# Electronic Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2013

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_ic15703

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H48 Co3 N30 O6'
_chemical_formula_weight         1173.83

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pnnm

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

_cell_length_a                   12.2143(13)
_cell_length_b                   13.8051(15)
_cell_length_c                   16.5293(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2787.2(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    1765
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      22.46

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      not_measured
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1206
_exptl_absorpt_coefficient_mu    0.951
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8039
_exptl_absorpt_correction_T_max  0.8863
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(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  'BRUKER SMART APEXCCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13900
_diffrn_reflns_av_R_equivalents  0.0847
_diffrn_reflns_av_sigmaI/netI    0.0539
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.92
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2557
_reflns_number_gt                2297
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SAINT'
_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^)+(0.1054P)^2^+30.1582P] 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         2557
_refine_ls_number_parameters     176
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1142
_refine_ls_R_factor_gt           0.1039
_refine_ls_wR_factor_ref         0.2595
_refine_ls_wR_factor_gt          0.2530
_refine_ls_goodness_of_fit_ref   1.211
_refine_ls_restrained_S_all      1.209
_refine_ls_shift/su_max          0.002
_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
Co1 Co 1.0000 0.0000 0.5000 0.0097(5) Uani 1 4 d S . .
Co2 Co 1.06725(11) 0.23852(9) 0.5000 0.0113(4) Uani 1 2 d S . .
O1 O 0.9969(7) 0.3743(5) 0.5000 0.0248(18) Uani 1 2 d S . .
H1 H 0.9963 0.3972 0.4529 0.037 Uiso 1 1 d R . .
N1 N 0.6723(5) 0.2215(5) 0.9009(4) 0.0212(14) Uani 1 1 d . . .
N2 N 0.8667(5) 0.0725(4) 0.6537(4) 0.0182(14) Uani 1 1 d . . .
N3 N 0.9309(5) 0.0915(4) 0.5896(4) 0.0148(13) Uani 1 1 d . . .
N4 N 0.9548(5) 0.1849(4) 0.5874(4) 0.0151(13) Uani 1 1 d . . .
N5 N 0.9068(5) 0.2301(5) 0.6488(4) 0.0205(15) Uani 1 1 d . . .
N6 N 1.1313(7) 0.0954(6) 0.5000 0.0168(19) Uani 1 2 d S . .
N7 N 1.2262(8) 0.0731(7) 0.5000 0.028(2) Uani 1 2 d S . .
N8 N 1.3161(12) 0.0541(10) 0.4849(12) 0.045(5) Uiso 0.50 1 d P . .
C1 C 0.6943(7) 0.2899(6) 0.8461(5) 0.0252(18) Uani 1 1 d . . .
H1A H 0.6678 0.3536 0.8554 0.030 Uiso 1 1 calc R . .
C2 C 0.7535(7) 0.2725(6) 0.7769(5) 0.0280(19) Uani 1 1 d . . .
H2 H 0.7684 0.3236 0.7399 0.034 Uiso 1 1 calc R . .
C3 C 0.7913(7) 0.1787(6) 0.7614(5) 0.0226(17) Uani 1 1 d . . .
C4 C 0.7679(9) 0.1085(6) 0.8183(6) 0.040(3) Uani 1 1 d . . .
H4 H 0.7923 0.0438 0.8107 0.048 Uiso 1 1 calc R . .
C5 C 0.7083(8) 0.1334(6) 0.8865(6) 0.033(2) Uani 1 1 d . . .
H5 H 0.6925 0.0841 0.9249 0.040 Uiso 1 1 calc R . .
C6 C 0.8537(6) 0.1604(5) 0.6879(5) 0.0203(17) Uani 1 1 d . . .
O2 O 0.483(2) 0.010(2) 0.1333(10) 0.079(6) Uiso 0.50 1 d PD A -1
N9 N 0.514(3) 0.0074(18) 0.2714(10) 0.069(6) Uiso 0.50 1 d PD A -1
C7 C 0.4840(18) 0.0535(15) 0.1993(11) 0.047(5) Uiso 0.50 1 d PD A -1
H7 H 0.4642 0.1200 0.2007 0.057 Uiso 0.50 1 calc PR A -1
C8 C 0.498(3) -0.0974(18) 0.278(3) 0.121(15) Uani 0.50 1 d PD A -1
H8A H 0.5228 -0.1195 0.3314 0.182 Uiso 0.50 1 calc PR A -1
H8B H 0.5394 -0.1304 0.2358 0.182 Uiso 0.50 1 calc PR A -1
H8C H 0.4196 -0.1124 0.2720 0.182 Uiso 0.50 1 calc PR A -1
C9 C 0.509(4) 0.059(3) 0.3491(19) 0.133(16) Uiso 0.50 1 d PD A -1
H9A H 0.5321 0.0160 0.3928 0.199 Uiso 0.50 1 calc PR A -1
H9B H 0.4339 0.0812 0.3590 0.199 Uiso 0.50 1 calc PR A -1
H9C H 0.5580 0.1157 0.3472 0.199 Uiso 0.50 1 calc PR A -1
O3 O 0.655(3) 0.209(3) 0.475(3) 0.24(2) Uiso 0.50 1 d PD B -1
N10 N 0.652(4) 0.361(3) 0.412(3) 0.28(3) Uiso 0.50 1 d PD B -1
C10 C 0.601(3) 0.282(3) 0.452(3) 0.22(2) Uiso 0.50 1 d PD B -1
H10 H 0.5246 0.2847 0.4626 0.266 Uiso 0.50 1 calc PR B -1
C11 C 0.737(4) 0.408(4) 0.461(3) 0.25(4) Uiso 0.50 1 d PD B -1
H11A H 0.8082 0.3988 0.4350 0.379 Uiso 0.50 1 d PR B -1
H11B H 0.7379 0.3793 0.5151 0.379 Uiso 0.50 1 d PR B -1
H11C H 0.7211 0.4775 0.4652 0.379 Uiso 0.50 1 d PR B -1
C12 C 0.576(4) 0.410(4) 0.356(3) 0.22(2) Uiso 0.50 1 d PD B -1
H12A H 0.6146 0.4241 0.3057 0.333 Uiso 0.50 1 d PR B -1
H12B H 0.5504 0.4706 0.3807 0.333 Uiso 0.50 1 d PR B -1
H12C H 0.5138 0.3675 0.3456 0.333 Uiso 0.50 1 d PR B -1

