A monomeric three-coordinate magnesium bis(amide)

The metallation reaction between di­butyl­magnesium and 2,6-diiso­propyl-N-(tri­methyl­silyl)­aniline gives the unusual monomeric three-coordinate complex (diethyl ether-[kappa]O)­bis­[2,6-diiso­propyl-N-(tri­methyl­silyl)­anilido-[kappa]N]­magnesium(II), [Mg(C₁₅H₂₆NSi)₂(C₄H₁₀O)] or [Mg{(Me₃Si)(2,6-ⁱPr₂C₆H₃)N}₂(Et₂O)]. This low-coordinate species has a distorted trigonal-planar coordination environment, with an additional short Mg-C_ipso contact of 2.799 (2) Å.

S1. Comment

Magnesium bis(amides) are typically isolated as tetrahedrally coordinated compounds of the type [MgL₂S₂], where L is an amide ligand and S a donating solvent, or as dimeric species of the type [LS_xMg(µL)₂MgLS_x] (x = 0 or 1), where Mg is in either a trigonal-planar or a tetrahedral environment [for typical examples, see Sebestl et al. (1998) and Clegg et al. (1997)]. Lower coordination numbers are favoured by sterically demanding amide groups. Indeed, it has been shown that where L is [(Me₃Si)₂N], HMDS *Is this bis(trimethylsilyl), which would, in principle, give hexamethyldisilyl? Should it have amido, as in the original Sebestl reference?* or [(PhCH₂)₂N], monomers of the type MgL₂ are present in solution (Henderson et al., 1997; Clegg et al., 1997). In an attempt to isolate, in the solid state, such coordinatively unsaturated species, we turned to the sterically hindered amide [(Me₃Si)(2,6-ⁱPr₂C₆H₃)N], A. This ligand is known to stabilize low coordination number complexes in d-block chemistry (Chao et al., 1989; Kennepohl et al., 1992), including ZnA₂ (Schumann et al., 2000). This last example is of particular relevance, as many Mg and Zn amides are isostructural (Forbes et al., 2000). To our knowledge, the use of this ligand in s-block chemistry has been limited to lithium chemistry, where it has allowed the structural characterization of the first non-solvated [Li(µ-L)₂Li] dimer (Kennepohl et al., 1991) and of the unusual three-coordinate monomeric species [LiA(Et₂O)(C₅H₅N)] (Blake et al., 1996). Reaction of [(Me₃Si)(2,6-ⁱPr₂C₆H₃)NH] with dibutylmagnesium formed a colourless compound which was identified as the title compound, (I), by single-crystal diffraction. These results are presented here. \sch

The crystal structure of (I) consists of discrete monomers separated by at least the sum of van der Waal's radii. Unusually, the Mg atom is three-coordinate, bonding to two amide units and a diethyl ether molecule in a planar manner [Mg1 lies 0.042 (1) Å from the N1/N2/O1 plane]. Although this coordination geometry is common in dimeric (Clegg et al., 1997) and polymeric (Andrews et al., 2000) magnesium amide solid-state structures, a search of the Cambridge Structural Database (version 5.21; Allen & Kennard, 1993) revealed only [Mg(HMDS)₂S], (II), (S = 2-picoline or 2,6-lutidine; Sebestl et al., 1998) and the chelate [Mg^tBu{(N,N-(2,6-ⁱPr₂C₆H₃)NC(Me)CHC(Me)N(2,6-ⁱPr₂C₆H₃)}] (Gibson et al., 2000), with similar three-coordinate monomeric structures. An illustration of the coordinatively unsaturated nature of these species is that, unlike (I), (II) is not isolated in the presence of solvent. Indeed, dissolution of (II) in any suitable solvent gives only [Mg(HMDS)₂S₂] as an isolatable product. Some relief from coordinative unsaturation is perhaps gained from the short Mg1···C4 interaction [2.799 (2) Å, compared with 2.399–2.443 Å for Mg—C distances in Mg—Cp; Lehmkuhl et al., 1986]. This interaction is accompanied by the compression of the bond angle at N1 compared with that in the second A moiety [Mg1—N1—C4 109.37 (10) and Mg1—N2—C19 116.07 (10)°, and Mg1···C19 2.906 (2) Å]. A similar short contact was observed in [LiA(Et₂O)(C₅H₅N)] (Blake et al., 1996).

