Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0021889809048006/db5068sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0021889809048006/db5068sup2.hkl | |
Portable Document Format (PDF) file https://doi.org/10.1107/S0021889809048006/db5068sup3.pdf |
CCDC reference: 775215
Data collection: PROCESS-AUTO; cell refinement: PROCESS-AUTO; data reduction: CrystalStructure; program(s) used to solve structure: SIR92; program(s) used to refine structure: CRYSTALS; software used to prepare material for publication: CrystalStructure 3.8.
C12H22O11 | F(000) = 364.00 |
Mr = 342.30 | Dx = 1.583 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71075 Å |
Hall symbol: P 2yb | Cell parameters from 9286 reflections |
a = 7.7735 (12) Å | θ = 3.0–27.6° |
b = 8.7169 (13) Å | µ = 0.14 mm−1 |
c = 10.8765 (17) Å | T = 293 K |
β = 102.936 (4)° | Block, colorless |
V = 718.29 (19) Å3 | 0.80 × 0.80 × 0.80 mm |
Z = 2 |
Rigaku RAXIS-RAPID diffractometer | 531 reflections with F2 > 2.0σ(F2) |
Detector resolution: 10.00 pixels mm-1 | Rint = 0.166 |
ω scans | θmax = 27.5° |
Absorption correction: multi-scan Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. | h = −10→10 |
Tmin = 0.054, Tmax = 0.893 | k = −11→11 |
15524 measured reflections | l = −14→14 |
1730 independent reflections |
Refinement on F2 | All H-atom parameters refined |
R[F2 > 2σ(F2)] = 0.079 | w = 1/[0.0004Fo2 + 1.0000σ(Fo2)]/(4Fo2) |
wR(F2) = 0.173 | (Δ/σ)max < 0.001 |
S = 1.01 | Δρmax = 0.87 e Å−3 |
1730 reflections | Δρmin = −0.78 e Å−3 |
230 parameters |
C12H22O11 | V = 718.29 (19) Å3 |
Mr = 342.30 | Z = 2 |
Monoclinic, P21 | Mo Kα radiation |
a = 7.7735 (12) Å | µ = 0.14 mm−1 |
b = 8.7169 (13) Å | T = 293 K |
c = 10.8765 (17) Å | 0.80 × 0.80 × 0.80 mm |
β = 102.936 (4)° |
Rigaku RAXIS-RAPID diffractometer | 1730 independent reflections |
Absorption correction: multi-scan Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. | 531 reflections with F2 > 2.0σ(F2) |
Tmin = 0.054, Tmax = 0.893 | Rint = 0.166 |
15524 measured reflections |
R[F2 > 2σ(F2)] = 0.079 | 230 parameters |
wR(F2) = 0.173 | All H-atom parameters refined |
S = 1.01 | Δρmax = 0.87 e Å−3 |
1730 reflections | Δρmin = −0.78 e Å−3 |
Geometry. ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY |
Refinement. Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F2. R-factor (gt) are based on F. The threshold expression of F2 > 2.0 σ(F2) is used only for calculating R-factor (gt). |
x | y | z | Uiso*/Ueq | ||
O(1) | 0.7461 (9) | 0.8285 (9) | 0.2283 (6) | 0.055 (2) | |
O(2) | 0.6192 (8) | 1.0306 (8) | 0.0320 (6) | 0.051 (2) | |
O(3) | 0.3914 (9) | 0.9212 (7) | 0.1713 (6) | 0.050 (2) | |
O(4) | −0.0931 (9) | 1.1657 (8) | −0.0170 (6) | 0.061 (2) | |
O(5) | 0.3142 (9) | 1.1739 (9) | 0.2121 (6) | 0.058 (2) | |
O(6) | 0.2828 (9) | 0.7237 (9) | 0.5800 (7) | 0.063 (2) | |
O(7) | 0.0428 (9) | 1.0289 (9) | 0.3237 (6) | 0.066 (2) | |
O(8) | 0.3707 (9) | 0.8661 (7) | 0.3784 (6) | 0.050 (2) | |
O(9) | 0.6975 (10) | 0.5227 (8) | 0.3042 (7) | 0.061 (2) | |
O(10) | 0.2053 (8) | 0.9446 (7) | −0.0723 (6) | 0.057 (2) | |
O(11) | 0.3558 (11) | 0.4497 (8) | 0.3488 (7) | 0.072 (3) | |
