Buy article online - an online subscription or single-article purchase is required to access this article.
organic compounds
The relative configuration at position C-2 of the title lactone, C11H18O6, which exists in the five-membered ring form, was unequivocally established by X-ray crystallographic analysis. There are two molecules present in the asymmetric unit (Z' = 2). The absolute configuration was determined by the use of 2,4-di-C-methyl-L-arabinose as the starting material.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807018314/lh2352sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807018314/lh23525sup2.hkl |
CCDC reference: 647278
Key indicators
- Single-crystal X-ray study
- T = 150 K
- Mean (C-C) = 0.003 Å
- R factor = 0.033
- wR factor = 0.070
- Data-to-parameter ratio = 9.7
checkCIF/PLATON results
No syntax errors found
Alert level B ABSTM02_ALERT_3_B The ratio of expected to reported Tmax/Tmin(RR') is < 0.75 Tmin and Tmax reported: 0.670 0.990 Tmin(prime) and Tmax expected: 0.899 0.990 RR(prime) = 0.745 Please check that your absorption correction is appropriate. PLAT061_ALERT_3_B Tmax/Tmin Range Test RR' too Large ............. 0.74 PLAT063_ALERT_3_B Crystal Probably too Large for Beam Size ....... 1.00 mm
Alert level C PLAT220_ALERT_2_C Large Non-Solvent O Ueq(max)/Ueq(min) ... 3.24 Ratio PLAT230_ALERT_2_C Hirshfeld Test Diff for C4 - C5 .. 5.22 su PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 16
Alert level G REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is correct. If it is not, please give the correct count in the _publ_section_exptl_refinement section of the submitted CIF. From the CIF: _diffrn_reflns_theta_max 27.48 From the CIF: _reflns_number_total 2992 Count of symmetry unique reflns 3052 Completeness (_total/calc) 98.03% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 0 Fraction of Friedel pairs measured 0.000 Are heavy atom types Z>Si present no PLAT791_ALERT_1_G Confirm the Absolute Configuration of C1 = . S PLAT791_ALERT_1_G Confirm the Absolute Configuration of C2 = . R PLAT791_ALERT_1_G Confirm the Absolute Configuration of C3 = . S PLAT791_ALERT_1_G Confirm the Absolute Configuration of C4 = . S PLAT791_ALERT_1_G Confirm the Absolute Configuration of C101 = . S PLAT791_ALERT_1_G Confirm the Absolute Configuration of C102 = . R PLAT791_ALERT_1_G Confirm the Absolute Configuration of C103 = . S PLAT791_ALERT_1_G Confirm the Absolute Configuration of C104 = . S
0 ALERT level A = In general: serious problem 3 ALERT level B = Potentially serious problem 3 ALERT level C = Check and explain 9 ALERT level G = General alerts; check 8 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 3 ALERT type 3 Indicator that the structure quality may be low 2 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
Computing details top
Data collection: COLLECT (Nonius, 2001); cell refinement: DENZO and SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO and SCALEPACK; program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: CRYSTALS (Betteridge et al., 2003); molecular graphics: CAMERON (Watkin et al., 1996); software used to prepare material for publication: CRYSTALS.
