# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1047381'
_audit_update_record             
;
2015-02-04 deposited with the CCDC.
2015-08-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H28 Co N5 O3'
_chemical_formula_sum            'C28 H28 Co N5 O3'
_chemical_formula_weight         541.48

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'
Co Co -2.3653 3.6143 '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'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   P43212

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

_cell_length_a                   10.2252(2)
_cell_length_b                   10.2252(2)
_cell_length_c                   50.0545(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5233.40(18)
_cell_formula_units_Z            8
_cell_measurement_temperature    123.01(10)
_cell_measurement_reflns_used    5278
_cell_measurement_theta_min      4.6710
_cell_measurement_theta_max      75.9070

_exptl_crystal_description       block
_exptl_crystal_colour            dark-red
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.374
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2256
_exptl_absorpt_coefficient_mu    5.459
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.460
_exptl_absorpt_correction_T_max  0.643
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123.01(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 5.1977
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9712
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_av_sigmaI/netI    0.0660
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -56
_diffrn_reflns_limit_l_max       60
_diffrn_reflns_theta_min         3.53
_diffrn_reflns_theta_max         69.00
_reflns_number_total             4839
_reflns_number_gt                4405
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_structure_solution    
;
SUPERFLIP, J. Appl. Cryst. (2007) 40, 786-790
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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 > 2σ(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)+(0.0394P)²+0.1035P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.013(3)
_refine_ls_number_reflns         4839
_refine_ls_number_parameters     336
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0403
_refine_ls_wR_factor_ref         0.0940
_refine_ls_wR_factor_gt          0.0927
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_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 -0.14413(5) -0.46115(4) -0.546616(7) 0.02520(11) Uani 1 1 d . . .
O3 O -0.2019(2) -0.3791(2) -0.51446(3) 0.0302(4) Uani 1 1 d . . .
O1 O 0.0076(2) -0.3554(2) -0.54441(3) 0.0321(4) Uani 1 1 d . . .
N1 N -0.0893(2) -0.5440(2) -0.57828(4) 0.0259(5) Uani 1 1 d . . .
N2 N -0.3146(2) -0.5683(2) -0.55042(4) 0.0267(5) Uani 1 1 d . . .
N4 N -0.1881(3) -0.2761(3) -0.58564(4) 0.0350(6) Uani 1 1 d . . .
N3 N -0.2307(3) -0.3203(2) -0.56530(4) 0.0320(5) Uani 1 1 d . . .
C12 C 0.0220(3) -0.5308(3) -0.58977(4) 0.0274(6) Uani 1 1 d . . .
H12 H 0.0387 -0.5862 -0.6046 0.033 Uiso 1 1 calc R . .
C7 C -0.0181(3) -0.5872(3) -0.50284(5) 0.0269(5) Uani 1 1 d . . .
C13 C 0.1237(3) -0.4416(3) -0.58262(4) 0.0275(6) Uani 1 1 d . . .
C6 C -0.0524(3) -0.4855(3) -0.48491(4) 0.0254(5) Uani 1 1 d . . .
C22 C 0.2414(3) -0.4366(3) -0.59843(5) 0.0288(6) Uani 1 1 d . . .
N5 N -0.1537(4) -0.2265(4) -0.60510(5) 0.0670(11) Uani 1 1 d . . .
C5 C -0.0011(3) -0.4870(3) -0.45748(5) 0.0267(6) Uani 1 1 d . . .
C17 C 0.3344(3) -0.3356(3) -0.59366(5) 0.0315(6) Uani 1 1 d . . .
C11 C -0.1491(3) -0.3939(3) -0.49181(4) 0.0289(6) Uani 1 1 d . . .
H11 H -0.1778 -0.3370 -0.4780 0.035 Uiso 1 1 calc R . .
C1 C 0.1231(3) -0.5998(3) -0.42251(5) 0.0344(6) Uani 1 1 d . . .
H1 H 0.1722 -0.6736 -0.4168 0.041 Uiso 1 1 calc R . .
C19 C 0.4771(3) -0.4196(4) -0.62819(5) 0.0401(7) Uani 1 1 d . . .
H19 H 0.5554 -0.4138 -0.6383 0.048 Uiso 1 1 calc R . .
C24 C -0.3183(3) -0.5942(3) -0.57985(4) 0.0308(6) Uani 1 1 d . . .
H24A H -0.3434 -0.5137 -0.5895 0.037 Uiso 1 1 calc R . .
H24B H -0.3839 -0.6627 -0.5838 0.037 Uiso 1 1 calc R . .
C14 C 0.1057(3) -0.3533(3) -0.56115(4) 0.0276(6) Uani 1 1 d . . .
C16 C 0.3078(3) -0.2436(3) -0.57303(5) 0.0334(6) Uani 1 1 d . . .
H16 H 0.3675 -0.1738 -0.5702 0.040 Uiso 1 1 calc R . .
C4 C -0.0233(3) -0.3842(3) -0.43927(5) 0.0310(6) Uani 1 1 d . . .
H4 H -0.0723 -0.3098 -0.4446 0.037 Uiso 1 1 calc R . .
C23 C -0.1853(3) -0.6385(3) -0.58878(4) 0.0304(6) Uani 1 1 d . . .
H23A H -0.1667 -0.7271 -0.5818 0.037 Uiso 1 1 calc R . .
