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In the title compound, [UO
2(DBM)
2(H
2O)]
2.(dicyclohexyl-18-crown-6)·2CHCl
3 or [UO
2(C
30H
22O
4)
2(H
2O)]
2·C
20H
36O
6·2CHCl
3, where DBM is 1,3-diphenylpropane-1,3-dionate, the U
VI atom is coordinated by seven O atoms to give a distorted pentagonal bipyramidal geometry. The structure is centrosymmetric. The 18-crown-6 molecule is hydrogen bonded (O—H
O) by the water molecule of [UO
2(DBM)
2(H
2O)], and these binuclear units are interconnected by C—H
O interactions.
Supporting information
CCDC reference: 193725
Key indicators
- Single-crystal X-ray study
- T = 183 K
- Mean (C-C) = 0.010 Å
- R factor = 0.046
- wR factor = 0.116
- Data-to-parameter ratio = 21.4
checkCIF results
No syntax errors found
ADDSYM reports no extra symmetry
Alert Level B:
PLAT_601 Alert B Structure Contains Solvent Accessible VOIDS of 200.00 A 3
Alert Level C:
PLAT_213 Alert C Atom C18 has ADP max/min Ratio ........... 3.20 oblate
General Notes
FORMU_01 There is a discrepancy between the atom counts in the
_chemical_formula_sum and _chemical_formula_moiety. This is
usually due to the moiety formula being in the wrong format.
Atom count from _chemical_formula_sum: C82 H86 Cl6 O20 U2
Atom count from _chemical_formula_moiety:C22 H38 Cl6 O6
0 Alert Level A = Potentially serious problem
1 Alert Level B = Potential problem
1 Alert Level C = Please check
Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 1997); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 1990).
Crystal data top
[UO2(C30H22O4)2(H2O)]·C20H36O6·2CHCl3 | F(000) = 2048 |
Mr = 2080.27 | Dx = 1.572 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 8192 reflections |
a = 15.5427 (1) Å | θ = 2.6–28.3° |
b = 15.2483 (1) Å | µ = 3.93 mm−1 |
c = 19.4582 (2) Å | T = 183 K |
β = 107.643 (1)° | Block, orange |
V = 4394.67 (6) Å3 | 0.12 × 0.10 × 0.08 mm |
Z = 2 | |
Data collection top
Siemens SMART CCD area-detector diffractometer | 10599 independent reflections |
Radiation source: fine-focus sealed tube | 7581 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.096 |
Detector resolution: 8.33 pixels mm-1 | θmax = 28.3°, θmin = 2.6° |
ω scans | h = −20→20 |
Absorption correction: empirical (using intensity measurements) (SADABS; Sheldrick, 1996) | k = −20→16 |
Tmin = 0.650, Tmax = 0.744 | l = −25→21 |
26358 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.046 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.116 | H-atom parameters constrained |
S = 0.95 | w = 1/[σ2(Fo2) + (0.0272P)2] where P = (Fo2 + 2Fc2)/3 |
10599 reflections | (Δ/σ)max < 0.001 |
496 parameters | Δρmax = 1.57 e Å−3 |
0 restraints | Δρmin = −4.23 e Å−3 |
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 | x | y | z | Uiso*/Ueq | |
U1 | 0.229240 (12) | 0.448563 (12) | 0.411375 (10) | 0.01317 (7) | |
