# 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_msn335
_database_code_depnum_ccdc_archive 'CCDC 1030387'
loop_
_audit_author_name
_audit_author_address
'Christina Klug' 'Colorado State University'
_audit_update_record             
;
2017-12-02 deposited with the CCDC.	2019-02-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C39 H54 Co N10 O3, Cl [+ solvent]'
_chemical_formula_sum            'C39 H54 Cl Co N10 O3'
_chemical_formula_weight         805.30

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'
Cl Cl 0.1484 0.1585 '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      trigonal
_space_group_IT_number           147
_space_group_name_H-M_alt        'P -3'
_space_group_name_Hall           '-P 3'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'

_cell_length_a                   15.23350(10)
_cell_length_b                   15.23350(10)
_cell_length_c                   12.5157(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2515.27(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9845
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      29.204

_exptl_crystal_description       parallelpiped
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.063
_exptl_crystal_F_000             852
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.434
_shelx_estimated_absorpt_T_min   0.938
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.939
_exptl_absorpt_correction_T_max  0.962
_exptl_absorpt_process_details   SADABS,Bruker(2000)

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17457
_diffrn_reflns_av_unetI/netI     0.1166
_diffrn_reflns_av_R_equivalents  0.039
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         2.243
_diffrn_reflns_theta_max         29.204
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.794
_diffrn_measured_fraction_theta_full 0.735
_diffrn_reflns_Laue_measured_fraction_max 0.794
_diffrn_reflns_Laue_measured_fraction_full 0.735
_diffrn_reflns_point_group_measured_fraction_max 0.794
_diffrn_reflns_point_group_measured_fraction_full 0.735
_reflns_number_total             3608
_reflns_number_gt                2371
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Data were apparently pre-merged, so _diffrn_reflns_number 
 etc. will have to be added later. 
  
 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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;During modeling and refinement,it was determined that the second 
 charge balancing anion and cocrystallizing solvent were significantly
 disordered within the void space of the structure. Attempts were made 
 in P-3 to model the disorder of the anion over several positions and 
 fixing the occupancy using the sump command, but the additional 
 significant solvent disorder made modeling this part of the structure 
 difficult. Additional attempts were made to model the anion in the lower
 symmetry space group P-1, but similar issues were encountered. SQUEEZE 
 was employed to remove the electron density associated with the disordered 
 anion and cocrystallized solvent. From this analysis, the void space was
 determined to be 642 Å3 and 70 electrons per unit cell. This equates to
 two chloride anions and 1.88 methanol (or 0.85 diethylether) molecules per unit cell.,SQUEEZE
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
; 
 w=1/[σ²(Fo²)+(0.1211P)²] 
 where P=(Fo²+2Fc²)/3 
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3608
_refine_ls_number_parameters     166
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0869
_refine_ls_R_factor_gt           0.0667
_refine_ls_wR_factor_ref         0.2237
_refine_ls_wR_factor_gt          0.2082
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_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 0.6667 0.3333 0.61977(6) 0.0154(2) Uani 1 3 d S T P . .
N4 N 0.6667 0.3333 0.8254(4) 0.0187(9) Uani 1 3 d S T P . .
O1 O 0.5348(2) -0.04132(18) 0.2534(2) 0.0271(6) Uani 1 1 d . . . . .
C1 C 0.7267(3) 0.2868(3) 0.8602(3) 0.0219(7) Uani 1 1 d . . . . .
H1A H 0.7056 0.2580 0.9328 0.026 Uiso 1 1 calc R U . . .
H1B H 0.7996 0.3386 0.8624 0.026 Uiso 1 1 calc R U . . .
Cl1 Cl 0.6667 0.3333 0.20744(14) 0.0269(4) Uani 1 3 d S T P . .
N1 N 0.7363(2) 0.2516(2) 0.6763(2) 0.0176(6) Uani 1 1 d . . . . .
C2 C 0.7093(3) 0.2029(3) 0.7811(3) 0.0200(7) Uani 1 1 d . . . . .
H2A H 0.7526 0.1736 0.7992 0.024 Uiso 1 1 calc R U . . .
H2B H 0.6375 0.1481 0.7822 0.024 Uiso 1 1 calc R U . . .
N2 N 0.5748(2) 0.2015(2) 0.5086(2) 0.0170(6) Uani 1 1 d . . . . .
C3 C 0.8102(2) 0.2565(2) 0.6251(3) 0.0191(7) Uani 1 1 d . . . . .
H3 H 0.8415 0.2193 0.6481 0.023 Uiso 1 1 calc R U . . .
N3 N 0.6615(2) 0.1202(2) 0.2216(2) 0.0219(6) Uani 1 1 d . . . . .
H4 H 0.6866 0.1838 0.2412 0.026 Uiso 1 1 calc R U . . .
C4 C 0.4742(2) 0.1529(2) 0.5292(3) 0.0187(7) Uani 1 1 d . . . . .
C5 C 0.4040(3) 0.0740(3) 0.4680(3) 0.0257(8) Uani 1 1 d . . . . .
H5 H 0.3338 0.0432 0.4842 0.031 Uiso 1 1 calc R U . . .
C6 C 0.4361(3) 0.0400(3) 0.3834(3) 0.0247(7) Uani 1 1 d . . . . .
H6 H 0.3888 -0.0156 0.3414 0.030 Uiso 1 1 calc R U . . .
C7 C 0.5396(3) 0.0886(2) 0.3601(3) 0.0202(7) Uani 1 1 d . . . . .
C8 C 0.6054(2) 0.1694(2) 0.4248(3) 0.0194(7) Uani 1 1 d . . . . .
H8 H 0.6757 0.2035 0.4085 0.023 Uiso 1 1 calc R U . . .
C9 C 0.5780(3) 0.0498(2) 0.2723(3) 0.0197(7) Uani 1 1 d . . . . .
C10 C 0.7148(3) 0.0985(3) 0.1347(3) 0.0293(8) Uani 1 1 d . . . . .
C11 C 0.6449(4) 0.0564(3) 0.0372(3) 0.0423(11) Uani 1 1 d . . . . .
H11A H 0.5855 -0.0088 0.0556 0.064 Uiso 1 1 calc R U . . .
H11B H 0.6816 0.0469 -0.0219 0.064 Uiso 1 1 calc R U . . .
H11C H 0.6229 0.1042 0.0155 0.064 Uiso 1 1 calc R U . . .
C12 C 0.7435(4) 0.0220(4) 0.1716(5) 0.0493(13) Uani 1 1 d . . . . .
H12A H 0.6826 -0.0451 0.1755 0.074 Uiso 1 1 calc R U . . .
H12B H 0.7750 0.0413 0.2424 0.074 Uiso 1 1 calc R U . . .
H12C H 0.7916 0.0202 0.1209 0.074 Uiso 1 1 calc R U . . .
C13 C 0.8085(3) 0.1997(3) 0.1094(4) 0.0344(9) Uani 1 1 d . . . . .
H13A H 0.8507 0.1893 0.0576 0.052 Uiso 1 1 calc R U . . .
H13B H 0.8472 0.2290 0.1751 0.052 Uiso 1 1 calc R U . . .
H13C H 0.7878 0.2459 0.0792 0.052 Uiso 1 1 calc 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 N1 2.121(3) . ?
Co1 N1 2.121(3) 2_655 ?
Co1 N1 2.121(3) 3_665 ?
Co1 N2 2.262(3) . ?
Co1 N2 2.262(3) 2_655 ?
Co1 N2 2.262(3) 3_665 ?
N4 C1 1.476(4) . ?
N4 C1 1.476(4) 3_665 ?
N4 C1 1.476(4) 2_655 ?
O1 C9 1.226(4) . ?
C1 C2 1.531(5) . ?
N1 C3 1.264(4) . ?
N1 C2 1.461(4) . ?
N2 C8 1.335(4) . ?
N2 C4 1.353(4) . ?
C3 C4 1.475(5) 2_655 ?
N3 C9 1.344(4) . ?
N3 C10 1.490(5) . ?
C4 C5 1.374(5) . ?
C4 C3 1.475(5) 3_665 ?
C5 C6 1.371(5) . ?
C6 C7 1.397(5) . ?
C7 C8 1.394(5) . ?
C7 C9 1.499(5) . ?
C10 C12 1.507(6) . ?
C10 C13 1.521(6) . ?
C10 C11 1.534(6) . ?

