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

In the crystal structure of the title compound, C(14)H(15)NO(2)S, the amino H atom is trans to one of the O atoms of the SO(2) group. Furthermore, the N-H bond is anti to the ortho- and meta-methyl groups of the aromatic ring. The two aromatic rings are tilted relative to each other by 64.8 (1)°. The mol-ecules form zigzag chains along the a axis via inter-molecular N-H⋯O hydrogen bonds.

4-Chloro-2-methyl-N-phenyl-benzene-sulfonamide.

There are two mol-ecules in the asymmetric unit of the title compound, C(13)H(12)ClNO(2)S, with similar conformations. The orientations of the ortho-methyl groups in the sulfonyl benzene rings are in the direction of the N-H bonds of the sulfonamide groups. In the crystal, the mol-ecules are each linked into centrosymmetric dimers through N-H⋯O hydrogen bonds and packed into a layered structure diagonally in the bc plane.

2,4-Dimethyl-N-phenyl-benzene-sulfonamide.

The asymmetric unit of the crystal structure of the title compound, C(14)H(15)NO(2)S, contains two mol-ecules. The conformations of the N-C bonds in the C-SO(2)-NH-C segments of the structure have trans and gauche torsion angles with the S=O bonds. Furthermore, the torsion angles of the C-SO(2)-NH-C groups in the two mol-ecules are 46.1 (3) (glide image of mol-ecule 1) and 47.7 (3)° (mol-ecule 2). The ortho-methyl groups in the sulfonyl benzene ring are oriented away from the S=O bonds. The two benzene rings are tilted relative to each other by 67.5 (1) and 72.9 (1)° in the two mol-ecules. N-H⋯O and C-H⋯O hydrogen bonds pack the mol-ecules into one-dimensional chains in different directions, resulting in a two-dimensional network.

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

In the crystal structure of the title compound, C(13)H(11)Cl(2)NO(2)S, the conformations of the N-C bond in the C-SO(2)-NH-C segment are trans and gauche with respect to the S=O bonds. The C-S(O(2))-N(H)-C torsion angle is 74.8 (4)°, indicating that the mol-ecule is bent at the S atom. In the crystal structure, inversion dimers linked by pairs of N-H⋯O hydrogen bonds occur. An intramolecular N-H⋯Cl inter-action is also present.

N-(2,6-Dimethyl-phen-yl)benzene-sulfonamide.

In the crystal structure of the title compound, C(14)H(15)NO(2)S, the N-H bond is trans to one of the S=O double bonds, similar to what is observed in N-(2-methyl-phen-yl)benzene-sulfonamide and other aryl sulfonamides. The two aromatic rings enclose a dihedral angle of 44.9 (1)°. The mol-ecules are connected by inter-molecular N-H⋯O hydrogen bonds into chains running along the a axis. An intermolecular C-H⋯O hydrogen bond is also present.

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

In the title compound, C(13)H(13)NO(2)S, the conformation of the N-H bond is anti to the ortho-methyl group on the aniline ring, in contrast to the syn conformation observed with respect to the ortho-chloro group in N-(2-chloro-phen-yl)benzene-sulfonamide. The dihedral angle between the two benzene rings is 61.5 (1)°. Mol-ecules are linked into chains running along the a axis by N-H⋯O hydrogen bonds.

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

In the crystal structure of the title compound, C(12)H(10)ClNO(2)S, the N-H bond is trans to one of the S=O bonds. The two aromatic rings form a dihedral angle of 65.4 (1)°, compared with a value of 49.1 (1)° in N-(2-chloro-phen-yl)-benzene-sulfonamide. The mol-ecules are connected by inter-molecular N-H⋯O hydrogen bonds into chains running along the b axis.

4-Bromo-phenyl benzoate.

The structure of the title compound (4BPBA), C(13)H(9)BrO(2), is similar to that of phenyl benzoate (PBA), 4-methyl-phenyl benzoate (4MePBA) and 4-methoxy-phenyl benzoate, with somewhat different bond parameters. The dihedral angle between the phenyl and benzoyl rings in 4BPBA is 58.43 (17)°, compared with values of 55.7° in PBA and 60.17 (7)° in 4MPBA. The mol-ecules in the title compound are packed into infinite chains in the a-axis direction.

2,6-Dichloro-phenyl 4-methyl-benzoate.

The structure of the title compound (26DCP4MeBA), C(14)H(10)Cl(2)O(2), resembles those of phenyl benzoate (PBA), 2,6-dichloro-phenyl benzoate (26DCPBA), 2,4-dichloro-phenyl 4-methyl-benzoate (24DCP4MeBA) and other aryl benzoates, with similar bond parameters. The dihedral angle between the benzene and benzoyl rings in 26DCP4MeBA is 77.97 (9)°, compared with values of 55.7 (PBA), 75.75 (10) (26DCPBA) and 48.13 (5)° (24DCP4MeBA). The mol-ecules in the title compound are packed into zigzag chains in the bc plane.

2,3-Dimethyl-phenyl benzoate.

The structure of the title compound (23DMPBA), C(15)H(14)O(2), resembles those of phenyl benzoate (PBA), 3-methyl-phenyl benzoate (3MePBA), 2,6-dichloro-phenyl benzoate (26DC-PBA) and other aryl benzoates, with similar bond parameters. The dihedral angle between the benzene and benzoyl rings in 23DMPBA is 87.36 (6)°, compared with values of 55.7° in PBA, 79.61 (6)° in 3MePBA and 75.75 (10)° in 26DCPBA. The mol-ecules in 23DMPBA are packed into a chain-like structure in the direction of the a axis.

