organic compounds
Bis(8-methyl-2,8-dicarba-closo-dodecaboran-2-yl) triselenide
aUniversitatea Babes-Bolyai, Facultatea de Chimie si Inginerie Chimica, Arany Janos No 11, 400028 Cluj-Napoca, Romania, and bInorganic Chemistry Department ICMA, University of Zaragoza-CSIC, 12 Pedro Cerbuna, 50009 Zaragoza, Spain
*Correspondence e-mail: [email protected]
In the title compound, C6H26B20Se3, the geometry around the central Se atom is V-shaped, with the Se—Se—Se angle being 105.60 (4)°. The Se—Se bond lengths are consistent with single covalent bonds.
Related literature
For general background to diorganotriselenides, see: Atanassov et al. (2004
); Hansen et al. (1989
); Klapötke et al. (2006
, 2007
, 2008
); Kulcsar et al. (2007
); Kumar et al. (2004
).
Experimental
Crystal data
|
Data collection: SMART (Bruker, 2000
); cell refinement: SAINT-Plus (Bruker, 2001
); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008
); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008
); molecular graphics: DIAMOND (Brandenburg, 2006
); software used to prepare material for publication: enCIFer (Allen et al., 2004
) and publCIF (Westrip, 2010
).
Supporting information
contains datablocks I, global. DOI: 10.1107/S1600536811025712/pk2331sup1.cif
Structure factors: contains datablock I. DOI: 10.1107/S1600536811025712/pk2331Isup2.hkl
A mixture of [2-(MeC2B10H10SeCH2)py] (0.184 g, 5.6 mmol) and [Cu(MeCN)4]PF6 (0.208 g, 5.6 mmol) in CDCl3 was stirred for 2 h. The resulting solution was filtered and allowed to stand at room temperature. After two weeks, yellow crystals of the title compound [(MeC2B10H10)2Se3] were obtained.
All hydrogen atoms were placed in calculated positions using a riding model, with C—H = 0.96 Å and B—H = 1.1 Å with Uiso=1.5Ueq (C) for methyl H and Uiso=1.2Ueq (B) for the rest of H. The methyl groups were allowed to rotate while retaining tetrahedral geometry.
Data collection: SMART (Bruker, 2000); cell SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2006); software used to prepare material for publication: enCIFer (Allen et al., 2004) and publCIF (Westrip, 2010).
| Fig. 1. Graphical representation of the molecular structure of [(MeC2B10H10)2Se3]. Displacement ellipsoids are drawn at the 50% probability level. |
| C6H26B20Se3 | F(000) = 1056 |
| Mr = 551.35 | Dx = 1.580 Mg m−3 |
| Orthorhombic, Pna21 | Mo Kα radiation, λ = 0.71073 Å |
| Hall symbol: P 2c -2n | Cell parameters from 2078 reflections |
| a = 18.947 (2) Å | θ = 2.6–18.5° |
| b = 11.2734 (13) Å | µ = 4.75 mm−1 |
| c = 10.8533 (12) Å | T = 297 K |
| V = 2318.2 (5) Å3 | Block, yellow |
| Z = 4 | 0.40 × 0.30 × 0.20 mm |
| Bruker SMART CCD area-detector diffractometer | 4083 independent reflections |
| Radiation source: fine-focus sealed tube | 3398 reflections with I > 2σ(I) |
| Graphite monochromator | Rint = 0.069 |
| ϕ and ω scans | θmax = 25.0°, θmin = 2.1° |
| Absorption correction: multi-scan (SADABS; Bruker, 2000) | h = −22→22 |
| Tmin = 0.252, Tmax = 0.450 | k = −13→13 |
| 16082 measured reflections | l = −12→12 |
| 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)] = 0.053 | H-atom parameters constrained |
| wR(F2) = 0.113 | w = 1/[σ2(Fo2) + (0.0497P)2] where P = (Fo2 + 2Fc2)/3 |
| S = 1.05 | (Δ/σ)max = 0.001 |
| 4083 reflections | Δρmax = 0.61 e Å−3 |
| 264 parameters | Δρmin = −0.38 e Å−3 |
| 1 restraint | Absolute structure: Flack (1983), 1920 Friedel pairs |
| Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.01 (2) |
| C6H26B20Se3 | V = 2318.2 (5) Å3 |
| Mr = 551.35 | Z = 4 |
| Orthorhombic, Pna21 | Mo Kα radiation |
| a = 18.947 (2) Å | µ = 4.75 mm−1 |
| b = 11.2734 (13) Å | T = 297 K |
| c = 10.8533 (12) Å | 0.40 × 0.30 × 0.20 mm |
| Bruker SMART CCD area-detector diffractometer | 4083 independent reflections |
| Absorption correction: multi-scan (SADABS; Bruker, 2000) | 3398 reflections with I > 2σ(I) |
| Tmin = 0.252, Tmax = 0.450 | Rint = 0.069 |
| 16082 measured reflections |
| R[F2 > 2σ(F2)] = 0.053 | H-atom parameters constrained |
| wR(F2) = 0.113 | Δρmax = 0.61 e Å−3 |
| S = 1.05 | Δρmin = −0.38 e Å−3 |
| 4083 reflections | Absolute structure: Flack (1983), 1920 Friedel pairs |
| 264 parameters | Absolute structure parameter: 0.01 (2) |
| 1 restraint |
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 | ||
| B1 | 0.8152 (5) | −0.3444 (9) | 0.1248 (8) | 0.049 (2) | |
| H1 | 0.8670 | −0.3770 | 0.0938 | 0.059* | |
| B2 | 0.8058 (4) | −0.2509 (8) | 0.2541 (8) | 0.042 (2) | |
| H2 | 0.8520 | −0.2206 | 0.3068 | 0.051* | |
| B3 | 0.7474 (5) | −0.3072 (7) | 0.0166 (9) | 0.045 (2) | |
| H3 | 0.7554 | −0.3158 | −0.0834 | 0.055* | |
| B4 | 0.7359 (5) | −0.4328 (9) | 0.1164 (9) | 0.056 (3) | |
| H4 | 0.7359 | −0.5246 | 0.0820 | 0.067* | |
| B5 | 0.7735 (6) | −0.3945 (7) | 0.2635 (9) | 0.053 (2) | |
| H5 | 0.7987 | −0.4607 | 0.3236 | 0.064* | |
| B6 | 0.7228 (5) | −0.2797 (9) | 0.3243 (9) | 0.051 (2) | |
| H6 | 0.7145 | −0.2702 | 0.4241 | 0.061* | |
| B7 | 0.6993 (4) | −0.1897 (8) | 0.0820 (9) | 0.044 (2) | |
| H7 | 0.6766 | −0.1191 | 0.0244 | 0.052* | |
| B8 | 0.6658 (5) | −0.3341 (8) | 0.0858 (10) | 0.051 (2) | |
| H8 | 0.6203 | −0.3608 | 0.0295 | 0.061* | |
| B9 | 0.6807 (5) | −0.3890 (8) | 0.2379 (9) | 0.052 (2) | |
| H9 | 0.6445 | −0.4526 | 0.2816 | 0.062* | |
| B10 | 0.6567 (5) | −0.2416 (9) | 0.2160 (8) | 0.050 (2) | |
| H10 | 0.6050 | −0.2070 | 0.2448 | 0.060* | |
| B11 | 1.0502 (5) | 0.1868 (9) | 0.0637 (9) | 0.052 (3) | |
| H11 | 1.0780 | 0.1126 | 0.0193 | 0.063* | |
| B12 | 0.9589 (4) | 0.2115 (7) | 0.0395 (8) | 0.040 (2) | |
| H12 | 0.9263 | 0.1528 | −0.0181 | 0.048* | |
| B13 | 1.0214 (5) | 0.3096 (9) | −0.0207 (10) | 0.054 (3) | |
| H13 | 1.0303 | 0.3162 | −0.1206 | 0.064* | |
| B14 | 1.0909 (5) | 0.3232 (9) | 0.0901 (10) | 0.055 (2) | |
| H14 | 1.1458 | 0.3398 | 0.0620 | 0.067* | |
| B15 | 1.0710 (5) | 0.2338 (9) | 0.2168 (9) | 0.052 (3) | |
| H15 | 1.1123 | 0.1906 | 0.2720 | 0.062* | |
| B16 | 0.9918 (5) | 0.2851 (8) | 0.2848 (9) | 0.052 (3) | |
| H16 | 0.9804 | 0.2735 | 0.3834 | 0.063* | |
| B17 | 0.9455 (5) | 0.3657 (8) | 0.0479 (9) | 0.050 (2) | |
| H17 | 0.9046 | 0.4099 | −0.0074 | 0.060* | |
| B18 | 1.0262 (5) | 0.4347 (9) | 0.0783 (10) | 0.059 (3) | |
| H18 | 1.0388 | 0.5237 | 0.0431 | 0.070* | |
