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Dimeth­yl[N-(4-oxidopent-3-en-2-yl­idene)valinato-κ3O,N,O′]silicon(IV), C12H21NO3Si, (II), crystallizes in the ortho­rhom­bic space group P212121. The chiral compound undergoes two sharp enanti­otropic phase transitions upon cooling. The first transformation occurs at 163 K to yield a unit cell with one axis having double length. This inter­mediate-temperature form has the monoclinic space group P21. The second transition takes place at 142 K and converts the single crystal into the low-temperature form in the ortho­rhom­bic space group P212121. This transition proceeds under tripling of the a axis of the high-temperature form. Both phase transitions are fully reversible and correspond to order–disorder transitions of the isopropyl group of the valine unit in the ligand backbone. The phase transitions presented here raise questions, since they do not fit into the rules of group–subgroup relationships.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229615009778/eg3182sup1.cif
Contains datablocks II-HT, II-IT, II-LT, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229615009778/eg3182II-HTsup3.hkl
Contains datablock II-HT

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229615009778/eg3182II-ITsup5.hkl
Contains datablock II-IT

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229615009778/eg3182II-LTsup6.hkl
Contains datablock II-LT

CCDC references: 1402014; 1402013; 1402012

Computing details top

For all compounds, data collection: X-AREA (Stoe & Cie, 2009); cell refinement: X-AREA (Stoe & Cie, 2009); data reduction: X-RED (Stoe & Cie, 2009); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012). Software used to prepare material for publication: SHELXL2014 (Sheldrick, 2015) for II-HT; WinGX (Farrugia, 2012), publCIF (Westrip, 2010) and SHELXLE (Hübschle et al., 2011) for II-IT, II-LT.

(II-HT) Dimethyl[N-(4-oxidopent-3-en-2-ylidene)valinato-κ3O,N,O']silicon(II) top
Crystal data top
C12H21NO3SiDx = 1.204 Mg m3
Mr = 255.39Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, P212121Cell parameters from 3236 reflections
a = 7.7870 (3) Åθ = 1.8–29.6°
b = 8.1899 (2) ŵ = 0.16 mm1
c = 22.0975 (6) ÅT = 203 K
V = 1409.26 (7) Å3Prism, colourless
Z = 40.40 × 0.21 × 0.18 mm
F(000) = 552
Data collection top
Stoe IPDS 2
diffractometer
3236 independent reflections
Radiation source: fine-focus sealed tube2989 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.0
Detector resolution: 6.67 pixels mm-1θmax = 27.5°, θmin = 1.8°
rotation method scansh = 1010
Absorption correction: integration
(X-RED; Stoe & Cie, 2009)
k = 010
Tmin = 0.828, Tmax = 0.932l = 028
3236 measured reflections
Refinement top
Refinement on F2Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.047 w = 1/[σ2(Fo2) + (0.0509P)2 + 0.8892P]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.116(Δ/σ)max = 0.006
S = 1.06Δρmax = 0.64 e Å3
3236 reflectionsΔρmin = 0.56 e Å3
208 parametersAbsolute structure: Flack x determined using 1174 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons et al., 2013)
84 restraintsAbsolute structure parameter: 0.05 (5)
Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Si10.58338 (10)0.22608 (10)0.91073 (4)0.0306 (2)
O10.6953 (3)0.4214 (3)0.91240 (11)0.0347 (5)
O20.4560 (3)0.0420 (3)0.90229 (18)0.0626 (9)
N10.3970 (3)0.3260 (3)0.87524 (10)0.0258 (5)
C10.7458 (6)0.6906 (5)0.9480 (2)0.0616 (12)
H1A0.79470.65430.98600.092*
H1B0.68310.79150.95430.092*
H1C0.83710.70890.91890.092*
C20.6263 (5)0.5630 (4)0.92431 (14)0.0365 (7)
C30.4562 (4)0.5934 (4)0.91335 (17)0.0361 (7)
H30.41020.69460.92520.043*
C40.3481 (4)0.4797 (4)0.88523 (12)0.0280 (6)
C50.1742 (4)0.5392 (4)0.86595 (17)0.0400 (8)
H5A0.16130.52470.82260.060*
H5B0.16270.65410.87590.060*
H5C0.08600.47740.88690.060*
C60.2780 (4)0.2139 (4)0.84422 (13)0.0379 (7)
H6A0.15930.23650.85790.045*0.624 (8)
H6B0.15910.25660.84380.045*0.376 (8)
O3A0.2266 (8)0.0650 (6)0.8503 (4)0.071 (2)0.624 (8)
C7A0.3290 (8)0.0418 (4)0.8636 (4)0.0481 (17)0.624 (8)
C8A0.2896 (5)0.2403 (8)0.77477 (13)0.0399 (15)0.624 (8)
H8A0.27750.35930.76810.048*0.624 (8)
C9A0.1409 (9)0.1602 (13)0.7406 (3)0.070 (3)0.624 (8)
H9A10.15360.18020.69760.105*0.624 (8)
H9A20.03300.20600.75450.105*0.624 (8)
H9A30.14170.04350.74810.105*0.624 (8)
C10A0.4622 (7)0.1922 (10)0.7469 (3)0.059 (2)0.624 (8)
H10A0.48090.07600.75250.089*0.624 (8)
H10B0.55360.25260.76660.089*0.624 (8)
H10C0.46140.21740.70400.089*0.624 (8)
O3B0.1998 (10)0.0599 (8)0.8910 (5)0.055 (3)0.376 (8)
C7B0.2932 (11)0.0573 (8)0.8819 (4)0.035 (2)0.376 (8)
C8B0.3286 (12)0.1371 (11)0.7827 (3)0.047 (3)0.376 (8)
H8B0.44300.08450.78450.056*0.376 (8)
C9B0.193 (2)0.022 (2)0.7570 (8)0.092 (6)0.376 (8)
H9B10.18240.07340.78290.138*0.376 (8)
H9B20.22610.01260.71670.138*0.376 (8)
H9B30.08290.07760.75510.138*0.376 (8)
C10B0.333 (3)0.2945 (14)0.7454 (5)0.083 (5)0.376 (8)
H10D0.36330.26910.70390.124*0.376 (8)
H10E0.41750.36850.76240.124*0.376 (8)
H10F0.22070.34580.74640.124*0.376 (8)
C110.7670 (5)0.1392 (5)0.8671 (2)0.0524 (10)
H11A0.72640.05040.84180.079*
H11B0.85330.09860.89500.079*
H11C0.81690.22360.84180.079*
C120.5824 (5)0.2103 (6)0.99447 (17)0.0540 (10)
H12A0.49600.13191.00700.081*
H12B0.55620.31621.01180.081*
H12C0.69440.17461.00840.081*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Si10.0244 (4)0.0288 (4)0.0388 (4)0.0055 (3)0.0039 (3)0.0031 (3)
O10.0287 (10)0.0320 (11)0.0432 (12)0.0013 (8)0.0051 (10)0.0020 (11)
O20.0378 (13)0.0260 (11)0.124 (3)0.0043 (10)0.0245 (16)0.0003 (16)
N10.0252 (11)0.0286 (11)0.0236 (10)0.0052 (10)0.0019 (9)0.0004 (9)
C10.057 (2)0.042 (2)0.086 (3)0.0080 (19)0.014 (2)0.017 (2)
C20.0432 (18)0.0309 (15)0.0353 (16)0.0003 (13)0.0040 (13)0.0002 (12)
C30.0399 (16)0.0293 (14)0.0392 (16)0.0063 (12)0.0031 (14)0.0017 (14)
C40.0308 (14)0.0308 (14)0.0224 (12)0.0067 (12)0.0018 (11)0.0059 (11)
C50.0332 (17)0.0378 (17)0.0491 (19)0.0115 (14)0.0039 (15)0.0070 (15)
C60.0240 (13)0.0481 (18)0.0415 (17)0.0004 (14)0.0034 (12)0.0136 (16)
O3A0.064 (3)0.029 (2)0.120 (6)0.011 (2)0.029 (4)0.014 (3)
C7A0.046 (2)0.046 (2)0.052 (2)0.0015 (13)0.0016 (13)0.0041 (13)
C8A0.036 (3)0.053 (4)0.030 (3)0.010 (3)0.001 (2)0.012 (3)
C9A0.061 (4)0.097 (7)0.052 (4)0.030 (4)0.016 (3)0.018 (4)
C10A0.054 (4)0.084 (5)0.040 (3)0.004 (4)0.013 (3)0.020 (3)
O3B0.054 (5)0.026 (3)0.085 (7)0.003 (3)0.017 (5)0.013 (4)
C7B0.033 (3)0.033 (2)0.038 (3)0.0022 (13)0.0010 (13)0.0056 (13)
C8B0.052 (6)0.046 (6)0.042 (5)0.005 (5)0.000 (4)0.007 (4)
C9B0.099 (12)0.108 (13)0.068 (9)0.041 (10)0.002 (8)0.046 (9)
C10B0.125 (13)0.079 (10)0.045 (7)0.004 (10)0.012 (8)0.026 (7)
C110.0380 (19)0.050 (2)0.069 (3)0.0167 (17)0.0009 (18)0.013 (2)
C120.0396 (18)0.078 (3)0.0448 (18)0.001 (2)0.0018 (16)0.0263 (19)
Geometric parameters (Å, º) top
Si1—O21.814 (3)O3A—C7A1.2190 (14)
Si1—O11.822 (2)C8A—C9A1.5299 (14)
Si1—N11.841 (2)C8A—C10A1.5299 (14)
Si1—C121.855 (4)C8A—H8A0.9900
Si1—C111.866 (4)C9A—H9A10.9700
O1—C21.304 (4)C9A—H9A20.9700
O2—C7A1.308 (6)C9A—H9A30.9700
O2—C7B1.352 (8)C10A—H10A0.9700
N1—C41.334 (4)C10A—H10B0.9700
N1—C61.473 (4)C10A—H10C0.9700
C1—C21.494 (5)O3B—C7B1.2215 (14)
C1—H1A0.9700C8B—C10B1.5294 (14)
C1—H1B0.9700C8B—C9B1.5297 (14)
C1—H1C0.9700C8B—H8B0.9900
C2—C31.370 (5)C9B—H9B10.9700
C3—C41.401 (5)C9B—H9B20.9700
C3—H30.9400C9B—H9B30.9700
C4—C51.502 (4)C10B—H10D0.9700
C5—H5A0.9700C10B—H10E0.9700
C5—H5B0.9700C10B—H10F0.9700
C5—H5C0.9700C11—H11A0.9700
C6—C7A1.5260 (14)C11—H11B0.9700
C6—C7B1.5335 (14)C11—H11C0.9700
C6—C8B1.5494 (14)C12—H12A0.9700
C6—C8A1.5524 (14)C12—H12B0.9700
C6—H6A0.9900C12—H12C0.9700
C6—H6B0.9900
O2—Si1—O1173.29 (13)C9A—C8A—C10A110.9 (5)
O2—Si1—N183.95 (12)C9A—C8A—C6112.6 (4)
O1—Si1—N189.74 (11)C10A—C8A—C6114.4 (4)
