# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_sm091
_database_code_depnum_ccdc_archive 'CCDC 995058'
_audit_update_record             
;
2014-04-02 deposited with the CCDC.
2014-12-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H20 Cl N3 Ni O5'
_chemical_formula_weight         368.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'

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

_cell_length_a                   7.6658(3)
_cell_length_b                   10.5251(6)
_cell_length_c                   18.7540(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1513.13(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5816
_cell_measurement_theta_min      3.2522
_cell_measurement_theta_max      32.5897

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             768
_exptl_absorpt_coefficient_mu    1.483
_exptl_absorpt_correction_T_min  0.6404
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET)
(compiled Oct 18 2006,16:28:17)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Micro-Focus (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'OXFORD DIFFRACTION SUPER NOVA'
_diffrn_measurement_method       ω/q-scan
_diffrn_detector_area_resol_mean 15.9948
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10881
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_sigmaI/netI    0.0273
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.29
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2656
_reflns_number_gt                2485
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  Shelx97


_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)+(0.0446P)²+0.4014P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(2)
_refine_ls_number_reflns         2656
_refine_ls_number_parameters     194
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0338
_refine_ls_R_factor_gt           0.0302
_refine_ls_wR_factor_ref         0.0815
_refine_ls_wR_factor_gt          0.0784
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.087
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.54316(5) 0.50559(4) 0.060539(17) 0.03448(13) Uani 1 1 d . . .
Cl1 Cl 0.86615(12) 0.82084(11) 0.17356(5) 0.0519(2) Uani 1 1 d . . .
O1 O 0.6551(3) 0.4802(3) -0.02349(11) 0.0456(6) Uani 1 1 d . . .
N1 N 0.6734(3) 0.3977(3) 0.11571(15) 0.0406(6) Uani 1 1 d . . .
N2 N 0.4121(3) 0.5495(3) 0.14177(13) 0.0419(7) Uani 1 1 d . . .
N3 N 0.3524(4) 0.6044(3) 0.02300(16) 0.0449(7) Uani 1 1 d . . .
C1 C 0.8636(5) 0.4052(5) -0.1056(2) 0.0643(11) Uani 1 1 d . . .
H1A H 0.8019 0.4676 -0.1351 0.096 Uiso 1 1 calc R . .
H1B H 0.8535 0.3209 -0.1274 0.096 Uiso 1 1 calc R . .
H1C H 0.9870 0.4288 -0.1021 0.096 Uiso 1 1 calc R . .
C2 C 0.7839(4) 0.4027(4) -0.03183(19) 0.0449(9) Uani 1 1 d . . .
C3 C 0.8478(4) 0.3233(4) 0.0196(2) 0.0492(9) Uani 1 1 d . . .
H3 H 0.9367 0.2654 0.0057 0.059 Uiso 1 1 calc R . .
C4 C 0.7924(4) 0.3197(4) 0.0923(2) 0.0432(8) Uani 1 1 d . . .
C5 C 0.8749(6) 0.2216(5) 0.1402(3) 0.0685(12) Uani 1 1 d . . .
H5A H 0.8270 0.2297 0.1884 0.103 Uiso 1 1 calc R . .
H5B H 1.0014 0.2349 0.1416 0.103 Uiso 1 1 calc R . .
H5C H 0.8500 0.1365 0.1217 0.103 Uiso 1 1 calc R . .
C6 C 0.6098(5) 0.3910(4) 0.18998(19) 0.0529(9) Uani 1 1 d . . .
H6A H 0.5377 0.3137 0.1963 0.064 Uiso 1 1 calc R . .
H6B H 0.7103 0.3854 0.2230 0.064 Uiso 1 1 calc R . .
C7 C 0.5054(5) 0.5040(5) 0.20706(16) 0.0597(10) Uani 1 1 d . . .
H7A H 0.5825 0.5721 0.2253 0.072 Uiso 1 1 calc R . .
H7B H 0.4196 0.4830 0.2447 0.072 Uiso 1 1 calc R . .
C8 C 0.3871(5) 0.6891(4) 0.1404(2) 0.0545(10) Uani 1 1 d . . .
H8A H 0.4919 0.7328 0.1593 0.065 Uiso 1 1 calc R . .
H8B H 0.2854 0.7135 0.1700 0.065 Uiso 1 1 calc R . .
C9 C 0.3568(6) 0.7253(4) 0.0630(2) 0.0565(9) Uani 1 1 d . . .
H9A H 0.2449 0.7714 0.0577 0.068 Uiso 1 1 calc R . .
H9B H 0.4523 0.7803 0.0454 0.068 Uiso 1 1 calc R . .
C10 C 0.2017(5) 0.5282(4) 0.0475(2) 0.0527(10) Uani 1 1 d . . .
H10A H 0.1875 0.4518 0.0172 0.063 Uiso 1 1 calc R . .
H10B H 0.0932 0.5790 0.0450 0.063 Uiso 1 1 calc R . .
C11 C 0.2406(4) 0.4900(5) 0.12466(19) 0.0531(9) Uani 1 1 d . . .
H11A H 0.1486 0.5219 0.1571 0.064 Uiso 1 1 calc R . .
H11B H 0.2474 0.3964 0.1292 0.064 Uiso 1 1 calc R . .
O111 O 1.0140(5) 0.8884(6) 0.1959(2) 0.134(2) Uani 1 1 d . . .
O222 O 0.7825(4) 0.7655(4) 0.23291(16) 0.0805(11) Uani 1 1 d . . .
O333 O 0.7469(4) 0.9040(4) 0.13830(17) 0.0793(10) Uani 1 1 d . . .
O444 O 0.9139(8) 0.7302(5) 0.1230(2) 0.143(2) Uani 1 1 d . . .
H3N H 0.338(4) 0.615(4) -0.017(2) 0.040(10) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O1 1.814(2) . ?
Ni1 N1 1.832(3) . ?
Ni1 N2 1.883(3) . ?
Ni1 N3 1.928(3) . ?
Cl1 O444 1.394(4) . ?
Cl1 O111 1.402(4) . ?
Cl1 O222 1.410(3) . ?
Cl1 O333 1.428(3) . ?
O1 C2 1.291(4) . ?
N1 C4 1.303(5) . ?
N1 C6 1.478(4) . ?
N2 C8 1.483(5) . ?
N2 C11 1.491(5) . ?
N2 C7 1.497(4) . ?
N3 C9 1.478(5) . ?
N3 C10 1.479(5) . ?
N3 H3N 0.77(4) . ?
C1 C2 1.513(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.366(6) . ?
C3 C4 1.429(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.508(6) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.469(6) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.519(6) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.532(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni1 N1 98.14(12) . . ?
O1 Ni1 N2 172.55(12) . . ?
N1 Ni1 N2 89.20(12) . . ?
O1 Ni1 N3 96.95(12) . . ?
N1 Ni1 N3 162.57(12) . . ?
N2 Ni1 N3 76.01(12) . . ?
O444 Cl1 O111 109.8(4) . . ?
O444 Cl1 O222 111.9(3) . . ?
O111 Cl1 O222 109.9(2) . . ?
O444 Cl1 O333 105.8(3) . . ?
O111 Cl1 O333 110.2(3) . . ?
O222 Cl1 O333 109.1(2) . . ?
C2 O1 Ni1 124.1(2) . . ?
C4 N1 C6 121.3(3) . . ?
C4 N1 Ni1 125.5(3) . . ?
C6 N1 Ni1 112.5(2) . . ?
C8 N2 C11 107.4(3) . . ?
C8 N2 C7 113.1(3) . . ?
C11 N2 C7 117.6(3) . . ?
C8 N2 Ni1 107.4(2) . . ?
C11 N2 Ni1 101.1(2) . . ?
C7 N2 Ni1 109.2(2) . . ?
C9 N3 C10 109.1(3) . . ?
C9 N3 Ni1 105.2(2) . . ?
C10 N3 Ni1 100.7(2) . . ?
C9 N3 H3N 112(3) . . ?
C10 N3 H3N 105(3) . . ?
Ni1 N3 H3N 123(3) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 125.1(3) . . ?
O1 C2 C1 114.1(4) . . ?
C3 C2 C1 120.8(3) . . ?
C2 C3 C4 125.6(3) . . ?
C2 C3 H3 117.2 . . ?
C4 C3 H3 117.2 . . ?
N1 C4 C3 120.9(4) . . ?
N1 C4 C5 121.6(4) . . ?
C3 C4 C5 117.5(3) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 N1 110.3(3) . . ?
C7 C6 H6A 109.6 . . ?
N1 C6 H6A 109.6 . . ?
C7 C6 H6B 109.6 . . ?
N1 C6 H6B 109.6 . . ?
H6A C6 H6B 108.1 . . ?
C6 C7 N2 109.9(3) . . ?
C6 C7 H7A 109.7 . . ?
N2 C7 H7A 109.7 . . ?
C6 C7 H7B 109.7 . . ?
N2 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
N2 C8 C9 106.5(3) . . ?
N2 C8 H8A 110.4 . . ?
C9 C8 H8A 110.4 . . ?
N2 C8 H8B 110.4 . . ?
C9 C8 H8B 110.4 . . ?
H8A C8 H8B 108.6 . . ?
N3 C9 C8 105.8(3) . . ?
N3 C9 H9A 110.6 . . ?
C8 C9 H9A 110.6 . . ?
N3 C9 H9B 110.6 . . ?
C8 C9 H9B 110.6 . . ?
H9A C9 H9B 108.7 . . ?
N3 C10 C11 106.5(3) . . ?
N3 C10 H10A 110.4 . . ?
C11 C10 H10A 110.4 . . ?
N3 C10 H10B 110.4 . . ?
C11 C10 H10B 110.4 . . ?
H10A C10 H10B 108.6 . . ?
N2 C11 C10 105.3(3) . . ?
N2 C11 H11A 110.7 . . ?
C10 C11 H11A 110.7 . . ?
N2 C11 H11B 110.7 . . ?
C10 C11 H11B 110.7 . . ?
H11A C11 H11B 108.8 . . ?

