metal-organic compounds
Bis[(2-pyridylmethyl)(triisopropylsilyl)amido]zinc(II)–toluene–tetrahydrofuran (4/2/1)
aInstitute of Inorganic and Analytical Chemistry, Friedrich-Schiller-Universität Jena, August-Bebel-Strasse 2, D-07743 Jena, Germany
*Correspondence e-mail: m.we@uni-jena.de
The transamination reaction of (2-pyridylmethyl)(triisopropylsilyl)amine with bis{bis(trimethylsilyl)amido}zinc(II) yields the colorless title solvate, [Zn(C15H27N2Si)2]·0.5C7H8·0.25C4H8O. The title compound was crystallized from toluene and tetrahydrofuran. There are two independent molecules in the In each molecule, the Zn atom is tetrahedrally coordinated by four N atoms. The two molecules differ in the orientation of the isopropyl groups. The molecules show large N—Zn—N angles [143.0 (2) and 145.7 (2)° between the amide groups].
Related literature
For related literature, see: Koch et al. (2007), Westerhausen et al. (2001, 2002).
Experimental
Crystal data
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Data collection: COLLECT (Nonius, 1998); cell DENZO (Otwinowski & Minor, 1997); data reduction: DENZO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL/PC (Sheldrick, 2008); software used to prepare material for publication: SHELXL97.
Supporting information
10.1107/S160053680800888X/fj2104sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: 10.1107/S160053680800888X/fj2104Isup2.hkl
All manipulations were carried out in an atmosphere of argon using standard Schlenk techniques. Toluene, THF and pentane were dried (Na/benzophenone) and distilled prior to use. 2-Pyridylmethylamine and butyllithium were purchased form Aldrich. Triisopropylchlorosilane was purchased from Merck.1H-NMR and 13C-NMR spectra were recorded at C6D6 solution at ambient temperature on a Bruker AC 400 MHz s pectrometer and were referenced to deuterated benzene as an internal standard.
Zinc bis[(2-pyridylmethyl)(triisopropylsilyl)amide] was prepared according to a literature procedure (Koch et al.2007) and recrystallized from pentane, toluene and thf.
Spectroscopic data:
1H NMR (200 MHz, [D6]benzene) δ = 8.29 (d, 3J(H1,H2) = 6.0, 1H, Pyr1); 6.79–7.12 (m, 1H, Pyr3); 6.78 (d, 3J(H4,H3) = 7.8, 1H, Pyr4); 6.44–6.49 (m, 1H, Pyr2); 4.52 (s, 2H, CH2); 1.30 (s, 18H, SiCHMe2); 1.27 (s, 3H, SiCHMe2).
13C NMR (50 MHz, [D6]benzene) δ = 165.28 (Pyr5); 144.94 (Pyr1); 137.70 (Pyr3); 122.47 (Pyr2); 122.10 (Pyr4); 53.17 (2J, CH2); 19.59 (SiCHMe2); 14.00 (SiCHMe2).
IR (cm-1): 3376, 2925, 2854, 1592, 1571, 1463, 1377, 1251.
All hydrogen atoms were set to idealized positions and were refined with isotropic thermal parameters 1.2 times that of the attached atom (1.5 for methyl groups). The methyl groups of both molecules were allowed to rotate but not to tip. The thf molecule was modeled with a 50% occupancy.
Data collection: COLLECT (Nonius, 1998); cell
DENZO (Otwinowski & Minor, 1997); data reduction: DENZO (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL/PC (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).[Zn(C15H27N2Si)2]·0.5(C7H8)·0.25(C4H8O) | F(000) = 1420 |
Mr = 656.44 | Dx = 1.113 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2yb | Cell parameters from 26798 reflections |
a = 13.2410 (3) Å | θ = 2.3–27.5° |
b = 17.6223 (4) Å | µ = 0.72 mm−1 |
c = 16.7978 (5) Å | T = 183 K |
β = 91.018 (2)° | Prism, colourless |
V = 3918.93 (17) Å3 | 0.04 × 0.04 × 0.03 mm |
Z = 4 |
Nonius KappaCCD diffractometer | 11581 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.051 |
Graphite monochromator | θmax = 27.5°, θmin = 2.3° |
ϕ and ω scans | h = −16→17 |
26798 measured reflections | k = −22→21 |
16235 independent reflections | l = −21→21 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.061 | H-atom parameters constrained |
wR(F2) = 0.173 | w = 1/[σ2(Fo2) + (0.0995P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.01 | (Δ/σ)max = 0.001 |
16235 reflections | Δρmax = 1.04 e Å−3 |
754 parameters | Δρmin = −0.38 e Å−3 |
1 restraint | Absolute structure: Flack (1983), 7003 Friedel Pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.026 (12) |
[Zn(C15H27N2Si)2]·0.5(C7H8)·0.25(C4H8O) | V = 3918.93 (17) Å3 |
Mr = 656.44 | Z = 4 |
Monoclinic, P21 | Mo Kα radiation |
a = 13.2410 (3) Å | µ = 0.72 mm−1 |
b = 17.6223 (4) Å | T = 183 K |
c = 16.7978 (5) Å | 0.04 × 0.04 × 0.03 mm |
β = 91.018 (2)° |
Nonius KappaCCD diffractometer | 11581 reflections with I > 2σ(I) |
26798 measured reflections | Rint = 0.051 |
16235 independent reflections |
R[F2 > 2σ(F2)] = 0.061 | H-atom parameters constrained |
wR(F2) = 0.173 | Δρmax = 1.04 e Å−3 |
S = 1.01 | Δρmin = −0.38 e Å−3 |
16235 reflections | Absolute structure: Flack (1983), 7003 Friedel Pairs |
754 parameters | Absolute structure parameter: −0.026 (12) |
1 restraint |
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 | Occ. (<1) | |
Zn1A | 0.33924 (4) | 1.03552 (3) | 0.86223 (3) | 0.02695 (15) | |
Si1A | 0.36403 (13) | 1.01974 (8) | 1.05506 (9) | 0.0336 (3) | |
Si2A | 0.39898 (11) | 1.19976 (8) | 0.78840 (9) | 0.0291 (3) | |
