New cocrystals of heterocyclic drugs: structural, antileishmanial, larvicidal and urease inhibition studies
Many heterocycles have been developed as drugs due to their capacity to interact productively with biological systems. The present study aimed to synthesize cocrystals of the heterocyclic antitubercular agent pyrazinamide (PYZ, 1, BCS III) and the commercially available anticonvulsant drug carbamazepine (CBZ, 2, BCS class II) to study the effect of cocrystallization on the stability and biological activities of these drugs. Two new cocrystals, namely, pyrazinamide – homophthalic acid (1/1) (PYZ:HMA, 3) and carbamazepine – 5-chlorosalicylic acid (1/1) (CBZ:5-SA, 4), were synthesized. The single-crystal X-ray diffraction...
Source: Acta Crystallographica Section C - May 4, 2023 Category: Chemistry Authors: Murtaza, G. Khan, M. Farooq, S. Choudhary, M.I. Yousuf, S. Tags: crystal structure cocrystal pyrazinamide carbamazepine urease inhibition larvicidal antileishmanial research papers Source Type: research
Synthesis of 5-(arylmethylideneamino)-4-(1H-benzo[d]imidazol-1-yl)pyrimidine hybrids: synthetic sequence and the molecular and supramolecular structures of two intermediates and three final products
A concise and versatile synthesis of 5-(arylmethylideneamino)-4-(1H-benzo[d]imidazol-1-yl)pyrimidines has been developed, starting from 4-(1H-benzo[d]imidazol-1-yl)pyrimidines, and we report here the synthesis and spectroscopic and structural characterization of three such products, along with those of two intermediates in the reaction pathway. The intermediates 4-[2-(4-chlorophenyl)-1H-benzo[d]imidazol-1-yl]-6-methoxypyrimidine-2,5-diamine, (II), and 4-[2-(4-bromophenyl)-1H-benzo[d]imidazol-1-yl]-6-methoxypyrimidine-2,5-diamine, (III), crystallize as the isostructural monohydrates C18H15ClN5O · H2O and C18H15BrN5O · H2O...
Source: Acta Crystallographica Section C - May 4, 2023 Category: Chemistry Authors: Vicentes, D.E. Rodr à guez, R. Cobo, J. Glidewell, C. Tags: synthesis pyrimidine heterocyclic hybrid NMR spectroscopy crystal structure molecular structure molecular conformation hydrogen bonding supramolecular assembly research papers Source Type: research
Crystal structures, Hirshfeld analysis, and energy framework analysis of two differently 3 ′ -substituted 4-methylchalcones: 3 ′ -(N=CHC6H4-p-CH3)-4-methylchalcone and 3 ′ -(NHCOCH3)-4-methylchalcone
Two crystal structures of chalcones, or 1,3-diarylprop-2-en-1-ones, are presented; both contain a p-methyl substitution on the 3-Ring, but differ with respect to the m-substitution on the 1-Ring. Their systematic names are (2E)-3-(4-methylphenyl)-1-(3-{[(4-methylphenyl)methylidene]amino}phenyl)prop-2-en-1-one (C24H21NO) and N-{3-[(2E)-3-(4-methylphenyl)prop-2-enoyl]phenyl}acetamide (C18H17NO2), which are abbreviated as 3 ′ -(N=CHC6H4-p-CH3)-4-methylchalcone and 3 ′ -(NHCOCH3)-4-methylchalcone, respectively. Both chalcones represent the first reported acetamide-substituted and imino-substituted chalcone crystal structur...
