[ Co( aipamp apamp) ( amp) Cl] [ ZnCl 4 ]
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- Ελεφθέριος Γιάνναρης
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1 , ACTA CHIMICA SINICA Vol 62, 2004 No 23, [ Co( aipamp apamp) ( amp) Cl] [ ZnCl 4 ] a b Ξ, a a a a a Ξ ( a ) ( b ) X [ Co (aipamp) (amp) Cl ][ ZnCl 4 ] (aipamp = 22[ (22 ) ],amp = 22( ) ) II [ Co (apamp) (amp) Cl ] [ ZnCl 4 ] (apamp = 22[ (22 ) ] ) III I, P2 1 / n, a = (10) nm, b = (18) nm, c = (12) nm, = 90100, = (2), = 90100, V = (4) nm 3, D c = g cm - 3 Z = 6, F (000) = 582, R = , wr = , 4,4 [ ZnCl 4 ] 2 - ; II, P 1, a = (2) nm, b = (3) nm, c = (3) nm, = (5), = (5), = (5), V = (5) nm 3, D c = g cm - 3, Z = 2, F(000) = , R = , wr = , 2,2 [ ZnCl 4 ] 2 - III, P 1, a = (7) nm, b = (8) nm, c = (1) nm, = (10), = (10), = (10), V = (15) nm 3, D c = g cm - 3, Z = 2, F(000) = , R = , wr = , 4,4 [ ZnCl 4 ] 2 - Co 3 +, C H, [ Co (apamp) (amp) Cl ] [ ZnCl 4 ] 4 C H Co ( III),,, 13 C, 1 H NMR 2D NMR,,C H C H Interactions in the [ Co( aipamp or apamp) ( amp) Cl] 2 + Systems, Their Syntheses, 2D2NMR, X2ray Structures and Energy Minimisations WEN, Zu2Biao a GUO, Hui2Rui b XUE, Sai2Feng Ξ, a ZHU, Qian2Jiang a TAO, Zhu a LIN, Rong2Guang a LUO, Xu2Qiang a ( a Institute of Applied Chemistry, Guizhou University, Guiyang ) ( b Xiaozhuang College, Nanjing ) Abstract The crystal structures of two isomers I and II in [ Co (aipamp) (amp) Cl ] [ ZnCl 4 ] (aipamp = 22[ (22 aminoisopropyl) aminomethyl ] pyridine, amp = 22( aminomethyl) 2pyridine) system and the crystal structure of one isomer III in [ Co ( apamp ) ( amp ) Cl ] [ ZnCl 4 ] ( apamp = 22[ ( 22aminopropyl) aminomethyl ] pyridine, amp = 22 (aminomethyl) pyridine) system have been determined by single crystal X2ray diffraction analysis The crystal of I belongs to monoclinic system with space group P2 1 / n, a = (10) nm, b = (18) nm, c = (12) nm, = 90100, = (2), = 90100, V = (4) nm 3, D c = g cm - 3, Z = 6, F(000) = 582, R = , wr = There are four complex cations which are enantiomers with a ratio of 1 1 in a unit cell The crystal of II belongs to triclinic system with space group P 1, a = (2) nm, b = (3) nm, c = (3) nm, = (5), = (5), = (5), V = (5) nm 3, D c = g cm - 3, Z = 2, F(000) = , R = , wr = There are two complex cations which are enantiomers Ξ E2mail : net Received January 5, 2004 ; revised April 26, 2004 ; accepted August 2, 2004
