Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806020320/hb2073sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806020320/hb2073Isup2.hkl |
CCDC reference: 614864
Key indicators
- Single-crystal X-ray study
- T = 291 K
- Mean (C-C) = 0.003 Å
- Disorder in main residue
- R factor = 0.044
- wR factor = 0.093
- Data-to-parameter ratio = 17.9
checkCIF/PLATON results
No syntax errors found
Alert level A PLAT220_ALERT_2_A Large Non-Solvent C Ueq(max)/Ueq(min) ... 5.66 Ratio
Author Response: The data collection was performed at room temperature and the position C1 is disordered over two positions C1 and C1'. This is not unusual for such parts of the molecule, especially at room temperature. |
PLAT241_ALERT_2_A Check High Ueq as Compared to Neighbors for C1
Author Response: The data collection was performed at room temperature and the position C1 is disordered over two positions C1 and C1'. This is not unusual for such parts of the molecule, especially at room temperature. |
Alert level B PLAT215_ALERT_3_B Disordered C1' has ADP max/min Ratio ....... 4.20 PLAT222_ALERT_3_B Large Non-Solvent H Ueq(max)/Ueq(min) ... 4.92 Ratio PLAT241_ALERT_2_B Check High Ueq as Compared to Neighbors for C1'
Author Response: The data collection was performed at room temperature and the position C1 is disordered over two positions C1 and C1'. This is not unusual for such parts of the molecule, especially at room temperature. |
PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for C2
Alert level C PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C45
Author Response: The data collection was performed at room temperature and the position C1 is disordered over two positions C1 and C1'. This is not unusual for such parts of the molecule, especially at room temperature. |
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C3 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C41 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C51 PLAT301_ALERT_3_C Main Residue Disorder ......................... 2.00 Perc. PLAT420_ALERT_2_C D-H Without Acceptor N1 - H1A ... ? PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 2
2 ALERT level A = In general: serious problem 4 ALERT level B = Potentially serious problem 7 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 9 ALERT type 2 Indicator that the structure model may be wrong or deficient 3 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: COLLECT (Nonius, 1998); cell refinement: DENZO and SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO and SCALEPACK; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL-Plus (Sheldrick, 1991); software used to prepare material for publication: SHELXL97, PARST95 (Nardelli, 1995) and PLATON (Spek, 2003).
C40H32N2O2P2 | Z = 2 |
Mr = 634.62 | F(000) = 664 |
