Supplementary Material (ESI) for Dalton Transactions
This journal is (c) The Royal Society of Chemistry 2002

data_global

_journal_coden_Cambridge      186

_publ_requested_journal       'Dalton Transactions'

loop_
_publ_author_name
'Harrowfield, Jack'
'Jang, Gyu Hwan'
'Kim, Yang'
'Thuery, Pierre'
'Vicens, Jacques'

_publ_contact_author_name     	'Dr Jack Harrowfield'  
_publ_contact_author_address 
;
Chemistry
University of Western Australia
35 Stirling Highway
Crawley
6009
AUSTRALIA
;


_publ_contact_author_email          'CAGES@CHEM.UWA.EDU.AU'
_publ_requested_journal               'J. Chem. Soc., Dalton Trans.'

_publ_section_title		
;
Azetidines as Intermediates in Polyamine Synthesis - Structure and
Reactions of a Quadridentate Ligand incorporating an Azetidine Ring
;

data_4 

_database_code_CSD	177443


_audit_creation_method            SHELXL-97 
_chemical_name_systematic         ?
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum             'C9 H22 Cl3 Co N4 O4' 
_chemical_formula_weight          415.59 

loop_ 
_atom_type_symbol 
_atom_type_description 
_atom_type_scat_dispersion_real 
_atom_type_scat_dispersion_imag 
_atom_type_scat_source 
'C'  'C'   0.0033   0.0016 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
'H'  'H'   0.0000   0.0000 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
'N'  'N'   0.0061   0.0033 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
'Cl'  'Cl'   0.1484   0.1585 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
'O'  'O'   0.0106   0.0060 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
'Co'  'Co'   0.3494   0.9721 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 

_symmetry_cell_setting            orthorhombic
_symmetry_space_group_name_H-M    P212121

loop_ 
_symmetry_equiv_pos_as_xyz 
'x, y, z' 
'-x+1/2, -y, z+1/2' 
'-x, y+1/2, -z+1/2' 
'x+1/2, -y+1/2, -z' 

_cell_length_a                    9.3136(8) 
_cell_length_b                    12.2253(10) 
_cell_length_c                    14.0044(6) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      1594.6(2) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     100(2) 
_cell_measurement_reflns_used     10570 
_cell_measurement_theta_min       3.64
_cell_measurement_theta_max       25.68

_exptl_crystal_description        irregular 
_exptl_crystal_colour             'translucent dark green'
_exptl_crystal_size_max           0.30
_exptl_crystal_size_mid           0.20
_exptl_crystal_size_min           0.20
_exptl_crystal_density_meas       'not measured'  
_exptl_crystal_density_diffrn     1.731 
_exptl_crystal_density_method     ?
_exptl_crystal_F_000              856 
_exptl_absorpt_coefficient_mu     1.598 
_exptl_absorpt_correction_type    empirical
_exptl_absorpt_correction_T_min   0.613
_exptl_absorpt_correction_T_max   0.726
_exptl_absorpt_process_details    
'program DELABS from PLATON (Spek, 2000)' 
_exptl_special_details 
'crystal-to-detector distance 29 mm'
_diffrn_ambient_temperature       100(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Nonius Kappa-CCD' 
_diffrn_measurement_method        '\f scans' 
_diffrn_detector_area_resol_mean  18
_diffrn_standards_decay_%         none
_diffrn_reflns_number             10570 
_diffrn_reflns_av_R_equivalents   0.0507 
_diffrn_reflns_av_sigmaI/netI     0.0489 
_diffrn_reflns_limit_h_min        -10 
_diffrn_reflns_limit_h_max        11 
_diffrn_reflns_limit_k_min        -14 
_diffrn_reflns_limit_k_max        14 
_diffrn_reflns_limit_l_min        -14 
_diffrn_reflns_limit_l_max        14 
_diffrn_reflns_theta_min          3.64 
_diffrn_reflns_theta_max          25.68 
_reflns_number_total              2800 
_reflns_number_gt                 2667 
_reflns_threshold_expression      >2sigma(I) 

_computing_data_collection        'Kappa-CCD software (Nonius B.V., 1998)'
_computing_cell_refinement        'DENZO-SMN (Otwinowski & Minor, 1997)' 
_computing_data_reduction         'DENZO-SMN (Otwinowski & Minor, 1997)' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'SHELXTL (Sheldrick, 1999)' 
_computing_publication_material   'SHELXTL (Sheldrick, 1999)' 

