Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229619014360/yp3195sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229619014360/yp3195Isup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229619014360/yp3195IIsup3.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229619014360/yp3195IIIsup4.hkl |
CCDC references: 1960599; 1960598; 1960597
For all structures, data collection: APEX3 (Bruker, 2016); cell refinement: SAINT (Bruker, 2016); data reduction: SAINT (Bruker, 2016); program(s) used to solve structure: SHELXT (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2015b); molecular graphics: SHELXTL (Sheldrick, 2015a); software used to prepare material for publication: SHELXTL (Sheldrick, 2015a).
C26H32N2O | F(000) = 1680 |
Mr = 388.53 | Dx = 1.195 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 17.491 (3) Å | Cell parameters from 9766 reflections |
b = 16.604 (3) Å | θ = 4.2–30.6° |
c = 15.170 (3) Å | µ = 0.07 mm−1 |
β = 101.362 (2)° | T = 100 K |
V = 4319.6 (13) Å3 | Block, red |
Z = 8 | 0.30 × 0.25 × 0.20 mm |
Bruker APEXII CCD diffractometer | 11185 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.025 |
φ and ω scans | θmax = 30.6°, θmin = 4.3° |
Absorption correction: multi-scan (SADABS; Bruker, 2016) | h = −25→25 |
Tmin = 0.669, Tmax = 0.746 | k = −23→22 |
50803 measured reflections | l = −21→21 |
13212 independent reflections |
Refinement on F2 | Primary atom site location: difference Fourier map |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.047 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.131 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0744P)2 + 1.2459P] where P = (Fo2 + 2Fc2)/3 |
13212 reflections | (Δ/σ)max = 0.001 |
530 parameters | Δρmax = 0.51 e Å−3 |
6 restraints | Δρmin = −0.55 e Å−3 |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. The single crystal X-ray diffraction data were collected on a Bruker SMART APEX II diffractometer equipped with CCD area detector (λMoKa-radiation, graphite monochromator, φ- and ω-scan mode). The semi-empirical absorption correction was applied using the SADABS program (Bruker, 2016). The structures were determined by direct methods and refined by full-matrix least-square technique on F2 in anisotropic approximation for non-hydrogen atoms. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
O1A | 0.37645 (4) | 0.53087 (5) | 0.75324 (5) | 0.02283 (15) | |
N1A | 0.76212 (5) | 0.61944 (6) | 0.45699 (6) | 0.02425 (18) | |
N2A | 0.04010 (5) | 0.69477 (5) | 0.26520 (5) | 0.01993 (16) | |
C1A | 0.37999 (5) | 0.55390 (5) | 0.67763 (6) | 0.01722 (17) | |
C2A | 0.44488 (5) | 0.56834 (6) | 0.62885 (6) | 0.01699 (16) | |
C3A | 0.38715 (5) | 0.59537 (6) | 0.54497 (6) | 0.01688 (16) | |
H3A | 0.3850 | 0.5595 | 0.4924 | 0.020* | |
H3B | 0.3929 | 0.6524 | 0.5285 | 0.020* | |
C4A | 0.32212 (5) | 0.58049 (6) | 0.59758 (6) | 0.01716 (17) | |
C5A | 0.52270 (5) | 0.56130 (6) | 0.65452 (6) | 0.01822 (17) | |
H5A | 0.5410 | 0.5426 | 0.7141 | 0.022* | |
C6A | 0.58238 (5) | 0.57866 (6) | 0.60288 (6) | 0.01809 (17) | |
C7A | 0.66150 (6) | 0.57242 (6) | 0.64341 (7) | 0.02256 (19) | |
H7A | 0.6748 | 0.5579 | 0.7051 | 0.027* | |
C8A | 0.72083 (6) | 0.58656 (7) | 0.59713 (7) | 0.0243 (2) | |
H8A | 0.7736 | 0.5818 | 0.6276 | 0.029* | |
C9A | 0.70416 (6) | 0.60794 (6) | 0.50519 (7) | 0.02049 (18) | |
C10A | 0.62447 (6) | 0.61652 (6) | 0.46474 (6) | 0.02010 (18) | |
H10A | 0.6109 | 0.6328 | 0.4036 | 0.024* | |
C11A | 0.56598 (5) | 0.60182 (6) | 0.51204 (6) | 0.01917 (18) | |
H11A | 0.5132 | 0.6076 | 0.4822 | 0.023* | |
C12A | 0.84282 (6) | 0.59702 (7) | 0.49353 (8) | 0.02812 (17) | 0.95 |
H12A | 0.8674 | 0.5784 | 0.4437 | 0.034* | 0.95 |
H12B | 0.8432 | 0.5514 | 0.5356 | 0.034* | 0.95 |
C13A | 0.89141 (6) | 0.66534 (7) | 0.54274 (8) | 0.02812 (17) | 0.95 |
H13A | 0.9447 | 0.6463 | 0.5655 | 0.042* | 0.95 |
H13B | 0.8683 | 0.6833 | 0.5932 | 0.042* | 0.95 |
H13C | 0.8926 | 0.7103 | 0.5012 | 0.042* | 0.95 |
C12C | 0.8326 (6) | 0.6515 (10) | 0.5144 (13) | 0.02812 (17) | 0.05 |
H12E | 0.8188 | 0.6747 | 0.5693 | 0.034* | 0.05 |
H12F | 0.8537 | 0.6955 | 0.4821 | 0.034* | 0.05 |
C13C | 0.8957 (11) | 0.5878 (12) | 0.5417 (15) | 0.02812 (17) | 0.05 |
H13G | 0.9410 | 0.6121 | 0.5810 | 0.042* | 0.05 |
H13H | 0.9113 | 0.5662 | 0.4878 | 0.042* | 0.05 |
H13I | 0.8752 | 0.5441 | 0.5738 | 0.042* | 0.05 |
C14A | 0.74330 (6) | 0.64558 (6) | 0.36366 (6) | 0.0242 (2) | |
H14A | 0.6995 | 0.6126 | 0.3312 | 0.029* | |
H14B | 0.7889 | 0.6357 | 0.3355 | 0.029* | |
C15A | 0.72088 (7) | 0.73443 (6) | 0.35250 (7) | 0.0270 (2) | |
H15A | 0.7066 | 0.7475 | 0.2884 | 0.041* | |
H15B | 0.7652 | 0.7678 | 0.3807 | 0.041* | |
H15C | 0.6764 | 0.7450 | 0.3813 | 0.041* | |
C16A | 0.24366 (5) | 0.58555 (6) | 0.58170 (6) | 0.01789 (17) | |
H16A | 0.2190 | 0.5694 | 0.6293 | 0.021* | |
C17A | 0.19264 (5) | 0.61292 (6) | 0.49984 (6) | 0.01736 (17) | |
C18A | 0.22053 (5) | 0.64413 (6) | 0.42601 (7) | 0.02070 (18) | |
H18A | 0.2752 | 0.6471 | 0.4291 | 0.025* | |
C19A | 0.17103 (6) | 0.67060 (6) | 0.34919 (6) | 0.02036 (18) | |
H19A | 0.1923 | 0.6914 | 0.3009 | 0.024* | |
C20A | 0.08918 (5) | 0.66731 (6) | 0.34106 (6) | 0.01725 (17) | |
C21A | 0.06071 (5) | 0.63396 (6) | 0.41418 (7) | 0.01977 (18) | |
H21A | 0.0061 | 0.6291 | 0.4105 | 0.024* | |
C22A | 0.11126 (5) | 0.60833 (6) | 0.49103 (6) | 0.01899 (17) | |
H22A | 0.0903 | 0.5870 | 0.5393 | 0.023* | |
C23A | −0.04420 (5) | 0.68533 (6) | 0.25203 (7) | 0.02092 (18) | |
H23A | −0.0561 | 0.6338 | 0.2793 | 0.025* | |
H23B | −0.0662 | 0.6825 | 0.1868 | 0.025* | |
C24A | −0.08338 (6) | 0.75382 (7) | 0.29300 (8) | 0.0262 (2) | |
H24A | −0.0684 | 0.8054 | 0.2699 | 0.039* | |
H24B | −0.0668 | 0.7527 | 0.3586 | 0.039* | |
H24C | −0.1401 | 0.7475 | 0.2769 | 0.039* | |
C25A | 0.06782 (6) | 0.74524 (6) | 0.19923 (6) | 0.02031 (18) | |
H25A | 0.1172 | 0.7714 | 0.2284 | 0.024* | |
H25B | 0.0291 | 0.7882 | 0.1792 | 0.024* | |
C26A | 0.08147 (8) | 0.69863 (7) | 0.11760 (8) | 0.0303 (2) | |
H26A | 0.0964 | 0.7360 | 0.0740 | 0.046* | |
H26B | 0.0335 | 0.6705 | 0.0899 | 0.046* | |
H26C | 0.1233 | 0.6593 | 0.1362 | 0.046* | |
O1B | 0.10286 (4) | 0.50910 (5) | 0.69592 (5) | 0.02444 (15) | |
N1B | 0.42893 (5) | 0.72757 (5) | 1.15936 (5) | 0.01779 (15) | |
N2B | −0.27827 (5) | 0.56142 (5) | 1.00784 (6) | 0.02164 (17) | |
C1B | 0.09625 (5) | 0.54128 (6) | 0.76664 (6) | 0.01794 (17) | |
C2B | 0.14987 (5) | 0.58571 (6) | 0.83853 (6) | 0.01724 (17) | |
C3B | 0.08455 (5) | 0.59823 (6) | 0.89097 (6) | 0.01810 (17) | |
H3C | 0.0689 | 0.6552 | 0.8952 | 0.022* | |
H3D | 0.0940 | 0.5718 | 0.9506 | 0.022* | |
C4B | 0.03144 (5) | 0.55029 (6) | 0.81680 (6) | 0.01799 (17) | |
C5B | 0.22691 (5) | 0.60113 (6) | 0.85074 (6) | 0.01750 (17) | |
H5B | 0.2518 | 0.5858 | 0.8031 | 0.021* | |
C6B | 0.27628 (5) | 0.63841 (6) | 0.92814 (6) | 0.01666 (16) | |
C7B | 0.35677 (5) | 0.64570 (6) | 0.93137 (6) | 0.01787 (17) | |
H7B | 0.3774 | 0.6298 | 0.8806 | 0.021* | |
C8B | 0.40705 (5) | 0.67539 (6) | 1.00641 (6) | 0.01830 (17) | |
H8B | 0.4611 | 0.6799 | 1.0057 | 0.022* | |
C9B | 0.37940 (5) | 0.69916 (5) | 1.08398 (6) | 0.01633 (16) | |
C10B | 0.29807 (5) | 0.69378 (6) | 1.07972 (6) | 0.01883 (17) | |
H10B | 0.2771 | 0.7105 | 1.1299 | 0.023* | |
C11B | 0.24859 (5) | 0.66480 (6) | 1.00413 (6) | 0.01914 (17) | |
H11B | 0.1942 | 0.6626 | 1.0034 | 0.023* | |
C12B | 0.51320 (6) | 0.72303 (6) | 1.16656 (7) | 0.02174 (19) | |
H12C | 0.5386 | 0.7583 | 1.2164 | 0.026* | |
H12D | 0.5264 | 0.7441 | 1.1104 | 0.026* | |
C13B | 0.54639 (7) | 0.63832 (7) | 1.18309 (8) | 0.0294 (2) | |
H13D | 0.5223 | 0.6031 | 1.1335 | 0.044* | |
H13E | 0.5352 | 0.6176 | 1.2397 | 0.044* | |
H13F | 0.6029 | 0.6398 | 1.1867 | 0.044* | |
C14B | 0.40059 (6) | 0.74570 (6) | 1.24138 (6) | 0.02146 (18) | |
H14C | 0.3510 | 0.7759 | 1.2250 | 0.026* | |
H14D | 0.4388 | 0.7813 | 1.2796 | 0.026* | |
C15B | 0.38688 (8) | 0.67211 (8) | 1.29628 (8) | 0.0318 (2) | |
H15D | 0.3481 | 0.6370 | 1.2596 | 0.048* | |
H15E | 0.3677 | 0.6894 | 1.3498 | 0.048* | |
H15F | 0.4360 | 0.6426 | 1.3147 | 0.048* | |
C16B | −0.04263 (5) | 0.52305 (6) | 0.80021 (6) | 0.01855 (17) | |
H16B | −0.0582 | 0.4928 | 0.7465 | 0.022* | |
C17B | −0.10155 (5) | 0.53432 (6) | 0.85449 (6) | 0.01752 (17) | |
C18B | −0.08797 (6) | 0.57509 (6) | 0.93738 (7) | 0.02055 (18) | |
H18B | −0.0375 | 0.5964 | 0.9600 | 0.025* | |
C19B | −0.14554 (6) | 0.58523 (6) | 0.98702 (7) | 0.02076 (18) | |
H19B | −0.1339 | 0.6138 | 1.0423 | 0.025* | |
C20B | −0.22168 (5) | 0.55394 (6) | 0.95719 (6) | 0.01812 (17) | |
C21B | −0.23569 (5) | 0.51384 (6) | 0.87339 (6) | 0.01852 (17) | |
H21B | −0.2862 | 0.4930 | 0.8502 | 0.022* | |
C22B | −0.17738 (5) | 0.50434 (6) | 0.82442 (6) | 0.01814 (17) | |
H22B | −0.1890 | 0.4766 | 0.7686 | 0.022* | |
C23B | −0.35851 (6) | 0.53606 (6) | 0.97335 (7) | 0.0239 (2) | |
H23C | −0.3843 | 0.5262 | 1.0249 | 0.029* | |
H23D | −0.3576 | 0.4844 | 0.9410 | 0.029* | |
C24B | −0.40725 (6) | 0.59653 (7) | 0.91006 (8) | 0.0300 (2) | |
H24D | −0.3816 | 0.6078 | 0.8595 | 0.045* | |
H24E | −0.4122 | 0.6466 | 0.9427 | 0.045* | |
H24F | −0.4592 | 0.5740 | 0.8874 | 0.045* | |
C25B | −0.26112 (6) | 0.59867 (6) | 1.09690 (7) | 0.0240 (2) | |
H25C | −0.2071 | 0.5847 | 1.1265 | 0.029* | |
H25D | −0.2967 | 0.5760 | 1.1338 | 0.029* | |
C26B | −0.26962 (7) | 0.69010 (7) | 1.09414 (8) | 0.0298 (2) | |
H26D | −0.2361 | 0.7128 | 1.0557 | 0.045* | |
H26E | −0.2542 | 0.7118 | 1.1551 | 0.045* | |
H26F | −0.3241 | 0.7044 | 1.0698 | 0.045* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1A | 0.0237 (3) | 0.0277 (4) | 0.0181 (3) | 0.0044 (3) | 0.0067 (3) | 0.0023 (3) |
N1A | 0.0160 (4) | 0.0309 (4) | 0.0265 (4) | −0.0018 (3) | 0.0059 (3) | 0.0014 (3) |
N2A | 0.0154 (3) | 0.0264 (4) | 0.0177 (4) | 0.0002 (3) | 0.0026 (3) | 0.0013 (3) |
C1A | 0.0170 (4) | 0.0171 (4) | 0.0179 (4) | 0.0021 (3) | 0.0043 (3) | −0.0015 (3) |
C2A | 0.0169 (4) | 0.0180 (4) | 0.0162 (4) | 0.0011 (3) | 0.0034 (3) | −0.0011 (3) |
C3A | 0.0155 (4) | 0.0186 (4) | 0.0166 (4) | 0.0007 (3) | 0.0034 (3) | −0.0003 (3) |
C4A | 0.0166 (4) | 0.0188 (4) | 0.0164 (4) | 0.0010 (3) | 0.0040 (3) | −0.0004 (3) |
C5A | 0.0174 (4) | 0.0200 (4) | 0.0167 (4) | 0.0012 (3) | 0.0021 (3) | −0.0008 (3) |
C6A | 0.0154 (4) | 0.0193 (4) | 0.0191 (4) | 0.0010 (3) | 0.0021 (3) | −0.0009 (3) |
C7A | 0.0171 (4) | 0.0282 (5) | 0.0209 (4) | 0.0009 (4) | 0.0003 (3) | 0.0033 (4) |
C8A | 0.0152 (4) | 0.0303 (5) | 0.0260 (5) | 0.0002 (4) | 0.0011 (3) | 0.0032 (4) |
C9A | 0.0161 (4) | 0.0213 (4) | 0.0240 (5) | −0.0015 (3) | 0.0039 (3) | 0.0004 (3) |
C10A | 0.0169 (4) | 0.0243 (4) | 0.0187 (4) | −0.0010 (3) | 0.0027 (3) | −0.0004 (3) |
C11A | 0.0149 (4) | 0.0229 (4) | 0.0190 (4) | 0.0009 (3) | 0.0015 (3) | −0.0011 (3) |
C12A | 0.0192 (3) | 0.0336 (4) | 0.0317 (4) | −0.0024 (3) | 0.0053 (3) | −0.0099 (3) |
C13A | 0.0192 (3) | 0.0336 (4) | 0.0317 (4) | −0.0024 (3) | 0.0053 (3) | −0.0099 (3) |
C12C | 0.0192 (3) | 0.0336 (4) | 0.0317 (4) | −0.0024 (3) | 0.0053 (3) | −0.0099 (3) |
C13C | 0.0192 (3) | 0.0336 (4) | 0.0317 (4) | −0.0024 (3) | 0.0053 (3) | −0.0099 (3) |
C14A | 0.0222 (5) | 0.0279 (5) | 0.0245 (5) | −0.0025 (4) | 0.0094 (4) | −0.0019 (4) |
