# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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. 
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data_AC2_001
_database_code_depnum_ccdc_archive 'CCDC 2042062'
loop_
_audit_author_name
_audit_author_address
'Veronica Carta'
;Indiana University
United States of America
;
_audit_update_record             
;
2020-11-02 deposited with the CCDC.	2021-02-08 downloaded from the CCDC.
;
_audit_creation_date             2019-06-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
acabelof@iu.edu
vcarta@iu.edu
caulton@indiana.edu
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H26 N7 Ni O3, N O3'
_chemical_formula_sum            'C30 H26 N8 Ni O6'
_chemical_formula_weight         653.30
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.5799(8)
_cell_length_b                   13.3433(7)
_cell_length_c                   14.1660(7)
_cell_angle_alpha                90
_cell_angle_beta                 92.824(2)
_cell_angle_gamma                90
_cell_volume                     2941.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4731
_cell_measurement_temperature    173
_cell_measurement_theta_max      24.57
_cell_measurement_theta_min      3.03
_shelx_estimated_absorpt_T_max   0.932
_shelx_estimated_absorpt_T_min   0.876
_exptl_absorpt_coefficient_mu    0.718
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.90
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Apex3 (Bruker,2016)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light blue'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_unetI/netI     0.0437
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            17798
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.096
_diffrn_reflns_theta_max         25.096
_diffrn_reflns_theta_min         2.435
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4034
_reflns_number_total             5213
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     408
_refine_ls_number_reflns         5213
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0336
_refine_ls_restrained_S_all      1.009
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0312P)²+1.2258P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0721
_refine_ls_wR_factor_ref         0.0780
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N10(H10), N30(H30), C32(H32), C12(H12), C38(H38), C26(H26), C34(H34), C6(H6),
 C37(H37), C25(H25), C24(H24), C5(H5), C4(H4), C18(H18), C36(H36), C35(H35),
 C14(H14), C15(H15), C17(H17), C16(H16)
2.b Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C3(H3A,H3B,H3C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.74088(2) 0.53441(2) 0.50365(2) 0.02204(9) Uani 1 1 d . . . . .
O2 O 0.81378(10) 0.41286(12) 0.45082(12) 0.0322(4) Uani 1 1 d . . . . .
O1 O 0.68601(11) 0.44025(14) 0.39283(12) 0.0393(5) Uani 1 1 d . . . . .
O7 O 0.72391(10) 0.64610(13) 0.92668(12) 0.0358(4) Uani 1 1 d . . . . .
N21 N 0.67157(11) 0.44642(14) 0.60145(12) 0.0226(4) Uani 1 1 d . . . . .
N10 N 0.86755(11) 0.54489(14) 0.67934(12) 0.0228(4) Uani 1 1 d . . . . .
H10 H 0.834814 0.521069 0.722976 0.027 Uiso 1 1 calc R . . . .
N29 N 0.64033(11) 0.62627(14) 0.52265(13) 0.0243(4) Uani 1 1 d . . . . .
N9 N 0.83781(11) 0.57865(14) 0.59407(12) 0.0221(4) Uani 1 1 d . . . . .
O6 O 0.78035(11) 0.53224(13) 0.84078(12) 0.0421(5) Uani 1 1 d . . . . .
N1 N 0.81309(11) 0.62379(14) 0.41195(12) 0.0230(4) Uani 1 1 d . . . . .
N30 N 0.60894(11) 0.71475(14) 0.49001(13) 0.0246(4) Uani 1 1 d . . . . .
H30 H 0.637453 0.756630 0.455194 0.030 Uiso 1 1 calc R . . . .
N8 N 0.72728(12) 0.60236(15) 0.84864(14) 0.0286(5) Uani 1 1 d . . . . .
N4 N 0.75238(14) 0.38773(16) 0.39197(14) 0.0342(5) Uani 1 1 d . . . . .
O5 O 0.67955(12) 0.62780(15) 0.78050(13) 0.0486(5) Uani 1 1 d . . . . .
C8 C 0.90732(13) 0.60730(16) 0.54908(15) 0.0216(5) Uani 1 1 d . . . . .
O3 O 0.76043(15) 0.31535(17) 0.34025(16) 0.0697(7) Uani 1 1 d . . . . .
C27 C 0.59338(13) 0.48744(17) 0.61504(15) 0.0225(5) Uani 1 1 d . . . . .
C28 C 0.57802(13) 0.58554(17) 0.57203(15) 0.0234(5) Uani 1 1 d . . . . .
C7 C 0.89312(14) 0.64168(16) 0.45094(16) 0.0225(5) Uani 1 1 d . . . . .
C11 C 0.95437(13) 0.55238(17) 0.68916(16) 0.0242(5) Uani 1 1 d . . . . .
C32 C 0.50666(13) 0.64843(17) 0.57135(15) 0.0247(5) Uani 1 1 d . . . . .
H32 H 0.454376 0.637066 0.601443 0.030 Uiso 1 1 calc R . . . .
C33 C 0.47540(14) 0.81792(17) 0.48958(15) 0.0245(5) Uani 1 1 d . . . . .
C31 C 0.52757(13) 0.73102(17) 0.51776(15) 0.0239(5) Uani 1 1 d . . . . .
C2 C 0.79435(15) 0.65544(17) 0.32273(16) 0.0276(5) Uani 1 1 d . . . . .
C13 C 1.00357(15) 0.51849(18) 0.77401(16) 0.0294(6) Uani 1 1 d . . . . .
C12 C 0.98160(14) 0.59288(17) 0.60598(16) 0.0266(5) Uani 1 1 d . . . . .
H12 H 1.038959 0.607730 0.590854 0.032 Uiso 1 1 calc R . . . .
C38 C 0.39911(14) 0.83553(18) 0.53504(16) 0.0283(6) Uani 1 1 d . . . . .
H38 H 0.383066 0.791885 0.584129 0.034 Uiso 1 1 calc R . . . .
C22 C 0.69004(14) 0.35739(17) 0.64277(16) 0.0268(5) Uani 1 1 d . . . . .
C26 C 0.53127(14) 0.44059(18) 0.66573(16) 0.0277(6) Uani 1 1 d . . . . .
H26 H 0.476888 0.471170 0.672748 0.033 Uiso 1 1 calc R . . . .
C34 C 0.49727(14) 0.88243(18) 0.41700(16) 0.0284(6) Uani 1 1 d . . . . .
H34 H 0.548402 0.871160 0.384691 0.034 Uiso 1 1 calc R . . . .
C6 C 0.95641(15) 0.68972(17) 0.40309(17) 0.0295(6) Uani 1 1 d . . . . .
H6 H 1.011847 0.700750 0.432178 0.035 Uiso 1 1 calc R . . . .
C37 C 0.34681(15) 0.91571(19) 0.50936(17) 0.0313(6) Uani 1 1 d . . . . .
H37 H 0.295100 0.926762 0.540649 0.038 Uiso 1 1 calc R . . . .
C25 C 0.55001(15) 0.34829(19) 0.70597(16) 0.0317(6) Uani 1 1 d . . . . .
H25 H 0.508444 0.313870 0.740603 0.038 Uiso 1 1 calc R . . . .
C24 C 0.63000(15) 0.30703(19) 0.69502(17) 0.0314(6) Uani 1 1 d . . . . .
H24 H 0.644235 0.244163 0.723118 0.038 Uiso 1 1 calc R . . . .
C23 C 0.77692(15) 0.31078(19) 0.63200(19) 0.0364(6) Uani 1 1 d . . . . .
H23A H 0.775784 0.270315 0.574215 0.055 Uiso 1 1 calc GR . . . .
H23B H 0.791344 0.267956 0.686706 0.055 Uiso 1 1 calc GR . . . .
H23C H 0.820220 0.363683 0.628055 0.055 Uiso 1 1 calc GR . . . .
C5 C 0.93658(17) 0.72144(18) 0.31118(18) 0.0354(6) Uani 1 1 d . . . . .
H5 H 0.978817 0.753918 0.275933 0.043 Uiso 1 1 calc R . . . .
C4 C 0.85572(17) 0.70554(18) 0.27177(17) 0.0335(6) Uani 1 1 d . . . . .
H4 H 0.841314 0.728659 0.209565 0.040 Uiso 1 1 calc R . . . .
C18 C 1.08623(16) 0.5558(2) 0.7925(2) 0.0420(7) Uani 1 1 d . . . . .
H18 H 1.108726 0.604700 0.751720 0.050 Uiso 1 1 calc R . . . .
C36 C 0.36969(15) 0.97974(19) 0.43825(17) 0.0327(6) Uani 1 1 d . . . . .
H36 H 0.334159 1.035314 0.421034 0.039 Uiso 1 1 calc R . . . .
C35 C 0.44487(15) 0.96255(19) 0.39199(17) 0.0323(6) Uani 1 1 d . . . . .
H35 H 0.460368 1.006296 0.342734 0.039 Uiso 1 1 calc R . . . .
C3 C 0.70728(16) 0.6343(2) 0.27895(17) 0.0386(6) Uani 1 1 d . . . . .
H3A H 0.705053 0.565048 0.255942 0.058 Uiso 1 1 calc GR . . . .
H3B H 0.695442 0.680288 0.225954 0.058 Uiso 1 1 calc GR . . . .
H3C H 0.664082 0.643693 0.326174 0.058 Uiso 1 1 calc GR . . . .
C14 C 0.97158(17) 0.4470(2) 0.83483(18) 0.0399(7) Uani 1 1 d . . . . .
H14 H 0.915320 0.420810 0.823323 0.048 Uiso 1 1 calc R . . . .
C15 C 1.0220(2) 0.4140(3) 0.91221(19) 0.0558(9) Uani 1 1 d . . . . .
H15 H 1.000049 0.365310 0.953595 0.067 Uiso 1 1 calc R . . . .
C17 C 1.1358(2) 0.5223(3) 0.8699(2) 0.0595(9) Uani 1 1 d . . . . .
H17 H 1.192046 0.548251 0.881994 0.071 Uiso 1 1 calc R . . . .
C16 C 1.1038(2) 0.4516(3) 0.9294(2) 0.0652(11) Uani 1 1 d . . . . .
H16 H 1.138103 0.428589 0.982304 0.078 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 O2 2.1364(16) . ?
Ni1 O1 2.1545(17) . ?
Ni1 N21 2.1473(17) . ?
Ni1 N29 2.0176(18) . ?
Ni1 N9 2.0197(18) . ?
Ni1 N1 2.1260(18) . ?
O2 N4 1.282(3) . ?
O1 N4 1.250(3) . ?
O7 N8 1.253(2) . ?
N21 C27 1.358(3) . ?
N21 C22 1.349(3) . ?
N10 H10 0.8800 . ?
N10 N9 1.350(2) . ?
N10 C11 1.357(3) . ?
N29 N30 1.351(3) . ?
N29 C28 1.339(3) . ?
N9 C8 1.339(3) . ?
O6 N8 1.257(2) . ?
N1 C7 1.360(3) . ?
N1 C2 1.351(3) . ?
N30 H30 0.8800 . ?
N30 C31 1.363(3) . ?
N8 O5 1.237(3) . ?
N4 O3 1.222(3) . ?
C8 C7 1.470(3) . ?
C8 C12 1.391(3) . ?
C27 C28 1.459(3) . ?
C27 C26 1.382(3) . ?
C28 C32 1.393(3) . ?
C7 C6 1.381(3) . ?
C11 C13 1.465(3) . ?
C11 C12 1.382(3) . ?
C32 H32 0.9500 . ?
C32 C31 1.386(3) . ?
C33 C31 1.460(3) . ?
C33 C38 1.399(3) . ?
C33 C34 1.396(3) . ?
C2 C4 1.397(3) . ?
C2 C3 1.491(3) . ?
C13 C18 1.394(4) . ?
C13 C14 1.394(4) . ?
C12 H12 0.9500 . ?
C38 H38 0.9500 . ?
C38 C37 1.383(3) . ?
C22 C24 1.394(3) . ?
C22 C23 1.504(3) . ?
C26 H26 0.9500 . ?
C26 C25 1.382(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.381(3) . ?
C6 H6 0.9500 . ?
C6 C5 1.389(3) . ?
C37 H37 0.9500 . ?
C37 C36 1.381(3) . ?
C25 H25 0.9500 . ?
C25 C24 1.378(3) . ?
C24 H24 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C5 H5 0.9500 . ?
C5 C4 1.369(4) . ?
C4 H4 0.9500 . ?
C18 H18 0.9500 . ?
C18 C17 1.384(4) . ?
C36 H36 0.9500 . ?
C36 C35 1.389(3) . ?
C35 H35 0.9500 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C14 H14 0.9500 . ?
C14 C15 1.388(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.381(5) . ?
C17 H17 0.9500 . ?
C17 C16 1.374(5) . ?
C16 H16 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Ni1 O1 60.05(7) . . ?
O2 Ni1 N21 95.96(7) . . ?
N21 Ni1 O1 87.55(7) . . ?
N29 Ni1 O2 159.66(7) . . ?
N29 Ni1 O1 99.71(7) . . ?
N29 Ni1 N21 80.08(7) . . ?
N29 Ni1 N9 107.40(7) . . ?
N29 Ni1 N1 100.28(7) . . ?
N9 Ni1 O2 92.88(7) . . ?
