# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2014

#######################################################################
#
#                 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_bl154a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C2 H17 Co N18 O'
_chemical_formula_weight         368.27

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           monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   12.067(2)
_cell_length_b                   7.4493(15)
_cell_length_c                   15.764(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.94(3)
_cell_angle_gamma                90.00
_cell_volume                     1416.8(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    416
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      28.11

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.726
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             760
_exptl_absorpt_coefficient_mu    1.250
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_correction_T_min  0.4186
_exptl_absorpt_correction_T_max  0.4295
_exptl_absorpt_process_details   
;
Interpolation using  Int.Tab. Vol. C (1992) p. 523,Tab. 6.3.3.3
for values of muR in the range 0-2.5, and Int.Tab. Vol.II (1959)
p.302; Table 5.3.6 B for muR in the range 2.6-10.0.
The interpolation procedure of C.W.Dwiggins Jr (Acta Cryst.(1975)
A31,146-148) is used with some modification.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      133(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  'Stoe IPDS'
_diffrn_measurement_method       phi-scan
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12494
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_av_sigmaI/netI    0.0185
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.58
_diffrn_reflns_theta_max         26.37
_reflns_number_total             2764
_reflns_number_gt                2404
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Stoe EXPOSE'
_computing_cell_refinement       'Stoe CELL'
_computing_data_reduction        'Stoe INTEGRATE'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL PLUS'
_computing_publication_material  'Bruker SHELXTL PLUS'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0444P)²+0.0000P] where P=(Fo²+2Fc²)/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_number_reflns         2764
_refine_ls_number_parameters     267
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0266
_refine_ls_R_factor_gt           0.0226
_refine_ls_wR_factor_ref         0.0573
_refine_ls_wR_factor_gt          0.0563
_refine_ls_goodness_of_fit_ref   0.974
_refine_ls_restrained_S_all      0.974
_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 0.514978(14) 0.89002(3) 0.812392(11) 0.01531(8) Uani 1 1 d . . .
N1 N 0.57694(11) 1.08433(19) 0.88173(8) 0.0249(3) Uani 1 1 d . . .
N2 N 0.61636(12) 1.2162(2) 0.85227(8) 0.0289(3) Uani 1 1 d . . .
N3 N 0.65768(19) 1.3459(3) 0.82768(12) 0.0555(5) Uani 1 1 d . . .
N4 N 0.52963(10) 0.2229(2) 0.47838(8) 0.0240(3) Uani 1 1 d . . .
N5 N 0.45229(11) 0.3070(2) 0.61644(9) 0.0305(3) Uani 1 1 d . . .
N6 N 0.34904(12) 0.3565(2) 0.63740(9) 0.0343(3) Uani 1 1 d . . .
N7 N 0.28523(11) 0.3581(2) 0.56884(10) 0.0343(3) Uani 1 1 d . . .
N8 N 0.34366(10) 0.3074(2) 0.50168(9) 0.0315(3) Uani 1 1 d . . .
N9 N 0.62237(10) 0.2135(2) 0.51538(8) 0.0251(3) Uani 1 1 d . . .
N10 N 0.69910(11) 0.1033(2) 0.38136(8) 0.0283(3) Uani 1 1 d . . .
N11 N 0.80330(11) 0.0599(2) 0.36129(9) 0.0307(3) Uani 1 1 d . . .
N12 N 0.86992(11) 0.0862(2) 0.42720(9) 0.0301(3) Uani 1 1 d . . .
N13 N 0.81094(11) 0.1468(2) 0.49216(9) 0.0312(3) Uani 1 1 d . . .
N14 N 0.65426(10) 0.7596(2) 0.82578(9) 0.0207(3) Uani 1 1 d . . .
N15 N 0.57071(12) 0.9843(2) 0.70364(9) 0.0246(3) Uani 1 1 d . . .
N16 N 0.37769(12) 1.0318(2) 0.79722(10) 0.0250(3) Uani 1 1 d . . .
N17 N 0.46454(11) 0.7921(2) 0.92027(8) 0.0214(3) Uani 1 1 d . . .
N18 N 0.44655(11) 0.6891(2) 0.75021(9) 0.0219(3) Uani 1 1 d . . .
O1 O 0.84569(11) 0.0344(2) 0.83832(8) 0.0311(3) Uani 1 1 d . . .
C1 C 0.44506(12) 0.2787(2) 0.53321(9) 0.0228(3) Uani 1 1 d . . .
C2 C 0.70743(12) 0.1556(2) 0.46187(9) 0.0216(3) Uani 1 1 d . . .
H1A H 0.8339(18) 0.088(3) 0.8840(17) 0.041(6) Uiso 1 1 d . . .
H1B H 0.884(2) -0.035(4) 0.8525(16) 0.048(8) Uiso 1 1 d . . .
H14A H 0.7086(18) 0.834(3) 0.8226(13) 0.032(5) Uiso 1 1 d . . .
H14B H 0.6639(17) 0.683(4) 0.7869(15) 0.040(6) Uiso 1 1 d . . .
H14C H 0.6610(16) 0.706(3) 0.8724(15) 0.035(5) Uiso 1 1 d . . .
H15A H 0.544(2) 0.925(5) 0.665(2) 0.071(9) Uiso 1 1 d . . .
H15B H 0.5524(18) 1.097(4) 0.6941(14) 0.039(6) Uiso 1 1 d . . .
H15C H 0.639(3) 0.974(4) 0.6967(17) 0.063(8) Uiso 1 1 d . . .
H16A H 0.361(2) 1.063(5) 0.748(2) 0.080(10) Uiso 1 1 d . . .
H16B H 0.325(2) 0.986(5) 0.8156(19) 0.067(9) Uiso 1 1 d . . .
H16C H 0.382(2) 1.128(5) 0.820(2) 0.067(9) Uiso 1 1 d . . .
H17A H 0.5049(19) 0.832(3) 0.9593(15) 0.041(6) Uiso 1 1 d . . .
H17B H 0.4681(16) 0.672(4) 0.9209(13) 0.035(6) Uiso 1 1 d . . .
H17C H 0.393(2) 0.818(4) 0.9297(15) 0.049(6) Uiso 1 1 d . . .
H18A H 0.4055(16) 0.731(3) 0.7066(14) 0.037(5) Uiso 1 1 d . . .
H18B H 0.4063(18) 0.628(3) 0.7815(14) 0.035(6) Uiso 1 1 d . . .
H18C H 0.496(2) 0.622(3) 0.7293(15) 0.042(6) Uiso 1 1 d . . .


_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 N14 1.9496(13) . ?
Co1 N1 1.9550(14) . ?
Co1 N17 1.9566(13) . ?
Co1 N18 1.9637(14) . ?
Co1 N16 1.9758(14) . ?
Co1 N15 1.9804(14) . ?
N1 N2 1.189(2) . ?
N2 N3 1.157(2) . ?
N4 N9 1.2553(18) . ?
N4 C1 1.411(2) . ?
N5 C1 1.330(2) . ?
N5 N6 1.3458(19) . ?
N6 N7 1.317(2) . ?
N7 N8 1.336(2) . ?
N8 C1 1.330(2) . ?
N9 C2 1.407(2) . ?
N10 C2 1.330(2) . ?
N10 N11 1.3411(19) . ?
N11 N12 1.318(2) . ?
N12 N13 1.335(2) . ?
N13 C2 1.332(2) . ?
N14 H14A 0.86(2) . ?
N14 H14B 0.85(3) . ?
N14 H14C 0.84(2) . ?
N15 H15A 0.81(3) . ?
N15 H15B 0.88(3) . ?
N15 H15C 0.84(3) . ?
N16 H16A 0.84(4) . ?
N16 H16B 0.78(3) . ?
N16 H16C 0.80(4) . ?
N17 H17A 0.83(2) . ?
N17 H17B 0.89(3) . ?
N17 H17C 0.90(3) . ?
N18 H18A 0.90(2) . ?
N18 H18B 0.83(2) . ?
N18 H18C 0.85(3) . ?
O1 H1A 0.84(3) . ?
O1 H1B 0.73(3) . ?

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
N14 Co1 N1 89.27(7) . . ?
N14 Co1 N17 90.01(6) . . ?
N1 Co1 N17 84.93(6) . . ?
N14 Co1 N18 91.66(7) . . ?
N1 Co1 N18 175.72(6) . . ?
N17 Co1 N18 90.89(6) . . ?
N14 Co1 N16 177.41(7) . . ?
N1 Co1 N16 89.09(7) . . ?
N17 Co1 N16 91.84(7) . . ?
N18 Co1 N16 90.12(7) . . ?
N14 Co1 N15 88.04(7) . . ?
N1 Co1 N15 95.13(7) . . ?
N17 Co1 N15 178.05(6) . . ?
N18 Co1 N15 89.09(7) . . ?
N16 Co1 N15 90.10(7) . . ?
N2 N1 Co1 123.02(11) . . ?
N3 N2 N1 176.35(18) . . ?
N9 N4 C1 112.34(13) . . ?
C1 N5 N6 103.87(13) . . ?
N7 N6 N5 109.40(13) . . ?
N6 N7 N8 109.80(13) . . ?
C1 N8 N7 104.10(13) . . ?
N4 N9 C2 113.09(12) . . ?
C2 N10 N11 103.85(13) . . ?
N12 N11 N10 109.89(13) . . ?
N11 N12 N13 109.21(12) . . ?
C2 N13 N12 104.50(13) . . ?
Co1 N14 H14A 109.4(15) . . ?
Co1 N14 H14B 112.7(15) . . ?
H14A N14 H14B 106(2) . . ?
Co1 N14 H14C 113.9(14) . . ?
H14A N14 H14C 107(2) . . ?
H14B N14 H14C 107(2) . . ?
Co1 N15 H15A 109(2) . . ?
Co1 N15 H15B 113.4(15) . . ?
H15A N15 H15B 107(3) . . ?
Co1 N15 H15C 115.5(19) . . ?
H15A N15 H15C 103(3) . . ?
H15B N15 H15C 108(3) . . ?
Co1 N16 H16A 117(2) . . ?
Co1 N16 H16B 114(2) . . ?
H16A N16 H16B 106(3) . . ?
Co1 N16 H16C 112(2) . . ?
H16A N16 H16C 101(3) . . ?
H16B N16 H16C 105(3) . . ?
Co1 N17 H17A 108.8(16) . . ?
Co1 N17 H17B 111.5(14) . . ?
H17A N17 H17B 109(2) . . ?
Co1 N17 H17C 112.2(15) . . ?
H17A N17 H17C 111(2) . . ?
H17B N17 H17C 105(2) . . ?
Co1 N18 H18A 109.8(15) . . ?
Co1 N18 H18B 111.4(15) . . ?
H18A N18 H18B 108.9(19) . . ?
Co1 N18 H18C 110.7(16) . . ?
H18A N18 H18C 107(2) . . ?
H18B N18 H18C 109(2) . . ?
H1A O1 H1B 101(2) . . ?
N5 C1 N8 112.82(14) . . ?
N5 C1 N4 127.92(13) . . ?
N8 C1 N4 119.26(14) . . ?
N10 C2 N13 112.54(14) . . ?
N10 C2 N9 128.14(13) . . ?
N13 C2 N9 119.31(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N14 Co1 N1 N2 97.62(14) . . . . ?
N17 Co1 N1 N2 -172.30(14) . . . . ?
N18 Co1 N1 N2 -159.8(7) . . . . ?
N16 Co1 N1 N2 -80.37(14) . . . . ?
N15 Co1 N1 N2 9.65(15) . . . . ?
Co1 N1 N2 N3 -159(3) . . . . ?
C1 N5 N6 N7 -0.5(2) . . . . ?
N5 N6 N7 N8 1.0(2) . . . . ?
N6 N7 N8 C1 -1.0(2) . . . . ?
C1 N4 N9 C2 179.17(14) . . . . ?
C2 N10 N11 N12 -0.17(19) . . . . ?
N10 N11 N12 N13 0.2(2) . . . . ?
N11 N12 N13 C2 -0.2(2) . . . . ?
N6 N5 C1 N8 -0.1(2) . . . . ?
N6 N5 C1 N4 -179.60(17) . . . . ?
N7 N8 C1 N5 0.6(2) . . . . ?
N7 N8 C1 N4 -179.79(15) . . . . ?
N9 N4 C1 N5 -5.3(3) . . . . ?
N9 N4 C1 N8 175.17(16) . . . . ?
N11 N10 C2 N13 0.0(2) . . . . ?
N11 N10 C2 N9 -179.01(17) . . . . ?
N12 N13 C2 N10 0.1(2) . . . . ?
N12 N13 C2 N9 179.25(15) . . . . ?
N4 N9 C2 N10 -3.7(3) . . . . ?
N4 N9 C2 N13 177.27(16) . . . . ?

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
O1 H1A N8 0.84(3) 2.01(3) 2.832(2) 166(2) 4_666
O1 H1B N5 0.73(3) 2.34(3) 3.044(2) 162(3) 2_646
N14 H14A O1 0.86(2) 2.24(2) 3.090(2) 170.1(19) 1_565
N14 H14B O1 0.85(3) 2.26(3) 3.083(2) 163(2) 2_656
N14 H14C N13 0.84(2) 2.20(2) 3.013(2) 163(2) 2_656
N17 H17B N12 0.89(3) 2.26(3) 3.043(2) 145.6(17) 4_566
N17 H17C N7 0.90(3) 2.17(3) 3.061(2) 170(2) 2_556
N18 H18B N11 0.83(2) 2.27(3) 3.098(2) 175(2) 4_566
N18 H18C O1 0.85(3) 2.30(3) 3.110(2) 160(2) 2_656

_diffrn_measured_fraction_theta_max 0.954
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.954
_refine_diff_density_max         0.375
_refine_diff_density_min         -0.195
_refine_diff_density_rms         0.058
_database_code_depnum_ccdc_archive 'CCDC 993736'
#######################################################################
#
#                 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_fred01

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H13 Co N12'
_chemical_formula_weight         324.22

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 '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                   6.2607(12)
_cell_length_b                   6.8540(12)
_cell_length_c                   15.006(2)
_cell_angle_alpha                84.600(14)
_cell_angle_beta                 79.945(15)
_cell_angle_gamma                85.933(15)
_cell_volume                     630.22(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3993
_cell_measurement_theta_min      6.0027
_cell_measurement_theta_max      75.5376

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             332
_exptl_absorpt_coefficient_mu    10.826
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.21909
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.40 (release 27-04-2009 CrysAlis171 .NET)
(compiled Apr 27 2009,10:20:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'Nova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'Xcalibur, Atlas, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3543
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10886
_diffrn_reflns_av_R_equivalents  0.0649
_diffrn_reflns_av_sigmaI/netI    0.0517
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         6.01
_diffrn_reflns_theta_max         75.86
_reflns_number_total             2563
_reflns_number_gt                2053
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.40 (release 27-04-2009 CrysAlis171 .NET)
(compiled Apr 27 2009,10:20:11)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.40 (release 27-04-2009 CrysAlis171 .NET)
(compiled Apr 27 2009,10:20:11)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.40 (release 27-04-2009 CrysAlis171 .NET)
(compiled Apr 27 2009,10:20:11)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker XP'
_computing_publication_material  SHELXL-97

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0491P)²+0.0000P] where P=(Fo²+2Fc²)/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_number_reflns         2563
_refine_ls_number_parameters     197
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0519
_refine_ls_R_factor_gt           0.0386
_refine_ls_wR_factor_ref         0.0879
_refine_ls_wR_factor_gt          0.0834
_refine_ls_goodness_of_fit_ref   0.955
_refine_ls_restrained_S_all      0.954
_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
Co1 Co 0.21804(7) 0.36046(6) 0.22219(3) 0.02043(13) Uani 1 1 d . . .
N1 N 0.0910(4) 0.5256(3) 0.32131(15) 0.0247(5) Uani 1 1 d . . .
N2 N 0.3417(4) 0.1993(3) 0.12358(16) 0.0225(5) Uani 1 1 d D . .
H01 H 0.424(4) 0.260(4) 0.0816(16) 0.016(7) Uiso 1 1 d D . .
H02 H 0.421(5) 0.109(4) 0.145(2) 0.027(8) Uiso 1 1 d D . .
N3 N -0.0482(4) 0.2198(3) 0.22631(18) 0.0267(5) Uani 1 1 d D . .
H03 H -0.107(5) 0.186(5) 0.2798(14) 0.027(9) Uiso 1 1 d D . .
H04 H -0.133(4) 0.297(4) 0.2003(19) 0.024(8) Uiso 1 1 d D . .
N4 N 0.1057(4) 0.5649(3) 0.14087(15) 0.0241(5) Uani 1 1 d . . .
N5 N 0.1825(4) 0.5866(3) 0.06179(16) 0.0244(5) Uani 1 1 d . . .
N6 N 0.2487(4) 0.6158(4) -0.01535(17) 0.0304(5) Uani 1 1 d . . .
N7 N 0.5005(4) 0.4756(3) 0.21156(15) 0.0235(5) Uani 1 1 d . . .
N8 N 0.5277(4) 0.6337(3) 0.17031(16) 0.0257(5) Uani 1 1 d . . .
N9 N 0.5666(4) 0.7841(3) 0.13067(19) 0.0350(6) Uani 1 1 d . . .
N10 N 0.3031(4) 0.1474(3) 0.30880(16) 0.0263(5) Uani 1 1 d . . .
N11 N 0.4444(4) 0.1653(3) 0.35116(16) 0.0282(5) Uani 1 1 d . . .
N12 N 0.5813(4) 0.1762(4) 0.39475(18) 0.0362(6) Uani 1 1 d . . .
C1 C -0.1142(5) 0.5988(4) 0.3292(2) 0.0317(7) Uani 1 1 d . . .
H1 H -0.2017 0.5618 0.2885 0.038 Uiso 1 1 calc R . .
C2 C -0.2057(5) 0.7255(4) 0.3934(2) 0.0343(7) Uani 1 1 d . . .
H2 H -0.3530 0.7730 0.3969 0.041 Uiso 1 1 calc R . .
C3 C -0.0805(5) 0.7820(5) 0.4524(2) 0.0340(7) Uani 1 1 d . . .
H3 H -0.1400 0.8689 0.4972 0.041 Uiso 1 1 calc R . .
C4 C 0.1348(5) 0.7098(5) 0.4452(2) 0.0334(7) Uani 1 1 d . . .
H4 H 0.2257 0.7478 0.4843 0.040 Uiso 1 1 calc R . .
C5 C 0.2139(5) 0.5804(4) 0.3793(2) 0.0294(6) Uani 1 1 d . . .
H5 H 0.3599 0.5287 0.3750 0.035 Uiso 1 1 calc R . .
C6 C 0.1682(5) 0.1046(4) 0.0909(2) 0.0295(6) Uani 1 1 d . . .
H6A H 0.2288 -0.0110 0.0581 0.035 Uiso 1 1 calc R . .
H6B H 0.0963 0.1979 0.0495 0.035 Uiso 1 1 calc R . .
C7 C 0.0089(5) 0.0430(4) 0.1748(2) 0.0313(7) Uani 1 1 d . . .
H7A H -0.1227 -0.0050 0.1578 0.038 Uiso 1 1 calc R . .
H7B H 0.0755 -0.0633 0.2121 0.038 Uiso 1 1 calc R . .


