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1-[1-(2,1,3-Benzoxadiazol-5-ylmeth-yl)-1H-1,2,3-triazol-4-yl]hexan-1-one.

ABSTRACT: The title compound, C(15)H(17)N(5)O(2), was synthesized as part of a series of benzoxadiazole analogs which were examined for fluorescent properties by Cu-catalysed azide-alkyne cyclo-addition (CuAAC) of a 4-azido-methyl-benzoxadiazole substrate. The structure shows a nearly coplanar orientation of the hexa-none keto group and the 1,2,3-triazole ring [dihedral angle = 4.3?(3)°], while the benzoxadiazole and triazole groups are much more severely inclined [dihedral angle = 70.87?(4)°]. In the crystal, weak C-H?N inter-actions connect translationally-related triazole rings, while another set of C-H?N inter-actions is formed between inversion-related benzoxadiazole units, forming a three-dimensional network. The crystal studied was a non-merohedral twin with refined value of the twin fraction of 0.2289?(16).

SUBMITTER: Key JA

PROVIDER: S-EPMC3515235 | biostudies-literature | 2012 Nov

REPOSITORIES: biostudies-literature

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1-[1-(2,1,3-Benzoxadiazol-5-ylmeth-yl)-1H-1,2,3-triazol-4-yl]hexan-1-one.

Key Jessie A JA Cairo Christopher W CW McDonald Robert R

Acta crystallographica. Section E, Structure reports online 20121013 Pt 11

The title compound, C(15)H(17)N(5)O(2), was synthesized as part of a series of benzoxadiazole analogs which were examined for fluorescent properties by Cu-catalysed azide-alkyne cyclo-addition (CuAAC) of a 4-azido-methyl-benzoxadiazole substrate. The structure shows a nearly coplanar orientation of the hexa-none keto group and the 1,2,3-triazole ring [dihedral angle = 4.3 (3)°], while the benzoxadiazole and triazole groups are much more severely inclined [dihedral angle = 70.87 (4)°]. In the cry ...[more]

PMID: 23284455

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