Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108768199013051/cf0008sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768199013051/cf0008sila1sup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768199013051/cf0008sila2sup3.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768199013051/cf0008sila3sup4.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768199013051/cf0008sila4sup5.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768199013051/cf0008sila5sup6.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768199013051/cf0008sila6sup7.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768199013051/cf0008sila7sup8.hkl |
CCDC references: 144365; 144366; 144367; 144368; 144369; 144370; 144371
For all compounds, data collection: CAD-4-PC Software (Enraf-Nonius, 1992); cell refinement: SET4 & CELDIM in CAD-4-PC Software (Enraf-Nonius, 1992); data reduction: DATRD2 in NRCVAX96 (Gabe et al., 1989); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: NRCVAX96 and SHELXL97 (Sheldrick, 1997b); molecular graphics: NRCVAX96, ORTEP (Johnson, 1976), PLATON (Spek, 1998); software used to prepare material for publication: NRCVAX96, SHELXL97 and WORDPERFECT macro PREP8 (Ferguson, 1998).
4(C36H32O4Si3)·C4H4N2 | F(000) = 1330 |
Mr = 2531.64 | ? #Insert any comments here. |
Triclinic, P1 | Dx = 1.235 Mg m−3 |
a = 14.2354 (10) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 15.2960 (14) Å | Cell parameters from 25 reflections |
c = 18.7470 (14) Å | θ = 9.3–19.8° |
α = 71.764 (6)° | µ = 0.18 mm−1 |
β = 88.862 (6)° | T = 294 K |
γ = 62.544 (7)° | Block, colourless |
V = 3402.7 (5) Å3 | 0.36 × 0.33 × 0.29 mm |
Z = 1 |
Enraf-Nonius CAD-4 diffractometer | Rint = 0.000 |
Radiation source: X-ray tube | θmax = 26.9°, θmin = 2.1° |
Graphite monochromator | h = −16→18 |
θ/2θ scans | k = 0→19 |
14788 measured reflections | l = −22→23 |
14788 independent reflections | 3 standard reflections every 120 min |
10215 reflections with I > 2σ(I) | intensity decay: no decay, variation 1.1% |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.040 | H-atom parameters constrained |
wR(F2) = 0.120 | w = 1/[σ2(Fo2) + (0.0698P)2 + 0.0963P] where P = (Fo2 + 2Fc2)/3 |
S = 1.08 | (Δ/σ)max = 0.003 |
14788 reflections | Δρmax = 0.26 e Å−3 |
807 parameters | Δρmin = −0.26 e Å−3 |
0 restraints | Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0225 (9) |
x | y | z | Uiso*/Ueq | ||
Si1A | −0.29021 (4) | 0.53513 (3) | 0.18928 (3) | 0.03773 (12) | |
Si2A | −0.13743 (4) | 0.51451 (4) | 0.32153 (3) | 0.04133 (12) | |
Si3A | 0.09299 (4) | 0.35125 (4) | 0.29901 (3) | 0.03925 (12) | |
Si1B | −0.07340 (4) | 0.15162 (3) | 0.21510 (3) | 0.03586 (11) | |
Si2B | 0.15574 (4) | 0.00347 (3) | 0.18326 (3) | 0.03728 (11) | |
Si3B | 0.30942 (4) | −0.01307 (3) | 0.30607 (3) | 0.03684 (11) | |
O1A | −0.20313 (10) | 0.46157 (9) | 0.14727 (8) | 0.0508 (3) | |
O2A | −0.23442 (9) | 0.54187 (9) | 0.25990 (7) | 0.0474 (3) | |
O3A | −0.02525 (10) | 0.44306 (10) | 0.29805 (8) | 0.0582 (4) | |
O4A | 0.08677 (10) | 0.24898 (9) | 0.29516 (8) | 0.0509 (3) | |
O1B | −0.06255 (10) | 0.25705 (9) | 0.20295 (7) | 0.0471 (3) | |
O2B | 0.04558 (9) | 0.06121 (9) | 0.21527 (7) | 0.0471 (3) | |
O3B | 0.25270 (9) | 0.00910 (9) | 0.22272 (6) | 0.0434 (3) | |
O4B | 0.22186 (10) | 0.03294 (9) | 0.35922 (7) | 0.0500 (3) | |
N1 | −0.07241 (13) | 0.50084 (14) | 0.05058 (9) | 0.0563 (4) | |
C1 | 0.01144 (17) | 0.41275 (17) | 0.05138 (12) | 0.0587 (5) | |
C2 | 0.08330 (17) | 0.41179 (17) | 0.00135 (12) | 0.0613 (5) | |
C11A | −0.37651 (14) | 0.47437 (13) | 0.22276 (10) | 0.0449 (4) | |
C12A | −0.41822 (19) | 0.4464 (2) | 0.17311 (14) | 0.0724 (6) | |
C13A | −0.4852 (2) | 0.4033 (2) | 0.19395 (19) | 0.0938 (9) | |
C14A | −0.5135 (2) | 0.38892 (19) | 0.2647 (2) | 0.0854 (8) | |
C15A | −0.4738 (2) | 0.41493 (19) | 0.31524 (16) | 0.0778 (7) | |
C16A | −0.40473 (16) | 0.45738 (16) | 0.29482 (12) | 0.0587 (5) | |
C21A | −0.37001 (13) | 0.67029 (13) | 0.11973 (10) | 0.0402 (4) | |
C22A | −0.36296 (17) | 0.69381 (16) | 0.04289 (11) | 0.0579 (5) | |
C23A | −0.4234 (2) | 0.79405 (19) | −0.00820 (13) | 0.0749 (7) | |
C24A | −0.4926 (2) | 0.87212 (17) | 0.01618 (15) | 0.0744 (7) | |
C25A | −0.50178 (19) | 0.85193 (17) | 0.09120 (16) | 0.0746 (7) | |
C26A | −0.44072 (16) | 0.75179 (15) | 0.14270 (12) | 0.0596 (5) | |
C31A | −0.15287 (14) | 0.44000 (15) | 0.41592 (11) | 0.0489 (4) | |
C32A | −0.14016 (18) | 0.33945 (17) | 0.42920 (13) | 0.0633 (5) | |
C33A | −0.1555 (2) | 0.28331 (19) | 0.49781 (15) | 0.0754 (7) | |
C34A | −0.1838 (2) | 0.3251 (2) | 0.55428 (14) | 0.0799 (7) | |
C35A | −0.1959 (2) | 0.4225 (2) | 0.54290 (13) | 0.0784 (7) | |
C36A | −0.18118 (17) | 0.48019 (17) | 0.47472 (11) | 0.0613 (5) | |
C41A | −0.14497 (15) | 0.64019 (14) | 0.31843 (11) | 0.0501 (4) | |
C42A | −0.2221 (2) | 0.73561 (16) | 0.26823 (14) | 0.0699 (6) | |
C43A | −0.2283 (3) | 0.8292 (2) | 0.26712 (18) | 0.0922 (9) | |
C44A | −0.1594 (3) | 0.8296 (2) | 0.3151 (2) | 0.0937 (9) | |
C45A | −0.0825 (2) | 0.7373 (3) | 0.3656 (2) | 0.0997 (10) | |
C46A | −0.07521 (19) | 0.6433 (2) | 0.36637 (17) | 0.0805 (7) | |
C51A | 0.18702 (14) | 0.30000 (14) | 0.38685 (10) | 0.0452 (4) | |
C52A | 0.19497 (19) | 0.21731 (18) | 0.44886 (12) | 0.0667 (6) | |
C53A | 0.2716 (2) | 0.1721 (2) | 0.51145 (14) | 0.0880 (8) | |
C54A | 0.3416 (2) | 0.2094 (3) | 0.51427 (16) | 0.0954 (9) | |
C55A | 0.3345 (2) | 0.2916 (3) | 0.45519 (18) | 0.0931 (9) | |
C56A | 0.25877 (18) | 0.33666 (19) | 0.39094 (13) | 0.0667 (6) | |
C61A | 0.14572 (14) | 0.40720 (13) | 0.21583 (10) | 0.0428 (4) | |
C62A | 0.24038 (15) | 0.34197 (15) | 0.19480 (11) | 0.0534 (5) | |
C63A | 0.28403 (18) | 0.38056 (19) | 0.13500 (12) | 0.0655 (6) | |
C64A | 0.2350 (2) | 0.4853 (2) | 0.09420 (13) | 0.0707 (6) | |
C65A | 0.1424 (2) | 0.55220 (18) | 0.11311 (13) | 0.0713 (6) | |
C66A | 0.09807 (17) | 0.51370 (15) | 0.17336 (12) | 0.0568 (5) | |
C11B | −0.16849 (14) | 0.17588 (14) | 0.13594 (10) | 0.0431 (4) | |
C12B | −0.2055 (3) | 0.2623 (2) | 0.07157 (14) | 0.0976 (10) | |
C13B | −0.2701 (3) | 0.2735 (3) | 0.01125 (17) | 0.1393 (17) | |
C14B | −0.3012 (3) | 0.2022 (3) | 0.01472 (15) | 0.1030 (11) | |
C15B | −0.2649 (2) | 0.1144 (2) | 0.07748 (16) | 0.0856 (8) | |
C16B | −0.20009 (19) | 0.10159 (18) | 0.13850 (14) | 0.0691 (6) | |
C21B | −0.11381 (14) | 0.10753 (13) | 0.30860 (10) | 0.0413 (4) | |
C22B | −0.21299 (17) | 0.16967 (17) | 0.32513 (12) | 0.0622 (6) | |
C23B | −0.24637 (19) | 0.13990 (19) | 0.39395 (13) | 0.0705 (6) | |
C24B | −0.1821 (2) | 0.04757 (19) | 0.44788 (12) | 0.0705 (6) | |
C25B | −0.0848 (2) | −0.0160 (2) | 0.43357 (15) | 0.1070 (11) | |
C26B | −0.0502 (2) | 0.01271 (18) | 0.36483 (13) | 0.0833 (8) | |
C31B | 0.14038 (15) | 0.07032 (13) | 0.07919 (10) | 0.0447 (4) | |
C32B | 0.05654 (19) | 0.08463 (19) | 0.03146 (12) | 0.0653 (6) | |
C33B | 0.0422 (2) | 0.1334 (2) | −0.04631 (13) | 0.0794 (7) | |
C34B | 0.1125 (2) | 0.16736 (19) | −0.07809 (12) | 0.0758 (7) | |
C35B | 0.1952 (2) | 0.15487 (18) | −0.03319 (13) | 0.0702 (6) | |
C36B | 0.20868 (17) | 0.10732 (16) | 0.04497 (11) | 0.0572 (5) | |
C41B | 0.18565 (14) | −0.13460 (13) | 0.20550 (9) | 0.0424 (4) | |
C42B | 0.11069 (17) | −0.16837 (15) | 0.22626 (11) | 0.0537 (5) | |
C43B | 0.1345 (2) | −0.27125 (18) | 0.23927 (13) | 0.0685 (6) | |
C44B | 0.2334 (2) | −0.34217 (17) | 0.23230 (14) | 0.0737 (7) | |
C45B | 0.3098 (2) | −0.31232 (18) | 0.21287 (18) | 0.0926 (9) | |
C46B | 0.28572 (18) | −0.20889 (17) | 0.19972 (16) | 0.0763 (7) | |
C51B | 0.40153 (13) | 0.04417 (12) | 0.29025 (10) | 0.0416 (4) | |
C52B | 0.43255 (17) | 0.06786 (16) | 0.34878 (12) | 0.0599 (5) | |
C53B | 0.5081 (2) | 0.1019 (2) | 0.34176 (16) | 0.0785 (7) | |
C54B | 0.55305 (19) | 0.11414 (18) | 0.27655 (17) | 0.0763 (7) | |
C55B | 0.52334 (18) | 0.09292 (18) | 0.21826 (14) | 0.0689 (6) | |
C56B | 0.44805 (16) | 0.05826 (15) | 0.22482 (11) | 0.0535 (5) | |
C61B | 0.39011 (14) | −0.15617 (13) | 0.35743 (9) | 0.0406 (4) | |
C62B | 0.35785 (17) | −0.21069 (15) | 0.41777 (12) | 0.0612 (5) | |
C63B | 0.4203 (2) | −0.31738 (17) | 0.45463 (14) | 0.0745 (7) | |
C64B | 0.51559 (18) | −0.37158 (16) | 0.43196 (14) | 0.0677 (6) | |
C65B | 0.55036 (18) | −0.32093 (16) | 0.37351 (13) | 0.0666 (6) | |
C66B | 0.48829 (16) | −0.21326 (15) | 0.33675 (11) | 0.0537 (5) | |
H1A | −0.1720 | 0.4922 | 0.1230 | 0.076* | |
H4A | 0.0391 | 0.2676 | 0.2612 | 0.076* | |
H1B | −0.1220 | 0.3088 | 0.1893 | 0.071* | |
H4B | 0.1851 | 0.0965 | 0.3387 | 0.075* | |
H1 | 0.0221 | 0.3496 | 0.0868 | 0.070* | |
H2 | 0.1413 | 0.3480 | 0.0039 | 0.074* | |
H12A | −0.4006 | 0.4569 | 0.1242 | 0.087* | |
H13A | −0.5110 | 0.3840 | 0.1596 | 0.113* | |
H14A | −0.5600 | 0.3613 | 0.2784 | 0.102* | |
H15A | −0.4927 | 0.4044 | 0.3638 | 0.093* | |
H16A | −0.3775 | 0.4744 | 0.3301 | 0.070* | |
H22A | −0.3165 | 0.6409 | 0.0253 | 0.069* | |
H23A | −0.4167 | 0.8082 | −0.0595 | 0.090* | |
H24A | −0.5338 | 0.9394 | −0.0185 | 0.089* | |
H25A | −0.5491 | 0.9054 | 0.1079 | 0.090* | |
H26A | −0.4473 | 0.7390 | 0.1939 | 0.072* | |
H32A | −0.1211 | 0.3100 | 0.3912 | 0.076* | |
H33A | −0.1464 | 0.2166 | 0.5055 | 0.090* | |
H34A | −0.1948 | 0.2874 | 0.6002 | 0.096* | |
H35A | −0.2144 | 0.4505 | 0.5817 | 0.094* | |
H36A | −0.1903 | 0.5466 | 0.4681 | 0.074* | |
H42A | −0.2704 | 0.7368 | 0.2348 | 0.084* | |
H43A | −0.2805 | 0.8923 | 0.2329 | 0.111* | |
H44A | −0.1642 | 0.8928 | 0.3139 | 0.112* | |
H45A | −0.0354 | 0.7374 | 0.3992 | 0.120* | |
H46A | −0.0218 | 0.5807 | 0.4002 | 0.097* | |
H52A | 0.1473 | 0.1916 | 0.4482 | 0.080* | |
H53A | 0.2757 | 0.1160 | 0.5520 | 0.106* | |
H54A | 0.3937 | 0.1785 | 0.5564 | 0.114* | |
H55A | 0.3808 | 0.3183 | 0.4576 | 0.112* | |
H56A | 0.2563 | 0.3919 | 0.3504 | 0.080* | |
H62A | 0.2748 | 0.2704 | 0.2220 | 0.064* | |
H63A | 0.3471 | 0.3352 | 0.1223 | 0.079* | |
H64A | 0.2644 | 0.5112 | 0.0535 | 0.085* | |
H65A | 0.1093 | 0.6236 | 0.0855 | 0.086* | |
H66A | 0.0352 | 0.5599 | 0.1857 | 0.068* | |
H12B | −0.1872 | 0.3143 | 0.0681 | 0.117* | |
H13B | −0.2922 | 0.3320 | −0.0326 | 0.167* | |
H14B | −0.3470 | 0.2126 | −0.0253 | 0.124* | |
H15B | −0.2836 | 0.0629 | 0.0796 | 0.103* | |
H16B | −0.1775 | 0.0423 | 0.1818 | 0.083* | |
H22B | −0.2587 | 0.2338 | 0.2885 | 0.075* | |
H23B | −0.3134 | 0.1838 | 0.4030 | 0.085* | |
H24B | −0.2040 | 0.0275 | 0.4945 | 0.085* | |
H25B | −0.0406 | −0.0802 | 0.4707 | 0.128* | |
H26B | 0.0167 | −0.0324 | 0.3564 | 0.100* | |
H32B | 0.0093 | 0.0608 | 0.0524 | 0.078* | |
H33B | −0.0148 | 0.1432 | −0.0770 | 0.095* | |
H34B | 0.1037 | 0.1990 | −0.1304 | 0.091* | |
H35B | 0.2424 | 0.1782 | −0.0549 | 0.084* | |
H36B | 0.2647 | 0.1001 | 0.0751 | 0.069* | |
H42B | 0.0428 | −0.1209 | 0.2316 | 0.064* | |
H43B | 0.0827 | −0.2918 | 0.2528 | 0.082* | |
H44B | 0.2490 | −0.4110 | 0.2408 | 0.088* | |
H45B | 0.3777 | −0.3608 | 0.2084 | 0.111* | |
H46B | 0.3384 | −0.1893 | 0.1867 | 0.092* | |
H52B | 0.4020 | 0.0606 | 0.3931 | 0.072* | |
H53B | 0.5285 | 0.1166 | 0.3816 | 0.094* | |
H54B | 0.6039 | 0.1370 | 0.2722 | 0.092* | |
H55B | 0.5536 | 0.1016 | 0.1739 | 0.083* | |
H56B | 0.4283 | 0.0442 | 0.1845 | 0.064* | |
H62B | 0.2931 | −0.1748 | 0.4337 | 0.073* | |
H63B | 0.3973 | −0.3524 | 0.4950 | 0.089* | |
H64B | 0.5568 | −0.4435 | 0.4567 | 0.081* | |
H65B | 0.6152 | −0.3579 | 0.3581 | 0.080* | |
H66B | 0.5131 | −0.1788 | 0.2974 | 0.064* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Si1A | 0.0343 (2) | 0.0294 (2) | 0.0421 (3) | −0.01229 (19) | 0.00732 (19) | −0.00781 (19) |
Si2A | 0.0321 (2) | 0.0342 (2) | 0.0501 (3) | −0.01130 (19) | 0.0040 (2) | −0.0120 (2) |
Si3A | 0.0322 (2) | 0.0333 (2) | 0.0501 (3) | −0.01246 (19) | 0.00212 (19) | −0.0163 (2) |
Si1B | 0.0342 (2) | 0.0296 (2) | 0.0413 (2) | −0.01478 (19) | 0.00224 (18) | −0.00971 (18) |
Si2B | 0.0366 (2) | 0.0321 (2) | 0.0378 (2) | −0.01360 (19) | 0.00205 (18) | −0.00969 (18) |
Si3B | 0.0371 (2) | 0.0307 (2) | 0.0375 (2) | −0.01358 (19) | 0.00303 (18) | −0.00918 (18) |
O1A | 0.0522 (8) | 0.0329 (6) | 0.0609 (8) | −0.0174 (6) | 0.0221 (6) | −0.0135 (6) |
O2A | 0.0411 (7) | 0.0429 (7) | 0.0500 (7) | −0.0167 (6) | −0.0003 (5) | −0.0104 (6) |
O3A | 0.0378 (7) | 0.0474 (8) | 0.0787 (10) | −0.0108 (6) | 0.0120 (6) | −0.0235 (7) |
O4A | 0.0475 (7) | 0.0358 (6) | 0.0654 (9) | −0.0178 (6) | −0.0102 (6) | −0.0144 (6) |
O1B | 0.0445 (7) | 0.0332 (6) | 0.0593 (8) | −0.0185 (5) | −0.0068 (6) | −0.0096 (6) |
O2B | 0.0393 (6) | 0.0391 (6) | 0.0517 (7) | −0.0112 (5) | 0.0059 (5) | −0.0133 (5) |
O3B | 0.0432 (7) | 0.0444 (7) | 0.0410 (6) | −0.0217 (6) | 0.0013 (5) | −0.0114 (5) |
O4B | 0.0530 (8) | 0.0388 (7) | 0.0470 (7) | −0.0143 (6) | 0.0126 (6) | −0.0131 (6) |
N1 | 0.0517 (10) | 0.0639 (11) | 0.0544 (10) | −0.0295 (9) | 0.0172 (8) | −0.0192 (8) |
C1 | 0.0580 (12) | 0.0554 (12) | 0.0560 (12) | −0.0287 (10) | 0.0123 (10) | −0.0085 (9) |
C2 | 0.0544 (12) | 0.0536 (12) | 0.0685 (14) | −0.0207 (10) | 0.0179 (10) | −0.0203 (10) |
C11A | 0.0391 (9) | 0.0345 (9) | 0.0549 (11) | −0.0168 (8) | 0.0062 (8) | −0.0088 (8) |
C12A | 0.0747 (15) | 0.0818 (16) | 0.0751 (15) | −0.0502 (14) | 0.0083 (12) | −0.0245 (13) |
C13A | 0.093 (2) | 0.105 (2) | 0.118 (2) | −0.0729 (19) | 0.0130 (18) | −0.0402 (19) |
C14A | 0.0599 (15) | 0.0601 (15) | 0.135 (3) | −0.0382 (12) | 0.0172 (16) | −0.0165 (16) |
C15A | 0.0689 (15) | 0.0665 (15) | 0.0890 (18) | −0.0368 (13) | 0.0329 (13) | −0.0098 (13) |
C16A | 0.0572 (12) | 0.0545 (12) | 0.0627 (13) | −0.0299 (10) | 0.0186 (10) | −0.0138 (10) |
C21A | 0.0386 (9) | 0.0336 (8) | 0.0448 (9) | −0.0169 (7) | 0.0029 (7) | −0.0093 (7) |
C22A | 0.0577 (12) | 0.0540 (12) | 0.0475 (11) | −0.0208 (10) | 0.0056 (9) | −0.0085 (9) |
