# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1407706'
loop_
_audit_author_name
_audit_author_address
'dr Anna Krawczuk'
;Crystal Engineering and Structure Analysis Group Department of Crystal Chemistry and Crystal Physics
Poland
;
_audit_update_record             
;
2018-12-18 deposited with the CCDC.	2019-03-04 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 H25 Co N3 O7'
_chemical_formula_weight         442.33

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'

_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                   8.1767(7)
_cell_length_b                   10.9491(8)
_cell_length_c                   11.4868(7)
_cell_angle_alpha                83.608(4)
_cell_angle_beta                 73.687(3)
_cell_angle_gamma                88.562(4)
_cell_volume                     980.83(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6242
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      27.80

_exptl_crystal_description       plate
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_F_000             462
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.919
_shelx_estimated_absorpt_T_min   0.710
_shelx_estimated_absorpt_T_max   0.838
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.802
_exptl_absorpt_correction_T_max  0.832
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'BrukerAXS SMART APEX'
_diffrn_detector                 'CCD plate'
_diffrn_reflns_number            19752
_diffrn_reflns_av_unetI/netI     0.0622
_diffrn_reflns_av_R_equivalents  0.0599
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.778
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4467
_reflns_number_gt                3075
_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       
'Apex2, Version 2 User Manual, M86-E01078, Bruker Analytical X-ray Systems Madison, WI, 2006'
_computing_cell_refinement       
'Apex2, Version 2 User Manual, M86-E01078, Bruker Analytical X-ray Systems Madison, WI, 2006'
_computing_data_reduction        
'Apex2, Version 2 User Manual, M86-E01078, Bruker Analytical X-ray Systems Madison, WI, 2006.'
_computing_structure_solution    'SHELXS (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
;
  ORTEP-3 for Windows (Farrugia, 2012); MERCURY (Version
  1.4; Macrae et al., 2008)
;


_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)+(0.1152P)²+3.0592P] 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         4467
_refine_ls_number_parameters     273
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1059
_refine_ls_R_factor_gt           0.0701
_refine_ls_wR_factor_ref         0.2361
_refine_ls_wR_factor_gt          0.2069
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_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 0.84136(8) 0.70593(6) 0.53910(7) 0.0296(3) Uani 1 1 d . . . . .
O1 O 0.8244(4) 0.5365(3) 0.6447(4) 0.0335(8) Uani 1 1 d . . . . .
O3 O 0.5825(4) 0.6899(3) 0.5525(4) 0.0330(8) Uani 1 1 d . . . . .
O2 O 0.6865(5) 0.3613(3) 0.7138(4) 0.0360(9) Uani 1 1 d . . . . .
O4 O 0.3390(5) 0.5898(4) 0.6035(4) 0.0452(10) Uani 1 1 d . . . . .
N2 N 0.8447(5) 0.8757(4) 0.4332(4) 0.0318(9) Uani 1 1 d . . . . .
N3 N 0.8009(5) 0.8055(4) 0.6919(4) 0.0316(9) Uani 1 1 d . . . . .
N1 N 0.6851(6) 0.9780(4) 0.6005(4) 0.0378(11) Uani 1 1 d . . . . .
H1 H 0.6075 1.0328 0.6181 0.045 Uiso 1 1 calc R U . . .
C12 C 0.7531(6) 0.9733(5) 0.4778(5) 0.0317(11) Uani 1 1 d . . . . .
C7 C 0.6896(6) 0.4761(5) 0.6929(5) 0.0282(10) Uani 1 1 d . . . . .
C17 C 0.7158(6) 0.9131(5) 0.7004(5) 0.0346(12) Uani 1 1 d . . . . .
C6 C 0.4774(6) 0.6121(5) 0.6201(5) 0.0301(11) Uani 1 1 d . . . . .
C13 C 0.7239(8) 1.0714(5) 0.3982(6) 0.0457(15) Uani 1 1 d . . . . .
H13 H 0.6577 1.1370 0.4293 0.055 Uiso 1 1 calc R U . . .
C8 C 0.8319(8) 0.7493(6) 0.7951(6) 0.0439(14) Uani 1 1 d . . . . .
