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Aminosilanes derived from 1H-benzimidazole-2(3H)-thione.

Palomo-Molina J, García-Báez EV, Contreras R, Pineda-Urbina K, Ramos-Organillo A - Acta Crystallogr C Struct Chem (2015)

Bottom Line: Two new molecular structures, namely 1,3-bis(trimethylsilyl)-1H-benzimidazole-2(3H)-thione, C13H22N2SSi2, (2), and 1-trimethylsilyl-1H-benzimidazole-2(3H)-thione, C10H14N2SSi, (3), are reported.Both systems were derived from 1H-benzimidazole-2(3H)-thione.Dimerization of (3) results in the formation of R2(2)(8) rings via N-H···S interactions, along with parallel π-π interactions between imidazole and benzene rings.

View Article: PubMed Central - HTML - PubMed

Affiliation: Facultad de Ciencias Químicas, Universidad de Colima, Carretera Coquimatlán-Colima, Coquimatlán Colima 28400, Mexico.

ABSTRACT
Two new molecular structures, namely 1,3-bis(trimethylsilyl)-1H-benzimidazole-2(3H)-thione, C13H22N2SSi2, (2), and 1-trimethylsilyl-1H-benzimidazole-2(3H)-thione, C10H14N2SSi, (3), are reported. Both systems were derived from 1H-benzimidazole-2(3H)-thione. Noncovalent C-H···π interactions between the centroid of the benzmidazole system and the SiMe3 groups form helicoidal arrangements in (2). Dimerization of (3) results in the formation of R2(2)(8) rings via N-H···S interactions, along with parallel π-π interactions between imidazole and benzene rings.

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(a) The spiral arrangement for (2) and (b) the overlap of the helix along the direction of the a axis.
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fig3: (a) The spiral arrangement for (2) and (b) the overlap of the helix along the direction of the a axis.

Mentions: Fig. 3 ▸(a) shows the spiral arrangement of (2), which forms a linking inter­action between mol­ecules through the imidazole ring (C10—H10A⋯Cg1 = 2.94 Å; Cg1 is the centroid of the imidazole ring) and the benzene ring [C10—H10B⋯Cg2 = 2.83 Å; Cg2 is the centroid of the benzene ring at (x − , −y + , −z)]. These inter­actions form a helicoidal repeat unit of 10.03 Å, which extends along the crystallographic a axis. Fig. 3 ▸(b) presents the helix overlap of this system. A third inter­action, viz. C13—H13⋯π(x + , −y + , −z), has a C⋯π distance of 2.77 Å, which further supports the helicoidal arrangement.


Aminosilanes derived from 1H-benzimidazole-2(3H)-thione.

Palomo-Molina J, García-Báez EV, Contreras R, Pineda-Urbina K, Ramos-Organillo A - Acta Crystallogr C Struct Chem (2015)

(a) The spiral arrangement for (2) and (b) the overlap of the helix along the direction of the a axis.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4554437&req=5

fig3: (a) The spiral arrangement for (2) and (b) the overlap of the helix along the direction of the a axis.
Mentions: Fig. 3 ▸(a) shows the spiral arrangement of (2), which forms a linking inter­action between mol­ecules through the imidazole ring (C10—H10A⋯Cg1 = 2.94 Å; Cg1 is the centroid of the imidazole ring) and the benzene ring [C10—H10B⋯Cg2 = 2.83 Å; Cg2 is the centroid of the benzene ring at (x − , −y + , −z)]. These inter­actions form a helicoidal repeat unit of 10.03 Å, which extends along the crystallographic a axis. Fig. 3 ▸(b) presents the helix overlap of this system. A third inter­action, viz. C13—H13⋯π(x + , −y + , −z), has a C⋯π distance of 2.77 Å, which further supports the helicoidal arrangement.

Bottom Line: Two new molecular structures, namely 1,3-bis(trimethylsilyl)-1H-benzimidazole-2(3H)-thione, C13H22N2SSi2, (2), and 1-trimethylsilyl-1H-benzimidazole-2(3H)-thione, C10H14N2SSi, (3), are reported.Both systems were derived from 1H-benzimidazole-2(3H)-thione.Dimerization of (3) results in the formation of R2(2)(8) rings via N-H···S interactions, along with parallel π-π interactions between imidazole and benzene rings.

View Article: PubMed Central - HTML - PubMed

Affiliation: Facultad de Ciencias Químicas, Universidad de Colima, Carretera Coquimatlán-Colima, Coquimatlán Colima 28400, Mexico.

ABSTRACT
Two new molecular structures, namely 1,3-bis(trimethylsilyl)-1H-benzimidazole-2(3H)-thione, C13H22N2SSi2, (2), and 1-trimethylsilyl-1H-benzimidazole-2(3H)-thione, C10H14N2SSi, (3), are reported. Both systems were derived from 1H-benzimidazole-2(3H)-thione. Noncovalent C-H···π interactions between the centroid of the benzmidazole system and the SiMe3 groups form helicoidal arrangements in (2). Dimerization of (3) results in the formation of R2(2)(8) rings via N-H···S interactions, along with parallel π-π interactions between imidazole and benzene rings.

Show MeSH
Related in: MedlinePlus