N-(2-Chloro­phen­yl)-N′-(2-methyl­phen­yl)succinamide

In the title compound, C17H17ClN2O2, the asymmetric unit contains half a mol­ecule with a centre of symmetry at the mid-point of the central C—C bond. The conformations of the amide O atoms are anti to the methyl­ene atoms. Further, the N—H bonds in the amide fragments are anti to the ortho-chloro/methyl groups in the adjacent benzene rings. The dihedral angle between the benzene ring and the NH—C(O)—CH2 segment in the two halves of the mol­ecule is 62.0 (2)°. In the crystal, a series of N—H⋯O inter­molecular hydrogen bonds link the mol­ecules into column-like infinite chains along the a axis. The methyl and Cl groups are disordered with respect to the ortho positions of the benzene ring, with site-occupation factors of 0.5 each

N-(4-Methyl­phen­yl)succinimide

In the mol­ecule of the title compound, C11H11NO2, the dihedral angle between the aromatic ring and the amide segment is 57.3 (1)°

N,N′-Bis(2-chloro­phen­yl)succinamide

There is one half-mol­ecule in the asymmetric unit of the title compound, C16H14Cl2N2O2, with a center of symmetry at the mid-point of the central C—C bond. The N—H and C=O bonds in the C—NH—C(O)—C fragment are anti to each other and the amide O atom is anti to the H atoms attached to the adjacent C atoms. However, the conformation of the N—H bond in the amide fragments is syn to the ortho-chloro groups in the adjacent benzene rings. The dihedral angle between the benzene ring and the NH—C(O)—CH2 fragment is 47.0 (2)°. In the crystal, a series of N—H⋯O inter­molecular hydrogen bonds link the mol­ecules into chains along the b axis

N-(4-Methyl­phen­yl)-N′-phenyl­butane­diamide monohydrate

In the title hydrate, C17H18N2O2·H2O, the dihedral angles formed by the aromatic rings of the benzene and methyl­benzene groups with the mean planes of the attached NH—C(O)—CH2 fragments are 12.6 (4) and 23.3 (3)°, respectively, while that between the two aromatic rings is 73.7 (2)°. In the crystal, the water mol­ecule accepts two and makes two hydrogen bonds. The mol­ecules are packed into layers parallel to (101) by O—H⋯O and N—H⋯O hydrogen-bonding inter­actions

N-(2-Chloro­phen­yl)succinimide

In the title compound, C10H8ClNO2, the dihedral angle between the aromatic benzene ring and the imide segment is 69.5 (1)°. In the crystal structure, mol­ecules are linked by very weak C—H⋯π inter­actions along the [001] direction

N-(3-Methyl­phen­yl)succinimide

In the title compound, C11H11NO2, the dihedral angle between the ring planes is 52.5 (1)°

N,N′-Bis(3-chloro­phen­yl)succinamide

The complete molecule of the title compound, C16H14Cl2N2O2, is generated by crystallographic inversion symmetry. The dihedral angle between the benzene ring and the NH—C(O)—C fragment is 32.8 (1)°. In the crystal, the molecules are linked by N—H⋯O hydrogen bonds into [100] chains

N-(3-Chloro­phen­yl)-N′-(3-methyl­phen­yl)succinamide

The asymmetric unit of the title compound, C17H17ClN2O2, contains one half-mol­ecule with a center of inversion at the mid-point of the central C—C bond. The amide N—H group is anti to the meta-chloro/methyl groups in the adjacent benzene rings. The dihedral angle between the benzene ring and the NH—C(O)—CH2 segment is 43.5 (1)°. In the crystal, inter­molecular N—H⋯O hydrogen bonds link the mol­ecules into chains along the a axis. The methyl group and the Cl atom occupy the same position and were treated in a disorder model with site-occupation factors of 0.5 each

N-(3-Chloro­phen­yl)-N′-(2-methyl­phenyl)succinamide monohydrate

In the title compound, C17H17ClN2O2·H2O, the dihedral angles formed by the aromatic rings of the chloro­benzene and methyl­benzene groups with the mean planes of the attached NH–C(O)–CH2 fragments are 9.4 (4) and 62.9 (2)°, respectively. In the crystal, mol­ecules are packed into layers parallel to the bc plane by O—H⋯O and N—H⋯O hydrogen-bond inter­actions

Methyl N-(2,3-dichloro­phen­yl)succinamate

The asymmetric unit of the title compound, C11H11Cl2NO3, contains two independent mol­ecules. In both the molecules, the H atoms of the adjacent –CH2 groups of the acid segments orient themselves away from the amide O and the carbonyl O atoms. The C=O and O—CH3 bonds of the ester group are in syn positions with respect to each other. In the crystal, the mol­ecules are linked into infinite chains through inter­molecular N—H⋯O hydrogen bonds