H23B H -0.1811 -0.6412 -0.6085 0.037 Uiso 1 1 calc R . .
C2 C 0.0994(3) -0.4997(3) -0.40523(5) 0.0363(7) Uani 1 1 d . . .
H2 H 0.1326 -0.5034 -0.3875 0.044 Uiso 1 1 calc R . .
C18 C 0.4500(3) -0.3285(3) -0.60872(5) 0.0358(6) Uani 1 1 d . . .
H18 H 0.5104 -0.2597 -0.6054 0.043 Uiso 1 1 calc R . .
C8 C 0.0595(3) -0.6934(3) -0.49323(5) 0.0339(6) Uani 1 1 d . . .
H8 H 0.0816 -0.7627 -0.5050 0.041 Uiso 1 1 calc R . .
C26 C -0.5635(3) -0.5597(3) -0.54711(5) 0.0342(6) Uani 1 1 d . . .
H26A H -0.5704 -0.5866 -0.5658 0.051 Uiso 1 1 calc R . .
H26B H -0.6352 -0.4996 -0.5428 0.051 Uiso 1 1 calc R . .
H26C H -0.5690 -0.6370 -0.5356 0.051 Uiso 1 1 calc R . .
C10 C 0.0743(3) -0.5942(3) -0.44915(5) 0.0301(6) Uani 1 1 d . . .
C21 C 0.2741(3) -0.5297(3) -0.61860(5) 0.0337(6) Uani 1 1 d . . .
H21 H 0.2156 -0.5996 -0.6222 0.040 Uiso 1 1 calc R . .
C25 C -0.4332(3) -0.4913(3) -0.54260(5) 0.0309(6) Uani 1 1 d . . .
H25A H -0.4334 -0.4084 -0.5528 0.037 Uiso 1 1 calc R . .
H25B H -0.4260 -0.4687 -0.5234 0.037 Uiso 1 1 calc R . .
C3 C 0.0265(3) -0.3914(3) -0.41349(5) 0.0357(7) Uani 1 1 d . . .
H3 H 0.0107 -0.3219 -0.4013 0.043 Uiso 1 1 calc R . .
C15 C 0.2001(3) -0.2521(3) -0.55732(5) 0.0339(6) Uani 1 1 d . . .
H15 H 0.1872 -0.1896 -0.5435 0.041 Uiso 1 1 calc R . .
C20 C 0.3887(3) -0.5200(4) -0.63287(5) 0.0395(7) Uani 1 1 d . . .
H20 H 0.4077 -0.5833 -0.6462 0.047 Uiso 1 1 calc R . .
C9 C 0.1024(3) -0.6975(3) -0.46745(5) 0.0346(6) Uani 1 1 d . . .
H9 H 0.1520 -0.7705 -0.4616 0.042 Uiso 1 1 calc R . .
O2 O -0.0557(2) -0.59618(19) -0.52744(3) 0.0289(4) Uani 1 1 d . . .
C27 C -0.3125(3) -0.6979(3) -0.53662(4) 0.0292(6) Uani 1 1 d . . .
H27A H -0.2267 -0.7396 -0.5400 0.035 Uiso 1 1 calc R . .
H27B H -0.3803 -0.7543 -0.5448 0.035 Uiso 1 1 calc R . .
C28 C -0.3356(3) -0.6939(3) -0.50650(5) 0.0346(7) Uani 1 1 d . . .
H28A H -0.4238 -0.6606 -0.5029 0.052 Uiso 1 1 calc R . .
H28B H -0.2709 -0.6362 -0.4981 0.052 Uiso 1 1 calc R . .
H28C H -0.3270 -0.7822 -0.4991 0.052 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 N1 1.883(2) . ?
Co1 O1 1.895(2) . ?
Co1 O3 1.9091(17) . ?
Co1 O2 1.9092(19) . ?
Co1 N3 1.932(2) . ?
Co1 N2 2.067(3) . ?
O3 C11 1.265(3) . ?
O1 C14 1.307(3) . ?
N1 C12 1.282(4) . ?
N1 C23 1.474(4) . ?
N2 C27 1.495(4) . ?
N2 C24 1.497(3) . ?
N2 C25 1.498(4) . ?
N4 N5 1.153(4) . ?
N4 N3 1.197(3) . ?
C12 C13 1.429(4) . ?
C12 H12 0.9500 . ?
C7 O2 1.293(3) . ?
C7 C6 1.418(4) . ?
C7 C8 1.428(4) . ?
C13 C14 1.415(4) . ?
C13 C22 1.442(4) . ?
C6 C11 1.405(4) . ?
C6 C5 1.470(3) . ?
C22 C17 1.424(4) . ?
C22 C21 1.427(4) . ?
C5 C10 1.404(4) . ?
C5 C4 1.409(4) . ?
C17 C18 1.404(4) . ?
C17 C16 1.423(4) . ?
C11 H11 0.9500 . ?
C1 C2 1.362(4) . ?
C1 C10 1.425(3) . ?
C1 H1 0.9500 . ?
C19 C18 1.376(4) . ?
C19 C20 1.388(5) . ?
C19 H19 0.9500 . ?
C24 C23 1.501(4) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C14 C15 1.428(4) . ?
C16 C15 1.356(4) . ?
C16 H16 0.9500 . ?
