Literature DB >> 23723903

(E)-N-(3,3-Di-phenyl-allyl-idene)-2-(tri-fluoro-meth-yl)aniline.

Byung-Yong Yu1, Ji Eun Lee, Yong Seo Cho, Joo Hwan Cha, Jae Kyun Lee.   

Abstract

In the title compound, C22H16F3N, the C=n class="Chemical">N bond of the central imine group adopts an E conformation. The dihedral angles between the 2-(tri-fluoro-meth-yl)phenyl ring and the benzene rings are 9.34 (1) and 68.8 (1)°. The imine group displays a C-C-N=C torsion angle of 41.6 (3)°. In the crystal, weak C-H⋯F hydrogen bonds link the mol-ecules into chains parallel to the b-axis direction.

Entities:  

Year:  2013        PMID： 23723903      PMCID： PMC3648283          DOI： 10.1107/S1600536813010283

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN： 1600-5368


Related literature

For the crystal structures of 2-phenyl­cinnamaldehyde derivatives studied recently our group, see: Cha et al. (2012 ▶); Kang et al. (2012 ▶).

Experimental

Crystal data

C22H16F3N M = 351.37 Monoclinic, a = 8.6733 (8) Å b = 11.8116 (9) Å c = 17.6227 (15) Å β = 95.661 (3)° V = 1796.6 (3) Å3 Z = 4 Mo Kα radiation μ = 0.10 mm−1 T = 296 K 0.30 × 0.20 × 0.10 mm

Data collection

Rigaku R-AXIS RAPID diffractometer Absorption correction: multi-scan (ABSCOR; Rigaku, 1995 ▶) T min = 0.725, T max = 0.990 16660 measured reflections 4059 independent reflections 1842 reflections with F 2 > 2σ(F 2) R int = 0.046

