[4-tert-Butyl-2,6-bis­(di­phenyl­meth­yl)phenolato-κO]dieth­yl(tetra­hydro­furan-κO)aluminium

The title compound has monoclinic (P2₁/n) symmetry with a single Al atom in the asymmetric unit. The complex possesses catalytic activity in the ring-opening polymerization of [epsilon]-caprolactone.

Key indicators

• Single-crystal X-ray study
• T = 150 K
• Mean [sigma](C-C) = 0.002 Å
• Disorder in main residue
• R factor = 0.052
• wR factor = 0.140
• Data-to-parameter ratio = 20.7

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT220_ALERT_2_C Non-Solvent  Resd 1  C   Ueq(max)/Ueq(min) Range        3.3 Ratio
PLAT222_ALERT_3_C Non-Solv.  Resd 1  H   Uiso(max)/Uiso(min) Range        4.2 Ratio
PLAT906_ALERT_3_C Large K Value in the Analysis of Variance ......      4.004 Check
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L=    0.600          2 Report

Alert level G
PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite          3 Note
PLAT003_ALERT_2_G Number of Uiso or Uij Restrained non-H Atoms ...          3 Report
PLAT066_ALERT_1_G Predicted and Reported Tmin&Tmax Range Identical          ? Check
PLAT176_ALERT_4_G The CIF-Embedded .res File Contains SADI Records          1 Report
PLAT178_ALERT_4_G The CIF-Embedded .res File Contains SIMU Records          1 Report
PLAT301_ALERT_3_G Main Residue  Disorder ..............(Resd  1  )         2% Note
PLAT860_ALERT_3_G Number of Least-Squares Restraints .............         19 Note
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min).          1 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600          4 Note
PLAT933_ALERT_2_G Number of OMIT Records in Embedded .res File ...          1 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.         15 Info

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
   4 ALERT level C = Check. Ensure it is not caused by an omission or oversight
  11 ALERT level G = General information/check it is not something unexpected

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   5 ALERT type 2 Indicator that the structure model may be wrong or deficient
   6 ALERT type 3 Indicator that the structure quality may be low
   3 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

---

Computing details

Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2017 (Sheldrick, 2015); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008) and publCIF (Westrip, 2010).

[4-tert-Butyl-2,6-bis(diphenylmethyl)phenolato-κO]diethyl(tetrahydrofuran-κO)aluminium

Crystal data

[Al(C2H5)2(C36H33O)(C4H8O)]	F(000) = 1376
Mr = 638.82	Dx = 1.125 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 9.9357 (13) Å	Cell parameters from 8876 reflections
b = 9.7571 (13) Å	θ = 2.2–30.4°
c = 38.999 (5) Å	µ = 0.09 mm^−1
β = 93.586 (2)°	T = 150 K
V = 3773.3 (8) Å^3	Prism, colourless
Z = 4	0.40 × 0.35 × 0.20 mm

Data collection

Bruker SMART APEXII diffractometer	9098 independent reflections
Radiation source: fine-focus sealed tube	7153 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.033
ω scans	θmax = 28.0°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1997)	h = −13→13
Tmin = 0.966, Tmax = 0.983	k = −12→12
38112 measured reflections	l = −51→51

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.052	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.140	H-atom parameters constrained
S = 1.04	w = 1/[σ^2(Fo^2) + (0.0624P)^2 + 1.8357P] where P = (Fo^2 + 2Fc^2)/3
9098 reflections	(Δ/σ)max = 0.001
440 parameters	Δρmax = 0.45 e Å^−3
19 restraints	Δρmin = −0.24 e Å^−3

Special details

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.