C(11) | 0.1274 (14) | 1.2027 (11) | 0.1751 (10) | 0.049 (3) | |
C(13) | 0.6333 (15) | 0.7885 (12) | 0.3167 (10) | 0.051 (3) | |
C(14) | 0.2145 (14) | 1.0718 (11) | 0.0073 (9) | 0.044 (3) | |
C(15) | 0.5418 (13) | 1.1406 (13) | 0.1062 (10) | 0.059 (4) | |
C(16) | 0.3670 (14) | 1.0722 (12) | 0.1239 (10) | 0.045 (3) | |
C(17) | 0.5652 (15) | 0.6319 (14) | 0.2830 (11) | 0.056 (4) | |
C(18) | 0.0410 (14) | 1.1855 (10) | 0.2854 (10) | 0.052 (3) | |
C(19) | 0.0584 (14) | 1.1027 (13) | 0.0668 (10) | 0.053 (3) | |
C(20) | 0.2957 (16) | 0.7145 (12) | 0.3612 (10) | 0.054 (3) | |
C(21) | 0.4840 (13) | 0.9119 (14) | 0.2986 (10) | 0.055 (3) | |
C(22) | 0.1835 (14) | 0.6960 (13) | 0.4547 (10) | 0.059 (4) | |
C(23) | 0.4477 (16) | 0.5989 (12) | 0.3748 (10) | 0.057 (4) | |
H(1) | 0.1103 | 1.3090 | 0.1457 | 0.057* | |
H(2) | 0.7028 | 0.7914 | 0.4038 | 0.061* | |
H(3) | 0.2279 | 1.1634 | −0.0419 | 0.056* | |
H(4) | 0.6220 | 1.1586 | 0.1870 | 0.072* | |
H(5) | 0.5209 | 1.2377 | 0.0619 | 0.072* | |
H(6) | 0.4980 | 0.6262 | 0.1954 | 0.068* | |
H(7) | −0.0790 | 1.2241 | 0.2638 | 0.062* | |
H(8) | 0.1066 | 1.2460 | 0.3552 | 0.062* | |
H(9) | 0.0223 | 1.0053 | 0.0983 | 0.062* | |
H(10) | 0.2206 | 0.7063 | 0.2762 | 0.064* | |
H(11) | 0.5345 | 1.0126 | 0.3257 | 0.066* | |
H(12) | 0.1349 | 0.5931 | 0.4489 | 0.072* | |
H(13) | 0.0860 | 0.7681 | 0.4355 | 0.072* | |
H(14) | 0.5188 | 0.6007 | 0.4615 | 0.071* | |
H(15) | 0.0149 | 1.0238 | 0.3920 | 0.082* | |
H(16) | 0.1042 | 0.9356 | −0.1144 | 0.067* | |
H(17) | 0.8445 | 0.8528 | 0.2687 | 0.067* | |
H(18) | 0.7251 | 1.0230 | 0.0634 | 0.062* | |
H(19) | −0.0580 | 1.2153 | −0.0705 | 0.074* | |
H(20) | 0.3827 | 0.6894 | 0.5868 | 0.077* | |
H(21) | 0.7744 | 0.5484 | 0.3654 | 0.074* | |
H(22) | 0.4004 | 0.3987 | 0.3007 | 0.091* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O(1) | 0.036 (4) | 0.076 (5) | 0.055 (5) | 0.009 (4) | 0.014 (4) | 0.008 (4) |
O(2) | 0.033 (4) | 0.064 (4) | 0.056 (4) | −0.008 (4) | 0.013 (3) | −0.003 (4) |
O(3) | 0.046 (5) | 0.047 (4) | 0.054 (5) | 0.011 (3) | 0.005 (4) | 0.001 (4) |
O(4) | 0.076 (5) | 0.057 (4) | 0.053 (5) | 0.014 (4) | 0.019 (4) | 0.005 (4) |
O(5) | 0.038 (4) | 0.068 (5) | 0.063 (5) | −0.000 (4) | −0.001 (3) | −0.016 (4) |
O(6) | 0.046 (5) | 0.080 (5) | 0.065 (5) | 0.003 (4) | 0.018 (4) | 0.016 (5) |
O(7) | 0.065 (5) | 0.087 (5) | 0.054 (5) | −0.006 (5) | 0.032 (4) | 0.011 (5) |
O(8) | 0.053 (5) | 0.044 (4) | 0.063 (5) | 0.001 (3) | 0.031 (4) | 0.004 (4) |
O(9) | 0.079 (6) | 0.043 (4) | 0.062 (5) | 0.007 (4) | 0.018 (4) | −0.004 (4) |
O(10) | 0.035 (4) | 0.073 (5) | 0.059 (5) | −0.013 (4) | 0.005 (3) | −0.021 (4) |
O(11) | 0.108 (7) | 0.038 (4) | 0.080 (6) | −0.024 (5) | 0.042 (5) | −0.014 (4) |
C(11) | 0.043 (7) | 0.041 (7) | 0.060 (7) | 0.001 (5) | 0.002 (6) | 0.009 (6) |
C(13) | 0.034 (7) | 0.079 (9) | 0.040 (7) | −0.001 (6) | 0.009 (6) | −0.005 (6) |
C(14) | 0.050 (7) | 0.041 (6) | 0.048 (7) | 0.007 (5) | 0.027 (6) | 0.007 (5) |
C(15) | 0.041 (7) | 0.069 (8) | 0.069 (8) | 0.001 (7) | 0.015 (6) | 0.002 (7) |
C(16) | 0.039 (7) | 0.050 (7) | 0.051 (7) | −0.013 (5) | 0.020 (6) | 0.008 (6) |
