Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804009018/ci6361sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804009018/ci6361Isup2.hkl |
CCDC reference: 239065
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.011 Å
- R factor = 0.069
- wR factor = 0.184
- Data-to-parameter ratio = 13.9
checkCIF/PLATON results
No syntax errors found
Alert level B RINTA01_ALERT_3_B The value of Rint is greater than 0.15 Rint given 0.157 PLAT020_ALERT_3_B The value of Rint is greater than 0.10 ......... 0.16 PLAT094_ALERT_2_B Ratio of Maximum / Minimum Residual Density .... 4.08 PLAT230_ALERT_2_B Hirshfeld Test Diff for C29 - C30 .. 8.64 su PLAT241_ALERT_2_B Check High U(eq) as Compared to Neighbors .... C30
Alert level C PLAT026_ALERT_3_C Ratio Observed / Unique Reflections too Low .... 41 Perc. PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.66 Ratio PLAT230_ALERT_2_C Hirshfeld Test Diff for C28 - C30 .. 5.23 su PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Mn1 - O2 .. 6.24 su PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Mn1 - N2 .. 5.19 su PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Mn1 - N3 .. 7.51 su PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Mn2 - O5 .. 5.77 su PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Mn2 - O6 .. 5.84 su PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Mn2 - N4 .. 5.96 su PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors .... O2 PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors .... C10 PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors .... C20 PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors .... O5 PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... Mn1 PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... Mn2 PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 11 PLAT360_ALERT_2_C Short C(sp3)-C(sp3) Bond C28 - C30 ... 1.41 Ang. PLAT360_ALERT_2_C Short C(sp3)-C(sp3) Bond C29 - C30 ... 1.42 Ang.
0 ALERT level A = In general: serious problem 5 ALERT level B = Potentially serious problem 18 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 19 ALERT type 2 Indicator that the structure model may be wrong or deficient 4 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Siemens, 1996); cell refinement: SMART; data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.
[Mn(C10H10NO)3] | F(000) = 4480 |
Mr = 535.51 | Dx = 1.359 Mg m−3 |
Orthorhombic, Pbcn | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2n 2ab | Cell parameters from 2923 reflections |
a = 19.227 (4) Å | θ = 2.4–17.0° |
b = 14.948 (3) Å | µ = 0.54 mm−1 |
c = 36.427 (7) Å | T = 293 K |
V = 10469 (4) Å3 | Block, brown |
Z = 16 | 0.23 × 0.18 × 0.16 mm |
Bruker SMART CCD area-detector diffractometer | 9247 independent reflections |
Radiation source: fine-focus sealed tube | 3755 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.157 |
φ and ω scans | θmax = 25.0°, θmin = 1.5° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −22→22 |
Tmin = 0.886, Tmax = 0.918 | k = −16→17 |
51009 measured reflections | l = −36→43 |
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)] = 0.069 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.184 | H-atom parameters constrained |
S = 0.90 | w = 1/[σ2(Fo2) + (0.0777P)2] where P = (Fo2 + 2Fc2)/3 |
9247 reflections | (Δ/σ)max < 0.001 |
