rac-2,2'-Bis(diphenyl­phosphino­yl)-1,1'-binaphth­yl

In the structure of the title compound, C₄₄H₃₂O₂P₂, the dihedral angle between the naphthyl ring systems is 88.74 (4)°.

Key indicators

• Single-crystal X-ray study
• T = 273 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.052
• wR factor = 0.130
• Data-to-parameter ratio = 14.9

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical .          ?
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent .....          ?
PLAT180_ALERT_3_C Check Cell Rounding: # of Values Ending with 0 =          3

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   3 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

---

Computing details

Data collection: APEX2 (Bruker, 2005); cell refinement: APEX2; data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2001); software used to prepare material for publication: SHELXTL.

rac-2,2'-Bis(diphenylphosphinoyl)-1,1'-binaphthyl

Crystal data

C44H32O2P2	F(000) = 1368
Mr = 654.64	Dx = 1.325 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 9650 reflections
a = 8.630 (1) Å	θ = 2.3–28.1°
b = 36.969 (4) Å	µ = 0.17 mm^−1
c = 10.605 (1) Å	T = 273 K
β = 104.111 (1)°	Block, colourless
V = 3281.3 (7) Å^3	0.37 × 0.27 × 0.17 mm
Z = 4

Data collection

Bruker SMART APEXII CCD area-detector diffractometer	6449 independent reflections
Radiation source: fine-focus sealed tube	5919 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.028
ω scans	θmax = 26.0°, θmin = 2.1°
Absorption correction: integration (XPREP; Bruker, 2005)	h = −10→10
Tmin = 0.939, Tmax = 0.971	k = −45→45
34454 measured reflections	l = −13→13

