The title compound, [Hg(C
7H
5O
2)(C
12H
27O
3SSi)], was obtained by the reaction of 4-hydroxymercuriobenzoic acid with tri-
tert-butoxysilanethiol. There are two independent molecules in the asymmetric unit, which are linked by hydrogen bonds involving the carboxylic acid groups. Two heterocubane-like Hg
4S
4 supramolecular arrangements are formed by weak Hg
S interactions.
Supporting information
CCDC reference: 206744
Key indicators
- Single-crystal X-ray study
- T = 200 K
- Mean (C-C) = 0.009 Å
- R factor = 0.031
- wR factor = 0.057
- Data-to-parameter ratio = 18.3
checkCIF results
No syntax errors found
ADDSYM reports no extra symmetry
Alert Level C:
WEIGH_01 Alert C Extra text has been found in the
_refine_ls_weighting_scheme field. This should be in the
_refine_ls_weighting_details field.
Weighting scheme given as calc w = 1/[\s^2^(Fo^2^)+(0.0222P)^2^] wher
Weighting scheme identified as calc
PLAT_601 Alert C Structure Contains Solvent Accessible VOIDS of 37.00 A 3
0 Alert Level A = Potentially serious problem
0 Alert Level B = Potential problem
2 Alert Level C = Please check
Data collection: IPDS (Stoe & Cie, 1997); cell refinement: IPDS; data reduction: X-RED (Stoe & Cie, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: RESVIEW (Schwenck, 1998) and Mercury (CCDC, 2002); software used to prepare material for publication: SHELXL97.
4-(Tri-
tert-butoxysilylthiomercurio)benzoic acid
top
Crystal data top
[Hg(C7H5O2)(C12H27O3SSi)] | Dx = 1.603 Mg m−3 |
Mr = 601.19 | Mo Kα radiation, λ = 0.71073 Å |
Tetragonal, I41/a | Cell parameters from 8000 reflections |
Hall symbol: -I 4ad | θ = 1.5–25° |
a = 22.5989 (13) Å | µ = 6.33 mm−1 |
c = 39.015 (3) Å | T = 200 K |
V = 19926 (2) Å3 | Plate, colourless |
Z = 32 | 0.60 × 0.30 × 0.25 mm |
F(000) = 9472 | |
Data collection top
Stoe IPDS diffractometer | 9345 independent reflections |
Radiation source: fine-focus sealed tube | 5930 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.052 |
φ oscillation scans | θmax = 25.9°, θmin = 2.1° |
Absorption correction: numerical (X-RED; Stoe & Cie, 1997) | h = −27→20 |
Tmin = 0.090, Tmax = 0.293 | k = −25→27 |
21819 measured reflections | l = −26→47 |
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)] = 0.031 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.057 | H-atom parameters constrained |
S = 0.83 | Calculated w = 1/[σ2(Fo2) + (0.0222P)2] where P = (Fo2 + 2Fc2)/3 |
9345 reflections | (Δ/σ)max = 0.002 |
511 parameters | Δρmax = 1.31 e Å−3 |
2 restraints | Δρmin = −0.87 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 | |
Hg1 | 0.594864 (9) | 0.750241 (10) | 0.087787 (5) | 0.03250 (6) | |
