Tri-tert-butyl-phospho-nium hy-droxy-tris-(penta-fluoro-phen-yl)borate.

The ionic title compound, C(12)H(28)P(+)·C(18)HBF(15)O(-), was obtained by the stoichiometric reaction of (t)Bu(3)P, B(C(6)F(5))(3) and water in toluene. A weak P-H⋯O hydrogen bond is observed in the crystal structure.

Related literature

For general aspects of related compounds, see: Welch et al. (2007 ▶); Stephan & Erker (2010 ▶). For related structures, see: Roesler et al. (2003 ▶); Di Saverio et al. (2005 ▶); Welch & Stephan (2007 ▶).

Experimental

Crystal data

C12H28P+·C18HBF15O−

M = 732.31

Triclinic,

a = 9.798 (2) Å

b = 12.042 (2) Å

c = 15.389 (3) Å

α = 112.31 (3)°

β = 94.51 (3)°

γ = 108.93 (3)°

V = 1546.2 (8) Å3

Z = 2

Mo Kα radiation

μ = 0.21 mm−1

T = 200 K

0.30 × 0.23 × 0.15 mm

Data collection

Stoe IPDS II diffractometer

24084 measured reflections

6557 independent reflections

4256 reflections with I > 2σ(I)

R int = 0.031

Refinement

R[F 2 > 2σ(F 2)] = 0.030

wR(F 2) = 0.069

S = 0.84

6557 reflections

450 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.20 e Å−3

Δρmin = −0.24 e Å−3

Data collection: X-AREA (Stoe & Cie, 2005 ▶); cell refinement: X-AREA; data reduction: X-RED32; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP in SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812018144/hg5215sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812018144/hg5215Isup2.hkl

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

C12H28P+·C18HBF15O−	Z = 2
Mr = 732.31	F(000) = 744
Triclinic, P1	Dx = 1.573 Mg m−3
a = 9.798 (2) Å	Mo Kα radiation, λ = 0.71073 Å
b = 12.042 (2) Å	Cell parameters from 5729 reflections
c = 15.389 (3) Å	θ = 1.5–27.2°
α = 112.31 (3)°	µ = 0.21 mm−1
β = 94.51 (3)°	T = 200 K
γ = 108.93 (3)°	Prism, colourless
V = 1546.2 (8) Å3	0.30 × 0.23 × 0.15 mm

Stoe IPDS II diffractometer	4256 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.031
Graphite monochromator	θmax = 26.7°, θmin = 1.5°
ω scans	h = −12→12
24084 measured reflections	k = −15→15
6557 independent reflections	l = −19→19

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)] = 0.030	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.069	H atoms treated by a mixture of independent and constrained refinement
S = 0.84	w = 1/[σ2(Fo2) + (0.0383P)2] where P = (Fo2 + 2Fc2)/3
6557 reflections	(Δ/σ)max = 0.001
450 parameters	Δρmax = 0.20 e Å−3
0 restraints	Δρmin = −0.24 e Å−3

