Gramicidin S is a nonribosomally synthesized cyclic decapeptide antibiotic with twofold symmetry (Val-Orn-Leu-D-Phe-Pro)2; a natural source is Bacillus brevis. Gramicidin S is active against Gram-positive and some Gram-negative bacteria. However, its haemolytic toxicity in humans limits its use as an antibiotic to certain topical applications. Synthetically obtained gramicidin S was crystallized from a solution containing water, methanol, trifluoroacetic acid and hydrochloric acid. The structure was solved and refined at 0.95 Å resolution. The asymmetric unit contains 1.5 molecules of gramicidin S, two trifluoroacetic acid molecules and ten water molecules located and refined in 14 positions. One gramicidin S molecule has an exact twofold-symmetrical conformation; the other deviates from the molecular twofold symmetry. The cyclic peptide adopts an antiparallel β-sheet secondary structure with two type II′ β-turns. These turns have the residues D-Phe and Pro at positions i + 1 and i + 2, respectively. In the crystals, the gramicidin S molecules line up into double-stranded helical channels that differ from those observed previously. The implications of the supramolecular structure for several models of gramicidin S conformation and assembly in the membrane are discussed.
Supporting information
CCDC reference: 626343
Data collection: Collect (Bruker AXS BV, 1997-2004); cell refinement: HKL SCALEPACK (Otwinowski & Minor 1997); data reduction: HKL DENZO and SCALEPACK (Otwinowski & Minor 1997); program(s) used to solve structure: SnB2.2 (Weeks, C.M. & Miller, R., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: pyMOL 0.99 (DeLano,W.L. 2002); software used to prepare material for publication: WinGX publication routines (Farrugia, 1999).
Crystal data top
3(C60H94N12O10)·4(C2F3O2)·20(O) | Dx = 1.163 Mg m−3 |
Mr = 4202.51 | Cu Kα radiation, λ = 1.5418 Å |
Trigonal, R32 | Cell parameters from 7652 reflections |
Hall symbol: R 3 2" | θ = 0.4–22.0° |
a = 41.4764 (4) Å | µ = 0.78 mm−1 |
c = 36.2358 (5) Å | T = 100 K |
V = 53984.7 (10) Å3 | Prism, colourless |
Z = 9 | 0.75 × 0.08 × 0.05 mm |
F(000) = 20106 | |
Data collection top
Bruker Nonius FR591 KappaCCD2000 diffractometer | 6577 reflections with I > 2σ(I) |
Multilayer confocal monochromator | Rint = 0.111 |
CCD scans | θmax = 54.3°, θmin = 3.5° |
Absorption correction: multi-scan SADABS: G.M. Sheldrick, Bruker AXS (1997) | h = −43→21 |
Tmin = 0.147, Tmax = 0.962 | k = 0→43 |
104642 measured reflections | l = 0→38 |
7710 independent reflections | |
Refinement top
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)] = 0.146 | H-atom parameters constrained |
wR(F2) = 0.395 | w = 1/[σ2(Fo2) + (0.2P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.86 | (Δ/σ)max = 0.036 |
7710 reflections | Δρmax = 0.67 e Å−3 |
1273 parameters | Δρmin = −0.43 e Å−3 |
1575 restraints | Absolute structure: Flack H D (1983), Acta Cryst. A39, 876-881, 6937 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.1 (4) |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
N_1 | 0.4357 (2) | −0.0438 (2) | 0.13062 (17) | 0.0873 (19) | |
CA_1 | 0.4468 (3) | −0.0552 (2) | 0.0970 (2) | 0.093 (2) | |
HA_1 | 0.4630 | −0.0660 | 0.1029 | 0.112* | |
CB_1 | 0.4088 (3) | −0.0851 (3) | 0.0828 (3) | 0.115 (3) | |
HB1_1 | 0.4010 | −0.1092 | 0.0952 | 0.138* | |
HB2_1 | 0.4096 | −0.0885 | 0.0558 | 0.138* | |
CG_1 | 0.3826 (3) | −0.0708 (3) | 0.0921 (3) | 0.109 (3) | |
HG1_1 | 0.3847 | −0.0520 | 0.0740 | 0.131* | |
HG2_1 | 0.3564 | −0.0914 | 0.0931 | 0.131* | |
CD_1 | 0.3965 (3) | −0.0535 (3) | 0.1303 (2) | 0.094 (3) | |
HD1_1 | 0.3942 | −0.0310 | 0.1335 | 0.113* | |
HD2_1 | 0.3823 | −0.0715 | 0.1501 | 0.113* | |
C_1 | 0.4653 (3) | −0.0244 (3) | 0.0681 (2) | 0.093 (2) | |
O_1 | 0.4765 (3) | −0.0302 (3) | 0.03882 (17) | 0.118 (3) | |
N_2 | 0.4690 (2) | 0.0083 (2) | 0.07429 (19) | 0.0846 (19) | |
H0_2 | 0.4605 | 0.0114 | 0.0955 | 0.102* | |
CA_2 | 0.4856 (3) | 0.0396 (3) | 0.0499 (3) | 0.108 (3) | |
HA_2 | 0.4785 | 0.0320 | 0.0236 | 0.129* | |
CB_2 | 0.4764 (5) | 0.0711 (4) | 0.0621 (4) | 0.160 (5) | |
HB_2 | 0.4837 | 0.0776 | 0.0885 | 0.192* | |
CG1_2 | 0.4988 (7) | 0.1058 (4) | 0.0386 (5) | 0.185 (8) | |
HG1A_2 | 0.5254 | 0.1144 | 0.0412 | 0.278* | |
HG1B_2 | 0.4939 | 0.1254 | 0.0469 | 0.278* | |
HG1C_2 | 0.4915 | 0.1000 | 0.0127 | 0.278* | |
CG2_2 | 0.4365 (5) | 0.0567 (7) | 0.0587 (6) | 0.195 (8) | |
HG2A_2 | 0.4230 | 0.0342 | 0.0738 | 0.292* | |
HG2B_2 | 0.4290 | 0.0507 | 0.0328 | 0.292* | |
HG2C_2 | 0.4306 | 0.0756 | 0.0672 | 0.292* | |
C_2 | 0.5273 (3) | 0.0628 (3) | 0.0546 (2) | 0.099 (3) | |
O_2 | 0.5397 (2) | 0.0694 (3) | 0.08624 (17) | 0.125 (3) | |
N_3 | 0.5463 (2) | 0.0749 (3) | 0.02441 (19) | 0.112 (3) | |
H0_3 | 0.5357 | 0.0655 | 0.0030 | 0.134* | |
CA_3 | 0.5855 (3) | 0.1042 (4) | 0.0256 (3) | 0.166 (5) | |
HA_3 | 0.5910 | 0.1161 | 0.0505 | 0.200* | |
CB_3 | 0.6107 (4) | 0.0877 (7) | 0.0194 (7) | 0.240 (9) | |
HB1_3 | 0.6072 | 0.0771 | −0.0057 | 0.288* | |
HB2_3 | 0.6050 | 0.0677 | 0.0376 | 0.288* | |
CG_3 | 0.6507 (5) | 0.1200 (8) | 0.0245 (12) | 0.293 (14) | |
HG1_3 | 0.6561 | 0.1393 | 0.0056 | 0.352* | |
HG2_3 | 0.6532 | 0.1314 | 0.0491 | 0.352* | |
CD_3 | 0.6785 (5) | 0.1068 (8) | 0.0211 (14) | 0.340 (17) | |
HD1_3 | 0.6701 | 0.0839 | 0.0359 | 0.408* | |
HD2_3 | 0.6803 | 0.1008 | −0.0050 | 0.408* | |
NZ_3 | 0.7162 (5) | 0.1364 (7) | 0.0343 (12) | 0.323 (18) | |
HZ1_3 | 0.7283 | 0.1255 | 0.0449 | 0.485* | |
HZ2_3 | 0.7135 | 0.1510 | 0.0513 | 0.485* | |
HZ3_3 | 0.7298 | 0.1506 | 0.0149 | 0.485* | |
C_3 | 0.5946 (4) | 0.1336 (4) | −0.0031 (2) | 0.165 (6) | |
O_3 | 0.5833 (4) | 0.1239 (5) | −0.0350 (2) | 0.228 (9) | |
N_4 | 0.6146 (4) | 0.1686 (4) | 0.0073 (3) | 0.181 (5) | |
H0_4 | 0.6198 | 0.1735 | 0.0309 | 0.217* | |
CA_4 | 0.6286 (4) | 0.1996 (4) | −0.0187 (3) | 0.174 (5) | |
HA_4 | 0.6296 | 0.1897 | −0.0436 | 0.209* | |
CB_4 | 0.6050 (6) | 0.2183 (7) | −0.0221 (5) | 0.225 (8) | |
HB1_4 | 0.6069 | 0.2317 | 0.0011 | 0.270* | |
HB2_4 | 0.5786 | 0.1987 | −0.0252 | 0.270* | |
CG_4 | 0.6162 (8) | 0.2461 (8) | −0.0548 (6) | 0.279 (12) | |
HG_4 | 0.6439 | 0.2625 | −0.0543 | 0.334* | |
CD1_4 | 0.6057 (17) | 0.2242 (13) | −0.0909 (6) | 0.36 (2) | |
HD1A_4 | 0.6157 | 0.2072 | −0.0910 | 0.538* | |
HD1B_4 | 0.6162 | 0.2415 | −0.1117 | 0.538* | |
HD1C_4 | 0.5785 | 0.2099 | −0.0932 | 0.538* | |
CD2_4 | 0.5990 (13) | 0.2706 (12) | −0.0516 (9) | 0.325 (18) | |
HD2A_4 | 0.6076 | 0.2884 | −0.0721 | 0.488* | |
HD2B_4 | 0.6065 | 0.2842 | −0.0281 | 0.488* | |
HD2C_4 | 0.5718 | 0.2552 | −0.0525 | 0.488* | |
C_4 | 0.6686 (3) | 0.2257 (4) | −0.0064 (3) | 0.133 (4) | |
O_4 | 0.6746 (3) | 0.2429 (3) | 0.0220 (3) | 0.145 (3) | |
N_5 | 0.6954 (3) | 0.2272 (4) | −0.0275 (3) | 0.167 (5) | |
H0_5 | 0.6897 | 0.2152 | −0.0487 | 0.201* | |
CA_5 | 0.7343 (3) | 0.2488 (4) | −0.0161 (3) | 0.153 (5) | |
