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 [J].
ALLEN, FH .
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 [J].
BERNSTEIN, J ;
DAVIS, RE ;
SHIMONI, L ;
CHANG, NL .
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 [J].
Rajeswaran, WG ;
Labroo, RB ;
Cohen, LA ;
King, MM .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (04) :1369-1371
[8]   Ethyl β-{2-[4-(dimethylamino)phenyliminomethyl]-1-(phenylsulfonyl)indol-3-yl}acrylate [J].
Sankar, KS ;
Kannadasan, S ;
Velmurugan, D ;
Srinivasan, PC ;
Raj, SSS ;
Fun, HK .
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2002, 58 (05) :o277-o279
[9]   A short history of SHELX [J].
Sheldrick, George M. .
ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES, 2008, 64 :112-122
[10]   Structure validation in chemical crystallography [J].
Spek, Anthony L. .
ACTA CRYSTALLOGRAPHICA SECTION D-STRUCTURAL BIOLOGY, 2009, 65 :148-155