The crystal structure of N,N′-(4,4′-oxydibenzyl)-bisisonicotinamide 3.5 hydrate, C24H24N4O6 (original) (raw)
Related papers
Acta crystallographica. Section E, Crystallographic communications, 2024
The asymmetric unit of the title compound, C 25 H 18 N 6 •H 2 O, comproses two molecules (I and II), together with a water molecule. The terminal phenyl groups attached to the methyl groups of the molecules I and II do not overlap completely, but are approximately perpendicular. In the crystal, the molecules are connected by N-H� � �N, C-H� � �N, O-H� � �N and N-H� � �O hydrogen bonds with each other directly and through water molecules, forming layers parallel to the (001) plane. C-H� � �� interactions between these layers ensure the cohesion of the crystal structure. A Hirshfeld surface analysis indicates that H� � �H (39.1% for molecule I; 40.0% for molecule II), C� � �H/H� � �C (26.6% for molecule I and 25.8% for molecule II) and N� � �H/H� � �N (24.3% for molecules I and II) interactions are the most important contributors to the crystal packing. 2. Structural commentary Fig. 2 shows two molecules (I without suffix and II with suffix A), which together with a water molecule form the asymmetric unit. An overlay fit of inverted molecule II on molecule I is shown in Fig. 3, the weighted r.m.s. fit of the 31 non-H atoms being 0.510 Å and showing the major differences to be in the terminal phenyl groups (C20-C25 and C20A-C25A) attached to the methyl groups of the molecules I and II. In I, the phenyl rings (C14-C19 and C20-C25) form a dihedral angle of 45.39 (11) � with each other, while they subtend angles of 80.43 (10) and 57.35 (10) � , respectively, with the pyridine ring (N1/C2-C6). In II, the phenyl rings (C14A-C19A and C20A-C25A) form a dihedral angle of 87.88 (11) � with each other, while they subtend angles of 76.94 (11) and 62.05 (10) � , respectively, with the pyridine ring (N1A/C2A-C6A). In I, the C6-C9-C10-C14, C6-C9-C10-C11, C9-C10-C11-C12 and C10-C11-C12-C20 torsion angles are 177.30 (18), À 11.2 (3), 153.8 (2) and 174.73 (19) � , respectively. In II, the corresponding C6A-C9A-C10A-C14A, C6A-C9A-C10A-C11A, C9A-C10A-C11A-C12A and C10A-C11A-C12A-C20A torsion angles have approximately the same values, viz. 172.10 (19), À 15.5 (3), 153.0 (2) and 173.0 (2) � , respectively. Bond lengths and angles in the molecules of the title compound are comparable with those of closely related structures detailed in the Database survey (section 4). 3. Supramolecular features and Hirshfeld surface analysis In the crystal, the molecules are connected by N-H� � �N and C-H� � �N and O-H� � �N and N-H� � �O hydrogen bonds with each other directly and through water molecules, forming research communications 496 Mamedov et al.
Journal of Coordination Chemistry
The co-crystal 2,6-naphthalenedicarboxylic acid (2,6-NDCA) and 4,4 0-bipyridine (4,4 0-bipy) I and metal (Li þ) complex of 2,6-NDCA with 4,4 0-bipy i.e. f[Li(2,6-NDC) 0.5 .(H 2 O) 2 ] n .4,4 0-bipyg II (2,6-NDC ¼ 2,6-naphthalenedicarboxyle) have been characterized by single crystal X-ray diffraction, IR spectra, elemental, and TGA analyses. The co-crystals are stabilized by strong H-bonding between acid-base units whereas the Li þ ion based mixed complex is stabilized by both coordination and H-bonding interactions. During investigation of strong or weak intermolecular interactions, X-ray diffraction analysis and Hirshfeld surface analysis gave rise to comparable results but in the Hirshfeld surface analysis, two-third times more close contacts were observed. Thermogravimetry shows that the complex is stable up to 200 C after the removal of coordinated water molecules. To get some insights in the chemical reactivity indices, the HOMO-LUMO gap, chemical potential, chemical hardness, and electrophilicity indices for both systems (in gas phase) have been analyzed on the basis of theoretical investigations along with their molecular electrostatic potential surfaces and the total electron density plots; I has been found to be more stable than II which appears to be because of the strong H-bonding interaction(s). The fingerprint plots demonstrate that these weak nonbonding interactions are important for stabilizing the crystal packing.
