Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804033471/nc6014sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804033471/nc6014Isup2.hkl |
CCDC reference: 262488
Data collection: X-AREA (Stoe & Cie, 2001); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL-Plus (Sheldrick, 1991); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2003).
C28H27ClN2O7 | Z = 2 |
Mr = 538.97 | F(000) = 564 |
Triclinic, P1 | Dx = 1.399 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 8.0458 (9) Å | Cell parameters from 19123 reflections |
b = 10.5193 (11) Å | θ = 3.6–25.7° |
c = 15.7386 (17) Å | µ = 0.20 mm−1 |
α = 98.073 (9)° | T = 173 K |
β = 90.542 (9)° | Block, light yellow |
γ = 103.744 (8)° | 0.32 × 0.28 × 0.17 mm |
V = 1279.8 (2) Å3 |
Stoe IPDS-II two-circle diffractometer | 4849 independent reflections |
Radiation source: fine-focus sealed tube | 3663 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.052 |
ω scans | θmax = 25.8°, θmin = 3.8° |
Absorption correction: multi-scan (MULABS; Spek, 2003; Blessing, 1995) | h = −9→9 |
Tmin = 0.919, Tmax = 0.967 | k = −12→12 |
23348 measured reflections | l = −19→19 |
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) = 0.088 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.95 | w = 1/[σ2(Fo2) + (0.0563P)2] where P = (Fo2 + 2Fc2)/3 |
4849 reflections | (Δ/σ)max < 0.001 |
349 parameters | Δρmax = 0.22 e Å−3 |
0 restraints | Δρmin = −0.27 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 | ||
N1 | 0.73556 (16) | 0.71511 (11) | 0.39477 (8) | 0.0279 (3) | |
H1 | 0.773 (2) | 0.6989 (18) | 0.4433 (13) | 0.041 (5)* | |
C2 | 0.66278 (18) | 0.60822 (13) | 0.33448 (9) | 0.0250 (3) | |
C3 | 0.58283 (18) | 0.62594 (13) | 0.26223 (9) | 0.0255 (3) | |
C4 | 0.59224 (19) | 0.76462 (13) | 0.24134 (9) | 0.0274 (3) | |
H4 | 0.4799 | 0.7657 | 0.2141 | 0.033* | |
C5 | 0.62454 (19) | 0.86318 (13) | 0.32419 (9) | 0.0282 (3) | |
C6 | 0.70124 (19) | 0.83828 (13) | 0.39486 (9) | 0.0286 (3) | |
C7 | 0.67372 (18) | 0.47622 (13) | 0.35853 (9) | 0.0258 (3) | |
H7A | 0.5641 | 0.4332 | 0.3818 | 0.031* | |
H7B | 0.6948 | 0.4177 | 0.3069 | 0.031* | |
O7 | 0.80958 (12) | 0.49555 (9) | 0.42144 (6) | 0.0271 (2) | |