C4 C3 1.389(4) . ?
C4 H4 0.9500 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C2 C3 1.397(5) . ?
C2 H2 0.9500 . ?
C18 H18 0.9500 . ?
C8 C9 1.364(4) . ?
C8 H8 0.9500 . ?
C26 C25 1.522(4) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C10 C9 1.428(4) . ?
C21 C20 1.376(4) . ?
C21 H21 0.9500 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C3 H3 0.9500 . ?
C15 H15 0.9500 . ?
C20 H20 0.9500 . ?
C9 H9 0.9500 . ?
C27 C28 1.527(3) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Co1 O1 93.56(9) . . ?
N1 Co1 O3 179.10(11) . . ?
O1 Co1 O3 87.32(9) . . ?
N1 Co1 O2 87.51(9) . . ?
O1 Co1 O2 89.76(9) . . ?
O3 Co1 O2 92.33(8) . . ?
N1 Co1 N3 93.71(9) . . ?
O1 Co1 N3 88.73(10) . . ?
O3 Co1 N3 86.48(9) . . ?
O2 Co1 N3 178.12(10) . . ?
N1 Co1 N2 86.27(9) . . ?
O1 Co1 N2 176.66(9) . . ?
O3 Co1 N2 92.86(9) . . ?
O2 Co1 N2 93.57(9) . . ?
N3 Co1 N2 87.95(11) . . ?
C11 O3 Co1 124.80(19) . . ?
C14 O1 Co1 126.86(17) . . ?
C12 N1 C23 120.0(2) . . ?
C12 N1 Co1 126.49(19) . . ?
C23 N1 Co1 113.37(17) . . ?
C27 N2 C24 107.3(2) . . ?
C27 N2 C25 110.9(2) . . ?
C24 N2 C25 109.3(2) . . ?
C27 N2 Co1 114.55(18) . . ?
C24 N2 Co1 101.89(17) . . ?
C25 N2 Co1 112.35(18) . . ?
N5 N4 N3 175.1(3) . . ?
N4 N3 Co1 121.8(2) . . ?
N1 C12 C13 126.9(2) . . ?
N1 C12 H12 116.5 . . ?
C13 C12 H12 116.5 . . ?
O2 C7 C6 125.5(3) . . ?
O2 C7 C8 115.6(2) . . ?
C6 C7 C8 118.8(2) . . ?
C14 C13 C12 120.2(3) . . ?
C14 C13 C22 120.2(3) . . ?
C12 C13 C22 119.5(2) . . ?
C11 C6 C7 120.5(2) . . ?
C11 C6 C5 119.2(2) . . ?
C7 C6 C5 119.7(2) . . ?
C17 C22 C21 116.5(3) . . ?
C17 C22 C13 119.4(3) . . ?
C21 C22 C13 124.1(3) . . ?
C10 C5 C4 118.6(2) . . ?
C10 C5 C6 118.8(3) . . ?
C4 C5 C6 122.6(3) . . ?
C18 C17 C16 121.1(3) . . ?
C18 C17 C22 120.6(3) . . ?
C16 C17 C22 118.3(3) . . ?
O3 C11 C6 126.9(2) . . ?
O3 C11 H11 116.5 . . ?
C6 C11 H11 116.5 . . ?
C2 C1 C10 120.1(3) . . ?
C2 C1 H1 120.0 . . ?
C10 C1 H1 120.0 . . ?
C18 C19 C20 119.3(3) . . ?
C18 C19 H19 120.4 . . ?
C20 C19 H19 120.4 . . ?
N2 C24 C23 108.9(2) . . ?
N2 C24 H24A 109.9 . . ?
C23 C24 H24A 109.9 . . ?
N2 C24 H24B 109.9 . . ?
C23 C24 H24B 109.9 . . ?
H24A C24 H24B 108.3 . . ?
O1 C14 C13 125.2(3) . . ?
O1 C14 C15 116.4(2) . . ?
C13 C14 C15 118.4(3) . . ?
C15 C16 C17 122.3(3) . . ?
C15 C16 H16 118.9 . . ?
C17 C16 H16 118.9 . . ?
C3 C4 C5 120.2(3) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
N1 C23 C24 107.4(2) . . ?
N1 C23 H23A 110.2 . . ?
C24 C23 H23A 110.2 . . ?
N1 C23 H23B 110.2 . . ?
C24 C23 H23B 110.2 . . ?
H23A C23 H23B 108.5 . . ?
C1 C2 C3 120.2(2) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C19 C18 C17 121.0(3) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C9 C8 C7 121.4(3) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C5 C10 C1 120.2(3) . . ?
C5 C10 C9 119.8(2) . . ?
C1 C10 C9 120.0(3) . . ?
C20 C21 C22 121.2(3) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 H21 119.4 . . ?
N2 C25 C26 115.4(2) . . ?
N2 C25 H25A 108.4 . . ?
C26 C25 H25A 108.4 . . ?
N2 C25 H25B 108.4 . . ?
C26 C25 H25B 108.4 . . ?
H25A C25 H25B 107.5 . . ?
C4 C3 C2 120.8(3) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C16 C15 C14 121.2(3) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C21 C20 C19 121.3(3) . . ?
C21 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C8 C9 C10 121.3(3) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
C7 O2 Co1 124.63(18) . . ?
