Literature DB >> 21202385

4-(9-Anthr-yl)-1-(4-methoxy-phen-yl)spiro-[azetidin-3,9'-xanthen]-2-one.

Mehmet Akkurt, Selvi Karaca, Aliasghar Jarrahpour, Edris Ebrahimi, Orhan Büyükgüngör.   

Abstract

In the title mol-ecule, C(36)H(25)NO(3), the β-lactam ring is essentially planar, with a dihedral angle of 3.3 (2)° between the two separate three-atom N/C/C planes. The β-lactam ring makes dihedral angles of 28.45 (14), 87.4 (1) and 51.8 (1)° with the mean planes of the benzene, xanthene and anthracene ring systems, respectively. In addition to a weak intra-molecular C-H⋯N hydrogen bond, the crystal structure is stabilized by two weak inter-molecular C-H⋯O hydrogen bonds.

Entities:  

Year:  2008        PMID： 21202385      PMCID： PMC2961274          DOI： 10.1107/S1600536808010908

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


Related literature

For related literature, see: Alonso et al. (2001 ▶, 2002 ▶); Bycroft et al. (1988 ▶); Fukuda & Endo (1988 ▶); Jarrahpour & Khalili (2007 ▶); Kambara & Tomioka (1999 ▶); Pinder & Weinreb (2003 ▶); Sheehan et al. (1978 ▶); Skiles & McNeil (1990 ▶); Akkurt et al. (2006 ▶, 2007 ▶); Nardelli (1995 ▶); Pınar et al. (2006 ▶); Allen et al. (1987 ▶); Cremer & Pople (1975 ▶); Spek (2003 ▶).

Experimental

Crystal data

C36H25NO3 M = 519.57 Monoclinic, a = 13.7629 (9) Å b = 10.5845 (4) Å c = 20.5777 (12) Å β = 114.768 (5)° V = 2721.9 (3) Å3 Z = 4 Mo Kα radiation μ = 0.08 mm−1 T = 293 (2) K 0.61 × 0.33 × 0.16 mm

Data collection

Stoe IPDS-2 diffractometer Absorption correction: none 19756 measured reflections 5559 independent reflections 3359 reflections with I > 2σ(I) R int = 0.100

