In the structure of the title monomeric phosphorosilicate, C
42H
35O
3PSi
2 or PhP(=O)(OSiPh
3)
2, there are notable differences in the chemically equivalent P
V—O—Si angles [141.59 (16) and 152.38 (18)°] and the two P—O(—Si) distances [1.546 (3) and 1.566 (3) Å]. There is also a significant C—H
O=P hydrogen bond which links molecules into extended chains along [100].
Supporting information
CCDC reference: 270475
Key indicators
- Single-crystal X-ray study
- T = 294 K
- Mean (C-C) = 0.007 Å
- R factor = 0.052
- wR factor = 0.143
- Data-to-parameter ratio = 14.7
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT026_ALERT_3_C Ratio Observed / Unique Reflections too Low .... 45 Perc.
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C13
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C51
PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 7
PLAT480_ALERT_4_C Long H...A H-Bond Reported H15 .. CG2 .. 2.99 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H34 .. CG3 .. 2.93 Ang.
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
6 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 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
2 ALERT type 3 Indicator that the structure quality may be low
2 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: DIFRAC with profile analysis (Gabe & White, 1993); cell refinement: DIFRAC; data reduction: DATRD2 in NRCVAX94 (Gabe et al., 1989); program(s) used to solve structure: SHELXS86 (Sheldrick, 1985); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997) in WinGX (Version 1.70.01; Farrugia, 1999); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97.
Bis(triphenylsilyl) phenylphosphonate
top
Crystal data top
C42H35O3PSi2 | Z = 2 |
Mr = 674.85 | F(000) = 708 |
Triclinic, P1 | Dx = 1.243 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.7107 Å |
a = 9.420 (6) Å | Cell parameters from 26 reflections |
b = 10.479 (6) Å | θ = 15.3–19.4° |
c = 19.269 (9) Å | µ = 0.18 mm−1 |
α = 85.44 (5)° | T = 294 K |
β = 89.45 (5)° | Needle, colorless |
γ = 71.94 (5)° | 0.41 × 0.15 × 0.15 mm |
V = 1802.4 (18) Å3 | |
Data collection top
Enraf–Nonius CAD-4 diffractometer | Rint = 0.010 |
Radiation source: X-ray tube | θmax = 25.0°, θmin = 2.1° |
Graphite monochromator | h = −10→11 |
θ/2θ scans | k = 0→12 |
6674 measured reflections | l = −22→22 |
6349 independent reflections | 3 standard reflections every 250 reflections |
2874 reflections with I > 2σ(I) | intensity decay: 3.2% |
