Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

2,2-Diphenyl-N-{[2-(tri-fluoro-meth-yl)phen-yl]carbamo-thio-yl}acetamide.

ABSTRACT: The title mol-ecule, C22H17F3N2OS, adopts a trans-cis conformation with respect to the positions of the carbonyl and tri-fluoro-methyl-benzene groups against the thio-carbonyl group across the C-N bonds. The mol-ecular structure is stabilized by an intra-molecular N-H?O hydrogen bond with an S(6) ring motif. The tri-fluoro-methyl-substituted benzene ring forms dihedral angles of 66.05?(9) and 47.19?(9)° with the terminal phenyl rings and is twisted from the O=C-N-(C=S)-N carbonyl-thio-urea plane [maximum deviation = 0.0535?(12)?Å], making a dihedral angle of 63.59?(8)°. In the crystal, N-H?O and C-H?F hydrogen bonds link the mol-ecules into a layer parallel to the bc plane. A C-H?? inter-action is also observed.

SUBMITTER: Yusof MS

PROVIDER: S-EPMC3793754 | biostudies-literature | 2013

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

2,2-Diphenyl-N-{[2-(tri-fluoro-meth-yl)phen-yl]carbamo-thio-yl}acetamide.

Yusof Mohd Sukeri Mohd MS Razali Nur Rafikah NR Arshad Suhana S Rahman Azhar Abdul AA Razak Ibrahim Abdul IA

Acta crystallographica. Section E, Structure reports online 20130713 Pt 8

The title mol-ecule, C22H17F3N2OS, adopts a trans-cis conformation with respect to the positions of the carbonyl and tri-fluoro-methyl-benzene groups against the thio-carbonyl group across the C-N bonds. The mol-ecular structure is stabilized by an intra-molecular N-H⋯O hydrogen bond with an S(6) ring motif. The tri-fluoro-methyl-substituted benzene ring forms dihedral angles of 66.05 (9) and 47.19 (9)° with the terminal phenyl rings and is twisted from the O=C-N-(C=S)-N carbonyl-thio-urea plane ...[more]

PMID: 24109341

Similar Datasets

N-[(3-Ethyl-phen-yl)carbamo-thio-yl]-2,2-di-phenyl-acetamide.

Project description:In the title mol-ecule, C23H22N2OS, the di-phenyl-acetyl and ethyl-benzene groups adopt a trans-cis conformation, respectively, with respect to the S atom across the (S=)C-N bonds. This conformation is stabilized by an intra-molecular N-H⋯O hydrogen bond and a weak C-H⋯S hydrogen bond. The ethyl-substituted benzene ring forms dihedral angles of 87.53 (15) and 73.94 (15)° with the phenyl rings. In the crystal, N-H⋯O hydrogen bonds link mol-ecules into chains along [100]. A weak C-H⋯π inter-action is also observed.

| S-EPMC3772456 | biostudies-literature

N-[(2,6-Di-ethyl-phen-yl)carbamo-thio-yl]-2,2-di-phenyl-acetamide.

Project description:In the title compound, C25H26N2OS, the diethyl-substituted benzene ring forms dihedral angles of 67.38 (9) and 55.32 (9)° with the terminal benzene rings. The mol-ecule adopts a trans-cis conformation with respect to the orientations of the di-phenyl-methane and 1,3-di-ethyl-benzene groups with respect to the S atom across the C-N bonds. This conformation is stabilized by an intra-molecular N-H⋯O hydrogen bond, which generates an S(6) ring. In the crystal, pairs of N-H⋯S hydrogen bonds link the mol-ecules into inversion dimers, forming R 2 (2)(6) loops. The dimer linkage is reinforced by a pair of C-H⋯S hydrogen bonds, which generate R 2 (2)(8) loops. Weak C-H⋯π and π-π [centroid-centroid seperation = 3.8821 (10) Å] inter-actions also occur in the crystal structure.

| S-EPMC3685105 | biostudies-literature

N-(2,6-Dimethyl-phen-yl)-2,2-diphenyl-acetamide.

Project description:In the title compound, C(22)H(21)NO, the dihedral angle between the phenyl rings is 82.59?(7)°. The dimethyl-benzene ring forms dihedral angles of 52.86?(4) and 49.65?(5)° with the two phenyl rings. In the crystal, mol-ecules are linked by N-H?O hydrogen bonds, forming a C(4) chain along the c axis. The crystal also features C-H?? inter-actions.

| S-EPMC3344437 | biostudies-literature

N-(4-Chloro-phen-yl)-2,2-diphenyl-acetamide.

Project description:In the title compound, C(20)H(16)ClNO, an S(6) ring motif is formed via an intra-molecular C-H⋯O hydrogen bond. The chloro-substituted benzene ring is almost perpendicular to the benzene rings, forming dihedral angles of 87.33 (9) and 88.69 (9)°. The dihedral angle between the benzene rings is 87.17 (9)°. In the crystal, mol-ecules are linked into chains parallel to the c axis by inter-molecular N-H⋯O hydrogen bonds. The crystal packing also features weak C-H⋯π inter-actions involving the chloro-substituted ring.

| S-EPMC3414999 | biostudies-literature

2,2-Diphenyl-N-(2,4,5-trichloro-phen-yl)acetamide.