O1 | 0.3102 (3) | 0.4440 (2) | 0.5342 (2) | 0.0195 (8) | |
O2 | 0.3423 (3) | 0.3446 (2) | 0.4295 (2) | 0.0215 (9) | |
O3 | 0.2261 (3) | 0.3971 (3) | 0.2965 (2) | 0.0253 (9) | |
O4 | 0.1132 (3) | 0.5191 (3) | 0.32241 (19) | 0.0207 (8) | |
O1W | 0.1579 (3) | 0.5509 (2) | 0.4758 (2) | 0.0230 (9) | |
H1W | 0.1122 | 0.5737 | 0.4485 | 0.034* | |
H2W | 0.1471 | 0.5381 | 0.5142 | 0.034* | |
O5 | 0.1540 (3) | 0.3651 (2) | 0.4188 (2) | 0.0226 (9) | |
O6 | 0.3056 (3) | 0.5319 (2) | 0.4045 (2) | 0.0186 (8) | |
C1 | 0.3753 (4) | 0.4838 (4) | 0.6810 (3) | 0.0252 (13) | |
H1 | 0.3145 | 0.4695 | 0.6618 | 0.030* | |
C2 | 0.4066 (5) | 0.5150 (5) | 0.7500 (3) | 0.0349 (16) | |
H2 | 0.3677 | 0.5203 | 0.7779 | 0.042* | |
C3 | 0.4951 (5) | 0.5381 (4) | 0.7776 (4) | 0.0380 (17) | |
H3 | 0.5162 | 0.5608 | 0.8240 | 0.046* | |
C4 | 0.5539 (5) | 0.5282 (5) | 0.7370 (4) | 0.0423 (19) | |
H4 | 0.6145 | 0.5430 | 0.7566 | 0.051* | |
C5 | 0.5229 (4) | 0.4969 (4) | 0.6687 (3) | 0.0295 (14) | |
H5 | 0.5626 | 0.4912 | 0.6416 | 0.035* | |
C6 | 0.4333 (4) | 0.4731 (3) | 0.6385 (3) | 0.0188 (12) | |
C7 | 0.3963 (4) | 0.4390 (3) | 0.5631 (3) | 0.0182 (11) | |
C8 | 0.4547 (4) | 0.4006 (4) | 0.5299 (3) | 0.0213 (12) | |
H8 | 0.5165 | 0.4075 | 0.5514 | 0.026* | |
C9 | 0.4256 (4) | 0.3525 (4) | 0.4660 (3) | 0.0198 (12) | |
C10 | 0.4915 (4) | 0.3042 (4) | 0.4382 (3) | 0.0229 (13) | |
C11 | 0.4589 (5) | 0.2385 (5) | 0.3870 (4) | 0.0396 (17) | |
H11 | 0.3976 | 0.2254 | 0.3719 | 0.048* | |
C12 | 0.5167 (6) | 0.1928 (5) | 0.3585 (5) | 0.057 (2) | |
H12 | 0.4944 | 0.1487 | 0.3247 | 0.069* | |
C13 | 0.6083 (6) | 0.2128 (6) | 0.3803 (5) | 0.065 (3) | |
H13 | 0.6473 | 0.1814 | 0.3614 | 0.078* | |
C14 | 0.6427 (5) | 0.2800 (5) | 0.4305 (4) | 0.047 (2) | |
H14 | 0.7036 | 0.2946 | 0.4441 | 0.057* | |
C15 | 0.5825 (4) | 0.3247 (4) | 0.4595 (4) | 0.0303 (15) | |
H15 | 0.6042 | 0.3687 | 0.4935 | 0.036* | |
C16 | 0.2800 (5) | 0.2966 (4) | 0.2009 (4) | 0.0325 (15) | |
H16 | 0.3009 | 0.2832 | 0.2498 | 0.039* | |
C17 | 0.3157 (5) | 0.2532 (5) | 0.1529 (4) | 0.0439 (19) | |
H17 | 0.3592 | 0.2100 | 0.1696 | 0.053* | |
C18 | 0.2870 (5) | 0.2739 (4) | 0.0819 (4) | 0.0391 (18) | |
H18 | 0.3120 | 0.2458 | 0.0500 | 0.047* | |
C19 | 0.2211 (5) | 0.3365 (4) | 0.0568 (4) | 0.0382 (17) | |
H19 | 0.2006 | 0.3501 | 0.0080 | 0.046* | |
C20 | 0.1859 (4) | 0.3784 (4) | 0.1043 (3) | 0.0273 (14) | |
H20 | 0.1419 | 0.4211 | 0.0871 | 0.033* | |
C21 | 0.2137 (4) | 0.3595 (3) | 0.1767 (3) | 0.0186 (11) | |
C22 | 0.1790 (4) | 0.4053 (3) | 0.2311 (3) | 0.0159 (11) | |
C23 | 0.1005 (4) | 0.4541 (4) | 0.2099 (3) | 0.0199 (11) | |
H23 | 0.0649 | 0.4500 | 0.1620 | 0.024* | |
C24 | 0.0710 (3) | 0.5092 (3) | 0.2555 (3) | 0.0149 (11) | |
C25 | −0.0107 (4) | 0.5650 (4) | 0.2263 (3) | 0.0193 (12) | |
C26 | −0.0886 (4) | 0.5310 (4) | 0.1765 (3) | 0.0272 (14) | |