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)] = 0.052	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.130	H-atom parameters constrained
S = 1.12	w = 1/[σ^2(Fo^2) + (0.0509P)^2 + 5.0134P] where P = (Fo^2 + 2Fc^2)/3
6449 reflections	(Δ/σ)max < 0.001
433 parameters	Δρmax = 0.41 e Å^−3
0 restraints	Δρmin = −0.41 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
P1	−0.00500 (7)	0.160425 (15)	0.29190 (6)	0.01404 (14)
P2	−0.10081 (7)	0.091105 (15)	−0.04525 (6)	0.01463 (14)
O2	−0.09294 (19)	0.07268 (4)	0.08050 (15)	0.0192 (3)
O1	−0.08970 (19)	0.17411 (4)	0.16175 (15)	0.0180 (3)
C3	0.1465 (3)	0.09661 (6)	0.3983 (2)	0.0170 (5)
H3	0.1066	0.1022	0.4699	0.020*
C27	0.1248 (3)	0.19476 (6)	0.3827 (2)	0.0162 (4)
C20	0.2481 (3)	0.16912 (6)	0.0722 (2)	0.0161 (4)
C5	0.3006 (3)	0.05710 (6)	0.2942 (2)	0.0167 (5)
C14	0.0754 (3)	0.18711 (6)	−0.1372 (2)	0.0179 (5)
H14	0.0470	0.2037	−0.2049	0.021*
C1	0.1850 (3)	0.11337 (6)	0.1869 (2)	0.0146 (4)
C4	0.2298 (3)	0.06521 (6)	0.3980 (2)	0.0176 (5)
H4	0.2400	0.0490	0.4666	0.021*
C33	−0.3015 (3)	0.10557 (6)	−0.1229 (2)	0.0166 (4)
C12	0.0253 (3)	0.13091 (6)	−0.0363 (2)	0.0146 (4)
C39	−0.0383 (3)	0.06194 (6)	−0.1605 (2)	0.0163 (4)
C40	−0.0715 (3)	0.06925 (6)	−0.2934 (2)	0.0203 (5)
H40	−0.1292	0.0898	−0.3266	0.024*
C15	0.2065 (3)	0.19461 (6)	−0.0309 (2)	0.0165 (4)
C16	0.3008 (3)	0.22624 (6)	−0.0261 (2)	0.0204 (5)
H16	0.2711	0.2438	−0.0904	0.025*
C19	0.3871 (3)	0.17535 (6)	0.1728 (2)	0.0203 (5)
H19	0.4164	0.1588	0.2404	0.024*
C11	0.1515 (3)	0.13759 (6)	0.0700 (2)	0.0141 (4)
C6	0.3941 (3)	0.02544 (6)	0.2942 (2)	0.0211 (5)
H6	0.4008	0.0082	0.3593	0.025*
C13	−0.0096 (3)	0.15587 (6)	−0.1414 (2)	0.0166 (5)
H13	−0.0916	0.1508	−0.2141	0.020*
C9	0.3680 (3)	0.07551 (6)	0.0931 (2)	0.0190 (5)
H9	0.3588	0.0917	0.0247	0.023*
C2	0.1197 (2)	0.12089 (6)	0.2911 (2)	0.0143 (4)
C38	−0.4083 (3)	0.08057 (6)	−0.1956 (2)	0.0199 (5)
H38	−0.3717	0.0580	−0.2140	0.024*
C44	0.0491 (3)	0.03113 (6)	−0.1118 (2)	0.0197 (5)
H44	0.0728	0.0263	−0.0230	0.024*
C26	−0.1866 (3)	0.17017 (7)	0.4756 (2)	0.0227 (5)
H26	−0.1303	0.1916	0.4992	0.027*
C21	−0.1449 (3)	0.14701 (6)	0.3855 (2)	0.0169 (5)
C10	0.2837 (3)	0.08211 (6)	0.1902 (2)	0.0149 (4)
C7	0.4744 (3)	0.02009 (6)	0.1994 (3)	0.0237 (5)
H7	0.5370	−0.0005	0.2013	0.028*
C37	−0.5689 (3)	0.08932 (7)	−0.2404 (2)	0.0238 (5)
H37	−0.6403	0.0724	−0.2870	0.029*
C43	0.1013 (3)	0.00752 (6)	−0.1950 (3)	0.0231 (5)
H43	0.1581	−0.0132	−0.1624	0.028*
C32	0.2183 (3)	0.18999 (6)	0.5086 (2)	0.0220 (5)
