(E)-4-Amino-N-(1,2-dihydropyridin-2-ylidene)benzenesulfonamide nitromethane monosolvate

In the title solvate, C11H11N3O2S·CH3NO2, the dihedral angle between the benzene ring and the N-containing ring is 85.94 (11)°, and an approximate V shape arises for the sulfonamide molecule. In the crystal, N—H⋯O and N—H⋯N hydrogen bonds and weak C—H⋯O interactions link the sulfonamide molecules into a three-dimensional network. The nitromethane solvent molecules are located in the interstitial sites in the sulfonamide network.

In the title solvate, C 11 H 11 N 3 O 2 SÁCH 3 NO 2 , the dihedral angle between the benzene ring and the N-containing ring is 85.94 (11) , and an approximate V shape arises for the sulfonamide molecule. In the crystal, N-HÁ Á ÁO and N-HÁ Á ÁN hydrogen bonds and weak C-HÁ Á ÁO interactions link the sulfonamide molecules into a three-dimensional network. The nitromethane solvent molecules are located in the interstitial sites in the sulfonamide network.
Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009  The environment of S atom is distorted tetrahedral geometry [angles around S atom are 104.49 (9) -115.82 (10)°] with two O atoms, one N atom of the amide group and one C atom of the benzene ring. The dihedral angle between the benzene ring and the N atom-containing ring is 85.94 (11)°. The amino group is co-planar with its bound benzene ring with r.m.s. 0.0126 (2) Å for the seven non H atoms (C1-C6/N2).
In the crystal (Fig. 2), the molecules of sulfonamide derivative are linked by N-H···O and N-H···N hydrogen bonds and weak C···H···O interactions (Table 1) into a three dimensional network. The nitromethane solvent molecules are located in the interstitial sites of the sulfonamide network.

Refinement
Amide H atom was located in a difference map and refined isotropically. The remaining H atoms were placed in calculated positions with d(N-H) = 0.87 Å, d(C-H) = 0.93 for aromatic, and 0.96 Å for CH 3 atoms. The U iso values were constrained to be 1.5U eq of the carrier atom for methyl H atoms and 1.2U eq for the remaining H atoms. A rotating group model was used for the methyl groups.

Computing details
Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT (Bruker, 2009); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009  The structure of (I), showing 30% probability displacement ellipsoids.  The crystal packing of (I) viewed along the a axis, showing three dimensional network. where P = (F o 2 + 2F c 2 )/3 (Δ/σ) max = 0.001 Δρ max = 0.25 e Å −3 Δρ min = −0.42 e Å −3 Extinction correction: SHELXTL (Sheldrick, 2008), Fc * =kFc[1+0.001xFc 2 λ 3 /sin(2θ)] -1/4 Extinction coefficient: 0.0022 (3) Special details Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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.