[1,2-Bis(diisopropyl­phosphino)-1,2-dicarba-closo-dodeca­borane-κ² P,P′]dichloridomercury(II)

Abstract

In the title complex, [HgCl₂(C₁₄H₃₈B₁₀P₂)], the Hg^II atom is in a distorted HgCl₂P₂ tetra­hedral coordination environment. The chelation of the Hg atom by two P atoms and two C atoms from the carborane skeleton results in a nearly planar five-membered ring.

Related literature

For related structures see: Mariyatra et al. (2005 ▶); Liu et al. (2004 ▶); Paavola, Kivekäs et al. (2002 ▶), Paavola, Teixidor et al. (2002a ▶,b ▶). For the synthesis and structure of the ligand, see: Kivekäs et al. (1995 ▶).

Experimental

Crystal data

• [HgCl₂(C₁₄H₃₈B₁₀P₂)]

• M _r = 647.97

• Tetragonal,

• a = 21.110 (3) Å

• c = 24.585 (6) Å

• V = 10956 (3) ų

• Z = 16

• Mo Kα radiation

• μ = 5.93 mm⁻¹

• T = 298 (2) K

• 0.53 × 0.49 × 0.47 mm

Data collection

• Bruker SMART CCD diffractometer

• Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T _min = 0.145, T _max = 0.167 (expected range = 0.053–0.062)

• 22446 measured reflections

• 4815 independent reflections

• 3491 reflections with I > 2σ(I)

• R _int = 0.081

Refinement

• R[F ² > 2σ(F ²)] = 0.038

• wR(F ²) = 0.077

• S = 1.00

• 4815 reflections

• 270 parameters

• 290 restraints

• H-atom parameters constrained

• Δρ_max = 1.37 e Å⁻³

• Δρ_min = −1.23 e Å⁻³

Data collection: SMART (Bruker, 2001 ▶); cell refinement: SAINT (Bruker, 2001 ▶); data reduction: SAINT; 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.

Supplementary Material

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

Table 1. Selected bond lengths (Å).

Hg1—Cl1	2.4482 (17)
Hg1—Cl2	2.4542 (17)
Hg1—P1	2.5200 (10)
Hg1—P2	2.5242 (16)

supplementary crystallographic information

Comment

The synthesis and structure of 1,2-(PⁱPr₂)₂-1,2-C₂B₁₀H₁₀ was reported by Kivekäs et al. (1995). Since then, only a few complexes containing this ligand have been described, containing Pt(II) and Pd(II) (Paavola et al. (2002,2002a,b). We now report the structure of this ligand combined with Hg^II and chloride ions as the title compound, (I).

As shown in Fig. 1, The Hg^II atom in (I) is in a distorted HgCl₂P₂ tetrahedral coordination environment (Table 1). The Hg—P distances in (I) are longer than those of 2.3991Å in [Ph₃PHgCl(µ-Cl)₂ClHgPPh₃] (Mariyatra et al., 2005). The Hg—Cl distances in (I) are also longer than the corresponding distance of 2.4015 (8)Å for in the Mariyatra et al. (2005) phase. The Cl—Hg—Cl angle in (I) of 104.81 (6) Å, is slight bigger than that of 101.19 (4)° in [(HgCl₂)₂((C₆H₁₁)₃P)₂] (Liu et al., 2004).

The chelation of the mercury(II) atom in (I) with phosphorus atoms and carbon atoms form a nearly planar five-membered ring with a maximum deviation of 0.033Å for C2. The torsion angle P1—C1—C2—P2 in (I) is 5.8 (6)°, which is smaller than that of 12.1 (2)° in the free ligand (Kivekas et al., 1995).

Experimental

The title compound was synthesizd by the reaction of 1 mmol HgCl₂ and 1 mmol 1,2-(PⁱPr₂)₂-1,2-C₂B₁₀H₁₀ in 10 ml dichloromethane under the protection of N₂. The mixture was refluxed for 4 h, then a colourless solution formed, and colourless blocks of (I) were obtained from a dichloromethane/n-hexane solution (61.7%, m.p. 405–406 K). FTIR (KBr) \v (cm^-l): 2990, 2968, 2932, 2875 (C—H); 2615, 2603, 2586, 2558 (B—H); 1072 (C—P).

