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A monoclinic polymorph of N-(3-chloro-phen-yl)benzamide.

ABSTRACT: The title compound, C(13)H(10)ClNO, (I), is a polymorph of the structure, (II), first reported by Gowda et al. [Acta Cryst. (2008), E64, o462]. In the original report, the compound crystallized in the ortho-rhom-bic space group Pbca (Z = 8), whereas the structure reported here is monoclinic P21/c (Z = 4). The principal difference between the two forms lies in the relative orientations of the phenyl and benzene rings [dihedral angle = 8.90 (13)° for (I) and 61.0 (1)° for (II)]. The inclination of the amide -CONH- units to the benzoyl ring is more similar [15.8 (7)° for (I) and 18.2 (2)° for (II)]. In both forms, the N-H bonds are anti to the 3-chloro substituents of the aniline rings. In the crystal, inter-molecular N-H⋯O hydrogen bonds form C(4) chains along c. These chains are bolstered by weak C-H⋯O inter-actions that generate R(2) (1)(6) and R(2) (1)(7) ring motifs.

SUBMITTER: Saeed A

PROVIDER: S-EPMC3008970 | biostudies-literature |

REPOSITORIES: biostudies-literature

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1,3-Bis(2-chloro-phen-yl)thio-urea: a monoclinic polymorph.

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Project description:The crystal structure of the title compound, C(16)H(13)ClO(2) (II), (space group P2(1)/c,) is a polymorph of the structure, (I), reported by Harrison, Yathirajan, Sarojini, Narayana & Indira [Acta Cryst. (2006), E62, o1647-o1649] in the ortho-rhom-bic space group Pna2(1). The dihedral angle between the mean planes of the 4-chloro- and 4-meth-oxy-substituted benzene rings is 52.9?(1)° in (II) compared to 21.82?(6)° for polymorph (I). The dihedral angles between the mean planes of the prop-2-en-1-one group and those of the 4-chloro-phenyl and 4-methoxy-phenyl rings are 23.3?(3) and 33.7?(1)°, respectively. in (II). The corresponding values are 17.7?(1) and 6.0?(3)°, respectively, in polymorph (I). In the crystal, weak C-H?? inter-actions are observed.

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Project description:In the title compound, C(13)H(9)Cl(2)NO, the meta-Cl atom in the benzoyl ring is positioned anti to the C=O bond, while the ortho-Cl atom in the aniline ring is positioned syn to the N-H bond. The two aromatic rings are almost coplanar, making a dihedral angle of 4.73?(5)°. The crystal structure is stabilized by N-H?O hydrogen bonds, which link the mol-ecules into chains along the b axis.

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Project description:In the crystal structure of the title compound, C(13)H(9)Cl(2)NO, the N-H and C=O bonds are anti to each other in the two independent mol-ecules. In one mol-ecule, the N-H bond is syn to the meta-chloro group of the attached ring; it is anti in the other mol-ecule. This relationship is also observed between the C=O bond and the meta-chloro substituent of its attached ring. The amide -NHCO- group makes dihedral angles of 31.5 (4) and 34.7 (3)° with the aniline rings; it makes dihedral angles of 37.4 (3) and 37.2 (3)° with the benzoyl rings. The two rings are nearly coplanar, with dihedral angles of 9.1 (2) and 7.3 (3)° in the two independent mol-ecules. Adjacent mol-ecules are linked into infinite chains through N-H⋯O hydrogen bonds.

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2-Chloro-N-(3-chloro-phen-yl)benzamide.

Project description:In the structure of the the title compound, C(13)H(9)Cl(2)NO, the N-H and C=O groups are mutually trans. Furthermore, the conformation of the C=O group is syn to the ortho-chloro group in the benzoyl ring, while the N-H bond is anti to the meta-chloro group in the aniline ring. The amide group forms dihedral angles of 89.11 (19) and 22.58 (37)°, respectively, with the benzoyl and aniline rings, while the benzoyl and aniline rings form a dihedral angle of 69.74 (14)°. The mol-ecules are linked into infinite chains through inter-molecular N-H⋯O hydrogen bonds.

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N-(4-Chloro-phen-yl)-2-methyl-benzamide.

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