# 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_mo_jm042517_0m
_database_code_depnum_ccdc_archive 'CCDC 1949780'
loop_
_audit_author_name
_audit_author_address
'Alexander Nazarenko'
;SUNY College at Buffalo
United States of America
;
_audit_update_record             
;
2019-08-28 deposited with the CCDC.	2019-12-05 downloaded from the CCDC.
;
_audit_creation_date             2018-02-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        
"(2,2',2'',2'''-(1,4,8,11-Tetraazacyclotetradecane-1,4,8,11-tetrayl)tetraacetamide)-cobalt(ii) dithiocyanate."
_chemical_formula_moiety         'C18 H36 Co N8 O4, 2(C N S)'
_chemical_formula_sum            'C20 H36 Co N10 O4 S2'
_chemical_formula_weight         603.64
_chemical_melting_point          ?
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'
S S 0.1246 0.1234 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.7005(6)
_cell_length_b                   12.9672(11)
_cell_length_c                   11.9397(11)
_cell_angle_alpha                90
_cell_angle_beta                 104.610(3)
_cell_angle_gamma                90
_cell_volume                     1303.49(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1977
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      24.04
_cell_measurement_theta_min      3.05
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.867
_exptl_absorpt_correction_T_max  0.9163
_exptl_absorpt_correction_T_min  0.8162
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0527 before and 0.0486 after correction.
The Ratio of minimum to maximum transmission is 0.8908.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             634
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   1
_exptl_transmission_factor_min   0.89
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_unetI/netI     0.0151
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            56834
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.067
_diffrn_reflns_theta_min         2.885
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker PHOTON-100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   sealedtube
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3978
_reflns_number_total             4540
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       APEX2
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.535
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     185
_refine_ls_number_reflns         4540
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0293
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0413P)²+0.4690P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0728
_refine_ls_wR_factor_ref         0.0765
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C009(H00E,H00F), C00B(H00G,H00H), C00C(H00I,H00J), C00D(H00K,H00L), C00F(H00M,
 H00N), C00G(H00O,H00P), C00H(H00Q,H00R)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Co01 Co 0.500000 0.500000 0.500000 0.01245(5) Uani 1 2 d S T P . .
S002 S 0.76788(5) 0.43796(3) 0.01488(3) 0.03534(9) Uani 1 1 d . . . . .
O003 O 0.36961(9) 0.42337(6) 0.59727(6) 0.01697(14) Uani 1 1 d . . . . .
O004 O 1.02820(10) 0.29882(8) 0.65798(7) 0.02540(18) Uani 1 1 d . . . . .
N005 N 0.70536(10) 0.39412(7) 0.57015(7) 0.01478(15) Uani 1 1 d . . . . .
N006 N 0.57989(10) 0.58093(7) 0.65694(7) 0.01438(15) Uani 1 1 d . . . . .
N007 N 0.31576(14) 0.41228(9) 0.77117(9) 0.0260(2) Uani 1 1 d . . . . .
N008 N 1.01311(13) 0.27343(10) 0.46851(10) 0.0289(2) Uani 1 1 d . . . . .
C009 C 0.42740(13) 0.74349(8) 0.57246(9) 0.01856(19) Uani 1 1 d . . . . .
H00E H 0.441298 0.819297 0.576048 0.022 Uiso 1 1 calc R . . . .
H00F H 0.347892 0.726111 0.615950 0.022 Uiso 1 1 calc R . . . .
C00A C 0.38418(12) 0.45763(8) 0.69736(9) 0.01632(18) Uani 1 1 d . . . . .
C00B C 0.47920(13) 0.55511(8) 0.73639(9) 0.01697(18) Uani 1 1 d . . . . .
H00G H 0.405703 0.612978 0.738354 0.020 Uiso 1 1 calc R . . . .
H00H H 0.547260 0.545193 0.815651 0.020 Uiso 1 1 calc R . . . .
C00C C 0.74415(12) 0.54174(9) 0.70502(9) 0.01782(19) Uani 1 1 d . . . . .
H00I H 0.780945 0.561776 0.787473 0.021 Uiso 1 1 calc R . . . .
H00J H 0.816388 0.573641 0.662798 0.021 Uiso 1 1 calc R . . . .
C00D C 0.64104(12) 0.28679(8) 0.55413(9) 0.01676(18) Uani 1 1 d . . . . .
H00K H 0.556764 0.279800 0.595960 0.020 Uiso 1 1 calc R . . . .
H00L H 0.727154 0.238015 0.589513 0.020 Uiso 1 1 calc R . . . .
N00E N 0.88537(15) 0.34377(11) 0.23148(11) 0.0375(3) Uani 1 1 d . . . . .
C00F C 0.84437(12) 0.40480(8) 0.51904(9) 0.01740(18) Uani 1 1 d . . . . .
H00M H 0.894942 0.472590 0.541861 0.021 Uiso 1 1 calc R . . . .
H00N H 0.805591 0.404247 0.433642 0.021 Uiso 1 1 calc R . . . .
C00G C 0.75095(12) 0.42520(8) 0.69475(9) 0.01708(18) Uani 1 1 d . . . . .
H00O H 0.859812 0.400685 0.731305 0.020 Uiso 1 1 calc R . . . .
H00P H 0.677509 0.393022 0.735771 0.020 Uiso 1 1 calc R . . . .
C00H C 0.58504(12) 0.69412(8) 0.63465(9) 0.01732(18) Uani 1 1 d . . . . .
H00Q H 0.662552 0.706486 0.588002 0.021 Uiso 1 1 calc R . . . .
H00R H 0.625227 0.729596 0.709768 0.021 Uiso 1 1 calc R . . . .
C00I C 0.97063(12) 0.32025(9) 0.55539(10) 0.0194(2) Uani 1 1 d . . . . .
C00J C 0.83892(14) 0.38227(10) 0.14121(11) 0.0263(2) Uani 1 1 d . . . . .
H00C H 0.971(2) 0.2916(15) 0.3959(17) 0.039(5) Uiso 1 1 d . . . . .
H00A H 0.253(2) 0.3639(15) 0.7463(16) 0.034(5) Uiso 1 1 d . . . . .
H00D H 1.088(2) 0.2206(16) 0.4831(16) 0.043(5) Uiso 1 1 d . . . . .
H00B H 0.325(2) 0.4432(16) 0.8377(17) 0.040(5) 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
Co01 O003 2.0706(8) 3_666 ?
Co01 O003 2.0707(7) . ?
Co01 N005 2.2414(9) 3_666 ?
Co01 N005 2.2414(9) . ?
Co01 N006 2.1068(9) 3_666 ?
Co01 N006 2.1068(9) . ?
S002 C00J 1.6457(14) . ?
O003 C00A 1.2510(13) . ?
O004 C00I 1.2325(14) . ?
N005 C00D 1.4943(13) . ?
N005 C00F 1.4922(13) . ?
N005 C00G 1.4951(13) . ?
N006 C00B 1.4827(13) . ?
N006 C00C 1.4888(13) . ?
N006 C00H 1.4945(13) . ?
N007 C00A 1.3197(14) . ?
N007 H00A 0.836(19) . ?
N007 H00B 0.88(2) . ?
N008 C00I 1.3321(16) . ?
N008 H00C 0.884(19) . ?
N008 H00D 0.93(2) . ?
C009 H00E 0.9900 . ?
C009 H00F 0.9900 . ?
C009 C00D 1.5295(15) 3_666 ?
C009 C00H 1.5260(15) . ?
C00A C00B 1.5180(15) . ?
C00B H00G 0.9900 . ?
C00B H00H 0.9900 . ?
C00C H00I 0.9900 . ?
C00C H00J 0.9900 . ?
C00C C00G 1.5186(16) . ?
C00D H00K 0.9900 . ?
C00D H00L 0.9900 . ?
N00E C00J 1.1639(18) . ?
C00F H00M 0.9900 . ?
C00F H00N 0.9900 . ?
C00F C00I 1.5351(15) . ?
C00G H00O 0.9900 . ?
C00G H00P 0.9900 . ?
C00H H00Q 0.9900 . ?
C00H H00R 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O003 Co01 O003 180.00(3) 3_666 . ?
O003 Co01 N005 89.68(3) 3_666 3_666 ?
O003 Co01 N005 90.32(3) . 3_666 ?
O003 Co01 N005 90.32(3) 3_666 . ?
O003 Co01 N005 89.68(3) . . ?
O003 Co01 N006 81.07(3) 3_666 3_666 ?
O003 Co01 N006 98.93(3) 3_666 . ?
O003 Co01 N006 81.07(3) . . ?
O003 Co01 N006 98.93(3) . 3_666 ?
