N-[Bis(2,4,6-tri­methyl­phenoxy)­phos­phinoyl]-P,P,P-tris(2,4,6-tri­methyl­phenoxy)phosphazene

The title compound, C₄₅H₅₅NO₆P₂, consists of an acyclic P=N-P(O) monophosphazene chain and five bulky 2,4,6-tri­methyl­phenoxy side groups which predominantly determine the molecular shape. Although the P-N single [1.586 (3) Å] and P=N double [1.517 (3) Å] bonds are significantly different from each other, both are substantially shorter than the ideal P-N single bond. The P-N-P angle [146.0 (2)°] corresponds to the upper limit reported for acyclic phosphazene derivatives in the literature.

Computing details

Data collection: MolEN (Fair, 1990); cell refinement: MolEN; data reduction: MolEN; program(s) used to solve structure: SHELXS86 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

(II)

Crystal data

C45H55NO6P2	Z = 2
Mr = 767.89	Dx = 1.187 Mg m^−3
Triclinic, P1	Cu Kα radiation, λ = 1.54180 Å
a = 11.704 (1) Å	Cell parameters from 25 reflections
b = 11.751 (2) Å	θ = 19–42°
c = 15.640 (2) Å	µ = 1.29 mm^−1
α = 91.75 (1)°	T = 298 K
β = 92.18 (1)°	Block-like, colourless
γ = 90.55 (1)°	0.30 × 0.25 × 0.20 mm
V = 2148.3 (5) Å^3

Data collection

Enraf-Nonius CAD-4 diffractometer	Rint = 0.060
ω/2θ scans	θmax = 74.4°
Absorption correction: ψ scans MolEN (Fair, 1990)	h = 0→14
Tmin = 0.646, Tmax = 0.774	k = −14→14
9238 measured reflections	l = −19→19
8754 independent reflections	3 standard reflections every 120 min
5311 reflections with F > 4.0σ(F)	intensity decay: 1%

Refinement

Refinement on F^2	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.068	w = 1/[σ^2(Fo^2) + (0.0938P)^2 + 1.2262P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.199	(Δ/σ)max = 0.04
S = 1.00	Δρmax = 0.48 e Å^−3
8754 reflections	Δρmin = −0.62 e Å^−3
502 parameters

