# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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 1515650'
_audit_update_record             
;
2016-11-08 deposited with the CCDC.
2017-01-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H52 Co5 N4 O28'
_chemical_formula_weight         1259.44

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'
Co Co 0.3494 0.9721 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.5017(6)
_cell_length_b                   10.1550(10)
_cell_length_c                   16.3582(16)
_cell_angle_alpha                87.0410(9)
_cell_angle_beta                 87.1770(10)
_cell_angle_gamma                81.4270(10)
_cell_volume                     1065.61(18)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2039
_cell_measurement_theta_min      0.89
_cell_measurement_theta_max      19.36

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.963
_exptl_crystal_F_000             643
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.23
_exptl_absorpt_coefficient_mu    2.014
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5308
_exptl_absorpt_correction_T_max  0.6879
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine--focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_reflns_number            6519
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_av_R_equivalents  0.0152
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.248
_diffrn_reflns_theta_max         27.501
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             4715
_reflns_number_gt                4091
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'SMART (Bruker, 1998)'
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2013)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0560P)²+0.5600P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4715
_refine_ls_number_parameters     322
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0295
_refine_ls_wR_factor_ref         0.0942
_refine_ls_wR_factor_gt          0.0855
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.86578(5) 0.50211(3) 0.26905(2) 0.01653(10) Uani 1 1 d . . . . .
Co2 Co 1.02927(5) 0.84552(3) -0.00336(2) 0.01401(10) Uani 1 1 d . . . . .
Co3 Co 1.5000 1.0000 0.0000 0.01462(11) Uani 1 2 d S . P . .
O1W O 0.5653(3) 0.4575(2) 0.23590(12) 0.0267(4) Uani 1 1 d . . . . .
H1WA H 0.5680 0.3765 0.2363 0.040 Uiso 1 1 d R U . . .
H1WB H 0.4704 0.4958 0.2650 0.040 Uiso 1 1 d R U . . .
O2W O 0.9315(3) 0.47860(19) 0.14034(11) 0.0266(4) Uani 1 1 d . . . . .
H2WA H 1.0579 0.4655 0.1313 0.040 Uiso 1 1 d R U . . .
H2WB H 0.8630 0.5409 0.1151 0.040 Uiso 1 1 d R U . . .
O3W O 0.8263(3) 0.69456(18) 0.03361(11) 0.0235(4) Uani 1 1 d . . . . .
H3WA H 0.7364 0.7256 0.0671 0.035 Uiso 1 1 d R U . . .
H3WB H 0.7790 0.6611 -0.0049 0.035 Uiso 1 1 d R U . . .
O4W O 1.2717(3) 0.70031(19) -0.05304(12) 0.0253(4) Uani 1 1 d . . . . .
H4WA H 1.3683 0.7377 -0.0717 0.038 Uiso 1 1 d R U . . .
H4WB H 1.2191 0.6621 -0.0880 0.038 Uiso 1 1 d R U . . .
O9 O 1.2022(2) 1.00351(16) -0.03518(10) 0.0147(3) Uani 1 1 d . . . . .
H9 H 1.2951 1.0060 -0.0951 0.022 Uiso 1 1 d R U . . .
O1 O 1.1572(3) 0.58969(17) 0.27394(11) 0.0211(4) Uani 1 1 d . . . . .
O2 O 0.8522(3) 0.71101(17) 0.25593(11) 0.0206(4) Uani 1 1 d . . . . .
O3 O 0.7383(3) 1.20621(19) 0.27031(14) 0.0311(5) Uani 1 1 d . . . . .
O4 O 1.0058(3) 1.31412(17) 0.28765(12) 0.0239(4) Uani 1 1 d . . . . .
O6 O 1.4137(3) 1.13503(18) 0.09857(10) 0.0194(4) Uani 1 1 d . . . . .
O5 O 1.0728(3) 1.14191(18) 0.12089(10) 0.0199(4) Uani 1 1 d . . . . .
O7 O 1.4701(3) 0.84145(18) 0.08791(10) 0.0195(4) Uani 1 1 d . . . . .
O8 O 1.1397(3) 0.81151(18) 0.11239(10) 0.0206(4) Uani 1 1 d . . . . .
N1 N 0.7738(3) 0.5299(2) 0.39350(13) 0.0217(5) Uani 1 1 d . . . . .
N2 N 0.6889(3) 0.6292(2) 0.50948(13) 0.0210(5) Uani 1 1 d . . . . .
C1 C 0.7081(4) 0.6445(3) 0.42743(16) 0.0222(5) Uani 1 1 d . . . . .
H1 H 0.6787 0.7257 0.3983 0.027 Uiso 1 1 calc R U . . .
C2 C 0.7943(4) 0.4364(3) 0.45792(17) 0.0239(5) Uani 1 1 d . . . . .
H2 H 0.8366 0.3454 0.4529 0.029 Uiso 1 1 calc R U . . .
