The hybrid
dipeptide, methyl 2-[1-({2-[(
tert-butoxycarbonyl)amino]benzamido}methyl)cyclohexyl]acetate (Boc-Ant-Gpn-OMe), C
22H
32N
2O
5, adopts a folded conformation stabilized by intramolecular six- (C
6) and seven-membered (C
7) hydrogen-bonded rings, together with weak C-H
O and C-H
interactions, resulting in a ribbon-like structure.
Supporting information
CCDC reference: 895752
Data collection: CrysAlis PRO (Oxford Diffraction, 2010); cell refinement: CrysAlis PRO (Oxford Diffraction, 2010); data reduction: CrysAlis PRO (Oxford Diffraction, 2010); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: PLATON (Spek, 2009).
Methyl
2-[1-({2-[(
tert-butoxycarbonyl)amino]benzamido}methyl)cyclohexyl]acetate
top
Crystal data top
C22H32N2O5 | F(000) = 872 |
Mr = 404.50 | Dx = 1.208 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 6989 reflections |
a = 9.8759 (4) Å | θ = 3.7–26.0° |
b = 7.8230 (3) Å | µ = 0.09 mm−1 |
c = 29.0542 (11) Å | T = 293 K |
β = 97.873 (4)° | Needle, color less |
V = 2223.54 (15) Å3 | 0.43 × 0.13 × 0.12 mm |
Z = 4 | |
Data collection top
Oxford Diffraction Xcalibur Sapphire3 diffractometer | 4359 independent reflections |
Radiation source: fine-focus sealed tube | 3091 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.034 |
Detector resolution: 16.1049 pixels mm-1 | θmax = 26.0°, θmin = 3.7° |
ω scan | h = −12→12 |
Absorption correction: multi-scan (Crysalis PRO; Oxford Diffraction, 2010) | k = −9→9 |
Tmin = 0.91, Tmax = 1.00 | l = −34→35 |
17649 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.060 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.138 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0475P)2 + 0.9395P] where P = (Fo2 + 2Fc2)/3 |
4359 reflections | (Δ/σ)max < 0.001 |
342 parameters | Δρmax = 0.26 e Å−3 |
0 restraints | Δρmin = −0.17 e Å−3 |
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 | |
C1 | 0.1776 (4) | 0.9040 (4) | 0.21171 (11) | 0.1092 (12) | |
H1A | 0.2490 | 0.9692 | 0.2007 | 0.164* | |
H1B | 0.1540 | 0.9553 | 0.2395 | 0.164* | |
H1C | 0.0988 | 0.9022 | 0.1884 | 0.164* | |
C2 | 0.1144 (3) | 0.6167 (5) | 0.23765 (10) | 0.0943 (10) | |
H2A | 0.0375 | 0.6140 | 0.2135 | 0.141* | |
H2B | 0.0871 | 0.6659 | 0.2652 | 0.141* | |
H2C | 0.1470 | 0.5025 | 0.2442 | 0.141* | |
C3 | 0.3546 (3) | 0.7179 (5) | 0.25656 (9) | 0.0866 (9) | |
H3A | 0.3860 | 0.6020 | 0.2605 | 0.130* | |
