Bis(μ-diisopropyl-hydoxylaminato)-κ(2) O:N;κ(2) O:O-bis-[(diisopropyl-hydoxylaminato-κO)beryllium].

The title compound, [Be2(C6H14NO)4], was prepared from a solution of BeCl2 in diethyl ether and two equivalents of O-lithia-ted N,N-diisopropyl-hydoxyl-amine. The mol-ecular structure is composed of a dinuclear unit forming a central five-membered planar Be-O-Be-O-N ring (sum of inter-nal angles = 540.0°; r.m.s. deviation from planarity = 0.0087 Å). Both Be atoms show the unusual coordination number of three, with one Be atom coordinated by three O atoms and the other by two O atoms and one N atom, both in distorted trigonal-planar environments. The Be-O distances are in the range 1.493 (5)-1.600 (5) Å and the Be-N distance is 1.741 (5) Å.

Related literature

For general background to metal compounds containing hydroxyl­amine ligands, see: Ullrich (2007 ▶). For further information on beryllium coordination compounds, see: Berger, Hartmann et al. (2001 ▶); Berger, Schmidt et al. (2001 ▶); Dressel et al. (2003 ▶); Berger et al. (2011 ▶); for information about coordination compounds containing Be—N bonds, see: Dressel et al. (2003 ▶); Neumüller & Dehnicke (2010 ▶).

Experimental

Crystal data

[Be2(C6H14NO)4]

M = 482.75

Triclinic,

a = 8.2156 (17) Å

b = 13.248 (3) Å

c = 14.317 (3) Å

α = 98.82 (2)°

β = 97.42 (2)°

γ = 102.42 (2)°

V = 1482.5 (5) Å3

Z = 2

Mo Kα radiation

μ = 0.07 mm−1

T = 110 K

0.20 × 0.10 × 0.05 mm

Data collection

Stoe IPDS diffractometer

20278 measured reflections

5220 independent reflections

2359 reflections with I > 2σ(I)

R int = 0.162

Refinement

R[F 2 > 2σ(F 2)] = 0.061

wR(F 2) = 0.169

S = 0.98

5220 reflections

323 parameters

H-atom parameters constrained

Δρmax = 0.17 e Å−3

Δρmin = −0.22 e Å−3

Data collection: X-AREA (Stoe & Cie, 2012 ▶); cell refinement: X-AREA; data reduction: X-RED32 (Stoe & Cie, 2012 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: PLATON (Spek, 2009 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Click here for additional data file.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812045655/wm2695sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812045655/wm2695Isup2.hkl

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

[Be2(C6H14NO)4]	Z = 2
Mr = 482.75	F(000) = 536
Triclinic, P1	Dx = 1.081 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.2156 (17) Å	Cell parameters from 5000 reflections
b = 13.248 (3) Å	θ = 4.3–25.2°
c = 14.317 (3) Å	µ = 0.07 mm−1
α = 98.82 (2)°	T = 110 K
β = 97.42 (2)°	Block, colourless
γ = 102.42 (2)°	0.20 × 0.10 × 0.05 mm
V = 1482.5 (5) Å3

Stoe IPDS diffractometer	2359 reflections with I > 2σ(I)
Radiation source: sealed tube	Rint = 0.162
Graphite monochromator	θmax = 25.8°, θmin = 4.2°
rotation scans	h = −10→9
20278 measured reflections	k = −16→16
5220 independent reflections	l = −17→17

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.061	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.169	H-atom parameters constrained
S = 0.98	w = 1/[σ2(Fo2) + (0.0603P)2] where P = (Fo2 + 2Fc2)/3
5220 reflections	(Δ/σ)max < 0.001
323 parameters	Δρmax = 0.17 e Å−3
0 restraints	Δρmin = −0.22 e Å−3
0 constraints

