| Literature DB >> 21754425 |
Abstract
The asymmetric unit of the title compound, C(14)H(17)N(3)O(3), contains two independent mol-ecules with different conformations of the ethyl groups. In the crystal, inter-molecular N-H⋯O hydrogen bonds link the mol-ecules into ribbons extending along the a axis.Entities:
Year: 2011 PMID: 21754425 PMCID: PMC3089128 DOI: 10.1107/S1600536811010944
Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN: 1600-5368
| C14H17N3O3 | |
| Triclinic, | |
| Hall symbol: -P 1 | Mo |
| Cell parameters from 8202 reflections | |
| θ = 3.2–27.5° | |
| µ = 0.10 mm−1 | |
| α = 95.17 (3)° | |
| β = 110.13 (3)° | Block, yellow |
| γ = 106.18 (3)° | 0.14 × 0.12 × 0.11 mm |
| Rigaku R-AXIS RAPID diffractometer | 6186 independent reflections |
| Radiation source: fine-focus sealed tube | 3402 reflections with |
| graphite | |
| ω scans | θmax = 27.5°, θmin = 3.2° |
| Absorption correction: multi-scan ( | |
| 13506 measured reflections |
| Refinement on | Primary atom site location: structure-invariant direct methods |
| Least-squares matrix: full | Secondary atom site location: difference Fourier map |
| Hydrogen site location: inferred from neighbouring sites | |
| H atoms treated by a mixture of independent and constrained refinement | |
| 6186 reflections | (Δ/σ)max = 0.005 |
| 383 parameters | Δρmax = 0.18 e Å−3 |
| 6 restraints | Δρmin = −0.19 e Å−3 |
| Experimental. (See detailed section in the paper) |
| 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 |
| C1 | 0.21139 (18) | 0.57501 (13) | 1.19989 (14) | 0.0463 (4) | |
| C2 | 0.13466 (18) | 0.48762 (12) | 1.24574 (13) | 0.0436 (4) | |
| C3 | 0.13127 (19) | 0.50961 (13) | 1.35921 (14) | 0.0492 (4) | |
| C4 | 0.06725 (18) | 0.38172 (12) | 1.18533 (13) | 0.0463 (4) | |
| H4 | 0.0150 | 0.3265 | 1.2146 | 0.056* | |
| C5 | 0.07300 (18) | 0.35191 (12) | 1.08046 (13) | 0.0443 (4) | |
| C6 | 0.15295 (17) | 0.43610 (12) | 1.03866 (13) | 0.0426 (4) | |
| C7 | 0.17389 (18) | 0.41745 (13) | 0.93993 (14) | 0.0494 (4) | |
| H7 | 0.2289 | 0.4764 | 0.9159 | 0.059* | |
| C8 | 0.11153 (18) | 0.30841 (13) | 0.87521 (13) | 0.0484 (4) | |
| C9 | 0.02840 (19) | 0.22172 (13) | 0.91645 (14) | 0.0524 (4) | |
| H9 | −0.0144 | 0.1489 | 0.8754 | 0.063* | |
| C10 | 0.01086 (19) | 0.24390 (13) | 1.01450 (14) | 0.0516 (4) | |
| H10 | −0.0443 | 0.1855 | 1.0391 | 0.062* | |
| C11 | 0.0769 (2) | 0.17291 (15) | 0.71424 (16) | 0.0645 (5) | |
| H11A | 0.0960 | 0.1239 | 0.7666 | 0.077* | |
