# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1042531'
_audit_update_record             
;
2015-01-08 deposited with the CCDC.
2016-03-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H6 Co N8 O3'
_chemical_formula_weight         297.12

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   8.039(4)
_cell_length_b                   7.395(4)
_cell_length_c                   17.739(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.831(9)
_cell_angle_gamma                90.00
_cell_volume                     1039.1(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1940
_cell_measurement_theta_min      2.99
_cell_measurement_theta_max      27.85

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.899
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             596
_exptl_absorpt_coefficient_mu    1.670
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6343
_exptl_absorpt_correction_T_max  0.8508
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5763
_diffrn_reflns_av_R_equivalents  0.1319
_diffrn_reflns_av_sigmaI/netI    0.1253
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.33
_diffrn_reflns_theta_max         27.93
_reflns_number_total             2418
_reflns_number_gt                1516
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'


_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1401P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2418
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1327
_refine_ls_R_factor_gt           0.0884
_refine_ls_wR_factor_ref         0.2505
_refine_ls_wR_factor_gt          0.2081
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.49773(10) 0.32262(11) 0.25459(4) 0.0206(3) Uani 1 1 d . . .
O1 O 0.7329(6) 0.2542(6) 0.2195(2) 0.0245(10) Uani 1 1 d . . .
O2 O 0.2917(7) 0.3954(7) 0.3085(3) 0.0343(12) Uani 1 1 d . . .
H1 H 0.2794 0.3508 0.3498 0.051 Uiso 1 1 d R . .
H2 H 0.2603 0.5036 0.3078 0.051 Uiso 1 1 d R . .
N1 N 0.6692(8) 0.5921(7) -0.0870(3) 0.0259(12) Uani 1 1 d . . .
N2 N 0.6020(7) 0.5213(7) -0.1552(2) 0.0223(12) Uani 1 1 d . . .
N3 N 0.5910(7) 0.3456(7) -0.1490(2) 0.0220(12) Uani 1 1 d . . .
N4 N 0.6479(7) 0.2931(7) -0.0767(3) 0.0256(12) Uani 1 1 d . . .
N5 N 0.7912(7) 0.3615(7) 0.1685(2) 0.0220(11) Uani 1 1 d . . .
N6 N 0.3866(7) 0.0768(7) 0.2052(3) 0.0256(13) Uani 1 1 d . . .
N7 N 0.2490(8) 0.0754(8) 0.1635(3) 0.0295(13) Uani 1 1 d . . .
N8 N 0.1168(9) 0.0695(10) 0.1250(4) 0.051(2) Uani 1 1 d . . .
C1 C 0.9158(8) 0.4810(10) 0.1928(3) 0.0266(15) Uani 1 1 d . . .
H1A H 0.9653 0.4838 0.2441 0.032 Uiso 1 1 calc R . .
C2 C 0.9695(9) 0.5977(10) 0.1424(3) 0.0298(15) Uani 1 1 d . . .
H2A H 1.0544 0.6806 0.1596 0.036 Uiso 1 1 calc R . .
C3 C 0.8976(8) 0.5929(9) 0.0651(3) 0.0226(13) Uani 1 1 d . . .
H3A H 0.9313 0.6742 0.0307 0.027 Uiso 1 1 calc R . .
C4 C 0.7734(8) 0.4630(8) 0.0406(3) 0.0215(13) Uani 1 1 d . . .
C5 C 0.7208(8) 0.3472(9) 0.0931(3) 0.0231(14) Uani 1 1 d . . .
H5A H 0.6384 0.2607 0.0772 0.028 Uiso 1 1 calc R . .
C6 C 0.6949(8) 0.4484(8) -0.0416(3) 0.0229(13) Uani 1 1 d . . .
O3 O 0.6711(12) 0.9340(9) 0.0216(5) 0.081(2) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O2 2.119(5) . ?
Co1 N3 2.144(5) 4_566 ?
Co1 N6 2.145(5) . ?
Co1 N2 2.146(5) 3_665 ?
Co1 O1 2.149(5) . ?
Co1 N6 2.163(6) 2_655 ?
O1 N5 1.347(7) . ?
O2 H1 0.8240 . ?
O2 H2 0.8382 . ?
N1 C6 1.329(8) . ?
N1 N2 1.343(6) . ?
