Literature DB >> 21202850

t-3-Benzyl-r-2,c-6-bis-(4-methoxy-phen-yl)piperidin-4-one oxime.

J Jayabharathi, A Thangamani, S Balamurugan, A Thiruvalluvar, A Linden.   

Abstract

In the title mol-ecule, C(26)H(28)N(2)O(3), the piperidine ring adopts a chair conformation. The two methoxy-phenyl groups attached to the piperidine ring at positions 2 and 6 have equatorial orientations, and make a dihedral angle of 80.72 (15)°. The benzyl group at position 3 has an equatorial orientation. The oxime group at position 4 has a bi-sectional orientation. The ring of the benzyl group makes dihedral angles of 64.71 (16) and 84.79 (17)° with the two benzene rings. Mol-ecules are linked by inter-molecular N-H⋯O, O-H⋯N and C-H⋯O hydrogen bonds, and C-H⋯π inter-actions. There is also a C-H⋯O intra-molecular inter-action.

Entities:  

Year:  2008        PMID： 21202850      PMCID： PMC2961741          DOI： 10.1107/S1600536808016449

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


Related literature

For related literature, see: Jayabharathi et al. (2007 ▶); Thiruvalluvar et al. (2007 ▶).

Experimental

Crystal data

C26H28N2O3 M = 416.50 Orthorhombic, a = 10.2472 (4) Å b = 11.2723 (4) Å c = 38.4188 (15) Å V = 4437.7 (3) Å3 Z = 8 Mo Kα radiation μ = 0.08 mm−1 T = 160 (1) K 0.25 × 0.13 × 0.10 mm

Data collection

Nonius KappaCCD area-detector diffractometer Absorption correction: none 36542 measured reflections 3910 independent reflections 2305 reflections with I > 2σ(I) R int = 0.092

