Aqua­bis­(benzo­nitrile)(o-benzo­quin­one di­imine)(tri­phenyl­phosphine)­ruthenium(II) bis­(tetra­fluoro­borate) hydrate

The Ru atom in the title compound, [Ru(C₆H₅CN)₂{P(C₆H₅)₃}{C₆H₄(NH)₂}(H₂O)](BF₄)₂·H₂O, has six-coordinate octahedral geometry, with a trans arrangement of the tri­phenyl­phosphine ligand and the water mol­ecule. The asymmetric unit contains one complex cation, two tetra­fluoro­borate anions and one solvent water mol­ecule, which is disordered over two sites (ratio of occupancies 0.70:0.30).

S1. Comment

In order to understand the bonding between ruthenium and redox-active (non-innocent) ligands and its implication for electrochemical behaviour (Lever, 1990; Masui et al., 2000), we synthesized a family of ruthenium complexes containing o-benzoquinone diimine (BQDI) and other non-redox active ligands with different electron donor–acceptor behaviour. We have published complexes with ligands in a trans position to the benzoquinone dimine ring with: donor character as two chlorines (Venegas-Yazigi et al., 2000); acceptor behaviour as two acetonitrile (Venegas-Yazigi et al., 2000a); one acceptor and one donor ligands as acetonitrile and chlorine (Venegas-Yazigi et al., 2000b). In all these complexes, we could establish a quinone arrangement for the benzoquinone diimine ring which looks to be independent of the donor–acceptor behaviour of the ligands which are trans to it.

The Ru atom in the title complex, (I), shows an octahedral coordination. The benzonitrile ligands are in the same plane as the o-benzoquinone diimine ligand. Bond distances for the benzoquinone diimine ring establish a quinone arrangement showing that the highly acidic behaviour of the benzonitrile ligands does not have an influence on its arrangement.

S2. Experimental

No preparation details provided.

S3. Refinement

The asymmetric unit contains one solvent water molecule, which is disordered over two sites with a ratio of occupancies of 0.70:0.30. The H atoms of the disordered water molecule were not located and hence not included in the calculations.

Computing details

Data collection: KappaCCD Server Software (Nonius, 1997); cell refinement: DENZO-SMN (Otwinowski & Minor, 1997); data reduction: DENZO-SMN; program(s) used to solve structure: SHELXTL (Sheldrick, 1997); program(s) used to refine structure: SHELXTL; software used to prepare material for publication: SHELXTL.

Aquabis(benzonitrile)(o-benzoquinone diimine)(triphenylphosphine)ruthenium(II) bis(tetrafluoroborate) hydrate

Crystal data

[Ru(C6H6N2)(C7H5N)2(C18H15P)(H2O)](BF4)2·H2O	F(000) = 1792
Mr = 885.36	Dx = 1.462 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 13.0428 (6) Å	Cell parameters from 24821 reflections
b = 15.0530 (11) Å	θ = 4.1–25.0°
c = 21.0245 (15) Å	µ = 0.51 mm^−1
β = 103.050 (4)°	T = 100 K
V = 4021.2 (5) Å^3	Plate, purple
Z = 4	0.30 × 0.15 × 0.05 mm

Data collection

Nonius KappaCCD diffractometer	7016 independent reflections
Radiation source: fine-focus sealed tube	4495 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.072
ϕ and ω scans with κ offsets	θmax = 25.0°, θmin = 4.1°
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997)	h = −16→15
Tmin = 0.863, Tmax = 0.975	k = −18→17
24821 measured reflections	l = −25→24

