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X‐Ray crystal structure analysis and determination of azo‐enamine and hydrazone‐imine tautomers of two hetarylazo indole dyes
Author(s) -
Özbey Süheyla,
Karayel Arzu,
Kavak Gülten,
Seferoğlu Zeynel,
Ertan Nermin
Publication year - 2007
Publication title -
coloration technology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.297
H-Index - 49
eISSN - 1478-4408
pISSN - 1472-3581
DOI - 10.1111/j.1478-4408.2007.00110.x
Subject(s) - monoclinic crystal system , chemistry , tautomer , intramolecular force , indole test , hydrogen bond , molecule , substituent , imine , hydrazone , crystal structure , intermolecular force , ring (chemistry) , crystallography , enamine , photochemistry , stereochemistry , organic chemistry , catalysis
Two hetarylazo indole dyes were analyzed by single crystal X‐ray diffraction. Dye 1 , C 18 H 14 N 4 O, crystallises in the monoclinic system, space group P2 1 /c, with two independent molecules in the asymmetric unit. Dye 2 , C 20 H 16 N 4 , also crystallises in the monoclinic system, space group P2 1 /n, Z = 4. In both compounds, there are two intramolecular C–H...N hydrogen bonds which influenced the molecular conformation between the azo group and the indole ring system and its phenyl substituent. Each of the independent molecules of dye 1 interact through the N–H...N hydrogen bond, whereas no classical intermolecular hydrogen bond was observed in dye 2 . The molecules of dye 1 and dye 2 are packed differently in both structures.