Refinement

All H atoms were placed geometrically (B—H = 1.10 Å, C—H = 0.96–0.98 Å) and refined as riding with U_iso(H) = 1.2U_eq(B) or 1.5U_eq(C).

Figures

Fig. 1.

The molecular structure of (I), with 30% probability displacement ellipsoids (H atoms omitted for clarity).

Crystal data

[HgCl2(C14H38B10P2)]	Z = 16
Mr = 647.97	F000 = 5056
Tetragonal, I41/a	Dx = 1.571 Mg m−3
Hall symbol: -I 4ad	Mo Kα radiation λ = 0.71073 Å
a = 21.110 (3) Å	Cell parameters from 5681 reflections
b = 21.110 (3) Å	θ = 2.3–25.3º
c = 24.585 (6) Å	µ = 5.93 mm−1
α = 90º	T = 298 (2) K
β = 90º	Block, colorless
γ = 90º	0.53 × 0.49 × 0.47 mm
V = 10956 (3) Å3

Data collection

Bruker SMART CCD diffractometer	4815 independent reflections
Radiation source: fine-focus sealed tube	3491 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.081
T = 298(2) K	θmax = 25.0º
ω scans	θmin = 1.9º
Absorption correction: multi-scan(SADABS; Bruker, 2001)	h = −25→23
Tmin = 0.145, Tmax = 0.167	k = −17→25
22446 measured reflections	l = −29→27

Refinement

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.038	H-atom parameters constrained
wR(F2) = 0.077	w = 1/[σ2(Fo2) + (0.031P)2] where P = (Fo2 + 2Fc2)/3
S = 1.00	(Δ/σ)max = 0.002
4815 reflections	Δρmax = 1.37 e Å−3
270 parameters	Δρmin = −1.23 e Å−3
290 restraints	Extinction correction: none
Primary atom site location: structure-invariant direct methods