C15A | 0.0300 (5) | 0.0284 (5) | 0.0252 (5) | −0.0002 (4) | 0.0116 (4) | −0.0002 (4) |
C16A | 0.0166 (4) | 0.0205 (4) | 0.0173 (4) | 0.0003 (3) | 0.0052 (3) | 0.0000 (3) |
C17A | 0.0149 (4) | 0.0199 (4) | 0.0177 (4) | 0.0004 (3) | 0.0041 (3) | −0.0007 (3) |
C18A | 0.0142 (4) | 0.0282 (5) | 0.0202 (4) | −0.0006 (3) | 0.0047 (3) | 0.0021 (4) |
C19A | 0.0164 (4) | 0.0270 (5) | 0.0183 (4) | −0.0008 (3) | 0.0051 (3) | 0.0017 (3) |
C20A | 0.0165 (4) | 0.0184 (4) | 0.0169 (4) | 0.0006 (3) | 0.0032 (3) | −0.0027 (3) |
C21A | 0.0143 (4) | 0.0245 (4) | 0.0210 (4) | 0.0002 (3) | 0.0047 (3) | 0.0008 (3) |
C22A | 0.0159 (4) | 0.0227 (4) | 0.0195 (4) | 0.0007 (3) | 0.0063 (3) | 0.0010 (3) |
C23A | 0.0158 (4) | 0.0231 (4) | 0.0225 (4) | −0.0015 (3) | 0.0004 (3) | −0.0010 (3) |
C24A | 0.0196 (4) | 0.0278 (5) | 0.0327 (5) | 0.0009 (4) | 0.0088 (4) | −0.0005 (4) |
C25A | 0.0204 (4) | 0.0212 (4) | 0.0192 (4) | 0.0016 (3) | 0.0036 (3) | 0.0013 (3) |
C26A | 0.0412 (6) | 0.0299 (5) | 0.0227 (5) | 0.0039 (5) | 0.0132 (4) | 0.0000 (4) |
O1B | 0.0249 (4) | 0.0298 (4) | 0.0203 (3) | −0.0054 (3) | 0.0088 (3) | −0.0062 (3) |
N1B | 0.0163 (3) | 0.0204 (4) | 0.0167 (3) | −0.0013 (3) | 0.0033 (3) | −0.0004 (3) |
N2B | 0.0185 (4) | 0.0248 (4) | 0.0230 (4) | −0.0011 (3) | 0.0073 (3) | −0.0020 (3) |
C1B | 0.0180 (4) | 0.0183 (4) | 0.0178 (4) | −0.0002 (3) | 0.0042 (3) | 0.0008 (3) |
C2B | 0.0174 (4) | 0.0188 (4) | 0.0158 (4) | 0.0008 (3) | 0.0039 (3) | 0.0000 (3) |
C3B | 0.0155 (4) | 0.0217 (4) | 0.0173 (4) | 0.0005 (3) | 0.0037 (3) | −0.0018 (3) |
C4B | 0.0174 (4) | 0.0193 (4) | 0.0177 (4) | 0.0006 (3) | 0.0042 (3) | −0.0013 (3) |
C5B | 0.0177 (4) | 0.0196 (4) | 0.0158 (4) | 0.0008 (3) | 0.0047 (3) | 0.0002 (3) |
C6B | 0.0154 (4) | 0.0188 (4) | 0.0162 (4) | 0.0002 (3) | 0.0042 (3) | 0.0013 (3) |
C7B | 0.0172 (4) | 0.0218 (4) | 0.0157 (4) | −0.0013 (3) | 0.0057 (3) | 0.0009 (3) |
C8B | 0.0155 (4) | 0.0224 (4) | 0.0181 (4) | −0.0020 (3) | 0.0059 (3) | 0.0011 (3) |
C9B | 0.0172 (4) | 0.0153 (4) | 0.0167 (4) | −0.0006 (3) | 0.0038 (3) | 0.0016 (3) |
C10B | 0.0163 (4) | 0.0232 (4) | 0.0178 (4) | 0.0007 (3) | 0.0054 (3) | −0.0018 (3) |
C11B | 0.0147 (4) | 0.0241 (4) | 0.0193 (4) | 0.0010 (3) | 0.0049 (3) | −0.0014 (3) |
C12B | 0.0168 (4) | 0.0260 (5) | 0.0221 (4) | −0.0034 (3) | 0.0030 (3) | −0.0005 (4) |
C13B | 0.0234 (5) | 0.0350 (6) | 0.0301 (5) | 0.0083 (4) | 0.0058 (4) | 0.0046 (4) |
C14B | 0.0221 (4) | 0.0249 (5) | 0.0178 (4) | −0.0012 (4) | 0.0048 (3) | −0.0037 (3) |
C15B | 0.0368 (6) | 0.0373 (6) | 0.0238 (5) | 0.0010 (5) | 0.0123 (4) | 0.0064 (4) |
C16B | 0.0184 (4) | 0.0190 (4) | 0.0185 (4) | −0.0006 (3) | 0.0040 (3) | −0.0017 (3) |
C17B | 0.0160 (4) | 0.0182 (4) | 0.0186 (4) | −0.0003 (3) | 0.0037 (3) | −0.0007 (3) |
C18B | 0.0163 (4) | 0.0243 (4) | 0.0209 (4) | −0.0027 (3) | 0.0034 (3) | −0.0039 (3) |
C19B | 0.0187 (4) | 0.0249 (4) | 0.0189 (4) | −0.0014 (3) | 0.0041 (3) | −0.0039 (3) |
C20B | 0.0172 (4) | 0.0176 (4) | 0.0201 (4) | 0.0008 (3) | 0.0048 (3) | 0.0014 (3) |
C21B | 0.0158 (4) | 0.0186 (4) | 0.0207 (4) | −0.0013 (3) | 0.0026 (3) | 0.0001 (3) |
C22B | 0.0173 (4) | 0.0181 (4) | 0.0185 (4) | −0.0010 (3) | 0.0023 (3) | −0.0012 (3) |
C23B | 0.0186 (4) | 0.0256 (5) | 0.0295 (5) | −0.0030 (4) | 0.0093 (4) | −0.0002 (4) |
C24B | 0.0214 (5) | 0.0317 (5) | 0.0365 (6) | 0.0012 (4) | 0.0045 (4) | −0.0012 (4) |
C25B | 0.0261 (5) | 0.0267 (5) | 0.0209 (5) | 0.0024 (4) | 0.0091 (4) | 0.0016 (4) |
C26B | 0.0374 (6) | 0.0271 (5) | 0.0269 (5) | −0.0002 (4) | 0.0112 (4) | −0.0024 (4) |
O1A—C1A | 1.2222 (12) | C26A—H26A | 0.9800 |
N1A—C9A | 1.3752 (13) | C26A—H26B | 0.9800 |
N1A—C14A | 1.4554 (12) | C26A—H26C | 0.9800 |
N1A—C12A | 1.4594 (12) | O1B—C1B | 1.2243 (12) |
N1A—C12C | 1.463 (2) | N1B—C9B | 1.3748 (12) |
N2A—C20A | 1.3711 (12) | N1B—C12B | 1.4585 (12) |
N2A—C23A | 1.4570 (12) | N1B—C14B | 1.4586 (12) |
N2A—C25A | 1.4596 (13) | N2B—C20B | 1.3732 (12) |
C1A—C4A | 1.4866 (13) | N2B—C23B | 1.4601 (13) |
C1A—C2A | 1.4914 (13) | N2B—C25B | 1.4622 (14) |
C2A—C5A | 1.3450 (13) | C1B—C2B | 1.4867 (13) |
C2A—C3A | 1.5277 (13) | C1B—C4B | 1.4921 (13) |
C3A—C4A | 1.5329 (13) | C2B—C5B | 1.3481 (13) |
C3A—H3A | 0.9900 | C2B—C3B | 1.5295 (13) |
C3A—H3B | 0.9900 | C3B—C4B | 1.5333 (13) |
C4A—C16A | 1.3484 (13) | C3B—H3C | 0.9900 |
C5A—C6A | 1.4521 (13) | C3B—H3D | 0.9900 |
C5A—H5A | 0.9500 | C4B—C16B | 1.3482 (13) |
C6A—C7A | 1.4032 (13) | C5B—C6B | 1.4518 (13) |
C6A—C11A | 1.4049 (13) | C5B—H5B | 0.9500 |
C7A—C8A | 1.3826 (14) | C6B—C7B | 1.4044 (13) |
C7A—H7A | 0.9500 | C6B—C11B | 1.4055 (13) |
C8A—C9A | 1.4129 (15) | C7B—C8B | 1.3848 (13) |
C8A—H8A | 0.9500 | C7B—H7B | 0.9500 |
C9A—C10A | 1.4151 (13) | C8B—C9B | 1.4137 (13) |
C10A—C11A | 1.3821 (13) | C8B—H8B | 0.9500 |
C10A—H10A | 0.9500 | C9B—C10B | 1.4141 (13) |
C11A—H11A | 0.9500 | C10B—C11B | 1.3800 (13) |
C12A—C13A | 1.5220 (13) | C10B—H10B | 0.9500 |
C12A—H12A | 0.9900 | C11B—H11B | 0.9500 |
C12A—H12B | 0.9900 | C12B—C13B | 1.5236 (15) |
C13A—H13A | 0.9800 | C12B—H12C | 0.9900 |
C13A—H13B | 0.9800 | C12B—H12D | 0.9900 |
C13A—H13C | 0.9800 | C13B—H13D | 0.9800 |
C12C—C13C | 1.526 (2) | C13B—H13E | 0.9800 |
C12C—H12E | 0.9900 | C13B—H13F | 0.9800 |
C12C—H12F | 0.9900 | C14B—C15B | 1.5241 (16) |
C13C—H13G | 0.9800 | C14B—H14C | 0.9900 |
C13C—H13H | 0.9800 | C14B—H14D | 0.9900 |
C13C—H13I | 0.9800 | C15B—H15D | 0.9800 |
C14A—C15A | 1.5273 (13) | C15B—H15E | 0.9800 |
C14A—H14A | 0.9900 | C15B—H15F | 0.9800 |
C14A—H14B | 0.9900 | C16B—C17B | 1.4524 (13) |
C15A—H15A | 0.9800 | C16B—H16B | 0.9500 |
C15A—H15B | 0.9800 | C17B—C22B | 1.4060 (13) |
C15A—H15C | 0.9800 | C17B—C18B | 1.4065 (13) |
C16A—C17A | 1.4519 (13) | C18B—C19B | 1.3815 (13) |
C16A—H16A | 0.9500 | C18B—H18B | 0.9500 |
C17A—C22A | 1.4053 (13) | C19B—C20B | 1.4180 (13) |
C17A—C18A | 1.4058 (13) | C19B—H19B | 0.9500 |
C18A—C19A | 1.3796 (13) | C20B—C21B | 1.4130 (13) |
C18A—H18A | 0.9500 | C21B—C22B | 1.3840 (13) |
C19A—C20A | 1.4138 (13) | C21B—H21B | 0.9500 |
C19A—H19A | 0.9500 | C22B—H22B | 0.9500 |
C20A—C21A | 1.4151 (13) | C23B—C24B | 1.5278 (16) |
C21A—C22A | 1.3842 (13) | C23B—H23C | 0.9900 |
C21A—H21A | 0.9500 | C23B—H23D | 0.9900 |
C22A—H22A | 0.9500 | C24B—H24D | 0.9800 |
C23A—C24A | 1.5222 (15) | C24B—H24E | 0.9800 |
C23A—H23A | 0.9900 | C24B—H24F | 0.9800 |
C23A—H23B | 0.9900 | C25B—C26B | 1.5251 (16) |
C24A—H24A | 0.9800 | C25B—H25C | 0.9900 |
C24A—H24B | 0.9800 | C25B—H25D | 0.9900 |
C24A—H24C | 0.9800 | C26B—H26D | 0.9800 |
C25A—C26A | 1.5185 (15) | C26B—H26E | 0.9800 |
C25A—H25A | 0.9900 | C26B—H26F | 0.9800 |
C25A—H25B | 0.9900 | ||
C9A—N1A—C14A | 120.63 (8) | H25A—C25A—H25B | 107.8 |
C9A—N1A—C12A | 121.46 (9) | C25A—C26A—H26A | 109.5 |
C14A—N1A—C12A | 117.52 (9) | C25A—C26A—H26B | 109.5 |
C9A—N1A—C12C | 110.9 (9) | H26A—C26A—H26B | 109.5 |
C14A—N1A—C12C | 118.3 (9) | C25A—C26A—H26C | 109.5 |
C20A—N2A—C23A | 121.92 (8) | H26A—C26A—H26C | 109.5 |
C20A—N2A—C25A | 121.93 (8) | H26B—C26A—H26C | 109.5 |
C23A—N2A—C25A | 115.57 (8) | C9B—N1B—C12B | 120.43 (8) |
O1A—C1A—C4A | 135.01 (9) | C9B—N1B—C14B | 121.07 (8) |
O1A—C1A—C2A | 134.44 (9) | C12B—N1B—C14B | 117.07 (8) |
C4A—C1A—C2A | 90.53 (7) | C20B—N2B—C23B | 121.43 (8) |
C5A—C2A—C1A | 131.92 (9) | C20B—N2B—C25B | 121.07 (8) |
C5A—C2A—C3A | 137.04 (9) | C23B—N2B—C25B | 117.45 (8) |
C1A—C2A—C3A | 91.02 (7) | O1B—C1B—C2B | 134.80 (9) |
C2A—C3A—C4A | 87.45 (7) | O1B—C1B—C4B | 134.67 (9) |
C2A—C3A—H3A | 114.1 | C2B—C1B—C4B | 90.52 (7) |
C4A—C3A—H3A | 114.1 | C5B—C2B—C1B | 131.61 (9) |
C2A—C3A—H3B | 114.1 | C5B—C2B—C3B | 137.02 (9) |
C4A—C3A—H3B | 114.1 | C1B—C2B—C3B | 91.21 (7) |
H3A—C3A—H3B | 111.3 | C2B—C3B—C4B | 87.39 (7) |
C16A—C4A—C1A | 132.05 (9) | C2B—C3B—H3C | 114.1 |
C16A—C4A—C3A | 136.93 (9) | C4B—C3B—H3C | 114.1 |
C1A—C4A—C3A | 91.00 (7) | C2B—C3B—H3D | 114.1 |
C2A—C5A—C6A | 128.36 (9) | C4B—C3B—H3D | 114.1 |
C2A—C5A—H5A | 115.8 | H3C—C3B—H3D | 111.3 |
C6A—C5A—H5A | 115.8 | C16B—C4B—C1B | 132.05 (9) |
C7A—C6A—C11A | 116.30 (9) | C16B—C4B—C3B | 137.07 (9) |
C7A—C6A—C5A | 120.05 (9) | C1B—C4B—C3B | 90.85 (7) |
C11A—C6A—C5A | 123.64 (8) | C2B—C5B—C6B | 127.68 (9) |
C8A—C7A—C6A | 122.62 (9) | C2B—C5B—H5B | 116.2 |
C8A—C7A—H7A | 118.7 | C6B—C5B—H5B | 116.2 |
C6A—C7A—H7A | 118.7 | C7B—C6B—C11B | 116.71 (8) |
C7A—C8A—C9A | 120.96 (9) | C7B—C6B—C5B | 119.84 (8) |
C7A—C8A—H8A | 119.5 | C11B—C6B—C5B | 123.37 (8) |
C9A—C8A—H8A | 119.5 | C8B—C7B—C6B | 121.96 (9) |
N1A—C9A—C8A | 121.96 (9) | C8B—C7B—H7B | 119.0 |
N1A—C9A—C10A | 121.46 (9) | C6B—C7B—H7B | 119.0 |
C8A—C9A—C10A | 116.58 (9) | C7B—C8B—C9B | 121.18 (8) |
C11A—C10A—C9A | 121.58 (9) | C7B—C8B—H8B | 119.4 |
C11A—C10A—H10A | 119.2 | C9B—C8B—H8B | 119.4 |
C9A—C10A—H10A | 119.2 | N1B—C9B—C8B | 121.69 (8) |
C10A—C11A—C6A | 121.91 (9) | N1B—C9B—C10B | 121.54 (8) |
C10A—C11A—H11A | 119.0 | C8B—C9B—C10B | 116.76 (8) |
C6A—C11A—H11A | 119.0 | C11B—C10B—C9B | 121.37 (9) |
N1A—C12A—C13A | 113.65 (9) | C11B—C10B—H10B | 119.3 |
N1A—C12A—H12A | 108.8 | C9B—C10B—H10B | 119.3 |
C13A—C12A—H12A | 108.8 | C10B—C11B—C6B | 121.96 (9) |
N1A—C12A—H12B | 108.8 | C10B—C11B—H11B | 119.0 |
C13A—C12A—H12B | 108.8 | C6B—C11B—H11B | 119.0 |
H12A—C12A—H12B | 107.7 | N1B—C12B—C13B | 114.00 (8) |
C12A—C13A—H13A | 109.5 | N1B—C12B—H12C | 108.8 |
C12A—C13A—H13B | 109.5 | C13B—C12B—H12C | 108.8 |
H13A—C13A—H13B | 109.5 | N1B—C12B—H12D | 108.8 |
C12A—C13A—H13C | 109.5 | C13B—C12B—H12D | 108.8 |
H13A—C13A—H13C | 109.5 | H12C—C12B—H12D | 107.6 |
H13B—C13A—H13C | 109.5 | C12B—C13B—H13D | 109.5 |
N1A—C12C—C13C | 112.9 (12) | C12B—C13B—H13E | 109.5 |
N1A—C12C—H12E | 109.0 | H13D—C13B—H13E | 109.5 |
C13C—C12C—H12E | 109.0 | C12B—C13B—H13F | 109.5 |
N1A—C12C—H12F | 109.0 | H13D—C13B—H13F | 109.5 |
C13C—C12C—H12F | 109.0 | H13E—C13B—H13F | 109.5 |
H12E—C12C—H12F | 107.8 | N1B—C14B—C15B | 114.65 (9) |
C12C—C13C—H13G | 109.5 | N1B—C14B—H14C | 108.6 |
C12C—C13C—H13H | 109.5 | C15B—C14B—H14C | 108.6 |
H13G—C13C—H13H | 109.5 | N1B—C14B—H14D | 108.6 |
C12C—C13C—H13I | 109.5 | C15B—C14B—H14D | 108.6 |
H13G—C13C—H13I | 109.5 | H14C—C14B—H14D | 107.6 |
H13H—C13C—H13I | 109.5 | C14B—C15B—H15D | 109.5 |
N1A—C14A—C15A | 113.57 (9) | C14B—C15B—H15E | 109.5 |
N1A—C14A—H14A | 108.9 | H15D—C15B—H15E | 109.5 |
C15A—C14A—H14A | 108.9 | C14B—C15B—H15F | 109.5 |
N1A—C14A—H14B | 108.9 | H15D—C15B—H15F | 109.5 |
C15A—C14A—H14B | 108.9 | H15E—C15B—H15F | 109.5 |
H14A—C14A—H14B | 107.7 | C4B—C16B—C17B | 127.88 (9) |
C14A—C15A—H15A | 109.5 | C4B—C16B—H16B | 116.1 |
C14A—C15A—H15B | 109.5 | C17B—C16B—H16B | 116.1 |
H15A—C15A—H15B | 109.5 | C22B—C17B—C18B | 116.28 (8) |
C14A—C15A—H15C | 109.5 | C22B—C17B—C16B | 120.00 (8) |
H15A—C15A—H15C | 109.5 | C18B—C17B—C16B | 123.72 (9) |
H15B—C15A—H15C | 109.5 | C19B—C18B—C17B | 122.22 (9) |
C4A—C16A—C17A | 127.21 (9) | C19B—C18B—H18B | 118.9 |
C4A—C16A—H16A | 116.4 | C17B—C18B—H18B | 118.9 |
C17A—C16A—H16A | 116.4 | C18B—C19B—C20B | 121.40 (9) |
C22A—C17A—C18A | 116.63 (8) | C18B—C19B—H19B | 119.3 |
C22A—C17A—C16A | 120.32 (8) | C20B—C19B—H19B | 119.3 |
C18A—C17A—C16A | 123.06 (8) | N2B—C20B—C21B | 121.99 (9) |
C19A—C18A—C17A | 122.14 (9) | N2B—C20B—C19B | 121.56 (9) |