Refinement

R[F 2 > 2σ(F 2)] = 0.061 wR(F 2) = 0.133 S = 1.03 5559 reflections 361 parameters H-atom parameters constrained Δρmax = 0.13 e Å−3 Δρmin = −0.18 e Å−3 Data collection: X-AREA (Stoe & Cie, 2002 ▶); cell refinement: X-AREA; data reduction: X-RED32 (Stoe & Cie, 2002 ▶); program(s) used to solve structure: SIR97 (Altomare et al., 1999 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶). Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808010908/lh2616sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S1600536808010908/lh2616Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
C36H25NO3F000 = 1088
Mr = 519.57Dx = 1.268 Mg m−3
Monoclinic, P21/cMo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 23499 reflections
a = 13.7629 (9) Åθ = 1.5–28.1º
b = 10.5845 (4) ŵ = 0.08 mm−1
c = 20.5777 (12) ÅT = 293 (2) K
β = 114.768 (5)ºPrism, light yellow
V = 2721.9 (3) Å30.61 × 0.33 × 0.16 mm
Z = 4
Stoe IPDS-2 diffractometer3359 reflections with I > 2σ(I)
Monochromator: plane graphiteRint = 0.100
Detector resolution: 6.67 pixels mm-1θmax = 26.5º
T = 293(2) Kθmin = 1.6º
ω scansh = −17→17
Absorption correction: nonek = −13→13
19756 measured reflectionsl = −25→25
5559 independent reflections
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.061H-atom parameters constrained
wR(F2) = 0.133  w = 1/[σ2(Fo2) + (0.0486P)2] where P = (Fo2 + 2Fc2)/3
S = 1.03(Δ/σ)max < 0.001
5559 reflectionsΔρmax = 0.13 e Å−3
361 parametersΔρmin = −0.18 e Å−3
Primary atom site location: structure-invariant direct methodsExtinction correction: none
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 on F^2^ for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > σ(F^2^) is used only for calculating -R-factor-obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.
xyzUiso*/Ueq
O10.30826 (12)0.47676 (17)0.36036 (9)0.0580 (6)
O20.01260 (12)0.56344 (18)0.12243 (10)0.0629 (6)
O30.70434 (13)0.89046 (19)0.54334 (10)0.0671 (7)
N10.36864 (12)0.65460 (17)0.32002 (9)0.0408 (6)
C10.19804 (16)0.4947 (2)0.18251 (11)0.0405 (7)
C20.27536 (18)0.4117 (2)0.17982 (13)0.0502 (8)
C30.2530 (2)0.3274 (3)0.12490 (15)0.0610 (10)
C40.1512 (2)0.3219 (3)0.07022 (15)0.0668 (10)
C50.0726 (2)0.4008 (3)0.07171 (14)0.0611 (9)
C60.09628 (17)0.4865 (2)0.12622 (12)0.0475 (8)
C70.02358 (17)0.6316 (2)0.18153 (15)0.0544 (9)
C8−0.06802 (19)0.6919 (3)0.17835 (19)0.0781 (10)
C9−0.0640 (2)0.7611 (4)0.2355 (2)0.0939 (15)
C100.0301 (2)0.7712 (4)0.2973 (2)0.0964 (15)
C110.1208 (2)0.7119 (3)0.29880 (17)0.0729 (10)
C120.12027 (16)0.6437 (2)0.24156 (13)0.0489 (8)
C130.22163 (15)0.5893 (2)0.24046 (12)0.0412 (7)
C140.30342 (16)0.5552 (2)0.31672 (12)0.0410 (7)
