Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536802006141/cv6103sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536802006141/cv6103Isup2.hkl |
CCDC reference: 189312
Data collection: SMART (Bruker, 1995); cell refinement: SMART; data reduction: SHELXTL-NT (Bruker, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL-NT; software used to prepare material for publication: SHELXTL-NT.
C44H58N2P2 | F(000) = 732 |
Mr = 676.89 | Dx = 1.113 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.316 (3) Å | Cell parameters from 5501 reflections |
b = 16.988 (5) Å | θ = 1–27.5° |
c = 11.635 (3) Å | µ = 0.14 mm−1 |
β = 97.971 (7)° | T = 294 K |
V = 2019.4 (10) Å3 | Prism, colorless |
Z = 2 | 0.30 × 0.28 × 0.26 mm |
Bruker CCD area-detector diffractometer | 4786 independent reflections |
Radiation source: fine-focus sealed tube | 2931 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.055 |
φ and ω scans | θmax = 27.6°, θmin = 1.8° |
Absorption correction: empirical (using intensity measurements) (SADABS; Sheldrick, 1996) | h = −11→13 |
Tmin = 0.960, Tmax = 0.965 | k = −18→22 |
13673 measured reflections | l = −15→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)] = 0.068 | H-atom parameters constrained |
wR(F2) = 0.155 | w = 1/[σ2(Fo2) + (0.05P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.13 | (Δ/σ)max < 0.001 |
8354 reflections | Δρmax = 0.42 e Å−3 |
433 parameters | Δρmin = −0.30 e Å−3 |
1 restraint | Absolute structure: Flack (1983) |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.01 (10) |
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 | ||
P1 | 0.21560 (10) | 0.16590 (6) | 0.30245 (8) | 0.0585 (3) | |
P2 | 0.56995 (10) | −0.12912 (8) | 0.20232 (9) | 0.0668 (3) | |
N1 | 0.2423 (3) | 0.06875 (17) | 0.2831 (2) | 0.0560 (8) | |
H1A | 0.2920 | 0.0570 | 0.2321 | 0.067* | |
N2 | 0.4183 (3) | −0.0942 (2) | 0.2207 (2) | 0.0629 (9) | |
H2A | 0.4069 | −0.0807 | 0.2899 | 0.075* | |
C1 | 0.3126 (3) | −0.0856 (2) | 0.1346 (3) | 0.0504 (9) | |
C2 | 0.3318 (4) | −0.0839 (2) | 0.0159 (3) | 0.0638 (11) | |
H2B | 0.4162 | −0.0879 | −0.0030 | 0.077* | |
C3 | 0.2298 (4) | −0.0765 (3) | −0.0701 (3) | 0.0666 (11) | |
H3A | 0.2455 | −0.0755 | −0.1469 | 0.080* | |
C4 | 0.0994 (4) | −0.0702 (2) | −0.0452 (3) | 0.0548 (9) | |
C5 | −0.0085 (4) | −0.0643 (2) | −0.1326 (3) | 0.0688 (11) | |
H5A | 0.0054 | −0.0635 | −0.2099 | 0.083* | |
C6 | −0.1334 (4) | −0.0595 (3) | −0.1070 (3) | 0.0714 (12) | |
H6A | −0.2035 | −0.0553 | −0.1662 | 0.086* | |
C7 | −0.1548 (4) | −0.0611 (3) | 0.0085 (3) | 0.0692 (11) | |
H7A | −0.2400 | −0.0592 | 0.0261 | 0.083* | |
C8 | −0.0524 (4) | −0.0654 (2) | 0.0966 (3) | 0.0566 (9) | |
H8A | −0.0691 | −0.0654 | 0.1732 | 0.068* | |