C3 C 0.7436(4) 0.4969(3) 0.52962(17) 0.0243(6) Uani 1 1 d . . . . .
H3 H 0.7457 0.4565 0.5820 0.029 Uiso 1 1 calc R U . . .
C4 C 0.6252(5) 0.7316(3) 0.57008(16) 0.0273(6) Uani 1 1 d . . . . .
H4A H 0.7400 0.7342 0.6054 0.033 Uiso 1 1 calc R U . . .
H4B H 0.5098 0.7062 0.6041 0.033 Uiso 1 1 calc R U . . .
C5 C 0.5608(4) 0.8694(3) 0.53231(16) 0.0243(6) Uani 1 1 d . . . . .
C6 C 0.7060(4) 0.9429(3) 0.49483(18) 0.0282(6) Uani 1 1 d . . . . .
H6 H 0.8454 0.9053 0.4911 0.034 Uiso 1 1 calc R U . . .
C7 C 0.3533(4) 0.9287(3) 0.53702(17) 0.0273(6) Uani 1 1 d . . . . .
H7 H 0.2533 0.8815 0.5619 0.033 Uiso 1 1 calc R U . . .
C8 C 1.1407(3) 0.8275(2) 0.27997(14) 0.0134(4) Uani 1 1 d . . . . .
H8 H 1.1803 0.8214 0.3372 0.016 Uiso 1 1 calc R U . . .
C9 C 0.9835(4) 0.9558(2) 0.26999(14) 0.0149(5) Uani 1 1 d . . . . .
H9A H 0.9334 0.9635 0.2148 0.018 Uiso 1 1 calc R U . . .
H9B H 0.8651 0.9507 0.3079 0.018 Uiso 1 1 calc R U . . .
C10 C 1.0815(4) 1.0795(2) 0.28618(14) 0.0135(4) Uani 1 1 d . . . . .
H10 H 1.1197 1.0696 0.3436 0.016 Uiso 1 1 calc R U . . .
C11 C 1.2850(3) 1.0885(2) 0.23590(13) 0.0123(4) Uani 1 1 d . . . . .
H11 H 1.3497 1.1593 0.2583 0.015 Uiso 1 1 calc R U . . .
C12 C 1.4359(4) 0.9578(2) 0.24743(14) 0.0154(5) Uani 1 1 d . . . . .
H12A H 1.5596 0.9627 0.2124 0.019 Uiso 1 1 calc R U . . .
H12B H 1.4781 0.9486 0.3037 0.019 Uiso 1 1 calc R U . . .
C13 C 1.3425(3) 0.8335(2) 0.22760(14) 0.0133(4) Uani 1 1 d . . . . .
H13 H 1.4421 0.7553 0.2437 0.016 Uiso 1 1 calc R U . . .
C14 C 1.0429(4) 0.7034(2) 0.26698(14) 0.0155(5) Uani 1 1 d . . . . .
C15 C 1.3124(4) 0.8280(2) 0.13572(14) 0.0140(4) Uani 1 1 d . . . . .
C16 C 0.9255(4) 1.2083(2) 0.27927(14) 0.0164(5) Uani 1 1 d . . . . .
C17 C 1.2535(4) 1.1253(2) 0.14495(14) 0.0139(4) Uani 1 1 d . . . . .
O5W O 0.6687(4) 0.5108(3) 0.92244(15) 0.0462(6) Uani 1 1 d . . . . .
H5WA H 0.5933 0.5373 0.8849 0.069 Uiso 1 1 d R U . . .
H5WB H 0.6723 0.4313 0.9359 0.069 Uiso 1 1 d R U . . .


_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 O4 2.0037(18) 1_545 ?
Co1 O2 2.1102(18) . ?
Co1 N1 2.114(2) . ?
Co1 O2W 2.1460(19) . ?
Co1 O1W 2.1703(19) . ?
Co1 O1 2.2164(18) . ?
Co1 C14 2.490(2) . ?
Co2 O8 2.0524(17) . ?
Co2 O5 2.0562(17) 2_775 ?
Co2 O9 2.0813(16) 2_775 ?
Co2 O9 2.1222(16) . ?
Co2 O4W 2.1503(18) . ?
Co2 O3W 2.2103(19) . ?
Co3 O9 2.0414(16) . ?
Co3 O9 2.0414(16) 2_875 ?
Co3 O7 2.1272(17) 2_875 ?
Co3 O7 2.1272(17) . ?
Co3 O6 2.1691(17) . ?
Co3 O6 2.1691(17) 2_875 ?
O1W H1WA 0.8198 . ?
O1W H1WB 0.8227 . ?
O2W H2WA 0.8201 . ?
O2W H2WB 0.8226 . ?
O3W H3WA 0.8200 . ?
O3W H3WB 0.8242 . ?
O4W H4WA 0.8197 . ?
O4W H4WB 0.8221 . ?
O9 Co2 2.0813(16) 2_775 ?