Triclinic, P1 | Dx = 1.267 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 11.3740 (7) Å | Cell parameters from 26936 reflections |
b = 12.5567 (8) Å | θ = 3.0–27.6° |
c = 13.1164 (12) Å | µ = 0.17 mm−1 |
α = 115.644 (4)° | T = 291 K |
β = 97.432 (5)° | Block, colourless |
γ = 92.527 (4)° | 0.50 × 0.30 × 0.16 mm |
V = 1664.1 (2) Å3 |
Nonius KappaCCD diffractometer | 3761 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.032 |
Graphite monochromator | θmax = 27.6°, θmin = 3.0° |
Detector resolution: 19 vertical, 18 horizontal pixels mm-1 | h = −14→14 |
517 frames via ω–rotation (Δω=1°) and two times 10 s per frame (five sets at different κ–angles) scans | k = −16→16 |
26936 measured reflections | l = −17→16 |
7593 independent reflections |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.044 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.093 | H-atom parameters constrained |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0298P)2] where P = (Fo2 + 2Fc2)/3 |
7593 reflections | (Δ/σ)max = 0.002 |
424 parameters | Δρmax = 0.29 e Å−3 |
0 restraints | Δρmin = −0.25 e Å−3 |
Experimental. 13C NMR (125 MHz, CDCl3): δ 43.4 (CH2), 116.3 (CH2), 123.8 (CH), 124.8 (CH), 127.4 (C), 128.4 (m, CH), 129.0 (C), 130.6 (CH), 134.0 (m, CH), 134.5 (CH), 136.3 (C), 153.1 (C), 154.4 (C); MS (FAB+ LR): m/z (%) = 635.5 (M+H)+, (30), 551 (10); exact mass (FAB+ HR): 634.1942 (M)+, (90) (calculated for C40H32N2O2P2 634.1939). 1H NMR (500 MHz, CDCl3): δ 3.92 (t, 2H, J = 5.5), 5.15 (d v. d, 2H, J = 25.2 and 17.2), 5.40 (t, 2H, J = 5.5), 5.88, (m, 1H), 6.51 (d, 2H, J = 7.7), 6.99 (t, 2H, J = 8.0), 7.17–7.32 (bs, 20H), 7.51 (d, 2H, J = 8.0); 13C NMR (125 MHz, CDCl3): δ [p.p.m.] = 43.4 (CH2), 116.3 (CH2), 123.8 (CH), 124.8 (CH), 127.4 (C), 128.4 (m, CH), 129.0 (C), 130.6 (CH), 134.0 (m, CH), 134.5 (CH), 136.3 (C), 153.1 (C), 154.4 (C); 31P NMR (81 MHz, CDCl3): δ [p.p.m.] = -17.3; IR (KBr plate): ν [cm-1] 737 (w), 908 (w), 1025 (m), 1093 (m), 1227 (m), 1259 (w), 1321 (m), 1414 (w), 1462 (m), 1504 (m), 1681 (m), 2925 (s), 2962 (s), 3055 (s), 3070 (s). MS (FAB+ LR): m/z (%) = 635.5 (M+H)+, (30), 551 (10); exact mass (FAB+ HR): 634.1942 (M)+, (90), (calcd. for C40H32O2N2P2 634.1939). |
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 | Occ. (<1) | |
P1 | 0.74790 (4) | 0.31610 (4) | 0.04621 (4) | 0.05418 (15) | |
P2 | 0.85034 (5) | 0.15713 (4) | 0.26608 (4) | 0.05601 (16) | |
O1 | 0.58689 (12) | 0.69101 (13) | 0.49767 (12) | 0.0793 (4) | |
O2 | 0.74847 (9) | 0.37688 (9) | 0.28939 (9) | 0.0478 (3) | |
N1 | 0.63292 (14) | 0.60546 (15) | 0.61469 (14) | 0.0721 (5) | |
H1A | 0.6834 | 0.5672 | 0.6362 | 0.086* | |
N2 | 0.74956 (12) | 0.58864 (12) | 0.47533 (11) | 0.0489 (4) | |
C1' | 0.5303 (5) | 0.7761 (11) | 0.8720 (6) | 0.235 (6) | 0.50 |
H1'1 | 0.5758 | 0.8413 | 0.9328 | 0.282* | 0.50 |
H1'2 | 0.4710 | 0.7328 | 0.8857 | 0.282* | 0.50 |
C1 | 0.6101 (11) | 0.8232 (7) | 0.8289 (8) | 0.246 (7) | 0.50 |