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
O1	0.0493 (3)	0.11429 (16)	0.64521 (17)	0.0425 (6)
N1	0.1242 (3)	0.1998 (2)	0.6006 (2)	0.0406 (7)
Be1	0.2326 (6)	0.3041 (3)	0.6921 (3)	0.0413 (11)
O2	0.0366 (3)	0.07170 (16)	0.82450 (17)	0.0454 (6)
N2	−0.0419 (3)	−0.03765 (19)	0.7809 (2)	0.0415 (7)
Be2	0.0876 (5)	0.1400 (3)	0.7543 (3)	0.0399 (11)
O3	0.1982 (3)	0.25866 (16)	0.78337 (17)	0.0415 (6)
N3	0.2877 (4)	0.3196 (2)	0.8786 (2)	0.0437 (7)
O4	0.3156 (3)	0.39645 (16)	0.65618 (18)	0.0449 (6)
N4	0.3860 (3)	0.50261 (19)	0.7113 (2)	0.0408 (7)
C11	0.2354 (4)	0.1547 (3)	0.5371 (3)	0.0446 (9)
H11	0.1673	0.0866	0.4967	0.054*
C12	0.3817 (5)	0.1326 (3)	0.6004 (3)	0.0560 (10)
H12A	0.4490	0.0977	0.5603	0.084*
H12B	0.3376	0.0869	0.6437	0.084*
H12C	0.4529	0.1991	0.6382	0.084*
C13	0.3003 (6)	0.2276 (3)	0.4717 (3)	0.0601 (11)
H13A	0.2059	0.2320	0.4244	0.090*
H13B	0.3835	0.2003	0.4386	0.090*
H13C	0.3537	0.2977	0.5097	0.090*
C14	−0.0187 (4)	0.2287 (3)	0.5431 (3)	0.0468 (9)
H14	0.0312	0.2870	0.5109	0.056*
C15	−0.1278 (5)	0.2706 (3)	0.6101 (3)	0.0577 (11)
H15A	−0.1862	0.2133	0.6386	0.087*
H15B	−0.2114	0.2990	0.5739	0.087*
H15C	−0.0563	0.3264	0.6610	0.087*
C16	−0.1257 (5)	0.1398 (3)	0.4662 (3)	0.0623 (12)
H16A	−0.0545	0.1152	0.4222	0.094*
H16B	−0.2144	0.1648	0.4305	0.094*
H16C	−0.1778	0.0818	0.4959	0.094*
C21	0.0464 (5)	−0.1004 (3)	0.8373 (3)	0.0476 (9)
H21	0.0360	−0.0819	0.9064	0.057*
C22	−0.0306 (5)	−0.2169 (3)	0.8010 (3)	0.0647 (12)
H22A	−0.1447	−0.2352	0.8167	0.097*
H22B	0.0397	−0.2577	0.8316	0.097*
H22C	−0.0365	−0.2330	0.7314	0.097*
C23	0.2317 (5)	−0.0756 (3)	0.8273 (3)	0.0619 (11)
H23A	0.2415	−0.0873	0.7592	0.093*
H23B	0.2889	−0.1215	0.8598	0.093*
H23C	0.2844	−0.0019	0.8565	0.093*
C24	−0.2226 (4)	−0.0542 (3)	0.7891 (3)	0.0484 (10)
H24	−0.2763	−0.1304	0.7633	0.058*