C23A | 0.0838 (17) | 0.0657 (15) | 0.0525 (13) | −0.0346 (14) | −0.0080 (11) | 0.0073 (11) |
C24A | 0.0752 (16) | 0.0389 (11) | 0.0847 (17) | −0.0262 (11) | −0.0271 (13) | 0.0098 (11) |
C25A | 0.0696 (15) | 0.0378 (11) | 0.0955 (19) | −0.0086 (10) | −0.0104 (13) | −0.0223 (12) |
C26A | 0.0582 (12) | 0.0418 (10) | 0.0586 (12) | −0.0083 (9) | 0.0014 (10) | −0.0162 (9) |
C31A | 0.0387 (9) | 0.0452 (10) | 0.0517 (11) | −0.0160 (8) | −0.0017 (8) | −0.0087 (8) |
C32A | 0.0644 (13) | 0.0549 (12) | 0.0691 (14) | −0.0306 (11) | 0.0101 (11) | −0.0164 (11) |
C33A | 0.0785 (16) | 0.0587 (14) | 0.0827 (17) | −0.0407 (13) | −0.0002 (13) | −0.0033 (12) |
C34A | 0.0883 (18) | 0.0906 (19) | 0.0528 (13) | −0.0528 (16) | −0.0031 (12) | 0.0020 (13) |
C35A | 0.0922 (18) | 0.0918 (19) | 0.0480 (13) | −0.0463 (16) | 0.0047 (12) | −0.0159 (12) |
C36A | 0.0654 (13) | 0.0569 (12) | 0.0512 (12) | −0.0243 (11) | 0.0002 (10) | −0.0129 (10) |
C41A | 0.0434 (10) | 0.0439 (10) | 0.0659 (12) | −0.0218 (8) | 0.0159 (9) | −0.0218 (9) |
C42A | 0.0783 (16) | 0.0424 (11) | 0.0789 (15) | −0.0245 (11) | 0.0043 (12) | −0.0148 (11) |
C43A | 0.114 (2) | 0.0453 (13) | 0.104 (2) | −0.0328 (15) | 0.0200 (18) | −0.0185 (13) |
C44A | 0.110 (2) | 0.0693 (18) | 0.138 (3) | −0.0589 (18) | 0.052 (2) | −0.0576 (19) |
C45A | 0.0852 (19) | 0.099 (2) | 0.158 (3) | −0.0592 (19) | 0.023 (2) | −0.074 (2) |
C46A | 0.0566 (14) | 0.0658 (15) | 0.124 (2) | −0.0269 (12) | −0.0001 (14) | −0.0421 (15) |
C51A | 0.0427 (10) | 0.0479 (10) | 0.0473 (10) | −0.0187 (8) | 0.0059 (8) | −0.0238 (8) |
C52A | 0.0769 (15) | 0.0723 (15) | 0.0522 (12) | −0.0391 (13) | 0.0043 (11) | −0.0175 (11) |
C53A | 0.108 (2) | 0.0908 (19) | 0.0518 (14) | −0.0416 (17) | −0.0107 (13) | −0.0153 (13) |
C54A | 0.090 (2) | 0.110 (2) | 0.0689 (17) | −0.0287 (18) | −0.0239 (15) | −0.0365 (17) |
C55A | 0.0821 (19) | 0.124 (3) | 0.097 (2) | −0.0584 (19) | −0.0083 (16) | −0.051 (2) |
C56A | 0.0689 (14) | 0.0775 (15) | 0.0683 (14) | −0.0444 (13) | 0.0002 (11) | −0.0280 (12) |
C61A | 0.0404 (9) | 0.0385 (9) | 0.0471 (10) | −0.0165 (8) | −0.0012 (7) | −0.0151 (8) |
C62A | 0.0491 (11) | 0.0467 (11) | 0.0512 (11) | −0.0151 (9) | 0.0051 (9) | −0.0125 (9) |
C63A | 0.0573 (13) | 0.0741 (15) | 0.0586 (13) | −0.0269 (12) | 0.0128 (10) | −0.0220 (11) |
C64A | 0.0848 (17) | 0.0811 (17) | 0.0573 (13) | −0.0528 (15) | 0.0158 (12) | −0.0173 (12) |
C65A | 0.0905 (18) | 0.0493 (12) | 0.0698 (15) | −0.0382 (13) | 0.0017 (13) | −0.0071 (11) |
C66A | 0.0586 (12) | 0.0395 (10) | 0.0666 (13) | −0.0200 (9) | 0.0058 (10) | −0.0163 (9) |
C11B | 0.0428 (9) | 0.0456 (10) | 0.0451 (10) | −0.0244 (8) | 0.0042 (7) | −0.0153 (8) |
C12B | 0.145 (3) | 0.0882 (18) | 0.0668 (15) | −0.086 (2) | −0.0401 (16) | 0.0164 (13) |
C13B | 0.213 (4) | 0.138 (3) | 0.0772 (19) | −0.134 (3) | −0.069 (2) | 0.0331 (18) |
C14B | 0.134 (3) | 0.139 (3) | 0.0635 (16) | −0.100 (2) | −0.0204 (16) | −0.0136 (17) |
C15B | 0.100 (2) | 0.099 (2) | 0.0944 (19) | −0.0744 (18) | −0.0001 (15) | −0.0348 (16) |
C16B | 0.0727 (15) | 0.0646 (14) | 0.0756 (15) | −0.0447 (12) | −0.0091 (12) | −0.0113 (11) |
C21B | 0.0441 (9) | 0.0367 (9) | 0.0424 (9) | −0.0199 (8) | 0.0039 (7) | −0.0117 (7) |
C22B | 0.0521 (12) | 0.0526 (12) | 0.0554 (12) | −0.0126 (10) | 0.0100 (9) | −0.0053 (9) |
C23B | 0.0631 (14) | 0.0714 (15) | 0.0655 (14) | −0.0251 (12) | 0.0261 (11) | −0.0212 (12) |
C24B | 0.0877 (17) | 0.0691 (15) | 0.0515 (12) | −0.0402 (14) | 0.0241 (12) | −0.0133 (11) |
C25B | 0.104 (2) | 0.0721 (17) | 0.0677 (16) | −0.0063 (16) | 0.0244 (16) | 0.0157 (13) |
C26B | 0.0698 (15) | 0.0587 (14) | 0.0617 (14) | 0.0011 (12) | 0.0199 (12) | 0.0035 (11) |
C31B | 0.0499 (10) | 0.0369 (9) | 0.0405 (9) | −0.0170 (8) | 0.0028 (8) | −0.0104 (7) |
C32B | 0.0725 (14) | 0.0814 (16) | 0.0478 (11) | −0.0436 (13) | 0.0031 (10) | −0.0185 (11) |
C33B | 0.0908 (18) | 0.0956 (19) | 0.0463 (12) | −0.0422 (16) | −0.0054 (12) | −0.0206 (12) |
C34B | 0.1003 (19) | 0.0684 (15) | 0.0410 (11) | −0.0321 (14) | 0.0078 (12) | −0.0096 (10) |
C35B | 0.0861 (17) | 0.0628 (14) | 0.0553 (13) | −0.0378 (13) | 0.0179 (12) | −0.0093 (11) |
C36B | 0.0619 (13) | 0.0525 (11) | 0.0516 (11) | −0.0286 (10) | 0.0046 (9) | −0.0087 (9) |
C41B | 0.0455 (10) | 0.0355 (9) | 0.0401 (9) | −0.0157 (8) | −0.0001 (7) | −0.0104 (7) |
C42B | 0.0558 (11) | 0.0448 (10) | 0.0583 (12) | −0.0243 (9) | 0.0063 (9) | −0.0145 (9) |
C43B | 0.0884 (17) | 0.0576 (13) | 0.0679 (14) | −0.0467 (13) | 0.0029 (12) | −0.0127 (11) |
C44B | 0.0979 (19) | 0.0391 (11) | 0.0750 (15) | −0.0273 (13) | −0.0045 (13) | −0.0156 (10) |
C45B | 0.0779 (18) | 0.0434 (13) | 0.141 (3) | −0.0120 (12) | 0.0135 (17) | −0.0388 (15) |
C46B | 0.0557 (13) | 0.0474 (12) | 0.121 (2) | −0.0188 (11) | 0.0170 (13) | −0.0319 (13) |
C51B | 0.0410 (9) | 0.0292 (8) | 0.0475 (10) | −0.0133 (7) | −0.0007 (7) | −0.0094 (7) |
C52B | 0.0617 (13) | 0.0610 (13) | 0.0621 (13) | −0.0309 (11) | 0.0014 (10) | −0.0247 (10) |
C53B | 0.0789 (17) | 0.0796 (17) | 0.0955 (19) | −0.0478 (14) | −0.0044 (14) | −0.0367 (15) |
C54B | 0.0614 (14) | 0.0613 (14) | 0.112 (2) | −0.0395 (12) | 0.0015 (14) | −0.0201 (14) |
C55B | 0.0619 (14) | 0.0626 (14) | 0.0776 (15) | −0.0355 (12) | 0.0133 (11) | −0.0095 (12) |
C56B | 0.0534 (11) | 0.0510 (11) | 0.0560 (11) | −0.0280 (10) | 0.0057 (9) | −0.0133 (9) |
C61B | 0.0417 (9) | 0.0338 (8) | 0.0419 (9) | −0.0157 (7) | 0.0002 (7) | −0.0110 (7) |
C62B | 0.0542 (12) | 0.0437 (11) | 0.0710 (14) | −0.0198 (9) | 0.0155 (10) | −0.0073 (10) |
C63B | 0.0732 (15) | 0.0464 (12) | 0.0811 (16) | −0.0284 (12) | 0.0092 (13) | 0.0066 (11) |
C64B | 0.0629 (14) | 0.0335 (10) | 0.0843 (16) | −0.0142 (10) | −0.0101 (12) | −0.0051 (10) |
C65B | 0.0545 (12) | 0.0422 (11) | 0.0813 (15) | −0.0067 (10) | 0.0071 (11) | −0.0198 (11) |
C66B | 0.0534 (11) | 0.0427 (10) | 0.0518 (11) | −0.0148 (9) | 0.0102 (9) | −0.0129 (9) |
Si1A—O2A | 1.611 (2) | C45A—C46A | 1.387 (4) |
Si1A—O1A | 1.629 (2) | C51A—C52A | 1.385 (3) |
Si1A—C11A | 1.8504 (18) | C51A—C56A | 1.386 (3) |
Si1A—C21A | 1.8630 (17) | C52A—C53A | 1.375 (3) |
Si2A—O3A | 1.613 (2) | C53A—C54A | 1.366 (4) |
Si2A—O2A | 1.626 (2) | C54A—C55A | 1.355 (4) |
Si2A—C31A | 1.853 (2) | C55A—C56A | 1.391 (3) |
Si2A—C41A | 1.8576 (19) | C61A—C66A | 1.392 (2) |
Si3A—O3A | 1.616 (2) | C61A—C62A | 1.397 (2) |
Si3A—O4A | 1.631 (2) | C62A—C63A | 1.374 (3) |
Si3A—C51A | 1.8519 (18) | C63A—C64A | 1.364 (3) |
Si3A—C61A | 1.8542 (19) | C64A—C65A | 1.369 (3) |
Si1B—O2B | 1.618 (2) | C65A—C66A | 1.386 (3) |
Si1B—O1B | 1.635 (2) | C11B—C12B | 1.366 (3) |
Si1B—C21B | 1.8536 (18) | C11B—C16B | 1.390 (3) |
Si1B—C11B | 1.8559 (18) | C12B—C13B | 1.388 (3) |
Si2B—O2B | 1.618 (2) | C13B—C14B | 1.337 (4) |
Si2B—O3B | 1.628 (2) | C14B—C15B | 1.361 (4) |
Si2B—C41B | 1.8553 (18) | C15B—C16B | 1.391 (3) |
Si2B—C31B | 1.8607 (18) | C21B—C26B | 1.380 (3) |
Si3B—O4B | 1.619 (2) | C21B—C22B | 1.386 (3) |
Si3B—O3B | 1.635 (2) | C22B—C23B | 1.380 (3) |
Si3B—C61B | 1.8558 (17) | C23B—C24B | 1.344 (3) |
Si3B—C51B | 1.8587 (18) | C24B—C25B | 1.357 (3) |
N1—C1 | 1.321 (3) | C25B—C26B | 1.384 (3) |
N1—C2i | 1.326 (3) | C31B—C36B | 1.390 (3) |
C1—C2 | 1.372 (3) | C31B—C32B | 1.397 (3) |
C11A—C16A | 1.382 (3) | C32B—C33B | 1.384 (3) |
C11A—C12A | 1.381 (3) | C33B—C34B | 1.374 (4) |
C12A—C13A | 1.378 (3) | C34B—C35B | 1.364 (3) |
C13A—C14A | 1.360 (4) | C35B—C36B | 1.389 (3) |
C14A—C15A | 1.356 (4) | C41B—C46B | 1.382 (3) |
C15A—C16A | 1.398 (3) | C41B—C42B | 1.387 (3) |
C21A—C26A | 1.384 (3) | C42B—C43B | 1.386 (3) |
C21A—C22A | 1.385 (3) | C43B—C44B | 1.359 (3) |
C22A—C23A | 1.381 (3) | C44B—C45B | 1.365 (4) |
C23A—C24A | 1.358 (4) | C45B—C46B | 1.393 (3) |
C24A—C25A | 1.359 (3) | C51B—C56B | 1.387 (3) |
C25A—C26A | 1.383 (3) | C51B—C52B | 1.395 (3) |
C31A—C36A | 1.390 (3) | C52B—C53B | 1.384 (3) |
C31A—C32A | 1.402 (3) | C53B—C54B | 1.369 (4) |
C32A—C33A | 1.382 (3) | C54B—C55B | 1.358 (3) |
C33A—C34A | 1.364 (4) | C55B—C56B | 1.387 (3) |
C34A—C35A | 1.364 (4) | C61B—C62B | 1.389 (3) |
C35A—C36A | 1.383 (3) | C61B—C66B | 1.390 (2) |
C41A—C46A | 1.379 (3) | C62B—C63B | 1.383 (3) |
C41A—C42A | 1.387 (3) | C63B—C64B | 1.367 (3) |
C42A—C43A | 1.387 (3) | C64B—C65B | 1.359 (3) |
C43A—C44A | 1.347 (4) | C65B—C66B | 1.393 (3) |
C44A—C45A | 1.366 (4) | ||
O2A—Si1A—O1A | 112.36 (7) | C43A—C42A—C41A | 121.1 (2) |
O2A—Si1A—C11A | 110.14 (8) | C44A—C43A—C42A | 120.6 (3) |
O1A—Si1A—C11A | 105.84 (8) | C43A—C44A—C45A | 120.1 (2) |
O2A—Si1A—C21A | 108.42 (7) | C44A—C45A—C46A | 119.5 (3) |
O1A—Si1A—C21A | 109.26 (7) | C41A—C46A—C45A | 121.9 (3) |
C11A—Si1A—C21A | 110.82 (8) | C52A—C51A—C56A | 117.07 (19) |
O3A—Si2A—O2A | 108.61 (7) | C52A—C51A—Si3A | 121.34 (15) |
O3A—Si2A—C31A | 109.60 (8) | C56A—C51A—Si3A | 121.37 (16) |
O2A—Si2A—C31A | 108.07 (8) | C53A—C52A—C51A | 121.7 (2) |
O3A—Si2A—C41A | 109.97 (8) | C54A—C53A—C52A | 120.2 (3) |
O2A—Si2A—C41A | 107.80 (8) | C55A—C54A—C53A | 119.5 (2) |
C31A—Si2A—C41A | 112.68 (9) | C54A—C55A—C56A | 120.9 (3) |
O3A—Si3A—O4A | 110.21 (7) | C51A—C56A—C55A | 120.6 (2) |
O3A—Si3A—C51A | 114.40 (8) | C66A—C61A—C62A | 116.55 (18) |
O4A—Si3A—C51A | 104.14 (8) | C66A—C61A—Si3A | 123.47 (15) |
O3A—Si3A—C61A | 106.48 (8) | C62A—C61A—Si3A | 119.93 (13) |
O4A—Si3A—C61A | 111.81 (8) | C63A—C62A—C61A | 121.87 (19) |
C51A—Si3A—C61A | 109.93 (8) | C64A—C63A—C62A | 120.1 (2) |
O2B—Si1B—O1B | 105.69 (7) | C63A—C64A—C65A | 120.0 (2) |
O2B—Si1B—C21B | 107.39 (7) | C64A—C65A—C66A | 120.1 (2) |
O1B—Si1B—C21B | 111.50 (7) | C65A—C66A—C61A | 121.3 (2) |
O2B—Si1B—C11B | 110.77 (7) | C12B—C11B—C16B | 116.96 (19) |
O1B—Si1B—C11B | 109.76 (7) | C12B—C11B—Si1B | 122.83 (15) |
C21B—Si1B—C11B | 111.55 (8) | C16B—C11B—Si1B | 120.10 (15) |
O2B—Si2B—O3B | 110.70 (7) | C11B—C12B—C13B | 121.0 (2) |
O2B—Si2B—C41B | 106.89 (8) | C14B—C13B—C12B | 121.5 (3) |
O3B—Si2B—C41B | 110.81 (7) | C13B—C14B—C15B | 119.3 (2) |
O2B—Si2B—C31B | 110.26 (7) | C14B—C15B—C16B | 120.0 (2) |
O3B—Si2B—C31B | 107.04 (8) | C11B—C16B—C15B | 121.2 (2) |
C41B—Si2B—C31B | 111.19 (8) | C26B—C21B—C22B | 116.05 (17) |
O4B—Si3B—O3B | 111.82 (7) | C26B—C21B—Si1B | 123.43 (15) |
O4B—Si3B—C61B | 106.50 (7) | C22B—C21B—Si1B | 120.51 (14) |
O3B—Si3B—C61B | 110.42 (7) | C23B—C22B—C21B | 122.44 (19) |
O4B—Si3B—C51B | 112.47 (8) | C24B—C23B—C22B | 120.1 (2) |
O3B—Si3B—C51B | 107.51 (7) | C23B—C24B—C25B | 119.3 (2) |
C61B—Si3B—C51B | 108.07 (8) | C24B—C25B—C26B | 121.3 (2) |
Si1A—O2A—Si2A | 157.1 (1) | C21B—C26B—C25B | 120.8 (2) |
Si2A—O3A—Si3A | 164.0 (1) | C36B—C31B—C32B | 116.95 (17) |
Si2B—O2B—Si1B | 157.9 (1) | C36B—C31B—Si2B | 123.66 (15) |
Si2B—O3B—Si3B | 141.2 (1) | C32B—C31B—Si2B | 119.39 (15) |
C1—N1—C2i | 116.3 (2) | C33B—C32B—C31B | 121.5 (2) |
N1—C1—C2 | 121.9 (2) | C34B—C33B—C32B | 119.8 (2) |
N1—C2—C1i | 121.9 (2) | C35B—C34B—C33B | 120.3 (2) |
C16A—C11A—C12A | 117.16 (19) | C34B—C35B—C36B | 119.9 (2) |
C16A—C11A—Si1A | 123.74 (15) | C35B—C36B—C31B | 121.5 (2) |
C12A—C11A—Si1A | 119.08 (15) | C46B—C41B—C42B | 116.77 (18) |
C13A—C12A—C11A | 121.9 (2) | C46B—C41B—Si2B | 120.08 (15) |
C14A—C13A—C12A | 120.0 (3) | C42B—C41B—Si2B | 123.13 (14) |
C15A—C14A—C13A | 119.9 (2) | C43B—C42B—C41B | 121.5 (2) |
C14A—C15A—C16A | 120.4 (2) | C44B—C43B—C42B | 120.3 (2) |
C11A—C16A—C15A | 120.6 (2) | C43B—C44B—C45B | 120.0 (2) |
C26A—C21A—C22A | 116.87 (17) | C44B—C45B—C46B | 119.7 (2) |
C26A—C21A—Si1A | 121.14 (14) | C41B—C46B—C45B | 121.7 (2) |
C22A—C21A—Si1A | 121.98 (14) | C56B—C51B—C52B | 117.13 (18) |
C23A—C22A—C21A | 121.4 (2) | C56B—C51B—Si3B | 123.60 (14) |
C24A—C23A—C22A | 120.2 (2) | C52B—C51B—Si3B | 119.10 (15) |
C23A—C24A—C25A | 120.0 (2) | C53B—C52B—C51B | 120.9 (2) |
C24A—C25A—C26A | 120.0 (2) | C54B—C53B—C52B | 120.3 (2) |
C25A—C26A—C21A | 121.5 (2) | C55B—C54B—C53B | 120.0 (2) |
C36A—C31A—C32A | 117.09 (19) | C54B—C55B—C56B | 120.1 (2) |
C36A—C31A—Si2A | 123.36 (16) | C51B—C56B—C55B | 121.5 (2) |
C32A—C31A—Si2A | 119.50 (16) | C62B—C61B—C66B | 117.06 (16) |
C33A—C32A—C31A | 121.1 (2) | C62B—C61B—Si3B | 122.90 (14) |
C34A—C33A—C32A | 120.4 (2) | C66B—C61B—Si3B | 120.03 (14) |
C33A—C34A—C35A | 119.5 (2) | C63B—C62B—C61B | 121.2 (2) |
C34A—C35A—C36A | 121.1 (2) | C64B—C63B—C62B | 120.3 (2) |
C35A—C36A—C31A | 120.7 (2) | C65B—C64B—C63B | 120.32 (19) |
C46A—C41A—C42A | 116.8 (2) | C64B—C65B—C66B | 119.6 (2) |
C46A—C41A—Si2A | 121.74 (16) | C61B—C66B—C65B | 121.55 (19) |
C42A—C41A—Si2A | 121.43 (16) | ||
O1A—Si1A—O2A—Si2A | −5.7 (2) | C51A—Si3A—C61A—C66A | −112.37 (16) |
C11A—Si1A—O2A—Si2A | 112.0 (2) | O3A—Si3A—C61A—C62A | −170.53 (14) |
C21A—Si1A—O2A—Si2A | −126.6 (2) | O4A—Si3A—C61A—C62A | −50.11 (16) |
O3A—Si2A—O2A—Si1A | 8.9 (2) | C51A—Si3A—C61A—C62A | 65.03 (16) |
C31A—Si2A—O2A—Si1A | −110.0 (2) | C66A—C61A—C62A—C63A | −0.4 (3) |
C41A—Si2A—O2A—Si1A | 128.0 (2) | Si3A—C61A—C62A—C63A | −177.99 (17) |
O2A—Si2A—O3A—Si3A | −129.5 (4) | C61A—C62A—C63A—C64A | 0.0 (3) |
C31A—Si2A—O3A—Si3A | −11.7 (4) | C62A—C63A—C64A—C65A | 0.4 (4) |
C41A—Si2A—O3A—Si3A | 112.7 (4) | C63A—C64A—C65A—C66A | −0.4 (4) |
O4A—Si3A—O3A—Si2A | 78.0 (4) | C64A—C65A—C66A—C61A | 0.0 (3) |
C51A—Si3A—O3A—Si2A | −39.0 (4) | C62A—C61A—C66A—C65A | 0.4 (3) |
C61A—Si3A—O3A—Si2A | −160.6 (4) | Si3A—C61A—C66A—C65A | 177.89 (17) |
O3B—Si2B—O2B—Si1B | 105.7 (2) | O2B—Si1B—C11B—C12B | −105.0 (2) |
C41B—Si2B—O2B—Si1B | −133.6 (2) | O1B—Si1B—C11B—C12B | 11.4 (2) |
C31B—Si2B—O2B—Si1B | −12.6 (3) | C21B—Si1B—C11B—C12B | 135.5 (2) |
O1B—Si1B—O2B—Si2B | −60.6 (3) | O2B—Si1B—C11B—C16B | 71.12 (18) |
C21B—Si1B—O2B—Si2B | −179.7 (2) | O1B—Si1B—C11B—C16B | −172.54 (17) |
C11B—Si1B—O2B—Si2B | 58.3 (3) | C21B—Si1B—C11B—C16B | −48.45 (19) |
O2B—Si2B—O3B—Si3B | 49.6 (2) | C16B—C11B—C12B—C13B | −1.2 (5) |