_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 N4 1.946(2) . ?
Co1 N2 1.948(2) . ?
Co1 N7 1.962(2) . ?
Co1 N10 1.969(2) . ?
Co1 N3 1.973(2) . ?
Co1 N1 1.975(2) . ?
N1 C1 1.335(4) . ?
N1 C5 1.352(4) . ?
N2 C6 1.479(3) . ?
N2 H01 0.839(19) . ?
N2 H02 0.847(19) . ?
N3 C7 1.487(4) . ?
N3 H03 0.841(19) . ?
N3 H04 0.839(19) . ?
N4 N5 1.200(3) . ?
N5 N6 1.163(3) . ?
N7 N8 1.204(3) . ?
N8 N9 1.160(3) . ?
N10 N11 1.195(3) . ?
N11 N12 1.176(4) . ?
C1 C2 1.381(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.377(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.392(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.393(4) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.509(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?

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 Co1 N2 93.11(10) . . ?
N4 Co1 N7 94.14(10) . . ?
N2 Co1 N7 89.00(10) . . ?
N4 Co1 N10 174.59(10) . . ?
N2 Co1 N10 88.72(10) . . ?
N7 Co1 N10 90.98(10) . . ?
N4 Co1 N3 88.59(10) . . ?
N2 Co1 N3 85.10(11) . . ?
N7 Co1 N3 173.63(11) . . ?
N10 Co1 N3 86.49(10) . . ?
N4 Co1 N1 86.30(10) . . ?
N2 Co1 N1 179.39(10) . . ?
N7 Co1 N1 91.17(10) . . ?
N10 Co1 N1 91.86(10) . . ?
N3 Co1 N1 94.74(10) . . ?
C1 N1 C5 117.7(3) . . ?
C1 N1 Co1 121.2(2) . . ?
C5 N1 Co1 120.9(2) . . ?
C6 N2 Co1 110.46(18) . . ?
C6 N2 H01 112.8(19) . . ?
Co1 N2 H01 113(2) . . ?
C6 N2 H02 107(2) . . ?
Co1 N2 H02 107(2) . . ?
H01 N2 H02 106(3) . . ?
C7 N3 Co1 108.60(18) . . ?
C7 N3 H03 109(2) . . ?
Co1 N3 H03 112(2) . . ?
C7 N3 H04 110(2) . . ?
Co1 N3 H04 106(2) . . ?
H03 N3 H04 111(3) . . ?
N5 N4 Co1 121.75(19) . . ?
N6 N5 N4 176.3(3) . . ?
N8 N7 Co1 118.92(19) . . ?
N9 N8 N7 176.1(3) . . ?
N11 N10 Co1 121.18(19) . . ?
N12 N11 N10 177.4(3) . . ?
N1 C1 C2 123.4(3) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C3 C2 C1 119.1(3) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 118.9(3) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C3 C4 C5 118.4(3) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
N1 C5 C4 122.6(3) . . ?
N1 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
N2 C6 C7 105.8(2) . . ?
N2 C6 H6A 110.6 . . ?
C7 C6 H6A 110.6 . . ?
N2 C6 H6B 110.6 . . ?
C7 C6 H6B 110.6 . . ?
H6A C6 H6B 108.7 . . ?
N3 C7 C6 106.6(2) . . ?
N3 C7 H7A 110.4 . . ?
C6 C7 H7A 110.4 . . ?
N3 C7 H7B 110.4 . . ?
C6 C7 H7B 110.4 . . ?
H7A C7 H7B 108.6 . . ?

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        72.50
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.442
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.065
_database_code_depnum_ccdc_archive 'CCDC 993737'
#######################################################################
#
#                 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_ip99

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C2 H24 Co2 N22 O8'
_chemical_formula_weight         602.29

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'
Co Co 0.3494 0.9721 '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'

_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                   7.1228(14)
_cell_length_b                   7.3402(15)
_cell_length_c                   10.138(2)
_cell_angle_alpha                96.49(3)
_cell_angle_beta                 105.79(3)
_cell_angle_gamma                95.10(3)
_cell_volume                     502.79(17)
_cell_formula_units_Z            1
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    13740
_cell_measurement_theta_min      2.11
_cell_measurement_theta_max      29.56

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.989
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             308
_exptl_absorpt_coefficient_mu    1.740
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_correction_T_min  0.2428
_exptl_absorpt_correction_T_max  0.2628
_exptl_absorpt_process_details   
;
Interpolation using  Int.Tab. Vol. C (1992) p. 523,Tab. 6.3.3.3
for values of muR in the range 0-2.5, and Int.Tab. Vol.II (1959)
p.302; Table 5.3.6 B for muR in the range 2.6-10.0.
The interpolation procedure of C.W.Dwiggins Jr (Acta Cryst.(1975)
A31,146-148) is used with some modification.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      133(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean 6.67
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5276
_diffrn_reflns_av_R_equivalents  0.0566
_diffrn_reflns_av_sigmaI/netI    0.0417
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.11
_diffrn_reflns_theta_max         28.28
_reflns_number_total             2457
_reflns_number_gt                2323
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_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 F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0552P)²+0.1665P] where P=(Fo²+2Fc²)/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_number_reflns         2457
_refine_ls_number_parameters     202
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0348
_refine_ls_R_factor_gt           0.0325
_refine_ls_wR_factor_ref         0.0875
_refine_ls_wR_factor_gt          0.0860
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.094
_refine_ls_shift/su_max          0.003
_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 0.4562(2) 0.3438(2) 0.84800(18) 0.0121(3) Uani 1 1 d . . .
Co Co 0.02924(3) 0.25279(3) 0.25520(2) 0.00811(11) Uani 1 1 d . . .
O1 O -0.0433(2) 0.2865(2) 0.51116(13) 0.0168(3) Uani 1 1 d . . .
O2 O -0.27739(19) 0.3627(2) 0.35163(14) 0.0166(3) Uani 1 1 d . . .
O3 O 0.3340(2) 0.1555(2) 0.15056(14) 0.0183(3) Uani 1 1 d . . .
O4 O 0.0810(2) 0.20591(19) -0.00626(13) 0.0163(3) Uani 1 1 d . . .
N1 N 0.4228(2) 0.4647(2) 0.95465(15) 0.0132(3) Uani 1 1 d . . .
N2 N 0.3059(2) 0.2393(2) 0.75434(15) 0.0147(3) Uani 1 1 d . . .
N3 N 0.3870(2) 0.1522(2) 0.66448(17) 0.0176(3) Uani 1 1 d . . .
N4 N 0.5794(2) 0.2046(2) 0.70443(18) 0.0195(3) Uani 1 1 d . . .
N5 N 0.6278(2) 0.3259(2) 0.82132(17) 0.0179(3) Uani 1 1 d . . .
N6 N -0.1153(2) 0.3061(2) 0.38851(15) 0.0115(3) Uani 1 1 d . . .
N7 N 0.1648(2) 0.1990(2) 0.11691(15) 0.0117(3) Uani 1 1 d . . .
N8 N -0.2175(2) 0.1413(2) 0.12054(16) 0.0125(3) Uani 1 1 d . . .
H8A H -0.225(5) 0.176(4) 0.048(3) 0.029(7) Uiso 1 1 d . . .
H8B H -0.233(4) 0.022(5) 0.101(3) 0.026(7) Uiso 1 1 d . . .
H8C H -0.321(5) 0.166(5) 0.146(3) 0.032(8) Uiso 1 1 d . . .
N9 N -0.0095(2) 0.4923(2) 0.19447(16) 0.0119(3) Uani 1 1 d . . .
H9A H -0.110(4) 0.486(4) 0.118(3) 0.022(6) Uiso 1 1 d . . .
H9B H 0.092(4) 0.539(4) 0.170(3) 0.018(6) Uiso 1 1 d . . .
H9C H -0.032(5) 0.569(4) 0.260(3) 0.028(7) Uiso 1 1 d . . .
N10 N 0.2761(2) 0.3655(2) 0.39016(16) 0.0135(3) Uani 1 1 d . . .
H10A H 0.373(5) 0.340(4) 0.366(3) 0.028(7) Uiso 1 1 d . . .
H10B H 0.278(5) 0.329(5) 0.460(4) 0.044(10) Uiso 1 1 d . . .
H10C H 0.278(5) 0.477(6) 0.411(4) 0.041(9) Uiso 1 1 d . . .
N11 N 0.0810(2) 0.0183(2) 0.32312(17) 0.0137(3) Uani 1 1 d . . .
H11A H 0.113(4) 0.040(4) 0.412(3) 0.022(7) Uiso 1 1 d . . .
H11B H 0.175(5) -0.027(5) 0.295(3) 0.038(8) Uiso 1 1 d . . .
H11C H -0.025(5) -0.069(5) 0.293(3) 0.036(8) Uiso 1 1 d . . .


_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 N2 1.331(2) . ?
C1 N5 1.336(2) . ?
C1 N1 1.405(2) . ?
Co N7 1.9319(15) . ?
Co N6 1.9359(15) . ?
Co N9 1.9452(16) . ?
Co N8 1.9514(17) . ?
Co N11 1.9531(16) . ?
Co N10 1.9555(18) . ?
O1 N6 1.239(2) . ?
O2 N6 1.238(2) . ?
O3 N7 1.241(2) . ?
O4 N7 1.238(2) . ?
N1 N1 1.251(3) 2_667 ?
N2 N3 1.339(2) . ?
N3 N4 1.326(2) . ?
N4 N5 1.342(2) . ?
N8 H8A 0.80(3) . ?
N8 H8B 0.86(3) . ?
N8 H8C 0.87(3) . ?
N9 H9A 0.89(3) . ?
N9 H9B 0.88(3) . ?
N9 H9C 0.88(3) . ?
N10 H10A 0.82(3) . ?
N10 H10B 0.79(4) . ?
N10 H10C 0.82(4) . ?
N11 H11A 0.86(3) . ?
N11 H11B 0.87(3) . ?
N11 H11C 0.90(4) . ?

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
N2 C1 N5 112.51(16) . . ?
N2 C1 N1 120.23(15) . . ?
N5 C1 N1 127.13(16) . . ?
N7 Co N6 177.95(6) . . ?
N7 Co N9 89.24(7) . . ?
N6 Co N9 90.04(7) . . ?
N7 Co N8 89.29(7) . . ?
N6 Co N8 88.80(7) . . ?
N9 Co N8 90.63(7) . . ?
N7 Co N11 90.78(7) . . ?
N6 Co N11 90.03(7) . . ?
N9 Co N11 177.01(6) . . ?
N8 Co N11 92.35(8) . . ?
N7 Co N10 90.81(7) . . ?
N6 Co N10 91.10(7) . . ?
N9 Co N10 89.16(8) . . ?
N8 Co N10 179.77(6) . . ?
N11 Co N10 87.86(8) . . ?
N1 N1 C1 113.37(18) 2_667 . ?
C1 N2 N3 104.69(15) . . ?
N4 N3 N2 109.05(16) . . ?
N3 N4 N5 109.80(16) . . ?
C1 N5 N4 103.95(15) . . ?
O2 N6 O1 120.21(15) . . ?
O2 N6 Co 119.98(12) . . ?
O1 N6 Co 119.80(12) . . ?
O4 N7 O3 119.88(15) . . ?
O4 N7 Co 119.64(12) . . ?
O3 N7 Co 120.47(12) . . ?
Co N8 H8A 110(2) . . ?
Co N8 H8B 116(2) . . ?
H8A N8 H8B 104(3) . . ?
Co N8 H8C 113(2) . . ?
H8A N8 H8C 108(3) . . ?
H8B N8 H8C 104(3) . . ?
Co N9 H9A 112.7(18) . . ?
Co N9 H9B 111.6(17) . . ?
H9A N9 H9B 104(2) . . ?
Co N9 H9C 110.3(19) . . ?
H9A N9 H9C 108(3) . . ?
H9B N9 H9C 110(3) . . ?
Co N10 H10A 112(2) . . ?
Co N10 H10B 107(3) . . ?
H10A N10 H10B 111(3) . . ?
Co N10 H10C 112(3) . . ?
H10A N10 H10C 112(3) . . ?
H10B N10 H10C 102(3) . . ?
Co N11 H11A 106.8(19) . . ?
Co N11 H11B 111(2) . . ?
H11A N11 H11B 111(3) . . ?
Co N11 H11C 113(2) . . ?
H11A N11 H11C 109(3) . . ?
H11B N11 H11C 107(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C1 N1 N1 170.91(19) . . . 2_667 ?
N5 C1 N1 N1 -13.6(3) . . . 2_667 ?
N5 C1 N2 N3 -0.2(2) . . . . ?
N1 C1 N2 N3 175.97(15) . . . . ?
C1 N2 N3 N4 -0.1(2) . . . . ?
N2 N3 N4 N5 0.3(2) . . . . ?
N2 C1 N5 N4 0.4(2) . . . . ?
N1 C1 N5 N4 -175.45(17) . . . . ?
N3 N4 N5 C1 -0.4(2) . . . . ?
N7 Co N6 O2 -19.9(16) . . . . ?
N9 Co N6 O2 49.57(14) . . . . ?
N8 Co N6 O2 -41.07(14) . . . . ?
N11 Co N6 O2 -133.42(14) . . . . ?
N10 Co N6 O2 138.72(14) . . . . ?
N7 Co N6 O1 161.4(15) . . . . ?
N9 Co N6 O1 -129.13(14) . . . . ?
N8 Co N6 O1 140.24(14) . . . . ?
N11 Co N6 O1 47.89(14) . . . . ?
N10 Co N6 O1 -39.97(14) . . . . ?
N6 Co N7 O4 13.2(16) . . . . ?
N9 Co N7 O4 -56.36(14) . . . . ?
N8 Co N7 O4 34.28(14) . . . . ?
N11 Co N7 O4 126.63(14) . . . . ?
N10 Co N7 O4 -145.51(14) . . . . ?
N6 Co N7 O3 -166.0(15) . . . . ?
N9 Co N7 O3 124.51(15) . . . . ?
N8 Co N7 O3 -144.85(15) . . . . ?
N11 Co N7 O3 -52.51(15) . . . . ?
N10 Co N7 O3 35.36(14) . . . . ?

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
N8 H8A O4 0.80(3) 2.39(3) 2.801(2) 113(3) .
N8 H8A N5 0.80(3) 2.65(3) 3.410(3) 159(3) 1_454
N8 H8B O4 0.86(3) 2.33(3) 3.028(2) 138(3) 2
N8 H8B O3 0.86(3) 2.61(3) 3.174(2) 124(2) 2
N8 H8B N2 0.86(3) 2.64(3) 3.276(2) 131(2) 2_556
N8 H8C O2 0.87(3) 2.32(3) 2.849(2) 119(3) .
N8 H8C O3 0.87(3) 2.46(3) 3.300(2) 161(3) 1_455
N9 H9A N1 0.89(3) 2.22(3) 2.984(2) 143(2) 2_566
N9 H9B N5 0.88(3) 2.12(3) 2.973(2) 162(2) 2_666
N9 H9C O1 0.88(3) 2.34(3) 3.142(2) 152(3) 2_566
N9 H9C N2 0.88(3) 2.49(3) 3.117(2) 129(2) 2_566
N10 H10A O3 0.82(3) 2.37(3) 2.874(2) 120(3) .
N10 H10A O2 0.82(3) 2.53(3) 3.310(2) 160(3) 1_655
N10 H10B O1 0.79(4) 2.48(4) 2.909(2) 116(3) .
N10 H10B N3 0.79(4) 2.55(4) 3.289(2) 158(3) .
N10 H10C O2 0.82(4) 2.56(4) 3.104(2) 125(3) 2_566
N11 H11A O1 0.86(3) 2.47(3) 2.945(2) 116(2) .
N11 H11B N4 0.87(3) 2.28(3) 3.095(2) 157(3) 2_656
N11 H11B O3 0.87(3) 2.51(3) 3.019(2) 118(3) .
N11 H11C N2 0.90(4) 2.17(4) 3.057(2) 168(3) 2_556

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        28.00
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         1.106
_refine_diff_density_min         -0.805
_refine_diff_density_rms         0.095
_database_code_depnum_ccdc_archive 'CCDC 993738'
#######################################################################
#
#                 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_ip103

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C2 H19 Co N16 O4'
_chemical_formula_weight         390.26

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           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'

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

_cell_length_a                   12.510(3)
_cell_length_b                   7.4092(15)
_cell_length_c                   17.702(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.07(3)
_cell_angle_gamma                90.00
_cell_volume                     1615.5(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    11289
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      29.53