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

	x	y	z	Uiso*/Ueq
P1	0.18003 (7)	0.26510 (7)	0.40343 (5)	0.0443 (2)
P2	0.22225 (7)	0.39434 (7)	0.24745 (5)	0.0475 (2)
O1	0.3370 (2)	0.4435 (2)	0.25554 (16)	0.0579 (6)
O2	0.12192 (19)	0.48346 (18)	0.25835 (14)	0.0518 (6)
O3	0.19458 (19)	0.3429 (2)	0.15322 (14)	0.0540 (6)
O4	0.07971 (18)	0.17653 (18)	0.41111 (14)	0.0499 (5)
O5	0.28555 (18)	0.20886 (18)	0.45015 (15)	0.0526 (6)
O6	0.15609 (19)	0.36578 (18)	0.46732 (14)	0.0513 (6)
N1	0.1903 (2)	0.2971 (2)	0.31076 (18)	0.0543 (7)
C1	0.0934 (3)	0.5671 (3)	0.1985 (2)	0.0501 (8)
C2	0.1529 (3)	0.6699 (3)	0.2008 (2)	0.0547 (8)
C3	0.1202 (3)	0.7493 (3)	0.1419 (2)	0.0622 (10)
H3	0.1605	0.8178	0.1417	0.075
C4	0.0302 (4)	0.7316 (3)	0.0833 (2)	0.0685 (11)
C5	−0.0293 (3)	0.6293 (3)	0.0853 (2)	0.0659 (10)
H5	−0.0917	0.6168	0.0474	0.079
C6	0.0007 (3)	0.5448 (3)	0.1419 (2)	0.0544 (8)
C7	0.2495 (4)	0.6961 (3)	0.2653 (3)	0.0742 (12)
H7A	0.2223	0.6899	0.3221	0.111
H7B	0.2776	0.7720	0.2579	0.111
H7C	0.3102	0.6429	0.2570	0.111
C8	−0.0037 (5)	0.8216 (4)	0.0200 (3)	0.1048 (17)
H8A	0.0249	0.8014	−0.0351	0.157
H8B	0.0282	0.8939	0.0394	0.157
H8C	−0.0855	0.8266	0.0157	0.157
C9	−0.0663 (3)	0.4352 (3)	0.1442 (3)	0.0686 (10)
H9A	−0.1115	0.4247	0.0920	0.103
H9B	−0.1156	0.4381	0.1918	0.103
H9C	−0.0145	0.3728	0.1502	0.103
C10	0.2812 (3)	0.3055 (3)	0.0998 (2)	0.0534 (8)
C11	0.3347 (3)	0.3829 (3)	0.0489 (2)	0.0551 (8)
C12	0.4160 (4)	0.3416 (4)	−0.0055 (3)	0.0701 (11)
H12	0.4536	0.3928	−0.0392	0.084
C13	0.4437 (4)	0.2281 (4)	−0.0120 (3)	0.0825 (13)
C14	0.3873 (4)	0.1544 (4)	0.0375 (3)	0.0838 (13)
H14	0.4048	0.0774	0.0334	0.101
C15	0.3045 (4)	0.1890 (3)	0.0941 (3)	0.0692 (11)
C16	0.3051 (3)	0.5074 (3)	0.0529 (3)	0.0656 (10)
H16A	0.3338	0.5439	0.0038	0.098
H16B	0.3392	0.5424	0.1041	0.098
H16C	0.2236	0.5154	0.0533	0.098
C17	0.5325 (6)	0.1868 (5)	−0.0738 (4)	0.127 (2)
H17A	0.6054	0.1820	−0.0439	0.191
H17B	0.5378	0.2392	−0.1193	0.191
H17C	0.5104	0.1129	−0.0970	0.191
C18	0.2418 (4)	0.1044 (4)	0.1465 (3)	0.0885 (14)
H18A	0.2378	0.0320	0.1164	0.133
H18B	0.1658	0.1310	0.1558	0.133
H18C	0.2819	0.0965	0.2007	0.133
C19	−0.0060 (3)	0.1538 (3)	0.3455 (2)	0.0526 (8)
C20	−0.0943 (3)	0.2289 (3)	0.3342 (3)	0.0643 (10)
C21	−0.1774 (4)	0.1997 (5)	0.2712 (3)	0.0830 (14)