Refinement

R[F 2 > 2σ(F 2)] = 0.051 wR(F 2) = 0.158 S = 1.02 4059 reflections 243 parameters H atoms treated by a mixture of independent and constrained refinement Δρmax = 0.20 e Å−3 Δρmin = −0.23 e Å−3 Data collection: RAPID-AUTO (Rigaku, 2006 ▶); cell refinement: RAPID-AUTO; data reduction: RAPID-AUTO; program(s) used to solve structure: Il Milione (Burla et al., 2007 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: CrystalStructure (Rigaku, 2010 ▶); software used to prepare material for publication: CrystalStructure. Click here for additional data file. Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536813010283/ff2102sup1.cif Click here for additional data file. Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813010283/ff2102Isup2.hkl Click here for additional data file. Supplementary material file. DOI: 10.1107/S1600536813010283/ff2102Isup3.cml Additional supplementary materials: crystallographic information; 3D view; checkCIF report
C22H16F3NF(000) = 728.00
Mr = 351.37Dx = 1.299 Mg m−3
Monoclinic, P21/nMo Kα radiation, λ = 0.71075 Å
Hall symbol: -P 2ynCell parameters from 8333 reflections
a = 8.6733 (8) Åθ = 3.1–27.5°
b = 11.8116 (9) ŵ = 0.10 mm−1
c = 17.6227 (15) ÅT = 296 K
β = 95.661 (3)°Chunk, yellow
V = 1796.6 (3) Å30.30 × 0.20 × 0.10 mm
Z = 4
Rigaku R-AXIS RAPID diffractometer1842 reflections with F2 > 2σ(F2)
Detector resolution: 10.000 pixels mm-1Rint = 0.046
ω scansθmax = 27.5°
Absorption correction: multi-scan (ABSCOR; Rigaku, 1995)h = −11→11
Tmin = 0.725, Tmax = 0.990k = −14→14
16660 measured reflectionsl = −22→21
4059 independent reflections
Refinement on F2Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.051Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.158H atoms treated by a mixture of independent and constrained refinement
S = 1.02w = 1/[σ2(Fo2) + (0.0699P)2 + 0.1152P] where P = (Fo2 + 2Fc2)/3
4059 reflections(Δ/σ)max < 0.001
243 parametersΔρmax = 0.20 e Å−3
0 restraintsΔρmin = −0.23 e Å−3
Primary atom site location: structure-invariant direct methods
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.Y
Refinement. Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F2. R-factor (gt) are based on F. The threshold expression of F2 > 2.0 σ(F2) is used only for calculating R-factor (gt).
xyzUiso*/Ueq
F10.6398 (3)−0.25532 (14)0.58228 (9)0.1171 (7)
F20.8032 (2)−0.32028 (13)0.51242 (10)0.1025 (6)
F30.5690 (2)−0.36508 (13)0.49031 (10)0.1144 (7)
N10.8301 (2)−0.07184 (14)0.53713 (10)0.0613 (5)
C10.8428 (3)0.01876 (18)0.57689 (12)0.0574 (6)
C20.9652 (3)0.03036 (19)0.63772 (13)0.0592 (6)
C30.9969 (3)0.12242 (16)0.68171 (11)0.0539 (6)
C41.1215 (3)0.11851 (16)0.74583 (12)0.0564 (6)
C51.2131 (3)0.21263 (19)0.76457 (14)0.0721 (7)
C61.3343 (4)0.2068 (3)0.82101 (16)0.0859 (8)
C71.3664 (4)0.1084 (3)0.86058 (16)0.0892 (9)
C81.2762 (4)0.0149 (3)0.84402 (15)0.0873 (8)
C91.1545 (3)0.0196 (2)0.78744 (13)0.0721 (7)
C100.9134 (3)0.23139 (16)0.66760 (12)0.0549 (6)
