# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_06
_database_code_depnum_ccdc_archive 'CCDC 1823495'
_audit_update_record             
;
2018-02-11 deposited with the CCDC.
2018-09-10 downloaded from the CCDC.
;
_audit_creation_date             2016-12-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         
'C44 H34 Co2 N8 O14 S2, C28 H32 Co N8 O2, 7(H2 O)'
_chemical_formula_sum            'C72 H80 Co3 N16 O23 S2'
_chemical_formula_weight         1778.43
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.884(5)
_cell_length_b                   10.055(5)
_cell_length_c                   21.401(10)
_cell_angle_alpha                93.574(8)
_cell_angle_beta                 91.624(8)
_cell_angle_gamma                112.313(8)
_cell_volume                     1960.7(17)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    3326
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.59
_cell_measurement_theta_min      2.38
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.767
_exptl_absorpt_correction_T_max  0.68
_exptl_absorpt_correction_T_min  0.61
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.506
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             921
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.28
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_av_unetI/netI     0.0617
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            9774
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.196
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 6000 area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4968
_reflns_number_total             6757
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Nonius CAD4 software'
_computing_data_collection       'Nonius CAD4 software'
_computing_data_reduction        'XCAD (P.McArdle, 2000)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.189
_refine_diff_density_min         -0.552
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     529
_refine_ls_number_reflns         6757
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0702
_refine_ls_R_factor_gt           0.0487
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0694P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1226
_refine_ls_wR_factor_ref         0.1317
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All O(H,H) groups
2. Others
 Fixed Sof: O12(0.5) H12C(0.5) H12D(0.5)
3.a Riding coordinates:
 O8(H8A,H8B), O9(H9A,H9B), O10(H10A,H10B), O11(H11A,H11B), O12(H12C,H12D)
3.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C19(H19A,H19B), C29(H29A,H29B), C33(H33A,H33B)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C6(H6), C9(H9), C10(H10), C11(H11), C15(H15), C16(H16),
 C17(H17), C18(H18), C20(H20), C21(H21), C22(H22), C25(H25), C26(H26), C27(H27),
  C28(H28), C30(H30), C31(H31), C32(H32), C34(H34), C35(H35), C36(H36)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Co1 Co 0.55182(5) 0.67540(5) 0.55946(2) 0.02710(14) Uani 1 1 d . . . . .
Co2 Co 1.0000 1.0000 1.0000 0.03702(19) Uani 1 2 d S T P . .
S1 S 0.76747(11) 1.33045(13) 0.80623(4) 0.0470(3) Uani 1 1 d . . . . .
O1 O 0.5607(3) 0.8869(3) 0.56228(15) 0.0639(8) Uani 1 1 d . . . . .
O2 O 0.6517(4) 0.8508(3) 0.65123(17) 0.0734(10) Uani 1 1 d . . . . .
O3 O 0.5438(3) 1.3597(3) 0.52871(11) 0.0553(7) Uani 1 1 d . . . . .
O4 O 0.6004(3) 1.5288(3) 0.60735(11) 0.0430(6) Uani 1 1 d . . . . .
O5 O 0.8826(3) 1.2772(4) 0.81718(12) 0.0720(10) Uani 1 1 d . . . . .
O6 O 0.6449(3) 1.2717(4) 0.84525(11) 0.0689(9) Uani 1 1 d . . . . .
O7 O 0.8208(3) 1.4857(4) 0.80742(12) 0.0662(9) Uani 1 1 d . . . . .
O8 O 1.1673(3) 1.0169(3) 1.06904(11) 0.0520(7) Uani 1 1 d . . . . .
H8A H 1.1709 1.0288 1.1088 0.062 Uiso 1 1 d R . . . .
H8B H 1.2512 1.0678 1.0569 0.062 Uiso 1 1 d R . . . .
O9 O 1.1074(5) 1.0137(5) 1.19294(16) 0.1096(14) Uani 1 1 d . . . . .
H9A H 1.0894 0.9326 1.2078 0.131 Uiso 1 1 d R . . . .
H9B H 1.0411 1.0434 1.2041 0.131 Uiso 1 1 d R . . . .
O10 O 1.3328(4) 0.8487(5) 1.04493(16) 0.1041(14) Uani 1 1 d . . . . .
H10A H 1.3164 0.8082 1.0792 0.125 Uiso 1 1 d R . . . .
H10B H 1.2515 0.8460 1.0294 0.125 Uiso 1 1 d R . . . .
O11 O 0.8821(4) 1.7497(5) 0.7103(2) 0.1247(16) Uani 1 1 d . . . . .
H11A H 0.8141 1.7383 0.6827 0.150 Uiso 1 1 d R . . . .
H11B H 0.8670 1.6826 0.7348 0.150 Uiso 1 1 d R . . . .
O12 O 1.4771(9) 1.1673(10) 1.0433(4) 0.116(3) Uani 0.5 1 d . . . . .
H12C H 1.5567 1.1758 1.0266 0.139 Uiso 0.5 1 d R . . . .
H12D H 1.4418 1.0840 1.0570 0.139 Uiso 0.5 1 d R . . . .
N1 N 0.3454(3) 0.6029(3) 0.59834(12) 0.0356(7) Uani 1 1 d . . . . .
N2 N 0.1555(3) 0.4679(4) 0.64903(13) 0.0420(8) Uani 1 1 d . . . . .
N3 N 0.0696(3) 0.1642(4) 0.54613(13) 0.0457(8) Uani 1 1 d . . . . .
N4 N 0.2412(3) 0.2640(3) 0.48066(12) 0.0356(7) Uani 1 1 d . . . . .
N5 N 1.1874(3) 1.8351(3) 0.85251(13) 0.0399(7) Uani 1 1 d . . . . .
N6 N 1.1212(4) 1.9512(3) 0.92843(13) 0.0439(8) Uani 1 1 d . . . . .
N7 N 1.1682(4) 1.4421(3) 0.95434(13) 0.0437(8) Uani 1 1 d . . . . .
N8 N 1.1138(3) 1.2270(3) 0.98885(12) 0.0395(7) Uani 1 1 d . . . . .
C1 C 0.6311(4) 1.0777(4) 0.64352(16) 0.0345(8) Uani 1 1 d . . . . .
C2 C 0.6016(4) 1.1689(4) 0.60474(15) 0.0301(7) Uani 1 1 d . . . . .
H2 H 0.5702 1.1370 0.5631 0.036 Uiso 1 1 calc R . . . .
C3 C 0.6178(3) 1.3071(3) 0.62657(13) 0.0248(7) Uani 1 1 d . . . . .
C4 C 0.6659(3) 1.3553(3) 0.68868(13) 0.0272(7) Uani 1 1 d . . . . .
H4 H 0.6762 1.4475 0.7039 0.033 Uiso 1 1 calc R . . . .
C5 C 0.6983(3) 1.2656(4) 0.72787(14) 0.0301(7) Uani 1 1 d . . . . .
C6 C 0.6799(4) 1.1266(4) 0.70555(17) 0.0372(8) Uani 1 1 d . . . . .
H6 H 0.7003 1.0661 0.7321 0.045 Uiso 1 1 calc R . . . .
C7 C 0.5848(3) 1.4056(4) 0.58408(14) 0.0289(7) Uani 1 1 d . . . . .
C8 C 0.6142(4) 0.9277(4) 0.6169(2) 0.0499(11) Uani 1 1 d . . . . .
C9 C 0.2432(5) 0.6648(5) 0.60104(19) 0.0556(11) Uani 1 1 d . . . . .
H9 H 0.2525 0.7505 0.5840 0.067 Uiso 1 1 calc R . . . .
C10 C 0.1274(5) 0.5834(5) 0.6321(2) 0.0592(12) Uani 1 1 d . . . . .
H10 H 0.0444 0.6025 0.6402 0.071 Uiso 1 1 calc R . . . .
C11 C 0.2876(4) 0.4857(4) 0.62834(16) 0.0387(9) Uani 1 1 d . . . . .
H11 H 0.3336 0.4218 0.6345 0.046 Uiso 1 1 calc R . . . .
C12 C 0.0595(5) 0.3500(5) 0.68366(19) 0.0553(11) Uani 1 1 d . . . . .
H12A H -0.0336 0.3024 0.6600 0.066 Uiso 1 1 calc R . . . .
H12B H 0.0407 0.3894 0.7235 0.066 Uiso 1 1 calc R . . . .
C13 C 0.1258(4) 0.2414(4) 0.69530(16) 0.0431(9) Uani 1 1 d . . . . .
C14 C 0.0981(4) 0.1175(4) 0.65603(16) 0.0435(9) Uani 1 1 d . . . . .
C15 C 0.1726(5) 0.0289(5) 0.6684(2) 0.0610(12) Uani 1 1 d . . . . .
H15 H 0.1534 -0.0554 0.6429 0.073 Uiso 1 1 calc R . . . .
C16 C 0.2762(6) 0.0655(6) 0.7188(3) 0.0746(14) Uani 1 1 d . . . . .
H16 H 0.3283 0.0075 0.7262 0.090 Uiso 1 1 calc R . . . .
C17 C 0.3006(5) 0.1873(6) 0.7573(2) 0.0712(14) Uani 1 1 d . . . . .
H17 H 0.3697 0.2121 0.7908 0.085 Uiso 1 1 calc R . . . .
C18 C 0.2248(5) 0.2717(5) 0.74670(19) 0.0581(11) Uani 1 1 d . . . . .
H18 H 0.2393 0.3515 0.7744 0.070 Uiso 1 1 calc R . . . .
C19 C -0.0045(4) 0.0793(5) 0.59816(17) 0.0596(12) Uani 1 1 d . . . . .
H19A H -0.0356 -0.0228 0.5857 0.072 Uiso 1 1 calc R . . . .
H19B H -0.0908 0.0992 0.6074 0.072 Uiso 1 1 calc R . . . .
C20 C 0.0227(5) 0.2490(5) 0.5116(2) 0.0592(12) Uani 1 1 d . . . . .
H20 H -0.0650 0.2624 0.5148 0.071 Uiso 1 1 calc R . . . .
C21 C 0.1283(4) 0.3103(5) 0.47147(18) 0.0518(10) Uani 1 1 d . . . . .
H21 H 0.1251 0.3739 0.4422 0.062 Uiso 1 1 calc R . . . .
C22 C 0.2009(4) 0.1773(4) 0.52603(16) 0.0402(9) Uani 1 1 d . . . . .
H22 H 0.2572 0.1304 0.5424 0.048 Uiso 1 1 calc R . . . .
C23 C 1.2934(4) 1.5819(4) 0.86598(16) 0.0398(9) Uani 1 1 d . . . . .
C24 C 1.2942(4) 1.6628(4) 0.81482(16) 0.0408(9) Uani 1 1 d . . . . .
C25 C 1.4044(5) 1.6923(5) 0.77290(19) 0.0589(12) Uani 1 1 d . . . . .
H25 H 1.4043 1.7469 0.7394 0.071 Uiso 1 1 calc R . . . .
C26 C 1.5138(5) 1.6411(6) 0.7808(2) 0.0703(14) Uani 1 1 d . . . . .
H26 H 1.5862 1.6595 0.7520 0.084 Uiso 1 1 calc R . . . .
C27 C 1.5170(5) 1.5634(6) 0.8306(2) 0.0691(14) Uani 1 1 d . . . . .
H27 H 1.5928 1.5312 0.8362 0.083 Uiso 1 1 calc R . . . .
C28 C 1.4069(5) 1.5324(5) 0.87314(19) 0.0550(11) Uani 1 1 d . . . . .
H28 H 1.4089 1.4783 0.9066 0.066 Uiso 1 1 calc R . . . .
C29 C 1.1764(4) 1.7203(4) 0.80382(15) 0.0428(9) Uani 1 1 d . . . . .
H29A H 1.1852 1.7584 0.7629 0.051 Uiso 1 1 calc R . . . .
H29B H 1.0811 1.6424 0.8041 0.051 Uiso 1 1 calc R . . . .
C30 C 1.0789(4) 1.8371(4) 0.88826(17) 0.0434(9) Uani 1 1 d . . . . .
H30 H 0.9849 1.7661 0.8850 0.052 Uiso 1 1 calc R . . . .
C31 C 1.2656(5) 2.0259(5) 0.91772(18) 0.0515(10) Uani 1 1 d . . . . .
H31 H 1.3255 2.1123 0.9395 0.062 Uiso 1 1 calc R . . . .
C32 C 1.3085(5) 1.9565(4) 0.87126(17) 0.0485(10) Uani 1 1 d . . . . .
H32 H 1.4009 1.9850 0.8552 0.058 Uiso 1 1 calc R . . . .
C33 C 1.1731(4) 1.5516(4) 0.91177(16) 0.0452(9) Uani 1 1 d . . . . .
H33A H 1.1867 1.6405 0.9364 0.054 Uiso 1 1 calc R . . . .
H33B H 1.0796 1.5205 0.8883 0.054 Uiso 1 1 calc R . . . .
C34 C 1.0892(4) 1.2996(4) 0.94391(15) 0.0396(9) Uani 1 1 d . . . . .
H34 H 1.0250 1.2577 0.9091 0.047 Uiso 1 1 calc R . . . .
C35 C 1.2170(5) 1.3289(4) 1.02942(17) 0.0524(10) Uani 1 1 d . . . . .
H35 H 1.2578 1.3092 1.0657 0.063 Uiso 1 1 calc R . . . .
C36 C 1.2508(5) 1.4618(5) 1.00905(17) 0.0575(11) Uani 1 1 d . . . . .
H36 H 1.3167 1.5487 1.0283 0.069 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O1 2.092(3) . ?
