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

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

data_ms18r
_database_code_depnum_ccdc_archive 'CCDC 1449944'
_audit_update_record             
;
2016-01-26 deposited with the CCDC.
2016-04-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H26 N4 Ni O4'
_chemical_formula_weight         613.30

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   12.5834(7)
_cell_length_b                   10.2983(6)
_cell_length_c                   21.5470(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.706(3)
_cell_angle_gamma                90.00
_cell_volume                     2760.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    560
_cell_measurement_theta_min      1.77
_cell_measurement_theta_max      27.24

_exptl_crystal_description       Block
_exptl_crystal_colour            Brown
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_diffrn    1.476
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1272
_exptl_absorpt_coefficient_mu    0.752
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.692
_exptl_absorpt_correction_T_max  0.893
_exptl_absorpt_process_details   Sadabs


_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'omega and phi scans'
_diffrn_reflns_number            41174
_diffrn_reflns_av_R_equivalents  0.0903
_diffrn_reflns_av_sigmaI/netI    0.0711
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.77
_diffrn_reflns_theta_max         27.24
_reflns_number_total             6084
_reflns_number_gt                3699
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker Smart'
_computing_cell_refinement       'Bruker Smart'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    'SHELXS-2013 (Sheldrick,2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick,2013)'
_computing_molecular_graphics    'Platon (Spek, 2008)and Mercury (CCDC)'
_computing_publication_material  'SHELXL-2013 (Sheldrick,2013)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0779P)²+0.6979P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6084
_refine_ls_number_parameters     388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1101
_refine_ls_R_factor_gt           0.0572
_refine_ls_wR_factor_ref         0.1598
_refine_ls_wR_factor_gt          0.1316
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.69210(3) 0.42398(4) 0.90417(2) 0.03524(17) Uani 1 1 d . . .
O2 O 0.5836(2) 0.1147(2) 1.03393(12) 0.0501(7) Uani 1 1 d . . .
O4 O 0.4664(3) 0.4246(3) 0.71454(13) 0.0726(10) Uani 1 1 d . . .
O3 O 0.57389(19) 0.4255(2) 0.82860(11) 0.0414(6) Uani 1 1 d . . .
O1 O 0.63918(19) 0.2598(2) 0.94444(11) 0.0431(6) Uani 1 1 d . . .
N1 N 0.7704(2) 0.5627(3) 0.85579(13) 0.0409(7) Uani 1 1 d . . .
N3 N 0.7983(2) 0.4498(3) 0.98843(13) 0.0382(7) Uani 1 1 d . . .
N4 N 0.6059(2) 0.5520(3) 0.94880(13) 0.0344(7) Uani 1 1 d . . .
C16 C 0.6952(3) 0.1575(3) 0.95826(17) 0.0407(9) Uani 1 1 d . . .
C11 C 0.7847(3) 0.1177(4) 0.92935(18) 0.0448(9) Uani 1 1 d . . .
C10 C 0.8246(3) 0.1919(4) 0.88200(18) 0.0474(10) Uani 1 1 d . . .
H10 H 0.8797 0.1531 0.8626 0.057 Uiso 1 1 calc R . .
N2 N 0.7934(2) 0.3069(3) 0.86275(13) 0.0402(7) Uani 1 1 d . . .
C8 C 0.8448(3) 0.3700(4) 0.81712(17) 0.0427(9) Uani 1 1 d . . .
C7 C 0.9052(3) 0.3116(4) 0.77710(18) 0.0549(11) Uani 1 1 d . . .
H7 H 0.9161 0.2203 0.7789 0.066 Uiso 1 1 calc R . .
C6 C 0.9509(4) 0.3867(5) 0.7333(2) 0.0660(13) Uani 1 1 d . . .
H6 H 0.9931 0.3451 0.7061 0.079 Uiso 1 1 calc R . .
C5 C 0.9363(3) 0.5156(5) 0.72911(19) 0.0617(12) Uani 1 1 d . . .
H5 H 0.9664 0.5633 0.6983 0.074 Uiso 1 1 calc R . .
C4 C 0.8763(3) 0.5815(4) 0.77023(18) 0.0514(10) Uani 1 1 d . . .
C3 C 0.8634(3) 0.7150(5) 0.7715(2) 0.0604(12) Uani 1 1 d . . .
H3 H 0.8927 0.7682 0.7423 0.073 Uiso 1 1 calc R . .
C2 C 0.8087(3) 0.7702(4) 0.8148(2) 0.0565(11) Uani 1 1 d . . .
H2 H 0.8024 0.8619 0.8174 0.068 Uiso 1 1 calc R . .
C1 C 0.7615(3) 0.6887(4) 0.85585(19) 0.0504(10) Uani 1 1 d . . .
H1 H 0.7215 0.7278 0.8849 0.060 Uiso 1 1 calc R . .
C9 C 0.8292(3) 0.5058(4) 0.81444(16) 0.0413(9) Uani 1 1 d . . .
C12 C 0.8402(4) 0.0009(4) 0.9482(2) 0.0642(12) Uani 1 1 d . . .
H12 H 0.8987 -0.0245 0.9278 0.077 Uiso 1 1 calc R . .
C13 C 0.8130(4) -0.0748(4) 0.9938(2) 0.0666(13) Uani 1 1 d . . .
H13 H 0.8519 -0.1523 1.0057 0.080 Uiso 1 1 calc R . .
C14 C 0.7266(4) -0.0382(4) 1.0237(2) 0.0549(11) Uani 1 1 d . . .
H14 H 0.7070 -0.0914 1.0561 0.066 Uiso 1 1 calc R . .
C15 C 0.6695(3) 0.0730(3) 1.00713(17) 0.0431(9) Uani 1 1 d . . .
C17 C 0.5531(4) 0.0376(4) 1.08305(19) 0.0594(12) Uani 1 1 d . . .
H17A H 0.4912 0.0774 1.0983 0.089 Uiso 1 1 calc R . .
H17B H 0.6134 0.0318 1.1176 0.089 Uiso 1 1 calc R . .
H17C H 0.5337 -0.0498 1.0671 0.089 Uiso 1 1 calc R . .
C18 C 0.8928(3) 0.3950(4) 1.00705(19) 0.0493(10) Uani 1 1 d . . .
