(2Z)-2-Methyl­sulfanyl-1,4-di-2-thienyl­but-2-ene-1,4-dione

The asymmetric unit of the title compound, C₁₃H₁₀O₂S₃, contains two independent mol­ecules, which exhibit different conformations [C=C(SMe)—C(O)—C torsion angles of 81.4 (3) and 80.2 (2)°], normal bond lengths and angles, and short intra­molecular S...O distances [2.768 (3) Å in both molecules]. The crystal packing exhibits weak inter­molecular C—H...O hydrogen bonds.

Key indicators

• Single-crystal X-ray study
• T = 297 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.045
• wR factor = 0.129
• Data-to-parameter ratio = 17.9

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical .          ?
PLAT230_ALERT_2_C Hirshfeld Test Diff for    C5     -   C6      ..       5.18 su
PLAT230_ALERT_2_C Hirshfeld Test Diff for    C6     -   C7      ..       5.58 su

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   3 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
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S1. Comment

1,4-Dicarbonyl compounds are widely used as synthetic building blocks for further elaboration into substituted cyclopentenones, such as jasmones, rethorolones, cuparenones, prostaglandins, and five-membered heterocyclic compounds, such as furans, pyrroles, thiophenes, pyridazines (Ellison et al., 1973; Yuguchi et al., 2004). As a continuation of our previous studies in this area, (Chen et al., 2007; Gao et al., 2007; Yin et al., 2007). We herein report the structure of the title compound (I) (Fig. 1).

There are two independent molecules in the asymmetric unit. The bond lengths of the C1—C2 and C14—C15 in two molecules are 1.339 (2) and 1.341 (2) Å, respectively, supporting their double-bond character. The torsion angles C2—C1—C8—C9 and C15—C14—C21—C22 are -81.4 (3) and 80.2 (2) %A, respectively, showing the difference in conformations of two molecules. In both molecules, there is a short intramolecular S···O distance of 2.768 (3) Å.

The crystal packing exhibits weak intermolecular C—H···O hydrogen bonds (Table 1).

Related literature

For details of the preparation of the title compound, see: Yin et al. (2006, 2007). For the crystal structures of similar compounds, see: Chen et al. (2007); Gao et al. (2007). For applications of the title compound, see: Ellison et al. (1973); Yuguchi et al. (2004).

S2. Experimental

The title compound was prepared according to the method described by Yin et al. (2006). Crystals appropriate for data collection were obtained by slow evaporation from a CH₂Cl₂/CH₃OH (1:1, v/v) solution at 283 K.

S3. Refinement

All H atoms were geometrically positioned (C—H 0.93–0.96 Å) and refined as riding, with U_iso(H) = 1.2U_eq(C) or 1.5U_eq (methyl C).

Computing details

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: PLATON (Spek, 2003).

Figures

Fig. 1. The content of asymmetric unit of (I) showing the atom-labelling scheme and displacement ellipsoids drawn at the 30% probability level.

(2Z)-2-Methylsulfanyl-1,4-di-2-thienylbut-2-ene-1,4-dione

Crystal data

C13H10O2S3	F(000) = 1216
Mr = 294.41	Dx = 1.454 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P2ybc	Cell parameters from 6482 reflections
a = 9.7994 (14) Å	θ = 2.3–28.3°
b = 27.571 (4) Å	µ = 0.54 mm^−1
c = 10.8814 (16) Å	T = 297 K
β = 113.816 (2)°	Block, colourless
V = 2689.6 (7) Å^3	0.20 × 0.20 × 0.10 mm
Z = 8

Data collection

Bruker SMART 4K CCD area-detector diffractometer	5868 independent reflections
Radiation source: fine-focus sealed tube	5087 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.022
ϕ and ω scans	θmax = 27.0°, θmin = 1.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 2001)	h = −12→12
Tmin = 0.900, Tmax = 0.948	k = −35→32
29719 measured reflections	l = −12→13