Co1 O3 2.035(2) 2_676 ?
Co1 O4 2.038(2) 1_545 ?
Co1 N1 2.105(3) . ?
Co1 N4 2.124(3) 2_666 ?
Co2 O8 2.136(2) 2_777 ?
Co2 O8 2.136(2) . ?
Co2 N6 2.116(3) 1_545 ?
Co2 N6 2.116(3) 2_787 ?
Co2 N8 2.160(3) 2_777 ?
Co2 N8 2.160(3) . ?
S1 O5 1.449(3) . ?
S1 O6 1.446(3) . ?
S1 O7 1.444(4) . ?
S1 C5 1.779(3) . ?
O1 C8 1.247(5) . ?
O2 C8 1.244(5) . ?
O3 Co1 2.035(2) 2_676 ?
O3 C7 1.242(4) . ?
O4 Co1 2.038(2) 1_565 ?
O4 C7 1.257(4) . ?
O8 H8A 0.8497 . ?
O8 H8B 0.8503 . ?
O9 H9A 0.8499 . ?
O9 H9B 0.8499 . ?
O10 H10A 0.8500 . ?
O10 H10B 0.8501 . ?
O11 H11A 0.8505 . ?
O11 H11B 0.8501 . ?
O12 H12C 0.8501 . ?
O12 H12D 0.8501 . ?
N1 C9 1.374(5) . ?
N1 C11 1.316(4) . ?
N2 C10 1.360(5) . ?
N2 C11 1.341(4) . ?
N2 C12 1.467(5) . ?
N3 C19 1.481(5) . ?
N3 C20 1.360(5) . ?
N3 C22 1.340(4) . ?
N4 Co1 2.124(3) 2_666 ?
N4 C21 1.376(4) . ?
N4 C22 1.313(4) . ?
N5 C29 1.476(4) . ?
N5 C30 1.340(4) . ?
N5 C32 1.374(5) . ?
N6 Co2 2.116(3) 1_565 ?
N6 C30 1.312(5) . ?
N6 C31 1.371(5) . ?
N7 C33 1.459(4) . ?
N7 C34 1.347(5) . ?
N7 C36 1.368(5) . ?
N8 C34 1.314(4) . ?
N8 C35 1.374(5) . ?
C1 C2 1.377(5) . ?
C1 C6 1.393(5) . ?
C1 C8 1.525(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.386(4) . ?
C3 C4 1.392(4) . ?
C3 C7 1.502(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.385(4) . ?
C5 C6 1.391(5) . ?
C6 H6 0.9300 . ?
C9 H9 0.9300 . ?
C9 C10 1.349(6) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.501(6) . ?
C13 C14 1.389(5) . ?
C13 C18 1.390(6) . ?
C14 C15 1.386(6) . ?
C14 C19 1.511(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.396(7) . ?
C16 H16 0.9300 . ?
C16 C17 1.369(7) . ?
C17 H17 0.9300 . ?
C17 C18 1.353(6) . ?
C18 H18 0.9300 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20 0.9300 . ?
C20 C21 1.354(6) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C24 1.402(5) . ?
C23 C28 1.397(5) . ?
C23 C33 1.515(5) . ?
C24 C25 1.387(5) . ?
C24 C29 1.503(5) . ?
C25 H25 0.9300 . ?
C25 C26 1.373(6) . ?
C26 H26 0.9300 . ?
C26 C27 1.367(7) . ?
C27 H27 0.9300 . ?
C27 C28 1.395(6) . ?
C28 H28 0.9300 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C31 C32 1.348(5) . ?
C32 H32 0.9300 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
C35 C36 1.353(6) . ?
C36 H36 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 N1 91.48(11) . . ?
O1 Co1 N4 91.78(11) . 2_666 ?
O3 Co1 O1 88.87(12) 2_676 . ?
O3 Co1 O4 125.86(11) 2_676 1_545 ?
O3 Co1 N1 90.99(11) 2_676 . ?
O3 Co1 N4 88.62(11) 2_676 2_666 ?
O4 Co1 O1 145.27(12) 1_545 . ?
O4 Co1 N1 88.53(11) 1_545 . ?
O4 Co1 N4 89.05(10) 1_545 2_666 ?
N1 Co1 N4 176.71(11) . 2_666 ?
O8 Co2 O8 180.00(14) 2_777 . ?
O8 Co2 N8 88.17(11) . . ?
O8 Co2 N8 88.17(11) 2_777 2_777 ?
O8 Co2 N8 91.83(11) . 2_777 ?
O8 Co2 N8 91.83(11) 2_777 . ?
N6 Co2 O8 89.34(11) 1_545 2_777 ?
N6 Co2 O8 89.34(11) 2_787 . ?
N6 Co2 O8 90.66(11) 1_545 . ?
N6 Co2 O8 90.66(11) 2_787 2_777 ?
N6 Co2 N6 180.0 2_787 1_545 ?
N6 Co2 N8 90.40(12) 1_545 2_777 ?
N6 Co2 N8 89.60(12) 2_787 2_777 ?
N6 Co2 N8 90.40(12) 2_787 . ?
N6 Co2 N8 89.60(12) 1_545 . ?
N8 Co2 N8 180.0 2_777 . ?
O5 S1 C5 105.00(16) . . ?
O6 S1 O5 113.7(2) . . ?
O6 S1 C5 106.02(17) . . ?
O7 S1 O5 113.2(2) . . ?
O7 S1 O6 112.38(19) . . ?
O7 S1 C5 105.71(16) . . ?
C8 O1 Co1 98.6(3) . . ?
C7 O3 Co1 163.8(3) . 2_676 ?
C7 O4 Co1 123.8(2) . 1_565 ?
Co2 O8 H8A 131.3 . . ?
Co2 O8 H8B 110.4 . . ?
H8A O8 H8B 107.7 . . ?
H9A O9 H9B 107.7 . . ?
H10A O10 H10B 107.7 . . ?
H11A O11 H11B 116.5 . . ?
H12C O12 H12D 107.7 . . ?
C9 N1 Co1 129.9(3) . . ?
C11 N1 Co1 126.0(2) . . ?
C11 N1 C9 104.1(3) . . ?
C10 N2 C12 126.1(3) . . ?
C11 N2 C10 106.1(3) . . ?
C11 N2 C12 127.8(3) . . ?
C20 N3 C19 127.4(4) . . ?
C22 N3 C19 126.0(3) . . ?
C22 N3 C20 106.5(3) . . ?
C21 N4 Co1 131.0(3) . 2_666 ?
C22 N4 Co1 124.0(2) . 2_666 ?
C22 N4 C21 104.8(3) . . ?
C30 N5 C29 125.4(3) . . ?
C30 N5 C32 106.9(3) . . ?
C32 N5 C29 127.7(3) . . ?
C30 N6 Co2 127.7(3) . 1_565 ?
C30 N6 C31 104.9(3) . . ?
C31 N6 Co2 127.1(2) . 1_565 ?
C34 N7 C33 125.6(3) . . ?
C34 N7 C36 107.1(3) . . ?
C36 N7 C33 127.1(3) . . ?
C34 N8 Co2 126.7(2) . . ?
C34 N8 C35 105.0(3) . . ?
C35 N8 Co2 128.0(2) . . ?
C2 C1 C6 119.1(3) . . ?
C2 C1 C8 119.2(3) . . ?
C6 C1 C8 121.6(3) . . ?
C1 C2 H2 119.4 . . ?
C1 C2 C3 121.2(3) . . ?
C3 C2 H2 119.4 . . ?
C2 C3 C4 119.4(3) . . ?
C2 C3 C7 120.9(3) . . ?
C4 C3 C7 119.6(3) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 119.9(3) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 S1 119.7(3) . . ?
C4 C5 C6 120.0(3) . . ?
C6 C5 S1 120.2(2) . . ?
C1 C6 H6 119.9 . . ?
C5 C6 C1 120.2(3) . . ?
C5 C6 H6 119.9 . . ?
O3 C7 O4 124.7(3) . . ?
O3 C7 C3 117.9(3) . . ?
O4 C7 C3 117.3(3) . . ?
O1 C8 C1 118.4(4) . . ?
O2 C8 O1 123.2(4) . . ?
O2 C8 C1 118.4(4) . . ?
N1 C9 H9 124.9 . . ?
C10 C9 N1 110.2(4) . . ?
C10 C9 H9 124.9 . . ?
N2 C10 H10 126.6 . . ?
C9 C10 N2 106.8(3) . . ?
C9 C10 H10 126.6 . . ?
N1 C11 N2 112.9(3) . . ?
N1 C11 H11 123.5 . . ?
N2 C11 H11 123.5 . . ?
N2 C12 H12A 109.2 . . ?
N2 C12 H12B 109.2 . . ?
N2 C12 C13 111.9(3) . . ?
H12A C12 H12B 107.9 . . ?
C13 C12 H12A 109.2 . . ?
C13 C12 H12B 109.2 . . ?
C14 C13 C12 123.4(4) . . ?
C14 C13 C18 119.2(4) . . ?
C18 C13 C12 117.3(4) . . ?
C13 C14 C19 122.5(4) . . ?
C15 C14 C13 119.1(4) . . ?
C15 C14 C19 118.4(4) . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.3(4) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 120.2 . . ?
C17 C16 C15 119.6(5) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.3(4) . . ?
C18 C17 H17 119.8 . . ?
C13 C18 H18 119.3 . . ?
C17 C18 C13 121.3(4) . . ?
C17 C18 H18 119.3 . . ?
N3 C19 C14 110.3(3) . . ?
N3 C19 H19A 109.6 . . ?
N3 C19 H19B 109.6 . . ?
C14 C19 H19A 109.6 . . ?
C14 C19 H19B 109.6 . . ?
H19A C19 H19B 108.1 . . ?
N3 C20 H20 126.6 . . ?
C21 C20 N3 106.8(3) . . ?
C21 C20 H20 126.6 . . ?
N4 C21 H21 125.3 . . ?
C20 C21 N4 109.5(4) . . ?
C20 C21 H21 125.3 . . ?
N3 C22 H22 123.8 . . ?
N4 C22 N3 112.5(3) . . ?
N4 C22 H22 123.8 . . ?
C24 C23 C33 120.2(3) . . ?
C28 C23 C24 117.9(4) . . ?
C28 C23 C33 121.9(4) . . ?
C23 C24 C29 121.2(3) . . ?
C25 C24 C23 120.8(3) . . ?
C25 C24 C29 118.0(4) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 C24 120.1(4) . . ?
C26 C25 H25 120.0 . . ?
C25 C26 H26 119.7 . . ?
C27 C26 C25 120.5(4) . . ?
C27 C26 H26 119.7 . . ?
C26 C27 H27 119.9 . . ?
C26 C27 C28 120.1(4) . . ?
C28 C27 H27 119.9 . . ?
C23 C28 H28 119.7 . . ?
C27 C28 C23 120.6(4) . . ?
C27 C28 H28 119.7 . . ?
N5 C29 C24 111.0(3) . . ?
N5 C29 H29A 109.4 . . ?
N5 C29 H29B 109.4 . . ?
C24 C29 H29A 109.4 . . ?
C24 C29 H29B 109.4 . . ?
H29A C29 H29B 108.0 . . ?
N5 C30 H30 124.0 . . ?
N6 C30 N5 112.0(4) . . ?
N6 C30 H30 124.0 . . ?
N6 C31 H31 124.8 . . ?
C32 C31 N6 110.5(4) . . ?
C32 C31 H31 124.8 . . ?
N5 C32 H32 127.2 . . ?
C31 C32 N5 105.7(4) . . ?
C31 C32 H32 127.2 . . ?
N7 C33 C23 114.1(3) . . ?
N7 C33 H33A 108.7 . . ?
N7 C33 H33B 108.7 . . ?
C23 C33 H33A 108.7 . . ?
C23 C33 H33B 108.7 . . ?
H33A C33 H33B 107.6 . . ?
N7 C34 H34 124.1 . . ?
N8 C34 N7 111.8(3) . . ?
N8 C34 H34 124.1 . . ?
N8 C35 H35 124.9 . . ?
C36 C35 N8 110.3(3) . . ?
C36 C35 H35 124.9 . . ?
N7 C36 H36 127.1 . . ?
C35 C36 N7 105.8(4) . . ?
C35 C36 H36 127.1 . . ?

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
Co1 O1 C8 O2 3.3(4) . . . . ?
Co1 O1 C8 C1 -175.2(3) . . . . ?
Co1 O3 C7 O4 -27.4(11) 2_676 . . . ?
Co1 O3 C7 C3 152.4(8) 2_676 . . . ?
Co1 O4 C7 O3 3.0(5) 1_565 . . . ?
Co1 O4 C7 C3 -176.8(2) 1_565 . . . ?
Co1 N1 C9 C10 -178.1(3) . . . . ?
Co1 N1 C11 N2 178.8(2) . . . . ?
Co1 N4 C21 C20 -174.9(3) 2_666 . . . ?
Co1 N4 C22 N3 175.5(2) 2_666 . . . ?
Co2 N6 C30 N5 -175.0(2) 1_565 . . . ?
Co2 N6 C31 C32 175.0(3) 1_565 . . . ?
Co2 N8 C34 N7 173.2(2) . . . . ?
Co2 N8 C35 C36 -173.3(3) . . . . ?
S1 C5 C6 C1 -177.6(2) . . . . ?
O5 S1 C5 C4 -138.1(3) . . . . ?
O5 S1 C5 C6 40.4(3) . . . . ?
O6 S1 C5 C4 101.2(3) . . . . ?