H21	−0.2380	0.2488	0.2615	0.100
C22	−0.1725 (4)	0.0998 (5)	0.2226 (3)	0.0883 (15)
C23	−0.0829 (4)	0.0276 (4)	0.2384 (3)	0.0844 (13)
H23	−0.0794	−0.0400	0.2062	0.101
C24	0.0016 (3)	0.0516 (3)	0.3000 (2)	0.0615 (9)
C25	−0.1019 (4)	0.3376 (4)	0.3870 (3)	0.0897 (14)
H25A	−0.1748	0.3720	0.3758	0.135
H25B	−0.0421	0.3890	0.3722	0.135
H25C	−0.0936	0.3210	0.4466	0.135
C26	−0.2640 (5)	0.0708 (7)	0.1529 (4)	0.150 (3)
H26A	−0.2286	0.0383	0.1036	0.225
H26B	−0.3034	0.1389	0.1373	0.225
H26C	−0.3176	0.0171	0.1740	0.225
C27	0.0973 (4)	−0.0307 (3)	0.3178 (3)	0.0767 (12)
H27A	0.1693	0.0054	0.3080	0.115
H27B	0.0876	−0.0968	0.2805	0.115
H27C	0.0958	−0.0531	0.3763	0.115
C28	0.3394 (3)	0.1047 (3)	0.4268 (2)	0.0489 (8)
C29	0.3101 (3)	0.0096 (3)	0.4719 (2)	0.0606 (9)
C30	0.3675 (4)	−0.0903 (3)	0.4506 (3)	0.0724 (12)
H30	0.3488	−0.1564	0.4785	0.087
C31	0.4495 (4)	−0.0960 (3)	0.3912 (3)	0.0682 (11)
C32	0.4777 (3)	0.0019 (4)	0.3516 (3)	0.0689 (11)
H32	0.5343	−0.0006	0.3114	0.083
C33	0.4247 (3)	0.1059 (3)	0.3693 (2)	0.0571 (9)
C34	0.4684 (4)	0.2117 (4)	0.3298 (4)	0.0948 (16)
H34A	0.4651	0.2745	0.3703	0.142
H34B	0.4219	0.2277	0.2798	0.142
H34C	0.5460	0.2007	0.3140	0.142
C35	0.5118 (4)	−0.2056 (4)	0.3716 (4)	0.0990 (17)
H35A	0.5540	−0.2284	0.4219	0.149
H35B	0.5634	−0.1937	0.3264	0.149
H35C	0.4573	−0.2641	0.3540	0.149
C36	0.2256 (4)	0.0137 (4)	0.5411 (3)	0.0963 (16)
H36A	0.2347	0.0841	0.5735	0.145
H36B	0.2383	−0.0489	0.5783	0.145
H36C	0.1495	0.0085	0.5161	0.145
C37	0.2137 (3)	0.3907 (3)	0.5484 (2)	0.0505 (8)
C38	0.3078 (3)	0.4619 (3)	0.5487 (2)	0.0505 (8)
C39	0.3617 (3)	0.4877 (3)	0.6278 (2)	0.0593 (9)
H39	0.4264	0.5344	0.6300	0.071
C40	0.3226 (3)	0.4467 (4)	0.7024 (2)	0.0676 (10)
C41	0.2267 (4)	0.3791 (4)	0.6982 (3)	0.0716 (11)
H41	0.1996	0.3514	0.7488	0.086
C42	0.1678 (3)	0.3498 (3)	0.6213 (3)	0.0632 (10)
C43	0.0594 (4)	0.2814 (4)	0.6203 (3)	0.0999 (17)
H43A	−0.0029	0.3267	0.5994	0.150
H43B	0.0449	0.2583	0.6773	0.150
H43C	0.0666	0.2151	0.5835	0.150
C44	0.3840 (5)	0.4756 (6)	0.7868 (3)	0.1111 (19)
H44A	0.4645	0.4637	0.7816	0.167
H44B	0.3558	0.4276	0.8300	0.167
H44C	0.3709	0.5539	0.8025	0.167
C45	0.3459 (4)	0.5142 (4)	0.4692 (3)	0.0720 (11)
H45A	0.3762	0.4564	0.4320	0.108
H45B	0.4041	0.5705	0.4835	0.108
H45C	0.2821	0.5496	0.4407	0.108

