# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ni
_database_code_depnum_ccdc_archive 'CCDC 1884590'
_audit_update_record             
;
2018-12-12 deposited with the CCDC.	2019-07-29 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         'C34 H30 N6 Ni O12'
_chemical_formula_sum            'C34 H30 N6 Ni O12'
_chemical_formula_weight         773.33


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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   14.633(5)
_cell_length_b                   14.936(5)
_cell_length_c                   8.352(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.445(5)
_cell_angle_gamma                90
_cell_volume                     1767.7(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2262
_cell_measurement_theta_min      2.727
_cell_measurement_theta_max      24.055

_exptl_crystal_description       block
_exptl_crystal_colour            light-green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_F_000             800
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.621
_shelx_estimated_absorpt_T_min   0.913
_shelx_estimated_absorpt_T_max   0.935
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.880
_exptl_absorpt_correction_T_max  0.935
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9427
_diffrn_reflns_av_unetI/netI     0.0412
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.727
_diffrn_reflns_theta_max         25.681
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3356
_reflns_number_gt                2437
_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       'APEX2 (Bruker, 2007)'
_computing_cell_refinement       'SAINT-plus (Bruker, 2007)'
_computing_data_reduction        'SAINT-plus (Bruker, 2007)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_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)+(0.0471P)²+0.2793P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3356
_refine_ls_number_parameters     241
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0379
_refine_ls_wR_factor_ref         0.0976
_refine_ls_wR_factor_gt          0.0862
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_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
Ni1 Ni 0.0000 0.0000 0.0000 0.03657(15) Uani 1 2 d S . P . .
O1W O -0.05751(10) -0.08834(12) 0.1426(2) 0.0492(5) Uani 1 1 d . . . . .
H1A H -0.1204 -0.0957 0.1256 0.059 Uiso 1 1 d R U . . .
H1B H -0.0314 -0.1418 0.1324 0.059 Uiso 1 1 d R U . . .
O1 O 0.26223(11) 0.09511(13) 0.9271(2) 0.0548(5) Uani 1 1 d . . . . .
O2 O -0.10789(10) 0.08399(11) 0.0013(2) 0.0421(4) Uani 1 1 d . . . . .
O3 O -0.06110(13) 0.21262(14) -0.0886(3) 0.0828(7) Uani 1 1 d . . . . .
O4 O -0.51463(15) 0.27753(17) 0.0889(4) 0.0997(9) Uani 1 1 d . . . . .
O5 O -0.47376(19) 0.40324(18) 0.0073(3) 0.1087(10) Uani 1 1 d . . . . .
N1 N 0.08215(12) 0.05686(14) 0.2202(2) 0.0428(5) Uani 1 1 d . . . . .
N2 N 0.32895(13) 0.15395(14) 0.7356(2) 0.0419(5) Uani 1 1 d . . . . .
H2A H 0.3805 0.1610 0.7053 0.050 Uiso 1 1 calc R U . . .
N3 N -0.45940(19) 0.3243(2) 0.0396(3) 0.0678(7) Uani 1 1 d . . . . .
C1 C 0.17656(15) 0.05991(17) 0.2556(3) 0.0425(6) Uani 1 1 d . . . . .
H1 H 0.2069 0.0311 0.1846 0.051 Uiso 1 1 calc R U . . .
C2 C 0.23077(15) 0.10321(17) 0.3909(3) 0.0437(6) Uani 1 1 d . . . . .
H2 H 0.2961 0.1033 0.4096 0.052 Uiso 1 1 calc R U . . .
C3 C 0.18859(16) 0.14664(16) 0.4993(3) 0.0376(6) Uani 1 1 d . . . . .
C4 C 0.09203(17) 0.1411(2) 0.4662(3) 0.0600(8) Uani 1 1 d . . . . .
H4 H 0.0603 0.1674 0.5377 0.072 Uiso 1 1 calc R U . . .
C5 C 0.04231(18) 0.0971(2) 0.3280(3) 0.0659(9) Uani 1 1 d . . . . .
H5 H -0.0231 0.0952 0.3082 0.079 Uiso 1 1 calc R U . . .
C6 C 0.24429(17) 0.19987(17) 0.6438(3) 0.0469(6) Uani 1 1 d . . . . .
H6A H 0.2622 0.2566 0.6040 0.056 Uiso 1 1 calc R U . . .
H6B H 0.2044 0.2126 0.7180 0.056 Uiso 1 1 calc R U . . .
C7 C 0.32942(15) 0.10129(16) 0.8649(3) 0.0368(6) Uani 1 1 d . . . . .
C8 C 0.41868(14) 0.04962(16) 0.9335(3) 0.0347(5) Uani 1 1 d . . . . .
C9 C 0.47229(15) 0.01597(17) 0.8321(3) 0.0405(6) Uani 1 1 d . . . . .
H9 H 0.4536 0.0260 0.7187 0.049 Uiso 1 1 calc R U . . .
C10 C 0.55369(15) -0.03259(17) 0.8984(3) 0.0395(6) Uani 1 1 d . . . . .
H10 H 0.5899 -0.0538 0.8296 0.047 Uiso 1 1 calc R U . . .
C11 C -0.11704(16) 0.16608(18) -0.0361(3) 0.0465(6) Uani 1 1 d . . . . .
C12 C -0.20706(16) 0.20887(17) -0.0150(3) 0.0434(6) Uani 1 1 d . . . . .
C13 C -0.27728(17) 0.15661(18) 0.0174(4) 0.0548(7) Uani 1 1 d . . . . .
H13 H -0.2689 0.0950 0.0273 0.066 Uiso 1 1 calc R U . . .
C14 C -0.36035(18) 0.19434(19) 0.0356(4) 0.0596(8) Uani 1 1 d . . . . .
H14 H -0.4082 0.1587 0.0566 0.072 Uiso 1 1 calc R U . . .
C15 C -0.37048(18) 0.28465(19) 0.0219(3) 0.0509(7) Uani 1 1 d . . . . .
C16 C -0.3016(2) 0.3392(2) -0.0086(4) 0.0714(9) Uani 1 1 d . . . . .
H16 H -0.3102 0.4009 -0.0169 0.086 Uiso 1 1 calc R U . . .
C17 C -0.2190(2) 0.30054(19) -0.0269(4) 0.0672(9) Uani 1 1 d . . . . .
H17 H -0.1712 0.3364 -0.0474 0.081 Uiso 1 1 calc R U . . .


_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 2.0187(15) . ?
Ni1 O2 2.0187(15) 3 ?
Ni1 O1W 2.0899(16) . ?
Ni1 O1W 2.0899(16) 3 ?
Ni1 N1 2.108(2) 3 ?
Ni1 N1 2.108(2) . ?
O1W H1A 0.9018 . ?
O1W H1B 0.8982 . ?
O1 C7 1.225(3) . ?
O2 C11 1.264(3) . ?
O3 C11 1.235(3) . ?
O4 N3 1.215(3) . ?
O5 N3 1.216(3) . ?
N1 C5 1.332(3) . ?
N1 C1 1.340(3) . ?
N2 C7 1.335(3) . ?
N2 C6 1.456(3) . ?
N2 H2A 0.8600 . ?
N3 C15 1.470(3) . ?
C1 C2 1.370(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.379(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.373(3) . ?
C3 C6 1.504(3) . ?
C4 C5 1.370(4) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.502(3) . ?
C8 C9 1.384(3) . ?
C8 C10 1.384(3) 3_657 ?
C9 C10 1.387(3) . ?
C9 H9 0.9300 . ?
C10 C8 1.384(3) 3_657 ?
C10 H10 0.9300 . ?
C11 C12 1.513(3) . ?
C12 C13 1.370(3) . ?
C12 C17 1.381(4) . ?
C13 C14 1.382(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.359(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.369(4) . ?
C16 C17 1.383(4) . ?
C16 H16 0.9300 . ?
C17 H17 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
O2 Ni1 O2 180.0 . 3 ?
O2 Ni1 O1W 87.85(7) . . ?
O2 Ni1 O1W 92.14(7) 3 . ?
O2 Ni1 O1W 92.15(7) . 3 ?
O2 Ni1 O1W 87.86(7) 3 3 ?
O1W Ni1 O1W 180.0 . 3 ?
O2 Ni1 N1 88.78(7) . 3 ?
O2 Ni1 N1 91.23(7) 3 3 ?
O1W Ni1 N1 91.13(8) . 3 ?
O1W Ni1 N1 88.87(8) 3 3 ?
O2 Ni1 N1 91.22(7) . . ?
O2 Ni1 N1 88.78(7) 3 . ?
O1W Ni1 N1 88.87(8) . . ?
O1W Ni1 N1 91.13(8) 3 . ?
N1 Ni1 N1 180.0 3 . ?
Ni1 O1W H1A 121.8 . . ?
Ni1 O1W H1B 105.4 . . ?
H1A O1W H1B 108.6 . . ?
C11 O2 Ni1 129.50(15) . . ?
C5 N1 C1 115.9(2) . . ?
C5 N1 Ni1 121.39(16) . . ?
C1 N1 Ni1 122.58(16) . . ?
C7 N2 C6 122.4(2) . . ?
C7 N2 H2A 118.8 . . ?
C6 N2 H2A 118.8 . . ?
O4 N3 O5 122.7(3) . . ?
O4 N3 C15 118.8(3) . . ?
O5 N3 C15 118.5(3) . . ?
N1 C1 C2 123.4(2) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C1 C2 C3 120.1(2) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C4 C3 C2 116.5(2) . . ?
C4 C3 C6 121.2(2) . . ?
C2 C3 C6 122.3(2) . . ?
C5 C4 C3 120.2(2) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
N1 C5 C4 123.8(2) . . ?
N1 C5 H5 118.1 . . ?
C4 C5 H5 118.1 . . ?
N2 C6 C3 113.1(2) . . ?
N2 C6 H6A 109.0 . . ?
C3 C6 H6A 109.0 . . ?
N2 C6 H6B 109.0 . . ?
C3 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
O1 C7 N2 123.0(2) . . ?
O1 C7 C8 120.9(2) . . ?
N2 C7 C8 116.09(19) . . ?
C9 C8 C10 119.1(2) . 3_657 ?
C9 C8 C7 121.7(2) . . ?
C10 C8 C7 119.2(2) 3_657 . ?
C8 C9 C10 120.5(2) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C8 C10 C9 120.4(2) 3_657 . ?
C8 C10 H10 119.8 3_657 . ?
C9 C10 H10 119.8 . . ?
O3 C11 O2 126.5(2) . . ?
O3 C11 C12 118.5(2) . . ?
O2 C11 C12 115.0(2) . . ?
C13 C12 C17 119.4(2) . . ?
C13 C12 C11 120.0(2) . . ?
C17 C12 C11 120.6(2) . . ?
C12 C13 C14 120.9(3) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C15 C14 C13 118.4(3) . . ?
C15 C14 H14 120.8 . . ?
C13 C14 H14 120.8 . . ?
C14 C15 C16 122.5(2) . . ?
C14 C15 N3 118.2(3) . . ?
C16 C15 N3 119.3(3) . . ?
C15 C16 C17 118.5(3) . . ?
C15 C16 H16 120.8 . . ?
C17 C16 H16 120.8 . . ?
C16 C17 C12 120.3(3) . . ?
C16 C17 H17 119.8 . . ?
C12 C17 H17 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 -1.7(4) . . . . ?
Ni1 N1 C1 C2 174.24(19) . . . . ?
N1 C1 C2 C3 0.1(4) . . . . ?
C1 C2 C3 C4 2.0(4) . . . . ?
C1 C2 C3 C6 -176.2(2) . . . . ?
C2 C3 C4 C5 -2.4(4) . . . . ?
C6 C3 C4 C5 175.8(3) . . . . ?
C1 N1 C5 C4 1.3(4) . . . . ?
Ni1 N1 C5 C4 -174.7(3) . . . . ?
C3 C4 C5 N1 0.8(5) . . . . ?
C7 N2 C6 C3 -91.5(3) . . . . ?
C4 C3 C6 N2 136.7(3) . . . . ?
C2 C3 C6 N2 -45.2(3) . . . . ?
C6 N2 C7 O1 -8.1(4) . . . . ?
C6 N2 C7 C8 172.6(2) . . . . ?
O1 C7 C8 C9 145.2(2) . . . . ?
N2 C7 C8 C9 -35.5(3) . . . . ?
O1 C7 C8 C10 -32.5(3) . . . 3_657 ?
N2 C7 C8 C10 146.8(2) . . . 3_657 ?
C10 C8 C9 C10 -1.3(4) 3_657 . . . ?
C7 C8 C9 C10 -179.1(2) . . . . ?
C8 C9 C10 C8 1.3(4) . . . 3_657 ?
Ni1 O2 C11 O3 2.8(4) . . . . ?
Ni1 O2 C11 C12 -178.09(15) . . . . ?
O3 C11 C12 C13 169.6(3) . . . . ?
O2 C11 C12 C13 -9.6(4) . . . . ?
O3 C11 C12 C17 -10.9(4) . . . . ?
O2 C11 C12 C17 169.9(3) . . . . ?
C17 C12 C13 C14 1.1(4) . . . . ?
C11 C12 C13 C14 -179.4(3) . . . . ?
C12 C13 C14 C15 -0.6(5) . . . . ?
C13 C14 C15 C16 -0.1(5) . . . . ?
C13 C14 C15 N3 179.3(3) . . . . ?
O4 N3 C15 C14 10.5(4) . . . . ?
O5 N3 C15 C14 -170.9(3) . . . . ?
O4 N3 C15 C16 -170.0(3) . . . . ?
O5 N3 C15 C16 8.6(4) . . . . ?
C14 C15 C16 C17 0.3(5) . . . . ?
N3 C15 C16 C17 -179.2(3) . . . . ?
C15 C16 C17 C12 0.2(5) . . . . ?
C13 C12 C17 C16 -0.9(5) . . . . ?
C11 C12 C17 C16 179.6(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2A O4 0.86 2.21 3.031(3) 159 4_666
O1W H1A O1 0.90 2.01 2.907(2) 172 3_556
O1W H1B O3 0.90 1.83 2.655(3) 153 3

_refine_diff_density_max         0.231
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.046


####################################################################### 
# 
# 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 1913076'
_audit_update_record             
;
2019-04-30 deposited with the CCDC.	2019-07-29 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         ?
_chemical_formula_sum            'C28 H28 N4 Ni O10'
_chemical_formula_weight         639.25


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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   11.4324(16)
_cell_length_b                   11.544(3)
_cell_length_c                   11.2605(16)
_cell_angle_alpha                90
_cell_angle_beta                 90.022(2)
_cell_angle_gamma                90
_cell_volume                     1486.1(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    768
_cell_measurement_theta_min      2.507
_cell_measurement_theta_max      25.220

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_F_000             664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.715
_shelx_estimated_absorpt_T_min   0.900
_shelx_estimated_absorpt_T_max   0.925
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'sealed tube'
_diffrn_measurement_method       graphite
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8503
_diffrn_reflns_av_unetI/netI     0.0817
_diffrn_reflns_av_R_equivalents  0.0755
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.507
_diffrn_reflns_theta_max         25.220
_diffrn_reflns_theta_full        25.220
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             2671
_reflns_number_gt                1715
_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)+(0.0738P)²+0.9085P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2671
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0998
_refine_ls_R_factor_gt           0.0551
_refine_ls_wR_factor_ref         0.1602
_refine_ls_wR_factor_gt          0.1351
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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
Ni1 Ni 0.0000 0.0000 0.0000 0.0293(3) Uani 1 2 d S . P . .
O1W O 0.2371(3) -0.2059(3) 0.1947(4) 0.0646(12) Uani 1 1 d . . . . .
O1 O 0.1268(3) -0.1284(3) -0.0020(3) 0.0412(8) Uani 1 1 d . . . . .
N1 N -0.1295(3) -0.1294(3) -0.0191(3) 0.0368(9) Uani 1 1 d . . . . .
C1 C 0.0769(4) -0.0234(4) -0.2553(4) 0.0308(11) Uani 1 1 d . . . . .
O2 O 0.0072(3) 0.0159(3) -0.1792(2) 0.0353(8) Uani 1 1 d . . . . .
N2 N -0.3833(3) -0.4492(4) -0.1954(4) 0.0467(11) Uani 1 1 d . . . . .
H2A H -0.3322 -0.4940 -0.2275 0.056 Uiso 1 1 calc R U . . .
C2 C 0.0382(4) -0.0107(4) -0.3827(4) 0.0306(10) Uani 1 1 d . . . . .
O3 O 0.1737(3) -0.0719(3) -0.2328(3) 0.0395(8) Uani 1 1 d . . . . .
C3 C -0.0516(4) 0.0650(4) -0.4109(4) 0.0353(11) Uani 1 1 d . . . . .
H3A H -0.0875 0.1103 -0.3493 0.042 Uiso 1 1 d R U . . .
O4 O -0.5468(3) -0.3456(4) -0.2188(4) 0.0830(15) Uani 1 1 d . . . . .
C4 C -0.0897(4) 0.0757(4) -0.5276(4) 0.0362(11) Uani 1 1 d . . . . .
H4A H -0.1520 0.1314 -0.5313 0.054 Uiso 1 1 d R U . . .
C5 C -0.1379(4) -0.2168(4) 0.0571(4) 0.0389(12) Uani 1 1 d . . . . .
H5A H -0.0896 -0.2160 0.1236 0.047 Uiso 1 1 calc R U . . .
C6 C -0.2019(4) -0.1329(5) -0.1144(4) 0.0464(13) Uani 1 1 d . . . . .
H6A H -0.1995 -0.0721 -0.1685 0.056 Uiso 1 1 calc R U . . .
C7 C -0.2142(4) -0.3090(4) 0.0439(4) 0.0406(12) Uani 1 1 d . . . . .
H7A H -0.2175 -0.3672 0.1009 0.049 Uiso 1 1 calc R U . . .
C8 C -0.2780(4) -0.2213(5) -0.1345(5) 0.0498(14) Uani 1 1 d . . . . .
H8A H -0.3254 -0.2199 -0.2016 0.060 Uiso 1 1 calc R U . . .
C9 C -0.2859(4) -0.3135(4) -0.0560(4) 0.0379(11) Uani 1 1 d . . . . .
C10 C -0.3686(4) -0.4137(5) -0.0719(5) 0.0496(14) Uani 1 1 d . . . . .
H10A H -0.3398 -0.4791 -0.0264 0.060 Uiso 1 1 calc R U . . .
H10B H -0.4443 -0.3924 -0.0398 0.060 Uiso 1 1 calc R U . . .
C11 C -0.4747(4) -0.4134(5) -0.2592(5) 0.0500(14) Uani 1 1 d . . . . .
C12 C -0.4847(4) -0.4587(4) -0.3841(5) 0.0414(12) Uani 1 1 d . . . . .
C13 C -0.5362(4) -0.3902(4) -0.4696(5) 0.0474(13) Uani 1 1 d . . . . .
H13A H -0.5623 -0.3139 -0.4482 0.057 Uiso 1 1 d R U . . .
C14 C -0.5520(4) -0.4297(5) -0.5843(6) 0.0487(14) Uani 1 1 d . . . . .
H14A H -0.575(4) -0.380(4) -0.642(5) 0.057(17) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O2 2.028(3) 3 ?
Ni1 O2 2.028(3) . ?
Ni1 O1 2.073(3) 3 ?
Ni1 O1 2.073(3) . ?
Ni1 N1 2.114(4) . ?
Ni1 N1 2.114(4) 3 ?
N1 C5 1.329(6) . ?
N1 C6 1.355(6) . ?
C1 O2 1.255(5) . ?
C1 O3 1.266(5) . ?
C1 C2 1.507(6) . ?
N2 C11 1.334(6) . ?
N2 C10 1.460(6) . ?
C2 C3 1.386(6) . ?
C2 C4 1.389(6) 3_554 ?
C3 C4 1.390(6) . ?
O4 C11 1.225(6) . ?
C4 C2 1.389(6) 3_554 ?
C5 C7 1.384(6) . ?
C6 C8 1.360(7) . ?
C7 C9 1.392(6) . ?
C8 C9 1.386(7) . ?
C9 C10 1.504(6) . ?
C11 C12 1.505(7) . ?
C12 C13 1.378(7) . ?
C12 C14 1.401(7) 3_444 ?
C13 C14 1.381(7) . ?
C14 C12 1.401(7) 3_444 ?

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 O2 180.0 3 . ?
O2 Ni1 O1 91.42(12) 3 3 ?
O2 Ni1 O1 88.59(12) . 3 ?
O2 Ni1 O1 88.58(12) 3 . ?
O2 Ni1 O1 91.42(12) . . ?
O1 Ni1 O1 180.0 3 . ?
O2 Ni1 N1 90.51(13) 3 . ?
O2 Ni1 N1 89.49(13) . . ?
O1 Ni1 N1 90.94(14) 3 . ?
O1 Ni1 N1 89.06(14) . . ?
O2 Ni1 N1 89.49(13) 3 3 ?
O2 Ni1 N1 90.51(13) . 3 ?
O1 Ni1 N1 89.06(14) 3 3 ?
O1 Ni1 N1 90.94(14) . 3 ?
N1 Ni1 N1 180.0 . 3 ?
C5 N1 C6 116.4(4) . . ?
C5 N1 Ni1 121.4(3) . . ?
C6 N1 Ni1 122.0(3) . . ?
O2 C1 O3 125.3(4) . . ?
O2 C1 C2 115.4(4) . . ?
O3 C1 C2 119.3(4) . . ?
C1 O2 Ni1 132.3(3) . . ?
C11 N2 C10 121.1(4) . . ?
C3 C2 C4 119.2(4) . 3_554 ?
C3 C2 C1 119.7(4) . . ?
C4 C2 C1 121.0(4) 3_554 . ?
C2 C3 C4 120.3(4) . . ?
C3 C4 C2 120.5(4) . 3_554 ?
N1 C5 C7 124.1(4) . . ?
C8 C6 N1 123.0(5) . . ?
C5 C7 C9 119.1(4) . . ?
C6 C8 C9 120.8(5) . . ?
C8 C9 C7 116.6(4) . . ?
C8 C9 C10 123.7(4) . . ?
C7 C9 C10 119.6(4) . . ?
N2 C10 C9 113.6(4) . . ?
O4 C11 N2 121.7(5) . . ?
O4 C11 C12 121.2(5) . . ?
N2 C11 C12 117.1(5) . . ?
C13 C12 C14 118.6(5) . 3_444 ?
C13 C12 C11 119.1(5) . . ?
C14 C12 C11 122.3(5) 3_444 . ?
C12 C13 C14 121.3(5) . . ?
C13 C14 C12 120.1(5) . 3_444 ?