HA_5 | 0.7423 | 0.2759 | −0.0167 | 0.183* | |
CB_5 | 0.7593 (3) | 0.2415 (5) | −0.0423 (4) | 0.170 (6) | |
HB1_5 | 0.7541 | 0.2156 | −0.0391 | 0.204* | |
HB2_5 | 0.7539 | 0.2447 | −0.0682 | 0.204* | |
CG_5 | 0.7999 (4) | 0.2685 (5) | −0.0336 (3) | 0.170 (6) | |
CD1_5 | 0.8253 (5) | 0.2593 (6) | −0.0207 (4) | 0.203 (6) | |
HD1_5 | 0.8177 | 0.2338 | −0.0166 | 0.243* | |
CD2_5 | 0.8139 (5) | 0.3066 (5) | −0.0393 (5) | 0.192 (7) | |
HD2_5 | 0.7974 | 0.3138 | −0.0495 | 0.231* | |
CE1_5 | 0.8626 (5) | 0.2870 (5) | −0.0132 (4) | 0.157 (5) | |
HE1_5 | 0.8803 | 0.2805 | −0.0049 | 0.189* | |
CE2_5 | 0.8491 (5) | 0.3341 (5) | −0.0315 (5) | 0.172 (6) | |
HE2_5 | 0.8567 | 0.3596 | −0.0352 | 0.207* | |
CZ_5 | 0.8724 (6) | 0.3235 (6) | −0.0183 (5) | 0.181 (6) | |
HZ_5 | 0.8970 | 0.3422 | −0.0122 | 0.217* | |
C_5 | 0.7393 (3) | 0.2384 (4) | 0.0222 (3) | 0.132 (4) | |
O_5 | 0.7292 (4) | 0.2059 (3) | 0.0293 (4) | 0.180 (5) | |
N_6 | 0.7559 (3) | 0.2655 (3) | 0.0469 (2) | 0.125 (3) | |
CA_6 | 0.7649 (3) | 0.2593 (4) | 0.0845 (3) | 0.148 (4) | |
HA_6 | 0.7763 | 0.2431 | 0.0838 | 0.177* | |
CB_6 | 0.7945 (4) | 0.2993 (5) | 0.0957 (4) | 0.182 (7) | |
HB1_6 | 0.7955 | 0.3025 | 0.1228 | 0.218* | |
HB2_6 | 0.8195 | 0.3055 | 0.0866 | 0.218* | |
CG_6 | 0.7813 (6) | 0.3233 (5) | 0.0772 (5) | 0.181 (6) | |
HG1_6 | 0.7611 | 0.3235 | 0.0917 | 0.217* | |
HG2_6 | 0.8019 | 0.3492 | 0.0742 | 0.217* | |
CD_6 | 0.7673 (5) | 0.3052 (4) | 0.0409 (4) | 0.145 (4) | |
HD1_6 | 0.7872 | 0.3164 | 0.0220 | 0.174* | |
HD2_6 | 0.7459 | 0.3077 | 0.0327 | 0.174* | |
C_6 | 0.7326 (3) | 0.2438 (4) | 0.1120 (3) | 0.130 (4) | |
O_6 | 0.7388 (3) | 0.2411 (5) | 0.1442 (3) | 0.177 (6) | |
N_7 | 0.6994 (2) | 0.2348 (3) | 0.0988 (2) | 0.108 (3) | |
H0_7 | 0.6967 | 0.2377 | 0.0752 | 0.130* | |
CA_7 | 0.6674 (3) | 0.2201 (3) | 0.1234 (2) | 0.103 (3) | |
HA_7 | 0.6764 | 0.2234 | 0.1494 | 0.123* | |
CB_7 | 0.6464 (3) | 0.2418 (4) | 0.1181 (4) | 0.139 (4) | |
HB_7 | 0.6353 | 0.2367 | 0.0928 | 0.167* | |
CG1_7 | 0.6150 (4) | 0.2277 (6) | 0.1470 (4) | 0.168 (7) | |
HG1A_7 | 0.5983 | 0.2009 | 0.1438 | 0.253* | |
HG1B_7 | 0.6008 | 0.2407 | 0.1436 | 0.253* | |
HG1C_7 | 0.6258 | 0.2327 | 0.1718 | 0.253* | |
CG2_7 | 0.6716 (6) | 0.2829 (4) | 0.1226 (7) | 0.182 (8) | |
HG2A_7 | 0.6575 | 0.2957 | 0.1187 | 0.273* | |
HG2B_7 | 0.6919 | 0.2918 | 0.1046 | 0.273* | |
HG2C_7 | 0.6821 | 0.2881 | 0.1476 | 0.273* | |
C_7 | 0.6414 (3) | 0.1792 (3) | 0.1165 (2) | 0.109 (3) | |
O_7 | 0.6293 (3) | 0.1676 (3) | 0.08579 (19) | 0.164 (5) | |
N_8 | 0.6332 (2) | 0.1576 (2) | 0.14592 (19) | 0.094 (2) | |
H0_8 | 0.6460 | 0.1673 | 0.1663 | 0.113* | |
CA_8 | 0.6042 (3) | 0.1189 (3) | 0.1464 (2) | 0.100 (3) | |
HA_8 | 0.5939 | 0.1111 | 0.1209 | 0.120* | |
CB_8 | 0.6199 (4) | 0.0944 (4) | 0.1601 (4) | 0.133 (4) | |
HB1_8 | 0.6394 | 0.0972 | 0.1424 | 0.160* | 0.70 |
HB2_8 | 0.6324 | 0.1047 | 0.1840 | 0.160* | 0.70 |
HB3_8 | 0.6335 | 0.1052 | 0.1834 | 0.160* | 0.30 |
HB4_8 | 0.5986 | 0.0694 | 0.1660 | 0.160* | 0.30 |
CGa_8 | 0.5938 (7) | 0.0532 (5) | 0.1655 (6) | 0.153 (7) | 0.70 |
HG1_8 | 0.6043 | 0.0436 | 0.1841 | 0.184* | 0.70 |
HG2_8 | 0.5696 | 0.0491 | 0.1748 | 0.184* | 0.70 |
CDa_8 | 0.5879 (6) | 0.0328 (6) | 0.1304 (7) | 0.168 (9) | 0.70 |
HD1_8 | 0.6122 | 0.0368 | 0.1214 | 0.201* | 0.70 |
HD2_8 | 0.5781 | 0.0431 | 0.1118 | 0.201* | 0.70 |
NZa_8 | 0.5617 (8) | −0.0080 (6) | 0.1338 (9) | 0.223 (13) | 0.70 |
HZ1_8 | 0.5585 | −0.0189 | 0.1113 | 0.334* | 0.70 |
HZ2_8 | 0.5393 | −0.0120 | 0.1423 | 0.334* | 0.70 |
HZ3_8 | 0.5711 | −0.0180 | 0.1499 | 0.334* | 0.70 |
CGb_8 | 0.6452 (16) | 0.0894 (15) | 0.1347 (14) | 0.157 (13) | 0.30 |
HG3_8 | 0.6704 | 0.1117 | 0.1349 | 0.189* | 0.30 |
HG4_8 | 0.6355 | 0.0850 | 0.1092 | 0.189* | 0.30 |
CDb_8 | 0.6463 (15) | 0.0555 (14) | 0.1493 (18) | 0.172 (15) | 0.30 |
HD3_8 | 0.6477 | 0.0573 | 0.1766 | 0.206* | 0.30 |
HD4_8 | 0.6223 | 0.0331 | 0.1430 | 0.206* | 0.30 |
NZb_8 | 0.6765 (12) | 0.0494 (12) | 0.136 (2) | 0.20 (2) | 0.30 |
HZ4_8 | 0.6681 | 0.0245 | 0.1356 | 0.307* | 0.30 |
HZ5_8 | 0.6960 | 0.0605 | 0.1524 | 0.307* | 0.30 |
HZ6_8 | 0.6839 | 0.0594 | 0.1136 | 0.307* | 0.30 |
C_8 | 0.5737 (2) | 0.1152 (3) | 0.1718 (2) | 0.096 (3) | |
O_8 | 0.58115 (17) | 0.1299 (2) | 0.20234 (16) | 0.099 (2) | |
N_9 | 0.53903 (19) | 0.0946 (3) | 0.15992 (19) | 0.095 (2) | |
H0_9 | 0.5352 | 0.0847 | 0.1377 | 0.114* | |
CA_9 | 0.5066 (2) | 0.0877 (2) | 0.1825 (2) | 0.087 (2) | |
HA_9 | 0.5137 | 0.0909 | 0.2092 | 0.104* | |
CB_9 | 0.4921 (3) | 0.1136 (3) | 0.1723 (2) | 0.095 (2) | |
HB1_9 | 0.4921 | 0.1152 | 0.1450 | 0.114* | |
HB2_9 | 0.5102 | 0.1388 | 0.1815 | 0.114* | |
CG_9 | 0.4538 (3) | 0.1044 (4) | 0.1858 (4) | 0.131 (4) | |
HG_9 | 0.4356 | 0.0792 | 0.1758 | 0.157* | |
CD1_9 | 0.4508 (6) | 0.1017 (8) | 0.2268 (4) | 0.194 (10) | |
HD1A_9 | 0.4256 | 0.0954 | 0.2343 | 0.291* | |
HD1B_9 | 0.4690 | 0.1256 | 0.2377 | 0.291* | |
HD1C_9 | 0.4559 | 0.0822 | 0.2354 | 0.291* | |
CD2_9 | 0.4418 (5) | 0.1314 (5) | 0.1718 (4) | 0.147 (5) | |
HD2A_9 | 0.4441 | 0.1331 | 0.1448 | 0.221* | |
HD2B_9 | 0.4578 | 0.1560 | 0.1826 | 0.221* | |
HD2C_9 | 0.4159 | 0.1225 | 0.1788 | 0.221* | |
C_9 | 0.4777 (2) | 0.0474 (2) | 0.1752 (2) | 0.079 (2) | |
O_9 | 0.46154 (18) | 0.03841 (18) | 0.14519 (14) | 0.0856 (16) | |
N_10 | 0.4725 (2) | 0.0220 (2) | 0.20149 (18) | 0.0846 (19) | |
H0_10 | 0.4836 | 0.0290 | 0.2231 | 0.101* | |
CA_10 | 0.4481 (3) | −0.0169 (2) | 0.1931 (2) | 0.088 (2) | |
HA_10 | 0.4220 | −0.0219 | 0.1903 | 0.106* | |
CB_10 | 0.4496 (3) | −0.0415 (3) | 0.2240 (2) | 0.102 (3) | |
HB1_10 | 0.4757 | −0.0347 | 0.2287 | 0.122* | |
HB2_10 | 0.4393 | −0.0374 | 0.2471 | 0.122* | |
CG_10 | 0.4270 (3) | −0.0825 (3) | 0.2130 (2) | 0.102 (3) | |
CD1_10 | 0.4434 (4) | −0.1015 (4) | 0.1993 (3) | 0.121 (3) | |
HD1_10 | 0.4698 | −0.0893 | 0.1979 | 0.146* | |
CD2_10 | 0.3887 (3) | −0.1006 (3) | 0.2152 (3) | 0.109 (3) | |
HD2_10 | 0.3765 | −0.0879 | 0.2242 | 0.131* | |
CE1_10 | 0.4227 (4) | −0.1380 (4) | 0.1876 (3) | 0.131 (4) | |
HE1_10 | 0.4349 | −0.1505 | 0.1781 | 0.157* | |
CE2_10 | 0.3681 (4) | −0.1374 (3) | 0.2041 (3) | 0.112 (3) | |
HE2_10 | 0.3418 | −0.1500 | 0.2067 | 0.135* | |
CZ_10 | 0.3845 (4) | −0.1563 (4) | 0.1895 (3) | 0.135 (4) | |
HZ_10 | 0.3699 | −0.1812 | 0.1811 | 0.162* | |
C_10 | 0.4606 (3) | −0.0264 (3) | 0.15738 (19) | 0.084 (2) | |
O_10 | 0.4936 (2) | −0.0176 (3) | 0.15414 (18) | 0.111 (2) | |
N_21 | 0.48483 (19) | 0.0519 (2) | 0.36365 (18) | 0.088 (2) | |
CA_21 | 0.4858 (3) | 0.0381 (3) | 0.3273 (2) | 0.107 (3) | |
HA_21 | 0.4903 | 0.0166 | 0.3292 | 0.129* | |
CB_21 | 0.4460 (3) | 0.0248 (4) | 0.3138 (4) | 0.150 (5) | |
HB1_21 | 0.4448 | 0.0242 | 0.2865 | 0.180* | |
HB2_21 | 0.4284 | −0.0003 | 0.3234 | 0.180* | |
CG_21 | 0.4371 (3) | 0.0532 (5) | 0.3289 (3) | 0.142 (4) | |
HG1_21 | 0.4099 | 0.0431 | 0.3301 | 0.170* | |