N2 N3 1.308(8) . ?
N2 Co1 2.146(5) 3_665 ?
N3 N4 1.343(6) . ?
N3 Co1 2.144(5) 4_565 ?
N4 C6 1.330(8) . ?
N5 C1 1.350(9) . ?
N5 C5 1.364(6) . ?
N6 N7 1.221(8) . ?
N6 Co1 2.163(5) 2_645 ?
N7 N8 1.163(8) . ?
C1 C2 1.365(10) . ?
C1 H1A 0.9300 . ?
C2 C3 1.393(8) . ?
C2 H2A 0.9300 . ?
C3 C4 1.400(9) . ?
C3 H3A 0.9300 . ?
C4 C5 1.383(9) . ?
C4 C6 1.491(8) . ?
C5 H5A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Co1 N3 88.9(2) . 4_566 ?
O2 Co1 N6 95.5(2) . . ?
N3 Co1 N6 84.19(19) 4_566 . ?
O2 Co1 N2 91.4(2) . 3_665 ?
N3 Co1 N2 177.0(2) 4_566 3_665 ?
N6 Co1 N2 92.81(19) . 3_665 ?
O2 Co1 O1 169.92(17) . . ?
N3 Co1 O1 83.63(18) 4_566 . ?
N6 Co1 O1 90.5(2) . . ?
N2 Co1 O1 96.45(18) 3_665 . ?
O2 Co1 N6 87.4(2) . 2_655 ?
N3 Co1 N6 99.74(19) 4_566 2_655 ?
N6 Co1 N6 175.13(8) . 2_655 ?
N2 Co1 N6 83.26(19) 3_665 2_655 ?
O1 Co1 N6 87.1(2) . 2_655 ?
N5 O1 Co1 118.7(3) . . ?
Co1 O2 H1 121.4 . . ?
Co1 O2 H2 119.5 . . ?
H1 O2 H2 108.3 . . ?
C6 N1 N2 103.4(5) . . ?
N3 N2 N1 109.6(4) . . ?
N3 N2 Co1 125.6(3) . 3_665 ?
N1 N2 Co1 124.5(4) . 3_665 ?
N2 N3 N4 110.5(4) . . ?
N2 N3 Co1 121.9(3) . 4_565 ?
N4 N3 Co1 127.6(4) . 4_565 ?
C6 N4 N3 102.8(5) . . ?
O1 N5 C1 119.7(4) . . ?
O1 N5 C5 118.7(5) . . ?
C1 N5 C5 121.6(5) . . ?
N7 N6 Co1 121.7(5) . . ?
N7 N6 Co1 119.1(5) . 2_645 ?
Co1 N6 Co1 118.4(2) . 2_645 ?
N8 N7 N6 178.0(8) . . ?
N5 C1 C2 120.4(5) . . ?
N5 C1 H1A 119.8 . . ?
C2 C1 H1A 119.8 . . ?
C1 C2 C3 120.2(6) . . ?
C1 C2 H2A 119.9 . . ?
C3 C2 H2A 119.9 . . ?
C2 C3 C4 118.5(6) . . ?
C2 C3 H3A 120.8 . . ?
C4 C3 H3A 120.8 . . ?
C5 C4 C3 120.0(5) . . ?
C5 C4 C6 119.1(5) . . ?
C3 C4 C6 120.9(5) . . ?
N5 C5 C4 119.2(6) . . ?
N5 C5 H5A 120.4 . . ?
C4 C5 H5A 120.4 . . ?
N1 C6 N4 113.8(5) . . ?
N1 C6 C4 122.1(5) . . ?
N4 C6 C4 124.1(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 Co1 O1 N5 -117.0(10) . . . . ?
N3 Co1 O1 N5 -159.6(4) 4_566 . . . ?
N6 Co1 O1 N5 116.3(4) . . . . ?
N2 Co1 O1 N5 23.5(4) 3_665 . . . ?
N6 Co1 O1 N5 -59.4(4) 2_655 . . . ?
C6 N1 N2 N3 -0.5(7) . . . . ?
C6 N1 N2 Co1 173.0(4) . . . 3_665 ?
N1 N2 N3 N4 0.9(7) . . . . ?
Co1 N2 N3 N4 -172.5(4) 3_665 . . . ?