C25	−0.3057 (5)	0.0085 (3)	0.7246 (3)	0.0576 (11)
H25A	−0.2711	0.0834	0.7537	0.086*
H25B	−0.4289	−0.0157	0.7170	0.086*
H25C	−0.2705	−0.0019	0.6617	0.086*
C26	−0.2600 (5)	−0.0305 (3)	0.8900 (3)	0.0624 (11)
H26A	−0.2184	−0.0779	0.9283	0.094*
H26B	−0.3823	−0.0409	0.8878	0.094*
H26C	−0.2034	0.0425	0.9193	0.094*
C31	0.1634 (5)	0.3670 (3)	0.9256 (3)	0.0508 (10)
H31	0.2247	0.4063	0.9902	0.061*
C32	0.1153 (5)	0.4483 (3)	0.8714 (3)	0.0613 (11)
H32A	0.2171	0.4911	0.8552	0.092*
H32B	0.0613	0.4936	0.9114	0.092*
H32C	0.0364	0.4129	0.8124	0.092*
C33	0.0087 (6)	0.2913 (3)	0.9430 (4)	0.0710 (13)
H33A	−0.0626	0.2561	0.8815	0.106*
H33B	−0.0554	0.3302	0.9821	0.106*
H33C	0.0441	0.2386	0.9768	0.106*
C34	0.3584 (5)	0.2466 (3)	0.9307 (3)	0.0508 (10)
H34	0.2658	0.1855	0.9350	0.061*
C35	0.4895 (5)	0.2079 (3)	0.8798 (3)	0.0597 (11)
H35A	0.4369	0.1708	0.8147	0.090*
H35B	0.5359	0.1598	0.9151	0.090*
H35C	0.5806	0.2679	0.8765	0.090*
C36	0.4425 (6)	0.3052 (4)	1.0308 (3)	0.0769 (14)
H36A	0.5129	0.3737	1.0267	0.115*
H36B	0.5132	0.2641	1.0606	0.115*
H36C	0.3555	0.3158	1.0696	0.115*
C41	0.3229 (4)	0.5723 (3)	0.6515 (3)	0.0467 (9)
H41	0.3582	0.5599	0.5872	0.056*
C42	0.1321 (5)	0.5490 (3)	0.6387 (3)	0.0613 (11)
H42A	0.0842	0.4764	0.6048	0.092*
H42B	0.0914	0.5974	0.6013	0.092*
H42C	0.0969	0.5581	0.7017	0.092*
C43	0.3965 (5)	0.6860 (3)	0.6994 (3)	0.0624 (12)
H43A	0.3752	0.6961	0.7656	0.094*
H43B	0.3433	0.7316	0.6642	0.094*
H43C	0.5186	0.7039	0.6994	0.094*
C44	0.5723 (4)	0.5197 (3)	0.7237 (3)	0.0470 (9)
H44	0.6210	0.5937	0.7584	0.056*
C45	0.6278 (5)	0.4488 (3)	0.7884 (3)	0.0603 (11)
H45A	0.5682	0.4513	0.8434	0.090*
H45B	0.7500	0.4728	0.8111	0.090*
H45C	0.6013	0.3764	0.7526	0.090*
C46	0.6461 (5)	0.5079 (3)	0.6317 (3)	0.0604 (11)
H46A	0.5945	0.4380	0.5929	0.091*
H46B	0.7686	0.5165	0.6475	0.091*
H46C	0.6230	0.5618	0.5955	0.091*