H18 H 0.9231 0.3425 0.9779 0.059 Uiso 1 1 calc R . .
C19 C 0.9502(3) 0.4100(4) 1.06697(19) 0.0556(11) Uani 1 1 d . . .
H19 H 1.0173 0.3676 1.0784 0.067 Uiso 1 1 calc R . .
C20 C 0.9092(3) 0.4859(4) 1.1088(2) 0.0546(11) Uani 1 1 d . . .
H20 H 0.9478 0.4967 1.1499 0.065 Uiso 1 1 calc R . .
C21 C 0.8099(3) 0.5490(4) 1.09184(17) 0.0426(9) Uani 1 1 d . . .
C26 C 0.7560(3) 0.5271(3) 1.03055(17) 0.0371(8) Uani 1 1 d . . .
C25 C 0.6523(3) 0.5831(3) 1.01087(16) 0.0347(8) Uani 1 1 d . . .
C27 C 0.5167(3) 0.6069(3) 0.92489(17) 0.0396(9) Uani 1 1 d . . .
H27 H 0.4854 0.6643 0.9516 0.047 Uiso 1 1 calc R . .
C28 C 0.4597(3) 0.5907(3) 0.86238(17) 0.0379(8) Uani 1 1 d . . .
C29 C 0.3640(3) 0.6641(4) 0.84709(18) 0.0465(10) Uani 1 1 d . . .
H29 H 0.3405 0.7179 0.8782 0.056 Uiso 1 1 calc R . .
C30 C 0.3057(3) 0.6590(4) 0.7891(2) 0.0569(11) Uani 1 1 d . . .
H30 H 0.2422 0.7096 0.7797 0.068 Uiso 1 1 calc R . .
C31 C 0.3384(3) 0.5798(4) 0.74324(19) 0.0535(11) Uani 1 1 d . . .
H31 H 0.2978 0.5772 0.7023 0.064 Uiso 1 1 calc R . .
C32 C 0.4293(3) 0.5055(4) 0.75708(18) 0.0478(10) Uani 1 1 d . . .
C34 C 0.4097(4) 0.4186(5) 0.6534(2) 0.0778(15) Uani 1 1 d . . .
H34A H 0.4450 0.3567 0.6286 0.117 Uiso 1 1 calc R . .
H34B H 0.4087 0.5047 0.6340 0.117 Uiso 1 1 calc R . .
H34C H 0.3358 0.3901 0.6549 0.117 Uiso 1 1 calc R . .
C33 C 0.4934(3) 0.5038(3) 0.81806(16) 0.0381(8) Uani 1 1 d . . .
C24 C 0.6087(3) 0.6592(3) 1.05278(17) 0.0416(9) Uani 1 1 d . . .
H24 H 0.5401 0.6976 1.0405 0.050 Uiso 1 1 calc R . .
C23 C 0.6632(3) 0.6809(4) 1.11297(18) 0.0485(10) Uani 1 1 d . . .
H23 H 0.6306 0.7333 1.1411 0.058 Uiso 1 1 calc R . .
C22 C 0.7619(3) 0.6292(4) 1.13279(18) 0.0496(10) Uani 1 1 d . . .
H22 H 0.7982 0.6469 1.1739 0.060 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O3 2.032(2) . ?
Ni1 N4 2.039(3) . ?
Ni1 N2 2.055(3) . ?
Ni1 O1 2.056(2) . ?
Ni1 N1 2.099(3) . ?
Ni1 N3 2.102(3) . ?
O2 C15 1.369(4) . ?
O2 C17 1.422(4) . ?
O4 C32 1.371(5) . ?
O4 C34 1.400(5) . ?
O3 C33 1.287(4) . ?
O1 C16 1.277(4) . ?
N1 C1 1.303(4) . ?
N1 C9 1.373(4) . ?
N3 C18 1.323(4) . ?
N3 C26 1.374(4) . ?
N4 C27 1.292(4) . ?
N4 C25 1.413(4) . ?
C16 C11 1.428(5) . ?
C16 C15 1.440(5) . ?
C11 C12 1.419(5) . ?
C11 C10 1.426(5) . ?
C10 N2 1.296(4) . ?
C10 H10 0.9500 . ?
N2 C8 1.414(4) . ?
C8 C7 1.372(5) . ?
C8 C9 1.411(5) . ?
C7 C6 1.409(6) . ?
C7 H7 0.9500 . ?
C6 C5 1.341(6) . ?
C6 H6 0.9500 . ?
C5 C4 1.421(6) . ?
C5 H5 0.9500 . ?
C4 C3 1.386(6) . ?
C4 C9 1.427(5) . ?
C3 C2 1.364(6) . ?
C3 H3 0.9500 . ?
C2 C1 1.413(5) . ?
C2 H2 0.9500 . ?
C1 H1 0.9500 . ?
C12 C13 1.338(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.397(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.370(5) . ?
C14 H14 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.389(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.353(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.406(5) . ?
C20 H20 0.9500 . ?
C21 C26 1.409(5) . ?
C21 C22 1.409(5) . ?
C26 C25 1.431(5) . ?
C25 C24 1.371(5) . ?
C27 C28 1.437(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.417(5) . ?
C28 C33 1.420(5) . ?
C29 C30 1.350(5) . ?
C29 H29 0.9500 . ?
C30 C31 1.391(5) . ?
C30 H30 0.9500 . ?
C31 C32 1.371(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.434(5) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C24 C23 1.391(5) . ?
C24 H24 0.9500 . ?
C23 C22 1.359(5) . ?
C23 H23 0.9500 . ?
C22 H22 0.9500 . ?

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 N4 89.75(10) . . ?
O3 Ni1 N2 94.79(10) . . ?
N4 Ni1 N2 173.78(11) . . ?
O3 Ni1 O1 95.73(10) . . ?
N4 Ni1 O1 95.92(10) . . ?
N2 Ni1 O1 87.86(10) . . ?
O3 Ni1 N1 86.47(10) . . ?
N4 Ni1 N1 96.74(12) . . ?
N2 Ni1 N1 79.35(12) . . ?
O1 Ni1 N1 167.16(11) . . ?
O3 Ni1 N3 169.58(10) . . ?
N4 Ni1 N3 79.92(11) . . ?
N2 Ni1 N3 95.41(11) . . ?
