| Literature DB >> 22606142 |
Caitlin F Zipp1, Manuel Fernandes, Helder M Marques, Joseph P Michael.
Abstract
The enanti-omerically pure title compound, C(23)H(30)O(12), crystallizes in the chiral space group P2(1)2(1)2(1). The O-acetyl-ated-glucopyran-oside moiety adopts a chair conformation. Numerous C-H⋯O inter-actions as well as a C-H⋯π inter-action are present in the crystal structure.Entities:
Year: 2012 PMID: 22606142 PMCID: PMC3344139 DOI: 10.1107/S160053681201121X
Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN: 1600-5368
| C23H30O12 | |
| Orthorhombic, | Mo |
| Hall symbol: P 2ac 2ab | Cell parameters from 3488 reflections |
| θ = 2.3–24.0° | |
| µ = 0.11 mm−1 | |
| Plate, colourless | |
| 0.45 × 0.32 × 0.10 mm |
| Bruker APEXII CCD diffractometer | 2644 reflections with |
| Radiation source: fine-focus sealed tube | |
| Graphite monochromator | θmax = 28.0°, θmin = 2.0° |
| φ and ω scans | |
| 13406 measured reflections | |
| 3493 independent reflections |
| Refinement on | Primary atom site location: structure-invariant direct methods |
| Least-squares matrix: full | Secondary atom site location: difference Fourier map |
| Hydrogen site location: inferred from neighbouring sites | |
| H-atom parameters constrained | |
| 3493 reflections | (Δ/σ)max = 0.001 |
| 322 parameters | Δρmax = 0.25 e Å−3 |
| 0 restraints | Δρmin = −0.20 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 |
| C1 | 0.0801 (3) | 0.3057 (2) | 0.12632 (8) | 0.0238 (5) | |
| H1 | 0.0113 | 0.2457 | 0.1086 | 0.029* | |
| C2 | 0.2410 (3) | 0.3384 (2) | 0.10042 (8) | 0.0219 (5) | |
| H2 | 0.3164 | 0.3905 | 0.1197 | 0.026* | |
| C3 | 0.1944 (3) | 0.4037 (2) | 0.05649 (8) | 0.0225 (5) | |
| H3 | 0.1373 | 0.3461 | 0.0350 | 0.027* | |
| C4 | 0.0790 (3) | 0.5105 (2) | 0.06664 (8) | 0.0236 (5) | |
| H4 | 0.1420 | 0.5753 | 0.0836 | 0.028* | |
| C5 | −0.0749 (3) | 0.4686 (2) | 0.09422 (8) | 0.0254 (5) | |
| H5 | −0.1399 | 0.4077 | 0.0759 | 0.031* | |
| C6 | −0.1907 (3) | 0.5704 (2) | 0.10783 (9) | 0.0313 (6) | |
| H6A | −0.2358 | 0.6113 | 0.0802 | 0.038* | |
| H6B | −0.2873 | 0.5381 | 0.1257 | 0.038* | |
| C7 | 0.0063 (3) | 0.1934 (2) | 0.19310 (8) | 0.0266 (5) | |
| C8 | 0.0622 (4) | 0.1381 (2) | 0.23282 (9) | 0.0355 (7) | |
| H8 | 0.1776 | 0.1437 | 0.2417 | 0.043* | |
| C9 | −0.0526 (4) | 0.0745 (3) | 0.25957 (9) | 0.0389 (7) | |
| H9 | −0.0149 | 0.0360 | 0.2868 | 0.047* | |
| C10 | −0.2229 (4) | 0.0663 (2) | 0.24709 (9) | 0.0349 (6) | |
