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

ABSTRACT: 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].

SUBMITTER: Eltayeb NE

PROVIDER: S-EPMC3200611 | biostudies-literature | 2011 Sep

REPOSITORIES: biostudies-literature

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

Eltayeb Naser Eltaher NE Teoh Siang Guan SG Quah Ching Kheng CK Fun Hoong-Kun HK

Acta crystallographica. Section E, Structure reports online 20110806 Pt 9

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 mino ...[more]

PMID: 22058910

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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.

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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].

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Project description:In the structure of the title compound, C(20)H(16)N(4)·CH(4)O, the aniline ring forms dihedral angles of 89.9?(2) and 85.4?(2)° with the benzimidazole and benzene rings, respectively. The orientation of the aniline ring is mainly determined by strong hydrogen bonds between the amino group and the non-fused quinazoline N atom. Inter-molecular hydrogen bonds of the N-H?N-H?N type along [010] and the N-H?O-H?N type along [100] are formed, resulting in C(2) (2)(4) and C(2) (2)(10) descriptors, respectively, on a binary level of graph-set analysis. There are C-H?? contacts with H?? distances of 2.44?Å; however, no ?-stacking is observed.

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Project description:In the title compound, C(20)H(14)FN(3), the pyrimidine ring adopts a half-chair conformation. The dihedral angle between the benzimidazole ring system and the fluoro-phenyl ring is 84.18 (10)°. In the crystal structure, mol-ecules are linked into a two-dimensional network parallel to the bc plane by N-H⋯N and C-H⋯F hydrogen bonds.

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Project description:In the racemic title compound, C(14)H(11)N(3)O(3), the pyrimidine ring has an envelope conformation with the puckering parameters Q = 0.3338 (17) Å, Θ = 60.1 (3) and ϕ = 290.4 (3)°. The two N-H groups form hydrogen bonds with symmetry-related mol-ecules, building a two-dimensional network parallel to the (10) plane.

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2-(5-Bromo-2-hydroxy-phen-yl)-1,2-dihydro-quinazolin-4(3H)-one.

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