Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805018362/cf6432sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805018362/cf6432Isup2.hkl |
CCDC reference: 277219
Key indicators
- Single-crystal X-ray study
- T = 100 K
- Mean (C-C) = 0.003 Å
- R factor = 0.034
- wR factor = 0.089
- Data-to-parameter ratio = 11.4
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.90 Ratio PLAT351_ALERT_3_C Long C-H Bond (0.96A) C22 - H221 ... 1.12 Ang. PLAT411_ALERT_2_C Short Inter H...H Contact H11 .. H11 .. 2.10 Ang.
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 3 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 1 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: X-AREA (Stoe & Cie, 2002); cell refinement: X-AREA; data reduction: X-RED (Stoe & Cie, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
C29H42Cl2N7O2P3 | F(000) = 1440 |
Mr = 684.51 | Dx = 1.406 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 44825 reflections |
a = 9.2618 (4) Å | θ = 1.4–26.1° |
b = 23.6323 (8) Å | µ = 0.39 mm−1 |
c = 15.1606 (7) Å | T = 100 K |
β = 103.023 (4)° | Prism, colorless |
V = 3233.0 (2) Å3 | 0.46 × 0.39 × 0.32 mm |
Z = 4 |
STOE IPDS-II diffractometer | 6351 independent reflections |
Radiation source: fine-focus sealed tube | 5232 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.069 |
Detector resolution: 6.67 pixels mm-1 | θmax = 26.0°, θmin = 1.6° |
φ scans | h = −11→11 |
Absorption correction: integration (X-RED; Stoe & Cie, 2002) | k = −29→29 |
Tmin = 0.841, Tmax = 0.886 | l = −18→18 |
45677 measured 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)] = 0.034 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.089 | All H-atom parameters refined |
S = 1.04 | w = 1/[σ2(Fo2) + (0.053P)2 + 0.4055P] where P = (Fo2 + 2Fc2)/3 |
6351 reflections | (Δ/σ)max = 0.001 |
556 parameters | Δρmax = 0.46 e Å−3 |
0 restraints | Δρmin = −0.45 e Å−3 |
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 | ||
Cl1 | 0.37467 (5) | 0.645782 (18) | 0.52582 (3) | 0.02681 (12) | |
Cl2 | 0.07177 (5) | 0.61271 (2) | 0.56071 (3) | 0.03010 (12) | |
P1 | 0.42404 (5) | 0.586357 (18) | 0.79101 (3) | 0.01870 (11) | |
P2 | 0.41399 (5) | 0.493903 (18) | 0.67551 (3) | 0.01981 (12) | |
P3 | 0.29039 (5) | 0.596728 (18) | 0.61166 (3) | 0.02017 (11) | |
O1 | 0.42756 (14) | 0.75887 (5) | 0.73781 (9) | 0.0257 (3) | |
O2 | 0.12654 (15) | 0.69352 (5) | 0.88392 (9) | 0.0259 (3) | |
N1 | 0.42804 (17) | 0.51993 (6) | 0.77420 (10) | 0.0209 (3) | |
N2 | 0.32253 (17) | 0.53339 (6) | 0.59454 (10) | 0.0234 (3) | |