H32	0.2153	0.1682	0.5517	0.026*
C8	0.4628 (3)	0.04549 (7)	0.0989 (2)	0.0227 (5)
H8	0.5197	0.0419	0.0359	0.027*
C22	−0.2286 (3)	0.11482 (7)	0.3518 (2)	0.0226 (5)
H22	−0.2023	0.0994	0.2907	0.027*
C17	0.4347 (3)	0.23124 (6)	0.0720 (3)	0.0237 (5)
H17	0.4970	0.2518	0.0727	0.028*
C36	−0.6222 (3)	0.12324 (7)	−0.2155 (2)	0.0248 (5)
H36	−0.7294	0.1293	−0.2466	0.030*
C35	−0.5164 (3)	0.14832 (7)	−0.1442 (3)	0.0248 (5)
H35	−0.5527	0.1712	−0.1289	0.030*
C29	0.2305 (3)	0.25520 (7)	0.3813 (3)	0.0259 (5)
H29	0.2353	0.2769	0.3383	0.031*
C34	−0.3569 (3)	0.13944 (6)	−0.0957 (2)	0.0205 (5)
H34	−0.2872	0.1560	−0.0453	0.025*
C18	0.4789 (3)	0.20548 (7)	0.1718 (3)	0.0242 (5)
H18	0.5711	0.2089	0.2375	0.029*
C30	0.3210 (3)	0.25059 (7)	0.5067 (3)	0.0264 (5)
H30	0.3851	0.2693	0.5488	0.032*
C41	−0.0187 (3)	0.04590 (6)	−0.3761 (2)	0.0228 (5)
H41	−0.0413	0.0508	−0.4647	0.027*
C25	−0.3127 (3)	0.16122 (8)	0.5303 (3)	0.0308 (6)
H25	−0.3422	0.1769	0.5890	0.037*
C31	0.3159 (3)	0.21793 (7)	0.5696 (3)	0.0279 (6)
H31	0.3785	0.2147	0.6536	0.034*
C28	0.1321 (3)	0.22755 (6)	0.3191 (2)	0.0214 (5)
H28	0.0709	0.2309	0.2347	0.026*
C23	−0.3514 (3)	0.10574 (8)	0.4094 (3)	0.0296 (6)
H23	−0.4053	0.0839	0.3889	0.035*
C24	−0.3940 (3)	0.12910 (8)	0.4974 (3)	0.0327 (6)
H24	−0.4777	0.1231	0.5346	0.039*
C42	0.0679 (3)	0.01515 (6)	−0.3268 (3)	0.0239 (5)
H42	0.1037	−0.0004	−0.3826	0.029*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
P1	0.0143 (3)	0.0131 (3)	0.0149 (3)	0.0000 (2)	0.0040 (2)	−0.0001 (2)
P2	0.0143 (3)	0.0148 (3)	0.0148 (3)	−0.0008 (2)	0.0038 (2)	0.0004 (2)
O2	0.0216 (8)	0.0199 (8)	0.0164 (8)	−0.0032 (6)	0.0053 (6)	0.0020 (6)
O1	0.0185 (8)	0.0180 (8)	0.0167 (8)	0.0024 (6)	0.0030 (6)	0.0014 (6)
C3	0.0172 (11)	0.0176 (11)	0.0158 (11)	−0.0006 (8)	0.0035 (9)	0.0010 (9)
C27	0.0137 (10)	0.0134 (10)	0.0219 (12)	−0.0003 (8)	0.0055 (9)	−0.0037 (9)
C20	0.0143 (10)	0.0164 (11)	0.0185 (11)	0.0021 (8)	0.0055 (9)	0.0006 (9)
C5	0.0141 (10)	0.0155 (11)	0.0196 (12)	−0.0014 (8)	0.0023 (9)	0.0012 (9)
C14	0.0184 (11)	0.0184 (11)	0.0181 (12)	0.0039 (9)	0.0068 (9)	0.0055 (9)
C1	0.0128 (10)	0.0133 (10)	0.0164 (11)	−0.0031 (8)	0.0010 (8)	−0.0006 (8)
C4	0.0190 (11)	0.0178 (11)	0.0166 (11)	−0.0012 (9)	0.0052 (9)	0.0040 (9)
C33	0.0168 (11)	0.0206 (11)	0.0140 (11)	−0.0001 (9)	0.0070 (9)	0.0016 (9)
C12	0.0142 (10)	0.0136 (10)	0.0176 (11)	0.0008 (8)	0.0069 (8)	0.0002 (8)
C39	0.0152 (10)	0.0154 (10)	0.0178 (11)	−0.0024 (8)	0.0033 (9)	0.0000 (9)
C40	0.0209 (11)	0.0169 (11)	0.0236 (12)	0.0002 (9)	0.0062 (9)	0.0015 (9)