C19A—C18A—H18A | 118.9 | C21B—C20B—C19B | 116.45 (8) |
C17A—C18A—H18A | 118.9 | C22B—C21B—C20B | 121.41 (9) |
C18A—C19A—C20A | 121.17 (9) | C22B—C21B—H21B | 119.3 |
C18A—C19A—H19A | 119.4 | C20B—C21B—H21B | 119.3 |
C20A—C19A—H19A | 119.4 | C21B—C22B—C17B | 122.23 (9) |
N2A—C20A—C19A | 121.08 (9) | C21B—C22B—H22B | 118.9 |
N2A—C20A—C21A | 121.96 (8) | C17B—C22B—H22B | 118.9 |
C19A—C20A—C21A | 116.97 (8) | N2B—C23B—C24B | 114.44 (9) |
C22A—C21A—C20A | 121.03 (9) | N2B—C23B—H23C | 108.7 |
C22A—C21A—H21A | 119.5 | C24B—C23B—H23C | 108.7 |
C20A—C21A—H21A | 119.5 | N2B—C23B—H23D | 108.7 |
C21A—C22A—C17A | 122.04 (9) | C24B—C23B—H23D | 108.7 |
C21A—C22A—H22A | 119.0 | H23C—C23B—H23D | 107.6 |
C17A—C22A—H22A | 119.0 | C23B—C24B—H24D | 109.5 |
N2A—C23A—C24A | 112.86 (8) | C23B—C24B—H24E | 109.5 |
N2A—C23A—H23A | 109.0 | H24D—C24B—H24E | 109.5 |
C24A—C23A—H23A | 109.0 | C23B—C24B—H24F | 109.5 |
N2A—C23A—H23B | 109.0 | H24D—C24B—H24F | 109.5 |
C24A—C23A—H23B | 109.0 | H24E—C24B—H24F | 109.5 |
H23A—C23A—H23B | 107.8 | N2B—C25B—C26B | 113.24 (9) |
C23A—C24A—H24A | 109.5 | N2B—C25B—H25C | 108.9 |
C23A—C24A—H24B | 109.5 | C26B—C25B—H25C | 108.9 |
H24A—C24A—H24B | 109.5 | N2B—C25B—H25D | 108.9 |
C23A—C24A—H24C | 109.5 | C26B—C25B—H25D | 108.9 |
H24A—C24A—H24C | 109.5 | H25C—C25B—H25D | 107.7 |
H24B—C24A—H24C | 109.5 | C25B—C26B—H26D | 109.5 |
N2A—C25A—C26A | 113.16 (9) | C25B—C26B—H26E | 109.5 |
N2A—C25A—H25A | 108.9 | H26D—C26B—H26E | 109.5 |
C26A—C25A—H25A | 108.9 | C25B—C26B—H26F | 109.5 |
N2A—C25A—H25B | 108.9 | H26D—C26B—H26F | 109.5 |
C26A—C25A—H25B | 108.9 | H26E—C26B—H26F | 109.5 |
O1A—C1A—C2A—C5A | −1.18 (19) | C25A—N2A—C23A—C24A | −84.50 (11) |
C4A—C1A—C2A—C5A | 177.73 (10) | C20A—N2A—C25A—C26A | 99.89 (11) |
O1A—C1A—C2A—C3A | −179.37 (11) | C23A—N2A—C25A—C26A | −88.68 (11) |
C4A—C1A—C2A—C3A | −0.46 (7) | O1B—C1B—C2B—C5B | −4.33 (19) |
C5A—C2A—C3A—C4A | −177.58 (12) | C4B—C1B—C2B—C5B | 174.51 (11) |
C1A—C2A—C3A—C4A | 0.44 (7) | O1B—C1B—C2B—C3B | 179.78 (12) |
O1A—C1A—C4A—C16A | −2.35 (19) | C4B—C1B—C2B—C3B | −1.38 (7) |
C2A—C1A—C4A—C16A | 178.75 (11) | C5B—C2B—C3B—C4B | −174.15 (12) |
O1A—C1A—C4A—C3A | 179.35 (11) | C1B—C2B—C3B—C4B | 1.34 (7) |
C2A—C1A—C4A—C3A | 0.46 (7) | O1B—C1B—C4B—C16B | 1.88 (19) |
C2A—C3A—C4A—C16A | −178.60 (12) | C2B—C1B—C4B—C16B | −176.96 (11) |
C2A—C3A—C4A—C1A | −0.45 (7) | O1B—C1B—C4B—C3B | −179.79 (12) |
C1A—C2A—C5A—C6A | −178.32 (9) | C2B—C1B—C4B—C3B | 1.38 (7) |
C3A—C2A—C5A—C6A | −0.98 (18) | C2B—C3B—C4B—C16B | 176.85 (12) |
C2A—C5A—C6A—C7A | 175.93 (10) | C2B—C3B—C4B—C1B | −1.34 (7) |
C2A—C5A—C6A—C11A | −4.27 (16) | C1B—C2B—C5B—C6B | −173.25 (9) |
C11A—C6A—C7A—C8A | −1.19 (15) | C3B—C2B—C5B—C6B | 0.71 (18) |
C5A—C6A—C7A—C8A | 178.63 (10) | C2B—C5B—C6B—C7B | 176.43 (9) |
C6A—C7A—C8A—C9A | −0.31 (17) | C2B—C5B—C6B—C11B | −0.21 (15) |
C14A—N1A—C9A—C8A | −176.73 (10) | C11B—C6B—C7B—C8B | 1.66 (14) |
C12A—N1A—C9A—C8A | 10.59 (15) | C5B—C6B—C7B—C8B | −175.20 (9) |
C12C—N1A—C9A—C8A | −32.1 (8) | C6B—C7B—C8B—C9B | 0.59 (15) |
C14A—N1A—C9A—C10A | 3.67 (15) | C12B—N1B—C9B—C8B | −9.05 (13) |
C12A—N1A—C9A—C10A | −169.01 (9) | C14B—N1B—C9B—C8B | −174.98 (9) |
C12C—N1A—C9A—C10A | 148.3 (8) | C12B—N1B—C9B—C10B | 172.19 (9) |
C7A—C8A—C9A—N1A | −177.60 (10) | C14B—N1B—C9B—C10B | 6.27 (14) |
C7A—C8A—C9A—C10A | 2.02 (15) | C7B—C8B—C9B—N1B | 179.00 (9) |
N1A—C9A—C10A—C11A | 177.33 (9) | C7B—C8B—C9B—C10B | −2.19 (14) |
C8A—C9A—C10A—C11A | −2.29 (15) | N1B—C9B—C10B—C11B | −179.63 (9) |
C9A—C10A—C11A—C6A | 0.84 (15) | C8B—C9B—C10B—C11B | 1.56 (14) |
C7A—C6A—C11A—C10A | 0.92 (14) | C9B—C10B—C11B—C6B | 0.70 (15) |
C5A—C6A—C11A—C10A | −178.89 (9) | C7B—C6B—C11B—C10B | −2.30 (14) |
C9A—N1A—C12A—C13A | −92.37 (13) | C5B—C6B—C11B—C10B | 174.44 (9) |
C14A—N1A—C12A—C13A | 94.73 (12) | C9B—N1B—C12B—C13B | −73.12 (12) |
C12C—N1A—C12A—C13A | −7.2 (15) | C14B—N1B—C12B—C13B | 93.36 (11) |
C9A—N1A—C12C—C13C | 102.8 (16) | C9B—N1B—C14B—C15B | 76.85 (12) |
C14A—N1A—C12C—C13C | −111.7 (16) | C12B—N1B—C14B—C15B | −89.53 (11) |
C12A—N1A—C12C—C13C | −11.7 (10) | C1B—C4B—C16B—C17B | 179.07 (10) |
C9A—N1A—C14A—C15A | 74.49 (12) | C3B—C4B—C16B—C17B | 1.52 (19) |
C12A—N1A—C14A—C15A | −112.55 (10) | C4B—C16B—C17B—C22B | 177.18 (10) |
C12C—N1A—C14A—C15A | −67.6 (8) | C4B—C16B—C17B—C18B | −2.18 (16) |
C1A—C4A—C16A—C17A | 179.89 (9) | C22B—C17B—C18B—C19B | 0.15 (15) |
C3A—C4A—C16A—C17A | −2.61 (18) | C16B—C17B—C18B—C19B | 179.53 (9) |
C4A—C16A—C17A—C22A | 174.66 (9) | C17B—C18B—C19B—C20B | 0.77 (16) |
C4A—C16A—C17A—C18A | −4.74 (16) | C23B—N2B—C20B—C21B | −6.81 (14) |
C22A—C17A—C18A—C19A | 1.28 (15) | C25B—N2B—C20B—C21B | 176.10 (9) |
C16A—C17A—C18A—C19A | −179.30 (9) | C23B—N2B—C20B—C19B | 174.08 (9) |
C17A—C18A—C19A—C20A | −0.18 (16) | C25B—N2B—C20B—C19B | −3.01 (14) |
C23A—N2A—C20A—C19A | 174.36 (9) | C18B—C19B—C20B—N2B | 177.67 (9) |
C25A—N2A—C20A—C19A | −14.75 (14) | C18B—C19B—C20B—C21B | −1.49 (14) |
C23A—N2A—C20A—C21A | −5.12 (14) | N2B—C20B—C21B—C22B | −177.79 (9) |
C25A—N2A—C20A—C21A | 165.76 (9) | C19B—C20B—C21B—C22B | 1.37 (14) |
C18A—C19A—C20A—N2A | 179.01 (9) | C20B—C21B—C22B—C17B | −0.52 (15) |
C18A—C19A—C20A—C21A | −1.48 (14) | C18B—C17B—C22B—C21B | −0.27 (14) |
N2A—C20A—C21A—C22A | −178.46 (9) | C16B—C17B—C22B—C21B | −179.67 (9) |
C19A—C20A—C21A—C22A | 2.03 (14) | C20B—N2B—C23B—C24B | −80.11 (12) |
C20A—C21A—C22A—C17A | −0.97 (15) | C25B—N2B—C23B—C24B | 97.07 (11) |
C18A—C17A—C22A—C21A | −0.71 (14) | C20B—N2B—C25B—C26B | 86.23 (12) |
C16A—C17A—C22A—C21A | 179.85 (9) | C23B—N2B—C25B—C26B | −90.96 (11) |
C20A—N2A—C23A—C24A | 86.93 (11) |
D—H···A | D—H | H···A | D···A | D—H···A |
C23A—H23A···O1Bi | 0.99 | 2.56 | 3.5239 (14) | 164 |
Symmetry code: (i) −x, −y+1, −z+1. |
C27H34N2O | Z = 4 |
Mr = 402.56 | F(000) = 872 |
Triclinic, P1 | Dx = 1.188 Mg m−3 |
a = 13.0640 (17) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 13.3132 (17) Å | Cell parameters from 9936 reflections |
c = 14.9575 (19) Å | θ = 4.1–30.6° |
α = 78.530 (1)° | µ = 0.07 mm−1 |
β = 66.274 (2)° | T = 100 K |
γ = 71.554 (2)° | Block, orange |
V = 2251.5 (5) Å3 | 0.30 × 0.30 × 0.20 mm |
Bruker APEXII CCD diffractometer | 11331 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.018 |
φ and ω scans | θmax = 30.7°, θmin = 4.1° |
Absorption correction: multi-scan (SADABS; Bruker, 2016) | h = −18→18 |
Tmin = 0.678, Tmax = 0.746 | k = −19→19 |
26860 measured reflections | l = −21→21 |
13695 independent reflections |
Refinement on F2 | Primary atom site location: difference Fourier map |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.045 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.131 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0776P)2 + 0.3784P] where P = (Fo2 + 2Fc2)/3 |
13695 reflections | (Δ/σ)max = 0.001 |
557 parameters | Δρmax = 0.53 e Å−3 |
0 restraints | Δρmin = −0.23 e Å−3 |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. The single crystal X-ray diffraction data were collected on a Bruker SMART APEX II diffractometer equipped with CCD area detector (λMoKa-radiation, graphite monochromator, φ- and ω-scan mode). The semi-empirical absorption correction was applied using the SADABS program (Bruker, 2016). The structures were determined by direct methods and refined by full-matrix least-square technique on F2 in anisotropic approximation for non-hydrogen atoms. |
x | y | z | Uiso*/Ueq | ||
O1A | 0.51709 (8) | 0.70816 (6) | 0.12290 (7) | 0.03267 (19) | |
N1A | −0.07851 (7) | 0.76154 (7) | −0.00330 (6) | 0.02241 (16) | |
N2A | 0.88570 (7) | 0.18375 (6) | 0.39942 (6) | 0.02112 (16) | |
C1A | 0.49501 (9) | 0.62289 (7) | 0.12966 (7) | 0.02048 (17) | |
C2A | 0.40007 (8) | 0.60815 (7) | 0.10799 (6) | 0.01796 (16) | |
C3A | 0.40433 (8) | 0.49149 (7) | 0.12320 (7) | 0.01804 (16) | |
H3A | 0.4133 | 0.4658 | 0.0620 | 0.020 (3)* | |
H3B | 0.3322 | 0.4792 | 0.1755 | 0.024 (3)* | |
C4A | 0.51082 (8) | 0.43261 (7) | 0.15318 (7) | 0.01907 (17) | |
H4A | 0.4870 | 0.3897 | 0.2165 | 0.029 (3)* | |
H4B | 0.5700 | 0.3849 | 0.1027 | 0.027 (3)* | |
C5A | 0.55834 (8) | 0.51811 (7) | 0.16201 (7) | 0.01868 (16) | |
C6A | 0.32593 (8) | 0.69435 (7) | 0.08172 (7) | 0.01849 (16) | |
H6A | 0.3422 | 0.7598 | 0.0791 | 0.022* | |
C7A | 0.22654 (8) | 0.70505 (7) | 0.05696 (6) | 0.01736 (16) | |
C8A | 0.16379 (8) | 0.80816 (7) | 0.03576 (7) | 0.01934 (17) | |
H8A | 0.1898 | 0.8668 | 0.0368 | 0.023* | |
C9A | 0.06612 (8) | 0.82774 (7) | 0.01356 (7) | 0.02010 (17) | |
H9A | 0.0271 | 0.8988 | −0.0006 | 0.024* | |
C10A | 0.02334 (8) | 0.74334 (7) | 0.01157 (6) | 0.01862 (17) | |
C11A | 0.08916 (8) | 0.63928 (7) | 0.02824 (7) | 0.02170 (18) | |
H11A | 0.0660 | 0.5803 | 0.0234 | 0.026* | |
C12A | 0.18623 (8) | 0.62108 (7) | 0.05131 (7) | 0.02013 (17) | |
H12A | 0.2268 | 0.5500 | 0.0637 | 0.024* | |
C13A | −0.13990 (8) | 0.86945 (8) | −0.02735 (7) | 0.02230 (18) | |
H13A | −0.1428 | 0.9174 | 0.0170 | 0.027* | |
H13B | −0.2207 | 0.8707 | −0.0149 | 0.027* | |
C14A | −0.08520 (9) | 0.91214 (8) | −0.13290 (7) | 0.02320 (18) | |
H14A | −0.0911 | 0.8709 | −0.1772 | 0.035* | |
H14B | −0.0034 | 0.9061 | −0.1476 | 0.035* | |
H14C | −0.1259 | 0.9869 | −0.1418 | 0.035* | |
C15A | −0.11625 (10) | 0.67443 (9) | −0.01579 (9) | 0.0291 (2) | |
H15A | −0.2005 | 0.6989 | −0.0026 | 0.035* | |
H15B | −0.1037 | 0.6149 | 0.0334 | 0.035* | |
C16A | −0.05378 (12) | 0.63385 (9) | −0.11711 (9) | 0.0355 (3) | |
H16A | −0.0662 | 0.6921 | −0.1664 | 0.053* | |
H16B | −0.0842 | 0.5768 | −0.1206 | 0.053* | |
H16C | 0.0294 | 0.6065 | −0.1298 | 0.053* | |
C17A | 0.63670 (8) | 0.51472 (7) | 0.20090 (7) | 0.02018 (17) | |
H17A | 0.6504 | 0.5814 | 0.1983 | 0.024* | |
C18A | 0.70342 (8) | 0.42644 (7) | 0.24595 (7) | 0.01826 (16) | |
C19A | 0.72862 (8) | 0.31857 (7) | 0.23204 (7) | 0.01858 (16) | |
H19A | 0.7033 | 0.2998 | 0.1879 | 0.022* | |
C20A | 0.78939 (8) | 0.23917 (7) | 0.28101 (7) | 0.01814 (16) | |
H20A | 0.8054 | 0.1673 | 0.2691 | 0.022* | |
C21A | 0.82833 (8) | 0.26228 (7) | 0.34845 (6) | 0.01713 (16) | |
C22A | 0.80523 (8) | 0.37081 (7) | 0.36095 (7) | 0.02036 (17) | |
H22A | 0.8311 | 0.3900 | 0.4045 | 0.024* | |
C23A | 0.74557 (8) | 0.44920 (7) | 0.31062 (7) | 0.02090 (18) | |
H23A | 0.7325 | 0.5214 | 0.3200 | 0.025* | |
C24A | 0.91651 (9) | 0.20945 (8) | 0.47409 (7) | 0.02219 (18) | |
H24A | 0.9200 | 0.1479 | 0.5234 | 0.027* | |
H24B | 0.8550 | 0.2702 | 0.5079 | 0.027* | |
C25A | 1.03176 (10) | 0.23733 (10) | 0.43249 (9) | 0.0303 (2) | |
H25A | 1.0290 | 0.2982 | 0.3835 | 0.045* | |
H25B | 1.0937 | 0.1763 | 0.4016 | 0.045* | |
H25C | 1.0471 | 0.2555 | 0.4854 | 0.045* | |
C26A | 0.91629 (8) | 0.07116 (7) | 0.38542 (7) | 0.01964 (17) | |
H26A | 0.9879 | 0.0346 | 0.3991 | 0.024* | |
H26B | 0.9330 | 0.0636 | 0.3160 | 0.024* | |
C27A | 0.82189 (10) | 0.01700 (8) | 0.45043 (8) | 0.0274 (2) | |
H27A | 0.7531 | 0.0480 | 0.4328 | 0.041* | |
H27B | 0.8019 | 0.0272 | 0.5191 | 0.041* | |
H27C | 0.8497 | −0.0591 | 0.4413 | 0.041* | |
O1B | 0.05811 (6) | 0.85510 (5) | 0.27787 (6) | 0.02336 (14) | |
N1B | −0.54350 (7) | 1.03535 (6) | 0.12908 (6) | 0.02018 (15) | |
N2B | 0.41242 (7) | 0.26192 (7) | 0.48397 (7) | 0.02379 (17) | |
C1B | 0.01588 (8) | 0.78178 (7) | 0.28490 (6) | 0.01733 (16) | |