O2—Si1—C1292.4 (2)C9A—C8A—H8A106.1
O1—Si1—C1292.46 (17)C10A—C8A—H8A106.1
N1—Si1—C12116.90 (16)C6—C8A—H8A106.1
O2—Si1—C1192.81 (17)C8A—C9A—H9A1109.5
O1—Si1—C1188.78 (16)C8A—C9A—H9A2109.5
N1—Si1—C11123.60 (16)H9A1—C9A—H9A2109.5
C12—Si1—C11119.5 (2)C8A—C9A—H9A3109.5
C2—O1—Si1126.0 (2)H9A1—C9A—H9A3109.5
C7A—O2—Si1118.8 (2)H9A2—C9A—H9A3109.5
C7B—O2—Si1118.0 (3)C8A—C10A—H10A109.5
C4—N1—C6119.1 (2)C8A—C10A—H10B109.5
C4—N1—Si1125.0 (2)H10A—C10A—H10B109.5
C6—N1—Si1114.65 (18)C8A—C10A—H10C109.5
C2—C1—H1A109.5H10A—C10A—H10C109.5
C2—C1—H1B109.5H10B—C10A—H10C109.5
H1A—C1—H1B109.5O3B—C7B—O2115.5 (6)
C2—C1—H1C109.5O3B—C7B—C6134.6 (7)
H1A—C1—H1C109.5O2—C7B—C6109.3 (4)
H1B—C1—H1C109.5C10B—C8B—C9B109.7 (12)
O1—C2—C3121.6 (3)C10B—C8B—C697.8 (6)
O1—C2—C1115.9 (3)C9B—C8B—C6113.6 (8)
C3—C2—C1122.5 (3)C10B—C8B—H8B111.7
C2—C3—C4122.6 (3)C9B—C8B—H8B111.7
C2—C3—H3118.7C6—C8B—H8B111.7
C4—C3—H3118.7C8B—C9B—H9B1109.5
N1—C4—C3122.0 (3)C8B—C9B—H9B2109.5
N1—C4—C5121.1 (3)H9B1—C9B—H9B2109.5
C3—C4—C5116.9 (3)C8B—C9B—H9B3109.5
C4—C5—H5A109.5H9B1—C9B—H9B3109.5
C4—C5—H5B109.5H9B2—C9B—H9B3109.5
H5A—C5—H5B109.5C8B—C10B—H10D109.5
C4—C5—H5C109.5C8B—C10B—H10E109.5
H5A—C5—H5C109.5H10D—C10B—H10E109.5
H5B—C5—H5C109.5C8B—C10B—H10F109.5
N1—C6—C7A106.3 (3)H10D—C10B—H10F109.5
N1—C6—C7B102.7 (4)H10E—C10B—H10F109.5
N1—C6—C8B120.1 (4)Si1—C11—H11A109.5
C7B—C6—C8B96.7 (6)Si1—C11—H11B109.5
N1—C6—C8A109.7 (3)H11A—C11—H11B109.5
C7A—C6—C8A113.0 (4)Si1—C11—H11C109.5
N1—C6—H6A109.2H11A—C11—H11C109.5
C7A—C6—H6A109.2H11B—C11—H11C109.5
C8A—C6—H6A109.2Si1—C12—H12A109.5
N1—C6—H6B111.9Si1—C12—H12B109.5
C7B—C6—H6B111.9H12A—C12—H12B109.5
C8B—C6—H6B111.9Si1—C12—H12C109.5
O3A—C7A—O2130.8 (5)H12A—C12—H12C109.5
O3A—C7A—C6115.2 (4)H12B—C12—H12C109.5
O2—C7A—C6112.3 (3)
N1—Si1—O1—C238.8 (3)Si1—N1—C6—C7A12.3 (4)
C12—Si1—O1—C278.1 (3)C4—N1—C6—C7B136.2 (5)
C11—Si1—O1—C2162.4 (3)Si1—N1—C6—C7B31.6 (5)
N1—Si1—O2—C7A19.1 (5)C4—N1—C6—C8B118.2 (5)
C12—Si1—O2—C7A135.9 (5)Si1—N1—C6—C8B74.1 (5)
C11—Si1—O2—C7A104.4 (5)C4—N1—C6—C8A82.0 (4)
N1—Si1—O2—C7B5.8 (6)Si1—N1—C6—C8A110.3 (3)
C12—Si1—O2—C7B111.0 (6)Si1—O2—C7A—O3A179.7 (8)
C11—Si1—O2—C7B129.3 (6)Si1—O2—C7A—C615.9 (8)
O2—Si1—N1—C4150.1 (3)N1—C6—C7A—O3A168.3 (7)
O1—Si1—N1—C432.2 (2)C8A—C6—C7A—O3A71.3 (8)
C12—Si1—N1—C460.5 (3)N1—C6—C7A—O21.8 (7)
C11—Si1—N1—C4120.5 (3)C8A—C6—C7A—O2122.2 (6)
O2—Si1—N1—C616.8 (2)N1—C6—C8A—C9A165.9 (5)
O1—Si1—N1—C6160.9 (2)C7A—C6—C8A—C9A75.6 (6)
C12—Si1—N1—C6106.5 (2)N1—C6—C8A—C10A66.3 (6)
C11—Si1—N1—C672.6 (3)C7A—C6—C8A—C10A52.1 (6)
Si1—O1—C2—C326.9 (5)Si1—O2—C7B—O3B162.4 (8)
Si1—O1—C2—C1155.6 (3)Si1—O2—C7B—C625.3 (9)
O1—C2—C3—C44.3 (5)N1—C6—C7B—O3B155.5 (12)
C1—C2—C3—C4173.0 (4)C8B—C6—C7B—O3B81.5 (13)
C6—N1—C4—C3178.7 (3)N1—C6—C7B—O234.3 (8)
Si1—N1—C4—C315.0 (4)C8B—C6—C7B—O288.7 (8)
C6—N1—C4—C50.6 (4)N1—C6—C8B—C10B65.4 (10)
Si1—N1—C4—C5165.8 (2)C7B—C6—C8B—C10B174.4 (9)
C2—C3—C4—N110.0 (5)N1—C6—C8B—C9B179.0 (10)
C2—C3—C4—C5169.3 (3)C7B—C6—C8B—C9B70.1 (11)
C4—N1—C6—C7A155.5 (4)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C5—H5B···O3Ai0.972.423.285 (6)148
C5—H5B···O3Bi0.972.383.335 (8)167
C3—H3···O3Bi0.942.703.506 (9)144
Symmetry code: (i) x, y+1, z.
(II-IT) Dimethyl[N-(4-oxidopent-3-en-2-ylidene)valinato-κ3O,N,O']silicon(II) top
Crystal data top
C12H21NO3SiF(000) = 1104
Mr = 255.39Dx = 1.219 Mg m3
Monoclinic, P21Mo Kα radiation, λ = 0.71073 Å
a = 15.3969 (3) ÅCell parameters from 79178 reflections
b = 8.1763 (1) Åθ = 1.6–28.1°
c = 22.1067 (5) ŵ = 0.17 mm1
β = 90.010 (2)°T = 153 K
V = 2783.01 (9) Å3Prism, colourless
Z = 80.40 × 0.21 × 0.18 mm
Data collection top
Stoe IPDS 2
diffractometer
12488 independent reflections
Radiation source: sealed X-ray tube, 12 x 0.4 mm long-fine focus11928 reflections with I > 2σ(I)
Plane graphite monochromatorRint = 0.077
Detector resolution: 6.67 pixels mm-1θmax = 27.5°, θmin = 1.6°
rotation method scansh = 1919
Absorption correction: integration
(X-RED; Stoe & Cie, 2009)
k = 1010
Tmin = 0.794, Tmax = 0.994l = 2828
79178 measured reflections
Refinement top
Refinement on F2H-atom parameters constrained
Least-squares matrix: full w = 1/[σ2(Fo2) + (0.0527P)2 + 0.7358P]
where P = (Fo2 + 2Fc2)/3
R[F2 > 2σ(F2)] = 0.039(Δ/σ)max < 0.001
wR(F2) = 0.107Δρmax = 0.23 e Å3
S = 1.10Δρmin = 0.22 e Å3
12488 reflectionsExtinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
715 parametersExtinction coefficient: 0.037 (2)
161 restraintsAbsolute structure: Flack x determined using 5183 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons & Flack, 2004)
Hydrogen site location: inferred from neighbouring sitesAbsolute structure parameter: 0.01 (4)
Special details top

Experimental. loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 30 1 2 0.1324 30 - 2 5 0.0545 - 30 0 0 0.0926 - 30 2 - 7 0.0635 - 30 2 5 0.3299

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refined as a 2-component twin.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Si1A0.29310 (13)0.53543 (18)0.15930 (8)0.0282 (4)
O1A0.3498 (3)0.7304 (5)0.1604 (2)0.0303 (9)
O2A0.2280 (3)0.3492 (6)0.1539 (3)0.0498 (15)
O3A0.1068 (10)0.2479 (16)0.1026 (9)0.094 (5)0.5
O3B0.0968 (7)0.2432 (13)0.1390 (5)0.049 (2)0.5
N1A0.1978 (4)0.6338 (7)0.1244 (2)0.0287 (11)
C1A0.3743 (5)1.0007 (9)0.1950 (3)0.0403 (15)
H1A0.40670.95810.22970.060*
H1B0.33991.09550.20760.060*
H1C0.41521.03370.16320.060*
C2A0.3161 (5)0.8726 (8)0.1714 (3)0.0314 (13)
C3A0.2279 (5)0.9036 (8)0.1621 (3)0.0326 (13)
H3A0.20371.00490.17460.039*
C4A0.1749 (4)0.7859 (7)0.1342 (3)0.0283 (12)
C5A0.0833 (4)0.8453 (8)0.1169 (3)0.0381 (14)
H5A0.07070.81400.07500.057*
H5B0.08050.96460.12070.057*
H5C0.04040.79520.14390.057*
C6A0.1381 (4)0.5159 (8)0.0949 (3)0.0384 (14)
H6A0.07830.55090.10690.046*0.5
H6B0.07610.55170.09790.046*0.5
C7A0.1531 (4)0.3570 (8)0.1263 (4)0.061 (3)
C8A0.1451 (8)0.552 (2)0.0224 (6)0.053 (3)0.5
H8A0.13560.67250.01700.064*0.5
C9A0.0714 (10)0.468 (2)0.0096 (8)0.075 (5)0.5
H9A0.07340.49410.05280.113*0.5
H9B0.01610.50470.00750.113*0.5
H9C0.07690.34920.00420.113*0.5
C10A0.2306 (8)0.515 (2)0.0048 (6)0.067 (4)0.5
H10A0.23570.39660.01100.100*0.5
H10B0.27680.55200.02230.100*0.5
H10C0.23580.57110.04380.100*0.5
C8B0.1611 (8)0.4564 (15)0.0304 (5)0.042 (2)0.5
H8B0.22250.41670.03030.050*0.5
C9B0.1035 (11)0.324 (2)0.0055 (7)0.068 (4)0.5
H9D0.04360.36340.00310.102*0.5
H9E0.10590.22790.03210.102*0.5
H9F0.12360.29280.03500.102*0.5
C10B0.1557 (12)0.6054 (19)0.0065 (8)0.064 (4)0.5
H10D0.18300.58580.04590.097*0.5
H10E0.18580.69490.01420.097*0.5
H10F0.09460.63500.01250.097*0.5
C11A0.3842 (5)0.4444 (9)0.1138 (3)0.0401 (15)
H11A0.42090.53230.09780.060*
H11B0.36000.38090.08020.060*
H11C0.41900.37270.13970.060*
C12A0.2946 (5)0.5204 (10)0.2436 (3)0.0380 (15)
H12A0.23550.53500.25930.057*
H12B0.33250.60560.26020.057*
H12C0.31650.41260.25560.057*
Si1B0.54069 (12)0.60317 (15)0.33490 (7)0.0225 (3)
O1B0.5956 (3)0.4047 (5)0.3410 (2)0.0272 (9)
O2B0.4755 (2)0.7904 (4)0.33406 (17)0.0251 (7)
O3C0.3450 (2)0.8940 (4)0.35678 (17)0.0258 (7)
N1B0.4456 (3)0.5158 (5)0.3744 (2)0.0204 (9)
C1B0.6160 (4)0.1333 (9)0.3069 (4)0.0442 (17)
H1D0.63260.15690.26500.066*
H1E0.58600.02770.30860.066*
H1F0.66810.12920.33220.066*
C2B0.5570 (4)0.2642 (7)0.3293 (3)0.0256 (11)
C30.4711 (4)0.2429 (6)0.3409 (3)0.0266 (11)
H3B0.44600.14080.33020.032*
C4B0.4167 (4)0.3602 (6)0.3675 (2)0.0219 (10)
C5B0.3298 (3)0.3080 (6)0.3880 (3)0.0272 (10)
H5D0.32590.31920.43200.041*
H5E0.32040.19350.37670.041*
H5F0.28550.37660.36880.041*
C6B0.3893 (3)0.6418 (5)0.4021 (2)0.0195 (8)
H6C0.32760.60410.40150.023*
C7B0.3994 (3)0.7901 (5)0.36137 (18)0.0199 (8)
C8C0.4174 (3)0.6775 (5)0.46794 (19)0.0218 (8)
H8C0.47940.71380.46700.026*
C9C0.4118 (4)0.5271 (6)0.5099 (2)0.0340 (11)
H9G0.43230.55680.55040.051*