O9 H9 1.1264 . ?
O1 C14 1.280(3) . ?
O2 C14 1.253(3) . ?
O3 C16 1.237(3) . ?
O4 C16 1.279(3) . ?
O4 Co1 2.0038(18) 1_565 ?
O6 C17 1.271(3) . ?
O5 C17 1.243(3) . ?
O5 Co2 2.0562(17) 2_775 ?
O7 C15 1.278(3) . ?
O8 C15 1.241(3) . ?
N1 C1 1.319(3) . ?
N1 C2 1.380(3) . ?
N2 C1 1.345(3) . ?
N2 C3 1.365(3) . ?
N2 C4 1.474(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.356(4) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C4 C5 1.509(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.389(4) . ?
C5 C7 1.394(4) . ?
C6 C7 1.385(4) 2_676 ?
C6 H6 0.9300 . ?
C7 C6 1.385(4) 2_676 ?
C7 H7 0.9300 . ?
C8 C14 1.522(3) . ?
C8 C13 1.539(3) . ?
C8 C9 1.538(3) . ?
C8 H8 0.9800 . ?
C9 C10 1.532(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.535(3) . ?
C10 C16 1.534(3) . ?
C10 H10 0.9800 . ?
C11 C17 1.531(3) . ?
C11 C12 1.538(3) . ?
C11 H11 0.9800 . ?
C12 C13 1.535(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C15 1.530(3) . ?
C13 H13 0.9800 . ?
O5W H5WA 0.8138 . ?
O5W H5WB 0.8231 . ?

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
O4 Co1 O2 155.22(7) 1_545 . ?
O4 Co1 N1 95.00(8) 1_545 . ?
O2 Co1 N1 86.93(8) . . ?
O4 Co1 O2W 87.79(8) 1_545 . ?
O2 Co1 O2W 92.24(7) . . ?
N1 Co1 O2W 175.08(8) . . ?
O4 Co1 O1W 97.83(8) 1_545 . ?
O2 Co1 O1W 106.68(7) . . ?
N1 Co1 O1W 94.25(8) . . ?
O2W Co1 O1W 81.33(8) . . ?
O4 Co1 O1 94.25(7) 1_545 . ?
O2 Co1 O1 61.00(6) . . ?
N1 Co1 O1 95.35(8) . . ?
O2W Co1 O1 88.48(7) . . ?
O1W Co1 O1 163.85(7) . . ?
O4 Co1 C14 125.03(8) 1_545 . ?
O2 Co1 C14 30.19(7) . . ?
N1 Co1 C14 89.82(8) . . ?
O2W Co1 C14 91.90(7) . . ?
O1W Co1 C14 136.43(8) . . ?
O1 Co1 C14 30.87(7) . . ?
O8 Co2 O5 173.88(7) . 2_775 ?
O8 Co2 O9 92.07(7) . 2_775 ?
O5 Co2 O9 93.00(7) 2_775 2_775 ?
O8 Co2 O9 94.82(7) . . ?
O5 Co2 O9 89.08(7) 2_775 . ?
O9 Co2 O9 84.54(6) 2_775 . ?
O8 Co2 O4W 91.92(7) . . ?
O5 Co2 O4W 83.22(7) 2_775 . ?
O9 Co2 O4W 174.88(7) 2_775 . ?
O9 Co2 O4W 91.93(7) . . ?
O8 Co2 O3W 85.34(7) . . ?
O5 Co2 O3W 91.20(7) 2_775 . ?
O9 Co2 O3W 90.35(7) 2_775 . ?
O9 Co2 O3W 174.89(6) . . ?
O4W Co2 O3W 93.17(7) . . ?
O9 Co3 O9 180.0 . 2_875 ?
O9 Co3 O7 88.34(7) . 2_875 ?
O9 Co3 O7 91.66(7) 2_875 2_875 ?
O9 Co3 O7 91.66(7) . . ?
O9 Co3 O7 88.34(7) 2_875 . ?
O7 Co3 O7 180.0 2_875 . ?
O9 Co3 O6 94.76(6) . . ?
O9 Co3 O6 85.24(6) 2_875 . ?
O7 Co3 O6 92.83(7) 2_875 . ?
O7 Co3 O6 87.17(7) . . ?
O9 Co3 O6 85.24(6) . 2_875 ?
O9 Co3 O6 94.76(6) 2_875 2_875 ?
O7 Co3 O6 87.17(7) 2_875 2_875 ?
O7 Co3 O6 92.83(7) . 2_875 ?
O6 Co3 O6 180.00(6) . 2_875 ?
Co1 O1W H1WA 109.5 . . ?
Co1 O1W H1WB 111.3 . . ?
H1WA O1W H1WB 113.7 . . ?
Co1 O2W H2WA 109.5 . . ?
Co1 O2W H2WB 108.5 . . ?
H2WA O2W H2WB 118.1 . . ?