667 parameters | Δρmax = 1.18 e Å−3 |
0 restraints | Δρmin = −0.29 e Å−3 |
Experimental. CHN elemental analyses were performed on a Perkin–Elmer elemental analyser. The IR spectra were recorded in the 4000–600 cm-1 region using a Smart OMNI-Sampler spectrophotometer. |
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 | ||
Mn1 | 0.72508 (4) | 0.84544 (6) | 0.09655 (2) | 0.0386 (3) | |
Mn2 | 0.24526 (4) | 0.71903 (6) | 0.14375 (2) | 0.0403 (3) | |
O1 | 0.6381 (2) | 0.8949 (3) | 0.10757 (12) | 0.0574 (12) | |
O2 | 0.8116 (2) | 0.7884 (3) | 0.09044 (12) | 0.0608 (12) | |
O3 | 0.6822 (2) | 0.7316 (3) | 0.10444 (12) | 0.0568 (12) | |
O4 | 0.2417 (2) | 0.8344 (3) | 0.16546 (12) | 0.0607 (12) | |
O5 | 0.2163 (2) | 0.7714 (3) | 0.09852 (11) | 0.0637 (13) | |
O6 | 0.2806 (2) | 0.6788 (3) | 0.18846 (11) | 0.0548 (12) | |
N1 | 0.7632 (3) | 0.9633 (3) | 0.08700 (13) | 0.0518 (14) | |
N2 | 0.6993 (3) | 0.8337 (4) | 0.04570 (14) | 0.0559 (15) | |
N3 | 0.7500 (3) | 0.8518 (3) | 0.14758 (15) | 0.0527 (14) | |
N4 | 0.3386 (3) | 0.7427 (4) | 0.12709 (16) | 0.0598 (16) | |
N5 | 0.1510 (3) | 0.7026 (3) | 0.16208 (15) | 0.0541 (15) | |
N6 | 0.2458 (3) | 0.5986 (4) | 0.12364 (13) | 0.0516 (14) | |
C1 | 0.6811 (4) | 1.0378 (4) | 0.12705 (19) | 0.0559 (18) | |
C2 | 0.6304 (4) | 0.9693 (5) | 0.12642 (18) | 0.0552 (18) | |
C3 | 0.5711 (4) | 0.9819 (5) | 0.1474 (2) | 0.071 (2) | |
H3A | 0.5372 | 0.9375 | 0.1475 | 0.086* | |
C4 | 0.5603 (4) | 1.0572 (6) | 0.1680 (2) | 0.079 (2) | |
H4A | 0.5191 | 1.0642 | 0.1811 | 0.095* | |
C5 | 0.6121 (5) | 1.1239 (5) | 0.1693 (2) | 0.080 (2) | |
H5A | 0.6068 | 1.1737 | 0.1844 | 0.095* | |
C6 | 0.6696 (4) | 1.1145 (5) | 0.14831 (19) | 0.063 (2) | |
H6A | 0.7024 | 1.1602 | 0.1480 | 0.076* | |
C7 | 0.7411 (3) | 1.0338 (5) | 0.10317 (17) | 0.0568 (18) | |
H7A | 0.7656 | 1.0866 | 0.0993 | 0.068* | |
C8 | 0.8231 (4) | 0.9690 (5) | 0.0617 (2) | 0.065 (2) | |
H8A | 0.8594 | 0.9242 | 0.0660 | 0.078* | |
C9 | 0.8488 (4) | 1.0556 (5) | 0.04519 (19) | 0.078 (2) | |
H9A | 0.8251 | 1.1103 | 0.0521 | 0.094* | |
H9B | 0.8984 | 1.0618 | 0.0410 | 0.094* | |
C10 | 0.8096 (4) | 0.9894 (6) | 0.0219 (2) | 0.092 (3) | |
H10A | 0.7624 | 1.0045 | 0.0148 | 0.111* | |
H10B | 0.8357 | 0.9560 | 0.0037 | 0.111* | |
C11 | 0.7959 (3) | 0.7352 (5) | 0.02826 (19) | 0.0553 (18) | |
C12 | 0.8305 (3) | 0.7383 (4) | 0.06253 (19) | 0.0506 (18) | |
C13 | 0.8916 (4) | 0.6855 (5) | 0.0665 (2) | 0.065 (2) | |
H13A | 0.9157 | 0.6851 | 0.0887 | 0.078* | |
C14 | 0.9148 (4) | 0.6351 (5) | 0.0374 (3) | 0.080 (2) | |
H14A | 0.9545 | 0.6004 | 0.0406 | 0.095* | |
C15 | 0.8825 (4) | 0.6333 (5) | 0.0040 (2) | 0.074 (2) | |
H15A | 0.9002 | 0.5997 | −0.0154 | 0.089* | |
C16 | 0.8233 (4) | 0.6827 (5) | 0.0000 (2) | 0.076 (2) | |
H16A | 0.8002 | 0.6814 | −0.0224 | 0.091* | |
C17 | 0.7336 (3) | 0.7851 (5) | 0.02172 (18) | 0.0580 (19) | |
H17A | 0.7155 | 0.7829 | −0.0019 | 0.070* | |
C18 | 0.6393 (4) | 0.8844 (6) | 0.0320 (2) | 0.078 (2) | |
H18A | 0.6415 | 0.9488 | 0.0369 | 0.094* | |
C19 | 0.5990 (4) | 0.8604 (6) | −0.0015 (2) | 0.096 (3) | |
H19A | 0.6137 | 0.8084 | −0.0154 | 0.115* | |
H19B | 0.5794 | 0.9086 | −0.0160 | 0.115* | |
C20 | 0.5709 (4) | 0.8457 (7) | 0.0365 (3) | 0.113 (3) | |
H20A | 0.5338 | 0.8847 | 0.0448 | 0.136* | |
H20B | 0.5681 | 0.7847 | 0.0454 | 0.136* | |