C(17) | 0.053 (8) | 0.078 (8) | 0.040 (7) | 0.010 (7) | 0.019 (6) | 0.009 (6) |
C(18) | 0.057 (8) | 0.036 (6) | 0.063 (8) | −0.001 (6) | 0.015 (6) | 0.006 (6) |
C(19) | 0.045 (7) | 0.067 (7) | 0.044 (6) | −0.001 (6) | 0.003 (5) | 0.010 (6) |
C(20) | 0.062 (8) | 0.059 (7) | 0.040 (7) | −0.005 (7) | 0.011 (6) | 0.018 (6) |
C(21) | 0.043 (7) | 0.080 (8) | 0.042 (7) | 0.003 (6) | 0.011 (6) | −0.016 (6) |
C(22) | 0.064 (8) | 0.052 (7) | 0.063 (8) | 0.014 (6) | 0.021 (7) | 0.007 (6) |
C(23) | 0.062 (8) | 0.063 (7) | 0.052 (8) | 0.021 (7) | 0.025 (6) | 0.004 (6) |
O(1)—C(13) | 1.481 (15) | C(20)—C(23) | 1.535 (16) |
O(2)—C(15) | 1.466 (14) | O(1)—H(17) | 0.820 |
O(3)—C(16) | 1.411 (12) | O(2)—H(18) | 0.820 |
O(3)—C(21) | 1.412 (12) | O(4)—H(19) | 0.820 |
O(4)—C(19) | 1.428 (12) | O(6)—H(20) | 0.820 |
O(5)—C(11) | 1.439 (12) | O(7)—H(15) | 0.820 |
O(5)—C(16) | 1.432 (14) | O(9)—H(21) | 0.820 |
O(6)—C(22) | 1.428 (12) | O(10)—H(16) | 0.820 |
O(7)—C(18) | 1.426 (12) | O(11)—H(22) | 0.820 |
O(8)—C(20) | 1.440 (12) | C(11)—H(1) | 0.980 |
O(8)—C(21) | 1.424 (14) | C(13)—H(2) | 0.980 |
O(9)—C(17) | 1.382 (14) | C(14)—H(3) | 0.980 |
O(10)—C(14) | 1.398 (12) | C(15)—H(4) | 0.970 |
O(11)—C(23) | 1.481 (13) | C(15)—H(5) | 0.970 |
C(11)—C(18) | 1.508 (17) | C(17)—H(6) | 0.980 |
C(11)—C(19) | 1.467 (15) | C(18)—H(7) | 0.970 |
C(13)—C(17) | 1.480 (16) | C(18)—H(8) | 0.970 |
C(13)—C(21) | 1.562 (16) | C(19)—H(9) | 0.980 |
C(14)—C(16) | 1.530 (13) | C(20)—H(10) | 0.980 |
C(14)—C(19) | 1.522 (17) | C(21)—H(11) | 0.980 |
C(15)—C(16) | 1.535 (16) | C(22)—H(12) | 0.970 |
C(17)—C(23) | 1.524 (18) | C(22)—H(13) | 0.970 |
C(20)—C(22) | 1.489 (18) | C(23)—H(14) | 0.980 |
O(1)···O(7)i | 2.894 (10) | H(5)···O(4)i | 3.359 |
O(1)···C(14)ii | 3.467 (13) | H(5)···O(10)iii | 2.773 |
O(2)···O(4)i | 2.684 (10) | H(5)···H(6)iii | 2.935 |
O(2)···C(17)iii | 3.518 (13) | H(5)···H(7)i | 3.384 |
O(2)···C(19)i | 3.408 (13) | H(5)···H(16)iii | 3.324 |
O(3)···O(4)iv | 3.378 (9) | H(5)···H(18)iii | 3.245 |
O(4)···O(2)v | 2.684 (10) | H(5)···H(22)viii | 3.269 |
O(4)···O(3)vi | 3.378 (9) | H(6)···O(2)ii | 2.576 |
O(4)···O(10)vi | 2.827 (10) | H(6)···O(4)iv | 3.325 |
O(4)···C(15)v | 3.405 (14) | H(6)···O(10)ii | 3.317 |
O(5)···O(6)vii | 3.456 (9) | H(6)···C(14)ii | 3.505 |
O(5)···O(11)viii | 2.807 (10) | H(6)···C(15)ii | 3.227 |
O(6)···O(5)ix | 3.456 (9) | H(6)···H(3)ii | 3.004 |
O(6)···O(7)x | 3.402 (11) | H(6)···H(5)ii | 2.935 |
O(6)···O(9)vii | 2.884 (10) | H(6)···H(18)ii | 3.091 |
O(6)···O(11)vii | 3.377 (10) | H(6)···H(19)iv | 3.474 |
O(6)···C(15)ix | 3.457 (13) | H(7)···O(2)v | 3.472 |
O(6)···C(18)x | 3.200 (15) | H(7)···O(6)xi | 2.570 |
O(6)···C(21)ix | 3.369 (13) | H(7)···O(9)xiv | 3.215 |
O(7)···O(1)v | 2.894 (10) | H(7)···O(10)vi | 2.842 |
O(7)···O(6)xi | 3.402 (11) | H(7)···C(15)v | 3.145 |
O(7)···C(22)xi | 3.595 (14) | H(7)···C(22)xi | 3.348 |
O(8)···O(11)vii | 3.322 (10) | H(7)···H(4)v | 2.357 |
O(8)···C(23)vii | 3.409 (12) | H(7)···H(5)v | 3.384 |
O(9)···O(6)ix | 2.884 (10) | H(7)···H(12)xi | 3.445 |
O(9)···O(10)ii | 2.873 (11) | H(7)···H(13)xi | 3.305 |