	U11	U22	U33	U12	U13	U23
O1	0.0456 (13)	0.0334 (12)	0.0449 (16)	0.0015 (10)	0.0067 (11)	0.0084 (10)
N1	0.0435 (15)	0.0342 (14)	0.0440 (19)	0.0069 (12)	0.0066 (13)	0.0109 (12)
Be1	0.040 (2)	0.037 (2)	0.042 (3)	0.0016 (19)	0.009 (2)	0.0029 (19)
O2	0.0464 (14)	0.0352 (12)	0.0473 (16)	0.0003 (10)	0.0035 (11)	0.0022 (10)
N2	0.0387 (15)	0.0319 (14)	0.049 (2)	0.0029 (12)	0.0026 (14)	0.0058 (13)
Be2	0.038 (2)	0.038 (2)	0.041 (3)	0.0036 (18)	0.005 (2)	0.0078 (19)
O3	0.0405 (12)	0.0366 (12)	0.0399 (15)	0.0030 (10)	−0.0006 (10)	−0.0006 (10)
N3	0.0471 (17)	0.0424 (16)	0.0347 (18)	0.0055 (13)	−0.0002 (14)	−0.0011 (12)
O4	0.0483 (13)	0.0320 (12)	0.0477 (16)	0.0022 (10)	0.0048 (11)	0.0003 (10)
N4	0.0420 (15)	0.0273 (14)	0.0484 (19)	0.0031 (11)	0.0020 (13)	0.0050 (12)
C11	0.049 (2)	0.0362 (18)	0.045 (2)	0.0063 (15)	0.0083 (17)	0.0022 (15)
C12	0.052 (2)	0.053 (2)	0.060 (3)	0.0120 (18)	0.0070 (19)	0.0014 (18)
C13	0.075 (3)	0.050 (2)	0.055 (3)	0.008 (2)	0.021 (2)	0.0089 (18)
C14	0.048 (2)	0.0366 (18)	0.051 (2)	0.0068 (15)	−0.0053 (18)	0.0097 (16)
C15	0.047 (2)	0.054 (2)	0.071 (3)	0.0150 (18)	0.005 (2)	0.010 (2)
C16	0.065 (3)	0.051 (2)	0.062 (3)	0.0111 (19)	−0.012 (2)	0.0035 (19)
C21	0.051 (2)	0.0422 (19)	0.047 (2)	0.0076 (16)	0.0034 (18)	0.0115 (16)
C22	0.069 (3)	0.045 (2)	0.075 (3)	0.0069 (19)	0.003 (2)	0.012 (2)
C23	0.050 (2)	0.059 (2)	0.076 (3)	0.0136 (19)	0.008 (2)	0.010 (2)
C24	0.0353 (19)	0.047 (2)	0.058 (3)	0.0014 (15)	0.0062 (18)	0.0097 (17)
C25	0.048 (2)	0.062 (2)	0.064 (3)	0.0139 (18)	0.004 (2)	0.015 (2)
C26	0.054 (2)	0.072 (3)	0.066 (3)	0.012 (2)	0.020 (2)	0.020 (2)
C31	0.055 (2)	0.049 (2)	0.043 (2)	0.0100 (17)	0.0112 (18)	−0.0044 (17)
C32	0.057 (2)	0.057 (2)	0.068 (3)	0.0160 (19)	0.013 (2)	0.003 (2)
C33	0.073 (3)	0.063 (3)	0.079 (4)	0.014 (2)	0.038 (3)	0.004 (2)
C34	0.055 (2)	0.052 (2)	0.042 (2)	0.0074 (18)	0.0027 (18)	0.0120 (17)
C35	0.055 (2)	0.059 (2)	0.065 (3)	0.0181 (19)	−0.001 (2)	0.016 (2)
C36	0.090 (3)	0.074 (3)	0.054 (3)	0.016 (2)	−0.018 (2)	0.001 (2)
C41	0.050 (2)	0.0396 (19)	0.050 (2)	0.0095 (16)	0.0088 (18)	0.0101 (16)
C42	0.048 (2)	0.056 (2)	0.078 (3)	0.0118 (18)	−0.002 (2)	0.018 (2)
C43	0.064 (3)	0.038 (2)	0.078 (3)	0.0074 (18)	0.000 (2)	0.0071 (19)
C44	0.0338 (18)	0.0428 (19)	0.059 (3)	0.0017 (15)	0.0042 (17)	0.0068 (17)
C45	0.045 (2)	0.067 (3)	0.066 (3)	0.0125 (19)	0.002 (2)	0.015 (2)
C46	0.050 (2)	0.060 (2)	0.075 (3)	0.0095 (19)	0.021 (2)	0.018 (2)