_refine_special_details 
; 
Structure solved by direct methods and subsequent
Fourier-difference synthesis. All non-hydrogen atoms were refined
with anisotropic displacement parameters. The hydrogen atoms bound
to N atoms have been found on the Fourier-difference map and
introduced as riding atoms with an isotropic displacement parameter
equal to 1.2 times that of the parent atom. All other hydrogen atoms 
were introduced at calculated positions as riding atoms with an
isotropic displacement parameter equal to 1.2 (CH2) or 1.5 (CH3) 
times that of the parent atom.
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and 
goodness of fit S are based on F^2^, conventional R-factors R are based 
on F, with F set to zero for negative F^2^. The threshold expression of 
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is 
not relevant to the choice of reflections for refinement.  R-factors based 
on F^2^ are statistically about twice as large as those based on F, and R- 
factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
'calc w=1/[\s^2^(Fo^2^)+(0.0155P)^2^+0.4917P] where P=(Fo^2^+2Fc^2^)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_abs_structure_details 
'Flack H D (1983), Acta Cryst. A39, 876-881' 
_refine_ls_abs_structure_Flack    -0.010(14) 
_refine_ls_number_reflns          2800 
_refine_ls_number_parameters      191 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0280 
_refine_ls_R_factor_gt            0.0256 
_refine_ls_wR_factor_ref          0.0607 
_refine_ls_wR_factor_gt           0.0597 
_refine_ls_goodness_of_fit_ref    1.020 
_refine_ls_restrained_S_all       1.020 
_refine_ls_shift/su_max           0.001 
_refine_ls_shift/su_mean          0.000 
_diffrn_measured_fraction_theta_max    0.916 
_diffrn_reflns_theta_full              25.68 
_diffrn_measured_fraction_theta_full   0.916 
_refine_diff_density_max    0.214 
_refine_diff_density_min   -0.200 
_refine_diff_density_rms    0.049 

loop_ 
_atom_site_label 
_atom_site_type_symbol 
_atom_site_fract_x 
_atom_site_fract_y 
_atom_site_fract_z 
_atom_site_U_iso_or_equiv 
_atom_site_adp_type 
_atom_site_occupancy 
_atom_site_symmetry_multiplicity 
_atom_site_calc_flag 
_atom_site_refinement_flags 
_atom_site_disorder_assembly 
_atom_site_disorder_group 
Co Co -0.12961(4) 0.57895(3) 0.89853(3) 0.02145(10) Uani 1 1 d . . . 
Cl1 Cl -0.10239(7) 0.71907(5) 1.00176(5) 0.02598(16) Uani 1 1 d . . . 
Cl2 Cl -0.16784(7) 0.45825(6) 0.77884(5) 0.02829(17) Uani 1 1 d . . . 
N1 N -0.3393(2) 0.59842(18) 0.91027(17) 0.0261(5) Uani 1 1 d . . . 
H1A H -0.3777 0.5683 0.8503 0.031 Uiso 1 1 d R . . 
H1B H -0.3567 0.6737 0.9064 0.031 Uiso 1 1 d R . . 
N2 N -0.1494(2) 0.46117(17) 0.99571(16) 0.0234(5) Uani 1 1 d . . . 
N3 N 0.0771(2) 0.55062(18) 0.89420(17) 0.0223(5) Uani 1 1 d . . . 
H3 H 0.0839 0.4931 0.8569 0.027 Uiso 1 1 d R . . 
N4 N -0.0957(2) 0.68722(18) 0.79845(17) 0.0251(5) Uani 1 1 d . . . 
H4A H -0.1012 0.7618 0.8228 0.030 Uiso 1 1 d R . . 
H4B H -0.1662 0.6904 0.7603 0.030 Uiso 1 1 d R . . 
C1 C -0.3858(3) 0.5414(2) 0.9981(2) 0.0280(6) Uani 1 1 d . . . 
H1C H -0.4885 0.5281 0.9964 0.034 Uiso 1 1 calc R . . 
H1D H -0.3640 0.5854 1.0539 0.034 Uiso 1 1 calc R . . 
C2 C -0.3047(3) 0.4343(2) 1.0017(2) 0.0274(6) Uani 1 1 d . . . 
H2A H -0.3253 0.3961 1.0609 0.033 Uiso 1 1 calc R . . 
H2B H -0.3326 0.3878 0.9487 0.033 Uiso 1 1 calc R . . 
C3 C -0.0700(3) 0.4821(2) 1.0886(2) 0.0254(6) Uani 1 1 d . . . 
H3A H -0.1062 0.4404 1.1424 0.030 Uiso 1 1 calc R . . 
H3B H -0.0602 0.5589 1.1046 0.030 Uiso 1 1 calc R . . 
C4 C -0.0439(3) 0.3688(2) 0.9782(2) 0.0256(6) Uani 1 1 d . . . 
H4C H -0.0144 0.3613 0.9121 0.031 Uiso 1 1 calc R . . 
H4D H -0.0736 0.2990 1.0047 0.031 Uiso 1 1 calc R . . 
C5 C 0.0643(3) 0.4321(2) 1.0412(2) 0.0234(6) Uani 1 1 d . . . 
C6 C 0.1642(3) 0.3661(2) 1.1051(2) 0.0279(6) Uani 1 1 d . . . 
H6A H 0.2299 0.3251 1.0662 0.042 Uiso 1 1 calc R . . 
H6B H 0.1087 0.3167 1.1435 0.042 Uiso 1 1 calc R . . 
H6C H 0.2171 0.4148 1.1457 0.042 Uiso 1 1 calc R . . 
C7 C 0.1493(3) 0.5184(2) 0.98461(19) 0.0244(6) Uani 1 1 d . . . 
H7A H 0.1620 0.5829 1.0241 0.029 Uiso 1 1 calc R . . 
H7B H 0.2437 0.4895 0.9699 0.029 Uiso 1 1 calc R . . 
C8 C 0.1472(3) 0.6452(2) 0.84504(19) 0.0259(6) Uani 1 1 d . . . 
H8A H 0.2429 0.6256 0.8238 0.031 Uiso 1 1 calc R . . 
H8B H 0.1543 0.7074 0.8879 0.031 Uiso 1 1 calc R . . 
C9 C 0.0527(3) 0.6725(2) 0.7607(2) 0.0293(7) Uani 1 1 d . . . 
H9A H 0.0856 0.7390 0.7300 0.035 Uiso 1 1 calc R . . 
H9B H 0.0550 0.6136 0.7143 0.035 Uiso 1 1 calc R . . 
Cl3 Cl 0.34340(7) 0.36112(5) 0.78708(5) 0.02745(16) Uani 1 1 d . . . 
O1 O 0.2261(2) 0.41349(17) 0.73670(16) 0.0367(5) Uani 1 1 d . . . 
O2 O 0.4180(2) 0.28923(19) 0.72400(17) 0.0438(6) Uani 1 1 d . . . 
O3 O 0.4377(2) 0.44306(19) 0.82447(17) 0.0448(6) Uani 1 1 d . . . 
O4 O 0.2825(3) 0.29817(19) 0.86449(16) 0.0429(6) Uani 1 1 d . . . 