| C11 | −0.2725 (4) | 0.1186 (2) | 0.20664 (10) | 0.0353 (6) | |
| H11 | −0.3865 | 0.1100 | 0.1968 | 0.042* | |
| C12 | −0.1597 (4) | 0.1839 (2) | 0.17970 (9) | 0.0339 (6) | |
| H12 | −0.1971 | 0.2217 | 0.1523 | 0.041* | |
| C13 | −0.3436 (4) | −0.0023 (3) | 0.27751 (10) | 0.0439 (7) | |
| H13 | −0.3008 | −0.0875 | 0.2804 | 0.053* | |
| C14 | −0.4138 (6) | 0.1676 (3) | 0.32407 (12) | 0.0660 (11) | |
| H14A | −0.3371 | 0.2205 | 0.3068 | 0.099* | |
| H14B | −0.4181 | 0.1944 | 0.3560 | 0.099* | |
| H14C | −0.5274 | 0.1718 | 0.3107 | 0.099* | |
| C15 | −0.6115 (6) | −0.0935 (3) | 0.27581 (13) | 0.0679 (11) | |
| H15A | −0.5587 | −0.1741 | 0.2746 | 0.102* | |
| H15B | −0.7182 | −0.0950 | 0.2587 | 0.102* | |
| H15C | −0.6340 | −0.0716 | 0.3077 | 0.102* | |
| C16 | 0.4919 (4) | 0.2178 (2) | 0.09375 (8) | 0.0284 (6) | |
| C17 | 0.5515 (4) | 0.0911 (2) | 0.08455 (10) | 0.0428 (7) | |
| H17A | 0.6752 | 0.0882 | 0.0865 | 0.064* | |
| H17B | 0.5154 | 0.0662 | 0.0539 | 0.064* | |
| H17C | 0.5027 | 0.0357 | 0.1073 | 0.064* | |
| C18 | 0.4204 (3) | 0.3879 (2) | 0.00160 (8) | 0.0268 (5) | |
| C19 | 0.5757 (4) | 0.4516 (2) | −0.01518 (10) | 0.0395 (7) | |
| H19A | 0.6324 | 0.4009 | −0.0381 | 0.059* | |
| H19B | 0.6527 | 0.4660 | 0.0106 | 0.059* | |
| H19C | 0.5438 | 0.5296 | −0.0289 | 0.059* | |
| C20 | 0.0206 (4) | 0.6785 (2) | 0.01657 (9) | 0.0329 (6) | |
| C21 | −0.0371 (5) | 0.7100 (3) | −0.03023 (10) | 0.0481 (8) | |
| H21A | −0.0692 | 0.7960 | −0.0313 | 0.072* | |
| H21B | −0.1350 | 0.6597 | −0.0383 | 0.072* | |
| H21C | 0.0548 | 0.6951 | −0.0520 | 0.072* | |
| C22 | −0.1382 (4) | 0.7733 (3) | 0.13249 (11) | 0.0464 (8) | |
| C23 | −0.0184 (5) | 0.8508 (3) | 0.15844 (13) | 0.0651 (11) | |
| H23A | 0.0782 | 0.8716 | 0.1389 | 0.098* | |
| H23B | 0.0216 | 0.8066 | 0.1855 | 0.098* | |
| H23C | −0.0759 | 0.9255 | 0.1681 | 0.098* | |
| O1 | −0.0151 (2) | 0.41192 (14) | 0.13529 (5) | 0.0264 (4) | |
| O2 | 0.1293 (2) | 0.25639 (15) | 0.16843 (5) | 0.0283 (4) | |
| O3 | 0.3219 (2) | 0.22387 (14) | 0.09025 (5) | 0.0257 (4) | |
| O4 | 0.5794 (3) | 0.30351 (17) | 0.10281 (7) | 0.0401 (5) | |
| O5 | 0.3456 (2) | 0.45309 (14) | 0.03546 (5) | 0.0249 (4) | |
| O6 | 0.3683 (3) | 0.29251 (16) | −0.01228 (6) | 0.0401 (5) | |
| O7 | 0.0199 (2) | 0.55613 (14) | 0.02296 (5) | 0.0280 (4) | |
| O8 | 0.0625 (3) | 0.74887 (16) | 0.04572 (7) | 0.0538 (6) | |
| O9 | −0.0958 (3) | 0.65541 (15) | 0.13508 (6) | 0.0370 (5) | |
| O10 | −0.2594 (4) | 0.8089 (2) | 0.11206 (10) | 0.0741 (8) | |
