2,6-Dichloro-N-phenyl-benzamide.
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ABSTRACT:
SUBMITTER: Liu H
PROVIDER: S-EPMC3151959 | biostudies-literature |
REPOSITORIES: biostudies-literature
Similar Datasets
Project description:The conformation of the N-H and C=O bonds in the structure of the title compound (N26DCPBA), C(13)H(9)Cl(2)NO, are anti to each other, similar to that observed in N-phenyl-benzamide (NPBA), N-(2-chloro-phen-yl)benzamide (N2CPBA), N-(2,3-dichloro-phen-yl)benzamide (N23DCPBA) and other benzanilides. The asymmetric unit of N26DCPBA contains two mol-ecules. The bond parameters in N26DCPBA are similar to those in NPBA, N2CPBA, N23DCPBA and other benzanilides. The amide group, -NHCO-, makes a dihedral angle of 30.8 (1)° with the benzoyl ring in the first mol-ecule and 35.1 (2)° in the second mol-ecule of the asymmetric unit. The dihedral angle between the two benzene rings (benzoyl and aniline) is 56.8 (1)° in the first mol-ecule and 59.1 (1)° in the second mol-ecule. N-H⋯O hydrogen bonds give rise to infinite chains running along the a axis of the crystal structure.
| S-EPMC2960174 | biostudies-literature
Project description:In the title compound, C(14)H(11)Cl(2)NO, the two aromatic rings are nearly orthogonal to each other [dihedral angle 79.7?(1)°], while the central amide core -NH-C(=O)- is nearly coplanar with the benzoyl ring [N-C-C-C torsion angles = -5.5?(3) and 1772.?(2)°]. In the crystal, inter-molecular N-H?O hydrogen bonds link the mol-ecules into C(4) chains propagating in [001].
| S-EPMC3213564 | biostudies-literature
Project description:In the structure of the title compound (N26DCP2CBA), C(13)H(8)Cl(3)NO, the conformations of N-H and C=O bonds in the amide group are trans to each other, similar to that observed in N-(2,6-dichloro-phen-yl)benzamide, 2-chloro-N-phenyl-benzamide, 2-chloro-N-(2-chloro-phen-yl)benzamide and 2-chloro-N-(2,3-dichloro-phen-yl)benzamide with similar bond parameters. Furthermore, the position of the amide O atom is syn to the ortho-chloro group in the benzoyl ring. The amide group makes a dihedral angle of 59.8 (1)° with the benzoyl ring, while the benzoyl and aniline rings make a dihedral angle of 8.1 (2)°. The mol-ecules are linked by N-H⋯O hydrogen bonds into infinite chains running along the b axis.
| S-EPMC2962123 | biostudies-literature
Project description:In the title compound, C(14)H(11)Cl(2)NO, the two benzene rings are non-coplanar [dihedral angle = 60.9 (3)°]. In the crystal, an amide N-H⋯O hydrogen bond links the mol-ecules into chains which extend along (001).
| S-EPMC3344541 | biostudies-literature
Project description:The amide group in the structure of the title compound (N35DCP2CBA), C(13)H(8)Cl(3)NO, is trans-planar, similar to that observed in N-(3-chloro-phen-yl)benzamide, N-(3,5-dichloro-phen-yl)benzamide, 2-chloro-N-phenyl-benzamide and other benzanilides. The C=O bond in N35DCP2CBA is anti to the ortho-chloro substituent in the benzoyl ring. The amide group makes dihedral angles of 63.1 (12) and 31.1 (17)°, respectively, with the benzoyl and aniline benzene rings, while the dihedral angle between the two benzene rings is 32.1 (2)°. The mol-ecules are linked into chains along the b axis by N-H⋯O hydrogen bonds.
| S-EPMC2961721 | biostudies-literature
Project description: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.
| S-EPMC2961242 | biostudies-literature
Project description:In the title compound, C(15)H(13)Cl(2)NO(2), the dihedral angle between the aromatic rings is 63.80 (12)°. The conformation may be stabilized by a weak N-H⋯O hydrogen bond. In the crystal structure, a short C-Cl⋯π interaction occurs, with a Cl⋯π separation of 3.5706 (13) Å.
| S-EPMC2959891 | biostudies-literature
Project description:In the title compound, C(13)H(8)Cl(3)NO, the dihedral angle between the benzene rings is 63.2?(2)°. In the crystal, N-H?O hydrogen bonds link the mol-ecules into C(4) chains propagating in [001]. Weak aromatic ?-? stacking also occurs [centroid-centroid separations = 3.759?(3) and 3.776?(3)?Å].
| S-EPMC3297901 | biostudies-other
Project description:In the mol-ecular structure of the title compound, C(14)H(11)Cl(2)NO, the two aromatic rings form a dihedral angle of 70.9?(1)°. The central amido group -NH-C(=O)- makes a dihedral angle of 26.6?(2)° with the methyl-phenyl ring and 82.5?(1)° with the dichloro-phenyl ring. Inter-molecular N-H?O hydrogen bonds link the mol-ecules into chains running along the c axis of the crystal.
| S-EPMC2971261 | biostudies-other
Project description:The title compound, C(13)H(8)Cl(3)NO, crystallizes with four mol-ecules in the asymmetric unit. In the mol-ecular structure, the conformations of the central amide -CONH group show a wide range of dihedral angles with respect to the attached aromatic rings (benzoyl and anilino). The dihedral angles between the amide group and the benzoyl ring are 8.1?(3), 4.3?(3), 27.8?(1) and 32.7?(2)° in the four mol-ecules. The amide group is twisted out of the plane of the anilino ring, as shown by the dihedral angles of 85.4?(1), 74.3?(1), 88.1?(1) and 77.6?(1)° in the four mol-ecules. The aromatic rings are oriented at dihedral angles of 86.6?(1), 78.0?(1), 60.3?(1) and 69.8?(1)° in the four mol-ecules. The crystal structure is stabilized via inter-molecular N-H?O hydrogen bonds, aromatic aromatic inter-actions, short Cl?Cl contacts and C-H?Cl hydrogen bonds. Inter-molecular hydrogen bonds connect the mol-ecules into two distinct chains running along the c axis of the crystal. One mol-ecule forms an inversion dimer in which the main inter-actions are ?-? stacking [centroid-centroid distances = 3.749?(1) and 3.760?(1)?Å] and a short Cl?Cl contact of 3.408?(1)?Å.
| S-EPMC2969447 | biostudies-other