Triphen-yl(tetra-hydro-furan)-aluminium(III).

In the title compound, [Al(C(6)H(5))(3)(C(4)H(8)O)], the Al atom has a distorted tetra-hedral geometry. The C-Al-C angles range from 113.25 (7) to 116.27 (8)°, much larger than the O-Al-C angles, which range from 103.39 (7) to 103.90 (6)°. The tetra-hydro-furan ring adopts an envelope conformation. The crystal packing is stabilized by C-H⋯π inter-actions.

Related literature

For general background, see: Chen et al. (2007 ▶); Ku et al. (2007 ▶); Wu & Gau (2006 ▶). For related structures, see: Barber et al. (1982 ▶); De Mel & Oliver (1989 ▶); Jerius et al. (1986 ▶); Malone & McDonald (1967 ▶).

Experimental

Crystal data

[Al(C6H5)3(C4H8O)]

M = 330.38

Monoclinic,

a = 9.649 (2) Å

b = 12.966 (3) Å

c = 16.038 (4) Å

β = 104.210 (4)°

V = 1945.2 (8) Å3

Z = 4

Mo Kα radiation

μ = 0.11 mm−1

T = 293 (2) K

0.58 × 0.42 × 0.21 mm

Data collection

Bruker SMART 1000 CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.799, T max = 1.000 (expected range = 0.781–0.977)

10682 measured reflections

3804 independent reflections

2971 reflections with I > 2σ(I)

R int = 0.023

Refinement

R[F 2 > 2σ(F 2)] = 0.048

wR(F 2) = 0.162

S = 1.33

3804 reflections

217 parameters

H-atom parameters constrained

Δρmax = 0.27 e Å−3

Δρmin = −0.23 e Å−3

Data collection: SMART (Siemens, 1996 ▶); cell refinement: SAINT (Siemens, 1996 ▶); data reduction: SAINT; 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.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808032091/ci2683sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808032091/ci2683Isup2.hkl

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

[Al(C6H5)3(C4H8O)]	F(000) = 704
Mr = 330.38	Dx = 1.128 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 3804 reflections
a = 9.649 (2) Å	θ = 2.1–26.0°
b = 12.966 (3) Å	µ = 0.11 mm−1
c = 16.038 (4) Å	T = 293 K
β = 104.210 (4)°	Block, colourless
V = 1945.1 (8) Å3	0.58 × 0.42 × 0.21 mm
Z = 4

Bruker SMART 1000 CCD diffractometer	3804 independent reflections
Radiation source: fine-focus sealed tube	2971 reflections with I > 2σ(I)
graphite	Rint = 0.023
φ and ω scans	θmax = 26.0°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −8→11
Tmin = 0.799, Tmax = 1.000	k = −15→15
10682 measured reflections	l = −19→17

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.048	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.162	H-atom parameters constrained
S = 1.33	w = 1/[σ2(Fo2) + (0.0861P)2] where P = (Fo2 + 2Fc2)/3
3804 reflections	(Δ/σ)max = 0.001
217 parameters	Δρmax = 0.27 e Å−3
0 restraints	Δρmin = −0.23 e Å−3

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. 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 > σ(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.