3,5-Di-C-methyl-5,6-O-isopropylidene-L-glucono-1,4-lactone top
Crystal data top
C11H18O6 | F(000) = 528 |
Mr = 246.26 | Dx = 1.296 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2yb | Cell parameters from 2612 reflections |
a = 8.7635 (3) Å | θ = 5–27° |
b = 10.6004 (3) Å | µ = 0.11 mm−1 |
c = 13.7678 (4) Å | T = 150 K |
β = 99.4044 (14)° | Plate, colourless |
V = 1261.79 (7) Å3 | 1.00 × 0.40 × 0.10 mm |
Z = 4 |
Data collection top
Bruker Nonius KappaCCD area-detector diffractometer | 2521 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.031 |
ω scans | θmax = 27.5°, θmin = 5.1° |
Absorption correction: multi-scan (DENZO and SCALEPACK; Otwinowski & Minor, 1997) | h = −11→11 |
Tmin = 0.67, Tmax = 0.99 | k = −13→12 |
10042 measured reflections | l = −17→17 |
2992 independent reflections |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.033 | H-atom parameters constrained |
wR(F2) = 0.070 | w = 1/[σ2(F2) + (0.03P)2 + 0.19P], where P = [max(Fo2,0) + 2Fc2]/3 |
S = 0.93 | (Δ/σ)max = 0.000310 |
2992 reflections | Δρmax = 0.27 e Å−3 |
307 parameters | Δρmin = −0.23 e Å−3 |
1 restraint |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
C101 | 0.2441 (2) | 0.20876 (18) | 0.67526 (14) | 0.0234 | |
C102 | 0.1053 (2) | 0.26581 (19) | 0.60772 (14) | 0.0220 | |
C103 | 0.0135 (2) | 0.36915 (19) | 0.65041 (14) | 0.0231 | |
C104 | −0.0387 (2) | 0.45366 (19) | 0.56115 (14) | 0.0229 | |
C105 | 0.0871 (2) | 0.4344 (2) | 0.49914 (14) | 0.0236 | |
O106 | 0.16175 (15) | 0.32475 (13) | 0.52394 (10) | 0.0248 | |
O107 | 0.11683 (17) | 0.49882 (15) | 0.43276 (11) | 0.0341 | |
O108 | −0.17984 (15) | 0.40958 (15) | 0.50590 (10) | 0.0325 | |
O109 | 0.12542 (16) | 0.43865 (14) | 0.71639 (10) | 0.0291 | |
C110 | −0.1182 (2) | 0.3210 (2) | 0.69928 (16) | 0.0319 | |
O111 | 0.30272 (15) | 0.10938 (15) | 0.61893 (11) | 0.0295 | |
C112 | 0.4697 (2) | 0.1145 (2) | 0.63216 (15) | 0.0295 | |
O113 | 0.51159 (16) | 0.20758 (15) | 0.70649 (10) | 0.0301 | |
C114 | 0.3850 (2) | 0.2944 (2) | 0.70071 (16) | 0.0274 | |
C115 | 0.5174 (3) | 0.1533 (3) | 0.53616 (16) | 0.0418 | |
C116 | 0.5364 (3) | −0.0100 (2) | 0.6702 (2) | 0.0422 | |
C117 | 0.1959 (3) | 0.1502 (2) | 0.76652 (17) | 0.0373 | |
H1021 | 0.0337 | 0.1977 | 0.5834 | 0.0244* | |
H1041 | −0.0437 | 0.5402 | 0.5807 | 0.0270* | |
H1101 | −0.1793 | 0.3915 | 0.7164 | 0.0481* | |
