metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890

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

aCollege of Chemistry and Chemical Engineering, State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, People's Republic of China
*Correspondence e-mail: wujc@lzu.edu.cn

(Received 30 November 2008; accepted 9 December 2008; online 17 December 2008)

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[Endo, M., Aida, T. & Inoue, S. (1987). Macromolecules, 20, 2982-2988.]); Wu et al. (2006[Wu, J., Yu, T.-L., Chen, C.-T. & Lin, C.-C. (2006). Coord. Chem. Rev. 250, 602-626.]).

[Scheme 1]

Experimental

Crystal data
  • [Al(CH3)2(C29H39N2O2)]

  • Mr = 504.67

  • Monoclinic, P 21 /n

  • 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[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.968, Tmax = 0.979

  • 16414 measured reflections

  • 6069 independent reflections

  • 4158 reflections with I > 2σ(I)

  • Rint = 0.024

Refinement
  • R[F2 > 2σ(F2)] = 0.045

  • wR(F2) = 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

Table 1
Selected bond lengths (Å)

Al1—O1 1.7497 (13)
Al1—N1 1.9705 (14)
Al1—C31 1.936 (3)
Al1—C30 1.950 (3)

Data collection: SMART (Bruker, 2007[Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.

Supporting information


Comment top

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).

Related literature top

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

Experimental top

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 top

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.

Computing details top

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

Figures top
[Figure 1] 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.
(2,4-Di-tert-butyl-6-{(E)-[(E)-2-(2- methoxybenzylideneamino)cyclohexyl]iminomethyl}phenolato)dimethylaluminum(III) top
Crystal data top
[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 top
Bruker SMART 1K CCD area-detector
diffractometer
6069 independent reflections
Radiation source: fine-focus sealed tube4158 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.024
ϕ and ω scansθmax = 26.0°, θmin = 2.1°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 1819
Tmin = 0.968, Tmax = 0.979k = 1212
16414 measured reflectionsl = 2519
Refinement top
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 = 1.07 w = 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
Crystal data top
[Al(CH3)2(C29H39N2O2)]V = 3090.4 (3) Å3
Mr = 504.67Z = 4
Monoclinic, P21/nMo Kα radiation
a = 15.5841 (9) ŵ = 0.09 mm1
b = 10.4430 (6) ÅT = 303 K
c = 20.4534 (12) Å0.32 × 0.30 × 0.25 mm
β = 111.810 (1)°
Data collection top
Bruker SMART 1K CCD area-detector
diffractometer
6069 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
4158 reflections with I > 2σ(I)
Tmin = 0.968, Tmax = 0.979Rint = 0.024
16414 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0450 restraints
wR(F2) = 0.140H-atom parameters constrained
S = 1.07Δρmax = 0.21 e Å3
6069 reflectionsΔρmin = 0.23 e Å3
353 parameters
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
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)
C40.00146 (15)0.1966 (2)0.78482 (12)0.0797 (6)
H4A0.05220.13790.77470.120*
H4B0.01180.23410.83040.120*
H4C0.01750.26280.74980.120*
C50.16522 (16)0.2184 (2)0.80022 (12)0.0764 (6)
H5A0.21850.17330.79950.115*
H5B0.14900.28480.76530.115*
H5C0.17890.25580.84590.115*
C60.06099 (19)0.0726 (2)0.70960 (11)0.0845 (7)
H6A0.01000.01410.69820.127*
H6B0.04470.14230.67670.127*
H6C0.11390.02880.70720.127*
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)
H17A0.15520.24261.15820.071*
H17B0.07030.15101.14370.071*
C180.15928 (14)0.1471 (2)1.24726 (10)0.0697 (6)
H18A0.13330.06811.25680.084*
H18B0.13130.21781.26280.084*
C190.26296 (15)0.1478 (2)1.28832 (10)0.0718 (6)
H19A0.27520.13261.33780.086*
H19B0.28770.23131.28410.086*
C200.31094 (14)0.04610 (19)1.26148 (10)0.0642 (5)
H20A0.37720.05231.28690.077*
H20B0.29120.03781.27060.077*
C210.28978 (12)0.05982 (16)1.18267 (9)0.0500 (4)
H21A0.31420.14171.17380.060*
C220.39372 (12)0.01774 (18)1.13415 (9)0.0546 (4)
H22A0.41100.06751.13400.065*
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)
H29A0.64390.16611.11100.177*
H29B0.68150.02561.12610.177*
H29C0.62150.06771.04900.177*
C300.2676 (2)0.3257 (3)1.05250 (15)0.1228 (11)
H30A0.26140.40581.02810.184*
H30B0.28340.34161.10180.184*
H30C0.31540.27571.04580.184*
C310.0389 (2)0.3223 (3)1.00777 (18)0.1297 (13)
H31A0.03510.40130.98290.194*
H31B0.01380.27000.98260.194*
H31C0.03960.34001.05400.194*
Atomic displacement parameters (Å2) top
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, º) top
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—C153.01 (14)O1—C1—C14—C13175.75 (15)
C31—Al1—N1—C15114.68 (18)C2—C1—C14—C135.0 (3)
C30—Al1—N1—C15112.15 (17)O1—C1—C14—C155.0 (3)
O1—Al1—N1—C16177.28 (12)C2—C1—C14—C15174.21 (15)
C31—Al1—N1—C1671.05 (17)C16—N1—C15—C14176.41 (15)
C30—Al1—N1—C1662.12 (17)Al1—N1—C15—C141.7 (2)
C31—Al1—O1—C1116.42 (19)C13—C14—C15—N1178.02 (17)
C30—Al1—O1—C1112.4 (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—C1737.81 (18)
Al1—O1—C1—C2176.44 (13)C15—N1—C16—C2188.14 (18)
O1—C1—C2—C7176.44 (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—C3175.90 (16)C16—C17—C18—C1954.4 (2)
C7—C2—C3—C62.0 (3)C17—C18—C19—C2054.0 (2)
C1—C2—C3—C6178.25 (17)C18—C19—C20—C2155.6 (2)
C7—C2—C3—C4121.24 (19)C22—N2—C21—C20116.73 (17)
C1—C2—C3—C459.0 (2)C22—N2—C21—C16122.96 (17)
C7—C2—C3—C5117.87 (19)C19—C20—C21—N2176.30 (16)
C1—C2—C3—C561.9 (2)C19—C20—C21—C1656.3 (2)
C1—C2—C7—C80.5 (3)N1—C16—C21—N258.78 (17)
C3—C2—C7—C8179.75 (16)C17—C16—C21—N2176.96 (13)
C2—C7—C8—C132.8 (2)N1—C16—C21—C20179.45 (13)
C2—C7—C8—C9179.01 (15)C17—C16—C21—C2056.28 (19)
C13—C8—C9—C11'18.0 (8)C21—N2—C22—C23178.37 (15)
C7—C8—C9—C11'163.8 (8)N2—C22—C23—C2412.8 (3)
C13—C8—C9—C12'142.6 (6)N2—C22—C23—C28167.42 (17)
C7—C8—C9—C12'39.3 (6)C28—C23—C24—C250.6 (3)
C13—C8—C9—C11176.7 (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—C270.3 (4)
C7—C8—C9—C10'76.5 (6)C25—C26—C27—C280.2 (4)
C13—C8—C9—C1252.3 (5)C29—O2—C28—C270.4 (3)
C7—C8—C9—C12125.9 (5)C29—O2—C28—C23178.89 (19)
C13—C8—C9—C1064.3 (5)C26—C27—C28—O2179.6 (2)
C7—C8—C9—C10117.6 (5)C26—C27—C28—C230.4 (3)
C7—C8—C13—C142.1 (2)C24—C23—C28—O2179.87 (18)
C9—C8—C13—C14179.66 (15)C22—C23—C28—O20.3 (3)
C8—C13—C14—C11.7 (3)C24—C23—C28—C270.5 (3)
C8—C13—C14—C15177.54 (15)C22—C23—C28—C27179.66 (19)