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	0.88138 (6)	0.58515 (7)	0.21383 (4)	0.0258 (3)
Hg1	0.906748 (11)	0.554286 (12)	0.117243 (8)	0.03997 (11)
P2	1.02256 (7)	0.53987 (8)	0.13960 (5)	0.0344 (4)
Cl1	0.87446 (8)	0.63978 (9)	0.05593 (7)	0.0653 (5)
Cl2	0.85996 (8)	0.45816 (8)	0.07802 (7)	0.0598 (5)
B3	1.0185 (3)	0.6349 (3)	0.2328 (2)	0.0303 (16)
H3	1.0115	0.6728	0.2028	0.036*
B4	0.9818 (3)	0.6364 (4)	0.2987 (2)	0.0391 (19)
H4	0.9519	0.6761	0.3122	0.047*
B5	0.9646 (3)	0.5571 (3)	0.3155 (2)	0.0401 (19)
H5	0.9232	0.5447	0.3406	0.048*
B6	0.9896 (3)	0.5093 (3)	0.2589 (2)	0.0319 (16)
H6	0.9638	0.4667	0.2457	0.038*
B7	1.0743 (3)	0.5145 (4)	0.2565 (3)	0.0413 (19)
H7	1.1044	0.4750	0.2430	0.050*
B8	1.0922 (3)	0.5945 (3)	0.2405 (3)	0.0379 (18)
H8	1.1341	0.6074	0.2164	0.046*
B9	1.0649 (3)	0.6428 (4)	0.2937 (3)	0.046 (2)
H9	1.0894	0.6872	0.3041	0.056*
B10	1.0309 (3)	0.5941 (4)	0.3432 (3)	0.050 (2)
H10	1.0334	0.6065	0.3866	0.060*
B11	1.0350 (3)	0.5142 (4)	0.3206 (3)	0.047 (2)
H11	1.0393	0.4738	0.3486	0.057*
B12	1.0978 (3)	0.5680 (4)	0.3086 (3)	0.050 (2)
H12	1.1436	0.5629	0.3294	0.060*
C1	0.9610 (2)	0.5824 (3)	0.24933 (18)	0.0280 (12)
C2	1.0262 (2)	0.5577 (3)	0.21524 (19)	0.0301 (12)
C3	0.8303 (3)	0.5299 (3)	0.2536 (2)	0.0326 (13)
H3A	0.8588	0.4975	0.2683	0.039*
C4	0.7960 (3)	0.5584 (3)	0.3027 (2)	0.0508 (17)
H4A	0.7646	0.5880	0.2903	0.076*
H4B	0.8260	0.5799	0.3255	0.076*
H4C	0.7758	0.5252	0.3230	0.076*
C5	0.7850 (3)	0.4955 (3)	0.2166 (2)	0.0515 (18)
H5A	0.7646	0.4620	0.2364	0.077*
H5B	0.8079	0.4778	0.1864	0.077*
H5C	0.7537	0.5246	0.2034	0.077*
C6	0.8465 (3)	0.6652 (3)	0.2224 (2)	0.0380 (14)
H6A	0.8417	0.6741	0.2613	0.046*
C7	0.8844 (3)	0.7185 (3)	0.1962 (3)	0.0577 (18)
H7A	0.8959	0.7066	0.1598	0.087*
H7B	0.9220	0.7263	0.2171	0.087*
H7C	0.8590	0.7563	0.1951	0.087*
C8	0.7808 (3)	0.6633 (3)	0.1959 (3)	0.0584 (18)
H8A	0.7606	0.7037	0.2001	0.088*
H8B	0.7556	0.6312	0.2131	0.088*
H8C	0.7851	0.6537	0.1579	0.088*
C9	1.0537 (3)	0.4602 (3)	0.1261 (3)	0.0523 (16)
H9A	1.0981	0.4580	0.1375	0.063*
C10	1.0167 (4)	0.4082 (3)	0.1536 (3)	0.078 (2)
H10A	0.9722	0.4173	0.1511	0.116*
H10B	1.0288	0.4057	0.1912	0.116*
H10C	1.0255	0.3686	0.1360	0.116*
C11	1.0495 (4)	0.4506 (4)	0.0638 (3)	0.085 (2)
H11A	1.0616	0.4080	0.0549	0.128*
H11B	1.0774	0.4798	0.0459	0.128*
H11C	1.0068	0.4580	0.0519	0.128*
C12	1.0783 (3)	0.5968 (3)	0.1081 (2)	0.0502 (16)
H12A	1.0793	0.6333	0.1326	0.060*
C13	1.1470 (3)	0.5732 (4)	0.1045 (3)	0.069 (2)
H13A	1.1509	0.5437	0.0750	0.104*
H13B	1.1584	0.5527	0.1380	0.104*
H13C	1.1748	0.6086	0.0983	0.104*
C14	1.0553 (4)	0.6221 (4)	0.0543 (3)	0.093 (3)
H14A	1.0866	0.6501	0.0393	0.140*
H14B	1.0164	0.6448	0.0596	0.140*
H14C	1.0483	0.5875	0.0297	0.140*

Atomic displacement parameters (Ų)