N3 | 0.33344 (17) | 0.62375 (6) | 0.70881 (10) | 0.0205 (3) | |
N4 | 0.35390 (16) | 0.59890 (6) | 0.88140 (9) | 0.0193 (3) | |
N5 | 0.59657 (16) | 0.61098 (6) | 0.82175 (10) | 0.0204 (3) | |
N6 | 0.33874 (17) | 0.43170 (6) | 0.67628 (10) | 0.0222 (3) | |
N7 | 0.57141 (17) | 0.48011 (6) | 0.64714 (10) | 0.0222 (3) | |
C1 | 0.4455 (2) | 0.57426 (8) | 0.96575 (12) | 0.0234 (4) | |
C2 | 0.6070 (2) | 0.59233 (8) | 0.98422 (12) | 0.0237 (4) | |
C3 | 0.6781 (2) | 0.58146 (8) | 0.90425 (12) | 0.0226 (4) | |
C4 | 0.6126 (2) | 0.67378 (7) | 0.82686 (12) | 0.0223 (4) | |
C5 | 0.6321 (2) | 0.69965 (7) | 0.73927 (12) | 0.0218 (4) | |
C6 | 0.7469 (2) | 0.68260 (8) | 0.70016 (13) | 0.0256 (4) | |
C7 | 0.7662 (2) | 0.70569 (8) | 0.61923 (13) | 0.0287 (4) | |
C8 | 0.6695 (2) | 0.74727 (8) | 0.57708 (13) | 0.0278 (4) | |
C9 | 0.5553 (2) | 0.76603 (8) | 0.61528 (13) | 0.0259 (4) | |
C10 | 0.5366 (2) | 0.74192 (7) | 0.69579 (12) | 0.0227 (4) | |
C11 | 0.2863 (2) | 0.77580 (8) | 0.68253 (13) | 0.0259 (4) | |
C12 | 0.1696 (2) | 0.75560 (8) | 0.73064 (13) | 0.0243 (4) | |
C13 | 0.1882 (2) | 0.78021 (8) | 0.82505 (13) | 0.0253 (4) | |
C14 | 0.0904 (2) | 0.75251 (7) | 0.87993 (14) | 0.0257 (4) | |
C15 | 0.0837 (2) | 0.65985 (7) | 0.94613 (12) | 0.0218 (4) | |
C16 | 0.0062 (2) | 0.67792 (8) | 1.00931 (13) | 0.0248 (4) | |
C17 | −0.0255 (2) | 0.63965 (8) | 1.07226 (13) | 0.0265 (4) | |
C18 | 0.0188 (2) | 0.58417 (8) | 1.07199 (13) | 0.0271 (4) | |
C19 | 0.0925 (2) | 0.56584 (8) | 1.00673 (12) | 0.0240 (4) | |
C20 | 0.12478 (19) | 0.60267 (7) | 0.94252 (12) | 0.0210 (4) | |
C21 | 0.1966 (2) | 0.58209 (7) | 0.86881 (13) | 0.0213 (4) | |
C22 | 0.2736 (3) | 0.40866 (10) | 0.74751 (16) | 0.0401 (6) | |
C23 | 0.1888 (3) | 0.35640 (8) | 0.70523 (15) | 0.0331 (5) | |
C24 | 0.2683 (2) | 0.33893 (8) | 0.63197 (13) | 0.0267 (4) | |
C25 | 0.3081 (2) | 0.39548 (8) | 0.59510 (13) | 0.0245 (4) | |
C26 | 0.6720 (2) | 0.43753 (9) | 0.69988 (14) | 0.0299 (4) | |
C27 | 0.8187 (2) | 0.44869 (9) | 0.67579 (16) | 0.0360 (5) | |
C28 | 0.8184 (3) | 0.51286 (10) | 0.6665 (2) | 0.0455 (6) | |
C29 | 0.6590 (2) | 0.52649 (8) | 0.61846 (15) | 0.0285 (4) | |
H11 | 0.439 (2) | 0.5327 (9) | 0.9621 (14) | 0.029 (5)* | |
H12 | 0.401 (2) | 0.5865 (8) | 1.0156 (14) | 0.025 (5)* | |
H21 | 0.614 (2) | 0.6328 (9) | 0.9979 (14) | 0.027 (5)* | |
H22 | 0.660 (2) | 0.5711 (9) | 1.0373 (15) | 0.030 (5)* | |
H31 | 0.781 (2) | 0.5937 (8) | 0.9160 (13) | 0.021 (5)* | |
H32 | 0.680 (2) | 0.5402 (9) | 0.8922 (13) | 0.024 (5)* | |
H41 | 0.526 (2) | 0.6932 (8) | 0.8452 (13) | 0.021 (5)* | |
