# 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 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_70-G
_database_code_depnum_ccdc_archive 'CCDC 1869599'
loop_
_audit_author_name
_audit_author_address
'Barbara Machura' 'University of Silesia'
_audit_update_record             
;
2018-09-25 deposited with the CCDC.	2019-10-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H8 K N3 Ni O4 S'
_chemical_formula_weight         400.09

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

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

_cell_length_a                   8.4098(3)
_cell_length_b                   12.8036(7)
_cell_length_c                   14.2437(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1533.70(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4037
_cell_measurement_theta_min      3.4821
_cell_measurement_theta_max      29.2237

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.733
_exptl_crystal_F_000             808
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.275
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.085
_exptl_absorpt_coefficient_mu    1.694
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.88256
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'Blessing, Acta Cryst. A51 (1995) 33-38'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Oxford Diffraction Gemini A Ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10380
_diffrn_reflns_av_unetI/netI     0.0154
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.749
_diffrn_reflns_theta_max         25.043
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             1414
_reflns_number_gt                1233
_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       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    
'Mercury (Macrae, J.Appl.Cryst. 41 (2008) 466-470'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0207P)²+1.0201P] 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         1414
_refine_ls_number_parameters     112
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0259
_refine_ls_wR_factor_ref         0.0597
_refine_ls_wR_factor_gt          0.0576
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_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
C1 C 0.7498(3) 0.5239(2) 0.35301(15) 0.0522(6) Uani 1 1 d . . . . .
H1 H 0.6832 0.4888 0.3115 0.063 Uiso 1 1 calc R U . . .
C2 C 0.8925(3) 0.5618(2) 0.32084(17) 0.0597(6) Uani 1 1 d . . . . .
H2 H 0.9209 0.5541 0.2581 0.072 Uiso 1 1 calc R U . . .
C3 C 0.9928(3) 0.6112(2) 0.38276(18) 0.0606(7) Uani 1 1 d . . . . .
H3 H 1.0901 0.6374 0.3625 0.073 Uiso 1 1 calc R U . . .
C4 C 0.9474(3) 0.62152(18) 0.47515(17) 0.0514(6) Uani 1 1 d . . . . .
H4 H 1.0148 0.6530 0.5185 0.062 Uiso 1 1 calc R U . . .
C5 C 0.8015(2) 0.58473(16) 0.50232(14) 0.0399(5) Uani 1 1 d . . . . .
C6 C 0.7363(2) 0.59388(17) 0.60059(14) 0.0420(5) Uani 1 1 d . . . . .
C7 C 0.8215(3) 0.7500 0.9612(2) 0.0458(7) Uani 1 2 d S T P . .
N1 N 0.70377(19) 0.53594(14) 0.44199(12) 0.0431(4) Uani 1 1 d . . . . .
N2 N 0.7579(3) 0.7500 0.8897(2) 0.0589(8) Uani 1 2 d S T P . .
O1 O 0.59405(16) 0.56138(13) 0.61159(10) 0.0511(4) Uani 1 1 d . . . . .
O2 O 0.81765(19) 0.63143(14) 0.66326(11) 0.0612(5) Uani 1 1 d . . . . .
S1 S 0.91188(13) 0.7500 1.06225(8) 0.0963(4) Uani 1 2 d S T P . .
K1 K 0.53409(7) 0.7500 0.74204(4) 0.04234(18) Uani 1 2 d S T P . .
Ni1 Ni 0.5000 0.5000 0.5000 0.05298(16) Uani 1 2 d S . P . .


_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
C1 N1 1.334(3) . ?
C1 C2 1.373(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.375(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.377(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.370(3) . ?
C4 H4 0.9300 . ?
C5 N1 1.343(2) . ?
C5 C6 1.508(3) . ?
C6 O2 1.223(2) . ?
C6 O1 1.276(2) . ?
C6 K1 3.309(2) . ?
C7 N2 1.151(4) . ?
C7 S1 1.627(4) . ?
C7 K1 3.402(3) 6_657 ?
N1 Ni1 1.9573(17) . ?
N2 K1 2.822(3) . ?
N2 K1 2.986(3) 6_657 ?
O1 Ni1 1.9416(14) . ?
O1 K1 3.0885(16) . ?
O2 K1 2.7271(16) 6_657 ?
O2 K1 3.0415(18) . ?
K1 O2 2.7271(16) 6_557 ?
K1 O2 2.7271(16) 3_466 ?
K1 N2 2.986(3) 6_557 ?
K1 O2 3.0415(18) 8_575 ?
K1 O1 3.0885(16) 8_575 ?
K1 C6 3.309(2) 8_575 ?
K1 C7 3.402(3) 6_557 ?
K1 K1 4.21097(17) 6_657 ?
Ni1 O1 1.9416(14) 5_666 ?
Ni1 N1 1.9573(17) 5_666 ?