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Al1	0.49790 (5)	0.32265 (5)	0.60880 (2)	0.02744 (12)
O1	0.41331 (11)	0.47332 (12)	0.61488 (3)	0.0321 (3)
C1	0.32620 (14)	0.57380 (15)	0.62056 (4)	0.0232 (3)
C2	0.28061 (14)	0.59587 (15)	0.65362 (4)	0.0227 (3)
C3	0.19413 (14)	0.70439 (16)	0.65873 (4)	0.0234 (3)
H3	0.163470	0.718139	0.681066	0.028*
C4	0.15005 (14)	0.79428 (15)	0.63262 (4)	0.0227 (3)
C5	0.19566 (14)	0.77008 (16)	0.60014 (4)	0.0242 (3)
H5	0.166924	0.829414	0.581799	0.029*
C6	0.28190 (15)	0.66204 (16)	0.59356 (4)	0.0238 (3)
C7	0.33456 (14)	0.50553 (16)	0.68328 (4)	0.0228 (3)
H7	0.346015	0.411598	0.673627	0.027*
C8	0.47382 (15)	0.55159 (16)	0.69782 (4)	0.0254 (3)
C9	0.54383 (18)	0.4695 (2)	0.72202 (5)	0.0407 (4)
H9	0.503715	0.387328	0.729566	0.049*
C10	0.6717 (2)	0.5062 (2)	0.73529 (6)	0.0533 (6)
H10	0.718594	0.448610	0.751636	0.064*
C11	0.73113 (18)	0.6257 (2)	0.72491 (5)	0.0445 (5)
H11	0.818548	0.650755	0.734052	0.053*
C12	0.66264 (16)	0.70799 (18)	0.70125 (4)	0.0329 (4)
H12	0.702795	0.790575	0.694003	0.040*
C13	0.53444 (15)	0.67121 (17)	0.68777 (4)	0.0275 (3)
H13	0.488083	0.729283	0.671433	0.033*
C14	0.23441 (14)	0.49260 (16)	0.71110 (4)	0.0238 (3)
C15	0.13885 (16)	0.38879 (18)	0.70910 (5)	0.0322 (4)
H15	0.138694	0.324503	0.690798	0.039*
C16	0.04341 (18)	0.3776 (2)	0.73348 (5)	0.0442 (5)
H16	−0.021263	0.305824	0.731817	0.053*
C17	0.04235 (18)	0.4705 (2)	0.76009 (5)	0.0433 (5)
H17	−0.022829	0.462780	0.776800	0.052*
C18	0.13626 (18)	0.5746 (2)	0.76236 (4)	0.0397 (4)
H18	0.135123	0.639287	0.780552	0.048*
C19	0.23270 (16)	0.58538 (19)	0.73812 (4)	0.0314 (4)
H19	0.297862	0.656663	0.740056	0.038*
C20	0.05529 (15)	0.91216 (16)	0.64069 (4)	0.0275 (3)
C21	0.1230 (2)	1.0046 (2)	0.66799 (6)	0.0556 (6)
H21A	0.202521	1.047611	0.658939	0.083*
H21B	0.150549	0.949999	0.688324	0.083*
H21C	0.059496	1.075772	0.674316	0.083*
C22	−0.07402 (19)	0.8525 (2)	0.65444 (6)	0.0464 (5)
H22A	−0.050894	0.798384	0.675147	0.070*
H22B	−0.119069	0.793652	0.636885	0.070*
H22C	−0.134545	0.927419	0.660056	0.070*
C23	0.0138 (2)	0.9983 (2)	0.60899 (5)	0.0425 (4)
H23A	0.093852	1.041607	0.600275	0.064*
H23B	−0.050023	1.069317	0.615232	0.064*
H23C	−0.029039	0.939222	0.591152	0.064*
C24	0.33693 (15)	0.63812 (16)	0.55835 (4)	0.0252 (3)
H24	0.331929	0.537242	0.553916	0.030*
C25	0.48478 (15)	0.67832 (17)	0.55785 (4)	0.0267 (3)
C26	0.53720 (17)	0.79190 (19)	0.57539 (5)	0.0351 (4)
H26	0.480716	0.844599	0.589091	0.042*
C27	0.67139 (18)	0.8297 (2)	0.57319 (5)	0.0409 (4)
H27	0.705511	0.908388	0.585181	0.049*
C28	0.75546 (18)	0.7532 (2)	0.55359 (5)	0.0398 (4)
H28	0.846960	0.779297	0.551962	0.048*
C29	0.70512 (18)	0.6391 (2)	0.53651 (5)	0.0389 (4)
H29	0.762362	0.585713	0.523163	0.047*
C30	0.57119 (17)	0.60144 (18)	0.53865 (4)	0.0324 (4)
