(E)-3-{[(2-Bromo-3-methylphenyl)imino]methyl)benzene-1,2-diol: crystal structure and Hirshfeld surface analysis

被引:0
作者
Dogan, Onur Erman [1 ]
Dege, Necmi [2 ]
Agar, Erbil [1 ]
Fritsky, Igor O. [3 ]
机构
[1] Ondokuz Mayis Univ, Fac Arts & Sci, Dept Chem, TR-55139 Samsun, Turkey
[2] Ondokuz Mayis Univ, Fac Arts & Sci, Dept Phys, TR-55139 Samsun, Turkey
[3] Taras Shevchenko Natl Univ Kyiv, Dept Chem, 64 Vladimirska Str, UA-01601 Kiev, Ukraine
关键词
crystal structure; Schiff base; O center dot center dot center dot O interaction; Hirshfeld surface analysis; hydrogen bonds; BENZYLIDENEANILINES; SCHIFF;
D O I
10.1107/S2056989019015718
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
The title compound, C14H12BrNO2, was synthesized by the condensation reaction of 2,3-dihydroxybenzaldehyde and 2-bromo-3-methylaniline. It crystallizes in the centrosymmetric triclinic space group P (1) over bar. The configuration about the C=N bond is E. The dihedral angle between the planes of the 5-(2-bromo-3-methylphenyl ring and the catechol ring is 2.80 (17)degrees. In the crystal, O-H center dot center dot center dot O hydrogen-bond interactions consolidate the crystal packing.
引用
收藏
页码:1930 / +
页数:11
相关论文
共 18 条
[1]   Syntheses, characterization, superoxide dismutase, antimicrobial, crystal structure and molecular studies of copper (II) and nickel (II) complexes with 2-((E)-(2, 4-dibromophenylimino) methyl)-4-bromophenol as Schiff base ligand [J].
Bharti, Sulakshna ;
Choudhary, Mukesh ;
Mohan, Bharti ;
Rawat, S. P. ;
Sharma, S. R. ;
Ahmad, Khursheed .
JOURNAL OF MOLECULAR STRUCTURE, 2017, 1149 :846-861
[2]   CRYSTAL AND MOLECULAR STRUCTURE OF 2-BROMO-N-SALICYLIDENEANILINE [J].
BURR, AH ;
HOBSON, AD .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL CRYSTALLOGRAPHY AND CRYSTAL CHEMISTRY, 1969, B 25 :2662-&
[3]   N-(2-bromo-4-methylphenyl)naphthaldimine [J].
Elmali, A ;
Elerman, Y ;
Kendi, E .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1998, 54 :1137-1139
[4]   WinGX and ORTEP for Windows: an update [J].
Farrugia, Louis J. .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2012, 45 :849-854
[5]   The Cambridge Structural Database [J].
Groom, Colin R. ;
Bruno, Ian J. ;
Lightfoot, Matthew P. ;
Ward, Suzanna C. .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS, 2016, 72 :171-179
[6]  
GUO YN, 2011, WUJI HUAXUE XUEBAO, V27, P1875
[7]   2-[(2-Bromophenyl)iminomethyl]-6-methylphenol [J].
Karadag, Asli Tosyali ;
Atalay, Sehriman ;
Genc, Hasan .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 :O2977-U1598
[8]   Synthesis and biological activity of Schiff and Mannich bases bearing 2,4-dichloro-5-fluorophenyl moiety [J].
Karthikeyan, Mari Sithambaram ;
Prasad, Dasappa Jagadeesh ;
Poojary, Boja ;
Bhat, K. Subrahmanya ;
Holla, Bantwal Shivarama ;
Kumari, Nalilu Suchetha .
BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (22) :7482-7489
[9]   Understanding of the Weak Intermolecular Interactions Involving Halogens in Substituted N-Benzylideneanilines: Insights from Structural and Computational Perspectives [J].
Kaur, Gurpreet ;
Choudhury, Angshuman Roy .
CRYSTAL GROWTH & DESIGN, 2014, 14 (04) :1600-1616
[10]  
Macrae CF, 2006, J APPL CRYSTALLOGR, V39, P453, DOI [10.1107/S002188980600731X, 10.1107/S0021 88980600731X]