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
Co1 0.0144(9) 0.0092(9) 0.0056(9) 0.000 0.000 0.0000(7)
Co2 0.0175(7) 0.0093(7) 0.0072(7) 0.000 0.000 -0.0004(5)
O1 0.037(4) 0.017(4) 0.020(4) 0.000 0.000 0.007(4)
N1 0.029(3) 0.018(3) 0.018(3) -0.003(3) 0.006(3) 0.003(3)
N2 0.026(3) 0.015(3) 0.013(3) -0.001(3) 0.007(3) 0.004(3)
N3 0.019(3) 0.014(3) 0.011(3) -0.001(2) 0.006(3) -0.002(2)
N4 0.023(3) 0.013(3) 0.009(3) 0.002(2) 0.001(3) 0.004(3)
N5 0.026(3) 0.018(3) 0.018(3) -0.004(3) 0.009(3) 0.007(3)
N6 0.016(5) 0.015(4) 0.020(5) 0.000 0.000 0.000(4)
N7 0.019(5) 0.024(5) 0.041(6) 0.000 0.000 0.005(4)
C1 0.037(5) 0.016(4) 0.022(4) 0.000(3) 0.009(4) 0.005(4)
C2 0.045(5) 0.018(4) 0.021(4) 0.003(3) 0.013(4) -0.001(4)
C3 0.032(4) 0.021(4) 0.015(4) -0.004(3) 0.008(3) 0.002(3)
C4 0.064(6) 0.017(4) 0.038(6) -0.002(4) 0.030(5) 0.000(4)
C5 0.055(6) 0.016(4) 0.028(5) 0.003(4) 0.025(4) 0.001(4)
C6 0.025(4) 0.019(4) 0.017(4) 0.000(3) 0.005(3) 0.000(3)
C8 0.14(3) 0.050(17) 0.18(4) -0.02(2) -0.03(3) 0.00(2)

_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
Co1 N6 2.075(8) 5_756 ?
Co1 N6 2.075(8) . ?
Co1 N3 2.121(6) 5_756 ?
Co1 N3 2.121(6) 2_755 ?
Co1 N3 2.121(6) . ?
Co1 N3 2.121(6) 6_556 ?
Co2 O1 2.062(8) . ?
Co2 N6 2.126(9) . ?
Co2 N4 2.126(6) 6_556 ?
Co2 N4 2.126(6) . ?
Co2 N1 2.153(6) 7_665 ?
Co2 N1 2.153(6) 4_556 ?
N1 C5 1.315(10) . ?
N1 C1 1.336(10) . ?
N1 Co2 2.153(6) 7_566 ?
N2 N3 1.344(8) . ?
N2 C6 1.348(10) . ?
N3 N4 1.322(8) . ?
N4 N5 1.328(8) . ?
N5 C6 1.328(10) . ?
N6 N7 1.199(12) . ?
N7 N8 1.156(17) . ?
N7 N8 1.156(17) 6_556 ?
N8 N8 0.50(4) 6_556 ?
C1 C2 1.374(11) . ?
C2 C3 1.399(11) . ?
C3 C4 1.379(12) . ?
C3 C6 1.457(10) . ?
C4 C5 1.385(12) . ?
O2 C7 1.246(17) . ?
N9 C7 1.399(17) . ?
N9 C8 1.465(19) . ?
N9 C9 1.473(19) . ?
O3 C10 1.263(19) . ?
N10 C10 1.419(19) . ?
N10 C11 1.463(19) . ?
N10 C12 1.464(18) . ?

