2-(Diphenyl­phosphino)phen­yl 2-(diphenyl­phosphino­yl)phen­yl ether

The title compound, C₃₆H₂₈O₂P₂, features weak inter- and intra­molecular hydrogen bonds linking mol­ecules into infinite chains.

Key indicators

• Single-crystal X-ray study
• T = 150 K
• Mean [sigma](C-C)= 0.002 Å
• R factor = 0.039
• wR factor = 0.098
• Data-to-parameter ratio = 18.1

checkCIF/PLATON results

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Computing details

Data collection: COLLECT (Hooft, 1998); cell refinement: DIRAX (Duisenberg, 1992); data reduction: EVALCCD (Duisenberg et al., 2003); program(s) used to solve structure: SHELXS86 (Sheldrick, 1985); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: PLATON.

2-(Diphenylphosphino)phenyl 2-(diphenylphosphinoyl)phenyl ether

Crystal data

C36H28O2P2	Z = 2
Mr = 554.52	F(000) = 580
Triclinic, P1	Dx = 1.286 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.9316 (7) Å	Cell parameters from 152 reflections
b = 10.2786 (5) Å	θ = 4.3–21.9°
c = 14.5778 (10) Å	µ = 0.18 mm^−1
α = 75.785 (4)°	T = 150 K
β = 83.778 (6)°	Block, colourless
γ = 85.529 (6)°	0.3 × 0.3 × 0.15 mm
V = 1432.05 (16) Å^3

Data collection

Nonius KappaCCD diffractometer	5195 reflections with I > 2σ(I)
Radiation source: rotating anode	Rint = 0.044
Graphite monochromator	θmax = 27.5°, θmin = 2.1°
ω and φ scans	h = −12→12
26296 measured reflections	k = −13→13
6527 independent reflections	l = −18→18