Refinement

R[F 2 > 2σ(F 2)] = 0.070 wR(F 2) = 0.211 S = 1.08 3910 reflections 286 parameters H atoms treated by a mixture of independent and constrained refinement Δρmax = 0.88 e Å−3 Δρmin = −0.75 e Å−3 Data collection: COLLECT (Nonius, 2000 ▶); cell refinement: DENZO-SMN (Otwinowski & Minor, 1997 ▶); data reduction: DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: PLATON (Spek, 2003 ▶). Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808016449/wn2266sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S1600536808016449/wn2266Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
C26H28N2O3Dx = 1.247 Mg m−3
Mr = 416.50Melting point: 460 K
Orthorhombic, PbcaMo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2ac 2abCell parameters from 4402 reflections
a = 10.2472 (4) Åθ = 2.0–25.0º
b = 11.2723 (4) ŵ = 0.08 mm−1
c = 38.4188 (15) ÅT = 160 (1) K
V = 4437.7 (3) Å3Tablet, colourless
Z = 80.25 × 0.13 × 0.10 mm
F000 = 1776
Nonius KappaCCD area-detector diffractometer3910 independent reflections
Radiation source: Nonius FR590 sealed tube generator2305 reflections with I > 2σ(I)
Monochromator: horizontally mounted graphite crystalRint = 0.092
Detector resolution: 9 pixels mm-1θmax = 25.0º
T = 160(1) Kθmin = 3.1º
φ and ω scans with κ offsetsh = −12→12
Absorption correction: nonek = −13→13
36542 measured reflectionsl = −45→45
Refinement on F2Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: fullH atoms treated by a mixture of independent and constrained refinement
R[F2 > 2σ(F2)] = 0.070  w = 1/[σ2(Fo2) + (0.1121P)2] where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.211(Δ/σ)max < 0.001
S = 1.08Δρmax = 0.88 e Å−3
3910 reflectionsΔρmin = −0.75 e Å−3
286 parametersExtinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.036 (3)
Secondary atom site location: difference Fourier map
Experimental. Solvent used: Ethanol Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: glued on a glass fibre Mosaicity (°.): 0.618 (1) Frames collected: 629 Seconds exposure per frame: 35 Degrees rotation per frame: 1.0 Crystal-Detector distance (mm): 57.3
Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles
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.
xyzUiso*/Ueq
O20.0668 (2)0.34156 (19)0.18566 (6)0.0420 (8)
O40.9150 (2)0.03452 (19)0.09433 (6)0.0386 (8)
O60.7048 (2)0.5478 (2)−0.05739 (5)0.0443 (9)
N10.5498 (3)0.2892 (2)0.08373 (6)0.0311 (9)
N40.8055 (2)0.0468 (2)0.11664 (6)0.0335 (9)
C20.5128 (3)0.1965 (3)0.10941 (8)0.0322 (11)
C30.6286 (3)0.1719 (3)0.13407 (8)0.0301 (10)
C40.7480 (3)0.1470 (3)0.11248 (8)0.0315 (11)
C50.7802 (3)0.2386 (3)0.08540 (8)0.0354 (11)
C60.6613 (3)0.2506 (3)0.06163 (8)0.0332 (11)
C12−0.0455 (3)0.2668 (3)0.18763 (10)0.0550 (16)
C130.5957 (3)0.0740 (3)0.16052 (8)0.0356 (11)
C160.8212 (3)0.6119 (3)−0.06432 (9)0.0533 (14)
C210.3912 (3)0.2353 (3)0.12845 (7)0.0292 (10)
C220.3900 (3)0.3387 (3)0.14823 (8)0.0339 (11)
C230.2808 (3)0.3721 (3)0.16668 (8)0.0355 (11)
C240.1683 (3)0.3020 (3)0.16566 (8)0.0338 (11)
C250.1667 (3)0.1996 (3)0.14565 (8)0.0367 (12)
C260.2785 (3)0.1679 (3)0.12733 (8)0.0357 (11)
C310.6756 (3)0.0789 (3)0.19370 (8)0.0341 (11)
C320.6473 (3)0.1655 (3)0.21837 (8)0.0433 (12)
C330.7156 (4)0.1699 (4)0.24939 (10)0.0553 (16)
C340.8112 (4)0.0882 (4)0.25647 (10)0.0570 (16)
C350.8412 (4)0.0025 (3)0.23256 (10)0.0537 (14)
C360.7748 (3)−0.0020 (3)0.20113 (9)0.0433 (12)
C610.6775 (3)0.3337 (3)0.03083 (8)0.0323 (11)
C620.7835 (3)0.4086 (3)0.02694 (8)0.0413 (12)