H1102 | −0.0751 | 0.2753 | 0.7586 | 0.0480* | |
H1103 | −0.1830 | 0.2653 | 0.6534 | 0.0483* | |
H1141 | 0.3888 | 0.3334 | 0.7664 | 0.0328* | |
H1142 | 0.3877 | 0.3582 | 0.6493 | 0.0317* | |
H1151 | 0.6304 | 0.1579 | 0.5432 | 0.0604* | |
H1152 | 0.4774 | 0.0902 | 0.4875 | 0.0607* | |
H1153 | 0.4719 | 0.2346 | 0.5165 | 0.0606* | |
H1161 | 0.6492 | −0.0074 | 0.6801 | 0.0608* | |
H1162 | 0.5036 | −0.0271 | 0.7322 | 0.0604* | |
H1163 | 0.4996 | −0.0761 | 0.6233 | 0.0613* | |
H1171 | 0.2821 | 0.1022 | 0.8020 | 0.0557* | |
H1172 | 0.1684 | 0.2169 | 0.8095 | 0.0554* | |
H1173 | 0.1075 | 0.0946 | 0.7477 | 0.0561* | |
H10 | −0.2097 | 0.4614 | 0.4612 | 0.0474* | |
H16 | 0.0832 | 0.4983 | 0.7434 | 0.0452* | |
C1 | 0.9306 (2) | 0.25399 (19) | 0.18967 (14) | 0.0230 | |
C2 | 0.8470 (2) | 0.24421 (19) | 0.08284 (14) | 0.0246 | |
C3 | 0.7548 (2) | 0.1265 (2) | 0.04486 (14) | 0.0278 | |
C4 | 0.6476 (3) | 0.1825 (3) | −0.04345 (16) | 0.0404 | |
C5 | 0.6161 (3) | 0.3113 (3) | −0.00555 (18) | 0.0472 | |
O6 | 0.73454 (18) | 0.34734 (15) | 0.06539 (12) | 0.0385 | |
O7 | 0.5085 (2) | 0.3808 (2) | −0.03287 (16) | 0.0733 | |
O8 | 0.72902 (19) | 0.1989 (2) | −0.12367 (11) | 0.0593 | |
O9 | 0.65989 (16) | 0.09305 (15) | 0.11524 (10) | 0.0301 | |
C10 | 0.8491 (3) | 0.0152 (2) | 0.01850 (18) | 0.0416 | |
O11 | 1.03055 (15) | 0.14528 (13) | 0.20633 (10) | 0.0226 | |
C12 | 1.1882 (2) | 0.1823 (2) | 0.19788 (15) | 0.0274 | |
O13 | 1.17613 (17) | 0.30814 (14) | 0.16286 (11) | 0.0312 | |
C14 | 1.0473 (3) | 0.3618 (2) | 0.19846 (16) | 0.0307 | |
C15 | 1.2484 (3) | 0.1021 (3) | 0.12217 (18) | 0.0388 | |
C16 | 1.2862 (3) | 0.1747 (2) | 0.29937 (17) | 0.0388 | |
C17 | 0.8256 (3) | 0.2616 (2) | 0.26746 (16) | 0.0314 | |
H21 | 0.9264 | 0.2569 | 0.0406 | 0.0298* | |
H41 | 0.5517 | 0.1330 | −0.0609 | 0.0490* | |
H101 | 0.7807 | −0.0473 | −0.0159 | 0.0605* | |
H102 | 0.9192 | 0.0448 | −0.0244 | 0.0607* | |
H103 | 0.9049 | −0.0187 | 0.0793 | 0.0612* | |
H141 | 1.0075 | 0.4346 | 0.1582 | 0.0364* | |
H142 | 1.0748 | 0.3868 | 0.2682 | 0.0365* | |
H151 | 1.3547 | 0.1271 | 0.1200 | 0.0599* | |
H152 | 1.1824 | 0.1154 | 0.0584 | 0.0595* | |
H153 | 1.2460 | 0.0145 | 0.1413 | 0.0607* | |
H161 | 1.3892 | 0.1977 | 0.2914 | 0.0555* | |
H162 | 1.2852 | 0.0884 | 0.3221 | 0.0560* | |
H163 | 1.2455 | 0.2317 | 0.3444 | 0.0560* | |
H171 | 0.8886 | 0.2704 | 0.3331 | 0.0469* | |
