# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1435695'
_audit_update_record             
;
2015-11-09 deposited with the CCDC.
2016-01-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H16 O8, 2(C12 H26 N6 Ni), 16(H2 O)'
_chemical_formula_sum            'C53 H100 N12 Ni2 O24'
_chemical_formula_weight         1406.86

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/c'
_space_group_name_Hall           '-P 2yc'

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

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

_cell_length_a                   18.257(11)
_cell_length_b                   8.475(6)
_cell_length_c                   28.615(13)
_cell_angle_alpha                90
_cell_angle_beta                 129.59(3)
_cell_angle_gamma                90
_cell_volume                     3412(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_F_000             1500
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.635
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6545
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS (Bruker, 2000)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17580
_diffrn_reflns_av_unetI/netI     0.0997
_diffrn_reflns_av_R_equivalents  0.0831
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.447
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_full        24.995
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5981
_reflns_number_gt                3649
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1352P)²+37.4597P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5981
_refine_ls_number_parameters     423
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1552
_refine_ls_R_factor_gt           0.1032
_refine_ls_wR_factor_ref         0.3237
_refine_ls_wR_factor_gt          0.2938
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.056
_refine_ls_shift/su_mean         0.002

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
C21 C 0.6591(7) 0.6272(13) 0.5202(5) 0.041(3) Uani 1 1 d . . . A 2
H21A H 0.7060 0.5459 0.5454 0.050 Uiso 1 1 calc R U . A 2
H21B H 0.6918 0.7231 0.5243 0.050 Uiso 1 1 calc R U . A 2
C19 C 0.5601(7) 0.8597(12) 0.5756(5) 0.046(3) Uani 1 1 d . . . A 2
H19A H 0.5968 0.9551 0.5956 0.056 Uiso 1 1 calc R U . A 2
H19B H 0.4961 0.8768 0.5612 0.056 Uiso 1 1 calc R U . A 2
C25 C 0.9824(7) 0.3156(11) 0.4640(4) 0.031(2) Uani 1 1 d . . . B 2
H25A H 0.9768 0.3161 0.4955 0.037 Uiso 1 1 calc R U . B 2
H25B H 0.9354 0.3871 0.4319 0.037 Uiso 1 1 calc R U . B 2
O2 O 0.9827(5) 0.2226(7) 0.5773(3) 0.0323(15) Uani 1 1 d . . . C 2
O1 O 1.1323(5) 0.2992(8) 0.6287(3) 0.0334(16) Uani 1 1 d . . . C 2
C2 C 1.0192(5) 0.6357(9) 0.7164(3) 0.0153(16) Uani 1 1 d . . . C 2
C6 C 1.0540(6) 0.3051(11) 0.6182(4) 0.025(2) Uani 1 1 d . . . C 2
C1 C 1.0000 0.7484(13) 0.7500 0.017(2) Uani 1 2 d S T P C 2
O3 O 0.6610(5) 1.2801(8) 0.6033(3) 0.0435(18) Uani 1 1 d . . . C 2
C8 C 1.1028(5) 0.6327(10) 0.7245(4) 0.0192(17) Uani 1 1 d . . . C 2
H8A H 1.1511 0.7044 0.7506 0.023 Uiso 1 1 calc R U . C 2
C3 C 0.9501(6) 0.5240(10) 0.6790(4) 0.0210(18) Uani 1 1 d . . . C 2
H3A H 0.8950 0.5220 0.6744 0.025 Uiso 1 1 calc R U . C 2
O4 O 0.6840(5) 1.2337(9) 0.5372(3) 0.0431(18) Uani 1 1 d . . . C 2
C9 C 0.9163(5) 0.8615(9) 0.7057(3) 0.0160(17) Uani 1 1 d . . . C 2