N2 C27 C28 115.5(2) . . ?
N2 C27 H27A 108.4 . . ?
C28 C27 H27A 108.4 . . ?
N2 C27 H27B 108.4 . . ?
C28 C27 H27B 108.4 . . ?
H27A C27 H27B 107.5 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

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
O1 Co1 O3 C11 -68.0(2) . . . . ?
O2 Co1 O3 C11 21.6(3) . . . . ?
N3 Co1 O3 C11 -156.9(3) . . . . ?
N2 Co1 O3 C11 115.3(2) . . . . ?
N1 Co1 O1 C14 0.6(2) . . . . ?
O3 Co1 O1 C14 -179.6(2) . . . . ?
O2 Co1 O1 C14 88.1(2) . . . . ?
N3 Co1 O1 C14 -93.1(2) . . . . ?
O1 Co1 N1 C12 6.2(2) . . . . ?
O2 Co1 N1 C12 -83.4(2) . . . . ?
N3 Co1 N1 C12 95.2(2) . . . . ?
N2 Co1 N1 C12 -177.1(2) . . . . ?
O1 Co1 N1 C23 -178.00(19) . . . . ?
O2 Co1 N1 C23 92.40(19) . . . . ?
N3 Co1 N1 C23 -89.0(2) . . . . ?
N2 Co1 N1 C23 -1.34(19) . . . . ?
N1 Co1 N2 C27 90.81(17) . . . . ?
O3 Co1 N2 C27 -88.97(16) . . . . ?
O2 Co1 N2 C27 3.55(16) . . . . ?
N3 Co1 N2 C27 -175.34(17) . . . . ?
N1 Co1 N2 C24 -24.72(17) . . . . ?
O3 Co1 N2 C24 155.50(17) . . . . ?
O2 Co1 N2 C24 -111.98(17) . . . . ?
N3 Co1 N2 C24 69.13(17) . . . . ?
N1 Co1 N2 C25 -141.52(17) . . . . ?
O3 Co1 N2 C25 38.70(16) . . . . ?
O2 Co1 N2 C25 131.21(16) . . . . ?
N3 Co1 N2 C25 -47.67(16) . . . . ?
N1 Co1 N3 N4 -35.7(3) . . . . ?
O1 Co1 N3 N4 57.8(2) . . . . ?
O3 Co1 N3 N4 145.2(2) . . . . ?
N2 Co1 N3 N4 -121.8(2) . . . . ?
C23 N1 C12 C13 178.0(3) . . . . ?
Co1 N1 C12 C13 -6.5(4) . . . . ?
N1 C12 C13 C14 -1.5(4) . . . . ?
N1 C12 C13 C22 -177.8(3) . . . . ?
O2 C7 C6 C11 9.8(5) . . . . ?
C8 C7 C6 C11 -167.1(3) . . . . ?
O2 C7 C6 C5 -179.3(3) . . . . ?
C8 C7 C6 C5 3.8(4) . . . . ?
C14 C13 C22 C17 -5.1(4) . . . . ?
C12 C13 C22 C17 171.2(2) . . . . ?
C14 C13 C22 C21 173.3(3) . . . . ?
C12 C13 C22 C21 -10.5(4) . . . . ?
C11 C6 C5 C10 167.0(3) . . . . ?
C7 C6 C5 C10 -4.0(4) . . . . ?
C11 C6 C5 C4 -13.8(4) . . . . ?
C7 C6 C5 C4 175.1(3) . . . . ?
C21 C22 C17 C18 1.4(4) . . . . ?
C13 C22 C17 C18 179.9(2) . . . . ?
C21 C22 C17 C16 -177.7(2) . . . . ?
C13 C22 C17 C16 0.7(4) . . . . ?
Co1 O3 C11 C6 -10.0(5) . . . . ?
C7 C6 C11 O3 -9.9(5) . . . . ?
C5 C6 C11 O3 179.2(3) . . . . ?
C27 N2 C24 C23 -74.7(3) . . . . ?
C25 N2 C24 C23 165.0(2) . . . . ?
Co1 N2 C24 C23 46.0(3) . . . . ?
Co1 O1 C14 C13 -7.8(4) . . . . ?
Co1 O1 C14 C15 171.35(19) . . . . ?
C12 C13 C14 O1 9.0(4) . . . . ?
C22 C13 C14 O1 -174.8(2) . . . . ?
C12 C13 C14 C15 -170.1(2) . . . . ?
C22 C13 C14 C15 6.1(4) . . . . ?
C18 C17 C16 C15 -176.7(3) . . . . ?
C22 C17 C16 C15 2.5(4) . . . . ?
C10 C5 C4 C3 -1.5(4) . . . . ?
C6 C5 C4 C3 179.4(3) . . . . ?
C12 N1 C23 C24 -156.2(2) . . . . ?
Co1 N1 C23 C24 27.7(3) . . . . ?
N2 C24 C23 N1 -49.9(3) . . . . ?
C10 C1 C2 C3 0.4(5) . . . . ?
C20 C19 C18 C17 -0.2(4) . . . . ?
C16 C17 C18 C19 178.3(3) . . . . ?
C22 C17 C18 C19 -0.9(4) . . . . ?
O2 C7 C8 C9 -178.2(3) . . . . ?
C6 C7 C8 C9 -1.1(5) . . . . ?