H26 | −0.0903 | 0.4729 | 0.1614 | 0.033* | |
C27 | −0.1644 (5) | 0.5858 (5) | 0.1496 (4) | 0.0386 (17) | |
H27 | −0.2170 | 0.5631 | 0.1178 | 0.046* | |
C28 | −0.1613 (5) | 0.6724 (5) | 0.1700 (4) | 0.0408 (18) | |
H28 | −0.2111 | 0.7085 | 0.1510 | 0.049* | |
C29 | −0.0856 (5) | 0.7046 (4) | 0.2176 (4) | 0.0386 (18) | |
H29 | −0.0837 | 0.7634 | 0.2307 | 0.046* | |
C30 | −0.0093 (4) | 0.6514 (4) | 0.2480 (3) | 0.0256 (13) | |
H30 | 0.0413 | 0.6742 | 0.2822 | 0.031* | |
O8 | −0.0071 (3) | 0.3381 (2) | 0.5736 (2) | 0.0201 (8) | |
O9 | 0.1541 (3) | 0.5147 (2) | 0.6146 (2) | 0.0204 (8) | |
O10 | −0.0961 (3) | 0.3145 (2) | 0.4295 (2) | 0.0212 (9) | |
C31 | −0.0250 (4) | 0.2540 (4) | 0.4624 (3) | 0.0220 (12) | |
H31 | 0.0316 | 0.2752 | 0.4561 | 0.026* | |
C32 | −0.0455 (5) | 0.1645 (4) | 0.4301 (4) | 0.0334 (16) | |
H32A | 0.0044 | 0.1254 | 0.4524 | 0.040* | |
H32B | −0.0522 | 0.1674 | 0.3789 | 0.040* | |
C33 | −0.1308 (5) | 0.1284 (4) | 0.4407 (4) | 0.0398 (18) | |
H33A | −0.1423 | 0.0702 | 0.4197 | 0.048* | |
H33B | −0.1813 | 0.1657 | 0.4163 | 0.048* | |
C34 | −0.1223 (5) | 0.1236 (4) | 0.5199 (4) | 0.0420 (19) | |
H34A | −0.0763 | 0.0810 | 0.5431 | 0.050* | |
H34B | −0.1792 | 0.1038 | 0.5256 | 0.050* | |
C35 | −0.0974 (5) | 0.2132 (4) | 0.5572 (3) | 0.0295 (14) | |
H35A | −0.1482 | 0.2528 | 0.5403 | 0.035* | |
H35B | −0.0849 | 0.2060 | 0.6089 | 0.035* | |
C36 | −0.0166 (4) | 0.2525 (4) | 0.5424 (3) | 0.0222 (12) | |
H36 | 0.0367 | 0.2178 | 0.5676 | 0.027* | |
C37 | 0.0751 (4) | 0.3804 (4) | 0.5762 (4) | 0.0275 (14) | |
H37A | 0.0762 | 0.3940 | 0.5278 | 0.033* | |
H37B | 0.1258 | 0.3424 | 0.5988 | 0.033* | |
C38 | 0.0811 (5) | 0.4618 (4) | 0.6184 (4) | 0.0423 (19) | |
H38A | 0.0253 | 0.4945 | 0.6001 | 0.051* | |
H38B | 0.0885 | 0.4471 | 0.6683 | 0.051* | |
C39 | 0.1691 (4) | 0.5889 (4) | 0.6630 (3) | 0.0260 (13) | |
H39A | 0.2271 | 0.6149 | 0.6661 | 0.031* | |
H39B | 0.1716 | 0.5684 | 0.7108 | 0.031* | |
C40 | −0.0971 (4) | 0.3419 (4) | 0.3602 (3) | 0.0237 (13) | |
H40A | −0.1107 | 0.2929 | 0.3269 | 0.028* | |
H40B | −0.0388 | 0.3658 | 0.3615 | 0.028* | |
Cl1 | 0.25033 (15) | 0.65164 (18) | 0.24715 (13) | 0.0747 (8) | |
Cl2 | 0.41462 (17) | 0.74811 (17) | 0.31251 (17) | 0.0842 (8) | |
Cl3 | 0.2533 (2) | 0.7961 (3) | 0.34343 (18) | 0.1238 (13) | |
C41 | 0.3153 (6) | 0.7091 (6) | 0.3237 (5) | 0.062 (3) | |
H41 | 0.3307 | 0.6687 | 0.3648 | 0.075* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
U1 | 0.01321 (10) | 0.01625 (11) | 0.01280 (10) | 0.00026 (8) | 0.00805 (7) | −0.00090 (8) |
O1 | 0.0176 (19) | 0.026 (2) | 0.0160 (19) | 0.0050 (17) | 0.0074 (15) | 0.0027 (16) |
O2 | 0.019 (2) | 0.019 (2) | 0.025 (2) | 0.0017 (17) | 0.0044 (16) | −0.0039 (17) |
O3 | 0.028 (2) | 0.034 (2) | 0.014 (2) | 0.0132 (19) | 0.0075 (17) | −0.0070 (17) |
