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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_NS
_database_code_depnum_ccdc_archive 'CCDC 1478837'
_audit_update_record             
;
2017-01-09 deposited with the CCDC.
2017-01-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H20 N10 Ni S2'
_chemical_formula_sum            'C26 H20 N10 Ni S2'
_chemical_formula_weight         595.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

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

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

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

_cell_length_a                   9.976(5)
_cell_length_b                   12.292(5)
_cell_length_c                   12.366(5)
_cell_angle_alpha                96.422(5)
_cell_angle_beta                 111.407(5)
_cell_angle_gamma                92.186(5)
_cell_volume                     1397.8(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    228
_cell_measurement_theta_min      7.49
_cell_measurement_theta_max      20.58

_exptl_crystal_description       needle
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_F_000             612
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.879
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.909
_exptl_absorpt_correction_T_max  0.949
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22022
_diffrn_reflns_av_unetI/netI     0.0571
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.673
_diffrn_reflns_theta_max         27.541
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6415
_reflns_number_gt                4193
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'SMART APEX II (Bruker,2010)'
_computing_cell_refinement       'SMART APEX II'
_computing_data_reduction        'SAINT (Bruker,2000)'
_computing_structure_solution    'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    'Ortep-3v2 for windows (Farrugia, 1997)'
_computing_publication_material  'PLATON (Spek, 2008)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0742P)²+0.4618P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6415
_refine_ls_number_parameters     355
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0844
_refine_ls_R_factor_gt           0.0493
_refine_ls_wR_factor_ref         0.1457
_refine_ls_wR_factor_gt          0.1254
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.001