HG2_21 | 0.4485 | 0.0760 | 0.3135 | 0.170* | |
CD_21 | 0.4541 (2) | 0.0613 (4) | 0.3674 (2) | 0.112 (4) | |
HD1_21 | 0.4356 | 0.0454 | 0.3862 | 0.134* | |
HD2_21 | 0.4643 | 0.0877 | 0.3741 | 0.134* | |
C_21 | 0.5135 (2) | 0.0672 (2) | 0.3004 (2) | 0.080 (2) | |
O_21 | 0.5138 (2) | 0.05806 (18) | 0.26822 (16) | 0.103 (2) | |
N_22 | 0.53573 (18) | 0.10160 (19) | 0.31362 (19) | 0.0776 (18) | |
H0_22 | 0.5337 | 0.1063 | 0.3369 | 0.093* | |
CA_22 | 0.5628 (2) | 0.1311 (2) | 0.29058 (18) | 0.0741 (18) | |
HA_22 | 0.5563 | 0.1249 | 0.2640 | 0.089* | |
CB_22 | 0.5647 (3) | 0.1678 (2) | 0.2998 (3) | 0.101 (3) | |
HB_22 | 0.5680 | 0.1715 | 0.3271 | 0.121* | |
CG1_22 | 0.5970 (5) | 0.2004 (3) | 0.2815 (4) | 0.141 (5) | |
HG1A_22 | 0.5972 | 0.2234 | 0.2882 | 0.211* | |
HG1B_22 | 0.5947 | 0.1972 | 0.2546 | 0.211* | |
HG1C_22 | 0.6203 | 0.2020 | 0.2896 | 0.211* | |
CG2_22 | 0.5273 (4) | 0.1646 (4) | 0.2894 (4) | 0.130 (4) | |
HG2A_22 | 0.5070 | 0.1429 | 0.3017 | 0.194* | |
HG2B_22 | 0.5238 | 0.1619 | 0.2626 | 0.194* | |
HG2C_22 | 0.5271 | 0.1872 | 0.2974 | 0.194* | |
C_22 | 0.6008 (2) | 0.1355 (3) | 0.2984 (2) | 0.083 (2) | |
O_22 | 0.61167 (18) | 0.1367 (2) | 0.33009 (16) | 0.105 (2) | |
N_23 | 0.62133 (18) | 0.1382 (2) | 0.26940 (18) | 0.085 (2) | |
H0_23 | 0.6113 | 0.1346 | 0.2473 | 0.102* | |
CA_23 | 0.6599 (2) | 0.1469 (3) | 0.2726 (2) | 0.100 (3) | |
HA_23 | 0.6687 | 0.1548 | 0.2985 | 0.120* | |
CB_23 | 0.6620 (4) | 0.1123 (4) | 0.2633 (5) | 0.145 (5) | |
HB1_23 | 0.6463 | 0.0924 | 0.2810 | 0.174* | |
HB2_23 | 0.6513 | 0.1036 | 0.2384 | 0.174* | |
CG_23 | 0.7005 (5) | 0.1176 (8) | 0.2640 (7) | 0.227 (10) | |
HG1_23 | 0.7025 | 0.1027 | 0.2437 | 0.272* | |
HG2_23 | 0.7184 | 0.1441 | 0.2587 | 0.272* | |
CD_23 | 0.7125 (6) | 0.1073 (9) | 0.2989 (7) | 0.227 (11) | |
HD1_23 | 0.6936 | 0.0820 | 0.3070 | 0.273* | |
HD2_23 | 0.7162 | 0.1252 | 0.3188 | 0.273* | |
NZ_23 | 0.7486 (5) | 0.1086 (5) | 0.2901 (8) | 0.236 (11) | |
HZ1_23 | 0.7564 | 0.1012 | 0.3101 | 0.354* | |
HZ2_23 | 0.7661 | 0.1323 | 0.2839 | 0.354* | |
HZ3_23 | 0.7451 | 0.0931 | 0.2708 | 0.354* | |
C_23 | 0.6830 (2) | 0.1786 (3) | 0.2466 (2) | 0.091 (3) | |
O_23 | 0.67375 (19) | 0.1780 (3) | 0.21499 (18) | 0.121 (3) | |
N_24 | 0.7135 (2) | 0.2067 (2) | 0.2611 (2) | 0.097 (2) | |
H0_24 | 0.7174 | 0.2054 | 0.2848 | 0.117* | |
CA_24 | 0.7408 (2) | 0.2392 (3) | 0.2414 (3) | 0.105 (3) | |
HA_24 | 0.7362 | 0.2353 | 0.2143 | 0.126* | |
CB_24 | 0.7381 (4) | 0.2734 (4) | 0.2539 (5) | 0.154 (5) | |
HB1_24 | 0.7454 | 0.2777 | 0.2802 | 0.185* | 0.62 (2) |
HB2_24 | 0.7575 | 0.2951 | 0.2401 | 0.185* | 0.62 (2) |
HB3_24 | 0.7161 | 0.2659 | 0.2698 | 0.185* | 0.38 (2) |
HB4_24 | 0.7607 | 0.2914 | 0.2675 | 0.185* | 0.38 (2) |
CGa_24 | 0.7025 (4) | 0.2747 (5) | 0.2505 (6) | 0.136 (7) | 0.62 (2) |
HG_24 | 0.6812 | 0.2493 | 0.2559 | 0.164* | 0.62 (2) |
CD1a_24 | 0.6979 (9) | 0.3027 (8) | 0.2742 (8) | 0.169 (11) | 0.62 (2) |
HD1A_24 | 0.6979 | 0.2967 | 0.3004 | 0.254* | 0.62 (2) |
HD1B_24 | 0.6743 | 0.3015 | 0.2681 | 0.254* | 0.62 (2) |
HD1C_24 | 0.7185 | 0.3279 | 0.2694 | 0.254* | 0.62 (2) |
CD2a_24 | 0.6996 (13) | 0.2839 (14) | 0.2104 (7) | 0.202 (13) | 0.62 (2) |
HD2A_24 | 0.6768 | 0.2851 | 0.2070 | 0.303* | 0.62 (2) |
HD2B_24 | 0.6989 | 0.2645 | 0.1944 | 0.303* | 0.62 (2) |
HD2C_24 | 0.7212 | 0.3080 | 0.2041 | 0.303* | 0.62 (2) |
CGb_24 | 0.7345 (10) | 0.2902 (8) | 0.2175 (7) | 0.161 (10) | 0.38 (2) |
HG1_24 | 0.7164 | 0.2698 | 0.2010 | 0.194* | 0.38 (2) |
CD1b_24 | 0.7213 (11) | 0.3172 (11) | 0.2245 (12) | 0.139 (14) | 0.38 (2) |
HD1D_24 | 0.6970 | 0.3044 | 0.2367 | 0.208* | 0.38 (2) |
HD1E_24 | 0.7190 | 0.3276 | 0.2010 | 0.208* | 0.38 (2) |
HD1F_24 | 0.7392 | 0.3374 | 0.2404 | 0.208* | 0.38 (2) |
CD2b_24 | 0.7735 (15) | 0.3069 (17) | 0.2012 (16) | 0.20 (2) | 0.38 (2) |
HD2D_24 | 0.7795 | 0.2871 | 0.1972 | 0.304* | 0.38 (2) |
HD2E_24 | 0.7916 | 0.3253 | 0.2184 | 0.304* | 0.38 (2) |
HD2F_24 | 0.7745 | 0.3189 | 0.1777 | 0.304* | 0.38 (2) |
C_24 | 0.7786 (2) | 0.2441 (3) | 0.2505 (2) | 0.087 (2) | |
O_24 | 0.79524 (19) | 0.2616 (2) | 0.27804 (18) | 0.0918 (17) | |
N_25 | 0.7926 (2) | 0.2282 (3) | 0.2288 (2) | 0.103 (2) | |
H0_25 | 0.7811 | 0.2172 | 0.2082 | 0.123* | |
CA_25 | 0.8273 (3) | 0.2292 (3) | 0.2391 (2) | 0.096 (3) | |
HA_25 | 0.8483 | 0.2556 | 0.2391 | 0.115* | |
CB_25 | 0.8355 (4) | 0.2061 (4) | 0.2109 (3) | 0.115 (3) | |
HB1_25 | 0.8150 | 0.1798 | 0.2112 | 0.138* | |
HB2_25 | 0.8372 | 0.2161 | 0.1857 | 0.138* | |
CG_25 | 0.8720 (3) | 0.2081 (4) | 0.2211 (3) | 0.116 (3) | |
CD1_25 | 0.8685 (5) | 0.1766 (4) | 0.2396 (5) | 0.174 (6) | |
HD1_25 | 0.8447 | 0.1549 | 0.2420 | 0.209* | |
CD2_25 | 0.9064 (3) | 0.2393 (4) | 0.2167 (3) | 0.130 (4) | |
HD2_25 | 0.9079 | 0.2605 | 0.2051 | 0.156* | |
CE1_25 | 0.9001 (5) | 0.1774 (5) | 0.2545 (6) | 0.175 (6) | |
HE1_25 | 0.8983 | 0.1573 | 0.2686 | 0.211* | |
CE2_25 | 0.9387 (4) | 0.2408 (5) | 0.2287 (4) | 0.145 (4) | |
HE2_25 | 0.9625 | 0.2620 | 0.2245 | 0.174* | |
CZ_25 | 0.9342 (5) | 0.2092 (6) | 0.2474 (6) | 0.190 (7) | |
HZ_25 | 0.9560 | 0.2095 | 0.2559 | 0.228* | |
C_25 | 0.8233 (3) | 0.2126 (3) | 0.2773 (2) | 0.090 (2) | |
O_25 | 0.7968 (2) | 0.1811 (2) | 0.2832 (2) | 0.111 (2) | |
O1_51 | 1.0049 (6) | 0.3383 (5) | 0.4648 (6) | 0.231 (7)* | |
O2_51 | 0.9708 (5) | 0.2760 (5) | 0.4618 (5) | 0.208 (6)* | |
C1_51 | 0.9851 (4) | 0.3070 (4) | 0.4490 (4) | 0.138 (5)* | |
C2_51 | 0.9840 (3) | 0.3114 (3) | 0.4083 (3) | 0.114 (3)* | |
F1_51 | 0.9662 (3) | 0.3281 (3) | 0.3986 (3) | 0.165 (3)* | |
F2_51 | 0.9727 (4) | 0.2819 (4) | 0.3884 (4) | 0.217 (5)* | |
F3_51 | 1.0178 (4) | 0.3325 (5) | 0.3956 (5) | 0.233 (6)* | |
O1_52 | 0.7820 (7) | 0.0895 (7) | 0.3424 (7) | 0.253 (9)* | |
O2_52 | 0.7941 (11) | 0.0761 (11) | 0.3991 (10) | 0.361 (17)* | |
C1_52 | 0.7816 (7) | 0.0901 (7) | 0.3780 (8) | 0.31 (2)* | |
C2_52 | 0.7631 (9) | 0.1106 (8) | 0.3939 (7) | 0.34 (2)* | |
F1_52 | 0.7788 (7) | 0.1300 (7) | 0.4236 (6) | 0.287 (9)* | |
F2_52 | 0.7576 (5) | 0.1319 (6) | 0.3712 (5) | 0.241 (7)* | |
F3_52 | 0.7300 (9) | 0.0849 (10) | 0.4054 (11) | 0.44 (2)* | |
O_101 | 0.6748 (4) | 0.1881 (4) | −0.0988 (5) | 0.186 (5)* | |
O_102 | 0.7354 (6) | 0.1701 (6) | 0.1797 (6) | 0.218 (6)* | |
O_103 | 0.6667 | 0.1808 (7) | −0.1667 | 0.221 (9)* | |
O_104 | 0.6951 (15) | 0.2575 (15) | −0.1642 (15) | 0.257 (18)* | 0.50 |
O_105 | 0.7879 (9) | 0.0781 (9) | 0.2244 (9) | 0.300 (12)* | |
O_106 | 0.5656 (11) | −0.0499 (10) | 0.1957 (10) | 0.318 (14)* | |
O_107 | 0.5152 (11) | −0.0860 (11) | 0.0886 (10) | 0.331 (15)* | |
O_108 | 0.6957 (13) | 0.1502 (12) | −0.0697 (12) | 0.355 (17)* | |
O_109 | 0.6056 (18) | 0.0000 | 0.0000 | 0.40 (3)* | |
O_110 | 0.7636 (14) | 0.1270 (15) | 0.1637 (15) | 0.253 (17)* | 0.50 |
O_111 | 0.670 (3) | 0.014 (3) | 0.067 (2) | 0.36 (4)* | 0.50 |
O_112 | 0.5457 (19) | −0.0231 (19) | 0.0555 (19) | 0.30 (2)* | 0.50 |