Co2 O3W H3WA 109.5 . . ?
Co2 O3W H3WB 114.5 . . ?
H3WA O3W H3WB 113.3 . . ?
Co2 O4W H4WA 109.5 . . ?
Co2 O4W H4WB 106.8 . . ?
H4WA O4W H4WB 112.8 . . ?
Co3 O9 Co2 119.52(8) . 2_775 ?
Co3 O9 Co2 122.19(8) . . ?
Co2 O9 Co2 95.46(6) 2_775 . ?
Co3 O9 H9 76.5 . . ?
Co2 O9 H9 124.9 2_775 . ?
Co2 O9 H9 120.9 . . ?
C14 O1 Co1 86.45(14) . . ?
C14 O2 Co1 91.92(14) . . ?
C16 O4 Co1 126.38(17) . 1_565 ?
C17 O6 Co3 120.74(15) . . ?
C17 O5 Co2 129.46(15) . 2_775 ?
C15 O7 Co3 127.07(15) . . ?
C15 O8 Co2 127.74(16) . . ?
C1 N1 C2 105.2(2) . . ?
C1 N1 Co1 126.61(18) . . ?
C2 N1 Co1 127.75(18) . . ?
C1 N2 C3 107.4(2) . . ?
C1 N2 C4 128.8(2) . . ?
C3 N2 C4 123.8(2) . . ?
N1 C1 N2 111.5(2) . . ?
N1 C1 H1 124.3 . . ?
N2 C1 H1 124.3 . . ?
C3 C2 N1 109.8(2) . . ?
C3 C2 H2 125.1 . . ?
N1 C2 H2 125.1 . . ?
C2 C3 N2 106.1(2) . . ?
C2 C3 H3 126.9 . . ?
N2 C3 H3 126.9 . . ?
N2 C4 C5 113.7(2) . . ?
N2 C4 H4A 108.8 . . ?
C5 C4 H4A 108.8 . . ?
N2 C4 H4B 108.8 . . ?
C5 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
C6 C5 C7 118.0(3) . . ?
C6 C5 C4 121.5(3) . . ?
C7 C5 C4 120.5(3) . . ?
C7 C6 C5 121.2(3) 2_676 . ?
C7 C6 H6 119.4 2_676 . ?
C5 C6 H6 119.4 . . ?
C6 C7 C5 120.9(3) 2_676 . ?
C6 C7 H7 119.6 2_676 . ?
C5 C7 H7 119.6 . . ?
C14 C8 C13 112.95(19) . . ?
C14 C8 C9 111.96(19) . . ?
C13 C8 C9 112.42(19) . . ?
C14 C8 H8 106.3 . . ?
C13 C8 H8 106.3 . . ?
C9 C8 H8 106.3 . . ?
C10 C9 C8 111.49(19) . . ?
C10 C9 H9A 109.3 . . ?
C8 C9 H9A 109.3 . . ?
C10 C9 H9B 109.3 . . ?
C8 C9 H9B 109.3 . . ?
H9A C9 H9B 108.0 . . ?
C9 C10 C11 113.47(18) . . ?
C9 C10 C16 112.40(19) . . ?
C11 C10 C16 112.68(19) . . ?
C9 C10 H10 105.8 . . ?
C11 C10 H10 105.8 . . ?
C16 C10 H10 105.8 . . ?
C17 C11 C12 111.16(18) . . ?
C17 C11 C10 113.75(18) . . ?
C12 C11 C10 109.87(18) . . ?
C17 C11 H11 107.2 . . ?
C12 C11 H11 107.2 . . ?
C10 C11 H11 107.2 . . ?
C13 C12 C11 113.57(19) . . ?
C13 C12 H12A 108.9 . . ?
C11 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
C11 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C12 C13 C15 111.61(19) . . ?
C12 C13 C8 109.50(18) . . ?
C15 C13 C8 113.10(19) . . ?
C12 C13 H13 107.5 . . ?
C15 C13 H13 107.5 . . ?
C8 C13 H13 107.5 . . ?
O2 C14 O1 120.4(2) . . ?
O2 C14 C8 121.1(2) . . ?
O1 C14 C8 118.3(2) . . ?
O2 C14 Co1 57.89(12) . . ?
O1 C14 Co1 62.68(13) . . ?
C8 C14 Co1 170.95(16) . . ?
O8 C15 O7 124.4(2) . . ?
O8 C15 C13 118.9(2) . . ?
O7 C15 C13 116.7(2) . . ?
O3 C16 O4 124.5(2) . . ?
O3 C16 C10 121.6(2) . . ?
O4 C16 C10 113.8(2) . . ?
O5 C17 O6 124.1(2) . . ?
O5 C17 C11 117.8(2) . . ?
O6 C17 C11 118.1(2) . . ?
H5WA O5W H5WB 114.9 . . ?

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
C2 N1 C1 N2 0.9(3) . . . . ?
