Methyl 2-[(methylsulfonyl)(propyl)amino]benzoate

Muhammad Shafiq,Muhammad Nadeem Arshad,Islam Ullah Khan,M Nawaz Tahir,Zeeshan Haider

doi:10.1107/s1600536809054920

Muhammad Shafiq, Muhammad Nadeem Arshad + Show 3 more

Open Access

https://doi.org/10.1107/s1600536809054920

Copy DOI

Abstract

The asymmetric unit of the title compound, C12H17NO4S, contains two molecules, both of which show disorder of the two terminal C atoms of the propyl chain over two sets of sites with an occupancy ratio of 0.581 (6):0.419 (6). Intramolecular C—H⋯O interactions help to establish the molecular conformations: in one molecule, the dihedral angle between the methyl ester group and the benzene ring is 41.0 (2)°, whereas in the other molecule it is 36.12 (17)°. In the crystal, molecules are linked by intermolecular C—H⋯O and C—H⋯π interactions.

Highlights

The asymmetric unit of the title compound, C12H17NO4S, contains two molecules, both of which show disorder of the two terminal C atoms of the propyl chain over two sets of sites with an occupancy ratio of 0.581 (6):0.419 (6)
Cg1 and Cg2 are the centroids of the C2–C7 and C14–C19 benzene rings, respectively
In continuation to our work on the synthesis of benzothiazine derivatives, we have reported various molecules of this series (Shafiq et al, 2008, 2009a, 2009b)

Summary

Bruker Kappa APEXII CCD diffractometer

Cg1 and Cg2 are the centroids of the C2–C7 and C14–C19 benzene rings, respectively. Key indicators: single-crystal X-ray study; T = 296 K; mean (C–C) = 0.006 Å; disorder in main residue; R factor = 0.062; wR factor = 0.193; data-to-parameter ratio = 16.5. The asymmetric unit of the title compound, C12H17NO4S, contains two molecules, both of which show disorder of the two terminal C atoms of the propyl chain over two sets of sites with an occupancy ratio of 0.581 (6):0.419 (6). C—H O interactions help to establish the molecular conformations: in one molecule, the dihedral angle between the methyl ester group and the benzene ring is 41.0 (2) , whereas in the other molecule it is 36.12 (17). Molecules are linked by intermolecular C—H O and C—. Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997) and PLATON (Spek, 2009); software used to prepare material for publication: WinGX (Farrugia, 1999) and PLATON

Mo K radiation

Findings

Special details