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Acta Crystallogr Sect E Struct Rep Online. 2009 January 1; 65(Pt 1): m95.
Published online 2008 December 17. doi:  10.1107/S1600536808041858
PMCID: PMC2967927

(2,4-Di-tert-butyl-6-{(E)-[(E)-2-(2-methoxy­benzyl­ideneamino)cyclo­hexyl]imino­meth­yl}phenolato)dimethyl­aluminum(III)

Abstract

The title compound, [Al(CH3)2(C29H39N2O2)], exhibits disorder of one of the tert-butyl groups on the Schiff base ligand, where each methyl group is located over two sites, with occupancy factors of 0.57 (1) and 0.43 (1). The geometry around the AlIII atom is distorted tetra­hedral, defined by two methyl groups, one N and one O atom from the Schiff base ligand.

Related literature

For general background, see: Endo et al. (1987 [triangle]); Wu et al. (2006 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-65-00m95-scheme1.jpg

Experimental

Crystal data

  • [Al(CH3)2(C29H39N2O2)]
  • M r = 504.67
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-65-00m95-efi1.jpg
  • a = 15.5841 (9) Å
  • b = 10.4430 (6) Å
  • c = 20.4534 (12) Å
  • β = 111.810 (1)°
  • V = 3090.4 (3) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 0.09 mm−1
  • T = 303 (2) K
  • 0.32 × 0.30 × 0.25 mm

Data collection

  • Bruker SMART 1K CCD area-detector diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 [triangle]) T min = 0.968, T max = 0.979
  • 16414 measured reflections
  • 6069 independent reflections
  • 4158 reflections with I > 2σ(I)
  • R int = 0.024

Refinement

  • R[F 2 > 2σ(F 2)] = 0.045
  • wR(F 2) = 0.140
  • S = 1.07
  • 6069 reflections
  • 353 parameters
  • H-atom parameters constrained
  • Δρmax = 0.21 e Å−3
  • Δρmin = −0.23 e Å−3

Data collection: SMART (Bruker, 2007 [triangle]); cell refinement: SAINT (Bruker, 2007 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXTL.

Table 1
Selected bond lengths (Å)

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808041858/hy2172sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808041858/hy2172Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

The author is grateful for financial support from the National Science Foundation of China (grant No. 20601011) and the Science Foundation of Gansu Province of China.

supplementary crystallographic information

Comment

In past decades, significant advance has been made in polymerization of cyclic esters, such as poly-ε-caprolactone (Endo et al., 1987) and polylactide (Wu et al., 2006). A particularly convenient method for the synthesis of polylactides is the ring-opening polymerization (ROP) of lactides. Due to the advantages of well controlled molecular weight and low polydispersity, many metal complexes have been used to polymerize lactides through ROP process. Here, we report a new aluminium complex, which can be used for the investigation of ROP of lactide.

In the title compound, the AlIII atom is coordinated in a tetrahedral coordination geometry by two methyl groups, one O atom and one N atom from the Schiff base ligand (Fig. 1). The Al1—O1 distance of 1.7497 (13) Å is shorter than that of Al1—N1 [1.9705 (14) Å], while two Al—C distances are almost identical (Table 1).

Experimental

The title aluminium complex was prepared as following. The Schiff base ligand (1 mmol) was dissolved in toluene (20 ml), and then trimethylaluminum (1.2 mmol) in hexane solution (0.6 ml, 2M) was added slowly. The mixture was stirred and refluxed for 5 h. Then volatile materials were removed under vacuum. The residue was recrystallized in toluene to give yellow crystalline solid (yield: 92%, 0.46 g).

Refinement

H atoms were positioned geometrically and refined using a riding model, with C—H = 0.93 (aromatic), 0.98 (CH), 0.97 (CH2) and 0.96 (CH3) Å and with Uiso(H) = 1.2(1.5 for methyl group)Ueq(C). One of the tert-butyl groups shows a positional disorder over two sites, with occupancy factors of 0.57 (1) and 0.43 (1), respectively.

Figures

Fig. 1.
Molecular structure of the title compound. Displacement ellipsoids are drawn at the 30% probability level. H atoms have been omitted for clarity. The minor positions of the disordered methyl groups are not shown.