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
P1	0.0418 (4)	0.0429 (4)	0.0486 (5)	0.0002 (3)	0.0046 (3)	0.0035 (3)
P2	0.0467 (5)	0.0508 (5)	0.0455 (5)	−0.0002 (4)	0.0044 (4)	0.0056 (4)
O1	0.0520 (14)	0.0571 (14)	0.0648 (15)	−0.0038 (11)	0.0004 (11)	0.0089 (12)
O2	0.0573 (14)	0.0516 (13)	0.0471 (13)	0.0088 (11)	0.0062 (10)	0.0050 (10)
O3	0.0542 (13)	0.0610 (14)	0.0470 (13)	0.0047 (11)	0.0051 (10)	0.0004 (11)
O4	0.0497 (13)	0.0499 (12)	0.0503 (13)	−0.0005 (10)	0.0013 (10)	0.0064 (10)
O5	0.0478 (13)	0.0512 (13)	0.0584 (14)	0.0113 (10)	−0.0019 (11)	−0.0008 (11)
O6	0.0514 (13)	0.0455 (12)	0.0568 (14)	0.0087 (10)	0.0044 (11)	−0.0076 (10)
N1	0.0572 (17)	0.0526 (16)	0.0540 (17)	0.0020 (13)	0.0098 (14)	0.0045 (13)
C1	0.0508 (19)	0.0524 (19)	0.0474 (19)	0.0069 (15)	0.0039 (15)	0.0035 (15)
C2	0.054 (2)	0.0509 (19)	0.059 (2)	0.0011 (16)	0.0022 (16)	−0.0033 (16)
C3	0.075 (3)	0.0469 (19)	0.064 (2)	−0.0004 (18)	0.000 (2)	−0.0002 (17)
C4	0.088 (3)	0.060 (2)	0.057 (2)	0.011 (2)	−0.009 (2)	0.0074 (18)
C5	0.065 (2)	0.074 (3)	0.058 (2)	0.012 (2)	−0.0115 (18)	−0.0003 (19)
C6	0.053 (2)	0.059 (2)	0.0506 (19)	0.0041 (16)	−0.0007 (16)	−0.0018 (16)
C7	0.078 (3)	0.060 (2)	0.081 (3)	−0.005 (2)	−0.024 (2)	−0.007 (2)
C8	0.146 (5)	0.080 (3)	0.087 (3)	0.009 (3)	−0.034 (3)	0.023 (3)
C9	0.061 (2)	0.068 (2)	0.076 (3)	−0.0061 (19)	−0.006 (2)	0.000 (2)
C10	0.053 (2)	0.059 (2)	0.0473 (19)	0.0004 (16)	0.0018 (15)	0.0000 (16)
C11	0.058 (2)	0.059 (2)	0.0481 (19)	0.0020 (17)	0.0004 (16)	0.0044 (16)
C12	0.074 (3)	0.078 (3)	0.060 (2)	0.009 (2)	0.019 (2)	0.011 (2)
C13	0.094 (3)	0.081 (3)	0.076 (3)	0.020 (3)	0.028 (3)	0.004 (2)
C14	0.107 (4)	0.067 (3)	0.079 (3)	0.020 (3)	0.025 (3)	0.001 (2)
C15	0.090 (3)	0.054 (2)	0.064 (2)	0.005 (2)	0.008 (2)	0.0053 (18)
C16	0.071 (2)	0.063 (2)	0.064 (2)	0.0037 (19)	0.0074 (19)	0.0123 (19)
C17	0.146 (5)	0.113 (4)	0.129 (5)	0.046 (4)	0.073 (4)	0.010 (4)
C18	0.124 (4)	0.061 (3)	0.081 (3)	−0.003 (3)	0.021 (3)	0.003 (2)
C19	0.0462 (19)	0.058 (2)	0.054 (2)	−0.0068 (16)	0.0060 (15)	0.0061 (16)
C20	0.050 (2)	0.066 (2)	0.079 (3)	0.0018 (18)	0.0076 (19)	0.014 (2)
C21	0.052 (2)	0.110 (4)	0.089 (3)	−0.007 (2)	−0.008 (2)	0.028 (3)
C22	0.064 (3)	0.131 (4)	0.069 (3)	−0.025 (3)	−0.011 (2)	0.006 (3)
C23	0.070 (3)	0.104 (4)	0.078 (3)	−0.025 (3)	−0.001 (2)	−0.013 (3)
C24	0.055 (2)	0.066 (2)	0.063 (2)	−0.0149 (18)	0.0055 (18)	−0.0016 (19)
C25	0.064 (3)	0.083 (3)	0.122 (4)	0.028 (2)	0.002 (3)	0.007 (3)
C26	0.094 (4)	0.243 (9)	0.109 (5)	−0.038 (5)	−0.036 (4)	−0.011 (5)
C27	0.081 (3)	0.056 (2)	0.093 (3)	−0.007 (2)	0.006 (2)	−0.013 (2)
C28	0.0450 (18)	0.0471 (18)	0.0542 (19)	0.0065 (14)	−0.0050 (15)	0.0031 (15)
C29	0.056 (2)	0.061 (2)	0.064 (2)	0.0046 (18)	−0.0061 (18)	0.0177 (18)
C30	0.070 (3)	0.050 (2)	0.097 (3)	0.0041 (19)	−0.019 (2)	0.023 (2)
C31	0.066 (3)	0.055 (2)	0.082 (3)	0.0148 (19)	−0.022 (2)	−0.003 (2)
C32	0.057 (2)	0.075 (3)	0.075 (3)	0.023 (2)	0.0042 (19)	0.001 (2)
C33	0.0459 (19)	0.055 (2)	0.072 (2)	0.0117 (16)	0.0024 (17)	0.0100 (18)
C34	0.063 (3)	0.084 (3)	0.143 (5)	0.016 (2)	0.035 (3)	0.043 (3)
C35	0.091 (3)	0.069 (3)	0.134 (4)	0.032 (3)	−0.035 (3)	−0.015 (3)
C36	0.091 (3)	0.106 (4)	0.096 (4)	0.013 (3)	0.020 (3)	0.055 (3)
C37	0.054 (2)	0.0493 (18)	0.0490 (19)	0.0068 (16)	0.0069 (15)	−0.0005 (15)
C38	0.0517 (19)	0.0525 (19)	0.0476 (19)	0.0050 (16)	0.0024 (15)	0.0037 (15)
C39	0.050 (2)	0.070 (2)	0.058 (2)	0.0046 (17)	0.0006 (17)	−0.0009 (18)
C40	0.059 (2)	0.089 (3)	0.055 (2)	0.019 (2)	−0.0001 (18)	0.001 (2)
C41	0.093 (3)	0.072 (3)	0.052 (2)	0.016 (2)	0.023 (2)	0.0096 (19)
C42	0.071 (2)	0.056 (2)	0.064 (2)	−0.0015 (18)	0.024 (2)	0.0001 (18)
C43	0.113 (4)	0.101 (4)	0.087 (3)	−0.037 (3)	0.049 (3)	−0.013 (3)
C44	0.095 (4)	0.180 (6)	0.056 (3)	0.026 (4)	−0.014 (3)	−0.003 (3)
C45	0.076 (3)	0.075 (3)	0.065 (2)	−0.024 (2)	−0.002 (2)	0.009 (2)

