Browse
Submit Data
Databases
API
Help

Dataset Information

20 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

3-Meth-oxy-2-[5-(naphthalen-2-yl)-4,5-di-hydro-1H-pyrazol-3-yl]phenol.

ABSTRACT: The asymmetric unit of the title compound, C20H18N2O2, contains two independent mol-ecules in which the dihedral angles between the naphthalene ring system [r.m.s. deviations = 0.012?(1) and 0.015?(1)?Å] and the benzene ring are 71.65?(6) and 74.51?(6)°. In the crystal, pairs of N-H?O hydrogen bonds form two independent inversion dimers with graph-set notation R 2 (2)(14). In addition, each mol-ecule contains an intra-molecular O-H?N hydrogen bond with an S(6) motif.

SUBMITTER: Koh D

PROVIDER: S-EPMC3998579 | biostudies-literature | 2014 Apr

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

3-Meth-oxy-2-[5-(naphthalen-2-yl)-4,5-di-hydro-1H-pyrazol-3-yl]phenol.

Koh Dongsoo D Lim Yoongho Y Lough Alan J AJ

Acta crystallographica. Section E, Structure reports online 20140322 Pt 4

The asymmetric unit of the title compound, C20H18N2O2, contains two independent mol-ecules in which the dihedral angles between the naphthalene ring system [r.m.s. deviations = 0.012 (1) and 0.015 (1) Å] and the benzene ring are 71.65 (6) and 74.51 (6)°. In the crystal, pairs of N-H⋯O hydrogen bonds form two independent inversion dimers with graph-set notation R 2 (2)(14). In addition, each mol-ecule contains an intra-molecular O-H⋯N hydrogen bond with an S(6) motif. ...[more]

PMID: 24826163

Similar Datasets

Crystal structure of 3-meth-oxy-2-[5-(naphthalen-1-yl)-4,5-di-hydro-1H-pyrazol-3-yl]phenol.

Project description:In the title compound, C20H18N2O2, the central pyrazoline ring has an envelope conformation with the atom substituted by the naphthalene ring as the flap. It bridges a benzene ring and a naphthalene ring system which are almost normal to one another, making a dihedral angle of 82.03?(6) °. There is an intra-molecular O-H?N hydrogen bond forming an S(6) ring motif. In the crystal, mol-ecules are linked by pairs of N-H?? inter-actions, forming inversion dimers. There are also C-H?? inter-actions present and the dimers are linked via C-H?O hydrogen bonds, forming ribbons propagating along the a-axis direction.

| S-EPMC4645021 | biostudies-literature

Crystal structure of 3,5-dimeth-oxy-2-[5-(naphthalen-1-yl)-4,5-di-hydro-1H-pyrazol-3-yl]phenol.

Project description:In the title compound, C21H20N2O3, the planes of the benzene ring and the naphthalene ring system are inclined to one another by 70.95°, and by 4.99 (6) and 75.93 (5)°, respectively, to the mean plane of the pyrazoline ring. The latter has an envelope conformation with the methine (CH) C atom as the flap. There is an intra-molecular O-H⋯N hydrogen bond that forms an S(6) ring motif. In the crystal, mol-ecules are linked by C-H⋯O hydrogen bonds, forming chains along [100]. The chains are linked via C-H⋯N hydrogen bonds, forming sheets parallel to the ab plane. The sheets are linked by a series of N-H⋯π and C-H⋯π inter-actions forming a three-dimensional structure.

| S-EPMC4647439 | biostudies-literature

2-[3,5-Bis(4-meth-oxy-phen-yl)-4,5-di-hydro-1H-pyrazol-1-yl]-4,6-bis-(4-meth-oxy-phen-yl)pyrimidine.

Project description:In the title compound, C(35)H(32)N(4)O(4), the pyrazole ring forms a dihedral angle of 15.04?(8)° with the adjacent pyrimidine ring. The pyrimidine ring forms dihedral angles of 9.95?(8) and 1.86?(7)° with its adjacent meth-oxy-substituted benzene rings, whereas the equivalent angles are 80.24?(9) and 11.55?(9)° for the pyrazole ring and its adjacent benzene rings. The crystal packing features ?-? inter-actions, the centroid-centroid distance between the pyrimidine and methoxyphenyl rings being 3.604?(1)?Å. The pyrazole ring is nearly planar, with a maximum deviation of 0.020?(3)?Å for the -CH(2)- carbon.

| S-EPMC3414322 | biostudies-literature

Synthesis, crystal structure and Hirshfeld surface analysis of 4-[3-(4-hy-droxy-phen-yl)-4,5-di-hydro-1H-pyrazol-5-yl]-2-meth-oxy-phenol monohydrate.

Project description:In the title pyrazoline derivative, C16H16N2O3·H2O, the pyrazoline ring has an envelope conformation with the substituted sp 2 C atom on the flap. The pyrazoline ring makes angles of 86.73 (12) and 13.44 (12)° with the tris-ubstituted and disubstituted benzene rings, respectively. In the crystal structure, the mol-ecules are connected into chains running in the b-axis direction by O-H⋯N hydrogen bonding. Parallel chains inter-act through N-H⋯O hydrogen bonds and π-π stacking of the tris-ubstituted phenyl rings. The major contribution to the surface contacts are H⋯H contacts (44.3%) as concluded from a Hirshfeld surface analysis.

| S-EPMC6829711 | biostudies-literature

4-[3-(Biphenyl-4-yl)-1-phenyl-4,5-di-hydro-1H-pyrazol-5-yl]-3-(4-meth-oxy-phen-yl)-1-phenyl-1H-pyrazole dioxane monosolvate.

