Crystal structure and Hirshfeld surface analysis of N-{[5-(4-methylphenyl)-1,2-oxazol-3-yl]methyl}-1-phenyl-N-(prop-2-en-1-yl)methanesulfonamide

被引:0
作者
Khrustalev, Victor N. [1 ,2 ]
Celikesir, Sevim Turktekin [3 ]
Akkurt, Mehmet [3 ]
Kolesnik, Irina A. [4 ]
Potkin, Vladimir, I [4 ]
Mlowe, Sixberth [5 ]
机构
[1] Peoples Friendship Univ Russia RUDN Univ, 6 Miklukho Maklaya St, Moscow 117198, Russia
[2] ND Zelinskii Inst Organ Chem, Leninsky Prosp 47, Moscow 119991, Russia
[3] Erciyes Univ, Fac Sci, Dept Phys, TR-38039 Kayseri, Turkey
[4] Natl Acad Sci Belarus, Inst Phys Organ Chem, Lab Chem Heterocycl Cpds, 13 Surganov Str, Minsk 220072, BELARUS
[5] Univ Dar Es Salaam, Dar Es Salaam Univ Coll Educ, Dept Chem, POB 2329, Dar Es Salaam, Tanzania
关键词
crystal structure; the 1,2-oxazole ring; hydrogen bonds; Hirshfeld surface; ISOXAZOLE;
D O I
10.1107/S2056989022005035
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
In the title compound, C21H22N2O3S, the 1,2-oxazole ring makes the dihedral angles of 9.16 (16) and 87.91 (17)degrees, respectively, with the toluene and phenyl rings, while they form a dihedral angle of 84.42 (15)degrees with each other. The C-S-N-C-pr and C-S-N-C-me (pr = propene, me = 3-methyl-1,2-oxazole) torsion angles are 86.8 (2) and -100.6 (3)degrees, respectively. In the crystal, molecules are linked by C-H center dot center dot center dot O hydrogen bonds, generating a threedimensional network. A Hirshfeld surface analysis was performed to investigate the contributions of the different intermolecular contacts within the supramolecular structure. The major interactions are H center dot center dot center dot H (53.6%), C center dot center dot center dot H/H center dot center dot center dot C (20.8%) and O center dot center dot center dot H/H center dot center dot center dot O (17.7%).
引用
收藏
页码:603 / +
页数:11
相关论文
共 27 条
[1]   10-(2-Hydroxyethyl)-9-(2-hydroxyphenyl)-3,3,6,6-tetramethyl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione [J].
Abdelhamid, Antar A. ;
Mohamed, Shaaban K. ;
Khalilov, Ali N. ;
Gurbanov, Atash V. ;
Ng, Seik Weng .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 :O744-U2900
[2]   The synthetic and therapeutic expedition of isoxazole and its analogs [J].
Agrawal, Neetu ;
Mishra, Pradeep .
MEDICINAL CHEMISTRY RESEARCH, 2018, 27 (05) :1309-1344
[3]   Synthesis of isoxazole-containing sulfonamides with potent carbonic anhydrase II and VII inhibitory properties [J].
Altug, Cevher ;
Gunes, Hanife ;
Nocentini, Alessio ;
Monti, Simona Maria ;
Buonanno, Martina ;
Supuran, Claudiu T. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2017, 25 (04) :1456-1464
[4]   WinGX and ORTEP for Windows: an update [J].
Farrugia, Louis J. .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2012, 45 :849-854
[5]   N-(4-fluorophenyl)methanesulfonamide [J].
Gowda, B. Thimme ;
Foro, Sabine ;
Fuess, Hartmut .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 :O2570-U1057
[6]   N-(3-methylphenyl) methanesulfonamide [J].
Gowda, B. Thimme ;
Foro, Sabine ;
Fuess, Hartmut .
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2007, 63 :O2338-U673
[7]   N-(2,5-Dichlorophenyl)methanesulfonamide [J].
Gowda, B. Thimme ;
Foro, Sabine ;
Fuess, Hartmut .
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2007, 63 :O3088-U2454
[8]   Resonance Assisted Chalcogen Bonding as a New Synthon in the Design of Dyes [J].
Gurbanov, Atash, V ;
Kuznetsov, Maxim L. ;
Mahmudov, Kamran T. ;
Pombeiro, Armando J. L. ;
Resnati, Giuseppe .
CHEMISTRY-A EUROPEAN JOURNAL, 2020, 26 (65) :14833-14837
[9]   Role of substituents on resonance assisted hydrogen bonding vs. intermolecular hydrogen bonding [J].
Gurbanov, Atash, V ;
Kuznetsov, Maxim L. ;
Demukhamedova, Svetlana D. ;
Atieva, Irada N. ;
Godjaev, Niftali M. ;
Zubkov, Fedor, I ;
Mahmudov, Kamran T. ;
Pombeiro, Armando J. L. .
CRYSTENGCOMM, 2020, 22 (04) :628-633
[10]  
Khalilov A.N., 2021, J MOL LIQ, P344