O1 Ni1 N3 86.76(10) . . ?
N1 Ni1 N3 93.34(11) . . ?
C15 O2 C17 117.2(3) . . ?
C32 O4 C34 118.6(3) . . ?
C33 O3 Ni1 127.4(2) . . ?
C16 O1 Ni1 125.0(2) . . ?
C1 N1 C9 118.7(3) . . ?
C1 N1 Ni1 129.1(3) . . ?
C9 N1 Ni1 111.8(2) . . ?
C18 N3 C26 117.9(3) . . ?
C18 N3 Ni1 129.3(3) . . ?
C26 N3 Ni1 112.6(2) . . ?
C27 N4 C25 119.2(3) . . ?
C27 N4 Ni1 126.0(2) . . ?
C25 N4 Ni1 114.8(2) . . ?
O1 C16 C11 125.4(3) . . ?
O1 C16 C15 119.5(3) . . ?
C11 C16 C15 115.1(3) . . ?
C12 C11 C10 116.6(4) . . ?
C12 C11 C16 120.3(4) . . ?
C10 C11 C16 123.0(3) . . ?
N2 C10 C11 126.6(3) . . ?
N2 C10 H10 116.7 . . ?
C11 C10 H10 116.7 . . ?
C10 N2 C8 119.7(3) . . ?
C10 N2 Ni1 125.1(2) . . ?
C8 N2 Ni1 114.3(2) . . ?
C7 C8 C9 119.7(4) . . ?
C7 C8 N2 126.2(4) . . ?
C9 C8 N2 114.1(3) . . ?
C8 C7 C6 120.1(4) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C5 C6 C7 121.5(4) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C6 C5 C4 120.8(4) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C3 C4 C5 124.2(4) . . ?
C3 C4 C9 117.9(4) . . ?
C5 C4 C9 118.0(4) . . ?
C2 C3 C4 120.0(4) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C2 C1 118.9(4) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
N1 C1 C2 123.2(4) . . ?
N1 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?
N1 C9 C8 118.8(3) . . ?
N1 C9 C4 121.3(4) . . ?
C8 C9 C4 119.9(4) . . ?
C13 C12 C11 122.3(4) . . ?
C13 C12 H12 118.8 . . ?
C11 C12 H12 118.8 . . ?
C12 C13 C14 118.9(4) . . ?
C12 C13 H13 120.5 . . ?
C14 C13 H13 120.5 . . ?
C15 C14 C13 121.4(4) . . ?
C15 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
O2 C15 C14 124.7(4) . . ?
O2 C15 C16 113.4(3) . . ?
C14 C15 C16 121.9(4) . . ?
O2 C17 H17A 109.5 . . ?
O2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N3 C18 C19 123.4(4) . . ?
N3 C18 H18 118.3 . . ?
C19 C18 H18 118.3 . . ?
C20 C19 C18 119.1(4) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
C19 C20 C21 120.4(4) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C26 C21 C22 119.3(3) . . ?
C26 C21 C20 116.9(4) . . ?
C22 C21 C20 123.7(4) . . ?
N3 C26 C21 122.2(3) . . ?
N3 C26 C25 117.7(3) . . ?
C21 C26 C25 120.1(3) . . ?
C24 C25 N4 127.1(3) . . ?
C24 C25 C26 118.3(3) . . ?
N4 C25 C26 114.6(3) . . ?
N4 C27 C28 127.1(3) . . ?
N4 C27 H27 116.5 . . ?
C28 C27 H27 116.5 . . ?
C29 C28 C33 120.7(3) . . ?
C29 C28 C27 116.2(3) . . ?
C33 C28 C27 123.1(3) . . ?
C30 C29 C28 121.2(4) . . ?
C30 C29 H29 119.4 . . ?
C28 C29 H29 119.4 . . ?
C29 C30 C31 120.2(4) . . ?
C29 C30 H30 119.9 . . ?
C31 C30 H30 119.9 . . ?
C32 C31 C30 120.0(4) . . ?
C32 C31 H31 120.0 . . ?
C30 C31 H31 120.0 . . ?
O4 C32 C31 123.4(4) . . ?
O4 C32 C33 113.8(3) . . ?
C31 C32 C33 122.8(4) . . ?
O4 C34 H34A 109.5 . . ?
O4 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
O4 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O3 C33 C28 125.7(3) . . ?
O3 C33 C32 119.2(3) . . ?
C28 C33 C32 115.1(3) . . ?
C25 C24 C23 121.0(4) . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C22 C23 C24 121.9(4) . . ?
C22 C23 H23 119.0 . . ?
C24 C23 H23 119.0 . . ?
C23 C22 C21 119.4(4) . . ?
C23 C22 H22 120.3 . . ?
C21 C22 H22 120.3 . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        27.24
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         1.093
_refine_diff_density_min         -0.407
_refine_diff_density_rms         0.084
####################################################################### 
# 
# 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_ms79
_database_code_depnum_ccdc_archive 'CCDC 1449945'
_audit_update_record             
;
2016-01-26 deposited with the CCDC.
2016-04-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H36 N8 Ni2 O4 S2'
_chemical_formula_weight         874.31

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.488(3)
_cell_length_b                   10.734(4)
_cell_length_c                   11.133(4)
_cell_angle_alpha                73.787(7)
_cell_angle_beta                 68.999(7)
_cell_angle_gamma                84.003(7)
_cell_volume                     1016.4(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    674
_cell_measurement_theta_min      1.98
_cell_measurement_theta_max      27.50

_exptl_crystal_description       Block
_exptl_crystal_colour            Brown
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             452
_exptl_absorpt_coefficient_mu    1.080
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.782
_exptl_absorpt_correction_T_max  0.873
_exptl_absorpt_process_details   Sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9071
_diffrn_reflns_av_R_equivalents  0.0583
_diffrn_reflns_av_sigmaI/netI    0.0816
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         27.50
_reflns_number_total             4260
_reflns_number_gt                2902
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker Smart'
_computing_cell_refinement       'Bruker Smart'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    'SHELXS-2013 (Sheldrick,2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick,2013)'
_computing_molecular_graphics    'Platon (Spek, 2008)and Mercury (CCDC)'
_computing_publication_material  'SHELXL-2013 (Sheldrick,2013)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1811P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4260
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1338
_refine_ls_R_factor_gt           0.1037
_refine_ls_wR_factor_ref         0.2849
_refine_ls_wR_factor_gt          0.2514
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.041
_refine_ls_shift/su_mean         0.006

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.44740(7) 0.02759(7) -0.12438(6) 0.0359(3) Uani 1 1 d . . .