O1—N1	1.447 (3)	C24—C26	1.516 (6)
O1—Be2	1.522 (5)	C24—C25	1.525 (5)
N1—C14	1.498 (4)	C24—H24	1.0000
N1—C11	1.517 (5)	C25—H25A	0.9800
N1—Be1	1.741 (5)	C25—H25B	0.9800
Be1—O4	1.467 (5)	C25—H25C	0.9800
Be1—O3	1.554 (5)	C26—H26A	0.9800
Be1—Be2	2.587 (6)	C26—H26B	0.9800
O2—N2	1.457 (3)	C26—H26C	0.9800
O2—Be2	1.493 (5)	C31—C32	1.509 (6)
N2—C24	1.476 (4)	C31—C33	1.514 (5)
N2—C21	1.478 (4)	C31—H31	1.0000
Be2—O3	1.600 (5)	C32—H32A	0.9800
O3—N3	1.483 (3)	C32—H32B	0.9800
N3—C34	1.476 (5)	C32—H32C	0.9800
N3—C31	1.488 (5)	C33—H33A	0.9800
O4—N4	1.459 (3)	C33—H33B	0.9800
N4—C41	1.479 (4)	C33—H33C	0.9800
N4—C44	1.481 (4)	C34—C35	1.510 (6)
C11—C13	1.509 (5)	C34—C36	1.518 (5)
C11—C12	1.517 (5)	C34—H34	1.0000
C11—H11	1.0000	C35—H35A	0.9800
C12—H12A	0.9800	C35—H35B	0.9800
C12—H12B	0.9800	C35—H35C	0.9800
C12—H12C	0.9800	C36—H36A	0.9800
C13—H13A	0.9800	C36—H36B	0.9800
C13—H13B	0.9800	C36—H36C	0.9800
C13—H13C	0.9800	C41—C42	1.512 (5)
C14—C16	1.511 (5)	C41—C43	1.514 (5)
C14—C15	1.517 (6)	C41—H41	1.0000
C14—H14	1.0000	C42—H42A	0.9800
C15—H15A	0.9800	C42—H42B	0.9800
C15—H15B	0.9800	C42—H42C	0.9800
C15—H15C	0.9800	C43—H43A	0.9800
C16—H16A	0.9800	C43—H43B	0.9800
C16—H16B	0.9800	C43—H43C	0.9800
C16—H16C	0.9800	C44—C45	1.513 (5)
C21—C22	1.517 (5)	C44—C46	1.520 (6)
C21—C23	1.517 (5)	C44—H44	1.0000
C21—H21	1.0000	C45—H45A	0.9800
C22—H22A	0.9800	C45—H45B	0.9800
C22—H22B	0.9800	C45—H45C	0.9800
C22—H22C	0.9800	C46—H46A	0.9800
C23—H23A	0.9800	C46—H46B	0.9800
C23—H23B	0.9800	C46—H46C	0.9800
C23—H23C	0.9800
N1—O1—Be2	113.4 (2)	C26—C24—C25	110.5 (3)
O1—N1—C14	106.6 (2)	N2—C24—H24	107.0
O1—N1—C11	105.0 (2)	C26—C24—H24	107.0
C14—N1—C11	111.8 (3)	C25—C24—H24	107.0
O1—N1—Be1	107.4 (3)	C24—C25—H25A	109.5
C14—N1—Be1	110.8 (3)	C24—C25—H25B	109.5
C11—N1—Be1	114.6 (3)	H25A—C25—H25B	109.5
O4—Be1—O3	144.9 (3)	C24—C25—H25C	109.5
O4—Be1—N1	112.9 (3)	H25A—C25—H25C	109.5
O3—Be1—N1	102.2 (3)	H25B—C25—H25C	109.5
O4—Be1—Be2	179.4 (3)	C24—C26—H26A	109.5
O3—Be1—Be2	35.46 (16)	C24—C26—H26B	109.5
N1—Be1—Be2	66.72 (19)	H26A—C26—H26B	109.5
N2—O2—Be2	113.9 (3)	C24—C26—H26C	109.5
O2—N2—C24	106.3 (3)	H26A—C26—H26C	109.5
O2—N2—C21	105.3 (2)	H26B—C26—H26C	109.5
C24—N2—C21	112.7 (3)	N3—C31—C32	109.3 (3)
O2—Be2—O1	129.0 (3)	N3—C31—C33	116.6 (3)
O2—Be2—O3	124.3 (3)	C32—C31—C33	111.5 (4)
O1—Be2—O3	106.7 (3)	N3—C31—H31	106.2
O2—Be2—Be1	158.5 (3)	C32—C31—H31	106.2
O1—Be2—Be1	72.4 (2)	C33—C31—H31	106.2
O3—Be2—Be1	34.30 (16)	C31—C32—H32A	109.5
N3—O3—Be1	119.2 (2)	C31—C32—H32B	109.5
N3—O3—Be2	129.8 (3)	H32A—C32—H32B	109.5
