Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270100013962/fr1292sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270100013962/fr1292IIsup2.hkl |
CCDC reference: 159975
For related literature, see: Atwood et al. (1992, 1993); Coles & Jordan (1997); Dagorne et al. (2000); Dias & Jin (1995, 1996); Ihara et al. (1998); Korolev et al. (1999); Radzewich et al. (1998, 1999).
A resealable J-Young NMR tube was charged with {IPr2—ATI}GaMe2 (152 mg, 0.500 mmol) and [NHMe2Ph][B(C6F5)4] (395 mg, 0.500 mmol), and C6D5Cl (0.5 ml) was added at 296 K. The tube was shaken to yield a clear orange solution, which was immediately analyzed by 1H, 13C, 11B and 19F NMR spectroscopy, which showed that quantitative conversion to [{iPr2– ATI}Ga(Me)(NMe2Ph)][B(C6F5)4], (I), had occurred. The volume of the solution was reduced to ca 0.1 ml under vacuum and wet pentane (ca 1 ml) was slowly added. Phase separation occurred. The tube was left at 296 K for 3 d which resulted in the formation of yellow-orange crystals of [({iPr2—ATI}GaMe)2(µ-OH)][B(C6F5)4], (II), at the phase boundary.
C—H distances were constrained to values in the range 0.95–0.99 Å, depending upon atom type, with Uiso = 1.2Ueq(C), and 1.5Ueq(C) for methyl groups. The O—H distance was constrained to be 0.84 Å. All hydrogen atoms were included in the structure factor calculation at idealized positions and were allowed to ride on the neighboring atoms with relative isotropic displacement coefficients. The H atom of the hydroxo group was located from the difference map but subsequently refined with an idealized geometry.
Data collection: SMART (Siemens, 1996); cell refinement: SMART; data reduction: SHELXTL (Sheldrick, 1997a); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997b); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997b); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
Fig. 1. Molecular structure of (II). The displacement ellipsoids are shown at 30% probability level. |
[Ga2(C14H22N2)2(OH)]B(C6F5)4 | F(000) = 2560 |
Mr = 1272.17 | Dx = 1.611 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 17.7211 (8) Å | Cell parameters from 7833 reflections |
b = 16.0050 (7) Å | θ = 2–26° |
c = 18.5655 (9) Å | µ = 1.14 mm−1 |
β = 94.904 (1)° | T = 173 K |
V = 5246.4 (4) Å3 | Block, yellow |
Z = 4 | 0.35 × 0.32 × 0.30 mm |
Bruker SMART CCD-1000 diffractometer | 10732 independent reflections |
Radiation source: fine-focus sealed tube | 6612 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.064 |
phi scans | θmax = 26.4°, θmin = 1.5° |
Absorption correction: empirical (SADABS; Blessing, 1995) | h = −22→22 |
Tmin = 0.691, Tmax = 0.726 | k = −20→20 |
47660 measured reflections | l = −23→23 |
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)] = 0.038 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.054 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.005P)2] where P = (Fo2 + 2Fc2)/3 |
10732 reflections | (Δ/σ)max = 0.001 |
732 parameters | Δρmax = 0.50 e Å−3 |
1 restraint | Δρmin = −0.39 e Å−3 |
[Ga2(C14H22N2)2(OH)]B(C6F5)4 | V = 5246.4 (4) Å3 |
Mr = 1272.17 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 17.7211 (8) Å | µ = 1.14 mm−1 |
b = 16.0050 (7) Å | T = 173 K |
c = 18.5655 (9) Å | 0.35 × 0.32 × 0.30 mm |
β = 94.904 (1)° |
Bruker SMART CCD-1000 diffractometer | 10732 independent reflections |
Absorption correction: empirical (SADABS; Blessing, 1995) | 6612 reflections with I > 2σ(I) |
Tmin = 0.691, Tmax = 0.726 | Rint = 0.064 |
47660 measured reflections |
R[F2 > 2σ(F2)] = 0.038 | 1 restraint |
wR(F2) = 0.054 | H-atom parameters constrained |
S = 1.00 | Δρmax = 0.50 e Å−3 |
10732 reflections | Δρmin = −0.39 e Å−3 |
732 parameters |
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 | ||
Ga1 | 0.43553 (2) | 0.71162 (2) | 0.23242 (2) | 0.02837 (11) | |
Ga2 | 0.60889 (2) | 0.73960 (2) | 0.35170 (2) | 0.02866 (11) | |
O | 0.54077 (11) | 0.70446 (13) | 0.26945 (11) | 0.0310 (6) | |
H | 0.5683 | 0.6736 | 0.2367 | 0.037* | |
F1 | 0.54895 (11) | 0.41092 (12) | 0.22594 (10) | 0.0411 (6) | |
F2 | 0.64576 (12) | 0.52513 (13) | 0.19083 (11) | 0.0513 (6) | |
F3 | 0.72845 (12) | 0.50429 (13) | 0.07430 (11) | 0.0547 (7) | |
F4 | 0.70902 (11) | 0.36315 (13) | −0.00638 (11) | 0.0490 (6) | |