H42 | 0.705 (2) | 0.6819 (9) | 0.8748 (14) | 0.029 (5)* | |
H61 | 0.809 (2) | 0.6538 (9) | 0.7270 (14) | 0.026 (5)* | |
H71 | 0.848 (3) | 0.6920 (9) | 0.5927 (15) | 0.035 (6)* | |
H81 | 0.683 (2) | 0.7643 (9) | 0.5214 (15) | 0.033 (6)* | |
H91 | 0.488 (2) | 0.7956 (10) | 0.5862 (15) | 0.034 (6)* | |
H111 | 0.276 (2) | 0.7582 (8) | 0.6194 (14) | 0.027 (5)* | |
H112 | 0.284 (2) | 0.8167 (9) | 0.6764 (14) | 0.031 (5)* | |
H121 | 0.174 (2) | 0.7152 (9) | 0.7326 (14) | 0.029 (5)* | |
H122 | 0.075 (3) | 0.7657 (9) | 0.6935 (15) | 0.032 (6)* | |
H131 | 0.294 (3) | 0.7745 (9) | 0.8578 (15) | 0.032 (6)* | |
H132 | 0.167 (2) | 0.8215 (9) | 0.8216 (14) | 0.030 (5)* | |
H141 | 0.109 (2) | 0.7679 (9) | 0.9427 (15) | 0.029 (5)* | |
H142 | −0.015 (2) | 0.7553 (8) | 0.8506 (14) | 0.025 (5)* | |
H161 | −0.027 (2) | 0.7170 (9) | 1.0069 (14) | 0.029 (5)* | |
H171 | −0.081 (2) | 0.6526 (9) | 1.1159 (15) | 0.030 (5)* | |
H181 | −0.002 (2) | 0.5571 (9) | 1.1156 (15) | 0.035 (6)* | |
H191 | 0.121 (2) | 0.5266 (9) | 1.0028 (13) | 0.027 (5)* | |
H211 | 0.140 (2) | 0.5966 (8) | 0.8101 (13) | 0.021 (5)* | |
H212 | 0.188 (2) | 0.5415 (9) | 0.8644 (13) | 0.023 (5)* | |
H221 | 0.362 (4) | 0.3995 (13) | 0.809 (2) | 0.082 (10)* | |
H222 | 0.210 (3) | 0.4361 (13) | 0.766 (2) | 0.067 (9)* | |
H231 | 0.085 (3) | 0.3693 (9) | 0.6773 (16) | 0.037 (6)* | |
H232 | 0.189 (3) | 0.3262 (11) | 0.7523 (18) | 0.057 (8)* | |
H241 | 0.208 (2) | 0.3152 (9) | 0.5868 (14) | 0.025 (5)* | |
H242 | 0.360 (3) | 0.3192 (10) | 0.6588 (15) | 0.037 (6)* | |
H251 | 0.221 (2) | 0.4113 (9) | 0.5479 (14) | 0.029 (5)* | |
H252 | 0.394 (2) | 0.3927 (8) | 0.5673 (13) | 0.022 (5)* | |
H261 | 0.635 (3) | 0.3993 (10) | 0.6815 (16) | 0.039 (6)* | |
H262 | 0.681 (3) | 0.4417 (10) | 0.7655 (17) | 0.042 (6)* | |
H271 | 0.817 (3) | 0.4301 (12) | 0.6141 (19) | 0.059 (8)* | |
H272 | 0.906 (3) | 0.4346 (10) | 0.7247 (17) | 0.043 (7)* | |
H281 | 0.885 (3) | 0.5279 (12) | 0.6323 (18) | 0.058 (8)* | |
H282 | 0.838 (3) | 0.5281 (12) | 0.737 (2) | 0.065 (8)* | |
H291 | 0.626 (2) | 0.5642 (9) | 0.6361 (14) | 0.026 (5)* | |
H292 | 0.643 (2) | 0.5259 (9) | 0.5517 (16) | 0.033 (6)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cl1 | 0.0353 (3) | 0.0222 (2) | 0.0230 (2) | −0.00116 (18) | 0.00685 (19) | 0.00230 (16) |
Cl2 | 0.0239 (2) | 0.0309 (2) | 0.0316 (3) | 0.00311 (19) | −0.0019 (2) | −0.00033 (19) |
P1 | 0.0219 (2) | 0.0146 (2) | 0.0187 (2) | 0.00106 (17) | 0.00255 (19) | −0.00056 (16) |
P2 | 0.0237 (3) | 0.0149 (2) | 0.0201 (2) | 0.00003 (17) | 0.00326 (19) | −0.00099 (16) |