C21 | 0.6513 (3) | 0.7635 (4) | 0.16695 (19) | 0.0531 (18) | |
C22 | 0.6414 (3) | 0.7221 (4) | 0.13266 (19) | 0.0501 (17) | |
C23 | 0.5849 (4) | 0.6596 (5) | 0.1302 (2) | 0.072 (2) | |
H23A | 0.5781 | 0.6275 | 0.1087 | 0.087* | |
C24 | 0.5413 (4) | 0.6470 (6) | 0.1592 (3) | 0.080 (2) | |
H24A | 0.5038 | 0.6081 | 0.1565 | 0.096* | |
C25 | 0.5509 (4) | 0.6908 (6) | 0.1927 (3) | 0.082 (2) | |
H25A | 0.5205 | 0.6814 | 0.2122 | 0.099* | |
C26 | 0.6065 (4) | 0.7481 (5) | 0.1960 (2) | 0.068 (2) | |
H26A | 0.6142 | 0.7771 | 0.2182 | 0.081* | |
C27 | 0.7121 (4) | 0.8178 (4) | 0.1731 (2) | 0.0612 (19) | |
H27A | 0.7249 | 0.8292 | 0.1973 | 0.073* | |
C28 | 0.8182 (5) | 0.8965 (5) | 0.1576 (2) | 0.082 (3) | |
H28A | 0.8506 | 0.9025 | 0.1370 | 0.099* | |
C29 | 0.8525 (5) | 0.8840 (6) | 0.1936 (3) | 0.104 (3) | |
H29A | 0.8287 | 0.8481 | 0.2119 | 0.124* | |
H29B | 0.9028 | 0.8803 | 0.1942 | 0.124* | |
C30 | 0.8218 (5) | 0.9668 (8) | 0.1832 (3) | 0.133 (4) | |
H30A | 0.7790 | 0.9841 | 0.1954 | 0.159* | |
H30B | 0.8529 | 1.0161 | 0.1777 | 0.159* | |
C31 | 0.3635 (4) | 0.8397 (5) | 0.1789 (2) | 0.0619 (19) | |
C32 | 0.2938 (4) | 0.8605 (4) | 0.1872 (2) | 0.0587 (19) | |
C33 | 0.2798 (4) | 0.9144 (5) | 0.2175 (2) | 0.065 (2) | |
H33A | 0.2341 | 0.9299 | 0.2229 | 0.079* | |
C34 | 0.3329 (5) | 0.9451 (5) | 0.2395 (2) | 0.073 (2) | |
H34A | 0.3223 | 0.9808 | 0.2596 | 0.087* | |
C35 | 0.4011 (4) | 0.9240 (5) | 0.2324 (2) | 0.081 (2) | |
H35A | 0.4364 | 0.9432 | 0.2479 | 0.098* | |
C36 | 0.4160 (4) | 0.8738 (5) | 0.2016 (2) | 0.077 (2) | |
H36A | 0.4622 | 0.8622 | 0.1957 | 0.092* | |
C37 | 0.3810 (4) | 0.7921 (5) | 0.1455 (2) | 0.067 (2) | |
H37A | 0.4261 | 0.7977 | 0.1366 | 0.080* | |
C38 | 0.3585 (4) | 0.7085 (6) | 0.0903 (2) | 0.077 (2) | |
H38A | 0.3215 | 0.7130 | 0.0719 | 0.093* | |
C39 | 0.4304 (4) | 0.7166 (6) | 0.0747 (2) | 0.091 (3) | |
H39A | 0.4347 | 0.7283 | 0.0486 | 0.109* | |
H39B | 0.4660 | 0.7437 | 0.0899 | 0.109* | |
C40 | 0.4028 (4) | 0.6293 (6) | 0.0860 (2) | 0.097 (3) | |
H40A | 0.3906 | 0.5871 | 0.0668 | 0.117* | |
H40B | 0.4218 | 0.6025 | 0.1080 | 0.117* | |
C41 | 0.3333 (3) | 0.5445 (4) | 0.16603 (19) | 0.0529 (18) | |
C42 | 0.3245 (3) | 0.6114 (4) | 0.19221 (19) | 0.0495 (17) | |
C43 | 0.3620 (3) | 0.6056 (5) | 0.22523 (19) | 0.062 (2) | |
H43A | 0.3557 | 0.6484 | 0.2435 | 0.075* | |
C44 | 0.4088 (4) | 0.5356 (6) | 0.2306 (2) | 0.070 (2) | |
H44A | 0.4331 | 0.5326 | 0.2526 | 0.084* | |
C45 | 0.4203 (4) | 0.4700 (5) | 0.2042 (2) | 0.072 (2) | |
H45A | 0.4532 | 0.4252 | 0.2078 | 0.086* | |
C46 | 0.3810 (3) | 0.4741 (5) | 0.1724 (2) | 0.0620 (19) | |
H46A | 0.3861 | 0.4296 | 0.1548 | 0.074* | |
C47 | 0.2883 (4) | 0.5374 (5) | 0.13494 (19) | 0.0586 (19) | |
H47A | 0.2897 | 0.4843 | 0.1217 | 0.070* | |
C48 | 0.1983 (4) | 0.5773 (5) | 0.0933 (2) | 0.074 (2) | |
H48A | 0.1973 | 0.6220 | 0.0736 | 0.089* | |
C49 | 0.1828 (4) | 0.4847 (5) | 0.0811 (2) | 0.097 (3) | |
H49A | 0.1749 | 0.4747 | 0.0552 | 0.116* | |
H49B | 0.2059 | 0.4360 | 0.0938 | 0.116* | |
C50 | 0.1298 (4) | 0.5364 (6) | 0.1017 (2) | 0.097 (3) | |
H50A | 0.1205 | 0.5192 | 0.1269 | 0.116* | |
H50B | 0.0896 | 0.5579 | 0.0882 | 0.116* | |
C51 | 0.0950 (4) | 0.7828 (5) | 0.1114 (2) | 0.0604 (19) | |
C52 | 0.1546 (4) | 0.8030 (4) | 0.09086 (19) | 0.0511 (17) | |
C53 | 0.1451 (4) | 0.8554 (5) | 0.0595 (2) | 0.069 (2) | |
