Browse
Submit Data
Databases
API
Help

Dataset Information

22 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystal structure of 4,5-bis-(3,4,5-tri-meth-oxy-phen-yl)-2H-1,2,3-triazole methanol monosolvate.

ABSTRACT: The title compound, C20H23N3O6·CH3OH, was synthesized by [3 + 2] cyclo-addition of (Z)-2,3-bis-(3,4,5-tri-meth-oxy-phen-yl)acrylo-nitrile with sodium azide and ammonium chloride in DMF/water. The central nitro-gen of the triazole ring is protonated. The dihedral angles between the triazole ring and the 3,4,5-tri-meth-oxy-phenyl ring planes are 34.31?(4) and 45.03?(5)°, while that between the 3,4,5-tri-meth-oxy-phenyl rings is 51.87?(5)°. In the crystal, the mol-ecules, along with two methanol solvent mol-ecules are linked into an R (4) 4(10) centrosymmetric dimer by N-H?O and O-H?N hydrogen bonds.

SUBMITTER: Madadi NR

PROVIDER: S-EPMC4257191 | biostudies-literature | 2014 Oct

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Crystal structure of 4,5-bis-(3,4,5-tri-meth-oxy-phen-yl)-2H-1,2,3-triazole methanol monosolvate.

Madadi Nikhil Reddy NR Penthala Narsimha Reddy NR Bommagani Shobanbabu S Parkin Sean S Crooks Peter A PA

Acta crystallographica. Section E, Structure reports online 20140924 Pt 10

The title compound, C20H23N3O6·CH3OH, was synthesized by [3 + 2] cyclo-addition of (Z)-2,3-bis-(3,4,5-tri-meth-oxy-phen-yl)acrylo-nitrile with sodium azide and ammonium chloride in DMF/water. The central nitro-gen of the triazole ring is protonated. The dihedral angles between the triazole ring and the 3,4,5-tri-meth-oxy-phenyl ring planes are 34.31 (4) and 45.03 (5)°, while that between the 3,4,5-tri-meth-oxy-phenyl rings is 51.87 (5)°. In the crystal, the mol-ecules, along with two methanol so ...[more]

PMID: 25484710

Similar Datasets

Comparison of crystal structures of 4-(benzo[b]thio-phen-2-yl)-5-(3,4,5-tri-meth-oxy-phen-yl)-2H-1,2,3-triazole and 4-(benzo[b]thio-phen-2-yl)-2-methyl-5-(3,4,5-tri-meth-oxy-phen-yl)-2H-1,2,3-triazole.

Project description:The title compound, C19H17N3O3S (I), was prepared by a [3 + 2]cyclo-addition azide condensation reaction using sodium azide and l-proline as a Lewis base catalyst. N-Methyl-ation of compound (I) using CH3I gave compound (II), C20H19N3O3S. The benzo-thio-phene ring systems in (I) and (II) are almost planar, with r.m.s deviations from the mean plane = 0.0205?(14) in (I) and 0.016?(2)?Å in (II). In (I) and (II), the triazole rings make dihedral angles of 32.68?(5) and 10.43?(8)°, respectively, with the mean planes of the benzo-thio-phene ring systems. The trimeth-oxy phenyl rings make dihedral angles with the benzo-thio-phene rings of 38.48?(4) in (I) and 60.43?(5)° in (II). In the crystal of (I), the mol-ecules are linked into chains by N-H?O hydrogen bonds with R (2) 1(5) ring motifs. After the N-methyl-ation of structure (I), no hydrogen-bonding inter-actions were observed for structure (II). The crystal structure of (II) has a minor component of disorder that corresponds to a 180° flip of the benzo-thio-phene ring system [occupancy ratio 0.9363?(14):0.0637?(14)].

| S-EPMC4257340 | biostudies-literature

(E)-4-Meth-oxy-N'-(3,4,5-trihy-droxy-benzyl-idene)benzohydrazide methanol monosolvate.

Project description:The title compound, C(15)H(14)N(2)O(5)·CH(3)OH, displays an E conformation about the azomethine double bond [C=N = 1.277?(2)?Å] and the benzene rings are inclined to one another by 18.28?(9)°. An intra-molecular O-H?O hydrogen bond occurs between the para-OH group and one of the meta-O atoms of the 3,4,5-trihy-droxy-benzyl-idene group. In the crystal, the components are linked into a three dimensional network by O-H?O, O-H?N and C-H?O hydrogen bonds.

| S-EPMC3470206 | biostudies-other

Crystal structures of three 3,4,5-tri-meth-oxy-benzamide-based derivatives.

