scholarly journals Polymorphism of 2-(5-benzyl-6-oxo-3-phenyl-1,6-dihydropyridazin-1-yl)acetic acid with two monoclinic modifications: crystal structures and Hirshfeld surface analyses

2020 ◽  
Vol 76 (3) ◽  
pp. 432-437
Author(s):  
Said Daoui ◽  
Cemile Baydere ◽  
Tarik Chelfi ◽  
Fouad El Kalai ◽  
Necmi Dege ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Acetic Acid ◽  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Hirshfeld Surface ◽  
Two Dimensional ◽  
Asymmetric Unit ◽  
Monoclinic System ◽  
Compound C ◽  
Ring Motif

Two polymorphs of the title compound, C19H16N2O3, were obtained from ethanolic (polymorph I) and methanolic solutions (polymorph II), respectively. Both polymorphs crystallize in the monoclinic system with four formula units per cell and a complete molecule in the asymmetric unit. The main difference between the molecules of (I) and (II) is the reversed position of the hydroxy group of the carboxylic function. All other conformational features are found to be similar in the two molecules. The different orientation of the OH group results in different hydrogen-bonding schemes in the crystal structures of (I) and (II). Whereas in (I) intermolecular O—H...O hydrogen bonds with the pyridazinone carbonyl O atom as acceptor generate chains with a C(7) motif extending parallel to the b-axis direction, in the crystal of (II) pairs of inversion-related O—H...O hydrogen bonds with an R 2 2(8) ring motif between two carboxylic functions are found. The intermolecular interactions in both crystal structures were analysed using Hirshfeld surface analysis and two-dimensional fingerprint plots.

scholarly journals N-(4-Acetylphenyl)-N′-(4-fluorophenyl)urea

IUCrData ◽  
2018 ◽  
Vol 3 (4) ◽  
Author(s):  
Ísmail Çelik ◽  
Zeliha Atioğlu ◽  
Gamze Ordu ◽  
Hayrettin Gezegen ◽  
Mehmet Akkurt
Keyword(s):  
Hydrogen Bonds ◽  
Dihedral Angle ◽  
Intermolecular Interactions ◽  
Title Compound ◽  
Hirshfeld Surface ◽  
Two Dimensional ◽  
Surface Studies ◽  
Compound C ◽  
Dimensional Network ◽  
Ring Motif

In the title compound, C15H13FN2O2, the fluorophenyl and 4-acetylphenyl rings are twisted from each other by a dihedral angle of 11.6 (2)°. In the crystal, molecules are packed into layers parallel to (010). Each layer contains the molecules linked by a pair of strong N—H...O hydrogen bonds, with an R 2 2(14) ring motif, while strong C—H...F hydrogen bonds forming R 4 2(26) ring motifs connect molecules into a two-dimensional network. The intermolecular interactions have been investigated using Hirshfeld surface studies and two-dimensional fingerprint plots.

N-(7-Dimethoxymethyl-4-oxo-3,4-dihydropteridin-2-yl)-2,2-dimethylpropionamide monohydrate

2007 ◽  
Vol 63 (11) ◽  
pp. o4249-o4250
Author(s):  
Hoong-Kun Fun ◽  
Shyamaprosad Goswami ◽  
Annada C. Maity ◽  
Sibaprasad Maity ◽  
Suchada Chantrapromma
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Ring System ◽  
Water Molecules ◽  
Two Dimensional ◽  
Compound C ◽  
The Mean ◽  
Intramolecular Hydrogen ◽  
Ring Motif

In the title compound, C14H19N5O4·H2O, the 3,4-dihydropteridine ring system deviates sigificantly from planarity, the dihedral angle between the mean planes of the two rings being 3.93 (9)°. Intramolecular N—H...O hydrogen bonding generates an S(6) ring motif. The water molecule forms O—H...O and O—H...N intramolecular hydrogen bonds with the substituted pteridine molecule. In the crystal structure, the substituted pteridine molecules are linked by N—H...N hydrogen bonds into chains running along the c direction. These chains are further connected to the water molecules by N—H...O, O—H...O and O—H...N hydrogen bonds to form two-dimensional networks parallel to the bc plane. The crystal structure is stabilized by intra- and intermolecular N—H...O, N—H...N, O—H...O and O—H...N hydrogen bonds, together with weak C—H...O and C—H...N intra- and intermolecular interactions. C—H...π interactions are also observed.

