Browse
Submit Data
Databases
API
Help

Dataset Information

28 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

5-Ethyl-4-phenyl-1H-pyrazol-3(2H)-one.

ABSTRACT: The asymmetric unit of the title compound, C(11)H(12)N(2)O, consists of two crystallographically independent mol-ecules (A and B) with similar geometries. Both mol-ecules exist in a keto form, the C=O bond length being 1.286?(2)?Å in A and 1.283?(2)?Å in B. The dihedral angles between the pyrazole ring and the attached phenyl ring are 43.28?(12) and 46.88?(11)°, respectively, for A and B. The ethyl unit in mol-ecule B is disordered over two positions with a site-occupancy ratio of 0.508?(5):0.492?(5). In the crystal, each of the independent mol-ecules forms a centrosymmetric dimer with an R(2) (2)(8) ring motif through a pair of N-H?O hydrogen bonds. These dimers are further connected into a three-dimensional network by inter-molecular N-H?O and C-H?O hydrogen bonds. Inter-molecular C-H?? inter-actions are also present.

SUBMITTER: Loh WS

PROVIDER: S-EPMC3051742 | biostudies-literature | 2011 Jan

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

5-Ethyl-4-phenyl-1H-pyrazol-3(2H)-one.

Loh Wan-Sin WS Fun Hoong-Kun HK Ragavan R Venkat RV Vijayakumar V V Venkatesh M M

Acta crystallographica. Section E, Structure reports online 20110115 Pt 2

The asymmetric unit of the title compound, C(11)H(12)N(2)O, consists of two crystallographically independent mol-ecules (A and B) with similar geometries. Both mol-ecules exist in a keto form, the C=O bond length being 1.286 (2) Å in A and 1.283 (2) Å in B. The dihedral angles between the pyrazole ring and the attached phenyl ring are 43.28 (12) and 46.88 (11)°, respectively, for A and B. The ethyl unit in mol-ecule B is disordered over two positions with a site-occupancy ratio of 0.508 (5):0.49 ...[more]

PMID: 21523076

Similar Datasets

5-Ethyl-4-methyl-1H-pyrazol-3(2H)-one.

Project description:In the title compound, C(6)H(10)N(2)O, the 2,3-dihydro-1H-pyrazole ring is approximately planar, with a maximum deviation of 0.013?(1)?Å. Pairs of inter-molecular N-H?O hydrogen bonds link neighboring mol-ecules into dimers, generating R(2) (2)(8) ring motifs. These dimers are further linked into two-dimensional arrays parallel to the bc plane by inter-molecular N-H?O hydrogen bonds. The crystal structure is further stabilized by C-H?? inter-actions.

| S-EPMC2979558 | biostudies-literature

4-Methyl-5-phenyl-1H-pyrazol-3(2H)-one.

Project description:The asymmetric unit of the title compound, C(10)H(10)N(2)O, contains two crystallographically independent mol-ecules with similar geometries, which exist in the keto form. The C=O bond lengths are 1.2878?(12)?Å in mol-ecule A and 1.2890?(12)?Å in mol-ecule B, indicating that the compound undergoes enol-to-keto tautomerism during the crystallization process. In mol-ecule A, the pyrazole ring is approximately planar [maximum deviation = 0.007?(1)?Å] and forms a dihedral angle of 36.67?(6)° with the attached phenyl ring. In mol-ecule B, the dihedral angle formed between the pyrazole ring [maximum deviation = 0.017?(1)?Å] and the phenyl ring is 41.19?(6)°. In the crystal, inter-molecular N-H?O hydrogen bonds link neighbouring mol-ecules into dimers generating R(2) (2)(8) ring motifs. These dimers are linked into ribbons along [101] via inter-molecular N-H?O hydrogen bonds, forming R(4) (2)(10) ring motifs.

| S-EPMC3050219 | biostudies-literature

5-Isobutyl-4-phenyl-sulfonyl-1H-pyrazol-3(2H)-one.

Project description:The title compound, C(13)H(16)N(2)O(3)S, consists of two crystallographically independent mol-ecules with similar geometries and exists in a keto form, the C=O bond lengths being 1.267?(2) and 1.254?(2)?Å. In both mol-ecules, the pyrazole rings are approximately planar, with maximum deviations of 0.017?(2) and 0.010?(2)?Å, and the dihedral angles between the pyrazole and phenyl rings are 83.63?(11) and 70.07?(12)°. In one mol-ecule, an intra-molecular C-H?O hydrogen bond with an S(6) ring motif is observed. In the crystal, inter-molecular N-H?O and C-H?O hydrogen bonds link the mol-ecules into two-dimensional networks parallel to the ab plane.

| S-EPMC3011737 | biostudies-literature

4-{[(E)-(3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)methyl-idene]amino}-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one.