H1B | 0.6103 | 0.8587 | 0.9076 | 0.295* | 0.50 |
H1C | 0.6637 | 0.8540 | 0.7980 | 0.295* | 0.50 |
C2 | 0.5483 (3) | 0.7472 (4) | 0.7741 (3) | 0.1489 (15) | |
H2 | 0.5817 | 0.8107 | 0.7648 | 0.179* | |
C3 | 0.53038 (18) | 0.6404 (2) | 0.67228 (18) | 0.0814 (7) | |
H3A | 0.4670 | 0.6472 | 0.6190 | 0.098* | |
H3B | 0.5026 | 0.5770 | 0.6897 | 0.098* | |
C4 | 0.65052 (17) | 0.63184 (16) | 0.52826 (16) | 0.0570 (5) | |
C5 | 0.75369 (14) | 0.58856 (15) | 0.36685 (14) | 0.0477 (4) | |
C6 | 0.76249 (16) | 0.69084 (16) | 0.35164 (16) | 0.0586 (5) | |
H6A | 0.7652 | 0.7649 | 0.4137 | 0.070* | |
C7 | 0.76724 (17) | 0.68221 (16) | 0.24415 (17) | 0.0664 (6) | |
H7A | 0.7731 | 0.7509 | 0.2338 | 0.080* | |
C8 | 0.76345 (16) | 0.57207 (16) | 0.15095 (16) | 0.0623 (5) | |
H8A | 0.7658 | 0.5682 | 0.0788 | 0.075* | |
C9 | 0.75615 (14) | 0.46737 (15) | 0.16304 (14) | 0.0480 (4) | |
C10 | 0.75251 (14) | 0.47945 (14) | 0.27323 (14) | 0.0449 (4) | |
C11 | 0.80958 (14) | 0.39083 (15) | 0.39440 (14) | 0.0435 (4) | |
C12 | 0.86533 (14) | 0.29690 (14) | 0.39785 (14) | 0.0446 (4) | |
C13 | 0.93052 (15) | 0.31651 (15) | 0.50367 (15) | 0.0520 (5) | |
H13A | 0.9696 | 0.2555 | 0.5098 | 0.062* | |
C14 | 0.93794 (15) | 0.42470 (16) | 0.59925 (15) | 0.0539 (5) | |
H14A | 0.9823 | 0.4357 | 0.6685 | 0.065* | |
C15 | 0.88025 (15) | 0.51616 (15) | 0.59286 (14) | 0.0503 (5) | |
H15A | 0.8868 | 0.5892 | 0.6571 | 0.060* | |
C16 | 0.81230 (14) | 0.49899 (14) | 0.49011 (14) | 0.0457 (4) | |
C21 | 0.71072 (16) | 0.34200 (14) | −0.08080 (15) | 0.0507 (5) | |
C22 | 0.77950 (17) | 0.31156 (16) | −0.16603 (16) | 0.0597 (5) | |
H22A | 0.8540 | 0.2868 | −0.1552 | 0.072* | |
C23 | 0.7393 (2) | 0.31719 (17) | −0.26817 (17) | 0.0705 (6) | |
H23A | 0.7870 | 0.2956 | −0.3250 | 0.085* | |
C24 | 0.6315 (2) | 0.35379 (18) | −0.28574 (19) | 0.0764 (6) | |
H24A | 0.6049 | 0.3569 | −0.3544 | 0.092* | |
C25 | 0.5618 (2) | 0.3862 (2) | −0.2015 (2) | 0.0804 (6) | |
H25A | 0.4884 | 0.4129 | −0.2122 | 0.097* | |
C26 | 0.60096 (18) | 0.37933 (17) | −0.10046 (18) | 0.0688 (6) | |
H26A | 0.5524 | 0.4003 | −0.0444 | 0.083* | |
C31 | 0.90558 (17) | 0.29391 (16) | 0.04548 (14) | 0.0541 (5) | |
C32 | 0.9338 (2) | 0.17823 (18) | 0.00049 (17) | 0.0751 (6) | |
H32A | 0.8734 | 0.1157 | −0.0255 | 0.090* | |
C33 | 1.0508 (3) | 0.1543 (2) | −0.0064 (2) | 0.0948 (8) | |
H33A | 1.0683 | 0.0759 | −0.0387 | 0.114* | |
C34 | 1.1410 (2) | 0.2458 (3) | 0.0345 (2) | 0.0972 (8) | |
H34A | 1.2198 | 0.2295 | 0.0315 | 0.117* | |
C35 | 1.1153 (2) | 0.3610 (2) | 0.07956 (18) | 0.0830 (7) | |
H35A | 1.1763 | 0.4231 | 0.1068 | 0.100* | |
C36 | 0.99838 (18) | 0.38446 (18) | 0.08446 (15) | 0.0649 (5) | |
H36A | 0.9814 | 0.4630 | 0.1146 | 0.078* | |
C41 | 0.71800 (16) | 0.07943 (15) | 0.27976 (17) | 0.0608 (5) | |
C42 | 0.6680 (2) | 0.1113 (2) | 0.3768 (2) | 0.0850 (7) | |
