# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_CEC2
_database_code_depnum_ccdc_archive 'CCDC 733836'
_audit_update_record             
;
2015-09-03 deposited with the CCDC.
2015-09-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C28 H24 N4 Ni O5), 2(H2 O), 2(O0.50)'
_chemical_formula_sum            'C56 H54 N8 Ni2 O13'
_chemical_formula_weight         1164.49

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           Triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   10.1090(14)
_cell_length_b                   11.2544(16)
_cell_length_c                   12.3282(17)
_cell_angle_alpha                70.576(2)
_cell_angle_beta                 77.903(2)
_cell_angle_gamma                82.210(3)
_cell_volume                     1290.1(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3236
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      28.01

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.499
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             606
_exptl_absorpt_coefficient_mu    0.806
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8178
_exptl_absorpt_correction_T_max  0.8685
_exptl_absorpt_process_details   'SADABS(Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart Aepex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6473
_diffrn_reflns_av_R_equivalents  0.0663
_diffrn_reflns_av_sigmaI/netI    0.0641
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.92
_diffrn_reflns_theta_max         25.10
_reflns_number_total             4500
_reflns_number_gt                3787
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_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)+(0.0641P)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         4500
_refine_ls_number_parameters     371
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0413
_refine_ls_wR_factor_ref         0.1120
_refine_ls_wR_factor_gt          0.1097
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.59908(3) 0.73184(3) 0.63862(3) 0.03067(14) Uani 1 1 d . . .
N1 N 0.6035(2) 0.7905(2) 0.46064(18) 0.0343(5) Uani 1 1 d . . .
N2 N 0.5570(2) 0.8942(2) 0.28566(18) 0.0337(5) Uani 1 1 d . . .
N3 N -0.3219(2) 0.5858(2) -0.02024(18) 0.0390(5) Uani 1 1 d . . .
N4 N -0.4024(2) 0.6698(2) -0.18304(18) 0.0348(5) Uani 1 1 d . . .
O1 O 0.70133(16) 0.88949(17) 0.62803(15) 0.0358(4) Uani 1 1 d . . .
O2 O 0.81557(16) 0.71438(17) 0.61453(15) 0.0355(4) Uani 1 1 d . . .
O3 O 1.30564(19) 0.65106(19) 0.64345(19) 0.0492(5) Uani 1 1 d . . .
O4 O 1.40442(16) 0.80363(18) 0.66573(15) 0.0374(4) Uani 1 1 d . . .
O1W O 0.5585(2) 0.54913(19) 0.65536(18) 0.0425(5) Uani 1 1 d D . .
C1 C 0.8111(2) 0.8228(3) 0.6242(2) 0.0316(6) Uani 1 1 d . . .
C2 C 0.9357(2) 0.8703(2) 0.6377(2) 0.0309(6) Uani 1 1 d . . .
C3 C 0.9296(3) 0.9877(3) 0.6519(2) 0.0369(6) Uani 1 1 d . . .
H3 H 0.8485 1.0378 0.6513 0.044 Uiso 1 1 calc R . .
C4 C 1.0441(3) 1.0305(3) 0.6670(2) 0.0422(7) Uani 1 1 d . . .
H4 H 1.0403 1.1095 0.6766 0.051 Uiso 1 1 calc R . .
C5 C 1.1644(3) 0.9555(3) 0.6677(2) 0.0387(6) Uani 1 1 d . . .
H5 H 1.2415 0.9849 0.6774 0.046 Uiso 1 1 calc R . .
C6 C 1.1719(2) 0.8378(2) 0.6544(2) 0.0311(6) Uani 1 1 d . . .
C7 C 1.0565(2) 0.7955(2) 0.6398(2) 0.0313(6) Uani 1 1 d . . .
H7 H 1.0601 0.7159 0.6313 0.038 Uiso 1 1 calc R . .
C8 C 1.3035(2) 0.7578(3) 0.6541(2) 0.0325(6) Uani 1 1 d . . .
C9 C 0.5226(3) 0.8784(2) 0.4010(2) 0.0331(6) Uani 1 1 d . . .
H9 H 0.4509 0.9236 0.4342 0.040 Uiso 1 1 calc R . .
C10 C 0.6941(3) 0.7485(3) 0.3788(2) 0.0414(7) Uani 1 1 d . . .
H10 H 0.7643 0.6863 0.3951 0.050 Uiso 1 1 calc R . .
C11 C 0.6656(3) 0.8114(3) 0.2710(2) 0.0427(7) Uani 1 1 d . . .
H11 H 0.7111 0.8003 0.2008 0.051 Uiso 1 1 calc R . .
C12 C 0.4834(3) 0.9772(3) 0.1957(2) 0.0379(6) Uani 1 1 d . . .
H12A H 0.5477 1.0107 0.1246 0.045 Uiso 1 1 calc R . .
H12B H 0.4386 1.0479 0.2208 0.045 Uiso 1 1 calc R . .
C13 C 0.3790(3) 0.9120(3) 0.1694(2) 0.0342(6) Uani 1 1 d . . .
C14 C 0.2946(3) 0.9814(3) 0.0914(2) 0.0431(7) Uani 1 1 d . . .
H14 H 0.3053 1.0671 0.0544 0.052 Uiso 1 1 calc R . .
C15 C 0.1957(3) 0.9259(3) 0.0678(2) 0.0435(7) Uani 1 1 d . . .
H15 H 0.1411 0.9747 0.0147 0.052 Uiso 1 1 calc R . .
C16 C 0.1757(3) 0.7991(3) 0.1212(2) 0.0358(6) Uani 1 1 d . . .
C17 C 0.2620(3) 0.7298(3) 0.1989(3) 0.0476(7) Uani 1 1 d . . .
H17 H 0.2523 0.6439 0.2357 0.057 Uiso 1 1 calc R . .
C18 C 0.3605(3) 0.7858(3) 0.2219(3) 0.0456(7) Uani 1 1 d . . .
H18 H 0.4161 0.7372 0.2742 0.055 Uiso 1 1 calc R . .
C19 C -0.2997(3) 0.6052(3) -0.1354(2) 0.0384(6) Uani 1 1 d . . .
H19 H -0.2211 0.5763 -0.1766 0.046 Uiso 1 1 calc R . .
C20 C -0.4952(3) 0.6923(3) -0.0929(2) 0.0405(7) Uani 1 1 d . . .
H20 H -0.5790 0.7369 -0.1001 0.049 Uiso 1 1 calc R . .
C21 C -0.4470(3) 0.6402(3) 0.0082(2) 0.0452(7) Uani 1 1 d . . .
H21 H -0.4907 0.6413 0.0822 0.054 Uiso 1 1 calc R . .
C22 C -0.2265(3) 0.5194(3) 0.0583(3) 0.0514(8) Uani 1 1 d . . .
H22A H -0.1735 0.4544 0.0290 0.062 Uiso 1 1 calc R . .
H22B H -0.2777 0.4777 0.1346 0.062 Uiso 1 1 calc R . .
C23 C -0.1314(3) 0.6028(3) 0.0720(2) 0.0397(7) Uani 1 1 d . . .
C24 C -0.0750(3) 0.7022(3) -0.0168(2) 0.0470(7) Uani 1 1 d . . .
H24 H -0.1033 0.7263 -0.0886 0.056 Uiso 1 1 calc R . .
C25 C 0.0229(3) 0.7680(3) -0.0029(2) 0.0446(7) Uani 1 1 d . . .
H25 H 0.0603 0.8342 -0.0655 0.054 Uiso 1 1 calc R . .
C26 C 0.0659(3) 0.7361(3) 0.1036(2) 0.0371(6) Uani 1 1 d . . .
C27 C 0.0044(3) 0.6380(3) 0.1944(2) 0.0428(7) Uani 1 1 d . . .
H27 H 0.0295 0.6157 0.2674 0.051 Uiso 1 1 calc R . .
C28 C -0.0919(3) 0.5732(3) 0.1794(2) 0.0435(7) Uani 1 1 d . . .
H28 H -0.1313 0.5084 0.2422 0.052 Uiso 1 1 calc R . .
O2W O 0.2520(3) 0.5707(3) 0.4763(2) 0.0860(9) Uani 1 1 d D . .
H1WA H 0.478(2) 0.557(3) 0.650(3) 0.054(10) Uiso 1 1 d D . .
H1WB H 0.5966(17) 0.520(2) 0.5987(17) 0.065(11) Uiso 1 1 d D . .
H2WA H 0.2630 0.6007 0.5282 0.112(18) Uiso 1 1 d RD . .
H2WB H 0.1734 0.6010 0.4692 0.35(6) Uiso 1 1 d RD . .
O3W O 0.9832(5) 0.5624(5) 0.5018(4) 0.0769(15) Uani 0.50 1 d P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O4 2.0273(17) 1_455 ?
Ni1 N1 2.063(2) . ?
Ni1 N4 2.071(2) 1_656 ?
Ni1 O1W 2.086(2) . ?
Ni1 O1 2.1259(19) . ?
Ni1 O2 2.1369(17) . ?
N1 C9 1.318(3) . ?
N1 C10 1.376(3) . ?
N2 C9 1.347(3) . ?
N2 C11 1.363(3) . ?
N2 C12 1.458(3) . ?
N3 C19 1.337(3) . ?
N3 C21 1.358(4) . ?
N3 C22 1.463(3) . ?
N4 C19 1.311(3) . ?
N4 C20 1.365(3) . ?
N4 Ni1 2.071(2) 1_454 ?
O1 C1 1.254(3) . ?
O2 C1 1.259(3) . ?
O3 C8 1.247(3) . ?
O4 C8 1.258(3) . ?
O4 Ni1 2.0272(17) 1_655 ?
O1W H1WA 0.820(17) . ?
O1W H1WB 0.864(13) . ?
C1 C2 1.493(3) . ?
C2 C3 1.380(4) . ?
C2 C7 1.386(3) . ?
C3 C4 1.382(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.379(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.384(3) . ?
C6 C8 1.502(3) . ?
C7 H7 0.9300 . ?
C9 H9 0.9300 . ?
C10 C11 1.352(4) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C13 1.506(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C18 1.372(4) . ?
C13 C14 1.388(3) . ?
C14 C15 1.374(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.381(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.398(3) . ?
C16 C26 1.483(4) . ?
C17 C18 1.370(4) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.351(4) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C23 1.501(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.369(4) . ?
C23 C28 1.385(3) . ?
C24 C25 1.382(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.387(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.389(4) . ?
C27 C28 1.367(4) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
O2W H2WA 0.8482 . ?
O2W H2WB 0.8322 . ?
O3W O3W 1.414(10) 2_766 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Ni1 N1 90.92(8) 1_455 . ?
O4 Ni1 N4 90.14(8) 1_455 1_656 ?
N1 Ni1 N4 178.79(8) . 1_656 ?
O4 Ni1 O1W 97.73(8) 1_455 . ?
N1 Ni1 O1W 91.88(8) . . ?
N4 Ni1 O1W 87.40(8) 1_656 . ?
O4 Ni1 O1 99.56(7) 1_455 . ?
N1 Ni1 O1 92.52(8) . . ?
N4 Ni1 O1 87.88(8) 1_656 . ?
O1W Ni1 O1 162.08(7) . . ?
O4 Ni1 O2 161.10(8) 1_455 . ?
N1 Ni1 O2 91.52(8) . . ?
N4 Ni1 O2 87.67(7) 1_656 . ?
O1W Ni1 O2 100.92(8) . . ?
O1 Ni1 O2 61.61(7) . . ?
C9 N1 C10 105.5(2) . . ?
C9 N1 Ni1 127.34(18) . . ?
C10 N1 Ni1 127.17(17) . . ?
C9 N2 C11 107.3(2) . . ?
C9 N2 C12 125.6(2) . . ?
C11 N2 C12 126.9(2) . . ?
C19 N3 C21 107.2(2) . . ?
C19 N3 C22 125.4(2) . . ?
C21 N3 C22 127.4(2) . . ?
C19 N4 C20 105.2(2) . . ?
C19 N4 Ni1 123.43(18) . 1_454 ?
C20 N4 Ni1 131.12(18) . 1_454 ?
C1 O1 Ni1 88.89(16) . . ?
C1 O2 Ni1 88.26(14) . . ?
C8 O4 Ni1 124.95(17) . 1_655 ?
Ni1 O1W H1WA 103(2) . . ?
Ni1 O1W H1WB 116.7(17) . . ?
H1WA O1W H1WB 103(2) . . ?
O1 C1 O2 120.6(2) . . ?
O1 C1 C2 119.4(2) . . ?
O2 C1 C2 119.9(2) . . ?
C3 C2 C7 119.8(2) . . ?
C3 C2 C1 119.8(2) . . ?
C7 C2 C1 120.3(2) . . ?
C2 C3 C4 119.9(2) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C3 C4 C5 119.8(3) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C6 C5 C4 121.0(2) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C6 C7 118.8(2) . . ?
C5 C6 C8 120.5(2) . . ?
C7 C6 C8 120.7(2) . . ?
C6 C7 C2 120.7(2) . . ?
C6 C7 H7 119.7 . . ?
C2 C7 H7 119.7 . . ?
O3 C8 O4 124.5(2) . . ?
O3 C8 C6 118.6(2) . . ?
O4 C8 C6 116.9(2) . . ?
N1 C9 N2 111.2(2) . . ?
N1 C9 H9 124.4 . . ?
N2 C9 H9 124.4 . . ?
C11 C10 N1 109.7(2) . . ?
C11 C10 H10 125.2 . . ?
N1 C10 H10 125.2 . . ?
C10 C11 N2 106.4(2) . . ?
C10 C11 H11 126.8 . . ?
N2 C11 H11 126.8 . . ?
N2 C12 C13 113.2(2) . . ?
N2 C12 H12A 108.9 . . ?
C13 C12 H12A 108.9 . . ?
N2 C12 H12B 108.9 . . ?
C13 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C18 C13 C14 117.6(3) . . ?
C18 C13 C12 122.7(2) . . ?
C14 C13 C12 119.6(2) . . ?
C15 C14 C13 121.3(3) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C14 C15 C16 121.4(2) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
C15 C16 C17 116.9(3) . . ?
C15 C16 C26 123.5(2) . . ?
C17 C16 C26 119.5(2) . . ?
C18 C17 C16 121.4(3) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C17 C18 C13 121.4(3) . . ?
C17 C18 H18 119.3 . . ?
C13 C18 H18 119.3 . . ?
N4 C19 N3 111.6(2) . . ?
N4 C19 H19 124.2 . . ?
N3 C19 H19 124.2 . . ?
C21 C20 N4 109.9(2) . . ?
C21 C20 H20 125.1 . . ?
N4 C20 H20 125.1 . . ?
C20 C21 N3 106.0(2) . . ?
C20 C21 H21 127.0 . . ?
N3 C21 H21 127.0 . . ?
N3 C22 C23 114.3(2) . . ?
N3 C22 H22A 108.7 . . ?
C23 C22 H22A 108.7 . . ?
N3 C22 H22B 108.7 . . ?
C23 C22 H22B 108.7 . . ?
H22A C22 H22B 107.6 . . ?
C24 C23 C28 117.6(3) . . ?
C24 C23 C22 124.2(2) . . ?
C28 C23 C22 118.1(3) . . ?
C23 C24 C25 122.0(2) . . ?
C23 C24 H24 119.0 . . ?
C25 C24 H24 119.0 . . ?
C24 C25 C26 120.5(3) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C25 C26 C27 117.1(3) . . ?
C25 C26 C16 122.6(3) . . ?
C27 C26 C16 120.3(2) . . ?
C28 C27 C26 121.8(2) . . ?
C28 C27 H27 119.1 . . ?
C26 C27 H27 119.1 . . ?
C27 C28 C23 120.9(3) . . ?
C27 C28 H28 119.5 . . ?
C23 C28 H28 119.5 . . ?
H2WA O2W H2WB 98.6 . . ?

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
O4 Ni1 N1 C9 20.2(2) 1_455 . . . ?
N4 Ni1 N1 C9 171(4) 1_656 . . . ?
O1W Ni1 N1 C9 117.9(2) . . . . ?
O1 Ni1 N1 C9 -79.4(2) . . . . ?
O2 Ni1 N1 C9 -141.1(2) . . . . ?
O4 Ni1 N1 C10 -161.8(2) 1_455 . . . ?
N4 Ni1 N1 C10 -11(4) 1_656 . . . ?
O1W Ni1 N1 C10 -64.1(2) . . . . ?
O1 Ni1 N1 C10 98.6(2) . . . . ?
O2 Ni1 N1 C10 36.9(2) . . . . ?
O4 Ni1 O1 C1 173.68(14) 1_455 . . . ?
N1 Ni1 O1 C1 -94.96(15) . . . . ?
N4 Ni1 O1 C1 83.90(15) 1_656 . . . ?
O1W Ni1 O1 C1 9.1(3) . . . . ?
O2 Ni1 O1 C1 -4.59(13) . . . . ?
O4 Ni1 O2 C1 -0.7(3) 1_455 . . . ?
N1 Ni1 O2 C1 96.62(15) . . . . ?
N4 Ni1 O2 C1 -84.28(15) 1_656 . . . ?
O1W Ni1 O2 C1 -171.17(14) . . . . ?
O1 Ni1 O2 C1 4.57(13) . . . . ?
Ni1 O1 C1 O2 8.0(2) . . . . ?
Ni1 O1 C1 C2 -168.7(2) . . . . ?
Ni1 O2 C1 O1 -7.9(2) . . . . ?
Ni1 O2 C1 C2 168.8(2) . . . . ?
O1 C1 C2 C3 -1.3(4) . . . . ?
O2 C1 C2 C3 -178.0(2) . . . . ?
O1 C1 C2 C7 176.6(2) . . . . ?
O2 C1 C2 C7 -0.1(4) . . . . ?
C7 C2 C3 C4 0.6(4) . . . . ?
C1 C2 C3 C4 178.5(2) . . . . ?
C2 C3 C4 C5 0.0(4) . . . . ?
C3 C4 C5 C6 -0.4(4) . . . . ?
C4 C5 C6 C7 0.2(4) . . . . ?
C4 C5 C6 C8 179.3(2) . . . . ?
C5 C6 C7 C2 0.5(4) . . . . ?
C8 C6 C7 C2 -178.7(2) . . . . ?
C3 C2 C7 C6 -0.9(4) . . . . ?
C1 C2 C7 C6 -178.8(2) . . . . ?
Ni1 O4 C8 O3 12.6(4) 1_655 . . . ?
Ni1 O4 C8 C6 -168.06(15) 1_655 . . . ?
C5 C6 C8 O3 179.0(2) . . . . ?
C7 C6 C8 O3 -1.9(4) . . . . ?
C5 C6 C8 O4 -0.4(3) . . . . ?
C7 C6 C8 O4 178.8(2) . . . . ?
C10 N1 C9 N2 0.1(3) . . . . ?
Ni1 N1 C9 N2 178.40(17) . . . . ?
C11 N2 C9 N1 0.3(3) . . . . ?
C12 N2 C9 N1 175.5(2) . . . . ?
C9 N1 C10 C11 -0.4(3) . . . . ?
Ni1 N1 C10 C11 -178.73(19) . . . . ?
N1 C10 C11 N2 0.6(3) . . . . ?
C9 N2 C11 C10 -0.5(3) . . . . ?
C12 N2 C11 C10 -175.6(2) . . . . ?
C9 N2 C12 C13 -92.1(3) . . . . ?
C11 N2 C12 C13 82.2(3) . . . . ?
N2 C12 C13 C18 -2.7(4) . . . . ?
N2 C12 C13 C14 175.6(2) . . . . ?
C18 C13 C14 C15 0.3(4) . . . . ?
C12 C13 C14 C15 -178.1(3) . . . . ?
C13 C14 C15 C16 0.4(5) . . . . ?
C14 C15 C16 C17 -1.0(4) . . . . ?
C14 C15 C16 C26 176.7(3) . . . . ?
C15 C16 C17 C18 0.9(4) . . . . ?
C26 C16 C17 C18 -176.8(3) . . . . ?
C16 C17 C18 C13 -0.3(5) . . . . ?
C14 C13 C18 C17 -0.3(4) . . . . ?
C12 C13 C18 C17 178.0(3) . . . . ?
C20 N4 C19 N3 -0.2(3) . . . . ?
Ni1 N4 C19 N3 174.84(17) 1_454 . . . ?
C21 N3 C19 N4 0.6(3) . . . . ?
C22 N3 C19 N4 -178.6(3) . . . . ?
C19 N4 C20 C21 -0.3(3) . . . . ?
Ni1 N4 C20 C21 -174.79(19) 1_454 . . . ?
N4 C20 C21 N3 0.6(3) . . . . ?
C19 N3 C21 C20 -0.8(3) . . . . ?
C22 N3 C21 C20 178.5(3) . . . . ?
C19 N3 C22 C23 89.7(3) . . . . ?
C21 N3 C22 C23 -89.4(4) . . . . ?
N3 C22 C23 C24 -37.8(4) . . . . ?
N3 C22 C23 C28 146.1(3) . . . . ?
C28 C23 C24 C25 3.0(5) . . . . ?
C22 C23 C24 C25 -173.1(3) . . . . ?
C23 C24 C25 C26 -1.1(5) . . . . ?
C24 C25 C26 C27 -1.2(4) . . . . ?
C24 C25 C26 C16 176.7(3) . . . . ?
C15 C16 C26 C25 36.0(4) . . . . ?
C17 C16 C26 C25 -146.5(3) . . . . ?
C15 C16 C26 C27 -146.2(3) . . . . ?
C17 C16 C26 C27 31.4(4) . . . . ?
C25 C26 C27 C28 1.6(4) . . . . ?
C16 C26 C27 C28 -176.4(3) . . . . ?
C26 C27 C28 C23 0.4(5) . . . . ?
C24 C23 C28 C27 -2.7(4) . . . . ?
C22 C23 C28 C27 173.7(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.553
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.070
####################################################################### 
# 
# 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_CEC1
_database_code_depnum_ccdc_archive 'CCDC 804097'
_audit_update_record             
;
2015-09-03 deposited with the CCDC.
2015-09-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H28 N6 Ni O4, 3(H2 O)'
_chemical_formula_sum            'C29 H34 N6 Ni O7'
_chemical_formula_weight         637.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
O O 0.0106 0.0060 '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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P n a 21'
_symmetry_space_group_name_Hal   'P 2c -2n'