_refine_diff_density_max         0.586
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.080


####################################################################### 
# 
# 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_Ni-1
_database_code_depnum_ccdc_archive 'CCDC 1884591'
_audit_update_record             
;
2018-12-12 deposited with the CCDC.	2019-07-29 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         'C34 H30 N6 Ni O12'
_chemical_formula_sum            'C34 H30 N6 Ni O12'
_chemical_formula_weight         773.33


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

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.2076(7)
_cell_length_b                   10.3930(9)
_cell_length_c                   10.7793(9)
_cell_angle_alpha                89.310(1)
_cell_angle_beta                 68.817(1)
_cell_angle_gamma                79.981(1)
_cell_volume                     842.99(12)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4313
_cell_measurement_theta_min      2.7067
_cell_measurement_theta_max      27.4119

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_F_000             400
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.651
_shelx_estimated_absorpt_T_min   0.859
_shelx_estimated_absorpt_T_max   0.920
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6957
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6409
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_av_R_equivalents  0.0155
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.707
_diffrn_reflns_theta_max         26.001
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3299
_reflns_number_gt                3077
_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       'APEX2 (Bruker, 2007)'
_computing_cell_refinement       'SAINT-plus (Bruker, 2007)'
_computing_data_reduction        'SAINT-plus (Bruker, 2007)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_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)+(0.0562P)²+0.4743P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3299
_refine_ls_number_parameters     241
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.0983
_refine_ls_wR_factor_gt          0.0957
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.036
_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
Ni1 Ni 0.5000 0.0000 0.5000 0.02652(12) Uani 1 2 d S . P . .
O1W O 0.25787(18) -0.02092(14) 0.64755(13) 0.0353(3) Uani 1 1 d . . . . .
H1A H 0.1919 0.0443 0.7068 0.042 Uiso 1 1 d R U . . .
H1B H 0.2895 -0.0908 0.6889 0.042 Uiso 1 1 d R U . . .
O1 O -0.0530(2) -0.17951(15) 0.16049(17) 0.0514(4) Uani 1 1 d . . . . .
O2 O 0.40059(19) 0.19607(13) 0.49637(13) 0.0346(3) Uani 1 1 d . . . . .
O3 O 0.5645(2) 0.23867(17) 0.28985(16) 0.0562(5) Uani 1 1 d . . . . .
O4 O 0.4006(5) 0.4301(4) 0.0950(3) 0.1351(13) Uani 1 1 d D . . . .
O5 O 0.2463(5) 0.2952(3) 0.2042(3) 0.1104(10) Uani 1 1 d D U . . .
N1 N 0.3998(2) -0.04602(16) 0.35511(16) 0.0314(3) Uani 1 1 d . . . . .
N2 N 0.2061(2) -0.20417(17) -0.01122(17) 0.0376(4) Uani 1 1 d . . . . .
H2 H 0.2823 -0.2532 -0.0778 0.045 Uiso 1 1 calc R U . . .
N3 N 0.3099(3) 0.3899(3) 0.1983(2) 0.0697(7) Uani 1 1 d D U . . .
C1 C 0.2485(3) 0.0227(2) 0.3523(2) 0.0455(5) Uani 1 1 d . . . . .
H1 H 0.1778 0.0804 0.4243 0.055 Uiso 1 1 calc R U . . .
C2 C 0.1915(3) 0.0123(2) 0.2474(3) 0.0493(6) Uani 1 1 d . . . . .
H2A H 0.0852 0.0630 0.2496 0.059 Uiso 1 1 calc R U . . .
C3 C 0.2923(3) -0.0732(2) 0.1398(2) 0.0364(5) Uani 1 1 d . . . . .
C4 C 0.4445(3) -0.1493(2) 0.1453(2) 0.0421(5) Uani 1 1 d . . . . .
H4 H 0.5139 -0.2114 0.0768 0.051 Uiso 1 1 calc R U . . .
C5 C 0.4934(3) -0.1327(2) 0.2534(2) 0.0387(5) Uani 1 1 d . . . . .
H5 H 0.5968 -0.1847 0.2552 0.046 Uiso 1 1 calc R U . . .
C6 C 0.2413(4) -0.0771(2) 0.0180(2) 0.0491(6) Uani 1 1 d . . . . .
H6A H 0.1360 -0.0113 0.0315 0.059 Uiso 1 1 calc R U . . .
H6B H 0.3366 -0.0546 -0.0586 0.059 Uiso 1 1 calc R U . . .
C7 C 0.0581(3) -0.24549(18) 0.06349(19) 0.0311(4) Uani 1 1 d . . . . .
C8 C 0.0324(2) -0.37768(17) 0.02643(18) 0.0270(4) Uani 1 1 d . . . . .
C9 C -0.1168(4) -0.4220(3) 0.1047(3) 0.0710(10) Uani 1 1 d . . . . .
H9 H -0.1985 -0.3693 0.1773 0.085 Uiso 1 1 calc R U . . .
C10 C -0.1498(4) -0.5432(3) 0.0789(3) 0.0694(10) Uani 1 1 d . . . . .
H10 H -0.2528 -0.5706 0.1340 0.083 Uiso 1 1 calc R U . . .
C11 C 0.4417(3) 0.2680(2) 0.3994(2) 0.0351(4) Uani 1 1 d . . . . .
C12 C 0.3316(3) 0.4040(2) 0.4197(2) 0.0419(5) Uani 1 1 d . . . . .
C13 C 0.2791(3) 0.4645(3) 0.3218(3) 0.0533(6) Uani 1 1 d . . . . .
C14 C 0.1912(5) 0.5922(3) 0.3364(4) 0.0802(10) Uani 1 1 d . . . . .
H14 H 0.1579 0.6295 0.2683 0.096 Uiso 1 1 calc R U . . .
C15 C 0.1538(5) 0.6625(3) 0.4514(5) 0.0913(12) Uani 1 1 d . . . . .
H15 H 0.0952 0.7490 0.4622 0.110 Uiso 1 1 calc R U . . .
C16 C 0.2020(5) 0.6069(3) 0.5522(4) 0.0852(11) Uani 1 1 d . . . . .
H16 H 0.1753 0.6557 0.6310 0.102 Uiso 1 1 calc R U . . .
C17 C 0.2907(4) 0.4777(3) 0.5368(3) 0.0632(7) Uani 1 1 d . . . . .
H17 H 0.3227 0.4406 0.6056 0.076 Uiso 1 1 calc R U . . .


_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 2.0646(14) . ?
Ni1 O2 2.0646(14) 2_656 ?
Ni1 O1W 2.0938(13) 2_656 ?
Ni1 O1W 2.0938(13) . ?
Ni1 N1 2.1044(16) . ?
Ni1 N1 2.1045(16) 2_656 ?
O1W H1A 0.8909 . ?
O1W H1B 0.8965 . ?
O1 C7 1.227(2) . ?
O2 C11 1.257(2) . ?
O3 C11 1.243(3) . ?
O4 N3 1.211(3) . ?
O5 N3 1.182(3) . ?
N1 C1 1.330(3) . ?
N1 C5 1.334(3) . ?
N2 C7 1.332(3) . ?
N2 C6 1.461(3) . ?
N2 H2 0.8600 . ?
N3 C13 1.467(4) . ?
C1 C2 1.382(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.377(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.378(3) . ?
C3 C6 1.518(3) . ?
C4 C5 1.384(3) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.505(2) . ?
C8 C10 1.360(3) 2_545 ?
C8 C9 1.365(3) . ?
C9 C10 1.386(3) . ?
C9 H9 0.9300 . ?
C10 C8 1.360(3) 2_545 ?
C10 H10 0.9300 . ?
C11 C12 1.510(3) . ?
C12 C13 1.383(3) . ?
C12 C17 1.386(4) . ?
C13 C14 1.377(4) . ?
C14 C15 1.355(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.374(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.393(4) . ?
C16 H16 0.9300 . ?
C17 H17 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
O2 Ni1 O2 180.0 . 2_656 ?
O2 Ni1 O1W 90.54(6) . 2_656 ?
O2 Ni1 O1W 89.46(5) 2_656 2_656 ?
O2 Ni1 O1W 89.46(6) . . ?
O2 Ni1 O1W 90.54(6) 2_656 . ?
O1W Ni1 O1W 180.0 2_656 . ?
O2 Ni1 N1 90.42(6) . . ?
O2 Ni1 N1 89.58(6) 2_656 . ?
O1W Ni1 N1 91.24(6) 2_656 . ?
O1W Ni1 N1 88.76(6) . . ?
O2 Ni1 N1 89.58(6) . 2_656 ?
O2 Ni1 N1 90.42(6) 2_656 2_656 ?
O1W Ni1 N1 88.76(6) 2_656 2_656 ?
O1W Ni1 N1 91.24(6) . 2_656 ?
N1 Ni1 N1 180.0 . 2_656 ?
Ni1 O1W H1A 121.4 . . ?
Ni1 O1W H1B 102.5 . . ?
H1A O1W H1B 110.4 . . ?
C11 O2 Ni1 127.51(13) . . ?
C1 N1 C5 116.78(18) . . ?
C1 N1 Ni1 120.60(13) . . ?
C5 N1 Ni1 122.10(14) . . ?
C7 N2 C6 121.19(19) . . ?
C7 N2 H2 119.4 . . ?
C6 N2 H2 119.4 . . ?
O5 N3 O4 123.7(3) . . ?
O5 N3 C13 119.2(3) . . ?
O4 N3 C13 117.1(3) . . ?
N1 C1 C2 123.2(2) . . ?
N1 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?
C3 C2 C1 119.9(2) . . ?
C3 C2 H2A 120.0 . . ?
C1 C2 H2A 120.0 . . ?
C2 C3 C4 117.12(19) . . ?
C2 C3 C6 120.8(2) . . ?
C4 C3 C6 122.0(2) . . ?
C3 C4 C5 119.5(2) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
N1 C5 C4 123.3(2) . . ?
N1 C5 H5 118.3 . . ?
C4 C5 H5 118.3 . . ?
N2 C6 C3 113.71(17) . . ?
N2 C6 H6A 108.8 . . ?
C3 C6 H6A 108.8 . . ?
N2 C6 H6B 108.8 . . ?
C3 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
O1 C7 N2 121.55(18) . . ?
O1 C7 C8 120.71(18) . . ?
N2 C7 C8 117.74(17) . . ?
C10 C8 C9 117.86(19) 2_545 . ?
C10 C8 C7 124.17(18) 2_545 . ?
C9 C8 C7 117.97(18) . . ?
C8 C9 C10 121.8(2) . . ?
C8 C9 H9 119.1 . . ?
C10 C9 H9 119.1 . . ?
C8 C10 C9 120.4(2) 2_545 . ?
C8 C10 H10 119.8 2_545 . ?
C9 C10 H10 119.8 . . ?
O3 C11 O2 126.45(19) . . ?
O3 C11 C12 117.27(19) . . ?
O2 C11 C12 116.27(18) . . ?
C13 C12 C17 116.9(2) . . ?
C13 C12 C11 122.9(2) . . ?
C17 C12 C11 119.9(2) . . ?
C14 C13 C12 123.0(3) . . ?
C14 C13 N3 117.3(3) . . ?
C12 C13 N3 119.7(2) . . ?
C15 C14 C13 119.0(3) . . ?
C15 C14 H14 120.5 . . ?
C13 C14 H14 120.5 . . ?
C14 C15 C16 120.4(3) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C15 C16 C17 120.3(3) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C12 C17 C16 120.4(3) . . ?
C12 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 -3.3(3) . . . . ?
Ni1 N1 C1 C2 168.63(19) . . . . ?
N1 C1 C2 C3 0.6(4) . . . . ?
C1 C2 C3 C4 2.6(3) . . . . ?
C1 C2 C3 C6 -174.3(2) . . . . ?
C2 C3 C4 C5 -3.0(3) . . . . ?
C6 C3 C4 C5 173.83(19) . . . . ?
C1 N1 C5 C4 2.9(3) . . . . ?
Ni1 N1 C5 C4 -168.93(17) . . . . ?
C3 C4 C5 N1 0.3(3) . . . . ?
C7 N2 C6 C3 73.4(3) . . . . ?
C2 C3 C6 N2 -119.9(2) . . . . ?
C4 C3 C6 N2 63.3(3) . . . . ?
C6 N2 C7 O1 -1.0(3) . . . . ?
C6 N2 C7 C8 180.00(18) . . . . ?
O1 C7 C8 C10 -179.6(3) . . . 2_545 ?
N2 C7 C8 C10 -0.6(3) . . . 2_545 ?
O1 C7 C8 C9 -0.7(3) . . . . ?
N2 C7 C8 C9 178.3(2) . . . . ?
C10 C8 C9 C10 -0.1(6) 2_545 . . . ?
C7 C8 C9 C10 -179.1(3) . . . . ?
C8 C9 C10 C8 0.1(6) . . . 2_545 ?
Ni1 O2 C11 O3 -8.3(3) . . . . ?
Ni1 O2 C11 C12 172.66(13) . . . . ?
O3 C11 C12 C13 40.5(3) . . . . ?
O2 C11 C12 C13 -140.3(2) . . . . ?
O3 C11 C12 C17 -134.5(3) . . . . ?
O2 C11 C12 C17 44.7(3) . . . . ?
C17 C12 C13 C14 0.5(4) . . . . ?
C11 C12 C13 C14 -174.6(3) . . . . ?
C17 C12 C13 N3 -176.8(2) . . . . ?
C11 C12 C13 N3 8.1(4) . . . . ?
O5 N3 C13 C14 -118.3(4) . . . . ?
O4 N3 C13 C14 61.7(4) . . . . ?
O5 N3 C13 C12 59.2(4) . . . . ?
O4 N3 C13 C12 -120.9(3) . . . . ?
C12 C13 C14 C15 0.0(5) . . . . ?
N3 C13 C14 C15 177.3(3) . . . . ?
C13 C14 C15 C16 -0.4(6) . . . . ?
C14 C15 C16 C17 0.3(6) . . . . ?
C13 C12 C17 C16 -0.6(4) . . . . ?
C11 C12 C17 C16 174.7(3) . . . . ?
C15 C16 C17 C12 0.2(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O3 0.86 2.19 2.898(2) 139 2_655
O1W H1A O1 0.89 1.91 2.796(2) 178 2_556
O1W H1B O3 0.90 1.84 2.689(2) 156 2_656

_refine_diff_density_max         0.374
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.063


####################################################################### 
# 
# 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_Ni-4
_database_code_depnum_ccdc_archive 'CCDC 1884593'
_audit_update_record             
;
2018-12-12 deposited with the CCDC.	2019-07-29 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         'C54 H44 Cl2 N8 Ni O8'
_chemical_formula_sum            'C54 H44 Cl2 N8 Ni O8'
_chemical_formula_weight         1062.56


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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   11.8498(5)
_cell_length_b                   23.5626(10)
_cell_length_c                   9.8007(4)
_cell_angle_alpha                90
_cell_angle_beta                 113.262(1)
_cell_angle_gamma                90
_cell_volume                     2514.02(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3711
_cell_measurement_theta_min      2.422
_cell_measurement_theta_max      24.860

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_F_000             1100
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.556
_shelx_estimated_absorpt_T_min   0.921
_shelx_estimated_absorpt_T_max   0.941
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.834
_exptl_absorpt_correction_T_max  0.941
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15679
_diffrn_reflns_av_unetI/netI     0.0345
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.729
_diffrn_reflns_theta_max         26.024
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4951
_reflns_number_gt                3851
_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       'APEX2 (Bruker, 2007)'
_computing_cell_refinement       'SAINT-plus (Bruker, 2007)'
_computing_data_reduction        'SAINT-plus (Bruker, 2007)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_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)+(0.0515P)²+1.2121P] 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         4951
_refine_ls_number_parameters     331
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_ref         0.1070
_refine_ls_wR_factor_gt          0.0981
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_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
Ni1 Ni 0.0000 0.0000 1.5000 0.02540(12) Uani 1 2 d S . P . .
Cl1 Cl -0.50238(9) 0.09916(6) 0.90587(11) 0.1066(4) Uani 1 1 d . . . . .
O1 O -0.1583(2) 0.20485(9) 0.9325(3) 0.0843(8) Uani 1 1 d . . . . .
O2 O -0.77197(17) 0.28109(8) 0.5553(2) 0.0492(5) Uani 1 1 d . . . . .
O3 O -0.18781(13) 0.01492(6) 1.41466(18) 0.0326(4) Uani 1 1 d . . . . .
O4 O -0.26483(17) 0.03773(9) 1.5821(2) 0.0539(5) Uani 1 1 d . . . . .
N1 N -0.01064(16) 0.02738(8) 1.2878(2) 0.0302(4) Uani 1 1 d . . . . .
N2 N -0.18140(18) 0.12839(9) 0.7912(2) 0.0412(5) Uani 1 1 d . . . . .
H2 H -0.2288 0.1086 0.7171 0.049 Uiso 1 1 calc R U . . .
N3 N -0.78376(18) 0.23086(8) 0.3530(2) 0.0402(5) Uani 1 1 d . . . . .
H3 H -0.7464 0.2087 0.3150 0.048 Uiso 1 1 calc R U . . .
N4 N -0.96003(16) 0.41359(7) 0.0687(2) 0.0294(4) Uani 1 1 d . . . . .
C1 C 0.0742(2) 0.06229(10) 1.2773(3) 0.0352(5) Uani 1 1 d . . . . .
H1 H 0.1452 0.0685 1.3617 0.042 Uiso 1 1 calc R U . . .
C2 C 0.0623(2) 0.08976(10) 1.1479(3) 0.0354(5) Uani 1 1 d . . . . .
H2A H 0.1236 0.1141 1.1468 0.042 Uiso 1 1 calc R U . . .
C3 C -0.0414(2) 0.08077(10) 1.0199(3) 0.0332(5) Uani 1 1 d . . . . .
C4 C -0.1286(2) 0.04385(11) 1.0291(3) 0.0384(6) Uani 1 1 d . . . . .
H4 H -0.1995 0.0362 0.9455 0.046 Uiso 1 1 calc R U . . .
C5 C -0.1101(2) 0.01849(10) 1.1626(3) 0.0350(5) Uani 1 1 d . . . . .
H5 H -0.1700 -0.0062 1.1662 0.042 Uiso 1 1 calc R U . . .
C6 C -0.0566(2) 0.10943(12) 0.8764(3) 0.0432(6) Uani 1 1 d . . . . .
H6A H -0.0019 0.1419 0.8982 0.052 Uiso 1 1 calc R U . . .
H6B H -0.0325 0.0832 0.8165 0.052 Uiso 1 1 calc R U . . .
C7 C -0.2229(2) 0.17616(11) 0.8269(3) 0.0470(7) Uani 1 1 d . . . . .
C8 C -0.3534(2) 0.19337(11) 0.7327(3) 0.0437(6) Uani 1 1 d . . . . .
C9 C -0.3959(3) 0.24378(13) 0.7674(4) 0.0671(9) Uani 1 1 d . . . . .
H9 H -0.3437 0.2660 0.8451 0.080 Uiso 1 1 calc R U . . .
C10 C -0.5148(3) 0.26124(12) 0.6881(4) 0.0608(8) Uani 1 1 d . . . . .
H10 H -0.5420 0.2952 0.7130 0.073 Uiso 1 1 calc R U . . .
C11 C -0.5944(2) 0.22917(10) 0.5725(3) 0.0401(6) Uani 1 1 d . . . . .
C12 C -0.5518(3) 0.17852(12) 0.5392(3) 0.0544(8) Uani 1 1 d . . . . .
H12 H -0.6042 0.1560 0.4624 0.065 Uiso 1 1 calc R U . . .
C13 C -0.4330(3) 0.16112(12) 0.6183(3) 0.0556(8) Uani 1 1 d . . . . .
H13 H -0.4062 0.1270 0.5942 0.067 Uiso 1 1 calc R U . . .
C14 C -0.7238(2) 0.24954(10) 0.4934(3) 0.0392(6) Uani 1 1 d . . . . .
C15 C -0.9097(2) 0.24722(10) 0.2644(3) 0.0409(6) Uani 1 1 d . . . . .
H15A H -0.9551 0.2480 0.3278 0.049 Uiso 1 1 calc R U . . .
H15B H -0.9469 0.2185 0.1889 0.049 Uiso 1 1 calc R U . . .
C16 C -0.9221(2) 0.30419(9) 0.1896(3) 0.0311(5) Uani 1 1 d . . . . .
C17 C -0.8272(2) 0.34299(10) 0.2264(3) 0.0343(5) Uani 1 1 d . . . . .
H17 H -0.7486 0.3330 0.2924 0.041 Uiso 1 1 calc R U . . .
C18 C -0.8498(2) 0.39648(9) 0.1647(3) 0.0322(5) Uani 1 1 d . . . . .
H18 H -0.7848 0.4220 0.1912 0.039 Uiso 1 1 calc R U . . .
C19 C -1.0489(2) 0.37432(10) 0.0247(3) 0.0362(5) Uani 1 1 d . . . . .
H19 H -1.1247 0.3841 -0.0486 0.043 Uiso 1 1 calc R U . . .
C20 C -1.0342(2) 0.32018(9) 0.0820(3) 0.0363(5) Uani 1 1 d . . . . .
H20 H -1.0991 0.2946 0.0486 0.044 Uiso 1 1 calc R U . . .
C21 C -0.2713(2) 0.03233(9) 1.4539(3) 0.0330(5) Uani 1 1 d . . . . .
C22 C -0.3911(2) 0.04845(10) 1.3261(3) 0.0345(5) Uani 1 1 d . . . . .
C23 C -0.3929(2) 0.06433(12) 1.1902(3) 0.0455(6) Uani 1 1 d . . . . .
H23 H -0.3202 0.0654 1.1753 0.055 Uiso 1 1 calc R U . . .
C24 C -0.5022(3) 0.07869(13) 1.0763(3) 0.0549(7) Uani 1 1 d . . . . .
C25 C -0.6115(2) 0.07682(14) 1.0940(4) 0.0599(8) Uani 1 1 d . . . . .
H25 H -0.6850 0.0864 1.0163 0.072 Uiso 1 1 calc R U . . .
C26 C -0.6097(2) 0.06060(14) 1.2287(4) 0.0614(8) Uani 1 1 d . . . . .
H26 H -0.6831 0.0581 1.2420 0.074 Uiso 1 1 calc R U . . .
C27 C -0.5005(2) 0.04782(12) 1.3453(3) 0.0491(7) Uani 1 1 d . . . . .
H27 H -0.5005 0.0387 1.4376 0.059 Uiso 1 1 calc R U . . .