2,4-Dimethyl-phenyl benzoate.

The crystal structure of the title compound (24DMPBA), C(15)H(14)O(2), resembles those of 4-methyl-phenyl benzoate, 2,3-dimethyl-phenyl benzoate and other aryl benzoates, with similar bond parameters. The central -O-C-O- group in 24DMPBA makes dihedral angles of 85.81 (5) and 5.71 (13)°, respectively, with the benzoyl and phenyl rings, while the two aromatic rings form a dihedral angle of 80.25 (5)°. The mol-ecules are packed with their axes parallel to the a-axis direction.

3-Chloro-phenyl 4-methyl-benzoate.

The crystal structure of the title compound 3CP4MBA, C(14)H(11)ClO(2), resembles those of 3-methyl-phenyl 4-methyl-benzoate (3MP4MBA), 4-methyl-phenyl 4-methyl-benzoate (4MP4MBA), 4-methyl-phenyl 4-chloro-benzoate (4CP4MBA) and other aryl benzoates with similar bond parameters. The dihedral angle between the benzene rings in 3CP4MBA is 71.75 (7)°, compared with 56.82 (7)° in 3MP4MBA and 63.57 (5)° in 4MP4MBA. In the crystal structure, the mol-ecules are aligned with their long axis approximately along the [101] direction and stacked along the c axis.

4-Chloro-phenyl 4-methyl-benzoate.

The crystal structure of the title compound (4CP4MBA), C(14)H(11)ClO(2), resembles those of 3-chloro-phenyl 4-methyl-benzoate (3CP4MBA), 4-methyl-phenyl 4-methyl-benzoate (4MP4MBA), 4-methyl-phenyl 4-chloro-benzoate (4MP4CBA) and other aryl benzoates with similar bond parameters. The dihedral angle between the benzene rings in 4CP4MBA is 63.89 (8)°, compared with 71.75 (7)° in 3CP4MBA, 63.57 (5)° in 4MP4MBA and 51.86 (4)° in 4MP4CBA. In the crystal structure of the title compound, the mol-ecules are linked into an infinite chain along the a axis via C-H-O hydrogen bonds.

3,5-Dichloro-phenyl 4-methyl-benzoate.

The structure of the title compound, C(14)H(10)Cl(2)O(2), resembles those of 3-chloro-phenyl 4-methyl-benzoate, 2,6-dichloro-phenyl 4-methyl-benzoate and 2,4-dichloro-phenyl 4-methyl-benzoate, with similar bond parameters. The dihedral angle between the benzene and benzoyl rings is 48.81 (6)°.

2-Chloro-phenyl 4-methyl-benzoate.

The conformation of the C=O bond in the title compound, C(14)H(11)ClO(2), is anti to the Cl atom, similar to what was observed in 2-methyl-phenyl 4-methyl-benzoate. The dihedral angle between the two aromatic rings is 59.36 (7)°.

2-Methyl-phenyl 4-methyl-benzoate.

The conformation of the C=O bond in the title compound 2MP4MBA, C(15)H(14)O(2), is anti to the ortho-methyl group in the phen-oxy ring. The bond parameters in 2MP4MBA are similar to those in 3-methyl-phenyl 4-methyl-benzoate (3MP4MBA), 4-methyl-phenyl 4-methyl-benzoate (4MP4MBA) and other aryl benzoates. The dihedral angle between the two aromatic rings in 2MP4MBA is 73.04 (8)°.

4-Chloro-phenyl 4-chloro-benzoate.

The structure of the title compound (4CP4CBA), C(13)H(8)Cl(2)O(2), resembles those of 4-methyl-phenyl 4-chloro-benzoate (4MP4CBA), 4-chloro-phenyl 4-methyl-benzoate (4CP4MBA) and 4-methyl-phenyl 4-methyl-benzoate (4MP4MBA), with similar bond parameters. The dihedral angle between the two benzene rings in 4CP4CBA is 47.98 (7)°, compared with 51.86 (4)° in 4MP4CBA, 63.89 (8)° in 4CP4MBA and 63.57 (5)° in 4MP4MBA. In the crystal structure, mol-ecules are linked into helical chains running along the b axis by C-H-O hydrogen bonds.

3-Chloro-phenyl benzoate.

The C=O group in the title compound, C(13)H(9)ClO(2), is syn to the chloro group. The two aromatic rings are twisted by 56.88 (6)°. Adjacent mol-ecules are linked via weak C-H⋯O hydrogen bonding into a linear chain.

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

In the crystal structure of the title compound, C(12)H(9)Cl(2)NO(2)S, the aromatic rings are aligned at 57.0 (1)°. The mol-ecules form chains via inter-molecular N-H⋯O hydrogen bonds.

4-Methyl-phenyl 4-chloro-benzoate.

The crystal structure of the title compound, C(14)H(11)ClO(2), is similar to those of phenyl benzoate, 4-methyl-phenyl benzoate and 4-methyl-phenyl 4-methyl-benzoate. The dihedral angle between the phenyl and benzene rings is 51.86 (4)°. The mol-ecules crystallize in planes parallel to (02).