C41B—Si2B—O3B—Si3B | −68.80 (14) | Si1B—C11B—C12B—C13B | 175.0 (3) |
C31B—Si2B—O3B—Si3B | 169.81 (12) | C11B—C12B—C13B—C14B | 2.1 (6) |
O4B—Si3B—O3B—Si2B | −44.7 (2) | C12B—C13B—C14B—C15B | −2.9 (7) |
C61B—Si3B—O3B—Si2B | 73.71 (14) | C13B—C14B—C15B—C16B | 2.8 (5) |
C51B—Si3B—O3B—Si2B | −168.61 (12) | C12B—C11B—C16B—C15B | 1.1 (4) |
O2A—Si1A—C11A—C16A | 11.88 (18) | Si1B—C11B—C16B—C15B | −175.2 (2) |
O1A—Si1A—C11A—C16A | 133.57 (16) | C14B—C15B—C16B—C11B | −1.9 (4) |
C21A—Si1A—C11A—C16A | −108.09 (17) | O2B—Si1B—C21B—C26B | −1.1 (2) |
O2A—Si1A—C11A—C12A | −169.91 (16) | O1B—Si1B—C21B—C26B | −116.4 (2) |
O1A—Si1A—C11A—C12A | −48.22 (18) | C11B—Si1B—C21B—C26B | 120.5 (2) |
C21A—Si1A—C11A—C12A | 70.12 (18) | O2B—Si1B—C21B—C22B | 179.94 (16) |
C16A—C11A—C12A—C13A | 0.0 (3) | O1B—Si1B—C21B—C22B | 64.60 (18) |
Si1A—C11A—C12A—C13A | −178.3 (2) | C11B—Si1B—C21B—C22B | −58.51 (18) |
C11A—C12A—C13A—C14A | 1.2 (4) | C26B—C21B—C22B—C23B | 0.9 (3) |
C12A—C13A—C14A—C15A | −1.5 (4) | Si1B—C21B—C22B—C23B | 179.95 (19) |
C13A—C14A—C15A—C16A | 0.6 (4) | C21B—C22B—C23B—C24B | −0.2 (4) |
C12A—C11A—C16A—C15A | −0.9 (3) | C22B—C23B—C24B—C25B | −0.6 (4) |
Si1A—C11A—C16A—C15A | 177.39 (16) | C23B—C24B—C25B—C26B | 0.6 (5) |
C14A—C15A—C16A—C11A | 0.6 (4) | C22B—C21B—C26B—C25B | −0.9 (4) |
O2A—Si1A—C21A—C26A | −49.21 (17) | Si1B—C21B—C26B—C25B | −179.9 (2) |
O1A—Si1A—C21A—C26A | −171.98 (16) | C24B—C25B—C26B—C21B | 0.1 (5) |
C11A—Si1A—C21A—C26A | 71.77 (18) | O2B—Si2B—C31B—C36B | 125.95 (16) |
O2A—Si1A—C21A—C22A | 131.84 (16) | O3B—Si2B—C31B—C36B | 5.48 (18) |
O1A—Si1A—C21A—C22A | 9.08 (18) | C41B—Si2B—C31B—C36B | −115.67 (17) |
C11A—Si1A—C21A—C22A | −107.17 (17) | O2B—Si2B—C31B—C32B | −54.40 (18) |
C26A—C21A—C22A—C23A | 0.3 (3) | O3B—Si2B—C31B—C32B | −174.87 (15) |
Si1A—C21A—C22A—C23A | 179.28 (18) | C41B—Si2B—C31B—C32B | 63.97 (18) |
C21A—C22A—C23A—C24A | −0.8 (4) | C36B—C31B—C32B—C33B | 0.0 (3) |
C22A—C23A—C24A—C25A | 0.7 (4) | Si2B—C31B—C32B—C33B | −179.66 (19) |
C23A—C24A—C25A—C26A | −0.1 (4) | C31B—C32B—C33B—C34B | 1.0 (4) |
C24A—C25A—C26A—C21A | −0.3 (4) | C32B—C33B—C34B—C35B | −1.2 (4) |
C22A—C21A—C26A—C25A | 0.3 (3) | C33B—C34B—C35B—C36B | 0.2 (4) |
Si1A—C21A—C26A—C25A | −178.73 (18) | C34B—C35B—C36B—C31B | 0.9 (3) |
O3A—Si2A—C31A—C36A | 130.85 (17) | C32B—C31B—C36B—C35B | −1.0 (3) |
O2A—Si2A—C31A—C36A | −110.95 (17) | Si2B—C31B—C36B—C35B | 178.69 (16) |
C41A—Si2A—C31A—C36A | 8.0 (2) | O2B—Si2B—C41B—C46B | −166.26 (17) |
O3A—Si2A—C31A—C32A | −51.93 (18) | O3B—Si2B—C41B—C46B | −45.56 (19) |
O2A—Si2A—C31A—C32A | 66.27 (17) | C31B—Si2B—C41B—C46B | 73.35 (19) |
C41A—Si2A—C31A—C32A | −174.73 (15) | O2B—Si2B—C41B—C42B | 15.55 (17) |
C36A—C31A—C32A—C33A | 0.1 (3) | O3B—Si2B—C41B—C42B | 136.24 (15) |
Si2A—C31A—C32A—C33A | −177.27 (17) | C31B—Si2B—C41B—C42B | −104.84 (17) |
C31A—C32A—C33A—C34A | 0.2 (4) | C46B—C41B—C42B—C43B | −1.1 (3) |
C32A—C33A—C34A—C35A | −0.7 (4) | Si2B—C41B—C42B—C43B | 177.16 (16) |
C33A—C34A—C35A—C36A | 0.8 (4) | C41B—C42B—C43B—C44B | 0.4 (3) |
C34A—C35A—C36A—C31A | −0.4 (4) | C42B—C43B—C44B—C45B | 0.4 (4) |
C32A—C31A—C36A—C35A | −0.1 (3) | C43B—C44B—C45B—C46B | −0.5 (4) |
Si2A—C31A—C36A—C35A | 177.23 (17) | C42B—C41B—C46B—C45B | 1.0 (4) |
O3A—Si2A—C41A—C46A | −64.0 (2) | Si2B—C41B—C46B—C45B | −177.3 (2) |
O2A—Si2A—C41A—C46A | 177.71 (18) | C44B—C45B—C46B—C41B | −0.3 (4) |
C31A—Si2A—C41A—C46A | 58.5 (2) | O4B—Si3B—C51B—C56B | −149.49 (15) |
O3A—Si2A—C41A—C42A | 116.72 (18) | O3B—Si3B—C51B—C56B | −25.97 (17) |
O2A—Si2A—C41A—C42A | −1.53 (19) | C61B—Si3B—C51B—C56B | 93.23 (16) |
C31A—Si2A—C41A—C42A | −120.69 (18) | O4B—Si3B—C51B—C52B | 35.26 (16) |
C46A—C41A—C42A—C43A | −0.3 (4) | O3B—Si3B—C51B—C52B | 158.79 (14) |
Si2A—C41A—C42A—C43A | 178.9 (2) | C61B—Si3B—C51B—C52B | −82.02 (16) |
C41A—C42A—C43A—C44A | −0.2 (4) | C56B—C51B—C52B—C53B | −1.2 (3) |
C42A—C43A—C44A—C45A | 0.0 (5) | Si3B—C51B—C52B—C53B | 174.32 (17) |
C43A—C44A—C45A—C46A | 0.7 (5) | C51B—C52B—C53B—C54B | 0.7 (4) |
C42A—C41A—C46A—C45A | 1.0 (4) | C52B—C53B—C54B—C55B | 0.1 (4) |
Si2A—C41A—C46A—C45A | −178.2 (2) | C53B—C54B—C55B—C56B | −0.4 (4) |
C44A—C45A—C46A—C41A | −1.2 (4) | C52B—C51B—C56B—C55B | 0.9 (3) |
O3A—Si3A—C51A—C52A | 89.11 (18) | Si3B—C51B—C56B—C55B | −174.40 (16) |
O4A—Si3A—C51A—C52A | −31.25 (19) | C54B—C55B—C56B—C51B | −0.1 (3) |
C61A—Si3A—C51A—C52A | −151.17 (17) | O4B—Si3B—C61B—C62B | 15.78 (18) |
O3A—Si3A—C51A—C56A | −96.52 (17) | O3B—Si3B—C61B—C62B | −105.81 (17) |
O4A—Si3A—C51A—C56A | 143.12 (17) | C51B—Si3B—C61B—C62B | 136.85 (17) |
C61A—Si3A—C51A—C56A | 23.20 (19) | O4B—Si3B—C61B—C66B | −163.18 (15) |
C56A—C51A—C52A—C53A | −1.0 (3) | O3B—Si3B—C61B—C66B | 75.23 (16) |
Si3A—C51A—C52A—C53A | 173.62 (19) | C51B—Si3B—C61B—C66B | −42.11 (17) |
C51A—C52A—C53A—C54A | 0.9 (4) | C66B—C61B—C62B—C63B | −1.0 (3) |
C52A—C53A—C54A—C55A | 0.5 (5) | Si3B—C61B—C62B—C63B | −179.98 (18) |
C53A—C54A—C55A—C56A | −1.7 (5) | C61B—C62B—C63B—C64B | −0.2 (4) |
C52A—C51A—C56A—C55A | −0.3 (3) | C62B—C63B—C64B—C65B | 0.7 (4) |
Si3A—C51A—C56A—C55A | −174.90 (19) | C63B—C64B—C65B—C66B | 0.0 (4) |
C54A—C55A—C56A—C51A | 1.7 (4) | C62B—C61B—C66B—C65B | 1.7 (3) |
O3A—Si3A—C61A—C66A | 12.06 (18) | Si3B—C61B—C66B—C65B | −179.27 (17) |
O4A—Si3A—C61A—C66A | 132.48 (16) | C64B—C65B—C66B—C61B | −1.3 (3) |
Symmetry code: (i) −x, −y+1, −z. |
D—H···A | D—H | H···A | D···A | D—H···A |
O1A—H1A···N1 | 0.82 | 1.96 | 2.706 (2) | 150 |
O1B—H1B···O1A | 0.82 | 1.95 | 2.673 (2) | 146 |
O4A—H4A···O1B | 0.82 | 1.92 | 2.700 (2) | 157 |
O4B—H4B···O4A | 0.82 | 1.98 | 2.794 (2) | 174 |
2(C36H32O4Si3)·3(C5H5N) | F(000) = 770 |
Mr = 1463.07 | ? #Insert any comments here. |
Triclinic, P1 | Dx = 1.234 Mg m−3 |
a = 10.7764 (10) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 12.8122 (12) Å | Cell parameters from 25 reflections |
c = 15.1733 (13) Å | θ = 9.7–16.7° |
α = 91.999 (11)° | µ = 0.16 mm−1 |
β = 94.851 (13)° | T = 294 K |
γ = 109.063 (7)° | Block, colourless |
V = 1968.6 (3) Å3 | 0.36 × 0.34 × 0.30 mm |
Z = 1 |
Enraf-Nonius CAD-4 diffractometer | Rint = 0.000 |
Radiation source: X-ray tube | θmax = 26.9°, θmin = 2.0° |
Graphite monochromator | h = −13→12 |
θ/2θ scans | k = 0→16 |
8519 measured reflections | l = −19→19 |
8519 independent reflections | 3 standard reflections every 120 min |
5535 reflections with I > 2σ(I) | intensity decay: 3.0% |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.043 | H-atom parameters constrained |
wR(F2) = 0.118 | w = 1/[σ2(Fo2) + (0.0588P)2 + 0.1381P] where P = (Fo2 + 2Fc2)/3 |
S = 1.06 | (Δ/σ)max < 0.001 |
8519 reflections | Δρmax = 0.34 e Å−3 |
472 parameters | Δρmin = −0.29 e Å−3 |
0 restraints | Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0040 (7) |
Experimental. ? #Insert any special details here. |
Geometry. Mean-plane data from final SHELXL refinement run:- |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Si1 | 0.02261 (5) | 0.19241 (4) | 0.07874 (3) | 0.03513 (14) | |
Si2 | 0.03287 (5) | 0.11951 (4) | 0.27774 (3) | 0.03263 (13) | |
Si3 | 0.11155 (5) | 0.33581 (4) | 0.39625 (3) | 0.03585 (14) | |
O1 | −0.06094 (13) | 0.07789 (12) | 0.02119 (9) | 0.0493 (4) | |
O2 | 0.04162 (13) | 0.17316 (11) | 0.18300 (8) | 0.0462 (3) | |
O3 | 0.10524 (13) | 0.21363 (11) | 0.35638 (8) | 0.0432 (3) | |
O4 | −0.01376 (13) | 0.36932 (13) | 0.35921 (10) | 0.0483 (4) | |
C11 | 0.18849 (19) | 0.24721 (16) | 0.03933 (13) | 0.0395 (4) | |
C12 | 0.2081 (2) | 0.2297 (2) | −0.04874 (14) | 0.0538 (6) | |
C13 | 0.3291 (3) | 0.2757 (2) | −0.07990 (17) | 0.0676 (7) | |
C14 | 0.4339 (3) | 0.3402 (2) | −0.0240 (2) | 0.0745 (8) | |
C15 | 0.4199 (2) | 0.3593 (2) | 0.0630 (2) | 0.0726 (8) | |
C16 | 0.2973 (2) | 0.31309 (19) | 0.09495 (16) | 0.0552 (6) | |
C21 | −0.06858 (18) | 0.29232 (17) | 0.06399 (13) | 0.0407 (4) | |
C22 | −0.0907 (2) | 0.3281 (2) | −0.01984 (15) | 0.0575 (6) | |
C23 | −0.1562 (3) | 0.4040 (2) | −0.0324 (2) | 0.0746 (8) | |
C24 | −0.2016 (3) | 0.4450 (2) | 0.0381 (2) | 0.0748 (8) | |
C25 | −0.1817 (2) | 0.4117 (2) | 0.1205 (2) | 0.0716 (8) | |
C26 | −0.1150 (2) | 0.3367 (2) | 0.13396 (15) | 0.0546 (6) | |
C31 | 0.11714 (18) | 0.01450 (15) | 0.28134 (12) | 0.0368 (4) | |
C32 | 0.1654 (2) | −0.0222 (2) | 0.20868 (15) | 0.0583 (6) | |
C33 | 0.2199 (3) | −0.1059 (2) | 0.21429 (19) | 0.0725 (8) | |
C34 | 0.2272 (2) | −0.1551 (2) | 0.2920 (2) | 0.0681 (7) | |
C35 | 0.1820 (3) | −0.1203 (2) | 0.36493 (18) | 0.0669 (7) | |
C36 | 0.1277 (2) | −0.03702 (19) | 0.35971 (15) | 0.0539 (6) | |
C41 | −0.14281 (18) | 0.05439 (15) | 0.29744 (13) | 0.0376 (4) | |
C42 | −0.2404 (2) | 0.00355 (19) | 0.22878 (15) | 0.0527 (6) | |
C43 | −0.3691 (2) | −0.0495 (2) | 0.24485 (19) | 0.0697 (7) | |
C44 | −0.4035 (2) | −0.0540 (2) | 0.3303 (2) | 0.0742 (8) | |
C45 | −0.3098 (2) | −0.0052 (2) | 0.39944 (18) | 0.0649 (7) | |
C46 | −0.1815 (2) | 0.04832 (18) | 0.38326 (14) | 0.0492 (5) | |
C51 | 0.25739 (19) | 0.44002 (16) | 0.35667 (13) | 0.0405 (4) | |
C52 | 0.2462 (2) | 0.5100 (2) | 0.29102 (16) | 0.0590 (6) | |
C53 | 0.3555 (3) | 0.5823 (2) | 0.25863 (18) | 0.0747 (8) | |
C54 | 0.4790 (3) | 0.5866 (3) | 0.29122 (19) | 0.0815 (9) | |
C55 | 0.4935 (3) | 0.5208 (3) | 0.3563 (2) | 0.0897 (10) | |
C56 | 0.3844 (2) | 0.4486 (2) | 0.38911 (18) | 0.0711 (8) | |
C61 | 0.12489 (18) | 0.32885 (15) | 0.51849 (12) | 0.0374 (4) | |
C62 | 0.0915 (2) | 0.40361 (19) | 0.57214 (14) | 0.0534 (6) | |
C63 | 0.0987 (3) | 0.4004 (2) | 0.66322 (15) | 0.0625 (7) | |
C64 | 0.1389 (2) | 0.3212 (2) | 0.70321 (15) | 0.0609 (6) | |
C65 | 0.1735 (2) | 0.24595 (19) | 0.65260 (15) | 0.0560 (6) | |
C66 | 0.1662 (2) | 0.24943 (17) | 0.56169 (14) | 0.0468 (5) | |
N71 | −0.2711 (2) | 0.28949 (19) | 0.39229 (19) | 0.0741 (6) | |
C72 | −0.3176 (3) | 0.2957 (2) | 0.4693 (2) | 0.0823 (8) | |
C73 | −0.4493 (4) | 0.2525 (3) | 0.4809 (3) | 0.1019 (11) | |
C74 | −0.5356 (4) | 0.2009 (3) | 0.4102 (4) | 0.1111 (13) | |
C75 | −0.4904 (3) | 0.1931 (3) | 0.3316 (3) | 0.1031 (11) | |
C76 | −0.3584 (3) | 0.2379 (3) | 0.3250 (2) | 0.0862 (9) | |
N81 | −0.3582 (3) | 0.0318 (2) | −0.00099 (19) | 0.0942 (9) | 0.50 |
C81 | −0.3582 (3) | 0.0318 (2) | −0.00099 (19) | 0.0942 (9) | 0.50 |
C82 | −0.4419 (5) | −0.0687 (3) | −0.0302 (2) | 0.1026 (12) | |
C83 | −0.5773 (5) | −0.1005 (3) | −0.0301 (2) | 0.1144 (15) | |
H1 | −0.0145 | 0.0387 | 0.0173 | 0.074* | 0.50 |
H2 | −0.1398 | 0.0700 | 0.0182 | 0.074* | 0.50 |
H4 | −0.0808 | 0.3275 | 0.3770 | 0.072* | |
H12 | 0.1375 | 0.1856 | −0.0876 | 0.065* | |
H13 | 0.3394 | 0.2628 | −0.1391 | 0.081* | |
H14 | 0.5155 | 0.3714 | −0.0452 | 0.089* | |
H15 | 0.4918 | 0.4031 | 0.1010 | 0.087* | |
H16 | 0.2883 | 0.3265 | 0.1543 | 0.066* | |
H22 | −0.0610 | 0.3004 | −0.0683 | 0.069* | |
H23 | −0.1694 | 0.4272 | −0.0888 | 0.090* | |
H24 | −0.2461 | 0.4956 | 0.0295 | 0.090* | |
H25 | −0.2130 | 0.4393 | 0.1683 | 0.086* | |
H26 | −0.1010 | 0.3156 | 0.1910 | 0.066* | |
H32 | 0.1609 | 0.0101 | 0.1551 | 0.070* | |
H33 | 0.2518 | −0.1289 | 0.1647 | 0.087* | |
H34 | 0.2629 | −0.2121 | 0.2952 | 0.082* | |
H35 | 0.1879 | −0.1529 | 0.4182 | 0.080* | |
H36 | 0.0971 | −0.0144 | 0.4100 | 0.065* | |
H42 | −0.2182 | 0.0054 | 0.1708 | 0.063* | |
H43 | −0.4328 | −0.0824 | 0.1979 | 0.084* | |
H44 | −0.4904 | −0.0901 | 0.3410 | 0.089* | |
H45 | −0.3328 | −0.0083 | 0.4572 | 0.078* | |
H46 | −0.1188 | 0.0814 | 0.4307 | 0.059* | |
H52 | 0.1626 | 0.5081 | 0.2682 | 0.071* | |
H53 | 0.3449 | 0.6282 | 0.2145 | 0.090* | |
H54 | 0.5528 | 0.6345 | 0.2689 | 0.098* | |
H55 | 0.5777 | 0.5241 | 0.3791 | 0.108* | |
H56 | 0.3966 | 0.4047 | 0.4343 | 0.085* | |
H62 | 0.0634 | 0.4576 | 0.5458 | 0.064* | |
H63 | 0.0763 | 0.4520 | 0.6973 | 0.075* | |
H64 | 0.1429 | 0.3183 | 0.7645 | 0.073* | |
H65 | 0.2018 | 0.1926 | 0.6797 | 0.067* | |
H66 | 0.1894 | 0.1977 | 0.5282 | 0.056* | |
H72 | −0.2584 | 0.3309 | 0.5180 | 0.099* | |
H73 | −0.4785 | 0.2586 | 0.5361 | 0.122* | |
H74 | −0.6253 | 0.1713 | 0.4162 | 0.133* | |
H75 | −0.5481 | 0.1576 | 0.2823 | 0.124* | |
H76 | −0.3281 | 0.2319 | 0.2701 | 0.103* | |
H81 | −0.2671 | 0.0527 | −0.0016 | 0.113* | 0.50 |
H82 | −0.4064 | −0.1203 | −0.0520 | 0.123* | |
H83 | −0.6276 | −0.1719 | −0.0520 | 0.137* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Si1 | 0.0358 (3) | 0.0350 (3) | 0.0334 (3) | 0.0093 (2) | 0.0058 (2) | 0.0055 (2) |
Si2 | 0.0370 (3) | 0.0302 (3) | 0.0309 (3) | 0.0111 (2) | 0.0042 (2) | 0.0038 (2) |
Si3 | 0.0377 (3) | 0.0321 (3) | 0.0370 (3) | 0.0115 (2) | 0.0010 (2) | 0.0001 (2) |
O1 | 0.0416 (8) | 0.0436 (8) | 0.0580 (9) | 0.0090 (7) | 0.0054 (7) | −0.0072 (7) |
O2 | 0.0565 (9) | 0.0466 (9) | 0.0376 (7) | 0.0178 (7) | 0.0087 (6) | 0.0142 (6) |
O3 | 0.0505 (8) | 0.0351 (8) | 0.0422 (8) | 0.0137 (6) | −0.0008 (6) | −0.0052 (6) |
O4 | 0.0435 (8) | 0.0550 (9) | 0.0496 (8) | 0.0205 (7) | 0.0038 (7) | 0.0090 (7) |
C11 | 0.0393 (10) | 0.0378 (11) | 0.0428 (11) | 0.0132 (9) | 0.0071 (8) | 0.0100 (9) |
C12 | 0.0486 (12) | 0.0652 (15) | 0.0475 (13) | 0.0162 (11) | 0.0108 (10) | 0.0134 (11) |
C13 | 0.0608 (16) | 0.086 (2) | 0.0608 (15) | 0.0232 (15) | 0.0281 (13) | 0.0212 (14) |
C14 | 0.0538 (15) | 0.0747 (19) | 0.097 (2) | 0.0156 (14) | 0.0359 (15) | 0.0233 (16) |
C15 | 0.0406 (13) | 0.0650 (17) | 0.101 (2) | 0.0029 (12) | 0.0055 (13) | 0.0000 (15) |
C16 | 0.0472 (12) | 0.0546 (14) | 0.0595 (14) | 0.0114 (11) | 0.0054 (10) | −0.0016 (11) |
C21 | 0.0349 (10) | 0.0410 (11) | 0.0442 (11) | 0.0111 (9) | −0.0013 (8) | 0.0044 (9) |
C22 | 0.0563 (14) | 0.0665 (16) | 0.0501 (13) | 0.0215 (12) | −0.0009 (11) | 0.0139 (11) |
C23 | 0.0619 (16) | 0.0750 (19) | 0.0824 (19) | 0.0191 (14) | −0.0148 (14) | 0.0354 (16) |
C24 | 0.0542 (15) | 0.0556 (16) | 0.115 (3) | 0.0243 (13) | −0.0169 (16) | 0.0075 (16) |