O6 S1 C5 C6 -80.2(3) . . . . ?
O7 S1 C5 C4 -18.2(3) . . . . ?
O7 S1 C5 C6 160.3(3) . . . . ?
N1 C9 C10 N2 -0.3(5) . . . . ?
N2 C12 C13 C14 -93.7(4) . . . . ?
N2 C12 C13 C18 83.3(4) . . . . ?
N3 C20 C21 N4 0.1(5) . . . . ?
N6 C31 C32 N5 0.0(4) . . . . ?
N8 C35 C36 N7 -0.6(5) . . . . ?
C1 C2 C3 C4 0.5(5) . . . . ?
C1 C2 C3 C7 -179.7(3) . . . . ?
C2 C1 C6 C5 0.1(5) . . . . ?
C2 C1 C8 O1 -6.7(5) . . . . ?
C2 C1 C8 O2 174.7(3) . . . . ?
C2 C3 C4 C5 0.6(5) . . . . ?
C2 C3 C7 O3 -0.6(5) . . . . ?
C2 C3 C7 O4 179.2(3) . . . . ?
C3 C4 C5 S1 177.2(2) . . . . ?
C3 C4 C5 C6 -1.4(5) . . . . ?
C4 C3 C7 O3 179.2(3) . . . . ?
C4 C3 C7 O4 -1.0(4) . . . . ?
C4 C5 C6 C1 1.0(5) . . . . ?
C6 C1 C2 C3 -0.9(5) . . . . ?
C6 C1 C8 O1 175.3(3) . . . . ?
C6 C1 C8 O2 -3.3(5) . . . . ?
C7 C3 C4 C5 -179.2(3) . . . . ?
C8 C1 C2 C3 -178.9(3) . . . . ?
C8 C1 C6 C5 178.1(3) . . . . ?
C9 N1 C11 N2 0.9(4) . . . . ?
C10 N2 C11 N1 -1.1(4) . . . . ?
C10 N2 C12 C13 -179.1(4) . . . . ?
C11 N1 C9 C10 -0.3(4) . . . . ?
C11 N2 C10 C9 0.8(4) . . . . ?
C11 N2 C12 C13 0.1(5) . . . . ?
C12 N2 C10 C9 -179.8(4) . . . . ?
C12 N2 C11 N1 179.6(3) . . . . ?
C12 C13 C14 C15 175.5(4) . . . . ?
C12 C13 C14 C19 -1.2(5) . . . . ?
C12 C13 C18 C17 -173.4(4) . . . . ?
C13 C14 C15 C16 -1.4(6) . . . . ?
C13 C14 C19 N3 79.1(4) . . . . ?
C14 C13 C18 C17 3.7(6) . . . . ?
C14 C15 C16 C17 2.1(7) . . . . ?
C15 C14 C19 N3 -97.7(4) . . . . ?
C15 C16 C17 C18 0.1(7) . . . . ?
C16 C17 C18 C13 -3.0(7) . . . . ?
C18 C13 C14 C15 -1.4(5) . . . . ?
C18 C13 C14 C19 -178.1(3) . . . . ?
C19 N3 C20 C21 177.2(4) . . . . ?
C19 N3 C22 N4 -177.5(3) . . . . ?
C19 C14 C15 C16 175.5(4) . . . . ?
C20 N3 C19 C14 -125.9(4) . . . . ?
C20 N3 C22 N4 -0.4(4) . . . . ?
C21 N4 C22 N3 0.5(4) . . . . ?
C22 N3 C19 C14 50.6(5) . . . . ?
C22 N3 C20 C21 0.2(4) . . . . ?
C22 N4 C21 C20 -0.4(4) . . . . ?
C23 C24 C25 C26 0.7(6) . . . . ?
C23 C24 C29 N5 68.9(5) . . . . ?
C24 C23 C28 C27 0.2(6) . . . . ?
C24 C23 C33 N7 167.6(3) . . . . ?
C24 C25 C26 C27 -1.4(7) . . . . ?
C25 C24 C29 N5 -110.9(4) . . . . ?
C25 C26 C27 C28 1.6(7) . . . . ?
C26 C27 C28 C23 -1.0(7) . . . . ?
C28 C23 C24 C25 -0.1(5) . . . . ?
C28 C23 C24 C29 -179.9(3) . . . . ?
C28 C23 C33 N7 -12.9(5) . . . . ?
C29 N5 C30 N6 178.7(3) . . . . ?
C29 N5 C32 C31 -178.5(3) . . . . ?
C29 C24 C25 C26 -179.5(4) . . . . ?
C30 N5 C29 C24 -125.8(4) . . . . ?
C30 N5 C32 C31 -0.1(4) . . . . ?
C30 N6 C31 C32 0.2(4) . . . . ?
C31 N6 C30 N5 -0.3(4) . . . . ?
C32 N5 C29 C24 52.3(5) . . . . ?
C32 N5 C30 N6 0.3(4) . . . . ?
C33 N7 C34 N8 176.0(3) . . . . ?
C33 N7 C36 C35 -175.1(3) . . . . ?
C33 C23 C24 C25 179.4(4) . . . . ?
C33 C23 C24 C29 -0.4(5) . . . . ?
C33 C23 C28 C27 -179.3(4) . . . . ?
C34 N7 C33 C23 -90.9(5) . . . . ?
C34 N7 C36 C35 -0.2(4) . . . . ?
C34 N8 C35 C36 1.3(5) . . . . ?
C35 N8 C34 N7 -1.5(4) . . . . ?
C36 N7 C33 C23 83.0(5) . . . . ?
C36 N7 C34 N8 1.1(4) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_r12
_database_code_depnum_ccdc_archive 'CCDC 1823496'
_audit_update_record             
;
2018-02-11 deposited with the CCDC.
2018-09-10 downloaded from the CCDC.
;
_audit_creation_date             2016-12-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C23 H24 N4 Ni O6, H2 O'
_chemical_formula_sum            'C23 H26 N4 Ni O7'
_chemical_formula_weight         529.19
_chemical_melting_point          ?
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'
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.0679(6)
_cell_length_b                   11.2018(7)
_cell_length_c                   11.3853(7)
_cell_angle_alpha                103.5140(10)
_cell_angle_beta                 107.5220(10)
_cell_angle_gamma                95.5320(10)
_cell_volume                     1171.13(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7977
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      2.95
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.881
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6781
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0492 before and 0.0378 after correction.
The Ratio of minimum to maximum transmission is 0.9095.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            14253
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.518
_diffrn_reflns_theta_min         1.952
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 6000 area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4749
_reflns_number_total             5309
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'Nonius CAD4 software'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.546
_refine_diff_density_min         -0.618
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         5309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0357
_refine_ls_R_factor_gt           0.0312
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0420P)²+0.5250P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0825
_refine_ls_wR_factor_ref         0.0856
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O7(H,HA)
2.b Rotating group:
 O6(H6A,H6B), O5(H5A,H5B)
2.c Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C7(H7A,H7B), C15(H15A,H15B)
2.d Aromatic/amide H refined with riding coordinates:
 C20(H20), C18(H18), C10(H10), C4(H4), C2(H2), C13(H13), C22(H22), C16(H16),
 C17(H17), C21(H21), C5(H5), C3(H3), C12(H12), C11(H11)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.96244(2) 0.43085(2) 0.74108(2) 0.02446(8) Uani 1 1 d . . . . .
O6 O 1.12117(12) 0.56567(11) 0.89641(11) 0.0306(3) Uani 1 1 d . . . . .
H6A H 1.1121 0.5607 0.9676 0.046 Uiso 1 1 d GR . . . .
H6B H 1.1128 0.6391 0.8888 0.046 Uiso 1 1 d GR . . . .
O3 O 0.90273(13) 0.57427(12) 0.36565(12) 0.0330(3) Uani 1 1 d . . . . .
O2 O 1.02677(15) 0.74588(13) 0.80051(14) 0.0448(3) Uani 1 1 d . . . . .
O1 O 0.87076(14) 0.57308(12) 0.68332(14) 0.0408(3) Uani 1 1 d . . . . .
O4 O 0.69246(14) 0.49790(16) 0.21386(13) 0.0496(4) Uani 1 1 d . . . . .
O5 O 0.82406(14) 0.43324(13) 0.84910(12) 0.0380(3) Uani 1 1 d . . . . .
H5A H 0.7721 0.4915 0.8403 0.057 Uiso 1 1 d GR . . . .
H5B H 0.8720 0.4481 0.9311 0.057 Uiso 1 1 d GR . . . .
N1 N 0.80799(15) 0.31476(13) 0.57930(13) 0.0275(3) Uani 1 1 d . . . . .
N2 N 0.68039(14) 0.23411(13) 0.37560(13) 0.0269(3) Uani 1 1 d . . . . .
N3 N 0.86531(16) -0.11701(13) 0.19064(15) 0.0327(3) Uani 1 1 d . . . . .
N4 N 0.95729(15) -0.28731(13) 0.19185(14) 0.0293(3) Uani 1 1 d . . . . .
C14 C 0.64020(17) -0.03913(15) 0.17792(15) 0.0272(3) Uani 1 1 d . . . . .
C9 C 0.56425(17) 0.05929(15) 0.18189(15) 0.0269(3) Uani 1 1 d . . . . .
C8 C 0.77031(18) 0.54801(15) 0.32831(16) 0.0289(3) Uani 1 1 d . . . . .
C00F C 0.91575(18) 0.68819(15) 0.71103(16) 0.0280(3) Uani 1 1 d . . . . .
C19 C 0.63769(18) 0.19431(15) 0.23493(15) 0.0284(3) Uani 1 1 d . . . . .
H19A H 0.7207 0.2047 0.2094 0.034 Uiso 1 1 calc R . . . .
H19B H 0.5743 0.2466 0.1994 0.034 Uiso 1 1 calc R . . . .
C20 C 0.80933(17) 0.28971(15) 0.46076(16) 0.0282(3) Uani 1 1 d . . . . .
H20 H 0.8891 0.3080 0.4386 0.034 Uiso 1 1 calc R . . . .
C7 C 0.69988(19) 0.57773(18) 0.43017(17) 0.0343(4) Uani 1 1 d . . . . .
H7A H 0.5980 0.5552 0.3893 0.041 Uiso 1 1 calc R . . . .
H7B H 0.7284 0.5275 0.4891 0.041 Uiso 1 1 calc R . . . .
C15 C 0.80044(19) -0.01051(16) 0.2302(2) 0.0365(4) Uani 1 1 d . . . . .
H15A H 0.8336 0.0579 0.2013 0.044 Uiso 1 1 calc R . . . .
H15B H 0.8311 0.0165 0.3231 0.044 Uiso 1 1 calc R . . . .
C18 C 0.91036(18) -0.19768(16) 0.25797(17) 0.0306(3) Uani 1 1 d . . . . .
H18 H 0.9088 -0.1914 0.3404 0.037 Uiso 1 1 calc R . . . .
C10 C 0.41710(19) 0.03189(19) 0.13835(18) 0.0382(4) Uani 1 1 d . . . . .
H10 H 0.3661 0.0969 0.1401 0.046 Uiso 1 1 calc R . . . .
C1 C 0.82989(18) 0.76337(16) 0.63135(17) 0.0288(3) Uani 1 1 d . . . . .
C4 C 0.6949(2) 0.9239(2) 0.5001(2) 0.0479(5) Uani 1 1 d . . . . .
H4 H 0.6512 0.9767 0.4548 0.058 Uiso 1 1 calc R . . . .
C2 C 0.8482(2) 0.89165(17) 0.6908(2) 0.0372(4) Uani 1 1 d . . . . .
H2 H 0.9072 0.9239 0.7756 0.045 Uiso 1 1 calc R . . . .
C13 C 0.5661(2) -0.16134(17) 0.12988(18) 0.0366(4) Uani 1 1 d . . . . .
H13 H 0.6159 -0.2271 0.1260 0.044 Uiso 1 1 calc R . . . .
C6 C 0.73779(18) 0.71444(17) 0.50498(17) 0.0301(3) Uani 1 1 d . . . . .
C22 C 0.5919(2) 0.22378(19) 0.44481(18) 0.0398(4) Uani 1 1 d . . . . .
H22 H 0.4959 0.1896 0.4124 0.048 Uiso 1 1 calc R . . . .
C16 C 0.8854(2) -0.15687(19) 0.07480(19) 0.0398(4) Uani 1 1 d . . . . .
H16 H 0.8647 -0.1192 0.0083 0.048 Uiso 1 1 calc R . . . .
C17 C 0.9412(2) -0.26169(18) 0.07649(18) 0.0376(4) Uani 1 1 d . . . . .
H17 H 0.9651 -0.3093 0.0098 0.045 Uiso 1 1 calc R . . . .
C21 C 0.6714(2) 0.27297(18) 0.56931(18) 0.0378(4) Uani 1 1 d . . . . .
H21 H 0.6386 0.2778 0.6381 0.045 Uiso 1 1 calc R . . . .
C5 C 0.6741(2) 0.7975(2) 0.4407(2) 0.0410(4) Uani 1 1 d . . . . .
H5 H 0.6161 0.7667 0.3555 0.049 Uiso 1 1 calc R . . . .
C3 C 0.7804(2) 0.97128(19) 0.6260(2) 0.0462(5) Uani 1 1 d . . . . .
H3 H 0.7925 1.0557 0.6673 0.055 Uiso 1 1 calc R . . . .
C12 C 0.4194(2) -0.18679(19) 0.0877(2) 0.0443(5) Uani 1 1 d . . . . .
H12 H 0.3716 -0.2690 0.0564 0.053 Uiso 1 1 calc R . . . .