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)] = 0.056	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.167	H-atom parameters constrained
S = 1.02	w = 1/[σ^2(Fo^2) + (0.0882P)^2 + 2.151P] where P = (Fo^2 + 2Fc^2)/3
7016 reflections	(Δ/σ)max = 0.001
521 parameters	Δρmax = 0.92 e Å^−3
5 restraints	Δρmin = −0.58 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	Occ. (<1)
Ru1	0.70989 (3)	0.53202 (3)	0.21952 (2)	0.04495 (17)
P1	0.88396 (10)	0.54112 (9)	0.27156 (6)	0.0392 (3)
O1	0.5455 (3)	0.5201 (3)	0.17061 (19)	0.0644 (11)
H1OA	0.50539 (9)	0.534 (3)	0.1949 (9)	0.080*
H1OB	0.5316 (8)	0.4702 (14)	0.153 (2)	0.080*
N1	0.7265 (3)	0.6349 (3)	0.1617 (2)	0.0497 (11)
H1A	0.7470	0.6267	0.1251	0.060*
N2	0.6720 (3)	0.6366 (3)	0.2677 (2)	0.0509 (11)
H2A	0.6541	0.6295	0.3053	0.061*
N3	0.7397 (3)	0.4327 (3)	0.1604 (2)	0.0446 (10)
N4	0.6739 (3)	0.4441 (3)	0.2849 (2)	0.0508 (12)
C1	0.7059 (4)	0.7144 (4)	0.1804 (3)	0.0560 (15)
C2	0.7116 (4)	0.7955 (5)	0.1467 (4)	0.0700 (18)
H2B	0.7325	0.7961	0.1062	0.084*
C3	0.6861 (5)	0.8731 (5)	0.1741 (4)	0.082 (2)
H3A	0.6895	0.9277	0.1520	0.098*
C4	0.6546 (5)	0.8735 (5)	0.2348 (4)	0.078 (2)
H4A	0.6371	0.9283	0.2521	0.094*
C5	0.6492 (4)	0.7981 (5)	0.2679 (4)	0.0704 (18)
H5A	0.6286	0.8001	0.3085	0.084*
C6	0.6740 (4)	0.7151 (4)	0.2427 (3)	0.0552 (15)
C7	0.7559 (4)	0.3779 (4)	0.1260 (3)	0.0485 (13)
C8	0.6419 (4)	0.4041 (5)	0.3218 (3)	0.0615 (16)
C11	0.9070 (4)	0.6418 (3)	0.3198 (2)	0.0413 (12)
C12	0.8713 (4)	0.6469 (4)	0.3786 (2)	0.0471 (13)
H12A	0.8458	0.5951	0.3957	0.056*
C13	0.8736 (4)	0.7266 (4)	0.4107 (3)	0.0553 (14)
H13A	0.8507	0.7295	0.4505	0.066*
C14	0.9088 (4)	0.8023 (4)	0.3857 (3)	0.0563 (15)
H14A	0.9105	0.8571	0.4083	0.068*
C15	0.9418 (4)	0.7984 (4)	0.3279 (3)	0.0520 (14)
H15A	0.9653	0.8509	0.3104	0.062*
C16	0.9407 (4)	0.7195 (3)	0.2954 (2)	0.0421 (12)
H16A	0.9633	0.7179	0.2556	0.050*
C21	0.9365 (4)	0.4495 (3)	0.3271 (2)	0.0406 (12)
C22	1.0094 (4)	0.4634 (4)	0.3848 (2)	0.0472 (12)
H22A	1.0290	0.5222	0.3991	0.057*
C23	1.0544 (4)	0.3911 (4)	0.4222 (3)	0.0562 (15)
H23A	1.1049	0.4005	0.4619	0.067*
C24	1.0256 (4)	0.3058 (4)	0.4017 (3)	0.0551 (14)
H24A	1.0575	0.2566	0.4269	0.066*