C9 | 0.0781 (3) | −0.0699 (2) | 0.0736 (3) | 0.0443 (8) | |
C10 | 0.1870 (3) | −0.0755 (2) | 0.1628 (3) | 0.0450 (8) | |
C11 | 0.1689 (3) | −0.0669 (2) | 0.2888 (3) | 0.0431 (8) | |
C12 | 0.1252 (3) | −0.1315 (2) | 0.3519 (3) | 0.0469 (8) | |
C13 | 0.1026 (4) | −0.2064 (2) | 0.3040 (3) | 0.0593 (10) | |
H13A | 0.1192 | −0.2153 | 0.2286 | 0.071* | |
C14 | 0.0566 (4) | −0.2673 (3) | 0.3644 (4) | 0.0727 (12) | |
H14A | 0.0424 | −0.3165 | 0.3301 | 0.087* | |
C15 | 0.0312 (4) | −0.2545 (3) | 0.4789 (4) | 0.0774 (13) | |
H15A | −0.0005 | −0.2953 | 0.5204 | 0.093* | |
C16 | 0.0529 (4) | −0.1838 (3) | 0.5275 (3) | 0.0670 (11) | |
H16A | 0.0349 | −0.1764 | 0.6029 | 0.080* | |
C17 | 0.1018 (3) | −0.1199 (3) | 0.4698 (3) | 0.0541 (9) | |
C18 | 0.1280 (4) | −0.0451 (3) | 0.5175 (3) | 0.0648 (11) | |
H18A | 0.1140 | −0.0366 | 0.5938 | 0.078* | |
C19 | 0.1729 (4) | 0.0156 (2) | 0.4586 (3) | 0.0575 (10) | |
H19A | 0.1904 | 0.0639 | 0.4951 | 0.069* | |
C20 | 0.1934 (3) | 0.0056 (2) | 0.3400 (3) | 0.0459 (8) | |
C21 | 0.1015 (4) | 0.1917 (2) | 0.1698 (3) | 0.0625 (10) | |
H21A | 0.0975 | 0.2493 | 0.1666 | 0.075* | |
C22 | −0.0354 (4) | 0.1633 (3) | 0.1829 (4) | 0.0822 (12) | |
H22A | −0.0613 | 0.1852 | 0.2533 | 0.099* | |
H22B | −0.0351 | 0.1064 | 0.1898 | 0.099* | |
C23 | −0.1340 (5) | 0.1878 (3) | 0.0793 (5) | 0.1027 (17) | |
H23A | −0.2189 | 0.1656 | 0.0875 | 0.123* | |
H23B | −0.1425 | 0.2447 | 0.0785 | 0.123* | |
C24 | −0.0935 (5) | 0.1607 (4) | −0.0353 (5) | 0.1042 (18) | |
H24A | −0.0937 | 0.1036 | −0.0384 | 0.125* | |
H24B | −0.1559 | 0.1799 | −0.0992 | 0.125* | |
C25 | 0.0406 (5) | 0.1910 (4) | −0.0472 (4) | 0.1016 (18) | |
H25A | 0.0387 | 0.2480 | −0.0505 | 0.122* | |
H25B | 0.0667 | 0.1717 | −0.1191 | 0.122* | |
C26 | 0.1410 (4) | 0.1644 (3) | 0.0551 (3) | 0.0784 (12) | |
H26A | 0.1477 | 0.1075 | 0.0550 | 0.094* | |
H26B | 0.2262 | 0.1859 | 0.0465 | 0.094* | |
C27 | 0.3726 (4) | 0.2048 (2) | 0.2703 (3) | 0.0623 (10) | |
H27A | 0.3986 | 0.1743 | 0.2057 | 0.075* | |
C28 | 0.3661 (4) | 0.2912 (3) | 0.2351 (4) | 0.0800 (13) | |
H28A | 0.3068 | 0.2967 | 0.1632 | 0.096* | |
H28B | 0.3305 | 0.3213 | 0.2943 | 0.096* | |
C29 | 0.4976 (5) | 0.3249 (3) | 0.2188 (4) | 0.0940 (15) | |
H29A | 0.5278 | 0.2997 | 0.1526 | 0.113* | |
H29B | 0.4878 | 0.3806 | 0.2019 | 0.113* | |
C30 | 0.5986 (5) | 0.3139 (4) | 0.3237 (5) | 0.1082 (19) | |
H30A | 0.5747 | 0.3448 | 0.3876 | 0.130* | |
H30B | 0.6828 | 0.3325 | 0.3067 | 0.130* | |
C31 | 0.6087 (5) | 0.2286 (4) | 0.3577 (5) | 0.1033 (17) | |
H31A | 0.6686 | 0.2233 | 0.4293 | 0.124* | |
H31B | 0.6445 | 0.1991 | 0.2980 | 0.124* | |
C32 | 0.4769 (4) | 0.1939 (3) | 0.3746 (4) | 0.0802 (13) | |
H32A | 0.4877 | 0.1381 | 0.3908 | 0.096* | |