C150.30515 (15)0.7010 (2)0.24693 (11)0.0401 (7)
C160.45290 (15)0.7156 (2)0.37759 (11)0.0397 (7)
C170.52326 (16)0.6478 (2)0.43596 (12)0.0466 (8)
C180.60597 (16)0.7098 (2)0.49038 (12)0.0501 (8)
C190.61856 (16)0.8382 (2)0.48725 (12)0.0474 (8)
C200.54858 (18)0.9063 (3)0.43031 (14)0.0578 (8)
C210.46607 (17)0.8438 (3)0.37511 (14)0.0572 (8)
C220.7252 (2)1.0209 (3)0.53897 (18)0.0848 (11)
C230.35611 (16)0.7107 (2)0.19465 (11)0.0416 (7)
C240.46163 (17)0.6711 (2)0.20799 (12)0.0447 (7)
C250.52860 (17)0.5941 (2)0.26651 (13)0.0498 (8)
C260.63122 (19)0.5661 (2)0.27846 (16)0.0589 (9)
C270.6760 (2)0.6116 (3)0.23318 (18)0.0672 (10)
C280.6161 (2)0.6794 (3)0.17531 (18)0.0676 (11)
C290.50704 (19)0.7110 (2)0.15967 (14)0.0535 (9)
C300.4453 (2)0.7773 (3)0.09829 (16)0.0650 (10)
C310.3389 (2)0.8062 (3)0.08063 (14)0.0609 (9)
C320.2736 (3)0.8687 (3)0.01526 (17)0.0853 (13)
C330.1714 (3)0.8974 (4)−0.00129 (18)0.0953 (15)
C340.1254 (2)0.8668 (3)0.04666 (17)0.0819 (11)
C350.18394 (19)0.8077 (3)0.11000 (14)0.0622 (9)
C360.29327 (18)0.7731 (2)0.12966 (13)0.0500 (8)
H20.344000.413900.216400.0600*
H30.306300.274000.124400.0730*
H40.135800.265100.032700.0800*
H50.003500.395900.035800.0730*
H8−0.131800.685300.137500.0940*
H9−0.125200.802100.232900.1130*
H100.032200.816400.336600.1150*
H110.184400.718400.339900.0870*
H150.273100.782600.249400.0480*
H170.514900.561000.438500.0560*
H180.653500.664300.529400.0600*
H200.556100.993400.428500.0690*
H210.419100.889500.335900.0690*
H22A0.664101.069500.535100.1020*
H22B0.739101.035500.497600.1020*
H22C0.786401.045700.581200.1020*
H250.501300.561900.297500.0600*
H260.672300.515800.317400.0710*
H270.747200.594800.243300.0810*
H280.645600.706500.144500.0810*
H300.476000.803200.067900.0780*
H320.303000.88990−0.016600.1020*
H330.130400.93760−0.044300.1150*
H340.054300.887100.034800.0980*
H350.152400.789700.141000.0750*
U11U22U33U12U13U23
O10.0620 (10)0.0613 (11)0.0500 (10)−0.0043 (8)0.0228 (8)0.0149 (9)
O20.0431 (8)0.0711 (12)0.0598 (11)0.0029 (8)0.0070 (8)−0.0105 (10)
O30.0571 (10)0.0691 (13)0.0525 (11)−0.0128 (9)0.0007 (8)−0.0011 (10)
N10.0390 (9)0.0453 (11)0.0344 (10)−0.0005 (8)0.0117 (7)0.0030 (9)
C10.0445 (11)0.0412 (12)0.0388 (12)−0.0027 (9)0.0203 (10)0.0034 (10)
C20.0519 (12)0.0503 (14)0.0499 (14)0.0033 (11)0.0229 (11)0.0037 (12)
C30.0782 (17)0.0555 (16)0.0585 (17)0.0071 (13)0.0376 (14)0.0002 (14)
C40.0913 (19)0.0581 (17)0.0512 (16)−0.0055 (15)0.0302 (15)−0.0113 (14)
C50.0646 (15)0.0624 (17)0.0487 (16)−0.0079 (13)0.0163 (12)−0.0054 (14)
C60.0483 (12)0.0487 (14)0.0427 (13)−0.0020 (10)0.0164 (10)0.0013 (11)
C70.0411 (12)0.0551 (15)0.0635 (17)−0.0023 (10)0.0186 (11)−0.0073 (13)