S1 | 0.60877 (6) | 0.75462 (7) | 0.14790 (3) | 0.0381 (4) | |
Si1 | 0.70246 (7) | 0.75658 (7) | 0.14612 (4) | 0.0311 (3) | |
O1 | 0.72985 (16) | 0.69532 (16) | 0.16025 (9) | 0.0393 (9) | |
C1 | 0.7426 (3) | 0.6733 (2) | 0.19420 (14) | 0.0357 (13) | |
C2 | 0.7315 (4) | 0.6070 (3) | 0.19221 (19) | 0.075 (2) | |
H2A | 0.6907 | 0.5998 | 0.1848 | 0.113* | |
H2B | 0.7378 | 0.5893 | 0.2148 | 0.113* | |
H2C | 0.7589 | 0.5893 | 0.1757 | 0.113* | |
C3 | 0.8069 (3) | 0.6869 (3) | 0.20202 (17) | 0.064 (2) | |
H3A | 0.8321 | 0.6699 | 0.1841 | 0.096* | |
H3B | 0.8176 | 0.6697 | 0.2242 | 0.096* | |
H3C | 0.8127 | 0.7299 | 0.2028 | 0.096* | |
C4 | 0.7014 (3) | 0.7015 (3) | 0.22060 (14) | 0.0431 (15) | |
H4A | 0.7067 | 0.7445 | 0.2204 | 0.065* | |
H4B | 0.7108 | 0.6861 | 0.2434 | 0.065* | |
H4C | 0.6603 | 0.6920 | 0.2149 | 0.065* | |
O2 | 0.72924 (17) | 0.80914 (16) | 0.16933 (10) | 0.0428 (10) | |
C5 | 0.7247 (3) | 0.8731 (3) | 0.16981 (15) | 0.0444 (15) | |
C6 | 0.7016 (4) | 0.8967 (3) | 0.13588 (19) | 0.078 (2) | |
H6A | 0.7289 | 0.8855 | 0.1174 | 0.116* | |
H6B | 0.6987 | 0.9399 | 0.1370 | 0.116* | |
H6C | 0.6625 | 0.8798 | 0.1313 | 0.116* | |
C7 | 0.6851 (3) | 0.8894 (3) | 0.19838 (19) | 0.068 (2) | |
H7A | 0.6445 | 0.8774 | 0.1929 | 0.102* | |
H7B | 0.6864 | 0.9323 | 0.2019 | 0.102* | |
H7C | 0.6980 | 0.8693 | 0.2193 | 0.102* | |
C8 | 0.7876 (3) | 0.8949 (3) | 0.1772 (3) | 0.087 (3) | |
H8A | 0.8031 | 0.8746 | 0.1975 | 0.131* | |
H8B | 0.7870 | 0.9376 | 0.1813 | 0.131* | |
H8C | 0.8131 | 0.8863 | 0.1575 | 0.131* | |
O3 | 0.71820 (16) | 0.76226 (18) | 0.10562 (9) | 0.0433 (10) | |
C9 | 0.7715 (2) | 0.7479 (3) | 0.08589 (15) | 0.0438 (14) | |
C10 | 0.7657 (3) | 0.6849 (3) | 0.0741 (2) | 0.075 (2) | |
H10A | 0.7642 | 0.6586 | 0.0940 | 0.113* | |
H10B | 0.7999 | 0.6744 | 0.0598 | 0.113* | |
H10C | 0.7293 | 0.6805 | 0.0606 | 0.113* | |
C11 | 0.7702 (3) | 0.7905 (3) | 0.05556 (15) | 0.0562 (18) | |
H11A | 0.7326 | 0.7863 | 0.0433 | 0.084* | |
H11B | 0.8030 | 0.7813 | 0.0400 | 0.084* | |
H11C | 0.7743 | 0.8312 | 0.0639 | 0.084* | |
C12 | 0.8264 (3) | 0.7575 (4) | 0.1074 (2) | 0.085 (3) | |
H12A | 0.8283 | 0.7990 | 0.1147 | 0.128* | |
H12B | 0.8616 | 0.7480 | 0.0938 | 0.128* | |
H12C | 0.8250 | 0.7318 | 0.1276 | 0.128* | |
C13 | 0.5880 (2) | 0.7506 (2) | 0.03466 (11) | 0.0290 (12) | |
C14 | 0.6105 (2) | 0.7986 (2) | 0.01675 (13) | 0.0340 (13) | |
H14 | 0.6284 | 0.8301 | 0.0291 | 0.041* | |
C15 | 0.6075 (2) | 0.8019 (2) | −0.01857 (13) | 0.0336 (13) | |
H15 | 0.6221 | 0.8359 | −0.0301 | 0.040* | |
C16 | 0.5832 (2) | 0.7557 (2) | −0.03716 (12) | 0.0273 (12) | |
C17 | 0.5605 (2) | 0.7075 (2) | −0.01970 (13) | 0.0289 (12) | |