O(10)···O(4)iv | 2.827 (10) | H(7)···H(16)vi | 2.436 |
O(10)···O(9)iii | 2.873 (11) | H(7)···H(17)v | 3.293 |
O(10)···C(11)iv | 3.330 (12) | H(7)···H(18)v | 2.942 |
O(10)···C(15)ii | 3.369 (13) | H(7)···H(20)xi | 3.166 |
O(10)···C(17)iii | 3.596 (15) | H(7)···H(21)xiv | 3.328 |
O(10)···C(18)iv | 3.486 (11) | H(8)···O(6)xi | 3.263 |
O(11)···O(5)xii | 2.807 (10) | H(8)···O(11)viii | 2.640 |
O(11)···O(6)ix | 3.377 (10) | H(8)···C(22)xi | 3.412 |
O(11)···O(8)ix | 3.322 (10) | H(8)···H(2)vii | 2.735 |
O(11)···C(11)xii | 3.139 (12) | H(8)···H(12)viii | 3.184 |
O(11)···C(18)xii | 3.318 (12) | H(8)···H(12)xi | 3.411 |
C(11)···O(10)vi | 3.330 (12) | H(8)···H(13)xi | 2.997 |
C(11)···O(11)viii | 3.139 (12) | H(8)···H(14)vii | 3.386 |
C(14)···O(1)iii | 3.467 (13) | H(8)···H(16)vi | 3.218 |
C(15)···O(4)i | 3.405 (14) | H(8)···H(21)vii | 3.435 |
C(15)···O(6)vii | 3.457 (13) | H(8)···H(22)viii | 2.819 |
C(15)···O(10)iii | 3.369 (13) | H(9)···O(1)v | 3.216 |
C(17)···O(2)ii | 3.518 (13) | H(9)···O(2)v | 3.062 |
C(17)···O(10)ii | 3.596 (15) | H(9)···O(4)iv | 3.173 |
C(18)···O(6)xi | 3.200 (15) | H(9)···H(1)iv | 3.131 |
C(18)···O(10)vi | 3.486 (11) | H(9)···H(3)iv | 3.537 |
C(18)···O(11)viii | 3.318 (12) | H(9)···H(17)v | 2.874 |
C(19)···O(2)v | 3.408 (13) | H(9)···H(18)v | 2.261 |
C(21)···O(6)vii | 3.369 (13) | H(9)···H(19)iv | 2.569 |
C(22)···O(7)x | 3.595 (14) | H(10)···O(4)iv | 2.794 |
C(23)···O(8)ix | 3.409 (12) | H(10)···H(17)v | 3.174 |
O(1)···H(3)ii | 2.531 | H(10)···H(19)iv | 2.311 |
O(1)···H(5)ii | 3.459 | H(11)···O(6)vii | 2.409 |
O(1)···H(9)i | 3.216 | H(11)···O(11)vii | 3.494 |
O(1)···H(13)i | 3.110 | H(11)···C(22)vii | 3.275 |
O(1)···H(15)i | 2.961 | H(11)···C(23)vii | 3.315 |
O(1)···H(19)ii | 3.414 | H(11)···H(12)vii | 3.207 |
O(2)···H(3)ii | 3.408 | H(11)···H(14)vii | 2.559 |
O(2)···H(5)ii | 2.872 | H(11)···H(20)vii | 1.850 |
O(2)···H(6)iii | 2.576 | H(11)···H(22)viii | 3.516 |
O(2)···H(7)i | 3.472 | H(12)···O(7)x | 3.142 |
O(2)···H(9)i | 3.062 | H(12)···O(9)v | 3.467 |
O(2)···H(19)i | 3.374 | H(12)···C(18)x | 3.555 |
O(3)···H(5)ii | 3.198 | H(12)···H(2)ix | 3.189 |
O(3)···H(19)iv | 3.142 | H(12)···H(7)x | 3.445 |
O(4)···H(1)iv | 3.400 | H(12)···H(8)xii | 3.184 |
O(4)···H(4)v | 3.469 | H(12)···H(8)x | 3.411 |
O(4)···H(5)v | 3.359 | H(12)···H(11)ix | 3.207 |
O(4)···H(6)vi | 3.325 | H(12)···H(15)x | 2.371 |
O(4)···H(9)vi | 3.173 | H(12)···H(17)v | 3.475 |
O(4)···H(10)vi | 2.794 | H(12)···H(21)v | 2.773 |
O(4)···H(16)vi | 2.765 | H(13)···O(1)v | 3.110 |
O(4)···H(18)v | 2.204 | H(13)···C(13)v | 3.471 |
O(5)···H(14)vii | 3.554 | H(13)···C(18)x | 3.471 |
O(5)···H(20)vii | 2.836 | H(13)···H(2)v | 2.928 |
O(5)···H(22)viii | 2.220 | H(13)···H(7)x | 3.305 |
O(6)···H(4)ix | 2.540 | H(13)···H(8)x | 2.997 |
O(6)···H(7)x | 2.570 | H(13)···H(15)x | 3.054 |
O(6)···H(8)x | 3.263 | H(13)···H(17)v | 2.416 |
O(6)···H(11)ix | 2.409 | H(13)···H(21)v | 3.047 |
O(6)···H(15)x | 2.966 | H(13)···H(21)vii | 3.284 |
O(6)···H(21)vii | 2.947 | H(14)···O(5)ix | 3.554 |
O(6)···H(22)vii | 2.941 | H(14)···O(8)ix | 2.699 |
O(7)···H(4)v | 3.466 | H(14)···C(21)ix | 3.089 |
O(7)···H(12)xi | 3.142 | H(14)···H(8)ix | 3.386 |