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.045	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.129	H-atom parameters constrained
S = 1.06	w = 1/[σ^2(Fo^2) + (0.0723P)^2 + 0.9173P] where P = (Fo^2 + 2Fc^2)/3
5868 reflections	(Δ/σ)max = 0.001
327 parameters	Δρmax = 0.41 e Å^−3
0 restraints	Δρmin = −0.25 e Å^−3

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
C1	0.8777 (2)	0.77555 (7)	0.9581 (2)	0.0472 (4)
C2	0.7685 (2)	0.77154 (8)	1.0017 (2)	0.0514 (5)
H2	0.7468	0.7983	1.0426	0.062*
C3	0.6814 (3)	0.72716 (8)	0.9882 (2)	0.0538 (5)
C4	0.5584 (2)	0.72918 (8)	1.0320 (2)	0.0514 (5)
C5	0.5266 (3)	0.76375 (9)	1.1109 (2)	0.0546 (5)
H5	0.5797	0.7924	1.1414	0.066*
C6	0.4014 (3)	0.74909 (11)	1.1383 (3)	0.0700 (7)
H6	0.3636	0.7670	1.1899	0.084*
C7	0.3450 (3)	0.70635 (11)	1.0805 (3)	0.0771 (8)
H7	0.2631	0.6918	1.0879	0.093*
C8	0.9616 (2)	0.82346 (8)	0.9849 (2)	0.0484 (5)
C9	0.8910 (2)	0.86269 (7)	0.8925 (2)	0.0455 (4)
C10	0.7624 (3)	0.86089 (9)	0.7771 (2)	0.0592 (6)
H10	0.7021	0.8336	0.7487	0.071*
C11	0.7326 (3)	0.90526 (11)	0.7067 (3)	0.0746 (8)
H11	0.6503	0.9106	0.6265	0.089*
C12	0.8367 (3)	0.93903 (10)	0.7685 (3)	0.0777 (8)
H12	0.8345	0.9702	0.7351	0.093*
C13	1.0565 (3)	0.76053 (11)	0.8186 (3)	0.0706 (7)
H13A	1.0041	0.7867	0.7605	0.106*
H13B	1.0911	0.7382	0.7698	0.106*
H13C	1.1402	0.7732	0.8937	0.106*
C14	0.8364 (2)	0.93124 (7)	0.28464 (19)	0.0406 (4)
C15	0.9289 (2)	0.91501 (8)	0.4059 (2)	0.0460 (4)
H15	0.8959	0.8903	0.4452	0.055*
C16	1.0792 (2)	0.93429 (7)	0.4794 (2)	0.0447 (4)
C17	1.1705 (2)	0.91180 (7)	0.6088 (2)	0.0441 (4)
C18	1.1315 (3)	0.87987 (9)	0.6871 (2)	0.0560 (5)
H18	1.0360	0.8676	0.6642	0.067*
C19	1.2562 (3)	0.86837 (11)	0.8071 (2)	0.0734 (7)
H19	1.2510	0.8478	0.8729	0.088*
C20	1.3836 (3)	0.89032 (10)	0.8162 (2)	0.0702 (7)
H20	1.4755	0.8861	0.8878	0.084*
C21	0.6899 (2)	0.90491 (7)	0.21273 (19)	0.0410 (4)