The environment of atom N1 is less planar than that of N2 [N-atom deviations from planarity are 0.119 (2) and 0.037 (2) Å, respectively]. The Mg—N bond lengths are similar to each other (Table 1), and to those found in (II) and in the non-bridging bonds of [(HMDS)Mg(µ-HMDS)₂Mg(HMDS)] (Westerhausen & Schwarz, 1992) *The first and third bis(trimethylsilyl) ligands in this ref are amino rather than amido. How do you wish to indicate this?*. They are, however, approximately 0.05–0.06 Å shorter than the typical distances observed in the tetrahedral species [Mg(HMDS)₂S₂] (Sebestl et al., 1998; Forbes et al., 2001 *Is this azido, as used in their 2000 work? Either way, please specify how you wish to indicate the exact nature of the ligand*). The N1—Mg1—N2 angle of 140.69 (6)° shows considerable widening to accommodate the two A ligands. The planes of the two aryl rings and of the ether ligand lie approximately perpendicular to the N1/N2/O1 plane [85.92 (5), 88.83 (5) and 83.35 (7)° for the angles to the planes defined by C4—C9, C19—C24 and O1/C32/C33, respectively] so as to minimize steric interactions. Similarly, the two aryl rings are mutually anti with respect to the coordination plane and the improper torsion angle C4—N1—N2—C19 is -150.1 (3)°.

Please adopt a nomenclature which distinguishes adequately between HMDS-amido, HMDS-amino and HMDS-azido [or whatever was used in the Forbes et al. (2001) work]. HMDS alone may not be used to indicate a variety of similar ligands - specific details are required for each point of difference, for accuracy and rigour.

Related literature

For related literature, see: Allen & Kennard (1993); Andrews et al. (2000); Blake et al. (1996); Chao et al. (1989); Clegg et al. (1997); Forbes et al. (2000, 2001); Gibson et al. (2000); Henderson et al. (1997); Kennepohl et al. (1991, 1992); Lehmkuhl et al. (1986); Schumann et al. (2000); Sebestl et al. (1998); Westerhausen & Schwarz (1992).

S2. Experimental

All manipulations were carried out under an inert atmosphere of argon using standard Schlenk tube techniques. 2,6-Diisopropyl-N-(trimethylsilyl)aniline was synthesized as an ether-containing yellow liquid by the method of Chao et al. (1989). This amine (6 mmol) was then added to a 0.875 M solution of dibutylmagnesium (3 mmol) in heptane at 273 K. After heating the solution to reflux for 2 h, the volatile portions were removed under vacuum to leave (I) as a colourless solid (0.6 mmol, 20% yield), together with an unidentified orange oil. Crystals of (I) suitable for study by single-crystal diffraction were obtained from hexane solution.

S3. Refinement

All H atoms were placed in calculated positions and refined as riding, with C—H = 0.95–1.00 Å. Query.

Computing details

Data collection: MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1988); cell refinement: MSC/AFC Diffractometer Control Software; data reduction: TEXSAN (Molecular Structure Corporation, 1992); program(s) used to solve structure: SIR (Altomare et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

Figures

Fig. 1. The molecular view of (I) showing the atom-numbering scheme and with 50% probability displacement ellipsoids. H atoms have been omitted for clarity.

(diethyl ether-O)bis[2,6-diisopropyl-N-(trimethylsilyl)aniline-N]magnesium(II)

Crystal data

[Mg(C4H10O)(C15H26NSi)2]	F(000) = 1312
Mr = 595.35	Dx = 1.044 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71069 Å
a = 12.359 (2) Å	Cell parameters from 25 reflections
b = 18.443 (3) Å	θ = 15.7–18.5°
c = 16.984 (2) Å	µ = 0.14 mm^−1
β = 101.900 (14)°	T = 123 K
V = 3788.1 (10) Å^3	Plate, colourless
Z = 4	0.55 × 0.30 × 0.15 mm

Data collection

Rigaku AFC-7S diffractometer	Rint = 0.023
Radiation source: fine-focus sealed tube	θmax = 27.5°, θmin = 2.5°
Graphite monochromator	h = 0→16
ω/2θ scans	k = 0→23
9082 measured reflections	l = −22→21
8689 independent reflections	3 standard reflections every 150 reflections
5523 reflections with I > 2σ(I)	intensity decay: 0.9%

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.038	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.116	H-atom parameters constrained
S = 1.00	w = 1/[σ^2(Fo^2) + (0.0432P)^2 + 0.9303P] where P = (Fo^2 + 2Fc^2)/3
8689 reflections	(Δ/σ)max = 0.001
377 parameters	Δρmax = 0.44 e Å^−3
0 restraints	Δρmin = −0.20 e Å^−3

Special details

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.