N1 N2 N3 Co1 -178.0(4) . . . 4_565 ?
Co1 N2 N3 Co1 8.6(7) 3_665 . . 4_565 ?
N2 N3 N4 C6 -0.9(7) . . . . ?
Co1 N3 N4 C6 177.9(4) 4_565 . . . ?
Co1 O1 N5 C1 101.9(5) . . . . ?
Co1 O1 N5 C5 -77.5(6) . . . . ?
O2 Co1 N6 N7 56.1(5) . . . . ?
N3 Co1 N6 N7 144.4(5) 4_566 . . . ?
N2 Co1 N6 N7 -35.5(5) 3_665 . . . ?
O1 Co1 N6 N7 -132.0(5) . . . . ?
N6 Co1 N6 N7 -71.7(16) 2_655 . . . ?
O2 Co1 N6 Co1 -113.6(3) . . . 2_645 ?
N3 Co1 N6 Co1 -25.3(3) 4_566 . . 2_645 ?
N2 Co1 N6 Co1 154.7(3) 3_665 . . 2_645 ?
O1 Co1 N6 Co1 58.2(3) . . . 2_645 ?
N6 Co1 N6 Co1 118.6(16) 2_655 . . 2_645 ?
Co1 N6 N7 N8 -136(24) . . . . ?
Co1 N6 N7 N8 33(24) 2_645 . . . ?
O1 N5 C1 C2 -176.2(6) . . . . ?
C5 N5 C1 C2 3.1(10) . . . . ?
N5 C1 C2 C3 -0.8(11) . . . . ?
C1 C2 C3 C4 -1.8(10) . . . . ?
C2 C3 C4 C5 2.2(9) . . . . ?
C2 C3 C4 C6 -178.5(6) . . . . ?
O1 N5 C5 C4 176.7(5) . . . . ?
C1 N5 C5 C4 -2.7(9) . . . . ?
C3 C4 C5 N5 0.0(9) . . . . ?
C6 C4 C5 N5 -179.3(6) . . . . ?
N2 N1 C6 N4 -0.1(8) . . . . ?
N2 N1 C6 C4 178.4(6) . . . . ?
N3 N4 C6 N1 0.6(8) . . . . ?
N3 N4 C6 C4 -177.9(6) . . . . ?
C5 C4 C6 N1 145.7(7) . . . . ?
C3 C4 C6 N1 -33.6(10) . . . . ?
C5 C4 C6 N4 -35.9(10) . . . . ?
C3 C4 C6 N4 144.7(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.966
_diffrn_reflns_theta_full        27.93
_diffrn_measured_fraction_theta_full 0.966
_refine_diff_density_max         2.307
_refine_diff_density_min         -1.534
_refine_diff_density_rms         0.359
_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_1
_database_code_depnum_ccdc_archive 'CCDC 1403795'
_audit_update_record             
;
2015-05-29 deposited with the CCDC.
2016-03-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H8 Co0.74 N8 Ni0.26 O3'
_chemical_formula_weight         299.08

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   8.0090(16)
_cell_length_b                   7.3482(14)
_cell_length_c                   17.667(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.996(3)
_cell_angle_gamma                90.00
_cell_volume                     1023.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1730
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      26.29

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.940
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             605
_exptl_absorpt_coefficient_mu    1.752
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6216
_exptl_absorpt_correction_T_max  0.8443
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4756
_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_av_sigmaI/netI    0.0352
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.34
_diffrn_reflns_theta_max         24.99
_reflns_number_total             1801
_reflns_number_gt                1515
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'


_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0535P)²+0.1072P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1801
_refine_ls_number_parameters     184
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.0910
_refine_ls_wR_factor_gt          0.0853
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.49816(16) 0.32347(14) 0.25455(5) 0.0125(3) Uani 0.74 1 d P . .
Ni1 Ni 0.4972(6) 0.3231(8) 0.2542(3) 0.071(3) Uani 0.26 1 d P . .
C1 C 0.7221(4) 0.3471(4) 0.09330(15) 0.0256(7) Uani 1 1 d . . .
H1A H 0.6403 0.2589 0.0772 0.031 Uiso 1 1 calc R . .
C2 C 0.7730(4) 0.4625(4) 0.04028(16) 0.0235(7) Uani 1 1 d . . .