S1 S 0.1457(2) 0.3684(2) -0.3031(2) 0.0678(6) Uani 1 1 d . . .
O1 O 0.3992(4) 0.0946(4) 0.0385(4) 0.0347(8) Uani 1 1 d . . .
O2 O 0.6217(5) 0.1538(4) -0.2466(4) 0.0478(10) Uani 1 1 d . . .
N1 N 0.4901(5) -0.0763(6) -0.2630(5) 0.0424(12) Uani 1 1 d . . .
N2 N 0.2785(5) -0.1029(5) -0.0249(4) 0.0379(10) Uani 1 1 d . . .
N3 N 0.3055(6) 0.1605(6) -0.1954(5) 0.0515(13) Uani 1 1 d . . .
N4 N 0.7315(7) 0.3485(6) -0.3130(6) 0.0565(14) Uani 1 1 d . . .
C17 C 0.2388(6) 0.2479(6) -0.2391(6) 0.0403(13) Uani 1 1 d . . .
C16 C 0.2567(6) 0.1052(6) 0.1138(5) 0.0381(12) Uani 1 1 d . . .
C9 C 0.4023(7) -0.1851(6) -0.2151(6) 0.0432(13) Uani 1 1 d . . .
C11 C 0.1408(6) 0.0210(7) 0.1327(6) 0.0428(14) Uani 1 1 d . . .
C18 C 0.6311(7) 0.2597(6) -0.2317(6) 0.0468(14) Uani 1 1 d . . .
H18 H 0.5614 0.2799 -0.1562 0.056 Uiso 1 1 calc R . .
C10 C 0.1569(6) -0.0804(7) 0.0691(6) 0.0445(14) Uani 1 1 d . . .
H10 H 0.0746 -0.1346 0.0965 0.053 Uiso 1 1 calc R . .
C8 C 0.2877(7) -0.2031(6) -0.0846(6) 0.0424(13) Uani 1 1 d . . .
C12 C -0.0075(7) 0.0369(8) 0.2208(7) 0.0550(17) Uani 1 1 d . . .
H12 H -0.0837 -0.0198 0.2365 0.066 Uiso 1 1 calc R . .
C1 C 0.5950(9) -0.0577(7) -0.3820(6) 0.0543(17) Uani 1 1 d . . .
H1 H 0.6552 0.0158 -0.4157 0.065 Uiso 1 1 calc R . .
C4 C 0.4202(9) -0.2769(8) -0.2901(8) 0.0586(18) Uani 1 1 d . . .
C13 C -0.0392(8) 0.1381(9) 0.2841(8) 0.067(2) Uani 1 1 d . . .
H13 H -0.1362 0.1488 0.3414 0.081 Uiso 1 1 calc R . .
C2 C 0.6180(10) -0.1472(9) -0.4599(7) 0.068(2) Uani 1 1 d . . .
H2 H 0.6938 -0.1322 -0.5431 0.082 Uiso 1 1 calc R . .
C3 C 0.5347(9) -0.2499(9) -0.4165(7) 0.064(2) Uani 1 1 d . . .
H3 H 0.5509 -0.3067 -0.4698 0.077 Uiso 1 1 calc R . .
C7 C 0.2015(9) -0.3110(8) -0.0353(8) 0.066(2) Uani 1 1 d . . .
H7 H 0.1274 -0.3231 0.0486 0.079 Uiso 1 1 calc R . .
C14 C 0.0714(8) 0.2191(9) 0.2613(8) 0.071(2) Uani 1 1 d . . .
H14 H 0.0491 0.2864 0.3029 0.085 Uiso 1 1 calc R . .
C19 C 0.8446(9) 0.3155(9) -0.4294(7) 0.070(2) Uani 1 1 d . . .
H19A H 0.9112 0.3877 -0.4805 0.104 Uiso 1 1 calc R . .
H19B H 0.7951 0.2958 -0.4835 0.104 Uiso 1 1 calc R . .
H19C H 0.9017 0.2413 -0.4007 0.104 Uiso 1 1 calc R . .
C15 C 0.2179(7) 0.2061(8) 0.1780(7) 0.0540(17) Uani 1 1 d . . .
H15 H 0.2913 0.2646 0.1643 0.065 Uiso 1 1 calc R . .
C5 C 0.3300(10) -0.3839(10) -0.2345(10) 0.079(3) Uani 1 1 d . . .
H5 H 0.3420 -0.4444 -0.2831 0.095 Uiso 1 1 calc R . .
C20 C 0.7411(12) 0.4705(9) -0.2853(11) 0.087(3) Uani 1 1 d . . .
H20A H 0.8217 0.5212 -0.3566 0.131 Uiso 1 1 calc R . .
H20B H 0.7603 0.4542 -0.2033 0.131 Uiso 1 1 calc R . .
H20C H 0.6475 0.5171 -0.2777 0.131 Uiso 1 1 calc R . .
C6 C 0.2190(11) -0.4063(10) -0.1055(11) 0.090(3) Uani 1 1 d . . .
H6 H 0.1599 -0.4806 -0.0684 0.108 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O1 2.020(4) . ?
Ni1 N2 2.022(5) . ?
Ni1 N3 2.051(6) . ?
Ni1 N1 2.051(5) . ?
Ni1 O2 2.061(4) . ?
Ni1 O1 2.157(4) 2_655 ?
S1 C17 1.630(7) . ?
O1 C16 1.323(6) . ?
O1 Ni1 2.157(4) 2_655 ?
O2 C18 1.211(8) . ?
N1 C1 1.317(8) . ?
N1 C9 1.371(9) . ?
N2 C10 1.304(8) . ?
N2 C8 1.394(8) . ?
N3 C17 1.165(9) . ?
N4 C18 1.313(9) . ?
N4 C20 1.446(12) . ?
N4 C19 1.461(10) . ?
C16 C15 1.407(9) . ?
C16 C11 1.416(9) . ?
C9 C4 1.422(10) . ?
C9 C8 1.444(8) . ?
C11 C12 1.423(8) . ?