Co1 N1 C1 N2 -171.64(17) . . . . ?
C3 N2 C1 N1 -0.5(3) . . . . ?
C4 N2 C1 N1 178.5(3) . . . . ?
C1 N1 C2 C3 -1.0(3) . . . . ?
Co1 N1 C2 C3 171.49(18) . . . . ?
N1 C2 C3 N2 0.6(3) . . . . ?
C1 N2 C3 C2 -0.1(3) . . . . ?
C4 N2 C3 C2 -179.2(2) . . . . ?
C1 N2 C4 C5 4.3(4) . . . . ?
C3 N2 C4 C5 -176.8(2) . . . . ?
N2 C4 C5 C6 -72.2(3) . . . . ?
N2 C4 C5 C7 110.3(3) . . . . ?
C7 C5 C6 C7 -0.1(4) . . . 2_676 ?
C4 C5 C6 C7 -177.6(3) . . . 2_676 ?
C6 C5 C7 C6 0.1(4) . . . 2_676 ?
C4 C5 C7 C6 177.6(3) . . . 2_676 ?
C14 C8 C9 C10 177.99(18) . . . . ?
C13 C8 C9 C10 -53.6(3) . . . . ?
C8 C9 C10 C11 52.5(3) . . . . ?
C8 C9 C10 C16 -178.16(18) . . . . ?
C9 C10 C11 C17 73.0(2) . . . . ?
C16 C10 C11 C17 -56.2(3) . . . . ?
C9 C10 C11 C12 -52.3(2) . . . . ?
C16 C10 C11 C12 178.51(19) . . . . ?
C17 C11 C12 C13 -72.1(2) . . . . ?
C10 C11 C12 C13 54.7(2) . . . . ?
C11 C12 C13 C15 69.9(2) . . . . ?
C11 C12 C13 C8 -56.1(2) . . . . ?
C14 C8 C13 C12 -177.34(19) . . . . ?
C9 C8 C13 C12 54.8(2) . . . . ?
C14 C8 C13 C15 57.5(3) . . . . ?
C9 C8 C13 C15 -70.4(2) . . . . ?
Co1 O2 C14 O1 5.1(2) . . . . ?
Co1 O2 C14 C8 -169.43(19) . . . . ?
Co1 O1 C14 O2 -4.9(2) . . . . ?
Co1 O1 C14 C8 169.82(19) . . . . ?
C13 C8 C14 O2 -133.2(2) . . . . ?
C9 C8 C14 O2 -5.0(3) . . . . ?
C13 C8 C14 O1 52.2(3) . . . . ?
C9 C8 C14 O1 -179.7(2) . . . . ?
Co2 O8 C15 O7 -16.3(3) . . . . ?
Co2 O8 C15 C13 163.45(15) . . . . ?
Co3 O7 C15 O8 64.7(3) . . . . ?
Co3 O7 C15 C13 -115.06(19) . . . . ?
C12 C13 C15 O8 -128.3(2) . . . . ?
C8 C13 C15 O8 -4.3(3) . . . . ?
C12 C13 C15 O7 51.5(3) . . . . ?
C8 C13 C15 O7 175.49(19) . . . . ?
Co1 O4 C16 O3 -11.5(4) 1_565 . . . ?
Co1 O4 C16 C10 171.79(15) 1_565 . . . ?
C9 C10 C16 O3 7.2(3) . . . . ?
C11 C10 C16 O3 136.9(2) . . . . ?
C9 C10 C16 O4 -176.1(2) . . . . ?
C11 C10 C16 O4 -46.3(3) . . . . ?
Co2 O5 C17 O6 12.5(3) 2_775 . . . ?
Co2 O5 C17 C11 -166.48(15) 2_775 . . . ?
Co3 O6 C17 O5 -63.2(3) . . . . ?
Co3 O6 C17 C11 115.78(19) . . . . ?
C12 C11 C17 O5 123.6(2) . . . . ?
C10 C11 C17 O5 -1.0(3) . . . . ?
C12 C11 C17 O6 -55.4(3) . . . . ?
C10 C11 C17 O6 180.0(2) . . . . ?

_refine_diff_density_max         0.456
_refine_diff_density_min         -0.678
_refine_diff_density_rms         0.098

####################################################################### 
# 
# 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 1518445'
_audit_update_record             
;
2016-11-22 deposited with the CCDC.