C8 | 0.7943 (2) | 0.38080 (13) | 0.46343 (9) | 0.0291 (3) | |
H8A | 0.9099 | 0.3744 | 0.4814 | 0.035* | |
H8B | 0.7423 | 0.3006 | 0.4223 | 0.035* | |
C9 | 0.68573 (19) | 0.38589 (14) | 0.54129 (9) | 0.0310 (3) | |
H9A | 0.5815 | 0.4140 | 0.5264 | 0.037* | |
H9B | 0.6493 | 0.2961 | 0.5575 | 0.037* | |
C31 | 0.48737 (18) | 0.51118 (13) | 0.20331 (9) | 0.0269 (3) | |
O31 | 0.46295 (16) | 0.39628 (10) | 0.21424 (7) | 0.0386 (3) | |
O32 | 0.42286 (14) | 0.54659 (9) | 0.13345 (6) | 0.0319 (2) | |
C33 | 0.3189 (2) | 0.43839 (14) | 0.07396 (10) | 0.0330 (3) | |
H33A | 0.2319 | 0.3815 | 0.1052 | 0.040* | |
H33B | 0.3916 | 0.3837 | 0.0444 | 0.040* | |
C34 | 0.2333 (2) | 0.49740 (17) | 0.00997 (11) | 0.0415 (4) | |
H34A | 0.1620 | 0.4265 | −0.0313 | 0.062* | |
H34B | 0.3205 | 0.5534 | −0.0206 | 0.062* | |
H34C | 0.1614 | 0.5510 | 0.0399 | 0.062* | |
C41 | 0.7326 (2) | 0.80143 (13) | 0.17815 (9) | 0.0308 (3) | |
C42 | 0.7064 (2) | 0.83334 (14) | 0.09669 (10) | 0.0374 (4) | |
C43 | 0.8403 (3) | 0.86057 (15) | 0.04143 (11) | 0.0484 (5) | |
H43 | 0.8189 | 0.8807 | −0.0140 | 0.058* | |
C44 | 1.0032 (3) | 0.85845 (16) | 0.06695 (12) | 0.0492 (5) | |
H44 | 1.0943 | 0.8770 | 0.0291 | 0.059* | |
C45 | 1.0348 (2) | 0.82944 (15) | 0.14755 (12) | 0.0440 (4) | |
H45 | 1.1474 | 0.8286 | 0.1657 | 0.053* | |
C46 | 0.9003 (2) | 0.80158 (14) | 0.20168 (10) | 0.0345 (3) | |
H46 | 0.9232 | 0.7818 | 0.2570 | 0.041* | |
Cl42 | 0.50469 (7) | 0.84136 (4) | 0.05956 (3) | 0.05126 (14) | |
C51 | 0.57280 (19) | 0.98855 (14) | 0.32471 (10) | 0.0316 (3) | |
O51 | 0.59514 (18) | 1.07965 (11) | 0.38297 (8) | 0.0479 (3) | |
O52 | 0.49275 (16) | 0.99108 (10) | 0.25020 (8) | 0.0419 (3) | |
C53 | 0.4361 (3) | 1.10987 (17) | 0.24326 (14) | 0.0535 (5) | |
H53A | 0.3596 | 1.1247 | 0.2897 | 0.080* | |
H53B | 0.3746 | 1.0999 | 0.1877 | 0.080* | |
H53C | 0.5356 | 1.1855 | 0.2476 | 0.080* | |
C61 | 0.7526 (2) | 0.92972 (15) | 0.47806 (10) | 0.0373 (4) | |
H61A | 0.8070 | 1.0187 | 0.4661 | 0.056* | |
H61B | 0.8335 | 0.8973 | 0.5112 | 0.056* | |
H61C | 0.6507 | 0.9327 | 0.5112 | 0.056* | |
N91 | 0.77799 (16) | 0.47716 (12) | 0.61473 (8) | 0.0295 (3) | |
C92 | 0.8623 (2) | 0.43352 (15) | 0.67950 (9) | 0.0315 (3) | |