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             808
_exptl_absorpt_coefficient_mu    1.111
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_correction_T_min  0.4819
_exptl_absorpt_correction_T_max  0.4912
_exptl_absorpt_process_details   
;
Interpolation using  Int.Tab. Vol. C (1992) p. 523,Tab. 6.3.3.3
for values of muR in the range 0-2.5, and Int.Tab. Vol.II (1959)
p.302; Table 5.3.6 B for muR in the range 2.6-10.0.
The interpolation procedure of C.W.Dwiggins Jr (Acta Cryst.(1975)
A31,146-148) is used with some modification.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      133(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  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean 6.67
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10430
_diffrn_reflns_av_R_equivalents  0.0601
_diffrn_reflns_av_sigmaI/netI    0.0545
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.34
_diffrn_reflns_theta_max         28.28
_reflns_number_total             3973
_reflns_number_gt                3018
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_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 F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0530P)²+2.8642P] where P=(Fo²+2Fc²)/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_number_reflns         3973
_refine_ls_number_parameters     243
_refine_ls_number_restraints     35
_refine_ls_R_factor_all          0.0817
_refine_ls_R_factor_gt           0.0577
_refine_ls_wR_factor_ref         0.1341
_refine_ls_wR_factor_gt          0.1246
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.119
_refine_ls_shift/su_max          0.001
_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
Co Co 0.31048(4) 0.01034(6) 0.70499(2) 0.01290(13) Uani 1 1 d . A .
N1 N 1.0232(3) 0.2860(4) 0.95346(16) 0.0166(6) Uani 1 1 d . . .
N2 N 1.0224(3) 0.2672(4) 1.02365(16) 0.0167(6) Uani 1 1 d . . .
N3 N 1.1233(3) 0.4107(4) 0.86589(16) 0.0178(6) Uani 1 1 d . . .
N4 N 1.2163(3) 0.5018(4) 0.86929(16) 0.0204(6) Uani 1 1 d . . .
N5 N 1.2601(3) 0.5260(4) 0.94185(18) 0.0217(6) Uani 1 1 d . . .
N6 N 1.1972(3) 0.4507(4) 0.98758(16) 0.0191(6) Uani 1 1 d . . .
N7 N 0.9176(3) 0.1397(4) 1.10897(17) 0.0195(6) Uani 1 1 d . . .
N8 N 0.8259(3) 0.0456(4) 1.10190(17) 0.0198(6) Uani 1 1 d . . .
N9 N 0.7855(3) 0.0212(4) 1.02831(17) 0.0199(6) Uani 1 1 d . . .
N10 N 0.8512(3) 0.0978(4) 0.98547(16) 0.0180(6) Uani 1 1 d . . .
N11 N 0.3192(3) 0.2135(5) 0.63573(19) 0.0329(9) Uani 1 1 d . . .
H11A H 0.2520 0.2373 0.6085 0.049 Uiso 1 1 calc R . .
H11B H 0.3651 0.1851 0.6029 0.049 Uiso 1 1 calc R . .
H11C H 0.3446 0.3125 0.6636 0.049 Uiso 1 1 calc R . .
N12 N 0.3405(3) -0.1565(5) 0.62497(17) 0.0238(7) Uani 1 1 d . . .
H12A H 0.2769 -0.1893 0.5948 0.036 Uiso 1 1 calc R . .
H12B H 0.3746 -0.2564 0.6473 0.036 Uiso 1 1 calc R . .
H12C H 0.3838 -0.1010 0.5957 0.036 Uiso 1 1 calc R . .
N13 N 0.2994(3) -0.1912(4) 0.77324(17) 0.0201(6) Uani 1 1 d . . .
H13A H 0.2293 -0.2291 0.7669 0.030 Uiso 1 1 calc R . .
H13B H 0.3217 -0.1557 0.8227 0.030 Uiso 1 1 calc R . .
H13C H 0.3422 -0.2833 0.7621 0.030 Uiso 1 1 calc R . .
N14 N 0.2842(3) 0.1791(5) 0.7842(2) 0.0270(7) Uani 1 1 d . . .
H14A H 0.2117 0.1998 0.7795 0.040 Uiso 1 1 calc R . .
H14B H 0.3191 0.2849 0.7789 0.040 Uiso 1 1 calc R . .
H14C H 0.3097 0.1313 0.8313 0.040 Uiso 1 1 calc R . .
N15 N 0.1534(2) -0.0061(4) 0.66589(19) 0.0241(6) Uani 1 1 d . . .
H15A H 0.1339 0.0806 0.6297 0.036 Uiso 1 1 calc R . .
H15B H 0.1164 0.0105 0.7052 0.036 Uiso 1 1 calc R . .
H15C H 0.1375 -0.1169 0.6447 0.036 Uiso 1 1 calc R . .
C1 C 1.1146(3) 0.3824(4) 0.93894(19) 0.0155(6) Uani 1 1 d . . .
C2 C 0.9310(3) 0.1697(4) 1.03683(19) 0.0161(7) Uani 1 1 d . . .
O3 O 1.0012(2) 0.1871(4) 0.75334(15) 0.0224(6) Uani 1 1 d D . .
HW1 H 1.035(5) 0.267(7) 0.781(3) 0.07(2) Uiso 1 1 d D . .
HW2 H 0.981(4) 0.243(7) 0.7126(19) 0.040(15) Uiso 1 1 d D . .
O4 O 0.8321(2) 0.0242(4) 0.82279(15) 0.0251(6) Uani 1 1 d D . .
HW3 H 0.856(5) 0.032(8) 0.8700(13) 0.053(18) Uiso 1 1 d D . .
HW4 H 0.886(3) 0.047(8) 0.802(3) 0.043(16) Uiso 1 1 d D . .
N16 N 0.4657(3) 0.0233(5) 0.74372(18) 0.0277(7) Uani 1 1 d D . .
O1 O 0.5037(4) 0.0220(7) 0.8094(3) 0.0412(13) Uani 0.698(7) 1 d PDU A 1
O2 O 0.5261(5) 0.0271(12) 0.6924(4) 0.078(2) Uani 0.698(7) 1 d PDU A 1
O1' O 0.5198(7) -0.1055(13) 0.7513(5) 0.026(2) Uani 0.302(7) 1 d PDU . 2
O2' O 0.4955(7) 0.1726(12) 0.7730(6) 0.027(3) Uani 0.302(7) 1 d PDU . 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
Co N13 1.941(3) . ?
Co N16 1.946(4) . ?
Co N14 1.949(3) . ?
Co N11 1.956(3) . ?
Co N12 1.965(3) . ?
Co N15 1.969(3) . ?
N1 N2 1.252(4) . ?
N1 C1 1.410(5) . ?
N2 C2 1.407(5) . ?
N3 C1 1.333(4) . ?
N3 N4 1.338(4) . ?
N4 N5 1.317(4) . ?
N5 N6 1.344(4) . ?
N6 C1 1.325(5) . ?
N7 N8 1.330(4) . ?
N7 C2 1.335(4) . ?
N8 N9 1.325(4) . ?
N9 N10 1.338(4) . ?
N10 C2 1.338(5) . ?
N16 O1' 1.164(9) . ?
N16 O1 1.176(5) . ?
N16 O2' 1.251(8) . ?
N16 O2 1.279(6) . ?
O1' O2' 1.702(13) 2_646 ?
O2' O1' 1.702(13) 2_656 ?

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
N13 Co N16 89.65(15) . . ?
N13 Co N14 90.36(14) . . ?
N16 Co N14 89.91(15) . . ?
N13 Co N11 179.14(16) . . ?
N16 Co N11 91.21(16) . . ?
N14 Co N11 89.57(16) . . ?
N13 Co N12 90.47(14) . . ?
N16 Co N12 88.87(15) . . ?
N14 Co N12 178.52(16) . . ?
N11 Co N12 89.63(16) . . ?
N13 Co N15 89.78(15) . . ?
N16 Co N15 179.28(14) . . ?
N14 Co N15 90.53(15) . . ?
N11 Co N15 89.36(16) . . ?
N12 Co N15 90.70(14) . . ?
N2 N1 C1 112.6(3) . . ?
N1 N2 C2 111.7(3) . . ?
C1 N3 N4 104.7(3) . . ?
N5 N4 N3 108.8(3) . . ?
N4 N5 N6 110.1(3) . . ?
C1 N6 N5 103.8(3) . . ?
N8 N7 C2 104.3(3) . . ?
N9 N8 N7 109.8(3) . . ?
N8 N9 N10 109.4(3) . . ?
C2 N10 N9 104.1(3) . . ?
N6 C1 N3 112.5(3) . . ?
N6 C1 N1 129.9(3) . . ?
N3 C1 N1 117.6(3) . . ?
N7 C2 N10 112.4(3) . . ?
N7 C2 N2 119.0(3) . . ?
N10 C2 N2 128.6(3) . . ?
O1' N16 O1 75.7(5) . . ?
O1' N16 O2' 123.5(7) . . ?
O1 N16 O2' 63.8(5) . . ?
O1' N16 O2 72.3(6) . . ?
O1 N16 O2 121.0(5) . . ?
O2' N16 O2 96.0(6) . . ?
O1' N16 Co 121.7(5) . . ?
O1 N16 Co 123.6(4) . . ?
O2' N16 Co 113.4(5) . . ?
O2 N16 Co 115.3(4) . . ?
N16 O1' O2' 136.5(7) . 2_646 ?
N16 O2' O1' 137.6(8) . 2_656 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 C2 -179.6(3) . . . . ?
C1 N3 N4 N5 -0.2(4) . . . . ?
N3 N4 N5 N6 0.4(4) . . . . ?
N4 N5 N6 C1 -0.4(4) . . . . ?
C2 N7 N8 N9 -0.4(4) . . . . ?
N7 N8 N9 N10 0.7(4) . . . . ?
N8 N9 N10 C2 -0.6(4) . . . . ?
N5 N6 C1 N3 0.3(4) . . . . ?
N5 N6 C1 N1 179.5(3) . . . . ?
N4 N3 C1 N6 -0.1(4) . . . . ?
N4 N3 C1 N1 -179.4(3) . . . . ?
N2 N1 C1 N6 1.1(5) . . . . ?
N2 N1 C1 N3 -179.8(3) . . . . ?
N8 N7 C2 N10 0.0(4) . . . . ?
N8 N7 C2 N2 -179.8(3) . . . . ?
N9 N10 C2 N7 0.4(4) . . . . ?
N9 N10 C2 N2 -179.9(3) . . . . ?
N1 N2 C2 N7 -179.3(3) . . . . ?
N1 N2 C2 N10 1.0(5) . . . . ?
N13 Co N16 O1' 45.6(6) . . . . ?
N14 Co N16 O1' 135.9(6) . . . . ?
N11 Co N16 O1' -134.5(6) . . . . ?
N12 Co N16 O1' -44.9(6) . . . . ?
N15 Co N16 O1' 9(11) . . . . ?
N13 Co N16 O1 -48.0(4) . . . . ?
N14 Co N16 O1 42.4(4) . . . . ?
N11 Co N16 O1 131.9(4) . . . . ?
N12 Co N16 O1 -138.5(4) . . . . ?
N15 Co N16 O1 -85(11) . . . . ?
N13 Co N16 O2' -121.1(6) . . . . ?
N14 Co N16 O2' -30.7(6) . . . . ?
N11 Co N16 O2' 58.9(6) . . . . ?
N12 Co N16 O2' 148.5(6) . . . . ?
N15 Co N16 O2' -158(11) . . . . ?
N13 Co N16 O2 129.7(5) . . . . ?
N14 Co N16 O2 -140.0(5) . . . . ?
N11 Co N16 O2 -50.4(5) . . . . ?
N12 Co N16 O2 39.2(5) . . . . ?
N15 Co N16 O2 93(11) . . . . ?
O1 N16 O1' O2' 130.1(12) . . . 2_646 ?
O2' N16 O1' O2' 174.3(7) . . . 2_646 ?
O2 N16 O1' O2' -100.3(12) . . . 2_646 ?
Co N16 O1' O2' 9.1(14) . . . 2_646 ?
O1' N16 O2' O1' 143.3(8) . . . 2_656 ?
O1 N16 O2' O1' -167.7(13) . . . 2_656 ?
O2 N16 O2' O1' 70.6(12) . . . 2_656 ?
Co N16 O2' O1' -50.4(13) . . . 2_656 ?

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
N11 H11A N6 0.91 2.55 3.047(4) 115.3 4_465
N11 H11C O1 0.91 2.43 3.213(6) 143.9 2_656
N12 H12A N10 0.91 2.51 3.353(5) 155.1 2_646
N12 H12A N6 0.91 2.66 3.151(4) 114.9 4_465
N12 H12B O1 0.91 2.28 3.167(6) 165.4 2_646
N13 H13A O4 0.91 2.45 3.011(4) 119.7 2_646
N13 H13B N8 0.91 2.59 3.118(4) 117.5 3_657
N13 H13C O2 0.91 2.21 3.004(7) 145.9 2_646
N14 H14A N3 0.91 2.57 3.179(5) 125.1 1_455
N14 H14A O3 0.91 2.59 3.487(5) 167.2 1_455
N14 H14C N8 0.91 2.59 3.115(5) 117.6 3_657
N15 H15A N2 0.91 2.41 3.273(4) 157.7 4_465
N15 H15B O3 0.91 2.22 3.017(4) 145.5 1_455
N15 H15C N1 0.91 2.52 3.176(4) 129.2 2_646
O3 HW1 N3 0.83(2) 2.01(3) 2.825(4) 166(7) .
O3 HW2 N7 0.83(2) 2.06(2) 2.887(4) 174(6) 4_565
O4 HW3 N10 0.84(2) 2.11(3) 2.899(4) 157(6) .
O4 HW4 O3 0.85(2) 2.07(3) 2.891(4) 162(6) .

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        28.00
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.565
_refine_diff_density_min         -0.731
_refine_diff_density_rms         0.113
_database_code_depnum_ccdc_archive 'CCDC 993739'
#######################################################################
#
#                 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_ip115

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C H14 Co N11 O7'
_chemical_formula_weight         351.16

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           tetragonal
_symmetry_space_group_name_H-M   I4(1)md

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-y, x+1/2, z+1/4'
'y+1/2, -x, z+3/4'
'x, -y, z'
'-x+1/2, y+1/2, z+1/2'
'-y, -x+1/2, z+1/4'
'y+1/2, x, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1, z+1'
'-y+1/2, x+1, z+3/4'
'y+1, -x+1/2, z+5/4'
'x+1/2, -y+1/2, z+1/2'
'-x+1, y+1, z+1'
'-y+1/2, -x+1, z+3/4'
'y+1, x+1/2, z+5/4'

_cell_length_a                   7.8926(11)
_cell_length_b                   7.8926(11)
_cell_length_c                   19.125(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1191.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    12862
_cell_measurement_theta_min      2.79
_cell_measurement_theta_max      29.60

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.41
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.958
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             720
_exptl_absorpt_coefficient_mu    1.502
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   
;
Interpolation using  Int.Tab. Vol. C (1992) p. 523,Tab. 6.3.3.3
for values of muR in the range 0-2.5, and Int.Tab. Vol.II (1959)
p.302; Table 5.3.6 B for muR in the range 2.6-10.0.
The interpolation procedure of C.W.Dwiggins Jr (Acta Cryst.(1975)
A31,146-148) is used with some modification.
;
_exptl_absorpt_correction_T_min  0.4187
_exptl_absorpt_correction_T_max  0.4303
_exptl_absorpt_correction_T_ave  0.4254

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      133(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  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean 6.67
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6477
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_sigmaI/netI    0.0211
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.79
_diffrn_reflns_theta_max         29.16
_reflns_number_total             855
_reflns_number_gt                849
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_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 F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0348P)²+0.4145P] where P=(Fo²+2Fc²)/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   0.007(15)
_refine_ls_number_reflns         855
_refine_ls_number_parameters     67
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0234
_refine_ls_R_factor_gt           0.0232
_refine_ls_wR_factor_ref         0.0566
_refine_ls_wR_factor_gt          0.0565
_refine_ls_goodness_of_fit_ref   1.206
_refine_ls_restrained_S_all      1.206
_refine_ls_shift/su_max          0.005
_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 0.5000 0.0000 0.1331(2) 0.0105(5) Uani 1 4 d S . .
Co Co 0.0000 0.5000 0.189499(17) 0.00631(11) Uani 1 4 d S . .
N1 N 0.0000 0.5000 0.08822(18) 0.0106(8) Uani 1 4 d S . .
N2 N 0.0000 0.5000 0.29104(19) 0.0079(7) Uani 1 4 d S . .
N3 N 0.17214(15) 0.32212(15) 0.18903(12) 0.0106(2) Uani 1 1 d . . .
H3A H 0.1662 0.2635 0.1481 0.016 Uiso 1 1 calc R . .
H3B H 0.1537 0.2503 0.2255 0.016 Uiso 1 1 calc R . .
H3C H 0.2766 0.3697 0.1933 0.016 Uiso 1 1 calc R . .
N4 N 0.5000 0.0000 0.20828(17) 0.0108(5) Uani 1 4 d S . .
N5 N 0.5000 0.1418(3) 0.09542(10) 0.0135(4) Uani 1 2 d S . .
N6 N 0.5000 0.0843(3) 0.02988(11) 0.0141(3) Uani 1 2 d S . .
O1 O 0.0000 0.3642(2) 0.05610(8) 0.0179(4) Uani 1 2 d S . .
O2 O 0.0000 0.63504(19) 0.32356(10) 0.0147(3) Uani 1 2 d S . .
O3 O 0.5000 0.5000 0.14134(13) 0.0151(5) Uani 1 4 d SD . .
HW1 H 0.5000 0.418(3) 0.1172(18) 0.020(8) Uiso 1 2 d SD . .
O4 O 0.5000 0.1381(2) 0.23787(10) 0.0177(3) Uani 1 2 d S . .


_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 N5 1.331(3) 10_544 ?
C1 N5 1.331(3) . ?
C1 N4 1.438(6) . ?
Co N1 1.937(3) . ?
Co N2 1.942(4) . ?
Co N3 1.9537(10) 14_444 ?
Co N3 1.9537(10) 5_565 ?
Co N3 1.9537(10) . ?
Co N3 1.9537(10) 10_454 ?
N1 O1 1.235(2) . ?
N1 O1 1.235(2) 10_454 ?
N2 O2 1.234(3) . ?
N2 O2 1.234(3) 10_454 ?
N4 O4 1.228(2) . ?
N4 O4 1.228(2) 10_544 ?
N5 N6 1.333(3) . ?
N6 N6 1.331(4) 10_544 ?

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
N5 C1 N5 114.5(3) 10_544 . ?
N5 C1 N4 122.77(17) 10_544 . ?
N5 C1 N4 122.77(17) . . ?
N1 Co N2 180.0 . . ?
N1 Co N3 89.73(6) . 14_444 ?
N2 Co N3 90.27(6) . 14_444 ?
N1 Co N3 89.73(6) . 5_565 ?
N2 Co N3 90.27(6) . 5_565 ?
N3 Co N3 179.47(13) 14_444 5_565 ?
N1 Co N3 89.73(6) . . ?
N2 Co N3 90.27(6) . . ?
N3 Co N3 88.12(8) 14_444 . ?
N3 Co N3 91.88(8) 5_565 . ?
N1 Co N3 89.73(6) . 10_454 ?
N2 Co N3 90.27(6) . 10_454 ?
N3 Co N3 91.88(8) 14_444 10_454 ?
N3 Co N3 88.12(8) 5_565 10_454 ?
N3 Co N3 179.47(13) . 10_454 ?
O1 N1 O1 120.4(3) . 10_454 ?
O1 N1 Co 119.82(17) . . ?
O1 N1 Co 119.82(17) 10_454 . ?
O2 N2 O2 119.5(4) . 10_454 ?
O2 N2 Co 120.26(18) . . ?
O2 N2 Co 120.26(18) 10_454 . ?
O4 N4 O4 125.1(3) . 10_544 ?
O4 N4 C1 117.44(16) . . ?
O4 N4 C1 117.44(16) 10_544 . ?
C1 N5 N6 102.9(2) . . ?
N6 N6 N5 109.90(12) 10_544 . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Co N1 O1 0(100) . . . . ?
N3 Co N1 O1 -44.06(4) 14_444 . . . ?
N3 Co N1 O1 135.94(4) 5_565 . . . ?
N3 Co N1 O1 44.06(4) . . . . ?
N3 Co N1 O1 -135.94(4) 10_454 . . . ?
N2 Co N1 O1 180(100) . . . 10_454 ?
N3 Co N1 O1 135.94(4) 14_444 . . 10_454 ?
N3 Co N1 O1 -44.06(4) 5_565 . . 10_454 ?
N3 Co N1 O1 -135.94(4) . . . 10_454 ?
N3 Co N1 O1 44.06(4) 10_454 . . 10_454 ?
N1 Co N2 O2 180(100) . . . . ?
N3 Co N2 O2 -135.94(4) 14_444 . . . ?
N3 Co N2 O2 44.06(4) 5_565 . . . ?
N3 Co N2 O2 135.94(4) . . . . ?
N3 Co N2 O2 -44.06(4) 10_454 . . . ?
N1 Co N2 O2 0(100) . . . 10_454 ?
N3 Co N2 O2 44.06(4) 14_444 . . 10_454 ?
N3 Co N2 O2 -135.94(4) 5_565 . . 10_454 ?
N3 Co N2 O2 -44.06(4) . . . 10_454 ?
N3 Co N2 O2 135.94(4) 10_454 . . 10_454 ?
N5 C1 N4 O4 180.0 10_544 . . . ?
N5 C1 N4 O4 0.0 . . . . ?
N5 C1 N4 O4 0.0 10_544 . . 10_544 ?
N5 C1 N4 O4 180.0 . . . 10_544 ?
N5 C1 N5 N6 0.0 10_544 . . . ?
N4 C1 N5 N6 180.0 . . . . ?
C1 N5 N6 N6 0.0 . . . 10_544 ?