2017-01-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H16 Co N4 O5'
_chemical_formula_weight         415.27

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'
Co Co 0.3494 0.9721 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 2/m'
_space_group_name_Hall           '-C 2y'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.884(4)
_cell_length_b                   18.110(5)
_cell_length_c                   9.606(3)
_cell_angle_alpha                90
_cell_angle_beta                 112.442(8)
_cell_angle_gamma                90
_cell_volume                     1750.0(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3712
_cell_measurement_theta_min      0.19
_cell_measurement_theta_max      23.16

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_F_000             852
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.21
_exptl_absorpt_coefficient_mu    1.019
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7581
_exptl_absorpt_correction_T_max  0.7968
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine--focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12750
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.213
_diffrn_reflns_theta_max         28.377
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2245
_reflns_number_gt                1978
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'SMART (Bruker, 1998)'
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2013)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0838P)²+3.8362P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2245
_refine_ls_number_parameters     187
_refine_ls_number_restraints     173
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0542
_refine_ls_wR_factor_ref         0.1498
_refine_ls_wR_factor_gt          0.1440
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.014
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.27476(5) 0.5000 0.12476(5) 0.0362(2) Uani 1 2 d S T P . .
N1 N 0.3902(3) 0.59068(16) 0.1680(3) 0.0537(7) Uani 1 1 d . . . . .
N2 N 0.5351(3) 0.67715(16) 0.2818(3) 0.0563(8) Uani 1 1 d . . . . .
C1 C 0.4988(3) 0.60682(18) 0.2860(4) 0.0503(7) Uani 1 1 d . . . . .
H1 H 0.5442 0.5736 0.3621 0.060 Uiso 1 1 calc R U . . .
C2 C 0.3568(4) 0.6541(2) 0.0842(5) 0.0799(14) Uani 1 1 d . . . . .
H2 H 0.2843 0.6591 -0.0065 0.096 Uiso 1 1 calc R U . . .
C3 C 0.4439(4) 0.7079(2) 0.1516(5) 0.0846(16) Uani 1 1 d . . . . .
H3 H 0.4431 0.7561 0.1178 0.102 Uiso 1 1 calc R U . . .
C4 C 0.6446(3) 0.71420(18) 0.3934(4) 0.0520(8) Uani 1 1 d . . . . .
C5 C 0.6968(5) 0.7756(3) 0.3536(5) 0.0817(15) Uani 1 1 d . . . . .
H5 H 0.6614 0.7930 0.2551 0.098 Uiso 1 1 calc R U . . .
C6 C 0.6970(4) 0.6884(2) 0.5386(5) 0.0813(15) Uani 1 1 d . . . . .
H6 H 0.6612 0.6466 0.5647 0.098 Uiso 1 1 calc R U . . .
O1 O 0.3097(3) 0.5000 0.4252(4) 0.0532(8) Uani 1 2 d DS TU P . .
O2 O 0.1425(4) 0.4790(3) 0.2108(4) 0.065(2) Uani 0.5 1 d D U P . .
O3 O 0.0585(16) 0.4215(7) 0.781(2) 0.083(5) Uani 0.25 1 d D U P A -1
O4 O 0.169(2) 0.5165(12) 0.9170(14) 0.054(5) Uani 0.25 1 d D U P A -1
O5 O -0.193(2) 0.4791(12) 0.0895(18) 0.056(5) Uani 0.25 1 d D U P A -1
O6 O -0.1035(15) 0.5872(7) 0.179(2) 0.075(4) Uani 0.25 1 d D U P A -1
C7 C 0.1909(5) 0.5000 0.3545(6) 0.0708(16) Uani 1 2 d S TU P . .
C8 C 0.0959(9) 0.4630(8) 0.4269(11) 0.0534(15) Uani 0.25 1 d D U P A -1
H8 H 0.1077 0.4094 0.4405 0.064 Uiso 0.25 1 calc R U P A -1
C9 C 0.1390(9) 0.5064(10) 0.5771(9) 0.0534(15) Uani 0.25 1 d D U P A -1
H9A H 0.1868 0.5491 0.5633 0.064 Uiso 0.25 1 calc R U P A -1
H9B H 0.2046 0.4755 0.6510 0.064 Uiso 0.25 1 calc R U P A -1
C10 C 0.0488(8) 0.5359(7) 0.6566(11) 0.0534(15) Uani 0.25 1 d D U P A -1
H10 H 0.0532 0.5890 0.6773 0.064 Uiso 0.25 1 calc R U P A -1
C12 C -0.1138(12) 0.5447(7) 0.4144(10) 0.0534(15) Uani 0.25 1 d D U P A -1
H12A H -0.0675 0.5917 0.4311 0.064 Uiso 0.25 1 calc R U P A -1
H12B H -0.2076 0.5523 0.3548 0.064 Uiso 0.25 1 calc R U P A -1
C14 C 0.1097(18) 0.4842(7) 0.7947(11) 0.043(3) Uani 0.25 1 d D U P A -1
C15 C -0.1041(18) 0.5182(8) 0.1807(12) 0.054(4) Uani 0.25 1 d D U P A -1
O1W O 0.0000 0.6390(3) 0.0000 0.1010(17) Uani 1 2 d DS T P . .