H53A | 0.1835 | 0.8690 | 0.0451 | 0.083* | |
C54 | 0.0822 (5) | 0.8871 (5) | 0.0496 (2) | 0.087 (3) | |
H54A | 0.0780 | 0.9210 | 0.0282 | 0.104* | |
C55 | 0.0236 (5) | 0.8700 (6) | 0.0707 (3) | 0.100 (3) | |
H55A | −0.0194 | 0.8931 | 0.0638 | 0.119* | |
C56 | 0.0296 (4) | 0.8191 (5) | 0.1014 (2) | 0.085 (3) | |
H56A | −0.0093 | 0.8080 | 0.1159 | 0.102* | |
C57 | 0.0962 (4) | 0.7321 (4) | 0.1457 (2) | 0.0584 (19) | |
H57A | 0.0536 | 0.7202 | 0.1568 | 0.070* | |
C58 | 0.1422 (3) | 0.6569 (5) | 0.19667 (18) | 0.0609 (19) | |
H58A | 0.1562 | 0.5938 | 0.1964 | 0.073* | |
C59 | 0.0839 (4) | 0.6780 (5) | 0.2228 (2) | 0.081 (2) | |
H59A | 0.0517 | 0.7251 | 0.2160 | 0.097* | |
H59B | 0.0637 | 0.6290 | 0.2366 | 0.097* | |
C60 | 0.1572 (4) | 0.7038 (6) | 0.2311 (2) | 0.085 (2) | |
H60A | 0.1692 | 0.7667 | 0.2297 | 0.102* | |
H60B | 0.1812 | 0.6707 | 0.2502 | 0.102* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Mn1 | 0.0503 (6) | 0.0271 (5) | 0.0383 (5) | −0.0004 (5) | 0.0008 (4) | 0.0009 (5) |
Mn2 | 0.0472 (6) | 0.0307 (5) | 0.0431 (5) | 0.0002 (5) | 0.0029 (5) | 0.0030 (5) |
O1 | 0.062 (3) | 0.043 (3) | 0.068 (3) | 0.000 (2) | 0.008 (2) | 0.000 (2) |
O2 | 0.070 (3) | 0.056 (3) | 0.056 (3) | 0.004 (3) | −0.006 (2) | −0.006 (3) |
O3 | 0.067 (3) | 0.040 (3) | 0.063 (3) | −0.005 (2) | 0.004 (2) | −0.004 (2) |
O4 | 0.062 (3) | 0.035 (3) | 0.086 (3) | 0.003 (2) | −0.007 (3) | 0.007 (2) |
O5 | 0.055 (3) | 0.068 (3) | 0.069 (3) | 0.004 (3) | 0.008 (2) | 0.018 (3) |
O6 | 0.072 (3) | 0.037 (3) | 0.055 (3) | −0.009 (2) | 0.003 (2) | −0.001 (2) |
N1 | 0.070 (4) | 0.039 (3) | 0.046 (3) | −0.002 (3) | 0.008 (3) | −0.001 (3) |
N2 | 0.061 (4) | 0.050 (4) | 0.057 (4) | −0.002 (3) | 0.005 (3) | 0.004 (3) |
N3 | 0.061 (3) | 0.038 (3) | 0.060 (4) | −0.005 (3) | 0.011 (3) | −0.002 (3) |
N4 | 0.064 (4) | 0.051 (4) | 0.064 (4) | 0.004 (3) | −0.006 (3) | 0.003 (3) |
N5 | 0.066 (4) | 0.044 (4) | 0.052 (4) | −0.005 (3) | 0.002 (3) | 0.002 (3) |
N6 | 0.071 (4) | 0.046 (3) | 0.038 (3) | 0.002 (3) | 0.008 (3) | 0.005 (3) |
C1 | 0.067 (5) | 0.034 (4) | 0.067 (5) | 0.000 (4) | 0.019 (4) | 0.005 (4) |
C2 | 0.063 (5) | 0.047 (5) | 0.055 (5) | 0.011 (4) | 0.007 (4) | 0.003 (4) |
C3 | 0.075 (5) | 0.055 (5) | 0.085 (6) | −0.003 (4) | 0.028 (4) | −0.013 (5) |
C4 | 0.072 (6) | 0.074 (6) | 0.092 (7) | 0.020 (5) | 0.036 (5) | 0.006 (5) |
C5 | 0.109 (7) | 0.052 (5) | 0.077 (6) | 0.014 (5) | 0.022 (5) | −0.007 (4) |
C6 | 0.072 (5) | 0.040 (5) | 0.078 (6) | 0.002 (4) | 0.019 (4) | −0.003 (4) |
C7 | 0.078 (5) | 0.038 (4) | 0.055 (4) | −0.007 (4) | 0.005 (4) | 0.001 (4) |
C8 | 0.077 (5) | 0.048 (5) | 0.070 (6) | 0.000 (4) | 0.022 (4) | −0.001 (4) |
C9 | 0.097 (6) | 0.062 (6) | 0.075 (6) | −0.016 (5) | 0.025 (5) | 0.003 (5) |
C10 | 0.110 (7) | 0.103 (7) | 0.064 (6) | −0.029 (6) | 0.024 (5) | 0.000 (5) |
C11 | 0.054 (5) | 0.054 (5) | 0.058 (5) | −0.006 (4) | 0.002 (4) | −0.008 (4) |
C12 | 0.058 (5) | 0.045 (4) | 0.049 (5) | −0.006 (4) | 0.005 (4) | −0.002 (4) |
C13 | 0.057 (5) | 0.060 (5) | 0.079 (6) | −0.002 (4) | 0.002 (4) | 0.001 (4) |
C14 | 0.065 (5) | 0.067 (6) | 0.107 (7) | 0.007 (4) | 0.023 (5) | −0.018 (5) |
C15 | 0.075 (6) | 0.072 (6) | 0.075 (6) | −0.003 (5) | 0.016 (5) | −0.021 (5) |
C16 | 0.090 (6) | 0.072 (6) | 0.065 (6) | −0.008 (5) | 0.009 (5) | −0.012 (5) |
C17 | 0.065 (5) | 0.064 (5) | 0.045 (4) | −0.014 (4) | 0.000 (4) | −0.001 (4) |
