Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536802010401/cv6114sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536802010401/cv6114Isup2.hkl |
CCDC reference: 189912
Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Siemens, 1995); data reduction: SAINT; program(s) used to solve structure: XS in SHELXTL (Bruker, 2001); program(s) used to refine structure: XL in SHELXTL; molecular graphics: SHELXTL.
C24H15Br3 | Dx = 1.807 Mg m−3 |
Mr = 543.09 | Mo Kα radiation, λ = 0.71073 Å |
Orthorhombic, P212121 | Cell parameters from 6200 reflections |
a = 14.4165 (3) Å | θ = 1.8–24.8° |
b = 18.9655 (4) Å | µ = 6.07 mm−1 |
c = 21.9088 (2) Å | T = 136 K |
V = 5990.22 (19) Å3 | Parallelepiped, colorless |
Z = 12 | 0.37 × 0.17 × 0.07 mm |
F(000) = 3168 |
Siemens SMART CCD diffractometer | 9744 independent reflections |
Radiation source: fine-focus sealed tube | 6390 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.090 |
ω scans | θmax = 24.7°, θmin = 1.8° |
Absorption correction: analytical (XPREP; Blessing, 1995) | h = −10→16 |
Tmin = 0.212, Tmax = 0.669 | k = −20→22 |
26670 measured reflections | l = −25→25 |
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)] = 0.035 | H-atom parameters constrained |
wR(F2) = 0.070 | w = 1/[σ2(Fo2) + (0.02P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.74 | (Δ/σ)max = 0.029 |
9744 reflections | Δρmax = 0.42 e Å−3 |
731 parameters | Δρmin = −0.56 e Å−3 |
0 restraints | Absolute structure: Flack (1983), 4135 Friedel pairs [Please check] |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.0 (3) |
Experimental. 52% Inversion Twinned Crystal [-1 0 0 0 - 1 0 0 0 - 1] Face Indexed Absorption Correction Applied |
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 | ||
Br1 | 0.45167 (6) | 0.10847 (5) | −0.05064 (4) | 0.0422 (3) | |
Br2 | 0.48216 (7) | 0.06305 (5) | 0.55170 (4) | 0.0406 (3) | |
Br3 | 0.96738 (6) | 0.53996 (4) | 0.26551 (4) | 0.0235 (2) | |
Br4 | 0.17547 (6) | 0.07565 (5) | −0.06665 (4) | 0.0309 (2) | |
Br5 | 0.10990 (6) | 0.10842 (5) | 0.54198 (4) | 0.0369 (2) | |
Br6 | 0.64029 (6) | 0.54175 (4) | 0.23930 (4) | 0.0254 (2) | |
Br7 | −0.19597 (6) | 0.06913 (5) | −0.03744 (4) | 0.0388 (3) | |
Br8 | −0.15706 (6) | 0.08387 (4) | 0.56348 (3) | 0.0282 (2) | |
Br9 | 0.30216 (6) | 0.55008 (4) | 0.24342 (4) | 0.0263 (2) | |
C11 | 0.5830 (6) | 0.2172 (4) | 0.2001 (3) | 0.012 (2) | |
C12 | 0.5553 (5) | 0.1864 (4) | 0.2549 (4) | 0.019 (2) | |
H12A | 0.5071 | 0.1524 | 0.2546 | 0.022* | |
C13 | 0.5968 (6) | 0.2044 (4) | 0.3101 (4) | 0.013 (2) | |
C14 | 0.6673 (5) | 0.2548 (5) | 0.3099 (4) | 0.018 (2) | |
H14A | 0.6989 | 0.2651 | 0.3469 | 0.021* | |
C15 | 0.6928 (5) | 0.2906 (4) | 0.2566 (4) | 0.0131 (19) | |
C16 | 0.6494 (6) | 0.2705 (4) | 0.2023 (4) | 0.018 (2) | |
H16A | 0.6658 | 0.2940 | 0.1655 | 0.021* | |
C21 | 0.5458 (5) | 0.1926 (4) | 0.1407 (3) | 0.0127 (19) | |
C22 | 0.5329 (5) | 0.2377 (4) | 0.0916 (3) | 0.0170 (19) | |
H22A | 0.5435 | 0.2868 | 0.0969 | 0.020* | |
C23 | 0.5048 (5) | 0.2128 (4) | 0.0348 (4) | 0.025 (2) | |
H23A | 0.4981 | 0.2441 | 0.0013 | 0.031* | |
C24 | 0.4870 (5) | 0.1417 (4) | 0.0279 (3) | 0.020 (2) | |
C25 | 0.4971 (5) | 0.0964 (4) | 0.0759 (4) | 0.023 (2) | |
H25A | 0.4842 | 0.0477 | 0.0707 | 0.028* | |