H172 | 0.7635 | 0.1852 | 0.2648 | 0.0465* | |
H173 | 0.7567 | 0.3336 | 0.2541 | 0.0475* | |
H37 | 0.6140 | 0.0288 | 0.0945 | 0.0451* | |
H38 | 0.6646 | 0.2060 | −0.1757 | 0.0861* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
C101 | 0.0247 (10) | 0.0185 (9) | 0.0250 (10) | 0.0016 (8) | −0.0021 (8) | −0.0005 (9) |
C102 | 0.0213 (9) | 0.0197 (9) | 0.0240 (10) | −0.0016 (8) | 0.0011 (8) | −0.0019 (9) |
C103 | 0.0237 (10) | 0.0212 (9) | 0.0236 (10) | −0.0001 (8) | 0.0017 (8) | −0.0038 (9) |
C104 | 0.0226 (10) | 0.0188 (9) | 0.0266 (10) | 0.0026 (8) | 0.0020 (8) | 0.0003 (8) |
C105 | 0.0217 (10) | 0.0238 (10) | 0.0236 (10) | 0.0009 (8) | −0.0015 (8) | −0.0010 (9) |
O106 | 0.0259 (7) | 0.0266 (8) | 0.0215 (7) | 0.0053 (6) | 0.0027 (6) | −0.0001 (6) |
O107 | 0.0361 (8) | 0.0368 (9) | 0.0306 (8) | 0.0038 (7) | 0.0089 (7) | 0.0091 (8) |
O108 | 0.0238 (8) | 0.0355 (8) | 0.0352 (8) | 0.0001 (7) | −0.0042 (6) | 0.0094 (7) |
O109 | 0.0322 (8) | 0.0250 (7) | 0.0288 (7) | 0.0003 (6) | 0.0005 (6) | −0.0101 (6) |
C110 | 0.0302 (11) | 0.0330 (12) | 0.0347 (11) | 0.0022 (10) | 0.0120 (9) | 0.0035 (10) |
O111 | 0.0207 (7) | 0.0231 (7) | 0.0416 (8) | 0.0047 (6) | −0.0040 (6) | −0.0069 (7) |
C112 | 0.0211 (10) | 0.0323 (11) | 0.0318 (12) | 0.0031 (9) | −0.0052 (8) | −0.0034 (10) |
O113 | 0.0233 (7) | 0.0345 (8) | 0.0289 (8) | 0.0016 (7) | −0.0069 (6) | −0.0008 (7) |
C114 | 0.0250 (10) | 0.0250 (10) | 0.0291 (10) | 0.0011 (9) | −0.0048 (8) | −0.0008 (9) |
C115 | 0.0316 (12) | 0.0588 (16) | 0.0330 (12) | 0.0014 (12) | −0.0003 (10) | −0.0036 (12) |
C116 | 0.0286 (12) | 0.0386 (13) | 0.0558 (15) | 0.0126 (11) | −0.0035 (11) | 0.0015 (12) |
C117 | 0.0416 (13) | 0.0320 (11) | 0.0370 (12) | 0.0027 (11) | 0.0025 (10) | 0.0132 (11) |
C1 | 0.0304 (10) | 0.0175 (9) | 0.0214 (10) | 0.0021 (9) | 0.0052 (8) | −0.0002 (8) |
C2 | 0.0246 (10) | 0.0255 (10) | 0.0247 (10) | 0.0072 (9) | 0.0066 (8) | 0.0073 (9) |
C3 | 0.0234 (10) | 0.0390 (12) | 0.0201 (10) | 0.0023 (9) | 0.0012 (8) | 0.0008 (9) |
C4 | 0.0240 (11) | 0.0674 (18) | 0.0277 (11) | −0.0032 (12) | −0.0014 (9) | 0.0133 (12) |
C5 | 0.0300 (12) | 0.0653 (17) | 0.0470 (14) | 0.0075 (13) | 0.0080 (11) | 0.0356 (15) |
O6 | 0.0346 (9) | 0.0346 (9) | 0.0465 (10) | 0.0119 (7) | 0.0067 (8) | 0.0186 (8) |
O7 | 0.0382 (10) | 0.0826 (16) | 0.0973 (17) | 0.0241 (11) | 0.0056 (10) | 0.0556 (14) |
