[ Co( aipamp apamp) ( amp) Cl] [ ZnCl 4 ]

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2004 62 23, 2334 2342 ACTA CHIMICA SINICA Vol 62, 2004 No 23, 2334 2342 [ Co( aipamp apamp) ( amp) Cl] [ ZnCl 4 ] a b Ξ, a a a a a Ξ ( a 550025) ( b 210000) 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 = 1108028(10) nm, b = 1184843 (18) nm, c = 1125582 (12) nm, = 90100, = 971150 (2), = 90100, V = 214881 (4) nm 3, D c = 11620 g cm - 3 Z = 6, F (000) = 582, R = 010361, wr = 010974, 4,4 [ ZnCl 4 ] 2 - ; II, P 1, a = 019957 (2) nm, b = 110207 (3) nm, c = 111478 (3) nm, = 1021584 (5), = 911559 (5), = 981462 (5), V = 111240 (5) nm 3, D c = 11699 g cm - 3, Z = 2, F(000) = 580100, R = 010449, wr = 010984, 2,2 [ ZnCl 4 ] 2 - III, P 1, a = 0182423(7) nm, b = 117199 (8) nm, c = 1136399 (1) nm, = 8616350 (10), = 8117140 (10), = 6716230(10), V = 1110278(15) nm 3, D c = 11734 g cm - 3, Z = 2, F(000) = 582100, R = 010332, wr = 010823, 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 550025) ( b Xiaozhuang College, Nanjing 210000) 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 = 1108028 (10) nm, b = 1184843 (18) nm, c = 1125582 (12) nm, = 90100, = 971150 (2), = 90100, V = 214881 (4) nm 3, D c = 11620 g cm - 3, Z = 6, F(000) = 582, R = 010361, wr = 010974 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 = 019957 (2) nm, b = 110207 (3) nm, c = 111478 (3) nm, = 1021584 (5), = 911559 (5), = 981462 (5), V = 111240 (5) nm 3, D c = 11699 g cm - 3, Z = 2, F(000) = 580100, R = 010449, wr = 010984 There are two complex cations which are enantiomers Ξ E2mail : gzutao @263 net Received January 5, 2004 ; revised April 26, 2004 ; accepted August 2, 2004

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 = 0182423 (7) nm, b = 117199 (8) nm, c = 1136399 (11) nm, = 8616350 (10), = 8117140 (10), = 6716230 (10), V = 1110278 (15) nm 3, D c = 11734 g cm - 3, Z = 2, F (000) = 582100, R = 010332, wr = 010823 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 +,200 400 ) ; 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

2336 Vol 62, 2004, 22 (5136 g, 0105 mol) 3164 2 55114 3102 2 56152 25 ml 50 ml 22 (3165 g, 0105 mol), 015 h 5692, 5121 5719, [ I > 2 ( I) ], 410 g (011 mol), 5057, 3158 5339 1 h, 0 4, ( T max = 017946, 017918 017710, T min = 016709, 017256 8 mol L - 1 ph 4,, 017000) LP (SHELXS297), 60 ml 8 mol L - 1, 300 ml 1 2 ( V V) /,, 5057, 3158 5339 [ I > 2 ( I) ] 40 % 22, 010408, wr = 011005 ; R = 010788, wr = 011102 ; R = 010356,,, wr = 010841, aipamp apamp 1 3 [ 15 17 ] 2 1 Dowex 50W 2 ( H + [ Co (aipamp) (amp) Cl ] [ ZnCl 4 ],200 400 ), 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 : 11000 s (, I C (1), C (38), C (37), C (36), C (39), 011 s), 01269 s, 2D N(4) ( aipamp) C(13), 3800 Hz, 4, 2 256, FT C(34), C(30), C(19), C(15) N (7) 1024 1024 ( 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 2 250 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, = 01071073 nm, / 2, 3194 2 56160, 14815, 7643 6698, Fourier 262, 244 487 : 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