H9H0.44800.43900.49360.051*
H9I0.35130.49000.51230.051*
C10C0.3641 (4)0.8164 (7)0.4937 (2)0.0407 (12)
H10G0.37150.91390.46840.061*
H10H0.38370.84040.53490.061*
H10I0.30270.78510.49440.061*
C11B0.6299 (4)0.6972 (7)0.3788 (3)0.0343 (13)
H11D0.63090.65050.41960.052*
H11E0.62060.81560.38130.052*
H11F0.68540.67540.35860.052*
C12B0.5433 (5)0.5986 (10)0.2502 (3)0.0373 (14)
H12D0.60280.61780.23620.056*
H12E0.50510.68410.23420.056*
H12F0.52340.49150.23590.056*
Si1C0.79262 (13)0.54265 (18)0.16386 (9)0.0288 (4)
O1C0.8493 (3)0.7373 (5)0.1637 (2)0.0306 (9)
O2C0.7270 (3)0.3590 (6)0.1594 (3)0.0539 (16)
O3D0.6115 (10)0.2573 (16)0.1028 (8)0.091 (5)0.5
O3E0.5997 (6)0.2459 (11)0.1412 (6)0.049 (2)0.5
N1C0.6989 (4)0.6385 (6)0.1256 (2)0.0266 (10)
C1C0.8726 (5)1.0073 (10)0.1970 (4)0.0516 (19)
H25G0.90320.96620.23280.077*
H25H0.83811.10350.20810.077*
H25I0.91501.03760.16590.077*
C2C0.8147 (5)0.8788 (8)0.1733 (3)0.0353 (14)
C3C0.7269 (5)0.9093 (7)0.1623 (3)0.0318 (12)
H3C0.70201.01060.17410.038*
C4C0.6754 (4)0.7906 (8)0.1336 (3)0.0292 (12)
C5C0.5854 (4)0.8503 (8)0.1131 (3)0.0407 (14)
H5G0.57440.81320.07160.061*
H5H0.58360.97010.11440.061*
H5I0.54080.80580.14000.061*
C6C0.6408 (4)0.5200 (8)0.0954 (3)0.0402 (15)
H6D0.58070.55520.10660.048*0.5
H6E0.57860.55560.09520.048*0.5
C7C0.6549 (5)0.3623 (8)0.1287 (4)0.064 (3)
C8D0.6492 (8)0.559 (2)0.0219 (6)0.050 (3)0.5
H8D0.64050.67890.01590.060*0.5
C9D0.7344 (10)0.517 (3)0.0007 (8)0.080 (5)0.5
H9J0.74190.39810.00030.120*0.5
H9K0.77880.56880.02460.120*0.5
H9L0.74030.55600.04250.120*0.5
C10D0.5756 (10)0.471 (3)0.0095 (8)0.081 (5)0.5
H10J0.57320.50460.05200.122*0.5
H10K0.52060.49780.01040.122*0.5
H10L0.58540.35240.00730.122*0.5
C8E0.6713 (8)0.4511 (16)0.0330 (5)0.046 (3)0.5
H8E0.73260.41210.03700.055*0.5
C9E0.6700 (12)0.593 (2)0.0066 (7)0.064 (4)0.5
H9M0.69150.56230.04670.096*0.5
H9N0.70730.67900.01030.096*0.5
H9O0.61040.63430.01010.096*0.5
C10E0.6168 (12)0.313 (2)0.0090 (7)0.074 (5)0.5
H10M0.56170.30920.03120.111*0.5
H10N0.64790.20980.01420.111*0.5
H10O0.60510.33130.03410.111*0.5
C11C0.8846 (5)0.4485 (9)0.1203 (4)0.0439 (16)
H11G0.92100.38410.14770.066*
H11H0.91960.53510.10170.066*
H11I0.86110.37720.08860.066*
C12C0.7917 (6)0.5348 (12)0.2480 (3)0.0489 (19)
H12G0.73340.56130.26280.073*
H12H0.83340.61430.26410.073*
H12I0.80780.42470.26150.073*
Si1D0.04508 (13)0.57856 (15)0.34271 (8)0.0272 (4)
O1D0.1026 (3)0.3822 (5)0.3371 (2)0.0314 (10)
O2D0.0203 (3)0.7629 (5)0.3565 (2)0.0334 (9)
O3F0.1373 (2)0.8690 (5)0.3985 (2)0.0403 (9)
N1D0.0486 (3)0.4709 (5)0.3767 (2)0.0212 (9)
C1D0.1312 (5)0.1152 (10)0.2991 (4)0.0503 (18)
H1J0.14080.13410.25580.075*
H1K0.10720.00530.30510.075*
H1L0.18640.12480.32080.075*
C2D0.0679 (5)0.2408 (7)0.3231 (3)0.0303 (13)
C3D0.0158 (4)0.2064 (7)0.3343 (3)0.0292 (11)
H3D0.03750.10300.32180.035*
C4D0.0735 (4)0.3155 (6)0.3636 (2)0.0241 (11)
C5D0.1598 (4)0.2553 (6)0.3815 (3)0.0292 (11)
H5J0.16410.25370.42570.044*
H5K0.16820.14440.36570.044*
H5L0.20460.32770.36490.044*
C6D0.1103 (3)0.5789 (5)0.4086 (2)0.0220 (9)
H6F0.17070.55040.39580.026*
C7D0.0900 (3)0.7538 (6)0.3882 (2)0.0303 (10)
C8F0.1036 (3)0.5639 (6)0.47760 (18)0.0223 (8)
H8F0.11110.44550.48760.027*
C9F0.1764 (3)0.6563 (7)0.5101 (3)0.0396 (12)
H9P0.16980.64320.55390.059*
H9Q0.23270.61230.49740.059*
H9R0.17330.77270.49970.059*
C10F0.0142 (3)0.6153 (8)0.5020 (2)0.0350 (11)
H10P0.00430.73120.49310.053*
H10Q0.03110.54940.48260.053*
H10R0.01230.59800.54580.053*
C11D0.1396 (4)0.6602 (7)0.3858 (4)0.0399 (15)
H11J0.12510.76820.40220.060*
H11K0.18980.66970.35890.060*
H11L0.15360.58570.41920.060*
C12D0.0422 (5)0.6059 (11)0.2594 (3)0.0446 (16)
H12J0.02110.50530.24030.067*
H12K0.10080.63040.24460.067*
H12L0.00320.69660.24920.067*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Si1A0.0260 (7)0.0283 (7)0.0304 (9)0.0046 (5)0.0033 (6)0.0021 (6)
O1A0.029 (2)0.0287 (19)0.033 (2)0.0056 (16)0.0025 (17)0.0007 (16)
O2A0.036 (2)0.031 (2)0.082 (4)0.0057 (17)0.018 (2)0.008 (2)
O3A0.081 (9)0.043 (6)0.159 (13)0.001 (6)0.051 (11)0.025 (9)
O3B0.044 (5)0.034 (4)0.069 (6)0.001 (4)0.014 (5)0.014 (5)
N1A0.030 (2)0.033 (2)0.0226 (19)0.0015 (18)0.0046 (17)0.0010 (17)
C1A0.046 (3)0.033 (3)0.042 (3)0.000 (2)0.002 (3)0.004 (2)
C2A0.036 (3)0.031 (3)0.027 (2)0.005 (2)0.002 (2)0.002 (2)
C3A0.048 (3)0.025 (2)0.025 (2)0.003 (2)0.004 (2)0.0017 (19)
C4A0.027 (2)0.034 (3)0.024 (2)0.0088 (19)0.0023 (18)0.003 (2)
C5A0.038 (3)0.039 (3)0.037 (3)0.013 (2)0.000 (2)0.004 (2)
C6A0.026 (2)0.052 (3)0.037 (3)0.001 (2)0.004 (2)0.012 (3)
C7A0.036 (3)0.035 (3)0.111 (7)0.006 (2)0.015 (3)0.028 (4)
C8A0.047 (6)0.055 (8)0.057 (7)0.011 (6)0.007 (6)0.019 (7)
C9A0.066 (8)0.094 (12)0.066 (9)0.001 (8)0.014 (7)0.027 (8)
C10A0.064 (8)0.096 (11)0.040 (6)0.006 (8)0.007 (6)0.003 (7)
C8B0.045 (5)0.040 (6)0.040 (5)0.003 (5)0.006 (4)0.007 (5)
C9B0.086 (10)0.070 (9)0.048 (7)0.017 (8)0.007 (7)0.005 (6)
C10B0.084 (10)0.057 (9)0.052 (8)0.002 (8)0.001 (8)0.017 (7)
C11A0.032 (3)0.047 (3)0.041 (3)0.015 (2)0.003 (2)0.012 (2)
C12A0.037 (3)0.049 (4)0.028 (3)0.004 (3)0.001 (2)0.016 (3)
Si1B0.0231 (7)0.0197 (6)0.0246 (6)0.0036 (5)0.0011 (6)0.0051 (5)
O1B0.025 (2)0.0229 (18)0.033 (2)0.0004 (15)0.0057 (16)0.0009 (14)
O2B0.0257 (16)0.0175 (15)0.0323 (15)0.0004 (12)0.0032 (12)0.0118 (12)
O3C0.0260 (15)0.0180 (14)0.0334 (17)0.0043 (12)0.0020 (13)0.0105 (13)
N1B0.0207 (19)0.0147 (17)0.0257 (19)0.0018 (15)0.0012 (15)0.0012 (14)
C1B0.037 (3)0.031 (3)0.065 (4)0.002 (3)0.022 (3)0.001 (3)
C2B0.030 (3)0.020 (2)0.027 (2)0.0019 (19)0.0027 (19)0.0017 (19)
C30.028 (2)0.020 (2)0.032 (2)0.0051 (18)0.0050 (19)0.0042 (18)
C4B0.025 (2)0.017 (2)0.023 (2)0.0015 (18)0.0015 (17)0.0040 (16)
C5B0.029 (2)0.0155 (19)0.037 (2)0.0044 (17)0.004 (2)0.0020 (18)
C6B0.0203 (19)0.0118 (17)0.0262 (19)0.0029 (14)0.0004 (15)0.0006 (14)
C7B0.027 (2)0.0173 (18)0.0157 (15)0.0003 (16)0.0021 (14)0.0048 (14)
C8C0.029 (2)0.0168 (18)0.0198 (18)0.0004 (16)0.0017 (16)0.0030 (15)
C9C0.052 (3)0.031 (2)0.018 (2)0.004 (2)0.006 (2)0.0062 (18)
C10C0.057 (3)0.035 (3)0.030 (2)0.013 (2)0.007 (2)0.014 (2)
C11B0.033 (3)0.024 (2)0.047 (3)0.002 (2)0.004 (2)0.001 (2)
C12B0.031 (3)0.050 (3)0.031 (3)0.001 (3)0.003 (2)0.001 (2)
Si1C0.0252 (7)0.0287 (7)0.0325 (9)0.0028 (6)0.0010 (6)0.0010 (7)
O1C0.026 (2)0.0309 (19)0.035 (2)0.0010 (16)0.0002 (18)0.0008 (16)
O2C0.038 (2)0.032 (2)0.091 (4)0.0064 (18)0.014 (2)0.008 (2)
O3D0.080 (8)0.050 (6)0.143 (12)0.006 (6)0.017 (9)0.017 (9)
O3E0.038 (4)0.026 (4)0.082 (6)0.005 (3)0.009 (5)0.011 (5)
N1C0.027 (2)0.034 (2)0.0189 (18)0.0060 (18)0.0003 (15)0.0015 (16)
C1C0.045 (4)0.039 (3)0.071 (5)0.003 (3)0.006 (3)0.022 (3)
C2C0.030 (3)0.034 (3)0.042 (3)0.000 (2)0.001 (2)0.001 (2)
C3C0.036 (3)0.024 (2)0.035 (3)0.002 (2)0.005 (2)0.000 (2)
C4C0.023 (2)0.037 (3)0.027 (2)0.003 (2)0.0024 (19)0.009 (2)
C5C0.032 (3)0.045 (3)0.046 (3)0.008 (2)0.004 (2)0.009 (3)
C6C0.031 (3)0.053 (3)0.037 (3)0.006 (2)0.001 (2)0.014 (3)
C7C0.039 (3)0.033 (3)0.121 (8)0.006 (3)0.008 (4)0.024 (4)
C8D0.046 (6)0.058 (7)0.048 (6)0.023 (6)0.008 (5)0.014 (6)
C9D0.077 (9)0.111 (13)0.051 (7)0.007 (10)0.006 (7)0.020 (8)
C10D0.068 (8)0.119 (14)0.057 (8)0.032 (9)0.010 (7)0.032 (9)
C8E0.043 (6)0.052 (6)0.042 (5)0.007 (5)0.007 (4)0.007 (5)
C9E0.084 (10)0.068 (9)0.040 (6)0.014 (8)0.001 (7)0.000 (7)
C10E0.096 (11)0.067 (9)0.058 (8)0.033 (8)0.015 (8)0.017 (7)
C11C0.035 (3)0.048 (3)0.049 (3)0.013 (3)0.003 (3)0.012 (3)
C12C0.039 (4)0.073 (5)0.034 (3)0.004 (3)0.003 (3)0.027 (3)
Si1D0.0257 (7)0.0241 (7)0.0317 (7)0.0018 (6)0.0021 (6)0.0056 (5)
O1D0.029 (2)0.0267 (19)0.038 (2)0.0038 (17)0.0046 (18)0.0031 (17)
O2D0.0292 (18)0.0201 (16)0.051 (2)0.0010 (14)0.0075 (15)0.0120 (15)
O3F0.0348 (18)0.0183 (15)0.068 (3)0.0098 (13)0.0104 (18)0.0120 (18)
N1D0.024 (2)0.0138 (17)0.0260 (19)0.0036 (15)0.0034 (16)0.0002 (14)