F5 | 0.60471 (11) | 0.25082 (12) | 0.02219 (10) | 0.0397 (5) | |
F6 | 0.47363 (11) | 0.35774 (12) | −0.00208 (10) | 0.0465 (6) | |
F7 | 0.36514 (13) | 0.32972 (15) | −0.10456 (12) | 0.0660 (7) | |
F8 | 0.26533 (12) | 0.20141 (15) | −0.09382 (12) | 0.0713 (8) | |
F9 | 0.28165 (12) | 0.09795 (14) | 0.02304 (12) | 0.0626 (7) | |
F10 | 0.39677 (11) | 0.11849 (12) | 0.12324 (11) | 0.0448 (6) | |
F11 | 0.60965 (11) | 0.23210 (13) | 0.26234 (10) | 0.0440 (6) | |
F12 | 0.69891 (13) | 0.10426 (14) | 0.30182 (13) | 0.0651 (7) | |
F13 | 0.70523 (12) | −0.03183 (14) | 0.21344 (13) | 0.0700 (8) | |
F14 | 0.62286 (12) | −0.03134 (13) | 0.08315 (13) | 0.0636 (7) | |
F15 | 0.52747 (12) | 0.09032 (12) | 0.04638 (11) | 0.0462 (6) | |
F16 | 0.47199 (11) | 0.14510 (12) | 0.27172 (10) | 0.0461 (6) | |
F17 | 0.37921 (12) | 0.18965 (13) | 0.36808 (12) | 0.0577 (7) | |
F18 | 0.29988 (12) | 0.33473 (15) | 0.35455 (12) | 0.0660 (7) | |
F19 | 0.31993 (12) | 0.43809 (14) | 0.24154 (11) | 0.0563 (7) | |
F20 | 0.41411 (11) | 0.39682 (12) | 0.14333 (11) | 0.0423 (6) | |
N1 | 0.41606 (15) | 0.82922 (17) | 0.22576 (15) | 0.0280 (7) | |
N2 | 0.37712 (14) | 0.71711 (18) | 0.31457 (13) | 0.0267 (7) | |
N3 | 0.55021 (14) | 0.80825 (16) | 0.40977 (14) | 0.0268 (7) | |
N4 | 0.59556 (15) | 0.65587 (16) | 0.42373 (14) | 0.0285 (7) | |
B | 0.5066 (2) | 0.2505 (2) | 0.1367 (2) | 0.0282 (10) | |
C1 | 0.4192 (2) | 0.6294 (2) | 0.15568 (18) | 0.0459 (11) | |
H1A | 0.4085 | 0.5749 | 0.1766 | 0.069* | |
H1B | 0.4647 | 0.6253 | 0.1294 | 0.069* | |
H1C | 0.3762 | 0.6466 | 0.1223 | 0.069* | |
C2 | 0.43840 (19) | 0.8834 (2) | 0.16624 (18) | 0.0314 (9) | |
H2 | 0.4597 | 0.9367 | 0.1874 | 0.038* | |
C3 | 0.49924 (19) | 0.8393 (2) | 0.12779 (19) | 0.0441 (11) | |
H3A | 0.5433 | 0.8287 | 0.1621 | 0.066* | |
H3B | 0.5142 | 0.8745 | 0.0883 | 0.066* | |
H3C | 0.4794 | 0.7861 | 0.1081 | 0.066* | |
C4 | 0.3700 (2) | 0.9037 (2) | 0.11406 (18) | 0.0437 (11) | |
H4A | 0.3494 | 0.8520 | 0.0920 | 0.065* | |
H4B | 0.3853 | 0.9412 | 0.0762 | 0.065* | |
H4C | 0.3312 | 0.9310 | 0.1404 | 0.065* | |
C5 | 0.37794 (18) | 0.8594 (2) | 0.27960 (18) | 0.0276 (9) | |
C6 | 0.36641 (19) | 0.9456 (2) | 0.28921 (19) | 0.0360 (10) | |
H6 | 0.3866 | 0.9795 | 0.2535 | 0.043* | |
C7 | 0.3314 (2) | 0.9906 (2) | 0.3407 (2) | 0.0431 (11) | |
H7 | 0.3367 | 1.0495 | 0.3375 | 0.052* | |
C8 | 0.2902 (2) | 0.9636 (3) | 0.3957 (2) | 0.0493 (12) | |
H8 | 0.2701 | 1.0051 | 0.4252 | 0.059* | |
C9 | 0.2757 (2) | 0.8816 (3) | 0.4116 (2) | 0.0454 (11) | |
H9 | 0.2423 | 0.8736 | 0.4484 | 0.054* | |
C10 | 0.3022 (2) | 0.8088 (2) | 0.38244 (19) | 0.0386 (10) | |
H10 | 0.2831 | 0.7594 | 0.4025 | 0.046* | |
C11 | 0.35203 (18) | 0.7940 (2) | 0.32868 (18) | 0.0271 (9) | |
C12 | 0.3497 (2) | 0.6421 (2) | 0.35076 (18) | 0.0323 (9) | |
H12 | 0.3427 | 0.6565 | 0.4022 | 0.039* | |
C13 | 0.27361 (19) | 0.6156 (2) | 0.31370 (19) | 0.0439 (11) | |
H13A | 0.2372 | 0.6613 | 0.3160 | 0.066* | |
H13B | 0.2551 | 0.5663 | 0.3382 | 0.066* | |
H13C | 0.2795 | 0.6019 | 0.2630 | 0.066* | |
C14 | 0.4076 (2) | 0.5722 (2) | 0.34998 (19) | 0.0414 (10) | |
H14A | 0.4156 | 0.5580 | 0.2999 | 0.062* | |
H14B | 0.3889 | 0.5230 | 0.3743 | 0.062* | |
H14C | 0.4555 | 0.5906 | 0.3752 | 0.062* | |
C15 | 0.70459 (18) | 0.7645 (2) | 0.31287 (19) | 0.0455 (11) | |
H15A | 0.7043 | 0.8225 | 0.2960 | 0.068* | |
H15B | 0.7117 | 0.7270 | 0.2723 | 0.068* | |
H15C | 0.7461 | 0.7566 | 0.3507 | 0.068* | |
C16 | 0.5401 (2) | 0.8995 (2) | 0.40318 (18) | 0.0302 (9) | |
H16 | 0.4849 | 0.9126 | 0.4026 | 0.036* | |
C17 | 0.5685 (2) | 0.9299 (2) | 0.33331 (18) | 0.0408 (10) | |
H17A | 0.6237 | 0.9237 | 0.3356 | 0.061* | |
H17B | 0.5551 | 0.9889 | 0.3260 | 0.061* | |
H17C | 0.5452 | 0.8968 | 0.2929 | 0.061* | |
C18 | 0.5821 (2) | 0.9439 (2) | 0.46765 (19) | 0.0432 (11) | |
H18A | 0.5615 | 0.9256 | 0.5124 | 0.065* | |
H18B | 0.5756 | 1.0044 | 0.4622 | 0.065* | |
H18C | 0.6361 | 0.9300 | 0.4697 | 0.065* | |
C19 | 0.51850 (18) | 0.7653 (2) | 0.46221 (18) | 0.0261 (9) | |
C20 | 0.46100 (19) | 0.7990 (2) | 0.50067 (18) | 0.0338 (10) | |
H20 | 0.4470 | 0.8543 | 0.4865 | 0.041* | |
C21 | 0.4203 (2) | 0.7673 (3) | 0.5556 (2) | 0.0434 (11) | |
H21 | 0.3806 | 0.8021 | 0.5695 | 0.052* | |
C22 | 0.4291 (2) | 0.6930 (3) | 0.5928 (2) | 0.0461 (11) | |