Geometric parameters (Å, º)

P1—N1	1.517 (3)	C21—C22	1.381 (7)
P1—O6	1.560 (2)	C21—H21	0.9300
P1—O5	1.573 (2)	C22—C23	1.374 (7)
P1—O4	1.572 (2)	C22—C26	1.528 (7)
P2—O1	1.457 (2)	C23—C24	1.375 (6)
P2—N1	1.586 (3)	C23—H23	0.9300
P2—O2	1.591 (2)	C24—C27	1.511 (6)
P2—O3	1.596 (2)	C25—H25A	0.9600
O2—C1	1.411 (4)	C25—H25B	0.9600
O3—C10	1.403 (4)	C25—H25C	0.9600
O4—C19	1.425 (4)	C26—H26A	0.9600
O5—C28	1.426 (4)	C26—H26B	0.9600
O6—C37	1.433 (4)	C26—H26C	0.9600
C1—C2	1.388 (5)	C27—H27A	0.9600
C1—C6	1.392 (5)	C27—H27B	0.9600
C2—C3	1.377 (5)	C27—H27C	0.9600
C2—C7	1.509 (5)	C28—C33	1.370 (5)
C3—C4	1.380 (5)	C28—C29	1.387 (5)
C3—H3	0.9300	C29—C30	1.396 (6)
C4—C5	1.385 (5)	C29—C36	1.493 (6)
C4—C8	1.516 (5)	C30—C31	1.361 (6)
C5—C6	1.389 (5)	C30—H30	0.9300
C5—H5	0.9300	C31—C32	1.367 (6)
C6—C9	1.503 (5)	C31—C35	1.515 (5)
C7—H7A	0.9600	C32—C33	1.401 (5)
C7—H7B	0.9600	C32—H32	0.9300
C7—H7C	0.9600	C33—C34	1.499 (5)
C8—H8A	0.9600	C34—H34A	0.9600
C8—H8B	0.9600	C34—H34B	0.9600
C8—H8C	0.9600	C34—H34C	0.9600
C9—H9A	0.9600	C35—H35A	0.9600
C9—H9B	0.9600	C35—H35B	0.9600
C9—H9C	0.9600	C35—H35C	0.9600
C10—C11	1.386 (5)	C36—H36A	0.9600
C10—C15	1.399 (5)	C36—H36B	0.9600
C11—C12	1.383 (5)	C36—H36C	0.9600
C11—C16	1.507 (5)	C37—C42	1.376 (5)
C12—C13	1.378 (6)	C37—C38	1.377 (5)
C12—H12	0.9300	C38—C39	1.391 (5)
C13—C14	1.363 (6)	C38—C45	1.485 (5)
C13—C17	1.518 (6)	C39—C40	1.369 (5)
C14—C15	1.393 (6)	C39—H39	0.9300
C14—H14	0.9300	C40—C41	1.367 (6)
C15—C18	1.510 (5)	C40—C44	1.506 (6)
C16—H16A	0.9600	C41—C42	1.396 (6)
C16—H16B	0.9600	C41—H41	0.9300
C16—H16C	0.9600	C42—C43	1.495 (6)
C17—H17A	0.9600	C43—H43A	0.9600
C17—H17B	0.9600	C43—H43B	0.9600
C17—H17C	0.9600	C43—H43C	0.9600
C18—H18A	0.9600	C44—H44A	0.9600
C18—H18B	0.9600	C44—H44B	0.9600
C18—H18C	0.9600	C44—H44C	0.9600
C19—C20	1.376 (5)	C45—H45A	0.9600
C19—C24	1.382 (5)	C45—H45B	0.9600
C20—C21	1.391 (6)	C45—H45C	0.9600
C20—C25	1.504 (6)
N1—P1—O6	115.44 (14)	C23—C22—C21	118.3 (4)
N1—P1—O5	118.44 (14)	C23—C22—C26	121.0 (6)
O6—P1—O5	100.78 (13)	C21—C22—C26	120.8 (6)
N1—P1—O4	109.95 (14)	C22—C23—C24	122.5 (5)
O6—P1—O4	106.55 (12)	C22—C23—H23	118.7
O5—P1—O4	104.45 (12)	C24—C23—H23	118.7