2 No 23 :[ Co (aipamp apamp) (amp) Cl ][ ZnCl 4 ] 2335 with a ratio of 1 1 in a unit cell The crystal of III belongs to monoclinic system with space group P 1, a = (7) nm, b = (8) nm, c = (11) nm, = (10), = (10), = (10), V = (15) nm 3, D c = g cm - 3, Z = 2, F (000) = , R = , wr = There are four complex cations which are enantiomers with a ratio of 1 1 in a unit cell 1D and 2D NMR technique analysis reveals that the fourth isomer IV belongs to the [ Co (apamp) (amp) Cl ][ ZnCl 4 ] system It is common that a C H interaction exists in all four complexes Keywords cobalt ( III) complex, geometric isomer, crystal structure, 1D and 2D NMR techniques, computational result, C H interaction [ Co ( ) ( ) Cl ] 2 +,,, X H C H [1 3], [ Co (pema) (amp) Cl ] 2 + [5,,6] X C H [4,5] ; [ Co (ptma) (amp) Cl ] 2 +, H,, C H [6] ;, X H [ Co (bpma) (amp) Cl ] 2 +, [7], C H [7] X H,, C H X H,,, [ Co (aipamp) (amp) Cl ] [ ZnCl 4 ] [ Co2 [8,9] [10] [11] [12] (apamp) (amp) Cl ] [ ZnCl 4 ] - [13],,, X H X H [ Co ( ) ( ) Cl ] 2 +,C H C H, 1 2 aipamp apamp X H 1 :, 1 X H ( X, N, O, S, C, F ) ( ) 1 1 Mons [14] Dowex 50W 2 ( H +, ) ; INOVA2400, X H, MHz 22 ( 22Methylethylenediamine, X H 95 %, Aldrich) ; 22 ( 22Pyridinecarboxaldehyde, 99 %,, Aldrich) ; 22( ) [ 22(Aminomethyl) pyridine, 99 %, ] ; (Sdoium borohydride for synthesis, 98 %, ) ; 1 aipamp apamp Figure 1 Synthetic route of triamine ligands of aipamp and apamp
3 2336 Vol 62, 2004, 22 (5136 g, 0105 mol) ml 50 ml 22 (3165 g, 0105 mol), 015 h 5692, , [ I > 2 ( I) ], 410 g (011 mol), 5057, h, 0 4, ( T max = , , T min = , mol L - 1 ph 4,, ) LP (SHELXS297), 60 ml 8 mol L - 1, 300 ml 1 2 ( V V) /,, 5057, [ I > 2 ( I) ] 40 % 22, , wr = ; R = , wr = ; R = ,,, wr = , aipamp apamp 1 3 [ ] 2 1 Dowex 50W 2 ( H + [ Co (aipamp) (amp) Cl ] [ ZnCl 4 ], ), I, II [ Co (apamp) (amp) Cl ] [ ZnCl 4 ] aipamp apamp III 1 CoCl 2 6H 2 O Co 3 +, 4, 2, 4 Dowex,,4, 2, 4 [ ZnCl 4 ] 2 - I, II, III 4 : ( b1 25 %), ( b2 30 %), ( b3 20 %), ( b4 25 %) ( I), b3 ( II) [ Co (aipamp) (amp) Cl ] [ ZnCl 4 ] 3915 ; 1 H, 2149) COSY : s (, I C (1), C (38), C (37), C (36), C (39), 011 s), s, 2D N(4) ( aipamp) C(13), 3800 Hz, 4, 2 256, FT C(34), C(30), C(19), C(15) N (7) ( amp), C(39) amp 1 5 C H ;, II C (5), 0115 g C(6), C(7), C(8), C(9) N(3) ( ( [ Co (aipamp) (amp) Cl ] [ ZnCl 4 ]) 3 ml 2 mol L - 1, 115 mol L - 1 H 2 ZnCl 4 (115 mol ZnCl ml, 1000 ml) amp, C H ;, III apamp C (16), C (20), 0114 mm 0110 mm 0110 mm ( I), 0118 mm 0116 mm 0110 mm ( II) 0114 mm 0112 mm 0110 mm ( III), Smart APEX CCD Mo K, = nm, / 2, , 14815, , Fourier 