Crystal structure and Hirshfeld surface analysis of (22RS,23SR,25RS,26SR)-23,25,5-trimethyl-21-(2,2,2trifluoroacetyl)-5-aza-2(2,6)-piperidina-1,3(2,5)-di- furanacyclohexaphan-24-one

被引:1
作者
Yildirim, Sema Ozturk [1 ,2 ]
Akkurt, Mehmet [2 ]
Ershova, Anastasia A. [3 ]
Grigoriev, Mikhail S. [4 ]
Rocha, Bruno G. M. [5 ]
Bhattarai, Ajaya [6 ]
机构
[1] Eskisehir Tech Univ, Fac Sci, Dept Phys, Yunus Emre Campus, Eskisehir 26470, Turkiye
[2] Erciyes Univ, Fac Sci, Dept Phys, Kayseri 38039, Turkiye
[3] Peoples Friendship Univ Russia RUDN Univ, 6 Miklukho Maklaya St, Moscow 117198, Russia
[4] Russian Acad Sci IPCE RAS, Frumkin Inst Phys Chem & Electrochem, 31 Bldg 4, Moscow 119071, Russia
[5] Univ Lisbon, Ctr Quim Estrutural, Inst Mol Sci, Inst Super Tecn, Av Rovisco Pais, P-1049001 Lisbon, Portugal
[6] MMAMC Tribhuvan Univ, Dept Chem, Biratnagar, Nepal
来源
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS | 2023年 / 79卷
关键词
crystal structure; twelve-membered; heterocycles; furan; alkylation; piperidon; Hirshfeld surface analysis; Mannich reaction; BIS-FURYL DIENES;
D O I
10.1107/S2056989023001986
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
The title compound, C20H21F3N2O4, features a main twelve-membered difuryl ring with which the furan rings make dihedral angles of 76.14 (5) and 33.81 (5)degrees. The dihedral angle between the furan rings is 42.55 (7)degrees. The six-membered nitrogen heterocycle has a twist-boat conformation. In the crystal, pairs of molecules are connected by intermolecular C-H...O interactions, generating an R-2(2)(14) ring motif. These pairs of molecules form zigzag chains along the aaxis direction by means of C-H...F interactions. Furthermore, C-H... Pi and C-F... Pi interactions link the molecules into chains along the b- axis direction, forming sheets parallel to the (001) plane. These sheets are also connected by van der Waals interactions.
引用
收藏
页码:292 / +
页数:11
相关论文
共 35 条
[1]   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
[2]   Diels-Alder reactions between hexafluoro-2-butyne and bis-furyl dienes: kinetic versus thermodynamic control [J].
Borisova, Kseniya K. ;
Nikitina, Eugeniya V. ;
Novikov, Roman A. ;
Khrustalev, Victor N. ;
Dorovatovskii, Pavel V. ;
Zubavichus, Yan V. ;
Kuznetsov, Maxim L. ;
Zaytsev, Vladimir P. ;
Varlamov, Alexey V. ;
Zubkov, Fedor I. .
CHEMICAL COMMUNICATIONS, 2018, 54 (23) :2850-2853
[3]   MOLECULAR-ORBITAL THEORY OF ELECTRONIC-STRUCTURE OF ORGANIC COMPOUNDS .23. PSEUDOROTATION IN SATURATED 5-MEMBERED RING COMPOUNDS [J].
CREMER, D ;
POPLE, JA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (06) :1358-1367
[4]   Selective Anion Sensing by Chiral Macrocyclic Receptors with Multiple Hydrogen-Bonding Sites [J].
Ema, Tadashi ;
Okuda, Keiichi ;
Watanabe, Sagiri ;
Yamasaki, Takayuki ;
Minami, Tsuyoshi ;
Esipenko, Nina A. ;
Anzenbacher, Pavel, Jr. .
ORGANIC LETTERS, 2014, 16 (05) :1302-1305
[5]   WinGX and ORTEP for Windows: an update [J].
Farrugia, Louis J. .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2012, 45 :849-854
[6]   The Cambridge Structural Database [J].
Groom, Colin R. ;
Bruno, Ian J. ;
Lightfoot, Matthew P. ;
Ward, Suzanna C. .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS, 2016, 72 :171-179
[7]   Dipyrrolylmethane-based Macrobicyclic Azacryptand: Synthesis, X-ray Structures, Conformational and Anion Binding Properties [J].
Guchhait, Tapas ;
Mani, Ganesan .
JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (24) :10114-10121
[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]   Quantitative analysis of intermolecular interactions in orthorhombic rubrene [J].
Hathwar, Venkatesha R. ;
Sist, Mattia ;
Jorgensen, Mads R. V. ;
Mamakhel, Aref H. ;
Wang, Xiaoping ;
Hoffmann, Christina M. ;
Sugimoto, Kunihisa ;
Overgaard, Jacob ;
Iversen, Bo Brummerstedt .
IUCRJ, 2015, 2 :563-574