# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_shelx-2
_database_code_depnum_ccdc_archive 'CCDC 1021905'
_audit_update_record             
;
2017-07-12 deposited with the CCDC.
2017-11-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C4 H6 N6 Ni S2'
_chemical_formula_sum            'C4 H6 N6 Ni S2'
_chemical_formula_weight         260.98

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'
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      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

_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+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   8.109(4)
_cell_length_b                   14.882(6)
_cell_length_c                   7.304(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     881.3(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2121
_cell_measurement_theta_min      4.012
_cell_measurement_theta_max      25.152

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark brown'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.967
_exptl_crystal_F_000             528
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    2.633
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.765
_exptl_absorpt_correction_T_max  0.892
_exptl_absorpt_process_details   'Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Apex 2 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8833
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_sigmaI/netI    0.0427
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_theta_min         2.74
_diffrn_reflns_theta_max         31.08
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.904
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.904
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.904
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             1282
_reflns_number_gt                850
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker Apex 2'
_computing_cell_refinement       'Bruker Apex 2'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    'Shelxt (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 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)+(0.0255P)²+0.8703P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1282
_refine_ls_number_parameters     64
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0802
_refine_ls_R_factor_gt           0.0435
_refine_ls_wR_factor_ref         0.0864
_refine_ls_wR_factor_gt          0.0753
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_restrained_S_all      1.117
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.500000 0.59659(3) 0.250000 0.03482(19) Uani 1 2 d S T P . .
S1 S 0.69050(11) 0.68815(5) 0.33869(14) 0.0497(3) Uani 1 1 d . . . . .
N1 N 0.6408(3) 0.50414(16) 0.3198(4) 0.0354(6) Uani 1 1 d . . . . .
N2 N 0.7938(3) 0.51616(17) 0.3965(4) 0.0401(7) Uani 1 1 d . . . . .
N3 N 0.9675(3) 0.6275(2) 0.4914(5) 0.0599(9) Uani 1 1 d . . . . .
H3A H 1.035979 0.587180 0.528002 0.072 Uiso 1 1 calc R U . . .
H3B H 0.990870 0.683525 0.504553 0.072 Uiso 1 1 calc R U . . .
C1 C 0.5820(4) 0.4233(2) 0.2914(5) 0.0430(8) Uani 1 1 d . . . . .
H1C H 0.639(3) 0.3750(18) 0.320(4) 0.022(7) Uiso 1 1 d . . . . .
C2 C 0.8255(4) 0.6033(2) 0.4145(5) 0.0428(8) Uani 1 1 d . . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ni1 0.0300(3) 0.0301(3) 0.0444(3) 0.000 -0.0037(3) 0.000
S1 0.0422(5) 0.0320(4) 0.0748(7) -0.0022(4) -0.0141(4) -0.0016(4)
N1 0.0313(13) 0.0339(14) 0.0409(14) -0.0001(11) 0.0003(11) 0.0004(11)
N2 0.0279(13) 0.0394(16) 0.0530(18) -0.0014(12) -0.0070(12) 0.0021(12)
N3 0.0474(19) 0.0441(16) 0.088(2) -0.0043(16) -0.0244(16) -0.0021(14)
C1 0.0425(19) 0.0317(18) 0.055(2) 0.0030(14) 0.0012(15) 0.0026(15)
C2 0.0333(17) 0.045(2) 0.050(2) 0.0003(16) -0.0032(15) 0.0047(15)