C4 C5 C10 C1 2.1(4) . . . . ?
C6 C5 C10 C1 -178.7(3) . . . . ?
C4 C5 C10 C9 -177.7(3) . . . . ?
C6 C5 C10 C9 1.5(4) . . . . ?
C2 C1 C10 C5 -1.6(4) . . . . ?
C2 C1 C10 C9 178.2(3) . . . . ?
C17 C22 C21 C20 -1.1(4) . . . . ?
C13 C22 C21 C20 -179.5(3) . . . . ?
C27 N2 C25 C26 -55.4(3) . . . . ?
C24 N2 C25 C26 62.7(3) . . . . ?
Co1 N2 C25 C26 175.02(17) . . . . ?
C5 C4 C3 C2 0.3(4) . . . . ?
C1 C2 C3 C4 0.2(5) . . . . ?
C17 C16 C15 C14 -1.4(4) . . . . ?
O1 C14 C15 C16 177.9(2) . . . . ?
C13 C14 C15 C16 -2.9(4) . . . . ?
C22 C21 C20 C19 0.1(5) . . . . ?
C18 C19 C20 C21 0.5(5) . . . . ?
C7 C8 C9 C10 -1.6(5) . . . . ?
C5 C10 C9 C8 1.3(5) . . . . ?
C1 C10 C9 C8 -178.6(3) . . . . ?
C6 C7 O2 Co1 9.9(4) . . . . ?
C8 C7 O2 Co1 -173.1(2) . . . . ?
N1 Co1 O2 C7 159.4(2) . . . . ?
O1 Co1 O2 C7 65.8(2) . . . . ?
O3 Co1 O2 C7 -21.5(2) . . . . ?
N2 Co1 O2 C7 -114.5(2) . . . . ?
C24 N2 C27 C28 -168.5(2) . . . . ?
C25 N2 C27 C28 -49.2(3) . . . . ?
Co1 N2 C27 C28 79.2(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        69.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.047

# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.015 0.016 0.000 126 32 'CH3CN '
2 -0.016 -0.016 0.500 126 32 'CH3CN '
3 0.516 0.484 0.250 126 32 'CH3CN '
4 0.484 0.516 0.750 126 32 'CH3CN '
_platon_squeeze_details          
;
SQUEEZE was used to remove the contributions of acetonitrile molecule.
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1047382'
_audit_update_record             
;
2015-02-04 deposited with the CCDC.
2015-08-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H28 Co N5 O3'
_chemical_formula_sum            'C22 H28 Co N5 O3'
_chemical_formula_weight         469.42

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

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   P212121


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

_cell_length_a                   9.55072(15)
_cell_length_b                   12.7917(2)
_cell_length_c                   18.0663(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2207.16(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    9820
_cell_measurement_theta_min      1.9680
_cell_measurement_theta_max      26.9470

_exptl_crystal_description       block
_exptl_crystal_colour            dark-red
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             984
_exptl_absorpt_coefficient_mu    0.811
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.831
_exptl_absorpt_correction_T_max  0.913
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 16.0107
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            28107
_diffrn_reflns_av_R_equivalents  0.0560
_diffrn_reflns_av_sigmaI/netI    0.0431
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_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         1.95
_diffrn_reflns_theta_max         27.50
_reflns_number_total             5055
_reflns_number_gt                4429
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_structure_solution    
;
SUPERFLIP, J. Appl. Cryst. (2007) 40, 786-790
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?


_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 > 2σ(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)+(0.0341P)²+0.4564P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.021(14)
_refine_ls_number_reflns         5055
_refine_ls_number_parameters     284
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.0845
_refine_ls_wR_factor_gt          0.0782
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_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 0.47987(3) 0.46445(2) 0.334932(18) 0.02831(9) Uani 1 1 d . . .
O1 O 0.63724(17) 0.53192(14) 0.29551(9) 0.0299(4) Uani 1 1 d . . .
O2 O 0.59342(19) 0.42846(14) 0.41901(10) 0.0333(4) Uani 1 1 d . . .
O3 O 0.42902(18) 0.59843(14) 0.37383(9) 0.0316(4) Uani 1 1 d . . .
N1 N 0.5269(2) 0.33430(16) 0.29247(11) 0.0311(5) Uani 1 1 d . . .
N2 N 0.3054(2) 0.38923(17) 0.37659(12) 0.0322(5) Uani 1 1 d . . .
N3 N 0.3694(2) 0.50343(18) 0.24852(12) 0.0360(5) Uani 1 1 d . . .
N4 N 0.4241(2) 0.50511(17) 0.18884(13) 0.0348(5) Uani 1 1 d . . .
N5 N 0.4696(3) 0.5087(2) 0.12954(13) 0.0504(6) Uani 1 1 d . . .
C1 C 0.8820(3) 0.2444(2) 0.16799(16) 0.0366(6) Uani 1 1 d . . .
H1 H 0.8076 0.1961 0.1752 0.044 Uiso 1 1 calc R . .
C2 C 1.0001(3) 0.2132(2) 0.13058(15) 0.0401(6) Uani 1 1 d . . .
H2 H 1.0058 0.1439 0.1119 0.048 Uiso 1 1 calc R . .
C3 C 1.1118(3) 0.2817(2) 0.11962(15) 0.0408(7) Uani 1 1 d . . .