C80.0388 (13)0.077 (2)0.105 (2)0.0015 (12)0.0170 (14)−0.0199 (19)
C90.0497 (15)0.101 (3)0.131 (3)0.0073 (16)0.0379 (18)−0.034 (2)
C100.0661 (18)0.119 (3)0.111 (3)0.0072 (18)0.0440 (19)−0.046 (2)
C110.0538 (14)0.093 (2)0.0724 (19)0.0040 (14)0.0269 (13)−0.0246 (18)
C120.0409 (11)0.0514 (14)0.0544 (15)−0.0019 (10)0.0200 (11)−0.0039 (12)
C130.0374 (10)0.0424 (13)0.0452 (13)−0.0009 (9)0.0187 (9)0.0025 (11)
C140.0427 (11)0.0432 (13)0.0393 (12)0.0028 (9)0.0193 (9)0.0072 (11)
C150.0396 (10)0.0417 (13)0.0342 (11)0.0030 (9)0.0107 (9)0.0030 (10)
C160.0373 (10)0.0465 (13)0.0353 (11)0.0003 (9)0.0151 (9)0.0018 (10)
C170.0476 (12)0.0470 (14)0.0418 (13)0.0044 (10)0.0155 (10)0.0083 (11)
C180.0444 (12)0.0609 (17)0.0370 (12)0.0066 (11)0.0091 (10)0.0085 (12)
C190.0414 (11)0.0572 (15)0.0377 (13)−0.0024 (10)0.0109 (10)0.0001 (12)
C200.0557 (13)0.0469 (14)0.0564 (16)−0.0039 (11)0.0093 (12)0.0038 (13)
C210.0503 (13)0.0522 (15)0.0494 (15)0.0028 (11)0.0014 (11)0.0087 (13)
C220.0686 (17)0.068 (2)0.087 (2)−0.0150 (15)0.0023 (16)−0.0109 (18)
C230.0483 (11)0.0382 (12)0.0361 (12)−0.0086 (9)0.0155 (10)0.0005 (10)
C240.0495 (12)0.0405 (12)0.0464 (13)−0.0090 (10)0.0223 (10)−0.0063 (11)
C250.0504 (12)0.0452 (14)0.0574 (15)−0.0021 (10)0.0261 (11)−0.0039 (12)
C260.0509 (13)0.0504 (15)0.0765 (19)−0.0004 (11)0.0279 (13)−0.0082 (14)
C270.0555 (14)0.0589 (17)0.095 (2)−0.0077 (13)0.0391 (16)−0.0127 (17)
C280.0736 (17)0.0611 (18)0.092 (2)−0.0195 (14)0.0583 (17)−0.0172 (17)
C290.0673 (15)0.0474 (14)0.0562 (16)−0.0163 (12)0.0362 (13)−0.0095 (13)
C300.0866 (19)0.0606 (17)0.0637 (18)−0.0179 (15)0.0470 (15)−0.0037 (15)
C310.0885 (18)0.0510 (16)0.0431 (14)−0.0162 (14)0.0275 (13)−0.0003 (13)
C320.115 (3)0.084 (2)0.0501 (18)−0.009 (2)0.0279 (17)0.0168 (17)
C330.113 (3)0.094 (3)0.0505 (19)0.000 (2)0.0063 (18)0.0278 (19)
C340.0733 (18)0.083 (2)0.0619 (19)−0.0001 (16)0.0013 (15)0.0228 (17)
C350.0605 (14)0.0600 (17)0.0518 (15)−0.0072 (12)0.0096 (12)0.0109 (14)
C360.0583 (13)0.0452 (14)0.0382 (13)−0.0091 (11)0.0121 (10)0.0006 (11)
O1—C141.204 (3)C26—C271.400 (4)
O2—C61.386 (3)C27—C281.338 (5)
O2—C71.367 (3)C28—C291.437 (4)
O3—C191.375 (3)C29—C301.382 (4)
O3—C221.421 (4)C30—C311.387 (4)
N1—C141.366 (3)C31—C321.429 (4)
N1—C151.472 (3)C31—C361.437 (4)
N1—C161.419 (3)C32—C331.336 (6)
C1—C21.399 (3)C33—C341.415 (5)
C1—C61.397 (3)C34—C351.364 (4)
C1—C131.485 (3)C35—C361.432 (4)
C2—C31.370 (4)C2—H20.9300
C3—C41.383 (4)C3—H30.9300
C4—C51.377 (4)C4—H40.9300
C5—C61.372 (4)C5—H50.9300
C7—C81.390 (4)C8—H80.9300
C7—C121.391 (4)C9—H90.9300
C8—C91.367 (5)C10—H100.9300
C9—C101.388 (5)C11—H110.9300
C10—C111.386 (5)C15—H150.9800
C11—C121.379 (4)C17—H170.9300