	U11	U22	U33	U12	U13	U23
P1	0.0229 (8)	0.0301 (9)	0.0245 (7)	−0.0001 (7)	−0.0025 (6)	−0.0018 (6)
Hg1	0.03668 (17)	0.05346 (19)	0.02979 (13)	0.00074 (13)	−0.00920 (11)	−0.00648 (11)
P2	0.0269 (9)	0.0513 (10)	0.0249 (7)	0.0046 (8)	−0.0005 (7)	−0.0113 (7)
Cl1	0.0625 (12)	0.0856 (14)	0.0479 (9)	0.0170 (11)	−0.0108 (9)	0.0162 (10)
Cl2	0.0628 (12)	0.0618 (12)	0.0547 (10)	−0.0097 (10)	−0.0096 (9)	−0.0179 (9)
B3	0.030 (4)	0.032 (4)	0.030 (3)	−0.008 (3)	−0.001 (3)	−0.006 (3)
B4	0.037 (4)	0.052 (5)	0.029 (3)	0.002 (4)	0.000 (3)	−0.018 (3)
B5	0.035 (4)	0.062 (5)	0.023 (3)	−0.005 (4)	0.002 (3)	0.009 (3)
B6	0.026 (4)	0.033 (4)	0.036 (3)	0.001 (3)	0.002 (3)	0.011 (3)
B7	0.029 (4)	0.056 (5)	0.038 (4)	0.006 (4)	−0.007 (3)	0.009 (4)
B8	0.022 (4)	0.060 (5)	0.032 (3)	−0.008 (4)	−0.001 (3)	−0.005 (4)
B9	0.033 (4)	0.061 (6)	0.045 (4)	−0.005 (4)	−0.008 (4)	−0.020 (4)
B10	0.036 (5)	0.093 (7)	0.020 (3)	0.003 (5)	−0.011 (3)	−0.012 (4)
B11	0.033 (4)	0.075 (6)	0.034 (4)	0.006 (4)	−0.004 (3)	0.028 (4)
B12	0.031 (4)	0.089 (7)	0.031 (4)	0.003 (5)	−0.008 (3)	−0.008 (4)
C1	0.023 (3)	0.038 (3)	0.023 (2)	−0.001 (2)	0.001 (2)	−0.002 (2)
C2	0.026 (3)	0.037 (3)	0.027 (2)	0.004 (2)	0.002 (2)	−0.003 (2)
C3	0.027 (3)	0.040 (3)	0.030 (3)	−0.008 (3)	0.001 (2)	−0.002 (2)
C4	0.038 (4)	0.068 (4)	0.046 (3)	−0.004 (3)	0.009 (3)	−0.001 (3)
C5	0.041 (4)	0.066 (4)	0.047 (3)	−0.018 (4)	0.003 (3)	−0.005 (3)
C6	0.033 (3)	0.045 (3)	0.037 (3)	0.005 (3)	−0.003 (3)	−0.004 (3)
C7	0.063 (4)	0.039 (4)	0.071 (4)	0.007 (4)	−0.009 (4)	−0.002 (3)
C8	0.047 (4)	0.064 (4)	0.064 (4)	0.017 (4)	−0.011 (3)	0.002 (4)
C9	0.042 (3)	0.060 (4)	0.055 (3)	0.010 (3)	−0.004 (3)	−0.021 (3)
C10	0.083 (5)	0.054 (5)	0.096 (5)	0.018 (4)	−0.004 (5)	−0.028 (4)
C11	0.073 (5)	0.109 (5)	0.075 (4)	0.014 (4)	0.001 (4)	−0.052 (4)
C12	0.038 (3)	0.073 (4)	0.039 (3)	−0.003 (3)	0.006 (3)	0.000 (3)
C13	0.041 (4)	0.105 (5)	0.062 (4)	−0.007 (4)	0.016 (3)	−0.015 (4)
C14	0.081 (5)	0.142 (7)	0.057 (4)	−0.012 (5)	0.005 (4)	0.029 (5)

Geometric parameters (Å, °)