H32B | 0.4474 | 0.2185 | 0.4415 | 0.096* | |
C33 | 0.6714 (4) | −0.0829 (3) | 0.3255 (3) | 0.0703 (12) | |
H33A | 0.7567 | −0.1092 | 0.3326 | 0.084* | |
C34 | 0.6966 (4) | 0.0039 (3) | 0.2998 (4) | 0.0790 (13) | |
H34A | 0.7284 | 0.0080 | 0.2253 | 0.095* | |
H34B | 0.6151 | 0.0329 | 0.2949 | 0.095* | |
C35 | 0.7964 (5) | 0.0402 (3) | 0.3933 (5) | 0.1021 (17) | |
H35A | 0.8073 | 0.0956 | 0.3763 | 0.123* | |
H35B | 0.8803 | 0.0144 | 0.3936 | 0.123* | |
C36 | 0.7520 (6) | 0.0317 (3) | 0.5127 (5) | 0.1027 (17) | |
H36A | 0.8202 | 0.0516 | 0.5713 | 0.123* | |
H36B | 0.6744 | 0.0636 | 0.5152 | 0.123* | |
C37 | 0.7223 (6) | −0.0513 (3) | 0.5406 (4) | 0.1048 (18) | |
H37A | 0.6857 | −0.0528 | 0.6130 | 0.126* | |
H37B | 0.8028 | −0.0816 | 0.5509 | 0.126* | |
C38 | 0.6253 (5) | −0.0890 (3) | 0.4445 (4) | 0.0888 (15) | |
H38A | 0.6139 | −0.1440 | 0.4630 | 0.107* | |
H38B | 0.5410 | −0.0632 | 0.4417 | 0.107* | |
C39 | 0.5611 (4) | −0.2328 (3) | 0.2497 (4) | 0.0779 (13) | |
H39A | 0.5386 | −0.2331 | 0.3288 | 0.093* | |
C40 | 0.6902 (5) | −0.2727 (4) | 0.2514 (6) | 0.1137 (19) | |
H40A | 0.7541 | −0.2471 | 0.3084 | 0.136* | |
H40B | 0.7191 | −0.2668 | 0.1761 | 0.136* | |
C41 | 0.6844 (6) | −0.3601 (4) | 0.2806 (7) | 0.134 (2) | |
H41A | 0.7684 | −0.3840 | 0.2738 | 0.161* | |
H41B | 0.6688 | −0.3658 | 0.3605 | 0.161* | |
C42 | 0.5785 (7) | −0.4035 (4) | 0.2024 (6) | 0.129 (2) | |
H42A | 0.6014 | −0.4058 | 0.1244 | 0.155* | |
H42B | 0.5722 | −0.4570 | 0.2301 | 0.155* | |
C43 | 0.4514 (7) | −0.3642 (4) | 0.1999 (7) | 0.138 (2) | |
H43A | 0.4213 | −0.3709 | 0.2746 | 0.165* | |
H43B | 0.3883 | −0.3894 | 0.1418 | 0.165* | |
C44 | 0.4564 (5) | −0.2768 (4) | 0.1726 (6) | 0.122 (2) | |
H44A | 0.4711 | −0.2705 | 0.0926 | 0.146* | |
H44B | 0.3722 | −0.2535 | 0.1802 | 0.146* |
U11 | U22 | U33 | U12 | U13 | U23 | |
P1 | 0.0654 (6) | 0.0622 (7) | 0.0493 (5) | 0.0026 (6) | 0.0133 (5) | −0.0038 (5) |
P2 | 0.0518 (6) | 0.0921 (9) | 0.0584 (6) | 0.0116 (6) | 0.0150 (5) | 0.0041 (6) |
N1 | 0.0633 (18) | 0.062 (2) | 0.0463 (17) | 0.0038 (16) | 0.0200 (14) | −0.0010 (14) |
N2 | 0.0530 (17) | 0.094 (3) | 0.0411 (17) | 0.0132 (16) | 0.0060 (14) | 0.0032 (15) |
C1 | 0.052 (2) | 0.061 (2) | 0.0383 (19) | 0.0048 (18) | 0.0072 (16) | −0.0006 (15) |
C2 | 0.062 (2) | 0.092 (3) | 0.042 (2) | 0.007 (2) | 0.0206 (19) | −0.0004 (19) |
C3 | 0.081 (3) | 0.083 (3) | 0.040 (2) | 0.008 (2) | 0.022 (2) | 0.0017 (18) |
C4 | 0.069 (2) | 0.064 (2) | 0.0316 (18) | −0.001 (2) | 0.0073 (17) | −0.0004 (16) |
C5 | 0.087 (3) | 0.086 (3) | 0.0302 (19) | −0.009 (3) | −0.003 (2) | −0.0031 (18) |
C6 | 0.073 (3) | 0.091 (4) | 0.044 (2) | −0.007 (2) | −0.012 (2) | −0.002 (2) |
C7 | 0.052 (2) | 0.097 (3) | 0.056 (2) | −0.008 (2) | −0.0002 (19) | −0.001 (2) |
