# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_ava53cu
_database_code_depnum_ccdc_archive 'CCDC 1520895'
_audit_update_record             
;
2016-12-05 deposited with the CCDC.
2017-01-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        'Cu(II) carbazole Schiff-base macrocycle'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H43 Cu N4 O3.50'
_chemical_formula_weight         579.22

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   15.2496(4)
_cell_length_b                   16.9526(5)
_cell_length_c                   11.4962(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.699(2)
_cell_angle_gamma                90.00
_cell_volume                     2937.81(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    83(2)
_cell_measurement_reflns_used    8588
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      26.32

_exptl_crystal_description       wedge
_exptl_crystal_colour            gold-brown
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1232
_exptl_absorpt_coefficient_mu    0.782
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.847
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'SCALE (Bruker AXS Inc.)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      83(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Apex II area detector'
_diffrn_measurement_method       'CCD area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            58913
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_av_sigmaI/netI    0.0267
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.81
_diffrn_reflns_theta_max         26.35
_reflns_number_total             5978
_reflns_number_gt                4737
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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. 

 All non-H ANIS. Et2O disordered over a -1. H's on water and N3 found and
 freely refined x,y,z,U. Other H's calc and ride. H-bonds present. One t-Bu
 twirl disorder modelled (0.75/0.25), used same and eadp.
;