N1A | 0.4218 (3) | 0.9452 (2) | 0.8080 (3) | 0.0288 (10) | |
N2A | 0.3895 (3) | 0.9918 (2) | 0.9601 (3) | 0.0303 (10) | |
N3A | 0.1902 (3) | 1.0067 (2) | 0.8238 (3) | 0.0283 (9) | |
N4A | 0.3154 (3) | 1.1277 (2) | 0.8040 (3) | 0.0295 (10) | |
C1A | 0.4342 (4) | 0.9266 (3) | 0.7307 (3) | 0.0361 (13) | |
H1AA | 0.4037 | 0.9576 | 0.6908 | 0.043* | |
C2A | 0.4888 (4) | 0.8654 (3) | 0.7081 (4) | 0.0386 (14) | |
H2AA | 0.4946 | 0.8532 | 0.6533 | 0.046* | |
C3A | 0.5357 (4) | 0.8209 (3) | 0.7653 (4) | 0.0391 (14) | |
H3AA | 0.5751 | 0.7784 | 0.7505 | 0.047* | |
C4A | 0.5242 (4) | 0.8395 (3) | 0.8452 (4) | 0.0375 (13) | |
H4AA | 0.5549 | 0.8094 | 0.8859 | 0.045* | |
C5A | 0.4672 (4) | 0.9027 (3) | 0.8644 (3) | 0.0294 (11) | |
C6A | 0.4554 (4) | 0.9278 (3) | 0.9496 (3) | 0.0364 (13) | |
H6AA | 0.4291 | 0.8846 | 0.9807 | 0.044* | |
H6AB | 0.5229 | 0.9408 | 0.9719 | 0.044* | |
C7A | 0.3222 (5) | 0.9345 (3) | 1.1157 (3) | 0.0392 (14) | |
H7AA | 0.3820 | 0.8999 | 1.1185 | 0.047* | |
C8A | 0.2971 (8) | 0.9531 (4) | 1.2026 (4) | 0.074 (3) | |
H8AA | 0.2888 | 0.9059 | 1.2325 | 0.111* | |
H8AB | 0.2342 | 0.9825 | 1.2040 | 0.111* | |
H8AC | 0.3521 | 0.9829 | 1.2267 | 0.111* | |
C9A | 0.2378 (5) | 0.8886 (4) | 1.0755 (4) | 0.0481 (16) | |
H9AA | 0.2219 | 0.8445 | 1.1085 | 0.072* | |
H9AB | 0.2598 | 0.8714 | 1.0231 | 0.072* | |
H9AC | 0.1775 | 0.9204 | 1.0691 | 0.072* | |
C10A | 0.4798 (6) | 1.0600 (4) | 1.1099 (4) | 0.0517 (17) | |
H10A | 0.4551 | 1.0833 | 1.1602 | 0.062* | |
C11A | 0.5289 (7) | 1.1234 (5) | 1.0628 (6) | 0.077 (3) | |
H11A | 0.5757 | 1.1516 | 1.0976 | 0.115* | |
H11B | 0.4766 | 1.1579 | 1.0422 | 0.115* | |
H11C | 0.5660 | 1.1016 | 1.0183 | 0.115* | |
C12A | 0.5593 (7) | 1.0014 (5) | 1.1341 (5) | 0.073 (2) | |
H12A | 0.6179 | 1.0271 | 1.1582 | 0.109* | |
H12B | 0.5804 | 0.9731 | 1.0870 | 0.109* | |
H12C | 0.5307 | 0.9661 | 1.1729 | 0.109* | |
C13A | 0.2666 (6) | 1.0980 (4) | 1.0475 (4) | 0.0514 (17) | |
H13A | 0.2860 | 1.1296 | 1.0007 | 0.062* | |
C14A | 0.2652 (7) | 1.1533 (5) | 1.1203 (5) | 0.072 (2)* | |
H14A | 0.2125 | 1.1916 | 1.1117 | 0.107* | |
H14B | 0.3310 | 1.1783 | 1.1259 | 0.107* | |
H14C | 0.2512 | 1.1245 | 1.1688 | 0.107* | |
C15A | 0.1574 (6) | 1.0723 (5) | 1.0309 (5) | 0.069 (2)* | |
H15A | 0.1152 | 1.1167 | 1.0190 | 0.104* | |
H15B | 0.1315 | 1.0462 | 1.0778 | 0.104* | |
H15C | 0.1557 | 1.0377 | 0.9852 | 0.104* | |
C16A | 0.1368 (4) | 0.9448 (3) | 0.8358 (4) | 0.0383 (13) | |
H16A | 0.1669 | 0.9045 | 0.8653 | 0.046* | |
C17A | 0.0373 (5) | 0.9358 (4) | 0.8068 (4) | 0.0420 (14) | |
H17A | −0.0006 | 0.8914 | 0.8178 | 0.050* | |
C18A | −0.0032 (4) | 0.9943 (4) | 0.7615 (4) | 0.0426 (15) | |
H18A | −0.0693 | 0.9896 | 0.7390 | 0.051* | |
C19A | 0.0515 (4) | 1.0587 (3) | 0.7490 (3) | 0.0373 (13) | |
H19A | 0.0233 | 1.0995 | 0.7192 | 0.045* | |
C20A | 0.1511 (4) | 1.0638 (3) | 0.7812 (3) | 0.0297 (11) | |
C21A | 0.2143 (4) | 1.1347 (3) | 0.7703 (4) | 0.0348 (13) | |
H21A | 0.2190 | 1.1459 | 0.7127 | 0.042* | |
H21B | 0.1799 | 1.1781 | 0.7957 | 0.042* | |
C22A | 0.4036 (5) | 1.2254 (4) | 0.6770 (3) | 0.0423 (14) | |
H22A | 0.3369 | 1.2495 | 0.6642 | 0.051* | |
C23A | 0.4814 (6) | 1.2841 (4) | 0.6574 (5) | 0.062 (2) | |
H23A | 0.4769 | 1.2962 | 0.6005 | 0.094* | |
H23B | 0.5489 | 1.2644 | 0.6704 | 0.094* | |
H23C | 0.4691 | 1.3302 | 0.6885 | 0.094* | |
C24A | 0.4098 (5) | 1.1557 (4) | 0.6219 (4) | 0.0495 (16) | |
H24A | 0.3926 | 1.1708 | 0.5672 | 0.074* | |
H24B | 0.3622 | 1.1169 | 0.6395 | 0.074* | |
H24C | 0.4785 | 1.1352 | 0.6239 | 0.074* | |
C25A | 0.3677 (4) | 1.2927 (3) | 0.8403 (4) | 0.0367 (13) | |
H25A | 0.4292 | 1.3256 | 0.8395 | 0.044* | |
C26A | 0.2796 (5) | 1.3372 (4) | 0.8017 (4) | 0.0509 (17) | |
H26A | 0.2645 | 1.3818 | 0.8343 | 0.076* | |
H26B | 0.2198 | 1.3046 | 0.7980 | 0.076* | |
H26C | 0.2984 | 1.3536 | 0.7482 | 0.076* | |
C27A | 0.3398 (6) | 1.2793 (4) | 0.9278 (4) | 0.0547 (18) | |
H27A | 0.3273 | 1.3282 | 0.9536 | 0.082* | |
H27B | 0.3956 | 1.2533 | 0.9555 | 0.082* | |
H27C | 0.2788 | 1.2480 | 0.9299 | 0.082* | |
C28A | 0.5249 (4) | 1.1648 (3) | 0.8311 (4) | 0.0374 (13) | |
H28A | 0.5080 | 1.1331 | 0.8785 | 0.045* | |
C29A | 0.5978 (5) | 1.2263 (4) | 0.8620 (5) | 0.0540 (17) | |
H29A | 0.6590 | 1.2024 | 0.8841 | 0.081* | |
H29B | 0.5651 | 1.2560 | 0.9036 | 0.081* | |
H29C | 0.6160 | 1.2599 | 0.8181 | 0.081* | |
C30A | 0.5805 (4) | 1.1120 (4) | 0.7742 (4) | 0.0474 (16) | |
H30A | 0.6445 | 1.0959 | 0.7990 | 0.071* | |
H30B | 0.5940 | 1.1391 | 0.7246 | 0.071* | |
H30C | 0.5386 | 1.0674 | 0.7627 | 0.071* | |
Zn1B | 0.16087 (4) | 0.72556 (3) | 0.63234 (3) | 0.02721 (15) | |
Si1B | −0.07885 (10) | 0.70358 (8) | 0.59155 (9) | 0.0284 (3) | |
Si2B | 0.31298 (11) | 0.59836 (8) | 0.55680 (9) | 0.0267 (3) | |
N1B | 0.1792 (3) | 0.7365 (3) | 0.7578 (3) | 0.0299 (10) | |
N2B | 0.0210 (3) | 0.7084 (3) | 0.6574 (2) | 0.0290 (9) | |
N3B | 0.2153 (3) | 0.8345 (2) | 0.5982 (3) | 0.0288 (10) | |
N4B | 0.2689 (3) | 0.6892 (2) | 0.5682 (3) | 0.0297 (10) | |
C1B | 0.2603 (4) | 0.7557 (3) | 0.8026 (4) | 0.0355 (13) | |