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
N6 Co1 N6 179.999(1) 5_756 . ?
N6 Co1 N3 86.0(2) 5_756 5_756 ?
N6 Co1 N3 94.0(2) . 5_756 ?
N6 Co1 N3 86.0(2) 5_756 2_755 ?
N6 Co1 N3 94.0(2) . 2_755 ?
N3 Co1 N3 88.5(3) 5_756 2_755 ?
N6 Co1 N3 94.0(2) 5_756 . ?
N6 Co1 N3 86.0(2) . . ?
N3 Co1 N3 180.0(3) 5_756 . ?
N3 Co1 N3 91.5(3) 2_755 . ?
N6 Co1 N3 94.0(2) 5_756 6_556 ?
N6 Co1 N3 86.0(2) . 6_556 ?
N3 Co1 N3 91.5(3) 5_756 6_556 ?
N3 Co1 N3 179.998(1) 2_755 6_556 ?
N3 Co1 N3 88.5(3) . 6_556 ?
O1 Co2 N6 177.0(3) . . ?
O1 Co2 N4 92.7(2) . 6_556 ?
N6 Co2 N4 85.1(2) . 6_556 ?
O1 Co2 N4 92.7(2) . . ?
N6 Co2 N4 85.1(2) . . ?
N4 Co2 N4 85.5(3) 6_556 . ?
O1 Co2 N1 90.9(2) . 7_665 ?
N6 Co2 N1 91.1(2) . 7_665 ?
N4 Co2 N1 87.6(2) 6_556 7_665 ?
N4 Co2 N1 172.4(2) . 7_665 ?
O1 Co2 N1 90.9(2) . 4_556 ?
N6 Co2 N1 91.1(2) . 4_556 ?
N4 Co2 N1 172.4(2) 6_556 4_556 ?
N4 Co2 N1 87.6(2) . 4_556 ?
N1 Co2 N1 99.1(4) 7_665 4_556 ?
C5 N1 C1 117.6(7) . . ?
C5 N1 Co2 125.0(5) . 7_566 ?
C1 N1 Co2 117.1(5) . 7_566 ?
N3 N2 C6 102.9(6) . . ?
N4 N3 N2 109.9(6) . . ?
N4 N3 Co1 118.3(4) . . ?
N2 N3 Co1 131.7(5) . . ?
N3 N4 N5 109.9(6) . . ?
N3 N4 Co2 120.0(4) . . ?
N5 N4 Co2 129.8(5) . . ?
N4 N5 C6 104.3(6) . . ?
N7 N6 Co1 125.8(8) . . ?
N7 N6 Co2 126.5(7) . . ?
Co1 N6 Co2 107.8(4) . . ?
N8 N7 N8 25(2) . 6_556 ?
N8 N7 N6 167.4(10) . . ?
N8 N7 N6 167.4(10) 6_556 . ?
N8 N8 N7 77.5(10) 6_556 . ?
N1 C1 C2 123.2(7) . . ?
C1 C2 C3 119.1(7) . . ?
C4 C3 C2 117.2(7) . . ?
C4 C3 C6 123.8(7) . . ?
C2 C3 C6 119.0(7) . . ?
C3 C4 C5 119.3(8) . . ?
N1 C5 C4 123.5(8) . . ?
N5 C6 N2 113.0(7) . . ?
N5 C6 C3 122.4(7) . . ?
N2 C6 C3 124.6(7) . . ?
C7 N9 C8 119(3) . . ?
C7 N9 C9 121(3) . . ?
C8 N9 C9 114(3) . . ?
O2 C7 N9 122(2) . . ?
C10 N10 C11 113(2) . . ?
C10 N10 C12 112(2) . . ?
C11 N10 C12 126(2) . . ?
O3 C10 N10 122(3) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         2.026
_refine_diff_density_min         -1.379
_refine_diff_density_rms         0.174
_database_code_depnum_ccdc_archive 'CCDC 941507'