_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)+(0.0509P)²+4.3417P] 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         5978
_refine_ls_number_parameters     386
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0649
_refine_ls_R_factor_gt           0.0422
_refine_ls_wR_factor_ref         0.1213
_refine_ls_wR_factor_gt          0.1042
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_restrained_S_all      1.114
_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
Cu1 Cu 0.49572(2) 0.455326(19) 0.79504(3) 0.02061(11) Uani 1 1 d . . .
O1 O 0.53585(15) 0.42463(13) 0.60936(19) 0.0268(5) Uani 1 1 d . . .
H1A H 0.486(4) 0.427(3) 0.564(4) 0.076(16) Uiso 1 1 d . . .
H1B H 0.568(3) 0.458(2) 0.587(3) 0.044(11) Uiso 1 1 d . . .
N1 N 0.60512(15) 0.44938(13) 0.8926(2) 0.0220(5) Uani 1 1 d . . .
C1 C 0.65439(18) 0.58788(16) 0.8812(2) 0.0227(6) Uani 1 1 d . . .
C2 C 0.72598(19) 0.63874(16) 0.9148(2) 0.0243(6) Uani 1 1 d . . .
H2 H 0.7185 0.6934 0.8977 0.029 Uiso 1 1 calc R . .
C3 C 0.80842(18) 0.61241(16) 0.9727(2) 0.0228(6) Uani 1 1 d . . .
C4 C 0.81862(18) 0.53226(16) 1.0032(2) 0.0213(6) Uani 1 1 d . . .
H4 H 0.8738 0.5137 1.0432 0.026 Uiso 1 1 calc R . .
C5 C 0.74798(18) 0.47983(16) 0.9751(2) 0.0202(6) Uani 1 1 d . . .
C6 C 0.66712(18) 0.50783(16) 0.9117(2) 0.0215(6) Uani 1 1 d . . .
C11 C 0.88607(19) 0.66978(17) 1.0076(3) 0.0268(6) Uani 1 1 d D . .
C12 C 0.9729(2) 0.6337(2) 0.9812(5) 0.0580(12) Uani 1 1 d D . .
H12A H 0.9672 0.6210 0.8972 0.070 Uiso 1 1 calc R . .
H12B H 0.9858 0.5855 1.0275 0.070 Uiso 1 1 calc R . .
H12C H 1.0213 0.6716 1.0018 0.070 Uiso 1 1 calc R . .
C13 C 0.8940(3) 0.6865(2) 1.1395(3) 0.0528(11) Uani 1 1 d D . .
H13A H 0.9421 0.7244 1.1626 0.063 Uiso 1 1 calc R . .
H13B H 0.9070 0.6373 1.1835 0.063 Uiso 1 1 calc R . .
H13C H 0.8380 0.7086 1.1570 0.063 Uiso 1 1 calc R . .
C14 C 0.8712(2) 0.74862(19) 0.9442(3) 0.0418(8) Uani 1 1 d D . .
H14A H 0.8176 0.7736 0.9646 0.050 Uiso 1 1 calc R . .
H14B H 0.8640 0.7400 0.8590 0.050 Uiso 1 1 calc R . .
H14C H 0.9224 0.7830 0.9681 0.050 Uiso 1 1 calc R . .
C8 C 0.57068(18) 0.61675(16) 0.8191(3) 0.0244(6) Uani 1 1 d . . .
H8 H 0.5641 0.6719 0.8063 0.029 Uiso 1 1 calc R . .
N2 N 0.50501(15) 0.57172(14) 0.7805(2) 0.0226(5) Uani 1 1 d . . .
C9 C 0.42261(19) 0.60376(17) 0.7148(3) 0.0267(6) Uani 1 1 d . . .
H9A H 0.4260 0.6045 0.6295 0.032 Uiso 1 1 calc R . .
H9B H 0.4132 0.6584 0.7406 0.032 Uiso 1 1 calc R . .
C10 C 0.34628(19) 0.55092(17) 0.7392(3) 0.0284(6) Uani 1 1 d . . .
H10A H 0.3355 0.5584 0.8212 0.034 Uiso 1 1 calc R . .
H10B H 0.2914 0.5650 0.6856 0.034 Uiso 1 1 calc R . .
N3 N 0.37005(15) 0.46789(14) 0.7203(2) 0.0232(5) Uani 1 1 d . . .
H3 H 0.367(2) 0.462(2) 0.636(3) 0.042(10) Uiso 1 1 d . . .
C21 C 0.59988(18) 0.31105(16) 0.9602(2) 0.0208(6) Uani 1 1 d . . .
C22 C 0.64948(18) 0.25319(16) 1.0287(2) 0.0221(6) Uani 1 1 d . . .
H22 H 0.6221 0.2040 1.0402 0.026 Uiso 1 1 calc R . .
C23 C 0.73797(18) 0.26514(16) 1.0808(2) 0.0211(6) Uani 1 1 d . A .
C24 C 0.77847(18) 0.33769(16) 1.0651(2) 0.0207(6) Uani 1 1 d . . .
H24 H 0.8385 0.3462 1.0992 0.025 Uiso 1 1 calc R . .
C25 C 0.73143(17) 0.39759(15) 0.9999(2) 0.0196(5) Uani 1 1 d . . .
C26 C 0.64254(18) 0.38340(15) 0.9473(2) 0.0204(5) Uani 1 1 d . . .
C31 C 0.79135(19) 0.20128(17) 1.1552(3) 0.0297(7) Uani 1 1 d D . .
C32 C 0.8187(3) 0.2369(2) 1.2850(4) 0.0334(9) Uani 0.75 1 d PD A 1
H32A H 0.8533 0.1977 1.3351 0.040 Uiso 0.75 1 calc PR A 1
H32B H 0.7651 0.2501 1.3182 0.040 Uiso 0.75 1 calc PR A 1
H32C H 0.8545 0.2845 1.2808 0.040 Uiso 0.75 1 calc PR A 1
C33 C 0.8755(3) 0.1818(3) 1.1084(4) 0.0361(10) Uani 0.75 1 d PD A 1
H33A H 0.9081 0.1411 1.1578 0.043 Uiso 0.75 1 calc PR A 1
H33B H 0.9123 0.2293 1.1094 0.043 Uiso 0.75 1 calc PR A 1
H33C H 0.8612 0.1623 1.0275 0.043 Uiso 0.75 1 calc PR A 1
C34 C 0.7394(3) 0.1272(2) 1.1722(4) 0.0309(9) Uani 0.75 1 d PD A 1
H34A H 0.7242 0.1001 1.0966 0.037 Uiso 0.75 1 calc PR A 1
H34B H 0.6849 0.1413 1.2028 0.037 Uiso 0.75 1 calc PR A 1
H34C H 0.7755 0.0923 1.2282 0.037 Uiso 0.75 1 calc PR A 1
C35 C 0.7869(9) 0.1285(7) 1.0538(10) 0.0334(9) Uani 0.25 1 d PD A 2
H35A H 0.8187 0.0821 1.0892 0.040 Uiso 0.25 1 calc PR A 2
H35B H 0.8145 0.1467 0.9870 0.040 Uiso 0.25 1 calc PR A 2
H35C H 0.7248 0.1146 1.0264 0.040 Uiso 0.25 1 calc PR A 2
C36 C 0.7412(8) 0.1701(8) 1.2420(11) 0.0361(10) Uani 0.25 1 d PD A 2
H36A H 0.7748 0.1274 1.2857 0.043 Uiso 0.25 1 calc PR A 2
H36B H 0.6843 0.1496 1.2025 0.043 Uiso 0.25 1 calc PR A 2
H36C H 0.7304 0.2122 1.2966 0.043 Uiso 0.25 1 calc PR A 2
C37 C 0.8864(7) 0.2163(7) 1.1856(12) 0.0309(9) Uani 0.25 1 d PD A 2
H37A H 0.8957 0.2646 1.2328 0.037 Uiso 0.25 1 calc PR A 2
H37B H 0.9127 0.2226 1.1135 0.037 Uiso 0.25 1 calc PR A 2
H37C H 0.9146 0.1718 1.2311 0.037 Uiso 0.25 1 calc PR A 2
C28 C 0.50813(18) 0.29726(16) 0.9070(2) 0.0225(6) Uani 1 1 d . . .
H28 H 0.4806 0.2491 0.9235 0.027 Uiso 1 1 calc R . .
N4 N 0.46280(15) 0.34765(14) 0.8384(2) 0.0231(5) Uani 1 1 d . . .
C29 C 0.37140(18) 0.33010(17) 0.7821(3) 0.0281(6) Uani 1 1 d . . .
H29A H 0.3438 0.2912 0.8296 0.034 Uiso 1 1 calc R . .
H29B H 0.3718 0.3077 0.7026 0.034 Uiso 1 1 calc R . .
C30 C 0.31905(19) 0.40712(18) 0.7735(3) 0.0283(6) Uani 1 1 d . . .
H30A H 0.2605 0.3994 0.7243 0.034 Uiso 1 1 calc R . .
H30B H 0.3091 0.4241 0.8529 0.034 Uiso 1 1 calc R . .
O40 O 0.37401(14) 0.44830(12) 0.47339(18) 0.0306(5) Uani 1 1 d . . .
O41 O 0.34348(17) 0.31996(14) 0.4615(3) 0.0523(7) Uani 1 1 d . . .
C40 C 0.32458(19) 0.38952(17) 0.4387(3) 0.0271(6) Uani 1 1 d . . .
C41 C 0.2340(2) 0.4095(2) 0.3691(3) 0.0373(8) Uani 1 1 d . . .
H41A H 0.2075 0.3618 0.3303 0.045 Uiso 1 1 calc R . .
H41B H 0.2410 0.4494 0.3096 0.045 Uiso 1 1 calc R . .
H41C H 0.1952 0.4301 0.4227 0.045 Uiso 1 1 calc R . .
C50 C 0.0751(2) 0.5341(3) 0.6897(3) 0.135(3) Uani 0.50 1 d PR B 1
H50A H 0.1331 0.5602 0.6990 0.162 Uiso 0.50 1 calc PR C 1
H50B H 0.0739 0.4963 0.7539 0.162 Uiso 0.50 1 calc PR D 1
H50C H 0.0285 0.5737 0.6919 0.162 Uiso 0.50 1 calc PR E 1
C50A C 0.0751(2) 0.5341(3) 0.6897(3) 0.135(3) Uani 0.50 1 d P F 2
H50D H 0.0806 0.4804 0.7216 0.162 Uiso 0.50 1 calc PR F 2
H50E H 0.0623 0.5707 0.7510 0.162 Uiso 0.50 1 calc PR F 2
H50F H 0.1308 0.5494 0.6632 0.162 Uiso 0.50 1 calc PR F 2
C51 C 0.0618(7) 0.4979(6) 0.5915(7) 0.059(2) Uani 0.50 1 d P B 1
H51A H 0.0643 0.4415 0.6143 0.071 Uiso 0.50 1 calc PR B 1
H51B H 0.1169 0.5076 0.5579 0.071 Uiso 0.50 1 calc PR B 1
C53A C 0.0076(6) 0.5367(5) 0.5966(7) 0.0459(17) Uani 0.50 1 d P F 2
H53A H -0.0465 0.5232 0.6303 0.055 Uiso 0.50 1 calc PR F 2
H53B H 0.0016 0.5931 0.5747 0.055 Uiso 0.50 1 calc PR F 2
O52 O 0.0000 0.5000 0.5000 0.0635(12) Uani 1 2 d S . .


