• Aucun résultat trouvé

Malika Berredjem, Assia Allaoui, Amani Direm, Noureddine Aouf and Nourredine Benali-Cherif

N/A
N/A
Protected

Academic year: 2021

Partager "Malika Berredjem, Assia Allaoui, Amani Direm, Noureddine Aouf and Nourredine Benali-Cherif"

Copied!
16
0
0

Texte intégral

(1)See discussions, stats, and author profiles for this publication at: https://www.researchgate.net/publication/44926690. (4S)-4-Benzyl-N-{[(4S)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]sulfonyl}-2oxo-1,3-oxazolidine-3-carboxamide Article  in  Acta Crystallographica Section E Structure Reports Online · July 2010 DOI: 10.1107/S1600536810020866/kp2261Isup2.hkl · Source: DOAJ. CITATIONS. READS. 0. 112. 5 authors, including: Berredjem Malika. Allaoui Assia. Badji Mokhtar - Annaba University. university of Badji Mokhtar. 96 PUBLICATIONS   328 CITATIONS   . 7 PUBLICATIONS   6 CITATIONS   . SEE PROFILE. SEE PROFILE. Amani Direm. Nourredine Benali-Cherif. Abbes Laghrour - Khenchela University. Académie des Sciences et Technologies d'Algérie. 55 PUBLICATIONS   73 CITATIONS   . 160 PUBLICATIONS   489 CITATIONS   . SEE PROFILE. Some of the authors of this publication are also working on these related projects:. Evaluation of novel synthetic sulfonamides in experimental diabetes View project. Applications and properties of coordination frameworks View project. All content following this page was uploaded by Berredjem Malika on 17 May 2014.. The user has requested enhancement of the downloaded file.. SEE PROFILE.

(2) electronic reprint Acta Crystallographica Section E. Structure Reports Online ISSN 1600-5368. Editors: W.T. A. Harrison, J. Simpson and M. Weil. (4S )-4-Benzyl-N -{[(4S )-4-benzyl-2-oxo-1,3-oxazolidin-3yl]sulfonyl}-2-oxo-1,3-oxazolidine-3-carboxamide Malika Berredjem, Assia Allaoui, Amani Direm, Noureddine Aouf and Nourredine Benali-Cherif. Acta Cryst. (2010). E66, o1611–o1612. This open-access article is distributed under the terms of the Creative Commons Attribution Licence http://creativecommons.org/licenses/by/2.0/uk/legalcode, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.. ISSN 1600-5368. Volume 61 Part 11 November 2005. Acta Crystallographica Section E. Structure Reports Online Editors: W. Clegg and D. G. Watson. Inorganic compounds. Metal-organic compounds. Organic compounds. journals.iucr.org International Union of Crystallography. *. Acta Crystallographica Section E: Structure Reports Online is the IUCr’s highly popular open-access structural journal. It provides a simple and easily accessible publication mechanism for the growing number of inorganic, metal-organic and organic crystal structure determinations. The electronic submission, validation, refereeing and publication facilities of the journal ensure very rapid and high-quality publication, whilst key indicators and validation reports provide measures of structural reliability. In 2007, the journal published over 5000 structures. The average publication time is less than one month.. Chester. Crystallography Journals Online is available from journals.iucr.org Acta Cryst. (2010). E66, o1611–o1612. Berredjem et al. · C21 H21 N3 O7 S.

