1,1,1-Tris(di-methyl-amino)-2-[tris-(di-methyl-amino)-phospho-ranyl-idene]diphosphinium tetra-phenyl-borate tetra-hydro-furan monosolvate.

In the tetra-hydro-furan solvate of the title salt, C12H36N6P3 (+)·C24H20B(-)·C4H8O, the cation features short P-P bond lengths [2.1111 (11) and 2.1364 (10) Å] and a distinctly bent P-P-P angle [104.67 (4)°] that confirm that the mol-ecule is not allene-like. In the crystal, the solvent mol-ecule is linked to the cation via a weak C-H⋯O hydrogen bond.

Related literature

For the preparation of [P(P[NMe3])2][BPh4], see: Schmidpeter & Lochschmidt (1986 ▶). For reviews of triphosphenium and related low-oxidation-state group 15 mol­ecules, see: Ellis & Macdonald (2007 ▶); Coffer & Dillon (2013 ▶). For the use of [P(P[NMe3])2]+ salts as a source of P+, see: Schmidpeter et al. (1983 ▶); Driess et al. (1999 ▶); Schmidpeter (1999 ▶). For the structure of the only related acyclic triphosphenium salt [P(PPh3)2][AlCl4], see: Ellis & Macdonald (2006 ▶). For a related structure, see: Appel et al. (1983 ▶). For a description of the Cambridge Structural Database (CSD), see: Allen (2002 ▶).

Experimental

Crystal data

C12H36N6P3 +·C24H20B−·C4H8O

M = 748.69

Monoclinic,

a = 13.0859 (17) Å

b = 11.8258 (16) Å

c = 27.504 (4) Å

β = 98.930 (2)°

V = 4204.7 (10) Å3

Z = 4

Mo Kα radiation

μ = 0.18 mm−1

T = 183 K

0.50 × 0.30 × 0.30 mm

Data collection

Bruker APEX CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.883, T max = 0.948

47616 measured reflections

9592 independent reflections

5621 reflections with I > 2σ(I)

R int = 0.090

Refinement

R[F 2 > 2σ(F 2)] = 0.062

wR(F 2) = 0.154

S = 1.02

9592 reflections

472 parameters

H-atom parameters constrained

Δρmax = 0.50 e Å−3

Δρmin = −0.30 e Å−3

Data collection: SMART (Bruker, 1997 ▶); cell refinement: SAINT (Bruker, 1997 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS2012 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL2012 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: WinGX (Farrugia, 2012 ▶) and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablock(s) I. DOI: 10.1107/S1600536814011258/lh5704sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536814011258/lh5704Isup2.hkl

Click here for additional data file.

Supporting information file. DOI: 10.1107/S1600536814011258/lh5704Isup3.cdx

CCDC reference: 1003430

Additional supporting information: crystallographic information; 3D view; checkCIF report

C12H36N6P3+·C24H20B−·C4H8O	F(000) = 1616
Mr = 748.69	Dx = 1.183 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 13.0859 (17) Å	Cell parameters from 3924 reflections
b = 11.8258 (16) Å	θ = 2.4–22.8°
c = 27.504 (4) Å	µ = 0.18 mm−1
β = 98.930 (2)°	T = 183 K
V = 4204.7 (10) Å3	Block, colourless
Z = 4	0.50 × 0.30 × 0.30 mm

Bruker APEX CCD diffractometer	5621 reflections with I > 2σ(I)
φ and ω scans	Rint = 0.090
Absorption correction: multi-scan (SADABS; Bruker, 2000)	θmax = 27.5°, θmin = 2.3°
Tmin = 0.883, Tmax = 0.948	h = −16→16
47616 measured reflections	k = −15→15
9592 independent reflections	l = −34→35

Refinement on F2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.062	H-atom parameters constrained
wR(F2) = 0.154	w = 1/[σ2(Fo2) + (0.0576P)2 + 2.6057P] where P = (Fo2 + 2Fc2)/3
S = 1.02	(Δ/σ)max < 0.001
9592 reflections	Δρmax = 0.50 e Å−3
472 parameters	Δρmin = −0.30 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.