C8 | 0.057 (2) | 0.070 (3) | 0.041 (2) | 0.002 (2) | 0.0031 (17) | 0.0037 (17) |
C9 | 0.0466 (18) | 0.052 (2) | 0.0343 (17) | −0.0006 (17) | 0.0046 (15) | −0.0049 (14) |
C10 | 0.0506 (19) | 0.052 (2) | 0.0333 (17) | 0.0055 (17) | 0.0103 (15) | −0.0011 (14) |
C11 | 0.0417 (17) | 0.053 (2) | 0.0355 (17) | 0.0044 (16) | 0.0072 (14) | 0.0009 (14) |
C12 | 0.0415 (17) | 0.060 (2) | 0.0384 (18) | 0.0004 (18) | 0.0018 (14) | 0.0061 (16) |
C13 | 0.070 (2) | 0.063 (3) | 0.045 (2) | −0.011 (2) | 0.0083 (18) | 0.0032 (17) |
C14 | 0.080 (3) | 0.075 (3) | 0.061 (3) | −0.021 (2) | 0.002 (2) | 0.008 (2) |
C15 | 0.084 (3) | 0.089 (4) | 0.060 (3) | −0.016 (3) | 0.011 (2) | 0.025 (2) |
C16 | 0.074 (3) | 0.082 (3) | 0.046 (2) | −0.006 (2) | 0.013 (2) | 0.017 (2) |
C17 | 0.052 (2) | 0.075 (3) | 0.0355 (18) | 0.006 (2) | 0.0071 (15) | 0.0060 (18) |
C18 | 0.073 (3) | 0.088 (3) | 0.034 (2) | 0.003 (2) | 0.0117 (18) | 0.0008 (19) |
C19 | 0.069 (2) | 0.066 (3) | 0.038 (2) | −0.002 (2) | 0.0071 (18) | −0.0056 (16) |
C20 | 0.0466 (19) | 0.055 (2) | 0.0362 (18) | 0.0032 (17) | 0.0056 (15) | 0.0023 (15) |
C21 | 0.064 (2) | 0.061 (3) | 0.062 (2) | −0.0026 (19) | 0.008 (2) | 0.0044 (18) |
C22 | 0.068 (3) | 0.096 (4) | 0.082 (3) | −0.003 (3) | 0.009 (2) | −0.006 (3) |
C23 | 0.074 (3) | 0.102 (5) | 0.129 (5) | −0.007 (3) | 0.002 (3) | 0.006 (3) |
C24 | 0.103 (4) | 0.118 (5) | 0.082 (4) | −0.031 (4) | −0.020 (3) | 0.028 (3) |
C25 | 0.089 (3) | 0.142 (5) | 0.067 (3) | −0.027 (3) | −0.014 (3) | 0.033 (3) |
C26 | 0.081 (3) | 0.105 (4) | 0.047 (2) | −0.003 (3) | 0.004 (2) | 0.009 (2) |
C27 | 0.070 (2) | 0.061 (3) | 0.054 (2) | 0.001 (2) | 0.004 (2) | −0.0073 (18) |
C28 | 0.091 (3) | 0.078 (3) | 0.071 (3) | −0.013 (3) | 0.009 (2) | 0.004 (2) |
C29 | 0.096 (4) | 0.095 (4) | 0.090 (4) | −0.036 (3) | 0.008 (3) | 0.011 (3) |
C30 | 0.082 (3) | 0.126 (5) | 0.113 (5) | −0.039 (3) | 0.002 (3) | 0.013 (4) |
C31 | 0.077 (3) | 0.120 (5) | 0.106 (4) | −0.022 (3) | −0.010 (3) | 0.016 (3) |
C32 | 0.070 (3) | 0.095 (4) | 0.071 (3) | −0.006 (2) | −0.002 (2) | 0.013 (2) |
C33 | 0.049 (2) | 0.099 (4) | 0.062 (3) | 0.001 (2) | 0.0040 (19) | 0.008 (2) |
C34 | 0.067 (3) | 0.096 (4) | 0.077 (3) | −0.004 (3) | 0.018 (2) | 0.007 (3) |
C35 | 0.085 (4) | 0.104 (4) | 0.114 (5) | −0.013 (3) | 0.005 (3) | 0.011 (3) |
C36 | 0.107 (4) | 0.100 (5) | 0.092 (4) | −0.016 (3) | −0.015 (3) | −0.004 (3) |
C37 | 0.118 (4) | 0.121 (5) | 0.067 (3) | −0.030 (4) | −0.018 (3) | 0.012 (3) |
C38 | 0.093 (3) | 0.108 (4) | 0.063 (3) | −0.021 (3) | 0.002 (3) | 0.009 (2) |
C39 | 0.071 (3) | 0.103 (4) | 0.060 (3) | 0.014 (3) | 0.008 (2) | −0.012 (2) |
C40 | 0.085 (4) | 0.108 (5) | 0.145 (5) | 0.036 (3) | 0.007 (3) | 0.006 (4) |
