The Schiff base compounds, isonicotinic acid [1-(3-methoxy-2-hydroxyphenyl) methylidene]hydrazide (C14H13N3O3, 1) and isonicotinic acid [1-(4-dimethylaminophenyl) methylidene]hydrazide monohydrate (C15H16N4O·H2O, 2) have been synthesized by the condensation of equimolar 3-methoxysalicylaldehyde or 4-dimethylaminobenzaldehyde with isonicotinic acid hydrazide in MeOH or EtOH. The compounds were characterized by elemental analysis, IR, 1HNMR spectra, and single crystal X-ray diffractions. Compound 1 crystallizes in the monoclinic space group P-1 with unit cell dimensions a = 7.662(1) Å, b = 16.249(2) , c = 10.874(2) Å, β = 110.426(3)°, V = 1268.7(3) ′3, Z = 4, R 1 = 0.0644, and wR 2 = 0.1283. Compound 2 crystallizes in the orthorhombic space group P212121 with unit cell dimensions a = 7.388(1) Å, b = 11.812(1) Å, c = 17.197(2) Å, V = 1500.7(2) ′3, Z = 4, R 1 = 0.0585, and wR 2 = 0.1143. X-ray structure determinations revealed that the molecules of both compounds display trans configurations with respect to the C=N double bonds. In the crystal structure of 1, molecules are linked through N–H···N intermolecular hydrogen bonds, forming layers parallel to the bc plane, while in the crystal structure of 2, molecules are linked through N–H···O, O–H···O, and O–H···N intermolecular hydrogen bonds, forming a network.
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Financial support from the Baoji University of Arts and Sciences research funds is gratefully acknowledged.
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CCDC-615072 and 620235 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge at http://www.ccdccam. ac.uk/const/retrieving.html or from the Cambridge Crystallographic Data Centre (CCDC), 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44(0)1223–336033 or e-mail: deposit@ccdc.cam.ac.uk.
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Yang, DS. Syntheses, characterization and crystal structures of two structurally similar Schiff bases isonicotinic acid [1-(3-methoxy-2-hydroxyphenyl)methylidene]hydrazide and isonicotinic acid [1-(4-dimethylaminophenyl)methylidene]hydrazide monohydrate. J Chem Crystallogr 37, 343–348 (2007). https://doi.org/10.1007/s10870-006-9162-9
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DOI: https://doi.org/10.1007/s10870-006-9162-9