	x	y	z	Uiso*/Ueq
Al1	0.39089 (5)	0.69171 (4)	0.18576 (3)	0.0508 (2)
O1	0.38837 (12)	0.75437 (10)	0.29228 (7)	0.0623 (4)
C1	0.27597 (17)	0.56515 (13)	0.18473 (11)	0.0540 (4)
C2	0.2690 (2)	0.51194 (15)	0.25899 (13)	0.0668 (5)
H2	0.3158	0.5394	0.3120	0.080*
C3	0.1956 (3)	0.42013 (17)	0.25735 (17)	0.0818 (6)
H3	0.1936	0.3872	0.3086	0.098*
C4	0.1265 (2)	0.37804 (17)	0.1810 (2)	0.0880 (7)
H4	0.0771	0.3162	0.1797	0.106*
C5	0.1296 (2)	0.42674 (18)	0.10597 (17)	0.0836 (7)
H5	0.0820	0.3982	0.0536	0.100*
C6	0.2037 (2)	0.51857 (15)	0.10780 (13)	0.0672 (5)
H6	0.2053	0.5503	0.0560	0.081*
C7	0.30029 (18)	0.79599 (14)	0.09920 (11)	0.0573 (4)
C8	0.1554 (2)	0.78994 (17)	0.05675 (12)	0.0699 (5)
H8	0.1016	0.7356	0.0700	0.084*
C9	0.0891 (2)	0.8605 (2)	−0.00356 (15)	0.0864 (7)
H9	−0.0075	0.8535	−0.0302	0.104*
C10	0.1641 (3)	0.9404 (2)	−0.02443 (16)	0.0907 (7)
H10	0.1195	0.9879	−0.0658	0.109*
C11	0.3064 (3)	0.95119 (19)	0.01558 (16)	0.0891 (7)
H11	0.3581	1.0065	0.0019	0.107*
C12	0.3729 (2)	0.87933 (16)	0.07661 (13)	0.0728 (5)
H12	0.4694	0.8875	0.1032	0.087*
C13	0.59598 (17)	0.66352 (14)	0.19566 (12)	0.0585 (4)
C14	0.6632 (2)	0.68758 (18)	0.13121 (16)	0.0793 (6)
H14	0.6130	0.7237	0.0831	0.095*
C15	0.8054 (3)	0.6587 (3)	0.1368 (3)	0.1220 (12)
H15	0.8478	0.6752	0.0924	0.146*
C16	0.8810 (3)	0.6072 (3)	0.2061 (4)	0.1415 (18)
H16	0.9759	0.5898	0.2100	0.170*
C17	0.8176 (3)	0.5803 (2)	0.2712 (3)	0.1196 (13)
H17	0.8686	0.5430	0.3183	0.144*
C18	0.6776 (2)	0.60906 (17)	0.26599 (15)	0.0801 (6)
H18	0.6364	0.5916	0.3108	0.096*
C19	0.5018 (3)	0.8175 (3)	0.3436 (2)	0.1160 (11)
H19A	0.5475	0.8572	0.3066	0.139*
H19B	0.5734	0.7742	0.3805	0.139*
C20	0.4384 (3)	0.8856 (2)	0.39505 (16)	0.0958 (8)
H20A	0.4383	0.9560	0.3745	0.115*
H20B	0.4921	0.8834	0.4547	0.115*
C21	0.2920 (3)	0.8503 (2)	0.38737 (17)	0.1015 (8)
H21A	0.2860	0.8115	0.4381	0.122*
H21B	0.2275	0.9087	0.3815	0.122*
C22	0.2540 (3)	0.7853 (2)	0.31139 (17)	0.0937 (8)
H22A	0.1952	0.8232	0.2634	0.112*
H22B	0.2013	0.7253	0.3223	0.112*

