Acta Cryst. (2009). E65, o2598 [ doi:10.1107/S1600536809039178 ]
The C=C double-bond in the title compound, C25H16FN3O, has an E configuration. The dihedral angle between the fluorophenyl and triazole rings is 80.57 (2)°.
Compound (I) was synthesized according to the procedure of Erhardt et al. (1985) and Kranz et al. (1980). Single crystals used in X-ray diffraction studies were grown in dichlormethane by slow evaporation at room temperature.
All the hydrogen atoms were placed at their geometrical positions with C—H = 0.93Å and Uiso(H) = 1.2Ueq(C).
Data collection: SMART (Bruker, 2001); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
![[Figure 1]](./ng2652fig1thm.gif)
| Fig. 1. The molecular structure of (I), showing 50% probability displacement ellipsoids and the atom-numbering scheme. |
![[Figure 2]](./ng2652fig2thm.gif)
| Fig. 2. A partial packing diagram. Hydrogen bonds are shown as dashed lines. |
| C25H16FN3O | F(000) = 1632 |
| Mr = 393.41 | Dx = 1.363 Mg m−3 |
| Orthorhombic, Pbca | Mo Kα radiation, λ = 0.71073 Å |
| Hall symbol: -P 2ac 2ab | Cell parameters from 5206 reflections |
| a = 13.1115 (8) Å | θ = 2.4–27.6° |
| b = 13.4737 (8) Å | µ = 0.09 mm−1 |
| c = 21.7019 (14) Å | T = 298 K |
| V = 3833.9 (4) Å3 | Block, yellow |
| Z = 8 | 0.20 × 0.10 × 0.10 mm |
| Bruker SMART diffractometer | 4187 independent reflections |
| Radiation source: fine-focus sealed tube | 3550 reflections with I > 2σ(I) |
| graphite | Rint = 0.041 |
| φ and ω scans | θmax = 27.0°, θmin = 2.4° |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −16→6 |
| Tmin = 0.982, Tmax = 0.991 | k = −12→17 |
| 16309 measured reflections | l = −27→26 |
| 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)] = 0.064 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.152 | H-atom parameters constrained |
| S = 1.14 | w = 1/[σ2(Fo2) + (0.0581P)2 + 1.3538P] where P = (Fo2 + 2Fc2)/3 |
| 4187 reflections | (Δ/σ)max = 0.001 |
| 271 parameters | Δρmax = 0.24 e Å−3 |
| 0 restraints | Δρmin = −0.19 e Å−3 |
| C25H16FN3O | V = 3833.9 (4) Å3 |
| Mr = 393.41 | Z = 8 |
| Orthorhombic, Pbca | Mo Kα radiation |
| a = 13.1115 (8) Å | µ = 0.09 mm−1 |
| b = 13.4737 (8) Å | T = 298 K |
| c = 21.7019 (14) Å | 0.20 × 0.10 × 0.10 mm |
| Bruker SMART diffractometer | 4187 independent reflections |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 3550 reflections with I > 2σ(I) |
| Tmin = 0.982, Tmax = 0.991 | Rint = 0.041 |
| 16309 measured reflections | θmax = 27.0° |
| R[F2 > 2σ(F2)] = 0.064 | H-atom parameters constrained |
| wR(F2) = 0.152 | Δρmax = 0.24 e Å−3 |
| S = 1.14 | Δρmin = −0.19 e Å−3 |
| 4187 reflections | Absolute structure: ? |
| 271 parameters | Flack parameter: ? |
| 0 restraints | Rogers parameter: ? |
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. |
| x | y | z | Uiso*/Ueq | ||
| C1 | 0.33997 (13) | −0.03462 (14) | 0.19230 (8) | 0.0395 (4) | |
| C2 | 0.28391 (14) | −0.00708 (17) | 0.14089 (9) | 0.0471 (5) | |
| H2 | 0.2586 | 0.0572 | 0.1377 | 0.057* | |
| C3 | 0.26557 (17) | −0.0751 (2) | 0.09435 (10) | 0.0613 (6) | |
| H3 | 0.2296 | −0.0569 | 0.0592 | 0.074* | |
| C4 | 0.30156 (18) | −0.1692 (2) | 0.10137 (12) | 0.0676 (7) | |
| C5 | 0.35496 (19) | −0.19944 (19) | 0.15162 (13) | 0.0710 (7) | |
| H5 | 0.3771 | −0.2648 | 0.1551 | 0.085* | |
| C6 | 0.37565 (16) | −0.13104 (16) | 0.19739 (11) | 0.0544 (5) | |
| H6 | 0.4136 | −0.1498 | 0.2317 | 0.065* | |
| C7 | 0.35581 (14) | 0.03737 (14) | 0.24300 (8) | 0.0385 (4) | |
| C8 | 0.45641 (13) | 0.03523 (13) | 0.27672 (8) | 0.0360 (4) | |
| C9 | 0.37480 (17) | 0.02786 (19) | 0.38130 (9) | 0.0587 (6) | |
| H9 | 0.3100 | 0.0069 | 0.3697 | 0.070* | |
| C10 | 0.50043 (18) | 0.07070 (17) | 0.43119 (9) | 0.0542 (5) | |
| H10 | 0.5415 | 0.0867 | 0.4647 | 0.065* | |
| C11 | 0.54642 (14) | 0.03428 (14) | 0.24860 (8) | 0.0394 (4) | |
| H11 | 0.6044 | 0.0310 | 0.2732 | 0.047* | |
| C12 | 0.56121 (13) | 0.03800 (14) | 0.18104 (8) | 0.0376 (4) | |
| C13 | 0.53007 (13) | 0.12230 (14) | 0.14735 (8) | 0.0392 (4) | |
| C14 | 0.48685 (16) | 0.20863 (15) | 0.17516 (9) | 0.0475 (5) | |
| H14 | 0.4783 | 0.2104 | 0.2177 | 0.057* | |
| C15 | 0.45807 (18) | 0.28783 (18) | 0.14105 (11) | 0.0589 (6) | |
| H15 | 0.4301 | 0.3430 | 0.1605 | 0.071* | |
| C16 | 0.46980 (19) | 0.28793 (19) | 0.07665 (11) | 0.0634 (6) | |
| H16 | 0.4485 | 0.3424 | 0.0537 | 0.076* | |
| C17 | 0.51180 (17) | 0.20924 (18) | 0.04815 (10) | 0.0576 (6) | |
| H17 | 0.5198 | 0.2105 | 0.0056 | 0.069* | |
| C18 | 0.54443 (14) | 0.12368 (16) | 0.08176 (8) | 0.0437 (5) | |
| C19 | 0.58943 (16) | 0.04302 (16) | 0.05307 (9) | 0.0488 (5) | |
| H19 | 0.5968 | 0.0439 | 0.0105 | 0.059* | |
| C20 | 0.62388 (14) | −0.03901 (15) | 0.08563 (9) | 0.0437 (5) | |
| C21 | 0.67370 (18) | −0.12021 (18) | 0.05638 (10) | 0.0583 (6) | |
| H21 | 0.6821 | −0.1195 | 0.0138 | 0.070* | |
| C22 | 0.7087 (2) | −0.19767 (19) | 0.08895 (12) | 0.0696 (7) | |
| H22 | 0.7412 | −0.2498 | 0.0689 | 0.083* | |
| C23 | 0.6965 (2) | −0.20059 (18) | 0.15352 (12) | 0.0667 (7) | |
| H23 | 0.7214 | −0.2545 | 0.1757 | 0.080* | |
| C24 | 0.64870 (17) | −0.12541 (16) | 0.18361 (10) | 0.0532 (5) | |
| H24 | 0.6408 | −0.1288 | 0.2261 | 0.064* | |
| C25 | 0.61067 (14) | −0.04183 (14) | 0.15128 (8) | 0.0405 (4) | |
| F1 | 0.28332 (14) | −0.23601 (15) | 0.05633 (9) | 0.1089 (7) | |
| N1 | 0.45059 (11) | 0.04595 (11) | 0.34187 (7) | 0.0386 (4) | |
| N2 | 0.40276 (16) | 0.04324 (16) | 0.43811 (8) | 0.0624 (5) | |
| N3 | 0.53431 (13) | 0.07357 (14) | 0.37481 (7) | 0.0507 (4) | |
| O1 | 0.29069 (10) | 0.09647 (12) | 0.25734 (7) | 0.0580 (4) |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| C1 | 0.0319 (9) | 0.0475 (11) | 0.0392 (9) | −0.0033 (8) | 0.0027 (7) | −0.0032 (8) |
| C2 | 0.0384 (10) | 0.0588 (12) | 0.0442 (11) | −0.0026 (9) | −0.0005 (8) | −0.0006 (9) |
| C3 | 0.0460 (11) | 0.0943 (19) | 0.0437 (11) | −0.0103 (12) | −0.0051 (9) | −0.0090 (12) |
| C4 | 0.0497 (12) | 0.0877 (19) | 0.0653 (15) | −0.0100 (13) | 0.0023 (11) | −0.0383 (14) |
| C5 | 0.0600 (14) | 0.0563 (14) | 0.097 (2) | 0.0019 (12) | −0.0040 (14) | −0.0270 (14) |
| C6 | 0.0499 (12) | 0.0502 (12) | 0.0632 (13) | 0.0028 (10) | −0.0088 (10) | −0.0064 (10) |
| C7 | 0.0342 (9) | 0.0441 (10) | 0.0372 (9) | −0.0024 (8) | 0.0023 (7) | −0.0008 (8) |
| C8 | 0.0386 (9) | 0.0398 (10) | 0.0297 (8) | −0.0014 (7) | −0.0009 (7) | −0.0012 (7) |
| C9 | 0.0463 (11) | 0.0879 (17) | 0.0418 (11) | −0.0146 (11) | 0.0088 (9) | 0.0002 (11) |
| C10 | 0.0641 (13) | 0.0643 (14) | 0.0343 (10) | −0.0054 (11) | −0.0020 (9) | −0.0053 (9) |
| C11 | 0.0350 (9) | 0.0499 (11) | 0.0334 (9) | −0.0006 (8) | −0.0030 (7) | 0.0003 (8) |
| C12 | 0.0307 (8) | 0.0506 (11) | 0.0315 (9) | −0.0065 (8) | 0.0011 (7) | −0.0026 (8) |
| C13 | 0.0324 (8) | 0.0494 (11) | 0.0358 (9) | −0.0089 (8) | −0.0008 (7) | −0.0002 (8) |
| C14 | 0.0499 (11) | 0.0516 (12) | 0.0411 (10) | −0.0046 (9) | 0.0025 (9) | −0.0013 (9) |
| C15 | 0.0624 (14) | 0.0503 (13) | 0.0641 (14) | 0.0032 (10) | 0.0060 (11) | 0.0028 (11) |
| C16 | 0.0622 (14) | 0.0642 (15) | 0.0637 (14) | 0.0088 (12) | 0.0056 (11) | 0.0229 (12) |
| C17 | 0.0559 (13) | 0.0763 (16) | 0.0405 (11) | −0.0025 (12) | 0.0027 (9) | 0.0155 (11) |
| C18 | 0.0378 (9) | 0.0573 (12) | 0.0360 (10) | −0.0068 (9) | 0.0002 (8) | 0.0032 (9) |
| C19 | 0.0485 (11) | 0.0691 (14) | 0.0288 (9) | −0.0086 (10) | 0.0025 (8) | −0.0007 (9) |
| C20 | 0.0389 (10) | 0.0542 (12) | 0.0381 (10) | −0.0091 (8) | 0.0022 (8) | −0.0093 (9) |
| C21 | 0.0662 (14) | 0.0628 (15) | 0.0460 (12) | −0.0052 (12) | 0.0095 (10) | −0.0147 (11) |
| C22 | 0.0804 (17) | 0.0574 (15) | 0.0710 (16) | 0.0056 (13) | 0.0183 (13) | −0.0151 (13) |
| C23 | 0.0755 (16) | 0.0506 (13) | 0.0741 (16) | 0.0068 (12) | 0.0109 (13) | 0.0064 (12) |
| C24 | 0.0554 (12) | 0.0562 (13) | 0.0481 (12) | 0.0005 (10) | 0.0085 (10) | 0.0039 (10) |
| C25 | 0.0355 (9) | 0.0472 (11) | 0.0389 (10) | −0.0084 (8) | 0.0027 (7) | −0.0014 (8) |
| F1 | 0.0917 (12) | 0.1308 (15) | 0.1043 (13) | −0.0117 (11) | −0.0058 (10) | −0.0780 (12) |
| N1 | 0.0392 (8) | 0.0445 (9) | 0.0321 (8) | −0.0036 (7) | 0.0021 (6) | −0.0009 (6) |
| N2 | 0.0652 (12) | 0.0856 (14) | 0.0365 (9) | −0.0080 (11) | 0.0098 (8) | 0.0014 (9) |
| N3 | 0.0491 (9) | 0.0681 (12) | 0.0350 (8) | −0.0111 (8) | −0.0023 (7) | −0.0072 (8) |
| O1 | 0.0419 (8) | 0.0665 (10) | 0.0657 (10) | 0.0116 (7) | −0.0041 (7) | −0.0224 (8) |
| C1—C6 | 1.385 (3) | C12—C25 | 1.412 (3) |
| C1—C2 | 1.387 (3) | C13—C14 | 1.428 (3) |
| C1—C7 | 1.481 (3) | C13—C18 | 1.436 (3) |
| C2—C3 | 1.385 (3) | C14—C15 | 1.352 (3) |
| C2—H2 | 0.9300 | C14—H14 | 0.9300 |
| C3—C4 | 1.362 (4) | C15—C16 | 1.406 (3) |
| C3—H3 | 0.9300 | C15—H15 | 0.9300 |
| C4—F1 | 1.350 (3) | C16—C17 | 1.345 (3) |
| C4—C5 | 1.358 (4) | C16—H16 | 0.9300 |
| C5—C6 | 1.382 (3) | C17—C18 | 1.430 (3) |
| C5—H5 | 0.9300 | C17—H17 | 0.9300 |
| C6—H6 | 0.9300 | C18—C19 | 1.385 (3) |
| C7—O1 | 1.208 (2) | C19—C20 | 1.387 (3) |
| C7—C8 | 1.509 (2) | C19—H19 | 0.9300 |
| C8—C11 | 1.329 (2) | C20—C21 | 1.424 (3) |
| C8—N1 | 1.423 (2) | C20—C25 | 1.436 (3) |
| C9—N2 | 1.303 (3) | C21—C22 | 1.342 (3) |
| C9—N1 | 1.334 (2) | C21—H21 | 0.9300 |
| C9—H9 | 0.9300 | C22—C23 | 1.411 (4) |
| C10—N3 | 1.302 (3) | C22—H22 | 0.9300 |
| C10—N2 | 1.341 (3) | C23—C24 | 1.358 (3) |
| C10—H10 | 0.9300 | C23—H23 | 0.9300 |
| C11—C12 | 1.480 (2) | C24—C25 | 1.417 (3) |
| C11—H11 | 0.9300 | C24—H24 | 0.9300 |
| C12—C13 | 1.411 (3) | N1—N3 | 1.362 (2) |
| C6—C1—C2 | 119.61 (18) | C15—C14—H14 | 119.3 |
| C6—C1—C7 | 120.50 (17) | C13—C14—H14 | 119.3 |
| C2—C1—C7 | 119.78 (18) | C14—C15—C16 | 120.9 (2) |
| C3—C2—C1 | 120.1 (2) | C14—C15—H15 | 119.5 |
| C3—C2—H2 | 119.9 | C16—C15—H15 | 119.5 |
| C1—C2—H2 | 119.9 | C17—C16—C15 | 120.1 (2) |
| C4—C3—C2 | 118.3 (2) | C17—C16—H16 | 120.0 |
| C4—C3—H3 | 120.8 | C15—C16—H16 | 120.0 |
| C2—C3—H3 | 120.8 | C16—C17—C18 | 121.6 (2) |
| F1—C4—C5 | 118.2 (3) | C16—C17—H17 | 119.2 |
| F1—C4—C3 | 118.6 (3) | C18—C17—H17 | 119.2 |
| C5—C4—C3 | 123.2 (2) | C19—C18—C17 | 122.07 (18) |
| C4—C5—C6 | 118.6 (2) | C19—C18—C13 | 119.44 (18) |
| C4—C5—H5 | 120.7 | C17—C18—C13 | 118.49 (19) |
| C6—C5—H5 | 120.7 | C18—C19—C20 | 122.34 (17) |
| C5—C6—C1 | 120.1 (2) | C18—C19—H19 | 118.8 |
| C5—C6—H6 | 119.9 | C20—C19—H19 | 118.8 |
| C1—C6—H6 | 119.9 | C19—C20—C21 | 122.31 (19) |
| O1—C7—C1 | 121.59 (17) | C19—C20—C25 | 119.16 (18) |
| O1—C7—C8 | 120.36 (17) | C21—C20—C25 | 118.53 (19) |
| C1—C7—C8 | 118.06 (16) | C22—C21—C20 | 121.3 (2) |
| C11—C8—N1 | 120.33 (16) | C22—C21—H21 | 119.3 |
| C11—C8—C7 | 123.64 (16) | C20—C21—H21 | 119.3 |
| N1—C8—C7 | 115.66 (15) | C21—C22—C23 | 120.4 (2) |
| N2—C9—N1 | 111.61 (19) | C21—C22—H22 | 119.8 |
| N2—C9—H9 | 124.2 | C23—C22—H22 | 119.8 |
| N1—C9—H9 | 124.2 | C24—C23—C22 | 120.6 (2) |
| N3—C10—N2 | 116.04 (19) | C24—C23—H23 | 119.7 |
| N3—C10—H10 | 122.0 | C22—C23—H23 | 119.7 |
| N2—C10—H10 | 122.0 | C23—C24—C25 | 121.1 (2) |
| C8—C11—C12 | 124.83 (16) | C23—C24—H24 | 119.4 |
| C8—C11—H11 | 117.6 | C25—C24—H24 | 119.4 |
| C12—C11—H11 | 117.6 | C12—C25—C24 | 122.70 (17) |
| C13—C12—C25 | 120.59 (16) | C12—C25—C20 | 119.28 (17) |
| C13—C12—C11 | 120.18 (17) | C24—C25—C20 | 118.02 (18) |
| C25—C12—C11 | 119.17 (17) | C9—N1—N3 | 108.28 (15) |
| C12—C13—C14 | 123.48 (17) | C9—N1—C8 | 131.20 (16) |
| C12—C13—C18 | 119.09 (17) | N3—N1—C8 | 120.40 (14) |
| C14—C13—C18 | 117.41 (17) | C9—N2—C10 | 101.93 (17) |
| C15—C14—C13 | 121.49 (19) | C10—N3—N1 | 102.13 (16) |
| C6—C1—C2—C3 | −1.3 (3) | C14—C13—C18—C19 | 177.72 (18) |
| C7—C1—C2—C3 | −177.61 (18) | C12—C13—C18—C17 | 179.52 (17) |
| C1—C2—C3—C4 | 1.7 (3) | C14—C13—C18—C17 | −2.0 (3) |
| C2—C3—C4—F1 | 179.6 (2) | C17—C18—C19—C20 | 178.12 (19) |
| C2—C3—C4—C5 | −0.3 (4) | C13—C18—C19—C20 | −1.6 (3) |
| F1—C4—C5—C6 | 178.8 (2) | C18—C19—C20—C21 | −177.50 (19) |
| C3—C4—C5—C6 | −1.3 (4) | C18—C19—C20—C25 | 1.4 (3) |
| C4—C5—C6—C1 | 1.6 (4) | C19—C20—C21—C22 | 178.3 (2) |
| C2—C1—C6—C5 | −0.4 (3) | C25—C20—C21—C22 | −0.6 (3) |
| C7—C1—C6—C5 | 175.9 (2) | C20—C21—C22—C23 | 0.2 (4) |
| C6—C1—C7—O1 | −141.0 (2) | C21—C22—C23—C24 | 0.3 (4) |
| C2—C1—C7—O1 | 35.2 (3) | C22—C23—C24—C25 | −0.5 (4) |
| C6—C1—C7—C8 | 39.1 (2) | C13—C12—C25—C24 | 176.20 (17) |
| C2—C1—C7—C8 | −144.71 (18) | C11—C12—C25—C24 | −1.1 (3) |
| O1—C7—C8—C11 | −131.1 (2) | C13—C12—C25—C20 | −3.5 (3) |
| C1—C7—C8—C11 | 48.8 (3) | C11—C12—C25—C20 | 179.16 (16) |
| O1—C7—C8—N1 | 41.8 (3) | C23—C24—C25—C12 | −179.6 (2) |
| C1—C7—C8—N1 | −138.21 (17) | C23—C24—C25—C20 | 0.2 (3) |
| N1—C8—C11—C12 | −170.82 (17) | C19—C20—C25—C12 | 1.2 (3) |
| C7—C8—C11—C12 | 1.8 (3) | C21—C20—C25—C12 | −179.87 (18) |
| C8—C11—C12—C13 | 63.7 (3) | C19—C20—C25—C24 | −178.53 (18) |
| C8—C11—C12—C25 | −118.9 (2) | C21—C20—C25—C24 | 0.4 (3) |
| C25—C12—C13—C14 | −175.05 (17) | N2—C9—N1—N3 | 1.0 (3) |
| C11—C12—C13—C14 | 2.2 (3) | N2—C9—N1—C8 | 176.88 (19) |
| C25—C12—C13—C18 | 3.3 (3) | C11—C8—N1—C9 | −163.3 (2) |
| C11—C12—C13—C18 | −179.43 (16) | C7—C8—N1—C9 | 23.5 (3) |
| C12—C13—C14—C15 | 179.98 (19) | C11—C8—N1—N3 | 12.2 (3) |
| C18—C13—C14—C15 | 1.6 (3) | C7—C8—N1—N3 | −160.99 (17) |
| C13—C14—C15—C16 | 0.0 (3) | N1—C9—N2—C10 | −0.7 (3) |
| C14—C15—C16—C17 | −1.2 (4) | N3—C10—N2—C9 | 0.2 (3) |
| C15—C16—C17—C18 | 0.7 (4) | N2—C10—N3—N1 | 0.4 (3) |
| C16—C17—C18—C19 | −178.8 (2) | C9—N1—N3—C10 | −0.8 (2) |
| C16—C17—C18—C13 | 0.9 (3) | C8—N1—N3—C10 | −177.23 (17) |
| C12—C13—C18—C19 | −0.7 (3) |
| D—H···A | D—H | H···A | D···A | D—H···A |
| C23—H23···O1i | 0.93 | 2.48 | 3.354 (3) | 156 |
| C5—H5···N3i | 0.93 | 2.55 | 3.434 (3) | 158 |
| Symmetry codes: (i) −x+1, y−1/2, −z+1/2. |
We thank Southwest University (SWUB2006018, XSGX0602 and SWUF2007023) and the Natural Science Foundation of Chongqing (2007BB5369) for financial support.
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Chalcones have been investigated for a long time due to important biological activities. We have already synthesized and reported several related structures of chalcones (Lu et al., 2009; Wang et al., 2009; Yan et al., 2009). Azole compounds including imidazole and triazole derivatives are important types of antimicrobial drugs in clinical use, and are excellent ligands with several N-atoms which could coordinate with many kinds of metals (Luo et al., 2009; Zhou et al., 2009). The anthracene moiety is well known for its high absorption co-efficient as well as high fluorescence yields. These interesting properties lead us to develop the title anthryl-triazole chalcone derivatives containing the pharmacophore (triazole) and fluorophore (anthracene), and these compounds exhibit good antimicrobial, antitumor and fluorescent properties. Here we present the title compound (I) crystal structure.
The structure of title compound, C25H16FN3O, has orthorhombic (Pbca) symmetry. It is of interest with respect to biological activity. In the structure, the dihedral angle between the benzene and triazole ring is 80.57 (2)°. Weak intermolecular C—H···O and C—H···N interactions contribute to the crystal packing.