H3B | 0.3356 | 0.7619 | 0.2858 | 0.130* | |
H3C | 0.4240 | 0.7864 | 0.2454 | 0.130* | |
C4 | 0.2267 (2) | 0.7232 (4) | 0.22199 (7) | 0.0612 (6) | |
O3 | 0.25636 (18) | 0.6651 (2) | 0.17610 (5) | 0.0635 (5) | |
C0' | 0.2987 (2) | 0.5042 (3) | 0.16961 (7) | 0.0532 (6) | |
O0 | 0.3173 (2) | 0.3967 (3) | 0.19927 (6) | 0.0886 (6) | |
N1 | 0.31740 (19) | 0.4883 (2) | 0.12451 (6) | 0.0490 (5) | |
C1B | 0.34934 (19) | 0.3398 (3) | 0.10155 (7) | 0.0427 (5) | |
C1A | 0.34359 (18) | 0.3439 (3) | 0.05266 (7) | 0.0408 (5) | |
C1' | 0.3091 (2) | 0.5046 (3) | 0.02582 (7) | 0.0431 (5) | |
O1 | 0.2687 (2) | 0.6351 (2) | 0.04341 (5) | 0.0720 (5) | |
C1B1 | 0.3684 (2) | 0.1914 (3) | 0.03026 (8) | 0.0526 (6) | |
C1G1 | 0.3999 (3) | 0.0420 (3) | 0.05369 (10) | 0.0643 (7) | |
C1G2 | 0.4091 (3) | 0.0416 (3) | 0.10140 (10) | 0.0694 (7) | |
C1B2 | 0.3859 (3) | 0.1875 (3) | 0.12497 (9) | 0.0594 (6) | |
N2 | 0.32261 (19) | 0.5012 (3) | −0.01931 (6) | 0.0517 (5) | |
C2G | 0.2893 (2) | 0.6410 (3) | −0.05152 (7) | 0.0463 (5) | |
C2B | 0.15325 (19) | 0.6177 (3) | −0.08359 (6) | 0.0395 (5) | |
C2A | 0.1385 (3) | 0.4326 (3) | −0.10203 (9) | 0.0537 (6) | |
C2' | 0.2571 (3) | 0.3647 (3) | −0.12313 (8) | 0.0572 (6) | |
O2 | 0.3632 (2) | 0.3177 (3) | −0.10160 (6) | 0.0918 (7) | |
C2B1 | 0.0318 (2) | 0.6514 (3) | −0.05699 (8) | 0.0497 (5) | |
C2G1 | 0.0179 (3) | 0.8362 (3) | −0.04280 (11) | 0.0685 (7) | |
C2D | 0.0112 (4) | 0.9548 (4) | −0.08408 (14) | 0.0886 (10) | |
C2G2 | 0.1342 (3) | 0.9294 (4) | −0.10935 (12) | 0.0789 (8) | |
C2B2 | 0.1478 (3) | 0.7448 (3) | −0.12384 (8) | 0.0584 (6) | |
O2M | 0.23481 (17) | 0.3587 (2) | −0.16919 (5) | 0.0710 (5) | |
C2M | 0.3453 (3) | 0.2911 (4) | −0.19148 (10) | 0.0931 (10) | |
H2M1 | 0.4236 | 0.3643 | −0.1851 | 0.140* | |
H2M2 | 0.3174 | 0.2853 | −0.2244 | 0.140* | |
H2M3 | 0.3683 | 0.1786 | −0.1797 | 0.140* | |
H1N | 0.299 (3) | 0.581 (3) | 0.1075 (9) | 0.070 (8)* | |
H1B1 | 0.362 (2) | 0.189 (3) | −0.0043 (9) | 0.070 (7)* | |
H1G1 | 0.413 (3) | −0.062 (3) | 0.0368 (9) | 0.074 (8)* | |
H1G2 | 0.433 (2) | −0.063 (3) | 0.1185 (9) | 0.075 (8)* | |
H1B2 | 0.388 (2) | 0.187 (3) | 0.1576 (9) | 0.072 (8)* | |
H2N | 0.351 (3) | 0.406 (4) | −0.0308 (10) | 0.086 (9)* | |
H2G1 | 0.284 (2) | 0.748 (3) | −0.0341 (7) | 0.048 (6)* | |
H2G2 | 0.367 (2) | 0.652 (3) | −0.0715 (7) | 0.052 (6)* | |
H2B1 | 0.045 (2) | 0.574 (3) | −0.0293 (8) | 0.052 (6)* | |