	x	y	z	Uiso*/Ueq
C17	0.1618 (2)	0.7471 (2)	0.09042 (10)	0.0259 (6)
C18	0.2657 (2)	0.7266 (2)	0.08915 (11)	0.0318 (7)
H49	0.3101	0.7125	0.1193	0.038*
C19	0.3078 (3)	0.7257 (3)	0.04550 (12)	0.0412 (8)
H48	0.3793	0.7099	0.0464	0.049*
C20	0.2467 (3)	0.7473 (3)	0.00135 (12)	0.0415 (8)
H47	0.2753	0.7469	−0.0284	0.050*
C21	0.1434 (3)	0.7696 (3)	0.00076 (12)	0.0423 (8)
H46	0.1001	0.7848	−0.0296	0.051*
C22	0.1024 (2)	0.7699 (3)	0.04441 (11)	0.0373 (8)
H45	0.0309	0.7863	0.0431	0.045*
C23	0.0343 (2)	0.8560 (2)	0.14270 (10)	0.0241 (6)
C24	0.0602 (2)	0.9610 (2)	0.12407 (10)	0.0293 (7)
H54	0.1192	0.9652	0.1079	0.035*
C25	0.0040 (2)	1.0588 (2)	0.12824 (11)	0.0331 (7)
H53	0.0257	1.1282	0.1158	0.040*
C26	−0.0837 (2)	1.0558 (3)	0.15043 (11)	0.0357 (7)
H52	−0.1230	1.1223	0.1533	0.043*
C27	−0.1128 (2)	0.9543 (3)	0.16831 (11)	0.0343 (7)
H51	−0.1732	0.9504	0.1835	0.041*
C28	−0.0550 (2)	0.8575 (2)	0.16449 (10)	0.0274 (6)
H50	−0.0773	0.7888	0.1773	0.033*
C29	0.0420 (2)	0.6272 (2)	0.14288 (11)	0.0283 (7)
C30	0.0050 (2)	0.5941 (3)	0.18592 (12)	0.0352 (7)
H59	0.0209	0.6399	0.2145	0.042*
C31	−0.0538 (2)	0.4971 (3)	0.18854 (14)	0.0455 (9)
H58	−0.0788	0.4787	0.2182	0.055*
C32	−0.0757 (3)	0.4277 (3)	0.14815 (16)	0.0531 (10)
H57	−0.1157	0.3612	0.1498	0.064*
C33	−0.0393 (2)	0.4551 (3)	0.10556 (15)	0.0483 (9)
H56	−0.0530	0.4068	0.0777	0.058*
C34	0.0177 (2)	0.5539 (2)	0.10316 (12)	0.0356 (7)
H55	0.0410	0.5721	0.0731	0.043*
C35	0.2023 (2)	0.7470 (2)	0.18904 (10)	0.0230 (6)
C36	0.2409 (2)	0.8475 (2)	0.21153 (11)	0.0306 (7)
H64	0.2098	0.9170	0.2000	0.037*
C37	0.3232 (2)	0.8498 (3)	0.25017 (11)	0.0343 (7)
H63	0.3472	0.9200	0.2643	0.041*
C38	0.3701 (2)	0.7508 (3)	0.26809 (11)	0.0331 (7)
H62	0.4261	0.7521	0.2946	0.040*
C39	0.3344 (2)	0.6499 (3)	0.24694 (10)	0.0308 (7)
H61	0.3661	0.5809	0.2587	0.037*
C40	0.2523 (2)	0.6487 (2)	0.20859 (10)	0.0271 (6)
H60	0.2289	0.5778	0.1949	0.033*
B1	0.1095 (2)	0.7444 (3)	0.14112 (11)	0.0243 (7)
P1	0.47131 (6)	0.27326 (7)	0.04361 (3)	0.0298 (2)
P2	0.45906 (5)	0.24507 (6)	0.11828 (3)	0.02473 (17)
P3	0.31635 (5)	0.26032 (6)	0.00575 (3)	0.02397 (17)
N1	0.57948 (18)	0.2276 (2)	0.14651 (9)	0.0337 (6)
N2	0.39109 (19)	0.1337 (2)	0.12853 (9)	0.0328 (6)
N3	0.4218 (2)	0.3539 (2)	0.14747 (9)	0.0340 (6)
N4	0.28536 (19)	0.1285 (2)	−0.00843 (9)	0.0346 (6)
N5	0.21714 (18)	0.3064 (2)	0.03007 (9)	0.0315 (6)