C25 | 0.0600 (16) | 0.0671 (17) | 0.093 (2) | 0.0336 (14) | −0.0072 (14) | −0.0182 (15) |
C26 | 0.0546 (13) | 0.0619 (15) | 0.0523 (13) | 0.0284 (12) | −0.0016 (10) | −0.0020 (11) |
C31 | 0.0367 (10) | 0.0331 (10) | 0.0389 (10) | 0.0102 (8) | 0.0021 (8) | −0.0007 (8) |
C32 | 0.0718 (16) | 0.0692 (16) | 0.0462 (12) | 0.0401 (13) | 0.0071 (11) | 0.0007 (11) |
C33 | 0.0807 (19) | 0.0772 (19) | 0.0742 (18) | 0.0473 (16) | 0.0109 (14) | −0.0149 (15) |
C34 | 0.0626 (16) | 0.0526 (15) | 0.098 (2) | 0.0347 (13) | −0.0027 (14) | −0.0005 (14) |
C35 | 0.0728 (17) | 0.0621 (16) | 0.0780 (18) | 0.0371 (14) | 0.0078 (14) | 0.0230 (14) |
C36 | 0.0678 (15) | 0.0524 (14) | 0.0525 (13) | 0.0317 (12) | 0.0139 (11) | 0.0129 (11) |
C41 | 0.0383 (10) | 0.0319 (10) | 0.0435 (11) | 0.0119 (8) | 0.0054 (8) | 0.0083 (8) |
C42 | 0.0445 (12) | 0.0578 (14) | 0.0507 (13) | 0.0103 (11) | 0.0009 (10) | 0.0094 (11) |
C43 | 0.0433 (13) | 0.0746 (18) | 0.0786 (18) | 0.0049 (12) | −0.0069 (12) | 0.0107 (14) |
C44 | 0.0439 (14) | 0.0758 (19) | 0.099 (2) | 0.0091 (13) | 0.0213 (14) | 0.0247 (16) |
C45 | 0.0588 (15) | 0.0701 (17) | 0.0677 (16) | 0.0175 (13) | 0.0266 (13) | 0.0189 (13) |
C46 | 0.0492 (12) | 0.0495 (13) | 0.0485 (12) | 0.0138 (10) | 0.0098 (10) | 0.0091 (10) |
C51 | 0.0442 (11) | 0.0349 (11) | 0.0401 (11) | 0.0108 (9) | 0.0015 (9) | 0.0009 (8) |
C52 | 0.0514 (13) | 0.0622 (16) | 0.0595 (14) | 0.0135 (12) | 0.0013 (11) | 0.0169 (12) |
C53 | 0.0727 (18) | 0.0783 (19) | 0.0634 (16) | 0.0078 (15) | 0.0114 (13) | 0.0323 (14) |
C54 | 0.0586 (17) | 0.091 (2) | 0.0760 (19) | −0.0051 (15) | 0.0142 (14) | 0.0222 (16) |
C55 | 0.0424 (14) | 0.109 (3) | 0.107 (2) | 0.0091 (15) | 0.0024 (14) | 0.038 (2) |
C56 | 0.0503 (14) | 0.0777 (19) | 0.0813 (18) | 0.0144 (13) | 0.0013 (13) | 0.0334 (15) |
C61 | 0.0381 (10) | 0.0323 (10) | 0.0398 (10) | 0.0097 (8) | 0.0022 (8) | 0.0017 (8) |
C62 | 0.0746 (15) | 0.0500 (13) | 0.0435 (12) | 0.0343 (12) | −0.0041 (11) | −0.0008 (10) |
C63 | 0.0836 (18) | 0.0706 (17) | 0.0433 (13) | 0.0415 (14) | 0.0004 (12) | −0.0052 (12) |
C64 | 0.0731 (16) | 0.0699 (17) | 0.0386 (12) | 0.0233 (14) | 0.0000 (11) | 0.0070 (11) |
C65 | 0.0677 (15) | 0.0483 (14) | 0.0522 (13) | 0.0206 (12) | −0.0024 (11) | 0.0153 (11) |
C66 | 0.0539 (12) | 0.0367 (11) | 0.0520 (13) | 0.0186 (10) | 0.0030 (10) | 0.0031 (9) |
N71 | 0.0574 (13) | 0.0603 (14) | 0.108 (2) | 0.0224 (11) | 0.0157 (13) | 0.0109 (13) |
C72 | 0.087 (2) | 0.071 (2) | 0.094 (2) | 0.0338 (17) | 0.0051 (18) | 0.0088 (17) |
C73 | 0.112 (3) | 0.102 (3) | 0.116 (3) | 0.054 (2) | 0.058 (2) | 0.039 (2) |
C74 | 0.064 (2) | 0.096 (3) | 0.179 (4) | 0.025 (2) | 0.041 (3) | 0.028 (3) |
C75 | 0.060 (2) | 0.097 (3) | 0.144 (3) | 0.0199 (18) | −0.005 (2) | −0.012 (2) |
C76 | 0.075 (2) | 0.087 (2) | 0.100 (2) | 0.0287 (18) | 0.0195 (18) | 0.0012 (19) |
N81 | 0.133 (3) | 0.0558 (17) | 0.0725 (18) | 0.0071 (18) | −0.0086 (17) | 0.0056 (14) |
C81 | 0.133 (3) | 0.0558 (17) | 0.0725 (18) | 0.0071 (18) | −0.0086 (17) | 0.0056 (14) |
C82 | 0.161 (4) | 0.058 (2) | 0.078 (2) | 0.024 (2) | 0.000 (2) | 0.0049 (16) |
C83 | 0.150 (4) | 0.057 (2) | 0.085 (2) | −0.025 (2) | −0.024 (2) | 0.0032 (17) |
Si1—O2 | 1.616 (2) | C35—C36 | 1.376 (3) |
Si1—O1 | 1.625 (2) | C41—C42 | 1.391 (3) |
Si1—C11 | 1.854 (2) | C41—C46 | 1.398 (3) |
Si1—C21 | 1.860 (2) | C42—C43 | 1.378 (3) |
Si2—O2 | 1.612 (2) | C43—C44 | 1.376 (4) |
Si2—O3 | 1.617 (2) | C44—C45 | 1.370 (4) |
Si2—C31 | 1.853 (2) | C45—C46 | 1.375 (3) |
Si2—C41 | 1.8577 (19) | C51—C56 | 1.382 (3) |
Si3—O4 | 1.610 (2) | C51—C52 | 1.387 (3) |
Si3—O3 | 1.637 (2) | C52—C53 | 1.380 (3) |
Si3—C61 | 1.8557 (19) | C53—C54 | 1.363 (4) |
Si3—C51 | 1.860 (2) | C54—C55 | 1.352 (4) |
C11—C16 | 1.392 (3) | C55—C56 | 1.381 (3) |
C11—C12 | 1.393 (3) | C61—C62 | 1.389 (3) |
C12—C13 | 1.376 (3) | C61—C66 | 1.399 (3) |
C13—C14 | 1.363 (4) | C62—C63 | 1.380 (3) |
C14—C15 | 1.364 (4) | C63—C64 | 1.368 (3) |
C15—C16 | 1.395 (3) | C64—C65 | 1.374 (3) |
C21—C26 | 1.391 (3) | C65—C66 | 1.378 (3) |
C21—C22 | 1.395 (3) | N71—C72 | 1.319 (4) |
C22—C23 | 1.386 (4) | N71—C76 | 1.323 (4) |
C23—C24 | 1.369 (4) | C72—C73 | 1.374 (4) |
C24—C25 | 1.359 (4) | C73—C74 | 1.353 (5) |
C25—C26 | 1.385 (3) | C74—C75 | 1.339 (5) |
C31—C32 | 1.388 (3) | C75—C76 | 1.363 (4) |
C31—C36 | 1.394 (3) | N81—C83i | 1.382 (5) |
C32—C33 | 1.382 (3) | C82—C83 | 1.381 (5) |
C33—C34 | 1.365 (4) | C83—C81i | 1.382 (5) |
C34—C35 | 1.363 (4) | ||
O2—Si1—O1 | 111.66 (8) | C36—C31—Si2 | 119.38 (15) |
O2—Si1—C11 | 108.06 (8) | C33—C32—C31 | 121.4 (2) |
O1—Si1—C11 | 108.93 (8) | C34—C33—C32 | 120.5 (2) |
O2—Si1—C21 | 108.90 (8) | C35—C34—C33 | 119.7 (2) |
O1—Si1—C21 | 108.41 (8) | C34—C35—C36 | 120.1 (2) |
C11—Si1—C21 | 110.89 (9) | C35—C36—C31 | 122.0 (2) |
O2—Si2—O3 | 110.39 (8) | C42—C41—C46 | 116.81 (19) |
O2—Si2—C31 | 110.36 (8) | C42—C41—Si2 | 122.00 (15) |
O3—Si2—C31 | 107.60 (8) | C46—C41—Si2 | 121.07 (15) |
O2—Si2—C41 | 109.77 (8) | C43—C42—C41 | 121.4 (2) |
O3—Si2—C41 | 108.93 (8) | C44—C43—C42 | 120.2 (2) |
C31—Si2—C41 | 109.76 (8) | C45—C44—C43 | 119.9 (2) |
O4—Si3—O3 | 112.66 (8) | C44—C45—C46 | 119.9 (2) |
O4—Si3—C61 | 112.55 (8) | C45—C46—C41 | 121.8 (2) |
O3—Si3—C61 | 105.34 (8) | C56—C51—C52 | 116.1 (2) |
O4—Si3—C51 | 105.53 (9) | C56—C51—Si3 | 121.23 (17) |
O3—Si3—C51 | 107.75 (8) | C52—C51—Si3 | 122.59 (16) |
C61—Si3—C51 | 113.05 (9) | C53—C52—C51 | 121.9 (2) |
Si2—O2—Si1 | 163.8 (1) | C54—C53—C52 | 120.1 (2) |
Si2—O3—Si3 | 142.5 (1) | C55—C54—C53 | 119.6 (2) |
C16—C11—C12 | 116.94 (19) | C54—C55—C56 | 120.5 (3) |
C16—C11—Si1 | 121.60 (16) | C55—C56—C51 | 121.8 (2) |
C12—C11—Si1 | 121.35 (16) | C62—C61—C66 | 116.40 (18) |
C13—C12—C11 | 121.8 (2) | C62—C61—Si3 | 120.40 (15) |
C14—C13—C12 | 120.0 (2) | C66—C61—Si3 | 123.20 (15) |
C13—C14—C15 | 120.5 (2) | C63—C62—C61 | 122.2 (2) |
C14—C15—C16 | 119.8 (2) | C64—C63—C62 | 119.9 (2) |
C11—C16—C15 | 121.0 (2) | C63—C64—C65 | 119.8 (2) |
C26—C21—C22 | 116.8 (2) | C64—C65—C66 | 120.1 (2) |
C26—C21—Si1 | 123.01 (16) | C65—C66—C61 | 121.6 (2) |
C22—C21—Si1 | 120.15 (17) | C72—N71—C76 | 116.5 (3) |
C23—C22—C21 | 121.3 (2) | N71—C72—C73 | 123.0 (3) |
C24—C23—C22 | 120.2 (2) | C74—C73—C72 | 118.7 (3) |
C25—C24—C23 | 119.9 (2) | C75—C74—C73 | 119.3 (3) |
C24—C25—C26 | 120.4 (3) | C74—C75—C76 | 118.9 (4) |
C25—C26—C21 | 121.4 (2) | N71—C76—C75 | 123.7 (3) |
C32—C31—C36 | 116.35 (19) | C82—C83—C81i | 123.4 (3) |
C32—C31—Si2 | 124.17 (16) | ||
O3—Si2—O2—Si1 | −172.2 (3) | C34—C35—C36—C31 | −0.2 (4) |
C31—Si2—O2—Si1 | 69.0 (4) | C32—C31—C36—C35 | −0.5 (3) |
C41—Si2—O2—Si1 | −52.1 (4) | Si2—C31—C36—C35 | 176.00 (19) |
O1—Si1—O2—Si2 | −6.6 (4) | O2—Si2—C41—C42 | 34.10 (19) |
C11—Si1—O2—Si2 | −126.4 (3) | O3—Si2—C41—C42 | 155.08 (17) |
C21—Si1—O2—Si2 | 113.1 (4) | C31—Si2—C41—C42 | −87.36 (18) |
O2—Si2—O3—Si3 | 51.0 (2) | O2—Si2—C41—C46 | −149.95 (16) |
C31—Si2—O3—Si3 | 171.53 (14) | O3—Si2—C41—C46 | −28.97 (18) |
C41—Si2—O3—Si3 | −69.55 (16) | C31—Si2—C41—C46 | 88.60 (18) |
O4—Si3—O3—Si2 | 16.7 (2) | C46—C41—C42—C43 | 0.4 (3) |
C61—Si3—O3—Si2 | 139.70 (15) | Si2—C41—C42—C43 | 176.54 (19) |
C51—Si3—O3—Si2 | −99.35 (16) | C41—C42—C43—C44 | −0.6 (4) |
O2—Si1—C11—C16 | −31.1 (2) | C42—C43—C44—C45 | 0.2 (4) |
O1—Si1—C11—C16 | −152.56 (17) | C43—C44—C45—C46 | 0.2 (4) |
C21—Si1—C11—C16 | 88.21 (19) | C44—C45—C46—C41 | −0.3 (4) |
O2—Si1—C11—C12 | 152.77 (17) | C42—C41—C46—C45 | 0.0 (3) |
O1—Si1—C11—C12 | 31.3 (2) | Si2—C41—C46—C45 | −176.14 (18) |
C21—Si1—C11—C12 | −87.94 (19) | O4—Si3—C51—C56 | 168.4 (2) |
C16—C11—C12—C13 | −0.4 (3) | O3—Si3—C51—C56 | −71.1 (2) |
Si1—C11—C12—C13 | 175.91 (19) | C61—Si3—C51—C56 | 44.9 (2) |
C11—C12—C13—C14 | 0.2 (4) | O4—Si3—C51—C52 | −14.4 (2) |
C12—C13—C14—C15 | 0.2 (4) | O3—Si3—C51—C52 | 106.22 (19) |
C13—C14—C15—C16 | −0.4 (4) | C61—Si3—C51—C52 | −137.79 (18) |
C12—C11—C16—C15 | 0.3 (3) | C56—C51—C52—C53 | 1.3 (4) |
Si1—C11—C16—C15 | −176.07 (19) | Si3—C51—C52—C53 | −176.1 (2) |
C14—C15—C16—C11 | 0.1 (4) | C51—C52—C53—C54 | −0.1 (4) |
O2—Si1—C21—C26 | −2.4 (2) | C52—C53—C54—C55 | −1.0 (5) |
O1—Si1—C21—C26 | 119.25 (18) | C53—C54—C55—C56 | 0.7 (5) |
C11—Si1—C21—C26 | −121.21 (18) | C54—C55—C56—C51 | 0.7 (5) |
O2—Si1—C21—C22 | 176.13 (16) | C52—C51—C56—C55 | −1.6 (4) |
O1—Si1—C21—C22 | −62.18 (19) | Si3—C51—C56—C55 | 175.8 (2) |
C11—Si1—C21—C22 | 57.35 (19) | O4—Si3—C61—C62 | −36.68 (19) |
C26—C21—C22—C23 | −0.1 (3) | O3—Si3—C61—C62 | −159.81 (17) |
Si1—C21—C22—C23 | −178.79 (18) | C51—Si3—C61—C62 | 82.78 (19) |
C21—C22—C23—C24 | −0.5 (4) | O4—Si3—C61—C66 | 142.42 (16) |
C22—C23—C24—C25 | 0.4 (4) | O3—Si3—C61—C66 | 19.29 (18) |
C23—C24—C25—C26 | 0.3 (4) | C51—Si3—C61—C66 | −98.12 (18) |
C24—C25—C26—C21 | −1.0 (4) | C66—C61—C62—C63 | 0.1 (3) |
C22—C21—C26—C25 | 0.9 (3) | Si3—C61—C62—C63 | 179.27 (19) |
Si1—C21—C26—C25 | 179.47 (18) | C61—C62—C63—C64 | −0.4 (4) |
O2—Si2—C31—C32 | −7.7 (2) | C62—C63—C64—C65 | 0.8 (4) |
O3—Si2—C31—C32 | −128.22 (18) | C63—C64—C65—C66 | −0.7 (4) |
C41—Si2—C31—C32 | 113.39 (19) | C64—C65—C66—C61 | 0.4 (3) |
O2—Si2—C31—C36 | 176.14 (16) | C62—C61—C66—C65 | −0.1 (3) |
O3—Si2—C31—C36 | 55.63 (18) | Si3—C61—C66—C65 | −179.23 (17) |
C41—Si2—C31—C36 | −62.76 (18) | C76—N71—C72—C73 | −0.6 (4) |
C36—C31—C32—C33 | 0.4 (3) | N71—C72—C73—C74 | 0.2 (5) |
Si2—C31—C32—C33 | −175.84 (19) | C72—C73—C74—C75 | 0.3 (6) |
C31—C32—C33—C34 | 0.2 (4) | C73—C74—C75—C76 | −0.3 (6) |
C32—C33—C34—C35 | −0.9 (4) | C72—N71—C76—C75 | 0.5 (5) |
C33—C34—C35—C36 | 0.9 (4) | C74—C75—C76—N71 | −0.1 (6) |
Symmetry code: (i) −x−1, −y, −z. |
D—H···A | D—H | H···A | D···A | D—H···A |
O4—H4···N71 | 0.82 | 1.98 | 2.722 (3) | 150 |
C81—H81···O1 | 0.93 | 2.13 | 3.048 (4) | 167 |
O1—H1···O1ii | 0.82 | 2.01 | 2.809 (2) | 164 |
O1—H2···N81 | 0.82 | 2.23 | 3.048 (4) | 173 |
Symmetry code: (ii) −x, −y, −z. |
C24H22O3Si2·C6H12N4 | ? #Insert any comments here. |
Mr = 554.79 | Dx = 1.244 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 16.1555 (9) Å | Cell parameters from 25 reflections |
b = 8.4622 (10) Å | θ = 9.4–14.2° |
c = 21.8427 (16) Å | µ = 0.16 mm−1 |
β = 97.386 (5)° | T = 294 K |
V = 2961.4 (4) Å3 | Block, colourless |
Z = 4 | 0.34 × 0.32 × 0.20 mm |
F(000) = 1176 |
Enraf-Nonius CAD-4 diffractometer | Rint = 0.012 |
Radiation source: X-ray tube | θmax = 26.9°, θmin = 2.1° |
Graphite monochromator | h = −20→20 |
θ/2θ scans | k = 0→10 |
6651 measured reflections | l = 0→27 |
6436 independent reflections | 3 standard reflections every 120 min |
3416 reflections with I > 2σ(I) | intensity decay: 6.9% |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.044 | H-atom parameters constrained |
wR(F2) = 0.116 | w = 1/[σ2(Fo2) + (0.0585P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.95 | (Δ/σ)max = 0.048 |
6436 reflections | Δρmax = 0.26 e Å−3 |
409 parameters | Δρmin = −0.24 e Å−3 |
58 restraints | Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0027 (6) |
Experimental. ? #Insert any special details here. |
Geometry. Mean-plane data from final SHELXL refinement run:- Least-squares planes(x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane) 14.2027(0.0081) x - 3.2188(0.0052) y - 8.6886(0.0177) z = 0.9369(0.0055) * 0.0247(0.0017) C11 * 0.0157(0.0018) C12 * -0.0058(0.0019) C13 * -0.0171(0.0023) C14 * -0.0045(0.0020) C15 * 0.0130(0.0019) C16 * -0.0261(0.0011) Si1 Rms deviation of fitted atoms = 0.0171 5.2635(0.0659) x + 5.5485(0.0271) y + 13.8394(0.1000) z = 4.9455(0.0067) Angle to previous plane(with approximate e.s.d.) = 80.9 (2) * 0.0113(0.0159) C21A_a * 0.0181(0.0119) C22A_a * -0.0044(0.0113) C23A_a * -0.0177(0.0134) C24A_a * 0.0011(0.0068) C25A_a * 0.0111(0.0059) C26A_a * -0.0194(0.0079) Si1 Rms deviation of fitted atoms = 0.0136 6.7330(0.0453) x + 7.4296(0.0124) y + 3.9310(0.1282) z = 4.3812(0.0115) Angle to previous plane(with approximate e.s.d.) = 29.3 (5) * -0.0262(0.0117) C21B_b * -0.0442(0.0119) C22B_b * 0.0325(0.0111) C23B_b * 0.0165(0.0114) C24B_b * -0.0083(0.0061) C25B_b * -0.0033(0.0052) C26B_b * 0.0329(0.0065) Si1 Rms deviation of fitted atoms = 0.0271 1.1860(0.0156) x + 3.1749(0.0037) y + 19.8099(0.0050) z = 1.4147(0.0045) Angle to previous plane(with approximate e.s.d.) = 54.7 (4) * 0.0162(0.0017) C31 * 0.0066(0.0017) C32 * -0.0066(0.0017) C33 * -0.0053(0.0019) C34 * 0.0024(0.0017) C35 * -0.0024(0.0018) C36 * -0.0110(0.0010) Si2 Rms deviation of fitted atoms = 0.0085 7.0084(0.0151) x - 7.3162(0.0029) y + 4.2761(0.0214) z = 0.1794(0.0045) Angle to previous plane(with approximate e.s.d.) = 86.7 (1) * 0.0057(0.0018) C41 * 0.0005(0.0019) C42 * 0.0029(0.0020) C43 * -0.0062(0.0025) C44 * -0.0017(0.0023) C45 * 0.0047(0.0022) C46 * -0.0059(0.0012) Si2 Rms deviation of fitted atoms = 0.0045 |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Si1 | 0.22392 (4) | 0.31469 (8) | 0.14462 (3) | 0.04133 (17) | |
Si2 | 0.28447 (4) | 0.25625 (8) | 0.01276 (3) | 0.04079 (17) | |
O1 | 0.29915 (11) | 0.4140 (2) | 0.18159 (8) | 0.0673 (5) | |
O2 | 0.37426 (9) | 0.1708 (2) | 0.02328 (8) | 0.0564 (5) | |
O3 | 0.24148 (10) | 0.2692 (2) | 0.07552 (7) | 0.0587 (5) | |
C11 | 0.21525 (13) | 0.1337 (3) | 0.19166 (10) | 0.0404 (5) | |
C12 | 0.25093 (15) | 0.1275 (3) | 0.25329 (10) | 0.0514 (6) | |
C13 | 0.24281 (19) | −0.0013 (4) | 0.29021 (13) | 0.0704 (8) | |
C14 | 0.1991 (2) | −0.1278 (4) | 0.26689 (17) | 0.0825 (10) | |
C15 | 0.16268 (19) | −0.1306 (3) | 0.20698 (18) | 0.0785 (9) | |
C16 | 0.17047 (15) | 0.0017 (3) | 0.16868 (13) | 0.0612 (7) | |
C21A | 0.1279 (4) | 0.4384 (11) | 0.1338 (10) | 0.046 (3) | 0.50 |
C22A | 0.0688 (13) | 0.404 (2) | 0.1707 (6) | 0.092 (5) | 0.50 |
C23A | −0.0097 (12) | 0.488 (2) | 0.1652 (7) | 0.120 (5) | 0.50 |