H3 H 1.1939 0.2587 0.0948 0.049 Uiso 1 1 calc R . .
C4 C 1.1025(3) 0.3815(2) 0.14472(14) 0.0361(6) Uani 1 1 d . . .
H4 H 1.1784 0.4283 0.1370 0.043 Uiso 1 1 calc R . .
C5 C 0.9813(3) 0.4169(2) 0.18215(13) 0.0317(6) Uani 1 1 d . . .
C6 C 0.9703(3) 0.5222(2) 0.20690(13) 0.0335(6) Uani 1 1 d . . .
H6 H 1.0455 0.5692 0.1981 0.040 Uiso 1 1 calc R . .
C7 C 0.8550(3) 0.5566(2) 0.24264(13) 0.0314(6) Uani 1 1 d . . .
H7 H 0.8499 0.6280 0.2570 0.038 Uiso 1 1 calc R . .
C8 C 0.7407(3) 0.48872(19) 0.25944(13) 0.0270(5) Uani 1 1 d . . .
C9 C 0.7481(3) 0.3838(2) 0.23670(14) 0.0297(6) Uani 1 1 d . . .
C10 C 0.8694(3) 0.3476(2) 0.19601(14) 0.0305(6) Uani 1 1 d . . .
C11 C 0.6373(3) 0.3130(2) 0.25485(14) 0.0314(6) Uani 1 1 d . . .
H11 H 0.6463 0.2433 0.2373 0.038 Uiso 1 1 calc R . .
C12 C 0.4255(3) 0.2509(2) 0.30819(16) 0.0424(7) Uani 1 1 d . . .
H12A H 0.4556 0.2101 0.3520 0.051 Uiso 1 1 calc R . .
H12B H 0.4185 0.2028 0.2654 0.051 Uiso 1 1 calc R . .
C13 C 0.2862(3) 0.3016(2) 0.32274(16) 0.0396(7) Uani 1 1 d . . .
H13A H 0.2468 0.3288 0.2759 0.047 Uiso 1 1 calc R . .
H13B H 0.2201 0.2495 0.3432 0.047 Uiso 1 1 calc R . .
C14 C 0.1778(3) 0.4566(2) 0.37526(16) 0.0384(6) Uani 1 1 d . . .
H14A H 0.1686 0.4872 0.3252 0.046 Uiso 1 1 calc R . .
H14B H 0.1918 0.5150 0.4104 0.046 Uiso 1 1 calc R . .
C15 C 0.0408(3) 0.4018(3) 0.39460(18) 0.0515(8) Uani 1 1 d . . .
H15A H 0.0280 0.3411 0.3622 0.077 Uiso 1 1 calc R . .
H15B H -0.0374 0.4505 0.3878 0.077 Uiso 1 1 calc R . .
H15C H 0.0436 0.3787 0.4463 0.077 Uiso 1 1 calc R . .
C16 C 0.3257(3) 0.3434(2) 0.45228(15) 0.0386(7) Uani 1 1 d . . .
H16A H 0.4176 0.3077 0.4536 0.046 Uiso 1 1 calc R . .
H16B H 0.2527 0.2897 0.4605 0.046 Uiso 1 1 calc R . .
C17 C 0.3200(3) 0.4204(3) 0.51512(16) 0.0480(8) Uani 1 1 d . . .
H17A H 0.3788 0.4810 0.5034 0.072 Uiso 1 1 calc R . .
H17B H 0.3544 0.3870 0.5604 0.072 Uiso 1 1 calc R . .
H17C H 0.2231 0.4434 0.5225 0.072 Uiso 1 1 calc R . .
C18 C 0.5022(3) 0.64650(18) 0.42172(13) 0.0303(6) Uani 1 1 d . . .
C19 C 0.4695(3) 0.7605(2) 0.43007(16) 0.0442(7) Uani 1 1 d . . .
H19A H 0.5056 0.7988 0.3871 0.066 Uiso 1 1 calc R . .
H19B H 0.5137 0.7872 0.4752 0.066 Uiso 1 1 calc R . .
H19C H 0.3679 0.7700 0.4333 0.066 Uiso 1 1 calc R . .
C20 C 0.6062(3) 0.6017(2) 0.46537(14) 0.0331(6) Uani 1 1 d . . .
H20 H 0.6570 0.6462 0.4978 0.040 Uiso 1 1 calc R . .
C21 C 0.6406(3) 0.4960(2) 0.46448(15) 0.0318(6) Uani 1 1 d . . .
C22 C 0.7374(3) 0.4550(3) 0.52284(16) 0.0455(7) Uani 1 1 d . . .
H22A H 0.6828 0.4332 0.5661 0.068 Uiso 1 1 calc R . .
H22B H 0.8033 0.5100 0.5373 0.068 Uiso 1 1 calc R . .
H22C H 0.7893 0.3950 0.5033 0.068 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 O1 1.8738(17) . ?
Co1 N1 1.888(2) . ?
Co1 O3 1.9149(17) . ?
Co1 O2 1.9224(18) . ?
Co1 N3 1.949(2) . ?
Co1 N2 2.066(2) . ?
O1 C8 1.306(3) . ?
O2 C21 1.274(3) . ?
O3 C18 1.271(3) . ?
N1 C11 1.283(3) . ?