loop_ 
_atom_site_aniso_label 
_atom_site_aniso_U_11 
_atom_site_aniso_U_22 
_atom_site_aniso_U_33 
_atom_site_aniso_U_23 
_atom_site_aniso_U_13 
_atom_site_aniso_U_12 
Co 0.02178(17) 0.02090(18) 0.0217(2) -0.00121(14) -0.00130(14) 0.00106(15) 
Cl1 0.0271(3) 0.0235(3) 0.0274(4) -0.0042(3) 0.0001(3) 0.0008(3) 
Cl2 0.0304(4) 0.0275(4) 0.0270(4) -0.0038(3) -0.0040(3) 0.0014(3) 
N1 0.0254(11) 0.0231(12) 0.0299(13) -0.0005(10) -0.0030(9) 0.0008(9) 
N2 0.0226(11) 0.0212(11) 0.0264(13) 0.0006(9) 0.0004(10) -0.0002(9) 
N3 0.0236(11) 0.0223(11) 0.0211(13) -0.0022(9) -0.0008(9) 0.0015(9) 
N4 0.0228(12) 0.0251(12) 0.0275(14) 0.0034(10) -0.0017(10) 0.0034(9) 
C1 0.0229(13) 0.0311(15) 0.0300(17) -0.0007(12) 0.0031(12) 0.0007(12) 
C2 0.0234(13) 0.0267(15) 0.0320(18) 0.0027(12) 0.0008(11) -0.0024(11) 
C3 0.0270(14) 0.0282(15) 0.0209(16) 0.0017(12) -0.0030(11) 0.0016(11) 
C4 0.0257(14) 0.0209(14) 0.0303(17) -0.0005(11) -0.0001(11) 0.0038(12) 
C5 0.0266(14) 0.0257(15) 0.0178(16) 0.0006(11) -0.0023(10) 0.0005(12) 
C6 0.0279(13) 0.0277(14) 0.0281(17) 0.0010(12) -0.0038(12) 0.0037(12) 
C7 0.0239(13) 0.0268(14) 0.0224(15) -0.0015(11) -0.0039(11) 0.0003(11) 
C8 0.0267(15) 0.0227(14) 0.0284(17) 0.0010(11) 0.0015(12) -0.0031(12) 
C9 0.0298(15) 0.0293(16) 0.0287(18) 0.0030(12) 0.0061(12) 0.0008(13) 
Cl3 0.0279(3) 0.0265(4) 0.0280(4) -0.0030(3) -0.0003(3) -0.0022(3) 
O1 0.0414(12) 0.0270(11) 0.0416(14) 0.0047(10) -0.0104(9) 0.0023(10) 
O2 0.0378(12) 0.0466(14) 0.0470(15) -0.0187(11) 0.0024(10) 0.0031(11) 
O3 0.0343(12) 0.0456(15) 0.0545(16) -0.0195(11) -0.0026(10) -0.0121(10) 
O4 0.0535(14) 0.0446(14) 0.0307(14) 0.0114(9) 0.0021(10) -0.0043(11) 