H17 | 0.5431 | 0.6757 | −0.0321 | 0.035* | |
C18 | 0.5630 (2) | 0.7053 (2) | 0.01582 (13) | 0.0288 (12) | |
H18 | 0.5473 | 0.6719 | 0.0274 | 0.035* | |
C19 | 0.5820 (2) | 0.7577 (2) | −0.07511 (13) | 0.0329 (13) | |
O4 | 0.6000 (2) | 0.8056 (2) | −0.08868 (10) | 0.0571 (12) | |
H4D | 0.605 (3) | 0.806 (3) | −0.1091 (6) | 0.069* | |
O5 | 0.56481 (19) | 0.71348 (17) | −0.09235 (9) | 0.0474 (10) | |
Hg2 | 0.943631 (10) | 0.332832 (10) | 0.085467 (5) | 0.03750 (6) | |
S2 | 0.92374 (8) | 0.33250 (7) | 0.14461 (4) | 0.0479 (4) | |
Si2 | 0.89030 (7) | 0.42009 (7) | 0.14750 (4) | 0.0336 (4) | |
O6 | 0.83281 (18) | 0.42371 (18) | 0.17110 (11) | 0.0528 (11) | |
C20 | 0.7758 (3) | 0.3918 (3) | 0.1727 (2) | 0.060 (2) | |
C21 | 0.7597 (4) | 0.3650 (4) | 0.1390 (3) | 0.103 (3) | |
H21A | 0.7561 | 0.3962 | 0.1217 | 0.155* | |
H21B | 0.7219 | 0.3441 | 0.1412 | 0.155* | |
H21C | 0.7905 | 0.3370 | 0.1321 | 0.155* | |
C22 | 0.7848 (3) | 0.3444 (3) | 0.1997 (2) | 0.078 (2) | |
H22A | 0.8158 | 0.3170 | 0.1922 | 0.116* | |
H22B | 0.7477 | 0.3226 | 0.2031 | 0.116* | |
H22C | 0.7966 | 0.3629 | 0.2214 | 0.116* | |
C23 | 0.7330 (4) | 0.4386 (4) | 0.1851 (3) | 0.114 (4) | |
H23A | 0.7463 | 0.4539 | 0.2073 | 0.170* | |
H23B | 0.6935 | 0.4212 | 0.1876 | 0.170* | |
H23C | 0.7314 | 0.4710 | 0.1685 | 0.170* | |
O7 | 0.88187 (19) | 0.43994 (17) | 0.10798 (10) | 0.0483 (11) | |
C24 | 0.8760 (3) | 0.4977 (3) | 0.09173 (17) | 0.0519 (17) | |
C25 | 0.9362 (4) | 0.5179 (4) | 0.0815 (3) | 0.104 (3) | |
H25A | 0.9614 | 0.5208 | 0.1019 | 0.155* | |
H25B | 0.9335 | 0.5567 | 0.0704 | 0.155* | |
H25C | 0.9535 | 0.4894 | 0.0654 | 0.155* | |
C26 | 0.8380 (4) | 0.4868 (4) | 0.0607 (2) | 0.101 (3) | |
H26A | 0.8580 | 0.4587 | 0.0455 | 0.151* | |
H26B | 0.8314 | 0.5241 | 0.0486 | 0.151* | |
H26C | 0.7999 | 0.4703 | 0.0679 | 0.151* | |
C27 | 0.8470 (4) | 0.5424 (4) | 0.1150 (2) | 0.106 (3) | |
H27A | 0.8070 | 0.5290 | 0.1208 | 0.159* | |
H27B | 0.8448 | 0.5807 | 0.1032 | 0.159* | |
H27C | 0.8704 | 0.5465 | 0.1360 | 0.159* | |
O8 | 0.93869 (19) | 0.46480 (18) | 0.16389 (11) | 0.0540 (11) | |
C28 | 0.9559 (3) | 0.4781 (3) | 0.19892 (17) | 0.0535 (18) | |
C29 | 1.0218 (3) | 0.4948 (4) | 0.1957 (2) | 0.080 (2) | |
H29A | 1.0259 | 0.5288 | 0.1803 | 0.120* | |
H29B | 1.0439 | 0.4611 | 0.1864 | 0.120* | |
H29C | 1.0375 | 0.5050 | 0.2183 | 0.120* | |
C30 | 0.9506 (3) | 0.4241 (3) | 0.22158 (18) | 0.069 (2) | |
H30A | 0.9671 | 0.4329 | 0.2442 | 0.103* | |
H30B | 0.9725 | 0.3911 | 0.2112 | 0.103* | |
H30C | 0.9089 | 0.4132 | 0.2239 | 0.103* | |
C31 | 0.9197 (4) | 0.5293 (3) | 0.2122 (2) | 0.074 (2) | |