C18 | 0.068 (6) | 0.087 (6) | 0.079 (6) | 0.015 (5) | −0.009 (5) | 0.014 (5) |
C19 | 0.089 (6) | 0.130 (9) | 0.069 (6) | 0.016 (6) | −0.033 (5) | 0.001 (6) |
C20 | 0.065 (6) | 0.138 (9) | 0.137 (9) | −0.016 (6) | −0.007 (6) | 0.026 (7) |
C21 | 0.064 (5) | 0.049 (5) | 0.046 (5) | −0.004 (4) | 0.005 (4) | 0.004 (4) |
C22 | 0.052 (4) | 0.041 (4) | 0.057 (5) | 0.001 (4) | −0.001 (4) | 0.011 (4) |
C23 | 0.069 (5) | 0.060 (5) | 0.088 (6) | −0.014 (5) | −0.003 (4) | 0.017 (5) |
C24 | 0.064 (5) | 0.079 (6) | 0.098 (7) | −0.013 (5) | −0.006 (5) | 0.018 (6) |
C25 | 0.077 (6) | 0.075 (6) | 0.095 (7) | −0.004 (5) | 0.004 (5) | 0.033 (5) |
C26 | 0.086 (6) | 0.048 (5) | 0.069 (6) | −0.003 (4) | 0.002 (5) | 0.005 (4) |
C27 | 0.085 (6) | 0.043 (4) | 0.056 (5) | −0.001 (4) | −0.007 (4) | −0.005 (4) |
C28 | 0.139 (8) | 0.065 (6) | 0.043 (5) | −0.037 (5) | −0.018 (5) | −0.003 (4) |
C29 | 0.103 (7) | 0.076 (7) | 0.132 (9) | −0.017 (6) | −0.056 (6) | 0.025 (6) |
C30 | 0.129 (9) | 0.133 (10) | 0.136 (10) | −0.045 (8) | 0.016 (7) | −0.023 (9) |
C31 | 0.067 (5) | 0.049 (5) | 0.070 (5) | 0.004 (4) | 0.001 (4) | 0.000 (4) |
C32 | 0.059 (5) | 0.029 (4) | 0.088 (6) | −0.005 (4) | 0.001 (4) | 0.009 (4) |
C33 | 0.071 (5) | 0.037 (4) | 0.089 (6) | 0.008 (4) | −0.004 (5) | −0.006 (4) |
C34 | 0.091 (6) | 0.052 (5) | 0.076 (6) | 0.009 (5) | −0.010 (5) | 0.003 (4) |
C35 | 0.079 (6) | 0.062 (6) | 0.103 (8) | 0.003 (5) | −0.015 (5) | −0.003 (5) |
C36 | 0.062 (5) | 0.071 (6) | 0.097 (7) | −0.006 (4) | −0.011 (5) | 0.007 (5) |
C37 | 0.055 (5) | 0.060 (5) | 0.087 (6) | −0.001 (4) | −0.001 (4) | 0.023 (5) |
C38 | 0.069 (5) | 0.085 (6) | 0.079 (6) | 0.016 (5) | 0.014 (4) | 0.010 (5) |
C39 | 0.089 (6) | 0.106 (8) | 0.077 (6) | −0.006 (6) | 0.022 (5) | 0.008 (6) |
C40 | 0.104 (7) | 0.097 (8) | 0.091 (7) | −0.005 (6) | 0.013 (5) | 0.004 (6) |
C41 | 0.062 (5) | 0.040 (5) | 0.057 (5) | 0.007 (4) | −0.005 (4) | −0.003 (4) |
C42 | 0.057 (5) | 0.036 (4) | 0.056 (5) | −0.002 (4) | 0.001 (4) | 0.007 (4) |
C43 | 0.064 (5) | 0.064 (5) | 0.059 (5) | 0.000 (4) | −0.013 (4) | 0.001 (4) |
C44 | 0.062 (5) | 0.071 (6) | 0.076 (6) | −0.008 (5) | −0.013 (4) | 0.022 (5) |
C45 | 0.066 (5) | 0.056 (5) | 0.092 (7) | −0.005 (4) | −0.008 (5) | −0.008 (5) |
C46 | 0.061 (5) | 0.043 (5) | 0.082 (6) | −0.002 (4) | 0.000 (4) | −0.010 (4) |
C47 | 0.073 (5) | 0.036 (4) | 0.067 (5) | 0.001 (4) | 0.007 (4) | −0.007 (4) |
C48 | 0.091 (6) | 0.068 (6) | 0.063 (5) | 0.001 (5) | −0.035 (5) | −0.007 (4) |
C49 | 0.106 (7) | 0.075 (6) | 0.110 (7) | 0.019 (5) | −0.046 (6) | −0.045 (6) |
C50 | 0.087 (6) | 0.089 (7) | 0.115 (8) | 0.009 (6) | −0.032 (6) | −0.026 (6) |
C51 | 0.061 (5) | 0.053 (5) | 0.068 (5) | −0.008 (4) | −0.009 (4) | −0.002 (4) |
C52 | 0.051 (5) | 0.044 (4) | 0.058 (5) | −0.004 (3) | 0.001 (4) | 0.005 (4) |
C53 | 0.077 (6) | 0.058 (5) | 0.073 (6) | 0.006 (4) | −0.011 (4) | 0.012 (4) |
C54 | 0.090 (7) | 0.083 (6) | 0.086 (7) | 0.002 (5) | −0.010 (6) | 0.027 (5) |
C55 | 0.077 (7) | 0.110 (8) | 0.111 (8) | 0.009 (6) | −0.018 (6) | 0.032 (6) |
C56 | 0.062 (5) | 0.096 (7) | 0.096 (7) | −0.007 (5) | −0.013 (5) | 0.017 (6) |
C57 | 0.061 (5) | 0.044 (5) | 0.070 (5) | −0.023 (4) | −0.001 (4) | 0.000 (4) |
C58 | 0.077 (5) | 0.060 (5) | 0.046 (5) | −0.013 (4) | 0.005 (4) | 0.003 (4) |
