Structural Studies of (Pyridine)<Subscript>3</Subscript>ZnFe(CO)<Subscript>4</Subscript> and (Pyridine)(Neocuproin)CdFe(CO)<Subscript>4</Subscript>

Abstract  

The structure of the previously reported (py)₃ZnFe(CO)₄ (py = pyridine) has been determined, confirming the monomeric nature of this species. The complex has average Zn–N and Zn–Fe bond lengths of 2.0970(7) and 2.4017(3) ?, and features a coordination geometry about Fe which is intermediate between trigonal bipyramidal and face monocapped tetrahedral. The space group is P2₁/c, with a = 8.22080(10) ?, b = 16.1668(3) ?, c = 15.4669(3) ?, β = 102.5869(11)°, V = 2006.21(6) ?³, D_calc. = 1.558 g/cm³ at 150(1) K. A monomeric cadmium analogue, (pyridine)(neocuproin)CdFe(CO)₄, has also been synthesized, and found to possess a similar geometry, with average Cd–N and Cd–Fe bond lengths of 2.352(2) and 2.5380(5) ?. The space group is P[`1] P\overline{1} with a = 10.8900(2) ?, b = 11.3042(3) ?, c = 15.5488(4) ?, α = 85.1251(10)°, β = 84.3468(14)°, γ = 72.0377(15)°, V = 1808.93(7) ?³, D_calc. = 1.478 g/cm³ at 150(1) K.     

Synthesis, Crystal Structure and Magnetic Property of a Cyano-Bridged Two-Dimensional Heterometallic Assembly [Mn(salen)]2[Fe(CN)5NO]·2H2O

Abstract  

A cyano-bridged bimetallic assembly, [Mn^III(salen)]₂[Fe^II(CN)₅NO]·2H₂O [salen = N,N′-1,2-ethylenebis(salicylideneiminato)dianion], has been prepared and characterized structurally and magnetically. It crystallizes in the tetragonal space group P4/ncc with a = b = 14.813(2) ?, c = 17.093(5) ?, V = 3750.6(13) ?³, Z = 4. In this complex, each [Fe(CN)₅NO]²⁻ unit connects four [Mn(salen)]⁺ units with its four co-planar cyanide groups, and each [Mn(salen)]⁺ unit is linked to two [Fe(CN)₅NO]²⁻ ions in trans-form, which results in a two-dimensional (2-D) network consisting of pillow-like octanuclear [–Fe^II–CN–Mn^III–NC–]₄ units with dimensions: Fe–C = 1.943(3) ?, C≡N– = 1.139(4) ?, Mn–N = 2.326(3) ?, Fe–C≡N = 178.0(3)°, Mn–N≡C = 161.7(3)°. The NO group of [Fe(CN)₅NO]²⁻ remains monodentate and the bond angle of Fe–N–O is linear (180.0°). The variable temperature magnetic susceptibilities, measured in the 1.8–300 K range, show a weak Mn^III···Mn^III antiferromagnetic interaction through the diamagnetic –NC–Fe^II–CN– bridges.     

The Tetrafluoroborate Salt of 4-Methoxybenzyl N-2-(dimethylamino)ethyl-N-nitrosocarbamate: Synthesis, Crystal Structure and DFT Calculations

Abstract  

The tetrafluoroborate salt of 4-methoxybenzyl N-2-(dimethylamino)ethyl-N-nitrosocarbamate was prepared in two steps, via the corresponding carbamate. Its crystal structure is monoclinic, space group P21/c. The unit cell dimensions are: a = 19.499(8) ?, b = 5.877(3) ?, c = 15.757(7) ?, α = 90°, β = 110.019(7)°, γ = 90°, V = 1696.5(12) ?³, Z = 4. The structure exhibits an unexpected, pseudo-gauche conformation with respect to the C2–C3 bond, due to a stabilizing hydrogen bond between the carbonyl oxygen (O1) and the hydrogen atom at the trialkylammonium center (H3n), with a distance between them of 2.37 ?. DFT calculations on the cation (B3LYP/6-31 + G(d)) confirm that the hydrogen bond stabilized gauche conformation is the global minimum structure.     