| O11 | −0.3548 (3) | 0.0473 (2) | 0.32214 (7) | 0.0566 (6) | |
| O12 | −0.5013 (3) | −0.00697 (19) | 0.25616 (7) | 0.0510 (6) |
| C1 | 0.0264 (13) | 0.0235 (11) | 0.0216 (12) | −0.0017 (11) | −0.0011 (11) | −0.0001 (9) |
| C2 | 0.0204 (12) | 0.0216 (11) | 0.0235 (12) | 0.0004 (10) | 0.0008 (10) | −0.0046 (9) |
| C3 | 0.0225 (12) | 0.0197 (11) | 0.0253 (12) | −0.0027 (10) | 0.0022 (11) | −0.0003 (9) |
| C4 | 0.0265 (13) | 0.0213 (11) | 0.0230 (12) | 0.0000 (11) | 0.0013 (11) | −0.0005 (9) |
| C5 | 0.0247 (13) | 0.0257 (11) | 0.0259 (12) | 0.0010 (10) | −0.0008 (11) | 0.0006 (9) |
| C6 | 0.0295 (15) | 0.0337 (13) | 0.0309 (14) | 0.0078 (12) | 0.0020 (12) | −0.0011 (11) |
| C7 | 0.0297 (14) | 0.0253 (11) | 0.0248 (12) | 0.0009 (11) | 0.0044 (11) | 0.0003 (10) |
| C8 | 0.0360 (16) | 0.0430 (15) | 0.0276 (14) | −0.0015 (13) | −0.0046 (13) | 0.0055 (11) |
| C9 | 0.046 (2) | 0.0437 (16) | 0.0270 (14) | 0.0015 (14) | −0.0033 (13) | 0.0115 (12) |
| C10 | 0.0400 (17) | 0.0347 (14) | 0.0299 (14) | 0.0026 (13) | 0.0057 (13) | 0.0056 (11) |
| C11 | 0.0287 (14) | 0.0391 (14) | 0.0382 (16) | 0.0037 (12) | 0.0046 (13) | 0.0074 (12) |
| C12 | 0.0332 (16) | 0.0394 (14) | 0.0290 (14) | 0.0050 (13) | 0.0043 (12) | 0.0097 (11) |
| C13 | 0.0493 (19) | 0.0431 (16) | 0.0393 (17) | 0.0007 (15) | 0.0052 (15) | 0.0149 (13) |
| C14 | 0.074 (3) | 0.065 (2) | 0.059 (2) | −0.012 (2) | 0.029 (2) | −0.0096 (17) |
| C15 | 0.076 (3) | 0.062 (2) | 0.066 (2) | −0.023 (2) | 0.017 (2) | 0.0088 (18) |
| C16 | 0.0278 (14) | 0.0338 (13) | 0.0237 (13) | 0.0067 (12) | −0.0010 (11) | 0.0011 (10) |
| C17 | 0.0434 (18) | 0.0376 (14) | 0.0474 (17) | 0.0151 (14) | 0.0015 (15) | −0.0033 (13) |
| C18 | 0.0295 (13) | 0.0244 (11) | 0.0265 (13) | 0.0036 (11) | 0.0040 (12) | 0.0005 (9) |
| C19 | 0.0407 (16) | 0.0323 (13) | 0.0455 (16) | 0.0004 (13) | 0.0207 (15) | −0.0010 (12) |
| C20 | 0.0327 (15) | 0.0252 (12) | 0.0409 (15) | 0.0023 (11) | 0.0092 (13) | 0.0066 (11) |
| C21 | 0.067 (2) | 0.0324 (14) | 0.0452 (17) | 0.0067 (15) | 0.0005 (17) | 0.0119 (13) |
| C22 | 0.052 (2) | 0.0367 (15) | 0.0510 (18) | 0.0163 (15) | 0.0011 (17) | −0.0032 (14) |
| C23 | 0.077 (3) | 0.0392 (16) | 0.079 (3) | 0.0126 (19) | −0.018 (2) | −0.0202 (17) |
| O1 | 0.0287 (10) | 0.0289 (8) | 0.0217 (8) | 0.0038 (7) | 0.0024 (8) | 0.0015 (7) |
| O2 | 0.0272 (10) | 0.0340 (9) | 0.0236 (9) | −0.0010 (8) | 0.0008 (8) | 0.0046 (7) |
| O3 | 0.0257 (10) | 0.0223 (8) | 0.0291 (9) | 0.0039 (7) | −0.0011 (8) | −0.0021 (7) |
