| Literature DB >> 24427038 |
Qiurong Zhang1, Guangqiang Zhou1, Peng He1, Xuebin Chen1, Hongmin Liu1.
Abstract
In the title compound, C18H28O8, the five-membered ring with one O atom attached to the ethyl substituent has a twisted conformation about the C-O bond. The adjacent cis-fused ring with two O atoms also has a twisted conformation about one of the C-O bonds. The dihedral angle between these rings (all atoms) is 59.05 (12)°. The five-membered ring linked to the ethynyl susbtituent is twisted about a C-C bond; the cis-fused adjacent ring is twisted about a C-O bond [dihedral angle between the rings (all atoms) = 71.78 (12)°]. Two intra-molecular O-H⋯O hydrogen bonds occur. In the crystal, mol-ecules are linked by O-H⋯O hydrogen bonds, generating [001] chains.Entities:
Year: 2013 PMID: 24427038 PMCID: PMC3884459 DOI: 10.1107/S1600536813021776
Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN: 1600-5368
| C18H28O8 | |
| Cu | |
| Orthorhombic, | Cell parameters from 3059 reflections |
| θ = 2.9–66.9° | |
| µ = 0.86 mm−1 | |
| Prism, colourless | |
| 0.28 × 0.25 × 0.25 mm | |
| Agilent Xcalibur (Eos, Gemini) diffractometer | 3407 independent reflections |
| Radiation source: fine-focus sealed tube | 3079 reflections with |
| Graphite monochromator | |
| Detector resolution: 0 pixels mm-1 | θmax = 67.1°, θmin = 3.5° |
| ω scans | |
| Absorption correction: multi-scan ( | |
| 7406 measured reflections |
| Refinement on | Secondary atom site location: difference Fourier map |
| Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
| H atoms treated by a mixture of independent and constrained refinement | |
| (Δ/σ)max < 0.001 | |
| 3407 reflections | Δρmax = 0.18 e Å−3 |
| 262 parameters | Δρmin = −0.14 e Å−3 |
| 0 restraints | Extinction correction: |
| Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0064 (4) |
| 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 |
| O1 | 0.67974 (7) | 0.17289 (11) | 0.8701 (3) | 0.0581 (4) | |
| O1' | 0.43970 (8) | 0.11163 (12) | 0.6552 (3) | 0.0671 (5) | |
| O2 | 0.63054 (6) | 0.23737 (9) | 0.5648 (2) | 0.0418 (3) | |
| O2' | 0.48323 (7) | 0.15439 (10) | 0.9957 (3) | 0.0589 (4) | |
| O3 | 0.66664 (9) | 0.40182 (11) | 0.5529 (3) | 0.0587 (4) | |
| O3' | 0.53146 (7) | 0.31495 (9) | 1.0267 (2) | 0.0484 (3) | |