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

_cell_length_a                   18.023(3)
_cell_length_b                   11.862(2)
_cell_length_c                   13.824(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2955.4(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2430
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      22.00

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1336
_exptl_absorpt_coefficient_mu    0.713
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8363
_exptl_absorpt_correction_T_max  0.8823
_exptl_absorpt_process_details   'SADABS(Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart Aepex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14704
_diffrn_reflns_av_R_equivalents  0.0563
_diffrn_reflns_av_sigmaI/netI    0.0753
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.06
_diffrn_reflns_theta_max         25.50
_reflns_number_total             5377
_reflns_number_gt                4543
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_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)+(0.0555P)²+0.6677P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.037(19)
_refine_ls_number_reflns         5377
_refine_ls_number_parameters     391
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0703
_refine_ls_R_factor_gt           0.0573
_refine_ls_wR_factor_ref         0.1284
_refine_ls_wR_factor_gt          0.1225
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.60800(3) -0.35776(4) 0.16289(5) 0.02816(16) Uani 1 1 d . . .
N1 N 0.6175(2) 0.5064(3) 0.2559(3) 0.0335(10) Uani 1 1 d . . .
N2 N 0.6546(3) 0.3448(3) 0.3151(3) 0.0441(11) Uani 1 1 d . . .
N3 N 1.0070(2) -0.0819(3) 0.1206(3) 0.0328(9) Uani 1 1 d . . .
N4 N 0.9155(2) 0.0341(3) 0.0915(3) 0.0358(10) Uani 1 1 d . . .
N5 N 0.5975(2) -0.2217(3) 0.0732(3) 0.0333(10) Uani 1 1 d . . .
N6 N 0.5959(2) -0.0493(4) 0.0158(3) 0.0372(10) Uani 1 1 d . . .
O1 O 0.57030(18) -0.2540(3) 0.2842(2) 0.0354(8) Uani 1 1 d . . .
O2 O 0.68781(17) -0.2605(3) 0.2496(3) 0.0369(8) Uani 1 1 d . . .
O3 O 0.8654(2) -0.0142(4) 0.4485(4) 0.0815(17) Uani 1 1 d . . .
O4 O 0.81702(19) 0.0693(3) 0.5760(3) 0.0450(9) Uani 1 1 d . . .
O1W O 0.3364(2) 0.8216(4) 0.2524(4) 0.0892(17) Uani 1 1 d . . .
H1WA H 0.3661 0.7824 0.2992 0.107 Uiso 1 1 d R . .
H1WB H 0.2862 0.7953 0.2566 0.107 Uiso 1 1 d R . .
O2W O 0.5713(3) 0.2903(4) 0.8888(4) 0.0760(14) Uani 1 1 d . . .
H2WA H 0.5897 0.3631 0.9073 0.091 Uiso 1 1 d R . .
H2WB H 0.5249 0.3009 0.8561 0.091 Uiso 1 1 d R . .
O3W O 0.9638(3) 0.5564(4) 0.2410(5) 0.0941(17) Uani 1 1 d . . .
C1 C 0.6363(3) -0.2228(4) 0.3008(4) 0.0279(10) Uani 1 1 d . . .
C2 C 0.6511(3) -0.1417(4) 0.3802(4) 0.0317(11) Uani 1 1 d . . .
C3 C 0.5930(3) -0.0999(5) 0.4357(4) 0.0446(14) Uani 1 1 d . . .
H3 H 0.5446 -0.1214 0.4216 0.054 Uiso 1 1 calc R . .
C4 C 0.6060(3) -0.0287(6) 0.5097(5) 0.0581(18) Uani 1 1 d . . .
H4 H 0.5664 -0.0037 0.5472 0.070 Uiso 1 1 calc R . .
C5 C 0.6759(3) 0.0077(5) 0.5308(4) 0.0471(14) Uani 1 1 d . . .
H5 H 0.6837 0.0578 0.5815 0.057 Uiso 1 1 calc R . .
C6 C 0.7356(3) -0.0305(4) 0.4762(4) 0.0324(11) Uani 1 1 d . . .
C7 C 0.7222(3) -0.1041(4) 0.4009(4) 0.0325(11) Uani 1 1 d . . .
H7 H 0.7617 -0.1290 0.3633 0.039 Uiso 1 1 calc R . .
C8 C 0.8134(3) 0.0106(4) 0.5019(4) 0.0388(13) Uani 1 1 d . . .
C9 C 0.6125(3) -0.1167(4) 0.0909(4) 0.0384(12) Uani 1 1 d . . .
H9 H 0.6325 -0.0910 0.1489 0.046 Uiso 1 1 calc R . .
C10 C 0.5709(3) -0.2234(5) -0.0188(4) 0.0442(14) Uani 1 1 d . . .
H10 H 0.5559 -0.2876 -0.0522 0.053 Uiso 1 1 calc R . .
C11 C 0.5698(3) -0.1162(5) -0.0546(5) 0.0469(14) Uani 1 1 d . . .
H11 H 0.5540 -0.0939 -0.1158 0.056 Uiso 1 1 calc R . .
C12 C 0.6055(3) 0.0739(4) 0.0120(5) 0.0442(14) Uani 1 1 d . . .
H12A H 0.5597 0.1101 0.0320 0.053 Uiso 1 1 calc R . .
H12B H 0.6157 0.0964 -0.0541 0.053 Uiso 1 1 calc R . .
C13 C 0.5939(3) 0.3752(5) 0.3674(5) 0.0483(15) Uani 1 1 d . . .
H13 H 0.5724 0.3357 0.4182 0.058 Uiso 1 1 calc R . .
C14 C 0.5716(3) 0.4744(5) 0.3301(4) 0.0468(14) Uani 1 1 d . . .
H14 H 0.5308 0.5154 0.3516 0.056 Uiso 1 1 calc R . .
C15 C 0.6670(3) 0.4254(4) 0.2501(4) 0.0379(12) Uani 1 1 d . . .
H15 H 0.7060 0.4244 0.2059 0.046 Uiso 1 1 calc R . .
C16 C 0.6970(4) 0.2389(5) 0.3243(5) 0.0586(17) Uani 1 1 d . . .
H16A H 0.6685 0.1847 0.3614 0.070 Uiso 1 1 calc R . .
H16B H 0.7430 0.2533 0.3585 0.070 Uiso 1 1 calc R . .
C17 C 0.9411(3) -0.1342(4) 0.1391(4) 0.0438(15) Uani 1 1 d . . .
H17 H 0.9363 -0.2080 0.1611 0.053 Uiso 1 1 calc R . .
C18 C 0.8847(3) -0.0651(5) 0.1212(4) 0.0498(15) Uani 1 1 d . . .
H18 H 0.8344 -0.0810 0.1277 0.060 Uiso 1 1 calc R . .
C19 C 0.9882(2) 0.0185(4) 0.0908(4) 0.0380(12) Uani 1 1 d . . .
H19 H 1.0221 0.0730 0.0712 0.046 Uiso 1 1 calc R . .
C20 C 0.8763(3) 0.1353(4) 0.0580(5) 0.0483(15) Uani 1 1 d . . .
H20A H 0.8743 0.1347 -0.0121 0.058 Uiso 1 1 calc R . .
H20B H 0.9039 0.2016 0.0778 0.058 Uiso 1 1 calc R . .
C21 C 0.7981(3) 0.1425(4) 0.0978(4) 0.0382(13) Uani 1 1 d . . .
C22 C 0.7859(3) 0.1865(4) 0.1886(4) 0.0451(15) Uani 1 1 d . . .
C23 C 0.7137(3) 0.1913(4) 0.2255(4) 0.0423(13) Uani 1 1 d . . .
C24 C 0.6541(2) 0.1539(3) 0.1682(6) 0.0404(12) Uani 1 1 d . . .
C25 C 0.6676(3) 0.1131(4) 0.0760(4) 0.0362(12) Uani 1 1 d . . .
C26 C 0.7400(3) 0.1049(4) 0.0416(4) 0.0372(12) Uani 1 1 d . . .
C27 C 0.7544(3) 0.0504(5) -0.0555(4) 0.0543(16) Uani 1 1 d . . .
H27A H 0.8004 0.0097 -0.0532 0.081 Uiso 1 1 calc R . .
H27B H 0.7571 0.1075 -0.1046 0.081 Uiso 1 1 calc R . .
H27C H 0.7147 -0.0007 -0.0704 0.081 Uiso 1 1 calc R . .
C28 C 0.8499(4) 0.2247(7) 0.2509(6) 0.085(2) Uani 1 1 d . . .
H28A H 0.8604 0.1682 0.2987 0.127 Uiso 1 1 calc R . .
H28B H 0.8371 0.2941 0.2824 0.127 Uiso 1 1 calc R . .
H28C H 0.8929 0.2361 0.2111 0.127 Uiso 1 1 calc R . .
C29 C 0.5757(3) 0.1578(5) 0.2082(5) 0.0648(19) Uani 1 1 d . . .
H29A H 0.5547 0.2308 0.1964 0.097 Uiso 1 1 calc R . .
H29B H 0.5769 0.1437 0.2766 0.097 Uiso 1 1 calc R . .
H29C H 0.5461 0.1013 0.1770 0.097 Uiso 1 1 calc R . .
H3WA H 0.9772 0.5986 0.1944 0.078 Uiso 1 1 d R . .
H3WB H 0.9210 0.5273 0.2354 0.078 Uiso 1 1 d 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 O4 2.004(3) 3_644 ?
Ni1 N3 2.043(4) 4_445 ?
Ni1 N5 2.045(4) . ?
Ni1 N1 2.069(4) 1_545 ?
Ni1 O1 2.189(3) . ?
Ni1 O2 2.200(3) . ?
N1 C15 1.314(6) . ?
N1 C14 1.372(7) . ?
N1 Ni1 2.069(4) 1_565 ?
N2 C15 1.331(7) . ?
N2 C13 1.359(7) . ?
N2 C16 1.476(7) . ?
N3 C19 1.305(6) . ?
N3 C17 1.364(6) . ?
N3 Ni1 2.043(4) 4_545 ?
N4 C19 1.322(6) . ?
N4 C18 1.364(7) . ?
N4 C20 1.467(6) . ?
N5 C9 1.298(6) . ?
N5 C10 1.359(7) . ?
N6 C11 1.342(7) . ?
N6 C9 1.343(7) . ?
N6 C12 1.472(6) . ?
O1 C1 1.267(5) . ?
O2 C1 1.249(6) . ?
O3 C8 1.229(7) . ?
O4 C8 1.241(6) . ?
O4 Ni1 2.004(3) 3_655 ?
O1W H1WA 0.9600 . ?
O1W H1WB 0.9599 . ?
O2W H2WA 0.9600 . ?
O2W H2WB 0.9600 . ?
O3W H3WA 0.8500 . ?
O3W H3WB 0.8499 . ?
C1 C2 1.484(6) . ?
C2 C7 1.387(6) . ?
C2 C3 1.389(7) . ?
C3 C4 1.347(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.364(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.389(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.379(7) . ?
C6 C8 1.526(7) . ?
C7 H7 0.9300 . ?
C9 H9 0.9300 . ?
C10 C11 1.365(8) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C25 1.500(7) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.346(8) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C23 1.508(8) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.329(7) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.515(7) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.377(8) . ?
C21 C26 1.378(7) . ?
C22 C23 1.399(8) . ?
C22 C28 1.509(8) . ?
C23 C24 1.407(8) . ?
C24 C25 1.384(9) . ?
C24 C29 1.518(7) . ?
C25 C26 1.394(7) . ?
C26 C27 1.512(8) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 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
O4 Ni1 N3 106.15(16) 3_644 4_445 ?
O4 Ni1 N5 92.28(16) 3_644 . ?
N3 Ni1 N5 91.17(16) 4_445 . ?
O4 Ni1 N1 88.87(16) 3_644 1_545 ?
N3 Ni1 N1 88.79(15) 4_445 1_545 ?
N5 Ni1 N1 178.81(18) . 1_545 ?
O4 Ni1 O1 155.69(13) 3_644 . ?
N3 Ni1 O1 98.04(14) 4_445 . ?
N5 Ni1 O1 89.56(15) . . ?
N1 Ni1 O1 89.27(15) 1_545 . ?
O4 Ni1 O2 96.44(13) 3_644 . ?
N3 Ni1 O2 157.39(14) 4_445 . ?
N5 Ni1 O2 88.70(14) . . ?
N1 Ni1 O2 90.89(15) 1_545 . ?
O1 Ni1 O2 59.35(12) . . ?
C15 N1 C14 104.7(5) . . ?
C15 N1 Ni1 126.0(4) . 1_565 ?
C14 N1 Ni1 129.0(3) . 1_565 ?
C15 N2 C13 107.7(4) . . ?
C15 N2 C16 125.6(5) . . ?
C13 N2 C16 126.6(5) . . ?
C19 N3 C17 104.4(4) . . ?
C19 N3 Ni1 129.9(3) . 4_545 ?
C17 N3 Ni1 124.2(3) . 4_545 ?
C19 N4 C18 106.5(4) . . ?
C19 N4 C20 126.0(4) . . ?
C18 N4 C20 127.2(4) . . ?
C9 N5 C10 105.3(5) . . ?
C9 N5 Ni1 128.6(4) . . ?
C10 N5 Ni1 126.1(4) . . ?
C11 N6 C9 106.7(4) . . ?
C11 N6 C12 127.0(5) . . ?
C9 N6 C12 126.3(4) . . ?
C1 O1 Ni1 90.6(3) . . ?
C1 O2 Ni1 90.6(3) . . ?
C8 O4 Ni1 140.6(3) . 3_655 ?
H1WA O1W H1WB 109.1 . . ?
H2WA O2W H2WB 108.0 . . ?
H3WA O3W H3WB 115.3 . . ?
O2 C1 O1 119.4(4) . . ?
O2 C1 C2 121.1(4) . . ?
O1 C1 C2 119.4(4) . . ?
C7 C2 C3 117.8(5) . . ?
C7 C2 C1 121.8(4) . . ?
C3 C2 C1 120.3(4) . . ?
C4 C3 C2 120.8(5) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 121.4(5) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 H4 119.3 . . ?
C4 C5 C6 119.7(5) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C7 C6 C5 118.7(4) . . ?
C7 C6 C8 122.6(4) . . ?
C5 C6 C8 118.7(4) . . ?
C6 C7 C2 121.4(5) . . ?
C6 C7 H7 119.3 . . ?
C2 C7 H7 119.3 . . ?
O3 C8 O4 126.1(5) . . ?
O3 C8 C6 119.0(5) . . ?
O4 C8 C6 114.8(5) . . ?
N5 C9 N6 112.3(5) . . ?
N5 C9 H9 123.9 . . ?
N6 C9 H9 123.9 . . ?
N5 C10 C11 109.3(5) . . ?
N5 C10 H10 125.3 . . ?
C11 C10 H10 125.3 . . ?
N6 C11 C10 106.4(5) . . ?
N6 C11 H11 126.8 . . ?
C10 C11 H11 126.8 . . ?
N6 C12 C25 111.9(4) . . ?
N6 C12 H12A 109.2 . . ?
C25 C12 H12A 109.2 . . ?
N6 C12 H12B 109.2 . . ?
C25 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C14 C13 N2 105.6(5) . . ?
C14 C13 H13 127.2 . . ?
N2 C13 H13 127.2 . . ?
C13 C14 N1 110.3(5) . . ?
C13 C14 H14 124.8 . . ?
N1 C14 H14 124.8 . . ?
N1 C15 N2 111.7(5) . . ?
N1 C15 H15 124.2 . . ?
N2 C15 H15 124.2 . . ?
N2 C16 C23 110.1(5) . . ?
N2 C16 H16A 109.6 . . ?
C23 C16 H16A 109.6 . . ?
N2 C16 H16B 109.6 . . ?
C23 C16 H16B 109.6 . . ?
H16A C16 H16B 108.1 . . ?
C18 C17 N3 110.4(4) . . ?
C18 C17 H17 124.8 . . ?
N3 C17 H17 124.8 . . ?
C17 C18 N4 106.1(4) . . ?
C17 C18 H18 126.9 . . ?
N4 C18 H18 126.9 . . ?
N3 C19 N4 112.5(4) . . ?
N3 C19 H19 123.8 . . ?
N4 C19 H19 123.8 . . ?
N4 C20 C21 112.3(4) . . ?
N4 C20 H20A 109.1 . . ?
C21 C20 H20A 109.1 . . ?
N4 C20 H20B 109.1 . . ?
C21 C20 H20B 109.1 . . ?
H20A C20 H20B 107.9 . . ?
C22 C21 C26 121.0(5) . . ?
C22 C21 C20 120.1(5) . . ?
C26 C21 C20 118.9(5) . . ?
C21 C22 C23 119.8(5) . . ?
C21 C22 C28 120.7(6) . . ?
C23 C22 C28 119.4(6) . . ?
C22 C23 C24 119.5(5) . . ?
C22 C23 C16 122.1(5) . . ?
C24 C23 C16 118.4(5) . . ?
C25 C24 C23 119.7(4) . . ?
C25 C24 C29 120.6(6) . . ?
C23 C24 C29 119.7(6) . . ?
C24 C25 C26 120.2(5) . . ?
C24 C25 C12 121.4(5) . . ?
C26 C25 C12 118.4(5) . . ?
C21 C26 C25 119.8(5) . . ?
C21 C26 C27 120.6(5) . . ?
C25 C26 C27 119.5(5) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C22 C28 H28A 109.5 . . ?
C22 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C22 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C24 C29 H29A 109.5 . . ?
C24 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C24 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O4 Ni1 N5 C9 -117.6(4) 3_644 . . . ?
N3 Ni1 N5 C9 136.2(4) 4_445 . . . ?
N1 Ni1 N5 C9 48(8) 1_545 . . . ?
O1 Ni1 N5 C9 38.2(4) . . . . ?
O2 Ni1 N5 C9 -21.2(4) . . . . ?
O4 Ni1 N5 C10 64.1(4) 3_644 . . . ?
N3 Ni1 N5 C10 -42.2(4) 4_445 . . . ?
N1 Ni1 N5 C10 -130(8) 1_545 . . . ?
O1 Ni1 N5 C10 -140.2(4) . . . . ?
O2 Ni1 N5 C10 160.5(4) . . . . ?
O4 Ni1 O1 C1 6.5(5) 3_644 . . . ?
N3 Ni1 O1 C1 -179.2(3) 4_445 . . . ?
N5 Ni1 O1 C1 -88.1(3) . . . . ?
N1 Ni1 O1 C1 92.1(3) 1_545 . . . ?
O2 Ni1 O1 C1 0.7(3) . . . . ?
O4 Ni1 O2 C1 -178.3(3) 3_644 . . . ?
N3 Ni1 O2 C1 -0.3(5) 4_445 . . . ?
N5 Ni1 O2 C1 89.6(3) . . . . ?
N1 Ni1 O2 C1 -89.3(3) 1_545 . . . ?
O1 Ni1 O2 C1 -0.7(3) . . . . ?
Ni1 O2 C1 O1 1.2(5) . . . . ?
Ni1 O2 C1 C2 -178.4(4) . . . . ?
Ni1 O1 C1 O2 -1.2(5) . . . . ?
Ni1 O1 C1 C2 178.4(4) . . . . ?
O2 C1 C2 C7 0.1(7) . . . . ?
O1 C1 C2 C7 -179.5(4) . . . . ?
O2 C1 C2 C3 179.4(5) . . . . ?
O1 C1 C2 C3 -0.2(7) . . . . ?
C7 C2 C3 C4 -2.6(9) . . . . ?
C1 C2 C3 C4 178.1(6) . . . . ?
C2 C3 C4 C5 2.1(11) . . . . ?
C3 C4 C5 C6 -1.0(10) . . . . ?
C4 C5 C6 C7 0.5(9) . . . . ?
C4 C5 C6 C8 -179.4(6) . . . . ?
C5 C6 C7 C2 -1.1(8) . . . . ?
C8 C6 C7 C2 178.8(5) . . . . ?
C3 C2 C7 C6 2.1(8) . . . . ?
C1 C2 C7 C6 -178.6(5) . . . . ?
Ni1 O4 C8 O3 -8.2(11) 3_655 . . . ?
Ni1 O4 C8 C6 173.4(4) 3_655 . . . ?
C7 C6 C8 O3 6.9(8) . . . . ?
C5 C6 C8 O3 -173.2(6) . . . . ?
C7 C6 C8 O4 -174.6(5) . . . . ?
C5 C6 C8 O4 5.3(8) . . . . ?
C10 N5 C9 N6 1.1(6) . . . . ?
Ni1 N5 C9 N6 -177.5(3) . . . . ?
C11 N6 C9 N5 -1.0(6) . . . . ?
C12 N6 C9 N5 179.5(4) . . . . ?
C9 N5 C10 C11 -0.8(6) . . . . ?
Ni1 N5 C10 C11 177.9(4) . . . . ?
C9 N6 C11 C10 0.5(6) . . . . ?
C12 N6 C11 C10 179.9(5) . . . . ?
N5 C10 C11 N6 0.2(6) . . . . ?
C11 N6 C12 C25 -151.1(5) . . . . ?
C9 N6 C12 C25 28.2(7) . . . . ?
C15 N2 C13 C14 0.6(6) . . . . ?
C16 N2 C13 C14 -176.3(5) . . . . ?
N2 C13 C14 N1 -0.3(7) . . . . ?
C15 N1 C14 C13 -0.1(6) . . . . ?
Ni1 N1 C14 C13 174.4(4) 1_565 . . . ?
C14 N1 C15 N2 0.5(6) . . . . ?
Ni1 N1 C15 N2 -174.2(3) 1_565 . . . ?
C13 N2 C15 N1 -0.7(6) . . . . ?
C16 N2 C15 N1 176.2(5) . . . . ?
C15 N2 C16 C23 -41.0(8) . . . . ?
C13 N2 C16 C23 135.4(6) . . . . ?
C19 N3 C17 C18 -0.6(7) . . . . ?
Ni1 N3 C17 C18 167.0(4) 4_545 . . . ?
N3 C17 C18 N4 -0.6(7) . . . . ?
C19 N4 C18 C17 1.5(7) . . . . ?
C20 N4 C18 C17 176.3(6) . . . . ?
C17 N3 C19 N4 1.6(6) . . . . ?
Ni1 N3 C19 N4 -165.0(4) 4_545 . . . ?
C18 N4 C19 N3 -2.0(7) . . . . ?
C20 N4 C19 N3 -176.9(5) . . . . ?
C19 N4 C20 C21 -161.2(5) . . . . ?
C18 N4 C20 C21 24.9(9) . . . . ?
N4 C20 C21 C22 83.5(6) . . . . ?
N4 C20 C21 C26 -96.8(6) . . . . ?
C26 C21 C22 C23 1.2(8) . . . . ?
C20 C21 C22 C23 -179.0(4) . . . . ?
C26 C21 C22 C28 178.4(5) . . . . ?
C20 C21 C22 C28 -1.8(8) . . . . ?
C21 C22 C23 C24 -1.7(7) . . . . ?
C28 C22 C23 C24 -178.9(5) . . . . ?
C21 C22 C23 C16 -179.8(5) . . . . ?
C28 C22 C23 C16 3.0(8) . . . . ?
N2 C16 C23 C22 112.4(6) . . . . ?
N2 C16 C23 C24 -65.7(7) . . . . ?
C22 C23 C24 C25 -0.2(7) . . . . ?
C16 C23 C24 C25 178.0(4) . . . . ?
C22 C23 C24 C29 179.4(5) . . . . ?
C16 C23 C24 C29 -2.5(7) . . . . ?
C23 C24 C25 C26 2.6(7) . . . . ?
C29 C24 C25 C26 -177.0(5) . . . . ?
C23 C24 C25 C12 -179.1(4) . . . . ?
C29 C24 C25 C12 1.3(7) . . . . ?
N6 C12 C25 C24 -97.2(6) . . . . ?
N6 C12 C25 C26 81.2(6) . . . . ?
C22 C21 C26 C25 1.1(7) . . . . ?
C20 C21 C26 C25 -178.6(4) . . . . ?
C22 C21 C26 C27 -176.3(5) . . . . ?
C20 C21 C26 C27 4.0(7) . . . . ?
C24 C25 C26 C21 -3.0(7) . . . . ?
C12 C25 C26 C21 178.6(4) . . . . ?
C24 C25 C26 C27 174.4(5) . . . . ?
C12 C25 C26 C27 -4.0(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.546
_refine_diff_density_min         -0.330
_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_CEC3
_database_code_depnum_ccdc_archive 'CCDC 936716'
_audit_update_record             
;
2015-09-03 deposited with the CCDC.
2015-09-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H27 Br N6 Ni O6 Zn'
_chemical_formula_sum            'C30 H27 Br N6 Ni O6 Zn'
_chemical_formula_weight         771.57