C630.7969 (3)0.4812 (3)−0.00223 (8)0.0413 (12)
C640.7021 (3)0.4801 (3)−0.02775 (8)0.0350 (11)
C650.5951 (3)0.4067 (3)−0.02416 (8)0.0420 (12)
C660.5834 (3)0.3338 (3)0.00450 (8)0.0377 (12)
H10.473 (3)0.304 (2)0.0698 (8)0.030 (8)*
H20.492580.121790.096440.0385*
H30.645510.246320.147490.0362*
H40.94084−0.036200.094640.0578*
H5A0.857380.213560.071750.0422*
H5B0.799980.315600.096630.0422*
H60.640310.170030.052310.0397*
H12A−0.111350.303920.202580.0825*
H12B−0.020610.189720.197410.0825*
H12C−0.081650.255350.164250.0825*
H13A0.502110.080100.166670.0426*
H13B0.60941−0.004100.149340.0426*
H16A0.811340.65636−0.086070.0794*
H16B0.894310.55628−0.066500.0794*
H16C0.838400.66712−0.045170.0794*
H220.465830.387150.149030.0407*
H230.281820.442910.180100.0423*
H250.090430.151820.144480.0437*
H260.277380.097810.113620.0430*
H320.580530.221970.213880.0523*
H330.696110.230010.265930.0666*
H340.856560.091140.278010.0684*
H350.90752−0.054010.237490.0643*
H360.79716−0.060790.184450.0518*
H620.848540.410660.044540.0494*
H630.870980.53122−0.004530.0494*
H650.529220.40631−0.041550.0504*
H660.509950.282790.006390.0456*
U11U22U33U12U13U23
O20.0306 (14)0.0431 (15)0.0524 (15)0.0035 (11)0.0109 (11)0.0070 (11)
O40.0371 (14)0.0361 (14)0.0425 (14)0.0086 (11)0.0105 (11)0.0036 (11)
O60.0489 (16)0.0493 (15)0.0346 (14)−0.0048 (12)−0.0022 (11)0.0123 (11)
N10.0307 (16)0.0346 (16)0.0281 (15)0.0018 (13)0.0001 (13)0.0027 (12)
N40.0346 (16)0.0354 (16)0.0305 (15)0.0030 (13)0.0040 (12)−0.0005 (12)
C20.037 (2)0.0283 (18)0.0314 (18)−0.0022 (15)0.0047 (15)0.0008 (14)
C30.0315 (18)0.0288 (18)0.0301 (17)−0.0003 (14)0.0031 (15)0.0009 (14)
C40.0330 (19)0.033 (2)0.0284 (18)0.0013 (16)0.0000 (14)−0.0007 (15)
C50.033 (2)0.039 (2)0.0341 (19)0.0052 (16)0.0058 (15)0.0046 (16)
C60.039 (2)0.0301 (18)0.0306 (18)0.0007 (15)0.0037 (16)−0.0001 (14)
C120.036 (2)0.060 (3)0.069 (3)−0.002 (2)0.0122 (19)0.013 (2)
C130.036 (2)0.0353 (19)0.0354 (18)0.0010 (15)0.0039 (15)0.0018 (16)
C160.060 (3)0.058 (2)0.042 (2)−0.006 (2)0.0018 (19)0.0152 (19)
C210.0304 (19)0.0284 (18)0.0288 (17)−0.0007 (15)0.0001 (14)0.0028 (14)
C220.0282 (19)0.0326 (19)0.041 (2)−0.0019 (15)0.0017 (16)0.0013 (16)
C230.038 (2)0.0306 (18)0.038 (2)0.0013 (17)0.0023 (16)0.0003 (15)
C240.030 (2)0.036 (2)0.0353 (19)0.0026 (16)0.0013 (15)0.0091 (16)
C250.033 (2)0.034 (2)0.043 (2)−0.0048 (16)0.0005 (16)0.0077 (16)
C260.040 (2)0.0319 (19)0.0353 (19)−0.0023 (16)−0.0020 (16)0.0001 (15)
C310.0357 (19)0.037 (2)0.0297 (18)−0.0054 (17)0.0040 (15)0.0056 (16)
C320.042 (2)0.053 (2)0.035 (2)−0.0030 (18)0.0065 (17)−0.0007 (18)
C330.059 (3)0.071 (3)0.036 (2)−0.017 (2)0.009 (2)−0.007 (2)
C340.058 (3)0.071 (3)0.042 (2)−0.025 (2)−0.010 (2)0.014 (2)
C350.050 (2)0.050 (2)0.061 (3)−0.005 (2)−0.014 (2)0.021 (2)
C360.047 (2)0.039 (2)0.044 (2)−0.0003 (18)0.0009 (18)0.0073 (17)
C610.0350 (19)0.0334 (19)0.0286 (18)0.0013 (16)0.0039 (15)−0.0022 (14)
C620.041 (2)0.049 (2)0.034 (2)−0.0036 (18)−0.0036 (16)0.0096 (17)
C630.042 (2)0.044 (2)0.038 (2)−0.0094 (17)0.0002 (17)0.0078 (17)
C640.042 (2)0.036 (2)0.0270 (19)0.0054 (16)0.0016 (16)0.0046 (15)
C650.045 (2)0.046 (2)0.035 (2)−0.0027 (18)−0.0090 (17)0.0028 (17)
C660.041 (2)0.036 (2)0.036 (2)−0.0047 (16)−0.0010 (16)0.0016 (16)
O2—C121.428 (4)C61—C621.384 (5)
O2—C241.368 (4)C62—C631.395 (5)
O4—N41.419 (3)C63—C641.380 (4)
O6—C161.420 (4)C64—C651.381 (5)
O6—C641.371 (4)C65—C661.379 (5)
O4—H40.8400C2—H21.0000
N1—C61.489 (4)C3—H31.0000
N1—C21.486 (4)C5—H5A0.9900
N4—C41.284 (4)C5—H5B0.9900