H42A | 0.7028 | 0.1779 | 0.4431 | 0.102* | |
C43 | 0.5670 (2) | 0.0473 (3) | 0.3793 (3) | 0.1111 (9) | |
H43A | 0.5347 | 0.0717 | 0.4464 | 0.133* | |
C44 | 0.5153 (2) | −0.0504 (3) | 0.2846 (4) | 0.1256 (11) | |
H44A | 0.4488 | −0.0949 | 0.2865 | 0.151* | |
C45 | 0.5615 (3) | −0.0826 (2) | 0.1867 (3) | 0.1462 (13) | |
H45A | 0.5258 | −0.1493 | 0.1209 | 0.175* | |
C46 | 0.6612 (2) | −0.0178 (2) | 0.1830 (2) | 0.1092 (9) | |
H46A | 0.6902 | −0.0403 | 0.1143 | 0.131* | |
C51 | 0.97135 (18) | 0.08402 (16) | 0.30581 (15) | 0.0575 (5) | |
C52 | 0.9585 (2) | −0.00383 (19) | 0.34004 (19) | 0.0806 (6) | |
H52A | 0.8830 | −0.0297 | 0.3460 | 0.097* | |
C53 | 1.0564 (3) | −0.0548 (2) | 0.3660 (2) | 0.1073 (9) | |
H53A | 1.0458 | −0.1146 | 0.3888 | 0.129* | |
C54 | 1.1681 (3) | −0.0182 (3) | 0.3584 (2) | 0.1053 (9) | |
H54A | 1.2335 | −0.0521 | 0.3769 | 0.126* | |
C55 | 1.1833 (2) | 0.0680 (2) | 0.3236 (2) | 0.1007 (9) | |
H55A | 1.2593 | 0.0936 | 0.3184 | 0.121* | |
C56 | 1.0856 (2) | 0.11748 (18) | 0.2960 (2) | 0.0833 (7) | |
H56A | 1.0967 | 0.1749 | 0.2702 | 0.100* |
U11 | U22 | U33 | U12 | U13 | U23 | |
P1 | 0.0639 (3) | 0.0514 (3) | 0.0443 (3) | 0.0044 (2) | 0.0113 (2) | 0.0180 (2) |
P2 | 0.0681 (4) | 0.0488 (3) | 0.0497 (3) | 0.0083 (3) | 0.0126 (2) | 0.0196 (2) |
O1 | 0.0754 (10) | 0.1015 (11) | 0.0671 (9) | 0.0438 (9) | 0.0202 (7) | 0.0376 (8) |
O2 | 0.0533 (7) | 0.0452 (7) | 0.0424 (7) | 0.0032 (6) | 0.0054 (6) | 0.0179 (5) |
N1 | 0.0665 (11) | 0.0947 (13) | 0.0671 (11) | 0.0293 (9) | 0.0294 (9) | 0.0401 (10) |
N2 | 0.0503 (9) | 0.0504 (9) | 0.0441 (9) | 0.0148 (7) | 0.0138 (7) | 0.0167 (7) |
C1' | 0.080 (4) | 0.440 (16) | 0.058 (4) | −0.064 (6) | 0.037 (3) | −0.005 (6) |
C1 | 0.425 (19) | 0.121 (6) | 0.130 (8) | 0.031 (9) | −0.121 (11) | 0.045 (5) |
C2 | 0.114 (3) | 0.180 (4) | 0.092 (3) | −0.004 (2) | 0.032 (2) | 0.002 (2) |
C3 | 0.0644 (14) | 0.1052 (18) | 0.0712 (15) | 0.0221 (13) | 0.0295 (12) | 0.0296 (14) |
C4 | 0.0530 (13) | 0.0571 (12) | 0.0478 (12) | 0.0104 (10) | 0.0065 (10) | 0.0114 (10) |
C5 | 0.0486 (11) | 0.0458 (11) | 0.0466 (11) | 0.0109 (8) | 0.0090 (8) | 0.0176 (9) |
C6 | 0.0668 (13) | 0.0478 (11) | 0.0539 (13) | 0.0117 (9) | 0.0099 (10) | 0.0154 (9) |
C7 | 0.0868 (16) | 0.0490 (12) | 0.0671 (14) | 0.0079 (10) | 0.0134 (11) | 0.0287 (11) |
C8 | 0.0784 (14) | 0.0593 (13) | 0.0526 (12) | 0.0100 (11) | 0.0175 (10) | 0.0261 (10) |
C9 | 0.0488 (11) | 0.0488 (11) | 0.0476 (11) | 0.0062 (9) | 0.0121 (8) | 0.0212 (9) |
C10 | 0.0414 (10) | 0.0455 (11) | 0.0483 (11) | 0.0066 (8) | 0.0096 (8) | 0.0203 (9) |
C11 | 0.0382 (10) | 0.0502 (11) | 0.0418 (10) | 0.0004 (8) | 0.0080 (8) | 0.0201 (9) |
C12 | 0.0431 (10) | 0.0466 (10) | 0.0481 (11) | 0.0051 (8) | 0.0119 (8) | 0.0236 (8) |
C13 | 0.0530 (12) | 0.0530 (11) | 0.0559 (12) | 0.0066 (9) | 0.0135 (9) | 0.0284 (10) |
C14 | 0.0520 (12) | 0.0638 (12) | 0.0452 (11) | 0.0038 (10) | 0.0050 (9) | 0.0246 (10) |
