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Two series of a total of ten cocrystals involving 4‐amino‐5‐chloro‐2,6‐dimethylpyrimidine with various carboxylic acids have been prepared and characterized by single‐crystal X‐ray diffraction. The pyrimidine unit used for the cocrystals offers two ring N atoms (positions N1 and N3) as proton‐accepting sites. Depending upon the site of protonation, two types of cations are possible [Rajam et al. (2017). Acta Cryst. C73, 862–868]. In a parallel arrangement, two series of cocrystals are possible depending upon the hydrogen bonding of the carboxyl group with position N1 or N3. In one series of cocrystals, i.e. 4‐amino‐5‐chloro‐2,6‐dimethylpyrimidine–3‐bromothiophene‐2‐carboxylic acid (1/1), 1, 4‐amino‐5‐chloro‐2,6‐dimethylpyrimidine–5‐chlorothiophene‐2‐carboxylic acid (1/1), 2, 4‐amino‐5‐chloro‐2,6‐dimethylpyrimidine–2,4‐dichlorobenzoic acid (1/1), 3, and 4‐amino‐5‐chloro‐2,6‐dimethylpyrimidine–2‐aminobenzoic acid (1/1), 4, the carboxyl hydroxy group (–OH) is hydrogen bonded to position N1 (O—H…N1) of the corresponding pyrimidine unit (single point supramolecular synthon). The inversion‐related stacked pyrimidines are doubly bridged by the carboxyl groups via N—H…O and O—H…N hydrogen bonds to form a large cage‐like tetrameric unit with an R42(20) graph‐set ring motif. These tetrameric units are further connected via base pairing through a pair of N—H…N hydrogen bonds, generating R22(8) motifs (supramolecular homosynthon). In the other series of cocrystals, i.e. 4‐amino‐5‐chloro‐2,6‐dimethylpyrimidine–5‐methylthiophene‐2‐carboxylic acid (1/1), 5, 4‐amino‐5‐chloro‐2,6‐dimethylpyrimidine–benzoic acid (1/1), 6, 4‐amino‐5‐chloro‐2,6‐dimethylpyrimidine–2‐methylbenzoic acid (1/1), 7, 4‐amino‐5‐chloro‐2,6‐dimethylpyrimidine–3‐methylbenzoic acid (1/1), 8, 4‐amino‐5‐chloro‐2,6‐dimethylpyrimidine–4‐methylbenzoic acid (1/1), 9, and 4‐amino‐5‐chloro‐2,6‐dimethylpyrimidine–4‐aminobenzoic acid (1/1), 10, the carboxyl group interacts with position N3 and the adjacent 4‐amino group of the corresponding pyrimidine ring via O—H…N and N—H…O hydrogen bonds to generate the robust R22(8) supramolecular heterosynthon. These heterosynthons are further connected by N—H…N hydrogen‐bond interactions in a linear fashion to form a chain‐like arrangement. In cocrystal 1, a Br…Br halogen bond is present, in cocrystals 2 and 3, Cl…Cl halogen bonds are present, and in cocrystals 5, 6 and 7, Cl…O halogen bonds are present. In all of the ten cocrystals, π–π stacking interactions are observed. [ABSTRACT FROM AUTHOR]

The design of a pharmaceutical cocrystal is based on the identification of specific hydrogen-bond donor and acceptor groups in active pharmaceutical ingredients (APIs) in order to choose a `complementary interacting' molecule that can act as an efficient coformer. 5-Fluorouracil (5FU) is a pyrimidine derivative with two N-H donors and C=O acceptors and shows a diversity of hydrogen-bonding motifs. Two 1:1 cocrystals of 5-fluorouracil (5FU), namely 5-fluorouracil-4-methylbenzoic acid (5FU-MBA), C4H3FN2O2·C8H8O2, (I), and 5-fluorouracil-3-nitrobenzoic acid (5FU-NBA), C4H3FN2O2·C7H5NO4, (II), have been prepared and characterized by single-crystal X-ray diffraction. In (I), the MBA molecules form carboxylic acid dimers [ R22(8) homosynthon]. Similarly, the 5FU molecules form two types of base pair via a pair of N-H...O hydrogen bonds [ R22(8) homosynthon]. In (II), 5FU interacts with the carboxylic acid group of NBA via N-H...O and O-H...O hydrogen bonds, generating an R22(8) ring motif (heterosynthon). Furthermore, the 5FU molecules form base pairs [ R22(8) homosynthon] via N-H...O hydrogen bonds. Both of the crystal structures are stabilized by C-H...F interactions. [ABSTRACT FROM AUTHOR]

