Ascidiacyclamide (ASC) has two oxazoline (Oxz) residues with 2S,3R configurations. In the title compound, C36H54N8O7S2·2C3H7NO, these Oxz residues were replaced with D-aThr and (2R,3S)-Oxz (D-Oxz). The overall structure is similar to the folded from of ASC analogues previously reported, but a difference was found at the D-Oxz residue. The D-Oxz ring was turned over in relation to the disposition of the Oxz rings in natural ASC. This result suggested that the modification of Oxz could induce a new type of molecular folding in ASC.
Supporting information
CCDC reference: 259621
Key indicators
- Single-crystal X-ray study
- T = 120 K
- Mean (C-C) = 0.004 Å
- R factor = 0.052
- wR factor = 0.148
- Data-to-parameter ratio = 17.4
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ?
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.71 Ratio
PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.41 Ratio
PLAT243_ALERT_4_C High Solvent U(eq) as Compared to Neighbors for C1_10
PLAT244_ALERT_4_C Low Solvent U(eq) as Compared to Neighbors for N1_10
PLAT322_ALERT_2_C Check Hybridisation of SG_8 in Main Residue . ?
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 131
PLAT751_ALERT_4_C Bond Calc 0.84092, Rep 0.841(2) ...... Senseless su
OG1_2-H4_2 1.555 1.555
PLAT752_ALERT_4_C Angle Calc 109.40, Rep 109.4(2) ...... Senseless su
CB_2 -OG1_2-H4_2 1.555 1.555 1.555
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 3
C3 H7 N O
Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
correct. If it is not, please give the correct count in the
_publ_section_exptl_refinement section of the submitted CIF.
From the CIF: _diffrn_reflns_theta_max 27.10
From the CIF: _reflns_number_total 10109
Count of symmetry unique reflns 5610
Completeness (_total/calc) 180.20%
TEST3: Check Friedels for noncentro structure
Estimate of Friedel pairs measured 4499
Fraction of Friedel pairs measured 0.802
Are heavy atom types Z>Si present yes
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
11 ALERT level C = Check and explain
1 ALERT level G = General alerts; check
1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
2 ALERT type 2 Indicator that the structure model may be wrong or deficient
1 ALERT type 3 Indicator that the structure quality may be low
8 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 1998); cell refinement: SMART (Bruker, 1998); data reduction: SAINT-Plus (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97.
ascidiacyclamide analogue No.9
cyclo(Ile-D-aThr(3
R)-D-Val-Thz-Ile-D-Oxz(3
S)-D-Val-Thz)isoleucyl-D-
top
Crystal data top
C36H54N8O7S2·2C3H7NO | F(000) = 988 |
Mr = 921.18 | Dx = 1.265 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
a = 13.031 (1) Å | Cell parameters from 8060 reflections |
b = 11.0503 (9) Å | θ = 2.5–28.1° |
c = 17.358 (1) Å | µ = 0.17 mm−1 |
β = 104.654 (1)° | T = 120 K |
V = 2418.2 (3) Å3 | Plate, colourless |
Z = 2 | 0.40 × 0.30 × 0.02 mm |
Data collection top
Bruker SMART APEX CCD area-detector diffractometer | 10109 independent reflections |
Radiation source: MacScience, M18XCE rotating anode | 8732 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.026 |
Detector resolution: 8.366 pixels mm-1 | θmax = 27.1°, θmin = 2.4° |
ω scans | h = −16→16 |
Absorption correction: empirical (using intensity measurements) (SADABS; Sheldrick, 1996) | k = −14→14 |
Tmin = 0.887, Tmax = 0.997 | l = −22→22 |
20955 measured 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)] = 0.052 | H-atom parameters constrained |
wR(F2) = 0.148 | w = 1/[σ2(Fo2) + (0.0967P)2 + 0.6439P] where P = (Fo2 + 2Fc2)/3 |
S = 1.03 | (Δ/σ)max = 0.013 |
10109 reflections | Δρmax = 0.80 e Å−3 |
582 parameters | Δρmin = −0.52 e Å−3 |
1 restraint | Absolute structure: Flack (1983), 4576 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.04 (7) |