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
C1	0.23991 (17)	0.30327 (14)	0.67250 (11)	0.0311 (3)
C2	0.33984 (17)	0.36491 (15)	0.63024 (11)	0.0341 (3)
C3	0.37910 (19)	0.30153 (17)	0.54731 (12)	0.0391 (4)
C4	0.3198 (2)	0.16833 (17)	0.50170 (11)	0.0421 (4)
C5	0.22222 (19)	0.10115 (15)	0.54084 (12)	0.0404 (4)
C6	0.18568 (18)	0.16856 (15)	0.62327 (11)	0.0348 (4)
C7	−0.00162 (17)	0.30725 (14)	0.73956 (10)	0.0311 (3)
C8	−0.08453 (17)	0.32198 (14)	0.67075 (11)	0.0327 (3)
C9	−0.23652 (18)	0.26740 (15)	0.64192 (11)	0.0366 (4)
C10	−0.31631 (18)	0.19121 (16)	0.68202 (12)	0.0390 (4)
C11	−0.24162 (19)	0.17148 (16)	0.74982 (12)	0.0397 (4)
C12	−0.08921 (18)	0.22759 (15)	0.77625 (11)	0.0362 (4)
C13	0.25420 (17)	0.37488 (14)	0.86700 (11)	0.0320 (3)
C14	0.22187 (18)	0.44094 (15)	0.95346 (11)	0.0365 (4)
C15	0.2796 (2)	0.45011 (17)	1.04117 (12)	0.0443 (4)
C16	0.37549 (19)	0.39040 (18)	1.04639 (12)	0.0453 (4)
C17	0.41270 (18)	0.32459 (16)	0.96440 (13)	0.0420 (4)
C18	0.35269 (18)	0.31783 (15)	0.87707 (11)	0.0361 (4)
C19	0.8368 (2)	0.14093 (16)	0.09712 (12)	0.0437 (4)
C20	0.9725 (2)	0.1684 (2)	0.05404 (14)	0.0576 (5)
H20A	1.0453	0.1429	0.0805	0.086*
H20B	1.0168	0.2614	0.0703	0.086*
H20C	0.9424	0.1185	−0.0163	0.086*
C21	0.7709 (3)	−0.00456 (17)	0.07480 (16)	0.0636 (6)
H21A	0.7464	−0.0570	0.0048	0.095*
H21B	0.6809	−0.0233	0.0994	0.095*
H21C	0.8436	−0.0258	0.1060	0.095*
C22	0.7245 (2)	0.1750 (2)	0.04734 (13)	0.0587 (5)
H22A	0.7639	0.2688	0.0660	0.088*
H22B	0.6308	0.1499	0.0672	0.088*
H22C	0.7072	0.1280	−0.0228	0.088*
C23	0.7343 (2)	0.20913 (17)	0.29229 (14)	0.0449 (4)
C24	0.7288 (3)	0.0981 (2)	0.32003 (18)	0.0687 (6)
H24A	0.6500	0.0829	0.3546	0.103*
H24B	0.8243	0.1218	0.3617	0.103*
H24C	0.7087	0.0187	0.2615	0.103*
C25	0.5834 (2)	0.1725 (2)	0.22956 (17)	0.0599 (5)
H25A	0.5591	0.0906	0.1724	0.090*
H25B	0.5872	0.2413	0.2094	0.090*
H25C	0.5072	0.1622	0.2667	0.090*
C26	0.7618 (2)	0.33412 (19)	0.38274 (14)	0.0550 (5)
H26A	0.6741	0.3231	0.4102	0.082*
H26B	0.7811	0.4070	0.3651	0.082*
H26C	0.8476	0.3519	0.4305	0.082*
C27	1.0711 (2)	0.27172 (17)	0.29329 (13)	0.0446 (4)
C28	1.0933 (3)	0.3432 (2)	0.40278 (14)	0.0666 (6)
H28A	1.1960	0.3669	0.4344	0.100*
H28B	1.0257	0.2863	0.4258	0.100*
H28C	1.0726	0.4220	0.4182	0.100*
C29	1.1911 (2)	0.3614 (2)	0.26475 (16)	0.0611 (5)
H29A	1.1724	0.4403	0.2759	0.092*
H29B	1.1889	0.3162	0.1963	0.092*
H29C	1.2887	0.3850	0.3038	0.092*
C30	1.0909 (2)	0.1425 (2)	0.26836 (17)	0.0614 (5)
H30A	1.0789	0.0978	0.1985	0.092*
H30B	1.0161	0.0876	0.2892	0.092*
H30C	1.1901	0.1597	0.3015	0.092*
F1	0.40912 (11)	0.49630 (8)	0.67088 (7)	0.0447 (2)
F2	0.47413 (12)	0.36859 (11)	0.50949 (8)	0.0551 (3)
F3	0.35817 (14)	0.10532 (11)	0.42120 (7)	0.0622 (3)
F4	0.16501 (13)	−0.02981 (9)	0.49855 (7)	0.0580 (3)
F5	0.09291 (11)	0.09601 (8)	0.65966 (7)	0.0454 (2)
F6	−0.01457 (10)	0.39236 (9)	0.62464 (7)	0.0459 (2)
F7	−0.30771 (11)	0.28541 (11)	0.57324 (8)	0.0575 (3)
F8	−0.46452 (11)	0.13439 (11)	0.65281 (8)	0.0570 (3)
F9	−0.31768 (12)	0.09451 (11)	0.78874 (8)	0.0612 (3)
F10	−0.02586 (11)	0.19765 (10)	0.84141 (7)	0.0538 (3)
F11	0.12531 (11)	0.49906 (10)	0.95367 (7)	0.0494 (3)
F12	0.24301 (13)	0.51617 (12)	1.12182 (7)	0.0662 (3)
F13	0.43409 (12)	0.39742 (12)	1.13126 (8)	0.0681 (3)
F14	0.51001 (12)	0.26803 (10)	0.96855 (8)	0.0599 (3)
F15	0.39801 (12)	0.25147 (10)	0.80060 (7)	0.0517 (3)
B1	0.1813 (2)	0.37833 (16)	0.76764 (12)	0.0312 (4)
O1	0.21571 (15)	0.51498 (10)	0.78731 (8)	0.0353 (3)
P1	0.88590 (5)	0.24737 (4)	0.22942 (3)	0.03315 (10)
H1	0.304 (3)	0.549 (2)	0.7996 (15)	0.067 (8)*
H2	0.9035 (16)	0.3605 (13)	0.2343 (10)	0.027 (4)*