262, : R = 2 Co 3 + aipamp apamp amp, 115 mol L - 1 H 2 ZnCl 4 22a 22b, 22c 22d 22e, 22f X (2D NMR),b2, I III, ( aipamp apamp), ; b1 ( III), b4 ( IV) [ Co2 ;, II, (apamp) (amp) Cl ] [ ZnCl 4 ] 1 4, VARIAN INOVA2400 (b4) ( 1 H NMR, 13 C NMR HMQC, gcosy, 3) NOESY, Me 2 SO2d 6,Me 2 SO2d 6 ( 13 C,,, aipamp) C(14), C(13), C(12), C(11), C(10) N(4) ( amp),c(9) C(38), C(25), C(17) N(7) amp C (14), C (32), C (54), C (46), C (35) N(9), C(17) amp C H I, II, III 3
4 No 23 :[ Co (aipamp apamp) (amp) Cl ][ ZnCl 4 ] 2337, f2g ( I), 1 H 13 C 2 J, m3 ( II), f3g ( III) (cross peak) (correlated peak),, 3 1 H NMR 13 C NMR IV HMQC [ 5 (a) ] (1615, 1115) apamp C H 2 2 IV ; (51147, 2125) (DMSO2d 6 ),DMSO2d 6 C2H 3 ; C H, ( 1 H, = 2149 ; 13 C, = 39137), INOVA2400 MHz IV 1 H NMR, 13 C NMR IV 5 (b) IV gcosy (correlated spectroscopy),, 3 J,,, gcosy, IV 13 C NMR 15,, 15 DEPT,, 2, 8, ( 8 ; = 6116, 5910, 5017 ), = H 3, = 1115, 2125, apamp, IV 1 H NMR 17,, [ Co (apamp) (amp) Cl ] [ ZnCl 4 ] H 3 23, = , = 2125, , 1 = 2125, 3106, J ; = NH 2 2CH (CH 3 )2CH 2 2NH2CH 2 ; = , amp ; = 115 4, IV HMQC 1 H 13 C, = 7156, 6131, 6110, , a 1 I, II III Table 1 Crystal data and data collection details of I, II and III a Isomer I b II c III b MF C 15 H 27 C l5 CoN 5 ZnO 2 C 15 H 23 Cl 5 CoN 5 Zn C 15 H 23 Cl 5 CoN 5 Zn MW System Monoclinic Triclinic Triclinic Space group P2 1 / n P 1 P 1 a/ nm (10) (2) (7) b/ nm (18) (3) (8) c/ nm (12) (3) (11) a/ ( ) (5) (10) b/ ( ) (2) (5) (10) c/ ( ) (5) (10) V/ nm (4) (5) (15) D c / (g cm - 3 ) Z F(000) R wr a R = ( F o - F c ) / F o, wr = [ w ( F o 2 - F c 2 ) / w ( Fo) 2 2 ] 1/ 2, w = 1/ 2 ( F o ) ; b 273(2) K; c 294(2) K
5 2338 Vol 62, I, II III (a, c, e) (b, d, f) Figure 2 Perspective drawing (a, c, e) and a general view of the unit cell (b, d, f) of the crystals I, II and III 5 ( c) IV NOESY ( Nuclear overhauser effect spectroscopy), ( < 015 nm) H 9 ( = 7185), H 10 ( = 8129), H 11 ( = 7185), H 12 ( =, 9116) apamp, IV 1 H NMR, H 20,,, 4144), H 20 ( = 7107) amp ; 015,, H 17 H 15 / H 16 [ 5 (c) ( =, f2 f2g 4144, 7173 ] H 9 H 7 / H 8 [ 5 (c) ( = 4115/ f2, 4144, 7144) ], 3 J,, : H 17 ( = 4144), H 18 ( = 8103), H 19 ( = IV f2g
6 No 23 :[ Co (aipamp apamp) (amp) Cl ][ ZnCl 4 ] Figure 3 All possible geometric isomers in the title systems 2 3,,, Hyperchem [ Co (aipamp) (amp) Cl ] 2 + ZINDO/ 1, m3, f3g, m4, 716 kj mol - 1 Gaussian98w RHF, RHF/ LANL2DZ 10 kj mol - 1, 40, 58 kj mol - 1 [ Co (apamp) (amp) Cl ] 2 +,,, f3g ;m3 ; Onsager f2g m4, 3 %, 6 kj mol - 1, 47 kj mol - 1, [ Co (aipamp or apamp) (amp) Cl ] ( 3),