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 | |
N_1 | −0.08514 (18) | 0.6637 (2) | 0.72573 (12) | 0.0251 (4) | |
H1_1 | −0.1179 | 0.6981 | 0.7585 | 0.030* | |
CA_1 | −0.1448 (2) | 0.6325 (2) | 0.64546 (15) | 0.0270 (5) | |
H2_1 | −0.1220 | 0.5502 | 0.6324 | 0.032* | |
CB_1 | −0.2639 (2) | 0.6282 (3) | 0.64152 (17) | 0.0316 (6) | |
H3_1 | −0.2857 | 0.7099 | 0.6563 | 0.038* | |
CG2_1 | −0.3260 (3) | 0.6010 (5) | 0.5565 (2) | 0.0582 (10) | |
H4_1 | −0.3119 | 0.5177 | 0.5428 | 0.087* | |
H5_1 | −0.3040 | 0.6570 | 0.5199 | 0.087* | |
H6_1 | −0.4020 | 0.6110 | 0.5520 | 0.087* | |
CG1_1 | −0.2860 (3) | 0.5362 (3) | 0.7015 (2) | 0.0441 (8) | |
H7_1 | −0.2676 | 0.4543 | 0.6861 | 0.053* | |
H8_1 | −0.2394 | 0.5543 | 0.7547 | 0.053* | |
CD_1 | −0.4007 (3) | 0.5360 (5) | 0.7069 (3) | 0.0662 (12) | |
H9_1 | −0.4196 | 0.6168 | 0.7220 | 0.099* | |
H10_1 | −0.4090 | 0.4771 | 0.7471 | 0.099* | |
H11_1 | −0.4472 | 0.5138 | 0.6551 | 0.099* | |
C_1 | −0.1184 (2) | 0.7232 (2) | 0.58692 (14) | 0.0243 (5) | |
O_1 | −0.14067 (15) | 0.83275 (17) | 0.58810 (11) | 0.0271 (4) | |
N_2 | −0.06728 (18) | 0.6767 (2) | 0.53570 (13) | 0.0264 (5) | |
H1_2 | −0.0586 | 0.5978 | 0.5350 | 0.032* | |
CA_2 | −0.0256 (2) | 0.7500 (3) | 0.48147 (14) | 0.0268 (5) | |
H2_2 | −0.0834 | 0.8054 | 0.4529 | 0.032* | |
CB_2 | 0.0021 (2) | 0.6648 (3) | 0.41898 (16) | 0.0338 (6) | |
H3_2 | −0.0629 | 0.6181 | 0.3923 | 0.041* | |
OG1_2 | 0.07956 (19) | 0.5827 (2) | 0.46081 (13) | 0.0398 (5) | |
H4_2 | 0.0829 | 0.5230 | 0.4315 | 0.060* | |
CG2_2 | 0.0408 (3) | 0.7327 (3) | 0.35591 (18) | 0.0439 (8) | |
H5_2 | 0.1068 | 0.7752 | 0.3809 | 0.066* | |
H6_2 | −0.0131 | 0.7914 | 0.3297 | 0.066* | |
H7_2 | 0.0537 | 0.6753 | 0.3163 | 0.066* | |
C_2 | 0.0688 (2) | 0.8285 (2) | 0.52398 (15) | 0.0260 (5) | |
O_2 | 0.09453 (19) | 0.91614 (18) | 0.48951 (12) | 0.0374 (5) | |
N_3 | 0.11981 (17) | 0.7952 (2) | 0.59810 (12) | 0.0250 (4) | |
H1_3 | 0.1043 | 0.7254 | 0.6168 | 0.030* | |
CA_3 | 0.2004 (2) | 0.8722 (2) | 0.64836 (15) | 0.0258 (5) | |
H2_3 | 0.2050 | 0.9468 | 0.6168 | 0.031* | |
CB_3 | 0.3114 (2) | 0.8145 (3) | 0.66896 (17) | 0.0314 (6) | |
H3_3 | 0.3626 | 0.8747 | 0.7003 | 0.038* | |
CG1_3 | 0.3433 (3) | 0.7891 (3) | 0.59174 (19) | 0.0400 (7) | |
H4_3 | 0.4148 | 0.7544 | 0.6042 | 0.060* | |
H5_3 | 0.3423 | 0.8648 | 0.5622 | 0.060* | |
H6_3 | 0.2931 | 0.7317 | 0.5593 | 0.060* | |
CG2_3 | 0.3186 (2) | 0.6994 (3) | 0.7187 (2) | 0.0388 (7) | |
H7_3 | 0.2656 | 0.6410 | 0.6907 | 0.058* | |
H8_3 | 0.3052 | 0.7191 | 0.7704 | 0.058* | |
H9_3 | 0.3897 | 0.6643 | 0.7271 | 0.058* | |
C3_4 | 0.1609 (2) | 0.9120 (2) | 0.71957 (15) | 0.0266 (5) | |
N_4 | 0.06069 (17) | 0.9225 (2) | 0.71768 (13) | 0.0248 (4) | |
CA_4 | 0.0480 (2) | 0.9632 (2) | 0.78972 (15) | 0.0250 (5) | |
CB_4 | 0.1392 (2) | 0.9845 (3) | 0.84708 (17) | 0.0324 (6) | |
H1_4 | 0.1429 | 1.0127 | 0.8994 | 0.039* | |
SG_4 | 0.24549 (5) | 0.95265 (8) | 0.81022 (4) | 0.03797 (19) | |
C_4 | −0.0591 (2) | 0.9849 (2) | 0.80230 (15) | 0.0248 (5) | |
O_4 | −0.07135 (16) | 1.01788 (18) | 0.86714 (11) | 0.0307 (4) | |
N_5 | −0.14170 (17) | 0.9694 (2) | 0.73819 (12) | 0.0238 (4) | |
H1_5 | −0.1316 | 0.9423 | 0.6930 | 0.029* | |
CA_5 | −0.2478 (2) | 0.9985 (3) | 0.74531 (16) | 0.0268 (5) | |
H2_5 | −0.2473 | 1.0846 | 0.7632 | 0.032* | |
CB_5 | −0.3306 (2) | 0.9878 (3) | 0.66426 (16) | 0.0295 (6) | |
H3_5 | −0.3193 | 0.9075 | 0.6410 | 0.035* | |
CG2_5 | −0.4433 (3) | 0.9890 (4) | 0.6739 (2) | 0.0487 (9) | |
H4_5 | −0.4566 | 0.9141 | 0.7000 | 0.073* | |
H5_5 | −0.4934 | 0.9950 | 0.6214 | 0.073* | |
H6_5 | −0.4525 | 1.0586 | 0.7064 | 0.073* | |
CG1_5 | −0.3150 (3) | 1.0854 (3) | 0.60519 (17) | 0.0354 (6) | |
H7_5 | −0.2412 | 1.0805 | 0.6000 | 0.043* | |