	U11	U22	U33	U12	U13	U23
C1	0.0295 (8)	0.0347 (8)	0.0334 (8)	0.0150 (7)	0.0059 (7)	0.0172 (7)
C2	0.0318 (9)	0.0358 (8)	0.0390 (8)	0.0150 (7)	0.0073 (7)	0.0189 (7)
C3	0.0397 (10)	0.0534 (10)	0.0409 (9)	0.0263 (8)	0.0163 (8)	0.0289 (8)
C4	0.0503 (11)	0.0557 (11)	0.0319 (8)	0.0342 (9)	0.0142 (8)	0.0182 (8)
C5	0.0458 (10)	0.0352 (9)	0.0377 (9)	0.0213 (8)	0.0025 (8)	0.0097 (7)
C6	0.0345 (9)	0.0348 (8)	0.0398 (9)	0.0145 (7)	0.0082 (7)	0.0198 (7)
C7	0.0332 (9)	0.0307 (8)	0.0319 (8)	0.0134 (7)	0.0091 (7)	0.0148 (7)
C8	0.0334 (9)	0.0343 (8)	0.0352 (8)	0.0134 (7)	0.0114 (7)	0.0187 (7)
C9	0.0335 (9)	0.0427 (9)	0.0374 (9)	0.0178 (8)	0.0062 (7)	0.0187 (7)
C10	0.0257 (9)	0.0424 (9)	0.0425 (9)	0.0095 (7)	0.0073 (7)	0.0146 (8)
C11	0.0378 (10)	0.0387 (9)	0.0397 (9)	0.0057 (8)	0.0136 (8)	0.0203 (7)
C12	0.0370 (9)	0.0382 (8)	0.0350 (8)	0.0116 (7)	0.0050 (7)	0.0204 (7)
C13	0.0283 (8)	0.0294 (8)	0.0370 (8)	0.0079 (7)	0.0060 (7)	0.0159 (7)
C14	0.0313 (9)	0.0385 (9)	0.0396 (9)	0.0100 (7)	0.0082 (7)	0.0194 (7)
C15	0.0406 (10)	0.0492 (10)	0.0348 (9)	0.0055 (8)	0.0103 (8)	0.0192 (8)
C16	0.0354 (10)	0.0546 (10)	0.0408 (10)	0.0007 (8)	−0.0006 (8)	0.0310 (9)
C17	0.0294 (9)	0.0408 (9)	0.0577 (11)	0.0063 (8)	−0.0014 (8)	0.0312 (9)
C18	0.0350 (9)	0.0321 (8)	0.0403 (9)	0.0117 (7)	0.0049 (7)	0.0164 (7)
C19	0.0522 (11)	0.0369 (9)	0.0435 (9)	0.0211 (8)	0.0118 (8)	0.0153 (8)
C20	0.0748 (15)	0.0619 (12)	0.0485 (11)	0.0353 (11)	0.0290 (10)	0.0258 (10)
C21	0.0714 (15)	0.0362 (10)	0.0717 (14)	0.0204 (10)	0.0136 (11)	0.0124 (10)
C22	0.0717 (14)	0.0570 (12)	0.0429 (10)	0.0320 (11)	0.0009 (10)	0.0133 (9)
C23	0.0444 (10)	0.0458 (10)	0.0623 (11)	0.0212 (8)	0.0261 (9)	0.0354 (9)
C24	0.0778 (16)	0.0680 (13)	0.1029 (17)	0.0370 (12)	0.0521 (14)	0.0663 (13)