Three salts, namely 2-amino-4,6-dimethylpyrimidin-1-ium thiobarbiturate trihydrate (I), 2-amino-4,6-dimethoxypyrimidin-1-ium thiobarbiturate dihydrate (II) and 2,4-diamino-5-(3′,4′,5′-trimethoxybenzyl)pyrimidin-1-ium thiobarbiturate (III), were synthesized and characterized by IR and X-ray diffraction techniques. The primary interaction between the acid and base happens via N-H...O hydrogen bonds in (II) and (III), and via water-mediated N-H...O W and O W-H W...S in (I). The water molecules present in compound (I) form a (H2O)12 water cluster via water-water interactions. In all three compounds (I)-(III), thiobarbiturate anions form self-complementary pairs with a robust R22(8) motif via a pair of N-H...O/N-H...S hydrogen bonds. They mimic the nucleobase base pairs by utilizing the same groups (thymine/uracil uses N3-H and C4=O8 groups during the formation of Watson-Crick and Hoogsteen base pairs with adenine). Compound (I) forms a water-mediated base pair through N-H...O W hydrogen bonds and forms an R42(12) motif. The formation of N-H...S hydrogen bonds, water-mediated base pairs and water-water interactions in these crystal systems offers scope for these systems to be considered as a model in the study of hydration of nucleobases and water-mediated nucleobase base pairs in macromolecules. [ABSTRACT FROM AUTHOR]

The two centrosymmetric dinuclear copper paddle-wheel complexes tetrakis(μ-4-hydroxybenzoato-κ2 O: O′)bis[aquacopper(II)] dimethylformamide disolvate dihydrate, [Cu2(C7H5O3)4(H2O)2]·2C3H7NO·2H2O, (I), and tetrakis(μ-4-methoxybenzoato-κ2 O: O′)bis[(dimethylformamide-κ O)copper(II)], [Cu2(C8H7O3)4(C3H7NO)2], (II), crystallize with half of the dinuclear paddle-wheel cage unit in the asymmetric unit and, in addition, complex (I) has one dimethylformamide (DMF) and one water solvent molecule in the asymmetric unit. In both (I) and (II), two CuII ions are bridged by four syn, syn-η1:η1:μ carboxylate groups, showing a paddle-wheel cage-type structure with a square-pyramidal coordination geometry. The equatorial positions of (I) and (II) are occupied by the carboxylate groups of 4-hydroxy- and 4-methoxybenzoate ligands, and the axial positions are occupied by aqua and DMF ligands, respectively. The three-dimensional supramolecular metal-organic framework of (I) consists of three different R22(20) and an R44(36) ring motif formed via O-H...O and O W-H W...O hydrogen bonds. Complex (II) simply packs as molecular species. [ABSTRACT FROM AUTHOR]

The article describes the crystal structures of the compounds hemi(4,4'-bipyridinium) tris(5-chiorothiophene-2-carboxylato)dioxidouranate(VI) monohydrate and hemi[4,4'-(ethane-l,2-diyl)dipyridin-ium] tris(5-chlorothiophene-2-carboxylato)dioxidouranate(VI) monohydrate. The metal centres are connected by classical O--H-.O and N--H.O hydrogen bonds involving the coordinated ligands, the diprotonated organic linker cation and water molecules. The crystal structures are further supported by weak C--H.O and π-π stacking interactions.

The article presents a paper about hydrogen-bonded supramolecular motifs in 2-amino-4,6-dimethoxypyrimidinium picrate and pyrimethaminium picrate dimethyl sulfoxide solvate. It mentions the use of picric acid as an acidic ligand to form salts with polar biomolecules through specific electrostatic or hydrogen-bonding interactions. According to one study, hydrogen bonding plays an important role in molecular recognition and crystal engineering research.

In the crystal structure of the title compound, 2C6H9N3 C8H6O4, terephthalic acid has a crystallographic inversion centre and the dimethylpyrimidine molecule shows approximate non-crystallographic mirror and twofold rotation symmetry. The inversion-related pyrimidine molecules form a base pair [R2 2(8) ring motif] via a pair of NH⋯N hydrogen bonds. The carboxyl groups of terephthalic acid link the base pairs via OH⋯N and NH⋯O hydrogen bonds [R2 2(8) motif] to generate a supramolecular ribbon. [ABSTRACT FROM AUTHOR]