H8_5 | −0.3627 | 1.0672 | 0.5523 | 0.043* | |
CD_5 | −0.3360 (4) | 1.2139 (4) | 0.6279 (3) | 0.0639 (11) | |
H9_5 | −0.4082 | 1.2196 | 0.6348 | 0.096* | |
H10_5 | −0.3284 | 1.2695 | 0.5857 | 0.096* | |
H11_5 | −0.2850 | 1.2357 | 0.6779 | 0.096* | |
C3_6 | −0.2761 (2) | 0.9204 (3) | 0.80791 (15) | 0.0289 (6) | |
N_6 | −0.25738 (19) | 0.8090 (2) | 0.81808 (14) | 0.0313 (5) | |
CA_6 | −0.2979 (3) | 0.7740 (3) | 0.88755 (17) | 0.0369 (7) | |
H1_6 | −0.3513 | 0.7078 | 0.8711 | 0.044* | |
CB_6 | −0.3550 (2) | 0.8889 (3) | 0.90733 (18) | 0.0385 (7) | |
H2_6 | −0.3265 | 0.9119 | 0.9645 | 0.046* | |
OG1_6 | −0.32735 (17) | 0.9799 (2) | 0.85562 (12) | 0.0372 (5) | |
CG2_6 | −0.4748 (3) | 0.8767 (5) | 0.8877 (2) | 0.0550 (10) | |
H3_6 | −0.5061 | 0.9541 | 0.8973 | 0.082* | |
H4_6 | −0.4940 | 0.8141 | 0.9216 | 0.082* | |
H5_6 | −0.5016 | 0.8540 | 0.8317 | 0.082* | |
C_6 | −0.2089 (2) | 0.7295 (3) | 0.95765 (18) | 0.0395 (7) | |
O_6 | −0.2255 (2) | 0.6410 (3) | 0.99588 (18) | 0.0651 (8) | |
N_7 | −0.1186 (2) | 0.7923 (2) | 0.97374 (13) | 0.0324 (5) | |
H1_7 | −0.1189 | 0.8679 | 0.9578 | 0.039* | |
CA_7 | −0.0189 (2) | 0.7370 (3) | 1.01763 (15) | 0.0323 (6) | |
H2_7 | −0.0376 | 0.6596 | 1.0406 | 0.039* | |
CB_7 | 0.0449 (3) | 0.8121 (3) | 1.08695 (18) | 0.0431 (7) | |
H3_7 | 0.1085 | 0.7633 | 1.1140 | 0.052* | |
CG1_7 | 0.0842 (3) | 0.9283 (3) | 1.0602 (2) | 0.0516 (9) | |
H4_7 | 0.1347 | 0.9105 | 1.0284 | 0.077* | |
H5_7 | 0.1195 | 0.9763 | 1.1069 | 0.077* | |
H6_7 | 0.0242 | 0.9741 | 1.0279 | 0.077* | |
CG2_7 | −0.0218 (4) | 0.8319 (3) | 1.14758 (18) | 0.0518 (9) | |
H7_7 | 0.0217 | 0.8714 | 1.1952 | 0.078* | |
H8_7 | −0.0467 | 0.7536 | 1.1623 | 0.078* | |
H9_7 | −0.0830 | 0.8831 | 1.1238 | 0.078* | |
C3_8 | 0.0414 (2) | 0.7032 (3) | 0.95656 (16) | 0.0300 (6) | |
N_8 | −0.00359 (19) | 0.7027 (2) | 0.88117 (13) | 0.0283 (5) | |
CA_8 | 0.0642 (2) | 0.6596 (3) | 0.83763 (16) | 0.0281 (5) | |
CB_8 | 0.1628 (2) | 0.6300 (3) | 0.88046 (16) | 0.0323 (6) | |
H1_8 | 0.2183 | 0.6010 | 0.8589 | 0.039* | |
SG_8 | 0.17221 (6) | 0.65314 (7) | 0.97993 (4) | 0.03790 (18) | |
C_8 | 0.0192 (2) | 0.6409 (2) | 0.75048 (15) | 0.0270 (5) | |
O_8 | 0.07286 (16) | 0.60245 (19) | 0.70702 (12) | 0.0329 (4) | |
O1_9 | 0.3277 (4) | 0.1383 (4) | 0.6913 (4) | 0.1277 (19) | |
C1_9 | 0.3352 (6) | 0.2216 (6) | 0.6494 (3) | 0.0939 (17) | |
H1_9 | 0.3763 | 0.2085 | 0.6121 | 0.113* | |
N1_9 | 0.2923 (3) | 0.3306 (3) | 0.6491 (3) | 0.0785 (13) | |
C2_9 | 0.2373 (4) | 0.3755 (5) | 0.7067 (3) | 0.0804 (14) | |
H2_9 | 0.2115 | 0.3069 | 0.7323 | 0.121* | |
H3_9 | 0.1771 | 0.4258 | 0.6795 | 0.121* | |
H4_9 | 0.2863 | 0.4238 | 0.7472 | 0.121* | |
C3_9 | 0.3085 (6) | 0.4176 (6) | 0.5901 (3) | 0.0957 (18) | |
H5_9 | 0.3388 | 0.3763 | 0.5511 | 0.144* | |
H6_9 | 0.3572 | 0.4812 | 0.6167 | 0.144* | |
H7_9 | 0.2403 | 0.4539 | 0.5630 | 0.144* | |
O1_10 | −0.4012 (3) | 1.0178 (4) | 1.0817 (2) | 0.0960 (13) | |
C1_10 | −0.4798 (6) | 0.9642 (10) | 1.0847 (4) | 0.127 (3) | |
H1_10 | −0.5419 | 1.0114 | 1.0805 | 0.152* | |
N1_10 | −0.4898 (4) | 0.8426 (6) | 1.0936 (3) | 0.0917 (17) | |
C2_10 | −0.3894 (9) | 0.7665 (10) | 1.1036 (4) | 0.145 (4) | |
H2_10 | −0.3298 | 0.8192 | 1.1012 | 0.218* | |
H3_10 | −0.4001 | 0.7063 | 1.0609 | 0.218* | |
H4_10 | −0.3738 | 0.7253 | 1.1553 | 0.218* | |
C3_10 | −0.5811 (10) | 0.7901 (14) | 1.0966 (8) | 0.249 (9) | |
H5_10 | −0.5772 | 0.7649 | 1.1514 | 0.373* | |
H6_10 | −0.5935 | 0.7192 | 1.0616 | 0.373* | |
H7_10 | −0.6394 | 0.8478 | 1.0790 | 0.373* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
N_1 | 0.0298 (11) | 0.0258 (11) | 0.0216 (10) | 0.0003 (9) | 0.0099 (9) | 0.0002 (9) |
CA_1 | 0.0285 (13) | 0.0272 (13) | 0.0253 (12) | 0.0015 (10) | 0.0068 (11) | −0.0032 (10) |
CB_1 | 0.0267 (13) | 0.0315 (15) | 0.0373 (14) | 0.0006 (10) | 0.0094 (12) | −0.0030 (11) |
