X. Qiu, Xiuqing Ding, M. Dong
Dec 1, 2008
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Zeitschrift für Kristallographie - New Crystal Structures
Abstract
C24H25N3O3, monoclinic, P121/c1 (no. 14), a = 10.958(5) Å, b = 8.185(4) Å, c = 24.35(1) Å, 0 = 93.394(7)°, V = 2180.5 Å, Z = 4, Rgt(F) = 0.043, wRref(F) = 0.120, T = 298 K. Source of material 2-Methoxynaphthalene-1-carbaldehyde (0.1 mmol, 18.6 mg) and 4-amino-1,5-dimethyl-2-phenyl-1,2-dihydropyrazol-3-one (0.1 mmol, 20.3 mg) were dissolved in methanol (10 ml). The mixture was stirred at room temperature for 30 min to give a clear yellow solution. Crystals of the title compound were formed by gradual evaporation of the solvent over five days. Experimental details All H atoms were positioned geometrically (d(C—H) = 0.93 0.96 Å, d(O—H) = 0.82 Å) and refined as riding, with Uiso(H) values set at 1.2Ueq(aromatic C) and 1.5Ueq(O and methyl C). The diffraction measured fraction #max is low (23.07°), which might caused by the weak diffraction quality of the crystal. Discussion The compounds derived from the condensation reactions of aldehydes with primary amines called Schiff base compounds, and their metal complexes have been attracted much interest for their widely applications, especially for their potential pharmacological and biological activities [1-4]. The crystal structure of the title compound comprises one Schiff base molecule and one methanol molecule in the assymmetrie unit. All the bond lengths are typical and comparable to those observed in similar compounds [5-7]. The bond length of C12=N1 [1.274(2) Å] conforms to the values for double bonds. The Schiff base molecule displays a trans configuration about the C12=N1 bond. The dihedral angle between the phenyl ring and the naphthyl ring is 91.3(2)°. The dihedral angle between the pyrazole ring and the phenyl ring is 55.0(2)°. The methanol molecule is linked to the Schiff base molecule through the intramolecular O—H···O hydrogen bond. Z. Kristallogr. NCS 223 (2008) 407-408 / DOI 10.1524/ncrs.2008.0178 407 © by Oldenbourg Wissenschaftsverlag, München Crystal: yellow block, size 0.27 × 0.28 × 0.32 mm Wavelength: Mo K2 radiation (0.71073 Å) ': 0.82 cm−1 Diffractometer, scan mode: Bruker SMART CCD, 3 2#max: 46.14° N(hkl)measured, N(hkl)unique: 8832, 3022 Criterion for Iobs, N(hkl)gt: Iobs > 2 "(Iobs), 2073 N(param)refined: 276 Programs: SHELXS-97 [8], SHELXL-97 [9], SHELXTL [10] Table 1. Data collection and handling. H(3) 4e 0.1891 0.2520 0.0877 0.236 H(3A) 4e 0.4540 0.6098 0.2712 0.084 H(4) 4e 0.6528 0.6116 0.3030 0.088 H(6) 4e 0.8667 0.5227 0.2963 0.104 H(7) 4e 1.0088 0.3761 0.2533 0.115 H(8) 4e 0.9552 0.2375 0.1726 0.110 H(9) 4e 0.7607 0.2534 0.1332 0.086 H(11A) 4e 0.2725 0.4548 0.2459 0.149 H(11B) 4e 0.1876 0.4928 0.1934 0.149 H(11C) 4e 0.2659 0.6326 0.2220 0.149 H(12) 4e 0.4373 0.2946 0.1158 0.067 H(16A) 4e 0.7336 0.2530 −0.0502 0.140 H(16B) 4e 0.7245 0.3916 −0.0062 0.140 H(16C) 4e 0.6738 0.4211 −0.0669 0.140 H(17A) 4e 0.5632 0.2260 −0.1345 0.146 H(17B) 4e 0.4341 0.1429 −0.1391 0.146 H(17C) 4e 0.5458 0.0507 −0.1103 0.146 H(19) 4e 0.2060 −0.0467 −0.0294 0.121 H(20) 4e 0.0080 −0.0361 −0.0676 0.141 H(21) 4e −0.0496 0.1722 −0.1275 0.136 H(22) 4e 0.0872 0.3689 −0.1473 0.136 H(23) 4e 0.2815 0.3682 −0.1062 0.112 H(24A) 4e −0.0274 0.3561 0.0625 0.245 H(24B) 4e 0.0761 0.3194 0.0224 0.245 H(24C) 4e 0.0793 0.4815 0.0568 0.245 Table 2. Atomic coordinates and displacement parameters (in Å). Atom Site x y z Uiso