C3 C 0.8976(4) 0.5922(4) 0.06501(17) 0.0273(7) Uani 1 1 d . . .
H3A H 0.9320 0.6734 0.0304 0.033 Uiso 1 1 calc R . .
C4 C 0.9688(4) 0.5978(4) 0.14195(17) 0.0300(7) Uani 1 1 d . . .
H4A H 1.0542 0.6813 0.1592 0.036 Uiso 1 1 calc R . .
C5 C 0.9148(4) 0.4817(4) 0.19290(17) 0.0283(7) Uani 1 1 d . . .
H5A H 0.9640 0.4856 0.2446 0.034 Uiso 1 1 calc R . .
C6 C 0.6949(4) 0.4478(4) -0.04155(15) 0.0227(7) Uani 1 1 d . . .
N1 N 0.6677(3) 0.5915(3) -0.08748(13) 0.0270(6) Uani 1 1 d . . .
N2 N 0.5999(3) 0.5217(3) -0.15563(13) 0.0249(6) Uani 1 1 d . . .
N3 N 0.5889(3) 0.3433(3) -0.14988(13) 0.0261(6) Uani 1 1 d . . .
N4 N 0.6486(3) 0.2920(3) -0.07739(13) 0.0277(6) Uani 1 1 d . . .
N5 N 0.7901(3) 0.3613(3) 0.16826(13) 0.0237(6) Uani 1 1 d . . .
N6 N 0.3867(3) 0.0770(3) 0.20428(14) 0.0276(6) Uani 1 1 d . . .
N7 N 0.2486(3) 0.0755(3) 0.16323(14) 0.0309(6) Uani 1 1 d . . .
N8 N 0.1172(4) 0.0704(4) 0.12485(19) 0.0542(9) Uani 1 1 d . . .
O1 O 0.7321(2) 0.2547(3) 0.21944(10) 0.0270(5) Uani 1 1 d . . .
O2 O 0.2905(3) 0.3953(3) 0.30730(13) 0.0346(6) Uani 1 1 d D . .
H2W2 H 0.276(5) 0.510(3) 0.3022(17) 0.042 Uiso 1 1 d D . .
H2W1 H 0.296(4) 0.368(4) 0.3542(11) 0.042 Uiso 1 1 d D . .
O3 O 0.3344(5) 0.4337(4) 0.4781(3) 0.0879(12) Uani 1 1 d D . .
H3W2 H 0.239(4) 0.486(7) 0.458(3) 0.105 Uiso 1 1 d D . .
H3W1 H 0.314(6) 0.372(7) 0.517(2) 0.105 Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O2 2.110(3) . ?
Co1 N3 2.111(3) 4_566 ?
Co1 N2 2.119(3) 3_665 ?
Co1 O1 2.134(2) . ?
Co1 N6 2.142(3) . ?
Co1 N6 2.149(3) 2_655 ?
Ni1 O2 2.107(5) . ?
Ni1 N2 2.114(5) 3_665 ?
Ni1 N3 2.115(5) 4_566 ?
Ni1 N6 2.136(6) . ?
Ni1 O1 2.138(5) . ?
Ni1 N6 2.156(6) 2_655 ?
C1 N5 1.346(3) . ?
C1 C2 1.377(4) . ?
C1 H1A 0.9300 . ?
C2 C3 1.394(4) . ?
C2 C6 1.476(4) . ?
C3 C4 1.380(4) . ?
C3 H3A 0.9300 . ?
C4 C5 1.363(4) . ?
C4 H4A 0.9300 . ?
C5 N5 1.349(4) . ?
C5 H5A 0.9300 . ?
C6 N1 1.327(3) . ?
C6 N4 1.330(3) . ?
N1 N2 1.334(3) . ?
N2 N3 1.319(3) . ?
N2 Ni1 2.114(5) 3_665 ?
N2 Co1 2.119(3) 3_665 ?
N3 N4 1.341(3) . ?
N3 Co1 2.111(3) 4_565 ?
N3 Ni1 2.115(5) 4_565 ?
N5 O1 1.339(3) . ?
N6 N7 1.213(3) . ?
N6 Co1 2.149(3) 2_645 ?
N6 Ni1 2.156(6) 2_645 ?
N7 N8 1.149(4) . ?
O2 H2W2 0.850(17) . ?
O2 H2W1 0.846(17) . ?