C22	0.5692 (2)	0.91621 (7)	0.25324 (18)	0.0402 (4)
C23	0.5668 (2)	0.94842 (8)	0.3484 (2)	0.0468 (4)
H23	0.6487	0.9667	0.4027	0.056*
C24	0.4256 (2)	0.95063 (9)	0.3547 (2)	0.0539 (5)
H24	0.4038	0.9705	0.4134	0.065*
C25	0.3249 (2)	0.92002 (9)	0.2642 (2)	0.0556 (5)
H25	0.2265	0.9168	0.2544	0.067*
C26	0.7093 (3)	0.98422 (12)	0.0489 (3)	0.0780 (8)
H26A	0.6983	0.9558	−0.0052	0.117*
H26B	0.7164	1.0123	−0.0003	0.117*
H26C	0.6244	0.9873	0.0711	0.117*
O1	0.7101 (2)	0.68979 (6)	0.9424 (2)	0.0768 (5)
O2	1.08117 (19)	0.82733 (7)	1.07963 (18)	0.0719 (5)
O3	1.12945 (16)	0.96742 (6)	0.43439 (16)	0.0576 (4)
O4	0.67672 (18)	0.87642 (6)	0.12342 (16)	0.0575 (4)
S1	0.43580 (8)	0.68155 (2)	0.99352 (7)	0.0719 (2)
S2	0.97234 (7)	0.91905 (2)	0.91322 (7)	0.06458 (19)
S3	0.93242 (7)	0.72952 (2)	0.87829 (7)	0.06165 (17)
S4	1.35647 (6)	0.92628 (2)	0.68299 (6)	0.06146 (18)
S5	0.39848 (6)	0.88857 (2)	0.17198 (5)	0.05342 (16)
S6	0.87586 (6)	0.97902 (2)	0.20071 (6)	0.05825 (17)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0487 (10)	0.0406 (10)	0.0460 (10)	−0.0015 (8)	0.0126 (8)	0.0032 (8)
C2	0.0557 (12)	0.0405 (11)	0.0569 (12)	−0.0059 (9)	0.0218 (10)	−0.0017 (9)
C3	0.0598 (12)	0.0433 (11)	0.0563 (12)	−0.0070 (9)	0.0212 (10)	0.0011 (9)
C4	0.0528 (11)	0.0419 (11)	0.0524 (11)	−0.0109 (8)	0.0141 (9)	0.0034 (9)
C5	0.0510 (11)	0.0528 (12)	0.0610 (13)	−0.0143 (9)	0.0235 (10)	−0.0053 (10)
C6	0.0630 (15)	0.0737 (17)	0.0787 (17)	−0.0072 (13)	0.0342 (13)	−0.0016 (14)
C7	0.0554 (14)	0.084 (2)	0.0864 (19)	−0.0167 (13)	0.0234 (13)	0.0172 (15)
C8	0.0455 (10)	0.0469 (11)	0.0490 (11)	−0.0066 (8)	0.0150 (9)	0.0013 (9)
C9	0.0414 (9)	0.0425 (10)	0.0521 (11)	−0.0059 (8)	0.0184 (8)	0.0000 (8)
C10	0.0500 (12)	0.0547 (13)	0.0604 (13)	−0.0071 (10)	0.0094 (10)	0.0107 (10)
C11	0.0472 (12)	0.0768 (17)	0.0822 (17)	−0.0016 (12)	0.0081 (12)	0.0322 (14)