H22 | 0.3951 | 0.6822 | 0.6285 | 0.055* | |
C23 | 0.4822 (2) | 0.6339 (2) | 0.58290 (19) | 0.0439 (11) | |
H23 | 0.4838 | 0.5892 | 0.6167 | 0.053* | |
C24 | 0.5342 (2) | 0.6280 (2) | 0.53201 (19) | 0.0380 (10) | |
H24 | 0.5662 | 0.5804 | 0.5377 | 0.046* | |
C25 | 0.54865 (19) | 0.6794 (2) | 0.47295 (18) | 0.0270 (9) | |
C26 | 0.6361 (2) | 0.5755 (2) | 0.42798 (19) | 0.0407 (10) | |
H26 | 0.6054 | 0.5345 | 0.4537 | 0.049* | |
C27 | 0.6449 (2) | 0.5427 (2) | 0.35286 (18) | 0.0470 (11) | |
H27A | 0.5948 | 0.5363 | 0.3267 | 0.070* | |
H27B | 0.6705 | 0.4884 | 0.3562 | 0.070* | |
H27C | 0.6751 | 0.5822 | 0.3269 | 0.070* | |
C28 | 0.7119 (2) | 0.5864 (3) | 0.4714 (2) | 0.0641 (14) | |
H28A | 0.7416 | 0.6291 | 0.4485 | 0.096* | |
H28B | 0.7395 | 0.5333 | 0.4730 | 0.096* | |
H28C | 0.7037 | 0.6039 | 0.5207 | 0.096* | |
C29 | 0.56798 (18) | 0.3251 (2) | 0.12379 (18) | 0.0261 (9) | |
C30 | 0.5843 (2) | 0.3962 (2) | 0.16481 (18) | 0.0304 (9) | |
C31 | 0.6356 (2) | 0.4566 (2) | 0.14900 (19) | 0.0332 (10) | |
C32 | 0.6771 (2) | 0.4466 (2) | 0.0906 (2) | 0.0369 (10) | |
C33 | 0.6662 (2) | 0.3759 (2) | 0.04957 (19) | 0.0328 (10) | |
C34 | 0.6133 (2) | 0.3187 (2) | 0.06630 (19) | 0.0315 (9) | |
C35 | 0.44315 (19) | 0.2381 (2) | 0.06674 (19) | 0.0301 (9) | |
C36 | 0.4293 (2) | 0.2905 (2) | 0.0074 (2) | 0.0332 (9) | |
C37 | 0.3720 (2) | 0.2781 (3) | −0.0464 (2) | 0.0432 (11) | |
C38 | 0.3218 (2) | 0.2141 (3) | −0.0416 (2) | 0.0469 (11) | |
C39 | 0.3308 (2) | 0.1617 (3) | 0.0166 (2) | 0.0426 (11) | |
C40 | 0.3903 (2) | 0.1742 (2) | 0.0679 (2) | 0.0345 (10) | |
C41 | 0.56073 (19) | 0.1677 (2) | 0.15406 (19) | 0.0289 (9) | |
C42 | 0.6087 (2) | 0.1660 (2) | 0.2166 (2) | 0.0336 (10) | |
C43 | 0.6562 (2) | 0.1011 (3) | 0.2382 (2) | 0.0424 (11) | |
C44 | 0.6598 (2) | 0.0336 (3) | 0.1940 (3) | 0.0472 (12) | |
C45 | 0.6171 (2) | 0.0327 (2) | 0.1294 (2) | 0.0404 (11) | |
C46 | 0.5682 (2) | 0.0984 (2) | 0.1108 (2) | 0.0340 (10) | |
C47 | 0.45152 (18) | 0.2706 (2) | 0.20261 (18) | 0.0283 (9) | |
C48 | 0.4374 (2) | 0.2204 (2) | 0.26080 (19) | 0.0331 (9) | |
C49 | 0.3879 (2) | 0.2413 (3) | 0.3115 (2) | 0.0394 (10) | |
C50 | 0.3483 (2) | 0.3139 (3) | 0.3050 (2) | 0.0425 (11) | |
C51 | 0.3584 (2) | 0.3651 (2) | 0.2483 (2) | 0.0378 (10) | |
C52 | 0.40804 (19) | 0.3428 (2) | 0.1991 (2) | 0.0307 (9) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ga1 | 0.0293 (2) | 0.0312 (3) | 0.0247 (2) | −0.0019 (2) | 0.00239 (18) | −0.0010 (2) |
Ga2 | 0.0260 (2) | 0.0330 (3) | 0.0273 (2) | 0.0012 (2) | 0.00360 (18) | −0.0019 (2) |
O | 0.0270 (14) | 0.0395 (15) | 0.0270 (14) | 0.0055 (12) | 0.0055 (11) | −0.0080 (12) |
F1 | 0.0505 (14) | 0.0421 (13) | 0.0323 (13) | −0.0144 (11) | 0.0124 (11) | −0.0104 (10) |
F2 | 0.0672 (17) | 0.0453 (14) | 0.0423 (14) | −0.0277 (12) | 0.0105 (12) | −0.0125 (11) |
F3 | 0.0584 (16) | 0.0601 (16) | 0.0471 (15) | −0.0323 (13) | 0.0139 (12) | −0.0044 (12) |
F4 | 0.0459 (14) | 0.0654 (16) | 0.0380 (14) | −0.0155 (12) | 0.0167 (11) | −0.0052 (12) |
F5 | 0.0442 (13) | 0.0402 (13) | 0.0364 (12) | −0.0062 (11) | 0.0132 (10) | −0.0109 (11) |
F6 | 0.0486 (15) | 0.0436 (14) | 0.0457 (14) | −0.0047 (12) | −0.0045 (11) | 0.0084 (11) |
F7 | 0.0648 (18) | 0.0744 (18) | 0.0546 (17) | 0.0121 (14) | −0.0193 (14) | 0.0054 (14) |
F8 | 0.0415 (15) | 0.099 (2) | 0.0702 (18) | 0.0013 (14) | −0.0150 (13) | −0.0304 (15) |
F9 | 0.0443 (15) | 0.0711 (18) | 0.0743 (18) | −0.0271 (13) | 0.0165 (13) | −0.0351 (14) |
F10 | 0.0459 (15) | 0.0404 (14) | 0.0503 (15) | −0.0131 (11) | 0.0171 (12) | −0.0097 (12) |
F11 | 0.0451 (14) | 0.0502 (15) | 0.0361 (13) | 0.0055 (11) | 0.0004 (11) | −0.0049 (11) |
F12 | 0.0518 (17) | 0.0794 (19) | 0.0635 (18) | 0.0168 (14) | 0.0012 (14) | 0.0248 (15) |
F13 | 0.0521 (16) | 0.0498 (16) | 0.112 (2) | 0.0216 (13) | 0.0314 (15) | 0.0312 (15) |
F14 | 0.0631 (17) | 0.0328 (14) | 0.101 (2) | −0.0001 (12) | 0.0421 (15) | −0.0152 (14) |
F15 | 0.0494 (15) | 0.0415 (14) | 0.0494 (15) | −0.0019 (11) | 0.0134 (12) | −0.0185 (12) |
F16 | 0.0561 (15) | 0.0358 (13) | 0.0493 (15) | 0.0024 (12) | 0.0224 (12) | 0.0064 (11) |
F17 | 0.0664 (17) | 0.0647 (17) | 0.0456 (15) | −0.0141 (13) | 0.0265 (13) | −0.0026 (13) |
F18 | 0.0476 (16) | 0.100 (2) | 0.0538 (16) | 0.0072 (14) | 0.0234 (13) | −0.0288 (14) |