O_113 | 0.6484 (15) | 0.1069 (15) | −0.1482 (15) | 0.260 (18)* | 0.50 |
O_114 | 0.6213 (16) | −0.0416 (16) | 0.0528 (15) | 0.266 (19)* | 0.50 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
N_1 | 0.113 (5) | 0.104 (5) | 0.038 (3) | 0.049 (4) | −0.003 (3) | −0.012 (3) |
CA_1 | 0.147 (6) | 0.100 (5) | 0.040 (4) | 0.067 (5) | −0.005 (4) | −0.011 (3) |
CB_1 | 0.164 (8) | 0.110 (7) | 0.052 (6) | 0.054 (5) | −0.001 (5) | −0.023 (5) |
CG_1 | 0.130 (7) | 0.113 (7) | 0.056 (5) | 0.040 (6) | −0.017 (5) | −0.012 (5) |
CD_1 | 0.101 (5) | 0.103 (6) | 0.053 (5) | 0.032 (5) | −0.003 (4) | −0.015 (4) |
C_1 | 0.130 (7) | 0.129 (6) | 0.036 (4) | 0.077 (6) | 0.008 (4) | 0.002 (4) |
O_1 | 0.200 (8) | 0.155 (6) | 0.049 (4) | 0.127 (6) | 0.015 (4) | 0.002 (4) |
N_2 | 0.107 (5) | 0.110 (4) | 0.036 (4) | 0.054 (4) | 0.009 (3) | −0.002 (3) |
CA_2 | 0.101 (5) | 0.137 (7) | 0.105 (8) | 0.075 (5) | 0.002 (5) | 0.034 (6) |
CB_2 | 0.215 (12) | 0.152 (10) | 0.146 (13) | 0.117 (11) | 0.026 (11) | 0.013 (9) |
CG1_2 | 0.31 (2) | 0.147 (10) | 0.131 (13) | 0.136 (13) | 0.017 (14) | −0.001 (9) |
CG2_2 | 0.248 (13) | 0.28 (2) | 0.164 (16) | 0.216 (16) | 0.054 (14) | 0.029 (16) |
C_2 | 0.121 (6) | 0.110 (6) | 0.048 (5) | 0.044 (5) | 0.018 (4) | −0.020 (5) |
O_2 | 0.130 (5) | 0.155 (7) | 0.039 (3) | 0.032 (5) | 0.015 (3) | −0.024 (4) |
N_3 | 0.106 (5) | 0.159 (7) | 0.034 (4) | 0.039 (5) | −0.003 (3) | −0.032 (4) |
CA_3 | 0.114 (6) | 0.243 (11) | 0.044 (5) | 0.015 (7) | 0.009 (5) | −0.002 (6) |
CB_3 | 0.123 (8) | 0.36 (2) | 0.185 (19) | 0.087 (12) | −0.007 (12) | 0.047 (18) |
CG_3 | 0.144 (9) | 0.32 (3) | 0.36 (3) | 0.077 (12) | −0.057 (16) | 0.12 (2) |
CD_3 | 0.123 (11) | 0.31 (3) | 0.53 (4) | 0.060 (13) | −0.04 (2) | 0.14 (3) |
NZ_3 | 0.125 (10) | 0.22 (2) | 0.63 (6) | 0.086 (12) | 0.020 (18) | −0.02 (3) |
C_3 | 0.144 (10) | 0.229 (9) | 0.027 (5) | 0.021 (8) | 0.019 (5) | −0.005 (6) |
O_3 | 0.176 (9) | 0.271 (14) | 0.045 (4) | −0.033 (10) | −0.009 (5) | 0.010 (6) |
N_4 | 0.134 (8) | 0.240 (9) | 0.052 (6) | 0.007 (8) | 0.012 (5) | −0.002 (6) |
CA_4 | 0.141 (7) | 0.235 (11) | 0.081 (8) | 0.044 (8) | 0.013 (7) | 0.003 (8) |
CB_4 | 0.170 (13) | 0.38 (2) | 0.103 (10) | 0.125 (16) | −0.002 (11) | 0.025 (13) |
CG_4 | 0.31 (3) | 0.40 (3) | 0.150 (15) | 0.19 (2) | −0.008 (19) | 0.048 (16) |
CD1_4 | 0.45 (6) | 0.57 (6) | 0.103 (11) | 0.29 (5) | −0.01 (3) | 0.04 (2) |
CD2_4 | 0.33 (4) | 0.53 (5) | 0.21 (3) | 0.28 (4) | −0.04 (3) | 0.05 (3) |
C_4 | 0.141 (6) | 0.162 (10) | 0.073 (7) | 0.059 (7) | 0.024 (6) | 0.003 (6) |
O_4 | 0.149 (7) | 0.189 (9) | 0.073 (5) | 0.068 (6) | 0.009 (5) | 0.000 (5) |
N_5 | 0.145 (6) | 0.192 (12) | 0.094 (7) | 0.031 (8) | 0.053 (5) | −0.010 (7) |
CA_5 | 0.146 (6) | 0.172 (11) | 0.082 (6) | 0.036 (8) | 0.053 (6) | −0.014 (6) |
CB_5 | 0.143 (7) | 0.195 (13) | 0.099 (8) | 0.029 (8) | 0.066 (7) | −0.014 (9) |
CG_5 | 0.143 (7) | 0.219 (11) | 0.079 (9) | 0.040 (8) | 0.046 (7) | −0.002 (9) |
CD1_5 | 0.210 (11) | 0.276 (16) | 0.104 (12) | 0.107 (11) | 0.012 (11) | −0.058 (13) |
CD2_5 | 0.154 (10) | 0.212 (12) | 0.124 (12) | 0.027 (8) | 0.063 (9) | 0.008 (11) |
CE1_5 | 0.174 (9) | 0.220 (13) | 0.087 (9) | 0.105 (11) | 0.054 (8) | 0.016 (10) |
CE2_5 | 0.151 (10) | 0.184 (11) | 0.178 (17) | 0.081 (7) | 0.033 (11) | −0.009 (12) |
CZ_5 | 0.213 (14) | 0.238 (13) | 0.129 (13) | 0.141 (12) | 0.047 (11) | 0.006 (13) |
C_5 | 0.138 (9) | 0.152 (7) | 0.104 (6) | 0.071 (8) | 0.072 (5) | 0.015 (6) |
O_5 | 0.184 (10) | 0.151 (7) | 0.182 (11) | 0.066 (7) | 0.113 (9) | 0.021 (7) |
N_6 | 0.122 (7) | 0.168 (7) | 0.081 (5) | 0.070 (6) | 0.047 (4) | 0.020 (5) |
CA_6 | 0.115 (7) | 0.232 (11) | 0.104 (6) | 0.093 (8) | 0.044 (5) | 0.036 (7) |
CB_6 | 0.088 (8) | 0.289 (16) | 0.106 (9) | 0.047 (8) | 0.017 (6) | 0.021 (9) |
CG_6 | 0.154 (13) | 0.183 (10) | 0.119 (11) | 0.020 (10) | 0.010 (9) | 0.002 (9) |
CD_6 | 0.133 (10) | 0.150 (7) | 0.120 (9) | 0.047 (9) | 0.012 (7) | 0.008 (7) |
C_6 | 0.110 (6) | 0.207 (12) | 0.085 (6) | 0.087 (8) | 0.027 (5) | 0.040 (8) |
O_6 | 0.124 (6) | 0.308 (17) | 0.096 (6) | 0.107 (9) | 0.031 (5) | 0.073 (8) |
N_7 | 0.100 (5) | 0.149 (7) | 0.064 (5) | 0.054 (5) | 0.028 (4) | 0.006 (5) |
CA_7 | 0.092 (5) | 0.140 (6) | 0.057 (6) | 0.044 (5) | 0.022 (4) | 0.000 (5) |
CB_7 | 0.101 (7) | 0.197 (9) | 0.125 (11) | 0.080 (7) | 0.047 (7) | 0.027 (9) |
CG1_7 | 0.121 (10) | 0.272 (19) | 0.126 (11) | 0.107 (11) | 0.061 (9) | 0.058 (13) |
CG2_7 | 0.177 (14) | 0.177 (9) | 0.21 (2) | 0.099 (10) | 0.060 (14) | 0.060 (13) |
C_7 | 0.092 (6) | 0.159 (6) | 0.044 (5) | 0.038 (5) | 0.007 (4) | −0.004 (5) |
O_7 | 0.184 (9) | 0.173 (8) | 0.035 (4) | 0.015 (7) | 0.000 (4) | −0.003 (4) |
N_8 | 0.082 (4) | 0.134 (5) | 0.038 (4) | 0.033 (4) | 0.005 (3) | −0.014 (4) |
CA_8 | 0.093 (5) | 0.131 (6) | 0.056 (5) | 0.039 (5) | 0.013 (4) | −0.019 (5) |
CB_8 | 0.124 (9) | 0.156 (7) | 0.116 (10) | 0.067 (7) | 0.007 (7) | −0.014 (7) |
CGa_8 | 0.150 (15) | 0.145 (8) | 0.165 (17) | 0.074 (10) | −0.019 (13) | −0.040 (10) |
CDa_8 | 0.127 (14) | 0.207 (15) | 0.17 (2) | 0.086 (13) | −0.016 (14) | −0.071 (15) |
NZa_8 | 0.18 (2) | 0.198 (15) | 0.27 (3) | 0.087 (15) | 0.00 (2) | −0.12 (2) |
CGb_8 | 0.15 (3) | 0.16 (3) | 0.17 (3) | 0.08 (2) | 0.03 (2) | −0.01 (3) |
CDb_8 | 0.16 (3) | 0.19 (3) | 0.19 (4) | 0.11 (3) | −0.03 (3) | −0.03 (3) |
NZb_8 | 0.14 (3) | 0.10 (2) | 0.35 (7) | 0.04 (2) | 0.04 (4) | 0.01 (3) |
C_8 | 0.081 (4) | 0.141 (8) | 0.033 (4) | 0.031 (5) | 0.007 (3) | 0.001 (4) |
O_8 | 0.084 (4) | 0.141 (5) | 0.041 (3) | 0.033 (4) | 0.003 (3) | −0.021 (3) |
N_9 | 0.083 (4) | 0.133 (6) | 0.040 (4) | 0.033 (4) | 0.000 (3) | −0.019 (4) |
CA_9 | 0.081 (4) | 0.114 (5) | 0.037 (4) | 0.027 (4) | 0.007 (3) | −0.010 (4) |
CB_9 | 0.120 (6) | 0.106 (6) | 0.040 (5) | 0.043 (5) | 0.017 (4) | −0.014 (4) |
CG_9 | 0.127 (8) | 0.156 (10) | 0.105 (8) | 0.067 (8) | 0.018 (7) | −0.007 (8) |
CD1_9 | 0.176 (15) | 0.33 (3) | 0.125 (9) | 0.164 (18) | 0.085 (11) | 0.100 (15) |
CD2_9 | 0.161 (12) | 0.207 (16) | 0.090 (9) | 0.105 (11) | 0.010 (8) | 0.002 (9) |
C_9 | 0.088 (5) | 0.104 (4) | 0.037 (4) | 0.042 (4) | 0.004 (4) | −0.017 (4) |
O_9 | 0.099 (4) | 0.108 (4) | 0.038 (3) | 0.043 (3) | −0.003 (3) | −0.017 (3) |
N_10 | 0.086 (4) | 0.109 (4) | 0.035 (3) | 0.030 (4) | −0.002 (3) | −0.010 (3) |
CA_10 | 0.109 (6) | 0.109 (5) | 0.035 (4) | 0.046 (5) | 0.000 (4) | −0.008 (4) |
CB_10 | 0.125 (7) | 0.128 (5) | 0.035 (4) | 0.050 (5) | −0.002 (4) | 0.002 (4) |
CG_10 | 0.146 (7) | 0.123 (5) | 0.028 (4) | 0.060 (5) | −0.009 (5) | 0.000 (4) |
CD1_10 | 0.164 (9) | 0.154 (8) | 0.065 (7) | 0.094 (7) | −0.009 (6) | 0.006 (6) |
CD2_10 | 0.142 (6) | 0.113 (6) | 0.052 (5) | 0.049 (6) | 0.009 (6) | −0.008 (5) |
CE1_10 | 0.201 (10) | 0.158 (9) | 0.071 (7) | 0.118 (9) | −0.022 (8) | −0.004 (7) |
CE2_10 | 0.154 (8) | 0.108 (6) | 0.060 (6) | 0.054 (6) | −0.013 (6) | 0.006 (5) |