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 O1 C2 1.3(3) . . . . ?
N2 Ni1 O1 C2 171.3(8) . . . . ?
N3 Ni1 O1 C2 -169.9(3) . . . . ?
O1 Ni1 N1 C4 -7.3(3) . . . . ?
N2 Ni1 N1 C4 174.0(3) . . . . ?
N3 Ni1 N1 C4 142.4(4) . . . . ?
O1 Ni1 N1 C6 -177.5(3) . . . . ?
N2 Ni1 N1 C6 3.8(3) . . . . ?
N3 Ni1 N1 C6 -27.8(6) . . . . ?
O1 Ni1 N2 C8 -33.0(10) . . . . ?
N1 Ni1 N2 C8 137.1(2) . . . . ?
N3 Ni1 N2 C8 -52.2(2) . . . . ?
O1 Ni1 N2 C11 79.4(10) . . . . ?
N1 Ni1 N2 C11 -110.5(2) . . . . ?
N3 Ni1 N2 C11 60.1(2) . . . . ?
O1 Ni1 N2 C7 -156.0(8) . . . . ?
N1 Ni1 N2 C7 14.1(3) . . . . ?
N3 Ni1 N2 C7 -175.2(3) . . . . ?
O1 Ni1 N3 C9 -123.3(2) . . . . ?
N1 Ni1 N3 C9 87.0(5) . . . . ?
N2 Ni1 N3 C9 54.3(2) . . . . ?
O1 Ni1 N3 C10 123.4(2) . . . . ?
N1 Ni1 N3 C10 -26.4(6) . . . . ?
N2 Ni1 N3 C10 -59.1(2) . . . . ?
Ni1 O1 C2 C3 4.2(5) . . . . ?
Ni1 O1 C2 C1 -175.8(3) . . . . ?
O1 C2 C3 C4 -5.2(6) . . . . ?
C1 C2 C3 C4 174.8(4) . . . . ?
C6 N1 C4 C3 177.3(3) . . . . ?
Ni1 N1 C4 C3 7.9(5) . . . . ?
C6 N1 C4 C5 -1.9(5) . . . . ?
Ni1 N1 C4 C5 -171.3(3) . . . . ?
C2 C3 C4 N1 -1.3(6) . . . . ?
C2 C3 C4 C5 177.9(4) . . . . ?
C4 N1 C6 C7 168.1(3) . . . . ?
Ni1 N1 C6 C7 -21.2(4) . . . . ?
N1 C6 C7 N2 32.1(4) . . . . ?
C8 N2 C7 C6 -148.3(3) . . . . ?
C11 N2 C7 C6 85.5(4) . . . . ?
Ni1 N2 C7 C6 -28.8(4) . . . . ?
C11 N2 C8 C9 -69.5(4) . . . . ?
C7 N2 C8 C9 159.1(3) . . . . ?
Ni1 N2 C8 C9 38.6(3) . . . . ?
C10 N3 C9 C8 63.8(4) . . . . ?
Ni1 N3 C9 C8 -43.6(3) . . . . ?
N2 C8 C9 N3 4.0(4) . . . . ?
C9 N3 C10 C11 -67.2(4) . . . . ?
Ni1 N3 C10 C11 43.2(3) . . . . ?
C8 N2 C11 C10 65.6(4) . . . . ?
C7 N2 C11 C10 -165.5(3) . . . . ?
Ni1 N2 C11 C10 -46.8(3) . . . . ?
N3 C10 C11 N2 1.4(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.385
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.053
####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_sm116
_database_code_depnum_ccdc_archive 'CCDC 995059'
_audit_update_record             
;
2014-04-02 deposited with the CCDC.
2014-12-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H39 Cl3 N3 Ni O16 S4'
_chemical_formula_weight         798.78

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'
Cl Cl 0.1484 0.1585 '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   'P 21'

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

_cell_length_a                   10.2345(2)
_cell_length_b                   11.2429(2)
_cell_length_c                   14.6064(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.1040(10)
_cell_angle_gamma                90.00
_cell_volume                     1676.38(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8086
_cell_measurement_theta_min      3.8790
_cell_measurement_theta_max      29.3340

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            GREEN
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             830
_exptl_absorpt_coefficient_mu    1.133
_exptl_absorpt_correction_T_min  0.7806
_exptl_absorpt_correction_T_max  0.8575
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET)
(compiled Oct 18 2006,16:28:17)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Micro-Focus (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'OXFORD DIFFRACTION SUPER NOVA'
_diffrn_measurement_method       ω/q-scan
_diffrn_detector_area_resol_mean 15.9948
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13277
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_sigmaI/netI    0.0269
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.97
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4893
_reflns_number_gt                4674
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  Shelx97