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Cubic
_symmetry_space_group_name_H-M   'P 21 3'
_symmetry_space_group_name_Hall  'P 2ac 2ab 3'

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

_cell_length_a                   14.6382(4)
_cell_length_b                   14.6382(4)
_cell_length_c                   14.6382(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3136.63(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2449
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      17.24

_exptl_crystal_description       block
_exptl_crystal_colour            'pale green'
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1560
_exptl_absorpt_coefficient_mu    2.691
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6151
_exptl_absorpt_correction_T_max  0.6727
_exptl_absorpt_process_details   'SADABS(Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart Aepex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22244
_diffrn_reflns_av_R_equivalents  0.0818
_diffrn_reflns_av_sigmaI/netI    0.0428
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.97
_diffrn_reflns_theta_max         25.48
_reflns_number_total             1966
_reflns_number_gt                1613
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_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)+(0.0417P)²+1.2295P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(2)
_refine_ls_number_reflns         1966
_refine_ls_number_parameters     137
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0380
_refine_ls_wR_factor_ref         0.0899
_refine_ls_wR_factor_gt          0.0828
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.183
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.04658(4) 0.04658(4) 0.04658(4) 0.0377(3) Uani 1 3 d SU . .
Ni1 Ni 0.19577(4) 0.19577(4) 0.19577(4) 0.0362(3) Uani 1 3 d S . .
N1 N 0.1827(3) 0.1997(3) 0.3372(3) 0.0430(10) Uani 1 1 d . . .
N2 N 0.2019(3) 0.1791(3) 0.4858(3) 0.0486(11) Uani 1 1 d . . .
O1 O 0.2085(2) 0.1861(2) 0.0525(2) 0.0423(8) Uani 1 1 d . . .
O2 O 0.1647(2) 0.0547(2) -0.0129(2) 0.0475(9) Uani 1 1 d U . .
Br1 Br -0.04648(5) -0.04648(5) -0.04648(5) 0.1120(6) Uani 1 3 d SU . .
C1 C 0.2167(3) 0.1231(3) -0.0040(3) 0.0388(12) Uani 1 1 d . . .
C2 C 0.2948(3) 0.1282(3) -0.0710(3) 0.0365(11) Uani 1 1 d . . .
C3 C 0.3017(3) 0.0651(3) -0.1415(3) 0.0353(11) Uani 1 1 d . . .
H3 H 0.2589 0.0183 -0.1461 0.042 Uiso 1 1 calc R . .
C4 C 0.2387(4) 0.1726(4) 0.4018(4) 0.0485(14) Uani 1 1 d . . .
H4 H 0.2975 0.1512 0.3907 0.058 Uiso 1 1 calc R . .
C5 C 0.1064(4) 0.2276(5) 0.3824(4) 0.072(2) Uani 1 1 d . . .
H5 H 0.0543 0.2513 0.3549 0.086 Uiso 1 1 calc R . .
C6 C 0.1177(5) 0.2156(5) 0.4733(4) 0.078(2) Uani 1 1 d . . .
H6 H 0.0756 0.2298 0.5188 0.093 Uiso 1 1 calc R . .
C7 C 0.2415(4) 0.1480(4) 0.5721(3) 0.0516(14) Uani 1 1 d . . .
H7A H 0.3062 0.1366 0.5634 0.062 Uiso 1 1 calc R . .
H7B H 0.2130 0.0908 0.5896 0.062 Uiso 1 1 calc R . .
C8 C 0.2291(4) 0.2170(3) 0.6485(3) 0.0448(13) Uani 1 1 d . . .
C9 C 0.1573(4) 0.2090(3) 0.7111(3) 0.0445(12) Uani 1 1 d . . .
C10 C 0.0849(5) 0.1345(4) 0.7009(5) 0.0719(19) Uani 1 1 d . . .
H10A H 0.1009 0.0951 0.6509 0.108 Uiso 1 1 calc R . .
H10B H 0.0266 0.1621 0.6891 0.108 Uiso 1 1 calc R . .
H10C H 0.0817 0.0994 0.7562 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
Zn1 O2 1.939(3) 9 ?
Zn1 O2 1.940(3) . ?
Zn1 O2 1.940(3) 5 ?
Zn1 Br1 2.3595(17) . ?
Ni1 N1 2.079(4) . ?
Ni1 N1 2.079(4) 9 ?
Ni1 N1 2.079(4) 5 ?
Ni1 O1 2.111(3) 9 ?
Ni1 O1 2.111(3) 5 ?
Ni1 O1 2.111(3) . ?
N1 C4 1.313(7) . ?
N1 C5 1.361(7) . ?
N2 C4 1.346(7) . ?
N2 C6 1.356(8) . ?
N2 C7 1.462(6) . ?
O1 C1 1.244(6) . ?
O2 C1 1.264(6) . ?
C1 C2 1.508(7) . ?
C2 C3 1.389(6) . ?
C2 C3 1.389(7) 6 ?
C3 C2 1.389(7) 12_554 ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C5 C6 1.353(8) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.519(7) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.396(7) 12_565 ?
C8 C9 1.398(7) . ?
C9 C8 1.396(7) 6_456 ?
C9 C10 1.528(8) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 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
O2 Zn1 O2 111.91(10) 9 . ?
O2 Zn1 O2 111.91(10) 9 5 ?
O2 Zn1 O2 111.91(10) . 5 ?
O2 Zn1 Br1 106.91(11) 9 . ?
O2 Zn1 Br1 106.91(11) . . ?
O2 Zn1 Br1 106.91(11) 5 . ?
N1 Ni1 N1 93.81(17) . 9 ?
N1 Ni1 N1 93.81(17) . 5 ?
N1 Ni1 N1 93.81(17) 9 5 ?
N1 Ni1 O1 86.17(16) . 9 ?
N1 Ni1 O1 177.72(15) 9 9 ?
N1 Ni1 O1 88.46(14) 5 9 ?
N1 Ni1 O1 88.46(14) . 5 ?
N1 Ni1 O1 86.17(16) 9 5 ?
N1 Ni1 O1 177.72(15) 5 5 ?
O1 Ni1 O1 91.55(14) 9 5 ?
N1 Ni1 O1 177.72(15) . . ?
N1 Ni1 O1 88.46(14) 9 . ?
N1 Ni1 O1 86.16(16) 5 . ?
O1 Ni1 O1 91.55(14) 9 . ?
O1 Ni1 O1 91.55(14) 5 . ?
C4 N1 C5 104.6(4) . . ?
C4 N1 Ni1 130.7(4) . . ?
C5 N1 Ni1 124.6(4) . . ?
C4 N2 C6 105.6(4) . . ?
C4 N2 C7 127.5(5) . . ?
C6 N2 C7 126.8(5) . . ?
C1 O1 Ni1 135.9(3) . . ?
C1 O2 Zn1 122.6(3) . . ?
O1 C1 O2 126.7(4) . . ?
O1 C1 C2 117.9(5) . . ?
O2 C1 C2 115.4(4) . . ?
C3 C2 C3 119.3(5) . 6 ?
C3 C2 C1 120.3(4) . . ?
C3 C2 C1 120.3(4) 6 . ?
C2 C3 C2 120.7(5) . 12_554 ?
C2 C3 H3 119.6 . . ?
C2 C3 H3 119.6 12_554 . ?
N1 C4 N2 112.8(5) . . ?
N1 C4 H4 123.6 . . ?
N2 C4 H4 123.6 . . ?
C6 C5 N1 109.8(5) . . ?
C6 C5 H5 125.1 . . ?
N1 C5 H5 125.1 . . ?
C5 C6 N2 107.1(5) . . ?
C5 C6 H6 126.4 . . ?
N2 C6 H6 126.4 . . ?
N2 C7 C8 112.5(4) . . ?
N2 C7 H7A 109.1 . . ?
C8 C7 H7A 109.1 . . ?
N2 C7 H7B 109.1 . . ?
C8 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
C9 C8 C9 119.5(6) 12_565 . ?
C9 C8 C7 119.4(5) 12_565 . ?
C9 C8 C7 121.1(5) . . ?
C8 C9 C8 120.5(6) 6_456 . ?
C8 C9 C10 118.3(5) 6_456 . ?
C8 C9 C10 121.1(5) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 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
N1 Ni1 N1 C4 -113.9(4) 9 . . . ?
N1 Ni1 N1 C4 -19.8(5) 5 . . . ?
O1 Ni1 N1 C4 68.4(5) 9 . . . ?
O1 Ni1 N1 C4 160.1(5) 5 . . . ?
O1 Ni1 N1 C4 70(4) . . . . ?
N1 Ni1 N1 C5 70.9(6) 9 . . . ?
N1 Ni1 N1 C5 165.0(5) 5 . . . ?
O1 Ni1 N1 C5 -106.8(5) 9 . . . ?
O1 Ni1 N1 C5 -15.2(5) 5 . . . ?
O1 Ni1 N1 C5 -106(4) . . . . ?
N1 Ni1 O1 C1 -8(4) . . . . ?
N1 Ni1 O1 C1 175.9(5) 9 . . . ?
N1 Ni1 O1 C1 81.9(5) 5 . . . ?
O1 Ni1 O1 C1 -6.4(5) 9 . . . ?
O1 Ni1 O1 C1 -98.0(4) 5 . . . ?
O2 Zn1 O2 C1 -91.8(3) 9 . . . ?
O2 Zn1 O2 C1 34.7(4) 5 . . . ?
Br1 Zn1 O2 C1 151.4(4) . . . . ?
Ni1 O1 C1 O2 54.2(8) . . . . ?
Ni1 O1 C1 C2 -127.5(4) . . . . ?
Zn1 O2 C1 O1 11.9(7) . . . . ?
Zn1 O2 C1 C2 -166.4(3) . . . . ?
O1 C1 C2 C3 -173.2(4) . . . . ?
O2 C1 C2 C3 5.3(7) . . . . ?
O1 C1 C2 C3 4.2(7) . . . 6 ?
O2 C1 C2 C3 -177.3(5) . . . 6 ?
C3 C2 C3 C2 0.6(10) 6 . . 12_554 ?
C1 C2 C3 C2 178.0(3) . . . 12_554 ?
C5 N1 C4 N2 1.7(7) . . . . ?
Ni1 N1 C4 N2 -174.2(4) . . . . ?
C6 N2 C4 N1 -2.1(7) . . . . ?
C7 N2 C4 N1 174.4(5) . . . . ?
C4 N1 C5 C6 -0.7(8) . . . . ?
Ni1 N1 C5 C6 175.6(5) . . . . ?
N1 C5 C6 N2 -0.5(9) . . . . ?
C4 N2 C6 C5 1.5(8) . . . . ?
C7 N2 C6 C5 -175.0(6) . . . . ?
C4 N2 C7 C8 136.9(5) . . . . ?
C6 N2 C7 C8 -47.4(9) . . . . ?
N2 C7 C8 C9 -83.8(6) . . . 12_565 ?
N2 C7 C8 C9 97.0(6) . . . . ?
C9 C8 C9 C8 -1.5(10) 12_565 . . 6_456 ?
C7 C8 C9 C8 177.7(3) . . . 6_456 ?
C9 C8 C9 C10 176.5(4) 12_565 . . . ?
C7 C8 C9 C10 -4.3(7) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.48
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.617
_refine_diff_density_rms         0.054
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/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_CEC4
_database_code_depnum_ccdc_archive 'CCDC 936717'
_audit_update_record             
;
2015-09-03 deposited with the CCDC.
2015-09-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H38 N6 Ni O5'
_chemical_formula_sum            'C33 H38 N6 Ni O5'
_chemical_formula_weight         657.40