CZ_10 | 0.204 (10) | 0.125 (8) | 0.082 (8) | 0.087 (8) | −0.031 (9) | −0.010 (6) |
C_10 | 0.107 (5) | 0.111 (6) | 0.029 (4) | 0.052 (5) | −0.001 (4) | 0.002 (3) |
O_10 | 0.113 (5) | 0.160 (7) | 0.061 (4) | 0.071 (5) | 0.009 (3) | 0.010 (4) |
N_21 | 0.088 (4) | 0.099 (5) | 0.044 (4) | 0.021 (4) | 0.015 (3) | 0.007 (3) |
CA_21 | 0.113 (6) | 0.102 (6) | 0.056 (5) | 0.015 (5) | 0.015 (4) | −0.012 (4) |
CB_21 | 0.100 (6) | 0.164 (11) | 0.082 (7) | −0.012 (7) | 0.010 (5) | −0.034 (7) |
CG_21 | 0.083 (6) | 0.214 (13) | 0.073 (7) | 0.033 (7) | −0.011 (5) | −0.021 (8) |
CD_21 | 0.069 (5) | 0.179 (10) | 0.050 (5) | 0.034 (5) | 0.017 (4) | −0.002 (5) |
C_21 | 0.082 (5) | 0.092 (5) | 0.045 (4) | 0.027 (4) | 0.003 (4) | −0.010 (4) |
O_21 | 0.143 (6) | 0.081 (4) | 0.044 (3) | 0.026 (4) | 0.001 (3) | −0.010 (3) |
N_22 | 0.079 (4) | 0.090 (4) | 0.048 (4) | 0.030 (3) | 0.012 (3) | −0.009 (3) |
CA_22 | 0.086 (4) | 0.088 (4) | 0.031 (4) | 0.030 (4) | 0.001 (3) | −0.004 (3) |
CB_22 | 0.137 (7) | 0.094 (5) | 0.060 (6) | 0.049 (5) | −0.005 (5) | −0.005 (4) |
CG1_22 | 0.169 (10) | 0.097 (6) | 0.114 (10) | 0.036 (7) | 0.023 (9) | 0.012 (7) |
CG2_22 | 0.154 (8) | 0.138 (10) | 0.118 (10) | 0.090 (8) | −0.004 (8) | −0.009 (8) |
C_22 | 0.078 (4) | 0.104 (6) | 0.041 (4) | 0.025 (4) | −0.001 (3) | 0.003 (4) |
O_22 | 0.090 (4) | 0.172 (7) | 0.035 (3) | 0.053 (4) | 0.000 (3) | −0.001 (3) |
N_23 | 0.078 (4) | 0.116 (5) | 0.037 (3) | 0.031 (4) | −0.001 (3) | 0.005 (3) |
CA_23 | 0.083 (5) | 0.141 (7) | 0.060 (5) | 0.043 (5) | −0.002 (4) | 0.015 (5) |
CB_23 | 0.140 (9) | 0.171 (9) | 0.141 (12) | 0.090 (9) | 0.018 (8) | 0.042 (9) |
CG_23 | 0.173 (12) | 0.237 (19) | 0.32 (2) | 0.141 (14) | −0.004 (15) | 0.089 (18) |
CD_23 | 0.155 (14) | 0.24 (2) | 0.29 (3) | 0.104 (15) | −0.014 (14) | 0.07 (2) |
NZ_23 | 0.172 (12) | 0.165 (12) | 0.41 (3) | 0.115 (11) | −0.073 (16) | 0.005 (17) |
C_23 | 0.077 (4) | 0.144 (7) | 0.042 (4) | 0.046 (4) | 0.005 (3) | 0.009 (4) |
O_23 | 0.087 (4) | 0.187 (8) | 0.048 (4) | 0.037 (4) | 0.004 (3) | 0.027 (4) |
N_24 | 0.078 (4) | 0.145 (6) | 0.050 (4) | 0.041 (4) | 0.003 (3) | 0.022 (4) |
CA_24 | 0.092 (5) | 0.142 (7) | 0.085 (7) | 0.062 (5) | 0.013 (4) | 0.038 (6) |
CB_24 | 0.125 (8) | 0.157 (8) | 0.210 (14) | 0.093 (8) | 0.009 (9) | 0.040 (10) |
CGa_24 | 0.113 (11) | 0.124 (13) | 0.184 (17) | 0.068 (10) | −0.054 (12) | −0.018 (11) |
CD1a_24 | 0.16 (2) | 0.16 (2) | 0.23 (3) | 0.116 (18) | −0.05 (2) | −0.02 (2) |
CD2a_24 | 0.23 (3) | 0.25 (3) | 0.192 (18) | 0.17 (3) | −0.02 (2) | 0.03 (2) |
CGb_24 | 0.16 (2) | 0.137 (19) | 0.20 (2) | 0.090 (17) | 0.001 (19) | 0.031 (17) |
CD1b_24 | 0.14 (3) | 0.12 (2) | 0.17 (4) | 0.069 (19) | 0.03 (2) | 0.05 (2) |
CD2b_24 | 0.22 (4) | 0.21 (5) | 0.22 (5) | 0.14 (3) | 0.07 (4) | 0.03 (3) |
C_24 | 0.088 (5) | 0.122 (7) | 0.056 (5) | 0.057 (5) | 0.008 (4) | 0.022 (4) |
O_24 | 0.099 (4) | 0.123 (5) | 0.060 (4) | 0.061 (4) | 0.013 (3) | 0.023 (3) |
N_25 | 0.104 (5) | 0.156 (8) | 0.061 (5) | 0.076 (5) | 0.010 (4) | 0.016 (4) |
CA_25 | 0.102 (6) | 0.151 (8) | 0.052 (5) | 0.075 (6) | 0.015 (4) | 0.011 (5) |
CB_25 | 0.144 (7) | 0.172 (10) | 0.054 (5) | 0.097 (7) | −0.007 (6) | −0.016 (6) |
CG_25 | 0.141 (6) | 0.187 (9) | 0.054 (6) | 0.109 (7) | 0.000 (5) | −0.024 (6) |
CD1_25 | 0.171 (10) | 0.151 (10) | 0.232 (19) | 0.103 (9) | −0.024 (12) | −0.014 (10) |
CD2_25 | 0.142 (6) | 0.216 (11) | 0.066 (7) | 0.115 (7) | 0.048 (6) | 0.041 (7) |
CE1_25 | 0.179 (11) | 0.189 (13) | 0.209 (18) | 0.129 (10) | −0.003 (12) | −0.007 (12) |
CE2_25 | 0.138 (7) | 0.199 (12) | 0.142 (12) | 0.117 (9) | 0.016 (8) | −0.024 (9) |
CZ_25 | 0.158 (10) | 0.248 (17) | 0.204 (19) | 0.132 (10) | −0.003 (13) | 0.023 (14) |
C_25 | 0.110 (7) | 0.124 (7) | 0.055 (5) | 0.071 (5) | 0.013 (5) | 0.008 (5) |
O_25 | 0.128 (6) | 0.130 (5) | 0.079 (5) | 0.067 (5) | 0.014 (4) | 0.001 (4) |
Geometric parameters (Å, º) top
N_1—C_10 | 1.334 (10) | N_9—H0_9 | 0.8800 |
N_1—CA_1 | 1.462 (10) | CA_9—CB_9 | 1.518 (12) |
N_1—CD_1 | 1.468 (11) | CA_9—C_9 | 1.516 (11) |
CA_1—CB_1 | 1.528 (13) | CA_9—HA_9 | 1.0000 |
CA_1—C_1 | 1.527 (11) | CB_9—CG_9 | 1.520 (13) |
CA_1—HA_1 | 1.0000 | CB_9—HB1_9 | 0.9900 |
CB_1—CG_1 | 1.517 (14) | CB_9—HB2_9 | 0.9900 |
CB_1—HB1_1 | 0.9900 | CG_9—CD1_9 | 1.490 (15) |
CB_1—HB2_1 | 0.9900 | CG_9—CD2_9 | 1.523 (15) |
CG_1—CD_1 | 1.532 (12) | CG_9—HG_9 | 1.0000 |
CG_1—HG1_1 | 0.9900 | CD1_9—HD1A_9 | 0.9800 |
CG_1—HG2_1 | 0.9900 | CD1_9—HD1B_9 | 0.9800 |
CD_1—HD1_1 | 0.9900 | CD1_9—HD1C_9 | 0.9800 |
CD_1—HD2_1 | 0.9900 | CD2_9—HD2A_9 | 0.9800 |
C_1—O_1 | 1.231 (10) | CD2_9—HD2B_9 | 0.9800 |
C_1—N_2 | 1.305 (11) | CD2_9—HD2C_9 | 0.9800 |
N_2—CA_2 | 1.429 (11) | C_9—O_9 | 1.232 (9) |
N_2—H0_2 | 0.8800 | C_9—N_10 | 1.356 (10) |
CA_2—C_2 | 1.509 (12) | N_10—CA_10 | 1.444 (10) |
CA_2—CB_2 | 1.593 (13) | N_10—H0_10 | 0.8800 |
CA_2—HA_2 | 1.0000 | CA_10—C_10 | 1.518 (10) |
CB_2—CG2_2 | 1.458 (16) | CA_10—CB_10 | 1.539 (11) |
CB_2—CG1_2 | 1.524 (15) | CA_10—HA_10 | 1.0000 |
CB_2—HB_2 | 1.0000 | CB_10—CG_10 | 1.526 (12) |
CG1_2—HG1A_2 | 0.9800 | CB_10—HB1_10 | 0.9900 |
CG1_2—HG1B_2 | 0.9800 | CB_10—HB2_10 | 0.9900 |
CG1_2—HG1C_2 | 0.9800 | CG_10—CD1_10 | 1.366 (13) |
CG2_2—HG2A_2 | 0.9800 | CG_10—CD2_10 | 1.380 (13) |
CG2_2—HG2B_2 | 0.9800 | CD1_10—CE1_10 | 1.383 (14) |
CG2_2—HG2C_2 | 0.9800 | CD1_10—HD1_10 | 0.9500 |
C_2—O_2 | 1.231 (11) | CD2_10—CE2_10 | 1.385 (13) |
C_2—N_3 | 1.295 (11) | CD2_10—HD2_10 | 0.9500 |
N_3—CA_3 | 1.465 (12) | CE1_10—CZ_10 | 1.373 (15) |
N_3—H0_3 | 0.8800 | CE1_10—HE1_10 | 0.9500 |
CA_3—C_3 | 1.501 (14) | CE2_10—CZ_10 | 1.376 (15) |
CA_3—CB_3 | 1.524 (16) | CE2_10—HE2_10 | 0.9500 |
CA_3—HA_3 | 1.0000 | CZ_10—HZ_10 | 0.9500 |
CB_3—CG_3 | 1.54 (4) | C_10—O_10 | 1.233 (10) |
CB_3—HB1_3 | 0.9900 | N_21—C_25i | 1.347 (11) |
CB_3—HB2_3 | 0.9900 | N_21—CA_21 | 1.443 (10) |
CG_3—CD_3 | 1.51 (4) | N_21—CD_21 | 1.513 (12) |
CG_3—HG1_3 | 0.9900 | CA_21—C_21 | 1.531 (11) |
CG_3—HG2_3 | 0.9900 | CA_21—CB_21 | 1.538 (13) |
CD_3—NZ_3 | 1.50 (4) | CA_21—HA_21 | 1.0000 |
CD_3—HD1_3 | 0.9900 | CB_21—CG_21 | 1.500 (16) |
CD_3—HD2_3 | 0.9900 | CB_21—HB1_21 | 0.9900 |
NZ_3—HZ1_3 | 0.9100 | CB_21—HB2_21 | 0.9900 |
NZ_3—HZ2_3 | 0.9100 | CG_21—CD_21 | 1.524 (13) |
NZ_3—HZ3_3 | 0.9100 | CG_21—HG1_21 | 0.9900 |
C_3—O_3 | 1.236 (12) | CG_21—HG2_21 | 0.9900 |
C_3—N_4 | 1.317 (14) | CD_21—HD1_21 | 0.9900 |
N_4—CA_4 | 1.460 (14) | CD_21—HD2_21 | 0.9900 |
N_4—H0_4 | 0.8800 | C_21—O_21 | 1.228 (9) |
CA_4—C_4 | 1.524 (14) | C_21—N_22 | 1.341 (10) |
CA_4—CB_4 | 1.528 (16) | N_22—CA_22 | 1.443 (9) |
CA_4—HA_4 | 1.0000 | N_22—H0_22 | 0.8800 |
CB_4—CG_4 | 1.554 (16) | CA_22—CB_22 | 1.521 (11) |
CB_4—HB1_4 | 0.9900 | CA_22—C_22 | 1.521 (11) |
CB_4—HB2_4 | 0.9900 | CA_22—HA_22 | 1.0000 |
CG_4—CD2_4 | 1.51 (6) | CB_22—CG1_22 | 1.502 (13) |
CG_4—CD1_4 | 1.53 (4) | CB_22—CG2_22 | 1.539 (14) |