C11 C10 1.424(9) . ?
C8 C7 1.354(10) . ?
C12 C13 1.405(11) . ?
C1 C2 1.417(11) . ?
C4 C5 1.365(12) . ?
C4 C3 1.409(11) . ?
C13 C14 1.342(12) . ?
C2 C3 1.297(13) . ?
C7 C6 1.414(12) . ?
C14 C15 1.385(9) . ?
C5 C6 1.416(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni1 N2 90.40(17) . . ?
O1 Ni1 N3 92.0(2) . . ?
N2 Ni1 N3 91.2(2) . . ?
O1 Ni1 N1 168.52(19) . . ?
N2 Ni1 N1 81.2(2) . . ?
N3 Ni1 N1 96.0(2) . . ?
O1 Ni1 O2 96.61(17) . . ?
N2 Ni1 O2 172.91(18) . . ?
N3 Ni1 O2 87.5(2) . . ?
N1 Ni1 O2 92.02(19) . . ?
O1 Ni1 O1 81.92(16) . 2_655 ?
N2 Ni1 O1 92.37(17) . 2_655 ?
N3 Ni1 O1 172.93(19) . 2_655 ?
N1 Ni1 O1 90.60(17) . 2_655 ?
O2 Ni1 O1 89.66(16) . 2_655 ?
C16 O1 Ni1 119.7(3) . . ?
C16 O1 Ni1 119.7(3) . 2_655 ?
Ni1 O1 Ni1 98.08(16) . 2_655 ?
C18 O2 Ni1 122.9(4) . . ?
C1 N1 C9 118.4(6) . . ?
C1 N1 Ni1 129.0(5) . . ?
C9 N1 Ni1 112.3(4) . . ?
C10 N2 C8 122.4(5) . . ?
C10 N2 Ni1 122.2(4) . . ?
C8 N2 Ni1 113.9(4) . . ?
C17 N3 Ni1 171.1(5) . . ?
C18 N4 C20 122.5(7) . . ?
C18 N4 C19 117.4(7) . . ?
C20 N4 C19 119.8(7) . . ?
N3 C17 S1 178.6(6) . . ?
O1 C16 C15 118.2(5) . . ?
O1 C16 C11 123.7(5) . . ?
C15 C16 C11 118.1(5) . . ?
N1 C9 C4 122.1(6) . . ?
N1 C9 C8 117.4(5) . . ?
C4 C9 C8 120.5(6) . . ?
C16 C11 C12 119.2(6) . . ?
C16 C11 C10 125.9(5) . . ?
C12 C11 C10 114.9(6) . . ?
O2 C18 N4 125.6(7) . . ?
N2 C10 C11 124.8(5) . . ?
C7 C8 N2 127.7(6) . . ?
C7 C8 C9 118.0(6) . . ?
N2 C8 C9 114.3(5) . . ?
C13 C12 C11 120.2(6) . . ?
N1 C1 C2 121.4(8) . . ?
C5 C4 C3 125.5(7) . . ?
C5 C4 C9 118.6(7) . . ?
C3 C4 C9 115.9(7) . . ?
C14 C13 C12 119.5(6) . . ?
C3 C2 C1 120.8(7) . . ?
C2 C3 C4 121.2(7) . . ?
C8 C7 C6 123.1(7) . . ?
C13 C14 C15 122.3(7) . . ?
C14 C15 C16 120.7(6) . . ?
C4 C5 C6 122.5(8) . . ?
C7 C6 C5 117.3(8) . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         1.497
_refine_diff_density_min         -1.080
_refine_diff_density_rms         0.213
####################################################################### 
# 
# 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_as_28dec_2012_0m
_database_code_depnum_ccdc_archive 'CCDC 1449946'
_audit_update_record             
;
2016-01-26 deposited with the CCDC.
2016-04-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H30 N10 Ni2 O5'
_chemical_formula_weight         788.11

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pbca

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

_cell_length_a                   18.6631(5)
_cell_length_b                   18.8121(5)
_cell_length_c                   19.0739(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     6696.7(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    780
_cell_measurement_theta_min      1.87
_cell_measurement_theta_max      25.04

_exptl_crystal_description       Block
_exptl_crystal_colour            Brown
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.563
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3248
_exptl_absorpt_coefficient_mu    1.185
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.782
_exptl_absorpt_correction_T_max  0.873
_exptl_absorpt_process_details   Sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'omega and phi scans'
_diffrn_reflns_number            91058
_diffrn_reflns_av_R_equivalents  0.0492
_diffrn_reflns_av_sigmaI/netI    0.0239
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.87
_diffrn_reflns_theta_max         25.04
_reflns_number_total             5912
_reflns_number_gt                4660
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker Smart'
_computing_cell_refinement       'Bruker Smart'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    'SHELXS-2013 (Sheldrick,2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick,2013)'
_computing_molecular_graphics    'Platon (Spek, 2008)and Mercury (CCDC)'
_computing_publication_material  'SHELXL-2013 (Sheldrick,2013)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0297P)²+3.7495P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5912
_refine_ls_number_parameters     472
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0287
_refine_ls_wR_factor_ref         0.0717
_refine_ls_wR_factor_gt          0.0642
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.668415(15) 0.159952(16) 0.673479(14) 0.03425(9) Uani 1 1 d . . .
Ni2 Ni 0.735998(15) 0.031904(15) 0.591229(14) 0.03199(9) Uani 1 1 d . . .
O5 O 0.64983(9) 0.06012(9) 0.52078(9) 0.0451(4) Uani 1 1 d . . .
O2 O 0.50561(9) 0.14615(10) 0.48779(9) 0.0528(5) Uani 1 1 d . . .
O1 O 0.59762(8) 0.16514(8) 0.59645(8) 0.0411(4) Uani 1 1 d . . .
C25 C 0.77660(16) -0.22183(15) 0.48804(16) 0.0610(8) Uani 1 1 d . . .
H25 H 0.7726 -0.2710 0.4849 0.073 Uiso 1 1 calc R . .
N10 N 0.93691(12) 0.02700(14) 0.60749(13) 0.0648(7) Uani 1 1 d . . .
C32 C 0.55353(13) 0.05842(15) 0.71935(12) 0.0451(6) Uani 1 1 d . . .