C1D0.048 (4)0.045 (3)0.058 (4)0.020 (3)0.014 (3)0.017 (3)
C2D0.044 (3)0.025 (2)0.022 (2)0.005 (2)0.001 (2)0.0051 (18)
C3D0.034 (3)0.025 (2)0.028 (2)0.003 (2)0.001 (2)0.0046 (19)
C4D0.038 (3)0.0134 (19)0.0213 (19)0.0044 (17)0.0086 (19)0.0003 (15)
C5D0.029 (2)0.019 (2)0.039 (3)0.0006 (17)0.005 (2)0.0022 (18)
C6D0.019 (2)0.0125 (16)0.034 (2)0.0003 (14)0.0013 (16)0.0036 (15)
C7D0.027 (2)0.022 (2)0.042 (2)0.0033 (17)0.0011 (18)0.0095 (18)
C8F0.0237 (19)0.025 (2)0.0180 (17)0.0004 (17)0.0007 (15)0.0029 (16)
C9F0.036 (2)0.047 (3)0.036 (3)0.011 (2)0.011 (2)0.010 (2)
C10F0.026 (2)0.051 (3)0.028 (2)0.003 (2)0.0077 (17)0.015 (2)
C11D0.032 (3)0.025 (2)0.062 (4)0.001 (2)0.006 (3)0.007 (2)
C12D0.034 (3)0.058 (4)0.042 (3)0.007 (3)0.006 (3)0.013 (3)
Geometric parameters (Å, º) top
Si1A—O1A1.818 (5)Si1C—O2C1.813 (5)
Si1A—O2A1.827 (5)Si1C—O1C1.815 (5)
Si1A—N1A1.842 (6)Si1C—N1C1.847 (6)
Si1A—C12A1.868 (7)Si1C—C12C1.862 (8)
Si1A—C11A1.879 (7)Si1C—C11C1.878 (7)
O1A—C2A1.297 (8)O1C—C2C1.291 (9)
O2A—C7A1.305 (8)O2C—C7C1.301 (9)
O3A—C7A1.257 (13)O3D—C7C1.230 (13)
O3B—C7A1.302 (13)O3E—C7C1.306 (11)
N1A—C4A1.310 (8)N1C—C4C1.307 (8)
N1A—C6A1.484 (8)N1C—C6C1.478 (8)
C1A—C2A1.474 (9)C1C—C2C1.474 (9)
C1A—H1A0.9800C1C—H25G0.9800
C1A—H1B0.9800C1C—H25H0.9800
C1A—H1C0.9800C1C—H25I0.9800
C2A—C3A1.395 (10)C2C—C3C1.396 (10)
C3A—C4A1.405 (9)C3C—C4C1.405 (8)
C3A—H3A0.9500C3C—H3C0.9500
C4A—C5A1.540 (9)C4C—C5C1.537 (8)
C5A—H5A0.9800C5C—H5G0.9800
C5A—H5B0.9800C5C—H5H0.9800
C5A—H5C0.9800C5C—H5I0.9800
C6A—C7A1.492 (10)C6C—C7C1.502 (10)
C6A—C8B1.547 (12)C6C—C8E1.562 (13)
C6A—C8A1.634 (16)C6C—C8D1.660 (15)
C6A—H6A1.0000C6C—H6D1.0000
C6A—H6B1.0000C6C—H6E1.0000
C8A—C10A1.479 (15)C8D—C9D1.446 (17)
C8A—C9A1.505 (15)C8D—C10D1.511 (15)
C8A—H8A1.0000C8D—H8D1.0000
C9A—H9A0.9800C9D—H9J0.9800
C9A—H9B0.9800C9D—H9K0.9800
C9A—H9C0.9800C9D—H9L0.9800
C10A—H10A0.9800C10D—H10J0.9800
C10A—H10B0.9800C10D—H10K0.9800
C10A—H10C0.9800C10D—H10L0.9800
C8B—C10B1.468 (16)C8E—C9E1.456 (17)
C8B—C9B1.506 (15)C8E—C10E1.501 (15)
C8B—H8B1.0000C8E—H8E1.0000
C9B—H9D0.9800C9E—H9M0.9800
C9B—H9E0.9800C9E—H9N0.9800
C9B—H9F0.9800C9E—H9O0.9800
C10B—H10D0.9800C10E—H10M0.9800
C10B—H10E0.9800C10E—H10N0.9800
C10B—H10F0.9800C10E—H10O0.9800
C11A—H11A0.9800C11C—H11G0.9800
C11A—H11B0.9800C11C—H11H0.9800
C11A—H11C0.9800C11C—H11I0.9800
C12A—H12A0.9800C12C—H12G0.9800
C12A—H12B0.9800C12C—H12H0.9800
C12A—H12C0.9800C12C—H12I0.9800
Si1B—O2B1.830 (4)Si1D—O2D1.838 (4)
Si1B—O1B1.835 (4)Si1D—O1D1.838 (5)
Si1B—C11B1.848 (7)Si1D—N1D1.849 (5)
Si1B—N1B1.849 (5)Si1D—C12D1.857 (8)
Si1B—C12B1.873 (7)Si1D—C11D1.863 (7)
O1B—C2B1.319 (8)O1D—C2D1.311 (8)
O2B—C7B1.318 (6)O2D—C7D1.283 (7)
O3C—C7B1.198 (5)O3F—C7D1.212 (6)
N1B—C4B1.356 (6)N1D—C4D1.358 (6)
N1B—C6B1.479 (6)N1D—C6D1.476 (6)
C1B—C2B1.489 (8)C1D—C2D1.511 (8)
C1B—H1D0.9800C1D—H1J0.9800
C1B—H1E0.9800C1D—H1K0.9800
C1B—H1F0.9800C1D—H1L0.9800
C2B—C31.359 (9)C2D—C3D1.342 (9)
C3—C4B1.403 (7)C3D—C4D1.416 (8)
C3—H3B0.9500C3D—H3D0.9500
C4B—C5B1.474 (7)C4D—C5D1.472 (8)
C5B—H5D0.9800C5D—H5J0.9800
C5B—H5E0.9800C5D—H5K0.9800
C5B—H5F0.9800C5D—H5L0.9800
C6B—C7B1.518 (6)C6D—C7D1.532 (6)
C6B—C8C1.547 (6)C6D—C8F1.533 (6)
C6B—H6C1.0000C6D—H6F1.0000
C8C—C10C1.512 (6)C8F—C9F1.530 (6)
C8C—C9C1.543 (6)C8F—C10F1.537 (5)
C8C—H8C1.0000C8F—H8F1.0000
C9C—H9G0.9800C9F—H9P0.9800
C9C—H9H0.9800C9F—H9Q0.9800
C9C—H9I0.9800C9F—H9R0.9800
C10C—H10G0.9800C10F—H10P0.9800
C10C—H10H0.9800C10F—H10Q0.9800
C10C—H10I0.9800C10F—H10R0.9800
C11B—H11D0.9800C11D—H11J0.9800
C11B—H11E0.9800C11D—H11K0.9800
C11B—H11F0.9800C11D—H11L0.9800
C12B—H12D0.9800C12D—H12J0.9800
C12B—H12E0.9800C12D—H12K0.9800
C12B—H12F0.9800C12D—H12L0.9800
O1A—Si1A—O2A174.5 (2)O2C—Si1C—O1C173.9 (2)
O1A—Si1A—N1A90.3 (2)O2C—Si1C—N1C83.7 (2)
O2A—Si1A—N1A84.3 (2)O1C—Si1C—N1C90.2 (2)
O1A—Si1A—C12A92.2 (3)O2C—Si1C—C12C91.2 (4)
O2A—Si1A—C12A91.0 (3)O1C—Si1C—C12C92.0 (4)
N1A—Si1A—C12A117.1 (3)N1C—Si1C—C12C117.8 (3)
O1A—Si1A—C11A89.8 (3)O2C—Si1C—C11C93.0 (3)
O2A—Si1A—C11A92.5 (3)O1C—Si1C—C11C89.8 (3)
N1A—Si1A—C11A122.9 (3)N1C—Si1C—C11C121.9 (3)
C12A—Si1A—C11A119.9 (4)C12C—Si1C—C11C120.3 (4)
C2A—O1A—Si1A126.6 (5)C2C—O1C—Si1C126.0 (5)
C7A—O2A—Si1A118.3 (5)C7C—O2C—Si1C119.1 (5)
C4A—N1A—C6A121.4 (6)C4C—N1C—C6C121.1 (6)
C4A—N1A—Si1A124.1 (5)C4C—N1C—Si1C123.9 (4)
C6A—N1A—Si1A113.2 (4)C6C—N1C—Si1C113.7 (4)
C2A—C1A—H1A109.5C2C—C1C—H25G109.5
C2A—C1A—H1B109.5C2C—C1C—H25H109.5
H1A—C1A—H1B109.5H25G—C1C—H25H109.5
C2A—C1A—H1C109.5C2C—C1C—H25I109.5
H1A—C1A—H1C109.5H25G—C1C—H25I109.5
H1B—C1A—H1C109.5H25H—C1C—H25I109.5
O1A—C2A—C3A121.7 (6)O1C—C2C—C3C122.1 (6)
O1A—C2A—C1A117.3 (6)O1C—C2C—C1C116.6 (6)
C3A—C2A—C1A121.0 (6)C3C—C2C—C1C121.3 (6)
C2A—C3A—C4A120.4 (6)C2C—C3C—C4C120.2 (6)
C2A—C3A—H3A119.8C2C—C3C—H3C119.9
C4A—C3A—H3A119.8C4C—C3C—H3C119.9
N1A—C4A—C3A124.4 (6)N1C—C4C—C3C124.2 (6)
N1A—C4A—C5A120.4 (6)N1C—C4C—C5C120.8 (6)
C3A—C4A—C5A115.2 (5)C3C—C4C—C5C115.0 (6)
C4A—C5A—H5A109.5C4C—C5C—H5G109.5
C4A—C5A—H5B109.5C4C—C5C—H5H109.5
H5A—C5A—H5B109.5H5G—C5C—H5H109.5
C4A—C5A—H5C109.5C4C—C5C—H5I109.5
H5A—C5A—H5C109.5H5G—C5C—H5I109.5
H5B—C5A—H5C109.5H5H—C5C—H5I109.5
N1A—C6A—C7A105.4 (5)N1C—C6C—C7C104.7 (5)
N1A—C6A—C8B117.9 (6)N1C—C6C—C8E116.9 (6)
C7A—C6A—C8B96.9 (7)C7C—C6C—C8E94.5 (7)
N1A—C6A—C8A105.8 (6)N1C—C6C—C8D105.7 (6)
C7A—C6A—C8A127.3 (8)C7C—C6C—C8D129.3 (8)
N1A—C6A—H6A105.6N1C—C6C—H6D105.1
C7A—C6A—H6A105.6C7C—C6C—H6D105.1
C8A—C6A—H6A105.6C8D—C6C—H6D105.1
N1A—C6A—H6B111.8N1C—C6C—H6E113.0
C7A—C6A—H6B111.8C7C—C6C—H6E113.0
C8B—C6A—H6B111.8C8E—C6C—H6E113.0
O3A—C7A—O2A131.4 (9)O3D—C7C—O2C133.8 (10)
O3B—C7A—O2A117.0 (8)O2C—C7C—O3E115.5 (8)
O3A—C7A—C6A109.6 (10)O3D—C7C—C6C107.0 (10)
O3B—C7A—C6A128.2 (7)O2C—C7C—C6C113.4 (6)
O2A—C7A—C6A113.4 (6)O3E—C7C—C6C129.4 (7)
C10A—C8A—C9A112.6 (12)C9D—C8D—C10D114.1 (12)
C10A—C8A—C6A114.8 (12)C9D—C8D—C6C111.4 (12)
C9A—C8A—C6A109.1 (12)C10D—C8D—C6C107.5 (11)
C10A—C8A—H8A106.6C9D—C8D—H8D107.9
C9A—C8A—H8A106.6C10D—C8D—H8D107.9
C6A—C8A—H8A106.6C6C—C8D—H8D107.9
C8A—C9A—H9A109.5C8D—C9D—H9J109.5
C8A—C9A—H9B109.5C8D—C9D—H9K109.5
H9A—C9A—H9B109.5H9J—C9D—H9K109.5
C8A—C9A—H9C109.5C8D—C9D—H9L109.5
H9A—C9A—H9C109.5H9J—C9D—H9L109.5
H9B—C9A—H9C109.5H9K—C9D—H9L109.5
C8A—C10A—H10A109.5C8D—C10D—H10J109.5
C8A—C10A—H10B109.5C8D—C10D—H10K109.5
H10A—C10A—H10B109.5H10J—C10D—H10K109.5
C8A—C10A—H10C109.5C8D—C10D—H10L109.5
H10A—C10A—H10C109.5H10J—C10D—H10L109.5
H10B—C10A—H10C109.5H10K—C10D—H10L109.5
C10B—C8B—C9B111.2 (12)C9E—C8E—C10E112.3 (12)
C10B—C8B—C6A103.8 (10)C9E—C8E—C6C103.8 (10)
C9B—C8B—C6A115.4 (10)C10E—C8E—C6C114.5 (10)
C10B—C8B—H8B108.7C9E—C8E—H8E108.7
C9B—C8B—H8B108.7C10E—C8E—H8E108.7
C6A—C8B—H8B108.7C6C—C8E—H8E108.7
C8B—C9B—H9D109.5C8E—C9E—H9M109.5
C8B—C9B—H9E109.5C8E—C9E—H9N109.5
H9D—C9B—H9E109.5H9M—C9E—H9N109.5
C8B—C9B—H9F109.5C8E—C9E—H9O109.5
H9D—C9B—H9F109.5H9M—C9E—H9O109.5
H9E—C9B—H9F109.5H9N—C9E—H9O109.5
C8B—C10B—H10D109.5C8E—C10E—H10M109.5
C8B—C10B—H10E109.5C8E—C10E—H10N109.5
H10D—C10B—H10E109.5H10M—C10E—H10N109.5
C8B—C10B—H10F109.5C8E—C10E—H10O109.5
H10D—C10B—H10F109.5H10M—C10E—H10O109.5
H10E—C10B—H10F109.5H10N—C10E—H10O109.5
Si1A—C11A—H11A109.5Si1C—C11C—H11G109.5
Si1A—C11A—H11B109.5Si1C—C11C—H11H109.5
H11A—C11A—H11B109.5H11G—C11C—H11H109.5
Si1A—C11A—H11C109.5Si1C—C11C—H11I109.5
H11A—C11A—H11C109.5H11G—C11C—H11I109.5
H11B—C11A—H11C109.5H11H—C11C—H11I109.5
Si1A—C12A—H12A109.5Si1C—C12C—H12G109.5
Si1A—C12A—H12B109.5Si1C—C12C—H12H109.5
H12A—C12A—H12B109.5H12G—C12C—H12H109.5
Si1A—C12A—H12C109.5Si1C—C12C—H12I109.5
H12A—C12A—H12C109.5H12G—C12C—H12I109.5
H12B—C12A—H12C109.5H12H—C12C—H12I109.5
O2B—Si1B—O1B173.2 (2)O2D—Si1D—O1D172.5 (2)
O2B—Si1B—C11B93.7 (2)O2D—Si1D—N1D84.01 (19)
O1B—Si1B—C11B89.2 (2)O1D—Si1D—N1D89.3 (2)
O2B—Si1B—N1B83.91 (19)O2D—Si1D—C12D93.1 (3)
O1B—Si1B—N1B89.4 (2)O1D—Si1D—C12D92.9 (3)