| O4 | 0.69581 (7) | 0.31202 (12) | 1.0229 (3) | 0.0659 (5) | |
| O4' | 0.48425 (7) | 0.23484 (9) | 0.4771 (2) | 0.0520 (3) | |
| C1 | 0.65181 (9) | 0.24742 (14) | 0.9636 (4) | 0.0496 (5) | |
| H1 | 0.6260 | 0.2325 | 1.0984 | 0.060* | |
| C1' | 0.49427 (10) | 0.15364 (13) | 0.5914 (4) | 0.0506 (5) | |
| H1' | 0.5199 | 0.1155 | 0.4944 | 0.061* | |
| C2 | 0.61210 (9) | 0.28500 (12) | 0.7651 (3) | 0.0402 (4) | |
| C2' | 0.52685 (9) | 0.17335 (13) | 0.8211 (3) | 0.0436 (4) | |
| H2' | 0.5644 | 0.1382 | 0.8392 | 0.052* | |
| C3 | 0.63097 (9) | 0.38264 (13) | 0.7514 (3) | 0.0440 (4) | |
| H3A | 0.5938 | 0.4192 | 0.7538 | 0.053* | |
| C3' | 0.54226 (9) | 0.27154 (13) | 0.8134 (3) | 0.0398 (4) | |
| C4 | 0.66772 (10) | 0.39550 (15) | 0.9764 (4) | 0.0522 (5) | |
| H4 | 0.6386 | 0.4087 | 1.1025 | 0.063* | |
| C4' | 0.49988 (9) | 0.30348 (13) | 0.6225 (3) | 0.0430 (4) | |
| C5 | 0.71713 (12) | 0.4649 (2) | 0.9732 (5) | 0.0689 (7) | |
| C5' | 0.47675 (10) | 0.38174 (15) | 0.5919 (4) | 0.0528 (5) | |
| C6 | 0.69055 (13) | 0.55472 (19) | 0.9364 (6) | 0.0798 (8) | |
| H6A | 0.6581 | 0.5649 | 1.0476 | 0.120* | |
| H6B | 0.6741 | 0.5591 | 0.7814 | 0.120* | |
| H6C | 0.7226 | 0.5973 | 0.9570 | 0.120* | |
| C6' | 0.43255 (12) | 0.40709 (18) | 0.4031 (5) | 0.0679 (7) | |
| H6'A | 0.4021 | 0.4463 | 0.4648 | 0.102* | |
| H6'B | 0.4124 | 0.3560 | 0.3437 | 0.102* | |
| H6'C | 0.4548 | 0.4352 | 0.2794 | 0.102* | |
| C7 | 0.68335 (10) | 0.18190 (16) | 0.6219 (4) | 0.0544 (5) | |
| C7' | 0.42493 (10) | 0.13080 (15) | 0.8936 (4) | 0.0561 (6) | |
| C8 | 0.74382 (10) | 0.2237 (2) | 0.5493 (5) | 0.0704 (7) | |
| H8A | 0.7776 | 0.1860 | 0.5890 | 0.106* | |
| H8B | 0.7486 | 0.2782 | 0.6288 | 0.106* | |
| H8C | 0.7436 | 0.2335 | 0.3840 | 0.106* | |
| C8' | 0.40403 (12) | 0.04898 (16) | 1.0145 (6) | 0.0737 (8) | |
| H8'A | 0.4364 | 0.0063 | 1.0071 | 0.111* | |
| H8'B | 0.3676 | 0.0268 | 0.9390 | 0.111* | |
| H8'C | 0.3948 | 0.0617 | 1.1746 | 0.111* | |
| C9 | 0.67296 (12) | 0.09468 (15) | 0.5109 (5) | 0.0677 (7) | |
| H9A | 0.6340 | 0.0715 | 0.5621 | 0.101* | |
| H9B | 0.7057 | 0.0558 | 0.5552 | 0.101* | |
| H9C | 0.6725 | 0.1010 | 0.3444 | 0.101* | |
| C9' | 0.37906 (14) | 0.2033 (2) | 0.9154 (7) | 0.0895 (10) | |
| H9'A | 0.3409 | 0.1868 | 0.8420 | 0.134* | |
| H9'B | 0.3952 | 0.2545 | 0.8408 | 0.134* | |
| H9'C | 0.3717 | 0.2153 | 1.0772 | 0.134* | |