N9 Ni1 O1 152.87(7) . . ?
N9 Ni1 N21 97.74(7) . . ?
N9 Ni1 N1 79.74(7) . . ?
N1 Ni1 O2 84.57(6) . . ?
N1 Ni1 O1 94.87(7) . . ?
N1 Ni1 N21 177.45(7) . . ?
N4 O2 Ni1 91.94(13) . . ?
N4 O1 Ni1 92.02(13) . . ?
C27 N21 Ni1 110.75(14) . . ?
C22 N21 Ni1 131.16(14) . . ?
C22 N21 C27 117.85(19) . . ?
N9 N10 H10 124.3 . . ?
N9 N10 C11 111.34(17) . . ?
C11 N10 H10 124.3 . . ?
N30 N29 Ni1 139.09(13) . . ?
C28 N29 Ni1 114.24(15) . . ?
C28 N29 N30 105.91(17) . . ?
N10 N9 Ni1 133.08(14) . . ?
C8 N9 Ni1 112.25(14) . . ?
C8 N9 N10 105.73(17) . . ?
C7 N1 Ni1 110.65(14) . . ?
C2 N1 Ni1 130.59(15) . . ?
C2 N1 C7 118.47(19) . . ?
N29 N30 H30 124.2 . . ?
N29 N30 C31 111.51(17) . . ?
C31 N30 H30 124.2 . . ?
O7 N8 O6 118.8(2) . . ?
O5 N8 O7 120.7(2) . . ?
O5 N8 O6 120.5(2) . . ?
O1 N4 O2 115.99(19) . . ?
O3 N4 O2 120.1(2) . . ?
O3 N4 O1 123.9(2) . . ?
N9 C8 C7 116.84(19) . . ?
N9 C8 C12 110.75(19) . . ?
C12 C8 C7 132.32(19) . . ?
N21 C27 C28 115.62(18) . . ?
N21 C27 C26 123.2(2) . . ?
C26 C27 C28 121.2(2) . . ?
N29 C28 C27 118.30(19) . . ?
N29 C28 C32 110.5(2) . . ?
C32 C28 C27 131.16(19) . . ?
N1 C7 C8 114.93(18) . . ?
N1 C7 C6 123.0(2) . . ?
C6 C7 C8 122.1(2) . . ?
N10 C11 C13 122.7(2) . . ?
N10 C11 C12 106.7(2) . . ?
C12 C11 C13 130.5(2) . . ?
C28 C32 H32 127.1 . . ?
C31 C32 C28 105.89(19) . . ?
C31 C32 H32 127.1 . . ?
C38 C33 C31 118.8(2) . . ?
C34 C33 C31 122.56(19) . . ?
C34 C33 C38 118.6(2) . . ?
N30 C31 C32 106.2(2) . . ?
N30 C31 C33 124.11(19) . . ?
C32 C31 C33 129.67(19) . . ?
N1 C2 C4 120.8(2) . . ?
N1 C2 C3 118.7(2) . . ?
C4 C2 C3 120.5(2) . . ?
C18 C13 C11 119.0(2) . . ?
C18 C13 C14 118.9(2) . . ?
C14 C13 C11 122.0(2) . . ?
C8 C12 H12 127.3 . . ?
C11 C12 C8 105.46(19) . . ?
C11 C12 H12 127.3 . . ?
C33 C38 H38 119.6 . . ?
C37 C38 C33 120.8(2) . . ?
C37 C38 H38 119.6 . . ?
N21 C22 C24 121.4(2) . . ?
N21 C22 C23 119.6(2) . . ?
C24 C22 C23 119.0(2) . . ?
C27 C26 H26 120.7 . . ?
C25 C26 C27 118.6(2) . . ?
C25 C26 H26 120.7 . . ?
C33 C34 H34 119.9 . . ?
C35 C34 C33 120.2(2) . . ?
C35 C34 H34 119.9 . . ?
C7 C6 H6 121.0 . . ?
C7 C6 C5 118.0(2) . . ?
C5 C6 H6 121.0 . . ?
C38 C37 H37 120.0 . . ?
C36 C37 C38 120.0(2) . . ?
C36 C37 H37 120.0 . . ?
C26 C25 H25 120.5 . . ?
C24 C25 C26 118.9(2) . . ?
C24 C25 H25 120.5 . . ?
C22 C24 H24 120.0 . . ?
C25 C24 C22 120.1(2) . . ?
C25 C24 H24 120.0 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C6 C5 H5 120.2 . . ?
C4 C5 C6 119.5(2) . . ?
C4 C5 H5 120.2 . . ?
C2 C4 H4 119.9 . . ?
C5 C4 C2 120.2(2) . . ?
C5 C4 H4 119.9 . . ?
C13 C18 H18 119.7 . . ?
C17 C18 C13 120.5(3) . . ?
C17 C18 H18 119.7 . . ?
C37 C36 H36 120.1 . . ?
C37 C36 C35 119.7(2) . . ?
C35 C36 H36 120.1 . . ?
C34 C35 C36 120.6(2) . . ?
C34 C35 H35 119.7 . . ?
C36 C35 H35 119.7 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 119.9(3) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.4(3) . . ?
C16 C15 H15 119.8 . . ?
C18 C17 H17 119.9 . . ?
C16 C17 C18 120.2(3) . . ?
C16 C17 H17 119.9 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 120.1(3) . . ?
C17 C16 H16 120.0 . . ?

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
_geom_hbond_publ_flag
N10 H10 O6 0.88 1.91 2.722(2) 151.8 . yes
N30 H30 O7 0.88 1.93 2.760(2) 157.3 4_575 yes
C32 H32 O1 0.95 2.42 3.289(3) 151.4 3_666 yes
C12 H12 O2 0.95 2.41 3.327(3) 161.4 3_766 yes
C24 H24 O3 0.95 2.52 3.258(3) 134.3 4_566 yes
C23 H23B O3 0.98 2.51 3.417(3) 153.8 4_566 yes
C23 H23C N10 0.98 2.62 3.480(3) 146.5 . yes
C3 H3A O1 0.98 2.58 3.077(3) 111.2 . yes
C3 H3C N30 0.98 2.69 3.590(3) 153.4 . yes

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
Ni1 O2 N4 O1 0.06(19) . . . . ?
Ni1 O2 N4 O3 -178.97(19) . . . . ?
Ni1 O1 N4 O2 -0.06(19) . . . . ?
Ni1 O1 N4 O3 178.9(2) . . . . ?
Ni1 N21 C27 C28 -7.5(2) . . . . ?
Ni1 N21 C27 C26 172.25(18) . . . . ?
Ni1 N21 C22 C24 -171.37(17) . . . . ?
Ni1 N21 C22 C23 8.2(3) . . . . ?
Ni1 N29 N30 C31 168.70(18) . . . . ?
Ni1 N29 C28 C27 7.1(3) . . . . ?
Ni1 N29 C28 C32 -172.22(15) . . . . ?
Ni1 N9 C8 C7 24.3(2) . . . . ?
Ni1 N9 C8 C12 -152.52(16) . . . . ?
Ni1 N1 C7 C8 -7.2(2) . . . . ?
Ni1 N1 C7 C6 173.70(17) . . . . ?
Ni1 N1 C2 C4 -173.27(16) . . . . ?
Ni1 N1 C2 C3 5.7(3) . . . . ?
N21 C27 C28 N29 0.7(3) . . . . ?
N21 C27 C28 C32 179.9(2) . . . . ?
N21 C27 C26 C25 1.1(3) . . . . ?
N21 C22 C24 C25 -0.5(4) . . . . ?
N10 N9 C8 C7 176.23(18) . . . . ?
N10 N9 C8 C12 -0.6(2) . . . . ?
N10 C11 C13 C18 -159.9(2) . . . . ?
N10 C11 C13 C14 22.7(3) . . . . ?
N10 C11 C12 C8 -0.3(2) . . . . ?
N29 N30 C31 C32 0.3(2) . . . . ?
N29 N30 C31 C33 -176.9(2) . . . . ?
N29 C28 C32 C31 0.5(3) . . . . ?
N9 N10 C11 C13 -178.3(2) . . . . ?
N9 N10 C11 C12 -0.1(2) . . . . ?
N9 C8 C7 N1 -11.1(3) . . . . ?
N9 C8 C7 C6 168.1(2) . . . . ?
N9 C8 C12 C11 0.6(3) . . . . ?
N1 C7 C6 C5 0.4(3) . . . . ?
N1 C2 C4 C5 1.3(4) . . . . ?
N30 N29 C28 C27 179.03(19) . . . . ?
N30 N29 C28 C32 -0.3(2) . . . . ?
C8 C7 C6 C5 -178.7(2) . . . . ?
C27 N21 C22 C24 2.2(3) . . . . ?
C27 N21 C22 C23 -178.2(2) . . . . ?
C27 C28 C32 C31 -178.7(2) . . . . ?
C27 C26 C25 C24 0.7(3) . . . . ?
C28 N29 N30 C31 0.0(2) . . . . ?
C28 C27 C26 C25 -179.1(2) . . . . ?
C28 C32 C31 N30 -0.5(2) . . . . ?
C28 C32 C31 C33 176.6(2) . . . . ?
C7 N1 C2 C4 -0.1(3) . . . . ?
C7 N1 C2 C3 178.8(2) . . . . ?
C7 C8 C12 C11 -175.6(2) . . . . ?
C7 C6 C5 C4 0.8(4) . . . . ?
C11 N10 N9 Ni1 143.76(16) . . . . ?
C11 N10 N9 C8 0.4(2) . . . . ?
C11 C13 C18 C17 -177.3(2) . . . . ?
C11 C13 C14 C15 177.3(2) . . . . ?
C33 C38 C37 C36 -0.2(4) . . . . ?
C33 C34 C35 C36 -0.3(4) . . . . ?
C31 C33 C38 C37 -178.7(2) . . . . ?
C31 C33 C34 C35 178.8(2) . . . . ?
C2 N1 C7 C8 178.36(19) . . . . ?
C2 N1 C7 C6 -0.8(3) . . . . ?
C13 C11 C12 C8 177.7(2) . . . . ?
C13 C18 C17 C16 0.0(4) . . . . ?
C13 C14 C15 C16 0.0(4) . . . . ?
C12 C8 C7 N1 165.0(2) . . . . ?
C12 C8 C7 C6 -15.9(4) . . . . ?
C12 C11 C13 C18 22.3(4) . . . . ?
C12 C11 C13 C14 -155.0(2) . . . . ?
C38 C33 C31 N30 -169.1(2) . . . . ?
C38 C33 C31 C32 14.3(4) . . . . ?
C38 C33 C34 C35 0.9(3) . . . . ?
C38 C37 C36 C35 0.7(4) . . . . ?
C22 N21 C27 C28 177.61(19) . . . . ?
C22 N21 C27 C26 -2.6(3) . . . . ?
C26 C27 C28 N29 -179.0(2) . . . . ?
C26 C27 C28 C32 0.1(4) . . . . ?
C26 C25 C24 C22 -1.0(4) . . . . ?
C34 C33 C31 N30 12.9(3) . . . . ?
C34 C33 C31 C32 -163.7(2) . . . . ?
C34 C33 C38 C37 -0.6(3) . . . . ?
C6 C5 C4 C2 -1.7(4) . . . . ?
C37 C36 C35 C34 -0.5(4) . . . . ?
C23 C22 C24 C25 179.9(2) . . . . ?
C18 C13 C14 C15 -0.1(4) . . . . ?
C18 C17 C16 C15 -0.2(5) . . . . ?
C3 C2 C4 C5 -177.6(2) . . . . ?
C14 C13 C18 C17 0.1(4) . . . . ?
C14 C15 C16 C17 0.2(4) . . . . ?

_olex2_date_sample_data_collection 2019-06-12
_olex2_date_sample_submission    2019-06-11
_olex2_submission_original_sample_id AC2.001
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_20123_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2044738'
loop_
_audit_author_name
_audit_author_address
'Veronica Carta'
;Indiana University
United States of America
;
_audit_update_record             
;
2020-11-16 deposited with the CCDC.	2021-02-08 downloaded from the CCDC.
;
_audit_creation_date             2020-11-12
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
acabelof@iu.edu
vcarta@iu.edu
caulton@indiana.edu
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H13 Br2 N3 Ni, C4 H8 O'
_chemical_formula_sum            'C19 H21 Br2 N3 Ni O'
_chemical_formula_weight         525.92
_chemical_melting_point          ?
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'
Br Br -0.2901 2.4595 '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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.3273(4)
_cell_length_b                   10.2918(5)
_cell_length_c                   10.8763(5)
_cell_angle_alpha                95.137(2)
_cell_angle_beta                 95.800(2)
_cell_angle_gamma                107.670(2)
_cell_volume                     981.73(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9581
_cell_measurement_temperature    123.0
_cell_measurement_theta_max      27.45
_cell_measurement_theta_min      2.58
_shelx_estimated_absorpt_T_max   0.823
_shelx_estimated_absorpt_T_min   0.537
_exptl_absorpt_coefficient_mu    5.071
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6500
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker,2016/2) .'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            pink
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.779
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             524
_exptl_crystal_preparation       synthetized
_exptl_crystal_recrystallization_method 
'vapor diffusion of pentane into a THF solution'
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            28003
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         1.897
_diffrn_ambient_temperature      123.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker VENTURE D8'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3957
_reflns_number_total             4498
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.165
_refine_diff_density_min         -0.800
_refine_diff_density_rms         0.123
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         4498
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0327
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0578P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0855
_refine_ls_wR_factor_ref         0.0890
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C16(H16A,H16B), C18(H18A,H18B), C17(H17A,H17B)
2.b Aromatic/amide H refined with riding coordinates:
 N3(H3), C8(H8), C11(H11), C3(H3A), C5(H5), C15(H15), C4(H4), C14(H14),
 C13(H13), C12(H12)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Br1 Br -0.02637(3) 0.11583(3) 0.22857(3) 0.02379(9) Uani 1 1 d . . . . .