O(7)···H(17)v | 2.163 | H(14)···H(11)ix | 2.559 |
O(7)···H(18)v | 3.315 | H(15)···O(1)v | 2.961 |
O(7)···H(21)vii | 3.366 | H(15)···O(6)xi | 2.966 |
O(8)···H(14)vii | 2.699 | H(15)···O(9)vii | 3.551 |
O(8)···H(20)vii | 3.382 | H(15)···C(13)v | 3.548 |
O(8)···H(22)vii | 3.557 | H(15)···C(22)xi | 2.927 |
O(9)···H(3)ii | 3.274 | H(15)···H(2)v | 3.185 |
O(9)···H(4)xii | 3.422 | H(15)···H(4)v | 3.554 |
O(9)···H(7)xiii | 3.215 | H(15)···H(12)xi | 2.371 |
O(9)···H(12)i | 3.467 | H(15)···H(13)xi | 3.054 |
O(9)···H(15)ix | 3.551 | H(15)···H(17)v | 2.231 |
O(9)···H(16)ii | 2.939 | H(15)···H(20)xi | 3.465 |
O(9)···H(20)ix | 3.250 | H(15)···H(21)vii | 2.785 |
O(10)···H(1)iv | 2.679 | H(16)···O(4)iv | 2.765 |
O(10)···H(4)ii | 3.213 | H(16)···O(9)iii | 2.939 |
O(10)···H(5)ii | 2.773 | H(16)···C(11)iv | 2.696 |
O(10)···H(6)iii | 3.317 | H(16)···C(18)iv | 2.924 |
O(10)···H(7)iv | 2.842 | H(16)···C(19)iv | 3.253 |
O(10)···H(19)iv | 2.918 | H(16)···H(1)iv | 1.965 |
O(10)···H(21)iii | 3.351 | H(16)···H(4)ii | 3.427 |
O(11)···H(1)xii | 2.853 | H(16)···H(5)ii | 3.324 |
O(11)···H(2)ix | 3.146 | H(16)···H(7)iv | 2.436 |
O(11)···H(8)xii | 2.640 | H(16)···H(8)iv | 3.218 |
O(11)···H(11)ix | 3.494 | H(16)···H(19)iv | 2.862 |
O(11)···H(20)ix | 3.022 | H(16)···H(21)iii | 3.234 |
C(11)···H(16)vi | 2.696 | H(17)···O(7)i | 2.163 |
C(11)···H(18)v | 3.465 | H(17)···C(18)i | 3.264 |
C(11)···H(22)viii | 2.827 | H(17)···C(22)i | 3.242 |
C(13)···H(3)ii | 3.568 | H(17)···H(3)ii | 2.916 |
C(13)···H(13)i | 3.471 | H(17)···H(7)i | 3.293 |
C(13)···H(15)i | 3.548 | H(17)···H(9)i | 2.874 |
C(14)···H(1)iv | 3.537 | H(17)···H(10)i | 3.174 |
C(14)···H(6)iii | 3.505 | H(17)···H(12)i | 3.475 |
C(14)···H(19)iv | 3.462 | H(17)···H(13)i | 2.416 |
C(15)···H(6)iii | 3.227 | H(17)···H(15)i | 2.231 |
C(15)···H(7)i | 3.145 | H(17)···H(19)ii | 3.231 |
C(15)···H(20)vii | 3.286 | H(18)···O(4)i | 2.204 |
C(15)···H(22)viii | 3.434 | H(18)···O(7)i | 3.315 |
C(16)···H(20)vii | 3.463 | H(18)···C(11)i | 3.465 |
C(16)···H(22)viii | 3.412 | H(18)···C(18)i | 3.348 |
C(17)···H(3)ii | 3.380 | H(18)···C(19)i | 2.675 |
C(18)···H(4)v | 3.202 | H(18)···H(1)ii | 3.405 |
C(18)···H(12)xi | 3.555 | H(18)···H(3)ii | 3.171 |
C(18)···H(13)xi | 3.471 | H(18)···H(5)ii | 3.245 |
C(18)···H(16)vi | 2.924 | H(18)···H(6)iii | 3.091 |
C(18)···H(17)v | 3.264 | H(18)···H(7)i | 2.942 |
C(18)···H(18)v | 3.348 | H(18)···H(9)i | 2.261 |
C(18)···H(22)viii | 3.329 | H(18)···H(19)i | 2.979 |
C(19)···H(1)iv | 3.501 | H(19)···O(1)iii | 3.414 |
C(19)···H(16)vi | 3.253 | H(19)···O(2)v | 3.374 |
C(19)···H(18)v | 2.675 | H(19)···O(3)vi | 3.142 |
C(19)···H(19)iv | 3.378 | H(19)···O(10)vi | 2.918 |
C(20)···H(19)iv | 3.286 | H(19)···C(14)vi | 3.462 |
C(21)···H(14)vii | 3.089 | H(19)···C(19)vi | 3.378 |
C(21)···H(20)vii | 2.811 | H(19)···C(20)vi | 3.286 |
C(22)···H(7)x | 3.348 | H(19)···H(6)vi | 3.474 |
C(22)···H(8)x | 3.412 | H(19)···H(9)vi | 2.569 |
C(22)···H(11)ix | 3.275 | H(19)···H(10)vi | 2.311 |
C(22)···H(15)x | 2.927 | H(19)···H(16)vi | 2.862 |
C(22)···H(17)v | 3.242 | H(19)···H(17)iii | 3.231 |
C(22)···H(21)v | 3.366 | H(19)···H(18)v | 2.979 |