C41 | 0.118 (5) | 0.117 (6) | 0.165 (7) | 0.044 (4) | 0.012 (5) | 0.019 (4) |
C42 | 0.166 (6) | 0.091 (5) | 0.130 (5) | 0.031 (5) | 0.018 (5) | −0.009 (4) |
C43 | 0.125 (5) | 0.085 (5) | 0.197 (8) | 0.012 (4) | 0.002 (5) | −0.003 (4) |
C44 | 0.095 (4) | 0.097 (5) | 0.163 (6) | 0.013 (4) | −0.018 (4) | −0.007 (4) |
P1—N1 | 1.693 (3) | C25—C26 | 1.533 (6) |
P1—C27 | 1.835 (4) | C25—H25A | 0.9700 |
P1—C21 | 1.859 (4) | C25—H25B | 0.9700 |
P2—N2 | 1.715 (3) | C26—H26A | 0.9700 |
P2—C33 | 1.830 (4) | C26—H26B | 0.9700 |
P2—C39 | 1.851 (5) | C27—C32 | 1.517 (5) |
N1—C20 | 1.392 (4) | C27—C28 | 1.522 (6) |
N1—H1A | 0.8600 | C27—H27A | 0.9800 |
N2—C1 | 1.382 (4) | C28—C29 | 1.508 (6) |
N2—H2A | 0.8600 | C28—H28A | 0.9700 |
C1—C10 | 1.391 (4) | C28—H28B | 0.9700 |
C1—C2 | 1.422 (4) | C29—C30 | 1.502 (7) |
C2—C3 | 1.354 (5) | C29—H29A | 0.9700 |
C2—H2B | 0.9300 | C29—H29B | 0.9700 |
C3—C4 | 1.419 (5) | C30—C31 | 1.503 (7) |
C3—H3A | 0.9300 | C30—H30A | 0.9700 |
C4—C5 | 1.403 (5) | C30—H30B | 0.9700 |
C4—C9 | 1.430 (4) | C31—C32 | 1.519 (6) |
C5—C6 | 1.364 (5) | C31—H31A | 0.9700 |
C5—H5A | 0.9300 | C31—H31B | 0.9700 |
C6—C7 | 1.393 (5) | C32—H32A | 0.9700 |
C6—H6A | 0.9300 | C32—H32B | 0.9700 |
C7—C8 | 1.369 (5) | C33—C38 | 1.529 (5) |
C7—H7A | 0.9300 | C33—C34 | 1.535 (6) |
C8—C9 | 1.410 (5) | C33—H33A | 0.9800 |
C8—H8A | 0.9300 | C34—C35 | 1.521 (6) |
C9—C10 | 1.423 (4) | C34—H34A | 0.9700 |
C10—C11 | 1.509 (4) | C34—H34B | 0.9700 |
C11—C20 | 1.376 (5) | C35—C36 | 1.529 (7) |
C11—C12 | 1.429 (5) | C35—H35A | 0.9700 |
C12—C13 | 1.395 (5) | C35—H35B | 0.9700 |
C12—C17 | 1.439 (4) | C36—C37 | 1.489 (6) |
C13—C14 | 1.371 (5) | C36—H36A | 0.9700 |
C13—H13A | 0.9300 | C36—H36B | 0.9700 |
C14—C15 | 1.409 (6) | C37—C38 | 1.532 (6) |
C14—H14A | 0.9300 | C37—H37A | 0.9700 |
C15—C16 | 1.334 (6) | C37—H37B | 0.9700 |
C15—H15A | 0.9300 | C38—H38A | 0.9700 |
C16—C17 | 1.406 (5) | C38—H38B | 0.9700 |
C16—H16A | 0.9300 | C39—C40 | 1.492 (6) |
C17—C18 | 1.397 (5) | C39—C44 | 1.503 (7) |
C18—C19 | 1.356 (5) | C39—H39A | 0.9800 |
C18—H18A | 0.9300 | C40—C41 | 1.527 (9) |
C19—C20 | 1.435 (4) | C40—H40A | 0.9700 |
C19—H19A | 0.9300 | C40—H40B | 0.9700 |
C21—C22 | 1.520 (5) | C41—C42 | 1.513 (8) |
C21—C26 | 1.521 (6) | C41—H41A | 0.9700 |
C21—H21A | 0.9800 | C41—H41B | 0.9700 |
C22—C23 | 1.523 (6) | C42—C43 | 1.467 (8) |
C22—H22A | 0.9700 | C42—H42A | 0.9700 |
C22—H22B | 0.9700 | C42—H42B | 0.9700 |
C23—C24 | 1.523 (7) | C43—C44 | 1.521 (8) |
C23—H23A | 0.9700 | C43—H43A | 0.9700 |
C23—H23B | 0.9700 | C43—H43B | 0.9700 |
C24—C25 | 1.501 (6) | C44—H44A | 0.9700 |
C24—H24A | 0.9700 | C44—H44B | 0.9700 |
C24—H24B | 0.9700 | ||
N1—P1—C27 | 99.15 (16) | C32—C27—C28 | 109.4 (3) |