Br2 Br 0.31418(3) 0.09025(3) 0.50966(3) 0.02388(9) Uani 1 1 d . . . . .
Ni1 Ni 0.18900(4) 0.20503(3) 0.38011(3) 0.01834(10) Uani 1 1 d . . . . .
O1 O 0.4561(2) 0.1099(2) 0.13035(19) 0.0261(4) Uani 1 1 d . . . . .
N3 N 0.4396(2) 0.3574(2) 0.2260(2) 0.0184(4) Uani 1 1 d . . . . .
H3 H 0.447292 0.286569 0.178510 0.041(10) Uiso 1 1 calc R . . . .
N1 N 0.1802(2) 0.3722(2) 0.4876(2) 0.0180(4) Uani 1 1 d . . . . .
N2 N 0.3449(2) 0.3478(2) 0.3122(2) 0.0191(4) Uani 1 1 d . . . . .
C7 C 0.3665(3) 0.4767(3) 0.3636(2) 0.0177(5) Uani 1 1 d . . . . .
C6 C 0.2762(3) 0.4923(3) 0.4627(2) 0.0181(5) Uani 1 1 d . . . . .
C8 C 0.4766(3) 0.5700(3) 0.3099(2) 0.0190(5) Uani 1 1 d . . . . .
H8 H 0.512884 0.667165 0.329584 0.023 Uiso 1 1 calc R U . . .
C9 C 0.5220(3) 0.4899(3) 0.2213(2) 0.0184(5) Uani 1 1 d . . . . .
C10 C 0.6374(3) 0.5314(3) 0.1377(2) 0.0183(5) Uani 1 1 d . . . . .
C11 C 0.7198(3) 0.6704(3) 0.1422(3) 0.0219(5) Uani 1 1 d . . . . .
H11 H 0.699221 0.737173 0.197629 0.026 Uiso 1 1 calc R U . . .
C2 C 0.0925(3) 0.3722(3) 0.5784(2) 0.0199(5) Uani 1 1 d . . . . .
C3 C 0.0997(3) 0.4955(3) 0.6476(3) 0.0228(6) Uani 1 1 d . . . . .
H3A H 0.038260 0.495133 0.712119 0.027 Uiso 1 1 calc R U . . .
C5 C 0.2868(3) 0.6176(3) 0.5284(3) 0.0212(5) Uani 1 1 d . . . . .
H5 H 0.354230 0.701005 0.509708 0.025 Uiso 1 1 calc R U . . .
C15 C 0.6685(3) 0.4351(3) 0.0543(3) 0.0219(5) Uani 1 1 d . . . . .
H15 H 0.613414 0.340201 0.050280 0.026 Uiso 1 1 calc R U . . .
C4 C 0.1964(3) 0.6180(3) 0.6219(3) 0.0232(6) Uani 1 1 d . . . . .
H4 H 0.201020 0.702253 0.668185 0.028 Uiso 1 1 calc R U . . .
C14 C 0.7786(3) 0.4769(3) -0.0221(3) 0.0263(6) Uani 1 1 d . . . . .
H14 H 0.797952 0.410613 -0.078920 0.032 Uiso 1 1 calc R U . . .
C19 C 0.5099(3) 0.0397(3) 0.2256(3) 0.0255(6) Uani 1 1 d . . . . .
H19A H 0.506566 0.083714 0.309566 0.031 Uiso 1 1 calc R U . . .
H19B H 0.615788 0.042491 0.218626 0.031 Uiso 1 1 calc R U . . .
C13 C 0.8612(3) 0.6143(3) -0.0171(3) 0.0255(6) Uani 1 1 d . . . . .
H13 H 0.937190 0.642269 -0.069888 0.031 Uiso 1 1 calc R U . . .
C1 C -0.0099(3) 0.2357(3) 0.6007(3) 0.0250(6) Uani 1 1 d . . . . .
H1A H -0.069685 0.186221 0.521795 0.038 Uiso 1 1 calc R U . . .
H1B H -0.078395 0.249652 0.659609 0.038 Uiso 1 1 calc R U . . .
H1C H 0.051295 0.181946 0.635442 0.038 Uiso 1 1 calc R U . . .
C12 C 0.8320(3) 0.7112(3) 0.0657(3) 0.0246(6) Uani 1 1 d . . . . .
H12 H 0.888956 0.805620 0.070052 0.030 Uiso 1 1 calc R U . . .
C16 C 0.3128(3) 0.0200(3) 0.0637(3) 0.0306(7) Uani 1 1 d . . . . .
H16A H 0.327255 -0.018376 -0.019223 0.037 Uiso 1 1 calc R U . . .
H16B H 0.238724 0.070799 0.052152 0.037 Uiso 1 1 calc R U . . .
C18 C 0.4053(4) -0.1069(3) 0.2043(3) 0.0343(7) Uani 1 1 d . . . . .
H18A H 0.391418 -0.145608 0.284009 0.041 Uiso 1 1 calc R U . . .
H18B H 0.444636 -0.165861 0.148950 0.041 Uiso 1 1 calc R U . . .
C17 C 0.2577(3) -0.0927(3) 0.1426(3) 0.0324(7) Uani 1 1 d . . . . .
H17A H 0.194708 -0.179243 0.090889 0.039 Uiso 1 1 calc R U . . .
H17B H 0.198208 -0.066581 0.205270 0.039 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Ni1 2.3527(4) . ?
Br2 Ni1 2.3552(4) . ?
Ni1 N1 2.019(2) . ?
Ni1 N2 1.983(2) . ?
O1 C19 1.448(4) . ?
O1 C16 1.450(4) . ?
N3 H3 0.8800 . ?
N3 N2 1.342(3) . ?
N3 C9 1.356(3) . ?
N1 C6 1.357(3) . ?
N1 C2 1.345(3) . ?
N2 C7 1.339(3) . ?
C7 C6 1.460(4) . ?
C7 C8 1.393(4) . ?
C6 C5 1.388(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.392(4) . ?
C9 C10 1.469(4) . ?
C10 C11 1.397(4) . ?
C10 C15 1.399(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.391(4) . ?
C2 C3 1.395(4) . ?
C2 C1 1.495(4) . ?
C3 H3A 0.9500 . ?
C3 C4 1.380(4) . ?
C5 H5 0.9500 . ?
C5 C4 1.385(4) . ?
C15 H15 0.9500 . ?
C15 C14 1.377(4) . ?
C4 H4 0.9500 . ?
C14 H14 0.9500 . ?
C14 C13 1.383(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C18 1.510(4) . ?
C13 H13 0.9500 . ?
C13 C12 1.390(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C12 H12 0.9500 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.500(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C17 1.523(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?

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
Br1 Ni1 Br2 129.928(17) . . ?
N1 Ni1 Br1 111.51(6) . . ?
N1 Ni1 Br2 106.35(6) . . ?
N2 Ni1 Br1 108.79(7) . . ?
N2 Ni1 Br2 108.24(6) . . ?
N2 Ni1 N1 81.32(9) . . ?
C19 O1 C16 109.2(2) . . ?
N2 N3 H3 124.3 . . ?
N2 N3 C9 111.4(2) . . ?
C9 N3 H3 124.3 . . ?
C6 N1 Ni1 113.77(17) . . ?
C2 N1 Ni1 126.15(19) . . ?
C2 N1 C6 120.1(2) . . ?
N3 N2 Ni1 139.31(17) . . ?
C7 N2 Ni1 114.48(18) . . ?
C7 N2 N3 106.2(2) . . ?
N2 C7 C6 116.3(2) . . ?
N2 C7 C8 110.6(2) . . ?
C8 C7 C6 133.1(2) . . ?
N1 C6 C7 114.1(2) . . ?
N1 C6 C5 121.8(2) . . ?
C5 C6 C7 124.1(2) . . ?
C7 C8 H8 127.5 . . ?
C9 C8 C7 105.1(2) . . ?
C9 C8 H8 127.5 . . ?
N3 C9 C8 106.7(2) . . ?
N3 C9 C10 123.5(2) . . ?
C8 C9 C10 129.8(2) . . ?
C11 C10 C9 119.4(2) . . ?
C11 C10 C15 118.9(3) . . ?
C15 C10 C9 121.7(2) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 C10 120.1(3) . . ?
C12 C11 H11 119.9 . . ?
N1 C2 C3 120.3(3) . . ?
N1 C2 C1 117.0(2) . . ?
C3 C2 C1 122.8(3) . . ?
C2 C3 H3A 120.1 . . ?
C4 C3 C2 119.8(3) . . ?
C4 C3 H3A 120.1 . . ?
C6 C5 H5 120.9 . . ?
C4 C5 C6 118.3(3) . . ?
C4 C5 H5 120.9 . . ?
C10 C15 H15 119.8 . . ?
C14 C15 C10 120.4(3) . . ?
C14 C15 H15 119.8 . . ?
C3 C4 C5 119.8(2) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C15 C14 H14 119.6 . . ?
C15 C14 C13 120.8(3) . . ?
C13 C14 H14 119.6 . . ?
O1 C19 H19A 110.5 . . ?
O1 C19 H19B 110.5 . . ?
O1 C19 C18 106.3(2) . . ?
H19A C19 H19B 108.7 . . ?
C18 C19 H19A 110.5 . . ?
C18 C19 H19B 110.5 . . ?
C14 C13 H13 120.3 . . ?
C14 C13 C12 119.4(3) . . ?
C12 C13 H13 120.3 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.3(3) . . ?
C13 C12 H12 119.9 . . ?
O1 C16 H16A 110.5 . . ?
O1 C16 H16B 110.5 . . ?
O1 C16 C17 105.9(2) . . ?
H16A C16 H16B 108.7 . . ?
C17 C16 H16A 110.5 . . ?
C17 C16 H16B 110.5 . . ?
C19 C18 H18A 111.2 . . ?
C19 C18 H18B 111.2 . . ?
C19 C18 C17 102.7(2) . . ?
H18A C18 H18B 109.1 . . ?
C17 C18 H18A 111.2 . . ?
C17 C18 H18B 111.2 . . ?
C16 C17 C18 102.6(3) . . ?
C16 C17 H17A 111.3 . . ?
C16 C17 H17B 111.3 . . ?
C18 C17 H17A 111.3 . . ?
C18 C17 H17B 111.3 . . ?
H17A C17 H17B 109.2 . . ?

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
_geom_hbond_publ_flag
N3 H3 O1 0.88 1.87 2.718(3) 159.8 . yes
C8 H8 Br2 0.95 2.85 3.707(3) 151.3 2_666 yes
C19 H19A Br2 0.99 2.97 3.818(3) 144.8 . yes
C1 H1A Br2 0.98 3.02 3.683(3) 125.7 2_556 yes

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
Ni1 N1 C6 C7 -0.1(3) . . . . ?
Ni1 N1 C6 C5 -179.28(19) . . . . ?
Ni1 N1 C2 C3 178.75(18) . . . . ?
Ni1 N1 C2 C1 -1.0(3) . . . . ?
Ni1 N2 C7 C6 1.5(3) . . . . ?
Ni1 N2 C7 C8 -179.57(17) . . . . ?
O1 C19 C18 C17 -27.5(3) . . . . ?
O1 C16 C17 C18 -32.0(3) . . . . ?
N3 N2 C7 C6 -179.1(2) . . . . ?
N3 N2 C7 C8 -0.2(3) . . . . ?
N3 C9 C10 C11 -178.1(2) . . . . ?
N3 C9 C10 C15 1.1(4) . . . . ?
N1 C6 C5 C4 0.3(4) . . . . ?
N1 C2 C3 C4 0.5(4) . . . . ?
N2 N3 C9 C8 -0.2(3) . . . . ?
N2 N3 C9 C10 178.6(2) . . . . ?
N2 C7 C6 N1 -1.0(3) . . . . ?
N2 C7 C6 C5 178.2(2) . . . . ?
N2 C7 C8 C9 0.1(3) . . . . ?
C7 C6 C5 C4 -178.9(2) . . . . ?
C7 C8 C9 N3 0.1(3) . . . . ?
C7 C8 C9 C10 -178.6(2) . . . . ?
C6 N1 C2 C3 0.0(4) . . . . ?
C6 N1 C2 C1 -179.8(2) . . . . ?
C6 C7 C8 C9 178.7(3) . . . . ?
C6 C5 C4 C3 0.2(4) . . . . ?
C8 C7 C6 N1 -179.6(3) . . . . ?
C8 C7 C6 C5 -0.4(5) . . . . ?