H8 H 0.8949 0.6772 0.7896 0.053 Uiso 1 1 calc R U . . .
C5 C 0.5230(6) 0.5480(6) 0.7342(5) 0.0377(12) Uani 1 1 d . . . . .
H5 H 0.5509 0.6148 0.7757 0.045 Uiso 1 1 calc R U . . .
C15 C 0.8910(9) 0.9757(6) 0.2311(6) 0.0513(16) Uani 1 1 d . . . . .
H15 H 0.9422 0.9750 0.1479 0.062 Uiso 1 1 calc R U . . .
C11 C 0.6545(9) 0.9622(6) 0.8111(6) 0.0524(16) Uani 1 1 d . . . . .
H11 H 0.5948 1.0358 0.8150 0.063 Uiso 1 1 calc R U . . .
C16 C 0.9119(8) 0.8820(6) 0.3133(6) 0.0454(14) Uani 1 1 d . . . . .
H16 H 0.9792 0.8166 0.2830 0.055 Uiso 1 1 calc R U . . .
C3 C 0.2433(7) 0.5623(7) 0.8907(6) 0.0518(17) Uani 1 1 d . . . . .
H3A H 0.2124 0.6198 0.8299 0.062 Uiso 1 1 calc R U . . .
H3B H 0.1431 0.5130 0.9333 0.062 Uiso 1 1 calc R U . . .
C9 C 0.7768(9) 0.7920(7) 0.9046(6) 0.0554(17) Uani 1 1 d . . . . .
H9 H 0.8005 0.7500 0.9729 0.067 Uiso 1 1 calc R U . . .
C14 C 0.7902(9) 1.0724(6) 0.2768(6) 0.0532(16) Uani 1 1 d . . . . .
H14 H 0.7684 1.1374 0.2240 0.064 Uiso 1 1 calc R U . . .
C10 C 0.6830(10) 0.9010(8) 0.9141(7) 0.064(2) Uani 1 1 d . . . . .
H10 H 0.6408 0.9313 0.9892 0.077 Uiso 1 1 calc R U . . .
C4 C 0.3796(7) 0.4788(7) 0.8260(6) 0.0506(16) Uani 1 1 d . . . . .
H4A H 0.4241 0.4297 0.8858 0.061 Uiso 1 1 calc R U . . .
H4B H 0.3295 0.4232 0.7853 0.061 Uiso 1 1 calc R U . . .
C2 C 0.2894(12) 0.6336(12) 0.9798(9) 0.100(4) Uani 1 1 d . . . . .
H2A H 0.4056 0.6619 0.9417 0.120 Uiso 1 1 calc R U . A 1
H2B H 0.2932 0.5747 1.0485 0.120 Uiso 1 1 calc R U . A 1
O1W O 1.1065(4) 0.7113(4) 0.5003(4) 0.0356(9) Uani 1 1 d . . . . .
H1W1 H 1.170(9) 0.682(7) 0.538(7) 0.053 Uiso 1 1 d . U . . .
H2W1 H 1.152(9) 0.692(7) 0.428(7) 0.053 Uiso 1 1 d . U . . .
O2W O 0.8869(4) 0.6043(3) 0.3835(4) 0.0327(8) Uani 1 1 d D . . . .
H1W2 H 0.811(6) 0.555(5) 0.383(5) 0.049 Uiso 1 1 d D U . . .
H2W2 H 0.927(7) 0.638(5) 0.313(2) 0.049 Uiso 1 1 d D U . . .
O3W O 0.4846(6) 0.1907(4) 0.6648(5) 0.0516(12) Uani 1 1 d . . . . .
H1W3 H 0.519(11) 0.236(8) 0.706(8) 0.077 Uiso 1 1 d . U . . .
H2W3 H 0.452(12) 0.221(9) 0.615(9) 0.077 Uiso 1 1 d . U . . .
