Download citation
Download citation
link to html
The title compound, 4-pregnene-1β,11β,21-triol-3,20-dione hemihydrate, C21H30O5·0.5H2O, has two independent steroid mol­ecules and one water molecule in the asymmetric unit, and these steroid molecules have nearly identical conformations. In each, the two OH groups attached to the ring system form an intramolecular hydrogen bond, with O...O distances 2.738 (3) and 2.768 (3) Å.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803020361/fl6061sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536803020361/fl6061Isup2.hkl
Contains datablock I

CCDC reference: 225776

Key indicators

  • Single-crystal X-ray study
  • T = 100 K
  • Mean [sigma](C-C) = 0.003 Å
  • R factor = 0.038
  • wR factor = 0.089
  • Data-to-parameter ratio = 8.6

checkCIF/PLATON results

No syntax errors found



Alert level B PLAT029_ALERT_3_B _diffrn_measured_fraction_theta_full Low ....... 0.98 PLAT417_ALERT_2_B Short Inter D-H..H-D H2W .. H10A = 2.06 Ang.
Alert level C PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ? PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............ 0.50 Ratio PLAT355_ALERT_3_C Long O-H Bond (0.82A) O1B - H10B = 1.01 Ang. PLAT355_ALERT_3_C Long O-H Bond (0.82A) O5B - H50B = 1.02 Ang. PLAT417_ALERT_2_C Short Inter D-H..H-D H1W .. H10B = 2.12 Ang. PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 12
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 27.50 From the CIF: _reflns_number_total 4338 Count of symmetry unique reflns 4402 Completeness (_total/calc) 98.55% 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
0 ALERT level A = In general: serious problem 2 ALERT level B = Potentially serious problem 7 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 3 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

Computing details top

Data collection: COLLECT (Nonius 2000); cell refinement: DENZO and SCALEPACK; data reduction: DENZO and SCALEPACK (Otwinowski & Minor, 1997); program(s) used to solve structure: SIR (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXL97.

4-Pregnen-1β, 11β, 21-triol-3, 20-dione top
Crystal data top
C21H30O5·0.5H2OZ = 2
Mr = 371.46F(000) = 402
Triclinic, P1Dx = 1.284 Mg m3
Hall symbol: P 1Melting point = 473–475 K
a = 7.781 (2) ÅMo Kα radiation, λ = 0.71073 Å
b = 10.598 (3) ÅCell parameters from 4095 reflections
c = 12.432 (4) Åθ = 2.5–27.5°
α = 95.131 (11)°µ = 0.09 mm1
β = 107.490 (12)°T = 100 K
γ = 97.32 (2)°Needle, colorless
V = 960.9 (5) Å30.50 × 0.10 × 0.07 mm
Data collection top
Nonius KappaCCD (with an Oxford Cryosystems Cryostream coller )
diffractometer
3588 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.031
Graphite monochromatorθmax = 27.5°, θmin = 2.7°
ω scans with κ offsetsh = 109
21194 measured reflectionsk = 1313
4338 independent reflectionsl = 1616