| B19 | 1.0556 (6) | 0.3843 (9) | 0.2281 (10) | 0.059 (3) | |
| H19 | 1.0870 | 0.4404 | 0.2904 | 0.071* | |
| B20 | 0.9641 (5) | 0.4120 (8) | 0.2017 (10) | 0.052 (2) | |
| H20 | 0.9357 | 0.4852 | 0.2468 | 0.063* | |
| C1 | 0.7868 (3) | −0.2037 (6) | 0.1094 (7) | 0.0353 (16) | |
| C2 | 0.7330 (4) | −0.1659 (7) | 0.2261 (6) | 0.0407 (18) | |
| C3 | 0.7363 (5) | −0.0404 (7) | 0.2731 (8) | 0.060 (2) | |
| H3A | 0.7809 | −0.0271 | 0.3125 | 0.091* | |
| H3B | 0.6989 | −0.0276 | 0.3313 | 0.091* | |
| H3C | 0.7311 | 0.0137 | 0.2053 | 0.091* | |
| C4 | 0.9916 (4) | 0.1729 (6) | 0.1812 (7) | 0.0371 (17) | |
| C5 | 0.9286 (4) | 0.2786 (6) | 0.1715 (7) | 0.0382 (17) | |
| C6 | 0.8535 (4) | 0.2487 (8) | 0.2121 (8) | 0.059 (2) | |
| H6A | 0.8493 | 0.1646 | 0.2238 | 0.089* | |
| H6B | 0.8207 | 0.2741 | 0.1499 | 0.089* | |
| H6C | 0.8432 | 0.2887 | 0.2881 | 0.089* | |
| Se1 | 0.83965 (4) | −0.08061 (7) | 0.02743 (8) | 0.0485 (2) | |
| Se2 | 0.95387 (4) | −0.10616 (7) | 0.09702 (9) | 0.0543 (2) | |
| Se3 | 0.96638 (4) | 0.02322 (7) | 0.26085 (7) | 0.0528 (2) |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| B1 | 0.050 (6) | 0.047 (5) | 0.050 (6) | 0.014 (4) | 0.003 (4) | 0.004 (4) |
| B2 | 0.037 (5) | 0.061 (6) | 0.028 (4) | 0.007 (4) | −0.003 (4) | 0.005 (5) |
| B3 | 0.057 (6) | 0.042 (5) | 0.038 (5) | 0.004 (4) | −0.009 (5) | −0.012 (4) |
| B4 | 0.071 (7) | 0.041 (5) | 0.056 (6) | 0.000 (5) | 0.003 (5) | −0.011 (5) |
| B5 | 0.075 (7) | 0.034 (5) | 0.050 (5) | 0.004 (4) | 0.009 (5) | 0.008 (5) |
| B6 | 0.039 (5) | 0.072 (7) | 0.042 (5) | 0.002 (5) | 0.005 (4) | 0.008 (5) |
| B7 | 0.036 (5) | 0.044 (5) | 0.050 (5) | 0.004 (4) | −0.010 (4) | 0.003 (4) |
| B8 | 0.053 (6) | 0.042 (5) | 0.058 (5) | −0.017 (4) | −0.012 (5) | 0.013 (5) |
| B9 | 0.062 (6) | 0.031 (5) | 0.062 (6) | −0.012 (4) | 0.006 (5) | 0.001 (4) |
| B10 | 0.048 (6) | 0.056 (6) | 0.045 (5) | 0.000 (5) | −0.006 (4) | 0.009 (5) |
| B11 | 0.036 (5) | 0.059 (6) | 0.062 (7) | 0.005 (5) | 0.010 (4) | −0.008 (5) |
| B12 | 0.049 (6) | 0.035 (5) | 0.036 (5) | −0.002 (4) | −0.004 (4) | 0.003 (4) |
| B13 | 0.045 (6) | 0.057 (7) | 0.058 (6) | −0.002 (5) | 0.003 (5) | −0.001 (5) |
| B14 | 0.041 (5) | 0.061 (6) | 0.065 (6) | −0.013 (4) | 0.007 (5) | 0.005 (6) |
| B15 | 0.030 (5) | 0.065 (7) | 0.061 (7) | −0.007 (5) | −0.013 (4) | −0.006 (5) |
| B16 | 0.046 (6) | 0.058 (6) | 0.053 (7) | −0.004 (5) | −0.007 (5) | 0.001 (5) |
| B17 | 0.062 (6) | 0.039 (5) | 0.050 (6) | 0.006 (5) | 0.004 (5) | 0.005 (4) |
| B18 | 0.065 (7) | 0.048 (6) | 0.063 (6) | −0.016 (5) | 0.003 (5) | 0.001 (5) |
| B19 | 0.064 (7) | 0.051 (6) | 0.062 (7) | −0.019 (5) | −0.012 (5) | −0.008 (5) |
| B20 | 0.060 (7) | 0.040 (6) | 0.057 (6) | 0.012 (4) | −0.007 (5) | −0.008 (5) |
| C1 | 0.037 (4) | 0.036 (4) | 0.033 (4) | 0.002 (3) | −0.003 (3) | −0.003 (3) |
| C2 | 0.039 (4) | 0.047 (5) | 0.036 (4) | 0.005 (3) | 0.004 (3) | −0.005 (3) |
| C3 | 0.081 (6) | 0.044 (5) | 0.057 (5) | 0.007 (4) | −0.002 (5) | −0.019 (4) |
| C4 | 0.037 (4) | 0.032 (4) | 0.043 (4) | 0.001 (3) | −0.005 (3) | 0.006 (3) |
| C5 | 0.039 (4) | 0.043 (4) | 0.032 (4) | 0.004 (4) | 0.005 (3) | 0.003 (3) |
| C6 | 0.050 (5) | 0.065 (6) | 0.063 (6) | 0.003 (4) | 0.014 (4) | 0.011 (5) |
| Se1 | 0.0563 (5) | 0.0459 (4) | 0.0434 (4) | −0.0062 (4) | 0.0029 (4) | 0.0088 (4) |
| Se2 | 0.0457 (5) | 0.0423 (4) | 0.0749 (6) | 0.0014 (4) | 0.0136 (5) | −0.0047 (5) |
| Se3 | 0.0621 (5) | 0.0472 (5) | 0.0491 (4) | −0.0042 (4) | −0.0055 (5) | 0.0111 (4) |
| B1—C1 | 1.683 (11) | B12—C5 | 1.719 (11) |
| B1—B2 | 1.763 (13) | B12—B13 | 1.746 (13) |
| B1—B3 | 1.790 (12) | B12—B17 | 1.759 (12) |
| B1—B5 | 1.791 (13) | B12—H12 | 1.1000 |
| B1—B4 | 1.806 (14) | B13—B17 | 1.738 (13) |
| B1—H1 | 1.1000 | B13—B18 | 1.776 (14) |
| B2—C1 | 1.696 (11) | B13—B14 | 1.790 (14) |
| B2—C2 | 1.708 (11) | B13—H13 | 1.1000 |
| B2—B5 | 1.734 (12) | B14—B15 | 1.746 (14) |
| B2—B6 | 1.778 (12) | B14—B18 | 1.761 (15) |
| B2—H2 | 1.1000 | B14—B19 | 1.779 (15) |
| B3—C1 | 1.713 (10) | B14—H14 | 1.1000 |
| B3—B8 | 1.745 (13) | B15—C4 | 1.699 (11) |
| B3—B7 | 1.758 (12) | B15—B19 | 1.725 (14) |
| B3—B4 | 1.796 (13) | B15—B16 | 1.768 (13) |
| B3—H3 | 1.1000 | B15—H15 | 1.1000 |
| B4—B9 | 1.754 (14) | B16—C4 | 1.693 (12) |
| B4—B8 | 1.764 (14) | B16—C5 | 1.719 (12) |
| B4—B5 | 1.801 (14) | B16—B19 | 1.758 (14) |
| B4—H4 | 1.1000 | B16—B20 | 1.771 (13) |
| B5—B6 | 1.741 (13) | B16—H16 | 1.1000 |
| B5—B9 | 1.781 (14) | B17—C5 | 1.693 (11) |
| B5—H5 | 1.1000 | B17—B18 | 1.746 (13) |
| B6—C2 | 1.678 (12) | B17—B20 | 1.783 (14) |
| B6—B9 | 1.741 (13) | B17—H17 | 1.1000 |
| B6—B10 | 1.770 (13) | B18—B20 | 1.800 (15) |
| B6—H6 | 1.1000 | B18—B19 | 1.811 (15) |
| B7—C1 | 1.693 (10) | B18—H18 | 1.1000 |
| B7—C2 | 1.710 (11) | B19—B20 | 1.786 (14) |
| B7—B8 | 1.747 (12) | B19—H19 | 1.1000 |
| B7—B10 | 1.762 (13) | B20—C5 | 1.680 (12) |
| B7—H7 | 1.1000 | B20—H20 | 1.1000 |
| B8—B10 | 1.764 (14) | C1—C2 | 1.682 (9) |
| B8—B9 | 1.785 (14) | C1—Se1 | 1.928 (7) |
| B8—H8 | 1.1000 | C2—C3 | 1.506 (11) |
| B9—B10 | 1.739 (13) | C3—H3A | 0.9600 |
| B9—H9 | 1.1000 | C3—H3B | 0.9600 |
| B10—C2 | 1.681 (12) | C3—H3C | 0.9600 |
| B10—H10 | 1.1000 | C4—C5 | 1.690 (10) |
| B11—C4 | 1.699 (12) | C4—Se3 | 1.955 (7) |
| B11—B14 | 1.743 (13) | C5—C6 | 1.527 (10) |
| B11—B13 | 1.747 (14) | C6—H6A | 0.9600 |
| B11—B12 | 1.772 (12) | C6—H6B | 0.9600 |
| B11—B15 | 1.789 (14) | C6—H6C | 0.9600 |
| B11—H11 | 1.1000 | Se1—Se2 | 2.3102 (12) |
| B12—C4 | 1.715 (11) | Se2—Se3 | 2.3120 (13) |
| C1—B1—B2 | 58.9 (5) | B11—B13—B14 | 59.1 (5) |
| C1—B1—B3 | 59.0 (5) | B18—B13—B14 | 59.2 (6) |
| B2—B1—B3 | 108.0 (6) | B17—B13—H13 | 121.6 |
| C1—B1—B5 | 103.9 (6) | B12—B13—H13 | 121.1 |
| B2—B1—B5 | 58.4 (5) | B11—B13—H13 | 121.5 |
| B3—B1—B5 | 108.0 (7) | B18—B13—H13 | 122.3 |
| C1—B1—B4 | 104.5 (6) | B14—B13—H13 | 122.9 |
| B2—B1—B4 | 106.7 (6) | B11—B14—B15 | 61.7 (5) |
| B3—B1—B4 | 59.9 (5) | B11—B14—B18 | 108.1 (6) |
| B5—B1—B4 | 60.1 (5) | B15—B14—B18 | 108.6 (7) |
| C1—B1—H1 | 124.7 | B11—B14—B19 | 108.3 (7) |
| B2—B1—H1 | 122.3 | B15—B14—B19 | 58.6 (6) |
| B3—B1—H1 | 121.1 | B18—B14—B19 | 61.5 (6) |
| B5—B1—H1 | 123.0 | B11—B14—B13 | 59.2 (5) |
| B4—B1—H1 | 122.7 | B15—B14—B13 | 108.7 (6) |
| C1—B2—C2 | 59.2 (4) | B18—B14—B13 | 60.0 (5) |