C1A C 0.190(5) 0.746(4) 1.035(3) 0.073(8) Uiso 0.43(7) 1 d . . P B 1
H1A1 H 0.163(5) 0.819(9) 0.952(9) 0.088 Uiso 0.43(7) 1 calc R U P B 1
H1A2 H 0.276(11) 0.798(7) 1.089(6) 0.088 Uiso 0.43(7) 1 calc R U P B 1
H1A3 H 0.052(14) 0.710(5) 1.108(7) 0.088 Uiso 0.43(7) 1 calc R U P B 1
C1B C 0.144(3) 0.702(3) 1.0524(17) 0.062(6) Uiso 0.57(7) 1 d . . P B 2
H1B1 H 0.103(5) 0.776(6) 0.990(5) 0.074 Uiso 0.57(7) 1 calc R U P B 2
H1B2 H 0.185(4) 0.746(4) 1.124(6) 0.074 Uiso 0.57(7) 1 calc R U P B 2
H1B3 H 0.035(9) 0.637(6) 1.098(4) 0.074 Uiso 0.57(7) 1 calc R U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O1 2.086(4) . ?
Co1 O1W 2.088(4) . ?
Co1 O3 2.089(3) . ?
Co1 N2 2.101(4) . ?
Co1 N3 2.112(4) . ?
Co1 O2W 2.149(4) . ?
O1 C7 1.253(6) . ?
O3 C6 1.258(6) . ?
O2 C7 1.253(6) . ?
O4 C6 1.234(6) . ?
N2 C16 1.326(8) . ?
N2 C12 1.354(6) . ?
N3 C17 1.352(6) . ?
N3 C8 1.359(7) . ?
N1 C17 1.362(7) . ?
N1 C12 1.369(7) . ?
N1 H1 0.8600 . ?
C12 C13 1.392(8) . ?
C7 C5 1.538(6) . ?
C17 C11 1.392(8) . ?
C6 C5 1.551(8) . ?
C13 C14 1.347(10) . ?
C13 H13 0.9300 . ?
C8 C9 1.344(9) . ?
C8 H8 0.9300 . ?
C5 C4 1.495(9) . ?
C5 H5 0.9800 . ?
C15 C16 1.356(9) . ?
C15 C14 1.382(10) . ?
C15 H15 0.9300 . ?
C11 C10 1.370(10) . ?
C11 H11 0.9300 . ?
C16 H16 0.9300 . ?
C3 C2 1.486(11) . ?
C3 C4 1.505(9) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C9 C10 1.399(10) . ?
C9 H9 0.9300 . ?
C14 H14 0.9300 . ?
C10 H10 0.9300 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C2 C1B 1.487(17) . ?
C2 C1A 1.55(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
O1W H1W1 0.80(8) . ?
O1W H2W1 0.85(8) . ?
O2W H1W2 0.835(10) . ?
O2W H2W2 0.835(10) . ?
O3W H1W3 0.83(9) . ?
O3W H2W3 0.74(9) . ?
C1A H1A1 1.24(12) . ?
C1A H1A2 1.24(13) . ?
C1A H1A3 1.24(13) . ?
C1B H1B1 1.13(9) . ?
C1B H1B2 1.13(9) . ?
C1B H1B3 1.13(9) . ?

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 O1W 92.58(15) . . ?
O1 Co1 O3 88.39(14) . . ?
O1W Co1 O3 171.30(16) . . ?
O1 Co1 N2 176.95(14) . . ?
O1W Co1 N2 90.42(16) . . ?
O3 Co1 N2 88.56(15) . . ?
O1 Co1 N3 93.01(16) . . ?
O1W Co1 N3 94.04(16) . . ?
O3 Co1 N3 94.55(15) . . ?
N2 Co1 N3 87.30(17) . . ?
O1 Co1 O2W 86.85(15) . . ?
O1W Co1 O2W 85.04(15) . . ?
O3 Co1 O2W 86.38(14) . . ?
N2 Co1 O2W 92.88(16) . . ?
N3 Co1 O2W 179.06(14) . . ?
C7 O1 Co1 125.1(3) . . ?
C6 O3 Co1 127.7(3) . . ?
C16 N2 C12 117.2(5) . . ?
C16 N2 Co1 119.0(4) . . ?
C12 N2 Co1 122.5(4) . . ?