Crystal data

[Al(CH3)2(C29H39N2O2)]F(000) = 1096
Mr = 504.67Dx = 1.085 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 16999 reflections
a = 15.5841 (9) Åθ = 2.4–25.8°
b = 10.4430 (6) ŵ = 0.09 mm1
c = 20.4534 (12) ÅT = 303 K
β = 111.810 (1)°Block, yellow
V = 3090.4 (3) Å30.32 × 0.30 × 0.25 mm
Z = 4

Data collection

Bruker SMART 1K CCD area-detector diffractometer6069 independent reflections
Radiation source: fine-focus sealed tube4158 reflections with I > 2σ(I)
graphiteRint = 0.024
[var phi] and ω scansθmax = 26.0°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)h = −18→19
Tmin = 0.968, Tmax = 0.979k = −12→12
16414 measured reflectionsl = −25→19

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.045Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.140H-atom parameters constrained
S = 1.07w = 1/[σ2(Fo2) + (0.0758P)2 + 0.13P] where P = (Fo2 + 2Fc2)/3
6069 reflections(Δ/σ)max = 0.001
353 parametersΔρmax = 0.21 e Å3
0 restraintsΔρmin = −0.23 e Å3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

xyzUiso*/UeqOcc. (<1)
Al10.15093 (4)−0.23257 (5)1.01539 (3)0.05346 (17)
N10.16403 (9)−0.06832 (12)1.06560 (7)0.0453 (3)
N20.33233 (10)0.04471 (14)1.15816 (8)0.0548 (4)
O10.13324 (10)−0.16488 (11)0.93314 (6)0.0679 (4)
O20.54897 (11)−0.04008 (19)1.10861 (9)0.0930 (5)
C10.13070 (12)−0.04527 (15)0.91126 (9)0.0484 (4)
C20.10964 (11)−0.01667 (16)0.83927 (8)0.0467 (4)
C30.08400 (13)−0.12465 (17)0.78423 (9)0.0578 (5)
C4−0.00146 (15)−0.1966 (2)0.78482 (12)0.0797 (6)
H4A−0.0522−0.13790.77470.120*
H4B0.0118−0.23410.83040.120*
H4C−0.0175−0.26280.74980.120*
C50.16522 (16)−0.2184 (2)0.80022 (12)0.0764 (6)
H5A0.2185−0.17330.79950.115*
H5B0.1490−0.28480.76530.115*
H5C0.1789−0.25580.84590.115*
C60.06099 (19)−0.0726 (2)0.70960 (11)0.0845 (7)
H6A0.0100−0.01410.69820.127*
H6B0.0447−0.14230.67670.127*
H6C0.1139−0.02880.70720.127*
C70.11354 (11)0.11049 (16)0.82141 (8)0.0473 (4)
H7A0.10020.12930.77420.057*
C80.13610 (11)0.21307 (15)0.86906 (8)0.0443 (4)
C90.14072 (12)0.35157 (16)0.84619 (9)0.0514 (4)
C100.2401 (4)0.4026 (6)0.8825 (5)0.103 (3)0.567 (11)
H10A0.28180.35110.86900.155*0.567 (11)
H10B0.25730.39870.93270.155*0.567 (11)
H10C0.24290.48970.86850.155*0.567 (11)
C110.1165 (8)0.3676 (7)0.7679 (3)0.126 (4)0.567 (11)
H11A0.15600.31400.75310.189*0.567 (11)
H11B0.12500.45540.75780.189*0.567 (11)
H11C0.05320.34350.74310.189*0.567 (11)
C120.0790 (6)0.4378 (5)0.8707 (6)0.115 (4)0.567 (11)
H12A0.09330.42490.92010.173*0.567 (11)