C4 C 0.9621(6) 0.4143(10) 0.6479(4) 0.0223(19) Uani 1 1 d . . . C 2
H4A H 0.9150 0.3399 0.6228 0.027 Uiso 1 1 calc R U . C 2
C5 C 1.0446(6) 0.4162(10) 0.6547(3) 0.0194(18) Uani 1 1 d . . . C 2
C12 C 0.7778(6) 1.0940(10) 0.6291(4) 0.0241(19) Uani 1 1 d . . . C 2
C10 C 0.8715(5) 0.8683(10) 0.6445(3) 0.0171(17) Uani 1 1 d . . . C 2
H10A H 0.8862 0.7935 0.6279 0.021 Uiso 1 1 calc R U . C 2
C15 C 0.8899(6) 0.9732(10) 0.7281(4) 0.0214(18) Uani 1 1 d . . . C 2
H15A H 0.9183 0.9710 0.7690 0.026 Uiso 1 1 calc R U . C 2
C14 C 0.8226(6) 1.0874(11) 0.6912(4) 0.027(2) Uani 1 1 d . . . C 2
H14A H 0.8068 1.1608 0.7077 0.032 Uiso 1 1 calc R U . C 2
C11 C 0.8050(6) 0.9842(11) 0.6075(4) 0.0251(19) Uani 1 1 d . . . C 2
H11A H 0.7782 0.9877 0.5669 0.030 Uiso 1 1 calc R U . C 2
C13 C 0.7027(6) 1.2100(11) 0.5871(4) 0.031(2) Uani 1 1 d . . . C 2
C7 C 1.1139(6) 0.5228(10) 0.6937(3) 0.0213(19) Uani 1 1 d . . . C 2
H7A H 1.1704 0.5216 0.6997 0.026 Uiso 1 1 calc R U . C 2
Ni1 Ni 1.0000 0.0000 0.5000 0.0227(4) Uani 1 2 d S . P B 2
N4 N 0.9688(5) 0.1520(9) 0.4395(3) 0.0248(16) Uani 1 1 d . . . B 2
N5 N 0.8686(5) -0.0668(9) 0.4443(3) 0.0273(17) Uani 1 1 d . . . B 2
H5 H 0.8671 -0.1549 0.4216 0.033 Uiso 1 1 calc R U . B 2
N6 N 1.1220(6) 0.2277(9) 0.4806(3) 0.0293(18) Uani 1 1 d . . . B 2
C24 C 1.0402(6) 0.1500(11) 0.4290(4) 0.0241(19) Uani 1 1 d . . . B 2
H24A H 1.0552 0.0425 0.4261 0.029 Uiso 1 1 calc R U . B 2
H24B H 1.0157 0.2058 0.3920 0.029 Uiso 1 1 calc R U . B 2
C26 C 1.0835(7) 0.3650(11) 0.4900(5) 0.037(2) Uani 1 1 d . . . B 2
H26A H 1.0812 0.4565 0.4687 0.044 Uiso 1 1 calc R U . B 2
H26B H 1.1222 0.3899 0.5328 0.044 Uiso 1 1 calc R U . B 2
C22 C 0.8700(7) 0.1180(13) 0.3819(4) 0.036(2) Uani 1 1 d . . . B 2
H22A H 0.8720 0.0391 0.3582 0.044 Uiso 1 1 calc R U . B 2
H22B H 0.8414 0.2132 0.3578 0.044 Uiso 1 1 calc R U . B 2
C23 C 0.8129(6) 0.0580(13) 0.3998(4) 0.030(2) Uani 1 1 d . . . B 2
H23A H 0.8013 0.1427 0.4172 0.036 Uiso 1 1 calc R U . B 2
H23B H 0.7521 0.0171 0.3646 0.036 Uiso 1 1 calc R U . B 2
C27 C 1.1808(6) 0.1260(12) 0.5331(4) 0.031(2) Uani 1 1 d . . . B 2
H27A H 1.2372 0.1837 0.5654 0.037 Uiso 1 1 calc R U . B 2
H27B H 1.2011 0.0366 0.5227 0.037 Uiso 1 1 calc R U . B 2
Ni2 Ni 0.5000 0.5000 0.5000 0.0285(5) Uani 1 2 d S . P A 2
N1 N 0.4640(5) 0.5571(10) 0.5474(4) 0.0337(19) Uani 1 1 d . . . A 2
H1 H 0.4187 0.6443 0.5256 0.040 Uiso 1 1 calc R U . A 2
N2 N 0.6002(5) 0.6551(9) 0.5380(3) 0.0306(18) Uani 1 1 d . . . A 2
N3 N 0.6052(5) 0.7231(9) 0.6188(4) 0.036(2) Uani 1 1 d . . . A 2
C18 C 0.6625(6) 0.6531(12) 0.6056(4) 0.032(2) Uani 1 1 d . . . A 2
H18A H 0.6802 0.5460 0.6210 0.038 Uiso 1 1 calc R U . A 2
H18B H 0.7197 0.7143 0.6237 0.038 Uiso 1 1 calc R U . A 2
C17 C 0.5374(7) 0.6137(12) 0.6109(5) 0.040(2) Uani 1 1 d . . . A 2
H17A H 0.5056 0.6644 0.6240 0.048 Uiso 1 1 calc R U . A 2
H17B H 0.5715 0.5232 0.6369 0.048 Uiso 1 1 calc R U . A 2
C16 C 0.4092(8) 0.4252(14) 0.5455(5) 0.045(3) Uani 1 1 d . . . A 2
H16A H 0.3746 0.4598 0.5589 0.054 Uiso 1 1 calc R U . A 2
H16B H 0.4511 0.3394 0.5713 0.054 Uiso 1 1 calc R U . A 2
C20 C 0.5580(6) 0.8181(11) 0.5231(4) 0.038(3) Uani 1 1 d . . . A 2
H20A H 0.4934 0.8183 0.4850 0.046 Uiso 1 1 calc R U . A 2
H20B H 0.5956 0.8922 0.5204 0.046 Uiso 1 1 calc R U . A 2