C25	0.0424 (12)	0.0564 (12)	0.0889 (15)	0.0177 (10)	0.0245 (11)	0.0386 (11)
C26	0.0655 (13)	0.0676 (12)	0.0562 (11)	0.0395 (11)	0.0346 (10)	0.0355 (10)
C27	0.0419 (10)	0.0530 (10)	0.0504 (10)	0.0231 (9)	0.0111 (8)	0.0296 (9)
C28	0.0649 (14)	0.0878 (16)	0.0520 (12)	0.0383 (13)	0.0014 (10)	0.0298 (11)
C29	0.0392 (11)	0.0630 (13)	0.0807 (14)	0.0134 (10)	0.0118 (10)	0.0362 (12)
C30	0.0594 (13)	0.0714 (13)	0.0835 (15)	0.0420 (11)	0.0229 (11)	0.0483 (12)
F1	0.0430 (6)	0.0367 (5)	0.0561 (6)	0.0122 (4)	0.0195 (5)	0.0226 (5)
F2	0.0597 (7)	0.0738 (7)	0.0633 (6)	0.0378 (6)	0.0376 (6)	0.0465 (6)
F3	0.0838 (8)	0.0728 (7)	0.0429 (6)	0.0491 (7)	0.0274 (6)	0.0195 (5)
F4	0.0728 (8)	0.0373 (5)	0.0535 (6)	0.0250 (5)	0.0081 (5)	0.0069 (5)
F5	0.0507 (6)	0.0336 (5)	0.0567 (6)	0.0164 (5)	0.0192 (5)	0.0227 (5)
F6	0.0402 (6)	0.0579 (6)	0.0502 (6)	0.0138 (5)	0.0100 (4)	0.0383 (5)
F7	0.0407 (6)	0.0777 (7)	0.0643 (7)	0.0211 (6)	0.0008 (5)	0.0443 (6)
F8	0.0284 (6)	0.0688 (7)	0.0674 (7)	0.0095 (5)	0.0086 (5)	0.0309 (6)
F9	0.0486 (7)	0.0672 (7)	0.0612 (7)	−0.0018 (5)	0.0127 (5)	0.0409 (6)
F10	0.0472 (6)	0.0596 (6)	0.0576 (6)	0.0051 (5)	−0.0003 (5)	0.0433 (5)
F11	0.0513 (6)	0.0613 (6)	0.0453 (5)	0.0316 (5)	0.0204 (5)	0.0227 (5)
F12	0.0705 (8)	0.0830 (8)	0.0378 (6)	0.0220 (7)	0.0194 (5)	0.0233 (6)
F13	0.0519 (7)	0.1004 (9)	0.0526 (6)	0.0096 (6)	−0.0018 (5)	0.0525 (7)
F14	0.0465 (6)	0.0617 (7)	0.0822 (8)	0.0207 (5)	−0.0019 (6)	0.0451 (6)
F15	0.0572 (7)	0.0556 (6)	0.0500 (6)	0.0372 (5)	0.0086 (5)	0.0184 (5)
B1	0.0332 (10)	0.0296 (9)	0.0341 (9)	0.0124 (8)	0.0079 (8)	0.0168 (7)
O1	0.0356 (7)	0.0298 (6)	0.0430 (6)	0.0130 (5)	0.0090 (5)	0.0179 (5)
P1	0.0358 (2)	0.0319 (2)	0.0392 (2)	0.01505 (18)	0.01272 (18)	0.02023 (18)