C26 | 0.5262 (5) | 0.1214 (4) | 0.1321 (3) | 0.023 (2) | |
H26A | 0.5328 | 0.0895 | 0.1653 | 0.027* | |
C31 | 0.5683 (6) | 0.1694 (4) | 0.3681 (3) | 0.014 (2) | |
C32 | 0.4752 (5) | 0.1564 (4) | 0.3816 (3) | 0.0202 (19) | |
H32A | 0.4289 | 0.1696 | 0.3529 | 0.024* | |
C33 | 0.4491 (5) | 0.1253 (4) | 0.4349 (3) | 0.026 (2) | |
H33A | 0.3855 | 0.1172 | 0.4438 | 0.031* | |
C34 | 0.5167 (6) | 0.1060 (4) | 0.4755 (3) | 0.021 (2) | |
C35 | 0.6097 (5) | 0.1165 (4) | 0.4647 (3) | 0.0225 (19) | |
H35A | 0.6550 | 0.1023 | 0.4937 | 0.027* | |
C36 | 0.6355 (5) | 0.1483 (4) | 0.4104 (3) | 0.0190 (19) | |
H36A | 0.6993 | 0.1559 | 0.4018 | 0.023* | |
C41 | 0.7618 (5) | 0.3481 (4) | 0.2590 (4) | 0.0137 (19) | |
C42 | 0.7803 (5) | 0.3844 (4) | 0.3128 (3) | 0.018 (2) | |
H42A | 0.7494 | 0.3702 | 0.3491 | 0.021* | |
C43 | 0.8420 (5) | 0.4405 (4) | 0.3158 (3) | 0.018 (2) | |
H43A | 0.8535 | 0.4642 | 0.3532 | 0.021* | |
C44 | 0.8867 (5) | 0.4610 (4) | 0.2622 (4) | 0.0163 (19) | |
C45 | 0.8713 (6) | 0.4257 (4) | 0.2077 (3) | 0.019 (2) | |
H45A | 0.9018 | 0.4401 | 0.1714 | 0.023* | |
C46 | 0.8107 (6) | 0.3691 (4) | 0.2072 (3) | 0.017 (2) | |
H46A | 0.8021 | 0.3438 | 0.1702 | 0.021* | |
C51 | 0.2674 (6) | 0.2108 (4) | 0.1825 (4) | 0.014 (2) | |
C52 | 0.2287 (5) | 0.1872 (4) | 0.2374 (4) | 0.0142 (19) | |
H52A | 0.1859 | 0.1490 | 0.2369 | 0.017* | |
C53 | 0.2521 (6) | 0.2191 (4) | 0.2934 (4) | 0.015 (2) | |
C54 | 0.3164 (5) | 0.2739 (4) | 0.2936 (4) | 0.015 (2) | |
H54A | 0.3337 | 0.2951 | 0.3312 | 0.018* | |
C55 | 0.3558 (5) | 0.2980 (4) | 0.2391 (4) | 0.0147 (19) | |
C56 | 0.3314 (6) | 0.2656 (5) | 0.1845 (4) | 0.017 (2) | |
H56A | 0.3591 | 0.2813 | 0.1476 | 0.021* | |
C61 | 0.2447 (6) | 0.1773 (4) | 0.1229 (4) | 0.015 (2) | |
C62 | 0.2339 (5) | 0.2201 (4) | 0.0711 (4) | 0.024 (2) | |
H62A | 0.2399 | 0.2698 | 0.0745 | 0.029* | |
C63 | 0.2143 (5) | 0.1895 (4) | 0.0149 (4) | 0.024 (2) | |
H63A | 0.2078 | 0.2185 | −0.0202 | 0.028* | |
C64 | 0.2042 (6) | 0.1174 (4) | 0.0096 (3) | 0.019 (2) | |
C65 | 0.2148 (5) | 0.0740 (4) | 0.0610 (3) | 0.0234 (19) | |
H65A | 0.2091 | 0.0242 | 0.0580 | 0.028* | |
C66 | 0.2341 (5) | 0.1068 (4) | 0.1169 (3) | 0.0193 (19) | |
H66A | 0.2400 | 0.0781 | 0.1523 | 0.023* | |
C71 | 0.2135 (6) | 0.1914 (4) | 0.3521 (4) | 0.013 (2) | |
C72 | 0.1875 (5) | 0.1215 (4) | 0.3605 (3) | 0.0195 (19) | |
H72A | 0.1903 | 0.0901 | 0.3267 | 0.023* | |
C73 | 0.1579 (5) | 0.0962 (4) | 0.4160 (3) | 0.023 (2) | |
H73A | 0.1434 | 0.0477 | 0.4209 | 0.028* | |
C74 | 0.1496 (5) | 0.1424 (4) | 0.4643 (3) | 0.020 (2) | |
C75 | 0.1704 (5) | 0.2126 (4) | 0.4579 (4) | 0.027 (2) | |
H75A | 0.1633 | 0.2439 | 0.4914 | 0.033* | |
C76 | 0.2024 (5) | 0.2379 (4) | 0.4011 (3) | 0.020 (2) | |
H76A | 0.2165 | 0.2865 | 0.3962 | 0.024* | |
C81 | 0.4252 (5) | 0.3569 (4) | 0.2403 (4) | 0.0141 (19) | |
C82 | 0.4772 (6) | 0.3720 (4) | 0.2916 (4) | 0.017 (2) | |
H82A | 0.4698 | 0.3441 | 0.3273 | 0.020* | |
C83 | 0.5402 (6) | 0.4276 (5) | 0.2918 (3) | 0.020 (2) | |
H83A | 0.5745 | 0.4384 | 0.3276 | 0.024* | |
C84 | 0.5524 (5) | 0.4670 (4) | 0.2392 (4) | 0.0154 (19) | |
C85 | 0.5017 (5) | 0.4527 (4) | 0.1872 (3) | 0.018 (2) | |
H85A | 0.5097 | 0.4804 | 0.1515 | 0.022* | |