Structural Correlations in High-Spin Complexes of [Fe{HC(3,5-Me2pz)3}2]2+: Solid State Structure of [Fe{HC(3,5-Me2pz)3}2][Fe2OCl6]

Abstract  The cation in the solid state structure of [Fe{HC(3,5-Me₂pz)₃}₂][Fe₂OCl₆] (pz = pyrazolyl ring) contains an octahedral iron(II) center with an average Fe–N bond distance of 2.17 Å, indicating that the iron(II) is in the high-spin form. While M–N bond distances of this length with κ³-[HC(3,5-Me₂pz)₃] ligands generally cause tilting of pz to open up the “bite” angle, in this structure the average tilting angle is only 3.1°, a much lower value than observed in earlier structures of this same cation paired with different anions. The crystals are monoclinic, space group P2₁/n, with a = 11.1671(12) Å, b = 10.8091(11) Å, c = 17.4385(17) Å, α = γ = 90°, β = 95.685(2)°, and Z = 2. Graphical Abstract  The cation in the solid state structure of [Fe{HC(3,5-Me₂pz)₃}₂][Fe₂OCl₆] (pz = pyrazolyl ring) contains an octahedral iron(II) center in the high-spin form with unusual orientations of the pyrazolyl rings.      

Synthesis,Structure and DNA-Binding Studies of Oxamido-Bridged Binuclear Copper(II) Complex: [Cu<Subscript>2</Subscript>(heap)](bipy)(ClO<Subscript>4</Subscript>)<Subscript>2</Subscript>

Abstract  

A new μ-oxamido-bridged copper(II)–copper(II) binuclear complex with formula of [Cu₂(heap)](bipy)(ClO₄)₂, where H₂heap and bipy are N,N′-bis(N-hydroxyethylaminopropyl)-oxamide and 4,4′-bipyridine, respectively, has been synthesized and characterized by elemental analyses, molar conductivity measurement, IR and electronic spectra studies, and single-crystal X-ray diffraction. The single-crystal X-ray analysis reveals that the complex has two embedded inversion centers at the mid-points of the C6–C6ⁱ bond of the oxamido group and the C7–C7ⁱⁱ bond of the 4,4′-bipyridine, respectively [symmetry code: (i) 2−x, 1−y, 1−z; (ii) =2−x, −y, 1−z]. Copper(II) atom is in a square-planar coordination geometry. The Cu···Cu separation through the oxamido birdge is 5.1430(8) ?. The bridging ligand (heap²⁻) adopts a bis-tetradentate trans conformation. A one-dimensional hydrogen bonding supramolecular structure parallel to the [2 1 0] direction is found in the crystal. The interaction of the binuclear copper(II) complex with herring sperm DNA (HS-DNA) was investigated by using absorption and emission spectra, electrochemical techniques and viscometry. The results suggest that the binuclear copper(II) complex interacts with HS-DNA by electrostatic interaction with intrinsic binding constant of 1.54 × 10⁴ M⁻¹.     

Synthesis, Crystal Structure of catena-poly [[4,4′-bipyridine-N,N′-bis[(triphenylphosphine)-copper(I)]-pyridine-2-carbaldehyde azine-N,N′:N″,N′″] bis(tetrafluoroboride)]

Abstract  

The title complex [Cu₂(C₁₀H₈N₂)(C₁₂H₁₀N₄)(C₁₈H₁₅)₂(BF₄)₂] _n has been synthesized and characterized by single crystal X-ray analysis. The compound crystallizes in the monoclinic space group P2₁/c with a = 10.450(4) Å, b = 14.027(5) Å, c = 18.950(6) Å, β = 100.459(5)°, V = 2,731.7(16) ų. In the title complex, the cation forms a linear chain, which is bridged by 4,4′-bipyridine and pyridine-2-carbaldehyde azine. The crystallographic asymmetry unit could be expanded polymeric structure using symmetry code: x, 1 + y, z; 1 − x, −y, 1 − z. The Cu(I) atom is coordinated by one P atom of PPh₃ ligand, two N atoms of pyridine-2-carbaldehyde azine ligand and one N atom of 4,4′-bipyridine ligand. There is a crystallographic centre of symmetry at the mid-point of the C–C bond between two pyridine rings of 4,4′-bipyridine.     