N6	0.32168 (18)	0.3316 (2)	−0.04498 (8)	0.0295 (6)
C1	0.6525 (3)	0.3206 (3)	0.14466 (13)	0.0517 (10)
H1	0.7029	0.3213	0.1750	0.078*
H2	0.6149	0.3925	0.1414	0.078*
H3	0.6888	0.3102	0.1164	0.078*
C2	0.6274 (3)	0.1186 (3)	0.15207 (17)	0.0751 (14)
H4	0.6570	0.1003	0.1224	0.113*
H5	0.5756	0.0615	0.1569	0.113*
H6	0.6824	0.1192	0.1807	0.113*
C3	0.3938 (3)	0.0276 (3)	0.10199 (13)	0.0466 (9)
H7	0.4200	−0.0325	0.1251	0.070*
H8	0.4393	0.0356	0.0771	0.070*
H9	0.3238	0.0084	0.0859	0.070*
C4	0.3379 (3)	0.1247 (3)	0.17174 (12)	0.0533 (10)
H10	0.2719	0.0853	0.1625	0.080*
H11	0.3250	0.2007	0.1837	0.080*
H12	0.3813	0.0824	0.1978	0.080*
C5	0.4510 (3)	0.3687 (3)	0.20099 (11)	0.0502 (9)
H13	0.4893	0.4397	0.2076	0.075*
H14	0.4947	0.3053	0.2145	0.075*
H15	0.3885	0.3710	0.2165	0.075*
C6	0.3654 (3)	0.4497 (3)	0.12355 (13)	0.0499 (9)
H16	0.2953	0.4509	0.1320	0.075*
H17	0.3615	0.4428	0.0878	0.075*
H18	0.4012	0.5199	0.1348	0.075*
C7	0.3606 (3)	0.0557 (3)	−0.02720 (14)	0.0559 (10)
H19	0.3548	−0.0214	−0.0148	0.084*
H20	0.4305	0.0845	−0.0161	0.084*
H21	0.3468	0.0552	−0.0633	0.084*
C8	0.1787 (3)	0.0863 (3)	−0.02147 (14)	0.0571 (11)
H22	0.1656	0.0667	−0.0565	0.086*
H23	0.1299	0.1451	−0.0148	0.086*
H24	0.1695	0.0190	−0.0018	0.086*
C9	0.1719 (3)	0.4183 (3)	0.01855 (12)	0.0440 (9)
H25	0.0973	0.4107	0.0077	0.066*
H26	0.2039	0.4530	−0.0077	0.066*
H27	0.1843	0.4661	0.0480	0.066*
C10	0.1772 (2)	0.2494 (3)	0.07023 (13)	0.0492 (9)
H28	0.1971	0.2919	0.1008	0.074*
H29	0.2060	0.1728	0.0741	0.074*
H30	0.1016	0.2450	0.0627	0.074*
C11	0.2432 (2)	0.3102 (3)	−0.08840 (11)	0.0419 (8)
H31	0.1839	0.3605	−0.0876	0.063*
H32	0.2203	0.2313	−0.0881	0.063*
H33	0.2731	0.3245	−0.1184	0.063*
C12	0.3759 (3)	0.4398 (3)	−0.04721 (12)	0.0487 (9)
H34	0.4152	0.4385	−0.0747	0.073*
H35	0.4233	0.4517	−0.0164	0.073*
H36	0.3253	0.5015	−0.0520	0.073*
O1	0.5933 (2)	0.6186 (2)	0.17083 (10)	0.0677 (8)
C13	0.5372 (3)	0.7229 (4)	0.16305 (16)	0.0684 (12)
H43	0.4708	0.7173	0.1759	0.082*
H44	0.5223	0.7406	0.1275	0.082*
C14	0.6020 (4)	0.8106 (4)	0.18915 (16)	0.0716 (13)
H41	0.5593	0.8685	0.2026	0.086*
H42	0.6447	0.8480	0.1671	0.086*
C15	0.6683 (4)	0.7486 (4)	0.22969 (18)	0.0956 (17)
H39	0.7408	0.7751	0.2331	0.115*
H40	0.6428	0.7602	0.2614	0.115*
C16	0.6611 (5)	0.6294 (5)	0.21556 (16)	0.1004 (18)
H37	0.7304	0.6003	0.2118	0.120*
H38	0.6350	0.5846	0.2415	0.120*