C1—C2	1.388 (2)	C19—P1	1.8667 (19)
C1—C6	1.390 (2)	C20—H20A	0.9800
C1—B1	1.660 (2)	C20—H20B	0.9800
C2—F1	1.3567 (18)	C20—H20C	0.9800
C2—C3	1.374 (2)	C21—H21A	0.9800
C3—F2	1.3461 (19)	C21—H21B	0.9800
C3—C4	1.371 (2)	C21—H21C	0.9800
C4—F3	1.3405 (19)	C22—H22A	0.9800
C4—C5	1.375 (2)	C22—H22B	0.9800
C5—F4	1.3471 (19)	C22—H22C	0.9800
C5—C6	1.369 (2)	C23—C25	1.531 (3)
C6—F5	1.3562 (18)	C23—C26	1.537 (3)
C7—C8	1.383 (2)	C23—C24	1.538 (2)
C7—C12	1.389 (2)	C23—P1	1.8639 (18)
C7—B1	1.653 (2)	C24—H24A	0.9800
C8—F6	1.3593 (17)	C24—H24B	0.9800
C8—C9	1.373 (2)	C24—H24C	0.9800
C9—F7	1.3442 (18)	C25—H25A	0.9800
C9—C10	1.369 (2)	C25—H25B	0.9800
C10—F8	1.3410 (19)	C25—H25C	0.9800
C10—C11	1.364 (2)	C26—H26A	0.9800
C11—F9	1.3478 (18)	C26—H26B	0.9800
C11—C12	1.376 (2)	C26—H26C	0.9800
C12—F10	1.3574 (17)	C27—C28	1.532 (3)
C13—C18	1.384 (2)	C27—C30	1.536 (2)
C13—C14	1.389 (2)	C27—C29	1.536 (3)
C13—B1	1.657 (2)	C27—P1	1.8710 (19)
C14—F11	1.3466 (19)	C28—H28A	0.9800
C14—C15	1.371 (2)	C28—H28B	0.9800
C15—F12	1.345 (2)	C28—H28C	0.9800
C15—C16	1.369 (3)	C29—H29A	0.9800
C16—F13	1.3451 (18)	C29—H29B	0.9800
C16—C17	1.362 (3)	C29—H29C	0.9800
C17—F14	1.3497 (19)	C30—H30A	0.9800
C17—C18	1.386 (2)	C30—H30B	0.9800
C18—F15	1.3489 (19)	C30—H30C	0.9800
C19—C20	1.528 (3)	B1—O1	1.469 (2)
C19—C22	1.538 (2)	O1—H1	0.79 (2)
C19—C21	1.542 (2)	P1—H2	1.288 (14)
C2—C1—C6	112.68 (14)	H21A—C21—H21C	109.5
C2—C1—B1	125.07 (13)	H21B—C21—H21C	109.5
C6—C1—B1	122.16 (14)	C19—C22—H22A	109.5
F1—C2—C3	114.64 (14)	C19—C22—H22B	109.5
F1—C2—C1	120.90 (14)	H22A—C22—H22B	109.5
C3—C2—C1	124.45 (15)	C19—C22—H22C	109.5
F2—C3—C4	119.39 (15)	H22A—C22—H22C	109.5
F2—C3—C2	120.84 (15)	H22B—C22—H22C	109.5
C4—C3—C2	119.77 (15)	C25—C23—C26	106.75 (16)
F3—C4—C3	120.34 (16)	C25—C23—C24	108.96 (16)
F3—C4—C5	120.90 (16)	C26—C23—C24	110.57 (16)
C3—C4—C5	118.75 (15)	C25—C23—P1	111.06 (13)
F4—C5—C6	120.76 (16)	C26—C23—P1	107.30 (13)
F4—C5—C4	119.86 (15)	C24—C23—P1	112.07 (13)
C6—C5—C4	119.38 (15)	C23—C24—H24A	109.5
F5—C6—C5	116.17 (14)	C23—C24—H24B	109.5
F5—C6—C1	118.86 (14)	H24A—C24—H24B	109.5
C5—C6—C1	124.94 (15)	C23—C24—H24C	109.5
C8—C7—C12	112.44 (14)	H24A—C24—H24C	109.5
C8—C7—B1	120.11 (13)	H24B—C24—H24C	109.5
C12—C7—B1	127.43 (13)	C23—C25—H25A	109.5
F6—C8—C9	115.40 (13)	C23—C25—H25B	109.5