O4 | 0.026 (2) | 0.026 (2) | 0.0121 (19) | 0.0070 (17) | 0.0086 (16) | −0.0024 (15) |
O1W | 0.025 (2) | 0.030 (2) | 0.017 (2) | 0.0075 (18) | 0.0113 (16) | −0.0017 (17) |
O5 | 0.024 (2) | 0.022 (2) | 0.027 (2) | −0.0037 (17) | 0.0142 (18) | −0.0047 (16) |
O6 | 0.026 (2) | 0.019 (2) | 0.016 (2) | −0.0021 (16) | 0.0129 (16) | −0.0013 (15) |
C1 | 0.020 (3) | 0.036 (3) | 0.021 (3) | 0.004 (3) | 0.009 (2) | −0.001 (3) |
C2 | 0.038 (4) | 0.048 (4) | 0.022 (3) | 0.008 (3) | 0.015 (3) | −0.007 (3) |
C3 | 0.044 (4) | 0.037 (4) | 0.027 (4) | 0.002 (3) | 0.002 (3) | −0.013 (3) |
C4 | 0.027 (4) | 0.053 (5) | 0.043 (4) | −0.011 (3) | 0.005 (3) | −0.019 (3) |
C5 | 0.027 (3) | 0.031 (4) | 0.034 (4) | −0.008 (3) | 0.013 (3) | −0.007 (3) |
C6 | 0.023 (3) | 0.014 (3) | 0.021 (3) | 0.004 (2) | 0.010 (2) | 0.003 (2) |
C7 | 0.022 (3) | 0.016 (3) | 0.018 (3) | 0.003 (2) | 0.010 (2) | 0.005 (2) |
C8 | 0.015 (3) | 0.032 (3) | 0.017 (3) | 0.006 (2) | 0.005 (2) | −0.001 (2) |
C9 | 0.020 (3) | 0.021 (3) | 0.021 (3) | 0.004 (2) | 0.010 (2) | 0.005 (2) |
C10 | 0.024 (3) | 0.024 (3) | 0.024 (3) | 0.006 (2) | 0.010 (2) | −0.001 (2) |
C11 | 0.032 (4) | 0.046 (4) | 0.045 (5) | 0.006 (3) | 0.017 (3) | −0.013 (3) |
C12 | 0.050 (5) | 0.059 (5) | 0.063 (6) | 0.012 (4) | 0.017 (4) | −0.034 (4) |
C13 | 0.047 (5) | 0.085 (7) | 0.069 (6) | 0.033 (5) | 0.027 (5) | −0.018 (5) |
C14 | 0.033 (4) | 0.073 (6) | 0.039 (4) | 0.007 (4) | 0.016 (3) | −0.010 (4) |
C15 | 0.024 (3) | 0.041 (4) | 0.030 (4) | 0.005 (3) | 0.014 (3) | −0.004 (3) |
C16 | 0.040 (4) | 0.035 (4) | 0.029 (4) | 0.010 (3) | 0.020 (3) | −0.005 (3) |
C17 | 0.056 (5) | 0.037 (4) | 0.049 (5) | 0.021 (4) | 0.032 (4) | −0.005 (3) |
C18 | 0.056 (5) | 0.031 (4) | 0.044 (4) | −0.001 (3) | 0.037 (4) | −0.018 (3) |
C19 | 0.059 (5) | 0.040 (4) | 0.027 (4) | −0.004 (4) | 0.030 (3) | −0.013 (3) |
C20 | 0.036 (4) | 0.026 (3) | 0.026 (3) | −0.002 (3) | 0.020 (3) | −0.007 (3) |
C21 | 0.021 (3) | 0.018 (3) | 0.023 (3) | −0.004 (2) | 0.016 (2) | −0.004 (2) |
C22 | 0.020 (3) | 0.015 (3) | 0.015 (3) | −0.003 (2) | 0.010 (2) | −0.004 (2) |
C23 | 0.023 (3) | 0.027 (3) | 0.013 (3) | 0.000 (2) | 0.011 (2) | −0.005 (2) |
C24 | 0.016 (3) | 0.016 (3) | 0.015 (3) | 0.000 (2) | 0.009 (2) | 0.001 (2) |
C25 | 0.022 (3) | 0.027 (3) | 0.013 (3) | 0.008 (2) | 0.011 (2) | 0.005 (2) |
C26 | 0.030 (3) | 0.035 (4) | 0.021 (3) | 0.006 (3) | 0.013 (3) | −0.001 (2) |
C27 | 0.026 (4) | 0.067 (5) | 0.020 (3) | 0.015 (3) | 0.003 (3) | 0.012 (3) |
C28 | 0.037 (4) | 0.049 (5) | 0.038 (4) | 0.026 (3) | 0.016 (3) | 0.015 (3) |
C29 | 0.050 (5) | 0.030 (4) | 0.044 (4) | 0.023 (3) | 0.026 (4) | 0.011 (3) |
C30 | 0.036 (4) | 0.021 (3) | 0.026 (3) | 0.009 (3) | 0.017 (3) | 0.003 (2) |
O8 | 0.020 (2) | 0.020 (2) | 0.023 (2) | −0.0012 (16) | 0.0106 (16) | −0.0058 (16) |
O9 | 0.018 (2) | 0.025 (2) | 0.022 (2) | 0.0001 (17) | 0.0118 (16) | −0.0021 (16) |