_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 O3 2.0750(14) . ?
Ni1 O3 2.0750(14) 3_558 ?
Ni1 N1 2.1330(18) 3_558 ?
Ni1 N1 2.1330(18) . ?
Ni1 N4 2.1382(18) 4_667 ?
Ni1 N4 2.1382(18) 2_446 ?
Cl1 C24 1.737(3) . ?
O1 C7 1.220(3) . ?
O2 C14 1.233(3) . ?
O3 C21 1.264(3) . ?
O4 C21 1.235(3) . ?
N1 C1 1.334(3) . ?
N1 C5 1.340(3) . ?
N2 C7 1.330(3) . ?
N2 C6 1.452(3) . ?
N2 H2 0.8600 . ?
N3 C14 1.349(3) . ?
N3 C15 1.452(3) . ?
N3 H3 0.8600 . ?
N4 C18 1.336(3) . ?
N4 C19 1.339(3) . ?
C1 C2 1.381(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.382(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.381(3) . ?
C3 C6 1.506(3) . ?
C4 C5 1.375(3) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.510(4) . ?
C8 C13 1.374(4) . ?
C8 C9 1.385(4) . ?
C9 C10 1.376(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.379(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.384(4) . ?
C11 C14 1.498(3) . ?
C12 C13 1.374(4) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C15 C16 1.509(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.382(3) . ?
C16 C20 1.383(3) . ?
C17 C18 1.378(3) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.377(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.524(3) . ?
C22 C23 1.375(4) . ?
C22 C27 1.381(3) . ?
C23 C24 1.377(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.375(4) . ?
C25 C26 1.366(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.380(4) . ?
C26 H26 0.9300 . ?
C27 H27 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
O3 Ni1 O3 180.0 . 3_558 ?
O3 Ni1 N1 94.89(6) . 3_558 ?
O3 Ni1 N1 85.11(6) 3_558 3_558 ?
O3 Ni1 N1 85.11(6) . . ?
O3 Ni1 N1 94.89(6) 3_558 . ?
N1 Ni1 N1 180.0 3_558 . ?
O3 Ni1 N4 91.98(6) . 4_667 ?
O3 Ni1 N4 88.02(6) 3_558 4_667 ?
N1 Ni1 N4 93.46(7) 3_558 4_667 ?
N1 Ni1 N4 86.54(7) . 4_667 ?
O3 Ni1 N4 88.02(6) . 2_446 ?
O3 Ni1 N4 91.98(6) 3_558 2_446 ?
N1 Ni1 N4 86.54(7) 3_558 2_446 ?
N1 Ni1 N4 93.46(7) . 2_446 ?
N4 Ni1 N4 180.0 4_667 2_446 ?
C21 O3 Ni1 140.96(15) . . ?
C1 N1 C5 116.3(2) . . ?
C1 N1 Ni1 120.38(15) . . ?
C5 N1 Ni1 122.51(15) . . ?
C7 N2 C6 120.5(2) . . ?
C7 N2 H2 119.7 . . ?
C6 N2 H2 119.7 . . ?
C14 N3 C15 121.8(2) . . ?
C14 N3 H3 119.1 . . ?
C15 N3 H3 119.1 . . ?
C18 N4 C19 116.41(19) . . ?
C18 N4 Ni1 122.87(15) . 2_456 ?
C19 N4 Ni1 120.55(15) . 2_456 ?
N1 C1 C2 123.6(2) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
C1 C2 C3 119.6(2) . . ?
C1 C2 H2A 120.2 . . ?
C3 C2 H2A 120.2 . . ?
C4 C3 C2 117.3(2) . . ?
C4 C3 C6 121.8(2) . . ?
C2 C3 C6 121.0(2) . . ?
C5 C4 C3 119.5(2) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
N1 C5 C4 123.8(2) . . ?
N1 C5 H5 118.1 . . ?
C4 C5 H5 118.1 . . ?
N2 C6 C3 113.2(2) . . ?
N2 C6 H6A 108.9 . . ?
C3 C6 H6A 108.9 . . ?
N2 C6 H6B 108.9 . . ?
C3 C6 H6B 108.9 . . ?
H6A C6 H6B 107.8 . . ?
O1 C7 N2 121.3(2) . . ?
O1 C7 C8 121.2(2) . . ?
N2 C7 C8 117.5(2) . . ?
C13 C8 C9 118.4(2) . . ?
C13 C8 C7 123.9(2) . . ?
C9 C8 C7 117.7(2) . . ?
C10 C9 C8 120.6(3) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C9 C10 C11 121.0(3) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 H10 119.5 . . ?
C10 C11 C12 118.1(2) . . ?
C10 C11 C14 118.5(2) . . ?
C12 C11 C14 123.3(2) . . ?
C13 C12 C11 120.8(3) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C8 C13 C12 121.1(3) . . ?
C8 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
O2 C14 N3 122.6(2) . . ?
O2 C14 C11 121.1(2) . . ?
N3 C14 C11 116.3(2) . . ?
N3 C15 C16 114.0(2) . . ?
N3 C15 H15A 108.8 . . ?
C16 C15 H15A 108.8 . . ?
N3 C15 H15B 108.8 . . ?
C16 C15 H15B 108.8 . . ?
H15A C15 H15B 107.6 . . ?
C17 C16 C20 117.1(2) . . ?
C17 C16 C15 123.3(2) . . ?
C20 C16 C15 119.5(2) . . ?
C18 C17 C16 119.6(2) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
N4 C18 C17 123.5(2) . . ?
N4 C18 H18 118.3 . . ?
C17 C18 H18 118.3 . . ?
N4 C19 C20 123.5(2) . . ?
N4 C19 H19 118.3 . . ?
C20 C19 H19 118.3 . . ?
C19 C20 C16 119.5(2) . . ?
C19 C20 H20 120.2 . . ?
C16 C20 H20 120.2 . . ?
O4 C21 O3 127.0(2) . . ?
O4 C21 C22 118.3(2) . . ?
O3 C21 C22 114.7(2) . . ?
C23 C22 C27 118.6(2) . . ?
C23 C22 C21 121.1(2) . . ?
C27 C22 C21 120.3(2) . . ?
C22 C23 C24 120.2(2) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
C25 C24 C23 121.4(3) . . ?
C25 C24 Cl1 119.1(2) . . ?
C23 C24 Cl1 119.5(2) . . ?
C26 C25 C24 118.4(3) . . ?
C26 C25 H25 120.8 . . ?
C24 C25 H25 120.8 . . ?
C25 C26 C27 120.9(3) . . ?
C25 C26 H26 119.6 . . ?
C27 C26 H26 119.6 . . ?
C22 C27 C26 120.6(3) . . ?
C22 C27 H27 119.7 . . ?
C26 C27 H27 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 1.7(3) . . . . ?
Ni1 N1 C1 C2 -167.99(18) . . . . ?
N1 C1 C2 C3 -1.0(4) . . . . ?
C1 C2 C3 C4 -0.3(3) . . . . ?
C1 C2 C3 C6 -179.2(2) . . . . ?
C2 C3 C4 C5 0.7(3) . . . . ?
C6 C3 C4 C5 179.6(2) . . . . ?
C1 N1 C5 C4 -1.2(3) . . . . ?
Ni1 N1 C5 C4 168.23(18) . . . . ?
C3 C4 C5 N1 0.0(4) . . . . ?
C7 N2 C6 C3 79.3(3) . . . . ?
C4 C3 C6 N2 40.4(3) . . . . ?
C2 C3 C6 N2 -140.8(2) . . . . ?
C6 N2 C7 O1 -0.9(4) . . . . ?
C6 N2 C7 C8 179.6(2) . . . . ?
O1 C7 C8 C13 -175.7(3) . . . . ?
N2 C7 C8 C13 3.8(4) . . . . ?
O1 C7 C8 C9 1.9(4) . . . . ?
N2 C7 C8 C9 -178.5(3) . . . . ?
C13 C8 C9 C10 -0.6(5) . . . . ?
C7 C8 C9 C10 -178.5(3) . . . . ?
C8 C9 C10 C11 0.0(6) . . . . ?
C9 C10 C11 C12 0.7(5) . . . . ?
C9 C10 C11 C14 178.2(3) . . . . ?
C10 C11 C12 C13 -0.7(5) . . . . ?
C14 C11 C12 C13 -178.1(3) . . . . ?
C9 C8 C13 C12 0.6(5) . . . . ?
C7 C8 C13 C12 178.3(3) . . . . ?
C11 C12 C13 C8 0.1(5) . . . . ?
C15 N3 C14 O2 0.6(4) . . . . ?
C15 N3 C14 C11 179.7(2) . . . . ?
C10 C11 C14 O2 -24.8(4) . . . . ?
C12 C11 C14 O2 152.5(3) . . . . ?
C10 C11 C14 N3 156.0(3) . . . . ?
C12 C11 C14 N3 -26.6(4) . . . . ?
C14 N3 C15 C16 82.7(3) . . . . ?
N3 C15 C16 C17 -13.6(3) . . . . ?
N3 C15 C16 C20 168.6(2) . . . . ?
C20 C16 C17 C18 5.1(3) . . . . ?
C15 C16 C17 C18 -172.8(2) . . . . ?
C19 N4 C18 C17 -4.9(3) . . . . ?
Ni1 N4 C18 C17 170.29(18) 2_456 . . . ?
C16 C17 C18 N4 -0.3(4) . . . . ?
C18 N4 C19 C20 5.5(3) . . . . ?
Ni1 N4 C19 C20 -169.83(19) 2_456 . . . ?
N4 C19 C20 C16 -0.8(4) . . . . ?
C17 C16 C20 C19 -4.5(3) . . . . ?
C15 C16 C20 C19 173.4(2) . . . . ?
Ni1 O3 C21 O4 -15.0(4) . . . . ?
Ni1 O3 C21 C22 164.43(16) . . . . ?
O4 C21 C22 C23 155.0(2) . . . . ?
O3 C21 C22 C23 -24.5(3) . . . . ?
O4 C21 C22 C27 -24.4(3) . . . . ?
O3 C21 C22 C27 156.1(2) . . . . ?
C27 C22 C23 C24 -0.6(4) . . . . ?
C21 C22 C23 C24 180.0(3) . . . . ?
C22 C23 C24 C25 -0.9(5) . . . . ?
C22 C23 C24 Cl1 179.5(2) . . . . ?
C23 C24 C25 C26 0.4(5) . . . . ?
Cl1 C24 C25 C26 180.0(3) . . . . ?
C24 C25 C26 C27 1.7(5) . . . . ?
C23 C22 C27 C26 2.6(4) . . . . ?
C21 C22 C27 C26 -177.9(3) . . . . ?
C25 C26 C27 C22 -3.2(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O4 0.86 2.07 2.853(3) 152 1_554
N3 H3 O2 0.86 2.45 2.989(3) 121 4_565

_refine_diff_density_max         0.657
_refine_diff_density_min         -0.714
_refine_diff_density_rms         0.050


####################################################################### 
# 
# 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_Ni-2
_database_code_depnum_ccdc_archive 'CCDC 1884594'
_audit_update_record             
;
2018-12-12 deposited with the CCDC.	2019-07-29 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         'C28 H25 N5 Ni O10'
_chemical_formula_sum            'C28 H25 N5 Ni O10'
_chemical_formula_weight         650.22


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

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -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+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   17.7340(7)
_cell_length_b                   11.1559(7)
_cell_length_c                   14.5549(8)
_cell_angle_alpha                90
_cell_angle_beta                 104.509(2)
_cell_angle_gamma                90
_cell_volume                     2787.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2409
_cell_measurement_theta_min      2.373
_cell_measurement_theta_max      23.863