C86 | 0.4394 (5) | 0.3977 (4) | 0.1878 (4) | 0.019 (2) | |
H86A | 0.4053 | 0.3871 | 0.1518 | 0.022* | |
C91 | −0.0609 (6) | 0.2063 (4) | 0.2015 (4) | 0.015 (2) | |
C92 | −0.0928 (5) | 0.1833 (3) | 0.2578 (4) | 0.0140 (18) | |
H92A | −0.1378 | 0.1468 | 0.2593 | 0.017* | |
C93 | −0.0607 (6) | 0.2121 (4) | 0.3123 (3) | 0.016 (2) | |
C94 | 0.0015 (5) | 0.2693 (4) | 0.3090 (4) | 0.016 (2) | |
H94A | 0.0232 | 0.2901 | 0.3458 | 0.019* | |
C95 | 0.0321 (5) | 0.2962 (4) | 0.2532 (4) | 0.0162 (19) | |
C96 | 0.0011 (6) | 0.2624 (4) | 0.2000 (4) | 0.017 (2) | |
H96A | 0.0233 | 0.2785 | 0.1617 | 0.021* | |
C101 | −0.0924 (6) | 0.1737 (4) | 0.1440 (4) | 0.015 (2) | |
C102 | −0.0306 (6) | 0.1563 (4) | 0.0974 (3) | 0.0210 (19) | |
H10A | 0.0336 | 0.1658 | 0.1027 | 0.025* | |
C103 | −0.0603 (5) | 0.1256 (4) | 0.0441 (3) | 0.024 (2) | |
H10B | −0.0172 | 0.1141 | 0.0129 | 0.029* | |
C104 | −0.1542 (6) | 0.1116 (4) | 0.0365 (3) | 0.0185 (19) | |
C105 | −0.2179 (6) | 0.1276 (4) | 0.0806 (3) | 0.023 (2) | |
H10C | −0.2820 | 0.1186 | 0.0743 | 0.028* | |
C106 | −0.1870 (5) | 0.1571 (4) | 0.1350 (3) | 0.021 (2) | |
H10D | −0.2302 | 0.1664 | 0.1667 | 0.025* | |
C111 | −0.0870 (5) | 0.1820 (4) | 0.3723 (4) | 0.015 (2) | |
C112 | −0.0983 (5) | 0.1094 (4) | 0.3795 (3) | 0.022 (2) | |
H11A | −0.0918 | 0.0793 | 0.3451 | 0.027* | |
C113 | −0.1186 (5) | 0.0805 (4) | 0.4357 (3) | 0.0207 (19) | |
H11B | −0.1248 | 0.0309 | 0.4400 | 0.025* | |
C114 | −0.1298 (5) | 0.1244 (4) | 0.4859 (3) | 0.021 (2) | |
C115 | −0.1206 (5) | 0.1962 (4) | 0.4807 (4) | 0.023 (2) | |
H11C | −0.1283 | 0.2257 | 0.5153 | 0.028* | |
C116 | −0.0997 (5) | 0.2254 (4) | 0.4236 (3) | 0.019 (2) | |
H11D | −0.0939 | 0.2750 | 0.4195 | 0.023* | |
C121 | 0.0990 (5) | 0.3568 (4) | 0.2506 (4) | 0.0150 (19) | |
C122 | 0.1239 (6) | 0.3927 (4) | 0.3035 (3) | 0.021 (2) | |
H12B | 0.0987 | 0.3779 | 0.3414 | 0.025* | |
C123 | 0.1856 (5) | 0.4506 (4) | 0.3025 (3) | 0.019 (2) | |
H12C | 0.2034 | 0.4741 | 0.3390 | 0.023* | |
C124 | 0.2188 (5) | 0.4715 (4) | 0.2466 (4) | 0.020 (2) | |
C125 | 0.1947 (6) | 0.4381 (5) | 0.1939 (3) | 0.026 (2) | |
H12D | 0.2186 | 0.4540 | 0.1559 | 0.031* | |
C126 | 0.1352 (6) | 0.3808 (4) | 0.1959 (3) | 0.023 (2) | |
H12E | 0.1189 | 0.3575 | 0.1591 | 0.028* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Br1 | 0.0574 (6) | 0.0519 (6) | 0.0174 (5) | −0.0165 (5) | −0.0069 (5) | −0.0086 (4) |
Br2 | 0.0582 (6) | 0.0457 (6) | 0.0178 (5) | −0.0205 (5) | 0.0041 (5) | 0.0089 (4) |
Br3 | 0.0192 (5) | 0.0195 (5) | 0.0318 (5) | −0.0041 (4) | 0.0000 (4) | −0.0038 (4) |
Br4 | 0.0423 (6) | 0.0349 (5) | 0.0154 (4) | −0.0078 (4) | −0.0040 (4) | −0.0041 (4) |
Br5 | 0.0398 (6) | 0.0539 (6) | 0.0171 (5) | −0.0140 (5) | 0.0019 (4) | 0.0088 (4) |
Br6 | 0.0191 (5) | 0.0229 (5) | 0.0343 (5) | −0.0054 (4) | −0.0035 (4) | 0.0047 (4) |
Br7 | 0.0565 (6) | 0.0425 (6) | 0.0172 (5) | −0.0209 (5) | −0.0016 (4) | −0.0067 (4) |
Br8 | 0.0344 (5) | 0.0357 (6) | 0.0146 (4) | −0.0033 (4) | 0.0024 (4) | 0.0048 (4) |
Br9 | 0.0213 (5) | 0.0208 (5) | 0.0368 (5) | −0.0041 (4) | 0.0042 (4) | −0.0039 (4) |
C11 | 0.013 (5) | 0.017 (5) | 0.008 (4) | 0.005 (4) | 0.003 (4) | 0.004 (3) |
C12 | 0.017 (5) | 0.010 (4) | 0.029 (5) | 0.003 (3) | 0.001 (4) | −0.002 (4) |