Unclassical Hydrogen Bonds of C–H⋯N and C–H⋯Cl in the Crystal Structures of 2-((<Emphasis Type="Italic">E</Emphasis>)-1,3-diarylallylidene)malononitriles

Abstract  

The 2-((E)-3-(2-nitrophenyl)-1-(4-methoxyphenyl)allylidene)malononitrile and 2-((E)-3-(2-chlorophenyl)-1-(4-bromophenyl)allylidene)malononitrile were synthesized and characterized by IR, ¹H NMR, and elemental analysis. The molecular structures were further confirmed by X-ray diffraction analysis. The former 1, C₁₉H₁₃N₃O₃, is triclinic, space group P−1, a = 7.3834(13), b = 10.901(3), c = 11.227(2) ?, α = 88.64(2), β = 71.596(14), γ = 78.186(18), Z = 2, V = 838.5(3) ?³. The unclassical hydrogen bond of C–H⋯N links the molecules forming polymers. The latter 2, C₃₆H₂₀Br₂Cl₂N₄, is orthorhombic, space group Pnma, a = 20.900 (4), b = 7.0710 (11), c = 10.9170 (18) ?, Z = 2, V = 1613.4(5) ?³. The same hydrogen bond of C–H⋯N and another type of C–H⋯Cl hydrogen bond link the adjacent molecules forming polymers along a axis.     

Low Temperature X-Ray Crystallographic Structure of the Antiplasmodial Compound 5-N-Hydroxyethanequindoline Hydrochloride 0.5CH3OH

Abstract  

The structure of 5-N-hydroxyethanequindoline hydrochloride methanolate, C₁₇H₁₅ON₂ Cl·?CH₃OH, M _r = 314.78, has been determined from X-ray diffraction data. The crystals are monoclinic, space group C2/c, with Z = 8 molecules per unit cell and a = 18.179(11), b = 7.317(5), c = 24.125(15) ?, β = 110.155(10)°, V _c = 3012(3) ?³, crystal density D _c = 1.388 Mg m⁻³. The structure was solved by direct methods, and the asymmetric unit comprises the 5-N-hydroxyethanequindoline hydrochloride and ?CH₃OH moiety. The methanol is unusually disordered over a twofold axis with the C atom slightly removed from the twofold axis. Restraints were applied to the bond lengths of the two components of the disordered CH₃OH, and to the anisotropic thermal displacement parameters of the disordered CH₃OH carbon atom. The heterocyclic quindoline ring system and the first C atom of the hydroxyethane side chain are planar within 0.02 ?, with the terminal C–OH atoms of the side chain significantly out of the plane. The crystal structure is maintained via three hydrogen bonds all involving the chlorine atom an oxygen in the hydroxyethane side chain, a nitrogen in the quindoline moiety and the methanol oxygen.     

Supramolecular Architecture via Self-Complementary Amide Hydrogen Bonding in [Ag(pia)<Subscript>2</Subscript>](NO<Subscript>3</Subscript>)·H<Subscript>2</Subscript>O: Synthesis,Thermal and Structural Studies

Abstract  

The synthesis, thermal and spectral characterization and crystal structure of silver(I) complex with picolinamide, [Ag(C₆H₆N₂O)₂](NO₃)·H₂O, are reported. The silver(I) atom is chelated by two picolinamide (pia) ligands in approximately square planar geometry. The distortion within the coordination environment is mainly imposed by formation of the chelate rings, but it is also observed in two longer (Ag–O) and two shorter (Ag–N) bond lengths. The compound crystallizes in the triclinic space group P[`1]P\bar{1} with a = 7.1265(2) ?, b = 8.9157(4) ?, c = 12.9527(4) ?, α = 83.934(3)°, β = 86.094(2)°, γ = 67.023(3)° and Z = 2. Cationic complexes are linked through amide–amide hydrogen bonds of ‘head-to-head’ R ₂²(8) motif leading to infinite chains, while nitrate anions and H₂O molecules act only as a cross-link between such four symmetry related cationic chains via hydrogen bonds forming 2D supramolecular double sheets. Therefore, the ‘head-to-head’ amide interactions in [Ag(C₆H₆N₂O)₂](NO₃)·H₂O are robust enough to accommodate the usually disruptive NO₃ ⁻ anion and H₂O molecule and could be regarded as a tool for controlling the assembly of this silver complex.     

