.0177 (18)	0.0058 (16)
N2	0.061 (2)	0.052 (2)	0.0438 (18)	0.0022 (16)	0.0154 (16)	0.0031 (15)
N3	0.073 (3)	0.061 (2)	0.066 (2)	0.0037 (19)	0.017 (2)	−0.0068 (19)
N4	0.065 (2)	0.058 (2)	0.062 (2)	−0.0012 (18)	0.0260 (19)	0.0045 (18)
N5	0.060 (2)	0.057 (2)	0.094 (3)	−0.0071 (18)	0.024 (2)	0.015 (2)
C1	0.062 (3)	0.077 (3)	0.051 (2)	0.002 (2)	0.019 (2)	0.011 (2)
C2	0.058 (3)	0.073 (3)	0.043 (2)	0.012 (2)	0.013 (2)	0.011 (2)
C3	0.077 (3)	0.086 (4)	0.049 (2)	0.019 (3)	0.019 (2)	0.000 (2)
C4	0.099 (4)	0.071 (3)	0.060 (3)	0.018 (3)	0.017 (3)	−0.008 (2)
C5	0.098 (4)	0.054 (3)	0.063 (3)	0.000 (3)	0.009 (3)	−0.005 (2)
C6	0.078 (3)	0.050 (2)	0.054 (2)	−0.007 (2)	0.017 (2)	0.000 (2)
C7	0.057 (2)	0.049 (2)	0.048 (2)	−0.0030 (19)	0.0136 (19)	0.0069 (18)
C8	0.054 (2)	0.053 (2)	0.049 (2)	−0.0041 (19)	0.0132 (19)	−0.0070 (19)
C9	0.065 (3)	0.071 (3)	0.053 (2)	−0.007 (2)	0.022 (2)	−0.008 (2)
C10	0.077 (3)	0.092 (4)	0.063 (3)	−0.027 (3)	0.025 (3)	−0.010 (3)
C11	0.063 (3)	0.105 (5)	0.085 (4)	−0.014 (3)	0.033 (3)	−0.031 (3)
C12	0.071 (3)	0.084 (4)	0.086 (4)	0.007 (3)	0.020 (3)	−0.026 (3)
C13	0.067 (3)	0.055 (3)	0.059 (3)	−0.014 (2)	0.014 (2)	0.007 (2)
C14	0.074 (3)	0.056 (3)	0.061 (3)	−0.003 (2)	0.017 (2)	0.007 (2)
C15	0.058 (3)	0.056 (2)	0.054 (2)	0.000 (2)	0.020 (2)	0.006 (2)
C16	0.072 (3)	0.053 (3)	0.073 (3)	−0.002 (2)	0.017 (3)	0.001 (2)
C17	0.066 (3)	0.065 (3)	0.075 (3)	0.004 (2)	0.034 (3)	0.008 (2)

Cl1—O2A	1.385 (5)	N5—H5N	0.8600
Cl1—O2B	1.401 (6)	C1—C2	1.352 (6)
Cl1—O1B	1.414 (6)	C1—H1	0.9300
Cl1—O3B	1.420 (6)	C2—C3	1.410 (6)
Cl1—O3A	1.423 (5)	C3—C4	1.330 (7)
Cl1—O4A	1.436 (4)	C3—H3	0.9300
Cl1—O4B	1.436 (5)	C4—C5	1.417 (7)
Cl1—O1A	1.435 (5)	C4—H4	0.9300
Cl2—O5B	1.400 (6)	C5—C6	1.343 (6)
Cl2—O5A	1.401 (5)	C5—H5	0.9300
Cl2—O7A	1.444 (5)	C6—H6	0.9300
Cl2—O7B	1.452 (6)	C7—C8	1.448 (5)
Cl2—O8B	1.459 (7)	C8—C9	1.374 (6)
Cl2—O6A	1.461 (5)	C9—C10	1.388 (6)
Cl2—O6B	1.468 (6)	C9—H9	0.9300
Cl2—O8A	1.484 (6)	C10—C11	1.365 (8)
N1—C7	1.344 (5)	C10—H10	0.9300