In the title compound, 2C14H19N4O3+·C7H3NO42−·5H2O, the asymmetric unit contains two trimethoprim cations ( A and B), a dipicolinate anion and five water mol­ecules. One of the picolinate carboxyl­ate groups inter­acts with cation A via a pair of N—H⋯O hydrogen bonds, forming a ring motif (8). A loop of O—H⋯O hydrogen bonds is formed between four water mol­ecules and the two carboxyl­ate groups to form a supramolecular chain along the a axis. Mol­ecules A and B constitute a base pair via N—H⋯N hydrogen bonds, and these base pairs are cross-linked by N—H⋯O and C—H⋯O hydrogen bonds. [ABSTRACT FROM AUTHOR]

The article discusses the crystal structure of the metal-organic compound, Triaqua(µ-7-iodo-8-oxidoquinoline-5-sulfonato-k2N,O8)dioxidouranium(VI) dihydrate. It mentions that the compound's asymmetric unit has two uncoordinated water molecules, among others. The crystal structures of the copper complexes of the 8-hydroxy-7-iodoquinoline-5-sulfonic acid (HQS) are also examined.

In the title structure, C6H10N3+·C6H2N3O7-, the asymmetric unit consists of a 2-amino-4,6-dimethylpyrimidinium cation and a picrate (2,4,6-trinitrophenolate) anion. In the crystal structure, inversion-symmetry-related cations are paired via N—H…N hydrogen bonds, whereas inversion-related anions are paired via weak C—H…O hydrogen bonds. The cations and anions further interact with each other through N—H…O hydrogen bonds. [ABSTRACT FROM AUTHOR]

In the crystal structure of the title compound, 2,4-diamino-5-(4-chloro­phen­yl)-6-ethyl­pyrimidin-1-ium 3-carb­oxy-4-hydroxy­benzene­sulfonate monohydrate, C12H14ClN4+·C7H5O6S−·H2O, the asymmetric unit contains two crystallographically independent protonated pyrimethamine (PMN) mol­ecules, a pair of sulfosalicylate anions and two water mol­ecules. Both the PMN molecules are protonated at one of the pyrimidine N atoms. The component species inter­act through numerous inter­molecular N—H⋯O, N—H⋯N and O—H⋯O hydrogen bonds and C—H⋯O inter­actions. [ABSTRACT FROM AUTHOR]

In the title complex, [Ni(NCS)2(H2O)4]·4C6H9N3·2H2O, the nickel(II) ion occupies an inversion centre and is octahedrally coordinated by two N-bonded thio­cyanate ions and four water mol­ecules. The two distinct 2-amino-4,6-di­methyl­pyrimidine mol­ecules adopt distinct base-pairing dimerization patterns via different pairs of N—H⋯N bonds. They are also hydrogen bonded to the coordinated and uncoordinated water mol­ecules and thio­cyanate ions through O—H⋯O, O—H⋯S(thio­cyanate) and N—H⋯N(thio­cyanate) hydrogen bonds. [ABSTRACT FROM AUTHOR]

The title complex, {[Cd(NCS)2(H2O)2]·2C6H9N3} n, crystalizes in the triclinic space group P . The asymmetric unit contains one 2-amino-4,6-di­methyl­pyrimidine mol­ecule, a thio­cyanate ion, a water mol­ecule and a cadmium ion (site symmetry ). The cadmium ions are symmetrically doubly bridged by thio­cyanate ions, leading to a polymeric chain motif. The octahedral coordination geometry of cadmium is completed by a pair of inversion-related water mol­ecules. The 2-amino­pyrimidine mol­ecules are not coordinated to cadmium but are hydrogen-bonded to the coordinated water mol­ecules and thio­cyanate ions. There is also a pyrimidine–pyrimidine interaction via an N—H⋯N hydrogen bond. [ABSTRACT FROM AUTHOR]

In the title compound, 2,4-di­amino-5-(3,4,5-tri­methoxy­benzyl)­pyrimidinium hydrogen malonate, C14H19N4O3+·C3H3O4−, the trimethoprim mol­ecule is protonated at one of the pyrimidine N atoms. The carboxyl­ate group of the hydrogen malonate ion accepts a pair of N—H⋯O hydrogen bonds from an adjacent trimethoprim mol­ecule, which is similar to the carboxyl­ate–trimethoprim cation interaction present in the complex of di­hydro­folate reductase with trimethoprim. An O atom of the carboxyl group forms an intramolecular O—H⋯O hydrogen bond with the carboxyl­ate group, leading to a folded conformation for the hydrogen malonate ion. Each hydrogen malonate ion bridges two di­amino­pyrimidine cations, via N—H⋯O and C—H⋯N hydrogen bonds, leading to a supramolecular ribbon made up of alternating cations and anions. Two such inversion-related ribbons are cross-linked by (amino)N—H⋯O(methoxy) hydrogen bonds, (pyrimidine)C—H⋯O(methoxy) hydrogen bonds and π–π stacking involving the benzene planes. [ABSTRACT FROM AUTHOR]