C8 C9 C10 C11 0.3(4) . . . . ?
C8 C9 C10 C15 179.6(3) . . . . ?
C9 N3 N2 Ni1 179.4(2) . . . . ?
C9 N3 N2 C7 0.2(3) . . . . ?
C9 C10 C11 C12 178.5(2) . . . . ?
C9 C10 C15 C14 -179.3(2) . . . . ?
C10 C11 C12 C13 1.1(4) . . . . ?
C10 C15 C14 C13 0.6(4) . . . . ?
C11 C10 C15 C14 -0.1(4) . . . . ?
C2 N1 C6 C7 178.9(2) . . . . ?
C2 N1 C6 C5 -0.3(4) . . . . ?
C2 C3 C4 C5 -0.6(4) . . . . ?
C15 C10 C11 C12 -0.7(4) . . . . ?
C15 C14 C13 C12 -0.3(4) . . . . ?
C14 C13 C12 C11 -0.5(4) . . . . ?
C19 O1 C16 C17 15.3(3) . . . . ?
C19 C18 C17 C16 36.0(3) . . . . ?
C1 C2 C3 C4 -179.8(2) . . . . ?
C16 O1 C19 C18 8.0(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_20121_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2044737'
loop_
_audit_author_name
_audit_author_address
'Veronica Carta'
;Indiana University
United States of America
;
_audit_update_record             
;
2020-11-16 deposited with the CCDC.	2021-02-08 downloaded from the CCDC.
;
_audit_creation_date             2020-11-12
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
acabelof@iu.edu
vcarta@iu.edu
caulton@indiana.edu
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H26 Br4 N6 Ni2'
_chemical_formula_sum            'C30 H26 Br4 N6 Ni2'
_chemical_formula_weight         907.63
_chemical_melting_point          ?
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'
Br Br -0.2901 2.4595 '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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.1360(3)
_cell_length_b                   8.8312(3)
_cell_length_c                   13.1888(5)
_cell_angle_alpha                72.909(2)
_cell_angle_beta                 79.406(2)
_cell_angle_gamma                87.141(2)
_cell_volume                     780.90(5)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9963
_cell_measurement_temperature    123.0
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      2.49
_shelx_estimated_absorpt_T_max   0.785
_shelx_estimated_absorpt_T_min   0.430
_exptl_absorpt_coefficient_mu    6.354
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6033
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker,2016/2)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.930
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             444
_exptl_crystal_preparation       synthesized
_exptl_crystal_recrystallization_method 
'Vapor diffusion of Et2O into a THF solution'
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_unetI/netI     0.0158
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            25478
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         2.413
_diffrn_ambient_temperature      123.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker VENTURE D8'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3334
_reflns_number_total             3590
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.402
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3590
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0203
_refine_ls_R_factor_gt           0.0176
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0118P)²+0.6340P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0375
_refine_ls_wR_factor_ref         0.0384
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N3(H3), C11(H11), C8(H8), C5(H5), C15(H15), C3(H3A), C4(H4), C13(H13),
 C12(H12), C14(H14)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Br2 Br 0.32759(3) 0.92080(2) 0.45559(2) 0.01770(5) Uani 1 1 d . . . . .
Br1 Br 0.93522(3) 1.08664(2) 0.27810(2) 0.02040(5) Uani 1 1 d . . . . .
Ni1 Ni 0.68100(3) 0.92686(3) 0.40659(2) 0.01488(5) Uani 1 1 d . . . . .
N1 N 0.6641(2) 0.76119(17) 0.32234(11) 0.0148(3) Uani 1 1 d . . . . .
N2 N 0.7680(2) 0.73317(17) 0.50714(12) 0.0160(3) Uani 1 1 d . . . . .
N3 N 0.8000(2) 0.69237(17) 0.60917(12) 0.0161(3) Uani 1 1 d . . . . .
H3 H 0.815485 0.760402 0.644157 0.019 Uiso 1 1 calc R U . . .
C6 C 0.7079(2) 0.6121(2) 0.37746(14) 0.0142(3) Uani 1 1 d . . . . .
C7 C 0.7516(2) 0.5980(2) 0.48387(14) 0.0138(3) Uani 1 1 d . . . . .
C10 C 0.8275(2) 0.4542(2) 0.76294(14) 0.0160(3) Uani 1 1 d . . . . .
C11 C 0.8739(3) 0.2935(2) 0.79252(15) 0.0189(4) Uani 1 1 d . . . . .
H11 H 0.894621 0.237604 0.739967 0.023 Uiso 1 1 calc R U . . .
C2 C 0.6167(3) 0.7858(2) 0.22445(14) 0.0178(4) Uani 1 1 d . . . . .
C9 C 0.8053(2) 0.5322(2) 0.65110(14) 0.0144(3) Uani 1 1 d . . . . .
C8 C 0.7753(2) 0.4684(2) 0.57144(14) 0.0145(3) Uani 1 1 d . . . . .
H8 H 0.771659 0.359347 0.575433 0.017 Uiso 1 1 calc R U . . .
C5 C 0.7115(2) 0.4845(2) 0.33635(14) 0.0175(4) Uani 1 1 d . . . . .
H5 H 0.742568 0.381361 0.376970 0.021 Uiso 1 1 calc R U . . .
C15 C 0.7969(3) 0.5347(2) 0.84066(15) 0.0214(4) Uani 1 1 d . . . . .
H15 H 0.764420 0.643873 0.821491 0.026 Uiso 1 1 calc R U . . .
C3 C 0.6193(3) 0.6621(2) 0.17860(14) 0.0204(4) Uani 1 1 d . . . . .
H3A H 0.587333 0.681470 0.109100 0.024 Uiso 1 1 calc R U . . .
C4 C 0.6684(3) 0.5115(2) 0.23411(15) 0.0203(4) Uani 1 1 d . . . . .
H4 H 0.672697 0.427100 0.202679 0.024 Uiso 1 1 calc R U . . .
C1 C 0.5571(3) 0.9495(2) 0.16802(16) 0.0255(4) Uani 1 1 d . . . . .
H1A H 0.432764 0.973327 0.205836 0.038 Uiso 1 1 calc R U . . .
H1B H 0.547802 0.955874 0.093667 0.038 Uiso 1 1 calc R U . . .
H1C H 0.651773 1.026450 0.167658 0.038 Uiso 1 1 calc R U . . .
C13 C 0.8601(3) 0.2965(3) 0.97538(16) 0.0303(5) Uani 1 1 d . . . . .
H13 H 0.871558 0.242975 1.047834 0.036 Uiso 1 1 calc R U . . .
C12 C 0.8897(3) 0.2155(2) 0.89828(16) 0.0260(4) Uani 1 1 d . . . . .
H12 H 0.921032 0.106141 0.918066 0.031 Uiso 1 1 calc R U . . .
C14 C 0.8139(3) 0.4553(3) 0.94633(16) 0.0284(4) Uani 1 1 d . . . . .
H14 H 0.793528 0.510700 0.999162 0.034 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br2 Ni1 2.4849(3) . ?
Br2 Ni1 2.5506(3) 2_676 ?
Br1 Ni1 2.4235(3) . ?
Ni1 N1 2.1005(15) . ?
Ni1 N2 1.9834(15) . ?
N1 C6 1.357(2) . ?
N1 C2 1.348(2) . ?
N2 N3 1.346(2) . ?
N2 C7 1.332(2) . ?
N3 H3 0.8800 . ?
N3 C9 1.360(2) . ?
C6 C7 1.462(2) . ?
C6 C5 1.384(2) . ?
C7 C8 1.396(2) . ?
C10 C11 1.397(3) . ?
C10 C9 1.467(2) . ?
C10 C15 1.391(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.385(3) . ?
C2 C3 1.394(3) . ?
C2 C1 1.499(3) . ?
C9 C8 1.382(2) . ?
C8 H8 0.9500 . ?
C5 H5 0.9500 . ?
C5 C4 1.388(3) . ?
C15 H15 0.9500 . ?
C15 C14 1.389(3) . ?
C3 H3A 0.9500 . ?
C3 C4 1.380(3) . ?
C4 H4 0.9500 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C13 H13 0.9500 . ?
C13 C12 1.387(3) . ?
C13 C14 1.381(3) . ?
C12 H12 0.9500 . ?
C14 H14 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Ni1 Br2 Ni1 94.207(9) . 2_676 ?
Br2 Ni1 Br2 85.793(9) . 2_676 ?
Br1 Ni1 Br2 94.333(10) . 2_676 ?
Br1 Ni1 Br2 140.284(11) . . ?
N1 Ni1 Br2 89.03(4) . . ?
N1 Ni1 Br2 167.61(4) . 2_676 ?
N1 Ni1 Br1 96.83(4) . . ?
N2 Ni1 Br2 90.89(4) . 2_676 ?
N2 Ni1 Br2 105.18(5) . . ?
N2 Ni1 Br1 114.52(5) . . ?
N2 Ni1 N1 79.61(6) . . ?
C6 N1 Ni1 112.80(11) . . ?
C2 N1 Ni1 128.49(12) . . ?
C2 N1 C6 118.71(15) . . ?
N3 N2 Ni1 135.50(11) . . ?
C7 N2 Ni1 116.04(12) . . ?
C7 N2 N3 106.27(14) . . ?
N2 N3 H3 124.4 . . ?
N2 N3 C9 111.13(14) . . ?
C9 N3 H3 124.4 . . ?
N1 C6 C7 114.15(15) . . ?
N1 C6 C5 122.89(16) . . ?
C5 C6 C7 122.95(16) . . ?
N2 C7 C6 116.40(15) . . ?
N2 C7 C8 110.54(15) . . ?
C8 C7 C6 133.03(16) . . ?
C11 C10 C9 118.87(16) . . ?
C15 C10 C11 119.39(17) . . ?
C15 C10 C9 121.69(16) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 C10 120.18(18) . . ?
C12 C11 H11 119.9 . . ?
N1 C2 C3 120.89(17) . . ?
N1 C2 C1 117.76(16) . . ?
C3 C2 C1 121.33(16) . . ?
N3 C9 C10 122.91(15) . . ?
N3 C9 C8 106.65(15) . . ?
C8 C9 C10 130.34(16) . . ?
C7 C8 H8 127.3 . . ?
C9 C8 C7 105.41(15) . . ?
C9 C8 H8 127.3 . . ?
C6 C5 H5 120.9 . . ?
C6 C5 C4 118.13(17) . . ?
C4 C5 H5 120.9 . . ?
C10 C15 H15 120.1 . . ?
C14 C15 C10 119.86(18) . . ?
C14 C15 H15 120.1 . . ?
C2 C3 H3A 120.0 . . ?
C4 C3 C2 120.01(17) . . ?
C4 C3 H3A 120.0 . . ?
C5 C4 H4 120.4 . . ?
C3 C4 C5 119.30(17) . . ?
C3 C4 H4 120.4 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C14 C13 C12 119.68(18) . . ?
C11 C12 C13 120.23(19) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C15 C14 H14 119.7 . . ?
C13 C14 C15 120.67(19) . . ?
C13 C14 H14 119.7 . . ?

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
_geom_hbond_publ_flag
N3 H3 Br2 0.88 2.95 3.3897(15) 112.5 2_676 yes
N3 H3 Br1 0.88 2.79 3.5631(15) 147.9 2_776 yes
C8 H8 Br2 0.95 2.77 3.6804(17) 161.1 2_666 yes
C5 H5 Br2 0.95 2.92 3.8032(19) 155.7 2_666 yes
C1 H1A Br2 0.98 3.14 3.785(2) 124.7 . yes
C1 H1C Br1 0.98 2.85 3.695(2) 144.5 . yes

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
Ni1 N1 C6 C7 1.68(18) . . . . ?
Ni1 N1 C6 C5 -178.14(13) . . . . ?
Ni1 N1 C2 C3 177.68(13) . . . . ?
Ni1 N1 C2 C1 -3.6(2) . . . . ?
Ni1 N2 N3 C9 162.10(14) . . . . ?
Ni1 N2 C7 C6 11.7(2) . . . . ?
Ni1 N2 C7 C8 -166.51(11) . . . . ?
N1 C6 C7 N2 -8.6(2) . . . . ?
N1 C6 C7 C8 169.02(18) . . . . ?
N1 C6 C5 C4 0.1(3) . . . . ?
N1 C2 C3 C4 0.9(3) . . . . ?
N2 N3 C9 C10 -176.55(15) . . . . ?
N2 N3 C9 C8 0.1(2) . . . . ?
N2 C7 C8 C9 0.7(2) . . . . ?
N3 N2 C7 C6 177.52(14) . . . . ?
N3 N2 C7 C8 -0.67(19) . . . . ?
N3 C9 C8 C7 -0.45(19) . . . . ?
C6 N1 C2 C3 -2.4(3) . . . . ?
C6 N1 C2 C1 176.28(16) . . . . ?
C6 C7 C8 C9 -177.07(18) . . . . ?
C6 C5 C4 C3 -1.6(3) . . . . ?
C7 N2 N3 C9 0.37(19) . . . . ?
C7 C6 C5 C4 -179.71(16) . . . . ?
C10 C11 C12 C13 -0.2(3) . . . . ?
C10 C9 C8 C7 175.82(17) . . . . ?