| H11B | 0.1411 | 0.1699 | 0.6698 | 0.077* | |
| C12 | −0.0988 (2) | 0.13259 (17) | 0.63824 (16) | 0.0768 (6) | |
| H12A | −0.1625 | 0.1375 | 0.6817 | 0.115* | |
| H12B | −0.1295 | 0.0565 | 0.6013 | 0.115* | |
| H12C | −0.1168 | 0.1780 | 0.5832 | 0.115* | |
| C13 | 0.2090 (2) | 0.37670 (15) | 0.72996 (15) | 0.0640 (5) | |
| H13A | 0.1828 | 0.4430 | 0.7462 | 0.077* | |
| H13B | 0.1687 | 0.3532 | 0.6491 | 0.077* | |
| C14 | 0.3890 (2) | 0.40375 (17) | 0.77862 (19) | 0.0777 (6) | |
| H14A | 0.4301 | 0.4333 | 0.8577 | 0.116* | |
| H14B | 0.4371 | 0.4580 | 0.7430 | 0.116* | |
| H14C | 0.4149 | 0.3373 | 0.7662 | 0.116* | |
| C15 | 0.2466 (2) | 0.11381 (14) | 1.16812 (14) | 0.0526 (4) | |
| C16 | 0.36577 (19) | 0.22392 (14) | 1.21170 (14) | 0.0506 (4) | |
| C17 | 0.3901 (2) | 0.29587 (15) | 1.31736 (15) | 0.0556 (4) | |
| C18 | 0.4607 (2) | 0.26342 (14) | 1.15444 (14) | 0.0544 (4) | |
| H18 | 0.5359 | 0.3349 | 1.1819 | 0.065* | |
| C19 | 0.44932 (19) | 0.20030 (13) | 1.05563 (14) | 0.0493 (4) | |
| C20 | 0.33527 (18) | 0.09381 (13) | 1.01525 (13) | 0.0466 (4) | |
| C21 | 0.31367 (19) | 0.02453 (13) | 0.92049 (14) | 0.0512 (4) | |
| H21 | 0.2345 | −0.0454 | 0.8962 | 0.061* | |
| C22 | 0.41151 (19) | 0.05924 (13) | 0.85967 (14) | 0.0494 (4) | |
| C23 | 0.5282 (2) | 0.16798 (14) | 0.90010 (14) | 0.0547 (4) | |
| H23 | 0.5936 | 0.1939 | 0.8614 | 0.066* | |
| C24 | 0.5454 (2) | 0.23412 (14) | 0.99384 (15) | 0.0571 (4) | |
| H24 | 0.6236 | 0.3045 | 1.0184 | 0.069* | |
| C25 | 0.4975 (2) | 0.02687 (16) | 0.70252 (16) | 0.0687 (5) | |
| H25A | 0.5055 | −0.0386 | 0.6639 | 0.082* | |
| H25B | 0.6054 | 0.0717 | 0.7547 | 0.082* | |
| C26 | 0.4354 (3) | 0.09271 (17) | 0.61840 (16) | 0.0806 (6) | |
| H26A | 0.3285 | 0.0490 | 0.5663 | 0.121* | |
| H26B | 0.5055 | 0.1117 | 0.5786 | 0.121* | |
| H26C | 0.4322 | 0.1596 | 0.6563 | 0.121* | |
| C27 | 0.2699 (2) | −0.11834 (14) | 0.72177 (16) | 0.0646 (5) | |
| H27A | 0.2679 | −0.1551 | 0.7837 | 0.078* | |
| H27B | 0.2989 | −0.1627 | 0.6727 | 0.078* | |
| C28 | 0.1023 (2) | −0.11651 (16) | 0.65768 (16) | 0.0717 (5) | |
| H28A | 0.0664 | −0.0811 | 0.7077 | 0.108* | |
| H28B | 0.0299 | −0.1915 | 0.6253 | 0.108* | |
| H28C | 0.1040 | −0.0758 | 0.5992 | 0.108* | |
| N1 | 0.12851 (17) | 0.28688 (11) | 0.77682 (12) | 0.0596 (4) | |
| N2 | 0.19388 (19) | 0.61432 (12) | 1.41508 (12) | 0.0581 (4) | |
| H2 | 0.231 (2) | 0.6657 (13) | 1.3829 (16) | 0.087* | |
| N3 | 0.1989 (2) | 0.64809 (13) | 1.52280 (14) | 0.0672 (4) | |