H12B0.01540.41680.84490.173*0.567 (11)
H12C0.08970.52580.86230.173*0.567 (11)
C10'0.0423 (4)0.3982 (7)0.8113 (7)0.091 (3)0.433 (11)
H10D0.01580.36350.76460.137*0.433 (11)
H10E0.04170.49000.80890.137*0.433 (11)
H10F0.00670.37060.83830.137*0.433 (11)
C11'0.1909 (10)0.4354 (7)0.9073 (4)0.128 (6)0.433 (11)
H11D0.25620.42050.92200.191*0.433 (11)
H11E0.17120.41620.94550.191*0.433 (11)
H11F0.17780.52350.89390.191*0.433 (11)
C12'0.1836 (8)0.3528 (8)0.7914 (7)0.105 (4)0.433 (11)
H12D0.21820.27540.79470.157*0.433 (11)
H12E0.22410.42520.79900.157*0.433 (11)
H12F0.13580.35850.74540.157*0.433 (11)
C130.15151 (11)0.18289 (16)0.93786 (8)0.0472 (4)
H13A0.16470.24840.97090.057*
C140.14805 (11)0.05669 (15)0.95983 (8)0.0458 (4)
C150.16173 (12)0.03794 (16)1.03283 (9)0.0484 (4)
H15A0.17000.11191.05980.058*
C160.18522 (11)−0.05630 (16)1.14241 (8)0.0476 (4)
H16A0.16260.02731.15080.057*
C170.13655 (13)−0.15877 (18)1.16847 (9)0.0590 (5)
H17A0.1552−0.24261.15820.071*
H17B0.0703−0.15101.14370.071*
C180.15928 (14)−0.1471 (2)1.24726 (10)0.0697 (6)
H18A0.1333−0.06811.25680.084*
H18B0.1313−0.21781.26280.084*
C190.26296 (15)−0.1478 (2)1.28832 (10)0.0718 (6)
H19A0.2752−0.13261.33780.086*
H19B0.2877−0.23131.28410.086*
C200.31094 (14)−0.04610 (19)1.26148 (10)0.0642 (5)
H20A0.3772−0.05231.28690.077*
H20B0.29120.03781.27060.077*
C210.28978 (12)−0.05982 (16)1.18267 (9)0.0500 (4)
H21A0.3142−0.14171.17380.060*
C220.39372 (12)0.01774 (18)1.13415 (9)0.0546 (4)
H22A0.4110−0.06751.13400.065*
C230.43922 (12)0.1148 (2)1.10646 (9)0.0595 (5)
C240.40447 (16)0.2387 (2)1.09247 (11)0.0711 (6)
H24A0.35130.26011.10050.085*
C250.4475 (2)0.3302 (3)1.06683 (13)0.0946 (8)
H25A0.42410.41301.05800.113*
C260.5259 (2)0.2971 (4)1.05458 (15)0.1100 (10)
H26A0.55500.35831.03710.132*
C270.56172 (18)0.1753 (3)1.06771 (13)0.0975 (9)
H27A0.61480.15481.05930.117*
C280.51884 (14)0.0838 (3)1.09337 (11)0.0739 (6)
C290.63063 (16)−0.0780 (3)1.09781 (16)0.1179 (11)
H29A0.6439−0.16611.11100.177*
H29B0.6815−0.02561.12610.177*
H29C0.6215−0.06771.04900.177*
C300.2676 (2)−0.3257 (3)1.05250 (15)0.1228 (11)
H30A0.2614−0.40581.02810.184*
H30B0.2834−0.34161.10180.184*
H30C0.3154−0.27571.04580.184*
C310.0389 (2)−0.3223 (3)1.00777 (18)0.1297 (13)
H31A0.0351−0.40130.98290.194*
H31B−0.0138−0.27000.98260.194*
H31C0.0396−0.34001.05400.194*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Al10.0741 (4)0.0371 (3)0.0544 (3)−0.0002 (2)0.0299 (3)0.0044 (2)
N10.0535 (8)0.0414 (7)0.0434 (7)0.0013 (6)0.0210 (6)0.0050 (6)