C10 C15 C14 C13 -0.3(3) . . . . ?
C11 C10 C9 N3 -165.87(17) . . . . ?
C11 C10 C9 C8 18.4(3) . . . . ?
C11 C10 C15 C14 0.4(3) . . . . ?
C2 N1 C6 C7 -178.26(15) . . . . ?
C2 N1 C6 C5 1.9(3) . . . . ?
C2 C3 C4 C5 1.1(3) . . . . ?
C9 C10 C11 C12 -177.93(17) . . . . ?
C9 C10 C15 C14 178.09(17) . . . . ?
C5 C6 C7 N2 171.17(16) . . . . ?
C5 C6 C7 C8 -11.2(3) . . . . ?
C15 C10 C11 C12 -0.2(3) . . . . ?
C15 C10 C9 N3 16.5(3) . . . . ?
C15 C10 C9 C8 -159.30(18) . . . . ?
C1 C2 C3 C4 -177.73(18) . . . . ?
C12 C13 C14 C15 0.0(3) . . . . ?
C14 C13 C12 C11 0.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_19099_0m
_database_code_depnum_ccdc_archive 'CCDC 2042064'
loop_
_audit_author_name
_audit_author_address
'Veronica Carta'
;Indiana University
United States of America
;
_audit_update_record             
;
2020-11-02 deposited with the CCDC.	2021-02-08 downloaded from the CCDC.
;
_audit_creation_date             2019-08-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
acabelof@iu.edu
vcarta@iu.edu
caulton@indiana.edu
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H24 N8 Ni2 O2'
_chemical_formula_sum            'C30 H24 N8 Ni2 O2'
_chemical_formula_weight         645.99
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.0747(15)
_cell_length_b                   8.1646(10)
_cell_length_c                   24.161(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.931(4)
_cell_angle_gamma                90
_cell_volume                     2756.2(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8622
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.59
_cell_measurement_theta_min      2.64
_shelx_estimated_absorpt_T_max   0.766
_shelx_estimated_absorpt_T_min   0.719
_exptl_absorpt_coefficient_mu    1.411
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6049
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Apex3 (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark blue'
_exptl_crystal_colour_lustre     ?
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.557
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1328
_exptl_crystal_preparation       Synthesized
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_unetI/netI     0.0359
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            21576
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         1.698
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5159
_reflns_number_total             6256
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.397
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.099
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         6256
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0437
_refine_ls_R_factor_gt           0.0319
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0412P)²+1.3507P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0795
_refine_ls_wR_factor_ref         0.0868
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C5(H5), C4(H4), C3(H3), C23(H23), C20(H20), C13(H13), C15(H15),
 C29(H29), C11(H11), C18(H18), C14(H14), C12(H12), C26(H26), C19(H19), C28(H28),
  C30(H30), C27(H27)
2.b Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.82445(2) 0.66935(3) 0.55787(2) 0.02392(8) Uani 1 1 d . . . . .
Ni2 Ni 0.65809(2) 0.80163(3) 0.45063(2) 0.02449(8) Uani 1 1 d . . . . .
O2 O 0.75908(12) 0.9939(2) 0.38454(7) 0.0448(4) Uani 1 1 d . . . . .
N2 N 0.79772(11) 0.5712(2) 0.48247(6) 0.0226(3) Uani 1 1 d . . . . .
N1 N 0.91438(11) 0.4674(2) 0.56677(7) 0.0262(4) Uani 1 1 d . . . . .
N3 N 0.73748(11) 0.6086(2) 0.43628(7) 0.0234(4) Uani 1 1 d . . . . .
N5 N 0.63216(12) 0.7087(2) 0.52344(7) 0.0257(4) Uani 1 1 d . . . . .
N6 N 0.68615(12) 0.6380(2) 0.56741(7) 0.0264(4) Uani 1 1 d . . . . .
N4 N 0.51058(12) 0.8198(2) 0.44194(7) 0.0272(4) Uani 1 1 d . . . . .
N8 N 0.71633(12) 0.9509(2) 0.42136(8) 0.0298(4) Uani 1 1 d . . . . .
N7 N 0.87006(13) 0.8407(2) 0.58555(7) 0.0304(4) Uani 1 1 d . . . . .
C9 C 0.74651(13) 0.4899(3) 0.39794(8) 0.0216(4) Uani 1 1 d . . . . .
C22 C 0.53944(14) 0.6951(3) 0.53112(9) 0.0258(4) Uani 1 1 d . . . . .
C8 C 0.81254(13) 0.3735(3) 0.42028(8) 0.0232(4) Uani 1 1 d . . . . .
H8 H 0.832492 0.277057 0.402950 0.028 Uiso 1 1 calc R . . . .
C7 C 0.84266(13) 0.4307(3) 0.47382(8) 0.0222(4) Uani 1 1 d . . . . .
C10 C 0.69695(13) 0.4948(3) 0.34038(8) 0.0243(4) Uani 1 1 d . . . . .
C5 C 0.96990(14) 0.2393(3) 0.51648(9) 0.0289(5) Uani 1 1 d . . . . .
H5 H 0.964715 0.174133 0.483677 0.035 Uiso 1 1 calc R . . . .
C6 C 0.91109(13) 0.3736(3) 0.52022(8) 0.0236(4) Uani 1 1 d . . . . .
C24 C 0.62592(14) 0.5807(3) 0.60305(8) 0.0276(4) Uani 1 1 d . . . . .
C4 C 1.03641(16) 0.2021(3) 0.56164(10) 0.0348(5) Uani 1 1 d . . . . .
H4 H 1.077731 0.110561 0.560322 0.042 Uiso 1 1 calc R . . . .
O1 O 0.89931(19) 0.9457(3) 0.61544(8) 0.0756(7) Uani 1 1 d . . . . .
C3 C 1.04212(15) 0.2991(3) 0.60850(9) 0.0346(5) Uani 1 1 d . . . . .
H3 H 1.088278 0.275501 0.639497 0.042 Uiso 1 1 calc R . . . .
C23 C 0.53182(15) 0.6151(3) 0.58091(9) 0.0306(5) Uani 1 1 d . . . . .
H23 H 0.474931 0.589206 0.596595 0.037 Uiso 1 1 calc R . . . .
C25 C 0.65967(15) 0.4930(3) 0.65472(9) 0.0298(5) Uani 1 1 d . . . . .
C1 C 0.98077(14) 0.4309(3) 0.61060(8) 0.0304(5) Uani 1 1 d . . . . .
C21 C 0.47130(14) 0.7634(3) 0.48706(9) 0.0272(4) Uani 1 1 d . . . . .
C16 C 0.45306(15) 0.8931(3) 0.40019(9) 0.0317(5) Uani 1 1 d . . . . .
C20 C 0.37381(15) 0.7740(3) 0.49091(10) 0.0345(5) Uani 1 1 d . . . . .
H20 H 0.347585 0.729903 0.522149 0.041 Uiso 1 1 calc R . . . .
C13 C 0.61227(17) 0.4977(4) 0.22984(9) 0.0432(6) Uani 1 1 d . . . . .
H13 H 0.583067 0.498758 0.192281 0.052 Uiso 1 1 calc R . . . .
C15 C 0.68260(16) 0.6412(3) 0.31151(9) 0.0335(5) Uani 1 1 d . . . . .
H15 H 0.701530 0.741589 0.329460 0.040 Uiso 1 1 calc R . . . .
C29 C 0.77731(19) 0.3304(4) 0.71134(12) 0.0480(7) Uani 1 1 d . . . . .
H29 H 0.837615 0.276607 0.715661 0.058 Uiso 1 1 calc R . . . .
C11 C 0.66861(17) 0.3499(3) 0.31329(9) 0.0345(5) Uani 1 1 d . . . . .
H11 H 0.677974 0.248573 0.332511 0.041 Uiso 1 1 calc R . . . .
C18 C 0.35545(16) 0.9114(3) 0.40323(10) 0.0392(6) Uani 1 1 d . . . . .
H18 H 0.316297 0.966264 0.374221 0.047 Uiso 1 1 calc R . . . .
C14 C 0.64048(18) 0.6417(4) 0.25622(10) 0.0417(6) Uani 1 1 d . . . . .
H14 H 0.631233 0.742517 0.236652 0.050 Uiso 1 1 calc R . . . .
C12 C 0.62652(19) 0.3521(4) 0.25809(10) 0.0451(6) Uani 1 1 d . . . . .
H12 H 0.607529 0.252177 0.239846 0.054 Uiso 1 1 calc R . . . .
C26 C 0.60170(17) 0.4859(4) 0.69782(10) 0.0427(6) Uani 1 1 d . . . . .
H26 H 0.541346 0.539444 0.693682 0.051 Uiso 1 1 calc R . . . .
C2 C 0.98764(17) 0.5421(3) 0.66042(9) 0.0405(6) Uani 1 1 d . . . . .
H2A H 1.015618 0.647024 0.651112 0.061 Uiso 1 1 calc GR . . . .
H2B H 1.028241 0.491233 0.691526 0.061 Uiso 1 1 calc GR . . . .
H2C H 0.923543 0.560756 0.671141 0.061 Uiso 1 1 calc GR . . . .
C19 C 0.31575(16) 0.8501(3) 0.44821(11) 0.0408(6) Uani 1 1 d . . . . .
H19 H 0.248922 0.859993 0.449967 0.049 Uiso 1 1 calc R . . . .
C17 C 0.49711(17) 0.9539(4) 0.35063(10) 0.0435(6) Uani 1 1 d . . . . .
H17A H 0.537349 1.049386 0.361390 0.065 Uiso 1 1 calc GR . . . .
H17B H 0.446428 0.985065 0.321082 0.065 Uiso 1 1 calc GR . . . .
H17C H 0.536372 0.867075 0.337002 0.065 Uiso 1 1 calc GR . . . .
C28 C 0.7194(2) 0.3249(4) 0.75415(12) 0.0531(8) Uani 1 1 d . . . . .
H28 H 0.740063 0.269493 0.788029 0.064 Uiso 1 1 calc R . . . .
C30 C 0.74724(16) 0.4138(3) 0.66261(10) 0.0379(5) Uani 1 1 d . . . . .
H30 H 0.787622 0.416922 0.633833 0.045 Uiso 1 1 calc R . . . .
C27 C 0.63181(19) 0.4011(4) 0.74653(11) 0.0532(8) Uani 1 1 d . . . . .
H27 H 0.591123 0.395608 0.775116 0.064 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 N2 1.9840(16) . ?
Ni1 N1 2.0737(18) . ?
Ni1 N6 2.0040(17) . ?
Ni1 N7 1.6470(19) . ?
Ni2 N3 1.9867(18) . ?
Ni2 N5 1.9896(18) . ?
Ni2 N4 2.0668(17) . ?
Ni2 N8 1.6722(19) . ?
O2 N8 1.186(2) . ?
N2 N3 1.352(2) . ?
N2 C7 1.339(3) . ?
N1 C6 1.357(3) . ?
N1 C1 1.358(2) . ?
N3 C9 1.357(3) . ?
N5 N6 1.358(2) . ?
N5 C22 1.345(3) . ?
N6 C24 1.362(3) . ?
N4 C21 1.361(3) . ?
N4 C16 1.354(3) . ?
N7 O1 1.164(3) . ?
C9 C8 1.392(3) . ?
C9 C10 1.479(3) . ?
C22 C23 1.385(3) . ?
C22 C21 1.455(3) . ?
C8 H8 0.9500 . ?
C8 C7 1.392(3) . ?
C7 C6 1.463(3) . ?
C10 C15 1.386(3) . ?
C10 C11 1.387(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.384(3) . ?
C5 C4 1.383(3) . ?
C24 C23 1.396(3) . ?
C24 C25 1.468(3) . ?
C4 H4 0.9500 . ?
C4 C3 1.376(3) . ?
C3 H3 0.9500 . ?
C3 C1 1.385(3) . ?
C23 H23 0.9500 . ?
C25 C26 1.399(3) . ?
C25 C30 1.384(3) . ?
C1 C2 1.502(3) . ?
C21 C20 1.389(3) . ?
C16 C18 1.393(3) . ?
C16 C17 1.498(3) . ?
C20 H20 0.9500 . ?
C20 C19 1.384(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.373(4) . ?
C13 C12 1.373(4) . ?
C15 H15 0.9500 . ?
C15 C14 1.395(3) . ?
C29 H29 0.9500 . ?
C29 C28 1.393(4) . ?
C29 C30 1.382(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.393(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.375(4) . ?
C14 H14 0.9500 . ?
C12 H12 0.9500 . ?
C26 H26 0.9500 . ?
C26 C27 1.387(4) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C19 H19 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C28 H28 0.9500 . ?
C28 C27 1.373(4) . ?
C30 H30 0.9500 . ?
C27 H27 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Ni1 N1 79.63(7) . . ?
N2 Ni1 N6 88.56(7) . . ?
N6 Ni1 N1 118.40(7) . . ?
N7 Ni1 N2 137.50(8) . . ?
N7 Ni1 N1 115.46(8) . . ?
N7 Ni1 N6 113.46(8) . . ?
N3 Ni2 N5 91.08(7) . . ?
N3 Ni2 N4 128.20(7) . . ?
N5 Ni2 N4 80.10(7) . . ?
N8 Ni2 N3 100.93(8) . . ?