N005 Co01 N005 180.0 . 3_666 ?
N006 Co01 N005 94.61(3) . 3_666 ?
N006 Co01 N005 85.39(3) . . ?
N006 Co01 N005 94.60(3) 3_666 . ?
N006 Co01 N005 85.39(3) 3_666 3_666 ?
N006 Co01 N006 180.0 3_666 . ?
C00A O003 Co01 115.31(7) . . ?
C00D N005 Co01 106.57(6) . . ?
C00D N005 C00G 112.04(8) . . ?
C00F N005 Co01 116.25(6) . . ?
C00F N005 C00D 110.49(8) . . ?
C00F N005 C00G 110.05(8) . . ?
C00G N005 Co01 101.14(6) . . ?
C00B N006 Co01 109.93(6) . . ?
C00B N006 C00C 109.93(8) . . ?
C00B N006 C00H 112.63(8) . . ?
C00C N006 Co01 104.02(6) . . ?
C00C N006 C00H 109.57(8) . . ?
C00H N006 Co01 110.41(6) . . ?
C00A N007 H00A 117.6(13) . . ?
C00A N007 H00B 116.6(13) . . ?
H00A N007 H00B 124.6(18) . . ?
C00I N008 H00C 121.0(13) . . ?
C00I N008 H00D 120.5(12) . . ?
H00C N008 H00D 118.4(17) . . ?
H00E C009 H00F 107.3 . . ?
C00D C009 H00E 108.1 3_666 . ?
C00D C009 H00F 108.1 3_666 . ?
C00H C009 H00E 108.1 . . ?
C00H C009 H00F 108.1 . . ?
C00H C009 C00D 116.82(9) . 3_666 ?
O003 C00A N007 121.71(10) . . ?
O003 C00A C00B 120.34(9) . . ?
N007 C00A C00B 117.94(10) . . ?
N006 C00B C00A 110.83(8) . . ?
N006 C00B H00G 109.5 . . ?
N006 C00B H00H 109.5 . . ?
C00A C00B H00G 109.5 . . ?
C00A C00B H00H 109.5 . . ?
H00G C00B H00H 108.1 . . ?
N006 C00C H00I 109.4 . . ?
N006 C00C H00J 109.4 . . ?
N006 C00C C00G 111.20(8) . . ?
H00I C00C H00J 108.0 . . ?
C00G C00C H00I 109.4 . . ?
C00G C00C H00J 109.4 . . ?
N005 C00D C009 113.92(8) . 3_666 ?
N005 C00D H00K 108.8 . . ?
N005 C00D H00L 108.8 . . ?
C009 C00D H00K 108.8 3_666 . ?
C009 C00D H00L 108.8 3_666 . ?
H00K C00D H00L 107.7 . . ?
N005 C00F H00M 108.6 . . ?
N005 C00F H00N 108.6 . . ?
N005 C00F C00I 114.47(8) . . ?
H00M C00F H00N 107.6 . . ?
C00I C00F H00M 108.6 . . ?
C00I C00F H00N 108.6 . . ?
N005 C00G C00C 110.04(8) . . ?
N005 C00G H00O 109.7 . . ?
N005 C00G H00P 109.7 . . ?
C00C C00G H00O 109.7 . . ?
C00C C00G H00P 109.7 . . ?
H00O C00G H00P 108.2 . . ?
N006 C00H C009 115.79(9) . . ?
N006 C00H H00Q 108.3 . . ?
N006 C00H H00R 108.3 . . ?
C009 C00H H00Q 108.3 . . ?
C009 C00H H00R 108.3 . . ?
H00Q C00H H00R 107.4 . . ?
O004 C00I N008 123.24(11) . . ?
O004 C00I C00F 121.63(10) . . ?
N008 C00I C00F 115.13(10) . . ?
N00E C00J S002 178.08(12) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: ethanol'
_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# 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_mo_jm050817_0m
_database_code_depnum_ccdc_archive 'CCDC 1949781'
loop_
_audit_author_name
_audit_author_address
'Alexander Nazarenko'
;SUNY College at Buffalo
United States of America
;
_audit_update_record             
;
2019-08-28 deposited with the CCDC.	2019-12-05 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT420_mo_jm050817_0m      
;
PROBLEM: D-H Without Acceptor       N6       --H6A      .     Please Check
RESPONSE: amide H-atoms directed towards bulky anion
;
_vrf_PLAT905_mo_jm050817_0m      
;
PROBLEM: Negative K value in the Analysis of Variance ...     -0.245 Report
RESPONSE: possible deficiency at high angles
;
_vrf_PLAT910_mo_jm050817_0m      
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         10 Note
RESPONSE: beamstop
;
_vrf_PLAT911_mo_jm050817_0m      
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600         26 Report
RESPONSE: corrupted reflections removed at integration
;
# Added during the CSD deposition process: Wednesday 28 August 2019 01:10 AM
# end Validation Reply Form

_audit_creation_date             2019-05-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        
"(2,2',2'',2'''-(1,4,8,11-Tetraazacyclotetradecane-1,4,8,11-tetrayl)tetraacetamide)-cobalt(ii) tetrathiocyanatocobaltate trihydrate."
_chemical_formula_moiety         'C18 H36 Co N8 O4, 3(H2 O), C4 Co N4 S4'
_chemical_formula_sum            'C22 H42 Co2 N12 O7 S4'
_chemical_formula_weight         832.77
_chemical_melting_point          ?
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'
S S 0.1246 0.1234 '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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.0766(5)
_cell_length_b                   10.7225(6)
_cell_length_c                   17.5231(9)
_cell_angle_alpha                75.030(2)
_cell_angle_beta                 74.215(2)
_cell_angle_gamma                82.412(2)
_cell_volume                     1756.18(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9960
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.90
_cell_measurement_theta_min      2.83
_shelx_estimated_absorpt_T_max   0.886
_shelx_estimated_absorpt_T_min   0.790
_exptl_absorpt_coefficient_mu    1.240
_exptl_absorpt_correction_T_max  0.9109
_exptl_absorpt_correction_T_min  0.8256
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0609 before and 0.0537 after correction.
The Ratio of minimum to maximum transmission is 0.9064.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.575
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   1
_exptl_transmission_factor_min   0.91
_diffrn_reflns_av_R_equivalents  0.0569
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            76295
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.623
_diffrn_reflns_theta_min         2.788
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker PHOTON-100 CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   sealedtube
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5582
_reflns_number_total             7331
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.413
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     457
_refine_ls_number_reflns         7331
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0333
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0293P)²+1.9709P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0681
_refine_ls_wR_factor_ref         0.0775
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H,H) groups, All O(H,H,H) groups
2. Restrained distances
 O5-H5AA \\sim O5-H5BB \\sim O5-H5CC \\sim O6-H6AA \\sim O6-H6BB \\sim O6-H6CC
\\sim O7-H7AA \\sim O7-H7BB
 \\sim O7-H7CC
 with sigma of 0.02
3. Others
 Fixed Sof: H6BB(0.5) H6CC(0.5) H5BB(0.5) H5CC(0.5) H7BB(0.5) H7CC(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5C,H5D), C6(H6C,H6D),
 C7(H7C,H7D), C8(H8C,H8D), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B),
 C13(H13A,H13B), C15(H15A,H15B), C17(H17A,H17B)
4.b X=CH2 refined with riding coordinates and stretchable bonds:
 N5(H5A,H5B), N6(H6A,H6B), N7(H7A,H7B), N8(H8A,H8B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.23473(3) 0.33048(3) 0.27821(2) 0.01400(8) Uani 1 1 d . . . . .
O1 O 0.17229(16) 0.22139(15) 0.21569(10) 0.0190(4) Uani 1 1 d . . . . .
O2 O 0.25639(17) 0.44748(15) 0.35667(9) 0.0200(4) Uani 1 1 d . . . . .
O3 O 0.72030(16) 0.16396(16) 0.16209(10) 0.0211(4) Uani 1 1 d . . . . .
O4 O 0.42011(18) 0.66277(17) 0.01713(10) 0.0273(4) Uani 1 1 d . . . . .
O6 O 0.1592(2) -0.0598(2) 0.14075(13) 0.0383(5) Uani 1 1 d D . . . .
H6AA H 0.143(4) -0.092(3) 0.1914(12) 0.057 Uiso 1 1 d DR . . . .
H6BB H 0.242(3) -0.071(7) 0.114(4) 0.057 Uiso 0.5 1 d DR . P A 1
H6CC H 0.093(5) -0.081(7) 0.126(4) 0.057 Uiso 0.5 1 d DR . P B 2
N1 N 0.01293(19) 0.37652(19) 0.31069(12) 0.0179(4) Uani 1 1 d . . . . .