O10 | 0.030 (2) | 0.021 (2) | 0.018 (2) | 0.0045 (17) | 0.0160 (17) | 0.0006 (15) |
C31 | 0.026 (3) | 0.018 (3) | 0.026 (3) | 0.005 (2) | 0.014 (3) | 0.000 (2) |
C32 | 0.048 (4) | 0.022 (3) | 0.033 (4) | 0.010 (3) | 0.017 (3) | −0.003 (3) |
C33 | 0.065 (5) | 0.021 (3) | 0.034 (4) | −0.011 (3) | 0.016 (4) | −0.007 (3) |
C34 | 0.064 (5) | 0.024 (4) | 0.039 (4) | −0.010 (3) | 0.017 (4) | 0.005 (3) |
C35 | 0.043 (4) | 0.025 (3) | 0.026 (3) | −0.005 (3) | 0.018 (3) | 0.001 (3) |
C36 | 0.027 (3) | 0.022 (3) | 0.021 (3) | 0.006 (2) | 0.012 (2) | 0.004 (2) |
C37 | 0.022 (3) | 0.024 (3) | 0.041 (4) | −0.001 (3) | 0.016 (3) | −0.003 (3) |
C38 | 0.043 (4) | 0.046 (4) | 0.054 (5) | −0.024 (3) | 0.038 (4) | −0.025 (3) |
C39 | 0.031 (3) | 0.033 (3) | 0.014 (3) | −0.004 (3) | 0.008 (2) | −0.006 (2) |
C40 | 0.034 (3) | 0.026 (3) | 0.015 (3) | −0.002 (3) | 0.013 (2) | −0.004 (2) |
Cl1 | 0.0512 (13) | 0.108 (2) | 0.0597 (15) | −0.0202 (14) | 0.0083 (11) | 0.0303 (14) |
Cl2 | 0.0661 (16) | 0.0668 (16) | 0.135 (3) | −0.0214 (13) | 0.0539 (16) | −0.0077 (15) |
Cl3 | 0.092 (2) | 0.217 (4) | 0.079 (2) | 0.042 (2) | 0.0504 (18) | 0.002 (2) |
C41 | 0.052 (5) | 0.072 (6) | 0.060 (6) | −0.007 (4) | 0.011 (4) | 0.044 (5) |
Geometric parameters (Å, º) top
U1—O5 | 1.764 (4) | C22—C23 | 1.381 (8) |
U1—O6 | 1.771 (4) | C23—C24 | 1.397 (7) |
U1—O2 | 2.312 (4) | C23—H23 | 0.93 |
U1—O1 | 2.340 (4) | C24—C25 | 1.490 (7) |
U1—O4 | 2.348 (4) | C25—C30 | 1.382 (8) |
U1—O3 | 2.356 (4) | C25—C26 | 1.401 (8) |
U1—O1W | 2.465 (4) | C26—C27 | 1.409 (9) |
O1—C7 | 1.288 (7) | C26—H26 | 0.93 |
O2—C9 | 1.280 (6) | C27—C28 | 1.375 (10) |
O3—C22 | 1.267 (6) | C27—H27 | 0.93 |
O4—C24 | 1.277 (6) | C28—C29 | 1.351 (10) |
O1W—H1W | 0.82 | C28—H28 | 0.93 |
O1W—H2W | 0.84 | C29—C30 | 1.409 (8) |
C1—C2 | 1.367 (8) | C29—H29 | 0.93 |
C1—C6 | 1.406 (8) | C30—H30 | 0.93 |
C1—H1 | 0.93 | O8—C37 | 1.419 (7) |
C2—C3 | 1.364 (10) | O8—C36 | 1.427 (7) |
C2—H2 | 0.93 | O9—C38 | 1.412 (7) |
C3—C4 | 1.385 (10) | O9—C39 | 1.445 (7) |
C3—H3 | 0.93 | O10—C40 | 1.406 (6) |
C4—C5 | 1.355 (9) | O10—C31 | 1.432 (6) |
C4—H4 | 0.93 | C31—C32 | 1.497 (8) |
C5—C6 | 1.386 (8) | C31—C36 | 1.522 (8) |
C5—H5 | 0.93 | C31—H31 | 0.98 |
C6—C7 | 1.496 (8) | C32—C33 | 1.506 (10) |
C7—C8 | 1.394 (8) | C32—H32A | 0.97 |
C8—C9 | 1.394 (8) | C32—H32B | 0.97 |
C8—H8 | 0.93 | C33—C34 | 1.509 (9) |
C9—C10 | 1.490 (8) | C33—H33A | 0.97 |
C10—C15 | 1.385 (8) | C33—H33B | 0.97 |
C10—C11 | 1.396 (8) | C34—C35 | 1.541 (8) |
C11—C12 | 1.380 (9) | C34—H34A | 0.97 |
C11—H11 | 0.93 | C34—H34B | 0.97 |
C12—C13 | 1.392 (11) | C35—C36 | 1.496 (8) |
C12—H12 | 0.93 | C35—H35A | 0.97 |
C13—C14 | 1.405 (11) | C35—H35B | 0.97 |
C13—H13 | 0.93 | C36—H36 | 0.98 |
C14—C15 | 1.406 (9) | C37—C38 | 1.475 (8) |
C14—H14 | 0.93 | C37—H37A | 0.97 |