N8 Ni2 N5 143.45(8) . . ?
N8 Ni2 N4 116.26(8) . . ?
N3 N2 Ni1 134.20(14) . . ?
C7 N2 Ni1 116.66(13) . . ?
C7 N2 N3 108.98(16) . . ?
C6 N1 Ni1 113.80(13) . . ?
C6 N1 C1 118.26(19) . . ?
C1 N1 Ni1 127.55(16) . . ?
N2 N3 Ni2 110.16(12) . . ?
N2 N3 C9 107.54(16) . . ?
C9 N3 Ni2 141.88(13) . . ?
N6 N5 Ni2 135.13(13) . . ?
C22 N5 Ni2 115.98(14) . . ?
C22 N5 N6 108.52(17) . . ?
N5 N6 Ni1 108.37(12) . . ?
N5 N6 C24 107.96(16) . . ?
C24 N6 Ni1 143.51(15) . . ?
C21 N4 Ni2 113.24(14) . . ?
C16 N4 Ni2 127.61(15) . . ?
C16 N4 C21 118.83(18) . . ?
O2 N8 Ni2 148.47(17) . . ?
O1 N7 Ni1 165.72(19) . . ?
N3 C9 C8 109.64(16) . . ?
N3 C9 C10 123.36(18) . . ?
C8 C9 C10 126.88(18) . . ?
N5 C22 C23 109.70(18) . . ?
N5 C22 C21 115.61(19) . . ?
C23 C22 C21 134.68(19) . . ?
C9 C8 H8 127.9 . . ?
C9 C8 C7 104.22(18) . . ?
C7 C8 H8 127.9 . . ?
N2 C7 C8 109.62(17) . . ?
N2 C7 C6 115.64(18) . . ?
C8 C7 C6 134.73(19) . . ?
C15 C10 C9 121.33(19) . . ?
C15 C10 C11 118.81(19) . . ?
C11 C10 C9 119.8(2) . . ?
C6 C5 H5 120.8 . . ?
C4 C5 H5 120.8 . . ?
C4 C5 C6 118.4(2) . . ?
N1 C6 C7 114.13(18) . . ?
N1 C6 C5 122.74(18) . . ?
C5 C6 C7 123.09(19) . . ?
N6 C24 C23 108.83(19) . . ?
N6 C24 C25 122.90(18) . . ?
C23 C24 C25 128.23(19) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 C5 119.3(2) . . ?
C3 C4 H4 120.3 . . ?
C4 C3 H3 119.9 . . ?
C4 C3 C1 120.2(2) . . ?
C1 C3 H3 119.9 . . ?
C22 C23 C24 104.98(18) . . ?
C22 C23 H23 127.5 . . ?
C24 C23 H23 127.5 . . ?
C26 C25 C24 119.7(2) . . ?
C30 C25 C24 122.43(19) . . ?
C30 C25 C26 117.9(2) . . ?
N1 C1 C3 121.0(2) . . ?
N1 C1 C2 117.6(2) . . ?
C3 C1 C2 121.29(19) . . ?
N4 C21 C22 114.85(18) . . ?
N4 C21 C20 122.2(2) . . ?
C20 C21 C22 123.0(2) . . ?
N4 C16 C18 120.9(2) . . ?
N4 C16 C17 118.30(19) . . ?
C18 C16 C17 120.8(2) . . ?
C21 C20 H20 120.8 . . ?
C19 C20 C21 118.5(2) . . ?
C19 C20 H20 120.8 . . ?
C14 C13 H13 120.2 . . ?
C14 C13 C12 119.6(2) . . ?
C12 C13 H13 120.2 . . ?
C10 C15 H15 119.9 . . ?
C10 C15 C14 120.3(2) . . ?
C14 C15 H15 119.9 . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C30 C29 C28 120.1(3) . . ?
C10 C11 H11 119.8 . . ?
C10 C11 C12 120.4(2) . . ?
C12 C11 H11 119.8 . . ?
C16 C18 H18 120.0 . . ?
C19 C18 C16 120.0(2) . . ?
C19 C18 H18 120.0 . . ?
C13 C14 C15 120.5(2) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C13 C12 C11 120.4(2) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C25 C26 H26 119.8 . . ?
C27 C26 C25 120.4(2) . . ?
C27 C26 H26 119.8 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C20 C19 H19 120.2 . . ?
C18 C19 C20 119.5(2) . . ?
C18 C19 H19 120.2 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C29 C28 H28 120.6 . . ?
C27 C28 C29 118.9(2) . . ?
C27 C28 H28 120.6 . . ?
C25 C30 H30 119.2 . . ?
C29 C30 C25 121.6(2) . . ?
C29 C30 H30 119.2 . . ?
C26 C27 H27 119.4 . . ?
C28 C27 C26 121.2(2) . . ?
C28 C27 H27 119.4 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C8 H8 O2 0.95 2.55 3.280(3) 133.9 1_545 yes

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
Ni1 N2 N3 Ni2 -1.9(2) . . . . ?
Ni1 N2 N3 C9 -176.11(14) . . . . ?
Ni1 N2 C7 C8 176.79(13) . . . . ?
Ni1 N2 C7 C6 -4.1(2) . . . . ?
Ni1 N1 C6 C7 -1.9(2) . . . . ?
Ni1 N1 C6 C5 175.92(16) . . . . ?
Ni1 N1 C1 C3 -173.88(16) . . . . ?
Ni1 N1 C1 C2 3.9(3) . . . . ?
Ni1 N6 C24 C23 174.86(19) . . . . ?
Ni1 N6 C24 C25 -7.0(4) . . . . ?
Ni2 N3 C9 C8 -170.22(17) . . . . ?
Ni2 N3 C9 C10 13.5(3) . . . . ?
Ni2 N5 N6 Ni1 10.5(2) . . . . ?
Ni2 N5 N6 C24 -172.91(16) . . . . ?
Ni2 N5 C22 C23 174.41(15) . . . . ?
Ni2 N5 C22 C21 -5.1(2) . . . . ?
Ni2 N4 C21 C22 -2.7(2) . . . . ?
Ni2 N4 C21 C20 176.02(17) . . . . ?
Ni2 N4 C16 C18 -172.74(17) . . . . ?
Ni2 N4 C16 C17 7.3(3) . . . . ?
N2 Ni1 N7 O1 -177.0(8) . . . . ?
N2 N3 C9 C8 0.9(2) . . . . ?
N2 N3 C9 C10 -175.40(17) . . . . ?
N2 C7 C6 N1 3.9(3) . . . . ?
N2 C7 C6 C5 -173.87(18) . . . . ?
N1 Ni1 N7 O1 -74.1(9) . . . . ?
N3 Ni2 N8 O2 38.1(3) . . . . ?
N3 N2 C7 C8 0.7(2) . . . . ?
N3 N2 C7 C6 179.77(16) . . . . ?
N3 C9 C8 C7 -0.5(2) . . . . ?
N3 C9 C10 C15 35.9(3) . . . . ?
N3 C9 C10 C11 -147.7(2) . . . . ?
N5 Ni2 N8 O2 145.1(3) . . . . ?
N5 N6 C24 C23 0.4(2) . . . . ?
N5 N6 C24 C25 178.47(19) . . . . ?
N5 C22 C23 C24 -0.1(2) . . . . ?
N5 C22 C21 N4 5.2(3) . . . . ?
N5 C22 C21 C20 -173.5(2) . . . . ?
N6 Ni1 N7 O1 67.3(9) . . . . ?
N6 N5 C22 C23 0.3(2) . . . . ?
N6 N5 C22 C21 -179.27(18) . . . . ?
N6 C24 C23 C22 -0.2(3) . . . . ?
N6 C24 C25 C26 158.5(2) . . . . ?
N6 C24 C25 C30 -22.3(3) . . . . ?
N4 Ni2 N8 O2 -104.8(3) . . . . ?
N4 C21 C20 C19 -2.5(3) . . . . ?
N4 C16 C18 C19 -2.1(4) . . . . ?
C9 C8 C7 N2 -0.1(2) . . . . ?
C9 C8 C7 C6 -179.0(2) . . . . ?
C9 C10 C15 C14 176.4(2) . . . . ?
C9 C10 C11 C12 -176.5(2) . . . . ?
C22 N5 N6 Ni1 -176.95(14) . . . . ?
C22 N5 N6 C24 -0.4(2) . . . . ?
C22 C21 C20 C19 176.1(2) . . . . ?
C8 C9 C10 C15 -139.8(2) . . . . ?
C8 C9 C10 C11 36.7(3) . . . . ?
C8 C7 C6 N1 -177.3(2) . . . . ?
C8 C7 C6 C5 4.9(4) . . . . ?
C7 N2 N3 Ni2 173.20(12) . . . . ?
C7 N2 N3 C9 -1.0(2) . . . . ?
C10 C9 C8 C7 175.67(18) . . . . ?
C10 C15 C14 C13 0.4(4) . . . . ?
C10 C11 C12 C13 -0.2(4) . . . . ?
C5 C4 C3 C1 1.0(3) . . . . ?
C6 N1 C1 C3 -1.5(3) . . . . ?
C6 N1 C1 C2 176.24(19) . . . . ?
C6 C5 C4 C3 -0.1(3) . . . . ?
C24 C25 C26 C27 178.9(2) . . . . ?
C24 C25 C30 C29 -179.3(2) . . . . ?
C4 C5 C6 N1 -1.7(3) . . . . ?
C4 C5 C6 C7 175.86(19) . . . . ?
C4 C3 C1 N1 -0.2(3) . . . . ?
C4 C3 C1 C2 -177.9(2) . . . . ?
C23 C22 C21 N4 -174.3(2) . . . . ?
C23 C22 C21 C20 7.0(4) . . . . ?
C23 C24 C25 C26 -23.8(4) . . . . ?
C23 C24 C25 C30 155.4(2) . . . . ?
C25 C24 C23 C22 -178.2(2) . . . . ?
C25 C26 C27 C28 1.2(5) . . . . ?
C1 N1 C6 C7 -175.29(18) . . . . ?
C1 N1 C6 C5 2.5(3) . . . . ?
C21 N4 C16 C18 0.2(3) . . . . ?
C21 N4 C16 C17 -179.7(2) . . . . ?
C21 C22 C23 C24 179.4(2) . . . . ?
C21 C20 C19 C18 0.6(4) . . . . ?
C16 N4 C21 C22 -176.64(19) . . . . ?
C16 N4 C21 C20 2.1(3) . . . . ?
C16 C18 C19 C20 1.6(4) . . . . ?
C15 C10 C11 C12 0.0(3) . . . . ?
C29 C28 C27 C26 -1.6(5) . . . . ?
C11 C10 C15 C14 -0.1(3) . . . . ?
C14 C13 C12 C11 0.5(4) . . . . ?
C12 C13 C14 C15 -0.6(4) . . . . ?
C26 C25 C30 C29 -0.1(4) . . . . ?
C17 C16 C18 C19 177.9(2) . . . . ?
C28 C29 C30 C25 -0.3(4) . . . . ?
C30 C25 C26 C27 -0.3(4) . . . . ?
C30 C29 C28 C27 1.1(5) . . . . ?

_olex2_date_sample_data_collection 2019-07-18
_olex2_date_sample_submission    2019-08-18
_olex2_submission_original_sample_id AC2.097
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_20041_0m
_database_code_depnum_ccdc_archive 'CCDC 2042065'
loop_
_audit_author_name
_audit_author_address
'Veronica Carta'
;Indiana University
United States of America
;
_audit_update_record             
;
2020-11-02 deposited with the CCDC.	2021-02-08 downloaded from the CCDC.
;
_audit_creation_date             2020-03-22
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
acabelof@iu.edu
vcarta@iu.edu
caulton@indiana.edu
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H30 Br2 N8 Ni2'
_chemical_formula_sum            'C34 H30 Br2 N8 Ni2'
_chemical_formula_weight         827.90
_chemical_melting_point          ?
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'
N N 0.0061 0.0033 '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'
Ni Ni 0.3393 1.1124 '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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.0659(3)
_cell_length_b                   9.0221(3)
_cell_length_c                   12.1370(5)
_cell_angle_alpha                90.5070(10)
_cell_angle_beta                 106.9510(10)
_cell_angle_gamma                100.1250(10)
_cell_volume                     830.00(5)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    5507
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      28.69
_cell_measurement_theta_min      2.69
_shelx_estimated_absorpt_T_max   0.900
_shelx_estimated_absorpt_T_min   0.814
_exptl_absorpt_coefficient_mu    3.579
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6610
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker,2016/2)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light blue'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.656
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             416
_exptl_crystal_preparation       synthesized
_exptl_crystal_recrystallization_method 'from a concentrated CD3CN solution'
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0804
_diffrn_reflns_av_unetI/netI     0.0480
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            28559
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.571
_diffrn_reflns_theta_min         2.298
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Venture D8'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3967
_reflns_number_total             5104
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.586
_refine_diff_density_min         -0.658
_refine_diff_density_rms         0.098
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         5104
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0324
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0315P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0666
_refine_ls_wR_factor_ref         0.0713
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C3(H3), C11(H11), C5(H5), C12(H12), C15(H15), C14(H14), C13(H13),
 C4(H4)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Br1 Br 0.38189(3) 0.69186(2) 0.70320(2) 0.01972(6) Uani 1 1 d . . . . .