N2 N 0.20059(19) 0.19733(18) 0.39653(11) 0.0158(4) Uani 1 1 d . . . . .
N3 N 0.45097(19) 0.26018(18) 0.23526(11) 0.0154(4) Uani 1 1 d . . . . .
N4 N 0.28966(19) 0.49697(18) 0.18258(11) 0.0152(4) Uani 1 1 d . . . . .
N5 N -0.0007(2) 0.1732(2) 0.17314(12) 0.0231(5) Uani 1 1 d . . . . .
H5A H 0.0518(12) 0.1240(11) 0.1469(6) 0.028 Uiso 1 1 calc GR . . . .
H5B H -0.0839(18) 0.1834(3) 0.17321(12) 0.028 Uiso 1 1 calc GR . . . .
N6 N 0.2514(2) 0.4589(2) 0.48343(13) 0.0263(5) Uani 1 1 d . . . . .
H6A H 0.2631(3) 0.5354(18) 0.4690(3) 0.032 Uiso 1 1 calc GR . . . .
H6B H 0.2436(3) 0.4218(9) 0.5307(11) 0.032 Uiso 1 1 calc GR . . . .
N7 N 0.6399(2) -0.0083(2) 0.14329(14) 0.0306(6) Uani 1 1 d . . . . .
H7A H 0.7199(19) -0.0406(8) 0.1271(4) 0.037 Uiso 1 1 calc GR . . . .
H7B H 0.5711(16) -0.0469(10) 0.14588(15) 0.037 Uiso 1 1 calc GR . . . .
N8 N 0.2091(2) 0.6570(2) -0.00153(14) 0.0349(6) Uani 1 1 d . . . . .
H8A H 0.2183(3) 0.7265(17) -0.0389(9) 0.042 Uiso 1 1 calc GR . . . .
H8B H 0.1348(18) 0.6178(9) 0.0124(3) 0.042 Uiso 1 1 calc GR . . . .
C1 C -0.0314(2) 0.3043(2) 0.39766(15) 0.0232(6) Uani 1 1 d . . . . .
H1A H -0.130709 0.288929 0.411115 0.028 Uiso 1 1 calc R . . . .
H1B H -0.019092 0.357340 0.433562 0.028 Uiso 1 1 calc R . . . .
C2 C 0.0516(2) 0.1757(2) 0.41345(15) 0.0209(5) Uani 1 1 d . . . . .
H2A H 0.018077 0.128790 0.470952 0.025 Uiso 1 1 calc R . . . .
H2B H 0.038954 0.121975 0.378044 0.025 Uiso 1 1 calc R . . . .
C3 C 0.2869(2) 0.0759(2) 0.38848(15) 0.0199(5) Uani 1 1 d . . . . .
H3A H 0.266808 0.043681 0.344954 0.024 Uiso 1 1 calc R . . . .
H3B H 0.260425 0.009830 0.440174 0.024 Uiso 1 1 calc R . . . .
C4 C 0.4423(2) 0.0908(2) 0.36852(15) 0.0211(5) Uani 1 1 d . . . . .
H4A H 0.467845 0.079820 0.420695 0.025 Uiso 1 1 calc R . . . .
H4B H 0.490481 0.018405 0.344147 0.025 Uiso 1 1 calc R . . . .
C5 C 0.5000(2) 0.2161(2) 0.31185(14) 0.0181(5) Uani 1 1 d . . . . .
H5C H 0.474714 0.285400 0.342173 0.022 Uiso 1 1 calc R . . . .
H5D H 0.602162 0.203973 0.296803 0.022 Uiso 1 1 calc R . . . .
C6 C 0.5205(2) 0.3787(2) 0.18088(14) 0.0182(5) Uani 1 1 d . . . . .
H6C H 0.542757 0.370969 0.123607 0.022 Uiso 1 1 calc R . . . .
H6D H 0.608747 0.382224 0.194637 0.022 Uiso 1 1 calc R . . . .
C7 C 0.4340(2) 0.5046(2) 0.18767(14) 0.0181(5) Uani 1 1 d . . . . .
H7C H 0.431338 0.524340 0.240252 0.022 Uiso 1 1 calc R . . . .
H7D H 0.477694 0.575978 0.143241 0.022 Uiso 1 1 calc R . . . .
C8 C 0.2024(2) 0.6128(2) 0.20400(15) 0.0190(5) Uani 1 1 d . . . . .
H8C H 0.229865 0.689106 0.158772 0.023 Uiso 1 1 calc R . . . .
H8D H 0.222300 0.627943 0.253054 0.023 Uiso 1 1 calc R . . . .
C9 C 0.0468(2) 0.6029(2) 0.22055(14) 0.0207(5) Uani 1 1 d . . . . .
H9A H 0.001337 0.691178 0.216579 0.025 Uiso 1 1 calc R . . . .
H9B H 0.029459 0.568939 0.176934 0.025 Uiso 1 1 calc R . . . .
C10 C -0.0221(2) 0.5180(2) 0.30274(15) 0.0214(5) Uani 1 1 d . . . . .
H10A H 0.005121 0.544189 0.346251 0.026 Uiso 1 1 calc R . . . .
H10B H -0.123521 0.534314 0.311775 0.026 Uiso 1 1 calc R . . . .
C11 C -0.0511(2) 0.3268(2) 0.25846(15) 0.0216(5) Uani 1 1 d . . . . .
H11A H -0.080664 0.400511 0.217929 0.026 Uiso 1 1 calc R . . . .
H11B H -0.134395 0.281845 0.292702 0.026 Uiso 1 1 calc R . . . .
C12 C 0.0475(2) 0.2346(2) 0.21446(14) 0.0180(5) Uani 1 1 d . . . . .
C13 C 0.2252(3) 0.2522(2) 0.46062(14) 0.0198(5) Uani 1 1 d . . . . .
H13A H 0.308450 0.207129 0.477609 0.024 Uiso 1 1 calc R . . . .
H13B H 0.145457 0.237960 0.508879 0.024 Uiso 1 1 calc R . . . .
C14 C 0.2450(2) 0.3946(2) 0.42990(14) 0.0186(5) Uani 1 1 d . . . . .
C15 C 0.4727(2) 0.1556(2) 0.19094(14) 0.0179(5) Uani 1 1 d . . . . .
H15A H 0.436678 0.188513 0.141684 0.021 Uiso 1 1 calc R . . . .
H15B H 0.417207 0.082930 0.226220 0.021 Uiso 1 1 calc R . . . .
C16 C 0.6222(2) 0.1035(2) 0.16485(14) 0.0179(5) Uani 1 1 d . . . . .
C17 C 0.2834(2) 0.4854(2) 0.10105(13) 0.0184(5) Uani 1 1 d . . . . .
H17A H 0.190766 0.458826 0.105147 0.022 Uiso 1 1 calc R . . . .
H17B H 0.352229 0.416222 0.084573 0.022 Uiso 1 1 calc R . . . .
C18 C 0.3107(2) 0.6096(2) 0.03514(14) 0.0199(5) Uani 1 1 d . . . . .
Co2 Co 0.39680(3) 0.31677(3) 0.69548(2) 0.02336(9) Uani 1 1 d . . . . .
S1 S 0.19691(7) -0.00200(6) 0.63351(4) 0.03057(16) Uani 1 1 d . . . . .
S2 S 0.14784(9) 0.35790(11) 0.96120(5) 0.0579(3) Uani 1 1 d . . . . .
S3 S 0.86927(7) 0.17680(7) 0.65567(5) 0.03294(17) Uani 1 1 d . . . . .
S4 S 0.41438(7) 0.72654(7) 0.50933(4) 0.02829(16) Uani 1 1 d . . . . .
N9 N 0.2852(2) 0.2108(2) 0.66436(14) 0.0303(5) Uani 1 1 d . . . . .
N10 N 0.3005(2) 0.3377(2) 0.80614(14) 0.0291(5) Uani 1 1 d . . . . .
N11 N 0.5852(2) 0.2409(2) 0.69282(14) 0.0295(5) Uani 1 1 d . . . . .
N12 N 0.4010(2) 0.4924(2) 0.62515(14) 0.0290(5) Uani 1 1 d . . . . .
C19 C 0.2474(2) 0.1205(3) 0.65296(15) 0.0224(5) Uani 1 1 d . . . . .
C20 C 0.2378(3) 0.3478(3) 0.87036(17) 0.0289(6) Uani 1 1 d . . . . .
C21 C 0.7035(3) 0.2148(2) 0.67694(15) 0.0238(6) Uani 1 1 d . . . . .