C25	0.9511 (4)	0.2914 (4)	0.3447 (3)	0.0497 (13)
H25A	0.9307	0.2327	0.3308	0.060*
C26	0.9065 (4)	0.3635 (4)	0.3082 (3)	0.0459 (12)
H26A	0.8541	0.3539	0.2694	0.055*
C31	0.9820 (4)	0.5474 (3)	0.2214 (2)	0.0407 (12)
C32	1.0887 (4)	0.5557 (3)	0.2525 (3)	0.0469 (13)
H32A	1.1088	0.5595	0.2987	0.056*
C33	1.1649 (4)	0.5585 (4)	0.2160 (3)	0.0510 (14)
H33A	1.2367	0.5662	0.2373	0.061*
C34	1.1371 (4)	0.5503 (3)	0.1491 (3)	0.0502 (14)
H34A	1.1902	0.5493	0.1247	0.060*
C35	1.0327 (4)	0.5433 (3)	0.1173 (3)	0.0468 (13)
H35A	1.0136	0.5395	0.0710	0.056*
C36	0.9548 (4)	0.5420 (3)	0.1537 (2)	0.0414 (11)
H36A	0.8829	0.5373	0.1318	0.050*
C41	0.7805 (4)	0.3110 (4)	0.0828 (3)	0.0504 (14)
C42	0.7712 (4)	0.2231 (4)	0.0980 (3)	0.0543 (14)
H42A	0.7483	0.2068	0.1362	0.065*
C43	0.7958 (4)	0.1583 (5)	0.0568 (3)	0.0649 (16)
H43A	0.7875	0.0973	0.0660	0.078*
C44	0.8318 (4)	0.1823 (5)	0.0030 (3)	0.0673 (18)
H44A	0.8513	0.1379	−0.0241	0.081*
C45	0.8400 (5)	0.2722 (5)	−0.0121 (3)	0.0693 (18)
H45A	0.8630	0.2882	−0.0503	0.083*
C46	0.8153 (4)	0.3375 (4)	0.0275 (3)	0.0589 (15)
H46A	0.8216	0.3986	0.0177	0.071*
C51	0.6025 (5)	0.3544 (6)	0.3707 (4)	0.080 (2)
C52	0.5930 (7)	0.2670 (7)	0.3655 (4)	0.107 (3)
H52A	0.6101	0.2371	0.3294	0.128*
C53	0.5563 (7)	0.2170 (8)	0.4150 (6)	0.122 (4)
H53A	0.5487	0.1543	0.4129	0.147*
C54	0.5335 (8)	0.2655 (9)	0.4647 (6)	0.118 (4)
H54A	0.5105	0.2334	0.4978	0.142*
C55	0.5404 (6)	0.3542 (10)	0.4716 (4)	0.123 (4)
H55A	0.5224	0.3834	0.5076	0.147*
C56	0.5759 (5)	0.4026 (7)	0.4220 (4)	0.098 (3)
H56A	0.5815	0.4655	0.4238	0.117*
F4	0.3734 (3)	0.5802 (3)	0.3536 (2)	0.0836 (11)
F3	0.4417 (3)	0.5796 (3)	0.2639 (2)	0.0979 (14)
F2	0.5432 (3)	0.6235 (3)	0.3633 (2)	0.1060 (15)
F1	0.4076 (4)	0.7089 (3)	0.3077 (2)	0.1045 (14)
B1	0.4399 (6)	0.6225 (7)	0.3225 (4)	0.074 (2)
F8	0.8400 (3)	0.5500 (3)	−0.01269 (19)	0.0910 (13)
F7	0.6892 (3)	0.5389 (3)	0.02381 (19)	0.0911 (13)
F6	0.7747 (3)	0.6692 (3)	0.0296 (2)	0.0926 (13)
F5	0.6935 (3)	0.6140 (4)	−0.0691 (2)	0.131 (2)
B2	0.7484 (7)	0.5927 (7)	−0.0091 (4)	0.081 (3)
O1W	0.5098 (5)	0.3595 (5)	0.1164 (3)	0.087 (2)	0.70
O1W*	0.5032 (9)	0.5185 (13)	0.0457 (6)	0.090 (6)	0.30

