14 results on '"π–π contacts"'
Search Results
2. Crystal structures of two bis(iodomethyl)benzene derivatives: similarities and differences in the crystal packing
- Author
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C. John McAdam, Lyall R. Hanton, Stephen C. Moratti, and Jim Simpson
- Subjects
crystal structure ,bis(iodomethyl)benzene derivatives ,C—H...I hydrogen bonds ,C—H...π(ring) contacts ,π–π contacts ,I...I halogen bonds ,Crystallography ,QD901-999 - Abstract
The isomeric derivatives 1,2-bis(iodomethyl)benzene, (I), and 1,3-bis(iodomethyl)benzene (II), both C8H8I2, were prepared by metathesis from their dibromo analogues. The ortho-derivative, (I), lies about a crystallographic twofold axis that bisects the C—C bond between the two iodomethyl substituents. The packing in (I) relies solely on C—H...I hydrogen bonds supported by weak parallel slipped π–π stacking interactions [inter-centroid distance = 4.0569 (11) Å, inter-planar distance = 3.3789 (8) Å and slippage = 2.245 Å]. While C—H...I hydrogen bonds are also found in the packing of (II), type II, I...I halogen bonds [I...I = 3.8662 (2) Å] and C—H...π contacts feature prominently in stabilizing the three-dimensional structure.
- Published
- 2015
- Full Text
- View/download PDF
3. 2-(Pyridin-2-yl)-1,8-naphthyridine
- Author
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Ryosuke Abe, Tsugiko Takase, and Dai Oyama
- Subjects
crystal structure ,naphthyridine ,hydrogen bonding ,π–π contacts ,Crystallography ,QD901-999 - Abstract
The title compound, C13H9N3, has three symmetry-independent molecules in the asymmetric unit. The dihedral angles between the naphthyridine ring system and the pyridine group are in the range 3.927 (4)–7.362 (4)°. In the crystal, C—H...N interactions and aromatic π–π stacking [centroid–centroid distances = 3.5755 (7) and 3.6544 (7) Å] generate a three-dimensional network.
- Published
- 2017
- Full Text
- View/download PDF
4. Crystal structure of N-{4-[(6-chloropyridin-3-yl)methoxy]phenyl}-2,6-difluorobenzamide
- Author
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Ying Liang, Li-Qiao Shi, and Zi-Wen Yang
- Subjects
crystal structure ,amide derivative ,pyridine ,hydrogen bonding ,π–π contacts ,Crystallography ,QD901-999 - Abstract
In the title compound, C19H13ClF2N2O2, the conformation of the N—H bond in the amide segment is anti to the C=O bond. The molecule is not planar, with dihedral angles between the central benzene ring and the outer benzene and pyridyl rings of 73.35 (7) and 81.26 (6)°, respectively. A weak intramolecular C—H...O hydrogen bond occurs. In the crystal, N—H...N, C—H...O and C—H...F hydrogen bonds lead to the formation of dimers. The N—H...N inversion dimers are linked by π–π contacts between adjacent pyridine rings [centroid–centroid = 3.8541 (12) Å] and C—H...π interactions. These contacts combine to stack the molecules along the a axis.
- Published
- 2016
- Full Text
- View/download PDF
5. Crystal structure of high-spin tetraaquabis(2-chloropyrazine-κN4)iron(II) bis(4-methylbenzenesulfonate)
- Author
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Bohdan O. Golub, Sergii I. Shylin, Sebastian Dechert, Maria L. Malysheva, and Il`ya A. Gural`skiy
- Subjects
crystal structure ,iron(II) complex ,2-chloropyrazine ,hydrogen bonding ,π–π contacts ,Crystallography ,QD901-999 - Abstract
The title salt, [FeII(C4H3ClN2)2(H2O)4](C7H7O3S)2, contains a complex cation with point group symmetry 2/m. The high-spin FeII cation is hexacoordinated by four symmetry-related water and two N-bound 2-chloropyrazine molecules in a trans arrangement, forming a distorted FeN2O4 octahedron. The three-dimensional supramolecular structure is supported by intermolecular O—H...O hydrogen bonds between the complex cations and tosylate anions, and additional π–π interactions between benzene and pyrazine rings. The methyl H atoms of the tosylate anion are equally disordered over two positions.