C13 | 0.013 (5) | 0.017 (5) | 0.008 (4) | 0.003 (4) | 0.001 (4) | 0.004 (3) |
C14 | 0.014 (5) | 0.023 (5) | 0.015 (4) | 0.007 (4) | −0.009 (4) | −0.002 (4) |
C15 | 0.015 (5) | 0.006 (4) | 0.018 (5) | 0.007 (4) | 0.004 (4) | −0.001 (4) |
C16 | 0.019 (5) | 0.010 (5) | 0.023 (5) | 0.007 (4) | 0.001 (4) | 0.000 (4) |
C21 | 0.012 (5) | 0.014 (4) | 0.013 (4) | −0.004 (4) | 0.003 (4) | −0.002 (3) |
C22 | 0.022 (5) | 0.017 (5) | 0.012 (4) | −0.003 (4) | −0.001 (4) | 0.004 (3) |
C23 | 0.026 (5) | 0.036 (6) | 0.015 (5) | −0.008 (4) | 0.000 (4) | −0.002 (4) |
C24 | 0.018 (5) | 0.039 (6) | 0.002 (4) | −0.003 (4) | −0.002 (4) | −0.004 (4) |
C25 | 0.029 (5) | 0.017 (5) | 0.023 (5) | −0.005 (4) | 0.003 (4) | −0.003 (4) |
C26 | 0.024 (5) | 0.027 (5) | 0.017 (5) | 0.001 (4) | 0.001 (4) | 0.002 (4) |
C31 | 0.019 (5) | 0.020 (5) | 0.003 (4) | −0.001 (4) | 0.003 (4) | −0.001 (4) |
C32 | 0.017 (5) | 0.026 (5) | 0.018 (5) | 0.000 (4) | 0.000 (4) | 0.003 (4) |
C33 | 0.027 (5) | 0.024 (5) | 0.027 (5) | −0.008 (4) | 0.004 (4) | −0.002 (4) |
C34 | 0.036 (6) | 0.023 (5) | 0.005 (4) | −0.003 (4) | 0.001 (4) | 0.006 (4) |
C35 | 0.030 (5) | 0.016 (4) | 0.022 (5) | −0.006 (4) | 0.001 (4) | 0.008 (4) |
C36 | 0.015 (5) | 0.015 (5) | 0.027 (5) | −0.006 (4) | 0.000 (4) | 0.003 (4) |
C41 | 0.014 (4) | 0.016 (4) | 0.012 (4) | 0.005 (4) | 0.000 (4) | 0.001 (4) |
C42 | 0.015 (5) | 0.027 (5) | 0.011 (4) | 0.002 (4) | 0.004 (4) | 0.004 (4) |
C43 | 0.022 (5) | 0.016 (5) | 0.015 (4) | 0.007 (4) | −0.001 (4) | −0.008 (4) |
C44 | 0.011 (4) | 0.009 (4) | 0.029 (5) | 0.001 (3) | 0.001 (4) | 0.006 (4) |
C45 | 0.029 (5) | 0.018 (5) | 0.012 (4) | −0.004 (5) | 0.004 (4) | −0.003 (4) |
C46 | 0.022 (5) | 0.017 (5) | 0.012 (4) | 0.002 (4) | −0.005 (4) | −0.008 (3) |
C51 | 0.010 (5) | 0.010 (5) | 0.022 (5) | 0.005 (4) | 0.002 (4) | 0.000 (4) |
C52 | 0.012 (4) | 0.015 (4) | 0.016 (5) | 0.006 (3) | 0.000 (4) | −0.002 (4) |
C53 | 0.011 (5) | 0.019 (5) | 0.016 (5) | 0.007 (4) | 0.001 (4) | −0.002 (4) |
C54 | 0.013 (5) | 0.017 (5) | 0.015 (5) | −0.002 (4) | −0.001 (4) | −0.003 (4) |
C55 | 0.014 (5) | 0.014 (4) | 0.015 (5) | 0.000 (4) | 0.006 (4) | −0.002 (4) |
C56 | 0.020 (5) | 0.020 (5) | 0.012 (4) | 0.002 (4) | −0.003 (4) | 0.001 (4) |
C61 | 0.009 (5) | 0.019 (5) | 0.018 (5) | 0.003 (4) | 0.000 (4) | −0.005 (4) |
C62 | 0.032 (5) | 0.017 (5) | 0.024 (5) | 0.000 (4) | −0.002 (4) | 0.002 (4) |
C63 | 0.029 (6) | 0.023 (5) | 0.019 (5) | 0.000 (4) | −0.002 (4) | 0.002 (3) |
C64 | 0.023 (5) | 0.024 (5) | 0.010 (4) | −0.006 (4) | 0.000 (4) | −0.006 (4) |
C65 | 0.029 (5) | 0.019 (4) | 0.023 (5) | −0.006 (4) | −0.003 (4) | −0.002 (4) |
C66 | 0.028 (5) | 0.017 (5) | 0.013 (4) | −0.002 (4) | −0.009 (4) | 0.000 (4) |
C71 | 0.008 (5) | 0.014 (5) | 0.015 (5) | 0.003 (4) | −0.004 (4) | 0.000 (3) |
C72 | 0.022 (5) | 0.023 (5) | 0.014 (4) | −0.003 (4) | −0.005 (4) | −0.005 (4) |
C73 | 0.022 (5) | 0.018 (5) | 0.030 (5) | −0.007 (4) | 0.006 (4) | 0.003 (4) |
C74 | 0.015 (5) | 0.029 (5) | 0.017 (5) | −0.010 (4) | 0.002 (4) | 0.008 (4) |
C75 | 0.032 (5) | 0.027 (5) | 0.022 (5) | −0.001 (4) | 0.004 (5) | −0.006 (4) |
C76 | 0.014 (5) | 0.025 (5) | 0.022 (5) | 0.001 (4) | 0.001 (4) | 0.003 (4) |
C81 | 0.018 (5) | 0.013 (4) | 0.011 (4) | −0.006 (4) | 0.003 (4) | 0.001 (4) |