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ru1	0.0442 (3)	0.0518 (3)	0.0388 (3)	−0.0020 (2)	0.00923 (17)	−0.0018 (2)
P1	0.0450 (7)	0.0383 (8)	0.0341 (7)	0.0004 (6)	0.0087 (5)	0.0000 (6)
O1	0.047 (2)	0.091 (4)	0.054 (2)	−0.006 (2)	0.0086 (17)	−0.013 (2)
N1	0.043 (2)	0.063 (3)	0.041 (2)	0.002 (2)	0.0047 (18)	0.007 (2)
N2	0.045 (2)	0.055 (3)	0.053 (3)	0.003 (2)	0.010 (2)	−0.001 (2)
N3	0.044 (2)	0.053 (3)	0.037 (2)	−0.007 (2)	0.0084 (19)	−0.004 (2)
N4	0.049 (3)	0.062 (3)	0.044 (3)	−0.007 (2)	0.015 (2)	0.002 (2)
C1	0.035 (3)	0.058 (4)	0.071 (4)	0.003 (3)	0.004 (3)	0.005 (3)
C2	0.047 (3)	0.070 (5)	0.090 (5)	0.006 (3)	0.007 (3)	0.023 (4)
C3	0.049 (4)	0.065 (5)	0.126 (7)	0.003 (3)	0.007 (4)	0.018 (5)
C4	0.056 (4)	0.050 (5)	0.126 (7)	0.002 (3)	0.015 (4)	−0.008 (4)
C5	0.048 (3)	0.064 (5)	0.094 (5)	0.004 (3)	0.007 (3)	−0.013 (4)
C6	0.041 (3)	0.060 (4)	0.062 (4)	0.000 (3)	0.006 (3)	−0.009 (3)
C7	0.044 (3)	0.062 (4)	0.038 (3)	−0.008 (3)	0.007 (2)	0.004 (3)
C8	0.052 (3)	0.078 (5)	0.048 (3)	−0.008 (3)	−0.004 (3)	0.003 (3)
C11	0.046 (3)	0.039 (3)	0.038 (3)	0.002 (2)	0.008 (2)	0.000 (2)
C12	0.061 (3)	0.038 (3)	0.040 (3)	0.002 (2)	0.009 (2)	0.000 (2)
C13	0.078 (4)	0.046 (4)	0.039 (3)	0.007 (3)	0.007 (3)	−0.001 (3)
C14	0.068 (4)	0.039 (3)	0.057 (4)	0.003 (3)	0.002 (3)	−0.011 (3)
C15	0.050 (3)	0.045 (4)	0.059 (4)	−0.002 (2)	0.009 (3)	0.005 (3)
C16	0.045 (3)	0.038 (3)	0.043 (3)	−0.002 (2)	0.009 (2)	0.002 (2)
C21	0.048 (3)	0.039 (3)	0.037 (3)	0.002 (2)	0.014 (2)	0.003 (2)
C22	0.057 (3)	0.038 (3)	0.045 (3)	−0.002 (2)	0.007 (2)	0.002 (2)
C23	0.063 (3)	0.057 (4)	0.046 (3)	−0.002 (3)	0.007 (3)	0.007 (3)
C24	0.066 (4)	0.051 (4)	0.050 (3)	0.008 (3)	0.016 (3)	0.011 (3)
C25	0.071 (4)	0.034 (3)	0.052 (3)	0.001 (3)	0.029 (3)	0.006 (3)
C26	0.055 (3)	0.043 (3)	0.043 (3)	−0.002 (2)	0.019 (2)	−0.003 (2)
C31	0.046 (3)	0.039 (3)	0.039 (3)	0.005 (2)	0.012 (2)	0.000 (2)