Ni1 Ni 0.59584(3) 0.54791(3) 0.66202(2) 0.01196(7) Uani 1 1 d . . . . .
N2 N 0.4463(2) 0.36095(18) 0.57411(15) 0.0128(3) Uani 1 1 d . . . . .
N3 N 0.3671(2) 0.31653(18) 0.46225(15) 0.0132(3) Uani 1 1 d . . . . .
N1 N 0.5874(2) 0.41150(19) 0.79827(16) 0.0141(3) Uani 1 1 d . . . . .
N4 N 0.8262(2) 0.4702(2) 0.66156(18) 0.0186(4) Uani 1 1 d . . . . .
C9 C 0.2904(3) 0.1689(2) 0.45611(19) 0.0140(4) Uani 1 1 d . . . . .
C7 C 0.4208(3) 0.2429(2) 0.63881(19) 0.0144(4) Uani 1 1 d . . . . .
C8 C 0.3224(3) 0.1164(2) 0.56614(19) 0.0161(4) Uani 1 1 d . . . . .
H8 H 0.286062 0.017560 0.587312 0.019 Uiso 1 1 calc R U . . .
C6 C 0.4908(3) 0.2707(2) 0.76327(19) 0.0151(4) Uani 1 1 d . . . . .
C2 C 0.6610(3) 0.4488(2) 0.91182(19) 0.0173(4) Uani 1 1 d . . . . .
C3 C 0.6334(3) 0.3492(3) 0.9943(2) 0.0203(4) Uani 1 1 d . . . . .
H3 H 0.683816 0.378122 1.074244 0.024 Uiso 1 1 calc R U . . .
C10 C 0.1855(3) 0.0911(2) 0.34334(18) 0.0139(4) Uani 1 1 d . . . . .
C11 C 0.2181(3) -0.0453(2) 0.3077(2) 0.0211(4) Uani 1 1 d . . . . .
H11 H 0.308960 -0.089799 0.356316 0.025 Uiso 1 1 calc R U . . .
C5 C 0.4622(3) 0.1654(2) 0.8417(2) 0.0202(4) Uani 1 1 d . . . . .
H5 H 0.396453 0.066818 0.815839 0.024 Uiso 1 1 calc R U . . .
C16 C 0.9139(3) 0.4090(2) 0.6256(2) 0.0211(4) Uani 1 1 d . . . . .
C12 C 0.1181(3) -0.1161(3) 0.2013(2) 0.0237(5) Uani 1 1 d . . . . .
H12 H 0.141699 -0.208700 0.177353 0.028 Uiso 1 1 calc R U . . .
C15 C 0.0498(3) 0.1535(2) 0.2708(2) 0.0212(4) Uani 1 1 d . . . . .
H15 H 0.025588 0.246092 0.294178 0.025 Uiso 1 1 calc R U . . .
C14 C -0.0495(3) 0.0813(3) 0.1650(2) 0.0258(5) Uani 1 1 d . . . . .
H14 H -0.141479 0.124429 0.116200 0.031 Uiso 1 1 calc R U . . .
C13 C -0.0150(3) -0.0540(3) 0.1301(2) 0.0235(5) Uani 1 1 d . . . . .
H13 H -0.082862 -0.103479 0.057457 0.028 Uiso 1 1 calc R U . . .
C1 C 0.7746(3) 0.6028(3) 0.9449(2) 0.0227(5) Uani 1 1 d . . . . .
H1A H 0.708616 0.679065 0.906862 0.034 Uiso 1 1 calc R U . . .
H1B H 0.880939 0.607404 0.920493 0.034 Uiso 1 1 calc R U . . .
H1C H 0.808326 0.622382 1.028750 0.034 Uiso 1 1 calc R U . . .
C4 C 0.5314(3) 0.2072(3) 0.9582(2) 0.0222(4) Uani 1 1 d . . . . .
H4 H 0.509132 0.138699 1.013399 0.027 Uiso 1 1 calc R U . . .
C17 C 1.0227(4) 0.3310(3) 0.5775(3) 0.0310(6) Uani 1 1 d . . . . .
H17A H 0.958497 0.296027 0.497195 0.047 Uiso 1 1 calc R U . . .
H17B H 1.050680 0.244284 0.622567 0.047 Uiso 1 1 calc R U . . .
H17C H 1.132273 0.400250 0.580260 0.047 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Ni1 2.4888(3) . ?
Ni1 N2 1.9851(17) . ?
Ni1 N3 2.0067(18) 2_666 ?
Ni1 N1 2.0800(18) . ?
Ni1 N4 2.0997(19) . ?
N2 N3 1.344(2) . ?
N2 C7 1.351(3) . ?
N3 C9 1.358(3) . ?
N1 C6 1.360(3) . ?
N1 C2 1.345(3) . ?
N4 C16 1.144(3) . ?
C9 C8 1.388(3) . ?
C9 C10 1.477(3) . ?
C7 C8 1.403(3) . ?
C7 C6 1.452(3) . ?
C8 H8 0.9500 . ?
C6 C5 1.389(3) . ?
C2 C3 1.391(3) . ?
C2 C1 1.503(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.386(3) . ?
C10 C11 1.393(3) . ?
C10 C15 1.398(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.387(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.382(3) . ?
C16 C17 1.454(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.375(4) . ?
C15 H15 0.9500 . ?
C15 C14 1.384(3) . ?
C14 H14 0.9500 . ?
C14 C13 1.388(4) . ?
C13 H13 0.9500 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C4 H4 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Ni1 Br1 104.30(5) . . ?
N2 Ni1 N3 103.28(7) . 2_666 ?
N2 Ni1 N1 80.44(7) . . ?
N2 Ni1 N4 91.11(7) . . ?
N3 Ni1 Br1 91.94(5) 2_666 . ?
N3 Ni1 N1 173.71(7) 2_666 . ?
N3 Ni1 N4 87.93(7) 2_666 . ?
N1 Ni1 Br1 92.03(5) . . ?
N1 Ni1 N4 86.92(7) . . ?
N4 Ni1 Br1 164.16(6) . . ?
N3 N2 Ni1 136.04(13) . . ?
N3 N2 C7 108.87(16) . . ?
C7 N2 Ni1 115.00(14) . . ?
N2 N3 Ni1 120.56(12) . 2_666 ?
N2 N3 C9 107.93(17) . . ?
C9 N3 Ni1 130.82(14) . 2_666 ?
C6 N1 Ni1 113.12(14) . . ?
C2 N1 Ni1 127.61(14) . . ?
C2 N1 C6 119.24(18) . . ?
C16 N4 Ni1 156.71(19) . . ?
N3 C9 C8 109.93(18) . . ?
N3 C9 C10 120.04(18) . . ?
C8 C9 C10 129.98(18) . . ?
N2 C7 C8 109.27(19) . . ?
N2 C7 C6 117.04(17) . . ?
C8 C7 C6 133.65(19) . . ?
C9 C8 C7 103.98(18) . . ?
C9 C8 H8 128.0 . . ?
C7 C8 H8 128.0 . . ?
N1 C6 C7 114.15(18) . . ?
N1 C6 C5 121.8(2) . . ?
C5 C6 C7 124.05(19) . . ?
N1 C2 C3 121.44(19) . . ?
N1 C2 C1 116.74(19) . . ?
C3 C2 C1 121.8(2) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 C2 119.0(2) . . ?
C4 C3 H3 120.5 . . ?
C11 C10 C9 121.13(19) . . ?
C11 C10 C15 118.9(2) . . ?
C15 C10 C9 120.00(18) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 C10 120.1(2) . . ?
C12 C11 H11 119.9 . . ?
C6 C5 H5 120.8 . . ?
C4 C5 C6 118.5(2) . . ?
C4 C5 H5 120.8 . . ?
N4 C16 C17 178.8(3) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 C11 120.8(2) . . ?
C13 C12 H12 119.6 . . ?
C10 C15 H15 119.8 . . ?
C14 C15 C10 120.4(2) . . ?
C14 C15 H15 119.8 . . ?
C15 C14 H14 119.9 . . ?
C15 C14 C13 120.2(2) . . ?
C13 C14 H14 119.9 . . ?
C12 C13 C14 119.7(2) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 119.9(2) . . ?
C5 C4 H4 120.0 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C3 H3 Br1 0.95 2.95 3.729(2) 139.7 2_667 yes
C1 H1A Br1 0.98 3.06 3.847(3) 138.0 . yes
C17 H17A Br1 0.98 3.11 3.945(3) 143.8 2_666 yes
C17 H17C Br1 0.98 3.09 3.916(3) 143.5 1_655 yes
C17 H17C N2 0.98 2.64 3.392(3) 133.7 1_655 yes

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
Ni1 N2 N3 Ni1 4.8(3) . . . 2_666 ?
Ni1 N2 N3 C9 176.30(15) . . . . ?
Ni1 N2 C7 C8 -176.57(13) . . . . ?
Ni1 N2 C7 C6 5.5(2) . . . . ?
Ni1 N3 C9 C8 169.61(15) 2_666 . . . ?
Ni1 N3 C9 C10 -12.7(3) 2_666 . . . ?
Ni1 N1 C6 C7 2.6(2) . . . . ?
Ni1 N1 C6 C5 -176.77(17) . . . . ?
Ni1 N1 C2 C3 175.02(16) . . . . ?
Ni1 N1 C2 C1 -5.2(3) . . . . ?
N2 N3 C9 C8 -0.7(2) . . . . ?
N2 N3 C9 C10 177.03(18) . . . . ?
N2 C7 C8 C9 -0.9(2) . . . . ?
N2 C7 C6 N1 -5.4(3) . . . . ?
N2 C7 C6 C5 174.0(2) . . . . ?
N3 N2 C7 C8 0.5(2) . . . . ?
N3 N2 C7 C6 -177.43(17) . . . . ?
N3 C9 C8 C7 1.0(2) . . . . ?
N3 C9 C10 C11 128.3(2) . . . . ?
N3 C9 C10 C15 -52.3(3) . . . . ?
N1 C6 C5 C4 1.3(3) . . . . ?
N1 C2 C3 C4 1.6(3) . . . . ?
C9 C10 C11 C12 -179.9(2) . . . . ?
C9 C10 C15 C14 -179.9(2) . . . . ?
C7 N2 N3 Ni1 -171.38(13) . . . 2_666 ?
C7 N2 N3 C9 0.1(2) . . . . ?
C7 C6 C5 C4 -178.0(2) . . . . ?
C8 C9 C10 C11 -54.5(3) . . . . ?
C8 C9 C10 C15 124.9(2) . . . . ?
C8 C7 C6 N1 177.3(2) . . . . ?
C8 C7 C6 C5 -3.3(4) . . . . ?
C6 N1 C2 C3 -3.2(3) . . . . ?
C6 N1 C2 C1 176.63(19) . . . . ?
C6 C7 C8 C9 176.6(2) . . . . ?
C6 C5 C4 C3 -2.8(4) . . . . ?
C2 N1 C6 C7 -178.94(18) . . . . ?
C2 N1 C6 C5 1.7(3) . . . . ?
C2 C3 C4 C5 1.4(4) . . . . ?
C10 C9 C8 C7 -176.5(2) . . . . ?
C10 C11 C12 C13 -0.5(4) . . . . ?
C10 C15 C14 C13 0.0(4) . . . . ?
C11 C10 C15 C14 -0.4(3) . . . . ?
C11 C12 C13 C14 0.1(4) . . . . ?
C15 C10 C11 C12 0.7(3) . . . . ?
C15 C14 C13 C12 0.2(4) . . . . ?
C1 C2 C3 C4 -178.1(2) . . . . ?

_olex2_date_sample_data_collection 2020-03-12
_olex2_date_sample_submission    2020-03-12
_olex2_submission_original_sample_id 'NMR tube--AC2.190'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_19086_0ma_pl_sq
_database_code_depnum_ccdc_archive 'CCDC 2042063'
loop_
_audit_author_name
_audit_author_address
'Veronica Carta'
;Indiana University
United States of America
;
_audit_update_record             
;
2020-11-16 deposited with the CCDC.	2021-02-08 downloaded from the CCDC.