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

	x	y	z	Uiso*/Ueq
Si1	0.65378 (4)	0.32763 (3)	0.14686 (3)	0.02303 (11)
Si2	0.16565 (4)	0.32305 (3)	0.21298 (3)	0.03127 (13)
Mg1	0.40542 (5)	0.26980 (3)	0.17360 (3)	0.02219 (13)
O1	0.34555 (11)	0.16729 (6)	0.17737 (9)	0.0376 (3)
N1	0.54609 (10)	0.26683 (7)	0.13559 (8)	0.0201 (3)
N2	0.29920 (11)	0.34006 (7)	0.20277 (8)	0.0228 (3)
C1	0.76462 (15)	0.31349 (13)	0.23954 (11)	0.0400 (5)
H1A	0.7310	0.3119	0.2870	0.060*
H1B	0.8177	0.3536	0.2451	0.060*
H1C	0.8029	0.2677	0.2349	0.060*
C2	0.72382 (14)	0.32362 (10)	0.05869 (11)	0.0313 (4)
H2A	0.7466	0.2736	0.0511	0.047*
H2B	0.7891	0.3551	0.0689	0.047*
H2C	0.6724	0.3400	0.0101	0.047*
C3	0.60505 (15)	0.42211 (10)	0.15767 (13)	0.0351 (4)
H3A	0.5552	0.4369	0.1076	0.053*
H3B	0.6688	0.4549	0.1690	0.053*
H3C	0.5656	0.4241	0.2021	0.053*
C4	0.54010 (13)	0.21146 (9)	0.07572 (9)	0.0206 (3)
C5	0.59877 (14)	0.14499 (9)	0.09145 (10)	0.0262 (4)
C6	0.58773 (16)	0.09231 (10)	0.03145 (11)	0.0320 (4)
H6	0.6271	0.0480	0.0425	0.038*
C7	0.52142 (17)	0.10273 (10)	−0.04331 (11)	0.0344 (4)
H7	0.5142	0.0658	−0.0831	0.041*
C8	0.46534 (16)	0.16769 (10)	−0.05989 (11)	0.0314 (4)
H8	0.4201	0.1752	−0.1117	0.038*
C9	0.47367 (14)	0.22250 (9)	−0.00232 (10)	0.0234 (3)
C10	0.67640 (15)	0.12981 (10)	0.17153 (11)	0.0332 (4)
H10	0.6664	0.1693	0.2098	0.040*
C11	0.79721 (17)	0.13112 (14)	0.16257 (14)	0.0484 (6)
H11A	0.8093	0.0926	0.1256	0.073*
H11B	0.8458	0.1233	0.2152	0.073*
H11C	0.8138	0.1782	0.1412	0.073*
C12	0.6529 (2)	0.05715 (12)	0.20888 (14)	0.0507 (6)
H12A	0.5743	0.0543	0.2108	0.076*
H12B	0.6976	0.0535	0.2636	0.076*
H12C	0.6719	0.0172	0.1761	0.076*
C13	0.41333 (14)	0.29364 (9)	−0.02586 (10)	0.0250 (3)
H13	0.4372	0.3286	0.0194	0.030*
C14	0.44259 (16)	0.32680 (10)	−0.10154 (11)	0.0320 (4)
H14A	0.5232	0.3289	−0.0952	0.048*
H14B	0.4119	0.3759	−0.1095	0.048*
H14C	0.4114	0.2968	−0.1483	0.048*
C15	0.28797 (15)	0.28499 (11)	−0.03823 (12)	0.0358 (4)
H15A	0.2636	0.2454	−0.0763	0.054*
H15B	0.2519	0.3302	−0.0598	0.054*
H15C	0.2681	0.2738	0.0134	0.054*
C16	0.1577 (2)	0.24671 (12)	0.28396 (17)	0.0549 (7)
H16A	0.1896	0.2029	0.2652	0.082*
H16B	0.0802	0.2377	0.2861	0.082*
H16C	0.1991	0.2595	0.3378	0.082*
C17	0.07103 (17)	0.29789 (14)	0.11545 (16)	0.0537 (6)
H17A	0.0639	0.3391	0.0783	0.081*
H17B	−0.0020	0.2852	0.1255	0.081*
H17C	0.1017	0.2562	0.0917	0.081*
C18	0.10410 (17)	0.40344 (11)	0.25463 (15)	0.0445 (5)