_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 N1 1.859(2) . ?
Ni1 N1 1.859(2) 3_655 ?
Ni1 S1 2.1592(11) . ?
Ni1 S1 2.1592(10) 3_655 ?
S1 C2 1.761(3) . ?
N1 C1 1.310(4) . ?
N1 N2 1.373(3) . ?
N2 C2 1.328(4) . ?
N3 C2 1.331(4) . ?
N3 H3A 0.8600 . ?
N3 H3B 0.8600 . ?
C1 C1 1.460(7) 3_655 ?
C1 H1C 0.88(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ni1 N1 84.52(15) . 3_655 ?
N1 Ni1 S1 86.87(8) . . ?
N1 Ni1 S1 171.33(8) 3_655 . ?
N1 Ni1 S1 171.33(8) . 3_655 ?
N1 Ni1 S1 86.87(8) 3_655 3_655 ?
S1 Ni1 S1 101.75(6) . 3_655 ?
C2 S1 Ni1 94.96(12) . . ?
C1 N1 N2 120.9(3) . . ?
C1 N1 Ni1 114.4(2) . . ?
N2 N1 Ni1 124.77(19) . . ?
C2 N2 N1 110.0(2) . . ?
C2 N3 H3A 120.0 . . ?
C2 N3 H3B 120.0 . . ?
H3A N3 H3B 120.0 . . ?
N1 C1 C1 113.38(18) . 3_655 ?
N1 C1 H1C 121.3(18) . . ?
C1 C1 H1C 125.3(17) 3_655 . ?
N2 C2 N3 118.3(3) . . ?
N2 C2 S1 123.3(2) . . ?
N3 C2 S1 118.4(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
N1 Ni1 N1 C1 -0.25(18) 3_655 . . . ?
S1 Ni1 N1 C1 -179.2(2) . . . . ?
N1 Ni1 N1 N2 -179.7(3) 3_655 . . . ?
S1 Ni1 N1 N2 1.3(2) . . . . ?
C1 N1 N2 C2 -179.0(3) . . . . ?
Ni1 N1 N2 C2 0.4(4) . . . . ?
N2 N1 C1 C1 -179.9(3) . . . 3_655 ?
Ni1 N1 C1 C1 0.7(5) . . . 3_655 ?
N1 N2 C2 N3 178.3(3) . . . . ?
N1 N2 C2 S1 -2.7(4) . . . . ?
Ni1 S1 C2 N2 3.2(3) . . . . ?
Ni1 S1 C2 N3 -177.7(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
N3 H3A N2 0.86 2.14 2.998(4) 176.7 5_766
N3 H3B S1 0.86 2.75 3.512(3) 148.0 4_566

_refine_diff_density_max         0.654
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.092

_shelx_res_file                  
;
TITL ups1956bztscnien_0ma in Pbcn
    shelx.res
    created by SHELXL-2016/6 at 12:52:26 on 05-Jul-2017
CELL 0.71073   8.1086  14.8816   7.3036  90.000  90.000  90.000
ZERR    4.00   0.0035   0.0063   0.0040   0.000   0.000   0.000
LATT 1
SYMM 0.5-X, 0.5-Y, 0.5+Z
SYMM -X, Y, 0.5-Z
SYMM 0.5+X, 0.5-Y, -Z
SFAC C  H  N  S  Ni
UNIT 16 24 24 8 4
L.S. 15
ACTA
BOND $H
HTAB
EQIV $2 -x+2, -y+1, -z+1
HTAB N3 N2_$2
EQIV $3 x+1/2, -y+3/2, -z+1
HTAB N3 S1_$3
CONF
TEMP 23.000
WGHT    0.025500    0.870300
FVAR       1.00729
NI1   5    0.500000    0.596593    0.250000    10.50000    0.02995    0.03007 =
         0.04442    0.00000   -0.00373    0.00000
S1    4    0.690502    0.688145    0.338689    11.00000    0.04224    0.03203 =
         0.07481   -0.00218   -0.01415   -0.00156
N1    3    0.640793    0.504137    0.319767    11.00000    0.03129    0.03390 =
         0.04092   -0.00008    0.00033    0.00039
N2    3    0.793758    0.516165    0.396521    11.00000    0.02791    0.03944 =
         0.05302   -0.00142   -0.00697    0.00205
N3    3    0.967549    0.627519    0.491429    11.00000    0.04736    0.04412 =
         0.08812   -0.00431   -0.02440   -0.00213
AFIX  93
H3A   2    1.035979    0.587180    0.528002    11.00000   -1.20000
H3B   2    0.990870    0.683525    0.504553    11.00000   -1.20000
AFIX   0
C1    1    0.581956    0.423309    0.291406    11.00000    0.04245    0.03166 =
         0.05493    0.00296    0.00118    0.00260
H1C   2    0.639382    0.374981    0.319537    11.00000    0.02228
C2    1    0.825496    0.603262    0.414485    11.00000    0.03333    0.04486 =
         0.05019    0.00031   -0.00319    0.00466
 
HKLF 4
 
 
 
 
REM  ups1956bztscnien_0ma in Pbcn
REM R1 =  0.0435 for     850 Fo > 4sig(Fo)  and  0.0802 for all    1282 data
REM     64 parameters refined using      0 restraints
 