O1—P2—N1	117.95 (15)	C23—C24—C19	116.9 (4)
O1—P2—O2	114.68 (14)	C23—C24—C27	121.5 (4)
N1—P2—O2	103.20 (13)	C19—C24—C27	121.6 (3)
O1—P2—O3	111.61 (14)	C20—C25—H25A	109.5
N1—P2—O3	105.92 (14)	C20—C25—H25B	109.5
O2—P2—O3	101.84 (13)	H25A—C25—H25B	109.5
C1—O2—P2	124.2 (2)	C20—C25—H25C	109.5
C10—O3—P2	121.9 (2)	H25A—C25—H25C	109.5
C19—O4—P1	123.80 (19)	H25B—C25—H25C	109.5
C28—O5—P1	127.3 (2)	C22—C26—H26A	109.5
C37—O6—P1	127.2 (2)	C22—C26—H26B	109.5
P1—N1—P2	146.0 (2)	H26A—C26—H26B	109.5
C2—C1—C6	122.3 (3)	C22—C26—H26C	109.5
C2—C1—O2	119.9 (3)	H26A—C26—H26C	109.5
C6—C1—O2	117.7 (3)	H26B—C26—H26C	109.5
C3—C2—C1	117.5 (3)	C24—C27—H27A	109.5
C3—C2—C7	120.3 (3)	C24—C27—H27B	109.5
C1—C2—C7	122.1 (3)	H27A—C27—H27B	109.5
C2—C3—C4	122.9 (4)	C24—C27—H27C	109.5
C2—C3—H3	118.5	H27A—C27—H27C	109.5
C4—C3—H3	118.5	H27B—C27—H27C	109.5
C3—C4—C5	117.6 (3)	C33—C28—C29	123.6 (3)
C3—C4—C8	121.2 (4)	C33—C28—O5	119.2 (3)
C5—C4—C8	121.1 (4)	C29—C28—O5	116.7 (3)
C4—C5—C6	122.4 (4)	C28—C29—C30	115.7 (4)
C4—C5—H5	118.8	C28—C29—C36	122.6 (4)
C6—C5—H5	118.8	C30—C29—C36	121.7 (4)
C5—C6—C1	117.3 (3)	C31—C30—C29	123.4 (4)
C5—C6—C9	121.6 (3)	C31—C30—H30	118.3
C1—C6—C9	121.1 (3)	C29—C30—H30	118.3
C2—C7—H7A	109.5	C30—C31—C32	117.9 (4)
C2—C7—H7B	109.5	C30—C31—C35	121.7 (4)
H7A—C7—H7B	109.5	C32—C31—C35	120.4 (4)
C2—C7—H7C	109.5	C31—C32—C33	122.5 (4)
H7A—C7—H7C	109.5	C31—C32—H32	118.8
H7B—C7—H7C	109.5	C33—C32—H32	118.8
C4—C8—H8A	109.5	C28—C33—C32	116.7 (3)
C4—C8—H8B	109.5	C28—C33—C34	124.0 (3)
H8A—C8—H8B	109.5	C32—C33—C34	119.2 (3)
C4—C8—H8C	109.5	C33—C34—H34A	109.5
H8A—C8—H8C	109.5	C33—C34—H34B	109.5
H8B—C8—H8C	109.5	H34A—C34—H34B	109.5
C6—C9—H9A	109.5	C33—C34—H34C	109.5
C6—C9—H9B	109.5	H34A—C34—H34C	109.5
H9A—C9—H9B	109.5	H34B—C34—H34C	109.5
C6—C9—H9C	109.5	C31—C35—H35A	109.5
H9A—C9—H9C	109.5	C31—C35—H35B	109.5
H9B—C9—H9C	109.5	H35A—C35—H35B	109.5
C11—C10—C15	121.7 (3)	C31—C35—H35C	109.5
C11—C10—O3	119.5 (3)	H35A—C35—H35C	109.5
C15—C10—O3	118.6 (3)	H35B—C35—H35C	109.5
C12—C11—C10	117.6 (3)	C29—C36—H36A	109.5
C12—C11—C16	121.2 (3)	C29—C36—H36B	109.5
C10—C11—C16	121.2 (3)	H36A—C36—H36B	109.5