C12—C131.518 (3)C18—H180.9300
C13—C141.543 (3)C20—H200.9300
C13—C151.615 (3)C21—H210.9300
C15—C231.514 (3)C22—H22A0.9600
C16—C171.386 (3)C22—H22B0.9600
C16—C211.373 (4)C22—H22C0.9600
C17—C181.383 (3)C25—H250.9300
C18—C191.375 (3)C26—H260.9300
C19—C201.369 (4)C27—H270.9300
C20—C211.392 (4)C28—H280.9300
C23—C241.423 (3)C30—H300.9300
C23—C361.416 (3)C32—H320.9300
C24—C251.426 (3)C33—H330.9300
C24—C291.442 (4)C34—H340.9300
C25—C261.361 (4)C35—H350.9300
O1···C173.255 (3)C25···H22.9900
O1···C18i3.419 (3)C25···H3viii3.0900
O3···C8ii3.317 (4)C26···H3viii2.8500
O1···H172.7600C26···H21v2.8500
O1···H18i2.5800C27···H21v2.7800
O2···H10iii2.8900C28···H21v3.1000
O3···H8ii2.4100C29···H20v2.8300
O3···H28iv2.7300C30···H20v3.0500
N1···C113.308 (4)C35···H26viii2.9200
N1···C252.916 (3)C35···H152.6200
N1···H112.8100C36···H26viii2.7500
N1···H252.2800H2···C142.7900
C1···C363.575 (3)H2···C252.9900
C2···C233.326 (3)H3···C19v2.9700
C2···C27v3.569 (4)H3···C20v3.0200
C3···C19v3.447 (4)H3···C25v3.0900
C3···C20v3.471 (4)H3···C26v2.8500
C3···C26v3.389 (4)H5···C5vi2.9500
C3···C27v3.509 (4)H8···O3vii2.4100
C5···C5vi3.489 (4)H8···C22vii3.0700
C8···O3vii3.317 (4)H10···O2ix2.8900
C11···N13.308 (4)H10···C5ix2.9500
C13···C353.414 (4)H10···C6ix2.8400
C16···C243.573 (3)H11···N12.8100
C16···C253.156 (3)H11···C142.5600
C17···O13.255 (3)H11···C153.0200
C17···C253.564 (3)H15···C112.7900
C18···O1i3.419 (3)H15···C212.9000
C19···C3viii3.447 (4)H15···C352.6200
C20···C3viii3.471 (4)H15···H212.3400
C23···C23.326 (3)H15···H352.1500
C24···C163.573 (3)H17···O12.7600
C25···C173.564 (3)H17···C142.9400
C25···C163.156 (3)H18···O1i2.5800
C25···N12.916 (3)H20···C222.5000
C26···C36v3.553 (3)H20···H22A2.2200
C26···C3viii3.389 (4)H20···H22B2.3600
C27···C3viii3.509 (4)H20···C29viii2.8300
C27···C2viii3.569 (4)H20···C30viii3.0500
C35···C133.414 (4)H21···C152.7200
C36···C26viii3.553 (3)H21···H152.3400
C36···C13.575 (3)H21···C26viii2.8500
C5···H5vi2.9500H21···C27viii2.7800
C5···H10iii2.9500H21···C28viii3.1000
C6···H10iii2.8400H22A···C202.7000
C7···H352.8100H22A···H202.2200
C11···H152.7900H22B···C202.7600
C12···H352.7600H22B···H202.3600
C13···H352.8200H25···N12.2800
C14···H252.9100H25···C142.9100
C14···H112.5600H25···C152.8600
C14···H172.9400H25···C162.5900
C14···H22.7900H25···C172.8800
C15···H212.7200H26···C35v2.9200
C15···H352.4900H26···C36v2.7500
C15···H252.8600H28···H302.4300
C15···H113.0200H28···O3x2.7300
C16···H252.5900H30···H282.4300
C17···H30iv3.0900H30···H322.4600
C17···H252.8800H30···C17x3.0900
C18···H30iv2.8600H30···C18x2.8600
C19···H3viii2.9700H32···H302.4600
C20···H22A2.7000H35···C72.8100
C20···H3viii3.0200H35···C122.7600