O1W O 0.2115(5) 0.7378(9) 0.5005(3) 0.0447(18) Uani 1 1 d . . . D 2
O4W O 0.6187(7) 0.1873(12) 0.6750(5) 0.080(3) Uani 1 1 d . . . E 2
O5W O 0.6944(7) 0.8668(14) 0.7340(5) 0.107(4) Uani 1 1 d . . . F 2
O3W O 0.4314(8) 0.0912(17) 0.6199(6) 0.112(4) Uani 1 1 d . . . G 2
O2WA O 0.3182(9) 0.3635(17) 0.7216(6) 0.044(4) Uani 0.5 1 d . . P H 2
O6W O 0.3791(13) 0.787(2) 0.6178(9) 0.175(8) Uani 1 1 d . . . I 2
O7W O 0.6297(12) 0.3063(18) 0.2832(7) 0.193(9) Uani 1 1 d . . . J 2
O8W O 0.3972(13) 0.283(3) 0.6785(11) 0.225(11) Uani 1 1 d . . . K 2
O2WB O 0.2963(18) 0.164(4) 0.7244(11) 0.121(10) Uani 0.5 1 d . . P H 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C21 N2 1.472(13) . ?
C21 C16 1.516(15) 3_666 ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C19 N3 1.499(13) . ?
C19 C20 1.521(16) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C25 N4 1.501(12) . ?
C25 C26 1.544(14) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
O2 C6 1.269(11) . ?
O1 C6 1.261(10) . ?
C2 C3 1.383(11) . ?
C2 C8 1.389(11) . ?
C2 C1 1.546(10) . ?
C6 C5 1.495(12) . ?
C1 C9 1.547(10) 2_756 ?
C1 C9 1.547(10) . ?
C1 C2 1.546(10) 2_756 ?
O3 C13 1.265(12) . ?
C8 C7 1.385(11) . ?
C8 H8A 0.9300 . ?
C3 C4 1.396(12) . ?
C3 H3A 0.9300 . ?
O4 C13 1.255(11) . ?
C9 C10 1.383(11) . ?
C9 C15 1.389(11) . ?
C4 C5 1.392(12) . ?
C4 H4A 0.9300 . ?
C5 C7 1.365(12) . ?
C12 C11 1.375(13) . ?
C12 C14 1.406(12) . ?
C12 C13 1.480(12) . ?
C10 C11 1.386(12) . ?
C10 H10A 0.9300 . ?
C15 C14 1.381(12) . ?
C15 H15A 0.9300 . ?
C14 H14A 0.9300 . ?
C11 H11A 0.9300 . ?
C7 H7A 0.9300 . ?
Ni1 N4 1.930(7) . ?
Ni1 N4 1.930(7) 3_756 ?
Ni1 N5 1.935(8) 3_756 ?
Ni1 N5 1.935(8) . ?
N4 C22 1.504(12) . ?
N4 C24 1.513(10) . ?
N5 C23 1.458(12) . ?
N5 C27 1.492(11) 3_756 ?
N5 H5 0.9800 . ?
N6 C24 1.427(12) . ?
N6 C27 1.447(11) . ?
N6 C26 1.470(12) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C22 C23 1.513(13) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C27 N5 1.492(11) 3_756 ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
Ni2 N1 1.908(8) 3_666 ?
Ni2 N1 1.908(8) . ?
Ni2 N2 1.929(7) 3_666 ?
Ni2 N2 1.929(7) . ?
N1 C16 1.478(13) . ?
N1 C17 1.492(13) . ?
N1 H1 0.9800 . ?
N2 C18 1.495(12) . ?
N2 C20 1.505(12) . ?
N3 C18 1.444(12) . ?
N3 C17 1.445(13) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C16 C21 1.516(15) 3_666 ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
O2WA O2WB 1.75(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C21 C16 105.7(8) . 3_666 ?
N2 C21 H21A 110.6 . . ?
C16 C21 H21A 110.6 3_666 . ?
N2 C21 H21B 110.6 . . ?
C16 C21 H21B 110.6 3_666 . ?
H21A C21 H21B 108.7 . . ?
N3 C19 C20 106.8(8) . . ?
N3 C19 H19A 110.4 . . ?
C20 C19 H19A 110.4 . . ?
N3 C19 H19B 110.4 . . ?
C20 C19 H19B 110.4 . . ?
H19A C19 H19B 108.6 . . ?
N4 C25 C26 105.5(7) . . ?
N4 C25 H25A 110.6 . . ?
C26 C25 H25A 110.6 . . ?
N4 C25 H25B 110.6 . . ?
C26 C25 H25B 110.6 . . ?
H25A C25 H25B 108.8 . . ?
C3 C2 C8 118.6(7) . . ?
C3 C2 C1 116.6(6) . . ?
C8 C2 C1 124.6(7) . . ?
O1 C6 O2 122.6(8) . . ?
O1 C6 C5 118.4(8) . . ?
O2 C6 C5 119.0(7) . . ?
C9 C1 C9 103.4(9) 2_756 . ?
C9 C1 C2 113.2(4) 2_756 . ?
C9 C1 C2 111.8(4) . . ?
C9 C1 C2 111.8(4) 2_756 2_756 ?
C9 C1 C2 113.2(4) . 2_756 ?
C2 C1 C2 103.7(9) . 2_756 ?
C2 C8 C7 119.8(8) . . ?
C2 C8 H8A 120.1 . . ?
C7 C8 H8A 120.1 . . ?