F6—C8—C7	119.61 (14)	H25A—C25—H25B	109.5
C9—C8—C7	124.97 (14)	C23—C25—H25C	109.5
F7—C9—C10	119.58 (15)	H25A—C25—H25C	109.5
F7—C9—C8	120.82 (14)	H25B—C25—H25C	109.5
C10—C9—C8	119.58 (14)	C23—C26—H26A	109.5
F8—C10—C11	121.04 (15)	C23—C26—H26B	109.5
F8—C10—C9	120.31 (15)	H26A—C26—H26B	109.5
C11—C10—C9	118.63 (15)	C23—C26—H26C	109.5
F9—C11—C10	119.66 (15)	H26A—C26—H26C	109.5
F9—C11—C12	120.45 (15)	H26B—C26—H26C	109.5
C10—C11—C12	119.86 (14)	C28—C27—C30	109.52 (16)
F10—C12—C11	115.05 (14)	C28—C27—C29	106.15 (17)
F10—C12—C7	120.43 (14)	C30—C27—C29	110.30 (16)
C11—C12—C7	124.51 (14)	C28—C27—P1	110.65 (14)
C18—C13—C14	113.37 (14)	C30—C27—P1	112.04 (14)
C18—C13—B1	127.75 (14)	C29—C27—P1	108.01 (12)
C14—C13—B1	118.80 (13)	C27—C28—H28A	109.5
F11—C14—C15	115.91 (15)	C27—C28—H28B	109.5
F11—C14—C13	119.51 (14)	H28A—C28—H28B	109.5
C15—C14—C13	124.57 (16)	C27—C28—H28C	109.5
F12—C15—C16	119.63 (15)	H28A—C28—H28C	109.5
F12—C15—C14	121.01 (17)	H28B—C28—H28C	109.5
C16—C15—C14	119.36 (17)	C27—C29—H29A	109.5
F13—C16—C17	119.98 (17)	C27—C29—H29B	109.5
F13—C16—C15	120.87 (18)	H29A—C29—H29B	109.5
C17—C16—C15	119.15 (15)	C27—C29—H29C	109.5
F14—C17—C16	119.98 (15)	H29A—C29—H29C	109.5
F14—C17—C18	120.08 (17)	H29B—C29—H29C	109.5
C16—C17—C18	119.93 (15)	C27—C30—H30A	109.5
F15—C18—C13	121.25 (14)	C27—C30—H30B	109.5
F15—C18—C17	115.12 (14)	H30A—C30—H30B	109.5
C13—C18—C17	123.63 (16)	C27—C30—H30C	109.5
C20—C19—C22	106.21 (15)	H30A—C30—H30C	109.5
C20—C19—C21	109.34 (16)	H30B—C30—H30C	109.5
C22—C19—C21	109.95 (16)	O1—B1—C7	106.05 (13)
C20—C19—P1	110.77 (13)	O1—B1—C13	107.91 (13)
C22—C19—P1	108.44 (12)	C7—B1—C13	111.45 (13)
C21—C19—P1	111.96 (13)	O1—B1—C1	111.68 (13)
C19—C20—H20A	109.5	C7—B1—C1	106.95 (13)
C19—C20—H20B	109.5	C13—B1—C1	112.63 (12)
H20A—C20—H20B	109.5	B1—O1—H1	106.0 (16)
C19—C20—H20C	109.5	C23—P1—C19	114.47 (9)
H20A—C20—H20C	109.5	C23—P1—C27	114.13 (8)
H20B—C20—H20C	109.5	C19—P1—C27	113.94 (9)
C19—C21—H21A	109.5	C23—P1—H2	105.0 (6)
C19—C21—H21B	109.5	C19—P1—H2	103.9 (6)
H21A—C21—H21B	109.5	C27—P1—H2	103.7 (6)
C19—C21—H21C	109.5

D—H···A	D—H	H···A	D···A	D—H···A
P1—H2···O1i	1.288 (14)	2.276 (14)	3.4080 (13)	144.6 (9)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
P1—H2⋯O1i	1.288 (14)	2.276 (14)	3.4080 (13)	144.6 (9)

Symmetry code: (i) .