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 N1 109.46(8) . 2_655 ?
N1 Co1 N1 109.46(8) . 3_665 ?
N1 Co1 N1 109.46(8) 2_655 3_665 ?
N1 Co1 N2 87.28(10) . . ?
N1 Co1 N2 159.53(11) 2_655 . ?
N1 Co1 N2 74.09(11) 3_665 . ?
N1 Co1 N2 74.09(11) . 2_655 ?
N1 Co1 N2 87.28(10) 2_655 2_655 ?
N1 Co1 N2 159.53(11) 3_665 2_655 ?
N2 Co1 N2 86.14(10) . 2_655 ?
N1 Co1 N2 159.53(11) . 3_665 ?
N1 Co1 N2 74.09(10) 2_655 3_665 ?
N1 Co1 N2 87.28(10) 3_665 3_665 ?
N2 Co1 N2 86.13(10) . 3_665 ?
N2 Co1 N2 86.13(10) 2_655 3_665 ?
C1 N4 C1 111.7(2) . 3_665 ?
C1 N4 C1 111.7(2) . 2_655 ?
C1 N4 C1 111.7(2) 3_665 2_655 ?
N4 C1 C2 108.7(3) . . ?
C3 N1 C2 120.1(3) . . ?
C3 N1 Co1 119.2(2) . . ?
C2 N1 Co1 120.1(2) . . ?
N1 C2 C1 105.6(3) . . ?
C8 N2 C4 117.2(3) . . ?
C8 N2 Co1 129.3(2) . . ?
C4 N2 Co1 113.4(2) . . ?
N1 C3 C4 118.9(3) . 2_655 ?
C9 N3 C10 124.8(3) . . ?
N2 C4 C5 123.1(3) . . ?
N2 C4 C3 114.2(3) . 3_665 ?
C5 C4 C3 122.7(3) . 3_665 ?
C6 C5 C4 119.5(3) . . ?
C5 C6 C7 118.8(3) . . ?
C8 C7 C6 118.0(3) . . ?
C8 C7 C9 121.6(3) . . ?
C6 C7 C9 120.3(3) . . ?
N2 C8 C7 123.5(3) . . ?
O1 C9 N3 124.8(3) . . ?
O1 C9 C7 119.6(3) . . ?
N3 C9 C7 115.6(3) . . ?
N3 C10 C12 110.4(3) . . ?
N3 C10 C13 105.4(3) . . ?
C12 C10 C13 111.1(4) . . ?
N3 C10 C11 109.4(3) . . ?
C12 C10 C11 109.3(4) . . ?
C13 C10 C11 111.2(3) . . ?

_refine_diff_density_max         1.297
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.108

_shelxl_version_number           2013-2



# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# 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 0.000 0.000 -0.013 641 70 ' '
_platon_squeeze_details          
;
;

####################################################################### 
# 
# 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_msn340
_database_code_depnum_ccdc_archive 'CCDC 1030388'
loop_
_audit_author_name
_audit_author_address
'Christina Klug' 'Colorado State University'
_audit_update_record             
;
2017-12-02 deposited with the CCDC.	2019-02-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H54 Cl2 Co N10 O11'
_chemical_formula_weight         968.75

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'
Cl Cl 0.1484 0.1585 '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                   12.7632(10)
_cell_length_b                   12.8064(10)
_cell_length_c                   14.9046(11)
_cell_angle_alpha                75.900(4)
_cell_angle_beta                 83.780(4)
_cell_angle_gamma                74.500(4)
_cell_volume                     2274.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9942
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      28.36

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_F_000             1014
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.563
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6854
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS,Bruker(2000)