P3 | 0.0223 (2) | 0.0170 (2) | 0.0196 (2) | 0.00073 (17) | 0.00125 (19) | 0.00011 (17) |
O1 | 0.0237 (7) | 0.0292 (7) | 0.0242 (7) | 0.0058 (5) | 0.0052 (5) | 0.0019 (5) |
O2 | 0.0348 (7) | 0.0178 (6) | 0.0280 (7) | 0.0052 (5) | 0.0133 (6) | 0.0043 (5) |
N1 | 0.0264 (8) | 0.0147 (7) | 0.0205 (7) | 0.0019 (6) | 0.0031 (6) | −0.0002 (6) |
N2 | 0.0292 (8) | 0.0179 (7) | 0.0208 (8) | 0.0010 (6) | 0.0009 (7) | −0.0022 (6) |
N3 | 0.0248 (8) | 0.0157 (7) | 0.0201 (8) | 0.0022 (6) | 0.0031 (6) | −0.0002 (6) |
N4 | 0.0204 (7) | 0.0180 (7) | 0.0184 (7) | 0.0010 (6) | 0.0021 (6) | 0.0012 (6) |
N5 | 0.0227 (8) | 0.0165 (7) | 0.0205 (8) | 0.0008 (6) | 0.0018 (6) | −0.0001 (6) |
N6 | 0.0299 (9) | 0.0178 (7) | 0.0200 (7) | −0.0027 (6) | 0.0077 (7) | −0.0027 (6) |
N7 | 0.0250 (8) | 0.0167 (7) | 0.0254 (8) | 0.0000 (6) | 0.0066 (6) | 0.0015 (6) |
C1 | 0.0261 (10) | 0.0225 (9) | 0.0201 (9) | 0.0023 (8) | 0.0019 (8) | 0.0038 (7) |
C2 | 0.0264 (10) | 0.0232 (9) | 0.0188 (9) | 0.0012 (8) | −0.0008 (8) | 0.0013 (7) |
C3 | 0.0221 (10) | 0.0206 (9) | 0.0230 (9) | 0.0025 (7) | 0.0007 (8) | 0.0001 (7) |
C4 | 0.0251 (10) | 0.0179 (8) | 0.0230 (9) | −0.0024 (7) | 0.0038 (8) | −0.0021 (7) |
C5 | 0.0238 (9) | 0.0181 (8) | 0.0224 (9) | −0.0042 (7) | 0.0031 (7) | −0.0030 (7) |
C6 | 0.0246 (10) | 0.0202 (9) | 0.0314 (10) | 0.0007 (8) | 0.0054 (8) | 0.0011 (7) |
C7 | 0.0302 (11) | 0.0268 (10) | 0.0316 (10) | −0.0016 (8) | 0.0124 (9) | −0.0021 (8) |
C8 | 0.0341 (11) | 0.0233 (9) | 0.0280 (10) | −0.0037 (8) | 0.0110 (9) | 0.0018 (8) |
C9 | 0.0289 (10) | 0.0205 (9) | 0.0284 (10) | −0.0017 (8) | 0.0062 (8) | 0.0017 (7) |
C10 | 0.0249 (9) | 0.0185 (8) | 0.0252 (9) | −0.0014 (7) | 0.0065 (8) | −0.0028 (7) |
C11 | 0.0256 (10) | 0.0239 (9) | 0.0272 (10) | 0.0040 (8) | 0.0037 (8) | 0.0059 (8) |
C12 | 0.0252 (10) | 0.0204 (9) | 0.0265 (10) | 0.0013 (8) | 0.0042 (8) | 0.0014 (7) |
C13 | 0.0295 (11) | 0.0174 (9) | 0.0302 (10) | 0.0015 (8) | 0.0091 (9) | −0.0004 (7) |
C14 | 0.0297 (11) | 0.0167 (8) | 0.0314 (10) | 0.0029 (7) | 0.0081 (9) | 0.0001 (7) |
C15 | 0.0219 (9) | 0.0215 (8) | 0.0212 (9) | −0.0013 (7) | 0.0034 (7) | 0.0014 (7) |
C16 | 0.0237 (10) | 0.0238 (9) | 0.0261 (10) | −0.0020 (7) | 0.0042 (8) | −0.0037 (7) |
C17 | 0.0257 (10) | 0.0328 (10) | 0.0219 (9) | −0.0069 (8) | 0.0071 (8) | −0.0055 (8) |
C18 | 0.0267 (10) | 0.0316 (10) | 0.0216 (9) | −0.0075 (8) | 0.0025 (8) | 0.0027 (8) |
C19 | 0.0235 (10) | 0.0221 (9) | 0.0249 (9) | −0.0019 (7) | 0.0022 (8) | 0.0019 (7) |
C20 | 0.0184 (9) | 0.0210 (8) | 0.0218 (9) | −0.0018 (7) | 0.0007 (7) | 0.0000 (7) |