O92 | 0.85542 (16) | 0.31864 (11) | 0.68393 (8) | 0.0433 (3) | |
C93 | 0.9541 (2) | 0.55461 (15) | 0.73685 (9) | 0.0316 (3) | |
C94 | 1.0612 (2) | 0.56952 (17) | 0.80860 (10) | 0.0390 (4) | |
H94 | 1.0830 | 0.4952 | 0.8306 | 0.047* | |
C95 | 1.1357 (2) | 0.69787 (18) | 0.84715 (11) | 0.0442 (4) | |
H95 | 1.2104 | 0.7117 | 0.8965 | 0.053* | |
C96 | 1.1032 (2) | 0.80595 (18) | 0.81515 (12) | 0.0470 (4) | |
H96 | 1.1561 | 0.8925 | 0.8430 | 0.056* | |
C97 | 0.9945 (2) | 0.79061 (16) | 0.74299 (11) | 0.0401 (4) | |
H97 | 0.9721 | 0.8648 | 0.7211 | 0.048* | |
C98 | 0.9209 (2) | 0.66287 (15) | 0.70476 (10) | 0.0324 (3) | |
C99 | 0.80543 (19) | 0.61359 (14) | 0.62682 (9) | 0.0305 (3) | |
O99 | 0.74538 (15) | 0.67723 (10) | 0.58132 (7) | 0.0381 (3) |
U11 | U22 | U33 | U12 | U13 | U23 | |
N1 | 0.0336 (7) | 0.0249 (6) | 0.0257 (6) | 0.0083 (5) | −0.0029 (5) | 0.0033 (5) |
C2 | 0.0255 (7) | 0.0233 (6) | 0.0263 (7) | 0.0065 (5) | 0.0024 (6) | 0.0028 (5) |
C3 | 0.0285 (7) | 0.0219 (6) | 0.0274 (7) | 0.0083 (5) | 0.0024 (6) | 0.0041 (5) |
C4 | 0.0316 (8) | 0.0219 (6) | 0.0293 (7) | 0.0084 (5) | −0.0025 (6) | 0.0030 (5) |
C5 | 0.0308 (7) | 0.0217 (6) | 0.0319 (7) | 0.0070 (5) | 0.0012 (6) | 0.0023 (5) |
C6 | 0.0307 (7) | 0.0230 (6) | 0.0309 (7) | 0.0049 (5) | 0.0029 (6) | 0.0022 (5) |
C7 | 0.0275 (7) | 0.0250 (7) | 0.0254 (7) | 0.0072 (5) | −0.0024 (6) | 0.0041 (5) |
O7 | 0.0292 (5) | 0.0248 (5) | 0.0279 (5) | 0.0072 (4) | −0.0024 (4) | 0.0051 (4) |
C8 | 0.0338 (8) | 0.0243 (7) | 0.0305 (7) | 0.0095 (6) | −0.0030 (6) | 0.0044 (5) |
C9 | 0.0300 (8) | 0.0303 (7) | 0.0319 (7) | 0.0049 (6) | −0.0029 (6) | 0.0066 (6) |
C31 | 0.0280 (7) | 0.0253 (7) | 0.0288 (7) | 0.0089 (5) | −0.0004 (6) | 0.0043 (5) |
O31 | 0.0490 (7) | 0.0222 (5) | 0.0427 (6) | 0.0060 (4) | −0.0139 (5) | 0.0044 (4) |
O32 | 0.0394 (6) | 0.0250 (5) | 0.0300 (5) | 0.0066 (4) | −0.0081 (4) | 0.0021 (4) |
C33 | 0.0344 (8) | 0.0302 (7) | 0.0323 (8) | 0.0071 (6) | −0.0065 (6) | −0.0011 (6) |
C34 | 0.0396 (9) | 0.0426 (9) | 0.0402 (9) | 0.0071 (7) | −0.0108 (7) | 0.0048 (7) |
C41 | 0.0456 (9) | 0.0188 (6) | 0.0282 (7) | 0.0085 (6) | 0.0005 (6) | 0.0033 (5) |