| C1—B2—B5 | 105.8 (6) | B19—B14—B13 | 108.9 (7) |
| C2—B2—B5 | 104.4 (6) | B11—B14—H14 | 121.5 |
| C1—B2—B1 | 58.2 (5) | B15—B14—H14 | 121.4 |
| C2—B2—B1 | 106.0 (6) | B18—B14—H14 | 121.1 |
| B5—B2—B1 | 61.6 (5) | B19—B14—H14 | 121.5 |
| C1—B2—B6 | 105.4 (6) | B13—B14—H14 | 121.6 |
| C2—B2—B6 | 57.5 (5) | C4—B15—B19 | 105.4 (7) |
| B5—B2—B6 | 59.4 (5) | C4—B15—B14 | 104.2 (6) |
| B1—B2—B6 | 108.7 (7) | B19—B15—B14 | 61.6 (6) |
| C1—B2—H2 | 123.6 | C4—B15—B16 | 58.4 (5) |
| C2—B2—H2 | 124.2 | B19—B15—B16 | 60.4 (6) |
| B5—B2—H2 | 122.7 | B14—B15—B16 | 108.8 (7) |
| B1—B2—H2 | 121.3 | C4—B15—B11 | 58.2 (5) |
| B6—B2—H2 | 122.5 | B19—B15—B11 | 108.7 (7) |
| C1—B3—B8 | 104.6 (6) | B14—B15—B11 | 59.1 (6) |
| C1—B3—B7 | 58.4 (4) | B16—B15—B11 | 107.3 (6) |
| B8—B3—B7 | 59.8 (5) | C4—B15—H15 | 125.1 |
| C1—B3—B1 | 57.4 (5) | B19—B15—H15 | 121.1 |
| B8—B3—B1 | 108.2 (7) | B14—B15—H15 | 122.1 |
| B7—B3—B1 | 106.5 (6) | B16—B15—H15 | 121.5 |
| C1—B3—B4 | 103.6 (6) | B11—B15—H15 | 122.1 |
| B8—B3—B4 | 59.7 (5) | C4—B16—C5 | 59.4 (4) |
| B7—B3—B4 | 106.7 (6) | C4—B16—B19 | 104.2 (7) |
| B1—B3—B4 | 60.5 (5) | C5—B16—B19 | 104.9 (7) |
| C1—B3—H3 | 125.5 | C4—B16—B15 | 58.7 (5) |
| B8—B3—H3 | 122.1 | C5—B16—B15 | 106.2 (6) |
| B7—B3—H3 | 122.4 | B19—B16—B15 | 58.6 (5) |
| B1—B3—H3 | 121.9 | C4—B16—B20 | 105.3 (6) |
| B4—B3—H3 | 122.8 | C5—B16—B20 | 57.5 (5) |
| B9—B4—B8 | 61.0 (6) | B19—B16—B20 | 60.8 (6) |
| B9—B4—B3 | 107.7 (6) | B15—B16—B20 | 107.7 (7) |
| B8—B4—B3 | 58.7 (5) | C4—B16—H16 | 123.8 |
| B9—B4—B5 | 60.1 (6) | C5—B16—H16 | 123.6 |
| B8—B4—B5 | 108.2 (7) | B19—B16—H16 | 123.5 |
| B3—B4—B5 | 107.3 (6) | B15—B16—H16 | 122.3 |
| B9—B4—B1 | 107.6 (7) | B20—B16—H16 | 122.2 |
| B8—B4—B1 | 106.7 (7) | C5—B17—B13 | 106.6 (7) |
| B3—B4—B1 | 59.6 (5) | C5—B17—B18 | 106.0 (7) |
| B5—B4—B1 | 59.5 (5) | B13—B17—B18 | 61.3 (6) |
| B9—B4—H4 | 121.3 | C5—B17—B12 | 59.7 (5) |
| B8—B4—H4 | 122.0 | B13—B17—B12 | 59.9 (5) |
| B3—B4—H4 | 122.5 | B18—B17—B12 | 108.9 (7) |
| B5—B4—H4 | 121.8 | C5—B17—B20 | 57.7 (5) |
| B1—B4—H4 | 122.5 | B13—B17—B20 | 110.2 (7) |
| B2—B5—B6 | 61.5 (5) | B18—B17—B20 | 61.3 (6) |
| B2—B5—B9 | 107.9 (6) | B12—B17—B20 | 108.1 (7) |
| B6—B5—B9 | 59.2 (5) | C5—B17—H17 | 124.2 |
| B2—B5—B1 | 60.0 (5) | B13—B17—H17 | 120.9 |
| B6—B5—B1 | 109.1 (6) | B18—B17—H17 | 121.1 |
| B9—B5—B1 | 107.1 (7) | B12—B17—H17 | 121.4 |
| B2—B5—B4 | 108.2 (7) | B20—B17—H17 | 121.1 |
| B6—B5—B4 | 107.2 (7) | B17—B18—B14 | 107.7 (7) |
| B9—B5—B4 | 58.7 (6) | B17—B18—B13 | 59.1 (5) |
| B1—B5—B4 | 60.4 (6) | B14—B18—B13 | 60.8 (6) |
| B2—B5—H5 | 121.0 | B17—B18—B20 | 60.4 (6) |
| B6—B5—H5 | 121.2 | B14—B18—B20 | 107.4 (7) |
| B9—B5—H5 | 122.9 | B13—B18—B20 | 107.7 (7) |
| B1—B5—H5 | 121.4 | B17—B18—B19 | 107.4 (7) |
| B4—B5—H5 | 122.3 | B14—B18—B19 | 59.7 (6) |
| C2—B6—B9 | 104.6 (7) | B13—B18—B19 | 108.0 (7) |
| C2—B6—B5 | 105.3 (6) | B20—B18—B19 | 59.3 (6) |
| B9—B6—B5 | 61.5 (6) | B17—B18—H18 | 122.1 |
| C2—B6—B10 | 58.3 (5) | B14—B18—H18 | 121.7 |
| B9—B6—B10 | 59.4 (6) | B13—B18—H18 | 121.7 |
| B5—B6—B10 | 108.6 (7) | B20—B18—H18 | 122.0 |
| C2—B6—B2 | 59.1 (5) | B19—B18—H18 | 122.1 |
| B9—B6—B2 | 107.7 (7) | B15—B19—B16 | 61.0 (6) |
| B5—B6—B2 | 59.0 (5) | B15—B19—B14 | 59.8 (6) |
| B10—B6—B2 | 107.3 (6) | B16—B19—B14 | 107.9 (7) |
| C2—B6—H6 | 124.6 | B15—B19—B20 | 108.9 (7) |
| B9—B6—H6 | 122.2 | B16—B19—B20 | 60.0 (5) |
| B5—B6—H6 | 121.6 | B14—B19—B20 | 107.3 (7) |
| B10—B6—H6 | 121.9 | B15—B19—B18 | 107.3 (7) |
| B2—B6—H6 | 122.1 | B16—B19—B18 | 107.6 (7) |
| C1—B7—C2 | 59.2 (4) | B14—B19—B18 | 58.7 (6) |
| C1—B7—B8 | 105.3 (6) | B20—B19—B18 | 60.1 (6) |
| C2—B7—B8 | 105.1 (6) | B15—B19—H19 | 121.2 |
| C1—B7—B3 | 59.5 (4) | B16—B19—H19 | 121.5 |
| C2—B7—B3 | 107.1 (6) | B14—B19—H19 | 122.5 |
| B8—B7—B3 | 59.7 (5) | B20—B19—H19 | 121.5 |
| C1—B7—B10 | 105.8 (6) | B18—B19—H19 | 122.5 |
| C2—B7—B10 | 57.9 (5) | C5—B20—B16 | 59.7 (5) |
| B8—B7—B10 | 60.4 (6) | C5—B20—B17 | 58.4 (5) |
| B3—B7—B10 | 108.7 (7) | B16—B20—B17 | 107.4 (6) |
| C1—B7—H7 | 123.3 | C5—B20—B19 | 105.3 (6) |
| C2—B7—H7 | 123.5 | B16—B20—B19 | 59.2 (5) |
| B8—B7—H7 | 123.1 | B17—B20—B19 | 106.9 (7) |
| B3—B7—H7 | 121.2 | C5—B20—B18 | 104.1 (6) |
| B10—B7—H7 | 122.1 | B16—B20—B18 | 107.5 (7) |
| B3—B8—B7 | 60.5 (5) | B17—B20—B18 | 58.3 (6) |
| B3—B8—B4 | 61.6 (5) | B19—B20—B18 | 60.7 (6) |
| B7—B8—B4 | 108.6 (6) | C5—B20—H20 | 124.2 |
| B3—B8—B10 | 109.2 (6) | B16—B20—H20 | 121.6 |
| B7—B8—B10 | 60.3 (5) | B17—B20—H20 | 122.7 |
| B4—B8—B10 | 107.2 (7) | B19—B20—H20 | 122.3 |
| B3—B8—B9 | 108.5 (7) | B18—B20—H20 | 122.9 |
| B7—B8—B9 | 106.7 (7) | C2—C1—B1 | 111.0 (6) |
| B4—B8—B9 | 59.2 (5) | C2—C1—B7 | 60.9 (5) |
| B10—B8—B9 | 58.7 (5) | B1—C1—B7 | 114.7 (6) |
| B3—B8—H8 | 120.2 | C2—C1—B2 | 60.7 (4) |
| B7—B8—H8 | 121.8 | B1—C1—B2 | 62.9 (5) |
| B4—B8—H8 | 121.5 | B7—C1—B2 | 113.5 (6) |
| B10—B8—H8 | 122.0 | C2—C1—B3 | 110.5 (5) |
| B9—B8—H8 | 122.9 | B1—C1—B3 | 63.6 (5) |
| B10—B9—B6 | 61.1 (5) | B7—C1—B3 | 62.1 (5) |
| B10—B9—B4 | 108.8 (7) | B2—C1—B3 | 115.0 (6) |
| B6—B9—B4 | 109.3 (7) | C2—C1—Se1 | 118.7 (5) |
| B10—B9—B5 | 108.2 (6) | B1—C1—Se1 | 123.9 (5) |
| B6—B9—B5 | 59.3 (5) | B7—C1—Se1 | 111.1 (5) |
| B4—B9—B5 | 61.3 (6) | B2—C1—Se1 | 122.9 (5) |
| B10—B9—B8 | 60.1 (5) | B3—C1—Se1 | 116.4 (5) |
| B6—B9—B8 | 109.0 (6) | C3—C2—B6 | 120.6 (7) |
| B4—B9—B8 | 59.8 (6) | C3—C2—B10 | 122.3 (6) |
| B5—B9—B8 | 108.2 (7) | B6—C2—B10 | 63.6 (5) |
| B10—B9—H9 | 121.2 | C3—C2—C1 | 117.9 (6) |
| B6—B9—H9 | 121.0 | B6—C2—C1 | 110.7 (6) |
| B4—B9—H9 | 120.8 | B10—C2—C1 | 110.1 (6) |
| B5—B9—H9 | 121.8 | C3—C2—B2 | 115.7 (6) |
| B8—B9—H9 | 121.7 | B6—C2—B2 | 63.3 (5) |
| C2—B10—B9 | 104.5 (7) | B10—C2—B2 | 114.9 (6) |
| C2—B10—B7 | 59.5 (5) | C1—C2—B2 | 60.1 (4) |
| B9—B10—B7 | 108.1 (7) | C3—C2—B7 | 118.2 (6) |
| C2—B10—B8 | 105.6 (6) | B6—C2—B7 | 114.7 (6) |
| B9—B10—B8 | 61.3 (5) | B10—C2—B7 | 62.6 (5) |
| B7—B10—B8 | 59.4 (5) | C1—C2—B7 | 59.9 (4) |
| C2—B10—B6 | 58.1 (5) | B2—C2—B7 | 112.1 (6) |
| B9—B10—B6 | 59.5 (6) | C2—C3—H3A | 109.5 |
| B7—B10—B6 | 107.7 (6) | C2—C3—H3B | 109.5 |
| B8—B10—B6 | 108.6 (7) | H3A—C3—H3B | 109.5 |
| C2—B10—H10 | 124.5 | C2—C3—H3C | 109.5 |
| B9—B10—H10 | 122.2 | H3A—C3—H3C | 109.5 |
| B7—B10—H10 | 121.6 | H3B—C3—H3C | 109.5 |