C22 C 0.4075(2) 0.5906(3) 0.57704(15) 0.0225(6) Uani 1 1 d . . . . .
O5 O -0.0485(2) -0.0899(2) 0.07171(14) 0.0407(5) Uani 1 1 d D . . . .
H5AA H -0.058(4) -0.161(2) 0.061(2) 0.061 Uiso 1 1 d DR . . . .
H5BB H 0.027(4) -0.105(7) 0.087(4) 0.061 Uiso 0.5 1 d DR . P C 1
H5CC H -0.015(6) -0.044(5) 0.024(2) 0.037(19) Uiso 0.5 1 d D . P D 2
O7 O 0.4389(2) -0.0982(2) 0.06582(14) 0.0414(5) Uani 1 1 d D . . . .
H7AA H 0.441(4) -0.164(3) 0.047(2) 0.062 Uiso 1 1 d DR . . . .
H7BB H 0.460(8) -0.037(5) 0.024(3) 0.062 Uiso 0.5 1 d DR . P E 1
H7CC H 0.357(4) -0.080(9) 0.091(5) 0.09(3) Uiso 0.5 1 d D . P F 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 2.0482(16) . ?
Co1 O2 2.1537(16) . ?
Co1 N1 2.1736(19) . ?
Co1 N2 2.1605(19) . ?
Co1 N3 2.2022(18) . ?
Co1 N4 2.1242(19) . ?
O1 C12 1.252(3) . ?
O2 C14 1.242(3) . ?
O3 C16 1.236(3) . ?
O4 C18 1.234(3) . ?
O6 H6AA 0.845(18) . ?
O6 H6BB 0.85(2) . ?
O6 H6CC 0.85(2) . ?
N1 C1 1.494(3) . ?
N1 C10 1.490(3) . ?
N1 C11 1.484(3) . ?
N2 C2 1.487(3) . ?
N2 C3 1.484(3) . ?
N2 C13 1.483(3) . ?
N3 C5 1.497(3) . ?
N3 C6 1.504(3) . ?
N3 C15 1.483(3) . ?
N4 C7 1.495(3) . ?
N4 C8 1.492(3) . ?
N4 C17 1.485(3) . ?
N5 H5A 0.830(18) . ?
N5 H5B 0.830(18) . ?
N5 C12 1.311(3) . ?
N6 H6A 0.808(19) . ?
N6 H6B 0.808(19) . ?
N6 C14 1.319(3) . ?
N7 H7A 0.838(19) . ?
N7 H7B 0.838(19) . ?
N7 C16 1.325(3) . ?
N8 H8A 0.85(2) . ?
N8 H8B 0.85(2) . ?
N8 C18 1.331(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.517(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.530(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.527(3) . ?
C5 H5C 0.9900 . ?
C5 H5D 0.9900 . ?
C6 H6C 0.9900 . ?
C6 H6D 0.9900 . ?
C6 C7 1.521(3) . ?
C7 H7C 0.9900 . ?
C7 H7D 0.9900 . ?
C8 H8C 0.9900 . ?
C8 H8D 0.9900 . ?
C8 C9 1.528(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.526(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.509(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.503(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.525(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.521(3) . ?
Co2 N9 1.961(2) . ?
Co2 N10 1.973(2) . ?
Co2 N11 1.957(2) . ?
Co2 N12 1.965(2) . ?
S1 C19 1.613(3) . ?
S2 C20 1.626(3) . ?
S3 C21 1.629(3) . ?
S4 C22 1.621(3) . ?
N9 C19 1.167(3) . ?
N10 C20 1.156(3) . ?
N11 C21 1.162(3) . ?
N12 C22 1.163(3) . ?
O5 H5AA 0.851(18) . ?
O5 H5BB 0.85(2) . ?
O5 H5CC 0.849(19) . ?
O7 H7AA 0.855(18) . ?
O7 H7BB 0.85(2) . ?
O7 H7CC 0.85(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 O2 168.29(6) . . ?
O1 Co1 N1 80.09(7) . . ?
O1 Co1 N2 98.94(7) . . ?
O1 Co1 N3 90.23(6) . . ?
O1 Co1 N4 99.41(7) . . ?
O2 Co1 N1 88.58(7) . . ?
O2 Co1 N2 77.02(7) . . ?
O2 Co1 N3 101.02(7) . . ?
N1 Co1 N3 170.27(7) . . ?
N2 Co1 N1 85.31(7) . . ?
N2 Co1 N3 95.27(7) . . ?
N4 Co1 O2 85.01(7) . . ?
N4 Co1 N1 98.06(7) . . ?
N4 Co1 N2 161.64(7) . . ?
N4 Co1 N3 84.45(7) . . ?
C12 O1 Co1 117.29(15) . . ?
C14 O2 Co1 117.62(15) . . ?
H6AA O6 H6BB 116(5) . . ?
H6AA O6 H6CC 105(5) . . ?
C1 N1 Co1 103.66(13) . . ?
C10 N1 Co1 112.17(14) . . ?
C10 N1 C1 110.69(18) . . ?
C11 N1 Co1 108.72(14) . . ?
C11 N1 C1 110.59(18) . . ?
C11 N1 C10 110.78(18) . . ?
C2 N2 Co1 101.64(13) . . ?
C3 N2 Co1 108.58(13) . . ?
C3 N2 C2 110.64(18) . . ?
C13 N2 Co1 113.27(14) . . ?
C13 N2 C2 110.18(18) . . ?
C13 N2 C3 112.06(18) . . ?
C5 N3 Co1 103.39(13) . . ?
C5 N3 C6 111.07(17) . . ?
C6 N3 Co1 104.20(13) . . ?
C15 N3 Co1 115.87(13) . . ?
C15 N3 C5 111.38(18) . . ?
C15 N3 C6 110.54(17) . . ?
C7 N4 Co1 99.18(13) . . ?
C8 N4 Co1 109.86(14) . . ?
C8 N4 C7 109.65(17) . . ?
C17 N4 Co1 114.78(14) . . ?
C17 N4 C7 112.64(18) . . ?
C17 N4 C8 110.23(17) . . ?
H5A N5 H5B 120.0 . . ?
C12 N5 H5A 120.0 . . ?
C12 N5 H5B 120.0 . . ?
H6A N6 H6B 120.0 . . ?
C14 N6 H6A 120.0 . . ?
C14 N6 H6B 120.0 . . ?
H7A N7 H7B 120.0 . . ?
C16 N7 H7A 120.0 . . ?
C16 N7 H7B 120.0 . . ?
H8A N8 H8B 120.0 . . ?
C18 N8 H8A 120.0 . . ?
C18 N8 H8B 120.0 . . ?
N1 C1 H1A 109.3 . . ?
N1 C1 H1B 109.3 . . ?
N1 C1 C2 111.40(19) . . ?
H1A C1 H1B 108.0 . . ?
C2 C1 H1A 109.3 . . ?
C2 C1 H1B 109.3 . . ?
N2 C2 C1 110.05(19) . . ?
N2 C2 H2A 109.7 . . ?
N2 C2 H2B 109.7 . . ?
C1 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
N2 C3 H3A 108.8 . . ?
N2 C3 H3B 108.8 . . ?
N2 C3 C4 113.92(19) . . ?
H3A C3 H3B 107.7 . . ?
C4 C3 H3A 108.8 . . ?
C4 C3 H3B 108.8 . . ?
C3 C4 H4A 107.6 . . ?
C3 C4 H4B 107.6 . . ?
H4A C4 H4B 107.1 . . ?
C5 C4 C3 118.73(19) . . ?
C5 C4 H4A 107.6 . . ?
C5 C4 H4B 107.6 . . ?
N3 C5 C4 114.93(19) . . ?
N3 C5 H5C 108.5 . . ?
N3 C5 H5D 108.5 . . ?
C4 C5 H5C 108.5 . . ?
C4 C5 H5D 108.5 . . ?
H5C C5 H5D 107.5 . . ?
N3 C6 H6C 108.8 . . ?
N3 C6 H6D 108.8 . . ?
N3 C6 C7 113.88(18) . . ?
H6C C6 H6D 107.7 . . ?
C7 C6 H6C 108.8 . . ?
C7 C6 H6D 108.8 . . ?
N4 C7 C6 111.61(18) . . ?
N4 C7 H7C 109.3 . . ?
N4 C7 H7D 109.3 . . ?
C6 C7 H7C 109.3 . . ?
C6 C7 H7D 109.3 . . ?
H7C C7 H7D 108.0 . . ?
N4 C8 H8C 108.5 . . ?
N4 C8 H8D 108.5 . . ?
N4 C8 C9 115.01(19) . . ?
H8C C8 H8D 107.5 . . ?
C9 C8 H8C 108.5 . . ?
