N-(2,3-Dichloro-phen-yl)-2-nitro-benzene-sulfonamide.

In the title compound, C12H8Cl2N2O4S, the N-C bond in the C-SO2-NH-C segment has gauche torsions with respect to the S=O bonds. Further, the N-H bond is syn to the ortho-nitro group in the sulfonyl benzene ring and also syn to both the ortho- and meta-Cl atoms in the aniline ring. The mol-ecule is twisted at the S-N bond with a torsion angle of 61.

N-(4-Chloro-phen-yl)-4-nitro-benzene-sulfonamide.

In the title compound, C12H9ClN2O4S, the dihedral angle between the benzene rings is 31.4 (2)°. In the crystal, N-H⋯O hydrogen bonds link the mol-ecules into C(4) chains running along the a-axis direction.

N-(2-Chloro-phen-yl)-4-nitro-benzene-sulfonamide.

In the title compound, C12H9ClN2O4S, the dihedral angle between the benzene rings is 70.60 (11)°. An intra-molecular N-H⋯Cl contact occurs.

N-(3,5-Dichloro-phen-yl)-2-nitro-benzene-sulfonamide.

In the title compound, C12H8Cl2N2O4S, the C-S-N-C torsion angle is 49.34 (18)° and the dihedral angle between the benzene rings is 71.92 (10)°.

N-(2,5-Dimethyl-phen-yl)-2-nitro-benzene-sulfonamide.

In the crystal structure of the title compound, C14H14N2O4S, the N-H bond is syn to the ortho-nitro group in the sulfonyl benzene ring and anti to the ortho- and syn to the meta-methyl groups in the aniline ring. The mol-ecule is twisted at the S-N bond with a torsion angle of 71.41 (18)°.

N-(3,5-Dimethyl-phen-yl)-4-nitro-benzene-sulfonamide.

There are two independent mol-ecules in the asymmetric unit of the title compound, C14H14N2O4S, in which the dihedral angles between the benzene rings are 56.22 (15) and 58.16 (14)°.

N-(3-Chloro-phen-yl)-4-nitro-benzene-sulfonamide.

There are two independent mol-ecules in the asymmetric unit of the title compound, C12H9ClN2O4S, in which the dihedral angles between the planes of the benzene rings are 46.90 (14) and 44.50 (14)°.

N-(2,3-Dimethyl-phen-yl)-2-nitro-benzene-sulfonamide.

There are two independent mol-ecules in the asymmetric unit of the title compound, C(14)H(14)N(2)O(4)S. The N-H bonds are syn to the ortho-nitro groups in the sulfonyl benzene rings and anti to the methyl groups in the aniline benzene rings. The mol-ecules are twisted at the S-N bonds with torsion angles of -60.

4-Nitro-N-phenyl-benzene-sulfonamide.

In the title compound, C(12)H(10)N(2)O(4)S, the dihedral angle between the aromatic rings is 36.19 (18)°. In the crystal, N-H⋯O hydrogen bonds link the mol-ecules into C(4) chains running along the a axis.

N-(3,5-Dimethyl-phen-yl)-2-nitro-benzene-sulfonamide.

The asymmetric unit of the title compound, C(14)H(14)N(2)O(4)S, consists of two crystallographically independent mol-ecules. The mol-ecules are twisted at the S-N bonds with C-S-N-C torsion angles of 44.2 (3) and -49.

N-(2-Methyl-phen-yl)-4-nitro-benzene-sulfonamide.

In the title compound, C(13)H(12)N(2)O(4)S, the dihedral angle between the planes of the rings is 51.11 (10)°. In the crystal, mol-ecules are linked into inversion dimers through pairs of N-H⋯O(S) hydrogen bonds.

N-(4-Methyl-phen-yl)-2-nitro-benzene-sulfonamide.

In the crystal of the title compound, C(13)H(12)N(2)O(4)S, the conformation of the N-H bond in the -SO(2)-NH- segment is syn to the ortho-nitro group in the sulfonyl benzene ring. The mol-ecule is twisted at the S-N bond with a torsion angle of 76.55 (18)°.

2-Nitro-N-phenyl-benzene-sulfonamide.

In the title compound, C(12)H(10)N(2)O(4)S, the conformation of the N-H bond in the -SO(2)-NH- fragment is syn to the ortho-nitro group in the sulfonyl-benzene ring. The mol-ecule is twisted at the S-N bond, the C-N-S-C torsion angle being -72.83 (15)°.

N-(2-Methyl-phen-yl)-2-nitro-benzene-sulfonamide.

