Structural studies of 1-phenyl-2,3-dimethyl-5-oxo-1,2-dihydro-1H-pyrazol-4-ammonium 2[(2-carboxyphenyl) disulfanyl]benzoate

Three polymorphs of an inclusion compound of 2,2′-(disulfanediyl)dibenzoic acid and trimethylamine

“…In these three polymorphs, DTSA displays various forms, namely the DTSA molecule, the DTSA À monoanion and the DTSA 2À dianion. It is clear that we can not predict which type of DTSA component can adopt the ideal L-shaped configuration in these structures and the dihedral angles between the carboxyl groups and the arene rings do not change in any regular manner, such as increasing or decreasing, across the three polymorphs, but in summary, the interplanar angle between two arene rings in (1)-(3) is larger than 68 and the dihedral angle between the carboxyl group and the related ring is no more than 35 , both of which are consistent with the values reported in the literature (Meng et al, 2008;Basiuk et al, 1999;Hu et al, 2004;Bi et al, 2002;Broker & Tiekink, 2007;Broker et al, 2008;Arman et al, 2010a,b;Wang et al, 2009;Kresinski & Fackler, 1994;Fazil et al, 2012;Yang et al, 2010;Liu et al, 2010). Notably, the S O hypervalent bond is a three-centre four-electron bond which can effectively stabilize the configuration of DTSA, and the corresponding distances in the three title polymorphs vary from 2.605 to 2.749 Å .…”

“…Notably, the S O hypervalent bond is a three-centre four-electron bond which can effectively stabilize the configuration of DTSA, and the corresponding distances in the three title polymorphs vary from 2.605 to 2.749 Å . Compared with the corresponding distances (2.561$2.732 Å ) in the literature (Fazil et al, 2012), the S O hypervalent bonds of (1)-(3) are a little stronger. Interestingly, it can be seen that the better the coplanarity between the carboxyl group and the arene ring, the stronger the S O interaction, normally.…”

“…The central bridging S atoms of DTSA allow the two terminal arene rings to rotate freely to generate various hydrogen-bonded linking modes; meanwhile, the rigid arene rings can adjust their directions to produce different packing modes. DTSA can interact with many compounds to construct various adducts, which include triethylmethylammonium chloride (Ma & Zhang, 2003), pyridine (Kang et al, 2002), hexamethylenetetramine (Li et al, 2001), isoniazid (Meng et al, 2008), 1,4,10,14-tetraoxa-7,16dizazcyclooctadecane (Basiuk et al, 1999), bipyridine (Hu et al, 2004;Bi et al, 2002), bipyridine derivatives (Broker & Tiekink, 2007;Broker et al, 2008;Arman et al, 2010a,b;Wang et al, 2009), tetrahydrofuran (Kresinski & Fackler, 1994), 1,5dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-aminium (Fazil et al, 2012), aminopyridine (Yang et al, 2010), 1,1 0 -(pphenylenedimethylidene)diimidazol-3-ium (Liu et al, 2010), sulfanylbenzoic acid (Rowland et al, 2011), azanium (Broker & Tiekink, 2010a,b,c) and iminodiethanaminium (Broker & Tiekink, 2010a,b,c). In these adducts, the DTSA molecules display an L-shape along the bridging S-S axis, in which the interplanar angles of the two arene rings are nearly 90 .…”

Experimental and Hirshfeld Surface Investigations for Unexpected Aminophenazone Cocrystal Formation under Thiourea Reaction Conditions via Possible Enamine Assisted Rearrangement

“…In order to reduce the associated side effects with the non-steroidal anti-inflammatory (NSAID) drugs, specifically 4-aminophenazone, efforts have been directed in developing the cocrystals of this unique pharmacophore with ultimate enhanced effect on its biophysical properties. So far, to the best of our knowledge, only eleven molecular salts of 4-aminoantipyrine (4-AAP) have yet been reported [30][31][32][33][34][35], two of which are simple salts with halide counter-ions. Some representative examples of 4-aminophenazone salts are highlighted in Figure 2 [35].…”

Bazı karboksilik asitlerden elde edilen proton transfer tuzlarının ve Cu (II) komplekslerinin sentezi ve karakterizasyonu

“…Hidrojen bağı etkileşiminde yer alan protonun vericiden (asit) alıcıya (baza) aktarılarak tuz oluşması olayı proton transfer mekanizması olarak bilinir. Bir türün protonunun bazik merkeze aktarıldığı vericiler ve alıcılar arasındaki proton transfer reaksiyonlarının ürünü ise, "proton transfer bileşiği" [5][6][7], "yük transfer kompleksi" [8][9][10] ve "H-bağlı kompleks" [11][12][13][14] olarak farklı şekilde isimlendirilebilir. Proton transfer reaksiyonları, kimya ve biyokimyada en çok araştırılan kimyasal reaksiyonlardan biridir ve biyomoleküler yapıların stabilizasyonu, enzimatik süreçlerin reaksiyon hızlarının kontrolünün sağlanması bunun yanı sıra iyonik hidrojen bağı ile supramoleküler yapıların inşaası gibi bir çok kimyasal ve biyolojik süreçlerde önemli rol oynar [15,16].…”