CG2_1 | 0.0373 (19) | 0.085 (3) | 0.0463 (19) | −0.0159 (19) | 0.0005 (16) | −0.010 (2) |
CG1_1 | 0.0392 (17) | 0.0337 (16) | 0.064 (2) | −0.0031 (13) | 0.0220 (16) | 0.0017 (15) |
CD_1 | 0.046 (2) | 0.086 (3) | 0.071 (3) | −0.019 (2) | 0.023 (2) | 0.002 (2) |
C_1 | 0.0259 (12) | 0.0275 (13) | 0.0188 (11) | 0.0010 (10) | 0.0041 (10) | −0.0035 (10) |
O_1 | 0.0307 (10) | 0.0270 (9) | 0.0245 (8) | 0.0036 (7) | 0.0089 (7) | −0.0013 (7) |
N_2 | 0.0307 (11) | 0.0255 (11) | 0.0242 (10) | 0.0012 (9) | 0.0092 (9) | −0.0046 (9) |
CA_2 | 0.0299 (13) | 0.0311 (14) | 0.0200 (11) | 0.0054 (10) | 0.0073 (10) | −0.0006 (10) |
CB_2 | 0.0399 (15) | 0.0372 (15) | 0.0251 (12) | −0.0032 (12) | 0.0097 (11) | −0.0096 (12) |
OG1_2 | 0.0503 (13) | 0.0327 (11) | 0.0422 (12) | 0.0067 (10) | 0.0222 (10) | −0.0038 (9) |
CG2_2 | 0.059 (2) | 0.0483 (19) | 0.0299 (14) | 0.0030 (16) | 0.0208 (14) | −0.0043 (13) |
C_2 | 0.0350 (14) | 0.0241 (12) | 0.0206 (11) | 0.0035 (11) | 0.0101 (10) | −0.0018 (10) |
O_2 | 0.0567 (13) | 0.0265 (10) | 0.0284 (9) | −0.0017 (9) | 0.0095 (9) | 0.0059 (8) |
N_3 | 0.0274 (11) | 0.0256 (11) | 0.0227 (10) | −0.0011 (9) | 0.0077 (9) | −0.0008 (9) |
CA_3 | 0.0245 (13) | 0.0279 (13) | 0.0263 (12) | 0.0004 (10) | 0.0086 (10) | −0.0012 (10) |
CB_3 | 0.0250 (13) | 0.0360 (15) | 0.0341 (14) | 0.0011 (11) | 0.0088 (11) | −0.0024 (12) |
CG1_3 | 0.0325 (15) | 0.0521 (19) | 0.0395 (16) | 0.0062 (14) | 0.0165 (13) | −0.0025 (14) |
CG2_3 | 0.0321 (15) | 0.0382 (16) | 0.0463 (17) | 0.0070 (12) | 0.0107 (13) | 0.0019 (14) |
C3_4 | 0.0251 (13) | 0.0295 (13) | 0.0238 (12) | −0.0009 (10) | 0.0038 (10) | −0.0018 (10) |
N_4 | 0.0241 (11) | 0.0254 (11) | 0.0247 (10) | −0.0007 (8) | 0.0057 (8) | −0.0009 (9) |
CA_4 | 0.0274 (12) | 0.0234 (12) | 0.0238 (11) | −0.0006 (10) | 0.0054 (10) | −0.0007 (10) |
CB_4 | 0.0283 (14) | 0.0385 (16) | 0.0289 (13) | 0.0023 (11) | 0.0045 (11) | −0.0094 (12) |
SG_4 | 0.0221 (3) | 0.0576 (5) | 0.0318 (3) | 0.0019 (3) | 0.0022 (3) | −0.0138 (3) |
C_4 | 0.0279 (13) | 0.0212 (12) | 0.0260 (12) | −0.0003 (10) | 0.0081 (10) | −0.0013 (10) |
O_4 | 0.0348 (11) | 0.0321 (10) | 0.0263 (9) | −0.0009 (8) | 0.0099 (8) | −0.0081 (8) |
N_5 | 0.0250 (10) | 0.0247 (11) | 0.0232 (9) | 0.0000 (8) | 0.0091 (8) | −0.0015 (9) |
CA_5 | 0.0251 (13) | 0.0262 (12) | 0.0307 (13) | 0.0018 (10) | 0.0103 (11) | 0.0002 (10) |
CB_5 | 0.0284 (13) | 0.0297 (14) | 0.0292 (13) | 0.0032 (11) | 0.0051 (11) | 0.0035 (11) |
CG2_5 | 0.0282 (15) | 0.069 (2) | 0.0458 (17) | −0.0004 (15) | 0.0043 (13) | 0.0178 (17) |
CG1_5 | 0.0369 (16) | 0.0377 (16) | 0.0320 (14) | 0.0011 (12) | 0.0094 (12) | 0.0055 (12) |
CD_5 | 0.103 (3) | 0.0357 (19) | 0.059 (2) | 0.010 (2) | 0.031 (2) | 0.0129 (17) |
C3_6 | 0.0243 (13) | 0.0365 (15) | 0.0264 (12) | 0.0018 (11) | 0.0076 (10) | 0.0010 (11) |
N_6 | 0.0333 (12) | 0.0325 (13) | 0.0293 (11) | −0.0001 (10) | 0.0099 (10) | 0.0046 (10) |
CA_6 | 0.0344 (15) | 0.0454 (17) | 0.0307 (14) | −0.0003 (13) | 0.0080 (12) | 0.0112 (13) |
CB_6 | 0.0325 (15) | 0.056 (2) | 0.0288 (14) | 0.0029 (14) | 0.0109 (12) | 0.0046 (13) |
OG1_6 | 0.0374 (11) | 0.0438 (12) | 0.0358 (10) | 0.0081 (9) | 0.0191 (9) | 0.0015 (9) |
CG2_6 | 0.0341 (18) | 0.086 (3) | 0.0470 (19) | −0.0014 (18) | 0.0145 (15) | 0.0079 (19) |
C_6 | 0.0380 (16) | 0.0481 (19) | 0.0353 (15) | 0.0059 (14) | 0.0148 (13) | 0.0152 (14) |
O_6 | 0.0484 (15) | 0.077 (2) | 0.0701 (17) | −0.0012 (13) | 0.0151 (13) | 0.0487 (16) |
N_7 | 0.0420 (14) | 0.0327 (12) | 0.0226 (10) | 0.0072 (10) | 0.0086 (10) | 0.0028 (9) |
CA_7 | 0.0391 (15) | 0.0359 (16) | 0.0202 (12) | 0.0027 (12) | 0.0044 (11) | 0.0039 (11) |
CB_7 | 0.057 (2) | 0.0439 (18) | 0.0256 (14) | 0.0016 (15) | 0.0045 (13) | −0.0010 (13) |