N5 N 0.86562(12) 0.19166(13) 0.64276(12) 0.0576(6) Uani 1 1 d . . .
O4 O 0.57465(8) 0.12563(10) 0.74002(8) 0.0474(4) Uani 1 1 d . . .
N1 N 0.73676(10) 0.16787(10) 0.75682(9) 0.0366(5) Uani 1 1 d . . .
N9 N 0.88027(12) 0.01641(10) 0.63201(10) 0.0420(5) Uani 1 1 d . . .
N4 N 0.81307(11) 0.16655(10) 0.62294(10) 0.0380(5) Uani 1 1 d . . .
N3 N 0.75681(10) 0.14284(10) 0.60226(9) 0.0355(4) Uani 1 1 d . . .
N2 N 0.66597(10) 0.26616(10) 0.68597(9) 0.0366(5) Uani 1 1 d . . .
N8 N 0.82318(10) 0.00560(10) 0.65757(10) 0.0389(5) Uani 1 1 d . . .
C29 C 0.52397(15) -0.07849(17) 0.67568(14) 0.0637(8) Uani 1 1 d . . .
H29 H 0.5138 -0.1248 0.6620 0.076 Uiso 1 1 calc R . .
C10 C 0.62348(13) 0.30954(13) 0.65352(13) 0.0430(6) Uani 1 1 d . . .
H10 H 0.6264 0.3573 0.6658 0.052 Uiso 1 1 calc R . .
C31 C 0.48813(14) 0.02855(18) 0.73307(14) 0.0613(8) Uani 1 1 d . . .
H31 H 0.4533 0.0544 0.7568 0.074 Uiso 1 1 calc R . .
N7 N 0.79462(10) -0.00320(10) 0.50764(9) 0.0349(4) Uani 1 1 d . . .
C13 C 0.48882(14) 0.33751(16) 0.51493(15) 0.0581(8) Uani 1 1 d . . .
H13 H 0.4649 0.3758 0.4948 0.070 Uiso 1 1 calc R . .
C7 C 0.73692(14) 0.36107(14) 0.74598(13) 0.0499(7) Uani 1 1 d . . .
H7 H 0.7133 0.3973 0.7222 0.060 Uiso 1 1 calc R . .
C16 C 0.56314(12) 0.22121(13) 0.57394(12) 0.0379(6) Uani 1 1 d . . .
C28 C 0.59161(13) -0.04863(14) 0.65888(12) 0.0449(6) Uani 1 1 d . . .
C12 C 0.53416(14) 0.34791(14) 0.57001(14) 0.0521(7) Uani 1 1 d . . .
H12 H 0.5400 0.3935 0.5879 0.063 Uiso 1 1 calc R . .
C33 C 0.60678(12) 0.02069(13) 0.68203(11) 0.0381(6) Uani 1 1 d . . .
C23 C 0.73815(12) -0.11243(12) 0.54149(12) 0.0381(6) Uani 1 1 d . . .
C15 C 0.51376(12) 0.21256(14) 0.51791(12) 0.0439(6) Uani 1 1 d . . .
C27 C 0.63876(13) -0.09009(13) 0.61549(12) 0.0450(6) Uani 1 1 d . . .
H27 H 0.6254 -0.1369 0.6068 0.054 Uiso 1 1 calc R . .
C30 C 0.47387(16) -0.0408(2) 0.71130(16) 0.0747(10) Uani 1 1 d . . .
H30 H 0.4297 -0.0613 0.7213 0.090 Uiso 1 1 calc R . .
C21 C 0.83188(13) -0.11272(14) 0.45056(13) 0.0447(6) Uani 1 1 d . . .
C8 C 0.79172(16) 0.37767(15) 0.79339(14) 0.0591(8) Uani 1 1 d . . .
H8 H 0.8037 0.4251 0.8009 0.071 Uiso 1 1 calc R . .
C5 C 0.75526(12) 0.23704(13) 0.77104(11) 0.0375(6) Uani 1 1 d . . .
C11 C 0.57252(12) 0.29097(13) 0.60059(12) 0.0414(6) Uani 1 1 d . . .
C35 C 0.65581(15) 0.07106(17) 0.44808(13) 0.0643(8) Uani 1 1 d . . .
H35A H 0.6097 0.0833 0.4292 0.096 Uiso 1 1 calc R . .
H35B H 0.6728 0.0283 0.4262 0.096 Uiso 1 1 calc R . .
H35C H 0.6890 0.1090 0.4392 0.096 Uiso 1 1 calc R . .
C20 C 0.88100(14) -0.07225(16) 0.41111(13) 0.0536(7) Uani 1 1 d . . .
H20 H 0.9104 -0.0947 0.3786 0.064 Uiso 1 1 calc R . .
C17 C 0.46750(15) 0.09602(15) 0.52888(15) 0.0636(8) Uani 1 1 d . . .
H17A H 0.4645 0.0518 0.5040 0.095 Uiso 1 1 calc R . .
H17B H 0.4201 0.1136 0.5380 0.095 Uiso 1 1 calc R . .
H17C H 0.4921 0.0888 0.5725 0.095 Uiso 1 1 calc R . .
C19 C 0.88589(14) -0.00146(15) 0.41994(13) 0.0503(7) Uani 1 1 d . . .
H19 H 0.9181 0.0251 0.3936 0.060 Uiso 1 1 calc R . .
C3 C 0.84605(14) 0.19718(15) 0.85128(13) 0.0516(7) Uani 1 1 d . . .
H3 H 0.8827 0.2061 0.8832 0.062 Uiso 1 1 calc R . .
C22 C 0.78874(12) -0.07543(12) 0.49895(12) 0.0362(5) Uani 1 1 d . . .
C14 C 0.47859(13) 0.26932(16) 0.48918(14) 0.0540(7) Uani 1 1 d . . .
H14 H 0.4474 0.2621 0.4518 0.065 Uiso 1 1 calc R . .
C9 C 0.82791(15) 0.32607(15) 0.82872(14) 0.0559(7) Uani 1 1 d . . .
H9 H 0.8642 0.3384 0.8598 0.067 Uiso 1 1 calc R . .
C2 C 0.82671(13) 0.12931(15) 0.83641(13) 0.0510(7) Uani 1 1 d . . .
H2 H 0.8498 0.0915 0.8583 0.061 Uiso 1 1 calc R . .
