Received 29 May 2013
The title compound, C12H8N2·2B(OH)3, is best described as a host-guest complex in which the B(OH)3 molecules form a hydrogen-bonded cyclic network of layers parallel to the ab plane into which the 1,10-phenanthroline molecules are bound. An extensive network of hydrogen bonds are responsible for the crystal stability. No -stacking interactions occur between the 1,10-phenanthroline molecules.
For the design and synthesis of novel systems of non-covalent hosts involving hydrogen bonds, see: Pedireddi et al. (1997). In the field of supermolecular synthesis, recognition between the complementary functional groups is a main factor for the evaluation of influence of noncovalent interactions in the formation of specific architecture, see: Lehn (1990). The ability of the -B(OH)2 functionality to form a variety of hydrogen bonds through different conformations makes it a very suitable moiety for the synthesis of novel molecular complexes, see: Lee et al. (2005). It is known to have an affinity for pyridyl N atoms, often forming O-HN hydrogen bonds, as observed in some crystals of boronic acids with aza compounds (Talwelkar & Pedireddi, 2010). Non-covalent hosts are generally designed and synthesized by employing appropriate functional groups at required symmetry positions to form a cyclic network through the hydrogen bonds, see: Pedireddi (2001). This effect has been observed in simple molecular adducts such as 1,10-phenanthroline and water (Tian et al., 1995).
Data collection: CrysAlis PRO (Oxford Diffraction, 2011); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008) and OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: publCIF (Westrip, 2010).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: EZ2287 ).
The authors acknowledge the National Science Foundation for their generous support (NSF-CAREER grant to RES, CHE-0846680).
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