C32	0.050 (3)	0.043 (3)	0.045 (3)	0.006 (2)	0.007 (2)	0.001 (2)
C33	0.040 (3)	0.051 (4)	0.061 (4)	0.008 (2)	0.008 (2)	0.006 (3)
C34	0.053 (3)	0.044 (4)	0.058 (4)	0.000 (2)	0.020 (3)	0.006 (3)
C35	0.060 (3)	0.040 (3)	0.042 (3)	−0.001 (2)	0.016 (2)	0.001 (2)
C36	0.048 (3)	0.035 (3)	0.041 (3)	0.004 (2)	0.009 (2)	0.003 (2)
C41	0.049 (3)	0.059 (4)	0.042 (3)	−0.009 (3)	0.008 (2)	−0.008 (3)
C42	0.057 (3)	0.063 (4)	0.043 (3)	−0.001 (3)	0.013 (2)	−0.008 (3)
C43	0.060 (4)	0.058 (4)	0.075 (4)	0.000 (3)	0.012 (3)	0.003 (3)
C44	0.057 (4)	0.090 (6)	0.056 (4)	0.004 (3)	0.017 (3)	−0.016 (4)
C45	0.079 (4)	0.079 (5)	0.056 (4)	−0.006 (4)	0.027 (3)	−0.013 (4)
C46	0.064 (4)	0.066 (4)	0.050 (3)	−0.010 (3)	0.021 (3)	−0.007 (3)
C51	0.070 (4)	0.095 (6)	0.065 (5)	−0.027 (4)	−0.004 (3)	0.022 (4)
C52	0.115 (6)	0.103 (7)	0.084 (6)	−0.030 (5)	−0.016 (5)	0.032 (5)
C53	0.109 (7)	0.123 (9)	0.117 (8)	−0.049 (6)	−0.013 (6)	0.023 (7)
C54	0.115 (7)	0.118 (9)	0.093 (8)	−0.028 (7)	−0.035 (6)	0.042 (7)
C55	0.074 (5)	0.225 (14)	0.067 (5)	−0.025 (7)	0.010 (4)	0.023 (7)
C56	0.058 (4)	0.170 (9)	0.064 (5)	−0.013 (5)	0.012 (3)	0.019 (5)
F4	0.082 (2)	0.080 (3)	0.100 (3)	−0.019 (2)	0.043 (2)	−0.019 (2)
F3	0.065 (2)	0.141 (4)	0.096 (3)	−0.027 (2)	0.037 (2)	−0.052 (3)
F2	0.084 (3)	0.156 (5)	0.081 (3)	−0.027 (3)	0.025 (2)	−0.026 (3)
F1	0.120 (3)	0.099 (4)	0.106 (4)	−0.013 (3)	0.051 (3)	0.000 (3)
B1	0.063 (5)	0.082 (7)	0.084 (6)	−0.020 (4)	0.029 (4)	−0.023 (5)
F8	0.088 (3)	0.123 (4)	0.063 (2)	−0.003 (2)	0.019 (2)	0.014 (2)
F7	0.089 (3)	0.110 (4)	0.074 (3)	−0.034 (2)	0.017 (2)	0.020 (2)
F6	0.108 (3)	0.102 (3)	0.074 (3)	−0.028 (3)	0.033 (2)	0.000 (2)
F5	0.081 (3)	0.235 (6)	0.061 (3)	−0.027 (3)	−0.015 (2)	0.052 (3)
B2	0.075 (5)	0.115 (8)	0.048 (4)	−0.040 (5)	0.001 (4)	0.033 (5)
O1W	0.072 (4)	0.102 (6)	0.089 (5)	−0.015 (4)	0.018 (4)	−0.007 (4)
O1W*	0.028 (6)	0.208 (19)	0.031 (7)	−0.041 (8)	0.001 (5)	−0.010 (9)