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)] = 0.052 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.143 | H-atom parameters constrained |
S = 0.95 | w = 1/[σ2(Fo2) + (0.0627P)2] where P = (Fo2 + 2Fc2)/3 |
6349 reflections | (Δ/σ)max < 0.001 |
433 parameters | Δρmax = 0.26 e Å−3 |
0 restraints | Δρmin = −0.27 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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
P1 | 0.74432 (12) | 0.54103 (10) | 0.21282 (5) | 0.0405 (3) | |
Si1 | 0.61816 (12) | 0.49548 (10) | 0.35561 (5) | 0.0434 (3) | |
Si2 | 0.79156 (13) | 0.28548 (10) | 0.13298 (6) | 0.0448 (3) | |
O1 | 0.6760 (3) | 0.4738 (2) | 0.27443 (12) | 0.0486 (7) | |
O2 | 0.7756 (3) | 0.4365 (2) | 0.15781 (12) | 0.0540 (7) | |
O3 | 0.8738 (3) | 0.5788 (3) | 0.23201 (14) | 0.0605 (8) | |
C11 | 0.5956 (4) | 0.6810 (3) | 0.17772 (18) | 0.0411 (9) | |
C12 | 0.6036 (5) | 0.8082 (4) | 0.1827 (2) | 0.0649 (13) | |
H12 | 0.6883 | 0.8191 | 0.2026 | 0.078* | |
C13 | 0.4897 (7) | 0.9192 (5) | 0.1591 (3) | 0.1003 (19) | |
H13 | 0.4976 | 1.0049 | 0.1621 | 0.120* | |
C14 | 0.3646 (6) | 0.9036 (6) | 0.1312 (3) | 0.0957 (18) | |
H14 | 0.2871 | 0.9795 | 0.1153 | 0.115* | |
C15 | 0.3503 (5) | 0.7788 (5) | 0.1261 (2) | 0.0739 (14) | |
H15 | 0.2636 | 0.7693 | 0.1076 | 0.089* | |
C16 | 0.4674 (5) | 0.6669 (4) | 0.1490 (2) | 0.0576 (11) | |
H16 | 0.4601 | 0.5813 | 0.1450 | 0.069* | |
C21 | 0.5836 (5) | 0.6726 (4) | 0.37597 (19) | 0.0498 (10) | |
C22 | 0.6897 (6) | 0.7376 (4) | 0.3641 (2) | 0.0668 (13) | |
H22 | 0.7808 | 0.6909 | 0.3456 | 0.080* | |
C23 | 0.6650 (8) | 0.8706 (5) | 0.3787 (3) | 0.0871 (17) | |
H23 | 0.7376 | 0.9126 | 0.3696 | 0.105* | |
C24 | 0.5314 (8) | 0.9384 (5) | 0.4070 (3) | 0.097 (2) | |
H24 | 0.5130 | 1.0274 | 0.4170 | 0.117* | |
C25 | 0.4257 (7) | 0.8770 (5) | 0.4205 (3) | 0.0911 (18) | |
H25 | 0.3363 | 0.9235 | 0.4405 | 0.109* | |
C26 | 0.4504 (5) | 0.7457 (4) | 0.4047 (2) | 0.0661 (13) | |
H26 | 0.3761 | 0.7054 | 0.4135 | 0.079* | |
C31 | 0.4421 (4) | 0.4517 (4) | 0.35823 (19) | 0.0461 (10) | |
C32 | 0.3222 (5) | 0.5219 (5) | 0.3141 (2) | 0.0629 (12) | |
H32 | 0.3311 | 0.5925 | 0.2838 | 0.075* | |
C33 | 0.1924 (5) | 0.4902 (6) | 0.3143 (3) | 0.0807 (15) | |
H33 | 0.1154 | 0.5375 | 0.2833 | 0.097* | |
C34 | 0.1750 (6) | 0.3895 (6) | 0.3595 (4) | 0.0898 (19) | |
H34 | 0.0849 | 0.3703 | 0.3606 | 0.108* | |
C35 | 0.2898 (6) | 0.3169 (5) | 0.4031 (3) | 0.0856 (16) | |
H35 | 0.2789 | 0.2462 | 0.4327 | 0.103* | |
C36 | 0.4221 (5) | 0.3477 (4) | 0.4034 (2) | 0.0607 (12) | |
H36 | 0.4988 | 0.2987 | 0.4341 | 0.073* | |