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            55206
_diffrn_reflns_av_unetI/netI     0.0498
_diffrn_reflns_av_R_equivalents  0.0482
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.946
_diffrn_reflns_theta_max         28.389
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             11044
_reflns_number_gt                8298
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0331P)²+1.8076P] 
 where P=(Fo²+2Fc²)/3 
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11044
_refine_ls_number_parameters     577
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0425
_refine_ls_wR_factor_ref         0.0940
_refine_ls_wR_factor_gt          0.0841
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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_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 0.57040(2) 0.75658(2) 0.22721(2) 0.01172(7) Uani 1 1 d . . . . .
Cl1 Cl 0.15160(4) 0.77480(4) 0.21814(4) 0.02226(12) Uani 1 1 d . . . . .
N1 N 0.66907(13) 0.59833(13) 0.22421(11) 0.0133(3) Uani 1 1 d . . . . .
O1 O 0.23855(12) 0.52185(12) 0.56515(10) 0.0239(3) Uani 1 1 d . . . . .
C1 C 0.84190(16) 0.63817(16) 0.22451(14) 0.0178(4) Uani 1 1 d . . . . .
H1A H 0.8532 0.5961 0.2894 0.021 Uiso 1 1 calc R U . . .
H1B H 0.9142 0.6357 0.1921 0.021 Uiso 1 1 calc R U . . .
N2 N 0.48388(13) 0.63803(13) 0.32503(11) 0.0133(3) Uani 1 1 d . . . . .
O2 O 0.32678(13) 0.53332(14) -0.04077(11) 0.0308(4) Uani 1 1 d . . . . .
C2 C 0.77656(16) 0.58508(17) 0.17703(14) 0.0170(4) Uani 1 1 d . . . . .
H2A H 0.7704 0.6224 0.1106 0.020 Uiso 1 1 calc R U . . .
H2B H 0.8125 0.5053 0.1820 0.020 Uiso 1 1 calc R U . . .
Cl2 Cl 0.61232(5) 0.12764(5) 0.34802(4) 0.02917(13) Uani 1 1 d . . . . .
O3 O 0.18799(12) 1.12671(13) 0.08397(10) 0.0250(3) Uani 1 1 d . . . . .
N3 N 0.17424(15) 0.69119(15) 0.47180(13) 0.0248(4) Uani 1 1 d . . . . .
H3A H 0.1891 0.7391 0.4220 0.037 Uiso 1 1 calc R U . . .
C3 C 0.63715(16) 0.51399(16) 0.26835(13) 0.0161(4) Uani 1 1 d . . . . .
H3B H 0.6785 0.4412 0.2652 0.019 Uiso 1 1 calc R U . . .
N4 N 0.61574(13) 0.86611(13) 0.10807(11) 0.0137(3) Uani 1 1 d . . . . .
C4 C 0.53471(16) 0.53083(16) 0.32474(13) 0.0154(4) Uani 1 1 d . . . . .
O4 O 0.19106(14) 0.83070(15) 0.13142(11) 0.0374(4) Uani 1 1 d . . . . .
N5 N 0.48757(13) 0.73408(13) 0.10885(11) 0.0137(3) Uani 1 1 d . . . . .
C5 C 0.49597(17) 0.44277(17) 0.37588(15) 0.0210(5) Uani 1 1 d . . . . .
H5A H 0.5329 0.3686 0.3732 0.025 Uiso 1 1 calc R U . . .
O5 O 0.04616(16) 0.7618(2) 0.20920(18) 0.0714(7) Uani 1 1 d . . . . .
N6 N 0.27287(14) 0.53536(15) 0.10991(13) 0.0233(4) Uani 1 1 d . . . . .
H6A H 0.2773 0.5664 0.1555 0.035 Uiso 1 1 calc R U . . .
C6 C 0.40204(17) 0.46453(17) 0.43137(15) 0.0211(5) Uani 1 1 d . . . . .
H6B H 0.3745 0.4051 0.4682 0.025 Uiso 1 1 calc R U . . .
O6 O 0.14639(19) 0.83858(14) 0.28667(12) 0.0514(6) Uani 1 1 d . . . . .
N7 N 0.60843(13) 0.79849(13) 0.34548(11) 0.0141(3) Uani 1 1 d . . . . .
O7 O 0.22371(14) 0.66835(14) 0.24974(12) 0.0355(4) Uani 1 1 d . . . . .
C7 C 0.34858(16) 0.57347(16) 0.43286(13) 0.0164(4) Uani 1 1 d . . . . .
N8 N 0.43214(13) 0.89537(13) 0.25114(11) 0.0128(3) Uani 1 1 d . . . . .
C8 C 0.39257(16) 0.65762(16) 0.37798(13) 0.0149(4) Uani 1 1 d . . . . .
H8A H 0.3559 0.7326 0.3782 0.018 Uiso 1 1 calc R U . . .
O8 O 0.58920(16) 0.09253(15) 0.26966(11) 0.0397(4) Uani 1 1 d . . . . .
N9 N 0.06746(13) 1.08468(14) 0.20334(11) 0.0172(4) Uani 1 1 d . . . . .
H9A H 0.0632 1.0567 0.2633 0.026 Uiso 1 1 calc R U . . .
C9 C 0.24769(17) 0.59414(17) 0.49582(14) 0.0180(4) Uani 1 1 d . . . . .
O9 O 0.51469(16) 0.15381(18) 0.40418(13) 0.0505(5) Uani 1 1 d . . . . .
N10 N 0.78360(13) 0.75366(13) 0.22305(11) 0.0149(3) Uani 1 1 d . . . . .
C10 C 0.06894(19) 0.72344(19) 0.52388(17) 0.0299(5) Uani 1 1 d . . . . .
O10 O 0.69168(17) 0.03810(17) 0.40094(13) 0.0507(5) Uani 1 1 d . . . . .
C11 C 0.0145(3) 0.8426(2) 0.4769(2) 0.0617(10) Uani 1 1 d . . . . .
H11A H 0.0068 0.8470 0.4112 0.093 Uiso 1 1 calc R U . . .
H11B H 0.0592 0.8919 0.4825 0.093 Uiso 1 1 calc R U . . .
H11C H -0.0576 0.8655 0.5067 0.093 Uiso 1 1 calc R U . . .
O11 O 0.65438(16) 0.22351(14) 0.31652(16) 0.0512(6) Uani 1 1 d . . . . .
C12 C -0.0027(2) 0.6477(2) 0.51779(19) 0.0406(7) Uani 1 1 d . . . . .
H12A H -0.0125 0.6518 0.4526 0.061 Uiso 1 1 calc R U . . .
H12B H -0.0737 0.6716 0.5488 0.061 Uiso 1 1 calc R U . . .