_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)+(0.0638P)²+0.4799P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    RIDING
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.003(14)
_refine_ls_number_reflns         4893
_refine_ls_number_parameters     390
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.0998
_refine_ls_wR_factor_gt          0.0975
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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 0.16972(4) 0.28839(4) 0.21192(3) 0.03410(13) Uani 1 1 d . . .
Cl1 Cl 0.30396(12) 0.25600(13) 0.77723(10) 0.0695(4) Uani 1 1 d . . .
Cl2 Cl 0.72628(10) 0.35262(10) 0.99233(7) 0.0478(2) Uani 1 1 d . . .
Cl3 Cl 0.27724(14) 0.76335(14) 0.46590(8) 0.0691(4) Uani 1 1 d . . .
S1 S 0.38038(11) 0.09375(11) 0.18825(9) 0.0525(3) Uani 1 1 d . . .
S2 S 0.00262(11) 0.06053(11) 0.26332(8) 0.0498(3) Uani 1 1 d . . .
S3 S 0.31708(16) 0.30008(15) 0.41082(8) 0.0795(5) Uani 1 1 d . . .
S4 S -0.08753(10) 0.35574(11) 0.30872(7) 0.0467(3) Uani 1 1 d . . .
N1 N 0.0986(4) 0.2111(4) 0.0886(2) 0.0451(8) Uani 1 1 d . . .
N2 N 0.2055(3) 0.4431(3) 0.1207(2) 0.0454(8) Uani 1 1 d . . .
N3 N 0.3650(4) 0.6239(4) 0.2160(3) 0.0595(10) Uani 1 1 d . . .
O1 O 0.3568(3) 0.2258(3) 0.2036(2) 0.0476(7) Uani 1 1 d . . .
O2 O 0.1244(3) 0.1346(3) 0.28613(19) 0.0465(7) Uani 1 1 d . . .
O3 O 0.2297(3) 0.3631(3) 0.33933(18) 0.0461(7) Uani 1 1 d . . .
O4 O -0.0099(3) 0.3642(3) 0.22412(17) 0.0468(7) Uani 1 1 d . . .
C1 C 0.1419(5) 0.2822(6) 0.0119(3) 0.0625(12) Uani 1 1 d . . .
H1A H 0.0885 0.2623 -0.0452 0.075 Uiso 1 1 calc R . .
H1B H 0.2347 0.2646 0.0025 0.075 Uiso 1 1 calc R . .
C2 C 0.1266(5) 0.4098(6) 0.0339(3) 0.0661(14) Uani 1 1 d . . .
H2A H 0.0330 0.4272 0.0408 0.079 Uiso 1 1 calc R . .
H2B H 0.1552 0.4586 -0.0174 0.079 Uiso 1 1 calc R . .
C3 C 0.3427(5) 0.4631(5) 0.1018(4) 0.0589(12) Uani 1 1 d . . .
H3A H 0.3467 0.5226 0.0521 0.071 Uiso 1 1 calc R . .
H3B H 0.3808 0.3879 0.0805 0.071 Uiso 1 1 calc R . .
C4 C 0.4209(5) 0.5060(5) 0.1851(4) 0.0632(14) Uani 1 1 d . . .
H4A H 0.5134 0.5168 0.1712 0.076 Uiso 1 1 calc R . .
H4B H 0.4180 0.4464 0.2348 0.076 Uiso 1 1 calc R . .
C5 C 0.2239(5) 0.6093(5) 0.2304(3) 0.0614(12) Uani 1 1 d . . .
H5A H 0.2139 0.5557 0.2832 0.074 Uiso 1 1 calc R . .
H5B H 0.1860 0.6875 0.2450 0.074 Uiso 1 1 calc R . .
C6 C 0.1521(4) 0.5594(5) 0.1476(4) 0.0563(12) Uani 1 1 d . . .
H6A H 0.1569 0.6162 0.0962 0.068 Uiso 1 1 calc R . .
H6B H 0.0587 0.5496 0.1596 0.068 Uiso 1 1 calc R . .
C7 C 0.5099(7) 0.0870(6) 0.1169(5) 0.0842(18) Uani 1 1 d . . .
H7A H 0.4800 0.1145 0.0553 0.126 Uiso 1 1 calc R . .
H7B H 0.5409 0.0047 0.1136 0.126 Uiso 1 1 calc R . .
H7C H 0.5817 0.1379 0.1418 0.126 Uiso 1 1 calc R . .
C8 C 0.4569(8) 0.0367(7) 0.2906(5) 0.100(2) Uani 1 1 d . . .
H8A H 0.5317 0.0871 0.3106 0.150 Uiso 1 1 calc R . .
H8B H 0.4876 -0.0444 0.2800 0.150 Uiso 1 1 calc R . .
H8C H 0.3942 0.0355 0.3382 0.150 Uiso 1 1 calc R . .
C9 C 0.0614(6) -0.0819(5) 0.2352(5) 0.0762(16) Uani 1 1 d . . .
H9A H 0.1033 -0.0776 0.1770 0.114 Uiso 1 1 calc R . .
H9B H -0.0119 -0.1381 0.2291 0.114 Uiso 1 1 calc R . .
H9C H 0.1255 -0.1090 0.2838 0.114 Uiso 1 1 calc R . .
C10 C -0.0571(7) 0.0236(6) 0.3708(4) 0.085(2) Uani 1 1 d . . .
H10A H 0.0103 -0.0203 0.4079 0.127 Uiso 1 1 calc R . .
H10B H -0.1356 -0.0260 0.3609 0.127 Uiso 1 1 calc R . .
H10C H -0.0792 0.0966 0.4030 0.127 Uiso 1 1 calc R . .
C11 C 0.2116(14) 0.2404(11) 0.4887(5) 0.180(6) Uani 1 1 d . . .
H11A H 0.1625 0.3049 0.5156 0.270 Uiso 1 1 calc R . .
H11B H 0.2631 0.1980 0.5376 0.270 Uiso 1 1 calc R . .
H11C H 0.1503 0.1851 0.4565 0.270 Uiso 1 1 calc R . .
C12 C 0.3830(7) 0.4170(8) 0.4831(4) 0.099(2) Uani 1 1 d . . .
H12A H 0.4377 0.4689 0.4478 0.148 Uiso 1 1 calc R . .
H12B H 0.4364 0.3827 0.5349 0.148 Uiso 1 1 calc R . .
H12C H 0.3113 0.4634 0.5061 0.148 Uiso 1 1 calc R . .
C13 C -0.2508(5) 0.3792(7) 0.2647(4) 0.0741(16) Uani 1 1 d . . .
H13A H -0.2541 0.4474 0.2228 0.111 Uiso 1 1 calc R . .
H13B H -0.3060 0.3951 0.3154 0.111 Uiso 1 1 calc R . .
H13C H -0.2828 0.3080 0.2314 0.111 Uiso 1 1 calc R . .
C14 C -0.0640(6) 0.4920(6) 0.3679(4) 0.0717(15) Uani 1 1 d . . .
H14A H 0.0261 0.4962 0.3954 0.108 Uiso 1 1 calc R . .
H14B H -0.1253 0.4973 0.4162 0.108 Uiso 1 1 calc R . .
H14C H -0.0797 0.5581 0.3247 0.108 Uiso 1 1 calc R . .
O101 O 0.3690(5) 0.7385(6) 0.4015(4) 0.124(2) Uani 1 1 d . . .
O102 O 0.2640(8) 0.8887(6) 0.4732(6) 0.148(3) Uani 1 1 d . . .
O103 O 0.3234(7) 0.7212(8) 0.5521(4) 0.141(3) Uani 1 1 d . . .
O111 O 0.3841(6) 0.2346(9) 0.8563(4) 0.170(4) Uani 1 1 d . . .
O222 O 0.1848(6) 0.1983(6) 0.7873(5) 0.125(2) Uani 1 1 d . . .
O333 O 0.3727(6) 0.2076(10) 0.7070(4) 0.175(4) Uani 1 1 d . . .
O444 O 0.2764(7) 0.3746(7) 0.7732(12) 0.283(9) Uani 1 1 d . . .
O555 O 0.7948(4) 0.2549(4) 1.0365(3) 0.0840(12) Uani 1 1 d . . .
O666 O 0.6869(5) 0.3245(4) 0.8995(3) 0.0859(12) Uani 1 1 d . . .
O777 O 0.8083(5) 0.4559(5) 0.9931(4) 0.1030(16) Uani 1 1 d . . .
O888 O 0.6174(5) 0.3785(7) 1.0404(3) 0.120(2) Uani 1 1 d . . .
O999 O 0.1575(6) 0.7114(9) 0.4422(5) 0.155(3) Uani 1 1 d . . .
H2N H 0.136(6) 0.148(6) 0.079(4) 0.064(17) Uiso 1 1 d . . .
H1N H 0.003(6) 0.218(6) 0.108(4) 0.087(19) Uiso 1 1 d . . .
H3N H 0.427(8) 0.651(8) 0.258(6) 0.12(3) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O4 2.045(3) . ?
Ni1 O1 2.052(3) . ?
Ni1 N1 2.084(4) . ?
Ni1 O3 2.093(3) . ?
Ni1 O2 2.110(3) . ?
Ni1 N2 2.238(3) . ?
Cl1 O444 1.363(8) . ?
Cl1 O111 1.389(6) . ?
Cl1 O333 1.396(6) . ?
Cl1 O222 1.399(6) . ?
Cl2 O888 1.390(4) . ?
Cl2 O666 1.423(4) . ?
Cl2 O555 1.432(4) . ?
Cl2 O777 1.433(5) . ?
Cl3 O999 1.379(6) . ?
Cl3 O103 1.396(6) . ?
Cl3 O101 1.404(5) . ?
Cl3 O102 1.421(7) . ?
S1 O1 1.524(3) . ?
S1 C7 1.746(5) . ?
S1 C8 1.759(7) . ?
S2 O2 1.516(3) . ?
S2 C9 1.770(6) . ?
S2 C10 1.775(5) . ?
S3 O3 1.503(3) . ?
S3 C11 1.757(10) . ?
S3 C12 1.788(7) . ?
S4 O4 1.519(3) . ?
S4 C13 1.766(5) . ?
S4 C14 1.767(6) . ?
N1 C1 1.469(6) . ?
N1 H2N 0.82(7) . ?
N1 H1N 1.05(7) . ?
N2 C3 1.468(6) . ?
N2 C6 1.481(7) . ?
N2 C2 1.501(6) . ?
N3 C5 1.483(7) . ?
N3 C4 1.525(7) . ?
N3 H3N 0.90(8) . ?
C1 C2 1.481(9) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.488(8) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.480(8) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 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