_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
Cu1 N1 1.867(2) . y
Cu1 N4 1.977(2) . y
Cu1 N2 1.987(2) . y
Cu1 N3 1.989(2) . y
Cu1 O1 2.366(2) . y
O1 H1A 0.85(5) . ?
O1 H1B 0.81(4) . ?
N1 C6 1.364(3) . ?
N1 C26 1.365(3) . ?
C1 C2 1.399(4) . ?
C1 C6 1.408(4) . ?
C1 C8 1.450(4) . ?
C2 C3 1.403(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.406(4) . ?
C3 C11 1.538(4) . ?
C4 C5 1.396(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.416(4) . ?
C5 C25 1.453(4) . ?
C11 C14 1.523(4) . ?
C11 C13 1.529(4) . ?
C11 C12 1.531(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C8 N2 1.284(4) . ?
C8 H8 0.9500 . ?
N2 C9 1.469(3) . ?
C9 C10 1.528(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 N3 1.478(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
N3 C30 1.478(4) . ?
N3 H3 0.96(4) . ?
C21 C22 1.405(4) . ?
C21 C26 1.407(4) . ?
C21 C28 1.459(4) . ?
C22 C23 1.406(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.400(4) . ?
C23 C31 1.535(4) . ?
C24 C25 1.395(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.419(4) . ?
C31 C36 1.447(10) . ?
C31 C37 1.461(10) . ?
C31 C33 1.501(5) . ?
C31 C34 1.513(4) . ?
C31 C32 1.605(5) . ?
C31 C35 1.692(10) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C28 N4 1.290(4) . ?
C28 H28 0.9500 . ?
N4 C29 1.475(3) . ?
C29 C30 1.526(4) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
O40 C40 1.276(3) . ?
O41 C40 1.233(4) . ?
C40 C41 1.526(4) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C50 C51 1.275(9) . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C51 O52 1.302(8) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C53A O52 1.263(8) . ?
C53A H53A 0.9900 . ?
C53A H53B 0.9900 . ?
O52 C53A 1.263(8) 3_566 ?
O52 C51 1.302(8) 3_566 ?