| H3B | 0.268 (2) | 0.6211 (18) | 1.5658 (15) | 0.101* | |
| H3A | 0.1032 (15) | 0.6189 (17) | 1.5226 (19) | 0.101* | |
| N4 | 0.39535 (17) | −0.00890 (12) | 0.76634 (12) | 0.0579 (4) | |
| N5 | 0.3063 (2) | 0.25209 (14) | 1.37695 (14) | 0.0663 (4) | |
| H5 | 0.241 (2) | 0.1841 (10) | 1.3507 (18) | 0.099* | |
| N6 | 0.3254 (2) | 0.30988 (17) | 1.48147 (15) | 0.0782 (5) | |
| H6B | 0.270 (3) | 0.3544 (18) | 1.470 (2) | 0.117* | |
| H6A | 0.4263 (14) | 0.3504 (18) | 1.5136 (19) | 0.117* | |
| O1 | 0.21779 (13) | 0.54484 (8) | 1.09751 (9) | 0.0493 (3) | |
| O2 | 0.27280 (15) | 0.67378 (9) | 1.24139 (10) | 0.0638 (3) | |
| O3 | 0.07200 (17) | 0.43205 (10) | 1.39865 (11) | 0.0697 (4) | |
| O4 | 0.23680 (13) | 0.05352 (9) | 1.07136 (9) | 0.0542 (3) | |
| O5 | 0.15179 (15) | 0.06693 (10) | 1.20795 (11) | 0.0694 (4) | |
| O6 | 0.48723 (17) | 0.39132 (11) | 1.34921 (11) | 0.0751 (4) |
| C1 | 0.0444 (9) | 0.0409 (9) | 0.0559 (10) | 0.0098 (7) | 0.0261 (8) | 0.0083 (8) |
| C2 | 0.0416 (8) | 0.0405 (8) | 0.0540 (10) | 0.0136 (7) | 0.0244 (8) | 0.0110 (7) |
| C3 | 0.0499 (9) | 0.0471 (9) | 0.0602 (11) | 0.0185 (8) | 0.0302 (8) | 0.0131 (8) |
| C4 | 0.0442 (9) | 0.0412 (9) | 0.0556 (10) | 0.0098 (7) | 0.0238 (8) | 0.0152 (8) |
| C5 | 0.0424 (8) | 0.0398 (8) | 0.0497 (9) | 0.0092 (7) | 0.0195 (7) | 0.0114 (7) |
| C6 | 0.0362 (8) | 0.0362 (8) | 0.0508 (10) | 0.0065 (7) | 0.0163 (7) | 0.0063 (7) |
| C7 | 0.0488 (9) | 0.0415 (9) | 0.0561 (10) | 0.0046 (7) | 0.0268 (8) | 0.0080 (8) |
| C8 | 0.0442 (9) | 0.0478 (9) | 0.0495 (10) | 0.0091 (8) | 0.0199 (8) | 0.0051 (8) |
| C9 | 0.0530 (10) | 0.0374 (8) | 0.0553 (11) | 0.0043 (8) | 0.0177 (8) | 0.0028 (8) |
| C10 | 0.0530 (10) | 0.0392 (8) | 0.0568 (11) | 0.0031 (8) | 0.0236 (8) | 0.0107 (8) |
| C11 | 0.0749 (13) | 0.0558 (11) | 0.0622 (12) | 0.0167 (10) | 0.0326 (10) | 0.0004 (9) |
| C12 | 0.0884 (15) | 0.0648 (12) | 0.0565 (12) | 0.0097 (11) | 0.0179 (11) | 0.0050 (10) |
| C13 | 0.0696 (12) | 0.0645 (12) | 0.0595 (12) | 0.0189 (10) | 0.0313 (10) | 0.0050 (9) |
| C14 | 0.0777 (14) | 0.0684 (13) | 0.1055 (17) | 0.0265 (11) | 0.0537 (13) | 0.0260 (12) |
| C15 | 0.0563 (10) | 0.0527 (10) | 0.0567 (11) | 0.0170 (9) | 0.0300 (9) | 0.0196 (9) |
| C16 | 0.0521 (10) | 0.0534 (10) | 0.0534 (10) | 0.0198 (8) | 0.0252 (8) | 0.0191 (8) |
| C17 | 0.0559 (10) | 0.0583 (11) | 0.0579 (11) | 0.0219 (10) | 0.0240 (9) | 0.0202 (9) |
| C18 | 0.0549 (10) | 0.0469 (9) | 0.0607 (11) | 0.0109 (8) | 0.0250 (9) | 0.0161 (9) |
