The title compound, C
12H
12N
2O
2, crystallizes in the triclinic space group
P
with two crystallographically independent molecules in the asymmetric unit. These two molecules differ slightly in the relative orientation of the phenyl and oxazoline rings. The molecular packing in the crystal is stabilized by C—H

O hydrogen bonds and van der Waals interactions.
Supporting information
CCDC reference: 189895
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean
(C-C) = 0.004 Å
- Disorder in main residue
- R factor = 0.055
- wR factor = 0.163
- Data-to-parameter ratio = 13.1
checkCIF results
No syntax errors found
ADDSYM reports no extra symmetry
Data collection: CAD-4 EXPRESS (Enraf-Nonius, 1994); cell refinement: CAD-4 EXPRESS; data reduction: MolEN (Fair, 1990); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ZORTEP97 (Zsolnai, 1997); software used to prepare material for publication: SHELXL97.
4-(
N,
N-dimethylaminomethylene)-2-phenyl-2-oxazolin-5-one
top
Crystal data top
C12H12N2O2 | Z = 4 |
Mr = 216.24 | F(000) = 456 |
Triclinic, P1 | Dx = 1.311 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 8.416 (6) Å | Cell parameters from 25 reflections |
b = 11.288 (3) Å | θ = 10–15° |
c = 12.097 (3) Å | µ = 0.09 mm−1 |
α = 85.39 (3)° | T = 293 K |
β = 73.97 (4)° | Plate, orange |
γ = 83.31 (4)° | 0.6 × 0.15 × 0.1 mm |
V = 1095.6 (9) Å3 | |
Data collection top
Enraf-Nonius CAD4 diffractometer | 2681 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.014 |
Graphite monochromator | θmax = 25.0°, θmin = 2.5° |
ω–2θ scans | h = −9→9 |
Absorption correction: ψ scan (North et al., 1968) | k = −13→13 |
Tmin = 0.947, Tmax = 0.991 | l = −13→14 |
4344 measured reflections | 2 standard reflections every 120 min |
3849 independent reflections | intensity decay: none |
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)] = 0.055 | H-atom parameters constrained |
wR(F2) = 0.163 | w = 1/[σ2(Fo2) + (0.0814P)2 + 0.2456P] where P = (Fo2 + 2Fc2)/3 |
S = 1.13 | (Δ/σ)max < 0.001 |
3849 reflections | Δρmax = 0.20 e Å−3 |
293 parameters | Δρmin = −0.28 e Å−3 |
0 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.008 (2) |
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) |
O1A | −0.1425 (2) | 0.24022 (14) | 0.41276 (13) | 0.0553 (4) | |
C2A | −0.0470 (3) | 0.2493 (2) | 0.29939 (18) | 0.0472 (5) | |
N3A | −0.0880 (2) | 0.34311 (17) | 0.24188 (16) | 0.0497 (5) | |