N1—H10.97 (3)C6—H61.0000
C2—C31.544 (4)C12—H12A0.9800
C2—C211.510 (4)C12—H12B0.9800
C3—C131.538 (5)C12—H12C0.9800
C3—C41.505 (4)C13—H13A0.9900
C4—C51.503 (5)C13—H13B0.9900
C5—C61.529 (4)C16—H16A0.9800
C6—C611.518 (5)C16—H16B0.9800
C13—C311.516 (4)C16—H16C0.9800
C21—C221.392 (5)C22—H220.9500
C21—C261.383 (4)C23—H230.9500
C22—C231.377 (4)C25—H250.9500
C23—C241.398 (4)C26—H260.9500
C24—C251.387 (5)C32—H320.9500
C25—C261.391 (4)C33—H330.9500
C31—C361.395 (5)C34—H340.9500
C31—C321.391 (5)C35—H350.9500
C32—C331.383 (5)C36—H360.9500
C33—C341.372 (6)C62—H620.9500
C34—C351.368 (6)C63—H630.9500
C35—C361.387 (5)C65—H650.9500
C61—C661.398 (4)C66—H660.9500
O2···C13i3.251 (4)H3···C322.8700
O4···N1ii2.818 (3)H3···H222.4300
O4···C65iii3.334 (4)H4···N1ii2.0100
O2···H13Bi2.8700H4···C6ii2.9100
O2···H33iv2.6100H4···C22ii3.0400
O2···H13Ai2.8700H4···H1ii2.2200
O4···H65iii2.4300H4···H22ii2.4600
O4···H5A2.2700H5A···O42.2700
O6···H26iii2.8100H5A···C622.8900
O6···H1v2.52 (3)H5A···H622.4600
N1···O4vi2.818 (3)H5A···H65iii2.5000
N4···C313.266 (4)H5B···C622.8800
N4···C363.307 (4)H5B···H622.3200
N1···H4vi2.0100H5B···N4vi2.9200
N1···H222.8700H6···H22.3400
N4···H13B2.4400H6···H662.5500
N4···H362.8700H6···C63ii3.0600
N4···H5Bii2.9200H12A···C32vii2.9900
C12···C36vii3.583 (5)H12A···C33vii2.9400
C12···C31vii3.565 (5)H12A···C36i2.7600
C12···C32vii3.551 (4)H12A···H36i2.5400
C12···C36i3.547 (5)H12B···C252.7700
C12···C33vii3.580 (5)H12B···C34vii3.0700
C13···O2viii3.251 (4)H12B···C35vii2.8800
C31···C12ix3.565 (5)H12B···C36vii3.0100
C31···N43.266 (4)H12B···H252.3700
C32···C12ix3.551 (4)H12C···C4vii2.9100
C33···C12ix3.580 (5)H12C···C252.7200
C36···C12ix3.583 (5)H12C···H252.2500
C36···C12viii3.547 (5)H13A···C212.5500
C36···N43.307 (4)H13A···C262.9200
C65···O4x3.334 (4)H13A···H322.5500
C65···C66v3.532 (5)H13A···H34iv2.6000
C65···C65v3.416 (5)H13A···O2viii2.8700
C66···C65v3.532 (5)H13B···N42.4400
C3···H223.0000H13B···H362.4400
C4···H12Cix2.9100H13B···O2viii2.8700
C5···H622.5900H13B···C12viii3.0400
C6···H4vi2.9100H16A···C21v2.9100
C12···H33iv3.0800H16A···C25v2.8200
C12···H13Bi3.0400H16A···C26v2.7000
C12···H252.5200H16B···C632.7900
C16···H26iii3.0600H16B···H632.4100
C16···H632.5200H16B···H2iii2.5200
C21···H13A2.5500H16C···C632.7000
C21···H16Av2.9100H16C···H632.2100
C22···H32.8200H16C···C65vi2.9000
C22···H4vi3.0400H16C···C66vi2.8000
C24···H33iv2.7700H22···N12.8700
C25···H16Av2.8200H22···C33.0000
C25···H12C2.7200H22···H32.4300
C25···H12B2.7700H22···H4vi2.4600
C26···H13A2.9200H23···C34xii3.0900
C26···H16Av2.7000H25···C122.5200
C32···H34iv3.1000H25···H12B2.3700
C32···H32.8700H25···H12C2.2500
C32···H12Aix2.9900H26···H22.3200
C33···H12Aix2.9400H26···O6x2.8100
C34···H12Bix3.0700H26···C16x3.0600
C34···H23xi3.0900H32···H13A2.5500
C35···H12Bix2.8800H33···O2xiii2.6100
C36···H12Bix3.0100H33···C12xiii3.0800
C36···H12Aviii2.7600H33···C24xiii2.7700
C62···H5B2.8800H34···C32xiii3.1000
C62···H5A2.8900H34···H13Axiii2.6000
C63···H16B2.7900H36···N42.8700
C63···H6vi3.0600H36···H13B2.4400
C63···H16C2.7000H36···H12Aviii2.5400
C65···H16Cii2.9000H62···C52.5900
C66···H12.77 (3)H62···H5A2.4600
C66···H16Cii2.8000H62···H5B2.3200
H1···C662.77 (3)H63···C162.5200
H1···H662.4800H63···H16B2.4100
H1···O6v2.52 (3)H63···H16C2.2100
H1···H4vi2.2200H65···O4x2.4300
H2···H62.3400H65···H5Ax2.5000
H2···H262.3200H66···H12.4800
H2···H16Bx2.5200H66···H62.5500
H3···C222.8200
C12—O2—C24116.8 (2)C4—C3—H3107.00
C16—O6—C64117.1 (2)C13—C3—H3107.00
N4—O4—H4109.00C4—C5—H5A110.00
C2—N1—C6111.7 (2)C4—C5—H5B110.00