C11B—Si1B—N1B120.1 (3)N1D—Si1D—C12D116.2 (3)
O2B—Si1B—C12B91.1 (3)O2D—Si1D—C11D92.8 (2)
O1B—Si1B—C12B92.6 (3)O1D—Si1D—C11D88.3 (3)
C11B—Si1B—C12B121.1 (3)N1D—Si1D—C11D124.9 (3)
N1B—Si1B—C12B118.8 (3)C12D—Si1D—C11D118.9 (4)
C2B—O1B—Si1B123.2 (4)C2D—O1D—Si1D126.1 (5)
C7B—O2B—Si1B118.8 (3)C7D—O2D—Si1D120.1 (3)
C4B—N1B—C6B120.5 (5)C4D—N1D—C6D118.7 (5)
C4B—N1B—Si1B124.7 (4)C4D—N1D—Si1D125.4 (4)
C6B—N1B—Si1B112.9 (3)C6D—N1D—Si1D114.3 (3)
C2B—C1B—H1D109.5C2D—C1D—H1J109.5
C2B—C1B—H1E109.5C2D—C1D—H1K109.5
H1D—C1B—H1E109.5H1J—C1D—H1K109.5
C2B—C1B—H1F109.5C2D—C1D—H1L109.5
H1D—C1B—H1F109.5H1J—C1D—H1L109.5
H1E—C1B—H1F109.5H1K—C1D—H1L109.5
O1B—C2B—C3120.9 (5)O1D—C2D—C3D122.2 (5)
O1B—C2B—C1B114.6 (6)O1D—C2D—C1D114.8 (6)
C3—C2B—C1B124.4 (5)C3D—C2D—C1D122.8 (6)
C2B—C3—C4B125.0 (5)C2D—C3D—C4D123.7 (5)
C2B—C3—H3B117.5C2D—C3D—H3D118.1
C4B—C3—H3B117.5C4D—C3D—H3D118.1
N1B—C4B—C3119.5 (5)N1D—C4D—C3D120.6 (6)
N1B—C4B—C5B122.3 (5)N1D—C4D—C5D120.7 (5)
C3—C4B—C5B118.2 (5)C3D—C4D—C5D118.6 (5)
C4B—C5B—H5D109.5C4D—C5D—H5J109.5
C4B—C5B—H5E109.5C4D—C5D—H5K109.5
H5D—C5B—H5E109.5H5J—C5D—H5K109.5
C4B—C5B—H5F109.5C4D—C5D—H5L109.5
H5D—C5B—H5F109.5H5J—C5D—H5L109.5
H5E—C5B—H5F109.5H5K—C5D—H5L109.5
N1B—C6B—C7B104.6 (4)N1D—C6D—C7D106.6 (4)
N1B—C6B—C8C110.9 (4)N1D—C6D—C8F112.7 (4)
C7B—C6B—C8C112.2 (3)C7D—C6D—C8F110.7 (4)
N1B—C6B—H6C109.7N1D—C6D—H6F108.9
C7B—C6B—H6C109.7C7D—C6D—H6F108.9
C8C—C6B—H6C109.7C8F—C6D—H6F108.9
O3C—C7B—O2B125.6 (4)O3F—C7D—O2D124.1 (5)
O3C—C7B—C6B123.0 (4)O3F—C7D—C6D123.2 (5)
O2B—C7B—C6B111.3 (4)O2D—C7D—C6D112.6 (4)
C10C—C8C—C9C110.0 (4)C9F—C8F—C6D112.2 (4)
C10C—C8C—C6B110.1 (4)C9F—C8F—C10F110.9 (4)
C9C—C8C—C6B113.5 (4)C6D—C8F—C10F112.7 (4)
C10C—C8C—H8C107.6C9F—C8F—H8F106.9
C9C—C8C—H8C107.6C6D—C8F—H8F106.9
C6B—C8C—H8C107.6C10F—C8F—H8F106.9
C8C—C9C—H9G109.5C8F—C9F—H9P109.5
C8C—C9C—H9H109.5C8F—C9F—H9Q109.5
H9G—C9C—H9H109.5H9P—C9F—H9Q109.5
C8C—C9C—H9I109.5C8F—C9F—H9R109.5
H9G—C9C—H9I109.5H9P—C9F—H9R109.5
H9H—C9C—H9I109.5H9Q—C9F—H9R109.5
C8C—C10C—H10G109.5C8F—C10F—H10P109.5
C8C—C10C—H10H109.5C8F—C10F—H10Q109.5
H10G—C10C—H10H109.5H10P—C10F—H10Q109.5
C8C—C10C—H10I109.5C8F—C10F—H10R109.5
H10G—C10C—H10I109.5H10P—C10F—H10R109.5
H10H—C10C—H10I109.5H10Q—C10F—H10R109.5
Si1B—C11B—H11D109.5Si1D—C11D—H11J109.5
Si1B—C11B—H11E109.5Si1D—C11D—H11K109.5
H11D—C11B—H11E109.5H11J—C11D—H11K109.5
Si1B—C11B—H11F109.5Si1D—C11D—H11L109.5
H11D—C11B—H11F109.5H11J—C11D—H11L109.5
H11E—C11B—H11F109.5H11K—C11D—H11L109.5
Si1B—C12B—H12D109.5Si1D—C12D—H12J109.5
Si1B—C12B—H12E109.5Si1D—C12D—H12K109.5
H12D—C12B—H12E109.5H12J—C12D—H12K109.5
Si1B—C12B—H12F109.5Si1D—C12D—H12L109.5
H12D—C12B—H12F109.5H12J—C12D—H12L109.5
H12E—C12B—H12F109.5H12K—C12D—H12L109.5
N1A—Si1A—O1A—C2A37.7 (6)N1C—Si1C—O1C—C2C39.0 (6)
C12A—Si1A—O1A—C2A79.5 (6)C12C—Si1C—O1C—C2C78.8 (6)
C11A—Si1A—O1A—C2A160.6 (6)C11C—Si1C—O1C—C2C160.8 (6)
N1A—Si1A—O2A—C7A5.2 (6)N1C—Si1C—O2C—C7C7.5 (6)
C12A—Si1A—O2A—C7A122.3 (6)C12C—Si1C—O2C—C7C125.3 (6)
C11A—Si1A—O2A—C7A117.6 (6)C11C—Si1C—O2C—C7C114.2 (6)
O1A—Si1A—N1A—C4A31.3 (5)O2C—Si1C—N1C—C4C148.3 (5)
O2A—Si1A—N1A—C4A149.5 (5)O1C—Si1C—N1C—C4C32.2 (5)
C12A—Si1A—N1A—C4A61.3 (6)C12C—Si1C—N1C—C4C60.2 (6)
C11A—Si1A—N1A—C4A121.2 (5)C11C—Si1C—N1C—C4C122.0 (5)
O1A—Si1A—N1A—C6A161.5 (4)O2C—Si1C—N1C—C6C18.9 (4)
O2A—Si1A—N1A—C6A17.7 (4)O1C—Si1C—N1C—C6C160.6 (4)
C12A—Si1A—N1A—C6A105.9 (5)C12C—Si1C—N1C—C6C107.0 (5)
C11A—Si1A—N1A—C6A71.6 (5)C11C—Si1C—N1C—C6C70.7 (5)
Si1A—O1A—C2A—C3A24.4 (9)Si1C—O1C—C2C—C3C25.3 (10)
Si1A—O1A—C2A—C1A155.1 (5)Si1C—O1C—C2C—C1C154.3 (6)
O1A—C2A—C3A—C4A6.8 (10)O1C—C2C—C3C—C4C7.3 (11)
C1A—C2A—C3A—C4A173.8 (6)C1C—C2C—C3C—C4C173.1 (7)
C6A—N1A—C4A—C3A179.7 (6)C6C—N1C—C4C—C3C179.6 (6)
Si1A—N1A—C4A—C3A13.5 (9)Si1C—N1C—C4C—C3C13.3 (8)
C6A—N1A—C4A—C5A2.0 (8)C6C—N1C—C4C—C5C1.4 (8)
Si1A—N1A—C4A—C5A164.2 (5)Si1C—N1C—C4C—C5C164.9 (5)
C2A—C3A—C4A—N1A11.9 (10)C2C—C3C—C4C—N1C13.0 (10)
C2A—C3A—C4A—C5A170.2 (6)C2C—C3C—C4C—C5C168.7 (6)
C4A—N1A—C6A—C7A142.6 (6)C4C—N1C—C6C—C7C142.8 (6)
Si1A—N1A—C6A—C7A25.0 (6)Si1C—N1C—C6C—C7C24.8 (6)
C4A—N1A—C6A—C8B110.8 (8)C4C—N1C—C6C—C8E114.2 (8)
Si1A—N1A—C6A—C8B81.6 (8)Si1C—N1C—C6C—C8E78.2 (8)
C4A—N1A—C6A—C8A80.5 (9)C4C—N1C—C6C—C8D78.3 (8)
Si1A—N1A—C6A—C8A111.9 (7)Si1C—N1C—C6C—C8D114.1 (7)
Si1A—O2A—C7A—O3A159.1 (15)Si1C—O2C—C7C—O3D154.7 (15)
Si1A—O2A—C7A—O3B158.8 (7)Si1C—O2C—C7C—O3E161.1 (7)
Si1A—O2A—C7A—C6A8.7 (8)Si1C—O2C—C7C—C6C5.7 (9)
N1A—C6A—C7A—O3A177.8 (11)N1C—C6C—C7C—O3D176.2 (10)
C8B—C6A—C7A—O3A56.4 (12)C8E—C6C—C7C—O3D56.8 (11)
C8A—C6A—C7A—O3A53.5 (14)C8D—C6C—C7C—O3D51.1 (13)
N1A—C6A—C7A—O3B144.8 (9)N1C—C6C—C7C—O2C19.0 (8)
C8B—C6A—C7A—O3B93.7 (11)C8E—C6C—C7C—O2C100.4 (8)
C8A—C6A—C7A—O3B90.9 (12)C8D—C6C—C7C—O2C106.0 (9)
N1A—C6A—C7A—O2A21.0 (8)N1C—C6C—C7C—O3E145.5 (9)
C8B—C6A—C7A—O2A100.4 (8)C8E—C6C—C7C—O3E95.2 (11)
C8A—C6A—C7A—O2A103.3 (9)C8D—C6C—C7C—O3E89.5 (12)
N1A—C6A—C8A—C10A66.2 (14)N1C—C6C—C8D—C9D67.9 (14)
C7A—C6A—C8A—C10A57.9 (15)C7C—C6C—C8D—C9D56.7 (15)
C8B—C6A—C8A—C10A52.3 (15)C8E—C6C—C8D—C9D46.9 (13)
N1A—C6A—C8A—C9A166.3 (11)N1C—C6C—C8D—C10D166.4 (11)
C7A—C6A—C8A—C9A69.5 (14)C7C—C6C—C8D—C10D68.9 (14)
C8B—C6A—C8A—C9A75.1 (16)C8E—C6C—C8D—C10D78.8 (14)
N1A—C6A—C8B—C10B64.4 (12)N1C—C6C—C8E—C9E66.1 (12)
C7A—C6A—C8B—C10B175.8 (10)C7C—C6C—C8E—C9E175.0 (10)
C8A—C6A—C8B—C10B8.6 (12)C8D—C6C—C8E—C9E12.6 (10)
N1A—C6A—C8B—C9B173.7 (10)N1C—C6C—C8E—C10E171.2 (11)
C7A—C6A—C8B—C9B62.2 (12)C7C—C6C—C8E—C10E62.3 (12)
C8A—C6A—C8B—C9B113.3 (18)C8D—C6C—C8E—C10E110.1 (16)
C11B—Si1B—O1B—C2B164.7 (5)N1D—Si1D—O1D—C2D38.2 (5)
N1B—Si1B—O1B—C2B44.6 (5)C12D—Si1D—O1D—C2D78.0 (6)
C12B—Si1B—O1B—C2B74.2 (5)C11D—Si1D—O1D—C2D163.2 (5)
C11B—Si1B—O2B—C7B116.5 (4)N1D—Si1D—O2D—C7D9.5 (5)
N1B—Si1B—O2B—C7B3.4 (3)C12D—Si1D—O2D—C7D125.5 (5)
C12B—Si1B—O2B—C7B122.3 (4)C11D—Si1D—O2D—C7D115.3 (5)
O2B—Si1B—N1B—C4B144.3 (4)O2D—Si1D—N1D—C4D150.9 (5)
O1B—Si1B—N1B—C4B36.2 (4)O1D—Si1D—N1D—C4D32.4 (5)
C11B—Si1B—N1B—C4B124.9 (4)C12D—Si1D—N1D—C4D60.4 (6)
C12B—Si1B—N1B—C4B56.5 (5)C11D—Si1D—N1D—C4D119.9 (5)
O2B—Si1B—N1B—C6B20.4 (3)O2D—Si1D—N1D—C6D14.1 (4)
O1B—Si1B—N1B—C6B159.2 (4)O1D—Si1D—N1D—C6D162.6 (4)
C11B—Si1B—N1B—C6B70.4 (4)C12D—Si1D—N1D—C6D104.6 (4)
C12B—Si1B—N1B—C6B108.2 (4)C11D—Si1D—N1D—C6D75.1 (4)
Si1B—O1B—C2B—C332.8 (8)Si1D—O1D—C2D—C3D27.5 (9)
Si1B—O1B—C2B—C1B150.9 (5)Si1D—O1D—C2D—C1D158.1 (5)
O1B—C2B—C3—C4B2.4 (10)O1D—C2D—C3D—C4D2.0 (10)
C1B—C2B—C3—C4B173.5 (6)C1D—C2D—C3D—C4D171.9 (6)
C6B—N1B—C4B—C3179.7 (5)C6D—N1D—C4D—C3D178.5 (5)
Si1B—N1B—C4B—C316.2 (7)Si1D—N1D—C4D—C3D17.1 (7)
C6B—N1B—C4B—C5B1.2 (7)C6D—N1D—C4D—C5D0.7 (7)
Si1B—N1B—C4B—C5B164.8 (4)Si1D—N1D—C4D—C5D165.1 (4)
C2B—C3—C4B—N1B10.8 (9)C2D—C3D—C4D—N1D6.9 (9)
C2B—C3—C4B—C5B168.3 (6)C2D—C3D—C4D—C5D171.0 (6)
C4B—N1B—C6B—C7B134.9 (4)C4D—N1D—C6D—C7D150.4 (5)
Si1B—N1B—C6B—C7B30.5 (4)Si1D—N1D—C6D—C7D15.7 (5)
C4B—N1B—C6B—C8C103.9 (5)C4D—N1D—C6D—C8F87.9 (5)
Si1B—N1B—C6B—C8C90.7 (4)Si1D—N1D—C6D—C8F106.0 (4)
Si1B—O2B—C7B—O3C168.1 (4)Si1D—O2D—C7D—O3F178.8 (5)
Si1B—O2B—C7B—C6B13.8 (5)Si1D—O2D—C7D—C6D2.2 (6)
N1B—C6B—C7B—O3C154.4 (4)N1D—C6D—C7D—O3F168.0 (5)
C8C—C6B—C7B—O3C85.2 (5)C8F—C6D—C7D—O3F69.1 (7)
N1B—C6B—C7B—O2B27.4 (5)N1D—C6D—C7D—O2D8.6 (6)
C8C—C6B—C7B—O2B93.0 (4)C8F—C6D—C7D—O2D114.3 (5)
N1B—C6B—C8C—C10C175.3 (4)N1D—C6D—C8F—C9F171.5 (4)
C7B—C6B—C8C—C10C58.7 (5)C7D—C6D—C8F—C9F69.2 (5)
N1B—C6B—C8C—C9C60.9 (5)N1D—C6D—C8F—C10F62.4 (5)
C7B—C6B—C8C—C9C177.5 (4)C7D—C6D—C8F—C10F56.9 (5)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C5A—H5B···O3Ai0.982.393.326 (15)161
C5A—H5B···O3Bi0.982.333.297 (12)170
C1B—H1E···O2Bii0.982.643.591 (8)164
C3—H3B···O3Cii0.952.613.469 (6)150
C5B—H5E···O3Cii0.982.523.462 (6)162
C3C—H3C···O3Ei0.952.593.410 (12)145
C5C—H5H···O3Di0.982.403.360 (15)166
C5C—H5H···O3Ei0.982.343.301 (11)165
C5D—H5K···O3Fii0.982.413.200 (6)137
Symmetry codes: (i) x, y+1, z; (ii) x, y1, z.