CG_4—HG_4 | 1.0000 | CB_22—HB_22 | 1.0000 |
CD1_4—HD1A_4 | 0.9800 | CG1_22—HG1A_22 | 0.9800 |
CD1_4—HD1B_4 | 0.9800 | CG1_22—HG1B_22 | 0.9800 |
CD1_4—HD1C_4 | 0.9800 | CG1_22—HG1C_22 | 0.9800 |
CD2_4—HD2A_4 | 0.9800 | CG2_22—HG2A_22 | 0.9800 |
CD2_4—HD2B_4 | 0.9800 | CG2_22—HG2B_22 | 0.9800 |
CD2_4—HD2C_4 | 0.9800 | CG2_22—HG2C_22 | 0.9800 |
C_4—O_4 | 1.206 (12) | C_22—O_22 | 1.224 (9) |
C_4—N_5 | 1.324 (13) | C_22—N_23 | 1.322 (10) |
N_5—CA_5 | 1.460 (14) | N_23—CA_23 | 1.457 (11) |
N_5—H0_5 | 0.8800 | N_23—H0_23 | 0.8800 |
CA_5—C_5 | 1.498 (14) | CA_23—C_23 | 1.510 (12) |
CA_5—CB_5 | 1.546 (14) | CA_23—CB_23 | 1.519 (14) |
CA_5—HA_5 | 1.0000 | CA_23—HA_23 | 1.0000 |
CB_5—CG_5 | 1.518 (15) | CB_23—CG_23 | 1.502 (16) |
CB_5—HB1_5 | 0.9900 | CB_23—HB1_23 | 0.9900 |
CB_5—HB2_5 | 0.9900 | CB_23—HB2_23 | 0.9900 |
CG_5—CD1_5 | 1.372 (16) | CG_23—CD_23 | 1.50 (4) |
CG_5—CD2_5 | 1.397 (17) | CG_23—HG1_23 | 0.9900 |
CD1_5—CE1_5 | 1.419 (16) | CG_23—HG2_23 | 0.9900 |
CD1_5—HD1_5 | 0.9500 | CD_23—NZ_23 | 1.51 (4) |
CD2_5—CE2_5 | 1.360 (16) | CD_23—HD1_23 | 0.9900 |
CD2_5—HD2_5 | 0.9500 | CD_23—HD2_23 | 0.9900 |
CE1_5—CZ_5 | 1.369 (16) | NZ_23—HZ1_23 | 0.9100 |
CE1_5—HE1_5 | 0.9500 | NZ_23—HZ2_23 | 0.9100 |
CE2_5—CZ_5 | 1.334 (16) | NZ_23—HZ3_23 | 0.9100 |
CE2_5—HE2_5 | 0.9500 | C_23—O_23 | 1.202 (10) |
CZ_5—HZ_5 | 0.9500 | C_23—N_24 | 1.328 (11) |
C_5—O_5 | 1.224 (13) | N_24—CA_24 | 1.443 (11) |
C_5—N_6 | 1.328 (13) | N_24—H0_24 | 0.8800 |
N_6—CA_6 | 1.468 (13) | CA_24—C_24 | 1.513 (11) |
N_6—CD_6 | 1.485 (14) | CA_24—CB_24 | 1.547 (14) |
CA_6—C_6 | 1.529 (12) | CA_24—HA_24 | 1.0000 |
CA_6—CB_6 | 1.545 (15) | CB_24—CGa_24 | 1.511 (15) |
CA_6—HA_6 | 1.0000 | CB_24—CGb_24 | 1.533 (17) |
CB_6—CG_6 | 1.511 (17) | CB_24—HB1_24 | 0.9900 |
CB_6—HB1_6 | 0.9900 | CB_24—HB2_24 | 0.9900 |
CB_6—HB2_6 | 0.9900 | CB_24—HB3_24 | 0.9900 |
CG_6—CD_6 | 1.482 (15) | CB_24—HB4_24 | 0.9900 |
CG_6—HG1_6 | 0.9900 | CGa_24—CD2a_24 | 1.521 (17) |
CG_6—HG2_6 | 0.9900 | CGa_24—CD1a_24 | 1.533 (17) |
CD_6—HD1_6 | 0.9900 | CGa_24—HG_24 | 1.0000 |
CD_6—HD2_6 | 0.9900 | CD1a_24—HD1A_24 | 0.9800 |
C_6—O_6 | 1.211 (12) | CD1a_24—HD1B_24 | 0.9800 |
C_6—N_7 | 1.323 (12) | CD1a_24—HD1C_24 | 0.9800 |
N_7—CA_7 | 1.454 (11) | CD2a_24—HD2A_24 | 0.9800 |
N_7—H0_7 | 0.8800 | CD2a_24—HD2B_24 | 0.9800 |
CA_7—C_7 | 1.509 (12) | CD2a_24—HD2C_24 | 0.9800 |
CA_7—CB_7 | 1.544 (13) | CGb_24—CD1b_24 | 1.496 (18) |
CA_7—HA_7 | 1.0000 | CGb_24—CD2b_24 | 1.523 (18) |
CB_7—CG2_7 | 1.498 (15) | CGb_24—HG1_24 | 1.0000 |
CB_7—CG1_7 | 1.541 (13) | CD1b_24—HD1D_24 | 0.9800 |
CB_7—HB_7 | 1.0000 | CD1b_24—HD1E_24 | 0.9800 |
CG1_7—HG1A_7 | 0.9800 | CD1b_24—HD1F_24 | 0.9800 |
CG1_7—HG1B_7 | 0.9800 | CD2b_24—HD2D_24 | 0.9800 |
CG1_7—HG1C_7 | 0.9800 | CD2b_24—HD2E_24 | 0.9800 |
CG2_7—HG2A_7 | 0.9800 | CD2b_24—HD2F_24 | 0.9800 |
CG2_7—HG2B_7 | 0.9800 | C_24—O_24 | 1.225 (10) |
CG2_7—HG2C_7 | 0.9800 | C_24—N_25 | 1.330 (11) |
C_7—O_7 | 1.215 (11) | N_25—CA_25 | 1.469 (11) |
C_7—N_8 | 1.323 (11) | N_25—H0_25 | 0.8800 |
N_8—CA_8 | 1.446 (11) | CA_25—C_25 | 1.516 (11) |
N_8—H0_8 | 0.8800 | CA_25—CB_25 | 1.552 (12) |
CA_8—C_8 | 1.506 (11) | CA_25—HA_25 | 1.0000 |
CA_8—CB_8 | 1.541 (13) | CB_25—CG_25 | 1.523 (13) |
CA_8—HA_8 | 1.0000 | CB_25—HB1_25 | 0.9900 |
CB_8—CGb_8 | 1.485 (19) | CB_25—HB2_25 | 0.9900 |
CB_8—CGa_8 | 1.509 (17) | CG_25—CD2_25 | 1.372 (14) |
CB_8—HB1_8 | 0.9900 | CG_25—CD1_25 | 1.405 (15) |
CB_8—HB2_8 | 0.9900 | CD1_25—CE1_25 | 1.402 (16) |
CB_8—HB3_8 | 0.9900 | CD1_25—HD1_25 | 0.9500 |
CB_8—HB4_8 | 0.9900 | CD2_25—CE2_25 | 1.380 (14) |
CGa_8—CDa_8 | 1.478 (18) | CD2_25—HD2_25 | 0.9500 |
CGa_8—HG1_8 | 0.9900 | CE1_25—CZ_25 | 1.394 (16) |
CGa_8—HG2_8 | 0.9900 | CE1_25—HE1_25 | 0.9500 |
CDa_8—NZa_8 | 1.489 (19) | CE2_25—CZ_25 | 1.404 (16) |
CDa_8—HD1_8 | 0.9900 | CE2_25—HE2_25 | 0.9500 |
CDa_8—HD2_8 | 0.9900 | CZ_25—HZ_25 | 0.9500 |
NZa_8—HZ1_8 | 0.9100 | C_25—O_25 | 1.236 (11) |
NZa_8—HZ2_8 | 0.9100 | C_25—N_21i | 1.347 (11) |
NZa_8—HZ3_8 | 0.9100 | O1_51—C1_51 | 1.276 (15) |
CGb_8—CDb_8 | 1.52 (2) | O2_51—C1_51 | 1.205 (14) |
CGb_8—HG3_8 | 0.9900 | C1_51—C2_51 | 1.491 (14) |
CGb_8—HG4_8 | 0.9900 | C2_51—F1_51 | 1.288 (12) |
CDb_8—NZb_8 | 1.47 (2) | C2_51—F2_51 | 1.290 (13) |
CDb_8—HD3_8 | 0.9900 | C2_51—F3_51 | 1.311 (14) |
CDb_8—HD4_8 | 0.9900 | O1_52—C1_52 | 1.290 (18) |
NZb_8—HZ4_8 | 0.9100 | O2_52—C1_52 | 1.222 (18) |
NZb_8—HZ5_8 | 0.9100 | C1_52—C2_52 | 1.515 (17) |
NZb_8—HZ6_8 | 0.8900 | C2_52—F1_52 | 1.307 (18) |
C_8—O_8 | 1.226 (10) | C2_52—F2_52 | 1.308 (18) |
C_8—N_9 | 1.326 (10) | C2_52—F3_52 | 1.315 (19) |
N_9—CA_9 | 1.474 (10) | | |
| | | |
C_10—N_1—CA_1 | 119.7 (7) | HD1_8—CDa_8—HD2_8 | 107.7 |
C_10—N_1—CD_1 | 127.3 (7) | HZ1_8—NZa_8—HZ2_8 | 109.5 |
CA_1—N_1—CD_1 | 112.9 (7) | HZ1_8—NZa_8—HZ3_8 | 109.5 |
N_1—CA_1—CB_1 | 100.3 (7) | HZ2_8—NZa_8—HZ3_8 | 109.5 |
N_1—CA_1—C_1 | 114.1 (7) | CB_8—CGb_8—CDb_8 | 105 (2) |
CB_1—CA_1—C_1 | 109.4 (7) | NZb_8—CDb_8—CGb_8 | 118 (3) |
N_1—CA_1—HA_1 | 110.9 | HZ4_8—NZb_8—HZ5_8 | 109.5 |
CB_1—CA_1—HA_1 | 110.9 | HZ4_8—NZb_8—HZ6_8 | 111.1 |
C_1—CA_1—HA_1 | 110.9 | HZ5_8—NZb_8—HZ6_8 | 109.5 |
CA_1—CB_1—CG_1 | 104.9 (8) | O_8—C_8—N_9 | 122.3 (7) |
CA_1—CB_1—HB1_1 | 110.8 | O_8—C_8—CA_8 | 120.8 (7) |
CG_1—CB_1—HB1_1 | 110.8 | N_9—C_8—CA_8 | 116.9 (7) |
CA_1—CB_1—HB2_1 | 110.8 | C_8—N_9—CA_9 | 122.4 (7) |
CG_1—CB_1—HB2_1 | 110.8 | C_8—N_9—H0_9 | 118.8 |
HB1_1—CB_1—HB2_1 | 108.8 | CA_9—N_9—H0_9 | 118.8 |
CD_1—CG_1—CB_1 | 102.1 (8) | N_9—CA_9—CB_9 | 111.9 (7) |
CD_1—CG_1—HG1_1 | 111.4 | N_9—CA_9—C_9 | 105.0 (7) |
CB_1—CG_1—HG1_1 | 111.4 | CB_9—CA_9—C_9 | 111.2 (7) |
CD_1—CG_1—HG2_1 | 111.4 | N_9—CA_9—HA_9 | 109.5 |
CB_1—CG_1—HG2_1 | 111.4 | CB_9—CA_9—HA_9 | 109.5 |
HG1_1—CG_1—HG2_1 | 109.2 | C_9—CA_9—HA_9 | 109.5 |
N_1—CD_1—CG_1 | 104.0 (7) | CA_9—CB_9—CG_9 | 118.5 (8) |
N_1—CD_1—HD1_1 | 111.0 | CA_9—CB_9—HB1_9 | 107.7 |
CG_1—CD_1—HD1_1 | 111.0 | CG_9—CB_9—HB1_9 | 107.7 |
N_1—CD_1—HD2_1 | 111.0 | CA_9—CB_9—HB2_9 | 107.7 |
CG_1—CD_1—HD2_1 | 111.0 | CG_9—CB_9—HB2_9 | 107.7 |
HD1_1—CD_1—HD2_1 | 109.0 | HB1_9—CB_9—HB2_9 | 107.1 |
O_1—C_1—N_2 | 119.4 (8) | CD1_9—CG_9—CB_9 | 112.2 (10) |
O_1—C_1—CA_1 | 120.5 (8) | CD1_9—CG_9—CD2_9 | 110.1 (12) |
N_2—C_1—CA_1 | 120.1 (7) | CB_9—CG_9—CD2_9 | 113.0 (11) |
C_1—N_2—CA_2 | 126.2 (7) | CD1_9—CG_9—HG_9 | 107.1 |
C_1—N_2—H0_2 | 116.9 | CB_9—CG_9—HG_9 | 107.1 |
CA_2—N_2—H0_2 | 116.9 | CD2_9—CG_9—HG_9 | 107.1 |
N_2—CA_2—C_2 | 112.8 (7) | CG_9—CD1_9—HD1A_9 | 109.5 |
N_2—CA_2—CB_2 | 111.7 (9) | CG_9—CD1_9—HD1B_9 | 109.5 |
C_2—CA_2—CB_2 | 96.6 (9) | HD1A_9—CD1_9—HD1B_9 | 109.5 |
N_2—CA_2—HA_2 | 111.7 | CG_9—CD1_9—HD1C_9 | 109.5 |
C_2—CA_2—HA_2 | 111.7 | HD1A_9—CD1_9—HD1C_9 | 109.5 |
CB_2—CA_2—HA_2 | 111.7 | HD1B_9—CD1_9—HD1C_9 | 109.5 |
CG2_2—CB_2—CG1_2 | 111.7 (15) | CG_9—CD2_9—HD2A_9 | 109.5 |
CG2_2—CB_2—CA_2 | 109.3 (11) | CG_9—CD2_9—HD2B_9 | 109.5 |