C11 C 0.3449(2) -0.0902(2) 0.0924(2) 0.0469(5) Uani 1 1 d . . . . .
H11 H 0.2465 -0.1068 0.0648 0.056 Uiso 1 1 calc R . . . .
O7 O 0.5982(3) 0.5513(5) 0.8769(5) 0.214(3) Uani 1 1 d . . . . .
H H 0.5231 0.5114 0.8791 0.321 Uiso 1 1 d G . . . .
HA H 0.5812 0.5690 0.8058 0.321 Uiso 1 1 d G . . . .


_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 O6 2.1323(12) . ?
Ni1 O3 2.0732(12) 2_766 ?
Ni1 O1 2.0568(12) . ?
Ni1 O5 2.1161(13) . ?
Ni1 N1 2.0659(14) . ?
Ni1 N4 2.0675(14) 2_756 ?
O6 H6A 0.8566 . ?
O6 H6B 0.8564 . ?
O3 Ni1 2.0732(12) 2_766 ?
O3 C8 1.253(2) . ?
O2 C00F 1.254(2) . ?
O1 C00F 1.256(2) . ?
O4 C8 1.259(2) . ?
O5 H5A 0.8800 . ?
O5 H5B 0.8794 . ?
N1 C20 1.317(2) . ?
N1 C21 1.371(2) . ?
N2 C19 1.471(2) . ?
N2 C20 1.348(2) . ?
N2 C22 1.369(2) . ?
N3 C15 1.459(2) . ?
N3 C18 1.343(2) . ?
N3 C16 1.372(3) . ?
N4 Ni1 2.0674(14) 2_756 ?
N4 C18 1.323(2) . ?
N4 C17 1.375(2) . ?
C14 C9 1.401(2) . ?
C14 C15 1.514(2) . ?
C14 C13 1.392(2) . ?
C9 C19 1.512(2) . ?
C9 C10 1.391(2) . ?
C8 C7 1.523(2) . ?
C00F C1 1.518(2) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C6 1.516(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C18 H18 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.385(3) . ?
C1 C2 1.406(2) . ?
C1 C6 1.400(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.384(3) . ?
C4 C3 1.376(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.389(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.386(3) . ?
C6 C5 1.401(2) . ?
C22 H22 0.9300 . ?
C22 C21 1.349(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.351(3) . ?
C17 H17 0.9300 . ?
C21 H21 0.9300 . ?
C5 H5 0.9300 . ?
C3 H3 0.9300 . ?
C12 H12 0.9300 . ?
C12 C11 1.375(3) . ?
C11 H11 0.9300 . ?
O7 H 0.8499 . ?
O7 HA 0.8498 . ?

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
O3 Ni1 O6 89.23(5) 2_766 . ?
O3 Ni1 O5 179.17(5) 2_766 . ?
O1 Ni1 O6 89.50(5) . . ?
O1 Ni1 O3 95.17(6) . 2_766 ?
O1 Ni1 O5 85.41(6) . . ?
O1 Ni1 N1 85.09(5) . . ?
O1 Ni1 N4 175.00(6) . 2_756 ?
O5 Ni1 O6 91.37(5) . . ?
N1 Ni1 O6 173.64(5) . . ?
N1 Ni1 O3 87.95(5) . 2_766 ?
N1 Ni1 O5 91.52(6) . . ?
N1 Ni1 N4 94.92(6) . 2_756 ?
N4 Ni1 O6 90.77(5) 2_756 . ?
N4 Ni1 O3 89.82(5) 2_756 2_766 ?
N4 Ni1 O5 89.60(5) 2_756 . ?
Ni1 O6 H6A 109.9 . . ?
Ni1 O6 H6B 109.8 . . ?
H6A O6 H6B 109.1 . . ?
C8 O3 Ni1 129.39(11) . 2_766 ?
C00F O1 Ni1 132.08(12) . . ?
Ni1 O5 H5A 111.4 . . ?
Ni1 O5 H5B 110.8 . . ?
H5A O5 H5B 107.7 . . ?
C20 N1 Ni1 126.91(12) . . ?
C20 N1 C21 105.53(14) . . ?
C21 N1 Ni1 125.93(12) . . ?
C20 N2 C19 128.03(14) . . ?
C20 N2 C22 106.80(14) . . ?
C22 N2 C19 125.15(14) . . ?
C18 N3 C15 126.58(16) . . ?
C18 N3 C16 107.17(15) . . ?
C16 N3 C15 126.18(16) . . ?
C18 N4 Ni1 124.36(12) . 2_756 ?
C18 N4 C17 105.55(14) . . ?
C17 N4 Ni1 130.09(12) . 2_756 ?
C9 C14 C15 119.45(15) . . ?
C13 C14 C9 119.03(16) . . ?
C13 C14 C15 121.49(16) . . ?
C14 C9 C19 121.90(15) . . ?
C10 C9 C14 118.98(16) . . ?
C10 C9 C19 119.10(15) . . ?
O3 C8 O4 124.83(17) . . ?
O3 C8 C7 116.95(15) . . ?
O4 C8 C7 118.21(15) . . ?
O2 C00F O1 124.58(15) . . ?
O2 C00F C1 117.40(15) . . ?
O1 C00F C1 118.02(15) . . ?
N2 C19 C9 111.11(13) . . ?
N2 C19 H19A 109.4 . . ?
N2 C19 H19B 109.4 . . ?
C9 C19 H19A 109.4 . . ?
C9 C19 H19B 109.4 . . ?
H19A C19 H19B 108.0 . . ?
N1 C20 N2 111.40(15) . . ?
N1 C20 H20 124.3 . . ?
N2 C20 H20 124.3 . . ?
C8 C7 H7A 109.1 . . ?
C8 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
C6 C7 C8 112.59(14) . . ?
C6 C7 H7A 109.1 . . ?
C6 C7 H7B 109.1 . . ?
N3 C15 C14 113.19(14) . . ?
N3 C15 H15A 108.9 . . ?
N3 C15 H15B 108.9 . . ?
C14 C15 H15A 108.9 . . ?
C14 C15 H15B 108.9 . . ?
H15A C15 H15B 107.8 . . ?
N3 C18 H18 124.4 . . ?
N4 C18 N3 111.25(16) . . ?
N4 C18 H18 124.4 . . ?
C9 C10 H10 119.3 . . ?
C11 C10 C9 121.33(18) . . ?
C11 C10 H10 119.3 . . ?
C2 C1 C00F 116.11(16) . . ?
C6 C1 C00F 124.83(15) . . ?
C6 C1 C2 119.05(16) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 119.90(18) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 C1 121.57(19) . . ?
C3 C2 H2 119.2 . . ?
C14 C13 H13 119.4 . . ?
C12 C13 C14 121.15(18) . . ?
C12 C13 H13 119.4 . . ?
C1 C6 C7 125.57(15) . . ?
C1 C6 C5 118.09(17) . . ?
C5 C6 C7 116.34(17) . . ?
N2 C22 H22 126.8 . . ?
C21 C22 N2 106.43(16) . . ?
C21 C22 H22 126.8 . . ?
N3 C16 H16 126.8 . . ?
C17 C16 N3 106.34(16) . . ?
C17 C16 H16 126.8 . . ?
N4 C17 H17 125.2 . . ?
C16 C17 N4 109.67(16) . . ?
C16 C17 H17 125.2 . . ?
N1 C21 H21 125.1 . . ?
C22 C21 N1 109.83(16) . . ?
C22 C21 H21 125.1 . . ?
C4 C5 C6 122.1(2) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C4 C3 C2 119.21(19) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C13 C12 H12 120.1 . . ?
C11 C12 C13 119.83(18) . . ?
C11 C12 H12 120.1 . . ?
C10 C11 H11 120.2 . . ?
C12 C11 C10 119.67(18) . . ?
C12 C11 H11 120.2 . . ?
H O7 HA 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
Ni1 O3 C8 O4 8.9(3) 2_766 . . . ?
Ni1 O3 C8 C7 -171.99(11) 2_766 . . . ?
Ni1 O1 C00F O2 -11.8(3) . . . . ?
Ni1 O1 C00F C1 168.51(12) . . . . ?
Ni1 N1 C20 N2 -165.99(11) . . . . ?
Ni1 N1 C21 C22 165.91(14) . . . . ?
Ni1 N4 C18 N3 179.65(11) 2_756 . . . ?
Ni1 N4 C17 C16 -179.29(13) 2_756 . . . ?
O3 C8 C7 C6 57.4(2) . . . . ?
O2 C00F C1 C2 -23.7(2) . . . . ?
O2 C00F C1 C6 155.24(17) . . . . ?
O1 C00F C1 C2 156.04(17) . . . . ?
O1 C00F C1 C6 -25.0(2) . . . . ?
O4 C8 C7 C6 -123.49(18) . . . . ?
N2 C22 C21 N1 0.4(2) . . . . ?
N3 C16 C17 N4 -0.5(2) . . . . ?
C14 C9 C19 N2 -82.09(19) . . . . ?
C14 C9 C10 C11 0.5(3) . . . . ?
C14 C13 C12 C11 0.4(3) . . . . ?
C9 C14 C15 N3 -165.05(16) . . . . ?
C9 C14 C13 C12 -0.8(3) . . . . ?
C9 C10 C11 C12 -0.9(3) . . . . ?
C8 C7 C6 C1 -106.24(19) . . . . ?
C8 C7 C6 C5 73.85(19) . . . . ?
C00F C1 C2 C3 177.16(17) . . . . ?
C00F C1 C6 C7 4.9(3) . . . . ?
C00F C1 C6 C5 -175.22(16) . . . . ?
C19 N2 C20 N1 178.52(14) . . . . ?
C19 N2 C22 C21 -178.76(16) . . . . ?
C19 C9 C10 C11 -178.11(17) . . . . ?
C20 N1 C21 C22 -0.3(2) . . . . ?
C20 N2 C19 C9 127.82(17) . . . . ?
C20 N2 C22 C21 -0.4(2) . . . . ?
C7 C6 C5 C4 177.08(17) . . . . ?
C15 N3 C18 N4 176.76(16) . . . . ?
C15 N3 C16 C17 -176.65(17) . . . . ?
C15 C14 C9 C19 1.1(2) . . . . ?
C15 C14 C9 C10 -177.46(16) . . . . ?
C15 C14 C13 C12 176.96(18) . . . . ?
C18 N3 C15 C14 -96.2(2) . . . . ?
C18 N3 C16 C17 0.5(2) . . . . ?
C18 N4 C17 C16 0.2(2) . . . . ?
C10 C9 C19 N2 96.47(18) . . . . ?
C1 C2 C3 C4 -1.0(3) . . . . ?
C1 C6 C5 C4 -2.8(3) . . . . ?
C2 C1 C6 C7 -176.22(16) . . . . ?
C2 C1 C6 C5 3.7(2) . . . . ?
C13 C14 C9 C19 178.93(15) . . . . ?
C13 C14 C9 C10 0.4(2) . . . . ?
C13 C14 C15 N3 17.2(3) . . . . ?
C13 C12 C11 C10 0.5(3) . . . . ?
C6 C1 C2 C3 -1.8(3) . . . . ?
C22 N2 C19 C9 -54.2(2) . . . . ?
C22 N2 C20 N1 0.2(2) . . . . ?
C16 N3 C15 C14 80.4(2) . . . . ?
C16 N3 C18 N4 -0.4(2) . . . . ?
C17 N4 C18 N3 0.1(2) . . . . ?
C21 N1 C20 N2 0.1(2) . . . . ?
C5 C4 C3 C2 2.0(3) . . . . ?
C3 C4 C5 C6 0.0(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_29
_database_code_depnum_ccdc_archive 'CCDC 1823497'
_audit_update_record             
;
2018-02-11 deposited with the CCDC.
2018-09-10 downloaded from the CCDC.
;
_audit_creation_date             2016-12-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C42 H36 N8 Ni O6 S, 4(H2 O)'
_chemical_formula_sum            'C42 H44 N8 Ni O10 S'
_chemical_formula_weight         911.62
_chemical_melting_point          ?
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'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.1354(17)
_cell_length_b                   16.294(3)
_cell_length_c                   16.793(3)
_cell_angle_alpha                108.688(4)
_cell_angle_beta                 90.416(4)
_cell_angle_gamma                94.180(4)
_cell_volume                     2102.0(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      12
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.580
_exptl_absorpt_correction_T_max  0.76
_exptl_absorpt_correction_T_min  0.62
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_unetI/netI     0.0684
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11739
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         2.477
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 6000 area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5570
_reflns_number_total             8134
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Nonius CAD4 software'
_computing_data_collection       'Nonius CAD4 software'
_computing_data_reduction        'XCAD (P.McArdle, 2000)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.655
_refine_diff_density_min         -0.624
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     577
_refine_ls_number_reflns         8134
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0843
_refine_ls_R_factor_gt           0.0527
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0621P)²+0.1818P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1201
_refine_ls_wR_factor_ref         0.1374
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Others
 Fixed Sof: O8(0.5) H8A(0.5) H8B(0.5) O10(0.5) H10A(0.5) H10B(0.5)
3.a Riding coordinates:
 O10(H10A,H10B), O11(H11C,H11D)
3.b Free rotating group:
 O8(H8A,H8B), O7(H7A,H7B), O9(H9A,H9B)
3.c Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C11(H11A,H11B), C18(H18A,H18B), C25(H25A,H25B)
3.d Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C7(H7), C8(H8), C9(H9), C10(H10), C12(H12), C13(H13),
 C14(H14), C15(H15), C16(H16), C17(H17), C21(H21), C22(H22), C23(H23), C24(H24),
  C26(H26), C27(H27), C28(H28), C31(H31), C32(H32), C34(H34), C35(H35),
 C37(H37), C38(H38), C40(H40), C41(H41)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.47672(5) 0.75436(2) 0.25580(2) 0.02918(13) Uani 1 1 d . . . . .
