Using halogen⋯halogen interactions or C/N–H⋯Cl hydrogen bonding to direct crystal packing in tetrachlorophthalic acid with N-heterocyclic compounds

RSC Advances ◽  
2015 ◽  
Vol 5 (14) ◽  
pp. 10275-10289 ◽  
Author(s):  
Yanjing Hu ◽  
Zhiqiang Li ◽  
Yiran Zhao ◽  
Yu Yang ◽  
Faqian Liu ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Heterocyclic Compounds ◽  
Crystal Packing ◽  
Molecular Structures ◽  
Bonding Patterns

Hydrogen bonding patterns and halogen⋯halogen interactions, C/N–H⋯Cl hydrogen bonding in a series of multi-component molecular structures constructed by tetrachlorophthalic acid with N-heterocycles were discussed.

scholarly journals Hydrophobic dipeptides: the final piece in the puzzle

2018 ◽  
Vol 74 (3) ◽  
pp. 311-318 ◽  
Author(s):  
Carl Henrik Görbitz
Keyword(s):  
Crystal Structure ◽  
Amino Acids ◽  
Hydrogen Bonding ◽  
Crystal Packing ◽  
Peptide Conformations ◽  
Bonding Patterns

The crystal structure of L-valyl-L-leucine acetonitrile solvate presented here adds to 24 previously reported structures of dipeptides constructed from the five nonpolar amino acids L-alanine, L-valine, L-isoleucine, L-leucine and L-phenylalanine. It thus constitutes the final piece in the 5 × 5 puzzle of hydrophobic dipeptide structures. This opportunity is taken to review the crystal packing arrangements and hydrogen-bonding preferences of a rather unique group of substances, with updated information on the various hydrogen-bonding patterns and the associated peptide conformations.

Hydrogen-bonding patterns in 4-[(5-methylisoxazol-3-yl)aminosulfonyl]anilinium chloride

2007 ◽  
Vol 63 (11) ◽  
pp. o4312-o4313 ◽  
Author(s):  
Annamalai Subashini ◽  
Packianathan Thomas Muthiah ◽  
Gabriele Bocelli ◽  
Andrea Cantoni
Keyword(s):  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Benzene Ring ◽  
Title Compound ◽  
Crystal Packing ◽  
Tetrahedral Geometry ◽  
Compound C ◽  
Bonding Patterns

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.

scholarly journals Substituent Effects in the Crystal Packing of Derivatives of 4′-Phenyl-2,2′:6′,2″-Terpyridine

Crystals ◽  
2019 ◽  
Vol 9 (2) ◽  
pp. 110 ◽  
Author(s):  
Y. Klein ◽  
Alessandro Prescimone ◽  
Mariia Karpacheva ◽  
Edwin Constable ◽  
Catherine Housecroft
Keyword(s):  
Hydrogen Bonding ◽  
Crystal Packing ◽  
Substituent Effects ◽  
Molecular Structures ◽  
Solution Nmr ◽  
X Ray Diffraction ◽  
Aromatic Rings ◽  
Face To Face ◽  
Π Stacking ◽  
Derivatives Of

We report the preparation of a series of new 4′-substituted 2,2′:6′,2″-terpyridines: 4′-(3,5-dimethylphenyl)-2,2′:6′,2″-terpyridine (2), 4′-(3-fluoro-5-methylphenyl)-2,2′:6′,2″-terpyridine (3), 4′-(3,5-difluorophenyl)-2,2′:6′,2″-terpyridine (4), and 4′-(3,5- bis(trifluoromethyl)phenyl)-2,2′:6′,2″-terpyridine (5). The compounds have been characterized by mass spectrometry, solid-state IR spectroscopy and solution NMR and absorption spectroscopies. The single-crystal X-ray diffraction structures of 3, 5 and 6·EtOH (6 = 4′-(3,5-bis(tert-butyl)phenyl)-2,2′:6′,2″-terpyridine) have been elucidated. The molecular structures of the compounds are unexceptional. Since 3 and 5 crystallize without lattice solvent, we are able to understand the influence of introducing substituents in the 4′-phenyl ring and compare the packing in the structures with that of the previously reported 4′-phenyl-2,2′:6′,2″-terpyridine (1). On going from 1 to 3, face-to-face π-stacking of pairs of 3-fluoro-5-methylphenyl rings contributes to a change in packing from a herringbone assembly in 1 with no ring π-stacking to a layer-like packing. The latter arises through a combination of π-stacking of aromatic rings and N…H–C hydrogen bonding. On going from 3 to 5, N…H–C and F…H–C hydrogen-bonding is dominant, supplemented by π-stacking interactions between pairs of pyridine rings. A comparison of the packing of molecules of 6 with that in 1, 3 and 5 is difficult because of the incorporation of solvent in 6·EtOH.

Crystal structures of dihydroquercetin 3-acetate and dihydroquercetin 3,3'4',7-tetraacetate: hydrogen bonding in 5-hydroxyflavanones

1999 ◽  
Vol 77 (8) ◽  
pp. 1436-1443 ◽  
Author(s):  
Eberhard Kiehlmann ◽  
Kumar Biradha ◽  
Konstantin V Domasevitch ◽  
Michael J Zaworotko
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonding ◽  
Single Crystal ◽  
Crystal Structures ◽  
Crystal Packing ◽  
Heterocyclic Ring ◽  
Molecular Structures ◽  
Crystal Data ◽  
Aromatic Rings ◽  
X Ray

The molecular structures of dihydroquercetin 3-acetate 3 and dihydroquercetin 3,3',4',7-tetraacetate 4 were determined by single crystal X-ray analysis. Comparison of their crystal data with those of 16 known 5-hydroxyflavanones shows intramolecular O(5)-H···O(4)=C hydrogen bonding, preference for nearly perpendicular orientation of the two aromatic rings and preferred sofa conformation of the heterocyclic ring. The major stabilizing force in the crystal packing pattern of 3 is intermolecular hydrogen bonding.Key words: crystal structure, dihydroquercetin, flavanones, hydrogen bonding.

scholarly journals Crystal structures of three (trichloromethyl)(carbamoyl)disulfanes

2015 ◽  
Vol 71 (10) ◽  
pp. 1169-1173 ◽  
Author(s):  
Barbara L. Goldenberg ◽  
Victor G. Young Jr ◽  
George Barany
Keyword(s):  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Crystal Packing ◽  
Molecular Structures ◽  
Protecting Groups ◽  
Asymmetric Unit ◽  
Bond Lengths ◽  
Independent Molecules ◽  
Related Compounds

The present paper reports crystallographic studies on three related compounds that were of interest as precursors for synthetic and mechanistic work in organosulfur chemistry, as well as to model nitrogen-protecting groups: (N-methylcarbamoyl)(trichloromethyl)disulfane, C3H4Cl3NOS2, (1), (N-benzylcarbamoyl)(trichloromethyl)disulfane, C9H8Cl3NOS2, (2), and (N-methyl-N-phenylcarbamoyl)(trichloromethyl)disulfane, C9H8Cl3NOS2, (3). Their molecular structures, with similar bond lengths and angles for the CCl3SS(C=O)N moieties, are confirmed. Compounds (1) and (3) both crystallized with two independent molecules in the asymmetric unit. Classical hydrogen bonding, as well as chlorine-dense regions, are evident in the crystal packing for (1) and (2). In the crystal of (1), molecules are linkedviaN—H...O hydrogen bonds forming chains along [110], which are linked by short Cl...Cl and S...O contacts forming sheets parallel to (001). In the crystal of (2), molecules are linkedviaN—H...O hydrogen bonds forming chains along [001], which in turn are linked by pairs of short O...Cl contacts forming ribbons along thec-axis direction. In the crystal of (3), there are no classical hydrogen bonds present and the chlorine-dense regions observed in (1) and (2) are lacking.

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