F19 | 0.0448 (15) | 0.0615 (16) | 0.0608 (16) | 0.0245 (13) | −0.0061 (12) | −0.0267 (13) |
F20 | 0.0461 (14) | 0.0371 (13) | 0.0434 (14) | 0.0088 (11) | 0.0020 (11) | −0.0017 (11) |
N1 | 0.0267 (18) | 0.0314 (18) | 0.0261 (18) | −0.0037 (14) | 0.0044 (15) | 0.0019 (15) |
N2 | 0.0274 (17) | 0.0304 (18) | 0.0226 (17) | −0.0057 (15) | 0.0035 (13) | 0.0014 (15) |
N3 | 0.0256 (17) | 0.0244 (18) | 0.0302 (18) | −0.0001 (14) | 0.0019 (14) | −0.0036 (14) |
N4 | 0.0324 (19) | 0.0270 (18) | 0.0261 (18) | 0.0081 (15) | 0.0034 (14) | −0.0010 (15) |
B | 0.030 (3) | 0.025 (3) | 0.030 (2) | −0.003 (2) | 0.006 (2) | −0.003 (2) |
C1 | 0.057 (3) | 0.049 (3) | 0.032 (2) | −0.012 (2) | 0.001 (2) | −0.008 (2) |
C2 | 0.030 (2) | 0.034 (2) | 0.030 (2) | −0.0063 (19) | 0.0040 (19) | 0.0029 (19) |
C3 | 0.042 (3) | 0.054 (3) | 0.038 (3) | −0.007 (2) | 0.011 (2) | 0.009 (2) |
C4 | 0.048 (3) | 0.047 (3) | 0.035 (2) | 0.001 (2) | 0.003 (2) | 0.011 (2) |
C5 | 0.019 (2) | 0.033 (2) | 0.029 (2) | −0.0012 (18) | −0.0066 (17) | −0.0007 (19) |
C6 | 0.034 (2) | 0.033 (2) | 0.041 (3) | −0.0002 (19) | −0.001 (2) | 0.001 (2) |
C7 | 0.045 (3) | 0.034 (3) | 0.047 (3) | 0.004 (2) | −0.010 (2) | −0.010 (2) |
C8 | 0.053 (3) | 0.054 (3) | 0.040 (3) | 0.015 (2) | −0.003 (2) | −0.020 (2) |
C9 | 0.036 (3) | 0.066 (3) | 0.035 (3) | 0.006 (2) | 0.008 (2) | −0.010 (2) |
C10 | 0.035 (2) | 0.047 (3) | 0.034 (2) | −0.002 (2) | 0.006 (2) | −0.002 (2) |
C11 | 0.021 (2) | 0.036 (2) | 0.025 (2) | −0.0011 (18) | −0.0013 (17) | −0.0038 (19) |
C12 | 0.038 (3) | 0.035 (2) | 0.024 (2) | −0.006 (2) | 0.0067 (19) | 0.0023 (18) |
C13 | 0.036 (3) | 0.044 (3) | 0.053 (3) | −0.013 (2) | 0.009 (2) | 0.001 (2) |
C14 | 0.044 (3) | 0.036 (2) | 0.042 (3) | −0.008 (2) | −0.007 (2) | 0.009 (2) |
C15 | 0.034 (2) | 0.052 (3) | 0.051 (3) | 0.000 (2) | 0.010 (2) | −0.003 (2) |
C16 | 0.031 (2) | 0.025 (2) | 0.034 (2) | 0.0020 (18) | 0.0016 (19) | −0.0042 (18) |
C17 | 0.046 (3) | 0.032 (2) | 0.044 (3) | −0.001 (2) | 0.001 (2) | 0.003 (2) |
C18 | 0.044 (3) | 0.035 (2) | 0.049 (3) | −0.002 (2) | 0.000 (2) | −0.014 (2) |
C19 | 0.024 (2) | 0.030 (2) | 0.023 (2) | −0.0041 (18) | −0.0024 (17) | −0.0064 (18) |
C20 | 0.030 (2) | 0.036 (2) | 0.035 (2) | 0.0050 (19) | 0.0033 (19) | −0.0045 (19) |
C21 | 0.035 (2) | 0.058 (3) | 0.038 (3) | 0.004 (2) | 0.012 (2) | −0.015 (2) |
C22 | 0.047 (3) | 0.059 (3) | 0.034 (3) | −0.008 (2) | 0.015 (2) | −0.002 (2) |
C23 | 0.058 (3) | 0.047 (3) | 0.027 (2) | −0.008 (2) | 0.009 (2) | 0.003 (2) |
C24 | 0.045 (3) | 0.038 (3) | 0.031 (2) | 0.004 (2) | 0.006 (2) | 0.001 (2) |
C25 | 0.027 (2) | 0.032 (2) | 0.022 (2) | −0.0016 (18) | −0.0020 (17) | −0.0025 (18) |
C26 | 0.057 (3) | 0.032 (2) | 0.035 (2) | 0.013 (2) | 0.010 (2) | 0.002 (2) |
C27 | 0.058 (3) | 0.039 (3) | 0.047 (3) | 0.008 (2) | 0.018 (2) | −0.010 (2) |
C28 | 0.067 (3) | 0.070 (3) | 0.053 (3) | 0.039 (3) | −0.012 (3) | −0.005 (3) |
C29 | 0.025 (2) | 0.030 (2) | 0.023 (2) | 0.0006 (18) | −0.0011 (17) | −0.0002 (18) |
C30 | 0.032 (2) | 0.038 (2) | 0.021 (2) | −0.0036 (19) | 0.0058 (18) | −0.0006 (19) |
C31 | 0.043 (3) | 0.032 (2) | 0.024 (2) | −0.014 (2) | 0.000 (2) | −0.0058 (19) |
C32 | 0.035 (3) | 0.041 (3) | 0.034 (2) | −0.019 (2) | 0.002 (2) | 0.005 (2) |
C33 | 0.031 (2) | 0.046 (3) | 0.022 (2) | −0.006 (2) | 0.0066 (18) | 0.000 (2) |
C34 | 0.032 (2) | 0.033 (2) | 0.029 (2) | −0.0033 (19) | −0.0004 (19) | −0.0059 (19) |
C35 | 0.028 (2) | 0.028 (2) | 0.035 (2) | 0.0003 (18) | 0.0111 (18) | −0.0085 (19) |
C36 | 0.028 (2) | 0.033 (2) | 0.039 (2) | −0.003 (2) | 0.0050 (19) | −0.009 (2) |
C37 | 0.038 (3) | 0.049 (3) | 0.042 (3) | 0.012 (2) | 0.000 (2) | −0.005 (2) |
C38 | 0.024 (2) | 0.065 (3) | 0.050 (3) | 0.005 (2) | −0.005 (2) | −0.028 (3) |
C39 | 0.033 (3) | 0.045 (3) | 0.052 (3) | −0.009 (2) | 0.015 (2) | −0.026 (2) |
C40 | 0.033 (2) | 0.035 (2) | 0.037 (3) | 0.000 (2) | 0.010 (2) | −0.009 (2) |
C41 | 0.029 (2) | 0.028 (2) | 0.031 (2) | −0.0016 (18) | 0.0128 (19) | −0.0008 (19) |
C42 | 0.036 (3) | 0.030 (2) | 0.036 (3) | 0.000 (2) | 0.012 (2) | 0.000 (2) |
C43 | 0.034 (3) | 0.053 (3) | 0.041 (3) | 0.002 (2) | 0.009 (2) | 0.016 (2) |
C44 | 0.033 (3) | 0.035 (3) | 0.077 (4) | 0.009 (2) | 0.026 (3) | 0.019 (3) |