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   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'

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

_cell_length_a                   10.5786(6)
_cell_length_b                   15.8768(8)
_cell_length_c                   18.6358(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3130.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7157
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      31.02

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1384
_exptl_absorpt_coefficient_mu    0.671
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8664
_exptl_absorpt_correction_T_max  0.9002
_exptl_absorpt_process_details   'SADABS(Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart Aepex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12615
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_sigmaI/netI    0.0423
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.21
_diffrn_reflns_theta_max         25.10
_reflns_number_total             5336
_reflns_number_gt                4987
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_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)+(0.0594P)²+1.6913P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.015(16)
_refine_ls_number_reflns         5336
_refine_ls_number_parameters     408
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0381
_refine_ls_wR_factor_ref         0.1081
_refine_ls_wR_factor_gt          0.1050
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.50089(4) 1.02562(2) 0.279270(19) 0.02674(12) Uani 1 1 d . . .
N1 N 0.4255(3) 0.99797(17) 0.17739(14) 0.0343(6) Uani 1 1 d . . .
N2 N 0.2778(3) 0.96545(17) 0.09813(15) 0.0353(6) Uani 1 1 d . . .
N3 N 0.2911(3) 0.58671(17) 0.03432(15) 0.0366(6) Uani 1 1 d . . .
N4 N 0.4208(2) 0.54244(18) 0.11931(16) 0.0359(6) Uani 1 1 d . . .
N5 N -0.1916(3) 0.69280(18) 0.20698(16) 0.0371(6) Uani 1 1 d . . .
N6 N -0.3714(2) 0.62240(17) 0.20884(16) 0.0340(6) Uani 1 1 d . . .
O1 O 0.6223(2) 1.11814(14) 0.23637(13) 0.0332(5) Uani 1 1 d . . .
O2 O 0.7864(3) 1.04530(18) 0.1962(3) 0.1144(19) Uani 1 1 d . . .
O3 O 0.6075(2) 1.42764(14) 0.18571(13) 0.0355(5) Uani 1 1 d . . .
O4 O 0.7369(2) 1.47708(15) 0.10056(14) 0.0455(6) Uani 1 1 d . . .
O1W O 0.6470(3) 0.93475(17) 0.26006(18) 0.0498(7) Uani 1 1 d D . .
H1WA H 0.696(6) 0.967(4) 0.236(4) 0.15(3) Uiso 1 1 d D . .
H1WB H 0.641(12) 0.922(8) 0.304(2) 0.27(6) Uiso 1 1 d D . .
C1 C 0.7260(3) 1.1121(2) 0.2045(2) 0.0368(8) Uani 1 1 d . . .
C2 C 0.7806(3) 1.19032(18) 0.17082(16) 0.0253(6) Uani 1 1 d . . .
C3 C 0.8953(3) 1.18583(19) 0.13419(18) 0.0286(7) Uani 1 1 d . . .
H3 H 0.9357 1.1340 0.1302 0.034 Uiso 1 1 calc R . .
C4 C 0.9516(3) 1.2568(2) 0.10332(17) 0.0281(7) Uani 1 1 d . . .
C5 C 0.8847(3) 1.33222(19) 0.10823(18) 0.0293(7) Uani 1 1 d . . .
H5 H 0.9186 1.3803 0.0871 0.035 Uiso 1 1 calc R . .
C6 C 0.7685(3) 1.33833(19) 0.14373(16) 0.0257(6) Uani 1 1 d . . .
C7 C 0.7186(3) 1.26728(19) 0.17632(16) 0.0263(6) Uani 1 1 d . . .
H7 H 0.6434 1.2711 0.2020 0.032 Uiso 1 1 calc R . .
C8 C 0.7000(3) 1.42214(19) 0.14216(16) 0.0290(7) Uani 1 1 d . . .
C9 C 1.0784(3) 1.2534(2) 0.0648(2) 0.0412(9) Uani 1 1 d . . .
C10 C 1.0558(6) 1.2752(4) -0.0138(4) 0.1031(14) Uani 1 1 d . . .
H10A H 1.1355 1.2829 -0.0375 0.155 Uiso 1 1 calc R . .
H10B H 1.0074 1.3262 -0.0169 0.155 Uiso 1 1 calc R . .
H10C H 1.0102 1.2302 -0.0365 0.155 Uiso 1 1 calc R . .
C11 C 1.1654(6) 1.3190(4) 0.0973(4) 0.1031(14) Uani 1 1 d . . .
H11A H 1.2077 1.3491 0.0597 0.155 Uiso 1 1 calc R . .
H11B H 1.2269 1.2917 0.1272 0.155 Uiso 1 1 calc R . .
H11C H 1.1167 1.3577 0.1256 0.155 Uiso 1 1 calc R . .
C12 C 1.1406(6) 1.1697(4) 0.0671(4) 0.1031(14) Uani 1 1 d . . .
H12A H 1.0834 1.1276 0.0495 0.155 Uiso 1 1 calc R . .
H12B H 1.1638 1.1567 0.1156 0.155 Uiso 1 1 calc R . .
H12C H 1.2151 1.1707 0.0376 0.155 Uiso 1 1 calc R . .
C13 C 0.4526(3) 1.0363(2) 0.11273(19) 0.0432(8) Uani 1 1 d . . .
H13 H 0.5226 1.0703 0.1040 0.052 Uiso 1 1 calc R . .
C14 C 0.3625(3) 1.0171(2) 0.0639(2) 0.0423(8) Uani 1 1 d . . .
H14 H 0.3587 1.0353 0.0165 0.051 Uiso 1 1 calc R . .
C15 C 0.3203(3) 0.9562(2) 0.16577(18) 0.0360(8) Uani 1 1 d . . .
H15 H 0.2797 0.9238 0.2004 0.043 Uiso 1 1 calc R . .
C16 C 0.3399(3) 0.6007(2) 0.0994(2) 0.0382(8) Uani 1 1 d . . .
H16 H 0.3188 0.6469 0.1277 0.046 Uiso 1 1 calc R . .
C17 C 0.4240(4) 0.4871(3) 0.0628(2) 0.0493(10) Uani 1 1 d . . .
H17 H 0.4730 0.4385 0.0610 0.059 Uiso 1 1 calc R . .
C18 C 0.3450(3) 0.5138(3) 0.0098(2) 0.0456(9) Uani 1 1 d . . .
H18 H 0.3305 0.4878 -0.0342 0.055 Uiso 1 1 calc R . .
C19 C -0.2861(4) 0.7504(2) 0.1961(2) 0.0455(9) Uani 1 1 d . . .
H19 H -0.2766 0.8080 0.1890 0.055 Uiso 1 1 calc R . .
C20 C -0.3954(4) 0.7072(2) 0.1978(2) 0.0454(9) Uani 1 1 d . . .
H20 H -0.4753 0.7307 0.1923 0.054 Uiso 1 1 calc R . .
C21 C -0.2487(3) 0.6174(2) 0.2146(2) 0.0378(8) Uani 1 1 d . . .
H21 H -0.2055 0.5673 0.2229 0.045 Uiso 1 1 calc R . .
C22 C -0.0552(3) 0.7087(3) 0.2168(2) 0.0436(8) Uani 1 1 d . . .
H22A H -0.0158 0.6572 0.2336 0.052 Uiso 1 1 calc R . .
H22B H -0.0450 0.7507 0.2542 0.052 Uiso 1 1 calc R . .
C23 C 0.0254(4) 0.5853(2) 0.1135(3) 0.0537(10) Uani 1 1 d . . .
H23A H 0.0578 0.5529 0.0740 0.080 Uiso 1 1 calc R . .
H23B H -0.0649 0.5797 0.1154 0.080 Uiso 1 1 calc R . .
H23C H 0.0615 0.5651 0.1575 0.080 Uiso 1 1 calc R . .
C24 C 0.1920(4) 0.6352(3) -0.0024(2) 0.0476(9) Uani 1 1 d . . .
H24A H 0.1248 0.5975 -0.0174 0.057 Uiso 1 1 calc R . .
H24B H 0.2270 0.6616 -0.0449 0.057 Uiso 1 1 calc R . .
C25 C 0.2700(5) 0.8123(3) -0.0178(2) 0.0607(12) Uani 1 1 d . . .
H25A H 0.2295 0.8457 -0.0541 0.091 Uiso 1 1 calc R . .
H25B H 0.3060 0.7629 -0.0393 0.091 Uiso 1 1 calc R . .
H25C H 0.3357 0.8448 0.0046 0.091 Uiso 1 1 calc R . .
C26 C 0.1544(3) 0.9386(2) 0.0689(2) 0.0396(8) Uani 1 1 d . . .
H26A H 0.1542 0.9478 0.0175 0.048 Uiso 1 1 calc R . .
H26B H 0.0886 0.9736 0.0896 0.048 Uiso 1 1 calc R . .
C27 C -0.0048(4) 0.8900(2) 0.1926(2) 0.0507(9) Uani 1 1 d . . .
H27A H 0.0258 0.9445 0.1786 0.076 Uiso 1 1 calc R . .
H27B H 0.0237 0.8775 0.2403 0.076 Uiso 1 1 calc R . .
H27C H -0.0956 0.8900 0.1916 0.076 Uiso 1 1 calc R . .
C28 C 0.0152(3) 0.7385(2) 0.15071(18) 0.0339(7) Uani 1 1 d . . .
C29 C 0.0601(3) 0.6775(2) 0.1032(2) 0.0348(7) Uani 1 1 d . . .
C30 C 0.1387(3) 0.7019(2) 0.04674(19) 0.0343(7) Uani 1 1 d . . .
C31 C 0.1736(3) 0.7865(2) 0.03823(18) 0.0349(7) Uani 1 1 d . . .
C32 C 0.1237(3) 0.8471(2) 0.08369(18) 0.0331(7) Uani 1 1 d . . .
C33 C 0.0450(3) 0.8240(2) 0.14111(19) 0.0336(7) 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 2.040(2) 3_645 ?
Ni1 N6 2.071(3) 3 ?
Ni1 N4 2.081(3) 3_655 ?
Ni1 N1 2.106(3) . ?
Ni1 O1 2.109(2) . ?
Ni1 O1W 2.144(3) . ?
N1 C15 1.314(4) . ?
N1 C13 1.380(4) . ?
N2 C15 1.346(4) . ?
N2 C14 1.372(4) . ?
N2 C26 1.477(4) . ?
N3 C16 1.337(5) . ?
N3 C18 1.368(5) . ?
N3 C24 1.469(5) . ?
N4 C16 1.314(4) . ?
N4 C17 1.371(5) . ?
N4 Ni1 2.081(3) 3_645 ?
N5 C21 1.349(4) . ?
N5 C19 1.370(5) . ?
N5 C22 1.476(4) . ?
N6 C21 1.304(4) . ?
N6 C20 1.385(5) . ?
N6 Ni1 2.071(3) 3_545 ?
O1 C1 1.250(4) . ?
O2 C1 1.247(4) . ?
O3 C8 1.274(4) . ?
O3 Ni1 2.040(2) 3_655 ?
O4 C8 1.231(4) . ?
O1W H1WA 0.84(2) . ?
O1W H1WB 0.85(2) . ?
C1 C2 1.507(4) . ?
C2 C7 1.390(4) . ?
C2 C3 1.394(4) . ?
C3 C4 1.398(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.394(4) . ?
C4 C9 1.522(4) . ?
C5 C6 1.399(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.386(4) . ?
C6 C8 1.516(4) . ?
C7 H7 0.9300 . ?
C9 C12 1.483(7) . ?
C9 C11 1.517(8) . ?
C9 C10 1.524(8) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.353(5) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.363(6) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.345(5) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C28 1.514(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C29 1.522(5) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C30 1.509(5) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C31 1.516(5) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C32 1.514(5) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C33 1.516(5) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 C29 1.396(5) . ?
C28 C33 1.405(5) . ?
C29 C30 1.396(5) . ?
C30 C31 1.403(5) . ?
C31 C32 1.386(5) . ?
C32 C33 1.405(5) . ?

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 N6 99.19(10) 3_645 3 ?
O3 Ni1 N4 91.77(10) 3_645 3_655 ?
N6 Ni1 N4 94.07(11) 3 3_655 ?
O3 Ni1 N1 85.22(10) 3_645 . ?
N6 Ni1 N1 90.03(12) 3 . ?
N4 Ni1 N1 175.26(11) 3_655 . ?
O3 Ni1 O1 174.24(9) 3_645 . ?
N6 Ni1 O1 85.81(10) 3 . ?
N4 Ni1 O1 90.72(10) 3_655 . ?
N1 Ni1 O1 91.95(10) . . ?
O3 Ni1 O1W 86.87(10) 3_645 . ?
N6 Ni1 O1W 173.76(11) 3 . ?
N4 Ni1 O1W 87.20(12) 3_655 . ?
N1 Ni1 O1W 88.98(12) . . ?
O1 Ni1 O1W 88.07(9) . . ?
C15 N1 C13 104.8(3) . . ?
C15 N1 Ni1 125.1(2) . . ?
C13 N1 Ni1 128.1(2) . . ?
C15 N2 C14 106.5(3) . . ?
C15 N2 C26 127.5(3) . . ?
C14 N2 C26 125.3(3) . . ?
C16 N3 C18 106.4(3) . . ?
C16 N3 C24 127.7(3) . . ?
C18 N3 C24 125.7(3) . . ?
C16 N4 C17 104.5(3) . . ?
C16 N4 Ni1 127.3(2) . 3_645 ?
C17 N4 Ni1 127.3(2) . 3_645 ?
C21 N5 C19 106.3(3) . . ?
C21 N5 C22 125.3(3) . . ?
C19 N5 C22 128.1(3) . . ?
C21 N6 C20 104.7(3) . . ?
C21 N6 Ni1 127.2(2) . 3_545 ?
C20 N6 Ni1 128.0(2) . 3_545 ?
C1 O1 Ni1 131.3(2) . . ?
C8 O3 Ni1 133.5(2) . 3_655 ?
Ni1 O1W H1WA 97(6) . . ?
Ni1 O1W H1WB 87(9) . . ?
H1WA O1W H1WB 134(10) . . ?
O2 C1 O1 125.0(3) . . ?
O2 C1 C2 116.9(3) . . ?
O1 C1 C2 118.1(3) . . ?
C7 C2 C3 119.4(3) . . ?
C7 C2 C1 120.9(3) . . ?
C3 C2 C1 119.7(3) . . ?
C2 C3 C4 122.1(3) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C5 C4 C3 116.7(3) . . ?
C5 C4 C9 120.6(3) . . ?
C3 C4 C9 122.7(3) . . ?
C4 C5 C6 122.4(3) . . ?
C4 C5 H5 118.8 . . ?
C6 C5 H5 118.8 . . ?
C7 C6 C5 119.0(3) . . ?
C7 C6 C8 122.7(3) . . ?
C5 C6 C8 118.2(3) . . ?
C6 C7 C2 120.2(3) . . ?
C6 C7 H7 119.9 . . ?
C2 C7 H7 119.9 . . ?
O4 C8 O3 126.6(3) . . ?
O4 C8 C6 118.8(3) . . ?
O3 C8 C6 114.5(3) . . ?
C12 C9 C11 109.5(5) . . ?
C12 C9 C4 114.2(3) . . ?
C11 C9 C4 108.8(3) . . ?
C12 C9 C10 107.5(5) . . ?
C11 C9 C10 108.8(4) . . ?
C4 C9 C10 107.9(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 N1 110.0(3) . . ?
C14 C13 H13 125.0 . . ?
N1 C13 H13 125.0 . . ?
C13 C14 N2 106.4(3) . . ?
C13 C14 H14 126.8 . . ?
N2 C14 H14 126.8 . . ?
N1 C15 N2 112.4(3) . . ?
N1 C15 H15 123.8 . . ?
N2 C15 H15 123.8 . . ?
N4 C16 N3 113.0(3) . . ?
N4 C16 H16 123.5 . . ?
N3 C16 H16 123.5 . . ?
C18 C17 N4 110.0(3) . . ?
C18 C17 H17 125.0 . . ?
N4 C17 H17 125.0 . . ?
C17 C18 N3 106.0(3) . . ?
C17 C18 H18 127.0 . . ?
N3 C18 H18 127.0 . . ?
C20 C19 N5 106.5(3) . . ?
C20 C19 H19 126.7 . . ?
N5 C19 H19 126.7 . . ?
C19 C20 N6 109.9(3) . . ?
C19 C20 H20 125.0 . . ?
N6 C20 H20 125.0 . . ?
N6 C21 N5 112.5(3) . . ?
N6 C21 H21 123.7 . . ?
N5 C21 H21 123.7 . . ?
N5 C22 C28 115.7(3) . . ?
N5 C22 H22A 108.4 . . ?
C28 C22 H22A 108.4 . . ?
N5 C22 H22B 108.4 . . ?
C28 C22 H22B 108.4 . . ?
H22A C22 H22B 107.4 . . ?
C29 C23 H23A 109.5 . . ?
C29 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C29 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N3 C24 C30 110.6(3) . . ?
N3 C24 H24A 109.5 . . ?
C30 C24 H24A 109.5 . . ?
N3 C24 H24B 109.5 . . ?
C30 C24 H24B 109.5 . . ?
H24A C24 H24B 108.1 . . ?
C31 C25 H25A 109.5 . . ?
C31 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C31 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N2 C26 C32 113.5(3) . . ?
N2 C26 H26A 108.9 . . ?
C32 C26 H26A 108.9 . . ?
N2 C26 H26B 108.9 . . ?
C32 C26 H26B 108.9 . . ?
H26A C26 H26B 107.7 . . ?
C33 C27 H27A 109.5 . . ?
C33 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C33 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 C33 120.9(3) . . ?
C29 C28 C22 117.8(3) . . ?
C33 C28 C22 121.0(3) . . ?
C28 C29 C30 119.2(3) . . ?
C28 C29 C23 120.4(3) . . ?
C30 C29 C23 120.4(3) . . ?
C29 C30 C31 120.5(3) . . ?
C29 C30 C24 119.0(3) . . ?
C31 C30 C24 120.4(3) . . ?
C32 C31 C30 119.7(3) . . ?
C32 C31 C25 119.3(3) . . ?
C30 C31 C25 120.9(3) . . ?
C31 C32 C33 120.7(3) . . ?
C31 C32 C26 118.2(3) . . ?
C33 C32 C26 121.1(3) . . ?
C32 C33 C28 118.8(3) . . ?
C32 C33 C27 120.5(3) . . ?
C28 C33 C27 120.6(3) . . ?