C15	0.0152 (10)	0.0175 (11)	0.0187 (11)	0.0020 (8)	0.0076 (9)	0.0003 (9)
C16	0.0228 (12)	0.0163 (11)	0.0241 (13)	0.0023 (9)	0.0094 (10)	0.0054 (9)
C19	0.0179 (11)	0.0214 (12)	0.0208 (12)	0.0011 (9)	0.0032 (9)	0.0028 (9)
C11	0.0154 (10)	0.0158 (10)	0.0130 (11)	0.0033 (8)	0.0072 (8)	0.0004 (8)
C6	0.0220 (12)	0.0175 (11)	0.0237 (12)	0.0021 (9)	0.0055 (10)	0.0056 (9)
C13	0.0157 (10)	0.0201 (11)	0.0141 (11)	0.0018 (9)	0.0038 (9)	0.0016 (9)
C9	0.0211 (11)	0.0205 (11)	0.0161 (11)	0.0006 (9)	0.0056 (9)	0.0026 (9)
C2	0.0138 (10)	0.0142 (10)	0.0148 (11)	−0.0016 (8)	0.0031 (8)	−0.0012 (8)
C38	0.0205 (11)	0.0205 (11)	0.0197 (12)	−0.0023 (9)	0.0069 (9)	0.0004 (9)
C44	0.0192 (11)	0.0174 (11)	0.0221 (12)	−0.0017 (9)	0.0043 (9)	0.0014 (9)
C26	0.0217 (12)	0.0263 (12)	0.0212 (12)	0.0038 (10)	0.0069 (10)	0.0018 (10)
C21	0.0140 (10)	0.0207 (11)	0.0161 (11)	0.0017 (9)	0.0036 (9)	0.0038 (9)
C10	0.0149 (10)	0.0141 (10)	0.0150 (11)	−0.0009 (8)	0.0025 (8)	0.0006 (8)
C7	0.0221 (12)	0.0183 (11)	0.0314 (14)	0.0047 (9)	0.0079 (10)	−0.0006 (10)
C37	0.0178 (11)	0.0356 (14)	0.0184 (12)	−0.0076 (10)	0.0051 (9)	0.0011 (10)
C43	0.0226 (12)	0.0171 (11)	0.0301 (14)	0.0015 (9)	0.0070 (10)	0.0034 (10)
C32	0.0228 (12)	0.0173 (11)	0.0231 (13)	0.0010 (9)	0.0002 (10)	0.0016 (9)
C8	0.0229 (12)	0.0251 (12)	0.0231 (13)	0.0039 (10)	0.0117 (10)	−0.0011 (10)
C22	0.0167 (11)	0.0229 (12)	0.0259 (13)	−0.0020 (9)	0.0010 (10)	0.0039 (10)
C17	0.0213 (12)	0.0189 (12)	0.0318 (14)	−0.0047 (9)	0.0079 (10)	0.0011 (10)
C36	0.0147 (11)	0.0382 (14)	0.0221 (13)	0.0038 (10)	0.0061 (9)	0.0100 (11)
C35	0.0238 (12)	0.0252 (13)	0.0294 (14)	0.0068 (10)	0.0142 (11)	0.0051 (10)
C29	0.0280 (13)	0.0176 (12)	0.0321 (14)	−0.0042 (10)	0.0074 (11)	0.0018 (10)
C34	0.0214 (12)	0.0209 (11)	0.0221 (12)	−0.0010 (9)	0.0107 (10)	0.0009 (9)
C18	0.0201 (12)	0.0251 (12)	0.0252 (13)	−0.0032 (10)	0.0013 (10)	0.0001 (10)
C30	0.0204 (12)	0.0211 (12)	0.0350 (15)	−0.0039 (9)	0.0014 (10)	−0.0082 (11)
C41	0.0264 (12)	0.0224 (12)	0.0204 (12)	−0.0029 (10)	0.0071 (10)	−0.0005 (9)
C25	0.0233 (13)	0.0477 (17)	0.0235 (14)	0.0126 (12)	0.0098 (11)	0.0075 (12)
C31	0.0236 (12)	0.0274 (13)	0.0270 (14)	−0.0005 (10)	−0.0051 (10)	−0.0048 (11)
C28	0.0228 (12)	0.0199 (11)	0.0201 (12)	−0.0014 (9)	0.0023 (9)	0.0010 (9)
C23	0.0166 (12)	0.0329 (14)	0.0351 (15)	−0.0042 (10)	−0.0018 (11)	0.0134 (12)
C24	0.0138 (11)	0.0503 (17)	0.0349 (15)	0.0039 (11)	0.0076 (11)	0.0216 (13)
C42	0.0273 (13)	0.0182 (11)	0.0293 (14)	−0.0018 (10)	0.0132 (11)	−0.0042 (10)