Synthesis and Crystal Structure of a New Schiff Base 4-[(2-hydroxy-benzylidene)-amino]-<Emphasis Type="Italic">N</Emphasis>-(5-methyl-isoxazol-3-yl)-benzenesulfonamide

Abstract  The structure of the title compound (C₁₇H₁₅N₃O₄S)₂ the schiff base, bis(N-(5-methyl-3-isoxazolyl)-4-[(2-hydroxy benzylidene)-amino]) benzene sulfonamide was elucidated by H¹, C¹³ NMR, UV–VIS and IR spectroscopic techniques. The X-ray structure was determined in order to establish the conformation of the molecule. The compound crystallizes in the triclinic space group P-1, with a = 11.419(1), b = 11.426(0), c = 13.316(1) ?, α = 71.94(2), β = 89.79(1), γ = 89.14(2)° and Z = 4. Two benzene rings and azomethine group are practically coplanar, as a result of intramolecular hydrogen bonds involving the hydroxy O atom and azomethine N atom. The component species further interact via N–H···N and C–H···O hydrogen bonds and π–π stacking interactions. Index Abstract  The title compound (C₁₇H₁₅N₃O₄S)₂, Schiff base, bis(N-(5-methyl-3-isoxazolyl)-4-[(2-hydroxy benzylidene)-amino]) benzene sulfonamide was synthesized by the condensation of 4-amino-N-(5-methyl-3-isoxazolyl) benzene sulfonamide (SMZ) and 2-hydroxy benzaldehyde (SA). Its structure was confirmed by single crystal X-ray diffraction analysis. Electronic supplementary material  The online version of this article (doi:) contains supplementary material, which is available to authorized users.     

Structural Aspects and Spectroscopic Characterization of a Mn(II) Complex with Unsymmetrical NNO-Donor Hydrazone Ligand

Abstract  

The manganese(II) complex, Mn[C₅H₄N–C(CH₃)=N–N=C(O)–C₆H₅]₂ (1) containing N,N,O-donor hydrazone ligand is characterized by X-ray diffraction study. The ligand is the 1:1 condensation product of benzhydrazide and 2-acetylpyridine. The spectral, cyclic voltammetric and room-temperature magnetic moment data are used to establish structure and electronic structure of the compound. Structural investigation shows that 1 crystallizes to a monoclinic system, space group C2/c, a = 22.8367(13), b = 10.1523(6), c = 12.0736(7) Å, α = γ = 90°, β = 116.5930(10)°, and Z = 4. The central manganese atom is in an N₄O₂ coordination sphere constituted by the NNO donor sets of the two independently hydrazone ligands. The Mn–N1, Mn–N2 and Mn–O1 bond distances are 2.3255(15), 2.1854(13) and 2.1361(13) Å, respectively. The effective magnetic moment (μ_eff) value of 1 is found to be 5.92 B.M. at 300 K. Cyclic voltammetry shows Mn(III)/Mn(II) couple at 0.9 V and imine reductions at −0.68 and at −1.3 V.     

Synthesis and Crystal Structure of a Fe(III) Complex with an Isonicotinyl Hydrazone Ligand, [Fe(N-Isonicotinamidosalicylaldimine)Cl<Subscript>2</Subscript>]

Abstract  

A new complex [Fe(N-isonicotinamidosalicylaldimine)Cl₂] has been synthesized by template reaction at room temperature and structurally characterized by X-ray single-crystal analysis. The complex crystallizes in triclinic crystal system, Pī space group, a = 7.273(6) ?, b = 10.015(8) ?, c = 10.479(8) ?, α = 71.067(10)°, β = 89.964(11)°, γ = 75.528(10)°, V = 696.4(9) ?³ and Z = 2. The coordination geometry around the Fe(III) ion is a distorted trigonal bipyramid with a O₂N₁Cl₂ donor set. In the crystal structure, N–H···Cl, C–H···O and C–H···Cl hydrogen bonds and π···π stacking interactions involving aromatic and unclosed π-systems link the molecules to form supramolecular double layers.     

Synthesis and Crystal Structure of a New Dinuclear Holmium(III) Complex with a Bulky Anthracene-Based Carboxylate Ligand

Abstract  

The reaction of Ho(NO₃)₃ with the bulky anthracene-9-carboxylic acid (HL) and 1,10-phenanthroline (phen) in the presence of 2,6-dimethylpyridine afforded a dinuclear Ho^III complex [Ho₂(L)₆(phen)₂] (1) (L = anthracene-9-carboxylate), which was characterized by elemental analysis and single-crystal X-ray diffraction analysis (triclinic system, space group Pī, with a = 12.4994(3), b = 13.3556(3), c = 14.9751(3) ?, α = 110.7630(1), β = 103.0680(1), γ = 106.8530(1)°, V = 2080.59(9) ?³, and Z = 1). Complex 1 has a centrosymmetric binuclear cage structure in which two Ho^III atoms are both nine-coordinated and bridged by four bulky anthracnene-9-carboxylate (L) ligands with a non-bonding Ho∙∙∙Ho separation of 3.9076 (2) ?. The anthracene-9-carboxylate groups coordinate each Ho^III atom in three different ways. The adjacent discrete dinuclear subunits are arranged into a one-dimensional (1D) chain along the [111] direction by intermolecular π···π stacking interactions, with the centroid–centroid separation of 3.724(2) ?.     