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.038Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.089H atoms treated by a mixture of independent and constrained refinement
S = 1.02 w = 1/[σ2(Fo2) + (0.0516P)2 + 0.0079P]
where P = (Fo2 + 2Fc2)/3
4338 reflections(Δ/σ)max = 0.001
507 parametersΔρmax = 0.20 e Å3
3 restraintsΔρmin = 0.21 e Å3
Special details top

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 (Å2) top
xyzUiso*/Ueq
O1A1.0576 (2)0.6421 (2)0.17473 (16)0.0343 (4)
H10A1.091 (5)0.572 (4)0.141 (3)0.052*
O2A0.5148 (2)0.57543 (19)0.13459 (16)0.0356 (4)
O3A1.1285 (2)0.70032 (18)0.40450 (16)0.0290 (4)
H30A1.137 (4)0.689 (3)0.333 (3)0.044*
O4A1.0802 (2)0.70597 (17)0.84557 (15)0.0312 (4)
O5A1.1793 (2)0.46711 (18)0.85838 (15)0.0285 (4)
H50A1.272 (5)0.513 (3)0.857 (3)0.043*
C1A0.8635 (3)0.6338 (3)0.1324 (2)0.0270 (5)
H1A0.80610.54750.14220.032*
C2A0.8063 (4)0.6460 (3)0.0054 (2)0.0324 (6)
H2A10.86560.72970.00640.039*
H2A20.84640.57710.03580.039*
C3A0.6025 (3)0.6362 (3)0.0407 (2)0.0292 (6)
C4A0.5198 (3)0.7069 (3)0.0317 (2)0.0292 (6)
H4A0.39520.71620.00140.035*
C5A0.6122 (3)0.7591 (2)0.1392 (2)0.0275 (5)
C6A0.5274 (4)0.8455 (3)0.2043 (2)0.0319 (6)
H6A10.39750.84200.15970.038*
H6A20.58970.93500.21280.038*
C7A0.5385 (3)0.8094 (3)0.3224 (2)0.0278 (6)
H7A10.44830.73130.31370.033*
H7A20.50470.87960.36600.033*
C8A0.7285 (3)0.7846 (2)0.3905 (2)0.0227 (5)
H8A0.81730.86670.41080.027*
C9A0.7897 (3)0.6863 (2)0.3163 (2)0.0222 (5)
H9A0.68420.61410.28930.027*
C10A0.8050 (3)0.7377 (2)0.2034 (2)0.0244 (5)
C11A0.9522 (3)0.6229 (2)0.3799 (2)0.0236 (5)
H11A0.95060.54330.32970.028*
C12A0.9367 (3)0.5816 (2)0.4926 (2)0.0232 (5)
H12A0.83830.50660.47560.028*
H12B1.05250.55440.53480.028*
C13A0.8961 (3)0.6876 (2)0.5681 (2)0.0198 (5)
C14A0.7188 (3)0.7307 (2)0.4987 (2)0.0218 (5)
H14A0.62480.65130.47290.026*
C15A0.6615 (3)0.8130 (3)0.5864 (2)0.0266 (5)
H15A0.52750.80970.56200.032*
H15B0.72140.90350.59760.032*
C16A0.7272 (4)0.7507 (3)0.6967 (2)0.0297 (6)
H16A0.62160.71320.71870.036*
H16B0.80750.81550.76000.036*
C17A0.8338 (3)0.6443 (2)0.6698 (2)0.0232 (5)
H17A0.74610.56190.64170.028*
C18A1.0590 (3)0.7971 (2)0.6135 (2)0.0245 (5)
H18A1.16840.76270.65330.037*
H18B1.03330.86070.66630.037*
H18C1.07950.83810.54980.037*
C19A0.9341 (4)0.8669 (3)0.2226 (2)0.0320 (6)
H19A0.93580.89190.14890.048*
H19B1.05770.85760.26790.048*
H19C0.89050.93310.26310.048*
C20A0.9900 (3)0.6224 (2)0.7701 (2)0.0229 (5)
C21A1.0283 (3)0.4859 (2)0.7685 (2)0.0276 (5)
H21A0.91860.42910.77090.033*
H21B1.04900.45940.69560.033*
O1B0.8738 (2)0.2188 (2)0.95230 (16)0.0352 (5)
H10B0.973 (5)0.294 (4)0.992 (3)0.053*
O2B0.6672 (3)0.3147 (2)1.26097 (16)0.0362 (5)
O3B0.6900 (3)0.1646 (2)0.72107 (17)0.0327 (4)
H30B0.765 (5)0.162 (3)0.780 (3)0.049*
O4B0.2029 (3)0.21180 (18)0.28973 (16)0.0337 (4)
O5B0.3954 (2)0.43956 (18)0.27052 (16)0.0311 (4)
H50B0.487 (5)0.380 (3)0.268 (3)0.047*
C1B0.7282 (3)0.2366 (3)0.9971 (2)0.0271 (5)
H1B0.70410.32650.99000.033*
C2B0.7872 (4)0.2216 (3)1.1233 (2)0.0329 (6)