C82 | 0.009 (5) | 0.022 (5) | 0.019 (5) | 0.001 (4) | 0.005 (4) | 0.002 (4) |
C83 | 0.015 (5) | 0.025 (5) | 0.021 (4) | 0.004 (5) | −0.001 (4) | −0.005 (4) |
C84 | 0.012 (4) | 0.018 (4) | 0.016 (4) | −0.006 (4) | −0.002 (4) | 0.007 (4) |
C85 | 0.023 (5) | 0.020 (5) | 0.012 (4) | −0.004 (4) | 0.008 (4) | −0.002 (4) |
C86 | 0.018 (5) | 0.019 (5) | 0.018 (5) | 0.005 (4) | −0.002 (4) | −0.006 (4) |
C91 | 0.017 (5) | 0.008 (4) | 0.019 (5) | 0.006 (4) | 0.000 (4) | 0.001 (3) |
C92 | 0.012 (4) | 0.008 (4) | 0.022 (5) | 0.000 (3) | 0.000 (4) | −0.002 (3) |
C93 | 0.022 (5) | 0.019 (5) | 0.007 (4) | −0.003 (4) | 0.006 (4) | −0.005 (4) |
C94 | 0.016 (5) | 0.011 (5) | 0.021 (5) | 0.002 (4) | −0.005 (4) | −0.001 (4) |
C95 | 0.012 (4) | 0.020 (5) | 0.016 (5) | 0.004 (4) | 0.000 (5) | 0.007 (4) |
C96 | 0.024 (6) | 0.015 (5) | 0.013 (5) | 0.004 (4) | 0.000 (4) | −0.001 (4) |
C101 | 0.012 (5) | 0.012 (5) | 0.020 (5) | 0.009 (4) | 0.002 (4) | −0.001 (4) |
C102 | 0.022 (5) | 0.022 (5) | 0.019 (5) | −0.004 (4) | −0.004 (4) | −0.003 (4) |
C103 | 0.032 (5) | 0.021 (5) | 0.021 (5) | −0.009 (4) | 0.007 (4) | 0.000 (4) |
C104 | 0.035 (5) | 0.011 (4) | 0.010 (4) | −0.010 (4) | −0.001 (4) | 0.001 (4) |
C105 | 0.020 (5) | 0.028 (5) | 0.022 (5) | −0.004 (4) | −0.001 (4) | −0.003 (4) |
C106 | 0.027 (5) | 0.023 (5) | 0.012 (4) | 0.008 (4) | 0.000 (4) | 0.005 (4) |
C111 | 0.010 (5) | 0.019 (5) | 0.017 (5) | −0.003 (4) | −0.006 (4) | −0.001 (4) |
C112 | 0.030 (5) | 0.027 (5) | 0.010 (4) | −0.005 (5) | −0.003 (4) | 0.001 (4) |
C113 | 0.019 (4) | 0.017 (5) | 0.026 (5) | −0.001 (4) | 0.000 (4) | −0.002 (4) |
C114 | 0.021 (5) | 0.026 (5) | 0.016 (5) | 0.000 (4) | 0.008 (4) | 0.006 (4) |
C115 | 0.025 (5) | 0.033 (5) | 0.012 (5) | −0.002 (4) | 0.003 (4) | −0.004 (4) |
C116 | 0.014 (5) | 0.023 (5) | 0.021 (5) | 0.001 (4) | 0.001 (4) | 0.003 (4) |
C121 | 0.012 (4) | 0.014 (4) | 0.019 (5) | 0.009 (4) | 0.000 (4) | −0.001 (4) |
C122 | 0.027 (5) | 0.022 (5) | 0.013 (4) | 0.001 (4) | 0.003 (4) | 0.009 (4) |
C123 | 0.015 (5) | 0.027 (5) | 0.015 (4) | 0.002 (4) | −0.004 (4) | −0.003 (4) |
C124 | 0.012 (4) | 0.016 (4) | 0.031 (5) | 0.000 (4) | 0.006 (4) | −0.005 (4) |
C125 | 0.032 (5) | 0.028 (5) | 0.018 (5) | −0.008 (5) | 0.012 (4) | −0.005 (4) |
C126 | 0.030 (5) | 0.029 (5) | 0.011 (4) | −0.002 (5) | 0.001 (4) | −0.003 (4) |
Br1—C24 | 1.903 (7) | C61—C66 | 1.353 (10) |
Br2—C34 | 1.924 (7) | C61—C62 | 1.403 (11) |
Br3—C44 | 1.898 (7) | C62—C63 | 1.391 (10) |
Br4—C64 | 1.894 (7) | C63—C64 | 1.380 (10) |
Br5—C74 | 1.908 (7) | C64—C65 | 1.404 (10) |
Br6—C84 | 1.901 (7) | C65—C66 | 1.402 (9) |
Br7—C104 | 1.906 (7) | C71—C72 | 1.391 (10) |
Br8—C114 | 1.906 (7) | C71—C76 | 1.398 (10) |
Br9—C124 | 1.916 (7) | C72—C73 | 1.374 (10) |
C11—C16 | 1.393 (11) | C73—C74 | 1.380 (10) |
C11—C12 | 1.393 (11) | C74—C75 | 1.372 (10) |
C11—C21 | 1.483 (10) | C75—C76 | 1.411 (10) |
C12—C13 | 1.390 (11) | C81—C82 | 1.381 (10) |
C13—C14 | 1.395 (11) | C81—C86 | 1.401 (11) |
C13—C31 | 1.491 (11) | C82—C83 | 1.392 (11) |
C14—C15 | 1.400 (11) | C83—C84 | 1.385 (10) |
C15—C16 | 1.397 (11) | C84—C85 | 1.380 (10) |
C15—C41 | 1.478 (10) | C85—C86 | 1.376 (11) |
C21—C22 | 1.387 (10) | C91—C92 | 1.387 (11) |
C21—C26 | 1.392 (10) | C91—C96 | 1.391 (11) |
