# Supplementary Material (ESI) for Dalton Transactions
# This journal is (c) The Royal Society of Chemistry 2010


data_global
_journal_name_full               'Dalton Trans.'

_journal_coden_Cambridge         0222

_publ_contact_author_name        'Murale Murugesu'
_publ_contact_author_email       M.MURUGESU@UOTTAWA.CA

_publ_section_title              
;
Combining Oximes with Azides to Create a Novel
1-D [NaCoIII2] System: Synthesis, Structure, and Solid-State NMR
;
loop_
_publ_author_name
'Murale Murugesu'
'Andre Beauchemin'
'David Bryce'
'Tara J Burchell'
'Serge I. Gorelsky'
;
F.Habib
;
'Francis Loiseau'
'Thushan Pathmalingam'
'Cory M. Widdifield'

# Attachment '08120_TP439.cif'

data_sad
_database_code_depnum_ccdc_archive 'CCDC 746169'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H22 Co2 N19 Na O2'
_chemical_formula_weight         581.32

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   18.593(4)
_cell_length_b                   8.2748(18)
_cell_length_c                   14.918(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.348(3)
_cell_angle_gamma                90.00
_cell_volume                     2291.2(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    201(2)
_cell_measurement_reflns_used    3658
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      26.17

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      n/a
_exptl_crystal_density_diffrn    1.685
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1184
_exptl_absorpt_coefficient_mu    1.519
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6586
_exptl_absorpt_correction_T_max  0.9279
_exptl_absorpt_process_details   'SADABS, Bruker (2000)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      201(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7892
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_av_sigmaI/netI    0.0560
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.70
_diffrn_reflns_theta_max         26.22
_reflns_number_total             2291
_reflns_number_gt                1697
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
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^)+(0.0799P)^2^+0.6886P] 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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2291
_refine_ls_number_parameters     160
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0740
_refine_ls_R_factor_gt           0.0507
_refine_ls_wR_factor_ref         0.1385
_refine_ls_wR_factor_gt          0.1251
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.4014(3) 0.1016(6) 0.4060(3) 0.0479(14) Uani 1 1 d . . .
H1A H 0.4416 0.1369 0.4468 0.072 Uiso 1 1 calc R . .
H1B H 0.4093 -0.0105 0.3878 0.072 Uiso 1 1 calc R . .
H1C H 0.3563 0.1088 0.4367 0.072 Uiso 1 1 calc R . .
C2 C 0.3969(3) 0.2074(5) 0.3250(3) 0.0354(11) Uani 1 1 d . . .
C3 C 0.3322(3) 0.2039(7) 0.2605(3) 0.0423(12) Uani 1 1 d . . .
H3A H 0.2927 0.2668 0.2852 0.051 Uiso 1 1 calc R . .
H3B H 0.3155 0.0910 0.2518 0.051 Uiso 1 1 calc R . .
C4 C 0.3797(3) 0.1422(6) 0.1176(3) 0.0413(12) Uani 1 1 d . . .
H4A H 0.4209 0.0923 0.1508 0.062 Uiso 1 1 calc R . .
H4B H 0.3952 0.1862 0.0608 0.062 Uiso 1 1 calc R . .
H4C H 0.3422 0.0608 0.1051 0.062 Uiso 1 1 calc R . .
C5 C 0.2841(3) 0.3370(7) 0.1236(4) 0.0458(13) Uani 1 1 d . . .
H5A H 0.2483 0.2502 0.1170 0.069 Uiso 1 1 calc R . .
H5B H 0.2956 0.3760 0.0640 0.069 Uiso 1 1 calc R . .
H5C H 0.2645 0.4262 0.1579 0.069 Uiso 1 1 calc R . .
Na1 Na 0.5000 0.5000 0.0000 0.0377(6) Uani 1 2 d S . .
Co1 Co 0.42337(3) 0.44666(6) 0.20362(4) 0.0234(2) Uani 1 1 d . . .
N1 N 0.44353(18) 0.3144(4) 0.3058(2) 0.0273(8) Uani 1 1 d . . .
N2 N 0.3507(2) 0.2744(5) 0.1719(3) 0.0338(9) Uani 1 1 d . . .
N3 N 0.3511(2) 0.5632(5) 0.2688(3) 0.0342(9) Uani 1 1 d . . .
N4 N 0.3724(2) 0.6078(5) 0.3426(3) 0.0354(9) Uani 1 1 d . . .
N5 N 0.3905(3) 0.6509(6) 0.4138(3) 0.0537(13) Uani 1 1 d . . .
N6 N 0.5000 0.5876(5) 0.2500 0.0252(11) Uani 1 2 d S . .
N7 N 0.5000 0.7333(6) 0.2500 0.0311(12) Uani 1 2 d S . .
N8 N 0.5000 0.8687(7) 0.2500 0.0584(19) Uani 1 2 d S . .
N9 N 0.4041(2) 0.5797(4) 0.0957(2) 0.0320(9) Uani 1 1 d . . .
N10 N 0.3531(2) 0.6723(5) 0.0953(3) 0.0355(9) Uani 1 1 d . . .
N11 N 0.3040(3) 0.7580(6) 0.0918(3) 0.0548(13) Uani 1 1 d . . .
O1 O 0.50306(15) 0.3405(3) 0.36168(19) 0.0274(7) 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
C1 0.059(4) 0.044(3) 0.042(3) 0.004(2) 0.012(3) -0.014(3)
C2 0.036(3) 0.038(2) 0.034(2) -0.002(2) 0.015(2) -0.010(2)
C3 0.027(3) 0.059(3) 0.041(3) 0.002(2) 0.006(2) -0.022(2)
C4 0.044(3) 0.037(3) 0.043(3) -0.005(2) 0.007(2) -0.015(2)
C5 0.024(3) 0.062(3) 0.051(3) -0.002(3) -0.003(2) -0.012(2)
Na1 0.0303(15) 0.0506(15) 0.0328(14) 0.0030(12) 0.0066(11) 0.0013(12)
Co1 0.0142(3) 0.0296(3) 0.0269(3) -0.0011(2) 0.0052(2) -0.0017(2)
N1 0.022(2) 0.0309(18) 0.0292(19) -0.0012(15) 0.0074(15) -0.0016(15)
N2 0.023(2) 0.042(2) 0.036(2) -0.0031(17) 0.0040(16) -0.0086(16)
N3 0.021(2) 0.049(2) 0.033(2) -0.0071(18) 0.0049(15) 0.0065(17)
N4 0.022(2) 0.049(2) 0.036(2) 0.0028(19) 0.0080(17) 0.0151(17)
N5 0.049(3) 0.076(3) 0.035(3) -0.015(2) 0.002(2) 0.023(3)
N6 0.021(3) 0.024(3) 0.031(3) 0.000 0.004(2) 0.000
N7 0.023(3) 0.029(3) 0.041(3) 0.000 0.002(2) 0.000
N8 0.057(5) 0.030(3) 0.087(5) 0.000 -0.007(4) 0.000
N9 0.022(2) 0.041(2) 0.033(2) 0.0010(16) 0.0026(15) 0.0021(16)
N10 0.029(2) 0.041(2) 0.037(2) 0.0045(17) 0.0043(17) 0.0002(19)
N11 0.036(3) 0.058(3) 0.071(3) 0.018(2) 0.014(2) 0.015(2)
O1 0.0191(16) 0.0344(16) 0.0290(16) 0.0036(13) 0.0033(12) -0.0002(12)