(3) organic compounds Acta Crystallographica Section E. Structure Reports Online ISSN 1600-5368. (4S)-4-Benzyl-N-{[(4S)-4-benzyl-2-oxo1,3-oxazolidin-3-yl]sulfonyl}-2-oxo-1,3oxazolidine-3-carboxamide Malika Berredjem,a Assia Allaoui,a Amani Direm,b Noureddine Aoufa and Nourredine Benali-Cherifb* a. Laboratoire des Chimie Organique Applique´e, Universite´ Badji Mokhtar-Annaba, Algeria, and bLaboratoire des Structures, Proprie´te´s et Interactions Inter Atomiques, Centre Universitaire Abbes Laghrour-Khenchela, 40000 Khenchela, Algeria Correspondence e-mail: benalicherif@hotmail.com Received 17 May 2010; accepted 1 June 2010 ˚; Key indicators: single-crystal X-ray study; T = 293 K; mean (C–C) = 0.006 A R factor = 0.054; wR factor = 0.152; data-to-parameter ratio = 18.1.. The title compound, C21H21N3O7S, contains an oxazolidinone ring and a sulfonamide group, both characteristic for biologically and pharrmaceutically active compounds. Both stereogenic centres reveal an S absolute configuration. The two oxazolidinone rings are in an envelope conformation with the methylene carbon flap atoms deviating by 0.428 (1) and ˚ from the best least-square planes formed by the 0.364 (2) A four other ring atoms. An intramolecular N—H  O hydrogen bond contributes to the folded conformation of the molecule. In the crystal, weak intermolecular C—H  O interactions connect the molecules into helices along the the twofold screw axes.. Related literature For the biological activity of sulfonamides, see: Gayathri et al. (2006); Supuran et al. (2003); Kang & Reynolds (2009); Bouasla et al. (2010). For heterocyclic sulfonamide derivatives, see: Yan et al. (2007); Naganawa et al. (2006). For their use in coordination chemistry, see: King & Burgen (1976); Beloso et al. (2005). For hydrogen bonding, see: Adsmond & Grant (2001); Bernstein et al. (1995). For related structures, see: Michaux et al. (2001); Cheng et al. (2005); Benali-Cherif et al.(2002).. Experimental Crystal data ˚3 V = 1066.26 (4) A Z=2 Mo K radiation  = 0.20 mm1 T = 293 K 0.2  0.1  0.1 mm. C21H21N3O7S Mr = 459.48 Monoclinic, P21 ˚ a = 10.4262 (3) A ˚ b = 9.7171 (2) A ˚ c = 10.7402 (2) A  = 101.504 (2). Data collection Nonius KappaCCD diffractometer 17946 measured reflections 5245 independent reflections. 3795 reflections with I > 2(I) Rint = 0.096. Refinement R[F 2 > 2(F 2)] = 0.054 wR(F 2) = 0.152 S = 1.00 5245 reflections 289 parameters 1 restraint. H-atom parameters constraned ˚ 3 max = 0.24 e A ˚ 3 min = 0.47 e A Absolute structure: Flack (1983), 1981 Friedel pairs Flack parameter: 0.06 (8). Table 1. ˚ ,  ). Hydrogen-bond geometry (A D—H  A. D—H. H  A. D  A. D—H  A. N1—H1N  O2A C3B—H3B  O2Ai C4B—H42B  O1Bii. 0.86 0.98 0.97. 2.07 2.58 2.48. 2.691 (3) 3.372 (4) 3.428 (4). 128 (1) 138 (1) 165 (1). Symmetry codes: (i) x þ 2; y þ 12; z þ 2; (ii) x þ 3; y þ 12; z þ 2.. Data collection: KappaCCD Server Software (Nonius, 1998); cell refinement: DENZO and SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO and SCALEPACK; program(s) used to solve structure: SIR2004 (Burla et al., 2005); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997) and PLATON (Spek, 2009); software used to prepare material for publication: WinGX (Farrugia, 1999).. We wish to thank Dr M. Giorgi, Faculte´ des Sciences et Techniques de Saint Je´rome, Marseilles, France, for providing diffraction facilities, and the DG-RSDT and the Centre Universitaire ‘Abbes Laghrour’- Khenchela, Algeria for financial support. Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: KP2261).. Acta Cryst. (2010). E66, o1611–o1612. doi:10.1107/S1600536810020866. electronic reprint. Berredjem et al.. o1611.