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
N3 H3A O1 0.91 2.33 2.901(2) 120.3 .
N3 H3A O2 0.91 2.53 3.380(2) 154.9 4_454
N3 H3B N6 0.91 2.30 3.156(2) 157.0 12_454
N3 H3B O2 0.91 2.41 2.929(3) 116.2 10_454
N3 H3C O3 0.91 2.27 3.0820(17) 148.4 .
N3 H3C O1 0.91 2.49 3.047(2) 120.0 12_454
O3 HW1 N5 0.794(19) 2.22(2) 2.960(2) 155(4) .

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        29.00
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.431
_refine_diff_density_min         -0.984
_refine_diff_density_rms         0.074
_database_code_depnum_ccdc_archive 'CCDC 993740'
#######################################################################
#
#                 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_ip123

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H21 Co N16 O4'
_chemical_formula_weight         452.33

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           triclinic
_symmetry_space_group_name_H-M   'P -1'

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

_cell_length_a                   7.3460(15)
_cell_length_b                   9.907(2)
_cell_length_c                   13.308(3)
_cell_angle_alpha                71.60(3)
_cell_angle_beta                 83.33(3)
_cell_angle_gamma                78.54(3)
_cell_volume                     899.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    12355
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      29.55

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.671
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             468
_exptl_absorpt_coefficient_mu    1.011
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_correction_T_min  0.4819
_exptl_absorpt_correction_T_max  0.4912
_exptl_absorpt_process_details   
;
Interpolation using  Int.Tab. Vol. C (1992) p. 523,Tab. 6.3.3.3
for values of muR in the range 0-2.5, and Int.Tab. Vol.II (1959)
p.302; Table 5.3.6 B for muR in the range 2.6-10.0.
The interpolation procedure of C.W.Dwiggins Jr (Acta Cryst.(1975)
A31,146-148) is used with some modification.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      133(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean 6.67
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9386
_diffrn_reflns_av_R_equivalents  0.0720
_diffrn_reflns_av_sigmaI/netI    0.0678
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.30
_diffrn_reflns_theta_max         28.28
_reflns_number_total             4440
_reflns_number_gt                3661
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_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 F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0212P)²+2.6003P] where P=(Fo²+2Fc²)/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_number_reflns         4440
_refine_ls_number_parameters     305
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0794
_refine_ls_R_factor_gt           0.0611
_refine_ls_wR_factor_ref         0.1282
_refine_ls_wR_factor_gt          0.1225
_refine_ls_goodness_of_fit_ref   1.191
_refine_ls_restrained_S_all      1.190
_refine_ls_shift/su_max          0.001
_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
Co Co 0.40740(7) 0.39855(5) 1.32577(4) 0.00922(12) Uani 1 1 d . . .
O1 O 0.4105(4) 0.6627(3) 1.3468(2) 0.0230(6) Uani 1 1 d . . .
O2 O 0.2666(4) 0.5296(3) 1.4785(2) 0.0239(6) Uani 1 1 d . . .
O3 O -0.1505(5) 0.1463(4) 0.8962(3) 0.0286(7) Uani 1 1 d D . .
H31 H -0.069(8) 0.152(9) 0.933(5) 0.08(3) Uiso 1 1 d D . .
H32 H -0.129(11) 0.061(3) 0.897(6) 0.08(3) Uiso 1 1 d D . .
O4 O -0.0855(5) 0.6492(3) 1.2945(2) 0.0261(7) Uani 1 1 d D . .
H41 H -0.060(8) 0.713(5) 1.314(4) 0.038(16) Uiso 1 1 d D . .
H42 H -0.109(9) 0.675(7) 1.231(2) 0.050(19) Uiso 1 1 d D . .
N1 N 0.1249(5) 0.2295(4) 0.9931(3) 0.0244(8) Uani 1 1 d . . .
N2 N 0.2104(6) 0.3178(4) 0.9125(3) 0.0259(8) Uani 1 1 d . . .
N3 N 0.2569(5) 0.4204(4) 0.9442(3) 0.0191(7) Uani 1 1 d . . .
N4 N 0.2012(5) 0.4016(4) 1.0463(2) 0.0164(6) Uani 1 1 d . . .
N5 N -0.0605(4) -0.0940(3) 1.3430(2) 0.0161(6) Uani 1 1 d . . .
N6 N -0.1505(4) -0.1047(4) 1.4380(3) 0.0174(6) Uani 1 1 d . . .
N7 N -0.1935(4) 0.0245(4) 1.4528(2) 0.0174(6) Uani 1 1 d . . .
N8 N -0.1321(5) 0.1227(4) 1.3684(2) 0.0164(6) Uani 1 1 d . . .
N9 N 0.0501(4) 0.2291(3) 1.1780(2) 0.0147(6) Uani 1 1 d . . .
N10 N 0.0272(4) 0.0998(3) 1.2003(2) 0.0154(6) Uani 1 1 d . . .
N11 N 0.4688(4) 0.2392(3) 1.2593(2) 0.0123(6) Uani 1 1 d . . .
N12 N 0.3523(5) 0.5485(3) 1.3907(2) 0.0161(6) Uani 1 1 d . . .
N13 N 0.3396(5) 0.5411(4) 1.1894(3) 0.0160(6) Uani 1 1 d . . .
H13A H 0.432(7) 0.579(5) 1.156(4) 0.019 Uiso 1 1 d . . .
H13B H 0.303(7) 0.508(5) 1.147(4) 0.019 Uiso 1 1 d . . .
H13C H 0.260(7) 0.621(5) 1.195(4) 0.019 Uiso 1 1 d . . .
N14 N 0.1469(5) 0.3714(4) 1.3527(3) 0.0155(6) Uani 1 1 d . . .
H14A H 0.082(7) 0.451(6) 1.345(4) 0.019 Uiso 1 1 d . . .
H14B H 0.121(6) 0.304(5) 1.421(4) 0.019 Uiso 1 1 d . . .
H14C H 0.116(7) 0.339(5) 1.310(4) 0.019 Uiso 1 1 d . . .
N15 N 0.4744(5) 0.2629(4) 1.4647(2) 0.0134(6) Uani 1 1 d . . .
H15A H 0.385(7) 0.229(5) 1.499(4) 0.016 Uiso 1 1 d . . .
H15B H 0.544(7) 0.191(6) 1.462(4) 0.016 Uiso 1 1 d . . .
H15C H 0.519(6) 0.306(5) 1.507(4) 0.016 Uiso 1 1 d . . .
N16 N 0.6667(5) 0.4270(4) 1.3005(3) 0.0146(6) Uani 1 1 d . . .
H16A H 0.706(6) 0.464(5) 1.227(4) 0.017 Uiso 1 1 d . . .
H16B H 0.746(7) 0.343(5) 1.318(4) 0.017 Uiso 1 1 d . . .
H16C H 0.685(7) 0.478(5) 1.333(4) 0.017 Uiso 1 1 d . . .
C1 C 0.1232(5) 0.2835(4) 1.0734(3) 0.0149(7) Uani 1 1 d . . .
C2 C -0.0509(5) 0.0460(4) 1.3029(3) 0.0138(7) Uani 1 1 d . . .
C3 C 0.4159(5) 0.1107(4) 1.3086(3) 0.0149(7) Uani 1 1 d . . .
H3 H 0.3503 0.0975 1.3759 0.018 Uiso 1 1 calc R . .
C4 C 0.4521(6) -0.0015(4) 1.2664(3) 0.0206(8) Uani 1 1 d . . .
H4 H 0.4114 -0.0902 1.3038 0.025 Uiso 1 1 calc R . .
C5 C 0.5484(6) 0.0149(5) 1.1687(3) 0.0235(9) Uani 1 1 d . . .
H5 H 0.5760 -0.0619 1.1380 0.028 Uiso 1 1 calc R . .
C6 C 0.6032(6) 0.1469(5) 1.1170(3) 0.0221(8) Uani 1 1 d . . .
H6 H 0.6681 0.1623 1.0494 0.026 Uiso 1 1 calc R . .
C7 C 0.5629(5) 0.2556(4) 1.1643(3) 0.0152(7) Uani 1 1 d . . .
H7 H 0.6029 0.3450 1.1286 0.018 Uiso 1 1 calc R . .


_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 N12 1.899(3) . ?
Co N16 1.956(3) . ?
Co N15 1.961(3) . ?
Co N14 1.961(3) . ?
Co N13 1.961(3) . ?
Co N11 1.996(3) . ?
O1 N12 1.234(4) . ?
O2 N12 1.238(4) . ?
N1 N2 1.334(5) . ?
N1 C1 1.336(5) . ?
N2 N3 1.331(5) . ?
N3 N4 1.338(4) . ?
N4 C1 1.334(5) . ?
N5 C2 1.333(5) . ?
N5 N6 1.340(4) . ?
N6 N7 1.327(5) . ?
N7 N8 1.334(4) . ?
N8 C2 1.345(5) . ?
N9 N10 1.261(5) . ?
N9 C1 1.408(5) . ?
N10 C2 1.399(5) . ?
N11 C3 1.346(5) . ?
N11 C7 1.348(5) . ?
C3 C4 1.366(5) . ?
C4 C5 1.384(6) . ?
C5 C6 1.387(6) . ?
C6 C7 1.378(5) . ?

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
N12 Co N16 89.65(15) . . ?
N12 Co N15 88.18(14) . . ?
N16 Co N15 87.72(15) . . ?
N12 Co N14 89.57(15) . . ?
N16 Co N14 179.17(16) . . ?
N15 Co N14 91.97(15) . . ?
N12 Co N13 89.38(14) . . ?
N16 Co N13 91.90(15) . . ?
N15 Co N13 177.53(15) . . ?
N14 Co N13 88.38(15) . . ?
N12 Co N11 178.98(15) . . ?
N16 Co N11 89.78(14) . . ?
N15 Co N11 90.96(13) . . ?
N14 Co N11 91.00(14) . . ?
N13 Co N11 91.48(14) . . ?
N2 N1 C1 103.9(3) . . ?
N3 N2 N1 109.7(3) . . ?
N2 N3 N4 109.5(3) . . ?
C1 N4 N3 103.9(3) . . ?
C2 N5 N6 103.9(3) . . ?
N7 N6 N5 109.9(3) . . ?
N6 N7 N8 109.5(3) . . ?
N7 N8 C2 104.0(3) . . ?
N10 N9 C1 112.8(3) . . ?
N9 N10 C2 113.4(3) . . ?
C3 N11 C7 117.6(3) . . ?
C3 N11 Co 120.5(2) . . ?
C7 N11 Co 121.9(3) . . ?
O1 N12 O2 120.2(3) . . ?
O1 N12 Co 119.2(3) . . ?
O2 N12 Co 120.5(3) . . ?
N4 C1 N1 113.0(3) . . ?
N4 C1 N9 119.9(3) . . ?
N1 C1 N9 127.1(4) . . ?
N5 C2 N8 112.7(3) . . ?
N5 C2 N10 120.3(3) . . ?
N8 C2 N10 127.0(3) . . ?
N11 C3 C4 123.1(4) . . ?
C3 C4 C5 119.5(4) . . ?
C4 C5 C6 117.9(4) . . ?
C7 C6 C5 119.6(4) . . ?
N11 C7 C6 122.2(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 N3 -0.2(5) . . . . ?
N1 N2 N3 N4 -0.4(5) . . . . ?
N2 N3 N4 C1 0.9(4) . . . . ?
C2 N5 N6 N7 0.5(4) . . . . ?
N5 N6 N7 N8 -0.3(4) . . . . ?
N6 N7 N8 C2 0.0(4) . . . . ?
C1 N9 N10 C2 -178.1(3) . . . . ?
N12 Co N11 C3 75(9) . . . . ?
N16 Co N11 C3 130.6(3) . . . . ?
N15 Co N11 C3 42.9(3) . . . . ?
N14 Co N11 C3 -49.1(3) . . . . ?
N13 Co N11 C3 -137.5(3) . . . . ?
N12 Co N11 C7 -106(9) . . . . ?
N16 Co N11 C7 -49.8(3) . . . . ?
N15 Co N11 C7 -137.5(3) . . . . ?
N14 Co N11 C7 130.5(3) . . . . ?
N13 Co N11 C7 42.1(3) . . . . ?
N16 Co N12 O1 46.3(3) . . . . ?
N15 Co N12 O1 134.0(3) . . . . ?
N14 Co N12 O1 -134.0(3) . . . . ?
N13 Co N12 O1 -45.6(3) . . . . ?
N11 Co N12 O1 102(9) . . . . ?
N16 Co N12 O2 -130.4(3) . . . . ?
N15 Co N12 O2 -42.6(3) . . . . ?
N14 Co N12 O2 49.3(3) . . . . ?
N13 Co N12 O2 137.7(3) . . . . ?
N11 Co N12 O2 -74(9) . . . . ?
N3 N4 C1 N1 -1.1(4) . . . . ?
N3 N4 C1 N9 179.0(3) . . . . ?
N2 N1 C1 N4 0.8(5) . . . . ?
N2 N1 C1 N9 -179.3(4) . . . . ?
N10 N9 C1 N4 -162.1(3) . . . . ?
N10 N9 C1 N1 18.0(6) . . . . ?
N6 N5 C2 N8 -0.5(4) . . . . ?
N6 N5 C2 N10 -176.8(3) . . . . ?
N7 N8 C2 N5 0.3(4) . . . . ?
N7 N8 C2 N10 176.3(3) . . . . ?
N9 N10 C2 N5 -171.0(3) . . . . ?
N9 N10 C2 N8 13.3(5) . . . . ?
C7 N11 C3 C4 -0.5(5) . . . . ?
Co N11 C3 C4 179.2(3) . . . . ?
N11 C3 C4 C5 0.4(6) . . . . ?
C3 C4 C5 C6 -0.5(6) . . . . ?
C4 C5 C6 C7 0.8(6) . . . . ?
C3 N11 C7 C6 0.8(5) . . . . ?
Co N11 C7 C6 -178.9(3) . . . . ?
C5 C6 C7 N11 -1.0(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
O3 H32 N10 0.83(2) 2.31(5) 3.039(5) 147(7) 2_557
O4 H41 N5 0.82(2) 2.06(3) 2.858(5) 164(6) 1_565
O4 H42 N2 0.83(2) 2.11(3) 2.905(5) 162(6) 2_567
N14 H14A O4 0.81(5) 2.06(5) 2.861(5) 169(5) .
N16 H16B N8 0.90(5) 2.11(5) 2.985(5) 165(4) 1_655
N16 H16C O1 0.80(5) 2.47(5) 2.875(5) 112(4) .

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        28.28
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.680
_refine_diff_density_min         -0.868
_refine_diff_density_rms         0.105
_database_code_depnum_ccdc_archive 'CCDC 993741'
#######################################################################
#
#                 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.
# 
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#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
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data_ip152

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H19 Co N14 O14'
_chemical_formula_weight         642.34

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           triclinic
_symmetry_space_group_name_H-M   'P -1'

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

_cell_length_a                   7.0622(14)
_cell_length_b                   12.888(3)
_cell_length_c                   13.299(3)
_cell_angle_alpha                98.33(3)
_cell_angle_beta                 104.80(3)
_cell_angle_gamma                90.52(3)
_cell_volume                     1156.6(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    14534
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      29.62

_exptl_crystal_description       prism
_exptl_crystal_colour            rot
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.844
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             656
_exptl_absorpt_coefficient_mu    0.845
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      133(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean 6.67
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14708
_diffrn_reflns_av_R_equivalents  0.0511
_diffrn_reflns_av_sigmaI/netI    0.0688
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.08
_diffrn_reflns_theta_max         29.23
_reflns_number_total             6204
_reflns_number_gt                4669
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_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 F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0426P)²+0.3544P] where P=(Fo²+2Fc²)/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_number_reflns         6204
_refine_ls_number_parameters     374
_refine_ls_number_restraints     33
_refine_ls_R_factor_all          0.0797
_refine_ls_R_factor_gt           0.0512
_refine_ls_wR_factor_ref         0.0998
_refine_ls_wR_factor_gt          0.0924
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_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
Co Co 1.55403(5) 0.70195(3) 0.58027(3) 0.00847(9) Uani 1 1 d . . .
N1 N 1.3448(3) 0.59235(18) 0.53735(18) 0.0169(5) Uani 1 1 d . . .
N2 N 1.1933(3) 0.61323(16) 0.56089(15) 0.0126(4) Uani 1 1 d . . .
N3 N 1.0487(3) 0.6311(2) 0.58289(18) 0.0200(5) Uani 1 1 d . . .
N4 N 1.7730(3) 0.80729(17) 0.61304(16) 0.0147(4) Uani 1 1 d . . .
H4A H 1.8798 0.7839 0.6567 0.022 Uiso 1 1 calc R . .
H4B H 1.7381 0.8687 0.6451 0.022 Uiso 1 1 calc R . .
H4C H 1.8023 0.8180 0.5524 0.022 Uiso 1 1 calc R . .
N5 N 1.6330(3) 0.63966(17) 0.45593(15) 0.0125(4) Uani 1 1 d . . .
H5A H 1.6322 0.5686 0.4525 0.019 Uiso 1 1 calc R . .
H5B H 1.7560 0.6646 0.4597 0.019 Uiso 1 1 calc R . .
H5C H 1.5478 0.6566 0.3974 0.019 Uiso 1 1 calc R . .
N6 N 1.7119(3) 0.60321(18) 0.66391(17) 0.0155(4) Uani 1 1 d . . .
H6A H 1.7394 0.5480 0.6199 0.023 Uiso 1 1 calc R . .
H6B H 1.6431 0.5795 0.7060 0.023 Uiso 1 1 calc R . .
H6C H 1.8257 0.6367 0.7044 0.023 Uiso 1 1 calc R . .
N7 N 1.4703(3) 0.76068(18) 0.70724(16) 0.0148(4) Uani 1 1 d . . .
H7A H 1.3876 0.7133 0.7210 0.022 Uiso 1 1 calc R . .
H7B H 1.4074 0.8209 0.6960 0.022 Uiso 1 1 calc R . .
H7C H 1.5774 0.7748 0.7631 0.022 Uiso 1 1 calc R . .
N8 N 1.3848(3) 0.79763(17) 0.50002(16) 0.0147(4) Uani 1 1 d . . .
H8A H 1.4039 0.7920 0.4344 0.022 Uiso 1 1 calc R . .
H8B H 1.4149 0.8648 0.5334 0.022 Uiso 1 1 calc R . .
H8C H 1.2571 0.7805 0.4951 0.022 Uiso 1 1 calc R . .
N10 N 1.1003(4) 0.8077(2) 0.87976(17) 0.0217(5) Uani 1 1 d . . .
N11 N 1.2987(3) 0.93553(17) 1.25222(16) 0.0142(4) Uani 1 1 d . . .
N12 N 0.9541(4) 0.60451(18) 1.25732(17) 0.0182(5) Uani 1 1 d . . .
N13 N 0.6879(4) 0.81964(19) 0.99055(17) 0.0184(5) Uani 1 1 d . . .
N14 N 0.7776(3) 0.97365(18) 1.35483(17) 0.0171(5) Uani 1 1 d . . .
O1 O 1.3954(3) 0.73044(16) 1.28829(14) 0.0262(5) Uani 1 1 d . A .
N9 N 1.3682(4) 0.56011(19) 1.11623(18) 0.0266(6) Uani 1 1 d DU . .
O2 O 1.4945(10) 0.5452(5) 1.1979(4) 0.0196(15) Uiso 0.497(15) 1 d PDU A 1
O3 O 1.3551(12) 0.4959(4) 1.0372(4) 0.0309(17) Uiso 0.497(15) 1 d PDU A 1
O2' O 1.4523(11) 0.5391(5) 1.2017(4) 0.0274(17) Uiso 0.503(15) 1 d PDU A 2
O3' O 1.2710(11) 0.4873(4) 1.0474(4) 0.0304(17) Uiso 0.503(15) 1 d PDU A 2
O4 O 1.0336(4) 0.89415(18) 0.86797(16) 0.0297(5) Uani 1 1 d . . .
O5 O 1.0950(3) 0.73665(18) 0.80522(14) 0.0278(5) Uani 1 1 d . . .
O6 O 1.2430(3) 0.92397(16) 1.33003(14) 0.0214(4) Uani 1 1 d . . .
O7 O 1.3710(3) 1.01881(15) 1.24068(15) 0.0211(4) Uani 1 1 d . . .
O11 O 0.9323(3) 0.78338(15) 1.41471(14) 0.0172(4) Uani 1 1 d . . .
O12 O 1.0053(4) 0.54610(18) 1.18832(16) 0.0335(6) Uani 1 1 d . . .
O13 O 0.9622(5) 0.5807(2) 1.34277(17) 0.0440(7) Uani 1 1 d . . .
O14 O 0.7195(3) 0.74768(18) 0.92548(15) 0.0267(5) Uani 1 1 d . . .
O15 O 0.6031(3) 0.89891(18) 0.96507(16) 0.0278(5) Uani 1 1 d . . .
O16 O 0.7172(4) 0.95925(17) 1.43066(16) 0.0275(5) Uani 1 1 d . . .
O17 O 0.8156(3) 1.06163(16) 1.33693(16) 0.0226(4) Uani 1 1 d . . .
C1 C 1.3340(4) 0.7456(2) 1.19580(19) 0.0155(5) Uani 1 1 d . . .
C2 C 1.3136(4) 0.6668(2) 1.1030(2) 0.0186(5) Uani 1 1 d . A .
C3 C 1.2376(4) 0.6857(2) 1.0015(2) 0.0191(6) Uani 1 1 d . . .
H3 H 1.2207 0.6306 0.9437 0.023 Uiso 1 1 calc R A .
C4 C 1.1864(4) 0.7864(2) 0.98538(19) 0.0174(5) Uani 1 1 d . A .
C5 C 1.2101(4) 0.8691(2) 1.06740(19) 0.0156(5) Uani 1 1 d . . .
H5 H 1.1802 0.9384 1.0546 0.019 Uiso 1 1 calc R A .
C6 C 1.2780(4) 0.8471(2) 1.16735(18) 0.0133(5) Uani 1 1 d . A .
C11 C 0.8734(4) 0.7893(2) 1.31947(19) 0.0137(5) Uani 1 1 d . . .
C12 C 0.8811(4) 0.7061(2) 1.23398(19) 0.0144(5) Uani 1 1 d . . .
C13 C 0.8233(4) 0.7161(2) 1.12894(19) 0.0143(5) Uani 1 1 d . . .
H13 H 0.8316 0.6590 1.0766 0.017 Uiso 1 1 calc R . .
C14 C 0.7527(4) 0.8104(2) 1.10053(19) 0.0149(5) Uani 1 1 d . . .
C15 C 0.7404(4) 0.8958(2) 1.1753(2) 0.0155(5) Uani 1 1 d . . .
H15 H 0.6945 0.9606 1.1548 0.019 Uiso 1 1 calc R . .
C16 C 0.7961(4) 0.8837(2) 1.27890(19) 0.0137(5) Uani 1 1 d . . .