| B8—B10—H10 | 121.6 | C5—C4—B16 | 61.1 (5) |
| B6—B10—H10 | 121.9 | C5—C4—B15 | 110.8 (6) |
| C4—B11—B14 | 104.3 (7) | B16—C4—B15 | 62.8 (5) |
| C4—B11—B13 | 105.2 (6) | C5—C4—B11 | 110.5 (6) |
| B14—B11—B13 | 61.7 (6) | B16—C4—B11 | 115.3 (6) |
| C4—B11—B12 | 59.2 (5) | B15—C4—B11 | 63.5 (5) |
| B14—B11—B12 | 108.5 (7) | C5—C4—B12 | 60.6 (4) |
| B13—B11—B12 | 59.5 (5) | B16—C4—B12 | 114.0 (6) |
| C4—B11—B15 | 58.2 (5) | B15—C4—B12 | 114.9 (6) |
| B14—B11—B15 | 59.2 (6) | B11—C4—B12 | 62.5 (5) |
| B13—B11—B15 | 108.8 (7) | C5—C4—Se3 | 117.6 (4) |
| B12—B11—B15 | 107.8 (6) | B16—C4—Se3 | 110.6 (5) |
| C4—B11—H11 | 124.9 | B15—C4—Se3 | 117.7 (5) |
| B14—B11—H11 | 122.1 | B11—C4—Se3 | 124.9 (5) |
| B13—B11—H11 | 121.5 | B12—C4—Se3 | 121.9 (5) |
| B12—B11—H11 | 121.5 | C6—C5—B20 | 120.9 (6) |
| B15—B11—H11 | 121.8 | C6—C5—C4 | 119.0 (6) |
| C4—B12—C5 | 59.0 (4) | B20—C5—C4 | 109.6 (6) |
| C4—B12—B13 | 104.6 (6) | C6—C5—B17 | 122.2 (7) |
| C5—B12—B13 | 105.1 (6) | B20—C5—B17 | 63.8 (5) |
| C4—B12—B17 | 104.8 (6) | C4—C5—B17 | 108.9 (5) |
| C5—B12—B17 | 58.2 (5) | C6—C5—B16 | 116.9 (6) |
| B13—B12—B17 | 59.4 (5) | B20—C5—B16 | 62.8 (5) |
| C4—B12—B11 | 58.3 (5) | C4—C5—B16 | 59.5 (4) |
| C5—B12—B11 | 105.8 (6) | B17—C5—B16 | 114.1 (6) |
| B13—B12—B11 | 59.5 (5) | C6—C5—B12 | 117.1 (6) |
| B17—B12—B11 | 106.7 (6) | B20—C5—B12 | 115.0 (6) |
| C4—B12—H12 | 124.0 | C4—C5—B12 | 60.4 (4) |
| C5—B12—H12 | 123.4 | B17—C5—B12 | 62.1 (5) |
| B13—B12—H12 | 123.3 | B16—C5—B12 | 112.5 (6) |
| B17—B12—H12 | 123.0 | C5—C6—H6A | 109.5 |
| B11—B12—H12 | 122.5 | C5—C6—H6B | 109.5 |
| B17—B13—B12 | 60.6 (5) | H6A—C6—H6B | 109.5 |
| B17—B13—B11 | 108.8 (7) | C5—C6—H6C | 109.5 |
| B12—B13—B11 | 61.0 (5) | H6A—C6—H6C | 109.5 |
| B17—B13—B18 | 59.6 (6) | H6B—C6—H6C | 109.5 |
| B12—B13—B18 | 108.1 (7) | C1—Se1—Se2 | 104.2 (2) |
| B11—B13—B18 | 107.2 (7) | Se1—Se2—Se3 | 105.60 (4) |
| B17—B13—B14 | 106.8 (7) | C4—Se3—Se2 | 103.3 (2) |
| B12—B13—B14 | 107.6 (7) | ||
| B3—B1—B2—C1 | −34.0 (5) | B11—B13—B18—B14 | 35.7 (6) |
| B5—B1—B2—C1 | −134.4 (6) | B17—B13—B18—B20 | 37.3 (7) |
| B4—B1—B2—C1 | −97.1 (6) | B12—B13—B18—B20 | −0.4 (9) |
| C1—B1—B2—C2 | 36.4 (5) | B11—B13—B18—B20 | −64.7 (8) |
| B3—B1—B2—C2 | 2.4 (8) | B14—B13—B18—B20 | −100.5 (8) |
| B5—B1—B2—C2 | −98.0 (7) | B17—B13—B18—B19 | 99.9 (7) |
| B4—B1—B2—C2 | −60.7 (7) | B12—B13—B18—B19 | 62.2 (8) |
| C1—B1—B2—B5 | 134.4 (6) | B11—B13—B18—B19 | −2.1 (9) |
| B3—B1—B2—B5 | 100.4 (7) | B14—B13—B18—B19 | −37.9 (7) |
| B4—B1—B2—B5 | 37.3 (6) | C4—B15—B19—B16 | 38.7 (6) |
| C1—B1—B2—B6 | 96.9 (6) | B14—B15—B19—B16 | 136.8 (7) |
| B3—B1—B2—B6 | 62.9 (8) | B11—B15—B19—B16 | 99.8 (7) |
| B5—B1—B2—B6 | −37.5 (6) | C4—B15—B19—B14 | −98.1 (7) |
| B4—B1—B2—B6 | −0.2 (8) | B16—B15—B19—B14 | −136.8 (7) |
| B2—B1—B3—C1 | 34.0 (5) | B11—B15—B19—B14 | −37.0 (6) |
| B5—B1—B3—C1 | 95.7 (7) | C4—B15—B19—B20 | 1.3 (9) |
| B4—B1—B3—C1 | 133.2 (6) | B14—B15—B19—B20 | 99.4 (8) |
| C1—B1—B3—B8 | −96.0 (7) | B16—B15—B19—B20 | −37.4 (7) |
| B2—B1—B3—B8 | −62.0 (8) | B11—B15—B19—B20 | 62.4 (9) |
| B5—B1—B3—B8 | −0.3 (8) | C4—B15—B19—B18 | −62.2 (8) |
| B4—B1—B3—B8 | 37.2 (6) | B14—B15—B19—B18 | 35.9 (6) |
| C1—B1—B3—B7 | −33.0 (6) | B16—B15—B19—B18 | −100.9 (7) |
| B2—B1—B3—B7 | 1.0 (8) | B11—B15—B19—B18 | −1.1 (9) |
| B5—B1—B3—B7 | 62.7 (8) | C4—B16—B19—B15 | −38.6 (6) |
| B4—B1—B3—B7 | 100.2 (7) | C5—B16—B19—B15 | −100.1 (7) |
| C1—B1—B3—B4 | −133.2 (6) | B20—B16—B19—B15 | −138.5 (7) |
| B2—B1—B3—B4 | −99.2 (7) | C4—B16—B19—B14 | −0.1 (9) |
| B5—B1—B3—B4 | −37.5 (6) | C5—B16—B19—B14 | −61.7 (8) |
| C1—B3—B4—B9 | 61.2 (8) | B15—B16—B19—B14 | 38.4 (6) |
| B8—B3—B4—B9 | −37.9 (7) | B20—B16—B19—B14 | −100.0 (8) |
| B7—B3—B4—B9 | 0.6 (8) | C4—B16—B19—B20 | 99.9 (7) |
| B1—B3—B4—B9 | 100.4 (8) | C5—B16—B19—B20 | 38.3 (6) |
| C1—B3—B4—B8 | 99.1 (7) | B15—B16—B19—B20 | 138.5 (7) |
| B7—B3—B4—B8 | 38.5 (6) | C4—B16—B19—B18 | 61.8 (8) |
| B1—B3—B4—B8 | 138.3 (7) | C5—B16—B19—B18 | 0.3 (9) |
| C1—B3—B4—B5 | −2.1 (8) | B15—B16—B19—B18 | 100.4 (8) |
| B8—B3—B4—B5 | −101.2 (7) | B20—B16—B19—B18 | −38.0 (7) |
| B7—B3—B4—B5 | −62.7 (8) | B11—B14—B19—B15 | 38.0 (6) |
| B1—B3—B4—B5 | 37.1 (6) | B18—B14—B19—B15 | 139.1 (7) |
| C1—B3—B4—B1 | −39.2 (5) | B13—B14—B19—B15 | 100.9 (7) |
| B8—B3—B4—B1 | −138.3 (7) | B11—B14—B19—B16 | −1.0 (9) |
| B7—B3—B4—B1 | −99.8 (7) | B15—B14—B19—B16 | −39.0 (6) |
| C1—B1—B4—B9 | −60.4 (8) | B18—B14—B19—B16 | 100.1 (7) |
| B2—B1—B4—B9 | 1.0 (9) | B13—B14—B19—B16 | 61.9 (9) |
| B3—B1—B4—B9 | −100.6 (7) | B11—B14—B19—B20 | −64.2 (9) |
| B5—B1—B4—B9 | 37.5 (6) | B15—B14—B19—B20 | −102.2 (7) |
| C1—B1—B4—B8 | 3.8 (8) | B18—B14—B19—B20 | 36.9 (6) |
| B2—B1—B4—B8 | 65.1 (8) | B13—B14—B19—B20 | −1.3 (9) |
| B3—B1—B4—B8 | −36.4 (6) | B11—B14—B19—B18 | −101.1 (7) |
| B5—B1—B4—B8 | 101.7 (7) | B15—B14—B19—B18 | −139.1 (7) |
| C1—B1—B4—B3 | 40.2 (6) | B13—B14—B19—B18 | −38.2 (6) |
| B2—B1—B4—B3 | 101.5 (7) | B17—B18—B19—B15 | 64.4 (9) |
| B5—B1—B4—B3 | 138.1 (7) | B14—B18—B19—B15 | −36.3 (6) |
| C1—B1—B4—B5 | −97.9 (7) | B13—B18—B19—B15 | 2.0 (9) |
| B2—B1—B4—B5 | −36.6 (6) | B20—B18—B19—B15 | 102.3 (7) |
| B3—B1—B4—B5 | −138.1 (7) | B17—B18—B19—B16 | 0.1 (9) |
| C1—B2—B5—B6 | −98.9 (6) | B14—B18—B19—B16 | −100.6 (7) |
| C2—B2—B5—B6 | −37.3 (6) | B13—B18—B19—B16 | −62.3 (9) |
| B1—B2—B5—B6 | −138.0 (7) | B20—B18—B19—B16 | 38.0 (6) |
| C1—B2—B5—B9 | −60.7 (8) | B17—B18—B19—B14 | 100.7 (7) |
| C2—B2—B5—B9 | 0.8 (8) | B13—B18—B19—B14 | 38.3 (6) |
| B1—B2—B5—B9 | −99.8 (7) | B20—B18—B19—B14 | 138.6 (7) |
| B6—B2—B5—B9 | 38.2 (6) | B17—B18—B19—B20 | −37.9 (6) |
| C1—B2—B5—B1 | 39.1 (6) | B14—B18—B19—B20 | −138.6 (7) |
| C2—B2—B5—B1 | 100.6 (6) | B13—B18—B19—B20 | −100.2 (7) |
| B6—B2—B5—B1 | 138.0 (7) | C4—B16—B20—C5 | 36.8 (5) |
| C1—B2—B5—B4 | 1.3 (8) | B19—B16—B20—C5 | 134.7 (7) |
| C2—B2—B5—B4 | 62.8 (8) | B15—B16—B20—C5 | 98.3 (7) |
| B1—B2—B5—B4 | −37.8 (6) | C4—B16—B20—B17 | 1.8 (9) |
| B6—B2—B5—B4 | 100.2 (8) | C5—B16—B20—B17 | −35.1 (6) |
| C1—B1—B5—B2 | −39.0 (6) | B19—B16—B20—B17 | 99.7 (7) |
| B3—B1—B5—B2 | −100.5 (7) | B15—B16—B20—B17 | 63.2 (8) |
| B4—B1—B5—B2 | −137.9 (7) | C4—B16—B20—B19 | −97.9 (7) |
| C1—B1—B5—B6 | −0.5 (9) | C5—B16—B20—B19 | −134.7 (7) |
| B2—B1—B5—B6 | 38.5 (6) | B15—B16—B20—B19 | −36.4 (6) |