H2B10.81360.13371.13330.039*
H2B20.89940.28341.16460.039*
C3B0.6366 (3)0.2461 (3)1.1695 (2)0.0289 (6)
C4B0.4543 (3)0.1831 (2)1.0997 (2)0.0274 (5)
H4B0.35850.17871.13250.033 (8)*
C5B0.4163 (3)0.1310 (2)0.9914 (2)0.0243 (5)
C6B0.2300 (3)0.0576 (2)0.9262 (2)0.0263 (5)
H6B10.14900.06240.97400.032*
H6B20.23930.03380.90900.032*
C7B0.1456 (3)0.1102 (2)0.8149 (2)0.0238 (5)
H7B10.11200.19480.83270.029*
H7B20.03220.05160.76980.029*
C8B0.2744 (3)0.1253 (2)0.74280 (19)0.0207 (5)
H8B0.29520.03890.71500.025*
C9B0.4569 (3)0.2060 (2)0.8162 (2)0.0208 (5)
H9B0.42190.28560.84740.025*
C10B0.5527 (3)0.1440 (2)0.9252 (2)0.0230 (5)
C11B0.5854 (3)0.2554 (2)0.7496 (2)0.0242 (5)
H11B0.67440.32910.80040.029*
C12B0.4867 (3)0.3072 (2)0.6408 (2)0.0253 (5)
H12C0.57110.32130.59570.030*
H12D0.45490.39150.66180.030*
C13B0.3127 (3)0.2186 (2)0.5666 (2)0.0208 (5)
C14B0.1904 (3)0.1933 (2)0.6420 (2)0.0209 (5)
H14B0.17780.27990.67510.025*
C15B0.0022 (3)0.1361 (2)0.5584 (2)0.0253 (5)
H15C0.09570.15550.58990.030*
H15D0.00920.04190.54100.030*
C16B0.0081 (3)0.2016 (3)0.4511 (2)0.0278 (5)
H16C0.10360.25700.43790.033*
H16D0.03700.13640.38330.033*
C17B0.1828 (3)0.2829 (2)0.4741 (2)0.0234 (5)
H17B0.17980.37090.50930.028*
C18B0.3556 (3)0.0943 (2)0.5130 (2)0.0251 (5)
H18D0.43520.11600.46730.038*
H18E0.24160.04100.46440.038*
H18F0.41720.04680.57350.038*
C19B0.5963 (4)0.0076 (3)0.8989 (2)0.0306 (6)
H19D0.64520.02720.97030.046*
H19E0.68690.01290.85850.046*
H19F0.48440.04880.85130.046*
C20B0.2372 (3)0.2967 (2)0.3685 (2)0.0247 (5)
C21B0.3426 (4)0.4267 (2)0.3687 (2)0.0277 (5)
H21C0.26660.49300.37660.033*
H21D0.45360.44380.43620.033*
O1W0.1339 (3)0.4297 (2)0.06350 (19)0.0345 (4)
H1W0.170 (5)0.460 (3)0.012 (3)0.052*
H2W0.228 (5)0.422 (3)0.122 (3)0.052*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
O1A0.0251 (9)0.0537 (12)0.0249 (10)0.0100 (8)0.0090 (8)0.0005 (9)
O2A0.0366 (10)0.0437 (12)0.0226 (10)0.0003 (8)0.0068 (8)0.0014 (9)
O3A0.0210 (9)0.0405 (11)0.0252 (10)0.0037 (7)0.0080 (7)0.0027 (8)
O4A0.0377 (10)0.0281 (10)0.0245 (10)0.0051 (8)0.0063 (8)0.0006 (8)
O5A0.0282 (9)0.0308 (10)0.0266 (10)0.0061 (7)0.0066 (8)0.0094 (8)
C1A0.0214 (12)0.0367 (15)0.0227 (13)0.0039 (10)0.0069 (10)0.0035 (11)
C2A0.0347 (14)0.0391 (16)0.0243 (14)0.0029 (11)0.0124 (11)0.0020 (12)
C3A0.0339 (14)0.0311 (14)0.0194 (14)0.0012 (11)0.0058 (11)0.0059 (11)
C4A0.0269 (12)0.0328 (14)0.0267 (14)0.0034 (10)0.0059 (11)0.0085 (12)
C5A0.0277 (13)0.0298 (14)0.0256 (14)0.0039 (10)0.0087 (10)0.0068 (11)
C6A0.0333 (14)0.0331 (15)0.0291 (15)0.0115 (11)0.0066 (11)0.0059 (12)
C7A0.0275 (13)0.0297 (14)0.0274 (14)0.0100 (10)0.0080 (11)0.0044 (11)
C8A0.0254 (12)0.0230 (13)0.0195 (12)0.0049 (9)0.0069 (9)0.0015 (10)
C9A0.0213 (11)0.0262 (13)0.0185 (12)0.0033 (9)0.0060 (9)0.0015 (10)
C10A0.0258 (12)0.0278 (13)0.0203 (13)0.0038 (10)0.0077 (10)0.0055 (10)
C11A0.0224 (12)0.0274 (13)0.0209 (13)0.0049 (9)0.0069 (10)0.0011 (10)