C22—C23 | 1.393 (11) | C91—C101 | 1.475 (11) |
C23—C24 | 1.379 (10) | C92—C93 | 1.392 (10) |
C24—C25 | 1.365 (10) | C93—C94 | 1.408 (11) |
C25—C26 | 1.385 (10) | C93—C111 | 1.483 (11) |
C31—C32 | 1.397 (11) | C94—C95 | 1.396 (11) |
C31—C36 | 1.399 (10) | C95—C96 | 1.403 (11) |
C32—C33 | 1.362 (10) | C95—C121 | 1.501 (10) |
C33—C34 | 1.369 (10) | C101—C102 | 1.395 (10) |
C34—C35 | 1.376 (10) | C101—C106 | 1.412 (11) |
C35—C36 | 1.385 (9) | C102—C103 | 1.372 (9) |
C41—C42 | 1.392 (10) | C103—C104 | 1.390 (10) |
C41—C46 | 1.394 (10) | C104—C105 | 1.368 (10) |
C42—C43 | 1.388 (11) | C105—C106 | 1.390 (10) |
C43—C44 | 1.393 (10) | C111—C112 | 1.396 (10) |
C44—C45 | 1.386 (10) | C111—C116 | 1.404 (11) |
C45—C46 | 1.383 (11) | C112—C113 | 1.379 (10) |
C51—C56 | 1.391 (11) | C113—C114 | 1.388 (10) |
C51—C52 | 1.399 (11) | C114—C115 | 1.374 (10) |
C51—C61 | 1.489 (11) | C115—C116 | 1.401 (10) |
C52—C53 | 1.409 (11) | C121—C126 | 1.383 (11) |
C53—C54 | 1.393 (11) | C121—C122 | 1.391 (11) |
C53—C71 | 1.496 (11) | C122—C123 | 1.413 (11) |
C54—C55 | 1.399 (10) | C123—C124 | 1.373 (10) |
C55—C56 | 1.389 (11) | C124—C125 | 1.361 (10) |
C55—C81 | 1.502 (10) | C125—C126 | 1.385 (12) |
C16—C11—C12 | 118.1 (7) | C61—C66—C65 | 123.0 (7) |
C16—C11—C21 | 120.4 (7) | C72—C71—C76 | 118.0 (7) |
C12—C11—C21 | 121.4 (7) | C72—C71—C53 | 123.2 (7) |
C13—C12—C11 | 121.6 (7) | C76—C71—C53 | 118.8 (7) |
C12—C13—C14 | 118.6 (7) | C73—C72—C71 | 122.2 (7) |
C12—C13—C31 | 120.9 (7) | C72—C73—C74 | 119.0 (7) |
C14—C13—C31 | 120.5 (7) | C75—C74—C73 | 121.2 (7) |
C13—C14—C15 | 121.7 (7) | C75—C74—Br5 | 119.0 (6) |
C16—C15—C14 | 117.5 (7) | C73—C74—Br5 | 119.8 (6) |
C16—C15—C41 | 122.2 (7) | C74—C75—C76 | 119.5 (7) |
C14—C15—C41 | 120.3 (7) | C71—C76—C75 | 120.0 (7) |
C11—C16—C15 | 122.3 (7) | C82—C81—C86 | 118.4 (7) |
C22—C21—C26 | 117.8 (7) | C82—C81—C55 | 122.0 (7) |
C22—C21—C11 | 122.3 (7) | C86—C81—C55 | 119.6 (7) |
C26—C21—C11 | 119.9 (7) | C81—C82—C83 | 120.9 (7) |
C21—C22—C23 | 121.5 (7) | C84—C83—C82 | 119.3 (7) |
C24—C23—C22 | 118.9 (8) | C85—C84—C83 | 120.9 (7) |
C25—C24—C23 | 120.7 (7) | C85—C84—Br6 | 120.1 (6) |
C25—C24—Br1 | 121.1 (6) | C83—C84—Br6 | 119.1 (6) |
C23—C24—Br1 | 118.2 (6) | C86—C85—C84 | 119.2 (7) |
C24—C25—C26 | 120.1 (7) | C85—C86—C81 | 121.3 (7) |
C25—C26—C21 | 120.9 (8) | C92—C91—C96 | 118.2 (7) |
C32—C31—C36 | 118.3 (7) | C92—C91—C101 | 121.8 (7) |
C32—C31—C13 | 121.6 (7) | C96—C91—C101 | 120.0 (7) |
C36—C31—C13 | 120.1 (7) | C91—C92—C93 | 122.0 (7) |
C33—C32—C31 | 121.6 (8) | C92—C93—C94 | 118.1 (7) |
C32—C33—C34 | 118.5 (7) | C92—C93—C111 | 121.6 (7) |
C33—C34—C35 | 123.0 (7) | C94—C93—C111 | 120.3 (7) |
C33—C34—Br2 | 119.5 (6) | C95—C94—C93 | 121.8 (8) |
C35—C34—Br2 | 117.6 (6) | C94—C95—C96 | 117.4 (7) |
C34—C35—C36 | 118.1 (7) | C94—C95—C121 | 121.1 (7) |
C35—C36—C31 | 120.6 (7) | C96—C95—C121 | 121.5 (7) |
C42—C41—C46 | 116.9 (7) | C91—C96—C95 | 122.4 (8) |
C42—C41—C15 | 121.6 (7) | C102—C101—C106 | 117.6 (7) |
C46—C41—C15 | 121.5 (7) | C102—C101—C91 | 121.8 (7) |
C43—C42—C41 | 122.7 (7) | C106—C101—C91 | 120.6 (7) |
C42—C43—C44 | 118.1 (7) | C103—C102—C101 | 121.6 (8) |
C45—C44—C43 | 121.1 (7) | C102—C103—C104 | 119.1 (7) |