| O4 | 0.0261 (10) | 0.0378 (10) | 0.0564 (13) | 0.0012 (9) | −0.0027 (10) | −0.0023 (9) |
| O5 | 0.0251 (9) | 0.0213 (7) | 0.0283 (9) | −0.0018 (7) | 0.0070 (8) | −0.0022 (7) |
| O6 | 0.0433 (12) | 0.0332 (10) | 0.0439 (11) | −0.0046 (9) | 0.0128 (10) | −0.0138 (8) |
| O7 | 0.0336 (10) | 0.0221 (8) | 0.0283 (9) | 0.0029 (7) | −0.0002 (8) | 0.0025 (7) |
| O8 | 0.0837 (18) | 0.0234 (9) | 0.0542 (13) | −0.0053 (11) | −0.0061 (13) | 0.0034 (9) |
| O9 | 0.0466 (12) | 0.0302 (9) | 0.0343 (10) | 0.0134 (9) | −0.0038 (10) | −0.0072 (7) |
| O10 | 0.0699 (18) | 0.0433 (12) | 0.109 (2) | 0.0250 (13) | −0.0303 (16) | −0.0047 (13) |
| O11 | 0.0628 (16) | 0.0706 (15) | 0.0365 (12) | −0.0076 (14) | 0.0116 (11) | 0.0106 (11) |
| O12 | 0.0476 (13) | 0.0543 (13) | 0.0511 (13) | −0.0148 (12) | 0.0048 (11) | 0.0135 (10) |
| C1—O2 | 1.400 (3) | C13—H13 | 1.0000 |
| C1—O1 | 1.414 (3) | C14—O11 | 1.404 (4) |
| C1—C2 | 1.522 (3) | C14—H14A | 0.9800 |
| C1—H1 | 1.0000 | C14—H14B | 0.9800 |
| C2—O3 | 1.444 (3) | C14—H14C | 0.9800 |
| C2—C3 | 1.516 (3) | C15—O12 | 1.412 (4) |
| C2—H2 | 1.0000 | C15—H15A | 0.9800 |
| C3—O5 | 1.449 (3) | C15—H15B | 0.9800 |
| C3—C4 | 1.516 (3) | C15—H15C | 0.9800 |
| C3—H3 | 1.0000 | C16—O4 | 1.198 (3) |
| C4—O7 | 1.449 (3) | C16—O3 | 1.348 (3) |
| C4—C5 | 1.530 (3) | C16—C17 | 1.495 (3) |
| C4—H4 | 1.0000 | C17—H17A | 0.9800 |
| C5—O1 | 1.433 (3) | C17—H17B | 0.9800 |
| C5—C6 | 1.500 (3) | C17—H17C | 0.9800 |
| C5—H5 | 1.0000 | C18—O6 | 1.198 (3) |
| C6—O9 | 1.439 (3) | C18—O5 | 1.357 (3) |
| C6—H6A | 0.9900 | C18—C19 | 1.495 (4) |
| C6—H6B | 0.9900 | C19—H19A | 0.9800 |
| C7—C12 | 1.373 (4) | C19—H19B | 0.9800 |
| C7—C8 | 1.383 (4) | C19—H19C | 0.9800 |
| C7—O2 | 1.394 (3) | C20—O8 | 1.198 (3) |
| C8—C9 | 1.387 (4) | C20—O7 | 1.359 (3) |
| C8—H8 | 0.9500 | C20—C21 | 1.483 (4) |
| C9—C10 | 1.397 (4) | C21—H21A | 0.9800 |
| C9—H9 | 0.9500 | C21—H21B | 0.9800 |
| C10—C11 | 1.372 (4) | C21—H21C | 0.9800 |
| C10—C13 | 1.506 (4) | C22—O10 | 1.195 (4) |
| C11—C12 | 1.390 (4) | C22—O9 | 1.341 (3) |
| C11—H11 | 0.9500 | C22—C23 | 1.482 (5) |
| C12—H12 | 0.9500 | C23—H23A | 0.9800 |
| C13—O12 | 1.395 (4) | C23—H23B | 0.9800 |
| C13—O11 | 1.417 (4) | C23—H23C | 0.9800 |
| O2—C1—O1 | 107.73 (17) | O11—C13—H13 | 107.8 |
| O2—C1—C2 | 107.29 (19) | C10—C13—H13 | 107.8 |
| O1—C1—C2 | 109.94 (18) | O11—C14—H14A | 109.5 |
| O2—C1—H1 | 110.6 | O11—C14—H14B | 109.5 |
| O1—C1—H1 | 110.6 | H14A—C14—H14B | 109.5 |