H2B2 | −0.053 (2) | 0.614 (3) | −0.0781 (8) | 0.063 (7)* | |
H2G3 | −0.062 (3) | 0.847 (3) | −0.0276 (9) | 0.080 (8)* | |
H2G4 | 0.097 (3) | 0.869 (3) | −0.0188 (9) | 0.071 (8)* | |
H2D2 | −0.075 (4) | 0.924 (4) | −0.1090 (12) | 0.119 (12)* | |
H2D1 | 0.003 (3) | 1.081 (5) | −0.0741 (11) | 0.113 (11)* | |
H2G5 | 0.126 (3) | 1.003 (4) | −0.1398 (10) | 0.090 (9)* | |
H2G6 | 0.217 (2) | 0.958 (3) | −0.0888 (8) | 0.054 (6)* | |
H2B3 | 0.227 (2) | 0.729 (3) | −0.1394 (8) | 0.061 (7)* | |
H2B4 | 0.069 (3) | 0.710 (3) | −0.1467 (9) | 0.069 (7)* | |
H2A1 | 0.122 (2) | 0.355 (3) | −0.0751 (8) | 0.055 (6)* | |
H2A2 | 0.058 (2) | 0.426 (3) | −0.1235 (8) | 0.062 (7)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
C1 | 0.156 (3) | 0.106 (3) | 0.069 (2) | 0.041 (2) | 0.028 (2) | −0.0169 (18) |
C2 | 0.0696 (17) | 0.150 (3) | 0.0669 (19) | −0.0185 (19) | 0.0211 (14) | −0.0221 (19) |
C3 | 0.0681 (17) | 0.135 (3) | 0.0554 (16) | −0.0007 (17) | 0.0047 (13) | −0.0323 (17) |
C4 | 0.0661 (15) | 0.0875 (18) | 0.0314 (12) | 0.0049 (13) | 0.0119 (10) | −0.0109 (11) |
O3 | 0.0914 (12) | 0.0714 (11) | 0.0296 (8) | 0.0107 (9) | 0.0147 (8) | −0.0029 (7) |
C0' | 0.0593 (13) | 0.0678 (15) | 0.0324 (12) | 0.0012 (12) | 0.0060 (10) | 0.0018 (11) |
O0 | 0.1424 (18) | 0.0868 (13) | 0.0388 (10) | 0.0270 (13) | 0.0206 (10) | 0.0162 (10) |
N1 | 0.0660 (12) | 0.0508 (11) | 0.0299 (9) | 0.0009 (9) | 0.0057 (8) | 0.0003 (8) |
C1B | 0.0417 (11) | 0.0497 (12) | 0.0357 (11) | −0.0027 (9) | 0.0021 (8) | 0.0004 (9) |
C1A | 0.0366 (10) | 0.0478 (12) | 0.0367 (11) | −0.0046 (9) | 0.0004 (8) | −0.0028 (9) |
C1' | 0.0482 (11) | 0.0486 (12) | 0.0310 (11) | −0.0069 (10) | −0.0001 (8) | −0.0055 (9) |
O1 | 0.1348 (16) | 0.0456 (9) | 0.0351 (8) | 0.0069 (10) | 0.0096 (9) | −0.0025 (7) |
C1B1 | 0.0578 (13) | 0.0527 (14) | 0.0465 (14) | −0.0019 (10) | 0.0047 (10) | −0.0080 (11) |
C1G1 | 0.0719 (16) | 0.0507 (15) | 0.0701 (18) | 0.0051 (12) | 0.0088 (13) | −0.0083 (13) |
C1G2 | 0.0796 (18) | 0.0531 (15) | 0.0743 (19) | 0.0137 (13) | 0.0064 (14) | 0.0116 (14) |
C1B2 | 0.0682 (15) | 0.0628 (16) | 0.0463 (14) | 0.0070 (12) | 0.0043 (11) | 0.0089 (12) |
N2 | 0.0599 (11) | 0.0630 (13) | 0.0321 (10) | 0.0115 (10) | 0.0053 (8) | 0.0009 (9) |
C2G | 0.0453 (11) | 0.0594 (14) | 0.0342 (11) | −0.0073 (10) | 0.0053 (9) | 0.0043 (10) |
C2B | 0.0407 (10) | 0.0478 (11) | 0.0302 (10) | −0.0052 (9) | 0.0060 (8) | 0.0008 (8) |
