Browse
Submit Data
Databases
API
Help

Dataset Information

38 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

2-(5,6-Dihydro-benzimidazo[1,2-c]quinazolin-6-yl)-5-meth-oxy-phenol.

ABSTRACT: In the title quinazoline derivative, C(21)H(17)N(3)O(2), the benzimidazole unit makes dihedral angles of 8.29?(5) and 81.79?(5)° with the benzene rings of the quinazoline and meth-oxy-phenol units, respectively. The nitro-gen-containing six-membered ring adopts a half-chair conformation. In the crystal, the mol-ecules are linked through O-H?N hydrogen bonds into screw chains along the b axis; adjacent chains are further connected by N-H?O hydrogen bonds, thereby forming a two-dimensional network lying parallel to the bc plane. Weak C-H?? and ??? inter-actions with centroid-centroid distances of 3.5258?(8) and 3.7184?(7)?Å are present and N?O [2.6816?(15) and 3.0519?(15)?Å] short contacts also occur.

SUBMITTER: Eltayeb NE

PROVIDER: S-EPMC3200720 | biostudies-literature | 2011 Sep

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

2-(5,6-Dihydro-benzimidazo[1,2-c]quinazolin-6-yl)-5-meth-oxy-phenol.

Eltayeb Naser Eltaher NE Teoh Siang Guan SG Chantrapromma Suchada S Fun Hoong-Kun HK

Acta crystallographica. Section E, Structure reports online 20110827 Pt 9

In the title quinazoline derivative, C(21)H(17)N(3)O(2), the benzimidazole unit makes dihedral angles of 8.29 (5) and 81.79 (5)° with the benzene rings of the quinazoline and meth-oxy-phenol units, respectively. The nitro-gen-containing six-membered ring adopts a half-chair conformation. In the crystal, the mol-ecules are linked through O-H⋯N hydrogen bonds into screw chains along the b axis; adjacent chains are further connected by N-H⋯O hydrogen bonds, thereby forming a two-dimensional network ...[more]

PMID: 22058999

Similar Datasets

2-(5,6-Dihydro-benzimidazo[1,2-c]quinazolin-6-yl)-6-eth-oxy-phenol.

Project description:In the title compound, C(22)H(19)N(3)O(2), the phenol ring forms dihedral angles of 88.93?(10) and 87.95?(12)° with the benzimidazole system and the quinazoline benzene ring, respectively. In the crystal, mol-ecules are linked via O-H?N hydrogen bonds into infinite chains along [100]. An intra-molecular N-H?O hydrogen bond generates an S(6) ring.

| S-EPMC3200659 | biostudies-literature

2-(5,6-Dihydro-benzimidazo[1,2-c]quinazolin-6-yl)phenol.

Project description:The asymmetric unit of the title compound, C(20)H(15)N(3)O, contains two independent mol-ecules, each of which is disordered over two sets of sites corresponding to a rotation of approximately 180° of the dihydro-benzimidazoquinazoline moiety, with refined site occupancies of 0.7479 (13) and 0.2521 (12) for both mol-ecules. The pyrimidine rings are in sofa conformations. In one mol-ecule, the hy-droxy-substituted benzene ring forms dihedral angles of 83.9 (3) and 82.4 (4)° for the major and minor components, respectively, with the mean plane of the benzimidazole ring system. The corres-ponding dihedral angles in the other mol-ecule are 88.31 (14) and 85.8 (6)°. In the crystal, mol-ecules are linked via inter-molecular O-H⋯N and N-H.·O hydrogen bonds into chains along [100].

| S-EPMC3200611 | biostudies-literature

2-(5,6-Dihydro-benzimidazo[1,2-c]quinazolin-6-yl)-5-methyl-phenol.

Project description:In the title compound, C(21)H(17)N(3)O, the imidazole ring is essentially planar, with a maximum deviation of 0.009?(1)?Å. The mol-ecule is disordered over two sites corresponding to a rotation of approximately 180° with a refined occupancy ratio of 0.9180?(14):0.0820?(14). The central pyrim-idine ring makes dihedral angles of 5.02?(5), 3.97?(5) and 6.28?(5)°, respectively, with the planes of the imidazole and the terminal phenyl rings for the major component; the values for the minor component are 5.8?(7), 5.0?(6) and 8.5?(6)°, respectively. Part of the observed planarity is accounted for in terms of an intra-molecular N-H?O hydrogen bond. In the crystal, mol-ecules of the major component are connected by O-H?N hydrogen bonds, forming supra-molecular chains along the c axis.

| S-EPMC3200579 | biostudies-literature

4-(5,6-Dihydro-benzimidazo[1,2-c]quinazolin-6-yl)benzene-1,3-diol dimethyl sulfoxide monosolvate.