Geometric parameters (Å, º)

P1—O1	1.4843 (17)	C9—H9	0.9300
P1—C27	1.807 (2)	C38—C37	1.390 (3)
P1—C21	1.809 (2)	C38—H38	0.9300
P1—C2	1.817 (2)	C44—C43	1.392 (3)
P2—O2	1.4842 (17)	C44—H44	0.9300
P2—C33	1.808 (2)	C26—C25	1.392 (4)
P2—C39	1.808 (2)	C26—C21	1.394 (3)
P2—C12	1.819 (2)	C26—H26	0.9300
C3—C4	1.366 (3)	C21—C22	1.393 (3)
C3—C2	1.423 (3)	C7—C8	1.406 (3)
C3—H3	0.9300	C7—H7	0.9300
C27—C32	1.393 (3)	C37—C36	1.383 (4)
C27—C28	1.396 (3)	C37—H37	0.9300
C20—C19	1.417 (3)	C43—C42	1.386 (4)
C20—C15	1.422 (3)	C43—H43	0.9300
C20—C11	1.430 (3)	C32—C31	1.389 (3)
C5—C4	1.416 (3)	C32—H32	0.9300
C5—C10	1.419 (3)	C8—H8	0.9300
C5—C6	1.422 (3)	C22—C23	1.387 (4)
C14—C13	1.363 (3)	C22—H22	0.9300
C14—C15	1.415 (3)	C17—C18	1.406 (4)
C14—H14	0.9300	C17—H17	0.9300
C1—C2	1.386 (3)	C36—C35	1.389 (4)
C1—C10	1.431 (3)	C36—H36	0.9300
C1—C11	1.499 (3)	C35—C34	1.386 (3)
C4—H4	0.9300	C35—H35	0.9300
C33—C34	1.396 (3)	C29—C30	1.378 (4)
C33—C38	1.396 (3)	C29—C28	1.388 (3)
C12—C11	1.386 (3)	C29—H29	0.9300
C12—C13	1.421 (3)	C34—H34	0.9300
C39—C44	1.394 (3)	C18—H18	0.9300
C39—C40	1.395 (3)	C30—C31	1.386 (4)
C40—C41	1.384 (3)	C30—H30	0.9300
C40—H40	0.9300	C41—C42	1.391 (3)
C15—C16	1.418 (3)	C41—H41	0.9300
C16—C17	1.366 (4)	C25—C24	1.380 (4)
C16—H16	0.9300	C25—H25	0.9300
C19—C18	1.368 (3)	C31—H31	0.9300
C19—H19	0.9300	C28—H28	0.9300
C6—C7	1.368 (3)	C23—C24	1.385 (4)
C6—H6	0.9300	C23—H23	0.9300
C13—H13	0.9300	C24—H24	0.9300
C9—C8	1.371 (3)	C42—H42	0.9300
C9—C10	1.419 (3)
O1—P1—C27	110.89 (10)	C43—C44—C39	120.4 (2)
O1—P1—C21	111.13 (10)	C43—C44—H44	119.8
C27—P1—C21	108.05 (11)	C39—C44—H44	119.8
O1—P1—C2	115.34 (10)	C25—C26—C21	119.9 (2)
C27—P1—C2	106.06 (10)	C25—C26—H26	120.0
C21—P1—C2	104.92 (10)	C21—C26—H26	120.0
O2—P2—C33	111.96 (10)	C22—C21—C26	119.7 (2)
O2—P2—C39	112.21 (10)	C22—C21—P1	117.83 (18)
C33—P2—C39	106.20 (10)	C26—C21—P1	121.77 (18)
O2—P2—C12	115.38 (10)	C5—C10—C9	118.5 (2)
C33—P2—C12	106.20 (10)	C5—C10—C1	119.6 (2)
C39—P2—C12	104.14 (10)	C9—C10—C1	121.9 (2)
C4—C3—C2	121.1 (2)	C6—C7—C8	120.4 (2)
C4—C3—H3	119.4	C6—C7—H7	119.8
C2—C3—H3	119.4	C8—C7—H7	119.8
C32—C27—C28	119.3 (2)	C36—C37—C38	119.7 (2)
C32—C27—P1	124.10 (18)	C36—C37—H37	120.1
C28—C27—P1	116.60 (18)	C38—C37—H37	120.1
C19—C20—C15	118.7 (2)	C42—C43—C44	119.5 (2)
C19—C20—C11	121.9 (2)	C42—C43—H43	120.3
C15—C20—C11	119.4 (2)	C44—C43—H43	120.3
C4—C5—C10	119.0 (2)	C31—C32—C27	119.8 (2)
C4—C5—C6	121.8 (2)	C31—C32—H32	120.1
C10—C5—C6	119.2 (2)	C27—C32—H32	120.1