C42 | 0.0580 (11) | 0.0228 (7) | 0.0314 (8) | 0.0099 (7) | −0.0023 (7) | 0.0046 (6) |
C43 | 0.0852 (15) | 0.0273 (8) | 0.0306 (8) | 0.0066 (8) | 0.0090 (9) | 0.0087 (6) |
C44 | 0.0649 (13) | 0.0327 (8) | 0.0458 (10) | 0.0018 (8) | 0.0218 (9) | 0.0072 (7) |
C45 | 0.0488 (10) | 0.0314 (8) | 0.0495 (10) | 0.0047 (7) | 0.0137 (8) | 0.0056 (7) |
C46 | 0.0421 (9) | 0.0269 (7) | 0.0346 (8) | 0.0077 (6) | 0.0052 (7) | 0.0062 (6) |
Cl42 | 0.0778 (3) | 0.0424 (2) | 0.0391 (2) | 0.0249 (2) | −0.0149 (2) | 0.00768 (17) |
C51 | 0.0335 (8) | 0.0241 (7) | 0.0379 (8) | 0.0088 (6) | 0.0026 (6) | 0.0030 (6) |
O51 | 0.0668 (8) | 0.0292 (6) | 0.0484 (7) | 0.0201 (5) | −0.0060 (6) | −0.0057 (5) |
O52 | 0.0572 (7) | 0.0260 (5) | 0.0470 (7) | 0.0209 (5) | −0.0093 (6) | 0.0025 (5) |
C53 | 0.0676 (13) | 0.0328 (8) | 0.0680 (12) | 0.0282 (8) | −0.0107 (10) | 0.0072 (8) |
C61 | 0.0465 (10) | 0.0295 (7) | 0.0337 (8) | 0.0087 (7) | −0.0046 (7) | −0.0016 (6) |
N91 | 0.0317 (7) | 0.0312 (6) | 0.0274 (6) | 0.0099 (5) | −0.0005 (5) | 0.0065 (5) |
C92 | 0.0317 (8) | 0.0364 (8) | 0.0297 (7) | 0.0119 (6) | 0.0029 (6) | 0.0101 (6) |
O92 | 0.0538 (7) | 0.0353 (6) | 0.0436 (6) | 0.0135 (5) | −0.0074 (6) | 0.0109 (5) |
C93 | 0.0321 (8) | 0.0387 (8) | 0.0266 (7) | 0.0132 (6) | 0.0043 (6) | 0.0056 (6) |
C94 | 0.0406 (9) | 0.0497 (9) | 0.0304 (8) | 0.0184 (7) | 0.0006 (7) | 0.0056 (7) |
C95 | 0.0433 (10) | 0.0556 (10) | 0.0315 (8) | 0.0135 (8) | −0.0046 (7) | −0.0036 (7) |
C96 | 0.0498 (11) | 0.0440 (9) | 0.0409 (9) | 0.0069 (8) | −0.0005 (8) | −0.0070 (7) |
C97 | 0.0468 (10) | 0.0357 (8) | 0.0375 (8) | 0.0116 (7) | 0.0029 (7) | 0.0020 (6) |
C98 | 0.0330 (8) | 0.0367 (8) | 0.0288 (7) | 0.0117 (6) | 0.0061 (6) | 0.0036 (6) |
C99 | 0.0333 (8) | 0.0324 (7) | 0.0286 (7) | 0.0122 (6) | 0.0057 (6) | 0.0062 (6) |
O99 | 0.0492 (7) | 0.0364 (6) | 0.0337 (6) | 0.0185 (5) | −0.0008 (5) | 0.0079 (5) |
N1—C2 | 1.3727 (18) | C42—C43 | 1.393 (3) |
N1—C6 | 1.3873 (18) | C42—Cl42 | 1.7443 (19) |
N1—H1 | 0.87 (2) | C43—C44 | 1.374 (3) |
C2—C3 | 1.358 (2) | C43—H43 | 0.9500 |
C2—C7 | 1.5113 (18) | C44—C45 | 1.381 (3) |
C3—C31 | 1.4624 (19) | C44—H44 | 0.9500 |
C3—C4 | 1.5248 (18) | C45—C46 | 1.385 (2) |