	U11	U22	U33	U12	U13	U23
Al1	0.0376 (3)	0.0578 (3)	0.0577 (3)	−0.00033 (19)	0.0129 (2)	−0.0031 (2)
O1	0.0481 (7)	0.0751 (8)	0.0667 (8)	−0.0054 (6)	0.0197 (5)	−0.0148 (6)
C1	0.0381 (8)	0.0582 (10)	0.0664 (10)	0.0042 (7)	0.0140 (7)	−0.0002 (7)
C2	0.0603 (11)	0.0681 (11)	0.0727 (12)	0.0086 (9)	0.0174 (9)	0.0077 (9)
C3	0.0814 (15)	0.0639 (12)	0.1086 (17)	0.0102 (11)	0.0395 (13)	0.0202 (12)
C4	0.0677 (13)	0.0540 (11)	0.152 (2)	−0.0030 (10)	0.0462 (15)	−0.0004 (14)
C5	0.0645 (13)	0.0739 (14)	0.1074 (17)	−0.0091 (10)	0.0115 (12)	−0.0236 (12)
C6	0.0617 (11)	0.0696 (12)	0.0696 (11)	−0.0052 (9)	0.0147 (8)	−0.0044 (9)
C7	0.0494 (10)	0.0637 (10)	0.0604 (10)	0.0024 (8)	0.0166 (7)	−0.0036 (7)
C8	0.0520 (11)	0.0782 (13)	0.0780 (13)	0.0087 (9)	0.0132 (9)	0.0022 (10)
C9	0.0616 (12)	0.1058 (18)	0.0869 (14)	0.0202 (13)	0.0090 (10)	0.0061 (13)
C10	0.0918 (17)	0.0995 (17)	0.0817 (14)	0.0332 (14)	0.0230 (12)	0.0228 (12)
C11	0.0990 (19)	0.0791 (14)	0.0950 (16)	0.0011 (13)	0.0351 (14)	0.0210 (12)
C12	0.0638 (12)	0.0744 (12)	0.0788 (12)	−0.0017 (10)	0.0149 (9)	0.0058 (10)
C13	0.0416 (8)	0.0606 (10)	0.0736 (11)	−0.0031 (8)	0.0149 (7)	−0.0177 (8)
C14	0.0639 (12)	0.0857 (14)	0.0985 (15)	−0.0117 (10)	0.0397 (11)	−0.0284 (12)
C15	0.0816 (19)	0.121 (2)	0.192 (3)	−0.0240 (18)	0.088 (2)	−0.069 (2)
C16	0.0459 (14)	0.126 (3)	0.248 (5)	0.0064 (16)	0.027 (2)	−0.093 (3)
C17	0.0632 (16)	0.0994 (19)	0.167 (3)	0.0286 (14)	−0.0274 (18)	−0.054 (2)
C18	0.0604 (12)	0.0780 (14)	0.0911 (14)	0.0149 (10)	−0.0020 (10)	−0.0159 (11)
C19	0.0805 (16)	0.150 (3)	0.124 (2)	−0.0434 (17)	0.0365 (15)	−0.0780 (19)
C20	0.115 (2)	0.0881 (16)	0.0816 (15)	−0.0032 (15)	0.0194 (13)	−0.0192 (12)
C21	0.125 (2)	0.0909 (17)	0.1067 (19)	0.0074 (16)	0.0622 (16)	−0.0156 (14)
C22	0.0641 (13)	0.122 (2)	0.1058 (17)	−0.0033 (13)	0.0421 (12)	−0.0335 (15)