C12	0.0544 (14)	0.0590 (15)	0.114 (2)	0.0032 (11)	0.0285 (14)	0.0331 (15)
C13	0.0684 (15)	0.0782 (18)	0.0718 (16)	−0.0030 (13)	0.0351 (13)	−0.0022 (13)
C14	0.0384 (9)	0.0375 (9)	0.0482 (10)	−0.0016 (7)	0.0198 (8)	−0.0032 (8)
C15	0.0439 (10)	0.0453 (11)	0.0489 (10)	−0.0059 (8)	0.0189 (8)	0.0008 (8)
C16	0.0397 (9)	0.0454 (11)	0.0492 (10)	0.0013 (8)	0.0183 (8)	−0.0006 (8)
C17	0.0414 (9)	0.0443 (10)	0.0451 (10)	−0.0011 (8)	0.0159 (8)	−0.0064 (8)
C18	0.0534 (12)	0.0670 (14)	0.0454 (11)	−0.0072 (10)	0.0178 (9)	0.0005 (10)
C19	0.0780 (17)	0.0847 (19)	0.0460 (12)	−0.0150 (14)	0.0132 (12)	0.0078 (12)
C20	0.0662 (15)	0.0754 (17)	0.0485 (12)	−0.0043 (13)	0.0020 (11)	−0.0006 (12)
C21	0.0413 (9)	0.0376 (9)	0.0421 (9)	−0.0026 (7)	0.0147 (7)	0.0006 (8)
C22	0.0371 (9)	0.0395 (9)	0.0399 (9)	−0.0050 (7)	0.0113 (7)	0.0010 (7)
C23	0.0453 (10)	0.0438 (11)	0.0484 (10)	−0.0015 (8)	0.0158 (8)	−0.0029 (8)
C24	0.0508 (11)	0.0574 (13)	0.0571 (12)	0.0043 (9)	0.0254 (10)	−0.0018 (10)
C25	0.0418 (10)	0.0674 (14)	0.0584 (12)	0.0021 (9)	0.0212 (9)	0.0077 (11)
C26	0.0602 (14)	0.0858 (19)	0.0701 (16)	−0.0064 (13)	0.0077 (12)	0.0305 (14)
O1	0.0985 (14)	0.0438 (9)	0.1046 (15)	−0.0114 (9)	0.0580 (12)	−0.0118 (9)
O2	0.0556 (9)	0.0694 (11)	0.0649 (10)	−0.0141 (8)	−0.0023 (8)	0.0120 (8)
O3	0.0433 (8)	0.0595 (9)	0.0660 (9)	−0.0073 (7)	0.0177 (7)	0.0125 (7)
O4	0.0603 (9)	0.0547 (9)	0.0599 (9)	−0.0101 (7)	0.0269 (7)	−0.0186 (7)
S1	0.0713 (4)	0.0563 (4)	0.0768 (4)	−0.0220 (3)	0.0182 (3)	−0.0003 (3)
S2	0.0508 (3)	0.0491 (3)	0.0863 (4)	−0.0106 (2)	0.0198 (3)	0.0032 (3)
S3	0.0664 (4)	0.0504 (3)	0.0718 (4)	−0.0007 (2)	0.0317 (3)	−0.0043 (3)
S4	0.0456 (3)	0.0647 (4)	0.0631 (3)	−0.0076 (2)	0.0105 (2)	0.0019 (3)
S5	0.0424 (3)	0.0632 (4)	0.0513 (3)	−0.0128 (2)	0.0155 (2)	−0.0078 (2)
S6	0.0483 (3)	0.0567 (3)	0.0638 (3)	−0.0093 (2)	0.0164 (2)	0.0152 (3)