C15 | 0.0485 (11) | 0.0526 (11) | 0.0435 (11) | 0.0020 (9) | 0.0098 (9) | 0.0151 (9) |
C16 | 0.0437 (10) | 0.0471 (10) | 0.0455 (11) | 0.0063 (9) | 0.0126 (8) | 0.0182 (9) |
C21 | 0.0513 (12) | 0.0485 (11) | 0.0461 (11) | 0.0031 (9) | 0.0071 (9) | 0.0156 (8) |
C22 | 0.0626 (13) | 0.0664 (13) | 0.0496 (12) | 0.0110 (10) | 0.0097 (10) | 0.0247 (10) |
C23 | 0.0848 (17) | 0.0758 (14) | 0.0534 (13) | 0.0118 (12) | 0.0168 (11) | 0.0292 (11) |
C24 | 0.0922 (18) | 0.0781 (15) | 0.0600 (14) | −0.0006 (13) | −0.0031 (13) | 0.0366 (12) |
C25 | 0.0644 (15) | 0.0955 (17) | 0.0871 (18) | 0.0107 (12) | −0.0016 (13) | 0.0493 (14) |
C26 | 0.0610 (14) | 0.0815 (15) | 0.0696 (15) | 0.0122 (11) | 0.0156 (11) | 0.0370 (12) |
C31 | 0.0690 (13) | 0.0537 (12) | 0.0394 (10) | 0.0163 (11) | 0.0127 (9) | 0.0185 (9) |
C32 | 0.0874 (17) | 0.0649 (14) | 0.0743 (15) | 0.0220 (12) | 0.0219 (12) | 0.0285 (12) |
C33 | 0.114 (2) | 0.0842 (18) | 0.0973 (19) | 0.0523 (18) | 0.0418 (17) | 0.0396 (15) |
C34 | 0.0759 (18) | 0.123 (2) | 0.0905 (19) | 0.0393 (18) | 0.0227 (14) | 0.0401 (18) |
C35 | 0.0708 (17) | 0.0947 (18) | 0.0675 (14) | 0.0100 (14) | 0.0147 (12) | 0.0203 (13) |
C36 | 0.0665 (14) | 0.0650 (13) | 0.0526 (12) | 0.0140 (12) | 0.0116 (10) | 0.0151 (10) |
C41 | 0.0564 (12) | 0.0472 (11) | 0.0675 (13) | 0.0034 (10) | 0.0054 (11) | 0.0167 (10) |
C42 | 0.0789 (17) | 0.0811 (15) | 0.0841 (17) | −0.0202 (13) | 0.0144 (13) | 0.0290 (13) |
C43 | 0.094 (2) | 0.101 (2) | 0.133 (2) | −0.0148 (17) | 0.0379 (17) | 0.045 (2) |
C44 | 0.082 (2) | 0.085 (2) | 0.189 (3) | −0.0146 (17) | 0.042 (2) | 0.039 (2) |
C45 | 0.101 (2) | 0.093 (2) | 0.162 (3) | −0.0365 (18) | 0.028 (2) | −0.017 (2) |
C46 | 0.0797 (18) | 0.0876 (18) | 0.106 (2) | −0.0141 (15) | 0.0195 (14) | −0.0064 (15) |
C51 | 0.0659 (14) | 0.0455 (11) | 0.0544 (12) | 0.0095 (10) | 0.0164 (10) | 0.0141 (9) |
C52 | 0.0868 (17) | 0.0723 (15) | 0.0995 (18) | 0.0266 (13) | 0.0283 (13) | 0.0483 (14) |
C53 | 0.125 (2) | 0.105 (2) | 0.123 (2) | 0.054 (2) | 0.0373 (19) | 0.0707 (18) |
C54 | 0.098 (2) | 0.092 (2) | 0.099 (2) | 0.0429 (18) | 0.0086 (16) | 0.0169 (16) |
C55 | 0.0646 (17) | 0.0725 (17) | 0.135 (2) | 0.0150 (14) | 0.0187 (15) | 0.0166 (16) |
C56 | 0.0754 (17) | 0.0564 (13) | 0.1127 (19) | 0.0106 (12) | 0.0253 (14) | 0.0295 (13) |
P1—C31 | 1.8277 (19) | C21—C22 | 1.375 (2) |
P1—C21 | 1.8326 (18) | C21—C26 | 1.385 (2) |
P1—C9 | 1.8418 (17) | C22—C23 | 1.391 (2) |
P1—P2 | 4.2400 (7) | C22—H22A | 0.9300 |
P2—C41 | 1.828 (2) | C23—C24 | 1.356 (3) |
P2—C51 | 1.8300 (19) | C23—H23A | 0.9300 |
P2—C12 | 1.8353 (17) | C24—C25 | 1.371 (3) |
O1—C4 | 1.211 (2) | C24—H24A | 0.9300 |
O2—C10 | 1.3927 (18) | C25—C26 | 1.382 (3) |
O2—C11 | 1.3941 (18) | C25—H25A | 0.9300 |
N1—C4 | 1.346 (2) | C26—H26A | 0.9300 |
N1—C3 | 1.452 (2) | C31—C32 | 1.382 (2) |
N1—H1A | 0.8600 | C31—C36 | 1.386 (2) |