_geom_special_details 
; 
All esds (except the esd in the dihedral angle between two l.s. planes) 
are estimated using the full covariance matrix.  The cell esds are taken 
into account individually in the estimation of esds in distances, angles 
and torsion angles; correlations between esds in cell parameters are only 
used when they are defined by crystal symmetry.  An approximate (isotropic) 
treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_ 
_geom_bond_atom_site_label_1 
_geom_bond_atom_site_label_2 
_geom_bond_distance 
_geom_bond_site_symmetry_2 
_geom_bond_publ_flag 
Co N4 1.954(2) . ? 
Co N3 1.957(2) . ? 
Co N1 1.975(2) . ? 
Co N2 1.990(2) . ? 
Co Cl1 2.2558(7) . ? 
Co Cl2 2.2614(8) . ? 
N1 C1 1.478(3) . ? 
N2 C2 1.486(3) . ? 
N2 C4 1.517(3) . ? 
N2 C3 1.518(3) . ? 
N3 C7 1.487(3) . ? 
N3 C8 1.496(3) . ? 
N4 C9 1.491(4) . ? 
C1 C2 1.513(4) . ? 
C3 C5 1.542(4) . ? 
C4 C5 1.546(4) . ? 
C5 C6 1.522(4) . ? 
C5 C7 1.539(4) . ? 
C8 C9 1.510(4) . ? 
Cl3 O2 1.427(2) . ? 
Cl3 O3 1.431(2) . ? 
Cl3 O4 1.445(2) . ? 
Cl3 O1 1.449(2) . ? 

loop_ 
_geom_angle_atom_site_label_1 
_geom_angle_atom_site_label_2 
_geom_angle_atom_site_label_3 
_geom_angle 
_geom_angle_site_symmetry_1 
_geom_angle_site_symmetry_3 
_geom_angle_publ_flag 
N4 Co N3 86.48(10) . . ? 
N4 Co N1 97.93(10) . . ? 
N3 Co N1 175.58(10) . . ? 
N4 Co N2 174.87(10) . . ? 
N3 Co N2 89.11(9) . . ? 
N1 Co N2 86.48(9) . . ? 
N4 Co Cl1 85.82(7) . . ? 
N3 Co Cl1 92.51(7) . . ? 
N1 Co Cl1 88.07(7) . . ? 
N2 Co Cl1 96.99(7) . . ? 
N4 Co Cl2 86.32(7) . . ? 
N3 Co Cl2 90.94(7) . . ? 
N1 Co Cl2 89.12(7) . . ? 
N2 Co Cl2 91.16(7) . . ? 
Cl1 Co Cl2 171.20(3) . . ? 
C1 N1 Co 107.59(16) . . ? 
C2 N2 C4 118.4(2) . . ? 
C2 N2 C3 117.6(2) . . ? 
C4 N2 C3 87.0(2) . . ? 
C2 N2 Co 106.82(17) . . ? 
C4 N2 Co 111.61(17) . . ? 
C3 N2 Co 114.75(16) . . ? 
C7 N3 C8 113.5(2) . . ? 
C7 N3 Co 117.72(16) . . ? 
C8 N3 Co 107.87(16) . . ? 
C9 N4 Co 108.79(17) . . ? 
N1 C1 C2 106.9(2) . . ? 
N2 C2 C1 107.0(2) . . ? 
N2 C3 C5 87.7(2) . . ? 
N2 C4 C5 87.6(2) . . ? 
C6 C5 C7 110.6(2) . . ? 
C6 C5 C3 117.0(2) . . ? 
C7 C5 C3 111.5(2) . . ? 
C6 C5 C4 117.9(2) . . ? 
C7 C5 C4 112.6(2) . . ? 
C3 C5 C4 85.16(19) . . ? 
N3 C7 C5 112.8(2) . . ? 
N3 C8 C9 106.0(2) . . ? 
N4 C9 C8 106.9(2) . . ? 
O2 Cl3 O3 111.04(14) . . ? 
O2 Cl3 O4 109.11(14) . . ? 
O3 Cl3 O4 109.82(14) . . ? 
O2 Cl3 O1 109.73(14) . . ? 
O3 Cl3 O1 109.35(13) . . ? 
O4 Cl3 O1 107.73(14) . . ? 

#===END

data_5

_database_code_CSD	177444


_audit_creation_method            SHELXL-97 
_chemical_name_systematic         ? 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum             'C11 H36 Cl3 Co N6 O3' 
_chemical_formula_weight          465.74 

loop_ 
_atom_type_symbol 
_atom_type_description 
_atom_type_scat_dispersion_real 
_atom_type_scat_dispersion_imag 
_atom_type_scat_source 
'C'  'C'   0.0033   0.0016 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
'H'  'H'   0.0000   0.0000 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
'N'  'N'   0.0061   0.0033 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
'O'  'O'   0.0106   0.0060 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
'Cl'  'Cl'   0.1484   0.1585 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
'Co'  'Co'   0.3494   0.9721 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 