C13 C -0.0509(9) 0.4867(7) 0.3429(11) 0.0534(15) Uani 0.25 1 d D . P A -1
H13 H -0.1026 0.4416 0.3361 0.064 Uiso 0.25 1 calc R U P A -1
C11 C -0.0906(9) 0.5037(11) 0.5639(10) 0.0534(15) Uani 0.25 1 d D . P A -1
H11 H -0.0746 0.4521 0.5447 0.064 Uiso 0.25 1 calc R U P A -1
H1W H 0.074(11) 0.623(14) 0.05(3) 0.59(16) 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 O2 1.951(4) . ?
Co1 O2 1.951(4) 6_565 ?
Co1 N1 2.012(3) . ?
Co1 N1 2.012(3) 6_565 ?
N1 C1 1.321(4) . ?
N1 C2 1.370(5) . ?
N2 C1 1.339(4) . ?
N2 C3 1.382(4) . ?
N2 C4 1.430(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.342(5) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C4 C5 1.368(5) . ?
C4 C6 1.371(5) . ?
C5 C6 1.385(5) 7_666 ?
C5 H5 0.9300 . ?
C6 C5 1.385(5) 7_666 ?
C6 H6 0.9300 . ?
O1 C7 1.209(6) . ?
O2 O2 0.759(13) 6_565 ?
O2 C7 1.331(6) . ?
O3 C14 1.2498(11) . ?
O4 C14 1.2500(11) . ?
O5 C15 1.2500(11) . ?
O6 C15 1.2498(11) . ?
C7 O2 1.331(6) 6_565 ?
C7 C8 1.598(15) . ?
C8 C9 1.5499(11) . ?
C8 C13 1.5504(11) . ?
C8 H8 0.9800 . ?
C9 C10 1.5509(11) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C14 1.5498(11) . ?
C10 C11 1.5505(11) . ?
C10 H10 0.9800 . ?
C12 C11 1.5496(11) . ?
C12 C13 1.5510(11) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C15 C13 1.5497(11) . ?
O1W H1W 0.822(11) . ?
C13 H13 0.9800 . ?
C11 C7 1.570(12) 5_566 ?
C11 H11 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
O2 Co1 O2 22.4(4) . 6_565 ?
O2 Co1 N1 125.1(2) . . ?
O2 Co1 N1 104.9(2) 6_565 . ?
O2 Co1 N1 104.9(2) . 6_565 ?
O2 Co1 N1 125.1(2) 6_565 6_565 ?
N1 Co1 N1 109.41(17) . 6_565 ?
C1 N1 C2 105.6(3) . . ?
C1 N1 Co1 129.9(2) . . ?
C2 N1 Co1 124.0(2) . . ?
C1 N2 C3 107.0(3) . . ?
C1 N2 C4 126.5(3) . . ?
C3 N2 C4 126.5(3) . . ?
N1 C1 N2 111.3(3) . . ?
N1 C1 H1 124.4 . . ?
N2 C1 H1 124.4 . . ?
C3 C2 N1 110.2(3) . . ?
C3 C2 H2 124.9 . . ?
N1 C2 H2 124.9 . . ?
C2 C3 N2 106.0(3) . . ?
C2 C3 H3 127.0 . . ?
N2 C3 H3 127.0 . . ?
C5 C4 C6 120.3(3) . . ?
C5 C4 N2 119.2(3) . . ?
C6 C4 N2 120.5(3) . . ?
C4 C5 C6 119.4(3) . 7_666 ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 7_666 . ?
C4 C6 C5 120.3(3) . 7_666 ?
C4 C6 H6 119.9 . . ?
C5 C6 H6 119.9 7_666 . ?
O2 O2 C7 73.4(3) 6_565 . ?
O2 O2 Co1 78.78(19) 6_565 . ?
C7 O2 Co1 108.6(3) . . ?
O1 C7 O2 119.8(5) . 6_565 ?
O1 C7 O2 119.8(5) . . ?
O2 C7 O2 33.1(5) 6_565 . ?
O1 C7 C8 119.1(5) . . ?
O2 C7 C8 120.4(5) 6_565 . ?
O2 C7 C8 105.4(5) . . ?
C9 C8 C13 103.2(7) . . ?
C9 C8 C7 100.1(8) . . ?
C13 C8 C7 111.5(9) . . ?
C9 C8 H8 113.6 . . ?
C13 C8 H8 113.6 . . ?
C7 C8 H8 113.6 . . ?
C8 C9 C10 127.6(8) . . ?
C8 C9 H9A 105.4 . . ?
C10 C9 H9A 105.4 . . ?
C8 C9 H9B 105.4 . . ?
C10 C9 H9B 105.4 . . ?
H9A C9 H9B 106.0 . . ?
C14 C10 C11 105.6(9) . . ?
C14 C10 C9 94.0(9) . . ?
C11 C10 C9 104.6(8) . . ?
C14 C10 H10 116.6 . . ?
C11 C10 H10 116.6 . . ?
C9 C10 H10 116.6 . . ?
C11 C12 C13 98.1(9) . . ?
C11 C12 H12A 112.1 . . ?