	U11	U22	U33	U12	U13	U23
C17	0.0274 (14)	0.0208 (14)	0.0296 (15)	−0.0011 (12)	0.0042 (12)	−0.0038 (12)
C18	0.0311 (16)	0.0343 (17)	0.0304 (16)	0.0027 (13)	0.0057 (13)	0.0047 (13)
C19	0.0371 (18)	0.047 (2)	0.0429 (19)	0.0020 (15)	0.0165 (15)	−0.0004 (16)
C20	0.056 (2)	0.0383 (19)	0.0333 (17)	−0.0005 (17)	0.0174 (15)	−0.0030 (15)
C21	0.054 (2)	0.043 (2)	0.0294 (17)	0.0019 (17)	0.0034 (15)	−0.0026 (15)
C22	0.0306 (16)	0.045 (2)	0.0348 (17)	0.0036 (14)	0.0016 (13)	−0.0043 (15)
C23	0.0217 (15)	0.0258 (15)	0.0237 (15)	−0.0015 (11)	0.0000 (12)	−0.0032 (12)
C24	0.0249 (15)	0.0305 (16)	0.0327 (17)	−0.0010 (13)	0.0051 (13)	0.0019 (13)
C25	0.0353 (18)	0.0225 (16)	0.0408 (18)	−0.0025 (13)	0.0039 (15)	0.0022 (13)
C26	0.0319 (18)	0.0280 (17)	0.046 (2)	0.0079 (13)	0.0021 (15)	−0.0061 (14)
C27	0.0281 (16)	0.0364 (18)	0.0397 (18)	0.0014 (14)	0.0094 (14)	−0.0062 (15)
C28	0.0271 (15)	0.0246 (15)	0.0304 (16)	−0.0012 (12)	0.0046 (13)	−0.0013 (12)
C29	0.0183 (14)	0.0241 (15)	0.0418 (18)	0.0019 (12)	0.0022 (13)	0.0005 (13)
C30	0.0301 (17)	0.0299 (17)	0.0438 (19)	−0.0019 (13)	−0.0002 (14)	0.0079 (14)
C31	0.0295 (18)	0.042 (2)	0.065 (2)	−0.0014 (15)	0.0074 (17)	0.0213 (18)
C32	0.0296 (19)	0.0273 (18)	0.099 (3)	−0.0066 (15)	−0.002 (2)	0.012 (2)
C33	0.0339 (19)	0.0267 (17)	0.082 (3)	−0.0027 (15)	0.0006 (19)	−0.0161 (18)
C34	0.0261 (16)	0.0292 (17)	0.051 (2)	0.0002 (13)	0.0043 (15)	−0.0084 (15)
C35	0.0204 (13)	0.0243 (14)	0.0259 (14)	−0.0002 (12)	0.0086 (11)	0.0002 (12)
C36	0.0291 (16)	0.0256 (16)	0.0360 (17)	0.0002 (13)	0.0017 (14)	−0.0017 (13)
C37	0.0343 (18)	0.0307 (17)	0.0364 (18)	−0.0045 (14)	0.0008 (14)	−0.0089 (14)
C38	0.0279 (15)	0.0408 (18)	0.0287 (15)	−0.0006 (14)	−0.0013 (12)	0.0002 (14)
C39	0.0287 (16)	0.0332 (17)	0.0300 (17)	0.0033 (13)	0.0024 (13)	0.0044 (13)
C40	0.0261 (15)	0.0232 (15)	0.0330 (16)	−0.0018 (12)	0.0075 (13)	−0.0030 (12)
B1	0.0224 (15)	0.0217 (16)	0.0286 (16)	−0.0009 (13)	0.0030 (13)	−0.0015 (14)