H18A	0.1450	0.4131	0.3095	0.067*
H18B	0.0265	0.3935	0.2555	0.067*
H18C	0.1086	0.4459	0.2207	0.067*
C19	0.34066 (13)	0.41149 (9)	0.22280 (10)	0.0228 (3)
C20	0.40035 (14)	0.42735 (10)	0.30152 (11)	0.0284 (4)
C21	0.44440 (15)	0.49658 (11)	0.31918 (13)	0.0359 (4)
H21	0.4860	0.5065	0.3716	0.043*
C22	0.42891 (15)	0.55088 (10)	0.26230 (14)	0.0383 (5)
H22	0.4597	0.5976	0.2753	0.046*
C23	0.36835 (15)	0.53671 (9)	0.18637 (13)	0.0337 (4)
H23	0.3566	0.5746	0.1476	0.040*
C24	0.32364 (13)	0.46818 (9)	0.16472 (11)	0.0270 (4)
C25	0.42075 (17)	0.36972 (11)	0.36707 (11)	0.0360 (4)
H25	0.3745	0.3268	0.3458	0.043*
C26	0.54130 (19)	0.34483 (14)	0.38423 (15)	0.0570 (6)
H26A	0.5603	0.3270	0.3344	0.085*
H26B	0.5515	0.3058	0.4242	0.085*
H26C	0.5894	0.3857	0.4050	0.085*
C27	0.3860 (3)	0.39311 (15)	0.44438 (14)	0.0678 (8)
H27A	0.4298	0.4352	0.4672	0.102*
H27B	0.3985	0.3531	0.4832	0.102*
H27C	0.3074	0.4060	0.4324	0.102*
C28	0.25881 (16)	0.45672 (11)	0.07964 (12)	0.0360 (4)
H28	0.2385	0.4042	0.0732	0.043*
C29	0.3241 (2)	0.47660 (12)	0.01556 (13)	0.0477 (5)
H29A	0.3441	0.5281	0.0205	0.071*
H29B	0.2786	0.4674	−0.0380	0.071*
H29C	0.3914	0.4471	0.0231	0.071*
C30	0.1517 (2)	0.50133 (17)	0.06245 (15)	0.0643 (7)
H30A	0.1036	0.4857	0.0985	0.096*
H30B	0.1136	0.4940	0.0064	0.096*
H30C	0.1694	0.5528	0.0715	0.096*
C31	0.4557 (2)	0.16224 (12)	0.31084 (15)	0.0533 (6)
H31A	0.5195	0.1783	0.2895	0.080*
H31B	0.4809	0.1307	0.3575	0.080*
H31C	0.4177	0.2045	0.3272	0.080*
C32	0.3778 (2)	0.12119 (11)	0.24721 (15)	0.0482 (6)
H32A	0.4143	0.0769	0.2325	0.058*
H32B	0.3116	0.1065	0.2676	0.058*
C33	0.26193 (17)	0.13398 (11)	0.11493 (14)	0.0425 (5)
H33A	0.2337	0.1708	0.0733	0.051*
H33B	0.1992	0.1182	0.1389	0.051*
C34	0.3038 (2)	0.07003 (12)	0.07545 (16)	0.0522 (6)
H34A	0.3699	0.0841	0.0557	0.078*
H34B	0.2465	0.0535	0.0303	0.078*
H34C	0.3225	0.0307	0.1147	0.078*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Si1	0.0174 (2)	0.0290 (2)	0.0220 (2)	−0.00193 (18)	0.00244 (16)	−0.00078 (19)
Si2	0.0276 (3)	0.0240 (2)	0.0480 (3)	−0.00492 (19)	0.0211 (2)	−0.0078 (2)
Mg1	0.0240 (3)	0.0185 (3)	0.0266 (3)	−0.0001 (2)	0.0111 (2)	0.0006 (2)
O1	0.0449 (8)	0.0196 (6)	0.0553 (9)	−0.0020 (6)	0.0268 (7)	0.0023 (6)
N1	0.0194 (6)	0.0222 (7)	0.0187 (6)	0.0010 (5)	0.0038 (5)	0.0001 (5)
N2	0.0238 (7)	0.0180 (7)	0.0297 (7)	−0.0022 (5)	0.0123 (6)	−0.0024 (5)
C1	0.0270 (9)	0.0579 (13)	0.0307 (10)	−0.0054 (9)	−0.0038 (8)	0.0021 (9)