Geometric parameters (Å, º)

C1—C2	1.339 (3)	C14—C15	1.340 (3)
C1—C8	1.521 (3)	C14—C21	1.514 (3)
C1—S3	1.740 (2)	C14—S6	1.733 (2)
C2—C3	1.465 (3)	C15—C16	1.463 (3)
C2—H2	0.9300	C15—H15	0.9300
C3—O1	1.225 (3)	C16—O3	1.230 (2)
C3—C4	1.465 (3)	C16—C17	1.467 (3)
C4—C5	1.400 (3)	C17—C18	1.382 (3)
C4—S1	1.714 (2)	C17—S4	1.716 (2)
C5—C6	1.433 (3)	C18—C19	1.417 (3)
C5—H5	0.9300	C18—H18	0.9300
C6—C7	1.345 (4)	C19—C20	1.355 (4)
C6—H6	0.9300	C19—H19	0.9300
C7—S1	1.683 (3)	C20—S4	1.686 (3)
C7—H7	0.9300	C20—H20	0.9300
C8—O2	1.213 (3)	C21—O4	1.215 (2)
C8—C9	1.448 (3)	C21—C22	1.453 (3)
C9—C10	1.375 (3)	C22—C23	1.372 (3)
C9—S2	1.719 (2)	C22—S5	1.7225 (18)
C10—C11	1.410 (3)	C23—C24	1.414 (3)
C10—H10	0.9300	C23—H23	0.9300
C11—C12	1.344 (4)	C24—C25	1.368 (3)
C11—H11	0.9300	C24—H24	0.9300
C12—S2	1.691 (3)	C25—S5	1.692 (2)
C12—H12	0.9300	C25—H25	0.9300
C13—S3	1.808 (3)	C26—S6	1.799 (3)
C13—H13A	0.9600	C26—H26A	0.9600
C13—H13B	0.9600	C26—H26B	0.9600
C13—H13C	0.9600	C26—H26C	0.9600
C2—C1—C8	116.85 (19)	C14—C15—C16	123.25 (18)
C2—C1—S3	124.61 (17)	C14—C15—H15	118.4
C8—C1—S3	118.52 (16)	C16—C15—H15	118.4
C1—C2—C3	123.4 (2)	O3—C16—C15	121.94 (18)
C1—C2—H2	118.3	O3—C16—C17	120.60 (18)
C3—C2—H2	118.3	C15—C16—C17	117.45 (18)
O1—C3—C2	121.6 (2)	C18—C17—C16	130.37 (19)
O1—C3—C4	121.2 (2)	C18—C17—S4	111.33 (16)
C2—C3—C4	117.3 (2)	C16—C17—S4	118.29 (15)
C5—C4—C3	129.90 (19)	C17—C18—C19	111.1 (2)
C5—C4—S1	111.32 (17)	C17—C18—H18	124.4
C3—C4—S1	118.65 (17)	C19—C18—H18	124.4
C4—C5—C6	110.9 (2)	C20—C19—C18	113.2 (2)
C4—C5—H5	124.5	C20—C19—H19	123.4
C6—C5—H5	124.5	C18—C19—H19	123.4
C7—C6—C5	112.0 (3)	C19—C20—S4	112.3 (2)
C7—C6—H6	124.0	C19—C20—H20	123.9
C5—C6—H6	124.0	S4—C20—H20	123.9
C6—C7—S1	114.1 (2)	O4—C21—C22	122.99 (18)
C6—C7—H7	123.0	O4—C21—C14	119.72 (17)
S1—C7—H7	123.0	C22—C21—C14	117.27 (16)
O2—C8—C9	123.44 (19)	C23—C22—C21	129.21 (17)
O2—C8—C1	120.08 (19)	C23—C22—S5	111.39 (15)
C9—C8—C1	116.48 (17)	C21—C22—S5	119.35 (14)
C10—C9—C8	127.74 (19)	C22—C23—C24	112.33 (19)
C10—C9—S2	110.96 (16)	C22—C23—H23	123.8
C8—C9—S2	121.18 (15)	C24—C23—H23	123.8
C9—C10—C11	112.2 (2)	C25—C24—C23	112.0 (2)
C9—C10—H10	123.9	C25—C24—H24	124.0
C11—C10—H10	123.9	C23—C24—H24	124.0
C12—C11—C10	112.4 (2)	C24—C25—S5	112.74 (17)
C12—C11—H11	123.8	C24—C25—H25	123.6