Ibotomba J. of Structural Chem -2013
A new monoclinic Cu(II) salt complex 6 6 2 (C H N) + [Cu(2,6-dipico) 2 ] 2-⋅6H 2 O, (2,6-dipico=pyridine-2,6dicarboxylic acid) is synthesized and characterised by CHN analyses, IR, UV-Vis, magnetic susceptibility measurements, and single crystal X-ray crystallography. The structure contains two pyridine-2,6dicarboxylate species as tridentate ligands with protonated aniline acting as a counter cation and six uncoordinated water molecules. The complex crystallizes in the monoclinic space group C2/c with unit cell parameters a = 20.9393(4) Å, b = 7.94330(10) Å, c = 19.9093(4) Å, V(Å 3) = 2932.32(9), Z = 4. Crystal packing is stabilized by N-H…O, O-H…O intermolecular hydrogen bonds and weak π…π interactions. The water molecules are trapped by a cooperative association of coordination interactions forming water clusters as well as by a hydrogen bond to the Cu (II) complex.
Crystal structure of aqua-2-(3-aminophenyl)-1,3,2-dioxaborole dihydrate, C 12H 12BNO 3 · 2H 2O
Zeitschrift fur Kristallographie - New Crystal Structures, 2010
C 12 H 16 BNO 5 ,triclinic, P1 (no. 2), a =7.898(1) Å, b =8.011(1) Å, c =10.541(2) Å, a =81.671(3)°, b =84.011(3)°, g =75.268(3)°, V =636.6 Å 3 , Z =2, R gt (F) =0.042, wR ref (F 2) =0.105, T =293 K. Source of material For the preparation of the compound, as olution of 3-aminophenylboronic acid monohydrate (0.250 g, 1.61 mmol) and catechol (0.177 g, 1.61 mmol) in 20 mL of asolvent mixture of methanol and benzene (1:4) was refluxed for 1hinthe presence of aD ean-Stark trap. Ap recipitate formed upon cooling was recrystallized from as olvent mixture of methanol, dichloromethane and water to give crystals suitable for X-ray diffraction analysis (m.p. 448 K). Experimental details Hatoms were positioned geometrically and constrained using the riding-model approximationw ith d(C-H aryl)=0 .93 Å and U iso (H aryl)=1 .2 U eq (C). Hydrogen atoms bonded to O(H3, H31A, H31B, H31C, H32A, H32B and H32C) and N(H1A, H1B and H1C) were located in difference Fourier maps. One of the two hydrogen atoms in each water molecule is disordered over two positions with an occupancy factor of 0.50 (H31B and H31C for O31; H32B and H32C for O32). The disorder arises from the presence of crystallographic inversion centers in the O31•••O31 and O32•••O32 H-bonds. As aconsequence disorder is observed also in the O31•••O32 hydrogen bonds. This is the only remaining site for disorder, since the remaining coordination sites in each water molecule are already involved in hydrogen-bonds with an occupancy of 1.0 (for O31: O3-H•••O31 and O31-H•••p;for O32: N1-H•••O32 and O32-H•••O1). The coordinates of the O-Hand N-Hh ydrogen atoms were refined with restraints: d(O-H) = 0.84(1) Å, d(N-H) =0.86(1) Å and U iso(H) =1.5 Ueq(O,N).
2020
In this work, the Schiff-base compound N,N΄-bis(2,4-dimethoxybenzylidene)-butane-1,4-diamine monohydrate ((2,4-MeO-ba)2bn/H2O) was prepared by the condensation reaction of 2,4-dimethoxybenazaldehyde with butane-1,4-diamine in methanol solution and crystallizes as the monohydrate. The crystal structure of (2,4-MeO-ba)2bn/H2O (1) was determined using the X-ray diffraction (XRD) analysis. The compound crystallized in the monoclinic space group C2/c, with a=14.7116 (10), b=15.7333 (9), c=10.2013 (6) A, β=112.704 (2)° and Z=4. There are one half-molecule and one half of a water molecule in the asymmetric unit, with the (2,4-MeO-ba)2bn molecule completed by inversion symmetry on the midpoint of the central C-C bond of the butane unit and the O atom of the water molecule situated on a twofold rotation axis. Within the imine functionality, the N-C bond lengths of 1.2643 (19) and 1.457 (2) A were double and single bonds, respectively. Hydrogen bonds of the type O-H∙∙∙N between the water mol...