O4—N4—C4111.9 (2)C6—C5—H5A110.00
C6—N1—H1111.1 (18)C6—C5—H5B110.00
C2—N1—H1106.3 (17)H5A—C5—H5B108.00
N1—C2—C3109.7 (3)N1—C6—H6108.00
N1—C2—C21109.2 (3)C5—C6—H6108.00
C3—C2—C21112.9 (2)C61—C6—H6108.00
C2—C3—C4108.7 (2)O2—C12—H12A110.00
C2—C3—C13111.5 (3)O2—C12—H12B109.00
C4—C3—C13114.1 (3)O2—C12—H12C109.00
N4—C4—C5126.2 (3)H12A—C12—H12B109.00
N4—C4—C3118.0 (3)H12A—C12—H12C109.00
C3—C4—C5115.6 (3)H12B—C12—H12C109.00
C4—C5—C6107.4 (3)C3—C13—H13A109.00
N1—C6—C5107.3 (2)C3—C13—H13B109.00
C5—C6—C61115.7 (3)C31—C13—H13A109.00
N1—C6—C61110.4 (3)C31—C13—H13B109.00
C3—C13—C31114.3 (3)H13A—C13—H13B108.00
C22—C21—C26118.0 (3)O6—C16—H16A109.00
C2—C21—C26121.0 (3)O6—C16—H16B109.00
C2—C21—C22121.0 (3)O6—C16—H16C109.00
C21—C22—C23121.2 (3)H16A—C16—H16B109.00
C22—C23—C24120.1 (3)H16A—C16—H16C110.00
O2—C24—C23115.3 (3)H16B—C16—H16C109.00
O2—C24—C25125.0 (3)C21—C22—H22119.00
C23—C24—C25119.7 (3)C23—C22—H22119.00
C24—C25—C26119.0 (3)C22—C23—H23120.00
C21—C26—C25122.1 (3)C24—C23—H23120.00
C13—C31—C32119.1 (3)C24—C25—H25121.00
C13—C31—C36122.8 (3)C26—C25—H25121.00
C32—C31—C36118.1 (3)C21—C26—H26119.00
C31—C32—C33120.5 (3)C25—C26—H26119.00
C32—C33—C34120.5 (4)C31—C32—H32120.00
C33—C34—C35120.1 (4)C33—C32—H32120.00
C34—C35—C36120.0 (3)C32—C33—H33120.00
C31—C36—C35120.8 (3)C34—C33—H33120.00
C6—C61—C62123.1 (3)C33—C34—H34120.00
C6—C61—C66119.3 (3)C35—C34—H34120.00
C62—C61—C66117.6 (3)C34—C35—H35120.00
C61—C62—C63121.5 (3)C36—C35—H35120.00
C62—C63—C64119.8 (3)C31—C36—H36120.00
O6—C64—C65115.6 (3)C35—C36—H36120.00
O6—C64—C63124.8 (3)C61—C62—H62119.00
C63—C64—C65119.6 (3)C63—C62—H62119.00
C64—C65—C66120.4 (3)C62—C63—H63120.00
C61—C66—C65121.2 (3)C64—C63—H63120.00
N1—C2—H2108.00C64—C65—H65120.00
C3—C2—H2108.00C66—C65—H65120.00
C21—C2—H2108.00C61—C66—H66119.00
C2—C3—H3107.00C65—C66—H66119.00
C12—O2—C24—C23−174.7 (3)C5—C6—C61—C66168.6 (3)
C12—O2—C24—C254.3 (4)C3—C13—C31—C3274.9 (4)
C16—O6—C64—C638.4 (4)C3—C13—C31—C36−106.8 (4)
C16—O6—C64—C65−171.6 (3)C2—C21—C22—C23−177.6 (3)
C6—N1—C2—C361.5 (3)C26—C21—C22—C231.2 (5)
C6—N1—C2—C21−174.2 (2)C2—C21—C26—C25177.7 (3)
C2—N1—C6—C5−65.7 (3)C22—C21—C26—C25−1.0 (5)
C2—N1—C6—C61167.5 (2)C21—C22—C23—C24−0.2 (5)
O4—N4—C4—C3179.1 (2)C22—C23—C24—O2178.3 (3)
O4—N4—C4—C55.6 (4)C22—C23—C24—C25−0.8 (5)
N1—C2—C3—C4−51.9 (3)O2—C24—C25—C26−178.1 (3)
N1—C2—C3—C13−178.5 (2)C23—C24—C25—C260.9 (5)
C21—C2—C3—C4−173.9 (3)C24—C25—C26—C210.0 (5)
C21—C2—C3—C1359.5 (4)C13—C31—C32—C33177.9 (3)
N1—C2—C21—C22−61.0 (4)C36—C31—C32—C33−0.4 (5)
N1—C2—C21—C26120.4 (3)C13—C31—C36—C35−176.9 (3)
C3—C2—C21—C2261.4 (4)C32—C31—C36—C351.4 (5)
C3—C2—C21—C26−117.3 (3)C31—C32—C33—C34−0.7 (6)
C2—C3—C4—N4−121.5 (3)C32—C33—C34—C351.0 (6)
C2—C3—C4—C552.7 (4)C33—C34—C35—C36−0.1 (6)
C13—C3—C4—N43.6 (4)C34—C35—C36—C31−1.1 (5)
C13—C3—C4—C5177.8 (3)C6—C61—C62—C63178.1 (3)
C2—C3—C13—C31−155.9 (3)C66—C61—C62—C63−0.4 (5)
C4—C3—C13—C3180.5 (3)C6—C61—C66—C65−179.1 (3)
N4—C4—C5—C6116.3 (3)C62—C61—C66—C65−0.6 (5)
C3—C4—C5—C6−57.3 (3)C61—C62—C63—C640.8 (5)
C4—C5—C6—N160.3 (3)C62—C63—C64—O6179.8 (3)
C4—C5—C6—C61−176.1 (3)C62—C63—C64—C65−0.2 (5)
N1—C6—C61—C62112.1 (3)O6—C64—C65—C66179.3 (3)
N1—C6—C61—C66−69.4 (4)C63—C64—C65—C66−0.8 (5)
C5—C6—C61—C62−9.9 (5)C64—C65—C66—C611.2 (5)
D—H···AD—HH···AD···AD—H···A
N1—H1···O6v0.97 (3)2.52 (3)3.348 (3)144 (2)
O4—H4···N1ii0.842.012.818 (3)160
C5—H5A···O40.992.272.705 (4)105
C65—H65···O4x0.952.433.334 (4)158
C12—H12B···Cg1vii0.982.893.314 (4)107
C16—H16A···Cg2v0.982.653.598 (4)162
Table 1