C45 | 0.039 (3) | 0.023 (2) | 0.064 (3) | −0.002 (2) | 0.029 (2) | −0.003 (2) |
C46 | 0.035 (3) | 0.032 (2) | 0.037 (3) | −0.004 (2) | 0.016 (2) | −0.003 (2) |
C47 | 0.025 (2) | 0.028 (2) | 0.032 (2) | −0.0005 (18) | 0.0042 (18) | −0.0053 (18) |
C48 | 0.033 (2) | 0.028 (2) | 0.040 (2) | −0.0008 (19) | 0.0102 (19) | −0.005 (2) |
C49 | 0.041 (3) | 0.046 (3) | 0.033 (2) | −0.015 (2) | 0.013 (2) | −0.007 (2) |
C50 | 0.026 (2) | 0.061 (3) | 0.042 (3) | 0.001 (2) | 0.011 (2) | −0.024 (2) |
C51 | 0.030 (3) | 0.039 (3) | 0.043 (3) | 0.007 (2) | −0.003 (2) | −0.017 (2) |
C52 | 0.027 (2) | 0.032 (2) | 0.033 (2) | −0.0032 (19) | 0.0001 (19) | −0.0055 (19) |
Ga1—N1 | 1.916 (3) | C5—C11 | 1.486 (4) |
Ga1—N2 | 1.917 (3) | C6—C7 | 1.384 (5) |
Ga1—O | 1.935 (2) | C7—C8 | 1.375 (5) |
Ga1—C1 | 1.943 (3) | C8—C9 | 1.374 (5) |
Ga2—N3 | 1.909 (3) | C9—C10 | 1.383 (5) |
Ga2—N4 | 1.922 (3) | C10—C11 | 1.408 (4) |
Ga2—C15 | 1.940 (3) | C12—C14 | 1.518 (4) |
Ga2—O | 1.947 (2) | C12—C13 | 1.521 (4) |
F1—C30 | 1.363 (3) | C16—C17 | 1.511 (4) |
F2—C31 | 1.348 (4) | C16—C18 | 1.529 (4) |
F3—C32 | 1.349 (4) | C19—C20 | 1.401 (4) |
F4—C33 | 1.353 (4) | C19—C25 | 1.483 (4) |
F5—C34 | 1.361 (4) | C20—C21 | 1.395 (4) |
F6—C36 | 1.353 (4) | C21—C22 | 1.377 (5) |
F7—C37 | 1.357 (4) | C22—C23 | 1.358 (5) |
F8—C38 | 1.348 (4) | C23—C24 | 1.378 (4) |
F9—C39 | 1.354 (4) | C24—C25 | 1.412 (4) |
F10—C40 | 1.359 (4) | C26—C27 | 1.510 (4) |
F11—C42 | 1.356 (4) | C26—C28 | 1.516 (5) |
F12—C43 | 1.348 (4) | C29—C30 | 1.386 (4) |
F13—C44 | 1.351 (4) | C29—C34 | 1.394 (4) |
F14—C45 | 1.346 (4) | C30—C31 | 1.376 (4) |
F15—C46 | 1.349 (4) | C31—C32 | 1.370 (4) |
F16—C48 | 1.359 (4) | C32—C33 | 1.369 (4) |
F17—C49 | 1.355 (4) | C33—C34 | 1.365 (4) |
F18—C50 | 1.352 (4) | C35—C40 | 1.387 (4) |
F19—C51 | 1.353 (4) | C35—C36 | 1.390 (5) |
F20—C52 | 1.360 (4) | C36—C37 | 1.376 (5) |
N1—C5 | 1.343 (4) | C37—C38 | 1.364 (5) |
N1—C2 | 1.485 (4) | C38—C39 | 1.366 (5) |
N2—C11 | 1.341 (4) | C39—C40 | 1.373 (5) |
N2—C12 | 1.478 (4) | C41—C42 | 1.380 (4) |
N3—C19 | 1.352 (4) | C41—C46 | 1.383 (4) |
N3—C16 | 1.475 (4) | C42—C43 | 1.375 (5) |
N4—C25 | 1.341 (4) | C43—C44 | 1.361 (5) |
N4—C26 | 1.472 (4) | C44—C45 | 1.363 (5) |
B—C29 | 1.648 (5) | C45—C46 | 1.387 (5) |
B—C41 | 1.651 (5) | C47—C48 | 1.386 (4) |
B—C35 | 1.655 (5) | C47—C52 | 1.387 (4) |
B—C47 | 1.660 (5) | C48—C49 | 1.382 (4) |
C2—C3 | 1.517 (4) | C49—C50 | 1.357 (5) |
C2—C4 | 1.521 (4) | C50—C51 | 1.359 (5) |
C5—C6 | 1.409 (4) | C51—C52 | 1.368 (5) |
N1—Ga1—N2 | 84.25 (12) | F1—C30—C29 | 120.7 (3) |
N1—Ga1—O | 104.12 (10) | C31—C30—C29 | 124.7 (3) |
N2—Ga1—O | 106.83 (10) | F2—C31—C32 | 119.8 (3) |
N1—Ga1—C1 | 127.12 (13) | F2—C31—C30 | 120.4 (3) |
N2—Ga1—C1 | 123.91 (14) | C32—C31—C30 | 119.8 (3) |
O—Ga1—C1 | 107.39 (13) | F3—C32—C33 | 120.4 (3) |
N3—Ga2—N4 | 84.44 (11) | F3—C32—C31 | 121.1 (3) |
N3—Ga2—C15 | 128.85 (13) | C33—C32—C31 | 118.5 (3) |
N4—Ga2—C15 | 124.42 (14) | F4—C33—C34 | 120.9 (3) |
N3—Ga2—O | 106.14 (10) | F4—C33—C32 | 119.4 (3) |
N4—Ga2—O | 103.86 (10) | C34—C33—C32 | 119.7 (3) |
C15—Ga2—O | 105.73 (12) | F5—C34—C33 | 116.3 (3) |
Ga1—O—Ga2 | 140.87 (11) | F5—C34—C29 | 118.5 (3) |
C5—N1—C2 | 121.8 (3) | C33—C34—C29 | 125.2 (3) |
C5—N1—Ga1 | 113.9 (2) | C40—C35—C36 | 112.5 (3) |
C2—N1—Ga1 | 124.3 (2) | C40—C35—B | 119.4 (3) |
C11—N2—C12 | 121.9 (3) | C36—C35—B | 127.7 (3) |
C11—N2—Ga1 | 114.1 (2) | F6—C36—C37 | 114.9 (4) |
C12—N2—Ga1 | 123.0 (2) | F6—C36—C35 | 121.2 (3) |
C19—N3—C16 | 120.5 (3) | C37—C36—C35 | 123.9 (4) |
C19—N3—Ga2 | 113.2 (2) | F7—C37—C38 | 119.6 (4) |
C16—N3—Ga2 | 126.2 (2) | F7—C37—C36 | 120.0 (4) |
C25—N4—C26 | 122.5 (3) | C38—C37—C36 | 120.4 (4) |
C25—N4—Ga2 | 113.5 (2) | F8—C38—C37 | 121.0 (4) |
C26—N4—Ga2 | 123.9 (2) | F8—C38—C39 | 120.3 (4) |
C29—B—C41 | 103.3 (3) | C37—C38—C39 | 118.6 (4) |
C29—B—C35 | 112.7 (3) | F9—C39—C38 | 120.0 (4) |
C41—B—C35 | 113.7 (3) | F9—C39—C40 | 120.6 (4) |
C29—B—C47 | 113.8 (3) | C38—C39—C40 | 119.3 (4) |
C41—B—C47 | 112.3 (3) | F10—C40—C39 | 116.1 (4) |
C35—B—C47 | 101.5 (3) | F10—C40—C35 | 118.8 (3) |
N1—C2—C3 | 108.9 (3) | C39—C40—C35 | 125.2 (4) |
N1—C2—C4 | 110.5 (3) | C42—C41—C46 | 112.9 (3) |
C3—C2—C4 | 111.1 (3) | C42—C41—B | 119.1 (3) |
N1—C5—C6 | 122.3 (3) | C46—C41—B | 127.8 (3) |
N1—C5—C11 | 113.8 (3) | F11—C42—C43 | 115.6 (4) |