C41 | 0.7650 (4) | 0.3785 (4) | 0.41301 (19) | 0.0453 (10) | |
C42 | 0.8322 (5) | 0.2472 (4) | 0.3976 (2) | 0.0608 (12) | |
H42 | 0.8013 | 0.2171 | 0.3580 | 0.073* | |
C43 | 0.9438 (6) | 0.1597 (5) | 0.4394 (3) | 0.0780 (15) | |
H43 | 0.9876 | 0.0718 | 0.4278 | 0.094* | |
C44 | 0.9899 (6) | 0.2019 (5) | 0.4978 (3) | 0.0805 (15) | |
H44 | 1.0654 | 0.1426 | 0.5259 | 0.097* | |
C45 | 0.9266 (6) | 0.3295 (6) | 0.5151 (2) | 0.0756 (14) | |
H45 | 0.9578 | 0.3580 | 0.5551 | 0.091* | |
C46 | 0.8153 (5) | 0.4175 (4) | 0.4728 (2) | 0.0610 (12) | |
H46 | 0.7728 | 0.5053 | 0.4848 | 0.073* | |
C51 | 0.8914 (4) | 0.2786 (4) | 0.04906 (19) | 0.0420 (9) | |
C52 | 0.8633 (6) | 0.3889 (4) | 0.0015 (2) | 0.0714 (14) | |
H52 | 0.7932 | 0.4694 | 0.0117 | 0.086* | |
C53 | 0.9367 (6) | 0.3833 (5) | −0.0613 (2) | 0.0828 (16) | |
H53 | 0.9138 | 0.4590 | −0.0927 | 0.099* | |
C54 | 1.0414 (6) | 0.2689 (6) | −0.0773 (3) | 0.0757 (15) | |
H54 | 1.0916 | 0.2657 | −0.1192 | 0.091* | |
C55 | 1.0720 (5) | 0.1587 (5) | −0.0312 (3) | 0.0766 (14) | |
H55 | 1.1436 | 0.0793 | −0.0418 | 0.092* | |
C56 | 0.9978 (5) | 0.1628 (4) | 0.0316 (2) | 0.0588 (12) | |
H56 | 1.0204 | 0.0861 | 0.0624 | 0.071* | |
C61 | 0.6011 (4) | 0.2730 (4) | 0.1217 (2) | 0.0496 (10) | |
C62 | 0.5018 (5) | 0.2887 (4) | 0.1757 (2) | 0.0685 (13) | |
H62 | 0.5326 | 0.3012 | 0.2196 | 0.082* | |
C63 | 0.3574 (6) | 0.2863 (5) | 0.1661 (3) | 0.0846 (17) | |
H63 | 0.2919 | 0.2970 | 0.2031 | 0.101* | |
C64 | 0.3115 (6) | 0.2680 (5) | 0.1009 (4) | 0.0895 (18) | |
H64 | 0.2142 | 0.2676 | 0.0938 | 0.107* | |
C65 | 0.4072 (6) | 0.2507 (5) | 0.0478 (3) | 0.0890 (17) | |
H65 | 0.3765 | 0.2366 | 0.0041 | 0.107* | |
C66 | 0.5498 (5) | 0.2536 (5) | 0.0577 (2) | 0.0740 (14) | |
H66 | 0.6142 | 0.2421 | 0.0202 | 0.089* | |
C71 | 0.9046 (4) | 0.1533 (4) | 0.19715 (19) | 0.0461 (10) | |
C72 | 1.0251 (5) | 0.1695 (5) | 0.2324 (2) | 0.0632 (12) | |
H72 | 1.0435 | 0.2520 | 0.2277 | 0.076* | |
C73 | 1.1175 (6) | 0.0647 (6) | 0.2742 (3) | 0.0822 (15) | |
H73 | 1.1984 | 0.0769 | 0.2970 | 0.099* | |
C74 | 1.0920 (6) | −0.0572 (5) | 0.2826 (3) | 0.0866 (17) | |
H74 | 1.1544 | −0.1274 | 0.3112 | 0.104* | |
C75 | 0.9739 (6) | −0.0744 (5) | 0.2486 (3) | 0.0848 (16) | |
H75 | 0.9564 | −0.1573 | 0.2535 | 0.102* | |
C76 | 0.8812 (5) | 0.0292 (4) | 0.2073 (2) | 0.0661 (13) | |
H76 | 0.8000 | 0.0160 | 0.1853 | 0.079* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
P1 | 0.0400 (6) | 0.0396 (6) | 0.0431 (6) | −0.0141 (5) | −0.0017 (5) | −0.0030 (5) |
Si1 | 0.0408 (7) | 0.0461 (6) | 0.0430 (6) | −0.0136 (5) | −0.0005 (5) | −0.0017 (5) |