(II-LT) Dimethyl[N-(4-oxidopent-3-en-2-ylidene)valinato-κ3O,N,O']silicon(II) top
Crystal data top
C12H21NO3SiDx = 1.230 Mg m3
Mr = 255.39Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, P212121Cell parameters from 43033 reflections
a = 22.9355 (7) Åθ = 1.3–29.9°
b = 8.1571 (2) ŵ = 0.17 mm1
c = 22.1230 (5) ÅT = 123 K
V = 4138.93 (19) Å3Prism, colorless
Z = 120.40 × 0.21 × 0.18 mm
F(000) = 1656
Data collection top
Stoe IPDS 2
diffractometer
9511 independent reflections
Radiation source: sealed X-ray tube, 12 x 0.4 mm long-fine focus8495 reflections with I > 2σ(I)
Plane graphite monochromatorRint = 0.060
Detector resolution: 6.67 pixels mm-1θmax = 27.5°, θmin = 1.8°
rotation method scansh = 2929
Absorption correction: integration
(X-RED; Stoe & Cie, 2009)
k = 109
Tmin = 0.665, Tmax = 0.829l = 2828
43033 measured reflections
Refinement top
Refinement on F2Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.043 w = 1/[σ2(Fo2) + (0.0424P)2 + 1.7433P]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.104(Δ/σ)max = 0.021
S = 1.11Δρmax = 0.22 e Å3
9511 reflectionsΔρmin = 0.27 e Å3
478 parametersAbsolute structure: Flack x determined using 3434 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons & Flack, 2004)
0 restraintsAbsolute structure parameter: 0.02 (5)
Special details top

Experimental. loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 30 0 2 0.8411 30 4 1 0.6942 30 0 - 20 0.7847 - 1 5 30 1.1851 - 1 -5 30 1.1020 - 30 0 0 0.6588 - 30 - 4 0 0.8173 - 30 4 - 25 1.0964 - 30 4 1 0.9788 3 - 30 4 1.8743 0 0 - 30 0.9729

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Si1A0.63846 (3)0.28236 (9)0.41647 (3)0.01680 (15)
N1A0.70137 (10)0.1932 (3)0.37641 (10)0.0157 (4)
O1A0.60044 (8)0.0861 (2)0.41119 (9)0.0200 (4)
O2A0.68345 (9)0.4684 (2)0.41792 (10)0.0234 (4)
O3A0.77010 (9)0.5749 (2)0.39354 (11)0.0264 (5)
C1A0.58576 (15)0.1878 (4)0.44422 (17)0.0332 (7)
H1AA0.60860.28730.45190.050*
H1AB0.55570.21110.41390.050*
H1AC0.56720.15180.48190.050*
C2A0.62522 (13)0.0554 (3)0.42132 (12)0.0207 (5)
C3A0.68320 (12)0.0817 (3)0.40973 (13)0.0207 (5)
H3A0.69980.18440.42030.025*
C4A0.71916 (12)0.0384 (3)0.38265 (12)0.0170 (5)
C5A0.77813 (12)0.0165 (3)0.36127 (13)0.0222 (6)
H5AA0.78290.13370.36950.033*
H5AB0.80840.04550.38260.033*
H5AC0.78150.00310.31770.033*
C6A0.73960 (12)0.3191 (3)0.34851 (12)0.0180 (5)
H6A0.78100.28070.34820.022*
C7A0.73308 (12)0.4681 (3)0.38945 (13)0.0200 (5)
C8A0.71945 (13)0.3621 (4)0.28351 (13)0.0231 (6)
H8A0.67770.39700.28560.028*
C9A0.75484 (18)0.5052 (5)0.25782 (16)0.0398 (8)
H9AA0.74100.53100.21700.060*
H9AB0.79610.47480.25620.060*
H9AC0.75000.60150.28380.060*
C10A0.72330 (16)0.2156 (4)0.24123 (14)0.0338 (7)
H10A0.70590.24400.20220.051*
H10B0.70220.12280.25890.051*
H10C0.76430.18560.23540.051*
C11A0.57848 (13)0.3802 (3)0.37275 (14)0.0247 (6)
H11A0.54290.38130.39720.037*
H11B0.57160.31790.33560.037*
H11C0.58940.49290.36250.037*
C12A0.63737 (14)0.2759 (4)0.50095 (13)0.0284 (6)
H12A0.60220.33080.51580.043*
H12B0.67200.33180.51680.043*
H12C0.63740.16150.51450.043*
Si1B0.30684 (3)0.28980 (9)0.41285 (3)0.01629 (15)
N1B0.37120 (9)0.2007 (3)0.37501 (10)0.0161 (4)
O1B0.27004 (8)0.0917 (2)0.40874 (9)0.0195 (4)
O2B0.35105 (8)0.4783 (2)0.41281 (9)0.0218 (4)
O3B0.43847 (9)0.5833 (2)0.39117 (10)0.0277 (5)
C1B0.25603 (14)0.1812 (4)0.44293 (16)0.0285 (7)
H1BA0.27870.28200.44840.043*
H1BB0.22460.20090.41380.043*
H1BC0.23930.14790.48180.043*
C2B0.29487 (12)0.0487 (3)0.41987 (12)0.0198 (5)
C3B0.35327 (12)0.0742 (3)0.40937 (12)0.0199 (5)
H3B0.37000.17660.42040.024*
C4B0.38926 (12)0.0460 (3)0.38287 (12)0.0182 (5)
C5B0.44929 (12)0.0069 (3)0.36393 (13)0.0217 (6)
H5BA0.45400.12450.37150.033*
H5BB0.47850.05420.38720.033*
H5BC0.45460.01520.32070.033*
C6B0.40930 (12)0.3249 (3)0.34704 (12)0.0178 (5)
H6B0.45080.28750.34780.021*
C7B0.40163 (12)0.4761 (3)0.38653 (13)0.0198 (5)
C8B0.39025 (13)0.3643 (3)0.28137 (13)0.0223 (6)
H8B0.34850.39930.28240.027*
C9B0.42597 (18)0.5057 (5)0.25520 (16)0.0417 (9)
H9BA0.41300.52830.21380.063*
H9BB0.46730.47560.25490.063*
H9BC0.42050.60370.28010.063*
C10B0.39475 (16)0.2154 (4)0.24041 (13)0.0325 (7)
H10D0.37740.24080.20100.049*
H10E0.37390.12310.25880.049*
H10F0.43590.18620.23490.049*
C11B0.24688 (13)0.3824 (3)0.36753 (14)0.0236 (6)
H11D0.20940.35880.38690.035*
H11E0.24720.33580.32670.035*
H11F0.25250.50130.36510.035*
C12B0.30438 (13)0.2907 (4)0.49698 (13)0.0265 (6)
H12D0.26780.34090.51050.040*
H12E0.33740.35390.51270.040*
H12F0.30660.17790.51200.040*
Si1C0.02968 (3)0.25856 (9)0.40645 (3)0.01834 (15)
N1C0.03313 (10)0.1506 (2)0.37282 (9)0.0160 (4)
O1C0.06880 (9)0.0636 (2)0.41234 (9)0.0226 (4)
O2C0.01433 (9)0.4415 (2)0.39337 (10)0.0254 (4)
O3C0.09361 (11)0.5450 (3)0.34929 (13)0.0397 (6)
C1C0.08783 (15)0.2033 (4)0.45027 (14)0.0306 (7)
H1CA0.06740.30790.45570.046*
H1CB0.12030.21820.42200.046*
H1CC0.10290.16550.48930.046*
C2C0.04647 (13)0.0789 (3)0.42548 (12)0.0214 (6)
C3C0.01134 (13)0.1132 (3)0.41533 (13)0.0214 (6)
H3C0.02660.21500.42890.026*
C4C0.04853 (12)0.0036 (3)0.38566 (12)0.0178 (5)
C5C0.10794 (13)0.0673 (3)0.36788 (14)0.0241 (6)
H5CA0.11110.18330.37890.036*
H5CB0.13810.00460.38910.036*
H5CC0.11320.05510.32410.036*
C6C0.07432 (12)0.2568 (3)0.33992 (12)0.0184 (5)
H6C0.11490.22730.35240.022*
C7C0.06152 (13)0.4303 (3)0.36126 (14)0.0249 (6)
C8C0.06928 (12)0.2360 (4)0.27017 (12)0.0231 (6)
H8C0.07490.11690.26120.028*
C9C0.11780 (15)0.3289 (5)0.23754 (16)0.0375 (8)
H9CA0.11680.30220.19440.056*
H9CB0.15560.29710.25440.056*
H9CC0.11210.44710.24290.056*
C10C0.00968 (14)0.2836 (4)0.24615 (14)0.0320 (7)
H10G0.00770.25960.20280.048*
H10H0.00330.40100.25270.048*
H10I0.02040.22080.26740.048*
C11C0.09269 (13)0.3429 (4)0.36269 (15)0.0272 (6)
H11G0.12540.36350.39020.041*
H11H0.10460.26360.33180.041*
H11I0.08110.44570.34320.041*
C12C0.02842 (14)0.2859 (4)0.49034 (13)0.0290 (6)
H12G0.06720.31910.50440.043*
H12H0.00000.37060.50100.043*
H12I0.01750.18220.50960.043*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Si1A0.0165 (3)0.0149 (3)0.0190 (3)0.0023 (3)0.0013 (3)0.0013 (3)
N1A0.0181 (10)0.0122 (9)0.0169 (10)0.0007 (8)0.0004 (8)0.0000 (8)
O1A0.0176 (9)0.0168 (8)0.0257 (10)0.0020 (7)0.0022 (8)0.0010 (8)
O2A0.0211 (10)0.0166 (9)0.0324 (11)0.0017 (7)0.0024 (9)0.0067 (9)
O3A0.0265 (11)0.0161 (9)0.0365 (12)0.0037 (8)0.0017 (9)0.0029 (9)
C1A0.0306 (17)0.0211 (14)0.0479 (19)0.0009 (13)0.0106 (15)0.0095 (14)
C2A0.0264 (14)0.0165 (12)0.0193 (12)0.0013 (10)0.0027 (11)0.0015 (10)