C59 | 0.084 (6) | 0.082 (6) | 0.078 (6) | −0.009 (5) | 0.023 (5) | 0.005 (5) |
C60 | 0.095 (6) | 0.099 (7) | 0.061 (6) | −0.018 (5) | 0.004 (4) | 0.001 (5) |
Mn1—O1 | 1.871 (4) | C23—H23A | 0.93 |
Mn1—O2 | 1.883 (4) | C24—C25 | 1.397 (10) |
Mn1—O3 | 1.912 (4) | C24—H24A | 0.93 |
Mn1—N3 | 1.922 (5) | C25—C26 | 1.377 (9) |
Mn1—N2 | 1.926 (5) | C25—H25A | 0.93 |
Mn1—N1 | 1.940 (5) | C26—H26A | 0.93 |
Mn2—O6 | 1.864 (4) | C27—H27A | 0.93 |
Mn2—O4 | 1.899 (4) | C28—C30 | 1.407 (11) |
Mn2—O5 | 1.907 (4) | C28—C29 | 1.482 (10) |
Mn2—N4 | 1.927 (6) | C28—H28A | 0.98 |
Mn2—N6 | 1.943 (5) | C29—C30 | 1.423 (12) |
Mn2—N5 | 1.947 (5) | C29—H29A | 0.97 |
O1—C2 | 1.316 (7) | C29—H29B | 0.97 |
O2—C12 | 1.314 (7) | C30—H30A | 0.97 |
O3—C22 | 1.300 (7) | C30—H30B | 0.97 |
O4—C32 | 1.335 (8) | C31—C36 | 1.400 (9) |
O5—C52 | 1.307 (7) | C31—C32 | 1.408 (9) |
O6—C42 | 1.321 (7) | C31—C37 | 1.451 (9) |
N1—C7 | 1.279 (7) | C32—C33 | 1.393 (9) |
N1—C8 | 1.477 (8) | C33—C34 | 1.376 (9) |
N2—C17 | 1.314 (7) | C33—H33A | 0.93 |
N2—C18 | 1.468 (8) | C34—C35 | 1.373 (9) |
N3—C27 | 1.286 (7) | C34—H34A | 0.93 |
N3—C28 | 1.516 (9) | C35—C36 | 1.380 (10) |
N4—C37 | 1.287 (8) | C35—H35A | 0.93 |
N4—C38 | 1.484 (8) | C36—H36A | 0.93 |
N5—C57 | 1.288 (7) | C37—H37A | 0.93 |
N5—C58 | 1.444 (7) | C38—C40 | 1.465 (10) |
N6—C47 | 1.294 (7) | C38—C39 | 1.499 (9) |
N6—C48 | 1.470 (8) | C38—H38A | 0.98 |
C1—C6 | 1.401 (9) | C39—C40 | 1.467 (10) |
C1—C2 | 1.414 (9) | C39—H39A | 0.97 |
C1—C7 | 1.446 (8) | C39—H39B | 0.97 |
C2—C3 | 1.386 (8) | C40—H40A | 0.97 |
C3—C4 | 1.368 (9) | C40—H40B | 0.97 |
C3—H3A | 0.93 | C41—C42 | 1.393 (8) |
C4—C5 | 1.410 (10) | C41—C46 | 1.414 (8) |
C4—H4A | 0.93 | C41—C47 | 1.429 (9) |
C5—C6 | 1.352 (9) | C42—C43 | 1.405 (8) |
C5—H5A | 0.93 | C43—C44 | 1.394 (9) |
C6—H6A | 0.93 | C43—H43A | 0.93 |
C7—H7A | 0.93 | C44—C45 | 1.390 (9) |
C8—C10 | 1.505 (9) | C44—H44A | 0.93 |
C8—C9 | 1.511 (9) | C45—C46 | 1.386 (9) |
C8—H8A | 0.98 | C45—H45A | 0.93 |
C9—C10 | 1.505 (10) | C46—H46A | 0.93 |
C9—H9A | 0.97 | C47—H47A | 0.93 |
C9—H9B | 0.97 | C48—C49 | 1.483 (10) |
C10—H10A | 0.97 | C48—C50 | 1.484 (10) |
C10—H10B | 0.97 | C48—H48A | 0.98 |
C11—C16 | 1.396 (9) | C49—C50 | 1.481 (10) |
C11—C12 | 1.415 (8) | C49—H49A | 0.97 |
C11—C17 | 1.433 (9) | C49—H49B | 0.97 |
C12—C13 | 1.423 (9) | C50—H50A | 0.97 |
C13—C14 | 1.376 (9) | C50—H50B | 0.97 |
C13—H13A | 0.93 | C51—C52 | 1.401 (9) |
C14—C15 | 1.368 (10) | C51—C56 | 1.417 (9) |
C14—H14A | 0.93 | C51—C57 | 1.463 (9) |
C15—C16 | 1.364 (10) | C52—C53 | 1.396 (9) |
C15—H15A | 0.93 | C53—C54 | 1.350 (9) |
C16—H16A | 0.93 | C53—H53A | 0.93 |
C17—H17A | 0.93 | C54—C55 | 1.387 (10) |
C18—C20 | 1.446 (10) | C54—H54A | 0.93 |
C18—C19 | 1.489 (10) | C55—C56 | 1.360 (10) |
C18—H18A | 0.98 | C55—H55A | 0.93 |
C19—C20 | 1.503 (10) | C56—H56A | 0.93 |
C19—H19A | 0.97 | C57—H57A | 0.93 |
C19—H19B | 0.97 | C58—C60 | 1.467 (9) |
C20—H20A | 0.97 | C58—C59 | 1.503 (9) |
C20—H20B | 0.97 | C58—H58A | 0.98 |
C21—C26 | 1.384 (8) | C59—C60 | 1.492 (9) |
C21—C22 | 1.407 (9) | C59—H59A | 0.97 |
C21—C27 | 1.442 (9) | C59—H59B | 0.97 |
C22—C23 | 1.435 (9) | C60—H60A | 0.97 |
C23—C24 | 1.361 (9) | C60—H60B | 0.97 |
O1—Mn1—O2 | 173.53 (19) | C26—C25—C24 | 118.1 (8) |
O1—Mn1—O3 | 86.22 (19) | C26—C25—H25A | 121.0 |
O2—Mn1—O3 | 89.75 (19) | C24—C25—H25A | 121.0 |
O1—Mn1—N3 | 89.7 (2) | C25—C26—C21 | 121.3 (7) |