N1—P1—C21 | 102.46 (17) | C32—C27—P1 | 110.0 (3) |
C27—P1—C21 | 102.78 (18) | C28—C27—P1 | 113.2 (3) |
N2—P2—C33 | 100.76 (17) | C32—C27—H27A | 108.1 |
N2—P2—C39 | 102.06 (18) | C28—C27—H27A | 108.1 |
C33—P2—C39 | 102.8 (2) | P1—C27—H27A | 108.1 |
C20—N1—P1 | 127.7 (2) | C29—C28—C27 | 113.1 (4) |
C20—N1—H1A | 116.1 | C29—C28—H28A | 109.0 |
P1—N1—H1A | 116.1 | C27—C28—H28A | 109.0 |
C1—N2—P2 | 126.0 (2) | C29—C28—H28B | 109.0 |
C1—N2—H2A | 117.0 | C27—C28—H28B | 109.0 |
P2—N2—H2A | 117.0 | H28A—C28—H28B | 107.8 |
N2—C1—C10 | 120.6 (3) | C30—C29—C28 | 112.7 (4) |
N2—C1—C2 | 120.3 (3) | C30—C29—H29A | 109.1 |
C10—C1—C2 | 119.1 (3) | C28—C29—H29A | 109.1 |
C3—C2—C1 | 121.4 (3) | C30—C29—H29B | 109.1 |
C3—C2—H2B | 119.3 | C28—C29—H29B | 109.1 |
C1—C2—H2B | 119.3 | H29A—C29—H29B | 107.8 |
C2—C3—C4 | 121.2 (3) | C29—C30—C31 | 110.4 (5) |
C2—C3—H3A | 119.4 | C29—C30—H30A | 109.6 |
C4—C3—H3A | 119.4 | C31—C30—H30A | 109.6 |
C5—C4—C3 | 122.5 (3) | C29—C30—H30B | 109.6 |
C5—C4—C9 | 119.2 (3) | C31—C30—H30B | 109.6 |
C3—C4—C9 | 118.3 (3) | H30A—C30—H30B | 108.1 |
C6—C5—C4 | 121.6 (3) | C30—C31—C32 | 112.1 (5) |
C6—C5—H5A | 119.2 | C30—C31—H31A | 109.2 |
C4—C5—H5A | 119.2 | C32—C31—H31A | 109.2 |
C5—C6—C7 | 119.4 (3) | C30—C31—H31B | 109.2 |
C5—C6—H6A | 120.3 | C32—C31—H31B | 109.2 |
C7—C6—H6A | 120.3 | H31A—C31—H31B | 107.9 |
C8—C7—C6 | 121.0 (4) | C27—C32—C31 | 113.5 (4) |
C8—C7—H7A | 119.5 | C27—C32—H32A | 108.9 |
C6—C7—H7A | 119.5 | C31—C32—H32A | 108.9 |
C7—C8—C9 | 121.2 (3) | C27—C32—H32B | 108.9 |
C7—C8—H8A | 119.4 | C31—C32—H32B | 108.9 |
C9—C8—H8A | 119.4 | H32A—C32—H32B | 107.7 |
C8—C9—C10 | 122.8 (3) | C38—C33—C34 | 108.9 (4) |
C8—C9—C4 | 117.6 (3) | C38—C33—P2 | 117.7 (3) |
C10—C9—C4 | 119.6 (3) | C34—C33—P2 | 110.7 (3) |
C1—C10—C9 | 120.2 (3) | C38—C33—H33A | 106.3 |
C1—C10—C11 | 119.0 (3) | C34—C33—H33A | 106.3 |
C9—C10—C11 | 120.7 (3) | P2—C33—H33A | 106.3 |
C20—C11—C12 | 121.1 (3) | C35—C34—C33 | 111.5 (4) |
C20—C11—C10 | 117.9 (3) | C35—C34—H34A | 109.3 |
C12—C11—C10 | 121.0 (3) | C33—C34—H34A | 109.3 |
C13—C12—C11 | 122.9 (3) | C35—C34—H34B | 109.3 |
C13—C12—C17 | 117.7 (3) | C33—C34—H34B | 109.3 |
C11—C12—C17 | 119.4 (3) | H34A—C34—H34B | 108.0 |
C14—C13—C12 | 122.2 (4) | C34—C35—C36 | 110.7 (4) |
C14—C13—H13A | 118.9 | C34—C35—H35A | 109.5 |
C12—C13—H13A | 118.9 | C36—C35—H35A | 109.5 |
C13—C14—C15 | 119.4 (4) | C34—C35—H35B | 109.5 |
C13—C14—H14A | 120.3 | C36—C35—H35B | 109.5 |
C15—C14—H14A | 120.3 | H35A—C35—H35B | 108.1 |
C16—C15—C14 | 119.8 (4) | C37—C36—C35 | 112.6 (5) |
C16—C15—H15A | 120.1 | C37—C36—H36A | 109.1 |
C14—C15—H15A | 120.1 | C35—C36—H36A | 109.1 |
C15—C16—C17 | 122.9 (4) | C37—C36—H36B | 109.1 |
C15—C16—H16A | 118.5 | C35—C36—H36B | 109.1 |
