Y.Y. Yu
Apr 1, 2006
Citations
0
Influential Citations
0
Citations
Journal
Zeitschrift für Kristallographie - New Crystal Structures
Abstract
C24H32N2O2, monoclinic, C12/cl (no. 15), a = 46.409(9) A, b = 4.800(1) Ä, c = 9.987(2) K ß = 98.10(3)°, V = 2202.4Ä, Ζ = 4, Rgi(F) = 0.047, wRreffF) = 0.142, Τ = 296 Κ. Source of material A mixture solution of 1,10-decanediamine (1.0 mmol, 0.172 g) and salicylaldehyde (2.0 mmol, 0.244g) in 30 mL methanol was stirred for 30 min at room temperature. Yellow precipitate was formed, filtered, washed with methanol and dried in air. After the product (0.095 g, 0.25 mmol) was dissolved in methanol (20 mL), yellow single crystals of the title compound suitable for X-ray diffraction were obtained by slow evaporation after 15 d. Experimental details The Η atoms bonded to the C atoms were positioned geometrically and refined using riding models with C—Η distances of 0.97 Ä (aliphatic) or 0.93 Ä (aromatic) and i/jso(H) = 1.2£/eq(C). The Η atom bonded to the Ο atom was located from a Fourier difference map and refined freely. Discussion Schiff bases form an important class of compounds, and interest in Schiff bases and their complexes has increased greatly during recent years due to their potential and developed applications in the fields of conducting and magnetic materials, dyes, non-linear optics, catalysis, analytical chemistry, biochemical research and agriculture [1-3]. In the course of studying such compounds, we synthesized the new Schiff base, Af,W-bis(salicylidene)-l,10-decanediamine, and determined its crystal structure. The ten carbon atoms of 1,10-decanediamine are approximately coplanar, with a maximum deviation of 0.049 Ä for C8 from the ten-atom best plane. The twist in the molecule occurs at atom Nl, with the C9-C8-N1-C7 torsion angle of 122.8(2)°. Two pyridyl rings are parallel to each other with an interplanar spacing of 5.104(1) A. An inspection of possible hydrogen bonds indicate an intramolecular Ol-Hl— Nl hydrogen bonding interaction with a distance of 2.573(2) A . Two six-membered rings defined by C1/C6/C7/N1/H1/01 are formed because of the existence of this hydrogen bond. Additionally, there are π-π interactions between the adjacent molecules, and the shortest distance between two adjacent planes of pyridyl rings is only 3.325(3) A . Table 1. Data collection and handling. Crystal: Wavelength: μDifEractometer, scan mode: WmaN(hkl)masanA, N(hkl)unique: Criterion for /at», N(hkl)g,: NfparamfcaKd: Programs: yellow block, size 0.20 χ 0.24 χ 0.32 mm Mo Ka radiation (0.71073 A) 0.73 cm Rigaku R-axis RAPID & Mercury CCD, ω 54.92° 9043,2441 /obs > 2 a(Icbs), 1042 132 SHELXS-97 [4], SHELXL-97 [5], CrystalStructure [6] Table 2. Atomic coordinates and displacement parameters (in Ä). * e-mail: jhyuyy@126.com Atom Site X y ζ Uiso H(2A) 8/ 0.1829 0.6287 -0.0553 0.128 H(3A) 8/ 0.2301 0.5128 0.0209 0.138 H(4A) 8/ 0.2411 0.1795 0.1822 0.137 H(5A) 8/ 0.2042 -0.0466 0.2686 0.118 H(7A) 8/ 0.1527 -0.1389 0.2742 0.101 H(8A) 8/ 0.1090 -0.2462 0.2926 0.122 H(8B) 8/ 0.0882 -0.2167 0.1554 0.122 H(9A) 8/ 0.0701 0.1999 0.2316 0.123 H(9B) 8/ 0.0908 0.1686 0.3689 0.123 H(10A) 8/ 0.0462 -0.2148 0.2828 0.130 H(10B) 8/ 0.0656 -0.2202 0.4242 0.130 H(11A) 8/ 0.0244 0.1957 0.3410 0.132 H(11B) 8/ 0.0442 0.1955 0.4816 0.132 H(12A) 8/ 0.0013 -0.2081 0.4022 0.134 H(12B) 8/ 0.0208 -0.2051 0.5432 0.134 H(l) 8/ 0.1252(4) 0.328(4) 0.059(2) 0.118(7) 64 C I 0 H 2 0 ( N C H C 6 H 4 O H ) 2 Table 3. Atomic coordinates and displacement parameters (in Ä2). Atom Site X y ζ Un 1/22 t/jj Un Un 1/23 Q l ) 8/ 0.16461(4) 0.3570(4) 0.0622(2) 0.081(1) 0.097(1) 0.077(1) -0.005(1) 0.0205(9) -0.011(1) C(2) 8/ 0.18706(5) 0.4916(4) 0.0104(2) 0.122(2) 0.106(1) 0.100(1) -0.020(1) 0.042(1) -0.004(1) C(3) 8/ 0.21513(5) 0.4220(5) 0.0561(3) 0.105(2) 0.118(2) 0.135(2) -0.030(1) 0.060(2) -0.026(1) C(4) 8/ 0.22178(4) 0.2240(5) 0.1516(2) 0.080(1) 0.120(2) 0.147(2) -0.008(1) 0.037(1) -0.019(2) C(5) 8/ 0.19967(4) 0.0896(4) 0.2027(2) 0.073(1) 0.109(1) 0.117(2) 0.0013(9) 0.027(1) -0.005(1) C(6) 8/ 0.17090(3) 0.1513(3) 0.1591(2) 0.070(1) 0.086(1) 0.074(1) -0.0016(8) 0.0209(8) -0.0091(9) C(7) 8/ 0.14773(4) 0.0011(3) 0.2107(2) 0.076(1) 0.098(1) 0.082(1) 0.0003(9) 0.0215(9) 0.0035(9) C(8) 8f 0.09945(3) -0.1131(4) 0.2281(2) 0.075(1) 0.127(2) 0.108(1) -0.011(1) 0.024(1) 0.014(1) C(9) 8/ 0.07943(3) 0.0657(4) 0.2%3(2) 0.071(1) 0.136(2) 0.105(1) -0.011(1) 0.028(1) 0.013(1) QIO) 8f 0.05621(4) -0.0981(4) 0.3538(2) 0.072(1) 0.143(2) 0.113(2) -0.015(1) 0.026(1) 0.016(1) q i i ) 8f 0.03407(3) 0.0762(4) 0.4118(2) 0.068(1) 0.156(2) 0.109(1) -0.016(1) 0.027(1) 0.015(1) C(12) 8/ 0.01119(3) -0.0872(4) 0.4717(2) 0.068(1) 0.159(2) 0.112(2) -0.016(1) 0.027(1) 0.016(1) N(l) 8/ 0.12127(3) 0.0519(3) 0.1735(1) 0.0678(9) 0.113(1) 0.088(1) -0.0037(7) 0.0222(7) 0.0054(8) 0(1) 8/ 0.13702(3) 0.4301(3) 0.0162(1) 0.104(1) 0.128(1) 0.100(1) 0.0004(8) 0.0143(8) 0.0247(8)