In the title compound, C4H7N4O2+·SO42−·H2O, the asymmetric unit contains two amino­pyrimidinium cations, a sulfate anion and a water mol­ecule. These species are connected by N—H⋯O and O—H⋯O hydrogen bonds, resulting in a three-dimensional network. [ABSTRACT FROM AUTHOR]

In the crystal structure of the title compound, C6H10N3+·Br−·C6H9N3·H2O, the asymmetric unit contains a 2-amino-4,6-di­methyl­pyrimidinium cation, a Br− anion, a neutral 2-amino-4,6-di­methyl­pyrimidine mol­ecule and a water mol­ecule. Each neutral base molecule is paired with another inversion-related molecule through N—H⋯N hydrogen bonds to form dimers, and these are linked to one another through water-mediated hydrogen bonds, generating a supramolecular ribbon. The cations also pair with one another through N—H⋯N hydrogen bonds. The cation pairs are stacked on top of the neutral pairs. The Br− anion also takes part in hydrogen bonding (N/O—H⋯Br). [ABSTRACT FROM AUTHOR]

In the title compound, C10H9N2+·C9H5INO4S-·2H2O, the 4,4'bipyridine molecule is protonated at one of the pyridine N atoms. These moieties self-assemble into a supramolecular chain along the a axis through N-H···N hydrogen bonds. The quinolinol OH group acts as a donor with respect to a sulfonate O atom [O-H···O(sulfonate)] and acts as an acceptor with respect to a C-H group of ferron [C-H···O(hydroxy)], forming a supramolecular chain along the b axis. These two types of supramolecular chains (one type made up of bipyridine motifs and the other made up of sulfoxine motifs) interact via π-π stacking, generating a three-dimensional framework. These chains are further crosslinked by C-H···O hydrogen bonds and O-H···O hydrogen bonds involving water molecules. [ABSTRACT FROM AUTHOR]

Investigates the conformation and hydrogen-bonding patterns of N[sup 6]-furfuryladenine hydrochloride. Adenine moiety existing as the N3-protonated N7-H tautomer; Orientation of the N6 substituent distal to the imidazole ring of the adenine base; Dihedral angle between the adenine plane and the furfuryl ring plane.

In the title compound, C10H12O3N3S+·Cl−, 4-amino- N-(5-methyl-3-isoxazolyl)benzenesulfonamide is protonated on the amine N atom which is connected to the benzene ring. The geometry around the S atom is considerably distorted from ideal tetrahedral geometry. The crystal packing is stabilized by intermolecular N—H...N, N—H...Cl, N—H...O and C—H...O hydrogen bonds. [ABSTRACT FROM AUTHOR]

In the title compound, C9H13N8O2+·C7H3N2O6−, the aminopyrimidine molecule is protonated at one of the pyrimidine N atoms. The carboxylate group of the 3,5-dinitrobenzoate anion interacts with the protonated N atom and the 2-amino group in a nearly linear fashion through a pair of N—H...O hydrogen bonds, generating the typical R22(8) motif. Two inversion-related pyrimidine units are connected through a pair of N—H...N hydrogen bonds, forming a cyclic hydrogen-bonded R22(8) motif. In addition to the base pairing, one of the carboxylate O atoms bridges the 4′-amino and 6′-amino groups on both side of the pairing, forming a DADA array. The molecular conformation of the cation is stabilized by two intramolecular N—H...O hydrogen bonds. [ABSTRACT FROM AUTHOR]

In the title cocrystal, C9H9N5·C6H8O2, the asymmetric unit contains one 2,4-diamino-6-phenyl-1,3,5-triazine molecule and a sorbic acid molecule. The triazine molecules are base-paired [with a graph set of R22(8)] on either side via N—H...N hydrogen bonds, forming a supramolecular ribbon along the c axis. Each triazine molecule interacts with the carboxyl group of a sorbic acid molecule via N—H...O and O—H...N hydrogen bonds, generating R22(8) motifs. The supramolecular ribbons are interlinked by N—H...O hydrogen bonds involving the 2-amino group of the triazine molecules and the carboxyl O atom of the sorbic acid molecule. [ABSTRACT FROM AUTHOR]