O4 Ni1 O1 175.12(13) . . ?
O4 Ni1 N1 89.35(14) . . ?
O1 Ni1 N1 94.33(14) . . ?
O4 Ni1 O3 87.92(11) . . ?
O1 Ni1 O3 88.53(12) . . ?
N1 Ni1 O3 176.30(14) . . ?
O4 Ni1 O2 93.70(12) . . ?
O1 Ni1 O2 89.41(12) . . ?
N1 Ni1 O2 91.51(14) . . ?
O3 Ni1 O2 86.17(12) . . ?
O4 Ni1 N2 85.09(13) . . ?
O1 Ni1 N2 92.20(13) . . ?
N1 Ni1 N2 82.61(15) . . ?
O3 Ni1 N2 99.64(12) . . ?
O2 Ni1 N2 174.00(12) . . ?
O444 Cl1 O111 108.3(8) . . ?
O444 Cl1 O333 117.6(8) . . ?
O111 Cl1 O333 104.2(4) . . ?
O444 Cl1 O222 106.2(5) . . ?
O111 Cl1 O222 107.5(5) . . ?
O333 Cl1 O222 112.7(5) . . ?
O888 Cl2 O666 110.2(3) . . ?
O888 Cl2 O555 108.6(3) . . ?
O666 Cl2 O555 110.8(3) . . ?
O888 Cl2 O777 108.5(4) . . ?
O666 Cl2 O777 108.3(3) . . ?
O555 Cl2 O777 110.5(3) . . ?
O999 Cl3 O103 108.7(5) . . ?
O999 Cl3 O101 111.9(4) . . ?
O103 Cl3 O101 109.7(4) . . ?
O999 Cl3 O102 110.6(6) . . ?
O103 Cl3 O102 107.3(5) . . ?
O101 Cl3 O102 108.6(4) . . ?
O1 S1 C7 105.4(3) . . ?
O1 S1 C8 107.2(3) . . ?
C7 S1 C8 100.4(4) . . ?
O2 S2 C9 105.1(2) . . ?
O2 S2 C10 105.3(3) . . ?
C9 S2 C10 97.9(3) . . ?
O3 S3 C11 105.5(4) . . ?
O3 S3 C12 104.2(3) . . ?
C11 S3 C12 97.0(4) . . ?
O4 S4 C13 103.3(2) . . ?
O4 S4 C14 106.4(2) . . ?
C13 S4 C14 98.1(3) . . ?
C1 N1 Ni1 109.0(3) . . ?
C1 N1 H2N 100(4) . . ?
Ni1 N1 H2N 111(4) . . ?
C1 N1 H1N 121(4) . . ?
Ni1 N1 H1N 91(3) . . ?
H2N N1 H1N 124(6) . . ?
C3 N2 C6 106.9(4) . . ?
C3 N2 C2 110.1(4) . . ?
C6 N2 C2 105.0(4) . . ?
C3 N2 Ni1 115.5(3) . . ?
C6 N2 Ni1 116.7(3) . . ?
C2 N2 Ni1 102.0(3) . . ?
C5 N3 C4 109.6(4) . . ?
C5 N3 H3N 126(5) . . ?
C4 N3 H3N 104(6) . . ?
S1 O1 Ni1 120.08(17) . . ?
S2 O2 Ni1 123.00(17) . . ?
S3 O3 Ni1 123.42(18) . . ?
S4 O4 Ni1 124.80(17) . . ?
N1 C1 C2 108.7(4) . . ?
N1 C1 H1A 110.0 . . ?
C2 C1 H1A 110.0 . . ?
N1 C1 H1B 110.0 . . ?
C2 C1 H1B 110.0 . . ?
H1A C1 H1B 108.3 . . ?
C1 C2 N2 111.5(4) . . ?
C1 C2 H2A 109.3 . . ?
N2 C2 H2A 109.3 . . ?
C1 C2 H2B 109.3 . . ?
N2 C2 H2B 109.3 . . ?
H2A C2 H2B 108.0 . . ?
N2 C3 C4 111.2(4) . . ?
N2 C3 H3A 109.4 . . ?
C4 C3 H3A 109.4 . . ?
N2 C3 H3B 109.4 . . ?
C4 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
C3 C4 N3 109.4(4) . . ?
C3 C4 H4A 109.8 . . ?
N3 C4 H4A 109.8 . . ?
C3 C4 H4B 109.8 . . ?
N3 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
C6 C5 N3 110.9(4) . . ?
C6 C5 H5A 109.5 . . ?
N3 C5 H5A 109.5 . . ?
C6 C5 H5B 109.5 . . ?
N3 C5 H5B 109.5 . . ?
H5A C5 H5B 108.0 . . ?
C5 C6 N2 112.4(4) . . ?
C5 C6 H6A 109.1 . . ?
N2 C6 H6A 109.1 . . ?
C5 C6 H6B 109.1 . . ?
N2 C6 H6B 109.1 . . ?
H6A C6 H6B 107.9 . . ?
S1 C7 H7A 109.5 . . ?
S1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
S1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
S1 C8 H8A 109.5 . . ?
S1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
S1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
S2 C9 H9A 109.5 . . ?
S2 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
S2 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
S2 C10 H10A 109.5 . . ?
S2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
S2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
S3 C11 H11A 109.5 . . ?
S3 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
S3 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
S3 C12 H12A 109.5 . . ?
S3 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
S3 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
S4 C13 H13A 109.5 . . ?
S4 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
S4 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
S4 C14 H14A 109.5 . . ?
S4 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
S4 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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
O4 Ni1 N1 C1 100.1(3) . . . . ?
O1 Ni1 N1 C1 -76.7(3) . . . . ?
O3 Ni1 N1 C1 143(2) . . . . ?
O2 Ni1 N1 C1 -166.3(3) . . . . ?
N2 Ni1 N1 C1 14.9(3) . . . . ?
O4 Ni1 N2 C3 164.7(3) . . . . ?
O1 Ni1 N2 C3 -11.2(3) . . . . ?
N1 Ni1 N2 C3 -105.3(3) . . . . ?
O3 Ni1 N2 C3 77.7(3) . . . . ?
O2 Ni1 N2 C3 -116.6(12) . . . . ?
O4 Ni1 N2 C6 37.8(3) . . . . ?
O1 Ni1 N2 C6 -138.1(3) . . . . ?
N1 Ni1 N2 C6 127.8(3) . . . . ?
O3 Ni1 N2 C6 -49.2(3) . . . . ?
O2 Ni1 N2 C6 116.4(12) . . . . ?
O4 Ni1 N2 C2 -75.9(3) . . . . ?
O1 Ni1 N2 C2 108.2(3) . . . . ?
N1 Ni1 N2 C2 14.1(3) . . . . ?
O3 Ni1 N2 C2 -163.0(3) . . . . ?
O2 Ni1 N2 C2 2.7(14) . . . . ?
C7 S1 O1 Ni1 143.3(3) . . . . ?
C8 S1 O1 Ni1 -110.4(3) . . . . ?
O4 Ni1 O1 S1 168.4(12) . . . . ?
N1 Ni1 O1 S1 -52.7(2) . . . . ?
O3 Ni1 O1 S1 124.9(2) . . . . ?
O2 Ni1 O1 S1 38.7(2) . . . . ?
N2 Ni1 O1 S1 -135.5(2) . . . . ?
C9 S2 O2 Ni1 118.8(3) . . . . ?
C10 S2 O2 Ni1 -138.4(3) . . . . ?
O4 Ni1 O2 S2 51.8(2) . . . . ?
O1 Ni1 O2 S2 -131.9(2) . . . . ?
N1 Ni1 O2 S2 -37.6(2) . . . . ?
O3 Ni1 O2 S2 139.5(2) . . . . ?
N2 Ni1 O2 S2 -26.3(14) . . . . ?
C11 S3 O3 Ni1 -98.6(4) . . . . ?
C12 S3 O3 Ni1 159.8(3) . . . . ?
O4 Ni1 O3 S3 141.1(2) . . . . ?
O1 Ni1 O3 S3 -42.2(2) . . . . ?
N1 Ni1 O3 S3 99(2) . . . . ?
O2 Ni1 O3 S3 47.3(2) . . . . ?
N2 Ni1 O3 S3 -134.2(2) . . . . ?
C13 S4 O4 Ni1 -156.2(3) . . . . ?
C14 S4 O4 Ni1 101.0(3) . . . . ?
O1 Ni1 O4 S4 -92.3(14) . . . . ?
N1 Ni1 O4 S4 128.7(3) . . . . ?
O3 Ni1 O4 S4 -48.8(2) . . . . ?
O2 Ni1 O4 S4 37.2(2) . . . . ?
N2 Ni1 O4 S4 -148.7(2) . . . . ?
Ni1 N1 C1 C2 -42.5(5) . . . . ?
N1 C1 C2 N2 59.2(5) . . . . ?
C3 N2 C2 C1 81.1(5) . . . . ?
C6 N2 C2 C1 -164.2(4) . . . . ?
Ni1 N2 C2 C1 -42.0(4) . . . . ?
C6 N2 C3 C4 61.8(5) . . . . ?
C2 N2 C3 C4 175.3(4) . . . . ?
Ni1 N2 C3 C4 -69.9(5) . . . . ?
N2 C3 C4 N3 -60.9(5) . . . . ?
C5 N3 C4 C3 55.5(5) . . . . ?
C4 N3 C5 C6 -54.0(5) . . . . ?
N3 C5 C6 N2 58.0(5) . . . . ?
C3 N2 C6 C5 -60.1(5) . . . . ?
C2 N2 C6 C5 -177.0(4) . . . . ?
Ni1 N2 C6 C5 70.9(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.484
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.058
####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_sm142
_database_code_depnum_ccdc_archive 'CCDC 995060'
_audit_update_record             
;
2014-04-02 deposited with the CCDC.
2014-12-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H21 Cl N3 Ni O5'
_chemical_formula_weight         429.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P b c a'