C9 C8 H8D 108.5 . . ?
C8 C9 H9A 108.3 . . ?
C8 C9 H9B 108.3 . . ?
H9A C9 H9B 107.4 . . ?
C10 C9 C8 116.0(2) . . ?
C10 C9 H9A 108.3 . . ?
C10 C9 H9B 108.3 . . ?
N1 C10 C9 114.63(19) . . ?
N1 C10 H10A 108.6 . . ?
N1 C10 H10B 108.6 . . ?
C9 C10 H10A 108.6 . . ?
C9 C10 H10B 108.6 . . ?
H10A C10 H10B 107.6 . . ?
N1 C11 H11A 109.3 . . ?
N1 C11 H11B 109.3 . . ?
N1 C11 C12 111.82(19) . . ?
H11A C11 H11B 107.9 . . ?
C12 C11 H11A 109.3 . . ?
C12 C11 H11B 109.3 . . ?
O1 C12 N5 121.7(2) . . ?
O1 C12 C11 120.4(2) . . ?
N5 C12 C11 117.9(2) . . ?
N2 C13 H13A 109.5 . . ?
N2 C13 H13B 109.5 . . ?
N2 C13 C14 110.87(18) . . ?
H13A C13 H13B 108.1 . . ?
C14 C13 H13A 109.5 . . ?
C14 C13 H13B 109.5 . . ?
O2 C14 N6 122.3(2) . . ?
O2 C14 C13 120.5(2) . . ?
N6 C14 C13 117.3(2) . . ?
N3 C15 H15A 108.4 . . ?
N3 C15 H15B 108.4 . . ?
N3 C15 C16 115.40(18) . . ?
H15A C15 H15B 107.5 . . ?
C16 C15 H15A 108.4 . . ?
C16 C15 H15B 108.4 . . ?
O3 C16 N7 122.4(2) . . ?
O3 C16 C15 121.8(2) . . ?
N7 C16 C15 115.8(2) . . ?
N4 C17 H17A 108.8 . . ?
N4 C17 H17B 108.8 . . ?
N4 C17 C18 113.76(19) . . ?
H17A C17 H17B 107.7 . . ?
C18 C17 H17A 108.8 . . ?
C18 C17 H17B 108.8 . . ?
O4 C18 N8 122.4(2) . . ?
O4 C18 C17 122.0(2) . . ?
N8 C18 C17 115.6(2) . . ?
N9 Co2 N10 107.44(9) . . ?
N9 Co2 N12 110.25(9) . . ?
N11 Co2 N9 112.79(9) . . ?
N11 Co2 N10 110.46(9) . . ?
N11 Co2 N12 110.21(9) . . ?
N12 Co2 N10 105.39(9) . . ?
C19 N9 Co2 160.1(2) . . ?
C20 N10 Co2 176.3(2) . . ?
C21 N11 Co2 166.3(2) . . ?
C22 N12 Co2 173.3(2) . . ?
N9 C19 S1 177.8(2) . . ?
N10 C20 S2 178.4(3) . . ?
N11 C21 S3 179.3(3) . . ?
N12 C22 S4 178.9(2) . . ?
H5AA O5 H5BB 103(6) . . ?
H5AA O5 H5CC 102(5) . . ?
H7AA O7 H7BB 105(6) . . ?
H7AA O7 H7CC 110(6) . . ?

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
Co1 O1 C12 N5 177.01(17) . . . . ?
Co1 O1 C12 C11 -0.6(3) . . . . ?
Co1 O2 C14 N6 -177.40(17) . . . . ?
Co1 O2 C14 C13 3.5(3) . . . . ?
Co1 N1 C1 C2 -35.8(2) . . . . ?
Co1 N1 C10 C9 51.7(2) . . . . ?
Co1 N1 C11 C12 13.5(2) . . . . ?
Co1 N2 C2 C1 -48.7(2) . . . . ?
Co1 N2 C3 C4 67.6(2) . . . . ?
Co1 N2 C13 C14 9.4(2) . . . . ?
Co1 N3 C5 C4 72.7(2) . . . . ?
Co1 N3 C6 C7 12.3(2) . . . . ?
Co1 N3 C15 C16 -177.37(15) . . . . ?
Co1 N4 C7 C6 55.09(19) . . . . ?
Co1 N4 C8 C9 -58.4(2) . . . . ?
Co1 N4 C17 C18 174.88(15) . . . . ?
N1 C1 C2 N2 61.1(3) . . . . ?
N1 C11 C12 O1 -9.4(3) . . . . ?
N1 C11 C12 N5 172.9(2) . . . . ?
N2 C3 C4 C5 -36.3(3) . . . . ?
N2 C13 C14 O2 -8.7(3) . . . . ?
N2 C13 C14 N6 172.1(2) . . . . ?
N3 C6 C7 N4 -48.2(3) . . . . ?
N3 C15 C16 O3 -17.4(3) . . . . ?
N3 C15 C16 N7 164.4(2) . . . . ?
N4 C8 C9 C10 75.9(3) . . . . ?
N4 C17 C18 O4 59.3(3) . . . . ?
N4 C17 C18 N8 -120.6(2) . . . . ?
C1 N1 C10 C9 166.89(19) . . . . ?
C1 N1 C11 C12 -99.7(2) . . . . ?
C2 N2 C3 C4 178.33(19) . . . . ?
C2 N2 C13 C14 -103.7(2) . . . . ?
C3 N2 C2 C1 -163.82(19) . . . . ?
C3 N2 C13 C14 132.7(2) . . . . ?
C3 C4 C5 N3 -47.6(3) . . . . ?
C5 N3 C6 C7 -98.4(2) . . . . ?
C5 N3 C15 C16 -59.6(2) . . . . ?
C6 N3 C5 C4 -176.11(19) . . . . ?
C6 N3 C15 C16 64.4(2) . . . . ?
C7 N4 C8 C9 -166.43(19) . . . . ?
C7 N4 C17 C18 -72.6(2) . . . . ?
C8 N4 C7 C6 170.12(18) . . . . ?
C8 N4 C17 C18 50.2(2) . . . . ?
C8 C9 C10 N1 -70.9(3) . . . . ?
C10 N1 C1 C2 -156.2(2) . . . . ?
C10 N1 C11 C12 137.2(2) . . . . ?
C11 N1 C1 C2 80.6(2) . . . . ?
C11 N1 C10 C9 -70.0(2) . . . . ?
C13 N2 C2 C1 71.7(2) . . . . ?
C13 N2 C3 C4 -58.3(2) . . . . ?
C15 N3 C5 C4 -52.4(2) . . . . ?
C15 N3 C6 C7 137.41(19) . . . . ?
C17 N4 C7 C6 -66.7(2) . . . . ?
C17 N4 C8 C9 69.0(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: ethanol'
_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# 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_mo_jm042417a_0m
_database_code_depnum_ccdc_archive 'CCDC 1949782'
loop_
_audit_author_name
_audit_author_address
'Alexander Nazarenko'
;SUNY College at Buffalo
United States of America
;
_audit_update_record             
;
2019-08-28 deposited with the CCDC.	2019-12-05 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT244_mo_jm042417a_0m     
;
PROBLEM: Low    'Solvent' Ueq as Compared to Neighbors of        Cl2 Check
RESPONSE: thicyanate ion rotates around its center
;
_vrf_PLAT910_mo_jm042417a_0m     
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).          8 Note
RESPONSE: beamstop
;
# Added during the CSD deposition process: Wednesday 28 August 2019 01:10 AM
# end Validation Reply Form

_audit_creation_date             2019-05-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        
"(2,2',2'',2'''-(1,4,8,11-Tetraazacyclotetradecane-1,4,8,11-tetrayl)tetraacetamide)-cobalt(ii) diperchlorate monohydrate"
_chemical_formula_moiety         'C18 H36 Co N8 O4, 2(Cl O4), H2 O'
_chemical_formula_sum            'C18 H38 Cl2 Co N8 O13'
_chemical_formula_weight         704.39
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8541(6)
_cell_length_b                   9.9859(8)
_cell_length_c                   17.8607(14)
_cell_angle_alpha                92.863(2)
_cell_angle_beta                 103.261(2)
_cell_angle_gamma                111.451(2)
_cell_volume                     1414.90(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4304
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      30.55
_cell_measurement_theta_min      2.99
_shelx_estimated_absorpt_T_max   0.756
_shelx_estimated_absorpt_T_min   0.622
_exptl_absorpt_coefficient_mu    0.873
_exptl_absorpt_correction_T_max  0.8335
_exptl_absorpt_correction_T_min  0.6318
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0614 before and 0.0532 after correction.
