(2S,5S,6R)-5-(4-Methylphenyl)-3-phenyl-4,8-dioxa-3-azatricyclo[7.4.0.02,6]trideca-1(13),9,11-triene-6-carbonitrile

被引:2
作者
Swaminathan, K. [1 ]
Sethusankar, K. [1 ]
Srinivasan, J. [2 ]
Bakthadoss, M. [2 ]
机构
[1] RKM Vivekananda Coll Autonomous, Dept Phys, Madras 600004, Tamil Nadu, India
[2] Univ Madras, Dept Organ Chem, Madras 600025, Tamil Nadu, India
来源
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE | 2012年 / 68卷
关键词
data-to-parameter ratio = 17.6; mean σ(C-C) = 0.007 Å; R factor = 0.081; single-crystal X-ray study; T = 293 K; wR factor = 0.252;
D O I
10.1107/S1600536811055413
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
In the title compound, C24H20N2O2, the six-membered pyran ring adopts a half-chair conformation with one C atom deviating from the mean plane of the remaining ring atoms by 0.654 (6) angstrom. The five-membered isoxazole ring adopts an N-envelope conformation with the N atom displaced by 0.742 (5) angstrom from the mean plane formed by the remaining ring atoms. The carbonitrile side chain is almost linear, with a C-C-N angle of 178.6 (5)degrees. The crystal packing is stabilized by intermolecular C-H center dot center dot center dot N interactions, through bifurcated acceptor hydrogen bonds formed between the carbonitrile N atom and two alternate C atoms in the unsubstituted benzene ring. The molecular structure and crystal packing are further stabilized by intramolecular and intermolecular C-H center dot center dot center dot pi interactions.
引用
收藏
页码:O283 / U1678
页数:12
相关论文
共 10 条
  • [1] Highly Stereoselective Synthesis of Tricyclic Chromenoisoxazolidines by Intramolecular 1,3-Dipolar Cycloadditions
    Bakthadoss, Manickam
    Murugan, Gandhi
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 2010 (30) : 5825 - 5830
  • [2] Bruker, 2008, APEX2, SAINT and SADABS
  • [3] GENERAL DEFINITION OF RING PUCKERING COORDINATES
    CREMER, D
    POPLE, JA
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (06) : 1354 - 1358
  • [4] Farrugia L.J., 1997, J. Appl. Crystallogr., V30, P565, DOI [10.1107/S0021889897003117, DOI 10.1107/S0021889897003117]
  • [5] SYNTHESIS AND TOPICAL ANTI-INFLAMMATORY ACTIVITY OF SOME STEROIDAL "[16-ALPHA,17-ALPHA-D]ISOXAZOLIDINES
    GREEN, MJ
    TIBERI, RL
    FRIARY, R
    LUTSKY, BN
    BERKENKOPH, J
    FERNANDEZ, X
    MONAHAN, M
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1982, 25 (12) : 1492 - 1495
  • [6] Isolation of rhododaurichromanic acid B and the anti-HIV principles rhododaurichromanic acid A and rhododaurichromenic acid from Rhododendron dauricum
    Kashiwada, Y
    Yamazaki, K
    Ikeshiro, Y
    Yamagishi, T
    Fujioka, T
    Mihashi, K
    Mizuki, K
    Cosentino, LM
    Fowke, K
    Morris-Natschke, SL
    Lee, KH
    [J]. TETRAHEDRON, 2001, 57 (08) : 1559 - 1563
  • [7] STUDIES ON ANTIFUNGAL AGENTS .23. NOVEL SUBSTITUTED 3,5-DIPHENYL-3-(1H-IMIDAZOL-1-YLMETHYL)-2-ALKYLISOXAZOLIDINE DERIVATIVES
    MULLEN, GB
    DECORY, TR
    MITCHELL, JT
    ALLEN, SD
    KINSOLVING, CR
    GEORGIEV, VS
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (10) : 2008 - 2014
  • [8] A short history of SHELX
    Sheldrick, George M.
    [J]. ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES, 2008, 64 : 112 - 122
  • [9] Structure validation in chemical crystallography
    Spek, Anthony L.
    [J]. ACTA CRYSTALLOGRAPHICA SECTION D-STRUCTURAL BIOLOGY, 2009, 65 : 148 - 155
  • [10] 1-Methyl-3-(2-methylphenyl)-3,3a,4,9b-tetrahydro-1H-chromeno[4,3-c][1,2]oxazole-3a-carbonitrile
    Swaminathan, K.
    Sethusankar, K.
    Murugan, G.
    Bakthadoss, M.
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O905 - U802