Source: Acta Crystallographica Section C - May 4, 2023 Category: Chemistry Authors: Battaglia, Z.O. Kersten, J.T. Nicol, E.M. Whitworth, P. Wheeler, K.A. Hall, C.L. Potticary, J. Hamilton, V. Hall, S.R. D'Ambruoso, G.D. Matsumoto, M. Warren, S.D. Cremeens, M.E. Tags: chalcone phenylmethanimine acetamide π -stacking edge-to-face crystal structure Hirshfeld analysis energy framework BSA binding research papers Source Type: research
Proton-transfer salts of diphenylphosphinic acid with substituted 2-aminopyridine: crystal structure, spectroscopic and DFT studies
Three proton-transfer salts of diphenylphosphinic acid (DPPA) with 2-amino-5-(X)-pyridine (AMPY, X  = Cl, CN or CH3), namely, 2-amino-5-chloropyridinium diphenylphosphinate, C5H6ClN2+ · C12H10O2P − (1, X  = Cl), 2-amino-5-cyanopyridinium diphenylphosphinate, C6H6N3+ · C12H10O2P − (2, X  = CN), and 2-amino-5-methylpyridinium diphenylphosphinate, C6H9N2+ · C12H10O2P − (3, X  = CH3), have been synthesized and characterized by FT – IR and 1H NMR spectroscopy, and X-ray crystallography. The crystal structures of compounds 1 – 3 were determined in the space group P\overline{1} for 1 and 2, and C2/c for 3. Al...
Source: Acta Crystallographica Section C - April 24, 2023 Category: Chemistry Authors: Yuan, H. Zhang, R. Hu, K. Fang, R. Tags: hydrogen bonding formation constant diphenylphosphinate aminopyridine DFT MEP crystal structure research papers Source Type: research
Structural, spectroscopic, luminescence sensing and TD – DFT theoretical studies of a CuP2N-type complex
Luminescent cuprous complexes are an important class of coordination compounds due to their relative abundance, low cost and ability to display excellent luminescence. The title heteroleptic cuprous complex, [2,2 ′ -bis(diphenylphosphanyl)-1,1 ′ -binaphthyl- κ 2P,P ′ ](2-phenylpyridine- κ N)copper(I) hexafluoridophosphate, rac-[Cu(C44H32P2)(C11H9N)]PF6, conventionally abbreviated rac-[Cu(BINAP)(2-PhPy)]PF6 (I), where BINAP and 2-PhPy represent 2,2 ′ -bis(diphenylphosphanyl)-1,1 ′ -binaphthyl and 2-phenylpyridine, respectively, is described. In this complex, the asymmetric unit consists of a hexafluoridophosphat...
Source: Acta Crystallographica Section C - April 20, 2023 Category: Chemistry Authors: Zhang, D.-Q. Song, L. Wu, J.-T. Zhu, Y.-F. Xu, W.-Z. Lai, J.-Q. Chai, W.-X. Tags: crystal structure heteroleptic cuprous complex BINAP pyridine sensing fluorescent lighting TD – DFT research papers Source Type: research
Gradual evolution of hydrogen-bonding patterns with the carbamoylcyanonitrosomethanide anion in a series of aliphatic diammonium salts
Developing the structures of organic materials that rely on the hydrogen bonding of multifunctional substrates is often complicated due to a competition between various possible motifs. In this context, the illustrative case of the carbamoylcyanonitrosomethanide anion, [ONC(CN) – C(O)NH2] − , suggests sufficient control over the crystal lattice with a set of supramolecular synthons, which are specific to all the present nitroso, carbamoyl and cyano groups. The structures of the carbamoylcyanonitrosomethanide salts of ethane-1,2-diammonium, C2H10N22+ · 2C3H2N3O2 − , (1), piperazine-1,4-diium, C4H12N22+ · 2C3H2N3O2 â...
Source: Acta Crystallographica Section C - April 5, 2023 Category: Chemistry Authors: Domasevitch, K.V. Senchyk, G.A. Lysenko, A.B. Rusanov, E.B. Tags: methanide anions carbamoylcyanonitrosomethanide putrescine supramolecular synthon hydrogen bonding crystal structure research papers Source Type: research
Structure determination of a bis[4-(di-n-butylamino)phenyl](pyridin-3-yl)borane tetramer highlighting a unique geometric conformation of the core 16-membered ring
The tetramer of bis(4-di-n-butylaminophenyl)(pyridin-3-yl)borane [systematic name: 2 λ 4,4 λ 4,6 λ 4,8 λ 4-tetrabora-1,3,5,7(1,3)-tetrapyridinacyclooctaphane-11,31,51,71-tetrakis(ylium)], C132H192B4N12, was synthesized unexpectedly and crystallized. Its structure contains an unusual 16-membered ring core made up of four (pyridin-3-yl)borane groups. The ring adopts a conformation with pseudo-S4 symmetry that is very different from the two other reported examples of this ring system. Density functional theory (DFT) computations indicate that the stability of the three reported ring conformations is dependent on the subst...
