Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-dichioro-1-(4-nitrophenyl)ethenyl]-2-(4-fluorophenyl)diazene

被引:19
|
作者
Atioglu, Zeliha [1 ]
Akkurt, Mehmet [2 ]
Shikhaliyev, Namiq Q. [3 ]
Suleymanova, Gulnar T. [3 ]
Bagirova, Khanim N. [3 ]
Toze, Flavien A. A. [4 ]
机构
[1] Cappadocia Univ, Ilke Educ & Hlth Fdn, Cappadocia Vocat Coll, Med Imaging Tech Program, TR-50420 Urgup, Nevsehir, Turkey
[2] Erciyes Univ, Fac Sci, Dept Phys, TR-38039 Kayseri, Turkey
[3] Baku State Univ, Organ Chem Dept, Z Xalilov Str 23, Baku 1148, Azerbaijan
[4] Univ Douala, Dept Chem, Fac Sci, POB 24157, Douala, Cameroon
关键词
crystal structure; 4-fluorophenyl ring; nitro-substituted benzene ring; hydrogen bonding; Hirshfeld surface analysis; INTERMOLECULAR INTERACTIONS; QUANTITATIVE-ANALYSIS; HYDROGEN-BONDS; X-RAY; TETREL; HALOGEN; COMPLEXES; PNICOGEN; DESIGN;
D O I
10.1107/S2056989019000707
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
In the title compound, C14H8Cl2FN3O2, the 4-fluorophenyl ring and the nitro-substituted benzene ring form a dihedral angle of 63.29 (8)degrees. In the crystal, molecules are linked by C-H center dot center dot center dot O hydrogen bonds into chains running parallel to the c axis. The crystal packing is further stabilized by C-Cl center dot center dot center dot pi, C-F center dot center dot center dot pi and N-O center dot center dot center dot-pi interactions. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions to the crystal packing are from H center dot center dot center dot O/O center dot center dot center dot H (15.5%), H center dot center dot center dot H (15.3%), Cl center dot center dot center dot H/H center dot center dot center dot Cl (13.8%), C center dot center dot center dot H/H center dot center dot center dot C (9.5%) and F center dot center dot center dot H/H center dot center dot center dot F (8.2%) interactions.
引用
收藏
页码:237 / +
页数:9
相关论文
共 50 条
  • [21] (E)-1-(4-Methylphenyl)-2-(4-nitrophenyl)ethene
    De Borger, R
    Vande Velde, CML
    Blockhuys, F
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O819 - O821
  • [22] 1-(4-Fluorophenyl)-2-(phenylsulfonyl)ethanone
    Abdel-Aziz, Hatem A.
    Ghabbour, Hazem A.
    Chantrapromma, Suchada
    Fun, Hoong-Kun
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O1659 - +
  • [23] SYNTHESIS, CRYSTAL STRUCTURE, HIRSHFELD SURFACE ANALYSIS AND DFT STUDIES OF (Z)-1-(2-(4-NITROPHENYL) HYDRAZINEYLIDENE)NAPHTHALEN-2(1H)-ONE
    Gumushan, I. Yildirim
    JOURNAL OF STRUCTURAL CHEMISTRY, 2023, 64 (08) : 1435 - 1447
  • [24] Synthesis, Crystal Structure, Hirshfeld Surface Analysis and DFT Studies of (Z)-1-(2-(4-Nitrophenyl)Hydrazineylidene)Naphthalen-2(1H)-One
    I. Yildirim Gümüşhan
    Journal of Structural Chemistry, 2023, 64 : 1435 - 1447
  • [25] 1-Ethoxy-2-methoxy-4-[2-(4-nitrophenyl) ethenyl] benzene
    Dinakaran, Paul M.
    Kalainathan, S.
    Srinivasan, T.
    Velmurugan, D.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O2774 - +
  • [26] Crystal structure and Hirshfeld surface analysis of (2E)-1-(3-bromophenyl)-3-(4-fluorophenyl)prop-2-en-1-one
    Atioglu, Zeliha
    Bindya, S.
    Akkurt, Mehmet
    Kumar, C. S. Chidan
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2019, 75 : 146 - +
  • [27] (E)-1-(2,4-Dinitrophenyl)-2-[1-(4-fluorophenyl)ethylidene]hydrazine
    Fun, Hoong-Kun
    Nilwanna, Boonlerd
    Chantrapromma, Suchada
    Razak, Ibrahim Abdul
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2012, 68 : O398 - U617
  • [28] Crystal Structure of 2-[(1E)-2-(4-Fluorophenyl)diazenyl]-1H-imidazole
    Gelbrich, Thomas
    Wurst, Klaus
    Mayer, Paul
    Schottenberger, Herwig
    Nerdinger, Sven
    MOLBANK, 2023, 2023 (01)
  • [29] Crystal structure and Hirshfeld surface analysis of diethyl 2-[4-(4-fluorophenyl)-2-methyl-4-oxobutan-2-yl]malonate
    Chandrashekharappa, Sandeep
    Bairagi, Keshab M.
    Mohan, Mahendra K.
    Venugopala, Katharigatta N.
    Nayak, Susanta K.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2018, 74 : 1388 - +
  • [30] (E)-1-[4-(benzyloxy)benzylidene]-2-(4-nitrophenyl)hydrazine
    Jun, S
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O3895 - O3896