P1	0.0225 (4)	0.0440 (5)	0.0234 (4)	−0.0045 (3)	0.0049 (3)	−0.0005 (3)
P2	0.0237 (4)	0.0262 (4)	0.0243 (4)	−0.0016 (3)	0.0038 (3)	0.0007 (3)
P3	0.0227 (4)	0.0240 (4)	0.0249 (4)	−0.0011 (3)	0.0027 (3)	−0.0015 (3)
N1	0.0287 (13)	0.0399 (16)	0.0311 (14)	0.0034 (12)	0.0003 (11)	0.0031 (12)
N2	0.0357 (15)	0.0282 (14)	0.0343 (14)	−0.0063 (11)	0.0045 (12)	0.0063 (11)
N3	0.0415 (15)	0.0341 (14)	0.0269 (14)	0.0022 (12)	0.0066 (12)	−0.0039 (11)
N4	0.0315 (14)	0.0265 (14)	0.0425 (16)	−0.0016 (11)	−0.0050 (12)	−0.0060 (11)
N5	0.0269 (13)	0.0354 (14)	0.0334 (14)	0.0040 (11)	0.0082 (11)	0.0041 (11)
N6	0.0308 (14)	0.0351 (14)	0.0216 (13)	−0.0021 (11)	0.0013 (10)	0.0006 (10)
C1	0.0332 (19)	0.077 (3)	0.042 (2)	−0.0181 (18)	−0.0039 (16)	0.0092 (19)
C2	0.051 (2)	0.061 (3)	0.101 (4)	0.021 (2)	−0.026 (2)	−0.025 (2)
C3	0.053 (2)	0.0266 (18)	0.056 (2)	−0.0037 (16)	−0.0066 (18)	0.0014 (16)
C4	0.060 (2)	0.060 (2)	0.042 (2)	−0.024 (2)	0.0142 (18)	0.0099 (18)
C5	0.066 (3)	0.054 (2)	0.0320 (19)	−0.0021 (19)	0.0127 (18)	−0.0094 (16)
C6	0.053 (2)	0.0355 (19)	0.057 (2)	0.0142 (17)	−0.0047 (18)	−0.0152 (17)
C7	0.068 (3)	0.038 (2)	0.056 (2)	0.0136 (18)	−0.007 (2)	−0.0202 (18)
C8	0.053 (2)	0.035 (2)	0.075 (3)	−0.0166 (17)	−0.019 (2)	−0.0012 (18)
C9	0.041 (2)	0.051 (2)	0.040 (2)	0.0186 (16)	0.0060 (16)	−0.0021 (16)
C10	0.0285 (17)	0.074 (3)	0.048 (2)	0.0008 (17)	0.0148 (15)	0.0164 (19)
C11	0.0394 (19)	0.058 (2)	0.0262 (17)	−0.0008 (17)	−0.0009 (14)	0.0013 (15)
C12	0.056 (2)	0.051 (2)	0.039 (2)	−0.0125 (18)	0.0026 (17)	0.0132 (17)
O1	0.083 (2)	0.0602 (19)	0.0594 (18)	−0.0155 (16)	0.0089 (16)	−0.0013 (14)
C13	0.047 (2)	0.094 (4)	0.065 (3)	0.005 (2)	0.007 (2)	−0.004 (3)
C14	0.097 (3)	0.054 (3)	0.063 (3)	0.013 (2)	0.011 (3)	−0.010 (2)
C15	0.115 (4)	0.096 (4)	0.064 (3)	−0.019 (3)	−0.026 (3)	−0.013 (3)
C16	0.154 (5)	0.090 (4)	0.047 (3)	0.002 (4)	−0.016 (3)	0.015 (3)