C2 C3 C4 120.9(8) . . ?
C2 C3 H3A 119.5 . . ?
C4 C3 H3A 119.5 . . ?
C10 C9 C15 117.1(7) . . ?
C10 C9 C1 122.8(7) . . ?
C15 C9 C1 119.8(6) . . ?
C5 C4 C3 119.9(8) . . ?
C5 C4 H4A 120.1 . . ?
C3 C4 H4A 120.1 . . ?
C7 C5 C4 118.6(7) . . ?
C7 C5 C6 122.0(8) . . ?
C4 C5 C6 119.4(8) . . ?
C11 C12 C14 117.2(8) . . ?
C11 C12 C13 119.8(8) . . ?
C14 C12 C13 123.0(8) . . ?
C9 C10 C11 121.5(8) . . ?
C9 C10 H10A 119.3 . . ?
C11 C10 H10A 119.3 . . ?
C14 C15 C9 121.8(8) . . ?
C14 C15 H15A 119.1 . . ?
C9 C15 H15A 119.1 . . ?
C15 C14 C12 120.7(8) . . ?
C15 C14 H14A 119.6 . . ?
C12 C14 H14A 119.6 . . ?
C12 C11 C10 121.7(8) . . ?
C12 C11 H11A 119.1 . . ?
C10 C11 H11A 119.1 . . ?
O4 C13 O3 123.5(9) . . ?
O4 C13 C12 118.1(9) . . ?
O3 C13 C12 118.4(9) . . ?
C5 C7 C8 122.0(7) . . ?
C5 C7 H7A 119.0 . . ?
C8 C7 H7A 119.0 . . ?
N4 Ni1 N4 180.0 . 3_756 ?
N4 Ni1 N5 92.6(3) . 3_756 ?
N4 Ni1 N5 87.4(3) 3_756 3_756 ?
N4 Ni1 N5 87.4(3) . . ?
N4 Ni1 N5 92.6(3) 3_756 . ?
N5 Ni1 N5 180.0 3_756 . ?
C25 N4 C22 114.5(7) . . ?
C25 N4 C24 101.3(7) . . ?
C22 N4 C24 111.3(6) . . ?
C25 N4 Ni1 109.4(5) . . ?
C22 N4 Ni1 108.5(6) . . ?
C24 N4 Ni1 111.8(5) . . ?
C23 N5 C27 110.2(7) . 3_756 ?
C23 N5 Ni1 108.4(6) . . ?
C27 N5 Ni1 121.1(6) 3_756 . ?
C23 N5 H5 105.3 . . ?
C27 N5 H5 105.3 3_756 . ?
Ni1 N5 H5 105.3 . . ?
C24 N6 C27 113.2(7) . . ?
C24 N6 C26 104.3(7) . . ?
C27 N6 C26 114.1(7) . . ?
N6 C24 N4 104.8(6) . . ?
N6 C24 H24A 110.8 . . ?
N4 C24 H24A 110.8 . . ?
N6 C24 H24B 110.8 . . ?
N4 C24 H24B 110.8 . . ?
H24A C24 H24B 108.9 . . ?
N6 C26 C25 105.1(8) . . ?
N6 C26 H26A 110.7 . . ?
C25 C26 H26A 110.7 . . ?
N6 C26 H26B 110.7 . . ?
C25 C26 H26B 110.7 . . ?
H26A C26 H26B 108.8 . . ?
N4 C22 C23 107.3(7) . . ?
N4 C22 H22A 110.3 . . ?
C23 C22 H22A 110.3 . . ?
N4 C22 H22B 110.3 . . ?
C23 C22 H22B 110.3 . . ?
H22A C22 H22B 108.5 . . ?
N5 C23 C22 107.0(7) . . ?
N5 C23 H23A 110.3 . . ?
C22 C23 H23A 110.3 . . ?
N5 C23 H23B 110.3 . . ?
C22 C23 H23B 110.3 . . ?
H23A C23 H23B 108.6 . . ?
N6 C27 N5 113.3(7) . 3_756 ?
N6 C27 H27A 108.9 . . ?
N5 C27 H27A 108.9 3_756 . ?
N6 C27 H27B 108.9 . . ?
N5 C27 H27B 108.9 3_756 . ?
H27A C27 H27B 107.7 . . ?
N1 Ni2 N1 180.0 3_666 . ?
N1 Ni2 N2 93.4(3) 3_666 3_666 ?
N1 Ni2 N2 86.6(3) . 3_666 ?
N1 Ni2 N2 86.6(3) 3_666 . ?
N1 Ni2 N2 93.4(3) . . ?
N2 Ni2 N2 180.0 3_666 . ?
C16 N1 C17 110.5(8) . . ?
C16 N1 Ni2 108.3(7) . . ?
C17 N1 Ni2 119.9(6) . . ?
C16 N1 H1 105.7 . . ?
C17 N1 H1 105.7 . . ?
Ni2 N1 H1 105.7 . . ?
C21 N2 C18 109.0(7) . . ?
C21 N2 C20 113.8(8) . . ?
C18 N2 C20 101.9(7) . . ?
C21 N2 Ni2 109.6(6) . . ?
C18 N2 Ni2 112.8(6) . . ?
C20 N2 Ni2 109.6(5) . . ?
C18 N3 C17 112.7(8) . . ?
C18 N3 C19 102.2(8) . . ?
C17 N3 C19 113.6(8) . . ?
N3 C18 N2 104.7(7) . . ?
N3 C18 H18A 110.8 . . ?
N2 C18 H18A 110.8 . . ?
N3 C18 H18B 110.8 . . ?
N2 C18 H18B 110.8 . . ?
H18A C18 H18B 108.9 . . ?
N3 C17 N1 114.3(8) . . ?
N3 C17 H17A 108.7 . . ?
N1 C17 H17A 108.7 . . ?
N3 C17 H17B 108.7 . . ?
N1 C17 H17B 108.7 . . ?
H17A C17 H17B 107.6 . . ?
N1 C16 C21 105.6(8) . 3_666 ?
N1 C16 H16A 110.6 . . ?
C21 C16 H16A 110.6 3_666 . ?
N1 C16 H16B 110.6 . . ?
C21 C16 H16B 110.6 3_666 . ?
H16A C16 H16B 108.7 . . ?
N2 C20 C19 104.3(8) . . ?
N2 C20 H20A 110.9 . . ?
C19 C20 H20A 110.9 . . ?
N2 C20 H20B 110.9 . . ?
C19 C20 H20B 110.9 . . ?
H20A C20 H20B 108.9 . . ?