C20···H22B2.7600H35···C132.8200
C21···H152.9000H35···C152.4900
C22···H8ii3.0700H35···H152.1500
C22···H202.5000
C6—O2—C7118.7 (2)C30—C31—C32121.8 (3)
C19—O3—C22117.6 (2)C30—C31—C36119.1 (3)
C14—N1—C1596.30 (16)C32—C31—C36119.1 (3)
C14—N1—C16133.00 (18)C31—C32—C33121.7 (3)
C15—N1—C16128.98 (18)C32—C33—C34120.1 (3)
C2—C1—C6116.3 (2)C33—C34—C35120.9 (3)
C2—C1—C13122.8 (2)C34—C35—C36121.2 (3)
C6—C1—C13120.9 (2)C23—C36—C31120.2 (2)
C1—C2—C3122.0 (2)C23—C36—C35122.7 (2)
C2—C3—C4120.0 (3)C31—C36—C35117.1 (2)
C3—C4—C5119.6 (3)C1—C2—H2119.00
C4—C5—C6120.0 (3)C3—C2—H2119.00
O2—C6—C1122.1 (2)C2—C3—H3120.00
O2—C6—C5115.8 (2)C4—C3—H3120.00
C1—C6—C5122.1 (2)C3—C4—H4120.00
O2—C7—C8116.1 (3)C5—C4—H4120.00
O2—C7—C12123.1 (2)C4—C5—H5120.00
C8—C7—C12120.7 (3)C6—C5—H5120.00
C7—C8—C9119.8 (3)C7—C8—H8120.00
C8—C9—C10121.0 (3)C9—C8—H8120.00
C9—C10—C11118.1 (3)C8—C9—H9119.00
C10—C11—C12122.4 (3)C10—C9—H9119.00
C7—C12—C11117.9 (2)C9—C10—H10121.00
C7—C12—C13119.7 (2)C11—C10—H10121.00
C11—C12—C13122.4 (2)C10—C11—H11119.00
C1—C13—C12112.00 (19)C12—C11—H11119.00
C1—C13—C14118.68 (18)N1—C15—H15109.00
C1—C13—C15117.93 (19)C13—C15—H15109.00
C12—C13—C14110.92 (19)C23—C15—H15109.00
C12—C13—C15110.36 (17)C16—C17—H17120.00
C14—C13—C1584.07 (16)C18—C17—H17120.00
O1—C14—N1131.6 (2)C17—C18—H18120.00
O1—C14—C13135.1 (2)C19—C18—H18120.00
N1—C14—C1393.13 (17)C19—C20—H20120.00
N1—C15—C1386.41 (15)C21—C20—H20120.00
N1—C15—C23119.70 (19)C16—C21—H21119.00
C13—C15—C23121.11 (18)C20—C21—H21120.00
N1—C16—C17121.18 (19)O3—C22—H22A109.00
N1—C16—C21119.6 (2)O3—C22—H22B109.00
C17—C16—C21119.3 (2)O3—C22—H22C109.00
C16—C17—C18119.7 (2)H22A—C22—H22B109.00
C17—C18—C19120.6 (2)H22A—C22—H22C110.00
O3—C19—C18116.1 (2)H22B—C22—H22C109.00
O3—C19—C20123.7 (2)C24—C25—H25119.00
C18—C19—C20120.2 (2)C26—C25—H25119.00
C19—C20—C21119.3 (3)C25—C26—H26119.00
C16—C21—C20121.0 (3)C27—C26—H26119.00
C15—C23—C24125.59 (19)C26—C27—H27120.00
C15—C23—C36114.9 (2)C28—C27—H27120.00
C24—C23—C36119.3 (2)C27—C28—H28119.00
C23—C24—C25125.3 (2)C29—C28—H28119.00
C23—C24—C29118.9 (2)C29—C30—H30119.00
C25—C24—C29115.9 (2)C31—C30—H30119.00
C24—C25—C26122.1 (2)C31—C32—H32119.00
C25—C26—C27121.2 (3)C33—C32—H32119.00
C26—C27—C28119.9 (3)C32—C33—H33120.00
C27—C28—C29121.4 (3)C34—C33—H33120.00
C24—C29—C28119.4 (2)C33—C34—H34120.00
C24—C29—C30120.1 (3)C35—C34—H34120.00
C28—C29—C30120.5 (3)C34—C35—H35119.00
C29—C30—C31121.9 (3)C36—C35—H35119.00
C7—O2—C6—C5166.4 (2)C12—C13—C14—N1−107.24 (19)
C6—O2—C7—C8−170.7 (2)C1—C13—C14—N1121.0 (2)
C7—O2—C6—C1−12.9 (3)C1—C13—C15—N1−121.6 (2)
C6—O2—C7—C1210.6 (3)C15—C13—C14—N12.31 (16)
C22—O3—C19—C18174.8 (2)C14—C13—C15—N1−2.15 (15)