C12A0.0252 (12)0.0229 (12)0.0210 (13)0.0060 (9)0.0060 (10)0.0015 (10)
C13A0.0231 (12)0.0209 (12)0.0160 (12)0.0038 (9)0.0067 (9)0.0032 (9)
C14A0.0222 (12)0.0219 (12)0.0217 (12)0.0042 (9)0.0077 (10)0.0013 (10)
C15A0.0281 (13)0.0285 (13)0.0273 (14)0.0111 (10)0.0126 (11)0.0033 (11)
C16A0.0346 (14)0.0318 (14)0.0288 (15)0.0097 (11)0.0173 (12)0.0049 (12)
C17A0.0283 (13)0.0206 (12)0.0232 (13)0.0027 (10)0.0119 (10)0.0046 (10)
C18A0.0249 (12)0.0252 (13)0.0232 (13)0.0026 (10)0.0082 (10)0.0030 (10)
C19A0.0339 (14)0.0344 (15)0.0263 (14)0.0012 (11)0.0098 (11)0.0050 (12)
C20A0.0272 (12)0.0254 (13)0.0206 (13)0.0038 (10)0.0140 (10)0.0044 (11)
C21A0.0269 (12)0.0258 (14)0.0282 (14)0.0022 (10)0.0071 (10)0.0034 (11)
O1B0.0222 (9)0.0552 (13)0.0275 (11)0.0069 (8)0.0089 (8)0.0036 (9)
O2B0.0342 (10)0.0495 (12)0.0243 (10)0.0123 (9)0.0070 (8)0.0006 (9)
O3B0.0253 (9)0.0511 (12)0.0261 (10)0.0155 (8)0.0109 (7)0.0045 (9)
O4B0.0360 (10)0.0366 (11)0.0260 (10)0.0006 (8)0.0100 (8)0.0014 (9)
O5B0.0309 (10)0.0375 (11)0.0280 (10)0.0067 (8)0.0114 (8)0.0113 (8)
C1B0.0229 (13)0.0387 (15)0.0213 (13)0.0070 (10)0.0088 (10)0.0027 (11)
C2B0.0261 (13)0.0469 (17)0.0247 (14)0.0101 (11)0.0051 (11)0.0035 (12)
C3B0.0323 (14)0.0347 (15)0.0189 (13)0.0103 (11)0.0039 (10)0.0075 (11)
C4B0.0283 (13)0.0327 (14)0.0245 (14)0.0070 (10)0.0117 (10)0.0064 (11)
C5B0.0248 (12)0.0234 (13)0.0273 (14)0.0076 (9)0.0091 (10)0.0082 (10)
C6B0.0297 (13)0.0258 (13)0.0257 (13)0.0024 (10)0.0128 (10)0.0038 (11)
C7B0.0230 (11)0.0238 (13)0.0252 (13)0.0022 (9)0.0097 (10)0.0008 (10)
C8B0.0202 (11)0.0210 (12)0.0204 (12)0.0033 (9)0.0060 (9)0.0018 (10)
C9B0.0196 (11)0.0238 (12)0.0186 (12)0.0030 (9)0.0060 (9)0.0009 (10)
C10B0.0221 (11)0.0278 (13)0.0201 (13)0.0063 (9)0.0073 (9)0.0031 (10)
C11B0.0191 (11)0.0328 (14)0.0203 (13)0.0030 (9)0.0065 (9)0.0025 (11)
C12B0.0241 (12)0.0282 (13)0.0218 (13)0.0016 (10)0.0073 (10)0.0011 (11)
C13B0.0193 (11)0.0205 (12)0.0210 (13)0.0012 (9)0.0056 (9)0.0002 (10)
C14B0.0199 (11)0.0211 (12)0.0211 (13)0.0042 (9)0.0060 (9)0.0001 (10)
C15B0.0202 (12)0.0297 (14)0.0245 (13)0.0043 (9)0.0043 (10)0.0050 (10)
C16B0.0222 (12)0.0322 (14)0.0262 (14)0.0046 (10)0.0030 (10)0.0041 (11)
C17B0.0257 (12)0.0223 (12)0.0223 (13)0.0069 (9)0.0065 (10)0.0028 (10)
C18B0.0253 (12)0.0286 (13)0.0221 (13)0.0082 (10)0.0079 (10)0.0001 (10)
C19B0.0304 (13)0.0335 (15)0.0316 (15)0.0141 (11)0.0106 (11)0.0072 (12)
C20B0.0237 (12)0.0288 (14)0.0199 (13)0.0065 (9)0.0030 (10)0.0045 (11)
C21B0.0320 (13)0.0290 (14)0.0229 (14)0.0053 (10)0.0088 (10)0.0064 (11)
O1W0.0265 (10)0.0520 (13)0.0255 (10)0.0070 (8)0.0083 (8)0.0065 (9)
Geometric parameters (Å, º) top
O1A—C1A1.430 (3)O1B—H10B1.01 (4)
O1A—H10A0.93 (4)O2B—C3B1.234 (3)
O2A—C3A1.232 (3)O3B—C11B1.424 (3)
O3A—C11A1.437 (3)O3B—H30B0.79 (4)
O3A—H30A0.91 (3)O4B—C20B1.210 (3)
O4A—C20A1.206 (3)O5B—C21B1.413 (3)
O5A—C21A1.407 (3)O5B—H50B1.01 (3)
O5A—H50A0.82 (4)C1B—C2B1.526 (4)
C1A—C2A1.529 (4)C1B—C10B1.548 (3)
C1A—C10A1.548 (3)C1B—H1B1.0000
