Diethyl [(3-cyano-1-phenylsulfonyl-1H-indol-2-yl)methyl]phosphonate

被引:0
作者
Karthikeyan, S. [1 ]
Sethusankar, K. [1 ]
Rajeshwaran, Ganesan Gobi [2 ]
Mohanakrishnan, Arasambattu K. [2 ]
Velmurugan, D. [3 ]
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
[3] Univ Madras, Ctr Adv Study Crystallog & Biophys, Madras 600025, Tamil Nadu, India
来源
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE | 2011年 / 67卷
关键词
D O I
10.1107/S1600536811008038
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
In the title compound, C20H21N2O5PS, the indole ring is essentially planar, with a maximum deviation of -0.0083 (18) A. The methyl C atom of the methylphosphonate group and the S atom lie 0.104 (2) and -0.2158 (6) A, respectively, from the indole mean plane. The sulfonyl-bound phenyl ring is almost perpendicular to the indole ring system, with a dihedral angle of 82.30 (8)degrees. The ethyl side chains are disordered over two sets of sites, with occupancy factors of 0.737 (5)/0.263 (5) and 0.529 (11)/0.471 (11). In the crystal, molecules are linked into centrosymmetric dimers via C-H...O hydrogen bonds, resulting in an R (2) 2(18) graph-set motif. The crystal structure is further stabilized by C-H...pi interactions.
引用
收藏
页码:O818 / U1809
页数:13
相关论文
共 11 条
  • [1] THE GEOMETRY OF SMALL RINGS .3. THE EFFECT OF SMALL-RING FUSION ON THE GEOMETRY OF BENZENE
    ALLEN, FH
    [J]. ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1981, 37 (APR): : 900 - 906
  • [2] [Anonymous], J MED CHEM
  • [3] Bassindale A., 1984, The Third Dimension in Organic Chemistry, P11
  • [4] PATTERNS IN HYDROGEN BONDING - FUNCTIONALITY AND GRAPH SET ANALYSIS IN CRYSTALS
    BERNSTEIN, J
    DAVIS, RE
    SHIMONI, L
    CHANG, NL
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (15) : 1555 - 1573
  • [5] Bruker, 2004, APEX2 SAINT
  • [6] Farrugia L., 1997, J APPL CRYSTALLOGR, V30, P565, DOI [DOI 10.1107/S0021889897006638, 10.1107/S0021889897003117]
  • [7] Synthesis of 5-[(indol-2-on-3-yl)methyl]-2,2-dimethyl-1,3-dioxane-4,6-diones and spirocyclopropyloxindole derivatives. Potential aldose reductase inhibitors
    Rajeswaran, WG
    Labroo, RB
    Cohen, LA
    King, MM
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (04) : 1369 - 1371
  • [8] Ethyl β-{2-[4-(dimethylamino)phenyliminomethyl]-1-(phenylsulfonyl)indol-3-yl}acrylate
    Sankar, KS
    Kannadasan, S
    Velmurugan, D
    Srinivasan, PC
    Raj, SSS
    Fun, HK
    [J]. ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2002, 58 (05): : o277 - o279
  • [9] A short history of SHELX
    Sheldrick, George M.
    [J]. ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES, 2008, 64 : 112 - 122
  • [10] Structure validation in chemical crystallography
    Spek, Anthony L.
    [J]. ACTA CRYSTALLOGRAPHICA SECTION D-STRUCTURAL BIOLOGY, 2009, 65 : 148 - 155