scholarly journals 2-[(E)-1,1-Dioxo-2-(2,4,5-trifluorobenzyl)-3,4-dihydro-2H-1,2-benzothiazin-4-ylidene]acetic acid

2014 ◽  
Vol 70 (7) ◽  
pp. o775-o775
Author(s):  
Shaojuan Zhu ◽  
Shagufta Parveen ◽  
Changjin Zhu
Keyword(s):  
Hydrogen Bonding ◽  
Acetic Acid ◽  
Carboxylic Acid ◽  
Hydrogen Bonds ◽  
Chair Conformation ◽  
Asymmetric Unit ◽  
Compound C ◽  
Benzene Rings ◽  
Thiazine Ring ◽  
Graph Set

In the asymmetric unit of the title compound, C17H12F3NO4S, there are two conformationally similar molecules in which the heterocyclic thiazine ring adopts a half-chair conformation, with the dihedral angle between the two benzene rings being 24.84 (8) and 37.42 (8)°. In the crystal, the molecules form dimers through cyclic carboxylic acid O—H...O hydrogen-bonding associations [graph setR22(8)] and are extended into chains along [101] through weak C—H...Osulfinylhydrogen bonds [graph setR22(14)]..

scholarly journals Two dialkylammonium salts of 2-amino-4-nitrobenzoic acid: crystal structures and Hirshfeld surface analysis

2016 ◽  
Vol 72 (12) ◽  
pp. 1691-1699 ◽  
Author(s):  
James L. Wardell ◽  
Mukesh M. Jotani ◽  
Edward R. T. Tiekink
Keyword(s):  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Surface Analysis ◽  
Hirshfeld Surface ◽  
Hirshfeld Surface Analysis ◽  
Dihedral Angles ◽  
Asymmetric Unit ◽  
Nitrobenzoic Acid ◽  
Ammonium N

The crystal structures of two ammonium salts of 2-amino-4-nitrobenzoic acid are described, namely dimethylazanium 2-amino-4-nitrobenzoate, C2H8N+·C7H5N2O4−, (I), and dibutylazanium 2-amino-4-nitrobenzoate, C8H20N+·C7H5N2O4−, (II). The asymmetric unit of (I) comprises a single cation and a single anion. In the anion, small twists are noted for the carboxylate and nitro groups from the ring to which they are connected, as indicated by the dihedral angles of 11.45 (13) and 3.71 (15)°, respectively; the dihedral angle between the substituents is 7.9 (2)°. The asymmetric unit of (II) comprises two independent pairs of cations and anions. In the cations, different conformations are noted in the side chains in that three chains have an all-trans[(+)-antiperiplanar] conformation, while one has a distinctive kink resulting in a (+)-synclinal conformation. The anions, again, exhibit twists with the dihedral angles between the carboxylate and nitro groups and the ring being 12.73 (6) and 4.30 (10)°, respectively, for the first anion and 8.1 (4) and 12.6 (3)°, respectively, for the second. The difference between anions in (I) and (II) is that in the anions of (II), the terminal groups are conrotatory, forming dihedral angles of 17.02 (8) and 19.0 (5)°, respectively. In each independent anion of (I) and (II), an intramolecular amino-N—H...O(carboxylate) hydrogen bond is formed. In the crystal of (I), anions are linked into a jagged supramolecular chain by charge-assisted amine-N—H...O(carboxylate) hydrogen bonds and these are connected into layersviacharge-assisted ammonium-N—H...O(carboxylate) hydrogen bonds. The resulting layers stack along theaaxis, being connected by nitro-N—O...π(arene) and methyl-C—H...O(nitro) interactions. In the crystal of (II), the anions are connected into four-ion aggregates by charge-assisted amino-N—H...O(carboxylate) hydrogen bonding. The formation of ammonium-N—H...O(carboxylate) hydrogen bonds, involving all ammonium-N—H and carboxylate O atoms leads to a three-dimensional architecture; additional C—H...O(nitro) interactions contribute to the packing. The Hirshfeld surface analysis confirms the importance of the hydrogen bonding in both crystal structures. Indeed, O...H/H...O interactions contribute nearly 50% to the entire Hirshfeld surface in (I).