C1A—H1A1.0000C2B—C3B1.492 (4)
C2A—C3A1.502 (4)C2B—H2B10.9900
C2A—H2A10.9900C2B—H2B20.9900
C2A—H2A20.9900C3B—C4B1.458 (4)
C3A—C4A1.462 (4)C4B—C5B1.338 (3)
C4A—C5A1.340 (4)C4B—H4B0.9500
C4A—H4A0.9500C5B—C6B1.502 (4)
C5A—C6A1.508 (4)C5B—C10B1.527 (3)
C5A—C10A1.529 (3)C6B—C7B1.531 (4)
C6A—C7A1.529 (4)C6B—H6B10.9900
C6A—H6A10.9900C6B—H6B20.9900
C6A—H6A20.9900C7B—C8B1.536 (3)
C7A—C8A1.536 (3)C7B—H7B10.9900
C7A—H7A10.9900C7B—H7B20.9900
C7A—H7A20.9900C8B—C14B1.519 (3)
C8A—C14A1.526 (3)C8B—C9B1.533 (3)
C8A—C9A1.543 (3)C8B—H8B1.0000
C8A—H8A1.0000C9B—C11B1.550 (3)
C9A—C11A1.544 (3)C9B—C10B1.582 (3)
C9A—C10A1.581 (3)C9B—H9B1.0000
C9A—H9A1.0000C10B—C19B1.555 (4)
C10A—C19A1.546 (4)C11B—C12B1.528 (4)
C11A—C12A1.539 (3)C11B—H11B1.0000
C11A—H11A1.0000C12B—C13B1.529 (3)
C12A—C13A1.524 (3)C12B—H12C0.9900
C12A—H12A0.9900C12B—H12D0.9900
C12A—H12B0.9900C13B—C14B1.539 (3)
C13A—C18A1.533 (3)C13B—C18B1.542 (3)
C13A—C14A1.541 (3)C13B—C17B1.558 (3)
C13A—C17A1.568 (3)C14B—C15B1.529 (3)
C14A—C15A1.539 (3)C14B—H14B1.0000
C14A—H14A1.0000C15B—C16B1.544 (4)
C15A—C16A1.550 (4)C15B—H15C0.9900
C15A—H15A0.9900C15B—H15D0.9900
C15A—H15B0.9900C16B—C17B1.551 (3)
C16A—C17A1.552 (3)C16B—H16C0.9900
C16A—H16A0.9900C16B—H16D0.9900
C16A—H16B0.9900C17B—C20B1.509 (3)
C17A—C20A1.516 (4)C17B—H17B1.0000
C17A—H17A1.0000C18B—H18D0.9800
C18A—H18A0.9800C18B—H18E0.9800
C18A—H18B0.9800C18B—H18F0.9800
C18A—H18C0.9800C19B—H19D0.9800
C19A—H19A0.9800C19B—H19E0.9800
C19A—H19B0.9800C19B—H19F0.9800
C19A—H19C0.9800C20B—C21B1.510 (4)
C20A—C21A1.513 (4)C21B—H21C0.9900
C21A—H21A0.9900C21B—H21D0.9900
C21A—H21B0.9900O1W—H1W0.84 (4)
O1B—C1B1.430 (3)O1W—H2W0.89 (4)
C1A—O1A—H10A109 (2)C11B—O3B—H30B103 (3)
C11A—O3A—H30A97 (2)C21B—O5B—H50B108.8 (19)
C21A—O5A—H50A110 (2)O1B—C1B—C2B109.5 (2)
O1A—C1A—C2A109.20 (19)O1B—C1B—C10B109.65 (19)
O1A—C1A—C10A109.0 (2)C2B—C1B—C10B113.7 (2)
C2A—C1A—C10A113.2 (2)O1B—C1B—H1B107.9
O1A—C1A—H1A108.5C2B—C1B—H1B107.9
C2A—C1A—H1A108.5C10B—C1B—H1B107.9
C10A—C1A—H1A108.5C3B—C2B—C1B108.7 (2)
C3A—C2A—C1A109.9 (2)C3B—C2B—H2B1110.0
C3A—C2A—H2A1109.7C1B—C2B—H2B1110.0
C1A—C2A—H2A1109.7C3B—C2B—H2B2110.0
C3A—C2A—H2A2109.7C1B—C2B—H2B2110.0
C1A—C2A—H2A2109.7H2B1—C2B—H2B2108.3
H2A1—C2A—H2A2108.2O2B—C3B—C4B123.3 (2)
O2A—C3A—C4A123.4 (2)O2B—C3B—C2B121.4 (2)
O2A—C3A—C2A121.3 (2)C4B—C3B—C2B115.3 (2)
C4A—C3A—C2A115.2 (2)C5B—C4B—C3B122.8 (2)
C5A—C4A—C3A122.8 (2)C5B—C4B—H4B118.6
C5A—C4A—H4A118.6C3B—C4B—H4B118.6
C3A—C4A—H4A118.6C4B—C5B—C6B120.7 (2)
C4A—C5A—C6A120.2 (2)C4B—C5B—C10B123.6 (2)
C4A—C5A—C10A124.1 (2)C6B—C5B—C10B115.7 (2)
C6A—C5A—C10A115.7 (2)C5B—C6B—C7B111.9 (2)
C5A—C6A—C7A113.4 (2)C5B—C6B—H6B1109.2
C5A—C6A—H6A1108.9C7B—C6B—H6B1109.2
C7A—C6A—H6A1108.9C5B—C6B—H6B2109.2
C5A—C6A—H6A2108.9C7B—C6B—H6B2109.2
C7A—C6A—H6A2108.9H6B1—C6B—H6B2107.9
H6A1—C6A—H6A2107.7C6B—C7B—C8B113.0 (2)
C6A—C7A—C8A113.5 (2)C6B—C7B—H7B1109.0
C6A—C7A—H7A1108.9C8B—C7B—H7B1109.0
C8A—C7A—H7A1108.9C6B—C7B—H7B2109.0
C6A—C7A—H7A2108.9C8B—C7B—H7B2109.0