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
NI1 Ni 0.500000 0.000000 1.000000 0.03394(16) Uani 1 2 d S . P . .
NI2 Ni 1.500000 0.500000 1.500000 0.03491(16) Uani 1 2 d S . P . .
S2 S 0.87527(12) -0.06740(11) 1.35200(10) 0.0791(4) Uani 1 1 d . . . . .
S1 S 1.11590(15) 0.22102(11) 1.27609(18) 0.1363(8) Uani 1 1 d . . . . .
N5 N 0.3399(3) -0.0340(2) 1.0773(2) 0.0375(6) Uani 1 1 d . . . . .
N6 N 1.4530(3) 0.5766(2) 1.3415(2) 0.0391(6) Uani 1 1 d . . . . .
N1 N 0.4960(3) 0.1717(2) 1.0531(2) 0.0399(6) Uani 1 1 d . . . . .
N2 N 1.3526(3) 0.6133(2) 1.5342(2) 0.0390(6) Uani 1 1 d . . . . .
C4 C 0.6275(3) 0.3455(2) 1.1494(3) 0.0399(7) Uani 1 1 d . . . . .
N8 N 0.6632(3) -0.0118(2) 1.1529(2) 0.0413(6) Uani 1 1 d . . . . .
N3 N 0.7854(3) 0.5025(2) 1.2617(3) 0.0581(8) Uani 1 1 d . . . . .
N7 N 1.3328(3) 0.3822(2) 1.4098(2) 0.0413(6) Uani 1 1 d . . . . .
C23 C 1.3263(3) 0.5559(3) 1.2520(3) 0.0409(7) Uani 1 1 d . . . . .
H23 H 1.261971 0.499932 1.253649 0.049 Uiso 1 1 calc R U . . .
C17 C 0.3816(4) -0.0187(3) 1.1942(3) 0.0427(7) Uani 1 1 d . . . . .
H17 H 0.476981 0.007533 1.238271 0.051 Uiso 1 1 calc R U . . .
C26 C 0.7533(3) -0.0360(2) 1.2358(3) 0.0384(7) Uani 1 1 d . . . . .
C6 C 0.7684(4) 0.4014(3) 1.2232(3) 0.0480(8) Uani 1 1 d . . . . .
H6 H 0.848814 0.360900 1.242685 0.058 Uiso 1 1 calc R U . . .
C16 C 0.2914(4) -0.0395(3) 1.2535(3) 0.0450(8) Uani 1 1 d . . . . .
C13 C 0.2004(3) -0.0711(3) 1.0160(3) 0.0449(8) Uani 1 1 d . . . . .
H13 H 0.167359 -0.080185 0.934546 0.054 Uiso 1 1 calc R U . . .
C25 C 1.2424(4) 0.3155(3) 1.3538(3) 0.0514(9) Uani 1 1 d . . . . .
C10 C 1.1073(3) 0.6604(2) 1.4671(3) 0.0430(7) Uani 1 1 d . . . . .
C22 C 1.2851(3) 0.6144(3) 1.1556(3) 0.0418(7) Uani 1 1 d . . . . .
N9 N 0.4828(4) -0.0079(3) 1.4388(2) 0.0599(8) Uani 1 1 d . . . . .
C7 C 1.3927(4) 0.7171(3) 1.5896(3) 0.0443(8) Uani 1 1 d . . . . .
H7 H 1.490440 0.738099 1.630419 0.053 Uiso 1 1 calc R U . . .
C3 C 0.5030(4) 0.3985(3) 1.1059(3) 0.0543(9) Uani 1 1 d . . . . .
H3 H 0.505504 0.474481 1.121525 0.065 Uiso 1 1 calc R U . . .
C5 C 0.6180(3) 0.2330(2) 1.1211(2) 0.0381(7) Uani 1 1 d . . . . .
H5 H 0.701687 0.197308 1.151076 0.046 Uiso 1 1 calc R U . . .
C21 C 1.3811(4) 0.6971(3) 1.1547(3) 0.0506(9) Uani 1 1 d . . . . .
H21 H 1.357186 0.738253 1.092622 0.061 Uiso 1 1 calc R U . . .
C14 C 0.1053(4) -0.0959(3) 1.0680(3) 0.0538(9) Uani 1 1 d . . . . .
H14 H 0.011177 -0.123964 1.022417 0.065 Uiso 1 1 calc R U . . .
C8 C 1.2946(4) 0.7929(3) 1.5880(3) 0.0507(9) Uani 1 1 d . . . . .
H8 H 1.326608 0.862983 1.628964 0.061 Uiso 1 1 calc R U . . .
C18 C 0.3489(4) -0.0213(3) 1.3826(3) 0.0535(9) Uani 1 1 d . . . . .
H18 H 0.285867 -0.019730 1.422442 0.064 Uiso 1 1 calc R U . . .
C12 C 0.9568(4) 0.6239(3) 1.3923(3) 0.0539(9) Uani 1 1 d . . . . .
H12 H 0.882819 0.668333 1.390636 0.065 Uiso 1 1 calc R U . . .
C20 C 1.5128(4) 0.7190(3) 1.2460(3) 0.0540(9) Uani 1 1 d . . . . .
H20 H 1.579070 0.774400 1.246316 0.065 Uiso 1 1 calc R U . . .
N4 N 0.9301(3) 0.5327(2) 1.3312(3) 0.0640(9) Uani 1 1 d . . . . .
C11 C 1.2122(3) 0.5881(3) 1.4754(3) 0.0438(8) Uani 1 1 d . . . . .
H11 H 1.182268 0.516837 1.437231 0.053 Uiso 1 1 calc R U . . .
C19 C 1.5443(4) 0.6570(3) 1.3368(3) 0.0465(8) Uani 1 1 d . . . . .
H19 H 1.633544 0.671790 1.398124 0.056 Uiso 1 1 calc R U . . .
C9 C 1.1500(4) 0.7660(3) 1.5264(3) 0.0474(8) Uani 1 1 d . . . . .
H9 H 1.082783 0.816889 1.524517 0.057 Uiso 1 1 calc R U . . .
C2 C 0.3764(4) 0.3376(3) 1.0397(4) 0.0665(11) Uani 1 1 d . . . . .
H2 H 0.290495 0.371053 1.011712 0.080 Uiso 1 1 calc R U . . .
C1 C 0.3781(4) 0.2251(3) 1.0151(3) 0.0552(9) Uani 1 1 d . . . . .
H1 H 0.291330 0.184533 0.969224 0.066 Uiso 1 1 calc R U . . .
C15 C 0.1501(4) -0.0789(3) 1.1884(3) 0.0540(9) Uani 1 1 d . . . . .
H15 H 0.086266 -0.093767 1.225033 0.065 Uiso 1 1 calc R U . . .
C24 C 1.1456(4) 0.5882(3) 1.0590(3) 0.0516(9) Uani 1 1 d . . . . .
H24 H 1.115583 0.635344 1.002447 0.062 Uiso 1 1 calc R U . . .
N10 N 1.0653(3) 0.5044(3) 1.0500(2) 0.0588(8) 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 N8 2.020(3) . ?
NI1 N8 2.020(3) 2_657 ?
NI1 N1 2.146(3) . ?
NI1 N1 2.146(3) 2_657 ?
NI1 N5 2.190(3) . ?
NI1 N5 2.190(3) 2_657 ?
NI2 N7 2.054(3) 2_868 ?
NI2 N7 2.054(3) . ?
NI2 N6 2.173(2) 2_868 ?
NI2 N6 2.173(2) . ?
NI2 N2 2.181(3) 2_868 ?
NI2 N2 2.181(3) . ?
S2 C26 1.606(3) . ?
S1 C25 1.618(4) . ?
N5 C17 1.338(4) . ?
N5 C13 1.350(4) . ?
N6 C23 1.334(4) . ?
N6 C19 1.339(4) . ?
N1 C1 1.326(4) . ?
N1 C5 1.341(4) . ?
N2 C11 1.327(4) . ?
N2 C7 1.350(4) . ?
C4 C5 1.379(4) . ?
C4 C3 1.381(5) . ?
C4 C6 1.460(4) . ?
N8 C26 1.167(4) . ?
N3 C6 1.262(4) . ?
N3 N4 1.394(4) . ?
N7 C25 1.152(4) . ?
C23 C22 1.401(4) . ?
C17 C16 1.385(4) . ?
C16 C15 1.379(5) . ?
C16 C18 1.473(5) . ?
C13 C14 1.369(5) . ?
C10 C11 1.381(4) . ?
C10 C9 1.386(4) . ?
C10 C12 1.467(4) . ?
C22 C21 1.373(4) . ?
C22 C24 1.461(4) . ?
N9 C18 1.255(4) . ?
N9 N9 1.412(5) 2_658 ?
C7 C8 1.373(5) . ?
C3 C2 1.365(5) . ?
C21 C20 1.377(5) . ?
C14 C15 1.377(5) . ?
C8 C9 1.369(5) . ?
C12 N4 1.241(4) . ?
C20 C19 1.375(4) . ?
C2 C1 1.384(5) . ?
C24 N10 1.250(4) . ?
N10 N10 1.422(5) 2_767 ?

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
N8 NI1 N8 180.0(2) . 2_657 ?
N8 NI1 N1 90.80(10) . . ?
N8 NI1 N1 89.20(10) 2_657 . ?
N8 NI1 N1 89.20(10) . 2_657 ?
N8 NI1 N1 90.80(10) 2_657 2_657 ?
N1 NI1 N1 180.00(14) . 2_657 ?
N8 NI1 N5 91.00(10) . . ?
N8 NI1 N5 89.00(10) 2_657 . ?
N1 NI1 N5 88.28(9) . . ?
N1 NI1 N5 91.72(9) 2_657 . ?
N8 NI1 N5 89.00(10) . 2_657 ?
N8 NI1 N5 91.00(10) 2_657 2_657 ?
N1 NI1 N5 91.72(9) . 2_657 ?
N1 NI1 N5 88.29(9) 2_657 2_657 ?
N5 NI1 N5 180.00(9) . 2_657 ?
N7 NI2 N7 180.0 2_868 . ?
N7 NI2 N6 89.29(10) 2_868 2_868 ?
N7 NI2 N6 90.71(10) . 2_868 ?
N7 NI2 N6 90.71(10) 2_868 . ?
N7 NI2 N6 89.29(10) . . ?
N6 NI2 N6 180.00(14) 2_868 . ?
N7 NI2 N2 91.64(10) 2_868 2_868 ?
N7 NI2 N2 88.36(10) . 2_868 ?
N6 NI2 N2 83.57(9) 2_868 2_868 ?
N6 NI2 N2 96.43(9) . 2_868 ?
N7 NI2 N2 88.36(10) 2_868 . ?
N7 NI2 N2 91.64(10) . . ?
N6 NI2 N2 96.43(9) 2_868 . ?
N6 NI2 N2 83.57(9) . . ?
N2 NI2 N2 180.0 2_868 . ?
C17 N5 C13 116.5(3) . . ?
C17 N5 NI1 118.6(2) . . ?
C13 N5 NI1 125.0(2) . . ?
C23 N6 C19 117.3(3) . . ?
C23 N6 NI2 121.9(2) . . ?
C19 N6 NI2 120.3(2) . . ?
C1 N1 C5 116.1(3) . . ?
C1 N1 NI1 123.2(2) . . ?
C5 N1 NI1 120.6(2) . . ?
C11 N2 C7 116.4(3) . . ?
C11 N2 NI2 117.4(2) . . ?
C7 N2 NI2 124.5(2) . . ?
C5 C4 C3 118.0(3) . . ?
C5 C4 C6 118.1(3) . . ?
C3 C4 C6 124.0(3) . . ?
C26 N8 NI1 169.5(2) . . ?
C6 N3 N4 110.0(3) . . ?
C25 N7 NI2 175.8(3) . . ?
N6 C23 C22 123.3(3) . . ?
N5 C17 C16 124.0(3) . . ?
N8 C26 S2 178.4(3) . . ?
N3 C6 C4 122.6(3) . . ?
C15 C16 C17 118.2(3) . . ?
C15 C16 C18 122.2(3) . . ?
C17 C16 C18 119.6(3) . . ?
N5 C13 C14 123.1(3) . . ?
N7 C25 S1 179.4(4) . . ?
C11 C10 C9 118.3(3) . . ?
C11 C10 C12 118.9(3) . . ?
C9 C10 C12 122.8(3) . . ?
C21 C22 C23 117.6(3) . . ?
C21 C22 C24 121.0(3) . . ?
C23 C22 C24 121.4(3) . . ?
C18 N9 N9 112.0(4) . 2_658 ?
N2 C7 C8 122.5(3) . . ?
C2 C3 C4 119.0(3) . . ?
N1 C5 C4 124.2(3) . . ?
C22 C21 C20 119.8(3) . . ?
C13 C14 C15 119.6(3) . . ?
C9 C8 C7 120.5(3) . . ?
N9 C18 C16 120.2(3) . . ?
N4 C12 C10 118.7(3) . . ?
C19 C20 C21 118.6(3) . . ?
C12 N4 N3 116.2(3) . . ?
N2 C11 C10 124.6(3) . . ?
N6 C19 C20 123.4(3) . . ?
C8 C9 C10 117.7(3) . . ?
C3 C2 C1 118.8(3) . . ?
N1 C1 C2 123.9(3) . . ?
C14 C15 C16 118.7(3) . . ?
N10 C24 C22 122.0(3) . . ?
C24 N10 N10 112.5(3) . 2_767 ?

_refine_diff_density_max         0.588
_refine_diff_density_min         -0.588
_refine_diff_density_rms         0.073