_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 N5 1.945(2) . ?
Co N1 1.950(3) . ?
Co N8 1.961(2) . ?
Co N4 1.967(2) . ?
Co N6 1.975(2) . ?
Co N7 1.980(2) . ?
N1 N2 1.212(3) . ?
N2 N3 1.148(3) . ?
N10 O4 1.229(3) . ?
N10 O5 1.241(3) . ?
N10 C4 1.448(3) . ?
N11 O6 1.225(3) . ?
N11 O7 1.230(3) . ?
N11 C6 1.461(3) . ?
N12 O13 1.207(3) . ?
N12 O12 1.230(3) . ?
N12 C12 1.458(3) . ?
N13 O15 1.235(3) . ?
N13 O14 1.236(3) . ?
N13 C14 1.439(3) . ?
N14 O16 1.227(3) . ?
N14 O17 1.233(3) . ?
N14 C16 1.453(3) . ?
O1 C1 1.240(3) . ?
N9 O2' 1.211(6) . ?
N9 O3 1.223(5) . ?
N9 O2 1.257(6) . ?
N9 O3' 1.268(6) . ?
N9 C2 1.454(4) . ?
O11 C11 1.242(3) . ?
C1 C6 1.445(4) . ?
C1 C2 1.456(4) . ?
C2 C3 1.377(4) . ?
C3 C4 1.383(4) . ?
C4 C5 1.385(4) . ?
C5 C6 1.365(3) . ?
C11 C16 1.457(3) . ?
C11 C12 1.457(3) . ?
C12 C13 1.377(3) . ?
C13 C14 1.385(4) . ?
C14 C15 1.391(4) . ?
C15 C16 1.365(3) . ?

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
N5 Co N1 85.43(10) . . ?
N5 Co N8 91.32(9) . . ?
N1 Co N8 90.89(10) . . ?
N5 Co N4 89.65(10) . . ?
N1 Co N4 175.08(9) . . ?
N8 Co N4 89.33(10) . . ?
N5 Co N6 90.66(9) . . ?
N1 Co N6 86.76(10) . . ?
N8 Co N6 176.79(11) . . ?
N4 Co N6 93.20(10) . . ?
N5 Co N7 178.09(11) . . ?
N1 Co N7 92.93(10) . . ?
N8 Co N7 89.67(9) . . ?
N4 Co N7 91.99(10) . . ?
N6 Co N7 88.27(9) . . ?
N2 N1 Co 116.68(18) . . ?
N3 N2 N1 178.8(3) . . ?
O4 N10 O5 123.1(2) . . ?
O4 N10 C4 118.9(2) . . ?
O5 N10 C4 118.0(2) . . ?
O6 N11 O7 123.4(2) . . ?
O6 N11 C6 119.2(2) . . ?
O7 N11 C6 117.4(2) . . ?
O13 N12 O12 122.5(2) . . ?
O13 N12 C12 119.3(2) . . ?
O12 N12 C12 118.2(2) . . ?
O15 N13 O14 122.7(2) . . ?
O15 N13 C14 118.7(2) . . ?
O14 N13 C14 118.5(2) . . ?
O16 N14 O17 123.2(2) . . ?
O16 N14 C16 119.0(2) . . ?
O17 N14 C16 117.8(2) . . ?
O2' N9 O3 120.0(4) . . ?
O2' N9 O2 15.0(4) . . ?
O3 N9 O2 116.7(4) . . ?
O2' N9 O3' 118.5(5) . . ?
O3 N9 O3' 30.4(3) . . ?
O2 N9 O3' 124.3(4) . . ?
O2' N9 C2 120.9(4) . . ?
O3 N9 C2 118.1(3) . . ?
O2 N9 C2 119.0(3) . . ?
O3' N9 C2 116.5(3) . . ?
O1 C1 C6 123.0(2) . . ?
O1 C1 C2 125.6(2) . . ?
C6 C1 C2 111.4(2) . . ?
C3 C2 N9 116.9(2) . . ?
C3 C2 C1 123.9(2) . . ?
N9 C2 C1 119.2(2) . . ?
C2 C3 C4 118.7(2) . . ?
C3 C4 C5 122.4(2) . . ?
C3 C4 N10 119.8(2) . . ?
C5 C4 N10 117.7(2) . . ?
C6 C5 C4 117.5(2) . . ?
C5 C6 C1 125.9(2) . . ?
C5 C6 N11 116.3(2) . . ?
C1 C6 N11 117.8(2) . . ?
O11 C11 C16 123.7(2) . . ?
O11 C11 C12 125.2(2) . . ?
C16 C11 C12 111.0(2) . . ?
C13 C12 C11 124.2(2) . . ?
C13 C12 N12 115.8(2) . . ?
C11 C12 N12 120.0(2) . . ?
C12 C13 C14 119.1(2) . . ?
C13 C14 C15 121.8(2) . . ?
C13 C14 N13 118.9(2) . . ?
C15 C14 N13 119.3(2) . . ?
C16 C15 C14 118.1(2) . . ?
C15 C16 N14 116.7(2) . . ?
C15 C16 C11 125.7(2) . . ?
N14 C16 C11 117.6(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N5 Co N1 N2 -150.1(2) . . . . ?
N8 Co N1 N2 -58.9(2) . . . . ?
N4 Co N1 N2 -151.3(11) . . . . ?
N6 Co N1 N2 119.0(2) . . . . ?
N7 Co N1 N2 30.9(2) . . . . ?
Co N1 N2 N3 -162(12) . . . . ?
O2' N9 C2 C3 173.2(5) . . . . ?
O3 N9 C2 C3 4.5(6) . . . . ?
O2 N9 C2 C3 156.0(5) . . . . ?
O3' N9 C2 C3 -29.8(6) . . . . ?
O2' N9 C2 C1 -9.2(6) . . . . ?
O3 N9 C2 C1 -178.0(5) . . . . ?
O2 N9 C2 C1 -26.4(6) . . . . ?
O3' N9 C2 C1 147.8(5) . . . . ?
O1 C1 C2 C3 177.4(3) . . . . ?
C6 C1 C2 C3 -4.2(4) . . . . ?
O1 C1 C2 N9 0.0(5) . . . . ?
C6 C1 C2 N9 178.5(3) . . . . ?
N9 C2 C3 C4 -179.1(3) . . . . ?
C1 C2 C3 C4 3.5(5) . . . . ?
C2 C3 C4 C5 0.5(5) . . . . ?
C2 C3 C4 N10 -178.0(3) . . . . ?
O4 N10 C4 C3 171.1(3) . . . . ?
O5 N10 C4 C3 -7.8(4) . . . . ?
O4 N10 C4 C5 -7.5(4) . . . . ?
O5 N10 C4 C5 173.6(3) . . . . ?
C3 C4 C5 C6 -3.2(4) . . . . ?
N10 C4 C5 C6 175.4(2) . . . . ?
C4 C5 C6 C1 2.2(4) . . . . ?
C4 C5 C6 N11 -179.1(2) . . . . ?
O1 C1 C6 C5 179.8(3) . . . . ?
C2 C1 C6 C5 1.3(4) . . . . ?
O1 C1 C6 N11 1.1(4) . . . . ?
C2 C1 C6 N11 -177.4(2) . . . . ?
O6 N11 C6 C5 136.3(3) . . . . ?
O7 N11 C6 C5 -43.2(3) . . . . ?
O6 N11 C6 C1 -44.9(3) . . . . ?
O7 N11 C6 C1 135.6(3) . . . . ?
O11 C11 C12 C13 -176.9(3) . . . . ?
C16 C11 C12 C13 0.2(4) . . . . ?
O11 C11 C12 N12 3.0(4) . . . . ?
C16 C11 C12 N12 -180.0(2) . . . . ?
O13 N12 C12 C13 -162.1(3) . . . . ?
O12 N12 C12 C13 17.9(4) . . . . ?
O13 N12 C12 C11 18.1(4) . . . . ?
O12 N12 C12 C11 -162.0(3) . . . . ?
C11 C12 C13 C14 0.1(4) . . . . ?
N12 C12 C13 C14 -179.8(3) . . . . ?
C12 C13 C14 C15 0.6(4) . . . . ?
C12 C13 C14 N13 -178.5(3) . . . . ?
O15 N13 C14 C13 171.2(3) . . . . ?
O14 N13 C14 C13 -8.8(4) . . . . ?
O15 N13 C14 C15 -7.9(4) . . . . ?
O14 N13 C14 C15 172.2(3) . . . . ?
C13 C14 C15 C16 -1.4(4) . . . . ?
N13 C14 C15 C16 177.6(3) . . . . ?
C14 C15 C16 N14 -178.8(2) . . . . ?
C14 C15 C16 C11 1.8(4) . . . . ?
O16 N14 C16 C15 139.4(3) . . . . ?
O17 N14 C16 C15 -37.4(4) . . . . ?
O16 N14 C16 C11 -41.1(4) . . . . ?
O17 N14 C16 C11 142.1(3) . . . . ?
O11 C11 C16 C15 176.0(3) . . . . ?
C12 C11 C16 C15 -1.1(4) . . . . ?
O11 C11 C16 N14 -3.5(4) . . . . ?
C12 C11 C16 N14 179.4(2) . . . . ?

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
N4 H4A O5 0.91 2.33 3.205(3) 162.3 1_655
N4 H4A N3 0.91 2.52 3.053(3) 118.0 1_655
N4 H4B O7 0.91 2.23 3.103(3) 160.0 2_877
N4 H4B O6 0.91 2.64 3.446(3) 147.6 2_877
N4 H4C O11 0.91 2.24 3.099(3) 156.8 1_654
N4 H4C O16 0.91 2.58 3.283(3) 134.1 1_654
N5 H5A N1 0.91 2.10 3.009(3) 173.0 2_866
N5 H5A N2 0.91 2.66 3.490(3) 151.6 2_866
N5 H5B O11 0.91 2.21 3.002(3) 145.9 1_654
N5 H5B N3 0.91 2.37 3.001(3) 126.1 1_655
N5 H5B O13 0.91 2.53 3.120(3) 122.8 1_654
N5 H5C O1 0.91 1.95 2.835(3) 164.7 1_554
N6 H6A N1 0.91 2.50 3.340(3) 153.9 2_866
N6 H6B O2 0.91 2.52 3.391(7) 159.7 2_867
N6 H6C O5 0.91 2.29 3.192(4) 174.0 1_655
N7 H7A N2 0.91 2.40 2.853(3) 110.9 .
N7 H7A O5 0.91 2.59 3.269(3) 131.8 .
N7 H7B O17 0.91 2.20 3.088(3) 164.4 2_777
N7 H7B O7 0.91 2.49 2.964(3) 113.0 2_877
N7 H7C O14 0.91 2.22 3.014(3) 146.0 1_655
N8 H8A O1 0.91 1.97 2.844(3) 159.1 1_554
N8 H8A O6 0.91 2.45 2.950(3) 114.6 1_554
N8 H8B O16 0.91 2.49 3.276(3) 144.9 2_777
N8 H8C O11 0.91 2.27 3.100(3) 150.9 1_554
N8 H8C N2 0.91 2.52 3.032(3) 116.1 .

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        29.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.751
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.084
_database_code_depnum_ccdc_archive 'CCDC 993742'
#######################################################################
#
#                 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_magd08

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H16 Co N9 O12'
_chemical_formula_weight         465.21

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 '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                   6.8481(3)
_cell_length_b                   13.4859(5)
_cell_length_c                   18.5624(6)
_cell_angle_alpha                75.421(3)
_cell_angle_beta                 89.746(3)
_cell_angle_gamma                85.199(3)
_cell_volume                     1653.03(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1824
_cell_measurement_theta_min      3.3909
_cell_measurement_theta_max      41.7446

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.869
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             952
_exptl_absorpt_coefficient_mu    8.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.87767
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) 
(compiled Nov  6 2009,16:24:50) 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Atlas, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3543
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            42643
_diffrn_reflns_av_R_equivalents  0.0528
_diffrn_reflns_av_sigmaI/netI    0.0261
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.40
_diffrn_reflns_theta_max         76.02
_reflns_number_total             6845
_reflns_number_gt                6242
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) 
(compiled Nov  6 2009,16:24:50) 
;
_computing_cell_refinement       
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) 
(compiled Nov  6 2009,16:24:50) 
;
_computing_data_reduction        
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) 
(compiled Nov  6 2009,16:24:50) 
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker XP'
_computing_publication_material  SHELXL-97