O2—Mn1—N3 | 85.2 (2) | C25—C26—H26A | 119.3 |
O3—Mn1—N3 | 90.3 (2) | C21—C26—H26A | 119.3 |
O1—Mn1—N2 | 90.7 (2) | N3—C27—C21 | 124.6 (7) |
O2—Mn1—N2 | 94.2 (2) | N3—C27—H27A | 117.7 |
O3—Mn1—N2 | 87.3 (2) | C21—C27—H27A | 117.7 |
N3—Mn1—N2 | 177.5 (2) | C30—C28—C29 | 59.0 (6) |
O1—Mn1—N1 | 91.0 (2) | C30—C28—N3 | 122.1 (8) |
O2—Mn1—N1 | 93.3 (2) | C29—C28—N3 | 122.8 (7) |
O3—Mn1—N1 | 176.3 (2) | C30—C28—H28A | 114.0 |
N3—Mn1—N1 | 92.0 (2) | C29—C28—H28A | 114.0 |
N2—Mn1—N1 | 90.4 (2) | N3—C28—H28A | 114.0 |
O6—Mn2—O4 | 86.71 (18) | C30—C29—C28 | 57.9 (6) |
O6—Mn2—O5 | 173.46 (18) | C30—C29—H29A | 118.0 |
O4—Mn2—O5 | 88.6 (2) | C28—C29—H29A | 118.0 |
O6—Mn2—N4 | 89.7 (2) | C30—C29—H29B | 118.0 |
O4—Mn2—N4 | 89.9 (2) | C28—C29—H29B | 118.0 |
O5—Mn2—N4 | 85.7 (2) | H29A—C29—H29B | 115.2 |
O6—Mn2—N6 | 91.6 (2) | C28—C30—C29 | 63.2 (7) |
O4—Mn2—N6 | 176.9 (2) | C28—C30—H30A | 117.4 |
O5—Mn2—N6 | 93.2 (2) | C29—C30—H30A | 117.4 |
N4—Mn2—N6 | 92.7 (2) | C28—C30—H30B | 117.4 |
O6—Mn2—N5 | 89.9 (2) | C29—C30—H30B | 117.4 |
O4—Mn2—N5 | 86.5 (2) | H30A—C30—H30B | 114.5 |
O5—Mn2—N5 | 94.4 (2) | C36—C31—C32 | 118.7 (7) |
N4—Mn2—N5 | 176.3 (2) | C36—C31—C37 | 120.4 (7) |
N6—Mn2—N5 | 91.0 (2) | C32—C31—C37 | 120.5 (7) |
C2—O1—Mn1 | 123.2 (4) | O4—C32—C33 | 119.6 (7) |
C12—O2—Mn1 | 126.4 (4) | O4—C32—C31 | 121.5 (7) |
C22—O3—Mn1 | 118.4 (4) | C33—C32—C31 | 118.7 (7) |
C32—O4—Mn2 | 119.0 (4) | C34—C33—C32 | 120.7 (7) |
C52—O5—Mn2 | 126.7 (4) | C34—C33—H33A | 119.6 |
C42—O6—Mn2 | 124.7 (4) | C32—C33—H33A | 119.6 |
C7—N1—C8 | 119.9 (6) | C35—C34—C33 | 121.5 (8) |
C7—N1—Mn1 | 122.7 (5) | C35—C34—H34A | 119.3 |
C8—N1—Mn1 | 117.3 (4) | C33—C34—H34A | 119.3 |
C17—N2—C18 | 116.9 (6) | C34—C35—C36 | 118.5 (8) |
C17—N2—Mn1 | 124.1 (5) | C34—C35—H35A | 120.8 |
C18—N2—Mn1 | 118.9 (5) | C36—C35—H35A | 120.8 |
C27—N3—C28 | 119.3 (6) | C35—C36—C31 | 121.8 (8) |
C27—N3—Mn1 | 122.7 (5) | C35—C36—H36A | 119.1 |
C28—N3—Mn1 | 118.0 (4) | C31—C36—H36A | 119.1 |
C37—N4—C38 | 120.2 (6) | N4—C37—C31 | 124.8 (7) |
C37—N4—Mn2 | 122.1 (5) | N4—C37—H37A | 117.6 |
C38—N4—Mn2 | 117.5 (5) | C31—C37—H37A | 117.6 |
C57—N5—C58 | 118.0 (6) | C40—C38—N4 | 121.7 (7) |
C57—N5—Mn2 | 124.0 (5) | C40—C38—C39 | 59.3 (5) |
C58—N5—Mn2 | 117.9 (4) | N4—C38—C39 | 123.6 (7) |
C47—N6—C48 | 118.6 (6) | C40—C38—H38A | 113.8 |
C47—N6—Mn2 | 122.6 (5) | N4—C38—H38A | 113.8 |
C48—N6—Mn2 | 118.8 (4) | C39—C38—H38A | 113.8 |
C6—C1—C2 | 119.5 (6) | C40—C39—C38 | 59.2 (5) |
C6—C1—C7 | 119.5 (6) | C40—C39—H39A | 117.9 |
C2—C1—C7 | 120.7 (6) | C38—C39—H39A | 117.9 |
O1—C2—C3 | 119.7 (7) | C40—C39—H39B | 117.9 |
O1—C2—C1 | 122.9 (6) | C38—C39—H39B | 117.9 |
C3—C2—C1 | 117.4 (7) | H39A—C39—H39B | 115.0 |
C4—C3—C2 | 122.6 (7) | C38—C40—C39 | 61.5 (5) |
C4—C3—H3A | 118.7 | C38—C40—H40A | 117.6 |
C2—C3—H3A | 118.7 | C39—C40—H40A | 117.6 |
C3—C4—C5 | 119.5 (7) | C38—C40—H40B | 117.6 |
C3—C4—H4A | 120.2 | C39—C40—H40B | 117.6 |
C5—C4—H4A | 120.2 | H40A—C40—H40B | 114.7 |
C6—C5—C4 | 119.0 (7) | C42—C41—C46 | 120.0 (6) |
C6—C5—H5A | 120.5 | C42—C41—C47 | 121.5 (6) |
C4—C5—H5A | 120.5 | C46—C41—C47 | 117.9 (6) |
C5—C6—C1 | 121.8 (7) | O6—C42—C41 | 123.6 (6) |
C5—C6—H6A | 119.1 | O6—C42—C43 | 117.6 (6) |
C1—C6—H6A | 119.1 | C41—C42—C43 | 118.7 (7) |
N1—C7—C1 | 125.1 (6) | C44—C43—C42 | 119.9 (7) |
N1—C7—H7A | 117.4 | C44—C43—H43A | 120.1 |