Experimental details

Crystal data
Chemical formula[Al(CH3)2(C29H39N2O2)]
Mr504.67
Crystal system, space groupMonoclinic, P21/n
Temperature (K)303
a, b, c (Å)15.5841 (9), 10.4430 (6), 20.4534 (12)
β (°) 111.810 (1)
V3)3090.4 (3)
Z4
Radiation typeMo Kα
µ (mm1)0.09
Crystal size (mm)0.32 × 0.30 × 0.25
Data collection
DiffractometerBruker SMART 1K CCD area-detector
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.968, 0.979
No. of measured, independent and
observed [I > 2σ(I)] reflections
16414, 6069, 4158
Rint0.024
(sin θ/λ)max1)0.617
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.045, 0.140, 1.07
No. of reflections6069
No. of parameters353
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.21, 0.23

Computer programs: SMART (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top
Al1—O11.7497 (13)Al1—C311.936 (3)
Al1—N11.9705 (14)Al1—C301.950 (3)
 

Acknowledgements

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.

References

First citationBruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
First citationEndo, M., Aida, T. & Inoue, S. (1987). Macromolecules, 20, 2982–2988.  CrossRef CAS Web of Science Google Scholar
First citationSheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.  Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationWu, J., Yu, T.-L., Chen, C.-T. & Lin, C.-C. (2006). Coord. Chem. Rev. 250, 602–626.  Web of Science CrossRef CAS Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds