Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.003 Å
- R factor = 0.059
- wR factor = 0.173
- Data-to-parameter ratio = 25.2
checkCIF results
No syntax errors found
ADDSYM reports no extra symmetry
Alert Level B:
DENSM_01 Alert B _exptl_crystal_density_method is given but no value of
_exptl_crystal_density_meas is reported.
Alert Level C:
PLAT_741 Alert C Bond Calc 1.390(3), Rep 1.39000 .... Missing s.u.
C4 -C5 1.555 1.555
PLAT_741 Alert C Bond Calc 1.390(3), Rep 1.39000 .... Missing s.u.
C4 -C9 1.555 1.555
PLAT_741 Alert C Bond Calc 1.390(3), Rep 1.39000 .... Missing s.u.
C5 -C6 1.555 1.555
PLAT_741 Alert C Bond Calc 1.390(3), Rep 1.39000 .... Missing s.u.
C6 -C7 1.555 1.555
PLAT_741 Alert C Bond Calc 1.390(3), Rep 1.39000 .... Missing s.u.
C7 -C8 1.555 1.555
PLAT_741 Alert C Bond Calc 1.390(3), Rep 1.39000 .... Missing s.u.
C8 -C9 1.555 1.555
PLAT_741 Alert C Bond Calc 1.390(3), Rep 1.39000 .... Missing s.u.
C10 -C11 1.555 1.555
PLAT_741 Alert C Bond Calc 1.390(3), Rep 1.39000 .... Missing s.u.
C10 -C15 1.555 1.555
PLAT_741 Alert C Bond Calc 1.390(3), Rep 1.39000 .... Missing s.u.
C11 -C12 1.555 1.555
PLAT_741 Alert C Bond Calc 1.390(3), Rep 1.39000 .... Missing s.u.
C12 -C13 1.555 1.555
PLAT_741 Alert C Bond Calc 1.390(3), Rep 1.39000 .... Missing s.u.
C13 -C14 1.555 1.555
PLAT_741 Alert C Bond Calc 1.390(3), Rep 1.39000 .... Missing s.u.
C14 -C15 1.555 1.555
PLAT_742 Alert C Angle Calc 120.00(16), Rep 120.00 .... Missing s.u.
C5 -C4 -C9 1.555 1.555 1.555
PLAT_742 Alert C Angle Calc 120.00(16), Rep 120.00 .... Missing s.u.
C6 -C5 -C4 1.555 1.555 1.555
PLAT_742 Alert C Angle Calc 120.00(17), Rep 120.00 .... Missing s.u.
C7 -C6 -C5 1.555 1.555 1.555
PLAT_742 Alert C Angle Calc 119.99(16), Rep 120.00 .... Missing s.u.
C8 -C7 -C6 1.555 1.555 1.555
PLAT_742 Alert C Angle Calc 120.00(17), Rep 120.00 .... Missing s.u.
C7 -C8 -C9 1.555 1.555 1.555
PLAT_742 Alert C Angle Calc 119.99(17), Rep 120.00 .... Missing s.u.
C8 -C9 -C4 1.555 1.555 1.555
PLAT_742 Alert C Angle Calc 120.00(15), Rep 120.00 .... Missing s.u.
C11 -C10 -C15 1.555 1.555 1.555
PLAT_742 Alert C Angle Calc 120.00(17), Rep 120.00 .... Missing s.u.
C12 -C11 -C10 1.555 1.555 1.555
PLAT_742 Alert C Angle Calc 120.00(18), Rep 120.00 .... Missing s.u.
C11 -C12 -C13 1.555 1.555 1.555
PLAT_742 Alert C Angle Calc 120.00(16), Rep 120.00 .... Missing s.u.
C14 -C13 -C12 1.555 1.555 1.555
PLAT_742 Alert C Angle Calc 120.00(17), Rep 120.00 .... Missing s.u.
C15 -C14 -C13 1.555 1.555 1.555
PLAT_742 Alert C Angle Calc 120.00(17), Rep 120.00 .... Missing s.u.
C14 -C15 -C10 1.555 1.555 1.555
PLAT_743 Alert C Torsion Calc 0.0(3), Rep 0.00 .... Missing s.u.
C9 -C4 -C5 -C6 1.555 1.555 1.555 1.555
PLAT_743 Alert C Torsion Calc 0.0(3), Rep 0.00 .... Missing s.u.
C4 -C5 -C6 -C7 1.555 1.555 1.555 1.555
PLAT_743 Alert C Torsion Calc 0.0(4), Rep 0.00 .... Missing s.u.
C5 -C6 -C7 -C8 1.555 1.555 1.555 1.555
PLAT_743 Alert C Torsion Calc 0.0(4), Rep 0.00 .... Missing s.u.
C6 -C7 -C8 -C9 1.555 1.555 1.555 1.555
PLAT_743 Alert C Torsion Calc 0.0(3), Rep 0.00 .... Missing s.u.
C7 -C8 -C9 -C4 1.555 1.555 1.555 1.555
PLAT_743 Alert C Torsion Calc 0.0(3), Rep 0.00 .... Missing s.u.
C5 -C4 -C9 -C8 1.555 1.555 1.555 1.555
PLAT_743 Alert C Torsion Calc 0.0(3), Rep 0.00 .... Missing s.u.
C15 -C10 -C11 -C12 1.555 1.555 1.555 1.555
PLAT_743 Alert C Torsion Calc 0.0(3), Rep 0.00 .... Missing s.u.
C10 -C11 -C12 -C13 1.555 1.555 1.555 1.555
PLAT_743 Alert C Torsion Calc 0.0(4), Rep 0.00 .... Missing s.u.
C11 -C12 -C13 -C14 1.555 1.555 1.555 1.555
PLAT_743 Alert C Torsion Calc 0.0(4), Rep 0.00 .... Missing s.u.
C12 -C13 -C14 -C15 1.555 1.555 1.555 1.555
PLAT_743 Alert C Torsion Calc 0.0(3), Rep 0.00 .... Missing s.u.
C13 -C14 -C15 -C10 1.555 1.555 1.555 1.555
PLAT_743 Alert C Torsion Calc 0.0(3), Rep 0.00 .... Missing s.u.
C11 -C10 -C15 -C14 1.555 1.555 1.555 1.555
0 Alert Level A = Potentially serious problem
1 Alert Level B = Potential problem
36 Alert Level C = Please check
The preparation of (I) has been reported (Nelson et al., 2001). Crystals
suitable for diffraction analysis were obtained from hexane.
Both phenyl rings were refined as rigid groups.
Data collection: XSTAL (Brown, 1985), a modification of Picker FACS-I software (Picker, 1967); cell refinement: CELL (Brown, 1985); data reduction: MINCON (Brown, 1985); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997).
1,1,1,3,3,3-Hexafluoro-2-(4-nitrophenyl)-
N-phenylisopropylamine
top
Crystal data top
C15H10F6N2O2 | Dx = 1.619 Mg m−3 Dm = more dense than CCl4 Mg m−3 Dm measured by flotation |
Mr = 364.25 | Melting point = 180–182 K |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71070 Å |
a = 16.903 (3) Å | Cell parameters from 13 reflections |
b = 10.182 (2) Å | θ = 10–12.5° |
c = 17.971 (3) Å | µ = 0.16 mm−1 |
β = 104.90 (1)° | T = 293 K |
V = 2989.1 (9) Å3 | Cut fragment, pale yellow |
Z = 8 | 0.40 × 0.35 × 0.25 mm |
F(000) = 1472 | |
Data collection top
Picker four-circle diffractometer | Rint = 0.056 |
Radiation source: fine-focus sealed tube | θmax = 28.0°, θmin = 2.4° |
None monochromator | h = −22→18 |
θ/2θ scans | k = −7→13 |
7110 measured reflections | l = −23→23 |
3603 independent reflections | 4 standard reflections every 150 reflections |
1373 reflections with I > 2σ(I) | intensity decay: <1% |
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)] = 0.059 | H-atom parameters constrained |
wR(F2) = 0.173 | w = [exp{1.30(sinθ/λ)2}]/[σ2(Fo2) + (0.0559P)2]
where P = 0.33Fo2 + 0.67Fc2 |
S = 0.98 | (Δ/σ)max = 0.010 |
3603 reflections | Δρmax = 0.51 e Å−3 |
143 parameters | Δρmin = −0.26 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: 0.0018 (3) |
Crystal data top
C15H10F6N2O2 | V = 2989.1 (9) Å3 |
Mr = 364.25 | Z = 8 |
Monoclinic, C2/c | Mo Kα radiation |
a = 16.903 (3) Å | µ = 0.16 mm−1 |
b = 10.182 (2) Å | T = 293 K |
c = 17.971 (3) Å | 0.40 × 0.35 × 0.25 mm |
β = 104.90 (1)° | |
Data collection top
Picker four-circle diffractometer | Rint = 0.056 |
7110 measured reflections | 4 standard reflections every 150 reflections |
3603 independent reflections | intensity decay: <1% |
1373 reflections with I > 2σ(I) | |
Refinement top
R[F2 > 2σ(F2)] = 0.059 | 0 restraints |
wR(F2) = 0.173 | H-atom parameters constrained |
S = 0.98 | Δρmax = 0.51 e Å−3 |
3603 reflections | Δρmin = −0.26 e Å−3 |
143 parameters | |
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 | 0.3495 (2) | 0.2893 (3) | 0.36500 (19) | 0.0458 (9) | |
C2 | 0.2547 (3) | 0.2785 (4) | 0.3498 (2) | 0.0611 (10) | |
C3 | 0.3877 (3) | 0.2369 (4) | 0.4466 (2) | 0.0589 (10) | |
C4 | 0.37909 (12) | 0.43107 (15) | 0.36294 (12) | 0.0394 (8)* | |
C5 | 0.45588 (11) | 0.44937 (17) | 0.34983 (13) | 0.0459 (8)* | |
H5 | 0.4870 | 0.3771 | 0.3432 | 0.055* | |
C6 | 0.48610 (10) | 0.5756 (2) | 0.34666 (13) | 0.0527 (9)* | |
H6 | 0.5375 | 0.5879 | 0.3379 | 0.063* | |
C7 | 0.43954 (12) | 0.68359 (16) | 0.35660 (14) | 0.0506 (9)* | |
C8 | 0.36275 (12) | 0.66529 (17) | 0.36970 (13) | 0.0500 (9)* | |
H8 | 0.3316 | 0.7375 | 0.3763 | 0.060* | |
C9 | 0.33252 (10) | 0.53903 (19) | 0.37287 (13) | 0.0472 (9)* | |
H9 | 0.2811 | 0.5268 | 0.3816 | 0.057* | |
C10 | 0.36723 (13) | 0.2257 (2) | 0.23300 (8) | 0.0407 (8)* | |
C11 | 0.39275 (14) | 0.12231 (17) | 0.19429 (11) | 0.0494 (9)* | |
H11 | 0.4148 | 0.0471 | 0.2210 | 0.059* | |
C12 | 0.38527 (14) | 0.13139 (18) | 0.11560 (11) | 0.0601 (10)* | |
H12 | 0.4023 | 0.0622 | 0.0897 | 0.072* | |
C13 | 0.35227 (15) | 0.2438 (2) | 0.07563 (9) | 0.0608 (10)* | |
H13 | 0.3473 | 0.2499 | 0.0230 | 0.073* | |
C14 | 0.32675 (14) | 0.34720 (18) | 0.11434 (11) | 0.0555 (10)* | |
H14 | 0.3047 | 0.4224 | 0.0876 | 0.067* | |
C15 | 0.33423 (13) | 0.33813 (17) | 0.19302 (11) | 0.0466 (8)* | |
H15 | 0.3172 | 0.4073 | 0.2189 | 0.056* | |
F1 | 0.22629 (14) | 0.3231 (3) | 0.40751 (14) | 0.0835 (8) | |
F2 | 0.21566 (12) | 0.3449 (2) | 0.28749 (13) | 0.0669 (6) | |
F3 | 0.23022 (15) | 0.1547 (2) | 0.33774 (16) | 0.0993 (9) | |
F4 | 0.37300 (14) | 0.3145 (2) | 0.50066 (12) | 0.0754 (7) | |
F5 | 0.46835 (15) | 0.2270 (2) | 0.46033 (12) | 0.0800 (8) | |
F6 | 0.35961 (17) | 0.1182 (2) | 0.45739 (13) | 0.0893 (8) | |
N1 | 0.37711 (18) | 0.2064 (3) | 0.31227 (16) | 0.0524 (8) | |
H1 | 0.4028 | 0.1363 | 0.3315 | 0.063* | |
N2 | 0.4705 (3) | 0.8162 (4) | 0.3508 (2) | 0.0734 (11) | |
O1 | 0.4272 (2) | 0.9060 (3) | 0.3610 (2) | 0.1023 (12) | |
O2 | 0.5363 (3) | 0.8262 (3) | 0.3361 (2) | 0.1102 (13) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
C1 | 0.051 (2) | 0.045 (2) | 0.0416 (19) | −0.0017 (17) | 0.0125 (16) | 0.0008 (16) |
C2 | 0.060 (3) | 0.062 (3) | 0.060 (3) | −0.017 (2) | 0.013 (2) | 0.004 (2) |
C3 | 0.071 (3) | 0.055 (3) | 0.052 (2) | −0.004 (2) | 0.019 (2) | 0.0064 (19) |
F1 | 0.0631 (15) | 0.119 (2) | 0.0793 (17) | −0.0135 (14) | 0.0382 (13) | 0.0020 (15) |
F2 | 0.0483 (12) | 0.0805 (16) | 0.0666 (15) | −0.0056 (11) | 0.0052 (10) | 0.0001 (12) |
F3 | 0.0873 (19) | 0.0665 (17) | 0.138 (2) | −0.0374 (14) | 0.0173 (17) | 0.0034 (15) |
F4 | 0.0944 (18) | 0.0894 (17) | 0.0450 (13) | −0.0027 (13) | 0.0228 (12) | −0.0045 (12) |
F5 | 0.0720 (17) | 0.106 (2) | 0.0585 (15) | 0.0181 (14) | 0.0099 (12) | 0.0254 (13) |
F6 | 0.132 (2) | 0.0660 (17) | 0.0684 (16) | −0.0157 (15) | 0.0235 (15) | 0.0231 (12) |
N1 | 0.075 (2) | 0.0340 (16) | 0.0484 (17) | 0.0132 (15) | 0.0158 (15) | 0.0047 (13) |
N2 | 0.094 (3) | 0.047 (2) | 0.065 (2) | −0.018 (2) | −0.005 (2) | 0.0112 (18) |
O1 | 0.138 (3) | 0.0375 (17) | 0.118 (3) | 0.001 (2) | 0.007 (2) | 0.0038 (18) |
O2 | 0.101 (3) | 0.080 (2) | 0.144 (3) | −0.042 (2) | 0.022 (2) | 0.026 (2) |
Geometric parameters (Å, º) top
C1—N1 | 1.434 (4) | C8—C9 | 1.3900 |
C1—C4 | 1.531 (4) | C8—H8 | 0.9300 |
C1—C3 | 1.538 (5) | C9—H9 | 0.9300 |
C1—C2 | 1.558 (5) | C10—C11 | 1.3900 |
C2—F2 | 1.328 (4) | C10—C15 | 1.3900 |
C2—F3 | 1.327 (4) | C10—N1 | 1.405 (3) |
C2—F1 | 1.330 (4) | C11—C12 | 1.3900 |
C3—F5 | 1.325 (4) | C11—H11 | 0.9300 |
C3—F4 | 1.325 (4) | C12—C13 | 1.3900 |
C3—F6 | 1.331 (4) | C12—H12 | 0.9300 |
C4—C5 | 1.3900 | C13—C14 | 1.3900 |
C4—C9 | 1.3900 | C13—H13 | 0.9300 |
C5—C6 | 1.3900 | C14—C15 | 1.3900 |
C5—H5 | 0.9300 | C14—H14 | 0.9300 |
C6—C7 | 1.3900 | C15—H15 | 0.9300 |
C6—H6 | 0.9300 | N1—H1 | 0.8600 |
C7—C8 | 1.3900 | N2—O2 | 1.212 (5) |
C7—N2 | 1.462 (4) | N2—O1 | 1.215 (5) |
| | | |
N1—C1—C4 | 112.1 (2) | C7—C8—C9 | 120.0 |
N1—C1—C3 | 107.3 (3) | C7—C8—H8 | 120.0 |
C4—C1—C3 | 106.9 (3) | C9—C8—H8 | 120.0 |
N1—C1—C2 | 109.7 (3) | C8—C9—C4 | 120.0 |
C4—C1—C2 | 112.9 (3) | C8—C9—H9 | 120.0 |
C3—C1—C2 | 107.7 (3) | C4—C9—H9 | 120.0 |
F2—C2—F3 | 106.2 (3) | C11—C10—C15 | 120.0 |
F2—C2—F1 | 106.4 (3) | C11—C10—N1 | 115.49 (17) |
F3—C2—F1 | 106.9 (3) | C15—C10—N1 | 124.51 (17) |
F2—C2—C1 | 112.2 (3) | C12—C11—C10 | 120.0 |
F3—C2—C1 | 111.0 (3) | C12—C11—H11 | 120.0 |
F1—C2—C1 | 113.6 (3) | C10—C11—H11 | 120.0 |
F5—C3—F4 | 106.6 (3) | C11—C12—C13 | 120.0 |
F5—C3—F6 | 107.0 (3) | C11—C12—H12 | 120.0 |
F4—C3—F6 | 107.1 (3) | C13—C12—H12 | 120.0 |
F5—C3—C1 | 111.3 (3) | C14—C13—C12 | 120.0 |
F4—C3—C1 | 112.4 (3) | C14—C13—H13 | 120.0 |
F6—C3—C1 | 112.1 (3) | C12—C13—H13 | 120.0 |
C5—C4—C9 | 120.0 | C15—C14—C13 | 120.0 |
C5—C4—C1 | 117.09 (17) | C15—C14—H14 | 120.0 |
C9—C4—C1 | 122.91 (17) | C13—C14—H14 | 120.0 |
C6—C5—C4 | 120.0 | C14—C15—C10 | 120.0 |
C6—C5—H5 | 120.0 | C14—C15—H15 | 120.0 |
C4—C5—H5 | 120.0 | C10—C15—H15 | 120.0 |
C7—C6—C5 | 120.0 | C10—N1—C1 | 127.9 (3) |
C7—C6—H6 | 120.0 | C10—N1—H1 | 116.1 |
C5—C6—H6 | 120.0 | C1—N1—H1 | 116.1 |
C8—C7—C6 | 120.0 | O2—N2—O1 | 126.4 (4) |
C8—C7—N2 | 120.2 (2) | O2—N2—C7 | 117.3 (4) |
C6—C7—N2 | 119.7 (2) | O1—N2—C7 | 116.3 (4) |
| | | |
N1—C1—C2—F2 | −76.1 (4) | C4—C5—C6—C7 | 0.0 |
C4—C1—C2—F2 | 49.6 (4) | C5—C6—C7—C8 | 0.0 |
C3—C1—C2—F2 | 167.4 (3) | C5—C6—C7—N2 | −178.1 (2) |
N1—C1—C2—F3 | 42.6 (4) | C6—C7—C8—C9 | 0.0 |