| B3—B1—B5—B6 | −62.0 (8) | C4—B16—B20—B18 | −59.7 (8) |
| B4—B1—B5—B6 | −99.4 (8) | C5—B16—B20—B18 | −96.5 (7) |
| C1—B1—B5—B9 | 62.1 (8) | B19—B16—B20—B18 | 38.3 (7) |
| B2—B1—B5—B9 | 101.2 (7) | B15—B16—B20—B18 | 1.8 (9) |
| B3—B1—B5—B9 | 0.6 (8) | B13—B17—B20—C5 | −97.4 (7) |
| B4—B1—B5—B9 | −36.8 (6) | B18—B17—B20—C5 | −135.7 (7) |
| C1—B1—B5—B4 | 98.9 (7) | B12—B17—B20—C5 | −33.6 (6) |
| B2—B1—B5—B4 | 137.9 (7) | C5—B17—B20—B16 | 35.6 (6) |
| B3—B1—B5—B4 | 37.4 (6) | B13—B17—B20—B16 | −61.8 (9) |
| B9—B4—B5—B2 | −100.3 (7) | B18—B17—B20—B16 | −100.1 (7) |
| B8—B4—B5—B2 | −61.4 (9) | B12—B17—B20—B16 | 2.0 (9) |
| B3—B4—B5—B2 | 0.5 (9) | C5—B17—B20—B19 | 97.9 (7) |
| B1—B4—B5—B2 | 37.7 (6) | B13—B17—B20—B19 | 0.5 (9) |
| B9—B4—B5—B6 | −35.3 (6) | B18—B17—B20—B19 | −37.9 (7) |
| B8—B4—B5—B6 | 3.5 (9) | B12—B17—B20—B19 | 64.3 (8) |
| B3—B4—B5—B6 | 65.5 (8) | C5—B17—B20—B18 | 135.7 (7) |
| B1—B4—B5—B6 | 102.6 (7) | B13—B17—B20—B18 | 38.4 (7) |
| B8—B4—B5—B9 | 38.9 (6) | B12—B17—B20—B18 | 102.2 (7) |
| B3—B4—B5—B9 | 100.8 (7) | B15—B19—B20—C5 | −1.6 (10) |
| B1—B4—B5—B9 | 137.9 (7) | B16—B19—B20—C5 | −39.5 (6) |
| B9—B4—B5—B1 | −137.9 (7) | B14—B19—B20—C5 | 61.6 (8) |
| B8—B4—B5—B1 | −99.1 (7) | B18—B19—B20—C5 | 97.9 (7) |
| B3—B4—B5—B1 | −37.1 (6) | B15—B19—B20—B16 | 37.8 (7) |
| B2—B5—B6—C2 | 38.3 (6) | B14—B19—B20—B16 | 101.0 (8) |
| B9—B5—B6—C2 | −98.5 (7) | B18—B19—B20—B16 | 137.3 (7) |
| B1—B5—B6—C2 | 0.4 (9) | B15—B19—B20—B17 | −62.7 (9) |
| B4—B5—B6—C2 | −63.4 (8) | B16—B19—B20—B17 | −100.5 (7) |
| B2—B5—B6—B9 | 136.8 (7) | B14—B19—B20—B17 | 0.5 (9) |
| B1—B5—B6—B9 | 98.9 (8) | B18—B19—B20—B17 | 36.8 (6) |
| B4—B5—B6—B9 | 35.1 (6) | B15—B19—B20—B18 | −99.5 (8) |
| B2—B5—B6—B10 | 99.4 (7) | B16—B19—B20—B18 | −137.3 (7) |
| B9—B5—B6—B10 | −37.4 (6) | B14—B19—B20—B18 | −36.3 (6) |
| B1—B5—B6—B10 | 61.5 (9) | B17—B18—B20—C5 | 37.8 (6) |
| B4—B5—B6—B10 | −2.3 (9) | B14—B18—B20—C5 | −63.1 (8) |
| B9—B5—B6—B2 | −136.8 (7) | B13—B18—B20—C5 | 1.0 (9) |
| B1—B5—B6—B2 | −37.9 (6) | B19—B18—B20—C5 | −99.8 (7) |
| B4—B5—B6—B2 | −101.7 (7) | B17—B18—B20—B16 | 100.0 (7) |
| C1—B2—B6—C2 | −36.4 (5) | B14—B18—B20—B16 | −0.9 (9) |
| B5—B2—B6—C2 | −135.9 (7) | B13—B18—B20—B16 | 63.2 (9) |
| B1—B2—B6—C2 | −97.4 (6) | B19—B18—B20—B16 | −37.6 (6) |
| C1—B2—B6—B9 | 60.3 (8) | B14—B18—B20—B17 | −100.9 (7) |
| C2—B2—B6—B9 | 96.7 (7) | B13—B18—B20—B17 | −36.8 (7) |
| B5—B2—B6—B9 | −39.2 (7) | B19—B18—B20—B17 | −137.6 (7) |
| B1—B2—B6—B9 | −0.7 (8) | B17—B18—B20—B19 | 137.6 (7) |
| C1—B2—B6—B5 | 99.5 (7) | B14—B18—B20—B19 | 36.8 (7) |
| C2—B2—B6—B5 | 135.9 (7) | B13—B18—B20—B19 | 100.9 (7) |
| B1—B2—B6—B5 | 38.5 (6) | B2—B1—C1—C2 | −38.4 (6) |
| C1—B2—B6—B10 | −2.2 (8) | B3—B1—C1—C2 | 103.2 (6) |
| C2—B2—B6—B10 | 34.2 (6) | B5—B1—C1—C2 | 0.4 (8) |
| B5—B2—B6—B10 | −101.7 (8) | B4—B1—C1—C2 | 62.6 (7) |
| B1—B2—B6—B10 | −63.3 (8) | B2—B1—C1—B7 | −105.0 (7) |
| B8—B3—B7—C1 | 134.4 (7) | B3—B1—C1—B7 | 36.6 (7) |
| B1—B3—B7—C1 | 32.6 (6) | B5—B1—C1—B7 | −66.2 (8) |
| B4—B3—B7—C1 | 96.0 (7) | B4—B1—C1—B7 | −4.0 (9) |
| C1—B3—B7—C2 | −36.6 (5) | B3—B1—C1—B2 | 141.6 (6) |
| B8—B3—B7—C2 | 97.8 (7) | B5—B1—C1—B2 | 38.8 (6) |
| B1—B3—B7—C2 | −4.0 (8) | B4—B1—C1—B2 | 101.0 (6) |
| B4—B3—B7—C2 | 59.3 (7) | B2—B1—C1—B3 | −141.6 (6) |
| C1—B3—B7—B8 | −134.4 (7) | B5—B1—C1—B3 | −102.8 (7) |
| B1—B3—B7—B8 | −101.8 (7) | B4—B1—C1—B3 | −40.6 (6) |
| B4—B3—B7—B8 | −38.4 (6) | B2—B1—C1—Se1 | 113.0 (6) |
| C1—B3—B7—B10 | −97.7 (7) | B3—B1—C1—Se1 | −105.4 (6) |
| B8—B3—B7—B10 | 36.7 (6) | B5—B1—C1—Se1 | 151.8 (5) |
| B1—B3—B7—B10 | −65.2 (7) | B4—B1—C1—Se1 | −146.0 (5) |
| B4—B3—B7—B10 | −1.8 (8) | B8—B7—C1—C2 | −98.7 (7) |
| C1—B3—B8—B7 | 38.9 (6) | B3—B7—C1—C2 | −138.4 (6) |
| B1—B3—B8—B7 | 98.9 (7) | B10—B7—C1—C2 | −35.7 (6) |
| B4—B3—B8—B7 | 136.4 (7) | C2—B7—C1—B1 | 101.2 (7) |
| C1—B3—B8—B4 | −97.5 (6) | B8—B7—C1—B1 | 2.6 (9) |
| B7—B3—B8—B4 | −136.4 (7) | B3—B7—C1—B1 | −37.2 (7) |
| B1—B3—B8—B4 | −37.6 (6) | B10—B7—C1—B1 | 65.5 (8) |
| C1—B3—B8—B10 | 2.2 (8) | C2—B7—C1—B2 | 31.5 (6) |
| B7—B3—B8—B10 | −36.7 (6) | B8—B7—C1—B2 | −67.2 (8) |
| B1—B3—B8—B10 | 62.1 (8) | B3—B7—C1—B2 | −107.0 (6) |
| B4—B3—B8—B10 | 99.7 (7) | B10—B7—C1—B2 | −4.3 (8) |
| C1—B3—B8—B9 | −60.2 (7) | C2—B7—C1—B3 | 138.4 (6) |
| B7—B3—B8—B9 | −99.1 (7) | B8—B7—C1—B3 | 39.8 (6) |
| B1—B3—B8—B9 | −0.2 (8) | B10—B7—C1—B3 | 102.7 (7) |
| B4—B3—B8—B9 | 37.3 (6) | C2—B7—C1—Se1 | −112.0 (5) |
| C1—B7—B8—B3 | −39.7 (6) | B8—B7—C1—Se1 | 149.4 (5) |
| C2—B7—B8—B3 | −101.3 (6) | B3—B7—C1—Se1 | 109.6 (6) |
| B10—B7—B8—B3 | −139.4 (7) | B10—B7—C1—Se1 | −147.7 (5) |
| C1—B7—B8—B4 | 0.1 (9) | B5—B2—C1—C2 | 97.6 (6) |
| C2—B7—B8—B4 | −61.5 (8) | B1—B2—C1—C2 | 138.3 (6) |
| B3—B7—B8—B4 | 39.8 (6) | B6—B2—C1—C2 | 35.6 (5) |
| B10—B7—B8—B4 | −99.6 (7) | C2—B2—C1—B1 | −138.3 (6) |
| C1—B7—B8—B10 | 99.7 (7) | B5—B2—C1—B1 | −40.7 (6) |
| C2—B7—B8—B10 | 38.1 (6) | B6—B2—C1—B1 | −102.7 (7) |
| B3—B7—B8—B10 | 139.4 (7) | C2—B2—C1—B7 | −31.5 (6) |
| C1—B7—B8—B9 | 62.6 (8) | B5—B2—C1—B7 | 66.1 (8) |
| C2—B7—B8—B9 | 1.0 (8) | B1—B2—C1—B7 | 106.8 (7) |
| B3—B7—B8—B9 | 102.2 (7) | B6—B2—C1—B7 | 4.1 (8) |
| B10—B7—B8—B9 | −37.2 (6) | C2—B2—C1—B3 | −100.5 (6) |
| B9—B4—B8—B3 | 138.0 (7) | B5—B2—C1—B3 | −2.9 (8) |
| B5—B4—B8—B3 | 99.5 (7) | B1—B2—C1—B3 | 37.9 (6) |
| B1—B4—B8—B3 | 36.8 (6) | B6—B2—C1—B3 | −64.8 (7) |
| B9—B4—B8—B7 | 98.8 (7) | C2—B2—C1—Se1 | 107.1 (6) |
| B3—B4—B8—B7 | −39.3 (6) | B5—B2—C1—Se1 | −155.3 (5) |
| B5—B4—B8—B7 | 60.3 (9) | B1—B2—C1—Se1 | −114.6 (6) |
| B1—B4—B8—B7 | −2.4 (9) | B6—B2—C1—Se1 | 142.7 (5) |
| B9—B4—B8—B10 | 35.1 (6) | B8—B3—C1—C2 | −1.4 (8) |
| B3—B4—B8—B10 | −102.9 (7) | B7—B3—C1—C2 | 38.3 (6) |
| B5—B4—B8—B10 | −3.4 (9) | B1—B3—C1—C2 | −103.9 (6) |
| B1—B4—B8—B10 | −66.1 (8) | B4—B3—C1—C2 | −63.2 (7) |
| B3—B4—B8—B9 | −138.0 (7) | B8—B3—C1—B1 | 102.5 (7) |
| B5—B4—B8—B9 | −38.5 (6) | B7—B3—C1—B1 | 142.2 (7) |
| B1—B4—B8—B9 | −101.2 (7) | B4—B3—C1—B1 | 40.7 (6) |
| C2—B6—B9—B10 | −38.3 (6) | B8—B3—C1—B7 | −39.6 (6) |
| B5—B6—B9—B10 | −138.0 (7) | B1—B3—C1—B7 | −142.2 (7) |
| B2—B6—B9—B10 | −100.0 (7) | B4—B3—C1—B7 | −101.4 (7) |
| C2—B6—B9—B4 | 63.1 (8) | B8—B3—C1—B2 | 64.9 (7) |
| B5—B6—B9—B4 | −36.7 (7) | B7—B3—C1—B2 | 104.6 (6) |
| B10—B6—B9—B4 | 101.3 (7) | B1—B3—C1—B2 | −37.6 (6) |