C4—C5 | 1.5260 (19) | C45—H45 | 0.9500 |
C4—C41 | 1.528 (2) | C46—H46 | 0.9500 |
C4—H4 | 1.0000 | C51—O51 | 1.2082 (19) |
C5—C6 | 1.354 (2) | C51—O52 | 1.339 (2) |
C5—C51 | 1.4732 (19) | O52—C53 | 1.4454 (18) |
C6—C61 | 1.503 (2) | C53—H53A | 0.9800 |
C7—O7 | 1.4262 (17) | C53—H53B | 0.9800 |
C7—H7A | 0.9900 | C53—H53C | 0.9800 |
C7—H7B | 0.9900 | C61—H61A | 0.9800 |
O7—C8 | 1.4367 (16) | C61—H61B | 0.9800 |
C8—C9 | 1.514 (2) | C61—H61C | 0.9800 |
C8—H8A | 0.9900 | N91—C99 | 1.3844 (19) |
C8—H8B | 0.9900 | N91—C92 | 1.4060 (19) |
C9—N91 | 1.4636 (19) | C92—O92 | 1.2084 (19) |
C9—H9A | 0.9900 | C92—C93 | 1.483 (2) |
C9—H9B | 0.9900 | C93—C94 | 1.382 (2) |
C31—O31 | 1.2146 (17) | C93—C98 | 1.388 (2) |
C31—O32 | 1.3465 (17) | C94—C95 | 1.389 (2) |
O32—C33 | 1.4510 (18) | C94—H94 | 0.9500 |
C33—C34 | 1.496 (2) | C95—C96 | 1.383 (3) |
C33—H33A | 0.9900 | C95—H95 | 0.9500 |
C33—H33B | 0.9900 | C96—C97 | 1.394 (3) |
C34—H34A | 0.9800 | C96—H96 | 0.9500 |
C34—H34B | 0.9800 | C97—C98 | 1.381 (2) |
C34—H34C | 0.9800 | C97—H97 | 0.9500 |
C41—C46 | 1.396 (2) | C98—C99 | 1.486 (2) |
C41—C42 | 1.396 (2) | C99—O99 | 1.2150 (18) |
C2—N1—C6 | 122.37 (13) | C43—C42—C41 | 121.49 (17) |
C2—N1—H1 | 117.3 (12) | C43—C42—Cl42 | 116.93 (13) |
C6—N1—H1 | 116.7 (12) | C41—C42—Cl42 | 121.58 (13) |
C3—C2—N1 | 120.05 (12) | C44—C43—C42 | 120.15 (16) |
C3—C2—C7 | 125.44 (12) | C44—C43—H43 | 119.9 |
N1—C2—C7 | 114.44 (12) | C42—C43—H43 | 119.9 |
C2—C3—C31 | 119.92 (12) | C43—C44—C45 | 120.06 (16) |
C2—C3—C4 | 120.70 (12) | C43—C44—H44 | 120.0 |
C31—C3—C4 | 119.38 (12) | C45—C44—H44 | 120.0 |
C3—C4—C5 | 109.46 (11) | C44—C45—C46 | 119.25 (18) |
C3—C4—C41 | 110.20 (11) | C44—C45—H45 | 120.4 |
C5—C4—C41 | 111.15 (12) | C46—C45—H45 | 120.4 |
C3—C4—H4 | 108.7 | C45—C46—C41 | 122.62 (16) |
C5—C4—H4 | 108.7 | C45—C46—H46 | 118.7 |
C41—C4—H4 | 108.7 | C41—C46—H46 | 118.7 |
C6—C5—C51 | 120.56 (13) | O51—C51—O52 | 122.03 (13) |
C6—C5—C4 | 121.49 (12) | O51—C51—C5 | 126.86 (15) |
C51—C5—C4 | 117.94 (13) | O52—C51—C5 | 111.11 (12) |
C5—C6—N1 | 119.16 (13) | C51—O52—C53 | 116.03 (13) |
C5—C6—C61 | 127.21 (13) | O52—C53—H53A | 109.5 |
N1—C6—C61 | 113.61 (13) | O52—C53—H53B | 109.5 |