O8 | 0.0335 (9) | 0.1222 (18) | 0.0198 (8) | −0.0126 (11) | −0.0025 (7) | 0.0165 (10) |
O9 | 0.0363 (8) | 0.0291 (7) | 0.0252 (7) | −0.0045 (7) | 0.0055 (6) | 0.0008 (7) |
C10 | 0.0392 (13) | 0.0482 (15) | 0.0347 (12) | 0.0013 (12) | −0.0017 (10) | −0.0207 (12) |
O11 | 0.0221 (7) | 0.0200 (7) | 0.0250 (7) | −0.0004 (6) | 0.0015 (6) | 0.0022 (6) |
C12 | 0.0242 (10) | 0.0267 (11) | 0.0307 (11) | −0.0052 (9) | 0.0024 (8) | 0.0042 (9) |
O13 | 0.0339 (8) | 0.0275 (7) | 0.0333 (8) | −0.0055 (7) | 0.0084 (7) | 0.0050 (7) |
C14 | 0.0407 (13) | 0.0225 (10) | 0.0304 (11) | −0.0029 (10) | 0.0101 (10) | 0.0000 (9) |
C15 | 0.0333 (12) | 0.0399 (12) | 0.0459 (14) | −0.0022 (12) | 0.0144 (11) | −0.0010 (12) |
C16 | 0.0320 (12) | 0.0397 (13) | 0.0401 (13) | −0.0120 (11) | −0.0077 (10) | 0.0059 (11) |
C17 | 0.0423 (13) | 0.0266 (10) | 0.0277 (11) | 0.0001 (10) | 0.0125 (10) | −0.0033 (9) |
Geometric parameters (Å, º) top
C101—C102 | 1.530 (3) | C1—C2 | 1.536 (3) |
C101—O111 | 1.451 (2) | C1—O11 | 1.443 (2) |
C101—C114 | 1.526 (3) | C1—C14 | 1.525 (3) |
C101—C117 | 1.522 (3) | C1—C17 | 1.524 (3) |
C102—C103 | 1.532 (3) | C2—C3 | 1.531 (3) |
C102—O106 | 1.467 (2) | C2—O6 | 1.465 (2) |
C102—H1021 | 0.979 | C2—H21 | 0.986 |
C103—C104 | 1.529 (3) | C3—C4 | 1.530 (3) |
C103—O109 | 1.428 (2) | C3—O9 | 1.421 (2) |
C103—C110 | 1.516 (3) | C3—C10 | 1.518 (3) |
C104—C105 | 1.514 (3) | C4—C5 | 1.504 (4) |
C104—O108 | 1.421 (2) | C4—O8 | 1.420 (3) |
C104—H1041 | 0.960 | C4—H41 | 0.987 |
C105—O106 | 1.350 (2) | C5—O6 | 1.359 (3) |
C105—O107 | 1.203 (2) | C5—O7 | 1.207 (3) |
O108—H10 | 0.834 | O8—H38 | 0.840 |
O109—H16 | 0.848 | O9—H37 | 0.819 |
C110—H1101 | 0.971 | C10—H101 | 0.964 |
C110—H1102 | 0.971 | C10—H102 | 0.971 |
C110—H1103 | 0.976 | C10—H103 | 0.967 |
O111—C112 | 1.446 (2) | O11—C12 | 1.459 (2) |
C112—O113 | 1.426 (3) | C12—O13 | 1.417 (3) |
C112—C115 | 1.507 (3) | C12—C15 | 1.506 (3) |
C112—C116 | 1.503 (3) | C12—C16 | 1.518 (3) |
O113—C114 | 1.434 (2) | O13—C14 | 1.421 (3) |
C114—H1141 | 0.990 | C14—H141 | 0.980 |
C114—H1142 | 0.982 | C14—H142 | 0.987 |
C115—H1151 | 0.980 | C15—H151 | 0.974 |
C115—H1152 | 0.971 | C15—H152 | 0.980 |
C115—H1153 | 0.969 | C15—H153 | 0.966 |
C116—H1161 | 0.976 | C16—H161 | 0.959 |
C116—H1162 | 0.962 | C16—H162 | 0.967 |
C116—H1163 | 0.972 | C16—H163 | 0.974 |