C6 C 0.71795(12) 0.29152(13) 0.73447(12) 0.0389(6) Uani 1 1 d . . .
C34 C 0.51964(15) 0.17335(17) 0.76338(16) 0.0682(9) Uani 1 1 d . . .
H34A H 0.5408 0.2180 0.7763 0.102 Uiso 1 1 calc R . .
H34B H 0.4956 0.1532 0.8032 0.102 Uiso 1 1 calc R . .
H34C H 0.4857 0.1808 0.7262 0.102 Uiso 1 1 calc R . .
C26 C 0.82412(16) -0.18694(15) 0.44618(15) 0.0585(8) Uani 1 1 d . . .
H26 H 0.8517 -0.2125 0.4144 0.070 Uiso 1 1 calc R . .
C24 C 0.73391(15) -0.18474(14) 0.53542(14) 0.0515(7) Uani 1 1 d . . .
H24 H 0.7019 -0.2097 0.5635 0.062 Uiso 1 1 calc R . .
C4 C 0.81055(13) 0.25418(14) 0.81831(12) 0.0437(6) Uani 1 1 d . . .
C18 C 0.84168(12) 0.03144(13) 0.46938(12) 0.0411(6) Uani 1 1 d . . .
H18 H 0.8458 0.0803 0.4755 0.049 Uiso 1 1 calc R . .
C1 C 0.77215(13) 0.11652(14) 0.78824(12) 0.0424(6) Uani 1 1 d . . .
H1 H 0.7602 0.0697 0.7779 0.051 Uiso 1 1 calc R . .
N6 N 0.69774(10) -0.06877(10) 0.58743(9) 0.0370(5) Uani 1 1 d . . .
O3 O 0.66855(7) 0.05300(8) 0.67054(8) 0.0351(4) Uani 1 1 d . . .
H5 H 0.6315(14) 0.0921(14) 0.5373(14) 0.053 Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O1 1.9784(15) . ?
Ni1 N2 2.0127(19) . ?
Ni1 O3 2.0127(15) . ?
Ni1 N1 2.0436(18) . ?
Ni1 N3 2.1611(18) . ?
Ni1 O4 2.2562(16) . ?
Ni2 O3 2.0077(14) . ?
Ni2 N6 2.0253(19) . ?
Ni2 N7 2.0434(18) . ?
Ni2 N8 2.1197(19) . ?
Ni2 N3 2.1333(19) . ?
Ni2 O5 2.1619(17) . ?
O5 C35 1.406(3) . ?
O5 H5 0.76(2) . ?
O2 C15 1.383(3) . ?
O2 C17 1.418(3) . ?
O1 C16 1.308(3) . ?
C25 C26 1.362(4) . ?
C25 C24 1.392(4) . ?
C25 H25 0.9300 . ?
N10 N9 1.173(3) . ?
C32 C31 1.369(3) . ?
C32 O4 1.382(3) . ?
C32 C33 1.413(3) . ?
N5 N4 1.152(3) . ?
O4 C34 1.435(3) . ?
N1 C1 1.315(3) . ?
N1 C5 1.373(3) . ?
N9 N8 1.189(3) . ?
N4 N3 1.207(3) . ?
N2 C10 1.295(3) . ?
N2 C6 1.423(3) . ?
C29 C30 1.356(4) . ?
C29 C28 1.418(3) . ?
C29 H29 0.9300 . ?
C10 C11 1.430(3) . ?
C10 H10 0.9300 . ?
C31 C30 1.395(4) . ?
C31 H31 0.9300 . ?
N7 C18 1.315(3) . ?
N7 C22 1.373(3) . ?
C13 C12 1.363(4) . ?
C13 C14 1.387(4) . ?
C13 H13 0.9300 . ?
C7 C6 1.373(3) . ?
C7 C8 1.400(4) . ?
C7 H7 0.9300 . ?
C16 C11 1.418(3) . ?
C16 C15 1.421(3) . ?
C28 C33 1.406(3) . ?
C28 C27 1.438(3) . ?
C12 C11 1.414(3) . ?
C12 H12 0.9300 . ?
C33 O3 1.322(3) . ?
C23 C24 1.368(3) . ?
C23 N6 1.418(3) . ?
C23 C22 1.426(3) . ?
C15 C14 1.368(3) . ?
C27 N6 1.288(3) . ?
C27 H27 0.9300 . ?
C30 H30 0.9300 . ?
C21 C26 1.406(4) . ?
C21 C20 1.409(4) . ?
C21 C22 1.412(3) . ?
C8 C9 1.361(4) . ?
C8 H8 0.9300 . ?
C5 C4 1.408(3) . ?
C5 C6 1.422(3) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C20 C19 1.345(4) . ?
C20 H20 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C19 C18 1.397(3) . ?
C19 H19 0.9300 . ?
C3 C2 1.357(4) . ?
C3 C4 1.409(4) . ?
C3 H3 0.9300 . ?
C14 H14 0.9300 . ?
C9 C4 1.405(4) . ?
C9 H9 0.9300 . ?
C2 C1 1.393(3) . ?
C2 H2 0.9300 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C26 H26 0.9300 . ?
C24 H24 0.9300 . ?
C18 H18 0.9300 . ?
C1 H1 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni1 N2 91.37(7) . . ?
O1 Ni1 O3 91.68(6) . . ?
N2 Ni1 O3 174.65(7) . . ?
O1 Ni1 N1 172.29(7) . . ?
N2 Ni1 N1 81.36(7) . . ?
O3 Ni1 N1 95.38(7) . . ?
O1 Ni1 N3 92.89(7) . . ?
N2 Ni1 N3 103.86(7) . . ?
O3 Ni1 N3 80.37(6) . . ?
N1 Ni1 N3 91.34(7) . . ?
O1 Ni1 O4 85.06(6) . . ?
N2 Ni1 O4 101.53(7) . . ?
O3 Ni1 O4 74.37(6) . . ?
N1 Ni1 O4 93.86(7) . . ?
N3 Ni1 O4 154.57(7) . . ?
O3 Ni2 N6 89.47(7) . . ?
O3 Ni2 N7 170.96(7) . . ?
N6 Ni2 N7 81.88(8) . . ?
O3 Ni2 N8 94.45(7) . . ?