(4) organic compounds References Adsmond, D. A. & Grant, D. J. W. J. (2001). Pharm. Sci. 90, 2058–2077. Beloso, I., Castro, J., Garcia-Vazquesz, J. A., Perez-Lourido, P., Romero, J. & Sousa, A. (2005). Inorg. Chem. 44, 336–351. Benali-Cherif, N., Dokhane, S. & Abdaoui, M. (2002). Acta Cryst. E58, o723– o725. Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555–1573. Bouasla, R., Berredjem, M., Allaoui, A., Berredjem, H., Lecouvey, M. & Aouf, N. (2010). J. Heterocycl. Chem. In the press. Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R. (2005). J. Appl. Cryst. 38, 381–388. Cheng, J.-L., Tan, C.-X. & Zhu, G.-N. (2005). Acta Cryst. E61, o3194–o3195. Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837–838. Flack, H. D. (1983). Acta Cryst. A39, 876–881. Gayathri, D., Velmurugan, D., Ravikumar, K., Poornachandran, M. & Raghunathan, R. (2006). Acta Cryst. E62, o4454–o4455.. o1612. Berredjem et al.. . C21H21N3O7S. Kang, M. H. & Reynolds, C. P. (2009). Clin. Cancer Res. 15, 1126–1132. King, R. W. & Burgen, A. S. V. (1976). Proc. R. Soc. London Sect. B, 193, 107– 125. Michaux, C., Charlier, C., Jule´mont, F., Norberg, B., Dogne´, J.-M. & Durant, F. (2001). Acta Cryst. E57, o1012–o1013. Naganawa, A., Matsui, T., Ima, M., Yoshida, K., Tsuruta, H., Yamamoto, S., Yamamoto, H., Okada, H., Maruyama, T., Nakai, H., Kondo, K. & Toda, M. (2006). Bioorg. Med. Chem. 14, 7774–7789. Nonius (1998). KappaCCD Server Software. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology , Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307–326. New York: Academic Press. Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Spek, A. L. (2009). Acta Cryst. D65, 148–155. Supuran, C. T., Casini, A. & Scozzafava, A. (2003). Med. Res. Rev. 23, 535–558. Yan, X.-W., Hu, M.-L. & Xiong, J. (2007). Acta Cryst. E63, o678–o679.. electronic reprint. Acta Cryst. (2010). E66, o1611–o1612.

(5) 

(6) 

(7)  . electronic reprint.

(8) 

(9) 

(10)   

(11)    

(12)   

(13).     .   ! "#$%&'  ! "(")  "* +

(14) )),*!-

(15) -"%!-

(16) .)*!/

(17) -%&"/

(18) "01)& .

(19)        !"#  $##$   #"   $ $  !#$

(20)  

(21) $" !"

(22) !%"$

(23) &   

(24) '. ("   !  !$""   !"#   )$"$    !$! (*$+

(25)   

(26)    "

(27) ,! 

(28) - ."

(29) /  $# #" "   0*  !$#.1 ) 0 ! $$"$ "2 

(30) . )$   $#   $$"$"$$     $"  $$!$" /$$#,!32!

(31) -4 5  #

(32)    !     $"2   

(33) 6 )$" #"!  "!$" ! ! ( 3%

(34) . ."

(35) "/$ " ##$# "$7

(36) 4   $ $#  *$!$"# 8 ! 9!/

(37)  : $$   /$ " 

(38) ;

(39) # $"/$$/  #!   . ;$ <19'=4

(40) >! 

(41) $! $ ! /$$0 ! # 5$0 

(42) . )$?= !$ #$ <19'=4 @ A$<'1'9@=B @@'' A<  

(43)  --'   <1-29=  @' @  A 2<$  

(44)   !!! $    *     $=  $ ! ; $$ $ ## )$!   $ 0*  !! !/$$  # <$!  

(45) 6 )$ " $$ "!# "$  !  ' C ' C  <2?=2?<2?92<(?=(?<(?9(

(46) #". )$  * " 9?1DDD=$" !  >!  # #!$ 91! $ "=  ;$"E!>! '

(47)  E "$ <?1DDD= $" ! )  ! $ 0!!<- !$ 2

(48) --6. ". electronic reprint.