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_F_000             1344
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.765
_shelx_estimated_absorpt_T_min   0.844
_shelx_estimated_absorpt_T_max   0.921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.780
_exptl_absorpt_correction_T_max  0.921
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8565
_diffrn_reflns_av_unetI/netI     0.0359
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.177
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4229
_reflns_number_gt                3708
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.998
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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       'APEX2 (Bruker, 2007)'
_computing_cell_refinement       'SAINT-plus (Bruker, 2007)'
_computing_data_reduction        'SAINT-plus (Bruker, 2007)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0395P)²+3.4646P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.47(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4229
_refine_ls_number_parameters     398
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.0884
_refine_ls_wR_factor_gt          0.0838
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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
Ni1 Ni 0.57362(9) 0.99421(7) 0.85699(10) 0.02425(15) Uani 1 1 d . . . . .
O1W O 0.6703(3) 1.0592(4) 0.9556(3) 0.0331(11) Uani 1 1 d . . . . .
H1A H 0.6593 1.0081 0.9982 0.040 Uiso 1 1 d R U . . .
H1B H 0.6825 1.1314 0.9829 0.040 Uiso 1 1 d R U . . .
O2W O 0.4768(3) 0.9303(4) 0.7610(3) 0.0344(12) Uani 1 1 d . . . . .
H2A H 0.4692 0.9739 0.7072 0.041 Uiso 1 1 d R U . . .
H2B H 0.4895 0.8546 0.7486 0.041 Uiso 1 1 d R U . . .
O1 O 0.7040(3) 0.7017(5) 0.5251(4) 0.0471(15) Uani 1 1 d . . . . .
O2 O 0.9395(3) 0.7959(4) 0.1850(3) 0.0360(12) Uani 1 1 d . . . . .
O3 O 0.5658(3) 0.8458(4) 0.9417(3) 0.0276(10) Uani 1 1 d . . . . .
O4 O 0.6595(3) 0.8852(4) 1.0742(3) 0.0329(11) Uani 1 1 d . . . . .
O5 O 0.4857(3) 0.8980(4) 1.1414(3) 0.0394(13) Uani 1 1 d . . . . .
O6 O 0.5825(3) 0.8633(4) 1.2709(3) 0.0295(11) Uani 1 1 d . . . . .
O7 O 0.5971(4) 0.5151(5) 0.8948(4) 0.0797(18) Uani 1 1 d . . . . .
O8 O 0.6927(3) 0.6266(5) 0.9676(4) 0.0707(15) Uani 1 1 d . . . . .
N1 N 0.6501(3) 0.8940(5) 0.7934(4) 0.0305(13) Uani 1 1 d . . . . .
N2 N 0.8288(4) 0.6965(5) 0.6094(4) 0.0401(16) Uani 1 1 d . . . . .
H2 H 0.8769 0.7086 0.6101 0.048 Uiso 1 1 calc R U . . .
N3 N 0.8155(4) 0.7983(5) 0.0996(4) 0.0370(15) Uani 1 1 d . . . . .
H3 H 0.7677 0.7854 0.0992 0.044 Uiso 1 1 calc R U . . .
N4 N 0.9982(3) 0.5990(5) -0.0842(4) 0.0284(13) Uani 1 1 d . . . . .
N5 N 0.6306(4) 0.5780(5) 0.9619(4) 0.0484(13) Uani 1 1 d . . . . .
C1 C 0.6417(5) 0.7726(6) 0.7886(6) 0.0385(19) Uani 1 1 d . . . . .
H1 H 0.6001 0.7378 0.8068 0.046 Uiso 1 1 calc R U . . .
C2 C 0.6926(5) 0.7002(6) 0.7579(6) 0.0400(19) Uani 1 1 d . . . . .
H2C H 0.6856 0.6175 0.7568 0.048 Uiso 1 1 calc R U . . .
C3 C 0.7545(5) 0.7491(6) 0.7285(5) 0.0331(17) Uani 1 1 d . . . . .
C4 C 0.7609(5) 0.8726(7) 0.7328(6) 0.042(2) Uani 1 1 d . . . . .
H4 H 0.8016 0.9096 0.7140 0.051 Uiso 1 1 calc R U . . .
C5 C 0.7095(5) 0.9403(6) 0.7637(5) 0.0375(18) Uani 1 1 d . . . . .
H5 H 0.7155 1.0231 0.7644 0.045 Uiso 1 1 calc R U . . .
C6 C 0.8095(4) 0.6645(7) 0.6955(6) 0.043(2) Uani 1 1 d . . . . .
H6A H 0.8573 0.6590 0.7453 0.052 Uiso 1 1 calc R U . . .
H6B H 0.7861 0.5853 0.6876 0.052 Uiso 1 1 calc R U . . .
C7 C 0.7742(5) 0.7083(5) 0.5271(5) 0.0331(18) Uani 1 1 d . . . . .
C8 C 0.7996(4) 0.7296(6) 0.4382(5) 0.0318(17) Uani 1 1 d . . . . .
C9 C 0.7501(5) 0.6952(6) 0.3521(5) 0.0364(17) Uani 1 1 d . . . . .
H9 H 0.7029 0.6579 0.3507 0.044 Uiso 1 1 calc R U . . .
C10 C 0.7713(4) 0.7167(7) 0.2689(5) 0.0329(17) Uani 1 1 d . . . . .
H10 H 0.7373 0.6958 0.2114 0.040 Uiso 1 1 calc R U . . .
C11 C 0.8419(4) 0.7687(5) 0.2689(5) 0.0272(15) Uani 1 1 d . . . . .
C12 C 0.8906(4) 0.8024(6) 0.3547(5) 0.0358(18) Uani 1 1 d . . . . .
H12 H 0.9382 0.8377 0.3555 0.043 Uiso 1 1 calc R U . . .
C13 C 0.8703(5) 0.7852(7) 0.4392(6) 0.0403(19) Uani 1 1 d . . . . .
H13 H 0.9034 0.8102 0.4962 0.048 Uiso 1 1 calc R U . . .
C14 C 0.8693(4) 0.7902(5) 0.1806(5) 0.0296(16) Uani 1 1 d . . . . .
C15 C 0.8351(5) 0.8288(7) 0.0096(5) 0.044(2) Uani 1 1 d . . . . .
H15A H 0.8565 0.9093 0.0150 0.053 Uiso 1 1 calc R U . . .
H15B H 0.7874 0.8296 -0.0406 0.053 Uiso 1 1 calc R U . . .
C16 C 0.8920(5) 0.7457(7) -0.0189(5) 0.0358(18) Uani 1 1 d . . . . .
C17 C 0.9524(5) 0.7916(6) -0.0515(6) 0.041(2) Uani 1 1 d . . . . .
H17 H 0.9588 0.8742 -0.0539 0.050 Uiso 1 1 calc R U . . .
C18 C 1.0039(4) 0.7158(6) -0.0809(6) 0.0380(18) Uani 1 1 d . . . . .
H18 H 1.0453 0.7506 -0.0996 0.046 Uiso 1 1 calc R U . . .
C19 C 0.9385(5) 0.5530(6) -0.0546(5) 0.0344(17) Uani 1 1 d . . . . .
H19 H 0.9316 0.4703 -0.0573 0.041 Uiso 1 1 calc R U . . .
C20 C 0.8853(5) 0.6232(6) -0.0193(6) 0.043(2) Uani 1 1 d . . . . .
H20 H 0.8464 0.5867 0.0032 0.052 Uiso 1 1 calc R U . . .
C21 C 0.6052(4) 0.8238(5) 1.0240(5) 0.0255(15) Uani 1 1 d . . . . .
C22 C 0.5853(4) 0.7107(5) 1.0712(5) 0.0263(15) Uani 1 1 d . . . . .
C23 C 0.5565(4) 0.7180(5) 1.1499(5) 0.0279(15) Uani 1 1 d . . . . .
C24 C 0.5363(4) 0.6126(6) 1.1934(5) 0.0435(19) Uani 1 1 d . . . . .
H24 H 0.5159 0.6186 1.2462 0.052 Uiso 1 1 calc R U . . .
C25 C 0.5469(5) 0.5031(5) 1.1579(6) 0.049(2) Uani 1 1 d . . . . .
H25 H 0.5331 0.4348 1.1864 0.058 Uiso 1 1 calc R U . . .
C26 C 0.5763(7) 0.4917(5) 1.0841(6) 0.051(3) Uani 1 1 d . . . . .
H26 H 0.5844 0.4163 1.0611 0.062 Uiso 1 1 calc R U . . .
C27 C 0.5955(4) 0.5969(6) 1.0402(5) 0.0399(18) Uani 1 1 d . . . . .
C28 C 0.5405(4) 0.8375(5) 1.1899(5) 0.0259(15) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O6 2.054(4) 2_574 ?
Ni1 O2W 2.051(5) . ?
Ni1 O1W 2.072(4) . ?
Ni1 O3 2.090(4) . ?
Ni1 N4 2.112(6) 3_456 ?
Ni1 N1 2.139(6) . ?
O1W H1A 0.9001 . ?
O1W H1B 0.8994 . ?
O2W H2A 0.9026 . ?
O2W H2B 0.9034 . ?
O1 C7 1.241(9) . ?
O2 C14 1.233(8) . ?
O3 C21 1.250(8) . ?
O4 C21 1.256(8) . ?
O5 C28 1.248(8) . ?
O6 C28 1.260(8) . ?
O7 N5 1.229(7) . ?
O8 N5 1.212(7) . ?
N1 C5 1.339(9) . ?
N1 C1 1.363(8) . ?
N2 C7 1.345(10) . ?
N2 C6 1.425(9) . ?
N2 H2 0.8600 . ?
N3 C14 1.321(9) . ?
N3 C15 1.475(8) . ?
N3 H3 0.8600 . ?
N4 C18 1.307(9) . ?
N4 C19 1.341(9) . ?
N5 C27 1.443(8) . ?
C1 C2 1.366(10) . ?
C1 H1 0.9300 . ?
C2 C3 1.387(10) . ?
C2 H2C 0.9300 . ?
C3 C4 1.383(10) . ?
C3 C6 1.520(10) . ?
C4 C5 1.343(10) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.491(10) . ?
C8 C9 1.392(10) . ?
C8 C13 1.396(11) . ?
C9 C10 1.376(11) . ?
C9 H9 0.9300 . ?
C10 C11 1.380(10) . ?
C10 H10 0.9300 . ?
C11 C12 1.381(10) . ?
C11 C14 1.502(10) . ?
C12 C13 1.378(11) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C15 C16 1.503(10) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C20 1.372(10) . ?
C16 C17 1.374(11) . ?
C17 C18 1.389(10) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.418(10) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.521(9) . ?
C22 C23 1.369(7) . ?
C22 C27 1.375(9) . ?
C23 C24 1.423(9) . ?
C23 C28 1.509(9) . ?
C24 C25 1.357(10) . ?
C24 H24 0.9300 . ?
C25 C26 1.312(13) . ?
C25 H25 0.9300 . ?
C26 C27 1.418(10) . ?
C26 H26 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
O6 Ni1 O2W 91.87(18) 2_574 . ?
O6 Ni1 O1W 88.57(18) 2_574 . ?
O2W Ni1 O1W 179.0(2) . . ?
O6 Ni1 O3 178.3(2) 2_574 . ?
O2W Ni1 O3 87.61(19) . . ?
O1W Ni1 O3 91.97(19) . . ?
O6 Ni1 N4 88.4(2) 2_574 3_456 ?
O2W Ni1 N4 87.8(2) . 3_456 ?
O1W Ni1 N4 91.3(2) . 3_456 ?
O3 Ni1 N4 93.2(2) . 3_456 ?
O6 Ni1 N1 89.3(2) 2_574 . ?
O2W Ni1 N1 92.1(2) . . ?
O1W Ni1 N1 88.8(2) . . ?
O3 Ni1 N1 89.1(2) . . ?
N4 Ni1 N1 177.6(3) 3_456 . ?
Ni1 O1W H1A 88.3 . . ?
Ni1 O1W H1B 133.2 . . ?
H1A O1W H1B 109.4 . . ?
Ni1 O2W H2A 108.7 . . ?
Ni1 O2W H2B 104.7 . . ?
H2A O2W H2B 108.7 . . ?
C21 O3 Ni1 128.0(4) . . ?
C28 O6 Ni1 129.1(4) . 2_575 ?
C5 N1 C1 116.8(6) . . ?
C5 N1 Ni1 125.0(4) . . ?
C1 N1 Ni1 118.0(5) . . ?
C7 N2 C6 122.0(7) . . ?
C7 N2 H2 119.0 . . ?
C6 N2 H2 119.0 . . ?
C14 N3 C15 122.0(6) . . ?
C14 N3 H3 119.0 . . ?
C15 N3 H3 119.0 . . ?
C18 N4 C19 115.5(6) . . ?
C18 N4 Ni1 121.0(5) . 3_544 ?
C19 N4 Ni1 123.3(4) . 3_544 ?
O8 N5 O7 124.0(6) . . ?
O8 N5 C27 116.4(6) . . ?
O7 N5 C27 119.6(6) . . ?
N1 C1 C2 122.1(7) . . ?
N1 C1 H1 118.9 . . ?
C2 C1 H1 118.9 . . ?
C1 C2 C3 120.4(7) . . ?
C1 C2 H2C 119.8 . . ?
C3 C2 H2C 119.8 . . ?
C2 C3 C4 116.2(6) . . ?
C2 C3 C6 118.3(7) . . ?
C4 C3 C6 125.6(7) . . ?
C5 C4 C3 121.3(7) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
N1 C5 C4 123.0(7) . . ?
N1 C5 H5 118.5 . . ?
C4 C5 H5 118.5 . . ?
N2 C6 C3 115.9(6) . . ?
N2 C6 H6A 108.3 . . ?
C3 C6 H6A 108.3 . . ?
N2 C6 H6B 108.3 . . ?
C3 C6 H6B 108.3 . . ?
H6A C6 H6B 107.4 . . ?
O1 C7 N2 120.6(7) . . ?
O1 C7 C8 120.6(7) . . ?
N2 C7 C8 118.8(7) . . ?
C9 C8 C13 119.6(7) . . ?
C9 C8 C7 118.5(7) . . ?
C13 C8 C7 121.8(7) . . ?
C10 C9 C8 119.6(7) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C9 C10 C11 121.5(7) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 H10 119.3 . . ?
C10 C11 C12 118.4(6) . . ?
C10 C11 C14 123.7(7) . . ?
C12 C11 C14 117.9(6) . . ?
C13 C12 C11 121.7(7) . . ?
C13 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
C12 C13 C8 119.1(8) . . ?
C12 C13 H13 120.4 . . ?
C8 C13 H13 120.4 . . ?
O2 C14 N3 122.4(7) . . ?
O2 C14 C11 120.2(6) . . ?
N3 C14 C11 117.3(6) . . ?
N3 C15 C16 115.2(6) . . ?
N3 C15 H15A 108.5 . . ?
C16 C15 H15A 108.5 . . ?
N3 C15 H15B 108.5 . . ?
C16 C15 H15B 108.5 . . ?
H15A C15 H15B 107.5 . . ?
C20 C16 C17 116.3(7) . . ?
C20 C16 C15 123.5(7) . . ?
C17 C16 C15 120.1(7) . . ?
C16 C17 C18 120.6(7) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
N4 C18 C17 124.6(7) . . ?
N4 C18 H18 117.7 . . ?
C17 C18 H18 117.7 . . ?
N4 C19 C20 123.7(6) . . ?
N4 C19 H19 118.2 . . ?
C20 C19 H19 118.2 . . ?
C16 C20 C19 119.2(7) . . ?
C16 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
O3 C21 O4 127.9(6) . . ?
O3 C21 C22 117.3(6) . . ?
O4 C21 C22 114.9(6) . . ?
C23 C22 C27 115.9(7) . . ?
C23 C22 C21 120.5(6) . . ?
C27 C22 C21 123.6(7) . . ?
C22 C23 C24 120.8(7) . . ?
C22 C23 C28 121.3(6) . . ?
C24 C23 C28 117.8(7) . . ?
C25 C24 C23 120.0(8) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C26 C25 C24 121.4(7) . . ?
C26 C25 H25 119.3 . . ?
C24 C25 H25 119.3 . . ?
C25 C26 C27 118.5(6) . . ?
C25 C26 H26 120.7 . . ?
C27 C26 H26 120.7 . . ?
C22 C27 C26 123.4(7) . . ?
C22 C27 N5 120.8(7) . . ?
C26 C27 N5 115.7(6) . . ?
O5 C28 O6 126.8(6) . . ?
O5 C28 C23 117.1(6) . . ?
O6 C28 C23 116.0(6) . . ?

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
C5 N1 C1 C2 2.0(12) . . . . ?
Ni1 N1 C1 C2 -173.4(6) . . . . ?
N1 C1 C2 C3 -1.3(13) . . . . ?
C1 C2 C3 C4 0.3(12) . . . . ?
C1 C2 C3 C6 179.7(7) . . . . ?
C2 C3 C4 C5 -0.2(12) . . . . ?
C6 C3 C4 C5 -179.6(8) . . . . ?
C1 N1 C5 C4 -2.0(12) . . . . ?
Ni1 N1 C5 C4 173.2(6) . . . . ?
C3 C4 C5 N1 1.1(13) . . . . ?
C7 N2 C6 C3 -59.5(9) . . . . ?
C2 C3 C6 N2 133.7(8) . . . . ?
C4 C3 C6 N2 -47.0(11) . . . . ?
C6 N2 C7 O1 6.3(10) . . . . ?
C6 N2 C7 C8 -173.8(6) . . . . ?
O1 C7 C8 C9 -25.4(9) . . . . ?
N2 C7 C8 C9 154.7(6) . . . . ?
O1 C7 C8 C13 153.1(7) . . . . ?
N2 C7 C8 C13 -26.8(9) . . . . ?
C13 C8 C9 C10 -0.2(9) . . . . ?
C7 C8 C9 C10 178.4(6) . . . . ?
C8 C9 C10 C11 1.9(10) . . . . ?
C9 C10 C11 C12 -1.9(10) . . . . ?
C9 C10 C11 C14 177.7(6) . . . . ?
C10 C11 C12 C13 0.1(10) . . . . ?
C14 C11 C12 C13 -179.5(7) . . . . ?
C11 C12 C13 C8 1.5(11) . . . . ?
C9 C8 C13 C12 -1.5(10) . . . . ?
C7 C8 C13 C12 180.0(6) . . . . ?
C15 N3 C14 O2 -7.2(10) . . . . ?
C15 N3 C14 C11 175.0(5) . . . . ?
C10 C11 C14 O2 -154.3(6) . . . . ?
C12 C11 C14 O2 25.3(9) . . . . ?
C10 C11 C14 N3 23.5(9) . . . . ?
C12 C11 C14 N3 -156.9(6) . . . . ?
C14 N3 C15 C16 58.0(10) . . . . ?
N3 C15 C16 C20 48.5(11) . . . . ?
N3 C15 C16 C17 -135.2(8) . . . . ?
C20 C16 C17 C18 -1.4(12) . . . . ?
C15 C16 C17 C18 -178.0(7) . . . . ?
C19 N4 C18 C17 -1.4(11) . . . . ?
Ni1 N4 C18 C17 173.8(6) 3_544 . . . ?
C16 C17 C18 N4 3.0(13) . . . . ?
C18 N4 C19 C20 -1.6(11) . . . . ?
Ni1 N4 C19 C20 -176.8(6) 3_544 . . . ?
C17 C16 C20 C19 -1.4(11) . . . . ?
C15 C16 C20 C19 175.0(7) . . . . ?
N4 C19 C20 C16 3.1(12) . . . . ?
Ni1 O3 C21 O4 -1.0(10) . . . . ?
Ni1 O3 C21 C22 177.7(4) . . . . ?
O3 C21 C22 C23 -114.7(6) . . . . ?
O4 C21 C22 C23 64.1(7) . . . . ?
O3 C21 C22 C27 66.2(9) . . . . ?
O4 C21 C22 C27 -114.9(7) . . . . ?
C27 C22 C23 C24 -2.1(6) . . . . ?
C21 C22 C23 C24 178.8(7) . . . . ?
C27 C22 C23 C28 -178.4(7) . . . . ?
C21 C22 C23 C28 2.5(6) . . . . ?
C22 C23 C24 C25 1.2(10) . . . . ?
C28 C23 C24 C25 177.6(7) . . . . ?
C23 C24 C25 C26 0.6(13) . . . . ?
C24 C25 C26 C27 -1.4(13) . . . . ?
C23 C22 C27 C26 1.3(10) . . . . ?
C21 C22 C27 C26 -179.6(7) . . . . ?
C23 C22 C27 N5 -175.6(5) . . . . ?
C21 C22 C27 N5 3.5(10) . . . . ?
C25 C26 C27 C22 0.4(13) . . . . ?
C25 C26 C27 N5 177.5(8) . . . . ?
O8 N5 C27 C22 52.2(9) . . . . ?
O7 N5 C27 C22 -127.9(7) . . . . ?
O8 N5 C27 C26 -125.0(8) . . . . ?
O7 N5 C27 C26 54.9(9) . . . . ?
Ni1 O6 C28 O5 4.0(10) 2_575 . . . ?
Ni1 O6 C28 C23 -172.9(4) 2_575 . . . ?
C22 C23 C28 O5 68.7(8) . . . . ?
C24 C23 C28 O5 -107.7(8) . . . . ?
C22 C23 C28 O6 -114.0(6) . . . . ?
C24 C23 C28 O6 69.6(8) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O5 0.86 2.21 2.900(8) 137 4_564
N3 H3 O4 0.86 2.17 2.868(8) 138 1_554
O1W H1A O4 0.90 1.76 2.636(6) 164 .
O1W H1B O1 0.90 1.97 2.862(7) 172 2_575
O2W H2A O5 0.90 1.78 2.619(6) 153 2_574
O2W H2B O2 0.90 2.01 2.769(6) 140 4_465

_refine_diff_density_max         0.378
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.056


####################################################################### 
# 
# 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_Ni-6
_database_code_depnum_ccdc_archive 'CCDC 1884596'
_audit_update_record             
;
2018-12-12 deposited with the CCDC.	2019-07-29 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 H26 N4 Ni O7'
_chemical_formula_sum            'C29 H26 N4 Ni O7'
_chemical_formula_weight         601.23


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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   19.736(2)
_cell_length_b                   8.6412(9)
_cell_length_c                   17.0260(17)
_cell_angle_alpha                90
_cell_angle_beta                 113.939(2)
_cell_angle_gamma                90
_cell_volume                     2653.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    835
_cell_measurement_theta_min      2.393
_cell_measurement_theta_max      18.894