P1—C6	1.856 (6)	B10—B12	1.739 (10)
P1—C3	1.865 (5)	B10—B11	1.778 (11)
P1—C1	1.896 (5)	B10—H10	1.1000
Hg1—Cl1	2.4482 (17)	B11—B12	1.769 (10)
Hg1—Cl2	2.4542 (17)	B11—H11	1.1000
Hg1—P1	2.5200 (10)	B12—H12	1.1000
Hg1—P2	2.5242 (16)	C1—C2	1.694 (6)
P2—C9	1.836 (7)	C3—C5	1.507 (7)
P2—C12	1.851 (6)	C3—C4	1.531 (7)
P2—C2	1.899 (5)	C3—H3A	0.9800
B3—C1	1.691 (8)	C4—H4A	0.9600
B3—C2	1.693 (8)	C4—H4B	0.9600
B3—B8	1.783 (9)	C4—H4C	0.9600
B3—B4	1.795 (8)	C5—H5A	0.9600
B3—B9	1.798 (9)	C5—H5B	0.9600
B3—H3	1.1000	C5—H5C	0.9600
B4—C1	1.722 (8)	C6—C7	1.523 (8)
B4—B10	1.752 (10)	C6—C8	1.532 (7)
B4—B5	1.763 (10)	C6—H6A	0.9800
B4—B9	1.764 (10)	C7—H7A	0.9600
B4—H4	1.1000	C7—H7B	0.9600
B5—C1	1.713 (7)	C7—H7C	0.9600
B5—B10	1.743 (10)	C8—H8A	0.9600
B5—B11	1.745 (10)	C8—H8B	0.9600
B5—B6	1.797 (9)	C8—H8C	0.9600
B5—H5	1.1000	C9—C10	1.507 (9)
B6—C2	1.673 (8)	C9—C11	1.548 (9)
B6—C1	1.674 (8)	C9—H9A	0.9800
B6—B7	1.793 (9)	C10—H10A	0.9600
B6—B11	1.797 (9)	C10—H10B	0.9600
B6—H6	1.1000	C10—H10C	0.9600
B7—C2	1.701 (8)	C11—H11A	0.9600
B7—B8	1.775 (10)	C11—H11B	0.9600
B7—B12	1.778 (10)	C11—H11C	0.9600
B7—B11	1.781 (9)	C12—C14	1.507 (8)
B7—H7	1.1000	C12—C13	1.537 (8)
B8—C2	1.711 (8)	C12—H12A	0.9800
B8—B9	1.756 (9)	C13—H13A	0.9600
B8—B12	1.770 (9)	C13—H13B	0.9600
B8—H8	1.1000	C13—H13C	0.9600
B9—B10	1.748 (11)	C14—H14A	0.9600
B9—B12	1.765 (11)	C14—H14B	0.9600
B9—H9	1.1000	C14—H14C	0.9600
C6—P1—C3	106.3 (3)	B9—B10—H10	121.1
C6—P1—C1	109.1 (2)	B4—B10—H10	120.9
C3—P1—C1	104.6 (2)	B11—B10—H10	121.8
C6—P1—Hg1	115.26 (18)	B5—B11—B12	107.1 (5)
C3—P1—Hg1	117.07 (17)	B5—B11—B10	59.3 (4)
C1—P1—Hg1	103.73 (13)	B12—B11—B10	58.7 (4)
Cl1—Hg1—Cl2	104.81 (6)	B5—B11—B7	109.3 (5)
Cl1—Hg1—P1	109.29 (6)	B12—B11—B7	60.1 (4)
Cl2—Hg1—P1	119.90 (5)	B10—B11—B7	107.3 (5)
Cl1—Hg1—P2	119.51 (6)	B5—B11—B6	60.9 (4)
Cl2—Hg1—P2	112.06 (6)	B12—B11—B6	107.3 (4)
P1—Hg1—P2	91.82 (4)	B10—B11—B6	107.0 (5)
C9—P2—C12	107.0 (3)	B7—B11—B6	60.1 (4)
C9—P2—C2	110.2 (3)	B5—B11—H11	121.2
C12—P2—C2	104.8 (3)	B12—B11—H11	122.6
C9—P2—Hg1	114.7 (2)	B10—B11—H11	123.0
C12—P2—Hg1	116.5 (2)	B7—B11—H11	121.1
C2—P2—Hg1	103.19 (15)	B6—B11—H11	121.8
C1—B3—C2	60.0 (3)	B10—B12—B9	59.8 (4)