(49) 

(50) 

(51)    

(52)  

(53) +"   0*  / F  "  " 

(54)  $      0*  # $"/$$   "  )$"$  / F  "  " 

(55) ! $   " "G$" 0". )    $   " " !

(56)  @   $" <1<C<

(57) /  /H# $" 0" '@!

(58)  @  6 $  # ('

(59) $  /     0*  !

(60)  @ 

(61)   H# $"4', )$  / $$  )$ 0//$/$$" $  9

(62) 0I /I =!"/ #$" !

(63)   # )$/ "$  !$" ! "<1< !#4J  0" @J "   0*  /$ . !"  K""    " /#       $ .  

(64) ( 1 //$    1 /  /$* ! "!! /$<?19?1 !$   -'L -B BA

(65)  #" )$  /H  MH  )$  "* $  "! 8$   !  >  .  . >!  #/ $" ; $ /!6J  "  . >!  (#/ $ 91DDD= . >! ' <"E!/$ $" ! !$ /$. !. electronic reprint.

(66) 

(67) 

(68)     !"#$ % $& '!"#$ % $(   %.

(69)  <19'=4.  N@B.  N@6- @B. 0N @'5!O'. 5  

(70) . 5 G 

(71) PN 44'A. N @' A N- 44 A. < '6B  QN 6L' C. N 4@ A. RN O N-',. SN 6@ C N @ A' N. 8

(72) " /  T T .  ! 9 ,<<U  . '4-6 /$"VW". .  F  . N -. !$. Q0N' C

(73) QN 6C. XLQ 4-@  6@6 . #NO@Y $NO-Y' NO6Y6. % !&! . .  "   F> . IH0F. 1" !  F !$ ! . VW N 6@. 1  . ' N 6. 'NZW  [ -- [ 6- /$N [ Z'. N . \ZW 0N . 6@6 . \]0N @AO'. B-. \]NO @4AO'.  (  F>E-B'

(74) -B> 8"   F# >EF B $ . (  

(75) 2*3) (0$$$! //    !$ #0 )$ E  #"$  

(76) !  !&   /  "/$$" """" ( 0      !# #!  . $. electronic reprint.

(77) 

(78) 

(79)   4&*3 . !(II  )$/!$ /.!    

(80)  #     

(81) /$ *  !# )$$$ 0  VW  " !  !   # $$        " /! $   

(82)    (II/ #!.   !&   !

(83) !

(84)  (  )* +!

(85)  ( 

(86) (&!( &

(87) ,-./  92 <62 = =2 =( =( =2 =' = 9( <@2 1@2 1@2 < <'2 1'2 <'( 1'( <2 12 12 <2 12 <( <2 <6( <2 12 <( 1( 1( <42 142 <@( 1@( 1@( <( 1( <-2. 0. 1. 2 ^Z2H.  B'  66B-  6'@'  -  'B'B  4@  -  'B-'  B4-  -B-  B44'-  @@@@'  @-4  '-4'  --@'  '@@  -@'  B6@'  -@  @'  '66  @-'4  6-'  4@6  46'  B'  '  6@B'  @B 4-'  -@  6'  4'4'  B@  BB''  B-B  B6  -B'@    6BB@@.  4-B@4  44  B6'  -'B'  4B  4  B'  6'4'  -  -@4'  B  -'  --6  -6B  B@'  BB'''  -@ B4B-@  -''  B'@@  B@4  B'6@  4B@@  B@  446'  @4'  4'6'  4@6@  44  ---6  '6  B-4  4'@  @  44'B6  -  B'  4-66  B@  '6.  4  -4-  @  6B  -6B4  -@4  4-  ''  B6@4-  @  4-@'  6-'  @B  '  BB''  @6'  B  @B'    -@@'  B6B  -6  4-@'    B@'  ''  6B-'  '-'  '@  @4@@  4 66-  '6'  -@4  6B''  646@  @B' 64@'  @@-B  '6@.  @B'B  @'46  @B46  6@  4  '  4@44  4464  6-6  44  @46  6  '^  '^  @@@6  @B  6B^  664  B^  '4  4^  4^  6-4  4^  6@4  64  6B@4  @-  B^  4@6  B-^  B-^  6BB  4-^  4-  B4^  B4^  4B  -@^  B'. . electronic reprint.