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)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.098	H-atom parameters constrained
S = 1.04	w = 1/[σ^2(Fo^2) + (0.0396P)^2 + 0.7162P] where P = (Fo^2 + 2Fc^2)/3
6527 reflections	(Δ/σ)max = 0.001
361 parameters	Δρmax = 0.31 e Å^−3
0 restraints	Δρmin = −0.33 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	1.14832 (4)	0.14552 (4)	0.21312 (3)	0.02370 (10)
P2	0.77095 (4)	0.48936 (4)	0.22770 (3)	0.02243 (10)
O1	0.99115 (11)	0.33879 (10)	0.31966 (7)	0.0238 (2)
O2	1.24801 (13)	0.03883 (12)	0.19261 (9)	0.0363 (3)
C1	1.13276 (15)	0.14004 (15)	0.33882 (11)	0.0236 (3)
C2	1.06705 (15)	0.24046 (15)	0.37842 (11)	0.0239 (3)
C3	1.06784 (17)	0.23695 (17)	0.47384 (11)	0.0307 (4)
H3	1.0222	0.3064	0.4998	0.037*
C4	1.13656 (19)	0.13002 (18)	0.53090 (12)	0.0356 (4)
H4	1.1393	0.1271	0.5963	0.043*
C5	1.20085 (18)	0.02802 (18)	0.49396 (12)	0.0355 (4)
H5	1.2461	−0.0455	0.5341	0.043*
C6	1.19958 (17)	0.03264 (16)	0.39860 (12)	0.0299 (4)
H6	1.2445	−0.0377	0.3734	0.036*
C7	0.91051 (15)	0.56190 (15)	0.26666 (11)	0.0233 (3)
C8	1.01413 (15)	0.47382 (15)	0.30720 (10)	0.0225 (3)
C9	1.13325 (17)	0.51863 (17)	0.32537 (12)	0.0307 (4)
H9	1.2016	0.4569	0.3542	0.037*
C10	1.15146 (19)	0.65562 (18)	0.30080 (14)	0.0387 (4)
H10	1.2337	0.6880	0.3120	0.046*
C11	1.0516 (2)	0.74525 (18)	0.26032 (14)	0.0385 (4)
H11	1.0652	0.8389	0.2437	0.046*
C12	0.93187 (18)	0.69883 (16)	0.24400 (12)	0.0310 (4)
H12	0.8629	0.7613	0.2169	0.037*
C13	0.98385 (17)	0.12959 (15)	0.17745 (11)	0.0264 (3)
C14	0.86773 (18)	0.11224 (17)	0.23939 (13)	0.0339 (4)
H14	0.8704	0.1172	0.3034	0.041*
C15	0.7472 (2)	0.0876 (2)	0.20845 (16)	0.0462 (5)
H15	0.6679	0.0735	0.2516	0.055*
C16	0.7426 (2)	0.08371 (19)	0.11491 (17)	0.0500 (5)
H16	0.6598	0.0674	0.0937	0.060*
C17	0.8569 (2)	0.10313 (19)	0.05232 (15)	0.0468 (5)
H17	0.8527	0.1014	−0.0122	0.056*
C18	0.9774 (2)	0.12505 (17)	0.08293 (13)	0.0373 (4)
H18	1.0567	0.1372	0.0397	0.045*
C19	1.20083 (16)	0.31102 (15)	0.15320 (10)	0.0241 (3)
C20	1.33710 (18)	0.33438 (18)	0.15136 (12)	0.0327 (4)
H20	1.3981	0.2639	0.1798	0.039*
C21	1.3843 (2)	0.4601 (2)	0.10820 (13)	0.0424 (5)