C2	0.0253 (9)	0.0364 (10)	0.0343 (9)	−0.0033 (8)	0.0111 (7)	0.0014 (8)
C3	0.0286 (9)	0.0313 (10)	0.0470 (11)	−0.0068 (8)	0.0114 (8)	−0.0085 (8)
C4	0.0197 (7)	0.0222 (8)	0.0213 (8)	0.0000 (6)	0.0076 (6)	0.0020 (6)
C5	0.0261 (8)	0.0258 (8)	0.0283 (9)	0.0048 (7)	0.0090 (7)	0.0034 (7)
C6	0.0379 (10)	0.0245 (9)	0.0361 (10)	0.0100 (7)	0.0134 (8)	0.0016 (7)
C7	0.0462 (11)	0.0275 (9)	0.0314 (10)	0.0016 (8)	0.0123 (8)	−0.0075 (7)
C8	0.0406 (10)	0.0283 (9)	0.0235 (8)	−0.0005 (8)	0.0023 (7)	−0.0027 (7)
C9	0.0266 (8)	0.0230 (8)	0.0206 (8)	−0.0001 (6)	0.0052 (6)	0.0014 (6)
C10	0.0331 (9)	0.0354 (10)	0.0303 (9)	0.0145 (8)	0.0047 (7)	0.0051 (8)
C11	0.0330 (11)	0.0637 (15)	0.0459 (12)	0.0202 (10)	0.0018 (9)	0.0019 (11)
C12	0.0659 (15)	0.0440 (12)	0.0427 (12)	0.0208 (11)	0.0122 (11)	0.0166 (10)
C13	0.0292 (9)	0.0241 (8)	0.0196 (8)	0.0014 (7)	0.0001 (6)	0.0004 (6)
C14	0.0359 (10)	0.0306 (9)	0.0295 (9)	0.0011 (8)	0.0066 (7)	0.0074 (8)
C15	0.0316 (10)	0.0395 (11)	0.0381 (10)	0.0058 (8)	0.0110 (8)	0.0037 (8)
C16	0.0551 (14)	0.0354 (11)	0.0879 (19)	−0.0060 (10)	0.0465 (14)	0.0065 (12)
C17	0.0257 (10)	0.0609 (15)	0.0756 (17)	−0.0082 (10)	0.0131 (10)	−0.0282 (13)
C18	0.0394 (11)	0.0349 (11)	0.0691 (15)	−0.0018 (9)	0.0341 (11)	−0.0117 (10)
C19	0.0196 (8)	0.0192 (8)	0.0319 (9)	0.0011 (6)	0.0105 (7)	−0.0025 (7)
C20	0.0245 (8)	0.0289 (9)	0.0330 (9)	0.0039 (7)	0.0089 (7)	−0.0052 (7)
C21	0.0258 (9)	0.0363 (10)	0.0450 (11)	−0.0010 (8)	0.0056 (8)	−0.0168 (9)
C22	0.0270 (9)	0.0230 (9)	0.0674 (14)	−0.0050 (7)	0.0152 (9)	−0.0131 (9)
C23	0.0298 (9)	0.0212 (8)	0.0550 (12)	0.0009 (7)	0.0197 (9)	0.0039 (8)
C24	0.0220 (8)	0.0242 (8)	0.0375 (10)	0.0015 (6)	0.0122 (7)	0.0015 (7)
C25	0.0397 (10)	0.0400 (11)	0.0277 (9)	0.0088 (9)	0.0059 (8)	−0.0021 (8)
C26	0.0443 (13)	0.0660 (16)	0.0563 (15)	0.0173 (11)	0.0003 (11)	0.0095 (12)
C27	0.102 (2)	0.0679 (18)	0.0389 (13)	0.0253 (16)	0.0280 (14)	0.0030 (12)
C28	0.0393 (11)	0.0349 (10)	0.0340 (10)	0.0009 (8)	0.0081 (8)	0.0068 (8)
C29	0.0628 (14)	0.0402 (12)	0.0441 (12)	0.0127 (10)	0.0207 (11)	0.0109 (9)
C30	0.0478 (14)	0.094 (2)	0.0480 (14)	0.0208 (14)	0.0016 (11)	0.0118 (14)
C31	0.0691 (16)	0.0385 (12)	0.0570 (15)	0.0028 (11)	0.0239 (12)	0.0104 (11)
C32	0.0551 (13)	0.0269 (10)	0.0693 (16)	0.0039 (9)	0.0281 (12)	0.0132 (10)
C33	0.0427 (11)	0.0275 (10)	0.0629 (14)	−0.0056 (9)	0.0238 (10)	−0.0014 (9)
C34	0.0606 (15)	0.0333 (12)	0.0675 (16)	−0.0038 (10)	0.0241 (12)	−0.0085 (11)