The Ratio of minimum to maximum transmission is 0.7580.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.653
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             734
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.53
_exptl_crystal_size_min          0.34
_exptl_transmission_factor_max   1
_exptl_transmission_factor_min   0.76
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_av_unetI/netI     0.0170
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            94139
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.489
_diffrn_reflns_theta_min         2.764
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker PHOTON-100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   sealedtube
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8231
_reflns_number_total             9344
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX 2'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.525
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     426
_refine_ls_number_reflns         9344
_refine_ls_number_restraints     52
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0308
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0433P)²+0.5440P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0781
_refine_ls_wR_factor_ref         0.0816
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 Cl2-O13 \\sim Cl2-O14 \\sim Cl2-O15 \\sim Cl2-O16 \\sim Cl2-O13A \\sim
Cl2-O14A \\sim Cl2-O15A \\sim Cl2-
 O16A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
O14 \\sim O16A: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
O13 \\sim O13A: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
O15 \\sim O15A: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
O16 \\sim O14A: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
4. Others
 Sof(O13A)=Sof(O14A)=Sof(O15A)=Sof(O16A)=1-FVAR(1)
 Sof(O13)=Sof(O14)=Sof(O15)=Sof(O16)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C2(H2C,H2D), C3(H3C,H3D), C5(H5C,H5D), C6(H6C,H6D), C7(H7A,H7B), C9(H9A,H9B),
 C10(H10A,H10B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B),
  C17(H17A,H17B), C19(H19A,H19B), C21(H21A,H21B)
5.b X=CH2 refined with riding coordinates and stretchable bonds:
 N2(H2A,H2B), N3(H3A,H3B), N5(H5A,H5B), N6(H6A,H6B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.36309(2) 0.74244(2) 0.75599(2) 0.01564(4) Uani 1 1 d . . . . .
O1 O 0.23791(11) 0.78270(9) 0.65289(5) 0.02056(16) Uani 1 1 d . . . . .
O2 O 0.49623(11) 0.73932(11) 0.86973(5) 0.02419(18) Uani 1 1 d . . . . .
O3 O 0.16343(13) 0.22985(10) 0.60260(6) 0.0284(2) Uani 1 1 d . . . . .
O4 O 0.87300(12) 0.82681(11) 0.64678(6) 0.02781(19) Uani 1 1 d . . . . .
N1 N 0.37556(13) 0.95980(11) 0.79258(6) 0.02166(19) Uani 1 1 d . . . . .
N2 N 0.21745(16) 0.95903(12) 0.58256(7) 0.0272(2) Uani 1 1 d . . . . .
H2A H 0.1863(5) 0.9031(9) 0.5410(7) 0.033 Uiso 1 1 calc GR . . . .
H2B H 0.2274(2) 1.0450(13) 0.58201(7) 0.033 Uiso 1 1 calc GR . . . .
N3 N 0.49515(15) 0.70460(16) 0.99340(7) 0.0330(3) Uani 1 1 d . . . . .
H3A H 0.5975(17) 0.7339(5) 1.0074(3) 0.040 Uiso 1 1 calc GR . . . .
H3B H 0.4402(9) 0.6781(5) 1.0247(5) 0.040 Uiso 1 1 calc GR . . . .
N4 N 0.16537(12) 0.66808(12) 0.81610(6) 0.02062(18) Uani 1 1 d . . . . .
N5 N 0.14904(15) 0.34720(13) 0.49748(7) 0.0283(2) Uani 1 1 d . . . . .
H5A H 0.1286(4) 0.2720(12) 0.4666(5) 0.034 Uiso 1 1 calc GR . . . .
H5B H 0.15542(18) 0.4257(12) 0.4801(3) 0.034 Uiso 1 1 calc GR . . . .
N6 N 0.82759(16) 1.02647(14) 0.61399(8) 0.0336(3) Uani 1 1 d . . . . .
H6A H 0.9250(16) 1.0660(7) 0.60614(15) 0.040 Uiso 1 1 calc GR . . . .
H6B H 0.7604(11) 1.0710(7) 0.60740(14) 0.040 Uiso 1 1 calc GR . . . .
N8 N 0.31402(12) 0.52342(10) 0.70011(6) 0.01842(17) Uani 1 1 d . . . . .
N11 N 0.60256(12) 0.80123(10) 0.72952(6) 0.01744(17) Uani 1 1 d . . . . .
C2 C 0.26407(17) 0.93552(15) 0.84632(8) 0.0266(2) Uani 1 1 d . . . . .
H2C H 0.226804 1.017276 0.849627 0.032 Uiso 1 1 calc R . . . .
H2D H 0.327614 0.932026 0.899078 0.032 Uiso 1 1 calc R . . . .
C3 C 0.11146(15) 0.79363(15) 0.81695(7) 0.0248(2) Uani 1 1 d . . . . .
H3C H 0.035069 0.781286 0.851083 0.030 Uiso 1 1 calc R . . . .
H3D H 0.049252 0.796351 0.763760 0.030 Uiso 1 1 calc R . . . .
C5 C 0.02697(15) 0.53527(14) 0.76827(7) 0.0245(2) Uani 1 1 d . . . . .
H5C H -0.009630 0.557401 0.715347 0.029 Uiso 1 1 calc R . . . .
H5D H -0.069976 0.510016 0.791144 0.029 Uiso 1 1 calc R . . . .
C6 C 0.07420(16) 0.40218(14) 0.76162(8) 0.0269(2) Uani 1 1 d . . . . .
H6C H 0.056030 0.352700 0.807368 0.032 Uiso 1 1 calc R . . . .
H6D H -0.006779 0.334139 0.715100 0.032 Uiso 1 1 calc R . . . .
C7 C 0.25167(16) 0.42430(13) 0.75602(7) 0.0228(2) Uani 1 1 d . . . . .
H7A H 0.330874 0.463976 0.808302 0.027 Uiso 1 1 calc R . . . .
H7B H 0.252938 0.328272 0.740405 0.027 Uiso 1 1 calc R . . . .
C9 C 0.48369(15) 0.52982(13) 0.69416(8) 0.0231(2) Uani 1 1 d . . . . .
H9A H 0.485793 0.528674 0.638955 0.028 Uiso 1 1 calc R . . . .
H9B H 0.498495 0.441596 0.711296 0.028 Uiso 1 1 calc R . . . .
C10 C 0.63159(15) 0.66413(13) 0.74257(7) 0.0209(2) Uani 1 1 d . . . . .
H10A H 0.647643 0.653957 0.798385 0.025 Uiso 1 1 calc R . . . .
H10B H 0.735660 0.670681 0.728511 0.025 Uiso 1 1 calc R . . . .
C12 C 0.72898(14) 0.92789(13) 0.78861(7) 0.0216(2) Uani 1 1 d . . . . .
H12A H 0.839911 0.955626 0.777282 0.026 Uiso 1 1 calc R . . . .
H12B H 0.740095 0.897282 0.840793 0.026 Uiso 1 1 calc R . . . .
C13 C 0.68232(17) 1.06132(14) 0.79011(8) 0.0262(2) Uani 1 1 d . . . . .
H13A H 0.786541 1.148226 0.813440 0.031 Uiso 1 1 calc R . . . .
H13B H 0.638950 1.073336 0.735705 0.031 Uiso 1 1 calc R . . . .
C14 C 0.55227(16) 1.05893(14) 0.83420(8) 0.0263(2) Uani 1 1 d . . . . .
H14A H 0.583556 1.028348 0.885407 0.032 Uiso 1 1 calc R . . . .
H14B H 0.556535 1.158923 0.843754 0.032 Uiso 1 1 calc R . . . .
C15 C 0.30951(17) 1.01885(13) 0.72325(7) 0.0250(2) Uani 1 1 d . . . . .
H15A H 0.398856 1.110071 0.717979 0.030 Uiso 1 1 calc R . . . .
H15B H 0.214071 1.042261 0.730766 0.030 Uiso 1 1 calc R . . . .
C16 C 0.25108(14) 0.91135(12) 0.64927(7) 0.0186(2) Uani 1 1 d . . . . .
C17 C 0.22767(15) 0.64363(15) 0.89675(7) 0.0247(2) Uani 1 1 d . . . . .
H17A H 0.180355 0.538334 0.900083 0.030 Uiso 1 1 calc R . . . .
H17B H 0.189759 0.694295 0.933042 0.030 Uiso 1 1 calc R . . . .
C18 C 0.41814(15) 0.70008(14) 0.91993(7) 0.0217(2) Uani 1 1 d . . . . .
C19 C 0.19608(15) 0.48364(12) 0.62117(7) 0.0194(2) Uani 1 1 d . . . . .