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
C3 C2 C1 C9 175.9(7) . . . 2_756 ?
C8 C2 C1 C9 0.5(10) . . . 2_756 ?
C3 C2 C1 C9 -67.8(9) . . . . ?
C8 C2 C1 C9 116.8(8) . . . . ?
C3 C2 C1 C2 54.5(6) . . . 2_756 ?
C8 C2 C1 C2 -120.8(8) . . . 2_756 ?
C3 C2 C8 C7 2.3(11) . . . . ?
C1 C2 C8 C7 177.6(7) . . . . ?
C8 C2 C3 C4 -2.6(12) . . . . ?
C1 C2 C3 C4 -178.3(7) . . . . ?
C9 C1 C9 C10 116.4(8) 2_756 . . . ?
C2 C1 C9 C10 -5.7(10) . . . . ?
C2 C1 C9 C10 -122.5(7) 2_756 . . . ?
C9 C1 C9 C15 -56.7(6) 2_756 . . . ?
C2 C1 C9 C15 -178.9(7) . . . . ?
C2 C1 C9 C15 64.4(10) 2_756 . . . ?
C2 C3 C4 C5 0.2(12) . . . . ?
C3 C4 C5 C7 2.5(12) . . . . ?
C3 C4 C5 C6 -176.0(8) . . . . ?
O1 C6 C5 C7 7.5(12) . . . . ?
O2 C6 C5 C7 -171.4(8) . . . . ?
O1 C6 C5 C4 -174.0(8) . . . . ?
O2 C6 C5 C4 7.1(12) . . . . ?
C15 C9 C10 C11 1.7(11) . . . . ?
C1 C9 C10 C11 -171.6(7) . . . . ?
C10 C9 C15 C14 -0.6(12) . . . . ?
C1 C9 C15 C14 172.9(7) . . . . ?
C9 C15 C14 C12 0.3(13) . . . . ?
C11 C12 C14 C15 -1.0(12) . . . . ?
C13 C12 C14 C15 177.6(8) . . . . ?
C14 C12 C11 C10 2.1(12) . . . . ?
C13 C12 C11 C10 -176.6(8) . . . . ?
C9 C10 C11 C12 -2.5(13) . . . . ?
C11 C12 C13 O4 -19.0(13) . . . . ?
C14 C12 C13 O4 162.4(9) . . . . ?
C11 C12 C13 O3 161.1(9) . . . . ?
C14 C12 C13 O3 -17.4(13) . . . . ?
C4 C5 C7 C8 -2.8(12) . . . . ?
C6 C5 C7 C8 175.7(8) . . . . ?
C2 C8 C7 C5 0.4(12) . . . . ?
C26 C25 N4 C22 -142.9(7) . . . . ?
C26 C25 N4 C24 -23.1(8) . . . . ?
C26 C25 N4 Ni1 95.1(7) . . . . ?
C27 N6 C24 N4 81.2(8) . . . . ?
C26 N6 C24 N4 -43.3(8) . . . . ?
C25 N4 C24 N6 41.3(8) . . . . ?
C22 N4 C24 N6 163.4(7) . . . . ?
Ni1 N4 C24 N6 -75.1(7) . . . . ?
C24 N6 C26 C25 27.4(8) . . . . ?
C27 N6 C26 C25 -96.6(9) . . . . ?
N4 C25 C26 N6 -1.5(9) . . . . ?
C25 N4 C22 C23 -88.3(9) . . . . ?
C24 N4 C22 C23 157.6(7) . . . . ?
Ni1 N4 C22 C23 34.2(8) . . . . ?
C27 N5 C23 C22 176.8(8) 3_756 . . . ?
Ni1 N5 C23 C22 42.1(9) . . . . ?
N4 C22 C23 N5 -50.0(10) . . . . ?
C24 N6 C27 N5 -62.8(10) . . . 3_756 ?
C26 N6 C27 N5 56.3(11) . . . 3_756 ?
C16 C21 N2 C18 160.9(8) 3_666 . . . ?
C16 C21 N2 C20 -86.1(9) 3_666 . . . ?
C16 C21 N2 Ni2 37.0(9) 3_666 . . . ?
C20 C19 N3 C18 25.1(9) . . . . ?
C20 C19 N3 C17 -96.7(10) . . . . ?
C17 N3 C18 N2 79.5(9) . . . . ?
C19 N3 C18 N2 -42.8(9) . . . . ?
C21 N2 C18 N3 164.7(7) . . . . ?
C20 N2 C18 N3 44.1(9) . . . . ?
Ni2 N2 C18 N3 -73.4(8) . . . . ?
C18 N3 C17 N1 -63.8(11) . . . . ?
C19 N3 C17 N1 51.9(12) . . . . ?
C16 N1 C17 N3 169.6(9) . . . . ?
Ni2 N1 C17 N3 42.7(11) . . . . ?
C17 N1 C16 C21 -177.2(8) . . . 3_666 ?
Ni2 N1 C16 C21 -44.1(9) . . . 3_666 ?
C21 N2 C20 C19 -143.8(8) . . . . ?
C18 N2 C20 C19 -26.6(9) . . . . ?
Ni2 N2 C20 C19 93.1(7) . . . . ?
N3 C19 C20 N2 1.6(10) . . . . ?