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
N1 Cu1 N4 92.10(9) . . y
N1 Cu1 N2 92.04(9) . . y
N4 Cu1 N2 164.19(10) . . y
N1 Cu1 N3 168.53(10) . . y
N4 Cu1 N3 86.72(10) . . y
N2 Cu1 N3 86.19(9) . . y
N1 Cu1 O1 101.59(9) . . y
N4 Cu1 O1 97.73(9) . . y
N2 Cu1 O1 96.37(9) . . y
N3 Cu1 O1 89.87(9) . . y
Cu1 O1 H1A 102(3) . . ?
Cu1 O1 H1B 112(3) . . ?
H1A O1 H1B 108(4) . . ?
C6 N1 C26 106.8(2) . . ?
C6 N1 Cu1 126.29(19) . . ?
C26 N1 Cu1 126.46(18) . . ?
C2 C1 C6 116.9(2) . . ?
C2 C1 C8 121.3(3) . . ?
C6 C1 C8 121.7(3) . . ?
C1 C2 C3 122.7(3) . . ?
C1 C2 H2 118.6 . . ?
C3 C2 H2 118.6 . . ?
C2 C3 C4 118.9(2) . . ?
C2 C3 C11 121.5(2) . . ?
C4 C3 C11 119.6(2) . . ?
C5 C4 C3 120.3(3) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 119.2(2) . . ?
C4 C5 C25 135.7(3) . . ?
C6 C5 C25 105.0(2) . . ?
N1 C6 C1 126.4(3) . . ?
N1 C6 C5 111.6(2) . . ?
C1 C6 C5 121.9(2) . . ?
C14 C11 C13 107.2(3) . . ?
C14 C11 C12 109.0(3) . . ?
C13 C11 C12 109.3(3) . . ?
C14 C11 C3 112.1(2) . . ?
C13 C11 C3 108.6(2) . . ?
C12 C11 C3 110.5(3) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C8 C1 123.5(3) . . ?
N2 C8 H8 118.2 . . ?
C1 C8 H8 118.2 . . ?
C8 N2 C9 121.3(2) . . ?
C8 N2 Cu1 128.5(2) . . ?
C9 N2 Cu1 110.13(17) . . ?
N2 C9 C10 107.8(2) . . ?
N2 C9 H9A 110.1 . . ?
C10 C9 H9A 110.1 . . ?
N2 C9 H9B 110.1 . . ?
C10 C9 H9B 110.1 . . ?
H9A C9 H9B 108.5 . . ?
N3 C10 C9 108.7(2) . . ?
N3 C10 H10A 109.9 . . ?
C9 C10 H10A 109.9 . . ?
N3 C10 H10B 109.9 . . ?
C9 C10 H10B 109.9 . . ?
H10A C10 H10B 108.3 . . ?
C10 N3 C30 116.6(2) . . ?
C10 N3 Cu1 106.28(17) . . ?
C30 N3 Cu1 106.24(17) . . ?
C10 N3 H3 106(2) . . ?
C30 N3 H3 113(2) . . ?
Cu1 N3 H3 109(2) . . ?
C22 C21 C26 116.7(2) . . ?
C22 C21 C28 121.6(2) . . ?
C26 C21 C28 121.7(2) . . ?
C21 C22 C23 122.6(2) . . ?
C21 C22 H22 118.7 . . ?
C23 C22 H22 118.7 . . ?
C24 C23 C22 119.0(2) . . ?
C24 C23 C31 119.0(2) . . ?
C22 C23 C31 122.0(2) . . ?
C25 C24 C23 120.5(2) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C24 C25 C26 119.1(2) . . ?
C24 C25 C5 135.5(2) . . ?
C26 C25 C5 105.2(2) . . ?
N1 C26 C21 126.5(2) . . ?
N1 C26 C25 111.3(2) . . ?
C21 C26 C25 122.0(2) . . ?
C36 C31 C37 120.5(7) . . ?
C36 C31 C33 137.5(6) . . ?
C37 C31 C33 41.7(5) . . ?
C36 C31 C34 42.7(6) . . ?
C37 C31 C34 129.3(5) . . ?
C33 C31 C34 110.9(3) . . ?
C36 C31 C23 110.5(5) . . ?
C37 C31 C23 115.7(5) . . ?
C33 C31 C23 111.5(3) . . ?
C34 C31 C23 114.4(3) . . ?
C36 C31 C32 65.6(6) . . ?
C37 C31 C32 66.6(6) . . ?
C33 C31 C32 107.4(3) . . ?
C34 C31 C32 105.0(3) . . ?
C23 C31 C32 107.1(3) . . ?
C36 C31 C35 103.8(7) . . ?
C37 C31 C35 103.1(7) . . ?
C33 C31 C35 62.6(5) . . ?
C34 C31 C35 61.1(5) . . ?
C23 C31 C35 99.7(5) . . ?
C32 C31 C35 153.2(5) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
C31 C34 H34A 109.5 . . ?
C31 C34 H34B 109.5 . . ?
C31 C34 H34C 109.5 . . ?
C31 C35 H35A 109.5 . . ?
C31 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C31 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C31 C36 H36A 109.5 . . ?
C31 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C31 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C31 C37 H37A 109.5 . . ?
C31 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C31 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
N4 C28 C21 122.8(2) . . ?
N4 C28 H28 118.6 . . ?
C21 C28 H28 118.6 . . ?
C28 N4 C29 121.2(2) . . ?
C28 N4 Cu1 129.23(19) . . ?
C29 N4 Cu1 109.56(17) . . ?
N4 C29 C30 107.8(2) . . ?
N4 C29 H29A 110.1 . . ?
C30 C29 H29A 110.1 . . ?
N4 C29 H29B 110.1 . . ?
C30 C29 H29B 110.1 . . ?
H29A C29 H29B 108.5 . . ?
N3 C30 C29 108.7(2) . . ?
N3 C30 H30A 110.0 . . ?
C29 C30 H30A 110.0 . . ?
N3 C30 H30B 110.0 . . ?
C29 C30 H30B 110.0 . . ?
H30A C30 H30B 108.3 . . ?
O41 C40 O40 124.9(3) . . ?
O41 C40 C41 119.2(3) . . ?
O40 C40 C41 115.8(3) . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C51 C50 H50A 109.5 . . ?
C51 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C51 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C50 C51 O52 134.5(9) . . ?
C50 C51 H51A 103.6 . . ?
O52 C51 H51A 103.6 . . ?
C50 C51 H51B 103.6 . . ?
O52 C51 H51B 103.6 . . ?
H51A C51 H51B 105.3 . . ?
O52 C53A H53A 105.0 . . ?
O52 C53A H53B 105.0 . . ?
H53A C53A H53B 105.9 . . ?
C53A O52 C53A 179.999(2) . 3_566 ?
C53A O52 C51 49.1(5) . . ?
C53A O52 C51 130.9(5) 3_566 . ?
C53A O52 C51 130.9(5) . 3_566 ?
C53A O52 C51 49.1(5) 3_566 3_566 ?
C51 O52 C51 180.0(7) . 3_566 ?