C6—C5—C11 | 123.8 (3) | F11—C42—C41 | 119.0 (3) |
C7—C6—C5 | 132.5 (4) | C43—C42—C41 | 125.4 (4) |
C8—C7—C6 | 130.3 (4) | F12—C43—C44 | 120.4 (4) |
C9—C8—C7 | 125.5 (4) | F12—C43—C42 | 120.7 (4) |
C8—C9—C10 | 130.1 (4) | C44—C43—C42 | 118.9 (4) |
C9—C10—C11 | 132.4 (4) | F13—C44—C43 | 120.8 (4) |
N2—C11—C10 | 122.1 (3) | F13—C44—C45 | 120.0 (4) |
N2—C11—C5 | 113.7 (3) | C43—C44—C45 | 119.2 (4) |
C10—C11—C5 | 124.1 (3) | F14—C45—C44 | 120.2 (4) |
N2—C12—C14 | 110.2 (3) | F14—C45—C46 | 119.9 (4) |
N2—C12—C13 | 109.5 (3) | C44—C45—C46 | 119.9 (4) |
C14—C12—C13 | 111.3 (3) | F15—C46—C41 | 121.4 (3) |
N3—C16—C17 | 110.1 (3) | F15—C46—C45 | 115.1 (4) |
N3—C16—C18 | 110.3 (3) | C41—C46—C45 | 123.6 (4) |
C17—C16—C18 | 110.3 (3) | C48—C47—C52 | 112.5 (3) |
N3—C19—C20 | 122.4 (3) | C48—C47—B | 128.2 (3) |
N3—C19—C25 | 113.6 (3) | C52—C47—B | 119.1 (3) |
C20—C19—C25 | 123.9 (3) | F16—C48—C49 | 114.7 (3) |
C21—C20—C19 | 132.6 (4) | F16—C48—C47 | 121.4 (3) |
C22—C21—C20 | 129.6 (4) | C49—C48—C47 | 123.9 (4) |
C23—C22—C21 | 125.8 (4) | F17—C49—C50 | 119.9 (4) |
C22—C23—C24 | 130.7 (4) | F17—C49—C48 | 120.1 (4) |
C23—C24—C25 | 132.0 (4) | C50—C49—C48 | 120.0 (4) |
N4—C25—C24 | 122.0 (3) | F18—C50—C49 | 120.3 (4) |
N4—C25—C19 | 114.0 (3) | F18—C50—C51 | 120.8 (4) |
C24—C25—C19 | 123.9 (3) | C49—C50—C51 | 119.0 (4) |
N4—C26—C27 | 110.0 (3) | F19—C51—C50 | 119.6 (4) |
N4—C26—C28 | 109.5 (3) | F19—C51—C52 | 120.7 (4) |
C27—C26—C28 | 112.0 (3) | C50—C51—C52 | 119.6 (4) |
C30—C29—C34 | 112.0 (3) | F20—C52—C51 | 116.1 (3) |
C30—C29—B | 128.7 (3) | F20—C52—C47 | 119.0 (3) |
C34—C29—B | 119.3 (3) | C51—C52—C47 | 124.9 (4) |
F1—C30—C31 | 114.6 (3) | ||
N1—Ga1—O—Ga2 | 57.8 (2) | C30—C31—C32—C33 | −0.3 (6) |
N2—Ga1—O—Ga2 | −30.4 (2) | F3—C32—C33—F4 | 1.8 (5) |
C1—Ga1—O—Ga2 | −165.26 (19) | C31—C32—C33—F4 | −177.0 (3) |
N3—Ga2—O—Ga1 | −4.6 (2) | F3—C32—C33—C34 | −179.2 (3) |
N4—Ga2—O—Ga1 | 83.5 (2) | C31—C32—C33—C34 | 1.9 (6) |
C15—Ga2—O—Ga1 | −144.10 (19) | F4—C33—C34—F5 | −2.3 (5) |
N2—Ga1—N1—C5 | 3.6 (2) | C32—C33—C34—F5 | 178.7 (3) |
O—Ga1—N1—C5 | −102.3 (2) | F4—C33—C34—C29 | 178.3 (3) |
C1—Ga1—N1—C5 | 132.5 (2) | C32—C33—C34—C29 | −0.6 (6) |
N2—Ga1—N1—C2 | −174.7 (3) | C30—C29—C34—F5 | 178.6 (3) |
O—Ga1—N1—C2 | 79.3 (3) | B—C29—C34—F5 | 0.6 (5) |
C1—Ga1—N1—C2 | −45.9 (3) | C30—C29—C34—C33 | −2.1 (5) |
N1—Ga1—N2—C11 | −0.3 (2) | B—C29—C34—C33 | 179.9 (3) |
O—Ga1—N2—C11 | 102.7 (2) | C29—B—C35—C40 | 176.3 (3) |
C1—Ga1—N2—C11 | −131.9 (2) | C41—B—C35—C40 | 59.3 (4) |
N1—Ga1—N2—C12 | 168.6 (3) | C47—B—C35—C40 | −61.6 (4) |
O—Ga1—N2—C12 | −88.3 (2) | C29—B—C35—C36 | −11.7 (5) |
C1—Ga1—N2—C12 | 37.1 (3) | C41—B—C35—C36 | −128.7 (4) |
N4—Ga2—N3—C19 | −10.2 (2) | C47—B—C35—C36 | 110.4 (4) |
C15—Ga2—N3—C19 | −140.8 (2) | C40—C35—C36—F6 | 178.2 (3) |
O—Ga2—N3—C19 | 92.6 (2) | B—C35—C36—F6 | 5.7 (5) |
N4—Ga2—N3—C16 | 167.6 (3) | C40—C35—C36—C37 | −3.2 (5) |
C15—Ga2—N3—C16 | 37.0 (3) | B—C35—C36—C37 | −175.6 (3) |
O—Ga2—N3—C16 | −89.6 (3) | F6—C36—C37—F7 | 2.5 (5) |
N3—Ga2—N4—C25 | 6.2 (2) | C35—C36—C37—F7 | −176.3 (3) |
C15—Ga2—N4—C25 | 140.4 (2) | F6—C36—C37—C38 | −177.6 (3) |
O—Ga2—N4—C25 | −99.1 (2) | C35—C36—C37—C38 | 3.7 (6) |
N3—Ga2—N4—C26 | −170.2 (3) | F7—C37—C38—F8 | −0.2 (6) |
C15—Ga2—N4—C26 | −36.0 (3) | C36—C37—C38—F8 | 179.9 (3) |
O—Ga2—N4—C26 | 84.5 (3) | F7—C37—C38—C39 | 178.5 (3) |
C5—N1—C2—C3 | 163.1 (3) | C36—C37—C38—C39 | −1.4 (6) |
Ga1—N1—C2—C3 | −18.6 (4) | F8—C38—C39—F9 | −1.7 (6) |
C5—N1—C2—C4 | −74.6 (4) | C37—C38—C39—F9 | 179.6 (3) |
Ga1—N1—C2—C4 | 103.7 (3) | F8—C38—C39—C40 | 177.9 (3) |
C2—N1—C5—C6 | −9.6 (5) | C37—C38—C39—C40 | −0.8 (6) |
Ga1—N1—C5—C6 | 172.0 (2) | F9—C39—C40—F10 | 1.2 (5) |
C2—N1—C5—C11 | 172.5 (3) | C38—C39—C40—F10 | −178.4 (3) |
Ga1—N1—C5—C11 | −6.0 (4) | F9—C39—C40—C35 | −179.2 (3) |
N1—C5—C6—C7 | −178.1 (4) | C38—C39—C40—C35 | 1.2 (6) |
C11—C5—C6—C7 | −0.4 (6) | C36—C35—C40—F10 | −179.7 (3) |
C5—C6—C7—C8 | −6.9 (7) | B—C35—C40—F10 | −6.5 (5) |
C6—C7—C8—C9 | 0.8 (7) | C36—C35—C40—C39 | 0.8 (5) |
C7—C8—C9—C10 | 5.8 (7) | B—C35—C40—C39 | 173.9 (3) |
C8—C9—C10—C11 | 0.7 (7) | C29—B—C41—C42 | 66.3 (4) |
C12—N2—C11—C10 | 4.6 (5) | C35—B—C41—C42 | −171.3 (3) |
Ga1—N2—C11—C10 | 173.7 (3) | C47—B—C41—C42 | −56.7 (4) |