_symmetry_cell_setting            triclinic
_symmetry_space_group_name_H-M    P-1

loop_ 
_symmetry_equiv_pos_as_xyz 
'x, y, z' 
'-x, -y, -z' 

_cell_length_a                    7.9455(6) 
_cell_length_b                    8.2960(7) 
_cell_length_c                    16.7784(11) 
_cell_angle_alpha                 101.991(4) 
_cell_angle_beta                  94.963(4) 
_cell_angle_gamma                 110.356(4) 
_cell_volume                      998.95(13) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     100(2) 
_cell_measurement_reflns_used     6123 
_cell_measurement_theta_min       5.12 
_cell_measurement_theta_max       25.68

_exptl_crystal_description        platelet 
_exptl_crystal_colour             'translucent light red'
_exptl_crystal_size_max           0.20 
_exptl_crystal_size_mid           0.20
_exptl_crystal_size_min           0.10
_exptl_crystal_density_meas       'not measured'  
_exptl_crystal_density_diffrn     1.548 
_exptl_crystal_density_method     ?
_exptl_crystal_F_000              492 
_exptl_absorpt_coefficient_mu     1.283 
_exptl_absorpt_correction_type    empirical 
_exptl_absorpt_correction_T_min   0.768
_exptl_absorpt_correction_T_max   0.880
_exptl_absorpt_process_details    
'program DELABS from PLATON (Spek, 2000)' 
_exptl_special_details 
'crystal-to-detector distance 32 mm'
_diffrn_ambient_temperature       100(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Nonius Kappa-CCD' 
_diffrn_measurement_method        '\f scans'
_diffrn_detector_area_resol_mean  18 
_diffrn_standards_decay_%         none
_diffrn_reflns_number             6123 
_diffrn_reflns_av_R_equivalents   0.0610 
_diffrn_reflns_av_sigmaI/netI     0.0933 
_diffrn_reflns_limit_h_min        -8 
_diffrn_reflns_limit_h_max        9 
_diffrn_reflns_limit_k_min        -9 
_diffrn_reflns_limit_k_max        10 
_diffrn_reflns_limit_l_min        -19 
_diffrn_reflns_limit_l_max        19 
_diffrn_reflns_theta_min          5.12 
_diffrn_reflns_theta_max          25.68 
_reflns_number_total              3290 
_reflns_number_gt                 2639 
_reflns_threshold_expression      >2sigma(I) 

_computing_data_collection        'Kappa-CCD software (Nonius B.V., 1998)'
_computing_cell_refinement        'DENZO-SMN (Otwinowski & Minor, 1997)' 
_computing_data_reduction         'DENZO-SMN (Otwinowski & Minor, 1997)' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'SHELXTL (Sheldrick, 1999)' 
_computing_publication_material   'SHELXTL (Sheldrick, 1999)' 

_refine_special_details 
; 
Structure solved by direct methods and subsequent
Fourier-difference synthesis. All non-hydrogen atoms were refined
with anisotropic displacement parameters. The hydrogen atoms bound
to N atoms have been found on the Fourier-difference map and
introduced as riding atoms with an isotropic displacement parameter
equal to 1.2 times that of the parent atom. The protons of water
molecules were not found, nor introduced. All other hydrogen atoms 
were introduced at calculated positions as riding atoms with an
isotropic displacement parameter equal to 1.2 (CH2) or 1.5 (CH3) 
times that of the parent atom.
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and 
goodness of fit S are based on F^2^, conventional R-factors R are based 
on F, with F set to zero for negative F^2^. The threshold expression of 
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is 
not relevant to the choice of reflections for refinement.  R-factors based 
on F^2^ are statistically about twice as large as those based on F, and R- 
factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+9.5825P] where P=(Fo^2^+2Fc^2^)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      SHELXL 
_refine_ls_extinction_coef        0.003(3) 
_refine_ls_extinction_expression 
'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' 
_refine_ls_number_reflns          3290 
_refine_ls_number_parameters      219 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0972 
_refine_ls_R_factor_gt            0.0785 
_refine_ls_wR_factor_ref          0.1760 
_refine_ls_wR_factor_gt           0.1670 
_refine_ls_goodness_of_fit_ref    1.008 
_refine_ls_restrained_S_all       1.008 
_refine_ls_shift/su_max           0.000 
_refine_ls_shift/su_mean          0.000 
_diffrn_measured_fraction_theta_max    0.865 
_diffrn_reflns_theta_full              25.68 
_diffrn_measured_fraction_theta_full   0.865 
_refine_diff_density_max    0.863 
_refine_diff_density_min   -0.526 
_refine_diff_density_rms    0.117 