In the title compound, C4H6N4O·C7H5NO4, there are two types of base-pairing motifs, one involving a pair of N—H...N hydrogen bonds and the other involving a pair of N—H...O hydrogen bonds. These paired molecules are further linked by N—H...O hydrogen bonds to generate DADA and DDAA ( D = donor and A = acceptor) arrays leading to a supramolecular sheet. [ABSTRACT FROM AUTHOR]

In the title compound, C12H14ClN4+·C6H4NO2−·H2O, the pyrimethamine molecule is protonated at one of the pyrimidine N atoms. The protonated N atom and 2-amino group of the cation interact with an adjacent nicotinate anion through a pair of N—H...O hydrogen bonds [graph set R22(8)]. The cation, anion and water molecule form a hydrogen-bonded ring motif with graph-set notation R42(8). The crystal structure is further stabilized by N—H...O and O—H...O hydrogen bonds and π–π interactions [centroid–centroid distance = 3.637 (6) Å]. [ABSTRACT FROM AUTHOR]

In the title cocrystal, C6H9N3O2·C8H6O4, both carboxylic acid groups of phthalic acid form an R22(8) ring motif (through N—H...O and O—H...N hydrogen bonds) on either side of the 2-amino-4,6-dimethoxypyrimidine molecule, generating a helical chain along the b axis. This chain is interpenetrated by a centrosymmetrically related chain to which it is linked by π–π stacking [perpendicular separation 3.332 Å, centroid–centroid distance 3.6424 (7) Å]. [ABSTRACT FROM AUTHOR]

In 2,4-diamino-5-( p-chlorophenyl)-6-ethylpyrimidinium hydrogen adipate, C12H14ClN4+·C6H9O4−, the protonated pyrimethamine cation interacts with the carboxylate group of the adipate ion through N—H...O hydrogen bonds, forming a cyclic hydrogen-bonded R22(8) motif. The carboxyl and carboxylate groups of the adipate ions are linked through O—H...O hydrogen bonds in a head-to-tail fashion, forming a chain. Anions and cations are further connected by an extensive network of N—H...O hydrogen bonds. [ABSTRACT FROM AUTHOR]

In the crystal structure of the title compound [systematic name: 2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidin-1-ium 3,5-dinitrobenzoate], C12H14ClN4+·C7H3N2O6−, the pyrimethamine molecule is protonated at one of the pyrimidine N atoms. The carboxylate group of the 3,5-dinitrobenzoate anion forms double hydrogen bonds of type N—H...O, resulting in a fork-like interaction with the protonated diaminopyrimidine rings [graph-set notation R22(8)]. This motif self-assembles through a DDAA array of quadruple hydrogen bonds. The crystal structure is also stabilized by C—H...O hydrogen bonds. [ABSTRACT FROM AUTHOR]

The title compound [systematic name: 2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimdinium tetrafluoroborate], C12H14ClN4+·BF4−, is isomorphous with pyrimethamine perchlorate. The pyrimethamine (PMN) molecule is protonated at one of the pyrimidine N atoms. The protonated N atom and 2-amino group of the PMN cation interact with the tetrafluoroborate anion through a pair of N—H...F hydrogen bonds [graph set R22(8)]. The inversion-related PMN cations are linked through a pair of N—H...N hydrogen bonds. In addition to the base pairing, the F atoms bridge the 2-amino and 4-amino groups on either side of the paired bases, resulting in a complementary DADA array. [ABSTRACT FROM AUTHOR]

In the crystal structures of the title compounds, C6H10N3O2+·C7H5O3−·H2O, (I), C6H10N3O2+·C7H4NO4−·H2O, (II), and C6H10N3O2+·C4H5O6−·C6H9N3O2, (III), the 2-amino-4,6-di­meth­oxy­pyrimidinium cation [abbreviated as (MeO)2-Hampy+] inter­acts with the carboxyl­ate group of the corresponding anion through a pair of nearly parallel N—H⋯O hydrogen bonds to form R22(8) ring motifs. In (I), the (MeO)2-Hampy+ cation is centrosymmetrically paired through a pair of N—H⋯N hydrogen bonds involving the 2-amino group and a ring N atom forming an R22(8) motif. In (II), inversion-related R22(8) motifs (amino–pyrimidine–carboxyl­ate motifs) are further bridged by N—H⋯O hydrogen bonds on either side forming a DDAA array of quadruple hydrogen bonds. This array is extended further on either side by Owater—H⋯Ometh­oxy hydrogen bonds, resulting in an array of six hydrogen bonds ( ADDAAD). The water mol­ecule plays a pivotal role, and five hydrogen-bonded fused rings are formed around the water mol­ecule. In (III), the carb­oxy group of the tartrate anion inter­acts with the ring N atom and 2-amino group of the neutral (MeO)2-ampy mol­ecule through N—H⋯O and O—H⋯N hydrogen bonds. There is also an intra­molecular O—H⋯O hydrogen bond in the tartrate anion. In all three crystal structures, C—H⋯O hydrogen bonds are observed. [ABSTRACT FROM AUTHOR]