C15—H15 | 0.93 | C37—H37B | 0.97 |
C16—C21 | 1.381 (8) | C38—H38A | 0.97 |
C16—C17 | 1.390 (9) | C38—H38B | 0.97 |
C16—H16 | 0.93 | C39—C40i | 1.504 (8) |
C17—C18 | 1.355 (9) | C39—H39A | 0.97 |
C17—H17 | 0.93 | C39—H39B | 0.97 |
C18—C19 | 1.377 (10) | C40—C39i | 1.504 (8) |
C18—H18 | 0.93 | C40—H40A | 0.97 |
C19—C20 | 1.366 (8) | C40—H40B | 0.97 |
C19—H19 | 0.93 | Cl1—C41 | 1.759 (9) |
C20—C21 | 1.374 (8) | Cl2—C41 | 1.729 (8) |
C20—H20 | 0.93 | Cl3—C41 | 1.749 (11) |
C21—C22 | 1.499 (7) | C41—H41 | 0.98 |
| | | |
O5—U1—O6 | 179.44 (19) | C22—C23—C24 | 124.3 (5) |
O5—U1—O2 | 89.11 (16) | C22—C23—H23 | 117.8 |
O6—U1—O2 | 90.43 (16) | C24—C23—H23 | 117.8 |
O5—U1—O1 | 93.38 (16) | O4—C24—C23 | 123.6 (5) |
O6—U1—O1 | 86.16 (15) | O4—C24—C25 | 115.9 (5) |
O2—U1—O1 | 71.09 (13) | C23—C24—C25 | 120.4 (5) |
O5—U1—O4 | 90.64 (16) | C30—C25—C26 | 119.6 (5) |
O6—U1—O4 | 89.93 (16) | C30—C25—C24 | 119.7 (5) |
O2—U1—O4 | 143.55 (13) | C26—C25—C24 | 120.6 (5) |
O1—U1—O4 | 145.24 (13) | C25—C26—C27 | 119.2 (6) |
O5—U1—O3 | 90.83 (17) | C25—C26—H26 | 120.4 |
O6—U1—O3 | 89.34 (16) | C27—C26—H26 | 120.4 |
O2—U1—O3 | 73.28 (13) | C28—C27—C26 | 120.7 (7) |
O1—U1—O3 | 144.03 (13) | C28—C27—H27 | 119.7 |
O4—U1—O3 | 70.28 (13) | C26—C27—H27 | 119.7 |
O5—U1—O1W | 90.22 (16) | C29—C28—C27 | 119.6 (6) |
O6—U1—O1W | 89.95 (15) | C29—C28—H28 | 120.2 |
O2—U1—O1W | 142.61 (13) | C27—C28—H28 | 120.2 |
O1—U1—O1W | 71.64 (13) | C28—C29—C30 | 121.7 (6) |
O4—U1—O1W | 73.84 (13) | C28—C29—H29 | 119.1 |
O3—U1—O1W | 144.11 (13) | C30—C29—H29 | 119.1 |
C7—O1—U1 | 127.9 (4) | C25—C30—C29 | 119.2 (6) |
C9—O2—U1 | 127.8 (3) | C25—C30—H30 | 120.4 |
C22—O3—U1 | 139.4 (3) | C29—C30—H30 | 120.4 |
C24—O4—U1 | 137.8 (3) | C37—O8—C36 | 114.0 (4) |
U1—O1W—H1W | 111.8 | C38—O9—C39 | 112.8 (5) |
U1—O1W—H2W | 123.3 | C40—O10—C31 | 113.8 (4) |
H1W—O1W—H2W | 107.9 | O10—C31—C32 | 111.2 (5) |
C2—C1—C6 | 121.2 (6) | O10—C31—C36 | 106.5 (4) |
C2—C1—H1 | 119.4 | C32—C31—C36 | 110.9 (5) |
C6—C1—H1 | 119.4 | O10—C31—H31 | 109.4 |
C3—C2—C1 | 119.5 (7) | C32—C31—H31 | 109.4 |
C3—C2—H2 | 120.2 | C36—C31—H31 | 109.4 |
C1—C2—H2 | 120.2 | C31—C32—C33 | 111.1 (5) |
C2—C3—C4 | 120.6 (6) | C31—C32—H32A | 109.4 |
C2—C3—H3 | 119.7 | C33—C32—H32A | 109.4 |
C4—C3—H3 | 119.7 | C31—C32—H32B | 109.4 |
C5—C4—C3 | 119.8 (6) | C33—C32—H32B | 109.4 |
C5—C4—H4 | 120.1 | H32A—C32—H32B | 108.0 |
C3—C4—H4 | 120.1 | C32—C33—C34 | 110.5 (6) |
C4—C5—C6 | 121.4 (6) | C32—C33—H33A | 109.5 |
C4—C5—H5 | 119.3 | C34—C33—H33A | 109.5 |
C6—C5—H5 | 119.3 | C32—C33—H33B | 109.5 |
C5—C6—C1 | 117.5 (5) | C34—C33—H33B | 109.5 |
C5—C6—C7 | 123.0 (5) | H33A—C33—H33B | 108.1 |
C1—C6—C7 | 119.5 (5) | C33—C34—C35 | 111.7 (5) |
O1—C7—C8 | 124.0 (5) | C33—C34—H34A | 109.3 |
O1—C7—C6 | 116.6 (5) | C35—C34—H34A | 109.3 |
C8—C7—C6 | 119.4 (5) | C33—C34—H34B | 109.3 |