C4A | −0.2219 (3) | 0.4054 (2) | 0.31817 (19) | 0.0459 (5) | |
C5A | −0.2588 (3) | 0.3400 (2) | 0.42642 (19) | 0.0511 (6) | |
O5A | −0.3624 (2) | 0.35408 (18) | 0.51864 (15) | 0.0752 (6) | |
C6A | −0.3136 (3) | 0.5111 (2) | 0.30065 (19) | 0.0491 (6) | |
H6A | −0.3981 | 0.5361 | 0.3644 | 0.059* | |
N7A | −0.2994 (2) | 0.58249 (17) | 0.20684 (17) | 0.0559 (5) | |
C8A | −0.4145 (3) | 0.6895 (2) | 0.2066 (2) | 0.0660 (7) | |
H8A | −0.4898 | 0.6975 | 0.2819 | 0.099* | |
H8B | −0.4763 | 0.6830 | 0.1517 | 0.099* | |
H8C | −0.3534 | 0.7583 | 0.1859 | 0.099* | |
C9A | −0.1760 (4) | 0.5592 (3) | 0.0989 (2) | 0.0758 (8) | |
H9A | −0.1179 | 0.4815 | 0.1044 | 0.114* | |
H9B | −0.0985 | 0.6185 | 0.0824 | 0.114* | |
H9C | −0.2298 | 0.5621 | 0.0381 | 0.114* | |
C10A | 0.0841 (3) | 0.1549 (2) | 0.2610 (2) | 0.0487 (6) | |
C11A | 0.1708 (3) | 0.1522 (2) | 0.1449 (2) | 0.0596 (7) | |
H11A | 0.1460 | 0.2121 | 0.0931 | 0.072* | |
C12A | 0.2917 (3) | 0.0624 (3) | 0.1070 (3) | 0.0732 (8) | |
H12A | 0.3490 | 0.0613 | 0.0294 | 0.088* | |
C13A | 0.3301 (4) | −0.0275 (3) | 0.1831 (3) | 0.0762 (8) | |
H13A | 0.4124 | −0.0889 | 0.1565 | 0.091* | |
C14A | 0.2473 (4) | −0.0254 (3) | 0.2964 (3) | 0.0757 (8) | |
H14A | 0.2738 | −0.0852 | 0.3476 | 0.091* | |
C15A | 0.1237 (3) | 0.0649 (2) | 0.3362 (2) | 0.0610 (7) | |
H15A | 0.0670 | 0.0652 | 0.4139 | 0.073* | |
O1B | 0.7197 (2) | 0.17589 (15) | 0.08418 (13) | 0.0653 (5) | |
C2B | 0.6560 (3) | 0.1414 (2) | 0.19949 (18) | 0.0521 (6) | |
N3B | 0.5385 (3) | 0.21287 (17) | 0.25692 (16) | 0.0524 (5) | |
C4B | 0.5141 (3) | 0.3073 (2) | 0.17766 (19) | 0.0552 (6) | |
C5B | 0.6291 (4) | 0.2846 (2) | 0.0690 (2) | 0.0660 (7) | |
O5B | 0.6590 (3) | 0.33865 (19) | −0.02528 (16) | 0.0972 (8) | |
C6B | 0.4009 (3) | 0.4056 (2) | 0.1949 (2) | 0.0566 (6) | |
H6B | 0.4032 | 0.4553 | 0.1294 | 0.068* | |
N7B | 0.2892 (3) | 0.44204 (18) | 0.28840 (18) | 0.0596 (6) | |
C8B | 0.1771 (3) | 0.5498 (2) | 0.2870 (3) | 0.0674 (7) | |
H8D | 0.1975 | 0.5848 | 0.2100 | 0.101* | |
H8E | 0.1952 | 0.6057 | 0.3370 | 0.101* | |
H8F | 0.0643 | 0.5302 | 0.3131 | 0.101* | |
C9B | 0.2669 (4) | 0.3762 (2) | 0.3997 (2) | 0.0666 (7) | |
H9D | 0.1796 | 0.4176 | 0.4563 | 0.100* | 0.50 |
H9E | 0.3684 | 0.3700 | 0.4223 | 0.100* | 0.50 |
H9F | 0.2380 | 0.2976 | 0.3935 | 0.100* | 0.50 |
H9G | 0.3444 | 0.3059 | 0.3918 | 0.100* | 0.50 |
H9H | 0.1556 | 0.3535 | 0.4258 | 0.100* | 0.50 |