| B2—B6—B9—B4 | 1.3 (9) | B4—B3—C1—B2 | 3.1 (8) |
| C2—B6—B9—B5 | 99.8 (6) | B8—B3—C1—Se1 | −140.8 (5) |
| B10—B6—B9—B5 | 138.0 (7) | B7—B3—C1—Se1 | −101.1 (6) |
| B2—B6—B9—B5 | 38.0 (6) | B1—B3—C1—Se1 | 116.7 (6) |
| C2—B6—B9—B8 | −0.6 (8) | B4—B3—C1—Se1 | 157.4 (5) |
| B5—B6—B9—B8 | −100.4 (7) | B9—B6—C2—C3 | 152.4 (7) |
| B10—B6—B9—B8 | 37.7 (6) | B5—B6—C2—C3 | −143.7 (7) |
| B2—B6—B9—B8 | −62.3 (8) | B10—B6—C2—C3 | 113.6 (8) |
| B8—B4—B9—B10 | −36.1 (6) | B2—B6—C2—C3 | −105.5 (7) |
| B3—B4—B9—B10 | 0.8 (9) | B9—B6—C2—B10 | 38.8 (6) |
| B5—B4—B9—B10 | 101.0 (7) | B5—B6—C2—B10 | 102.7 (7) |
| B1—B4—B9—B10 | 63.7 (8) | B2—B6—C2—B10 | 140.9 (7) |
| B8—B4—B9—B6 | −101.2 (7) | B9—B6—C2—C1 | −64.1 (7) |
| B3—B4—B9—B6 | −64.3 (9) | B5—B6—C2—C1 | −0.2 (8) |
| B5—B4—B9—B6 | 35.8 (6) | B10—B6—C2—C1 | −102.9 (6) |
| B1—B4—B9—B6 | −1.4 (9) | B2—B6—C2—C1 | 38.1 (6) |
| B8—B4—B9—B5 | −137.0 (6) | B9—B6—C2—B2 | −102.1 (7) |
| B3—B4—B9—B5 | −100.2 (7) | B5—B6—C2—B2 | −38.2 (6) |
| B1—B4—B9—B5 | −37.3 (6) | B10—B6—C2—B2 | −140.9 (7) |
| B3—B4—B9—B8 | 36.9 (6) | B9—B6—C2—B7 | 1.3 (8) |
| B5—B4—B9—B8 | 137.0 (6) | B5—B6—C2—B7 | 65.2 (8) |
| B1—B4—B9—B8 | 99.7 (7) | B10—B6—C2—B7 | −37.5 (6) |
| B2—B5—B9—B10 | −1.1 (9) | B2—B6—C2—B7 | 103.4 (6) |
| B6—B5—B9—B10 | 38.1 (6) | B9—B10—C2—C3 | −149.8 (7) |
| B1—B5—B9—B10 | −64.4 (8) | B7—B10—C2—C3 | 107.6 (8) |
| B4—B5—B9—B10 | −101.9 (7) | B8—B10—C2—C3 | 146.5 (7) |
| B2—B5—B9—B6 | −39.2 (6) | B6—B10—C2—C3 | −111.0 (8) |
| B1—B5—B9—B6 | −102.5 (7) | B9—B10—C2—B6 | −38.8 (6) |
| B4—B5—B9—B6 | −140.0 (7) | B7—B10—C2—B6 | −141.5 (7) |
| B2—B5—B9—B4 | 100.8 (7) | B8—B10—C2—B6 | −102.5 (7) |
| B6—B5—B9—B4 | 140.0 (7) | B9—B10—C2—C1 | 65.0 (7) |
| B1—B5—B9—B4 | 37.5 (6) | B7—B10—C2—C1 | −37.7 (6) |
| B2—B5—B9—B8 | 62.5 (8) | B8—B10—C2—C1 | 1.3 (8) |
| B6—B5—B9—B8 | 101.7 (7) | B6—B10—C2—C1 | 103.8 (6) |
| B1—B5—B9—B8 | −0.8 (8) | B9—B10—C2—B2 | −0.4 (8) |
| B4—B5—B9—B8 | −38.3 (6) | B7—B10—C2—B2 | −103.1 (7) |
| B3—B8—B9—B10 | 101.6 (7) | B8—B10—C2—B2 | −64.1 (7) |
| B7—B8—B9—B10 | 37.9 (6) | B6—B10—C2—B2 | 38.4 (6) |
| B4—B8—B9—B10 | 140.0 (7) | B9—B10—C2—B7 | 102.7 (7) |
| B3—B8—B9—B6 | 63.5 (8) | B8—B10—C2—B7 | 39.0 (6) |
| B7—B8—B9—B6 | −0.2 (9) | B6—B10—C2—B7 | 141.5 (7) |
| B4—B8—B9—B6 | 101.8 (8) | B1—C1—C2—C3 | 144.5 (7) |
| B10—B8—B9—B6 | −38.1 (6) | B7—C1—C2—C3 | −108.1 (7) |
| B3—B8—B9—B4 | −38.3 (6) | B2—C1—C2—C3 | 105.1 (7) |
| B7—B8—B9—B4 | −102.1 (7) | B3—C1—C2—C3 | −146.9 (6) |
| B10—B8—B9—B4 | −140.0 (7) | Se1—C1—C2—C3 | −8.6 (9) |
| B3—B8—B9—B5 | 0.6 (8) | B1—C1—C2—B6 | −0.2 (8) |
| B7—B8—B9—B5 | −63.1 (8) | B7—C1—C2—B6 | 107.3 (7) |
| B4—B8—B9—B5 | 39.0 (6) | B2—C1—C2—B6 | −39.5 (6) |
| B10—B8—B9—B5 | −101.0 (7) | B3—C1—C2—B6 | 68.5 (7) |
| B6—B9—B10—C2 | 38.2 (6) | Se1—C1—C2—B6 | −153.2 (5) |
| B4—B9—B10—C2 | −64.1 (8) | B1—C1—C2—B10 | −68.6 (7) |
| B5—B9—B10—C2 | 0.9 (9) | B7—C1—C2—B10 | 38.8 (6) |
| B8—B9—B10—C2 | −100.0 (7) | B2—C1—C2—B10 | −107.9 (6) |
| B6—B9—B10—B7 | 100.3 (7) | B3—C1—C2—B10 | 0.1 (8) |
| B4—B9—B10—B7 | −1.9 (9) | Se1—C1—C2—B10 | 138.4 (5) |
| B5—B9—B10—B7 | 63.1 (8) | B1—C1—C2—B2 | 39.3 (6) |
| B8—B9—B10—B7 | −37.8 (6) | B7—C1—C2—B2 | 146.7 (6) |
| B6—B9—B10—B8 | 138.2 (7) | B3—C1—C2—B2 | 107.9 (6) |
| B4—B9—B10—B8 | 35.9 (6) | Se1—C1—C2—B2 | −113.7 (5) |
| B5—B9—B10—B8 | 100.9 (7) | B1—C1—C2—B7 | −107.4 (6) |
| B4—B9—B10—B6 | −102.2 (8) | B2—C1—C2—B7 | −146.7 (6) |
| B5—B9—B10—B6 | −37.2 (6) | B3—C1—C2—B7 | −38.8 (6) |
| B8—B9—B10—B6 | −138.2 (7) | Se1—C1—C2—B7 | 99.5 (6) |
| C1—B7—B10—C2 | 36.3 (6) | C1—B2—C2—C3 | −108.8 (7) |
| B8—B7—B10—C2 | 135.2 (6) | B5—B2—C2—C3 | 151.2 (7) |
| B3—B7—B10—C2 | 98.9 (6) | B1—B2—C2—C3 | −144.8 (7) |
| C1—B7—B10—B9 | −60.2 (8) | B6—B2—C2—C3 | 112.9 (8) |
| C2—B7—B10—B9 | −96.6 (7) | C1—B2—C2—B6 | 138.3 (6) |
| B8—B7—B10—B9 | 38.7 (6) | B5—B2—C2—B6 | 38.2 (6) |
| B3—B7—B10—B9 | 2.3 (8) | B1—B2—C2—B6 | 102.3 (7) |
| C1—B7—B10—B8 | −98.9 (6) | C1—B2—C2—B10 | 99.8 (6) |
| C2—B7—B10—B8 | −135.2 (6) | B5—B2—C2—B10 | −0.3 (8) |
| B3—B7—B10—B8 | −36.4 (6) | B1—B2—C2—B10 | 63.8 (7) |
| C1—B7—B10—B6 | 2.6 (9) | B6—B2—C2—B10 | −38.5 (6) |
| C2—B7—B10—B6 | −33.7 (6) | B5—B2—C2—C1 | −100.0 (7) |
| B8—B7—B10—B6 | 101.5 (7) | B1—B2—C2—C1 | −36.0 (5) |
| B3—B7—B10—B6 | 65.1 (8) | B6—B2—C2—C1 | −138.3 (6) |
| B3—B8—B10—C2 | −2.2 (8) | C1—B2—C2—B7 | 30.8 (5) |
| B7—B8—B10—C2 | −39.0 (5) | B5—B2—C2—B7 | −69.2 (8) |
| B4—B8—B10—C2 | 63.0 (8) | B1—B2—C2—B7 | −5.2 (8) |
| B9—B8—B10—C2 | 98.3 (7) | B6—B2—C2—B7 | −107.5 (7) |
| B3—B8—B10—B9 | −100.5 (7) | C1—B7—C2—C3 | 107.6 (7) |
| B7—B8—B10—B9 | −137.3 (7) | B8—B7—C2—C3 | −153.3 (7) |
| B4—B8—B10—B9 | −35.3 (6) | B3—B7—C2—C3 | 144.3 (7) |
| B3—B8—B10—B7 | 36.8 (6) | B10—B7—C2—C3 | −113.9 (8) |
| B4—B8—B10—B7 | 102.0 (7) | C1—B7—C2—B6 | −100.6 (6) |
| B9—B8—B10—B7 | 137.3 (7) | B8—B7—C2—B6 | −1.5 (8) |
| B3—B8—B10—B6 | −63.2 (8) | B3—B7—C2—B6 | −63.8 (7) |
| B7—B8—B10—B6 | −100.0 (7) | B10—B7—C2—B6 | 37.9 (6) |
| B4—B8—B10—B6 | 2.0 (8) | C1—B7—C2—B10 | −138.4 (6) |
| B9—B8—B10—B6 | 37.3 (6) | B8—B7—C2—B10 | −39.3 (6) |
| B9—B6—B10—C2 | −135.2 (7) | B3—B7—C2—B10 | −101.7 (7) |
| B5—B6—B10—C2 | −96.9 (7) | B8—B7—C2—C1 | 99.1 (6) |
| B2—B6—B10—C2 | −34.5 (6) | B3—B7—C2—C1 | 36.7 (5) |
| C2—B6—B10—B9 | 135.2 (7) | B10—B7—C2—C1 | 138.4 (6) |
| B5—B6—B10—B9 | 38.3 (6) | C1—B7—C2—B2 | −30.9 (6) |
| B2—B6—B10—B9 | 100.7 (7) | B8—B7—C2—B2 | 68.3 (7) |
| C2—B6—B10—B7 | 34.3 (6) | B3—B7—C2—B2 | 5.9 (8) |
| B9—B6—B10—B7 | −100.9 (8) | B10—B7—C2—B2 | 107.6 (7) |
| B5—B6—B10—B7 | −62.6 (8) | B19—B16—C4—C5 | −99.1 (7) |
| B2—B6—B10—B7 | −0.2 (9) | B15—B16—C4—C5 | −137.6 (6) |
| C2—B6—B10—B8 | 97.1 (7) | B20—B16—C4—C5 | −36.0 (6) |
| B9—B6—B10—B8 | −38.1 (6) | C5—B16—C4—B15 | 137.6 (6) |
| B5—B6—B10—B8 | 0.2 (9) | B19—B16—C4—B15 | 38.5 (6) |
| B2—B6—B10—B8 | 62.6 (8) | B20—B16—C4—B15 | 101.6 (7) |
| B14—B11—B12—C4 | −96.0 (7) | C5—B16—C4—B11 | 100.4 (7) |
| B13—B11—B12—C4 | −134.9 (7) | B19—B16—C4—B11 | 1.3 (8) |
| B15—B11—B12—C4 | −33.3 (6) | B15—B16—C4—B11 | −37.2 (7) |
| C4—B11—B12—C5 | 36.5 (5) | B20—B16—C4—B11 | 64.4 (8) |
| B14—B11—B12—C5 | −59.5 (8) | C5—B16—C4—B12 | 30.8 (6) |
| B13—B11—B12—C5 | −98.5 (6) | B19—B16—C4—B12 | −68.3 (8) |
| B15—B11—B12—C5 | 3.2 (8) | B15—B16—C4—B12 | −106.8 (7) |