C24A | −0.0184 (9) | 0.6014 (19) | 0.1219 (9) | 0.096 (4) | 0.50 |
C25A | 0.0403 (6) | 0.6339 (9) | 0.0880 (4) | 0.087 (2) | 0.50 |
C26A | 0.1149 (4) | 0.5492 (8) | 0.0943 (3) | 0.067 (2) | 0.50 |
C21B | 0.1183 (4) | 0.4053 (13) | 0.1393 (9) | 0.035 (2) | 0.50 |
C22B | 0.0726 (11) | 0.418 (2) | 0.1892 (5) | 0.056 (2) | 0.50 |
C23B | −0.0007 (11) | 0.496 (2) | 0.1867 (5) | 0.073 (3) | 0.50 |
C24B | −0.0405 (8) | 0.559 (2) | 0.1316 (7) | 0.078 (4) | 0.50 |
C25B | −0.0009 (5) | 0.5469 (10) | 0.0802 (4) | 0.094 (3) | 0.50 |
C26B | 0.0752 (4) | 0.4766 (10) | 0.0841 (4) | 0.086 (3) | 0.50 |
C31 | 0.30472 (14) | 0.4549 (3) | −0.01892 (9) | 0.0394 (5) | |
C32 | 0.38366 (14) | 0.5001 (3) | −0.03138 (10) | 0.0462 (6) | |
C33 | 0.39802 (16) | 0.6462 (3) | −0.05631 (11) | 0.0532 (6) | |
C34 | 0.33444 (18) | 0.7512 (3) | −0.06926 (11) | 0.0571 (6) | |
C35 | 0.25573 (17) | 0.7113 (3) | −0.05777 (11) | 0.0573 (7) | |
C36 | 0.24109 (15) | 0.5645 (3) | −0.03362 (10) | 0.0496 (6) | |
C41 | 0.20864 (14) | 0.1489 (3) | −0.04388 (10) | 0.0457 (6) | |
C42 | 0.22557 (18) | 0.1305 (3) | −0.10434 (12) | 0.0585 (7) | |
C43 | 0.1721 (2) | 0.0532 (4) | −0.14836 (14) | 0.0783 (9) | |
C44 | 0.0994 (3) | −0.0064 (4) | −0.13337 (18) | 0.0905 (11) | |
C45 | 0.07920 (18) | 0.0083 (4) | −0.07411 (18) | 0.0879 (10) | |
C46 | 0.13420 (17) | 0.0859 (3) | −0.02995 (14) | 0.0684 (8) | |
N1 | 0.39060 (11) | 0.6835 (2) | 0.15747 (8) | 0.0460 (5) | |
N2 | 0.41673 (11) | 0.9250 (2) | 0.10210 (8) | 0.0412 (4) | |
N3 | 0.46530 (12) | 0.9039 (2) | 0.21221 (8) | 0.0518 (5) | |
N4 | 0.53223 (11) | 0.7498 (2) | 0.13822 (8) | 0.0489 (5) | |
C1 | 0.35860 (14) | 0.7942 (3) | 0.10849 (10) | 0.0463 (6) | |
C2 | 0.40625 (16) | 0.7743 (3) | 0.21555 (10) | 0.0557 (7) | |
C3 | 0.43149 (15) | 1.0078 (3) | 0.16200 (11) | 0.0521 (6) | |
C4 | 0.49663 (14) | 0.8582 (3) | 0.08957 (10) | 0.0482 (6) | |
C5 | 0.47230 (15) | 0.6238 (3) | 0.14330 (11) | 0.0531 (6) | |
C6 | 0.54306 (15) | 0.8364 (3) | 0.19647 (11) | 0.0584 (7) | |
H1 | 0.3109 | 0.4887 | 0.1604 | 0.081* | |
H2 | 0.3719 | 0.0933 | 0.0455 | 0.068* | |
H12 | 0.2814 | 0.2141 | 0.2700 | 0.062* | |
H13 | 0.2674 | −0.0012 | 0.3311 | 0.085* | |
H14 | 0.1936 | −0.2148 | 0.2921 | 0.099* | |
H15 | 0.1329 | −0.2190 | 0.1914 | 0.094* | |
H16 | 0.1455 | 0.0005 | 0.1279 | 0.073* | |
H22A | 0.0791 | 0.3240 | 0.2001 | 0.111* | 0.50 |
H23A | −0.0511 | 0.4646 | 0.1898 | 0.145* | 0.50 |
H24A | −0.0678 | 0.6589 | 0.1160 | 0.115* | 0.50 |
H25A | 0.0321 | 0.7149 | 0.0591 | 0.105* | 0.50 |
H26A | 0.1557 | 0.5739 | 0.0694 | 0.081* | 0.50 |
H22B | 0.0938 | 0.3698 | 0.2263 | 0.067* | 0.50 |
H23B | −0.0253 | 0.5080 | 0.2226 | 0.088* | 0.50 |
H24B | −0.0923 | 0.6076 | 0.1300 | 0.094* | 0.50 |
H25B | −0.0259 | 0.5868 | 0.0426 | 0.113* | 0.50 |
H26B | 0.1015 | 0.4741 | 0.0486 | 0.103* | 0.50 |
H32 | 0.4280 | 0.4301 | −0.0227 | 0.055* | |
H33 | 0.4515 | 0.6728 | −0.0643 | 0.064* | |
H34 | 0.3444 | 0.8495 | −0.0858 | 0.069* | |
H35 | 0.2121 | 0.7830 | −0.0662 | 0.069* | |
H36 | 0.1871 | 0.5382 | −0.0270 | 0.059* | |
H42 | 0.2749 | 0.1720 | −0.1153 | 0.070* | |
H43 | 0.1857 | 0.0419 | −0.1882 | 0.094* | |
H44 | 0.0628 | −0.0576 | −0.1633 | 0.109* | |
H45 | 0.0295 | −0.0332 | −0.0639 | 0.105* | |
H46 | 0.1207 | 0.0958 | 0.0100 | 0.082* | |
H1A | 0.3058 | 0.8370 | 0.1175 | 0.056* | |
H1B | 0.3484 | 0.7376 | 0.0696 | 0.056* | |
H2A | 0.3538 | 0.8170 | 0.2254 | 0.067* | |
H2B | 0.4279 | 0.7036 | 0.2487 | 0.067* | |
H3A | 0.4701 | 1.0943 | 0.1588 | 0.062* | |
H3B | 0.3793 | 1.0524 | 0.1714 | 0.062* | |
H4A | 0.4884 | 0.8021 | 0.0505 | 0.058* | |
H4B | 0.5358 | 0.9435 | 0.0858 | 0.058* | |
H5A | 0.4949 | 0.5513 | 0.1756 | 0.064* | |
H5B | 0.4640 | 0.5654 | 0.1048 | 0.064* | |
H6A | 0.5831 | 0.9208 | 0.1939 | 0.070* | |
H6B | 0.5659 | 0.7655 | 0.2293 | 0.070* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Si1 | 0.0434 (4) | 0.0415 (4) | 0.0392 (3) | −0.0010 (3) | 0.0058 (3) | 0.0063 (3) |
Si2 | 0.0443 (3) | 0.0410 (4) | 0.0380 (3) | 0.0115 (3) | 0.0089 (2) | 0.0104 (3) |
O1 | 0.0679 (12) | 0.0627 (13) | 0.0660 (11) | −0.0223 (10) | −0.0110 (9) | 0.0225 (10) |
O2 | 0.0491 (9) | 0.0543 (11) | 0.0678 (11) | 0.0157 (8) | 0.0154 (8) | 0.0306 (9) |
O3 | 0.0669 (11) | 0.0688 (12) | 0.0438 (9) | 0.0069 (9) | 0.0198 (8) | 0.0079 (8) |
C11 | 0.0389 (12) | 0.0396 (13) | 0.0454 (12) | 0.0009 (10) | 0.0153 (10) | 0.0040 (10) |
C12 | 0.0588 (15) | 0.0528 (15) | 0.0450 (13) | 0.0092 (12) | 0.0158 (11) | 0.0090 (12) |
C13 | 0.092 (2) | 0.063 (2) | 0.0609 (17) | 0.0151 (18) | 0.0301 (15) | 0.0214 (16) |
C14 | 0.099 (2) | 0.064 (2) | 0.094 (2) | 0.016 (2) | 0.048 (2) | 0.0309 (19) |
C15 | 0.072 (2) | 0.0449 (17) | 0.124 (3) | −0.0143 (15) | 0.037 (2) | −0.0066 (18) |
C16 | 0.0554 (16) | 0.0558 (17) | 0.0738 (18) | −0.0065 (14) | 0.0135 (13) | 0.0009 (15) |
C21A | 0.055 (4) | 0.034 (5) | 0.047 (6) | −0.006 (3) | 0.006 (4) | 0.006 (4) |
C22A | 0.066 (6) | 0.096 (9) | 0.117 (11) | 0.021 (6) | 0.019 (8) | 0.051 (8) |
C23A | 0.055 (7) | 0.128 (10) | 0.182 (14) | 0.020 (6) | 0.032 (10) | 0.049 (10) |
C24A | 0.061 (8) | 0.067 (8) | 0.154 (11) | 0.028 (7) | −0.003 (6) | 0.002 (6) |
C25A | 0.120 (7) | 0.065 (5) | 0.072 (5) | 0.047 (5) | −0.004 (5) | 0.001 (4) |
C26A | 0.076 (5) | 0.071 (5) | 0.057 (4) | 0.037 (4) | 0.013 (4) | 0.014 (3) |
C21B | 0.044 (4) | 0.026 (4) | 0.037 (4) | −0.003 (3) | 0.014 (3) | 0.011 (4) |
C22B | 0.041 (4) | 0.092 (5) | 0.035 (3) | 0.007 (3) | 0.007 (3) | −0.001 (4) |
C23B | 0.046 (4) | 0.114 (7) | 0.061 (4) | 0.011 (4) | 0.011 (4) | −0.021 (5) |
C24B | 0.040 (5) | 0.097 (11) | 0.097 (5) | 0.017 (5) | 0.007 (4) | 0.010 (6) |
C25B | 0.076 (6) | 0.131 (9) | 0.076 (5) | 0.052 (5) | 0.012 (4) | 0.022 (6) |
C26B | 0.059 (5) | 0.144 (9) | 0.057 (4) | 0.035 (4) | 0.021 (4) | 0.036 (5) |
C31 | 0.0490 (13) | 0.0377 (13) | 0.0315 (11) | 0.0087 (11) | 0.0046 (9) | 0.0028 (9) |
C32 | 0.0527 (14) | 0.0421 (13) | 0.0455 (13) | 0.0117 (12) | 0.0124 (11) | 0.0030 (11) |
C33 | 0.0589 (15) | 0.0479 (16) | 0.0549 (15) | 0.0003 (13) | 0.0160 (12) | 0.0063 (12) |
C34 | 0.0814 (19) | 0.0368 (13) | 0.0532 (14) | 0.0012 (14) | 0.0086 (13) | 0.0056 (12) |
C35 | 0.0649 (17) | 0.0427 (16) | 0.0623 (15) | 0.0194 (13) | 0.0007 (13) | 0.0087 (12) |
C36 | 0.0465 (13) | 0.0500 (15) | 0.0524 (14) | 0.0120 (12) | 0.0069 (11) | 0.0104 (12) |
C41 | 0.0512 (14) | 0.0355 (13) | 0.0501 (14) | 0.0124 (11) | 0.0054 (11) | 0.0091 (10) |
C42 | 0.0824 (19) | 0.0365 (13) | 0.0553 (15) | 0.0056 (13) | 0.0038 (14) | 0.0066 (12) |
C43 | 0.117 (3) | 0.0515 (18) | 0.0610 (18) | 0.0080 (19) | −0.0089 (19) | 0.0014 (15) |
C44 | 0.100 (3) | 0.067 (2) | 0.092 (3) | 0.009 (2) | −0.033 (2) | −0.0094 (19) |
C45 | 0.0512 (18) | 0.089 (2) | 0.120 (3) | −0.0063 (17) | −0.0021 (19) | 0.000 (2) |
C46 | 0.0547 (16) | 0.076 (2) | 0.0735 (18) | 0.0058 (15) | 0.0056 (14) | 0.0010 (17) |
N1 | 0.0518 (11) | 0.0424 (11) | 0.0440 (10) | −0.0023 (10) | 0.0074 (9) | 0.0020 (9) |
N2 | 0.0449 (10) | 0.0355 (10) | 0.0421 (10) | 0.0064 (9) | 0.0019 (8) | 0.0029 (8) |
N3 | 0.0546 (12) | 0.0568 (14) | 0.0420 (11) | 0.0039 (11) | −0.0011 (9) | −0.0097 (10) |
N4 | 0.0438 (11) | 0.0483 (12) | 0.0548 (12) | 0.0128 (10) | 0.0068 (9) | 0.0058 (10) |
C1 | 0.0400 (12) | 0.0495 (15) | 0.0474 (13) | 0.0005 (11) | −0.0024 (10) | −0.0020 (11) |
C2 | 0.0615 (16) | 0.0687 (18) | 0.0382 (12) | 0.0051 (14) | 0.0117 (11) | 0.0038 (12) |
C3 | 0.0532 (15) | 0.0407 (14) | 0.0610 (15) | 0.0061 (12) | 0.0018 (12) | −0.0105 (12) |
C4 | 0.0514 (14) | 0.0461 (14) | 0.0486 (14) | 0.0022 (12) | 0.0129 (11) | 0.0041 (11) |
C5 | 0.0682 (17) | 0.0390 (14) | 0.0527 (14) | 0.0143 (13) | 0.0097 (12) | 0.0045 (11) |
C6 | 0.0467 (14) | 0.0662 (18) | 0.0575 (15) | 0.0030 (13) | −0.0113 (11) | 0.0037 (13) |
Si1—O1 | 1.607 (2) | C25B—C26B | 1.359 (11) |
Si1—O3 | 1.618 (2) | C31—C36 | 1.391 (3) |
Si1—C11 | 1.860 (2) | C31—C32 | 1.391 (3) |
Si1—C21A | 1.8610 (1) | C32—C33 | 1.382 (3) |
Si1—C21B | 1.8610 (1) | C33—C34 | 1.360 (3) |
Si2—O2 | 1.611 (2) | C34—C35 | 1.370 (3) |
Si2—O3 | 1.618 (2) | C35—C36 | 1.381 (3) |
Si2—C41 | 1.862 (2) | C41—C46 | 1.385 (3) |
Si2—C31 | 1.863 (2) | C41—C42 | 1.391 (3) |
C11—C16 | 1.389 (3) | C42—C43 | 1.373 (4) |
C11—C12 | 1.396 (3) | C43—C44 | 1.357 (5) |
C12—C13 | 1.372 (3) | C44—C45 | 1.381 (5) |
C13—C14 | 1.346 (4) | C45—C46 | 1.390 (4) |
C14—C15 | 1.364 (4) | N1—C1 | 1.465 (3) |
C15—C16 | 1.413 (4) | N1—C2 | 1.477 (3) |
C21A—C26A | 1.273 (15) | N1—C5 | 1.483 (3) |
C21A—C22A | 1.359 (19) | N2—C4 | 1.467 (3) |
C22A—C23A | 1.45 (3) | N2—C1 | 1.470 (3) |
C23A—C24A | 1.34 (2) | N2—C3 | 1.476 (3) |
C24A—C25A | 1.306 (15) | N3—C3 | 1.456 (3) |
C25A—C26A | 1.395 (10) | N3—C6 | 1.461 (3) |
C21B—C22B | 1.397 (18) | N3—C2 | 1.461 (3) |
C21B—C26B | 1.445 (17) | N4—C5 | 1.454 (3) |
C22B—C23B | 1.35 (2) | N4—C6 | 1.459 (3) |
C23B—C24B | 1.39 (2) | N4—C4 | 1.464 (3) |
C24B—C25B | 1.366 (15) | ||
O1—Si1—O3 | 112.41 (10) | C25B—C24B—C23B | 117.9 (12) |
O1—Si1—C11 | 105.01 (10) | C26B—C25B—C24B | 119.8 (9) |
O3—Si1—C11 | 110.74 (10) | C25B—C26B—C21B | 124.7 (8) |
O1—Si1—C21A | 109.5 (5) | C36—C31—C32 | 116.1 (2) |
O3—Si1—C21A | 105.0 (7) | C36—C31—Si2 | 121.85 (17) |
C11—Si1—C21A | 114.4 (4) | C32—C31—Si2 | 121.99 (16) |
O1—Si1—C21B | 116.4 (5) | C33—C32—C31 | 121.8 (2) |
O3—Si1—C21B | 108.1 (6) | C34—C33—C32 | 120.4 (2) |
C11—Si1—C21B | 103.9 (4) | C33—C34—C35 | 119.7 (2) |
C21A—Si1—C21B | 10.8 (6) | C34—C35—C36 | 120.0 (2) |
O2—Si2—O3 | 112.71 (9) | C35—C36—C31 | 122.0 (2) |
O2—Si2—C41 | 112.30 (10) | C46—C41—C42 | 116.6 (2) |
O3—Si2—C41 | 106.17 (10) | C46—C41—Si2 | 123.90 (19) |
O2—Si2—C31 | 105.08 (9) | C42—C41—Si2 | 119.50 (19) |
O3—Si2—C31 | 111.63 (10) | C43—C42—C41 | 122.4 (3) |
C41—Si2—C31 | 108.99 (10) | C44—C43—C42 | 119.6 (3) |
Si1—O3—Si2 | 162.3 (2) | C43—C44—C45 | 120.6 (3) |
C16—C11—C12 | 116.8 (2) | C44—C45—C46 | 119.1 (3) |
C16—C11—Si1 | 122.36 (18) | C41—C46—C45 | 121.7 (3) |
C12—C11—Si1 | 120.83 (18) | C1—N1—C2 | 107.46 (18) |
C13—C12—C11 | 122.5 (3) | C1—N1—C5 | 107.79 (17) |
C14—C13—C12 | 119.6 (3) | C2—N1—C5 | 107.34 (18) |
C13—C14—C15 | 121.2 (3) | C4—N2—C1 | 108.42 (17) |
C14—C15—C16 | 119.6 (3) | C4—N2—C3 | 107.61 (17) |
C11—C16—C15 | 120.3 (3) | C1—N2—C3 | 107.80 (17) |
C26A—C21A—C22A | 119.7 (8) | C3—N3—C6 | 108.04 (19) |
C26A—C21A—Si1 | 124.2 (9) | C3—N3—C2 | 107.86 (18) |
C22A—C21A—Si1 | 116.1 (12) | C6—N3—C2 | 107.8 (2) |
C21A—C22A—C23A | 121.3 (14) | C5—N4—C6 | 107.94 (19) |
C24A—C23A—C22A | 114.9 (15) | C5—N4—C4 | 108.16 (18) |
C25A—C24A—C23A | 122.2 (14) | C6—N4—C4 | 108.08 (19) |
C24A—C25A—C26A | 121.2 (10) | N1—C1—N2 | 112.39 (17) |
C21A—C26A—C25A | 120.7 (8) | N3—C2—N1 | 112.85 (17) |
C22B—C21B—C26B | 112.0 (7) | N3—C3—N2 | 112.51 (18) |
C22B—C21B—Si1 | 123.8 (13) | N4—C4—N2 | 112.26 (17) |
C26B—C21B—Si1 | 124.2 (10) | N4—C5—N1 | 112.64 (18) |
C23B—C22B—C21B | 123.6 (12) | N4—C6—N3 | 113.03 (18) |
C22B—C23B—C24B | 121.8 (11) | ||
O1—Si1—O3—Si2 | −3.7 (4) | Si1—C21B—C26B—C25B | −178.1 (6) |
C11—Si1—O3—Si2 | −120.9 (4) | O2—Si2—C31—C36 | −179.58 (17) |
C21A—Si1—O3—Si2 | 115.2 (5) | O3—Si2—C31—C36 | −57.1 (2) |
C21B—Si1—O3—Si2 | 126.0 (5) | C41—Si2—C31—C36 | 59.9 (2) |
O2—Si2—O3—Si1 | 62.2 (4) | O2—Si2—C31—C32 | 2.8 (2) |
C41—Si2—O3—Si1 | −174.5 (4) | O3—Si2—C31—C32 | 125.32 (18) |
C31—Si2—O3—Si1 | −55.8 (4) | C41—Si2—C31—C32 | −117.72 (18) |
O1—Si1—C11—C16 | −165.14 (19) | C36—C31—C32—C33 | 0.7 (3) |
O3—Si1—C11—C16 | −43.6 (2) | Si2—C31—C32—C33 | 178.37 (17) |
C21A—Si1—C11—C16 | 74.8 (8) | C31—C32—C33—C34 | 0.3 (4) |
C21B—Si1—C11—C16 | 72.2 (7) | C32—C33—C34—C35 | −0.3 (4) |
O1—Si1—C11—C12 | 17.8 (2) | C33—C34—C35—C36 | −0.5 (4) |
O3—Si1—C11—C12 | 139.36 (17) | C34—C35—C36—C31 | 1.5 (4) |
C21A—Si1—C11—C12 | −102.3 (7) | C32—C31—C36—C35 | −1.5 (3) |
C21B—Si1—C11—C12 | −104.9 (7) | Si2—C31—C36—C35 | −179.25 (18) |
C16—C11—C12—C13 | −0.1 (3) | O2—Si2—C41—C46 | 119.3 (2) |
Si1—C11—C12—C13 | 177.13 (19) | O3—Si2—C41—C46 | −4.3 (2) |
C11—C12—C13—C14 | 0.1 (4) | C31—Si2—C41—C46 | −124.7 (2) |
C12—C13—C14—C15 | 0.2 (5) | O2—Si2—C41—C42 | −61.4 (2) |
C13—C14—C15—C16 | −0.4 (5) | O3—Si2—C41—C42 | 174.95 (17) |
C12—C11—C16—C15 | −0.1 (3) | C31—Si2—C41—C42 | 54.6 (2) |
Si1—C11—C16—C15 | −177.30 (19) | C46—C41—C42—C43 | −0.4 (4) |
C14—C15—C16—C11 | 0.4 (4) | Si2—C41—C42—C43 | −179.7 (2) |
O1—Si1—C21A—C26A | 76.3 (17) | C41—C42—C43—C44 | 0.8 (4) |
O3—Si1—C21A—C26A | −44.6 (16) | C42—C43—C44—C45 | −0.8 (5) |
C11—Si1—C21A—C26A | −166.2 (12) | C43—C44—C45—C46 | 0.4 (5) |
C21B—Si1—C21A—C26A | −153 (8) | C42—C41—C46—C45 | 0.0 (4) |
O1—Si1—C21A—C22A | −104.5 (13) | Si2—C41—C46—C45 | 179.3 (2) |
O3—Si1—C21A—C22A | 134.6 (14) | C44—C45—C46—C41 | 0.0 (5) |
C11—Si1—C21A—C22A | 13.0 (17) | C2—N1—C1—N2 | 58.2 (2) |
C21B—Si1—C21A—C22A | 27 (6) | C5—N1—C1—N2 | −57.3 (2) |
C26A—C21A—C22A—C23A | 1 (3) | C4—N2—C1—N1 | 57.8 (2) |
Si1—C21A—C22A—C23A | −177.9 (12) | C3—N2—C1—N1 | −58.4 (2) |
C21A—C22A—C23A—C24A | −1 (2) | C3—N3—C2—N1 | 58.5 (2) |
C22A—C23A—C24A—C25A | −1 (3) | C6—N3—C2—N1 | −57.9 (2) |
C23A—C24A—C25A—C26A | 1 (2) | C1—N1—C2—N3 | −58.4 (2) |
C22A—C21A—C26A—C25A | −1 (2) | C5—N1—C2—N3 | 57.3 (2) |
Si1—C21A—C26A—C25A | 178.4 (8) | C6—N3—C3—N2 | 57.9 (2) |
C24A—C25A—C26A—C21A | −0.5 (16) | C2—N3—C3—N2 | −58.3 (2) |
O1—Si1—C21B—C22B | −71.4 (13) | C4—N2—C3—N3 | −58.4 (2) |
O3—Si1—C21B—C22B | 161.1 (12) | C1—N2—C3—N3 | 58.4 (2) |
C11—Si1—C21B—C22B | 43.4 (14) | C5—N4—C4—N2 | 58.4 (2) |
C21A—Si1—C21B—C22B | −124 (8) | C6—N4—C4—N2 | −58.2 (2) |
O1—Si1—C21B—C26B | 105.9 (12) | C1—N2—C4—N4 | −58.1 (2) |
O3—Si1—C21B—C26B | −21.6 (12) | C3—N2—C4—N4 | 58.3 (2) |
C11—Si1—C21B—C26B | −139.3 (10) | C6—N4—C5—N1 | 58.3 (2) |
C21A—Si1—C21B—C26B | 53 (6) | C4—N4—C5—N1 | −58.4 (2) |