H9I | 0.2860 | 0.4258 | 0.4546 | 0.100* | 0.50 |
C10B | 0.7298 (3) | 0.0292 (2) | 0.2398 (2) | 0.0510 (6) | |
C11B | 0.6683 (3) | −0.0102 (2) | 0.3540 (2) | 0.0653 (7) | |
H11B | 0.5804 | 0.0344 | 0.4025 | 0.078* | |
C12B | 0.7370 (4) | −0.1147 (3) | 0.3952 (3) | 0.0774 (9) | |
H12B | 0.6941 | −0.1408 | 0.4714 | 0.093* | |
C13B | 0.8674 (4) | −0.1814 (3) | 0.3263 (3) | 0.0766 (8) | |
H13B | 0.9137 | −0.2515 | 0.3559 | 0.092* | |
C14B | 0.9298 (4) | −0.1441 (3) | 0.2131 (3) | 0.0723 (8) | |
H14B | 1.0182 | −0.1890 | 0.1655 | 0.087* | |
C15B | 0.8599 (3) | −0.0391 (2) | 0.1700 (2) | 0.0594 (6) | |
H15B | 0.9014 | −0.0145 | 0.0932 | 0.071* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O1A | 0.0621 (10) | 0.0548 (10) | 0.0392 (9) | 0.0061 (8) | −0.0037 (7) | 0.0036 (7) |
C2A | 0.0492 (12) | 0.0468 (13) | 0.0411 (12) | −0.0044 (10) | −0.0047 (10) | −0.0026 (10) |
N3A | 0.0536 (11) | 0.0463 (11) | 0.0426 (10) | −0.0020 (9) | −0.0039 (9) | 0.0006 (8) |
C4A | 0.0483 (12) | 0.0440 (12) | 0.0398 (12) | −0.0014 (10) | −0.0041 (10) | −0.0018 (9) |
C5A | 0.0537 (13) | 0.0547 (14) | 0.0380 (13) | 0.0060 (11) | −0.0052 (11) | −0.0032 (10) |
O5A | 0.0828 (13) | 0.0787 (13) | 0.0435 (10) | 0.0186 (10) | 0.0050 (9) | 0.0012 (9) |
C6A | 0.0491 (13) | 0.0498 (13) | 0.0444 (13) | −0.0028 (11) | −0.0068 (10) | −0.0019 (10) |
N7A | 0.0609 (12) | 0.0460 (11) | 0.0515 (12) | 0.0010 (9) | −0.0047 (10) | 0.0067 (9) |
C8A | 0.0638 (16) | 0.0544 (15) | 0.0727 (18) | 0.0058 (13) | −0.0145 (14) | 0.0092 (13) |
C9A | 0.090 (2) | 0.0718 (19) | 0.0476 (15) | 0.0006 (16) | 0.0042 (14) | 0.0127 (13) |
C10A | 0.0469 (12) | 0.0450 (13) | 0.0506 (13) | −0.0026 (10) | −0.0085 (10) | −0.0005 (10) |
C11A | 0.0576 (14) | 0.0552 (15) | 0.0542 (15) | 0.0044 (12) | −0.0010 (12) | 0.0037 (11) |
C12A | 0.0631 (16) | 0.0742 (19) | 0.0665 (18) | 0.0083 (14) | 0.0046 (14) | −0.0092 (15) |
C13A | 0.0603 (16) | 0.0644 (18) | 0.089 (2) | 0.0175 (14) | −0.0054 (15) | −0.0056 (16) |
C14A | 0.0702 (18) | 0.0619 (18) | 0.088 (2) | 0.0107 (15) | −0.0211 (17) | 0.0123 (15) |
C15A | 0.0608 (15) | 0.0592 (16) | 0.0560 (15) | 0.0011 (13) | −0.0098 (12) | 0.0067 (12) |
O1B | 0.0967 (13) | 0.0573 (11) | 0.0359 (9) | −0.0085 (10) | −0.0109 (9) | 0.0102 (7) |
C2B | 0.0703 (16) | 0.0502 (14) | 0.0350 (12) | −0.0132 (12) | −0.0133 (11) | 0.0099 (10) |
N3B | 0.0680 (13) | 0.0457 (11) | 0.0428 (11) | −0.0087 (10) | −0.0168 (9) | 0.0116 (9) |