(88) 

(89) 

(90)   1-2 <( 1( <B( 1B( <-( 1-( <B2 1B2 <4( 14( 9 19.  6 B6  '  B'  '4 B  @- 4@@  46@4  4B  4B    -@'-.  6@ '@  6B'6  6  @'  6--4  6'4  6B@B@  66  4@B  BB  44@'  4B-.  @B  '@  4'  6--@B  66  4  4-  '4-@  ''  6BB  @-  --@  --4.  --^  B  '^  @'  -^  '  6^  4@-  B-^  B  @^  66  ^. & 

(91) (&!( &

(92) ,-./  92 <62 = =2 =( =( =2 =' = 9( <@2 < <'2 <'( <2 <2 <( <2 <6( <2 <( <42 <@( <( <-2 <( <B( <-( <B2 <4(. 2  @4B'  @-  @6  6  4'  6@-  @-  B  @6-  4@@  @B-  @B'  @'  @4  6-@  '@  6-'  @4  ''6  4'B  @4'6  6B6  6  BBB  -@  44  4@  -'@  646  6-4  '. 2  664@  '-6  @4-@  4@  ''  6@@'  -4B  @@  '@  -B-  66@  @@  @'  '-@  '--  4  B  64  @'6  6BB  B4  -@'  46  -'  B'  B'  '  -4  @  4  @6. 2''  @@''  @-@  6'  4-'  6B  B'6  B46  B'  6-4  6@  @--  44  @-'  '6  @-'@  6@  6B'@  4  @-@'  @  '4  4'-  @44  6B@    44  @  @  -'  B  6@. 2 O 6-' O 'B O  O   6 O -   O 4 O -- O @' O @- O 64 O -  6  '  -@  'B@ O @    4@ O @@6  -B  46 O B   O B  -  '@  B@ O   '@. 2'  '6  B-B  6-    -  '  -  4-@  6B  4  BB  4B  -  '    B  -      6@  - O '  44'  ''  ' O 4B  B O B' O @ O 66  6B'. 2' O '' O '- O B' O 6 O  O 6 O B6 O '  -  6 O 6B O 4'' O 4  '4 O -'  46 O B O @6   O 6  -4   O -4 O BBB O    O BB4 O -66 O '' O '- O @B@. *. electronic reprint.

(93) 

(94) 