loop_ 
_atom_site_label 
_atom_site_type_symbol 
_atom_site_fract_x 
_atom_site_fract_y 
_atom_site_fract_z 
_atom_site_U_iso_or_equiv 
_atom_site_adp_type 
_atom_site_occupancy 
_atom_site_symmetry_multiplicity 
_atom_site_calc_flag 
_atom_site_refinement_flags 
_atom_site_disorder_assembly 
_atom_site_disorder_group 
Co Co 0.42515(13) 0.70117(12) 0.20707(6) 0.0239(3) Uani 1 1 d . . . 
N1 N 0.4320(8) 0.5336(7) 0.1078(4) 0.0280(13) Uani 1 1 d . . . 
H1 H 0.5448 0.5475 0.1061 0.034 Uiso 1 1 d R . . 
H2 H 0.3530 0.5154 0.0629 0.034 Uiso 1 1 d R . . 
N2 N 0.2238(8) 0.4967(7) 0.2258(4) 0.0268(13) Uani 1 1 d . . . 
N3 N 0.4353(8) 0.8547(8) 0.3181(4) 0.0281(13) Uani 1 1 d . . . 
H3 H 0.4482 0.9597 0.3155 0.034 Uiso 1 1 d R . . 
N4 N 0.6277(8) 0.6580(8) 0.2650(3) 0.0268(13) Uani 1 1 d . . . 
H4 H 0.6056 0.5299 0.2516 0.032 Uiso 1 1 d R . . 
H5 H 0.7271 0.7107 0.2429 0.032 Uiso 1 1 d R . . 
N5 N 0.6017(8) 0.9035(8) 0.1753(4) 0.0283(13) Uani 1 1 d . . . 
H6 H 0.6263 0.9974 0.2123 0.034 Uiso 1 1 d R . . 
H7 H 0.7014 0.8670 0.1685 0.034 Uiso 1 1 d R . . 
N6 N 0.2431(8) 0.7634(8) 0.1438(4) 0.0284(13) Uani 1 1 d . . . 
H8 H 0.1773 0.7961 0.2022 0.034 Uiso 1 1 d R . . 
H9 H 0.1820 0.6427 0.1042 0.034 Uiso 1 1 d R . . 
C1 C 0.3394(11) 0.3489(9) 0.1164(4) 0.0331(17) Uani 1 1 d . . . 
H1A H 0.4185 0.3197 0.1534 0.040 Uiso 1 1 calc R . . 
H1B H 0.3079 0.2636 0.0629 0.040 Uiso 1 1 calc R . . 
C2 C 0.1684(10) 0.3457(9) 0.1515(5) 0.0311(16) Uani 1 1 d . . . 
H2A H 0.0817 0.3572 0.1108 0.037 Uiso 1 1 calc R . . 
H2B H 0.1114 0.2343 0.1661 0.037 Uiso 1 1 calc R . . 
C3 C 0.0677(10) 0.5405(10) 0.2586(4) 0.0294(16) Uani 1 1 d . . . 
H3A H -0.0465 0.4389 0.2474 0.035 Uiso 1 1 calc R . . 
H3B H 0.0504 0.6401 0.2425 0.035 Uiso 1 1 calc R . . 
C4 C 0.2630(10) 0.4604(9) 0.3099(4) 0.0272(15) Uani 1 1 d . . . 
H4A H 0.1983 0.3385 0.3116 0.033 Uiso 1 1 calc R . . 
H4B H 0.3919 0.4996 0.3316 0.033 Uiso 1 1 calc R . . 
C5 C 0.1745(9) 0.5889(9) 0.3472(4) 0.0263(15) Uani 1 1 d . . . 
C6 C 0.0679(10) 0.5464(10) 0.4155(5) 0.0309(16) Uani 1 1 d . . . 
H6A H 0.0055 0.6266 0.4281 0.046 Uiso 1 1 calc R . . 
H6B H 0.1499 0.5592 0.4640 0.046 Uiso 1 1 calc R . . 
H6C H -0.0195 0.4264 0.3979 0.046 Uiso 1 1 calc R . . 
C7 C 0.3044(10) 0.7852(9) 0.3749(4) 0.0299(16) Uani 1 1 d . . . 
H7A H 0.2309 0.8573 0.3831 0.036 Uiso 1 1 calc R . . 
H7B H 0.3759 0.8041 0.4282 0.036 Uiso 1 1 calc R . . 
C8 C 0.6298(10) 0.9197(9) 0.3613(4) 0.0291(16) Uani 1 1 d . . . 
H8A H 0.6408 0.9771 0.4192 0.035 Uiso 1 1 calc R . . 
H8B H 0.7094 1.0046 0.3359 0.035 Uiso 1 1 calc R . . 
C9 C 0.6805(10) 0.7583(9) 0.3532(4) 0.0294(16) Uani 1 1 d . . . 
H9A H 0.8106 0.7946 0.3710 0.035 Uiso 1 1 calc R . . 
H9B H 0.6169 0.6844 0.3874 0.035 Uiso 1 1 calc R . . 
C10 C 0.5226(10) 0.9253(10) 0.0962(4) 0.0297(16) Uani 1 1 d . . . 
H10A H 0.5201 0.8324 0.0497 0.036 Uiso 1 1 calc R . . 
H10B H 0.5930 1.0399 0.0874 0.036 Uiso 1 1 calc R . . 
C11 C 0.3300(10) 0.9122(10) 0.1063(5) 0.0315(16) Uani 1 1 d . . . 
H11A H 0.3341 1.0227 0.1415 0.038 Uiso 1 1 calc R . . 
H11B H 0.2588 0.8924 0.0528 0.038 Uiso 1 1 calc R . . 
Cl1 Cl 0.5961(2) 0.2676(2) 0.29148(11) 0.0305(4) Uani 1 1 d . . . 
Cl2 Cl 0.0251(2) 0.9637(2) 0.25457(11) 0.0300(4) Uani 1 1 d . . . 
Cl3 Cl 0.1991(2) 0.5089(3) -0.06340(11) 0.0354(5) Uani 1 1 d . . . 
O1 O 0.0919(12) 0.0954(14) -0.0584(6) 0.098(3) Uani 1 1 d . . . 
O2 O 0.5361(8) 0.6799(8) 0.5323(3) 0.0429(14) Uani 1 1 d . . . 
O3 O 0.0956(8) 1.1115(7) 0.4521(3) 0.0412(13) Uani 1 1 d . . . 