C1—C7—H7A | 117.4 | C42—C43—H43A | 120.1 |
N1—C8—C10 | 118.6 (6) | C45—C44—C43 | 122.3 (7) |
N1—C8—C9 | 123.5 (6) | C45—C44—H44A | 118.8 |
C10—C8—C9 | 59.9 (5) | C43—C44—H44A | 118.8 |
N1—C8—H8A | 114.6 | C46—C45—C44 | 117.4 (7) |
C10—C8—H8A | 114.6 | C46—C45—H45A | 121.3 |
C9—C8—H8A | 114.6 | C44—C45—H45A | 121.3 |
C10—C9—C8 | 59.9 (5) | C45—C46—C41 | 121.6 (7) |
C10—C9—H9A | 117.8 | C45—C46—H46A | 119.2 |
C8—C9—H9A | 117.8 | C41—C46—H46A | 119.2 |
C10—C9—H9B | 117.8 | N6—C47—C41 | 125.6 (6) |
C8—C9—H9B | 117.8 | N6—C47—H47A | 117.2 |
H9A—C9—H9B | 114.9 | C41—C47—H47A | 117.2 |
C8—C10—C9 | 60.2 (5) | N6—C48—C49 | 123.5 (6) |
C8—C10—H10A | 117.7 | N6—C48—C50 | 119.1 (7) |
C9—C10—H10A | 117.7 | C49—C48—C50 | 59.9 (5) |
C8—C10—H10B | 117.7 | N6—C48—H48A | 114.5 |
C9—C10—H10B | 117.7 | C49—C48—H48A | 114.5 |
H10A—C10—H10B | 114.9 | C50—C48—H48A | 114.5 |
C16—C11—C12 | 119.5 (7) | C50—C49—C48 | 60.1 (5) |
C16—C11—C17 | 119.0 (7) | C50—C49—H49A | 117.8 |
C12—C11—C17 | 121.5 (6) | C48—C49—H49A | 117.8 |
O2—C12—C11 | 124.9 (6) | C50—C49—H49B | 117.8 |
O2—C12—C13 | 117.7 (6) | C48—C49—H49B | 117.8 |
C11—C12—C13 | 117.4 (6) | H49A—C49—H49B | 114.9 |
C14—C13—C12 | 119.5 (7) | C49—C50—C48 | 60.0 (5) |
C14—C13—H13A | 120.3 | C49—C50—H50A | 117.8 |
C12—C13—H13A | 120.3 | C48—C50—H50A | 117.8 |
C15—C14—C13 | 123.4 (8) | C49—C50—H50B | 117.8 |
C15—C14—H14A | 118.3 | C48—C50—H50B | 117.8 |
C13—C14—H14A | 118.3 | H50A—C50—H50B | 114.9 |
C16—C15—C14 | 117.5 (7) | C52—C51—C56 | 120.5 (7) |
C16—C15—H15A | 121.2 | C52—C51—C57 | 123.7 (7) |
C14—C15—H15A | 121.2 | C56—C51—C57 | 115.6 (7) |
C15—C16—C11 | 122.7 (8) | O5—C52—C53 | 119.7 (6) |
C15—C16—H16A | 118.6 | O5—C52—C51 | 123.4 (6) |
C11—C16—H16A | 118.6 | C53—C52—C51 | 116.7 (7) |
N2—C17—C11 | 126.7 (6) | C54—C53—C52 | 122.3 (8) |
N2—C17—H17A | 116.6 | C54—C53—H53A | 118.8 |
C11—C17—H17A | 116.6 | C52—C53—H53A | 118.8 |
C20—C18—N2 | 117.9 (7) | C53—C54—C55 | 120.9 (8) |
C20—C18—C19 | 61.6 (5) | C53—C54—H54A | 119.5 |
N2—C18—C19 | 124.3 (7) | C55—C54—H54A | 119.5 |
C20—C18—H18A | 114.2 | C56—C55—C54 | 119.4 (8) |
N2—C18—H18A | 114.2 | C56—C55—H55A | 120.3 |
C19—C18—H18A | 114.2 | C54—C55—H55A | 120.3 |
C18—C19—C20 | 57.8 (5) | C55—C56—C51 | 120.0 (8) |
C18—C19—H19A | 118.0 | C55—C56—H56A | 120.0 |
C20—C19—H19A | 118.0 | C51—C56—H56A | 120.0 |
C18—C19—H19B | 118.0 | N5—C57—C51 | 125.8 (6) |
C20—C19—H19B | 118.0 | N5—C57—H57A | 117.1 |
H19A—C19—H19B | 115.2 | C51—C57—H57A | 117.1 |
C18—C20—C19 | 60.6 (5) | N5—C58—C60 | 119.9 (6) |
C18—C20—H20A | 117.7 | N5—C58—C59 | 122.7 (6) |
C19—C20—H20A | 117.7 | C60—C58—C59 | 60.3 (4) |
C18—C20—H20B | 117.7 | N5—C58—H58A | 114.4 |
C19—C20—H20B | 117.7 | C60—C58—H58A | 114.4 |
H20A—C20—H20B | 114.8 | C59—C58—H58A | 114.4 |
C26—C21—C22 | 121.5 (7) | C60—C59—C58 | 58.7 (4) |
C26—C21—C27 | 118.6 (7) | C60—C59—H59A | 117.9 |
C22—C21—C27 | 119.7 (6) | C58—C59—H59A | 117.9 |
O3—C22—C21 | 124.9 (6) | C60—C59—H59B | 117.9 |
O3—C22—C23 | 118.6 (7) | C58—C59—H59B | 117.9 |
C21—C22—C23 | 116.3 (7) | H59A—C59—H59B | 115.1 |
C24—C23—C22 | 120.6 (8) | C58—C60—C59 | 61.0 (5) |
C24—C23—H23A | 119.7 | C58—C60—H60A | 117.7 |
C22—C23—H23A | 119.7 | C59—C60—H60A | 117.7 |
C23—C24—C25 | 122.1 (8) | C58—C60—H60B | 117.7 |
C23—C24—H24A | 119.0 | C59—C60—H60B | 117.7 |
C25—C24—H24A | 119.0 | H60A—C60—H60B | 114.8 |