H12C H 0.0322 0.5710 0.5480 0.061 Uiso 1 1 calc R U . . .
C13 C 0.0890(2) 0.7146(3) 0.62452(18) 0.0432(7) Uani 1 1 d . . . . .
H13A H 0.1432 0.7553 0.6272 0.065 Uiso 1 1 calc R U . . .
H13B H 0.1159 0.6362 0.6552 0.065 Uiso 1 1 calc R U . . .
H13C H 0.0208 0.7467 0.6560 0.065 Uiso 1 1 calc R U . . .
C14 C 0.80402(16) 0.83125(16) 0.13680(13) 0.0165(4) Uani 1 1 d . . . . .
H14A H 0.8274 0.7908 0.0864 0.020 Uiso 1 1 calc R U . . .
H14B H 0.8630 0.8646 0.1448 0.020 Uiso 1 1 calc R U . . .
C15 C 0.70066(16) 0.92251(16) 0.11136(14) 0.0170(4) Uani 1 1 d . . . . .
H15A H 0.6804 0.9682 0.1584 0.020 Uiso 1 1 calc R U . . .
H15B H 0.7114 0.9716 0.0504 0.020 Uiso 1 1 calc R U . . .
C16 C 0.57966(16) 0.87114(16) 0.03074(13) 0.0161(4) Uani 1 1 d . . . . .
H16A H 0.5999 0.9190 -0.0239 0.019 Uiso 1 1 calc R U . . .
C17 C 0.50615(15) 0.80187(16) 0.02706(13) 0.0150(4) Uani 1 1 d . . . . .
C18 C 0.46530(16) 0.80082(18) -0.05480(14) 0.0196(4) Uani 1 1 d . . . . .
H18A H 0.4784 0.8511 -0.1107 0.024 Uiso 1 1 calc R U . . .
C19 C 0.40500(17) 0.72527(18) -0.05417(14) 0.0216(5) Uani 1 1 d . . . . .
H19A H 0.3770 0.7224 -0.1098 0.026 Uiso 1 1 calc R U . . .
C20 C 0.38612(16) 0.65419(17) 0.02851(14) 0.0180(4) Uani 1 1 d . . . . .
C21 C 0.42896(16) 0.66226(16) 0.10833(14) 0.0164(4) Uani 1 1 d . . . . .
H21A H 0.4156 0.6139 0.1653 0.020 Uiso 1 1 calc R U . . .
C22 C 0.32518(17) 0.56826(18) 0.02921(15) 0.0219(5) Uani 1 1 d . . . . .
C23 C 0.20851(18) 0.45143(19) 0.12889(17) 0.0266(5) Uani 1 1 d . . . . .
C24 C 0.11129(19) 0.4929(2) 0.06733(18) 0.0333(6) Uani 1 1 d . . . . .
H24A H 0.1371 0.5005 0.0023 0.050 Uiso 1 1 calc R U . . .
H24B H 0.0684 0.5654 0.0773 0.050 Uiso 1 1 calc R U . . .
H24C H 0.0659 0.4397 0.0828 0.050 Uiso 1 1 calc R U . . .
C25 C 0.2808(2) 0.3417(2) 0.1117(2) 0.0456(7) Uani 1 1 d . . . . .
H25A H 0.3405 0.3150 0.1544 0.068 Uiso 1 1 calc R U . . .
H25B H 0.3108 0.3530 0.0478 0.068 Uiso 1 1 calc R U . . .
H25C H 0.2377 0.2867 0.1221 0.068 Uiso 1 1 calc R U . . .
C26 C 0.1694(2) 0.4378(2) 0.22989(18) 0.0391(6) Uani 1 1 d . . . . .
H26A H 0.2323 0.4126 0.2690 0.059 Uiso 1 1 calc R U . . .
H26B H 0.1259 0.3827 0.2453 0.059 Uiso 1 1 calc R U . . .
H26C H 0.1247 0.5093 0.2405 0.059 Uiso 1 1 calc R U . . .
C27 C 0.79664(16) 0.79067(17) 0.30596(13) 0.0175(4) Uani 1 1 d . . . . .
H27A H 0.7834 0.8727 0.2913 0.021 Uiso 1 1 calc R U . . .
H27B H 0.8720 0.7582 0.3265 0.021 Uiso 1 1 calc R U . . .
C28 C 0.71671(16) 0.75455(17) 0.38312(13) 0.0164(4) Uani 1 1 d . . . . .
H28A H 0.7337 0.6724 0.4025 0.020 Uiso 1 1 calc R U . . .
H28B H 0.7205 0.7848 0.4375 0.020 Uiso 1 1 calc R U . . .
C29 C 0.53771(16) 0.87015(16) 0.37995(13) 0.0166(4) Uani 1 1 d . . . . .
H29A H 0.5505 0.8887 0.4350 0.020 Uiso 1 1 calc R U . . .
C30 C 0.43578(16) 0.92354(16) 0.33255(13) 0.0155(4) Uani 1 1 d . . . . .
C31 C 0.35204(17) 0.99946(18) 0.36618(15) 0.0219(5) Uani 1 1 d . . . . .
H31A H 0.3564 1.0161 0.4242 0.026 Uiso 1 1 calc R U . . .
C32 C 0.26181(17) 1.05084(18) 0.31378(15) 0.0225(5) Uani 1 1 d . . . . .
H32A H 0.2026 1.1024 0.3359 0.027 Uiso 1 1 calc R U . . .
C33 C 0.25843(16) 1.02654(16) 0.22875(14) 0.0161(4) Uani 1 1 d . . . . .
C34 C 0.34536(16) 0.94729(15) 0.20078(13) 0.0142(4) Uani 1 1 d . . . . .
H34A H 0.3427 0.9294 0.1430 0.017 Uiso 1 1 calc R U . . .
C35 C 0.16723(16) 1.08363(16) 0.16427(14) 0.0163(4) Uani 1 1 d . . . . .
C36 C -0.03678(16) 1.12853(17) 0.15520(15) 0.0196(4) Uani 1 1 d . . . . .
C37 C -0.02907(19) 1.0803(2) 0.07026(16) 0.0291(5) Uani 1 1 d . . . . .
H37A H 0.0239 1.1083 0.0246 0.044 Uiso 1 1 calc R U . . .
H37B H -0.1005 1.1026 0.0431 0.044 Uiso 1 1 calc R U . . .
H37C H -0.0057 0.9990 0.0883 0.044 Uiso 1 1 calc R U . . .
C38 C -0.0624(2) 1.25476(19) 0.12811(18) 0.0321(6) Uani 1 1 d . . . . .
H38A H -0.0651 1.2840 0.1835 0.048 Uiso 1 1 calc R U . . .
H38B H -0.1330 1.2838 0.0994 0.048 Uiso 1 1 calc R U . . .
H38C H -0.0057 1.2778 0.0840 0.048 Uiso 1 1 calc R U . . .
C39 C -0.12180(18) 1.0878(2) 0.22423(17) 0.0301(5) Uani 1 1 d . . . . .
H39A H -0.1252 1.1164 0.2801 0.045 Uiso 1 1 calc R U . . .
H39B H -0.1020 1.0064 0.2407 0.045 Uiso 1 1 calc R U . . .
H39C H -0.1930 1.1145 0.1965 0.045 Uiso 1 1 calc 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 N1 2.0888(16) . ?
Co1 N7 2.1017(16) . ?
Co1 N4 2.1102(16) . ?
Co1 N8 2.2128(16) . ?
Co1 N2 2.2624(16) . ?
Co1 N5 2.2643(16) . ?
Cl1 O5 1.423(2) . ?
Cl1 O4 1.4273(17) . ?