H30	0.537932	0.522033	0.526838	0.039*
C31	0.24906 (16)	0.70749 (17)	0.52972 (4)	0.0269 (3)
C32	0.12342 (17)	0.6520 (2)	0.52021 (4)	0.0349 (4)
H32	0.096596	0.568918	0.530481	0.042*
C33	0.03632 (18)	0.7159 (2)	0.49596 (4)	0.0403 (4)
H33	−0.048865	0.676020	0.489656	0.048*
C34	0.07328 (19)	0.8373 (2)	0.48102 (4)	0.0405 (4)
H34	0.013006	0.882370	0.464853	0.049*
C35	0.1983 (2)	0.8924 (2)	0.48974 (5)	0.0430 (4)
H35	0.224843	0.975224	0.479265	0.052*
C36	0.28629 (19)	0.82776 (19)	0.51380 (4)	0.0360 (4)
H36	0.372675	0.866347	0.519385	0.043*
C37	0.45654 (19)	0.2349 (2)	0.56378 (5)	0.0397 (4)
H37A	0.478759	0.299435	0.545380	0.048*
H37B	0.514314	0.152878	0.561953	0.048*
C38	0.3092 (2)	0.1923 (3)	0.55819 (7)	0.0708 (7)
H38A	0.293602	0.152920	0.535172	0.106*
H38B	0.251276	0.272752	0.560367	0.106*
H38C	0.287985	0.123910	0.575445	0.106*
C39	0.5079 (2)	0.2015 (2)	0.64930 (6)	0.0489 (5)
H39A	0.549655	0.253510	0.668998	0.059*	0.50 (2)
H39B	0.414722	0.178418	0.654891	0.059*	0.50 (2)
H39C	0.505157	0.258851	0.670186	0.059*	0.50 (2)
H39D	0.426939	0.142099	0.648245	0.059*	0.50 (2)
C40A	0.5844 (16)	0.0708 (10)	0.6461 (3)	0.076 (2)	0.50 (2)
H40A	0.603195	0.030664	0.668896	0.114*	0.50 (2)
H40B	0.669590	0.089546	0.635576	0.114*	0.50 (2)
H40C	0.530617	0.006462	0.631592	0.114*	0.50 (2)
C40B	0.6333 (10)	0.1103 (12)	0.6529 (3)	0.069 (2)	0.50 (2)
H40D	0.632455	0.057379	0.674213	0.104*	0.50 (2)
H40E	0.714369	0.167626	0.653399	0.104*	0.50 (2)
H40F	0.633353	0.047410	0.633269	0.104*	0.50 (2)
O2	0.67660 (11)	0.38879 (12)	0.60647 (3)	0.0321 (3)
C41	0.73991 (19)	0.4833 (2)	0.63165 (5)	0.0450 (5)
H41A	0.703611	0.470620	0.654504	0.054*
H41B	0.726090	0.579735	0.624334	0.054*
C42	0.8875 (2)	0.4444 (3)	0.63231 (6)	0.0577 (6)
H42A	0.945857	0.522902	0.639446	0.069*
H42B	0.907573	0.366618	0.648122	0.069*
C43	0.9067 (2)	0.4046 (3)	0.59586 (6)	0.0546 (6)
H43A	0.985176	0.342825	0.594466	0.066*
H43B	0.920339	0.486585	0.581517	0.066*
C44	0.77753 (17)	0.3322 (2)	0.58452 (5)	0.0376 (4)
H44A	0.752501	0.350769	0.559987	0.045*
H44B	0.786660	0.231944	0.587857	0.045*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Al1	0.0264 (2)	0.0267 (2)	0.0298 (3)	0.00459 (19)	0.00663 (18)	0.00271 (19)
O1	0.0341 (6)	0.0352 (6)	0.0276 (6)	0.0143 (5)	0.0073 (5)	0.0031 (5)
C1	0.0203 (7)	0.0258 (7)	0.0237 (7)	0.0028 (6)	0.0028 (5)	0.0008 (6)
C2	0.0201 (7)	0.0268 (7)	0.0212 (7)	0.0011 (6)	0.0010 (5)	0.0037 (6)
C3	0.0209 (7)	0.0290 (8)	0.0206 (7)	0.0009 (6)	0.0041 (5)	0.0008 (6)
C4	0.0176 (6)	0.0243 (7)	0.0264 (7)	0.0012 (5)	0.0019 (5)	0.0011 (6)
C5	0.0214 (7)	0.0275 (8)	0.0234 (7)	0.0010 (6)	0.0002 (5)	0.0059 (6)
C6	0.0222 (7)	0.0284 (8)	0.0209 (7)	0.0000 (6)	0.0029 (5)	0.0018 (6)
C7	0.0219 (7)	0.0253 (7)	0.0213 (7)	0.0035 (6)	0.0023 (5)	0.0033 (6)
C8	0.0202 (7)	0.0307 (8)	0.0256 (7)	0.0052 (6)	0.0037 (6)	0.0016 (6)