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0888P)²+5.0445P] where P=(Fo²+2Fc²)/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_number_reflns         6845
_refine_ls_number_parameters     521
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0599
_refine_ls_R_factor_gt           0.0566
_refine_ls_wR_factor_ref         0.1553
_refine_ls_wR_factor_gt          0.1527
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.001
_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 0.89689(8) 0.94085(4) 0.15984(3) 0.01107(15) Uani 1 1 d . . .
Co2 Co 0.44255(8) 0.54130(4) 0.33945(3) 0.01110(15) Uani 1 1 d . . .
C1 C 0.4045(5) 0.5398(3) 0.09438(19) 0.0135(7) Uani 1 1 d . . .
C2 C 0.3958(5) 0.6440(3) 0.04547(19) 0.0133(7) Uani 1 1 d . . .
C3 C 0.3056(5) 0.6733(3) -0.02298(19) 0.0149(7) Uani 1 1 d . . .
H3 H 0.2988 0.7431 -0.0509 0.018 Uiso 1 1 calc R . .
C4 C 0.2237(5) 0.5996(3) -0.05131(18) 0.0130(6) Uani 1 1 d . . .
C5 C 0.2228(5) 0.4983(3) -0.0098(2) 0.0138(7) Uani 1 1 d . . .
H5 H 0.1664 0.4487 -0.0298 0.017 Uiso 1 1 calc R . .
C6 C 0.3049(5) 0.4708(3) 0.06083(19) 0.0128(7) Uani 1 1 d . . .
C7 C 0.8721(5) 0.9527(3) 0.4144(2) 0.0149(7) Uani 1 1 d . . .
C8 C 0.8774(5) 0.8540(3) 0.4693(2) 0.0151(7) Uani 1 1 d . . .
C9 C 0.8059(5) 0.8384(3) 0.5398(2) 0.0167(7) Uani 1 1 d . . .
H9 H 0.8080 0.7713 0.5719 0.020 Uiso 1 1 calc R . .
C10 C 0.7297(5) 0.9244(3) 0.56300(19) 0.0157(7) Uani 1 1 d . . .
C11 C 0.7168(5) 1.0221(3) 0.5161(2) 0.0164(7) Uani 1 1 d . . .
H11 H 0.6617 1.0791 0.5329 0.020 Uiso 1 1 calc R . .
C12 C 0.7854(5) 1.0360(3) 0.44386(19) 0.0146(7) Uani 1 1 d . . .
N1 N 1.0358(4) 1.0325(2) 0.08279(16) 0.0146(6) Uani 1 1 d . . .
N2 N 0.7597(5) 0.8485(2) 0.23595(16) 0.0150(6) Uani 1 1 d . . .
N3 N 0.8074(5) 1.0546(2) 0.20304(17) 0.0158(6) Uani 1 1 d . . .
H3A H 0.8541 1.1136 0.1761 0.024 Uiso 1 1 calc R . .
H3B H 0.8524 1.0409 0.2509 0.024 Uiso 1 1 calc R . .
H3C H 0.6741 1.0621 0.2023 0.024 Uiso 1 1 calc R . .
N4 N 1.1319(4) 0.9148(2) 0.22409(16) 0.0145(6) Uani 1 1 d . . .
H4A H 1.2286 0.9519 0.2000 0.022 Uiso 1 1 calc R . .
H4B H 1.1728 0.8467 0.2352 0.022 Uiso 1 1 calc R . .
H4C H 1.1034 0.9339 0.2669 0.022 Uiso 1 1 calc R . .
N5 N 0.9847(4) 0.8250(2) 0.11770(16) 0.0151(6) Uani 1 1 d . . .
H5A H 1.0595 0.8477 0.0772 0.023 Uiso 1 1 calc R . .
H5B H 0.8784 0.7974 0.1039 0.023 Uiso 1 1 calc R . .
H5C H 1.0567 0.7762 0.1525 0.023 Uiso 1 1 calc R . .
N6 N 0.6598(4) 0.9724(2) 0.09619(17) 0.0157(6) Uani 1 1 d . . .
H6A H 0.6848 1.0181 0.0527 0.023 Uiso 1 1 calc R . .
H6B H 0.5611 0.9999 0.1200 0.023 Uiso 1 1 calc R . .
H6C H 0.6237 0.9135 0.0864 0.023 Uiso 1 1 calc R . .
N7 N 0.2772(4) 0.6191(2) 0.25617(16) 0.0150(6) Uani 1 1 d . . .
N8 N 0.6046(5) 0.4647(2) 0.42354(16) 0.0162(6) Uani 1 1 d . . .
N9 N 0.2059(5) 0.5187(2) 0.40039(17) 0.0168(6) Uani 1 1 d . . .
H9A H 0.2405 0.4807 0.4471 0.025 Uiso 1 1 calc R . .
H9B H 0.1225 0.4846 0.3793 0.025 Uiso 1 1 calc R . .
H9C H 0.1455 0.5804 0.4029 0.025 Uiso 1 1 calc R . .
N10 N 0.4129(5) 0.4134(2) 0.30941(16) 0.0156(6) Uani 1 1 d . . .
H10A H 0.4812 0.3599 0.3418 0.023 Uiso 1 1 calc R . .
H10B H 0.4599 0.4193 0.2627 0.023 Uiso 1 1 calc R . .
H10C H 0.2838 0.4018 0.3098 0.023 Uiso 1 1 calc R . .
N11 N 0.6748(4) 0.5618(2) 0.27715(16) 0.0138(6) Uani 1 1 d . . .
H11A H 0.7830 0.5305 0.3045 0.021 Uiso 1 1 calc R . .
H11B H 0.6881 0.6303 0.2603 0.021 Uiso 1 1 calc R . .
H11C H 0.6610 0.5340 0.2377 0.021 Uiso 1 1 calc R . .
N12 N 0.4867(5) 0.6674(2) 0.36882(17) 0.0159(6) Uani 1 1 d . . .
H12A H 0.5660 0.6517 0.4100 0.024 Uiso 1 1 calc R . .
H12B H 0.3699 0.6979 0.3791 0.024 Uiso 1 1 calc R . .
H12C H 0.5446 0.7112 0.3310 0.024 Uiso 1 1 calc R . .
N13 N 0.5014(5) 0.7211(2) 0.06702(17) 0.0160(6) Uani 1 1 d . . .
N14 N 0.1471(5) 0.6267(2) -0.12665(16) 0.0156(6) Uani 1 1 d . . .
N15 N 0.2996(4) 0.3637(2) 0.10095(17) 0.0149(6) Uani 1 1 d . . .
N16 N 0.9687(5) 0.7642(2) 0.44768(17) 0.0177(6) Uani 1 1 d . . .
N17 N 0.6632(5) 0.9115(3) 0.63835(17) 0.0202(7) Uani 1 1 d . . .
N18 N 0.7691(5) 1.1402(2) 0.39825(17) 0.0162(6) Uani 1 1 d . . .
O1 O 1.1957(4) 1.0018(2) 0.06083(14) 0.0194(5) Uani 1 1 d . . .
O2 O 0.9638(4) 1.1215(2) 0.05518(14) 0.0197(5) Uani 1 1 d . . .
O3 O 0.8487(4) 0.76654(19) 0.27234(15) 0.0184(5) Uani 1 1 d . . .
O4 O 0.5852(4) 0.8691(2) 0.24771(15) 0.0205(6) Uani 1 1 d . . .
O5 O 0.1252(4) 0.5857(2) 0.23999(15) 0.0200(6) Uani 1 1 d . . .
O6 O 0.3268(4) 0.70383(19) 0.21836(14) 0.0183(5) Uani 1 1 d . . .
O7 O 0.5417(4) 0.3902(2) 0.46875(14) 0.0208(6) Uani 1 1 d . . .
O8 O 0.7697(4) 0.4916(2) 0.43277(15) 0.0210(6) Uani 1 1 d . . .
O9 O 0.4905(4) 0.5142(2) 0.15538(13) 0.0165(5) Uani 1 1 d . . .
O10 O 0.6514(4) 0.6934(2) 0.10549(15) 0.0202(6) Uani 1 1 d . . .
O11 O 0.4385(4) 0.8125(2) 0.04386(17) 0.0242(6) Uani 1 1 d . . .
O12 O 0.0700(4) 0.5597(2) -0.14898(14) 0.0186(5) Uani 1 1 d . . .
O13 O 0.1627(5) 0.7138(2) -0.16609(15) 0.0229(6) Uani 1 1 d . . .
O14 O 0.2395(4) 0.3037(2) 0.06648(14) 0.0185(5) Uani 1 1 d . . .
O15 O 0.3514(5) 0.3354(2) 0.16616(15) 0.0278(7) Uani 1 1 d . . .
O16 O 0.9327(4) 0.9616(2) 0.35017(14) 0.0200(6) Uani 1 1 d . . .
O17 O 0.8917(5) 0.6825(2) 0.46693(17) 0.0258(6) Uani 1 1 d . . .
O18 O 1.1205(4) 0.7743(2) 0.41180(16) 0.0252(6) Uani 1 1 d . . .
O19 O 0.5852(5) 0.9872(2) 0.65697(15) 0.0273(6) Uani 1 1 d . . .
O20 O 0.6867(5) 0.8250(2) 0.68196(15) 0.0262(6) Uani 1 1 d . . .
O21 O 0.8618(5) 1.1615(2) 0.33977(15) 0.0260(6) Uani 1 1 d . . .
O22 O 0.6639(5) 1.2060(2) 0.41940(17) 0.0287(7) Uani 1 1 d . . .
O23 O 0.9785(4) 0.3741(2) 0.30877(16) 0.0198(6) Uani 1 1 d . . .
H23A H 0.992(9) 0.387(5) 0.264(4) 0.042(17) Uiso 1 1 d . . .
H23B H 0.937(10) 0.323(5) 0.315(4) 0.044(18) Uiso 1 1 d . . .
O24 O 0.3529(4) 0.1065(2) 0.17458(16) 0.0202(6) Uani 1 1 d . . .
H24A H 0.300(10) 0.165(5) 0.140(4) 0.048(17) Uiso 1 1 d . . .
H24B H 0.361(10) 0.129(5) 0.210(4) 0.052(19) Uiso 1 1 d . . .


_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 N2 1.931(3) . ?
Co1 N1 1.943(3) . ?
Co1 N3 1.956(3) . ?
Co1 N4 1.962(3) . ?
Co1 N6 1.965(3) . ?
Co1 N5 1.967(3) . ?
Co2 N8 1.936(3) . ?
Co2 N7 1.942(3) . ?
Co2 N12 1.958(3) . ?
Co2 N11 1.959(3) . ?
Co2 N10 1.968(3) . ?
Co2 N9 1.973(3) . ?
C1 O9 1.234(4) . ?
C1 C6 1.456(5) . ?
C1 C2 1.465(5) . ?
C2 C3 1.366(5) . ?
C2 N13 1.450(4) . ?
C3 C4 1.393(5) . ?
C4 C5 1.390(5) . ?
C4 N14 1.443(4) . ?
C5 C6 1.378(5) . ?
C6 N15 1.453(4) . ?
C7 O16 1.241(4) . ?
C7 C12 1.452(5) . ?
C7 C8 1.456(5) . ?
C8 C9 1.367(5) . ?
C8 N16 1.461(5) . ?
C9 C10 1.396(5) . ?
C10 C11 1.381(5) . ?
C10 N17 1.442(4) . ?
C11 C12 1.391(5) . ?
C12 N18 1.443(5) . ?
N1 O2 1.240(4) . ?
N1 O1 1.242(4) . ?
N2 O4 1.235(4) . ?
N2 O3 1.251(4) . ?
N7 O5 1.235(4) . ?
N7 O6 1.254(4) . ?
N8 O8 1.241(4) . ?
N8 O7 1.243(4) . ?
N13 O10 1.230(4) . ?
N13 O11 1.239(4) . ?
N14 O13 1.230(4) . ?
N14 O12 1.240(4) . ?
N15 O15 1.219(4) . ?
N15 O14 1.245(4) . ?
N16 O18 1.231(4) . ?
N16 O17 1.231(4) . ?
N17 O19 1.237(5) . ?
N17 O20 1.239(4) . ?
N18 O22 1.235(4) . ?
N18 O21 1.238(4) . ?

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
N2 Co1 N1 179.39(13) . . ?
N2 Co1 N3 89.54(13) . . ?
N1 Co1 N3 91.06(13) . . ?
N2 Co1 N4 90.37(13) . . ?
N1 Co1 N4 89.66(13) . . ?
N3 Co1 N4 89.27(13) . . ?
N2 Co1 N6 90.31(13) . . ?
N1 Co1 N6 89.68(13) . . ?
N3 Co1 N6 88.57(13) . . ?
N4 Co1 N6 177.73(13) . . ?
N2 Co1 N5 89.52(13) . . ?
N1 Co1 N5 89.88(13) . . ?
N3 Co1 N5 179.06(13) . . ?
N4 Co1 N5 90.71(13) . . ?
N6 Co1 N5 91.46(13) . . ?
N8 Co2 N7 179.05(13) . . ?
N8 Co2 N12 88.60(13) . . ?
N7 Co2 N12 90.87(13) . . ?
N8 Co2 N11 90.34(13) . . ?
N7 Co2 N11 90.42(13) . . ?
N12 Co2 N11 88.54(13) . . ?
N8 Co2 N10 89.91(13) . . ?
N7 Co2 N10 90.66(13) . . ?
N12 Co2 N10 177.05(14) . . ?
N11 Co2 N10 88.94(13) . . ?
N8 Co2 N9 90.39(13) . . ?
N7 Co2 N9 88.86(13) . . ?
N12 Co2 N9 92.81(13) . . ?
N11 Co2 N9 178.48(13) . . ?
N10 Co2 N9 89.74(13) . . ?
O9 C1 C6 124.9(3) . . ?
O9 C1 C2 123.6(3) . . ?
C6 C1 C2 111.5(3) . . ?
C3 C2 N13 116.1(3) . . ?
C3 C2 C1 124.6(3) . . ?
N13 C2 C1 119.2(3) . . ?
C2 C3 C4 119.0(3) . . ?
C5 C4 C3 121.4(3) . . ?
C5 C4 N14 118.7(3) . . ?
C3 C4 N14 119.8(3) . . ?
C6 C5 C4 118.9(3) . . ?
C5 C6 N15 116.0(3) . . ?
C5 C6 C1 124.4(3) . . ?
N15 C6 C1 119.5(3) . . ?
O16 C7 C12 125.5(3) . . ?
O16 C7 C8 122.6(3) . . ?
C12 C7 C8 111.9(3) . . ?
C9 C8 C7 125.4(3) . . ?
C9 C8 N16 117.2(3) . . ?
C7 C8 N16 117.4(3) . . ?
C8 C9 C10 117.9(3) . . ?
C11 C10 C9 122.0(3) . . ?
C11 C10 N17 118.6(3) . . ?
C9 C10 N17 119.4(3) . . ?
C10 C11 C12 119.2(3) . . ?
C11 C12 N18 116.1(3) . . ?
C11 C12 C7 123.5(3) . . ?
N18 C12 C7 120.3(3) . . ?
O2 N1 O1 120.1(3) . . ?
O2 N1 Co1 119.9(2) . . ?
O1 N1 Co1 120.0(2) . . ?
O4 N2 O3 120.3(3) . . ?
O4 N2 Co1 120.5(2) . . ?
O3 N2 Co1 119.2(2) . . ?
O5 N7 O6 120.0(3) . . ?
O5 N7 Co2 120.8(2) . . ?
O6 N7 Co2 119.3(2) . . ?
O8 N8 O7 120.3(3) . . ?
O8 N8 Co2 119.7(2) . . ?
O7 N8 Co2 120.0(2) . . ?
O10 N13 O11 123.0(3) . . ?
O10 N13 C2 118.9(3) . . ?
O11 N13 C2 118.1(3) . . ?
O13 N14 O12 122.9(3) . . ?
O13 N14 C4 119.3(3) . . ?
O12 N14 C4 117.8(3) . . ?
O15 N15 O14 122.4(3) . . ?
O15 N15 C6 120.0(3) . . ?
O14 N15 C6 117.6(3) . . ?
O18 N16 O17 123.6(3) . . ?
O18 N16 C8 117.8(3) . . ?
O17 N16 C8 118.6(3) . . ?
O19 N17 O20 122.6(3) . . ?
O19 N17 C10 118.8(3) . . ?
O20 N17 C10 118.6(3) . . ?
O22 N18 O21 121.9(3) . . ?
O22 N18 C12 118.7(3) . . ?
O21 N18 C12 119.4(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O9 C1 C2 C3 178.3(4) . . . . ?
C6 C1 C2 C3 0.1(5) . . . . ?
O9 C1 C2 N13 3.4(5) . . . . ?
C6 C1 C2 N13 -174.9(3) . . . . ?
N13 C2 C3 C4 171.6(3) . . . . ?
C1 C2 C3 C4 -3.5(5) . . . . ?
C2 C3 C4 C5 3.5(5) . . . . ?
C2 C3 C4 N14 -173.2(3) . . . . ?
C3 C4 C5 C6 0.0(5) . . . . ?
N14 C4 C5 C6 176.7(3) . . . . ?
C4 C5 C6 N15 -179.8(3) . . . . ?
C4 C5 C6 C1 -3.7(5) . . . . ?
O9 C1 C6 C5 -174.6(3) . . . . ?
C2 C1 C6 C5 3.6(5) . . . . ?
O9 C1 C6 N15 1.3(5) . . . . ?
C2 C1 C6 N15 179.5(3) . . . . ?
O16 C7 C8 C9 -177.2(4) . . . . ?
C12 C7 C8 C9 1.7(5) . . . . ?
O16 C7 C8 N16 3.6(5) . . . . ?
C12 C7 C8 N16 -177.5(3) . . . . ?
C7 C8 C9 C10 -3.3(6) . . . . ?
N16 C8 C9 C10 175.9(3) . . . . ?
C8 C9 C10 C11 3.1(5) . . . . ?
C8 C9 C10 N17 -176.5(3) . . . . ?
C9 C10 C11 C12 -1.4(5) . . . . ?
N17 C10 C11 C12 178.2(3) . . . . ?
C10 C11 C12 N18 -179.4(3) . . . . ?
C10 C11 C12 C7 -0.3(5) . . . . ?
O16 C7 C12 C11 179.0(4) . . . . ?
C8 C7 C12 C11 0.2(5) . . . . ?
O16 C7 C12 N18 -1.9(6) . . . . ?
C8 C7 C12 N18 179.2(3) . . . . ?
N2 Co1 N1 O2 140(13) . . . . ?
N3 Co1 N1 O2 -37.3(3) . . . . ?
N4 Co1 N1 O2 -126.6(3) . . . . ?
N6 Co1 N1 O2 51.2(3) . . . . ?
N5 Co1 N1 O2 142.7(3) . . . . ?
N2 Co1 N1 O1 -39(13) . . . . ?
N3 Co1 N1 O1 143.2(3) . . . . ?
N4 Co1 N1 O1 54.0(3) . . . . ?
N6 Co1 N1 O1 -128.2(3) . . . . ?
N5 Co1 N1 O1 -36.7(3) . . . . ?
N1 Co1 N2 O4 -126(13) . . . . ?
N3 Co1 N2 O4 51.7(3) . . . . ?
N4 Co1 N2 O4 140.9(3) . . . . ?
N6 Co1 N2 O4 -36.9(3) . . . . ?
N5 Co1 N2 O4 -128.3(3) . . . . ?
N1 Co1 N2 O3 53(13) . . . . ?
N3 Co1 N2 O3 -129.7(3) . . . . ?
N4 Co1 N2 O3 -40.4(3) . . . . ?
N6 Co1 N2 O3 141.8(3) . . . . ?
N5 Co1 N2 O3 50.3(3) . . . . ?
N8 Co2 N7 O5 -83(8) . . . . ?
N12 Co2 N7 O5 -139.4(3) . . . . ?
N11 Co2 N7 O5 132.1(3) . . . . ?
N10 Co2 N7 O5 43.2(3) . . . . ?
N9 Co2 N7 O5 -46.6(3) . . . . ?
N8 Co2 N7 O6 97(8) . . . . ?
N12 Co2 N7 O6 41.0(3) . . . . ?
N11 Co2 N7 O6 -47.5(3) . . . . ?
N10 Co2 N7 O6 -136.4(3) . . . . ?
N9 Co2 N7 O6 133.8(3) . . . . ?
N7 Co2 N8 O8 -107(8) . . . . ?
N12 Co2 N8 O8 -51.4(3) . . . . ?
N11 Co2 N8 O8 37.2(3) . . . . ?
N10 Co2 N8 O8 126.1(3) . . . . ?
N9 Co2 N8 O8 -144.2(3) . . . . ?
N7 Co2 N8 O7 71(8) . . . . ?
N12 Co2 N8 O7 127.3(3) . . . . ?
N11 Co2 N8 O7 -144.2(3) . . . . ?
N10 Co2 N8 O7 -55.2(3) . . . . ?
N9 Co2 N8 O7 34.5(3) . . . . ?
C3 C2 N13 O10 -146.1(3) . . . . ?
C1 C2 N13 O10 29.3(5) . . . . ?
C3 C2 N13 O11 31.9(5) . . . . ?
C1 C2 N13 O11 -152.7(3) . . . . ?
C5 C4 N14 O13 -173.7(3) . . . . ?
C3 C4 N14 O13 3.1(5) . . . . ?
C5 C4 N14 O12 5.3(5) . . . . ?
C3 C4 N14 O12 -177.9(3) . . . . ?
C5 C6 N15 O15 -172.8(3) . . . . ?
C1 C6 N15 O15 11.0(5) . . . . ?
C5 C6 N15 O14 6.7(5) . . . . ?
C1 C6 N15 O14 -169.5(3) . . . . ?
C9 C8 N16 O18 -138.2(4) . . . . ?
C7 C8 N16 O18 41.1(5) . . . . ?
C9 C8 N16 O17 40.9(5) . . . . ?
C7 C8 N16 O17 -139.7(3) . . . . ?
C11 C10 N17 O19 4.6(5) . . . . ?
C9 C10 N17 O19 -175.7(3) . . . . ?
C11 C10 N17 O20 -175.3(3) . . . . ?
C9 C10 N17 O20 4.4(5) . . . . ?
C11 C12 N18 O22 -14.0(5) . . . . ?
C7 C12 N18 O22 166.9(3) . . . . ?
C11 C12 N18 O21 165.3(3) . . . . ?
C7 C12 N18 O21 -13.9(5) . . . . ?