Geometric parameters (Å, º)

Si1—N1	1.7206 (14)	C15—H15B	0.9800
Si1—C3	1.8650 (19)	C15—H15C	0.9800
Si1—C2	1.8794 (18)	C16—H16A	0.9800
Si1—C1	1.8796 (19)	C16—H16B	0.9800
Si2—N2	1.7236 (14)	C16—H16C	0.9800
Si2—C16	1.869 (2)	C17—H17A	0.9800
Si2—C18	1.8705 (19)	C17—H17B	0.9800
Si2—C17	1.878 (2)	C17—H17C	0.9800
Mg1—N1	1.9761 (14)	C18—H18A	0.9800
Mg1—N2	1.9789 (14)	C18—H18B	0.9800
Mg1—O1	2.0361 (13)	C18—H18C	0.9800
Mg1—C4	2.7988 (16)	C19—C20	1.418 (2)
O1—C32	1.447 (3)	C19—C24	1.423 (2)
O1—C33	1.455 (3)	C20—C21	1.396 (3)
N1—C4	1.432 (2)	C20—C25	1.522 (3)
N2—C19	1.429 (2)	C21—C22	1.377 (3)
C1—H1A	0.9800	C21—H21	0.9500
C1—H1B	0.9800	C22—C23	1.376 (3)
C1—H1C	0.9800	C22—H22	0.9500
C2—H2A	0.9800	C23—C24	1.398 (2)
C2—H2B	0.9800	C23—H23	0.9500
C2—H2C	0.9800	C24—C28	1.516 (3)
C3—H3A	0.9800	C25—C27	1.526 (3)
C3—H3B	0.9800	C25—C26	1.528 (3)
C3—H3C	0.9800	C25—H25	1.0000
C4—C5	1.421 (2)	C26—H26A	0.9800
C4—C9	1.423 (2)	C26—H26B	0.9800
C5—C6	1.394 (2)	C26—H26C	0.9800
C5—C10	1.520 (2)	C27—H27A	0.9800
C6—C7	1.375 (3)	C27—H27B	0.9800
C6—H6	0.9500	C27—H27C	0.9800
C7—C8	1.384 (3)	C28—C29	1.527 (3)
C7—H7	0.9500	C28—C30	1.535 (3)
C8—C9	1.395 (2)	C28—H28	1.0000
C8—H8	0.9500	C29—H29A	0.9800
C9—C13	1.521 (2)	C29—H29B	0.9800
C10—C11	1.532 (3)	C29—H29C	0.9800
C10—C12	1.536 (3)	C30—H30A	0.9800
C10—H10	1.0000	C30—H30B	0.9800
C11—H11A	0.9800	C30—H30C	0.9800
C11—H11B	0.9800	C31—C32	1.497 (3)
C11—H11C	0.9800	C31—H31A	0.9800
C12—H12A	0.9800	C31—H31B	0.9800
C12—H12B	0.9800	C31—H31C	0.9800
C12—H12C	0.9800	C32—H32A	0.9900
C13—C15	1.528 (2)	C32—H32B	0.9900
C13—C14	1.533 (2)	C33—C34	1.501 (3)
C13—H13	1.0000	C33—H33A	0.9900
C14—H14A	0.9800	C33—H33B	0.9900
C14—H14B	0.9800	C34—H34A	0.9800
C14—H14C	0.9800	C34—H34B	0.9800
C15—H15A	0.9800	C34—H34C	0.9800
N1—Si1—C3	111.21 (7)	Si2—C16—H16A	109.5
N1—Si1—C2	111.01 (7)	Si2—C16—H16B	109.5
C3—Si1—C2	109.04 (9)	H16A—C16—H16B	109.5
N1—Si1—C1	114.60 (8)	Si2—C16—H16C	109.5
C3—Si1—C1	103.98 (10)	H16A—C16—H16C	109.5
C2—Si1—C1	106.62 (9)	H16B—C16—H16C	109.5
N2—Si2—C16	112.37 (9)	Si2—C17—H17A	109.5
N2—Si2—C18	111.49 (8)	Si2—C17—H17B	109.5
C16—Si2—C18	105.88 (10)	H17A—C17—H17B	109.5
N2—Si2—C17	113.03 (9)	Si2—C17—H17C	109.5
C16—Si2—C17	106.06 (12)	H17A—C17—H17C	109.5
C18—Si2—C17	107.56 (11)	H17B—C17—H17C	109.5
N1—Mg1—N2	140.69 (6)	Si2—C18—H18A	109.5
N1—Mg1—O1	109.54 (6)	Si2—C18—H18B	109.5
N2—Mg1—O1	109.63 (6)	H18A—C18—H18B	109.5
C32—O1—C33	112.54 (15)	Si2—C18—H18C	109.5
C32—O1—Mg1	122.07 (13)	H18A—C18—H18C	109.5
C33—O1—Mg1	125.25 (12)	H18B—C18—H18C	109.5
C4—N1—Si1	117.98 (10)	C20—C19—C24	118.42 (15)
C4—N1—Mg1	109.37 (10)	C20—C19—N2	120.40 (15)
Si1—N1—Mg1	131.15 (8)	C24—C19—N2	121.18 (15)
C19—N2—Si2	116.59 (10)	C21—C20—C19	119.69 (17)