C17—C18	1.388 (4)	N2—C4	1.471 (4)
C17—C22	1.405 (4)	N3—C6	1.453 (4)
C17—B1	1.646 (4)	N3—C5	1.472 (4)
C18—C19	1.397 (4)	N4—C7	1.461 (4)
C18—H49	0.9500	N4—C8	1.474 (4)
C19—C20	1.370 (4)	N5—C10	1.459 (4)
C19—H48	0.9500	N5—C9	1.464 (4)
C20—C21	1.375 (5)	N6—C12	1.470 (4)
C20—H47	0.9500	N6—C11	1.471 (4)
C21—C22	1.390 (4)	C1—H1	0.9800
C21—H46	0.9500	C1—H2	0.9800
C22—H45	0.9500	C1—H3	0.9800
C23—C28	1.394 (4)	C2—H4	0.9800
C23—C24	1.406 (4)	C2—H5	0.9800
C23—B1	1.650 (4)	C2—H6	0.9800
C24—C25	1.385 (4)	C3—H7	0.9800
C24—H54	0.9500	C3—H8	0.9800
C25—C26	1.381 (4)	C3—H9	0.9800
C25—H53	0.9500	C4—H10	0.9800
C26—C27	1.373 (4)	C4—H11	0.9800
C26—H52	0.9500	C4—H12	0.9800
C27—C28	1.385 (4)	C5—H13	0.9800
C27—H51	0.9500	C5—H14	0.9800
C28—H50	0.9500	C5—H15	0.9800
C29—C34	1.392 (4)	C6—H16	0.9800
C29—C30	1.402 (4)	C6—H17	0.9800
C29—B1	1.648 (4)	C6—H18	0.9800
C30—C31	1.390 (4)	C7—H19	0.9800
C30—H59	0.9500	C7—H20	0.9800
C31—C32	1.375 (5)	C7—H21	0.9800
C31—H58	0.9500	C8—H22	0.9800
C32—C33	1.370 (5)	C8—H23	0.9800
C32—H57	0.9500	C8—H24	0.9800
C33—C34	1.394 (4)	C9—H25	0.9800
C33—H56	0.9500	C9—H26	0.9800
C34—H55	0.9500	C9—H27	0.9800
C35—C36	1.398 (4)	C10—H28	0.9800
C35—C40	1.400 (4)	C10—H29	0.9800
C35—B1	1.648 (4)	C10—H30	0.9800
C36—C37	1.391 (4)	C11—H31	0.9800
C36—H64	0.9500	C11—H32	0.9800
C37—C38	1.376 (4)	C11—H33	0.9800
C37—H63	0.9500	C12—H34	0.9800
C38—C39	1.378 (4)	C12—H35	0.9800
C38—H62	0.9500	C12—H36	0.9800
C39—C40	1.383 (4)	O1—C16	1.406 (5)
C39—H61	0.9500	O1—C13	1.435 (5)
C40—H60	0.9500	C13—C14	1.456 (6)
P1—P2	2.1111 (11)	C13—H43	0.9900
P1—P3	2.1364 (10)	C13—H44	0.9900
P2—N3	1.631 (2)	C14—C15	1.495 (6)
P2—N2	1.638 (2)	C14—H41	0.9900
P2—N1	1.658 (2)	C14—H42	0.9900
P3—N6	1.641 (2)	C15—C16	1.461 (6)
P3—N4	1.642 (2)	C15—H39	0.9900
P3—N5	1.643 (2)	C15—H40	0.9900
N1—C2	1.432 (4)	C16—H37	0.9900
N1—C1	1.463 (4)	C16—H38	0.9900
N2—C3	1.454 (4)
C18—C17—C22	114.7 (3)	C10—N5—C9	113.7 (2)
C18—C17—B1	123.8 (2)	C10—N5—P3	123.6 (2)
C22—C17—B1	121.5 (2)	C9—N5—P3	122.0 (2)
C17—C18—C19	122.8 (3)	C12—N6—C11	113.4 (2)
C17—C18—H49	118.6	C12—N6—P3	124.6 (2)
C19—C18—H49	118.6	C11—N6—P3	119.1 (2)
C20—C19—C18	120.4 (3)	N1—C1—H1	109.5
C20—C19—H48	119.8	N1—C1—H2	109.5
C18—C19—H48	119.8	H1—C1—H2	109.5
C19—C20—C21	118.9 (3)	N1—C1—H3	109.5
C19—C20—H47	120.5	H1—C1—H3	109.5
C21—C20—H47	120.5	H2—C1—H3	109.5
C20—C21—C22	120.1 (3)	N1—C2—H4	109.5
C20—C21—H46	119.9	N1—C2—H5	109.5
C22—C21—H46	119.9	H4—C2—H5	109.5
C21—C22—C17	122.9 (3)	N1—C2—H6	109.5
C21—C22—H45	118.5	H4—C2—H6	109.5
C17—C22—H45	118.5	H5—C2—H6	109.5
C28—C23—C24	114.3 (3)	N2—C3—H7	109.5
C28—C23—B1	124.4 (2)	N2—C3—H8	109.5
C24—C23—B1	121.2 (2)	H7—C3—H8	109.5
C25—C24—C23	123.1 (3)	N2—C3—H9	109.5
C25—C24—H54	118.4	H7—C3—H9	109.5
C23—C24—H54	118.4	H8—C3—H9	109.5