In the crystal structure of the title compound, C6H10N3+·C7H5O3-, the asymmetric unit contains four crystallographically independent 2-amino-4,6-dimethylpyrimidinium and salicylate ions (Z = 8). In each of these, one of the pyrimidine N atoms is protonated, and the carboxylate group of the salicylate ion interacts with the pyrimidine group through a pair of N—H…O hydrogen bonds, forming an R2²(8) motif. The pyrimidine cations also form base pairs via a pair of N—H…N hydrogen bonds (involving the amino group and the unprotonated ring N atom), forming another R2²(8) motif. Three such R2²(8) motifs, fused together, constitute a closed cyclic aggregate, and the linking of these aggregates, arranged in consecutive layers, can be analysed in terms of off-face stacking interactions. [ABSTRACT FROM AUTHOR]

In the title compounds, namely 2,4-diamino-5-[(3,4,5-trimethoxy­phenyl)methyl]­pyrimidin-1-ium pyridine-2-carboxyl­ate, C14H19N4O3+·C6H4NO2−, (I), and 2-amino-4,6-dimethyl­pyrimidin-1-ium pyridine-2-carboxyl­ate hemihydrate, C6H10N3+·C6H4NO2−·0.5H2O, (II), the trimethoprim and 2-amino-4,6-dimethyl­pyrimidin-1-ium cations are protonated at one of the pyrimidine N atoms. In (I), bifurcated hydrogen bonds are observed between a picolinate O atom, the protonated N atom and the 2-amino group; the graph-set designator is R21(6). The pyrimidine moieties of the trimethoprim cations are centrosymmetrically paired through a pair of N—H⋯N hydrogen bonds. In addition to the base pairing, one of the picolinate O atoms bridges the 2- and 4-amino groups on either side of the paired bases, resulting in a complementary DADA array. In (II), the carboxyl­ate group of the picolinate anion binds with the protonated pyrimidine N atom and the 2-amino group of the pyrimidine moiety through a pair of N—H⋯O hydrogen bonds, leading to the common ring motif R22(8). The water mol­ecule, which resides on a twofold rotation axis, bridges the carboxyl­ate group of the picolinate anion via O—H⋯O hydrogen bonds. [ABSTRACT FROM AUTHOR]

In the title compound [systematic name: 2,4-diamino-5-(3,4,5-trimethoxy­benz­yl)pyrimidinium tetrafluoroborate], C14H19N4O3+·BF4−, the trimethoprim (TMP) mol­ecule is protonated at one of the pyrimidine N atoms. The protonated N atom and 2-amine group of the TMP cation inter­act with the tetrafluoroborate anion through a pair of N—H⋯F hydrogen bonds [graph set R22(8)]. The inversion-related TMP cations are linked through a pair of N—H⋯N hydrogen bonds. The 2-amine group of one TMP cation and the 4-amine group of another cation are bridged by a meth­oxy O atom, via N—H⋯O hydrogen bonds. [ABSTRACT FROM AUTHOR]

In the title compound, C6H9N3·2C9H8O2, an amino­pyrimidine–cinnamic acid 1:2 cocrystal, the 2-amino-4,6-dimethyl­pyrimidine mol­ecule forms two eight-membered hydrogen-bonded rings [ R22(8) motif] with the carboxylic acid groups from two independent cinnamic acid mol­ecules via N—H⋯O and O—H⋯N hydrogen bonds. The cinnamic acid mol­ecules are linked by C—H⋯O hydrogen bonds to form chains along two axes. [ABSTRACT FROM AUTHOR]

The title compound, 2,4-diamino-5-(4-chloro­phen­yl)-6-ethyl­pyrimidine-1,3-diium dinitrate, C12H15ClN42+·2NO3−, contains two crystallographically independent pyrimethamine (PMN) mol­ecules, which differ in the relative orientations of the pyrimidine and benzene rings and of the eth­yl substitutents. In both pyrimethamine mol­ecules, all the pyrimidine N atoms are protonated, unlike most related compounds, in which only one pyrimidine N atom is protonated. The two pyrimethamine moieties are bridged by a variety of N—H⋯O(nitrate) inter­actions, including some three-centre hydrogen bonds. [ABSTRACT FROM AUTHOR]