S1 S 0.74105(14) 0.93983(6) -0.14565(6) 0.0520(3) Uani 1 1 d . . . . .
O2 O 0.6120(3) 0.83082(14) 0.19899(13) 0.0372(5) Uani 1 1 d . . . . .
O1 O 0.3644(3) 0.78762(14) 0.14247(14) 0.0410(6) Uani 1 1 d . . . . .
O6 O 0.6048(4) 0.94155(19) -0.19897(16) 0.0695(9) Uani 1 1 d . . . . .
O5 O 0.8557(4) 1.01552(16) -0.11450(18) 0.0680(8) Uani 1 1 d . . . . .
O4 O 1.0565(4) 0.57540(19) -0.3823(2) 0.0792(10) Uani 1 1 d . . . . .
O3 O 1.2832(4) 0.6492(2) -0.3140(2) 0.0934(12) Uani 1 1 d . . . . .
O8 O 0.0473(6) 0.8376(3) 0.1705(3) 0.0437(12) Uani 0.5 1 d . . P . .
H8A H -0.0192 0.7924 0.1535 0.066 Uiso 0.5 1 d G . P . .
H8B H 0.1425 0.8232 0.1793 0.066 Uiso 0.5 1 d G . P . .
N1 N 0.6706(3) 0.75204(16) 0.33480(16) 0.0317(6) Uani 1 1 d . . . . .
N2 N 0.8383(3) 0.75747(15) 0.43978(15) 0.0286(6) Uani 1 1 d . . . . .
N3 N 0.6909(3) 1.00308(16) 0.60535(17) 0.0356(6) Uani 1 1 d . . . . .
N4 N 0.6063(3) 1.13408(16) 0.66007(16) 0.0323(6) Uani 1 1 d . . . . .
N5 N 0.2911(3) 0.67788(16) 0.28724(17) 0.0344(6) Uani 1 1 d . . . . .
N6 N 0.0660(3) 0.59015(17) 0.26794(17) 0.0376(7) Uani 1 1 d . . . . .
N7 N -0.3731(3) 0.51089(18) 0.10888(19) 0.0421(7) Uani 1 1 d . . . . .
N8 N -0.4479(3) 0.64368(17) 0.16377(17) 0.0357(7) Uani 1 1 d . . . . .
C1 C 0.6846(4) 0.7371(2) 0.4069(2) 0.0352(8) Uani 1 1 d . . . . .
H1 H 0.5982 0.7150 0.4319 0.042 Uiso 1 1 calc R . . . .
C2 C 0.8246(4) 0.7827(2) 0.3212(2) 0.0417(9) Uani 1 1 d . . . . .
H2 H 0.8537 0.7986 0.2744 0.050 Uiso 1 1 calc R . . . .
C3 C 0.9281(4) 0.7865(2) 0.3850(2) 0.0422(9) Uani 1 1 d . . . . .
H3 H 1.0396 0.8053 0.3907 0.051 Uiso 1 1 calc R . . . .
C4 C 0.8947(4) 0.75124(19) 0.52081(19) 0.0323(7) Uani 1 1 d . . . . .
H4A H 0.9621 0.7024 0.5106 0.039 Uiso 1 1 calc R . . . .
H4B H 0.7997 0.7403 0.5516 0.039 Uiso 1 1 calc R . . . .
C5 C 0.9934(4) 0.8329(2) 0.57374(19) 0.0298(7) Uani 1 1 d . . . . .
C6 C 0.9225(4) 0.9115(2) 0.60846(19) 0.0331(7) Uani 1 1 d . . . . .
C7 C 1.0206(5) 0.9838(2) 0.6571(2) 0.0438(9) Uani 1 1 d . . . . .
H7 H 0.9744 1.0366 0.6795 0.053 Uiso 1 1 calc R . . . .
C8 C 1.1859(5) 0.9784(3) 0.6727(2) 0.0496(10) Uani 1 1 d . . . . .
H8 H 1.2502 1.0272 0.7055 0.060 Uiso 1 1 calc R . . . .
C9 C 1.2545(5) 0.9009(3) 0.6397(2) 0.0477(9) Uani 1 1 d . . . . .
H9 H 1.3651 0.8965 0.6509 0.057 Uiso 1 1 calc R . . . .
C10 C 1.1593(4) 0.8296(2) 0.5902(2) 0.0383(8) Uani 1 1 d . . . . .
H10 H 1.2076 0.7775 0.5669 0.046 Uiso 1 1 calc R . . . .
C11 C 0.7397(4) 0.9167(2) 0.5976(2) 0.0398(8) Uani 1 1 d . . . . .
H11A H 0.7031 0.8774 0.5426 0.048 Uiso 1 1 calc R . . . .
H11B H 0.6830 0.8965 0.6393 0.048 Uiso 1 1 calc R . . . .
C12 C 0.6980(4) 1.0415(2) 0.5438(2) 0.0421(9) Uani 1 1 d . . . . .
H12 H 0.7324 1.0171 0.4892 0.051 Uiso 1 1 calc R . . . .
C13 C 0.6457(4) 1.1211(2) 0.5774(2) 0.0376(8) Uani 1 1 d . . . . .
H13 H 0.6374 1.1615 0.5493 0.045 Uiso 1 1 calc R . . . .
C14 C 0.6357(4) 1.0612(2) 0.6739(2) 0.0363(8) Uani 1 1 d . . . . .
H14 H 0.6200 1.0513 0.7250 0.044 Uiso 1 1 calc R . . . .
C15 C 0.1628(4) 0.6419(2) 0.2369(2) 0.0374(8) Uani 1 1 d . . . . .
H15 H 0.1418 0.6511 0.1860 0.045 Uiso 1 1 calc R . . . .
C16 C 0.2733(4) 0.6465(2) 0.3536(2) 0.0425(9) Uani 1 1 d . . . . .
H16 H 0.3461 0.6605 0.3998 0.051 Uiso 1 1 calc R . . . .
C17 C 0.1359(4) 0.5926(2) 0.3424(2) 0.0436(9) Uani 1 1 d . . . . .
H17 H 0.0966 0.5629 0.3783 0.052 Uiso 1 1 calc R . . . .
C18 C -0.0808(4) 0.5365(2) 0.2261(2) 0.0478(9) Uani 1 1 d . . . . .
H18A H -0.1453 0.5701 0.2009 0.057 Uiso 1 1 calc R . . . .
H18B H -0.1477 0.5216 0.2678 0.057 Uiso 1 1 calc R . . . .
C19 C -0.0417(4) 0.4536(2) 0.1586(2) 0.0365(8) Uani 1 1 d . . . . .
C20 C -0.1622(4) 0.4040(2) 0.0990(2) 0.0399(8) Uani 1 1 d . . . . .
C21 C -0.1181(5) 0.3313(2) 0.0363(2) 0.0513(10) Uani 1 1 d . . . . .
H21 H -0.1958 0.3006 -0.0054 0.062 Uiso 1 1 calc R . . . .
C22 C 0.0382(5) 0.3030(3) 0.0340(3) 0.0589(11) Uani 1 1 d . . . . .
H22 H 0.0646 0.2531 -0.0080 0.071 Uiso 1 1 calc R . . . .
C23 C 0.1530(5) 0.3488(2) 0.0938(3) 0.0548(11) Uani 1 1 d . . . . .
H23 H 0.2576 0.3294 0.0938 0.066 Uiso 1 1 calc R . . . .
C24 C 0.1152(5) 0.4236(2) 0.1541(2) 0.0483(9) Uani 1 1 d . . . . .
H24 H 0.1967 0.4553 0.1933 0.058 Uiso 1 1 calc R . . . .
C25 C -0.3417(5) 0.4216(2) 0.1028(3) 0.0540(11) Uani 1 1 d . . . . .
H25A H -0.3991 0.3821 0.0528 0.065 Uiso 1 1 calc R . . . .
H25B H -0.3879 0.4090 0.1511 0.065 Uiso 1 1 calc R . . . .
C26 C -0.4539(4) 0.5653(2) 0.1700(2) 0.0392(8) Uani 1 1 d . . . . .
H26 H -0.5080 0.5494 0.2121 0.047 Uiso 1 1 calc R . . . .
C27 C -0.3576(5) 0.6375(2) 0.0936(2) 0.0517(10) Uani 1 1 d . . . . .
H27 H -0.3320 0.6830 0.0725 0.062 Uiso 1 1 calc R . . . .
C28 C -0.3117(5) 0.5565(3) 0.0597(2) 0.0545(11) Uani 1 1 d . . . . .
H28 H -0.2500 0.5359 0.0120 0.065 Uiso 1 1 calc R . . . .
C29 C 0.5044(4) 0.8251(2) 0.1427(2) 0.0337(8) Uani 1 1 d . . . . .
C30 C 0.5540(4) 0.86052(19) 0.07401(19) 0.0317(7) Uani 1 1 d . . . . .
C31 C 0.4464(5) 0.8567(2) 0.0087(2) 0.0441(9) Uani 1 1 d . . . . .
H31 H 0.3366 0.8366 0.0095 0.053 Uiso 1 1 calc R . . . .
C32 C 0.5021(5) 0.8829(2) -0.0584(2) 0.0488(10) Uani 1 1 d . . . . .
H32 H 0.4300 0.8800 -0.1026 0.059 Uiso 1 1 calc R . . . .
C33 C 0.6633(5) 0.9130(2) -0.0586(2) 0.0381(8) Uani 1 1 d . . . . .
C34 C 0.7707(5) 0.9204(2) 0.0074(2) 0.0449(9) Uani 1 1 d . . . . .
H34 H 0.8793 0.9428 0.0075 0.054 Uiso 1 1 calc R . . . .
C35 C 0.7152(5) 0.8943(2) 0.0733(2) 0.0420(9) Uani 1 1 d . . . . .
H35 H 0.7870 0.8995 0.1183 0.050 Uiso 1 1 calc R . . . .
C36 C 0.8541(5) 0.8505(2) -0.1973(2) 0.0460(9) Uani 1 1 d . . . . .
C37 C 0.7717(5) 0.7746(3) -0.2475(2) 0.0521(10) Uani 1 1 d . . . . .
H37 H 0.6575 0.7701 -0.2539 0.062 Uiso 1 1 calc R . . . .
C38 C 0.8614(5) 0.7051(2) -0.2885(2) 0.0503(10) Uani 1 1 d . . . . .
H38 H 0.8071 0.6534 -0.3224 0.060 Uiso 1 1 calc R . . . .
C39 C 1.0311(5) 0.7122(2) -0.2792(2) 0.0477(9) Uani 1 1 d . . . . .
C40 C 1.1098(5) 0.7886(3) -0.2273(2) 0.0563(11) Uani 1 1 d . . . . .
H40 H 1.2239 0.7933 -0.2197 0.068 Uiso 1 1 calc R . . . .
C41 C 1.0214(6) 0.8578(3) -0.1864(2) 0.0562(11) Uani 1 1 d . . . . .
H41 H 1.0753 0.9092 -0.1516 0.067 Uiso 1 1 calc R . . . .
C42 C 1.1319(6) 0.6391(3) -0.3292(3) 0.0621(12) Uani 1 1 d . . . . .
O7 O 1.2220(5) 0.4667(2) -0.5108(3) 0.1032(13) Uani 1 1 d . . . . .
H7A H 1.1668 0.4971 -0.4707 0.155 Uiso 1 1 d G . . . .
H7B H 1.2592 0.4979 -0.5397 0.155 Uiso 1 1 d G . . . .
O10 O 0.5028(9) 0.5676(4) 0.4693(4) 0.091(2) Uani 0.5 1 d . . P . .
H10A H 0.5388 0.5315 0.4256 0.136 Uiso 0.5 1 d R . P . .
H10B H 0.4691 0.5411 0.5029 0.136 Uiso 0.5 1 d R . P . .
O11 O 0.4938(5) 0.6857(5) 0.5619(4) 0.215(4) Uani 1 1 d . . . . .
H11C H 0.4808 0.7016 0.6147 0.323 Uiso 1 1 d R . . . .
H11D H 0.5207 0.7300 0.5472 0.323 Uiso 1 1 d R . . . .
O9 O 0.4944(7) 0.4660(3) 0.3089(3) 0.1339(17) Uani 1 1 d . . . . .
H9A H 0.4867 0.4563 0.2561 0.201 Uiso 1 1 d G . . . .
H9B H 0.5754 0.4410 0.3201 0.201 Uiso 1 1 d G . . . .


_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 O2 2.062(2) . ?
Ni1 O1 2.336(2) . ?
Ni1 N1 2.064(3) . ?
Ni1 N4 2.075(3) 2_676 ?
Ni1 N5 2.067(3) . ?
Ni1 N8 2.099(3) 1_655 ?
S1 O6 1.428(3) . ?
S1 O5 1.441(3) . ?
S1 C33 1.763(4) . ?
S1 C36 1.765(4) . ?
O2 C29 1.260(4) . ?
O1 C29 1.251(4) . ?
O4 C42 1.247(5) . ?
O3 C42 1.243(5) . ?
O8 H8A 0.8506 . ?
O8 H8B 0.8505 . ?
N1 C1 1.315(4) . ?
N1 C2 1.363(4) . ?
N2 C1 1.338(4) . ?
N2 C3 1.357(4) . ?
N2 C4 1.469(4) . ?