C(23)···H(11)ix | 3.315 | H(20)···O(5)ix | 2.836 |
H(1)···O(4)vi | 3.400 | H(20)···O(8)ix | 3.382 |
H(1)···O(10)vi | 2.679 | H(20)···O(9)vii | 3.250 |
H(1)···O(11)viii | 2.853 | H(20)···O(11)vii | 3.022 |
H(1)···C(14)vi | 3.537 | H(20)···C(15)ix | 3.286 |
H(1)···C(19)vi | 3.501 | H(20)···C(16)ix | 3.463 |
H(1)···H(9)vi | 3.131 | H(20)···C(21)ix | 2.811 |
H(1)···H(16)vi | 1.965 | H(20)···H(2)ix | 3.539 |
H(1)···H(18)iii | 3.405 | H(20)···H(4)ix | 2.483 |
H(1)···H(22)viii | 2.615 | H(20)···H(7)x | 3.166 |
H(2)···O(11)vii | 3.146 | H(20)···H(11)ix | 1.850 |
H(2)···H(8)ix | 2.735 | H(20)···H(15)x | 3.465 |
H(2)···H(12)vii | 3.189 | H(20)···H(21)vii | 3.441 |
H(2)···H(13)i | 2.928 | H(20)···H(22)vii | 2.597 |
H(2)···H(15)i | 3.185 | H(21)···O(6)ix | 2.947 |
H(2)···H(20)vii | 3.539 | H(21)···O(7)ix | 3.366 |
H(3)···O(1)iii | 2.531 | H(21)···O(10)ii | 3.351 |
H(3)···O(2)iii | 3.408 | H(21)···C(22)i | 3.366 |
H(3)···O(9)iii | 3.274 | H(21)···H(7)xiii | 3.328 |
H(3)···C(13)iii | 3.568 | H(21)···H(8)ix | 3.435 |
H(3)···C(17)iii | 3.380 | H(21)···H(12)i | 2.773 |
H(3)···H(6)iii | 3.004 | H(21)···H(13)i | 3.047 |
H(3)···H(9)vi | 3.537 | H(21)···H(13)ix | 3.284 |
H(3)···H(17)iii | 2.916 | H(21)···H(15)ix | 2.785 |
H(3)···H(18)iii | 3.171 | H(21)···H(16)ii | 3.234 |
H(4)···O(4)i | 3.469 | H(21)···H(20)ix | 3.441 |
H(4)···O(6)vii | 2.540 | H(22)···O(5)xii | 2.220 |
H(4)···O(7)i | 3.466 | H(22)···O(6)ix | 2.941 |
H(4)···O(9)viii | 3.422 | H(22)···O(8)ix | 3.557 |
H(4)···O(10)iii | 3.213 | H(22)···C(11)xii | 2.827 |
H(4)···C(18)i | 3.202 | H(22)···C(15)xii | 3.434 |
H(4)···H(7)i | 2.357 | H(22)···C(16)xii | 3.412 |
H(4)···H(15)i | 3.554 | H(22)···C(18)xii | 3.329 |
H(4)···H(16)iii | 3.427 | H(22)···H(1)xii | 2.615 |
H(4)···H(20)vii | 2.483 | H(22)···H(4)xii | 3.135 |
H(4)···H(22)viii | 3.135 | H(22)···H(5)xii | 3.269 |
H(5)···O(1)iii | 3.459 | H(22)···H(8)xii | 2.819 |
H(5)···O(2)iii | 2.872 | H(22)···H(11)xii | 3.516 |
H(5)···O(3)iii | 3.198 | H(22)···H(20)ix | 2.597 |
C(16)—O(3)—C(21) | 114.2 (8) | C(14)—O(10)—H(16) | 109.3 |
C(11)—O(5)—C(16) | 110.1 (7) | C(23)—O(11)—H(22) | 110.1 |
C(20)—O(8)—C(21) | 117.7 (8) | O(5)—C(11)—H(1) | 108.1 |
O(5)—C(11)—C(18) | 111.2 (8) | C(18)—C(11)—H(1) | 107.6 |
O(5)—C(11)—C(19) | 106.6 (9) | C(19)—C(11)—H(1) | 107.5 |
C(18)—C(11)—C(19) | 115.6 (9) | O(1)—C(13)—H(2) | 110.1 |
O(1)—C(13)—C(17) | 106.7 (9) | C(17)—C(13)—H(2) | 110.6 |
O(1)—C(13)—C(21) | 106.7 (8) | C(21)—C(13)—H(2) | 109.7 |
C(17)—C(13)—C(21) | 112.9 (9) | O(10)—C(14)—H(3) | 107.7 |
O(10)—C(14)—C(16) | 116.0 (8) | C(16)—C(14)—H(3) | 107.1 |
O(10)—C(14)—C(19) | 117.9 (8) | C(19)—C(14)—H(3) | 106.3 |
C(16)—C(14)—C(19) | 101.0 (8) | O(2)—C(15)—H(4) | 110.2 |
O(2)—C(15)—C(16) | 107.4 (8) | O(2)—C(15)—H(5) | 110.0 |
O(3)—C(16)—O(5) | 111.6 (8) | C(16)—C(15)—H(4) | 110.8 |
O(3)—C(16)—C(14) | 108.5 (7) | C(16)—C(15)—H(5) | 110.3 |
O(3)—C(16)—C(15) | 110.9 (8) | H(4)—C(15)—H(5) | 108.1 |
O(5)—C(16)—C(14) | 105.8 (8) | O(9)—C(17)—H(6) | 110.0 |
O(5)—C(16)—C(15) | 103.8 (8) | C(13)—C(17)—H(6) | 111.8 |
C(14)—C(16)—C(15) | 116.1 (9) | C(23)—C(17)—H(6) | 111.1 |
O(9)—C(17)—C(13) | 112.5 (9) | O(7)—C(18)—H(7) | 110.4 |