Project description:In the title solvated benzimidazole compound, C(20)H(15)N(3)O(2)·C(2)H(6)OS, both the benzimidazole fused-ring system and the complete dimethyl sulfoxide solvent mol-ecule are disordered over two sets of sites, in 0.750?(5):0.250?(5) and 0.882?(4):0.118?(4) ratios, respectively. The conformation of the pyrimidine ring is close to a half-chair for the major disorder component, whereas for the minor component it is close to a boat. The dihy-droxy-phenyl ring is almost perpendicular to the mean plane of the benzimidazole ring [dihedral angle = 87.3?(2)° for the major disorder component and 88.3?(5)° for the minor disorder component]. In the crystal, mol-ecules are linked into layers parallel to (110) by O-H?N and C-H?O hydrogen bonds. A bifurcated O-H?(O,S) bond links the benzimidazole and solvent mol-ecules.

| S-EPMC3152048 | 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

6-(2-Hydroxy-phen-yl)-5,6-dihydro-benzimidazolo[1,2-c]quinazolin-12-ium bromide ethanol solvate.

Project description:In the title compound, C(20)H(16)N(3)O(+)·Br(-)·C(2)H(6)O, the phenol ring forms dihedral angles of 84.5?(1) and 89.3?(1)° with the benzimidazole system and the quinazoline benzene ring, respectively. The two N-H groups act as donors in hydrogen bonds with the bromide ion as acceptor, leading to infinite eight-membered chains along [100]. According to graph-set theory the descriptor on the binary level is C(2) (1)(8). O-H?O and O-H?Br hydrogen bonds also occur.

| S-EPMC2970060 | biostudies-literature

3-Meth-oxy-2-[(E)-(4-meth-oxy-phen-yl)imino-meth-yl]phenol.

Project description:The title compound, C(15)H(15)NO(3), adopts the enol-imine tautomeric form. The two rings are twisted with respect to each other, making a dihedral angle of 44.08 (5)°. The 3-methoxy-2-[(E)-(4-methoxyphenyl)-iminomethyl]phenol unit is almost planar, the largest deviation from the mean plane being 0.047 (2) Å. Such a planar conformation might be related to the occurrence of an intra-molecular O-H⋯N hydrogen bond. In the crystal, inter-molecular C-H⋯O hydrogen bonds link the mol-ecules into sheets parallel to (010). These sheets are inter-connected by weak C-H⋯π inter-actions.

| S-EPMC3051687 | biostudies-literature

2-[(4-Meth-oxy-anilino)meth-yl]phenol.

Project description:In the title compound, C(14)H(15)NO(2), the dihedral angle between the two benzene rings is 71.10 (5)°. In the crystal, mol-ecules are linked by inter-molecular N-H⋯O, and O-H⋯N hydrogen bonds into a chain running parallel to the b axis.

| S-EPMC3200731 | biostudies-literature

2-[(4-Meth-oxy-benz-yl)imino-meth-yl]phenol.

Project description:In the title Schiff base compound, C(15)H(15)NO(2), prepared from 4-meth-oxy-benzyl-amine and salicyl-aldehyde, an intra-molecular O-H?N hydrogen bonds influences the mol-ecular conformation; the two aromatic rings form a dihedral angle of 73.5?(1)°. In the crystal, weak inter-molecular C-H?O inter-actions link the mol-ecules into chains propagating in [010].

| S-EPMC3011435 | biostudies-literature

5-Bromo-2-meth-oxy-4-{[(4-meth-oxy-phen-yl)imino]-meth-yl}phenol monohydrate.

Project description:The crystal structure of the title compound, C(15)H(14)BrNO(3)·H(2)O, has a trans configuration about the central C=N double bond. An intra-molecular O-H⋯O hydrogen bond occurs in the main mol-ecule. The crystal packing is stabilized by strong O-H⋯O and O-H⋯N hydrogen bonds.

| S-EPMC3274944 | 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