N2—C4 | 1.406 (2) | C32—C33 | 1.382 (3) |
N2—C16 | 1.428 (2) | C32—H32A | 0.9300 |
N2—C5 | 1.429 (2) | C33—C34 | 1.373 (3) |
C1'—C2 | 1.222 (6) | C33—H33A | 0.9300 |
C1'—H1'1 | 0.9300 | C34—C35 | 1.367 (3) |
C1'—H1'2 | 0.9300 | C34—H34A | 0.9300 |
C1—C2 | 1.067 (9) | C35—C36 | 1.378 (3) |
C1—H1B | 0.9300 | C35—H35A | 0.9300 |
C1—H1C | 0.9300 | C36—H36A | 0.9300 |
C2—C3 | 1.407 (4) | C41—C42 | 1.368 (3) |
C2—H2 | 0.9300 | C41—C46 | 1.377 (3) |
C3—H3A | 0.9700 | C42—C43 | 1.384 (3) |
C3—H3B | 0.9700 | C42—H42A | 0.9300 |
C5—C6 | 1.384 (2) | C43—C44 | 1.350 (4) |
C5—C10 | 1.387 (2) | C43—H43A | 0.9300 |
C6—C7 | 1.375 (2) | C44—C45 | 1.354 (4) |
C6—H6A | 0.9300 | C44—H44A | 0.9300 |
C7—C8 | 1.388 (2) | C45—C46 | 1.384 (4) |
C7—H7A | 0.9300 | C45—H45A | 0.9300 |
C8—C9 | 1.391 (2) | C46—H46A | 0.9300 |
C8—H8A | 0.9300 | C51—C52 | 1.368 (3) |
C9—C10 | 1.393 (2) | C51—C56 | 1.387 (3) |
C11—C12 | 1.378 (2) | C52—C53 | 1.384 (3) |
C11—C16 | 1.390 (2) | C52—H52A | 0.9300 |
C12—C13 | 1.400 (2) | C53—C54 | 1.362 (3) |
C13—C14 | 1.383 (2) | C53—H53A | 0.9300 |
C13—H13A | 0.9300 | C54—C55 | 1.356 (3) |
C14—C15 | 1.376 (2) | C54—H54A | 0.9300 |
C14—H14A | 0.9300 | C55—C56 | 1.380 (3) |
C15—C16 | 1.387 (2) | C55—H55A | 0.9300 |
C15—H15A | 0.9300 | C56—H56A | 0.9300 |
C31—P1—C21 | 101.67 (8) | C15—C16—N2 | 123.61 (15) |
C31—P1—C9 | 101.78 (8) | C11—C16—N2 | 117.74 (15) |
C21—P1—C9 | 101.67 (8) | C22—C21—C26 | 117.35 (17) |
C31—P1—P2 | 71.47 (6) | C22—C21—P1 | 123.15 (14) |
C21—P1—P2 | 163.14 (6) | C26—C21—P1 | 118.93 (15) |
C9—P1—P2 | 94.88 (6) | C21—C22—C23 | 121.01 (18) |
C41—P2—C51 | 102.49 (9) | C21—C22—H22A | 119.5 |
C41—P2—C12 | 100.46 (8) | C23—C22—H22A | 119.5 |
C51—P2—C12 | 100.36 (8) | C24—C23—C22 | 120.7 (2) |
C41—P2—P1 | 109.10 (6) | C24—C23—H23A | 119.7 |
C51—P2—P1 | 141.96 (7) | C22—C23—H23A | 119.7 |
C12—P2—P1 | 94.30 (5) | C23—C24—C25 | 119.5 (2) |
C10—O2—C11 | 114.83 (12) | C23—C24—H24A | 120.3 |
C4—N1—C3 | 121.25 (17) | C25—C24—H24A | 120.3 |
C4—N1—H1A | 119.4 | C24—C25—C26 | 119.9 (2) |
C3—N1—H1A | 119.4 | C24—C25—H25A | 120.0 |
C4—N2—C16 | 123.11 (15) | C26—C25—H25A | 120.0 |
C4—N2—C5 | 117.25 (14) | C25—C26—C21 | 121.5 (2) |
C16—N2—C5 | 113.14 (13) | C25—C26—H26A | 119.2 |
C2—C1'—H1'1 | 120.0 | C21—C26—H26A | 119.2 |
C2—C1'—H1'2 | 120.0 | C32—C31—C36 | 117.75 (18) |
H1'1—C1'—H1'2 | 120.0 | C32—C31—P1 | 117.48 (16) |
C2—C1—H1B | 120.0 | C36—C31—P1 | 124.75 (14) |
C2—C1—H1C | 120.0 | C31—C32—C33 | 120.8 (2) |
H1B—C1—H1C | 120.0 | C31—C32—H32A | 119.6 |
C1—C2—C1' | 73.0 (7) | C33—C32—H32A | 119.6 |
C1—C2—C3 | 144.6 (9) | C34—C33—C32 | 120.1 (2) |
C1'—C2—C3 | 135.0 (8) | C34—C33—H33A | 120.0 |
C1—C2—H2 | 46.9 | C32—C33—H33A | 120.0 |
C1'—C2—H2 | 112.5 | C35—C34—C33 | 120.1 (2) |
C3—C2—H2 | 112.5 | C35—C34—H34A | 119.9 |
C2—C3—N1 | 116.6 (2) | C33—C34—H34A | 119.9 |
C2—C3—H3A | 108.1 | C34—C35—C36 | 119.6 (2) |