_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
C1 C2 1.490(7) . ?
C2 N1 1.283(6) . ?
C2 C3 1.497(7) . ?
C3 N2 1.503(6) . ?
C4 N2 1.482(6) . ?
C5 N2 1.490(6) . ?
Na1 N9 2.439(4) . ?
Na1 N9 2.439(4) 5_665 ?
Na1 O1 2.453(3) 2_655 ?
Na1 O1 2.453(3) 6_565 ?
Na1 N5 2.656(4) 6_565 ?
Na1 N5 2.656(4) 2_655 ?
Na1 Co1 3.4579(8) . ?
Na1 Co1 3.4579(8) 5_665 ?
Co1 N1 1.896(3) . ?
Co1 O1 1.936(3) 2_655 ?
Co1 N6 1.937(3) . ?
Co1 N3 1.957(4) . ?
Co1 N9 1.966(4) . ?
Co1 N2 2.001(4) . ?
N1 O1 1.364(4) . ?
N3 N4 1.206(5) . ?
N4 N5 1.152(5) . ?
N5 Na1 2.656(4) 2_655 ?
N6 N7 1.206(7) . ?
N6 Co1 1.937(3) 2_655 ?
N7 N8 1.120(8) . ?
N9 N10 1.219(5) . ?
N10 N11 1.153(6) . ?
O1 Co1 1.936(3) 2_655 ?
O1 Na1 2.453(3) 2_655 ?