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 C1 C2 122.0(2) . . ?
N1 C1 H1 119.0 . . ?
C2 C1 H1 119.0 . . ?
C1 C2 C3 119.0(2) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 H2 120.5 . . ?
C2 C3 C4 119.1(2) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C5 C4 C3 119.1(2) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
N1 C5 C4 121.82(19) . . ?
N1 C5 C6 114.03(17) . . ?
C4 C5 C6 124.15(19) . . ?
O2 C6 O1 124.3(2) . . ?
O2 C6 C5 120.30(19) . . ?
O1 C6 C5 115.45(17) . . ?
O2 C6 K1 66.77(12) . . ?
O1 C6 K1 68.92(11) . . ?
C5 C6 K1 143.05(14) . . ?
N2 C7 S1 179.9(3) . . ?
N2 C7 K1 59.42(19) . 6_657 ?
S1 C7 K1 120.48(14) . 6_657 ?
C1 N1 C5 118.94(19) . . ?
C1 N1 Ni1 128.89(15) . . ?
C5 N1 Ni1 112.03(13) . . ?
C7 N2 K1 165.9(2) . . ?
C7 N2 K1 101.2(2) . 6_657 ?
K1 N2 K1 92.89(8) . 6_657 ?
C6 O1 Ni1 114.41(13) . . ?
C6 O1 K1 88.39(12) . . ?
Ni1 O1 K1 137.95(7) . . ?
C6 O2 K1 162.39(16) . 6_657 ?
C6 O2 K1 91.54(13) . . ?
K1 O2 K1 93.61(5) 6_657 . ?
O2 K1 O2 67.65(8) 6_557 3_466 ?
O2 K1 N2 94.39(6) 6_557 . ?
O2 K1 N2 94.39(6) 3_466 . ?
O2 K1 N2 77.97(6) 6_557 6_557 ?
O2 K1 N2 77.97(6) 3_466 6_557 ?
N2 K1 N2 170.76(8) . 6_557 ?
O2 K1 O2 169.63(5) 6_557 8_575 ?
O2 K1 O2 115.34(6) 3_466 8_575 ?
N2 K1 O2 75.65(6) . 8_575 ?
N2 K1 O2 112.21(6) 6_557 8_575 ?
O2 K1 O2 115.34(6) 6_557 . ?
O2 K1 O2 169.63(5) 3_466 . ?
N2 K1 O2 75.65(6) . . ?
N2 K1 O2 112.21(6) 6_557 . ?
O2 K1 O2 59.89(7) 8_575 . ?
O2 K1 O1 147.33(5) 6_557 8_575 ?
O2 K1 O1 88.35(5) 3_466 8_575 ?
N2 K1 O1 109.84(4) . 8_575 ?
N2 K1 O1 75.46(4) 6_557 8_575 ?
O2 K1 O1 42.25(4) 8_575 8_575 ?
O2 K1 O1 92.31(5) . 8_575 ?
O2 K1 O1 88.35(5) 6_557 . ?
O2 K1 O1 147.33(5) 3_466 . ?
N2 K1 O1 109.84(4) . . ?
N2 K1 O1 75.46(4) 6_557 . ?
O2 K1 O1 92.31(5) 8_575 . ?
O2 K1 O1 42.25(4) . . ?
O1 K1 O1 102.87(6) 8_575 . ?
O2 K1 C6 168.68(5) 6_557 8_575 ?
O2 K1 C6 107.94(5) 3_466 8_575 ?
N2 K1 C6 96.37(6) . 8_575 ?
N2 K1 C6 90.98(6) 6_557 8_575 ?
O2 K1 C6 21.69(4) 8_575 8_575 ?
O2 K1 C6 70.97(5) . 8_575 ?
O1 K1 C6 22.68(4) 8_575 8_575 ?
O1 K1 C6 91.27(5) . 8_575 ?
O2 K1 C6 107.94(5) 6_557 . ?
O2 K1 C6 168.68(5) 3_466 . ?
N2 K1 C6 96.37(6) . . ?
N2 K1 C6 90.98(6) 6_557 . ?
O2 K1 C6 70.97(5) 8_575 . ?
O2 K1 C6 21.69(4) . . ?
O1 K1 C6 91.27(5) 8_575 . ?
O1 K1 C6 22.68(4) . . ?
C6 K1 C6 74.33(8) 8_575 . ?
O2 K1 C7 94.02(6) 6_557 6_557 ?
O2 K1 C7 94.02(6) 3_466 6_557 ?
N2 K1 C7 169.87(8) . 6_557 ?
N2 K1 C7 19.37(7) 6_557 6_557 ?
O2 K1 C7 95.62(6) 8_575 6_557 ?
O2 K1 C7 95.62(6) . 6_557 ?
O1 K1 C7 64.78(4) 8_575 6_557 ?
O1 K1 C7 64.78(4) . 6_557 ?
C6 K1 C7 75.63(6) 8_575 6_557 ?
C6 K1 C7 75.63(6) . 6_557 ?
O2 K1 K1 129.78(4) 6_557 6_657 ?
O2 K1 K1 129.78(4) 3_466 6_657 ?
N2 K1 K1 45.09(6) . 6_657 ?
N2 K1 K1 144.15(6) 6_557 6_657 ?
O2 K1 K1 40.27(3) 8_575 6_657 ?
O2 K1 K1 40.27(3) . 6_657 ?
O1 K1 K1 82.49(3) 8_575 6_657 ?
O1 K1 K1 82.49(3) . 6_657 ?
C6 K1 K1 61.28(4) 8_575 6_657 ?
C6 K1 K1 61.28(4) . 6_657 ?
C7 K1 K1 124.78(6) 6_557 6_657 ?
O1 Ni1 O1 180.0 . 5_666 ?
O1 Ni1 N1 83.90(6) . . ?
O1 Ni1 N1 96.10(6) 5_666 . ?
O1 Ni1 N1 96.10(6) . 5_666 ?
O1 Ni1 N1 83.90(6) 5_666 5_666 ?
N1 Ni1 N1 180.0 . 5_666 ?

_refine_diff_density_max         0.360
_refine_diff_density_min         -0.435
_refine_diff_density_rms         0.039

_shelxl_version_number           2014/6