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
N4 Cu1 N1 C6 -177.6(2) . . . . ?
N2 Cu1 N1 C6 -12.9(2) . . . . ?
N3 Cu1 N1 C6 -93.8(5) . . . . ?
O1 Cu1 N1 C6 84.1(2) . . . . ?
N4 Cu1 N1 C26 10.6(2) . . . . ?
N2 Cu1 N1 C26 175.3(2) . . . . ?
N3 Cu1 N1 C26 94.5(5) . . . . ?
O1 Cu1 N1 C26 -87.7(2) . . . . ?
C6 C1 C2 C3 2.2(4) . . . . ?
C8 C1 C2 C3 -178.6(3) . . . . ?
C1 C2 C3 C4 -3.0(4) . . . . ?
C1 C2 C3 C11 179.6(3) . . . . ?
C2 C3 C4 C5 0.7(4) . . . . ?
C11 C3 C4 C5 178.2(2) . . . . ?
C3 C4 C5 C6 2.3(4) . . . . ?
C3 C4 C5 C25 -173.7(3) . . . . ?
C26 N1 C6 C1 -173.4(3) . . . . ?
Cu1 N1 C6 C1 13.5(4) . . . . ?
C26 N1 C6 C5 2.7(3) . . . . ?
Cu1 N1 C6 C5 -170.42(19) . . . . ?
C2 C1 C6 N1 176.6(3) . . . . ?
C8 C1 C6 N1 -2.6(4) . . . . ?
C2 C1 C6 C5 1.0(4) . . . . ?
C8 C1 C6 C5 -178.3(3) . . . . ?
C4 C5 C6 N1 -179.4(2) . . . . ?
C25 C5 C6 N1 -2.3(3) . . . . ?
C4 C5 C6 C1 -3.2(4) . . . . ?
C25 C5 C6 C1 174.0(3) . . . . ?
C2 C3 C11 C14 -15.8(4) . . . . ?
C4 C3 C11 C14 166.8(3) . . . . ?
C2 C3 C11 C13 102.5(3) . . . . ?
C4 C3 C11 C13 -74.9(4) . . . . ?
C2 C3 C11 C12 -137.6(3) . . . . ?
C4 C3 C11 C12 45.0(4) . . . . ?
C2 C1 C8 N2 175.7(3) . . . . ?
C6 C1 C8 N2 -5.0(4) . . . . ?
C1 C8 N2 C9 -178.1(3) . . . . ?
C1 C8 N2 Cu1 1.4(4) . . . . ?
N1 Cu1 N2 C8 6.1(3) . . . . ?
N4 Cu1 N2 C8 111.2(4) . . . . ?
N3 Cu1 N2 C8 174.7(3) . . . . ?
O1 Cu1 N2 C8 -95.8(3) . . . . ?
N1 Cu1 N2 C9 -174.41(19) . . . . ?
N4 Cu1 N2 C9 -69.3(4) . . . . ?
N3 Cu1 N2 C9 -5.75(19) . . . . ?
O1 Cu1 N2 C9 83.69(18) . . . . ?
C8 N2 C9 C10 -149.7(3) . . . . ?
Cu1 N2 C9 C10 30.7(3) . . . . ?
N2 C9 C10 N3 -49.6(3) . . . . ?
C9 C10 N3 C30 161.7(2) . . . . ?
C9 C10 N3 Cu1 43.5(3) . . . . ?
N1 Cu1 N3 C10 60.2(6) . . . . ?
N4 Cu1 N3 C10 144.63(19) . . . . ?
N2 Cu1 N3 C10 -21.23(19) . . . . ?
O1 Cu1 N3 C10 -117.62(19) . . . . ?
N1 Cu1 N3 C30 -64.5(5) . . . . ?
N4 Cu1 N3 C30 19.85(18) . . . . ?
N2 Cu1 N3 C30 -146.01(19) . . . . ?
O1 Cu1 N3 C30 117.59(18) . . . . ?
C26 C21 C22 C23 -1.2(4) . . . . ?
C28 C21 C22 C23 180.0(3) . . . . ?
C21 C22 C23 C24 0.6(4) . . . . ?
C21 C22 C23 C31 -179.9(3) . . . . ?
C22 C23 C24 C25 0.7(4) . . . . ?
C31 C23 C24 C25 -178.8(3) . . . . ?
C23 C24 C25 C26 -1.4(4) . . . . ?
C23 C24 C25 C5 173.1(3) . . . . ?
C4 C5 C25 C24 2.4(6) . . . . ?
C6 C5 C25 C24 -174.0(3) . . . . ?
C4 C5 C25 C26 177.4(3) . . . . ?
C6 C5 C25 C26 1.0(3) . . . . ?
C6 N1 C26 C21 173.5(3) . . . . ?
Cu1 N1 C26 C21 -13.4(4) . . . . ?
C6 N1 C26 C25 -2.0(3) . . . . ?
Cu1 N1 C26 C25 171.09(19) . . . . ?
C22 C21 C26 N1 -174.7(3) . . . . ?
C28 C21 C26 N1 4.2(4) . . . . ?
C22 C21 C26 C25 0.4(4) . . . . ?
C28 C21 C26 C25 179.3(3) . . . . ?
C24 C25 C26 N1 176.6(2) . . . . ?
C5 C25 C26 N1 0.6(3) . . . . ?
C24 C25 C26 C21 0.8(4) . . . . ?
C5 C25 C26 C21 -175.2(3) . . . . ?
C24 C23 C31 C36 130.3(7) . . . . ?
C22 C23 C31 C36 -49.3(7) . . . . ?
C24 C23 C31 C37 -11.2(7) . . . . ?
C22 C23 C31 C37 169.3(7) . . . . ?
C24 C23 C31 C33 -56.7(4) . . . . ?
C22 C23 C31 C33 123.8(3) . . . . ?
C24 C23 C31 C34 176.5(3) . . . . ?
C22 C23 C31 C34 -3.0(4) . . . . ?
C24 C23 C31 C32 60.6(3) . . . . ?
C22 C23 C31 C32 -118.9(3) . . . . ?
C24 C23 C31 C35 -120.9(5) . . . . ?
C22 C23 C31 C35 59.6(5) . . . . ?
C22 C21 C28 N4 -176.0(3) . . . . ?
C26 C21 C28 N4 5.2(4) . . . . ?
C21 C28 N4 C29 177.3(3) . . . . ?
C21 C28 N4 Cu1 -4.9(4) . . . . ?
N1 Cu1 N4 C28 -2.0(3) . . . . ?
N2 Cu1 N4 C28 -107.1(4) . . . . ?
N3 Cu1 N4 C28 -170.6(3) . . . . ?
O1 Cu1 N4 C28 100.0(3) . . . . ?
N1 Cu1 N4 C29 175.94(19) . . . . ?
N2 Cu1 N4 C29 70.8(4) . . . . ?
N3 Cu1 N4 C29 7.36(19) . . . . ?
O1 Cu1 N4 C29 -82.07(19) . . . . ?
C28 N4 C29 C30 145.9(3) . . . . ?
Cu1 N4 C29 C30 -32.3(3) . . . . ?
C10 N3 C30 C29 -160.8(2) . . . . ?
Cu1 N3 C30 C29 -42.6(3) . . . . ?
N4 C29 C30 N3 50.1(3) . . . . ?
C50 C51 O52 C53A -2.1(9) . . . . ?
C50 C51 O52 C53A 177.9(9) . . . 3_566 ?
C50 C51 O52 C51 -122(5) . . . 3_566 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O40 0.96(4) 1.91(4) 2.868(3) 173(3) .
O1 H1A O40 0.85(5) 1.90(5) 2.744(3) 171(5) .
O1 H1B O40 0.81(4) 1.99(4) 2.798(3) 170(4) 3_666

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.216
_refine_diff_density_min         -0.566
_refine_diff_density_rms         0.075
_exptl_crystal_preparation       ', redox'
####################################################################### 
# 
# 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_SXM_385
_database_code_depnum_ccdc_archive 'CCDC 1520894'
_audit_update_record             
;
2016-12-05 deposited with the CCDC.
2017-01-20 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT201_SXM_385             
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......          1 Report
RESPONSE: Some of the partial occupancy atoms of the disordered 
alkyl chains are isotropic.
;
_vrf_PLAT411_SXM_385             
;
PROBLEM: Short Inter H...H Contact  H8     ..  H11C    ..       1.92 Ang.  
RESPONSE: This has arisen despite our best effort to model the disorder 
of the alkyl chains.
;
_vrf_PLAT987_SXM_385             
;
PROBLEM: The Flack x is >> 0 -  Do a BASF/TWIN Refinement     Please Check
RESPONSE: BASF/TWIN refinement was tried 
but resulted in no improvement.
;
# end Validation Reply Form  