C17—C16—H16A | 118.5 | H36A—C36—H36B | 107.8 |
C18—C17—C16 | 125.1 (3) | C36—C37—C38 | 111.7 (4) |
C18—C17—C12 | 117.1 (3) | C36—C37—H37A | 109.3 |
C16—C17—C12 | 117.8 (4) | C38—C37—H37A | 109.3 |
C19—C18—C17 | 123.5 (3) | C36—C37—H37B | 109.3 |
C19—C18—H18A | 118.3 | C38—C37—H37B | 109.3 |
C17—C18—H18A | 118.3 | H37A—C37—H37B | 107.9 |
C18—C19—C20 | 120.1 (4) | C33—C38—C37 | 112.3 (4) |
C18—C19—H19A | 120.0 | C33—C38—H38A | 109.2 |
C20—C19—H19A | 120.0 | C37—C38—H38A | 109.2 |
C11—C20—N1 | 122.7 (3) | C33—C38—H38B | 109.2 |
C11—C20—C19 | 118.8 (3) | C37—C38—H38B | 109.2 |
N1—C20—C19 | 118.5 (3) | H38A—C38—H38B | 107.9 |
C22—C21—C26 | 110.9 (3) | C40—C39—C44 | 110.4 (4) |
C22—C21—P1 | 109.4 (3) | C40—C39—P2 | 110.8 (4) |
C26—C21—P1 | 116.2 (3) | C44—C39—P2 | 110.9 (4) |
C22—C21—H21A | 106.6 | C40—C39—H39A | 108.2 |
C26—C21—H21A | 106.6 | C44—C39—H39A | 108.2 |
P1—C21—H21A | 106.6 | P2—C39—H39A | 108.2 |
C21—C22—C23 | 111.2 (4) | C39—C40—C41 | 112.5 (5) |
C21—C22—H22A | 109.4 | C39—C40—H40A | 109.1 |
C23—C22—H22A | 109.4 | C41—C40—H40A | 109.1 |
C21—C22—H22B | 109.4 | C39—C40—H40B | 109.1 |
C23—C22—H22B | 109.4 | C41—C40—H40B | 109.1 |
H22A—C22—H22B | 108.0 | H40A—C40—H40B | 107.8 |
C24—C23—C22 | 112.1 (4) | C42—C41—C40 | 112.8 (6) |
C24—C23—H23A | 109.2 | C42—C41—H41A | 109.0 |
C22—C23—H23A | 109.2 | C40—C41—H41A | 109.0 |
C24—C23—H23B | 109.2 | C42—C41—H41B | 109.0 |
C22—C23—H23B | 109.2 | C40—C41—H41B | 109.0 |
H23A—C23—H23B | 107.9 | H41A—C41—H41B | 107.8 |
C25—C24—C23 | 110.2 (4) | C43—C42—C41 | 111.1 (6) |
C25—C24—H24A | 109.6 | C43—C42—H42A | 109.4 |
C23—C24—H24A | 109.6 | C41—C42—H42A | 109.4 |
C25—C24—H24B | 109.6 | C43—C42—H42B | 109.4 |
C23—C24—H24B | 109.6 | C41—C42—H42B | 109.4 |
H24A—C24—H24B | 108.1 | H42A—C42—H42B | 108.0 |
C24—C25—C26 | 111.1 (4) | C42—C43—C44 | 113.1 (6) |
C24—C25—H25A | 109.4 | C42—C43—H43A | 109.0 |
C26—C25—H25A | 109.4 | C44—C43—H43A | 109.0 |
C24—C25—H25B | 109.4 | C42—C43—H43B | 109.0 |
C26—C25—H25B | 109.4 | C44—C43—H43B | 109.0 |
H25A—C25—H25B | 108.0 | H43A—C43—H43B | 107.8 |
C21—C26—C25 | 111.0 (4) | C39—C44—C43 | 113.8 (5) |
C21—C26—H26A | 109.4 | C39—C44—H44A | 108.8 |
C25—C26—H26A | 109.4 | C43—C44—H44A | 108.8 |
C21—C26—H26B | 109.4 | C39—C44—H44B | 108.8 |
C25—C26—H26B | 109.4 | C43—C44—H44B | 108.8 |
H26A—C26—H26B | 108.0 | H44A—C44—H44B | 107.7 |
C27—P1—N1—C20 | 148.5 (3) | C12—C11—C20—C19 | −0.6 (5) |
C21—P1—N1—C20 | −106.2 (3) | C10—C11—C20—C19 | 178.1 (3) |
C33—P2—N2—C1 | 155.0 (3) | P1—N1—C20—C11 | 149.8 (3) |
C39—P2—N2—C1 | −99.2 (3) | P1—N1—C20—C19 | −32.8 (4) |
P2—N2—C1—C10 | 163.9 (3) | C18—C19—C20—C11 | −1.1 (5) |
P2—N2—C1—C2 | −18.5 (5) | C18—C19—C20—N1 | −178.6 (3) |