N1 C12 1.469(3) . ?
N2 C14 1.493(3) . ?
N2 C13 1.495(3) . ?
N2 C16 1.500(3) . ?
N3 N4 1.198(3) . ?
N4 N5 1.157(3) . ?
C1 C2 1.375(4) . ?
C1 C10 1.419(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.394(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.358(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.415(4) . ?
C4 H4 0.9500 . ?
C5 C10 1.411(4) . ?
C5 C6 1.423(3) . ?
C6 C7 1.350(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.428(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.406(4) . ?
C9 C11 1.431(4) . ?
C9 C10 1.448(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.503(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.525(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.504(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C20 1.392(4) . ?
C18 C19 1.499(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.392(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.497(4) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?

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
O1 Co1 N1 93.48(9) . . ?
O1 Co1 O3 86.02(8) . . ?
N1 Co1 O3 177.46(9) . . ?
O1 Co1 O2 87.60(7) . . ?
N1 Co1 O2 88.60(8) . . ?
O3 Co1 O2 93.86(7) . . ?
O1 Co1 N3 90.68(8) . . ?
N1 Co1 N3 91.66(10) . . ?
O3 Co1 N3 85.86(9) . . ?
O2 Co1 N3 178.27(9) . . ?
O1 Co1 N2 179.02(9) . . ?
N1 Co1 N2 85.95(9) . . ?
O3 Co1 N2 94.51(8) . . ?
O2 Co1 N2 93.18(8) . . ?
N3 Co1 N2 88.55(9) . . ?
C8 O1 Co1 126.98(16) . . ?
C21 O2 Co1 123.12(17) . . ?
C18 O3 Co1 122.91(16) . . ?
C11 N1 C12 119.3(2) . . ?
C11 N1 Co1 126.73(18) . . ?
C12 N1 Co1 113.90(17) . . ?
C14 N2 C13 108.8(2) . . ?
C14 N2 C16 110.2(2) . . ?
C13 N2 C16 108.4(2) . . ?
C14 N2 Co1 112.57(16) . . ?
C13 N2 Co1 102.18(15) . . ?
C16 N2 Co1 114.22(17) . . ?
N4 N3 Co1 119.31(19) . . ?
N5 N4 N3 176.0(3) . . ?
C2 C1 C10 121.0(3) . . ?
C2 C1 H1 119.5 . . ?
C10 C1 H1 119.5 . . ?
C1 C2 C3 121.1(3) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 H2 119.5 . . ?
C4 C3 C2 119.5(3) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 121.0(3) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C10 C5 C4 120.2(2) . . ?
C10 C5 C6 118.9(2) . . ?
C4 C5 C6 120.9(3) . . ?
C7 C6 C5 121.3(3) . . ?
C7 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C6 C7 C8 121.8(2) . . ?
C6 C7 H7 119.1 . . ?
C8 C7 H7 119.1 . . ?
O1 C8 C9 126.0(2) . . ?
O1 C8 C7 115.3(2) . . ?
C9 C8 C7 118.7(2) . . ?
C8 C9 C11 120.0(2) . . ?
C8 C9 C10 119.6(2) . . ?
C11 C9 C10 120.4(2) . . ?
C5 C10 C1 117.2(2) . . ?
C5 C10 C9 119.7(2) . . ?
C1 C10 C9 123.1(2) . . ?
N1 C11 C9 126.5(2) . . ?
N1 C11 H11 116.8 . . ?
C9 C11 H11 116.8 . . ?
N1 C12 C13 107.7(2) . . ?
N1 C12 H12A 110.2 . . ?
C13 C12 H12A 110.2 . . ?
N1 C12 H12B 110.2 . . ?
C13 C12 H12B 110.2 . . ?
H12A C12 H12B 108.5 . . ?
N2 C13 C12 109.2(2) . . ?
N2 C13 H13A 109.8 . . ?
C12 C13 H13A 109.8 . . ?
N2 C13 H13B 109.8 . . ?
C12 C13 H13B 109.8 . . ?
H13A C13 H13B 108.3 . . ?
N2 C14 C15 115.6(2) . . ?
N2 C14 H14A 108.4 . . ?
C15 C14 H14A 108.4 . . ?
N2 C14 H14B 108.4 . . ?
C15 C14 H14B 108.4 . . ?
H14A C14 H14B 107.4 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N2 C16 C17 115.3(2) . . ?
N2 C16 H16A 108.4 . . ?
C17 C16 H16A 108.4 . . ?
N2 C16 H16B 108.4 . . ?
C17 C16 H16B 108.4 . . ?
H16A C16 H16B 107.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O3 C18 C20 125.4(2) . . ?
O3 C18 C19 115.1(2) . . ?
C20 C18 C19 119.5(2) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 C21 124.1(3) . . ?
C18 C20 H20 117.9 . . ?
C21 C20 H20 117.9 . . ?
O2 C21 C20 125.7(3) . . ?
O2 C21 C22 115.8(2) . . ?
C20 C21 C22 118.5(3) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

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 Co1 O1 C8 -6.3(2) . . . . ?
O3 Co1 O1 C8 176.22(19) . . . . ?
O2 Co1 O1 C8 82.18(19) . . . . ?
N3 Co1 O1 C8 -97.98(19) . . . . ?
O1 Co1 O2 C21 66.9(2) . . . . ?