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
O3 Ni1 N1 C15 21.1(3) 3_645 . . . ?
N6 Ni1 N1 C15 -78.1(3) 3 . . . ?
N4 Ni1 N1 C15 71.8(13) 3_655 . . . ?
O1 Ni1 N1 C15 -163.9(3) . . . . ?
O1W Ni1 N1 C15 108.0(3) . . . . ?
O3 Ni1 N1 C13 -177.8(3) 3_645 . . . ?
N6 Ni1 N1 C13 83.0(3) 3 . . . ?
N4 Ni1 N1 C13 -127.1(12) 3_655 . . . ?
O1 Ni1 N1 C13 -2.8(3) . . . . ?
O1W Ni1 N1 C13 -90.9(3) . . . . ?
O3 Ni1 O1 C1 -19.2(12) 3_645 . . . ?
N6 Ni1 O1 C1 -169.5(3) 3 . . . ?
N4 Ni1 O1 C1 96.4(3) 3_655 . . . ?
N1 Ni1 O1 C1 -79.6(3) . . . . ?
O1W Ni1 O1 C1 9.3(3) . . . . ?
Ni1 O1 C1 O2 -6.2(7) . . . . ?
Ni1 O1 C1 C2 171.3(2) . . . . ?
O2 C1 C2 C7 179.0(4) . . . . ?
O1 C1 C2 C7 1.2(5) . . . . ?
O2 C1 C2 C3 -1.6(6) . . . . ?
O1 C1 C2 C3 -179.4(3) . . . . ?
C7 C2 C3 C4 0.8(5) . . . . ?
C1 C2 C3 C4 -178.6(3) . . . . ?
C2 C3 C4 C5 -2.6(5) . . . . ?
C2 C3 C4 C9 178.4(3) . . . . ?
C3 C4 C5 C6 1.6(5) . . . . ?
C9 C4 C5 C6 -179.4(3) . . . . ?
C4 C5 C6 C7 1.1(5) . . . . ?
C4 C5 C6 C8 -176.4(3) . . . . ?
C5 C6 C7 C2 -3.0(5) . . . . ?
C8 C6 C7 C2 174.5(3) . . . . ?
C3 C2 C7 C6 2.0(5) . . . . ?
C1 C2 C7 C6 -178.5(3) . . . . ?
Ni1 O3 C8 O4 -11.7(5) 3_655 . . . ?
Ni1 O3 C8 C6 168.3(2) 3_655 . . . ?
C7 C6 C8 O4 -165.5(3) . . . . ?
C5 C6 C8 O4 12.0(4) . . . . ?
C7 C6 C8 O3 14.6(4) . . . . ?
C5 C6 C8 O3 -168.0(3) . . . . ?
C5 C4 C9 C12 177.2(5) . . . . ?
C3 C4 C9 C12 -3.8(6) . . . . ?
C5 C4 C9 C11 54.6(5) . . . . ?
C3 C4 C9 C11 -126.5(4) . . . . ?
C5 C4 C9 C10 -63.3(5) . . . . ?
C3 C4 C9 C10 115.6(4) . . . . ?
C15 N1 C13 C14 0.5(4) . . . . ?
Ni1 N1 C13 C14 -163.6(3) . . . . ?
N1 C13 C14 N2 -0.4(5) . . . . ?
C15 N2 C14 C13 0.2(4) . . . . ?
C26 N2 C14 C13 170.8(3) . . . . ?
C13 N1 C15 N2 -0.3(4) . . . . ?
Ni1 N1 C15 N2 164.4(2) . . . . ?
C14 N2 C15 N1 0.1(4) . . . . ?
C26 N2 C15 N1 -170.2(3) . . . . ?
C17 N4 C16 N3 0.0(4) . . . . ?
Ni1 N4 C16 N3 -169.4(2) 3_645 . . . ?
C18 N3 C16 N4 -0.3(4) . . . . ?
C24 N3 C16 N4 175.3(3) . . . . ?
C16 N4 C17 C18 0.3(4) . . . . ?
Ni1 N4 C17 C18 169.8(3) 3_645 . . . ?
N4 C17 C18 N3 -0.5(5) . . . . ?
C16 N3 C18 C17 0.5(4) . . . . ?
C24 N3 C18 C17 -175.2(4) . . . . ?
C21 N5 C19 C20 0.1(4) . . . . ?
C22 N5 C19 C20 -173.7(4) . . . . ?
N5 C19 C20 N6 -0.6(5) . . . . ?
C21 N6 C20 C19 0.9(5) . . . . ?
Ni1 N6 C20 C19 177.1(3) 3_545 . . . ?
C20 N6 C21 N5 -0.8(4) . . . . ?
Ni1 N6 C21 N5 -177.1(2) 3_545 . . . ?
C19 N5 C21 N6 0.5(4) . . . . ?
C22 N5 C21 N6 174.5(3) . . . . ?
C21 N5 C22 C28 116.9(4) . . . . ?
C19 N5 C22 C28 -70.4(5) . . . . ?
C16 N3 C24 C30 -5.6(5) . . . . ?
C18 N3 C24 C30 169.2(3) . . . . ?
C15 N2 C26 C32 -52.1(5) . . . . ?
C14 N2 C26 C32 139.3(4) . . . . ?
N5 C22 C28 C29 -85.2(4) . . . . ?
N5 C22 C28 C33 100.8(4) . . . . ?
C33 C28 C29 C30 2.0(5) . . . . ?
C22 C28 C29 C30 -172.0(3) . . . . ?
C33 C28 C29 C23 -179.0(3) . . . . ?
C22 C28 C29 C23 7.0(5) . . . . ?
C28 C29 C30 C31 0.8(5) . . . . ?
C23 C29 C30 C31 -178.3(3) . . . . ?
C28 C29 C30 C24 177.1(3) . . . . ?
C23 C29 C30 C24 -1.9(5) . . . . ?
N3 C24 C30 C29 -72.9(4) . . . . ?
N3 C24 C30 C31 103.5(4) . . . . ?
C29 C30 C31 C32 -3.8(5) . . . . ?
C24 C30 C31 C32 179.9(3) . . . . ?
C29 C30 C31 C25 173.3(3) . . . . ?
C24 C30 C31 C25 -3.0(5) . . . . ?
C30 C31 C32 C33 4.1(5) . . . . ?
C25 C31 C32 C33 -173.0(3) . . . . ?
C30 C31 C32 C26 -174.7(3) . . . . ?
C25 C31 C32 C26 8.1(5) . . . . ?
N2 C26 C32 C31 -82.9(4) . . . . ?
N2 C26 C32 C33 98.3(4) . . . . ?
C31 C32 C33 C28 -1.4(5) . . . . ?
C26 C32 C33 C28 177.4(3) . . . . ?
C31 C32 C33 C27 177.3(3) . . . . ?
C26 C32 C33 C27 -3.8(5) . . . . ?
C29 C28 C33 C32 -1.6(5) . . . . ?
C22 C28 C33 C32 172.1(3) . . . . ?
C29 C28 C33 C27 179.6(3) . . . . ?
C22 C28 C33 C27 -6.6(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.701
_refine_diff_density_min         -0.510
_refine_diff_density_rms         0.064
####################################################################### 
# 
# 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_CEC5
_database_code_depnum_ccdc_archive 'CCDC 936718'
_audit_update_record             
;
2015-09-03 deposited with the CCDC.
2015-09-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H33 N6 Ni O4, H2 O'
_chemical_formula_sum            'C33 H35 N6 Ni O5'
_chemical_formula_weight         654.38

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           Triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_HALL  '-p 1'

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

_cell_length_a                   8.9712(9)
_cell_length_b                   10.0571(10)
_cell_length_c                   18.3348(19)
_cell_angle_alpha                74.5820(10)
_cell_angle_beta                 79.4070(10)
_cell_angle_gamma                83.0710(10)
_cell_volume                     1563.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1704
_cell_measurement_theta_min      0.00
_cell_measurement_theta_max      0.00

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             686
_exptl_absorpt_coefficient_mu    0.672
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8662
_exptl_absorpt_correction_T_max  0.9358
_exptl_absorpt_process_details   'SADABS(Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart Aepex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11104
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_av_sigmaI/netI    0.0757
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.14
_diffrn_reflns_theta_max         25.50
_reflns_number_total             5738
_reflns_number_gt                4055
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_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)+(0.0421P)²+0.2429P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5738
_refine_ls_number_parameters     409
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0785
_refine_ls_R_factor_gt           0.0509
_refine_ls_wR_factor_ref         0.1180
_refine_ls_wR_factor_gt          0.1029
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni -0.02165(5) 0.61546(4) 0.73282(2) 0.02771(14) Uani 1 1 d . . .
N1 N -0.2393(3) 0.6237(3) 0.71155(14) 0.0321(7) Uani 1 1 d . . .
N2 N -0.4532(3) 0.5857(3) 0.68141(15) 0.0366(7) Uani 1 1 d . . .
N3 N -0.0866(3) 0.5292(3) 0.84898(15) 0.0339(7) Uani 1 1 d . . .
N4 N -0.0824(4) 0.3867(3) 0.96325(16) 0.0468(8) Uani 1 1 d . . .
N5 N 0.0504(3) 0.6998(3) 0.61608(15) 0.0341(7) Uani 1 1 d . . .
N6 N 0.1479(3) 0.8332(3) 0.50584(16) 0.0440(8) Uani 1 1 d . . .
O1 O 0.0846(3) 1.4288(2) 0.72800(12) 0.0352(6) Uani 1 1 d . . .
O2 O -0.0554(3) 1.3310(2) 0.67114(15) 0.0505(7) Uani 1 1 d . . .
O3 O 0.1731(3) 0.7025(2) 0.76010(12) 0.0359(6) Uani 1 1 d . . .
O4 O -0.0482(3) 0.8188(2) 0.74790(13) 0.0368(6) Uani 1 1 d . . .
O1W O 0.3692(4) 0.5431(4) 0.85845(19) 0.1124(14) Uani 1 1 d D . .
C1 C 0.0444(4) 1.3263(3) 0.71025(18) 0.0319(8) Uani 1 1 d . . .
C2 C 0.1277(4) 1.1889(3) 0.74081(17) 0.0274(7) Uani 1 1 d . . .
C3 C 0.2532(4) 1.1783(3) 0.77627(18) 0.0316(8) Uani 1 1 d . . .
H3 H 0.2862 1.2589 0.7815 0.038 Uiso 1 1 calc R . .
C4 C 0.3329(4) 1.0530(4) 0.80462(18) 0.0319(8) Uani 1 1 d . . .
C5 C 0.2787(4) 0.9345(3) 0.79623(17) 0.0318(8) Uani 1 1 d . . .
H5 H 0.3298 0.8489 0.8133 0.038 Uiso 1 1 calc R . .
C6 C 0.1497(4) 0.9415(3) 0.76283(17) 0.0281(8) Uani 1 1 d . . .
C7 C 0.0753(4) 1.0684(3) 0.73440(17) 0.0292(8) Uani 1 1 d . . .
H7 H -0.0096 1.0731 0.7111 0.035 Uiso 1 1 calc R . .
C8 C 0.0880(4) 0.8128(3) 0.75742(18) 0.0298(8) Uani 1 1 d . . .
C9 C 0.4730(4) 1.0477(4) 0.8425(2) 0.0419(9) Uani 1 1 d . . .
C10 C 0.6038(5) 1.1065(5) 0.7802(3) 0.0784(15) Uani 1 1 d . . .
H10A H 0.6925 1.1042 0.8030 0.118 Uiso 1 1 calc R . .
H10B H 0.5750 1.2004 0.7552 0.118 Uiso 1 1 calc R . .
H10C H 0.6258 1.0520 0.7433 0.118 Uiso 1 1 calc R . .
C11 C 0.4382(5) 1.1362(5) 0.9008(3) 0.0784(16) Uani 1 1 d . . .
H11A H 0.3468 1.1090 0.9355 0.118 Uiso 1 1 calc R . .
H11B H 0.4248 1.2319 0.8744 0.118 Uiso 1 1 calc R . .
H11C H 0.5212 1.1231 0.9290 0.118 Uiso 1 1 calc R . .
C12 C 0.5235(5) 0.9015(5) 0.8834(3) 0.0704(14) Uani 1 1 d . . .
H12A H 0.5500 0.8458 0.8471 0.106 Uiso 1 1 calc R . .
H12B H 0.4420 0.8628 0.9222 0.106 Uiso 1 1 calc R . .
H12C H 0.6103 0.9036 0.9068 0.106 Uiso 1 1 calc R . .
C13 C -0.3191(4) 0.5298(4) 0.70168(19) 0.0379(9) Uani 1 1 d . . .
H13 H -0.2865 0.4366 0.7080 0.045 Uiso 1 1 calc R . .
C14 C -0.3296(4) 0.7457(4) 0.69631(19) 0.0376(9) Uani 1 1 d . . .
H14 H -0.3037 0.8311 0.6986 0.045 Uiso 1 1 calc R . .
C15 C -0.4605(4) 0.7228(4) 0.6776(2) 0.0420(9) Uani 1 1 d . . .
H15 H -0.5403 0.7879 0.6647 0.050 Uiso 1 1 calc R . .
C16 C -0.5619(4) 0.5136(4) 0.6593(2) 0.0466(10) Uani 1 1 d . . .
H16A H -0.6625 0.5593 0.6688 0.056 Uiso 1 1 calc R . .
H16B H -0.5636 0.4199 0.6915 0.056 Uiso 1 1 calc R . .
C17 C -0.5280(4) 0.5077(4) 0.5765(2) 0.0373(9) Uani 1 1 d . . .
C18 C -0.3905(4) 0.5418(5) 0.5297(2) 0.0606(13) Uani 1 1 d . . .
H18 H -0.3154 0.5715 0.5493 0.073 Uiso 1 1 calc R . .
C19 C -0.3641(4) 0.5321(4) 0.4549(2) 0.0515(11) Uani 1 1 d . . .
H19 H -0.2702 0.5532 0.4251 0.062 Uiso 1 1 calc R . .
C20 C -0.0046(4) 0.4359(4) 0.89314(19) 0.0421(9) Uani 1 1 d . . .
H20 H 0.0959 0.4072 0.8776 0.051 Uiso 1 1 calc R . .
C21 C -0.2235(5) 0.5407(4) 0.8947(2) 0.0546(11) Uani 1 1 d . . .
H21 H -0.3059 0.6007 0.8797 0.066 Uiso 1 1 calc R . .
C22 C -0.2229(5) 0.4538(5) 0.9640(2) 0.0607(12) Uani 1 1 d . . .
H22 H -0.3032 0.4417 1.0047 0.073 Uiso 1 1 calc R . .
C23 C -0.0272(6) 0.2764(4) 1.0246(2) 0.0636(13) Uani 1 1 d . . .
H23A H -0.0959 0.2756 1.0722 0.076 Uiso 1 1 calc R . .
H23B H 0.0719 0.2967 1.0310 0.076 Uiso 1 1 calc R . .
C24 C 0.0580(5) 0.0278(4) 1.0582(2) 0.0467(10) Uani 1 1 d . . .
H24 H 0.0980 0.0454 1.0978 0.056 Uiso 1 1 calc R . .
C25 C -0.0143(4) 0.1345(4) 1.00984(19) 0.0416(9) Uani 1 1 d . . .
C26 C -0.0718(5) 0.1041(4) 0.9513(2) 0.0508(11) Uani 1 1 d . . .
H26 H -0.1208 0.1746 0.9178 0.061 Uiso 1 1 calc R . .
C27 C 0.1312(4) 0.8062(4) 0.58230(19) 0.0413(9) Uani 1 1 d . . .
H27 H 0.1720 0.8569 0.6085 0.050 Uiso 1 1 calc R . .
C28 C 0.0139(4) 0.6579(4) 0.5566(2) 0.0431(10) Uani 1 1 d . . .
H28 H -0.0433 0.5836 0.5623 0.052 Uiso 1 1 calc R . .
C29 C 0.0723(4) 0.7390(4) 0.4893(2) 0.0476(10) Uani 1 1 d . . .
H29 H 0.0628 0.7319 0.4409 0.057 Uiso 1 1 calc R . .
C30 C 0.2267(5) 0.9495(4) 0.4510(2) 0.0605(12) Uani 1 1 d . . .
H30A H 0.1580 1.0324 0.4457 0.073 Uiso 1 1 calc R . .
H30B H 0.2532 0.9289 0.4012 0.073 Uiso 1 1 calc R . .
C31 C 0.5057(5) 0.9042(5) 0.4586(2) 0.0599(12) Uani 1 1 d . . .
H31 H 0.5107 0.8387 0.4305 0.072 Uiso 1 1 calc R . .
C32 C 0.3693(5) 0.9763(4) 0.4760(2) 0.0498(11) Uani 1 1 d . . .
C33 C 0.3651(5) 1.0720(4) 0.5178(2) 0.0592(12) Uani 1 1 d . . .
H33 H 0.2737 1.1214 0.5304 0.071 Uiso 1 1 calc R . .
H1WA H 0.3237 0.6026 0.8240 0.071 Uiso 1 1 d RD . .
H1WB H 0.3978 0.4780 0.8348 0.071 Uiso 1 1 d RD . .