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 C2 C1 125.4(5) . . ?
N1 C2 C3 113.4(4) . . ?
C1 C2 C3 121.0(4) . . ?
C2 C3 N2 110.0(4) . . ?
N9 Na1 N9 180.0 . 5_665 ?
N9 Na1 O1 66.40(11) . 2_655 ?
N9 Na1 O1 113.60(11) 5_665 2_655 ?
N9 Na1 O1 113.61(11) . 6_565 ?
N9 Na1 O1 66.40(11) 5_665 6_565 ?
O1 Na1 O1 179.997(2) 2_655 6_565 ?
N9 Na1 N5 81.05(14) . 6_565 ?
N9 Na1 N5 98.95(14) 5_665 6_565 ?
O1 Na1 N5 95.72(11) 2_655 6_565 ?
O1 Na1 N5 84.28(11) 6_565 6_565 ?
N9 Na1 N5 98.95(14) . 2_655 ?
N9 Na1 N5 81.05(14) 5_665 2_655 ?
O1 Na1 N5 84.28(11) 2_655 2_655 ?
O1 Na1 N5 95.72(11) 6_565 2_655 ?
N5 Na1 N5 179.998(1) 6_565 2_655 ?
N9 Na1 Co1 33.66(9) . . ?
N9 Na1 Co1 146.34(9) 5_665 . ?
O1 Na1 Co1 33.00(6) 2_655 . ?
O1 Na1 Co1 147.00(6) 6_565 . ?
N5 Na1 Co1 91.25(10) 6_565 . ?
N5 Na1 Co1 88.75(10) 2_655 . ?
N9 Na1 Co1 146.34(9) . 5_665 ?
N9 Na1 Co1 33.66(9) 5_665 5_665 ?
O1 Na1 Co1 147.00(6) 2_655 5_665 ?
O1 Na1 Co1 33.00(6) 6_565 5_665 ?
N5 Na1 Co1 88.75(10) 6_565 5_665 ?
N5 Na1 Co1 91.25(10) 2_655 5_665 ?
Co1 Na1 Co1 180.0 . 5_665 ?
N1 Co1 O1 91.74(13) . 2_655 ?
N1 Co1 N6 87.35(13) . . ?
O1 Co1 N6 85.77(11) 2_655 . ?
N1 Co1 N3 89.68(15) . . ?
O1 Co1 N3 177.45(14) 2_655 . ?
N6 Co1 N3 92.18(13) . . ?
N1 Co1 N9 178.38(15) . . ?
O1 Co1 N9 86.69(14) 2_655 . ?
N6 Co1 N9 92.91(13) . . ?
N3 Co1 N9 91.90(16) . . ?
N1 Co1 N2 82.98(15) . . ?
O1 Co1 N2 92.58(14) 2_655 . ?
N6 Co1 N2 170.13(15) . . ?
N3 Co1 N2 89.70(16) . . ?
N9 Co1 N2 96.71(16) . . ?
N1 Co1 Na1 135.04(10) . . ?
O1 Co1 Na1 43.64(8) 2_655 . ?
N6 Co1 Na1 84.53(2) . . ?
N3 Co1 Na1 134.68(12) . . ?
N9 Co1 Na1 43.44(11) . . ?
N2 Co1 Na1 100.97(11) . . ?
C2 N1 O1 120.5(4) . . ?
C2 N1 Co1 118.3(3) . . ?
O1 N1 Co1 121.0(2) . . ?
C4 N2 C5 108.1(4) . . ?
C4 N2 C3 107.7(4) . . ?
C5 N2 C3 109.5(4) . . ?
C4 N2 Co1 113.1(3) . . ?
C5 N2 Co1 113.4(3) . . ?
C3 N2 Co1 104.8(3) . . ?
N4 N3 Co1 113.9(3) . . ?
N5 N4 N3 177.7(4) . . ?
N4 N5 Na1 118.3(3) . 2_655 ?
N7 N6 Co1 127.00(11) . . ?
N7 N6 Co1 127.00(11) . 2_655 ?
Co1 N6 Co1 106.0(2) . 2_655 ?
N8 N7 N6 180.000(2) . . ?
N10 N9 Co1 117.4(3) . . ?
N10 N9 Na1 139.7(3) . . ?
Co1 N9 Na1 102.90(15) . . ?
N11 N10 N9 177.4(5) . . ?
N1 O1 Co1 109.7(2) . 2_655 ?
N1 O1 Na1 122.8(2) . 2_655 ?
Co1 O1 Na1 103.35(12) 2_655 2_655 ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        26.22
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         1.136
_refine_diff_density_min         -0.386
_refine_diff_density_rms         0.120