| H5' | 0.4875 (10) | 0.4262 (15) | 0.710 (4) | 0.053 (6)* | |
| H3' | 0.5069 (12) | 0.2890 (17) | 1.101 (5) | 0.058 (7)* | |
| H3 | 0.6667 (15) | 0.360 (2) | 0.465 (7) | 0.098 (11)* | |
| H5A | 0.7420 (12) | 0.4587 (17) | 1.114 (5) | 0.062 (7)* | |
| H5B | 0.7476 (13) | 0.4461 (19) | 0.861 (6) | 0.073 (9)* |
| O1 | 0.0578 (8) | 0.0739 (10) | 0.0424 (8) | 0.0150 (7) | −0.0015 (7) | 0.0186 (7) |
| O1' | 0.0701 (10) | 0.0719 (10) | 0.0592 (10) | −0.0228 (8) | −0.0003 (8) | −0.0176 (9) |
| O2 | 0.0427 (6) | 0.0527 (7) | 0.0299 (6) | 0.0081 (5) | −0.0010 (5) | 0.0049 (6) |
| O2' | 0.0650 (9) | 0.0692 (9) | 0.0425 (8) | −0.0251 (7) | 0.0092 (7) | −0.0090 (7) |
| O3 | 0.0817 (11) | 0.0624 (9) | 0.0319 (8) | −0.0183 (8) | 0.0031 (8) | 0.0065 (7) |
| O3' | 0.0597 (8) | 0.0523 (7) | 0.0330 (7) | −0.0070 (7) | 0.0067 (7) | −0.0056 (6) |
| O4 | 0.0618 (9) | 0.0881 (11) | 0.0478 (9) | −0.0116 (8) | −0.0254 (8) | 0.0167 (9) |
| O4' | 0.0642 (8) | 0.0547 (8) | 0.0370 (7) | 0.0048 (6) | −0.0076 (7) | −0.0093 (6) |
| C1 | 0.0485 (10) | 0.0668 (12) | 0.0334 (10) | −0.0007 (9) | −0.0060 (8) | 0.0112 (9) |
| C1' | 0.0598 (11) | 0.0494 (10) | 0.0426 (11) | −0.0011 (9) | 0.0042 (10) | −0.0135 (8) |
| C2 | 0.0438 (9) | 0.0489 (10) | 0.0279 (8) | −0.0001 (8) | −0.0022 (8) | 0.0044 (7) |
| C2' | 0.0465 (10) | 0.0446 (10) | 0.0396 (10) | −0.0009 (8) | 0.0041 (8) | −0.0010 (8) |
| C3 | 0.0470 (10) | 0.0539 (10) | 0.0311 (9) | −0.0067 (8) | −0.0039 (8) | 0.0044 (9) |
| C3' | 0.0451 (10) | 0.0434 (9) | 0.0310 (9) | −0.0013 (8) | 0.0014 (7) | −0.0023 (8) |
| C4 | 0.0516 (11) | 0.0718 (13) | 0.0334 (10) | −0.0135 (10) | −0.0070 (9) | 0.0048 (10) |
| C4' | 0.0397 (9) | 0.0521 (11) | 0.0371 (9) | −0.0013 (8) | 0.0010 (8) | −0.0058 (8) |
| C5 | 0.0569 (13) | 0.1004 (19) | 0.0494 (14) | −0.0283 (13) | −0.0095 (12) | −0.0036 (14) |
| C5' | 0.0528 (11) | 0.0533 (11) | 0.0525 (12) | 0.0079 (9) | −0.0060 (10) | −0.0030 (10) |
| C6 | 0.0788 (16) | 0.0816 (18) | 0.079 (2) | −0.0332 (14) | 0.0106 (16) | −0.0152 (15) |
| C6' | 0.0632 (13) | 0.0748 (16) | 0.0657 (16) | 0.0218 (12) | −0.0114 (12) | 0.0000 (13) |
| C7 | 0.0501 (11) | 0.0722 (14) | 0.0408 (11) | 0.0182 (10) | 0.0019 (9) | 0.0149 (10) |
| C7' | 0.0547 (11) | 0.0557 (12) | 0.0579 (13) | −0.0105 (10) | 0.0084 (11) | −0.0128 (11) |