H1BA | 0.3217 | 0.7666 | 0.7765 | 0.043* | |
C2B | 0.2587 (5) | 0.7604 (3) | 0.8840 (4) | 0.0371 (13) | |
H2BA | 0.3174 | 0.7745 | 0.9137 | 0.045* | |
C3B | 0.1681 (5) | 0.7437 (3) | 0.9223 (3) | 0.0392 (14) | |
H3BA | 0.1643 | 0.7454 | 0.9787 | 0.047* | |
C4B | 0.0845 (4) | 0.7249 (3) | 0.8760 (3) | 0.0376 (13) | |
H4BA | 0.0219 | 0.7144 | 0.9007 | 0.045* | |
C5B | 0.0914 (4) | 0.7212 (3) | 0.7940 (3) | 0.0291 (11) | |
C6B | 0.0033 (4) | 0.6978 (4) | 0.7420 (3) | 0.0363 (13) | |
H6BA | −0.0118 | 0.6436 | 0.7519 | 0.044* | |
H6BB | −0.0567 | 0.7277 | 0.7570 | 0.044* | |
C7B | −0.1881 (4) | 0.7642 (4) | 0.6286 (4) | 0.0413 (14) | |
H7BA | −0.2121 | 0.7393 | 0.6783 | 0.050* | |
C8B | −0.1581 (5) | 0.8458 (4) | 0.6520 (4) | 0.0527 (17)* | |
H8BA | −0.2125 | 0.8690 | 0.6824 | 0.079* | |
H8BB | −0.1465 | 0.8756 | 0.6038 | 0.079* | |
H8BC | −0.0960 | 0.8446 | 0.6847 | 0.079* | |
C9B | −0.2801 (5) | 0.7663 (4) | 0.5705 (4) | 0.0527 (18) | |
H9BA | −0.3357 | 0.7939 | 0.5951 | 0.079* | |
H9BB | −0.3018 | 0.7143 | 0.5583 | 0.079* | |
H9BC | −0.2612 | 0.7919 | 0.5212 | 0.079* | |
C10B | −0.1340 (4) | 0.6054 (3) | 0.5768 (4) | 0.0374 (13) | |
H10B | −0.1807 | 0.6078 | 0.5295 | 0.045* | |
C11B | −0.1974 (5) | 0.5763 (4) | 0.6491 (4) | 0.0550 (18) | |
H11D | −0.2194 | 0.5240 | 0.6390 | 0.083* | |
H11E | −0.2567 | 0.6089 | 0.6555 | 0.083* | |
H11F | −0.1556 | 0.5780 | 0.6978 | 0.083* | |
C12B | −0.0527 (5) | 0.5458 (4) | 0.5587 (5) | 0.0550 (18) | |
H12D | −0.0838 | 0.4954 | 0.5558 | 0.082* | |
H12E | −0.0008 | 0.5463 | 0.6010 | 0.082* | |
H12F | −0.0216 | 0.5577 | 0.5076 | 0.082* | |
C13B | −0.0279 (4) | 0.7355 (3) | 0.4918 (3) | 0.0360 (13) | |
H13B | 0.0408 | 0.7123 | 0.4882 | 0.043* | |
C14B | −0.0876 (5) | 0.7070 (5) | 0.4170 (4) | 0.059 (2) | |
H14D | −0.0551 | 0.7257 | 0.3688 | 0.088* | |
H14E | −0.1571 | 0.7259 | 0.4185 | 0.088* | |
H14F | −0.0882 | 0.6514 | 0.4165 | 0.088* | |
C15B | −0.0116 (6) | 0.8202 (4) | 0.4862 (4) | 0.0530 (17) | |
H15D | 0.0324 | 0.8313 | 0.4413 | 0.080* | |
H15E | 0.0202 | 0.8386 | 0.5356 | 0.080* | |
H15F | −0.0768 | 0.8456 | 0.4779 | 0.080* | |
C16B | 0.1863 (4) | 0.9045 (3) | 0.6184 (3) | 0.0355 (13) | |
H16B | 0.1341 | 0.9096 | 0.6560 | 0.043* | |
C17B | 0.2275 (5) | 0.9694 (3) | 0.5879 (4) | 0.0409 (14) | |
H17B | 0.2054 | 1.0181 | 0.6046 | 0.049* | |
C18B | 0.3011 (5) | 0.9615 (3) | 0.5330 (4) | 0.0389 (14) | |
H18B | 0.3307 | 1.0052 | 0.5098 | 0.047* | |
C19B | 0.3321 (4) | 0.8916 (3) | 0.5115 (4) | 0.0382 (14) | |
H19B | 0.3838 | 0.8860 | 0.4734 | 0.046* | |
C20B | 0.2881 (4) | 0.8274 (3) | 0.5451 (3) | 0.0301 (11) | |
C21B | 0.3212 (5) | 0.7483 (3) | 0.5243 (4) | 0.0395 (14) | |
H21C | 0.3094 | 0.7401 | 0.4666 | 0.047* | |
H21D | 0.3947 | 0.7437 | 0.5351 | 0.047* | |
C22B | 0.4494 (4) | 0.5906 (3) | 0.5924 (4) | 0.0370 (13) | |
H22B | 0.4925 | 0.6080 | 0.5476 | 0.044* | |
C23B | 0.4844 (4) | 0.5098 (4) | 0.6148 (4) | 0.0450 (15) | |
H23D | 0.5572 | 0.5101 | 0.6264 | 0.067* | |
H23E | 0.4699 | 0.4752 | 0.5704 | 0.067* | |
H23F | 0.4483 | 0.4927 | 0.6620 | 0.067* | |
C24B | 0.4734 (5) | 0.6428 (4) | 0.6644 (4) | 0.0487 (16) | |
H24D | 0.5461 | 0.6415 | 0.6764 | 0.073* | |
H24E | 0.4363 | 0.6250 | 0.7109 | 0.073* | |
H24F | 0.4529 | 0.6949 | 0.6517 | 0.073* | |
C25B | 0.3109 (4) | 0.5733 (3) | 0.4459 (3) | 0.0346 (12) | |
H25B | 0.3441 | 0.6174 | 0.4196 | 0.041* | |
C26B | 0.2035 (5) | 0.5727 (4) | 0.4112 (4) | 0.0505 (16) | |
H26D | 0.2059 | 0.5777 | 0.3531 | 0.076* | |
H26E | 0.1653 | 0.6152 | 0.4332 | 0.076* | |
H26F | 0.1705 | 0.5248 | 0.4249 | 0.076* | |
C27B | 0.3714 (5) | 0.5042 (4) | 0.4192 (4) | 0.0442 (15) | |
H27D | 0.3622 | 0.4972 | 0.3616 | 0.066* | |
H27E | 0.3476 | 0.4589 | 0.4470 | 0.066* | |
H27F | 0.4432 | 0.5122 | 0.4318 | 0.066* | |
C28B | 0.2242 (4) | 0.5346 (3) | 0.6128 (3) | 0.0360 (12) | |
H28B | 0.1547 | 0.5518 | 0.5969 | 0.043* | |
C29B | 0.2278 (6) | 0.4504 (4) | 0.5911 (4) | 0.0517 (18) | |
H29D | 0.1793 | 0.4224 | 0.6232 | 0.078* | |
H29E | 0.2960 | 0.4308 | 0.6015 | 0.078* | |
H29F | 0.2105 | 0.4442 | 0.5345 | 0.078* | |
C30B | 0.2298 (5) | 0.5435 (4) | 0.7044 (3) | 0.0426 (14) | |
H30D | 0.1673 | 0.5246 | 0.7276 | 0.064* | |
H30E | 0.2386 | 0.5972 | 0.7180 | 0.064* | |
H30F | 0.2873 | 0.5144 | 0.7257 | 0.064* | |
C1T | 0.8334 (9) | 0.9809 (6) | 0.9947 (7) | 0.095 (3) | |
C2T | 0.7634 (8) | 0.9935 (6) | 0.9348 (8) | 0.107 (4) | |
H2TC | 0.7270 | 1.0399 | 0.9334 | 0.128* | |
C3T | 0.7458 (7) | 0.9415 (6) | 0.8788 (8) | 0.098 (3) | |
H3TC | 0.7008 | 0.9534 | 0.8359 | 0.118* | |
C4T | 0.7899 (8) | 0.8722 (6) | 0.8807 (7) | 0.090 (3) | |
H4TC | 0.7739 | 0.8353 | 0.8413 | 0.108* | |
C5T | 0.8572 (8) | 0.8567 (6) | 0.9402 (7) | 0.095 (3) | |
H5TA | 0.8879 | 0.8080 | 0.9439 | 0.114* | |
C6T | 0.8809 (7) | 0.9125 (5) | 0.9957 (7) | 0.083 (3) | |
H6TA | 0.9314 | 0.9027 | 1.0352 | 0.099* | |
C7T | 0.8582 (12) | 1.0359 (10) | 1.0535 (10) | 0.160 (6)* | |
H7TA | 0.9090 | 1.0150 | 1.0905 | 0.240* | |
H7TB | 0.7974 | 1.0494 | 1.0828 | 0.240* | |
