Crystal structure and Hirshfeld surface analysis of 5-methyl-1,2,4-triazoio[1,5-a]pyrimiame

被引：8
|
作者：
Lahmidi, Sanae [1 ]
Sebbar, Nada Kheira [2 ]
Hokelek, Tuncer [3 ]
Chkirate, Karim [1 ]
Mague, Joel T. [4 ]
Essassi, El Mokhtar [1 ]
机构：
[1] Univ Mohammed 5, Fac Sci, Pole Competence Pharmacochim, Lab Chim Organ Heterocycl URAC 21, Av Ibn Battouta,BP 1014, Rabat, Morocco
[2] Univ Ibn Zohr, Fac Sci, Lab Chim Bioorgan Appl, Agadir, Morocco
[3] Hacettepe Univ, Dept Phys, TR-06800 Ankara, Turkey
[4] Tulane Univ, Dept Chem, New Orleans, LA 70118 USA
来源：
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS | 2018年 / 74卷
关键词：
crystal structure; triazole; pyrimidine; hydrogen bond; pi center dot center dot center dot pi-stacking; Hirshfeld surface analysis;
D O I：
10.1107/S2056989018016225
中图分类号：
O7 [晶体学];
学科分类号：
0702 ; 070205 ; 0703 ; 080501 ;
摘要：
The nine-membered ring system of the title compound, C6H6N4, is essentially planar. In the crystal, molecules are linked via C-H-Trz center dot center dot center dot N-Trz, and C-H-Pyrm center dot center dot center dot N-Trz (Trz = triazole and Pyrm = pyrimidine) hydrogen bonds together with weaker C-H-Pyrm center dot center dot center dot N(Pyrm )hydrogen bonds to form layers parallel to ((1) over bar 02). The layers are further connected by pi-pi-stacking interactions between the nine-membered ring system [centroid-centroid = 3.7910 (8) angstrom], forming oblique stacks along the a-axis direction. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H center dot center dot center dot N/N center dot center dot center dot H (40.1%), H center dot center dot center dot H (35.3%), H center dot center dot center dot C/C center dot center dot center dot H (9.5%), N center dot center dot center dot C/C center dot center dot center dot N (9.0%), N center dot center dot center dot N (3.1%) and C center dot center dot center dot C (3.0%) interactions and that hydrogen-bonding and van der Waals interactions are the dominant interactions in the crystal packing. No significant C-H center dot center dot center dot pi interactions are observed.
引用
收藏
页码：1833 / +
页数：9
相关论文
共 50 条
  • [21] DFT Calculation, Hirshfeld Analysis and X-Ray Crystal Structure of Some Synthesized N-alkylated(S-alkylated)-[1,2,4]triazolo[1,5-a]quinazolines
    Abuelizz, Hatem A.
    Soliman, Saied M.
    Ghabbour, Hazem A.
    Marzouk, Mohamed
    Abdellatif, Mohamed M.
    Al-Salahi, Rashad
    CRYSTALS, 2021, 11 (10)
  • [22] Synthesis, crystal structure, spectroscopic characterization, hirshfeld surface analysis, DFT calculations and antibacterial activity of ethyl 2-(4-vinylbenzyl)-2-(5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl)-3(4-vinylphenyl)propanoate
    Lahmidi, Sanae
    Anouar, El Hassane
    El Hamdaoui, Lahcen
    Ouzidan, Younes
    Kaur, Manpreet
    Jasinski, Jerry P.
    Sebbar, Nada Kheira
    Essassi, El Mokhtar
    El Moussaouiti, Mohammed
    JOURNAL OF MOLECULAR STRUCTURE, 2019, 1191 : 66 - 75
  • [23] Crystal structure and Hirshfeld surface analysis of 5-hydroxypentanehydrazide
    Justen, Guilherme Augusto
    Carneiro Neto, Jose Severiano
    Santana, Francielli Sousa
    Batistel Ribas, Maria Leiriane
    da Silva de Paula, Felipe Gomes
    Dario, Priscila Paola
    Montes D'Oca, Marcelo Goncalves
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2024, 80 : 459 - +
  • [24] The first oxalate-based 2D coordination polymer containing the biomimetic ligand 5-methyl-1,2,4-triazolo[1,5-a]pyrimidin-7-one
    Caballero, Ana B.
    Castillo, Oscar
    Lezama, Luis
    Rodriguez-Dieguez, Antonio
    Salas, Juan M.
    INORGANIC CHEMISTRY COMMUNICATIONS, 2012, 19 : 36 - 38
  • [25] 5-Methyl-7-chloro-1,2,4-triazolo[1,5-a]pyrimidine in reaction with azole salts
    Kofman, TP
    Kartseva
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2000, 36 (06) : 866 - 872
  • [26] SYNTHESIS AND REACTIONS OF 7-METHYL-1,2,4-TRIAZOLO (1,5-A)PYRIMIDINE-5-CARBALDEHYDE
    LIPPMANN, E
    BECKER, V
    ZEITSCHRIFT FUR CHEMIE, 1973, 13 (08): : 293 - 294
  • [27] Structural and magnetic properties of three novel complexes with the versatile ligand 5-methyl-1,2,4-triazolo[1,5-a]pyrimidin-7(4H)-one
    Caballero, Ana B.
    Rodriguez-Dieguez, Antonio
    Lezama, Luis
    Barea, Elisa
    Salas, Juan M.
    DALTON TRANSACTIONS, 2011, 40 (19) : 5180 - 5187
  • [28] Crystal Structure and Hirshfeld Surface Analysis of Diethyl (6-methyl-2-pyridyl)aminoethylenemalonate
    Coughlin, Omar
    De Bruyn, Nathan
    Kilgour, David P. A.
    Benjamin, Sophie L.
    JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 2020, 50 (03) : 212 - 218
  • [29] Crystal Structure and Hirshfeld Surface Analysis of Diethyl (6-methyl-2-pyridyl)aminoethylenemalonate
    Omar Coughlin
    Nathan De Bruyn
    David P. A. Kilgour
    Sophie L. Benjamin
    Journal of Chemical Crystallography, 2020, 50 : 212 - 218
  • [30] The crystal and molecular structures of dichlorobis(5,7-diphenyl-1,2,4-triazolo[1,5-a ] pyrimidine)zinc(II) (1) and dichlorobis(5,7-diphenyl-1,2,4-triazolo[1,5-a ] pyrimidine)cobalt(II) (2)
    Inorganica Chimica Acta, 260 (02):
12345