| C8 | 0.0471 (11) | 0.1052 (19) | 0.0590 (15) | 0.0145 (12) | 0.0032 (11) | 0.0242 (15) |
| C8' | 0.0734 (15) | 0.0600 (13) | 0.088 (2) | −0.0209 (11) | 0.0128 (15) | −0.0109 (14) |
| C9 | 0.0784 (15) | 0.0659 (14) | 0.0587 (15) | 0.0272 (12) | 0.0125 (13) | 0.0090 (12) |
| C9' | 0.0757 (17) | 0.0783 (18) | 0.114 (3) | 0.0070 (14) | 0.0291 (19) | 0.0034 (18) |
| O1—C1 | 1.401 (3) | C4'—C5' | 1.315 (3) |
| O1—C7 | 1.433 (3) | C5—C6 | 1.510 (4) |
| O1'—C1' | 1.392 (3) | C5—H5A | 0.98 (3) |
| O1'—C7' | 1.434 (3) | C5—H5B | 0.96 (3) |
| O2—C2 | 1.420 (2) | C5'—C6' | 1.495 (3) |
| O2—C7 | 1.461 (2) | C5'—H5' | 0.99 (2) |
| O2'—C2' | 1.405 (2) | C6—H6A | 0.9600 |
| O2'—C7' | 1.435 (3) | C6—H6B | 0.9600 |
| O3—C3 | 1.406 (2) | C6—H6C | 0.9600 |
| O3—H3 | 0.82 (4) | C6'—H6'A | 0.9600 |
| O3'—C3' | 1.413 (2) | C6'—H6'B | 0.9600 |
| O3'—H3' | 0.79 (3) | C6'—H6'C | 0.9600 |
| O4—C1 | 1.416 (3) | C7—C9 | 1.501 (4) |
| O4—C4 | 1.444 (3) | C7—C8 | 1.513 (3) |
| O4'—C4' | 1.387 (2) | C7'—C9' | 1.496 (4) |
| O4'—C1' | 1.427 (3) | C7'—C8' | 1.506 (4) |
| C1—C2 | 1.538 (3) | C8—H8A | 0.9600 |
| C1—H1 | 0.9800 | C8—H8B | 0.9600 |
| C1'—C2' | 1.524 (3) | C8—H8C | 0.9600 |
| C1'—H1' | 0.9800 | C8'—H8'A | 0.9600 |
| C2—C3' | 1.546 (3) | C8'—H8'B | 0.9600 |
| C2—C3 | 1.557 (3) | C8'—H8'C | 0.9600 |
| C2'—C3' | 1.547 (3) | C9—H9A | 0.9600 |
| C2'—H2' | 0.9800 | C9—H9B | 0.9600 |
| C3—C4 | 1.528 (3) | C9—H9C | 0.9600 |
| C3—H3A | 0.9800 | C9'—H9'A | 0.9600 |
| C3'—C4' | 1.509 (3) | C9'—H9'B | 0.9600 |
| C4—C5 | 1.508 (3) | C9'—H9'C | 0.9600 |
| C4—H4 | 0.9800 | ||
| C1—O1—C7 | 108.93 (17) | C6—C5—H5A | 114.4 (16) |
| C1'—O1'—C7' | 110.09 (16) | C4—C5—H5B | 106.1 (18) |
| C2—O2—C7 | 109.79 (14) | C6—C5—H5B | 116.1 (19) |
| C2'—O2'—C7' | 110.41 (16) | H5A—C5—H5B | 99 (2) |
| C3—O3—H3 | 109 (2) | C4'—C5'—C6' | 125.3 (2) |
| C3'—O3'—H3' | 109.9 (19) | C4'—C5'—H5' | 116.9 (14) |
| C1—O4—C4 | 107.33 (15) | C6'—C5'—H5' | 117.7 (14) |
| C4'—O4'—C1' | 110.65 (15) | C5—C6—H6A | 109.5 |
| O1—C1—O4 | 112.17 (17) | C5—C6—H6B | 109.5 |
| O1—C1—C2 | 105.30 (17) | H6A—C6—H6B | 109.5 |
| O4—C1—C2 | 106.74 (16) | C5—C6—H6C | 109.5 |
| O1—C1—H1 | 110.8 | H6A—C6—H6C | 109.5 |
| O4—C1—H1 | 110.8 | H6B—C6—H6C | 109.5 |
| C2—C1—H1 | 110.8 | C5'—C6'—H6'A | 109.5 |
| O1'—C1'—O4' | 113.50 (18) | C5'—C6'—H6'B | 109.5 |