H7TC | 0.8853 | 1.0813 | 1.0278 | 0.240* | |
O1TH | 0.8602 (9) | 1.2011 (7) | 0.7855 (7) | 0.079 (3)* | 0.50 |
C1TH | 0.9455 (13) | 1.2052 (10) | 0.8595 (11) | 0.075 (5)* | 0.50 |
H1TA | 0.9120 | 1.2047 | 0.9117 | 0.090* | 0.50 |
H1TB | 0.9925 | 1.1616 | 0.8570 | 0.090* | 0.50 |
C2TH | 0.9996 (9) | 1.2771 (7) | 0.8477 (8) | 0.042 (3)* | 0.50 |
H2TA | 1.0724 | 1.2669 | 0.8404 | 0.050* | 0.50 |
H2TB | 0.9924 | 1.3097 | 0.8952 | 0.050* | 0.50 |
C3TH | 0.9563 (9) | 1.3178 (7) | 0.7743 (7) | 0.040 (3)* | 0.50 |
H3TA | 0.9321 | 1.3686 | 0.7903 | 0.048* | 0.50 |
H3TB | 1.0108 | 1.3250 | 0.7355 | 0.048* | 0.50 |
C4TH | 0.8709 (11) | 1.2755 (8) | 0.7348 (9) | 0.057 (4)* | 0.50 |
H4TA | 0.8868 | 1.2634 | 0.6789 | 0.068* | 0.50 |
H4TB | 0.8079 | 1.3057 | 0.7357 | 0.068* | 0.50 |
U11 | U22 | U33 | U12 | U13 | U23 | |
Zn1A | 0.0295 (3) | 0.0243 (3) | 0.0270 (3) | 0.0012 (3) | −0.0014 (2) | 0.0016 (3) |
Si1A | 0.0493 (9) | 0.0249 (8) | 0.0266 (8) | 0.0012 (7) | −0.0030 (7) | −0.0014 (6) |
Si2A | 0.0300 (7) | 0.0240 (7) | 0.0333 (8) | −0.0005 (6) | 0.0027 (6) | 0.0021 (6) |
N1A | 0.027 (2) | 0.031 (2) | 0.028 (2) | 0.0009 (19) | −0.0030 (19) | −0.0012 (19) |
N2A | 0.036 (2) | 0.027 (2) | 0.028 (2) | 0.0079 (19) | −0.0021 (19) | 0.0007 (18) |
N3A | 0.030 (2) | 0.026 (2) | 0.028 (2) | 0.0000 (19) | −0.0005 (18) | 0.0020 (18) |
N4A | 0.027 (2) | 0.028 (2) | 0.034 (3) | −0.0008 (18) | −0.0018 (19) | 0.0066 (19) |
C1A | 0.039 (3) | 0.041 (3) | 0.028 (3) | −0.002 (3) | 0.004 (2) | −0.002 (3) |
C2A | 0.039 (3) | 0.041 (3) | 0.036 (3) | −0.002 (3) | 0.005 (3) | −0.012 (3) |
C3A | 0.037 (3) | 0.037 (3) | 0.043 (4) | 0.008 (3) | 0.005 (3) | −0.010 (3) |
C4A | 0.042 (3) | 0.030 (3) | 0.040 (3) | 0.009 (3) | −0.005 (3) | −0.005 (2) |
C5A | 0.025 (2) | 0.029 (3) | 0.034 (3) | −0.001 (2) | −0.002 (2) | −0.003 (2) |
C6A | 0.042 (3) | 0.031 (3) | 0.036 (3) | 0.007 (3) | −0.004 (3) | −0.001 (2) |
C7A | 0.056 (4) | 0.035 (3) | 0.027 (3) | 0.002 (3) | 0.001 (3) | −0.003 (2) |
C8A | 0.141 (8) | 0.053 (5) | 0.029 (4) | −0.006 (5) | 0.012 (4) | 0.000 (3) |
C9A | 0.060 (4) | 0.040 (4) | 0.044 (4) | −0.008 (3) | 0.013 (3) | 0.007 (3) |
C10A | 0.076 (5) | 0.041 (4) | 0.038 (4) | −0.009 (3) | −0.009 (3) | −0.002 (3) |
C11A | 0.086 (6) | 0.056 (5) | 0.087 (6) | −0.026 (4) | −0.037 (5) | 0.009 (4) |
C12A | 0.083 (5) | 0.058 (4) | 0.076 (6) | −0.005 (4) | −0.051 (5) | −0.003 (4) |
C13A | 0.074 (5) | 0.038 (3) | 0.042 (4) | 0.009 (3) | 0.015 (3) | 0.005 (3) |
C16A | 0.038 (3) | 0.033 (3) | 0.044 (3) | 0.002 (3) | 0.000 (3) | 0.003 (3) |
C17A | 0.043 (3) | 0.037 (3) | 0.046 (4) | −0.007 (3) | 0.003 (3) | −0.001 (3) |
C18A | 0.031 (3) | 0.054 (4) | 0.043 (4) | 0.001 (3) | −0.005 (3) | −0.008 (3) |
C19A | 0.035 (3) | 0.042 (3) | 0.035 (3) | 0.003 (3) | −0.003 (2) | 0.001 (3) |
C20A | 0.029 (3) | 0.031 (3) | 0.029 (3) | 0.001 (2) | −0.001 (2) | −0.004 (2) |
C21A | 0.031 (3) | 0.030 (3) | 0.043 (3) | −0.001 (2) | −0.003 (2) | 0.009 (3) |
C22A | 0.047 (3) | 0.042 (3) | 0.038 (3) | 0.003 (3) | 0.011 (3) | 0.006 (3) |
C23A | 0.070 (5) | 0.061 (5) | 0.057 (5) | −0.008 (4) | 0.023 (4) | 0.020 (4) |
C24A | 0.053 (4) | 0.057 (4) | 0.038 (4) | 0.009 (3) | 0.009 (3) | 0.003 (3) |
C25A | 0.038 (3) | 0.028 (3) | 0.043 (3) | 0.004 (2) | 0.007 (3) | −0.002 (3) |
C26A | 0.054 (4) | 0.031 (3) | 0.067 (5) | 0.016 (3) | −0.001 (3) | −0.004 (3) |
C27A | 0.076 (5) | 0.038 (3) | 0.051 (4) | −0.001 (3) | 0.019 (4) | −0.010 (3) |
C28A | 0.033 (3) | 0.029 (3) | 0.050 (4) | −0.002 (2) | −0.005 (3) | −0.004 (3) |
C29A | 0.042 (3) | 0.047 (4) | 0.073 (5) | −0.003 (3) | −0.007 (3) | −0.009 (4) |
C30A | 0.033 (3) | 0.039 (3) | 0.069 (5) | 0.009 (3) | −0.002 (3) | −0.005 (3) |
Zn1B | 0.0253 (3) | 0.0298 (3) | 0.0266 (3) | 0.0001 (3) | 0.0029 (2) | 0.0016 (3) |
Si1B | 0.0259 (7) | 0.0312 (8) | 0.0282 (7) | −0.0013 (6) | 0.0005 (6) | −0.0007 (6) |
Si2B | 0.0284 (7) | 0.0260 (7) | 0.0259 (7) | −0.0008 (6) | 0.0032 (6) | 0.0002 (6) |
N1B | 0.028 (2) | 0.034 (2) | 0.028 (2) | 0.0022 (19) | 0.0008 (18) | 0.0016 (19) |
N2B | 0.028 (2) | 0.039 (3) | 0.020 (2) | 0.0020 (19) | 0.0014 (17) | −0.0004 (19) |
N3B | 0.030 (2) | 0.027 (2) | 0.029 (2) | 0.0024 (19) | −0.0003 (19) | 0.0031 (19) |
N4B | 0.031 (2) | 0.030 (2) | 0.029 (2) | −0.0008 (19) | 0.0068 (19) | 0.0062 (19) |
C1B | 0.029 (3) | 0.034 (3) | 0.043 (3) | −0.004 (2) | −0.001 (2) | −0.004 (3) |
C2B | 0.040 (3) | 0.034 (3) | 0.037 (3) | −0.003 (3) | −0.010 (3) | −0.005 (3) |
C3B | 0.051 (3) | 0.039 (3) | 0.028 (3) | −0.006 (3) | 0.001 (3) | −0.001 (2) |
C4B | 0.040 (3) | 0.041 (3) | 0.032 (3) | 0.002 (3) | 0.013 (2) | 0.007 (3) |
C5B | 0.029 (2) | 0.029 (3) | 0.030 (3) | −0.002 (2) | 0.001 (2) | 0.005 (2) |
C6B | 0.031 (3) | 0.054 (4) | 0.024 (3) | −0.007 (3) | −0.001 (2) | 0.004 (3) |
C7B | 0.035 (3) | 0.049 (4) | 0.040 (3) | 0.010 (3) | −0.005 (3) | −0.012 (3) |
C9B | 0.038 (3) | 0.060 (4) | 0.060 (4) | 0.017 (3) | −0.006 (3) | −0.012 (4) |
C10B | 0.030 (3) | 0.045 (3) | 0.037 (3) | −0.007 (3) | −0.005 (2) | 0.000 (3) |
C11B | 0.057 (4) | 0.060 (4) | 0.047 (4) | −0.024 (4) | −0.001 (3) | 0.011 (3) |
