Structure determination and Hirshfeld surface analysis of new cocrystal and salt forms of 5-aminotetrazole with hydroxy- and nitro-substituted carboxylic acids
Abstract
Two new crystalline solids, namely, 5-aminotetrazole–3,5-dihydroxybenzoic acid–water (1/4/6), CH3N5·4C7H6O4·6H2O (I), and 5-aminotetrazolium 3,5-dinitrosalicylate, CH4N5+·C7H3N2O7− (II), have been synthesized and characterized by single-crystal X-ray diffraction and Hirshfeld surface analysis. The crystal packing arrangements of I and II are governed by N—H⋯O and O—H⋯O hydrogen-bonding interactions. In cocrystal I, adjacent acid molecules are linked through O—H⋯O hydrogen bonds, forming a dimer with an R22(8) motif. In salt II, the tetrazolium cation and acid anion are linked through N—H⋯O hydrogen bonds to also form a dimer with an R22(8) motif. Further N—H⋯O and O—H⋯O hydrogen bonds help to stabilize the crystal packing, along with aromatic π–π stacking interactions in I and carbonyl⋯π interactions in II. The Hirshfeld surface analysis and fingerprint plots reveal that O⋯H/H⋯O interactions contribute 34.4% of the total interactions in the crystal packing of cocrystal I and 36.7% in salt II.
Citation
Nirmal Ram , J S , Sathya , U , Gomathi , S & Cordes , D B 2022 , ' Structure determination and Hirshfeld surface analysis of new cocrystal and salt forms of 5-aminotetrazole with hydroxy- and nitro-substituted carboxylic acids ' , Acta Crystallographica Section C Structural Chemistry , vol. 78 , no. Part 7 , pp. 414-423 . https://doi.org/10.1107/S2053229622006519
Publication
Acta Crystallographica Section C Structural Chemistry
Status
Peer reviewed
ISSN
2053-2296Type
Journal article
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