C110.9006 (3)0.28326 (18)0.59672 (13)0.0660 (7)
C120.8215 (4)0.3845 (2)0.58486 (16)0.0815 (8)
C130.7547 (4)0.4348 (2)0.6434 (2)0.0874 (9)
C140.7667 (3)0.3857 (3)0.71360 (17)0.0812 (8)
C150.8459 (3)0.28419 (19)0.72649 (13)0.0664 (6)
C160.7127 (3)−0.07673 (18)0.47539 (12)0.0571 (6)
C170.6337 (3)−0.17848 (17)0.45946 (12)0.0569 (6)
C180.5267 (3)−0.1866 (2)0.39554 (13)0.0695 (7)
C190.4984 (3)−0.0951 (3)0.34748 (14)0.0772 (7)
C200.5743 (3)0.0049 (3)0.36362 (14)0.0773 (7)
C210.6804 (3)0.01425 (19)0.42670 (13)0.0680 (7)
C220.6603 (4)−0.2777 (2)0.51082 (14)0.0707 (7)
H51.19240.28040.73870.0865*
H61.39530.27040.83250.1031*
H71.44890.10510.89850.1070*
H81.2969−0.05200.87100.1048*
H91.0935−0.04430.77690.0866*
H110.94580.24960.55660.0791*
H120.81380.41840.53700.0978*
H130.70110.50250.63520.1049*
H140.72150.42040.75330.0975*
H150.85370.25150.77470.0797*
H180.4738−0.25410.38510.0834*
H190.4280−0.10140.30430.0927*
H200.55410.06690.33170.0928*
H210.73120.08270.43690.0816*
H10.765 (3)0.0828 (19)0.5653 (12)0.072 (7)*
H21.023 (3)−0.035 (2)0.6462 (12)0.075 (8)*
U11U22U33U12U13U23
F10.193 (2)0.0927 (11)0.0683 (11)0.0047 (12)0.0267 (11)0.0112 (8)
F20.0944 (13)0.0818 (10)0.1279 (14)0.0183 (9)−0.0063 (10)0.0169 (9)
F30.1240 (15)0.0775 (10)0.1332 (15)−0.0340 (10)−0.0301 (12)0.0114 (9)
N10.0636 (13)0.0547 (10)0.0633 (12)−0.0003 (9)−0.0048 (9)−0.0074 (9)
C10.0548 (14)0.0545 (13)0.0620 (14)−0.0007 (11)0.0018 (11)−0.0049 (10)
C20.0575 (15)0.0519 (13)0.0669 (15)0.0027 (11)−0.0005 (11)−0.0056 (11)
C30.0507 (13)0.0534 (12)0.0573 (13)−0.0021 (10)0.0043 (10)−0.0015 (10)
C40.0534 (13)0.0561 (12)0.0591 (13)0.0033 (10)0.0022 (10)−0.0052 (10)
C50.0688 (16)0.0559 (13)0.0880 (18)−0.0007 (12)−0.0110 (14)−0.0096 (12)
C60.0771 (19)0.0716 (16)0.103 (3)−0.0068 (14)−0.0211 (16)−0.0190 (15)
C70.081 (2)0.099 (2)0.0819 (19)0.0070 (17)−0.0241 (15)−0.0146 (16)
C80.092 (3)0.0839 (18)0.0800 (19)0.0046 (16)−0.0203 (16)0.0108 (14)
C90.0728 (17)0.0673 (15)0.0730 (16)−0.0046 (12)−0.0094 (13)0.0058 (12)
C100.0524 (13)0.0519 (12)0.0591 (14)−0.0013 (10)−0.0006 (10)−0.0062 (10)
C110.0695 (16)0.0606 (14)0.0674 (16)−0.0030 (12)0.0049 (12)0.0013 (11)
C120.0862 (19)0.0659 (16)0.089 (2)−0.0006 (14)−0.0073 (15)0.0148 (14)
C130.079 (2)0.0574 (15)0.121 (3)0.0092 (14)−0.0190 (17)−0.0074 (16)
C140.0677 (17)0.0790 (17)0.094 (2)0.0135 (14)−0.0072 (14)−0.0337 (15)
C150.0635 (15)0.0712 (15)0.0626 (15)0.0081 (12)−0.0036 (12)−0.0143 (11)
C160.0555 (14)0.0605 (13)0.0544 (13)0.0055 (11)0.0009 (11)−0.0040 (10)
C170.0582 (14)0.0591 (13)0.0528 (13)0.0015 (11)0.0027 (11)−0.0055 (10)
C180.0652 (16)0.0785 (16)0.0636 (15)−0.0063 (13)−0.0003 (12)−0.0088 (12)
C190.0666 (17)0.100 (2)0.0626 (16)0.0043 (15)−0.0056 (12)0.0031 (14)
C200.0722 (18)0.0903 (18)0.0687 (16)0.0106 (15)0.0025 (14)0.0171 (13)
C210.0690 (16)0.0639 (14)0.0702 (16)0.0019 (12)0.0027 (13)0.0042 (12)
C220.0763 (18)0.0647 (15)0.0688 (17)−0.0060 (14)−0.0043 (13)−0.0077 (12)
F1—C221.316 (3)C16—C211.386 (3)