C12B | 0.045 (4) | 0.041 (4) | 0.078 (5) | 0.003 (3) | −0.004 (3) | −0.014 (3) |
C13B | 0.039 (3) | 0.040 (3) | 0.029 (3) | −0.006 (3) | 0.001 (2) | −0.004 (3) |
C14B | 0.059 (4) | 0.086 (6) | 0.031 (3) | −0.019 (4) | −0.001 (3) | 0.001 (4) |
C15B | 0.062 (4) | 0.049 (4) | 0.047 (4) | −0.004 (3) | −0.010 (3) | 0.011 (3) |
C16B | 0.037 (3) | 0.034 (3) | 0.035 (3) | 0.004 (3) | 0.003 (2) | −0.006 (2) |
C17B | 0.054 (4) | 0.032 (3) | 0.037 (3) | 0.007 (3) | −0.003 (3) | −0.004 (3) |
C18B | 0.046 (3) | 0.030 (3) | 0.041 (3) | −0.004 (3) | 0.001 (3) | 0.007 (3) |
C19B | 0.041 (3) | 0.035 (3) | 0.038 (3) | 0.002 (3) | 0.009 (3) | 0.007 (3) |
C20B | 0.026 (3) | 0.031 (3) | 0.033 (3) | 0.002 (2) | −0.001 (2) | 0.002 (2) |
C21B | 0.041 (3) | 0.036 (3) | 0.042 (3) | 0.001 (3) | 0.010 (3) | 0.007 (3) |
C22B | 0.034 (3) | 0.035 (3) | 0.042 (3) | 0.003 (2) | −0.001 (3) | −0.005 (3) |
C23B | 0.036 (3) | 0.052 (4) | 0.047 (4) | 0.019 (3) | −0.004 (3) | 0.005 (3) |
C24B | 0.041 (3) | 0.045 (4) | 0.059 (4) | 0.003 (3) | −0.016 (3) | −0.017 (3) |
C25B | 0.040 (3) | 0.033 (3) | 0.030 (3) | 0.003 (2) | 0.003 (2) | −0.006 (2) |
C26B | 0.060 (4) | 0.058 (4) | 0.033 (3) | −0.003 (3) | −0.011 (3) | −0.008 (3) |
C27B | 0.056 (4) | 0.041 (3) | 0.036 (3) | −0.002 (3) | 0.002 (3) | −0.007 (3) |
C28B | 0.032 (3) | 0.042 (3) | 0.035 (3) | −0.009 (3) | −0.001 (2) | 0.009 (3) |
C29B | 0.062 (4) | 0.049 (4) | 0.044 (4) | −0.028 (3) | 0.006 (3) | 0.001 (3) |
C30B | 0.055 (4) | 0.039 (3) | 0.034 (3) | 0.001 (3) | 0.007 (3) | 0.003 (3) |
C1T | 0.104 (8) | 0.078 (7) | 0.104 (8) | −0.032 (6) | 0.027 (7) | −0.021 (6) |
C2T | 0.081 (7) | 0.068 (6) | 0.169 (12) | −0.011 (5) | −0.042 (8) | −0.005 (7) |
C3T | 0.066 (6) | 0.083 (7) | 0.145 (11) | −0.016 (5) | −0.022 (6) | 0.007 (7) |
C4T | 0.084 (7) | 0.093 (8) | 0.092 (8) | −0.003 (6) | 0.009 (6) | 0.003 (6) |
C5T | 0.093 (7) | 0.078 (7) | 0.114 (9) | 0.012 (6) | 0.032 (7) | −0.005 (6) |
C6T | 0.081 (6) | 0.066 (6) | 0.102 (8) | 0.011 (5) | 0.016 (5) | 0.016 (5) |
Zn1A—N4A | 1.920 (4) | N2B—C6B | 1.456 (6) |
Zn1A—N2A | 1.924 (4) | N3B—C20B | 1.330 (7) |
Zn1A—N3A | 2.127 (4) | N3B—C16B | 1.338 (7) |
Zn1A—N1A | 2.143 (4) | N4B—C21B | 1.458 (7) |
Si1A—N2A | 1.709 (5) | C1B—C2B | 1.371 (8) |
Si1A—C13A | 1.891 (7) | C1B—H1BA | 0.9500 |
Si1A—C7A | 1.902 (6) | C2B—C3B | 1.402 (8) |
Si1A—C10A | 1.911 (7) | C2B—H2BA | 0.9500 |
Si2A—N4A | 1.708 (4) | C3B—C4B | 1.382 (8) |
Si2A—C25A | 1.904 (6) | C3B—H3BA | 0.9500 |
Si2A—C28A | 1.906 (6) | C4B—C5B | 1.385 (7) |
Si2A—C22A | 1.926 (6) | C4B—H4BA | 0.9500 |
N1A—C5A | 1.341 (7) | C5B—C6B | 1.503 (7) |
N1A—C1A | 1.352 (7) | C6B—H6BA | 0.9900 |
N2A—C6A | 1.438 (7) | C6B—H6BB | 0.9900 |
N3A—C16A | 1.317 (7) | C7B—C8B | 1.541 (9) |
N3A—C20A | 1.335 (7) | C7B—C9B | 1.547 (8) |
N4A—C21A | 1.449 (7) | C7B—H7BA | 1.0000 |
C1A—C2A | 1.357 (8) | C8B—H8BA | 0.9800 |
C1A—H1AA | 0.9500 | C8B—H8BB | 0.9800 |
C2A—C3A | 1.379 (8) | C8B—H8BC | 0.9800 |
C2A—H2AA | 0.9500 | C9B—H9BA | 0.9800 |
C3A—C4A | 1.392 (8) | C9B—H9BB | 0.9800 |
C3A—H3AA | 0.9500 | C9B—H9BC | 0.9800 |
C4A—C5A | 1.387 (8) | C10B—C12B | 1.539 (9) |
C4A—H4AA | 0.9500 | C10B—C11B | 1.574 (9) |
C5A—C6A | 1.508 (8) | C10B—H10B | 1.0000 |
C6A—H6AA | 0.9900 | C11B—H11D | 0.9800 |
C6A—H6AB | 0.9900 | C11B—H11E | 0.9800 |
C7A—C9A | 1.528 (9) | C11B—H11F | 0.9800 |
C7A—C8A | 1.539 (9) | C12B—H12D | 0.9800 |
C7A—H7AA | 1.0000 | C12B—H12E | 0.9800 |
C8A—H8AA | 0.9800 | C12B—H12F | 0.9800 |
C8A—H8AB | 0.9800 | C13B—C15B | 1.511 (9) |
C8A—H8AC | 0.9800 | C13B—C14B | 1.556 (8) |
C9A—H9AA | 0.9800 | C13B—H13B | 1.0000 |
C9A—H9AB | 0.9800 | C14B—H14D | 0.9800 |
C9A—H9AC | 0.9800 | C14B—H14E | 0.9800 |
C10A—C11A | 1.522 (10) | C14B—H14F | 0.9800 |
C10A—C12A | 1.525 (10) | C15B—H15D | 0.9800 |
C10A—H10A | 1.0000 | C15B—H15E | 0.9800 |
C11A—H11A | 0.9800 | C15B—H15F | 0.9800 |
C11A—H11B | 0.9800 | C16B—C17B | 1.368 (9) |
C11A—H11C | 0.9800 | C16B—H16B | 0.9500 |
C12A—H12A | 0.9800 | C17B—C18B | 1.362 (9) |
C12A—H12B | 0.9800 | C17B—H17B | 0.9500 |
C12A—H12C | 0.9800 | C18B—C19B | 1.351 (8) |
C13A—C15A | 1.537 (11) | C18B—H18B | 0.9500 |
C13A—C14A | 1.563 (11) | C19B—C20B | 1.396 (8) |
C13A—H13A | 1.0000 | C19B—H19B | 0.9500 |
C14A—H14A | 0.9800 | C20B—C21B | 1.504 (8) |
C14A—H14B | 0.9800 | C21B—H21C | 0.9900 |
C14A—H14C | 0.9800 | C21B—H21D | 0.9900 |
C15A—H15A | 0.9800 | C22B—C23B | 1.543 (8) |
C15A—H15B | 0.9800 | C22B—C24B | 1.549 (8) |
C15A—H15C | 0.9800 | C22B—H22B | 1.0000 |
C16A—C17A | 1.406 (9) | C23B—H23D | 0.9800 |
C16A—H16A | 0.9500 | C23B—H23E | 0.9800 |
C17A—C18A | 1.384 (9) | C23B—H23F | 0.9800 |
C17A—H17A | 0.9500 | C24B—H24D | 0.9800 |
C18A—C19A | 1.364 (9) | C24B—H24E | 0.9800 |
C18A—H18A | 0.9500 | C24B—H24F | 0.9800 |
C19A—C20A | 1.419 (8) | C25B—C26B | 1.526 (9) |
C19A—H19A | 0.9500 | C25B—C27B | 1.530 (8) |
C20A—C21A | 1.516 (8) | C25B—H25B | 1.0000 |
C21A—H21A | 0.9900 | C26B—H26D | 0.9800 |
C21A—H21B | 0.9900 | C26B—H26E | 0.9800 |
C22A—C23A | 1.502 (9) | C26B—H26F | 0.9800 |
