Limits...
Crystal structure of 3,5-di-methyl-phenyl 2-nitro-benzene-sulfonate.

Atanasova TP, Riley S, Biros SM, Staples RJ, Ngassa FN - Acta Crystallogr E Crystallogr Commun (2015)

Bottom Line: The mol-ecules form centrosymmetric dimers via π-π stacking inter-actions between 3,5-di-methyl-phenyl groups (centroid-centroid distance = 3.709 Å).An inter-molecular S=O⋯N inter-action between the sulfonyl and nitro groups, with an O⋯N distance of 2.9840 (18) Å, organizes the dimers into columns extending along [011].These columns are further assembled into (111) layers through C-H⋯O inter-actions.

View Article: PubMed Central - HTML - PubMed

Affiliation: Department of Chemistry, Grand Valley State University, 1 Campus Dr., Allendale, MI 49401, USA.

ABSTRACT
The title compound, C14H13NO5S, was synthesized via a nucleophilic substitution reaction between 3,5-di-methyl-phenol and 2-nitro-benzene-sulfonyl chloride. The aromatic rings attached to the SO3 group are oriented in a gauche fashion around the ester S-O bond, with a C-S-O-C torsion angle of 84.68 (11)°. The mol-ecules form centrosymmetric dimers via π-π stacking inter-actions between 3,5-di-methyl-phenyl groups (centroid-centroid distance = 3.709 Å). An inter-molecular S=O⋯N inter-action between the sulfonyl and nitro groups, with an O⋯N distance of 2.9840 (18) Å, organizes the dimers into columns extending along [011]. These columns are further assembled into (111) layers through C-H⋯O inter-actions.

No MeSH data available.


Related in: MedlinePlus

The centrosymmetric dimers formed by inter­molecular offset π–π stacking inter­actions. [Symmetry code: (i) −x + 1, −y + 2, −z.]
© Copyright Policy - open-access
Related In: Results  -  Collection

License
getmorefigures.php?uid=PMC4555383&req=5

fig3: The centrosymmetric dimers formed by inter­molecular offset π–π stacking inter­actions. [Symmetry code: (i) −x + 1, −y + 2, −z.]

Mentions: The mol­ecules of the title compound form centrosymmetric dimers via inter­molecular π–π stacking inter­actions between the relatively electron-rich C7–C12 benzene rings (Fig. 3 ▸), with a plane-to-plane distance of 3.4147 (15) Å. The aromatic rings are stacked with an offset, and the distance between the centroids of these rings is 3.709 (12) Å. Another centrosymmetric dimer is formed by an S=O⋯N inter­action, with an N1⋯O2 inter­atomic distance of 2.9840 (18) Å. O⋯N(nitro) inter­actions between nitro groups have been discussed in the literature (Daszkiewicz, 2013 ▸; Caracelli et al., 2014 ▸) and we report here the case of sulfonyl and nitro group inter­actions. Both types of dimers are assembled into a column-type structure extending along [011] (Fig. 4 ▸).


Crystal structure of 3,5-di-methyl-phenyl 2-nitro-benzene-sulfonate.

Atanasova TP, Riley S, Biros SM, Staples RJ, Ngassa FN - Acta Crystallogr E Crystallogr Commun (2015)

The centrosymmetric dimers formed by inter­molecular offset π–π stacking inter­actions. [Symmetry code: (i) −x + 1, −y + 2, −z.]
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4555383&req=5

fig3: The centrosymmetric dimers formed by inter­molecular offset π–π stacking inter­actions. [Symmetry code: (i) −x + 1, −y + 2, −z.]
Mentions: The mol­ecules of the title compound form centrosymmetric dimers via inter­molecular π–π stacking inter­actions between the relatively electron-rich C7–C12 benzene rings (Fig. 3 ▸), with a plane-to-plane distance of 3.4147 (15) Å. The aromatic rings are stacked with an offset, and the distance between the centroids of these rings is 3.709 (12) Å. Another centrosymmetric dimer is formed by an S=O⋯N inter­action, with an N1⋯O2 inter­atomic distance of 2.9840 (18) Å. O⋯N(nitro) inter­actions between nitro groups have been discussed in the literature (Daszkiewicz, 2013 ▸; Caracelli et al., 2014 ▸) and we report here the case of sulfonyl and nitro group inter­actions. Both types of dimers are assembled into a column-type structure extending along [011] (Fig. 4 ▸).

Bottom Line: The mol-ecules form centrosymmetric dimers via π-π stacking inter-actions between 3,5-di-methyl-phenyl groups (centroid-centroid distance = 3.709 Å).An inter-molecular S=O⋯N inter-action between the sulfonyl and nitro groups, with an O⋯N distance of 2.9840 (18) Å, organizes the dimers into columns extending along [011].These columns are further assembled into (111) layers through C-H⋯O inter-actions.

View Article: PubMed Central - HTML - PubMed

Affiliation: Department of Chemistry, Grand Valley State University, 1 Campus Dr., Allendale, MI 49401, USA.

ABSTRACT
The title compound, C14H13NO5S, was synthesized via a nucleophilic substitution reaction between 3,5-di-methyl-phenol and 2-nitro-benzene-sulfonyl chloride. The aromatic rings attached to the SO3 group are oriented in a gauche fashion around the ester S-O bond, with a C-S-O-C torsion angle of 84.68 (11)°. The mol-ecules form centrosymmetric dimers via π-π stacking inter-actions between 3,5-di-methyl-phenyl groups (centroid-centroid distance = 3.709 Å). An inter-molecular S=O⋯N inter-action between the sulfonyl and nitro groups, with an O⋯N distance of 2.9840 (18) Å, organizes the dimers into columns extending along [011]. These columns are further assembled into (111) layers through C-H⋯O inter-actions.

No MeSH data available.


Related in: MedlinePlus