C9	0.0303 (9)	0.0418 (10)	0.0488 (11)	−0.0013 (8)	−0.0066 (8)	0.0167 (8)
C10	0.0348 (10)	0.0570 (13)	0.0653 (14)	0.0020 (9)	−0.0190 (9)	0.0217 (11)
C11	0.0242 (8)	0.0505 (12)	0.0574 (12)	0.0013 (8)	−0.0077 (8)	0.0012 (10)
C12	0.0254 (8)	0.0333 (9)	0.0407 (9)	−0.0009 (7)	0.0070 (7)	−0.0034 (7)
C13	0.0250 (7)	0.0297 (8)	0.0282 (8)	0.0058 (6)	0.0041 (6)	0.0003 (6)
C14	0.0213 (7)	0.0292 (8)	0.0208 (7)	0.0050 (6)	0.0006 (5)	0.0068 (6)
C15	0.0284 (8)	0.0308 (9)	0.0372 (9)	−0.0001 (7)	0.0017 (7)	0.0063 (7)
C16	0.0285 (9)	0.0446 (11)	0.0606 (13)	−0.0032 (8)	0.0106 (8)	0.0186 (10)
C17	0.0315 (9)	0.0601 (12)	0.0398 (10)	0.0127 (9)	0.0154 (7)	0.0222 (9)
C18	0.0382 (9)	0.0570 (12)	0.0246 (8)	0.0140 (9)	0.0067 (7)	0.0049 (8)
C19	0.0291 (8)	0.0411 (9)	0.0242 (8)	0.0018 (7)	0.0025 (6)	0.0001 (7)
C20	0.0248 (7)	0.0260 (8)	0.0320 (8)	0.0045 (6)	0.0042 (6)	0.0018 (6)
C21	0.0569 (13)	0.0409 (11)	0.0674 (15)	0.0107 (10)	−0.0089 (11)	−0.0186 (10)
C22	0.0329 (9)	0.0449 (11)	0.0632 (13)	0.0118 (8)	0.0166 (9)	0.0149 (10)
C23	0.0405 (10)	0.0367 (10)	0.0509 (11)	0.0129 (8)	0.0087 (8)	0.0123 (8)
C24	0.0269 (7)	0.0279 (8)	0.0211 (7)	0.0023 (6)	0.0035 (6)	0.0018 (6)
C25	0.0274 (8)	0.0323 (8)	0.0205 (7)	0.0038 (6)	0.0031 (6)	0.0050 (6)
C26	0.0300 (8)	0.0382 (9)	0.0377 (9)	0.0027 (7)	0.0072 (7)	−0.0066 (7)
C27	0.0329 (9)	0.0429 (10)	0.0470 (11)	−0.0040 (8)	0.0040 (8)	−0.0073 (8)
C28	0.0282 (8)	0.0449 (11)	0.0472 (11)	0.0011 (8)	0.0104 (7)	0.0067 (8)
C29	0.0367 (9)	0.0418 (10)	0.0403 (10)	0.0072 (8)	0.0177 (8)	0.0029 (8)
C30	0.0371 (9)	0.0342 (9)	0.0268 (8)	0.0023 (7)	0.0092 (7)	0.0000 (7)
C31	0.0296 (8)	0.0330 (8)	0.0184 (7)	0.0037 (6)	0.0039 (6)	0.0001 (6)
C32	0.0314 (8)	0.0458 (10)	0.0277 (8)	−0.0023 (7)	0.0042 (7)	0.0057 (7)
C33	0.0278 (8)	0.0635 (13)	0.0295 (9)	0.0027 (8)	0.0012 (7)	0.0000 (8)
C34	0.0418 (10)	0.0551 (12)	0.0245 (8)	0.0176 (9)	0.0005 (7)	0.0017 (8)
C35	0.0575 (12)	0.0387 (10)	0.0325 (9)	0.0060 (9)	0.0005 (8)	0.0101 (8)
C36	0.0402 (9)	0.0368 (9)	0.0307 (8)	−0.0025 (8)	−0.0013 (7)	0.0049 (7)
C37	0.0419 (10)	0.0358 (10)	0.0422 (10)	−0.0026 (8)	0.0077 (8)	−0.0068 (8)
C38	0.0526 (14)	0.0809 (18)	0.0782 (18)	−0.0189 (13)	−0.0007 (12)	−0.0226 (15)
C39	0.0578 (12)	0.0416 (11)	0.0489 (11)	0.0129 (9)	0.0170 (10)	0.0166 (9)
C40A	0.130 (6)	0.040 (3)	0.062 (4)	0.036 (4)	0.036 (4)	0.014 (3)
C40B	0.081 (4)	0.060 (4)	0.072 (5)	0.031 (3)	0.034 (3)	0.036 (4)
O2	0.0260 (6)	0.0356 (6)	0.0354 (6)	0.0035 (5)	0.0070 (5)	−0.0070 (5)
C41	0.0382 (10)	0.0453 (11)	0.0516 (12)	−0.0022 (8)	0.0037 (8)	−0.0162 (9)
C42	0.0360 (11)	0.0707 (15)	0.0653 (15)	0.0005 (10)	−0.0055 (10)	−0.0120 (12)
C43	0.0314 (10)	0.0607 (14)	0.0728 (15)	0.0031 (9)	0.0106 (10)	−0.0023 (12)
C44	0.0302 (8)	0.0417 (10)	0.0423 (10)	0.0088 (7)	0.0125 (7)	−0.0025 (8)