| C4—B11—B12—B13 | 134.9 (7) | B20—B16—C4—B12 | −5.2 (8) |
| B14—B11—B12—B13 | 39.0 (7) | C5—B16—C4—Se3 | −111.0 (5) |
| B15—B11—B12—B13 | 101.7 (7) | B19—B16—C4—Se3 | 149.9 (5) |
| C4—B11—B12—B17 | 97.4 (7) | B15—B16—C4—Se3 | 111.4 (6) |
| B14—B11—B12—B17 | 1.4 (9) | B20—B16—C4—Se3 | −147.0 (5) |
| B13—B11—B12—B17 | −37.6 (6) | B19—B15—C4—C5 | −0.5 (8) |
| B15—B11—B12—B17 | 64.1 (8) | B14—B15—C4—C5 | −64.5 (8) |
| C4—B12—B13—B17 | −98.8 (7) | B16—B15—C4—C5 | 39.1 (6) |
| C5—B12—B13—B17 | −37.6 (6) | B11—B15—C4—C5 | −103.2 (6) |
| B11—B12—B13—B17 | −137.3 (7) | B19—B15—C4—B16 | −39.6 (6) |
| C4—B12—B13—B11 | 38.5 (6) | B14—B15—C4—B16 | −103.6 (7) |
| C5—B12—B13—B11 | 99.7 (6) | B11—B15—C4—B16 | −142.4 (7) |
| B17—B12—B13—B11 | 137.3 (7) | B19—B15—C4—B11 | 102.7 (8) |
| C4—B12—B13—B18 | −61.6 (8) | B14—B15—C4—B11 | 38.8 (6) |
| C5—B12—B13—B18 | −0.4 (8) | B16—B15—C4—B11 | 142.4 (7) |
| B17—B12—B13—B18 | 37.3 (7) | B19—B15—C4—B12 | 65.8 (8) |
| B11—B12—B13—B18 | −100.0 (7) | B14—B15—C4—B12 | 1.8 (9) |
| C4—B12—B13—B14 | 0.9 (8) | B16—B15—C4—B12 | 105.4 (7) |
| C5—B12—B13—B14 | 62.1 (8) | B11—B15—C4—B12 | −36.9 (7) |
| B17—B12—B13—B14 | 99.8 (8) | B19—B15—C4—Se3 | −139.9 (6) |
| B11—B12—B13—B14 | −37.6 (7) | B14—B15—C4—Se3 | 156.1 (6) |
| C4—B11—B13—B17 | −0.4 (9) | B16—B15—C4—Se3 | −100.2 (6) |
| B14—B11—B13—B17 | −98.7 (8) | B11—B15—C4—Se3 | 117.4 (6) |
| B12—B11—B13—B17 | 38.6 (6) | B14—B11—C4—C5 | 64.9 (7) |
| B15—B11—B13—B17 | −61.5 (8) | B13—B11—C4—C5 | 0.8 (8) |
| C4—B11—B13—B12 | −39.0 (6) | B12—B11—C4—C5 | −38.4 (6) |
| B14—B11—B13—B12 | −137.3 (7) | B15—B11—C4—C5 | 103.7 (7) |
| B15—B11—B13—B12 | −100.1 (7) | B14—B11—C4—B16 | −1.9 (9) |
| C4—B11—B13—B18 | 62.5 (8) | B13—B11—C4—B16 | −66.0 (8) |
| B14—B11—B13—B18 | −35.8 (6) | B12—B11—C4—B16 | −105.2 (7) |
| B12—B11—B13—B18 | 101.6 (7) | B15—B11—C4—B16 | 36.9 (7) |
| B15—B11—B13—B18 | 1.5 (9) | B14—B11—C4—B15 | −38.8 (6) |
| C4—B11—B13—B14 | 98.3 (7) | B13—B11—C4—B15 | −102.9 (7) |
| B12—B11—B13—B14 | 137.3 (7) | B12—B11—C4—B15 | −142.1 (7) |
| B15—B11—B13—B14 | 37.2 (6) | B14—B11—C4—B12 | 103.3 (7) |
| C4—B11—B14—B15 | 38.4 (6) | B13—B11—C4—B12 | 39.2 (6) |
| B13—B11—B14—B15 | 138.2 (7) | B15—B11—C4—B12 | 142.1 (7) |
| B12—B11—B14—B15 | 100.2 (7) | B14—B11—C4—Se3 | −145.5 (6) |
| C4—B11—B14—B18 | −63.5 (8) | B13—B11—C4—Se3 | 150.5 (5) |
| B13—B11—B14—B18 | 36.3 (7) | B12—B11—C4—Se3 | 111.3 (7) |
| B12—B11—B14—B18 | −1.7 (9) | B15—B11—C4—Se3 | −106.6 (7) |
| B15—B11—B14—B18 | −101.8 (7) | B13—B12—C4—C5 | 99.0 (6) |
| C4—B11—B14—B19 | 1.7 (9) | B17—B12—C4—C5 | 37.4 (5) |
| B13—B11—B14—B19 | 101.5 (7) | B11—B12—C4—C5 | 138.1 (6) |
| B12—B11—B14—B19 | 63.5 (9) | C5—B12—C4—B16 | −30.9 (6) |
| B15—B11—B14—B19 | −36.7 (6) | B13—B12—C4—B16 | 68.1 (8) |
| C4—B11—B14—B13 | −99.8 (7) | B17—B12—C4—B16 | 6.5 (8) |
| B12—B11—B14—B13 | −38.0 (7) | B11—B12—C4—B16 | 107.2 (7) |
| B15—B11—B14—B13 | −138.2 (7) | C5—B12—C4—B15 | −100.8 (7) |
| B17—B13—B14—B11 | 102.2 (7) | B13—B12—C4—B15 | −1.8 (8) |
| B12—B13—B14—B11 | 38.4 (6) | B17—B12—C4—B15 | −63.4 (8) |
| B18—B13—B14—B11 | 139.4 (7) | B11—B12—C4—B15 | 37.3 (7) |
| B17—B13—B14—B15 | 63.9 (9) | C5—B12—C4—B11 | −138.1 (6) |
| B12—B13—B14—B15 | 0.1 (10) | B13—B12—C4—B11 | −39.1 (6) |
| B11—B13—B14—B15 | −38.3 (7) | B17—B12—C4—B11 | −100.8 (6) |
| B18—B13—B14—B15 | 101.1 (8) | C5—B12—C4—Se3 | 106.1 (6) |
| B17—B13—B14—B18 | −37.2 (7) | B13—B12—C4—Se3 | −154.9 (5) |
| B12—B13—B14—B18 | −101.0 (7) | B17—B12—C4—Se3 | 143.4 (5) |
| B11—B13—B14—B18 | −139.4 (7) | B11—B12—C4—Se3 | −115.8 (6) |
| B17—B13—B14—B19 | 1.7 (9) | B16—B20—C5—C6 | 106.6 (8) |
| B12—B13—B14—B19 | −62.1 (8) | B17—B20—C5—C6 | −113.5 (8) |
| B11—B13—B14—B19 | −100.5 (7) | B19—B20—C5—C6 | 145.8 (7) |
| B18—B13—B14—B19 | 38.9 (7) | B18—B20—C5—C6 | −151.2 (7) |
| B11—B14—B15—C4 | −38.3 (6) | B16—B20—C5—C4 | −37.9 (6) |
| B18—B14—B15—C4 | 62.6 (8) | B17—B20—C5—C4 | 102.0 (6) |
| B19—B14—B15—C4 | 100.0 (7) | B19—B20—C5—C4 | 1.3 (8) |
| B13—B14—B15—C4 | −1.1 (9) | B18—B20—C5—C4 | 64.3 (7) |
| B11—B14—B15—B19 | −138.4 (7) | B16—B20—C5—B17 | −139.9 (7) |
| B18—B14—B15—B19 | −37.4 (7) | B19—B20—C5—B17 | −100.7 (7) |
| B13—B14—B15—B19 | −101.1 (8) | B18—B20—C5—B17 | −37.8 (6) |
| B11—B14—B15—B16 | −99.4 (7) | B17—B20—C5—B16 | 139.9 (7) |
| B18—B14—B15—B16 | 1.6 (9) | B19—B20—C5—B16 | 39.2 (6) |
| B19—B14—B15—B16 | 39.0 (6) | B18—B20—C5—B16 | 102.2 (7) |
| B13—B14—B15—B16 | −62.1 (9) | B16—B20—C5—B12 | −103.6 (7) |
| B18—B14—B15—B11 | 101.0 (7) | B17—B20—C5—B12 | 36.4 (6) |
| B19—B14—B15—B11 | 138.4 (7) | B19—B20—C5—B12 | −64.3 (8) |
| B13—B14—B15—B11 | 37.2 (7) | B18—B20—C5—B12 | −1.4 (8) |
| B14—B11—B15—C4 | 135.0 (7) | B16—C4—C5—C6 | −105.9 (7) |
| B13—B11—B15—C4 | 96.7 (7) | B15—C4—C5—C6 | −145.8 (7) |
| B12—B11—B15—C4 | 33.6 (6) | B11—C4—C5—C6 | 145.7 (7) |
| C4—B11—B15—B19 | −96.9 (7) | B12—C4—C5—C6 | 106.5 (7) |
| B14—B11—B15—B19 | 38.1 (7) | Se3—C4—C5—C6 | −6.4 (8) |
| B13—B11—B15—B19 | −0.2 (9) | B16—C4—C5—B20 | 39.3 (6) |
| B12—B11—B15—B19 | −63.2 (8) | B15—C4—C5—B20 | −0.6 (8) |
| C4—B11—B15—B14 | −135.0 (7) | B11—C4—C5—B20 | −69.0 (7) |
| B13—B11—B15—B14 | −38.3 (6) | B12—C4—C5—B20 | −108.2 (6) |
| B12—B11—B15—B14 | −101.3 (7) | Se3—C4—C5—B20 | 138.9 (6) |
| C4—B11—B15—B16 | −33.0 (6) | B16—C4—C5—B17 | 107.5 (6) |
| B14—B11—B15—B16 | 102.0 (7) | B15—C4—C5—B17 | 67.6 (7) |
| B13—B11—B15—B16 | 63.6 (8) | B11—C4—C5—B17 | −0.9 (8) |
| B12—B11—B15—B16 | 0.6 (9) | B12—C4—C5—B17 | −40.1 (6) |
| B19—B15—B16—C4 | 135.0 (7) | Se3—C4—C5—B17 | −153.0 (5) |
| B14—B15—B16—C4 | 95.4 (7) | B15—C4—C5—B16 | −39.9 (6) |
| B11—B15—B16—C4 | 32.9 (6) | B11—C4—C5—B16 | −108.4 (7) |
| C4—B15—B16—C5 | −37.2 (5) | B12—C4—C5—B16 | −147.6 (6) |
| B19—B15—B16—C5 | 97.8 (7) | Se3—C4—C5—B16 | 99.5 (6) |
| B14—B15—B16—C5 | 58.3 (8) | B16—C4—C5—B12 | 147.6 (6) |
| B11—B15—B16—C5 | −4.2 (8) | B15—C4—C5—B12 | 107.7 (7) |
| C4—B15—B16—B19 | −135.0 (7) | B11—C4—C5—B12 | 39.2 (6) |
| B14—B15—B16—B19 | −39.6 (7) | Se3—C4—C5—B12 | −112.9 (6) |
| B11—B15—B16—B19 | −102.0 (8) | B13—B17—C5—C6 | −144.7 (7) |
| C4—B15—B16—B20 | −97.6 (7) | B18—B17—C5—C6 | 151.1 (7) |
| B19—B15—B16—B20 | 37.4 (7) | B12—B17—C5—C6 | −105.9 (8) |
| B14—B15—B16—B20 | −2.1 (9) | B20—B17—C5—C6 | 111.6 (8) |