CG1_7 | 0.067 (2) | 0.0405 (18) | 0.0422 (17) | −0.0022 (16) | 0.0044 (17) | −0.0008 (15) |
CG2_7 | 0.088 (3) | 0.0424 (19) | 0.0259 (15) | 0.0038 (18) | 0.0162 (16) | −0.0032 (14) |
C3_8 | 0.0331 (14) | 0.0295 (13) | 0.0255 (13) | 0.0025 (11) | 0.0042 (11) | 0.0032 (11) |
N_8 | 0.0341 (12) | 0.0258 (11) | 0.0242 (10) | 0.0006 (9) | 0.0063 (9) | 0.0025 (9) |
CA_8 | 0.0342 (14) | 0.0244 (12) | 0.0268 (12) | −0.0006 (11) | 0.0097 (11) | 0.0049 (11) |
CB_8 | 0.0320 (14) | 0.0372 (16) | 0.0266 (13) | −0.0006 (11) | 0.0055 (11) | 0.0023 (11) |
SG_8 | 0.0335 (4) | 0.0473 (4) | 0.0287 (3) | 0.0039 (3) | 0.0002 (3) | 0.0027 (3) |
C_8 | 0.0304 (13) | 0.0261 (13) | 0.0262 (12) | −0.0011 (10) | 0.0104 (10) | 0.0047 (10) |
O_8 | 0.0323 (11) | 0.0366 (11) | 0.0321 (10) | 0.0050 (8) | 0.0122 (8) | 0.0017 (9) |
O1_9 | 0.128 (4) | 0.075 (3) | 0.196 (5) | 0.018 (3) | 0.071 (4) | 0.063 (3) |
C1_9 | 0.131 (5) | 0.074 (4) | 0.076 (3) | 0.014 (4) | 0.025 (3) | 0.001 (3) |
N1_9 | 0.075 (3) | 0.050 (2) | 0.085 (3) | 0.0186 (18) | −0.028 (2) | −0.026 (2) |
C2_9 | 0.080 (3) | 0.065 (3) | 0.096 (4) | −0.013 (3) | 0.024 (3) | −0.004 (3) |
C3_9 | 0.117 (5) | 0.091 (4) | 0.069 (3) | −0.026 (4) | 0.004 (3) | −0.013 (3) |
O1_10 | 0.072 (2) | 0.126 (3) | 0.095 (3) | −0.041 (2) | 0.030 (2) | −0.031 (2) |
C1_10 | 0.083 (4) | 0.216 (11) | 0.091 (4) | −0.033 (5) | 0.039 (3) | −0.066 (6) |
N1_10 | 0.094 (3) | 0.117 (4) | 0.069 (3) | −0.056 (3) | 0.029 (2) | −0.025 (3) |
C2_10 | 0.209 (10) | 0.150 (8) | 0.075 (4) | −0.022 (8) | 0.033 (5) | 0.014 (5) |
C3_10 | 0.186 (11) | 0.33 (2) | 0.280 (16) | −0.177 (13) | 0.145 (11) | −0.148 (15) |
Geometric parameters (Å, º) top
N_1—C_8 | 1.342 (4) | CG2_5—H5_5 | 0.9800 |
N_1—CA_1 | 1.455 (3) | CG2_5—H6_5 | 0.9800 |
N_1—H1_1 | 0.8800 | CG1_5—CD_5 | 1.517 (5) |
CA_1—C_1 | 1.527 (4) | CG1_5—H7_5 | 0.9900 |
CA_1—CB_1 | 1.536 (4) | CG1_5—H8_5 | 0.9900 |
CA_1—H2_1 | 1.0000 | CD_5—H9_5 | 0.9800 |
CB_1—CG2_1 | 1.523 (5) | CD_5—H10_5 | 0.9800 |
CB_1—CG1_1 | 1.533 (5) | CD_5—H11_5 | 0.9800 |
CB_1—H3_1 | 1.0000 | C3_6—N_6 | 1.258 (4) |
CG2_1—H4_1 | 0.9800 | C3_6—OG1_6 | 1.358 (3) |
CG2_1—H5_1 | 0.9800 | N_6—CA_6 | 1.485 (4) |
CG2_1—H6_1 | 0.9800 | CA_6—C_6 | 1.534 (4) |
CG1_1—CD_1 | 1.521 (5) | CA_6—CB_6 | 1.553 (5) |
CG1_1—H7_1 | 0.9900 | CA_6—H1_6 | 1.0000 |
CG1_1—H8_1 | 0.9900 | CB_6—OG1_6 | 1.453 (4) |
CD_1—H9_1 | 0.9800 | CB_6—CG2_6 | 1.517 (5) |
CD_1—H10_1 | 0.9800 | CB_6—H2_6 | 1.0000 |
CD_1—H11_1 | 0.9800 | CG2_6—H3_6 | 0.9800 |
C_1—O_1 | 1.246 (3) | CG2_6—H4_6 | 0.9800 |
C_1—N_2 | 1.341 (3) | CG2_6—H5_6 | 0.9800 |
N_2—CA_2 | 1.448 (3) | C_6—O_6 | 1.231 (4) |
N_2—H1_2 | 0.8800 | C_6—N_7 | 1.334 (4) |
CA_2—C_2 | 1.533 (4) | N_7—CA_7 | 1.463 (4) |
CA_2—CB_2 | 1.547 (4) | N_7—H1_7 | 0.8800 |
CA_2—H2_2 | 1.0000 | CA_7—C3_8 | 1.517 (4) |
CB_2—OG1_2 | 1.413 (4) | CA_7—CB_7 | 1.523 (4) |
CB_2—CG2_2 | 1.515 (4) | CA_7—H2_7 | 1.0000 |
CB_2—H3_2 | 1.0000 | CB_7—CG1_7 | 1.499 (5) |
OG1_2—H4_2 | 0.841 (2) | CB_7—CG2_7 | 1.541 (5) |
CG2_2—H5_2 | 0.9800 | CB_7—H3_7 | 1.0000 |
CG2_2—H6_2 | 0.9800 | CG1_7—H4_7 | 0.9800 |
CG2_2—H7_2 | 0.9800 | CG1_7—H5_7 | 0.9800 |
C_2—O_2 | 1.229 (3) | CG1_7—H6_7 | 0.9800 |
C_2—N_3 | 1.342 (3) | CG2_7—H7_7 | 0.9800 |
N_3—CA_3 | 1.457 (3) | CG2_7—H8_7 | 0.9800 |
N_3—H1_3 | 0.8800 | CG2_7—H9_7 | 0.9800 |
CA_3—C3_4 | 1.520 (4) | C3_8—N_8 | 1.292 (3) |
CA_3—CB_3 | 1.538 (4) | C3_8—SG_8 | 1.740 (3) |
CA_3—H2_3 | 1.0000 | N_8—CA_8 | 1.384 (4) |
CB_3—CG1_3 | 1.526 (4) | CA_8—CB_8 | 1.352 (4) |
CB_3—CG2_3 | 1.526 (4) | CA_8—C_8 | 1.492 (4) |
CB_3—H3_3 | 1.0000 | CB_8—SG_8 | 1.719 (3) |
CG1_3—H4_3 | 0.9800 | CB_8—H1_8 | 0.9500 |
CG1_3—H5_3 | 0.9800 | C_8—O_8 | 1.227 (3) |
CG1_3—H6_3 | 0.9800 | O1_9—C1_9 | 1.193 (7) |
CG2_3—H7_3 | 0.9800 | C1_9—N1_9 | 1.327 (7) |
CG2_3—H8_3 | 0.9800 | C1_9—H1_9 | 0.9500 |