C2A | 0.0581 (14) | 0.0599 (15) | 0.0438 (13) | −0.0079 (11) | 0.0092 (11) | −0.0090 (11) |
C2' | 0.0681 (15) | 0.0585 (14) | 0.0445 (13) | 0.0058 (12) | 0.0062 (11) | −0.0101 (11) |
O2 | 0.0925 (14) | 0.1265 (18) | 0.0541 (11) | 0.0520 (13) | 0.0019 (10) | −0.0150 (11) |
C2B1 | 0.0439 (12) | 0.0592 (14) | 0.0478 (13) | −0.0065 (10) | 0.0126 (10) | −0.0011 (11) |
C2G1 | 0.0628 (16) | 0.0646 (17) | 0.082 (2) | 0.0021 (13) | 0.0242 (15) | −0.0120 (15) |
C2D | 0.092 (2) | 0.0598 (19) | 0.114 (3) | 0.0145 (16) | 0.016 (2) | 0.0078 (18) |
C2G2 | 0.085 (2) | 0.0676 (18) | 0.082 (2) | −0.0067 (16) | 0.0035 (17) | 0.0309 (16) |
C2B2 | 0.0614 (15) | 0.0755 (17) | 0.0381 (13) | −0.0046 (13) | 0.0063 (12) | 0.0145 (11) |
O2M | 0.0768 (11) | 0.0953 (13) | 0.0405 (9) | 0.0149 (10) | 0.0074 (8) | −0.0120 (9) |
C2M | 0.104 (2) | 0.122 (3) | 0.0572 (17) | 0.031 (2) | 0.0243 (16) | −0.0210 (17) |
Geometric parameters (Å, º) top
C1—C4 | 1.512 (4) | N2—C2G | 1.448 (3) |
C1—H1A | 0.9600 | N2—H2N | 0.88 (3) |
C1—H1B | 0.9600 | C2G—C2B | 1.537 (3) |
C1—H1C | 0.9600 | C2G—H2G1 | 0.98 (2) |
C2—C4 | 1.506 (4) | C2G—H2G2 | 1.03 (2) |
C2—H2A | 0.9600 | C2B—C2B2 | 1.530 (3) |
C2—H2B | 0.9600 | C2B—C2B1 | 1.536 (3) |
C2—H2C | 0.9600 | C2B—C2A | 1.545 (3) |
C3—C4 | 1.503 (3) | C2A—C2' | 1.492 (3) |
C3—H3A | 0.9600 | C2A—H2A1 | 1.02 (2) |
C3—H3B | 0.9600 | C2A—H2A2 | 0.94 (2) |
C3—H3C | 0.9600 | C2'—O2 | 1.202 (3) |
C4—O3 | 1.475 (2) | C2'—O2M | 1.327 (3) |
O3—C0' | 1.348 (3) | C2B1—C2G1 | 1.514 (3) |
C0'—O0 | 1.200 (3) | C2B1—H2B1 | 1.00 (2) |
C0'—N1 | 1.354 (3) | C2B1—H2B2 | 1.01 (2) |
N1—C1B | 1.397 (3) | C2G1—C2D | 1.511 (4) |
N1—H1N | 0.88 (3) | C2G1—H2G3 | 0.96 (3) |
C1B—C1B2 | 1.395 (3) | C2G1—H2G4 | 1.01 (3) |
C1B—C1A | 1.414 (3) | C2D—C2G2 | 1.516 (4) |
C1A—C1B1 | 1.397 (3) | C2D—H2D2 | 1.07 (4) |
C1A—C1' | 1.494 (3) | C2D—H2D1 | 1.03 (4) |
C1'—O1 | 1.233 (2) | C2G2—C2B2 | 1.515 (4) |
C1'—N2 | 1.336 (3) | C2G2—H2G5 | 1.05 (3) |
C1B1—C1G1 | 1.366 (3) | C2G2—H2G6 | 0.97 (2) |
C1B1—H1B1 | 1.00 (2) | C2B2—H2B3 | 0.97 (2) |
C1G1—C1G2 | 1.377 (4) | C2B2—H2B4 | 0.99 (3) |
C1G1—H1G1 | 0.97 (3) | O2M—C2M | 1.443 (3) |
C1G2—C1B2 | 1.366 (4) | C2M—H2M1 | 0.9600 |
C1G2—H1G2 | 0.97 (3) | C2M—H2M2 | 0.9600 |
C1B2—H1B2 | 0.94 (3) | C2M—H2M3 | 0.9600 |
| | | |
C4—C1—H1A | 109.5 | C2B—C2G—H2G1 | 108.3 (12) |
C4—C1—H1B | 109.5 | N2—C2G—H2G2 | 107.9 (12) |