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        'Ni(II) carbazole Schiff-base macrocycle'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H26 N4 Ni O3'
_chemical_formula_weight         453.18

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

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

_cell_length_a                   6.6646(3)
_cell_length_b                   12.9442(4)
_cell_length_c                   23.1878(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2000.36(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8929
_cell_measurement_theta_min      5.0910
_cell_measurement_theta_max      76.1310

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.505
_exptl_crystal_F_000             952
_exptl_transmission_factor_min   0.69218
_exptl_transmission_factor_max   1.00000
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.671
_shelx_estimated_absorpt_T_min   0.731
_shelx_estimated_absorpt_T_max   0.921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Oxford Diffraction Supernova'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13219
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         5.121
_diffrn_reflns_theta_max         76.285
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4086
_reflns_number_gt                3910
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.697
_reflns_Friedel_fraction_max     0.943
_reflns_Friedel_fraction_full    0.993

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0698P)²+11.5403P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1419 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.48(9)
_chemical_absolute_configuration .
_refine_ls_number_reflns         4086
_refine_ls_number_parameters     331
_refine_ls_number_restraints     22
_refine_ls_R_factor_all          0.1005
_refine_ls_R_factor_gt           0.0887
_refine_ls_wR_factor_ref         0.2554
_refine_ls_wR_factor_gt          0.2532
_refine_ls_goodness_of_fit_ref   1.228
_refine_ls_restrained_S_all      1.226
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni -0.7211(5) 0.5575(2) 0.04193(12) 0.0102(4) Uani 0.65 1 d . . P A 1
N2 N -0.709(3) 0.6526(9) 0.1026(5) 0.021(3) Uiso 0.65 1 d D . P A 1
N3 N -0.734(8) 0.4508(15) 0.1002(9) 0.057(13) Uani 0.65 1 d D . P A 1
H3A H -0.8761 0.4357 0.1111 0.069 Uiso 0.65 1 calc R U P A 1
C14 C -0.699(4) 0.6015(11) 0.1604(5) 0.035(4) Uani 0.65 1 d D . P A 1
H14A H -0.8344 0.5979 0.1778 0.042 Uiso 0.65 1 calc R U P A 1
H14B H -0.6106 0.6413 0.1866 0.042 Uiso 0.65 1 calc R U P A 1
C15 C -0.616(3) 0.4946(12) 0.1516(6) 0.039(4) Uani 0.65 1 d D . P A 1
H15A H -0.6375 0.4517 0.1864 0.047 Uiso 0.65 1 calc R U P A 1
H15B H -0.4711 0.4972 0.1430 0.047 Uiso 0.65 1 calc R U P A 1
C16 C -0.635(3) 0.3570(12) 0.0742(6) 0.038(4) Uani 0.65 1 d D . P A 1
H16A H -0.4883 0.3676 0.0700 0.046 Uiso 0.65 1 calc R U P A 1
H16B H -0.6585 0.2949 0.0982 0.046 Uiso 0.65 1 calc R U P A 1
C17 C -0.734(3) 0.3467(6) 0.0164(4) 0.039(3) Uani 0.65 1 d D . P A 1
H17A H -0.6602 0.2960 -0.0076 0.047 Uiso 0.65 1 calc R U P A 1
H17B H -0.8734 0.3221 0.0212 0.047 Uiso 0.65 1 calc R U P A 1
Ni1B Ni -0.7863(12) 0.5571(8) 0.0416(4) 0.047(3) Uiso 0.35 1 d . . P A 2
N102 N -0.792(6) 0.656(2) 0.1025(12) 0.038(7) Uiso 0.35 1 d D . P A 2
N103 N -0.727(8) 0.454(2) 0.1001(14) 0.021(12) Uiso 0.35 1 d D . P A 2
H103 H -0.5818 0.4464 0.1098 0.025 Uiso 0.35 1 calc R U P A 2
C114 C -0.801(7) 0.604(2) 0.1598(13) 0.049(12) Uiso 0.35 1 d D . P A 2
H11A H -0.8999 0.6386 0.1849 0.058 Uiso 0.35 1 calc R U P A 2
H11B H -0.6679 0.6068 0.1789 0.058 Uiso 0.35 1 calc R U P A 2
C115 C -0.861(6) 0.494(2) 0.1501(15) 0.058(10) Uiso 0.35 1 d D . P A 2
H11C H -1.0043 0.4890 0.1396 0.070 Uiso 0.35 1 calc R U P A 2
H11D H -0.8377 0.4521 0.1854 0.070 Uiso 0.35 1 calc R U P A 2
C116 C -0.825(5) 0.358(2) 0.0747(10) 0.039(8) Uiso 0.35 1 d D . P A 2
H11E H -0.7969 0.2969 0.0988 0.047 Uiso 0.35 1 calc R U P A 2
H11F H -0.9722 0.3674 0.0717 0.047 Uiso 0.35 1 calc R U P A 2
C117 C -0.734(3) 0.3467(6) 0.0164(4) 0.039(3) Uani 0.35 1 d D . P A 2
H11G H -0.5950 0.3203 0.0198 0.047 Uiso 0.35 1 calc R U P A 2
H11H H -0.8126 0.2970 -0.0069 0.047 Uiso 0.35 1 calc R U P A 2
N1 N -0.7321(19) 0.6582(5) -0.0136(3) 0.0286(18) Uani 1 1 d . . . . .
N4 N -0.7329(16) 0.4492(5) -0.0120(3) 0.0291(16) Uani 1 1 d . . . . .