Geometric parameters (Å, º)

Ru1—N2	1.993 (5)	C23—C24	1.379 (8)
Ru1—N1	2.010 (4)	C24—C25	1.378 (7)
Ru1—N3	2.037 (5)	C25—C26	1.379 (7)
Ru1—N4	2.038 (5)	C31—C36	1.390 (7)
Ru1—O1	2.165 (4)	C31—C32	1.403 (7)
Ru1—P1	2.2910 (13)	C32—C33	1.386 (7)
P1—C11	1.811 (5)	C33—C34	1.376 (8)
P1—C31	1.834 (5)	C34—C35	1.379 (7)
P1—C21	1.837 (5)	C35—C36	1.402 (7)
N1—C1	1.306 (7)	C41—C42	1.374 (8)
N2—C6	1.296 (7)	C41—C46	1.398 (8)
N3—C7	1.146 (7)	C42—C43	1.389 (8)
N4—C8	1.133 (7)	C43—C44	1.368 (9)
C1—C2	1.423 (9)	C44—C45	1.399 (9)
C1—C6	1.461 (8)	C45—C46	1.374 (8)
C2—C3	1.375 (10)	C51—C52	1.325 (11)
C3—C4	1.426 (11)	C51—C56	1.407 (11)
C4—C5	1.343 (9)	C52—C53	1.451 (12)
C5—C6	1.422 (8)	C53—C54	1.359 (15)
C7—C41	1.441 (8)	C54—C55	1.345 (14)
C8—C51	1.456 (9)	C55—C56	1.431 (11)
C11—C16	1.388 (7)	F4—B1	1.359 (9)
C11—C12	1.417 (7)	F3—B1	1.395 (9)
C12—C13	1.375 (7)	F2—B1	1.424 (9)
C13—C14	1.376 (8)	F1—B1	1.381 (10)
C14—C15	1.380 (8)	F8—B2	1.373 (11)
C15—C16	1.368 (7)	F7—B2	1.404 (8)
C21—C22	1.378 (7)	F6—B2	1.407 (11)
C21—C26	1.385 (7)	F5—B2	1.342 (8)
C22—C23	1.392 (7)
N2—Ru1—N1	76.78 (19)	C22—C21—C26	119.2 (5)
N2—Ru1—N3	173.15 (18)	C22—C21—P1	122.0 (4)
N1—Ru1—N3	97.77 (18)	C26—C21—P1	118.6 (4)
N2—Ru1—N4	92.8 (2)	C21—C22—C23	119.8 (5)
N1—Ru1—N4	168.72 (19)	C24—C23—C22	120.1 (5)
N3—Ru1—N4	92.30 (18)	C25—C24—C23	120.4 (5)
N2—Ru1—O1	88.50 (16)	C24—C25—C26	119.1 (5)
N1—Ru1—O1	90.39 (16)	C25—C26—C21	121.3 (5)
N3—Ru1—O1	87.37 (16)	C36—C31—C32	118.6 (4)
N4—Ru1—O1	84.98 (16)	C36—C31—P1	122.4 (4)
N2—Ru1—P1	92.47 (12)	C32—C31—P1	119.0 (4)
N1—Ru1—P1	90.70 (12)	C33—C32—C31	120.3 (5)
N3—Ru1—P1	91.74 (11)	C34—C33—C32	120.4 (5)
N4—Ru1—P1	94.09 (13)	C33—C34—C35	120.4 (5)
O1—Ru1—P1	178.68 (13)	C34—C35—C36	119.6 (5)
C11—P1—C31	103.3 (2)	C31—C36—C35	120.6 (5)
C11—P1—C21	106.3 (2)	C42—C41—C46	122.0 (5)
C31—P1—C21	101.3 (2)	C42—C41—C7	118.9 (5)
C11—P1—Ru1	109.81 (16)	C46—C41—C7	119.1 (5)
C31—P1—Ru1	118.23 (16)	C41—C42—C43	119.1 (5)
C21—P1—Ru1	116.49 (16)	C44—C43—C42	120.1 (6)
C1—N1—Ru1	117.8 (4)	C43—C44—C45	120.1 (6)
C6—N2—Ru1	119.0 (4)	C46—C45—C44	120.9 (6)
C7—N3—Ru1	178.6 (5)	C45—C46—C41	117.7 (6)
C8—N4—Ru1	169.5 (5)	C52—C51—C56	122.8 (8)
N1—C1—C2	126.8 (6)	C52—C51—C8	119.5 (8)
N1—C1—C6	113.3 (5)	C56—C51—C8	117.7 (8)
C2—C1—C6	119.9 (6)	C51—C52—C53	119.7 (10)
C3—C2—C1	118.3 (7)	C54—C53—C52	116.0 (11)
C2—C3—C4	121.6 (7)	C55—C54—C53	126.5 (11)
C5—C4—C3	121.4 (7)	C54—C55—C56	116.9 (11)
C4—C5—C6	120.4 (7)	C51—C56—C55	118.2 (10)
N2—C6—C5	128.5 (6)	F4—B1—F1	110.7 (6)
N2—C6—C1	113.1 (5)	F4—B1—F3	110.4 (6)
C5—C6—C1	118.4 (6)	F1—B1—F3	107.6 (7)
N3—C7—C41	177.5 (5)	F4—B1—F2	109.6 (7)
N4—C8—C51	178.3 (7)	F1—B1—F2	108.9 (6)
C16—C11—C12	118.0 (5)	F3—B1—F2	109.6 (6)
C16—C11—P1	121.7 (4)	F5—B2—F8	110.3 (7)
C12—C11—P1	119.2 (4)	F5—B2—F7	111.4 (6)
C13—C12—C11	120.1 (5)	F8—B2—F7	109.9 (7)
C12—C13—C14	120.4 (5)	F5—B2—F6	110.8 (8)
C13—C14—C15	120.0 (5)	F8—B2—F6	108.3 (6)
C16—C15—C14	120.3 (5)	F7—B2—F6	106.1 (7)
C15—C16—C11	121.1 (5)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1OA···F3	0.84 (1)	1.95 (1)	2.772 (5)	167 (1)
O1—H1OB···O1W	0.84 (1)	1.83 (1)	2.669 (9)	177 (1)
N1—H1A···F6	0.88	2.21	3.029 (6)	154
N1—H1A···F7	0.88	2.47	3.178 (6)	137
N2—H2A···F2	0.88	2.09	2.902 (6)	152