C13—C14—C15	120.7 (2)	C9—C8—C7	120.4 (2)
C13—C14—H14	119.6	C9—C8—H8	119.8
C15—C14—H14	119.6	C7—C8—H8	119.8
C2—C1—C10	119.8 (2)	C23—C22—C21	119.8 (2)
C2—C1—C11	120.39 (19)	C23—C22—H22	120.1
C10—C1—C11	119.79 (19)	C21—C22—H22	120.1
C3—C4—C5	120.6 (2)	C16—C17—C18	120.4 (2)
C3—C4—H4	119.7	C16—C17—H17	119.8
C5—C4—H4	119.7	C18—C17—H17	119.8
C34—C33—C38	119.6 (2)	C37—C36—C35	120.3 (2)
C34—C33—P2	120.64 (18)	C37—C36—H36	119.9
C38—C33—P2	119.05 (18)	C35—C36—H36	119.9
C11—C12—C13	119.8 (2)	C34—C35—C36	120.4 (2)
C11—C12—P2	121.88 (17)	C34—C35—H35	119.8
C13—C12—P2	118.35 (17)	C36—C35—H35	119.8
C44—C39—C40	119.5 (2)	C30—C29—C28	120.3 (2)
C44—C39—P2	117.39 (18)	C30—C29—H29	119.9
C40—C39—P2	123.10 (17)	C28—C29—H29	119.9
C41—C40—C39	120.1 (2)	C35—C34—C33	119.7 (2)
C41—C40—H40	120.0	C35—C34—H34	120.2
C39—C40—H40	120.0	C33—C34—H34	120.2
C14—C15—C16	122.0 (2)	C19—C18—C17	120.4 (2)
C14—C15—C20	119.0 (2)	C19—C18—H18	119.8
C16—C15—C20	118.9 (2)	C17—C18—H18	119.8
C17—C16—C15	120.7 (2)	C29—C30—C31	119.7 (2)
C17—C16—H16	119.6	C29—C30—H30	120.1
C15—C16—H16	119.6	C31—C30—H30	120.1
C18—C19—C20	120.8 (2)	C40—C41—C42	120.1 (2)
C18—C19—H19	119.6	C40—C41—H41	120.0
C20—C19—H19	119.6	C42—C41—H41	120.0
C12—C11—C20	119.9 (2)	C24—C25—C26	120.0 (3)
C12—C11—C1	121.41 (19)	C24—C25—H25	120.0
C20—C11—C1	118.65 (19)	C26—C25—H25	120.0
C7—C6—C5	120.5 (2)	C30—C31—C32	120.7 (2)
C7—C6—H6	119.7	C30—C31—H31	119.7
C5—C6—H6	119.7	C32—C31—H31	119.7
C14—C13—C12	121.0 (2)	C29—C28—C27	120.3 (2)
C14—C13—H13	119.5	C29—C28—H28	119.9
C12—C13—H13	119.5	C27—C28—H28	119.9
C8—C9—C10	120.8 (2)	C24—C23—C22	120.2 (2)
C8—C9—H9	119.6	C24—C23—H23	119.9
C10—C9—H9	119.6	C22—C23—H23	119.9
C1—C2—C3	119.5 (2)	C25—C24—C23	120.3 (2)
C1—C2—P1	121.45 (17)	C25—C24—H24	119.8
C3—C2—P1	119.00 (16)	C23—C24—H24	119.8
C37—C38—C33	120.3 (2)	C43—C42—C41	120.4 (2)
C37—C38—H38	119.9	C43—C42—H42	119.8
C33—C38—H38	119.9	C41—C42—H42	119.8
O1—P1—C27—C32	179.21 (19)	C4—C3—C2—C1	−2.8 (3)
C21—P1—C27—C32	57.2 (2)	C4—C3—C2—P1	175.25 (17)
C2—P1—C27—C32	−54.9 (2)	O1—P1—C2—C1	26.0 (2)
O1—P1—C27—C28	−2.3 (2)	C27—P1—C2—C1	−97.15 (19)
C21—P1—C27—C28	−124.33 (18)	C21—P1—C2—C1	148.63 (18)
C2—P1—C27—C28	123.61 (18)	O1—P1—C2—C3	−152.00 (16)
C2—C3—C4—C5	4.1 (3)	C27—P1—C2—C3	84.84 (19)
C10—C5—C4—C3	0.0 (3)	C21—P1—C2—C3	−29.4 (2)
C6—C5—C4—C3	177.0 (2)	C34—C33—C38—C37	−0.1 (3)
O2—P2—C33—C34	88.5 (2)	P2—C33—C38—C37	170.64 (18)
C39—P2—C33—C34	−148.76 (18)	C40—C39—C44—C43	−0.8 (3)