Hydrogen-bond geometry (Å, °)

Cg1 and Cg2 are the centroids of rings C31–C36 and C21–C26, respectively.

D—H⋯AD—HH⋯AD⋯AD—H⋯A
N1—H1⋯O6i0.97 (3)2.52 (3)3.348 (3)144 (2)
O4—H4⋯N1ii0.842.012.818 (3)160
C5—H5A⋯O40.992.272.705 (4)105
C65—H65⋯O4iii0.952.433.334 (4)158
C12—H12B⋯Cg1iv0.982.893.314 (4)107
C16—H16A⋯Cg2i0.982.653.598 (4)162

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) .

  2 in total

1.  A short history of SHELX.

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

2.  Synthesis, stereochemistry and antimicrobial evaluation of t(3)-benzyl-r(2),c(6)-diarylpiperidin-4-one and its derivatives.

Authors:  J Jayabharathi; A Manimekalai; T Consalata Vani; M Padmavathy
Journal:  Eur J Med Chem       Date:  2006-11-29       Impact factor: 6.514
  2 in total
  1 in total

1.  Crystal structures of (E)-(3-ethyl-1-methyl-2,6-di-phenyl-piperidin-4-yl-idene)amino phenyl carbonate and (E)-(3-isopropyl-1-methyl-2,6-di-phenyl-piperidin-4-yl-idene)amino phenyl carbonate.

Authors:  B Raghuvarman; R Sivakumar; V Thanikachalam; S Aravindhan
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-09-13
  1 in total

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