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3-[2-(1H-1,3-Benzodiazol-2-yl)eth-yl]-1,3-oxazolidin-2-one.

ABSTRACT: In the title compound, C(12)H(13)N(3)O(2), the dihedral angle between the oxazolone ring and the benzimidazole unit is 45.0?(5)°, exhibiting a staggered conformation at the C?-C? bond. In the crystal, a strong N-H?N hydrogen bond links the mol-ecules into a C(4) chain along the c axis while a C-H?O hydrogen-bonding inter-action generates a C(5) chain along the a axis, i.e. perpendicular to the other chain.

SUBMITTER: Brancatelli G

PROVIDER: S-EPMC3089160 | biostudies-literature | 2011 May

REPOSITORIES: biostudies-literature

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3-[2-(1H-1,3-Benzodiazol-2-yl)eth-yl]-1,3-oxazolidin-2-one.

Brancatelli Giovanna G Nicoló Francesco F De Grazia Sara S Monforte Anna Maria AM Chimirri Alba A

Acta crystallographica. Section E, Structure reports online 20110413 Pt 5

In the title compound, C(12)H(13)N(3)O(2), the dihedral angle between the oxazolone ring and the benzimidazole unit is 45.0 (5)°, exhibiting a staggered conformation at the Cα-Cβ bond. In the crystal, a strong N-H⋯N hydrogen bond links the mol-ecules into a C(4) chain along the c axis while a C-H⋯O hydrogen-bonding inter-action generates a C(5) chain along the a axis, i.e. perpendicular to the other chain. ...[more]

PMID: 21754405

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3-[2-(1H-Benzimidazol-2-ylsulfan-yl)eth-yl]-1,3-oxazolidin-2-one.

Project description:In the title compound, C(12)H(13)N(3)O(2)S, the oxazolidin ring displays an envelope conformation. The dihedral angle between the benzimidazole ring and the 1,3-oxazolidin-2-one mean plane is 69.85?(13)°. In the crystal, mol-ecules are linked by inter-molecular N-H?N hydrogen bonds, forming a chain parallel to the b axis.

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1,3-Bis[2-(2-oxo-1,3-oxazolidin-3-yl)eth-yl]-1H-benzimidazol-2(3H)-one.

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3-[2-(1,3-Benzothia-zol-2-ylsulfan-yl)eth-yl]-1,3-oxazolidin-2-one.

Project description:The title compound, C(12)H(12)N(2)S(2)O(2), consists of a benzothia-zole group and a oxazolidin-1-one linked via a flexible ethane-1,2-diyl spacer. The benzothiazole group and the oxazolidine ring are each almost planar [with maximum deviations of 0.007?(2) and 0.044?(3)?Å, respectively] and make a dihedral angle of 9.35?(10)°. In the crystal structure, adjacent mol-ecules were connected through C-H?O and C-H?N hydrogen bonds, and further extended into a three-dimensional network structure through inter-molecular aromatic ?-? stacking inter-actions in which the centroid-centroid distance is 3.590?(1)?Å.

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Crystal structure of 5-chloro-1,3-bis-[2-(2-oxo-1,3-oxazolidin-3-yl)eth-yl]-1H-benz-imidazol-2(3H)-one.

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Project description:Two isomers were isolated during the reaction between 3-methyl-quinoxalin-2-one and bis-(2-chloro-ethyl)amine hydro-chloride. The crystal structure of one isomer has already been reported [Caleb, Bouhfid, Essassi & El Ammari (2009). Acta Cryst. E65, o2024-o2025], while that of the second isomer is the subject of this work. The title compound, C(14)H(15)N(3)O(3), has a new structure containing oxazolidine and quinoxaline rings linked by an eth-oxy group. The main difference between the two isomers is the position of the oxazolidine group with respect to the quinoxaline system. The dihedral angle between the fused planar rings and the oxazolidin-2-one ring is 41.63 (8)° in the title mol-ecule.

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3-[2-(5H-Indolo[2,3-b]quinoxalin-5-yl)eth-yl]-1,3-oxazolidin-2-one.

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Project description:In the title compound, C(13)H(12)N(2)O(4), the almost planar (r.m.s. deviation = 0.012?Å) dioxoindolinyl unit and the envelope-shaped oxazolidine ring (with the methyl-ene C atom bonded to the N atom as the flap) are linked by a -CH(2)-CH(2)- bridge, in which the N-C-C-N unit adopts a gauche conformation [torsion angle = 62.7?(2)°].

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1-[2-(2-Oxo-1,3-oxazolidin-3-yl)eth-yl]-4-phenyl-1H-1,5-benzodiazepin-2(3H)-one.

Project description:The seven-membered ring in the title compound, C(20)H(19)N(3)O(3), adopts a boat conformation with the two phenyl-ene C atoms representing the stern and the methyl-ene C atom the prow. The dihedral angle between the best plane through the seven-membered ring (r.m.s deviation = 0.358?Å) and the phenyl substituent is 55.8?(1)°. The two rings at either ends of the ethyl chain are staggered [N-CH(2)-CH(2)-N torsion angle = 57.5?(4)°].

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3-{2-[(3-{(E)-2-[4-(Dimethyl-amino)-phen-yl]ethen-yl}quinoxalin-2-yl)-oxy]eth-yl}-1,3-oxazolidin-2-one monohydrate.

Project description:In the title compound, C(23)H(24)N(4)O(3)·H(2)O, the 1,3-oxazoline ring is nearly planar [maximum deviation = 0.059?(2)?Å] and its mean plane is twisted by 30.12?(8)° with respect to the quinoxaline fused-ring system; the benzene ring is nearly coplanar with the quinoxaline fused-ring system [dihedral angle = 2.52?(2)°]. The water mol-ecule of crystallization is hydrogen-bond donor to an N atom of the quinoxaline ring system as well as an O atom of the oxazolinone unit, the two hydrogen bonds generating a chain running along the c axis.

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