Crystal structure and Hirshfeld surface analysis of (E)-2-[1-hydroxy-2-(pyridin-2-yl)ethyl]-4-[2-(4-methoxyphenyl)diazen-1-yl]phenol

被引:0
|
作者
Faizi, Md Serajul Haque [1 ]
Sen, Pratik [2 ]
Saxena, Gyanesh Kumar [2 ]
Golenya, Irina A. [3 ]
机构
[1] BRA Bihar Univ, Langat Singh Coll, Dept Chem, Muzaffarpur 842001, Bihar, India
[2] Indian Inst Technol Kanpur, Dept Chem, Kanpur 208016, Uttar Pradesh, India
[3] Natl Taras Shevchenko Univ, Dept Chem, Volodymyrska Str 64, UA-01601 Kiev, Ukraine
关键词
crystal structure; azo compounds; diazenyl; pyridine; hydrogen bonding; C-H center dot center dot center dot pi interactions; offset pi-pi interactions; supramolecular framework; Hirshfeld surface analysis;
D O I
10.1107/S2056989019004377
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
In the title compound, C20H19N3O3, the configuration about the azo N=N bond is E, and the central benzene ring is inclined to the pyridine ring by 31.43 (8)degrees and to the 4-methoxyphenyl ring by 4.73 (8)degrees. In the crystal, molecules are linked by pairs of O-H center dot center dot center dot N hydrogen bonds, forming inversion dimers with an R-2(2)(12) ring motif. The dimers are linked by O-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds, forming layers parallel to the ac plane. There are C-H center dot center dot center dot pi interactions present within the layers and between the layers, leading to the formation of a supramolecular framework. The layers are alsolinked by offset pi-pi interactions, A with an interplanar distance of 3.416 (2) angstrom.
引用
下载
收藏
页码:600 / +
页数:9
相关论文
共 50 条
  • [1] Crystal structure of 2-[2-(pyridin-3-yl)diazen-1-yl]aniline
    Peters, Morten K.
    Naether, Christian
    Herges, Rainer
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2018, 74 : 1013 - +
  • [2] Crystal structure of 4-{2-[4-(dimethylamino)phenyl]diazen-1-yl}-1-methylpyridinium iodide
    Chulvi, Katherine
    Costero, Ana
    Ochando, Luis E.
    Gavina, Pablo
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O1069 - U1341
  • [3] Crystal structure and Hirshfeld surface analysis of 4-{2,2-dichloro-1 -[(E)-2-(4-methylphenyl)diazen-1-yl]ethenyl}-N,N-dimethylanmne
    Ozkaraca, Kadriye
    Akkurt, Mehmet
    Shikhaliyev, Namiq Q.
    Askerova, Ulviyya F.
    Suleymanova, Gulnar T.
    Mammadova, Gunay Z.
    Mlowe, Sixberth
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2020, 76 : 1122 - +
  • [4] 4-[(E)-2-(Pyridin-2-yl)ethenyl]pyridineterephthalic acid (2/1)
    Castro-Montes, Paola
    Guerrero-Alvarez, Jorge A.
    Hopfl, Herbert
    Campos-Gaxiola, Jose J.
    Cruz-Enriquez, Adriana
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O3383 - +
  • [5] 2-[4-(2-Methoxyphenyl)piperazin-1-yl]-N-(pyridin-2-yl)acetamide
    Lu, Chunxiong
    Jiang, Quanfu
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O223 - U3328
  • [6] Crystal structure and Hirshfeld surface analysis of 1-[(E)-2-(3-nitrophenyl)diazen-1-yl]naphthalen-2-ol
    Benaouida, Mohamed Amine
    Benosmane, Ali
    Boutebdja, Mehdi
    Merazig, Hocine
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2023, 79 : 142 - +
  • [7] Crystal structure of 2-{5-[2-(2-hydroxyphenyl)diazen-1-yl]-1-methylpyrrol-2-yl}phenol methanol monosolvate
    Yang, Guiwen
    Feng, Huixiao
    Yin, Zhenming
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2018, 74 : 871 - +
  • [8] Crystal structure of 2-[(E)-2-(4-bromophenyl)-diazen-1-yl]-4,5-bis(4-methoxyphenyl)-1H-imidazole: the first example of a structurally characterized triarylazoimidazole
    Temesgen, Ayalew
    Tskhovrebov, Alexander G.
    Vologzhanina, Anna V.
    Le, Tuan A.
    Khrustalev, Victor N.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2021, 77 : 305 - +
  • [9] Crystal structure of 3-methoxy-4[2-(thiazol-2-yl)-diazen-1-yl]aniline monohydrate
    Phiromphu, Nutchanikan
    Chainok, Kittipong
    Songsasen, Apisit
    Duangthongyou, Tanwawan
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2019, 75 : 354 - +
  • [10] 4-{2-[(4-Methoxyphenyl)sulfanyl]-2-(1,2,3-thiadiazol-4-yl)acetyl} morpholine
    Dong, WL
    Zhao, WG
    Li, ZM
    Song, HB
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2006, 62 : O1645 - O1646