F2—C221.335 (4)C17—C181.390 (3)
F3—C221.330 (3)C17—C221.484 (4)
N1—C11.278 (3)C18—C191.380 (4)
N1—C161.416 (3)C19—C201.368 (4)
C1—C21.439 (3)C20—C211.376 (4)
C2—C31.348 (3)C1—H11.02 (3)
C3—C41.485 (3)C2—H20.92 (3)
C3—C101.486 (3)C5—H50.930
C4—C51.387 (3)C6—H60.930
C4—C91.394 (3)C7—H70.930
C5—C61.376 (4)C8—H80.930
C6—C71.370 (4)C9—H90.930
C7—C81.368 (4)C11—H110.930
C8—C91.379 (4)C12—H120.930
C10—C111.386 (3)C13—H130.930
C10—C151.389 (4)C14—H140.930
C11—C121.384 (4)C15—H150.930
C12—C131.368 (5)C18—H180.930
C13—C141.361 (5)C19—H190.930
C14—C151.389 (4)C20—H200.930
C16—C171.398 (3)C21—H210.930
F1···N12.883 (3)C11···H8vi3.2704
F1···C162.938 (3)C11···H18v3.3122
F1···C183.437 (3)C12···H7vi3.2754
F2···N12.972 (3)C12···H7xi3.5695
F2···C163.036 (3)C12···H8vi3.4076
F2···C183.393 (3)C12···H18v3.0784
F3···C182.692 (3)C13···H7vi3.4022
N1···C222.856 (3)C13···H9vii3.4634
C1···C103.008 (3)C13···H18v2.9214
C1···C113.178 (3)C14···H9vii3.2524
C1···C173.501 (3)C14···H18v3.0123
C1···C212.873 (3)C14···H19x3.2502
C2···C92.970 (4)C14···H20x3.1361
C2···C113.111 (3)C15···H18v3.2565
C2···C153.581 (4)C15···H19v3.2166
C4···C72.787 (4)C15···H20x3.0218
C4···C153.082 (3)C16···H2iii3.54 (3)
C5···C82.751 (4)C18···H1v2.95 (3)
C5···C102.975 (4)C19···H14xi3.4634
C5···C153.300 (4)C19···H1v2.88 (3)
C6···C92.736 (4)C20···H5xi3.5740
C10···C132.781 (4)C20···H14xi3.5708
C11···C142.744 (4)C20···H1v3.47 (3)
C12···C152.752 (4)C20···H2iii3.53 (3)
C16···C192.785 (4)C21···H2iii3.00 (3)
C17···C202.763 (4)C22···H8ix3.4788
C18···C212.750 (4)C22···H13viii3.3938
F1···C15i3.392 (3)H5···C8vi3.1537
F2···C7ii3.559 (4)H5···C9vi3.1744
F2···C11iii3.386 (3)H5···C20x3.5740
F3···F3iv3.433 (3)H5···H8vi2.7740
F3···C12v3.521 (4)H5···H9vi2.8126
F3···C13v3.579 (4)H5···H20x2.7867
C1···C19v3.482 (4)H6···C2vi3.3227
C2···C21iii3.421 (4)H6···H9vi2.9235
C7···F2vi3.559 (4)H6···H19iii3.5879
C11···F2iii3.386 (3)H6···H20x3.5274
C12···F3v3.521 (4)H6···H21x2.9893
C13···F3v3.579 (4)H6···H2vi2.4273
C15···F1vii3.392 (3)H7···F2vi2.6835
C19···C1v3.482 (4)H7···C12ii3.2754
C21···C2iii3.421 (4)H7···C12x3.5695
F2···H183.5415H7···C13ii3.4022
F3···H182.3524H7···H11x3.2752
N1···H212.6255H7···H12ii3.1520
N1···H22.46 (2)H7···H12x2.8240
C1···H112.9026H7···H13ii3.3753
C1···H212.6696H8···F2xii2.9097
C2···H92.7372H8···F3xii3.1798
C2···H112.9549H8···C11ii3.2704
C3···H52.6514H8···C12ii3.4076
C3···H92.6674H8···C22xii3.4788
C3···H112.6685H8···H5ii2.7740
C3···H152.6371H8···H11ii3.3964
C3···H12.77 (2)H8···H12x3.3155
C4···H63.2368H9···C5ii3.4397
C4···H83.2516H9···C6ii3.4967
C4···H152.8899H9···C13i3.4634
C4···H22.60 (3)H9···C14i3.2524
C5···H73.2263H9···H5ii2.8126
C5···H93.2213H9···H6ii2.9235
C5···H153.1731H9···H13i3.1647
C6···H83.2062H9···H14i2.7633
C7···H53.2218H9···H18xii3.2826
C7···H93.2154H11···F2iii2.7276
C8···H63.2039H11···N1iii3.3985
C9···H53.2236H11···H7xi3.2752
C9···H73.2220H11···H8vi3.3964
C9···H22.71 (2)H12···F2xiii3.1174
C10···H52.6762H12···F3xiii3.3739
C10···H123.2448H12···F3v3.3667