Cl1 O7 1.4275(17) . ?
Cl1 O6 1.4414(19) . ?
N1 C3 1.263(3) . ?
N1 C2 1.459(2) . ?
O1 C9 1.226(2) . ?
C1 N10 1.463(2) . ?
C1 C2 1.524(3) . ?
N2 C8 1.336(2) . ?
N2 C4 1.354(2) . ?
O2 C22 1.228(3) . ?
Cl2 O11 1.4257(18) . ?
Cl2 O9 1.4329(18) . ?
Cl2 O8 1.4333(17) . ?
Cl2 O10 1.440(2) . ?
O3 C35 1.223(2) . ?
N3 C9 1.336(3) . ?
N3 C10 1.487(3) . ?
C3 C4 1.470(3) . ?
N4 C16 1.268(2) . ?
N4 C15 1.465(2) . ?
C4 C5 1.377(3) . ?
N5 C21 1.333(3) . ?
N5 C17 1.352(2) . ?
C5 C6 1.385(3) . ?
N6 C22 1.341(3) . ?
N6 C23 1.478(3) . ?
C6 C7 1.384(3) . ?
N7 C29 1.268(3) . ?
N7 C28 1.463(2) . ?
C7 C8 1.393(3) . ?
C7 C9 1.512(3) . ?
N8 C34 1.333(2) . ?
N8 C30 1.356(2) . ?
N9 C35 1.340(3) . ?
N9 C36 1.487(3) . ?
N10 C27 1.467(2) . ?
N10 C14 1.467(2) . ?
C10 C13 1.521(3) . ?
C10 C12 1.522(4) . ?
C10 C11 1.523(3) . ?
C14 C15 1.523(3) . ?
C16 C17 1.466(3) . ?
C17 C18 1.382(3) . ?
C18 C19 1.386(3) . ?
C19 C20 1.383(3) . ?
C20 C21 1.399(3) . ?
C20 C22 1.505(3) . ?
C23 C26 1.517(3) . ?
C23 C24 1.523(3) . ?
C23 C25 1.524(3) . ?
C27 C28 1.522(3) . ?
C29 C30 1.465(3) . ?
C30 C31 1.380(3) . ?
C31 C32 1.382(3) . ?
C32 C33 1.384(3) . ?
C33 C34 1.393(3) . ?
C33 C35 1.503(3) . ?
C36 C39 1.519(3) . ?
C36 C38 1.520(3) . ?
C36 C37 1.522(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
N1 Co1 N7 106.89(6) . . ?
N1 Co1 N4 106.60(6) . . ?
N7 Co1 N4 109.00(6) . . ?
N1 Co1 N8 163.20(6) . . ?
N7 Co1 N8 75.10(6) . . ?
N4 Co1 N8 87.95(6) . . ?
N1 Co1 N2 75.18(6) . . ?
N7 Co1 N2 86.76(6) . . ?
N4 Co1 N2 162.27(6) . . ?
N8 Co1 N2 88.40(6) . . ?
N1 Co1 N5 84.60(6) . . ?
N7 Co1 N5 165.91(6) . . ?
N4 Co1 N5 74.33(6) . . ?
N8 Co1 N5 91.54(6) . . ?
N2 Co1 N5 88.43(6) . . ?
O5 Cl1 O4 109.98(13) . . ?
O5 Cl1 O7 109.62(12) . . ?
O4 Cl1 O7 110.71(11) . . ?
O5 Cl1 O6 109.62(15) . . ?
O4 Cl1 O6 109.47(11) . . ?
O7 Cl1 O6 107.41(11) . . ?
C3 N1 C2 120.26(17) . . ?
C3 N1 Co1 119.07(13) . . ?
C2 N1 Co1 120.55(12) . . ?
N10 C1 C2 109.82(15) . . ?
C8 N2 C4 117.71(17) . . ?
C8 N2 Co1 130.78(13) . . ?
C4 N2 Co1 111.46(12) . . ?
N1 C2 C1 106.68(16) . . ?
O11 Cl2 O9 109.66(11) . . ?
O11 Cl2 O8 109.26(12) . . ?
O9 Cl2 O8 109.73(12) . . ?
O11 Cl2 O10 110.08(13) . . ?
O9 Cl2 O10 109.76(13) . . ?
O8 Cl2 O10 108.33(11) . . ?
C9 N3 C10 124.23(18) . . ?
N1 C3 C4 118.62(18) . . ?
C16 N4 C15 119.66(17) . . ?
C16 N4 Co1 119.13(14) . . ?
C15 N4 Co1 120.53(12) . . ?
N2 C4 C5 122.83(19) . . ?
N2 C4 C3 115.36(17) . . ?
C5 C4 C3 121.78(18) . . ?
C21 N5 C17 117.35(17) . . ?
C21 N5 Co1 129.65(13) . . ?
C17 N5 Co1 112.94(13) . . ?
C4 C5 C6 118.68(19) . . ?
C22 N6 C23 125.62(19) . . ?
C7 C6 C5 119.57(19) . . ?
C29 N7 C28 119.89(17) . . ?
C29 N7 Co1 118.35(13) . . ?
C28 N7 Co1 121.54(12) . . ?
C6 C7 C8 117.99(19) . . ?
C6 C7 C9 118.18(18) . . ?
C8 C7 C9 123.81(18) . . ?
C34 N8 C30 117.69(16) . . ?
C34 N8 Co1 129.17(13) . . ?
C30 N8 Co1 112.96(12) . . ?
N2 C8 C7 123.21(18) . . ?
C35 N9 C36 126.33(17) . . ?
O1 C9 N3 124.37(19) . . ?
O1 C9 C7 118.48(18) . . ?
N3 C9 C7 117.16(17) . . ?
C1 N10 C27 113.75(15) . . ?
C1 N10 C14 113.15(15) . . ?
C27 N10 C14 112.83(16) . . ?
N3 C10 C13 110.0(2) . . ?
N3 C10 C12 109.3(2) . . ?
C13 C10 C12 110.3(2) . . ?
N3 C10 C11 106.87(19) . . ?
C13 C10 C11 111.0(2) . . ?
C12 C10 C11 109.3(2) . . ?
N10 C14 C15 109.66(16) . . ?
N4 C15 C14 106.27(16) . . ?
N4 C16 C17 118.93(18) . . ?
N5 C17 C18 122.85(19) . . ?
N5 C17 C16 114.60(17) . . ?
C18 C17 C16 122.40(18) . . ?
C17 C18 C19 119.02(19) . . ?
C20 C19 C18 119.09(19) . . ?
C19 C20 C21 118.07(19) . . ?
C19 C20 C22 119.51(18) . . ?
C21 C20 C22 122.37(19) . . ?
N5 C21 C20 123.60(19) . . ?
O2 C22 N6 125.2(2) . . ?
O2 C22 C20 119.8(2) . . ?
N6 C22 C20 115.01(18) . . ?
N6 C23 C26 106.86(19) . . ?
N6 C23 C24 109.43(18) . . ?
C26 C23 C24 109.9(2) . . ?
N6 C23 C25 109.31(19) . . ?
C26 C23 C25 110.1(2) . . ?
C24 C23 C25 111.1(2) . . ?
N10 C27 C28 109.90(16) . . ?
N7 C28 C27 106.51(15) . . ?
N7 C29 C30 118.25(18) . . ?
N8 C30 C31 122.73(18) . . ?
N8 C30 C29 114.44(17) . . ?
C31 C30 C29 122.79(18) . . ?
C30 C31 C32 118.69(19) . . ?
C31 C32 C33 119.47(19) . . ?
C32 C33 C34 118.18(18) . . ?
C32 C33 C35 123.25(18) . . ?
C34 C33 C35 118.54(17) . . ?
N8 C34 C33 123.17(18) . . ?
O3 C35 N9 125.77(18) . . ?
O3 C35 C33 119.57(18) . . ?
N9 C35 C33 114.63(17) . . ?
N9 C36 C39 105.49(17) . . ?
N9 C36 C38 109.50(17) . . ?
C39 C36 C38 111.83(19) . . ?
N9 C36 C37 110.02(17) . . ?
C39 C36 C37 109.10(18) . . ?
C38 C36 C37 110.76(19) . . ?