N2—C1—C2—C3 | 179.2 (4) | N1—P1—C21—C22 | 77.7 (3) |
C10—C1—C2—C3 | −3.2 (6) | C27—P1—C21—C22 | −179.8 (3) |
C1—C2—C3—C4 | −0.1 (6) | N1—P1—C21—C26 | −48.9 (3) |
C2—C3—C4—C5 | −178.5 (4) | C27—P1—C21—C26 | 53.7 (4) |
C2—C3—C4—C9 | 1.5 (6) | C26—C21—C22—C23 | −54.1 (5) |
C3—C4—C5—C6 | 178.9 (4) | P1—C21—C22—C23 | 176.4 (3) |
C9—C4—C5—C6 | −1.1 (6) | C21—C22—C23—C24 | 54.7 (6) |
C4—C5—C6—C7 | −0.4 (7) | C22—C23—C24—C25 | −56.0 (6) |
C5—C6—C7—C8 | 1.5 (6) | C23—C24—C25—C26 | 57.0 (7) |
C6—C7—C8—C9 | −1.2 (6) | C22—C21—C26—C25 | 55.5 (5) |
C7—C8—C9—C10 | −179.2 (3) | P1—C21—C26—C25 | −178.7 (3) |
C7—C8—C9—C4 | −0.3 (6) | C24—C25—C26—C21 | −57.5 (6) |
C5—C4—C9—C8 | 1.4 (5) | N1—P1—C27—C32 | −79.0 (3) |
C3—C4—C9—C8 | −178.6 (4) | C21—P1—C27—C32 | 175.9 (3) |
C5—C4—C9—C10 | −179.7 (3) | N1—P1—C27—C28 | 158.3 (3) |
C3—C4—C9—C10 | 0.3 (5) | C21—P1—C27—C28 | 53.2 (3) |
N2—C1—C10—C9 | −177.4 (3) | C32—C27—C28—C29 | 52.0 (5) |
C2—C1—C10—C9 | 5.0 (5) | P1—C27—C28—C29 | 175.0 (3) |
N2—C1—C10—C11 | 5.4 (5) | C27—C28—C29—C30 | −54.8 (6) |
C2—C1—C10—C11 | −172.2 (3) | C28—C29—C30—C31 | 54.4 (7) |
C8—C9—C10—C1 | 175.3 (3) | C29—C30—C31—C32 | −53.9 (6) |
C4—C9—C10—C1 | −3.6 (5) | C28—C27—C32—C31 | −52.0 (5) |
C8—C9—C10—C11 | −7.6 (5) | P1—C27—C32—C31 | −176.9 (4) |
C4—C9—C10—C11 | 173.6 (3) | C30—C31—C32—C27 | 54.5 (6) |
C1—C10—C11—C20 | 79.9 (4) | N2—P2—C33—C38 | 48.2 (4) |
C9—C10—C11—C20 | −97.3 (4) | C39—P2—C33—C38 | −57.0 (4) |
C1—C10—C11—C12 | −101.4 (4) | N2—P2—C33—C34 | −77.9 (3) |
C9—C10—C11—C12 | 81.4 (4) | C39—P2—C33—C34 | 176.9 (3) |
C20—C11—C12—C13 | −178.3 (3) | C38—C33—C34—C35 | 57.4 (5) |
C10—C11—C12—C13 | 3.0 (5) | P2—C33—C34—C35 | −171.8 (3) |
C20—C11—C12—C17 | 2.3 (5) | C33—C34—C35—C36 | −56.7 (5) |
C10—C11—C12—C17 | −176.4 (3) | C34—C35—C36—C37 | 54.3 (6) |
C11—C12—C13—C14 | −177.9 (3) | C35—C36—C37—C38 | −52.9 (7) |
C17—C12—C13—C14 | 1.5 (5) | C34—C33—C38—C37 | −55.7 (5) |
C12—C13—C14—C15 | −0.1 (6) | P2—C33—C38—C37 | 177.3 (4) |
C13—C14—C15—C16 | −0.5 (7) | C36—C37—C38—C33 | 54.4 (6) |
C14—C15—C16—C17 | −0.5 (7) | N2—P2—C39—C40 | −174.4 (4) |
C15—C16—C17—C18 | −178.9 (4) | C33—P2—C39—C40 | −70.3 (4) |
C15—C16—C17—C12 | 2.0 (6) | N2—P2—C39—C44 | 62.6 (4) |
C13—C12—C17—C18 | 178.4 (3) | C33—P2—C39—C44 | 166.7 (3) |
C11—C12—C17—C18 | −2.1 (5) | C44—C39—C40—C41 | −52.1 (7) |
C13—C12—C17—C16 | −2.4 (5) | P2—C39—C40—C41 | −175.4 (5) |
C11—C12—C17—C16 | 177.0 (3) | C39—C40—C41—C42 | 53.7 (7) |
C16—C17—C18—C19 | −178.7 (4) | C40—C41—C42—C43 | −52.5 (8) |
C12—C17—C18—C19 | 0.4 (6) | C41—C42—C43—C44 | 51.6 (9) |
C17—C18—C19—C20 | 1.3 (6) | C40—C39—C44—C43 | 51.7 (7) |
C12—C11—C20—N1 | 176.7 (3) | P2—C39—C44—C43 | 175.0 (4) |
C10—C11—C20—N1 | −4.6 (5) | C42—C43—C44—C39 | −52.7 (8) |