_refine_diff_density_max         1.524
_refine_diff_density_min         -0.706
_refine_diff_density_rms         0.147
# start Validation Reply Form
_vrf_PLAT043_1                   
;
PROBLEM: Calculated and Reported Mol. Weight Differ by ..      32.29 Check 
RESPONSE: The differnce is due to the hydrogen atoms on isolated
water molecules that cannot be found from E-map during the refinement.
;
_vrf_PLAT306_1                   
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?) .......        O1W Check 
RESPONSE: The hydrogen atoms on isolated water were not added.
;
# end Validation Reply Form


####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1435696'
_audit_update_record             
;
2015-11-09 deposited with the CCDC.
2016-01-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C57 H76 N12 Ni2 O8,8(H2 O)'
_chemical_formula_sum            'C57 H92 N12 Ni2 O16'
_chemical_formula_weight         1318.84

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'

_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y+3/4, x+1/4, z+1/4'
'-x+1/2, -y, z+1/2'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-y+5/4, x+3/4, z+3/4'
'-x+1, -y+1/2, z+1'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'y-3/4, -x-1/4, -z-1/4'
'x-1/2, y, -z-1/2'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'y-1/4, -x+1/4, -z+1/4'
'x, y+1/2, -z'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   27.286(7)
_cell_length_b                   27.286(7)
_cell_length_c                   8.343(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6212(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2162
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      19.25

_exptl_crystal_description       prism
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_F_000             2808
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.66
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.683
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6710
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS (Bruker, 2000)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19465
_diffrn_reflns_av_unetI/netI     0.0673
_diffrn_reflns_av_R_equivalents  0.0646
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.493
_diffrn_reflns_theta_max         27.429
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3539
_reflns_number_gt                1434
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1655P)²+12.8309P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3539
_refine_ls_number_parameters     180
_refine_ls_number_restraints     38
_refine_ls_R_factor_all          0.2004
_refine_ls_R_factor_gt           0.1094
_refine_ls_wR_factor_ref         0.3443
_refine_ls_wR_factor_gt          0.2992
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
N2 N 0.9924(4) -0.0387(3) 0.2127(11) 0.130(3) Uani 1 1 d . . . A 1
C13 C 0.9670(5) -0.0904(4) 0.2029(17) 0.157(4) Uani 1 1 d . U . A 1
H13A H 0.9842 -0.1106 0.1254 0.188 Uiso 1 1 calc R U . A 1
H13B H 0.9692 -0.1064 0.3064 0.188 Uiso 1 1 calc R U . A 1
C15 C 0.9600(6) -0.0125(5) 0.3150(17) 0.187(7) Uani 1 1 d . . . A 1
H15A H 0.9582 -0.0310 0.4139 0.224 Uiso 1 1 calc R U . A 1
H15B H 0.9764 0.0181 0.3410 0.224 Uiso 1 1 calc R U . A 1
Ni1 Ni 1.0000 0.0000 0.0000 0.0986(7) Uani 1 2 d S . P A 1
O1 O 1.0114(3) 0.06520(17) 0.1272(8) 0.115(2) Uani 1 1 d . U . A 1
O2 O 1.0869(3) 0.0604(2) 0.2407(10) 0.167(3) Uani 1 1 d . . . A 1
C2 C 1.01427(18) 0.20667(16) 0.5110(7) 0.0551(14) Uani 1 1 d . . . A 1
C1 C 1.0000 0.2500 0.6250 0.051(3) Uani 1 4 d S T P A 1
C7 C 1.0578(2) 0.18301(18) 0.5169(9) 0.0717(18) Uani 1 1 d . . . A 1
H7 H 1.0817 0.1934 0.5887 0.086 Uiso 1 1 calc R U . A 1
N1 N 0.9272(3) 0.0204(2) -0.0079(9) 0.117(2) Uani 1 1 d . U . A 1
H1 H 0.9087 -0.0074 -0.0509 0.140 Uiso 1 1 calc R U . A 1
C3 C 0.9814(2) 0.1927(2) 0.3924(9) 0.0767(19) Uani 1 1 d . . . A 1
H3 H 0.9523 0.2100 0.3802 0.092 Uiso 1 1 calc R U . A 1
C5 C 1.0347(3) 0.1282(2) 0.3072(12) 0.099(2) Uani 1 1 d D . . A 1
C6 C 1.0671(2) 0.1433(2) 0.4164(12) 0.095(3) Uani 1 1 d . . . A 1
H6 H 1.0967 0.1267 0.4258 0.114 Uiso 1 1 calc R U . A 1
C8 C 1.0445(5) 0.0809(3) 0.2178(13) 0.129(3) Uani 1 1 d D U . A 1
C4 C 0.9910(3) 0.1542(2) 0.2936(10) 0.092(2) Uani 1 1 d . . . A 1
H4 H 0.9682 0.1452 0.2163 0.110 Uiso 1 1 calc R U . A 1
N3 N 0.9134(6) -0.0006(4) 0.2759(15) 0.187(5) Uani 1 1 d . . . A 1
C10 C 0.9049(5) 0.0335(4) 0.1531(16) 0.153(4) Uani 1 1 d . U . A 1
H10A H 0.9178 0.0650 0.1866 0.184 Uiso 1 1 calc R U . A 1
H10B H 0.8698 0.0372 0.1396 0.184 Uiso 1 1 calc R U . A 1
C14 C 0.9153(6) -0.0863(4) 0.156(2) 0.172(5) Uani 1 1 d . U . A 1
H14A H 0.9000 -0.1182 0.1672 0.207 Uiso 1 1 calc R U . A 1
H14B H 0.9137 -0.0772 0.0438 0.207 Uiso 1 1 calc R U . A 1
C12 C 0.9600(6) 0.0498(4) -0.2611(13) 0.159(5) Uani 1 1 d . . . A 1
H12A H 0.9473 0.0221 -0.3212 0.191 Uiso 1 1 calc R U . A 1
H12B H 0.9615 0.0775 -0.3338 0.191 Uiso 1 1 calc R U . A 1
C11 C 0.9240(4) 0.0617(3) -0.1302(16) 0.142(4) Uani 1 1 d . . . A 1
H11A H 0.8911 0.0640 -0.1734 0.170 Uiso 1 1 calc R U . A 1
H11B H 0.9323 0.0928 -0.0806 0.170 Uiso 1 1 calc R U . A 1
C9 C 0.8858(6) -0.0493(6) 0.253(2) 0.207(7) Uani 1 1 d . U . A 1
H9A H 0.8783 -0.0631 0.3567 0.249 Uiso 1 1 calc R U . A 1
H9B H 0.8551 -0.0429 0.1980 0.249 Uiso 1 1 calc R U . A 1