N3 C11 1.456(4) . ?
N3 C12 1.368(4) . ?
N3 C14 1.340(4) . ?
N4 Ni1 2.075(3) 2_676 ?
N4 C13 1.379(4) . ?
N4 C14 1.319(4) . ?
N5 C15 1.315(4) . ?
N5 C16 1.372(4) . ?
N6 C15 1.339(4) . ?
N6 C17 1.357(4) . ?
N6 C18 1.458(4) . ?
N7 C25 1.467(4) . ?
N7 C26 1.335(4) . ?
N7 C28 1.352(5) . ?
N8 Ni1 2.099(3) 1_455 ?
N8 C26 1.313(4) . ?
N8 C27 1.373(5) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C2 C3 1.342(4) . ?
C3 H3 0.9300 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.511(4) . ?
C5 C6 1.394(4) . ?
C5 C10 1.384(4) . ?
C6 C7 1.389(5) . ?
C6 C11 1.509(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.383(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.368(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.372(5) . ?
C10 H10 0.9300 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12 0.9300 . ?
C12 C13 1.340(4) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.343(5) . ?
C17 H17 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.517(4) . ?
C19 C20 1.403(5) . ?
C19 C24 1.394(5) . ?
C20 C21 1.381(5) . ?
C20 C25 1.507(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.381(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.357(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.368(5) . ?
C24 H24 0.9300 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C27 C28 1.341(5) . ?
C28 H28 0.9300 . ?
C29 C30 1.492(4) . ?
C30 C31 1.381(4) . ?
C30 C35 1.386(5) . ?
C31 H31 0.9300 . ?
C31 C32 1.394(5) . ?
C32 H32 0.9300 . ?
C32 C33 1.367(5) . ?
C33 C34 1.376(5) . ?
C34 H34 0.9300 . ?
C34 C35 1.376(5) . ?
C35 H35 0.9300 . ?
C36 C37 1.375(5) . ?
C36 C41 1.364(6) . ?
C37 H37 0.9300 . ?
C37 C38 1.384(5) . ?
C38 H38 0.9300 . ?
C38 C39 1.380(5) . ?
C39 C40 1.378(5) . ?
C39 C42 1.519(5) . ?
C40 H40 0.9300 . ?
C40 C41 1.375(5) . ?
C41 H41 0.9300 . ?
O7 H7A 0.8497 . ?
O7 H7B 0.8499 . ?
O10 H10A 0.8499 . ?
O10 H10B 0.8501 . ?
O11 H11C 0.8500 . ?
O11 H11D 0.8499 . ?
O9 H9A 0.8501 . ?
O9 H9B 0.8498 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Ni1 O1 59.30(9) . . ?
O2 Ni1 N1 93.48(10) . . ?
O2 Ni1 N4 89.13(10) . 2_676 ?
O2 Ni1 N5 163.60(10) . . ?
O2 Ni1 N8 89.03(10) . 1_655 ?
N1 Ni1 O1 152.43(10) . . ?
N1 Ni1 N4 93.16(10) . 2_676 ?
N1 Ni1 N5 102.88(11) . . ?
N1 Ni1 N8 90.61(10) . 1_655 ?
N4 Ni1 O1 90.89(9) 2_676 . ?
N4 Ni1 N8 175.90(10) 2_676 1_655 ?
N5 Ni1 O1 104.30(10) . . ?
N5 Ni1 N4 91.15(10) . 2_676 ?
N5 Ni1 N8 89.58(11) . 1_655 ?
N8 Ni1 O1 85.02(9) 1_655 . ?
O6 S1 O5 119.44(18) . . ?
O6 S1 C33 108.16(19) . . ?
O6 S1 C36 108.84(18) . . ?
O5 S1 C33 108.12(17) . . ?
O5 S1 C36 108.00(19) . . ?
C33 S1 C36 103.07(16) . . ?
C29 O2 Ni1 95.7(2) . . ?
C29 O1 Ni1 83.45(19) . . ?
H8A O8 H8B 109.4 . . ?
C1 N1 Ni1 135.2(2) . . ?
C1 N1 C2 104.9(3) . . ?
C2 N1 Ni1 119.3(2) . . ?
C1 N2 C3 106.7(3) . . ?
C1 N2 C4 125.8(3) . . ?
C3 N2 C4 127.5(3) . . ?
C12 N3 C11 126.1(3) . . ?
C14 N3 C11 127.2(3) . . ?
C14 N3 C12 106.7(3) . . ?
C13 N4 Ni1 126.9(2) . 2_676 ?
C14 N4 Ni1 127.9(2) . 2_676 ?
C14 N4 C13 105.1(3) . . ?
C15 N5 Ni1 122.5(2) . . ?
C15 N5 C16 104.7(3) . . ?
C16 N5 Ni1 132.6(2) . . ?
C15 N6 C17 107.4(3) . . ?
C15 N6 C18 125.9(3) . . ?
C17 N6 C18 126.6(3) . . ?
C26 N7 C25 125.7(3) . . ?
C26 N7 C28 107.1(3) . . ?
C28 N7 C25 126.8(3) . . ?
C26 N8 Ni1 125.2(2) . 1_455 ?
C26 N8 C27 104.2(3) . . ?
C27 N8 Ni1 129.6(2) . 1_455 ?
N1 C1 N2 111.8(3) . . ?
N1 C1 H1 124.1 . . ?
N2 C1 H1 124.1 . . ?
N1 C2 H2 124.9 . . ?
C3 C2 N1 110.1(3) . . ?
C3 C2 H2 124.9 . . ?
N2 C3 H3 126.7 . . ?
C2 C3 N2 106.5(3) . . ?
C2 C3 H3 126.7 . . ?
N2 C4 H4A 109.1 . . ?
N2 C4 H4B 109.1 . . ?
N2 C4 C5 112.3(2) . . ?
H4A C4 H4B 107.9 . . ?
C5 C4 H4A 109.1 . . ?
C5 C4 H4B 109.1 . . ?
C6 C5 C4 122.4(3) . . ?
C10 C5 C4 119.1(3) . . ?
C10 C5 C6 118.5(3) . . ?
C5 C6 C11 120.4(3) . . ?
C7 C6 C5 119.2(3) . . ?
C7 C6 C11 120.2(3) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 C6 120.9(3) . . ?
C8 C7 H7 119.6 . . ?
C7 C8 H8 120.1 . . ?
C9 C8 C7 119.8(3) . . ?
C9 C8 H8 120.1 . . ?
C8 C9 H9 120.2 . . ?
C8 C9 C10 119.6(3) . . ?
C10 C9 H9 120.2 . . ?
C5 C10 H10 119.1 . . ?
C9 C10 C5 121.9(3) . . ?
C9 C10 H10 119.1 . . ?
N3 C11 C6 114.8(3) . . ?
N3 C11 H11A 108.6 . . ?
N3 C11 H11B 108.6 . . ?
C6 C11 H11A 108.6 . . ?
C6 C11 H11B 108.6 . . ?
H11A C11 H11B 107.6 . . ?
N3 C12 H12 126.6 . . ?
C13 C12 N3 106.9(3) . . ?
C13 C12 H12 126.6 . . ?
N4 C13 H13 125.2 . . ?
C12 C13 N4 109.6(3) . . ?
C12 C13 H13 125.2 . . ?
N3 C14 H14 124.2 . . ?
N4 C14 N3 111.7(3) . . ?
N4 C14 H14 124.2 . . ?
N5 C15 N6 111.5(3) . . ?
N5 C15 H15 124.2 . . ?
N6 C15 H15 124.2 . . ?
N5 C16 H16 124.8 . . ?
C17 C16 N5 110.4(3) . . ?
C17 C16 H16 124.8 . . ?
N6 C17 H17 127.0 . . ?
C16 C17 N6 106.0(3) . . ?
C16 C17 H17 127.0 . . ?
N6 C18 H18A 108.9 . . ?
N6 C18 H18B 108.9 . . ?
N6 C18 C19 113.2(3) . . ?
H18A C18 H18B 107.8 . . ?
C19 C18 H18A 108.9 . . ?
C19 C18 H18B 108.9 . . ?
C20 C19 C18 121.3(3) . . ?
C24 C19 C18 121.0(3) . . ?
C24 C19 C20 117.7(3) . . ?
C19 C20 C25 123.6(3) . . ?
C21 C20 C19 119.0(3) . . ?
C21 C20 C25 117.3(3) . . ?
C20 C21 H21 119.1 . . ?
C22 C21 C20 121.8(4) . . ?
C22 C21 H21 119.1 . . ?
C21 C22 H22 120.4 . . ?
C23 C22 C21 119.2(4) . . ?
C23 C22 H22 120.4 . . ?
C22 C23 H23 119.9 . . ?
C22 C23 C24 120.2(4) . . ?
C24 C23 H23 119.9 . . ?
C19 C24 H24 119.0 . . ?
C23 C24 C19 122.0(4) . . ?
C23 C24 H24 119.0 . . ?
N7 C25 C20 114.6(3) . . ?
N7 C25 H25A 108.6 . . ?
N7 C25 H25B 108.6 . . ?
C20 C25 H25A 108.6 . . ?
C20 C25 H25B 108.6 . . ?
H25A C25 H25B 107.6 . . ?
N7 C26 H26 124.0 . . ?
N8 C26 N7 112.1(3) . . ?
N8 C26 H26 124.0 . . ?
N8 C27 H27 124.8 . . ?
C28 C27 N8 110.3(4) . . ?
C28 C27 H27 124.8 . . ?
N7 C28 H28 126.9 . . ?
C27 C28 N7 106.2(3) . . ?
C27 C28 H28 126.9 . . ?
O2 C29 C30 117.1(3) . . ?
O1 C29 O2 121.2(3) . . ?
O1 C29 C30 121.5(3) . . ?
C31 C30 C29 121.9(3) . . ?
C31 C30 C35 118.9(3) . . ?
C35 C30 C29 119.1(3) . . ?
C30 C31 H31 120.0 . . ?
C30 C31 C32 120.1(4) . . ?
C32 C31 H31 120.0 . . ?
C31 C32 H32 120.2 . . ?
C33 C32 C31 119.6(3) . . ?
C33 C32 H32 120.2 . . ?
C32 C33 S1 120.7(3) . . ?
C32 C33 C34 121.2(3) . . ?
C34 C33 S1 118.1(3) . . ?
C33 C34 H34 120.5 . . ?
C33 C34 C35 119.0(4) . . ?
C35 C34 H34 120.5 . . ?
C30 C35 H35 119.4 . . ?
C34 C35 C30 121.2(3) . . ?
C34 C35 H35 119.4 . . ?
C37 C36 S1 119.4(3) . . ?
C41 C36 S1 119.4(3) . . ?
C41 C36 C37 121.2(4) . . ?
C36 C37 H37 120.5 . . ?
C36 C37 C38 119.0(4) . . ?
C38 C37 H37 120.5 . . ?
C37 C38 H38 119.8 . . ?
C39 C38 C37 120.3(4) . . ?
C39 C38 H38 119.8 . . ?
C38 C39 C42 120.8(4) . . ?
C40 C39 C38 119.2(4) . . ?
C40 C39 C42 119.9(4) . . ?
C39 C40 H40 119.6 . . ?
C41 C40 C39 120.7(4) . . ?
C41 C40 H40 119.6 . . ?
C36 C41 C40 119.4(4) . . ?
C36 C41 H41 120.3 . . ?
C40 C41 H41 120.3 . . ?
O4 C42 C39 117.4(4) . . ?
O3 C42 O4 126.0(4) . . ?
O3 C42 C39 116.5(4) . . ?
H7A O7 H7B 109.5 . . ?
H10A O10 H10B 109.5 . . ?
H11C O11 H11D 109.5 . . ?
H9A O9 H9B 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
Ni1 O2 C29 O1 5.8(3) . . . . ?
Ni1 O2 C29 C30 -171.0(2) . . . . ?
Ni1 O1 C29 O2 -5.1(3) . . . . ?
Ni1 O1 C29 C30 171.6(3) . . . . ?
Ni1 N1 C1 N2 -169.8(2) . . . . ?
Ni1 N1 C2 C3 171.8(2) . . . . ?
Ni1 N4 C13 C12 178.7(2) 2_676 . . . ?
Ni1 N4 C14 N3 -178.9(2) 2_676 . . . ?
Ni1 N5 C15 N6 175.2(2) . . . . ?
Ni1 N5 C16 C17 -174.4(2) . . . . ?
Ni1 N8 C26 N7 -169.5(2) 1_455 . . . ?
Ni1 N8 C27 C28 169.0(3) 1_455 . . . ?
S1 C33 C34 C35 -175.7(3) . . . . ?
S1 C36 C37 C38 179.4(3) . . . . ?
S1 C36 C41 C40 -179.4(3) . . . . ?
O2 C29 C30 C31 179.3(3) . . . . ?
O2 C29 C30 C35 2.6(4) . . . . ?
O1 C29 C30 C31 2.5(5) . . . . ?
O1 C29 C30 C35 -174.2(3) . . . . ?
O6 S1 C33 C32 11.8(3) . . . . ?
O6 S1 C33 C34 -170.3(3) . . . . ?
O6 S1 C36 C37 -35.5(3) . . . . ?
O6 S1 C36 C41 144.8(3) . . . . ?
O5 S1 C33 C32 142.4(3) . . . . ?
O5 S1 C33 C34 -39.7(3) . . . . ?
O5 S1 C36 C37 -166.6(3) . . . . ?
O5 S1 C36 C41 13.7(4) . . . . ?
N1 C2 C3 N2 0.2(4) . . . . ?