H21	1.4774	0.4760	0.1075	0.051*
C22	1.2960 (2)	0.56249 (19)	0.06610 (13)	0.0397 (4)
H22	1.3285	0.6487	0.0366	0.048*
C23	1.16100 (19)	0.53998 (17)	0.06673 (12)	0.0329 (4)
H23	1.1008	0.6105	0.0373	0.040*
C24	1.11256 (16)	0.41436 (15)	0.11031 (11)	0.0253 (3)
H24	1.0193	0.3991	0.1108	0.030*
C25	0.65972 (15)	0.63814 (15)	0.18702 (11)	0.0237 (3)
C26	0.57129 (18)	0.69808 (17)	0.24689 (12)	0.0341 (4)
H26	0.5696	0.6643	0.3138	0.041*
C27	0.48547 (17)	0.80659 (17)	0.21006 (13)	0.0355 (4)
H27	0.4259	0.8473	0.2517	0.043*
C28	0.48615 (17)	0.85587 (16)	0.11316 (13)	0.0326 (4)
H28	0.4253	0.9286	0.0880	0.039*
C29	0.57526 (19)	0.79923 (17)	0.05313 (12)	0.0338 (4)
H29	0.5779	0.8347	−0.0136	0.041*
C30	0.66140 (17)	0.69033 (16)	0.08988 (11)	0.0272 (3)
H30	0.7221	0.6512	0.0479	0.033*
C31	0.67551 (16)	0.40652 (15)	0.33870 (11)	0.0249 (3)
C32	0.69619 (19)	0.4159 (2)	0.42870 (12)	0.0395 (4)
H32	0.7658	0.4691	0.4373	0.047*
C33	0.6157 (2)	0.3480 (3)	0.50674 (14)	0.0528 (6)
H33	0.6308	0.3552	0.5685	0.063*
C34	0.5149 (2)	0.2709 (2)	0.49633 (14)	0.0463 (5)
H34	0.4611	0.2239	0.5504	0.056*
C35	0.4924 (2)	0.2620 (2)	0.40757 (15)	0.0501 (5)
H35	0.4209	0.2108	0.3993	0.060*
C36	0.5740 (2)	0.3277 (2)	0.32935 (13)	0.0415 (5)
H36	0.5597	0.3183	0.2680	0.050*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
P1	0.0250 (2)	0.01848 (19)	0.0251 (2)	0.00334 (15)	−0.00229 (16)	−0.00186 (15)
P2	0.0213 (2)	0.0221 (2)	0.02225 (19)	0.00378 (15)	−0.00341 (15)	−0.00300 (15)
O1	0.0230 (5)	0.0186 (5)	0.0279 (6)	0.0030 (4)	−0.0069 (4)	−0.0009 (4)
O2	0.0384 (7)	0.0280 (6)	0.0399 (7)	0.0113 (5)	−0.0021 (5)	−0.0076 (5)
C1	0.0199 (7)	0.0213 (7)	0.0253 (7)	−0.0008 (6)	−0.0021 (6)	0.0025 (6)
C2	0.0206 (7)	0.0216 (7)	0.0254 (8)	−0.0001 (6)	−0.0033 (6)	0.0025 (6)
C3	0.0327 (9)	0.0305 (9)	0.0261 (8)	0.0015 (7)	−0.0006 (7)	−0.0030 (7)
C4	0.0388 (10)	0.0400 (10)	0.0228 (8)	−0.0020 (8)	−0.0051 (7)	0.0037 (7)
C5	0.0345 (9)	0.0322 (9)	0.0304 (9)	0.0028 (7)	−0.0068 (7)	0.0105 (7)
C6	0.0278 (8)	0.0234 (8)	0.0323 (9)	0.0038 (6)	−0.0033 (7)	0.0036 (7)
C7	0.0225 (8)	0.0234 (8)	0.0230 (7)	0.0019 (6)	−0.0017 (6)	−0.0048 (6)