The title compound, [Sr(C9H5INO4S2)2(H2O)2]·H2O, is isomorphous with the corresponding calcium complex of ferron (8-hydroxy-7-iodo­quinoline-5-sulfonic acid). The asymmetric unit consists of one SrII ion, two organic ligands, two coordinated water mol­ecules and one uncoordinated water mol­ecule. The SrII ion has a pentagonal–bipyramidal coordination geometry made up of O atoms of three different sulfonate groups, deprotonated quinolinol O atoms of two different oxine rings and two water mol­ecules. In the ligands of type I, two O atoms of the sulfonate group are involved in coordination, whereas in type II ligands, only one O atom is involved. Ligands of type I are stacked on top of one another, each pair of adjacent members of the stack being related by an inversion centre. Ligands of type II are also stacked in a similar manner. These molecular stacks are cross-linked by Sr—O(sulfonate) and Sr—O(quinolinol) bonds, leading to an extended framework. This architecture is further stabilized by a number of O—H⋯O and N—H⋯O hydrogen bonds. [ABSTRACT FROM AUTHOR]

In the title compound [systematic name: 2,4-diamino-5-(3,4,5-trimethoxybenzyl)pyrimidinium 2-hydroxy-3,5-dinitrobenzoate], C14H19N4O3+·C7H3N2O7−, the trimethoprimium (TMP) cation is protonated at one of the pyrimidine N atoms. The protonated N atom and the 2-amino group of the TMP cation interact with the carboxylate group of the 3,5-dinitrosalicylate anion through a pair of N—H...O hydrogen bonds. A typical intramolecular O—H...O hydrogen bond is observed in the anion. [ABSTRACT FROM AUTHOR]

In the title compound, C6H9N3·C7H6O3, the 2-amino-4,6-dimethyl­pyrimidine and 4-hydroxy­benzoic acid mol­ecules link together via N—H⋯O and O—H⋯N hydrogen bonds to form an eight-membered R22(8) ring. Further hydrogen bonds and C—H⋯O inter­actions result in the formation of a three-dimensional network. [ABSTRACT FROM AUTHOR]

In the title cocrystal, C6H9N3O2·C7H7NO2, the 2-amino-4,6-dimethoxy­pyrimidine mol­ecule inter­acts with the carboxyl group of the 4-amino­benzoic acid mol­ecule through N—H⋯O and O—H⋯N hydrogen bonds, forming a cyclic hydrogen-bonded motif [ R22(8)]. This motif further self-organizes through N—H⋯O hydrogen bonds to generate an array of six hydrogen bonds with the rings having the graph-set notation R23(6), R22(8), R42(8), R22(8) and R23(6). The 4-amino­benzoic acid mol­ecules self-assemble via N—H⋯O hydrogen bonds to form a supra­molecular chain along the c axis. [ABSTRACT FROM AUTHOR]

The title compound, C13H11NO3, was synthesized from 4-nitrophenol and benzyl bromide. The crystal structure is stabilized by C—H...π interactions involving two H atoms of the benzyloxy group [3.432 (2) Å and 148°, and 3.555 (2) Å and 148°]. [ABSTRACT FROM AUTHOR]

The title compound, C5H6N4O, is approximately planar, with an angle of 11.04 (15)° between the planes of the pyrimidine ring and the non-H atoms of the carboximidamide unit. The mol-ecule adopts an E configuration about the C=N double bond. In the crystal, adjacent mol-ecules are linked by pairs of N-H⋯O hydrogen bonds, forming inversion dimers with an R 2 (2)(10) ring motif. The dimers are further linked via N-H⋯N and O-H⋯N hydrogen bonds into a sheet structure parallel to the ac plane. The crystal structure also features N-H⋯O and weak C-H⋯O hydrogen bonds and offset π-π stacking inter-actions between adjacent pyrimidine rings [centroid-centroid distance = 3.622 (1) Å].

In the crystal of the title compound, C6H9N3·C6H8O2, the 2-amino-4,6-di-methyl-pyrimidine and sorbic acid mol-ecules are linked through N-H⋯O and O-H⋯N hydrogen bonds, which generate a cyclic bimolecular heterosynthon with an R 2 (2)(8) graph-set motif. Further, two inversion-related pyrimidine mol-ecules are base-paired via a pair of N-H⋯N hydrogen bonds, forming a cyclic bimolecular homosynthon with a graph-set of R 2 (2)(8). A discrete hetero tetra-meric supra-molecular unit along the b axis is formed by the fusion of two heterosynthons and one homosynthon. An aromatic π-π inter-action [centroid-centroid distance = 3.7945 (16) Å] is observed between these tetra-meric units.