Geometric parameters (Å, º)

Al1—O1	1.7171 (12)	C24—H24	1.0000
Al1—O2	1.8966 (13)	C25—C26	1.387 (2)
Al1—C39	1.970 (2)	C25—C30	1.393 (2)
Al1—C37	1.9732 (19)	C26—C27	1.391 (2)
O1—C1	1.3355 (18)	C26—H26	0.9500
C1—C6	1.409 (2)	C27—C28	1.386 (3)
C1—C2	1.410 (2)	C27—H27	0.9500
C2—C3	1.386 (2)	C28—C29	1.376 (3)
C2—C7	1.525 (2)	C28—H28	0.9500
C3—C4	1.394 (2)	C29—C30	1.388 (2)
C3—H3	0.9500	C29—H29	0.9500
C4—C5	1.392 (2)	C30—H30	0.9500
C4—C20	1.532 (2)	C31—C36	1.388 (2)
C5—C6	1.392 (2)	C31—C32	1.390 (2)
C5—H5	0.9500	C32—C33	1.389 (2)
C6—C24	1.527 (2)	C32—H32	0.9500
C7—C14	1.523 (2)	C33—C34	1.379 (3)
C7—C8	1.530 (2)	C33—H33	0.9500
C7—H7	1.0000	C34—C35	1.377 (3)
C8—C13	1.381 (2)	C34—H34	0.9500
C8—C9	1.391 (2)	C35—C36	1.393 (3)
C9—C10	1.388 (3)	C35—H35	0.9500
C9—H9	0.9500	C36—H36	0.9500
C10—C11	1.379 (3)	C37—C38	1.524 (3)
C10—H10	0.9500	C37—H37A	0.9900
C11—C12	1.371 (3)	C37—H37B	0.9900
C11—H11	0.9500	C38—H38A	0.9800
C12—C13	1.394 (2)	C38—H38B	0.9800
C12—H12	0.9500	C38—H38C	0.9800
C13—H13	0.9500	C39—C40A	1.494 (6)
C14—C15	1.387 (2)	C39—C40B	1.531 (6)
C14—C19	1.390 (2)	C39—H39A	0.9900
C15—C16	1.389 (2)	C39—H39B	0.9900
C15—H15	0.9500	C39—H39C	0.9900
C16—C17	1.378 (3)	C39—H39D	0.9900
C16—H16	0.9500	C40A—H40A	0.9800
C17—C18	1.378 (3)	C40A—H40B	0.9800
C17—H17	0.9500	C40A—H40C	0.9800
C18—C19	1.391 (2)	C40B—H40D	0.9800
C18—H18	0.9500	C40B—H40E	0.9800
C19—H19	0.9500	C40B—H40F	0.9800
C20—C21	1.520 (3)	O2—C41	1.461 (2)
C20—C23	1.530 (2)	O2—C44	1.4669 (19)
C20—C22	1.537 (2)	C41—C42	1.514 (3)
C21—H21A	0.9800	C41—H41A	0.9900
C21—H21B	0.9800	C41—H41B	0.9900
C21—H21C	0.9800	C42—C43	1.497 (3)
C22—H22A	0.9800	C42—H42A	0.9900
C22—H22B	0.9800	C42—H42B	0.9900
C22—H22C	0.9800	C43—C44	1.507 (3)
C23—H23A	0.9800	C43—H43A	0.9900
C23—H23B	0.9800	C43—H43B	0.9900
C23—H23C	0.9800	C44—H44A	0.9900
C24—C25	1.522 (2)	C44—H44B	0.9900
C24—C31	1.531 (2)
O1—Al1—O2	100.55 (6)	C26—C25—C24	122.21 (14)
O1—Al1—C39	113.79 (8)	C30—C25—C24	119.72 (15)
O2—Al1—C39	104.01 (8)	C25—C26—C27	120.91 (16)
O1—Al1—C37	114.70 (7)	C25—C26—H26	119.5
O2—Al1—C37	104.40 (7)	C27—C26—H26	119.5