H19A H 0.236323 0.564106 0.591202 0.023 Uiso 1 1 calc R . . . .
H19B H 0.084777 0.477009 0.626453 0.023 Uiso 1 1 calc R . . . .
C20 C 0.17118(14) 0.34201(12) 0.57333(7) 0.0195(2) Uani 1 1 d . . . . .
C21 C 0.60400(14) 0.83497(13) 0.64915(7) 0.0199(2) Uani 1 1 d . . . . .
H21A H 0.552139 0.906927 0.638073 0.024 Uiso 1 1 calc R . . . .
H21B H 0.533977 0.745197 0.611618 0.024 Uiso 1 1 calc R . . . .
C22 C 0.78032(15) 0.89509(13) 0.63654(7) 0.0205(2) Uani 1 1 d . . . . .
Cl1 Cl 0.03301(4) 0.22182(3) 0.97530(2) 0.02399(6) Uani 1 1 d . . . . .
O6 O 0.15259(14) 0.26856(13) 1.05133(7) 0.0390(2) Uani 1 1 d . . . . .
O7 O -0.00855(15) 0.34367(12) 0.95099(7) 0.0373(2) Uani 1 1 d . . . . .
O8 O 0.10915(18) 0.17863(16) 0.92095(8) 0.0497(3) Uani 1 1 d . . . . .
O9 O -0.11633(14) 0.10531(13) 0.97980(7) 0.0407(3) Uani 1 1 d . . . . .
Cl2 Cl 0.36346(4) 0.70641(4) 0.42847(2) 0.02663(7) Uani 1 1 d D . . . .
O13 O 0.5202(4) 0.7138(6) 0.4711(2) 0.0567(11) Uani 0.514(4) 1 d D U P A 1
O14 O 0.3750(4) 0.7908(4) 0.3675(2) 0.0544(9) Uani 0.514(4) 1 d D U P A 1
O15 O 0.2635(5) 0.7300(4) 0.47459(19) 0.0500(8) Uani 0.514(4) 1 d D U P A 1
O16 O 0.2683(4) 0.5520(3) 0.38883(17) 0.0536(8) Uani 0.514(4) 1 d D U P A 1
O13A O 0.4696(5) 0.6428(4) 0.4697(2) 0.0450(9) Uani 0.486(4) 1 d D U P A 2
O14A O 0.3522(7) 0.7028(8) 0.34905(19) 0.0835(17) Uani 0.486(4) 1 d D U P A 2
O15A O 0.2061(4) 0.6601(6) 0.4448(3) 0.0701(14) Uani 0.486(4) 1 d D U P A 2
O16A O 0.4435(5) 0.8652(3) 0.4620(3) 0.0808(15) Uani 0.486(4) 1 d D U P A 2
O5 O 0.29545(15) 0.57773(13) 1.09793(7) 0.0364(2) Uani 1 1 d . . . . .
H5E H 0.211(3) 0.599(3) 1.0857(14) 0.055 Uiso 1 1 d R . . . .
H5F H 0.254(3) 0.490(3) 1.0861(14) 0.055 Uiso 1 1 d R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O1 2.0602(9) . ?
Co1 O2 2.1101(9) . ?
Co1 N1 2.1910(11) . ?
Co1 N4 2.1817(10) . ?
Co1 N8 2.2037(10) . ?
Co1 N11 2.1543(10) . ?
O1 C16 1.2531(14) . ?
O2 C18 1.2477(14) . ?
O3 C20 1.2455(15) . ?
O4 C22 1.2348(15) . ?
N1 C2 1.4958(17) . ?
N1 C14 1.4968(16) . ?
N1 C15 1.4885(16) . ?
N2 H2A 0.832(13) . ?
N2 H2B 0.832(13) . ?
N2 C16 1.3164(15) . ?
N3 H3A 0.815(14) . ?
N3 H3B 0.815(14) . ?
N3 C18 1.3229(16) . ?
N4 C3 1.4963(17) . ?
N4 C5 1.4860(16) . ?
N4 C17 1.4860(16) . ?
N5 H5A 0.845(13) . ?
N5 H5B 0.845(13) . ?
N5 C20 1.3300(16) . ?
N6 H6A 0.855(14) . ?
N6 H6B 0.855(14) . ?
N6 C22 1.3369(17) . ?
N8 C7 1.4946(15) . ?
N8 C9 1.5086(15) . ?
N8 C19 1.4837(15) . ?
N11 C10 1.5021(15) . ?
N11 C12 1.5019(15) . ?
N11 C21 1.4927(14) . ?
C2 H2C 0.9900 . ?
C2 H2D 0.9900 . ?
C2 C3 1.5194(19) . ?
C3 H3C 0.9900 . ?
C3 H3D 0.9900 . ?
C5 H5C 0.9900 . ?
C5 H5D 0.9900 . ?
C5 C6 1.5391(19) . ?
C6 H6C 0.9900 . ?
C6 H6D 0.9900 . ?
C6 C7 1.5325(18) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.5301(17) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.5333(18) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.5311(19) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.5180(17) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.5147(17) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.5309(16) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.5289(16) . ?
Cl1 O6 1.4486(11) . ?
Cl1 O7 1.4531(11) . ?
Cl1 O8 1.4331(12) . ?
Cl1 O9 1.4288(11) . ?
Cl2 O13 1.396(3) . ?
Cl2 O14 1.409(3) . ?
Cl2 O15 1.409(3) . ?
Cl2 O16 1.502(2) . ?
Cl2 O13A 1.413(3) . ?
Cl2 O14A 1.397(3) . ?
Cl2 O15A 1.403(3) . ?
Cl2 O16A 1.505(3) . ?
O5 H5E 0.83(3) . ?
O5 H5F 0.81(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
O1 Co1 O2 169.56(4) . . ?
O1 Co1 N1 79.67(4) . . ?
O1 Co1 N4 102.01(4) . . ?
O1 Co1 N8 90.01(4) . . ?
O1 Co1 N11 96.19(4) . . ?
O2 Co1 N1 89.90(4) . . ?
O2 Co1 N4 76.90(4) . . ?
O2 Co1 N8 100.42(4) . . ?
O2 Co1 N11 85.31(4) . . ?
N1 Co1 N8 169.29(4) . . ?
N4 Co1 N1 84.49(4) . . ?
N4 Co1 N8 95.00(4) . . ?
N11 Co1 N1 99.53(4) . . ?
N11 Co1 N4 161.79(4) . . ?
N11 Co1 N8 84.30(4) . . ?
C16 O1 Co1 116.75(8) . . ?
C18 O2 Co1 119.60(8) . . ?
C2 N1 Co1 104.36(8) . . ?
C2 N1 C14 110.65(10) . . ?
C14 N1 Co1 110.69(8) . . ?
C15 N1 Co1 109.35(7) . . ?
C15 N1 C2 110.73(10) . . ?
C15 N1 C14 110.88(10) . . ?
H2A N2 H2B 120.0 . . ?
C16 N2 H2A 120.0 . . ?
C16 N2 H2B 120.0 . . ?
H3A N3 H3B 120.0 . . ?
C18 N3 H3A 120.0 . . ?
C18 N3 H3B 120.0 . . ?
C3 N4 Co1 101.50(7) . . ?
C5 N4 Co1 108.51(7) . . ?
C5 N4 C3 110.96(10) . . ?
C17 N4 Co1 112.96(7) . . ?
C17 N4 C3 110.46(10) . . ?
C17 N4 C5 111.98(10) . . ?
H5A N5 H5B 120.0 . . ?
C20 N5 H5A 120.0 . . ?
C20 N5 H5B 120.0 . . ?
H6A N6 H6B 120.0 . . ?
C22 N6 H6A 120.0 . . ?
C22 N6 H6B 120.0 . . ?
C7 N8 Co1 104.81(7) . . ?
C7 N8 C9 111.00(9) . . ?
C9 N8 Co1 104.82(7) . . ?
C19 N8 Co1 113.01(7) . . ?
C19 N8 C7 113.54(9) . . ?
C19 N8 C9 109.28(9) . . ?
C10 N11 Co1 99.12(6) . . ?
C12 N11 Co1 108.06(7) . . ?
C12 N11 C10 111.34(9) . . ?
C21 N11 Co1 115.59(7) . . ?
C21 N11 C10 111.89(9) . . ?
C21 N11 C12 110.36(9) . . ?
N1 C2 H2C 109.6 . . ?
N1 C2 H2D 109.6 . . ?
N1 C2 C3 110.15(10) . . ?
H2C C2 H2D 108.1 . . ?
C3 C2 H2C 109.6 . . ?
C3 C2 H2D 109.6 . . ?
N4 C3 C2 110.23(10) . . ?