C26B—C21B—C22B—C23B | −4 (2) | C1—N1—C5—N4 | 57.9 (2) |
Si1—C21B—C22B—C23B | 173.9 (12) | C2—N1—C5—N4 | −57.5 (2) |
C21B—C22B—C23B—C24B | 6 (3) | C5—N4—C6—N3 | −58.9 (3) |
C22B—C23B—C24B—C25B | −3 (2) | C4—N4—C6—N3 | 57.9 (3) |
C23B—C24B—C25B—C26B | −0.6 (17) | C3—N3—C6—N4 | −57.8 (3) |
C24B—C25B—C26B—C21B | 2.6 (13) | C2—N3—C6—N4 | 58.5 (3) |
C22B—C21B—C26B—C25B | −0.5 (16) |
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1···N1 | 0.82 | 2.10 | 2.804 (2) | 144 |
O2—H2···N2i | 0.82 | 1.96 | 2.731 (2) | 156 |
Symmetry code: (i) x, y−1, z. |
C24H22O3Si2·C10H8N2 | F(000) = 600 |
Mr = 570.78 | ? #Insert any comments here. |
Triclinic, P1 | Dx = 1.244 Mg m−3 |
a = 8.9245 (8) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.1900 (17) Å | Cell parameters from 25 reflections |
c = 17.3660 (19) Å | θ = 9.3–19.3° |
α = 99.57 (2)° | µ = 0.15 mm−1 |
β = 100.519 (13)° | T = 294 K |
γ = 93.80 (3)° | Block, colourless |
V = 1523.5 (3) Å3 | 0.38 × 0.36 × 0.33 mm |
Z = 2 |
Enraf-Nonius CAD-4 diffractometer | Rint = 0.000 |
Radiation source: X-ray tube | θmax = 26.9°, θmin = 2.0° |
Graphite monochromator | h = −11→11 |
θ/2θ scans | k = 0→13 |
6633 measured reflections | l = −22→21 |
6633 independent reflections | 3 standard reflections every 120 min |
5141 reflections with I > 2σ(I) | intensity decay: 2.8% |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.037 | H-atom parameters constrained |
wR(F2) = 0.117 | w = 1/[σ2(Fo2) + (0.0593P)2 + 0.2883P] where P = (Fo2 + 2Fc2)/3 |
S = 1.10 | (Δ/σ)max = 0.001 |
6633 reflections | Δρmax = 0.28 e Å−3 |
376 parameters | Δρmin = −0.21 e Å−3 |
0 restraints | Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0078 (14) |
x | y | z | Uiso*/Ueq | ||
Si1 | 0.00191 (5) | 0.13409 (5) | −0.03771 (3) | 0.04547 (13) | |
O1 | 0.13995 (15) | 0.24650 (18) | 0.00920 (8) | 0.0738 (4) | |
O11 | 0.0000 | 0.0000 | 0.0000 | 0.0714 (6) | |
C11 | −0.18819 (19) | 0.19901 (16) | −0.03637 (9) | 0.0429 (3) | |
C12 | −0.2040 (2) | 0.33553 (19) | −0.02731 (11) | 0.0592 (5) | |
C13 | −0.3478 (3) | 0.3823 (2) | −0.03004 (13) | 0.0745 (7) | |
C14 | −0.4758 (3) | 0.2943 (3) | −0.04242 (12) | 0.0715 (6) | |
C15 | −0.4643 (2) | 0.1607 (2) | −0.05257 (12) | 0.0657 (5) | |
C16 | −0.3217 (2) | 0.11319 (19) | −0.04927 (11) | 0.0527 (4) | |
C21 | 0.02804 (18) | 0.09050 (17) | −0.14238 (9) | 0.0432 (3) | |
C22 | 0.1184 (2) | 0.16923 (19) | −0.17716 (11) | 0.0570 (4) | |
C23 | 0.1272 (3) | 0.1356 (2) | −0.25698 (12) | 0.0672 (5) | |
C24 | 0.0457 (2) | 0.0233 (2) | −0.30313 (11) | 0.0607 (5) | |
C25 | −0.0425 (3) | −0.0569 (3) | −0.27068 (12) | 0.0806 (7) | |
C26 | −0.0515 (3) | −0.0233 (2) | −0.19123 (12) | 0.0755 (7) | |
Si2 | 0.51135 (5) | 0.15958 (4) | 0.50421 (2) | 0.03834 (12) | |
O2 | 0.37954 (13) | 0.20373 (15) | 0.43891 (7) | 0.0568 (3) | |
O21 | 0.5000 | 0.0000 | 0.5000 | 0.0591 (5) | |
C31 | 0.70562 (17) | 0.21275 (15) | 0.48905 (8) | 0.0384 (3) | |
C32 | 0.7307 (2) | 0.31973 (18) | 0.45099 (11) | 0.0521 (4) | |
C33 | 0.8749 (2) | 0.3591 (2) | 0.43949 (12) | 0.0638 (5) | |
C34 | 0.9986 (2) | 0.2944 (2) | 0.46699 (12) | 0.0614 (5) | |
C35 | 0.9780 (2) | 0.1913 (2) | 0.50675 (13) | 0.0625 (5) | |
C36 | 0.8331 (2) | 0.15012 (17) | 0.51706 (11) | 0.0518 (4) | |
C41 | 0.48447 (18) | 0.24066 (15) | 0.60393 (9) | 0.0417 (3) | |
C42 | 0.3939 (2) | 0.34604 (17) | 0.61450 (11) | 0.0489 (4) | |
C43 | 0.3845 (2) | 0.41157 (19) | 0.69001 (12) | 0.0591 (5) | |
C44 | 0.4647 (3) | 0.3724 (2) | 0.75592 (12) | 0.0646 (5) | |
C45 | 0.5552 (3) | 0.2696 (2) | 0.74780 (11) | 0.0684 (6) | |
C46 | 0.5651 (2) | 0.2043 (2) | 0.67257 (10) | 0.0574 (5) | |
N51 | 0.16478 (18) | 0.37404 (17) | 0.17185 (8) | 0.0571 (4) | |
C52 | 0.26252 (18) | 0.36046 (16) | 0.23786 (9) | 0.0417 (3) | |
C53 | 0.2507 (2) | 0.42609 (17) | 0.31315 (10) | 0.0479 (4) | |
C54 | 0.1361 (2) | 0.5081 (2) | 0.32035 (12) | 0.0590 (5) | |
C55 | 0.0351 (3) | 0.5219 (2) | 0.25331 (14) | 0.0760 (6) | |
C56 | 0.0536 (3) | 0.4527 (3) | 0.18126 (13) | 0.0791 (7) | |
N61 | 0.43930 (18) | 0.20755 (15) | 0.28378 (8) | 0.0520 (3) | |
C62 | 0.38977 (18) | 0.27737 (15) | 0.22664 (9) | 0.0416 (3) | |
C63 | 0.4577 (2) | 0.27739 (19) | 0.16098 (10) | 0.0538 (4) | |
C64 | 0.5822 (3) | 0.2065 (2) | 0.15477 (12) | 0.0712 (6) | |
C65 | 0.6319 (3) | 0.1337 (3) | 0.21174 (13) | 0.0790 (7) | |
C66 | 0.5572 (3) | 0.1357 (2) | 0.27439 (12) | 0.0687 (6) | |
H1 | 0.1331 | 0.2655 | 0.0561 | 0.111* | |
H12 | −0.1176 | 0.3961 | −0.0194 | 0.071* | |
H13 | −0.3567 | 0.4737 | −0.0234 | 0.089* | |
H14 | −0.5714 | 0.3262 | −0.0439 | 0.086* | |
H15 | −0.5519 | 0.1011 | −0.0617 | 0.079* | |
H16 | −0.3151 | 0.0214 | −0.0559 | 0.063* | |
H22 | 0.1746 | 0.2464 | −0.1464 | 0.068* | |
H23 | 0.1891 | 0.1901 | −0.2790 | 0.081* | |
H24 | 0.0505 | 0.0018 | −0.3567 | 0.073* | |
H25 | −0.0969 | −0.1346 | −0.3018 | 0.097* | |
H26 | −0.1131 | −0.0791 | −0.1700 | 0.091* | |
H2 | 0.4065 | 0.1954 | 0.3958 | 0.085* | |
H32 | 0.6487 | 0.3657 | 0.4329 | 0.063* | |
H33 | 0.8884 | 0.4298 | 0.4130 | 0.077* | |
H34 | 1.0954 | 0.3204 | 0.4587 | 0.074* | |
H35 | 1.0617 | 0.1488 | 0.5269 | 0.075* | |
H36 | 0.8207 | 0.0789 | 0.5433 | 0.062* | |
H42 | 0.3385 | 0.3730 | 0.5700 | 0.059* | |
H43 | 0.3239 | 0.4820 | 0.6958 | 0.071* | |
H44 | 0.4578 | 0.4158 | 0.8065 | 0.078* | |
H45 | 0.6099 | 0.2437 | 0.7928 | 0.082* | |
H46 | 0.6270 | 0.1346 | 0.6677 | 0.069* | |
H53 | 0.3195 | 0.4145 | 0.3581 | 0.057* | |
H54 | 0.1273 | 0.5537 | 0.3701 | 0.071* | |
H55 | −0.0437 | 0.5765 | 0.2565 | 0.091* | |
H56 | −0.0162 | 0.4614 | 0.1360 | 0.095* | |
H63 | 0.4196 | 0.3248 | 0.1216 | 0.065* | |
H64 | 0.6317 | 0.2083 | 0.1122 | 0.085* | |
H65 | 0.7147 | 0.0836 | 0.2083 | 0.095* | |
H66 | 0.5905 | 0.0843 | 0.3125 | 0.082* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Si1 | 0.0433 (2) | 0.0596 (3) | 0.0335 (2) | 0.0127 (2) | 0.00451 (17) | 0.00873 (19) |
O1 | 0.0525 (8) | 0.1118 (12) | 0.0437 (7) | −0.0059 (8) | 0.0041 (6) | −0.0127 (7) |
O11 | 0.0912 (15) | 0.0838 (14) | 0.0579 (11) | 0.0484 (12) | 0.0265 (10) | 0.0374 (10) |
C11 | 0.0495 (9) | 0.0480 (9) | 0.0318 (7) | 0.0137 (7) | 0.0067 (6) | 0.0075 (6) |
C12 | 0.0720 (12) | 0.0496 (10) | 0.0523 (10) | 0.0128 (9) | 0.0028 (9) | 0.0064 (8) |
C13 | 0.1020 (18) | 0.0605 (12) | 0.0607 (12) | 0.0433 (13) | 0.0076 (12) | 0.0052 (10) |
C14 | 0.0649 (13) | 0.0980 (17) | 0.0502 (11) | 0.0396 (13) | 0.0061 (9) | 0.0030 (11) |
C15 | 0.0501 (10) | 0.0913 (15) | 0.0557 (11) | 0.0140 (10) | 0.0131 (9) | 0.0081 (10) |
C16 | 0.0527 (10) | 0.0557 (10) | 0.0513 (10) | 0.0110 (8) | 0.0135 (8) | 0.0085 (8) |
C21 | 0.0412 (8) | 0.0510 (9) | 0.0363 (8) | 0.0062 (7) | 0.0051 (6) | 0.0075 (7) |
C22 | 0.0690 (12) | 0.0477 (9) | 0.0517 (10) | −0.0042 (8) | 0.0111 (9) | 0.0062 (8) |
C23 | 0.0882 (15) | 0.0656 (12) | 0.0551 (11) | 0.0006 (11) | 0.0257 (10) | 0.0220 (10) |
C24 | 0.0702 (12) | 0.0759 (13) | 0.0363 (9) | 0.0107 (10) | 0.0100 (8) | 0.0100 (9) |
C25 | 0.0882 (16) | 0.0886 (16) | 0.0502 (11) | −0.0314 (13) | 0.0147 (11) | −0.0146 (11) |
C26 | 0.0819 (15) | 0.0854 (15) | 0.0518 (11) | −0.0341 (12) | 0.0233 (10) | −0.0031 (10) |
Si2 | 0.0414 (2) | 0.0377 (2) | 0.0343 (2) | −0.00102 (16) | 0.00259 (16) | 0.00945 (16) |
O2 | 0.0459 (7) | 0.0848 (9) | 0.0418 (6) | 0.0098 (6) | 0.0035 (5) | 0.0216 (6) |
O21 | 0.0738 (12) | 0.0375 (9) | 0.0633 (11) | −0.0090 (8) | 0.0142 (9) | 0.0065 (8) |
C31 | 0.0433 (8) | 0.0359 (7) | 0.0336 (7) | 0.0009 (6) | 0.0036 (6) | 0.0050 (6) |
C32 | 0.0460 (9) | 0.0498 (9) | 0.0604 (10) | −0.0018 (7) | 0.0012 (8) | 0.0224 (8) |
C33 | 0.0587 (11) | 0.0665 (12) | 0.0662 (12) | −0.0150 (9) | 0.0064 (9) | 0.0269 (10) |
C34 | 0.0469 (10) | 0.0735 (13) | 0.0606 (11) | −0.0080 (9) | 0.0126 (8) | 0.0063 (10) |
C35 | 0.0468 (10) | 0.0673 (12) | 0.0726 (13) | 0.0142 (9) | 0.0077 (9) | 0.0111 (10) |
C36 | 0.0520 (10) | 0.0488 (9) | 0.0569 (10) | 0.0091 (8) | 0.0084 (8) | 0.0174 (8) |
C41 | 0.0450 (8) | 0.0409 (8) | 0.0382 (8) | −0.0029 (6) | 0.0064 (6) | 0.0095 (6) |
C42 | 0.0475 (9) | 0.0492 (9) | 0.0488 (9) | 0.0015 (7) | 0.0065 (7) | 0.0103 (7) |
C43 | 0.0615 (11) | 0.0524 (10) | 0.0632 (12) | 0.0029 (9) | 0.0201 (9) | 0.0028 (9) |
C44 | 0.0857 (14) | 0.0605 (11) | 0.0470 (10) | −0.0048 (10) | 0.0230 (10) | 0.0018 (9) |
C45 | 0.0896 (15) | 0.0760 (14) | 0.0385 (9) | 0.0046 (12) | 0.0060 (9) | 0.0162 (9) |
C46 | 0.0719 (12) | 0.0587 (11) | 0.0442 (9) | 0.0138 (9) | 0.0095 (8) | 0.0161 (8) |
N51 | 0.0582 (9) | 0.0700 (10) | 0.0404 (8) | 0.0175 (8) | 0.0021 (7) | 0.0064 (7) |
C52 | 0.0455 (8) | 0.0418 (8) | 0.0358 (7) | −0.0015 (6) | 0.0056 (6) | 0.0062 (6) |
C53 | 0.0526 (9) | 0.0506 (9) | 0.0387 (8) | −0.0009 (7) | 0.0090 (7) | 0.0051 (7) |
C54 | 0.0671 (12) | 0.0604 (11) | 0.0520 (10) | 0.0085 (9) | 0.0238 (9) | 0.0032 (8) |
C55 | 0.0739 (14) | 0.0882 (16) | 0.0736 (14) | 0.0366 (12) | 0.0235 (12) | 0.0155 (12) |
C56 | 0.0741 (14) | 0.1085 (19) | 0.0555 (12) | 0.0406 (13) | 0.0031 (10) | 0.0157 (12) |
N61 | 0.0610 (9) | 0.0542 (8) | 0.0396 (7) | 0.0101 (7) | 0.0031 (6) | 0.0104 (6) |
C62 | 0.0468 (8) | 0.0407 (8) | 0.0323 (7) | 0.0000 (6) | 0.0010 (6) | 0.0015 (6) |
C63 | 0.0619 (11) | 0.0624 (11) | 0.0367 (8) | 0.0130 (9) | 0.0088 (8) | 0.0067 (7) |
C64 | 0.0728 (13) | 0.0978 (16) | 0.0442 (10) | 0.0313 (12) | 0.0147 (9) | 0.0039 (10) |
C65 | 0.0822 (15) | 0.0992 (17) | 0.0531 (11) | 0.0483 (13) | 0.0058 (10) | −0.0005 (11) |
C66 | 0.0835 (14) | 0.0713 (13) | 0.0501 (11) | 0.0312 (11) | −0.0001 (10) | 0.0132 (9) |
Si1—O11 | 1.6108 (6) | C32—C33 | 1.382 (3) |
Si1—O1 | 1.622 (2) | C33—C34 | 1.375 (3) |
Si1—C21 | 1.8589 (16) | C34—C35 | 1.370 (3) |
Si1—C11 | 1.8640 (17) | C35—C36 | 1.386 (3) |
O11—Si1i | 1.6108 (6) | C41—C42 | 1.394 (2) |
C11—C16 | 1.390 (3) | C41—C46 | 1.395 (2) |
C11—C12 | 1.393 (2) | C42—C43 | 1.389 (3) |
C12—C13 | 1.394 (3) | C43—C44 | 1.368 (3) |
C13—C14 | 1.365 (3) | C44—C45 | 1.368 (3) |
C14—C15 | 1.357 (3) | C45—C46 | 1.385 (3) |
C15—C16 | 1.387 (3) | N51—C56 | 1.332 (3) |
C21—C26 | 1.383 (3) | N51—C52 | 1.341 (2) |
C21—C22 | 1.383 (2) | C52—C53 | 1.392 (2) |
C22—C23 | 1.389 (3) | C52—C62 | 1.482 (2) |
C23—C24 | 1.361 (3) | C53—C54 | 1.372 (3) |
C24—C25 | 1.355 (3) | C54—C55 | 1.370 (3) |
C25—C26 | 1.384 (3) | C55—C56 | 1.373 (3) |
Si2—O21 | 1.6111 (5) | N61—C66 | 1.340 (3) |
Si2—O2 | 1.620 (2) | N61—C62 | 1.343 (2) |
Si2—C41 | 1.8551 (17) | C62—C63 | 1.386 (2) |
Si2—C31 | 1.8597 (16) | C63—C64 | 1.375 (3) |
O21—Si2ii | 1.6111 (5) | C64—C65 | 1.362 (3) |
C31—C36 | 1.391 (2) | C65—C66 | 1.374 (3) |
C31—C32 | 1.392 (2) | ||
O11—Si1—O1 | 113.09 (7) | C36—C31—Si2 | 121.71 (12) |
O11—Si1—C21 | 108.80 (6) | C32—C31—Si2 | 121.37 (12) |
O1—Si1—C21 | 107.43 (8) | C33—C32—C31 | 121.41 (17) |
O11—Si1—C11 | 106.97 (6) | C34—C33—C32 | 120.45 (18) |
O1—Si1—C11 | 111.04 (8) | C35—C34—C33 | 119.40 (18) |
C21—Si1—C11 | 109.46 (7) | C34—C35—C36 | 120.22 (18) |
Si1i—O11—Si1 | 180.0 | C35—C36—C31 | 121.58 (17) |
C16—C11—C12 | 117.00 (17) | C42—C41—C46 | 116.98 (16) |
C16—C11—Si1 | 121.52 (13) | C42—C41—Si2 | 122.49 (12) |
C12—C11—Si1 | 121.37 (15) | C46—C41—Si2 | 120.35 (13) |
C11—C12—C13 | 120.7 (2) | C43—C42—C41 | 121.39 (17) |
C14—C13—C12 | 120.25 (19) | C44—C43—C42 | 119.89 (18) |
C15—C14—C13 | 120.38 (19) | C43—C44—C45 | 120.32 (18) |
C14—C15—C16 | 119.8 (2) | C44—C45—C46 | 119.95 (19) |
C15—C16—C11 | 121.80 (18) | C45—C46—C41 | 121.47 (18) |
C26—C21—C22 | 116.31 (16) | C56—N51—C52 | 117.0 (2) |
C26—C21—Si1 | 119.76 (13) | N51—C52—C53 | 122.07 (16) |
C22—C21—Si1 | 123.86 (13) | N51—C52—C62 | 116.73 (14) |
C21—C22—C23 | 121.48 (17) | C53—C52—C62 | 121.12 (14) |
C24—C23—C22 | 120.25 (18) | C54—C53—C52 | 119.21 (17) |
C25—C24—C23 | 119.78 (18) | C55—C54—C53 | 119.12 (17) |
C24—C25—C26 | 119.95 (19) | C54—C55—C56 | 118.17 (19) |
C21—C26—C25 | 122.22 (19) | N51—C56—C55 | 124.4 (2) |
O21—Si2—O2 | 112.31 (6) | C66—N61—C62 | 117.1 (2) |
O21—Si2—C41 | 108.72 (5) | N61—C62—C63 | 122.06 (16) |
O2—Si2—C41 | 107.23 (7) | N61—C62—C52 | 117.40 (14) |
O21—Si2—C31 | 107.35 (6) | C63—C62—C52 | 120.48 (15) |
O2—Si2—C31 | 111.05 (7) | C64—C63—C62 | 119.26 (18) |
C41—Si2—C31 | 110.17 (7) | C65—C64—C63 | 119.1 (2) |
Si2ii—O21—Si2 | 180.0 | C64—C65—C66 | 118.58 (19) |
C36—C31—C32 | 116.90 (15) | N61—C66—C65 | 123.81 (19) |
O11—Si1—C11—C16 | −35.46 (14) | C33—C34—C35—C36 | 1.9 (3) |
O1—Si1—C11—C16 | −159.29 (13) | C34—C35—C36—C31 | −1.2 (3) |
C21—Si1—C11—C16 | 82.26 (15) | C32—C31—C36—C35 | −0.7 (3) |
O11—Si1—C11—C12 | 148.58 (13) | Si2—C31—C36—C35 | −178.99 (15) |
O1—Si1—C11—C12 | 24.76 (16) | O21—Si2—C41—C42 | −137.12 (13) |
C21—Si1—C11—C12 | −93.70 (15) | O2—Si2—C41—C42 | −15.47 (16) |
C16—C11—C12—C13 | 0.9 (3) | C31—Si2—C41—C42 | 105.50 (14) |
Si1—C11—C12—C13 | 177.06 (15) | O21—Si2—C41—C46 | 47.88 (15) |
C11—C12—C13—C14 | −0.6 (3) | O2—Si2—C41—C46 | 169.53 (14) |
C12—C13—C14—C15 | −0.3 (3) | C31—Si2—C41—C46 | −69.50 (15) |
C13—C14—C15—C16 | 0.9 (3) | C46—C41—C42—C43 | 0.0 (3) |
C14—C15—C16—C11 | −0.5 (3) | Si2—C41—C42—C43 | −175.19 (13) |
C12—C11—C16—C15 | −0.4 (3) | C41—C42—C43—C44 | −0.3 (3) |
Si1—C11—C16—C15 | −176.50 (14) | C42—C43—C44—C45 | 0.5 (3) |
O11—Si1—C21—C26 | 42.59 (18) | C43—C44—C45—C46 | −0.4 (3) |
O1—Si1—C21—C26 | 165.35 (17) | C44—C45—C46—C41 | 0.0 (3) |
C11—Si1—C21—C26 | −73.98 (18) | C42—C41—C46—C45 | 0.2 (3) |
O11—Si1—C21—C22 | −140.67 (14) | Si2—C41—C46—C45 | 175.49 (16) |
O1—Si1—C21—C22 | −17.92 (18) | C56—N51—C52—C53 | −0.6 (3) |
C11—Si1—C21—C22 | 102.76 (16) | C56—N51—C52—C62 | −177.51 (19) |
C26—C21—C22—C23 | 0.5 (3) | N51—C52—C53—C54 | −0.4 (3) |
Si1—C21—C22—C23 | −176.36 (16) | C62—C52—C53—C54 | 176.30 (16) |
C21—C22—C23—C24 | 0.2 (3) | C52—C53—C54—C55 | 0.9 (3) |