C39—Al1—C37	116.75 (10)	C28—C27—C26	120.27 (18)
C1—O1—Al1	168.32 (11)	C28—C27—H27	119.9
O1—C1—C6	119.98 (13)	C26—C27—H27	119.9
O1—C1—C2	120.85 (13)	C29—C28—C27	119.34 (17)
C6—C1—C2	119.14 (13)	C29—C28—H28	120.3
C3—C2—C1	119.08 (13)	C27—C28—H28	120.3
C3—C2—C7	121.62 (13)	C28—C29—C30	120.40 (16)
C1—C2—C7	119.19 (13)	C28—C29—H29	119.8
C2—C3—C4	123.02 (13)	C30—C29—H29	119.8
C2—C3—H3	118.5	C29—C30—C25	121.01 (17)
C4—C3—H3	118.5	C29—C30—H30	119.5
C5—C4—C3	116.94 (13)	C25—C30—H30	119.5
C5—C4—C20	123.63 (13)	C36—C31—C32	118.02 (15)
C3—C4—C20	119.43 (13)	C36—C31—C24	122.95 (15)
C4—C5—C6	122.36 (13)	C32—C31—C24	118.95 (15)
C4—C5—H5	118.8	C33—C32—C31	121.19 (17)
C6—C5—H5	118.8	C33—C32—H32	119.4
C5—C6—C1	119.46 (13)	C31—C32—H32	119.4
C5—C6—C24	122.71 (13)	C34—C33—C32	120.13 (17)
C1—C6—C24	117.76 (13)	C34—C33—H33	119.9
C14—C7—C2	111.97 (12)	C32—C33—H33	119.9
C14—C7—C8	112.11 (12)	C35—C34—C33	119.40 (17)
C2—C7—C8	112.23 (12)	C35—C34—H34	120.3
C14—C7—H7	106.7	C33—C34—H34	120.3
C2—C7—H7	106.7	C34—C35—C36	120.52 (18)
C8—C7—H7	106.7	C34—C35—H35	119.7
C13—C8—C9	118.09 (15)	C36—C35—H35	119.7
C13—C8—C7	122.91 (13)	C31—C36—C35	120.71 (18)
C9—C8—C7	119.00 (15)	C31—C36—H36	119.6
C10—C9—C8	120.74 (18)	C35—C36—H36	119.6
C10—C9—H9	119.6	C38—C37—Al1	112.97 (15)
C8—C9—H9	119.6	C38—C37—H37A	109.0
C11—C10—C9	120.51 (18)	Al1—C37—H37A	109.0
C11—C10—H10	119.7	C38—C37—H37B	109.0
C9—C10—H10	119.7	Al1—C37—H37B	109.0
C12—C11—C10	119.27 (17)	H37A—C37—H37B	107.8
C12—C11—H11	120.4	C37—C38—H38A	109.5
C10—C11—H11	120.4	C37—C38—H38B	109.5
C11—C12—C13	120.41 (17)	H38A—C38—H38B	109.5
C11—C12—H12	119.8	C37—C38—H38C	109.5
C13—C12—H12	119.8	H38A—C38—H38C	109.5
C8—C13—C12	120.98 (15)	H38B—C38—H38C	109.5
C8—C13—H13	119.5	C40A—C39—Al1	116.4 (4)
C12—C13—H13	119.5	C40B—C39—Al1	114.9 (4)
C15—C14—C19	118.52 (15)	C40A—C39—H39A	108.2
C15—C14—C7	119.72 (14)	Al1—C39—H39A	108.2
C19—C14—C7	121.72 (14)	C40A—C39—H39B	108.2
C14—C15—C16	120.87 (17)	Al1—C39—H39B	108.2
C14—C15—H15	119.6	H39A—C39—H39B	107.3
C16—C15—H15	119.6	C40B—C39—H39C	108.5
C17—C16—C15	120.11 (18)	Al1—C39—H39C	108.5