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 2 2 1 IV 5 (b) IV gcosy (correlated spectroscopy),, 3 J,,, gcosy, IV 13 C NMR 15,, 15 DEPT,, 2, 8, ( 8 ; = 6116, 5910, 5017 ), = 16151 H 3, = 1115, 2125, apamp, IV 1 H NMR 17,, [ Co (apamp) (amp) Cl ] [ ZnCl 4 ] H 3 23, = 710 912, = 2125, 6110 8, 1 = 2125, 3106, J ; = 516 614 4 NH 2 2CH (CH 3 )2CH 2 2NH2CH 2 ; = 210 416 6, amp ; = 115 4, 2 2 2 IV HMQC 1 H 13 C, = 7156, 6131, 6110, 5172 4, 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 610 96 574 93 574 93 System Monoclinic Triclinic Triclinic Space group P2 1 / n P 1 P 1 a/ nm 1 08028(10) 0 9957(2) 0 82423(7) b/ nm 1 84843(18) 1 0207(3) 1 07199(8) c/ nm 1 25582(12) 1 1478(3) 1 36399(11) a/ ( ) 90 00 102 584 (5) 86 6350(10) b/ ( ) 97 150 (2) 91 559 (5) 81 7140(10) c/ ( ) 90 00 98 462 (5) 67 6230(10) V/ nm 3 2 4881(4) 1 1240(5) 1 10278(15) D c / (g cm - 3 ) 1 620 1 699 1 734 Z 6 2 2 F(000) 1224 582 582 R 0 0408 0 0788 0 0356 wr 0 1005 0 1102 0 0841 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

2338 Vol 62, 2004 2 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

No 23 :[ Co (aipamp apamp) (amp) Cl ][ ZnCl 4 ] 2339 3 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 ] 2 + 2 ( 3),

2340 Vol 62, 2004 4 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 f1-1011 84735 36 02-1011 85166 32 14-1011 84288 48 15-1011 8468 46 98 f1-1011 845 42 23-1011 84903 39 08-1011 85103 26 60-1011 85453 26 55 f1-1011 85317 20 62-1011 8563 19 88-1011 84814 34 25-1011 85086 36 25 f1g - 1011 85094 26 51-1011 85408 25 73-1011 85595 13 60-1011 85912 14 43 f2-1011 85219 23 21-1011 85543 22 16-1011 84979 29 89-1011 8534 29 54 f2-1011 84892 31 85-1011 85171 32 00-1011 85638 12 47-1011 85978 12 69 f2-1011 85094 26 51-1011 85408 25 73-1011 85094 26 86-1011 85511 25 02 f2g - 1011 85395 18 56-1011 85799 15 40-1011 8583 7 38-1011 86202 6 76 f3-1011 83518 68 17-1011 83946 64 38-1011 84689 37 56-1011 85128 35 13 f3-1011 84629 38 81-1011 84988 36 83-1011 83913 58 06-1011 84376 55 02 f3-1011 84996 29 10-1011 85214 30 87-1011 8611 24 63-1011 8564 21 61 f3g - 1011 86097 0 00-1011 86382 0 00-1011 85178 0 00-1011 86457 0 00 m1-1011 83868 58 93-1011 84152 58 92-1011 85093 26 87-1011 85337 29 62 m1-1011 85441 17 35-1011 85797 15 46-1011 85527 15 41-1011 85776 18 01 m2-1011 84347 46 28-1011 84742 43 34-1011 84789 34 91-1011 85051 37 16 m2-1011 84756 35 45-1011 85056 35 05-1011 84355 46 37-1011 84621 48 54 m3-1011 85841 6 78-1011 86437-1 47-1011 85923 4 93-1011 86336 3 21

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 m3-1011 84891 31 89-1011 85275 29 24-1011 85507 15 92-1011 85858 15 83 m4-1011 85731 9 70-1011 8615 6 12-1011 85275 9 81-1011 86198 6 85 m4-1011 84689 37 21-1011 85196 31 34-1011 85738 22 06-1011 8573 19 23 a E 3 s 5 IV (a) HMQC, (b) gcosy (c) NOESY Figure 5 (a) HMQC, (b) gcosy and (c) NOESY spectra of IV

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