CG2_3—H9_3 | 0.9800 | N1_9—C2_9 | 1.457 (7) |
C3_4—N_4 | 1.303 (3) | N1_9—C3_9 | 1.458 (8) |
C3_4—SG_4 | 1.736 (3) | C2_9—H2_9 | 0.9800 |
N_4—CA_4 | 1.378 (3) | C2_9—H3_9 | 0.9800 |
CA_4—CB_4 | 1.364 (4) | C2_9—H4_9 | 0.9800 |
CA_4—C_4 | 1.486 (4) | C3_9—H5_9 | 0.9800 |
CB_4—SG_4 | 1.703 (3) | C3_9—H6_9 | 0.9800 |
CB_4—H1_4 | 0.9500 | C3_9—H7_9 | 0.9800 |
C_4—O_4 | 1.231 (3) | O1_10—C1_10 | 1.196 (8) |
C_4—N_5 | 1.349 (3) | C1_10—N1_10 | 1.362 (12) |
N_5—CA_5 | 1.455 (3) | C1_10—H1_10 | 0.9500 |
N_5—H1_5 | 0.8800 | N1_10—C3_10 | 1.336 (9) |
CA_5—C3_6 | 1.505 (4) | N1_10—C2_10 | 1.527 (12) |
CA_5—CB_5 | 1.545 (4) | C2_10—H2_10 | 0.9800 |
CA_5—H2_5 | 1.0000 | C2_10—H3_10 | 0.9800 |
CB_5—CG2_5 | 1.520 (4) | C2_10—H4_10 | 0.9800 |
CB_5—CG1_5 | 1.536 (4) | C3_10—H5_10 | 0.9800 |
CB_5—H3_5 | 1.0000 | C3_10—H6_10 | 0.9800 |
CG2_5—H4_5 | 0.9800 | C3_10—H7_10 | 0.9800 |
| | | |
C_8—N_1—CA_1 | 121.0 (2) | H4_5—CG2_5—H5_5 | 109.5 |
C_8—N_1—H1_1 | 119.5 | CB_5—CG2_5—H6_5 | 109.5 |
CA_1—N_1—H1_1 | 119.5 | H4_5—CG2_5—H6_5 | 109.5 |
N_1—CA_1—C_1 | 109.0 (2) | H5_5—CG2_5—H6_5 | 109.5 |
N_1—CA_1—CB_1 | 109.8 (2) | CD_5—CG1_5—CB_5 | 114.9 (3) |
C_1—CA_1—CB_1 | 112.7 (2) | CD_5—CG1_5—H7_5 | 108.5 |
N_1—CA_1—H2_1 | 108.4 | CB_5—CG1_5—H7_5 | 108.5 |
C_1—CA_1—H2_1 | 108.4 | CD_5—CG1_5—H8_5 | 108.5 |
CB_1—CA_1—H2_1 | 108.4 | CB_5—CG1_5—H8_5 | 108.5 |
CG2_1—CB_1—CG1_1 | 112.5 (3) | H7_5—CG1_5—H8_5 | 107.5 |
CG2_1—CB_1—CA_1 | 109.4 (2) | CG1_5—CD_5—H9_5 | 109.5 |
CG1_1—CB_1—CA_1 | 110.6 (2) | CG1_5—CD_5—H10_5 | 109.5 |
CG2_1—CB_1—H3_1 | 108.1 | H9_5—CD_5—H10_5 | 109.5 |
CG1_1—CB_1—H3_1 | 108.1 | CG1_5—CD_5—H11_5 | 109.5 |
CA_1—CB_1—H3_1 | 108.1 | H9_5—CD_5—H11_5 | 109.5 |
CB_1—CG2_1—H4_1 | 109.5 | H10_5—CD_5—H11_5 | 109.5 |
CB_1—CG2_1—H5_1 | 109.5 | N_6—C3_6—OG1_6 | 119.7 (3) |
H4_1—CG2_1—H5_1 | 109.5 | N_6—C3_6—CA_5 | 126.0 (3) |
CB_1—CG2_1—H6_1 | 109.5 | OG1_6—C3_6—CA_5 | 114.2 (2) |
H4_1—CG2_1—H6_1 | 109.5 | C3_6—N_6—CA_6 | 105.8 (2) |
H5_1—CG2_1—H6_1 | 109.5 | N_6—CA_6—C_6 | 112.0 (2) |
CD_1—CG1_1—CB_1 | 113.5 (3) | N_6—CA_6—CB_6 | 104.8 (2) |
CD_1—CG1_1—H7_1 | 108.9 | C_6—CA_6—CB_6 | 113.3 (3) |
CB_1—CG1_1—H7_1 | 108.9 | N_6—CA_6—H1_6 | 108.9 |
CD_1—CG1_1—H8_1 | 108.9 | C_6—CA_6—H1_6 | 108.9 |
CB_1—CG1_1—H8_1 | 108.9 | CB_6—CA_6—H1_6 | 108.9 |
H7_1—CG1_1—H8_1 | 107.7 | OG1_6—CB_6—CG2_6 | 109.0 (3) |
CG1_1—CD_1—H9_1 | 109.5 | OG1_6—CB_6—CA_6 | 102.8 (2) |
CG1_1—CD_1—H10_1 | 109.5 | CG2_6—CB_6—CA_6 | 113.6 (3) |
H9_1—CD_1—H10_1 | 109.5 | OG1_6—CB_6—H2_6 | 110.4 |
CG1_1—CD_1—H11_1 | 109.5 | CG2_6—CB_6—H2_6 | 110.4 |
H9_1—CD_1—H11_1 | 109.5 | CA_6—CB_6—H2_6 | 110.4 |
H10_1—CD_1—H11_1 | 109.5 | C3_6—OG1_6—CB_6 | 106.2 (2) |
O_1—C_1—N_2 | 122.7 (2) | CB_6—CG2_6—H3_6 | 109.5 |
O_1—C_1—CA_1 | 122.3 (2) | CB_6—CG2_6—H4_6 | 109.5 |
N_2—C_1—CA_1 | 115.0 (2) | H3_6—CG2_6—H4_6 | 109.5 |
C_1—N_2—CA_2 | 123.2 (2) | CB_6—CG2_6—H5_6 | 109.5 |
C_1—N_2—H1_2 | 118.4 | H3_6—CG2_6—H5_6 | 109.5 |
CA_2—N_2—H1_2 | 118.4 | H4_6—CG2_6—H5_6 | 109.5 |
N_2—CA_2—C_2 | 113.0 (2) | O_6—C_6—N_7 | 124.4 (3) |
N_2—CA_2—CB_2 | 107.9 (2) | O_6—C_6—CA_6 | 118.8 (3) |
C_2—CA_2—CB_2 | 112.4 (2) | N_7—C_6—CA_6 | 116.7 (3) |
N_2—CA_2—H2_2 | 107.8 | C_6—N_7—CA_7 | 120.8 (3) |
C_2—CA_2—H2_2 | 107.8 | C_6—N_7—H1_7 | 119.6 |
CB_2—CA_2—H2_2 | 107.8 | CA_7—N_7—H1_7 | 119.6 |
OG1_2—CB_2—CG2_2 | 111.4 (3) | N_7—CA_7—C3_8 | 106.7 (2) |
OG1_2—CB_2—CA_2 | 107.1 (2) | N_7—CA_7—CB_7 | 114.8 (3) |
CG2_2—CB_2—CA_2 | 112.6 (3) | C3_8—CA_7—CB_7 | 114.2 (3) |
OG1_2—CB_2—H3_2 | 108.6 | N_7—CA_7—H2_7 | 106.9 |
CG2_2—CB_2—H3_2 | 108.6 | C3_8—CA_7—H2_7 | 106.9 |
CA_2—CB_2—H3_2 | 108.6 | CB_7—CA_7—H2_7 | 106.9 |
CB_2—OG1_2—H4_2 | 109.4 (2) | CG1_7—CB_7—CA_7 | 112.5 (3) |
CB_2—CG2_2—H5_2 | 109.5 | CG1_7—CB_7—CG2_7 | 112.7 (3) |
CB_2—CG2_2—H6_2 | 109.5 | CA_7—CB_7—CG2_7 | 109.1 (3) |