C26—C25—C24	120.2 (3)	N2—C4—H10	109.5
C26—C25—H53	119.9	N2—C4—H11	109.5
C24—C25—H53	119.9	H10—C4—H11	109.5
C27—C26—C25	118.5 (3)	N2—C4—H12	109.5
C27—C26—H52	120.8	H10—C4—H12	109.5
C25—C26—H52	120.8	H11—C4—H12	109.5
C26—C27—C28	120.7 (3)	N3—C5—H13	109.5
C26—C27—H51	119.7	N3—C5—H14	109.5
C28—C27—H51	119.7	H13—C5—H14	109.5
C27—C28—C23	123.2 (3)	N3—C5—H15	109.5
C27—C28—H50	118.4	H13—C5—H15	109.5
C23—C28—H50	118.4	H14—C5—H15	109.5
C34—C29—C30	115.0 (3)	N3—C6—H16	109.5
C34—C29—B1	124.0 (3)	N3—C6—H17	109.5
C30—C29—B1	121.1 (3)	H16—C6—H17	109.5
C31—C30—C29	122.7 (3)	N3—C6—H18	109.5
C31—C30—H59	118.6	H16—C6—H18	109.5
C29—C30—H59	118.6	H17—C6—H18	109.5
C32—C31—C30	119.9 (3)	N4—C7—H19	109.5
C32—C31—H58	120.0	N4—C7—H20	109.5
C30—C31—H58	120.0	H19—C7—H20	109.5
C33—C32—C31	119.6 (3)	N4—C7—H21	109.5
C33—C32—H57	120.2	H19—C7—H21	109.5
C31—C32—H57	120.2	H20—C7—H21	109.5
C32—C33—C34	119.9 (3)	N4—C8—H22	109.5
C32—C33—H56	120.1	N4—C8—H23	109.5
C34—C33—H56	120.1	H22—C8—H23	109.5
C29—C34—C33	122.9 (3)	N4—C8—H24	109.5
C29—C34—H55	118.5	H22—C8—H24	109.5
C33—C34—H55	118.5	H23—C8—H24	109.5
C36—C35—C40	114.9 (2)	N5—C9—H25	109.5
C36—C35—B1	122.7 (2)	N5—C9—H26	109.5
C40—C35—B1	122.3 (2)	H25—C9—H26	109.5
C37—C36—C35	122.6 (3)	N5—C9—H27	109.5
C37—C36—H64	118.7	H25—C9—H27	109.5
C35—C36—H64	118.7	H26—C9—H27	109.5
C38—C37—C36	120.5 (3)	N5—C10—H28	109.5
C38—C37—H63	119.8	N5—C10—H29	109.5
C36—C37—H63	119.8	H28—C10—H29	109.5
C37—C38—C39	118.8 (3)	N5—C10—H30	109.5
C37—C38—H62	120.6	H28—C10—H30	109.5
C39—C38—H62	120.6	H29—C10—H30	109.5
C38—C39—C40	120.2 (3)	N6—C11—H31	109.5
C38—C39—H61	119.9	N6—C11—H32	109.5
C40—C39—H61	119.9	H31—C11—H32	109.5
C39—C40—C35	123.1 (3)	N6—C11—H33	109.5
C39—C40—H60	118.5	H31—C11—H33	109.5
C35—C40—H60	118.5	H32—C11—H33	109.5
C17—B1—C29	109.7 (2)	N6—C12—H34	109.5
C17—B1—C35	109.0 (2)	N6—C12—H35	109.5
C29—B1—C35	108.9 (2)	H34—C12—H35	109.5
C17—B1—C23	109.6 (2)	N6—C12—H36	109.5
C29—B1—C23	110.3 (2)	H34—C12—H36	109.5
C35—B1—C23	109.4 (2)	H35—C12—H36	109.5
P2—P1—P3	104.67 (4)	C16—O1—C13	106.9 (3)
N3—P2—N2	109.77 (13)	O1—C13—C14	107.1 (3)
N3—P2—N1	101.69 (13)	O1—C13—H43	110.3
N2—P2—N1	108.73 (13)	C14—C13—H43	110.3
N3—P2—P1	115.34 (10)	O1—C13—H44	110.3
N2—P2—P1	114.81 (10)	C14—C13—H44	110.3
N1—P2—P1	105.37 (9)	H43—C13—H44	108.6
N6—P3—N4	109.09 (13)	C13—C14—C15	104.1 (4)
N6—P3—N5	108.44 (12)	C13—C14—H41	110.9
N4—P3—N5	103.30 (13)	C15—C14—H41	110.9
N6—P3—P1	102.43 (9)	C13—C14—H42	110.9
N4—P3—P1	111.38 (9)	C15—C14—H42	110.9
N5—P3—P1	121.87 (10)	H41—C14—H42	108.9
C2—N1—C1	113.7 (3)	C16—C15—C14	105.6 (4)
C2—N1—P2	122.1 (2)	C16—C15—H39	110.6
C1—N1—P2	118.0 (2)	C14—C15—H39	110.6
C3—N2—C4	113.3 (3)	C16—C15—H40	110.6
C3—N2—P2	123.4 (2)	C14—C15—H40	110.6
C4—N2—P2	122.3 (2)	H39—C15—H40	108.7