Be1—O3—Be2	110.2 (3)	C31—C32—H32C	109.5
C34—N3—O3	107.3 (2)	H32A—C32—H32C	109.5
C34—N3—C31	114.6 (3)	H32B—C32—H32C	109.5
O3—N3—C31	107.2 (2)	C31—C33—H33A	109.5
N4—O4—Be1	126.9 (3)	C31—C33—H33B	109.5
O4—N4—C41	104.9 (2)	H33A—C33—H33B	109.5
O4—N4—C44	106.6 (3)	C31—C33—H33C	109.5
C41—N4—C44	112.3 (3)	H33A—C33—H33C	109.5
C13—C11—N1	112.1 (3)	H33B—C33—H33C	109.5
C13—C11—C12	110.4 (3)	N3—C34—C35	110.1 (3)
N1—C11—C12	108.7 (3)	N3—C34—C36	108.6 (3)
C13—C11—H11	108.5	C35—C34—C36	108.8 (4)
N1—C11—H11	108.5	N3—C34—H34	109.8
C12—C11—H11	108.5	C35—C34—H34	109.8
C11—C12—H12A	109.5	C36—C34—H34	109.8
C11—C12—H12B	109.5	C34—C35—H35A	109.5
H12A—C12—H12B	109.5	C34—C35—H35B	109.5
C11—C12—H12C	109.5	H35A—C35—H35B	109.5
H12A—C12—H12C	109.5	C34—C35—H35C	109.5
H12B—C12—H12C	109.5	H35A—C35—H35C	109.5
C11—C13—H13A	109.5	H35B—C35—H35C	109.5
C11—C13—H13B	109.5	C34—C36—H36A	109.5
H13A—C13—H13B	109.5	C34—C36—H36B	109.5
C11—C13—H13C	109.5	H36A—C36—H36B	109.5
H13A—C13—H13C	109.5	C34—C36—H36C	109.5
H13B—C13—H13C	109.5	H36A—C36—H36C	109.5
N1—C14—C16	113.9 (3)	H36B—C36—H36C	109.5
N1—C14—C15	109.4 (3)	N4—C41—C42	109.9 (3)
C16—C14—C15	110.3 (3)	N4—C41—C43	109.6 (3)
N1—C14—H14	107.7	C42—C41—C43	109.5 (3)
C16—C14—H14	107.7	N4—C41—H41	109.3
C15—C14—H14	107.7	C42—C41—H41	109.3
C14—C15—H15A	109.5	C43—C41—H41	109.3
C14—C15—H15B	109.5	C41—C42—H42A	109.5
H15A—C15—H15B	109.5	C41—C42—H42B	109.5
C14—C15—H15C	109.5	H42A—C42—H42B	109.5
H15A—C15—H15C	109.5	C41—C42—H42C	109.5
H15B—C15—H15C	109.5	H42A—C42—H42C	109.5
C14—C16—H16A	109.5	H42B—C42—H42C	109.5
C14—C16—H16B	109.5	C41—C43—H43A	109.5
H16A—C16—H16B	109.5	C41—C43—H43B	109.5
C14—C16—H16C	109.5	H43A—C43—H43B	109.5
H16A—C16—H16C	109.5	C41—C43—H43C	109.5
H16B—C16—H16C	109.5	H43A—C43—H43C	109.5
N2—C21—C22	110.1 (3)	H43B—C43—H43C	109.5
N2—C21—C23	109.0 (3)	N4—C44—C45	109.2 (3)
C22—C21—C23	109.3 (3)	N4—C44—C46	115.8 (3)
N2—C21—H21	109.4	C45—C44—C46	110.9 (3)
C22—C21—H21	109.4	N4—C44—H44	106.8
C23—C21—H21	109.4	C45—C44—H44	106.8
C21—C22—H22A	109.5	C46—C44—H44	106.8
C21—C22—H22B	109.5	C44—C45—H45A	109.5
H22A—C22—H22B	109.5	C44—C45—H45B	109.5
C21—C22—H22C	109.5	H45A—C45—H45B	109.5
H22A—C22—H22C	109.5	C44—C45—H45C	109.5
H22B—C22—H22C	109.5	H45A—C45—H45C	109.5
C21—C23—H23A	109.5	H45B—C45—H45C	109.5
C21—C23—H23B	109.5	C44—C46—H46A	109.5
H23A—C23—H23B	109.5	C44—C46—H46B	109.5
C21—C23—H23C	109.5	H46A—C46—H46B	109.5
H23A—C23—H23C	109.5	C44—C46—H46C	109.5
H23B—C23—H23C	109.5	H46A—C46—H46C	109.5
N2—C24—C26	115.6 (3)	H46B—C46—H46C	109.5
N2—C24—C25	109.3 (3)