N2 C4 C5 C6 68.0(4) . . . . ?
N2 C4 C5 C10 -113.5(3) . . . . ?
N3 C12 C13 N4 0.3(4) . . . . ?
N5 C16 C17 N6 -0.1(4) . . . . ?
N6 C18 C19 C20 -165.2(3) . . . . ?
N6 C18 C19 C24 15.4(5) . . . . ?
N8 C27 C28 N7 -0.1(4) . . . . ?
C1 N1 C2 C3 -0.5(4) . . . . ?
C1 N2 C3 C2 0.2(4) . . . . ?
C1 N2 C4 C5 -131.5(3) . . . . ?
C2 N1 C1 N2 0.7(4) . . . . ?
C3 N2 C1 N1 -0.6(4) . . . . ?
C3 N2 C4 C5 46.7(4) . . . . ?
C4 N2 C1 N1 178.0(2) . . . . ?
C4 N2 C3 C2 -178.3(3) . . . . ?
C4 C5 C6 C7 179.4(3) . . . . ?
C4 C5 C6 C11 3.0(5) . . . . ?
C4 C5 C10 C9 -178.1(3) . . . . ?
C5 C6 C7 C8 -1.3(5) . . . . ?
C5 C6 C11 N3 -156.4(3) . . . . ?
C6 C5 C10 C9 0.4(5) . . . . ?
C6 C7 C8 C9 0.2(6) . . . . ?
C7 C6 C11 N3 27.1(5) . . . . ?
C7 C8 C9 C10 1.2(6) . . . . ?
C8 C9 C10 C5 -1.5(5) . . . . ?
C10 C5 C6 C7 0.9(5) . . . . ?
C10 C5 C6 C11 -175.5(3) . . . . ?
C11 N3 C12 C13 -178.6(3) . . . . ?
C11 N3 C14 N4 178.4(3) . . . . ?
C11 C6 C7 C8 175.2(3) . . . . ?
C12 N3 C11 C6 81.2(4) . . . . ?
C12 N3 C14 N4 0.3(4) . . . . ?
C13 N4 C14 N3 -0.1(4) . . . . ?
C14 N3 C11 C6 -96.6(4) . . . . ?
C14 N3 C12 C13 -0.4(4) . . . . ?
C14 N4 C13 C12 -0.2(4) . . . . ?
C15 N5 C16 C17 0.0(4) . . . . ?
C15 N6 C17 C16 0.2(4) . . . . ?
C15 N6 C18 C19 77.9(4) . . . . ?
C16 N5 C15 N6 0.2(4) . . . . ?
C17 N6 C15 N5 -0.2(4) . . . . ?
C17 N6 C18 C19 -97.4(4) . . . . ?
C18 N6 C15 N5 -176.2(3) . . . . ?
C18 N6 C17 C16 176.2(3) . . . . ?
C18 C19 C20 C21 176.9(3) . . . . ?
C18 C19 C20 C25 -7.8(5) . . . . ?
C18 C19 C24 C23 179.9(4) . . . . ?
C19 C20 C21 C22 4.3(6) . . . . ?
C19 C20 C25 N7 53.9(5) . . . . ?
C20 C19 C24 C23 0.4(5) . . . . ?
C20 C21 C22 C23 -1.5(6) . . . . ?
C21 C20 C25 N7 -130.8(4) . . . . ?
C21 C22 C23 C24 -1.9(7) . . . . ?
C22 C23 C24 C19 2.5(6) . . . . ?
C24 C19 C20 C21 -3.6(5) . . . . ?
C24 C19 C20 C25 171.7(3) . . . . ?
C25 N7 C26 N8 173.3(3) . . . . ?
C25 N7 C28 C27 -173.2(3) . . . . ?
C25 C20 C21 C22 -171.3(4) . . . . ?
C26 N7 C25 C20 -122.5(4) . . . . ?
C26 N7 C28 C27 0.2(4) . . . . ?
C26 N8 C27 C28 -0.1(4) . . . . ?
C27 N8 C26 N7 0.3(4) . . . . ?
C28 N7 C25 C20 49.8(5) . . . . ?
C28 N7 C26 N8 -0.3(4) . . . . ?
C29 C30 C31 C32 -173.8(3) . . . . ?
C29 C30 C35 C34 174.0(3) . . . . ?
C30 C31 C32 C33 -0.5(5) . . . . ?
C31 C30 C35 C34 -2.8(5) . . . . ?
C31 C32 C33 S1 175.7(3) . . . . ?
C31 C32 C33 C34 -2.1(5) . . . . ?
C32 C33 C34 C35 2.2(5) . . . . ?
C33 S1 C36 C37 79.2(3) . . . . ?
C33 S1 C36 C41 -100.5(3) . . . . ?
C33 C34 C35 C30 0.3(5) . . . . ?
C35 C30 C31 C32 2.8(5) . . . . ?
C36 S1 C33 C32 -103.4(3) . . . . ?
C36 S1 C33 C34 74.5(3) . . . . ?
C36 C37 C38 C39 -0.3(6) . . . . ?
C37 C36 C41 C40 0.9(6) . . . . ?
C37 C38 C39 C40 1.5(6) . . . . ?
C37 C38 C39 C42 -175.1(3) . . . . ?
C38 C39 C40 C41 -1.5(6) . . . . ?
C38 C39 C42 O4 4.4(6) . . . . ?
C38 C39 C42 O3 -176.5(4) . . . . ?
C39 C40 C41 C36 0.3(6) . . . . ?
C40 C39 C42 O4 -172.2(4) . . . . ?
C40 C39 C42 O3 6.9(6) . . . . ?
C41 C36 C37 C38 -0.9(6) . . . . ?
C42 C39 C40 C41 175.1(4) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_07
_database_code_depnum_ccdc_archive 'CCDC 1823498'
_audit_update_record             
;
2018-02-11 deposited with the CCDC.
2018-09-10 downloaded from the CCDC.
;
_audit_creation_date             2016-12-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C23 H20 N4 Ni O7, 2(H2 O)'
_chemical_formula_sum            'C23 H24 N4 Ni O9'
_chemical_formula_weight         559.17
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   23.542(13)
_cell_length_b                   10.509(6)
_cell_length_c                   10.273(6)
_cell_angle_alpha                90
_cell_angle_beta                 104.604(8)
_cell_angle_gamma                90
_cell_volume                     2460(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3491
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.66
_cell_measurement_theta_min      2.36
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.849
_exptl_absorpt_correction_T_max  0.73
_exptl_absorpt_correction_T_min  0.65
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.510
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_unetI/netI     0.0554
_diffrn_reflns_Laue_measured_fraction_full 0.913
_diffrn_reflns_Laue_measured_fraction_max 0.913
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5327
_diffrn_reflns_point_group_measured_fraction_full 0.918
_diffrn_reflns_point_group_measured_fraction_max 0.918
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.788
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.913
_diffrn_measured_fraction_theta_max 0.913
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 6000 area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_reflns_Friedel_coverage         0.897
_reflns_Friedel_fraction_full    0.923
_reflns_Friedel_fraction_max     0.923
_reflns_number_gt                2644
_reflns_number_total             2969
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Nonius CAD4 software'
_computing_data_collection       'Nonius CAD4 software'
_computing_data_reduction        'XCAD (P.McArdle, 2000)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.751
_refine_diff_density_min         -0.756
_refine_diff_density_rms         0.092
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.12(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     339
_refine_ls_number_reflns         2969
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0370
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0723P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0996
_refine_ls_wR_factor_ref         0.1092
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.88(3) 0.12(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H8A,H8B} of O8, {H7A,H7B} of O7, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups, {H9A,H9B} of O9
3.a Riding coordinates:
 O7(H7A,H7B), O8(H8A,H8B)
3.b Free rotating group:
 O9(H9A,H9B)
3.c Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C20(H20A,H20B)
3.d Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4A), C6(H6), C10(H10), C11(H11), C12(H12), C15(H15), C16(H16),
 C17(H17), C18(H18), C19(H19), C22(H22), C23(H23)
3.e Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.70098(3) 0.19336(7) 0.43726(6) 0.0208(2) Uani 1 1 d . . . . .
O1 O 0.68875(18) 0.0324(4) 0.5588(4) 0.0261(9) Uani 1 1 d . . . . .
O2 O 0.68496(19) 0.2269(4) 0.6362(4) 0.0281(10) Uani 1 1 d . . . . .
O3 O 0.6419(3) -0.3316(4) 0.8190(5) 0.0648(17) Uani 1 1 d . . . . .
O4 O 0.6555(2) -0.3154(5) 1.0390(4) 0.0442(11) Uani 1 1 d . . . . .
H4 H 0.6413 -0.3870 1.0298 0.066 Uiso 1 1 calc GR . . . .
O5 O 0.71004(19) 0.1042(4) 1.2633(4) 0.0291(10) Uani 1 1 d . . . . .
O6 O 0.6996(2) 0.2775(4) 1.1323(5) 0.0466(14) Uani 1 1 d . . . . .
O7 O 0.70883(19) 0.3778(4) 0.3766(4) 0.0343(11) Uani 1 1 d . . . . .
H7A H 0.7096 0.4587 0.3768 0.041 Uiso 1 1 d R . . . .
H7B H 0.7243 0.3523 0.3149 0.041 Uiso 1 1 d R . . . .
O8 O 0.6159(3) 0.4069(5) 0.7343(6) 0.0630(16) Uani 1 1 d . . . . .
H8A H 0.6184 0.4888 0.7462 0.076 Uiso 1 1 d R . . . .
H8B H 0.6383 0.3616 0.6942 0.076 Uiso 1 1 d R . . . .
N1 N 0.6128(2) 0.2100(6) 0.3497(5) 0.0283(12) Uani 1 1 d . . . . .
N2 N 0.5242(2) 0.1811(7) 0.2199(6) 0.0409(13) Uani 1 1 d . . . . .
N3 N 0.78906(18) 0.1831(6) 0.5241(5) 0.0243(10) Uani 1 1 d . . . . .
N4 N 0.8843(2) 0.1557(5) 0.5520(6) 0.0321(13) Uani 1 1 d . . . . .
C1 C 0.6828(3) 0.0524(5) 0.7865(6) 0.0247(13) Uani 1 1 d . . . . .
C2 C 0.6719(3) -0.0761(5) 0.7967(6) 0.0265(13) Uani 1 1 d . . . . .
H2 H 0.6658 -0.1272 0.7205 0.032 Uiso 1 1 calc R . . . .
C3 C 0.6699(3) -0.1301(6) 0.9191(6) 0.0286(14) Uani 1 1 d . . . . .
C4 C 0.6809(3) -0.0549(5) 1.0358(6) 0.0291(14) Uani 1 1 d . . . . .
H4A H 0.6806 -0.0913 1.1181 0.035 Uiso 1 1 calc R . . . .
C5 C 0.6923(3) 0.0761(6) 1.0273(6) 0.0277(14) Uani 1 1 d . . . . .
C6 C 0.6924(3) 0.1292(6) 0.9025(6) 0.0256(13) Uani 1 1 d . . . . .
H6 H 0.6989 0.2160 0.8960 0.031 Uiso 1 1 calc R . . . .
C7 C 0.6854(3) 0.1074(5) 0.6545(6) 0.0216(13) Uani 1 1 d . . . . .
C8 C 0.6547(3) -0.2678(5) 0.9205(6) 0.0312(15) Uani 1 1 d . . . . .
C9 C 0.7016(3) 0.1592(5) 1.1517(6) 0.0247(14) Uani 1 1 d . . . . .
C10 C 0.5763(3) 0.3026(7) 0.3764(9) 0.049(2) Uani 1 1 d . . . . .
H10 H 0.5876 0.3681 0.4385 0.059 Uiso 1 1 calc R . . . .
C11 C 0.5214(4) 0.2842(7) 0.2989(10) 0.056(2) Uani 1 1 d . . . . .
H11 H 0.4883 0.3322 0.2993 0.068 Uiso 1 1 calc R . . . .
C12 C 0.5793(3) 0.1379(7) 0.2542(7) 0.0330(15) Uani 1 1 d . . . . .
H12 H 0.5924 0.0668 0.2164 0.040 Uiso 1 1 calc R . . . .
C13 C 0.4735(4) 0.1254(10) 0.1177(11) 0.072(3) Uani 1 1 d . . . . .
H13A H 0.4420 0.1077 0.1602 0.086 Uiso 1 1 calc R . . . .
H13B H 0.4593 0.1875 0.0472 0.086 Uiso 1 1 calc R . . . .
C14 C 0.4889(3) 0.0059(8) 0.0561(9) 0.050(2) Uani 1 1 d . . . . .
C15 C 0.4779(4) -0.1084(10) 0.1123(10) 0.069(3) Uani 1 1 d . . . . .
H15 H 0.4629 -0.1095 0.1878 0.083 Uiso 1 1 calc R . . . .
C16 C 0.4897(4) -0.2227(10) 0.0535(11) 0.081(3) Uani 1 1 d . . . . .
H16 H 0.4828 -0.2998 0.0912 0.098 Uiso 1 1 calc R . . . .
C17 C 0.8178(3) 0.2063(8) 0.6558(6) 0.0352(15) Uani 1 1 d . . . . .
H17 H 0.7996 0.2294 0.7228 0.042 Uiso 1 1 calc R . . . .
C18 C 0.8760(3) 0.1907(11) 0.6743(7) 0.0442(15) Uani 1 1 d . . . . .
H18 H 0.9048 0.2015 0.7541 0.053 Uiso 1 1 calc R . . . .
C19 C 0.8313(3) 0.1534(5) 0.4648(6) 0.0278(14) Uani 1 1 d . . . . .