C17 N3 C8 117.4(5) . . ?
C17 N3 Co1 122.8(4) . . ?
C8 N3 Co1 118.7(4) . . ?
C17 N1 C12 132.8(4) . . ?
C17 N1 H1 113.6 . . ?
C12 N1 H1 113.6 . . ?
N2 C12 N1 121.6(5) . . ?
N2 C12 C13 120.0(5) . . ?
N1 C12 C13 118.4(5) . . ?
O1 C7 O2 122.9(4) . . ?
O1 C7 C5 117.8(5) . . ?
O2 C7 C5 119.2(5) . . ?
N3 C17 N1 121.3(5) . . ?
N3 C17 C11 121.8(5) . . ?
N1 C17 C11 116.9(5) . . ?
O4 C6 O3 123.6(5) . . ?
O4 C6 C5 119.4(5) . . ?
O3 C6 C5 116.9(4) . . ?
C14 C13 C12 120.8(6) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C9 C8 N3 123.7(6) . . ?
C9 C8 H8 118.2 . . ?
N3 C8 H8 118.2 . . ?
C4 C5 C7 115.7(5) . . ?
C4 C5 C6 114.9(5) . . ?
C7 C5 C6 109.1(4) . . ?
C4 C5 H5 105.4 . . ?
C7 C5 H5 105.4 . . ?
C6 C5 H5 105.4 . . ?
C16 C15 C14 116.9(6) . . ?
C16 C15 H15 121.6 . . ?
C14 C15 H15 121.6 . . ?
C10 C11 C17 119.2(6) . . ?
C10 C11 H11 120.4 . . ?
C17 C11 H11 120.4 . . ?
N2 C16 C15 125.6(6) . . ?
N2 C16 H16 117.2 . . ?
C15 C16 H16 117.2 . . ?
C2 C3 C4 115.6(6) . . ?
C2 C3 H3A 108.4 . . ?
C4 C3 H3A 108.4 . . ?
C2 C3 H3B 108.4 . . ?
C4 C3 H3B 108.4 . . ?
H3A C3 H3B 107.4 . . ?
C8 C9 C10 118.8(6) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
C13 C14 C15 119.4(6) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C11 C10 C9 119.0(7) . . ?
C11 C10 H10 120.5 . . ?
C9 C10 H10 120.5 . . ?
C5 C4 C3 112.5(6) . . ?
C5 C4 H4A 109.1 . . ?
C3 C4 H4A 109.1 . . ?
C5 C4 H4B 109.1 . . ?
C3 C4 H4B 109.1 . . ?
H4A C4 H4B 107.8 . . ?
C3 C2 C1B 113.6(11) . . ?
C3 C2 C1A 125.1(13) . . ?
C3 C2 H2A 106.1 . . ?
C1A C2 H2A 106.1 . . ?
C3 C2 H2B 106.1 . . ?
C1A C2 H2B 106.1 . . ?
H2A C2 H2B 106.3 . . ?
Co1 O1W H1W1 132(5) . . ?
Co1 O1W H2W1 110(5) . . ?
H1W1 O1W H2W1 103(7) . . ?
Co1 O2W H1W2 117(4) . . ?
Co1 O2W H2W2 121(4) . . ?
H1W2 O2W H2W2 108(3) . . ?
H1W3 O3W H2W3 117(10) . . ?
C2 C1A H1A1 109.5 . . ?
C2 C1A H1A2 109.5 . . ?
H1A1 C1A H1A2 109.5 . . ?
C2 C1A H1A3 109.5 . . ?
H1A1 C1A H1A3 109.5 . . ?
H1A2 C1A H1A3 109.5 . . ?
C2 C1B H1B1 109.5 . . ?
C2 C1B H1B2 109.5 . . ?
H1B1 C1B H1B2 109.5 . . ?
C2 C1B H1B3 109.5 . . ?
H1B1 C1B H1B3 109.5 . . ?
H1B2 C1B H1B3 109.5 . . ?

_refine_diff_density_max         0.778
_refine_diff_density_min         -0.613
_refine_diff_density_rms         0.124