_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
N2 C12 1.393(14) 9_755 ?
N2 C15 1.421(15) . ?
N2 C13 1.575(14) . ?
N2 Ni1 2.075(8) . ?
C13 C14 1.468(16) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C15 N3 1.353(18) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
Ni1 N1 2.063(8) . ?
Ni1 N1 2.063(8) 9_755 ?
Ni1 N2 2.074(8) 9_755 ?
Ni1 O1 2.095(5) . ?
Ni1 O1 2.095(5) 9_755 ?
O1 C8 1.251(12) . ?
O2 C8 1.300(13) . ?
C2 C7 1.352(7) . ?
C2 C3 1.388(8) . ?
C2 C1 1.567(5) . ?
C1 C2 1.567(5) 12_757 ?
C1 C2 1.567(5) 14_666 ?
C1 C2 1.567(5) 7_654 ?
C7 C6 1.394(10) . ?
C7 H7 0.9300 . ?
N1 C10 1.518(13) . ?
N1 C11 1.524(12) . ?
N1 H1 0.9800 . ?
C3 C4 1.361(9) . ?
C3 H3 0.9300 . ?
C5 C6 1.334(12) . ?
C5 C4 1.391(10) . ?
C5 C8 1.515(8) . ?
C6 H6 0.9300 . ?
C4 H4 0.9300 . ?
N3 C10 1.403(15) . ?
N3 C9 1.539(19) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C14 C9 1.521(18) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C12 N2 1.393(14) 9_755 ?
C12 C11 1.504(15) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?

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
C12 N2 C15 121.0(12) 9_755 . ?
C12 N2 C13 103.3(8) 9_755 . ?
C15 N2 C13 102.0(10) . . ?
C12 N2 Ni1 105.4(7) 9_755 . ?
C15 N2 Ni1 108.7(7) . . ?
C13 N2 Ni1 117.1(8) . . ?
C14 C13 N2 111.6(9) . . ?
C14 C13 H13A 109.3 . . ?
N2 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
N2 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
N3 C15 N2 124.1(15) . . ?
N3 C15 H15A 106.3 . . ?
N2 C15 H15A 106.3 . . ?
N3 C15 H15B 106.3 . . ?
N2 C15 H15B 106.3 . . ?
H15A C15 H15B 106.4 . . ?
N1 Ni1 N1 180.0 . 9_755 ?
N1 Ni1 N2 86.1(3) . 9_755 ?
N1 Ni1 N2 93.9(3) 9_755 9_755 ?
N1 Ni1 N2 93.9(3) . . ?
N1 Ni1 N2 86.1(3) 9_755 . ?
N2 Ni1 N2 180.0 9_755 . ?
N1 Ni1 O1 86.0(3) . . ?
N1 Ni1 O1 94.0(3) 9_755 . ?
N2 Ni1 O1 89.2(3) 9_755 . ?
N2 Ni1 O1 90.8(3) . . ?
N1 Ni1 O1 94.0(3) . 9_755 ?
N1 Ni1 O1 86.0(3) 9_755 9_755 ?
N2 Ni1 O1 90.8(3) 9_755 9_755 ?
N2 Ni1 O1 89.2(3) . 9_755 ?
O1 Ni1 O1 180.0 . 9_755 ?
C8 O1 Ni1 134.7(6) . . ?
C7 C2 C3 117.5(5) . . ?
C7 C2 C1 123.8(5) . . ?
C3 C2 C1 118.6(4) . . ?
C2 C1 C2 105.2(4) 12_757 14_666 ?
C2 C1 C2 111.6(2) 12_757 7_654 ?
C2 C1 C2 111.6(2) 14_666 7_654 ?
C2 C1 C2 111.6(2) 12_757 . ?
C2 C1 C2 111.6(2) 14_666 . ?
C2 C1 C2 105.2(4) 7_654 . ?
C2 C7 C6 120.6(6) . . ?
C2 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C10 N1 C11 113.3(7) . . ?
C10 N1 Ni1 114.9(7) . . ?
C11 N1 Ni1 106.0(6) . . ?
C10 N1 H1 107.4 . . ?
C11 N1 H1 107.4 . . ?
Ni1 N1 H1 107.4 . . ?
C4 C3 C2 121.2(6) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C6 C5 C4 117.8(6) . . ?
C6 C5 C8 118.8(9) . . ?
C4 C5 C8 123.1(9) . . ?
C5 C6 C7 122.0(6) . . ?
C5 C6 H6 119.0 . . ?
C7 C6 H6 119.0 . . ?
O1 C8 O2 125.7(7) . . ?
O1 C8 C5 117.5(10) . . ?
O2 C8 C5 116.8(10) . . ?
C3 C4 C5 120.6(7) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C15 N3 C10 119.4(13) . . ?
C15 N3 C9 106.5(11) . . ?
C10 N3 C9 113.5(15) . . ?
N3 C10 N1 115.1(8) . . ?
N3 C10 H10A 108.5 . . ?
N1 C10 H10A 108.5 . . ?
N3 C10 H10B 108.5 . . ?
N1 C10 H10B 108.5 . . ?
H10A C10 H10B 107.5 . . ?
C13 C14 C9 114.7(14) . . ?
C13 C14 H14A 108.6 . . ?
C9 C14 H14A 108.6 . . ?
C13 C14 H14B 108.6 . . ?
C9 C14 H14B 108.6 . . ?
H14A C14 H14B 107.6 . . ?
N2 C12 C11 116.4(10) 9_755 . ?
N2 C12 H12A 108.2 9_755 . ?
C11 C12 H12A 108.2 . . ?
N2 C12 H12B 108.2 9_755 . ?
C11 C12 H12B 108.2 . . ?
H12A C12 H12B 107.3 . . ?
C12 C11 N1 106.7(7) . . ?
C12 C11 H11A 110.4 . . ?
N1 C11 H11A 110.4 . . ?
C12 C11 H11B 110.4 . . ?
N1 C11 H11B 110.4 . . ?
H11A C11 H11B 108.6 . . ?
C14 C9 N3 112.4(11) . . ?
C14 C9 H9A 109.1 . . ?
N3 C9 H9A 109.1 . . ?
C14 C9 H9B 109.1 . . ?
N3 C9 H9B 109.1 . . ?
H9A C9 H9B 107.9 . . ?