N20.0618 (9)0.0534 (9)0.0524 (8)−0.0063 (7)0.0247 (7)−0.0034 (7)
O10.1125 (11)0.0373 (7)0.0512 (7)−0.0068 (7)0.0272 (7)0.0008 (5)
O20.0696 (9)0.1153 (14)0.1041 (13)0.0090 (9)0.0437 (9)−0.0042 (11)
C10.0595 (10)0.0381 (9)0.0472 (9)−0.0011 (7)0.0191 (8)0.0038 (7)
C20.0512 (9)0.0450 (9)0.0422 (9)0.0001 (7)0.0154 (7)0.0005 (7)
C30.0753 (12)0.0492 (10)0.0454 (10)−0.0019 (9)0.0181 (9)−0.0044 (8)
C40.0861 (15)0.0682 (14)0.0754 (14)−0.0189 (12)0.0191 (12)−0.0149 (11)
C50.0987 (16)0.0602 (13)0.0728 (14)0.0131 (11)0.0348 (12)−0.0082 (10)
C60.1270 (19)0.0718 (14)0.0487 (11)−0.0002 (13)0.0255 (12)−0.0085 (10)
C70.0511 (9)0.0506 (10)0.0389 (8)0.0029 (7)0.0153 (7)0.0058 (7)
C80.0454 (8)0.0409 (9)0.0453 (9)0.0003 (7)0.0152 (7)0.0061 (7)
C90.0591 (10)0.0440 (9)0.0494 (10)0.0007 (8)0.0183 (8)0.0107 (8)
C100.080 (3)0.059 (3)0.145 (7)−0.019 (2)0.012 (3)0.033 (4)
C110.232 (11)0.071 (4)0.055 (3)−0.032 (6)0.030 (5)0.023 (2)
C120.155 (8)0.055 (3)0.184 (10)0.040 (4)0.119 (8)0.047 (5)
C10'0.086 (4)0.057 (4)0.137 (8)0.022 (3)0.049 (4)0.049 (4)
C11'0.189 (14)0.053 (4)0.080 (5)−0.046 (6)−0.020 (6)0.021 (3)
C12'0.149 (8)0.064 (4)0.143 (10)0.006 (5)0.102 (8)0.039 (5)
C130.0559 (9)0.0386 (9)0.0451 (9)−0.0005 (7)0.0164 (8)0.0005 (7)
C140.0551 (9)0.0413 (9)0.0396 (8)−0.0004 (7)0.0159 (7)0.0029 (7)
C150.0601 (10)0.0390 (9)0.0454 (9)0.0005 (7)0.0188 (8)−0.0001 (7)
C160.0590 (10)0.0449 (9)0.0426 (9)0.0055 (8)0.0234 (8)0.0048 (7)
C170.0607 (11)0.0639 (12)0.0574 (11)−0.0026 (9)0.0279 (9)0.0117 (9)
C180.0859 (14)0.0747 (14)0.0610 (12)−0.0008 (11)0.0415 (11)0.0137 (10)
C190.0965 (15)0.0705 (13)0.0490 (11)−0.0007 (11)0.0278 (11)0.0125 (10)
C200.0771 (13)0.0640 (12)0.0478 (10)−0.0043 (10)0.0188 (9)0.0028 (9)
C210.0589 (10)0.0446 (9)0.0490 (10)0.0004 (8)0.0230 (8)0.0020 (7)
C220.0536 (10)0.0596 (11)0.0482 (10)−0.0019 (8)0.0162 (8)−0.0023 (8)
C230.0560 (10)0.0767 (14)0.0454 (10)−0.0146 (9)0.0183 (8)−0.0072 (9)
C240.0807 (14)0.0736 (14)0.0599 (12)−0.0143 (11)0.0273 (10)−0.0010 (10)
C250.113 (2)0.0905 (18)0.0806 (16)−0.0268 (15)0.0364 (15)0.0052 (14)
C260.108 (2)0.135 (3)0.093 (2)−0.052 (2)0.0451 (17)0.0098 (19)
C270.0746 (15)0.144 (3)0.0832 (17)−0.0269 (17)0.0405 (13)0.0015 (17)
C280.0574 (12)0.1061 (19)0.0569 (12)−0.0145 (12)0.0197 (10)−0.0073 (12)
C290.0671 (15)0.173 (3)0.119 (2)0.0158 (17)0.0409 (15)−0.025 (2)
C300.141 (2)0.109 (2)0.0927 (19)0.0628 (19)0.0137 (17)−0.0238 (16)
C310.165 (3)0.112 (2)0.156 (3)−0.080 (2)0.112 (2)−0.063 (2)