N1—C3—H3A | 108.1 | C34—C35—H35A | 120.2 |
C2—C3—H3B | 108.1 | C36—C35—H35A | 120.2 |
N1—C3—H3B | 108.1 | C35—C36—C31 | 121.59 (19) |
H3A—C3—H3B | 107.3 | C35—C36—H36A | 119.2 |
O1—C4—N1 | 122.93 (19) | C31—C36—H36A | 119.2 |
O1—C4—N2 | 120.79 (19) | C42—C41—C46 | 116.8 (2) |
N1—C4—N2 | 116.27 (17) | C42—C41—P2 | 125.85 (15) |
C6—C5—C10 | 118.96 (17) | C46—C41—P2 | 117.31 (18) |
C6—C5—N2 | 123.62 (15) | C41—C42—C43 | 122.0 (2) |
C10—C5—N2 | 117.39 (15) | C41—C42—H42A | 119.0 |
C7—C6—C5 | 119.57 (17) | C43—C42—H42A | 119.0 |
C7—C6—H6A | 120.2 | C44—C43—C42 | 120.3 (3) |
C5—C6—H6A | 120.2 | C44—C43—H43A | 119.9 |
C6—C7—C8 | 120.67 (18) | C42—C43—H43A | 119.9 |
C6—C7—H7A | 119.7 | C43—C44—C45 | 119.0 (3) |
C8—C7—H7A | 119.7 | C43—C44—H44A | 120.5 |
C7—C8—C9 | 121.46 (18) | C45—C44—H44A | 120.5 |
C7—C8—H8A | 119.3 | C44—C45—C46 | 121.0 (3) |
C9—C8—H8A | 119.3 | C44—C45—H45A | 119.5 |
C8—C9—C10 | 116.34 (16) | C46—C45—H45A | 119.5 |
C8—C9—P1 | 125.66 (14) | C41—C46—C45 | 120.9 (3) |
C10—C9—P1 | 117.99 (13) | C41—C46—H46A | 119.6 |
C5—C10—O2 | 118.97 (15) | C45—C46—H46A | 119.6 |
C5—C10—C9 | 122.97 (16) | C52—C51—C56 | 117.15 (19) |
O2—C10—C9 | 118.05 (15) | C52—C51—P2 | 125.79 (17) |
C12—C11—C16 | 123.26 (15) | C56—C51—P2 | 117.01 (16) |
C12—C11—O2 | 118.28 (15) | C51—C52—C53 | 120.9 (2) |
C16—C11—O2 | 118.46 (15) | C51—C52—H52A | 119.5 |
C11—C12—C13 | 116.46 (15) | C53—C52—H52A | 119.5 |
C11—C12—P2 | 118.80 (12) | C54—C53—C52 | 120.7 (3) |
C13—C12—P2 | 124.74 (13) | C54—C53—H53A | 119.6 |
C14—C13—C12 | 121.34 (16) | C52—C53—H53A | 119.6 |
C14—C13—H13A | 119.3 | C55—C54—C53 | 119.6 (3) |
C12—C13—H13A | 119.3 | C55—C54—H54A | 120.2 |
C15—C14—C13 | 120.60 (16) | C53—C54—H54A | 120.2 |
C15—C14—H14A | 119.7 | C54—C55—C56 | 119.7 (2) |
C13—C14—H14A | 119.7 | C54—C55—H55A | 120.1 |
C14—C15—C16 | 119.67 (16) | C56—C55—H55A | 120.1 |
C14—C15—H15A | 120.2 | C55—C56—C51 | 121.8 (2) |
C16—C15—H15A | 120.2 | C55—C56—H56A | 119.1 |
C15—C16—C11 | 118.57 (16) | C51—C56—H56A | 119.1 |
C31—P1—P2—C41 | −156.44 (9) | O2—C11—C16—C15 | −175.34 (14) |
C21—P1—P2—C41 | −88.2 (2) | C12—C11—C16—N2 | −179.20 (15) |
C9—P1—P2—C41 | 102.76 (8) | O2—C11—C16—N2 | 1.5 (2) |
C31—P1—P2—C51 | −11.94 (11) | C4—N2—C16—C15 | −68.0 (2) |
C21—P1—P2—C51 | 56.3 (2) | C5—N2—C16—C15 | 141.19 (16) |
C9—P1—P2—C51 | −112.75 (11) | C4—N2—C16—C11 | 115.37 (17) |
C31—P1—P2—C12 | 100.93 (8) | C5—N2—C16—C11 | −35.4 (2) |
C21—P1—P2—C12 | 169.2 (2) | C31—P1—C21—C22 | 17.78 (17) |
C9—P1—P2—C12 | 0.12 (7) | C9—P1—C21—C22 | 122.59 (15) |
C1—C2—C3—N1 | 6.7 (12) | P2—P1—C21—C22 | −46.3 (3) |
C1'—C2—C3—N1 | −127.3 (6) | C31—P1—C21—C26 | −171.01 (14) |
C4—N1—C3—C2 | −95.7 (3) | C9—P1—C21—C26 | −66.21 (15) |
C3—N1—C4—O1 | 4.2 (3) | P2—P1—C21—C26 | 124.90 (19) |
C3—N1—C4—N2 | −177.06 (16) | C26—C21—C22—C23 | −0.6 (3) |
C16—N2—C4—O1 | −166.34 (16) | P1—C21—C22—C23 | 170.73 (14) |