(95)   9.  @6.  6'-@.  6@@. O '.  -B.  '6. 3& ( &

(96) ,-45/ ?= ?= ?92 ?9 92?<2 92?<'2 <62?<2 <62?<2 <62?<@2 =2?<2 =2?<2 =(?<( =(?<( =(?<( =2?<2 ='?< 9(?< 9(?<( 9(?<'( <@2?<'2 <@2?1@2 <@2?1@2 <?9 <'2?<2 <'2?1'2 <'(?<( <'(?<@( <'(?1'(.  @4  @  @  @  'B-@  @4''  '44@  '-@  6@  '@'@  @@@@  -@  '@6@  @6'6  B@@  4'  'B6'  '-@  @4@  6'@  -4  -4  '44@  6@  -B  64@  66  -B. <2?12 <2?12 <2?<42 <2?12 <6(?<( <6(?<( <6(?<@( <2?<-2 <2?12 <(?1( <(?1( <42?<B2 <42?142 <@(?1@( <@(?1@( <(?<4( <(?1( <-2?<B2 <-2?1-2 <(?<-( <(?1( <B(?<4( <B(?<-( <B(?1B( <-(?1-( <B2?1B2 <4(?14( 9?19.  -4  -4  '4B6  -'  '446  'B6  6'6  @  -'  -4  -4  ''-  -'  -4  -4  '44  -'  '  -'  'B@-  -'  ''  '6  -'  -'  -'  -'  B. =??= =??92 =??92 =??9 =??9 92??9 <2?92?<'2 <2?92? <'2?92? <2?<62?<2 <2?<62?<@2 <2?<62?<@2 <2?=2?<2 <(?=(?<( <?9(?<( <?9(?<'( <(?9(?<'(.  6 6   '@  B@ @ B' 6 B  @  '- @ @B  @'  6'  '   -  6 @  4  4. =(?<(?9( =2?<2?=2 =2?<2?92 =2?<2?92 <(?<6(?<( <(?<6(?<@( <(?<6(?<@( <62?<2?<-2 <62?<2?12 <-2?<2?12 =(?<(?<'( =(?<(?1( <'(?<(?1( =(?<(?1( <'(?<(?1( 1(?<(?1( <B2?<42?<2. B '' ' -' B 6' 4  4 @ ' '@ - '  4' - 4 - 4 @ '     -   '. +. electronic reprint.

(97) 

(98) 

(99)   <62?<@2?<'2 <62?<@2?1@2 <'2?<@2?1@2 <62?<@2?1@2 <'2?<@2?1@2 1@2?<@2?1@2 ='?<?9 ='?<?9( 9?<?9( 92?<'2?<2 92?<'2?<@2 <2?<'2?<@2 92?<'2?1'2 <2?<'2?1'2 <@2?<'2?1'2 9(?<'(?<( 9(?<'(?<@( <(?<'(?<@( 9(?<'(?1'( <(?<'(?1'( <@(?<'(?1'( =2?<2?<'2 =2?<2?12 <'2?<2?12 =2?<2?12 <'2?<2?12 12?<2?12 <42?<2?<62 <42?<2?12 <62?<2?12 =(?<(?=( =(?<(?9(. 6  B 6 B 6 B 6 B 6 4 6 ' B   @  -B 4   6   '  '  ' -- 6'  '  6'       6 '  4  4  4  4 B B  6' B B B B ' ' B 6'. <B2?<42?142 <2?<42?142 <6(?<@(?<'( <6(?<@(?1@( <'(?<@(?1@( <6(?<@(?1@( <'(?<@(?1@( 1@(?<@(?1@( <4(?<(?<6( <4(?<(?1( <6(?<(?1( <B2?<-2?<2 <B2?<-2?1-2 <2?<-2?1-2 <6(?<(?<-( <6(?<(?1( <-(?<(?1( <4(?<B(?<-( <4(?<B(?1B( <-(?<B(?1B( <B(?<-(?<( <B(?<-(?1-( <(?<-(?1-( <42?<B2?<-2 <42?<B2?1B2 <-2?<B2?1B2 <B(?<4(?<( <B(?<4(?14( <(?<4(?14( <?9? <?9?19 ?9?19.     6 4 B ' B ' B ' B ' 4 @  66 - 4 - 4  @ - -  '6 - - - 46      6 - 4 - 4  '@ - B - B  ' - @ - @  6B B 4 B 4. =??92?<2 =??92?<2 9??92?<2 =??92?<'2 =??92?<'2 9??92?<'2 <2?<62?<@2?<'2 <2?<62?<@2?<'2 <(?9(?<?=' <'(?9(?<?=' <(?9(?<?9 <'(?9(?<?9 <2?92?<'2?<2 ?92?<'2?<2 <2?92?<'2?<@2 ?92?<'2?<@2 <62?<@2?<'2?92. O44  6  O ' O  O@ @ 6 B O- ' B4 6' O 4' @ @@ - @ O4@ '' 4 ' O@- -B- O@ '' BB 6  '. <2?=2?<2?=2 <2?=2?<2?92 <'2?92?<2?=2 ?92?<2?=2 <'2?92?<2?=2 ?92?<2?=2 <2?<62?<2?<-2 <@2?<62?<2?<-2 <(?=(?<(?<'( 9(?<'(?<(?=( <@(?<'(?<(?=( <62?<2?<42?<B2 <(?<6(?<@(?<'( <(?<6(?<@(?<'( 9(?<'(?<@(?<6( <(?<'(?<@(?<6( <(?<6(?<(?<4(. B B' O ' 4@ 4' O4 B@ O@ @' ' 6B O @@ 4 ''  @ O4 ' - B'  B6 B' -6 O-6 4@ O4 @ O44 ' O . ,. electronic reprint.