N1 Co1 O2 C21 160.5(2) . . . . ?
O3 Co1 O2 C21 -18.9(2) . . . . ?
N2 Co1 O2 C21 -113.6(2) . . . . ?
O1 Co1 O3 C18 -63.96(19) . . . . ?
O2 Co1 O3 C18 23.35(19) . . . . ?
N3 Co1 O3 C18 -154.9(2) . . . . ?
N2 Co1 O3 C18 116.86(19) . . . . ?
O1 Co1 N1 C11 3.3(2) . . . . ?
O2 Co1 N1 C11 -84.2(2) . . . . ?
N3 Co1 N1 C11 94.1(2) . . . . ?
N2 Co1 N1 C11 -177.5(2) . . . . ?
O1 Co1 N1 C12 -179.03(19) . . . . ?
O2 Co1 N1 C12 93.46(19) . . . . ?
N3 Co1 N1 C12 -88.2(2) . . . . ?
N2 Co1 N1 C12 0.17(19) . . . . ?
N1 Co1 N2 C14 -141.82(19) . . . . ?
O3 Co1 N2 C14 35.68(18) . . . . ?
O2 Co1 N2 C14 129.81(18) . . . . ?
N3 Co1 N2 C14 -50.05(19) . . . . ?
N1 Co1 N2 C13 -25.32(17) . . . . ?
O3 Co1 N2 C13 152.18(16) . . . . ?
O2 Co1 N2 C13 -113.69(16) . . . . ?
N3 Co1 N2 C13 66.45(17) . . . . ?
N1 Co1 N2 C16 91.53(19) . . . . ?
O3 Co1 N2 C16 -90.97(18) . . . . ?
O2 Co1 N2 C16 3.16(19) . . . . ?
N3 Co1 N2 C16 -176.70(19) . . . . ?
O1 Co1 N3 N4 36.0(2) . . . . ?
N1 Co1 N3 N4 -57.5(2) . . . . ?
O3 Co1 N3 N4 121.9(2) . . . . ?
N2 Co1 N3 N4 -143.4(2) . . . . ?
C10 C1 C2 C3 0.6(4) . . . . ?
C1 C2 C3 C4 -1.6(4) . . . . ?
C2 C3 C4 C5 0.3(4) . . . . ?
C3 C4 C5 C10 2.0(4) . . . . ?
C3 C4 C5 C6 -178.5(2) . . . . ?
C10 C5 C6 C7 -0.5(4) . . . . ?
C4 C5 C6 C7 180.0(2) . . . . ?
C5 C6 C7 C8 2.0(4) . . . . ?
Co1 O1 C8 C9 6.6(3) . . . . ?
Co1 O1 C8 C7 -173.32(16) . . . . ?
C6 C7 C8 O1 178.7(2) . . . . ?
C6 C7 C8 C9 -1.2(4) . . . . ?
O1 C8 C9 C11 -1.9(4) . . . . ?
C7 C8 C9 C11 177.9(2) . . . . ?
O1 C8 C9 C10 179.1(2) . . . . ?
C7 C8 C9 C10 -1.0(4) . . . . ?
C4 C5 C10 C1 -2.8(4) . . . . ?
C6 C5 C10 C1 177.6(2) . . . . ?
C4 C5 C10 C9 177.8(2) . . . . ?
C6 C5 C10 C9 -1.7(4) . . . . ?
C2 C1 C10 C5 1.6(4) . . . . ?
C2 C1 C10 C9 -179.1(2) . . . . ?
C8 C9 C10 C5 2.5(4) . . . . ?
C11 C9 C10 C5 -176.5(2) . . . . ?
C8 C9 C10 C1 -176.9(2) . . . . ?
C11 C9 C10 C1 4.2(4) . . . . ?
C12 N1 C11 C9 -177.9(3) . . . . ?
Co1 N1 C11 C9 -0.3(4) . . . . ?
C8 C9 C11 N1 -1.3(4) . . . . ?
C10 C9 C11 N1 177.6(2) . . . . ?
C11 N1 C12 C13 -156.6(2) . . . . ?
Co1 N1 C12 C13 25.6(3) . . . . ?
C14 N2 C13 C12 164.8(2) . . . . ?
C16 N2 C13 C12 -75.3(3) . . . . ?
Co1 N2 C13 C12 45.6(2) . . . . ?
N1 C12 C13 N2 -48.2(3) . . . . ?
C13 N2 C14 C15 59.0(3) . . . . ?
C16 N2 C14 C15 -59.7(3) . . . . ?
Co1 N2 C14 C15 171.5(2) . . . . ?
C14 N2 C16 C17 -50.2(3) . . . . ?
C13 N2 C16 C17 -169.2(2) . . . . ?
Co1 N2 C16 C17 77.7(3) . . . . ?
Co1 O3 C18 C20 -16.5(3) . . . . ?
Co1 O3 C18 C19 163.76(18) . . . . ?
O3 C18 C20 C21 -2.7(4) . . . . ?
C19 C18 C20 C21 177.0(3) . . . . ?
Co1 O2 C21 C20 7.2(4) . . . . ?
Co1 O2 C21 C22 -174.86(17) . . . . ?
C18 C20 C21 O2 7.9(4) . . . . ?
C18 C20 C21 C22 -169.9(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.052