Si2 | 0.0447 (7) | 0.0435 (6) | 0.0477 (7) | −0.0151 (5) | 0.0058 (5) | −0.0080 (5) |
O1 | 0.0543 (18) | 0.0462 (15) | 0.0456 (15) | −0.0170 (13) | 0.0045 (13) | −0.0009 (12) |
O2 | 0.069 (2) | 0.0444 (15) | 0.0489 (16) | −0.0167 (14) | 0.0138 (14) | −0.0118 (13) |
O3 | 0.0451 (18) | 0.0656 (18) | 0.074 (2) | −0.0225 (15) | −0.0103 (15) | −0.0016 (15) |
C11 | 0.037 (2) | 0.041 (2) | 0.044 (2) | −0.0115 (18) | −0.0002 (18) | −0.0008 (17) |
C12 | 0.053 (3) | 0.042 (2) | 0.098 (4) | −0.012 (2) | −0.018 (3) | −0.005 (2) |
C13 | 0.092 (5) | 0.051 (3) | 0.150 (5) | −0.010 (3) | −0.034 (4) | −0.004 (3) |
C14 | 0.075 (4) | 0.071 (4) | 0.122 (5) | 0.006 (3) | −0.028 (4) | −0.003 (3) |
C15 | 0.043 (3) | 0.096 (4) | 0.074 (3) | −0.009 (3) | −0.018 (2) | −0.008 (3) |
C16 | 0.050 (3) | 0.062 (3) | 0.063 (3) | −0.022 (2) | −0.010 (2) | 0.001 (2) |
C21 | 0.056 (3) | 0.046 (2) | 0.047 (2) | −0.013 (2) | −0.007 (2) | −0.0053 (19) |
C22 | 0.085 (4) | 0.059 (3) | 0.061 (3) | −0.026 (3) | −0.002 (3) | −0.018 (2) |
C23 | 0.124 (5) | 0.071 (4) | 0.081 (4) | −0.050 (4) | −0.010 (4) | −0.012 (3) |
C24 | 0.139 (6) | 0.050 (3) | 0.097 (4) | −0.018 (4) | −0.025 (4) | −0.016 (3) |
C25 | 0.090 (5) | 0.064 (4) | 0.102 (4) | 0.009 (3) | −0.002 (3) | −0.035 (3) |
C26 | 0.063 (3) | 0.066 (3) | 0.064 (3) | −0.009 (3) | −0.008 (2) | −0.015 (2) |
C31 | 0.035 (2) | 0.052 (2) | 0.048 (2) | −0.007 (2) | 0.0020 (19) | −0.009 (2) |
C32 | 0.047 (3) | 0.078 (3) | 0.061 (3) | −0.014 (2) | −0.003 (2) | −0.012 (2) |
C33 | 0.045 (3) | 0.110 (4) | 0.088 (4) | −0.020 (3) | −0.008 (3) | −0.032 (3) |
C34 | 0.042 (3) | 0.104 (5) | 0.142 (6) | −0.039 (3) | 0.022 (4) | −0.061 (4) |
C35 | 0.070 (4) | 0.070 (3) | 0.129 (5) | −0.037 (3) | 0.037 (4) | −0.024 (3) |
C36 | 0.054 (3) | 0.061 (3) | 0.072 (3) | −0.023 (2) | 0.011 (2) | −0.010 (2) |
C41 | 0.042 (2) | 0.050 (2) | 0.046 (2) | −0.019 (2) | 0.0031 (19) | 0.0007 (19) |
C42 | 0.064 (3) | 0.052 (3) | 0.061 (3) | −0.013 (2) | −0.013 (2) | 0.007 (2) |
C43 | 0.072 (4) | 0.055 (3) | 0.098 (4) | −0.009 (3) | −0.009 (3) | 0.007 (3) |
C44 | 0.070 (4) | 0.081 (4) | 0.081 (4) | −0.018 (3) | −0.022 (3) | 0.027 (3) |
C45 | 0.072 (4) | 0.099 (4) | 0.056 (3) | −0.026 (3) | −0.020 (3) | −0.006 (3) |
C46 | 0.058 (3) | 0.068 (3) | 0.056 (3) | −0.017 (2) | −0.006 (2) | −0.008 (2) |
C51 | 0.043 (2) | 0.042 (2) | 0.046 (2) | −0.018 (2) | 0.0047 (19) | −0.0088 (19) |
C52 | 0.090 (4) | 0.053 (3) | 0.068 (3) | −0.019 (3) | 0.026 (3) | −0.004 (2) |
C53 | 0.115 (5) | 0.077 (4) | 0.064 (3) | −0.043 (4) | 0.028 (3) | −0.001 (3) |