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
N3 H3A O13 0.91 2.28 3.050(4) 141.9 2_675
N3 H3B O16 0.91 1.94 2.808(4) 159.0 .
N3 H3C O24 0.91 2.26 3.149(4) 166.7 1_565
N4 H4A O24 0.91 2.26 3.043(4) 144.5 1_665
N4 H4B O6 0.91 2.21 3.067(4) 156.9 1_655
N4 H4C O16 0.91 2.02 2.882(4) 156.6 .
N5 H5A O2 0.91 2.39 3.132(4) 138.6 2_775
N5 H5B O10 0.91 2.17 3.048(4) 160.7 .
N5 H5C O6 0.91 2.23 3.084(4) 155.5 1_655
N6 H6A O1 0.91 2.33 3.020(4) 132.7 2_775
N6 H6C O11 0.91 2.22 3.083(4) 157.8 .
N10 H10B O9 0.91 2.10 2.908(4) 147.4 .
N10 H10C O23 0.91 2.16 3.065(4) 179.0 1_455
N11 H11B O3 0.91 2.28 3.078(4) 146.8 .
N11 H11C O9 0.91 2.01 2.829(4) 148.7 .
N12 H12B O18 0.91 2.09 2.993(4) 173.2 1_455
N12 H12C O4 0.91 2.33 3.181(4) 155.4 .
O23 H23A O12 0.80(7) 2.11(7) 2.886(4) 161(6) 2_665
O23 H23B O21 0.75(7) 2.22(7) 2.957(4) 171(7) 1_545
O24 H24A O14 0.93(7) 2.03(7) 2.947(4) 168(6) .
O24 H24B O20 0.79(7) 2.26(7) 3.035(4) 166(7) 2_666

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        76.02
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         1.327
_refine_diff_density_min         -0.790
_refine_diff_density_rms         0.122
_database_code_depnum_ccdc_archive 'CCDC 993743'
#######################################################################
#
#                 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_magd20

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H38 Co2 N26 O35'
_chemical_formula_weight         1368.66

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 '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                   12.6374(3)
_cell_length_b                   13.7368(3)
_cell_length_c                   15.6996(4)
_cell_angle_alpha                113.942(2)
_cell_angle_beta                 90.678(2)
_cell_angle_gamma                89.527(2)
_cell_volume                     2490.71(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1781
_cell_measurement_theta_min      3.4947
_cell_measurement_theta_max      41.7249

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.825
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1396
_exptl_absorpt_coefficient_mu    6.434
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5123
_exptl_absorpt_correction_T_max  0.8304
_exptl_absorpt_process_details   
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) 
(compiled Aug 27 2010,11:50:40) 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Atlas, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3543
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            32362
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_sigmaI/netI    0.0300
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.50
_diffrn_reflns_theta_max         75.88
_reflns_number_total             10298
_reflns_number_gt                9626
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) 
(compiled Aug 27 2010,11:50:40) 
;
_computing_cell_refinement       
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) 
(compiled Aug 27 2010,11:50:40) 
;
_computing_data_reduction        
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) 
(compiled Aug 27 2010,11:50:40) 
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker XP'
_computing_publication_material  SHELXL-97

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0447P)²+1.8683P] where P=(Fo²+2Fc²)/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_number_reflns         10298
_refine_ls_number_parameters     819
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.0964
_refine_ls_wR_factor_gt          0.0942
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.127
_refine_ls_shift/su_mean         0.002

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 0.30952(3) 0.39118(2) 0.06290(2) 0.01984(8) Uani 1 1 d . . .
Co2 Co 0.25677(2) 0.58139(2) 0.47046(2) 0.01599(8) Uani 1 1 d . . .
C1 C 0.71529(16) 0.97815(15) 0.56269(14) 0.0193(4) Uani 1 1 d . . .
C2 C 0.74229(16) 1.07162(16) 0.64514(15) 0.0209(4) Uani 1 1 d . . .
C3 C 0.67301(17) 1.12717(16) 0.71446(14) 0.0215(4) Uani 1 1 d . . .
H3 H 0.6957 1.1883 0.7669 0.026 Uiso 1 1 calc R . .
C4 C 0.56868(16) 1.09266(16) 0.70680(14) 0.0198(4) Uani 1 1 d . . .
C5 C 0.53458(16) 1.00341(16) 0.63055(14) 0.0188(4) Uani 1 1 d . . .
H5 H 0.4637 0.9795 0.6270 0.023 Uiso 1 1 calc R . .
C6 C 0.60440(15) 0.94978(15) 0.55999(14) 0.0182(4) Uani 1 1 d . . .
C7 C 0.80881(15) 0.86061(16) 0.41940(15) 0.0203(4) Uani 1 1 d . . .
C8 C 0.81509(16) 0.89683(16) 0.34589(16) 0.0222(4) Uani 1 1 d . . .
C9 C 0.86351(16) 0.84006(17) 0.26215(15) 0.0220(4) Uani 1 1 d . . .
H9 H 0.8690 0.8689 0.2166 0.026 Uiso 1 1 calc R . .
C10 C 0.90421(16) 0.74001(17) 0.24540(15) 0.0213(4) Uani 1 1 d . . .
C11 C 0.89577(16) 0.69538(16) 0.30960(15) 0.0219(4) Uani 1 1 d . . .
H11 H 0.9227 0.6260 0.2964 0.026 Uiso 1 1 calc R . .
C12 C 0.84744(15) 0.75376(16) 0.39318(15) 0.0205(4) Uani 1 1 d . . .
C13 C 0.8181(2) 1.15893(17) 1.01093(15) 0.0286(5) Uani 1 1 d . . .
C14 C 0.8484(2) 1.26968(17) 1.04397(15) 0.0273(5) Uani 1 1 d . . .
C15 C 0.90003(17) 1.32467(16) 1.12684(15) 0.0223(4) Uani 1 1 d . . .
H15 H 0.9185 1.3972 1.1447 0.027 Uiso 1 1 calc R . .
C16 C 0.92494(16) 1.27326(17) 1.18405(15) 0.0222(4) Uani 1 1 d . . .
C17 C 0.89542(17) 1.16843(17) 1.16040(15) 0.0242(4) Uani 1 1 d . . .
H17 H 0.9101 1.1348 1.2015 0.029 Uiso 1 1 calc R . .
C18 C 0.84486(18) 1.11389(16) 1.07693(15) 0.0237(4) Uani 1 1 d . A .
C19 C 0.7189(3) 1.02646(17) 0.88026(16) 0.0357(6) Uani 1 1 d . . .
C20 C 0.6085(3) 1.01593(18) 0.89502(16) 0.0380(6) Uani 1 1 d . . .
C21 C 0.5447(3) 0.93601(18) 0.83433(16) 0.0359(6) Uani 1 1 d . . .
H21 H 0.4717 0.9336 0.8468 0.043 Uiso 1 1 calc R . .
C22 C 0.5893(2) 0.85945(17) 0.75489(15) 0.0316(5) Uani 1 1 d . . .
C23 C 0.6946(2) 0.86394(17) 0.73375(15) 0.0314(5) Uani 1 1 d . . .
H23 H 0.7238 0.8117 0.6784 0.038 Uiso 1 1 calc R . .
C24 C 0.7564(2) 0.94509(18) 0.79406(16) 0.0337(6) Uani 1 1 d . . .
O1 O 0.90653(14) 1.09318(15) 0.58974(15) 0.0387(4) Uani 1 1 d . . .
O2 O 0.87941(15) 1.16551(17) 0.73830(15) 0.0460(5) Uani 1 1 d . . .
O3 O 0.52742(15) 1.22901(13) 0.84727(11) 0.0359(4) Uani 1 1 d . . .
O4 O 0.40375(13) 1.11557(14) 0.77412(11) 0.0319(4) Uani 1 1 d . . .
O5 O 0.48528(12) 0.81171(12) 0.49906(12) 0.0283(3) Uani 1 1 d . . .
O6 O 0.60335(12) 0.82616(12) 0.40616(10) 0.0230(3) Uani 1 1 d . . .
O7 O 0.70794(12) 1.04338(12) 0.42105(12) 0.0260(3) Uani 1 1 d . . .
O8 O 0.80203(18) 1.04064(16) 0.30616(17) 0.0507(6) Uani 1 1 d . . .
O9 O 0.95531(13) 0.72017(13) 0.09902(11) 0.0286(3) Uani 1 1 d . . .
O10 O 0.99493(14) 0.59447(13) 0.14467(13) 0.0345(4) Uani 1 1 d . . .
O11 O 0.88366(12) 0.62027(13) 0.44327(12) 0.0290(3) Uani 1 1 d . . .
O12 O 0.76447(14) 0.73687(13) 0.51705(11) 0.0299(3) Uani 1 1 d . . .
O13 O 0.7558(3) 1.29599(17) 0.92752(17) 0.0941(13) Uani 1 1 d . . .
O14 O 0.85996(19) 1.41911(15) 1.01364(15) 0.0472(5) Uani 1 1 d . . .
O15 O 0.99921(14) 1.42542(13) 1.29440(12) 0.0331(4) Uani 1 1 d . . .
O16 O 1.00572(15) 1.28196(14) 1.31928(13) 0.0367(4) Uani 1 1 d . . .
O17 O 0.8354(3) 0.9384(2) 0.9795(2) 0.0392(9) Uani 0.577(4) 1 d P A 1
O18 O 0.7906(4) 0.9869(3) 1.1235(2) 0.0493(11) Uani 0.577(4) 1 d P A 1
O17' O 0.7312(3) 0.9620(3) 1.0128(3) 0.0303(10) Uiso 0.423(4) 1 d P A 2
O18' O 0.8763(4) 0.9475(4) 1.0808(3) 0.0398(12) Uiso 0.423(4) 1 d P A 2
O19 O 0.6090(2) 1.15092(16) 1.04365(13) 0.0575(6) Uani 1 1 d . . .
O20 O 0.4587(2) 1.10015(16) 0.97430(13) 0.0544(6) Uani 1 1 d . . .
O21 O 0.42796(17) 0.77599(16) 0.71089(13) 0.0431(4) Uani 1 1 d . . .
O22 O 0.56260(15) 0.70615(13) 0.62185(11) 0.0340(4) Uani 1 1 d . . .
O23 O 0.88672(15) 0.91457(14) 0.68542(14) 0.0395(4) Uani 1 1 d . . .
O24 O 0.9348(2) 0.9824(2) 0.82994(19) 0.0848(11) Uani 1 1 d . . .
O25 O 0.26500(14) 0.38360(14) -0.11413(11) 0.0323(4) Uani 1 1 d . . .
O26 O 0.3823(2) 0.49675(19) -0.04125(14) 0.0626(8) Uani 1 1 d . . .
O27 O 0.37403(13) 0.37245(13) 0.22475(11) 0.0288(3) Uani 1 1 d . . .
O28 O 0.22064(15) 0.30416(13) 0.17608(12) 0.0325(4) Uani 1 1 d . . .
O29 O 0.27052(14) 0.69709(14) 0.36102(13) 0.0341(4) Uani 1 1 d . . .
O30 O 0.17632(13) 0.55664(14) 0.29727(12) 0.0312(4) Uani 1 1 d . . .
O31 O 0.23240(12) 0.59519(13) 0.65062(10) 0.0260(3) Uani 1 1 d . . .
O32 O 0.35346(13) 0.48391(13) 0.57476(11) 0.0278(3) Uani 1 1 d . . .
O33 O 0.50295(14) 0.60555(14) 0.29091(12) 0.0328(4) Uani 1 1 d D . .
H33A H 0.556(2) 0.555(2) 0.263(2) 0.039 Uiso 1 1 d D . .
H33B H 0.528(2) 0.6694(17) 0.319(2) 0.039 Uiso 1 1 d D . .
O34 O 0.04655(14) 0.81406(16) 0.54213(17) 0.0414(5) Uani 1 1 d D . .
H34A H 0.049(3) 0.852(2) 0.513(2) 0.050 Uiso 1 1 d D . .
H34B H 0.015(3) 0.851(3) 0.5897(18) 0.050 Uiso 1 1 d D . .
O35 O 0.34642(18) 0.54637(19) 0.79453(14) 0.0488(5) Uani 1 1 d D . .
H35A H 0.308(3) 0.553(3) 0.750(2) 0.059 Uiso 1 1 d D . .
H35B H 0.312(3) 0.508(3) 0.820(3) 0.059 Uiso 1 1 d D . .
N1 N 0.78815(14) 0.92284(14) 0.50636(13) 0.0240(4) Uani 1 1 d . . .
N2 N 0.85009(15) 1.11282(15) 0.65824(15) 0.0296(4) Uani 1 1 d . . .
N3 N 0.49488(15) 1.14930(15) 0.78007(12) 0.0255(4) Uani 1 1 d . . .
N4 N 0.56233(13) 0.85658(13) 0.48376(12) 0.0193(3) Uani 1 1 d . . .
N5 N 0.77274(15) 1.00043(15) 0.35842(15) 0.0277(4) Uani 1 1 d . . .
N6 N 0.95496(14) 0.68087(15) 0.15742(13) 0.0250(4) Uani 1 1 d . . .
N7 N 0.83155(14) 0.70098(14) 0.45571(13) 0.0223(4) Uani 1 1 d . . .
N8 N 0.7789(2) 1.10867(16) 0.92806(14) 0.0403(6) Uani 1 1 d . . .
N9 N 0.8183(2) 1.33124(16) 0.99092(14) 0.0411(6) Uani 1 1 d . . .
N10 N 0.97953(14) 1.33015(15) 1.27108(14) 0.0262(4) Uani 1 1 d . . .
N11 N 0.81883(17) 1.00335(15) 1.05669(13) 0.0282(4) Uani 1 1 d . . .
N12 N 0.5565(3) 1.09378(16) 0.97620(14) 0.0434(6) Uani 1 1 d . . .
N13 N 0.52215(18) 0.77472(15) 0.69217(13) 0.0319(4) Uani 1 1 d . . .
N14 N 0.8671(2) 0.94744(16) 0.76876(17) 0.0440(6) Uani 1 1 d . . .
N15 N 0.31980(16) 0.42762(14) -0.04354(13) 0.0263(4) Uani 1 1 d . . .
N16 N 0.29984(15) 0.35097(14) 0.16691(12) 0.0230(4) Uani 1 1 d . . .
N17 N 0.15849(16) 0.42750(14) 0.07497(13) 0.0251(4) Uani 1 1 d . . .
H17A H 0.1471 0.4851 0.0613 0.038 Uiso 1 1 calc R . .
H17B H 0.1378 0.4430 0.1344 0.038 Uiso 1 1 calc R . .
H17C H 0.1205 0.3713 0.0348 0.038 Uiso 1 1 calc R . .
N18 N 0.33864(18) 0.53938(14) 0.14741(13) 0.0289(4) Uani 1 1 d . . .
H18A H 0.3520 0.5781 0.1135 0.043 Uiso 1 1 calc R . .
H18B H 0.3959 0.5415 0.1838 0.043 Uiso 1 1 calc R . .
H18C H 0.2815 0.5673 0.1842 0.043 Uiso 1 1 calc R . .
N19 N 0.46071(15) 0.35831(15) 0.05470(13) 0.0259(4) Uani 1 1 d . . .
H19A H 0.4971 0.4121 0.0488 0.039 Uiso 1 1 calc R . .
H19B H 0.4728 0.2964 0.0042 0.039 Uiso 1 1 calc R . .
H19C H 0.4826 0.3511 0.1073 0.039 Uiso 1 1 calc R . .
N20 N 0.27640(16) 0.24534(14) -0.02326(13) 0.0256(4) Uani 1 1 d . . .
H20A H 0.2279 0.2465 -0.0662 0.038 Uiso 1 1 calc R . .
H20B H 0.2494 0.2093 0.0090 0.038 Uiso 1 1 calc R . .
H20C H 0.3364 0.2122 -0.0528 0.038 Uiso 1 1 calc R . .
N21 N 0.23133(14) 0.61618(14) 0.36375(13) 0.0221(4) Uani 1 1 d . . .
N22 N 0.28403(13) 0.54960(14) 0.57789(12) 0.0200(3) Uani 1 1 d . . .
N23 N 0.10426(14) 0.58661(15) 0.49142(13) 0.0237(4) Uani 1 1 d . . .
H23A H 0.0705 0.5453 0.4374 0.036 Uiso 1 1 calc R . .
H23B H 0.0810 0.6550 0.5109 0.036 Uiso 1 1 calc R . .
H23C H 0.0903 0.5619 0.5358 0.036 Uiso 1 1 calc R . .
N24 N 0.27038(14) 0.73213(14) 0.54934(13) 0.0232(4) Uani 1 1 d . . .
H24A H 0.3070 0.7646 0.5186 0.035 Uiso 1 1 calc R . .
H24B H 0.3057 0.7405 0.6027 0.035 Uiso 1 1 calc R . .
H24C H 0.2049 0.7620 0.5637 0.035 Uiso 1 1 calc R . .
N25 N 0.40891(13) 0.57257(14) 0.44634(12) 0.0208(3) Uani 1 1 d . . .
H25A H 0.4216 0.5893 0.3969 0.031 Uiso 1 1 calc R . .
H25B H 0.4322 0.5052 0.4333 0.031 Uiso 1 1 calc R . .
H25C H 0.4437 0.6191 0.4976 0.031 Uiso 1 1 calc R . .
N26 N 0.24074(14) 0.42959(14) 0.39258(12) 0.0218(3) Uani 1 1 d . . .
H26A H 0.1831 0.4195 0.3547 0.033 Uiso 1 1 calc R . .
H26B H 0.2321 0.3936 0.4295 0.033 Uiso 1 1 calc R . .
H26C H 0.2996 0.4050 0.3573 0.033 Uiso 1 1 calc R . .