Project description:The asymmetric unit of the title compound, C(20)H(14)Cl(3)NO, consists of two independent mol-ecules. In one mol-ecule, the chlorinated benzene ring forms dihedral angles of 12.00 (9) and 77.04 (9)° with the phenyl rings. The dihedral angle between the phenyl rings is 80.37 (10)°. The corresponding dihedral angles for the other mol-ecule are 26.34 (10), 62.98 (10) and 88.47 (11)°, respectively. One of the mol-ecules features an intra-molecular C-H⋯O hydrogen bond, which forms an S(6) ring motif. In the crystal, mol-ecules are linked by N-H⋯O hydrogen bonds into [100] chains. The chains are further linked by C-H⋯O and C-H⋯Cl hydrogen bonds into a three-dimensional network.

| S-EPMC3435685 | biostudies-literature

N-(3,4-Difluoro-phen-yl)-2,2-diphenyl-acetamide.

Project description:In the title compound, C(20)H(15)F(2)NO, the mean plane of the acetamide group makes dihedral angles of 88.26 (6), 78.30 (7) and 9.83 (6)° with the two terminal benzene rings and difluoro-substituted benzene ring, respectively. One F atom is disordered over two orientations rotated by 180°, with a site-occupancy ratio of 0.557 (2):0.443 (2). An intra-molecular C-H⋯O hydrogen bond generates an S(6) ring motif. In the crystal, mol-ecules are linked via N-H⋯O hydrogen bonds into chains along the c axis. The crystal structure is further consolidated by C-H⋯π inter-actions.

| S-EPMC3344483 | biostudies-literature

N-(2,4-Dimethyl-phen-yl)-2,2-diphenyl-acetamide.

Project description:The asymmetric unit of the title compound, C(22)H(21)NO, consists of two crystallographically independent mol-ecules (A and B). Each mol-ecule contains two benzene rings and one dimethyl-benzene ring. The dihedral angle between the two benzene rings is 87.75 (16)° in mol-ecule A and 89.25 (16)° in mol-ecule B. In mol-ecule A, the dimethyl-benzene ring forms dihedral angles of 89.65 (8) and 42.98 (11)° with the two benzene rings, whereas the corresponding angles are equal to 63.15 (7) and 58.67 (10)° in mol-ecule B. An intra-molecular C-H⋯O hydrogen bond generates an S(6) ring motif in each mol-ecule. In the crystal, mol-ecules are linked by bifurcated (N,C)-H⋯O hydrogen bonds, generating R(2) (1)(6) ring motifs and forming infinite chains along the a axis. The crystal is further stabilized by C-H⋯π and π-π inter-actions with centroid-centroid distances of 3.8543 (18) and 3.930 (2) Å.

| S-EPMC3344457 | biostudies-literature

N-(3-Chloro-4-fluoro-phen-yl)-2,2-diphenyl-acetamide.

Project description:In the title compound, C(20)H(15)ClFNO, the dihedral angles between the mean planes of the acetamide group and the chloro-fluoro-substituted benzene ring and the two phenyl rings are 10.8?(8), 81.9?(7) and 85.8?(5)°, respectively. The crystal packing is stabilized by N-H?O hydrogen bonds and weak C-H?O inter-molecular inter-actions, forming infinite chains along the c axis.

| S-EPMC3201262 | biostudies-other

2,2-Dibromo-N-(4-fluoro-phen-yl)acetamide.

Project description:In the crystal structure of the title compound, C(8)H(6)Br(2)FNO, C-H?O and N-H?O hydrogen bonding results in six-membered rings and links the mol-ecules into chains running parallel to the c axis. The dihedral angle between the fluoro-phenyl ring and the acetamide group is 29.5?(5)°.

| S-EPMC3379398 | biostudies-literature

Crystal structures of 3-fluoro-N-[2-(tri-fluoro-meth-yl)phen-yl]benzamide, 3-bromo-N-[2-(tri-fluoro-meth-yl)phen-yl]benzamide and 3-iodo-N-[2-(tri-fluoro-meth-yl)phen-yl]benzamide.

Project description:In the title compounds, C14H9F4NO, (I), C14H9BrF3NO, (II), and C14H9F3INO, (III), the two benzene rings are inclined to one another by 43.94 (8)° in mol-ecule A and 55.66 (7)° in mol-ecule B of compound (I), which crystallizes with two independent mol-ecules in the asymmetric unit, but by only 10.40 (12)° in compound (II) and 12.5 (2)° in compound (III). In the crystals of all three compounds, N-H⋯O hydrogen bonds link the mol-ecules to form chains propagating along the a-axis direction for (I), and along the b-axis direction for (II) and (III). In the crystal of (I), -A-B-A-B- chains are linked by C-H⋯O hydrogen bonds, forming layers parallel to (010). Within the layers there are weak offset π-π inter-actions present [inter-centroid distances = 3.868 (1) and 3.855 (1) Å]. In the crystals of (II) and (III), the chains are linked via short halogen-halogen contacts [Br⋯Br = 3.6141 (4) Å in (II) and I⋯I = 3.7797 (5) Å in (III)], resulting in the formation of ribbons propagating along the b-axis direction.

| S-EPMC4908555 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data