N4 C3 H3C 109.6 . . ?
N4 C3 H3D 109.6 . . ?
C2 C3 H3C 109.6 . . ?
C2 C3 H3D 109.6 . . ?
H3C C3 H3D 108.1 . . ?
N4 C5 H5C 108.7 . . ?
N4 C5 H5D 108.7 . . ?
N4 C5 C6 114.35(10) . . ?
H5C C5 H5D 107.6 . . ?
C6 C5 H5C 108.7 . . ?
C6 C5 H5D 108.7 . . ?
C5 C6 H6C 107.5 . . ?
C5 C6 H6D 107.5 . . ?
H6C C6 H6D 107.0 . . ?
C7 C6 C5 119.25(10) . . ?
C7 C6 H6C 107.5 . . ?
C7 C6 H6D 107.5 . . ?
N8 C7 C6 114.81(10) . . ?
N8 C7 H7A 108.6 . . ?
N8 C7 H7B 108.6 . . ?
C6 C7 H7A 108.6 . . ?
C6 C7 H7B 108.6 . . ?
H7A C7 H7B 107.5 . . ?
N8 C9 H9A 108.8 . . ?
N8 C9 H9B 108.8 . . ?
N8 C9 C10 113.81(10) . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 H9A 108.8 . . ?
C10 C9 H9B 108.8 . . ?
N11 C10 C9 111.60(9) . . ?
N11 C10 H10A 109.3 . . ?
N11 C10 H10B 109.3 . . ?
C9 C10 H10A 109.3 . . ?
C9 C10 H10B 109.3 . . ?
H10A C10 H10B 108.0 . . ?
N11 C12 H12A 108.9 . . ?
N11 C12 H12B 108.9 . . ?
N11 C12 C13 113.49(10) . . ?
H12A C12 H12B 107.7 . . ?
C13 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
C12 C13 H13A 108.1 . . ?
C12 C13 H13B 108.1 . . ?
H13A C13 H13B 107.3 . . ?
C14 C13 C12 116.62(11) . . ?
C14 C13 H13A 108.1 . . ?
C14 C13 H13B 108.1 . . ?
N1 C14 C13 114.04(10) . . ?
N1 C14 H14A 108.7 . . ?
N1 C14 H14B 108.7 . . ?
C13 C14 H14A 108.7 . . ?
C13 C14 H14B 108.7 . . ?
H14A C14 H14B 107.6 . . ?
N1 C15 H15A 109.3 . . ?
N1 C15 H15B 109.3 . . ?
N1 C15 C16 111.71(10) . . ?
H15A C15 H15B 107.9 . . ?
C16 C15 H15A 109.3 . . ?
C16 C15 H15B 109.3 . . ?
O1 C16 N2 122.19(11) . . ?
O1 C16 C15 120.18(10) . . ?
N2 C16 C15 117.62(10) . . ?
N4 C17 H17A 109.6 . . ?
N4 C17 H17B 109.6 . . ?
N4 C17 C18 110.30(9) . . ?
H17A C17 H17B 108.1 . . ?
C18 C17 H17A 109.6 . . ?
C18 C17 H17B 109.6 . . ?
O2 C18 N3 122.55(12) . . ?
O2 C18 C17 119.47(11) . . ?
N3 C18 C17 117.98(11) . . ?
N8 C19 H19A 108.0 . . ?
N8 C19 H19B 108.0 . . ?
N8 C19 C20 117.03(9) . . ?
H19A C19 H19B 107.3 . . ?
C20 C19 H19A 108.0 . . ?
C20 C19 H19B 108.0 . . ?
O3 C20 N5 123.19(11) . . ?
O3 C20 C19 122.65(11) . . ?
N5 C20 C19 114.05(10) . . ?
N11 C21 H21A 108.9 . . ?
N11 C21 H21B 108.9 . . ?
N11 C21 C22 113.54(9) . . ?
H21A C21 H21B 107.7 . . ?
C22 C21 H21A 108.9 . . ?
C22 C21 H21B 108.9 . . ?
O4 C22 N6 122.28(12) . . ?
O4 C22 C21 122.11(11) . . ?
N6 C22 C21 115.61(11) . . ?
O6 Cl1 O7 108.62(7) . . ?
O8 Cl1 O6 109.01(8) . . ?
O8 Cl1 O7 108.90(8) . . ?
O9 Cl1 O6 109.42(7) . . ?
O9 Cl1 O7 109.33(7) . . ?
O9 Cl1 O8 111.51(9) . . ?
O13 Cl2 O14 112.6(2) . . ?
O13 Cl2 O15 114.0(2) . . ?
O13 Cl2 O16 106.1(2) . . ?
O14 Cl2 O16 104.9(2) . . ?
O15 Cl2 O14 113.4(2) . . ?
O15 Cl2 O16 104.8(2) . . ?
O13A Cl2 O16A 105.6(2) . . ?
O14A Cl2 O13A 115.4(2) . . ?
O14A Cl2 O15A 113.2(3) . . ?
O14A Cl2 O16A 105.2(3) . . ?
O15A Cl2 O13A 112.8(2) . . ?
O15A Cl2 O16A 103.2(3) . . ?
H5E O5 H5F 102(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 O1 C16 N2 161.29(10) . . . . ?
Co1 O1 C16 C15 -17.94(14) . . . . ?
Co1 O2 C18 N3 -175.53(11) . . . . ?
Co1 O2 C18 C17 4.98(16) . . . . ?
Co1 N1 C2 C3 -37.47(11) . . . . ?
Co1 N1 C14 C13 51.05(13) . . . . ?
Co1 N1 C15 C16 1.07(12) . . . . ?
Co1 N4 C3 C2 -49.31(10) . . . . ?
Co1 N4 C5 C6 67.01(11) . . . . ?
Co1 N4 C17 C18 9.00(13) . . . . ?
Co1 N8 C7 C6 71.54(11) . . . . ?
Co1 N8 C9 C10 13.02(11) . . . . ?
Co1 N8 C19 C20 172.43(7) . . . . ?
Co1 N11 C10 C9 54.57(10) . . . . ?
Co1 N11 C12 C13 -58.93(11) . . . . ?
Co1 N11 C21 C22 172.43(8) . . . . ?
N1 C2 C3 N4 62.61(13) . . . . ?
N1 C15 C16 O1 10.80(16) . . . . ?
N1 C15 C16 N2 -168.46(11) . . . . ?
N4 C5 C6 C7 -36.87(16) . . . . ?
N4 C17 C18 O2 -9.37(17) . . . . ?
N4 C17 C18 N3 171.11(12) . . . . ?
N8 C9 C10 N11 -48.60(13) . . . . ?
N8 C19 C20 O3 39.02(16) . . . . ?
N8 C19 C20 N5 -144.62(11) . . . . ?
N11 C12 C13 C14 79.98(13) . . . . ?
N11 C21 C22 O4 58.23(15) . . . . ?
N11 C21 C22 N6 -121.56(12) . . . . ?
C2 N1 C14 C13 166.24(11) . . . . ?
C2 N1 C15 C16 -113.38(11) . . . . ?
C3 N4 C5 C6 177.70(10) . . . . ?
C3 N4 C17 C18 -103.91(12) . . . . ?
C5 N4 C3 C2 -164.45(10) . . . . ?
C5 N4 C17 C18 131.88(11) . . . . ?
C5 C6 C7 N8 -45.79(16) . . . . ?
C7 N8 C9 C10 -99.61(11) . . . . ?
C7 N8 C19 C20 -68.37(13) . . . . ?
C9 N8 C7 C6 -175.82(10) . . . . ?
C9 N8 C19 C20 56.14(12) . . . . ?
C10 N11 C12 C13 -166.78(10) . . . . ?
C10 N11 C21 C22 -75.12(12) . . . . ?
C12 N11 C10 C9 168.14(9) . . . . ?
C12 N11 C21 C22 49.45(13) . . . . ?
C12 C13 C14 N1 -74.26(15) . . . . ?
C14 N1 C2 C3 -156.56(11) . . . . ?
C14 N1 C15 C16 123.39(11) . . . . ?
C15 N1 C2 C3 80.08(13) . . . . ?
C15 N1 C14 C13 -70.49(14) . . . . ?
C17 N4 C3 C2 70.75(12) . . . . ?
C17 N4 C5 C6 -58.36(13) . . . . ?
C19 N8 C7 C6 -52.25(14) . . . . ?
C19 N8 C9 C10 134.41(10) . . . . ?
C21 N11 C10 C9 -67.84(12) . . . . ?
C21 N11 C12 C13 68.34(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: ethanol'
_exptl_crystal_preparation       'Magnetic properties'