C2B | −0.09170 (7) | 0.79209 (7) | 0.26869 (6) | 0.01683 (16) | |
C3B | −0.11411 (8) | 0.68429 (7) | 0.28519 (7) | 0.01901 (17) | |
H3C | −0.1116 | 0.6640 | 0.2240 | 0.027 (3)* | |
H3D | −0.1912 | 0.6848 | 0.3366 | 0.024 (3)* | |
C4B | −0.01664 (8) | 0.60496 (7) | 0.31804 (7) | 0.02060 (17) | |
H4C | −0.0500 | 0.5732 | 0.3855 | 0.028 (3)* | |
H4D | 0.0265 | 0.5471 | 0.2736 | 0.032 (3)* | |
C5B | 0.06242 (8) | 0.66877 (7) | 0.31372 (6) | 0.01739 (16) | |
C6B | −0.14947 (8) | 0.88877 (7) | 0.24049 (6) | 0.01745 (16) | |
H6B | −0.1164 | 0.9446 | 0.2358 | 0.021* | |
C7B | −0.25247 (7) | 0.92248 (7) | 0.21612 (6) | 0.01683 (16) | |
C8B | −0.28979 (8) | 1.02974 (7) | 0.18385 (7) | 0.01861 (17) | |
H8B | −0.2479 | 1.0777 | 0.1812 | 0.022* | |
C9B | −0.38481 (8) | 1.06818 (7) | 0.15588 (7) | 0.01913 (17) | |
H9B | −0.4066 | 1.1413 | 0.1347 | 0.023* | |
C10B | −0.44996 (8) | 0.99998 (7) | 0.15833 (6) | 0.01727 (16) | |
C11B | −0.41324 (8) | 0.89176 (7) | 0.19098 (7) | 0.01880 (17) | |
H11B | −0.4552 | 0.8436 | 0.1941 | 0.023* | |
C12B | −0.31768 (8) | 0.85503 (7) | 0.21830 (7) | 0.01832 (16) | |
H12B | −0.2953 | 0.7820 | 0.2392 | 0.022* | |
C13B | −0.57473 (9) | 1.14338 (8) | 0.08611 (8) | 0.02440 (19) | |
H13C | −0.6100 | 1.1429 | 0.0388 | 0.029* | |
H13D | −0.5030 | 1.1668 | 0.0490 | 0.029* | |
C14B | −0.65832 (11) | 1.22414 (9) | 0.15934 (10) | 0.0366 (3) | |
H14D | −0.6749 | 1.2942 | 0.1244 | 0.055* | |
H14E | −0.6234 | 1.2273 | 0.2054 | 0.055* | |
H14F | −0.7306 | 1.2029 | 0.1955 | 0.055* | |
C15B | −0.62048 (8) | 0.96795 (8) | 0.14737 (7) | 0.02168 (18) | |
H15C | −0.5726 | 0.8965 | 0.1261 | 0.026* | |
H15D | −0.6688 | 0.9982 | 0.1067 | 0.026* | |
C16B | −0.70002 (9) | 0.95615 (9) | 0.25423 (8) | 0.0295 (2) | |
H16D | −0.7492 | 0.9107 | 0.2606 | 0.044* | |
H16E | −0.7489 | 1.0263 | 0.2758 | 0.044* | |
H16F | −0.6531 | 0.9238 | 0.2949 | 0.044* | |
C17B | 0.16086 (8) | 0.64092 (7) | 0.33271 (6) | 0.01794 (16) | |
H17B | 0.1964 | 0.6971 | 0.3199 | 0.022* | |
C18B | 0.22223 (8) | 0.54095 (7) | 0.36910 (7) | 0.01803 (16) | |
C19B | 0.18877 (8) | 0.44560 (8) | 0.39326 (8) | 0.02249 (18) | |
H19B | 0.1213 | 0.4440 | 0.3844 | 0.027* | |
C20B | 0.25142 (8) | 0.35389 (8) | 0.42957 (8) | 0.02345 (19) | |
H20B | 0.2266 | 0.2907 | 0.4440 | 0.028* | |
C21B | 0.35163 (8) | 0.35223 (7) | 0.44562 (7) | 0.01980 (17) | |
C22B | 0.38554 (8) | 0.44784 (8) | 0.42128 (7) | 0.02123 (18) | |
H22B | 0.4523 | 0.4502 | 0.4309 | 0.025* | |
C23B | 0.32292 (8) | 0.53793 (7) | 0.38373 (7) | 0.02021 (17) | |
H23B | 0.3490 | 0.6006 | 0.3671 | 0.024* | |
C24B | 0.52849 (8) | 0.25395 (9) | 0.47975 (8) | 0.0282 (2) | |
H24C | 0.5643 | 0.3011 | 0.4235 | 0.034* | |
H24D | 0.5766 | 0.1802 | 0.4678 | 0.034* | |
C25B | 0.52990 (12) | 0.28331 (12) | 0.57187 (10) | 0.0413 (3) | |
H25D | 0.6102 | 0.2726 | 0.5654 | 0.062* | |
H25E | 0.4927 | 0.2383 | 0.6283 | 0.062* | |
H25F | 0.4876 | 0.3580 | 0.5815 | 0.062* | |
C26B | 0.38001 (8) | 0.16196 (8) | 0.50572 (7) | 0.02336 (19) | |
H26C | 0.2945 | 0.1771 | 0.5344 | 0.028* | |
H26D | 0.4107 | 0.1171 | 0.5553 | 0.028* | |
C27B | 0.42497 (10) | 0.10025 (9) | 0.41592 (9) | 0.0321 (2) | |
H27D | 0.3906 | 0.1420 | 0.3683 | 0.048* | |
H27E | 0.4037 | 0.0327 | 0.4356 | 0.048* | |
H27F | 0.5095 | 0.0864 | 0.3861 | 0.048* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1A | 0.0446 (5) | 0.0157 (3) | 0.0539 (5) | −0.0104 (3) | −0.0364 (4) | 0.0059 (3) |
N1A | 0.0211 (4) | 0.0194 (4) | 0.0280 (4) | −0.0041 (3) | −0.0134 (3) | 0.0030 (3) |
N2A | 0.0295 (4) | 0.0154 (3) | 0.0241 (4) | −0.0033 (3) | −0.0179 (3) | −0.0002 (3) |
C1A | 0.0268 (4) | 0.0151 (4) | 0.0244 (4) | −0.0049 (3) | −0.0161 (4) | 0.0016 (3) |
C2A | 0.0223 (4) | 0.0152 (4) | 0.0187 (4) | −0.0052 (3) | −0.0101 (3) | −0.0004 (3) |
C3A | 0.0217 (4) | 0.0145 (4) | 0.0199 (4) | −0.0047 (3) | −0.0099 (3) | −0.0007 (3) |
C4A | 0.0254 (4) | 0.0135 (4) | 0.0208 (4) | −0.0033 (3) | −0.0128 (3) | −0.0003 (3) |
C5A | 0.0233 (4) | 0.0143 (4) | 0.0198 (4) | −0.0037 (3) | −0.0112 (3) | 0.0008 (3) |
C6A | 0.0228 (4) | 0.0154 (4) | 0.0194 (4) | −0.0051 (3) | −0.0103 (3) | −0.0003 (3) |
C7A | 0.0197 (4) | 0.0153 (4) | 0.0169 (4) | −0.0033 (3) | −0.0080 (3) | −0.0002 (3) |
C8A | 0.0242 (4) | 0.0142 (4) | 0.0207 (4) | −0.0037 (3) | −0.0103 (3) | −0.0014 (3) |
C9A | 0.0229 (4) | 0.0147 (4) | 0.0218 (4) | −0.0011 (3) | −0.0102 (3) | −0.0014 (3) |
C10A | 0.0189 (4) | 0.0182 (4) | 0.0177 (4) | −0.0038 (3) | −0.0075 (3) | 0.0009 (3) |
C11A | 0.0243 (4) | 0.0157 (4) | 0.0284 (5) | −0.0064 (3) | −0.0144 (4) | 0.0030 (3) |
C12A | 0.0231 (4) | 0.0139 (4) | 0.0252 (4) | −0.0041 (3) | −0.0130 (4) | 0.0022 (3) |
C13A | 0.0184 (4) | 0.0226 (4) | 0.0216 (4) | −0.0006 (3) | −0.0081 (3) | 0.0015 (3) |
C14A | 0.0244 (4) | 0.0219 (4) | 0.0216 (4) | −0.0046 (3) | −0.0094 (4) | 0.0017 (3) |
C15A | 0.0288 (5) | 0.0258 (5) | 0.0397 (6) | −0.0117 (4) | −0.0209 (5) | 0.0078 (4) |
C16A | 0.0488 (7) | 0.0249 (5) | 0.0415 (6) | −0.0128 (5) | −0.0257 (6) | 0.0034 (4) |
C17A | 0.0243 (4) | 0.0152 (4) | 0.0232 (4) | −0.0042 (3) | −0.0126 (3) | 0.0004 (3) |
C18A | 0.0206 (4) | 0.0156 (4) | 0.0205 (4) | −0.0039 (3) | −0.0108 (3) | 0.0000 (3) |
C19A | 0.0226 (4) | 0.0168 (4) | 0.0192 (4) | −0.0040 (3) | −0.0114 (3) | −0.0016 (3) |
C20A | 0.0217 (4) | 0.0147 (4) | 0.0195 (4) | −0.0029 (3) | −0.0099 (3) | −0.0025 (3) |
C21A | 0.0184 (4) | 0.0160 (4) | 0.0177 (4) | −0.0032 (3) | −0.0087 (3) | −0.0005 (3) |
C22A | 0.0245 (4) | 0.0173 (4) | 0.0241 (4) | −0.0035 (3) | −0.0146 (4) | −0.0031 (3) |
C23A | 0.0246 (4) | 0.0154 (4) | 0.0268 (4) | −0.0037 (3) | −0.0144 (4) | −0.0023 (3) |
C24A | 0.0273 (4) | 0.0219 (4) | 0.0220 (4) | −0.0045 (3) | −0.0156 (4) | −0.0008 (3) |
C25A | 0.0281 (5) | 0.0347 (6) | 0.0341 (5) | −0.0083 (4) | −0.0172 (4) | −0.0035 (4) |
C26A | 0.0227 (4) | 0.0149 (4) | 0.0211 (4) | −0.0023 (3) | −0.0103 (3) | −0.0002 (3) |
C27A | 0.0304 (5) | 0.0216 (4) | 0.0262 (5) | −0.0079 (4) | −0.0071 (4) | 0.0015 (4) |
O1B | 0.0239 (3) | 0.0177 (3) | 0.0337 (4) | −0.0067 (3) | −0.0155 (3) | −0.0005 (3) |
N1B | 0.0194 (3) | 0.0184 (4) | 0.0257 (4) | −0.0056 (3) | −0.0128 (3) | 0.0025 (3) |
N2B | 0.0178 (4) | 0.0199 (4) | 0.0324 (4) | −0.0032 (3) | −0.0119 (3) | 0.0034 (3) |
C1B | 0.0181 (4) | 0.0167 (4) | 0.0181 (4) | −0.0039 (3) | −0.0079 (3) | −0.0019 (3) |
C2B | 0.0167 (4) | 0.0176 (4) | 0.0174 (4) | −0.0053 (3) | −0.0068 (3) | −0.0015 (3) |
C3B | 0.0198 (4) | 0.0166 (4) | 0.0229 (4) | −0.0056 (3) | −0.0100 (3) | −0.0003 (3) |
C4B | 0.0213 (4) | 0.0167 (4) | 0.0260 (4) | −0.0055 (3) | −0.0113 (3) | 0.0003 (3) |
C5B | 0.0189 (4) | 0.0151 (4) | 0.0180 (4) | −0.0031 (3) | −0.0074 (3) | −0.0019 (3) |
C6B | 0.0181 (4) | 0.0176 (4) | 0.0185 (4) | −0.0058 (3) | −0.0079 (3) | −0.0008 (3) |
C7B | 0.0170 (4) | 0.0174 (4) | 0.0171 (4) | −0.0047 (3) | −0.0073 (3) | −0.0012 (3) |
C8B | 0.0199 (4) | 0.0172 (4) | 0.0211 (4) | −0.0061 (3) | −0.0091 (3) | −0.0014 (3) |
C9B | 0.0202 (4) | 0.0162 (4) | 0.0225 (4) | −0.0044 (3) | −0.0100 (3) | −0.0006 (3) |
C10B | 0.0168 (4) | 0.0182 (4) | 0.0173 (4) | −0.0043 (3) | −0.0069 (3) | −0.0015 (3) |
C11B | 0.0183 (4) | 0.0175 (4) | 0.0229 (4) | −0.0062 (3) | −0.0092 (3) | −0.0005 (3) |
C12B | 0.0184 (4) | 0.0160 (4) | 0.0216 (4) | −0.0050 (3) | −0.0091 (3) | 0.0008 (3) |
C13B | 0.0261 (5) | 0.0216 (4) | 0.0296 (5) | −0.0081 (4) | −0.0169 (4) | 0.0066 (4) |
C14B | 0.0339 (6) | 0.0206 (5) | 0.0521 (7) | −0.0017 (4) | −0.0174 (5) | −0.0015 (5) |
C15B | 0.0200 (4) | 0.0209 (4) | 0.0282 (5) | −0.0063 (3) | −0.0132 (4) | 0.0000 (3) |
C16B | 0.0231 (5) | 0.0310 (5) | 0.0328 (5) | −0.0100 (4) | −0.0093 (4) | 0.0038 (4) |
C17B | 0.0189 (4) | 0.0170 (4) | 0.0180 (4) | −0.0036 (3) | −0.0072 (3) | −0.0023 (3) |
C18B | 0.0174 (4) | 0.0174 (4) | 0.0190 (4) | −0.0025 (3) | −0.0073 (3) | −0.0028 (3) |
C19B | 0.0202 (4) | 0.0200 (4) | 0.0301 (5) | −0.0047 (3) | −0.0132 (4) | −0.0001 (3) |
C20B | 0.0213 (4) | 0.0179 (4) | 0.0328 (5) | −0.0055 (3) | −0.0131 (4) | 0.0018 (4) |
C21B | 0.0165 (4) | 0.0190 (4) | 0.0210 (4) | −0.0022 (3) | −0.0064 (3) | −0.0006 (3) |
C22B | 0.0165 (4) | 0.0221 (4) | 0.0257 (4) | −0.0048 (3) | −0.0095 (3) | 0.0000 (3) |
C23B | 0.0185 (4) | 0.0192 (4) | 0.0234 (4) | −0.0048 (3) | −0.0085 (3) | −0.0012 (3) |
C24B | 0.0166 (4) | 0.0261 (5) | 0.0379 (6) | −0.0037 (4) | −0.0113 (4) | 0.0061 (4) |
C25B | 0.0357 (6) | 0.0558 (8) | 0.0419 (7) | −0.0236 (6) | −0.0228 (5) | 0.0128 (6) |
C26B | 0.0209 (4) | 0.0195 (4) | 0.0256 (4) | −0.0040 (3) | −0.0078 (4) | 0.0033 (3) |
C27B | 0.0343 (6) | 0.0246 (5) | 0.0312 (5) | −0.0039 (4) | −0.0088 (4) | −0.0022 (4) |
O1A—C1A | 1.2330 (12) | O1B—C1B | 1.2335 (11) |
N1A—C10A | 1.3752 (12) | N1B—C10B | 1.3749 (11) |
N1A—C13A | 1.4608 (12) | N1B—C13B | 1.4561 (12) |
N1A—C15A | 1.4646 (13) | N1B—C15B | 1.4641 (12) |
N2A—C21A | 1.3722 (11) | N2B—C21B | 1.3760 (12) |
N2A—C24A | 1.4585 (12) | N2B—C26B | 1.4593 (13) |
N2A—C26A | 1.4590 (12) | N2B—C24B | 1.4623 (13) |
C1A—C2A | 1.4780 (13) | C1B—C2B | 1.4804 (12) |
C1A—C5A | 1.4792 (12) | C1B—C5B | 1.4810 (12) |
C2A—C6A | 1.3539 (12) | C2B—C6B | 1.3527 (12) |
C2A—C3A | 1.5106 (12) | C2B—C3B | 1.5077 (12) |
C3A—C4A | 1.5566 (13) | C3B—C4B | 1.5569 (13) |
C3A—H3A | 0.9900 | C3B—H3C | 0.9900 |
C3A—H3B | 0.9900 | C3B—H3D | 0.9900 |
C4A—C5A | 1.5071 (13) | C4B—C5B | 1.5074 (13) |
C4A—H4A | 0.9900 | C4B—H4C | 0.9900 |
C4A—H4B | 0.9900 | C4B—H4D | 0.9900 |
C5A—C17A | 1.3520 (13) | C5B—C17B | 1.3499 (12) |
C6A—C7A | 1.4464 (12) | C6B—C7B | 1.4465 (12) |
C6A—H6A | 0.9500 | C6B—H6B | 0.9500 |
C7A—C12A | 1.4072 (13) | C7B—C12B | 1.4083 (12) |
C7A—C8A | 1.4075 (12) | C7B—C8B | 1.4087 (12) |
C8A—C9A | 1.3793 (13) | C8B—C9B | 1.3816 (12) |
C8A—H8A | 0.9500 | C8B—H8B | 0.9500 |
C9A—C10A | 1.4141 (13) | C9B—C10B | 1.4145 (12) |
C9A—H9A | 0.9500 | C9B—H9B | 0.9500 |
C10A—C11A | 1.4150 (12) | C10B—C11B | 1.4198 (12) |
C11A—C12A | 1.3821 (13) | C11B—C12B | 1.3819 (12) |
C11A—H11A | 0.9500 | C11B—H11B | 0.9500 |
C12A—H12A | 0.9500 | C12B—H12B | 0.9500 |
C13A—C14A | 1.5227 (14) | C13B—C14B | 1.5202 (16) |
C13A—H13A | 0.9900 | C13B—H13C | 0.9900 |
C13A—H13B | 0.9900 | C13B—H13D | 0.9900 |
C14A—H14A | 0.9800 | C14B—H14D | 0.9800 |
C14A—H14B | 0.9800 | C14B—H14E | 0.9800 |
C14A—H14C | 0.9800 | C14B—H14F | 0.9800 |
C15A—C16A | 1.5186 (18) | C15B—C16B | 1.5251 (15) |
C15A—H15A | 0.9900 | C15B—H15C | 0.9900 |
C15A—H15B | 0.9900 | C15B—H15D | 0.9900 |
C16A—H16A | 0.9800 | C16B—H16D | 0.9800 |
C16A—H16B | 0.9800 | C16B—H16E | 0.9800 |
C16A—H16C | 0.9800 | C16B—H16F | 0.9800 |
C17A—C18A | 1.4507 (12) | C17B—C18B | 1.4485 (12) |
C17A—H17A | 0.9500 | C17B—H17B | 0.9500 |
C18A—C19A | 1.4066 (12) | C18B—C23B | 1.4050 (12) |
C18A—C23A | 1.4077 (12) | C18B—C19B | 1.4053 (13) |
C19A—C20A | 1.3831 (12) | C19B—C20B | 1.3846 (13) |
C19A—H19A | 0.9500 | C19B—H19B | 0.9500 |
C20A—C21A | 1.4164 (12) | C20B—C21B | 1.4158 (13) |
C20A—H20A | 0.9500 | C20B—H20B | 0.9500 |
C21A—C22A | 1.4141 (12) | C21B—C22B | 1.4113 (13) |
C22A—C23A | 1.3815 (12) | C22B—C23B | 1.3799 (13) |
C22A—H22A | 0.9500 | C22B—H22B | 0.9500 |
C23A—H23A | 0.9500 | C23B—H23B | 0.9500 |
C24A—C25A | 1.5165 (15) | C24B—C25B | 1.5136 (18) |