H31A | 0.9264 | 0.5641 | 0.1978 | 0.111* | |
H31B | 0.9316 | 0.5383 | 0.2358 | 0.111* | |
H31C | 0.8777 | 0.5188 | 0.2118 | 0.111* | |
C32 | 0.9571 (3) | 0.3347 (2) | 0.03273 (13) | 0.0376 (14) | |
C33 | 0.9114 (3) | 0.3465 (3) | 0.01045 (14) | 0.0409 (14) | |
H33 | 0.8731 | 0.3544 | 0.0193 | 0.049* | |
C34 | 0.9204 (3) | 0.3471 (3) | −0.02487 (14) | 0.0400 (14) | |
H34 | 0.8882 | 0.3551 | −0.0398 | 0.048* | |
C35 | 0.9761 (2) | 0.3362 (2) | −0.03848 (12) | 0.0287 (12) | |
C36 | 1.0226 (2) | 0.3246 (3) | −0.01616 (13) | 0.0373 (14) | |
H36 | 1.0611 | 0.3170 | −0.0250 | 0.045* | |
C37 | 1.0129 (2) | 0.3241 (3) | 0.01916 (13) | 0.0389 (14) | |
H37 | 1.0451 | 0.3164 | 0.0342 | 0.047* | |
C38 | 0.9829 (3) | 0.3361 (2) | −0.07621 (13) | 0.0345 (13) | |
O9 | 0.94086 (18) | 0.3546 (2) | −0.09452 (9) | 0.0520 (11) | |
O10 | 1.03189 (18) | 0.31802 (19) | −0.08845 (10) | 0.0472 (10) | |
H10D | 1.036 (3) | 0.322 (3) | −0.1084 (6) | 0.057* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Hg1 | 0.03400 (13) | 0.04860 (14) | 0.01492 (9) | 0.00315 (10) | −0.00058 (9) | −0.00133 (9) |
S1 | 0.0326 (8) | 0.0663 (11) | 0.0155 (6) | −0.0009 (7) | 0.0002 (5) | −0.0021 (6) |
Si1 | 0.0319 (9) | 0.0406 (9) | 0.0208 (7) | −0.0016 (7) | −0.0010 (6) | 0.0030 (6) |
O1 | 0.050 (2) | 0.044 (2) | 0.0235 (19) | 0.0041 (18) | −0.0077 (18) | −0.0012 (17) |
C1 | 0.050 (4) | 0.028 (3) | 0.028 (3) | −0.004 (3) | −0.008 (3) | 0.005 (2) |
C2 | 0.121 (7) | 0.049 (5) | 0.055 (5) | −0.001 (4) | −0.004 (4) | 0.000 (4) |
C3 | 0.048 (4) | 0.104 (6) | 0.040 (4) | 0.006 (4) | −0.015 (3) | 0.008 (4) |
C4 | 0.047 (4) | 0.057 (4) | 0.025 (3) | −0.002 (3) | 0.003 (3) | 0.002 (3) |
O2 | 0.055 (3) | 0.034 (2) | 0.040 (2) | −0.0046 (18) | −0.0143 (19) | 0.0072 (18) |
C5 | 0.056 (4) | 0.037 (4) | 0.040 (4) | −0.004 (3) | 0.004 (3) | 0.008 (3) |
C6 | 0.126 (8) | 0.053 (5) | 0.053 (5) | 0.007 (4) | −0.007 (4) | 0.016 (4) |
C7 | 0.079 (6) | 0.062 (5) | 0.063 (5) | 0.002 (4) | 0.008 (4) | 0.000 (4) |
C8 | 0.062 (5) | 0.052 (5) | 0.148 (9) | −0.021 (4) | −0.005 (5) | 0.002 (5) |
O3 | 0.033 (2) | 0.072 (3) | 0.025 (2) | 0.0023 (19) | 0.0062 (16) | 0.0054 (18) |
C9 | 0.035 (3) | 0.064 (4) | 0.032 (3) | 0.003 (3) | 0.007 (3) | 0.001 (3) |
C10 | 0.081 (6) | 0.067 (5) | 0.077 (6) | 0.013 (4) | 0.029 (4) | 0.009 (4) |
C11 | 0.065 (5) | 0.071 (5) | 0.033 (4) | −0.001 (4) | 0.025 (3) | 0.008 (3) |
C12 | 0.035 (4) | 0.162 (9) | 0.059 (5) | 0.004 (5) | 0.008 (4) | 0.000 (5) |
C13 | 0.031 (3) | 0.043 (3) | 0.013 (2) | 0.007 (2) | 0.002 (2) | 0.002 (2) |
C14 | 0.034 (3) | 0.044 (4) | 0.024 (3) | 0.004 (2) | −0.004 (2) | −0.007 (2) |