C22—O3—C19—C20−4.6 (4)C14—C13—C15—C23120.7 (2)
C15—N1—C16—C17−162.1 (2)C12—C13—C15—C23−129.2 (2)
C15—N1—C14—C13−2.54 (18)C15—C13—C14—O1178.3 (3)
C14—N1—C16—C21−144.4 (3)C13—C15—C23—C24−101.0 (3)
C16—N1—C15—C13−164.0 (2)C13—C15—C23—C3683.6 (2)
C16—N1—C14—C13163.0 (2)N1—C15—C23—C244.0 (3)
C14—N1—C15—C132.43 (17)N1—C15—C23—C36−171.31 (19)
C16—N1—C15—C2372.0 (3)N1—C16—C21—C20−179.3 (2)
C15—N1—C14—O1−178.8 (3)C17—C16—C21—C20−0.2 (4)
C16—N1—C14—O1−13.3 (4)N1—C16—C17—C18178.5 (2)
C14—N1—C15—C23−121.6 (2)C21—C16—C17—C18−0.6 (4)
C14—N1—C16—C1736.5 (4)C16—C17—C18—C190.4 (4)
C15—N1—C16—C2117.0 (3)C17—C18—C19—C200.5 (4)
C2—C1—C13—C14−34.3 (3)C17—C18—C19—O3−178.9 (2)
C6—C1—C13—C15−113.7 (2)O3—C19—C20—C21178.1 (2)
C6—C1—C13—C14147.3 (2)C18—C19—C20—C21−1.3 (4)
C13—C1—C6—C5179.4 (2)C19—C20—C21—C161.1 (4)
C2—C1—C13—C12−165.6 (2)C15—C23—C24—C2513.0 (3)
C2—C1—C13—C1564.7 (3)C15—C23—C24—C29−166.6 (2)
C6—C1—C13—C1216.0 (3)C36—C23—C24—C25−171.8 (2)
C2—C1—C6—C50.9 (3)C36—C23—C24—C298.6 (3)
C13—C1—C6—O2−1.4 (3)C15—C23—C36—C31170.1 (2)
C2—C1—C6—O2−179.9 (2)C15—C23—C36—C35−9.0 (3)
C6—C1—C2—C30.4 (4)C24—C23—C36—C31−5.6 (3)
C13—C1—C2—C3−178.1 (2)C24—C23—C36—C35175.4 (2)
C1—C2—C3—C4−0.5 (4)C23—C24—C25—C26−175.9 (2)
C2—C3—C4—C5−0.5 (5)C29—C24—C25—C263.7 (3)
C3—C4—C5—C61.7 (4)C23—C24—C29—C28175.5 (2)
C4—C5—C6—C1−2.0 (4)C23—C24—C29—C30−5.5 (3)
C4—C5—C6—O2178.8 (2)C25—C24—C29—C28−4.1 (3)
O2—C7—C8—C9179.4 (3)C25—C24—C29—C30174.8 (2)
O2—C7—C12—C11−178.2 (2)C24—C25—C26—C27−0.3 (4)
O2—C7—C12—C135.5 (3)C25—C26—C27—C28−2.9 (4)
C12—C7—C8—C9−1.8 (4)C26—C27—C28—C292.3 (5)
C8—C7—C12—C13−173.2 (2)C27—C28—C29—C241.3 (4)
C8—C7—C12—C113.2 (4)C27—C28—C29—C30−177.7 (3)
C7—C8—C9—C10−0.7 (5)C24—C29—C30—C31−0.8 (4)
C8—C9—C10—C111.7 (6)C28—C29—C30—C31178.2 (3)
C9—C10—C11—C12−0.2 (5)C29—C30—C31—C32−176.5 (3)
C10—C11—C12—C7−2.2 (4)C29—C30—C31—C363.9 (4)
C10—C11—C12—C13174.1 (3)C30—C31—C32—C33−179.4 (3)
C11—C12—C13—C15−60.6 (3)C36—C31—C32—C330.2 (5)
C7—C12—C13—C14−153.1 (2)C30—C31—C36—C23−0.7 (4)
C7—C12—C13—C1−18.0 (3)C30—C31—C36—C35178.4 (3)
C11—C12—C13—C1430.8 (3)C32—C31—C36—C23179.8 (2)
C7—C12—C13—C15115.6 (2)C32—C31—C36—C35−1.2 (4)
C11—C12—C13—C1165.9 (2)C31—C32—C33—C340.5 (5)
C12—C13—C15—N1107.99 (19)C32—C33—C34—C35−0.2 (5)
C1—C13—C15—C231.3 (3)C33—C34—C35—C36−0.9 (5)
C1—C13—C14—O1−63.0 (4)C34—C35—C36—C23−179.4 (3)
C12—C13—C14—O168.8 (3)C34—C35—C36—C311.5 (4)
D—H···AD—HH···AD···AD—H···A
C8—H8···O3vii0.932.413.317 (4)164
C18—H18···O1i0.932.583.419 (3)150
C25—H25···N10.932.282.916 (3)125
Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯AD—HH⋯AD⋯AD—H⋯A
C8—H8⋯O3i0.932.413.317 (4)164
C18—H18⋯O1ii0.932.583.419 (3)150
C25—H25⋯N10.932.282.916 (3)125