C8	0.0243 (8)	0.0197 (7)	0.0217 (7)	−0.0003 (6)	−0.0003 (6)	−0.0028 (6)
C9	0.0278 (9)	0.0303 (9)	0.0323 (9)	−0.0004 (7)	−0.0077 (7)	−0.0024 (7)
C10	0.0371 (10)	0.0348 (10)	0.0455 (11)	−0.0122 (8)	−0.0113 (8)	−0.0055 (8)
C11	0.0486 (11)	0.0220 (8)	0.0448 (10)	−0.0069 (8)	−0.0092 (9)	−0.0042 (7)
C12	0.0354 (9)	0.0216 (8)	0.0345 (9)	0.0036 (7)	−0.0063 (7)	−0.0041 (7)
C13	0.0320 (9)	0.0141 (7)	0.0314 (8)	−0.0004 (6)	−0.0074 (7)	−0.0008 (6)
C14	0.0339 (9)	0.0286 (9)	0.0366 (9)	−0.0066 (7)	−0.0066 (8)	0.0000 (7)
C15	0.0355 (10)	0.0392 (11)	0.0607 (13)	−0.0128 (8)	−0.0096 (9)	0.0001 (9)
C16	0.0539 (13)	0.0324 (10)	0.0678 (14)	−0.0083 (9)	−0.0317 (11)	−0.0068 (10)
C17	0.0631 (14)	0.0356 (10)	0.0479 (12)	−0.0017 (9)	−0.0253 (11)	−0.0134 (9)
C18	0.0493 (11)	0.0277 (9)	0.0364 (10)	0.0000 (8)	−0.0084 (8)	−0.0090 (7)
C19	0.0273 (8)	0.0247 (8)	0.0187 (7)	−0.0015 (6)	0.0008 (6)	−0.0032 (6)
C20	0.0299 (9)	0.0385 (10)	0.0276 (8)	−0.0049 (7)	−0.0045 (7)	−0.0018 (7)
C21	0.0367 (10)	0.0522 (12)	0.0371 (10)	−0.0198 (9)	−0.0057 (8)	−0.0023 (9)
C22	0.0540 (12)	0.0325 (10)	0.0304 (9)	−0.0193 (9)	−0.0019 (8)	0.0009 (7)
C23	0.0455 (11)	0.0248 (8)	0.0256 (8)	−0.0017 (7)	−0.0030 (7)	−0.0008 (7)
C24	0.0265 (8)	0.0241 (8)	0.0236 (8)	−0.0008 (6)	0.0001 (6)	−0.0038 (6)
C25	0.0200 (7)	0.0235 (8)	0.0250 (7)	0.0033 (6)	−0.0024 (6)	−0.0023 (6)
C26	0.0336 (9)	0.0338 (9)	0.0277 (8)	0.0088 (7)	0.0045 (7)	0.0000 (7)
C27	0.0275 (9)	0.0290 (9)	0.0446 (10)	0.0053 (7)	0.0053 (8)	−0.0043 (8)
C28	0.0275 (9)	0.0219 (8)	0.0453 (10)	0.0036 (7)	−0.0111 (7)	−0.0001 (7)
C29	0.0436 (10)	0.0266 (8)	0.0287 (8)	0.0022 (7)	−0.0113 (8)	0.0003 (7)
C30	0.0302 (9)	0.0260 (8)	0.0237 (8)	0.0021 (6)	−0.0018 (6)	−0.0041 (6)
C31	0.0230 (8)	0.0234 (8)	0.0247 (8)	0.0040 (6)	−0.0040 (6)	0.0000 (6)
C32	0.0321 (10)	0.0587 (12)	0.0290 (9)	−0.0111 (9)	−0.0029 (7)	−0.0105 (8)
C33	0.0425 (12)	0.0885 (17)	0.0248 (9)	−0.0150 (11)	−0.0018 (8)	−0.0058 (10)
C34	0.0389 (11)	0.0553 (13)	0.0355 (10)	−0.0079 (9)	0.0046 (8)	0.0047 (9)
C35	0.0463 (12)	0.0571 (13)	0.0454 (12)	−0.0261 (10)	−0.0011 (9)	−0.0036 (10)
C36	0.0430 (11)	0.0505 (12)	0.0314 (9)	−0.0177 (9)	−0.0055 (8)	−0.0048 (8)