H1A—C1—H1B | 109.5 | C2B—C2G—H2G2 | 109.1 (12) |
C4—C1—H1C | 109.5 | H2G1—C2G—H2G2 | 108.1 (16) |
H1A—C1—H1C | 109.5 | C2B2—C2B—C2G | 108.82 (17) |
H1B—C1—H1C | 109.5 | C2B2—C2B—C2B1 | 108.94 (18) |
C4—C2—H2A | 109.5 | C2G—C2B—C2B1 | 110.65 (17) |
C4—C2—H2B | 109.5 | C2B2—C2B—C2A | 110.64 (18) |
H2A—C2—H2B | 109.5 | C2G—C2B—C2A | 110.77 (18) |
C4—C2—H2C | 109.5 | C2B1—C2B—C2A | 107.00 (17) |
H2A—C2—H2C | 109.5 | C2'—C2A—C2B | 115.71 (19) |
H2B—C2—H2C | 109.5 | C2'—C2A—H2A1 | 108.8 (12) |
C4—C3—H3A | 109.5 | C2B—C2A—H2A1 | 107.8 (12) |
C4—C3—H3B | 109.5 | C2'—C2A—H2A2 | 110.4 (14) |
H3A—C3—H3B | 109.5 | C2B—C2A—H2A2 | 108.1 (14) |
C4—C3—H3C | 109.5 | H2A1—C2A—H2A2 | 105.5 (18) |
H3A—C3—H3C | 109.5 | O2—C2'—O2M | 121.8 (2) |
H3B—C3—H3C | 109.5 | O2—C2'—C2A | 124.9 (2) |
O3—C4—C3 | 110.03 (19) | O2M—C2'—C2A | 113.3 (2) |
O3—C4—C2 | 110.4 (2) | C2G1—C2B1—C2B | 114.01 (19) |
C3—C4—C2 | 111.7 (2) | C2G1—C2B1—H2B1 | 111.3 (12) |
O3—C4—C1 | 101.97 (19) | C2B—C2B1—H2B1 | 105.9 (12) |
C3—C4—C1 | 112.0 (3) | C2G1—C2B1—H2B2 | 109.9 (13) |
C2—C4—C1 | 110.3 (3) | C2B—C2B1—H2B2 | 106.5 (13) |
C0'—O3—C4 | 121.20 (17) | H2B1—C2B1—H2B2 | 108.9 (17) |
O0—C0'—O | 125.0 (2) | C2D—C2G1—C2B1 | 111.5 (3) |
O0—C0'—N1 | 127.1 (2) | C2D—C2G1—H2G3 | 111.3 (16) |
O3—C0'—N1 | 107.92 (19) | C2B1—C2G1—H2G3 | 108.8 (16) |
C0'—N1—C1B | 127.5 (2) | C2D—C2G1—H2G4 | 109.8 (14) |
C0'—N1—H1N | 114.9 (16) | C2B1—C2G1—H2G4 | 109.8 (14) |
C1B—N1—H1N | 117.3 (16) | H2G3—C2G1—H2G4 | 106 (2) |
C1B2—C1B—N1 | 122.54 (19) | C2G1—C2D—C2G2 | 110.7 (3) |
C1B2—C1B—C1A | 118.8 (2) | C2G1—C2D—H2D2 | 110.1 (18) |
N1—C1B—C1A | 118.70 (18) | C2G2—C2D—H2D2 | 105.2 (18) |
C1B1—C1A—C1B | 117.59 (19) | C2G1—C2D—H2D1 | 111.0 (18) |
C1B1—C1A—C1' | 121.17 (18) | C2G2—C2D—H2D1 | 111.1 (18) |
C1B—C1A—C1' | 121.23 (18) | H2D2—C2D—H2D1 | 109 (3) |
O1—C1'—N2 | 120.3 (2) | C2B2—C2G2—C2D | 111.5 (2) |
O1—C1'—C1A | 122.97 (18) | C2B2—C2G2—H2G5 | 106.7 (15) |
N2—C1'—C1A | 116.72 (18) | C2D—C2G2—H2G5 | 111.2 (15) |
C1G1—C1B1—C1A | 122.7 (2) | C2B2—C2G2—H2G6 | 106.9 (13) |
C1G1—C1B1—H1B1 | 117.5 (14) | C2D—C2G2—H2G6 | 109.7 (13) |
C1A—C1B1—H1B1 | 119.8 (14) | H2G5—C2G2—H2G6 | 111 (2) |
C1B1—C1G1—C1G2 | 118.9 (2) | C2G2—C2B2—C2B | 113.7 (2) |
C1B1—C1G1—H1G1 | 120.2 (15) | C2G2—C2B2—H2B3 | 111.1 (14) |
C1G2—C1G1—H1G1 | 120.9 (15) | C2B—C2B2—H2B3 | 109.2 (14) |
C1B2—C1G2—C1G1 | 120.7 (2) | C2G2—C2B2—H2B4 | 111.1 (14) |