_refine_diff_density_max         0.449
_refine_diff_density_min         -0.678
_refine_diff_density_rms         0.069

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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_msn357
_database_code_depnum_ccdc_archive 'CCDC 1030389'
loop_
_audit_author_name
_audit_author_address
'Christina Klug' 'Colorado State University'
_audit_update_record             
;
2017-12-02 deposited with the CCDC.	2019-02-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H54 Br Co N10 O3'
_chemical_formula_weight         849.76

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           147
_space_group_name_H-M_alt        'P -3'
_space_group_name_Hall           '-P 3'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'

_cell_length_a                   15.5579(15)
_cell_length_b                   15.5579(15)
_cell_length_c                   12.1716(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2551.4(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9711
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      25.72

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.106
_exptl_crystal_F_000             888
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    1.159
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6464
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   SADABS,Bruker(2000)

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43477
_diffrn_reflns_av_unetI/netI     0.0476
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.673
_diffrn_reflns_theta_max         25.858
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.887
_diffrn_measured_fraction_theta_full 0.885
_diffrn_reflns_Laue_measured_fraction_max 0.887
_diffrn_reflns_Laue_measured_fraction_full 0.885
_diffrn_reflns_point_group_measured_fraction_max 0.887
_diffrn_reflns_point_group_measured_fraction_full 0.885
_reflns_number_total             2927
_reflns_number_gt                2312
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;In response to the A level alert: During modeling and refinement, 
 it was determined that the second charge balancing anion and cocrystallizing 
 solvent were significantly disordered within the void space of the structure. 
 Attempts were made in P-3 to model the disorder of the anion over several 
 positions and fixing the occupancy using the sump command, but the additional 
 significant solvent disorder made modeling this part of the structure difficult.  
 Additional attempts were made to model the anion in the lower symmetry space group
 P-1, but similar issues were encountered. SQUEEZE was employed to remove the 
 electron density associated with the disordered anion and cocrystallized solvent. 
 From this analysis, the void space was determined to be 650 Å3 and 114 electrons 
 per unit cell. This equates to two bromide anions and 2.33 methanol (or 1.05 diethylether) molecules per unit cell.,SQUEEZE
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
; 
 w=1/[σ²(Fo²)+(0.1294P)²+0.7003P] 
 where P=(Fo²+2Fc²)/3 
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2927
_refine_ls_number_parameters     166
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0677
_refine_ls_R_factor_gt           0.0556
_refine_ls_wR_factor_ref         0.2006
_refine_ls_wR_factor_gt          0.1965
_refine_ls_goodness_of_fit_ref   1.157
_refine_ls_restrained_S_all      1.157
_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
Br1 Br 0.6667 0.3333 0.81775(6) 0.0221(3) Uani 1 3 d S T P . .
Co1 Co 0.6667 0.3333 0.38737(8) 0.0152(3) Uani 1 3 d S T P . .
N1 N 0.7339(3) 0.4800(3) 0.3279(3) 0.0171(8) Uani 1 1 d . . . . .
O1 O 1.0446(2) 0.4653(3) 0.7510(3) 0.0262(8) Uani 1 1 d . . . . .
C1 C 0.7238(3) 0.4378(3) 0.1389(3) 0.0207(9) Uani 1 1 d . . . . .
H1A H 0.7019 0.4451 0.0648 0.025 Uiso 1 1 calc R U . . .
H1B H 0.7953 0.4593 0.1354 0.025 Uiso 1 1 calc R U . . .
N2 N 0.7965(3) 0.4226(3) 0.4998(3) 0.0174(8) Uani 1 1 d . . . . .
C2 C 0.7068(3) 0.5023(3) 0.2213(3) 0.0189(9) Uani 1 1 d . . . . .
H2A H 0.7491 0.5736 0.2033 0.023 Uiso 1 1 calc R U . . .
H2B H 0.6365 0.4855 0.2209 0.023 Uiso 1 1 calc R U . . .
N3 N 0.8881(3) 0.3391(3) 0.7875(3) 0.0214(8) Uani 1 1 d . . . . .
H3B H 0.8254 0.3128 0.7687 0.032 Uiso 1 1 calc R U . . .
C3 C 0.8085(3) 0.5485(3) 0.3790(4) 0.0191(9) Uani 1 1 d . . . . .
H3A H 0.8398 0.6153 0.3542 0.023 Uiso 1 1 calc R U . . .
C4 C 0.8447(3) 0.5215(3) 0.4766(3) 0.0178(9) Uani 1 1 d . . . . .
N4 N 0.6667 0.3333 0.1744(5) 0.0183(13) Uani 1 3 d S T P . .
C5 C 0.9251(4) 0.5903(3) 0.5361(4) 0.0265(10) Uani 1 1 d . . . . .
H5 H 0.9556 0.6588 0.5187 0.032 Uiso 1 1 calc R U . . .
C6 C 0.9612(4) 0.5586(4) 0.6217(4) 0.0274(11) Uani 1 1 d . . . . .
H6 H 1.0177 0.6046 0.6624 0.033 Uiso 1 1 calc R U . . .
C7 C 0.8303(3) 0.3932(3) 0.5838(4) 0.0206(9) Uani 1 1 d . . . . .
H7A H 0.7966 0.3246 0.6020 0.025 Uiso 1 1 calc R U . . .
C8 C 0.9130(3) 0.4582(3) 0.6467(3) 0.0185(9) Uani 1 1 d . . . . .
C9 C 0.9531(3) 0.4208(3) 0.7356(4) 0.0202(9) Uani 1 1 d . . . . .
C10 C 0.9124(3) 0.2883(4) 0.8747(4) 0.0243(10) Uani 1 1 d . . . . .
C11 C 0.8155(4) 0.1941(4) 0.9019(4) 0.0298(11) Uani 1 1 d . . . . .
H11A H 0.7654 0.2115 0.9232 0.045 Uiso 1 1 calc R U . . .
H11B H 0.8264 0.1594 0.9629 0.045 Uiso 1 1 calc R U . . .
H11C H 0.7925 0.1507 0.8373 0.045 Uiso 1 1 calc R U . . .
C12 C 0.9514(4) 0.3556(4) 0.9757(4) 0.0324(12) Uani 1 1 d . . . . .
H12A H 1.0147 0.4149 0.9577 0.049 Uiso 1 1 calc R U . . .
H12B H 0.9612 0.3197 1.0360 0.049 Uiso 1 1 calc R U . . .
H12C H 0.9032 0.3753 0.9979 0.049 Uiso 1 1 calc R U . . .
C13 C 0.9890(4) 0.2627(4) 0.8329(5) 0.0365(13) Uani 1 1 d . . . . .
H13A H 0.9658 0.2257 0.7639 0.055 Uiso 1 1 calc R U . . .
H13B H 0.9985 0.2219 0.8876 0.055 Uiso 1 1 calc R U . . .
H13C H 1.0522 0.3239 0.8204 0.055 Uiso 1 1 calc 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 N1 2.107(3) 3_665 ?
Co1 N1 2.107(3) 2_655 ?
Co1 N1 2.107(3) . ?
Co1 N2 2.253(3) 3_665 ?
Co1 N2 2.253(4) . ?
Co1 N2 2.253(3) 2_655 ?
N1 C3 1.278(5) . ?
N1 C2 1.459(5) . ?
O1 C9 1.247(5) . ?
C1 N4 1.475(5) . ?
C1 C2 1.531(6) . ?
N2 C7 1.331(6) . ?
N2 C4 1.363(6) . ?
N3 C9 1.323(6) . ?
N3 C10 1.481(6) . ?
C3 C4 1.463(6) . ?
C4 C5 1.377(6) . ?
N4 C1 1.475(5) 3_665 ?
N4 C1 1.475(5) 2_655 ?
C5 C6 1.386(7) . ?
C6 C8 1.386(7) . ?
C7 C8 1.402(6) . ?
C8 C9 1.503(6) . ?
C10 C13 1.520(7) . ?
C10 C11 1.524(7) . ?
C10 C12 1.530(7) . ?