O7—C7—C2 | 109.59 (11) | H53A—C53—H53B | 109.5 |
O7—C7—H7A | 109.8 | O52—C53—H53C | 109.5 |
C2—C7—H7A | 109.8 | H53A—C53—H53C | 109.5 |
O7—C7—H7B | 109.8 | H53B—C53—H53C | 109.5 |
C2—C7—H7B | 109.8 | C6—C61—H61A | 109.5 |
H7A—C7—H7B | 108.2 | C6—C61—H61B | 109.5 |
C7—O7—C8 | 111.09 (10) | H61A—C61—H61B | 109.5 |
O7—C8—C9 | 111.95 (11) | C6—C61—H61C | 109.5 |
O7—C8—H8A | 109.2 | H61A—C61—H61C | 109.5 |
C9—C8—H8A | 109.2 | H61B—C61—H61C | 109.5 |
O7—C8—H8B | 109.2 | C99—N91—C92 | 111.67 (12) |
C9—C8—H8B | 109.2 | C99—N91—C9 | 126.17 (12) |
H8A—C8—H8B | 107.9 | C92—N91—C9 | 121.98 (12) |
N91—C9—C8 | 112.17 (12) | O92—C92—N91 | 124.18 (14) |
N91—C9—H9A | 109.2 | O92—C92—C93 | 129.82 (14) |
C8—C9—H9A | 109.2 | N91—C92—C93 | 106.00 (12) |
N91—C9—H9B | 109.2 | C94—C93—C98 | 121.69 (15) |
C8—C9—H9B | 109.2 | C94—C93—C92 | 130.45 (14) |
H9A—C9—H9B | 107.9 | C98—C93—C92 | 107.82 (13) |
O31—C31—O32 | 121.96 (13) | C93—C94—C95 | 117.13 (16) |
O31—C31—C3 | 126.03 (13) | C93—C94—H94 | 121.4 |
O32—C31—C3 | 111.99 (11) | C95—C94—H94 | 121.4 |
C31—O32—C33 | 115.25 (11) | C96—C95—C94 | 121.30 (17) |
O32—C33—C34 | 107.59 (12) | C96—C95—H95 | 119.4 |
O32—C33—H33A | 110.2 | C94—C95—H95 | 119.4 |
C34—C33—H33A | 110.2 | C95—C96—C97 | 121.45 (16) |
O32—C33—H33B | 110.2 | C95—C96—H96 | 119.3 |
C34—C33—H33B | 110.2 | C97—C96—H96 | 119.3 |
H33A—C33—H33B | 108.5 | C98—C97—C96 | 117.11 (16) |
C33—C34—H34A | 109.5 | C98—C97—H97 | 121.4 |
C33—C34—H34B | 109.5 | C96—C97—H97 | 121.4 |
H34A—C34—H34B | 109.5 | C97—C98—C93 | 121.33 (15) |
C33—C34—H34C | 109.5 | C97—C98—C99 | 130.34 (15) |
H34A—C34—H34C | 109.5 | C93—C98—C99 | 108.31 (13) |
H34B—C34—H34C | 109.5 | O99—C99—N91 | 125.48 (14) |
C46—C41—C42 | 116.41 (15) | O99—C99—C98 | 128.34 (14) |
C46—C41—C4 | 118.59 (13) | N91—C99—C98 | 106.18 (12) |
C42—C41—C4 | 124.99 (15) | ||
C6—N1—C2—C3 | 14.0 (2) | Cl42—C42—C43—C44 | 178.84 (13) |
C6—N1—C2—C7 | −163.31 (13) | C42—C43—C44—C45 | −0.1 (2) |
N1—C2—C3—C31 | −172.47 (12) | C43—C44—C45—C46 | 0.5 (2) |
C7—C2—C3—C31 | 4.5 (2) | C44—C45—C46—C41 | 0.0 (2) |
N1—C2—C3—C4 | 7.9 (2) | C42—C41—C46—C45 | −1.1 (2) |
C7—C2—C3—C4 | −175.14 (12) | C4—C41—C46—C45 | 177.87 (13) |