C13—C12—C11	122.9 (4)	C29—C36—H36C	109.5
C13—C12—H12	118.6	H36A—C36—H36C	109.5
C11—C12—H12	118.6	H36B—C36—H36C	109.5
C14—C13—C12	117.7 (4)	C42—C37—C38	123.8 (3)
C14—C13—C17	121.4 (4)	C42—C37—O6	118.9 (3)
C12—C13—C17	120.9 (4)	C38—C37—O6	117.1 (3)
C13—C14—C15	123.0 (4)	C37—C38—C39	116.8 (3)
C13—C14—H14	118.5	C37—C38—C45	121.7 (3)
C15—C14—H14	118.5	C39—C38—C45	121.4 (3)
C14—C15—C10	117.1 (4)	C40—C39—C38	122.2 (4)
C14—C15—C18	121.5 (4)	C40—C39—H39	118.9
C10—C15—C18	121.4 (4)	C38—C39—H39	118.9
C11—C16—H16A	109.5	C39—C40—C41	118.3 (4)
C11—C16—H16B	109.5	C39—C40—C44	120.6 (4)
H16A—C16—H16B	109.5	C41—C40—C44	121.1 (4)
C11—C16—H16C	109.5	C40—C41—C42	122.8 (4)
H16A—C16—H16C	109.5	C40—C41—H41	118.6
H16B—C16—H16C	109.5	C42—C41—H41	118.6
C13—C17—H17A	109.5	C37—C42—C41	116.0 (4)
C13—C17—H17B	109.5	C37—C42—C43	123.0 (4)
H17A—C17—H17B	109.5	C41—C42—C43	120.9 (4)
C13—C17—H17C	109.5	C42—C43—H43A	109.5
H17A—C17—H17C	109.5	C42—C43—H43B	109.5
H17B—C17—H17C	109.5	H43A—C43—H43B	109.5
C15—C18—H18A	109.5	C42—C43—H43C	109.5
C15—C18—H18B	109.5	H43A—C43—H43C	109.5
H18A—C18—H18B	109.5	H43B—C43—H43C	109.5
C15—C18—H18C	109.5	C40—C44—H44A	109.5
H18A—C18—H18C	109.5	C40—C44—H44B	109.5
H18B—C18—H18C	109.5	H44A—C44—H44B	109.5
C20—C19—C24	123.6 (4)	C40—C44—H44C	109.5
C20—C19—O4	119.6 (3)	H44A—C44—H44C	109.5
C24—C19—O4	116.7 (3)	H44B—C44—H44C	109.5
C19—C20—C21	116.7 (4)	C38—C45—H45A	109.5
C19—C20—C25	122.2 (4)	C38—C45—H45B	109.5
C21—C20—C25	121.1 (4)	H45A—C45—H45B	109.5
C22—C21—C20	121.9 (4)	C38—C45—H45C	109.5
C22—C21—H21	119.0	H45A—C45—H45C	109.5
C20—C21—H21	119.0	H45B—C45—H45C	109.5
O1—P2—O2—C1	69.8 (3)	O3—C10—C15—C18	−2.4 (6)
N1—P2—O2—C1	−160.6 (3)	P1—O4—C19—C20	−77.7 (4)
O3—P2—O2—C1	−50.9 (3)	P1—O4—C19—C24	106.4 (3)
O1—P2—O3—C10	25.6 (3)	C24—C19—C20—C21	−2.1 (6)
N1—P2—O3—C10	−104.0 (3)	O4—C19—C20—C21	−177.7 (3)
O2—P2—O3—C10	148.4 (2)	C24—C19—C20—C25	177.8 (4)
N1—P1—O4—C19	−15.1 (3)	O4—C19—C20—C25	2.2 (5)
O6—P1—O4—C19	110.7 (3)	C19—C20—C21—C22	0.5 (6)
O5—P1—O4—C19	−143.2 (2)	C25—C20—C21—C22	−179.4 (4)
N1—P1—O5—C28	−60.1 (3)	C20—C21—C22—C23	0.6 (7)
O6—P1—O5—C28	173.0 (2)	C20—C21—C22—C26	−179.0 (4)