C19—N2—Mg1	116.07 (10)	C21—C20—C25	118.87 (17)
Si2—N2—Mg1	127.20 (8)	C19—C20—C25	121.41 (16)
Si1—C1—H1A	109.5	C22—C21—C20	121.50 (18)
Si1—C1—H1B	109.5	C22—C21—H21	119.2
H1A—C1—H1B	109.5	C20—C21—H21	119.2
Si1—C1—H1C	109.5	C23—C22—C21	119.31 (17)
H1A—C1—H1C	109.5	C23—C22—H22	120.3
H1B—C1—H1C	109.5	C21—C22—H22	120.3
Si1—C2—H2A	109.5	C22—C23—C24	121.82 (18)
Si1—C2—H2B	109.5	C22—C23—H23	119.1
H2A—C2—H2B	109.5	C24—C23—H23	119.1
Si1—C2—H2C	109.5	C23—C24—C19	119.21 (17)
H2A—C2—H2C	109.5	C23—C24—C28	118.64 (16)
H2B—C2—H2C	109.5	C19—C24—C28	122.15 (15)
Si1—C3—H3A	109.5	C20—C25—C27	113.49 (17)
Si1—C3—H3B	109.5	C20—C25—C26	110.92 (17)
H3A—C3—H3B	109.5	C27—C25—C26	110.9 (2)
Si1—C3—H3C	109.5	C20—C25—H25	107.0
H3A—C3—H3C	109.5	C27—C25—H25	107.0
H3B—C3—H3C	109.5	C26—C25—H25	107.0
C5—C4—C9	118.21 (15)	C25—C26—H26A	109.5
C5—C4—N1	122.13 (14)	C25—C26—H26B	109.5
C9—C4—N1	119.66 (14)	H26A—C26—H26B	109.5
C6—C5—C4	119.64 (16)	C25—C26—H26C	109.5
C6—C5—C10	118.32 (15)	H26A—C26—H26C	109.5
C4—C5—C10	122.03 (15)	H26B—C26—H26C	109.5
C7—C6—C5	121.83 (17)	C25—C27—H27A	109.5
C7—C6—H6	119.1	C25—C27—H27B	109.5
C5—C6—H6	119.1	H27A—C27—H27B	109.5
C6—C7—C8	119.14 (17)	C25—C27—H27C	109.5
C6—C7—H7	120.4	H27A—C27—H27C	109.5
C8—C7—H7	120.4	H27B—C27—H27C	109.5
C7—C8—C9	121.55 (17)	C24—C28—C29	113.13 (17)
C7—C8—H8	119.2	C24—C28—C30	111.86 (17)
C9—C8—H8	119.2	C29—C28—C30	107.31 (17)
C8—C9—C4	119.62 (15)	C24—C28—H28	108.1
C8—C9—C13	118.64 (15)	C29—C28—H28	108.1
C4—C9—C13	121.72 (14)	C30—C28—H28	108.1
C5—C10—C11	110.88 (16)	C28—C29—H29A	109.5
C5—C10—C12	113.09 (17)	C28—C29—H29B	109.5
C11—C10—C12	109.01 (17)	H29A—C29—H29B	109.5
C5—C10—H10	107.9	C28—C29—H29C	109.5
C11—C10—H10	107.9	H29A—C29—H29C	109.5
C12—C10—H10	107.9	H29B—C29—H29C	109.5
C10—C11—H11A	109.5	C28—C30—H30A	109.5
C10—C11—H11B	109.5	C28—C30—H30B	109.5
H11A—C11—H11B	109.5	H30A—C30—H30B	109.5
C10—C11—H11C	109.5	C28—C30—H30C	109.5
H11A—C11—H11C	109.5	H30A—C30—H30C	109.5
H11B—C11—H11C	109.5	H30B—C30—H30C	109.5
C10—C12—H12A	109.5	C32—C31—H31A	109.5
C10—C12—H12B	109.5	C32—C31—H31B	109.5
H12A—C12—H12B	109.5	H31A—C31—H31B	109.5
C10—C12—H12C	109.5	C32—C31—H31C	109.5
H12A—C12—H12C	109.5	H31A—C31—H31C	109.5
H12B—C12—H12C	109.5	H31B—C31—H31C	109.5
C9—C13—C15	111.98 (14)	O1—C32—C31	108.79 (17)
C9—C13—C14	112.13 (14)	O1—C32—H32A	109.9
C15—C13—C14	109.52 (14)	C31—C32—H32A	109.9
C9—C13—H13	107.7	O1—C32—H32B	109.9
C15—C13—H13	107.7	C31—C32—H32B	109.9
C14—C13—H13	107.7	H32A—C32—H32B	108.3
C13—C14—H14A	109.5	O1—C33—C34	113.49 (18)
C13—C14—H14B	109.5	O1—C33—H33A	108.9
H14A—C14—H14B	109.5	C34—C33—H33A	108.9
C13—C14—H14C	109.5	O1—C33—H33B	108.9
H14A—C14—H14C	109.5	C34—C33—H33B	108.9
H14B—C14—H14C	109.5	H33A—C33—H33B	107.7
C13—C15—H15A	109.5	C33—C34—H34A	109.5