C1—B3—B8	106.7 (5)	B10—B12—B11	60.9 (4)
C2—B3—B8	58.9 (4)	B9—B12—B11	108.3 (5)
C1—B3—B4	59.1 (3)	B10—B12—B8	107.9 (5)
C2—B3—B4	106.8 (5)	B9—B12—B8	59.6 (4)
B8—B3—B4	106.8 (5)	B11—B12—B8	108.1 (5)
C1—B3—B9	104.6 (5)	B10—B12—B7	109.1 (5)
C2—B3—B9	104.5 (5)	B9—B12—B7	108.0 (5)
B8—B3—B9	58.7 (4)	B11—B12—B7	60.3 (4)
B4—B3—B9	58.8 (4)	B8—B12—B7	60.0 (4)
C1—B3—H3	122.8	B10—B12—H12	121.2
C2—B3—H3	122.9	B9—B12—H12	122.0
B8—B3—H3	122.5	B11—B12—H12	121.3
B4—B3—H3	122.3	B8—B12—H12	122.0
B9—B3—H3	124.4	B7—B12—H12	121.3
C1—B4—B10	104.7 (5)	B6—C1—B3	112.3 (4)
C1—B4—B5	58.9 (3)	B6—C1—C2	59.6 (3)
B10—B4—B5	59.4 (4)	B3—C1—C2	60.0 (3)
C1—B4—B9	104.8 (4)	B6—C1—B5	64.1 (4)
B10—B4—B9	59.6 (4)	B3—C1—B5	113.7 (4)
B5—B4—B9	107.1 (5)	C2—C1—B5	109.8 (4)
C1—B4—B3	57.5 (3)	B6—C1—B4	114.8 (4)
B10—B4—B3	107.4 (5)	B3—C1—B4	63.5 (4)
B5—B4—B3	106.4 (5)	C2—C1—B4	110.2 (4)
B9—B4—B3	60.7 (4)	B5—C1—B4	61.8 (4)
C1—B4—H4	124.8	B6—C1—P1	114.3 (4)
B10—B4—H4	122.6	B3—C1—P1	120.3 (4)
B5—B4—H4	122.3	C2—C1—P1	120.1 (3)
B9—B4—H4	122.2	B5—C1—P1	119.0 (3)
B3—B4—H4	122.2	B4—C1—P1	122.0 (3)
C1—B5—B10	105.4 (5)	B6—C2—C1	59.6 (3)
C1—B5—B11	105.5 (4)	B6—C2—B3	112.3 (4)
B10—B5—B11	61.3 (4)	C1—C2—B3	60.0 (3)
C1—B5—B4	59.4 (3)	B6—C2—B7	64.2 (4)
B10—B5—B4	60.0 (4)	C1—C2—B7	110.8 (4)
B11—B5—B4	109.5 (5)	B3—C2—B7	114.9 (5)
C1—B5—B6	56.9 (3)	B6—C2—B8	114.9 (4)
B10—B5—B6	108.6 (5)	C1—C2—B8	110.0 (4)
B11—B5—B6	61.0 (4)	B3—C2—B8	63.2 (4)
B4—B5—B6	107.0 (4)	B7—C2—B8	62.7 (4)
C1—B5—H5	124.9	B6—C2—P2	119.3 (4)
B10—B5—H5	121.6	C1—C2—P2	120.9 (3)
B11—B5—H5	120.9	B3—C2—P2	115.9 (4)
B4—B5—H5	121.4	B7—C2—P2	120.1 (3)
B6—B5—H5	122.3	B8—C2—P2	118.6 (3)
C2—B6—C1	60.8 (3)	C5—C3—C4	111.4 (5)
C2—B6—B7	58.7 (3)	C5—C3—P1	110.6 (4)
C1—B6—B7	107.3 (5)	C4—C3—P1	116.1 (4)
C2—B6—B5	106.8 (5)	C5—C3—H3A	106.0
C1—B6—B5	59.0 (3)	C4—C3—H3A	106.0
B7—B6—B5	106.5 (5)	P1—C3—H3A	106.0
C2—B6—B11	105.0 (5)	C3—C4—H4A	109.5
C1—B6—B11	104.9 (5)	C3—C4—H4B	109.5
B7—B6—B11	59.5 (4)	H4A—C4—H4B	109.5
B5—B6—B11	58.1 (4)	C3—C4—H4C	109.5
C2—B6—H6	122.6	H4A—C4—H4C	109.5
C1—B6—H6	122.3	H4B—C4—H4C	109.5
B7—B6—H6	122.3	C3—C5—H5A	109.5
B5—B6—H6	122.8	C3—C5—H5B	109.5