C13 C12 H12A 112.1 . . ?
C11 C12 H12B 112.1 . . ?
C13 C12 H12B 112.1 . . ?
H12A C12 H12B 109.8 . . ?
O3 C14 O4 124.9(12) . . ?
O3 C14 C10 115.7(10) . . ?
O4 C14 C10 114.9(10) . . ?
O6 C15 O5 124.4(13) . . ?
O6 C15 C13 112.3(13) . . ?
O5 C15 C13 112.8(11) . . ?
C15 C13 C8 122.7(11) . . ?
C15 C13 C12 97.8(9) . . ?
C8 C13 C12 119.9(9) . . ?
C15 C13 H13 104.8 . . ?
C8 C13 H13 104.8 . . ?
C12 C13 H13 104.8 . . ?
C12 C11 C10 97.5(8) . . ?
C12 C11 C7 125.7(10) . 5_566 ?
C10 C11 C7 116.3(8) . 5_566 ?
C12 C11 H11 105.1 . . ?
C10 C11 H11 105.1 . . ?
C7 C11 H11 105.1 5_566 . ?

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
C2 N1 C1 N2 0.6(5) . . . . ?
Co1 N1 C1 N2 -170.9(3) . . . . ?
C3 N2 C1 N1 -0.5(5) . . . . ?
C4 N2 C1 N1 177.5(4) . . . . ?
C1 N1 C2 C3 -0.5(6) . . . . ?
Co1 N1 C2 C3 171.6(4) . . . . ?
N1 C2 C3 N2 0.2(6) . . . . ?
C1 N2 C3 C2 0.1(6) . . . . ?
C4 N2 C3 C2 -177.8(4) . . . . ?
C1 N2 C4 C5 157.9(5) . . . . ?
C3 N2 C4 C5 -24.5(7) . . . . ?
C1 N2 C4 C6 -21.9(7) . . . . ?
C3 N2 C4 C6 155.7(5) . . . . ?
C6 C4 C5 C6 -0.2(9) . . . 7_666 ?
N2 C4 C5 C6 -180.0(4) . . . 7_666 ?
C5 C4 C6 C5 0.2(9) . . . 7_666 ?
N2 C4 C6 C5 180.0(4) . . . 7_666 ?
O2 O2 C7 O1 -99.8(3) 6_565 . . . ?
Co1 O2 C7 O1 -28.2(4) . . . . ?
Co1 O2 C7 O2 71.7(3) . . . 6_565 ?
O2 O2 C7 C8 122.4(5) 6_565 . . . ?
Co1 O2 C7 C8 -165.9(5) . . . . ?
O1 C7 C8 C9 55.5(8) . . . . ?
O2 C7 C8 C9 -134.1(7) 6_565 . . . ?
O2 C7 C8 C9 -166.4(7) . . . . ?
O1 C7 C8 C13 164.2(6) . . . . ?
O2 C7 C8 C13 -25.4(10) 6_565 . . . ?
O2 C7 C8 C13 -57.7(9) . . . . ?
C13 C8 C9 C10 25.0(18) . . . . ?
C7 C8 C9 C10 140.2(13) . . . . ?
C8 C9 C10 C14 114.4(15) . . . . ?
C8 C9 C10 C11 7.1(18) . . . . ?
C11 C10 C14 O3 20(2) . . . . ?
C9 C10 C14 O3 -86.7(18) . . . . ?
C11 C10 C14 O4 -137.7(17) . . . . ?
C9 C10 C14 O4 115.9(17) . . . . ?
O6 C15 C13 C8 -95.1(19) . . . . ?
O5 C15 C13 C8 118.3(18) . . . . ?
O6 C15 C13 C12 38.4(18) . . . . ?
O5 C15 C13 C12 -108.3(17) . . . . ?
C9 C8 C13 C15 126.7(13) . . . . ?
C7 C8 C13 C15 20.0(15) . . . . ?
C9 C8 C13 C12 2.8(16) . . . . ?
C7 C8 C13 C12 -103.9(10) . . . . ?
C11 C12 C13 C15 167.0(9) . . . . ?
C11 C12 C13 C8 -57.8(14) . . . . ?
C13 C12 C11 C10 89.5(11) . . . . ?
C13 C12 C11 C7 -140.4(12) . . . 5_566 ?
C14 C10 C11 C12 -162.9(10) . . . . ?
C9 C10 C11 C12 -64.5(12) . . . . ?
C14 C10 C11 C7 60.8(14) . . . 5_566 ?
C9 C10 C11 C7 159.3(12) . . . 5_566 ?

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
C3 H3 O1W 0.93 2.41 3.296(5) 159.1 7_565
C2 H2 O6 0.93 2.41 3.184(13) 140.2 2
C1 H1 O1 0.93 2.45 3.372(4) 171.4 2_656

_refine_diff_density_max         0.890
_refine_diff_density_min         -0.929
_refine_diff_density_rms         0.077