Crystal and Molecular Structure Analysis of 2-Methylimidazole

Abstract  

The crystal structure of the title compound, C₄H₆N₂, has been determined using X-ray diffraction at 100 K. The crystal of 2-methylimidazole is in orthorhombic crystal system with space group P2₁2₁2₁ (Z = 4), lattice parameters: a = 5.9957(12) ?, b = 8.1574(16) ? and c = 9.7010(19) ?, V = 474.47(16) ?. The molecule of 2-methylimidazole is approximately planar. The maximum deviation from the least-squares imidazole plane, calculated for all non-H atoms is 0.006(2) ?. N–H···N hydrogen bonds link the molecules together, forming infinite chains of hydrogen bond pattern C(4) defined by the graph-set analysis. Two chains, which are almost antiparallel to each other, pass through each unit cell. The dihedral angle between the mean planes of molecules forming these intersecting chains is 76.90(4)°. No evidence was found for disorder of the hydrogen-bonding proton between the atoms N1 and N3. The significance of this study lies in the analysis of the interactions occurring via hydrogen bonds in this structure, as well as, in the comparison drawn between the molecular structure of 2-methylimidazole and those of several of other imidazole derivatives possessing a hydrogen atom in the N1 position.     

1-Phenyldiazenyl-8-Phenylhydrazononaphthalene-7(8H)-One-2-ol: Co-Existence of Azo-Hydroxy and Hydrazo-Keto Forms

Abstract  

The compound crystallizes in the triclinic P[`1] P\bar{1} space group and unit cell dimensions of a = 8.158 ?, b = 12.490 ?, c = 17.129 ?; α = 93.24°, β = 94.72°, γ = 97.61° and Z = 4. The structure was solved by direct methods and refined to an R1 value of 0.0890 on 2,278 observed reflections. There are two molecules in the asymmetric residue unit of the compound. In the title compound C₂₂H₁₆N₄O₂, two diazene groups at C1 and C8 and two hydroxy groups at C2 and C7 bring into play a unique azo-hydrazo equilibrium in which azo-hydroxy and hydrazo-keto forms co-exist in the molecule. The hydrazone H atom and the keto O atom are linked by an intramolecular N–H···O hydrogen bond on the other hand the hydroxy H atom and the azo N atom are linked by two intramolecular O–H···N hydrogen bonds.     

Synthesis,Crystal Structure and Hydrogen-Bonding Patterns in (RS)-1-Carbamoyl Pyrrolidine-2-Carboxylic Acid

Abstract  

The title compound, N-carbamoyl-dl-proline, C₆H₁₀N₂O₃, crystallizes in the triclinic P-1 space group with unit cell parameters a = 7.610 (4) Å, b = 9.259 (5) Å, c = 11.749 (7) Å, α = 110.294 (11)°, β = 101.304 (13)°, γ = 91.391 (16)°, with two crystallographically independent molecules in the asymmetric unit. The ureido and carboxyl groups are equatorial and axial to the pyrrolidine rings, respectively. The pyrrolidine rings adopt envelope and twisted conformations in the residue A and B, respectively. The molecules are joined by N–H···O and O–H···O hydrogen bonds into cyclic structures with graph set R ₂²(8), forming infinite chains parallel to the cb plane with graph set C ₂²(14), that are further connected via N–H···O hydrogen bonds into a three-dimensional network.     

Hydrogen Bonded Supramolecular Assembly in N6-Benzyladeninium Nitrate and N6-Benzyladeninium 3-Hydroxy Picolinate: A Synthetic Cytokinin