C10···H143.2449H12···C7xi3.2020
C10···H12.75 (3)H12···C8xi3.4750
C10···H23.32 (3)H12···H7vi3.1520
C11···H53.3787H12···H7xi2.8240
C11···H133.2243H12···H8xi3.3155
C11···H153.2246H12···H18v3.5413
C11···H12.68 (3)H13···F1xiii3.0388
C12···H143.2015H13···F2xiii3.1975
C13···H113.2197H13···F3xiii3.1146
C13···H153.2232H13···F3v3.4632
C14···H123.2018H13···C9vii3.4987
C15···H52.9921H13···C22xiii3.3938
C15···H113.2234H13···H7vi3.3753
C15···H133.2278H13···H9vii3.1647
C16···H183.2510H13···H15vii3.3971
C16···H203.2397H13···H18v3.3058
C16···H12.47 (3)H14···C1vii3.3088
C17···H193.2440H14···C2vii2.9347
C17···H213.2342H14···C3vii3.3205
C18···H203.2155H14···C9vii3.4734
C19···H213.2162H14···C19x3.4634
C20···H183.2138H14···C20x3.5708
C21···H193.2214H14···H9vii2.7633
C21···H12.61 (2)H14···H18v3.4433
C22···H182.6261H14···H19x2.8757
H5···H62.2951H14···H20x3.0769
H5···H153.0848H14···H2vii2.9439
H6···H72.2967H15···F1vii2.5164
H7···H82.3005H15···H13i3.3971
H8···H92.3004H15···H19v3.2222
H9···H22.3263H15···H20x2.8785
H11···H122.3075H18···C10v3.4054
H11···H213.3212H18···C11v3.3122
H11···H12.5338H18···C12v3.0784
H12···H132.2964H18···C13v2.9214
H13···H142.2869H18···C14v3.0123
H14···H152.3135H18···C15v3.2565
H18···H192.3084H18···H9ix3.2826
H19···H202.2971H18···H12v3.5413
H20···H212.2948H18···H13v3.3058
H21···H12.2529H18···H14v3.4433
H1···H22.89 (3)H18···H1v3.0812
F1···H13viii3.0388H19···C1v3.4381
F1···H15i2.5164H19···C6iii3.4020
F1···H20v3.2530H19···C7iii3.5573
F2···H7ii2.6835H19···C10v3.4148
F2···H8ix2.9097H19···C14xi3.2502
F2···H11iii2.7276H19···C15v3.2166
F2···H12viii3.1174H19···H6iii3.5879
F2···H13viii3.1975H19···H14xi2.8757
F3···H8ix3.1798H19···H15v3.2222
F3···H12viii3.3739H19···H1v2.9802
F3···H12v3.3667H20···F1v3.2530
F3···H13viii3.1146H20···C5xi3.2257
F3···H13v3.4632H20···C9iii3.5897
N1···H11iii3.3985H20···C14xi3.1361
C1···H14i3.3088H20···C15xi3.0218
C1···H19v3.4381H20···H5xi2.7867
C2···H6ii3.3227H20···H6xi3.5274
C2···H14i2.9347H20···H14xi3.0769
C2···H21iii3.3361H20···H15xi2.8785
C3···H14i3.3205H21···C2iii3.3361
C5···H9vi3.4397H21···C6xi3.3927
C5···H20x3.2257H21···H6xi2.9893
C6···H9vi3.4967H21···H2iii2.7602
C6···H19iii3.4020H1···C18v2.95 (3)
C6···H21x3.3927H1···C19v2.88 (3)
C6···H2vi3.32 (3)H1···C20v3.47 (3)
C7···H12x3.2020H1···H18v3.0812
C7···H19iii3.5573H1···H19v2.9802
C8···H5ii3.1537H2···C6ii3.32 (3)
C8···H12x3.4750H2···C16iii3.54 (3)
C9···H5ii3.1744H2···C20iii3.53 (3)
C9···H13i3.4987H2···C21iii3.00 (3)
C9···H14i3.4734H2···H6ii2.4273
C9···H20iii3.5897H2···H14i2.9439
C10···H18v3.4054H2···H21iii2.7602
C10···H19v3.4148
C1—N1—C16118.15 (18)F2—C22—F3103.9 (2)
N1—C1—C2120.4 (2)F2—C22—C17113.5 (3)
C1—C2—C3126.8 (2)F3—C22—C17113.2 (2)
C2—C3—C4120.31 (19)N1—C1—H1119.4 (12)
C2—C3—C10122.27 (19)C2—C1—H1120.3 (12)
C4—C3—C10117.41 (17)C1—C2—H2113.1 (14)
C3—C4—C5120.86 (19)C3—C2—H2120.1 (14)
C3—C4—C9121.52 (19)C4—C5—H5119.643
C5—C4—C9117.6 (2)C6—C5—H5119.648
C4—C5—C6120.7 (3)C5—C6—H6119.575
C5—C6—C7120.9 (3)C7—C6—H6119.568