C54 | 0.080 (4) | 0.095 (4) | 0.067 (3) | −0.045 (3) | 0.030 (3) | −0.027 (3) |
C55 | 0.069 (4) | 0.084 (4) | 0.073 (4) | −0.014 (3) | 0.022 (3) | −0.028 (3) |
C56 | 0.060 (3) | 0.054 (3) | 0.059 (3) | −0.012 (2) | 0.007 (2) | −0.012 (2) |
C61 | 0.046 (3) | 0.045 (2) | 0.058 (3) | −0.013 (2) | 0.002 (2) | −0.005 (2) |
C62 | 0.062 (3) | 0.071 (3) | 0.084 (3) | −0.031 (3) | 0.023 (3) | −0.029 (3) |
C63 | 0.055 (4) | 0.076 (3) | 0.134 (5) | −0.031 (3) | 0.043 (3) | −0.039 (3) |
C64 | 0.044 (3) | 0.069 (3) | 0.153 (6) | −0.015 (3) | −0.013 (4) | −0.006 (4) |
C65 | 0.066 (4) | 0.114 (5) | 0.091 (4) | −0.039 (4) | −0.024 (3) | 0.018 (3) |
C66 | 0.051 (3) | 0.101 (4) | 0.070 (3) | −0.027 (3) | −0.008 (3) | 0.005 (3) |
C71 | 0.047 (3) | 0.048 (2) | 0.046 (2) | −0.018 (2) | 0.009 (2) | −0.0067 (19) |
C72 | 0.050 (3) | 0.065 (3) | 0.074 (3) | −0.015 (2) | 0.001 (2) | −0.010 (3) |
C73 | 0.061 (4) | 0.091 (4) | 0.086 (4) | −0.010 (3) | −0.019 (3) | −0.005 (3) |
C74 | 0.093 (5) | 0.069 (4) | 0.072 (4) | 0.010 (3) | −0.013 (3) | 0.012 (3) |
C75 | 0.105 (5) | 0.056 (3) | 0.085 (4) | −0.017 (3) | −0.017 (3) | 0.014 (3) |
C76 | 0.069 (3) | 0.059 (3) | 0.070 (3) | −0.021 (3) | −0.013 (3) | 0.005 (2) |
Geometric parameters (Å, º) top
P1—O3 | 1.453 (3) | C41—C42 | 1.380 (5) |
P1—O2 | 1.546 (3) | C41—C46 | 1.387 (5) |
P1—O1 | 1.566 (3) | C42—C43 | 1.377 (6) |
P1—C11 | 1.777 (4) | C42—H42 | 0.93 |
Si1—O1 | 1.661 (3) | C43—C44 | 1.364 (6) |
Si1—C41 | 1.845 (4) | C43—H43 | 0.93 |
Si1—C31 | 1.852 (4) | C44—C45 | 1.352 (6) |
Si1—C21 | 1.856 (4) | C44—H44 | 0.93 |
Si2—O2 | 1.651 (3) | C45—C46 | 1.382 (6) |
Si2—C71 | 1.849 (4) | C45—H45 | 0.93 |
Si2—C61 | 1.855 (4) | C46—H46 | 0.93 |
Si2—C51 | 1.858 (4) | C51—C52 | 1.376 (5) |
C11—C12 | 1.369 (5) | C51—C56 | 1.376 (5) |
C11—C16 | 1.387 (5) | C52—C53 | 1.383 (6) |
C12—C13 | 1.365 (6) | C52—H52 | 0.93 |
C12—H12 | 0.93 | C53—C54 | 1.351 (6) |
C13—C14 | 1.360 (7) | C53—H53 | 0.93 |
C13—H13 | 0.93 | C54—C55 | 1.357 (6) |
C14—C15 | 1.367 (7) | C54—H54 | 0.93 |
C14—H14 | 0.93 | C55—C56 | 1.388 (6) |
C15—C16 | 1.382 (6) | C55—H55 | 0.93 |
C15—H15 | 0.93 | C56—H56 | 0.93 |
C16—H16 | 0.93 | C61—C62 | 1.378 (5) |
C21—C22 | 1.381 (6) | C61—C66 | 1.381 (5) |
C21—C26 | 1.388 (5) | C62—C63 | 1.383 (6) |
C22—C23 | 1.392 (6) | C62—H62 | 0.93 |
C22—H22 | 0.93 | C63—C64 | 1.378 (7) |
C23—C24 | 1.371 (7) | C63—H63 | 0.93 |
C23—H23 | 0.93 | C64—C65 | 1.344 (7) |
C24—C25 | 1.356 (7) | C64—H64 | 0.93 |
C24—H24 | 0.93 | C65—C66 | 1.369 (6) |
C25—C26 | 1.380 (6) | C65—H65 | 0.93 |