C1 C -0.731(2) 0.6430(6) -0.0716(3) 0.030(2) Uani 1 1 d . . . . .
C2 C -0.730(2) 0.5476(7) -0.0997(3) 0.036(2) Uani 1 1 d . . . . .
C3 C -0.722(3) 0.5500(8) -0.1603(4) 0.053(3) Uani 1 1 d . . . . .
H3 H -0.7136 0.4869 -0.1810 0.064 Uiso 1 1 calc R U . . .
C4 C -0.726(4) 0.6421(9) -0.1903(4) 0.075(5) Uani 1 1 d . . . . .
H4 H -0.7292 0.6407 -0.2312 0.090 Uiso 1 1 calc R U . . .
C5 C -0.725(3) 0.7379(8) -0.1616(4) 0.064(4) Uani 1 1 d . . . . .
H5 H -0.7211 0.8007 -0.1827 0.077 Uiso 1 1 calc R U . . .
C6 C -0.729(2) 0.7389(7) -0.1016(4) 0.042(3) Uani 1 1 d . . . . .
C7 C -0.728(2) 0.8169(7) -0.0570(4) 0.039(2) Uani 1 1 d . . . . .
C8 C -0.722(2) 0.9237(7) -0.0553(5) 0.048(3) Uani 1 1 d . . . . .
H8 H -0.7142 0.9622 -0.0901 0.058 Uiso 1 1 calc R U . . .
C9 C -0.728(2) 0.9748(7) -0.0022(5) 0.046(3) Uani 1 1 d . . . . .
H9 H -0.7305 1.0482 -0.0012 0.055 Uiso 1 1 calc R U . . .
C10 C -0.7309(19) 0.9200(7) 0.0486(4) 0.041(2) Uani 1 1 d . . . . .
H10 H -0.7326 0.9562 0.0843 0.050 Uiso 1 1 calc R U . . .
C11 C -0.7311(16) 0.8113(6) 0.0488(4) 0.0330(19) Uani 1 1 d . . . . .
C12 C -0.7320(18) 0.7617(6) -0.0044(4) 0.0288(19) Uani 1 1 d . . . . .
C13 C -0.723(3) 0.7526(7) 0.1010(4) 0.048(3) Uani 1 1 d . . . . .
H13 H -0.7295 0.7889 0.1366 0.057 Uiso 1 1 calc R U . A 1
C18 C -0.732(2) 0.4525(6) -0.0676(4) 0.036(2) Uani 1 1 d . . . . .
H18 H -0.7339 0.3892 -0.0883 0.043 Uiso 1 1 calc R U . . .
O50 O -1.060(2) 0.4118(10) 0.1654(6) 0.045(3) Uani 0.65 1 d . . P B 1
O51 O -1.135(3) 0.2820(11) 0.1066(6) 0.051(4) Uani 0.65 1 d . . P B 1
C50 C -1.143(3) 0.3243(13) 0.1533(8) 0.036(4) Uani 0.65 1 d . . P B 1
C51 C -1.238(2) 0.2701(7) 0.2047(4) 0.040(2) Uani 0.65 1 d . . P B 1
H51A H -1.3182 0.3197 0.2267 0.048 Uiso 0.65 1 calc R U P B 1
H51B H -1.1317 0.2420 0.2295 0.048 Uiso 0.65 1 calc R U P B 1
H51C H -1.3236 0.2138 0.1911 0.048 Uiso 0.65 1 calc R U P B 1
O150 O -1.407(4) 0.413(2) 0.1622(11) 0.052(7) Uani 0.35 1 d . U P C 2
O151 O -1.337(4) 0.2843(18) 0.1064(10) 0.042(6) Uani 0.35 1 d . . P C 2
C150 C -1.332(4) 0.325(2) 0.1534(13) 0.028(6) Uani 0.35 1 d . U P C 2
C151 C -1.238(2) 0.2701(7) 0.2047(4) 0.040(2) Uani 0.35 1 d . . P C 2
H15C H -1.3361 0.2232 0.2220 0.048 Uiso 0.35 1 calc R U P C 2
H15D H -1.1952 0.3212 0.2334 0.048 Uiso 0.35 1 calc R U P C 2
H15E H -1.1207 0.2304 0.1917 0.048 Uiso 0.35 1 calc R U P C 2
C61 C -1.267(2) 0.6239(7) 0.3288(4) 0.041(2) Uani 1 1 d . . . . .
H61A H -1.3654 0.6095 0.3591 0.049 Uiso 1 1 calc R U . D 1
H61B H -1.1339 0.6327 0.3461 0.049 Uiso 1 1 calc R U . D 1
H61C H -1.3046 0.6873 0.3083 0.049 Uiso 1 1 calc R U . D 1
C60 C -1.262(2) 0.5351(7) 0.2869(4) 0.040(2) Uani 0.65 1 d . . P E 1
H60A H -1.2254 0.4708 0.3075 0.048 Uiso 0.65 1 calc R U P E 1
H60B H -1.3965 0.5255 0.2696 0.048 Uiso 0.65 1 calc R U P E 1
O60 O -1.126(2) 0.5539(11) 0.2448(5) 0.042(3) Uani 0.65 1 d . . P E 1
H60 H -1.1237 0.5037 0.2218 0.051 Uiso 0.65 1 calc R U P E 1
C160 C -1.262(2) 0.5351(7) 0.2869(4) 0.040(2) Uani 0.35 1 d . . P E 2
H16C H -1.1239 0.5263 0.2718 0.048 Uiso 0.35 1 calc R U P E 2
H16D H -1.3006 0.4706 0.3069 0.048 Uiso 0.35 1 calc R U P E 2
O160 O -1.385(5) 0.552(2) 0.2441(10) 0.055(7) Uani 0.35 1 d . . P E 2
H160 H -1.3654 0.5085 0.2180 0.066 Uiso 0.35 1 calc R U P E 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 N1 1.833(7) . ?
Ni1 N2 1.871(13) . ?
Ni1 N4 1.881(7) . ?
Ni1 N3 1.93(3) . ?
N2 C13 1.299(16) . ?
N2 C14 1.496(13) . ?
N3 C16 1.51(3) . ?
N3 C15 1.54(3) . ?
C14 C15 1.503(19) . ?
C16 C17 1.501(16) . ?
C17 N4 1.481(10) . ?
Ni1B N1 1.864(12) . ?
Ni1B N4 1.903(12) . ?
Ni1B N102 1.91(3) . ?
Ni1B N103 1.94(4) . ?
N102 C13 1.33(3) . ?
N102 C114 1.49(2) . ?
N103 C116 1.52(3) . ?
N103 C115 1.55(4) . ?
C114 C115 1.50(3) . ?
C116 C117 1.49(2) . ?
C117 N4 1.481(10) . ?
N1 C12 1.357(10) . ?
N1 C1 1.360(10) . ?
N4 C18 1.288(10) . ?
C1 C2 1.396(11) . ?
C1 C6 1.424(11) . ?
C2 C3 1.406(11) . ?
C2 C18 1.439(11) . ?
C3 C4 1.379(14) . ?
C4 C5 1.408(15) . ?
C5 C6 1.390(13) . ?
C6 C7 1.446(12) . ?
C7 C8 1.383(12) . ?
C7 C12 1.413(12) . ?
C8 C9 1.398(15) . ?
C9 C10 1.376(14) . ?
C10 C11 1.407(11) . ?
C11 C12 1.391(11) . ?
C11 C13 1.430(13) . ?
O50 C50 1.29(2) . ?
O51 C50 1.21(2) . ?
C50 C51 1.52(2) . ?
O150 C150 1.25(4) . ?
O151 C150 1.21(4) . ?
C150 C151 1.52(3) . ?
C61 C160 1.505(12) . ?
C61 C60 1.505(12) . ?
C60 O60 1.352(16) . ?
C160 O160 1.31(3) . ?