C17—C16—H16	119.9	C40B—C39—H39D	108.5
C15—C16—H16	119.9	Al1—C39—H39D	108.5
C16—C17—C18	119.73 (16)	H39C—C39—H39D	107.5
C16—C17—H17	120.1	C39—C40A—H40A	109.5
C18—C17—H17	120.1	C39—C40A—H40B	109.5
C17—C18—C19	120.27 (18)	H40A—C40A—H40B	109.5
C17—C18—H18	119.9	C39—C40A—H40C	109.5
C19—C18—H18	119.9	H40A—C40A—H40C	109.5
C14—C19—C18	120.49 (17)	H40B—C40A—H40C	109.5
C14—C19—H19	119.8	C39—C40B—H40D	109.5
C18—C19—H19	119.8	C39—C40B—H40E	109.5
C21—C20—C23	108.97 (16)	H40D—C40B—H40E	109.5
C21—C20—C4	109.82 (14)	C39—C40B—H40F	109.5
C23—C20—C4	112.60 (14)	H40D—C40B—H40F	109.5
C21—C20—C22	108.86 (17)	H40E—C40B—H40F	109.5
C23—C20—C22	107.52 (14)	C41—O2—C44	110.42 (13)
C4—C20—C22	108.98 (13)	C41—O2—Al1	123.22 (10)
C20—C21—H21A	109.5	C44—O2—Al1	125.17 (11)
C20—C21—H21B	109.5	O2—C41—C42	103.24 (15)
H21A—C21—H21B	109.5	O2—C41—H41A	111.1
C20—C21—H21C	109.5	C42—C41—H41A	111.1
H21A—C21—H21C	109.5	O2—C41—H41B	111.1
H21B—C21—H21C	109.5	C42—C41—H41B	111.1
C20—C22—H22A	109.5	H41A—C41—H41B	109.1
C20—C22—H22B	109.5	C43—C42—C41	103.26 (17)
H22A—C22—H22B	109.5	C43—C42—H42A	111.1
C20—C22—H22C	109.5	C41—C42—H42A	111.1
H22A—C22—H22C	109.5	C43—C42—H42B	111.1
H22B—C22—H22C	109.5	C41—C42—H42B	111.1
C20—C23—H23A	109.5	H42A—C42—H42B	109.1
C20—C23—H23B	109.5	C42—C43—C44	104.10 (17)
H23A—C23—H23B	109.5	C42—C43—H43A	110.9
C20—C23—H23C	109.5	C44—C43—H43A	110.9
H23A—C23—H23C	109.5	C42—C43—H43B	110.9
H23B—C23—H23C	109.5	C44—C43—H43B	110.9
C25—C24—C6	111.85 (13)	H43A—C43—H43B	109.0
C25—C24—C31	112.55 (13)	O2—C44—C43	104.63 (15)
C6—C24—C31	111.60 (12)	O2—C44—H44A	110.8
C25—C24—H24	106.8	C43—C44—H44A	110.8
C6—C24—H24	106.8	O2—C44—H44B	110.8
C31—C24—H24	106.8	C43—C44—H44B	110.8
C26—C25—C30	118.06 (15)	H44A—C44—H44B	108.9
O2—Al1—O1—C1	−172.5 (5)	C17—C18—C19—C14	0.9 (3)
C39—Al1—O1—C1	−61.9 (5)	C5—C4—C20—C21	−120.32 (18)
C37—Al1—O1—C1	76.1 (5)	C3—C4—C20—C21	60.0 (2)
Al1—O1—C1—C6	−111.1 (5)	C5—C4—C20—C23	1.3 (2)
Al1—O1—C1—C2	70.9 (6)	C3—C4—C20—C23	−178.41 (15)
O1—C1—C2—C3	177.62 (14)	C5—C4—C20—C22	120.51 (17)
C6—C1—C2—C3	−0.4 (2)	C3—C4—C20—C22	−59.20 (19)