Source: Acta Crystallographica Section C - April 5, 2023 Category: Chemistry Authors: Lovstedt, A. Dempsey, S.H. Kass, S.R. Tags: borane zwitterion ring conformation 16-membered ring crystal structure DFT calculations organocatalysis research papers Source Type: research
Double-salt formation in crystal structures containing [Co(en)3]Cl3
The structures of three racemic double salts of [Co(en)3]Cl3 (en is ethane-1,2-diamine, C2H8N2), namely, bis[tris(ethane-1,2-diamine- κ 2N,N ′ )cobalt(III)] hexaaquasodium(I) heptachloride, [Co(en)3]2[Na(H2O)6]Cl7, bis[tris(ethane-1,2-diamine- κ 2N,N ′ )cobalt(III)] hexaaquapotassium(I) heptachloride, [Co(en)3]2[K(H2O)6]Cl7, and ammonium bis[tris(ethane-1,2-diamine- κ 2N,N ′ )cobalt(III)] heptachloride hexahydrate, (NH4)[Co(en)3]2Cl7 · 6H2O, have been determined, and the structural similarities with the parent compound, tris(ethane-1,2-diamine- κ 2N,N ′ )cobalt(III) trichloride tetrahydrate, [Co(en)3]Cl3 · 4H...
Source: Acta Crystallographica Section C - April 5, 2023 Category: Chemistry Authors: Kollitz, M.R. Lappin, A.G. Oliver, A.G. Tags: double salt sodium potassium ammonium ethane-1,2-diamine unit-cell volume crystal structure research papers Source Type: research
Crystal structure and DFT calculations of Cp2NbH(SiIMe2)(SiFMe2): an asymmetric bis(silyl) niobocene hydride complex
We present here the structure and DFT calculations of Cp2NbH(SiIMe2)(SiFMe2), showing that the position of the hydride is located between the two silyl ligands. The results from our investigation show that the hydride is closer to the silyl ligand that is substituted by fluorine. (Source: Acta Crystallographica Section C)
Source: Acta Crystallographica Section C - March 22, 2023 Category: Chemistry Authors: Rodriguez, S.M. Motta, Y.N. Hill, M.R. Oelke, L.M. Carter, C.C. Cundari, T.R. Yousufuddin, M. Tags: niobium niobocene hydride silyl crystal structure hypervalent density functional theory DFT metal hydride complex research papers Source Type: research
π -Complexation and C — H hydrogen bonding in the formation of colored cocrystals
The present study evaluates the potential combination of charge-transfer electron-donor – acceptor π – π complexation and C — H hydrogen bonding to form colored cocrystals. The crystal structures of the red 1:1 cocrystals formed from the isomeric pyridines 4- and 3-{2-[4-(dimethylamino)phenyl]ethynyl}pyridine with 1-[2-(3,5-dinitrophenyl)ethynyl]-2,3,5,6-tetrafluorobenzene, both C14H4F4N2O4 · C15H14N2, are reported. Intermolecular interaction energy calculations confirm that π -stacking interactions dominate the intermolecular interactions within each crystal structure. The close contacts revealed by Hirshfeld su...
Source: Acta Crystallographica Section C - March 21, 2023 Category: Chemistry Authors: Bosch, E. Moreno, B.S. Bowling, N.P. Tags: crystal structure — H...N hydrogen bond H...O hydrogen bond H...F hydrogen bond π -stacking cocrystal research papers Source Type: research
Effects of electron-donating ability of binding sites on coordination number: the interactions of a cyclic Schiff base with copper ions
The stepwise addition of Cu2+ ions to the nonplanar cyclic Schiff base 5,9,14,18-tetramethyl-1,4,10,13-tetraazacyclooctadeca-5,8,14,17-tetraene-7,16-dione (H4daaden, C18H28N4O2), yields a one-end-open dinuclear copper chelate. The pyridine adduct of the dinuclear copper chelate, namely, [ μ -6,11-dimethyl-7,10-diazahexadeca-5,11-diene-2,4,13,15-tetraolato(4 − )](pyridine)dicopper(II), [Cu2(C16H20N2O4)(C5H5N)], was characterized by single-crystal X-ray crystallography. The two CuII atoms of the copper chelate display different coordination modes, i.e. inner-N2O2 and outer-O2O2. The Cu atom which is bonded in the outer-O2...