C4B | 0.0808 (17) | 0.0451 (13) | 0.0422 (13) | −0.0114 (12) | −0.0229 (12) | 0.0121 (10) |
C5B | 0.102 (2) | 0.0527 (15) | 0.0438 (14) | −0.0053 (15) | −0.0245 (14) | 0.0078 (11) |
O5B | 0.164 (2) | 0.0775 (14) | 0.0395 (11) | −0.0022 (14) | −0.0198 (12) | 0.0215 (9) |
C6B | 0.0775 (17) | 0.0487 (14) | 0.0481 (14) | −0.0121 (13) | −0.0260 (13) | 0.0117 (11) |
N7B | 0.0720 (14) | 0.0513 (12) | 0.0555 (13) | −0.0066 (10) | −0.0219 (11) | 0.0160 (10) |
C8B | 0.0694 (17) | 0.0549 (16) | 0.0760 (19) | 0.0019 (13) | −0.0244 (14) | 0.0140 (13) |
C9B | 0.0799 (18) | 0.0586 (16) | 0.0532 (15) | −0.0046 (14) | −0.0106 (13) | 0.0168 (12) |
C10B | 0.0562 (14) | 0.0484 (13) | 0.0463 (13) | −0.0078 (11) | −0.0111 (11) | 0.0050 (10) |
C11B | 0.0708 (16) | 0.0618 (16) | 0.0489 (15) | 0.0065 (13) | −0.0018 (12) | 0.0128 (12) |
C12B | 0.089 (2) | 0.0671 (18) | 0.0611 (17) | 0.0128 (16) | −0.0114 (15) | 0.0229 (14) |
C13B | 0.080 (2) | 0.0602 (17) | 0.081 (2) | 0.0117 (15) | −0.0187 (17) | 0.0104 (15) |
C14B | 0.0639 (17) | 0.0625 (17) | 0.084 (2) | 0.0047 (14) | −0.0122 (15) | −0.0089 (15) |
C15B | 0.0644 (15) | 0.0573 (15) | 0.0509 (14) | −0.0102 (13) | −0.0050 (12) | −0.0008 (12) |
Geometric parameters (Å, º) top
O1A—C2A | 1.387 (3) | C2B—N3B | 1.279 (3) |
O1A—C5A | 1.392 (3) | C2B—C10B | 1.454 (3) |
C2A—N3A | 1.285 (3) | N3B—C4B | 1.411 (3) |
C2A—C10A | 1.447 (3) | C4B—C6B | 1.365 (4) |
N3A—C4A | 1.401 (3) | C4B—C5B | 1.422 (4) |
C4A—C6A | 1.378 (3) | C5B—O5B | 1.226 (3) |
C4A—C5A | 1.425 (3) | C6B—N7B | 1.315 (3) |
C5A—O5A | 1.220 (3) | C6B—H6B | 0.93 |
C6A—N7A | 1.323 (3) | N7B—C8B | 1.452 (3) |
C6A—H6A | 0.93 | N7B—C9B | 1.460 (3) |
N7A—C9A | 1.448 (3) | C8B—H8D | 0.96 |
N7A—C8A | 1.458 (3) | C8B—H8E | 0.96 |
C8A—H8A | 0.96 | C8B—H8F | 0.96 |
C8A—H8B | 0.96 | C9B—H9D | 0.96 |
C8A—H8C | 0.96 | C9B—H9E | 0.96 |
C9A—H9A | 0.96 | C9B—H9F | 0.96 |
C9A—H9B | 0.96 | C9B—H9G | 0.96 |
C9A—H9C | 0.96 | C9B—H9H | 0.96 |
C10A—C15A | 1.382 (4) | C9B—H9I | 0.96 |
C10A—C11A | 1.393 (3) | C10B—C15B | 1.380 (4) |
C11A—C12A | 1.360 (4) | C10B—C11B | 1.391 (3) |
C11A—H11A | 0.93 | C11B—C12B | 1.372 (4) |
C12A—C13A | 1.385 (4) | C11B—H11B | 0.93 |
C12A—H12A | 0.93 | C12B—C13B | 1.367 (4) |
C13A—C14A | 1.356 (4) | C12B—H12B | 0.93 |
C13A—H13A | 0.93 | C13B—C14B | 1.375 (4) |
C14A—C15A | 1.381 (4) | C13B—H13B | 0.93 |
C14A—H14A | 0.93 | C14B—C15B | 1.389 (4) |