In the title complex, [Co(CO3)(NH3)4]ClO4, both the cation and anion lie on a mirror plane. The Co(III) ion is coordinated by two NH3 ligands and a chelating carbonato ligand in the equatorial sites and by two NH3 groups in the axial sites, forming a distorted octa-hedral geometry. In the crystal, N-H⋯O hydrogen bonds connect the anions and cations, forming a three-dimensional network.

In the crystal structure of the title compound, C(6)H(10)N(3) (+)·C(7)H(2)I(3)O(2) (-)·C(7)H(3)I(3)O(2), two R(2) (2)(8) motifs are observed. One is generated by the inter-action of the 2-amino-4,6-dimethyl-pyrimidin-1-ium cation with the carboxyl-ate group of the 2,3,5-triiodo-benzoate anion via N-H⋯O hydrogen bonds. The other R(2) (2)(8) motif is formed by the inter-action of two centrosymmentrically related pyrimidine moieties through N-H⋯N hydrogen bonds. The two motifs combine to form a linear heterotetra-meric unit. Heterotetra-meric units are linked by a carbox-yl-carboxyl-ate O-H⋯O hydrogen bond (involving the O-H group of neutral 2,3,5-triiodo-benzoic acid and an O atom of the anion), forming a supra-molecular chain along the a axis. In addition, components are held by weak I⋯O interactions in the range 3.023 (5) to 3.382 (5) Å and I⋯I inter-actions in the range 3.6327 (7) to 4.0025 (8) Å.

In the title salt, C(6)H(10)N(3)O(2) (+)·C(7)H(7)O(3)S(-), the 2-amino-4,6-dimeth-oxy-pyrimidinium cation inter-acts with the sulfonate group of the p-toluene-sulfonate anion via a pair of N-H⋯O hydrogen bonds, forming a cyclic hydrogen-bonded R(2) (2)(8) motif, which in the crystal is linked by further intemolecular N-H⋯O hydrogen bonds, forming supra-molecular chains along the c axis. Furthermore, neighboring chains are inter-linked via weak C-H⋯O hydrogen bonds and C-H⋯π inter-actions, forming layers.

In the crystal of the title compound C(10)H(17)NO, synthesized by the reaction of β-cyclo-citral with hydroxyl-amine hydro-chloride, inversion-related mol-ecules are linked by a pair of O-H⋯N hydrogen-bonding inter-actions between the oxime functionalities, forming R(2) (2)(6) loops. The molecular conformation is stabilized by intra-molecular methyl C-H⋯N inter-actions. The cyclohexene ring has the typical half-chair conformation.

In the crystal structure of the title salt, C(4)H(8)N(5) (+)·BF(4) (-), centrosymmetrically related cations undergo base pairing via a pair of N-H⋯N hydrogen bonds, forming an R(2) (2)(8) ring motif. The cations and anions inter-act via N-H⋯F hydrogen bonds, generating supra-molecular layers parallel to ([Formula: see text]20), which are in turn linked into a three-dimensional network, forming rings of R(6) (6)(24) graph-set motif. The crystal structure is further stabilized by π-π stacking inter-actions [centroid-centroid distance = 3.3361 (12) Å].

The cation and anion of the title mol-ecular salt, C(7)H(10)NO(+)·C(6)H(2)N(3)O(8) (-), are linked via an N-H⋯O hydrogen bond. An intra-molecular O-H⋯O hydrogen bond is also found in the anion. In the crystal, the anions self-assemble via O-H⋯O hydrogen bonds, forming a C(9) supra-molecular chain the b axis. Further inter-molecular N-H⋯O inter-actions also occur.

In the title complex, [ZnBr(2)(C(4)H(5)N(3)O)(2)], the central metal ion is coordinated to two bromide ions and endocyclic N atoms of the two cytosine mol-ecules leading to a distorted tetra-hedral geometry. The structure is isotypic with [CdBr(2)(C(4)H(5)N(3)O)(2)] [Muthiah et al. (2001). Acta Cryst. E57, m558-m560]. There are two inter-ligand N-H⋯Br hydrogen bonds, generating two hydrogen-bonded rings stabilizing the coordination sphere. The complex aggregates, forming supra-molecular chains, sheets and staircases through N-H⋯O and N-H⋯Br hydrogen bonding and π-π stacking inter-actions [centroid-centroid distance = 3.616 (2) Å].