O(9)—C(17)—C(23) | 107.1 (9) | O(7)—C(18)—H(8) | 108.9 |
C(13)—C(17)—C(23) | 104.2 (10) | C(11)—C(18)—H(7) | 110.4 |
O(7)—C(18)—C(11) | 110.5 (8) | C(11)—C(18)—H(8) | 108.6 |
O(4)—C(19)—C(11) | 112.7 (9) | H(7)—C(18)—H(8) | 108.0 |
O(4)—C(19)—C(14) | 114.8 (9) | O(4)—C(19)—H(9) | 107.2 |
C(11)—C(19)—C(14) | 105.3 (8) | C(11)—C(19)—H(9) | 108.4 |
O(8)—C(20)—C(22) | 107.0 (9) | C(14)—C(19)—H(9) | 108.2 |
O(8)—C(20)—C(23) | 108.0 (9) | O(8)—C(20)—H(10) | 109.1 |
C(22)—C(20)—C(23) | 114.8 (9) | C(22)—C(20)—H(10) | 108.7 |
O(3)—C(21)—O(8) | 111.4 (7) | C(23)—C(20)—H(10) | 109.0 |
O(3)—C(21)—C(13) | 111.4 (9) | O(3)—C(21)—H(11) | 109.0 |
O(8)—C(21)—C(13) | 105.9 (9) | O(8)—C(21)—H(11) | 109.1 |
O(6)—C(22)—C(20) | 111.0 (9) | C(13)—C(21)—H(11) | 110.0 |
O(11)—C(23)—C(17) | 112.0 (9) | O(6)—C(22)—H(12) | 109.7 |
O(11)—C(23)—C(20) | 103.3 (8) | O(6)—C(22)—H(13) | 108.9 |
C(17)—C(23)—C(20) | 112.0 (9) | C(20)—C(22)—H(12) | 109.5 |
C(13)—O(1)—H(17) | 109.2 | C(20)—C(22)—H(13) | 109.4 |
C(15)—O(2)—H(18) | 108.7 | H(12)—C(22)—H(13) | 108.1 |
C(19)—O(4)—H(19) | 107.3 | O(11)—C(23)—H(14) | 110.0 |
C(22)—O(6)—H(20) | 108.9 | C(17)—C(23)—H(14) | 109.6 |
C(18)—O(7)—H(15) | 109.2 | C(20)—C(23)—H(14) | 109.8 |
C(17)—O(9)—H(21) | 109.2 | ||
C(16)—O(3)—C(21)—O(8) | 109.5 (10) | C(21)—C(13)—C(17)—O(9) | −177.5 (9) |
C(16)—O(3)—C(21)—C(13) | −132.6 (9) | C(21)—C(13)—C(17)—C(23) | −61.9 (11) |
C(21)—O(3)—C(16)—O(5) | −43.8 (11) | O(10)—C(14)—C(16)—O(3) | −38.4 (13) |
C(21)—O(3)—C(16)—C(14) | −160.0 (9) | O(10)—C(14)—C(16)—O(5) | −158.3 (8) |
C(21)—O(3)—C(16)—C(15) | 71.4 (11) | O(10)—C(14)—C(16)—C(15) | 87.3 (11) |
C(11)—O(5)—C(16)—O(3) | −102.1 (9) | O(10)—C(14)—C(19)—O(4) | −75.0 (11) |
C(11)—O(5)—C(16)—C(14) | 15.6 (11) | O(10)—C(14)—C(19)—C(11) | 160.5 (8) |
C(11)—O(5)—C(16)—C(15) | 138.3 (8) | C(16)—C(14)—C(19)—O(4) | 157.6 (8) |
C(16)—O(5)—C(11)—C(18) | 132.6 (8) | C(16)—C(14)—C(19)—C(11) | 33.0 (10) |
C(16)—O(5)—C(11)—C(19) | 5.8 (11) | C(19)—C(14)—C(16)—O(3) | 90.3 (9) |
C(20)—O(8)—C(21)—O(3) | 65.1 (11) | C(19)—C(14)—C(16)—O(5) | −29.5 (10) |
C(20)—O(8)—C(21)—C(13) | −56.1 (10) | C(19)—C(14)—C(16)—C(15) | −144.0 (9) |
C(21)—O(8)—C(20)—C(22) | −179.8 (6) | O(2)—C(15)—C(16)—O(3) | 51.5 (10) |
C(21)—O(8)—C(20)—C(23) | 56.1 (11) | O(2)—C(15)—C(16)—O(5) | 171.5 (7) |
O(5)—C(11)—C(18)—O(7) | −68.6 (10) | O(2)—C(15)—C(16)—C(14) | −72.9 (10) |
O(5)—C(11)—C(19)—O(4) | −150.8 (9) | O(9)—C(17)—C(23)—O(11) | −65.1 (10) |
O(5)—C(11)—C(19)—C(14) | −25.0 (11) | O(9)—C(17)—C(23)—C(20) | 179.4 (8) |
C(18)—C(11)—C(19)—O(4) | 85.1 (11) | C(13)—C(17)—C(23)—O(11) | 175.6 (8) |
C(18)—C(11)—C(19)—C(14) | −149.1 (8) | C(13)—C(17)—C(23)—C(20) | 60.1 (10) |
C(19)—C(11)—C(18)—O(7) | 53.1 (11) | O(8)—C(20)—C(22)—O(6) | −55.9 (10) |
O(1)—C(13)—C(17)—O(9) | 65.6 (11) | O(8)—C(20)—C(23)—O(11) | −177.0 (8) |
O(1)—C(13)—C(17)—C(23) | −178.8 (7) | O(8)—C(20)—C(23)—C(17) | −56.3 (11) |
O(1)—C(13)—C(21)—O(3) | 55.2 (10) | C(22)—C(20)—C(23)—O(11) | 63.6 (11) |
O(1)—C(13)—C(21)—O(8) | 176.4 (7) | C(22)—C(20)—C(23)—C(17) | −175.6 (9) |
C(17)—C(13)—C(21)—O(3) | −61.7 (13) | C(23)—C(20)—C(22)—O(6) | 64.0 (11) |
