Browse
Submit Data
Databases
API
Help

Dataset Information

14 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

2-Chloro-7-methyl-12-phenyldibenzo[b,g][1,8]naphthyridin-11(6H)-one.

ABSTRACT: In the title compound, C(23)H(15)ClN(2)O, the fused ring system is planar: the deviation of all the non-H atoms from the plane through all four fused rings is less than 0.31?Å. The plane of the phenyl ring is inclined at 71.78?(5)° to the mean plane of the 1,8-naphthrydine ring system. The crystal structure is devoid of any classical hydrogen bonds but ?-? inter-actions are present.

SUBMITTER: Vennila KN

PROVIDER: S-EPMC3007064 | biostudies-literature | 2010 Jun

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

2-Chloro-7-methyl-12-phenyldibenzo[b,g][1,8]naphthyridin-11(6H)-one.

Vennila K N KN Prabha K K Manoj M M Prasad K J Rajendra KJ Velmurugan D D

Acta crystallographica. Section E, Structure reports online 20100626 Pt 7

In the title compound, C(23)H(15)ClN(2)O, the fused ring system is planar: the deviation of all the non-H atoms from the plane through all four fused rings is less than 0.31 Å. The plane of the phenyl ring is inclined at 71.78 (5)° to the mean plane of the 1,8-naphthrydine ring system. The crystal structure is devoid of any classical hydrogen bonds but π-π inter-actions are present. ...[more]

PMID: 21588030

Similar Datasets

Crystal structure of 12-benzyl-sulfanyl-2,9-di-bromo-6H-dibenzo[b,g][1,8]naphthyridin-11-one.

Project description:The hetero-tetra-cene skeleton of the title mol-ecule, C23H14Br2N2OS, is defined by linear annulation of four six-membered rings, including two N heteroatoms. This moiety is nearly planar (r.m.s. deviation = 0.055 Å), with a slight twist of 4.1 (2)° between the two halves of the aromatic system. The dihedral angle between the least-squares plane of the skeleton and the benzyl group is 24.5 (3)°; the C-S-C angle involving the benzyl-sulfanyl group is 99.2 (4)°. In the crystal, mol-ecules are π-stacked in an anti-parallel fashion along [110], with a distance between the aromatic planes of 3.47 (2) Å. Inter-molecular N-H⋯O hydrogen bonds form chains extending parallel to [001] and bridge the anti-parallel inter-digitated stacks of mol-ecules.

| S-EPMC4555377 | biostudies-literature

11-(3-Chloro-2-hydroxy-prop-oxy)-2,3,9-trimethoxy-chromeno[3,4-b]chromen-12(6H)-one.

Project description:In the title compound, C(22)H(21)ClO(8), the rotenoid core is nearly planar (r.m.s. deviation 0.114?Å), with the largest deviations from the least-squares plane being 0.286?(3) and 0.274?(2)?Å. An inter-molecular O-H?O hydrogen bond links two mol-ecules into a centrosymmetric dimer having an R(2) (2)(18) ring motif.

| S-EPMC2969785 | biostudies-literature

7-Amino-1,8-naphthyridin-2(1H)-one monohydrate.

Project description:In the crystal structure of the title compound, C(8)H(7)N(3)O·H(2)O, adjacent organic mol-ecules are linked together into a tape along the a axis through N-H?N and N-H?O hydrogen bonds. On the other hand, water mol-ecules are linked together to form a chain along the b axis through O-H?O hydrogen bonds. The water chains and the organic mol-ecular tapes are further connected by inter-molecular O-H?O hydrogen bonds, forming a three-dimensional network. In addition, a ?-? stacking inter-action between the 1,8-naphthyridine ring systems with an inter-planar separation of 3.246?(1)?Å and a centroid-centroid distance of 3.825?(2)?Å is observed.

| S-EPMC3200605 | biostudies-literature

4-Chloro-7-hydr-oxy-6-methyl-1,7-naphthyridin-8(7H)-one.

Project description:The title compound, C(9)H(7)ClN(2)O(2), was prepared by reaction of methyl 4-chloro-3-(prop-1-yn-yl)picolinate with hydroxy-l-amine in MeOH/KOH solution. The two essentially planar mol-ecules which make up the asymmetric unit have almost identical geometries and and are linked into dimeric aggregates via pairs of O-H?O hydrogen bonds. These aggregates have almost perfect inversion symmetry; however, quite unusually, the inversion center of the dimer does not coincide with the crystallographic inversion center.

| S-EPMC2972179 | biostudies-literature

7-(2,2-Dimethylpropanamido)-2-methyl-1,8-naphthyridin-1-ium chloride monohydrate.