C24A—H24A | 0.9900 | C24B—H24C | 0.9900 |
C24A—H24B | 0.9900 | C24B—H24D | 0.9900 |
C25A—H25A | 0.9800 | C25B—H25D | 0.9800 |
C25A—H25B | 0.9800 | C25B—H25E | 0.9800 |
C25A—H25C | 0.9800 | C25B—H25F | 0.9800 |
C26A—C27A | 1.5183 (14) | C26B—C27B | 1.5241 (15) |
C26A—H26A | 0.9900 | C26B—H26C | 0.9900 |
C26A—H26B | 0.9900 | C26B—H26D | 0.9900 |
C27A—H27A | 0.9800 | C27B—H27D | 0.9800 |
C27A—H27B | 0.9800 | C27B—H27E | 0.9800 |
C27A—H27C | 0.9800 | C27B—H27F | 0.9800 |
C10A—N1A—C13A | 120.26 (8) | C10B—N1B—C13B | 121.39 (8) |
C10A—N1A—C15A | 121.54 (8) | C10B—N1B—C15B | 120.77 (8) |
C13A—N1A—C15A | 117.02 (8) | C13B—N1B—C15B | 117.67 (7) |
C21A—N2A—C24A | 120.75 (8) | C21B—N2B—C26B | 121.66 (8) |
C21A—N2A—C26A | 123.16 (8) | C21B—N2B—C24B | 120.62 (8) |
C24A—N2A—C26A | 116.06 (7) | C26B—N2B—C24B | 115.73 (8) |
O1A—C1A—C2A | 125.86 (8) | O1B—C1B—C2B | 125.88 (8) |
O1A—C1A—C5A | 125.69 (9) | O1B—C1B—C5B | 125.79 (8) |
C2A—C1A—C5A | 108.45 (8) | C2B—C1B—C5B | 108.31 (7) |
C6A—C2A—C1A | 119.23 (8) | C6B—C2B—C1B | 119.07 (8) |
C6A—C2A—C3A | 131.44 (8) | C6B—C2B—C3B | 131.39 (8) |
C1A—C2A—C3A | 109.31 (7) | C1B—C2B—C3B | 109.50 (7) |
C2A—C3A—C4A | 106.38 (7) | C2B—C3B—C4B | 106.34 (7) |
C2A—C3A—H3A | 110.5 | C2B—C3B—H3C | 110.5 |
C4A—C3A—H3A | 110.5 | C4B—C3B—H3C | 110.5 |
C2A—C3A—H3B | 110.5 | C2B—C3B—H3D | 110.5 |
C4A—C3A—H3B | 110.5 | C4B—C3B—H3D | 110.5 |
H3A—C3A—H3B | 108.6 | H3C—C3B—H3D | 108.7 |
C5A—C4A—C3A | 105.95 (7) | C5B—C4B—C3B | 106.10 (7) |
C5A—C4A—H4A | 110.5 | C5B—C4B—H4C | 110.5 |
C3A—C4A—H4A | 110.5 | C3B—C4B—H4C | 110.5 |
C5A—C4A—H4B | 110.5 | C5B—C4B—H4D | 110.5 |
C3A—C4A—H4B | 110.5 | C3B—C4B—H4D | 110.5 |
H4A—C4A—H4B | 108.7 | H4C—C4B—H4D | 108.7 |
C17A—C5A—C1A | 118.52 (8) | C17B—C5B—C1B | 118.52 (8) |
C17A—C5A—C4A | 131.54 (8) | C17B—C5B—C4B | 131.82 (8) |
C1A—C5A—C4A | 109.62 (8) | C1B—C5B—C4B | 109.65 (7) |
C2A—C6A—C7A | 131.80 (8) | C2B—C6B—C7B | 131.64 (8) |
C2A—C6A—H6A | 114.1 | C2B—C6B—H6B | 114.2 |
C7A—C6A—H6A | 114.1 | C7B—C6B—H6B | 114.2 |
C12A—C7A—C8A | 116.13 (8) | C12B—C7B—C8B | 116.16 (8) |
C12A—C7A—C6A | 125.92 (8) | C12B—C7B—C6B | 124.98 (8) |
C8A—C7A—C6A | 117.95 (8) | C8B—C7B—C6B | 118.81 (8) |
C9A—C8A—C7A | 122.83 (8) | C9B—C8B—C7B | 122.77 (8) |
C9A—C8A—H8A | 118.6 | C9B—C8B—H8B | 118.6 |
C7A—C8A—H8A | 118.6 | C7B—C8B—H8B | 118.6 |
C8A—C9A—C10A | 120.86 (8) | C8B—C9B—C10B | 120.77 (8) |
C8A—C9A—H9A | 119.6 | C8B—C9B—H9B | 119.6 |
C10A—C9A—H9A | 119.6 | C10B—C9B—H9B | 119.6 |
N1A—C10A—C9A | 121.72 (8) | N1B—C10B—C9B | 122.15 (8) |
N1A—C10A—C11A | 121.72 (8) | N1B—C10B—C11B | 120.92 (8) |
C9A—C10A—C11A | 116.54 (8) | C9B—C10B—C11B | 116.92 (8) |
C12A—C11A—C10A | 121.78 (9) | C12B—C11B—C10B | 121.30 (8) |
C12A—C11A—H11A | 119.1 | C12B—C11B—H11B | 119.4 |
C10A—C11A—H11A | 119.1 | C10B—C11B—H11B | 119.4 |
C11A—C12A—C7A | 121.74 (8) | C11B—C12B—C7B | 122.09 (8) |
C11A—C12A—H12A | 119.1 | C11B—C12B—H12B | 119.0 |
C7A—C12A—H12A | 119.1 | C7B—C12B—H12B | 119.0 |
N1A—C13A—C14A | 114.04 (8) | N1B—C13B—C14B | 114.86 (9) |
N1A—C13A—H13A | 108.7 | N1B—C13B—H13C | 108.6 |
C14A—C13A—H13A | 108.7 | C14B—C13B—H13C | 108.6 |
N1A—C13A—H13B | 108.7 | N1B—C13B—H13D | 108.6 |
C14A—C13A—H13B | 108.7 | C14B—C13B—H13D | 108.6 |
H13A—C13A—H13B | 107.6 | H13C—C13B—H13D | 107.5 |
C13A—C14A—H14A | 109.5 | C13B—C14B—H14D | 109.5 |
C13A—C14A—H14B | 109.5 | C13B—C14B—H14E | 109.5 |
H14A—C14A—H14B | 109.5 | H14D—C14B—H14E | 109.5 |
C13A—C14A—H14C | 109.5 | C13B—C14B—H14F | 109.5 |
H14A—C14A—H14C | 109.5 | H14D—C14B—H14F | 109.5 |
H14B—C14A—H14C | 109.5 | H14E—C14B—H14F | 109.5 |
N1A—C15A—C16A | 113.90 (9) | N1B—C15B—C16B | 114.15 (8) |
N1A—C15A—H15A | 108.8 | N1B—C15B—H15C | 108.7 |
C16A—C15A—H15A | 108.8 | C16B—C15B—H15C | 108.7 |
N1A—C15A—H15B | 108.8 | N1B—C15B—H15D | 108.7 |
C16A—C15A—H15B | 108.8 | C16B—C15B—H15D | 108.7 |
H15A—C15A—H15B | 107.7 | H15C—C15B—H15D | 107.6 |
C15A—C16A—H16A | 109.5 | C15B—C16B—H16D | 109.5 |
C15A—C16A—H16B | 109.5 | C15B—C16B—H16E | 109.5 |
H16A—C16A—H16B | 109.5 | H16D—C16B—H16E | 109.5 |
C15A—C16A—H16C | 109.5 | C15B—C16B—H16F | 109.5 |
H16A—C16A—H16C | 109.5 | H16D—C16B—H16F | 109.5 |
H16B—C16A—H16C | 109.5 | H16E—C16B—H16F | 109.5 |
C5A—C17A—C18A | 130.88 (9) | C5B—C17B—C18B | 131.73 (9) |
C5A—C17A—H17A | 114.6 | C5B—C17B—H17B | 114.1 |
C18A—C17A—H17A | 114.6 | C18B—C17B—H17B | 114.1 |
C19A—C18A—C23A | 116.40 (8) | C23B—C18B—C19B | 116.24 (8) |
C19A—C18A—C17A | 125.63 (8) | C23B—C18B—C17B | 118.13 (8) |
C23A—C18A—C17A | 117.96 (8) | C19B—C18B—C17B | 125.62 (8) |
C20A—C19A—C18A | 121.66 (8) | C20B—C19B—C18B | 121.86 (9) |
C20A—C19A—H19A | 119.2 | C20B—C19B—H19B | 119.1 |
C18A—C19A—H19A | 119.2 | C18B—C19B—H19B | 119.1 |
C19A—C20A—C21A | 121.71 (8) | C19B—C20B—C21B | 121.42 (9) |
C19A—C20A—H20A | 119.1 | C19B—C20B—H20B | 119.3 |
C21A—C20A—H20A | 119.1 | C21B—C20B—H20B | 119.3 |
N2A—C21A—C22A | 121.29 (8) | N2B—C21B—C22B | 121.61 (8) |
N2A—C21A—C20A | 122.02 (8) | N2B—C21B—C20B | 121.55 (9) |
C22A—C21A—C20A | 116.69 (8) | C22B—C21B—C20B | 116.84 (8) |
C23A—C22A—C21A | 120.85 (8) | C23B—C22B—C21B | 120.83 (9) |
C23A—C22A—H22A | 119.6 | C23B—C22B—H22B | 119.6 |
C21A—C22A—H22A | 119.6 | C21B—C22B—H22B | 119.6 |
C22A—C23A—C18A | 122.63 (9) | C22B—C23B—C18B | 122.80 (9) |
C22A—C23A—H23A | 118.7 | C22B—C23B—H23B | 118.6 |
C18A—C23A—H23A | 118.7 | C18B—C23B—H23B | 118.6 |
N2A—C24A—C25A | 113.00 (9) | N2B—C24B—C25B | 113.79 (9) |
N2A—C24A—H24A | 109.0 | N2B—C24B—H24C | 108.8 |
C25A—C24A—H24A | 109.0 | C25B—C24B—H24C | 108.8 |
N2A—C24A—H24B | 109.0 | N2B—C24B—H24D | 108.8 |
C25A—C24A—H24B | 109.0 | C25B—C24B—H24D | 108.8 |
H24A—C24A—H24B | 107.8 | H24C—C24B—H24D | 107.7 |
C24A—C25A—H25A | 109.5 | C24B—C25B—H25D | 109.5 |
C24A—C25A—H25B | 109.5 | C24B—C25B—H25E | 109.5 |
H25A—C25A—H25B | 109.5 | H25D—C25B—H25E | 109.5 |
C24A—C25A—H25C | 109.5 | C24B—C25B—H25F | 109.5 |
H25A—C25A—H25C | 109.5 | H25D—C25B—H25F | 109.5 |
H25B—C25A—H25C | 109.5 | H25E—C25B—H25F | 109.5 |
N2A—C26A—C27A | 113.37 (8) | N2B—C26B—C27B | 113.26 (9) |
N2A—C26A—H26A | 108.9 | N2B—C26B—H26C | 108.9 |
C27A—C26A—H26A | 108.9 | C27B—C26B—H26C | 108.9 |
N2A—C26A—H26B | 108.9 | N2B—C26B—H26D | 108.9 |
C27A—C26A—H26B | 108.9 | C27B—C26B—H26D | 108.9 |
H26A—C26A—H26B | 107.7 | H26C—C26B—H26D | 107.7 |
C26A—C27A—H27A | 109.5 | C26B—C27B—H27D | 109.5 |
C26A—C27A—H27B | 109.5 | C26B—C27B—H27E | 109.5 |
H27A—C27A—H27B | 109.5 | H27D—C27B—H27E | 109.5 |
C26A—C27A—H27C | 109.5 | C26B—C27B—H27F | 109.5 |
H27A—C27A—H27C | 109.5 | H27D—C27B—H27F | 109.5 |
H27B—C27A—H27C | 109.5 | H27E—C27B—H27F | 109.5 |
O1A—C1A—C2A—C6A | −2.73 (15) | O1B—C1B—C2B—C6B | 2.29 (14) |
C5A—C1A—C2A—C6A | 176.61 (8) | C5B—C1B—C2B—C6B | −179.27 (8) |
O1A—C1A—C2A—C3A | 178.73 (10) | O1B—C1B—C2B—C3B | −179.57 (9) |
C5A—C1A—C2A—C3A | −1.93 (10) | C5B—C1B—C2B—C3B | −1.13 (10) |
C6A—C2A—C3A—C4A | −179.90 (9) | C6B—C2B—C3B—C4B | −179.49 (9) |
C1A—C2A—C3A—C4A | −1.59 (10) | C1B—C2B—C3B—C4B | 2.68 (10) |
C2A—C3A—C4A—C5A | 4.40 (9) | C2B—C3B—C4B—C5B | −3.16 (10) |
O1A—C1A—C5A—C17A | 9.99 (15) | O1B—C1B—C5B—C17B | −1.28 (14) |
C2A—C1A—C5A—C17A | −169.35 (9) | C2B—C1B—C5B—C17B | −179.72 (8) |
O1A—C1A—C5A—C4A | −175.81 (10) | O1B—C1B—C5B—C4B | 177.48 (9) |
C2A—C1A—C5A—C4A | 4.85 (10) | C2B—C1B—C5B—C4B | −0.96 (10) |
C3A—C4A—C5A—C17A | 167.49 (10) | C3B—C4B—C5B—C17B | −178.89 (9) |
C3A—C4A—C5A—C1A | −5.71 (10) | C3B—C4B—C5B—C1B | 2.57 (10) |
C1A—C2A—C6A—C7A | −179.72 (9) | C1B—C2B—C6B—C7B | 177.49 (9) |
C3A—C2A—C6A—C7A | −1.55 (17) | C3B—C2B—C6B—C7B | −0.17 (17) |
C2A—C6A—C7A—C12A | −2.67 (16) | C2B—C6B—C7B—C12B | 0.62 (16) |
C2A—C6A—C7A—C8A | 177.77 (9) | C2B—C6B—C7B—C8B | −176.75 (9) |
C12A—C7A—C8A—C9A | 1.97 (13) | C12B—C7B—C8B—C9B | 0.15 (13) |
C6A—C7A—C8A—C9A | −178.43 (8) | C6B—C7B—C8B—C9B | 177.76 (8) |
C7A—C8A—C9A—C10A | 0.34 (14) | C7B—C8B—C9B—C10B | −0.11 (14) |
C13A—N1A—C10A—C9A | 6.16 (13) | C13B—N1B—C10B—C9B | 5.22 (14) |
C15A—N1A—C10A—C9A | 173.36 (9) | C15B—N1B—C10B—C9B | −169.87 (8) |
C13A—N1A—C10A—C11A | −175.54 (9) | C13B—N1B—C10B—C11B | −173.64 (9) |
C15A—N1A—C10A—C11A | −8.34 (14) | C15B—N1B—C10B—C11B | 11.27 (13) |
C8A—C9A—C10A—N1A | 175.15 (9) | C8B—C9B—C10B—N1B | −178.65 (8) |
C8A—C9A—C10A—C11A | −3.23 (13) | C8B—C9B—C10B—C11B | 0.26 (13) |
N1A—C10A—C11A—C12A | −174.48 (9) | N1B—C10B—C11B—C12B | 178.45 (9) |
C9A—C10A—C11A—C12A | 3.90 (14) | C9B—C10B—C11B—C12B | −0.47 (13) |
C10A—C11A—C12A—C7A | −1.67 (15) | C10B—C11B—C12B—C7B | 0.54 (14) |
C8A—C7A—C12A—C11A | −1.30 (14) | C8B—C7B—C12B—C11B | −0.37 (13) |
C6A—C7A—C12A—C11A | 179.13 (9) | C6B—C7B—C12B—C11B | −177.80 (9) |
C10A—N1A—C13A—C14A | 76.12 (11) | C10B—N1B—C13B—C14B | −89.58 (11) |
C15A—N1A—C13A—C14A | −91.65 (11) | C15B—N1B—C13B—C14B | 85.66 (11) |
C10A—N1A—C15A—C16A | −77.83 (12) | C10B—N1B—C15B—C16B | 73.16 (11) |
C13A—N1A—C15A—C16A | 89.76 (11) | C13B—N1B—C15B—C16B | −102.11 (10) |
C1A—C5A—C17A—C18A | 174.01 (9) | C1B—C5B—C17B—C18B | 174.56 (9) |
C4A—C5A—C17A—C18A | 1.31 (18) | C4B—C5B—C17B—C18B | −3.88 (17) |
C5A—C17A—C18A—C19A | 21.55 (17) | C5B—C17B—C18B—C23B | −178.39 (9) |
C5A—C17A—C18A—C23A | −157.33 (10) | C5B—C17B—C18B—C19B | 0.35 (16) |
C23A—C18A—C19A—C20A | 1.36 (14) | C23B—C18B—C19B—C20B | 0.10 (14) |
C17A—C18A—C19A—C20A | −177.53 (9) | C17B—C18B—C19B—C20B | −178.66 (9) |
C18A—C19A—C20A—C21A | 0.67 (14) | C18B—C19B—C20B—C21B | 1.01 (16) |
C24A—N2A—C21A—C22A | 4.98 (14) | C26B—N2B—C21B—C22B | −177.66 (9) |
C26A—N2A—C21A—C22A | −176.97 (9) | C24B—N2B—C21B—C22B | −14.42 (14) |
C24A—N2A—C21A—C20A | −175.03 (9) | C26B—N2B—C21B—C20B | 2.95 (14) |
C26A—N2A—C21A—C20A | 3.02 (14) | C24B—N2B—C21B—C20B | 166.19 (10) |
C19A—C20A—C21A—N2A | 178.06 (9) | C19B—C20B—C21B—N2B | 178.36 (9) |
C19A—C20A—C21A—C22A | −1.94 (13) | C19B—C20B—C21B—C22B | −1.05 (15) |
N2A—C21A—C22A—C23A | −178.83 (9) | N2B—C21B—C22B—C23B | −179.39 (9) |
C20A—C21A—C22A—C23A | 1.18 (14) | C20B—C21B—C22B—C23B | 0.02 (14) |
C21A—C22A—C23A—C18A | 0.88 (15) | C21B—C22B—C23B—C18B | 1.11 (15) |
C19A—C18A—C23A—C22A | −2.14 (14) | C19B—C18B—C23B—C22B | −1.15 (14) |
C17A—C18A—C23A—C22A | 176.84 (9) | C17B—C18B—C23B—C22B | 177.70 (9) |
C21A—N2A—C24A—C25A | −86.53 (11) | C21B—N2B—C24B—C25B | 95.54 (12) |
C26A—N2A—C24A—C25A | 95.28 (10) | C26B—N2B—C24B—C25B | −100.27 (11) |
C21A—N2A—C26A—C27A | −88.54 (11) | C21B—N2B—C26B—C27B | 81.33 (12) |
C24A—N2A—C26A—C27A | 89.60 (10) | C24B—N2B—C26B—C27B | −82.68 (11) |
D—H···A | D—H | H···A | D···A | D—H···A |
C11B—H11B···O1Ai | 0.95 | 2.45 | 3.3140 (12) | 151 |
C15B—H15C···O1Ai | 0.99 | 2.41 | 3.3714 (13) | 164 |
Symmetry code: (i) x−1, y, z. |
C28H36N2O | Z = 4 |
Mr = 416.59 | F(000) = 904 |
Triclinic, P1 | Dx = 1.167 Mg m−3 |
a = 11.224 (8) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 13.874 (10) Å | Cell parameters from 5462 reflections |
c = 16.930 (12) Å | θ = 2.5–27.9° |
α = 87.69 (2)° | µ = 0.07 mm−1 |
β = 77.110 (16)° | T = 170 K |
γ = 67.445 (14)° | Block, orange |
V = 2370 (3) Å3 | 0.30 × 0.26 × 0.22 mm |
Bruker APEXII CCD diffractometer | 8431 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.053 |
φ and ω scans | θmax = 29.5°, θmin = 1.2° |
Absorption correction: multi-scan (SADABS; Bruker, 2016) | h = −15→15 |
Tmin = 0.970, Tmax = 0.975 | k = −18→19 |