C21 | 0.0224 (9) | 0.0183 (9) | 0.0223 (9) | −0.0017 (7) | 0.0032 (8) | −0.0013 (7) |
C22 | 0.0583 (16) | 0.0325 (11) | 0.0367 (12) | −0.0203 (11) | 0.0261 (12) | −0.0125 (9) |
C23 | 0.0433 (13) | 0.0257 (10) | 0.0344 (11) | −0.0114 (9) | 0.0174 (10) | −0.0064 (8) |
C24 | 0.0369 (11) | 0.0180 (9) | 0.0257 (10) | −0.0046 (8) | 0.0078 (9) | −0.0031 (7) |
C25 | 0.0319 (11) | 0.0195 (9) | 0.0219 (9) | −0.0039 (8) | 0.0055 (9) | −0.0036 (7) |
C26 | 0.0309 (11) | 0.0286 (10) | 0.0296 (11) | 0.0085 (8) | 0.0056 (9) | 0.0047 (8) |
C27 | 0.0302 (11) | 0.0388 (12) | 0.0380 (12) | 0.0037 (9) | 0.0055 (10) | −0.0023 (10) |
C28 | 0.0299 (12) | 0.0355 (12) | 0.0723 (18) | −0.0053 (10) | 0.0136 (12) | −0.0041 (12) |
C29 | 0.0307 (11) | 0.0216 (9) | 0.0343 (11) | −0.0049 (8) | 0.0102 (9) | 0.0001 (8) |
P1—N1 | 1.5922 (14) | C11—H111 | 1.03 (2) |
P1—N3 | 1.6020 (15) | C11—H112 | 0.97 (2) |
P1—N5 | 1.6654 (15) | C12—H122 | 0.96 (2) |
P1—N4 | 1.6701 (15) | C12—H121 | 0.95 (2) |
P2—N1 | 1.5957 (15) | C13—C12 | 1.518 (3) |
P2—N2 | 1.6206 (15) | C13—H131 | 1.01 (2) |
P2—N6 | 1.6280 (15) | C13—H132 | 0.99 (2) |
P2—N7 | 1.6430 (16) | C13—C14 | 1.510 (3) |
P3—N2 | 1.5594 (15) | C14—H141 | 1.00 (2) |
P3—N3 | 1.5720 (15) | C14—H142 | 0.98 (2) |
P3—Cl1 | 2.0259 (6) | C16—C15 | 1.387 (3) |
P3—Cl2 | 2.0334 (7) | C16—C17 | 1.393 (3) |
O1—C10 | 1.370 (2) | C16—H161 | 0.97 (2) |
O1—C11 | 1.442 (2) | C17—C18 | 1.374 (3) |
O2—C15 | 1.360 (2) | C17—H171 | 0.98 (2) |
O2—C14 | 1.432 (2) | C18—C19 | 1.392 (3) |
N4—C21 | 1.480 (2) | C18—H181 | 0.97 (2) |
N4—C1 | 1.485 (2) | C19—H191 | 0.97 (2) |
N5—C3 | 1.482 (2) | C20—C19 | 1.388 (2) |
N5—C4 | 1.492 (2) | C20—C15 | 1.408 (2) |
N6—C22 | 1.456 (2) | C20—C21 | 1.504 (2) |
N6—C25 | 1.473 (2) | C21—H212 | 0.96 (2) |
N7—C26 | 1.478 (2) | C21—H211 | 0.99 (2) |
N7—C29 | 1.486 (2) | C22—H222 | 0.95 (3) |
C1—H11 | 0.99 (2) | C22—H221 | 1.11 (3) |
C1—H12 | 0.98 (2) | C23—C24 | 1.521 (3) |
C2—C1 | 1.520 (3) | C23—C22 | 1.525 (3) |
C2—C3 | 1.526 (3) | C23—H231 | 1.00 (2) |
C2—H22 | 0.98 (2) | C23—H232 | 1.01 (3) |
C2—H21 | 0.98 (2) | C24—H241 | 0.96 (2) |
C3—H31 | 0.97 (2) | C24—H242 | 0.98 (2) |
C3—H32 | 0.99 (2) | C25—C24 | 1.526 (2) |
C4—H42 | 1.01 (2) | C25—H251 | 1.02 (2) |
C4—H41 | 1.01 (2) | C25—H252 | 0.98 (2) |
C5—C6 | 1.389 (3) | C26—C27 | 1.508 (3) |
C5—C10 | 1.397 (3) | C26—H261 | 0.98 (2) |
C5—C4 | 1.509 (2) | C26—H262 | 0.98 (2) |
C6—C7 | 1.390 (3) | C27—H272 | 1.02 (3) |
C6—H61 | 0.93 (2) | C27—H271 | 1.03 (3) |
C7—H71 | 0.99 (2) | C28—C27 | 1.523 (3) |
C8—C7 | 1.385 (3) | C28—H281 | 0.96 (3) |