Project description:The crystal structures of three benzamide derivatives, viz. N-(6-hy-droxy-hex-yl)-3,4,5-tri-meth-oxy-benzamide, C16H25NO5, (1), N-(6-anilinohex-yl)-3,4,5-tri-meth-oxy-benzamide, C22H30N2O4, (2), and N-(6,6-di-eth-oxy-hex-yl)-3,4,5-tri-meth-oxy-benzamide, C20H33NO6, (3), are described. These compounds differ only in the substituent at the end of the hexyl chain and the nature of these substituents determines the differences in hydrogen bonding between the mol-ecules. In each mol-ecule, the m-meth-oxy substituents are virtually coplanar with the benzyl ring, while the p-meth-oxy substituent is almost perpendicular. The carbonyl O atom of the amide rotamer is trans related with the amidic H atom. In each structure, the benzamide N-H donor group and O acceptor atoms link the mol-ecules into C(4) chains. In 1, a terminal -OH group links the mol-ecules into a C(3) chain and the combined effect of the C(4) and C(3) chains is a ribbon made up of screw related R 2 (2)(17) rings in which the ?O-H? chain lies in the centre of the ribbon and the tri-meth-oxy-benzyl groups forms the edges. In 2, the combination of the benzamide C(4) chain and the hydrogen bond formed by the terminal N-H group to an O atom of the 4-meth-oxy group link the mol-ecules into a chain of R 2 (2)(17) rings. In 3, the mol-ecules are linked only by C(4) chains.

| S-EPMC4908538 | biostudies-literature

4-Fluoro-N-[(E)-3,4,5-tri-meth-oxy-benzyl-idene]aniline.

Project description:The title compound, C16H16FNO3, exists in a trans configuration with respect to the C=N bond [1.258?(2)?Å]. The central meth-oxy O atom deviates from the plane of the attached benzene ring by 0.0911?(14)?Å. The dihedral angle between the aromatic rings is 47.58?(11)°. The crystal structure features C-H?N and C-H?O inter-actions.

| S-EPMC3793738 | biostudies-literature

4-Chloro-N'-(4-meth-oxy-benzyl-idene)benzohydrazide methanol monosolvate.

Project description:The title compound, C(15)H(13)ClN(2)O(2)·CH(4)O, consists of a 4-chloro-N'-(4-meth-oxy-benzyl-idene)benzohydrazide (CMB) mol-ecule and a methanol mol-ecule of crystallization. It was obtained by the condensation of 4-meth-oxy-benzaldehyde with 4-chloro-benzohydrazide. In the CMB mol-ecule, the dihedral angle between the two benzene rings is 50.1?(3)°. The methanol mol-ecule is linked to the CMB mol-ecule through O-H?O and O-H?N hydrogen bonds. In the crystal, CMB mol-ecules are linked through inter-molecular N-H?O hydrogen bonds, involving the methanol mol-ecule, forming chains propagating along [010].

| S-EPMC3009357 | biostudies-literature

1,5-Bis(2-meth-oxy-benzyl-idene)thio-carbonohydrazide methanol monosolvate.

Project description:The title compound, C17H18N4O2S·CH3OH, was synthesized by the condensation reaction of o-meth-oxy-benzaldehyde with thio-carbohydrazide in methanol. The two benzene rings are inclined each to other at 31.7?(1)°. Inter-molecular N-H?O and bifurcated O-H?N(S) hydrogen bonds link two thio-carbonohydrazide and two solvent mol-ecules into a centrosymmetric unit. These units, related by translation along the b axis, are further aggregated into columns through N-H?S hydrogen bonds.

| S-EPMC3770410 | biostudies-literature

1,5-Bis(4-meth-oxy-benzyl-idene)thio-carbonohydrazide methanol monosolvate.

Project description:In the title compound, C(17)H(18)N(4)O(2)S·CH(3)OH, the two benzene rings in the thio-carbonohydrazide mol-ecule form a dihedral angle of 22.42?(18)°. Pairs of N-H?S hydrogen bonds link thio-carbonohydrazide mol-ecules into centrosymmetric dimers. Methanol solvent mol-ecules serve as donors (O-H?S and O-H?N) and acceptors (N-H?O and C-H?O) of weak inter-molecular hydrogen bonds, which link further these dimers into double ribbons along the b axis.

| S-EPMC3213573 | biostudies-literature

4-(2-Methoxy-phenyl)-3-(3,4,5-tri-methoxy-phen-ethyl)-2H-1,2,4-triazole-5(4H)-thione.

Project description:The title compound, C(20)H(23)N(3)O(4)S, is an important biologically active heterocyclic compound. The five-membered ring is oriented with respect to the six-membered rings at dihedral angles of 78.60 (3) (trimethoxyphenyl ring) and 71.57 (3)° (methoxyphenyl ring). In the crystal structure, inter-molecular N-H⋯O hydrogen bonds link the mol-ecules into infinite chains along the c axis.

| S-EPMC2924210 | biostudies-literature

Ethanaminium 3,4,5,6-tetra-bromo-2-(meth-oxy-carbon-yl)benzoate methanol monosolvate.

Project description:In the crystal structure of the title compound, C(2)H(8)N(+)·C(9)H(3)Br(4)O(4) (-)·CH(4)O, inter-molecular N-H?O and O-H?O hydrogen bonds link the components into chains along [001]. Additional stabilization is supplied by weak C-H?O and C-H?Br inter-actions.

| S-EPMC3050225 | biostudies-literature

(E)-4-Meth-oxy-N'-(4-nitro-benzyl-idene)benzohydrazide methanol monosolvate.

Project description:The hydrazone mol-ecule of the title compound, C(15)H(13)N(3)O(4)·CH(4)O, is nearly planar, with a dihedral angle between the two benzene rings of 1.2?(4)°. The mol-ecule exists in a trans configuration with respect to the central methyl-idene unit. In the crystal, the benzohydrazide and methanol mol-ecules are linked through inter-molecular O-H?O, O-H?N and N-H?O hydrogen bonds, forming chains along the a axis.

| S-EPMC3011623 | 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