C15 | 0.052 (4) | 0.026 (3) | 0.023 (3) | 0.004 (2) | −0.002 (2) | 0.006 (2) |
C16 | 0.030 (3) | 0.033 (3) | 0.018 (2) | 0.008 (2) | −0.003 (2) | −0.002 (2) |
C17 | 0.026 (3) | 0.036 (3) | 0.025 (3) | 0.005 (2) | −0.002 (2) | −0.005 (2) |
C18 | 0.029 (3) | 0.035 (3) | 0.023 (3) | 0.003 (2) | −0.001 (2) | 0.002 (2) |
C19 | 0.038 (3) | 0.035 (3) | 0.026 (3) | 0.007 (3) | −0.003 (2) | 0.002 (3) |
O4 | 0.087 (3) | 0.066 (3) | 0.018 (2) | −0.018 (2) | −0.007 (2) | 0.009 (2) |
O5 | 0.077 (3) | 0.046 (3) | 0.019 (2) | 0.002 (2) | −0.0071 (19) | −0.0066 (18) |
Hg2 | 0.05162 (15) | 0.04519 (14) | 0.01569 (9) | 0.00499 (10) | 0.00202 (10) | 0.00142 (9) |
S2 | 0.0809 (12) | 0.0435 (10) | 0.0192 (7) | 0.0156 (8) | 0.0086 (7) | 0.0042 (6) |
Si2 | 0.0398 (10) | 0.0321 (9) | 0.0289 (8) | −0.0036 (7) | 0.0023 (7) | −0.0001 (6) |
O6 | 0.049 (3) | 0.052 (3) | 0.058 (3) | −0.002 (2) | 0.013 (2) | −0.004 (2) |
C20 | 0.040 (4) | 0.054 (4) | 0.085 (6) | 0.003 (3) | 0.014 (4) | 0.018 (4) |
C21 | 0.076 (7) | 0.132 (9) | 0.102 (8) | −0.036 (6) | −0.030 (5) | 0.016 (6) |
C22 | 0.078 (6) | 0.060 (5) | 0.095 (7) | −0.003 (4) | 0.012 (5) | 0.024 (4) |
C23 | 0.065 (6) | 0.075 (6) | 0.200 (12) | 0.018 (5) | 0.050 (6) | 0.023 (6) |
O7 | 0.072 (3) | 0.039 (3) | 0.034 (2) | 0.005 (2) | −0.001 (2) | 0.0093 (18) |
C24 | 0.062 (5) | 0.049 (4) | 0.044 (4) | 0.002 (3) | −0.001 (3) | 0.017 (3) |
C25 | 0.086 (7) | 0.081 (7) | 0.143 (10) | −0.020 (5) | 0.012 (6) | 0.034 (6) |
C26 | 0.119 (8) | 0.098 (7) | 0.084 (7) | 0.022 (6) | −0.026 (6) | 0.026 (5) |
C27 | 0.161 (10) | 0.068 (6) | 0.090 (7) | 0.062 (6) | 0.017 (6) | 0.012 (5) |
O8 | 0.068 (3) | 0.053 (3) | 0.040 (2) | −0.013 (2) | −0.005 (2) | −0.002 (2) |
C28 | 0.077 (5) | 0.041 (4) | 0.042 (4) | −0.011 (3) | −0.019 (3) | −0.013 (3) |
C29 | 0.083 (6) | 0.080 (6) | 0.076 (6) | −0.023 (5) | −0.019 (4) | −0.014 (4) |
C30 | 0.092 (6) | 0.062 (5) | 0.052 (5) | −0.011 (4) | −0.019 (4) | 0.000 (4) |
C31 | 0.090 (6) | 0.060 (5) | 0.073 (6) | −0.009 (4) | −0.001 (4) | −0.020 (4) |
C32 | 0.048 (4) | 0.044 (4) | 0.021 (3) | −0.001 (3) | 0.005 (3) | −0.002 (2) |
C33 | 0.037 (3) | 0.061 (4) | 0.025 (3) | 0.003 (3) | 0.003 (3) | 0.000 (3) |
C34 | 0.043 (4) | 0.050 (4) | 0.027 (3) | 0.003 (3) | −0.008 (3) | 0.007 (3) |
C35 | 0.037 (3) | 0.031 (3) | 0.017 (2) | −0.007 (2) | 0.000 (2) | 0.001 (2) |
C36 | 0.033 (3) | 0.057 (4) | 0.022 (3) | 0.000 (3) | 0.000 (2) | 0.002 (3) |
C37 | 0.038 (4) | 0.064 (4) | 0.016 (3) | 0.003 (3) | −0.010 (2) | 0.000 (2) |
C38 | 0.043 (4) | 0.041 (3) | 0.020 (3) | −0.009 (3) | −0.001 (2) | 0.003 (2) |
O9 | 0.051 (3) | 0.087 (3) | 0.019 (2) | 0.013 (2) | −0.0025 (18) | 0.0066 (19) |