C5—N2—C4—O1 | −16.6 (2) | C21—C22—C23—C24 | 0.5 (3) |
C16—N2—C4—N1 | 14.8 (2) | C22—C23—C24—C25 | 0.4 (3) |
C5—N2—C4—N1 | 164.54 (15) | C23—C24—C25—C26 | −1.2 (3) |
C4—N2—C5—C6 | 64.4 (2) | C24—C25—C26—C21 | 1.1 (3) |
C16—N2—C5—C6 | −142.97 (17) | C22—C21—C26—C25 | −0.2 (3) |
C4—N2—C5—C10 | −117.71 (17) | P1—C21—C26—C25 | −171.91 (16) |
C16—N2—C5—C10 | 34.9 (2) | C21—P1—C31—C32 | −99.09 (15) |
C10—C5—C6—C7 | 1.4 (3) | C9—P1—C31—C32 | 156.19 (14) |
N2—C5—C6—C7 | 179.28 (16) | P2—P1—C31—C32 | 64.94 (14) |
C5—C6—C7—C8 | −0.1 (3) | C21—P1—C31—C36 | 79.46 (16) |
C6—C7—C8—C9 | −0.7 (3) | C9—P1—C31—C36 | −25.26 (17) |
C7—C8—C9—C10 | 0.2 (3) | P2—P1—C31—C36 | −116.51 (16) |
C7—C8—C9—P1 | 178.87 (14) | C36—C31—C32—C33 | −0.7 (3) |
C31—P1—C9—C8 | 89.81 (16) | P1—C31—C32—C33 | 177.92 (16) |
C21—P1—C9—C8 | −14.92 (17) | C31—C32—C33—C34 | 1.7 (3) |
P2—P1—C9—C8 | 161.87 (15) | C32—C33—C34—C35 | −1.6 (4) |
C31—P1—C9—C10 | −91.55 (14) | C33—C34—C35—C36 | 0.5 (4) |
C21—P1—C9—C10 | 163.73 (13) | C34—C35—C36—C31 | 0.5 (3) |
P2—P1—C9—C10 | −19.49 (13) | C32—C31—C36—C35 | −0.4 (3) |
C6—C5—C10—O2 | 177.46 (14) | P1—C31—C36—C35 | −178.93 (15) |
N2—C5—C10—O2 | −0.5 (2) | C51—P2—C41—C42 | 89.71 (19) |
C6—C5—C10—C9 | −2.0 (3) | C12—P2—C41—C42 | −13.5 (2) |
N2—C5—C10—C9 | 179.99 (15) | P1—P2—C41—C42 | −111.79 (18) |
C11—O2—C10—C5 | −34.2 (2) | C51—P2—C41—C46 | −92.38 (18) |
C11—O2—C10—C9 | 145.26 (14) | C12—P2—C41—C46 | 164.44 (17) |
C8—C9—C10—C5 | 1.2 (2) | P1—P2—C41—C46 | 66.12 (17) |
P1—C9—C10—C5 | −177.59 (13) | C46—C41—C42—C43 | 1.8 (4) |
C8—C9—C10—O2 | −178.29 (14) | P2—C41—C42—C43 | 179.71 (18) |
P1—C9—C10—O2 | 2.9 (2) | C41—C42—C43—C44 | 0.6 (4) |
C10—O2—C11—C12 | −145.70 (14) | C42—C43—C44—C45 | −1.9 (5) |
C10—O2—C11—C16 | 33.7 (2) | C43—C44—C45—C46 | 0.7 (5) |
C16—C11—C12—C13 | −2.4 (2) | C42—C41—C46—C45 | −2.9 (4) |
O2—C11—C12—C13 | 176.98 (13) | P2—C41—C46—C45 | 179.0 (2) |
C16—C11—C12—P2 | 177.91 (12) | C44—C45—C46—C41 | 1.8 (5) |
O2—C11—C12—P2 | −2.8 (2) | C41—P2—C51—C52 | −1.91 (19) |
C41—P2—C12—C11 | −90.99 (14) | C12—P2—C51—C52 | 101.36 (18) |
C51—P2—C12—C11 | 164.10 (14) | P1—P2—C51—C52 | −147.71 (15) |
P1—P2—C12—C11 | 19.34 (13) | C41—P2—C51—C56 | 175.42 (15) |
C41—P2—C12—C13 | 89.29 (15) | C12—P2—C51—C56 | −81.31 (16) |
C51—P2—C12—C13 | −15.62 (16) | P1—P2—C51—C56 | 29.6 (2) |
P1—P2—C12—C13 | −160.38 (14) | C56—C51—C52—C53 | 1.3 (3) |
C11—C12—C13—C14 | 0.1 (2) | P2—C51—C52—C53 | 178.67 (17) |
P2—C12—C13—C14 | 179.79 (13) | C51—C52—C53—C54 | 0.2 (4) |
C12—C13—C14—C15 | 0.5 (3) | C52—C53—C54—C55 | −0.9 (4) |
C13—C14—C15—C16 | 1.1 (3) | C53—C54—C55—C56 | −0.2 (4) |
C14—C15—C16—C11 | −3.3 (2) | C54—C55—C56—C51 | 1.8 (4) |
C14—C15—C16—N2 | −179.88 (15) | C52—C51—C56—C55 | −2.4 (3) |
C12—C11—C16—C15 | 4.0 (2) | P2—C51—C56—C55 | −179.96 (17) |
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