26055 measured reflections | l = −23→23 |
13029 independent reflections |
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)] = 0.061 | H-atom parameters constrained |
wR(F2) = 0.166 | w = 1/[σ2(Fo2) + (0.0581P)2 + 0.5151P] where P = (Fo2 + 2Fc2)/3 |
S = 1.04 | (Δ/σ)max = 0.001 |
13029 reflections | Δρmax = 0.57 e Å−3 |
585 parameters | Δρmin = −0.45 e Å−3 |
17 restraints | Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: difference Fourier map | Extinction coefficient: 0.0045 (7) |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. The single crystal X-ray diffraction data were collected on a Bruker SMART APEX II diffractometer equipped with CCD area detector (λMoKa-radiation, graphite monochromator, φ- and ω-scan mode). The semi-empirical absorption correction was applied using the SADABS program (Bruker, 2016). The structures were determined by direct methods and refined by full-matrix least-square technique on F2 in anisotropic approximation for non-hydrogen atoms. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
O1A | 0.26453 (18) | 0.59594 (10) | 1.02746 (8) | 0.0632 (4) | |
N1A | 0.30243 (18) | 0.36069 (12) | 0.57638 (8) | 0.0515 (4) | |
N2A | 0.24044 (15) | 1.08139 (11) | 1.31290 (8) | 0.0397 (3) | |
C1A | 0.24155 (18) | 0.67250 (13) | 0.98545 (10) | 0.0386 (4) | |
C2A | 0.23499 (16) | 0.66197 (12) | 0.89926 (9) | 0.0340 (3) | |
C3A | 0.18362 (18) | 0.75987 (12) | 0.85413 (10) | 0.0387 (4) | |
H3A | 0.1321 | 0.7491 | 0.8173 | 0.046* | |
H3B | 0.2596 | 0.7730 | 0.8204 | 0.046* | |
C4A | 0.09665 (17) | 0.85507 (13) | 0.91055 (10) | 0.0385 (4) | |
H4A | 0.0155 | 0.8456 | 0.9400 | 0.046* | |
H4B | 0.0697 | 0.9176 | 0.8781 | 0.046* | |
C5A | 0.16850 (18) | 0.87246 (13) | 0.97154 (10) | 0.0383 (4) | |
H5A | 0.2427 | 0.8914 | 0.9424 | 0.046* | |
H5B | 0.1067 | 0.9317 | 1.0097 | 0.046* | |
C6A | 0.22176 (16) | 0.77706 (12) | 1.01887 (9) | 0.0341 (3) | |
C7A | 0.27610 (17) | 0.56309 (13) | 0.86901 (9) | 0.0359 (4) | |
H7A | 0.3071 | 0.5119 | 0.9065 | 0.043* | |
C8A | 0.28291 (16) | 0.51871 (12) | 0.79126 (9) | 0.0342 (3) | |
C9A | 0.31381 (19) | 0.41066 (13) | 0.78593 (10) | 0.0411 (4) | |
H9A | 0.3318 | 0.3715 | 0.8322 | 0.049* | |
C10A | 0.3192 (2) | 0.35894 (14) | 0.71691 (11) | 0.0444 (4) | |
H10A | 0.3406 | 0.2857 | 0.7168 | 0.053* | |
C11A | 0.29366 (18) | 0.41269 (13) | 0.64635 (10) | 0.0377 (4) | |
C12A | 0.26437 (18) | 0.52140 (13) | 0.65098 (10) | 0.0392 (4) | |
H12A | 0.2468 | 0.5608 | 0.6047 | 0.047* | |
C13A | 0.26062 (18) | 0.57139 (13) | 0.71997 (10) | 0.0388 (4) | |
H13A | 0.2423 | 0.6442 | 0.7198 | 0.047* | |
C14A | 0.36497 (19) | 0.24744 (14) | 0.56827 (11) | 0.0438 (4) | |
H14A | 0.4368 | 0.2238 | 0.5982 | 0.053* | |
H14B | 0.4059 | 0.2261 | 0.5103 | 0.053* | |
C15A | 0.2713 (2) | 0.19253 (15) | 0.59934 (12) | 0.0497 (5) | |
H15A | 0.2287 | 0.2142 | 0.6564 | 0.075* | |
H15B | 0.3212 | 0.1167 | 0.5944 | 0.075* | |
H15C | 0.2036 | 0.2111 | 0.5673 | 0.075* | |
C16A | 0.2676 (7) | 0.4187 (4) | 0.5047 (3) | 0.0636 (8) | 0.6 |
H16A | 0.3498 | 0.4191 | 0.4683 | 0.076* | 0.6 |
H16B | 0.2099 | 0.4921 | 0.5227 | 0.076* | 0.6 |
C17A | 0.1994 (5) | 0.3776 (3) | 0.4572 (3) | 0.0794 (13) | 0.6 |
H17A | 0.1774 | 0.4229 | 0.4123 | 0.119* | 0.6 |
H17B | 0.1180 | 0.3763 | 0.4925 | 0.119* | 0.6 |
H17C | 0.2579 | 0.3067 | 0.4356 | 0.119* | 0.6 |
C16C | 0.2830 (8) | 0.4124 (7) | 0.5000 (4) | 0.0636 (8) | 0.4 |
H16E | 0.3486 | 0.3665 | 0.4539 | 0.076* | 0.4 |
H16F | 0.2980 | 0.4782 | 0.5004 | 0.076* | 0.4 |
C17C | 0.1450 (7) | 0.4364 (5) | 0.4886 (4) | 0.0794 (13) | 0.4 |
H17G | 0.1351 | 0.4701 | 0.4371 | 0.119* | 0.4 |
H17H | 0.0800 | 0.4834 | 0.5334 | 0.119* | 0.4 |
H17I | 0.1302 | 0.3713 | 0.4878 | 0.119* | 0.4 |
C18A | 0.25441 (16) | 0.77725 (13) | 1.09108 (10) | 0.0355 (4) | |
H18A | 0.2855 | 0.7099 | 1.1123 | 0.043* | |
C19A | 0.25164 (16) | 0.85949 (13) | 1.14276 (9) | 0.0334 (3) | |
C20A | 0.23007 (16) | 0.96362 (13) | 1.12365 (10) | 0.0349 (3) | |
H20A | 0.2181 | 0.9849 | 1.0710 | 0.042* | |
C21A | 0.22577 (16) | 1.03554 (13) | 1.17894 (10) | 0.0356 (4) | |
H21A | 0.2090 | 1.1054 | 1.1636 | 0.043* | |
C22A | 0.24542 (15) | 1.00890 (13) | 1.25757 (9) | 0.0331 (3) | |
C23A | 0.27165 (17) | 0.90390 (13) | 1.27630 (10) | 0.0376 (4) | |
H23A | 0.2877 | 0.8817 | 1.3281 | 0.045* | |
C24A | 0.27429 (17) | 0.83305 (13) | 1.22065 (10) | 0.0378 (4) | |
H24A | 0.2923 | 0.7630 | 1.2356 | 0.045* | |
C25A | 0.25111 (18) | 1.05551 (15) | 1.39611 (10) | 0.0416 (4) | |
H25A | 0.2127 | 1.0025 | 1.4132 | 0.050* | |
H25B | 0.1987 | 1.1189 | 1.4323 | 0.050* | |
C26A | 0.3927 (2) | 1.01369 (18) | 1.40607 (13) | 0.0598 (6) | |
H26A | 0.3951 | 0.9914 | 1.4616 | 0.090* | |
H26B | 0.4280 | 1.0687 | 1.3955 | 0.090* | |
H26C | 0.4467 | 0.9540 | 1.3676 | 0.090* | |
C27A | 0.2277 (2) | 1.18698 (14) | 1.29172 (11) | 0.0462 (4) | |
H27A | 0.2714 | 1.1857 | 1.2339 | 0.055* | |
H27B | 0.2747 | 1.2113 | 1.3244 | 0.055* | |
C28A | 0.0859 (2) | 1.26386 (16) | 1.30547 (14) | 0.0628 (6) | |
H28A | 0.0433 | 1.2685 | 1.3632 | 0.094* | |
H28B | 0.0384 | 1.2402 | 1.2735 | 0.094* | |
H28C | 0.0838 | 1.3328 | 1.2886 | 0.094* | |
O1B | 0.42123 (14) | 0.79296 (11) | 0.65049 (9) | 0.0658 (4) | |
N1B | 0.26820 (15) | 1.28364 (12) | 0.97327 (9) | 0.0488 (4) | |
N2B | 0.23083 (14) | 0.56611 (14) | 0.27143 (10) | 0.0600 (5) | |
C1B | 0.30762 (17) | 0.85431 (13) | 0.65005 (10) | 0.0375 (4) | |
C2B | 0.24167 (16) | 0.94897 (12) | 0.70648 (9) | 0.0327 (3) | |
C3B | 0.10331 (16) | 1.02284 (13) | 0.70292 (10) | 0.0362 (4) | |
H3C | 0.0900 | 1.0944 | 0.7200 | 0.043* | |
H3D | 0.0383 | 1.0017 | 0.7414 | 0.043* | |
C4B | 0.07872 (17) | 1.02354 (13) | 0.61810 (10) | 0.0365 (4) | |
H4C | −0.0131 | 1.0720 | 0.6184 | 0.044* | |
H4D | 0.1398 | 1.0491 | 0.5802 | 0.044* | |
C5B | 0.09949 (16) | 0.91504 (12) | 0.58903 (10) | 0.0360 (4) | |
H5C | 0.0316 | 0.8930 | 0.6235 | 0.043* | |
H5D | 0.0876 | 0.9173 | 0.5327 | 0.043* | |
C6B | 0.23526 (16) | 0.83553 (12) | 0.59171 (9) | 0.0330 (3) | |
C7B | 0.31577 (17) | 0.96332 (13) | 0.75419 (10) | 0.0357 (4) | |
H7B | 0.4006 | 0.9084 | 0.7478 | 0.043* | |
C8B | 0.29266 (16) | 1.04528 (13) | 0.81319 (9) | 0.0345 (3) | |
C9B | 0.40440 (17) | 1.05361 (14) | 0.83090 (10) | 0.0416 (4) | |
H9B | 0.4892 | 1.0042 | 0.8054 | 0.050* | |
C10B | 0.39773 (17) | 1.12977 (15) | 0.88336 (11) | 0.0437 (4) | |
H10B | 0.4771 | 1.1321 | 0.8925 | 0.052* | |
C11B | 0.27463 (17) | 1.20424 (14) | 0.92360 (10) | 0.0384 (4) | |
C12B | 0.16133 (17) | 1.19364 (14) | 0.90918 (10) | 0.0409 (4) | |
H12B | 0.0764 | 1.2404 | 0.9371 | 0.049* | |
C13B | 0.16963 (17) | 1.11773 (14) | 0.85588 (10) | 0.0384 (4) | |
H13B | 0.0904 | 1.1141 | 0.8476 | 0.046* | |
C14B | 0.38784 (19) | 1.28425 (16) | 0.99371 (11) | 0.0482 (5) | |
H14C | 0.3677 | 1.3542 | 1.0177 | 0.058* | |
H14D | 0.4567 | 1.2730 | 0.9431 | 0.058* | |
C15B | 0.4433 (2) | 1.20289 (19) | 1.05204 (12) | 0.0609 (6) | |
H15D | 0.4626 | 1.1333 | 1.0293 | 0.091* | |
H15E | 0.3783 | 1.2161 | 1.1039 | 0.091* | |
H15F | 0.5249 | 1.2065 | 1.0608 | 0.091* | |
C16B | 0.1427 (2) | 1.37122 (16) | 1.00799 (12) | 0.0510 (5) | 0.9 |
H16C | 0.0769 | 1.3774 | 0.9757 | 0.061* | 0.9 |
H16D | 0.1579 | 1.4372 | 1.0046 | 0.061* | 0.9 |
C17B | 0.0884 (3) | 1.3559 (2) | 1.09493 (13) | 0.0711 (7) | 0.9 |
H17D | 0.0054 | 1.4153 | 1.1159 | 0.107* | 0.9 |
H17E | 0.1527 | 1.3511 | 1.1273 | 0.107* | 0.9 |
H17F | 0.0717 | 1.2913 | 1.0983 | 0.107* | 0.9 |
C16D | 0.1581 (14) | 1.3071 (13) | 1.0461 (8) | 0.0510 (5) | 0.1 |
H16G | 0.1928 | 1.2902 | 1.0959 | 0.061* | 0.1 |
H16H | 0.1037 | 1.2662 | 1.0430 | 0.061* | 0.1 |
C17D | 0.077 (2) | 1.4230 (14) | 1.0460 (15) | 0.0711 (7) | 0.1 |
H17J | 0.0020 | 1.4435 | 1.0932 | 0.107* | 0.1 |
H17K | 0.0436 | 1.4384 | 0.9962 | 0.107* | 0.1 |
H17L | 0.1324 | 1.4622 | 1.0486 | 0.107* | 0.1 |
C18B | 0.30196 (17) | 0.74889 (13) | 0.54236 (10) | 0.0353 (3) | |
H18B | 0.3861 | 0.7077 | 0.5529 | 0.042* | |
C19B | 0.27156 (16) | 0.70540 (12) | 0.47617 (9) | 0.0338 (3) | |
C20B | 0.14738 (16) | 0.72720 (13) | 0.45958 (10) | 0.0359 (4) | |
H20B | 0.0707 | 0.7750 | 0.4949 | 0.043* | |
C21B | 0.13293 (17) | 0.68116 (14) | 0.39332 (10) | 0.0404 (4) | |
H21B | 0.0467 | 0.6974 | 0.3847 | 0.048* | |
C22B | 0.24336 (17) | 0.61056 (13) | 0.33824 (10) | 0.0379 (4) | |
C23B | 0.36779 (16) | 0.58682 (13) | 0.35566 (10) | 0.0377 (4) | |
H23B | 0.4448 | 0.5389 | 0.3206 | 0.045* | |
C24B | 0.37978 (17) | 0.63171 (14) | 0.42246 (10) | 0.0395 (4) | |
H24B | 0.4654 | 0.6121 | 0.4331 | 0.047* | |
C25B | 0.34634 (19) | 0.50222 (15) | 0.20991 (11) | 0.0467 (4) | |
H25C | 0.4163 | 0.5304 | 0.2047 | 0.056* | |
H25D | 0.3212 | 0.5076 | 0.1570 | 0.056* | |
C26B | 0.4014 (2) | 0.38889 (17) | 0.22926 (15) | 0.0634 (6) | |
H26D | 0.4756 | 0.3496 | 0.1849 | 0.095* | |
H26E | 0.3321 | 0.3608 | 0.2358 | 0.095* | |
H26F | 0.4324 | 0.3825 | 0.2797 | 0.095* | |
C27B | 0.0990 (2) | 0.56322 (18) | 0.26725 (15) | 0.0457 (5) | 0.75 |
H27C | 0.0424 | 0.5714 | 0.3225 | 0.055* | 0.75 |
H27D | 0.1126 | 0.4954 | 0.2423 | 0.055* | 0.75 |
C28B | 0.0328 (3) | 0.6518 (2) | 0.21651 (17) | 0.0615 (7) | 0.75 |
H28D | −0.0538 | 0.6523 | 0.2141 | 0.092* | 0.75 |
H28E | 0.0883 | 0.6420 | 0.1615 | 0.092* | 0.75 |
H28F | 0.0212 | 0.7185 | 0.2411 | 0.092* | 0.75 |
C27C | 0.1149 (5) | 0.6220 (5) | 0.2349 (4) | 0.0457 (5) | 0.25 |
H27E | 0.1442 | 0.6180 | 0.1750 | 0.055* | 0.25 |
H27F | 0.0744 | 0.6966 | 0.2537 | 0.055* | 0.25 |
C28C | 0.0136 (5) | 0.5719 (7) | 0.2599 (5) | 0.0615 (7) | 0.25 |
H28G | −0.0631 | 0.6089 | 0.2364 | 0.092* | 0.25 |
H28H | −0.0150 | 0.5761 | 0.3192 | 0.092* | 0.25 |
H28I | 0.0538 | 0.4984 | 0.2403 | 0.092* | 0.25 |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1A | 0.1207 (13) | 0.0393 (7) | 0.0358 (7) | −0.0335 (8) | −0.0261 (8) | 0.0093 (6) |
N1A | 0.0916 (13) | 0.0419 (9) | 0.0397 (8) | −0.0389 (9) | −0.0289 (8) | 0.0087 (7) |
N2A | 0.0502 (9) | 0.0400 (8) | 0.0336 (7) | −0.0203 (7) | −0.0137 (6) | 0.0023 (6) |
C1A | 0.0511 (10) | 0.0352 (9) | 0.0306 (8) | −0.0173 (8) | −0.0103 (7) | 0.0046 (7) |
C2A | 0.0393 (9) | 0.0337 (8) | 0.0288 (7) | −0.0147 (7) | −0.0063 (6) | 0.0022 (6) |
C3A | 0.0476 (10) | 0.0335 (8) | 0.0312 (8) | −0.0104 (7) | −0.0107 (7) | 0.0022 (6) |
C4A | 0.0415 (9) | 0.0351 (9) | 0.0361 (8) | −0.0098 (7) | −0.0123 (7) | 0.0012 (7) |
C5A | 0.0443 (10) | 0.0318 (8) | 0.0384 (9) | −0.0111 (7) | −0.0148 (7) | 0.0010 (7) |
C6A | 0.0364 (8) | 0.0328 (8) | 0.0320 (8) | −0.0133 (7) | −0.0055 (6) | 0.0016 (6) |
C7A | 0.0428 (9) | 0.0338 (8) | 0.0307 (8) | −0.0151 (7) | −0.0076 (7) | 0.0056 (6) |
C8A | 0.0386 (9) | 0.0323 (8) | 0.0316 (8) | −0.0139 (7) | −0.0071 (7) | 0.0022 (6) |
C9A | 0.0593 (11) | 0.0343 (9) | 0.0347 (8) | −0.0203 (8) | −0.0178 (8) | 0.0097 (7) |
C10A | 0.0678 (12) | 0.0328 (9) | 0.0416 (9) | −0.0255 (9) | −0.0203 (9) | 0.0084 (7) |
C11A | 0.0480 (10) | 0.0382 (9) | 0.0354 (8) | −0.0234 (8) | −0.0140 (7) | 0.0053 (7) |
C12A | 0.0494 (10) | 0.0341 (9) | 0.0322 (8) | −0.0142 (8) | −0.0099 (7) | 0.0070 (7) |
C13A | 0.0489 (10) | 0.0282 (8) | 0.0347 (8) | −0.0118 (7) | −0.0065 (7) | 0.0042 (6) |
C14A | 0.0535 (11) | 0.0447 (10) | 0.0407 (9) | −0.0269 (9) | −0.0102 (8) | −0.0016 (8) |