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
C12 N2 C13 C14 178.8(11) 9_755 . . . ?
C15 N2 C13 C14 52.6(14) . . . . ?
Ni1 N2 C13 C14 -65.9(12) . . . . ?
C12 N2 C15 N3 -179.8(12) 9_755 . . . ?
C13 N2 C15 N3 -66.1(15) . . . . ?
Ni1 N2 C15 N3 58.2(16) . . . . ?
C7 C2 C1 C2 3.3(5) . . . 12_757 ?
C3 C2 C1 C2 -174.1(5) . . . 12_757 ?
C7 C2 C1 C2 -114.2(6) . . . 14_666 ?
C3 C2 C1 C2 68.5(4) . . . 14_666 ?
C7 C2 C1 C2 124.6(5) . . . 7_654 ?
C3 C2 C1 C2 -52.8(4) . . . 7_654 ?
C3 C2 C7 C6 -5.6(8) . . . . ?
C1 C2 C7 C6 177.0(5) . . . . ?
C7 C2 C3 C4 4.9(9) . . . . ?
C1 C2 C3 C4 -177.6(6) . . . . ?
C4 C5 C6 C7 1.3(12) . . . . ?
C8 C5 C6 C7 -172.0(7) . . . . ?
C2 C7 C6 C5 2.6(11) . . . . ?
Ni1 O1 C8 O2 10.2(18) . . . . ?
Ni1 O1 C8 C5 -170.7(6) . . . . ?
C6 C5 C8 O1 173.4(9) . . . . ?
C4 C5 C8 O1 0.5(15) . . . . ?
C6 C5 C8 O2 -7.4(14) . . . . ?
C4 C5 C8 O2 179.7(9) . . . . ?
C2 C3 C4 C5 -1.1(11) . . . . ?
C6 C5 C4 C3 -2.0(12) . . . . ?
C8 C5 C4 C3 171.0(8) . . . . ?
N2 C15 N3 C10 -67(2) . . . . ?
N2 C15 N3 C9 62.7(16) . . . . ?
C15 N3 C10 N1 57.2(19) . . . . ?
C9 N3 C10 N1 -69.7(15) . . . . ?
C11 N1 C10 N3 -171.0(12) . . . . ?
Ni1 N1 C10 N3 -48.9(14) . . . . ?
N2 C13 C14 C9 -49.9(15) . . . . ?
N2 C12 C11 N1 -51.3(13) 9_755 . . . ?
C10 N1 C11 C12 163.1(10) . . . . ?
Ni1 N1 C11 C12 36.2(10) . . . . ?
C13 C14 C9 N3 44.7(17) . . . . ?
C15 N3 C9 C14 -44.1(17) . . . . ?
C10 N3 C9 C14 89.3(15) . . . . ?

_refine_diff_density_max         0.495
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.094
# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.250 0.500 0.599 299 72 ' '
2 0.250 1.000 0.391 299 72 ' '
3 0.750 0.500 0.891 299 72 ' '
4 0.750 1.000 0.099 299 72 ' '
_platon_squeeze_details          
;
;
# start Validation Reply Form
_vrf_CHEMW03_2                   
;
PROBLEM: ALERT: The ratio of given/expected molecular weight as
RESPONSE: The difference is due to the crystallization solvent
molecules that were removed by using SQUEEZE.
We have included all entities in these structures.
;
# end Validation Reply Form