_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 N16 1.9300(18) . ?
Co1 N15 1.9352(18) . ?
Co1 N19 1.953(2) . ?
Co1 N20 1.9543(18) . ?
Co1 N17 1.961(2) . ?
Co1 N18 1.9618(18) . ?
Co2 N22 1.9327(17) . ?
Co2 N24 1.9418(18) . ?
Co2 N21 1.9424(18) . ?
Co2 N26 1.9535(18) . ?
Co2 N23 1.9548(18) . ?
Co2 N25 1.9573(17) . ?
C1 N1 1.292(3) . ?
C1 C2 1.445(3) . ?
C1 C6 1.453(3) . ?
C2 C3 1.368(3) . ?
C2 N2 1.459(3) . ?
C3 C4 1.392(3) . ?
C4 C5 1.388(3) . ?
C4 N3 1.444(3) . ?
C5 C6 1.378(3) . ?
C6 N4 1.451(2) . ?
C7 N1 1.312(3) . ?
C7 C8 1.433(3) . ?
C7 C12 1.437(3) . ?
C8 C9 1.375(3) . ?
C8 N5 1.454(3) . ?
C9 C10 1.386(3) . ?
C10 C11 1.381(3) . ?
C10 N6 1.442(3) . ?
C11 C12 1.376(3) . ?
C12 N7 1.454(3) . ?
C13 N8 1.295(3) . ?
C13 C18 1.442(3) . ?
C13 C14 1.447(3) . ?
C14 C15 1.371(3) . ?
C14 N9 1.453(3) . ?
C15 C16 1.382(3) . ?
C16 C17 1.386(3) . ?
C16 N10 1.440(3) . ?
C17 C18 1.370(3) . ?
C18 N11 1.459(3) . ?
C19 N8 1.314(3) . ?
C19 C20 1.435(4) . ?
C19 C24 1.444(3) . ?
C20 C21 1.382(4) . ?
C20 N12 1.450(3) . ?
C21 C22 1.386(3) . ?
C22 C23 1.384(4) . ?
C22 N13 1.453(3) . ?
C23 C24 1.374(3) . ?
C24 N14 1.463(4) . ?
O1 N2 1.232(3) . ?
O2 N2 1.223(3) . ?
O3 N3 1.241(3) . ?
O4 N3 1.233(3) . ?
O5 N4 1.233(2) . ?
O6 N4 1.235(2) . ?
O7 N5 1.235(3) . ?
O8 N5 1.222(3) . ?
O9 N6 1.239(3) . ?
O10 N6 1.226(3) . ?
O11 N7 1.231(2) . ?
O12 N7 1.231(2) . ?
O13 N9 1.202(3) . ?
O14 N9 1.232(3) . ?
O15 N10 1.234(3) . ?
O16 N10 1.232(3) . ?
O17 N11 1.198(4) . ?
O18 N11 1.217(4) . ?
O17' N11 1.304(4) . ?
O18' N11 1.217(5) . ?
O19 N12 1.223(3) . ?
O20 N12 1.239(4) . ?
O21 N13 1.228(3) . ?
O22 N13 1.236(3) . ?
O23 N14 1.226(3) . ?
O24 N14 1.224(3) . ?
O25 N15 1.232(2) . ?
O26 N15 1.229(3) . ?
O27 N16 1.248(2) . ?
O28 N16 1.235(3) . ?
O29 N21 1.237(2) . ?
O30 N21 1.241(2) . ?
O31 N22 1.246(2) . ?
O32 N22 1.240(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
N16 Co1 N15 178.50(8) . . ?
N16 Co1 N19 89.54(8) . . ?
N15 Co1 N19 89.96(8) . . ?
N16 Co1 N20 90.25(8) . . ?
N15 Co1 N20 88.35(8) . . ?
N19 Co1 N20 91.11(8) . . ?
N16 Co1 N17 89.62(8) . . ?
N15 Co1 N17 90.91(8) . . ?
N19 Co1 N17 178.25(8) . . ?
N20 Co1 N17 90.43(8) . . ?
N16 Co1 N18 90.96(8) . . ?
N15 Co1 N18 90.46(8) . . ?
N19 Co1 N18 90.54(9) . . ?
N20 Co1 N18 177.96(8) . . ?
N17 Co1 N18 87.94(9) . . ?
N22 Co2 N24 89.35(8) . . ?
N22 Co2 N21 178.71(8) . . ?
N24 Co2 N21 89.53(8) . . ?
N22 Co2 N26 90.11(7) . . ?
N24 Co2 N26 178.88(8) . . ?
N21 Co2 N26 91.02(8) . . ?
N22 Co2 N23 91.32(8) . . ?
N24 Co2 N23 91.41(8) . . ?
N21 Co2 N23 89.35(8) . . ?
N26 Co2 N23 87.62(8) . . ?
N22 Co2 N25 89.27(7) . . ?
N24 Co2 N25 90.07(8) . . ?
N21 Co2 N25 90.09(7) . . ?
N26 Co2 N25 90.90(8) . . ?
N23 Co2 N25 178.41(8) . . ?
N1 C1 C2 120.55(19) . . ?
N1 C1 C6 126.54(19) . . ?
C2 C1 C6 112.43(18) . . ?
C3 C2 C1 124.64(19) . . ?
C3 C2 N2 115.58(19) . . ?
C1 C2 N2 119.78(19) . . ?
C2 C3 C4 118.87(19) . . ?
C5 C4 C3 121.13(19) . . ?
C5 C4 N3 119.25(19) . . ?
C3 C4 N3 119.61(18) . . ?
C6 C5 C4 119.46(19) . . ?
C5 C6 N4 115.66(17) . . ?
C5 C6 C1 123.41(18) . . ?
N4 C6 C1 120.80(17) . . ?
N1 C7 C8 124.02(19) . . ?
N1 C7 C12 121.7(2) . . ?
C8 C7 C12 113.24(19) . . ?
C9 C8 C7 123.57(19) . . ?
C9 C8 N5 115.92(19) . . ?
C7 C8 N5 120.47(19) . . ?
C8 C9 C10 118.7(2) . . ?
C11 C10 C9 121.9(2) . . ?
C11 C10 N6 119.66(19) . . ?
C9 C10 N6 118.44(19) . . ?
C12 C11 C10 118.45(19) . . ?
C11 C12 C7 123.78(19) . . ?
C11 C12 N7 116.99(18) . . ?
C7 C12 N7 119.18(19) . . ?
N8 C13 C18 126.6(2) . . ?
N8 C13 C14 121.0(2) . . ?
C18 C13 C14 112.2(2) . . ?
C15 C14 C13 124.1(2) . . ?
C15 C14 N9 115.9(2) . . ?
C13 C14 N9 119.9(2) . . ?
C14 C15 C16 119.21(19) . . ?
C15 C16 C17 121.1(2) . . ?
C15 C16 N10 119.68(19) . . ?
C17 C16 N10 119.24(19) . . ?
C18 C17 C16 119.2(2) . . ?
C17 C18 C13 124.2(2) . . ?
C17 C18 N11 115.55(19) . . ?
C13 C18 N11 120.27(19) . . ?
N8 C19 C20 126.2(2) . . ?
N8 C19 C24 120.1(3) . . ?
C20 C19 C24 112.7(2) . . ?
C21 C20 C19 124.0(2) . . ?
C21 C20 N12 115.9(3) . . ?
C19 C20 N12 120.1(2) . . ?
C20 C21 C22 118.8(3) . . ?
C23 C22 C21 121.4(2) . . ?
C23 C22 N13 120.1(2) . . ?
C21 C22 N13 118.5(3) . . ?
C24 C23 C22 119.0(2) . . ?
C23 C24 C19 124.1(3) . . ?
C23 C24 N14 117.2(2) . . ?
C19 C24 N14 118.7(2) . . ?
C1 N1 C7 144.46(19) . . ?
O2 N2 O1 123.5(2) . . ?
O2 N2 C2 117.1(2) . . ?
O1 N2 C2 119.4(2) . . ?
O4 N3 O3 123.14(19) . . ?
O4 N3 C4 118.97(18) . . ?
O3 N3 C4 117.88(19) . . ?
O5 N4 O6 122.50(17) . . ?
O5 N4 C6 118.18(17) . . ?
O6 N4 C6 119.31(17) . . ?
O8 N5 O7 123.00(19) . . ?
O8 N5 C8 118.66(19) . . ?
O7 N5 C8 118.34(18) . . ?
O10 N6 O9 123.81(19) . . ?
O10 N6 C10 118.11(19) . . ?
O9 N6 C10 118.08(18) . . ?
O11 N7 O12 122.72(18) . . ?
O11 N7 C12 118.48(18) . . ?
O12 N7 C12 118.76(17) . . ?
C13 N8 C19 140.8(2) . . ?
O13 N9 O14 122.6(2) . . ?
O13 N9 C14 120.3(2) . . ?
O14 N9 C14 117.1(2) . . ?
O16 N10 O15 122.29(19) . . ?
O16 N10 C16 118.96(18) . . ?
O15 N10 C16 118.75(19) . . ?
O17 N11 O18' 84.5(3) . . ?
O17 N11 O18 127.2(3) . . ?
O18' N11 O18 63.2(3) . . ?
O17 N11 O17' 68.4(3) . . ?
O18' N11 O17' 117.9(3) . . ?
O18 N11 O17' 90.3(3) . . ?
O17 N11 C18 117.4(2) . . ?
O18' N11 C18 121.9(3) . . ?
O18 N11 C18 115.0(2) . . ?
O17' N11 C18 120.2(2) . . ?
O19 N12 O20 122.0(2) . . ?
O19 N12 C20 120.0(3) . . ?
O20 N12 C20 118.0(2) . . ?
O21 N13 O22 123.5(2) . . ?
O21 N13 C22 118.3(2) . . ?
O22 N13 C22 118.2(2) . . ?
O24 N14 O23 123.3(3) . . ?
O24 N14 C24 119.8(3) . . ?
O23 N14 C24 117.0(2) . . ?
O26 N15 O25 118.55(19) . . ?
O26 N15 Co1 119.59(16) . . ?
O25 N15 Co1 121.86(15) . . ?
O28 N16 O27 120.23(18) . . ?
O28 N16 Co1 120.11(14) . . ?
O27 N16 Co1 119.65(14) . . ?
O29 N21 O30 119.49(18) . . ?
O29 N21 Co2 120.41(15) . . ?
O30 N21 Co2 120.10(14) . . ?
O32 N22 O31 119.71(17) . . ?
O32 N22 Co2 120.01(14) . . ?
O31 N22 Co2 120.27(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -171.4(2) . . . . ?
C6 C1 C2 C3 1.1(3) . . . . ?
N1 C1 C2 N2 8.8(3) . . . . ?
C6 C1 C2 N2 -178.66(17) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
N2 C2 C3 C4 179.96(18) . . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
C2 C3 C4 N3 178.98(18) . . . . ?
C3 C4 C5 C6 -1.8(3) . . . . ?
N3 C4 C5 C6 179.30(18) . . . . ?
C4 C5 C6 N4 179.14(17) . . . . ?
C4 C5 C6 C1 3.3(3) . . . . ?
N1 C1 C6 C5 169.1(2) . . . . ?
C2 C1 C6 C5 -2.9(3) . . . . ?
N1 C1 C6 N4 -6.5(3) . . . . ?
C2 C1 C6 N4 -178.48(17) . . . . ?
N1 C7 C8 C9 161.8(2) . . . . ?
C12 C7 C8 C9 -6.7(3) . . . . ?
N1 C7 C8 N5 -15.7(3) . . . . ?
C12 C7 C8 N5 175.79(18) . . . . ?
C7 C8 C9 C10 3.3(3) . . . . ?
N5 C8 C9 C10 -179.10(18) . . . . ?
C8 C9 C10 C11 1.2(3) . . . . ?
C8 C9 C10 N6 -179.98(18) . . . . ?
C9 C10 C11 C12 -1.5(3) . . . . ?
N6 C10 C11 C12 179.69(18) . . . . ?
C10 C11 C12 C7 -2.6(3) . . . . ?
C10 C11 C12 N7 174.75(17) . . . . ?
N1 C7 C12 C11 -162.4(2) . . . . ?
C8 C7 C12 C11 6.4(3) . . . . ?
N1 C7 C12 N7 20.2(3) . . . . ?
C8 C7 C12 N7 -170.95(17) . . . . ?
N8 C13 C14 C15 -173.1(3) . . . . ?
C18 C13 C14 C15 2.3(3) . . . . ?
N8 C13 C14 N9 10.7(4) . . . . ?
C18 C13 C14 N9 -173.9(2) . . . . ?
C13 C14 C15 C16 -0.5(4) . . . . ?
N9 C14 C15 C16 175.8(2) . . . . ?
C14 C15 C16 C17 -2.2(3) . . . . ?
C14 C15 C16 N10 179.8(2) . . . . ?
C15 C16 C17 C18 2.9(3) . . . . ?
N10 C16 C17 C18 -179.1(2) . . . . ?
C16 C17 C18 C13 -1.0(4) . . . . ?
C16 C17 C18 N11 178.7(2) . . . . ?
N8 C13 C18 C17 173.5(3) . . . . ?
C14 C13 C18 C17 -1.5(3) . . . . ?
N8 C13 C18 N11 -6.0(4) . . . . ?
C14 C13 C18 N11 178.9(2) . . . . ?
N8 C19 C20 C21 169.3(2) . . . . ?
C24 C19 C20 C21 0.8(3) . . . . ?
N8 C19 C20 N12 -8.7(4) . . . . ?
C24 C19 C20 N12 -177.3(2) . . . . ?
C19 C20 C21 C22 1.3(4) . . . . ?
N12 C20 C21 C22 179.5(2) . . . . ?
C20 C21 C22 C23 -2.5(3) . . . . ?
C20 C21 C22 N13 179.0(2) . . . . ?
C21 C22 C23 C24 1.3(3) . . . . ?
N13 C22 C23 C24 179.8(2) . . . . ?
C22 C23 C24 C19 1.1(3) . . . . ?
C22 C23 C24 N14 -179.5(2) . . . . ?
N8 C19 C24 C23 -171.4(2) . . . . ?
C20 C19 C24 C23 -2.1(3) . . . . ?
N8 C19 C24 N14 9.3(3) . . . . ?
C20 C19 C24 N14 178.6(2) . . . . ?
C2 C1 N1 C7 -150.9(3) . . . . ?
C6 C1 N1 C7 37.7(4) . . . . ?
C8 C7 N1 C1 71.2(4) . . . . ?
C12 C7 N1 C1 -121.2(3) . . . . ?
C3 C2 N2 O2 24.7(3) . . . . ?
C1 C2 N2 O2 -155.5(2) . . . . ?
C3 C2 N2 O1 -155.6(2) . . . . ?
C1 C2 N2 O1 24.2(3) . . . . ?
C5 C4 N3 O4 1.6(3) . . . . ?
C3 C4 N3 O4 -177.29(19) . . . . ?
C5 C4 N3 O3 -179.77(19) . . . . ?
C3 C4 N3 O3 1.3(3) . . . . ?
C5 C6 N4 O5 -23.6(3) . . . . ?
C1 C6 N4 O5 152.36(19) . . . . ?
C5 C6 N4 O6 155.31(18) . . . . ?
C1 C6 N4 O6 -28.8(3) . . . . ?
C9 C8 N5 O8 -16.1(3) . . . . ?
C7 C8 N5 O8 161.6(2) . . . . ?
C9 C8 N5 O7 163.24(19) . . . . ?
C7 C8 N5 O7 -19.0(3) . . . . ?
C11 C10 N6 O10 -4.3(3) . . . . ?
C9 C10 N6 O10 176.83(19) . . . . ?
C11 C10 N6 O9 175.48(18) . . . . ?
C9 C10 N6 O9 -3.4(3) . . . . ?
C11 C12 N7 O11 18.1(3) . . . . ?
C7 C12 N7 O11 -164.45(18) . . . . ?
C11 C12 N7 O12 -159.82(19) . . . . ?
C7 C12 N7 O12 17.7(3) . . . . ?
C18 C13 N8 C19 29.2(6) . . . . ?
C14 C13 N8 C19 -156.2(4) . . . . ?
C20 C19 N8 C13 66.1(5) . . . . ?
C24 C19 N8 C13 -126.1(4) . . . . ?
C15 C14 N9 O13 -165.6(3) . . . . ?
C13 C14 N9 O13 10.8(4) . . . . ?
C15 C14 N9 O14 14.9(4) . . . . ?
C13 C14 N9 O14 -168.6(2) . . . . ?
C15 C16 N10 O16 -176.6(2) . . . . ?
C17 C16 N10 O16 5.4(3) . . . . ?
C15 C16 N10 O15 2.8(3) . . . . ?
C17 C16 N10 O15 -175.2(2) . . . . ?
C17 C18 N11 O17 -136.4(3) . . . . ?
C13 C18 N11 O17 43.2(4) . . . . ?
C17 C18 N11 O18' -35.1(4) . . . . ?
C13 C18 N11 O18' 144.5(3) . . . . ?
C17 C18 N11 O18 37.7(4) . . . . ?
C13 C18 N11 O18 -142.6(3) . . . . ?
C17 C18 N11 O17' 143.9(3) . . . . ?
C13 C18 N11 O17' -36.5(4) . . . . ?
C21 C20 N12 O19 162.4(2) . . . . ?
C19 C20 N12 O19 -19.4(3) . . . . ?
C21 C20 N12 O20 -17.9(3) . . . . ?
C19 C20 N12 O20 160.4(2) . . . . ?
C23 C22 N13 O21 -176.7(2) . . . . ?
C21 C22 N13 O21 1.9(3) . . . . ?
C23 C22 N13 O22 2.1(3) . . . . ?
C21 C22 N13 O22 -179.4(2) . . . . ?
C23 C24 N14 O24 -148.3(3) . . . . ?
C19 C24 N14 O24 31.1(3) . . . . ?
C23 C24 N14 O23 32.6(3) . . . . ?
C19 C24 N14 O23 -148.0(2) . . . . ?
N16 Co1 N15 O26 -127(3) . . . . ?
N19 Co1 N15 O26 -56.8(2) . . . . ?
N20 Co1 N15 O26 -147.9(2) . . . . ?
N17 Co1 N15 O26 121.7(2) . . . . ?
N18 Co1 N15 O26 33.8(2) . . . . ?
N16 Co1 N15 O25 53(3) . . . . ?
N19 Co1 N15 O25 123.42(19) . . . . ?
N20 Co1 N15 O25 32.31(19) . . . . ?
N17 Co1 N15 O25 -58.09(19) . . . . ?
N18 Co1 N15 O25 -146.04(19) . . . . ?
N15 Co1 N16 O28 -73(3) . . . . ?
N19 Co1 N16 O28 -143.11(17) . . . . ?
N20 Co1 N16 O28 -52.00(17) . . . . ?
N17 Co1 N16 O28 38.43(17) . . . . ?
N18 Co1 N16 O28 126.36(17) . . . . ?
N15 Co1 N16 O27 107(3) . . . . ?
N19 Co1 N16 O27 36.84(16) . . . . ?
N20 Co1 N16 O27 127.94(16) . . . . ?
N17 Co1 N16 O27 -141.63(16) . . . . ?
N18 Co1 N16 O27 -53.70(17) . . . . ?
N22 Co2 N21 O29 -1(4) . . . . ?
N24 Co2 N21 O29 29.46(17) . . . . ?
N26 Co2 N21 O29 -151.51(17) . . . . ?
N23 Co2 N21 O29 120.88(17) . . . . ?
N25 Co2 N21 O29 -60.61(17) . . . . ?
N22 Co2 N21 O30 179(100) . . . . ?
N24 Co2 N21 O30 -151.25(17) . . . . ?
N26 Co2 N21 O30 27.77(17) . . . . ?
N23 Co2 N21 O30 -59.84(17) . . . . ?
N25 Co2 N21 O30 118.68(17) . . . . ?
N24 Co2 N22 O32 -128.44(16) . . . . ?
N21 Co2 N22 O32 -98(3) . . . . ?
N26 Co2 N22 O32 52.54(16) . . . . ?
N23 Co2 N22 O32 140.16(16) . . . . ?
N25 Co2 N22 O32 -38.36(16) . . . . ?
N24 Co2 N22 O31 51.26(16) . . . . ?
N21 Co2 N22 O31 81(3) . . . . ?
N26 Co2 N22 O31 -127.76(16) . . . . ?
N23 Co2 N22 O31 -40.14(16) . . . . ?
N25 Co2 N22 O31 141.34(16) . . . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        72.50
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.778
_refine_diff_density_min         -0.779
_refine_diff_density_rms         0.059


#=============================================================================
# end of cif data for "magd20" 
#=============================================================================
#=============================================================================
# end of cif file
#=============================================================================



_database_code_depnum_ccdc_archive 'CCDC 993744'