| B11—B15—B16—B20 | −64.6 (8) | B13—B17—C5—B20 | 103.7 (7) |
| B12—B13—B17—C5 | 38.7 (6) | B18—B17—C5—B20 | 39.6 (6) |
| B11—B13—B17—C5 | −0.1 (9) | B12—B17—C5—B20 | 142.5 (7) |
| B18—B13—B17—C5 | −99.5 (7) | B13—B17—C5—C4 | 0.6 (8) |
| B14—B13—B17—C5 | −62.4 (8) | B18—B17—C5—C4 | −63.6 (7) |
| B12—B13—B17—B18 | 138.1 (7) | B12—B17—C5—C4 | 39.4 (5) |
| B11—B13—B17—B18 | 99.4 (7) | B20—B17—C5—C4 | −103.1 (6) |
| B14—B13—B17—B18 | 37.1 (7) | B13—B17—C5—B16 | 64.9 (8) |
| B11—B13—B17—B12 | −38.8 (6) | B18—B17—C5—B16 | 0.7 (8) |
| B18—B13—B17—B12 | −138.1 (7) | B12—B17—C5—B16 | 103.7 (6) |
| B14—B13—B17—B12 | −101.1 (8) | B20—B17—C5—B16 | −38.8 (6) |
| B12—B13—B17—B20 | 99.7 (7) | B13—B17—C5—B12 | −38.8 (6) |
| B11—B13—B17—B20 | 61.0 (9) | B18—B17—C5—B12 | −102.9 (7) |
| B18—B13—B17—B20 | −38.4 (7) | B20—B17—C5—B12 | −142.5 (7) |
| B14—B13—B17—B20 | −1.3 (9) | C4—B16—C5—C6 | 109.4 (7) |
| C4—B12—B17—C5 | −37.7 (5) | B19—B16—C5—C6 | −152.7 (7) |
| B13—B12—B17—C5 | −136.1 (7) | B15—B16—C5—C6 | 146.3 (7) |
| B11—B12—B17—C5 | −98.5 (7) | B20—B16—C5—C6 | −112.8 (8) |
| C4—B12—B17—B13 | 98.4 (7) | C4—B16—C5—B20 | −137.8 (6) |
| C5—B12—B17—B13 | 136.1 (7) | B19—B16—C5—B20 | −39.9 (6) |
| B11—B12—B17—B13 | 37.6 (6) | B15—B16—C5—B20 | −100.9 (7) |
| C4—B12—B17—B18 | 60.1 (8) | B19—B16—C5—C4 | 97.9 (7) |
| C5—B12—B17—B18 | 97.8 (7) | B15—B16—C5—C4 | 36.9 (6) |
| B13—B12—B17—B18 | −38.3 (7) | B20—B16—C5—C4 | 137.8 (6) |
| B11—B12—B17—B18 | −0.6 (9) | C4—B16—C5—B17 | −98.5 (6) |
| C4—B12—B17—B20 | −4.9 (8) | B19—B16—C5—B17 | −0.6 (9) |
| C5—B12—B17—B20 | 32.8 (6) | B15—B16—C5—B17 | −61.7 (8) |
| B13—B12—B17—B20 | −103.3 (8) | B20—B16—C5—B17 | 39.3 (7) |
| B11—B12—B17—B20 | −65.7 (8) | C4—B16—C5—B12 | −30.3 (6) |
| C5—B17—B18—B14 | 62.5 (8) | B19—B16—C5—B12 | 67.6 (8) |
| B13—B17—B18—B14 | −38.0 (7) | B15—B16—C5—B12 | 6.6 (8) |
| B12—B17—B18—B14 | −0.4 (9) | B20—B16—C5—B12 | 107.5 (7) |
| B20—B17—B18—B14 | 100.3 (8) | C4—B12—C5—C6 | −109.6 (7) |
| C5—B17—B18—B13 | 100.5 (7) | B13—B12—C5—C6 | 152.2 (7) |
| B12—B17—B18—B13 | 37.6 (7) | B17—B12—C5—C6 | 114.0 (7) |
| B20—B17—B18—B13 | 138.4 (7) | B11—B12—C5—C6 | −145.8 (7) |
| C5—B17—B18—B20 | −37.9 (6) | C4—B12—C5—B20 | 99.3 (6) |
| B13—B17—B18—B20 | −138.4 (7) | B13—B12—C5—B20 | 1.1 (8) |
| B12—B17—B18—B20 | −100.7 (7) | B17—B12—C5—B20 | −37.1 (6) |
| C5—B17—B18—B19 | −0.5 (8) | B11—B12—C5—B20 | 63.1 (8) |
| B13—B17—B18—B19 | −101.0 (7) | B13—B12—C5—C4 | −98.2 (6) |
| B12—B17—B18—B19 | −63.3 (8) | B17—B12—C5—C4 | −136.4 (6) |
| B20—B17—B18—B19 | 37.4 (7) | B11—B12—C5—C4 | −36.2 (5) |
| B11—B14—B18—B17 | 1.3 (9) | C4—B12—C5—B17 | 136.4 (6) |
| B15—B14—B18—B17 | −64.1 (9) | B13—B12—C5—B17 | 38.2 (6) |
| B19—B14—B18—B17 | −100.2 (8) | B11—B12—C5—B17 | 100.2 (7) |
| B13—B14—B18—B17 | 37.3 (6) | C4—B12—C5—B16 | 30.0 (6) |
| B11—B14—B18—B13 | −36.0 (7) | B13—B12—C5—B16 | −68.2 (7) |
| B15—B14—B18—B13 | −101.4 (7) | B17—B12—C5—B16 | −106.4 (7) |
| B19—B14—B18—B13 | −137.5 (7) | B11—B12—C5—B16 | −6.2 (8) |
| B11—B14—B18—B20 | 64.9 (9) | C2—C1—Se1—Se2 | 106.1 (5) |
| B15—B14—B18—B20 | −0.5 (9) | B1—C1—Se1—Se2 | −43.2 (6) |
| B19—B14—B18—B20 | −36.6 (6) | B7—C1—Se1—Se2 | 173.6 (4) |
| B13—B14—B18—B20 | 100.9 (7) | B2—C1—Se1—Se2 | 34.2 (6) |
| B11—B14—B18—B19 | 101.5 (7) | B3—C1—Se1—Se2 | −117.9 (4) |
| B15—B14—B18—B19 | 36.1 (6) | C1—Se1—Se2—Se3 | −95.3 (2) |
| B13—B14—B18—B19 | 137.5 (7) | C5—C4—Se3—Se2 | 104.6 (5) |
| B12—B13—B18—B17 | −37.7 (6) | B16—C4—Se3—Se2 | 171.9 (4) |
| B11—B13—B18—B17 | −102.1 (7) | B15—C4—Se3—Se2 | −118.8 (5) |
| B14—B13—B18—B17 | −137.8 (7) | B11—C4—Se3—Se2 | −43.1 (6) |
| B17—B13—B18—B14 | 137.8 (7) | B12—C4—Se3—Se2 | 33.7 (6) |
| B12—B13—B18—B14 | 100.0 (7) | Se1—Se2—Se3—C4 | −84.8 (2) |
Experimental details
| Crystal data | |
| Chemical formula | C6H26B20Se3 |
| Mr | 551.35 |
| Crystal system, space group | Orthorhombic, Pna21 |
| Temperature (K) | 297 |
| a, b, c (Å) | 18.947 (2), 11.2734 (13), 10.8533 (12) |
| V (Å3) | 2318.2 (5) |
| Z | 4 |
| Radiation type | Mo Kα |
| µ (mm−1) | 4.75 |
| Crystal size (mm) | 0.40 × 0.30 × 0.20 |
| Data collection | |
| Diffractometer | Bruker SMART CCD area-detector diffractometer |
| Absorption correction | Multi-scan (SADABS; Bruker, 2000) |
| Tmin, Tmax | 0.252, 0.450 |
| No. of measured, independent and observed [I > 2σ(I)] reflections | 16082, 4083, 3398 |
| Rint | 0.069 |
| (sin θ/λ)max (Å−1) | 0.595 |
| Refinement | |
| R[F2 > 2σ(F2)], wR(F2), S | 0.053, 0.113, 1.05 |
| No. of reflections | 4083 |
| No. of parameters | 264 |
| No. of restraints | 1 |
| H-atom treatment | H-atom parameters constrained |
| Δρmax, Δρmin (e Å−3) | 0.61, −0.38 |
| Absolute structure | Flack (1983), 1920 Friedel pairs |
| Absolute structure parameter | 0.01 (2) |
Computer programs: SMART (Bruker, 2000), SAINT-Plus (Bruker, 2001), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg, 2006), enCIFer (Allen et al., 2004) and publCIF (Westrip, 2010).
Acknowledgements
Financial support from CNCSIS-UEFISCSU TD66/2007 (Romania) is gratefully acknowledged.
References
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![[Figure 1]](./pk2331fig1thm.gif)




Several diorganotriselenides of type R—Se—Se—Se—R have been reported: R = 2,6-(2,4,6-Me3C6H2)2C6H3 and R = 2,6-(2,4,6 - iPr3C6H2)2C6H3 (Klapötke et. al., 2007); R = 2-(Me2NCH2)C6H4– (Kulcsar et al., 2007); R = (Me2PhSi)2ClC (Klapötke et al., 2007); R = (Me2PhSi)3C (Klapötke et al., 2006); R = 4-(phenylamino) quinazolin-2-yl (Atanassov et al., 2004); R = 2-(2-phenyl-5,6- dihydro-4H-1,3-oxazinyl) (Kumar et al., 2004). We report here the structure of the title compound, the first (to our knowledge), dicarboranetriselenide described so far.
The asymmetric unit of the title compound (Fig. 1) consists of a discrete molecule. The geometry around the central Se atom is V-shaped, with a Se—Se—Se angle of 105.60 (4)°. The Se—Se bond lengths are consistent with single covalent bonds. The values for the Se—Se bond distances of 2.3102 (12) Å and 2.3120 (13) Å, as well as for the torsion angles C1—Se1—Se2—Se3 -95.3 (2)° and C4—Se3—Se2—Se1 -84.8 (2)°, compare well with the corresponding values found in other triselenides (Kulcsar et al., 2007; Klapötke et al., 2007; Klapötke et al., 2006; Hansen et al., 1989).