CG1_2—CB_2—CA_2 | 109.8 (11) | HD2A_9—CD2_9—HD2B_9 | 109.5 |
CG2_2—CB_2—HB_2 | 108.6 | CG_9—CD2_9—HD2C_9 | 109.5 |
CG1_2—CB_2—HB_2 | 108.7 | HD2A_9—CD2_9—HD2C_9 | 109.5 |
CA_2—CB_2—HB_2 | 108.6 | HD2B_9—CD2_9—HD2C_9 | 109.5 |
CB_2—CG1_2—HG1A_2 | 109.5 | O_9—C_9—N_10 | 122.2 (7) |
CB_2—CG1_2—HG1B_2 | 109.5 | O_9—C_9—CA_9 | 120.0 (8) |
HG1A_2—CG1_2—HG1B_2 | 109.5 | N_10—C_9—CA_9 | 117.6 (7) |
CB_2—CG1_2—HG1C_2 | 109.5 | C_9—N_10—CA_10 | 118.0 (6) |
HG1A_2—CG1_2—HG1C_2 | 109.5 | C_9—N_10—H0_10 | 121.0 |
HG1B_2—CG1_2—HG1C_2 | 109.5 | CA_10—N_10—H0_10 | 121.0 |
CB_2—CG2_2—HG2A_2 | 109.5 | N_10—CA_10—C_10 | 109.4 (7) |
CB_2—CG2_2—HG2B_2 | 109.5 | N_10—CA_10—CB_10 | 110.5 (7) |
HG2A_2—CG2_2—HG2B_2 | 109.5 | C_10—CA_10—CB_10 | 108.4 (7) |
CB_2—CG2_2—HG2C_2 | 109.5 | N_10—CA_10—HA_10 | 109.5 |
HG2A_2—CG2_2—HG2C_2 | 109.5 | C_10—CA_10—HA_10 | 109.5 |
HG2B_2—CG2_2—HG2C_2 | 109.5 | CB_10—CA_10—HA_10 | 109.5 |
O_2—C_2—N_3 | 126.4 (9) | CG_10—CB_10—CA_10 | 110.1 (7) |
O_2—C_2—CA_2 | 117.7 (8) | CG_10—CB_10—HB1_10 | 109.6 |
N_3—C_2—CA_2 | 115.9 (8) | CA_10—CB_10—HB1_10 | 109.6 |
C_2—N_3—CA_3 | 120.5 (7) | CG_10—CB_10—HB2_10 | 109.6 |
C_2—N_3—H0_3 | 119.7 | CA_10—CB_10—HB2_10 | 109.6 |
CA_3—N_3—H0_3 | 119.8 | HB1_10—CB_10—HB2_10 | 108.2 |
N_3—CA_3—C_3 | 112.1 (10) | CD1_10—CG_10—CD2_10 | 118.5 (10) |
N_3—CA_3—CB_3 | 110.4 (12) | CD1_10—CG_10—CB_10 | 122.2 (11) |
C_3—CA_3—CB_3 | 108.5 (12) | CD2_10—CG_10—CB_10 | 119.2 (9) |
N_3—CA_3—HA_3 | 108.6 | CG_10—CD1_10—CE1_10 | 121.9 (12) |
C_3—CA_3—HA_3 | 108.6 | CG_10—CD1_10—HD1_10 | 119.0 |
CB_3—CA_3—HA_3 | 108.6 | CE1_10—CD1_10—HD1_10 | 119.0 |
CA_3—CB_3—CG_3 | 105.9 (16) | CG_10—CD2_10—CE2_10 | 119.4 (11) |
CA_3—CB_3—HB1_3 | 110.6 | CG_10—CD2_10—HD2_10 | 120.3 |
CG_3—CB_3—HB1_3 | 110.5 | CE2_10—CD2_10—HD2_10 | 120.3 |
CA_3—CB_3—HB2_3 | 110.6 | CZ_10—CE1_10—CD1_10 | 120.1 (12) |
CG_3—CB_3—HB2_3 | 110.6 | CZ_10—CE1_10—HE1_10 | 120.0 |
HB1_3—CB_3—HB2_3 | 108.7 | CD1_10—CE1_10—HE1_10 | 120.0 |
CD_3—CG_3—CB_3 | 111.3 (19) | CZ_10—CE2_10—CD2_10 | 122.1 (12) |
CD_3—CG_3—HG1_3 | 109.4 | CZ_10—CE2_10—HE2_10 | 119.0 |
CB_3—CG_3—HG1_3 | 109.4 | CD2_10—CE2_10—HE2_10 | 119.0 |
CD_3—CG_3—HG2_3 | 109.4 | CE1_10—CZ_10—CE2_10 | 118.0 (12) |
CB_3—CG_3—HG2_3 | 109.4 | CE1_10—CZ_10—HZ_10 | 121.0 |
HG1_3—CG_3—HG2_3 | 108.0 | CE2_10—CZ_10—HZ_10 | 121.0 |
NZ_3—CD_3—CG_3 | 110.5 (19) | O_10—C_10—N_1 | 122.4 (7) |
NZ_3—CD_3—HD1_3 | 109.6 | O_10—C_10—CA_10 | 118.4 (7) |
CG_3—CD_3—HD1_3 | 109.5 | N_1—C_10—CA_10 | 119.2 (8) |
NZ_3—CD_3—HD2_3 | 109.5 | C_25i—N_21—CA_21 | 120.5 (8) |
CG_3—CD_3—HD2_3 | 109.6 | C_25i—N_21—CD_21 | 127.2 (7) |
HD1_3—CD_3—HD2_3 | 108.1 | CA_21—N_21—CD_21 | 112.2 (7) |
CD_3—NZ_3—HZ1_3 | 109.5 | N_21—CA_21—C_21 | 115.3 (7) |
CD_3—NZ_3—HZ2_3 | 109.5 | N_21—CA_21—CB_21 | 101.3 (8) |
HZ1_3—NZ_3—HZ2_3 | 109.5 | C_21—CA_21—CB_21 | 109.1 (8) |
CD_3—NZ_3—HZ3_3 | 109.5 | N_21—CA_21—HA_21 | 110.3 |
HZ1_3—NZ_3—HZ3_3 | 109.5 | C_21—CA_21—HA_21 | 110.3 |
HZ2_3—NZ_3—HZ3_3 | 109.5 | CB_21—CA_21—HA_21 | 110.3 |
O_3—C_3—N_4 | 123.9 (12) | CG_21—CB_21—CA_21 | 104.0 (8) |
O_3—C_3—CA_3 | 118.7 (12) | CG_21—CB_21—HB1_21 | 110.9 |
N_4—C_3—CA_3 | 117.4 (9) | CA_21—CB_21—HB1_21 | 110.9 |
C_3—N_4—CA_4 | 122.6 (10) | CG_21—CB_21—HB2_21 | 111.0 |
C_3—N_4—H0_4 | 118.7 | CA_21—CB_21—HB2_21 | 111.0 |
CA_4—N_4—H0_4 | 118.7 | HB1_21—CB_21—HB2_21 | 109.0 |
N_4—CA_4—C_4 | 104.4 (10) | CB_21—CG_21—CD_21 | 103.9 (11) |
N_4—CA_4—CB_4 | 115.1 (12) | CB_21—CG_21—HG1_21 | 111.0 |
C_4—CA_4—CB_4 | 114.3 (13) | CD_21—CG_21—HG1_21 | 111.0 |
N_4—CA_4—HA_4 | 107.5 | CB_21—CG_21—HG2_21 | 111.0 |
C_4—CA_4—HA_4 | 107.6 | CD_21—CG_21—HG2_21 | 111.0 |
CB_4—CA_4—HA_4 | 107.5 | HG1_21—CG_21—HG2_21 | 109.0 |
CA_4—CB_4—CG_4 | 114.1 (15) | CG_21—CD_21—N_21 | 102.5 (8) |
CA_4—CB_4—HB1_4 | 108.7 | CG_21—CD_21—HD1_21 | 111.3 |
CG_4—CB_4—HB1_4 | 108.7 | N_21—CD_21—HD1_21 | 111.3 |
CA_4—CB_4—HB2_4 | 108.7 | CG_21—CD_21—HD2_21 | 111.3 |
CG_4—CB_4—HB2_4 | 108.7 | N_21—CD_21—HD2_21 | 111.3 |
HB1_4—CB_4—HB2_4 | 107.6 | HD1_21—CD_21—HD2_21 | 109.2 |
CD2_4—CG_4—CD1_4 | 112 (2) | O_21—C_21—N_22 | 124.1 (7) |
CD2_4—CG_4—CB_4 | 112.0 (19) | O_21—C_21—CA_21 | 118.7 (7) |
CD1_4—CG_4—CB_4 | 108.7 (16) | N_22—C_21—CA_21 | 117.2 (7) |
CD2_4—CG_4—HG_4 | 108.0 | C_21—N_22—CA_22 | 121.7 (6) |
CD1_4—CG_4—HG_4 | 108.0 | C_21—N_22—H0_22 | 119.2 |
CB_4—CG_4—HG_4 | 107.9 | CA_22—N_22—H0_22 | 119.2 |
CG_4—CD1_4—HD1A_4 | 109.5 | N_22—CA_22—CB_22 | 110.5 (6) |
CG_4—CD1_4—HD1B_4 | 109.5 | N_22—CA_22—C_22 | 108.2 (6) |
HD1A_4—CD1_4—HD1B_4 | 109.5 | CB_22—CA_22—C_22 | 107.9 (7) |
CG_4—CD1_4—HD1C_4 | 109.5 | N_22—CA_22—HA_22 | 110.0 |
HD1A_4—CD1_4—HD1C_4 | 109.5 | CB_22—CA_22—HA_22 | 110.0 |
HD1B_4—CD1_4—HD1C_4 | 109.5 | C_22—CA_22—HA_22 | 110.0 |
CG_4—CD2_4—HD2A_4 | 109.5 | CG1_22—CB_22—CA_22 | 112.4 (9) |
CG_4—CD2_4—HD2B_4 | 109.5 | CG1_22—CB_22—CG2_22 | 112.2 (11) |
HD2A_4—CD2_4—HD2B_4 | 109.5 | CA_22—CB_22—CG2_22 | 108.4 (9) |
CG_4—CD2_4—HD2C_4 | 109.5 | CG1_22—CB_22—HB_22 | 107.9 |
HD2A_4—CD2_4—HD2C_4 | 109.5 | CA_22—CB_22—HB_22 | 107.9 |
HD2B_4—CD2_4—HD2C_4 | 109.5 | CG2_22—CB_22—HB_22 | 107.9 |
O_4—C_4—N_5 | 123.0 (12) | CB_22—CG1_22—HG1A_22 | 109.5 |
O_4—C_4—CA_4 | 119.9 (11) | CB_22—CG1_22—HG1B_22 | 109.5 |
N_5—C_4—CA_4 | 117.1 (11) | HG1A_22—CG1_22—HG1B_22 | 109.5 |
C_4—N_5—CA_5 | 120.5 (11) | CB_22—CG1_22—HG1C_22 | 109.5 |
C_4—N_5—H0_5 | 119.7 | HG1A_22—CG1_22—HG1C_22 | 109.5 |
CA_5—N_5—H0_5 | 119.7 | HG1B_22—CG1_22—HG1C_22 | 109.5 |
N_5—CA_5—C_5 | 110.9 (9) | CB_22—CG2_22—HG2A_22 | 109.5 |
N_5—CA_5—CB_5 | 110.4 (10) | CB_22—CG2_22—HG2B_22 | 109.5 |
C_5—CA_5—CB_5 | 107.9 (10) | HG2A_22—CG2_22—HG2B_22 | 109.5 |
N_5—CA_5—HA_5 | 109.2 | CB_22—CG2_22—HG2C_22 | 109.5 |
C_5—CA_5—HA_5 | 109.2 | HG2A_22—CG2_22—HG2C_22 | 109.5 |
CB_5—CA_5—HA_5 | 109.2 | HG2B_22—CG2_22—HG2C_22 | 109.5 |
CG_5—CB_5—CA_5 | 109.4 (10) | O_22—C_22—N_23 | 122.3 (8) |
CG_5—CB_5—HB1_5 | 109.8 | O_22—C_22—CA_22 | 121.2 (7) |
CA_5—CB_5—HB1_5 | 109.8 | N_23—C_22—CA_22 | 116.4 (6) |
CG_5—CB_5—HB2_5 | 109.8 | C_22—N_23—CA_23 | 122.5 (7) |
CA_5—CB_5—HB2_5 | 109.8 | C_22—N_23—H0_23 | 118.8 |
HB1_5—CB_5—HB2_5 | 108.2 | CA_23—N_23—H0_23 | 118.8 |
CD1_5—CG_5—CD2_5 | 115.0 (14) | N_23—CA_23—C_23 | 107.8 (7) |
CD1_5—CG_5—CB_5 | 125.9 (17) | N_23—CA_23—CB_23 | 108.8 (9) |
CD2_5—CG_5—CB_5 | 119.1 (15) | C_23—CA_23—CB_23 | 111.9 (9) |
CG_5—CD1_5—CE1_5 | 121.1 (17) | N_23—CA_23—HA_23 | 109.5 |
CG_5—CD1_5—HD1_5 | 119.5 | C_23—CA_23—HA_23 | 109.5 |
CE1_5—CD1_5—HD1_5 | 119.5 | CB_23—CA_23—HA_23 | 109.4 |
CE2_5—CD2_5—CG_5 | 125.8 (18) | CG_23—CB_23—CA_23 | 114.7 (15) |
CE2_5—CD2_5—HD2_5 | 117.1 | CG_23—CB_23—HB1_23 | 108.6 |
CG_5—CD2_5—HD2_5 | 117.1 | CA_23—CB_23—HB1_23 | 108.6 |
CZ_5—CE1_5—CD1_5 | 118.1 (17) | CG_23—CB_23—HB2_23 | 108.6 |
CZ_5—CE1_5—HE1_5 | 120.9 | CA_23—CB_23—HB2_23 | 108.6 |
CD1_5—CE1_5—HE1_5 | 120.9 | HB1_23—CB_23—HB2_23 | 107.6 |
CZ_5—CE2_5—CD2_5 | 116.5 (18) | CD_23—CG_23—CB_23 | 117.0 (17) |