C22A—C24A | 1.540 (9) | C27B—H27D | 0.9800 |
C22A—H22A | 1.0000 | C27B—H27E | 0.9800 |
C23A—H23A | 0.9800 | C27B—H27F | 0.9800 |
C23A—H23B | 0.9800 | C28B—C29B | 1.529 (9) |
C23A—H23C | 0.9800 | C28B—C30B | 1.548 (8) |
C24A—H24A | 0.9800 | C28B—H28B | 1.0000 |
C24A—H24B | 0.9800 | C29B—H29D | 0.9800 |
C24A—H24C | 0.9800 | C29B—H29E | 0.9800 |
C25A—C26A | 1.539 (8) | C29B—H29F | 0.9800 |
C25A—C27A | 1.540 (9) | C30B—H30D | 0.9800 |
C25A—H25A | 1.0000 | C30B—H30E | 0.9800 |
C26A—H26A | 0.9800 | C30B—H30F | 0.9800 |
C26A—H26B | 0.9800 | C1T—C6T | 1.361 (14) |
C26A—H26C | 0.9800 | C1T—C2T | 1.373 (15) |
C27A—H27A | 0.9800 | C1T—C7T | 1.418 (17) |
C27A—H27B | 0.9800 | C2T—C3T | 1.332 (15) |
C27A—H27C | 0.9800 | C2T—H2TC | 0.9500 |
C28A—C30A | 1.532 (8) | C3T—C4T | 1.352 (14) |
C28A—C29A | 1.537 (8) | C3T—H3TC | 0.9500 |
C28A—H28A | 1.0000 | C4T—C5T | 1.356 (14) |
C29A—H29A | 0.9800 | C4T—H4TC | 0.9500 |
C29A—H29B | 0.9800 | C5T—C6T | 1.386 (14) |
C29A—H29C | 0.9800 | C5T—H5TA | 0.9500 |
C30A—H30A | 0.9800 | C6T—H6TA | 0.9500 |
C30A—H30B | 0.9800 | C7T—H7TA | 0.9800 |
C30A—H30C | 0.9800 | C7T—H7TB | 0.9800 |
Zn1B—N4B | 1.916 (4) | C7T—H7TC | 0.9800 |
Zn1B—N2B | 1.930 (4) | O1TH—C4TH | 1.570 (18) |
Zn1B—N1B | 2.126 (4) | O1TH—C1TH | 1.67 (2) |
Zn1B—N3B | 2.133 (4) | C1TH—C2TH | 1.47 (2) |
Si1B—N2B | 1.711 (4) | C1TH—H1TA | 0.9900 |
Si1B—C10B | 1.893 (6) | C1TH—H1TB | 0.9900 |
Si1B—C13B | 1.903 (6) | C2TH—C3TH | 1.528 (17) |
Si1B—C7B | 1.911 (6) | C2TH—H2TA | 0.9900 |
Si2B—N4B | 1.716 (5) | C2TH—H2TB | 0.9900 |
Si2B—C28B | 1.889 (5) | C3TH—C4TH | 1.499 (18) |
Si2B—C22B | 1.898 (6) | C3TH—H3TA | 0.9900 |
Si2B—C25B | 1.914 (6) | C3TH—H3TB | 0.9900 |
N1B—C1B | 1.343 (7) | C4TH—H4TA | 0.9900 |
N1B—C5B | 1.348 (6) | C4TH—H4TB | 0.9900 |
N4A—Zn1A—N2A | 145.65 (19) | C20B—N3B—Zn1B | 110.4 (3) |
N4A—Zn1A—N3A | 84.49 (17) | C16B—N3B—Zn1B | 131.5 (4) |
N2A—Zn1A—N3A | 117.97 (18) | C21B—N4B—Si2B | 116.4 (4) |
N4A—Zn1A—N1A | 119.56 (18) | C21B—N4B—Zn1B | 114.3 (3) |
N2A—Zn1A—N1A | 83.91 (17) | Si2B—N4B—Zn1B | 129.3 (2) |
N3A—Zn1A—N1A | 99.84 (16) | N1B—C1B—C2B | 123.1 (5) |
N2A—Si1A—C13A | 107.1 (3) | N1B—C1B—H1BA | 118.4 |
N2A—Si1A—C7A | 109.6 (2) | C2B—C1B—H1BA | 118.4 |
C13A—Si1A—C7A | 114.0 (3) | C1B—C2B—C3B | 118.3 (5) |
N2A—Si1A—C10A | 112.8 (3) | C1B—C2B—H2BA | 120.8 |
C13A—Si1A—C10A | 107.6 (3) | C3B—C2B—H2BA | 120.8 |
C7A—Si1A—C10A | 105.9 (3) | C4B—C3B—C2B | 118.4 (5) |
N4A—Si2A—C25A | 115.0 (2) | C4B—C3B—H3BA | 120.8 |
N4A—Si2A—C28A | 105.5 (2) | C2B—C3B—H3BA | 120.8 |
C25A—Si2A—C28A | 107.6 (3) | C3B—C4B—C5B | 120.3 (5) |
N4A—Si2A—C22A | 110.8 (3) | C3B—C4B—H4BA | 119.9 |
C25A—Si2A—C22A | 104.7 (3) | C5B—C4B—H4BA | 119.9 |
C28A—Si2A—C22A | 113.5 (3) | N1B—C5B—C4B | 120.8 (5) |
C5A—N1A—C1A | 118.9 (5) | N1B—C5B—C6B | 117.4 (4) |
C5A—N1A—Zn1A | 109.9 (4) | C4B—C5B—C6B | 121.8 (5) |
C1A—N1A—Zn1A | 131.2 (4) | N2B—C6B—C5B | 113.3 (4) |
C6A—N2A—Si1A | 118.1 (4) | N2B—C6B—H6BA | 108.9 |
C6A—N2A—Zn1A | 114.2 (3) | C5B—C6B—H6BA | 108.9 |
Si1A—N2A—Zn1A | 127.7 (2) | N2B—C6B—H6BB | 108.9 |
C16A—N3A—C20A | 120.2 (5) | C5B—C6B—H6BB | 108.9 |
C16A—N3A—Zn1A | 130.4 (4) | H6BA—C6B—H6BB | 107.7 |
C20A—N3A—Zn1A | 109.4 (3) | C8B—C7B—C9B | 109.6 (5) |
C21A—N4A—Si2A | 118.3 (3) | C8B—C7B—Si1B | 114.2 (4) |
C21A—N4A—Zn1A | 114.4 (3) | C9B—C7B—Si1B | 113.6 (4) |
Si2A—N4A—Zn1A | 127.3 (2) | C8B—C7B—H7BA | 106.2 |
N1A—C1A—C2A | 122.4 (6) | C9B—C7B—H7BA | 106.2 |
N1A—C1A—H1AA | 118.8 | Si1B—C7B—H7BA | 106.2 |
C2A—C1A—H1AA | 118.8 | C7B—C8B—H8BA | 109.5 |
C1A—C2A—C3A | 119.5 (5) | C7B—C8B—H8BB | 109.5 |
C1A—C2A—H2AA | 120.3 | H8BA—C8B—H8BB | 109.5 |
C3A—C2A—H2AA | 120.3 | C7B—C8B—H8BC | 109.5 |
C2A—C3A—C4A | 118.9 (5) | H8BA—C8B—H8BC | 109.5 |
C2A—C3A—H3AA | 120.5 | H8BB—C8B—H8BC | 109.5 |
C4A—C3A—H3AA | 120.5 | C7B—C9B—H9BA | 109.5 |
C5A—C4A—C3A | 118.8 (5) | C7B—C9B—H9BB | 109.5 |
C5A—C4A—H4AA | 120.6 | H9BA—C9B—H9BB | 109.5 |
C3A—C4A—H4AA | 120.6 | C7B—C9B—H9BC | 109.5 |
N1A—C5A—C4A | 121.5 (5) | H9BA—C9B—H9BC | 109.5 |
N1A—C5A—C6A | 117.0 (5) | H9BB—C9B—H9BC | 109.5 |
C4A—C5A—C6A | 121.5 (5) | C12B—C10B—C11B | 108.4 (6) |
N2A—C6A—C5A | 114.8 (5) | C12B—C10B—Si1B | 112.4 (4) |
N2A—C6A—H6AA | 108.6 | C11B—C10B—Si1B | 114.0 (4) |
C5A—C6A—H6AA | 108.6 | C12B—C10B—H10B | 107.3 |
N2A—C6A—H6AB | 108.6 | C11B—C10B—H10B | 107.3 |
C5A—C6A—H6AB | 108.6 | Si1B—C10B—H10B | 107.3 |
H6AA—C6A—H6AB | 107.5 | C10B—C11B—H11D | 109.5 |
C9A—C7A—C8A | 111.3 (6) | C10B—C11B—H11E | 109.5 |
C9A—C7A—Si1A | 113.6 (4) | H11D—C11B—H11E | 109.5 |
C8A—C7A—Si1A | 114.2 (4) | C10B—C11B—H11F | 109.5 |
C9A—C7A—H7AA | 105.6 | H11D—C11B—H11F | 109.5 |
C8A—C7A—H7AA | 105.6 | H11E—C11B—H11F | 109.5 |
Si1A—C7A—H7AA | 105.6 | C10B—C12B—H12D | 109.5 |
C7A—C8A—H8AA | 109.5 | C10B—C12B—H12E | 109.5 |
C7A—C8A—H8AB | 109.5 | H12D—C12B—H12E | 109.5 |
H8AA—C8A—H8AB | 109.5 | C10B—C12B—H12F | 109.5 |
C7A—C8A—H8AC | 109.5 | H12D—C12B—H12F | 109.5 |
H8AA—C8A—H8AC | 109.5 | H12E—C12B—H12F | 109.5 |
H8AB—C8A—H8AC | 109.5 | C15B—C13B—C14B | 109.9 (6) |
C7A—C9A—H9AA | 109.5 | C15B—C13B—Si1B | 113.6 (4) |