Symmetry codes: (i) ; (ii) .

  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.  Spiro beta-lactams as beta-turn mimetics. Design, synthesis, and NMR conformational analysis.

Authors:  E Alonso; F López-Ortiz; C del Pozo; E Peralta; A Macías; J González
Journal:  J Org Chem       Date:  2001-09-21       Impact factor: 4.354
  2 in total
  10 in total

1.  4-(9-Anthr-yl)-1-(2,4-dimethoxy-phen-yl)spiro-[azetidine-3,9'-xanthen]-2-one.

Authors:  Zeliha Baktır; Mehmet Akkurt; Aliasghar Jarrahpour; Edris Ebrahimi; Orhan Büyükgüngör
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-06-20

2.  4-(9-Anthr-yl)-1-phenylspiro-[azetidine-3,9'-xanthen]-2-one.

Authors:  Ismail Celik; Mehmet Akkurt; Aliasghar Jarrahpour; Edris Ebrahimi; Orhan Büyükgüngör
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-02-11

3.  4-(9-Anthr-yl)-1-(3-bromo-phen-yl)spiro-[azetidine-3,9'-xanthen]-2-one.

Authors:  Ismail Celik; Mehmet Akkurt; Aliasghar Jarrahpour; Edris Ebrahimi; Orhan Büyükgüngör
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-09-26

4.  4-(9-Anthr-yl)-1-(2-methoxy-phen-yl)spiro-[azetidin-3,9'-xanthen]-2-one.

Authors:  Serife Pınar Yalçın; Mehmet Akkurt; Aliasghar Jarrahpour; Edris Ebrahimi; Orhan Büyükgüngör
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-02-28

5.  3-(4-Chloro-phen-oxy)-1-(4-meth-oxy-phen-yl)-4-(4-nitro-phen-yl)azetidin-2-one.

Authors:  Ray J Butcher; Mehmet Akkurt; Aliasghar Jarrahpour; Seid Ali Torabi Badrabady
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-04-13

6.  7-Benzenesulfonamido-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]octa-2-ene-2-carboxylic acid monohydrate.

Authors:  Shahzad Sharif; Mehmet Akkurt; Islam Ullah Khan; Manan Ayub Salariya; Sarfraz Ahmad
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-12-09

7.  4-(9-Anthr-yl)-1-(1-naphth-yl)spiro-[azetidine-3,9'-xanthen]-2-one n-hexane hemisolvate.

Authors:  Mehmet Akkurt; Aliasghar Jarrahpour; Edris Ebrahimi; Mustafa Gençaslan; Orhan Büyükgüngör
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-11-29

8.  1-[3-(Morpholin-4-yl)prop-yl]-4-(3-nitro-phen-yl)spiro-[azetidine-3,9'-xanthen]-2-one.

Authors:  Ismail Celik; Mehmet Akkurt; Aliasghar Jarrahpour; Roghayeh Heiran; Namık Ozdemir
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-02-28

9.  Synthesis of some new mono- and bis-polycyclic aromatic spiro and bis-nonspiro-beta-lactams.

Authors:  Aliasghar Jarrahpour; Edris Ebrahimi
Journal:  Molecules       Date:  2010-01-22       Impact factor: 4.411

10.  1-(Morpholin-4-yl)-4-(2-nitro-phen-yl)spiro-[azetidine-3,9'-xanthen]-2-one.

Authors:  Zeliha Atioğlu; Mehmet Akkurt; Aliasghar Jarrahpour; Roghayeh Heiran; Namık Ozdemir
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-06-14
  10 in total

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