C22—C23—C24—C25 | −1.0 (4) | C53—C54—C55—C56 | −0.2 (4) |
C23—C24—C25—C26 | 1.1 (4) | C52—N51—C56—C55 | 1.4 (4) |
C22—C21—C26—C25 | −0.3 (3) | C54—C55—C56—N51 | −0.9 (4) |
Si1—C21—C26—C25 | 176.6 (2) | C66—N61—C62—C63 | −0.8 (3) |
C24—C25—C26—C21 | −0.5 (4) | C66—N61—C62—C52 | −178.11 (16) |
O21—Si2—C31—C36 | −34.24 (14) | N51—C52—C62—N61 | −147.35 (16) |
O2—Si2—C31—C36 | −157.37 (13) | C53—C52—C62—N61 | 35.7 (2) |
C41—Si2—C31—C36 | 83.98 (15) | N51—C52—C62—C63 | 35.2 (2) |
O21—Si2—C31—C32 | 147.56 (13) | C53—C52—C62—C63 | −141.66 (17) |
O2—Si2—C31—C32 | 24.43 (16) | N61—C62—C63—C64 | −1.6 (3) |
C41—Si2—C31—C32 | −94.22 (15) | C52—C62—C63—C64 | 175.66 (18) |
C36—C31—C32—C33 | 1.9 (3) | C62—C63—C64—C65 | 2.6 (3) |
Si2—C31—C32—C33 | −179.81 (15) | C63—C64—C65—C66 | −1.2 (4) |
C31—C32—C33—C34 | −1.2 (3) | C62—N61—C66—C65 | 2.3 (3) |
C32—C33—C34—C35 | −0.7 (3) | C64—C65—C66—N61 | −1.3 (4) |
Symmetry codes: (i) −x, −y, −z; (ii) −x+1, −y, −z+1. |
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1···N51 | 0.82 | 2.09 | 2.869 (2) | 159 |
O2—H2···N61 | 0.82 | 2.04 | 2.846 (2) | 167 |
2(C24H22O3Si2)·C4H4N2 | F(000) = 478 |
Mr = 909.28 | ? #Insert any comments here. |
Triclinic, P1 | Dx = 1.258 Mg m−3 |
a = 8.8365 (8) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.8028 (10) Å | Cell parameters from 25 reflections |
c = 13.3231 (16) Å | θ = 14.5–20.5° |
α = 108.740 (11)° | µ = 0.18 mm−1 |
β = 89.774 (14)° | T = 294 K |
γ = 94.792 (10)° | Plate, colourless |
V = 1199.8 (2) Å3 | 0.39 × 0.39 × 0.10 mm |
Z = 1 |
Enraf-Nonius CAD-4 diffractometer | Rint = 0.000 |
Radiation source: X-ray tube | θmax = 26.9°, θmin = 2.0° |
Graphite monochromator | h = −11→11 |
θ/2θ scans | k = 0→13 |
5200 measured reflections | l = −16→16 |
5200 independent reflections | 3 standard reflections every 120 min |
3278 reflections with I > 2σ(I) | intensity decay: no decay, variation 0.6% |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.041 | H-atom parameters constrained |
wR(F2) = 0.112 | w = 1/[σ2(Fo2) + (0.0577P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.04 | (Δ/σ)max < 0.001 |
5200 reflections | Δρmax = 0.25 e Å−3 |
292 parameters | Δρmin = −0.21 e Å−3 |
0 restraints | Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.010 (2) |
x | y | z | Uiso*/Ueq | ||
Si1 | 0.00473 (6) | 0.14967 (5) | 0.72883 (4) | 0.03606 (15) | |
Si2 | 0.04689 (6) | −0.14748 (5) | 0.67098 (4) | 0.03861 (16) | |
O1 | −0.07033 (16) | 0.13766 (14) | 0.61441 (10) | 0.0463 (3) | |
O2 | −0.05509 (17) | −0.19021 (15) | 0.56249 (11) | 0.0511 (4) | |
O3 | 0.06639 (16) | 0.01107 (12) | 0.72750 (11) | 0.0452 (3) | |
C11 | 0.1689 (2) | 0.27509 (18) | 0.74879 (14) | 0.0372 (4) | |
C12 | 0.2993 (2) | 0.2748 (2) | 0.80669 (17) | 0.0487 (5) | |
C13 | 0.4209 (3) | 0.3684 (2) | 0.81805 (19) | 0.0584 (6) | |
C14 | 0.4140 (3) | 0.4631 (2) | 0.77039 (19) | 0.0567 (6) | |
C15 | 0.2877 (3) | 0.4666 (2) | 0.71350 (19) | 0.0577 (6) | |
C16 | 0.1668 (3) | 0.37365 (19) | 0.70291 (17) | 0.0473 (5) | |
C21 | −0.1357 (2) | 0.19493 (19) | 0.83585 (15) | 0.0407 (5) | |
C22 | −0.2647 (3) | 0.1114 (2) | 0.83562 (19) | 0.0576 (6) | |
C23 | −0.3645 (3) | 0.1394 (3) | 0.9179 (2) | 0.0684 (7) | |
C24 | −0.3388 (3) | 0.2516 (3) | 1.0029 (2) | 0.0718 (7) | |
C25 | −0.2146 (3) | 0.3371 (3) | 1.0042 (2) | 0.0754 (8) | |
C26 | −0.1142 (3) | 0.3093 (2) | 0.92177 (18) | 0.0564 (6) | |
C31 | 0.2394 (2) | −0.2068 (2) | 0.64417 (18) | 0.0471 (5) | |
C32 | 0.2742 (3) | −0.2936 (3) | 0.5476 (2) | 0.0748 (8) | |
C33 | 0.4167 (5) | −0.3389 (4) | 0.5279 (3) | 0.1140 (14) | |
C34 | 0.5267 (4) | −0.2986 (4) | 0.6043 (4) | 0.1137 (16) | |
C35 | 0.4971 (3) | −0.2149 (3) | 0.7014 (4) | 0.0990 (12) | |
C36 | 0.3540 (3) | −0.1686 (2) | 0.7213 (3) | 0.0740 (8) | |
C41 | −0.0547 (2) | −0.2233 (2) | 0.76202 (17) | 0.0459 (5) | |
C42 | −0.0981 (3) | −0.3570 (2) | 0.7281 (2) | 0.0603 (6) | |
C43 | −0.1722 (3) | −0.4163 (3) | 0.7953 (3) | 0.0750 (8) | |
C44 | −0.2048 (3) | −0.3436 (3) | 0.8952 (3) | 0.0801 (9) | |
C45 | −0.1638 (3) | −0.2120 (3) | 0.9311 (2) | 0.0818 (9) | |
C46 | −0.0874 (3) | −0.1523 (3) | 0.86541 (19) | 0.0627 (6) | |
N51 | −0.3588 (2) | 0.0340 (2) | 0.55076 (15) | 0.0563 (5) | |
C52 | −0.4776 (3) | 0.1004 (3) | 0.5848 (2) | 0.0800 (9) | |
C53 | −0.6168 (3) | 0.0660 (3) | 0.5346 (2) | 0.0751 (8) | |
H1 | −0.1564 | 0.1010 | 0.6089 | 0.069* | |
H2 | −0.0082 | −0.1673 | 0.5173 | 0.077* | |
H12 | 0.3051 | 0.2102 | 0.8385 | 0.058* | |
H13 | 0.5067 | 0.3669 | 0.8577 | 0.070* | |
H14 | 0.4960 | 0.5252 | 0.7770 | 0.068* | |
H15 | 0.2830 | 0.5315 | 0.6819 | 0.069* | |
H16 | 0.0812 | 0.3770 | 0.6638 | 0.057* | |
H22 | −0.2838 | 0.0348 | 0.7785 | 0.069* | |
H23 | −0.4498 | 0.0819 | 0.9157 | 0.082* | |
H24 | −0.4050 | 0.2695 | 1.0592 | 0.086* | |
H25 | −0.1979 | 0.4144 | 1.0610 | 0.090* | |
H26 | −0.0305 | 0.3684 | 0.9239 | 0.068* | |
H32 | 0.1997 | −0.3225 | 0.4941 | 0.090* | |
H33 | 0.4369 | −0.3973 | 0.4619 | 0.137* | |
H34 | 0.6229 | −0.3282 | 0.5904 | 0.136* | |
H35 | 0.5723 | −0.1886 | 0.7544 | 0.119* | |
H36 | 0.3350 | −0.1108 | 0.7879 | 0.089* | |
H42 | −0.0771 | −0.4078 | 0.6595 | 0.072* | |
H43 | −0.1996 | −0.5061 | 0.7716 | 0.090* | |
H44 | −0.2553 | −0.3837 | 0.9396 | 0.096* | |
H45 | −0.1872 | −0.1623 | 0.9996 | 0.098* | |
H46 | −0.0575 | −0.0629 | 0.8912 | 0.075* | |
H52 | −0.4663 | 0.1736 | 0.6454 | 0.096* | |
H53 | −0.6968 | 0.1161 | 0.5627 | 0.090* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Si1 | 0.0392 (3) | 0.0347 (3) | 0.0347 (3) | 0.0019 (2) | 0.0022 (2) | 0.0121 (2) |
Si2 | 0.0406 (3) | 0.0352 (3) | 0.0418 (3) | 0.0031 (2) | 0.0032 (2) | 0.0150 (2) |
O1 | 0.0439 (9) | 0.0551 (9) | 0.0414 (8) | −0.0060 (7) | −0.0030 (6) | 0.0201 (7) |
O2 | 0.0520 (9) | 0.0549 (9) | 0.0468 (9) | −0.0038 (7) | −0.0030 (7) | 0.0190 (7) |
O3 | 0.0517 (9) | 0.0366 (7) | 0.0479 (8) | 0.0054 (6) | 0.0023 (6) | 0.0142 (6) |
C11 | 0.0402 (11) | 0.0361 (10) | 0.0334 (10) | 0.0039 (8) | 0.0045 (8) | 0.0084 (8) |
C12 | 0.0507 (13) | 0.0510 (12) | 0.0480 (12) | 0.0026 (10) | −0.0035 (10) | 0.0212 (10) |
C13 | 0.0414 (13) | 0.0638 (15) | 0.0654 (15) | −0.0015 (11) | −0.0095 (11) | 0.0157 (12) |
C14 | 0.0468 (13) | 0.0490 (13) | 0.0655 (15) | −0.0088 (10) | 0.0077 (11) | 0.0093 (11) |
C15 | 0.0658 (16) | 0.0434 (12) | 0.0652 (15) | −0.0035 (11) | 0.0063 (12) | 0.0213 (11) |
C16 | 0.0498 (13) | 0.0393 (11) | 0.0533 (13) | −0.0001 (9) | −0.0035 (10) | 0.0162 (9) |
C21 | 0.0422 (11) | 0.0433 (11) | 0.0399 (11) | 0.0084 (9) | 0.0027 (9) | 0.0167 (9) |
C22 | 0.0545 (14) | 0.0544 (14) | 0.0593 (14) | −0.0001 (11) | 0.0100 (11) | 0.0134 (11) |
C23 | 0.0595 (16) | 0.0733 (17) | 0.0756 (18) | 0.0001 (13) | 0.0205 (13) | 0.0300 (15) |
C24 | 0.0684 (18) | 0.091 (2) | 0.0583 (16) | 0.0187 (15) | 0.0275 (13) | 0.0239 (15) |
C25 | 0.0758 (19) | 0.0799 (18) | 0.0527 (15) | 0.0074 (15) | 0.0158 (13) | −0.0033 (13) |
C26 | 0.0530 (14) | 0.0558 (14) | 0.0526 (13) | 0.0017 (11) | 0.0120 (11) | 0.0074 (11) |
C31 | 0.0446 (12) | 0.0391 (11) | 0.0640 (14) | 0.0055 (9) | 0.0088 (10) | 0.0252 (10) |
C32 | 0.088 (2) | 0.088 (2) | 0.0644 (17) | 0.0457 (16) | 0.0267 (14) | 0.0365 (15) |
C33 | 0.124 (3) | 0.150 (3) | 0.106 (3) | 0.093 (3) | 0.065 (2) | 0.075 (3) |
C34 | 0.068 (2) | 0.131 (3) | 0.194 (5) | 0.047 (2) | 0.057 (3) | 0.115 (3) |
C35 | 0.0472 (17) | 0.076 (2) | 0.192 (4) | −0.0065 (15) | −0.022 (2) | 0.070 (3) |
C36 | 0.0553 (16) | 0.0498 (14) | 0.115 (2) | 0.0002 (12) | −0.0134 (16) | 0.0243 (15) |
C41 | 0.0412 (12) | 0.0489 (12) | 0.0552 (13) | 0.0047 (9) | 0.0027 (10) | 0.0273 (10) |
C42 | 0.0564 (15) | 0.0521 (13) | 0.0790 (17) | 0.0025 (11) | 0.0109 (13) | 0.0308 (12) |
C43 | 0.0607 (17) | 0.0672 (17) | 0.113 (2) | −0.0071 (13) | 0.0036 (16) | 0.0535 (17) |
C44 | 0.0654 (18) | 0.110 (2) | 0.092 (2) | −0.0015 (16) | 0.0080 (16) | 0.072 (2) |
C45 | 0.093 (2) | 0.105 (2) | 0.0618 (17) | 0.0070 (18) | 0.0160 (15) | 0.0471 (17) |
C46 | 0.0760 (18) | 0.0667 (16) | 0.0514 (14) | 0.0015 (13) | 0.0037 (12) | 0.0286 (12) |
N51 | 0.0447 (11) | 0.0709 (13) | 0.0515 (11) | −0.0023 (9) | −0.0009 (9) | 0.0192 (10) |
C52 | 0.0667 (18) | 0.0811 (19) | 0.0647 (17) | 0.0087 (15) | −0.0041 (14) | −0.0155 (14) |
C53 | 0.0503 (15) | 0.0838 (19) | 0.0746 (18) | 0.0197 (14) | 0.0068 (13) | −0.0008 (15) |
Si1—O1 | 1.627 (2) | C24—C25 | 1.371 (4) |
Si1—O3 | 1.630 (2) | C25—C26 | 1.382 (3) |
Si1—C21 | 1.858 (2) | C31—C32 | 1.378 (3) |
Si1—C11 | 1.858 (2) | C31—C36 | 1.385 (3) |
Si2—O2 | 1.621 (2) | C32—C33 | 1.383 (4) |
Si2—O3 | 1.629 (2) | C33—C34 | 1.349 (6) |
Si2—C41 | 1.858 (2) | C34—C35 | 1.358 (5) |
Si2—C31 | 1.861 (2) | C35—C36 | 1.392 (4) |
C11—C16 | 1.389 (3) | C41—C46 | 1.387 (3) |
C11—C12 | 1.390 (3) | C41—C42 | 1.389 (3) |
C12—C13 | 1.386 (3) | C42—C43 | 1.391 (3) |
C13—C14 | 1.372 (3) | C43—C44 | 1.354 (4) |
C14—C15 | 1.362 (3) | C44—C45 | 1.364 (4) |
C15—C16 | 1.379 (3) | C45—C46 | 1.387 (3) |
C21—C26 | 1.388 (3) | N51—C53i | 1.296 (3) |
C21—C22 | 1.392 (3) | N51—C52 | 1.317 (3) |
C22—C23 | 1.377 (3) | C52—C53 | 1.367 (4) |
C23—C24 | 1.370 (4) | C53—N51i | 1.296 (3) |
O1—Si1—O3 | 111.09 (8) | C23—C22—C21 | 121.6 (2) |
O1—Si1—C21 | 111.29 (8) | C24—C23—C22 | 120.3 (2) |
O3—Si1—C21 | 107.67 (8) | C23—C24—C25 | 119.4 (2) |
O1—Si1—C11 | 105.09 (8) | C24—C25—C26 | 120.4 (2) |
O3—Si1—C11 | 109.02 (8) | C25—C26—C21 | 121.3 (2) |
C21—Si1—C11 | 112.71 (9) | C32—C31—C36 | 116.6 (2) |
O2—Si2—O3 | 112.15 (8) | C32—C31—Si2 | 121.79 (19) |
O2—Si2—C41 | 106.63 (9) | C36—C31—Si2 | 121.61 (19) |
O3—Si2—C41 | 108.78 (9) | C31—C32—C33 | 121.8 (3) |
O2—Si2—C31 | 110.63 (10) | C34—C33—C32 | 120.2 (4) |
O3—Si2—C31 | 108.30 (9) | C33—C34—C35 | 120.1 (3) |
C41—Si2—C31 | 110.34 (9) | C34—C35—C36 | 119.9 (3) |
Si2—O3—Si1 | 144.7 (1) | C31—C36—C35 | 121.4 (3) |
C16—C11—C12 | 116.67 (19) | C46—C41—C42 | 117.2 (2) |
C16—C11—Si1 | 120.19 (15) | C46—C41—Si2 | 122.84 (17) |
C12—C11—Si1 | 123.13 (15) | C42—C41—Si2 | 119.96 (17) |
C13—C12—C11 | 121.5 (2) | C41—C42—C43 | 121.0 (3) |
C14—C13—C12 | 119.6 (2) | C44—C43—C42 | 120.3 (3) |
C15—C14—C13 | 120.4 (2) | C43—C44—C45 | 120.3 (2) |
C14—C15—C16 | 119.8 (2) | C44—C45—C46 | 119.9 (3) |
C15—C16—C11 | 122.0 (2) | C45—C46—C41 | 121.3 (3) |
C26—C21—C22 | 116.9 (2) | C53i—N51—C52 | 115.1 (2) |
C26—C21—Si1 | 122.10 (16) | N51—C52—C53 | 122.6 (2) |
C22—C21—Si1 | 120.91 (16) | N51i—C53—C52 | 122.3 (2) |
O2—Si2—O3—Si1 | 12.8 (2) | C22—C21—C26—C25 | 1.4 (3) |
C41—Si2—O3—Si1 | −104.87 (17) | Si1—C21—C26—C25 | −175.6 (2) |
C31—Si2—O3—Si1 | 135.19 (16) | O2—Si2—C31—C32 | −10.1 (2) |
O1—Si1—O3—Si2 | −24.8 (2) | O3—Si2—C31—C32 | −133.43 (19) |
C21—Si1—O3—Si2 | 97.33 (17) | C41—Si2—C31—C32 | 107.6 (2) |
C11—Si1—O3—Si2 | −140.10 (16) | O2—Si2—C31—C36 | 171.55 (18) |
O1—Si1—C11—C16 | 28.44 (18) | O3—Si2—C31—C36 | 48.3 (2) |
O3—Si1—C11—C16 | 147.59 (16) | C41—Si2—C31—C36 | −70.7 (2) |
C21—Si1—C11—C16 | −92.92 (17) | C36—C31—C32—C33 | −0.9 (4) |
O1—Si1—C11—C12 | −150.02 (17) | Si2—C31—C32—C33 | −179.3 (2) |
O3—Si1—C11—C12 | −30.87 (19) | C31—C32—C33—C34 | 0.1 (5) |
C21—Si1—C11—C12 | 88.61 (19) | C32—C33—C34—C35 | 1.0 (6) |
C16—C11—C12—C13 | 0.1 (3) | C33—C34—C35—C36 | −1.3 (5) |
Si1—C11—C12—C13 | 178.61 (17) | C32—C31—C36—C35 | 0.6 (4) |
C11—C12—C13—C14 | −0.7 (3) | Si2—C31—C36—C35 | 179.0 (2) |
C12—C13—C14—C15 | 1.0 (4) | C34—C35—C36—C31 | 0.5 (4) |
C13—C14—C15—C16 | −0.6 (4) | O2—Si2—C41—C46 | −128.7 (2) |
C14—C15—C16—C11 | 0.0 (4) | O3—Si2—C41—C46 | −7.6 (2) |
C12—C11—C16—C15 | 0.2 (3) | C31—Si2—C41—C46 | 111.1 (2) |
Si1—C11—C16—C15 | −178.33 (17) | O2—Si2—C41—C42 | 52.8 (2) |
O1—Si1—C21—C26 | −119.46 (18) | O3—Si2—C41—C42 | 173.99 (17) |
O3—Si1—C21—C26 | 118.58 (18) | C31—Si2—C41—C42 | −67.3 (2) |
C11—Si1—C21—C26 | −1.7 (2) | C46—C41—C42—C43 | 0.5 (4) |
O1—Si1—C21—C22 | 63.71 (19) | Si2—C41—C42—C43 | 179.06 (19) |
O3—Si1—C21—C22 | −58.25 (19) | C41—C42—C43—C44 | 0.6 (4) |
C11—Si1—C21—C22 | −178.52 (17) | C42—C43—C44—C45 | −0.6 (4) |
C26—C21—C22—C23 | −1.4 (3) | C43—C44—C45—C46 | −0.5 (5) |
Si1—C21—C22—C23 | 175.6 (2) | C44—C45—C46—C41 | 1.7 (4) |
C21—C22—C23—C24 | 0.0 (4) | C42—C41—C46—C45 | −1.7 (4) |
C22—C23—C24—C25 | 1.5 (4) | Si2—C41—C46—C45 | 179.8 (2) |
C23—C24—C25—C26 | −1.5 (4) | C53i—N51—C52—C53 | 0.6 (5) |
C24—C25—C26—C21 | 0.0 (4) | N51—C52—C53—N51i | −0.6 (5) |
Symmetry code: (i) −x−1, −y, −z+1. |
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1···N51 | 0.82 | 1.94 | 2.720 (2) | 159 |
O2—H2···O1ii | 0.82 | 1.99 | 2.800 (2) | 167 |
Symmetry code: (ii) −x, −y, −z+1. |
C24H22O3Si2·C5H5N | F(000) = 260 |
Mr = 493.70 | ? #Insert any comments here. |
Triclinic, P1 | Dx = 1.222 Mg m−3 |
a = 6.4469 (15) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.2837 (15) Å | Cell parameters from 25 reflections |
c = 10.6088 (15) Å | θ = 10.0–19.0° |
α = 74.645 (11)° | µ = 0.16 mm−1 |
β = 81.968 (13)° | T = 294 K |
γ = 85.511 (11)° | Block, colourless |
V = 671.0 (2) Å3 | 0.35 × 0.35 × 0.33 mm |
Z = 1 |
Enraf-Nonius CAD-4 diffractometer | Rint = 0.000 |
Radiation source: X-ray tube | θmax = 26.9°, θmin = 2.0° |
Graphite monochromator | h = −8→8 |
θ/2θ scans | k = 0→13 |
2899 measured reflections | l = −12→13 |
2899 independent reflections | 3 standard reflections every 120 min |
2449 reflections with I > 2σ(I) | intensity decay: no decay, variation 2.9% |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.040 | H-atom parameters constrained |
wR(F2) = 0.109 | w = 1/[σ2(Fo2) + (0.0522P)2 + 0.1916P] where P = (Fo2 + 2Fc2)/3 |
S = 1.07 | (Δ/σ)max < 0.001 |
2899 reflections | Δρmax = 0.30 e Å−3 |
163 parameters | Δρmin = −0.26 e Å−3 |