C117—H1171 | 0.973 | C17—H171 | 0.984 |
C117—H1172 | 0.978 | C17—H172 | 0.973 |
C117—H1173 | 0.974 | C17—H173 | 0.973 |
C102—C101—O111 | 106.13 (15) | C2—C1—O11 | 106.29 (15) |
C102—C101—C114 | 115.93 (16) | C2—C1—C14 | 109.59 (16) |
O111—C101—C114 | 102.19 (15) | O11—C1—C14 | 101.78 (15) |
C102—C101—C117 | 111.25 (16) | C2—C1—C17 | 115.37 (17) |
O111—C101—C117 | 108.37 (17) | O11—C1—C17 | 110.54 (16) |
C114—C101—C117 | 112.13 (17) | C14—C1—C17 | 112.25 (17) |
C101—C102—C103 | 117.70 (16) | C1—C2—C3 | 121.63 (16) |
C101—C102—O106 | 108.04 (14) | C1—C2—O6 | 108.03 (16) |
C103—C102—O106 | 105.23 (15) | C3—C2—O6 | 104.40 (15) |
C101—C102—H1021 | 108.6 | C1—C2—H21 | 106.5 |
C103—C102—H1021 | 108.1 | C3—C2—H21 | 107.1 |
O106—C102—H1021 | 108.9 | O6—C2—H21 | 108.8 |
C102—C103—C104 | 102.56 (14) | C2—C3—C4 | 100.16 (18) |
C102—C103—O109 | 105.28 (15) | C2—C3—O9 | 107.78 (16) |
C104—C103—O109 | 107.05 (15) | C4—C3—O9 | 106.66 (16) |
C102—C103—C110 | 114.54 (17) | C2—C3—C10 | 115.95 (17) |
C104—C103—C110 | 113.86 (17) | C4—C3—C10 | 113.53 (19) |
O109—C103—C110 | 112.63 (16) | O9—C3—C10 | 111.79 (18) |
C103—C104—C105 | 102.96 (16) | C3—C4—C5 | 101.57 (19) |
C103—C104—O108 | 110.94 (15) | C3—C4—O8 | 110.14 (18) |
C105—C104—O108 | 107.70 (16) | C5—C4—O8 | 107.6 (2) |
C103—C104—H1041 | 110.9 | C3—C4—H41 | 112.0 |
C105—C104—H1041 | 111.0 | C5—C4—H41 | 111.7 |
O108—C104—H1041 | 112.9 | O8—C4—H41 | 113.1 |
C104—C105—O106 | 109.95 (17) | C4—C5—O6 | 110.0 (2) |
C104—C105—O107 | 128.26 (19) | C4—C5—O7 | 128.7 (3) |
O106—C105—O107 | 121.66 (17) | O6—C5—O7 | 121.3 (3) |
C102—O106—C105 | 110.73 (14) | C2—O6—C5 | 108.83 (19) |
C104—O108—H10 | 108.6 | C4—O8—H38 | 108.8 |
C103—O109—H16 | 111.1 | C3—O9—H37 | 106.2 |
C103—C110—H1101 | 109.8 | C3—C10—H101 | 109.4 |
C103—C110—H1102 | 108.7 | C3—C10—H102 | 108.5 |
H1101—C110—H1102 | 109.6 | H101—C10—H102 | 109.1 |
C103—C110—H1103 | 108.7 | C3—C10—H103 | 107.4 |
H1101—C110—H1103 | 109.7 | H101—C10—H103 | 110.8 |
H1102—C110—H1103 | 110.3 | H102—C10—H103 | 111.5 |
C101—O111—C112 | 110.16 (15) | C1—O11—C12 | 109.32 (14) |
O111—C112—O113 | 104.65 (15) | O11—C12—O13 | 105.15 (16) |
O111—C112—C115 | 108.65 (17) | O11—C12—C15 | 110.30 (17) |
O113—C112—C115 | 111.42 (19) | O13—C12—C15 | 108.13 (17) |
O111—C112—C116 | 109.81 (18) | O11—C12—C16 | 108.25 (16) |
O113—C112—C116 | 108.54 (17) | O13—C12—C16 | 111.25 (18) |