O10 | 0.049 (3) | 0.076 (3) | 0.0176 (19) | 0.004 (2) | 0.006 (2) | 0.000 (2) |
Geometric parameters (Å, º) top
Hg1—S1i | 3.2465 (15) | C19—O4 | 1.272 (7) |
Hg1—S1ii | 3.3737 (15) | O4—H4D | 0.81 (2) |
Hg2—S2iii | 3.2365 (16) | Hg2—C32 | 2.080 (5) |
Hg2—S2iv | 3.7255 (18) | Hg2—S2 | 2.3508 (14) |
Hg1—C13 | 2.078 (5) | S2—Si2 | 2.122 (2) |
Hg1—S1 | 2.3685 (13) | Si2—O6 | 1.595 (4) |
S1—Si1 | 2.119 (2) | Si2—O7 | 1.617 (4) |
Si1—O2 | 1.611 (4) | Si2—O8 | 1.620 (4) |
Si1—O1 | 1.614 (4) | O6—C20 | 1.478 (7) |
Si1—O3 | 1.625 (4) | C20—C21 | 1.492 (11) |
O1—C1 | 1.444 (6) | C20—C23 | 1.513 (10) |
C1—C3 | 1.517 (8) | C20—C22 | 1.518 (9) |
C1—C2 | 1.520 (8) | C21—H21A | 0.9800 |
C1—C4 | 1.528 (8) | C21—H21B | 0.9800 |
C2—H2A | 0.9800 | C21—H21C | 0.9800 |
C2—H2B | 0.9800 | C22—H22A | 0.9800 |
C2—H2C | 0.9800 | C22—H22B | 0.9800 |
C3—H3A | 0.9800 | C22—H22C | 0.9800 |
C3—H3B | 0.9800 | C23—H23A | 0.9800 |
C3—H3C | 0.9800 | C23—H23B | 0.9800 |
C4—H4A | 0.9800 | C23—H23C | 0.9800 |
C4—H4B | 0.9800 | O7—C24 | 1.458 (7) |
C4—H4C | 0.9800 | C24—C25 | 1.491 (10) |
O2—C5 | 1.449 (6) | C24—C26 | 1.503 (10) |
C5—C7 | 1.477 (9) | C24—C27 | 1.505 (10) |
C5—C6 | 1.519 (9) | C25—H25A | 0.9800 |
C5—C8 | 1.531 (9) | C25—H25B | 0.9800 |
C6—H6A | 0.9800 | C25—H25C | 0.9800 |
C6—H6B | 0.9800 | C26—H26A | 0.9800 |
C6—H6C | 0.9800 | C26—H26B | 0.9800 |
C7—H7A | 0.9800 | C26—H26C | 0.9800 |
C7—H7B | 0.9800 | C27—H27A | 0.9800 |
C7—H7C | 0.9800 | C27—H27B | 0.9800 |
C8—H8A | 0.9800 | C27—H27C | 0.9800 |
C8—H8B | 0.9800 | O8—C28 | 1.453 (7) |
C8—H8C | 0.9800 | C28—C31 | 1.509 (9) |
O3—C9 | 1.466 (6) | C28—C30 | 1.513 (9) |
C9—C10 | 1.504 (9) | C28—C29 | 1.540 (9) |
C9—C12 | 1.513 (9) | C29—H29A | 0.9800 |
C9—C11 | 1.525 (8) | C29—H29B | 0.9800 |
C10—H10A | 0.9800 | C29—H29C | 0.9800 |
C10—H10B | 0.9800 | C30—H30A | 0.9800 |
C10—H10C | 0.9800 | C30—H30B | 0.9800 |
C11—H11A | 0.9800 | C30—H30C | 0.9800 |
C11—H11B | 0.9800 | C31—H31A | 0.9800 |
C11—H11C | 0.9800 | C31—H31B | 0.9800 |
C12—H12A | 0.9800 | C31—H31C | 0.9800 |
C12—H12B | 0.9800 | C32—C33 | 1.375 (8) |
C12—H12C | 0.9800 | C32—C37 | 1.389 (7) |
C13—C18 | 1.381 (7) | C33—C34 | 1.393 (7) |
C13—C14 | 1.387 (7) | C33—H33 | 0.9500 |
C14—C15 | 1.382 (7) | C34—C35 | 1.388 (7) |
C14—H14 | 0.9500 | C34—H34 | 0.9500 |
C15—C16 | 1.385 (7) | C35—C36 | 1.390 (7) |
C15—H15 | 0.9500 | C35—C38 | 1.480 (7) |
C16—C17 | 1.384 (7) | C36—C37 | 1.395 (7) |
C16—C19 | 1.482 (7) | C36—H36 | 0.9500 |
C17—C18 | 1.388 (7) | C37—H37 | 0.9500 |
C17—H17 | 0.9500 | C38—O9 | 1.260 (6) |
C18—H18 | 0.9500 | C38—O10 | 1.272 (7) |
C19—O5 | 1.266 (6) | O10—H10D | 0.79 (2) |
| | | |
C13—Hg1—S1 | 175.74 (15) | C32—Hg2—S2 | 177.22 (17) |
Si1—S1—Hg1 | 95.80 (6) | Si2—S2—Hg2 | 96.74 (7) |
O2—Si1—O1 | 107.2 (2) | O6—Si2—O7 | 116.1 (2) |
O2—Si1—O3 | 114.0 (2) | O6—Si2—O8 | 106.9 (2) |
O1—Si1—O3 | 108.4 (2) | O7—Si2—O8 | 106.4 (2) |
O2—Si1—S1 | 111.86 (17) | O6—Si2—S2 | 111.64 (17) |
O1—Si1—S1 | 110.75 (16) | O7—Si2—S2 | 104.48 (16) |
O3—Si1—S1 | 104.62 (15) | O8—Si2—S2 | 111.25 (18) |
C1—O1—Si1 | 133.3 (3) | C20—O6—Si2 | 135.2 (4) |
O1—C1—C3 | 107.8 (4) | O6—C20—C21 | 112.0 (6) |
O1—C1—C2 | 105.1 (4) | O6—C20—C23 | 103.3 (6) |
C3—C1—C2 | 111.6 (6) | C21—C20—C23 | 114.2 (8) |
O1—C1—C4 | 110.7 (4) | O6—C20—C22 | 104.9 (5) |
C3—C1—C4 | 111.3 (5) | C21—C20—C22 | 110.9 (7) |
C2—C1—C4 | 110.2 (5) | C23—C20—C22 | 110.9 (7) |
C1—C2—H2A | 109.5 | C20—C21—H21A | 109.5 |
C1—C2—H2B | 109.5 | C20—C21—H21B | 109.5 |
H2A—C2—H2B | 109.5 | H21A—C21—H21B | 109.5 |
C1—C2—H2C | 109.5 | C20—C21—H21C | 109.5 |
H2A—C2—H2C | 109.5 | H21A—C21—H21C | 109.5 |
H2B—C2—H2C | 109.5 | H21B—C21—H21C | 109.5 |
C1—C3—H3A | 109.5 | C20—C22—H22A | 109.5 |
C1—C3—H3B | 109.5 | C20—C22—H22B | 109.5 |
H3A—C3—H3B | 109.5 | H22A—C22—H22B | 109.5 |
C1—C3—H3C | 109.5 | C20—C22—H22C | 109.5 |
H3A—C3—H3C | 109.5 | H22A—C22—H22C | 109.5 |
H3B—C3—H3C | 109.5 | H22B—C22—H22C | 109.5 |
C1—C4—H4A | 109.5 | C20—C23—H23A | 109.5 |
C1—C4—H4B | 109.5 | C20—C23—H23B | 109.5 |
H4A—C4—H4B | 109.5 | H23A—C23—H23B | 109.5 |
C1—C4—H4C | 109.5 | C20—C23—H23C | 109.5 |
H4A—C4—H4C | 109.5 | H23A—C23—H23C | 109.5 |
H4B—C4—H4C | 109.5 | H23B—C23—H23C | 109.5 |
C5—O2—Si1 | 135.7 (3) | C24—O7—Si2 | 132.4 (4) |
O2—C5—C7 | 107.5 (5) | O7—C24—C25 | 107.8 (5) |
O2—C5—C6 | 111.3 (5) | O7—C24—C26 | 104.7 (6) |
C7—C5—C6 | 111.2 (6) | C25—C24—C26 | 110.9 (7) |
O2—C5—C8 | 104.9 (5) | O7—C24—C27 | 112.2 (6) |
C7—C5—C8 | 109.9 (6) | C25—C24—C27 | 110.7 (7) |
C6—C5—C8 | 111.7 (6) | C26—C24—C27 | 110.3 (7) |
C5—C6—H6A | 109.5 | C24—C25—H25A | 109.5 |
C5—C6—H6B | 109.5 | C24—C25—H25B | 109.5 |
H6A—C6—H6B | 109.5 | H25A—C25—H25B | 109.5 |
C5—C6—H6C | 109.5 | C24—C25—H25C | 109.5 |
H6A—C6—H6C | 109.5 | H25A—C25—H25C | 109.5 |
H6B—C6—H6C | 109.5 | H25B—C25—H25C | 109.5 |
C5—C7—H7A | 109.5 | C24—C26—H26A | 109.5 |
C5—C7—H7B | 109.5 | C24—C26—H26B | 109.5 |
H7A—C7—H7B | 109.5 | H26A—C26—H26B | 109.5 |
C5—C7—H7C | 109.5 | C24—C26—H26C | 109.5 |
H7A—C7—H7C | 109.5 | H26A—C26—H26C | 109.5 |
H7B—C7—H7C | 109.5 | H26B—C26—H26C | 109.5 |
C5—C8—H8A | 109.5 | C24—C27—H27A | 109.5 |
C5—C8—H8B | 109.5 | C24—C27—H27B | 109.5 |
H8A—C8—H8B | 109.5 | H27A—C27—H27B | 109.5 |
C5—C8—H8C | 109.5 | C24—C27—H27C | 109.5 |
H8A—C8—H8C | 109.5 | H27A—C27—H27C | 109.5 |
H8B—C8—H8C | 109.5 | H27B—C27—H27C | 109.5 |
C9—O3—Si1 | 132.3 (4) | C28—O8—Si2 | 133.0 (4) |
O3—C9—C10 | 107.4 (5) | O8—C28—C31 | 109.7 (6) |
O3—C9—C12 | 110.6 (5) | O8—C28—C30 | 111.2 (5) |
C10—C9—C12 | 112.2 (6) | C31—C28—C30 | 112.0 (7) |
O3—C9—C11 | 104.6 (5) | O8—C28—C29 | 103.5 (5) |
C10—C9—C11 | 110.9 (6) | C31—C28—C29 | 111.4 (6) |
C12—C9—C11 | 110.8 (6) | C30—C28—C29 | 108.7 (6) |
C9—C10—H10A | 109.5 | C28—C29—H29A | 109.5 |
C9—C10—H10B | 109.5 | C28—C29—H29B | 109.5 |
H10A—C10—H10B | 109.5 | H29A—C29—H29B | 109.5 |
C9—C10—H10C | 109.5 | C28—C29—H29C | 109.5 |
H10A—C10—H10C | 109.5 | H29A—C29—H29C | 109.5 |
H10B—C10—H10C | 109.5 | H29B—C29—H29C | 109.5 |
C9—C11—H11A | 109.5 | C28—C30—H30A | 109.5 |
C9—C11—H11B | 109.5 | C28—C30—H30B | 109.5 |
H11A—C11—H11B | 109.5 | H30A—C30—H30B | 109.5 |
C9—C11—H11C | 109.5 | C28—C30—H30C | 109.5 |
H11A—C11—H11C | 109.5 | H30A—C30—H30C | 109.5 |
H11B—C11—H11C | 109.5 | H30B—C30—H30C | 109.5 |
C9—C12—H12A | 109.5 | C28—C31—H31A | 109.5 |
C9—C12—H12B | 109.5 | C28—C31—H31B | 109.5 |
H12A—C12—H12B | 109.5 | H31A—C31—H31B | 109.5 |
C9—C12—H12C | 109.5 | C28—C31—H31C | 109.5 |
H12A—C12—H12C | 109.5 | H31A—C31—H31C | 109.5 |
H12B—C12—H12C | 109.5 | H31B—C31—H31C | 109.5 |
C18—C13—C14 | 117.5 (5) | C33—C32—C37 | 118.3 (5) |
C18—C13—Hg1 | 123.9 (4) | C33—C32—Hg2 | 121.3 (4) |
C14—C13—Hg1 | 118.6 (4) | C37—C32—Hg2 | 120.4 (4) |
C15—C14—C13 | 121.8 (5) | C32—C33—C34 | 121.2 (5) |
C15—C14—H14 | 119.1 | C32—C33—H33 | 119.4 |
C13—C14—H14 | 119.1 | C34—C33—H33 | 119.4 |
C14—C15—C16 | 120.1 (5) | C35—C34—C33 | 120.6 (5) |
C14—C15—H15 | 120.0 | C35—C34—H34 | 119.7 |
C16—C15—H15 | 120.0 | C33—C34—H34 | 119.7 |
C17—C16—C15 | 118.9 (5) | C34—C35—C36 | 118.7 (5) |
C17—C16—C19 | 120.6 (5) | C34—C35—C38 | 118.4 (5) |
C15—C16—C19 | 120.5 (5) | C36—C35—C38 | 123.0 (5) |
C16—C17—C18 | 120.3 (5) | C35—C36—C37 | 120.1 (5) |
C16—C17—H17 | 119.9 | C35—C36—H36 | 120.0 |
C18—C17—H17 | 119.9 | C37—C36—H36 | 120.0 |
C13—C18—C17 | 121.5 (5) | C32—C37—C36 | 121.2 (5) |
C13—C18—H18 | 119.3 | C32—C37—H37 | 119.4 |
C17—C18—H18 | 119.3 | C36—C37—H37 | 119.4 |
O5—C19—O4 | 123.3 (5) | O9—C38—O10 | 123.3 (5) |
O5—C19—C16 | 120.8 (5) | O9—C38—C35 | 119.0 (5) |
O4—C19—C16 | 115.9 (5) | O10—C38—C35 | 117.7 (5) |
C19—O4—H4D | 118 (5) | C38—O10—H10D | 116 (5) |
Symmetry codes: (i) y−1/4, −x+5/4, −z+1/4; (ii) −y+5/4, x+1/4, −z+1/4; (iii) y+3/4, −x+5/4, −z+1/4; (iv) −y+5/4, x−3/4, −z+1/4. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O4—H4D···O9v | 0.81 (2) | 1.81 (2) | 2.610 (5) | 171 (7) |
O10—H10D···O5vi | 0.79 (2) | 1.93 (2) | 2.703 (5) | 167 (6) |
Symmetry codes: (v) y+1/4, −x+7/4, −z−1/4; (vi) −y+7/4, x−1/4, −z−1/4. |