C25—H25 | 0.93 | C66—H66 | 0.93 |
C26—H26 | 0.93 | C71—C76 | 1.383 (5) |
C31—C32 | 1.394 (5) | C71—C72 | 1.390 (5) |
C31—C36 | 1.398 (5) | C72—C73 | 1.375 (6) |
C32—C33 | 1.362 (6) | C72—H72 | 0.93 |
C32—H32 | 0.93 | C73—C74 | 1.368 (7) |
C33—C34 | 1.364 (7) | C73—H73 | 0.93 |
C33—H33 | 0.93 | C74—C75 | 1.363 (7) |
C34—C35 | 1.363 (7) | C74—H74 | 0.93 |
C34—H34 | 0.93 | C75—C76 | 1.366 (6) |
C35—C36 | 1.381 (6) | C75—H75 | 0.93 |
C35—H35 | 0.93 | C76—H76 | 0.93 |
C36—H36 | 0.93 | | |
| | | |
O3—P1—O2 | 114.22 (17) | C31—C36—H36 | 119.6 |
O3—P1—O1 | 114.45 (16) | C42—C41—C46 | 116.6 (4) |
O2—P1—O1 | 103.26 (14) | C42—C41—Si1 | 121.0 (3) |
O3—P1—C11 | 112.45 (17) | C46—C41—Si1 | 122.3 (3) |
O2—P1—C11 | 105.74 (16) | C43—C42—C41 | 121.6 (4) |
O1—P1—C11 | 105.79 (17) | C43—C42—H42 | 119.2 |
O1—Si1—C41 | 106.78 (17) | C41—C42—H42 | 119.2 |
O1—Si1—C31 | 104.26 (16) | C44—C43—C42 | 120.0 (5) |
C41—Si1—C31 | 112.47 (18) | C44—C43—H43 | 120.0 |
O1—Si1—C21 | 111.07 (16) | C42—C43—H43 | 120.0 |
C41—Si1—C21 | 111.33 (18) | C45—C44—C43 | 120.3 (5) |
C31—Si1—C21 | 110.66 (19) | C45—C44—H44 | 119.8 |
O2—Si2—C71 | 110.47 (16) | C43—C44—H44 | 119.8 |
O2—Si2—C61 | 108.17 (17) | C44—C45—C46 | 119.5 (4) |
C71—Si2—C61 | 111.96 (18) | C44—C45—H45 | 120.2 |
O2—Si2—C51 | 104.43 (15) | C46—C45—H45 | 120.2 |
C71—Si2—C51 | 109.75 (18) | C45—C46—C41 | 121.9 (4) |
C61—Si2—C51 | 111.79 (18) | C45—C46—H46 | 119.0 |
P1—O1—Si1 | 141.59 (16) | C41—C46—H46 | 119.0 |
P1—O2—Si2 | 152.38 (18) | C52—C51—C56 | 116.7 (4) |
C12—C11—C16 | 118.5 (4) | C52—C51—Si2 | 121.8 (3) |
C12—C11—P1 | 118.9 (3) | C56—C51—Si2 | 121.5 (3) |
C16—C11—P1 | 122.5 (3) | C51—C52—C53 | 121.7 (4) |
C13—C12—C11 | 121.2 (4) | C51—C52—H52 | 119.2 |
C13—C12—H12 | 119.4 | C53—C52—H52 | 119.2 |
C11—C12—H12 | 119.4 | C54—C53—C52 | 120.7 (5) |
C14—C13—C12 | 119.6 (5) | C54—C53—H53 | 119.6 |
C14—C13—H13 | 120.2 | C52—C53—H53 | 119.6 |
C12—C13—H13 | 120.2 | C53—C54—C55 | 118.9 (5) |
C13—C14—C15 | 121.4 (5) | C53—C54—H54 | 120.6 |
C13—C14—H14 | 119.3 | C55—C54—H54 | 120.6 |
C15—C14—H14 | 119.3 | C54—C55—C56 | 120.9 (5) |
C14—C15—C16 | 118.6 (4) | C54—C55—H55 | 119.6 |
C14—C15—H15 | 120.7 | C56—C55—H55 | 119.6 |
C16—C15—H15 | 120.7 | C51—C56—C55 | 121.1 (4) |
C15—C16—C11 | 120.7 (4) | C51—C56—H56 | 119.4 |
C15—C16—H16 | 119.6 | C55—C56—H56 | 119.4 |
C11—C16—H16 | 119.6 | C62—C61—C66 | 116.8 (4) |
C22—C21—C26 | 116.8 (4) | C62—C61—Si2 | 121.8 (3) |
C22—C21—Si1 | 121.7 (3) | C66—C61—Si2 | 121.4 (3) |
C26—C21—Si1 | 121.5 (3) | C61—C62—C63 | 121.6 (5) |