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

_cell_length_a                   10.1342(2)
_cell_length_b                   17.1147(3)
_cell_length_c                   21.5781(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3742.59(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    10112
_cell_measurement_theta_min      3.2932
_cell_measurement_theta_max      72.0343

_exptl_crystal_description       block
_exptl_crystal_colour            ORANGE
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1784
_exptl_absorpt_coefficient_mu    3.098
_exptl_absorpt_correction_T_min  0.4280
_exptl_absorpt_correction_T_max  0.5624
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET)
(compiled Oct 18 2006,16:28:17)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Micro-Focus (Cu) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'OXFORD DIFFRACTION SUPER NOVA'
_diffrn_measurement_method       ω/q-scan
_diffrn_detector_area_resol_mean 15.9948
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            26518
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_av_sigmaI/netI    0.0118
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         4.10
_diffrn_reflns_theta_max         72.18
_reflns_number_total             3684
_reflns_number_gt                3019
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  Shelx97

_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)+(0.0810P)²+1.5916P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3684
_refine_ls_number_parameters     273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0469
_refine_ls_wR_factor_ref         0.1490
_refine_ls_wR_factor_gt          0.1400
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_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 1.00182(4) 0.24728(2) 0.17097(2) 0.05460(18) Uani 1 1 d . . .
O1 O 0.93443(19) 0.19946(10) 0.23883(8) 0.0619(4) Uani 1 1 d . . .
N1 N 0.9246(2) 0.18557(13) 0.11198(10) 0.0621(5) Uani 1 1 d . . .
N2 N 1.0834(2) 0.30416(15) 0.10683(11) 0.0691(6) Uani 1 1 d . . .
N3 N 1.0843(2) 0.33359(13) 0.21396(11) 0.0682(6) Uani 1 1 d . . .
C1 C 0.8598(2) 0.13762(14) 0.23701(12) 0.0582(6) Uani 1 1 d . . .
C2 C 0.8195(3) 0.10121(16) 0.18353(14) 0.0686(7) Uani 1 1 d . . .
H2 H 0.7689 0.0548 0.1879 0.082 Uiso 1 1 calc R . .
C3 C 0.8469(3) 0.12672(16) 0.12282(14) 0.0678(7) Uani 1 1 d . . .
C4 C 0.7818(4) 0.0828(2) 0.07026(18) 0.1026(12) Uani 1 1 d . . .
H4A H 0.7245 0.1184 0.0470 0.154 Uiso 1 1 calc R . .
H4B H 0.7289 0.0398 0.0871 0.154 Uiso 1 1 calc R . .
H4C H 0.8497 0.0616 0.0426 0.154 Uiso 1 1 calc R . .
C5 C 0.9429(4) 0.2165(2) 0.04901(14) 0.0855(9) Uani 1 1 d . . .
H5A H 0.8678 0.2507 0.0379 0.103 Uiso 1 1 calc R . .
H5B H 0.9464 0.1730 0.0189 0.103 Uiso 1 1 calc R . .
C6 C 1.0677(5) 0.2617(3) 0.04663(16) 0.0989(12) Uani 1 1 d . . .
H6A H 1.0650 0.2995 0.0119 0.119 Uiso 1 1 calc R . .
H6B H 1.1433 0.2260 0.0400 0.119 Uiso 1 1 calc R . .
C7 C 1.2231(3) 0.3119(2) 0.12469(16) 0.0830(9) Uani 1 1 d . . .
H7A H 1.2660 0.3538 0.1004 0.100 Uiso 1 1 calc R . .
H7B H 1.2708 0.2623 0.1171 0.100 Uiso 1 1 calc R . .
C8 C 1.2247(3) 0.3319(2) 0.19343(16) 0.0816(9) Uani 1 1 d . . .
H8A H 1.2746 0.2919 0.2169 0.098 Uiso 1 1 calc R . .
H8B H 1.2667 0.3834 0.2002 0.098 Uiso 1 1 calc R . .
C9 C 1.0213(3) 0.3816(2) 0.11278(16) 0.0795(9) Uani 1 1 d . . .
H9A H 0.9304 0.3806 0.0960 0.095 Uiso 1 1 calc R . .
H9B H 1.0728 0.4213 0.0898 0.095 Uiso 1 1 calc R . .
C10 C 1.0192(3) 0.40059(19) 0.18108(18) 0.0826(9) Uani 1 1 d . . .
H10A H 1.0678 0.4497 0.1891 0.099 Uiso 1 1 calc R . .
H10B H 0.9273 0.4070 0.1957 0.099 Uiso 1 1 calc R . .
C11 C 0.8210(3) 0.10828(14) 0.29920(13) 0.0636(7) Uani 1 1 d . . .
C12 C 0.7034(3) 0.06865(17) 0.30916(18) 0.0821(9) Uani 1 1 d . . .
H12 H 0.6458 0.0588 0.2753 0.099 Uiso 1 1 calc R . .
C13 C 0.6691(4) 0.0433(2) 0.3679(3) 0.1046(14) Uani 1 1 d . . .
H13 H 0.5889 0.0156 0.3740 0.126 Uiso 1 1 calc R . .
C14 C 0.7497(5) 0.0578(2) 0.4170(2) 0.1102(15) Uani 1 1 d . . .
H14 H 0.7248 0.0409 0.4572 0.132 Uiso 1 1 calc R . .
C15 C 0.8682(5) 0.0973(2) 0.40853(17) 0.1008(12) Uani 1 1 d . . .
H15 H 0.9251 0.1067 0.4427 0.121 Uiso 1 1 calc R . .
C16 C 0.9024(4) 0.12288(18) 0.34973(15) 0.0795(9) Uani 1 1 d . . .
H16 H 0.9825 0.1507 0.3439 0.095 Uiso 1 1 calc R . .
Cl1 Cl 0.61331(8) 0.35399(5) 0.10991(4) 0.0829(3) Uani 1 1 d . . .
O111 O 0.7040(7) 0.3555(9) 0.0602(5) 0.167(6) Uani 0.476(8) 1 d P A 1
O222 O 0.5184(8) 0.4019(6) 0.0752(5) 0.140(4) Uani 0.476(8) 1 d P A 1
O333 O 0.552(2) 0.2896(10) 0.1183(10) 0.256(12) Uani 0.476(8) 1 d P A 1
O444 O 0.6720(14) 0.4021(5) 0.1501(5) 0.167(5) Uani 0.476(8) 1 d P A 1
O11A O 0.645(3) 0.3913(9) 0.0638(5) 0.298(12) Uani 0.524(8) 1 d P A 2
O22A O 0.7128(7) 0.3498(12) 0.1583(4) 0.228(8) Uani 0.524(8) 1 d P A 2
O33A O 0.6029(18) 0.2744(7) 0.0945(6) 0.177(7) Uani 0.524(8) 1 d P A 2
O44A O 0.5113(6) 0.3713(7) 0.1518(4) 0.156(4) Uani 0.524(8) 1 d P A 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
Ni1 O1 1.8112(17) . ?
Ni1 N1 1.830(2) . ?
Ni1 N2 1.883(2) . ?
Ni1 N3 1.934(2) . ?
O1 C1 1.302(3) . ?
N1 C3 1.300(4) . ?
N1 C5 1.470(4) . ?
N2 C7 1.473(4) . ?
N2 C9 1.473(4) . ?
N2 C6 1.497(4) . ?
N3 C8 1.490(4) . ?
N3 C10 1.501(4) . ?
C1 C2 1.373(4) . ?
C1 C11 1.486(4) . ?
C2 C3 1.408(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.513(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.483(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.522(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.509(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.388(4) . ?
C11 C16 1.390(4) . ?
C12 C13 1.384(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.360(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.390(7) . ?
C14 H14 0.9500 . ?
C15 C16 1.386(5) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
Cl1 O11A 1.224(8) . ?
Cl1 O333 1.276(10) . ?
Cl1 O444 1.336(8) . ?
Cl1 O44A 1.405(6) . ?
Cl1 O33A 1.406(11) . ?
Cl1 O111 1.413(9) . ?
Cl1 O22A 1.453(7) . ?
Cl1 O222 1.469(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni1 N1 98.07(9) . . ?
O1 Ni1 N2 173.34(9) . . ?
N1 Ni1 N2 88.56(11) . . ?
O1 Ni1 N3 96.92(9) . . ?
N1 Ni1 N3 163.59(10) . . ?
N2 Ni1 N3 76.58(10) . . ?
C1 O1 Ni1 124.22(16) . . ?
C3 N1 C5 121.5(2) . . ?
C3 N1 Ni1 125.54(19) . . ?
C5 N1 Ni1 112.4(2) . . ?
C7 N2 C9 107.9(3) . . ?
C7 N2 C6 111.9(3) . . ?
C9 N2 C6 117.8(3) . . ?
C7 N2 Ni1 106.02(18) . . ?
C9 N2 Ni1 102.32(18) . . ?
C6 N2 Ni1 109.9(2) . . ?
C8 N3 C10 107.1(2) . . ?
C8 N3 Ni1 104.8(2) . . ?
C10 N3 Ni1 99.60(18) . . ?
O1 C1 C2 124.5(2) . . ?
O1 C1 C11 113.7(2) . . ?
C2 C1 C11 121.8(2) . . ?
C1 C2 C3 125.6(3) . . ?
C1 C2 H2 117.2 . . ?
C3 C2 H2 117.2 . . ?
N1 C3 C2 121.8(2) . . ?
N1 C3 C4 121.0(3) . . ?
C2 C3 C4 117.2(3) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C6 109.1(3) . . ?
N1 C5 H5A 109.9 . . ?
C6 C5 H5A 109.9 . . ?
N1 C5 H5B 109.9 . . ?
C6 C5 H5B 109.9 . . ?
H5A C5 H5B 108.3 . . ?
C5 C6 N2 108.3(3) . . ?
C5 C6 H6A 110.0 . . ?
N2 C6 H6A 110.0 . . ?
C5 C6 H6B 110.0 . . ?
N2 C6 H6B 110.0 . . ?
H6A C6 H6B 108.4 . . ?
N2 C7 C8 106.6(2) . . ?
N2 C7 H7A 110.4 . . ?
C8 C7 H7A 110.4 . . ?
N2 C7 H7B 110.4 . . ?
C8 C7 H7B 110.4 . . ?
H7A C7 H7B 108.6 . . ?
N3 C8 C7 106.5(2) . . ?
N3 C8 H8A 110.4 . . ?
C7 C8 H8A 110.4 . . ?
N3 C8 H8B 110.4 . . ?
C7 C8 H8B 110.4 . . ?
H8A C8 H8B 108.6 . . ?
N2 C9 C10 106.5(2) . . ?
N2 C9 H9A 110.4 . . ?
C10 C9 H9A 110.4 . . ?
N2 C9 H9B 110.4 . . ?
C10 C9 H9B 110.4 . . ?
H9A C9 H9B 108.6 . . ?
N3 C10 C9 106.9(3) . . ?
N3 C10 H10A 110.3 . . ?
C9 C10 H10A 110.3 . . ?
N3 C10 H10B 110.3 . . ?
C9 C10 H10B 110.3 . . ?
H10A C10 H10B 108.6 . . ?
C12 C11 C16 118.4(3) . . ?
C12 C11 C1 122.1(3) . . ?
C16 C11 C1 119.4(2) . . ?
C13 C12 C11 120.7(4) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C14 C13 C12 120.3(4) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 120.4(4) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C16 C15 C14 119.3(4) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C15 C16 C11 120.8(3) . . ?
C15 C16 H16 119.6 . . ?
C11 C16 H16 119.6 . . ?
O11A Cl1 O333 133.8(12) . . ?
O11A Cl1 O444 95.2(8) . . ?
O333 Cl1 O444 130.9(11) . . ?
O11A Cl1 O44A 127.1(13) . . ?
O333 Cl1 O44A 74.6(11) . . ?
O444 Cl1 O44A 77.2(7) . . ?
O11A Cl1 O33A 109.4(9) . . ?
O333 Cl1 O33A 33.0(12) . . ?
O444 Cl1 O33A 141.7(8) . . ?
O44A Cl1 O33A 107.6(8) . . ?
O11A Cl1 O111 37.3(13) . . ?
O333 Cl1 O111 116.0(12) . . ?
O444 Cl1 O111 101.1(8) . . ?
O44A Cl1 O111 164.4(7) . . ?
O33A Cl1 O111 83.5(8) . . ?
O11A Cl1 O22A 115.4(12) . . ?
O333 Cl1 O22A 101.0(12) . . ?
O444 Cl1 O22A 41.8(7) . . ?
O44A Cl1 O22A 93.3(5) . . ?
O33A Cl1 O22A 100.1(11) . . ?
O111 Cl1 O22A 95.5(5) . . ?
O11A Cl1 O222 57.6(12) . . ?
O333 Cl1 O222 103.7(11) . . ?
O444 Cl1 O222 106.2(5) . . ?
O44A Cl1 O222 74.3(5) . . ?
O33A Cl1 O222 111.7(8) . . ?
O111 Cl1 O222 91.6(6) . . ?
O22A Cl1 O222 148.0(8) . . ?