Journal of Chemical Crystallography
Further study of the cyclization reactions of (S)-t-BuOCH 2 CONHCH(CH 2 OH)CONHN = Ar, derived from (l)-serine, has found that reaction with MeI/K 2 CO 3 in Me 2 CO produces (Z)-(S)-4-(tert-butylcarbonylamino)-2-(benzylidene)-5-oxopyrazolidin-2-ium-1-ide, 3. We now wish to report the crystal structure of the 2-methoxybenzylidene derivative, 3a. While the pyrazolyl ring in 3a exhibits an envelope shape, with the flap at C5, the displacement of C5 from the best plane through the ring, however, is only 0.053(5) Å. The dihedral angle between the phenyl and pyrazolyl rings is 12.14(16)°. The pyrazolyl ring has a betaine character with opposite charges on N1 and N2 atoms. The supramolecular arrangement is created from one classical N-H•••O and weaker C-H•••X (X = O, N) intermolecular hydrogen bonds, each of which generate chains of molecules. Combinations of the (i) C19-H19A•••O1 and C11-H11•••O2 hydrogen bonds generates sheets of molecules in the ab plane, containing R 4 4 (40) rings, (ii) C18-H18B•••O1 and C11-H11•••O2 hydrogen bonds produce a two molecule wide column, containing R 3 3 (26) rings, propagated in the ac plane and (iii) C19-H19A•••O1 and C15-H15A•••N2 hydrogen bonds generate a different two molecule wide column, containing R 3 3 (26) rings, propagated in the ab plane. The compound crystallises in the orthorhombic space group,
Zeitschrift Fur Kristallographie-new Crystal Structures, 1999
The Diels-Alder reaction of 2-azadienes with olefins bearing electron-withdrawing groups represents one of the most practical route to produce piperidine derivatives of a given substitution pattern and a predictable stereochemistry [ 1-10]. In a recent study aiming at developping an asymmetric catalytic version of these hetero Diels-Alder reactions, we have obtained enantiomerically pure title compound. The *H NMR spectrum did not allow to unambiguously assign the configuration of the imide group. Crystals were therefore submitted to X-ray diffraction analysis. The hydrogen of the water and of the 6-membered ring were localized by Fourier difference; the methyl and methylene H were calculated. All the hydrogen atoms were refined with a common isotropic temperature factor (Í7¡ S0 = 0.078 Â 2). One methyl group (C20) is highly agitated. Discussion The 6-membered ring has a different conformation in the two independent molecules. In the first one, it adopted a sofa conformation with ACs(ni) = 7.3° and in the second an half-chair AC2(nioi-cio2) = 1.6° [11] like inS-ethyl (35, AR, 55,65)-5-carbothioate-3,4-dimethyl-6-phenyltetrahydropyridin-2-(1H)-one [12]. The water molecule lying on the twofold axis is hydrogenbonded to the carbonyl oxygen 07 making a bridge between two molecules (0200-H-07, O O = 2.819(4) Λ, Η•••0 = 2.01(3) Â, 0-Η•••0= 164(1), 07: χ, jy, ζ and 2-χ, y, 1-ζ). In addition, a dimeric hydrogen bond is observed between N1 and 07 in each independent molecules (N1
Loading Preview
Sorry, preview is currently unavailable. You can download the paper by clicking the button above.
Related papers
Bis(benzyl-tri-methyl-ammonium) bis-[(4SR,12SR,18RS,26RS)-4,18,26-trihy-droxy-12-oxido-13,17-dioxahepta-cyclo-[14.10.0.0(3,14).0(4,12).0(6,11).0(18,26).0(19,24)]hexa-cosa-1,3(14),6,8,10,15,19,21,23-nona-ene-5,25-dione] sesquihydrate: dimeric structure formation via O-H-O negative charge-assi...
Acta crystallographica. Section E, Crystallographic communications, 2016