C6—C7—C8119.6 (3)C6—C7—H7120.214
C7—C8—C9120.1 (3)C8—C7—H7120.218
C4—C9—C8121.1 (3)C7—C8—H8119.943
C3—C10—C11121.9 (2)C9—C8—H8119.939
C3—C10—C15119.90 (19)C4—C9—H9119.432
C11—C10—C15118.2 (2)C8—C9—H9119.422
C10—C11—C12120.8 (3)C10—C11—H11119.587
C11—C12—C13120.1 (3)C12—C11—H11119.590
C12—C13—C14120.0 (3)C11—C12—H12119.939
C13—C14—C15120.6 (3)C13—C12—H12119.934
C10—C15—C14120.2 (3)C12—C13—H13119.980
N1—C16—C17119.37 (19)C14—C13—H13119.993
N1—C16—C21122.02 (19)C13—C14—H14119.706
C17—C16—C21118.46 (19)C15—C14—H14119.723
C16—C17—C18119.8 (2)C10—C15—H15119.882
C16—C17—C22120.79 (19)C14—C15—H15119.890
C18—C17—C22119.4 (2)C17—C18—H18119.747
C17—C18—C19120.5 (3)C19—C18—H18119.754
C18—C19—C20119.7 (3)C18—C19—H19120.153
C19—C20—C21120.5 (3)C20—C19—H19120.159
C16—C21—C20121.1 (3)C19—C20—H20119.752
F1—C22—F2105.6 (2)C21—C20—H20119.751
F1—C22—F3106.4 (3)C16—C21—H21119.469
F1—C22—C17113.4 (2)C20—C21—H21119.473
C1—N1—C16—C17−142.8 (2)C11—C10—C15—C140.6 (3)
C1—N1—C16—C2141.6 (3)C15—C10—C11—C12−0.5 (3)
C16—N1—C1—C2−176.75 (17)C10—C11—C12—C130.0 (4)
N1—C1—C2—C3176.6 (2)C11—C12—C13—C140.4 (4)
C1—C2—C3—C4175.9 (2)C12—C13—C14—C15−0.3 (4)
C1—C2—C3—C10−5.5 (4)C13—C14—C15—C10−0.2 (4)
C2—C3—C4—C5144.6 (2)N1—C16—C17—C18−175.09 (18)
C2—C3—C4—C9−33.0 (3)N1—C16—C17—C226.1 (3)
C2—C3—C10—C11−52.5 (3)N1—C16—C21—C20174.87 (19)
C2—C3—C10—C15127.7 (3)C17—C16—C21—C20−0.7 (4)
C4—C3—C10—C11126.1 (2)C21—C16—C17—C180.6 (4)
C4—C3—C10—C15−53.7 (3)C21—C16—C17—C22−178.24 (19)
C10—C3—C4—C5−34.0 (3)C16—C17—C18—C190.3 (4)
C10—C3—C4—C9148.46 (18)C16—C17—C22—F154.5 (3)
C3—C4—C5—C6−176.09 (19)C16—C17—C22—F2−66.0 (3)
C3—C4—C9—C8176.22 (19)C16—C17—C22—F3175.9 (2)
C5—C4—C9—C8−1.4 (4)C18—C17—C22—F1−124.4 (3)
C9—C4—C5—C61.6 (4)C18—C17—C22—F2115.1 (3)
C4—C5—C6—C7−0.7 (4)C18—C17—C22—F3−3.0 (4)
C5—C6—C7—C8−0.3 (5)C22—C17—C18—C19179.2 (2)
C6—C7—C8—C90.5 (5)C17—C18—C19—C20−1.1 (4)
C7—C8—C9—C40.4 (4)C18—C19—C20—C211.0 (4)
C3—C10—C11—C12179.65 (17)C19—C20—C21—C16−0.1 (4)
C3—C10—C15—C14−179.55 (17)
D—H···AD—HH···AD···AD—H···A
C15—H15···F1vii0.932.523.392 (3)157
Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A D—HH⋯A D⋯A D—H⋯A
C15—H15⋯F1i 0.932.523.392 (3)157

Symmetry code: (i) .

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1.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

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Authors:  Joo Hwan Cha; Yong Koo Kang; Yong Seo Cho; Jae Kyun Lee; Jae Choon Woo
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-09-29

3.  (E)-N-(3,3-Diphenyl-allyl-idene)-4-nitro-aniline.

Authors:  Yong Koo Kang; Yong Seo Cho; Jae Kyun Lee; Byung-Yong Yu; Joo Hwan Cha
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-09-29
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1.  (E)-N-(3,3-Di-phenyl-allyl-idene)naph-thal-en-1-amine.

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Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-06-08
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