_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 2.016(2) 1_545 ?
Ni1 N1 2.048(3) . ?
Ni1 N3 2.076(3) . ?
Ni1 N5 2.092(3) . ?
Ni1 O4 2.115(2) . ?
Ni1 O3 2.234(2) . ?
N1 C13 1.319(4) . ?
N1 C14 1.379(4) . ?
N2 C13 1.338(4) . ?
N2 C15 1.355(4) . ?
N2 C16 1.455(4) . ?
N3 C20 1.314(4) . ?
N3 C21 1.365(5) . ?
N4 C20 1.341(4) . ?
N4 C22 1.356(5) . ?
N4 C23 1.466(5) . ?
N5 C27 1.313(4) . ?
N5 C28 1.371(4) . ?
N6 C27 1.339(4) . ?
N6 C29 1.354(5) . ?
N6 C30 1.480(5) . ?
O1 C1 1.269(4) . ?
O1 Ni1 2.016(2) 1_565 ?
O2 C1 1.236(4) . ?
O3 C8 1.263(4) . ?
O4 C8 1.257(4) . ?
O1W H1WA 0.8704 . ?
O1W H1WB 0.8671 . ?
C1 C2 1.508(4) . ?
C2 C3 1.380(4) . ?
C2 C7 1.393(4) . ?
C3 C4 1.393(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.395(4) . ?
C4 C9 1.534(5) . ?
C5 C6 1.392(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.383(4) . ?
C6 C8 1.502(4) . ?
C7 H7 0.9300 . ?
C9 C12 1.519(5) . ?
C9 C11 1.532(5) . ?
C9 C10 1.532(5) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13 0.9300 . ?
C14 C15 1.344(5) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C17 1.508(5) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C19 1.360(5) 2_466 ?
C17 C18 1.389(5) . ?
C18 C19 1.376(5) . ?
C18 H18 0.9300 . ?
C19 C17 1.360(5) 2_466 ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.339(5) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C25 1.508(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C26 1.372(5) 2_557 ?
C24 C25 1.377(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.390(5) . ?
C26 C24 1.372(5) 2_557 ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 C29 1.338(5) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C30 C32 1.511(5) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C32 1.375(6) . ?
C31 C33 1.376(6) 2_676 ?
C31 H31 0.9300 . ?
C32 C33 1.375(6) . ?
C33 C31 1.376(6) 2_676 ?
C33 H33 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 N1 109.44(10) 1_545 . ?
O1 Ni1 N3 86.48(10) 1_545 . ?
N1 Ni1 N3 92.05(11) . . ?
O1 Ni1 N5 92.35(10) 1_545 . ?
N1 Ni1 N5 89.52(10) . . ?
N3 Ni1 N5 178.28(12) . . ?
O1 Ni1 O4 157.30(9) 1_545 . ?
N1 Ni1 O4 93.26(10) . . ?
N3 Ni1 O4 92.53(10) . . ?
N5 Ni1 O4 88.07(10) . . ?
O1 Ni1 O3 96.73(9) 1_545 . ?
N1 Ni1 O3 153.84(10) . . ?
N3 Ni1 O3 89.33(10) . . ?
N5 Ni1 O3 89.56(9) . . ?
O4 Ni1 O3 60.57(8) . . ?
C13 N1 C14 104.9(3) . . ?
C13 N1 Ni1 132.3(3) . . ?
C14 N1 Ni1 122.6(2) . . ?
C13 N2 C15 107.7(3) . . ?
C13 N2 C16 125.2(3) . . ?
C15 N2 C16 126.8(3) . . ?
C20 N3 C21 104.1(3) . . ?
C20 N3 Ni1 125.5(2) . . ?
C21 N3 Ni1 130.0(3) . . ?
C20 N4 C22 106.3(3) . . ?
C20 N4 C23 126.1(4) . . ?
C22 N4 C23 127.5(4) . . ?
C27 N5 C28 104.2(3) . . ?
C27 N5 Ni1 129.6(2) . . ?
C28 N5 Ni1 126.1(2) . . ?
C27 N6 C29 106.8(3) . . ?
C27 N6 C30 125.8(3) . . ?
C29 N6 C30 127.3(3) . . ?
C1 O1 Ni1 132.2(2) . 1_565 ?
C8 O3 Ni1 86.27(19) . . ?
C8 O4 Ni1 91.77(19) . . ?
H1WA O1W H1WB 99.8 . . ?
O2 C1 O1 125.5(3) . . ?
O2 C1 C2 119.0(3) . . ?
O1 C1 C2 115.5(3) . . ?
C3 C2 C7 118.7(3) . . ?
C3 C2 C1 122.1(3) . . ?
C7 C2 C1 119.2(3) . . ?
C2 C3 C4 123.4(3) . . ?
C2 C3 H3 118.3 . . ?
C4 C3 H3 118.3 . . ?
C3 C4 C5 116.4(3) . . ?
C3 C4 C9 121.1(3) . . ?
C5 C4 C9 122.5(3) . . ?
C6 C5 C4 121.5(3) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C7 C6 C5 120.2(3) . . ?
C7 C6 C8 118.8(3) . . ?
C5 C6 C8 121.0(3) . . ?
C6 C7 C2 119.8(3) . . ?
C6 C7 H7 120.1 . . ?
C2 C7 H7 120.1 . . ?
O4 C8 O3 121.2(3) . . ?
O4 C8 C6 118.5(3) . . ?
O3 C8 C6 120.3(3) . . ?
C12 C9 C11 108.5(4) . . ?
C12 C9 C10 108.5(4) . . ?
C11 C9 C10 109.0(4) . . ?
C12 C9 C4 112.5(3) . . ?
C11 C9 C4 109.8(3) . . ?
C10 C9 C4 108.4(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 N2 111.3(3) . . ?
N1 C13 H13 124.4 . . ?
N2 C13 H13 124.4 . . ?
C15 C14 N1 109.9(3) . . ?
C15 C14 H14 125.1 . . ?
N1 C14 H14 125.1 . . ?
C14 C15 N2 106.3(3) . . ?
C14 C15 H15 126.8 . . ?
N2 C15 H15 126.8 . . ?
N2 C16 C17 114.0(3) . . ?
N2 C16 H16A 108.8 . . ?
C17 C16 H16A 108.8 . . ?
N2 C16 H16B 108.8 . . ?
C17 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
C19 C17 C18 117.7(3) 2_466 . ?
C19 C17 C16 119.3(3) 2_466 . ?
C18 C17 C16 123.1(3) . . ?
C19 C18 C17 120.8(3) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C17 C19 C18 121.5(4) 2_466 . ?
C17 C19 H19 119.2 2_466 . ?
C18 C19 H19 119.2 . . ?
N3 C20 N4 112.3(3) . . ?
N3 C20 H20 123.8 . . ?
N4 C20 H20 123.8 . . ?
C22 C21 N3 110.7(4) . . ?
C22 C21 H21 124.7 . . ?
N3 C21 H21 124.7 . . ?
C21 C22 N4 106.5(4) . . ?
C21 C22 H22 126.8 . . ?
N4 C22 H22 126.8 . . ?
N4 C23 C25 113.7(3) . . ?
N4 C23 H23A 108.8 . . ?
C25 C23 H23A 108.8 . . ?
N4 C23 H23B 108.8 . . ?
C25 C23 H23B 108.8 . . ?
H23A C23 H23B 107.7 . . ?
C26 C24 C25 120.7(3) 2_557 . ?
C26 C24 H24 119.6 2_557 . ?
C25 C24 H24 119.6 . . ?
C24 C25 C26 117.9(3) . . ?
C24 C25 C23 117.7(3) . . ?
C26 C25 C23 124.4(3) . . ?
C24 C26 C25 121.4(4) 2_557 . ?
C24 C26 H26 119.3 2_557 . ?
C25 C26 H26 119.3 . . ?
N5 C27 N6 112.2(3) . . ?
N5 C27 H27 123.9 . . ?
N6 C27 H27 123.9 . . ?
C29 C28 N5 110.5(3) . . ?
C29 C28 H28 124.8 . . ?
N5 C28 H28 124.8 . . ?
C28 C29 N6 106.4(3) . . ?
C28 C29 H29 126.8 . . ?
N6 C29 H29 126.8 . . ?
N6 C30 C32 112.5(3) . . ?
N6 C30 H30A 109.1 . . ?
C32 C30 H30A 109.1 . . ?
N6 C30 H30B 109.1 . . ?
C32 C30 H30B 109.1 . . ?
H30A C30 H30B 107.8 . . ?
C32 C31 C33 120.7(4) . 2_676 ?
C32 C31 H31 119.7 . . ?
C33 C31 H31 119.7 2_676 . ?
C33 C32 C31 118.4(4) . . ?
C33 C32 C30 120.7(4) . . ?
C31 C32 C30 120.9(4) . . ?
C32 C33 C31 120.9(4) . 2_676 ?
C32 C33 H33 119.5 . . ?
C31 C33 H33 119.5 2_676 . ?

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
O1 Ni1 N1 C13 5.6(3) 1_545 . . . ?
N3 Ni1 N1 C13 -81.3(3) . . . . ?
N5 Ni1 N1 C13 98.0(3) . . . . ?
O4 Ni1 N1 C13 -174.0(3) . . . . ?
O3 Ni1 N1 C13 -174.0(2) . . . . ?
O1 Ni1 N1 C14 -167.1(2) 1_545 . . . ?
N3 Ni1 N1 C14 105.9(2) . . . . ?
N5 Ni1 N1 C14 -74.8(2) . . . . ?
O4 Ni1 N1 C14 13.3(2) . . . . ?
O3 Ni1 N1 C14 13.3(4) . . . . ?
O1 Ni1 N3 C20 34.7(3) 1_545 . . . ?
N1 Ni1 N3 C20 144.1(3) . . . . ?
N5 Ni1 N3 C20 -12(4) . . . . ?
O4 Ni1 N3 C20 -122.6(3) . . . . ?
O3 Ni1 N3 C20 -62.1(3) . . . . ?
O1 Ni1 N3 C21 -136.8(3) 1_545 . . . ?
N1 Ni1 N3 C21 -27.4(3) . . . . ?
N5 Ni1 N3 C21 176(62) . . . . ?
O4 Ni1 N3 C21 65.9(3) . . . . ?
O3 Ni1 N3 C21 126.5(3) . . . . ?
O1 Ni1 N5 C27 -121.7(3) 1_545 . . . ?
N1 Ni1 N5 C27 128.8(3) . . . . ?
N3 Ni1 N5 C27 -75(4) . . . . ?
O4 Ni1 N5 C27 35.5(3) . . . . ?
O3 Ni1 N5 C27 -25.0(3) . . . . ?
O1 Ni1 N5 C28 62.4(3) 1_545 . . . ?
N1 Ni1 N5 C28 -47.1(3) . . . . ?
N3 Ni1 N5 C28 109(4) . . . . ?
O4 Ni1 N5 C28 -140.3(3) . . . . ?
O3 Ni1 N5 C28 159.1(3) . . . . ?
O1 Ni1 O3 C8 177.65(18) 1_545 . . . ?
N1 Ni1 O3 C8 -2.7(3) . . . . ?
N3 Ni1 O3 C8 -95.97(19) . . . . ?
N5 Ni1 O3 C8 85.34(19) . . . . ?
O4 Ni1 O3 C8 -2.69(18) . . . . ?
O1 Ni1 O4 C8 3.6(3) 1_545 . . . ?
N1 Ni1 O4 C8 -177.30(19) . . . . ?
N3 Ni1 O4 C8 90.5(2) . . . . ?
N5 Ni1 O4 C8 -87.9(2) . . . . ?
O3 Ni1 O4 C8 2.69(18) . . . . ?
Ni1 O1 C1 O2 21.5(5) 1_565 . . . ?
Ni1 O1 C1 C2 -158.2(2) 1_565 . . . ?
O2 C1 C2 C3 171.4(3) . . . . ?
O1 C1 C2 C3 -8.8(5) . . . . ?
O2 C1 C2 C7 -9.7(5) . . . . ?
O1 C1 C2 C7 170.0(3) . . . . ?
C7 C2 C3 C4 1.5(5) . . . . ?
C1 C2 C3 C4 -179.6(3) . . . . ?
C2 C3 C4 C5 -0.6(5) . . . . ?
C2 C3 C4 C9 179.1(3) . . . . ?
C3 C4 C5 C6 -1.4(5) . . . . ?
C9 C4 C5 C6 178.9(3) . . . . ?
C4 C5 C6 C7 2.4(5) . . . . ?
C4 C5 C6 C8 -177.1(3) . . . . ?
C5 C6 C7 C2 -1.4(5) . . . . ?
C8 C6 C7 C2 178.1(3) . . . . ?
C3 C2 C7 C6 -0.5(5) . . . . ?
C1 C2 C7 C6 -179.4(3) . . . . ?
Ni1 O4 C8 O3 -4.9(3) . . . . ?
Ni1 O4 C8 C6 173.0(2) . . . . ?
Ni1 O3 C8 O4 4.6(3) . . . . ?
Ni1 O3 C8 C6 -173.2(3) . . . . ?
C7 C6 C8 O4 -19.7(4) . . . . ?
C5 C6 C8 O4 159.8(3) . . . . ?
C7 C6 C8 O3 158.2(3) . . . . ?
C5 C6 C8 O3 -22.3(5) . . . . ?
C3 C4 C9 C12 168.4(3) . . . . ?
C5 C4 C9 C12 -11.9(5) . . . . ?
C3 C4 C9 C11 47.4(5) . . . . ?
C5 C4 C9 C11 -132.9(4) . . . . ?
C3 C4 C9 C10 -71.5(4) . . . . ?
C5 C4 C9 C10 108.2(4) . . . . ?
C14 N1 C13 N2 -0.1(4) . . . . ?
Ni1 N1 C13 N2 -173.7(2) . . . . ?
C15 N2 C13 N1 0.3(4) . . . . ?
C16 N2 C13 N1 174.0(3) . . . . ?
C13 N1 C14 C15 -0.1(4) . . . . ?
Ni1 N1 C14 C15 174.3(2) . . . . ?
N1 C14 C15 N2 0.3(4) . . . . ?
C13 N2 C15 C14 -0.3(4) . . . . ?
C16 N2 C15 C14 -173.9(3) . . . . ?
C13 N2 C16 C17 -82.9(4) . . . . ?
C15 N2 C16 C17 89.6(4) . . . . ?
N2 C16 C17 C19 -167.1(4) . . . 2_466 ?
N2 C16 C17 C18 12.6(5) . . . . ?
C19 C17 C18 C19 -1.6(7) 2_466 . . . ?
C16 C17 C18 C19 178.8(4) . . . . ?
C17 C18 C19 C17 1.6(7) . . . 2_466 ?
C21 N3 C20 N4 1.0(4) . . . . ?
Ni1 N3 C20 N4 -172.3(2) . . . . ?
C22 N4 C20 N3 -0.4(4) . . . . ?
C23 N4 C20 N3 176.3(3) . . . . ?
C20 N3 C21 C22 -1.1(5) . . . . ?
Ni1 N3 C21 C22 171.7(3) . . . . ?
N3 C21 C22 N4 0.9(5) . . . . ?
C20 N4 C22 C21 -0.3(5) . . . . ?
C23 N4 C22 C21 -177.0(4) . . . . ?
C20 N4 C23 C25 -71.4(5) . . . . ?
C22 N4 C23 C25 104.7(5) . . . . ?
C26 C24 C25 C26 -0.2(6) 2_557 . . . ?
C26 C24 C25 C23 179.1(4) 2_557 . . . ?
N4 C23 C25 C24 170.3(4) . . . . ?
N4 C23 C25 C26 -10.4(6) . . . . ?
C24 C25 C26 C24 0.2(6) . . . 2_557 ?
C23 C25 C26 C24 -179.0(4) . . . 2_557 ?
C28 N5 C27 N6 -0.2(4) . . . . ?
Ni1 N5 C27 N6 -176.8(2) . . . . ?
C29 N6 C27 N5 0.4(4) . . . . ?
C30 N6 C27 N5 177.2(3) . . . . ?
C27 N5 C28 C29 -0.1(4) . . . . ?
Ni1 N5 C28 C29 176.6(3) . . . . ?
N5 C28 C29 N6 0.4(4) . . . . ?
C27 N6 C29 C28 -0.5(4) . . . . ?
C30 N6 C29 C28 -177.2(4) . . . . ?
C27 N6 C30 C32 39.5(6) . . . . ?
C29 N6 C30 C32 -144.3(4) . . . . ?
C33 C31 C32 C33 -0.3(7) 2_676 . . . ?
C33 C31 C32 C30 -179.3(4) 2_676 . . . ?
N6 C30 C32 C33 -93.4(5) . . . . ?
N6 C30 C32 C31 85.7(5) . . . . ?
C31 C32 C33 C31 0.3(7) . . . 2_676 ?
C30 C32 C33 C31 179.3(4) . . . 2_676 ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.382
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.068
####################################################################### 
# 
# 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_CEC6
_database_code_depnum_ccdc_archive 'CCDC 936719'
_audit_update_record             
;
2015-09-03 deposited with the CCDC.
2015-09-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H28 N4 Ni O5, H2 O'
_chemical_formula_sum            'C26 H30 N4 Ni O6'
_chemical_formula_weight         553.25

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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   9.0020(5)
_cell_length_b                   10.2280(6)
_cell_length_c                   14.9680(9)
_cell_angle_alpha                78.7850(10)
_cell_angle_beta                 84.2210(10)
_cell_angle_gamma                78.2830(10)
_cell_volume                     1320.97(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9977
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      28.33