C2—C3—C4—C5 | −25.20 (18) | C6—C5—C51—O51 | 2.2 (2) |
C31—C3—C4—C5 | 155.17 (12) | C4—C5—C51—O51 | −176.56 (15) |
C2—C3—C4—C41 | 97.33 (15) | C6—C5—C51—O52 | −177.25 (13) |
C31—C3—C4—C41 | −82.30 (16) | C4—C5—C51—O52 | 3.99 (19) |
C3—C4—C5—C6 | 24.63 (19) | O51—C51—O52—C53 | 0.6 (2) |
C41—C4—C5—C6 | −97.34 (16) | C5—C51—O52—C53 | −179.93 (15) |
C3—C4—C5—C51 | −156.63 (12) | C8—C9—N91—C99 | 78.81 (17) |
C41—C4—C5—C51 | 81.41 (16) | C8—C9—N91—C92 | −95.99 (15) |
C51—C5—C6—N1 | 174.71 (13) | C99—N91—C92—O92 | 178.63 (14) |
C4—C5—C6—N1 | −6.6 (2) | C9—N91—C92—O92 | −5.9 (2) |
C51—C5—C6—C61 | −3.6 (2) | C99—N91—C92—C93 | −1.13 (15) |
C4—C5—C6—C61 | 175.12 (14) | C9—N91—C92—C93 | 174.36 (12) |
C2—N1—C6—C5 | −14.6 (2) | O92—C92—C93—C94 | 2.7 (3) |
C2—N1—C6—C61 | 163.88 (13) | N91—C92—C93—C94 | −177.52 (15) |
C3—C2—C7—O7 | 161.25 (13) | O92—C92—C93—C98 | −179.52 (16) |
N1—C2—C7—O7 | −21.64 (16) | N91—C92—C93—C98 | 0.22 (15) |
C2—C7—O7—C8 | 163.62 (11) | C98—C93—C94—C95 | −0.5 (2) |
C7—O7—C8—C9 | −88.78 (14) | C92—C93—C94—C95 | 177.01 (15) |
O7—C8—C9—N91 | −75.94 (15) | C93—C94—C95—C96 | 0.3 (2) |
C2—C3—C31—O31 | 4.1 (2) | C94—C95—C96—C97 | 0.0 (3) |
C4—C3—C31—O31 | −176.22 (14) | C95—C96—C97—C98 | −0.1 (3) |
C2—C3—C31—O32 | −177.29 (12) | C96—C97—C98—C93 | −0.1 (2) |
C4—C3—C31—O32 | 2.34 (18) | C96—C97—C98—C99 | −177.95 (15) |
O31—C31—O32—C33 | 1.65 (19) | C94—C93—C98—C97 | 0.4 (2) |
C3—C31—O32—C33 | −176.98 (12) | C92—C93—C98—C97 | −177.58 (14) |
C31—O32—C33—C34 | 169.86 (13) | C94—C93—C98—C99 | 178.66 (14) |
C3—C4—C41—C46 | −58.79 (16) | C92—C93—C98—C99 | 0.68 (16) |
C5—C4—C41—C46 | 62.74 (16) | C92—N91—C99—O99 | −178.66 (14) |
C3—C4—C41—C42 | 120.03 (15) | C9—N91—C99—O99 | 6.1 (2) |
C5—C4—C41—C42 | −118.44 (15) | C92—N91—C99—C98 | 1.53 (16) |
C46—C41—C42—C43 | 1.5 (2) | C9—N91—C99—C98 | −173.73 (13) |
C4—C41—C42—C43 | −177.32 (13) | C97—C98—C99—O99 | −3.1 (3) |
C46—C41—C42—Cl42 | −178.31 (10) | C93—C98—C99—O99 | 178.85 (15) |
C4—C41—C42—Cl42 | 2.8 (2) | C97—C98—C99—N91 | 176.70 (15) |
C41—C42—C43—C44 | −1.0 (2) | C93—C98—C99—N91 | −1.36 (16) |
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1···O99 | 0.87 (2) | 2.22 (2) | 3.0207 (17) | 152.1 (17) |