C12—N2—C11—C5 | −171.8 (3) | C29—B—C41—C46 | −109.8 (4) |
Ga1—N2—C11—C5 | −2.7 (3) | C35—B—C41—C46 | 12.6 (5) |
C9—C10—C11—N2 | 171.9 (4) | C47—B—C41—C46 | 127.2 (4) |
C9—C10—C11—C5 | −12.0 (6) | C46—C41—C42—F11 | 177.0 (3) |
N1—C5—C11—N2 | 5.7 (4) | B—C41—C42—F11 | 0.4 (5) |
C6—C5—C11—N2 | −172.2 (3) | C46—C41—C42—C43 | −4.0 (5) |
N1—C5—C11—C10 | −170.6 (3) | B—C41—C42—C43 | 179.4 (3) |
C6—C5—C11—C10 | 11.5 (5) | F11—C42—C43—F12 | 1.5 (5) |
C11—N2—C12—C14 | −156.4 (3) | C41—C42—C43—F12 | −177.5 (3) |
Ga1—N2—C12—C14 | 35.5 (4) | F11—C42—C43—C44 | −178.2 (3) |
C11—N2—C12—C13 | 80.8 (4) | C41—C42—C43—C44 | 2.8 (6) |
Ga1—N2—C12—C13 | −87.4 (3) | F12—C43—C44—F13 | 0.9 (6) |
C19—N3—C16—C17 | −169.8 (3) | C42—C43—C44—F13 | −179.4 (3) |
Ga2—N3—C16—C17 | 12.5 (4) | F12—C43—C44—C45 | −178.8 (3) |
C19—N3—C16—C18 | 68.2 (4) | C42—C43—C44—C45 | 0.9 (6) |
Ga2—N3—C16—C18 | −109.5 (3) | F13—C44—C45—F14 | −3.4 (6) |
C16—N3—C19—C20 | 15.9 (5) | C43—C44—C45—F14 | 176.4 (3) |
Ga2—N3—C19—C20 | −166.1 (2) | F13—C44—C45—C46 | 177.4 (3) |
C16—N3—C19—C25 | −165.9 (3) | C43—C44—C45—C46 | −2.9 (6) |
Ga2—N3—C19—C25 | 12.0 (3) | C42—C41—C46—F15 | −178.0 (3) |
N3—C19—C20—C21 | 179.7 (4) | B—C41—C46—F15 | −1.7 (5) |
C25—C19—C20—C21 | 1.7 (6) | C42—C41—C46—C45 | 1.8 (5) |
C19—C20—C21—C22 | 5.4 (7) | B—C41—C46—C45 | 178.1 (3) |
C20—C21—C22—C23 | 0.6 (7) | F14—C45—C46—F15 | 2.1 (5) |
C21—C22—C23—C24 | −6.4 (7) | C44—C45—C46—F15 | −178.7 (3) |
C22—C23—C24—C25 | −1.5 (7) | F14—C45—C46—C41 | −177.8 (3) |
C26—N4—C25—C24 | −0.8 (5) | C44—C45—C46—C41 | 1.5 (6) |
Ga2—N4—C25—C24 | −177.2 (3) | C29—B—C47—C48 | −128.7 (4) |
C26—N4—C25—C19 | 175.2 (3) | C41—B—C47—C48 | −11.8 (5) |
Ga2—N4—C25—C19 | −1.2 (4) | C35—B—C47—C48 | 110.0 (4) |
C23—C24—C25—N4 | −170.6 (4) | C29—B—C47—C52 | 57.0 (4) |
C23—C24—C25—C19 | 13.9 (6) | C41—B—C47—C52 | 173.9 (3) |
N3—C19—C25—N4 | −7.1 (4) | C35—B—C47—C52 | −64.3 (4) |
C20—C19—C25—N4 | 171.0 (3) | C52—C47—C48—F16 | 177.1 (3) |
N3—C19—C25—C24 | 168.8 (3) | B—C47—C48—F16 | 2.4 (6) |
C20—C19—C25—C24 | −13.1 (5) | C52—C47—C48—C49 | −2.5 (5) |
C25—N4—C26—C27 | 146.6 (3) | B—C47—C48—C49 | −177.1 (3) |
Ga2—N4—C26—C27 | −37.4 (4) | F16—C48—C49—F17 | 2.4 (5) |
C25—N4—C26—C28 | −89.9 (4) | C47—C48—C49—F17 | −178.0 (3) |
Ga2—N4—C26—C28 | 86.1 (3) | F16—C48—C49—C50 | −178.0 (3) |
C41—B—C29—C30 | −114.7 (4) | C47—C48—C49—C50 | 1.6 (6) |
C35—B—C29—C30 | 122.3 (4) | F17—C49—C50—F18 | −0.4 (5) |
C47—B—C29—C30 | 7.4 (5) | C48—C49—C50—F18 | −179.9 (3) |
C41—B—C29—C34 | 63.0 (4) | F17—C49—C50—C51 | 179.4 (3) |
C35—B—C29—C34 | −60.1 (4) | C48—C49—C50—C51 | −0.2 (6) |
C47—B—C29—C34 | −175.0 (3) | F18—C50—C51—F19 | 0.5 (5) |
C34—C29—C30—F1 | −176.1 (3) | C49—C50—C51—F19 | −179.3 (3) |
B—C29—C30—F1 | 1.7 (5) | F18—C50—C51—C52 | 179.7 (3) |
C34—C29—C30—C31 | 3.7 (5) | C49—C50—C51—C52 | −0.1 (6) |
B—C29—C30—C31 | −178.5 (3) | F19—C51—C52—F20 | −1.7 (5) |
F1—C30—C31—F2 | −2.5 (5) | C50—C51—C52—F20 | 179.1 (3) |
C29—C30—C31—F2 | 177.7 (3) | F19—C51—C52—C47 | 178.1 (3) |
F1—C30—C31—C32 | 177.1 (3) | C50—C51—C52—C47 | −1.2 (6) |
C29—C30—C31—C32 | −2.7 (6) | C48—C47—C52—F20 | −177.9 (3) |
F2—C31—C32—F3 | 0.4 (5) | B—C47—C52—F20 | −2.7 (5) |
C30—C31—C32—F3 | −179.2 (3) | C48—C47—C52—C51 | 2.3 (5) |
F2—C31—C32—C33 | 179.3 (3) | B—C47—C52—C51 | 177.5 (3) |
Experimental details
Crystal data | |
Chemical formula | [Ga2(C14H22N2)2(OH)]B(C6F5)4 |
Mr | 1272.17 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 173 |
a, b, c (Å) | 17.7211 (8), 16.0050 (7), 18.5655 (9) |
β (°) | 94.904 (1) |
V (Å3) | 5246.4 (4) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 1.14 |
Crystal size (mm) | 0.35 × 0.32 × 0.30 |
Data collection | |
Diffractometer | Bruker SMART CCD-1000 diffractometer |
Absorption correction | Empirical (SADABS; Blessing, 1995) |
Tmin, Tmax | 0.691, 0.726 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 47660, 10732, 6612 |
Rint | 0.064 |
(sin θ/λ)max (Å−1) | 0.625 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.038, 0.054, 1.00 |
No. of reflections | 10732 |
No. of parameters | 732 |
No. of restraints | 1 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.50, −0.39 |
Computer programs: SMART (Siemens, 1996), SMART, SHELXTL (Sheldrick, 1997a), SHELXS97 (Sheldrick, 1997b), SHELXL97 (Sheldrick, 1997b), SHELXTL.