(100) 

(101) 

(102)   <62?<@2?<'2?<2 <?9(?<'(?<( <(?9(?<'(?<( <?9(?<'(?<@( <(?9(?<'(?<@( <2?=2?<2?<'2 92?<'2?<2?=2 <@2?<'2?<2?=2 <2?<62?<2?<42 <@2?<62?<2?<42 <(?=(?<(?=( <(?=(?<(?9( <?9(?<(?=( <'(?9(?<(?=( <?9(?<(?=( <'(?9(?<(?=(. O@- -' O@ '  -' - ' O- ' ' ' O -' - '  4@ O44 ' - ' O ' O 6 4 '  '' O4 '. <@(?<6(?<(?<4( <62?<2?<-2?<B2 <(?<6(?<(?<-( <@(?<6(?<(?<-( <4(?<B(?<-(?<( <6(?<(?<-(?<B( <2?<42?<B2?<-2 <2?<-2?<B2?<42 <-(?<B(?<4(?<( <6(?<(?<4(?<B( ='?<?9? 9(?<?9? =??9?< =??9?< 92??9?<. 4B 6@  B   O4B @@  6- O -4 O 66  4 O @-  4B  B@ OB 6- 66 4' O4' @ O64 ''. 6  7!!7& ,-45/ ?1DDD 9?19DDD=( <'2?1'2DDD=( . ?1  B. 1DDD  4. DDD  -'. ?1DDD B.  -B.  6B. ' '4@. 'B.  @B. ' @B@. 6.  -4 <@2?1@2DDD=2 "" F O0[

(103)  [Z

(104) O1[& O0['

(105)  [Z

(106) O1[. -. electronic reprint.

(107) 

(108) 

(109)   )". .. electronic reprint.

(110) 

(111) 

(112)   )!. "/. electronic reprint.

(113) 

(114) 

(115)   )$. "" View publication stats. electronic reprint.

(116)

Références

Documents relatifs

Enfin, au- cune différence notable dans la durée du séjour aux soins intensifs (5,9 jours dans le groupe dexmédéto- midine versus 7,6 jours dans le groupe midazolam, p = 0,24)

It has been implemented in a prototype which accepts input programs and properties written in a dialect of functional programming, and produces a representation of the common

When reasoning at the Boolean level, many solutions are not byte-consistent because constraints at the byte level have been ignored. To propagate some properties at the byte level,

ةيرظن ىلع اندلاب في يداصتقلاا رارقلا باحصأ دنتسي وراب ( 2220 ) ا لكايلها زانجا برتعت تيلا اددمح لاماع ةيدعاقل لخدتي يذلا لماعلا يه ةيدعاقلا لكايلها نأ

The objective of data reverse engineering can then be sketched as follows: to recover the technical and concep- tual descriptions of the permanent data of a legacy infor- mation

In engineering and scientific applications, large volumes of data are often found in the form of a well-known (geometrical or topological) space, on which scalar fields or vector

Dans ce contexte, la connaissance de la position de la ligne d’´ echouage et des flux qui la traverse apparaˆıt comme un pr´ ealable ` a des estimations fiables des bilans de

[149] Cela a été rendu possible en utilisant une matrice d’ADN simple brin composé de 40 thymines (dTq) avec des monomères à base de naphtalène (G1-G2) (Figure 137).. Figure