C3A0.0248 (14)0.0148 (11)0.0225 (14)0.0030 (10)0.0011 (11)0.0028 (10)
C4A0.0187 (12)0.0151 (11)0.0172 (12)0.0020 (10)0.0029 (10)0.0027 (10)
C5A0.0215 (14)0.0181 (12)0.0271 (14)0.0033 (11)0.0023 (12)0.0037 (11)
C6A0.0186 (13)0.0153 (12)0.0200 (13)0.0009 (10)0.0013 (10)0.0008 (10)
C7A0.0223 (13)0.0143 (12)0.0233 (13)0.0017 (10)0.0020 (11)0.0006 (10)
C8A0.0258 (15)0.0238 (14)0.0198 (13)0.0027 (12)0.0009 (11)0.0030 (11)
C9A0.051 (2)0.0380 (19)0.0305 (17)0.0124 (17)0.0043 (16)0.0082 (15)
C10A0.050 (2)0.0303 (16)0.0212 (14)0.0031 (15)0.0024 (14)0.0021 (13)
C11A0.0217 (14)0.0207 (13)0.0318 (15)0.0041 (11)0.0001 (12)0.0039 (12)
C12A0.0268 (15)0.0373 (18)0.0209 (12)0.0011 (14)0.0034 (12)0.0054 (13)
Si1B0.0172 (3)0.0149 (3)0.0168 (3)0.0022 (3)0.0015 (3)0.0006 (3)
N1B0.0180 (10)0.0140 (10)0.0163 (10)0.0000 (8)0.0011 (8)0.0005 (8)
O1B0.0193 (9)0.0166 (8)0.0228 (10)0.0012 (7)0.0003 (8)0.0001 (8)
O2B0.0212 (10)0.0161 (9)0.0281 (10)0.0010 (7)0.0043 (8)0.0031 (8)
O3B0.0260 (11)0.0167 (9)0.0404 (12)0.0020 (8)0.0034 (10)0.0029 (9)
C1B0.0264 (15)0.0208 (14)0.0381 (17)0.0012 (12)0.0078 (13)0.0027 (13)
C2B0.0248 (14)0.0159 (11)0.0187 (12)0.0006 (10)0.0002 (11)0.0010 (10)
C3B0.0255 (14)0.0149 (11)0.0193 (13)0.0017 (10)0.0010 (11)0.0010 (10)
C4B0.0203 (13)0.0181 (12)0.0163 (12)0.0028 (10)0.0029 (10)0.0018 (10)
C5B0.0205 (13)0.0175 (12)0.0271 (14)0.0035 (10)0.0024 (11)0.0005 (11)
C6B0.0169 (12)0.0159 (12)0.0205 (13)0.0010 (10)0.0002 (10)0.0005 (10)
C7B0.0215 (13)0.0146 (11)0.0232 (13)0.0011 (10)0.0017 (11)0.0003 (10)
C8B0.0239 (14)0.0221 (13)0.0209 (13)0.0005 (11)0.0018 (11)0.0028 (11)
C9B0.055 (2)0.0401 (19)0.0295 (17)0.0140 (18)0.0067 (16)0.0112 (15)
C10B0.0441 (19)0.0324 (16)0.0209 (13)0.0027 (15)0.0028 (13)0.0021 (13)
C11B0.0226 (14)0.0192 (13)0.0289 (15)0.0036 (11)0.0027 (12)0.0042 (12)
C12B0.0260 (15)0.0339 (16)0.0197 (13)0.0027 (13)0.0031 (11)0.0045 (12)
Si1C0.0184 (3)0.0163 (3)0.0203 (3)0.0012 (3)0.0010 (3)0.0013 (3)
N1C0.0187 (11)0.0135 (9)0.0158 (10)0.0005 (9)0.0017 (9)0.0005 (8)
O1C0.0221 (10)0.0195 (9)0.0262 (10)0.0001 (8)0.0019 (8)0.0012 (8)
O2C0.0237 (10)0.0155 (8)0.0370 (11)0.0003 (8)0.0054 (9)0.0030 (8)
O3C0.0343 (13)0.0173 (10)0.0675 (17)0.0064 (9)0.0124 (12)0.0018 (11)
C1C0.0377 (18)0.0241 (14)0.0299 (15)0.0072 (13)0.0045 (13)0.0049 (12)
C2C0.0305 (15)0.0172 (12)0.0165 (12)0.0028 (11)0.0007 (11)0.0001 (10)
C3C0.0291 (15)0.0154 (11)0.0198 (12)0.0012 (10)0.0024 (11)0.0019 (10)
C4C0.0224 (13)0.0154 (11)0.0157 (11)0.0022 (10)0.0040 (10)0.0020 (9)
C5C0.0252 (15)0.0167 (12)0.0304 (15)0.0044 (11)0.0030 (12)0.0017 (11)
C6C0.0166 (12)0.0161 (12)0.0223 (12)0.0014 (10)0.0002 (10)0.0004 (10)
C7C0.0236 (15)0.0162 (12)0.0349 (16)0.0004 (11)0.0017 (12)0.0003 (11)
C8C0.0245 (14)0.0237 (13)0.0211 (12)0.0017 (12)0.0011 (11)0.0039 (11)
C9C0.0315 (17)0.048 (2)0.0331 (17)0.0059 (16)0.0085 (14)0.0082 (15)
C10C0.0318 (16)0.0405 (18)0.0235 (13)0.0009 (14)0.0015 (12)0.0093 (13)
C11C0.0228 (14)0.0248 (14)0.0341 (16)0.0054 (12)0.0006 (12)0.0057 (12)
C12C0.0262 (15)0.0354 (16)0.0252 (14)0.0037 (14)0.0023 (12)0.0082 (12)
Geometric parameters (Å, º) top
Si1A—O1A1.826 (2)C5B—H5BC0.9800
Si1A—O2A1.835 (2)C6B—C7B1.522 (4)
Si1A—N1A1.843 (2)C6B—C8B1.551 (4)
Si1A—C11A1.861 (3)C6B—H6B1.0000
Si1A—C12A1.870 (3)C8B—C10B1.519 (4)
N1A—C4A1.335 (3)C8B—C9B1.528 (4)
N1A—C6A1.485 (3)C8B—H8B1.0000
O1A—C2A1.306 (3)C9B—H9BA0.9800
O2A—C7A1.301 (3)C9B—H9BB0.9800
O3A—C7A1.220 (3)C9B—H9BC0.9800
C1A—C2A1.498 (4)C10B—H10D0.9800
C1A—H1AA0.9800C10B—H10E0.9800
C1A—H1AB0.9800C10B—H10F0.9800
C1A—H1AC0.9800C11B—H11D0.9800
C2A—C3A1.371 (4)C11B—H11E0.9800
C3A—C4A1.413 (4)C11B—H11F0.9800
C3A—H3A0.9500C12B—H12D0.9800
C4A—C5A1.501 (4)C12B—H12E0.9800
C5A—H5AA0.9800C12B—H12F0.9800
C5A—H5AB0.9800Si1C—O2C1.825 (2)
C5A—H5AC0.9800Si1C—O1C1.830 (2)
C6A—C7A1.523 (4)Si1C—N1C1.845 (2)
C6A—C8A1.551 (4)Si1C—C12C1.869 (3)
C6A—H6A1.0000Si1C—C11C1.870 (3)
C8A—C10A1.520 (4)N1C—C4C1.337 (3)
C8A—C9A1.531 (4)N1C—C6C1.474 (3)
C8A—H8A1.0000O1C—C2C1.303 (3)
C9A—H9AA0.9800O2C—C7C1.298 (4)
C9A—H9AB0.9800O3C—C7C1.219 (4)
C9A—H9AC0.9800C1C—C2C1.493 (4)
C10A—H10A0.9800C1C—H1CA0.9800
C10A—H10B0.9800C1C—H1CB0.9800
C10A—H10C0.9800C1C—H1CC0.9800
C11A—H11A0.9800C2C—C3C1.373 (4)
C11A—H11B0.9800C3C—C4C1.399 (4)
C11A—H11C0.9800C3C—H3C0.9500
C12A—H12A0.9800C4C—C5C1.510 (4)
C12A—H12B0.9800C5C—H5CA0.9800
C12A—H12C0.9800C5C—H5CB0.9800
Si1B—O1B1.826 (2)C5C—H5CC0.9800
Si1B—O2B1.842 (2)C6C—C7C1.521 (4)
Si1B—N1B1.846 (2)C6C—C8C1.557 (4)
Si1B—C11B1.862 (3)C6C—H6C1.0000
Si1B—C12B1.862 (3)C8C—C10C1.517 (4)
N1B—C4B1.339 (3)C8C—C9C1.528 (4)
N1B—C6B1.474 (3)C8C—H8C1.0000
O1B—C2B1.302 (3)C9C—H9CA0.9800
O2B—C7B1.298 (3)C9C—H9CB0.9800
O3B—C7B1.220 (3)C9C—H9CC0.9800
C1B—C2B1.491 (4)C10C—H10G0.9800
C1B—H1BA0.9800C10C—H10H0.9800
C1B—H1BB0.9800C10C—H10I0.9800
C1B—H1BC0.9800C11C—H11G0.9800
C2B—C3B1.375 (4)C11C—H11H0.9800
C3B—C4B1.410 (4)C11C—H11I0.9800
C3B—H3B0.9500C12C—H12G0.9800
C4B—C5B1.502 (4)C12C—H12H0.9800
C5B—H5BA0.9800C12C—H12I0.9800
C5B—H5BB0.9800
O1A—Si1A—O2A173.77 (10)C7B—C6B—C8B109.7 (2)
O1A—Si1A—N1A89.84 (9)N1B—C6B—H6B110.3
O2A—Si1A—N1A83.95 (9)C7B—C6B—H6B110.3
O1A—Si1A—C11A89.40 (11)C8B—C6B—H6B110.3
O2A—Si1A—C11A94.02 (11)O3B—C7B—O2B124.8 (3)
N1A—Si1A—C11A119.86 (12)O3B—C7B—C6B123.3 (3)
O1A—Si1A—C12A91.87 (12)O2B—C7B—C6B111.8 (2)
O2A—Si1A—C12A90.77 (13)C10B—C8B—C9B109.9 (3)
N1A—Si1A—C12A118.68 (13)C10B—C8B—C6B112.0 (2)
C11A—Si1A—C12A121.44 (14)C9B—C8B—C6B111.1 (3)
C4A—N1A—C6A121.1 (2)C10B—C8B—H8B107.9
C4A—N1A—Si1A124.27 (19)C9B—C8B—H8B107.9
C6A—N1A—Si1A112.92 (16)C6B—C8B—H8B107.9
C2A—O1A—Si1A123.77 (18)C8B—C9B—H9BA109.5
C7A—O2A—Si1A118.80 (17)C8B—C9B—H9BB109.5
C2A—C1A—H1AA109.5H9BA—C9B—H9BB109.5
C2A—C1A—H1AB109.5C8B—C9B—H9BC109.5
H1AA—C1A—H1AB109.5H9BA—C9B—H9BC109.5
C2A—C1A—H1AC109.5H9BB—C9B—H9BC109.5
H1AA—C1A—H1AC109.5C8B—C10B—H10D109.5
H1AB—C1A—H1AC109.5C8B—C10B—H10E109.5
O1A—C2A—C3A121.9 (2)H10D—C10B—H10E109.5
O1A—C2A—C1A115.6 (2)C8B—C10B—H10F109.5
C3A—C2A—C1A122.4 (2)H10D—C10B—H10F109.5
C2A—C3A—C4A122.5 (2)H10E—C10B—H10F109.5
C2A—C3A—H3A118.8Si1B—C11B—H11D109.5
C4A—C3A—H3A118.8Si1B—C11B—H11E109.5
N1A—C4A—C3A121.4 (2)H11D—C11B—H11E109.5
N1A—C4A—C5A121.6 (2)Si1B—C11B—H11F109.5
C3A—C4A—C5A116.9 (2)H11D—C11B—H11F109.5
C4A—C5A—H5AA109.5H11E—C11B—H11F109.5
C4A—C5A—H5AB109.5Si1B—C12B—H12D109.5
H5AA—C5A—H5AB109.5Si1B—C12B—H12E109.5
C4A—C5A—H5AC109.5H12D—C12B—H12E109.5
H5AA—C5A—H5AC109.5Si1B—C12B—H12F109.5
H5AB—C5A—H5AC109.5H12D—C12B—H12F109.5
N1A—C6A—C7A104.3 (2)H12E—C12B—H12F109.5
