Synthesis and hydrogen bonded 3D polymeric structure of new compound based on 2-amino-1,4-benzene dicarboxylic acid and 4,4-bipyridine

Yıl 2018, Cilt: 20 Sayı: 1, 320 - 326, 02.04.2018

Görkem Oylumluoğlu

https://doi.org/10.25092/baunfbed.411760

Cited By: 3

Öz

The new compound, [NH₂-BDC][4,4-bpy], (NH₂-BDC =
2-amino-1,4-benzene dicarboxylic acid, 4,4-bipy = 4,4-bipyridine) was
synthesized and characterized by single crystal X-ray diffraction method.  The crystal structure analysis indicates that
complex crystallizes in the monoclinic space group I
2/aand its asymmetric unit of contains two
half2-amino-1,4-benzene dicarboxylic acid and 4,4-bipyridine molecules, which
constitute a 1:1 co-crystal.  The NH₂-BDC
molecule is situated on an inversion center while the 4,4-bipy molecule is
situated on a twofold rotational axis. 
In the crystal structure, molecules are held together via three strong
intramolecular and intermolecular O–H···N and O–H···O hydrogen bonds, resulting
in 3D structure.  This hydrogen-bonded
polymeric network lies in the bc plane and stacks along the a axis.  Furthermore, the crystal is stabilized by
weak hydrogen bond of the C–H···O type. The crystal packing exhibits p–p
interactions between the aromatic rings with a centroid–centroid distance of
3.740(2) Å.  The compound, [NH₂-BDC][4,4-bpy],
which is a yellow azo pigments can be used as an intermediate in industrial
production.

Anahtar Kelimeler

2-amino-1,4-benzene dicarboxylic acid, 4,4-bipyridine, crystal structure

4,4- bipiridin ve 2-amino-1,4-benzendikarboksilik asit tabanlı yeni bileşiğin sentezlenmesi ve hidrojen bağlı 3D polimerik yapısı

Öz

Yeni bileşik, [NH₂-BDC][4,4-bpy], (NH₂-BDC =
2-amino-1,4-benzen dikarboksilik asit, 4,4-bipy = 4,4-bipiridin) sentezlendi ve
tek kristal X-ışını kırınım metodu ile karakterize edildi.  Kristalin yapısal analizi bileşiğin monoklinik
uzay grubu I 2/a ile kristallendiği ve asimetrik biriminin iki yarım 2-amino-1,4-benzen
dikarboksilik asit ve 4,4-bipiridin molekülü içerdiğini ve yapıda 1:1 oranında kristal
oluşturduğunu göstermektedir.  NH₂-BDC
molekülü simetri merkezi üzerinde yer alırken 4,4-bipy molekülü iki katlı dönme
ekseninde bulunmaktadır.  Kristal yapıda,
moleküller üç adet kuvvetli molekül içi ve moleküler arası O–H···N ve O–H···O
hidrojen bağları ile bir arada tutunurlar ve 3D kristal yapısını oluşturur.  Hidrojen bağlı polimerik ağ bc düzleminde paketlenir
ve a ekseni boyunca istiflenir.  Buna ek
olarak, kristal C–H···O tip zayıf hidrojen bağı ile daha kararlı hal alır.  Kristal paketlenmesinde aromatik halkaların
bir merkezden diğer merkeze 3.740(2) Å uzaklığa sahip p–p etkileşmelerinin olduğu görülür.  Sarı renkli azot pigmentlerinden olan [NH₂-BDC][4,4-bpy]
bileşiği endüstriyel üretimde bir ara madde olarak kullanılabilir. 

Anahtar Kelimeler

2-amino-1 4-benzene dicarboxylic acid, 4 4-bipyridine, kristal yapı

Kaynakça

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