_exptl_crystal_description       pillar
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             580
_exptl_absorpt_coefficient_mu    0.781
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8852
_exptl_absorpt_correction_T_max  0.9401
_exptl_absorpt_process_details   'SADABS(Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart Aepex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16100
_diffrn_reflns_av_R_equivalents  0.1024
_diffrn_reflns_av_sigmaI/netI    0.0620
_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       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.07
_diffrn_reflns_theta_max         25.10
_reflns_number_total             4680
_reflns_number_gt                4227
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_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)+(0.0954P)²+0.8518P] 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         4680
_refine_ls_number_parameters     345
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0528
_refine_ls_R_factor_gt           0.0420
_refine_ls_wR_factor_ref         0.1450
_refine_ls_wR_factor_gt          0.1131
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.61496(3) -0.18020(3) 0.63711(2) 0.02396(16) Uani 1 1 d . . .
N1 N -0.1537(3) 0.7702(2) 0.60622(17) 0.0318(5) Uani 1 1 d . . .
N2 N 0.0778(3) 0.6519(3) 0.59653(19) 0.0380(6) Uani 1 1 d . . .
N3 N 0.3851(3) -0.1343(2) 0.67295(16) 0.0311(5) Uani 1 1 d . . .
N4 N 0.1569(3) -0.0217(3) 0.70080(18) 0.0380(6) Uani 1 1 d . . .
O1 O 0.6528(2) -0.08901(18) 0.74770(13) 0.0338(4) Uani 1 1 d . . .
O2 O 0.6228(2) 0.03545(17) 0.61141(12) 0.0274(4) Uani 1 1 d . . .
O3 O 0.5989(3) 0.5356(2) 0.57826(14) 0.0469(6) Uani 1 1 d . . .
O4 O 0.6184(2) 0.62365(17) 0.70008(13) 0.0298(4) Uani 1 1 d . . .
O1W O 0.5807(2) -0.20825(19) 0.50745(13) 0.0319(4) Uani 1 1 d D . .
H1WA H 0.579(5) -0.290(2) 0.517(3) 0.071(14) Uiso 1 1 d D . .
H1WB H 0.514(3) -0.164(3) 0.4731(19) 0.031(8) Uiso 1 1 d D . .
O2W O 0.8621(6) 0.7392(10) 0.8705(4) 0.228(5) Uani 1 1 d . . .
H2WB H 0.7769 0.7893 0.8369 0.274 Uiso 1 1 d R . .
H2WA H 0.8665 0.6450 0.8695 0.274 Uiso 1 1 d R . .
C1 C 0.6367(3) 0.0253(2) 0.69644(18) 0.0263(5) Uani 1 1 d . . .
C2 C 0.6352(3) 0.1488(2) 0.73634(18) 0.0264(5) Uani 1 1 d . . .
C3 C 0.6239(3) 0.2761(2) 0.68133(18) 0.0263(5) Uani 1 1 d . . .
H3 H 0.6154 0.2861 0.6189 0.032 Uiso 1 1 calc R . .
C4 C 0.6255(3) 0.3879(2) 0.72031(18) 0.0257(5) Uani 1 1 d . . .
C5 C 0.6375(3) 0.3724(3) 0.81333(19) 0.0315(6) Uani 1 1 d . . .
H5 H 0.6378 0.4485 0.8387 0.038 Uiso 1 1 calc R . .
C6 C 0.6494(3) 0.2447(3) 0.87052(19) 0.0331(6) Uani 1 1 d . . .
C7 C 0.6464(3) 0.1349(3) 0.82965(19) 0.0313(6) Uani 1 1 d . . .
H7 H 0.6522 0.0494 0.8658 0.038 Uiso 1 1 calc R . .
C8 C 0.6127(3) 0.5268(3) 0.66067(18) 0.0277(6) Uani 1 1 d . . .
C9 C 0.6583(4) 0.2306(3) 0.9738(2) 0.0453(8) Uani 1 1 d . . .
C10 C 0.4979(7) 0.2640(8) 1.0161(3) 0.107(2) Uani 1 1 d . . .
H10A H 0.4381 0.2034 1.0024 0.161 Uiso 1 1 calc R . .
H10B H 0.4532 0.3558 0.9915 0.161 Uiso 1 1 calc R . .
H10C H 0.5009 0.2538 1.0810 0.161 Uiso 1 1 calc R . .
C11 C 0.7520(7) 0.3259(5) 0.9960(3) 0.0833(16) Uani 1 1 d . . .
H11A H 0.7764 0.3000 1.0588 0.125 Uiso 1 1 calc R . .
H11B H 0.6950 0.4171 0.9859 0.125 Uiso 1 1 calc R . .
H11C H 0.8442 0.3213 0.9575 0.125 Uiso 1 1 calc R . .
C12 C 0.7275(10) 0.0885(5) 1.0166(3) 0.125(3) Uani 1 1 d . . .
H12A H 0.8309 0.0670 0.9929 0.187 Uiso 1 1 calc R . .
H12B H 0.6707 0.0259 1.0026 0.187 Uiso 1 1 calc R . .
H12C H 0.7250 0.0820 1.0815 0.187 Uiso 1 1 calc R . .
C13 C 0.2901(3) -0.0180(3) 0.6536(2) 0.0425(7) Uani 1 1 d . . .
H13 H 0.3129 0.0569 0.6123 0.051 Uiso 1 1 calc R . .
C14 C 0.3069(4) -0.2159(3) 0.7359(2) 0.0387(7) Uani 1 1 d . . .
H14 H 0.3453 -0.3048 0.7626 0.046 Uiso 1 1 calc R . .
C15 C 0.1665(4) -0.1477(3) 0.7531(2) 0.0410(7) Uani 1 1 d . . .
H15 H 0.0906 -0.1800 0.7929 0.049 Uiso 1 1 calc R . .
C16 C -0.0661(3) 0.6531(3) 0.6313(2) 0.0400(7) Uani 1 1 d . . .
H16 H -0.0990 0.5793 0.6688 0.048 Uiso 1 1 calc R . .
C17 C -0.0614(4) 0.8499(3) 0.5545(2) 0.0420(7) Uani 1 1 d . . .
H17 H -0.0921 0.9403 0.5279 0.050 Uiso 1 1 calc R . .
C18 C 0.0820(4) 0.7780(3) 0.5476(2) 0.0463(8) Uani 1 1 d . . .
H18 H 0.1662 0.8086 0.5158 0.056 Uiso 1 1 calc R . .
C19 C 0.0294(4) 0.0942(4) 0.7017(3) 0.0506(8) Uani 1 1 d . . .
H19A H -0.0508 0.0673 0.7455 0.061 Uiso 1 1 calc R . .
H19B H -0.0114 0.1207 0.6419 0.061 Uiso 1 1 calc R . .
C20 C 0.0805(3) 0.2137(3) 0.7269(3) 0.0456(8) Uani 1 1 d . . .
C21 C 0.1028(5) 0.2155(4) 0.8159(3) 0.0664(11) Uani 1 1 d . . .
H21 H 0.0810 0.1448 0.8614 0.080 Uiso 1 1 calc R . .
C22 C 0.1567(7) 0.3196(5) 0.8391(3) 0.0827(14) Uani 1 1 d . . .
H22 H 0.1684 0.3207 0.9000 0.099 Uiso 1 1 calc R . .
C23 C 0.1934(6) 0.4225(4) 0.7717(3) 0.0730(12) Uani 1 1 d . . .
H23 H 0.2325 0.4919 0.7873 0.088 Uiso 1 1 calc R . .
C24 C 0.1730(4) 0.4238(3) 0.6820(3) 0.0489(8) Uani 1 1 d . . .
C25 C 0.1168(3) 0.3177(3) 0.6592(3) 0.0453(7) Uani 1 1 d . . .
H25 H 0.1037 0.3169 0.5984 0.054 Uiso 1 1 calc R . .
C26 C 0.2081(4) 0.5383(4) 0.6083(3) 0.0630(11) Uani 1 1 d . . .
H26A H 0.2949 0.5702 0.6238 0.076 Uiso 1 1 calc R . .
H26B H 0.2348 0.5053 0.5512 0.076 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 O4 2.0395(18) 1_545 ?
Ni1 N3 2.066(2) . ?
Ni1 N1 2.068(2) 1_645 ?
Ni1 O1W 2.0778(19) . ?
Ni1 O1 2.1374(19) . ?
Ni1 O2 2.1784(17) . ?
N1 C16 1.304(4) . ?
N1 C17 1.362(4) . ?
N1 Ni1 2.068(2) 1_465 ?
N2 C16 1.345(4) . ?
N2 C18 1.359(4) . ?
N2 C26 1.472(4) . ?
N3 C13 1.317(4) . ?
N3 C14 1.371(4) . ?
N4 C13 1.333(4) . ?
N4 C15 1.363(4) . ?
N4 C19 1.474(4) . ?
O1 C1 1.257(3) . ?
O2 C1 1.273(3) . ?
O3 C8 1.236(3) . ?
O4 C8 1.260(3) . ?
O4 Ni1 2.0395(18) 1_565 ?
O1W H1WA 0.823(19) . ?
O1W H1WB 0.833(18) . ?
O2W H2WB 0.9600 . ?
O2W H2WA 0.9599 . ?
C1 C2 1.496(3) . ?
C2 C7 1.388(4) . ?
C2 C3 1.389(4) . ?
C3 C4 1.385(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.383(4) . ?
C4 C8 1.513(3) . ?
C5 C6 1.406(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.385(4) . ?
C6 C9 1.533(4) . ?
C7 H7 0.9300 . ?
C9 C12 1.503(5) . ?
C9 C11 1.514(5) . ?
C9 C10 1.517(7) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13 0.9300 . ?
C14 C15 1.340(5) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.354(5) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.513(5) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.372(6) . ?
C20 C25 1.386(5) . ?
C21 C22 1.370(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.377(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.371(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.398(5) . ?
C24 C26 1.505(5) . ?
C25 H25 0.9300 . ?
C26 H26A 0.9700 . ?
C26 H26B 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
O4 Ni1 N3 89.61(8) 1_545 . ?
O4 Ni1 N1 88.94(9) 1_545 1_645 ?
N3 Ni1 N1 177.86(8) . 1_645 ?
O4 Ni1 O1W 96.36(8) 1_545 . ?
N3 Ni1 O1W 93.54(9) . . ?
N1 Ni1 O1W 88.19(9) 1_645 . ?
O4 Ni1 O1 101.52(7) 1_545 . ?
N3 Ni1 O1 87.63(9) . . ?
N1 Ni1 O1 91.12(9) 1_645 . ?
O1W Ni1 O1 162.08(8) . . ?
O4 Ni1 O2 162.64(8) 1_545 . ?
N3 Ni1 O2 89.48(8) . . ?
N1 Ni1 O2 91.43(8) 1_645 . ?
O1W Ni1 O2 101.00(7) . . ?
O1 Ni1 O2 61.12(7) . . ?
C16 N1 C17 105.4(2) . . ?
C16 N1 Ni1 126.5(2) . 1_465 ?
C17 N1 Ni1 128.1(2) . 1_465 ?
C16 N2 C18 106.8(3) . . ?
C16 N2 C26 127.7(3) . . ?
C18 N2 C26 125.5(3) . . ?
C13 N3 C14 105.6(2) . . ?
C13 N3 Ni1 128.75(19) . . ?
C14 N3 Ni1 124.9(2) . . ?
C13 N4 C15 107.3(3) . . ?
C13 N4 C19 125.5(3) . . ?
C15 N4 C19 127.0(3) . . ?
C1 O1 Ni1 90.23(16) . . ?
C1 O2 Ni1 87.97(14) . . ?
C8 O4 Ni1 125.37(17) . 1_565 ?
Ni1 O1W H1WA 101(3) . . ?
Ni1 O1W H1WB 127(2) . . ?
H1WA O1W H1WB 112(4) . . ?
H2WB O2W H2WA 107.0 . . ?
O1 C1 O2 120.3(2) . . ?
O1 C1 C2 119.3(2) . . ?
O2 C1 C2 120.5(2) . . ?
C7 C2 C3 119.9(2) . . ?
C7 C2 C1 119.2(2) . . ?
C3 C2 C1 121.0(2) . . ?
C4 C3 C2 119.4(2) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C5 C4 C3 120.0(2) . . ?
C5 C4 C8 120.4(2) . . ?
C3 C4 C8 119.6(2) . . ?
C4 C5 C6 121.7(2) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C7 C6 C5 116.9(3) . . ?
C7 C6 C9 122.2(2) . . ?
C5 C6 C9 120.8(2) . . ?
C6 C7 C2 122.0(2) . . ?
C6 C7 H7 119.0 . . ?
C2 C7 H7 119.0 . . ?
O3 C8 O4 125.8(2) . . ?
O3 C8 C4 117.9(2) . . ?
O4 C8 C4 116.3(2) . . ?
C12 C9 C11 107.9(4) . . ?
C12 C9 C10 108.2(5) . . ?
C11 C9 C10 109.2(4) . . ?
C12 C9 C6 111.8(3) . . ?
C11 C9 C6 111.5(3) . . ?
C10 C9 C6 108.2(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N3 C13 N4 111.1(3) . . ?
N3 C13 H13 124.4 . . ?
N4 C13 H13 124.4 . . ?
C15 C14 N3 109.5(3) . . ?
C15 C14 H14 125.3 . . ?
N3 C14 H14 125.3 . . ?
C14 C15 N4 106.6(3) . . ?
C14 C15 H15 126.7 . . ?
N4 C15 H15 126.7 . . ?
N1 C16 N2 111.8(3) . . ?
N1 C16 H16 124.1 . . ?
N2 C16 H16 124.1 . . ?
C18 C17 N1 109.9(3) . . ?
C18 C17 H17 125.0 . . ?
N1 C17 H17 125.0 . . ?
C17 C18 N2 106.0(3) . . ?
C17 C18 H18 127.0 . . ?
N2 C18 H18 127.0 . . ?
N4 C19 C20 111.0(3) . . ?
N4 C19 H19A 109.4 . . ?
C20 C19 H19A 109.4 . . ?
N4 C19 H19B 109.4 . . ?
C20 C19 H19B 109.4 . . ?
H19A C19 H19B 108.0 . . ?
C21 C20 C25 119.1(4) . . ?
C21 C20 C19 120.6(3) . . ?
C25 C20 C19 120.1(3) . . ?
C22 C21 C20 121.3(4) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C21 C22 C23 119.5(4) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C24 C23 C22 120.8(4) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C23 C24 C25 119.1(3) . . ?
C23 C24 C26 121.1(4) . . ?
C25 C24 C26 119.7(4) . . ?
C20 C25 C24 120.1(3) . . ?
C20 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
N2 C26 C24 111.6(3) . . ?
N2 C26 H26A 109.3 . . ?
C24 C26 H26A 109.3 . . ?
N2 C26 H26B 109.3 . . ?
C24 C26 H26B 109.3 . . ?
H26A C26 H26B 108.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O4 Ni1 N3 C13 -178.0(3) 1_545 . . . ?
N1 Ni1 N3 C13 135(2) 1_645 . . . ?
O1W Ni1 N3 C13 -81.6(3) . . . . ?
O1 Ni1 N3 C13 80.5(3) . . . . ?
O2 Ni1 N3 C13 19.3(3) . . . . ?
O4 Ni1 N3 C14 13.9(2) 1_545 . . . ?
N1 Ni1 N3 C14 -33(2) 1_645 . . . ?
O1W Ni1 N3 C14 110.3(2) . . . . ?
O1 Ni1 N3 C14 -87.6(2) . . . . ?
O2 Ni1 N3 C14 -148.7(2) . . . . ?
O4 Ni1 O1 C1 -176.15(16) 1_545 . . . ?
N3 Ni1 O1 C1 -87.03(17) . . . . ?
N1 Ni1 O1 C1 94.70(17) 1_645 . . . ?
O1W Ni1 O1 C1 7.1(4) . . . . ?
O2 Ni1 O1 C1 3.69(14) . . . . ?
O4 Ni1 O2 C1 -3.1(3) 1_545 . . . ?
N3 Ni1 O2 C1 83.93(15) . . . . ?
N1 Ni1 O2 C1 -94.13(15) 1_645 . . . ?
O1W Ni1 O2 C1 177.44(15) . . . . ?
O1 Ni1 O2 C1 -3.64(14) . . . . ?
Ni1 O1 C1 O2 -6.4(2) . . . . ?
Ni1 O1 C1 C2 174.0(2) . . . . ?
Ni1 O2 C1 O1 6.3(2) . . . . ?
Ni1 O2 C1 C2 -174.1(2) . . . . ?
O1 C1 C2 C7 -2.1(4) . . . . ?
O2 C1 C2 C7 178.3(2) . . . . ?
O1 C1 C2 C3 177.4(2) . . . . ?
O2 C1 C2 C3 -2.3(4) . . . . ?
C7 C2 C3 C4 0.6(4) . . . . ?
C1 C2 C3 C4 -178.9(2) . . . . ?
C2 C3 C4 C5 -0.3(4) . . . . ?
C2 C3 C4 C8 -179.8(2) . . . . ?
C3 C4 C5 C6 0.4(4) . . . . ?
C8 C4 C5 C6 179.9(3) . . . . ?
C4 C5 C6 C7 -0.8(4) . . . . ?
C4 C5 C6 C9 -178.4(3) . . . . ?
C5 C6 C7 C2 1.2(4) . . . . ?
C9 C6 C7 C2 178.6(3) . . . . ?
C3 C2 C7 C6 -1.1(4) . . . . ?
C1 C2 C7 C6 178.4(2) . . . . ?
Ni1 O4 C8 O3 -2.6(4) 1_565 . . . ?
Ni1 O4 C8 C4 176.74(16) 1_565 . . . ?
C5 C4 C8 O3 -178.5(3) . . . . ?
C3 C4 C8 O3 1.0(4) . . . . ?
C5 C4 C8 O4 2.2(4) . . . . ?
C3 C4 C8 O4 -178.4(2) . . . . ?
C7 C6 C9 C12 24.0(6) . . . . ?
C5 C6 C9 C12 -158.6(5) . . . . ?
C7 C6 C9 C11 144.9(4) . . . . ?
C5 C6 C9 C11 -37.7(5) . . . . ?
C7 C6 C9 C10 -95.0(4) . . . . ?
C5 C6 C9 C10 82.4(4) . . . . ?
C14 N3 C13 N4 0.1(4) . . . . ?
Ni1 N3 C13 N4 -169.8(2) . . . . ?
C15 N4 C13 N3 -0.4(4) . . . . ?
C19 N4 C13 N3 174.5(3) . . . . ?
C13 N3 C14 C15 0.2(4) . . . . ?
Ni1 N3 C14 C15 170.6(2) . . . . ?
N3 C14 C15 N4 -0.4(4) . . . . ?
C13 N4 C15 C14 0.5(4) . . . . ?
C19 N4 C15 C14 -174.3(3) . . . . ?
C17 N1 C16 N2 -1.6(4) . . . . ?
Ni1 N1 C16 N2 177.2(2) 1_465 . . . ?
C18 N2 C16 N1 1.4(4) . . . . ?
C26 N2 C16 N1 -179.0(3) . . . . ?
C16 N1 C17 C18 1.2(4) . . . . ?
Ni1 N1 C17 C18 -177.5(2) 1_465 . . . ?
N1 C17 C18 N2 -0.4(4) . . . . ?
C16 N2 C18 C17 -0.5(4) . . . . ?
C26 N2 C18 C17 179.8(4) . . . . ?
C13 N4 C19 C20 -54.0(5) . . . . ?
C15 N4 C19 C20 119.8(4) . . . . ?
N4 C19 C20 C21 -77.2(4) . . . . ?
N4 C19 C20 C25 97.7(4) . . . . ?
C25 C20 C21 C22 1.6(6) . . . . ?
C19 C20 C21 C22 176.5(4) . . . . ?
C20 C21 C22 C23 -1.9(8) . . . . ?
C21 C22 C23 C24 1.7(8) . . . . ?
C22 C23 C24 C25 -1.1(6) . . . . ?
C22 C23 C24 C26 178.0(4) . . . . ?
C21 C20 C25 C24 -1.0(5) . . . . ?
C19 C20 C25 C24 -176.0(3) . . . . ?
C23 C24 C25 C20 0.8(5) . . . . ?
C26 C24 C25 C20 -178.3(3) . . . . ?
C16 N2 C26 C24 -11.9(6) . . . . ?
C18 N2 C26 C24 167.7(3) . . . . ?
C23 C24 C26 N2 -86.2(5) . . . . ?
C25 C24 C26 N2 92.9(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.611
_refine_diff_density_min         -0.517
_refine_diff_density_rms         0.111
####################################################################### 
# 
# 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_CEC7
_database_code_depnum_ccdc_archive 'CCDC 936720'
_audit_update_record             
;
2015-09-03 deposited with the CCDC.
2015-09-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H28 N4 Ni O5'
_chemical_formula_sum            'C26 H28 N4 Ni O5'
_chemical_formula_weight         535.23

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   10.2427(9)
_cell_length_b                   11.0898(10)
_cell_length_c                   11.8660(10)
_cell_angle_alpha                105.9120(10)
_cell_angle_beta                 94.2520(10)
_cell_angle_gamma                106.0960(10)
_cell_volume                     1228.84(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5741
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      26.45