C8—C9 | 1.388 (3) | C28—H282 | 1.10 (3) |
C8—H81 | 0.97 (2) | C29—C28 | 1.526 (3) |
C9—C10 | 1.393 (3) | C29—H291 | 1.00 (2) |
C9—H91 | 0.97 (2) | C29—H292 | 0.99 (2) |
C11—C12 | 1.511 (3) | ||
N1—P1—N3 | 116.51 (8) | C13—C12—H121 | 111.0 (12) |
N1—P1—N5 | 109.50 (8) | H122—C12—H121 | 107.0 (18) |
N3—P1—N5 | 109.05 (8) | C14—C13—C12 | 113.50 (16) |
N1—P1—N4 | 109.49 (8) | C14—C13—H131 | 108.1 (12) |
N3—P1—N4 | 107.94 (7) | C12—C13—H131 | 107.7 (12) |
N5—P1—N4 | 103.56 (7) | C14—C13—H132 | 108.7 (12) |
N1—P2—N2 | 113.99 (8) | C12—C13—H132 | 110.3 (12) |
N1—P2—N6 | 106.60 (8) | H131—C13—H132 | 108.4 (17) |
N2—P2—N6 | 111.95 (8) | O2—C14—C13 | 106.35 (15) |
N1—P2—N7 | 115.61 (8) | O2—C14—H141 | 109.0 (12) |
N2—P2—N7 | 105.02 (8) | C13—C14—H141 | 111.7 (12) |
N6—P2—N7 | 103.26 (8) | O2—C14—H142 | 106.6 (12) |
N2—P3—N3 | 121.89 (8) | C13—C14—H142 | 112.5 (12) |
N2—P3—Cl1 | 109.07 (6) | H141—C14—H142 | 110.5 (17) |
N3—P3—Cl1 | 108.44 (6) | O2—C15—C16 | 125.17 (16) |
N2—P3—Cl2 | 109.04 (6) | O2—C15—C20 | 114.26 (15) |
N3—P3—Cl2 | 107.52 (6) | C16—C15—C20 | 120.57 (16) |
Cl1—P3—Cl2 | 98.31 (3) | C15—C16—C17 | 119.65 (18) |
C10—O1—C11 | 118.57 (14) | C15—C16—H161 | 118.3 (12) |
C15—O2—C14 | 119.80 (14) | C17—C16—H161 | 122.0 (12) |
P1—N1—P2 | 122.01 (9) | C18—C17—C16 | 120.56 (18) |
P3—N2—P2 | 120.89 (9) | C18—C17—H171 | 120.3 (12) |
P3—N3—P1 | 118.86 (9) | C16—C17—H171 | 119.2 (12) |
C21—N4—C1 | 111.12 (14) | C17—C18—C19 | 119.57 (18) |
C21—N4—P1 | 113.58 (11) | C17—C18—H181 | 121.4 (13) |
C1—N4—P1 | 112.63 (12) | C19—C18—H181 | 119.1 (13) |
C3—N5—C4 | 113.50 (14) | C20—C19—C18 | 121.41 (17) |
C3—N5—P1 | 110.24 (12) | C20—C19—H191 | 116.9 (12) |
C4—N5—P1 | 116.10 (12) | C18—C19—H191 | 121.7 (12) |
C22—N6—C25 | 111.59 (15) | C19—C20—C15 | 118.14 (16) |
C22—N6—P2 | 126.35 (13) | C19—C20—C21 | 121.30 (16) |
C25—N6—P2 | 121.39 (12) | C15—C20—C21 | 120.52 (16) |
C26—N7—C29 | 109.96 (15) | N4—C21—C20 | 113.86 (15) |
C26—N7—P2 | 118.80 (12) | N4—C21—H212 | 109.9 (12) |
C29—N7—P2 | 120.37 (12) | C20—C21—H212 | 109.2 (11) |
N4—C1—C2 | 113.32 (15) | N4—C21—H211 | 109.2 (11) |
N4—C1—H11 | 109.1 (12) | C20—C21—H211 | 108.9 (11) |
C2—C1—H11 | 109.7 (12) | H212—C21—H211 | 105.3 (16) |
N4—C1—H12 | 106.7 (12) | N6—C22—C23 | 104.54 (16) |
C2—C1—H12 | 110.1 (12) | N6—C22—H222 | 110.1 (18) |
H11—C1—H12 | 107.8 (17) | C23—C22—H222 | 112.4 (18) |
C1—C2—C3 | 112.90 (15) | N6—C22—H221 | 110.0 (16) |
C1—C2—H22 | 107.4 (13) | C23—C22—H221 | 113.9 (17) |
C3—C2—H22 | 109.7 (12) | H222—C22—H221 | 106 (2) |
C1—C2—H21 | 109.3 (12) | C24—C23—C22 | 103.84 (17) |