C10—C11—H11	123.8	S5—C25—H25	123.6
C11—C12—S2	113.1 (2)	S6—C26—H26A	109.5
C11—C12—H12	123.4	S6—C26—H26B	109.5
S2—C12—H12	123.4	H26A—C26—H26B	109.5
S3—C13—H13A	109.5	S6—C26—H26C	109.5
S3—C13—H13B	109.5	H26A—C26—H26C	109.5
H13A—C13—H13B	109.5	H26B—C26—H26C	109.5
S3—C13—H13C	109.5	C7—S1—C4	91.68 (13)
H13A—C13—H13C	109.5	C12—S2—C9	91.37 (12)
H13B—C13—H13C	109.5	C1—S3—C13	102.81 (12)
C15—C14—C21	118.14 (17)	C20—S4—C17	92.08 (12)
C15—C14—S6	124.49 (15)	C25—S5—C22	91.55 (10)
C21—C14—S6	117.31 (14)	C14—S6—C26	103.40 (11)
C8—C1—C2—C3	−177.6 (2)	C16—C17—C18—C19	−178.5 (2)
S3—C1—C2—C3	0.5 (3)	S4—C17—C18—C19	0.4 (3)
C1—C2—C3—O1	4.3 (4)	C17—C18—C19—C20	−1.1 (4)
C1—C2—C3—C4	−175.8 (2)	C18—C19—C20—S4	1.3 (4)
O1—C3—C4—C5	165.1 (2)	C15—C14—C21—O4	−101.2 (2)
C2—C3—C4—C5	−14.8 (4)	S6—C14—C21—O4	76.3 (2)
O1—C3—C4—S1	−10.4 (3)	C15—C14—C21—C22	80.2 (2)
C2—C3—C4—S1	169.69 (17)	S6—C14—C21—C22	−102.33 (18)
C3—C4—C5—C6	−175.1 (2)	O4—C21—C22—C23	−177.7 (2)
S1—C4—C5—C6	0.7 (3)	C14—C21—C22—C23	0.8 (3)
C4—C5—C6—C7	−0.7 (3)	O4—C21—C22—S5	−0.2 (3)
C5—C6—C7—S1	0.4 (3)	C14—C21—C22—S5	178.31 (14)
C2—C1—C8—O2	98.6 (3)	C21—C22—C23—C24	177.5 (2)
S3—C1—C8—O2	−79.6 (3)	S5—C22—C23—C24	−0.2 (2)
C2—C1—C8—C9	−81.4 (3)	C22—C23—C24—C25	0.0 (3)
S3—C1—C8—C9	100.4 (2)	C23—C24—C25—S5	0.1 (3)
O2—C8—C9—C10	174.5 (2)	C6—C7—S1—C4	0.0 (2)
C1—C8—C9—C10	−5.5 (3)	C5—C4—S1—C7	−0.39 (19)
O2—C8—C9—S2	−1.2 (3)	C3—C4—S1—C7	175.9 (2)
C1—C8—C9—S2	178.76 (15)	C11—C12—S2—C9	0.7 (3)
C8—C9—C10—C11	−175.6 (2)	C10—C9—S2—C12	−0.7 (2)
S2—C9—C10—C11	0.5 (3)	C8—C9—S2—C12	175.7 (2)
C9—C10—C11—C12	0.1 (4)	C2—C1—S3—C13	169.9 (2)
C10—C11—C12—S2	−0.6 (4)	C8—C1—S3—C13	−12.07 (19)
C21—C14—C15—C16	173.87 (18)	C19—C20—S4—C17	−0.9 (2)
S6—C14—C15—C16	−3.4 (3)	C18—C17—S4—C20	0.30 (19)
C14—C15—C16—O3	0.9 (3)	C16—C17—S4—C20	179.33 (18)
C14—C15—C16—C17	−177.61 (19)	C24—C25—S5—C22	−0.19 (19)
O3—C16—C17—C18	169.2 (2)	C23—C22—S5—C25	0.21 (17)
C15—C16—C17—C18	−12.3 (3)	C21—C22—S5—C25	−177.70 (17)
O3—C16—C17—S4	−9.7 (3)	C15—C14—S6—C26	−178.4 (2)
C15—C16—C17—S4	168.90 (15)	C21—C14—S6—C26	4.32 (19)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C2—H2···O4^i	0.93	2.52	3.448 (3)	172
C5—H5···O4^i	0.93	2.54	3.416 (3)	157
C20—H20···O4^ii	0.93	2.54	3.438 (3)	162

Symmetry codes: (i) x, y, z+1; (ii) x+1, y, z+1.