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.505
_exptl_crystal_F_000             1248
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.788
_shelx_estimated_absorpt_T_min   0.871
_shelx_estimated_absorpt_T_max   0.911
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.756
_exptl_absorpt_correction_T_max  0.911
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16175
_diffrn_reflns_av_unetI/netI     0.1246
_diffrn_reflns_av_R_equivalents  0.1099
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.258
_diffrn_reflns_theta_max         26.083
_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             5268
_reflns_number_gt                2934
_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       'APEX2 (Bruker, 2007)'
_computing_cell_refinement       'SAINT-plus (Bruker, 2007)'
_computing_data_reduction        'SAINT-plus (Bruker, 2007)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_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)+(0.0360P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5268
_refine_ls_number_parameters     370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1260
_refine_ls_R_factor_gt           0.0553
_refine_ls_wR_factor_ref         0.1235
_refine_ls_wR_factor_gt          0.0988
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_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
Ni1 Ni 0.50682(3) 0.32726(7) 0.84276(3) 0.02174(16) Uani 1 1 d . . . . .
O1W O 0.50221(15) 0.5635(3) 0.86627(16) 0.0275(7) Uani 1 1 d . . . . .
H1A H 0.5051 0.6181 0.8223 0.033 Uiso 1 1 d R U . . .
H1B H 0.4644 0.6032 0.8770 0.033 Uiso 1 1 d R U . . .
O1 O 0.12577(18) 0.5338(4) 0.84215(19) 0.0461(10) Uani 1 1 d . . . . .
O2 O -0.0936(2) 0.8256(5) 0.4102(2) 0.0565(11) Uani 1 1 d . . . . .
O3 O 0.54328(16) 0.2931(3) 0.97336(18) 0.0306(8) Uani 1 1 d . . . . .
O4 O 0.60732(17) 0.2731(4) 1.11384(18) 0.0425(9) Uani 1 1 d . . . . .
O5 O 0.50838(16) 0.1051(3) 0.80011(17) 0.0263(7) Uani 1 1 d . . . . .
O6 O 0.53260(16) -0.1425(3) 0.78909(17) 0.0281(8) Uani 1 1 d . . . . .
N1 N 0.39845(19) 0.2929(4) 0.8334(2) 0.0290(10) Uani 1 1 d . . . . .
N2 N 0.12235(19) 0.3526(5) 0.7453(2) 0.0368(11) Uani 1 1 d . . . . .
H2 H 0.1044 0.3278 0.6918 0.044 Uiso 1 1 calc R U . . .
N3 N -0.10732(19) 1.0069(5) 0.4971(2) 0.0386(11) Uani 1 1 d . . . . .
H3 H -0.0989 1.0323 0.5491 0.046 Uiso 1 1 calc R U . . .
N4 N -0.38333(19) 1.1341(4) 0.3561(2) 0.0258(9) Uani 1 1 d . . . . .
C1 C 0.3755(3) 0.3601(6) 0.8875(3) 0.0430(14) Uani 1 1 d . . . . .
H1 H 0.4093 0.4166 0.9330 0.052 Uiso 1 1 calc R U . . .
C2 C 0.3030(3) 0.3500(6) 0.8794(3) 0.0499(15) Uani 1 1 d . . . . .
H2A H 0.2887 0.4032 0.9176 0.060 Uiso 1 1 calc R U . . .
C3 C 0.2523(2) 0.2628(6) 0.8159(3) 0.0332(12) Uani 1 1 d . . . . .
C4 C 0.2778(3) 0.1905(8) 0.7631(4) 0.081(2) Uani 1 1 d . . . . .
H4 H 0.2462 0.1273 0.7193 0.097 Uiso 1 1 calc R U . . .
C5 C 0.3504(3) 0.2095(8) 0.7734(4) 0.074(2) Uani 1 1 d . . . . .
H5 H 0.3657 0.1594 0.7351 0.089 Uiso 1 1 calc R U . . .
C6 C 0.1728(2) 0.2450(6) 0.8072(3) 0.0416(14) Uani 1 1 d . . . . .
H6A H 0.1562 0.1400 0.7895 0.050 Uiso 1 1 calc R U . . .
H6B H 0.1713 0.2620 0.8628 0.050 Uiso 1 1 calc R U . . .
C7 C 0.1025(2) 0.4879(7) 0.7674(3) 0.0361(13) Uani 1 1 d . . . . .
C8 C 0.0499(2) 0.5843(6) 0.6956(3) 0.0342(12) Uani 1 1 d . . . . .
C9 C 0.0500(3) 0.7421(6) 0.7051(3) 0.0364(13) Uani 1 1 d . . . . .
H9 H 0.0804 0.7857 0.7575 0.044 Uiso 1 1 calc R U . . .
C10 C 0.0063(2) 0.8384(6) 0.6389(3) 0.0365(12) Uani 1 1 d . . . . .
H10 H 0.0071 0.9450 0.6469 0.044 Uiso 1 1 calc R U . . .
C11 C -0.0386(2) 0.7735(6) 0.5606(3) 0.0349(13) Uani 1 1 d . . . . .
C12 C -0.0417(3) 0.6158(6) 0.5514(3) 0.0420(14) Uani 1 1 d . . . . .
H12 H -0.0738 0.5724 0.4997 0.050 Uiso 1 1 calc R U . . .
C13 C 0.0020(2) 0.5203(6) 0.6176(3) 0.0412(13) Uani 1 1 d . . . . .
H13 H -0.0005 0.4135 0.6102 0.049 Uiso 1 1 calc R U . . .
C14 C -0.0822(3) 0.8722(6) 0.4829(3) 0.0366(13) Uani 1 1 d . . . . .
C15 C -0.1487(2) 1.1138(6) 0.4279(3) 0.0399(13) Uani 1 1 d . . . . .
H15A H -0.1387 1.0886 0.3781 0.048 Uiso 1 1 calc R U . . .
H15B H -0.1304 1.2178 0.4458 0.048 Uiso 1 1 calc R U . . .
C16 C -0.2312(2) 1.1132(5) 0.4013(3) 0.0279(11) Uani 1 1 d . . . . .
C17 C -0.2753(3) 1.2159(6) 0.3388(3) 0.0439(15) Uani 1 1 d . . . . .
H17 H -0.2542 1.2805 0.3112 0.053 Uiso 1 1 calc R U . . .
C18 C -0.3499(3) 1.2219(6) 0.3179(3) 0.0379(13) Uani 1 1 d . . . . .
H18 H -0.3786 1.2902 0.2752 0.045 Uiso 1 1 calc R U . . .
C19 C -0.3417(2) 1.0301(6) 0.4134(3) 0.0345(12) Uani 1 1 d . . . . .
H19 H -0.3645 0.9641 0.4384 0.041 Uiso 1 1 calc R U . . .
C20 C -0.2661(3) 1.0163(6) 0.4369(3) 0.0375(13) Uani 1 1 d . . . . .
H20 H -0.2391 0.9417 0.4767 0.045 Uiso 1 1 calc R U . . .
C21 C 0.5969(2) 0.2403(5) 1.0386(3) 0.0271(11) Uani 1 1 d . . . . .
C22 C 0.6539(2) 0.1379(5) 1.0259(3) 0.0263(11) Uani 1 1 d . . . . .
C23 C 0.6336(2) 0.0081(5) 0.9733(2) 0.0232(10) Uani 1 1 d . . . . .
C24 C 0.6892(3) -0.0767(6) 0.9617(3) 0.0366(13) Uani 1 1 d . . . . .
H24 H 0.6764 -0.1640 0.9268 0.044 Uiso 1 1 calc R U . . .
C25 C 0.7625(3) -0.0335(6) 1.0010(3) 0.0429(14) Uani 1 1 d . . . . .
H25 H 0.7984 -0.0893 0.9908 0.052 Uiso 1 1 calc R U . . .
C26 C 0.7826(3) 0.0915(7) 1.0551(3) 0.0445(14) Uani 1 1 d . . . . .
H26 H 0.8323 0.1185 1.0833 0.053 Uiso 1 1 calc R U . . .
C27 C 0.7288(2) 0.1768(6) 1.0675(3) 0.0394(13) Uani 1 1 d . . . . .
H27 H 0.7426 0.2617 1.1042 0.047 Uiso 1 1 calc R U . . .
C28 C 0.5541(2) -0.0466(5) 0.9279(2) 0.0285(11) Uani 1 1 d . . . . .
H28A H 0.5506 -0.1547 0.9411 0.034 Uiso 1 1 calc R U . . .
H28B H 0.5223 0.0129 0.9476 0.034 Uiso 1 1 calc R U . . .
C29 C 0.5292(2) -0.0263(5) 0.8318(3) 0.0251(11) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O5 2.058(3) . ?
Ni1 O3 2.062(3) . ?
Ni1 O6 2.073(3) 2_656 ?
Ni1 O1W 2.089(3) . ?
Ni1 N1 2.100(4) . ?
Ni1 N4 2.113(4) 4_676 ?
O1W H1A 0.9064 . ?
O1W H1B 0.9048 . ?
O1 C7 1.230(5) . ?
O2 C14 1.233(5) . ?
O3 C21 1.268(5) . ?
O4 C21 1.245(5) . ?
O5 C29 1.252(5) . ?
O6 C29 1.258(5) . ?
N1 C5 1.295(6) . ?
N1 C1 1.315(5) . ?
N2 C7 1.335(6) . ?
N2 C6 1.454(5) . ?
N2 H2 0.8600 . ?
N3 C14 1.326(6) . ?
N3 C15 1.459(5) . ?
N3 H3 0.8600 . ?
N4 C18 1.335(5) . ?
N4 C19 1.336(5) . ?
C1 C2 1.383(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.364(6) . ?
C2 H2A 0.9300 . ?
C3 C4 1.350(7) . ?
C3 C6 1.523(6) . ?
C4 C5 1.380(7) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.496(6) . ?
C8 C9 1.374(7) . ?
C8 C13 1.393(6) . ?
C9 C10 1.385(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.385(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.370(7) . ?
C11 C14 1.515(6) . ?
C12 C13 1.381(6) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C15 C16 1.502(6) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C20 1.372(6) . ?
C16 C17 1.388(6) . ?
C17 C18 1.368(6) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.384(6) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.513(6) . ?
C22 C23 1.389(6) . ?
C22 C27 1.397(6) . ?
C23 C24 1.398(6) . ?
C23 C28 1.516(6) . ?
C24 C25 1.376(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.370(7) . ?
C25 H25 0.9300 . ?
C26 C27 1.378(6) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 C29 1.515(5) . ?
C28 H28A 0.9700 . ?
C28 H28B 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
O5 Ni1 O3 101.45(11) . . ?
O5 Ni1 O6 77.78(11) . 2_656 ?
O3 Ni1 O6 178.28(12) . 2_656 ?
O5 Ni1 O1W 170.92(11) . . ?
O3 Ni1 O1W 87.51(11) . . ?
O6 Ni1 O1W 93.32(11) 2_656 . ?
O5 Ni1 N1 90.11(13) . . ?
O3 Ni1 N1 87.73(13) . . ?
O6 Ni1 N1 90.73(13) 2_656 . ?
O1W Ni1 N1 91.75(13) . . ?
O5 Ni1 N4 91.35(13) . 4_676 ?
O3 Ni1 N4 90.74(12) . 4_676 ?
O6 Ni1 N4 90.81(12) 2_656 4_676 ?
O1W Ni1 N4 87.00(13) . 4_676 ?
N1 Ni1 N4 178.07(14) . 4_676 ?
Ni1 O1W H1A 109.2 . . ?
Ni1 O1W H1B 120.9 . . ?
H1A O1W H1B 107.6 . . ?
C21 O3 Ni1 143.0(3) . . ?
C29 O5 Ni1 138.0(3) . . ?
C29 O6 Ni1 130.0(3) . 2_646 ?
C5 N1 C1 116.6(4) . . ?
C5 N1 Ni1 122.4(3) . . ?
C1 N1 Ni1 121.0(3) . . ?
C7 N2 C6 123.3(4) . . ?
C7 N2 H2 118.3 . . ?
C6 N2 H2 118.3 . . ?
C14 N3 C15 122.5(4) . . ?
C14 N3 H3 118.8 . . ?
C15 N3 H3 118.8 . . ?
C18 N4 C19 117.3(4) . . ?
C18 N4 Ni1 123.2(3) . 4_475 ?
C19 N4 Ni1 119.0(3) . 4_475 ?
N1 C1 C2 122.6(5) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C3 C2 C1 120.8(5) . . ?
C3 C2 H2A 119.6 . . ?
C1 C2 H2A 119.6 . . ?
C4 C3 C2 115.6(5) . . ?
C4 C3 C6 122.5(5) . . ?
C2 C3 C6 121.9(5) . . ?
C3 C4 C5 120.6(5) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
N1 C5 C4 123.8(5) . . ?
N1 C5 H5 118.1 . . ?
C4 C5 H5 118.1 . . ?
N2 C6 C3 112.4(4) . . ?
N2 C6 H6A 109.1 . . ?
C3 C6 H6A 109.1 . . ?
N2 C6 H6B 109.1 . . ?
C3 C6 H6B 109.1 . . ?
H6A C6 H6B 107.9 . . ?
O1 C7 N2 123.0(5) . . ?
O1 C7 C8 120.7(5) . . ?
N2 C7 C8 116.3(4) . . ?
C9 C8 C13 118.3(5) . . ?
C9 C8 C7 119.3(5) . . ?
C13 C8 C7 122.4(5) . . ?
C8 C9 C10 122.0(5) . . ?
C8 C9 H9 119.0 . . ?
C10 C9 H9 119.0 . . ?
C9 C10 C11 118.9(5) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
C12 C11 C10 119.6(5) . . ?
C12 C11 C14 118.5(4) . . ?
C10 C11 C14 121.8(5) . . ?
C11 C12 C13 121.1(5) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C12 C13 C8 119.9(5) . . ?
C12 C13 H13 120.1 . . ?
C8 C13 H13 120.1 . . ?
O2 C14 N3 122.7(5) . . ?
O2 C14 C11 120.1(5) . . ?
N3 C14 C11 117.2(4) . . ?
N3 C15 C16 115.1(4) . . ?
N3 C15 H15A 108.5 . . ?
C16 C15 H15A 108.5 . . ?
N3 C15 H15B 108.5 . . ?
C16 C15 H15B 108.5 . . ?
H15A C15 H15B 107.5 . . ?
C20 C16 C17 117.3(4) . . ?
C20 C16 C15 123.1(4) . . ?
C17 C16 C15 119.6(4) . . ?
C18 C17 C16 119.8(5) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
N4 C18 C17 123.0(4) . . ?
N4 C18 H18 118.5 . . ?
C17 C18 H18 118.5 . . ?
N4 C19 C20 122.7(4) . . ?
N4 C19 H19 118.7 . . ?
C20 C19 H19 118.7 . . ?
C16 C20 C19 119.7(4) . . ?
C16 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
O4 C21 O3 123.4(4) . . ?
O4 C21 C22 117.3(4) . . ?
O3 C21 C22 119.3(4) . . ?
C23 C22 C27 119.3(4) . . ?
C23 C22 C21 121.8(4) . . ?
C27 C22 C21 118.8(4) . . ?
C22 C23 C24 118.5(4) . . ?
C22 C23 C28 123.3(4) . . ?
C24 C23 C28 118.2(4) . . ?
C25 C24 C23 121.3(5) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
C26 C25 C24 120.1(5) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C27 119.6(5) . . ?
C25 C26 H26 120.2 . . ?
C27 C26 H26 120.2 . . ?
C26 C27 C22 121.1(5) . . ?
C26 C27 H27 119.4 . . ?
C22 C27 H27 119.4 . . ?
C29 C28 C23 109.3(4) . . ?
C29 C28 H28A 109.8 . . ?
C23 C28 H28A 109.8 . . ?
C29 C28 H28B 109.8 . . ?
C23 C28 H28B 109.8 . . ?
H28A C28 H28B 108.3 . . ?
O5 C29 O6 124.0(4) . . ?
O5 C29 C28 118.5(4) . . ?
O6 C29 C28 117.5(4) . . ?

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
C5 N1 C1 C2 -3.1(8) . . . . ?
Ni1 N1 C1 C2 174.8(4) . . . . ?
N1 C1 C2 C3 2.9(9) . . . . ?
C1 C2 C3 C4 -0.4(8) . . . . ?
C1 C2 C3 C6 177.9(5) . . . . ?
C2 C3 C4 C5 -1.5(10) . . . . ?
C6 C3 C4 C5 -179.8(6) . . . . ?
C1 N1 C5 C4 1.1(10) . . . . ?
Ni1 N1 C5 C4 -176.8(5) . . . . ?
C3 C4 C5 N1 1.2(11) . . . . ?
C7 N2 C6 C3 -96.2(5) . . . . ?
C4 C3 C6 N2 -85.5(7) . . . . ?
C2 C3 C6 N2 96.3(6) . . . . ?
C6 N2 C7 O1 0.7(7) . . . . ?
C6 N2 C7 C8 -179.8(4) . . . . ?
O1 C7 C8 C9 26.1(7) . . . . ?
N2 C7 C8 C9 -153.5(5) . . . . ?
O1 C7 C8 C13 -156.1(5) . . . . ?
N2 C7 C8 C13 24.4(7) . . . . ?
C13 C8 C9 C10 -2.4(7) . . . . ?
C7 C8 C9 C10 175.5(4) . . . . ?
C8 C9 C10 C11 -0.4(7) . . . . ?
C9 C10 C11 C12 3.3(7) . . . . ?
C9 C10 C11 C14 -174.0(4) . . . . ?
C10 C11 C12 C13 -3.3(8) . . . . ?
C14 C11 C12 C13 174.0(4) . . . . ?
C11 C12 C13 C8 0.5(8) . . . . ?
C9 C8 C13 C12 2.3(7) . . . . ?
C7 C8 C13 C12 -175.5(5) . . . . ?
C15 N3 C14 O2 -2.0(7) . . . . ?
C15 N3 C14 C11 178.7(4) . . . . ?
C12 C11 C14 O2 -29.8(7) . . . . ?
C10 C11 C14 O2 147.5(5) . . . . ?
C12 C11 C14 N3 149.5(5) . . . . ?
C10 C11 C14 N3 -33.3(6) . . . . ?
C14 N3 C15 C16 101.7(5) . . . . ?
N3 C15 C16 C20 -2.1(7) . . . . ?
N3 C15 C16 C17 177.0(4) . . . . ?
C20 C16 C17 C18 2.9(7) . . . . ?
C15 C16 C17 C18 -176.3(5) . . . . ?
C19 N4 C18 C17 -4.1(7) . . . . ?
Ni1 N4 C18 C17 167.4(4) 4_475 . . . ?
C16 C17 C18 N4 1.1(8) . . . . ?
C18 N4 C19 C20 3.3(7) . . . . ?
Ni1 N4 C19 C20 -168.5(4) 4_475 . . . ?
C17 C16 C20 C19 -3.6(7) . . . . ?
C15 C16 C20 C19 175.5(5) . . . . ?
N4 C19 C20 C16 0.6(7) . . . . ?
Ni1 O3 C21 O4 161.7(3) . . . . ?
Ni1 O3 C21 C22 -15.2(7) . . . . ?
O4 C21 C22 C23 130.5(5) . . . . ?
O3 C21 C22 C23 -52.4(6) . . . . ?
O4 C21 C22 C27 -50.4(6) . . . . ?
O3 C21 C22 C27 126.7(5) . . . . ?
C27 C22 C23 C24 -2.0(6) . . . . ?
C21 C22 C23 C24 177.1(4) . . . . ?
C27 C22 C23 C28 177.9(4) . . . . ?
C21 C22 C23 C28 -3.0(6) . . . . ?
C22 C23 C24 C25 -0.2(7) . . . . ?
C28 C23 C24 C25 180.0(4) . . . . ?
C23 C24 C25 C26 2.4(7) . . . . ?
C24 C25 C26 C27 -2.3(8) . . . . ?
C25 C26 C27 C22 0.1(8) . . . . ?
C23 C22 C27 C26 2.1(7) . . . . ?
C21 C22 C27 C26 -177.1(4) . . . . ?
C22 C23 C28 C29 112.6(5) . . . . ?
C24 C23 C28 C29 -67.5(5) . . . . ?
Ni1 O5 C29 O6 -169.5(3) . . . . ?
Ni1 O5 C29 C28 8.6(7) . . . . ?
Ni1 O6 C29 O5 -10.0(7) 2_646 . . . ?
Ni1 O6 C29 C28 171.8(3) 2_646 . . . ?
C23 C28 C29 O5 -81.0(5) . . . . ?
C23 C28 C29 O6 97.2(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O2 0.86 2.13 2.913(5) 152 3_566
N3 H3 O1 0.86 2.12 2.913(5) 153 2_556
O1W H1A O5 0.91 1.99 2.778(4) 144 2_656
O1W H1B O4 0.90 1.83 2.715(4) 166 3_667

_refine_diff_density_max         0.429
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.090


####################################################################### 
# 
# 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_Ni-5
_database_code_depnum_ccdc_archive 'CCDC 1884734'
_audit_update_record             
;
2018-12-27 deposited with the CCDC.	2019-07-29 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         'C56 H50 N8 Ni O10'
_chemical_formula_sum            'C56 H50 N8 Ni O10'
_chemical_formula_weight         1053.73

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   11.6915(4)
_cell_length_b                   23.6757(8)
_cell_length_c                   10.0123(4)
_cell_angle_alpha                90
_cell_angle_beta                 109.320(1)
_cell_angle_gamma                90
_cell_volume                     2615.38(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8974
_cell_measurement_theta_min      2.321
_cell_measurement_theta_max      23.998

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_F_000             1100
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.438
_shelx_estimated_absorpt_T_min   0.937
_shelx_estimated_absorpt_T_max   0.953
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.874
_exptl_absorpt_correction_T_max  0.953
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32566
_diffrn_reflns_av_unetI/netI     0.0169
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.720
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5159
_reflns_number_gt                4487
_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       'APEX2 (Bruker, 2007)'
_computing_cell_refinement       'SAINT-plus (Bruker, 2007)'
_computing_data_reduction        'SAINT-plus (Bruker, 2007)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_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)+(0.0416P)²+1.9845P] 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         5159
_refine_ls_number_parameters     341
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0490
_refine_ls_R_factor_gt           0.0389
_refine_ls_wR_factor_ref         0.1018
_refine_ls_wR_factor_gt          0.0927
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_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
Ni1 Ni 1.0000 0.0000 0.0000 0.02624(10) Uani 1 2 d S . P . .
O1 O 0.82504(17) 0.20415(7) 0.4044(2) 0.0607(5) Uani 1 1 d . . . . .
O2 O 0.25302(14) 0.21337(7) 0.55104(17) 0.0480(4) Uani 1 1 d . . . . .
O3 O 0.81409(12) 0.01030(6) -0.08028(14) 0.0318(3) Uani 1 1 d . . . . .
O4 O 0.77359(14) 0.04604(8) -0.29729(17) 0.0498(4) Uani 1 1 d . . . . .
O5 O 0.66654(17) 0.10001(9) -0.0136(2) 0.0712(6) Uani 1 1 d . . . . .
N1 N 0.98936(14) 0.03320(7) 0.19257(17) 0.0307(4) Uani 1 1 d . . . . .
N2 N 0.83685(16) 0.13136(8) 0.55238(18) 0.0384(4) Uani 1 1 d . . . . .
H2 H 0.8010 0.1116 0.5987 0.046 Uiso 1 1 calc R U . . .
N3 N 0.20089(17) 0.23198(8) 0.3183(2) 0.0409(4) Uani 1 1 d . . . . .
H3 H 0.2220 0.2322 0.2438 0.049 Uiso 1 1 calc R U . . .
N4 N 0.03669(14) 0.41449(7) 0.45610(18) 0.0315(4) Uani 1 1 d . . . . .
C1 C 1.08263(18) 0.06155(9) 0.2826(2) 0.0364(5) Uani 1 1 d . . . . .
H1 H 1.1553 0.0628 0.2637 0.044 Uiso 1 1 calc R U . . .
C2 C 1.07639(18) 0.08885(9) 0.4012(2) 0.0367(5) Uani 1 1 d . . . . .
H2A H 1.1436 0.1081 0.4600 0.044 Uiso 1 1 calc R U . . .
C3 C 0.96941(18) 0.08759(9) 0.4325(2) 0.0326(4) Uani 1 1 d . . . . .
C4 C 0.87382(19) 0.05829(10) 0.3411(2) 0.0419(5) Uani 1 1 d . . . . .
H4 H 0.8006 0.0560 0.3586 0.050 Uiso 1 1 calc R U . . .
C5 C 0.88646(19) 0.03226(9) 0.2236(2) 0.0384(5) Uani 1 1 d . . . . .
H5 H 0.8202 0.0131 0.1629 0.046 Uiso 1 1 calc R U . . .
C6 C 0.95972(19) 0.11735(10) 0.5617(2) 0.0416(5) Uani 1 1 d . . . . .
H6A H 0.9948 0.0934 0.6437 0.050 Uiso 1 1 calc R U . . .
H6B H 1.0071 0.1518 0.5763 0.050 Uiso 1 1 calc R U . . .
C7 C 0.7782(2) 0.17458(9) 0.4730(2) 0.0391(5) Uani 1 1 d . . . . .
C8 C 0.6496(2) 0.18478(9) 0.4683(2) 0.0383(5) Uani 1 1 d . . . . .
C9 C 0.6001(2) 0.16093(11) 0.5628(3) 0.0525(6) Uani 1 1 d . . . . .
H9 H 0.6471 0.1371 0.6335 0.063 Uiso 1 1 calc R U . . .
C10 C 0.4817(2) 0.17204(11) 0.5535(3) 0.0518(6) Uani 1 1 d . . . . .
H10 H 0.4504 0.1563 0.6192 0.062 Uiso 1 1 calc R U . . .
C11 C 0.4094(2) 0.20639(9) 0.4474(2) 0.0386(5) Uani 1 1 d . . . . .
C12 C 0.4587(2) 0.23063(11) 0.3523(3) 0.0508(6) Uani 1 1 d . . . . .
H12 H 0.4113 0.2540 0.2807 0.061 Uiso 1 1 calc R U . . .
C13 C 0.5777(2) 0.22015(11) 0.3635(3) 0.0508(6) Uani 1 1 d . . . . .
H13 H 0.6101 0.2370 0.3001 0.061 Uiso 1 1 calc R U . . .
C14 C 0.2819(2) 0.21733(9) 0.4441(2) 0.0380(5) Uani 1 1 d . . . . .
C15 C 0.0782(2) 0.24732(9) 0.3080(3) 0.0412(5) Uani 1 1 d . . . . .
H15A H 0.0469 0.2192 0.3575 0.049 Uiso 1 1 calc R U . . .
H15B H 0.0276 0.2467 0.2092 0.049 Uiso 1 1 calc R U . . .
C16 C 0.06853(18) 0.30487(8) 0.3686(2) 0.0326(4) Uani 1 1 d . . . . .
C17 C 0.15968(18) 0.34492(9) 0.3959(2) 0.0377(5) Uani 1 1 d . . . . .
H17 H 0.2336 0.3358 0.3855 0.045 Uiso 1 1 calc R U . . .
C18 C 0.14034(18) 0.39844(9) 0.4386(2) 0.0348(4) Uani 1 1 d . . . . .
H18 H 0.2027 0.4247 0.4560 0.042 Uiso 1 1 calc R U . . .
C19 C -0.04874(18) 0.37461(9) 0.4373(2) 0.0357(5) Uani 1 1 d . . . . .
H19 H -0.1199 0.3841 0.4543 0.043 Uiso 1 1 calc R U . . .
C20 C -0.03663(18) 0.32020(9) 0.3941(2) 0.0360(5) Uani 1 1 d . . . . .
H20 H -0.0986 0.2941 0.3822 0.043 Uiso 1 1 calc R U . . .
C21 C 0.74459(18) 0.03163(8) -0.1940(2) 0.0319(4) Uani 1 1 d . . . . .
C22 C 0.61282(18) 0.03850(10) -0.2061(2) 0.0387(5) Uani 1 1 d . . . . .
C23 C 0.5766(2) 0.07307(11) -0.1152(3) 0.0489(6) Uani 1 1 d . . . . .
C24 C 0.4529(2) 0.07998(15) -0.1367(3) 0.0687(8) Uani 1 1 d . . . . .
H24 H 0.4280 0.1026 -0.0756 0.082 Uiso 1 1 calc R U . . .
C25 C 0.3680(2) 0.05331(16) -0.2483(4) 0.0752(10) Uani 1 1 d . . . . .
H25 H 0.2860 0.0583 -0.2623 0.090 Uiso 1 1 calc R U . . .
C26 C 0.4030(2) 0.01970(17) -0.3383(4) 0.0754(9) Uani 1 1 d . . . . .
H26 H 0.3453 0.0021 -0.4139 0.090 Uiso 1 1 calc R U . . .
C27 C 0.5254(2) 0.01201(13) -0.3162(3) 0.0551(7) Uani 1 1 d . . . . .
H27 H 0.5491 -0.0115 -0.3768 0.066 Uiso 1 1 calc R U . . .
C28 C 0.6351(4) 0.13614(18) 0.0828(4) 0.1013(14) Uani 1 1 d . . . . .
H28A H 0.5814 0.1652 0.0309 0.152 Uiso 1 1 calc R U . . .
H28B H 0.7072 0.1531 0.1464 0.152 Uiso 1 1 calc R U . . .
H28C H 0.5956 0.1145 0.1358 0.152 Uiso 1 1 calc R U . . .


_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 O3 2.0673(13) . ?
Ni1 O3 2.0674(13) 3_755 ?
Ni1 N1 2.1235(16) . ?
Ni1 N1 2.1235(16) 3_755 ?
Ni1 N4 2.1448(16) 4_665 ?
Ni1 N4 2.1448(16) 2_645 ?
O1 C7 1.230(3) . ?
O2 C14 1.229(3) . ?
O3 C21 1.265(2) . ?
O4 C21 1.238(2) . ?
O5 C23 1.357(3) . ?
O5 C28 1.426(3) . ?
N1 C5 1.339(3) . ?
N1 C1 1.342(3) . ?
N2 C7 1.337(3) . ?
N2 C6 1.447(3) . ?
N2 H2 0.8600 . ?
N3 C14 1.347(3) . ?
N3 C15 1.450(3) . ?
N3 H3 0.8600 . ?
N4 C18 1.336(3) . ?
N4 C19 1.342(3) . ?
C1 C2 1.375(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.387(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.375(3) . ?
C3 C6 1.509(3) . ?
C4 C5 1.379(3) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.508(3) . ?
C8 C9 1.382(3) . ?
C8 C13 1.388(3) . ?
C9 C10 1.381(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.382(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.390(3) . ?
C11 C14 1.502(3) . ?
C12 C13 1.381(3) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C15 C16 1.511(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C20 1.384(3) . ?
C16 C17 1.384(3) . ?
C17 C18 1.380(3) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.381(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.514(3) . ?
C22 C27 1.381(3) . ?
C22 C23 1.390(3) . ?
C23 C24 1.399(3) . ?
C24 C25 1.378(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.362(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.385(4) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?

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 O3 180.0 . 3_755 ?
O3 Ni1 N1 86.53(6) . . ?
O3 Ni1 N1 93.47(6) 3_755 . ?
O3 Ni1 N1 93.47(6) . 3_755 ?
O3 Ni1 N1 86.53(6) 3_755 3_755 ?
N1 Ni1 N1 180.0 . 3_755 ?
O3 Ni1 N4 93.72(6) . 4_665 ?
O3 Ni1 N4 86.28(6) 3_755 4_665 ?
N1 Ni1 N4 84.98(6) . 4_665 ?
N1 Ni1 N4 95.02(6) 3_755 4_665 ?
O3 Ni1 N4 86.28(6) . 2_645 ?
O3 Ni1 N4 93.72(6) 3_755 2_645 ?
N1 Ni1 N4 95.02(6) . 2_645 ?
N1 Ni1 N4 84.98(6) 3_755 2_645 ?
N4 Ni1 N4 180.00(10) 4_665 2_645 ?
C21 O3 Ni1 132.60(13) . . ?
C23 O5 C28 118.7(2) . . ?
C5 N1 C1 116.43(17) . . ?
C5 N1 Ni1 122.13(14) . . ?
C1 N1 Ni1 121.08(13) . . ?
C7 N2 C6 121.12(19) . . ?
C7 N2 H2 119.4 . . ?
C6 N2 H2 119.4 . . ?
C14 N3 C15 120.28(19) . . ?
C14 N3 H3 119.9 . . ?
C15 N3 H3 119.9 . . ?
C18 N4 C19 116.56(17) . . ?
C18 N4 Ni1 123.16(13) . 2_655 ?
C19 N4 Ni1 120.19(13) . 2_655 ?
N1 C1 C2 123.48(19) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C1 C2 C3 119.67(19) . . ?
C1 C2 H2A 120.2 . . ?
C3 C2 H2A 120.2 . . ?
C4 C3 C2 117.08(19) . . ?
C4 C3 C6 122.06(18) . . ?
C2 C3 C6 120.85(18) . . ?
C3 C4 C5 120.03(19) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
N1 C5 C4 123.31(19) . . ?
N1 C5 H5 118.3 . . ?
C4 C5 H5 118.3 . . ?
N2 C6 C3 113.97(17) . . ?
N2 C6 H6A 108.8 . . ?
C3 C6 H6A 108.8 . . ?
N2 C6 H6B 108.8 . . ?
C3 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
O1 C7 N2 122.1(2) . . ?
O1 C7 C8 121.0(2) . . ?
N2 C7 C8 116.83(19) . . ?
C9 C8 C13 118.6(2) . . ?
C9 C8 C7 123.5(2) . . ?
C13 C8 C7 117.9(2) . . ?
C10 C9 C8 120.9(2) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C9 C10 C11 120.5(2) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C10 C11 C12 118.9(2) . . ?
C10 C11 C14 118.0(2) . . ?
C12 C11 C14 123.2(2) . . ?
C13 C12 C11 120.3(2) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C8 120.8(2) . . ?
C12 C13 H13 119.6 . . ?
C8 C13 H13 119.6 . . ?
O2 C14 N3 121.6(2) . . ?
O2 C14 C11 121.6(2) . . ?
N3 C14 C11 116.81(19) . . ?
N3 C15 C16 113.63(18) . . ?
N3 C15 H15A 108.8 . . ?
C16 C15 H15A 108.8 . . ?
N3 C15 H15B 108.8 . . ?
C16 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C20 C16 C17 117.18(19) . . ?
C20 C16 C15 119.95(18) . . ?
C17 C16 C15 122.83(19) . . ?
C18 C17 C16 119.72(19) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
N4 C18 C17 123.41(19) . . ?
N4 C18 H18 118.3 . . ?
C17 C18 H18 118.3 . . ?
N4 C19 C20 123.47(18) . . ?
N4 C19 H19 118.3 . . ?
C20 C19 H19 118.3 . . ?
C19 C20 C16 119.45(19) . . ?
C19 C20 H20 120.3 . . ?
C16 C20 H20 120.3 . . ?
O4 C21 O3 126.16(18) . . ?
O4 C21 C22 117.15(18) . . ?
O3 C21 C22 116.66(17) . . ?
C27 C22 C23 119.0(2) . . ?
C27 C22 C21 118.7(2) . . ?
C23 C22 C21 122.3(2) . . ?
O5 C23 C22 116.0(2) . . ?
O5 C23 C24 124.5(2) . . ?
C22 C23 C24 119.4(2) . . ?
C25 C24 C23 120.1(3) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C26 C25 C24 120.7(3) . . ?
C26 C25 H25 119.7 . . ?
C24 C25 H25 119.7 . . ?
C25 C26 C27 119.5(3) . . ?
C25 C26 H26 120.3 . . ?
C27 C26 H26 120.3 . . ?
C22 C27 C26 121.3(3) . . ?
C22 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
O5 C28 H28A 109.5 . . ?
O5 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O5 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 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
C5 N1 C1 C2 -0.2(3) . . . . ?
Ni1 N1 C1 C2 173.08(17) . . . . ?
N1 C1 C2 C3 0.3(3) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C1 C2 C3 C6 -179.8(2) . . . . ?
C2 C3 C4 C5 -0.6(3) . . . . ?
C6 C3 C4 C5 179.3(2) . . . . ?
C1 N1 C5 C4 -0.3(3) . . . . ?
Ni1 N1 C5 C4 -173.51(18) . . . . ?
C3 C4 C5 N1 0.7(4) . . . . ?
C7 N2 C6 C3 -75.7(3) . . . . ?
C4 C3 C6 N2 -22.8(3) . . . . ?
C2 C3 C6 N2 157.1(2) . . . . ?
C6 N2 C7 O1 0.2(3) . . . . ?
C6 N2 C7 C8 178.76(18) . . . . ?
O1 C7 C8 C9 -166.7(2) . . . . ?
N2 C7 C8 C9 14.7(3) . . . . ?
O1 C7 C8 C13 13.1(3) . . . . ?
N2 C7 C8 C13 -165.4(2) . . . . ?
C13 C8 C9 C10 -0.1(4) . . . . ?
C7 C8 C9 C10 179.7(2) . . . . ?
C8 C9 C10 C11 1.4(4) . . . . ?
C9 C10 C11 C12 -1.5(4) . . . . ?
C9 C10 C11 C14 -179.4(2) . . . . ?
C10 C11 C12 C13 0.4(4) . . . . ?
C14 C11 C12 C13 178.1(2) . . . . ?
C11 C12 C13 C8 0.9(4) . . . . ?
C9 C8 C13 C12 -1.0(4) . . . . ?
C7 C8 C13 C12 179.1(2) . . . . ?
C15 N3 C14 O2 4.2(3) . . . . ?
C15 N3 C14 C11 -175.42(18) . . . . ?
C10 C11 C14 O2 24.2(3) . . . . ?
C12 C11 C14 O2 -153.5(2) . . . . ?
C10 C11 C14 N3 -156.1(2) . . . . ?
C12 C11 C14 N3 26.1(3) . . . . ?
C14 N3 C15 C16 73.7(3) . . . . ?
N3 C15 C16 C20 -166.12(19) . . . . ?
N3 C15 C16 C17 16.4(3) . . . . ?
C20 C16 C17 C18 -3.7(3) . . . . ?
C15 C16 C17 C18 173.9(2) . . . . ?
C19 N4 C18 C17 3.5(3) . . . . ?
Ni1 N4 C18 C17 -173.00(17) 2_655 . . . ?
C16 C17 C18 N4 0.2(3) . . . . ?
C18 N4 C19 C20 -3.7(3) . . . . ?
Ni1 N4 C19 C20 172.88(16) 2_655 . . . ?
N4 C19 C20 C16 0.3(3) . . . . ?
C17 C16 C20 C19 3.5(3) . . . . ?
C15 C16 C20 C19 -174.2(2) . . . . ?
Ni1 O3 C21 O4 10.0(3) . . . . ?
Ni1 O3 C21 C22 -171.97(13) . . . . ?
O4 C21 C22 C27 57.0(3) . . . . ?
O3 C21 C22 C27 -121.3(2) . . . . ?
O4 C21 C22 C23 -119.3(2) . . . . ?
O3 C21 C22 C23 62.5(3) . . . . ?
C28 O5 C23 C22 179.9(3) . . . . ?
C28 O5 C23 C24 2.8(5) . . . . ?
C27 C22 C23 O5 -176.9(2) . . . . ?
C21 C22 C23 O5 -0.7(3) . . . . ?
C27 C22 C23 C24 0.4(4) . . . . ?
C21 C22 C23 C24 176.6(2) . . . . ?
O5 C23 C24 C25 176.1(3) . . . . ?
C22 C23 C24 C25 -0.9(4) . . . . ?
C23 C24 C25 C26 0.4(5) . . . . ?
C24 C25 C26 C27 0.6(5) . . . . ?
C23 C22 C27 C26 0.6(4) . . . . ?
C21 C22 C27 C26 -175.7(3) . . . . ?
C25 C26 C27 C22 -1.1(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O4 0.86 1.95 2.762(2) 156 1_556
N3 H3 O2 0.86 2.44 3.207(3) 148 4_565

_refine_diff_density_max         0.252
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.044

####################################################################### 
# 
# 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_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1913078'
_audit_update_record             
;
2019-04-30 deposited with the CCDC.	2019-07-29 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         ?
_chemical_formula_sum            'C28 H40 N4 Ni O12'
_chemical_formula_weight         683.35


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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   11.8120(5)
_cell_length_b                   12.7047(5)
_cell_length_c                   11.6302(5)
_cell_angle_alpha                90
_cell_angle_beta                 115.9250(10)
_cell_angle_gamma                90
_cell_volume                     1569.68(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5439
_cell_measurement_theta_min      1.917
_cell_measurement_theta_max      28.272

_exptl_crystal_description       block
_exptl_crystal_colour            cyan
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_F_000             720
_exptl_transmission_factor_min   0.704
_exptl_transmission_factor_max   0.712
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.550
_exptl_crystal_size_min          0.530
_exptl_absorpt_coefficient_mu    0.686
_shelx_estimated_absorpt_T_min   0.704
_shelx_estimated_absorpt_T_max   0.712
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.704
_exptl_absorpt_correction_T_max  0.712
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11270
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_av_R_equivalents  0.0154
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.917
_diffrn_reflns_theta_max         28.272
_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             3884
_reflns_number_gt                3316
_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)+(0.0635P)²+0.8601P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3884
_refine_ls_number_parameters     205
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.1060
_refine_ls_wR_factor_gt          0.1009
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.003
_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
Ni1 Ni 0.0000 0.0000 0.0000 0.02003(10) Uani 1 2 d S . P . .
O1 O 0.04089(12) -0.00335(9) 0.19495(11) 0.0247(3) Uani 1 1 d . . . . .
N1 N -0.15626(14) -0.09785(12) -0.03763(13) 0.0266(3) Uani 1 1 d . . . . .
O1W O 0.11853(15) -0.12755(11) 0.03239(13) 0.0400(3) Uani 1 1 d . . . . .
C1 C -0.25328(18) -0.10106(17) -0.15434(17) 0.0352(4) Uani 1 1 d . . . . .
H1A H -0.2493 -0.0599 -0.2186 0.042 Uiso 1 1 calc R U . . .
N2 N -0.52033(15) -0.34601(13) -0.23984(16) 0.0350(4) Uani 1 1 d . . . . .
H2A H -0.5851 -0.3251 -0.3066 0.042 Uiso 1 1 calc R U . . .
O2W O 0.19904(14) -0.18708(12) 0.29400(14) 0.0432(3) Uani 1 1 d . . . . .
H2WA H 0.1561 -0.1314 0.2647 0.052 Uiso 1 1 d R U . . .
H2WB H 0.2094 -0.2160 0.2334 0.052 Uiso 1 1 d R U . . .
O2 O -0.0599(2) 0.13891(14) 0.20905(14) 0.0657(6) Uani 1 1 d . . . . .
C2 C -0.35861(18) -0.16240(18) -0.18364(18) 0.0379(4) Uani 1 1 d . . . . .
H2B H -0.4231 -0.1628 -0.2663 0.045 Uiso 1 1 calc R U . . .
O3 O -0.37094(17) -0.47007(14) -0.15167(15) 0.0509(4) Uani 1 1 d . . . . .
O3W O 0.33337(17) -0.18517(14) 0.57062(17) 0.0588(5) Uani 1 1 d . . . . .
H3WA H 0.3158 -0.1877 0.4916 0.071 Uiso 1 1 d R U . . .
H3WB H 0.3197 -0.1227 0.5875 0.071 Uiso 1 1 d R U . . .
C3 C -0.36823(17) -0.22384(14) -0.08914(18) 0.0304(4) Uani 1 1 d . . . . .
C4 C -0.26911(19) -0.21950(16) 0.03121(18) 0.0349(4) Uani 1 1 d . . . . .
H4A H -0.2715 -0.2586 0.0977 0.042 Uiso 1 1 calc R U . . .
C5 C -0.16615(17) -0.15682(15) 0.05276(17) 0.0321(4) Uani 1 1 d . . . . .
H5A H -0.1002 -0.1556 0.1346 0.038 Uiso 1 1 calc R U . . .
C6 C -0.48305(19) -0.29151(17) -0.1186(2) 0.0380(4) Uani 1 1 d . . . . .
H6A H -0.4645 -0.3426 -0.0508 0.046 Uiso 1 1 calc R U . . .
H6B H -0.5519 -0.2477 -0.1226 0.046 Uiso 1 1 calc R U . . .
C7 C -0.45372(18) -0.42878(15) -0.24744(18) 0.0324(4) Uani 1 1 d . . . . .
C8 C -0.48107(17) -0.46557(15) -0.37906(18) 0.0295(4) Uani 1 1 d . . . . .
C9 C -0.59317(17) -0.44235(15) -0.48596(18) 0.0326(4) Uani 1 1 d . . . . .
H9A H -0.6555 -0.4038 -0.4766 0.039 Uiso 1 1 calc R U . . .
C10 C -0.61181(18) -0.47647(15) -0.60572(19) 0.0332(4) Uani 1 1 d . . . . .
H10A H -0.6867 -0.4607 -0.6766 0.040 Uiso 1 1 calc R U . . .
C11 C 0.00140(17) 0.05784(13) 0.25577(15) 0.0258(3) Uani 1 1 d . . . . .
C12 C 0.03257(17) 0.02710(14) 0.39333(15) 0.0247(3) Uani 1 1 d . . . . .
H12A H 0.1242 0.0199 0.4398 0.030 Uiso 1 1 calc R U . . .
C13 C -0.02583(19) -0.07910(14) 0.39981(16) 0.0309(4) Uani 1 1 d . . . . .
H13A H -0.1167 -0.0748 0.3524 0.037 Uiso 1 1 calc R U . . .
H13B H 0.0038 -0.1328 0.3602 0.037 Uiso 1 1 calc R U . . .
C14 C 0.0086(2) -0.11030(14) 0.53816(17) 0.0315(4) Uani 1 1 d . . . . .
H14A H -0.0314 -0.1768 0.5390 0.038 Uiso 1 1 calc R U . . .
H14C H 0.0990 -0.1201 0.5836 0.038 Uiso 1 1 calc R U . . .


_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 O1W 2.0656(13) 3 ?
Ni1 O1W 2.0657(13) . ?
Ni1 O1 2.1020(11) . ?
Ni1 O1 2.1020(11) 3 ?
Ni1 N1 2.1065(14) 3 ?
Ni1 N1 2.1065(14) . ?
O1 C11 1.269(2) . ?
N1 C5 1.337(2) . ?
N1 C1 1.341(2) . ?
C1 C2 1.379(3) . ?
N2 C7 1.339(2) . ?
N2 C6 1.455(2) . ?
O2 C11 1.239(2) . ?
C2 C3 1.393(3) . ?
O3 C7 1.233(2) . ?
C3 C4 1.378(3) . ?
C3 C6 1.513(2) . ?
C4 C5 1.382(3) . ?
C7 C8 1.495(3) . ?
C8 C9 1.395(3) . ?
C8 C10 1.395(3) 3_444 ?
C9 C10 1.381(3) . ?
C10 C8 1.395(3) 3_444 ?
C11 C12 1.527(2) . ?
C12 C14 1.526(2) 3_556 ?
C12 C13 1.532(2) . ?
C13 C14 1.529(2) . ?
C14 C12 1.526(2) 3_556 ?

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
O1W Ni1 O1W 180.0 3 . ?
O1W Ni1 O1 91.74(5) 3 . ?
O1W Ni1 O1 88.26(5) . . ?
O1W Ni1 O1 88.26(5) 3 3 ?
O1W Ni1 O1 91.74(5) . 3 ?
O1 Ni1 O1 180.0 . 3 ?
O1W Ni1 N1 92.14(6) 3 3 ?
O1W Ni1 N1 87.86(6) . 3 ?
O1 Ni1 N1 91.18(5) . 3 ?
O1 Ni1 N1 88.82(5) 3 3 ?
O1W Ni1 N1 87.86(6) 3 . ?
O1W Ni1 N1 92.14(6) . . ?
O1 Ni1 N1 88.82(5) . . ?
O1 Ni1 N1 91.18(5) 3 . ?
N1 Ni1 N1 180.0 3 . ?
C11 O1 Ni1 128.44(11) . . ?
C5 N1 C1 116.69(15) . . ?
C5 N1 Ni1 122.49(12) . . ?
C1 N1 Ni1 120.79(12) . . ?
N1 C1 C2 123.17(17) . . ?
C7 N2 C6 119.99(17) . . ?
C1 C2 C3 119.87(17) . . ?
C4 C3 C2 116.92(17) . . ?
C4 C3 C6 122.15(17) . . ?
C2 C3 C6 120.93(17) . . ?
C3 C4 C5 119.79(17) . . ?
N1 C5 C4 123.56(17) . . ?
N2 C6 C3 110.57(15) . . ?
O3 C7 N2 122.10(18) . . ?
O3 C7 C8 121.54(18) . . ?
N2 C7 C8 116.30(17) . . ?
C9 C8 C10 119.41(17) . 3_444 ?
C9 C8 C7 122.85(17) . . ?
C10 C8 C7 117.72(17) 3_444 . ?
C10 C9 C8 120.20(17) . . ?
C9 C10 C8 120.39(18) . 3_444 ?
O2 C11 O1 123.45(15) . . ?
O2 C11 C12 119.92(15) . . ?
O1 C11 C12 116.62(15) . . ?
C14 C12 C11 112.58(14) 3_556 . ?
C14 C12 C13 109.35(14) 3_556 . ?
C11 C12 C13 111.67(13) . . ?
C14 C13 C12 111.20(14) . . ?
C12 C14 C13 111.78(15) 3_556 . ?

_refine_diff_density_max         0.701
_refine_diff_density_min         -0.562
_refine_diff_density_rms         0.059


####################################################################### 
# 
# 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_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1913077'
_audit_update_record             
;
2019-04-30 deposited with the CCDC.	2019-07-29 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         ?
_chemical_formula_sum            'C34 H28 N4 Ni O8'
_chemical_formula_weight         679.31


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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   10.296(2)
_cell_length_b                   13.490(3)
_cell_length_c                   22.862(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.471(5)
_cell_angle_gamma                90
_cell_volume                     3140.8(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1849
_cell_measurement_theta_min      1.758
_cell_measurement_theta_max      25.421

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_F_000             1408
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.677
_shelx_estimated_absorpt_T_min   0.905
_shelx_estimated_absorpt_T_max   0.929
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'sealed tube'
_diffrn_measurement_method       graphite
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18134
_diffrn_reflns_av_unetI/netI     0.0846
_diffrn_reflns_av_R_equivalents  0.0804
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.758
_diffrn_reflns_theta_max         25.421
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5736
_reflns_number_gt                3553
_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)+(0.0638P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5736
_refine_ls_number_parameters     424
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1055
_refine_ls_R_factor_gt           0.0543
_refine_ls_wR_factor_ref         0.1387
_refine_ls_wR_factor_gt          0.1179
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_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
Ni1 Ni 0.36099(5) 0.06367(4) 0.22349(2) 0.03200(17) Uani 1 1 d . . . . .
O1 O 0.3714(3) -0.0730(2) 0.18562(12) 0.0416(7) Uani 1 1 d . . . . .
N1 N 0.3788(3) 0.0102(2) 0.30845(14) 0.0367(8) Uani 1 1 d . . . . .
C1 C 0.2476(4) -0.0825(3) 0.17735(17) 0.0371(10) Uani 1 1 d . . . . .
O1W O 0.7214(4) -0.1849(3) 0.16042(14) 0.0710(10) Uani 1 1 d . . . . .
O2 O 0.1772(3) -0.0163(2) 0.19685(12) 0.0413(7) Uani 1 1 d . . . . .
N2 N 0.5526(3) 0.1024(2) 0.22348(13) 0.0318(8) Uani 1 1 d . . . . .
C2 C 0.1879(4) -0.1716(3) 0.14697(18) 0.0364(10) Uani 1 1 d . . . . .
O3 O 0.3098(3) -0.8480(2) 0.14547(11) 0.0369(7) Uani 1 1 d . . . . .
N3 N 0.9831(3) 0.1239(2) 0.14295(14) 0.0337(8) Uani 1 1 d . . . . .
H3B H 1.0521 0.0829 0.1518 0.040 Uiso 1 1 d R U . . .
C3 C 0.2694(4) -0.2455(3) 0.12969(18) 0.0435(11) Uani 1 1 d . . . . .
H3A H 0.3625 -0.2347 0.1341 0.052 Uiso 1 1 d R U . . .
O4 O 0.2816(3) -0.79780(19) 0.23376(12) 0.0372(7) Uani 1 1 d . . . . .
N4 N 0.4149(4) -0.2374(3) 0.47516(15) 0.0465(9) Uani 1 1 d . . . . .
H4B H 0.3696 -0.2701 0.4444 0.056 Uiso 1 1 d R U . . .
C4 C 0.2172(5) -0.3330(3) 0.10665(19) 0.0478(12) Uani 1 1 d . . . . .
H4A H 0.2727 -0.3843 0.0951 0.057 Uiso 1 1 d R U . . .
O5 O 0.0285(3) -0.4362(2) 0.07717(14) 0.0601(9) Uani 1 1 d . . . . .
C5 C 0.0831(5) -0.3475(3) 0.10043(19) 0.0465(12) Uani 1 1 d . . . . .
O6 O 0.8308(3) 0.1914(2) 0.07441(13) 0.0552(9) Uani 1 1 d . . . . .
C6 C 0.0007(5) -0.2752(3) 0.1146(2) 0.0523(13) Uani 1 1 d . . . . .
H6A H -0.0925 -0.2857 0.1072 0.063 Uiso 1 1 d R U . . .
O7 O 0.5715(4) -0.2449(3) 0.55468(15) 0.0774(11) Uani 1 1 d . . . . .
C7 C 0.0532(4) -0.1871(3) 0.1388(2) 0.0479(12) Uani 1 1 d . . . . .
H7A H -0.0038 -0.1368 0.1505 0.058 Uiso 1 1 d R U . . .
C8 C 0.2680(4) -0.7834(3) 0.17787(18) 0.0318(9) Uani 1 1 d . . . . .
C9 C 0.2036(4) -0.6927(3) 0.15197(17) 0.0306(9) Uani 1 1 d . . . . .
C10 C 0.1703(4) -0.6178(3) 0.18766(18) 0.0400(10) Uani 1 1 d . . . . .
H10A H 0.1866 -0.6258 0.2298 0.048 Uiso 1 1 d R U . . .
C11 C 0.1742(4) -0.6830(3) 0.09115(18) 0.0428(11) Uani 1 1 d . . . . .
H11A H 0.1945 -0.7364 0.0662 0.051 Uiso 1 1 d R U . . .
C12 C 0.1161(4) -0.5970(3) 0.06607(19) 0.0462(11) Uani 1 1 d . . . . .
H12A H 0.0970 -0.5890 0.0240 0.055 Uiso 1 1 d R U . . .
C13 C 0.0874(4) -0.5220(3) 0.10310(19) 0.0430(11) Uani 1 1 d . . . . .
C14 C 0.1134(4) -0.5313(3) 0.1633(2) 0.0463(11) Uani 1 1 d . . . . .
H14A H 0.0923 -0.4778 0.1879 0.056 Uiso 1 1 d R U . . .
C15 C 0.6342(4) 0.0349(3) 0.20544(16) 0.0332(9) Uani 1 1 d . . . . .
H15A H 0.6045 -0.0325 0.2004 0.040 Uiso 1 1 d R U . . .
C16 C 0.7577(4) 0.0577(3) 0.19421(16) 0.0349(9) Uani 1 1 d . . . . .
H16A H 0.8133 0.0073 0.1816 0.042 Uiso 1 1 d R U . . .
C17 C 0.8023(4) 0.1549(3) 0.20071(16) 0.0322(9) Uani 1 1 d . . . . .
C18 C 0.7194(4) 0.2238(3) 0.21871(18) 0.0419(11) Uani 1 1 d . . . . .
H18A H 0.7466 0.2918 0.2227 0.050 Uiso 1 1 d R U . . .
C19 C 0.5962(4) 0.1956(3) 0.23026(18) 0.0419(11) Uani 1 1 d . . . . .
H19A H 0.5402 0.2444 0.2443 0.050 Uiso 1 1 d R U . . .
C20 C 0.9374(4) 0.1838(3) 0.18871(18) 0.0407(11) Uani 1 1 d . . . . .
H20A H 0.9358 0.2520 0.1766 0.049 Uiso 1 1 d R U . . .
H20B H 0.9977 0.1781 0.2248 0.049 Uiso 1 1 d R U . . .
C21 C 0.9207(4) 0.1318(3) 0.08787(19) 0.0380(10) Uani 1 1 d . . . . .
C22 C 0.9646(4) 0.0640(3) 0.04237(16) 0.0348(9) Uani 1 1 d . . . . .
C23 C 0.8704(4) 0.0275(3) -0.00188(18) 0.0442(11) Uani 1 1 d . . . . .
H23A H 0.7805 0.0470 -0.0028 0.053 Uiso 1 1 d R U . . .
C24 C 0.9057(4) -0.0366(3) -0.04451(18) 0.0431(11) Uani 1 1 d . . . . .
H24A H 0.8282 -0.0540 -0.0713 0.065 Uiso 1 1 d R U . . .
C25 C 0.3944(5) -0.1317(3) 0.47818(19) 0.0532(13) Uani 1 1 d . . . . .
H25A H 0.4645 -0.1039 0.5056 0.064 Uiso 1 1 d R U . . .
H25B H 0.3133 -0.1198 0.4930 0.064 Uiso 1 1 d R U . . .
C26 C 0.4779(4) -0.0467(4) 0.3311(2) 0.0616(15) Uani 1 1 d . . . . .
H26A H 0.5482 -0.0563 0.3084 0.074 Uiso 1 1 d R U . . .
C27 C 0.4847(5) -0.0945(4) 0.3851(2) 0.0674(16) Uani 1 1 d . . . . .
H27A H 0.5581 -0.1363 0.3993 0.081 Uiso 1 1 d R U . . .
C28 C 0.3887(4) -0.0815(3) 0.41901(18) 0.0404(11) Uani 1 1 d . . . . .
C29 C 0.2879(5) -0.0204(4) 0.3965(2) 0.0706(17) Uani 1 1 d . . . . .
H29A H 0.2183 -0.0081 0.4193 0.085 Uiso 1 1 d R U . . .
C30 C 0.2874(5) 0.0234(4) 0.3423(2) 0.0653(16) Uani 1 1 d . . . . .
H30A H 0.2153 0.0665 0.3282 0.078 Uiso 1 1 d R U . . .
C31 C 0.4989(4) -0.2871(3) 0.51453(19) 0.0453(11) Uani 1 1 d . . . . .
C32 C 0.5000(4) -0.3972(3) 0.50622(18) 0.0374(10) Uani 1 1 d . . . . .
C33 C 0.4920(4) -0.4410(3) 0.45070(19) 0.0487(12) Uani 1 1 d . . . . .
H33A H 0.4868 -0.3995 0.4163 0.058 Uiso 1 1 d R U . . .
C34 C 0.4905(5) -0.5423(3) 0.44447(19) 0.0493(12) Uani 1 1 d . . . . .
H34A H 0.4842 -0.5585 0.4033 0.074 Uiso 1 1 d R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 N2 2.041(3) . ?
Ni1 O1 2.047(3) . ?
Ni1 N1 2.055(3) . ?
Ni1 O4 2.067(3) 1_565 ?
Ni1 O3 2.146(3) 1_565 ?
Ni1 O2 2.186(3) . ?
Ni1 C8 2.442(4) 1_565 ?
Ni1 C1 2.450(4) . ?
O1 C1 1.267(5) . ?
N1 C30 1.316(5) . ?
N1 C26 1.321(5) . ?
C1 O2 1.272(5) . ?
C1 C2 1.477(6) . ?
N2 C19 1.338(5) . ?
N2 C15 1.344(5) . ?
C2 C7 1.388(6) . ?
C2 C3 1.397(6) . ?
O3 C8 1.259(4) . ?
O3 Ni1 2.146(3) 1_545 ?
N3 C21 1.331(5) . ?
N3 C20 1.454(4) . ?
C3 C4 1.370(6) . ?
O4 C8 1.279(4) . ?
O4 Ni1 2.067(3) 1_545 ?
N4 C31 1.334(5) . ?
N4 C25 1.444(5) . ?
C4 C5 1.381(6) . ?
O5 C5 1.393(5) . ?
O5 C13 1.397(5) . ?
C5 C6 1.363(6) . ?
O6 C21 1.230(5) . ?
C6 C7 1.387(6) . ?
O7 C31 1.234(5) . ?
C8 C9 1.474(5) . ?
C8 Ni1 2.442(4) 1_545 ?
C9 C10 1.374(5) . ?
C9 C11 1.385(5) . ?
C10 C14 1.385(6) . ?
C11 C12 1.389(6) . ?
C12 C13 1.379(6) . ?
C13 C14 1.369(6) . ?
C15 C16 1.368(5) . ?
C16 C17 1.391(5) . ?
C17 C18 1.366(5) . ?
C17 C20 1.508(5) . ?
C18 C19 1.386(5) . ?
C21 C22 1.504(5) . ?
C22 C24 1.380(5) 3_755 ?
C22 C23 1.385(5) . ?
C23 C24 1.390(5) . ?
C24 C22 1.380(5) 3_755 ?
C25 C28 1.506(6) . ?
C26 C27 1.385(6) . ?
C27 C28 1.355(6) . ?
C28 C29 1.365(6) . ?
C29 C30 1.373(6) . ?
C31 C32 1.498(6) . ?
C32 C34 1.384(6) 3_646 ?
C32 C33 1.392(6) . ?
C33 C34 1.373(6) . ?
C34 C32 1.384(6) 3_646 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Ni1 O1 96.85(12) . . ?
N2 Ni1 N1 97.95(12) . . ?
O1 Ni1 N1 94.63(12) . . ?
N2 Ni1 O4 99.62(12) . 1_565 ?
O1 Ni1 O4 155.36(11) . 1_565 ?
N1 Ni1 O4 101.06(12) . 1_565 ?
N2 Ni1 O3 88.67(11) . 1_565 ?
O1 Ni1 O3 99.82(11) . 1_565 ?
N1 Ni1 O3 163.29(12) . 1_565 ?
O4 Ni1 O3 62.57(10) 1_565 1_565 ?
N2 Ni1 O2 157.46(12) . . ?
O1 Ni1 O2 62.26(10) . . ?
N1 Ni1 O2 92.47(12) . . ?
O4 Ni1 O2 97.90(11) 1_565 . ?
O3 Ni1 O2 86.91(10) 1_565 . ?
N2 Ni1 C8 95.86(13) . 1_565 ?
O1 Ni1 C8 128.46(13) . 1_565 ?
N1 Ni1 C8 132.46(13) . 1_565 ?
O4 Ni1 C8 31.59(11) 1_565 1_565 ?
O3 Ni1 C8 31.01(11) 1_565 1_565 ?
O2 Ni1 C8 91.67(11) . 1_565 ?
N2 Ni1 C1 127.23(14) . . ?
O1 Ni1 C1 31.11(12) . . ?
N1 Ni1 C1 95.45(13) . . ?
O4 Ni1 C1 127.27(13) 1_565 . ?
O3 Ni1 C1 92.64(12) 1_565 . ?
O2 Ni1 C1 31.20(11) . . ?
C8 Ni1 C1 111.35(13) 1_565 . ?
C1 O1 Ni1 92.3(2) . . ?
C30 N1 C26 115.2(4) . . ?
C30 N1 Ni1 122.5(3) . . ?
C26 N1 Ni1 122.1(3) . . ?
O1 C1 O2 119.3(4) . . ?
O1 C1 C2 119.5(4) . . ?
O2 C1 C2 121.1(4) . . ?
O1 C1 Ni1 56.6(2) . . ?
O2 C1 Ni1 62.9(2) . . ?
C2 C1 Ni1 175.6(3) . . ?
C1 O2 Ni1 85.9(2) . . ?
C19 N2 C15 117.3(3) . . ?
C19 N2 Ni1 123.3(3) . . ?
C15 N2 Ni1 118.4(3) . . ?
C7 C2 C3 119.0(4) . . ?
C7 C2 C1 121.6(4) . . ?
C3 C2 C1 119.2(4) . . ?
C8 O3 Ni1 87.6(2) . 1_545 ?
C21 N3 C20 118.3(3) . . ?
C4 C3 C2 120.3(4) . . ?
C8 O4 Ni1 90.6(2) . 1_545 ?
C31 N4 C25 123.3(4) . . ?
C3 C4 C5 119.5(4) . . ?
C5 O5 C13 115.1(3) . . ?
C6 C5 C4 121.4(4) . . ?
C6 C5 O5 118.4(4) . . ?
C4 C5 O5 120.2(4) . . ?
C5 C6 C7 119.2(4) . . ?
C6 C7 C2 120.4(4) . . ?
O3 C8 O4 119.1(4) . . ?
O3 C8 C9 120.7(4) . . ?
O4 C8 C9 120.2(4) . . ?
O3 C8 Ni1 61.4(2) . 1_545 ?
O4 C8 Ni1 57.80(19) . 1_545 ?
C9 C8 Ni1 176.1(3) . 1_545 ?
C10 C9 C11 119.3(4) . . ?
C10 C9 C8 120.6(4) . . ?
C11 C9 C8 120.0(4) . . ?
C9 C10 C14 120.6(4) . . ?
C9 C11 C12 120.7(4) . . ?
C13 C12 C11 118.5(4) . . ?
C14 C13 C12 121.5(4) . . ?
C14 C13 O5 120.7(4) . . ?
C12 C13 O5 117.8(4) . . ?
C13 C14 C10 119.3(4) . . ?
N2 C15 C16 123.0(4) . . ?
C15 C16 C17 119.6(4) . . ?
C18 C17 C16 117.5(4) . . ?
C18 C17 C20 120.9(4) . . ?
C16 C17 C20 121.6(3) . . ?
C17 C18 C19 120.1(4) . . ?
N2 C19 C18 122.5(4) . . ?
N3 C20 C17 113.1(3) . . ?
O6 C21 N3 122.0(4) . . ?
O6 C21 C22 121.1(4) . . ?
N3 C21 C22 116.9(4) . . ?
C24 C22 C23 120.0(4) 3_755 . ?
C24 C22 C21 121.8(4) 3_755 . ?
C23 C22 C21 118.1(4) . . ?
C22 C23 C24 120.4(4) . . ?
C22 C24 C23 119.6(4) 3_755 . ?
N4 C25 C28 112.8(4) . . ?
N1 C26 C27 123.7(4) . . ?
C28 C27 C26 120.3(4) . . ?
C27 C28 C29 116.2(4) . . ?
C27 C28 C25 121.4(4) . . ?
C29 C28 C25 122.4(4) . . ?
C28 C29 C30 120.1(4) . . ?
N1 C30 C29 124.4(4) . . ?
O7 C31 N4 122.1(4) . . ?
O7 C31 C32 122.4(4) . . ?
N4 C31 C32 115.4(4) . . ?
C34 C32 C33 118.7(4) 3_646 . ?
C34 C32 C31 118.9(4) 3_646 . ?
C33 C32 C31 122.4(4) . . ?
C34 C33 C32 121.0(4) . . ?
C33 C34 C32 120.3(4) . 3_646 ?

_refine_diff_density_max         0.436
_refine_diff_density_min         -0.476
_refine_diff_density_rms         0.067


####################################################################### 
# 
# 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_Ni-3
_database_code_depnum_ccdc_archive 'CCDC 1884595'
_audit_update_record             
;
2018-12-12 deposited with the CCDC.	2019-07-29 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         'C28 H25 N5 Ni O10, 2(H2 O)'
_chemical_formula_sum            'C28 H29 N5 Ni O12'
_chemical_formula_weight         686.25


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

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   7.9733(7)
_cell_length_b                   13.0731(10)
_cell_length_c                   15.2385(13)
_cell_angle_alpha                96.988(2)
_cell_angle_beta                 96.414(2)
_cell_angle_gamma                104.434(2)
_cell_volume                     1510.1(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1014
_cell_measurement_theta_min      2.279
_cell_measurement_theta_max      20.029

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.509
_exptl_crystal_F_000             712
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.715
_shelx_estimated_absorpt_T_min   0.842
_shelx_estimated_absorpt_T_max   0.900
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.768
_exptl_absorpt_correction_T_max  0.900
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9544
_diffrn_reflns_av_unetI/netI     0.0945
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.953
_diffrn_reflns_theta_max         26.021
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5937
_reflns_number_gt                3638
_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       'APEX2 (Bruker, 2007)'
_computing_cell_refinement       'SAINT-plus (Bruker, 2007)'
_computing_data_reduction        'SAINT-plus (Bruker, 2007)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_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)+(0.0489P)²+0.3372P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5937
_refine_ls_number_parameters     418
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1082
_refine_ls_R_factor_gt           0.0545
_refine_ls_wR_factor_ref         0.1314
_refine_ls_wR_factor_gt          0.1078
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_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
Ni1 Ni 0.5000 0.5000 0.5000 0.0264(2) Uani 1 2 d S . P . .
Ni2 Ni 0.0000 0.0000 1.0000 0.0234(2) Uani 1 2 d S . P . .
O1W O 0.7580(4) 0.5683(2) 0.55432(18) 0.0382(8) Uani 1 1 d . . . . .
H1A H 0.8334 0.5559 0.5932 0.046 Uiso 1 1 d R U . . .
H1B H 0.8091 0.6099 0.5207 0.046 Uiso 1 1 d R U . . .
O2W O 0.1858(4) 0.0494(2) 1.11465(17) 0.0332(7) Uani 1 1 d . . . . .
H2A H 0.1111 0.0188 1.1465 0.040 Uiso 1 1 d R U . . .
H2B H 0.2705 0.0189 1.1164 0.040 Uiso 1 1 d R U . . .
O3W O 0.7399(7) 0.8999(3) 0.4597(3) 0.120(2) Uani 1 1 d . . . . .
H3A H 0.7712 0.9350 0.5133 0.144 Uiso 1 1 d R U . . .
H3B H 0.7556 0.8367 0.4608 0.144 Uiso 1 1 d R U . . .
O4W O 0.9158(6) 1.0151(3) 0.6141(3) 0.0981(15) Uani 1 1 d . . . . .
H4A H 0.9567 1.0225 0.6696 0.118 Uiso 1 1 d R U . . .
H4B H 0.9870 1.0576 0.5877 0.118 Uiso 1 1 d R U . . .
O1 O 0.5468(4) 1.0332(2) 0.8293(2) 0.0468(8) Uani 1 1 d . . . . .
O2 O 0.9992(4) 1.5233(2) 0.6773(2) 0.0570(10) Uani 1 1 d . . . . .
O3 O 0.4611(4) 0.4364(2) 0.61265(18) 0.0357(7) Uani 1 1 d . . . . .
O4 O 0.2105(4) 0.3078(2) 0.5727(2) 0.0492(9) Uani 1 1 d . . . . .
O5 O 0.1635(4) 0.11124(19) 0.93763(17) 0.0298(7) Uani 1 1 d . . . . .
O6 O 0.0474(4) 0.0555(2) 0.79401(19) 0.0419(8) Uani 1 1 d . . . . .
O7 O 0.6550(5) 0.4327(3) 1.0143(2) 0.0644(11) Uani 1 1 d . . . . .
O8 O 0.7131(5) 0.5392(3) 0.9209(2) 0.0765(13) Uani 1 1 d . . . . .
N1 N 0.4343(5) 0.6417(2) 0.5635(2) 0.0330(9) Uani 1 1 d . . . . .
N2 N 0.4279(5) 1.0226(3) 0.6862(3) 0.0432(10) Uani 1 1 d . . . . .
H2 H 0.4303 1.0527 0.6390 0.052 Uiso 1 1 calc R U . . .
N3 N 1.1624(4) 1.5201(2) 0.8049(2) 0.0301(8) Uani 1 1 d . . . . .
H3 H 1.1822 1.4835 0.8462 0.036 Uiso 1 1 calc R U . . .
N4 N 1.1053(4) 1.8785(2) 0.9488(2) 0.0290(8) Uani 1 1 d . . . . .
N5 N 0.6320(5) 0.4556(3) 0.9401(2) 0.0386(9) Uani 1 1 d . . . . .
C1 C 0.5547(7) 0.7256(4) 0.6115(4) 0.0651(17) Uani 1 1 d . . . . .
H1 H 0.6706 0.7225 0.6191 0.078 Uiso 1 1 calc R U . . .
C2 C 0.5172(7) 0.8162(4) 0.6504(4) 0.0686(18) Uani 1 1 d . . . . .
H2C H 0.6071 0.8715 0.6837 0.082 Uiso 1 1 calc R U . . .
C3 C 0.3499(6) 0.8263(3) 0.6411(3) 0.0364(11) Uani 1 1 d . . . . .
C4 C 0.2265(6) 0.7398(3) 0.5936(3) 0.0455(12) Uani 1 1 d . . . . .
H4 H 0.1098 0.7411 0.5856 0.055 Uiso 1 1 calc R U . . .
C5 C 0.2714(6) 0.6505(3) 0.5573(3) 0.0429(12) Uani 1 1 d . . . . .
H5 H 0.1822 0.5929 0.5265 0.052 Uiso 1 1 calc R U . . .
C6 C 0.2987(6) 0.9221(3) 0.6835(3) 0.0425(12) Uani 1 1 d . . . . .
H6A H 0.1892 0.9251 0.6505 0.051 Uiso 1 1 calc R U . . .
H6B H 0.2789 0.9130 0.7440 0.051 Uiso 1 1 calc R U . . .
C7 C 0.5444(6) 1.0712(3) 0.7591(3) 0.0359(11) Uani 1 1 d . . . . .
C8 C 0.6727(5) 1.1742(3) 0.7522(3) 0.0300(10) Uani 1 1 d . . . . .
C9 C 0.7771(6) 1.2331(3) 0.8295(3) 0.0364(11) Uani 1 1 d . . . . .
H9 H 0.7681 1.2071 0.8834 0.044 Uiso 1 1 calc R U . . .
C10 C 0.8941(6) 1.3297(3) 0.8277(3) 0.0348(10) Uani 1 1 d . . . . .
H10 H 0.9627 1.3685 0.8804 0.042 Uiso 1 1 calc R U . . .
C11 C 0.9110(5) 1.3700(3) 0.7479(3) 0.0305(10) Uani 1 1 d . . . . .
C12 C 0.8091(6) 1.3100(3) 0.6714(3) 0.0465(13) Uani 1 1 d . . . . .
H12 H 0.8189 1.3356 0.6174 0.056 Uiso 1 1 calc R U . . .
C13 C 0.6932(7) 1.2134(3) 0.6726(3) 0.0475(13) Uani 1 1 d . . . . .
H13 H 0.6278 1.1739 0.6194 0.057 Uiso 1 1 calc R U . . .
C14 C 1.0272(6) 1.4766(3) 0.7403(3) 0.0315(10) Uani 1 1 d . . . . .
C15 C 1.2781(5) 1.6261(3) 0.8089(3) 0.0323(10) Uani 1 1 d . . . . .
H15A H 1.2856 1.6413 0.7485 0.039 Uiso 1 1 calc R U . . .
H15B H 1.3945 1.6271 0.8361 0.039 Uiso 1 1 calc R U . . .
C16 C 1.2189(5) 1.7129(3) 0.8609(3) 0.0280(9) Uani 1 1 d . . . . .
C17 C 1.3313(6) 1.8122(3) 0.8940(3) 0.0348(11) Uani 1 1 d . . . . .
H17 H 1.4493 1.8255 0.8881 0.042 Uiso 1 1 calc R U . . .
C18 C 1.2696(6) 1.8914(3) 0.9356(3) 0.0331(10) Uani 1 1 d . . . . .
H18 H 1.3481 1.9580 0.9557 0.040 Uiso 1 1 calc R U . . .
C19 C 0.9966(6) 1.7816(3) 0.9190(3) 0.0470(13) Uani 1 1 d . . . . .
H19 H 0.8804 1.7693 0.9284 0.056 Uiso 1 1 calc R U . . .
C20 C 1.0485(6) 1.6995(3) 0.8753(3) 0.0490(14) Uani 1 1 d . . . . .
H20 H 0.9672 1.6339 0.8550 0.059 Uiso 1 1 calc R U . . .
C21 C 0.3411(6) 0.3611(3) 0.6275(3) 0.0284(10) Uani 1 1 d . . . . .
C22 C 0.3584(5) 0.3349(3) 0.7212(3) 0.0251(9) Uani 1 1 d . . . . .
C23 C 0.2499(6) 0.2446(3) 0.7453(3) 0.0277(9) Uani 1 1 d . . . . .
H23 H 0.1627 0.1991 0.7022 0.033 Uiso 1 1 calc R U . . .
C24 C 0.2678(5) 0.2201(3) 0.8320(3) 0.0246(9) Uani 1 1 d . . . . .
C25 C 0.3929(5) 0.2903(3) 0.8962(3) 0.0264(9) Uani 1 1 d . . . . .
H25 H 0.4062 0.2772 0.9549 0.032 Uiso 1 1 calc R U . . .
C26 C 0.4983(5) 0.3805(3) 0.8720(3) 0.0274(9) Uani 1 1 d . . . . .
C27 C 0.4850(5) 0.4035(3) 0.7862(3) 0.0263(9) Uani 1 1 d . . . . .
H27 H 0.5599 0.4641 0.7721 0.032 Uiso 1 1 calc R U . . .
C28 C 0.1502(5) 0.1206(3) 0.8558(3) 0.0256(9) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O3 2.018(3) . ?
Ni1 O3 2.018(3) 2_666 ?
Ni1 O1W 2.059(3) 2_666 ?
Ni1 O1W 2.059(3) . ?
Ni1 N1 2.192(3) 2_666 ?
Ni1 N1 2.192(3) . ?
Ni2 O2W 2.082(2) . ?
Ni2 O2W 2.082(2) 2_557 ?
Ni2 N4 2.085(3) 2_677 ?
Ni2 N4 2.085(3) 1_435 ?
Ni2 O5 2.094(3) . ?
Ni2 O5 2.094(3) 2_557 ?
O1W H1A 0.8549 . ?
O1W H1B 0.8533 . ?
O2W H2A 0.8620 . ?
O2W H2B 0.8648 . ?
O3W H3A 0.8637 . ?
O3W H3B 0.8683 . ?
O4W H4A 0.8568 . ?
O4W H4B 0.8602 . ?
O1 C7 1.233(5) . ?
O2 C14 1.228(5) . ?
O3 C21 1.252(5) . ?
O4 C21 1.253(5) . ?
O5 C28 1.263(4) . ?
O6 C28 1.252(5) . ?
O7 N5 1.211(4) . ?
O8 N5 1.211(4) . ?
N1 C5 1.326(5) . ?
N1 C1 1.335(5) . ?
N2 C7 1.343(5) . ?
N2 C6 1.447(5) . ?
N2 H2 0.8600 . ?
N3 C14 1.332(5) . ?
N3 C15 1.451(5) . ?
N3 H3 0.8600 . ?
N4 C18 1.320(5) . ?
N4 C19 1.337(5) . ?
N5 C26 1.469(5) . ?
C1 C2 1.374(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.367(6) . ?
C2 H2C 0.9300 . ?
C3 C4 1.363(6) . ?
C3 C6 1.506(6) . ?
C4 C5 1.375(6) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.498(6) . ?
C8 C13 1.384(6) . ?
C8 C9 1.385(5) . ?
C9 C10 1.376(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.389(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.371(6) . ?
C11 C14 1.495(5) . ?
C12 C13 1.369(6) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C15 C16 1.507(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C20 1.371(6) . ?
C16 C17 1.379(5) . ?
C17 C18 1.371(5) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.370(6) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.507(5) . ?
C22 C27 1.383(5) . ?
C22 C23 1.395(5) . ?
C23 C24 1.397(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.379(5) . ?
C24 C28 1.512(5) . ?
C25 C26 1.383(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.376(5) . ?
C27 H27 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
O3 Ni1 O3 180.0 . 2_666 ?
O3 Ni1 O1W 90.93(11) . 2_666 ?
O3 Ni1 O1W 89.07(11) 2_666 2_666 ?
O3 Ni1 O1W 89.07(11) . . ?
O3 Ni1 O1W 90.93(11) 2_666 . ?
O1W Ni1 O1W 180.0 2_666 . ?
O3 Ni1 N1 92.07(12) . 2_666 ?
O3 Ni1 N1 87.93(12) 2_666 2_666 ?
O1W Ni1 N1 89.00(12) 2_666 2_666 ?
O1W Ni1 N1 91.00(12) . 2_666 ?
O3 Ni1 N1 87.93(12) . . ?
O3 Ni1 N1 92.07(12) 2_666 . ?
O1W Ni1 N1 91.00(12) 2_666 . ?
O1W Ni1 N1 89.00(12) . . ?
N1 Ni1 N1 180.00(17) 2_666 . ?
O2W Ni2 O2W 180.0 . 2_557 ?
O2W Ni2 N4 85.67(12) . 2_677 ?
O2W Ni2 N4 94.33(12) 2_557 2_677 ?
O2W Ni2 N4 94.33(12) . 1_435 ?
O2W Ni2 N4 85.67(12) 2_557 1_435 ?
N4 Ni2 N4 180.0 2_677 1_435 ?
O2W Ni2 O5 88.29(10) . . ?
O2W Ni2 O5 91.71(10) 2_557 . ?
N4 Ni2 O5 88.62(12) 2_677 . ?
N4 Ni2 O5 91.38(12) 1_435 . ?
O2W Ni2 O5 91.71(10) . 2_557 ?
O2W Ni2 O5 88.29(10) 2_557 2_557 ?
N4 Ni2 O5 91.38(12) 2_677 2_557 ?
N4 Ni2 O5 88.62(12) 1_435 2_557 ?
O5 Ni2 O5 180.0 . 2_557 ?
Ni1 O1W H1A 137.2 . . ?
Ni1 O1W H1B 110.4 . . ?
H1A O1W H1B 110.3 . . ?
Ni2 O2W H2A 91.1 . . ?
Ni2 O2W H2B 115.5 . . ?
H2A O2W H2B 108.1 . . ?
H3A O3W H3B 107.7 . . ?
H4A O4W H4B 110.0 . . ?
C21 O3 Ni1 130.8(3) . . ?
C28 O5 Ni2 128.0(3) . . ?
C5 N1 C1 114.9(4) . . ?
C5 N1 Ni1 122.4(3) . . ?
C1 N1 Ni1 122.7(3) . . ?
C7 N2 C6 123.0(4) . . ?
C7 N2 H2 118.5 . . ?
C6 N2 H2 118.5 . . ?
C14 N3 C15 123.3(3) . . ?
C14 N3 H3 118.4 . . ?
C15 N3 H3 118.4 . . ?
C18 N4 C19 116.3(4) . . ?
C18 N4 Ni2 125.1(3) . 1_675 ?
C19 N4 Ni2 118.3(3) . 1_675 ?
O8 N5 O7 122.0(4) . . ?
O8 N5 C26 119.2(4) . . ?
O7 N5 C26 118.8(4) . . ?
N1 C1 C2 123.8(5) . . ?
N1 C1 H1 118.1 . . ?
C2 C1 H1 118.1 . . ?
C3 C2 C1 121.1(5) . . ?
C3 C2 H2C 119.5 . . ?
C1 C2 H2C 119.5 . . ?
C4 C3 C2 115.1(4) . . ?
C4 C3 C6 120.9(4) . . ?
C2 C3 C6 123.9(4) . . ?
C3 C4 C5 121.3(5) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
N1 C5 C4 123.9(4) . . ?
N1 C5 H5 118.1 . . ?
C4 C5 H5 118.1 . . ?
N2 C6 C3 113.9(4) . . ?
N2 C6 H6A 108.8 . . ?
C3 C6 H6A 108.8 . . ?
N2 C6 H6B 108.8 . . ?
C3 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
O1 C7 N2 121.8(4) . . ?
O1 C7 C8 120.8(4) . . ?
N2 C7 C8 117.3(4) . . ?
C13 C8 C9 118.2(4) . . ?
C13 C8 C7 123.6(4) . . ?
C9 C8 C7 118.2(4) . . ?
C10 C9 C8 120.8(4) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C10 C11 120.7(4) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 118.0(4) . . ?
C12 C11 C14 117.6(4) . . ?
C10 C11 C14 124.3(4) . . ?
C13 C12 C11 121.7(4) . . ?
C13 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
C12 C13 C8 120.5(4) . . ?
C12 C13 H13 119.7 . . ?
C8 C13 H13 119.7 . . ?
O2 C14 N3 120.8(4) . . ?
O2 C14 C11 121.6(4) . . ?
N3 C14 C11 117.7(4) . . ?
N3 C15 C16 113.3(3) . . ?
N3 C15 H15A 108.9 . . ?
C16 C15 H15A 108.9 . . ?
N3 C15 H15B 108.9 . . ?
C16 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C20 C16 C17 115.8(4) . . ?
C20 C16 C15 122.1(4) . . ?
C17 C16 C15 122.0(4) . . ?
C18 C17 C16 120.2(4) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
N4 C18 C17 123.8(4) . . ?
N4 C18 H18 118.1 . . ?
C17 C18 H18 118.1 . . ?
N4 C19 C20 123.0(4) . . ?
N4 C19 H19 118.5 . . ?
C20 C19 H19 118.5 . . ?
C19 C20 C16 120.8(4) . . ?
C19 C20 H20 119.6 . . ?
C16 C20 H20 119.6 . . ?
O3 C21 O4 126.2(4) . . ?
O3 C21 C22 115.4(3) . . ?
O4 C21 C22 118.3(4) . . ?
C27 C22 C23 118.5(4) . . ?
C27 C22 C21 119.0(3) . . ?
C23 C22 C21 122.5(4) . . ?
C22 C23 C24 122.2(4) . . ?
C22 C23 H23 118.9 . . ?
C24 C23 H23 118.9 . . ?
C25 C24 C23 118.4(4) . . ?
C25 C24 C28 120.6(3) . . ?
C23 C24 C28 121.0(4) . . ?
C24 C25 C26 119.0(4) . . ?
C24 C25 H25 120.5 . . ?
C26 C25 H25 120.5 . . ?
C27 C26 C25 123.0(4) . . ?
C27 C26 N5 117.8(4) . . ?
C25 C26 N5 119.3(4) . . ?
C26 C27 C22 118.9(4) . . ?
C26 C27 H27 120.6 . . ?
C22 C27 H27 120.6 . . ?
O6 C28 O5 125.5(4) . . ?
O6 C28 C24 118.2(3) . . ?
O5 C28 C24 116.3(4) . . ?

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
C5 N1 C1 C2 -1.6(8) . . . . ?
Ni1 N1 C1 C2 178.7(5) . . . . ?
N1 C1 C2 C3 -0.7(10) . . . . ?
C1 C2 C3 C4 2.0(8) . . . . ?
C1 C2 C3 C6 178.6(5) . . . . ?
C2 C3 C4 C5 -1.0(7) . . . . ?
C6 C3 C4 C5 -177.8(4) . . . . ?
C1 N1 C5 C4 2.6(7) . . . . ?
Ni1 N1 C5 C4 -177.6(4) . . . . ?
C3 C4 C5 N1 -1.4(8) . . . . ?
C7 N2 C6 C3 -98.4(5) . . . . ?
C4 C3 C6 N2 -147.0(4) . . . . ?
C2 C3 C6 N2 36.5(7) . . . . ?
C6 N2 C7 O1 -1.0(7) . . . . ?
C6 N2 C7 C8 179.1(4) . . . . ?
O1 C7 C8 C13 170.7(4) . . . . ?
N2 C7 C8 C13 -9.4(6) . . . . ?
O1 C7 C8 C9 -8.9(6) . . . . ?
N2 C7 C8 C9 171.0(4) . . . . ?
C13 C8 C9 C10 2.1(6) . . . . ?
C7 C8 C9 C10 -178.3(4) . . . . ?
C8 C9 C10 C11 -0.5(7) . . . . ?
C9 C10 C11 C12 -0.7(7) . . . . ?
C9 C10 C11 C14 176.5(4) . . . . ?
C10 C11 C12 C13 0.2(7) . . . . ?
C14 C11 C12 C13 -177.2(4) . . . . ?
C11 C12 C13 C8 1.4(8) . . . . ?
C9 C8 C13 C12 -2.5(7) . . . . ?
C7 C8 C13 C12 177.9(4) . . . . ?
C15 N3 C14 O2 3.8(7) . . . . ?
C15 N3 C14 C11 -175.6(4) . . . . ?
C12 C11 C14 O2 20.8(6) . . . . ?
C10 C11 C14 O2 -156.4(4) . . . . ?
C12 C11 C14 N3 -159.7(4) . . . . ?
C10 C11 C14 N3 23.1(6) . . . . ?
C14 N3 C15 C16 90.3(5) . . . . ?
N3 C15 C16 C20 -21.4(6) . . . . ?
N3 C15 C16 C17 161.3(4) . . . . ?
C20 C16 C17 C18 -2.0(6) . . . . ?
C15 C16 C17 C18 175.4(4) . . . . ?
C19 N4 C18 C17 0.0(6) . . . . ?
Ni2 N4 C18 C17 -173.5(3) 1_675 . . . ?
C16 C17 C18 N4 1.8(7) . . . . ?
C18 N4 C19 C20 -1.4(7) . . . . ?
Ni2 N4 C19 C20 172.6(4) 1_675 . . . ?
N4 C19 C20 C16 1.0(8) . . . . ?
C17 C16 C20 C19 0.8(7) . . . . ?
C15 C16 C20 C19 -176.7(4) . . . . ?
Ni1 O3 C21 O4 -1.5(7) . . . . ?
Ni1 O3 C21 C22 179.1(2) . . . . ?
O3 C21 C22 C27 9.9(5) . . . . ?
O4 C21 C22 C27 -169.6(4) . . . . ?
O3 C21 C22 C23 -170.9(4) . . . . ?
O4 C21 C22 C23 9.6(6) . . . . ?
C27 C22 C23 C24 -1.5(6) . . . . ?
C21 C22 C23 C24 179.3(4) . . . . ?
C22 C23 C24 C25 2.5(6) . . . . ?
C22 C23 C24 C28 -179.0(4) . . . . ?
C23 C24 C25 C26 -1.6(6) . . . . ?
C28 C24 C25 C26 179.9(4) . . . . ?
C24 C25 C26 C27 -0.4(6) . . . . ?
C24 C25 C26 N5 -180.0(4) . . . . ?
O8 N5 C26 C27 7.1(6) . . . . ?
O7 N5 C26 C27 -174.3(4) . . . . ?
O8 N5 C26 C25 -173.3(4) . . . . ?
O7 N5 C26 C25 5.3(6) . . . . ?
C25 C26 C27 C22 1.4(6) . . . . ?
N5 C26 C27 C22 -179.0(4) . . . . ?
C23 C22 C27 C26 -0.5(6) . . . . ?
C21 C22 C27 C26 178.8(4) . . . . ?
Ni2 O5 C28 O6 -9.7(6) . . . . ?
Ni2 O5 C28 C24 169.5(2) . . . . ?
C25 C24 C28 O6 -174.9(4) . . . . ?
C23 C24 C28 O6 6.7(6) . . . . ?
C25 C24 C28 O5 5.9(6) . . . . ?
C23 C24 C28 O5 -172.6(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1A O2 0.85 1.90 2.754(4) 178 1_545
O1W H1B O4 0.85 1.90 2.665(4) 148 2_666
O2W H2A O6 0.86 1.79 2.654(4) 175 2_557
O2W H2B O1 0.86 1.91 2.722(4) 157 2_667
O3W H3A O4W 0.86 1.84 2.668(5) 159 .
O3W H3B O4 0.87 1.99 2.833(5) 164 2_666
O4W H4A O6 0.86 1.91 2.762(5) 174 1_665
O4W H4B O3W 0.86 2.33 3.083(7) 147 2_776

_refine_diff_density_max         0.482
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.079