Project description:The title Schiff base compound, C(23)H(23)N(5)O, was synthesized by the reaction of 4-amino-phenazone and 3,5-dimethyl-1-phenyl-pyrazole-4-carbaxaldehyde. The mol-ecule adopts an E configuration about the central C=N double bond. A weak intra-molecular C-H?O hydrogen bond generates an S(6) ring motif. The dihedral angle between the pyrazole rings is 24.72?(10)° and the dihedral angles between the pyrazole rings and the adjacent phenyl rings are 58.67?(10) and 46.58?(11)°. The crystal structure is stabilized by weak C-H?? inter-actions involving the pyrazolone and phenyl rings.

| S-EPMC3006732 | biostudies-literature

4-[(5-Chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)methyl-idene-amino]-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one.

Project description:In the mol-ecule of the title compound, C(22)H(20)ClN(5)O, the atoms of the two pyrazole rings and the -C=N- group which joins them are essentially coplanar, with an r.m.s. deviation of 0.054?(2)?Å. The phenyl rings form dihedral angles of 41.24?(5) and 55.53?(5)° with this plane. The crystal structure is stabilized by weak inter-molecular ?-? inter-actions, with centroid-to-centroid distances of 3.6179?(13)?Å between the imidazole rings.

| S-EPMC3009036 | biostudies-literature

1,5-Dimethyl-2-phenyl-4-[phenyl(pyri-din-2-ylamino)methyl]-1H-pyrazol-3(2H)-one.

Project description:In the title compound, C(23)H(22)N(4)O, the pyrazole ring makes dihedral angles of 45.57?(11)° with the attached phenyl ring, and 83.98?(10) and 67.85?(10) °, respectively, with the other phenyl ring and the pyridyl ring. The pyridyl ring makes a dihedral angle of 80.15?(10)° with the adjacent phenyl ring. In the crystal, N-H?O hydrogen bonds supplemented by weak C-H?O hydrogen bonds link the mol-ecules into chains which run parallel to the a-axis direction.

| S-EPMC3515284 | biostudies-literature

4-[(5-Hydr-oxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)phenyl-meth-yl]-5-methyl-2-phenyl-1H-pyrazol-3(2H)-one ethanol hemisolvate.

Project description:The asymmetric unit of the title compound, C(27)H(24)N(4)O(2)·0.5C(2)H(6)O, comprises two crystallographically independent mol-ecules (A and B) with slightly different conformations, and one ethanol mol-ecule of crystallization. Intra-molecular C-H⋯O and O-H⋯O hydrogen bonds generate six- and eight-membered rings, producing S(6) and S(8) ring motifs, respectively. In mol-ecule A, one of the benzene rings is disordered over two positions, with site-occupancy factors of 0.542 (11) and 0.458 (11). The dihedral angles between the central benzene ring and the two outer benzene rings are 73.88 (9) and 82.6 (2)/88.9 (2)° in mol-ecule A, and 80.81 (8) and 79.38 (8)° in mol-ecule B. In the crystal structure, mol-ecules form infinite one-dimensional chains in the (101) plane. The crystal structure is stabilized by inter-molecular O-H⋯N, N-H⋯N, N-H⋯O and C-H⋯O hydrogen bonds, weak C-H⋯π and π-π [centroid-centroid = 3.5496 (1) Å] inter-actions.

| S-EPMC2967978 | biostudies-literature

4-(4-Chloro-benz-yl)-5-methyl-2-phenyl-1H-pyrazol-3(2H)-one.

Project description:The five-membered ring of the title compound, C(17)H(15)ClN(2)O, is almost planar (r.m.s. deviation = 0.008?Å), and its phenyl subsitutent is aligned at 34.9?(1)° with respect to this ring. The angle at the methyl-ene C atom is opened to 116.4?(2)°. In the crystal, adjacent mol-ecules are linked by an N-H?O hydrogen bond, generating a linear chain along the a axis.

| S-EPMC3089257 | biostudies-literature

1,5-Dimethyl-2-phenyl-4-{[(E)-3,4,5-trimethoxybenzylidene]amino}-1H-pyrazol-3(2H)-one.

Project description:In the title compound, C(21)H(23)N(3)O(4), the pyrazole ring forms dihedral angles of 21.58?(8) and 66.64?(7)° with the benzene and phenyl rings, respectively. The crystal structure is stabilized by weak inter-molecular C-H?O hydrogen bonds.

| S-EPMC3007473 | biostudies-literature

4-{[4-(Dimethylamino)benzylidene]-amino}-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one.

Project description:The azomethine double-bond in the title Schiff base, C(20)H(22)N(4)O, has an E-configuration. The aromatic ring of the benzyl-idene portion (r.m.s. deviation 0.011?Å) and the five-membered pyrazolyl ring (r.m.s. deviation 0.033?Å) form a dihedral angle of 19.0?(1)°. The phenyl substituent is twisted by 55.0?(1)° with respect to the five-membered ring.

| S-EPMC3006679 | 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