END
 
WGHT      0.0251      0.8720
 
REM Instructions for potential hydrogen bonds
HTAB N3 N2_$2
HTAB N3 S1_$3
 
REM Highest difference peak  0.654,  deepest hole -0.343,  1-sigma level  0.092
Q1    1   0.5000  0.3786  0.2500  10.50000  0.05    0.65
Q2    1   1.0604  0.5081  0.5063  11.00000  0.05    0.42
Q3    1   0.7182  0.4527  0.3146  11.00000  0.05    0.37
Q4    1   0.6230  0.6626  0.4050  11.00000  0.05    0.35
Q5    1   0.8482  0.6709  0.4232  11.00000  0.05    0.35
Q6    1   0.5801  0.6689  0.2547  11.00000  0.05    0.34
Q7    1   0.5000  0.6874  0.2500  10.50000  0.05    0.31
Q8    1   0.7944  0.6331  0.3567  11.00000  0.05    0.30
Q9    1   0.5000  0.5465  0.2500  10.50000  0.05    0.30
Q10   1   0.8990  0.4765  0.3837  11.00000  0.05    0.29
Q11   1   0.6341  0.3985  0.3791  11.00000  0.05    0.29
Q12   1   0.5828  0.3288  0.3162  11.00000  0.05    0.28
Q13   1   0.6765  0.7507  0.4170  11.00000  0.05    0.28
Q14   1   0.5986  0.7216  0.3102  11.00000  0.05    0.28
Q15   1   0.7164  0.3855  0.3099  11.00000  0.05    0.27
Q16   1   0.8606  0.5243  0.4180  11.00000  0.05    0.27
Q17   1   0.5387  0.6059  0.4163  11.00000  0.05    0.26
Q18   1   0.8873  0.6098  0.4443  11.00000  0.05    0.26
Q19   1   0.6415  0.4783  0.2415  11.00000  0.05    0.26
Q20   1   0.5103  0.3584  0.3873  11.00000  0.05    0.26
;
_shelx_res_checksum              53513
####################################################################### 
# 
# 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_shelxl-1
_database_code_depnum_ccdc_archive 'CCDC 1022123'
_audit_update_record             
;
2017-07-12 deposited with the CCDC.
2017-11-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H24 N6 Ni S2'
_chemical_formula_sum            'C20 H24 N6 Ni S2'
_chemical_formula_weight         471.28

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'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'

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

_cell_length_a                   23.403(2)
_cell_length_b                   7.6265(5)
_cell_length_c                   12.2279(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.569(7)
_cell_angle_gamma                90.00
_cell_volume                     2168.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1471
_cell_measurement_theta_min      3.2152
_cell_measurement_theta_max      29.0810