Geometric parameters (Å, º)

P1—O2	1.4832 (12)	C17—C18	1.375 (3)
P1—C13	1.7980 (17)	C17—H17	0.9500
P1—C19	1.7996 (16)	C18—H18	0.9500
P1—C1	1.8096 (16)	C19—C20	1.389 (2)
P2—C7	1.8274 (16)	C19—C24	1.391 (2)
P2—C25	1.8287 (15)	C20—C21	1.385 (3)
P2—C31	1.8325 (16)	C20—H20	0.9500
O1—C2	1.3855 (17)	C21—C22	1.382 (3)
O1—C8	1.3885 (18)	C21—H21	0.9500
C1—C2	1.389 (2)	C22—C23	1.377 (3)
C1—C6	1.399 (2)	C22—H22	0.9500
C2—C3	1.383 (2)	C23—C24	1.389 (2)
C3—C4	1.387 (2)	C23—H23	0.9500
C3—H3	0.9500	C24—H24	0.9500
C4—C5	1.377 (3)	C25—C30	1.384 (2)
C4—H4	0.9500	C25—C26	1.388 (2)
C5—C6	1.381 (2)	C26—C27	1.384 (2)
C5—H5	0.9500	C26—H26	0.9500
C6—H6	0.9500	C27—C28	1.378 (3)
C7—C12	1.392 (2)	C27—H27	0.9500
C7—C8	1.397 (2)	C28—C29	1.375 (3)
C8—C9	1.376 (2)	C28—H28	0.9500
C9—C10	1.386 (2)	C29—C30	1.388 (2)
C9—H9	0.9500	C29—H29	0.9500
C10—C11	1.377 (3)	C30—H30	0.9500
C10—H10	0.9500	C31—C32	1.377 (2)
C11—C12	1.380 (2)	C31—C36	1.380 (2)
C11—H11	0.9500	C32—C33	1.386 (3)
C12—H12	0.9500	C32—H32	0.9500
C13—C14	1.380 (2)	C33—C34	1.368 (3)
C13—C18	1.399 (2)	C33—H33	0.9500
C14—C15	1.385 (3)	C34—C35	1.362 (3)
C14—H14	0.9500	C34—H34	0.9500
C15—C16	1.380 (3)	C35—C36	1.386 (3)
C15—H15	0.9500	C35—H35	0.9500
C16—C17	1.372 (3)	C36—H36	0.9500
C16—H16	0.9500
O2—P1—C13	112.17 (8)	C16—C17—H17	120.0
O2—P1—C19	112.04 (7)	C18—C17—H17	120.0
C13—P1—C19	107.19 (7)	C17—C18—C13	120.31 (19)
O2—P1—C1	110.00 (7)	C17—C18—H18	119.8
C13—P1—C1	109.09 (7)	C13—C18—H18	119.8
C19—P1—C1	106.12 (7)	C20—C19—C24	119.51 (15)
C7—P2—C25	101.72 (7)	C20—C19—P1	116.99 (12)
C7—P2—C31	104.08 (7)	C24—C19—P1	123.49 (12)
C25—P2—C31	101.28 (7)	C21—C20—C19	120.21 (17)
C2—O1—C8	120.60 (12)	C21—C20—H20	119.9
C2—C1—C6	118.10 (15)	C19—C20—H20	119.9
C2—C1—P1	124.06 (11)	C22—C21—C20	119.98 (17)
C6—C1—P1	117.66 (12)	C22—C21—H21	120.0
C3—C2—O1	121.20 (14)	C20—C21—H21	120.0
C3—C2—C1	121.79 (14)	C23—C22—C21	120.26 (16)
O1—C2—C1	116.81 (13)	C23—C22—H22	119.9
C2—C3—C4	118.67 (16)	C21—C22—H22	119.9
C2—C3—H3	120.7	C22—C23—C24	120.17 (16)
C4—C3—H3	120.7	C22—C23—H23	119.9
C5—C4—C3	120.84 (16)	C24—C23—H23	119.9
C5—C4—H4	119.6	C23—C24—C19	119.87 (16)
C3—C4—H4	119.6	C23—C24—H24	120.1
C4—C5—C6	120.00 (15)	C19—C24—H24	120.1
C4—C5—H5	120.0	C30—C25—C26	118.57 (14)
C6—C5—H5	120.0	C30—C25—P2	117.17 (12)
C5—C6—C1	120.59 (16)	C26—C25—P2	124.21 (12)
C5—C6—H6	119.7	C27—C26—C25	120.61 (16)
C1—C6—H6	119.7	C27—C26—H26	119.7
C12—C7—C8	117.52 (15)	C25—C26—H26	119.7
C12—C7—P2	123.92 (12)	C28—C27—C26	120.25 (16)
C8—C7—P2	117.60 (11)	C28—C27—H27	119.9
C9—C8—O1	123.34 (14)	C26—C27—H27	119.9
C9—C8—C7	122.16 (14)	C29—C28—C27	119.71 (15)
O1—C8—C7	114.28 (13)	C29—C28—H28	120.1
C8—C9—C10	118.63 (15)	C27—C28—H28	120.1
C8—C9—H9	120.7	C28—C29—C30	120.13 (15)
C10—C9—H9	120.7	C28—C29—H29	119.9
C11—C10—C9	120.71 (17)	C30—C29—H29	119.9
C11—C10—H10	119.6	C25—C30—C29	120.69 (15)
C9—C10—H10	119.6	C25—C30—H30	119.7
C10—C11—C12	119.93 (16)	C29—C30—H30	119.7
C10—C11—H11	120.0	C32—C31—C36	118.12 (16)
C12—C11—H11	120.0	C32—C31—P2	126.20 (13)
C11—C12—C7	121.02 (15)	C36—C31—P2	115.68 (12)