C15A—H15A | 0.93 | C14B—H14B | 0.93 |
O1B—C2B | 1.391 (3) | C15B—H15B | 0.93 |
O1B—C5B | 1.395 (3) | | |
| | | |
C2A—O1A—C5A | 105.59 (17) | O5B—C5B—O1B | 119.9 (3) |
N3A—C2A—O1A | 114.3 (2) | O5B—C5B—C4B | 134.0 (3) |
N3A—C2A—C10A | 128.4 (2) | O1B—C5B—C4B | 106.1 (2) |
O1A—C2A—C10A | 117.3 (2) | N7B—C6B—C4B | 130.9 (2) |
C2A—N3A—C4A | 105.86 (19) | N7B—C6B—H6B | 114.5 |
C6A—C4A—N3A | 129.9 (2) | C4B—C6B—H6B | 114.5 |
C6A—C4A—C5A | 121.3 (2) | C6B—N7B—C8B | 121.9 (2) |
N3A—C4A—C5A | 108.78 (19) | C6B—N7B—C9B | 122.6 (2) |
O5A—C5A—O1A | 119.9 (2) | C8B—N7B—C9B | 115.5 (2) |
O5A—C5A—C4A | 134.7 (2) | N7B—C8B—H8D | 109.5 |
O1A—C5A—C4A | 105.42 (18) | N7B—C8B—H8E | 109.5 |
N7A—C6A—C4A | 129.8 (2) | H8D—C8B—H8E | 109.5 |
N7A—C6A—H6A | 115.1 | N7B—C8B—H8F | 109.5 |
C4A—C6A—H6A | 115.1 | H8D—C8B—H8F | 109.5 |
C6A—N7A—C9A | 123.5 (2) | H8E—C8B—H8F | 109.5 |
C6A—N7A—C8A | 120.5 (2) | N7B—C9B—H9D | 109.5 |
C9A—N7A—C8A | 115.9 (2) | N7B—C9B—H9E | 109.5 |
N7A—C8A—H8A | 109.5 | H9D—C9B—H9E | 109.5 |
N7A—C8A—H8B | 109.5 | N7B—C9B—H9F | 109.5 |
H8A—C8A—H8B | 109.5 | H9D—C9B—H9F | 109.5 |
N7A—C8A—H8C | 109.5 | H9E—C9B—H9F | 109.5 |
H8A—C8A—H8C | 109.5 | N7B—C9B—H9G | 109.5 |
H8B—C8A—H8C | 109.5 | H9D—C9B—H9G | 141.1 |
N7A—C9A—H9A | 109.5 | H9E—C9B—H9G | 56.3 |
N7A—C9A—H9B | 109.5 | H9F—C9B—H9G | 56.3 |
H9A—C9A—H9B | 109.5 | N7B—C9B—H9H | 109.5 |
N7A—C9A—H9C | 109.5 | H9D—C9B—H9H | 56.3 |
H9A—C9A—H9C | 109.5 | H9E—C9B—H9H | 141.1 |
H9B—C9A—H9C | 109.5 | H9F—C9B—H9H | 56.3 |
C15A—C10A—C11A | 118.7 (2) | H9G—C9B—H9H | 109.5 |
C15A—C10A—C2A | 121.7 (2) | N7B—C9B—H9I | 109.5 |
C11A—C10A—C2A | 119.6 (2) | H9D—C9B—H9I | 56.3 |
C12A—C11A—C10A | 120.3 (3) | H9E—C9B—H9I | 56.3 |
C12A—C11A—H11A | 119.9 | H9F—C9B—H9I | 141.1 |
C10A—C11A—H11A | 119.9 | H9G—C9B—H9I | 109.5 |
C11A—C12A—C13A | 120.6 (3) | H9H—C9B—H9I | 109.5 |
C11A—C12A—H12A | 119.7 | C15B—C10B—C11B | 118.6 (2) |
C13A—C12A—H12A | 119.7 | C15B—C10B—C2B | 122.8 (2) |
C14A—C13A—C12A | 119.7 (3) | C11B—C10B—C2B | 118.6 (2) |
C14A—C13A—H13A | 120.2 | C12B—C11B—C10B | 120.0 (3) |
C12A—C13A—H13A | 120.2 | C12B—C11B—H11B | 120.0 |
C13A—C14A—C15A | 120.5 (3) | C10B—C11B—H11B | 120.0 |
C13A—C14A—H14A | 119.8 | C13B—C12B—C11B | 121.3 (3) |
C15A—C14A—H14A | 119.8 | C13B—C12B—H12B | 119.4 |
C14A—C15A—C10A | 120.3 (3) | C11B—C12B—H12B | 119.4 |
C14A—C15A—H15A | 119.9 | C12B—C13B—C14B | 119.5 (3) |
C10A—C15A—H15A | 119.9 | C12B—C13B—H13B | 120.2 |