C4—C1—C2—F3 | 168.3 (3) | N2—C7—C8—C9 | 178.1 (2) |
C3—C1—C2—F3 | −73.9 (4) | C7—C8—C9—C4 | 0.0 |
N1—C1—C2—F1 | 163.1 (3) | C5—C4—C9—C8 | 0.0 |
C4—C1—C2—F1 | −71.2 (4) | C1—C4—C9—C8 | −179.5 (2) |
C3—C1—C2—F1 | 46.6 (4) | C15—C10—C11—C12 | 0.0 |
N1—C1—C3—F5 | 53.9 (4) | N1—C10—C11—C12 | 179.7 (2) |
C4—C1—C3—F5 | −66.4 (4) | C10—C11—C12—C13 | 0.0 |
C2—C1—C3—F5 | 172.0 (3) | C11—C12—C13—C14 | 0.0 |
N1—C1—C3—F4 | 173.5 (3) | C12—C13—C14—C15 | 0.0 |
C4—C1—C3—F4 | 53.1 (4) | C13—C14—C15—C10 | 0.0 |
C2—C1—C3—F4 | −68.5 (4) | C11—C10—C15—C14 | 0.0 |
N1—C1—C3—F6 | −65.9 (4) | N1—C10—C15—C14 | −179.7 (2) |
C4—C1—C3—F6 | 173.7 (3) | C11—C10—N1—C1 | −173.5 (3) |
C2—C1—C3—F6 | 52.2 (4) | C15—C10—N1—C1 | 6.2 (4) |
N1—C1—C4—C5 | −34.4 (3) | C4—C1—N1—C10 | −53.8 (4) |
C3—C1—C4—C5 | 82.9 (3) | C3—C1—N1—C10 | −170.8 (3) |
C2—C1—C4—C5 | −158.9 (2) | C2—C1—N1—C10 | 72.5 (4) |
N1—C1—C4—C9 | 145.1 (2) | C8—C7—N2—O2 | −177.0 (3) |
C3—C1—C4—C9 | −97.6 (3) | C6—C7—N2—O2 | 1.1 (4) |
C2—C1—C4—C9 | 20.6 (3) | C8—C7—N2—O1 | 2.8 (4) |
C9—C4—C5—C6 | 0.0 | C6—C7—N2—O1 | −179.1 (3) |
C1—C4—C5—C6 | 179.5 (2) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1···O1i | 0.86 | 2.42 | 3.234 (4) | 159 |
Symmetry code: (i) x, y−1, z. |
Experimental details
Crystal data |
Chemical formula | C15H10F6N2O2 |
Mr | 364.25 |
Crystal system, space group | Monoclinic, C2/c |
Temperature (K) | 293 |
a, b, c (Å) | 16.903 (3), 10.182 (2), 17.971 (3) |
β (°) | 104.90 (1) |
V (Å3) | 2989.1 (9) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 0.16 |
Crystal size (mm) | 0.40 × 0.35 × 0.25 |
|
Data collection |
Diffractometer | Picker four-circle diffractometer |
Absorption correction | – |
No. of measured, independent and observed [I > 2σ(I)] reflections | 7110, 3603, 1373 |
Rint | 0.056 |
(sin θ/λ)max (Å−1) | 0.661 |
|
Refinement |
R[F2 > 2σ(F2)], wR(F2), S | 0.059, 0.173, 0.98 |
No. of reflections | 3603 |
No. of parameters | 143 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.51, −0.26 |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1···O1i | 0.86 | 2.42 | 3.234 (4) | 158.9 |
Symmetry code: (i) x, y−1, z. |
(Trifluoromethyl)trimethylsilane reacts with nitrones to afford α-(trifluoromethyl)hydroxylamines, protected as O-trimethylsilyl ethers. Adducts with strong electron-withdrawing groups on the α-aryl ring undergo an elimination/addition sequence to produce α,α-bis(trifluoromethyl)amines. The structure of compound, (I), produced from the p-nitrophenyl adduct is reported here.