O1—C1—C2—C7	1.5 (2)	C5—C6—C24—C25	105.73 (17)
C6—C1—C2—C7	−176.60 (13)	C1—C6—C24—C25	−71.32 (18)
C1—C2—C3—C4	−0.4 (2)	C5—C6—C24—C31	−21.4 (2)
C7—C2—C3—C4	175.68 (14)	C1—C6—C24—C31	161.58 (14)
C2—C3—C4—C5	0.8 (2)	C6—C24—C25—C26	−38.0 (2)
C2—C3—C4—C20	−179.51 (14)	C31—C24—C25—C26	88.63 (18)
C3—C4—C5—C6	−0.3 (2)	C6—C24—C25—C30	143.55 (15)
C20—C4—C5—C6	179.97 (14)	C31—C24—C25—C30	−89.87 (18)
C4—C5—C6—C1	−0.5 (2)	C30—C25—C26—C27	1.5 (3)
C4—C5—C6—C24	−177.48 (14)	C24—C25—C26—C27	−177.03 (16)
O1—C1—C6—C5	−177.22 (14)	C25—C26—C27—C28	−0.6 (3)
C2—C1—C6—C5	0.9 (2)	C26—C27—C28—C29	−0.4 (3)
O1—C1—C6—C24	−0.1 (2)	C27—C28—C29—C30	0.5 (3)
C2—C1—C6—C24	178.00 (14)	C28—C29—C30—C25	0.4 (3)
C3—C2—C7—C14	31.4 (2)	C26—C25—C30—C29	−1.4 (2)
C1—C2—C7—C14	−152.54 (14)	C24—C25—C30—C29	177.18 (15)
C3—C2—C7—C8	−95.71 (16)	C25—C24—C31—C36	−22.4 (2)
C1—C2—C7—C8	80.35 (17)	C6—C24—C31—C36	104.31 (18)
C14—C7—C8—C13	−119.55 (16)	C25—C24—C31—C32	160.81 (15)
C2—C7—C8—C13	7.5 (2)	C6—C24—C31—C32	−72.47 (19)
C14—C7—C8—C9	61.04 (19)	C36—C31—C32—C33	−1.1 (3)
C2—C7—C8—C9	−171.93 (15)	C24—C31—C32—C33	175.83 (15)
C13—C8—C9—C10	−0.8 (3)	C31—C32—C33—C34	−0.5 (3)
C7—C8—C9—C10	178.60 (18)	C32—C33—C34—C35	1.6 (3)
C8—C9—C10—C11	0.6 (3)	C33—C34—C35—C36	−1.0 (3)
C9—C10—C11—C12	−0.1 (3)	C32—C31—C36—C35	1.7 (3)
C10—C11—C12—C13	−0.1 (3)	C24—C31—C36—C35	−175.07 (16)
C9—C8—C13—C12	0.6 (2)	C34—C35—C36—C31	−0.7 (3)
C7—C8—C13—C12	−178.82 (14)	O1—Al1—O2—C41	48.96 (14)
C11—C12—C13—C8	−0.1 (3)	C39—Al1—O2—C41	−69.03 (15)
C2—C7—C14—C15	89.07 (17)	C37—Al1—O2—C41	168.09 (14)
C8—C7—C14—C15	−143.75 (14)	O1—Al1—O2—C44	−144.71 (13)
C2—C7—C14—C19	−88.66 (17)	C39—Al1—O2—C44	97.30 (14)
C8—C7—C14—C19	38.52 (19)	C37—Al1—O2—C44	−25.59 (15)
C19—C14—C15—C16	0.1 (2)	C44—O2—C41—C42	−19.2 (2)
C7—C14—C15—C16	−177.75 (15)	Al1—O2—C41—C42	148.89 (14)
C14—C15—C16—C17	0.2 (3)	O2—C41—C42—C43	34.7 (2)
C15—C16—C17—C18	0.1 (3)	C41—C42—C43—C44	−37.4 (2)
C16—C17—C18—C19	−0.6 (3)	C41—O2—C44—C43	−3.8 (2)
C15—C14—C19—C18	−0.6 (2)	Al1—O2—C44—C43	−171.65 (13)
C7—C14—C19—C18	177.17 (14)	C42—C43—C44—O2	25.7 (2)