Source: Acta Crystallographica Section C - March 21, 2023 Category: Chemistry Authors: Ranaweera, S.A. Donnadieu, B. Henry, W.P. White, M.G. Tags: cyclic Schiff base H4daaden dicopper chelate pyridine adduct crystal structure homodinuclear research papers Source Type: research
Clarifying the structures of imidines: using crystallographic characterization to identify tautomers and localized systems of π -bonding
Nitrogen heterocycles are a class of organic compounds with extremely versatile functionality. Imidines, HN[C(NH)R]2, are a rare class of heterocycles related to imides, HN[C(O)R]2, in which the O atoms of the carbonyl groups are replaced by N — H groups. The useful synthesis of the imidine compounds succinimidine and glutarimidine, as well as their partially hydrolyzed imino – imide congeners, was first described in the mid-1950s, though structural characterization is presented for the first time in this article. In the solid state, these structures are different from the proposed imidine form: succinimidine crystalli...
Source: Acta Crystallographica Section C - March 15, 2023 Category: Chemistry Authors: Aristov, M.M. Geng, H. Harris, J.W. Berry, J.F. Tags: organic chemistry crystal structure imidine tautomer glutarimidine succinimidine pyridinone pyrrolone historical chemistry research papers Source Type: research
Synthesis and crystal structures of halogenated oxathiazolones and an unexpected propanamide
The known 1,3,4-oxathiazol-2-ones with crystal structures reported in the Cambridge Structural Database are limited (13 to date) and this article expands the library to 15. In addition, convenient starting materials for the future exploration of 1,3,4-oxathiazol-2-ones are detailed. An unexpected halogenated propanamide has also been identified as a by-product of one reaction, presumably reacting with HCl generated in situ. The space group of 5-[(E)-2-chloroethenyl]-1,3,4-oxathiazol-2-one, C4H2ClNO2S, (1), is P21, with a high Z ′ value of 6; the space group of rac-2,3-dibromo-3-chloropropanamide, C3H4Br2ClNO, (2), is P21...
Source: Acta Crystallographica Section C - March 15, 2023 Category: Chemistry Authors: George, T. McWilliams, S.W. Masuda, J.D. Schriver, M.J. Tags: oxathiazolone intermolecular interaction disorder high Z ′ propanamide halogenation heterocycle antitubercular crystal structure research papers Source Type: research
Pyridine-4-thiol as halogen-bond (HaB) acceptor: influence of the noncovalent interaction in its reactivity
The study of pyridine-4-thiol as a halogen-bond (HaB) acceptor has allowed the isolation of its cocrystal with the HaB donor IC6F4I, namely, 1,2,4,5-tetrafluoro-3,6-diiodobenzene bis(pyridin-1-ium-4-ylsulfanide), C6F4I2 · 2C5H5NS (1), where the S atom is the HaB acceptor, while the pyridine position is blocked by the proton. Furthermore, the S atom acts a dual acceptor and also establishes an interaction with the pyridinium proton from an adjacent molecule. The presence of these interactions in 1 contributes to the stabilization of the zwitterionic form. This pre-organization seems to have an influence on the reactivity o...
Source: Acta Crystallographica Section C - March 15, 2023 Category: Chemistry Authors: Mosquera, M.E.G. Dortez, S. Fern á ndez-Palacio, F. G ó mez-Sal, P. Tags: halogen bond HaB pyridine-4-thiol C — Cl bond activation crystal structure chalcogen bond research papers Source Type: research
The heterometallic one-dimensional solvated coordination polymer [NiPt2Cl6(TRIP-Py)4]n
This article presents an in-depth description of this polymer, as well as a discussion on the use of the bypass algorithm for solvent masks. (Source: Acta Crystallographica Section C)
Source: Acta Crystallographica Section C - March 9, 2023 Category: Chemistry Authors: Gildenast, H. Gruszien, L. Englert, U. Tags: heterometallic coordination polymer synchrotron platinum nickel crystal structure bypass algorithm solvent mask caged triptycene research papers Source Type: research