C12—P2—C33—C34	−38.3 (2)	P2—C39—C44—C43	−179.92 (18)
O2—P2—C33—C38	−82.2 (2)	C25—C26—C21—C22	−0.7 (4)
C39—P2—C33—C38	40.6 (2)	C25—C26—C21—P1	169.75 (19)
C12—P2—C33—C38	151.05 (18)	O1—P1—C21—C22	74.3 (2)
O2—P2—C12—C11	17.8 (2)	C27—P1—C21—C22	−163.82 (17)
C33—P2—C12—C11	142.46 (18)	C2—P1—C21—C22	−51.0 (2)
C39—P2—C12—C11	−105.65 (19)	O1—P1—C21—C26	−96.3 (2)
O2—P2—C12—C13	−161.36 (16)	C27—P1—C21—C26	25.6 (2)
C33—P2—C12—C13	−36.7 (2)	C2—P1—C21—C26	138.39 (19)
C39—P2—C12—C13	75.20 (19)	C4—C5—C10—C9	173.9 (2)
O2—P2—C39—C44	−17.4 (2)	C6—C5—C10—C9	−3.2 (3)
C33—P2—C39—C44	−140.07 (17)	C4—C5—C10—C1	−5.2 (3)
C12—P2—C39—C44	108.04 (18)	C6—C5—C10—C1	177.7 (2)
O2—P2—C39—C40	163.51 (18)	C8—C9—C10—C5	0.5 (3)
C33—P2—C39—C40	40.9 (2)	C8—C9—C10—C1	179.5 (2)
C12—P2—C39—C40	−71.0 (2)	C2—C1—C10—C5	6.4 (3)
C44—C39—C40—C41	0.4 (3)	C11—C1—C10—C5	−172.98 (19)
P2—C39—C40—C41	179.43 (18)	C2—C1—C10—C9	−172.6 (2)
C13—C14—C15—C16	177.6 (2)	C11—C1—C10—C9	8.0 (3)
C13—C14—C15—C20	−0.3 (3)	C5—C6—C7—C8	−1.3 (4)
C19—C20—C15—C14	174.9 (2)	C33—C38—C37—C36	1.5 (4)
C11—C20—C15—C14	−3.6 (3)	C39—C44—C43—C42	1.0 (3)
C19—C20—C15—C16	−3.2 (3)	C28—C27—C32—C31	0.7 (4)
C11—C20—C15—C16	178.4 (2)	P1—C27—C32—C31	179.14 (19)
C14—C15—C16—C17	−174.2 (2)	C10—C9—C8—C7	1.9 (4)
C20—C15—C16—C17	3.7 (3)	C6—C7—C8—C9	−1.5 (4)
C15—C20—C19—C18	0.7 (3)	C26—C21—C22—C23	−1.0 (3)
C11—C20—C19—C18	179.1 (2)	P1—C21—C22—C23	−171.78 (18)
C13—C12—C11—C20	−1.4 (3)	C15—C16—C17—C18	−1.7 (4)
P2—C12—C11—C20	179.51 (16)	C38—C37—C36—C35	−1.0 (4)
C13—C12—C11—C1	175.58 (19)	C37—C36—C35—C34	−1.0 (4)
P2—C12—C11—C1	−3.6 (3)	C36—C35—C34—C33	2.4 (4)
C19—C20—C11—C12	−174.0 (2)	C38—C33—C34—C35	−1.8 (3)
C15—C20—C11—C12	4.4 (3)	P2—C33—C34—C35	−172.43 (18)
C19—C20—C11—C1	9.0 (3)	C20—C19—C18—C17	1.4 (4)
C15—C20—C11—C1	−172.62 (19)	C16—C17—C18—C19	−0.9 (4)
C2—C1—C11—C12	−92.3 (3)	C28—C29—C30—C31	1.3 (4)
C10—C1—C11—C12	87.1 (3)	C39—C40—C41—C42	−0.2 (4)
C2—C1—C11—C20	84.7 (3)	C21—C26—C25—C24	1.4 (4)
C10—C1—C11—C20	−95.9 (2)	C29—C30—C31—C32	−1.2 (4)
C4—C5—C6—C7	−173.4 (2)	C27—C32—C31—C30	0.2 (4)
C10—C5—C6—C7	3.7 (3)	C30—C29—C28—C27	−0.4 (4)
C15—C14—C13—C12	3.5 (3)	C32—C27—C28—C29	−0.6 (4)
C11—C12—C13—C14	−2.6 (3)	P1—C27—C28—C29	−179.18 (19)
P2—C12—C13—C14	176.55 (17)	C21—C22—C23—C24	1.9 (4)
C10—C1—C2—C3	−2.5 (3)	C26—C25—C24—C23	−0.5 (4)
C11—C1—C2—C3	176.92 (19)	C22—C23—C24—C25	−1.2 (4)
C10—C1—C2—P1	179.52 (16)	C44—C43—C42—C41	−0.8 (4)
C11—C1—C2—P1	−1.1 (3)	C40—C41—C42—C43	0.4 (4)