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
    BERNSTEIN, J
    DAVIS, RE
    SHIMONI, L
    CHANG, NL
    [J]. 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
    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.
    [J]. 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
    CREMER, D
    POPLE, JA
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (06) : 1358 - 1367
  • [4] Selective Anion Sensing by Chiral Macrocyclic Receptors with Multiple Hydrogen-Bonding Sites
    Ema, Tadashi
    Okuda, Keiichi
    Watanabe, Sagiri
    Yamasaki, Takayuki
    Minami, Tsuyoshi
    Esipenko, Nina A.
    Anzenbacher, Pavel, Jr.
    [J]. ORGANIC LETTERS, 2014, 16 (05) : 1302 - 1305
  • [5] WinGX and ORTEP for Windows: an update
    Farrugia, Louis J.
    [J]. JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2012, 45 : 849 - 854
  • [6] The Cambridge Structural Database
    Groom, Colin R.
    Bruno, Ian J.
    Lightfoot, Matthew P.
    Ward, Suzanna C.
    [J]. 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
    Guchhait, Tapas
    Mani, Ganesan
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (24) : 10114 - 10121
  • [8] Resonance Assisted Chalcogen Bonding as a New Synthon in the Design of Dyes
    Gurbanov, Atash, V
    Kuznetsov, Maxim L.
    Mahmudov, Kamran T.
    Pombeiro, Armando J. L.
    Resnati, Giuseppe
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2020, 26 (65) : 14833 - 14837
  • [9] Role of substituents on resonance assisted hydrogen bonding vs. intermolecular hydrogen bonding
    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.
    [J]. CRYSTENGCOMM, 2020, 22 (04) : 628 - 633
  • [10] Quantitative analysis of intermolecular interactions in orthorhombic rubrene
    Hathwar, Venkatesha R.
    Sist, Mattia
    Jorgensen, Mads R. V.
    Mamakhel, Aref H.
    Wang, Xiaoping
    Hoffmann, Christina M.
    Sugimoto, Kunihisa
    Overgaard, Jacob
    Iversen, Bo Brummerstedt
    [J]. IUCRJ, 2015, 2 : 563 - 574