7 2340 Vol 62, IV 13 C, DEPT 1 H NMR Figure 4 13 C, DEPT and 1 H NMR spectra of IV Isomer 2 [ Co (aipamp or apamp) (amp) Cl ] 2 + a Table 2 The calculated total energy of all possible geometrical isomers in the two [ Co(aipamp or apamp) (amp) Cl ] 2 + systems E/ a u [ Co (aipamp) (amp) Cl ][ ZnCl 4 ] E s 3 / a u E/ a u [ Co (apamp) (amp) Cl ][ ZnCl 4 ] E s 3 / au f f f f1g f f f f2g f f f f3g m m m m m
8 No 23 :[ Co (aipamp apamp) (amp) Cl ][ ZnCl 4 ] 2341 Isomer E/ a u [ Co (aipamp) (amp) Cl ][ ZnCl 4 ] E s 3 / a u E/ a u [ Co (apamp) (amp) Cl ][ ZnCl 4 ] E s 3 / au m m m a E 3 s 5 IV (a) HMQC, (b) gcosy (c) NOESY Figure 5 (a) HMQC, (b) gcosy and (c) NOESY spectra of IV
9 2342 Vol 62, 2004 C H, [4 7], 2002, 18 (3), 259 (in Chinese) C H, C H (,,,,,,,, 2002, 18 (3), 259 ), C H 6 Tao, Z ; Zhu, Q J ; Jackson, W G ; Zhou, Z Y ; Zhou, 4 8 kj mol - 1 ( ), X G Polyhedron 2003, 22, Lin, R G ; Tao, Z ; Xue, S F ; Zhu, Q J ; Jackson, W C H C H G ; Wei, Z B ; Long, L S Polyhedron 2003, 22, Desiraju, G R The Crystal as a Supramolecular Entity, Vol 2, Wiley, New York, 1996 References 1 (a) Muller, T E ; Mingos, D M P ; Williams, D J J Chem Soc, Chem Commun 1994, 1787 ( b) Muller, T E ; Choi, W K ; Mingos, D M P ; Murphy, D ; Williams, D J ; Yam, W W J Chem 1994, 484, 209 Organomet 2 Matsui, I ; Matsui, E ; Sakai, Y ; Kikuchi, H J Biol Chem 2000, 275 (7), Su, C Y ; Kang, B S ; Yang, Q C ; Mak Thomas, C W J Chem Soc, Dalton Trans 2000, (12), Zhu, Q J ; Tao, Z ; Zhang, J X ; Zhang, G Y ; Luo, X Q ; Zhou, Z Y ; Zhou, X G Acta Chim Sinica 2003, 61 (5), 729 (in Chinese) (,,,,,,,, 2003, 61 (5), 729 ) 5 Luo, X Q ; Tao, Z ; Zhu, Q J ; Xue, S F ; Zhang, G Y ; Zhou, Z Y ; Zhou, X G Chin J Inorg Chem 9 Chakrabarti, P ; Samanta, U J Mol Biol 1995, 251, 9 10 Motohiro, N ; Yoji, U ; Minoru, H ; Yasuo, T Tetrahedron 1995, 51, Hiroki, T ; Sei, T ; Yoji, U ; Kazumasa, H ; Motohiro, N Tetrahedron 2000, 56, Gillard, R E ; Raymo, F M ; Stoddart, J F Chem Eur J 1997, 3 (12), Burley, S K ; Petsko, G A Science 1985, 229, Mons, M ; Dimicoli, I ; Tardivel, B ; Piuzzi, F ; Brenner, V ; Millie, P J Phys Chem A 1999, 103, Gainsford, A R ; House, D A Inorg Chim Acta 1969, 31, Lim, S D ; House, D A Inorg Chim Acta 1978, 30, Tao, Z ; Zhu, Q J ; Xu, Y Z Chin J Inorg Chem 2000, 16 (5), 733 (in Chinese) (,,,, 2000, 16 (5), 733 ) (A PAN, B F ; LING, J )
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