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2-(4-Chloro­phen­yl)naphtho­[1,8-de][1,3,2]diaza­borinane

The title compound, C(16)H(12)BClN(2), is one in a series of diaza­borinanes, derived from 1,8-diaminona­phthalene, featuring substitution at the 1, 2 and 3 positions in the nitro­gen-boron heterocycle. The structure deviates from planarity, the torsion angle subtended by the p-chloro­phenyl ring re...

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Detalles Bibliográficos
Autores principales: Akerman, Matthew P., Robinson, Ross S., Slabber, Cathryn A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3212269/
https://www.ncbi.nlm.nih.gov/pubmed/22090926
http://dx.doi.org/10.1107/S1600536811025487
Descripción
Sumario:The title compound, C(16)H(12)BClN(2), is one in a series of diaza­borinanes, derived from 1,8-diaminona­phthalene, featuring substitution at the 1, 2 and 3 positions in the nitro­gen-boron heterocycle. The structure deviates from planarity, the torsion angle subtended by the p-chloro­phenyl ring relative to the nitro­gen–boron heterocycle being −44-.3(3)°. The mol­ecules form infinite chains with strong inter­actions between the vacant pz orbital of the B atom and the π-system of an adjacent mol­ecule. The distance between the B atom and the 10-atom centroid of an adjacent naphthalene ring is 3.381 (4) Å. One N-H H atom is weakly hydrogen bonded to the Cl atom of an adjacent mol­ecule. This combination of inter­molecular inter­actions leads to the formation of an infinite two-dimensional network perpendic­ular to the c axis.