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 O1 C1 2.8(2) . . . . ?
N2 Ni1 O1 C1 -171.9(8) . . . . ?
N3 Ni1 O1 C1 176.1(2) . . . . ?
O1 Ni1 N1 C3 -0.2(2) . . . . ?
N2 Ni1 N1 C3 179.2(2) . . . . ?
N3 Ni1 N1 C3 -155.9(3) . . . . ?
O1 Ni1 N1 C5 171.0(2) . . . . ?
N2 Ni1 N1 C5 -9.6(2) . . . . ?
N3 Ni1 N1 C5 15.3(5) . . . . ?
O1 Ni1 N2 C7 42.0(9) . . . . ?
N1 Ni1 N2 C7 -132.7(2) . . . . ?
N3 Ni1 N2 C7 54.3(2) . . . . ?
O1 Ni1 N2 C9 -71.0(9) . . . . ?
N1 Ni1 N2 C9 114.3(2) . . . . ?
N3 Ni1 N2 C9 -58.63(19) . . . . ?
O1 Ni1 N2 C6 163.1(8) . . . . ?
N1 Ni1 N2 C6 -11.6(2) . . . . ?
N3 Ni1 N2 C6 175.4(3) . . . . ?
O1 Ni1 N3 C8 125.74(18) . . . . ?
N1 Ni1 N3 C8 -78.5(4) . . . . ?
N2 Ni1 N3 C8 -52.83(18) . . . . ?
O1 Ni1 N3 C10 -123.59(18) . . . . ?
N1 Ni1 N3 C10 32.2(4) . . . . ?
N2 Ni1 N3 C10 57.84(18) . . . . ?
Ni1 O1 C1 C2 -1.5(4) . . . . ?
Ni1 O1 C1 C11 178.12(16) . . . . ?
O1 C1 C2 C3 -3.2(5) . . . . ?
C11 C1 C2 C3 177.2(3) . . . . ?
C5 N1 C3 C2 -174.1(3) . . . . ?
Ni1 N1 C3 C2 -3.7(4) . . . . ?
C5 N1 C3 C4 5.8(4) . . . . ?
Ni1 N1 C3 C4 176.2(3) . . . . ?
C1 C2 C3 N1 6.0(5) . . . . ?
C1 C2 C3 C4 -173.9(3) . . . . ?
C3 N1 C5 C6 -159.7(3) . . . . ?
Ni1 N1 C5 C6 28.7(4) . . . . ?
N1 C5 C6 N2 -37.0(4) . . . . ?
C7 N2 C6 C5 147.1(3) . . . . ?
C9 N2 C6 C5 -87.0(4) . . . . ?
Ni1 N2 C6 C5 29.6(4) . . . . ?
C9 N2 C7 C8 66.1(3) . . . . ?
C6 N2 C7 C8 -162.8(3) . . . . ?
Ni1 N2 C7 C8 -43.0(3) . . . . ?
C10 N3 C8 C7 -65.7(3) . . . . ?
Ni1 N3 C8 C7 39.5(3) . . . . ?
N2 C7 C8 N3 1.1(3) . . . . ?
C7 N2 C9 C10 -67.5(3) . . . . ?
C6 N2 C9 C10 164.7(3) . . . . ?
Ni1 N2 C9 C10 44.0(3) . . . . ?
C8 N3 C10 C9 64.5(3) . . . . ?
Ni1 N3 C10 C9 -44.3(2) . . . . ?
N2 C9 C10 N3 1.4(3) . . . . ?
O1 C1 C11 C12 151.0(2) . . . . ?
C2 C1 C11 C12 -29.4(4) . . . . ?
O1 C1 C11 C16 -26.9(4) . . . . ?
C2 C1 C11 C16 152.7(3) . . . . ?
C16 C11 C12 C13 -1.0(4) . . . . ?
C1 C11 C12 C13 -178.8(3) . . . . ?
C11 C12 C13 C14 0.9(5) . . . . ?
C12 C13 C14 C15 -0.9(6) . . . . ?
C13 C14 C15 C16 1.1(6) . . . . ?
C14 C15 C16 C11 -1.1(5) . . . . ?
C12 C11 C16 C15 1.1(5) . . . . ?
C1 C11 C16 C15 179.0(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        72.18
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.477
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.054
####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_sm155b
_database_code_depnum_ccdc_archive 'CCDC 995061'
_audit_update_record             
;
2014-11-05 deposited with the CCDC.
2014-12-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H19 N6 Ni O S3'
_chemical_formula_weight         394.19

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1250 0.1230 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3390 1.1120 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthrhombic
_symmetry_space_group_name_H-M   'P c a 21'

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

_cell_length_a                   15.8598(3)
_cell_length_b                   9.9515(2)
_cell_length_c                   10.9722(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1731.73(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9450
_cell_measurement_theta_min      3.7620
_cell_measurement_theta_max      31.1710