O3 H3W2 0.868(19) . ?
O3 H3W1 0.863(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Co1 N3 88.88(9) . 4_566 ?
O2 Co1 N2 91.27(10) . 3_665 ?
N3 Co1 N2 176.86(11) 4_566 3_665 ?
O2 Co1 O1 170.70(10) . . ?
N3 Co1 O1 84.10(9) 4_566 . ?
N2 Co1 O1 96.08(9) 3_665 . ?
O2 Co1 N6 95.21(11) . . ?
N3 Co1 N6 84.36(10) 4_566 . ?
N2 Co1 N6 92.50(10) 3_665 . ?
O1 Co1 N6 90.18(10) . . ?
O2 Co1 N6 87.63(10) . 2_655 ?
N3 Co1 N6 99.48(10) 4_566 2_655 ?
N2 Co1 N6 83.66(10) 3_665 2_655 ?
O1 Co1 N6 87.52(10) . 2_655 ?
N6 Co1 N6 175.29(5) . 2_655 ?
O2 Ni1 N2 91.5(2) . 3_665 ?
O2 Ni1 N3 88.8(2) . 4_566 ?
N2 Ni1 N3 177.2(3) 3_665 4_566 ?
O2 Ni1 N6 95.5(2) . . ?
N2 Ni1 N6 92.8(2) 3_665 . ?
N3 Ni1 N6 84.4(2) 4_566 . ?
O2 Ni1 O1 170.3(3) . . ?
N2 Ni1 O1 96.1(2) 3_665 . ?
N3 Ni1 O1 83.9(2) 4_566 . ?
N6 Ni1 O1 90.3(2) . . ?
O2 Ni1 N6 87.5(2) . 2_655 ?
N2 Ni1 N6 83.6(2) 3_665 2_655 ?
N3 Ni1 N6 99.2(2) 4_566 2_655 ?
N6 Ni1 N6 175.4(3) . 2_655 ?
O1 Ni1 N6 87.3(2) . 2_655 ?
N5 C1 C2 120.3(3) . . ?
N5 C1 H1A 119.8 . . ?
C2 C1 H1A 119.8 . . ?
C1 C2 C3 119.2(3) . . ?
C1 C2 C6 119.8(3) . . ?
C3 C2 C6 121.0(3) . . ?
C4 C3 C2 118.7(3) . . ?
C4 C3 H3A 120.7 . . ?
C2 C3 H3A 120.7 . . ?
C5 C4 C3 120.5(3) . . ?
C5 C4 H4A 119.8 . . ?
C3 C4 H4A 119.8 . . ?
N5 C5 C4 119.9(3) . . ?
N5 C5 H5A 120.0 . . ?
C4 C5 H5A 120.0 . . ?
N1 C6 N4 113.1(2) . . ?
N1 C6 C2 122.5(2) . . ?
N4 C6 C2 124.4(2) . . ?
C6 N1 N2 104.1(2) . . ?
N3 N2 N1 109.6(2) . . ?
N3 N2 Ni1 125.4(2) . 3_665 ?
N1 N2 Ni1 124.8(2) . 3_665 ?
N3 N2 Co1 125.24(17) . 3_665 ?
N1 N2 Co1 124.93(19) . 3_665 ?
Ni1 N2 Co1 0.21(19) 3_665 3_665 ?
N2 N3 N4 109.6(2) . . ?
N2 N3 Co1 122.27(17) . 4_565 ?
N4 N3 Co1 128.09(19) . 4_565 ?
N2 N3 Ni1 122.1(2) . 4_565 ?
N4 N3 Ni1 128.2(2) . 4_565 ?
Co1 N3 Ni1 0.21(19) 4_565 4_565 ?
C6 N4 N3 103.7(2) . . ?
O1 N5 C1 119.4(2) . . ?
O1 N5 C5 119.3(2) . . ?
C1 N5 C5 121.3(2) . . ?
N7 N6 Ni1 121.6(2) . . ?
N7 N6 Co1 121.8(2) . . ?
Ni1 N6 Co1 0.15(19) . . ?
N7 N6 Co1 119.19(19) . 2_645 ?
Ni1 N6 Co1 118.1(2) . 2_645 ?
Co1 N6 Co1 117.97(11) . 2_645 ?