C8A—C7A—H7A2108.9H7B1—C7B—H7B2107.8
H7A1—C7A—H7A2107.7C14B—C8B—C9B109.13 (18)
C14A—C8A—C7A109.43 (19)C14B—C8B—C7B109.60 (19)
C14A—C8A—C9A109.6 (2)C9B—C8B—C7B109.01 (18)
C7A—C8A—C9A108.58 (19)C14B—C8B—H8B109.7
C14A—C8A—H8A109.7C9B—C8B—H8B109.7
C7A—C8A—H8A109.7C7B—C8B—H8B109.7
C9A—C8A—H8A109.7C8B—C9B—C11B115.10 (19)
C8A—C9A—C11A115.81 (19)C8B—C9B—C10B112.74 (19)
C8A—C9A—C10A112.0 (2)C11B—C9B—C10B114.64 (18)
C11A—C9A—C10A114.68 (18)C8B—C9B—H9B104.2
C8A—C9A—H9A104.2C11B—C9B—H9B104.2
C11A—C9A—H9A104.2C10B—C9B—H9B104.2
C10A—C9A—H9A104.2C5B—C10B—C1B109.96 (19)
C5A—C10A—C19A107.5 (2)C5B—C10B—C19B107.3 (2)
C5A—C10A—C1A109.8 (2)C1B—C10B—C19B110.7 (2)
C19A—C10A—C1A110.4 (2)C5B—C10B—C9B105.65 (19)
C5A—C10A—C9A105.12 (18)C1B—C10B—C9B108.6 (2)
C19A—C10A—C9A114.6 (2)C19B—C10B—C9B114.4 (2)
C1A—C10A—C9A109.3 (2)O3B—C11B—C12B108.10 (19)
O3A—C11A—C12A107.48 (19)O3B—C11B—C9B114.8 (2)
O3A—C11A—C9A114.8 (2)C12B—C11B—C9B113.38 (19)
C12A—C11A—C9A112.77 (18)O3B—C11B—H11B106.7
O3A—C11A—H11A107.1C12B—C11B—H11B106.7
C12A—C11A—H11A107.1C9B—C11B—H11B106.7
C9A—C11A—H11A107.1C11B—C12B—C13B113.8 (2)
C13A—C12A—C11A113.25 (19)C11B—C12B—H12C108.8
C13A—C12A—H12A108.9C13B—C12B—H12C108.8
C11A—C12A—H12A108.9C11B—C12B—H12D108.8
C13A—C12A—H12B108.9C13B—C12B—H12D108.8
C11A—C12A—H12B108.9H12C—C12B—H12D107.7
H12A—C12A—H12B107.7C12B—C13B—C14B107.00 (19)
C12A—C13A—C18A111.08 (19)C12B—C13B—C18B111.66 (19)
C12A—C13A—C14A107.59 (19)C14B—C13B—C18B112.98 (19)
C18A—C13A—C14A113.58 (19)C12B—C13B—C17B114.7 (2)
C12A—C13A—C17A115.88 (19)C14B—C13B—C17B99.10 (18)
C18A—C13A—C17A109.36 (19)C18B—C13B—C17B110.74 (19)
C14A—C13A—C17A98.90 (17)C8B—C14B—C15B119.6 (2)
C8A—C14A—C15A118.9 (2)C8B—C14B—C13B113.85 (18)
C8A—C14A—C13A114.51 (18)C15B—C14B—C13B104.78 (19)
C15A—C14A—C13A104.91 (19)C8B—C14B—H14B105.8
C8A—C14A—H14A105.8C15B—C14B—H14B105.8
C15A—C14A—H14A105.8C13B—C14B—H14B105.8
C13A—C14A—H14A105.8C14B—C15B—C16B104.34 (19)
C14A—C15A—C16A103.9 (2)C14B—C15B—H15C110.9
C14A—C15A—H15A111.0C16B—C15B—H15C110.9
C16A—C15A—H15A111.0C14B—C15B—H15D110.9
C14A—C15A—H15B111.0C16B—C15B—H15D110.9
C16A—C15A—H15B111.0H15C—C15B—H15D108.9
H15A—C15A—H15B109.0C15B—C16B—C17B106.1 (2)
C15A—C16A—C17A106.45 (19)C15B—C16B—H16C110.5
C15A—C16A—H16A110.4C17B—C16B—H16C110.5
C17A—C16A—H16A110.4C15B—C16B—H16D110.5
C15A—C16A—H16B110.4C17B—C16B—H16D110.5
C17A—C16A—H16B110.4H16C—C16B—H16D108.7
H16A—C16A—H16B108.6C20B—C17B—C16B114.0 (2)
C20A—C17A—C16A114.6 (2)C20B—C17B—C13B115.33 (19)
C20A—C17A—C13A113.48 (19)C16B—C17B—C13B104.09 (19)
C16A—C17A—C13A103.73 (19)C20B—C17B—H17B107.7
C20A—C17A—H17A108.2C16B—C17B—H17B107.7
C16A—C17A—H17A108.2C13B—C17B—H17B107.7
C13A—C17A—H17A108.2C13B—C18B—H18D109.5
C13A—C18A—H18A109.5C13B—C18B—H18E109.5
C13A—C18A—H18B109.5H18D—C18B—H18E109.5
H18A—C18A—H18B109.5C13B—C18B—H18F109.5
C13A—C18A—H18C109.5H18D—C18B—H18F109.5
H18A—C18A—H18C109.5H18E—C18B—H18F109.5
H18B—C18A—H18C109.5C10B—C19B—H19D109.5
C10A—C19A—H19A109.5C10B—C19B—H19E109.5