Project description:In the title compound, C(37)H(30)N(4)O·C(4)H(8)O(2), the dihedral angle between the pyrazole and dihydro-pyrazole rings is 74.09 (10)°. In the crystal, the components are linked into centrosymmetric tetra-mers (two main mol-ecules and two solvent mol-ecules) by C-H⋯O hydrogen bonds. C-H⋯π and π-π [shortest centroid-centroid separation = 3.6546 (9) Å] inter-actions are also observed.

| S-EPMC3343947 | biostudies-literature

Crystal structure of 5-(5,6-di-hydro-benzo[4,5]imidazo[1,2-c]quinazolin-6-yl)-2-meth-oxy-phenol.

Project description:In the mol-ecule of the title compound, C21H17N3O2, the 5,6-di-hydro-benzimidazo[1,2-c]quinazoline moiety is disordered over two orientations about a pseudo-mirror plane, with a refined occupancy ratio of 0.863 (2):0.137 (2). The dihedral angles formed by the benzimidazole ring system and the benzene ring of the quinazoline group are 14.28 (5) and 4.7 (3)° for the major and minor disorder components, respectively. An intra-molecular O-H⋯O hydrogen bond is present. In the crystal, mol-ecules are linked by O-H⋯N hydrogen bonds, forming chains running parallel to [10-1].

| S-EPMC4719928 | biostudies-literature

3-(4-Amino-phen-yl)-5-(4-meth-oxy-phen-yl)-4,5-di-hydro-1H-pyrazole-1-carbo-thio-amide.

Project description:In the mol-ecule of title pyrazoline derivative, C17H18N4OS, the pyrazole ring adopts an envelope conformation with the flap atom, which bears the meth-oxy-phenyl substituent, displaced by 0.0750?(12)?Å from the plane through the other ring atoms. The two substituted benzene rings make a dihedral angle of 70.59?(6)°. The meth-oxy group is twisted slightly with respect to the attached benzene ring [Cmeth-yl-O-C-C torsion angle = -8.84?(15)°]. An intra-molecular N-H?N hydrogen bond occurs. In the crystal, the pyrazoline mol-ecules are linked by N-H?O and N-H?S hydrogen bonds into zigzag layers parallel to the bc plane and stacked along the a axis by ?-? inter-actions with centroid-centroid distances of 3.4690?(7) and 3.5792?(7)?Å. C-H?? inter-actions are also present.

| S-EPMC3793732 | biostudies-literature

Crystal structure of (E)-2-[(2-bromopyridin-3-yl)methyl-idene]-6-meth-oxy-3,4-di-hydro-naphthalen-1(2H)-one and 3-[(E)-(6-meth-oxy-1-oxo-1,2,3,4-tetra-hydro-naphthalen-2-ylidene)meth-yl]pyridin-2(1H)-one.

Project description:The title compounds C17H14BrNO2, (I), and C17H15NO3, (II), were obtained from the reaction of 6-meth-oxy-3,4-di-hydro-2H-naphthalen-1-one and 2-bromo-nicotinaldehyde in ethanol. Compound (I) was the expected product and compound (II) was the oxidation product from air exposure. In the crystal structure of compound (I), there are no short contacts or hydrogen bonds. The structure does display π-π inter-actions between adjacent benzene rings and adjacent pyridyl rings. Compound (II) contains two independent mol-ecules, A and B, in the asymmetric unit; both are non-planar, the dihedral angles between the meth-oxy-benzene and 1H-pyridin-2-one mean planes being 35.07 (9)° in A and 35.28 (9)°in B. In each mol-ecule, the 1H-pyridin-2-one unit participates in inter-molecular N-H⋯O hydrogen bonding to another mol-ecule of the same type (A to A or B to B). The structure also displays π-π inter-actions between the pyridyl and the benzene rings of non-equivalent mol-ecules (viz., A to B and B to A).

| S-EPMC4992914 | biostudies-literature

Crystal structure of 5-(4-meth-oxy-phen-yl)-3-(4-methyl-phen-yl)-4,5-di-hydro-1H-pyrazole-1-carbaldehyde.

Project description:In the title compound, C18H18N2O2, the pyrazole ring has a twisted conformation on the CH-CH2 bond. The tolyl ring and the 4-meth-oxy-phenyl ring are inclined to the mean plane of the pyrazole ring by 4.40?(9) and 86.22?(9)°, respectively, while the two aromatic rings are inclined to one another by 88.75?(9)°. In the crystal, mol-ecules are linked via bifurcated C-H?(O,O) hydrogen bonds and C-H?? inter-actions, forming sheets lying parallel to the ab plane.

| S-EPMC4719996 | biostudies-literature

1-[5-(4-Meth-oxy-phen-yl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl]ethanone.

Project description:The title mol-ecule, C(18)H(18)N(2)O(2), is V-shaped with the pyrazoline moiety being inclined to the adjacent phenyl ring by an angle of 6.49?(9)°, while the 4-meth-oxy-substituted ring is inclined to the pyrazoline ring by 82.99?(9)°. In the crystal, adjacent mol-ecules are linked by C-H?O inter-actions, forming chains propagating in [100]. There are also C-H?? inter-actions involving adjacent mol-ecules and those related by an inversion center.

| S-EPMC3011559 | 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