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
N1 Ni1 N2 93.6(4) . . ?
N1 Ni1 N4 93.5(3) . . ?
N2 Ni1 N4 172.9(4) . . ?
N1 Ni1 N3 175.2(16) . . ?
N2 Ni1 N3 86.9(6) . . ?
N4 Ni1 N3 86.0(5) . . ?
C13 N2 C14 118.0(11) . . ?
C13 N2 Ni1 129.1(9) . . ?
C14 N2 Ni1 112.7(8) . . ?
C16 N3 C15 113(3) . . ?
C16 N3 Ni1 106.1(17) . . ?
C15 N3 Ni1 104.9(17) . . ?
N2 C14 C15 107.5(11) . . ?
C14 C15 N3 105.0(16) . . ?
C17 C16 N3 103.6(16) . . ?
N4 C17 C16 108.4(9) . . ?
N1 Ni1B N4 91.8(5) . . ?
N1 Ni1B N102 92.4(9) . . ?
N4 Ni1B N102 168.5(12) . . ?
N1 Ni1B N103 157.1(18) . . ?
N4 Ni1B N103 85.1(7) . . ?
N102 Ni1B N103 86.9(10) . . ?
C13 N102 C114 118(2) . . ?
C13 N102 Ni1B 127.2(19) . . ?
C114 N102 Ni1B 111.0(18) . . ?
C116 N103 C115 108(3) . . ?
C116 N103 Ni1B 102(2) . . ?
C115 N103 Ni1B 100(2) . . ?
N102 C114 C115 108(2) . . ?
C114 C115 N103 106(2) . . ?
C117 C116 N103 105(2) . . ?
N4 C117 C116 108.4(14) . . ?
C12 N1 C1 107.3(7) . . ?
C12 N1 Ni1 126.3(6) . . ?
C1 N1 Ni1 126.3(5) . . ?
C12 N1 Ni1B 125.9(7) . . ?
C1 N1 Ni1B 125.3(7) . . ?
C18 N4 C117 118.3(7) . . ?
C18 N4 C17 118.3(7) . . ?
C18 N4 Ni1 129.8(6) . . ?
C17 N4 Ni1 111.8(5) . . ?
C18 N4 Ni1B 129.0(7) . . ?
C117 N4 Ni1B 111.5(6) . . ?
N1 C1 C2 126.1(7) . . ?
N1 C1 C6 110.9(7) . . ?
C2 C1 C6 122.9(7) . . ?
C1 C2 C3 116.5(8) . . ?
C1 C2 C18 121.0(7) . . ?
C3 C2 C18 122.5(8) . . ?
C4 C3 C2 121.5(9) . . ?
C3 C4 C5 121.5(9) . . ?
C6 C5 C4 118.8(9) . . ?
C5 C6 C1 118.7(8) . . ?
C5 C6 C7 136.2(8) . . ?
C1 C6 C7 105.0(7) . . ?
C8 C7 C12 118.7(8) . . ?
C8 C7 C6 136.0(9) . . ?
C12 C7 C6 105.3(7) . . ?
C7 C8 C9 119.9(9) . . ?
C10 C9 C8 120.7(9) . . ?
C9 C10 C11 121.2(9) . . ?
C12 C11 C10 117.3(8) . . ?
C12 C11 C13 120.4(8) . . ?
C10 C11 C13 122.3(8) . . ?
N1 C12 C11 126.4(8) . . ?
N1 C12 C7 111.4(7) . . ?
C11 C12 C7 122.2(8) . . ?
N2 C13 C11 123.8(9) . . ?
N102 C13 C11 120.6(15) . . ?
N4 C18 C2 123.1(7) . . ?
O51 C50 O50 124.7(18) . . ?
O51 C50 C51 120.7(15) . . ?
O50 C50 C51 114.3(15) . . ?
O151 C150 O150 122(3) . . ?
O151 C150 C151 121(2) . . ?
O150 C150 C151 117(3) . . ?
O60 C60 C61 110.1(10) . . ?
O160 C160 C61 110.2(16) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3A O50 1.00 1.78 2.70(5) 149.7 .
N103 H103 O150 1.00 1.74 2.63(5) 146.3 1_655
O60 H60 O50 0.84 1.82 2.640(19) 165.2 .
O160 H160 O150 0.84 1.81 2.62(4) 162.3 .

_refine_diff_density_max         1.598
_refine_diff_density_min         -0.988
_refine_diff_density_rms         0.125

_exptl_crystal_preparation       ', redox, NMR'
