Limits...
Two forms of (naphthalen-1-yl)boronic acid

View Article: PubMed Central - HTML - PubMed

ABSTRACT

Two polymorphs of the title compound, C10H9BO2, were prepared by recystallization from different solvents at room temperature. Both forms demonstrate nearly identical mol­ecular structures with all naphthalene group atoms located in one plane and all boronic acid atoms in another: the dihedral angles between these planes are 39.88 (5) and 40.15 (5)° for the two asymmetric mol­ecules of the ortho­rhom­bic form and 40.60 (3)° for the single asymmetric mol­ecule in the monoclinic form. In each extended structure, mol­ecules form dimers, connected via two O—H⋯O hydrogen bonds. The dimers are connected by further O—H⋯O hydrogen bonds, forming layered networks in the (001) plane and the (100) plane in the ortho­rhom­bic and monoclinic forms, respectively. The resulting layers are practically identical in both forms. However, these layers are shifted along the [010] axis in the two forms, resulting in a slightly more effective packing for monoclinic structure (packing index = 0.692) compared to the ortho­rhom­bic form (0.688).

No MeSH data available.


Numbering scheme of the title compound with 50% probability displacement ellipsoids (monoclinic polymorph).
© Copyright Policy - open-access
Related In: Results  -  Collection

License
getmorefigures.php?uid=PMC5120708&req=5

fig3: Numbering scheme of the title compound with 50% probability displacement ellipsoids (monoclinic polymorph).

Mentions: The mol­ecules of naphthalene boronic acid in both crystal structures (Figs. 2 ▸ and 3 ▸) have the usual bond distances and angles. There is one mol­ecule in the asymmetric unit of the monoclinic structure. In the non-centrosymmetric ortho­rhom­bic structure, the two mol­ecules in the asymmetric unit have very similar structures: they almost coincide (after inversion for one of them) with each other as well, as with the unique mol­ecule from the monoclinic structure (Fig. 4 ▸).


Two forms of (naphthalen-1-yl)boronic acid
Numbering scheme of the title compound with 50% probability displacement ellipsoids (monoclinic polymorph).
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC5120708&req=5

fig3: Numbering scheme of the title compound with 50% probability displacement ellipsoids (monoclinic polymorph).
Mentions: The mol­ecules of naphthalene boronic acid in both crystal structures (Figs. 2 ▸ and 3 ▸) have the usual bond distances and angles. There is one mol­ecule in the asymmetric unit of the monoclinic structure. In the non-centrosymmetric ortho­rhom­bic structure, the two mol­ecules in the asymmetric unit have very similar structures: they almost coincide (after inversion for one of them) with each other as well, as with the unique mol­ecule from the monoclinic structure (Fig. 4 ▸).

View Article: PubMed Central - HTML - PubMed

ABSTRACT

Two polymorphs of the title compound, C10H9BO2, were prepared by recystallization from different solvents at room temperature. Both forms demonstrate nearly identical mol­ecular structures with all naphthalene group atoms located in one plane and all boronic acid atoms in another: the dihedral angles between these planes are 39.88 (5) and 40.15 (5)° for the two asymmetric mol­ecules of the ortho­rhom­bic form and 40.60 (3)° for the single asymmetric mol­ecule in the monoclinic form. In each extended structure, mol­ecules form dimers, connected via two O—H⋯O hydrogen bonds. The dimers are connected by further O—H⋯O hydrogen bonds, forming layered networks in the (001) plane and the (100) plane in the ortho­rhom­bic and monoclinic forms, respectively. The resulting layers are practically identical in both forms. However, these layers are shifted along the [010] axis in the two forms, resulting in a slightly more effective packing for monoclinic structure (packing index = 0.692) compared to the ortho­rhom­bic form (0.688).

No MeSH data available.