| C2—C1—H1 | 110.6 | O11—C14—H14C | 109.5 |
| O3—C2—C3 | 110.26 (18) | H14A—C14—H14C | 109.5 |
| O3—C2—C1 | 105.40 (17) | H14B—C14—H14C | 109.5 |
| C3—C2—C1 | 109.29 (19) | O12—C15—H15A | 109.5 |
| O3—C2—H2 | 110.6 | O12—C15—H15B | 109.5 |
| C3—C2—H2 | 110.6 | H15A—C15—H15B | 109.5 |
| C1—C2—H2 | 110.6 | O12—C15—H15C | 109.5 |
| O5—C3—C4 | 106.76 (17) | H15A—C15—H15C | 109.5 |
| O5—C3—C2 | 109.66 (19) | H15B—C15—H15C | 109.5 |
| C4—C3—C2 | 110.31 (18) | O4—C16—O3 | 123.5 (2) |
| O5—C3—H3 | 110.0 | O4—C16—C17 | 126.2 (3) |
| C4—C3—H3 | 110.0 | O3—C16—C17 | 110.2 (2) |
| C2—C3—H3 | 110.0 | C16—C17—H17A | 109.5 |
| O7—C4—C3 | 106.83 (17) | C16—C17—H17B | 109.5 |
| O7—C4—C5 | 108.2 (2) | H17A—C17—H17B | 109.5 |
| C3—C4—C5 | 110.31 (18) | C16—C17—H17C | 109.5 |
| O7—C4—H4 | 110.5 | H17A—C17—H17C | 109.5 |
| C3—C4—H4 | 110.5 | H17B—C17—H17C | 109.5 |
| C5—C4—H4 | 110.5 | O6—C18—O5 | 124.0 (2) |
| O1—C5—C6 | 107.67 (18) | O6—C18—C19 | 125.5 (2) |
| O1—C5—C4 | 108.10 (19) | O5—C18—C19 | 110.4 (2) |
| C6—C5—C4 | 113.56 (19) | C18—C19—H19A | 109.5 |
| O1—C5—H5 | 109.1 | C18—C19—H19B | 109.5 |
| C6—C5—H5 | 109.1 | H19A—C19—H19B | 109.5 |
| C4—C5—H5 | 109.1 | C18—C19—H19C | 109.5 |
| O9—C6—C5 | 108.3 (2) | H19A—C19—H19C | 109.5 |
| O9—C6—H6A | 110.0 | H19B—C19—H19C | 109.5 |
| C5—C6—H6A | 110.0 | O8—C20—O7 | 122.9 (2) |
| O9—C6—H6B | 110.0 | O8—C20—C21 | 126.2 (2) |
| C5—C6—H6B | 110.0 | O7—C20—C21 | 110.9 (2) |
| H6A—C6—H6B | 108.4 | C20—C21—H21A | 109.5 |
| C12—C7—C8 | 120.7 (2) | C20—C21—H21B | 109.5 |
| C12—C7—O2 | 123.8 (2) | H21A—C21—H21B | 109.5 |
| C8—C7—O2 | 115.5 (2) | C20—C21—H21C | 109.5 |
| C7—C8—C9 | 119.1 (3) | H21A—C21—H21C | 109.5 |
| C7—C8—H8 | 120.5 | H21B—C21—H21C | 109.5 |
| C9—C8—H8 | 120.5 | O10—C22—O9 | 123.0 (3) |
| C8—C9—C10 | 121.0 (2) | O10—C22—C23 | 125.4 (3) |
| C8—C9—H9 | 119.5 | O9—C22—C23 | 111.6 (3) |
| C10—C9—H9 | 119.5 | C22—C23—H23A | 109.5 |
| C11—C10—C9 | 118.2 (3) | C22—C23—H23B | 109.5 |
| C11—C10—C13 | 122.5 (3) | H23A—C23—H23B | 109.5 |
| C9—C10—C13 | 119.2 (2) | C22—C23—H23C | 109.5 |
| C10—C11—C12 | 121.5 (3) | H23A—C23—H23C | 109.5 |
| C10—C11—H11 | 119.3 | H23B—C23—H23C | 109.5 |
| C12—C11—H11 | 119.3 | C1—O1—C5 | 112.28 (16) |
| C7—C12—C11 | 119.4 (2) | C7—O2—C1 | 117.00 (19) |
| C7—C12—H12 | 120.3 | C16—O3—C2 | 117.93 (19) |
| C11—C12—H12 | 120.3 | C18—O5—C3 | 118.07 (18) |
| O12—C13—O11 | 111.7 (3) | C20—O7—C4 | 117.55 (19) |
| O12—C13—C10 | 108.7 (2) | C22—O9—C6 | 117.8 (2) |