O4—P1—O5—C28	62.6 (3)	C21—C22—C23—C24	−0.4 (7)
N1—P1—O6—C37	−132.4 (3)	C26—C22—C23—C24	179.3 (5)
O5—P1—O6—C37	−3.5 (3)	C22—C23—C24—C19	−1.0 (6)
O4—P1—O6—C37	105.2 (3)	C22—C23—C24—C27	178.2 (4)
O6—P1—N1—P2	27.1 (4)	C20—C19—C24—C23	2.3 (6)
O5—P1—N1—P2	−92.5 (4)	O4—C19—C24—C23	178.0 (3)
O4—P1—N1—P2	147.6 (3)	C20—C19—C24—C27	−176.9 (3)
O1—P2—N1—P1	58.5 (4)	O4—C19—C24—C27	−1.2 (5)
O2—P2—N1—P1	−69.1 (4)	P1—O5—C28—C33	87.4 (4)
O3—P2—N1—P1	−175.7 (3)	P1—O5—C28—C29	−99.8 (3)
P2—O2—C1—C2	−83.9 (4)	C33—C28—C29—C30	−4.8 (5)
P2—O2—C1—C6	99.8 (3)	O5—C28—C29—C30	−177.3 (3)
C6—C1—C2—C3	−2.7 (5)	C33—C28—C29—C36	173.2 (4)
O2—C1—C2—C3	−178.8 (3)	O5—C28—C29—C36	0.6 (5)
C6—C1—C2—C7	176.8 (4)	C28—C29—C30—C31	1.6 (6)
O2—C1—C2—C7	0.6 (5)	C36—C29—C30—C31	−176.3 (4)
C1—C2—C3—C4	1.6 (6)	C29—C30—C31—C32	1.0 (6)
C7—C2—C3—C4	−177.9 (4)	C29—C30—C31—C35	178.5 (4)
C2—C3—C4—C5	0.6 (6)	C30—C31—C32—C33	−0.7 (6)
C2—C3—C4—C8	179.5 (4)	C35—C31—C32—C33	−178.3 (4)
C3—C4—C5—C6	−1.9 (6)	C29—C28—C33—C32	5.0 (6)
C8—C4—C5—C6	179.2 (4)	O5—C28—C33—C32	177.4 (3)
C4—C5—C6—C1	0.9 (6)	C29—C28—C33—C34	−170.8 (4)
C4—C5—C6—C9	178.9 (4)	O5—C28—C33—C34	1.5 (6)
C2—C1—C6—C5	1.5 (5)	C31—C32—C33—C28	−2.1 (6)
O2—C1—C6—C5	177.7 (3)	C31—C32—C33—C34	173.9 (4)
C2—C1—C6—C9	−176.5 (3)	P1—O6—C37—C42	−94.1 (3)
O2—C1—C6—C9	−0.3 (5)	P1—O6—C37—C38	90.7 (3)
P2—O3—C10—C11	−86.6 (4)	C42—C37—C38—C39	3.6 (5)
P2—O3—C10—C15	98.7 (4)	O6—C37—C38—C39	178.6 (3)
C15—C10—C11—C12	−2.7 (6)	C42—C37—C38—C45	−172.8 (4)
O3—C10—C11—C12	−177.2 (3)	O6—C37—C38—C45	2.2 (5)
C15—C10—C11—C16	177.3 (4)	C37—C38—C39—C40	−1.2 (5)
O3—C10—C11—C16	2.8 (5)	C45—C38—C39—C40	175.2 (4)
C10—C11—C12—C13	1.2 (6)	C38—C39—C40—C41	−0.6 (6)
C16—C11—C12—C13	−178.8 (4)	C38—C39—C40—C44	179.4 (4)
C11—C12—C13—C14	0.3 (7)	C39—C40—C41—C42	0.4 (6)
C11—C12—C13—C17	179.1 (5)	C44—C40—C41—C42	−179.6 (4)
C12—C13—C14—C15	−0.5 (8)	C38—C37—C42—C41	−3.8 (5)
C17—C13—C14—C15	−179.3 (5)	O6—C37—C42—C41	−178.7 (3)
C13—C14—C15—C10	−0.9 (7)	C38—C37—C42—C43	174.2 (4)
C13—C14—C15—C18	178.6 (5)	O6—C37—C42—C43	−0.7 (5)
C11—C10—C15—C14	2.5 (6)	C40—C41—C42—C37	1.7 (6)
O3—C10—C15—C14	177.1 (4)	C40—C41—C42—C43	−176.3 (4)
C11—C10—C15—C18	−176.9 (4)