| O1'—C1'—C2' | 104.77 (17) | H6'A—C6'—H6'B | 109.5 |
| O4'—C1'—C2' | 107.05 (16) | C5'—C6'—H6'C | 109.5 |
| O1'—C1'—H1' | 110.4 | H6'A—C6'—H6'C | 109.5 |
| O4'—C1'—H1' | 110.4 | H6'B—C6'—H6'C | 109.5 |
| C2'—C1'—H1' | 110.4 | O1—C7—O2 | 103.70 (17) |
| O2—C2—C1 | 104.42 (15) | O1—C7—C9 | 109.1 (2) |
| O2—C2—C3' | 110.43 (15) | O2—C7—C9 | 108.06 (19) |
| C1—C2—C3' | 111.12 (15) | O1—C7—C8 | 111.2 (2) |
| O2—C2—C3 | 112.52 (15) | O2—C7—C8 | 111.28 (18) |
| C1—C2—C3 | 104.71 (15) | C9—C7—C8 | 113.0 (2) |
| C3'—C2—C3 | 113.14 (16) | O1'—C7'—O2' | 104.26 (17) |
| O2'—C2'—C1' | 105.43 (16) | O1'—C7'—C9' | 112.3 (3) |
| O2'—C2'—C3' | 111.52 (16) | O2'—C7'—C9' | 110.9 (2) |
| C1'—C2'—C3' | 105.59 (16) | O1'—C7'—C8' | 109.5 (2) |
| O2'—C2'—H2' | 111.3 | O2'—C7'—C8' | 106.6 (2) |
| C1'—C2'—H2' | 111.3 | C9'—C7'—C8' | 112.7 (2) |
| C3'—C2'—H2' | 111.3 | C7—C8—H8A | 109.5 |
| O3—C3—C4 | 111.89 (16) | C7—C8—H8B | 109.5 |
| O3—C3—C2 | 112.73 (17) | H8A—C8—H8B | 109.5 |
| C4—C3—C2 | 102.58 (16) | C7—C8—H8C | 109.5 |
| O3—C3—H3A | 109.8 | H8A—C8—H8C | 109.5 |
| C4—C3—H3A | 109.8 | H8B—C8—H8C | 109.5 |
| C2—C3—H3A | 109.8 | C7'—C8'—H8'A | 109.5 |
| O3'—C3'—C4' | 112.00 (15) | C7'—C8'—H8'B | 109.5 |
| O3'—C3'—C2 | 104.63 (15) | H8'A—C8'—H8'B | 109.5 |
| C4'—C3'—C2 | 114.66 (15) | C7'—C8'—H8'C | 109.5 |
| O3'—C3'—C2' | 113.63 (16) | H8'A—C8'—H8'C | 109.5 |
| C4'—C3'—C2' | 102.01 (15) | H8'B—C8'—H8'C | 109.5 |
| C2—C3'—C2' | 110.20 (15) | C7—C9—H9A | 109.5 |
| O4—C4—C5 | 109.52 (19) | C7—C9—H9B | 109.5 |
| O4—C4—C3 | 104.99 (17) | H9A—C9—H9B | 109.5 |
| C5—C4—C3 | 116.62 (19) | C7—C9—H9C | 109.5 |
| O4—C4—H4 | 108.5 | H9A—C9—H9C | 109.5 |
| C5—C4—H4 | 108.5 | H9B—C9—H9C | 109.5 |
| C3—C4—H4 | 108.5 | C7'—C9'—H9'A | 109.5 |
| C5'—C4'—O4' | 121.58 (19) | C7'—C9'—H9'B | 109.5 |
| C5'—C4'—C3' | 128.69 (19) | H9'A—C9'—H9'B | 109.5 |
| O4'—C4'—C3' | 109.65 (16) | C7'—C9'—H9'C | 109.5 |
| C4—C5—C6 | 112.3 (2) | H9'A—C9'—H9'C | 109.5 |
| C4—C5—H5A | 108.0 (16) | H9'B—C9'—H9'C | 109.5 |
| C7—O1—C1—O4 | −90.8 (2) | C3—C2—C3'—C2' | 179.19 (16) |
| C7—O1—C1—C2 | 24.9 (2) | O2'—C2'—C3'—O3' | 24.3 (2) |
| C4—O4—C1—O1 | 145.01 (18) | C1'—C2'—C3'—O3' | 138.29 (16) |
| C4—O4—C1—C2 | 30.2 (2) | O2'—C2'—C3'—C4' | −96.47 (18) |
| C7'—O1'—C1'—O4' | −95.8 (2) | C1'—C2'—C3'—C4' | 17.55 (19) |
| C7'—O1'—C1'—C2' | 20.6 (2) | O2'—C2'—C3'—C2 | 141.33 (16) |