Project description:The asymmetric unit of the title compound, C(14)H(18)N(3)O(+)·Cl(-)·H(2)O, comprises a substituted amido-naphthyridine cation, a chloride anion and a water mol-ecule of crystallization. Intra-molecular C-H?O hydrogen bonds generate six-membered rings, producing an S(6) ring motif. The amido group is twisted from the naphthyridine ring, making a dihedral angle of 17.65?(7)°. The crystal structure is stabilized by inter-molecular N-H?O, N-H?Cl, O-H?Cl (× 2), and C-H?O (× 2) hydrogen bonds. These inter-actions linked neighbouring mol-ecules into chains along the a and b axes of the crystal, thus forming mol-ecular sheets parallel to the (001) plane.

| S-EPMC2968242 | biostudies-literature

Dibenzo[b,e]thiepin-11(6H)-one.

Project description:In the title compound, C(14)H(10)OS, the seven-membered thiepin ring adopts a distorted boat conformation with the dihedral angle between the mean planes of the two fused benzene rings being 56.5?(1)°.

| S-EPMC2979680 | biostudies-literature

N-(7-Methyl-1,8-naphthyridin-2-yl)acetamide-acetic acid (1/1).

Project description:In the title adduct, C11H11N3O·C2H4O2, all non-H atoms of the acetamide mol-ecule are roughly coplanar, with an r.m.s. deviation of 0.0720?Å. The dihedral angle between the ring plane and the acetamide group is 8.5?(2)°. In the crystal, O-H?N and N-H?O hydrogen bonds link the acetamide and acetic acid mol-ecules.

| S-EPMC3629523 | biostudies-literature

2,2'-Dimethyl-7,7'-(methyl-enediimino)di-1,8-naphthyridin-1-ium bis-(perchlorate).

Project description:In the title salt, C(19)H(20)N(6) (2+)·2ClO(4) (-), the two planar 1,8-naphthyridine systems are linked by a methyl-enediamine group with a dihedral angle of 60.6 (1)° between the two systems. The crystal structure involves extensive N-H⋯O and C-H⋯O hydrogen bonding.

| S-EPMC2960735 | biostudies-literature

N-(7-Dibromo-methyl-5-methyl-1,8-naphthyridin-2-yl)acetamide-pyrrolidine-2,5-dione (1/1).

Project description:In the title co-crystal, C(12)H(11)Br(2)N(3)O·C(4)H(5)NO(2), the naphthyridine derivative and the pyrrolidine-2,5-dione mol-ecules have crystallographic mirror-plane symmetry with all non-H atoms, except the Br atom, located on the mirror plane. In the crystal, N-H?N, N-H?O and C-H?O hydrogen bonds link the mol-ecules into heterodimers. These dimers are further linked into a one-dimensional structure along [010] by weak C-Br?O inter-actions [Br?O = 3.028?(5)?Å and C-Br?O = 158.52?(4)°].

| S-EPMC3569222 | biostudies-literature

Crystal structures of the dioxane hemisolvates of <i>N</i>-(7-bromo-methyl-1,8-naphthyridin-2-yl)acetamide and bis-[<i>N</i>-(7-di-bromo-methyl-1,8-naphthyridin-2-yl)acetamide].

Project description:The syntheses and crystal structures of N-(7-bromo-methyl-1,8-naphthyridin-2-yl)acetamide dioxane hemisolvate, C11H10BrN3O·0.5C4H8O2, (I), and bis-[N-(7-di-bromo-methyl-1,8-naphthyridin-2-yl)acetamide] dioxane hemisolvate, 2C11H9Br2N3O·0.5C4H8O2, (II), are described. The mol-ecules adopt a conformation with the N-H hydrogen pointing towards the lone electron pair of the adjacent naphthyridine N atom. The crystals of (I) are stabilized by a three-dimensional supra-molecular network comprising N-H⋯N, C-H⋯N and C-H⋯O hydrogen bonds, as well as C-Br⋯π halogen bonds. The crystals of compound (II) are stabilized by a three-dimensional supra-molecular network comprising N-H⋯N, C-H⋯N and C-H⋯O hydrogen bonds, as well as C-H⋯π contacts and C-Br⋯π halogen bonds. The structure of the substituent attached in the 7-position of the naphthyridine skeleton has a fundamental influence on the pattern of inter-molecular noncovalent bonding. While the Br atom of (I) participates in weak C-Br⋯Oguest and C-Br⋯π contacts, the Br atoms of compound (II) are involved in host-host inter-actions via C-Br⋯O=C, C-Br⋯N and C-Br⋯π bonding.

| S-EPMC5730284 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

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