CZ_5—CE2_5—HE2_5 | 121.7 | CD_23—CG_23—HG1_23 | 108.1 |
CD2_5—CE2_5—HE2_5 | 121.8 | CB_23—CG_23—HG1_23 | 108.0 |
CE2_5—CZ_5—CE1_5 | 123.4 (19) | CD_23—CG_23—HG2_23 | 108.0 |
CE2_5—CZ_5—HZ_5 | 118.3 | CB_23—CG_23—HG2_23 | 108.0 |
CE1_5—CZ_5—HZ_5 | 118.3 | HG1_23—CG_23—HG2_23 | 107.3 |
O_5—C_5—N_6 | 122.6 (13) | CG_23—CD_23—NZ_23 | 106.0 (16) |
O_5—C_5—CA_5 | 119.5 (13) | CG_23—CD_23—HD1_23 | 110.5 |
N_6—C_5—CA_5 | 117.9 (11) | NZ_23—CD_23—HD1_23 | 110.5 |
C_5—N_6—CA_6 | 123.3 (11) | CG_23—CD_23—HD2_23 | 110.6 |
C_5—N_6—CD_6 | 125.6 (10) | NZ_23—CD_23—HD2_23 | 110.5 |
CA_6—N_6—CD_6 | 111.1 (10) | HD1_23—CD_23—HD2_23 | 108.7 |
N_6—CA_6—C_6 | 115.8 (9) | CD_23—NZ_23—HZ1_23 | 109.5 |
N_6—CA_6—CB_6 | 101.1 (10) | CD_23—NZ_23—HZ2_23 | 109.5 |
C_6—CA_6—CB_6 | 110.0 (10) | HZ1_23—NZ_23—HZ2_23 | 109.5 |
N_6—CA_6—HA_6 | 109.9 | CD_23—NZ_23—HZ3_23 | 109.5 |
C_6—CA_6—HA_6 | 109.9 | HZ1_23—NZ_23—HZ3_23 | 109.5 |
CB_6—CA_6—HA_6 | 109.9 | HZ2_23—NZ_23—HZ3_23 | 109.5 |
CG_6—CB_6—CA_6 | 103.5 (11) | O_23—C_23—N_24 | 123.5 (8) |
CG_6—CB_6—HB1_6 | 111.1 | O_23—C_23—CA_23 | 121.3 (8) |
CA_6—CB_6—HB1_6 | 111.1 | N_24—C_23—CA_23 | 115.2 (7) |
CG_6—CB_6—HB2_6 | 111.1 | C_23—N_24—CA_24 | 125.5 (7) |
CA_6—CB_6—HB2_6 | 111.1 | C_23—N_24—H0_24 | 117.3 |
HB1_6—CB_6—HB2_6 | 109.0 | CA_24—N_24—H0_24 | 117.3 |
CD_6—CG_6—CB_6 | 103.8 (13) | N_24—CA_24—C_24 | 107.1 (7) |
CD_6—CG_6—HG1_6 | 111.0 | N_24—CA_24—CB_24 | 109.2 (9) |
CB_6—CG_6—HG1_6 | 111.0 | C_24—CA_24—CB_24 | 111.0 (9) |
CD_6—CG_6—HG2_6 | 111.0 | N_24—CA_24—HA_24 | 109.8 |
CB_6—CG_6—HG2_6 | 111.0 | C_24—CA_24—HA_24 | 109.8 |
HG1_6—CG_6—HG2_6 | 109.0 | CB_24—CA_24—HA_24 | 109.8 |
CG_6—CD_6—N_6 | 105.0 (11) | CGa_24—CB_24—CA_24 | 122.0 (12) |
CG_6—CD_6—HD1_6 | 110.7 | CGb_24—CB_24—CA_24 | 103.5 (13) |
N_6—CD_6—HD1_6 | 110.7 | CB_24—CGa_24—CD2a_24 | 106.7 (16) |
CG_6—CD_6—HD2_6 | 110.7 | CB_24—CGa_24—CD1a_24 | 118.4 (14) |
N_6—CD_6—HD2_6 | 110.8 | CD2a_24—CGa_24—CD1a_24 | 106.9 (17) |
HD1_6—CD_6—HD2_6 | 108.8 | CD1b_24—CGb_24—CD2b_24 | 115 (2) |
O_6—C_6—N_7 | 124.1 (9) | CD1b_24—CGb_24—CB_24 | 110.5 (18) |
O_6—C_6—CA_6 | 119.1 (10) | CD2b_24—CGb_24—CB_24 | 102 (2) |
N_7—C_6—CA_6 | 116.9 (9) | O_24—C_24—N_25 | 121.3 (8) |
C_6—N_7—CA_7 | 120.1 (8) | O_24—C_24—CA_24 | 119.7 (8) |
C_6—N_7—H0_7 | 119.9 | N_25—C_24—CA_24 | 119.0 (8) |
CA_7—N_7—H0_7 | 119.9 | C_24—N_25—CA_25 | 119.9 (8) |
N_7—CA_7—C_7 | 111.0 (8) | C_24—N_25—H0_25 | 120.0 |
N_7—CA_7—CB_7 | 110.1 (8) | CA_25—N_25—H0_25 | 120.0 |
C_7—CA_7—CB_7 | 110.0 (8) | N_25—CA_25—C_25 | 109.7 (7) |
N_7—CA_7—HA_7 | 108.6 | N_25—CA_25—CB_25 | 109.1 (8) |
C_7—CA_7—HA_7 | 108.6 | C_25—CA_25—CB_25 | 109.1 (8) |
CB_7—CA_7—HA_7 | 108.6 | N_25—CA_25—HA_25 | 109.6 |
CG2_7—CB_7—CG1_7 | 109.5 (13) | C_25—CA_25—HA_25 | 109.6 |
CG2_7—CB_7—CA_7 | 111.9 (11) | CB_25—CA_25—HA_25 | 109.6 |
CG1_7—CB_7—CA_7 | 108.1 (10) | CG_25—CB_25—CA_25 | 108.9 (8) |
CG2_7—CB_7—HB_7 | 109.1 | CG_25—CB_25—HB1_25 | 109.9 |
CG1_7—CB_7—HB_7 | 109.1 | CA_25—CB_25—HB1_25 | 109.9 |
CA_7—CB_7—HB_7 | 109.1 | CG_25—CB_25—HB2_25 | 109.9 |
CB_7—CG1_7—HG1A_7 | 109.5 | CA_25—CB_25—HB2_25 | 109.9 |
CB_7—CG1_7—HG1B_7 | 109.5 | HB1_25—CB_25—HB2_25 | 108.3 |
HG1A_7—CG1_7—HG1B_7 | 109.5 | CD2_25—CG_25—CD1_25 | 120.5 (11) |
CB_7—CG1_7—HG1C_7 | 109.5 | CD2_25—CG_25—CB_25 | 124.0 (12) |
HG1A_7—CG1_7—HG1C_7 | 109.5 | CD1_25—CG_25—CB_25 | 115.1 (12) |
HG1B_7—CG1_7—HG1C_7 | 109.5 | CG_25—CD1_25—CE1_25 | 119.8 (14) |
CB_7—CG2_7—HG2A_7 | 109.5 | CG_25—CD1_25—HD1_25 | 120.1 |
CB_7—CG2_7—HG2B_7 | 109.5 | CE1_25—CD1_25—HD1_25 | 120.1 |
HG2A_7—CG2_7—HG2B_7 | 109.5 | CG_25—CD2_25—CE2_25 | 122.3 (13) |
CB_7—CG2_7—HG2C_7 | 109.5 | CG_25—CD2_25—HD2_25 | 118.9 |
HG2A_7—CG2_7—HG2C_7 | 109.5 | CE2_25—CD2_25—HD2_25 | 118.9 |
HG2B_7—CG2_7—HG2C_7 | 109.5 | CZ_25—CE1_25—CD1_25 | 116.5 (15) |
O_7—C_7—N_8 | 123.8 (10) | CZ_25—CE1_25—HE1_25 | 121.7 |
O_7—C_7—CA_7 | 121.1 (9) | CD1_25—CE1_25—HE1_25 | 121.7 |
N_8—C_7—CA_7 | 115.1 (7) | CD2_25—CE2_25—CZ_25 | 115.8 (14) |
C_7—N_8—CA_8 | 123.3 (7) | CD2_25—CE2_25—HE2_25 | 122.1 |
C_7—N_8—H0_8 | 118.3 | CZ_25—CE2_25—HE2_25 | 122.1 |
CA_8—N_8—H0_8 | 118.3 | CE1_25—CZ_25—CE2_25 | 124.8 (15) |
N_8—CA_8—C_8 | 108.1 (7) | CE1_25—CZ_25—HZ_25 | 117.6 |
N_8—CA_8—CB_8 | 110.2 (8) | CE2_25—CZ_25—HZ_25 | 117.6 |
C_8—CA_8—CB_8 | 110.2 (8) | O_25—C_25—N_21i | 123.9 (8) |
N_8—CA_8—HA_8 | 109.5 | O_25—C_25—CA_25 | 118.6 (9) |
C_8—CA_8—HA_8 | 109.5 | N_21i—C_25—CA_25 | 117.5 (8) |
CB_8—CA_8—HA_8 | 109.5 | O2_51—C1_51—O1_51 | 129.5 (17) |
CGb_8—CB_8—CA_8 | 117.0 (17) | O2_51—C1_51—C2_51 | 118.9 (14) |
CGa_8—CB_8—CA_8 | 119.2 (13) | O1_51—C1_51—C2_51 | 111.3 (14) |
CGa_8—CB_8—HB1_8 | 107.5 | F1_51—C2_51—F2_51 | 108.8 (12) |
CA_8—CB_8—HB1_8 | 107.5 | F1_51—C2_51—F3_51 | 104.8 (12) |
CGb_8—CB_8—HB2_8 | 110.3 | F2_51—C2_51—F3_51 | 101.3 (13) |
CGa_8—CB_8—HB2_8 | 107.5 | F1_51—C2_51—C1_51 | 113.5 (11) |
CA_8—CB_8—HB2_8 | 107.5 | F2_51—C2_51—C1_51 | 117.1 (12) |
HB1_8—CB_8—HB2_8 | 107.0 | F3_51—C2_51—C1_51 | 109.8 (12) |
CGa_8—CB_8—HB3_8 | 108.0 | O2_52—C1_52—O1_52 | 127 (3) |
CGb_8—CB_8—HB3_8 | 108.0 | O2_52—C1_52—C2_52 | 119 (2) |
CA_8—CB_8—HB3_8 | 108.1 | O1_52—C1_52—C2_52 | 114 (2) |
HB1_8—CB_8—HB3_8 | 104.5 | F1_52—C2_52—F2_52 | 108 (2) |
CGb_8—CB_8—HB4_8 | 108.1 | F1_52—C2_52—F3_52 | 104 (2) |
CA_8—CB_8—HB4_8 | 108.1 | F2_52—C2_52—F3_52 | 106 (2) |
CDa_8—CGa_8—CB_8 | 111.0 (17) | F1_52—C2_52—C1_52 | 115 (2) |
HG1_8—CGa_8—HG2_8 | 108.0 | F2_52—C2_52—C1_52 | 117 (2) |
CGa_8—CDa_8—NZa_8 | 113.5 (19) | F3_52—C2_52—C1_52 | 106 (2) |
Symmetry code: (i) −x+4/3, −x+y+2/3, −z+2/3. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N_2—H0_2···O_9 | 0.88 | 2.11 | 2.939 (9) | 157 |
N_3—H0_3···O_1ii | 0.88 | 2.03 | 2.889 (10) | 164 |
NZ_3—HZ1_3···O_105iii | 0.91 | 2.45 | 3.14 (5) | 133 |
NZ_3—HZ2_3···O_5 | 0.91 | 2.18 | 2.66 (3) | 112 |
N_4—H0_4···O_7 | 0.88 | 2.06 | 2.912 (13) | 161 |
N_5—H0_5···O_101 | 0.88 | 2.06 | 2.94 (2) | 177 |
N_7—H0_7···O_4 | 0.88 | 2.19 | 3.045 (14) | 163 |
N_8—H0_8···O_23 | 0.88 | 2.03 | 2.896 (10) | 167 |
NZa_8—HZ1_8···O_112 | 0.91 | 2.08 | 2.91 (7) | 152 |
NZa_8—HZ1_8···O_107 | 0.91 | 2.58 | 3.26 (4) | 132 |
NZa_8—HZ2_8···O_10 | 0.91 | 1.84 | 2.75 (3) | 173 |
NZa_8—HZ3_8···O_106 | 0.91 | 2.06 | 2.89 (5) | 151 |
N_9—H0_9···O_2 | 0.88 | 2.01 | 2.872 (9) | 166 |
N_10—H0_10···O_21 | 0.88 | 2.05 | 2.908 (9) | 166 |
N_22—H0_22···O_24i | 0.88 | 2.14 | 2.994 (9) | 164 |
N_23—H0_23···O_8 | 0.88 | 2.00 | 2.868 (9) | 167 |
NZ_23—HZ1_23···O1_52 | 0.91 | 1.80 | 2.69 (3) | 165 |
NZ_23—HZ1_23···F2_52 | 0.91 | 2.54 | 3.06 (4) | 117 |
NZ_23—HZ2_23···O_25 | 0.91 | 1.77 | 2.66 (2) | 165 |
NZ_23—HZ3_23···O_105 | 0.91 | 2.74 | 3.46 (4) | 138 |
N_24—H0_24···O_22i | 0.88 | 1.99 | 2.861 (9) | 169 |
N_25—H0_25···O_102 | 0.88 | 2.18 | 2.98 (2) | 150 |
Symmetry codes: (i) −x+4/3, −x+y+2/3, −z+2/3; (ii) x−y, −y, −z; (iii) y+2/3, x−2/3, −z+1/3. |