N7 N6 Ni1 119.3(2) . 2_645 ?
Ni1 N6 Ni1 117.97(11) . 2_645 ?
Co1 N6 Ni1 117.8(2) . 2_645 ?
Co1 N6 Ni1 0.16(19) 2_645 2_645 ?
N8 N7 N6 178.5(3) . . ?
N5 O1 Co1 118.87(16) . . ?
N5 O1 Ni1 118.8(2) . . ?
Co1 O1 Ni1 0.21(17) . . ?
Ni1 O2 Co1 0.23(17) . . ?
Ni1 O2 H2W2 108(2) . . ?
Co1 O2 H2W2 108(2) . . ?
Ni1 O2 H2W1 118(2) . . ?
Co1 O2 H2W1 117(2) . . ?
H2W2 O2 H2W1 109(2) . . ?
H3W2 O3 H3W1 106(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2W1 O3 0.846(17) 2.21(2) 2.990(5) 153(3) .
O3 H3W1 N1 0.863(19) 2.40(3) 3.173(4) 149(5) 2_645
C4 H4A O1 0.93 2.56 3.321(4) 139.5 2_755

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.078
_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_1
_database_code_depnum_ccdc_archive 'CCDC 1449393'
_audit_update_record             
;
2016-01-31 deposited with the CCDC.
2016-03-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H8 N8 Ni O3'
_chemical_formula_weight         298.91

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   8.139(10)
_cell_length_b                   7.312(8)
_cell_length_c                   17.88(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.647(14)
_cell_angle_gamma                90.00
_cell_volume                     1046(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1948
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      25.73

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.898
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             608
_exptl_absorpt_coefficient_mu    1.873
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.8723
_exptl_absorpt_correction_T_max  0.9204
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5348
_diffrn_reflns_av_R_equivalents  0.0688
_diffrn_reflns_av_sigmaI/netI    0.0738
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.32
_diffrn_reflns_theta_max         25.10
_reflns_number_total             1852
_reflns_number_gt                1371
_reflns_threshold_expression     >2sigma(I)


_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0858P)²+1.8097P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1837
_refine_ls_number_parameters     169
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0806
_refine_ls_R_factor_gt           0.0606
_refine_ls_wR_factor_ref         0.1696
_refine_ls_wR_factor_gt          0.1588
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_restrained_S_all      1.111
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.49930(9) 0.32412(11) 0.25395(4) 0.0234(3) Uani 1 1 d . . .
C1 C 0.7210(7) 0.3459(9) 0.0927(3) 0.0241(14) Uani 1 1 d . . .
H1A H 0.6401 0.2573 0.0768 0.029 Uiso 1 1 calc R . .
C2 C 0.7717(7) 0.4610(8) 0.0397(3) 0.0249(14) Uani 1 1 d . . .
C3 C 0.8974(8) 0.5916(9) 0.0641(4) 0.0290(15) Uani 1 1 d . . .
H3A H 0.9315 0.6720 0.0297 0.035 Uiso 1 1 calc R . .
C4 C 0.9699(7) 0.5973(9) 0.1416(4) 0.0299(15) Uani 1 1 d . . .
H4A H 1.0559 0.6793 0.1587 0.036 Uiso 1 1 calc R . .
C5 C 0.9140(7) 0.4819(9) 0.1925(4) 0.0287(15) Uani 1 1 d . . .
H5A H 0.9624 0.4865 0.2438 0.034 Uiso 1 1 calc R . .
C6 C 0.6942(7) 0.4470(8) -0.0430(3) 0.0245(14) Uani 1 1 d . . .
N1 N 0.6642(6) 0.5929(7) -0.0883(3) 0.0282(12) Uani 1 1 d . . .
N2 N 0.5961(6) 0.5230(7) -0.1568(3) 0.0250(12) Uani 1 1 d . . .
N3 N 0.5882(6) 0.3400(7) -0.1516(3) 0.0252(12) Uani 1 1 d . . .
N4 N 0.6482(7) 0.2892(7) -0.0795(3) 0.0296(12) Uani 1 1 d . . .
N5 N 0.7892(6) 0.3622(7) 0.1681(3) 0.0257(12) Uani 1 1 d . . .
N6 N 0.3905(6) 0.0768(7) 0.2026(3) 0.0269(12) Uani 1 1 d . . .
N7 N 0.2511(6) 0.0750(7) 0.1634(3) 0.0301(13) Uani 1 1 d . . .
N8 N 0.1173(8) 0.0727(9) 0.1260(4) 0.0510(18) Uani 1 1 d . . .
O1 O 0.7318(5) 0.2549(6) 0.2194(2) 0.0285(10) Uani 1 1 d . . .
O2 O 0.2892(6) 0.3893(7) 0.3039(3) 0.0345(11) Uani 1 1 d D . .
H2W2 H 0.268(9) 0.504(4) 0.299(3) 0.041 Uiso 1 1 d D . .
H2W1 H 0.317(9) 0.365(8) 0.3509(15) 0.041 Uiso 1 1 d D . .
O3 O 0.3336(11) 0.4324(9) 0.4777(5) 0.097(3) Uani 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
Ni1 N3 2.089(5) 4_566 ?
Ni1 N2 2.091(5) 3_665 ?
Ni1 O2 2.124(5) . ?
Ni1 N6 2.137(5) 2_655 ?
Ni1 N6 2.144(5) . ?
Ni1 O1 2.156(5) . ?
C1 N5 1.366(7) . ?
C1 C2 1.386(9) . ?
C1 H1A 0.9300 . ?
C2 C3 1.408(9) . ?
C2 C6 1.501(8) . ?
C3 C4 1.404(9) . ?
C3 H3A 0.9300 . ?
C4 C5 1.378(9) . ?
C4 H4A 0.9300 . ?
C5 N5 1.350(8) . ?
C5 H5A 0.9300 . ?
C6 N1 1.334(8) . ?
C6 N4 1.344(8) . ?
N1 N2 1.348(7) . ?
N2 N3 1.343(8) . ?
N2 Ni1 2.091(5) 3_665 ?
N3 N4 1.344(7) . ?
N3 Ni1 2.089(5) 4_565 ?
N5 O1 1.354(7) . ?
N6 N7 1.218(7) . ?
N6 Ni1 2.137(5) 2_645 ?
N7 N8 1.168(8) . ?
O2 H2W2 0.85(2) . ?
O2 H2W1 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
N3 Ni1 N2 177.1(2) 4_566 3_665 ?
N3 Ni1 O2 88.6(2) 4_566 . ?
N2 Ni1 O2 91.4(2) 3_665 . ?
N3 Ni1 N6 98.2(2) 4_566 2_655 ?
N2 Ni1 N6 84.6(2) 3_665 2_655 ?
O2 Ni1 N6 88.2(2) . 2_655 ?
N3 Ni1 N6 85.2(2) 4_566 . ?
N2 Ni1 N6 92.0(2) 3_665 . ?
O2 Ni1 N6 93.9(2) . . ?
N6 Ni1 N6 176.01(9) 2_655 . ?
N3 Ni1 O1 84.57(18) 4_566 . ?
N2 Ni1 O1 95.65(18) 3_665 . ?
O2 Ni1 O1 171.95(17) . . ?
N6 Ni1 O1 88.60(19) 2_655 . ?
N6 Ni1 O1 89.67(19) . . ?
N5 C1 C2 120.3(6) . . ?
N5 C1 H1A 119.9 . . ?
C2 C1 H1A 119.9 . . ?
C1 C2 C3 119.4(5) . . ?
C1 C2 C6 120.6(5) . . ?
C3 C2 C6 120.0(5) . . ?
C4 C3 C2 118.4(6) . . ?
C4 C3 H3A 120.8 . . ?
C2 C3 H3A 120.8 . . ?
C5 C4 C3 120.3(6) . . ?
C5 C4 H4A 119.9 . . ?
C3 C4 H4A 119.9 . . ?
N5 C5 C4 120.2(6) . . ?
N5 C5 H5A 119.9 . . ?
C4 C5 H5A 119.9 . . ?
N1 C6 N4 112.8(5) . . ?
N1 C6 C2 122.7(5) . . ?
N4 C6 C2 124.4(6) . . ?
C6 N1 N2 104.3(5) . . ?
N3 N2 N1 109.4(5) . . ?
N3 N2 Ni1 125.1(4) . 3_665 ?
N1 N2 Ni1 125.4(4) . 3_665 ?
N2 N3 N4 109.2(5) . . ?
N2 N3 Ni1 122.0(4) . 4_565 ?
N4 N3 Ni1 128.8(4) . 4_565 ?
C6 N4 N3 104.3(5) . . ?
C5 N5 O1 119.3(5) . . ?
C5 N5 C1 121.3(5) . . ?
O1 N5 C1 119.4(5) . . ?
N7 N6 Ni1 118.9(4) . 2_645 ?
N7 N6 Ni1 121.5(4) . . ?
Ni1 N6 Ni1 117.4(2) 2_645 . ?
N8 N7 N6 179.8(8) . . ?
N5 O1 Ni1 119.3(3) . . ?
Ni1 O2 H2W2 110(5) . . ?
Ni1 O2 H2W1 107(5) . . ?
H2W2 O2 H2W1 109(3) . . ?

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
N5 C1 C2 C3 1.6(9) . . . . ?
N5 C1 C2 C6 -178.5(5) . . . . ?
C1 C2 C3 C4 1.5(9) . . . . ?
C6 C2 C3 C4 -178.4(6) . . . . ?
C2 C3 C4 C5 -2.4(9) . . . . ?
C3 C4 C5 N5 0.1(10) . . . . ?
C1 C2 C6 N1 143.4(6) . . . . ?
C3 C2 C6 N1 -36.7(9) . . . . ?
C1 C2 C6 N4 -36.9(9) . . . . ?
C3 C2 C6 N4 143.0(6) . . . . ?
N4 C6 N1 N2 -0.1(7) . . . . ?
C2 C6 N1 N2 179.7(5) . . . . ?
C6 N1 N2 N3 -0.6(6) . . . . ?
C6 N1 N2 Ni1 175.1(4) . . . 3_665 ?
N1 N2 N3 N4 1.1(6) . . . . ?
Ni1 N2 N3 N4 -174.6(4) 3_665 . . . ?
N1 N2 N3 Ni1 -177.5(4) . . . 4_565 ?
Ni1 N2 N3 Ni1 6.8(6) 3_665 . . 4_565 ?
N1 C6 N4 N3 0.7(7) . . . . ?
C2 C6 N4 N3 -179.1(5) . . . . ?
N2 N3 N4 C6 -1.1(6) . . . . ?
Ni1 N3 N4 C6 177.4(4) 4_565 . . . ?
C4 C5 N5 O1 -177.5(5) . . . . ?
C4 C5 N5 C1 3.2(9) . . . . ?
C2 C1 N5 C5 -4.0(9) . . . . ?
C2 C1 N5 O1 176.6(5) . . . . ?
N3 Ni1 N6 N7 139.8(5) 4_566 . . . ?
N2 Ni1 N6 N7 -40.0(5) 3_665 . . . ?
O2 Ni1 N6 N7 51.6(5) . . . . ?
N6 Ni1 N6 N7 -71.4(17) 2_655 . . . ?
O1 Ni1 N6 N7 -135.6(5) . . . . ?
N3 Ni1 N6 Ni1 -23.4(3) 4_566 . . 2_645 ?
N2 Ni1 N6 Ni1 156.8(3) 3_665 . . 2_645 ?
O2 Ni1 N6 Ni1 -111.6(3) . . . 2_645 ?
N6 Ni1 N6 Ni1 125.4(17) 2_655 . . 2_645 ?
O1 Ni1 N6 Ni1 61.2(3) . . . 2_645 ?
Ni1 N6 N7 N8 13(100) 2_645 . . . ?
Ni1 N6 N7 N8 -150(100) . . . . ?
C5 N5 O1 Ni1 102.4(5) . . . . ?
C1 N5 O1 Ni1 -78.2(6) . . . . ?
N3 Ni1 O1 N5 -159.9(4) 4_566 . . . ?
N2 Ni1 O1 N5 23.0(4) 3_665 . . . ?
O2 Ni1 O1 N5 -128.4(12) . . . . ?
N6 Ni1 O1 N5 -61.5(4) 2_655 . . . ?
N6 Ni1 O1 N5 114.9(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2W1 O3 0.85(2) 2.30(4) 3.079(11) 153(5) .
C4 H4A O1 0.93 2.58 3.342(8) 139.7 2_755

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.903
_refine_diff_density_min         -1.145
_refine_diff_density_rms         0.138