C1B2—C1G2—H1G2 | 119.6 (15) | C2B—C2B2—H2B4 | 105.9 (14) |
C1G1—C1G2—H1G2 | 119.7 (15) | H2B3—C2B2—H2B4 | 105 (2) |
C1G2—C1B2—C1B | 121.3 (2) | C2'—O2M—C2M | 115.7 (2) |
C1G2—C1B2—H1B2 | 121.1 (15) | O2M—C2M—H2M1 | 109.5 |
C1B—C1B2—H1B2 | 117.4 (15) | O2M—C2M—H2M2 | 109.5 |
C1'—N2—C2G | 125.1 (2) | H2M1—C2M—H2M2 | 109.5 |
C1'—N2—H2N | 118.1 (19) | O2M—C2M—H2M3 | 109.5 |
C2G—N2—H2N | 116.7 (19) | H2M1—C2M—H2M3 | 109.5 |
N2—C2G—C2B | 113.88 (17) | H2M2—C2M—H2M3 | 109.5 |
N2—C2G—H2G1 | 109.5 (12) | | |
| | | |
C3—C4—O3—C0' | 63.5 (3) | O1—C1'—N2—C2G | −1.9 (3) |
C2—C4—O3—C0' | −60.2 (3) | C1A—C1'—N2—C2G | 177.41 (18) |
C1—C4—O3—C0' | −177.4 (2) | C1'—N2—C2G—C2B | −103.0 (2) |
C4—O3—C0'—O0 | −0.8 (4) | N2—C2G—C2B—C2B2 | −164.82 (19) |
C4—O3—C0'—N1 | 179.91 (18) | N2—C2G—C2B—C2B1 | 75.5 (2) |
O0—C0'—N1—C1B | 6.7 (4) | N2—C2G—C2B—C2A | −43.0 (2) |
O3—C0'—N1—C1B | −173.98 (19) | C2B2—C2B—C2A—C2' | 70.0 (3) |
C0'—N1—C1B—C1B2 | −9.4 (3) | C2G—C2B—C2A—C2' | −50.8 (3) |
C0'—N1—C1B—C1A | 170.2 (2) | C2B1—C2B—C2A—C2' | −171.4 (2) |
C1B2—C1B—C1A—C1B1 | 3.2 (3) | C2B—C2A—C2'—O2 | 76.2 (3) |
N1—C1B—C1A—C1B1 | −176.43 (18) | C2B—C2A—C2'—O2M | −104.4 (2) |
C1B2—C1B—C1A—C1' | −178.19 (19) | C2B2—C2B—C2B1—C2G1 | −51.4 (3) |
N1—C1B—C1A—C1' | 2.2 (3) | C2G—C2B—C2B1—C2G1 | 68.2 (3) |
C1B1—C1A—C1'—O1 | 169.9 (2) | C2A—C2B—C2B1—C2G1 | −171.0 (2) |
C1B—C1A—C1'—O1 | −8.7 (3) | C2B—C2B1—C2G1—C2D | 54.7 (3) |
C1B1—C1A—C1'—N2 | −9.4 (3) | C2B1—C2G1—C2D—C2G2 | −55.4 (4) |
C1B—C1A—C1'—N2 | 172.02 (18) | C2G1—C2D—C2G2—C2B2 | 55.7 (4) |
C1B—C1A—C1B1—C1G1 | −1.2 (3) | C2D—C2G2—C2B2—C2B | −55.3 (3) |
C1'—C1A—C1B1—C1G1 | −179.9 (2) | C2G—C2B—C2B2—C2G2 | −69.2 (3) |
C1A—C1B1—C1G1—C1G2 | −0.7 (4) | C2B1—C2B—C2B2—C2G2 | 51.5 (3) |
C1B1—C1G1—C1G2—C1B2 | 0.6 (4) | C2A—C2B—C2B2—C2G2 | 168.9 (2) |
C1G1—C1G2—C1B2—C1B | 1.4 (4) | O2—C2'—O2M—C2M | 0.5 (4) |
N1—C1B—C1B2—C1G2 | 176.3 (2) | C2A—C2'—O2M—C2M | −178.9 (2) |
C1A—C1B—C1B2—C1G2 | −3.3 (3) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1N···O1 | 0.88 (2) | 1.89 (3) | 2.606 (2) | 137 (2) |
N2—H2N···O2 | 0.88 (3) | 2.19 (3) | 2.863 (3) | 133 (3) |
C1B2—H1B2···O0 | 0.95 (3) | 2.21 (2) | 2.864 (3) | 125.6 (18) |
C2G—H2G1···O1 | 0.98 (2) | 2.44 (2) | 2.794 (2) | 100.5 (15) |
C2—H2C···O0 | 0.96 | 2.41 | 2.972 (4) | 117 |
C3—H3A···O0 | 0.96 | 2.42 | 3.009 (4) | 119 |
C2M—H2M2···O0i | 0.96 | 2.63 | 3.474 (3) | 146 |
Symmetry code: (i) x, −y+1/2, z−1/2. |