C13—C15—H15B	109.5	C33—C34—H34B	109.5
H15A—C15—H15B	109.5	H34A—C34—H34B	109.5
C13—C15—H15C	109.5	C33—C34—H34C	109.5
H15A—C15—H15C	109.5	H34A—C34—H34C	109.5
H15B—C15—H15C	109.5	H34B—C34—H34C	109.5
N1—Mg1—O1—C32	87.27 (14)	C10—C5—C6—C7	−178.26 (17)
N2—Mg1—O1—C32	−96.17 (14)	C5—C6—C7—C8	1.0 (3)
C4—Mg1—O1—C32	103.92 (14)	C6—C7—C8—C9	−0.6 (3)
N1—Mg1—O1—C33	−97.29 (14)	C7—C8—C9—C4	−0.8 (3)
N2—Mg1—O1—C33	79.28 (14)	C7—C8—C9—C13	177.58 (17)
C4—Mg1—O1—C33	−80.63 (14)	C5—C4—C9—C8	1.9 (2)
C3—Si1—N1—C4	136.36 (12)	N1—C4—C9—C8	−178.15 (15)
C2—Si1—N1—C4	14.77 (14)	Mg1—C4—C9—C8	−137.64 (14)
C1—Si1—N1—C4	−106.08 (13)	C5—C4—C9—C13	−176.46 (15)
C3—Si1—N1—Mg1	−28.00 (13)	N1—C4—C9—C13	3.5 (2)
C2—Si1—N1—Mg1	−149.59 (10)	Mg1—C4—C9—C13	44.03 (16)
C1—Si1—N1—Mg1	89.56 (12)	C6—C5—C10—C11	70.1 (2)
N2—Mg1—N1—C4	−138.58 (11)	C4—C5—C10—C11	−108.30 (19)
O1—Mg1—N1—C4	36.30 (12)	C6—C5—C10—C12	−52.7 (2)
N2—Mg1—N1—Si1	26.80 (16)	C4—C5—C10—C12	128.91 (18)
O1—Mg1—N1—Si1	−158.31 (9)	C8—C9—C13—C15	70.1 (2)
C4—Mg1—N1—Si1	165.38 (17)	C4—C9—C13—C15	−111.60 (18)
C16—Si2—N2—C19	−121.69 (14)	C8—C9—C13—C14	−53.5 (2)
C18—Si2—N2—C19	−3.00 (16)	C4—C9—C13—C14	124.82 (16)
C17—Si2—N2—C19	118.30 (14)	Si2—N2—C19—C20	92.90 (16)
C16—Si2—N2—Mg1	53.70 (14)	Mg1—N2—C19—C20	−83.02 (16)
C18—Si2—N2—Mg1	172.39 (11)	Si2—N2—C19—C24	−87.29 (17)
C17—Si2—N2—Mg1	−66.31 (14)	Mg1—N2—C19—C24	96.79 (15)
N1—Mg1—N2—C19	−20.50 (17)	C24—C19—C20—C21	−2.6 (2)
O1—Mg1—N2—C19	164.61 (11)	N2—C19—C20—C21	177.25 (15)
C4—Mg1—N2—C19	−69.80 (19)	C24—C19—C20—C25	179.33 (15)
N1—Mg1—N2—Si2	164.09 (8)	N2—C19—C20—C25	−0.9 (2)
O1—Mg1—N2—Si2	−10.80 (12)	C19—C20—C21—C22	1.7 (3)
C4—Mg1—N2—Si2	114.79 (13)	C25—C20—C21—C22	179.86 (16)
Si1—N1—C4—C5	85.29 (17)	C20—C21—C22—C23	0.2 (3)
Mg1—N1—C4—C5	−107.13 (15)	C21—C22—C23—C24	−1.2 (3)
Si1—N1—C4—C9	−94.69 (15)	C22—C23—C24—C19	0.3 (3)
Mg1—N1—C4—C9	72.89 (15)	C22—C23—C24—C28	−179.44 (16)
Si1—N1—C4—Mg1	−167.57 (15)	C20—C19—C24—C23	1.6 (2)
N1—Mg1—C4—C5	101.75 (17)	N2—C19—C24—C23	−178.22 (14)
N2—Mg1—C4—C5	−174.05 (14)	C20—C19—C24—C28	−178.68 (15)
O1—Mg1—C4—C5	−44.23 (14)	N2—C19—C24—C28	1.5 (2)
N1—Mg1—C4—C9	−122.07 (15)	C21—C20—C25—C27	54.2 (3)
N2—Mg1—C4—C9	−37.87 (19)	C19—C20—C25—C27	−127.6 (2)
O1—Mg1—C4—C9	91.95 (11)	C21—C20—C25—C26	−71.4 (2)
N2—Mg1—C4—N1	84.20 (17)	C19—C20—C25—C26	106.7 (2)
O1—Mg1—C4—N1	−145.98 (11)	C23—C24—C28—C29	55.6 (2)
C9—C4—C5—C6	−1.6 (2)	C19—C24—C28—C29	−124.15 (18)
N1—C4—C5—C6	178.46 (15)	C23—C24—C28—C30	−65.8 (2)
Mg1—C4—C5—C6	128.09 (15)	C19—C24—C28—C30	114.5 (2)
C9—C4—C5—C10	176.80 (15)	C33—O1—C32—C31	−174.87 (17)
N1—C4—C5—C10	−3.2 (2)	Mg1—O1—C32—C31	1.1 (2)
Mg1—C4—C5—C10	−53.6 (2)	C32—O1—C33—C34	−68.5 (2)
C4—C5—C6—C7	0.2 (3)	Mg1—O1—C33—C34	115.67 (17)