C15A | 0.0551 (12) | 0.0408 (10) | 0.0597 (12) | −0.0259 (9) | −0.0115 (9) | 0.0000 (9) |
C16A | 0.112 (2) | 0.0635 (15) | 0.0445 (12) | −0.0564 (16) | −0.0377 (14) | 0.0195 (10) |
C17A | 0.122 (4) | 0.061 (3) | 0.082 (3) | −0.045 (3) | −0.061 (3) | 0.027 (2) |
C16C | 0.112 (2) | 0.0635 (15) | 0.0445 (12) | −0.0564 (16) | −0.0377 (14) | 0.0195 (10) |
C17C | 0.122 (4) | 0.061 (3) | 0.082 (3) | −0.045 (3) | −0.061 (3) | 0.027 (2) |
C18A | 0.0389 (9) | 0.0336 (8) | 0.0338 (8) | −0.0143 (7) | −0.0078 (7) | 0.0044 (6) |
C19A | 0.0325 (8) | 0.0356 (8) | 0.0335 (8) | −0.0142 (7) | −0.0082 (6) | 0.0036 (6) |
C20A | 0.0391 (9) | 0.0370 (9) | 0.0312 (8) | −0.0161 (7) | −0.0112 (7) | 0.0071 (6) |
C21A | 0.0394 (9) | 0.0335 (8) | 0.0367 (8) | −0.0157 (7) | −0.0122 (7) | 0.0069 (7) |
C22A | 0.0301 (8) | 0.0381 (8) | 0.0331 (8) | −0.0149 (7) | −0.0075 (6) | 0.0013 (6) |
C23A | 0.0434 (9) | 0.0407 (9) | 0.0318 (8) | −0.0179 (8) | −0.0124 (7) | 0.0074 (7) |
C24A | 0.0448 (9) | 0.0347 (9) | 0.0372 (8) | −0.0175 (7) | −0.0128 (7) | 0.0076 (7) |
C25A | 0.0460 (10) | 0.0468 (10) | 0.0322 (8) | −0.0176 (8) | −0.0091 (7) | −0.0014 (7) |
C26A | 0.0543 (12) | 0.0718 (14) | 0.0509 (11) | −0.0149 (11) | −0.0233 (10) | −0.0025 (10) |
C27A | 0.0636 (12) | 0.0458 (10) | 0.0394 (9) | −0.0333 (10) | −0.0092 (8) | 0.0010 (8) |
C28A | 0.0810 (16) | 0.0404 (11) | 0.0595 (13) | −0.0188 (11) | −0.0102 (11) | 0.0091 (9) |
O1B | 0.0552 (9) | 0.0543 (9) | 0.0766 (10) | 0.0065 (7) | −0.0376 (8) | −0.0242 (7) |
N1B | 0.0434 (9) | 0.0561 (10) | 0.0442 (8) | −0.0162 (8) | −0.0067 (7) | −0.0168 (7) |
N2B | 0.0403 (9) | 0.0738 (12) | 0.0561 (10) | −0.0036 (8) | −0.0193 (8) | −0.0293 (9) |
C1B | 0.0408 (9) | 0.0348 (9) | 0.0373 (9) | −0.0122 (7) | −0.0133 (7) | 0.0000 (7) |
C2B | 0.0370 (8) | 0.0324 (8) | 0.0298 (7) | −0.0153 (7) | −0.0063 (6) | 0.0033 (6) |
C3B | 0.0370 (9) | 0.0374 (9) | 0.0344 (8) | −0.0143 (7) | −0.0080 (7) | 0.0001 (7) |
C4B | 0.0393 (9) | 0.0339 (8) | 0.0384 (8) | −0.0143 (7) | −0.0131 (7) | 0.0046 (7) |
C5B | 0.0382 (9) | 0.0336 (8) | 0.0399 (9) | −0.0157 (7) | −0.0125 (7) | 0.0026 (7) |
C6B | 0.0374 (9) | 0.0333 (8) | 0.0320 (8) | −0.0173 (7) | −0.0090 (6) | 0.0043 (6) |
C7B | 0.0357 (9) | 0.0369 (9) | 0.0346 (8) | −0.0139 (7) | −0.0081 (7) | 0.0015 (7) |
C8B | 0.0360 (8) | 0.0408 (9) | 0.0300 (7) | −0.0183 (7) | −0.0078 (6) | 0.0024 (6) |
C9B | 0.0336 (9) | 0.0484 (10) | 0.0404 (9) | −0.0134 (8) | −0.0065 (7) | −0.0073 (8) |
C10B | 0.0345 (9) | 0.0553 (11) | 0.0427 (9) | −0.0178 (8) | −0.0085 (7) | −0.0089 (8) |
C11B | 0.0402 (9) | 0.0460 (10) | 0.0299 (8) | −0.0191 (8) | −0.0047 (7) | −0.0026 (7) |
C12B | 0.0330 (9) | 0.0504 (10) | 0.0351 (8) | −0.0142 (8) | −0.0013 (7) | −0.0053 (7) |
C13B | 0.0333 (8) | 0.0511 (10) | 0.0334 (8) | −0.0199 (8) | −0.0053 (7) | −0.0005 (7) |
C14B | 0.0498 (11) | 0.0594 (12) | 0.0412 (10) | −0.0288 (10) | −0.0056 (8) | −0.0094 (9) |
C15B | 0.0603 (13) | 0.0842 (16) | 0.0442 (11) | −0.0326 (12) | −0.0140 (10) | −0.0001 (11) |
C16B | 0.0553 (13) | 0.0479 (12) | 0.0483 (12) | −0.0179 (11) | −0.0105 (10) | −0.0078 (10) |
C17B | 0.0541 (15) | 0.099 (2) | 0.0521 (14) | −0.0255 (15) | −0.0010 (12) | −0.0080 (14) |
C16D | 0.0553 (13) | 0.0479 (12) | 0.0483 (12) | −0.0179 (11) | −0.0105 (10) | −0.0078 (10) |
C17D | 0.0541 (15) | 0.099 (2) | 0.0521 (14) | −0.0255 (15) | −0.0010 (12) | −0.0080 (14) |
C18B | 0.0368 (9) | 0.0356 (8) | 0.0355 (8) | −0.0149 (7) | −0.0106 (7) | 0.0021 (7) |
C19B | 0.0373 (9) | 0.0326 (8) | 0.0335 (8) | −0.0160 (7) | −0.0074 (7) | 0.0025 (6) |
C20B | 0.0335 (8) | 0.0352 (8) | 0.0374 (8) | −0.0132 (7) | −0.0040 (7) | −0.0020 (7) |
C21B | 0.0337 (9) | 0.0437 (10) | 0.0442 (9) | −0.0129 (7) | −0.0121 (7) | −0.0037 (8) |
C22B | 0.0394 (9) | 0.0372 (9) | 0.0378 (9) | −0.0133 (7) | −0.0118 (7) | −0.0028 (7) |
C23B | 0.0336 (8) | 0.0402 (9) | 0.0372 (9) | −0.0130 (7) | −0.0050 (7) | −0.0044 (7) |
C24B | 0.0319 (8) | 0.0425 (9) | 0.0435 (9) | −0.0132 (7) | −0.0085 (7) | −0.0048 (7) |
C25B | 0.0501 (11) | 0.0491 (11) | 0.0373 (9) | −0.0131 (9) | −0.0122 (8) | −0.0058 (8) |
C26B | 0.0689 (15) | 0.0495 (12) | 0.0705 (14) | −0.0204 (11) | −0.0165 (12) | −0.0035 (10) |
C27B | 0.0571 (15) | 0.0412 (13) | 0.0423 (13) | −0.0192 (12) | −0.0174 (11) | 0.0010 (9) |
C28B | 0.0572 (16) | 0.0696 (19) | 0.0577 (16) | −0.0222 (15) | −0.0180 (13) | 0.0109 (13) |
C27C | 0.0571 (15) | 0.0412 (13) | 0.0423 (13) | −0.0192 (12) | −0.0174 (11) | 0.0010 (9) |
C28C | 0.0572 (16) | 0.0696 (19) | 0.0577 (16) | −0.0222 (15) | −0.0180 (13) | 0.0109 (13) |
O1A—C1A | 1.229 (2) | N1B—C16D | 1.482 (3) |
N1A—C11A | 1.377 (2) | N2B—C22B | 1.369 (2) |
N1A—C14A | 1.452 (3) | N2B—C25B | 1.464 (2) |
N1A—C16A | 1.471 (3) | N2B—C27C | 1.491 (3) |
N1A—C16C | 1.471 (3) | N2B—C27B | 1.513 (2) |
N2A—C22A | 1.379 (2) | C1B—C2B | 1.492 (2) |
N2A—C27A | 1.454 (2) | C1B—C6B | 1.498 (2) |
N2A—C25A | 1.459 (2) | C2B—C7B | 1.350 (2) |
C1A—C2A | 1.493 (2) | C2B—C3B | 1.511 (2) |
C1A—C6A | 1.496 (2) | C3B—C4B | 1.521 (2) |
C2A—C7A | 1.350 (2) | C3B—H3C | 0.9900 |
C2A—C3A | 1.508 (2) | C3B—H3D | 0.9900 |
C3A—C4A | 1.519 (2) | C4B—C5B | 1.517 (2) |
C3A—H3A | 0.9900 | C4B—H4C | 0.9900 |
C3A—H3B | 0.9900 | C4B—H4D | 0.9900 |
C4A—C5A | 1.522 (2) | C5B—C6B | 1.510 (2) |
C4A—H4A | 0.9900 | C5B—H5C | 0.9900 |
C4A—H4B | 0.9900 | C5B—H5D | 0.9900 |
C5A—C6A | 1.507 (2) | C6B—C18B | 1.347 (2) |
C5A—H5A | 0.9900 | C7B—C8B | 1.452 (2) |
C5A—H5B | 0.9900 | C7B—H7B | 0.9500 |
C6A—C18A | 1.353 (2) | C8B—C9B | 1.399 (2) |
C7A—C8A | 1.450 (2) | C8B—C13B | 1.410 (2) |
C7A—H7A | 0.9500 | C9B—C10B | 1.377 (2) |
C8A—C9A | 1.405 (3) | C9B—H9B | 0.9500 |
C8A—C13A | 1.406 (2) | C10B—C11B | 1.408 (3) |
C9A—C10A | 1.374 (2) | C10B—H10B | 0.9500 |
C9A—H9A | 0.9500 | C11B—C12B | 1.408 (3) |
C10A—C11A | 1.408 (2) | C12B—C13B | 1.377 (2) |
C10A—H10A | 0.9500 | C12B—H12B | 0.9500 |
C11A—C12A | 1.417 (3) | C13B—H13B | 0.9500 |
C12A—C13A | 1.367 (2) | C14B—C15B | 1.511 (3) |
C12A—H12A | 0.9500 | C14B—H14C | 0.9900 |
C13A—H13A | 0.9500 | C14B—H14D | 0.9900 |
C14A—C15A | 1.516 (3) | C15B—H15D | 0.9800 |
C14A—H14A | 0.9900 | C15B—H15E | 0.9800 |
C14A—H14B | 0.9900 | C15B—H15F | 0.9800 |
C15A—H15A | 0.9800 | C16B—C17B | 1.502 (2) |
C15A—H15B | 0.9800 | C16B—H16C | 0.9900 |
C15A—H15C | 0.9800 | C16B—H16D | 0.9900 |
C16A—C17A | 1.484 (3) | C17B—H17D | 0.9800 |
C16A—H16A | 0.9900 | C17B—H17E | 0.9800 |
C16A—H16B | 0.9900 | C17B—H17F | 0.9800 |
C17A—H17A | 0.9800 | C16D—C17D | 1.514 (3) |
C17A—H17B | 0.9800 | C16D—H16G | 0.9900 |
C17A—H17C | 0.9800 | C16D—H16H | 0.9900 |
C16C—C17C | 1.511 (3) | C17D—H17J | 0.9800 |
C16C—H16E | 0.9900 | C17D—H17K | 0.9800 |
C16C—H16F | 0.9900 | C17D—H17L | 0.9800 |
C17C—H17G | 0.9800 | C18B—C19B | 1.456 (2) |
C17C—H17H | 0.9800 | C18B—H18B | 0.9500 |
C17C—H17I | 0.9800 | C19B—C20B | 1.399 (2) |
C18A—C19A | 1.452 (2) | C19B—C24B | 1.406 (2) |
C18A—H18A | 0.9500 | C20B—C21B | 1.382 (2) |
C19A—C24A | 1.406 (2) | C20B—H20B | 0.9500 |
C19A—C20A | 1.407 (2) | C21B—C22B | 1.411 (2) |
C20A—C21A | 1.376 (2) | C21B—H21B | 0.9500 |
C20A—H20A | 0.9500 | C22B—C23B | 1.403 (3) |
C21A—C22A | 1.409 (2) | C23B—C24B | 1.369 (2) |
C21A—H21A | 0.9500 | C23B—H23B | 0.9500 |
C22A—C23A | 1.409 (3) | C24B—H24B | 0.9500 |
C23A—C24A | 1.376 (2) | C25B—C26B | 1.505 (3) |
C23A—H23A | 0.9500 | C25B—H25C | 0.9900 |
C24A—H24A | 0.9500 | C25B—H25D | 0.9900 |
C25A—C26A | 1.515 (3) | C26B—H26D | 0.9800 |
C25A—H25A | 0.9900 | C26B—H26E | 0.9800 |
C25A—H25B | 0.9900 | C26B—H26F | 0.9800 |
C26A—H26A | 0.9800 | C27B—C28B | 1.517 (2) |
C26A—H26B | 0.9800 | C27B—H27C | 0.9900 |
C26A—H26C | 0.9800 | C27B—H27D | 0.9900 |
C27A—C28A | 1.510 (3) | C28B—H28D | 0.9800 |
C27A—H27A | 0.9900 | C28B—H28E | 0.9800 |
C27A—H27B | 0.9900 | C28B—H28F | 0.9800 |
C28A—H28A | 0.9800 | C27C—C28C | 1.525 (3) |
C28A—H28B | 0.9800 | C27C—H27E | 0.9900 |
C28A—H28C | 0.9800 | C27C—H27F | 0.9900 |
O1B—C1B | 1.234 (2) | C28C—H28G | 0.9800 |
N1B—C11B | 1.383 (2) | C28C—H28H | 0.9800 |
N1B—C14B | 1.463 (3) | C28C—H28I | 0.9800 |
N1B—C16B | 1.477 (2) | ||
C11A—N1A—C14A | 120.08 (14) | C25B—N2B—C27C | 111.2 (3) |
C11A—N1A—C16A | 120.6 (3) | C22B—N2B—C27B | 120.29 (16) |
C14A—N1A—C16A | 118.7 (3) | C25B—N2B—C27B | 116.80 (16) |
C11A—N1A—C16C | 123.3 (4) | O1B—C1B—C2B | 120.44 (15) |
C14A—N1A—C16C | 114.8 (4) | O1B—C1B—C6B | 120.29 (16) |
C22A—N2A—C27A | 122.39 (15) | C2B—C1B—C6B | 119.26 (15) |
C22A—N2A—C25A | 121.68 (15) | C7B—C2B—C1B | 115.72 (15) |
C27A—N2A—C25A | 115.91 (14) | C7B—C2B—C3B | 125.55 (15) |
O1A—C1A—C2A | 120.21 (15) | C1B—C2B—C3B | 118.64 (14) |
O1A—C1A—C6A | 121.00 (15) | C2B—C3B—C4B | 111.79 (14) |
C2A—C1A—C6A | 118.79 (14) | C2B—C3B—H3C | 109.3 |
C7A—C2A—C1A | 115.52 (14) | C4B—C3B—H3C | 109.3 |
C7A—C2A—C3A | 125.88 (15) | C2B—C3B—H3D | 109.3 |
C1A—C2A—C3A | 118.60 (14) | C4B—C3B—H3D | 109.3 |
C2A—C3A—C4A | 112.65 (14) | H3C—C3B—H3D | 107.9 |
C2A—C3A—H3A | 109.1 | C5B—C4B—C3B | 111.10 (14) |
C4A—C3A—H3A | 109.1 | C5B—C4B—H4C | 109.4 |
C2A—C3A—H3B | 109.1 | C3B—C4B—H4C | 109.4 |
C4A—C3A—H3B | 109.1 | C5B—C4B—H4D | 109.4 |
H3A—C3A—H3B | 107.8 | C3B—C4B—H4D | 109.4 |
C3A—C4A—C5A | 111.50 (15) | H4C—C4B—H4D | 108.0 |
C3A—C4A—H4A | 109.3 | C6B—C5B—C4B | 112.30 (14) |
C5A—C4A—H4A | 109.3 | C6B—C5B—H5C | 109.1 |
C3A—C4A—H4B | 109.3 | C4B—C5B—H5C | 109.1 |
C5A—C4A—H4B | 109.3 | C6B—C5B—H5D | 109.1 |
H4A—C4A—H4B | 108.0 | C4B—C5B—H5D | 109.1 |
C6A—C5A—C4A | 112.30 (14) | H5C—C5B—H5D | 107.9 |
C6A—C5A—H5A | 109.1 | C18B—C6B—C1B | 115.64 (15) |
C4A—C5A—H5A | 109.1 | C18B—C6B—C5B | 125.06 (15) |
C6A—C5A—H5B | 109.1 | C1B—C6B—C5B | 119.23 (14) |
C4A—C5A—H5B | 109.1 | C2B—C7B—C8B | 133.28 (16) |
H5A—C5A—H5B | 107.9 | C2B—C7B—H7B | 113.4 |
C18A—C6A—C1A | 115.63 (14) | C8B—C7B—H7B | 113.4 |
C18A—C6A—C5A | 125.12 (15) | C9B—C8B—C13B | 115.57 (16) |
C1A—C6A—C5A | 119.25 (15) | C9B—C8B—C7B | 116.98 (15) |
C2A—C7A—C8A | 133.45 (15) | C13B—C8B—C7B | 127.45 (15) |
C2A—C7A—H7A | 113.3 | C10B—C9B—C8B | 123.37 (16) |
C8A—C7A—H7A | 113.3 | C10B—C9B—H9B | 118.3 |
C9A—C8A—C13A | 115.51 (15) | C8B—C9B—H9B | 118.3 |
C9A—C8A—C7A | 116.88 (14) | C9B—C10B—C11B | 120.75 (17) |
C13A—C8A—C7A | 127.61 (15) | C9B—C10B—H10B | 119.6 |
C10A—C9A—C8A | 123.09 (15) | C11B—C10B—H10B | 119.6 |
C10A—C9A—H9A | 118.5 | N1B—C11B—C10B | 120.68 (16) |
C8A—C9A—H9A | 118.5 | N1B—C11B—C12B | 122.95 (16) |
C9A—C10A—C11A | 121.06 (16) | C10B—C11B—C12B | 116.36 (16) |
C9A—C10A—H10A | 119.5 | C13B—C12B—C11B | 122.15 (16) |
C11A—C10A—H10A | 119.5 | C13B—C12B—H12B | 118.9 |
N1A—C11A—C10A | 121.23 (16) | C11B—C12B—H12B | 118.9 |
N1A—C11A—C12A | 122.61 (15) | C12B—C13B—C8B | 121.69 (16) |
C10A—C11A—C12A | 116.10 (15) | C12B—C13B—H13B | 119.2 |
C13A—C12A—C11A | 122.02 (15) | C8B—C13B—H13B | 119.2 |
C13A—C12A—H12A | 119.0 | N1B—C14B—C15B | 114.52 (17) |
C11A—C12A—H12A | 119.0 | N1B—C14B—H14C | 108.6 |
C12A—C13A—C8A | 122.19 (16) | C15B—C14B—H14C | 108.6 |
C12A—C13A—H13A | 118.9 | N1B—C14B—H14D | 108.6 |
C8A—C13A—H13A | 118.9 | C15B—C14B—H14D | 108.6 |
N1A—C14A—C15A | 114.16 (17) | H14C—C14B—H14D | 107.6 |
N1A—C14A—H14A | 108.7 | C14B—C15B—H15D | 109.5 |
C15A—C14A—H14A | 108.7 | C14B—C15B—H15E | 109.5 |