N1—C1	1.350 (5)	C11—C12	1.379 (8)
N1—C13	1.483 (5)	C11—H11	0.9300
N2—C7	1.358 (5)	C12—H12	0.9300
N2—C6	1.377 (5)	C13—C14	1.515 (6)
N2—C2	1.411 (5)	C13—H13A	0.9700
N3—C12	1.331 (6)	C13—H13B	0.9700
N3—C8	1.349 (5)	C14—C15	1.486 (6)
N4—C16	1.312 (6)	C14—H14A	0.9700
N4—C15	1.377 (5)	C14—H14B	0.9700
N4—H4N	0.8600	C15—C17	1.347 (6)
N5—C16	1.307 (6)	C16—H16	0.9300
N5—C17	1.366 (6)	C17—H17	0.9300
O2B—Cl1—O1B	107.4 (7)	C3—C4—H4	119.9
O2B—Cl1—O3B	108.1 (7)	C5—C4—H4	119.9
O1B—Cl1—O3B	117.0 (9)	C6—C5—C4	121.9 (5)
O2A—Cl1—O3A	110.7 (5)	C6—C5—H5	119.1
O2A—Cl1—O4A	109.8 (6)	C4—C5—H5	119.1
O3A—Cl1—O4A	116.0 (8)	C5—C6—N2	118.2 (4)
O2B—Cl1—O4B	109.4 (9)	C5—C6—H6	120.9
O1B—Cl1—O4B	115.2 (12)	N2—C6—H6	120.9
O3B—Cl1—O4B	99.4 (12)	N1—C7—N2	105.9 (4)
O2A—Cl1—O1A	106.3 (5)	N1—C7—C8	127.7 (4)
O3A—Cl1—O1A	107.2 (5)	N2—C7—C8	126.4 (4)
O4A—Cl1—O1A	106.3 (7)	N3—C8—C9	123.7 (4)
O5A—Cl2—O7A	112.8 (5)	N3—C8—C7	114.1 (4)
O5B—Cl2—O7B	112.5 (8)	C9—C8—C7	122.1 (4)
O5B—Cl2—O8B	120.0 (10)	C8—C9—C10	118.8 (5)
O7B—Cl2—O8B	105.4 (9)	C8—C9—H9	120.6
O5A—Cl2—O6A	126.4 (6)	C10—C9—H9	120.6
O7A—Cl2—O6A	110.4 (4)	C11—C10—C9	117.9 (5)
O5B—Cl2—O6B	96.3 (10)	C11—C10—H10	121.0
O7B—Cl2—O6B	97.9 (7)	C9—C10—H10	121.0
O8B—Cl2—O6B	122.8 (8)	C10—C11—C12	119.7 (5)
O5A—Cl2—O8A	101.5 (7)	C10—C11—H11	120.2
O7A—Cl2—O8A	105.3 (5)	C12—C11—H11	120.2
O6A—Cl2—O8A	96.1 (5)	N3—C12—C11	123.6 (5)
C7—N1—C1	111.3 (4)	N3—C12—H12	118.2
C7—N1—C13	126.3 (4)	C11—C12—H12	118.2
C1—N1—C13	122.3 (4)	N1—C13—C14	110.9 (3)
C7—N2—C6	129.5 (4)	N1—C13—H13A	109.5
C7—N2—C2	108.9 (4)	C14—C13—H13A	109.5
C6—N2—C2	121.5 (4)	N1—C13—H13B	109.5
C12—N3—C8	116.1 (4)	C14—C13—H13B	109.5
C16—N4—C15	110.1 (4)	H13A—C13—H13B	108.1
C16—N4—H4N	125.0	C15—C14—C13	110.1 (4)
C15—N4—H4N	125.0	C15—C14—H14A	109.6
C16—N5—C17	109.3 (4)	C13—C14—H14A	109.6
C16—N5—H5N	125.3	C15—C14—H14B	109.6
C17—N5—H5N	125.3	C13—C14—H14B	109.6
N1—C1—C2	107.9 (4)	H14A—C14—H14B	108.2
N1—C1—H1	126.1	C17—C15—N4	105.1 (4)
C2—C1—H1	126.1	C17—C15—C14	131.5 (4)