C6—N3—C5	113.2 (3)	O1—C16—C15	109.0 (4)
C6—N3—P2	124.2 (2)	O1—C16—H37	109.9
C5—N3—P2	122.4 (2)	C15—C16—H37	109.9
C7—N4—C8	112.3 (3)	O1—C16—H38	109.9
C7—N4—P3	119.2 (2)	C15—C16—H38	109.9
C8—N4—P3	124.7 (2)	H37—C16—H38	108.3
C22—C17—C18—C19	−1.5 (4)	C40—C35—B1—C23	154.8 (2)
B1—C17—C18—C19	177.8 (3)	C28—C23—B1—C17	148.3 (3)
C17—C18—C19—C20	1.0 (5)	C24—C23—B1—C17	−35.6 (3)
C18—C19—C20—C21	−0.2 (5)	C28—C23—B1—C29	27.4 (4)
C19—C20—C21—C22	0.0 (5)	C24—C23—B1—C29	−156.4 (3)
C20—C21—C22—C17	−0.6 (5)	C28—C23—B1—C35	−92.3 (3)
C18—C17—C22—C21	1.3 (4)	C24—C23—B1—C35	83.8 (3)
B1—C17—C22—C21	−178.1 (3)	N3—P2—N1—C2	148.8 (3)
C28—C23—C24—C25	1.9 (4)	N2—P2—N1—C2	33.0 (3)
B1—C23—C24—C25	−174.6 (3)	P1—P2—N1—C2	−90.5 (3)
C23—C24—C25—C26	−1.7 (5)	N3—P2—N1—C1	−60.6 (3)
C24—C25—C26—C27	0.4 (5)	N2—P2—N1—C1	−176.4 (2)
C25—C26—C27—C28	0.5 (5)	P1—P2—N1—C1	60.0 (2)
C26—C27—C28—C23	−0.2 (5)	N3—P2—N2—C3	170.1 (2)
C24—C23—C28—C27	−1.0 (4)	N1—P2—N2—C3	−79.5 (3)
B1—C23—C28—C27	175.4 (3)	P1—P2—N2—C3	38.3 (3)
C34—C29—C30—C31	−1.7 (4)	N3—P2—N2—C4	−22.2 (3)
B1—C29—C30—C31	178.7 (3)	N1—P2—N2—C4	88.3 (3)
C29—C30—C31—C32	1.6 (5)	P1—P2—N2—C4	−154.0 (2)
C30—C31—C32—C33	−0.1 (5)	N2—P2—N3—C6	−109.8 (3)
C31—C32—C33—C34	−1.2 (5)	N1—P2—N3—C6	135.2 (3)
C30—C29—C34—C33	0.2 (4)	P1—P2—N3—C6	21.8 (3)
B1—C29—C34—C33	179.8 (3)	N2—P2—N3—C5	75.9 (3)
C32—C33—C34—C29	1.2 (5)	N1—P2—N3—C5	−39.1 (3)
C40—C35—C36—C37	0.4 (4)	P1—P2—N3—C5	−152.5 (2)
B1—C35—C36—C37	−176.2 (3)	N6—P3—N4—C7	70.3 (3)
C35—C36—C37—C38	−0.3 (5)	N5—P3—N4—C7	−174.5 (2)
C36—C37—C38—C39	0.3 (4)	P1—P3—N4—C7	−42.0 (3)
C37—C38—C39—C40	−0.4 (4)	N6—P3—N4—C8	−85.9 (3)
C38—C39—C40—C35	0.5 (4)	N5—P3—N4—C8	29.3 (3)
C36—C35—C40—C39	−0.5 (4)	P1—P3—N4—C8	161.8 (2)
B1—C35—C40—C39	176.1 (3)	N6—P3—N5—C10	168.4 (2)
C18—C17—B1—C29	−104.7 (3)	N4—P3—N5—C10	52.7 (3)
C22—C17—B1—C29	74.7 (3)	P1—P3—N5—C10	−73.3 (3)
C18—C17—B1—C35	14.4 (4)	N6—P3—N5—C9	−21.8 (3)
C22—C17—B1—C35	−166.2 (3)	N4—P3—N5—C9	−137.5 (2)
C18—C17—B1—C23	134.1 (3)	P1—P3—N5—C9	96.5 (2)
C22—C17—B1—C23	−46.5 (3)	N4—P3—N6—C12	−160.7 (2)
C34—C29—B1—C17	−11.2 (4)	N5—P3—N6—C12	87.5 (3)
C30—C29—B1—C17	168.4 (2)	P1—P3—N6—C12	−42.6 (3)
C34—C29—B1—C35	−130.4 (3)	N4—P3—N6—C11	40.3 (3)
C30—C29—B1—C35	49.2 (3)	N5—P3—N6—C11	−71.6 (2)
C34—C29—B1—C23	109.6 (3)	P1—P3—N6—C11	158.4 (2)
C30—C29—B1—C23	−70.9 (3)	C16—O1—C13—C14	26.1 (5)
C36—C35—B1—C17	90.9 (3)	O1—C13—C14—C15	−26.5 (5)
C40—C35—B1—C17	−85.4 (3)	C13—C14—C15—C16	17.1 (6)
C36—C35—B1—C29	−149.5 (3)	C13—O1—C16—C15	−14.8 (6)
C40—C35—B1—C29	34.2 (3)	C14—C15—C16—O1	−1.7 (6)
C36—C35—B1—C23	−28.8 (3)

D—H···A	D—H	H···A	D···A	D—H···A
C11—H33···O1i	0.98	2.52	3.454 (4)	158

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C11—H33⋯O1i	0.98	2.52	3.454 (4)	158

Symmetry code: (i) .