| C19 | 0.0505 (9) | 0.0470 (9) | 0.0515 (10) | 0.0100 (8) | 0.0245 (8) | 0.0168 (8) |
| C20 | 0.0456 (9) | 0.0469 (9) | 0.0530 (10) | 0.0114 (8) | 0.0265 (8) | 0.0208 (8) |
| C21 | 0.0521 (10) | 0.0441 (9) | 0.0586 (11) | 0.0078 (8) | 0.0276 (9) | 0.0168 (8) |
| C22 | 0.0505 (9) | 0.0503 (9) | 0.0535 (10) | 0.0155 (8) | 0.0261 (8) | 0.0192 (8) |
| C23 | 0.0531 (10) | 0.0576 (10) | 0.0560 (11) | 0.0089 (8) | 0.0296 (9) | 0.0208 (9) |
| C24 | 0.0576 (10) | 0.0482 (10) | 0.0611 (11) | 0.0010 (8) | 0.0297 (9) | 0.0161 (9) |
| C25 | 0.0768 (13) | 0.0694 (12) | 0.0750 (13) | 0.0238 (11) | 0.0470 (11) | 0.0165 (11) |
| C26 | 0.0798 (14) | 0.0811 (14) | 0.0630 (13) | 0.0053 (12) | 0.0223 (11) | 0.0185 (11) |
| C27 | 0.0742 (13) | 0.0515 (10) | 0.0740 (13) | 0.0163 (10) | 0.0409 (11) | 0.0064 (9) |
| C28 | 0.0660 (12) | 0.0690 (12) | 0.0765 (14) | 0.0100 (10) | 0.0366 (11) | 0.0004 (10) |
| N1 | 0.0636 (9) | 0.0501 (8) | 0.0602 (9) | 0.0039 (7) | 0.0324 (8) | 0.0005 (7) |
| N2 | 0.0738 (10) | 0.0494 (9) | 0.0568 (10) | 0.0158 (8) | 0.0362 (8) | 0.0081 (7) |
| N3 | 0.0833 (12) | 0.0614 (10) | 0.0638 (11) | 0.0183 (9) | 0.0431 (10) | 0.0042 (8) |
| N4 | 0.0605 (9) | 0.0560 (9) | 0.0631 (10) | 0.0128 (7) | 0.0359 (8) | 0.0124 (8) |
| N5 | 0.0763 (11) | 0.0713 (10) | 0.0619 (10) | 0.0225 (9) | 0.0404 (9) | 0.0155 (9) |
| N6 | 0.0926 (13) | 0.0951 (14) | 0.0573 (11) | 0.0356 (11) | 0.0380 (10) | 0.0145 (10) |
| O1 | 0.0545 (6) | 0.0380 (6) | 0.0568 (7) | 0.0050 (5) | 0.0322 (6) | 0.0062 (5) |
| O2 | 0.0802 (8) | 0.0391 (6) | 0.0750 (8) | 0.0036 (6) | 0.0481 (7) | 0.0033 (6) |
| O3 | 0.0996 (10) | 0.0517 (7) | 0.0758 (9) | 0.0195 (7) | 0.0587 (8) | 0.0168 (7) |
| O4 | 0.0581 (7) | 0.0490 (6) | 0.0606 (7) | 0.0078 (5) | 0.0360 (6) | 0.0146 (6) |
| O5 | 0.0763 (9) | 0.0634 (8) | 0.0779 (9) | 0.0078 (7) | 0.0526 (8) | 0.0166 (7) |
| O6 | 0.0871 (10) | 0.0642 (9) | 0.0697 (9) | 0.0104 (8) | 0.0380 (8) | 0.0079 (7) |
| C1—O2 | 1.2131 (19) | C16—C17 | 1.489 (2) |
| C1—O1 | 1.3757 (18) | C17—O6 | 1.231 (2) |
| C1—C2 | 1.443 (2) | C17—N5 | 1.332 (2) |
| C2—C4 | 1.354 (2) | C18—C19 | 1.406 (2) |
| C2—C3 | 1.487 (2) | C18—H18 | 0.9300 |
| C3—O3 | 1.2372 (19) | C19—C20 | 1.393 (2) |
| C3—N2 | 1.324 (2) | C19—C24 | 1.406 (2) |
| C4—C5 | 1.403 (2) | C20—C21 | 1.367 (2) |
| C4—H4 | 0.9300 | C20—O4 | 1.3808 (17) |
| C5—C6 | 1.395 (2) | C21—C22 | 1.410 (2) |
| C5—C10 | 1.404 (2) | C21—H21 | 0.9300 |
| C6—C7 | 1.371 (2) | C22—N4 | 1.363 (2) |
| C6—O1 | 1.3785 (18) | C22—C23 | 1.422 (2) |
| C7—C8 | 1.409 (2) | C23—C24 | 1.350 (2) |