Concomitant polymorphism in an organometallic ruthenium(II) complex with an N,N′-donor ligand

2018 ◽  
Vol 74 (6) ◽  
pp. 683-689 ◽  
Author(s):  
Katja Traven ◽  
Iztok Turel ◽  
Julia Koziskova ◽  
Lukáč Bučinský ◽  
Jozef Kožíšek
Keyword(s):  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Intermolecular Interactions ◽  
Hirshfeld Surface ◽  
Two Dimensional ◽  
Asymmetric Unit ◽  
Melting Points ◽  
Donor Ligand ◽  
Weak Intermolecular Interactions ◽  
The Difference

The simultaneous crystallization of different polymorphs, i.e. concomitant polymorphism, is a phenomenon which, when properly recognized and studied, can provide useful information for a variety of disciplines. It is rare for ruthenium complexes, although it has been observed. In the synthesis of the ruthenium(II) complex chlorido(η6-p-cymene)(dimethyl 2,2′-bypyridine-4,5-dicarboxylate-κ2 N,N′)ruthenium(II) hexafluoridophosphate, [RuCl(C10H14)(C14H12N2O4)]PF6, concomitant polymorphs were crystallized under the same conditions. The colour of both crystals was orange, but the shapes, as well as the orientation of the p-cymene and methoxycarbonyl groups, were different. The crystal structures of both isomers show approximately the same bond lengths. In the asymmetric unit, there is one cation and one anion. Due to the absence of strong hydrogen bonds, only weak intermolecular interactions were observed. The Hirshfeld surface and two-dimensional fingerprint plots of both isomers satisfactorily explain the difference in the melting points.

scholarly journals 2-(6-Methyl-1-benzofuran-3-yl)acetic acid

IUCrData ◽  
2016 ◽  
Vol 1 (9) ◽  
Author(s):  
N. Ramprasad ◽  
K. V. Arjuna Gowda ◽  
Ramakrishna Gowda ◽  
Mahantesha Basanagouda ◽  
K. S. Kantharaj ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Hydrogen Bonds ◽  
Title Compound ◽  
Asymmetric Unit ◽  
Hydrogen Atoms ◽  
Π Interactions ◽  
Compound C ◽  
Independent Molecules ◽  
Ring Motif

The asymmetric unit of the title compound, C11H10O3, contains two crystallographically independent molecules (AandB) with nearly matching conformations. Both molecules are almost planar [r.m.s. overlay fit for the non-hydrogen atoms = 0.011 (1) Å] and in each molecule there is a short intramolecular C—H...O contact. In both molecules, the OH group of the acetic acid residue occupies a position approximately antiperiplanar to the C atom of the heterocycle. In the crystal, the two molecules are linked by a pair of O—H...O hydrogen bonds, enclosing anR22(8) ring motif and forming anA–Bdimer. The dimers are linked by C—H...π interactions, forming columns along the [010] direction.

scholarly journals Crystal structure and Hirshfeld surface analysis of 4-{2,2-dichloro-1-[(E)-(4-chlorophenyl)diazenyl]ethenyl}-N,N-dimethylaniline

2020 ◽  
Vol 76 (7) ◽  
pp. 1033-1037
Author(s):  
Zeliha Atioğlu ◽  
Mehmet Akkurt ◽  
Namiq Q. Shikhaliyev ◽  
Sevinc H. Mukhtarova ◽  
Gulnar T. Suleymanova ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Surface Analysis ◽  
Crystal Packing ◽  
Hirshfeld Surface ◽  
Hirshfeld Surface Analysis ◽  
Two Dimensional ◽  
Asymmetric Unit ◽  
Similar Shape ◽  
Compound C

The title compound, C16H14Cl3N3, comprises three molecules of similar shape in the asymmetric unit. The crystal cohesion is ensured by intermolecular C—H...N and C—H...Cl hydrogen bonds in addition to C—Cl...π interactions. Hirshfeld surface analysis and two-dimensional fingerprint plots reveal that Cl...H/H...Cl (33.6%), H...H (27.9%) and C...H/H...C (17.6%) are the most important contributors towards the crystal packing.

scholarly journals Crystal structure and Hirshfeld surface analysis of (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(2,4-difluorophenyl)prop-2-en-1-one]

2017 ◽  
Vol 73 (12) ◽  
pp. 1812-1816
Author(s):  
Huey Chong Kwong ◽  
Aijia Sim ◽  
C. S. Chidan Kumar ◽  
Li Yee Then ◽  
Yip-Foo Win ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Title Compound ◽  
Three Dimensional ◽  
Hirshfeld Surface ◽  
Inversion Symmetry ◽  
Two Dimensional ◽  
Asymmetric Unit ◽  
Compound C ◽  
Dimensional Network

The asymmetric unit of the title compound, C24H14F4O2, comprises of one and a half molecules; the half-molecule is completed by crystallographic inversion symmetry. In the crystal, molecules are linked into a three-dimensional network by C—H...F and C—H...O hydrogen bonds. Some of the C—H...F links are unusually short (< 2.20 Å). Hirshfeld surface analyses (dnormsurfaces and two-dimensional fingerprint plots) for the title compound are presented and discussed.

Ethylammonium saccharinate

2006 ◽  
Vol 62 (5) ◽  
pp. o1800-o1801
Author(s):  
Zi-Liang Wang ◽  
Lin-Heng Wei ◽  
Ming-Xue Li ◽  
Jing-Ping Wang
Keyword(s):  
Hydrogen Bonds ◽  
Title Compound ◽  
Crystal Packing ◽  
Two Dimensional ◽  
Asymmetric Unit ◽  
Framework Structure ◽  
Compound C

The asymmetric unit of the title compound, C2H8N+·C7H4NO3S−, contains a saccharinate anion and a protonated ethylamine cation. Intermolecular N—H...O hydrogen bonds link these ions into a two-dimensional framework structure. The crystal packing is further stabilized by weak intermolecular C—H...O hydrogen bonds

scholarly journals Crystal structure and Hirshfeld surface analysis of ethyl (E)-4-[(4-hydroxy-3-methoxy-5-nitrobenzylidene)amino]benzoate

2018 ◽  
Vol 74 (8) ◽  
pp. 1079-1082
Author(s):  
Antony Samy Victoria ◽  
Palaniyappan Sivajeyanthi ◽  
Natarajan Elangovan ◽  
Kasthuri Balasubramani ◽  
Thathan Kolochi ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Surface Analysis ◽  
Hirshfeld Surface ◽  
Hirshfeld Surface Analysis ◽  
Compound C ◽  
High Propensity ◽  
Benzene Rings ◽  
Schiff Base Compound ◽  
Ring Motif ◽  
Base Compound

The title Schiff base compound, C17H16N2O6, has an E configuration with respect to the C=N bond, with a dihedral angle between the two benzene rings of 31.90 (12)°. There is an intramolecular O—H...Onitro hydrogen bond present forming an S(6) ring motif. In the crystal, molecules are linked by pairs of O—H...O hydrogen bonds, forming inversion dimers enclosing an R 2 2(4) ring motif. The dimers are linked about an inversion centre by pairs of C—H...O hydrogen bonds, which enclose R 2 2(22) loops, forming chains propagating along the [10\overline{3}] direction. Hirshfeld surface analysis and fingerprint plots show enrichment ratios for the H...H, O...H and C...H contacts, indicating a high propensity of such interactions in the crystal. Both the nitro group and the CH3–CH2–O– group are positionally disordered.

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