Crystal structure and Hirshfeld surface analysis of 3-(4-methoxyphenyl)-1-methyl-4-phenyl-1H-pyrazolo[3,4-d]pyrimidine

被引：2
|
作者：
El Hafi, Mohamed [1 ]
Kansiz, Sevgi [2 ]
Lahmidi, Sanae [1 ]
Boulhaoua, Mohammed [1 ]
Ramli, Youssef [3 ]
Dege, Necmi [2 ]
Essassi, El Mokhtar [1 ]
Mague, Joel T. [4 ]
机构：
[1] Univ Mohammed 5, Fac Sci, Pole Competence Pharmacochim, Lab Chim Organ Heterocycl,Ctr Rech Sci Medicamen, Av Ibn Battouta, Rabat 1014, Morocco
[2] Ondokuz Mayis Univ, Fac Arts & Sci, Dept Phys, TR-55139 Kurupelit, Samsun, Turkey
[3] Mohammed V Univ, Fac Med & Pharm, Lab Med Chem, Rabat, Morocco
[4] Tulane Univ, Dept Chem, New Orleans, LA 70118 USA
来源：
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS | 2019年 / 75卷
关键词：
crystal structure; hydrogen bond; C-H center dot center dot center dot pi(ring) interactions; pyrazolo-pyrimidine; Hirshfeld surface analysis; METAL-IONS;
D O I：
10.1107/S2056989019004894
中图分类号：
O7 [晶体学];
学科分类号：
0702 ; 070205 ; 0703 ; 080501 ;
摘要：
In the title molecule, C19H16N4O, the planar pyrazolopyrimidine moiety is inclined to the attached phenyl rings by 35.42 (4) and 54.51 (6)degrees. In the crystal, adjacent molecules are linked into chains parallel to [110] and [1 (1) over bar0] by C-H center dot center dot center dot O and C-H center dot center dot center dot N hydrogen bonds. Additional C-H center dot center dot center dot pi(ring) interactions lead to the formation of the final three-dimensional network structure. The Hirshfeld surface analysis of the title compound suggests that the most significant contributions to the crystal packing are from H center dot center dot center dot H (48.2%), C center dot center dot center dot H/H center dot center dot center dot C (23.9%) and N center dot center dot center dot H/H center dot center dot center dot N (17.4%) contacts.
引用
收藏
页码：638 / +
页数：9
相关论文
共 50 条
  • [1] Crystal structure of 1-methyl-4-methyl-sulfanyl-1H-pyrazolo[3,4-d]pyrimidine
    El Fal, Mohammed
    Ramli, Youssef
    Essassi, El Mokhtar
    Saadi, Mohamed
    El Ammari, Lahcen
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 : O1281 - +
  • [2] Crystal structure of 4-allylsulfanyl-1H-pyrazolo[3,4-d]pyrimidine
    El Fal, Mohammed
    Ramli, Youssef
    Essassi, El Mokhtar
    Saadi, Mohamed
    El Ammari, Lahcen
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 : O1038 - +
  • [3] Synthesis and crystal structure of 1-phenyl-3-methylthio-4-imino-5-allyl-pyrazolo[3,4-d]pyrimidine
    Weiqiang Chen
    Linhong Weng
    Guiyu Jin
    Journal of Chemical Crystallography, 1999, 29 : 1291 - 1293
  • [4] Synthesis and crystal structure of 1-phenyl-3-methylthio-4-imino-5-allyl-pyrazolo[3,4-d]pyrimidine
    Chen, WQ
    Weng, LH
    Jin, GY
    JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 1999, 29 (12) : 1291 - 1293
  • [5] Crystal structure analysis of ethyl 6-(4-methoxyphenyl)-1-methyl-4-methylsulfanyl-3-phenyl-1H- pyrazolo[3,4-b]pyridine-5-carboxylate
    Rao, H. Surya Prakash
    Gunasundari, Ramalingam
    Muthukumaran, Jayaraman
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2020, 76 : 1209 - +
  • [6] Crystal structure determination and analyses of Hirshfeld surface, crystal voids, intermolecular interaction energies and energy frameworks of 1-benzyl-4-(methylsulfanyl)-3a,7a-dihydro-1H-pyrazolo[3,4-d]pyrimidine
    Mustaphi, Nour El Hoda
    Chlouchi, Amina
    El Hafi, Mohamed
    Mague, Joel T.
    Hokelek, Tuncer
    El Monfalouti, Hanae
    Haoudi, Amal
    Mazzah, Ahmed
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2024, 80 : 783 - +
  • [7] Crystal structure, Hirshfeld surface analysis and DFT calculations of ethyl 2-[4-(methylsulfanyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]acetate
    Elmachkouri, Younesse Ait
    Irrou, Ezaddine
    Dalbouha, Samira
    Ouachtak, Hassan
    Mague, Joel T.
    Hokelek, Tuncer
    El Ghayati, Lhoussaine
    Sebbar, Nada Kheira
    Taha, Mohamed Labd
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2022, 78 : 1265 - +
  • [8] Crystal structure and Hirshfeld surface analysis of (3S, 3aR, 6aS)-3-(1, 3-diphenyl-1H-pyrazol-4-yl)-5(4-methoxyphenyl)-2-phenyl-3,3a,4,5,6,6a-hexa-hydro-2H-pyrrolo[3,4-d][1,2]oxazole-4,6-dione
    Mohamed, Shaaban K.
    Said, Awad, I
    Mague, Joel T.
    El-Emary, Talaat, I
    Akkurt, Mehmet
    Elgarhy, Sahar M., I
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2021, 77 : 356 - +
  • [9] The crystal structure of 1,5-dibenzyl-1H-pyrazolo[3,4-d]pyrimidine-4(5H)-thione
    El Fal, Mohammed
    Ramli, Youssef
    Essassi, El Mokhtar
    Saadi, Mohamed
    El Ammari, Lahcen
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O95 - U406
  • [10] Crystal Structure and Hirshfeld Surface Analysis of 3,5-Bis(4-Methoxyphenyl)-4,5-Dihydro-1H-Pyrazole-1-Carbothioamide
    Kanmazalp, S. D.
    Dege, N.
    Ilhan, I. O.
    Akin, N.
    JOURNAL OF STRUCTURAL CHEMISTRY, 2020, 61 (01) : 126 - 132
12345