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 N1 108.84(10) 3_665 2_655 ?
N1 Co1 N1 108.84(10) 3_665 . ?
N1 Co1 N1 108.84(10) 2_655 . ?
N1 Co1 N2 74.62(13) 3_665 3_665 ?
N1 Co1 N2 86.95(13) 2_655 3_665 ?
N1 Co1 N2 160.84(14) . 3_665 ?
N1 Co1 N2 86.95(13) 3_665 . ?
N1 Co1 N2 160.84(13) 2_655 . ?
N1 Co1 N2 74.62(13) . . ?
N2 Co1 N2 86.93(13) 3_665 . ?
N1 Co1 N2 160.84(13) 3_665 2_655 ?
N1 Co1 N2 74.62(13) 2_655 2_655 ?
N1 Co1 N2 86.95(13) . 2_655 ?
N2 Co1 N2 86.93(13) 3_665 2_655 ?
N2 Co1 N2 86.93(13) . 2_655 ?
C3 N1 C2 119.0(4) . . ?
C3 N1 Co1 119.2(3) . . ?
C2 N1 Co1 121.2(3) . . ?
N4 C1 C2 108.9(4) . . ?
C7 N2 C4 117.3(4) . . ?
C7 N2 Co1 129.9(3) . . ?
C4 N2 Co1 112.8(3) . . ?
N1 C2 C1 105.2(3) . . ?
C9 N3 C10 125.4(4) . . ?
N1 C3 C4 118.4(4) . . ?
N2 C4 C5 122.8(4) . . ?
N2 C4 C3 114.8(4) . . ?
C5 C4 C3 122.3(4) . . ?
C1 N4 C1 111.8(3) . 3_665 ?
C1 N4 C1 111.8(3) . 2_655 ?
C1 N4 C1 111.8(3) 3_665 2_655 ?
C4 C5 C6 119.4(4) . . ?
C5 C6 C8 118.6(4) . . ?
N2 C7 C8 123.4(4) . . ?
C6 C8 C7 118.5(4) . . ?
C6 C8 C9 119.9(4) . . ?
C7 C8 C9 121.5(4) . . ?
O1 C9 N3 124.9(4) . . ?
O1 C9 C8 118.2(4) . . ?
N3 C9 C8 116.8(4) . . ?
N3 C10 C13 110.1(4) . . ?
N3 C10 C11 106.0(4) . . ?
C13 C10 C11 110.4(4) . . ?
N3 C10 C12 109.2(4) . . ?
C13 C10 C12 110.7(4) . . ?
C11 C10 C12 110.3(4) . . ?

_refine_diff_density_max         1.169
_refine_diff_density_min         -0.456
_refine_diff_density_rms         0.138

_shelxl_version_number           2013-2



# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# 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 0.000 0.000 -0.018 650 114 ' '
_platon_squeeze_details          
;
;


####################################################################### 
# 
# 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_msn369
_database_code_depnum_ccdc_archive 'CCDC 1030390'
loop_
_audit_author_name
_audit_author_address
'Christina Klug' 'Colorado State University'
_audit_update_record             
;
2017-12-02 deposited with the CCDC.	2019-02-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H54 Co I N10 O3'
_chemical_formula_weight         896.75

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           147
_space_group_name_H-M_alt        'P -3'
_space_group_name_Hall           '-P 3'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'

_cell_length_a                   15.8091(7)
_cell_length_b                   15.8091(7)
_cell_length_c                   12.0675(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2611.9(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9079
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      31.51

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.140
_exptl_crystal_F_000             924
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.958
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6568
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_process_details   SADABS,Bruker(2000)