Geometric parameters (Å, °)

Al1—O11.7497 (13)C10'—H10F0.9600
Al1—N11.9705 (14)C11'—H11D0.9600
Al1—C311.936 (3)C11'—H11E0.9600
Al1—C301.950 (3)C11'—H11F0.9600
N1—C151.290 (2)C12'—H12D0.9600
N1—C161.486 (2)C12'—H12E0.9600
N2—C221.259 (2)C12'—H12F0.9600
N2—C211.459 (2)C13—C141.400 (2)
O1—C11.3225 (19)C13—H13A0.9300
O2—C281.372 (3)C14—C151.441 (2)
O2—C291.426 (3)C15—H15A0.9300
C1—C141.412 (2)C16—C171.518 (2)
C1—C21.416 (2)C16—C211.529 (2)
C2—C71.385 (2)C16—H16A0.9800
C2—C31.538 (2)C17—C181.521 (3)
C3—C61.532 (3)C17—H17A0.9700
C3—C41.533 (3)C17—H17B0.9700
C3—C51.537 (3)C18—C191.519 (3)
C4—H4A0.9600C18—H18A0.9700
C4—H4B0.9600C18—H18B0.9700
C4—H4C0.9600C19—C201.514 (3)
C5—H5A0.9600C19—H19A0.9700
C5—H5B0.9600C19—H19B0.9700
C5—H5C0.9600C20—C211.527 (2)
C6—H6A0.9600C20—H20A0.9700
C6—H6B0.9600C20—H20B0.9700
C6—H6C0.9600C21—H21A0.9800
C7—C81.402 (2)C22—C231.466 (3)
C7—H7A0.9300C22—H22A0.9300
C8—C131.373 (2)C23—C241.391 (3)
C8—C91.530 (2)C23—C281.401 (3)
C9—C11'1.488 (7)C24—C251.379 (3)
C9—C12'1.504 (8)C24—H24A0.9300
C9—C111.512 (6)C25—C261.379 (4)
C9—C10'1.512 (6)C25—H25A0.9300
C9—C121.531 (5)C26—C271.375 (4)
C9—C101.542 (6)C26—H26A0.9300
C10—H10A0.9600C27—C281.377 (3)
C10—H10B0.9600C27—H27A0.9300
C10—H10C0.9600C29—H29A0.9600
C11—H11A0.9600C29—H29B0.9600
C11—H11B0.9600C29—H29C0.9600
C11—H11C0.9600C30—H30A0.9600
C12—H12A0.9600C30—H30B0.9600
C12—H12B0.9600C30—H30C0.9600
C12—H12C0.9600C31—H31A0.9600
C10'—H10D0.9600C31—H31B0.9600
C10'—H10E0.9600C31—H31C0.9600
O1—Al1—C31107.63 (12)C9—C11'—H11F109.5
O1—Al1—C30111.52 (11)H11D—C11'—H11F109.5
C31—Al1—C30118.20 (16)H11E—C11'—H11F109.5
O1—Al1—N195.64 (6)C9—C12'—H12D109.5
C31—Al1—N1112.26 (10)C9—C12'—H12E109.5
C30—Al1—N1109.29 (10)H12D—C12'—H12E109.5
C15—N1—C16115.41 (14)C9—C12'—H12F109.5
C15—N1—Al1120.04 (11)H12D—C12'—H12F109.5
C16—N1—Al1124.33 (10)H12E—C12'—H12F109.5
C22—N2—C21118.35 (15)C8—C13—C14122.15 (15)
C1—O1—Al1132.93 (11)C8—C13—H13A118.9
C28—O2—C29118.4 (2)C14—C13—H13A118.9
O1—C1—C14120.02 (15)C13—C14—C1120.27 (15)
O1—C1—C2121.14 (15)C13—C14—C15116.88 (14)
C14—C1—C2118.83 (15)C1—C14—C15122.85 (15)
C7—C2—C1117.43 (15)N1—C15—C14128.32 (15)
C7—C2—C3122.35 (15)N1—C15—H15A115.8
C1—C2—C3120.22 (15)C14—C15—H15A115.8
C6—C3—C4107.41 (17)N1—C16—C17111.59 (14)
C6—C3—C5107.91 (17)N1—C16—C21109.95 (13)
C4—C3—C5109.59 (17)C17—C16—C21111.44 (14)
C6—C3—C2111.74 (15)N1—C16—H16A107.9
C4—C3—C2110.11 (16)C17—C16—H16A107.9
C5—C3—C2110.01 (15)C21—C16—H16A107.9
C3—C4—H4A109.5C16—C17—C18111.44 (16)