C45—C44—Br3 | 120.8 (6) | C105—C104—C103 | 121.8 (7) |
C43—C44—Br3 | 118.1 (6) | C105—C104—Br7 | 118.8 (6) |
C46—C45—C44 | 118.9 (7) | C103—C104—Br7 | 119.4 (6) |
C45—C46—C41 | 122.2 (7) | C104—C105—C106 | 118.7 (7) |
C56—C51—C52 | 118.5 (7) | C105—C106—C101 | 121.2 (7) |
C56—C51—C61 | 119.5 (7) | C112—C111—C116 | 118.1 (7) |
C52—C51—C61 | 122.0 (7) | C112—C111—C93 | 120.7 (7) |
C51—C52—C53 | 121.0 (7) | C116—C111—C93 | 121.1 (7) |
C54—C53—C52 | 118.9 (7) | C113—C112—C111 | 121.2 (8) |
C54—C53—C71 | 120.4 (7) | C112—C113—C114 | 119.6 (7) |
C52—C53—C71 | 120.6 (7) | C115—C114—C113 | 121.1 (7) |
C53—C54—C55 | 120.7 (7) | C115—C114—Br8 | 119.6 (6) |
C56—C55—C54 | 119.2 (7) | C113—C114—Br8 | 119.3 (6) |
C56—C55—C81 | 120.8 (7) | C114—C115—C116 | 119.1 (8) |
C54—C55—C81 | 119.9 (7) | C115—C116—C111 | 120.8 (8) |
C55—C56—C51 | 121.7 (7) | C126—C121—C122 | 117.5 (7) |
C66—C61—C62 | 118.8 (8) | C126—C121—C95 | 121.9 (7) |
C66—C61—C51 | 122.1 (7) | C122—C121—C95 | 120.6 (7) |
C62—C61—C51 | 119.1 (7) | C121—C122—C123 | 122.1 (7) |
C63—C62—C61 | 119.8 (7) | C124—C123—C122 | 117.1 (7) |
C64—C63—C62 | 120.7 (7) | C125—C124—C123 | 122.2 (7) |
C63—C64—C65 | 120.1 (7) | C125—C124—Br9 | 119.4 (6) |
C63—C64—Br4 | 120.8 (6) | C123—C124—Br9 | 118.3 (6) |
C65—C64—Br4 | 119.1 (6) | C124—C125—C126 | 119.8 (7) |
C66—C65—C64 | 117.6 (7) | C121—C126—C125 | 121.3 (7) |
C16—C11—C12—C13 | −4.3 (11) | C52—C53—C71—C72 | 27.6 (12) |
C21—C11—C12—C13 | 173.4 (8) | C54—C53—C71—C76 | 32.0 (11) |
C11—C12—C13—C14 | 0.3 (11) | C52—C53—C71—C76 | −152.2 (8) |
C11—C12—C13—C31 | −178.2 (8) | C76—C71—C72—C73 | −4.6 (12) |
C12—C13—C14—C15 | 4.2 (12) | C53—C71—C72—C73 | 175.6 (7) |
C31—C13—C14—C15 | −177.3 (8) | C71—C72—C73—C74 | 3.0 (12) |
C13—C14—C15—C16 | −4.4 (12) | C72—C73—C74—C75 | −0.1 (12) |
C13—C14—C15—C41 | 174.5 (7) | C72—C73—C74—Br5 | −179.4 (6) |
C12—C11—C16—C15 | 4.1 (12) | C73—C74—C75—C76 | −1.1 (12) |
C21—C11—C16—C15 | −173.6 (7) | Br5—C74—C75—C76 | 178.1 (6) |
C14—C15—C16—C11 | 0.1 (12) | C72—C71—C76—C75 | 3.2 (11) |
C41—C15—C16—C11 | −178.7 (7) | C53—C71—C76—C75 | −177.0 (7) |
C16—C11—C21—C22 | −34.6 (12) | C74—C75—C76—C71 | −0.5 (11) |
C12—C11—C21—C22 | 147.7 (8) | C56—C55—C81—C82 | −154.6 (8) |
C16—C11—C21—C26 | 142.8 (8) | C54—C55—C81—C82 | 23.9 (12) |
C12—C11—C21—C26 | −34.9 (12) | C56—C55—C81—C86 | 24.5 (12) |
C26—C21—C22—C23 | −2.5 (12) | C54—C55—C81—C86 | −157.0 (8) |
C11—C21—C22—C23 | 174.9 (7) | C86—C81—C82—C83 | 1.8 (12) |
C21—C22—C23—C24 | 1.9 (12) | C55—C81—C82—C83 | −179.1 (7) |
C22—C23—C24—C25 | −0.4 (11) | C81—C82—C83—C84 | −1.7 (12) |
C22—C23—C24—Br1 | −178.5 (6) | C82—C83—C84—C85 | 1.2 (13) |
C23—C24—C25—C26 | −0.5 (12) | C82—C83—C84—Br6 | −178.8 (6) |
Br1—C24—C25—C26 | 177.6 (6) | C83—C84—C85—C86 | −1.0 (12) |
C24—C25—C26—C21 | −0.2 (12) | Br6—C84—C85—C86 | 179.0 (5) |
C22—C21—C26—C25 | 1.7 (12) | C84—C85—C86—C81 | 1.2 (12) |
C11—C21—C26—C25 | −175.8 (7) | C82—C81—C86—C85 | −1.6 (12) |
C12—C13—C31—C32 | −42.3 (12) | C55—C81—C86—C85 | 179.3 (7) |
C14—C13—C31—C32 | 139.3 (8) | C96—C91—C92—C93 | −3.5 (11) |
C12—C13—C31—C36 | 137.3 (8) | C101—C91—C92—C93 | 177.6 (8) |
C14—C13—C31—C36 | −41.1 (12) | C91—C92—C93—C94 | 4.1 (11) |
C36—C31—C32—C33 | 1.3 (12) | C91—C92—C93—C111 | −173.0 (8) |