Al1—O1	1.8972 (13)	C11—C12	1.389 (3)
Al1—C1	1.9783 (18)	C11—H11	0.93
Al1—C13	1.9800 (18)	C12—H12	0.93
Al1—C7	1.9809 (19)	C13—C14	1.384 (3)
O1—C19	1.450 (2)	C13—C18	1.398 (3)
O1—C22	1.460 (2)	C14—C15	1.404 (4)
C1—C2	1.392 (3)	C14—H14	0.93
C1—C6	1.397 (3)	C15—C16	1.346 (5)
C2—C3	1.382 (3)	C15—H15	0.93
C2—H2	0.93	C16—C17	1.378 (5)
C3—C4	1.357 (3)	C16—H16	0.93
C3—H3	0.93	C17—C18	1.384 (4)
C4—C5	1.365 (3)	C17—H17	0.93
C4—H4	0.93	C18—H18	0.93
C5—C6	1.385 (3)	C19—C20	1.443 (3)
C5—H5	0.93	C19—H19A	0.97
C6—H6	0.93	C19—H19B	0.97
C7—C12	1.384 (3)	C20—C21	1.461 (4)
C7—C8	1.399 (2)	C20—H20A	0.97
C8—C9	1.371 (3)	C20—H20B	0.97
C8—H8	0.93	C21—C22	1.452 (3)
C9—C10	1.351 (4)	C21—H21A	0.97
C9—H9	0.93	C21—H21B	0.97
C10—C11	1.372 (4)	C22—H22A	0.97
C10—H10	0.93	C22—H22B	0.97
O1—Al1—C1	103.39 (7)	C11—C12—H12	118.9
O1—Al1—C13	103.90 (6)	C14—C13—C18	116.2 (2)
C1—Al1—C13	113.25 (7)	C14—C13—Al1	122.74 (16)
O1—Al1—C7	103.75 (7)	C18—C13—Al1	120.78 (16)
C1—Al1—C7	114.23 (7)	C15—C14—C13	121.4 (3)
C13—Al1—C7	116.27 (8)	C15—C14—H14	119.3
C19—O1—C22	108.11 (17)	C13—C14—H14	119.3
C19—O1—Al1	125.33 (13)	C14—C15—C16	120.6 (3)
C22—O1—Al1	121.01 (12)	C14—C15—H15	119.7
C2—C1—C6	115.02 (17)	C16—C15—H15	119.7
C2—C1—Al1	123.27 (13)	C15—C16—C17	119.9 (3)
C6—C1—Al1	121.56 (14)	C15—C16—H16	120.0
C3—C2—C1	122.9 (2)	C17—C16—H16	120.0
C3—C2—H2	118.6	C18—C17—C16	119.6 (3)
C1—C2—H2	118.6	C18—C17—H17	120.2
C4—C3—C2	120.0 (2)	C16—C17—H17	120.2
C4—C3—H3	120.0	C17—C18—C13	122.2 (3)
C2—C3—H3	120.0	C17—C18—H18	118.9
C3—C4—C5	119.8 (2)	C13—C18—H18	118.9
C3—C4—H4	120.1	O1—C19—C20	107.6 (2)
C5—C4—H4	120.1	O1—C19—H19A	110.2
C6—C5—C4	120.1 (2)	C20—C19—H19A	110.2
C6—C5—H5	119.9	O1—C19—H19B	110.2
C4—C5—H5	119.9	C20—C19—H19B	110.2
C5—C6—C1	122.2 (2)	H19A—C19—H19B	108.5
C5—C6—H6	118.9	C19—C20—C21	107.3 (2)
C1—C6—H6	118.9	C19—C20—H20A	110.3
C12—C7—C8	115.23 (18)	C21—C20—H20A	110.3
C12—C7—Al1	123.50 (14)	C19—C20—H20B	110.3
C8—C7—Al1	121.27 (15)	C21—C20—H20B	110.3
C9—C8—C7	122.9 (2)	H20A—C20—H20B	108.5
C9—C8—H8	118.6	C22—C21—C20	107.0 (2)
C7—C8—H8	118.6	C22—C21—H21A	110.3
C10—C9—C8	120.1 (2)	C20—C21—H21A	110.3
C10—C9—H9	120.0	C22—C21—H21B	110.3
C8—C9—H9	120.0	C20—C21—H21B	110.3
C9—C10—C11	119.8 (2)	H21A—C21—H21B	108.6
C9—C10—H10	120.1	C21—C22—O1	106.4 (2)
C11—C10—H10	120.1	C21—C22—H22A	110.5
C12—C11—C10	119.8 (2)	O1—C22—H22A	110.5
C12—C11—H11	120.1	C21—C22—H22B	110.5
C10—C11—H11	120.1	O1—C22—H22B	110.5
C7—C12—C11	122.2 (2)	H22A—C22—H22B	108.6
C7—C12—H12	118.9

D—H···A	D—H	H···A	D···A	D—H···A
C16—H16···Cg1i	0.93	2.78	3.654 (4)	156
C19—H19A···Cg1ii	0.97	2.81	3.600 (4)	139

Table 1

Selected bond lengths (Å)

Al1—O1	1.8972 (13)
Al1—C1	1.9783 (18)
Al1—C13	1.9800 (18)
Al1—C7	1.9809 (19)

Table 2

Hydrogen-bond geometry (Å, °)

Cg1 is the centroid of the C1–C6 ring.

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C16—H16⋯Cg1i	0.93	2.78	3.654 (4)	156
C19—H19A⋯Cg1ii	0.97	2.81	3.600 (4)	139

Symmetry codes: (i) ; (ii) .