H5_2—CG2_2—H6_2 | 109.5 | CG1_7—CB_7—H3_7 | 107.4 |
CB_2—CG2_2—H7_2 | 109.5 | CA_7—CB_7—H3_7 | 107.4 |
H5_2—CG2_2—H7_2 | 109.5 | CG2_7—CB_7—H3_7 | 107.4 |
H6_2—CG2_2—H7_2 | 109.5 | CB_7—CG1_7—H4_7 | 109.5 |
O_2—C_2—N_3 | 123.6 (3) | CB_7—CG1_7—H5_7 | 109.5 |
O_2—C_2—CA_2 | 119.7 (2) | H4_7—CG1_7—H5_7 | 109.5 |
N_3—C_2—CA_2 | 116.7 (2) | CB_7—CG1_7—H6_7 | 109.5 |
C_2—N_3—CA_3 | 121.4 (2) | H4_7—CG1_7—H6_7 | 109.5 |
C_2—N_3—H1_3 | 119.3 | H5_7—CG1_7—H6_7 | 109.5 |
CA_3—N_3—H1_3 | 119.3 | CB_7—CG2_7—H7_7 | 109.5 |
N_3—CA_3—C3_4 | 108.3 (2) | CB_7—CG2_7—H8_7 | 109.5 |
N_3—CA_3—CB_3 | 113.0 (2) | H7_7—CG2_7—H8_7 | 109.5 |
C3_4—CA_3—CB_3 | 115.1 (2) | CB_7—CG2_7—H9_7 | 109.5 |
N_3—CA_3—H2_3 | 106.7 | H7_7—CG2_7—H9_7 | 109.5 |
C3_4—CA_3—H2_3 | 106.7 | H8_7—CG2_7—H9_7 | 109.5 |
CB_3—CA_3—H2_3 | 106.7 | N_8—C3_8—CA_7 | 121.8 (2) |
CG1_3—CB_3—CG2_3 | 110.6 (3) | N_8—C3_8—SG_8 | 113.7 (2) |
CG1_3—CB_3—CA_3 | 108.7 (2) | CA_7—C3_8—SG_8 | 124.43 (19) |
CG2_3—CB_3—CA_3 | 113.4 (2) | C3_8—N_8—CA_8 | 111.5 (2) |
CG1_3—CB_3—H3_3 | 108.0 | CB_8—CA_8—N_8 | 115.6 (2) |
CG2_3—CB_3—H3_3 | 108.0 | CB_8—CA_8—C_8 | 126.8 (3) |
CA_3—CB_3—H3_3 | 108.0 | N_8—CA_8—C_8 | 117.4 (2) |
CB_3—CG1_3—H4_3 | 109.5 | CA_8—CB_8—SG_8 | 109.5 (2) |
CB_3—CG1_3—H5_3 | 109.5 | CA_8—CB_8—H1_8 | 125.3 |
H4_3—CG1_3—H5_3 | 109.5 | SG_8—CB_8—H1_8 | 125.3 |
CB_3—CG1_3—H6_3 | 109.5 | CB_8—SG_8—C3_8 | 89.79 (14) |
H4_3—CG1_3—H6_3 | 109.5 | O_8—C_8—N_1 | 123.9 (2) |
H5_3—CG1_3—H6_3 | 109.5 | O_8—C_8—CA_8 | 122.2 (3) |
CB_3—CG2_3—H7_3 | 109.5 | N_1—C_8—CA_8 | 113.9 (2) |
CB_3—CG2_3—H8_3 | 109.5 | O1_9—C1_9—N1_9 | 127.1 (7) |
H7_3—CG2_3—H8_3 | 109.5 | O1_9—C1_9—H1_9 | 116.4 |
CB_3—CG2_3—H9_3 | 109.5 | N1_9—C1_9—H1_9 | 116.4 |
H7_3—CG2_3—H9_3 | 109.5 | C1_9—N1_9—C2_9 | 125.8 (5) |
H8_3—CG2_3—H9_3 | 109.5 | C1_9—N1_9—C3_9 | 117.8 (5) |
N_4—C3_4—CA_3 | 123.3 (2) | C2_9—N1_9—C3_9 | 116.2 (4) |
N_4—C3_4—SG_4 | 113.72 (19) | N1_9—C2_9—H2_9 | 109.5 |
CA_3—C3_4—SG_4 | 122.94 (19) | N1_9—C2_9—H3_9 | 109.5 |
C3_4—N_4—CA_4 | 110.8 (2) | H2_9—C2_9—H3_9 | 109.5 |
CB_4—CA_4—N_4 | 115.9 (2) | N1_9—C2_9—H4_9 | 109.5 |
CB_4—CA_4—C_4 | 122.8 (2) | H2_9—C2_9—H4_9 | 109.5 |
N_4—CA_4—C_4 | 121.2 (2) | H3_9—C2_9—H4_9 | 109.5 |
CA_4—CB_4—SG_4 | 109.3 (2) | N1_9—C3_9—H5_9 | 109.5 |
CA_4—CB_4—H1_4 | 125.3 | N1_9—C3_9—H6_9 | 109.5 |
SG_4—CB_4—H1_4 | 125.3 | H5_9—C3_9—H6_9 | 109.5 |
CB_4—SG_4—C3_4 | 90.21 (13) | N1_9—C3_9—H7_9 | 109.5 |
O_4—C_4—N_5 | 122.0 (2) | H5_9—C3_9—H7_9 | 109.5 |
O_4—C_4—CA_4 | 121.7 (2) | H6_9—C3_9—H7_9 | 109.5 |
N_5—C_4—CA_4 | 116.2 (2) | O1_10—C1_10—N1_10 | 126.9 (8) |
C_4—N_5—CA_5 | 118.6 (2) | O1_10—C1_10—H1_10 | 116.5 |
C_4—N_5—H1_5 | 120.7 | N1_10—C1_10—H1_10 | 116.5 |
CA_5—N_5—H1_5 | 120.7 | C3_10—N1_10—C1_10 | 122.9 (10) |
N_5—CA_5—C3_6 | 110.2 (2) | C3_10—N1_10—C2_10 | 120.1 (10) |
N_5—CA_5—CB_5 | 111.4 (2) | C1_10—N1_10—C2_10 | 116.9 (6) |
C3_6—CA_5—CB_5 | 111.8 (2) | N1_10—C2_10—H2_10 | 109.5 |
N_5—CA_5—H2_5 | 107.7 | N1_10—C2_10—H3_10 | 109.5 |
C3_6—CA_5—H2_5 | 107.7 | H2_10—C2_10—H3_10 | 109.5 |
CB_5—CA_5—H2_5 | 107.7 | N1_10—C2_10—H4_10 | 109.5 |
CG2_5—CB_5—CG1_5 | 111.2 (3) | H2_10—C2_10—H4_10 | 109.5 |
CG2_5—CB_5—CA_5 | 111.7 (2) | H3_10—C2_10—H4_10 | 109.5 |
CG1_5—CB_5—CA_5 | 112.0 (2) | N1_10—C3_10—H5_10 | 109.5 |
CG2_5—CB_5—H3_5 | 107.2 | N1_10—C3_10—H6_10 | 109.5 |
CG1_5—CB_5—H3_5 | 107.2 | H5_10—C3_10—H6_10 | 109.5 |
CA_5—CB_5—H3_5 | 107.2 | N1_10—C3_10—H7_10 | 109.5 |
CB_5—CG2_5—H4_5 | 109.5 | H5_10—C3_10—H7_10 | 109.5 |
CB_5—CG2_5—H5_5 | 109.5 | H6_10—C3_10—H7_10 | 109.5 |
| | | |
C_8—N_1—CA_1—C_1 | −74.9 (3) | N_5—CA_5—CB_5—CG1_5 | −67.8 (3) |
C_8—N_1—CA_1—CB_1 | 161.2 (2) | C3_6—CA_5—CB_5—CG1_5 | 168.4 (2) |
N_1—CA_1—CB_1—CG2_1 | 177.4 (3) | CG2_5—CB_5—CG1_5—CD_5 | 59.3 (4) |
C_1—CA_1—CB_1—CG2_1 | 55.7 (3) | CA_5—CB_5—CG1_5—CD_5 | −66.5 (4) |