H19 H 0.8248 0.1334 0.3741 0.033 Uiso 1 1 calc R . . . .
C20 C 0.9407(3) 0.1409(6) 0.5178(7) 0.0346(16) Uani 1 1 d . . . . .
H20A H 0.9344 0.0964 0.4326 0.042 Uiso 1 1 calc R . . . .
H20B H 0.9664 0.0889 0.5859 0.042 Uiso 1 1 calc R . . . .
C21 C 0.9711(3) 0.2669(6) 0.5073(7) 0.0265(13) Uani 1 1 d . . . . .
C22 C 0.9426(3) 0.3821(6) 0.5094(7) 0.0352(15) Uani 1 1 d . . . . .
H22 H 0.9038 0.3826 0.5148 0.042 Uiso 1 1 calc R . . . .
C23 C 0.9713(3) 0.4972(6) 0.5035(7) 0.0378(16) Uani 1 1 d . . . . .
H23 H 0.9516 0.5737 0.5044 0.045 Uiso 1 1 calc R . . . .
O9 O 0.6162(4) -0.5534(6) 1.0082(9) 0.083(2) Uani 1 1 d . . . . .
H9A H 0.6027 -0.6238 0.9726 0.124 Uiso 1 1 d G . . . .
H9B H 0.6263 -0.5614 1.0933 0.124 Uiso 1 1 d G . . . .


_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 2.164(4) . ?
Ni1 O2 2.198(4) . ?
Ni1 O5 2.076(4) 1_554 ?
Ni1 O7 2.059(4) . ?
Ni1 N1 2.052(5) . ?
Ni1 N3 2.043(5) . ?
Ni1 C7 2.518(5) . ?
O1 C7 1.278(7) . ?
O2 C7 1.269(7) . ?
O3 C8 1.212(8) . ?
O4 H4 0.8200 . ?
O4 C8 1.312(7) . ?
O5 Ni1 2.076(4) 1_556 ?
O5 C9 1.254(7) . ?
O6 C9 1.258(8) . ?
O7 H7A 0.8499 . ?
O7 H7B 0.8499 . ?
O8 H8A 0.8687 . ?
O8 H8B 0.8838 . ?
N1 C10 1.370(8) . ?
N1 C12 1.330(8) . ?
N2 C11 1.365(10) . ?
N2 C12 1.334(8) . ?
N2 C13 1.496(10) . ?
N3 C17 1.374(7) . ?
N3 C19 1.327(7) . ?
N4 C18 1.370(8) . ?
N4 C19 1.341(8) . ?
N4 C20 1.466(7) . ?
C1 C2 1.383(8) . ?
C1 C6 1.410(8) . ?
C1 C7 1.490(8) . ?
C2 H2 0.9300 . ?
C2 C3 1.392(8) . ?
C3 C4 1.404(8) . ?
C3 C8 1.492(8) . ?
C4 H4A 0.9300 . ?
C4 C5 1.410(8) . ?
C5 C6 1.399(8) . ?
C5 C9 1.517(8) . ?
C6 H6 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.350(11) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.491(12) . ?
C14 C14 1.382(15) 2_655 ?
C14 C15 1.385(12) . ?
C15 H15 0.9300 . ?
C15 C16 1.403(14) . ?
C16 C16 1.31(2) 2_655 ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C17 C18 1.345(8) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.521(8) . ?
C21 C21 1.406(11) 2_756 ?
C21 C22 1.386(9) . ?
C22 H22 0.9300 . ?
C22 C23 1.394(9) . ?
C23 C23 1.371(12) 2_756 ?
C23 H23 0.9300 . ?
O9 H9A 0.8500 . ?
O9 H9B 0.8499 . ?

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 O2 60.64(14) . . ?
O1 Ni1 C7 30.49(16) . . ?
O2 Ni1 C7 30.25(17) . . ?
O5 Ni1 O1 101.63(15) 1_554 . ?
O5 Ni1 O2 162.12(15) 1_554 . ?
O5 Ni1 C7 132.11(18) 1_554 . ?
O7 Ni1 O1 161.02(15) . . ?
O7 Ni1 O2 100.37(16) . . ?
O7 Ni1 O5 97.34(16) . 1_554 ?
O7 Ni1 C7 130.54(18) . . ?
N1 Ni1 O1 93.0(2) . . ?
N1 Ni1 O2 90.12(17) . . ?
N1 Ni1 O5 88.48(19) . 1_554 ?
N1 Ni1 O7 86.9(2) . . ?
N1 Ni1 C7 93.53(19) . . ?
N3 Ni1 O1 88.6(2) . . ?
N3 Ni1 O2 89.75(17) . . ?
N3 Ni1 O5 92.22(18) . 1_554 ?
N3 Ni1 O7 91.3(2) . . ?
N3 Ni1 N1 178.1(3) . . ?
N3 Ni1 C7 87.29(19) . . ?
C7 O1 Ni1 90.3(3) . . ?
C7 O2 Ni1 89.0(3) . . ?
C8 O4 H4 109.5 . . ?
C9 O5 Ni1 123.6(4) . 1_556 ?
Ni1 O7 H7A 160.8 . . ?
Ni1 O7 H7B 90.9 . . ?
H7A O7 H7B 107.7 . . ?
H8A O8 H8B 124.9 . . ?
C10 N1 Ni1 126.0(5) . . ?
C12 N1 Ni1 128.4(4) . . ?
C12 N1 C10 105.5(6) . . ?
C11 N2 C13 125.4(6) . . ?
C12 N2 C11 107.6(6) . . ?
C12 N2 C13 127.0(7) . . ?
C17 N3 Ni1 127.9(3) . . ?
C19 N3 Ni1 127.4(4) . . ?
C19 N3 C17 104.7(5) . . ?
C18 N4 C20 126.6(6) . . ?
C19 N4 C18 107.1(5) . . ?
C19 N4 C20 125.9(5) . . ?
C2 C1 C6 119.2(5) . . ?
C2 C1 C7 119.9(5) . . ?
C6 C1 C7 120.8(5) . . ?
C1 C2 H2 119.5 . . ?
C1 C2 C3 121.0(5) . . ?
C3 C2 H2 119.5 . . ?
C2 C3 C4 120.1(5) . . ?
C2 C3 C8 117.8(5) . . ?
C4 C3 C8 122.1(5) . . ?
C3 C4 H4A 120.2 . . ?
C3 C4 C5 119.6(5) . . ?
C5 C4 H4A 120.2 . . ?
C4 C5 C9 120.0(5) . . ?
C6 C5 C4 119.3(5) . . ?
C6 C5 C9 120.6(5) . . ?
C1 C6 H6 119.7 . . ?
C5 C6 C1 120.6(6) . . ?
C5 C6 H6 119.7 . . ?
O1 C7 Ni1 59.2(3) . . ?
O1 C7 C1 119.0(5) . . ?
O2 C7 Ni1 60.8(3) . . ?
O2 C7 O1 119.8(5) . . ?
O2 C7 C1 121.2(5) . . ?
C1 C7 Ni1 174.0(4) . . ?
O3 C8 O4 122.0(5) . . ?
O3 C8 C3 122.4(5) . . ?
O4 C8 C3 115.5(5) . . ?
O5 C9 O6 126.2(6) . . ?
O5 C9 C5 117.5(5) . . ?
O6 C9 C5 116.3(6) . . ?
N1 C10 H10 125.2 . . ?
C11 C10 N1 109.5(6) . . ?
C11 C10 H10 125.2 . . ?
N2 C11 H11 126.8 . . ?
C10 C11 N2 106.4(6) . . ?
C10 C11 H11 126.8 . . ?
N1 C12 N2 110.9(6) . . ?
N1 C12 H12 124.6 . . ?
N2 C12 H12 124.6 . . ?
N2 C13 H13A 109.0 . . ?
N2 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C14 C13 N2 113.1(7) . . ?
C14 C13 H13A 109.0 . . ?
C14 C13 H13B 109.0 . . ?
C14 C14 C13 122.5(6) 2_655 . ?
C14 C14 C15 119.8(6) 2_655 . ?
C15 C14 C13 117.6(8) . . ?
C14 C15 H15 120.5 . . ?
C14 C15 C16 119.0(9) . . ?
C16 C15 H15 120.5 . . ?
C15 C16 H16 119.4 . . ?
C16 C16 C15 121.2(6) 2_655 . ?
C16 C16 H16 119.4 2_655 . ?
N3 C17 H17 124.8 . . ?
C18 C17 N3 110.4(5) . . ?
C18 C17 H17 124.8 . . ?
N4 C18 H18 126.9 . . ?
C17 C18 N4 106.2(6) . . ?
C17 C18 H18 126.9 . . ?
N3 C19 N4 111.6(5) . . ?
N3 C19 H19 124.2 . . ?
N4 C19 H19 124.2 . . ?
N4 C20 H20A 108.9 . . ?
N4 C20 H20B 108.9 . . ?
N4 C20 C21 113.3(5) . . ?
H20A C20 H20B 107.7 . . ?
C21 C20 H20A 108.9 . . ?
C21 C20 H20B 108.9 . . ?
C21 C21 C20 119.5(3) 2_756 . ?
C22 C21 C20 121.4(5) . . ?
C22 C21 C21 119.1(4) . 2_756 ?
C21 C22 H22 119.5 . . ?
C21 C22 C23 121.0(6) . . ?
C23 C22 H22 119.5 . . ?
C22 C23 H23 120.1 . . ?
C23 C23 C22 119.8(4) 2_756 . ?
C23 C23 H23 120.1 2_756 . ?
H9A O9 H9B 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
Ni1 O1 C7 O2 5.9(6) . . . . ?
Ni1 O1 C7 C1 -173.3(5) . . . . ?
Ni1 O2 C7 O1 -5.9(6) . . . . ?
Ni1 O2 C7 C1 173.4(5) . . . . ?
Ni1 O5 C9 O6 16.7(10) 1_556 . . . ?
Ni1 O5 C9 C5 -162.5(4) 1_556 . . . ?
Ni1 N1 C10 C11 179.3(5) . . . . ?
Ni1 N1 C12 N2 -177.9(4) . . . . ?
Ni1 N3 C17 C18 -179.5(7) . . . . ?
Ni1 N3 C19 N4 -180.0(4) . . . . ?
N1 C10 C11 N2 -1.9(9) . . . . ?
N2 C13 C14 C14 -88.0(13) . . . 2_655 ?
N2 C13 C14 C15 94.6(9) . . . . ?
N3 C17 C18 N4 -0.6(11) . . . . ?
N4 C20 C21 C21 171.6(8) . . . 2_756 ?
N4 C20 C21 C22 -9.5(9) . . . . ?
C1 C2 C3 C4 -2.1(10) . . . . ?
C1 C2 C3 C8 176.7(6) . . . . ?
C2 C1 C6 C5 1.4(9) . . . . ?
C2 C1 C7 O1 -13.2(9) . . . . ?
C2 C1 C7 O2 167.5(6) . . . . ?
C2 C3 C4 C5 1.8(9) . . . . ?
C2 C3 C8 O3 -3.1(10) . . . . ?
C2 C3 C8 O4 177.6(5) . . . . ?
C3 C4 C5 C6 0.1(9) . . . . ?
C3 C4 C5 C9 177.4(6) . . . . ?
C4 C3 C8 O3 175.6(7) . . . . ?
C4 C3 C8 O4 -3.6(9) . . . . ?
C4 C5 C6 C1 -1.6(9) . . . . ?
C4 C5 C9 O5 13.4(9) . . . . ?
C4 C5 C9 O6 -165.9(6) . . . . ?
C6 C1 C2 C3 0.5(9) . . . . ?
C6 C1 C7 O1 165.5(5) . . . . ?
C6 C1 C7 O2 -13.8(9) . . . . ?
C6 C5 C9 O5 -169.3(6) . . . . ?
C6 C5 C9 O6 11.4(9) . . . . ?
C7 C1 C2 C3 179.2(5) . . . . ?
C7 C1 C6 C5 -177.4(5) . . . . ?
C8 C3 C4 C5 -177.0(6) . . . . ?
C9 C5 C6 C1 -179.0(5) . . . . ?
C10 N1 C12 N2 0.3(8) . . . . ?
C11 N2 C12 N1 -1.5(8) . . . . ?
C11 N2 C13 C14 -174.6(8) . . . . ?
C12 N1 C10 C11 1.0(8) . . . . ?
C12 N2 C11 C10 2.1(9) . . . . ?
C12 N2 C13 C14 2.8(13) . . . . ?
C13 N2 C11 C10 179.9(8) . . . . ?
C13 N2 C12 N1 -179.3(7) . . . . ?
C13 C14 C15 C16 177.5(8) . . . . ?
C14 C14 C15 C16 0.0(15) 2_655 . . . ?
C14 C15 C16 C16 -0.6(18) . . . 2_655 ?
C17 N3 C19 N4 0.5(7) . . . . ?
C18 N4 C19 N3 -0.8(8) . . . . ?
C18 N4 C20 C21 -72.2(10) . . . . ?
C19 N3 C17 C18 0.1(9) . . . . ?
C19 N4 C18 C17 0.8(10) . . . . ?
C19 N4 C20 C21 98.7(7) . . . . ?
C20 N4 C18 C17 173.1(7) . . . . ?
C20 N4 C19 N3 -173.2(6) . . . . ?
C20 C21 C22 C23 178.1(7) . . . . ?
C21 C21 C22 C23 -3.0(12) 2_756 . . . ?
C21 C22 C23 C23 -0.4(13) . . . 2_756 ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.88(3)
2 0.12(3)