C(17)—C(13)—C(21)—O(8) | 59.5 (11) |
Symmetry codes: (i) x+1, y, z; (ii) −x+1, y−1/2, −z; (iii) −x+1, y+1/2, −z; (iv) −x, y−1/2, −z; (v) x−1, y, z; (vi) −x, y+1/2, −z; (vii) −x+1, y+1/2, −z+1; (viii) x, y+1, z; (ix) −x+1, y−1/2, −z+1; (x) −x, y−1/2, −z+1; (xi) −x, y+1/2, −z+1; (xii) x, y−1, z; (xiii) x+1, y−1, z; (xiv) x−1, y+1, z. |
Experimental details
Crystal data | |
Chemical formula | C12H22O11 |
Mr | 342.30 |
Crystal system, space group | Monoclinic, P21 |
Temperature (K) | 293 |
a, b, c (Å) | 7.7735 (12), 8.7169 (13), 10.8765 (17) |
β (°) | 102.936 (4) |
V (Å3) | 718.29 (19) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.14 |
Crystal size (mm) | 0.80 × 0.80 × 0.80 |
Data collection | |
Diffractometer | Rigaku RAXIS-RAPID diffractometer |
Absorption correction | Multi-scan Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. |
Tmin, Tmax | 0.054, 0.893 |
No. of measured, independent and observed [F2 > 2.0σ(F2)] reflections | 15524, 1730, 531 |
Rint | 0.166 |
(sin θ/λ)max (Å−1) | 0.649 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.079, 0.173, 1.01 |
No. of reflections | 1730 |
No. of parameters | 230 |
No. of restraints | ? |
H-atom treatment | All H-atom parameters refined |
Δρmax, Δρmin (e Å−3) | 0.87, −0.78 |
Computer programs: PROCESS-AUTO, SIR92, CRYSTALS, CrystalStructure 3.8.
O(1)—C(13) | 1.481 (15) | O(10)—C(14) | 1.398 (12) |
O(2)—C(15) | 1.466 (14) | O(11)—C(23) | 1.481 (13) |
O(3)—C(16) | 1.411 (12) | C(11)—C(18) | 1.508 (17) |
O(3)—C(21) | 1.412 (12) | C(11)—C(19) | 1.467 (15) |
O(4)—C(19) | 1.428 (12) | C(13)—C(17) | 1.480 (16) |
O(5)—C(11) | 1.439 (12) | C(13)—C(21) | 1.562 (16) |
O(5)—C(16) | 1.432 (14) | C(14)—C(16) | 1.530 (13) |
O(6)—C(22) | 1.428 (12) | C(14)—C(19) | 1.522 (17) |
O(7)—C(18) | 1.426 (12) | C(15)—C(16) | 1.535 (16) |
O(8)—C(20) | 1.440 (12) | C(17)—C(23) | 1.524 (18) |
O(8)—C(21) | 1.424 (14) | C(20)—C(22) | 1.489 (18) |
O(9)—C(17) | 1.382 (14) | C(20)—C(23) | 1.535 (16) |
C(16)—O(3)—C(21) | 114.2 (8) | C(14)—C(16)—C(15) | 116.1 (9) |
C(11)—O(5)—C(16) | 110.1 (7) | O(9)—C(17)—C(13) | 112.5 (9) |
C(20)—O(8)—C(21) | 117.7 (8) | O(9)—C(17)—C(23) | 107.1 (9) |
O(5)—C(11)—C(18) | 111.2 (8) | C(13)—C(17)—C(23) | 104.2 (10) |
O(5)—C(11)—C(19) | 106.6 (9) | O(7)—C(18)—C(11) | 110.5 (8) |
C(18)—C(11)—C(19) | 115.6 (9) | O(4)—C(19)—C(11) | 112.7 (9) |
O(1)—C(13)—C(17) | 106.7 (9) | O(4)—C(19)—C(14) | 114.8 (9) |
O(1)—C(13)—C(21) | 106.7 (8) | C(11)—C(19)—C(14) | 105.3 (8) |
C(17)—C(13)—C(21) | 112.9 (9) | O(8)—C(20)—C(22) | 107.0 (9) |
O(10)—C(14)—C(16) | 116.0 (8) | O(8)—C(20)—C(23) | 108.0 (9) |
O(10)—C(14)—C(19) | 117.9 (8) | C(22)—C(20)—C(23) | 114.8 (9) |
C(16)—C(14)—C(19) | 101.0 (8) | O(3)—C(21)—O(8) | 111.4 (7) |
O(2)—C(15)—C(16) | 107.4 (8) | O(3)—C(21)—C(13) | 111.4 (9) |
O(3)—C(16)—O(5) | 111.6 (8) | O(8)—C(21)—C(13) | 105.9 (9) |
O(3)—C(16)—C(14) | 108.5 (7) | O(6)—C(22)—C(20) | 111.0 (9) |
O(3)—C(16)—C(15) | 110.9 (8) | O(11)—C(23)—C(17) | 112.0 (9) |
O(5)—C(16)—C(14) | 105.8 (8) | O(11)—C(23)—C(20) | 103.3 (8) |
O(5)—C(16)—C(15) | 103.8 (8) | C(17)—C(23)—C(20) | 112.0 (9) |
ENTER TEXT