C3—C2—H21 | 108.2 (12) | C24—C23—H231 | 110.3 (13) |
H22—C2—H21 | 109.2 (17) | C22—C23—H231 | 106.5 (13) |
N5—C3—C2 | 111.25 (15) | C24—C23—H232 | 113.8 (15) |
N5—C3—H31 | 107.8 (12) | C22—C23—H232 | 110.9 (15) |
C2—C3—H31 | 112.5 (11) | H231—C23—H232 | 111 (2) |
N5—C3—H32 | 109.5 (12) | C23—C24—C25 | 103.09 (15) |
C2—C3—H32 | 109.8 (11) | C23—C24—H241 | 112.1 (12) |
H31—C3—H32 | 105.8 (16) | C25—C24—H241 | 113.6 (12) |
N5—C4—C5 | 112.80 (14) | C23—C24—H242 | 110.2 (13) |
N5—C4—H42 | 106.6 (12) | C25—C24—H242 | 108.1 (13) |
C5—C4—H42 | 107.8 (12) | H241—C24—H242 | 109.4 (18) |
N5—C4—H41 | 112.9 (11) | N6—C25—C24 | 102.70 (15) |
C5—C4—H41 | 108.4 (11) | N6—C25—H251 | 110.3 (11) |
H42—C4—H41 | 108.0 (16) | C24—C25—H251 | 111.1 (12) |
C6—C5—C10 | 118.05 (17) | N6—C25—H252 | 112.0 (12) |
C6—C5—C4 | 120.86 (17) | C24—C25—H252 | 112.7 (11) |
C10—C5—C4 | 121.09 (16) | H251—C25—H252 | 108.1 (16) |
C5—C6—C7 | 121.71 (18) | N7—C26—C27 | 104.02 (16) |
C5—C6—H61 | 119.2 (13) | N7—C26—H261 | 109.7 (14) |
C7—C6—H61 | 119.0 (13) | C27—C26—H261 | 111.4 (13) |
C8—C7—C6 | 119.17 (18) | N7—C26—H262 | 112.2 (14) |
C8—C7—H71 | 121.2 (13) | C27—C26—H262 | 110.7 (14) |
C6—C7—H71 | 119.6 (13) | H261—C26—H262 | 108.9 (19) |
C7—C8—C9 | 120.55 (18) | C26—C27—C28 | 102.34 (18) |
C7—C8—H81 | 120.1 (13) | C26—C27—H272 | 112.0 (13) |
C9—C8—H81 | 119.3 (13) | C28—C27—H272 | 112.1 (13) |
C8—C9—C10 | 119.47 (18) | C26—C27—H271 | 108.2 (16) |
C8—C9—H91 | 120.6 (13) | C28—C27—H271 | 110.0 (15) |
C10—C9—H91 | 119.9 (13) | H272—C27—H271 | 112 (2) |
O1—C10—C9 | 122.56 (17) | C27—C28—C29 | 103.62 (18) |
O1—C10—C5 | 116.38 (16) | C27—C28—H281 | 115.5 (17) |
C9—C10—C5 | 121.03 (17) | C29—C28—H281 | 109.5 (17) |
O1—C11—C12 | 106.59 (15) | C27—C28—H282 | 104.0 (15) |
O1—C11—H111 | 108.1 (11) | C29—C28—H282 | 108.8 (15) |
C12—C11—H111 | 113.2 (11) | H281—C28—H282 | 115 (2) |
O1—C11—H112 | 109.0 (13) | N7—C29—C28 | 103.77 (16) |
C12—C11—H112 | 111.2 (12) | N7—C29—H291 | 110.9 (12) |
H111—C11—H112 | 108.5 (17) | C28—C29—H291 | 112.7 (12) |
C11—C12—C13 | 113.12 (16) | N7—C29—H292 | 108.8 (13) |
C11—C12—H122 | 107.1 (13) | C28—C29—H292 | 113.2 (13) |
C13—C12—H122 | 110.7 (13) | H291—C29—H292 | 107.5 (17) |
C11—C12—H121 | 107.7 (12) | ||
N3—P1—N1—P2 | 27.80 (14) | P1—N4—C21—C20 | −169.46 (12) |
N5—P1—N1—P2 | −96.50 (11) | C4—N5—C3—C2 | 69.61 (19) |
N4—P1—N1—P2 | 150.60 (10) | P1—N5—C3—C2 | −62.59 (16) |
N1—P1—N3—P3 | −15.39 (14) | C3—N5—C4—C5 | 139.18 (16) |
N5—P1—N3—P3 | 109.14 (10) | P1—N5—C4—C5 | −91.54 (17) |
N4—P1—N3—P3 | −138.99 (10) | C25—N6—C22—C23 | −3.5 (3) |