| O11—C13—C10 | 113.0 (2) | C14—O11—C13 | 114.9 (2) |
| O12—C13—H13 | 107.8 | C13—O12—C15 | 113.2 (3) |
| O2—C1—C2—O3 | 67.0 (2) | C11—C10—C13—O11 | −121.4 (3) |
| O1—C1—C2—O3 | −176.06 (17) | C9—C10—C13—O11 | 60.5 (4) |
| O2—C1—C2—C3 | −174.46 (17) | O2—C1—O1—C5 | −178.82 (18) |
| O1—C1—C2—C3 | −57.6 (2) | C2—C1—O1—C5 | 64.6 (2) |
| O3—C2—C3—O5 | −74.1 (2) | C6—C5—O1—C1 | 173.20 (19) |
| C1—C2—C3—O5 | 170.47 (17) | C4—C5—O1—C1 | −63.7 (2) |
| O3—C2—C3—C4 | 168.59 (18) | C12—C7—O2—C1 | −4.1 (3) |
| C1—C2—C3—C4 | 53.2 (2) | C8—C7—O2—C1 | 175.4 (2) |
| O5—C3—C4—O7 | 69.5 (2) | O1—C1—O2—C7 | 76.8 (2) |
| C2—C3—C4—O7 | −171.43 (18) | C2—C1—O2—C7 | −164.91 (18) |
| O5—C3—C4—C5 | −173.12 (18) | O4—C16—O3—C2 | −3.5 (4) |
| C2—C3—C4—C5 | −54.0 (3) | C17—C16—O3—C2 | 176.82 (19) |
| O7—C4—C5—O1 | 174.03 (16) | C3—C2—O3—C16 | 101.6 (2) |
| C3—C4—C5—O1 | 57.5 (2) | C1—C2—O3—C16 | −140.5 (2) |
| O7—C4—C5—C6 | −66.6 (2) | O6—C18—O5—C3 | 0.7 (3) |
| C3—C4—C5—C6 | 176.9 (2) | C19—C18—O5—C3 | −178.8 (2) |
| O1—C5—C6—O9 | 60.3 (2) | C4—C3—O5—C18 | −143.3 (2) |
| C4—C5—C6—O9 | −59.4 (3) | C2—C3—O5—C18 | 97.2 (2) |
| C12—C7—C8—C9 | −1.2 (4) | O8—C20—O7—C4 | −2.4 (4) |
| O2—C7—C8—C9 | 179.4 (2) | C21—C20—O7—C4 | 177.8 (2) |
| C7—C8—C9—C10 | −0.4 (4) | C3—C4—O7—C20 | −135.4 (2) |
| C8—C9—C10—C11 | 2.7 (4) | C5—C4—O7—C20 | 105.8 (2) |
| C8—C9—C10—C13 | −179.2 (3) | O10—C22—O9—C6 | 6.9 (5) |
| C9—C10—C11—C12 | −3.5 (4) | C23—C22—O9—C6 | −173.9 (3) |
| C13—C10—C11—C12 | 178.5 (3) | C5—C6—O9—C22 | 148.1 (2) |
| C8—C7—C12—C11 | 0.4 (4) | O12—C13—O11—C14 | −61.7 (3) |
| O2—C7—C12—C11 | 179.8 (2) | C10—C13—O11—C14 | 61.2 (4) |
| C10—C11—C12—C7 | 2.0 (4) | O11—C13—O12—C15 | −69.5 (3) |
| C11—C10—C13—O12 | 3.2 (4) | C10—C13—O12—C15 | 165.2 (3) |
| C9—C10—C13—O12 | −174.9 (3) |
| H··· | ||||
| C2—H2···O11i | 1.00 | 2.44 | 3.347 (3) | 151 |
| C12—H12···O4ii | 0.95 | 2.45 | 3.321 (3) | 152 |
| C19—H19 | 0.98 | 2.54 | 3.510 (3) | 171 |
| C19—H19 | 0.98 | 2.49 | 3.414 (3) | 157 |
| C21—H21 | 0.98 | 2.29 | 3.252 (4) | 168 |
| C23—H23 | 0.98 | 2.71 | 3.615 (4) | 153 |
Hydrogen-bond geometry (Å, °)
Cg is the centroid of the C7–C12 ring.
| H⋯ | ||||
|---|---|---|---|---|
| C2—H2⋯O11i | 1.00 | 2.44 | 3.347 (3) | 151 |
| C12—H12⋯O4ii | 0.95 | 2.45 | 3.321 (3) | 152 |
| C19—H19 | 0.98 | 2.54 | 3.510 (3) | 171 |
| C19—H19 | 0.98 | 2.49 | 3.414 (3) | 157 |
| C21—H21 | 0.98 | 2.29 | 3.252 (4) | 168 |
| C23—H23 | 0.98 | 2.71 | 3.615 (4) | 153 |
Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) .