Ga1—N1 | 1.916 (3) | Ga2—N3 | 1.909 (3) |
Ga1—N2 | 1.917 (3) | Ga2—N4 | 1.922 (3) |
Ga1—O | 1.935 (2) | Ga2—C15 | 1.940 (3) |
Ga1—C1 | 1.943 (3) | Ga2—O | 1.947 (2) |
N1—Ga1—N2 | 84.25 (12) | N3—Ga2—C15 | 128.85 (13) |
N1—Ga1—O | 104.12 (10) | N4—Ga2—C15 | 124.42 (14) |
N2—Ga1—O | 106.83 (10) | N3—Ga2—O | 106.14 (10) |
N1—Ga1—C1 | 127.12 (13) | N4—Ga2—O | 103.86 (10) |
N2—Ga1—C1 | 123.91 (14) | C15—Ga2—O | 105.73 (12) |
O—Ga1—C1 | 107.39 (13) | Ga1—O—Ga2 | 140.87 (11) |
N3—Ga2—N4 | 84.44 (11) | ||
N2—Ga1—N1—C5 | 3.6 (2) | N1—C5—C11—N2 | 5.7 (4) |
N1—Ga1—N2—C12 | 168.6 (3) | C6—C5—C11—C10 | 11.5 (5) |
N4—Ga2—N3—C19 | −10.2 (2) | Ga2—N3—C19—C20 | −166.1 (2) |
N3—Ga2—N4—C25 | 6.2 (2) | Ga2—N3—C19—C25 | 12.0 (3) |
Ga1—N1—C5—C11 | −6.0 (4) | C19—C20—C21—C22 | 5.4 (7) |
C5—C6—C7—C8 | −6.9 (7) | C21—C22—C23—C24 | −6.4 (7) |
C7—C8—C9—C10 | 5.8 (7) | C23—C24—C25—C19 | 13.9 (6) |
C9—C10—C11—N2 | 171.9 (4) | C20—C19—C25—C24 | −13.1 (5) |
C9—C10—C11—C5 | −12.0 (6) |
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In recent reports we have described the synthesis, structures and reactivity of several classes of cationic group 13 alkyl complexes, some of which polymerize ethylene (Coles & Jordan, 1997; Ihara et al., 1998; Radzewich et al., 1998; Radzewich et al., 1999; Korolev et al., 1999; Dagorne et al., 2000). During these studies we found that the cationic Ga methyl complex [{iPr2—ATI}Ga(Me)(NMe2Ph)][B(C6F5)4] (ATA is aminotroponimine) is hydrolyzed to the cationic dinuclear Ga hydroxo complex [({iPr2—ATI}GaMe)2(µ-OH)][B(C6F5)4], (II), the molecular structure of which is presented here. \sch
Compound (II) crystallizes as discrete ({iPr2—ATI}GaMe)2(µ-OH)+ cations and B(C6F5)4- anions with no close cation-anion contacts. The B(C6F5)4- anion has a slightly distorted tetrahedral structure. The C29—B—C41 [103.3 (3)°] and C35—B—C47 [101.5 (3)°] bond angles are smaller than the ideal tetrahedral angle (109.47°), which is compensated for by opening of the other C—B—C angles [113.1 (3)° average]. The C6F5 rings are normal. The cation of (II) contains two {iPr2—ATI}GaMe units which are linked through the Ga centers by a hydroxo bridge (Figure 1). The Ga1—O [1.935 (2) Å] and Ga2—O [1.947 (2) Å] bond distances and the Ga—O—Ga bond angle [140.87 (11)°] are very similar to those in {(tBu)2Ga(µ-OH)}3 [Ga—O 1.957 (5) Å average; Ga- O—Ga 143.0 (2)° average], which contains three hydroxo bridges (Atwood et al., 1993). The two {iPr2—ATI}GaMe units of (II) exhibit very similar structures. Both Ga centers adopt a distorted tetrahedral geometry. The N1—Ga1—N2 [84.25 (12)°] and N3—Ga2—N4 [84.44 (11)°] bond angles are comparable to those in {iPr2—ATI}AlMe2 [83.3 (2)°] and {Me2—ATI}2GaI [80.5 (2)° average] (Dias & Jin, 1995, 1996). The small N—Ga—N bond angles in (II) are compensated for by the opening of the N—Ga—C angles [126 (3)° average]. The N—Ga—O bond angles [105 (2)° average] and C—Ga—O bond angles [107 (1)° average] are similar. The Ga—N bond distances in (II) [1.916 (2) Å average] are shorter than those in {Me2—ATI}2GaI [1.97 (2) Å average; Dias & Jin, 1996] which is expected due to the higher charge and lower coordination number of (II). The aminotroponiminate C—N bond distances of (II) fall in the range 1.341 (4)–1.352 (4) Å, and thus are intermediate between the normal Csp2-N single bond (1.47 Å) and C═N double bond (1.29 Å) distances, which is consistent with significant delocalization of the π-electrons within the ATI unit. However, the five-membered N—C—C—N—Ga rings are slightly twisted as is manifested by the key torsion angles Ga1—N1—C5—C11 [6.0 (4)°] and Ga2—N3—C19—C25 [12.0 (3)°]. Additionally, the seven-membered rings of the ATI ligands are also slightly twisted [torsion angles: C9—C10—C11—C5 12.0 (6) and C23—C24—C25—C19 13.1 (5)°]. The Ga—C bond distances in (II) [1.941 (3) Å average] are comparable to those in {tBuC(NiPr)2}GaMe2.{tBuC(NiPr)2}GaMe+ [1.950 (3) Å average; Dagorne et al., 2000] and are slightly shorter than those in [Me2Ga(NH2tBu)2]Br [1.98 (2) Å average; Atwood et al., 1992].