In the title compound, C(13)H(12)N(2)O(4)S, the dihedral angle between the benzene rings is 53.44 (14)°. The amide H atom exhibits bifurcated hydrogen bonding: an intra-molecular N-H⋯O hydrogen bond generates an S(7) motif while in the crystal, N-H⋯O(S) hydrogen bonds link the mol-ecules into zigzag C(4) chains along the c axis.

N-(3-Methyl-phen-yl)-2-nitro-benzene-sulfonamide.

In the title compound, C(13)H(12)N(2)O(4)S, the dihedral angle between the benzene rings is 73.64 (7)°. The amide H atom exhibits bifurcated hydrogen bonding: an intra-molecular N-H⋯O hydrogen bond generates an S(7) motif while in the crystal, N-H⋯O(S) hydrogen bonds link the mol-ecules into zigzag C(4) chains running along the b axis.

N-(4-Chloro-phen-yl)-2-nitro-benzene-sulfonamide.

In the title compound, C(12)H(9)ClN(2)O(4)S, the dihedral angle between the aromatic rings is 70.27 (8)°. In the crystal, mol-ecules are linked by pairs of N-H⋯O(S) hydrogen bonds, forming inversion dimers.

N-(3-Chloro-phen-yl)-2-nitro-benzene-sulfonamide.

In the title compound, C(12)H(9)ClN(2)O(4)S, the dihedral angle between the aromatic rings is 73.65 (7)°. The amide H atom shows bifurcated hydrogen bonding, generating an intra-molecular S(7) and an inter-molecular C(4) motif.

N-(2-Chloro-phen-yl)-2-nitro-benzene-sulfonamide.

In the title compound, C(12)H(9)ClN(2)O(4)S, the N-H bond in the -SO(2)-NH- segment is syn to both the ortho-nitro group in the sulfonyl-benzene ring and the ortho-Cl atom in the aniline ring. The mol-ecule is twisted at the S-N bond with a torsion angle of 75.0 (2)°.

N-(4-Chloro-3-methyl-phen-yl)succinamic acid.

The title compound, C(11)H(12)ClNO(3), crystallizes with two independent mol-ecules in the asymmetric unit in which the dihedral angles between the benzene ring and the amide group are 55.0 (2) and 28.2 (3)°.

N-(3-Chloro-2-methyl-phen-yl)succinamic acid.

In the title compound, C(11)H(12)ClNO(3), the dihedral angle between the benzene ring and the amide group is 44.9 (2)°. In the crystal, mol-ecules form inversion dimers via pairs of O-H⋯O hydrogen bonds.

N-(4-Chloro-3-nitro-phen-yl)succinamic acid.

In the title compound, C(10)H(9)ClN(2)O(5), the nitro group is significantly twisted out of the plane of the benzene ring to which it is attached [dihedral angle = 27.4 (6)°]. In the crystal, mol-ecules are linked into centrosymmetric dimers via pairs of O-H⋯O hydrogen bonds.

N-(3-Chloro-4-methyl-phen-yl)maleamic acid.

In the title compound, C(11)H(10)ClNO(3), the dihedral angle between the benzene ring and the amide group is 6.6 (10)° and an intramolecular O-H⋯O hydrogen bond occurs. In the crystal, molecules are linked by N-H⋯O hydrogen bonds, generating C(7) zigzag chains.

N-(4-Chloro-3-nitro-phen-yl)maleamic acid.

In the mol-ecule of the title compound, C(10)H(7)ClN(2)O(5), the acyclic C=C double bond is cis configured. The C=O and O-H bonds of the acid group are in a relatively rare anti position to each other, due to the donation of intramolecular hydrogen bond to the amide by the carboxyl group. The nitro group is significantly twisted [dihedral angle = 66.

N-(3-Chloro-4-methyl-phen-yl)succinamic acid.

In the crystal structure of the title compound, C(11)H(12)ClNO(3), the asymmetric unit contains two independent mol-ecules. The N-H bond in the amide segment is anti to the meta-Cl atom in the benzene ring, in both molecules. The amide and carboxyl C=O bonds are also anti to each other and anti to the H atoms on the adjacent -CH(2) groups.

N-(4-Methyl-2-nitro-phen-yl)succinamic acid.

In the title compound, C(11)H(12)N(2)O(5), the conformation of the N-H bond in the amide segment is syn to the ortho-nitro group in the benzene ring. The amide C=O and the carboxyl C=O of the acid segment are syn to each other and both are anti to the H atoms on the adjacent -CH(2) groups. Furthermore, the C=O and O-H bonds of the acid group are in syn positions with respect to each other.