N1A—C14A—H14B | 108.7 | H15D—C15B—H15E | 109.5 |
C15A—C14A—H14B | 108.7 | C14B—C15B—H15F | 109.5 |
H14A—C14A—H14B | 107.6 | H15D—C15B—H15F | 109.5 |
C14A—C15A—H15A | 109.5 | H15E—C15B—H15F | 109.5 |
C14A—C15A—H15B | 109.5 | N1B—C16B—C17B | 111.71 (19) |
H15A—C15A—H15B | 109.5 | N1B—C16B—H16C | 109.3 |
C14A—C15A—H15C | 109.5 | C17B—C16B—H16C | 109.3 |
H15A—C15A—H15C | 109.5 | N1B—C16B—H16D | 109.3 |
H15B—C15A—H15C | 109.5 | C17B—C16B—H16D | 109.3 |
N1A—C16A—C17A | 115.6 (3) | H16C—C16B—H16D | 107.9 |
N1A—C16A—H16A | 108.4 | C16B—C17B—H17D | 109.5 |
C17A—C16A—H16A | 108.4 | C16B—C17B—H17E | 109.5 |
N1A—C16A—H16B | 108.4 | H17D—C17B—H17E | 109.5 |
C17A—C16A—H16B | 108.4 | C16B—C17B—H17F | 109.5 |
H16A—C16A—H16B | 107.4 | H17D—C17B—H17F | 109.5 |
C16A—C17A—H17A | 109.5 | H17E—C17B—H17F | 109.5 |
C16A—C17A—H17B | 109.5 | N1B—C16D—C17D | 105.6 (12) |
H17A—C17A—H17B | 109.5 | N1B—C16D—H16G | 110.6 |
C16A—C17A—H17C | 109.5 | C17D—C16D—H16G | 110.6 |
H17A—C17A—H17C | 109.5 | N1B—C16D—H16H | 110.6 |
H17B—C17A—H17C | 109.5 | C17D—C16D—H16H | 110.6 |
N1A—C16C—C17C | 111.2 (3) | H16G—C16D—H16H | 108.8 |
N1A—C16C—H16E | 109.4 | C16D—C17D—H17J | 109.5 |
C17C—C16C—H16E | 109.4 | C16D—C17D—H17K | 109.5 |
N1A—C16C—H16F | 109.4 | H17J—C17D—H17K | 109.5 |
C17C—C16C—H16F | 109.4 | C16D—C17D—H17L | 109.5 |
H16E—C16C—H16F | 108.0 | H17J—C17D—H17L | 109.5 |
C16C—C17C—H17G | 109.5 | H17K—C17D—H17L | 109.5 |
C16C—C17C—H17H | 109.5 | C6B—C18B—C19B | 133.15 (16) |
H17G—C17C—H17H | 109.5 | C6B—C18B—H18B | 113.4 |
C16C—C17C—H17I | 109.5 | C19B—C18B—H18B | 113.4 |
H17G—C17C—H17I | 109.5 | C20B—C19B—C24B | 115.67 (15) |
H17H—C17C—H17I | 109.5 | C20B—C19B—C18B | 128.00 (15) |
C6A—C18A—C19A | 133.04 (16) | C24B—C19B—C18B | 116.33 (15) |
C6A—C18A—H18A | 113.5 | C21B—C20B—C19B | 121.94 (15) |
C19A—C18A—H18A | 113.5 | C21B—C20B—H20B | 119.0 |
C24A—C19A—C20A | 115.48 (15) | C19B—C20B—H20B | 119.0 |
C24A—C19A—C18A | 117.13 (15) | C20B—C21B—C22B | 121.51 (16) |
C20A—C19A—C18A | 127.39 (15) | C20B—C21B—H21B | 119.2 |
C21A—C20A—C19A | 122.00 (15) | C22B—C21B—H21B | 119.2 |
C21A—C20A—H20A | 119.0 | N2B—C22B—C23B | 121.15 (15) |
C19A—C20A—H20A | 119.0 | N2B—C22B—C21B | 122.17 (16) |
C20A—C21A—C22A | 122.06 (15) | C23B—C22B—C21B | 116.68 (15) |
C20A—C21A—H21A | 119.0 | C24B—C23B—C22B | 120.90 (16) |
C22A—C21A—H21A | 119.0 | C24B—C23B—H23B | 119.6 |
N2A—C22A—C21A | 121.85 (15) | C22B—C23B—H23B | 119.6 |
N2A—C22A—C23A | 121.82 (15) | C23B—C24B—C19B | 123.22 (16) |
C21A—C22A—C23A | 116.33 (15) | C23B—C24B—H24B | 118.4 |
C24A—C23A—C22A | 120.94 (15) | C19B—C24B—H24B | 118.4 |
C24A—C23A—H23A | 119.5 | N2B—C25B—C26B | 113.19 (18) |
C22A—C23A—H23A | 119.5 | N2B—C25B—H25C | 108.9 |
C23A—C24A—C19A | 123.12 (16) | C26B—C25B—H25C | 108.9 |
C23A—C24A—H24A | 118.4 | N2B—C25B—H25D | 108.9 |
C19A—C24A—H24A | 118.4 | C26B—C25B—H25D | 108.9 |
N2A—C25A—C26A | 112.87 (15) | H25C—C25B—H25D | 107.8 |
N2A—C25A—H25A | 109.0 | C25B—C26B—H26D | 109.5 |
C26A—C25A—H25A | 109.0 | C25B—C26B—H26E | 109.5 |
N2A—C25A—H25B | 109.0 | H26D—C26B—H26E | 109.5 |
C26A—C25A—H25B | 109.0 | C25B—C26B—H26F | 109.5 |
H25A—C25A—H25B | 107.8 | H26D—C26B—H26F | 109.5 |
C25A—C26A—H26A | 109.5 | H26E—C26B—H26F | 109.5 |
C25A—C26A—H26B | 109.5 | N2B—C27B—C28B | 108.22 (17) |
H26A—C26A—H26B | 109.5 | N2B—C27B—H27C | 110.1 |
C25A—C26A—H26C | 109.5 | C28B—C27B—H27C | 110.1 |
H26A—C26A—H26C | 109.5 | N2B—C27B—H27D | 110.1 |
H26B—C26A—H26C | 109.5 | C28B—C27B—H27D | 110.1 |
N2A—C27A—C28A | 113.37 (16) | H27C—C27B—H27D | 108.4 |
N2A—C27A—H27A | 108.9 | C27B—C28B—H28D | 109.5 |
C28A—C27A—H27A | 108.9 | C27B—C28B—H28E | 109.5 |
N2A—C27A—H27B | 108.9 | H28D—C28B—H28E | 109.5 |
C28A—C27A—H27B | 108.9 | C27B—C28B—H28F | 109.5 |
H27A—C27A—H27B | 107.7 | H28D—C28B—H28F | 109.5 |
C27A—C28A—H28A | 109.5 | H28E—C28B—H28F | 109.5 |
C27A—C28A—H28B | 109.5 | N2B—C27C—C28C | 109.3 (3) |
H28A—C28A—H28B | 109.5 | N2B—C27C—H27E | 109.8 |
C27A—C28A—H28C | 109.5 | C28C—C27C—H27E | 109.8 |
H28A—C28A—H28C | 109.5 | N2B—C27C—H27F | 109.8 |
H28B—C28A—H28C | 109.5 | C28C—C27C—H27F | 109.8 |
C11B—N1B—C14B | 120.70 (15) | H27E—C27C—H27F | 108.3 |
C11B—N1B—C16B | 122.57 (16) | C27C—C28C—H28G | 109.5 |
C14B—N1B—C16B | 116.73 (16) | C27C—C28C—H28H | 109.5 |
C11B—N1B—C16D | 112.0 (8) | H28G—C28C—H28H | 109.5 |
C14B—N1B—C16D | 111.3 (8) | C27C—C28C—H28I | 109.5 |
C22B—N2B—C25B | 121.80 (15) | H28G—C28C—H28I | 109.5 |
C22B—N2B—C27C | 119.3 (3) | H28H—C28C—H28I | 109.5 |
O1A—C1A—C2A—C7A | −10.1 (3) | C7B—C2B—C3B—C4B | 146.25 (16) |
C6A—C1A—C2A—C7A | 168.95 (16) | C1B—C2B—C3B—C4B | −30.2 (2) |
O1A—C1A—C2A—C3A | 169.52 (18) | C2B—C3B—C4B—C5B | 58.33 (19) |
C6A—C1A—C2A—C3A | −11.4 (2) | C3B—C4B—C5B—C6B | −55.76 (19) |
C7A—C2A—C3A—C4A | 157.03 (17) | O1B—C1B—C6B—C18B | 0.5 (2) |
C1A—C2A—C3A—C4A | −22.6 (2) | C2B—C1B—C6B—C18B | 179.44 (14) |
C2A—C3A—C4A—C5A | 55.9 (2) | O1B—C1B—C6B—C5B | −176.45 (17) |
C3A—C4A—C5A—C6A | −54.6 (2) | C2B—C1B—C6B—C5B | 2.5 (2) |
O1A—C1A—C6A—C18A | 11.6 (3) | C4B—C5B—C6B—C18B | −151.37 (16) |
C2A—C1A—C6A—C18A | −167.47 (15) | C4B—C5B—C6B—C1B | 25.3 (2) |
O1A—C1A—C6A—C5A | −168.42 (18) | C1B—C2B—C7B—C8B | 176.79 (17) |
C2A—C1A—C6A—C5A | 12.5 (2) | C3B—C2B—C7B—C8B | 0.3 (3) |
C4A—C5A—C6A—C18A | −159.61 (16) | C2B—C7B—C8B—C9B | −158.56 (18) |
C4A—C5A—C6A—C1A | 20.4 (2) | C2B—C7B—C8B—C13B | 22.1 (3) |
C1A—C2A—C7A—C8A | 178.15 (17) | C13B—C8B—C9B—C10B | −3.0 (3) |
C3A—C2A—C7A—C8A | −1.5 (3) | C7B—C8B—C9B—C10B | 177.63 (17) |
C2A—C7A—C8A—C9A | −170.74 (19) | C8B—C9B—C10B—C11B | 0.8 (3) |
C2A—C7A—C8A—C13A | 8.5 (3) | C14B—N1B—C11B—C10B | −8.2 (3) |
C13A—C8A—C9A—C10A | −1.5 (3) | C16B—N1B—C11B—C10B | 171.70 (17) |
C7A—C8A—C9A—C10A | 177.77 (17) | C16D—N1B—C11B—C10B | −142.2 (8) |
C8A—C9A—C10A—C11A | 0.1 (3) | C14B—N1B—C11B—C12B | 172.86 (17) |
C14A—N1A—C11A—C10A | −13.1 (3) | C16B—N1B—C11B—C12B | −7.3 (3) |
C16A—N1A—C11A—C10A | 176.3 (3) | C16D—N1B—C11B—C12B | 38.8 (8) |
C16C—N1A—C11A—C10A | −176.9 (4) | C9B—C10B—C11B—N1B | −176.91 (17) |
C14A—N1A—C11A—C12A | 164.16 (17) | C9B—C10B—C11B—C12B | 2.1 (3) |
C16A—N1A—C11A—C12A | −6.5 (4) | N1B—C11B—C12B—C13B | 176.14 (17) |
C16C—N1A—C11A—C12A | 0.3 (4) | C10B—C11B—C12B—C13B | −2.9 (3) |
C9A—C10A—C11A—N1A | 178.25 (18) | C11B—C12B—C13B—C8B | 0.7 (3) |
C9A—C10A—C11A—C12A | 0.8 (3) | C9B—C8B—C13B—C12B | 2.2 (2) |
N1A—C11A—C12A—C13A | −177.60 (18) | C7B—C8B—C13B—C12B | −178.47 (17) |
C10A—C11A—C12A—C13A | −0.2 (3) | C11B—N1B—C14B—C15B | −72.2 (2) |
C11A—C12A—C13A—C8A | −1.3 (3) | C16B—N1B—C14B—C15B | 107.9 (2) |
C9A—C8A—C13A—C12A | 2.1 (3) | C16D—N1B—C14B—C15B | 62.2 (7) |
C7A—C8A—C13A—C12A | −177.07 (17) | C11B—N1B—C16B—C17B | 100.7 (2) |
C11A—N1A—C14A—C15A | 88.9 (2) | C14B—N1B—C16B—C17B | −79.4 (2) |
C16A—N1A—C14A—C15A | −100.3 (3) | C16D—N1B—C16B—C17B | 13.4 (12) |
C16C—N1A—C14A—C15A | −106.0 (3) | C11B—N1B—C16D—C17D | −125.3 (13) |
C11A—N1A—C16A—C17A | −142.8 (4) | C14B—N1B—C16D—C17D | 96.3 (15) |
C14A—N1A—C16A—C17A | 46.4 (6) | C16B—N1B—C16D—C17D | −10.5 (11) |
C16C—N1A—C16A—C17A | 100 (4) | C1B—C6B—C18B—C19B | −176.63 (16) |
C11A—N1A—C16C—C17C | −99.2 (6) | C5B—C6B—C18B—C19B | 0.2 (3) |
C14A—N1A—C16C—C17C | 96.2 (7) | C6B—C18B—C19B—C20B | −19.7 (3) |
C16A—N1A—C16C—C17C | −33 (4) | C6B—C18B—C19B—C24B | 160.84 (18) |
C1A—C6A—C18A—C19A | 179.32 (17) | C24B—C19B—C20B—C21B | −1.7 (2) |
C5A—C6A—C18A—C19A | −0.7 (3) | C18B—C19B—C20B—C21B | 178.90 (16) |
C6A—C18A—C19A—C24A | 170.53 (18) | C19B—C20B—C21B—C22B | −0.8 (3) |
C6A—C18A—C19A—C20A | −10.2 (3) | C25B—N2B—C22B—C23B | −7.6 (3) |
C24A—C19A—C20A—C21A | −2.7 (2) | C27C—N2B—C22B—C23B | −154.2 (3) |
C18A—C19A—C20A—C21A | 177.99 (16) | C27B—N2B—C22B—C23B | 159.97 (17) |
C19A—C20A—C21A—C22A | 1.3 (3) | C25B—N2B—C22B—C21B | 173.11 (18) |
C27A—N2A—C22A—C21A | −6.2 (2) | C27C—N2B—C22B—C21B | 26.5 (4) |
C25A—N2A—C22A—C21A | 175.41 (15) | C27B—N2B—C22B—C21B | −19.3 (3) |
C27A—N2A—C22A—C23A | 173.20 (16) | C20B—C21B—C22B—N2B | −178.57 (18) |
C25A—N2A—C22A—C23A | −5.2 (2) | C20B—C21B—C22B—C23B | 2.1 (3) |
C20A—C21A—C22A—N2A | −179.71 (15) | N2B—C22B—C23B—C24B | 179.84 (18) |
C20A—C21A—C22A—C23A | 0.9 (2) | C21B—C22B—C23B—C24B | −0.8 (3) |
N2A—C22A—C23A—C24A | 179.04 (16) | C22B—C23B—C24B—C19B | −1.8 (3) |
C21A—C22A—C23A—C24A | −1.5 (2) | C20B—C19B—C24B—C23B | 3.0 (3) |
C22A—C23A—C24A—C19A | 0.0 (3) | C18B—C19B—C24B—C23B | −177.49 (16) |
C20A—C19A—C24A—C23A | 2.1 (2) | C22B—N2B—C25B—C26B | 87.2 (2) |
C18A—C19A—C24A—C23A | −178.58 (16) | C27C—N2B—C25B—C26B | −123.8 (3) |
C22A—N2A—C25A—C26A | 90.0 (2) | C27B—N2B—C25B—C26B | −80.8 (2) |
C27A—N2A—C25A—C26A | −88.5 (2) | C22B—N2B—C27B—C28B | 99.5 (3) |
C22A—N2A—C27A—C28A | 90.5 (2) | C25B—N2B—C27B—C28B | −92.4 (2) |
C25A—N2A—C27A—C28A | −91.0 (2) | C27C—N2B—C27B—C28B | −1.0 (5) |
O1B—C1B—C2B—C7B | 2.3 (2) | C22B—N2B—C27C—C28C | −102.5 (6) |
C6B—C1B—C2B—C7B | −176.64 (15) | C25B—N2B—C27C—C28C | 107.5 (6) |
O1B—C1B—C2B—C3B | 179.05 (17) | C27B—N2B—C27C—C28C | 0.7 (4) |
C6B—C1B—C2B—C3B | 0.2 (2) |
D—H···A | D—H | H···A | D···A | D—H···A |
C25B—H25B···O1Ai | 0.99 | 2.55 | 3.479 (3) | 156 |
C28B—H28B···O1Ai | 0.98 | 2.57 | 3.542 (4) | 171 |
C27C—H27C···O1Ai | 0.99 | 2.53 | 3.505 (8) | 169 |
Symmetry code: (i) x, y, z−1. |
Molecule A | Molecule B | Δ | |
I | -749893.448 | -749892.856 | -0.592 |
II | -774589.500 | -774589.500 | 0.000 |
III | -799260.016 | -799261.604 | 1.558 |
Mol. A/mol. B | I | II | III |
Deviation D1 (Å) | 0.017/0.012 | 0.032/0.007 | 0.010/0.025 |
Deviation A (Å) | 0.003/0.009 | 0.027/0.014 | 0.231/0.204 |
Deviation D2 (Å) | 0.011/0.013 | 0.014/0.008 | 0.012/0.013 |
Dihedral angle mol. A/mol. B (°) | 42.465 | 10.765 | 53.400 |
Dihedral Angle D1–A (%) | 2.42 (3)/10.78 (3) | 6.41 (3)/5.34 (3) | 3.05 (7)/21.39 (7) |
Dihedral Angle A–D2 (%) | 10.03 (3)/2.21 (4) | 29.36 (3)/6.20 (3) | 8.53 (6)/23.18 (7) |
a–b (%) | 128.36 (9)/127.68 (9) | 131.80 (8)/131.64 (8) | 133.45 (15)/133.28 (16) |
b'–a' (%) | 127.21 (9)/127.88 (9) | 130.88 (9)/131.73 (9) | 133.04 (16)/133.15 (16) |
b–c (%) | 131.92 (9)/131.61 (9) | 119.23 (8)/119.07 (8) | 115.52 (14)/115.72 (15) |
c'–b' (%) | 132.05 (9)/132.05 (9) | 118.52 (8)/118.52 (8) | 115.63 (14)/115.64 (15) |
c–d (%) | 91.02 (7)/91.21 (7) | 109.31 (7)/109.50 (7) | 118.60 (14)/118.64 (14) |
c'–d' (%) | 91.00 (7)/90.85 (7) | 109.62 (8)/109.65 (7) | 119.25 (15)/119.23 (14) |
c–e (%) | 135.01 (9)/134.80 (9) | 125.86 (8)/125.88 (8) | 120.21 (15)/120.44 (15) |
e–c' (%) | 134.44 (9)/134.67 (9) | 125.69 (9)/125.79 (8) | 121.00 (15)/120.29 (16) |
a (Å) | 1.452 (1)/1.452 (1) | 1.446 (1)/1.447 (1) | 1.450 (2)/1.452 (2) |
a' (Å) | 1.451 (1)/1.452 (1) | 1.451 (1)/1.449 (1) | 1.452 (2)/1.456 (2) |
b (Å) | 1.345 (1)/1.348 (1) | 1.354 (1)/1.353 (1) | 1.350 (2)/1.350 (2) |
b' (Å) | 1.348 (1)/1.348 (1) | 1.352 (1)/1.350 (1) | 1.353 (2)/1.347 (2) |
c (Å) | 1.491 (1)/1.487 (1) | 1.478 (1)/1.480 (1) | 1.493 (2)/1.492 (2) |
c' (Å) | 1.486 (1)/1.492 (1) | 1.479 (1)/1.481 (1) | 1.496 (2)/1.498 (2) |
d (Å) | 1.528 (1)/1.530 (1) | 1.511 (1)/1.508 (1) | 1.508 (2)/1.511 (2) |
d' (Å) | 1.533 (1)/1.533 (1) | 1.508 (1)/1.507 (1) | 1.507 (2)/1.510 (2) |
e (Å) | 1.222 (1)/1.224 (1) | 1.233 (1)/1.234 (1) | 1.229 (2)/1.234 (2) |
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