C10A—C19A—H19B109.5H19D—C19B—H19E109.5
H19A—C19A—H19B109.5C10B—C19B—H19F109.5
C10A—C19A—H19C109.5H19D—C19B—H19F109.5
H19A—C19A—H19C109.5H19E—C19B—H19F109.5
H19B—C19A—H19C109.5O4B—C20B—C17B124.0 (2)
O4A—C20A—C21A121.4 (2)O4B—C20B—C21B121.6 (2)
O4A—C20A—C17A123.8 (2)C17B—C20B—C21B114.4 (2)
C21A—C20A—C17A114.8 (2)O5B—C21B—C20B114.5 (2)
O5A—C21A—C20A114.8 (2)O5B—C21B—H21C108.6
O5A—C21A—H21A108.6C20B—C21B—H21C108.6
C20A—C21A—H21A108.6O5B—C21B—H21D108.6
O5A—C21A—H21B108.6C20B—C21B—H21D108.6
C20A—C21A—H21B108.6H21C—C21B—H21D107.6
H21A—C21A—H21B107.6H1W—O1W—H2W111 (3)
C1B—O1B—H10B105 (2)
O1A—C1A—C2A—C3A179.5 (2)O1B—C1B—C2B—C3B177.6 (2)
C10A—C1A—C2A—C3A58.9 (3)C10B—C1B—C2B—C3B59.4 (3)
C1A—C2A—C3A—O2A139.3 (3)C1B—C2B—C3B—O2B134.7 (3)
C1A—C2A—C3A—C4A42.7 (3)C1B—C2B—C3B—C4B45.7 (3)
O2A—C3A—C4A—C5A171.4 (3)O2B—C3B—C4B—C5B166.0 (3)
C2A—C3A—C4A—C5A10.6 (4)C2B—C3B—C4B—C5B14.4 (4)
C3A—C4A—C5A—C6A171.9 (2)C3B—C4B—C5B—C6B174.9 (2)
C3A—C4A—C5A—C10A7.9 (4)C3B—C4B—C5B—C10B6.7 (4)
C4A—C5A—C6A—C7A130.2 (3)C4B—C5B—C6B—C7B125.3 (2)
C10A—C5A—C6A—C7A50.0 (3)C10B—C5B—C6B—C7B53.2 (3)
C5A—C6A—C7A—C8A46.8 (3)C5B—C6B—C7B—C8B50.4 (3)
C6A—C7A—C8A—C14A171.8 (2)C6B—C7B—C8B—C14B172.86 (19)
C6A—C7A—C8A—C9A52.2 (3)C6B—C7B—C8B—C9B53.5 (3)
C14A—C8A—C9A—C11A45.1 (3)C14B—C8B—C9B—C11B47.2 (3)
C7A—C8A—C9A—C11A164.6 (2)C7B—C8B—C9B—C11B166.9 (2)
C14A—C8A—C9A—C10A179.20 (18)C14B—C8B—C9B—C10B178.70 (18)
C7A—C8A—C9A—C10A61.3 (2)C7B—C8B—C9B—C10B59.0 (2)
C4A—C5A—C10A—C19A112.4 (3)C4B—C5B—C10B—C1B6.2 (3)
C6A—C5A—C10A—C19A67.4 (3)C6B—C5B—C10B—C1B172.3 (2)
C4A—C5A—C10A—C1A7.7 (3)C4B—C5B—C10B—C19B114.3 (3)
C6A—C5A—C10A—C1A172.5 (2)C6B—C5B—C10B—C19B67.2 (3)
C4A—C5A—C10A—C9A125.2 (3)C4B—C5B—C10B—C9B123.2 (2)
C6A—C5A—C10A—C9A55.1 (3)C6B—C5B—C10B—C9B55.3 (3)
O1A—C1A—C10A—C5A162.5 (2)O1B—C1B—C10B—C5B162.3 (2)
C2A—C1A—C10A—C5A40.8 (3)C2B—C1B—C10B—C5B39.4 (3)
O1A—C1A—C10A—C19A44.2 (3)O1B—C1B—C10B—C19B43.9 (3)
C2A—C1A—C10A—C19A77.5 (3)C2B—C1B—C10B—C19B79.1 (3)
O1A—C1A—C10A—C9A82.7 (2)O1B—C1B—C10B—C9B82.5 (2)
C2A—C1A—C10A—C9A155.6 (2)C2B—C1B—C10B—C9B154.5 (2)
C8A—C9A—C10A—C5A61.3 (2)C8B—C9B—C10B—C5B58.4 (2)
C11A—C9A—C10A—C5A164.1 (2)C11B—C9B—C10B—C5B167.30 (19)
C8A—C9A—C10A—C19A56.5 (3)C8B—C9B—C10B—C1B176.33 (18)
C11A—C9A—C10A—C19A78.1 (3)C11B—C9B—C10B—C1B49.4 (3)
C8A—C9A—C10A—C1A179.05 (19)C8B—C9B—C10B—C19B59.4 (3)
C11A—C9A—C10A—C1A46.3 (3)C11B—C9B—C10B—C19B74.9 (3)
C8A—C9A—C11A—O3A79.7 (3)C8B—C9B—C11B—O3B81.7 (3)
C10A—C9A—C11A—O3A53.1 (3)C10B—C9B—C11B—O3B51.5 (3)
C8A—C9A—C11A—C12A43.8 (3)C8B—C9B—C11B—C12B43.3 (3)
C10A—C9A—C11A—C12A176.62 (19)C10B—C9B—C11B—C12B176.5 (2)
O3A—C11A—C12A—C13A77.5 (2)O3B—C11B—C12B—C13B80.7 (2)
C9A—C11A—C12A—C13A49.9 (3)C9B—C11B—C12B—C13B47.8 (3)
C11A—C12A—C13A—C18A68.1 (3)C11B—C12B—C13B—C14B55.4 (3)
C11A—C12A—C13A—C14A56.8 (2)C11B—C12B—C13B—C18B68.7 (3)
C11A—C12A—C13A—C17A166.31 (19)C11B—C12B—C13B—C17B164.24 (19)
C7A—C8A—C14A—C15A61.4 (3)C9B—C8B—C14B—C15B176.83 (19)
