Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680703022X/om2131sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S160053680703022X/om2131Isup2.hkl |
CCDC reference: 655039
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (C-C) = 0.003 Å
- R factor = 0.039
- wR factor = 0.111
- Data-to-parameter ratio = 13.4
checkCIF/PLATON results
No syntax errors found
Alert level A DIFF020_ALERT_1_A _diffrn_standards_interval_count and _diffrn_standards_interval_time are missing. Number of measurements between standards or time (min) between standards. DIFF022_ALERT_1_A _diffrn_standards_decay_% is missing Percentage decrease in standards intensity.
Alert level C PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ?
Alert level G PLAT793_ALERT_1_G Check the Absolute Configuration of C15 = ... R
2 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 1 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 0 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
For related literature, see: Dhal et al. (1975); Fahrni et al. (2003); Foces-Foces, Jagerovic & Elguero (2001); Guo et al. (2006); Lombardino & Ottemes (1981); Rawal et al. (1963); Rurack et al. (2000); Wiley et al. (1958).
1-(p-Chlorophenyl)-3-(p-fluorophenyl)-2-propenyl-1-ketone (0.02 mol) and phenylhydrazine (0.02 mol) were mixed in 99.5% acetic acid (40 ml) and stirred in at reflux for 6 h. Then the mixture was poured into ice-water to afford yellow solids. The solids were filtered and washed with water until the pH of solution was about 7.0. Finally, the red solid crystals were dried at room temperature. Single crystals of the title compound suitable for X-ray measurements were obtained by recrystallization from EtOH at room temperature.
H atoms were fixed geometrically and allowed to ride on their parent atoms, C—H distances 0.93–0.96 Å, and with Uiso = 1.2–1.5Ueq of the parent atoms.
As important and useful five-membered heterocyclic compounds, pyrazoline and its derivatives were found to possess antiviral (Rawal et al., 1963), antifungal (Dhal et al., 1975), and immunosuppressive (Lombardino & Ottemes, 1981) activities. Several 1,3,5-triaryl-2-pyrazolines were also used as scintillation solutes (Wiley et al., 1958).
In the structure of the title compound (Fig. 1), all of the bond lengths and angles fall in the normal range (Rurack et al., 2000; Fahrni et al., 2003; Guo, et al., 2006; Foces-Foces et al., 2001). The mean planes of the pyrazolinyl ring N1/N2/C7/C14/C15 and benzene ring C1—C6 and benzene ring C16—C21 and benzene ring C8—C13 make dihedral angles of 14.88 (11)°, 74.59 (11)° and 7.16 (10)°, respectively.
For related literature, see: Dhal et al. (1975); Fahrni et al. (2003); Foces-Foces, Jagerovic & Elguero (2001); Guo et al. (2006); Lombardino & Ottemes (1981); Rawal et al. (1963); Rurack et al. (2000); Wiley et al. (1958).
Data collection: SMART (Bruker, 1997); cell refinement: SMART; data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL.
Fig. 1. The molecular structure and atom-labeling scheme with displacement ellipsoids drawn at the 30% probability level. |
C21H16ClFN2 | F(000) = 728 |
Mr = 350.81 | Dx = 1.351 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 3206 reflections |
a = 14.675 (3) Å | θ = 2.3–25.0° |
b = 11.271 (2) Å | µ = 0.24 mm−1 |
c = 11.086 (2) Å | T = 298 K |
β = 109.818 (2)° | Plate, yellow |
V = 1725.0 (5) Å3 | 0.48 × 0.47 × 0.23 mm |
Z = 4 |
Bruker SMART 1000 diffractometer | 2319 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.020 |
Graphite monochromator | θmax = 25.0°, θmin = 2.3° |
φ and ω scans | h = −17→14 |
7111 measured reflections | k = −13→11 |
3044 independent reflections | l = −13→13 |
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)] = 0.039 | H-atom parameters constrained |
wR(F2) = 0.111 | w = 1/[σ2(Fo2) + (0.0508P)2 + 0.3475P] where P = (Fo2 + 2Fc2)/3 |
S = 1.03 | (Δ/σ)max < 0.001 |
3044 reflections | Δρmax = 0.22 e Å−3 |
227 parameters | Δρmin = −0.26 e Å−3 |
0 restraints | Extinction correction: SHELXL97 (Sheldrick, 1997), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0162 (16) |
C21H16ClFN2 | V = 1725.0 (5) Å3 |
Mr = 350.81 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 14.675 (3) Å | µ = 0.24 mm−1 |
b = 11.271 (2) Å | T = 298 K |
c = 11.086 (2) Å | 0.48 × 0.47 × 0.23 mm |
β = 109.818 (2)° |
Bruker SMART 1000 diffractometer | 2319 reflections with I > 2σ(I) |
7111 measured reflections | Rint = 0.020 |
3044 independent reflections |
R[F2 > 2σ(F2)] = 0.039 | 0 restraints |
wR(F2) = 0.111 | H-atom parameters constrained |
S = 1.03 | Δρmax = 0.22 e Å−3 |
3044 reflections | Δρmin = −0.26 e Å−3 |
227 parameters |
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 | 0.16149 (15) | 1.01229 (18) | 0.5524 (2) | 0.0695 (5) | |
H1 | 0.1676 | 0.9390 | 0.5928 | 0.083* | |
C2 | 0.10157 (15) | 1.0974 (2) | 0.5741 (2) | 0.0761 (6) | |
H2 | 0.0678 | 1.0812 | 0.6297 | 0.091* | |
C3 | 0.09107 (16) | 1.2057 (2) | 0.5150 (2) | 0.0802 (6) | |
H3 | 0.0513 | 1.2634 | 0.5309 | 0.096* | |
C4 | 0.14050 (15) | 1.2278 (2) | 0.4311 (2) | 0.0764 (6) | |
H4 | 0.1330 | 1.3007 | 0.3894 | 0.092* | |
C5 | 0.20035 (13) | 1.14404 (17) | 0.4084 (2) | 0.0657 (5) | |
H5 | 0.2327 | 1.1600 | 0.3511 | 0.079* | |
C6 | 0.21268 (13) | 1.03529 (16) | 0.47079 (18) | 0.0589 (5) | |
C7 | 0.40002 (13) | 0.89975 (15) | 0.39970 (17) | 0.0555 (4) | |
C8 | 0.46938 (12) | 0.90608 (15) | 0.33153 (17) | 0.0536 (4) | |
C9 | 0.45956 (14) | 0.99101 (18) | 0.2369 (2) | 0.0647 (5) | |
H9 | 0.4078 | 1.0438 | 0.2166 | 0.078* | |
C10 | 0.52438 (15) | 0.99847 (18) | 0.1732 (2) | 0.0672 (5) | |
H10 | 0.5169 | 1.0563 | 0.1107 | 0.081* | |
C11 | 0.60067 (13) | 0.92043 (17) | 0.20149 (19) | 0.0615 (5) | |
C12 | 0.61265 (13) | 0.83497 (18) | 0.2935 (2) | 0.0660 (5) | |
H12 | 0.6643 | 0.7821 | 0.3122 | 0.079* | |
C13 | 0.54739 (13) | 0.82807 (16) | 0.35827 (19) | 0.0619 (5) | |
H13 | 0.5556 | 0.7703 | 0.4209 | 0.074* | |
C14 | 0.39643 (14) | 0.80659 (18) | 0.4945 (2) | 0.0707 (6) | |
H14A | 0.4533 | 0.8101 | 0.5713 | 0.085* | |
H14B | 0.3913 | 0.7278 | 0.4577 | 0.085* | |
C15 | 0.30424 (14) | 0.83989 (17) | 0.52346 (19) | 0.0645 (5) | |
H15 | 0.3206 | 0.8545 | 0.6155 | 0.077* | |
C16 | 0.22526 (13) | 0.74734 (16) | 0.48031 (17) | 0.0543 (4) | |
C17 | 0.15803 (16) | 0.74724 (19) | 0.35858 (19) | 0.0694 (5) | |
H17 | 0.1586 | 0.8079 | 0.3020 | 0.083* | |
C18 | 0.08956 (15) | 0.6581 (2) | 0.3194 (2) | 0.0772 (6) | |
H18 | 0.0443 | 0.6582 | 0.2369 | 0.093* | |
C19 | 0.08968 (15) | 0.57080 (18) | 0.4032 (2) | 0.0705 (6) | |
C20 | 0.15420 (16) | 0.56749 (18) | 0.5242 (2) | 0.0722 (6) | |
H20 | 0.1526 | 0.5066 | 0.5801 | 0.087* | |
C21 | 0.22215 (14) | 0.65665 (17) | 0.56219 (19) | 0.0629 (5) | |
H21 | 0.2669 | 0.6556 | 0.6450 | 0.076* | |
Cl1 | 0.68197 (4) | 0.93159 (6) | 0.11870 (6) | 0.0864 (2) | |
F1 | 0.02159 (10) | 0.48410 (12) | 0.36443 (17) | 0.1071 (5) | |
N1 | 0.33374 (11) | 0.97931 (13) | 0.38178 (15) | 0.0591 (4) | |
N2 | 0.27689 (12) | 0.95195 (14) | 0.45308 (18) | 0.0706 (5) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0769 (13) | 0.0621 (12) | 0.0773 (14) | −0.0086 (10) | 0.0365 (11) | −0.0067 (10) |
C2 | 0.0720 (13) | 0.0861 (16) | 0.0797 (15) | −0.0070 (11) | 0.0383 (12) | −0.0169 (12) |
C3 | 0.0695 (13) | 0.0755 (15) | 0.1011 (17) | 0.0093 (11) | 0.0359 (13) | −0.0130 (13) |
C4 | 0.0676 (13) | 0.0669 (13) | 0.0992 (17) | 0.0087 (10) | 0.0342 (12) | 0.0036 (11) |
C5 | 0.0599 (11) | 0.0627 (12) | 0.0792 (14) | −0.0012 (9) | 0.0298 (10) | −0.0011 (10) |
C6 | 0.0572 (10) | 0.0545 (11) | 0.0680 (12) | −0.0062 (8) | 0.0249 (9) | −0.0094 (9) |
C7 | 0.0544 (10) | 0.0519 (10) | 0.0564 (11) | −0.0036 (8) | 0.0138 (8) | −0.0067 (8) |
C8 | 0.0488 (9) | 0.0511 (10) | 0.0563 (10) | −0.0045 (8) | 0.0117 (8) | −0.0077 (8) |
C9 | 0.0606 (11) | 0.0622 (12) | 0.0727 (13) | 0.0122 (9) | 0.0244 (10) | 0.0037 (10) |
C10 | 0.0691 (12) | 0.0646 (12) | 0.0726 (13) | 0.0062 (10) | 0.0301 (10) | 0.0064 (10) |
C11 | 0.0521 (10) | 0.0639 (12) | 0.0673 (12) | −0.0030 (9) | 0.0186 (9) | −0.0095 (10) |
C12 | 0.0476 (10) | 0.0629 (12) | 0.0828 (14) | 0.0039 (9) | 0.0162 (10) | −0.0053 (10) |
C13 | 0.0543 (10) | 0.0564 (11) | 0.0702 (12) | 0.0003 (9) | 0.0149 (9) | 0.0018 (9) |
C14 | 0.0655 (12) | 0.0653 (12) | 0.0826 (14) | 0.0041 (10) | 0.0267 (11) | 0.0095 (10) |
C15 | 0.0737 (12) | 0.0590 (11) | 0.0644 (12) | −0.0008 (10) | 0.0281 (10) | 0.0020 (9) |
C16 | 0.0621 (11) | 0.0526 (10) | 0.0534 (11) | 0.0058 (8) | 0.0261 (9) | 0.0030 (8) |
C17 | 0.0821 (13) | 0.0694 (12) | 0.0580 (12) | 0.0037 (11) | 0.0253 (11) | 0.0081 (10) |
C18 | 0.0697 (13) | 0.0881 (16) | 0.0673 (13) | 0.0072 (12) | 0.0146 (11) | −0.0094 (12) |
C19 | 0.0580 (11) | 0.0613 (12) | 0.1002 (17) | −0.0005 (10) | 0.0375 (12) | −0.0121 (12) |
C20 | 0.0762 (13) | 0.0593 (12) | 0.0931 (17) | 0.0044 (11) | 0.0444 (13) | 0.0142 (11) |
C21 | 0.0656 (11) | 0.0675 (12) | 0.0584 (11) | 0.0066 (10) | 0.0245 (9) | 0.0102 (9) |
Cl1 | 0.0664 (3) | 0.1100 (5) | 0.0926 (4) | 0.0053 (3) | 0.0396 (3) | −0.0006 (3) |
F1 | 0.0793 (8) | 0.0874 (9) | 0.1598 (14) | −0.0181 (7) | 0.0471 (9) | −0.0274 (9) |
N1 | 0.0639 (9) | 0.0518 (9) | 0.0673 (10) | −0.0021 (7) | 0.0295 (8) | −0.0041 (7) |
N2 | 0.0801 (11) | 0.0528 (9) | 0.0963 (13) | 0.0052 (8) | 0.0525 (10) | 0.0086 (8) |
C1—C2 | 1.377 (3) | C11—Cl1 | 1.739 (2) |
C1—C6 | 1.382 (3) | C12—C13 | 1.380 (3) |
C1—H1 | 0.9300 | C12—H12 | 0.9300 |
C2—C3 | 1.370 (3) | C13—H13 | 0.9300 |
C2—H2 | 0.9300 | C14—C15 | 1.539 (3) |
C3—C4 | 1.382 (3) | C14—H14A | 0.9700 |
C3—H3 | 0.9300 | C14—H14B | 0.9700 |
C4—C5 | 1.370 (3) | C15—N2 | 1.467 (2) |
C4—H4 | 0.9300 | C15—C16 | 1.511 (3) |
C5—C6 | 1.389 (3) | C15—H15 | 0.9800 |
C5—H5 | 0.9300 | C16—C17 | 1.375 (3) |
C6—N2 | 1.391 (2) | C16—C21 | 1.378 (3) |
C7—N1 | 1.288 (2) | C17—C18 | 1.382 (3) |
C7—C8 | 1.461 (3) | C17—H17 | 0.9300 |
C7—C14 | 1.499 (3) | C18—C19 | 1.353 (3) |
C8—C9 | 1.391 (3) | C18—H18 | 0.9300 |
C8—C13 | 1.393 (2) | C19—C20 | 1.355 (3) |
C9—C10 | 1.366 (3) | C19—F1 | 1.359 (2) |
C9—H9 | 0.9300 | C20—C21 | 1.377 (3) |
C10—C11 | 1.374 (3) | C20—H20 | 0.9300 |
C10—H10 | 0.9300 | C21—H21 | 0.9300 |
C11—C12 | 1.370 (3) | N1—N2 | 1.365 (2) |
C2—C1—C6 | 120.3 (2) | C12—C13—H13 | 119.4 |
C2—C1—H1 | 119.8 | C8—C13—H13 | 119.4 |
C6—C1—H1 | 119.8 | C7—C14—C15 | 102.57 (15) |
C3—C2—C1 | 120.8 (2) | C7—C14—H14A | 111.3 |
C3—C2—H2 | 119.6 | C15—C14—H14A | 111.3 |
C1—C2—H2 | 119.6 | C7—C14—H14B | 111.3 |
C2—C3—C4 | 118.9 (2) | C15—C14—H14B | 111.3 |
C2—C3—H3 | 120.5 | H14A—C14—H14B | 109.2 |
C4—C3—H3 | 120.5 | N2—C15—C16 | 112.56 (16) |
C5—C4—C3 | 121.0 (2) | N2—C15—C14 | 101.57 (15) |
C5—C4—H4 | 119.5 | C16—C15—C14 | 113.56 (16) |
C3—C4—H4 | 119.5 | N2—C15—H15 | 109.6 |
C4—C5—C6 | 120.00 (19) | C16—C15—H15 | 109.6 |
C4—C5—H5 | 120.0 | C14—C15—H15 | 109.6 |
C6—C5—H5 | 120.0 | C17—C16—C21 | 118.21 (18) |
C1—C6—C5 | 118.92 (18) | C17—C16—C15 | 121.95 (17) |
C1—C6—N2 | 120.68 (18) | C21—C16—C15 | 119.77 (17) |
C5—C6—N2 | 120.38 (17) | C16—C17—C18 | 120.82 (19) |
N1—C7—C8 | 120.56 (17) | C16—C17—H17 | 119.6 |
N1—C7—C14 | 113.05 (16) | C18—C17—H17 | 119.6 |
C8—C7—C14 | 126.39 (16) | C19—C18—C17 | 118.7 (2) |
C9—C8—C13 | 117.54 (17) | C19—C18—H18 | 120.6 |
C9—C8—C7 | 120.77 (16) | C17—C18—H18 | 120.6 |
C13—C8—C7 | 121.69 (17) | C18—C19—C20 | 122.5 (2) |
C10—C9—C8 | 121.34 (18) | C18—C19—F1 | 118.4 (2) |
C10—C9—H9 | 119.3 | C20—C19—F1 | 119.0 (2) |
C8—C9—H9 | 119.3 | C19—C20—C21 | 118.23 (19) |
C9—C10—C11 | 119.90 (19) | C19—C20—H20 | 120.9 |
C9—C10—H10 | 120.0 | C21—C20—H20 | 120.9 |
C11—C10—H10 | 120.0 | C20—C21—C16 | 121.48 (19) |
C12—C11—C10 | 120.61 (18) | C20—C21—H21 | 119.3 |
C12—C11—Cl1 | 120.39 (15) | C16—C21—H21 | 119.3 |
C10—C11—Cl1 | 118.99 (16) | C7—N1—N2 | 109.35 (15) |
C11—C12—C13 | 119.36 (18) | N1—N2—C6 | 120.37 (15) |
C11—C12—H12 | 120.3 | N1—N2—C15 | 113.06 (14) |
C13—C12—H12 | 120.3 | C6—N2—C15 | 125.63 (16) |
C12—C13—C8 | 121.25 (18) | ||
C6—C1—C2—C3 | 0.4 (3) | N2—C15—C16—C17 | 26.7 (2) |
C1—C2—C3—C4 | 1.0 (3) | C14—C15—C16—C17 | −88.0 (2) |
C2—C3—C4—C5 | −1.0 (3) | N2—C15—C16—C21 | −156.32 (16) |
C3—C4—C5—C6 | −0.5 (3) | C14—C15—C16—C21 | 89.0 (2) |
C2—C1—C6—C5 | −1.9 (3) | C21—C16—C17—C18 | −0.4 (3) |
C2—C1—C6—N2 | 176.89 (19) | C15—C16—C17—C18 | 176.66 (18) |
C4—C5—C6—C1 | 2.0 (3) | C16—C17—C18—C19 | 0.1 (3) |
C4—C5—C6—N2 | −176.86 (19) | C17—C18—C19—C20 | 0.2 (3) |
N1—C7—C8—C9 | −6.4 (3) | C17—C18—C19—F1 | 179.38 (17) |
C14—C7—C8—C9 | 174.00 (18) | C18—C19—C20—C21 | −0.2 (3) |
N1—C7—C8—C13 | 173.63 (16) | F1—C19—C20—C21 | −179.45 (16) |
C14—C7—C8—C13 | −6.0 (3) | C19—C20—C21—C16 | 0.0 (3) |
C13—C8—C9—C10 | −0.5 (3) | C17—C16—C21—C20 | 0.3 (3) |
C7—C8—C9—C10 | 179.47 (17) | C15—C16—C21—C20 | −176.80 (17) |
C8—C9—C10—C11 | 0.5 (3) | C8—C7—N1—N2 | 178.28 (15) |
C9—C10—C11—C12 | −0.1 (3) | C14—C7—N1—N2 | −2.0 (2) |
C9—C10—C11—Cl1 | 179.85 (16) | C7—N1—N2—C6 | 167.07 (17) |
C10—C11—C12—C13 | −0.2 (3) | C7—N1—N2—C15 | −2.5 (2) |
Cl1—C11—C12—C13 | 179.79 (15) | C1—C6—N2—N1 | −173.95 (17) |
C11—C12—C13—C8 | 0.2 (3) | C5—C6—N2—N1 | 4.9 (3) |
C9—C8—C13—C12 | 0.2 (3) | C1—C6—N2—C15 | −5.8 (3) |
C7—C8—C13—C12 | −179.84 (17) | C5—C6—N2—C15 | 173.00 (18) |
N1—C7—C14—C15 | 5.3 (2) | C16—C15—N2—N1 | −116.27 (17) |
C8—C7—C14—C15 | −175.02 (16) | C14—C15—N2—N1 | 5.5 (2) |
C7—C14—C15—N2 | −5.97 (19) | C16—C15—N2—C6 | 74.8 (2) |
C7—C14—C15—C16 | 115.13 (18) | C14—C15—N2—C6 | −163.37 (19) |
Experimental details
Crystal data | |
Chemical formula | C21H16ClFN2 |
Mr | 350.81 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 298 |
a, b, c (Å) | 14.675 (3), 11.271 (2), 11.086 (2) |
β (°) | 109.818 (2) |
V (Å3) | 1725.0 (5) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.24 |
Crystal size (mm) | 0.48 × 0.47 × 0.23 |
Data collection | |
Diffractometer | Bruker SMART 1000 |
Absorption correction | – |
No. of measured, independent and observed [I > 2σ(I)] reflections | 7111, 3044, 2319 |
Rint | 0.020 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.039, 0.111, 1.03 |
No. of reflections | 3044 |
No. of parameters | 227 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.22, −0.26 |
Computer programs: SMART (Bruker, 1997), SMART, SAINT (Bruker, 1997), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 1997), SHELXTL.
Subscribe to Acta Crystallographica Section E: Crystallographic Communications
The full text of this article is available to subscribers to the journal.
- Information on subscribing
- Sample issue
- If you have already subscribed, you may need to register
As important and useful five-membered heterocyclic compounds, pyrazoline and its derivatives were found to possess antiviral (Rawal et al., 1963), antifungal (Dhal et al., 1975), and immunosuppressive (Lombardino & Ottemes, 1981) activities. Several 1,3,5-triaryl-2-pyrazolines were also used as scintillation solutes (Wiley et al., 1958).
In the structure of the title compound (Fig. 1), all of the bond lengths and angles fall in the normal range (Rurack et al., 2000; Fahrni et al., 2003; Guo, et al., 2006; Foces-Foces et al., 2001). The mean planes of the pyrazolinyl ring N1/N2/C7/C14/C15 and benzene ring C1—C6 and benzene ring C16—C21 and benzene ring C8—C13 make dihedral angles of 14.88 (11)°, 74.59 (11)° and 7.16 (10)°, respectively.