| C7—H7 | 0.9300 | C23—H23 | 0.9300 |
| C8—N1 | 1.3534 (19) | C24—H24 | 0.9300 |
| C8—C9 | 1.425 (2) | C25—N4 | 1.475 (2) |
| C9—C10 | 1.353 (2) | C25—C26 | 1.496 (3) |
| C9—H9 | 0.9300 | C25—H25A | 0.9700 |
| C10—H10 | 0.9300 | C25—H25B | 0.9700 |
| C11—N1 | 1.462 (2) | C26—H26A | 0.9600 |
| C11—C12 | 1.502 (3) | C26—H26B | 0.9600 |
| C11—H11A | 0.9700 | C26—H26C | 0.9600 |
| C11—H11B | 0.9700 | C27—N4 | 1.462 (2) |
| C12—H12A | 0.9600 | C27—C28 | 1.507 (3) |
| C12—H12B | 0.9600 | C27—H27A | 0.9700 |
| C12—H12C | 0.9600 | C27—H27B | 0.9700 |
| C13—N1 | 1.487 (2) | C28—H28A | 0.9600 |
| C13—C14 | 1.501 (3) | C28—H28B | 0.9600 |
| C13—H13A | 0.9700 | C28—H28C | 0.9600 |
| C13—H13B | 0.9700 | N2—N3 | 1.406 (2) |
| C14—H14A | 0.9600 | N2—H2 | 0.86 (3) |
| C14—H14B | 0.9600 | N3—H3B | 0.87 (3) |
| C14—H14C | 0.9600 | N3—H3A | 0.87 (3) |
| C15—O5 | 1.2187 (18) | N5—N6 | 1.413 (2) |
| C15—O4 | 1.3732 (19) | N5—H5 | 0.87 (3) |
| C15—C16 | 1.445 (3) | N6—H6B | 0.86 (3) |
| C16—C18 | 1.366 (2) | N6—H6A | 0.87 (3) |
| O2—C1—O1 | 115.01 (14) | C16—C18—H18 | 118.7 |
| O2—C1—C2 | 127.53 (15) | C19—C18—H18 | 118.7 |
| O1—C1—C2 | 117.45 (14) | C20—C19—C18 | 117.92 (15) |
| C4—C2—C1 | 119.34 (14) | C20—C19—C24 | 116.24 (16) |
| C4—C2—C3 | 118.69 (14) | C18—C19—C24 | 125.83 (16) |
| C1—C2—C3 | 121.94 (14) | C21—C20—O4 | 116.70 (14) |
| O3—C3—N2 | 122.13 (15) | C21—C20—C19 | 123.23 (14) |
| O3—C3—C2 | 120.46 (15) | O4—C20—C19 | 120.07 (14) |
| N2—C3—C2 | 117.41 (14) | C20—C21—C22 | 119.95 (16) |
| C2—C4—C5 | 122.75 (14) | C20—C21—H21 | 120.0 |
| C2—C4—H4 | 118.6 | C22—C21—H21 | 120.0 |
| C5—C4—H4 | 118.6 | N4—C22—C21 | 121.31 (16) |
| C6—C5—C4 | 117.57 (14) | N4—C22—C23 | 121.43 (15) |
| C6—C5—C10 | 116.19 (14) | C21—C22—C23 | 117.25 (16) |
| C4—C5—C10 | 126.19 (14) | C24—C23—C22 | 121.02 (15) |
| C7—C6—O1 | 116.17 (13) | C24—C23—H23 | 119.5 |
| C7—C6—C5 | 123.47 (14) | C22—C23—H23 | 119.5 |
| O1—C6—C5 | 120.35 (13) | C23—C24—C19 | 122.30 (16) |
| C6—C7—C8 | 119.52 (15) | C23—C24—H24 | 118.9 |
| C6—C7—H7 | 120.2 | C19—C24—H24 | 118.9 |
| C8—C7—H7 | 120.2 | N4—C25—C26 | 113.65 (15) |
| N1—C8—C7 | 121.23 (15) | N4—C25—H25A | 108.8 |
| N1—C8—C9 | 121.16 (15) | C26—C25—H25A | 108.8 |
| C7—C8—C9 | 117.60 (14) | N4—C25—H25B | 108.8 |
| C10—C9—C8 | 120.88 (15) | C26—C25—H25B | 108.8 |
| C10—C9—H9 | 119.6 | H25A—C25—H25B | 107.7 |
| C8—C9—H9 | 119.6 | C25—C26—H26A | 109.5 |
| C9—C10—C5 | 122.33 (15) | C25—C26—H26B | 109.5 |
| C9—C10—H10 | 118.8 | H26A—C26—H26B | 109.5 |