N6 Ni2 N8 94.22(7) . . ?
N7 Ni2 N8 88.82(7) . . ?
O3 Ni2 N3 81.16(6) . . ?
N6 Ni2 N3 169.28(7) . . ?
N7 Ni2 N3 107.20(7) . . ?
N8 Ni2 N3 91.70(7) . . ?
O3 Ni2 O5 87.33(6) . . ?
N6 Ni2 O5 86.85(7) . . ?
N7 Ni2 O5 89.58(7) . . ?
N8 Ni2 O5 177.92(7) . . ?
N3 Ni2 O5 87.51(7) . . ?
C35 O5 Ni2 126.14(16) . . ?
C35 O5 H5 109(2) . . ?
Ni2 O5 H5 106(2) . . ?
C15 O2 C17 115.23(19) . . ?
C16 O1 Ni1 127.74(15) . . ?
C26 C25 C24 120.8(3) . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C31 C32 O4 125.1(2) . . ?
C31 C32 C33 121.1(3) . . ?
O4 C32 C33 113.7(2) . . ?
C32 O4 C34 117.2(2) . . ?
C32 O4 Ni1 108.82(13) . . ?
C34 O4 Ni1 123.40(17) . . ?
C1 N1 C5 118.7(2) . . ?
C1 N1 Ni1 127.92(17) . . ?
C5 N1 Ni1 112.31(14) . . ?
N10 N9 N8 179.3(3) . . ?
N5 N4 N3 177.5(2) . . ?
N4 N3 Ni2 123.52(15) . . ?
N4 N3 Ni1 113.81(15) . . ?
Ni2 N3 Ni1 93.94(7) . . ?
C10 N2 C6 121.1(2) . . ?
C10 N2 Ni1 125.64(17) . . ?
C6 N2 Ni1 113.23(14) . . ?
N9 N8 Ni2 113.78(15) . . ?
C30 C29 C28 121.3(3) . . ?
C30 C29 H29 119.3 . . ?
C28 C29 H29 119.3 . . ?
N2 C10 C11 126.2(2) . . ?
N2 C10 H10 116.9 . . ?
C11 C10 H10 116.9 . . ?
C32 C31 C30 119.8(3) . . ?
C32 C31 H31 120.1 . . ?
C30 C31 H31 120.1 . . ?
C18 N7 C22 118.5(2) . . ?
C18 N7 Ni2 129.10(16) . . ?
C22 N7 Ni2 111.78(14) . . ?
C12 C13 C14 119.4(2) . . ?
C12 C13 H13 120.3 . . ?
C14 C13 H13 120.3 . . ?
C6 C7 C8 120.3(2) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
O1 C16 C11 124.6(2) . . ?
O1 C16 C15 118.3(2) . . ?
C11 C16 C15 117.1(2) . . ?
C33 C28 C29 118.4(2) . . ?
C33 C28 C27 124.1(2) . . ?
C29 C28 C27 117.4(2) . . ?
C13 C12 C11 121.6(3) . . ?
C13 C12 H12 119.2 . . ?
C11 C12 H12 119.2 . . ?
O3 C33 C28 123.4(2) . . ?
O3 C33 C32 117.8(2) . . ?
C28 C33 C32 118.8(2) . . ?
C24 C23 N6 126.7(2) . . ?
C24 C23 C22 118.4(2) . . ?
N6 C23 C22 114.9(2) . . ?
C14 C15 O2 119.1(2) . . ?
C14 C15 C16 121.5(2) . . ?
O2 C15 C16 119.2(2) . . ?
N6 C27 C28 126.4(2) . . ?
N6 C27 H27 116.8 . . ?
C28 C27 H27 116.8 . . ?
C29 C30 C31 120.4(3) . . ?
C29 C30 H30 119.8 . . ?
C31 C30 H30 119.8 . . ?
C26 C21 C20 124.9(2) . . ?
C26 C21 C22 118.3(2) . . ?
C20 C21 C22 116.8(2) . . ?
C9 C8 C7 121.5(3) . . ?
C9 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
N1 C5 C4 121.9(2) . . ?
N1 C5 C6 117.6(2) . . ?
C4 C5 C6 120.5(2) . . ?
C12 C11 C16 119.4(2) . . ?
C12 C11 C10 116.3(2) . . ?
C16 C11 C10 124.1(2) . . ?
O5 C35 H35A 109.5 . . ?
O5 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
O5 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C19 C20 C21 120.8(2) . . ?
C19 C20 H20 119.6 . . ?
C21 C20 H20 119.6 . . ?
O2 C17 H17A 109.5 . . ?
O2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C20 C19 C18 118.9(3) . . ?
C20 C19 H19 120.6 . . ?
C18 C19 H19 120.6 . . ?
C2 C3 C4 119.9(2) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
N7 C22 C21 121.7(2) . . ?
N7 C22 C23 117.9(2) . . ?
C21 C22 C23 120.5(2) . . ?
C15 C14 C13 120.9(2) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C8 C9 C4 120.1(2) . . ?
C8 C9 H9 119.9 . . ?
C4 C9 H9 119.9 . . ?
C3 C2 C1 119.7(2) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C7 C6 C5 118.8(2) . . ?
C7 C6 N2 126.8(2) . . ?
C5 C6 N2 114.3(2) . . ?
O4 C34 H34A 109.5 . . ?
O4 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
O4 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C25 C26 C21 120.7(3) . . ?
C25 C26 H26 119.6 . . ?
C21 C26 H26 119.6 . . ?
C23 C24 C25 121.4(3) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 H24 119.3 . . ?
C9 C4 C5 118.7(2) . . ?
C9 C4 C3 124.1(2) . . ?
C5 C4 C3 117.2(2) . . ?
N7 C18 C19 123.3(2) . . ?
N7 C18 H18 118.3 . . ?
C19 C18 H18 118.3 . . ?
N1 C1 C2 122.8(2) . . ?
N1 C1 H1 118.6 . . ?
C2 C1 H1 118.6 . . ?
C27 N6 C23 122.1(2) . . ?
C27 N6 Ni2 125.28(17) . . ?
C23 N6 Ni2 112.09(15) . . ?
C33 O3 Ni2 125.52(14) . . ?
C33 O3 Ni1 117.01(14) . . ?
Ni2 O3 Ni1 102.67(6) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.04
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.047