C7—C8—C9 | 123.6 (5) | C35—C34—H34B | 109.3 |
C7—C8—H8 | 118.2 | H34A—C34—H34B | 107.9 |
C9—C8—H8 | 118.2 | C36—C35—C34 | 111.8 (6) |
O2—C9—C8 | 123.1 (5) | C36—C35—H35A | 109.3 |
O2—C9—C10 | 116.2 (5) | C34—C35—H35A | 109.3 |
C8—C9—C10 | 120.6 (5) | C36—C35—H35B | 109.3 |
C15—C10—C11 | 119.5 (6) | C34—C35—H35B | 109.3 |
C15—C10—C9 | 122.2 (5) | H35A—C35—H35B | 107.9 |
C11—C10—C9 | 118.3 (5) | O8—C36—C35 | 105.6 (5) |
C12—C11—C10 | 120.7 (7) | O8—C36—C31 | 112.8 (4) |
C12—C11—H11 | 119.6 | C35—C36—C31 | 112.7 (5) |
C10—C11—H11 | 119.6 | O8—C36—H36 | 108.5 |
C11—C12—C13 | 119.8 (7) | C35—C36—H36 | 108.5 |
C11—C12—H12 | 120.1 | C31—C36—H36 | 108.5 |
C13—C12—H12 | 120.1 | O8—C37—C38 | 107.9 (5) |
C12—C13—C14 | 120.7 (7) | O8—C37—H37A | 110.1 |
C12—C13—H13 | 119.7 | C38—C37—H37A | 110.1 |
C14—C13—H13 | 119.7 | O8—C37—H37B | 110.1 |
C13—C14—C15 | 118.3 (7) | C38—C37—H37B | 110.1 |
C13—C14—H14 | 120.8 | H37A—C37—H37B | 108.4 |
C15—C14—H14 | 120.8 | O9—C38—C37 | 111.6 (5) |
C10—C15—C14 | 121.0 (6) | O9—C38—H38A | 109.3 |
C10—C15—H15 | 119.5 | C37—C38—H38A | 109.3 |
C14—C15—H15 | 119.5 | O9—C38—H38B | 109.3 |
C21—C16—C17 | 120.6 (6) | C37—C38—H38B | 109.3 |
C21—C16—H16 | 119.7 | H38A—C38—H38B | 108.0 |
C17—C16—H16 | 119.7 | O9—C39—C40i | 113.3 (5) |
C18—C17—C16 | 120.0 (7) | O9—C39—H39A | 108.9 |
C18—C17—H17 | 120.0 | C40i—C39—H39A | 108.9 |
C16—C17—H17 | 120.0 | O9—C39—H39B | 108.9 |
C17—C18—C19 | 120.1 (6) | C40i—C39—H39B | 108.9 |
C17—C18—H18 | 120.0 | H39A—C39—H39B | 107.7 |
C19—C18—H18 | 120.0 | O10—C40—C39i | 106.7 (5) |
C20—C19—C18 | 119.5 (6) | O10—C40—H40A | 110.4 |
C20—C19—H19 | 120.3 | C39i—C40—H40A | 110.4 |
C18—C19—H19 | 120.3 | O10—C40—H40B | 110.4 |
C19—C20—C21 | 122.0 (6) | C39i—C40—H40B | 110.4 |
C19—C20—H20 | 119.0 | H40A—C40—H40B | 108.6 |
C21—C20—H20 | 119.0 | Cl2—C41—Cl3 | 109.8 (5) |
C20—C21—C16 | 117.8 (5) | Cl2—C41—Cl1 | 111.7 (5) |
C20—C21—C22 | 123.9 (5) | Cl3—C41—Cl1 | 110.5 (5) |
C16—C21—C22 | 118.3 (5) | Cl2—C41—H41 | 108.2 |
O3—C22—C23 | 122.9 (5) | Cl3—C41—H41 | 108.2 |
O3—C22—C21 | 116.1 (5) | Cl1—C41—H41 | 108.2 |
C23—C22—C21 | 120.9 (5) | | |
| | | |
O5—U1—O1—C7 | 130.5 (4) | C9—C10—C15—C14 | −177.8 (6) |
O6—U1—O1—C7 | −49.1 (4) | C13—C14—C15—C10 | −1.2 (12) |
O2—U1—O1—C7 | 42.6 (4) | C21—C16—C17—C18 | 1.6 (11) |
O4—U1—O1—C7 | −133.5 (4) | C16—C17—C18—C19 | −1.5 (11) |
O3—U1—O1—C7 | 34.4 (5) | C17—C18—C19—C20 | 1.1 (11) |
O1W—U1—O1—C7 | −140.4 (4) | C18—C19—C20—C21 | −0.7 (10) |
O5—U1—O2—C9 | −141.2 (5) | C19—C20—C21—C16 | 0.7 (9) |
O6—U1—O2—C9 | 38.5 (5) | C19—C20—C21—C22 | 178.3 (6) |
O1—U1—O2—C9 | −47.3 (4) | C17—C16—C21—C20 | −1.2 (10) |
O4—U1—O2—C9 | 128.9 (4) | C17—C16—C21—C22 | −178.9 (6) |
O3—U1—O2—C9 | 127.6 (5) | U1—O3—C22—C23 | −3.5 (9) |
O1W—U1—O2—C9 | −52.0 (5) | U1—O3—C22—C21 | 175.8 (4) |
