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- W2126170156 abstract "The three title isomers, 4-, (I), 3-, (II), and 2-fluoro-N′-(4-pyridyl)benzamide, (III), all C12H9FN2O, crystallize in the P21/c space group (No. 14) with similar unit-cell parameters and are isomorphous and isostructural at the primary hydrogen-bonding level. An intramolecular C—H⋯O=C interaction is present in all three isomers [C⋯O = 2.8681 (17)–2.884 (2) Å and C—H⋯O117–118°], with an additional N—H⋯F [N⋯F = 2.7544 (15) Å] interaction in (III). Intermolecular amide–pyridine N—H⋯N hydrogen bonds link molecules into one-dimensional zigzag chains [graph set C(6)] along the [010] direction as the primary hydrogen bond [N⋯N = 3.022 (2), 3.049 (2) and 3.0213 (17) Å]. These are augmented in (I) by C—H⋯π(arene) and cyclic C—F⋯π(arene) contacts about inversion centres, in (II) by C—F⋯F—C interactions [C⋯F = 3.037 (2) Å] and weaker C—H⋯π(arene)/C—H⋯F contacts, and in (III) by C—H⋯π(arene) and C=O⋯O=C interactions, linking the alternating chains into two-dimensional sheets. Typical amide N—H⋯O=C hydrogen bonds [as C(4) chains] are not present [N⋯O = 3.438 (2) Å in (I), 3.562 (2) Å in (II) and 3.7854 (16) Å in (III)]; the C=O group is effectively shielded and only participates in weaker interactions/contacts. This series is unusual as the three isomers are isomorphous (having similar unit-cell parameters, packing and alignment), but they differ in their interactions and contacts at the secondary level." @default.
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- W2126170156 date "2008-05-21" @default.
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- W2126170156 title "Assembling an isomer grid: the isomorphous 4-, 3- and 2-fluoro-<i>N</i>′-(4-pyridyl)benzamides" @default.
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- W2126170156 doi "https://doi.org/10.1107/s0108270108012067" @default.
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