C9A—C8A—C14A—C15A179.6 (2)C7B—C8B—C14B—C15B57.5 (3)
C7A—C8A—C14A—C13A173.54 (19)C9B—C8B—C14B—C13B58.2 (2)
C9A—C8A—C14A—C13A54.6 (3)C7B—C8B—C14B—C13B177.55 (19)
C12A—C13A—C14A—C8A60.7 (2)C12B—C13B—C14B—C8B62.2 (2)
C18A—C13A—C14A—C8A62.7 (3)C18B—C13B—C14B—C8B61.1 (3)
C17A—C13A—C14A—C8A178.42 (19)C17B—C13B—C14B—C8B178.33 (18)
C12A—C13A—C14A—C15A167.15 (19)C12B—C13B—C14B—C15B165.29 (19)
C18A—C13A—C14A—C15A69.5 (2)C18B—C13B—C14B—C15B71.4 (2)
C17A—C13A—C14A—C15A46.3 (2)C17B—C13B—C14B—C15B45.8 (2)
C8A—C14A—C15A—C16A162.1 (2)C8B—C14B—C15B—C16B161.64 (19)
C13A—C14A—C15A—C16A32.5 (2)C13B—C14B—C15B—C16B32.5 (2)
C14A—C15A—C16A—C17A5.0 (3)C14B—C15B—C16B—C17B5.6 (2)
C15A—C16A—C17A—C20A147.8 (2)C15B—C16B—C17B—C20B149.3 (2)
C15A—C16A—C17A—C13A23.5 (2)C15B—C16B—C17B—C13B22.8 (2)
C12A—C13A—C17A—C20A78.3 (3)C12B—C13B—C17B—C20B79.3 (3)
C18A—C13A—C17A—C20A48.2 (3)C14B—C13B—C17B—C20B167.1 (2)
C14A—C13A—C17A—C20A167.17 (19)C18B—C13B—C17B—C20B48.2 (3)
C12A—C13A—C17A—C16A156.7 (2)C12B—C13B—C17B—C16B155.0 (2)
C18A—C13A—C17A—C16A76.8 (2)C14B—C13B—C17B—C16B41.5 (2)
C14A—C13A—C17A—C16A42.1 (2)C18B—C13B—C17B—C16B77.5 (2)
C16A—C17A—C20A—O4A31.9 (3)C16B—C17B—C20B—O4B37.9 (3)
C13A—C17A—C20A—O4A87.0 (3)C13B—C17B—C20B—O4B82.5 (3)
C16A—C17A—C20A—C21A148.9 (2)C16B—C17B—C20B—C21B143.0 (2)
C13A—C17A—C20A—C21A92.1 (2)C13B—C17B—C20B—C21B96.7 (3)
O4A—C20A—C21A—O5A2.4 (3)O4B—C20B—C21B—O5B0.2 (4)
C17A—C20A—C21A—O5A176.80 (19)C17B—C20B—C21B—O5B179.4 (2)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1A—H10A···O1Wi0.93 (4)1.84 (4)2.759 (3)174 (3)
O3A—H30A···O1A0.91 (3)1.88 (3)2.738 (3)158 (3)
O5A—H50A···O2Aii0.82 (4)1.89 (4)2.687 (3)163 (3)
O1B—H10B···O1Wii1.01 (4)1.75 (4)2.760 (3)176 (3)
O3B—H30B···O1B0.79 (4)2.06 (4)2.768 (3)150 (3)
O5B—H50B···O2Biii1.01 (3)1.67 (3)2.659 (3)166 (3)
O1W—H1W···O5Aiv0.84 (4)1.95 (4)2.733 (3)156 (3)
O1W—H2W···O5B0.89 (4)1.89 (4)2.743 (3)162 (3)
Symmetry codes: (i) x+1, y, z; (ii) x+1, y, z+1; (iii) x, y, z1; (iv) x1, y, z1.
Endocyclic torsion angles (°) in (I) and corticosterone (Campsteyn et al., 1973) top
Molecule AMolecule BCorticosterone
C1-C2-C3-C442.7 (3)45.7 (3)35.6
C2-C3-C4-C5-10.6 (4)-14.4 (4)-7.6
C3-C4-C5-C10-7.9 (4)-6.7 (4)-1.7
C4-C5-C10-C1-7.7 (3)-6.2 (3)-18.0
C5-C10-C1-C240.8 (3)39.4 (3)46.1
C10-C1-C2-C3-58.9 (3)-59.4 (3)-55.6
C10-C5-C6-C7-50.0 (3)-53.2 (3)-55.9
C5-C6-C7-C846.8 (3)50.4 (3)56.6
C6-C7-C8-C9-52.2 (3)-53.5 (3)-55.2
C7-C8-C9-C1061.3 (2)59.0 (2)52.7
C8-C9-C10-C5-61.3 (2)-58.4 (2)-49.0
C9-C10-C5-C655.1 (3)55.3 (3)50.8
C8-C9-C11-C1243.8 (3)43.3 (3)47.6
C9-C11-C12-C13-49.9 (3)-47.8 (3)-48.4
C11-C12-C13-C1456.8 (2)55.4 (3)54.0
C12-C13-C14-C8-60.7 (2)-62.2 (2)-62.3
C13-C14-C8-C954.6 (3)58.2 (2)61.8
C14-C8-C9-C11-45.1 (3)-47.2 (3)-53.2
C13-C14-C15-C16-32.5 (2)-32.5 (2)-34.2
C14-C15-C16-C175.0 (3)5.6 (2)9.1
C15-C16-C17-C1323.5 (2)22.8 (2)18.5
C16-C17-C13-C14-42.1 (2)-41.5 (2)-38.1
C17-C13-C14-C1546.3 (2)45.8 (2)44.8
 

Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds