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2-[(E)-2-(1H-Indol-3-yl)ethen-yl]-1-methyl-pyridinium 4-bromo-benzene-sulfonate.

ABSTRACT: In the title compound, C(16)H(15)N(2) (+)·C(6)H(4)BrO(3)S(-), the cation exists in the E configuration and is essentially planar with a dihedral angle of 3.10?(5)° between the pyridinium ring and the indole ring system. The ?-conjugated planes of the cation and the anion are inclined to each other at a dihedral angle of 64.32?(4)°. In the crystal structure, the cations are stacked in an anti-parallel manner along the a axis. The anions are linked into a chain along the a axis. The cations and the anions are linked into a three-dimensional network by N-H?O and weak C-H?O hydrogen bonds. The crystal structure is further stabilized by C-H?? inter-actions. A ?-? inter-action between the five-membered heterocyclic ring of the indole system and the pyridinium ring is also observed with a centroid-centroid distance of 3.5855?(7)?Å.

SUBMITTER: Chantrapromma S

PROVIDER: S-EPMC2977651 | biostudies-literature | 2009 Apr

REPOSITORIES: biostudies-literature

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2-[(E)-2-(1H-Indol-3-yl)ethen-yl]-1-methyl-pyridinium 4-bromo-benzene-sulfonate.

Chantrapromma Suchada S Kobkeatthawin Thawanrat T Fun Hoong-Kun HK

Acta crystallographica. Section E, Structure reports online 20090402 Pt 5

In the title compound, C(16)H(15)N(2) (+)·C(6)H(4)BrO(3)S(-), the cation exists in the E configuration and is essentially planar with a dihedral angle of 3.10 (5)° between the pyridinium ring and the indole ring system. The π-conjugated planes of the cation and the anion are inclined to each other at a dihedral angle of 64.32 (4)°. In the crystal structure, the cations are stacked in an anti-parallel manner along the a axis. The anions are linked into a chain along the a axis. The cations and th ...[more]

PMID: 21583994

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Bis{4-[(E)-2-(1H-indol-3-yl)ethen-yl]-1-methyl-pyridinium} 4-chloro-benzene-sulfonate nitrate.

Project description:In the title mixed salt, 2C16H15N2 (+)·C6H4ClO3S(-)·NO3 (-), one of the cations shows whole mol-ecule disorder over two sets of sites in a 0.711?(7):0.289?(7) ratio. The 4-chorobenzenesulfon-ate anion is also disordered over two orientations in a 0.503?(6):0.497?(6) ratio. The cations are close to planar, the dihedral angles between the pyridinium and indole rings being 1.48?(3)° in the ordered cation, and 5.62?(3) and 2.45?(3)°, respectively, for the major and minor components of the disordered cation. In the crystal, the cations are stacked in an anti-parallel manner approximately along the a-axis direction and linked with the anions via N-H?O hydrogen bonds and C-H?O inter-actions, generating a three-dimensional network. Weak C-H?? and ?-? inter-actions [with centroid-centroid distances of 3.561?(2)-3.969?(7)?Å] are also observed.

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Project description:In the title hydrated salt, C15H16NO2 (+)·C6H4BrO3S(-)·H2O, the cation exists in an E conformation with respect to the ethenyl bond and is almost planar, with a dihedral angle of 2.62?(12)° between the planes of the pyridinium and benzene rings. The meth-oxy substituent deviates slightly from the plane of its attached benzene ring [Cmeth-yl-O-C-C torsion angle = -11.6?(6)°]. In the crystal, the cations, anion and water mol-ecules are linked together into chains along [010] by O-H?O hydrogen bonds and weak C-H?O inter-actions. There is a short Br?O contact [3.029?(2)?Å]. The crystal structure also features C-H?? inter-actions involving the benzene ring of the anion.

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Project description:In the title compound, C(12)H(12)NS(+)·C(6)H(4)ClO(3)S(-), the cation is almost planar and exists in the E configuration. The cations and anions form alternate layers parallel to the ab plane. Within each layer, both cations and anions form chains directed along the b axis. The mol-ecules are inter-connected by weak C-H?O inter-actions into a three-dimensional network. The crystal structure is further stabilized by C-H?? inter-actions involving the thio-phene ring. The sulfonate and thio-phene groups are involved in weak intra-molecular C-H?O and C-H?S inter-actions, respectively. The latter intra-molecular hydrogen bonds produce S(5) ring motifs.

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2-[(E)-2-(4-Chloro-phen-yl)ethen-yl]-1-methyl-pyridinium 4-bromo-benzene-sulfonate.

Project description:In the title compound, C(14)H(13)ClN(+)·C(6)H(4)BrO(3)S(-), the cation exists in an E configuration with respect to the ethenyl bond and is almost planar, the dihedral angle between the pyridinium and the benzene rings being 2.80?(7)°. The dihedral angles between the benzene ring of the anion and the pyridinium and benzene rings of the cation are 80.88?(7) and 79.05?(7)°, respectively. In the crystal, the cations are stacked into columns along the a axis as a result of ?-? inter-actions between the pyridinium and chloro-benzene rings with a Cg?Cg distance of 3.6976?(8)?Å. The anions are linked into chains along the a axis by weak C-H?O inter-actions. These anion chains are linked to adjacent cations by additional weak C-H?O and C-H?Br inter-actions, forming a two-dimensional network parallel to the ab plane. There are also short O?Br [3.2567?(11)?Å] and C?O [2.9917?(18)?Å] contacts. The crystal structure is further stabilized by C-H?? inter-actions involving the aromatic ring of the anion.

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1-Methyl-2-[(E)-2-(2-thien-yl)ethen-yl]quinolinium 4-bromo-benzene-sulfonate.

Project description:In the title compound, C(16)H(14)NS(+)·C(6)H(4)BrO(3)S(-), the cation exists in an E configuration and is essentially planar, the dihedral angle between the quinolinium and thio-phene rings being 3.45?(9)°. The anion is inclined to the cation with dihedral angles of 75.43?(8) and 72.03?(11)°, respectively between the benzene ring and the quinolinium and thio-phene rings. In the crystal, the cations and anions are arranged individually into separate chains along the c axis. The cation chains are stacked in an anti-parallel manner along the a axis by ??? inter-actions with centroid-centroid distances of 3.7257?(13) and 3.7262?(14)?Å. Weak C-H?O and C-H?? inter-actions link the cations and anions into a three-dimensional network. Short Br?S [3.7224?(5)?Å] and Br?O [3.4267?(16)?Å] contacts are also observed.

| S-EPMC2979024 | biostudies-literature

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