C115—C112—C116 | 113.4 (2) | C15—C12—C16 | 113.4 (2) |
C112—O113—C114 | 107.35 (14) | C12—O13—C14 | 106.18 (15) |
C101—C114—O113 | 102.74 (16) | C1—C14—O13 | 103.48 (16) |
C101—C114—H1141 | 111.3 | C1—C14—H141 | 111.9 |
O113—C114—H1141 | 107.9 | O13—C14—H141 | 110.5 |
C101—C114—H1142 | 111.0 | C1—C14—H142 | 109.4 |
O113—C114—H1142 | 111.9 | O13—C14—H142 | 111.2 |
H1141—C114—H1142 | 111.7 | H141—C14—H142 | 110.2 |
C112—C115—H1151 | 110.3 | C12—C15—H151 | 108.2 |
C112—C115—H1152 | 107.3 | C12—C15—H152 | 108.5 |
H1151—C115—H1152 | 110.3 | H151—C15—H152 | 111.1 |
C112—C115—H1153 | 109.1 | C12—C15—H153 | 109.2 |
H1151—C115—H1153 | 110.3 | H151—C15—H153 | 109.5 |
H1152—C115—H1153 | 109.5 | H152—C15—H153 | 110.3 |
C112—C116—H1161 | 110.6 | C12—C16—H161 | 106.4 |
C112—C116—H1162 | 108.6 | C12—C16—H162 | 108.3 |
H1161—C116—H1162 | 108.9 | H161—C16—H162 | 109.6 |
C112—C116—H1163 | 109.5 | C12—C16—H163 | 110.0 |
H1161—C116—H1163 | 109.5 | H161—C16—H163 | 111.4 |
H1162—C116—H1163 | 109.8 | H162—C16—H163 | 110.9 |
C101—C117—H1171 | 109.3 | C1—C17—H171 | 109.8 |
C101—C117—H1172 | 109.5 | C1—C17—H172 | 109.1 |
H1171—C117—H1172 | 108.8 | H171—C17—H172 | 109.9 |
C101—C117—H1173 | 110.1 | C1—C17—H173 | 109.6 |
H1171—C117—H1173 | 109.6 | H171—C17—H173 | 109.7 |
H1172—C117—H1173 | 109.6 | H172—C17—H173 | 108.7 |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O108—H10···O111i | 0.83 | 2.01 | 2.827 (2) | 165 |
O109—H16···O11ii | 0.85 | 2.03 | 2.876 (2) | 174 |
O9—H37···O7iii | 0.82 | 2.01 | 2.825 (2) | 175 |
O8—H38···O113iv | 0.84 | 1.93 | 2.766 (2) | 175 |
Symmetry codes: (i) −x, y+1/2, −z+1; (ii) −x+1, y+1/2, −z+1; (iii) −x+1, y−1/2, −z; (iv) x, y, z−1. |
Torsion angles in the five-membered ring of the acetonide moiety of (5) (°) top
C1-C14-O13-C12 | -38.4 (2) | C101-C114-O113-C112 | 36.8 (2) |
C14-O13-C12-O11 | 29.2 (2) | C114-O113-C112-O111 | -27.9 (2) |
O13-C12-O11-C1 | -7.9 (2) | O113-C112-O111-C101 | 7.1 (2) |
C12-O11-C1-C14 | -14.6 (2) | C112-O111-C101-C114 | 14.8 (2) |
O11-C1-C14-O13 | 31.9 (2) | O111-C101-C114-O113 | -30.5 (2) |
Subscribe to Acta Crystallographica Section E: Crystallographic Communications
The full text of this article is available to subscribers to the journal.
- Information on subscribing
- Sample issue
- If you have already subscribed, you may need to register