B11—B6—H6	124.1	H5A—C5—H5B	109.5
C2—B7—B8	58.9 (4)	C3—C5—H5C	109.5
C2—B7—B12	104.8 (5)	H5A—C5—H5C	109.5
B8—B7—B12	59.8 (4)	H5B—C5—H5C	109.5
C2—B7—B11	104.6 (5)	C7—C6—C8	108.3 (5)
B8—B7—B11	107.3 (5)	C7—C6—P1	114.6 (4)
B12—B7—B11	59.6 (4)	C8—C6—P1	106.7 (4)
C2—B7—B6	57.1 (3)	C7—C6—H6A	109.0
B8—B7—B6	106.1 (5)	C8—C6—H6A	109.0
B12—B7—B6	107.1 (5)	P1—C6—H6A	109.0
B11—B7—B6	60.4 (4)	C6—C7—H7A	109.5
C2—B7—H7	124.8	C6—C7—H7B	109.5
B8—B7—H7	122.1	H7A—C7—H7B	109.5
B12—B7—H7	122.5	C6—C7—H7C	109.5
B11—B7—H7	122.3	H7A—C7—H7C	109.5
B6—B7—H7	122.7	H7B—C7—H7C	109.5
C2—B8—B9	105.5 (5)	C6—C8—H8A	109.5
C2—B8—B12	104.7 (5)	C6—C8—H8B	109.5
B9—B8—B12	60.1 (4)	H8A—C8—H8B	109.5
C2—B8—B7	58.4 (3)	C6—C8—H8C	109.5
B9—B8—B7	108.5 (5)	H8A—C8—H8C	109.5
B12—B8—B7	60.2 (4)	H8B—C8—H8C	109.5
C2—B8—B3	57.9 (3)	C10—C9—C11	108.6 (6)
B9—B8—B3	61.1 (4)	C10—C9—P2	113.6 (5)
B12—B8—B3	108.1 (5)	C11—C9—P2	106.2 (5)
B7—B8—B3	107.0 (5)	C10—C9—H9A	109.4
C2—B8—H8	124.9	C11—C9—H9A	109.4
B9—B8—H8	121.4	P2—C9—H9A	109.4
B12—B8—H8	122.3	C9—C10—H10A	109.5
B7—B8—H8	121.7	C9—C10—H10B	109.5
B3—B8—H8	121.8	H10A—C10—H10B	109.5
B10—B9—B8	108.2 (6)	C9—C10—H10C	109.5
B10—B9—B4	59.9 (4)	H10A—C10—H10C	109.5
B8—B9—B4	109.4 (5)	H10B—C10—H10C	109.5
B10—B9—B12	59.4 (4)	C9—C11—H11A	109.5
B8—B9—B12	60.4 (4)	C9—C11—H11B	109.5
B4—B9—B12	108.0 (6)	H11A—C11—H11B	109.5
B10—B9—B3	107.5 (5)	C9—C11—H11C	109.5
B8—B9—B3	60.2 (4)	H11A—C11—H11C	109.5
B4—B9—B3	60.5 (3)	H11B—C11—H11C	109.5
B12—B9—B3	107.7 (5)	C14—C12—C13	111.6 (5)
B10—B9—H9	122.2	C14—C12—P2	113.2 (5)
B8—B9—H9	120.9	C13—C12—P2	114.5 (5)
B4—B9—H9	121.1	C14—C12—H12A	105.6
B12—B9—H9	122.1	C13—C12—H12A	105.6
B3—B9—H9	121.9	P2—C12—H12A	105.6
B12—B10—B5	108.6 (5)	C12—C13—H13A	109.5
B12—B10—B9	60.8 (4)	C12—C13—H13B	109.5
B5—B10—B9	108.7 (5)	H13A—C13—H13B	109.5
B12—B10—B4	109.6 (5)	C12—C13—H13C	109.5
B5—B10—B4	60.6 (4)	H13A—C13—H13C	109.5
B9—B10—B4	60.5 (4)	H13B—C13—H13C	109.5
B12—B10—B11	60.4 (4)	C12—C14—H14A	109.5
B5—B10—B11	59.4 (4)	C12—C14—H14B	109.5
B9—B10—B11	108.7 (5)	H14A—C14—H14B	109.5
B4—B10—B11	108.5 (5)	C12—C14—H14C	109.5
B12—B10—H10	120.8	H14A—C14—H14C	109.5
B5—B10—H10	121.6	H14B—C14—H14C	109.5