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.512
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             820
_exptl_absorpt_coefficient_mu    1.488
_exptl_absorpt_correction_T_min  0.6394
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET)
(compiled Oct 18 2006,16:28:17)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Micro-Focus (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'OXFORD DIFFRACTION SUPER NOVA'
_diffrn_measurement_method       ω/q-scan
_diffrn_detector_area_resol_mean 15.9948
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12554
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.05
_diffrn_reflns_theta_max         24.99
_reflns_number_total             3023
_reflns_number_gt                2951
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  Shelx97

_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)+(0.0393P)²+0.2449P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.007(12)
_refine_ls_number_reflns         3023
_refine_ls_number_parameters     222
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0252
_refine_ls_R_factor_gt           0.0243
_refine_ls_wR_factor_ref         0.0634
_refine_ls_wR_factor_gt          0.0624
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.002
_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 1.049574(18) 0.15868(3) -0.00123(3) 0.02974(9) Uani 1 1 d . A .
S1 S 1.24178(5) 0.48598(8) -0.16670(7) 0.04773(19) Uani 1 1 d . . .
S2 S 0.87543(5) 0.26659(9) -0.34712(8) 0.0562(2) Uani 1 1 d . . .
S3 S 0.84883(4) -0.18964(7) 0.10311(6) 0.03955(16) Uani 1 1 d . . .
N1 N 1.13236(17) 0.3127(3) -0.0429(2) 0.0445(6) Uani 1 1 d . . .
N2 N 0.97484(16) 0.2184(3) -0.1427(2) 0.0447(6) Uani 1 1 d . . .
N3 N 0.96940(14) 0.0005(3) 0.0332(2) 0.0405(5) Uani 1 1 d . . .
N4 N 0.99212(17) 0.2755(3) 0.1543(2) 0.0441(6) Uani 1 1 d . . .
N5 N 0.86399(16) 0.4591(3) 0.0696(2) 0.0563(7) Uani 1 1 d . A .
H5 H 0.8250 0.5218 0.0728 0.068 Uiso 1 1 calc R . .
N6 N 1.12962(16) 0.0920(3) 0.1338(2) 0.0364(5) Uani 1 1 d . . .
C1 C 1.17789(16) 0.3840(3) -0.0941(2) 0.0341(6) Uani 1 1 d . . .
C2 C 0.93335(17) 0.2372(3) -0.2271(3) 0.0349(6) Uani 1 1 d . . .
C3 C 0.92016(15) -0.0787(3) 0.0618(2) 0.0312(5) Uani 1 1 d . . .
C4 C 1.00502(19) 0.4202(3) 0.1514(3) 0.0530(8) Uani 1 1 d . A .
H4A H 1.0657 0.4393 0.1396 0.064 Uiso 1 1 calc R . .
H4B H 0.9878 0.4592 0.2306 0.064 Uiso 1 1 calc R . .
C5 C 0.9562(2) 0.4849(3) 0.0522(3) 0.0551(8) Uani 1 1 d . . .
H5A H 0.9745 0.4485 -0.0275 0.066 Uiso 1 1 calc R A .
H5B H 0.9669 0.5829 0.0524 0.066 Uiso 1 1 calc R . .
C6 C 0.84780(19) 0.3133(4) 0.0806(4) 0.0676(11) Uani 1 1 d . . .
H6A H 0.8597 0.2690 0.0017 0.081 Uiso 1 1 calc R A .
H6B H 0.7876 0.2984 0.1005 0.081 Uiso 1 1 calc R . .
C7 C 0.9015(3) 0.2522(3) 0.1775(4) 0.0656(12) Uani 1 1 d . A .
H7A H 0.8862 0.2912 0.2574 0.079 Uiso 1 1 calc R . .
H7B H 0.8907 0.1543 0.1810 0.079 Uiso 1 1 calc R . .
C111 C 1.1946(2) -0.0243(4) -0.1161(3) 0.0558(8) Uani 1 1 d . A .
H11A H 1.2356 0.0402 -0.0836 0.084 Uiso 1 1 calc R . .
H11B H 1.2157 -0.0612 -0.1931 0.084 Uiso 1 1 calc R . .
H11C H 1.1866 -0.0974 -0.0573 0.084 Uiso 1 1 calc R . .
O111 O 1.11649(14) 0.0416(2) -0.13656(19) 0.0428(5) Uani 1 1 d . . .
C8A C 1.0258(5) 0.2011(8) 0.2627(4) 0.042(2) Uani 0.637(17) 1 d P A 1
H8A1 H 0.9966 0.1137 0.2712 0.050 Uiso 0.637(17) 1 calc PR A 1
H8A2 H 1.0161 0.2540 0.3378 0.050 Uiso 0.637(17) 1 calc PR A 1
C9A C 1.1191(6) 0.1790(9) 0.2439(6) 0.0424(17) Uani 0.637(17) 1 d P A 1
H9A1 H 1.1481 0.2661 0.2316 0.051 Uiso 0.637(17) 1 calc PR A 1
H9A2 H 1.1439 0.1345 0.3163 0.051 Uiso 0.637(17) 1 calc PR A 1
C8B C 1.0674(10) 0.2605(17) 0.2500(10) 0.053(4) Uani 0.363(17) 1 d P A 2
H8B1 H 1.1156 0.3176 0.2254 0.063 Uiso 0.363(17) 1 calc PR A 2
H8B2 H 1.0485 0.2889 0.3320 0.063 Uiso 0.363(17) 1 calc PR A 2
C9B C 1.0928(10) 0.118(2) 0.2519(9) 0.047(4) Uani 0.363(17) 1 d P A 2
H9B1 H 1.1344 0.1018 0.3174 0.057 Uiso 0.363(17) 1 calc PR A 2
H9B2 H 1.0432 0.0596 0.2657 0.057 Uiso 0.363(17) 1 calc PR A 2
H101 H 1.123(2) 0.096(4) -0.189(3) 0.052(11) Uiso 1 1 d . . .
H2N H 1.118(2) 0.012(4) 0.134(3) 0.039(9) Uiso 1 1 d . . .
H1N H 1.177(2) 0.112(3) 0.119(3) 0.038(8) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 N2 2.042(2) . ?
Ni1 N3 2.059(2) . ?
Ni1 N6 2.061(2) . ?
Ni1 N1 2.070(3) . ?
Ni1 O111 2.165(2) . ?
Ni1 N4 2.257(2) . ?
S1 C1 1.641(3) . ?
S2 C2 1.632(3) . ?
S3 C3 1.644(3) . ?
N1 C1 1.158(4) . ?
N2 C2 1.151(4) . ?
N3 C3 1.153(3) . ?
N4 C4 1.455(4) . ?
N4 C7 1.477(5) . ?
N4 C8A 1.499(5) . ?
N4 C8B 1.596(9) . ?
N5 C6 1.478(5) . ?
N5 C5 1.496(4) . ?
N5 H5 0.8800 . ?
N6 C9B 1.445(11) . ?
N6 C9A 1.496(7) . ?
N6 H2N 0.82(4) . ?
N6 H1N 0.80(3) . ?
C4 C5 1.483(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.492(6) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C111 O111 1.420(4) . ?
C111 H11A 0.9800 . ?
C111 H11B 0.9800 . ?
C111 H11C 0.9800 . ?
O111 H101 0.80(4) . ?
C8A C9A 1.510(14) . ?
C8A H8A1 0.9900 . ?
C8A H8A2 0.9900 . ?
C9A H9A1 0.9900 . ?
C9A H9A2 0.9900 . ?
C8B C9B 1.47(3) . ?
C8B H8B1 0.9900 . ?
C8B H8B2 0.9900 . ?
C9B H9B1 0.9900 . ?
C9B H9B2 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Ni1 N3 90.22(10) . . ?
N2 Ni1 N6 176.40(10) . . ?
N3 Ni1 N6 90.12(11) . . ?
N2 Ni1 N1 89.12(10) . . ?
N3 Ni1 N1 177.29(10) . . ?
N6 Ni1 N1 90.38(11) . . ?
N2 Ni1 O111 85.40(10) . . ?
N3 Ni1 O111 90.98(9) . . ?
N6 Ni1 O111 91.01(9) . . ?
N1 Ni1 O111 86.35(10) . . ?
N2 Ni1 N4 101.00(9) . . ?
N3 Ni1 N4 90.33(10) . . ?
N6 Ni1 N4 82.59(10) . . ?
N1 Ni1 N4 92.38(10) . . ?
O111 Ni1 N4 173.47(9) . . ?
C1 N1 Ni1 163.1(2) . . ?
C2 N2 Ni1 172.2(3) . . ?
C3 N3 Ni1 172.3(2) . . ?
C4 N4 C7 107.2(2) . . ?
C4 N4 C8A 117.1(4) . . ?
C7 N4 C8A 97.6(4) . . ?
C4 N4 C8B 90.1(7) . . ?
C7 N4 C8B 126.8(7) . . ?
C8A N4 C8B 33.5(5) . . ?
C4 N4 Ni1 115.87(19) . . ?
C7 N4 Ni1 116.2(2) . . ?
C8A N4 Ni1 101.6(2) . . ?
C8B N4 Ni1 98.4(4) . . ?
C6 N5 C5 110.4(2) . . ?
C6 N5 H5 124.8 . . ?
C5 N5 H5 124.8 . . ?
C9B N6 C9A 29.1(6) . . ?
C9B N6 Ni1 109.7(5) . . ?
C9A N6 Ni1 109.0(3) . . ?
C9B N6 H2N 94(3) . . ?
C9A N6 H2N 122(2) . . ?
Ni1 N6 H2N 100(2) . . ?
C9B N6 H1N 121(2) . . ?
C9A N6 H1N 97(2) . . ?
Ni1 N6 H1N 111(2) . . ?
H2N N6 H1N 117(3) . . ?
N1 C1 S1 179.5(3) . . ?
N2 C2 S2 178.9(3) . . ?
N3 C3 S3 179.1(3) . . ?
N4 C4 C5 111.9(3) . . ?
N4 C4 H4A 109.2 . . ?
C5 C4 H4A 109.2 . . ?
N4 C4 H4B 109.2 . . ?
C5 C4 H4B 109.2 . . ?
H4A C4 H4B 107.9 . . ?
C4 C5 N5 110.0(3) . . ?
C4 C5 H5A 109.7 . . ?
N5 C5 H5A 109.7 . . ?
C4 C5 H5B 109.7 . . ?
N5 C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?
N5 C6 C7 111.1(3) . . ?
N5 C6 H6A 109.4 . . ?
C7 C6 H6A 109.4 . . ?
N5 C6 H6B 109.4 . . ?
C7 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
N4 C7 C6 111.7(3) . . ?
N4 C7 H7A 109.3 . . ?
C6 C7 H7A 109.3 . . ?
N4 C7 H7B 109.3 . . ?
C6 C7 H7B 109.3 . . ?
H7A C7 H7B 107.9 . . ?
O111 C111 H11A 109.5 . . ?
O111 C111 H11B 109.5 . . ?
H11A C111 H11B 109.5 . . ?
O111 C111 H11C 109.5 . . ?
H11A C111 H11C 109.5 . . ?
H11B C111 H11C 109.5 . . ?
C111 O111 Ni1 124.59(18) . . ?
C111 O111 H101 109(3) . . ?
Ni1 O111 H101 101(3) . . ?
N4 C8A C9A 108.3(6) . . ?
N4 C8A H8A1 110.0 . . ?
C9A C8A H8A1 110.0 . . ?
N4 C8A H8A2 110.0 . . ?
C9A C8A H8A2 110.0 . . ?
H8A1 C8A H8A2 108.4 . . ?
N6 C9A C8A 107.7(7) . . ?
N6 C9A H9A1 110.2 . . ?
C8A C9A H9A1 110.2 . . ?
N6 C9A H9A2 110.2 . . ?
C8A C9A H9A2 110.2 . . ?
H9A1 C9A H9A2 108.5 . . ?
C9B C8B N4 107.7(12) . . ?
C9B C8B H8B1 110.2 . . ?
N4 C8B H8B1 110.2 . . ?
C9B C8B H8B2 110.2 . . ?
N4 C8B H8B2 110.2 . . ?
H8B1 C8B H8B2 108.5 . . ?
N6 C9B C8B 105.8(14) . . ?
N6 C9B H9B1 110.6 . . ?
C8B C9B H9B1 110.6 . . ?
N6 C9B H9B2 110.6 . . ?
C8B C9B H9B2 110.6 . . ?
H9B1 C9B H9B2 108.7 . . ?