| C5—C10—H10 | 118.8 | C25—C26—H26C | 109.5 |
| N1—C11—C12 | 111.83 (15) | H26A—C26—H26C | 109.5 |
| N1—C11—H11A | 109.3 | H26B—C26—H26C | 109.5 |
| C12—C11—H11A | 109.3 | N4—C27—C28 | 114.99 (15) |
| N1—C11—H11B | 109.3 | N4—C27—H27A | 108.5 |
| C12—C11—H11B | 109.3 | C28—C27—H27A | 108.5 |
| H11A—C11—H11B | 107.9 | N4—C27—H27B | 108.5 |
| C11—C12—H12A | 109.5 | C28—C27—H27B | 108.5 |
| C11—C12—H12B | 109.5 | H27A—C27—H27B | 107.5 |
| H12A—C12—H12B | 109.5 | C27—C28—H28A | 109.5 |
| C11—C12—H12C | 109.5 | C27—C28—H28B | 109.5 |
| H12A—C12—H12C | 109.5 | H28A—C28—H28B | 109.5 |
| H12B—C12—H12C | 109.5 | C27—C28—H28C | 109.5 |
| N1—C13—C14 | 111.26 (15) | H28A—C28—H28C | 109.5 |
| N1—C13—H13A | 109.4 | H28B—C28—H28C | 109.5 |
| C14—C13—H13A | 109.4 | C8—N1—C11 | 121.48 (14) |
| N1—C13—H13B | 109.4 | C8—N1—C13 | 122.05 (14) |
| C14—C13—H13B | 109.4 | C11—N1—C13 | 116.37 (13) |
| H13A—C13—H13B | 108.0 | C3—N2—N3 | 123.96 (15) |
| C13—C14—H14A | 109.5 | C3—N2—H2 | 118.5 (14) |
| C13—C14—H14B | 109.5 | N3—N2—H2 | 117.5 (14) |
| H14A—C14—H14B | 109.5 | N2—N3—H3B | 103.8 (14) |
| C13—C14—H14C | 109.5 | N2—N3—H3A | 108.3 (16) |
| H14A—C14—H14C | 109.5 | H3B—N3—H3A | 112 (2) |
| H14B—C14—H14C | 109.5 | C22—N4—C27 | 121.26 (14) |
| O5—C15—O4 | 115.15 (15) | C22—N4—C25 | 121.55 (15) |
| O5—C15—C16 | 127.16 (16) | C27—N4—C25 | 117.10 (15) |
| O4—C15—C16 | 117.69 (14) | C17—N5—N6 | 122.83 (18) |
| C18—C16—C15 | 118.90 (16) | C17—N5—H5 | 117.4 (15) |
| C18—C16—C17 | 118.62 (16) | N6—N5—H5 | 119.7 (15) |
| C15—C16—C17 | 122.48 (15) | N5—N6—H6B | 108.7 (17) |
| O6—C17—N5 | 121.62 (18) | N5—N6—H6A | 106.1 (17) |
| O6—C17—C16 | 120.77 (16) | H6B—N6—H6A | 107 (2) |
| N5—C17—C16 | 117.59 (17) | C1—O1—C6 | 122.45 (12) |
| C16—C18—C19 | 122.60 (17) | C15—O4—C20 | 122.81 (13) |
| H··· | ||||
| N2—H2···O2 | 0.86 (3) | 2.01 (2) | 2.7098 (18) | 137.(2) |
| N5—H5···O5 | 0.87 (3) | 2.03 (2) | 2.733 (2) | 138 (2) |
| N6—H6B···O3 | 0.86 (3) | 2.30 (1) | 3.131 (2) | 164 (2) |
| N3—H3A···O3i | 0.87 (3) | 2.20 (1) | 3.002 (2) | 155 (2) |
| N3—H3B···O6ii | 0.87 (3) | 2.23 (1) | 3.039 (2) | 154 (2) |
Hydrogen-bond geometry (Å, °)
| H⋯ | ||||
|---|---|---|---|---|
| N2—H2⋯O2 | 0.86 (3) | 2.01 (2) | 2.7098 (18) | 137 (2) |
| N5—H5⋯O5 | 0.87 (3) | 2.03 (2) | 2.733 (2) | 138 (2) |
| N6—H6 | 0.86 (3) | 2.30 (1) | 3.131 (2) | 164 (2) |
| N3—H3 | 0.87 (3) | 2.20 (1) | 3.002 (2) | 155 (2) |
| N3—H3 | 0.87 (3) | 2.23 (1) | 3.039 (2) | 154 (2) |
Symmetry codes: (i) ; (ii) .