0 restraints | Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.034 (5) |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Si1 | 0.33028 (7) | 0.62363 (4) | 0.49582 (4) | 0.03472 (15) | |
O1 | 0.5000 | 0.5000 | 0.5000 | 0.0533 (5) | |
O2 | 0.1014 (2) | 0.57049 (15) | 0.56521 (11) | 0.0543 (3) | |
C11 | 0.4150 (3) | 0.73920 (16) | 0.58522 (15) | 0.0395 (3) | |
C12 | 0.6050 (3) | 0.7218 (2) | 0.63580 (19) | 0.0547 (5) | |
C13 | 0.6656 (4) | 0.8117 (2) | 0.6995 (2) | 0.0713 (6) | |
C14 | 0.5397 (5) | 0.9205 (2) | 0.7125 (2) | 0.0729 (7) | |
C15 | 0.3511 (5) | 0.9413 (2) | 0.6639 (2) | 0.0752 (7) | |
C16 | 0.2877 (4) | 0.85129 (19) | 0.60049 (19) | 0.0582 (5) | |
C21 | 0.3102 (3) | 0.71147 (15) | 0.32045 (15) | 0.0404 (4) | |
C22 | 0.4845 (3) | 0.72227 (19) | 0.22522 (17) | 0.0532 (4) | |
C23 | 0.4705 (4) | 0.7935 (2) | 0.0954 (2) | 0.0717 (6) | |
C24 | 0.2840 (5) | 0.8548 (2) | 0.0595 (2) | 0.0811 (8) | |
C25 | 0.1106 (4) | 0.8451 (3) | 0.1507 (2) | 0.0807 (7) | |
C26 | 0.1224 (3) | 0.7743 (2) | 0.28057 (19) | 0.0600 (5) | |
N31 | 0.0305 (4) | 0.5302 (3) | 0.8578 (3) | 0.0952 (8) | 0.50 |
C32 | 0.1757 (5) | 0.5528 (3) | 0.9314 (4) | 0.1131 (12) | |
C33 | 0.1445 (5) | 0.5239 (3) | 1.0681 (4) | 0.1077 (11) | |
C31 | 0.0305 (4) | 0.5302 (3) | 0.8578 (3) | 0.0952 (8) | 0.50 |
H1 | 0.0547 | 0.5287 | 0.5202 | 0.081* | 0.50 |
H2 | 0.0954 | 0.5576 | 0.6453 | 0.081* | 0.50 |
H12 | 0.6939 | 0.6483 | 0.6268 | 0.066* | |
H13 | 0.7933 | 0.7972 | 0.7335 | 0.086* | |
H14 | 0.5817 | 0.9809 | 0.7545 | 0.087* | |
H15 | 0.2647 | 1.0158 | 0.6732 | 0.090* | |
H16 | 0.1588 | 0.8662 | 0.5680 | 0.070* | |
H22 | 0.6121 | 0.6812 | 0.2488 | 0.064* | |
H23 | 0.5882 | 0.7996 | 0.0328 | 0.086* | |
H24 | 0.2753 | 0.9031 | −0.0273 | 0.097* | |
H25 | −0.0162 | 0.8862 | 0.1257 | 0.097* | |
H26 | 0.0032 | 0.7686 | 0.3419 | 0.072* | |
H31 | 0.0490 | 0.5485 | 0.7732 | 0.114* | 0.50 |
H32 | 0.3015 | 0.5894 | 0.8877 | 0.136* | |
H33 | 0.2504 | 0.5429 | 1.1110 | 0.129* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Si1 | 0.0367 (2) | 0.0342 (2) | 0.0326 (2) | −0.00223 (16) | −0.00517 (16) | −0.00672 (16) |
O1 | 0.0660 (12) | 0.0377 (9) | 0.0603 (11) | 0.0112 (8) | −0.0217 (9) | −0.0166 (8) |
O2 | 0.0482 (7) | 0.0757 (9) | 0.0396 (6) | −0.0232 (6) | −0.0002 (5) | −0.0126 (6) |
C11 | 0.0467 (9) | 0.0371 (8) | 0.0333 (7) | −0.0037 (7) | −0.0001 (6) | −0.0089 (6) |
C12 | 0.0529 (11) | 0.0593 (11) | 0.0603 (11) | −0.0020 (9) | −0.0121 (9) | −0.0274 (9) |
C13 | 0.0743 (15) | 0.0833 (16) | 0.0683 (14) | −0.0214 (12) | −0.0143 (11) | −0.0327 (12) |
C14 | 0.111 (2) | 0.0614 (13) | 0.0537 (12) | −0.0303 (13) | 0.0022 (12) | −0.0263 (10) |
C15 | 0.117 (2) | 0.0453 (11) | 0.0634 (13) | 0.0074 (12) | 0.0043 (13) | −0.0247 (10) |
C16 | 0.0680 (13) | 0.0508 (10) | 0.0562 (11) | 0.0107 (9) | −0.0066 (9) | −0.0186 (9) |
C21 | 0.0498 (9) | 0.0368 (8) | 0.0348 (8) | −0.0023 (7) | −0.0074 (7) | −0.0082 (6) |
C22 | 0.0581 (11) | 0.0557 (11) | 0.0431 (9) | −0.0072 (9) | −0.0006 (8) | −0.0093 (8) |
C23 | 0.0943 (18) | 0.0727 (14) | 0.0424 (10) | −0.0192 (13) | 0.0090 (11) | −0.0095 (10) |
C24 | 0.125 (2) | 0.0705 (15) | 0.0404 (11) | −0.0011 (14) | −0.0210 (13) | 0.0040 (10) |
C25 | 0.0962 (19) | 0.0791 (16) | 0.0592 (13) | 0.0225 (14) | −0.0325 (13) | −0.0003 (11) |
C26 | 0.0623 (12) | 0.0640 (12) | 0.0491 (10) | 0.0133 (10) | −0.0143 (9) | −0.0076 (9) |
N31 | 0.0744 (16) | 0.0770 (16) | 0.130 (2) | −0.0169 (13) | 0.0008 (15) | −0.0234 (15) |
C32 | 0.078 (2) | 0.097 (2) | 0.146 (3) | −0.0284 (17) | 0.024 (2) | −0.012 (2) |
C33 | 0.084 (2) | 0.090 (2) | 0.151 (3) | −0.0225 (17) | −0.018 (2) | −0.027 (2) |
C31 | 0.0744 (16) | 0.0770 (16) | 0.130 (2) | −0.0169 (13) | 0.0008 (15) | −0.0234 (15) |
Si1—O1 | 1.6067 (5) | C21—C26 | 1.392 (3) |
Si1—O2 | 1.621 (2) | C21—C22 | 1.392 (2) |
Si1—C21 | 1.8582 (16) | C22—C23 | 1.390 (3) |
Si1—C11 | 1.8584 (16) | C23—C24 | 1.368 (4) |
O1—Si1i | 1.6067 (5) | C24—C25 | 1.364 (4) |
C11—C12 | 1.385 (2) | C25—C26 | 1.387 (3) |
C11—C16 | 1.394 (2) | N31—C33ii | 1.349 (4) |
C12—C13 | 1.387 (3) | N31—C32 | 1.369 (5) |
C13—C14 | 1.356 (3) | C32—C33 | 1.390 (5) |
C14—C15 | 1.366 (4) | C33—C31ii | 1.349 (4) |
C15—C16 | 1.394 (3) | C33—N31ii | 1.349 (4) |
O1—Si1—O2 | 111.11 (6) | C15—C16—C11 | 120.8 (2) |
O1—Si1—C21 | 108.16 (6) | C26—C21—C22 | 117.52 (16) |
O2—Si1—C21 | 108.49 (7) | C26—C21—Si1 | 121.15 (14) |
O1—Si1—C11 | 109.18 (6) | C22—C21—Si1 | 121.27 (13) |
O2—Si1—C11 | 108.64 (7) | C23—C22—C21 | 121.0 (2) |
C21—Si1—C11 | 111.27 (7) | C24—C23—C22 | 120.1 (2) |
Si1—O1—Si1i | 180.0 | C25—C24—C23 | 120.1 (2) |
C12—C11—C16 | 117.12 (17) | C24—C25—C26 | 120.4 (2) |
C12—C11—Si1 | 122.93 (13) | C25—C26—C21 | 121.0 (2) |
C16—C11—Si1 | 119.93 (14) | C33ii—N31—C32 | 113.0 (3) |
C11—C12—C13 | 121.49 (19) | N31—C32—C33 | 123.3 (3) |
C14—C13—C12 | 120.3 (2) | C31ii—C33—N31ii | 0.0 (2) |
C13—C14—C15 | 120.0 (2) | C31ii—C33—C32 | 123.7 (3) |
C14—C15—C16 | 120.3 (2) | N31ii—C33—C32 | 123.7 (3) |
O1—Si1—C11—C12 | 4.84 (16) | C11—Si1—C21—C26 | −91.62 (17) |
O2—Si1—C11—C12 | 126.16 (15) | O1—Si1—C21—C22 | −34.52 (15) |
C21—Si1—C11—C12 | −114.47 (16) | O2—Si1—C21—C22 | −155.15 (14) |
O1—Si1—C11—C16 | −176.98 (13) | C11—Si1—C21—C22 | 85.40 (15) |
O2—Si1—C11—C16 | −55.66 (16) | C26—C21—C22—C23 | 0.2 (3) |
C21—Si1—C11—C16 | 63.71 (16) | Si1—C21—C22—C23 | −176.97 (15) |
C16—C11—C12—C13 | 0.3 (3) | C21—C22—C23—C24 | 0.2 (3) |
Si1—C11—C12—C13 | 178.55 (16) | C22—C23—C24—C25 | −0.6 (4) |
C11—C12—C13—C14 | −0.7 (3) | C23—C24—C25—C26 | 0.6 (4) |
C12—C13—C14—C15 | 0.7 (3) | C24—C25—C26—C21 | −0.2 (4) |
C13—C14—C15—C16 | −0.3 (4) | C22—C21—C26—C25 | −0.2 (3) |
C14—C15—C16—C11 | −0.2 (3) | Si1—C21—C26—C25 | 176.96 (18) |
C12—C11—C16—C15 | 0.1 (3) | C33ii—N31—C32—C33 | −0.5 (5) |
Si1—C11—C16—C15 | −178.17 (16) | N31—C32—C33—C31ii | 0.5 (6) |
O1—Si1—C21—C26 | 148.46 (15) | N31—C32—C33—N31ii | 0.5 (6) |
O2—Si1—C21—C26 | 27.83 (17) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x, −y+1, −z+2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O2—H1···O2iii | 0.82 | 1.94 | 2.755 (2) | 170 |
O2—H2···N31 | 0.82 | 2.18 | 2.995 (3) | 172 |
C31—H31···O2 | 0.86 | 2.14 | 2.995 (3) | 174 |
Symmetry code: (iii) −x, −y+1, −z+1. |
C24H22O3Si2·C4H4N2 | F(000) = 260 |
Mr = 494.69 | ? #Insert any comments here. |
Triclinic, P1 | Dx = 1.240 Mg m−3 |
a = 6.4358 (5) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.2497 (12) Å | Cell parameters from 25 reflections |
c = 10.4056 (10) Å | θ = 9.5–17.0° |
α = 76.000 (7)° | µ = 0.17 mm−1 |
β = 84.438 (9)° | T = 294 K |
γ = 86.372 (12)° | Block, colourless |
V = 662.32 (11) Å3 | 0.38 × 0.38 × 0.36 mm |
Z = 1 |
Enraf-Nonius CAD-4 diffractometer | Rint = 0.000 |
Radiation source: X-ray tube | θmax = 26.9°, θmin = 2.0° |
Graphite monochromator | h = −8→8 |
θ/2θ scans | k = 0→13 |
2876 measured reflections | l = −12→13 |
2876 independent reflections | 3 standard reflections every 60 min |
2389 reflections with I > 2σ(I) | intensity decay: no decay, variation 0.6% |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.042 | H-atom parameters constrained |
wR(F2) = 0.131 | w = 1/[σ2(Fo2) + (0.0802P)2 + 0.1328P] where P = (Fo2 + 2Fc2)/3 |
S = 1.05 | (Δ/σ)max = 0.001 |
2876 reflections | Δρmax = 0.32 e Å−3 |
162 parameters | Δρmin = −0.39 e Å−3 |
0 restraints | Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.028 (6) |
Experimental. ? #Insert any special details here. |
Geometry. Mean-plane data from final SHELXL refinement run:- |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Si1 | 0.33183 (7) | 0.62355 (4) | 0.49509 (4) | 0.03787 (17) | |
O1 | 0.5000 | 0.5000 | 0.5000 | 0.0586 (5) | |
O2 | 0.1068 (2) | 0.57096 (15) | 0.56611 (12) | 0.0587 (4) | |
C11 | 0.4219 (3) | 0.74260 (16) | 0.58478 (16) | 0.0421 (4) | |
C12 | 0.6167 (3) | 0.7299 (2) | 0.6341 (2) | 0.0606 (5) | |
C13 | 0.6794 (4) | 0.8222 (3) | 0.6996 (3) | 0.0790 (7) | |
C14 | 0.5506 (5) | 0.9287 (2) | 0.7148 (2) | 0.0777 (7) | |
C15 | 0.3589 (5) | 0.9449 (2) | 0.6665 (2) | 0.0782 (7) | |
C16 | 0.2941 (4) | 0.8528 (2) | 0.6024 (2) | 0.0612 (5) | |
C21 | 0.2984 (3) | 0.70585 (16) | 0.31810 (16) | 0.0439 (4) | |
C22 | 0.4665 (4) | 0.7173 (2) | 0.22184 (19) | 0.0601 (5) | |
C23 | 0.4423 (5) | 0.7836 (3) | 0.0905 (2) | 0.0811 (7) | |
C24 | 0.2534 (6) | 0.8397 (3) | 0.0542 (2) | 0.0866 (8) | |
C25 | 0.0845 (5) | 0.8300 (3) | 0.1465 (2) | 0.0834 (8) | |
C26 | 0.1064 (4) | 0.7636 (2) | 0.2780 (2) | 0.0619 (5) | |
C31 | 0.0314 (7) | 0.5298 (3) | 0.8579 (4) | 0.1176 (11) | 0.50 |
N31 | 0.0314 (7) | 0.5298 (3) | 0.8579 (4) | 0.1176 (11) | 0.50 |
C32 | 0.1845 (6) | 0.5240 (4) | 0.9357 (5) | 0.1137 (10) | 0.75 |
N32 | 0.1845 (6) | 0.5240 (4) | 0.9357 (5) | 0.1137 (10) | 0.25 |
N33 | 0.1605 (8) | 0.4972 (4) | 1.0694 (5) | 0.1304 (15) | 0.25 |
C33 | 0.1605 (8) | 0.4972 (4) | 1.0694 (5) | 0.1304 (15) | 0.75 |
H1 | 0.0558 | 0.5278 | 0.5210 | 0.088* | 0.50 |
H2 | 0.0974 | 0.5756 | 0.6441 | 0.088* | 0.50 |
H12 | 0.7072 | 0.6583 | 0.6232 | 0.073* | |
H13 | 0.8099 | 0.8110 | 0.7331 | 0.095* | |
H14 | 0.5933 | 0.9905 | 0.7582 | 0.093* | |
H15 | 0.2712 | 1.0180 | 0.6766 | 0.094* | |
H16 | 0.1625 | 0.8649 | 0.5704 | 0.073* | |
H22 | 0.5968 | 0.6800 | 0.2457 | 0.072* | |
H23 | 0.5559 | 0.7897 | 0.0273 | 0.097* | |
H24 | 0.2386 | 0.8848 | −0.0337 | 0.104* | |
H25 | −0.0448 | 0.8679 | 0.1211 | 0.100* | |
H26 | −0.0087 | 0.7577 | 0.3401 | 0.074* | |
H31 | 0.0486 | 0.5481 | 0.7726 | 0.141* | 0.50 |
H32 | 0.3086 | 0.5385 | 0.8980 | 0.136* | 0.75 |
H33 | 0.2777 | 0.4967 | 1.1153 | 0.156* | 0.75 |
U11 | U22 | U33 | U12 | U13 | U23 | |
Si1 | 0.0418 (3) | 0.0352 (2) | 0.0357 (2) | −0.00002 (16) | −0.00378 (16) | −0.00693 (16) |
O1 | 0.0737 (13) | 0.0396 (9) | 0.0648 (11) | 0.0157 (8) | −0.0203 (10) | −0.0159 (8) |
O2 | 0.0567 (8) | 0.0806 (10) | 0.0407 (7) | −0.0245 (7) | 0.0025 (6) | −0.0151 (6) |
C11 | 0.0510 (9) | 0.0366 (8) | 0.0378 (8) | −0.0023 (6) | 0.0003 (6) | −0.0087 (6) |
C12 | 0.0566 (11) | 0.0621 (12) | 0.0703 (13) | −0.0015 (9) | −0.0107 (9) | −0.0278 (10) |
C13 | 0.0832 (16) | 0.0856 (17) | 0.0786 (16) | −0.0235 (13) | −0.0159 (13) | −0.0309 (13) |
C14 | 0.122 (2) | 0.0599 (13) | 0.0584 (13) | −0.0284 (14) | 0.0014 (13) | −0.0255 (10) |
C15 | 0.123 (2) | 0.0483 (11) | 0.0650 (13) | 0.0084 (12) | 0.0069 (14) | −0.0248 (10) |
C16 | 0.0721 (13) | 0.0517 (11) | 0.0608 (12) | 0.0116 (9) | −0.0039 (10) | −0.0195 (9) |
C21 | 0.0534 (9) | 0.0382 (8) | 0.0393 (8) | 0.0019 (7) | −0.0058 (7) | −0.0075 (6) |
C22 | 0.0674 (12) | 0.0604 (12) | 0.0478 (10) | −0.0011 (9) | 0.0040 (9) | −0.0076 (8) |
C23 | 0.107 (2) | 0.0822 (17) | 0.0455 (11) | −0.0082 (15) | 0.0151 (12) | −0.0061 (11) |
C24 | 0.135 (3) | 0.0733 (15) | 0.0436 (11) | 0.0053 (16) | −0.0175 (14) | 0.0040 (10) |
C25 | 0.0995 (19) | 0.0772 (16) | 0.0670 (15) | 0.0206 (14) | −0.0328 (14) | −0.0004 (12) |
C26 | 0.0648 (12) | 0.0621 (12) | 0.0533 (11) | 0.0120 (10) | −0.0109 (9) | −0.0047 (9) |
C31 | 0.122 (3) | 0.093 (2) | 0.145 (3) | −0.017 (2) | −0.033 (2) | −0.033 (2) |
N31 | 0.122 (3) | 0.093 (2) | 0.145 (3) | −0.017 (2) | −0.033 (2) | −0.033 (2) |
C32 | 0.106 (2) | 0.099 (2) | 0.140 (3) | −0.0061 (18) | −0.013 (2) | −0.034 (2) |
N32 | 0.106 (2) | 0.099 (2) | 0.140 (3) | −0.0061 (18) | −0.013 (2) | −0.034 (2) |
N33 | 0.160 (4) | 0.093 (2) | 0.153 (4) | 0.001 (2) | −0.090 (3) | −0.029 (2) |
C33 | 0.160 (4) | 0.093 (2) | 0.153 (4) | 0.001 (2) | −0.090 (3) | −0.029 (2) |
Si1—O1 | 1.6074 (5) | C21—C22 | 1.391 (3) |
Si1—O2 | 1.623 (2) | C21—C26 | 1.393 (3) |
Si1—C11 | 1.8550 (17) | C22—C23 | 1.390 (3) |
Si1—C21 | 1.8579 (16) | C23—C24 | 1.359 (4) |
O1—Si1i | 1.6074 (5) | C24—C25 | 1.371 (4) |
C11—C12 | 1.387 (3) | C25—C26 | 1.389 (3) |
C11—C16 | 1.393 (2) | C31—C32 | 1.324 (5) |
C12—C13 | 1.391 (3) | C31—C33ii | 1.391 (6) |
C13—C14 | 1.359 (4) | C31—N33ii | 1.391 (6) |
C14—C15 | 1.362 (4) | N33—N31ii | 1.391 (6) |
C15—C16 | 1.384 (3) | ||
O1—Si1—O2 | 110.91 (6) | C14—C15—C16 | 120.3 (2) |
O1—Si1—C11 | 109.66 (6) | C15—C16—C11 | 121.4 (2) |
O2—Si1—C11 | 108.03 (7) | C22—C21—C26 | 117.58 (17) |
O1—Si1—C21 | 108.34 (6) | C22—C21—Si1 | 121.17 (14) |
O2—Si1—C21 | 108.17 (8) | C26—C21—Si1 | 121.19 (14) |
C11—Si1—C21 | 111.73 (7) | C23—C22—C21 | 120.9 (2) |
Si1i—O1—Si1 | 180.0 | C24—C23—C22 | 120.3 (2) |
C12—C11—C16 | 116.80 (18) | C23—C24—C25 | 120.2 (2) |
C12—C11—Si1 | 123.06 (14) | C24—C25—C26 | 120.0 (2) |
C16—C11—Si1 | 120.12 (15) | C25—C26—C21 | 120.9 (2) |
C11—C12—C13 | 121.4 (2) | C32—C31—C33ii | 112.1 (4) |
C14—C13—C12 | 120.2 (2) | C32—C31—N33ii | 112.1 (4) |
C13—C14—C15 | 120.0 (2) | C33ii—C31—N33ii | 0.002 (1) |
O1—Si1—C11—C12 | 6.43 (17) | O1—Si1—C21—C22 | −36.21 (16) |
O2—Si1—C11—C12 | 127.41 (16) | O2—Si1—C21—C22 | −156.51 (15) |
C21—Si1—C11—C12 | −113.72 (17) | C11—Si1—C21—C22 | 84.71 (17) |
O1—Si1—C11—C16 | −175.23 (13) | O1—Si1—C21—C26 | 146.69 (15) |
O2—Si1—C11—C16 | −54.24 (16) | O2—Si1—C21—C26 | 26.39 (18) |
C21—Si1—C11—C16 | 64.63 (17) | C11—Si1—C21—C26 | −92.39 (17) |
C16—C11—C12—C13 | 0.9 (3) | C26—C21—C22—C23 | −0.2 (3) |
Si1—C11—C12—C13 | 179.28 (17) | Si1—C21—C22—C23 | −177.43 (18) |
C11—C12—C13—C14 | −1.0 (4) | C21—C22—C23—C24 | 0.6 (4) |
C12—C13—C14—C15 | 0.4 (4) | C22—C23—C24—C25 | −0.7 (4) |
C13—C14—C15—C16 | 0.3 (4) | C23—C24—C25—C26 | 0.5 (4) |
C14—C15—C16—C11 | −0.4 (4) | C24—C25—C26—C21 | −0.2 (4) |
C12—C11—C16—C15 | −0.2 (3) | C22—C21—C26—C25 | 0.1 (3) |
Si1—C11—C16—C15 | −178.64 (17) | Si1—C21—C26—C25 | 177.26 (18) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x, −y+1, −z+2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O2—H1···O2iii | 0.82 | 1.92 | 2.736 (2) | 170 |
O2—H2···N31 | 0.82 | 2.17 | 2.959 (4) | 163 |
C31—H31···O2 | 0.86 | 2.10 | 2.959 (4) | 174 |
Symmetry code: (iii) −x, −y+1, −z+1. |