C21—C22—C23 | 122.3 (5) | C61—C62—H62 | 119.2 |
C21—C22—H22 | 118.9 | C63—C62—H62 | 119.2 |
C23—C22—H22 | 118.9 | C64—C63—C62 | 119.3 (5) |
C24—C23—C22 | 118.6 (5) | C64—C63—H63 | 120.4 |
C24—C23—H23 | 120.7 | C62—C63—H63 | 120.4 |
C22—C23—H23 | 120.7 | C65—C64—C63 | 120.1 (5) |
C25—C24—C23 | 120.6 (5) | C65—C64—H64 | 119.9 |
C25—C24—H24 | 119.7 | C63—C64—H64 | 119.9 |
C23—C24—H24 | 119.7 | C64—C65—C66 | 120.2 (5) |
C24—C25—C26 | 120.3 (5) | C64—C65—H65 | 119.9 |
C24—C25—H25 | 119.8 | C66—C65—H65 | 119.9 |
C26—C25—H25 | 119.8 | C65—C66—C61 | 122.1 (5) |
C25—C26—C21 | 121.3 (5) | C65—C66—H66 | 119.0 |
C25—C26—H26 | 119.3 | C61—C66—H66 | 119.0 |
C21—C26—H26 | 119.3 | C76—C71—C72 | 117.0 (4) |
C32—C31—C36 | 116.6 (4) | C76—C71—Si2 | 121.1 (3) |
C32—C31—Si1 | 120.8 (3) | C72—C71—Si2 | 121.5 (3) |
C36—C31—Si1 | 122.6 (3) | C73—C72—C71 | 120.6 (4) |
C33—C32—C31 | 121.9 (5) | C73—C72—H72 | 119.7 |
C33—C32—H32 | 119.0 | C71—C72—H72 | 119.7 |
C31—C32—H32 | 119.0 | C74—C73—C72 | 120.9 (5) |
C32—C33—C34 | 120.3 (5) | C74—C73—H73 | 119.6 |
C32—C33—H33 | 119.9 | C72—C73—H73 | 119.6 |
C34—C33—H33 | 119.9 | C75—C74—C73 | 119.2 (5) |
C35—C34—C33 | 119.9 (5) | C75—C74—H74 | 120.4 |
C35—C34—H34 | 120.1 | C73—C74—H74 | 120.4 |
C33—C34—H34 | 120.1 | C74—C75—C76 | 120.4 (5) |
C34—C35—C36 | 120.4 (5) | C74—C75—H75 | 119.8 |
C34—C35—H35 | 119.8 | C76—C75—H75 | 119.8 |
C36—C35—H35 | 119.8 | C75—C76—C71 | 121.9 (5) |
C35—C36—C31 | 120.8 (5) | C75—C76—H76 | 119.1 |
C35—C36—H36 | 119.6 | C71—C76—H76 | 119.1 |
| | | |
O3—P1—O1—Si1 | 50.0 (3) | C31—Si1—C41—C42 | 69.8 (4) |
O2—P1—O1—Si1 | 174.7 (3) | C21—Si1—C41—C42 | −165.4 (3) |
C11—P1—O1—Si1 | −74.4 (3) | O1—Si1—C41—C46 | 135.1 (3) |
C41—Si1—O1—P1 | −103.7 (3) | C31—Si1—C41—C46 | −111.2 (3) |
C31—Si1—O1—P1 | 137.1 (3) | C21—Si1—C41—C46 | 13.7 (4) |
C21—Si1—O1—P1 | 17.9 (3) | C46—C41—C42—C43 | −0.2 (6) |
O3—P1—O2—Si2 | 112.8 (4) | Si1—C41—C42—C43 | 178.9 (4) |
O1—P1—O2—Si2 | −12.1 (5) | C41—C42—C43—C44 | 0.3 (7) |
C11—P1—O2—Si2 | −123.0 (4) | C42—C43—C44—C45 | 0.1 (8) |
C71—Si2—O2—P1 | −46.7 (5) | C43—C44—C45—C46 | −0.4 (8) |
C61—Si2—O2—P1 | 76.2 (5) | C44—C45—C46—C41 | 0.5 (7) |
C51—Si2—O2—P1 | −164.6 (4) | C42—C41—C46—C45 | −0.2 (6) |
O3—P1—C11—C12 | −11.0 (4) | Si1—C41—C46—C45 | −179.2 (4) |
O2—P1—C11—C12 | −136.3 (3) | O2—Si2—C51—C52 | −38.0 (4) |
O1—P1—C11—C12 | 114.6 (3) | C71—Si2—C51—C52 | −156.5 (3) |
O3—P1—C11—C16 | 172.9 (3) | C61—Si2—C51—C52 | 78.7 (4) |
O2—P1—C11—C16 | 47.6 (4) | O2—Si2—C51—C56 | 141.6 (3) |
O1—P1—C11—C16 | −61.5 (4) | C71—Si2—C51—C56 | 23.2 (4) |
