STRUCTURE OF (Z,Z)-N-([2-(4-METHYLPHENYL)-2-(4-METHYLPHENYL)IMINO]ETHYLIDENE)ANILINE N-OXIDE - CONJUGATION IN SYSTEMS WITH THE NITRONE MOIETY

被引:1
作者
OLSZEWSKI, PK
MILART, P
STADNICKA, K
机构
来源
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE | 1995年 / 51卷
关键词
D O I
10.1107/S0108768195000085
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The crystal structure of the title compound has been determined. The crystals are orthorhombic: Pna2(1), a=8.6190(6), b=10.9705(6), c=18.7157(6)Angstrom, V=1769.7(2)Angstrom(3), Z=4. The structure was solved by direct methods and refined using 2127 reflections with F-2 greater than or equal to 2 sigma(F-2) to a final R=0.0371 and wR(F-2)=0.0865. Second-harmonic generation (SHG) activity was checked by Kurtz powder method in relation to urea. The molecule reveals the Z,Z,s-E-configuration of the 1,4-diazabutadiene fragment with a N=C-C=N torsion angle of -145.8(3)degrees. All aryl rings are twisted against each other. The crystal packing is controlled by very weak C-H...O hydrogen bonding, coupling of dipoles and weak van der Waals interactions. An influence of pi-electron conjugation on the geometry of the nitrone moiety in conjugated systems X=C-C=N-->O (X = C, N or O) is discussed.
引用
收藏
页码:867 / 873
页数:7
相关论文
共 50 条
[41]   2-{(4-Methylphenyl)sulfonyl]amino}-phenyl 4-methylbenzenesulfonate [J].
Morgans, G. L. ;
Scalzullo, S. M. ;
Fernandes, M. A. ;
Michael, J. P. ;
van Otterlo, W. A. L. .
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2007, 63 (o309-o311) :O309-O311
[42]   2-(4-Methylphenyl)-2-oxoethyl 3-bromobenzoate [J].
Khan, Imtiaz ;
Ibrar, Aliya ;
Korzanski, Artur ;
Kubicki, Maciej .
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 :O3465-+
[43]   1-(Diphenylphosphinothioyl)-2-[(4-methylphenyl)methoxymethyl]ferrocene [J].
Daran, Jean-Claude ;
Audin, Catherine ;
Deydier, Eric ;
Manoury, Eric ;
Poli, Rinaldo .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 :M1417-U750
[44]   A Theoretical Study on N′-[(Z)-(4-Methylphenyl)Methylidene]-4-Nitrobenzohydrazide (NMPMN) [J].
Muhammet Okur ;
Nazmiye Albayrak ;
Ömer Tamer ;
Davut Avcı ;
Yusuf Atalay .
Brazilian Journal of Physics, 2018, 48 :398-405
[45]   A Theoretical Study on N′-[(Z)-(4-Methylphenyl)Methylidene]-4-Nitrobenzohydrazide (NMPMN) [J].
Okur, Muhammet ;
Albayrak, Nazmiye ;
Tamer, Omer ;
Avci, Davut ;
Atalay, Yusuf .
BRAZILIAN JOURNAL OF PHYSICS, 2018, 48 (04) :398-405
[46]   {2-[(Dimethylamino)methyl]phenyl}bis(4-methylphenyl)bismuthane [J].
Kawahata, Masatoshi ;
Yasuike, Shuji ;
Kinebuchi, Izumi ;
Yamaguchi, Kentaro ;
Kurita, Jyoji .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 :M25-U371
[47]   (2Z)-2-(4-Methylphenyl)-3-(2-naphthyl)prop-2-enenitrile [J].
Asiri, Abdullah Mohamed ;
Akkurt, Mehmet ;
Khan, Islam Ullah ;
Arshad, Muhammad N. ;
Khan, Salman A. .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 :O2409-+
[48]   Crystal structure of 2-(4-methylphenyl)-4H-1,3-benzothiazine [J].
Sandhya, N. C. ;
Chandra ;
Suresha, G. P. ;
Lokanath, N. K. ;
Mahendra, M. .
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 :O74-U284
[49]   (Z)-3-(4-Methylphenyl)-2-[(2-phenylcyclohex-2-en-1-yl) imino]-1,3-thiazolidin-4-one [J].
Ooi, Chin Wei ;
Fun, Hoong-Kun ;
Quah, Ching Kheng ;
Sathishkumar, Murugan ;
Ponnuswamy, Alagusundaram .
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 :O1796-+
[50]   2-(2H-Benzotriazol-2-yl)-4-methylphenyl diphenylphosphinate [J].
Liu, Yi-Chang ;
Lin, Chia-Her ;
Ko, Bao-Tsan .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 :O2058-U4700