| C4'—O4'—C1'—O1' | 107.62 (19) | C1'—C2'—C3'—C2 | −104.65 (18) |
| C4'—O4'—C1'—C2' | −7.5 (2) | C1—O4—C4—C5 | −164.72 (19) |
| C7—O2—C2—C1 | −6.9 (2) | C1—O4—C4—C3 | −38.8 (2) |
| C7—O2—C2—C3' | −126.46 (17) | O3—C3—C4—O4 | −90.6 (2) |
| C7—O2—C2—C3 | 106.07 (18) | C2—C3—C4—O4 | 30.5 (2) |
| O1—C1—C2—O2 | −10.73 (19) | O3—C3—C4—C5 | 30.8 (3) |
| O4—C1—C2—O2 | 108.66 (18) | C2—C3—C4—C5 | 151.9 (2) |
| O1—C1—C2—C3' | 108.34 (18) | C1'—O4'—C4'—C5' | −157.3 (2) |
| O4—C1—C2—C3' | −132.27 (17) | C1'—O4'—C4'—C3' | 19.9 (2) |
| O1—C1—C2—C3 | −129.19 (17) | O3'—C3'—C4'—C5' | 32.0 (3) |
| O4—C1—C2—C3 | −9.8 (2) | C2—C3'—C4'—C5' | −87.0 (3) |
| C7'—O2'—C2'—C1' | −4.3 (2) | C2'—C3'—C4'—C5' | 153.9 (2) |
| C7'—O2'—C2'—C3' | 109.84 (19) | O3'—C3'—C4'—O4' | −144.87 (16) |
| O1'—C1'—C2'—O2' | −9.9 (2) | C2—C3'—C4'—O4' | 96.09 (19) |
| O4'—C1'—C2'—O2' | 110.96 (17) | C2'—C3'—C4'—O4' | −23.00 (19) |
| O1'—C1'—C2'—C3' | −128.03 (17) | O4—C4—C5—C6 | −177.3 (2) |
| O4'—C1'—C2'—C3' | −7.2 (2) | C3—C4—C5—C6 | 63.7 (3) |
| O2—C2—C3—O3 | −4.8 (2) | O4'—C4'—C5'—C6' | −0.5 (4) |
| C1—C2—C3—O3 | 107.97 (18) | C3'—C4'—C5'—C6' | −177.0 (2) |
| C3'—C2—C3—O3 | −130.87 (17) | C1—O1—C7—O2 | −28.9 (2) |
| O2—C2—C3—C4 | −125.35 (16) | C1—O1—C7—C9 | −143.91 (18) |
| C1—C2—C3—C4 | −12.5 (2) | C1—O1—C7—C8 | 90.7 (2) |
| C3'—C2—C3—C4 | 108.61 (18) | C2—O2—C7—O1 | 21.6 (2) |
| O2—C2—C3'—O3' | 174.56 (14) | C2—O2—C7—C9 | 137.29 (18) |
| C1—C2—C3'—O3' | 59.2 (2) | C2—O2—C7—C8 | −98.0 (2) |
| C3—C2—C3'—O3' | −58.30 (19) | C1'—O1'—C7'—O2' | −23.2 (3) |
| O2—C2—C3'—C4' | −62.3 (2) | C1'—O1'—C7'—C9' | 97.0 (2) |
| C1—C2—C3'—C4' | −177.75 (17) | C1'—O1'—C7'—C8' | −137.0 (2) |
| C3—C2—C3'—C4' | 64.8 (2) | C2'—O2'—C7'—O1' | 16.3 (2) |
| O2—C2—C3'—C2' | 52.04 (19) | C2'—O2'—C7'—C9' | −104.8 (2) |
| C1—C2—C3'—C2' | −63.4 (2) | C2'—O2'—C7'—C8' | 132.2 (2) |
| H··· | ||||
| O3′—H3′···O4′i | 0.79 (3) | 2.36 (3) | 3.038 (2) | 144 (2) |
| O3′—H3′···O2′ | 0.79 (3) | 2.22 (3) | 2.685 (2) | 119 (2) |
| O3—H3···O2 | 0.82 (4) | 2.11 (3) | 2.647 (2) | 122 (3) |
Hydrogen-bond geometry (Å, °)
|
|
| H⋯ |
|
|
|---|---|---|---|---|
| O3′—H3′⋯O4′i | 0.79 (3) | 2.36 (3) | 3.038 (2) | 144 (2) |
| O3′—H3′⋯O2′ | 0.79 (3) | 2.22 (3) | 2.685 (2) | 119 (2) |
| O3—H3⋯O2 | 0.82 (4) | 2.11 (3) | 2.647 (2) | 122 (3) |
Symmetry code: (i) .