C7A—C9A—H9AB | 109.5 | C14B—C13B—Si1B | 115.6 (4) |
H9AA—C9A—H9AB | 109.5 | C15B—C13B—H13B | 105.6 |
C7A—C9A—H9AC | 109.5 | C14B—C13B—H13B | 105.6 |
H9AA—C9A—H9AC | 109.5 | Si1B—C13B—H13B | 105.6 |
H9AB—C9A—H9AC | 109.5 | C13B—C14B—H14D | 109.5 |
C11A—C10A—C12A | 109.7 (7) | C13B—C14B—H14E | 109.5 |
C11A—C10A—Si1A | 111.6 (5) | H14D—C14B—H14E | 109.5 |
C12A—C10A—Si1A | 114.9 (5) | C13B—C14B—H14F | 109.5 |
C11A—C10A—H10A | 106.7 | H14D—C14B—H14F | 109.5 |
C12A—C10A—H10A | 106.7 | H14E—C14B—H14F | 109.5 |
Si1A—C10A—H10A | 106.7 | C13B—C15B—H15D | 109.5 |
C10A—C11A—H11A | 109.5 | C13B—C15B—H15E | 109.5 |
C10A—C11A—H11B | 109.5 | H15D—C15B—H15E | 109.5 |
H11A—C11A—H11B | 109.5 | C13B—C15B—H15F | 109.5 |
C10A—C11A—H11C | 109.5 | H15D—C15B—H15F | 109.5 |
H11A—C11A—H11C | 109.5 | H15E—C15B—H15F | 109.5 |
H11B—C11A—H11C | 109.5 | N3B—C16B—C17B | 123.9 (5) |
C10A—C12A—H12A | 109.5 | N3B—C16B—H16B | 118.1 |
C10A—C12A—H12B | 109.5 | C17B—C16B—H16B | 118.1 |
H12A—C12A—H12B | 109.5 | C18B—C17B—C16B | 117.6 (6) |
C10A—C12A—H12C | 109.5 | C18B—C17B—H17B | 121.2 |
H12A—C12A—H12C | 109.5 | C16B—C17B—H17B | 121.2 |
H12B—C12A—H12C | 109.5 | C19B—C18B—C17B | 119.9 (6) |
C15A—C13A—C14A | 107.5 (6) | C19B—C18B—H18B | 120.1 |
C15A—C13A—Si1A | 115.9 (5) | C17B—C18B—H18B | 120.1 |
C14A—C13A—Si1A | 114.8 (5) | C18B—C19B—C20B | 120.0 (5) |
C15A—C13A—H13A | 105.9 | C18B—C19B—H19B | 120.0 |
C14A—C13A—H13A | 105.9 | C20B—C19B—H19B | 120.0 |
Si1A—C13A—H13A | 105.9 | N3B—C20B—C19B | 120.5 (5) |
C13A—C14A—H14A | 109.5 | N3B—C20B—C21B | 117.4 (5) |
C13A—C14A—H14B | 109.5 | C19B—C20B—C21B | 122.1 (5) |
H14A—C14A—H14B | 109.5 | N4B—C21B—C20B | 113.7 (5) |
C13A—C14A—H14C | 109.5 | N4B—C21B—H21C | 108.8 |
H14A—C14A—H14C | 109.5 | C20B—C21B—H21C | 108.8 |
H14B—C14A—H14C | 109.5 | N4B—C21B—H21D | 108.8 |
C13A—C15A—H15A | 109.5 | C20B—C21B—H21D | 108.8 |
C13A—C15A—H15B | 109.5 | H21C—C21B—H21D | 107.7 |
H15A—C15A—H15B | 109.5 | C23B—C22B—C24B | 107.5 (5) |
C13A—C15A—H15C | 109.5 | C23B—C22B—Si2B | 115.1 (4) |
H15A—C15A—H15C | 109.5 | C24B—C22B—Si2B | 112.6 (4) |
H15B—C15A—H15C | 109.5 | C23B—C22B—H22B | 107.1 |
N3A—C16A—C17A | 122.9 (6) | C24B—C22B—H22B | 107.1 |
N3A—C16A—H16A | 118.6 | Si2B—C22B—H22B | 107.1 |
C17A—C16A—H16A | 118.6 | C22B—C23B—H23D | 109.5 |
C18A—C17A—C16A | 117.3 (6) | C22B—C23B—H23E | 109.5 |
C18A—C17A—H17A | 121.4 | H23D—C23B—H23E | 109.5 |
C16A—C17A—H17A | 121.4 | C22B—C23B—H23F | 109.5 |
C19A—C18A—C17A | 120.1 (6) | H23D—C23B—H23F | 109.5 |
C19A—C18A—H18A | 119.9 | H23E—C23B—H23F | 109.5 |
C17A—C18A—H18A | 119.9 | C22B—C24B—H24D | 109.5 |
C18A—C19A—C20A | 119.2 (5) | C22B—C24B—H24E | 109.5 |
C18A—C19A—H19A | 120.4 | H24D—C24B—H24E | 109.5 |
C20A—C19A—H19A | 120.4 | C22B—C24B—H24F | 109.5 |
N3A—C20A—C19A | 120.3 (5) | H24D—C24B—H24F | 109.5 |
N3A—C20A—C21A | 118.4 (5) | H24E—C24B—H24F | 109.5 |
C19A—C20A—C21A | 121.2 (5) | C26B—C25B—C27B | 111.8 (5) |
N4A—C21A—C20A | 113.0 (4) | C26B—C25B—Si2B | 111.8 (4) |
N4A—C21A—H21A | 109.0 | C27B—C25B—Si2B | 118.1 (4) |
C20A—C21A—H21A | 109.0 | C26B—C25B—H25B | 104.6 |
N4A—C21A—H21B | 109.0 | C27B—C25B—H25B | 104.6 |
C20A—C21A—H21B | 109.0 | Si2B—C25B—H25B | 104.6 |
H21A—C21A—H21B | 107.8 | C25B—C26B—H26D | 109.5 |
C23A—C22A—C24A | 111.9 (5) | C25B—C26B—H26E | 109.5 |
C23A—C22A—Si2A | 114.1 (5) | H26D—C26B—H26E | 109.5 |
C24A—C22A—Si2A | 113.6 (4) | C25B—C26B—H26F | 109.5 |
C23A—C22A—H22A | 105.4 | H26D—C26B—H26F | 109.5 |
C24A—C22A—H22A | 105.4 | H26E—C26B—H26F | 109.5 |
Si2A—C22A—H22A | 105.4 | C25B—C27B—H27D | 109.5 |
C22A—C23A—H23A | 109.5 | C25B—C27B—H27E | 109.5 |
C22A—C23A—H23B | 109.5 | H27D—C27B—H27E | 109.5 |
H23A—C23A—H23B | 109.5 | C25B—C27B—H27F | 109.5 |
C22A—C23A—H23C | 109.5 | H27D—C27B—H27F | 109.5 |
H23A—C23A—H23C | 109.5 | H27E—C27B—H27F | 109.5 |
H23B—C23A—H23C | 109.5 | C29B—C28B—C30B | 109.6 (5) |
C22A—C24A—H24A | 109.5 | C29B—C28B—Si2B | 115.8 (4) |
C22A—C24A—H24B | 109.5 | C30B—C28B—Si2B | 114.5 (4) |
H24A—C24A—H24B | 109.5 | C29B—C28B—H28B | 105.3 |
C22A—C24A—H24C | 109.5 | C30B—C28B—H28B | 105.3 |
H24A—C24A—H24C | 109.5 | Si2B—C28B—H28B | 105.3 |
H24B—C24A—H24C | 109.5 | C28B—C29B—H29D | 109.5 |
C26A—C25A—C27A | 106.7 (5) | C28B—C29B—H29E | 109.5 |
C26A—C25A—Si2A | 114.5 (4) | H29D—C29B—H29E | 109.5 |
C27A—C25A—Si2A | 111.3 (4) | C28B—C29B—H29F | 109.5 |
C26A—C25A—H25A | 108.0 | H29D—C29B—H29F | 109.5 |
C27A—C25A—H25A | 108.0 | H29E—C29B—H29F | 109.5 |
Si2A—C25A—H25A | 108.0 | C28B—C30B—H30D | 109.5 |
C25A—C26A—H26A | 109.5 | C28B—C30B—H30E | 109.5 |
C25A—C26A—H26B | 109.5 | H30D—C30B—H30E | 109.5 |
H26A—C26A—H26B | 109.5 | C28B—C30B—H30F | 109.5 |
C25A—C26A—H26C | 109.5 | H30D—C30B—H30F | 109.5 |
H26A—C26A—H26C | 109.5 | H30E—C30B—H30F | 109.5 |
H26B—C26A—H26C | 109.5 | C6T—C1T—C2T | 117.2 (10) |
C25A—C27A—H27A | 109.5 | C6T—C1T—C7T | 119.8 (13) |
C25A—C27A—H27B | 109.5 | C2T—C1T—C7T | 123.0 (12) |
H27A—C27A—H27B | 109.5 | C3T—C2T—C1T | 120.9 (11) |
C25A—C27A—H27C | 109.5 | C3T—C2T—H2TC | 119.5 |
H27A—C27A—H27C | 109.5 | C1T—C2T—H2TC | 119.5 |