C2B—O1B—C5B | 104.6 (2) | C14B—C13B—H13B | 120.2 |
N3B—C2B—O1B | 115.5 (2) | C13B—C14B—C15B | 119.7 (3) |
N3B—C2B—C10B | 128.1 (2) | C13B—C14B—H14B | 120.1 |
O1B—C2B—C10B | 116.5 (2) | C15B—C14B—H14B | 120.1 |
C2B—N3B—C4B | 105.2 (2) | C10B—C15B—C14B | 120.8 (3) |
C6B—C4B—N3B | 128.8 (2) | C10B—C15B—H15B | 119.6 |
C6B—C4B—C5B | 122.6 (2) | C14B—C15B—H15B | 119.6 |
N3B—C4B—C5B | 108.6 (2) | | |
| | | |
C5A—O1A—C2A—N3A | 1.1 (3) | C5B—O1B—C2B—N3B | 0.5 (3) |
C5A—O1A—C2A—C10A | −179.19 (19) | C5B—O1B—C2B—C10B | −179.7 (2) |
O1A—C2A—N3A—C4A | −0.3 (3) | O1B—C2B—N3B—C4B | 0.0 (3) |
C10A—C2A—N3A—C4A | 180.0 (2) | C10B—C2B—N3B—C4B | −179.8 (2) |
C2A—N3A—C4A—C6A | −179.5 (2) | C2B—N3B—C4B—C6B | 178.6 (2) |
C2A—N3A—C4A—C5A | −0.6 (2) | C2B—N3B—C4B—C5B | −0.5 (3) |
C2A—O1A—C5A—O5A | 178.7 (2) | C2B—O1B—C5B—O5B | 179.1 (3) |
C2A—O1A—C5A—C4A | −1.3 (2) | C2B—O1B—C5B—C4B | −0.8 (3) |
C6A—C4A—C5A—O5A | 0.2 (4) | C6B—C4B—C5B—O5B | 1.7 (5) |
N3A—C4A—C5A—O5A | −178.8 (3) | N3B—C4B—C5B—O5B | −179.1 (3) |
C6A—C4A—C5A—O1A | −179.8 (2) | C6B—C4B—C5B—O1B | −178.4 (2) |
N3A—C4A—C5A—O1A | 1.2 (2) | N3B—C4B—C5B—O1B | 0.8 (3) |
N3A—C4A—C6A—N7A | −0.1 (4) | N3B—C4B—C6B—N7B | 2.7 (5) |
C5A—C4A—C6A—N7A | −178.9 (2) | C5B—C4B—C6B—N7B | −178.3 (2) |
C4A—C6A—N7A—C9A | 0.1 (4) | C4B—C6B—N7B—C8B | −178.6 (3) |
C4A—C6A—N7A—C8A | 178.1 (2) | C4B—C6B—N7B—C9B | 0.1 (4) |
N3A—C2A—C10A—C15A | 173.7 (2) | N3B—C2B—C10B—C15B | −178.2 (2) |
O1A—C2A—C10A—C15A | −6.0 (3) | O1B—C2B—C10B—C15B | 2.0 (3) |
N3A—C2A—C10A—C11A | −7.8 (4) | N3B—C2B—C10B—C11B | 0.9 (4) |
O1A—C2A—C10A—C11A | 172.5 (2) | O1B—C2B—C10B—C11B | −178.9 (2) |
C15A—C10A—C11A—C12A | 0.1 (4) | C15B—C10B—C11B—C12B | 0.2 (4) |
C2A—C10A—C11A—C12A | −178.4 (2) | C2B—C10B—C11B—C12B | −179.0 (3) |
C10A—C11A—C12A—C13A | 0.0 (4) | C10B—C11B—C12B—C13B | 0.8 (5) |
C11A—C12A—C13A—C14A | −0.4 (5) | C11B—C12B—C13B—C14B | −1.0 (5) |
C12A—C13A—C14A—C15A | 0.7 (5) | C12B—C13B—C14B—C15B | 0.2 (5) |
C13A—C14A—C15A—C10A | −0.5 (4) | C11B—C10B—C15B—C14B | −0.9 (4) |
C11A—C10A—C15A—C14A | 0.1 (4) | C2B—C10B—C15B—C14B | 178.2 (2) |
C2A—C10A—C15A—C14A | 178.7 (2) | C13B—C14B—C15B—C10B | 0.7 (4) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C6A—H6A···O5Ai | 0.93 | 2.39 | 3.287 (4) | 161 |
C8A—H8A···O5Ai | 0.96 | 2.45 | 3.365 (4) | 160 |
C8B—H8D···O5Bii | 0.96 | 2.38 | 3.296 (5) | 161 |
Symmetry codes: (i) −x−1, −y+1, −z+1; (ii) −x+1, −y+1, −z. |