C3—C4—H4B109.5C16—C17—H17A109.3
H4A—C4—H4B109.5C18—C17—H17A109.3
C3—C4—H4C109.5C16—C17—H17B109.3
H4A—C4—H4C109.5C18—C17—H17B109.3
H4B—C4—H4C109.5H17A—C17—H17B108.0
C3—C5—H5A109.5C19—C18—C17111.50 (16)
C3—C5—H5B109.5C19—C18—H18A109.3
H5A—C5—H5B109.5C17—C18—H18A109.3
C3—C5—H5C109.5C19—C18—H18B109.3
H5A—C5—H5C109.5C17—C18—H18B109.3
H5B—C5—H5C109.5H18A—C18—H18B108.0
C3—C6—H6A109.5C20—C19—C18111.30 (17)
C3—C6—H6B109.5C20—C19—H19A109.4
H6A—C6—H6B109.5C18—C19—H19A109.4
C3—C6—H6C109.5C20—C19—H19B109.4
H6A—C6—H6C109.5C18—C19—H19B109.4
H6B—C6—H6C109.5H19A—C19—H19B108.0
C2—C7—C8124.99 (15)C19—C20—C21112.01 (16)
C2—C7—H7A117.5C19—C20—H20A109.2
C8—C7—H7A117.5C21—C20—H20A109.2
C13—C8—C7116.11 (15)C19—C20—H20B109.2
C13—C8—C9121.34 (15)C21—C20—H20B109.2
C7—C8—C9122.53 (14)H20A—C20—H20B107.9
C11'—C9—C12'112.4 (6)N2—C21—C20110.18 (14)
C11'—C9—C11132.2 (4)N2—C21—C16109.05 (14)
C11'—C9—C10'109.4 (5)C20—C21—C16109.59 (14)
C12'—C9—C10'107.4 (4)N2—C21—H21A109.3
C11—C9—C10'69.8 (4)C20—C21—H21A109.3
C11'—C9—C1265.0 (5)C16—C21—H21A109.3
C12'—C9—C12138.2 (4)N2—C22—C23122.88 (18)
C11—C9—C12110.0 (4)N2—C22—H22A118.6
C10'—C9—C1246.7 (3)C23—C22—H22A118.6
C11'—C9—C8111.6 (3)C24—C23—C28118.7 (2)
C12'—C9—C8108.7 (3)C24—C23—C22121.02 (18)
C11—C9—C8114.0 (3)C28—C23—C22120.3 (2)
C10'—C9—C8107.1 (3)C25—C24—C23121.1 (2)
C12—C9—C8110.5 (2)C25—C24—H24A119.5
C12'—C9—C1073.2 (5)C23—C24—H24A119.5
C11—C9—C10106.4 (4)C24—C25—C26118.9 (3)
C10'—C9—C10141.0 (3)C24—C25—H25A120.5
C12—C9—C10106.2 (4)C26—C25—H25A120.5
C8—C9—C10109.4 (2)C27—C26—C25121.3 (2)
C9—C10—H10A109.5C27—C26—H26A119.3
C9—C10—H10B109.5C25—C26—H26A119.3
H10A—C10—H10B109.5C26—C27—C28119.8 (3)
C9—C10—H10C109.5C26—C27—H27A120.1
H10A—C10—H10C109.5C28—C27—H27A120.1
H10B—C10—H10C109.5O2—C28—C27124.6 (2)
C9—C11—H11A109.5O2—C28—C23115.27 (19)
C9—C11—H11B109.5C27—C28—C23120.2 (3)
H11A—C11—H11B109.5O2—C29—H29A109.5
C9—C11—H11C109.5O2—C29—H29B109.5
H11A—C11—H11C109.5H29A—C29—H29B109.5
H11B—C11—H11C109.5O2—C29—H29C109.5
C9—C12—H12A109.5H29A—C29—H29C109.5
C9—C12—H12B109.5H29B—C29—H29C109.5
H12A—C12—H12B109.5Al1—C30—H30A109.5
C9—C12—H12C109.5Al1—C30—H30B109.5
H12A—C12—H12C109.5H30A—C30—H30B109.5
H12B—C12—H12C109.5Al1—C30—H30C109.5
C9—C10'—H10D109.5H30A—C30—H30C109.5
C9—C10'—H10E109.5H30B—C30—H30C109.5
H10D—C10'—H10E109.5Al1—C31—H31A109.5
C9—C10'—H10F109.5Al1—C31—H31B109.5
H10D—C10'—H10F109.5H31A—C31—H31B109.5
H10E—C10'—H10F109.5Al1—C31—H31C109.5
C9—C11'—H11D109.5H31A—C31—H31C109.5