- Published
- 2015
- Full Text
- View/download PDF
6. 4′-(3,4-Dimethoxyphenyl)-2,2′:6′,2′′-terpyridine
- Author
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Tsugiko Takase, Yuka Soga, and Dai Oyama
- Subjects
crystal structure ,terpyridine ,dimethoxyphenyl substituent ,hydrogen bonds ,π–π contacts ,Crystallography ,QD901-999 - Abstract
In the title compound, C23H19N3O2, the terpyridine unit has a dimethoxyphenyl substituent at the 4-position of the central pyridyl ring. The three pyridyl rings are in a transoid conformation with respect to the interannular C—C bonds. In addition, the pendant dimethoxyphenyl substituent is almost coplanar with the terpyridyl unit; the dihedral angle between the central pyridyl ring and the benzene ring is 7.14 (11)°, which is much smaller than that found in the structural isomer with a 2,5-dimethoxyphenyl substituent. The C—C and C—N bond lengths within the aromatic rings are normal. One of the terminal pyridyl rings is disordered over two sets of sites with an occupancy ratio of 0.744 (7):0.256 (7). The orientation of the two methoxy groups at the 3- and 4-positions is such that the methyl groups point away from each other in opposite directions. In the crystal structure, C–H...N hydrogen bonds form chains along b while C—H...O contacts form inversion dimers, creating double chains. These combine with C—H...π contacts and π...π interactions, with a centroid-centroid distance of 3.858 (4) Å, to stack molecules along the b-axis direction.
- Published
- 2016
- Full Text
- View/download PDF
7. 1-Methyl-5-nitro-3-phenyl-1H-indazole
- Author
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Mohammed Naas, Mohammed Benchidmi, El Mokhtar Essassi, Mohamed Saadi, and Lahcen El Ammari
- Subjects
crystal structure ,indazole ring ,hydrogen bonds ,π–π contacts ,Crystallography ,QD901-999 - Abstract
The title compound, C14H11N3O2, crystallizes with two molecules in the asymmetric unit. The indazole ring system and the nitro group are nearly coplanar, with the largest deviations from the mean plane being 0.070 (4) Å in one molecule and 0.022 (3) Å in the second. The dihedral angle between the mean plane through the phenyl ring and the mean plane of the indazole ring system is of 23.24 (18)° in the first molecule and 26.87 (18)° in the second. In the crystal, molecules are linked by two C—H...O hydrogen bonds, forming linear zigzag tapes running along the c-axis direction, and by π–π stacking of molecules along the b axis, generating a three-dimensional structure.
- Published
- 2016
- Full Text
- View/download PDF
8. Crystal structure of [1,1′-biphenyl]-2,2′-dicarbonitrile
- Author
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Gihaeng Kang, Tae Ho Kim, Youngeun Jeon, and Jineun Kim
- Subjects
crystal structure ,biphenyl ,π–π contacts ,Crystallography ,QD901-999 - Abstract
The complete molecule of the title compound, C14H8N2, is generated by a twofold rotation axis located at the midpoint of the biphenyl C—C bond. The dihedral angle between the symmetry-related phenyl rings is 46.16 (3)°. In the crystal, molecules are linked by slipped parallel π–π interactions [centroid–centroid distance = 3.9451 (7) Å, normal distance = 3.6293 (5) Å, slippage 1.547 Å], forming columns along the b-axis direction.
- Published
- 2015
- Full Text
- View/download PDF
9. Crystal structures of two bis(iodomethyl)benzene derivatives: similarities and differences in the crystal packing
- Author
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Stephen C. Moratti, Jim Simpson, Lyall R. Hanton, and C.J. McAdam
- Subjects
crystal structure ,Stereochemistry ,Stacking ,bis(iodomethyl)benzene derivatives ,bis(iodomethyl)benzene derivatives ,Crystal structure ,Metathesis ,I...I halogen bonds ,Research Communications ,Crystal ,I⋯I halogen bonds ,lcsh:Chemistry ,chemistry.chemical_compound ,C—H⋯I hydrogen bonds ,General Materials Science ,C—H⋯π(ring) contacts ,C—H...π(ring) contacts ,Benzene ,C—H...I hydrogen bonds ,Hydrogen bond ,General Chemistry ,Condensed Matter Physics ,Crystallography ,chemistry ,lcsh:QD1-999 ,Halogen ,Benzene derivatives ,π–π contacts - Abstract
The molecular and crystal structures of two isomeric bis(iodomethyl)benzene derivatives are reported. A comparison is made of the intermolecular contacts stabilizing the packing in the two closely related systems., The isomeric derivatives 1,2-bis(iodomethyl)benzene, (I), and 1,3-bis(iodomethyl)benzene (II), both C8H8I2, were prepared by metathesis from their dibromo analogues. The ortho-derivative, (I), lies about a crystallographic twofold axis that bisects the C—C bond between the two iodomethyl substituents. The packing in (I) relies solely on C—H⋯I hydrogen bonds supported by weak parallel slipped π–π stacking interactions [inter-centroid distance = 4.0569 (11) Å, inter-planar distance = 3.3789 (8) Å and slippage = 2.245 Å]. While C—H⋯I hydrogen bonds are also found in the packing of (II), type II, I⋯I halogen bonds [I⋯I = 3.8662 (2) Å] and C—H⋯π contacts feature prominently in stabilizing the three-dimensional structure.
- Published
- 2015
10. 2-(Pyridin-2-yl)-1,8-naphthyridine
- Author
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Dai Oyama, Tsugiko Takase, and Ryosuke Abe
- Subjects
crystal structure ,Hydrogen bond ,Stacking ,naphthyridine ,Crystal structure ,Dihedral angle ,010402 general chemistry ,010403 inorganic & nuclear chemistry ,Ring (chemistry) ,hydrogen bonding ,01 natural sciences ,0104 chemical sciences ,Crystal ,chemistry.chemical_compound ,Crystallography ,chemistry ,Pyridine ,lcsh:QD901-999 ,lcsh:Crystallography ,π–π contacts - Abstract
The title compound, C13H9N3, has three symmetry-independent molecules in the asymmetric unit. The dihedral angles between the naphthyridine ring system and the pyridine group are in the range 3.927 (4)–7.362 (4)°. In the crystal, C—H...N interactions and aromatic π–π stacking [centroid–centroid distances = 3.5755 (7) and 3.6544 (7) Å] generate a three-dimensional network.
- Published
- 2017
11. Crystal structure of N-{4-[(6-chloropyridin-3-yl)methoxy]phenyl}-2,6-difluorobenzamide
- Author
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Li-Qiao Shi, Ying Liang, and Zi-Wen Yang
- Subjects
pyridine ,crystal structure ,Stereochemistry ,Crystal structure ,Dihedral angle ,010402 general chemistry ,010403 inorganic & nuclear chemistry ,Ring (chemistry) ,01 natural sciences ,Research Communications ,Crystal ,lcsh:Chemistry ,chemistry.chemical_compound ,Amide ,amide derivative ,Pyridine ,General Materials Science ,Physics::Chemical Physics ,Benzene ,Quantitative Biology::Biomolecules ,Hydrogen bond ,General Chemistry ,Condensed Matter Physics ,hydrogen bonding ,0104 chemical sciences ,Crystallography ,chemistry ,lcsh:QD1-999 ,π–π contacts - Abstract
The molecular and crystal structure of N-{4-[(6-chloropyridin-3-yl)methoxy]phenyl}-2,6-difluorobenzamide is reported. The crystal packing is stabilized by N—H⋯N, C—H⋯O, C—H⋯F and C—H⋯π hydrogen bonds supplemented by offset π–π stacking interactions., In the title compound, C19H13ClF2N2O2, the conformation of the N—H bond in the amide segment is anti to the C=O bond. The molecule is not planar, with dihedral angles between the central benzene ring and the outer benzene and pyridyl rings of 73.35 (7) and 81.26 (6)°, respectively. A weak intramolecular C—H⋯O hydrogen bond occurs. In the crystal, N—H⋯N, C—H⋯O and C—H⋯F hydrogen bonds lead to the formation of dimers. The N—H⋯N inversion dimers are linked by π–π contacts between adjacent pyridine rings [centroid–centroid = 3.8541 (12) Å] and C—H⋯π interactions. These contacts combine to stack the molecules along the a axis.
- Published
- 2016
12. Crystal structure of high-spin tetraaquabis(2-chloropyrazine-κN4)iron(II) bis(4-methylbenzenesulfonate)
- Author
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Sergii I. Shylin, Maria L. Malysheva, Bohdan O. Golub, Il'ya A. Gural'skiy, and Sebastian Dechert
- Subjects
crystal structure ,iron(II) complex ,Pyrazine ,Stereochemistry ,Salt (chemistry) ,2-chloropyrazine ,Crystal structure ,010402 general chemistry ,010403 inorganic & nuclear chemistry ,01 natural sciences ,Medicinal chemistry ,Research Communications ,chemistry.chemical_compound ,Molecular symmetry ,General Materials Science ,2-chloropyrazine ,Benzene ,chemistry.chemical_classification ,Crystallography ,biology ,Hydrogen bond ,General Chemistry ,Condensed Matter Physics ,biology.organism_classification ,hydrogen bonding ,3. Good health ,0104 chemical sciences ,Sulfonate ,chemistry ,QD901-999 ,Tetra ,π–π contacts - Abstract
Between the tosylate anions and the octahedral complex cations consisting of FeII, four aqua and two N-bound 2-chloropyrazine ligands, weak O—H⋯O as well as π–π interactions play important roles in the molecular self-assembly, resulting in the formation of a three-dimensional structure., The title salt, [FeII(C4H3ClN2)2(H2O)4](C7H7O3S)2, contains a complex cation with point group symmetry 2/m. The high-spin FeII cation is hexacoordinated by four symmetry-related water and two N-bound 2-chloropyrazine molecules in a trans arrangement, forming a distorted FeN2O4 octahedron. The three-dimensional supramolecular structure is supported by intermolecular O—H⋯O hydrogen bonds between the complex cations and tosylate anions, and additional π–π interactions between benzene and pyrazine rings. The methyl H atoms of the tosylate anion are equally disordered over two positions.
- Published
- 2015
13. 1-Methyl-5-nitro-3-phenyl-1H-indazole
- Author
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M. Benchidmi, Mohamed Saadi, L. El Ammari, El Mokhtar Essassi, and M. Naas
- Subjects
crystal structure ,Indazole ,Hydrogen bond ,Stereochemistry ,Stacking ,General Medicine ,Crystal structure ,Dihedral angle ,010402 general chemistry ,010403 inorganic & nuclear chemistry ,Ring (chemistry) ,01 natural sciences ,0104 chemical sciences ,chemistry.chemical_compound ,Crystallography ,chemistry ,hydrogen bonds ,lcsh:QD901-999 ,Nitro ,indazole ring ,lcsh:Crystallography ,π–π contacts ,Unit (ring theory) - Abstract
The title compound, C14H11N3O2, crystallizes with two molecules in the asymmetric unit. The indazole ring system and the nitro group are nearly coplanar, with the largest deviations from the mean plane being 0.070 (4) Å in one molecule and 0.022 (3) Å in the second. The dihedral angle between the mean plane through the phenyl ring and the mean plane of the indazole ring system is of 23.24 (18)° in the first molecule and 26.87 (18)° in the second. In the crystal, molecules are linked by two C—H...O hydrogen bonds, forming linear zigzag tapes running along thec-axis direction, and by π–π stacking of molecules along thebaxis, generating a three-dimensional structure.
- Published
- 2016
- Full Text
- View/download PDF
14. Crystal structure of [1,1′-biphenyl]-2,2′-dicarbonitrile
- Author
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Gihaeng Kang, Youngeun Jeon, Tae Ho Kim, and Jineun Kim
- Subjects
Biphenyl ,crystal structure ,Nitrile ,General Chemistry ,Crystal structure ,Dihedral angle ,Condensed Matter Physics ,Bioinformatics ,Rotation ,Data Reports ,lcsh:Chemistry ,Crystal ,chemistry.chemical_compound ,Crystallography ,lcsh:QD1-999 ,chemistry ,biphenyl ,General Materials Science ,π–π contacts ,biphenyl - Abstract
The complete molecule of the title compound, C14H8N2, is generated by a twofold rotation axis located at the midpoint of the biphenyl C—C bond. The dihedral angle between the symmetry-related phenyl rings is 46.16 (3)°. In the crystal, molecules are linked by slipped parallel π–π interactions [centroid–centroid distance = 3.9451 (7) Å, normal distance = 3.6293 (5) Å, slippage 1.547 Å], forming columns along theb-axis direction.
- Published
- 2015
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