loop_ 
_atom_site_aniso_label 
_atom_site_aniso_U_11 
_atom_site_aniso_U_22 
_atom_site_aniso_U_33 
_atom_site_aniso_U_23 
_atom_site_aniso_U_13 
_atom_site_aniso_U_12 
Co 0.0243(5) 0.0227(5) 0.0251(5) 0.0073(4) 0.0054(4) 0.0085(4) 
N1 0.030(3) 0.028(3) 0.026(3) 0.004(2) 0.003(2) 0.014(3) 
N2 0.026(3) 0.025(3) 0.030(3) 0.010(2) 0.004(2) 0.010(3) 
N3 0.030(3) 0.026(3) 0.030(3) 0.010(2) 0.009(2) 0.011(3) 
N4 0.023(3) 0.027(3) 0.030(3) 0.010(2) 0.009(2) 0.007(3) 
N5 0.029(3) 0.027(3) 0.031(3) 0.008(2) 0.009(2) 0.011(3) 
N6 0.031(3) 0.026(3) 0.029(3) 0.010(2) 0.007(2) 0.010(3) 
C1 0.049(5) 0.025(4) 0.023(4) -0.001(3) 0.005(3) 0.016(3) 
C2 0.033(4) 0.021(3) 0.034(4) 0.008(3) 0.003(3) 0.003(3) 
C3 0.028(4) 0.029(4) 0.029(4) 0.009(3) 0.005(3) 0.009(3) 
C4 0.027(4) 0.026(3) 0.025(4) 0.007(3) 0.004(3) 0.006(3) 
C5 0.023(3) 0.027(3) 0.035(4) 0.009(3) 0.009(3) 0.014(3) 
C6 0.024(4) 0.034(4) 0.038(4) 0.017(3) 0.009(3) 0.011(3) 
C7 0.030(4) 0.033(4) 0.025(4) 0.008(3) 0.008(3) 0.009(3) 
C8 0.031(4) 0.028(4) 0.024(4) 0.004(3) 0.005(3) 0.007(3) 
C9 0.025(4) 0.029(4) 0.030(4) 0.012(3) 0.001(3) 0.004(3) 
C10 0.033(4) 0.030(4) 0.027(4) 0.014(3) 0.006(3) 0.009(3) 
C11 0.032(4) 0.032(4) 0.033(4) 0.015(3) 0.002(3) 0.013(3) 
Cl1 0.0325(9) 0.0251(8) 0.0353(10) 0.0101(7) 0.0064(7) 0.0110(7) 
Cl2 0.0273(9) 0.0236(8) 0.0360(10) 0.0057(7) 0.0088(7) 0.0061(7) 
Cl3 0.0297(9) 0.0433(10) 0.0303(10) 0.0058(8) 0.0006(7) 0.0135(8) 
O1 0.079(6) 0.124(8) 0.069(6) 0.007(5) 0.007(4) 0.025(6) 
O2 0.039(3) 0.048(3) 0.040(3) 0.014(3) 0.007(2) 0.012(3) 
O3 0.041(3) 0.038(3) 0.038(3) 0.008(2) 0.004(2) 0.009(3) 