O5—U1—O3—C22 | 85.3 (6) | C20—C21—C22—O3 | −162.7 (5) |
O6—U1—O3—C22 | −95.3 (6) | C16—C21—C22—O3 | 14.9 (8) |
O2—U1—O3—C22 | 174.1 (6) | C20—C21—C22—C23 | 16.6 (8) |
O1—U1—O3—C22 | −177.8 (5) | C16—C21—C22—C23 | −165.8 (6) |
O4—U1—O3—C22 | −5.1 (5) | O3—C22—C23—C24 | 9.4 (9) |
O1W—U1—O3—C22 | −6.2 (7) | C21—C22—C23—C24 | −169.8 (5) |
O5—U1—O4—C24 | −76.4 (5) | U1—O4—C24—C23 | −14.4 (9) |
O6—U1—O4—C24 | 103.6 (5) | U1—O4—C24—C25 | 169.4 (4) |
O2—U1—O4—C24 | 13.0 (6) | C22—C23—C24—O4 | −1.2 (9) |
O1—U1—O4—C24 | −173.3 (5) | C22—C23—C24—C25 | 174.8 (5) |
O3—U1—O4—C24 | 14.3 (5) | O4—C24—C25—C30 | 40.3 (7) |
O1W—U1—O4—C24 | −166.4 (5) | C23—C24—C25—C30 | −136.0 (6) |
C6—C1—C2—C3 | 1.7 (10) | O4—C24—C25—C26 | −140.3 (5) |
C1—C2—C3—C4 | −1.8 (11) | C23—C24—C25—C26 | 43.4 (8) |
C2—C3—C4—C5 | 1.4 (11) | C30—C25—C26—C27 | −0.1 (9) |
C3—C4—C5—C6 | −0.9 (11) | C24—C25—C26—C27 | −179.6 (5) |
C4—C5—C6—C1 | 0.8 (9) | C25—C26—C27—C28 | 2.1 (10) |
C4—C5—C6—C7 | 179.5 (6) | C26—C27—C28—C29 | −1.7 (11) |
C2—C1—C6—C5 | −1.2 (9) | C27—C28—C29—C30 | −0.7 (11) |
C2—C1—C6—C7 | −179.9 (6) | C26—C25—C30—C29 | −2.2 (9) |
U1—O1—C7—C8 | −27.3 (7) | C24—C25—C30—C29 | 177.3 (5) |
U1—O1—C7—C6 | 155.7 (3) | C28—C29—C30—C25 | 2.7 (10) |
C5—C6—C7—O1 | −159.9 (5) | C40—O10—C31—C32 | −75.3 (6) |
C1—C6—C7—O1 | 18.7 (7) | C40—O10—C31—C36 | 163.8 (5) |
C5—C6—C7—C8 | 23.0 (8) | O10—C31—C32—C33 | −60.8 (7) |
C1—C6—C7—C8 | −158.4 (5) | C36—C31—C32—C33 | 57.5 (7) |
O1—C7—C8—C9 | −9.4 (9) | C31—C32—C33—C34 | −58.8 (7) |
C6—C7—C8—C9 | 167.5 (5) | C32—C33—C34—C35 | 55.3 (8) |
U1—O2—C9—C8 | 36.3 (8) | C33—C34—C35—C36 | −51.6 (8) |
U1—O2—C9—C10 | −145.9 (4) | C37—O8—C36—C35 | 169.6 (5) |
C7—C8—C9—O2 | 5.2 (9) | C37—O8—C36—C31 | −66.9 (6) |
C7—C8—C9—C10 | −172.5 (5) | C34—C35—C36—O8 | 174.2 (5) |
O2—C9—C10—C15 | 162.0 (6) | C34—C35—C36—C31 | 50.7 (7) |
C8—C9—C10—C15 | −20.2 (9) | O10—C31—C36—O8 | −52.3 (6) |
O2—C9—C10—C11 | −15.5 (8) | C32—C31—C36—O8 | −173.4 (5) |
C8—C9—C10—C11 | 162.3 (6) | O10—C31—C36—C35 | 67.2 (6) |
C15—C10—C11—C12 | 1.2 (11) | C32—C31—C36—C35 | −54.0 (7) |
C9—C10—C11—C12 | 178.8 (7) | C36—O8—C37—C38 | −172.3 (5) |
C10—C11—C12—C13 | −0.7 (13) | C39—O9—C38—C37 | −172.1 (6) |
C11—C12—C13—C14 | −0.8 (15) | O8—C37—C38—O9 | −171.1 (5) |
C12—C13—C14—C15 | 1.7 (14) | C38—O9—C39—C40i | −71.2 (7) |
C11—C10—C15—C14 | −0.3 (10) | C31—O10—C40—C39i | −174.5 (4) |
Symmetry code: (i) −x, −y+1, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1W···O8i | 0.82 | 2.06 | 2.814 (6) | 152 |
O1W—H2W···O9 | 0.84 | 1.96 | 2.775 (5) | 166 |
C1—H1···O9 | 0.93 | 2.48 | 3.319 (8) | 150 |
C5—H5···O6ii | 0.93 | 2.50 | 3.410 (8) | 167 |
C15—H15···O6ii | 0.93 | 2.55 | 3.467 (8) | 167 |
C41—H41···O6 | 0.98 | 2.30 | 3.153 (10) | 145 |
Symmetry codes: (i) −x, −y+1, −z+1; (ii) −x+1, −y+1, −z+1. |
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