_exptl_crystal_description       prism
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             984
_exptl_absorpt_coefficient_mu    1.106
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.33096
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0938
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8292
_diffrn_reflns_av_R_equivalents  0.0635
_diffrn_reflns_av_sigmaI/netI    0.0721
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.22
_diffrn_reflns_theta_max         29.15
_reflns_number_total             2563
_reflns_number_gt                1764
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_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)+(0.0829P)²+0.2872P] 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         2563
_refine_ls_number_parameters     138
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0953
_refine_ls_R_factor_gt           0.0633
_refine_ls_wR_factor_ref         0.1837
_refine_ls_wR_factor_gt          0.1522
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_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
Ni Ni 0.0000 0.62959(9) 0.2500 0.0380(3) Uani 1 2 d S . .
S1 S 0.06152(5) 0.82796(14) 0.22004(9) 0.0462(3) Uani 1 1 d . . .
N1 N 0.04619(13) 0.4718(4) 0.1712(2) 0.0380(7) Uani 1 1 d . . .
N2 N 0.10489(13) 0.5130(5) 0.1694(2) 0.0442(8) Uani 1 1 d . . .
N3 N 0.16830(16) 0.7480(5) 0.1894(3) 0.0526(10) Uani 1 1 d . . .
H3N H 0.174(2) 0.842(7) 0.228(4) 0.077(18) Uiso 1 1 d . . .
C1 C 0.21819(18) 0.6679(5) 0.1546(3) 0.0438(10) Uani 1 1 d . . .
C2 C 0.27112(18) 0.7168(6) 0.2064(3) 0.0500(11) Uani 1 1 d . . .
H2A H 0.2735 0.7956 0.2669 0.060 Uiso 1 1 calc R . .
C3 C 0.3212(2) 0.6506(6) 0.1701(4) 0.0573(12) Uani 1 1 d . . .
H3A H 0.3578 0.6831 0.2063 0.069 Uiso 1 1 calc R . .
C4 C 0.3174(2) 0.5380(6) 0.0817(4) 0.0576(12) Uani 1 1 d . . .
H4A H 0.3515 0.4932 0.0565 0.069 Uiso 1 1 calc R . .
C5 C 0.2649(2) 0.4905(6) 0.0299(4) 0.0583(12) Uani 1 1 d . . .
H5A H 0.2629 0.4123 -0.0308 0.070 Uiso 1 1 calc R . .
C6 C 0.21447(19) 0.5543(6) 0.0645(3) 0.0494(10) Uani 1 1 d . . .
H6A H 0.1781 0.5215 0.0276 0.059 Uiso 1 1 calc R . .
C7 C 0.11462(17) 0.6757(5) 0.1905(3) 0.0385(9) Uani 1 1 d . . .
C8 C 0.02840(19) 0.3392(5) 0.1109(3) 0.0419(10) Uani 1 1 d . . .
C11 C -0.03240(17) 0.2798(6) 0.1020(3) 0.0518(11) Uani 1 1 d . . .
H11A H -0.0555 0.3663 0.1368 0.078 Uiso 1 1 calc R . .
H11B H -0.0345 0.1665 0.1393 0.078 Uiso 1 1 calc R . .
H11C H -0.0474 0.2672 0.0242 0.078 Uiso 1 1 calc R . .
C10 C 0.06784(19) 0.2399(6) 0.0436(3) 0.0527(11) Uani 1 1 d . . .
H10A H 0.1058 0.2281 0.0859 0.079 Uiso 1 1 calc R . .
H10B H 0.0715 0.3039 -0.0247 0.079 Uiso 1 1 calc R . .
H10C H 0.0518 0.1232 0.0261 0.079 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ni 0.0391(5) 0.0419(5) 0.0353(4) 0.000 0.0140(3) 0.000
S1 0.0417(7) 0.0447(7) 0.0549(7) -0.0038(4) 0.0178(5) -0.0014(4)
N1 0.0393(19) 0.0358(18) 0.0416(17) -0.0054(13) 0.0165(13) -0.0074(14)
N2 0.039(2) 0.048(2) 0.0482(19) -0.0044(14) 0.0177(14) -0.0027(15)
N3 0.044(2) 0.051(2) 0.066(2) -0.0170(18) 0.0219(17) -0.0071(17)
C1 0.041(2) 0.044(2) 0.048(2) 0.0021(17) 0.0165(18) -0.0025(18)
C2 0.046(3) 0.064(3) 0.042(2) -0.0006(19) 0.0144(19) -0.004(2)
C3 0.045(3) 0.069(3) 0.060(3) 0.014(2) 0.015(2) 0.002(2)
C4 0.058(3) 0.061(3) 0.059(3) 0.007(2) 0.030(2) 0.010(2)
C5 0.074(3) 0.053(3) 0.053(3) -0.006(2) 0.032(2) 0.000(2)
C6 0.053(3) 0.054(3) 0.044(2) -0.0035(18) 0.0165(19) -0.007(2)
C7 0.034(2) 0.048(2) 0.035(2) -0.0039(15) 0.0120(16) -0.0083(17)
C8 0.049(3) 0.047(2) 0.032(2) 0.0047(15) 0.0100(17) 0.0010(18)
C11 0.053(3) 0.063(3) 0.039(2) -0.0053(19) 0.0064(18) -0.010(2)
C10 0.067(3) 0.049(3) 0.045(2) -0.0075(18) 0.019(2) 0.001(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
Ni N1 1.945(3) 2 ?
Ni N1 1.945(3) . ?
Ni S1 2.1487(12) . ?
Ni S1 2.1487(11) 2 ?
S1 C7 1.768(4) . ?
N1 C8 1.292(5) . ?
N1 N2 1.412(4) . ?
N2 C7 1.282(5) . ?
N3 C7 1.373(5) . ?
N3 C1 1.425(5) . ?
N3 H3N 0.86(5) . ?
C1 C2 1.377(6) . ?
C1 C6 1.396(6) . ?
C2 C3 1.394(6) . ?
C2 H2A 0.9500 . ?
C3 C4 1.376(6) . ?
C3 H3A 0.9500 . ?
C4 C5 1.365(6) . ?
C4 H4A 0.9500 . ?
C5 C6 1.387(6) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C8 C11 1.486(5) . ?
C8 C10 1.509(5) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ni N1 103.55(18) 2 . ?
N1 Ni S1 160.28(10) 2 . ?
N1 Ni S1 85.99(9) . . ?
N1 Ni S1 85.99(9) 2 2 ?
N1 Ni S1 160.28(10) . 2 ?
S1 Ni S1 90.49(6) . 2 ?
C7 S1 Ni 94.17(13) . . ?
C8 N1 N2 114.6(3) . . ?
C8 N1 Ni 127.3(3) . . ?
N2 N1 Ni 117.8(2) . . ?
C7 N2 N1 111.3(3) . . ?
C7 N3 C1 127.8(4) . . ?
C7 N3 H3N 115(4) . . ?
C1 N3 H3N 115(4) . . ?
C2 C1 C6 120.2(4) . . ?
C2 C1 N3 118.1(4) . . ?
C6 C1 N3 121.5(4) . . ?
C1 C2 C3 120.0(4) . . ?
C1 C2 H2A 120.0 . . ?
C3 C2 H2A 120.0 . . ?
C4 C3 C2 119.7(4) . . ?
C4 C3 H3A 120.2 . . ?
C2 C3 H3A 120.2 . . ?
C5 C4 C3 120.2(4) . . ?
C5 C4 H4A 119.9 . . ?
C3 C4 H4A 119.9 . . ?
C4 C5 C6 121.2(4) . . ?
C4 C5 H5A 119.4 . . ?
C6 C5 H5A 119.4 . . ?
C5 C6 C1 118.7(4) . . ?
C5 C6 H6A 120.7 . . ?
C1 C6 H6A 120.7 . . ?
N2 C7 N3 121.8(4) . . ?
N2 C7 S1 124.3(3) . . ?
N3 C7 S1 113.8(3) . . ?
N1 C8 C11 121.6(4) . . ?
N1 C8 C10 121.8(4) . . ?
C11 C8 C10 116.6(4) . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?

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
N1 Ni S1 C7 101.9(3) 2 . . . ?
N1 Ni S1 C7 -18.07(15) . . . . ?
S1 Ni S1 C7 -178.64(13) 2 . . . ?
N1 Ni N1 C8 49.3(3) 2 . . . ?
S1 Ni N1 C8 -148.2(3) . . . . ?
S1 Ni N1 C8 -68.0(5) 2 . . . ?
N1 Ni N1 N2 -137.4(3) 2 . . . ?
S1 Ni N1 N2 25.1(2) . . . . ?
S1 Ni N1 N2 105.2(3) 2 . . . ?
C8 N1 N2 C7 153.7(3) . . . . ?
Ni N1 N2 C7 -20.4(4) . . . . ?
C7 N3 C1 C2 -148.0(4) . . . . ?
C7 N3 C1 C6 37.4(6) . . . . ?
C6 C1 C2 C3 -1.1(6) . . . . ?
N3 C1 C2 C3 -175.7(4) . . . . ?
C1 C2 C3 C4 0.7(7) . . . . ?
C2 C3 C4 C5 -0.3(7) . . . . ?
C3 C4 C5 C6 0.2(7) . . . . ?
C4 C5 C6 C1 -0.6(7) . . . . ?
C2 C1 C6 C5 1.0(6) . . . . ?
N3 C1 C6 C5 175.4(4) . . . . ?
N1 N2 C7 N3 -177.6(3) . . . . ?
N1 N2 C7 S1 0.8(4) . . . . ?
C1 N3 C7 N2 7.5(6) . . . . ?
C1 N3 C7 S1 -171.0(3) . . . . ?
Ni S1 C7 N2 15.2(3) . . . . ?
Ni S1 C7 N3 -166.3(3) . . . . ?
N2 N1 C8 C11 -179.0(3) . . . . ?
Ni N1 C8 C11 -5.6(5) . . . . ?
N2 N1 C8 C10 -0.7(5) . . . . ?
Ni N1 C8 C10 172.8(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.875
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.965
_refine_diff_density_min         -0.644
_refine_diff_density_rms         0.100