C16—C11—C12—C13 | −1.1 (7) | C61—Si2—C51—C56 | −101.7 (3) |
P1—C11—C12—C13 | −177.4 (4) | C56—C51—C52—C53 | 0.9 (7) |
C11—C12—C13—C14 | 1.2 (9) | Si2—C51—C52—C53 | −179.4 (4) |
C12—C13—C14—C15 | −0.1 (10) | C51—C52—C53—C54 | −1.3 (8) |
C13—C14—C15—C16 | −1.1 (9) | C52—C53—C54—C55 | 1.0 (8) |
C14—C15—C16—C11 | 1.2 (7) | C53—C54—C55—C56 | −0.3 (7) |
C12—C11—C16—C15 | −0.2 (6) | C52—C51—C56—C55 | −0.2 (6) |
P1—C11—C16—C15 | 176.0 (3) | Si2—C51—C56—C55 | −179.9 (3) |
O1—Si1—C21—C22 | −51.7 (4) | C54—C55—C56—C51 | −0.1 (7) |
C41—Si1—C21—C22 | 67.2 (4) | O2—Si2—C61—C62 | −59.3 (4) |
C31—Si1—C21—C22 | −167.0 (3) | C71—Si2—C61—C62 | 62.7 (4) |
O1—Si1—C21—C26 | 129.1 (3) | C51—Si2—C61—C62 | −173.7 (3) |
C41—Si1—C21—C26 | −112.1 (3) | O2—Si2—C61—C66 | 117.7 (3) |
C31—Si1—C21—C26 | 13.8 (4) | C71—Si2—C61—C66 | −120.4 (4) |
C26—C21—C22—C23 | −1.1 (6) | C51—Si2—C61—C66 | 3.2 (4) |
Si1—C21—C22—C23 | 179.7 (3) | C66—C61—C62—C63 | −0.5 (6) |
C21—C22—C23—C24 | 1.0 (7) | Si2—C61—C62—C63 | 176.5 (3) |
C22—C23—C24—C25 | 0.1 (8) | C61—C62—C63—C64 | −0.1 (7) |
C23—C24—C25—C26 | −1.2 (9) | C62—C63—C64—C65 | 1.0 (8) |
C24—C25—C26—C21 | 1.1 (8) | C63—C64—C65—C66 | −1.2 (8) |
C22—C21—C26—C25 | 0.0 (6) | C64—C65—C66—C61 | 0.5 (8) |
Si1—C21—C26—C25 | 179.3 (4) | C62—C61—C66—C65 | 0.3 (7) |
O1—Si1—C31—C32 | −59.5 (3) | Si2—C61—C66—C65 | −176.8 (4) |
C41—Si1—C31—C32 | −174.8 (3) | O2—Si2—C71—C76 | 150.3 (3) |
C21—Si1—C31—C32 | 60.0 (4) | C61—Si2—C71—C76 | 29.7 (4) |
O1—Si1—C31—C36 | 120.1 (3) | C51—Si2—C71—C76 | −95.1 (4) |
C41—Si1—C31—C36 | 4.8 (4) | O2—Si2—C71—C72 | −35.8 (4) |
C21—Si1—C31—C36 | −120.4 (3) | C61—Si2—C71—C72 | −156.4 (3) |
C36—C31—C32—C33 | −0.8 (6) | C51—Si2—C71—C72 | 78.9 (4) |
Si1—C31—C32—C33 | 178.9 (3) | C76—C71—C72—C73 | 1.3 (6) |
C31—C32—C33—C34 | 1.7 (7) | Si2—C71—C72—C73 | −172.9 (3) |
C32—C33—C34—C35 | −2.4 (8) | C71—C72—C73—C74 | −0.8 (7) |
C33—C34—C35—C36 | 2.2 (8) | C72—C73—C74—C75 | 0.5 (8) |
C34—C35—C36—C31 | −1.4 (7) | C73—C74—C75—C76 | −0.8 (8) |
C32—C31—C36—C35 | 0.6 (6) | C74—C75—C76—C71 | 1.4 (8) |
Si1—C31—C36—C35 | −179.0 (3) | C72—C71—C76—C75 | −1.6 (7) |
O1—Si1—C41—C42 | −44.0 (4) | Si2—C71—C76—C75 | 172.6 (4) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C22—H22···O3 | 0.93 | 2.58 | 3.324 (6) | 137 |
C33—H33···O3i | 0.93 | 2.39 | 3.243 (6) | 152 |
C13—H13···Cg1ii | 0.93 | 2.78 | 3.631 (6) | 153 |
C15—H15···Cg2iii | 0.93 | 2.99 | 3.897 (6) | 165 |
C34—H34···Cg3i | 0.93 | 2.93 | 3.709 (7) | 142 |
Symmetry codes: (i) x−1, y, z; (ii) x, y+1, z; (iii) −x+1, −y+1, −z. |