H27B—C27A—H27C | 109.5 | C2T—C3T—C4T | 122.3 (11) |
C30A—C28A—C29A | 109.4 (5) | C2T—C3T—H3TC | 118.8 |
C30A—C28A—Si2A | 112.8 (4) | C4T—C3T—H3TC | 118.8 |
C29A—C28A—Si2A | 116.1 (4) | C3T—C4T—C5T | 118.5 (11) |
C30A—C28A—H28A | 105.9 | C3T—C4T—H4TC | 120.7 |
C29A—C28A—H28A | 105.9 | C5T—C4T—H4TC | 120.7 |
Si2A—C28A—H28A | 105.9 | C4T—C5T—C6T | 119.3 (10) |
C28A—C29A—H29A | 109.5 | C4T—C5T—H5TA | 120.3 |
C28A—C29A—H29B | 109.5 | C6T—C5T—H5TA | 120.3 |
H29A—C29A—H29B | 109.5 | C1T—C6T—C5T | 121.5 (11) |
C28A—C29A—H29C | 109.5 | C1T—C6T—H6TA | 119.3 |
H29A—C29A—H29C | 109.5 | C5T—C6T—H6TA | 119.3 |
H29B—C29A—H29C | 109.5 | C1T—C7T—H7TA | 109.5 |
C28A—C30A—H30A | 109.5 | C1T—C7T—H7TB | 109.5 |
C28A—C30A—H30B | 109.5 | H7TA—C7T—H7TB | 109.5 |
H30A—C30A—H30B | 109.5 | C1T—C7T—H7TC | 109.5 |
C28A—C30A—H30C | 109.5 | H7TA—C7T—H7TC | 109.5 |
H30A—C30A—H30C | 109.5 | H7TB—C7T—H7TC | 109.5 |
H30B—C30A—H30C | 109.5 | C4TH—O1TH—C1TH | 107.6 (11) |
N4B—Zn1B—N2B | 143.02 (19) | C2TH—C1TH—O1TH | 105.2 (12) |
N4B—Zn1B—N1B | 120.98 (18) | C2TH—C1TH—H1TA | 110.7 |
N2B—Zn1B—N1B | 83.74 (16) | O1TH—C1TH—H1TA | 110.7 |
N4B—Zn1B—N3B | 83.69 (17) | C2TH—C1TH—H1TB | 110.7 |
N2B—Zn1B—N3B | 122.00 (18) | O1TH—C1TH—H1TB | 110.7 |
N1B—Zn1B—N3B | 98.73 (17) | H1TA—C1TH—H1TB | 108.8 |
N2B—Si1B—C10B | 114.9 (2) | C1TH—C2TH—C3TH | 109.7 (11) |
N2B—Si1B—C13B | 105.8 (2) | C1TH—C2TH—H2TA | 109.7 |
C10B—Si1B—C13B | 107.3 (3) | C3TH—C2TH—H2TA | 109.7 |
N2B—Si1B—C7B | 110.1 (2) | C1TH—C2TH—H2TB | 109.7 |
C10B—Si1B—C7B | 105.1 (3) | C3TH—C2TH—H2TB | 109.7 |
C13B—Si1B—C7B | 113.8 (3) | H2TA—C2TH—H2TB | 108.2 |
N4B—Si2B—C28B | 106.5 (2) | C4TH—C3TH—C2TH | 113.1 (11) |
N4B—Si2B—C22B | 110.9 (2) | C4TH—C3TH—H3TA | 109.0 |
C28B—Si2B—C22B | 113.4 (3) | C2TH—C3TH—H3TA | 109.0 |
N4B—Si2B—C25B | 108.9 (2) | C4TH—C3TH—H3TB | 109.0 |
C28B—Si2B—C25B | 110.4 (3) | C2TH—C3TH—H3TB | 109.0 |
C22B—Si2B—C25B | 106.7 (3) | H3TA—C3TH—H3TB | 107.8 |
C1B—N1B—C5B | 119.1 (5) | C3TH—C4TH—O1TH | 104.5 (11) |
C1B—N1B—Zn1B | 130.8 (4) | C3TH—C4TH—H4TA | 110.9 |
C5B—N1B—Zn1B | 110.1 (3) | O1TH—C4TH—H4TA | 110.9 |
C6B—N2B—Si1B | 119.2 (3) | C3TH—C4TH—H4TB | 110.9 |
C6B—N2B—Zn1B | 113.9 (3) | O1TH—C4TH—H4TB | 110.9 |
Si1B—N2B—Zn1B | 126.9 (2) | H4TA—C4TH—H4TB | 108.9 |
C20B—N3B—C16B | 118.1 (5) |
Experimental details
Crystal data | |
Chemical formula | [Zn(C15H27N2Si)2]·0.5(C7H8)·0.25(C4H8O) |
Mr | 656.44 |
Crystal system, space group | Monoclinic, P21 |
Temperature (K) | 183 |
a, b, c (Å) | 13.2410 (3), 17.6223 (4), 16.7978 (5) |
β (°) | 91.018 (2) |
V (Å3) | 3918.93 (17) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.72 |
Crystal size (mm) | 0.04 × 0.04 × 0.03 |
Data collection | |
Diffractometer | Nonius KappaCCD diffractometer |
Absorption correction | – |
No. of measured, independent and observed [I > 2σ(I)] reflections | 26798, 16235, 11581 |
Rint | 0.051 |
(sin θ/λ)max (Å−1) | 0.649 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.061, 0.173, 1.01 |
No. of reflections | 16235 |
No. of parameters | 754 |
No. of restraints | 1 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.04, −0.38 |
Absolute structure | Flack (1983), 7003 Friedel Pairs |
Absolute structure parameter | −0.026 (12) |
Computer programs: COLLECT (Nonius, 1998), DENZO (Otwinowski & Minor, 1997), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL/PC (Sheldrick, 2008).
Acknowledgements
We thank the Deutsche Forschungsgemeinschaft (DFG, Bonn–Band Godesberg, Germany) for generous financial support. We also acknowledge funding by the Fonds der Chemischen Industrie (Frankfurt/Main, Germany).
References
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In the past, metallated (2-pyridylmethyl)(trialkysilyl)amines were used for oxidative C–C coupling reactions in order to prepare tetradendate bases. Zincation of (2-pyridylmethyl)(trialkylsilyl)amine (A; trialkylsilyl=tertBuMe2Si, iPr3Si) yields dimeric methylzinc-(2-pyridylmethyl)(trialkylsilyl)amide (B). Further addition of dimethylzinc to a toluene solution of B at raised temperatures yields the C–C coupling product bis(methylzinc)-[1,2-dipyridyl-1,2-bis(trialkylsilylamido)ethane] (Westerhausen et al., 2002). Thermal decomposition of B at 150°C yields [bis{(2-pyridylmethyl)(tert-butyldimethylsilyl)amide} zinc(II)] C (Westerhausen et al., 2001, Westerhausen et al., 2002). The transamination reaction of (2-pyridylmethyl)(tert-butylsilyl)amine with M[N(SiMe3)2]2 (M=Mg, Mn, Fe, Co and Zn) leads to the formation of the corresponding homoleptic [bis{(2-pyridylmethyl)(tert-butylsilyl)amido} metal (II)] (Koch et al., 2007). The synthesis of 1 is similar (Koch et al., 2007).The metal ions are in distorted tetrahedral environments. These compounds crystallize isotypically and show large N(2)–M–N(2)' angles between 142° (Mg) and 156° (Mn). Due to the lower steric demand of the silyl moiety in 1 the corresponding N(2 A)–ZnA–N(4 A) angle with the value of 145.65 (19)° is smaller than 149.95 (7)° in the analogous zinc bis[(2-pyridylmethyl)(tert-butylsilyl)amide] C (Koch et al. 2007).