_geom_special_details 
; 
All esds (except the esd in the dihedral angle between two l.s. planes) 
are estimated using the full covariance matrix.  The cell esds are taken 
into account individually in the estimation of esds in distances, angles 
and torsion angles; correlations between esds in cell parameters are only 
used when they are defined by crystal symmetry.  An approximate (isotropic) 
treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_ 
_geom_bond_atom_site_label_1 
_geom_bond_atom_site_label_2 
_geom_bond_distance 
_geom_bond_site_symmetry_2 
_geom_bond_publ_flag 
Co N1 1.953(6) . ? 
Co N5 1.983(6) . ? 
Co N2 1.989(6) . ? 
Co N4 1.984(6) . ? 
Co N6 1.992(6) . ? 
Co N3 2.004(6) . ? 
N1 C1 1.495(9) . ? 
N2 C2 1.481(9) . ? 
N2 C3 1.524(9) . ? 
N2 C4 1.530(9) . ? 
N3 C8 1.506(9) . ? 
N3 C7 1.518(9) . ? 
N4 C9 1.482(9) . ? 
N5 C10 1.491(9) . ? 
N6 C11 1.483(9) . ? 
C1 C2 1.521(11) . ? 
C3 C5 1.545(10) . ? 
C4 C5 1.531(10) . ? 
C5 C6 1.512(10) . ? 
C5 C7 1.538(9) . ? 
C8 C9 1.511(10) . ? 
C10 C11 1.522(11) . ? 
Cl3 O1 3.256(11) . ? 
O1 O1 2.94(2) 2 ? 
O2 O2 2.787(12) 2_666 ? 
O2 O3 2.790(8) 2_676 ? 
O2 Cl1 3.218(6) 2_666 ? 
O3 O2 2.790(8) 2_676 ? 
O3 O3 2.832(11) 2_576 ? 

loop_ 
_geom_angle_atom_site_label_1 
_geom_angle_atom_site_label_2 
_geom_angle_atom_site_label_3 
_geom_angle 
_geom_angle_site_symmetry_1 
_geom_angle_site_symmetry_3 
_geom_angle_publ_flag 
N1 Co N5 91.4(2) . . ? 
N1 Co N2 85.9(2) . . ? 
N5 Co N2 172.1(2) . . ? 
N1 Co N4 88.0(2) . . ? 
N5 Co N4 90.7(2) . . ? 
N2 Co N4 96.6(2) . . ? 
N1 Co N6 91.0(3) . . ? 
N5 Co N6 82.9(2) . . ? 
N2 Co N6 89.7(2) . . ? 
N4 Co N6 173.5(2) . . ? 
N1 Co N3 171.6(2) . . ? 
N5 Co N3 92.0(2) . . ? 
N2 Co N3 91.7(2) . . ? 
N4 Co N3 84.3(2) . . ? 
N6 Co N3 97.1(2) . . ? 
C1 N1 Co 108.6(4) . . ? 
C2 N2 C3 115.1(5) . . ? 
C2 N2 C4 117.7(5) . . ? 
C3 N2 C4 85.7(5) . . ? 
C2 N2 Co 109.0(4) . . ? 
C3 N2 Co 115.2(4) . . ? 
C4 N2 Co 112.7(4) . . ? 
C8 N3 C7 110.6(5) . . ? 
C8 N3 Co 105.6(4) . . ? 
C7 N3 Co 121.0(4) . . ? 
C9 N4 Co 112.0(4) . . ? 
C10 N5 Co 110.2(4) . . ? 
C11 N6 Co 112.4(4) . . ? 
N1 C1 C2 106.3(6) . . ? 
N2 C2 C1 107.5(5) . . ? 
N2 C3 C5 88.5(5) . . ? 
C5 C4 N2 88.7(5) . . ? 
C6 C5 C4 117.6(6) . . ? 
C6 C5 C7 108.3(6) . . ? 
C4 C5 C7 114.5(6) . . ? 
C6 C5 C3 118.2(6) . . ? 
C4 C5 C3 85.0(5) . . ? 
C7 C5 C3 111.9(6) . . ? 
N3 C7 C5 117.6(6) . . ? 
N3 C8 C9 106.7(5) . . ? 
N4 C9 C8 107.7(6) . . ? 
N5 C10 C11 105.0(6) . . ? 
N6 C11 C10 109.8(6) . . ? 

loop_ 
_geom_hbond_atom_site_label_D 
_geom_hbond_atom_site_label_H 
_geom_hbond_atom_site_label_A 
_geom_hbond_distance_DH 
_geom_hbond_distance_HA 
_geom_hbond_distance_DA 
_geom_hbond_angle_DHA 
_geom_hbond_site_symmetry_A 
N1 H2 Cl3  0.89 2.33 3.208(6) 167.8 . 
N1 H1 Cl3  0.87 2.38 3.202(6) 159.5 2_665 
N3 H3 Cl1  0.85 2.55 3.355(6) 158.5 1_565 
N4 H4 Cl1  0.99 2.39 3.287(6) 151.5 . 
N4 H5 Cl2  0.91 2.52 3.338(6) 150.0 1_655 
N5 H6 Cl1  0.84 2.46 3.253(6) 159.0 1_565 
N5 H7 Cl2  0.95 2.60 3.335(6) 133.9 1_655 
N6 H8 Cl2  1.18 2.24 3.239(6) 141.0 . 
N6 H9 Cl3  1.00 2.83 3.590(6) 132.5 .