C1—C2—C3	135.9 (5)	N4—C15—C14	123.3 (4)
C1—C2—N2	106.0 (4)	N5—C16—N4	107.9 (4)
C3—C2—N2	118.1 (4)	N5—C16—H16	126.0
C4—C3—C2	120.1 (5)	N4—C16—H16	126.0
C4—C3—H3	120.0	C15—C17—N5	107.5 (4)
C2—C3—H3	120.0	C15—C17—H17	126.2
C3—C4—C5	120.2 (5)	N5—C17—H17	126.2
C7—N1—C1—C2	0.8 (5)	C12—N3—C8—C7	−179.2 (4)
C13—N1—C1—C2	−176.6 (4)	N1—C7—C8—N3	−41.5 (6)
N1—C1—C2—C3	−179.7 (5)	N2—C7—C8—N3	139.5 (4)
N1—C1—C2—N2	−1.2 (4)	N1—C7—C8—C9	138.6 (4)
C7—N2—C2—C1	1.3 (4)	N2—C7—C8—C9	−40.4 (6)
C6—N2—C2—C1	−176.5 (4)	N3—C8—C9—C10	−3.5 (7)
C7—N2—C2—C3	−179.9 (4)	C7—C8—C9—C10	176.4 (4)
C6—N2—C2—C3	2.4 (6)	C8—C9—C10—C11	3.0 (7)
C1—C2—C3—C4	178.3 (5)	C9—C10—C11—C12	−0.1 (7)
N2—C2—C3—C4	−0.1 (6)	C8—N3—C12—C11	2.4 (7)
C2—C3—C4—C5	−2.5 (7)	C10—C11—C12—N3	−2.8 (8)
C3—C4—C5—C6	3.0 (8)	C7—N1—C13—C14	104.7 (5)
C4—C5—C6—N2	−0.7 (7)	C1—N1—C13—C14	−78.3 (5)
C7—N2—C6—C5	−179.2 (4)	N1—C13—C14—C15	167.9 (4)
C2—N2—C6—C5	−2.0 (6)	C16—N4—C15—C17	0.7 (5)
C1—N1—C7—N2	0.1 (5)	C16—N4—C15—C14	−177.3 (4)
C13—N1—C7—N2	177.3 (3)	C13—C14—C15—C17	−96.1 (6)
C1—N1—C7—C8	−179.1 (4)	C13—C14—C15—N4	81.3 (5)
C13—N1—C7—C8	−1.9 (7)	C17—N5—C16—N4	0.0 (5)
C6—N2—C7—N1	176.7 (4)	C15—N4—C16—N5	−0.4 (5)
C2—N2—C7—N1	−0.8 (4)	N4—C15—C17—N5	−0.7 (5)
C6—N2—C7—C8	−4.1 (7)	C14—C15—C17—N5	177.1 (4)
C2—N2—C7—C8	178.4 (4)	C16—N5—C17—C15	0.5 (5)
C12—N3—C8—C9	0.8 (6)

D—H···A	D—H	H···A	D···A	D—H···A
C13—H13A···N3	0.97	2.48	3.001 (6)	113
C16—H16···O1A	0.93	2.44	3.351 (8)	167
N4—H4N···O7A	0.86	1.97	2.807 (10)	165
N5—H5N···O4Ai	0.86	2.18	2.927 (16)	145
C11—H11···O6Aii	0.93	2.46	3.224 (9)	139
C6—H6···O5Aiii	0.93	2.60	3.331 (17)	136
C5—H5···O6Aiv	0.93	2.43	3.139 (8)	133

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C13—H13A⋯N3	0.97	2.48	3.001 (6)	113
C16—H16⋯O1A	0.93	2.44	3.351 (8)	167
N4—H4N⋯O7A	0.86	1.97	2.807 (10)	165
N5—H5N⋯O4Ai	0.86	2.18	2.927 (16)	145
C11—H11⋯O6Aii	0.93	2.46	3.224 (9)	139
C6—H6⋯O5Aiii	0.93	2.60	3.331 (17)	136
C5—H5⋯O6Aiv	0.93	2.43	3.139 (8)	133

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