C9—C11'—H11E109.5H31B—C31—H31C109.5
H11D—C11'—H11E109.5
O1—Al1—N1—C15−3.01 (14)O1—C1—C14—C13175.75 (15)
C31—Al1—N1—C15−114.68 (18)C2—C1—C14—C13−5.0 (3)
C30—Al1—N1—C15112.15 (17)O1—C1—C14—C15−5.0 (3)
O1—Al1—N1—C16−177.28 (12)C2—C1—C14—C15174.21 (15)
C31—Al1—N1—C1671.05 (17)C16—N1—C15—C14176.41 (15)
C30—Al1—N1—C16−62.12 (17)Al1—N1—C15—C141.7 (2)
C31—Al1—O1—C1116.42 (19)C13—C14—C15—N1−178.02 (17)
C30—Al1—O1—C1−112.4 (2)C1—C14—C15—N12.8 (3)
N1—Al1—O1—C10.91 (18)C15—N1—C16—C17147.68 (15)
Al1—O1—C1—C142.8 (3)Al1—N1—C16—C17−37.81 (18)
Al1—O1—C1—C2−176.44 (13)C15—N1—C16—C21−88.14 (18)
O1—C1—C2—C7−176.44 (16)Al1—N1—C16—C2186.37 (15)
C14—C1—C2—C74.3 (2)N1—C16—C17—C18179.34 (15)
O1—C1—C2—C33.3 (3)C21—C16—C17—C1856.0 (2)
C14—C1—C2—C3−175.90 (16)C16—C17—C18—C19−54.4 (2)
C7—C2—C3—C6−2.0 (3)C17—C18—C19—C2054.0 (2)
C1—C2—C3—C6178.25 (17)C18—C19—C20—C21−55.6 (2)
C7—C2—C3—C4−121.24 (19)C22—N2—C21—C20116.73 (17)
C1—C2—C3—C459.0 (2)C22—N2—C21—C16−122.96 (17)
C7—C2—C3—C5117.87 (19)C19—C20—C21—N2176.30 (16)
C1—C2—C3—C5−61.9 (2)C19—C20—C21—C1656.3 (2)
C1—C2—C7—C8−0.5 (3)N1—C16—C21—N258.78 (17)
C3—C2—C7—C8179.75 (16)C17—C16—C21—N2−176.96 (13)
C2—C7—C8—C13−2.8 (2)N1—C16—C21—C20179.45 (13)
C2—C7—C8—C9179.01 (15)C17—C16—C21—C20−56.28 (19)
C13—C8—C9—C11'18.0 (8)C21—N2—C22—C23178.37 (15)
C7—C8—C9—C11'−163.8 (8)N2—C22—C23—C24−12.8 (3)
C13—C8—C9—C12'142.6 (6)N2—C22—C23—C28167.42 (17)
C7—C8—C9—C12'−39.3 (6)C28—C23—C24—C25−0.6 (3)
C13—C8—C9—C11−176.7 (6)C22—C23—C24—C25179.60 (19)
C7—C8—C9—C111.5 (6)C23—C24—C25—C260.5 (3)
C13—C8—C9—C10'−101.7 (6)C24—C25—C26—C27−0.3 (4)
C7—C8—C9—C10'76.5 (6)C25—C26—C27—C280.2 (4)
C13—C8—C9—C12−52.3 (5)C29—O2—C28—C270.4 (3)
C7—C8—C9—C12125.9 (5)C29—O2—C28—C23−178.89 (19)
C13—C8—C9—C1064.3 (5)C26—C27—C28—O2−179.6 (2)
C7—C8—C9—C10−117.6 (5)C26—C27—C28—C23−0.4 (3)
C7—C8—C13—C142.1 (2)C24—C23—C28—O2179.87 (18)
C9—C8—C13—C14−179.66 (15)C22—C23—C28—O2−0.3 (3)
C8—C13—C14—C11.7 (3)C24—C23—C28—C270.5 (3)
C8—C13—C14—C15−177.54 (15)C22—C23—C28—C27−179.66 (19)

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HY2172).

References

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  • Endo, M., Aida, T. & Inoue, S. (1987). Macromolecules, 20, 2982–2988.
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  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Wu, J., Yu, T.-L., Chen, C.-T. & Lin, C.-C. (2006). Coord. Chem. Rev.250, 602–626.

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