C11—C12—H12	119.5	C31—C32—C33	120.12 (18)
C7—C12—H12	119.5	C31—C32—H32	119.9
C14—C13—C18	119.19 (16)	C33—C32—H32	119.9
C14—C13—P1	123.59 (13)	C34—C33—C32	121.11 (19)
C18—C13—P1	117.06 (13)	C34—C33—H33	119.4
C13—C14—C15	120.15 (18)	C32—C33—H33	119.4
C13—C14—H14	119.9	C35—C34—C33	119.35 (18)
C15—C14—H14	119.9	C35—C34—H34	120.3
C16—C15—C14	119.9 (2)	C33—C34—H34	120.3
C16—C15—H15	120.1	C34—C35—C36	119.85 (19)
C14—C15—H15	120.1	C34—C35—H35	120.1
C17—C16—C15	120.44 (19)	C36—C35—H35	120.1
C17—C16—H16	119.8	C31—C36—C35	121.42 (18)
C15—C16—H16	119.8	C31—C36—H36	119.3
C16—C17—C18	119.99 (19)	C35—C36—H36	119.3
O2—P1—C1—C2	167.89 (13)	C13—C14—C15—C16	−1.6 (3)
C13—P1—C1—C2	−68.68 (15)	C14—C15—C16—C17	0.4 (3)
C19—P1—C1—C2	46.51 (15)	C15—C16—C17—C18	0.8 (3)
O2—P1—C1—C6	−7.27 (15)	C16—C17—C18—C13	−0.9 (3)
C13—P1—C1—C6	116.16 (13)	C14—C13—C18—C17	−0.2 (2)
C19—P1—C1—C6	−128.66 (13)	P1—C13—C18—C17	175.24 (14)
C8—O1—C2—C3	59.6 (2)	O2—P1—C19—C20	−41.16 (15)
C8—O1—C2—C1	−125.54 (15)	C13—P1—C19—C20	−164.62 (13)
C6—C1—C2—C3	0.7 (2)	C1—P1—C19—C20	78.91 (14)
P1—C1—C2—C3	−174.41 (13)	O2—P1—C19—C24	139.35 (13)
C6—C1—C2—O1	−174.09 (13)	C13—P1—C19—C24	15.90 (15)
P1—C1—C2—O1	10.8 (2)	C1—P1—C19—C24	−100.58 (14)
O1—C2—C3—C4	174.72 (15)	C24—C19—C20—C21	0.8 (2)
C1—C2—C3—C4	0.1 (2)	P1—C19—C20—C21	−178.69 (14)
C2—C3—C4—C5	−1.1 (3)	C19—C20—C21—C22	−0.5 (3)
C3—C4—C5—C6	1.2 (3)	C20—C21—C22—C23	−0.1 (3)
C4—C5—C6—C1	−0.3 (3)	C21—C22—C23—C24	0.5 (3)
C2—C1—C6—C5	−0.6 (2)	C22—C23—C24—C19	−0.2 (2)
P1—C1—C6—C5	174.82 (13)	C20—C19—C24—C23	−0.5 (2)
C25—P2—C7—C12	−14.39 (15)	P1—C19—C24—C23	179.02 (12)
C31—P2—C7—C12	−119.34 (14)	C7—P2—C25—C30	102.68 (14)
C25—P2—C7—C8	177.08 (12)	C31—P2—C25—C30	−150.18 (13)
C31—P2—C7—C8	72.13 (13)	C7—P2—C25—C26	−79.74 (16)
C2—O1—C8—C9	20.7 (2)	C31—P2—C25—C26	27.40 (17)
C2—O1—C8—C7	−164.63 (13)	C30—C25—C26—C27	0.8 (3)
C12—C7—C8—C9	0.5 (2)	P2—C25—C26—C27	−176.72 (14)
P2—C7—C8—C9	169.78 (12)	C25—C26—C27—C28	0.5 (3)
C12—C7—C8—O1	−174.28 (13)	C26—C27—C28—C29	−1.9 (3)
P2—C7—C8—O1	−5.00 (17)	C27—C28—C29—C30	1.9 (3)
O1—C8—C9—C10	173.05 (15)	C26—C25—C30—C29	−0.8 (3)
C7—C8—C9—C10	−1.3 (2)	P2—C25—C30—C29	176.93 (13)
C8—C9—C10—C11	0.9 (3)	C28—C29—C30—C25	−0.6 (3)
C9—C10—C11—C12	0.1 (3)	C7—P2—C31—C32	8.32 (17)
C10—C11—C12—C7	−0.9 (3)	C25—P2—C31—C32	−96.96 (16)
C8—C7—C12—C11	0.6 (2)	C7—P2—C31—C36	−171.61 (14)
P2—C7—C12—C11	−167.96 (14)	C25—P2—C31—C36	83.11 (15)
O2—P1—C13—C14	120.44 (14)	C36—C31—C32—C33	−0.4 (3)
C19—P1—C13—C14	−116.19 (14)	P2—C31—C32—C33	179.71 (16)
C1—P1—C13—C14	−1.70 (16)	C31—C32—C33—C34	0.0 (3)
O2—P1—C13—C18	−54.78 (14)	C32—C33—C34—C35	−0.7 (4)
C19—P1—C13—C18	68.60 (14)	C33—C34—C35—C36	1.8 (3)
C1—P1—C13—C18	−176.91 (12)	C32—C31—C36—C35	1.5 (3)
C18—C13—C14—C15	1.4 (2)	P2—C31—C36—C35	−178.58 (17)
P1—C13—C14—C15	−173.69 (14)	C34—C35—C36—C31	−2.3 (3)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C6—H6···O2	0.95	2.56	2.975 (2)	107
C27—H27···O2^i	0.95	2.59	3.206 (2)	123
C28—H28···O2^i	0.95	2.58	3.202 (2)	123

Symmetry code: (i) x−1, y+1, z.