N-(4-fluorophenyl)methanesulfonamide

被引:36
作者
Gowda, B. Thimme [1 ]
Foro, Sabine
Fuess, Hartmut
机构
[1] Mangalore Univ, Dept Chem, Mangalagangothri 574199, Mangalore, India
[2] TH Darmstadt, Inst Mat Sci, D-64287 Darmstadt, Germany
来源
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE | 2007年 / 63卷
关键词
D O I
10.1107/S1600536807018491
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
The structure of the title compound (4FPMSA), C7H8FNO2S, closely resembles those of N-phenyl-methane-sulfonamde (PMSA) and other alkyl sulfonanilides. The substitution of either the fluoro, bromo or nitro group at the para position of PMSA does not change the space group, unlike in the case of meta substitutions in PMSA. The geometric parameters in PMSA, 4FPMSA, 4BPMSA and 4NPMSA are similar except for some difference in the angle S2 - N5 - C6 and some torsional angles. As in other alkyl sulfonanilides, the amide hydrogen sits alone on one side of the plane of the benzene ring, while the whole methane-sulfonyl group is on the opposite side of the plane. It is thus available to a receptor mol-ecule during biological activity. The mol-ecules in the title compound are packed into a layer structure in the a-axis direction via N - H⋯O hydrogen bonds [H⋯O = 2.08 (2), N⋯O = 2.911 (6) Å and N - H⋯O = 164 (6)°]. © 2007 International Union of Crystallography. All rights reserved.
引用
收藏
页码:O2570 / U1057
页数:9
相关论文
共 9 条
[1]   THE ANALYTICAL CALCULATION OF ABSORPTION IN MULTIFACETED CRYSTALS [J].
CLARK, RC ;
REID, JS .
ACTA CRYSTALLOGRAPHICA SECTION A, 1995, 51 :887-897
[2]   N-(3-Chlorophenyl)methanesulfonamide [J].
Gowda, B. Thimme ;
Foro, Sabine ;
Fuess, Hartmut .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 :O2569-U1049
[3]   N-(4-nitrophenyl) methanesulfonamide [J].
Gowda, B. Thimme ;
Foro, Sabine ;
Fuess, Hartmut .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 :O2339-U681
[4]   N-(3-methylphenyl) methanesulfonamide [J].
Gowda, B. Thimme ;
Foro, Sabine ;
Fuess, Hartmut .
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2007, 63 :O2338-U673
[5]  
Jayalakshmi KL, 2004, Z NATURFORSCH A, V59, P491
[6]   CRYSTAL STRUCTURE OF METHANESULFONANILIDE [J].
KLUG, HP .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL CRYSTALLOGRAPHY AND CRYSTAL CHEMISTRY, 1968, B 24 :792-&
[7]  
*OXF DIFF, 2004, CRYSALIS CCD CRYSAL
[8]  
Sheldrick G. M., 1997, SHELXS 97 PROGRAM CR, P38
[9]   Single-crystal structure validation with the program PLATON [J].
Spek, AL .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2003, 36 :7-13