C13—C31—C32—C33 | −179.1 (7) | C92—C93—C94—C95 | −1.1 (12) |
C31—C32—C33—C34 | −0.7 (12) | C111—C93—C94—C95 | 176.1 (8) |
C32—C33—C34—C35 | 0.0 (12) | C93—C94—C95—C96 | −2.2 (11) |
C32—C33—C34—Br2 | 179.2 (6) | C93—C94—C95—C121 | −179.6 (7) |
C33—C34—C35—C36 | 0.2 (12) | C92—C91—C96—C95 | 0.0 (12) |
Br2—C34—C35—C36 | −179.0 (5) | C101—C91—C96—C95 | 178.8 (7) |
C34—C35—C36—C31 | 0.4 (11) | C94—C95—C96—C91 | 2.8 (11) |
C32—C31—C36—C35 | −1.1 (11) | C121—C95—C96—C91 | −179.9 (7) |
C13—C31—C36—C35 | 179.3 (7) | C92—C91—C101—C102 | −135.0 (8) |
C16—C15—C41—C42 | 156.9 (8) | C96—C91—C101—C102 | 46.2 (11) |
C14—C15—C41—C42 | −21.9 (11) | C92—C91—C101—C106 | 43.2 (12) |
C16—C15—C41—C46 | −22.3 (11) | C96—C91—C101—C106 | −135.7 (8) |
C14—C15—C41—C46 | 159.0 (7) | C106—C101—C102—C103 | 1.5 (11) |
C46—C41—C42—C43 | 1.9 (12) | C91—C101—C102—C103 | 179.6 (7) |
C15—C41—C42—C43 | −177.3 (7) | C101—C102—C103—C104 | 0.0 (12) |
C41—C42—C43—C44 | 0.2 (12) | C102—C103—C104—C105 | 0.0 (12) |
C42—C43—C44—C45 | −1.1 (12) | C102—C103—C104—Br7 | 179.9 (5) |
C42—C43—C44—Br3 | 177.6 (6) | C103—C104—C105—C106 | −1.4 (12) |
C43—C44—C45—C46 | −0.2 (12) | Br7—C104—C105—C106 | 178.6 (6) |
Br3—C44—C45—C46 | −178.9 (6) | C104—C105—C106—C101 | 2.9 (12) |
C44—C45—C46—C41 | 2.5 (12) | C102—C101—C106—C105 | −2.9 (12) |
C42—C41—C46—C45 | −3.3 (11) | C91—C101—C106—C105 | 178.9 (7) |
C15—C41—C46—C45 | 175.9 (7) | C92—C93—C111—C112 | 35.5 (12) |
C56—C51—C52—C53 | 1.5 (12) | C94—C93—C111—C112 | −141.5 (8) |
C61—C51—C52—C53 | 179.2 (8) | C92—C93—C111—C116 | −145.7 (8) |
C51—C52—C53—C54 | −1.4 (12) | C94—C93—C111—C116 | 37.2 (12) |
C51—C52—C53—C71 | −177.4 (7) | C116—C111—C112—C113 | −1.8 (12) |
C52—C53—C54—C55 | 1.3 (12) | C93—C111—C112—C113 | 177.0 (7) |
C71—C53—C54—C55 | 177.3 (7) | C111—C112—C113—C114 | 1.2 (12) |
C53—C54—C55—C56 | −1.3 (12) | C112—C113—C114—C115 | −0.3 (12) |
C53—C54—C55—C81 | −179.8 (7) | C112—C113—C114—Br8 | −179.6 (6) |
C54—C55—C56—C51 | 1.3 (12) | C113—C114—C115—C116 | 0.1 (12) |
C81—C55—C56—C51 | 179.8 (7) | Br8—C114—C115—C116 | 179.4 (6) |
C52—C51—C56—C55 | −1.4 (12) | C114—C115—C116—C111 | −0.8 (12) |
C61—C51—C56—C55 | −179.2 (8) | C112—C111—C116—C115 | 1.6 (12) |
C56—C51—C61—C66 | 138.9 (8) | C93—C111—C116—C115 | −177.2 (7) |
C52—C51—C61—C66 | −38.8 (12) | C94—C95—C121—C126 | 175.3 (8) |
C56—C51—C61—C62 | −41.1 (12) | C96—C95—C121—C126 | −2.0 (12) |
C52—C51—C61—C62 | 141.2 (8) | C94—C95—C121—C122 | −7.3 (11) |
C66—C61—C62—C63 | −1.2 (12) | C96—C95—C121—C122 | 175.5 (8) |
C51—C61—C62—C63 | 178.9 (7) | C126—C121—C122—C123 | −1.5 (11) |
C61—C62—C63—C64 | 0.8 (12) | C95—C121—C122—C123 | −179.1 (7) |
C62—C63—C64—C65 | −0.8 (12) | C121—C122—C123—C124 | 1.5 (12) |
C62—C63—C64—Br4 | 179.0 (6) | C122—C123—C124—C125 | −0.6 (12) |
C63—C64—C65—C66 | 1.1 (12) | C122—C123—C124—Br9 | 179.7 (5) |
Br4—C64—C65—C66 | −178.7 (5) | C123—C124—C125—C126 | −0.3 (13) |
C62—C61—C66—C65 | 1.5 (13) | Br9—C124—C125—C126 | 179.4 (6) |
C51—C61—C66—C65 | −178.5 (7) | C122—C121—C126—C125 | 0.5 (12) |
C64—C65—C66—C61 | −1.5 (12) | C95—C121—C126—C125 | 178.1 (7) |
C54—C53—C71—C72 | −148.2 (8) | C124—C125—C126—C121 | 0.4 (13) |
Molecule 1 | Molecule 2 | Molecule 3 |
35.77 | 40.11 | 45.92 |
42.86 | 30.52 | 36.35 |
21.30 | 24.08 | 4.74 |