N_1—CA_1—CB_1—CG1_1 | −58.1 (3) | N_5—CA_5—C3_6—N_6 | −42.2 (4) |
C_1—CA_1—CB_1—CG1_1 | −179.8 (2) | CB_5—CA_5—C3_6—N_6 | 82.3 (3) |
CG2_1—CB_1—CG1_1—CD_1 | −63.1 (4) | N_5—CA_5—C3_6—OG1_6 | 138.6 (2) |
CA_1—CB_1—CG1_1—CD_1 | 174.2 (3) | CB_5—CA_5—C3_6—OG1_6 | −96.9 (3) |
N_1—CA_1—C_1—O_1 | −64.0 (3) | OG1_6—C3_6—N_6—CA_6 | −2.0 (4) |
CB_1—CA_1—C_1—O_1 | 58.1 (3) | CA_5—C3_6—N_6—CA_6 | 178.8 (3) |
N_1—CA_1—C_1—N_2 | 114.3 (2) | C3_6—N_6—CA_6—C_6 | −116.9 (3) |
CB_1—CA_1—C_1—N_2 | −123.5 (2) | C3_6—N_6—CA_6—CB_6 | 6.3 (3) |
O_1—C_1—N_2—CA_2 | 5.1 (4) | N_6—CA_6—CB_6—OG1_6 | −8.1 (3) |
CA_1—C_1—N_2—CA_2 | −173.2 (2) | C_6—CA_6—CB_6—OG1_6 | 114.3 (3) |
C_1—N_2—CA_2—C_2 | 68.9 (3) | N_6—CA_6—CB_6—CG2_6 | 109.5 (3) |
C_1—N_2—CA_2—CB_2 | −166.2 (2) | C_6—CA_6—CB_6—CG2_6 | −128.1 (3) |
N_2—CA_2—CB_2—OG1_2 | −60.6 (3) | N_6—C3_6—OG1_6—CB_6 | −3.7 (3) |
C_2—CA_2—CB_2—OG1_2 | 64.7 (3) | CA_5—C3_6—OG1_6—CB_6 | 175.6 (2) |
N_2—CA_2—CB_2—CG2_2 | 176.7 (2) | CG2_6—CB_6—OG1_6—C3_6 | −113.8 (3) |
C_2—CA_2—CB_2—CG2_2 | −58.0 (3) | CA_6—CB_6—OG1_6—C3_6 | 7.1 (3) |
N_2—CA_2—C_2—O_2 | −161.3 (2) | N_6—CA_6—C_6—O_6 | −138.7 (3) |
CB_2—CA_2—C_2—O_2 | 76.2 (3) | CB_6—CA_6—C_6—O_6 | 103.0 (4) |
N_2—CA_2—C_2—N_3 | 19.3 (3) | N_6—CA_6—C_6—N_7 | 42.5 (4) |
CB_2—CA_2—C_2—N_3 | −103.1 (3) | CB_6—CA_6—C_6—N_7 | −75.8 (3) |
O_2—C_2—N_3—CA_3 | 9.7 (4) | O_6—C_6—N_7—CA_7 | 23.6 (5) |
CA_2—C_2—N_3—CA_3 | −171.0 (2) | CA_6—C_6—N_7—CA_7 | −157.8 (3) |
C_2—N_3—CA_3—C3_4 | 115.5 (3) | C_6—N_7—CA_7—C3_8 | 101.5 (3) |
C_2—N_3—CA_3—CB_3 | −115.8 (3) | C_6—N_7—CA_7—CB_7 | −130.9 (3) |
N_3—CA_3—CB_3—CG1_3 | 59.5 (3) | N_7—CA_7—CB_7—CG1_7 | −65.2 (4) |
C3_4—CA_3—CB_3—CG1_3 | −175.4 (2) | C3_8—CA_7—CB_7—CG1_7 | 58.4 (4) |
N_3—CA_3—CB_3—CG2_3 | −64.0 (3) | N_7—CA_7—CB_7—CG2_7 | 60.6 (3) |
C3_4—CA_3—CB_3—CG2_3 | 61.1 (3) | C3_8—CA_7—CB_7—CG2_7 | −175.7 (3) |
N_3—CA_3—C3_4—N_4 | −27.8 (4) | N_7—CA_7—C3_8—N_8 | −13.2 (4) |
CB_3—CA_3—C3_4—N_4 | −155.3 (3) | CB_7—CA_7—C3_8—N_8 | −141.2 (3) |
N_3—CA_3—C3_4—SG_4 | 154.4 (2) | N_7—CA_7—C3_8—SG_8 | 171.0 (2) |
CB_3—CA_3—C3_4—SG_4 | 26.9 (3) | CB_7—CA_7—C3_8—SG_8 | 43.1 (4) |
CA_3—C3_4—N_4—CA_4 | −178.3 (2) | CA_7—C3_8—N_8—CA_8 | −175.1 (3) |
SG_4—C3_4—N_4—CA_4 | −0.4 (3) | SG_8—C3_8—N_8—CA_8 | 1.1 (3) |
C3_4—N_4—CA_4—CB_4 | 0.2 (3) | C3_8—N_8—CA_8—CB_8 | −1.7 (4) |
C3_4—N_4—CA_4—C_4 | 178.8 (2) | C3_8—N_8—CA_8—C_8 | 173.4 (2) |
N_4—CA_4—CB_4—SG_4 | 0.0 (3) | N_8—CA_8—CB_8—SG_8 | 1.4 (3) |
C_4—CA_4—CB_4—SG_4 | −178.6 (2) | C_8—CA_8—CB_8—SG_8 | −173.1 (2) |
CA_4—CB_4—SG_4—C3_4 | −0.2 (2) | CA_8—CB_8—SG_8—C3_8 | −0.6 (2) |
N_4—C3_4—SG_4—CB_4 | 0.3 (2) | N_8—C3_8—SG_8—CB_8 | −0.3 (2) |
CA_3—C3_4—SG_4—CB_4 | 178.3 (2) | CA_7—C3_8—SG_8—CB_8 | 175.8 (3) |
CB_4—CA_4—C_4—O_4 | −3.7 (4) | CA_1—N_1—C_8—O_8 | 6.2 (4) |
N_4—CA_4—C_4—O_4 | 177.8 (2) | CA_1—N_1—C_8—CA_8 | −170.5 (2) |
CB_4—CA_4—C_4—N_5 | 174.6 (3) | CB_8—CA_8—C_8—O_8 | −5.2 (4) |
N_4—CA_4—C_4—N_5 | −3.9 (4) | N_8—CA_8—C_8—O_8 | −179.6 (3) |
O_4—C_4—N_5—CA_5 | 3.1 (4) | CB_8—CA_8—C_8—N_1 | 171.5 (3) |
CA_4—C_4—N_5—CA_5 | −175.2 (2) | N_8—CA_8—C_8—N_1 | −2.9 (3) |
C_4—N_5—CA_5—C3_6 | −61.0 (3) | O1_9—C1_9—N1_9—C2_9 | 7.8 (11) |
C_4—N_5—CA_5—CB_5 | 174.2 (2) | O1_9—C1_9—N1_9—C3_9 | −177.6 (7) |
N_5—CA_5—CB_5—CG2_5 | 166.7 (3) | O1_10—C1_10—N1_10—C3_10 | 179.9 (8) |
C3_6—CA_5—CB_5—CG2_5 | 42.9 (3) | O1_10—C1_10—N1_10—C2_10 | 2.3 (10) |
Hydrogen-bonding geometry (Å, °). topD—H | A | D–H | H···A | D–H···A | D···A |
(D-aThr2)—NH | O=(D-aThr2)i | 0.88 | 2.08 | 159 | 2.921 (3) |
(D-aThr2)—OH | O=(Ile1)i | 0.84 | 2.29 | 152 | 3.053 (3) |
(D-Val3)—NH | O=(Thz8) | 0.88 | 2.19 | 156 | 3.012 (3) |
(Ile5)—NH | O=(Ile1) | 0.88 | 2.17 | 162 | 3.014 (3) |
(D-Val7)—NH | O=(Thz4) | 0.88 | 2.47 | 149 | 3.255 (3) |
Symmetry code: (i) -x, y-1/2, -z. |