Abstract  

N ⁶-benzyladeninium nitrate, (1), C₁₂H₁₂N₅ ⁺ NO₃ ⁻ crystallizes in P2 ₁/c, with a = 15.0035(13), b = 5.3788(5), c = 16.8954(13) ?, β = 107.331(6)°, Z = 4 and N ⁶-benzyladeninium 3-hydroxy picolinate, (2), C₁₂H₁₂N₅ ⁺ C₆H₄NO₃ ⁻, crystallizes in P1, with a = 8.3017(4), b = 14.6170(7), c = 14.7909 (8) ?, α = 78.801 (4), β = 81.979 (4),γ = 88.849 (4)°, Z = 4. In both the salts, the cation exists as N(7)H tautomer with protonation at the N₃ atom. The dihedral angle of 76.64 (16)° for (1), 67.91(12)° for (cation A) and 68.27 (13)° for (cation B) in (2), between the adenine plane and phenyl ring plane, the distal orientation of the N6 substituent with respect to the imidazole ring and the free N1 position, make these benzyladeninium cations meet all the requirements necessary for cytokinin activity. The crystal structures are stabilized by N–H···N, N–H···O, C–H···O hydrogen bonds and C–H···π stacking interaction between symmetry related benzyladenine molecule.     

One Porous Supramolecular Complex Assembled from Ionic and Neutral Hydrogen-bonds of N–H···O and C–H···O

Abstract  

The imidazolyl derived complex N,N′-butylenebis(imidazole):(oxalic acid)_0.5 was prepared and structurally characterized by X-ray crystallography. The title compound crystallizes in the triclinic, space group P-1, with a = 4.4373(9) ?, b = 12.882(3) ?, c = 15.319(3) ?, α = 99.91(3)°, β = 94.53(3)°, γ = 98.72(3)°, V = 847.7(3) ?³, Z = 2. Two N,N′-butylenebis(imidazole) and two oxalic acid molecules form an annulus via intermolecular hydrogen bonds, with internal dimensions of about 7.1 × 11.1 ?. Neighboring annuluses were connected by N–H···O and C–H···O interactions to form 1D double chain structure. Adjacent double chains stacked just above each other along the a-axis direction, this arrangement of the double chains leads the extended supramolecular architecture to show a three-dimensional porous network.     

Synthesis and Crystal Structure of Charge Transfer Complex (CTC) of 2-Aminobenzothiazole with Its Schiff Base

Abstract  

A novel charge transfer complex (CTC), C₁₄H₁₀N₂OS·C₇H₆N₂S was synthesized by the reaction of 2-aminobenzothiazole (ABT) with its derivative Schiff base (2-((benzo[d]thiazol-2-ylimino) methyl) phenol is abbreviated as BYMBP) in THF. This complex was characterized by ¹HNMR, ¹³CNMR, IR and UV–vis. Crystal structure of the complex has been determined by X-ray diffraction. The crystal is triclinic, space group P-1 with the unit cell parameters a = 9.7732(5), b = 9.9936(4), c = 11.0193(7) ? and α = 71.901(9), β = 78.686(10), γ = 70.397(9)°, Z = 2, R = 0.0499. wR ₂ = 0.1190. The structure of the title complex was fully optimized at the RB3LYP/6-311++g(d,p) level of theory and CTC’s π–π stacking interaction, bond lengths (?) and angles (°) were calculated.     

Synthesis,Characterization and Antibacterial Activity of <Emphasis Type="Italic">N</Emphasis>-(<Emphasis Type="Italic">N</Emphasis>-Acetic Acid-yl-Phthalimide-5-yl) Maleamic Acid Dihydrate

Abstract  

The compound N-(N-acetic acid-yl-phthalimide-5-yl) maleamic acid (C₁₄H₁₀N₂O₇, M _r  = 318) was synthesized and its structure was characterized by elemental analysis, ¹H NMR and IR spectra. The single crystal of the title compound (C₁₄H₁₄N₂O₉, M _r  = 354.27) was cultured and its structure was determined by single crystal X-ray diffraction. The crystal belongs to monoclinic system, space group P21/c with a = 14.3859(19), b = 12.5835(18), c = 8.6934(15) ?, β = 102.824(2)°, V = 1534.5(4) ?³, Z = 4, D _c  = 1.534 g cm⁻³, μ(Mo Kα) = 0.131 mm⁻¹, F(000) = 736. The final refinement gave R = 0.0652, wR(F ²) = 0.1239 for 2,703 observed reflections with I > 2σ(I). X-ray diffraction analysis reveals that the asymmetric unit of the title compound contains one N-(N-acetic acid-yl-phthalimide-5-yl) maleamic acid molecule and two water molecules. One of the two water molecules is disordered. The phthalimide group is essentially planar. The crystal structure of the title compound is stabilized by N–H…O and O–H…O hydrogen bonds interactions. The compound N-(N-acetic acid-yl-phthalimide-5-yl) maleamic acid possesses moderate antibacterial activity.