N-(4-Methoxybenzoyl)benzenesulfonamide

In the title compound, C14H13NO4S, the dihedral angle between the aromatic rings is 69.81 (1)°; the dihedral angle between the planes defined by the S—N—C=O segment of the central chain and the sulfonyl benzene ring is 74.91 (1)°. In the crystal, the molecules are linked by weak N—H⋯O hydrogen bonds into C(4) chains running along [100]. The molecules in adjacent chains are linked by weak C—H⋯O interactions, generating R 2 2 (16) dimeric pairs. Weak C—H⋯π interactions connect the double chains into (001) sheets.

In the title compound, C 14 H 13 NO 4 S, the dihedral angle between the aromatic rings is 69.81 (1) ; the dihedral angle between the planes defined by the S-N-C=O segment of the central chain and the sulfonyl benzene ring is 74.91 (1) . In the crystal, the molecules are linked by weak N-HÁ Á ÁO hydrogen bonds into C(4) chains running along [100]. The molecules in adjacent chains are linked by weak C-HÁ Á ÁO interactions, generating R 2 2 (16) dimeric pairs. Weak C-HÁ Á Á interactions connect the double chains into (001) sheets.   Table 1 Hydrogen-bond geometry (Å , ).

Related literature
Cg is the centroid of the methoxybenzene ring.

Introduction
As a part of our continued efforts to study the crystal structures of N-(aroyl)-arylsulfonamides (Suchetan et al., 2009(Suchetan et al., , 2010Sreenivasa et al., 2013;Gowda et al., 2009), we report here the crystal structure of the title compound (I) (Fig 1).

Synthesis and crystallization
The title compound (I) was prepared by refluxing a mixture of 4-methoxybenzoic acid, benzenesulfonamide and phosphorous oxychloride (POCl 3 ) for 2 h on a water bath. The resultant mixture was cooled and poured into ice cold water. The solid obtained was filtered and washed thoroughly with water and then dissolved in sodium bicarbonate solution. The compound was later reprecipitated by acidifying the filtered solution with dilute HCl. The compound obtained was filtered and later dried (Melting point: 399 K).
Colorless prisms of (I) were obtained from a slow evaporation of its aqueous methanolic solution at room temperature.

Refinement
The H atom of the NH group was located in a difference map and later restained to N-H = 0.86 (4) Å. The other H atoms were positioned with idealized geometry using a riding model with C-H = 0.93-0.96 Å. All H atoms were refined with isotropic displacement parameters (set to 1.2-1.5 times of the U eq of the parent atom).

Results and discussion
In (I), the dihedral angle between the aromatic rings is 69.81 (1)      Special details Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > 2σ(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å 2 )
x y z U iso */U eq O1 0.2427 (