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
N2 Ni1 N1 C1 -54.1(8) . . . . ?
N3 Ni1 N1 C1 22(3) . . . . ?
N6 Ni1 N1 C1 122.3(8) . . . . ?
O111 Ni1 N1 C1 31.4(8) . . . . ?
N4 Ni1 N1 C1 -155.1(8) . . . . ?
N3 Ni1 N2 C2 -51.4(18) . . . . ?
N6 Ni1 N2 C2 44(3) . . . . ?
N1 Ni1 N2 C2 125.9(18) . . . . ?
O111 Ni1 N2 C2 39.5(18) . . . . ?
N4 Ni1 N2 C2 -141.8(17) . . . . ?
N2 Ni1 N3 C3 -93.7(17) . . . . ?
N6 Ni1 N3 C3 89.9(17) . . . . ?
N1 Ni1 N3 C3 -169.6(19) . . . . ?
O111 Ni1 N3 C3 -179(100) . . . . ?
N4 Ni1 N3 C3 7.3(17) . . . . ?
N2 Ni1 N4 C4 -69.7(2) . . . . ?
N3 Ni1 N4 C4 -160.0(2) . . . . ?
N6 Ni1 N4 C4 110.0(2) . . . . ?
N1 Ni1 N4 C4 19.9(2) . . . . ?
O111 Ni1 N4 C4 98.5(8) . . . . ?
N2 Ni1 N4 C7 57.6(2) . . . . ?
N3 Ni1 N4 C7 -32.7(2) . . . . ?
N6 Ni1 N4 C7 -122.8(2) . . . . ?
N1 Ni1 N4 C7 147.1(2) . . . . ?
O111 Ni1 N4 C7 -134.2(8) . . . . ?
N2 Ni1 N4 C8A 162.2(4) . . . . ?
N3 Ni1 N4 C8A 71.9(4) . . . . ?
N6 Ni1 N4 C8A -18.2(4) . . . . ?
N1 Ni1 N4 C8A -108.3(4) . . . . ?
O111 Ni1 N4 C8A -29.6(10) . . . . ?
N2 Ni1 N4 C8B -164.0(8) . . . . ?
N3 Ni1 N4 C8B 105.8(8) . . . . ?
N6 Ni1 N4 C8B 15.7(8) . . . . ?
N1 Ni1 N4 C8B -74.4(8) . . . . ?
O111 Ni1 N4 C8B 4.2(12) . . . . ?
N2 Ni1 N6 C9B -168(2) . . . . ?
N3 Ni1 N6 C9B -72.9(10) . . . . ?
N1 Ni1 N6 C9B 109.8(10) . . . . ?
O111 Ni1 N6 C9B -163.9(10) . . . . ?
N4 Ni1 N6 C9B 17.4(10) . . . . ?
N2 Ni1 N6 C9A 160.9(19) . . . . ?
N3 Ni1 N6 C9A -103.8(5) . . . . ?
N1 Ni1 N6 C9A 78.9(5) . . . . ?
O111 Ni1 N6 C9A 165.3(5) . . . . ?
N4 Ni1 N6 C9A -13.4(5) . . . . ?
Ni1 N1 C1 S1 108(31) . . . . ?
Ni1 N2 C2 S2 -140(14) . . . . ?
Ni1 N3 C3 S3 28(17) . . . . ?
C7 N4 C4 C5 -61.4(3) . . . . ?
C8A N4 C4 C5 -169.8(4) . . . . ?
C8B N4 C4 C5 169.7(6) . . . . ?
Ni1 N4 C4 C5 70.2(3) . . . . ?
N4 C4 C5 N5 59.9(3) . . . . ?
C6 N5 C5 C4 -54.2(4) . . . . ?
C5 N5 C6 C7 53.3(4) . . . . ?
C4 N4 C7 C6 59.7(3) . . . . ?
C8A N4 C7 C6 -178.8(4) . . . . ?
C8B N4 C7 C6 163.3(7) . . . . ?
Ni1 N4 C7 C6 -71.8(3) . . . . ?
N5 C6 C7 N4 -57.2(4) . . . . ?
N2 Ni1 O111 C111 169.6(3) . . . . ?
N3 Ni1 O111 C111 -100.3(3) . . . . ?
N6 Ni1 O111 C111 -10.2(3) . . . . ?
N1 Ni1 O111 C111 80.1(3) . . . . ?
N4 Ni1 O111 C111 1.2(10) . . . . ?
C4 N4 C8A C9A -80.5(6) . . . . ?
C7 N4 C8A C9A 165.6(7) . . . . ?
C8B N4 C8A C9A -41.0(9) . . . . ?
Ni1 N4 C8A C9A 46.8(8) . . . . ?
C9B N6 C9A C8A -52.9(13) . . . . ?
Ni1 N6 C9A C8A 43.7(8) . . . . ?
N4 C8A C9A N6 -63.0(10) . . . . ?
C4 N4 C8B C9B -163.4(13) . . . . ?
C7 N4 C8B C9B 84.7(12) . . . . ?
C8A N4 C8B C9B 51.1(13) . . . . ?
Ni1 N4 C8B C9B -47.2(14) . . . . ?
C9A N6 C9B C8B 43.7(16) . . . . ?
Ni1 N6 C9B C8B -50.2(16) . . . . ?
N4 C8B C9B N6 67.4(18) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.272
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.047