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33439
_diffrn_reflns_av_unetI/netI     0.0366
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.577
_diffrn_reflns_theta_max         31.513
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5755
_reflns_number_gt                4768
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;In response to the A level alert: During modeling and refinement, 
 it was determined that the second charge balancing anion and 
 cocrystallizing solvent were significantly disordered within the 
 void space of the structure. Attempts were made in P-3 to model 
 the disorder of the anion over several positions and fixing the 
 occupancy using the sump command, but the additional significant 
 solvent disorder made modeling this part of the structure difficult. 
 Additional attempts were made to model the anion in the lower symmetry 
 space group P-1, but similar issues were encountered. SQUEEZE was 
 employed to remove the electron density associated with the disordered 
 anion and cocrystallized solvent. From this analysis, the void space 
 was determined to be 675 Å3 and 284 electrons per unit cell. This 
 equates to two iodide anions and 9.8 methanol (or 4.24 diethylether) molecules per unit cell.,SQUEEZE
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
; 
 w=1/[σ²(Fo²)+(0.0610P)²] 
 where P=(Fo²+2Fc²)/3 
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5755
_refine_ls_number_parameters     166
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_ref         0.1026
_refine_ls_wR_factor_gt          0.0984
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.086
_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_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 0.6667 0.3333 -0.10629(3) 0.01261(9) Uani 1 3 d S T P . .
O1 O 1.04749(9) 0.58275(10) 0.25065(11) 0.0231(3) Uani 1 1 d . . . . .
N1 N 0.73318(11) 0.25580(10) -0.16709(11) 0.0141(3) Uani 1 1 d . . . . .
C1 C 0.72050(13) 0.28361(13) -0.35897(13) 0.0154(3) Uani 1 1 d . . . . .
H1A H 0.7911 0.3317 -0.3645 0.019 Uiso 1 1 calc R U . . .
H1B H 0.6973 0.2532 -0.4327 0.019 Uiso 1 1 calc R U . . .
I1 I 0.6667 0.3333 0.32558(2) 0.01901(7) Uani 1 3 d S T P . .
N2 N 0.79724(10) 0.37629(10) 0.00430(11) 0.0140(3) Uani 1 1 d . . . . .
C2 C 0.70388(13) 0.20564(13) -0.27411(13) 0.0157(3) Uani 1 1 d . . . . .
H2A H 0.6342 0.1540 -0.2726 0.019 Uiso 1 1 calc R U . . .
H2B H 0.7439 0.1753 -0.2922 0.019 Uiso 1 1 calc R U . . .
N3 N 0.89506(11) 0.55841(12) 0.28836(12) 0.0205(3) Uani 1 1 d . . . . .
H3A H 0.8331 0.5243 0.2695 0.025 Uiso 1 1 calc R U . . .
C3 C 0.80634(13) 0.26167(13) -0.11627(14) 0.0169(3) Uani 1 1 d . . . . .
H3B H 0.8358 0.2252 -0.1403 0.020 Uiso 1 1 calc R U . . .
C4 C 0.84431(12) 0.32648(13) -0.01917(13) 0.0151(3) Uani 1 1 d . . . . .
N4 N 0.6667 0.3333 -0.32450(19) 0.0140(5) Uani 1 3 d S T P . .
C5 C 0.92494(15) 0.33853(15) 0.03940(16) 0.0232(4) Uani 1 1 d . . . . .
H5A H 0.9545 0.3005 0.0223 0.028 Uiso 1 1 calc R U . . .
C6 C 0.96168(14) 0.40763(15) 0.12382(16) 0.0234(4) Uani 1 1 d . . . . .
H6A H 1.0177 0.4186 0.1644 0.028 Uiso 1 1 calc R U . . .
C7 C 0.91537(13) 0.46046(13) 0.14802(13) 0.0164(3) Uani 1 1 d . . . . .
C8 C 0.83210(12) 0.44095(13) 0.08682(13) 0.0152(3) Uani 1 1 d . . . . .
H8A H 0.7990 0.4754 0.1050 0.018 Uiso 1 1 calc R U . . .
C9 C 0.95833(13) 0.53943(14) 0.23501(14) 0.0180(3) Uani 1 1 d . . . . .
C10 C 0.92195(15) 0.63254(15) 0.37657(16) 0.0242(4) Uani 1 1 d . . . . .
C11 C 0.99903(17) 0.73350(16) 0.3343(2) 0.0340(5) Uani 1 1 d . . . . .
H11A H 0.9772 0.7472 0.2640 0.051 Uiso 1 1 calc R U . . .
H11B H 1.0610 0.7347 0.3230 0.051 Uiso 1 1 calc R U . . .
H11C H 1.0082 0.7832 0.3890 0.051 Uiso 1 1 calc R U . . .
C12 C 0.96016(16) 0.60310(18) 0.47770(17) 0.0321(5) Uani 1 1 d . . . . .
H12A H 0.9121 0.5364 0.4999 0.048 Uiso 1 1 calc R U . . .
H12B H 0.9709 0.6480 0.5390 0.048 Uiso 1 1 calc R U . . .
H12C H 1.0219 0.6061 0.4587 0.048 Uiso 1 1 calc R U . . .
C13 C 0.82766(17) 0.63274(18) 0.4050(2) 0.0331(5) Uani 1 1 d . . . . .
H13A H 0.7774 0.5669 0.4274 0.050 Uiso 1 1 calc R U . . .
H13B H 0.8051 0.6530 0.3399 0.050 Uiso 1 1 calc R U . . .
H13C H 0.8401 0.6785 0.4660 0.050 Uiso 1 1 calc 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 N1 2.1061(15) . ?
Co1 N1 2.1061(15) 2_655 ?
Co1 N1 2.1061(15) 3_665 ?
Co1 N2 2.2586(14) . ?
Co1 N2 2.2587(14) 3_665 ?
Co1 N2 2.2587(14) 2_655 ?
O1 C9 1.235(2) . ?
N1 C3 1.271(2) . ?
N1 C2 1.464(2) . ?
C1 N4 1.4779(18) . ?
C1 C2 1.521(2) . ?
N2 C8 1.333(2) . ?
N2 C4 1.356(2) . ?
N3 C9 1.344(2) . ?
N3 C10 1.480(2) . ?
C3 C4 1.472(2) . ?
C4 C5 1.385(2) . ?
N4 C1 1.4779(18) 3_665 ?
N4 C1 1.4779(18) 2_655 ?
C5 C6 1.391(3) . ?
C6 C7 1.389(3) . ?
C7 C8 1.403(2) . ?
C7 C9 1.508(2) . ?
C10 C13 1.531(3) . ?
C10 C11 1.532(3) . ?
C10 C12 1.534(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
N1 Co1 N1 108.54(4) . 2_655 ?
N1 Co1 N1 108.54(4) . 3_665 ?
N1 Co1 N1 108.54(4) 2_655 3_665 ?
N1 Co1 N2 74.55(5) . . ?
N1 Co1 N2 86.01(5) 2_655 . ?
N1 Co1 N2 162.46(5) 3_665 . ?
N1 Co1 N2 86.01(5) . 3_665 ?
N1 Co1 N2 162.46(5) 2_655 3_665 ?
N1 Co1 N2 74.55(5) 3_665 3_665 ?
N2 Co1 N2 88.64(5) . 3_665 ?
N1 Co1 N2 162.46(5) . 2_655 ?
N1 Co1 N2 74.55(5) 2_655 2_655 ?
N1 Co1 N2 86.01(5) 3_665 2_655 ?
N2 Co1 N2 88.64(5) . 2_655 ?
N2 Co1 N2 88.64(5) 3_665 2_655 ?
C3 N1 C2 119.68(15) . . ?
C3 N1 Co1 119.36(12) . . ?
C2 N1 Co1 120.51(11) . . ?
N4 C1 C2 109.24(14) . . ?
C8 N2 C4 117.69(14) . . ?
C8 N2 Co1 129.58(12) . . ?
C4 N2 Co1 112.72(11) . . ?
N1 C2 C1 105.98(13) . . ?
C9 N3 C10 124.79(16) . . ?
N1 C3 C4 118.31(16) . . ?
N2 C4 C5 123.22(16) . . ?
N2 C4 C3 114.78(15) . . ?
C5 C4 C3 121.92(16) . . ?
C1 N4 C1 112.41(9) . 3_665 ?
C1 N4 C1 112.40(9) . 2_655 ?
C1 N4 C1 112.41(9) 3_665 2_655 ?
C4 C5 C6 118.43(18) . . ?
C7 C6 C5 119.17(17) . . ?
C6 C7 C8 118.42(16) . . ?
C6 C7 C9 119.30(16) . . ?
C8 C7 C9 122.22(16) . . ?
N2 C8 C7 123.00(16) . . ?
O1 C9 N3 124.99(17) . . ?
O1 C9 C7 118.82(16) . . ?
N3 C9 C7 116.17(15) . . ?
N3 C10 C13 105.58(16) . . ?
N3 C10 C11 110.46(16) . . ?
C13 C10 C11 109.91(18) . . ?
N3 C10 C12 109.44(17) . . ?
C13 C10 C12 110.72(17) . . ?
C11 C10 C12 110.61(18) . . ?

_refine_diff_density_max         0.632
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.094

_shelxl_version_number           2013-2


# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# 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 0.000 0.000 -0.004 675 284 ' '
_platon_squeeze_details          
;
;