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             560
_exptl_absorpt_coefficient_mu    0.835
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8509
_exptl_absorpt_correction_T_max  0.9065
_exptl_absorpt_process_details   'SAGABS(Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart Aepex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9751
_diffrn_reflns_av_R_equivalents  0.0201
_diffrn_reflns_av_sigmaI/netI    0.0286
_diffrn_reflns_limit_h_min       -12
_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         2.25
_diffrn_reflns_theta_max         25.50
_reflns_number_total             4560
_reflns_number_gt                4124
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_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)+(0.0522P)²+1.9491P] 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         4560
_refine_ls_number_parameters     318
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0431
_refine_ls_wR_factor_ref         0.1109
_refine_ls_wR_factor_gt          0.1071
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.60971(3) 0.40009(3) 0.14676(3) 0.01899(12) Uani 1 1 d . . .
N1 N 0.6471(2) 0.5296(2) 0.3188(2) 0.0268(5) Uani 1 1 d . . .
N2 N 0.6331(3) 0.6868(2) 0.4739(2) 0.0309(5) Uani 1 1 d . . .
N3 N 0.4819(2) 0.8433(2) 0.2111(2) 0.0263(5) Uani 1 1 d . . .
N4 N 0.4234(2) 0.7355(2) 0.0203(2) 0.0248(5) Uani 1 1 d . . .
O1 O 0.44117(18) 0.26325(18) 0.18963(17) 0.0240(4) Uani 1 1 d . . .
O2 O 0.40571(18) 0.41869(18) 0.12109(17) 0.0238(4) Uani 1 1 d . . .
O3 O -0.0588(2) 0.4973(2) 0.1502(2) 0.0446(6) Uani 1 1 d . . .
O4 O -0.22645(18) 0.34368(19) 0.18923(17) 0.0259(4) Uani 1 1 d . . .
O1W O 0.7176(2) 0.5566(2) 0.0929(2) 0.0296(4) Uani 1 1 d D . .
H1WA H 0.794(2) 0.547(4) 0.096(3) 0.047(11) Uiso 1 1 d D . .
H1WB H 0.690(4) 0.560(4) 0.025(2) 0.064(13) Uiso 1 1 d D . .
C1 C 0.3610(3) 0.3216(2) 0.1600(2) 0.0206(5) Uani 1 1 d . . .
C2 C 0.2122(3) 0.2768(3) 0.1731(2) 0.0210(5) Uani 1 1 d . . .
C3 C 0.1291(3) 0.3568(3) 0.1706(2) 0.0235(5) Uani 1 1 d . . .
H3 H 0.1653 0.4397 0.1615 0.028 Uiso 1 1 calc R . .
C4 C -0.0089(3) 0.3112(3) 0.1819(2) 0.0233(5) Uani 1 1 d . . .
C5 C -0.0615(3) 0.1873(3) 0.1957(2) 0.0251(6) Uani 1 1 d . . .
H5 H -0.1532 0.1589 0.2049 0.030 Uiso 1 1 calc R . .
C6 C 0.0189(3) 0.1039(3) 0.1961(2) 0.0234(5) Uani 1 1 d . . .
C7 C 0.1567(3) 0.1522(3) 0.1855(2) 0.0229(5) Uani 1 1 d . . .
H7 H 0.2134 0.0999 0.1867 0.028 Uiso 1 1 calc R . .
C8 C -0.1042(3) 0.3921(3) 0.1728(2) 0.0259(6) Uani 1 1 d . . .
C9 C -0.0430(4) -0.0340(3) 0.2079(4) 0.0492(5) Uani 1 1 d . . .
C10 C 0.0279(4) -0.1301(3) 0.1420(4) 0.0492(5) Uani 1 1 d . . .
H10A H 0.1239 -0.0992 0.1752 0.074 Uiso 1 1 calc R . .
H10B H 0.0180 -0.1357 0.0595 0.074 Uiso 1 1 calc R . .
H10C H -0.0136 -0.2157 0.1500 0.074 Uiso 1 1 calc R . .
C11 C -0.0278(4) -0.0251(3) 0.3381(4) 0.0492(5) Uani 1 1 d . . .
H11A H 0.0681 0.0080 0.3720 0.074 Uiso 1 1 calc R . .
H11B H -0.0671 -0.1112 0.3458 0.074 Uiso 1 1 calc R . .
H11C H -0.0746 0.0334 0.3790 0.074 Uiso 1 1 calc R . .
C12 C -0.1948(4) -0.0913(3) 0.1525(4) 0.0492(5) Uani 1 1 d . . .
H12A H -0.2286 -0.1814 0.1519 0.074 Uiso 1 1 calc R . .
H12B H -0.2050 -0.0876 0.0725 0.074 Uiso 1 1 calc R . .
H12C H -0.2462 -0.0410 0.1981 0.074 Uiso 1 1 calc R . .
C13 C 0.5661(3) 0.5927(3) 0.3718(3) 0.0305(6) Uani 1 1 d . . .
H13 H 0.4737 0.5745 0.3424 0.037 Uiso 1 1 calc R . .
C14 C 0.7719(3) 0.5850(3) 0.3922(3) 0.0442(8) Uani 1 1 d . . .
H14 H 0.8501 0.5597 0.3784 0.053 Uiso 1 1 calc R . .
C15 C 0.7649(3) 0.6813(4) 0.4871(3) 0.0457(9) Uani 1 1 d . . .
H15 H 0.8358 0.7339 0.5495 0.055 Uiso 1 1 calc R . .
C16 C 0.4392(3) 0.7777(3) 0.5023(3) 0.0322(7) Uani 1 1 d . . .
C17 C 0.3314(4) 0.7305(4) 0.5597(3) 0.0456(9) Uani 1 1 d . . .
H17 H 0.3506 0.7105 0.6291 0.055 Uiso 1 1 calc R . .
C18 C 0.1976(4) 0.7130(4) 0.5158(4) 0.0573(10) Uani 1 1 d . . .
H18 H 0.1269 0.6824 0.5557 0.069 Uiso 1 1 calc R . .
C19 C 0.1680(4) 0.7410(5) 0.4118(4) 0.0605(11) Uani 1 1 d . . .
H19 H 0.0772 0.7271 0.3805 0.073 Uiso 1 1 calc R . .
C20 C 0.2739(4) 0.7897(4) 0.3546(3) 0.0448(8) Uani 1 1 d . . .
H20 H 0.2534 0.8089 0.2851 0.054 Uiso 1 1 calc R . .
C21 C 0.4097(3) 0.8104(3) 0.3990(3) 0.0308(6) Uani 1 1 d . . .
C22 C 0.4667(3) 0.7297(3) 0.1252(2) 0.0270(6) Uani 1 1 d . . .
H22 H 0.4844 0.6565 0.1384 0.032 Uiso 1 1 calc R . .
C23 C 0.4467(3) 0.9268(3) 0.1570(3) 0.0327(6) Uani 1 1 d . . .
H23 H 0.4476 1.0127 0.1936 0.039 Uiso 1 1 calc R . .
C24 C 0.4103(3) 0.8596(3) 0.0401(3) 0.0332(7) Uani 1 1 d . . .
H24 H 0.3808 0.8921 -0.0181 0.040 Uiso 1 1 calc R . .
C47 C 0.5824(4) 0.7879(3) 0.5510(3) 0.0378(7) Uani 1 1 d . . .
H47A H 0.6437 0.8749 0.5586 0.045 Uiso 1 1 calc R . .
H47B H 0.5837 0.7774 0.6296 0.045 Uiso 1 1 calc R . .
C53 C 0.5253(3) 0.8687(3) 0.3378(2) 0.0327(6) Uani 1 1 d . . .
H53A H 0.5609 0.9632 0.3761 0.039 Uiso 1 1 calc R . .
H53B H 0.5995 0.8320 0.3477 0.039 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 O4 2.0227(18) 1_655 ?
Ni1 N4 2.071(2) 2_665 ?
Ni1 O1W 2.072(2) . ?
Ni1 N1 2.086(2) . ?
Ni1 O1 2.1548(18) . ?
Ni1 O2 2.1634(18) . ?
N1 C13 1.316(4) . ?
N1 C14 1.370(4) . ?
N2 C13 1.346(4) . ?
N2 C15 1.367(4) . ?
N2 C47 1.482(4) . ?
N3 C22 1.347(4) . ?
N3 C23 1.369(4) . ?
N3 C53 1.462(4) . ?
N4 C22 1.315(4) . ?
N4 C24 1.377(4) . ?
N4 Ni1 2.071(2) 2_665 ?
O1 C1 1.262(3) . ?
O2 C1 1.270(3) . ?
O3 C8 1.241(3) . ?
O4 C8 1.271(3) . ?
O4 Ni1 2.0228(18) 1_455 ?
O1W H1WA 0.821(19) . ?
O1W H1WB 0.840(19) . ?
C1 C2 1.501(4) . ?
C2 C3 1.393(4) . ?
C2 C7 1.394(4) . ?
C3 C4 1.393(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.389(4) . ?
C4 C8 1.514(4) . ?
C5 C6 1.399(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.393(4) . ?
C6 C9 1.534(4) . ?
C7 H7 0.9300 . ?
C9 C11 1.514(5) . ?
C9 C12 1.524(5) . ?
C9 C10 1.527(5) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13 0.9300 . ?
C14 C15 1.345(5) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C17 1.394(5) . ?
C16 C21 1.406(4) . ?
C16 C47 1.499(4) . ?
C17 C18 1.371(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.385(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.384(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.383(5) . ?
C20 H20 0.9300 . ?
C21 C53 1.518(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.350(4) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C53 H53A 0.9700 . ?
C53 H53B 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
O4 Ni1 N4 88.07(8) 1_655 2_665 ?
O4 Ni1 O1W 96.57(8) 1_655 . ?
N4 Ni1 O1W 93.61(9) 2_665 . ?
O4 Ni1 N1 89.27(9) 1_655 . ?
N4 Ni1 N1 176.82(9) 2_665 . ?
O1W Ni1 N1 88.43(9) . . ?
O4 Ni1 O1 103.08(7) 1_655 . ?
N4 Ni1 O1 88.18(8) 2_665 . ?
O1W Ni1 O1 160.32(8) . . ?
N1 Ni1 O1 90.73(8) . . ?
O4 Ni1 O2 164.28(7) 1_655 . ?
N4 Ni1 O2 92.27(8) 2_665 . ?
O1W Ni1 O2 99.09(7) . . ?
N1 Ni1 O2 89.82(8) . . ?
O1 Ni1 O2 61.24(7) . . ?
C13 N1 C14 105.1(2) . . ?
C13 N1 Ni1 128.18(19) . . ?
C14 N1 Ni1 125.8(2) . . ?
C13 N2 C15 106.5(2) . . ?
C13 N2 C47 127.8(3) . . ?
C15 N2 C47 125.4(3) . . ?
C22 N3 C23 107.0(2) . . ?
C22 N3 C53 125.3(2) . . ?
C23 N3 C53 127.6(2) . . ?
C22 N4 C24 105.6(2) . . ?
C22 N4 Ni1 130.47(19) . 2_665 ?
C24 N4 Ni1 123.80(19) . 2_665 ?
C1 O1 Ni1 89.38(15) . . ?
C1 O2 Ni1 88.76(15) . . ?
C8 O4 Ni1 125.83(17) . 1_455 ?
Ni1 O1W H1WA 101(3) . . ?
Ni1 O1W H1WB 118(3) . . ?
H1WA O1W H1WB 111(4) . . ?
O1 C1 O2 120.6(2) . . ?
O1 C1 C2 119.5(2) . . ?
O2 C1 C2 119.9(2) . . ?
C3 C2 C7 120.0(2) . . ?
C3 C2 C1 121.0(2) . . ?
C7 C2 C1 119.0(2) . . ?
C4 C3 C2 119.2(2) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C5 C4 C3 119.8(2) . . ?
C5 C4 C8 119.5(2) . . ?
C3 C4 C8 120.7(2) . . ?
C4 C5 C6 122.3(2) . . ?
C4 C5 H5 118.9 . . ?
C6 C5 H5 118.9 . . ?
C7 C6 C5 116.8(2) . . ?
C7 C6 C9 122.1(3) . . ?
C5 C6 C9 121.1(3) . . ?
C6 C7 C2 121.9(2) . . ?
C6 C7 H7 119.0 . . ?
C2 C7 H7 119.0 . . ?
O3 C8 O4 125.7(2) . . ?
O3 C8 C4 118.9(2) . . ?
O4 C8 C4 115.4(2) . . ?
C11 C9 C12 109.8(3) . . ?
C11 C9 C10 109.6(3) . . ?
C12 C9 C10 106.3(3) . . ?
C11 C9 C6 109.2(3) . . ?
C12 C9 C6 110.7(3) . . ?
C10 C9 C6 111.2(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 N2 111.8(3) . . ?
N1 C13 H13 124.1 . . ?
N2 C13 H13 124.1 . . ?
C15 C14 N1 110.0(3) . . ?
C15 C14 H14 125.0 . . ?
N1 C14 H14 125.0 . . ?
C14 C15 N2 106.6(3) . . ?
C14 C15 H15 126.7 . . ?
N2 C15 H15 126.7 . . ?
C17 C16 C21 119.1(3) . . ?
C17 C16 C47 118.7(3) . . ?
C21 C16 C47 122.1(3) . . ?
C18 C17 C16 121.2(3) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C17 C18 C19 119.7(3) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C20 C19 C18 119.8(4) . . ?
C20 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C21 C20 C19 121.2(3) . . ?
C21 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
C20 C21 C16 118.9(3) . . ?
C20 C21 C53 120.6(3) . . ?
C16 C21 C53 120.5(3) . . ?
N4 C22 N3 111.3(2) . . ?
N4 C22 H22 124.3 . . ?
N3 C22 H22 124.3 . . ?
C24 C23 N3 106.4(2) . . ?
C24 C23 H23 126.8 . . ?
N3 C23 H23 126.8 . . ?
C23 C24 N4 109.6(3) . . ?
C23 C24 H24 125.2 . . ?
N4 C24 H24 125.2 . . ?
N2 C47 C16 112.0(2) . . ?
N2 C47 H47A 109.2 . . ?
C16 C47 H47A 109.2 . . ?
N2 C47 H47B 109.2 . . ?
C16 C47 H47B 109.2 . . ?
H47A C47 H47B 107.9 . . ?
N3 C53 C21 113.2(2) . . ?
N3 C53 H53A 108.9 . . ?
C21 C53 H53A 108.9 . . ?
N3 C53 H53B 108.9 . . ?
C21 C53 H53B 108.9 . . ?
H53A C53 H53B 107.7 . . ?

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
O4 Ni1 N1 C13 -167.2(3) 1_655 . . . ?
N4 Ni1 N1 C13 -133.9(15) 2_665 . . . ?
O1W Ni1 N1 C13 96.3(3) . . . . ?
O1 Ni1 N1 C13 -64.1(3) . . . . ?
O2 Ni1 N1 C13 -2.8(3) . . . . ?
O4 Ni1 N1 C14 25.8(3) 1_655 . . . ?
N4 Ni1 N1 C14 59.1(17) 2_665 . . . ?
O1W Ni1 N1 C14 -70.8(3) . . . . ?
O1 Ni1 N1 C14 128.9(3) . . . . ?
O2 Ni1 N1 C14 -169.9(3) . . . . ?
O4 Ni1 O1 C1 177.98(15) 1_655 . . . ?
N4 Ni1 O1 C1 -94.42(16) 2_665 . . . ?
O1W Ni1 O1 C1 1.2(3) . . . . ?
N1 Ni1 O1 C1 88.56(16) . . . . ?
O2 Ni1 O1 C1 -0.83(14) . . . . ?
O4 Ni1 O2 C1 -3.5(4) 1_655 . . . ?
N4 Ni1 O2 C1 87.49(15) 2_665 . . . ?
O1W Ni1 O2 C1 -178.49(15) . . . . ?
N1 Ni1 O2 C1 -90.10(16) . . . . ?
O1 Ni1 O2 C1 0.82(14) . . . . ?
Ni1 O1 C1 O2 1.4(2) . . . . ?
Ni1 O1 C1 C2 -177.5(2) . . . . ?
Ni1 O2 C1 O1 -1.4(2) . . . . ?
Ni1 O2 C1 C2 177.5(2) . . . . ?
O1 C1 C2 C3 163.6(2) . . . . ?
O2 C1 C2 C3 -15.4(4) . . . . ?
O1 C1 C2 C7 -17.6(4) . . . . ?
O2 C1 C2 C7 163.4(2) . . . . ?
C7 C2 C3 C4 0.7(4) . . . . ?
C1 C2 C3 C4 179.4(2) . . . . ?
C2 C3 C4 C5 0.1(4) . . . . ?
C2 C3 C4 C8 -176.6(2) . . . . ?
C3 C4 C5 C6 -1.4(4) . . . . ?
C8 C4 C5 C6 175.3(3) . . . . ?
C4 C5 C6 C7 1.8(4) . . . . ?
C4 C5 C6 C9 -178.2(3) . . . . ?
C5 C6 C7 C2 -1.0(4) . . . . ?
C9 C6 C7 C2 179.1(3) . . . . ?
C3 C2 C7 C6 -0.2(4) . . . . ?
C1 C2 C7 C6 -179.0(2) . . . . ?
Ni1 O4 C8 O3 15.0(4) 1_455 . . . ?
Ni1 O4 C8 C4 -164.74(17) 1_455 . . . ?
C5 C4 C8 O3 -173.8(3) . . . . ?
C3 C4 C8 O3 2.9(4) . . . . ?
C5 C4 C8 O4 6.0(4) . . . . ?
C3 C4 C8 O4 -177.3(2) . . . . ?
C7 C6 C9 C11 89.9(4) . . . . ?
C5 C6 C9 C11 -90.0(4) . . . . ?
C7 C6 C9 C12 -149.1(3) . . . . ?
C5 C6 C9 C12 31.0(4) . . . . ?
C7 C6 C9 C10 -31.1(4) . . . . ?
C5 C6 C9 C10 148.9(3) . . . . ?
C14 N1 C13 N2 1.1(4) . . . . ?
Ni1 N1 C13 N2 -168.05(19) . . . . ?
C15 N2 C13 N1 -1.0(4) . . . . ?
C47 N2 C13 N1 172.4(3) . . . . ?
C13 N1 C14 C15 -0.8(4) . . . . ?
Ni1 N1 C14 C15 168.7(3) . . . . ?
N1 C14 C15 N2 0.2(4) . . . . ?
C13 N2 C15 C14 0.4(4) . . . . ?
C47 N2 C15 C14 -173.1(3) . . . . ?
C21 C16 C17 C18 1.4(5) . . . . ?
C47 C16 C17 C18 -176.8(3) . . . . ?
C16 C17 C18 C19 0.8(6) . . . . ?
C17 C18 C19 C20 -1.7(7) . . . . ?
C18 C19 C20 C21 0.5(7) . . . . ?
C19 C20 C21 C16 1.7(5) . . . . ?
C19 C20 C21 C53 -177.7(3) . . . . ?
C17 C16 C21 C20 -2.6(4) . . . . ?
C47 C16 C21 C20 175.5(3) . . . . ?
C17 C16 C21 C53 176.8(3) . . . . ?
C47 C16 C21 C53 -5.1(4) . . . . ?
C24 N4 C22 N3 0.0(3) . . . . ?
Ni1 N4 C22 N3 176.27(18) 2_665 . . . ?
C23 N3 C22 N4 -0.3(3) . . . . ?
C53 N3 C22 N4 178.5(2) . . . . ?
C22 N3 C23 C24 0.5(3) . . . . ?
C53 N3 C23 C24 -178.3(3) . . . . ?
N3 C23 C24 N4 -0.5(4) . . . . ?
C22 N4 C24 C23 0.3(3) . . . . ?
Ni1 N4 C24 C23 -176.3(2) 2_665 . . . ?
C13 N2 C47 C16 -0.6(5) . . . . ?
C15 N2 C47 C16 171.6(3) . . . . ?
C17 C16 C47 N2 108.4(3) . . . . ?
C21 C16 C47 N2 -69.7(4) . . . . ?
C22 N3 C53 C21 -79.7(4) . . . . ?
C23 N3 C53 C21 98.8(3) . . . . ?
C20 C21 C53 N3 -26.2(4) . . . . ?
C16 C21 C53 N3 154.4(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         1.666
_refine_diff_density_min         -1.255
_refine_diff_density_rms         0.073

#===================================END