N1—P1—N4—C21 | −65.31 (13) | P2—N6—C22—C23 | 167.11 (15) |
N3—P1—N4—C21 | 62.45 (13) | C22—N6—C25—C24 | −19.5 (2) |
N5—P1—N4—C21 | 177.97 (11) | P2—N6—C25—C24 | 169.31 (14) |
N1—P1—N4—C1 | 62.14 (14) | C29—N7—C26—C27 | −18.6 (2) |
N3—P1—N4—C1 | −170.11 (12) | P2—N7—C26—C27 | −163.07 (14) |
N5—P1—N4—C1 | −54.58 (13) | C26—N7—C29—C28 | −6.4 (2) |
N1—P1—N5—C3 | −57.87 (13) | P2—N7—C29—C28 | 137.38 (16) |
N3—P1—N5—C3 | 173.59 (11) | C3—C2—C1—N4 | −53.1 (2) |
N4—P1—N5—C3 | 58.85 (12) | C1—C2—C3—N5 | 57.8 (2) |
N1—P1—N5—C4 | 171.30 (12) | C6—C5—C4—N5 | −56.8 (2) |
N3—P1—N5—C4 | 42.75 (14) | C10—C5—C4—N5 | 124.03 (18) |
N4—P1—N5—C4 | −71.99 (13) | C10—C5—C6—C7 | −1.2 (3) |
N2—P2—N1—P1 | −27.19 (14) | C4—C5—C6—C7 | 179.61 (17) |
N6—P2—N1—P1 | −151.22 (10) | C6—C5—C10—O1 | −178.03 (16) |
N7—P2—N1—P1 | 94.67 (12) | C4—C5—C10—O1 | 1.1 (2) |
N1—P2—N2—P3 | 15.20 (14) | C6—C5—C10—C9 | 0.4 (3) |
N6—P2—N2—P3 | 136.31 (10) | C4—C5—C10—C9 | 179.57 (17) |
N7—P2—N2—P3 | −112.33 (11) | C5—C6—C7—C8 | 0.8 (3) |
N1—P2—N6—C22 | 9.7 (2) | C9—C8—C7—C6 | 0.4 (3) |
N2—P2—N6—C22 | −115.55 (19) | C7—C8—C9—C10 | −1.2 (3) |
N7—P2—N6—C22 | 132.00 (19) | C8—C9—C10—O1 | 179.14 (17) |
N1—P2—N6—C25 | 179.55 (14) | C8—C9—C10—C5 | 0.8 (3) |
N2—P2—N6—C25 | 54.26 (17) | O1—C11—C12—C13 | 59.39 (19) |
N7—P2—N6—C25 | −58.20 (16) | C14—C13—C12—C11 | −169.53 (16) |
N1—P2—N7—C26 | 62.78 (16) | C12—C13—C14—O2 | 57.7 (2) |
N2—P2—N7—C26 | −170.67 (14) | C17—C16—C15—O2 | −177.12 (17) |
N6—P2—N7—C26 | −53.23 (15) | C17—C16—C15—C20 | 2.8 (3) |
N1—P2—N7—C29 | −77.91 (16) | C15—C16—C17—C18 | −0.3 (3) |
N2—P2—N7—C29 | 48.64 (16) | C16—C17—C18—C19 | −1.7 (3) |
N6—P2—N7—C29 | 166.08 (14) | C17—C18—C19—C20 | 1.1 (3) |
N3—P3—N2—P2 | −4.93 (16) | C19—C20—C15—O2 | 176.64 (16) |
Cl1—P3—N2—P2 | 122.60 (9) | C21—C20—C15—O2 | −5.6 (2) |
Cl2—P3—N2—P2 | −131.08 (9) | C19—C20—C15—C16 | −3.3 (3) |
N2—P3—N3—P1 | 4.81 (15) | C21—C20—C15—C16 | 174.48 (17) |
Cl1—P3—N3—P1 | −123.00 (9) | C19—C20—C21—N4 | −107.06 (19) |
Cl2—P3—N3—P1 | 131.63 (8) | C15—C20—C21—N4 | 75.2 (2) |
C11—O1—C10—C9 | 35.2 (2) | C15—C20—C19—C18 | 1.3 (3) |
C11—O1—C10—C5 | −146.35 (16) | C21—C20—C19—C18 | −176.45 (17) |
C10—O1—C11—C12 | 143.66 (15) | C24—C23—C22—N6 | 25.3 (3) |
C15—O2—C14—C13 | 164.11 (16) | C22—C23—C24—C25 | −37.2 (2) |
C14—O2—C15—C16 | −0.6 (3) | N6—C25—C24—C23 | 34.4 (2) |
C14—O2—C15—C20 | 179.43 (16) | N7—C26—C27—C28 | 35.9 (2) |
C21—N4—C1—C2 | −177.42 (15) | C29—C28—C27—C26 | −40.2 (2) |
P1—N4—C1—C2 | 53.84 (18) | N7—C29—C28—C27 | 28.7 (2) |
C1—N4—C21—C20 | 62.31 (19) |