N1A—C6A—C8A111.5 (2)O2C—Si1C—O1C173.17 (10)
C7A—C6A—C8A110.0 (2)O2C—Si1C—N1C83.95 (10)
N1A—C6A—H6A110.3O1C—Si1C—N1C89.81 (10)
C7A—C6A—H6A110.3O2C—Si1C—C12C92.95 (13)
C8A—C6A—H6A110.3O1C—Si1C—C12C92.32 (12)
O3A—C7A—O2A124.9 (3)N1C—Si1C—C12C116.44 (13)
O3A—C7A—C6A123.1 (3)O2C—Si1C—C11C92.55 (12)
O2A—C7A—C6A112.1 (2)O1C—Si1C—C11C88.71 (12)
C10A—C8A—C9A109.9 (3)N1C—Si1C—C11C124.74 (13)
C10A—C8A—C6A112.0 (2)C12C—Si1C—C11C118.81 (15)
C9A—C8A—C6A111.0 (3)C4C—N1C—C6C119.2 (2)
C10A—C8A—H8A107.9C4C—N1C—Si1C124.72 (19)
C9A—C8A—H8A107.9C6C—N1C—Si1C114.76 (16)
C6A—C8A—H8A107.9C2C—O1C—Si1C126.75 (19)
C8A—C9A—H9AA109.5C7C—O2C—Si1C119.37 (18)
C8A—C9A—H9AB109.5C2C—C1C—H1CA109.5
H9AA—C9A—H9AB109.5C2C—C1C—H1CB109.5
C8A—C9A—H9AC109.5H1CA—C1C—H1CB109.5
H9AA—C9A—H9AC109.5C2C—C1C—H1CC109.5
H9AB—C9A—H9AC109.5H1CA—C1C—H1CC109.5
C8A—C10A—H10A109.5H1CB—C1C—H1CC109.5
C8A—C10A—H10B109.5O1C—C2C—C3C121.6 (2)
H10A—C10A—H10B109.5O1C—C2C—C1C116.0 (3)
C8A—C10A—H10C109.5C3C—C2C—C1C122.3 (3)
H10A—C10A—H10C109.5C2C—C3C—C4C122.4 (2)
H10B—C10A—H10C109.5C2C—C3C—H3C118.8
Si1A—C11A—H11A109.5C4C—C3C—H3C118.8
Si1A—C11A—H11B109.5N1C—C4C—C3C122.7 (3)
H11A—C11A—H11B109.5N1C—C4C—C5C120.4 (2)
Si1A—C11A—H11C109.5C3C—C4C—C5C116.9 (2)
H11A—C11A—H11C109.5C4C—C5C—H5CA109.5
H11B—C11A—H11C109.5C4C—C5C—H5CB109.5
Si1A—C12A—H12A109.5H5CA—C5C—H5CB109.5
Si1A—C12A—H12B109.5C4C—C5C—H5CC109.5
H12A—C12A—H12B109.5H5CA—C5C—H5CC109.5
Si1A—C12A—H12C109.5H5CB—C5C—H5CC109.5
H12A—C12A—H12C109.5N1C—C6C—C7C105.7 (2)
H12B—C12A—H12C109.5N1C—C6C—C8C112.2 (2)
O1B—Si1B—O2B173.50 (10)C7C—C6C—C8C113.3 (2)
O1B—Si1B—N1B89.91 (9)N1C—C6C—H6C108.5
O2B—Si1B—N1B83.59 (9)C7C—C6C—H6C108.5
O1B—Si1B—C11B89.47 (11)C8C—C6C—H6C108.5
O2B—Si1B—C11B93.88 (12)O3C—C7C—O2C124.6 (3)
N1B—Si1B—C11B120.40 (12)O3C—C7C—C6C122.0 (3)
O1B—Si1B—C12B92.25 (12)O2C—C7C—C6C113.4 (2)
O2B—Si1B—C12B90.80 (12)C10C—C8C—C9C111.3 (2)
N1B—Si1B—C12B118.62 (12)C10C—C8C—C6C112.7 (2)
C11B—Si1B—C12B120.95 (14)C9C—C8C—C6C111.1 (2)
C4B—N1B—C6B121.2 (2)C10C—C8C—H8C107.1
C4B—N1B—Si1B124.02 (18)C9C—C8C—H8C107.1
C6B—N1B—Si1B113.18 (16)C6C—C8C—H8C107.1
C2B—O1B—Si1B124.53 (18)C8C—C9C—H9CA109.5
C7B—O2B—Si1B118.72 (17)C8C—C9C—H9CB109.5
C2B—C1B—H1BA109.5H9CA—C9C—H9CB109.5
C2B—C1B—H1BB109.5C8C—C9C—H9CC109.5
H1BA—C1B—H1BB109.5H9CA—C9C—H9CC109.5
C2B—C1B—H1BC109.5H9CB—C9C—H9CC109.5
H1BA—C1B—H1BC109.5C8C—C10C—H10G109.5
H1BB—C1B—H1BC109.5C8C—C10C—H10H109.5
O1B—C2B—C3B121.8 (2)H10G—C10C—H10H109.5
O1B—C2B—C1B116.2 (2)C8C—C10C—H10I109.5
C3B—C2B—C1B122.0 (2)H10G—C10C—H10I109.5
C2B—C3B—C4B122.4 (2)H10H—C10C—H10I109.5
C2B—C3B—H3B118.8Si1C—C11C—H11G109.5
C4B—C3B—H3B118.8Si1C—C11C—H11H109.5
N1B—C4B—C3B121.9 (2)H11G—C11C—H11H109.5
N1B—C4B—C5B121.2 (2)Si1C—C11C—H11I109.5
C3B—C4B—C5B116.9 (2)H11G—C11C—H11I109.5
C4B—C5B—H5BA109.5H11H—C11C—H11I109.5
C4B—C5B—H5BB109.5Si1C—C12C—H12G109.5
H5BA—C5B—H5BB109.5Si1C—C12C—H12H109.5
C4B—C5B—H5BC109.5H12G—C12C—H12H109.5
H5BA—C5B—H5BC109.5Si1C—C12C—H12I109.5
H5BB—C5B—H5BC109.5H12G—C12C—H12I109.5
N1B—C6B—C7B104.3 (2)H12H—C12C—H12I109.5
N1B—C6B—C8B111.6 (2)
O1A—Si1A—N1A—C4A35.2 (2)Si1B—N1B—C4B—C3B15.4 (4)
O2A—Si1A—N1A—C4A144.4 (2)C6B—N1B—C4B—C5B0.5 (4)
C11A—Si1A—N1A—C4A124.4 (2)Si1B—N1B—C4B—C5B164.3 (2)
C12A—Si1A—N1A—C4A56.8 (3)C2B—C3B—C4B—N1B10.7 (4)
O1A—Si1A—N1A—C6A159.48 (18)C2B—C3B—C4B—C5B169.6 (3)
O2A—Si1A—N1A—C6A20.92 (18)C4B—N1B—C6B—C7B136.1 (2)
C11A—Si1A—N1A—C6A70.3 (2)Si1B—N1B—C6B—C7B30.2 (2)
C12A—Si1A—N1A—C6A108.5 (2)C4B—N1B—C6B—C8B105.5 (3)
N1A—Si1A—O1A—C2A43.3 (2)Si1B—N1B—C6B—C8B88.2 (2)
C11A—Si1A—O1A—C2A163.1 (2)Si1B—O2B—C7B—O3B168.3 (2)
C12A—Si1A—O1A—C2A75.4 (2)Si1B—O2B—C7B—C6B13.5 (3)
N1A—Si1A—O2A—C7A5.2 (2)N1B—C6B—C7B—O3B154.6 (3)
C11A—Si1A—O2A—C7A114.5 (2)C8B—C6B—C7B—O3B85.6 (3)
C12A—Si1A—O2A—C7A123.9 (2)N1B—C6B—C7B—O2B27.1 (3)
Si1A—O1A—C2A—C3A30.6 (4)C8B—C6B—C7B—O2B92.6 (3)
Si1A—O1A—C2A—C1A151.5 (2)N1B—C6B—C8B—C10B62.6 (3)
O1A—C2A—C3A—C4A4.1 (4)C7B—C6B—C8B—C10B177.7 (2)
C1A—C2A—C3A—C4A173.7 (3)N1B—C6B—C8B—C9B174.1 (3)
C6A—N1A—C4A—C3A179.3 (2)C7B—C6B—C8B—C9B58.9 (3)
Si1A—N1A—C4A—C3A15.2 (4)O2C—Si1C—N1C—C4C151.3 (2)
C6A—N1A—C4A—C5A0.7 (4)O1C—Si1C—N1C—C4C31.5 (2)
Si1A—N1A—C4A—C5A164.9 (2)C12C—Si1C—N1C—C4C61.0 (2)
C2A—C3A—C4A—N1A11.8 (4)C11C—Si1C—N1C—C4C119.8 (2)
C2A—C3A—C4A—C5A168.2 (3)O2C—Si1C—N1C—C6C15.68 (18)
C4A—N1A—C6A—C7A135.9 (2)O1C—Si1C—N1C—C6C161.53 (18)
Si1A—N1A—C6A—C7A29.9 (2)C12C—Si1C—N1C—C6C106.0 (2)
C4A—N1A—C6A—C8A105.5 (3)C11C—Si1C—N1C—C6C73.2 (2)
Si1A—N1A—C6A—C8A88.7 (2)N1C—Si1C—O1C—C2C36.9 (2)
Si1A—O2A—C7A—O3A169.8 (2)C12C—Si1C—O1C—C2C79.5 (2)
Si1A—O2A—C7A—C6A11.5 (3)C11C—Si1C—O1C—C2C161.7 (2)
N1A—C6A—C7A—O3A155.6 (3)N1C—Si1C—O2C—C7C9.9 (2)
C8A—C6A—C7A—O3A84.8 (3)C12C—Si1C—O2C—C7C126.2 (2)
N1A—C6A—C7A—O2A25.7 (3)C11C—Si1C—O2C—C7C114.8 (2)
C8A—C6A—C7A—O2A93.9 (3)Si1C—O1C—C2C—C3C24.3 (4)
N1A—C6A—C8A—C10A63.0 (3)Si1C—O1C—C2C—C1C157.5 (2)
C7A—C6A—C8A—C10A178.2 (2)O1C—C2C—C3C—C4C5.7 (4)
N1A—C6A—C8A—C9A173.7 (3)C1C—C2C—C3C—C4C172.4 (3)
C7A—C6A—C8A—C9A58.5 (3)C6C—N1C—C4C—C3C178.3 (2)
O1B—Si1B—N1B—C4B34.4 (2)Si1C—N1C—C4C—C3C15.2 (4)
O2B—Si1B—N1B—C4B145.5 (2)C6C—N1C—C4C—C5C1.3 (3)
C11B—Si1B—N1B—C4B123.8 (2)Si1C—N1C—C4C—C5C165.15 (19)
C12B—Si1B—N1B—C4B58.1 (3)C2C—C3C—C4C—N1C9.9 (4)
O1B—Si1B—N1B—C6B159.72 (18)C2C—C3C—C4C—C5C169.8 (3)
O2B—Si1B—N1B—C6B20.36 (18)C4C—N1C—C6C—C7C150.2 (2)
C11B—Si1B—N1B—C6B70.4 (2)Si1C—N1C—C6C—C7C17.6 (3)
C12B—Si1B—N1B—C6B107.8 (2)C4C—N1C—C6C—C8C86.0 (3)
N1B—Si1B—O1B—C2B42.3 (2)Si1C—N1C—C6C—C8C106.3 (2)
C11B—Si1B—O1B—C2B162.7 (2)Si1C—O2C—C7C—O3C179.2 (3)
C12B—Si1B—O1B—C2B76.3 (2)Si1C—O2C—C7C—C6C1.7 (3)
N1B—Si1B—O2B—C7B3.6 (2)N1C—C6C—C7C—O3C169.1 (3)
C11B—Si1B—O2B—C7B116.6 (2)C8C—C6C—C7C—O3C67.7 (4)
C12B—Si1B—O2B—C7B122.3 (2)N1C—C6C—C7C—O2C10.1 (3)
Si1B—O1B—C2B—C3B29.9 (4)C8C—C6C—C7C—O2C113.1 (3)
Si1B—O1B—C2B—C1B151.7 (2)N1C—C6C—C8C—C10C62.1 (3)
O1B—C2B—C3B—C4B3.6 (4)C7C—C6C—C8C—C10C57.5 (3)
C1B—C2B—C3B—C4B174.6 (3)N1C—C6C—C8C—C9C172.2 (2)
C6B—N1B—C4B—C3B179.8 (2)C7C—C6C—C8C—C9C68.3 (3)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C3A—H3A···O3Ai0.952.613.457 (3)149
C5A—H5AA···O3Ai0.982.453.414 (3)167
C3B—H3B···O3Bi0.952.593.433 (3)148
C5B—H5BA···O3Bi0.982.453.406 (3)165
C5C—H5CA···O3Ci0.982.353.207 (4)146
Symmetry code: (i) x, y1, z.
Selected torsion angles (°) for the three crystallographically independent molecules in (II-LT) top
MoleculeABC
N1—C6—C8—C9173.7 (3)174.1 (3)-172.2 (2)
N1—C6—C8—C10-63.1 (3)-62.6 (3)62.1 (3)
O2—Si1—O1—C239.6 (8)41.4 (8)60.9 (8)
 

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