;
_audit_creation_date             2020-11-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
vcarta@iu.edu
acabelof@iu.edu
caulton@indiana.edu
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H25 N7 Ni O3'
_chemical_formula_sum            'C30 H25 N7 Ni O3'
_chemical_formula_weight         590.28
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.327(3)
_cell_length_b                   26.533(6)
_cell_length_c                   15.588(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.497(7)
_cell_angle_gamma                90
_cell_volume                     6189(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2198
_cell_measurement_temperature    173.15
_cell_measurement_theta_max      17.19
_cell_measurement_theta_min      2.61
_shelx_estimated_absorpt_T_max   0.949
_shelx_estimated_absorpt_T_min   0.781
_exptl_absorpt_coefficient_mu    0.668
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6108
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker,2016/2)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light blue'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2448
_exptl_crystal_preparation       synthesized
_exptl_crystal_recrystallization_method 
'vapor diffusion of diethyl ether into a THF solution'
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1329
_diffrn_reflns_av_unetI/netI     0.2146
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            38979
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.138
_diffrn_reflns_theta_max         25.138
_diffrn_reflns_theta_min         2.036
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4088
_reflns_number_total             10921
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.918
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     802
_refine_ls_number_reflns         10921
_refine_ls_number_restraints     1112
_refine_ls_R_factor_all          0.2075
_refine_ls_R_factor_gt           0.0670
_refine_ls_restrained_S_all      0.877
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0787P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1367
_refine_ls_wR_factor_ref         0.1869
_refine_special_details          SQUEEZE
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C23-C25 \\sim C23A-C25A
 with sigma of 0.04
 C23-C27 \\sim C23A-C27A
 with sigma of 0.04
 C20-C23 \\sim C20-C23A
 with sigma of 0.02
 C24-C26 \\sim C24A-C26A
 with sigma of 0.04
 C26-C27 \\sim C26A-C27A
 with sigma of 0.02
 C23-C28 \\sim C23A-C28A
 with sigma of 0.02
 C25-C26 \\sim C25A-C26A
 with sigma of 0.02
 C27-C28 \\sim C27A-C28A
 with sigma of 0.02
 C25-C27 \\sim C25A-C27A
 with sigma of 0.04
 C20-C24 \\sim C20-C24A
 with sigma of 0.04
 C24-C28 \\sim C24A-C28A
 with sigma of 0.04
 C23-C24 \\sim C23A-C24A
 with sigma of 0.02
 C24-C25 \\sim C24A-C25A
 with sigma of 0.02
 C20-C28 \\sim C20-C28A
 with sigma of 0.04
 C26-C28 \\sim C26A-C28A
 with sigma of 0.04
 C61-C62 \\sim C61A-C62A
 with sigma of 0.02
 C60-C61 \\sim C60A-C61A
 with sigma of 0.02
 C62-C63 \\sim C62A-C63A
 with sigma of 0.02
 C63-C64 \\sim C63A-C64A
 with sigma of 0.02
 C61-C63 \\sim C61A-C63A
 with sigma of 0.04
 C62-C64 \\sim C62A-C64A
 with sigma of 0.04
 C56-C60 \\sim C56-C60A
 with sigma of 0.04
 C56-C64 \\sim C56-C64A
 with sigma of 0.04
 C56-C59 \\sim C56-C59A
 with sigma of 0.02
 C59-C61 \\sim C59A-C61A
 with sigma of 0.04
 C59-C63 \\sim C59A-C63A
 with sigma of 0.04
 C59-C60 \\sim C59A-C60A
 with sigma of 0.02
 C59-C64 \\sim C59A-C64A
 with sigma of 0.02
 C60-C62 \\sim C60A-C62A
 with sigma of 0.04
 C60-C64 \\sim C60A-C64A
 with sigma of 0.04
 C77-C82 \\sim C77A-C82A
 with sigma of 0.02
 C77-C79 \\sim C77A-C79A
 with sigma of 0.04
 C80-C82 \\sim C80A-C82A
 with sigma of 0.04
 C79-C80 \\sim C79A-C80A
 with sigma of 0.02
 C74-C77 \\sim C74-C77A
 with sigma of 0.02
 C81-C82 \\sim C81A-C82A
 with sigma of 0.02
 C78-C79 \\sim C78A-C79A
 with sigma of 0.02
 C80-C81 \\sim C80A-C81A
 with sigma of 0.02
 C79-C81 \\sim C79A-C81A
 with sigma of 0.04
 C77-C81 \\sim C77A-C81A
 with sigma of 0.04
 C77-C78 \\sim C77A-C78A
 with sigma of 0.02
 C78-C80 \\sim C78A-C80A
 with sigma of 0.04
 C74-C78 \\sim C74-C78A
 with sigma of 0.04
 C78-C82 \\sim C78A-C82A
 with sigma of 0.04
 C74-C82 \\sim C74-C82A
 with sigma of 0.04
 Ni2-N2 \\sim Ni2-N2A
 with sigma of 0.04
 O7-N2 \\sim O7A-N2A
 with sigma of 0.02
 O7-O9 \\sim O7A-O9A
 with sigma of 0.04
 O7-O8 \\sim O7A-O8A
 with sigma of 0.04
 O9-N2 \\sim O9A-N2A
 with sigma of 0.02
 O8-O9 \\sim O8A-O9A
 with sigma of 0.04
 Ni2-O8 \\sim Ni2-O8A
 with sigma of 0.02
 O8-N2 \\sim O8A-N2A
 with sigma of 0.02
 Ni2-O7 \\sim Ni2-O7A
 with sigma of 0.02
 O3-O4 \\sim O3A-O4A
 with sigma of 0.04
 O2-O4 \\sim O2A-O4A
 with sigma of 0.04
 Ni1-O2 \\sim Ni1-O2A
 with sigma of 0.02
 Ni1-N1 \\sim Ni1-N1A
 with sigma of 0.04
 O4-N1 \\sim O4A-N1A
 with sigma of 0.02
 Ni1-O3 \\sim Ni1-O3A
 with sigma of 0.02
 O2-O3 \\sim O2A-O3A
 with sigma of 0.04
 O2-N1 \\sim O2A-N1A
 with sigma of 0.02
 O3-N1 \\sim O3A-N1A
 with sigma of 0.02
3. Restrained planarity
 C59, C60, C61, C62, C63, C64
 with sigma of 0.1
 C59A, C60A, C61A, C62A, C63A, C64A
 with sigma of 0.1
4. Rigid bond restraints
 C59A, C60A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C60A, C61A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
C59A \\sim C60A: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
C60A \\sim C61A: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
Uanis(C23A) = Uanis(C23)
Uanis(C27A) = Uanis(C27)
Uanis(C24A) = Uanis(C24)
Uanis(C28) = Uanis(C28A)
Uanis(C26A) = Uanis(C26)
Uanis(C25A) = Uanis(C25)
Uanis(C59A) = Uanis(C59)
Uanis(C63A) = Uanis(C63)
Uanis(C61A) = Uanis(C61)
Uanis(C64A) = Uanis(C64)
Uanis(C62A) = Uanis(C62)
Uanis(C60A) = Uanis(C60)
Uanis(C79) = Uanis(C79A) = Uanis(C80) = Uanis(C80A)
Uanis(C81) = Uanis(C81A)
Uanis(C77) = Uanis(C77A)
Uanis(C78) = Uanis(C78A)
Uanis(C82) = Uanis(C82A)
Uanis(O7A) = Uanis(O7) = Uanis(N2A) = Uanis(N2) = Uanis(O8A) = Uanis(O8)
Uanis(O9A) = Uanis(O9)
Uanis(O4) = Uanis(O4A)
Uanis(O3A) = Uanis(O3) = Uanis(N1A) = Uanis(N1) = Uanis(O2A) = Uanis(O2)
6. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Sof(C23A)=Sof(C24A)=Sof(H24A)=Sof(C25A)=Sof(H25A)=Sof(C26A)=Sof(H26A)=
 Sof(C27A)=Sof(H27A)=Sof(C28A)=Sof(H28A)=1-FVAR(1)
 Sof(C23)=Sof(C24)=Sof(H24)=Sof(C25)=Sof(H25)=Sof(C26)=Sof(H26)=Sof(C27)=
 Sof(H27)=Sof(C28)=Sof(H28)=FVAR(1)
 Sof(C59A)=Sof(C64A)=Sof(H64A)=Sof(C63A)=Sof(H63A)=Sof(C62A)=Sof(H62A)=
 Sof(C60A)=Sof(H60A)=Sof(C61A)=Sof(H61A)=1-FVAR(2)
 Sof(C59)=Sof(C60)=Sof(H60)=Sof(C61)=Sof(H61)=Sof(C62)=Sof(H62)=Sof(C63)=
 Sof(H63)=Sof(C64)=Sof(H64)=FVAR(2)
 Sof(C77A)=Sof(C82A)=Sof(H82A)=Sof(C81A)=Sof(H81A)=Sof(C80A)=Sof(H80A)=
 Sof(C79A)=Sof(H79A)=Sof(C78A)=Sof(H78A)=1-FVAR(3)
 Sof(C77)=Sof(C78)=Sof(H78)=Sof(C79)=Sof(H79)=Sof(C80)=Sof(H80)=Sof(C81)=
 Sof(H81)=Sof(C82)=Sof(H82)=FVAR(3)
 Sof(O8A)=Sof(O7A)=Sof(N2A)=Sof(O9A)=1-FVAR(4)
 Sof(O7)=Sof(O8)=Sof(O9)=Sof(N2)=FVAR(4)
 Sof(O3A)=Sof(N1A)=Sof(O2A)=Sof(O4A)=1-FVAR(5)
 Sof(O2)=Sof(O3)=Sof(O4)=Sof(N1)=FVAR(5)
8.a Aromatic/amide H refined with riding coordinates:
 C49(H49), C50(H50), C51(H51), C55(H55), C60(H60), C61(H61), C62(H62),
 C63(H63), C64(H64), C69(H69), C70(H70), C71(H71), C73(H73), C78(H78), C79(H79),
  C80(H80), C81(H81), C82(H82), C13(H13), C14(H14), C15(H15), C19(H19),
 C24(H24), C25(H25), C26(H26), C27(H27), C28(H28), C31(H31), C32(H32), C33(H33),
  C37(H37), C42(H42), C43(H43), C44(H44), C45(H45), C46(H46), C24A(H24A),
 C25A(H25A), C26A(H26A), C27A(H27A), C28A(H28A), C64A(H64A), C63A(H63A),
 C62A(H62A), C60A(H60A), C61A(H61A), C82A(H82A), C81A(H81A), C80A(H80A),
 C79A(H79A), C78A(H78A)
8.b Idealised Me refined as rotating group:
 C47(H47A,H47B,H47C), C65(H65A,H65B,H65C), C11(H11A,H11B,H11C), C29(H29A,H29B,
 H29C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.32447(6) 0.54543(3) 0.29098(5) 0.0551(3) Uani 1 1 d D . . . .
O2 O 0.3991(12) 0.4770(4) 0.3046(10) 0.0584(17) Uani 0.60(4) 1 d D . P A 1
O3 O 0.2641(13) 0.4739(4) 0.2305(9) 0.0584(17) Uani 0.60(4) 1 d D . P A 1
O4 O 0.342(2) 0.4047(5) 0.255(2) 0.082(5) Uani 0.60(4) 1 d D . P A 1
N1 N 0.3355(15) 0.4500(4) 0.2632(12) 0.0584(17) Uani 0.60(4) 1 d D . P A 1
N53 N 0.2964(4) 0.52931(17) 0.4169(3) 0.0510(14) Uani 1 1 d . . . . .
N57 N 0.5083(4) 0.6022(2) 0.3671(4) 0.0501(15) Uani 1 1 d . . . . .
H57 H 0.509(4) 0.615(2) 0.323(4) 0.060 Uiso 1 1 d . U . . .
N58 N 0.4319(4) 0.57937(18) 0.3717(3) 0.0481(14) Uani 1 1 d . . . . .
N67 N 0.3460(4) 0.5547(2) 0.1618(4) 0.0635(16) Uani 1 1 d . . . . .
N75 N 0.1628(4) 0.6210(2) 0.2762(4) 0.0647(16) Uani 1 1 d . . . . .
N76 N 0.2272(4) 0.59521(19) 0.2448(4) 0.0566(15) Uani 1 1 d . . . . .
C47 C 0.1441(5) 0.4984(2) 0.3674(5) 0.074(2) Uani 1 1 d . . . . .
H47A H 0.142276 0.523500 0.320920 0.111 Uiso 1 1 calc R U . . .
H47B H 0.090866 0.501885 0.392145 0.111 Uiso 1 1 calc R U . . .
H47C H 0.145658 0.464507 0.342765 0.111 Uiso 1 1 calc R U . . .
C48 C 0.2253(5) 0.5064(2) 0.4376(5) 0.0582(18) Uani 1 1 d . . . . .
C49 C 0.2267(5) 0.4919(2) 0.5248(5) 0.067(2) Uani 1 1 d . . . . .
H49 H 0.175816 0.476149 0.538707 0.080 Uiso 1 1 calc R U . . .
C50 C 0.3008(6) 0.5004(2) 0.5891(5) 0.068(2) Uani 1 1 d . . . . .
H50 H 0.302890 0.489455 0.647542 0.081 Uiso 1 1 calc R U . . .
C51 C 0.3722(5) 0.5248(2) 0.5685(4) 0.0563(18) Uani 1 1 d . . . . .
H51 H 0.423604 0.532311 0.612836 0.068 Uiso 1 1 calc R U . . .
C52 C 0.3682(5) 0.5384(2) 0.4824(4) 0.0523(17) Uani 1 1 d . . . . .
C54 C 0.4410(4) 0.5656(2) 0.4562(4) 0.0452(15) Uani 1 1 d . . . . .
C55 C 0.5251(4) 0.5802(2) 0.5047(4) 0.0481(16) Uani 1 1 d . . . . .
H55 H 0.548343 0.574978 0.565619 0.058 Uiso 1 1 calc R U . . .
C56 C 0.5672(5) 0.6038(2) 0.4458(4) 0.0478(16) Uani 1 1 d D . . . .
C59 C 0.6577(13) 0.6224(16) 0.4608(11) 0.051(4) Uani 0.70(5) 1 d D . P B 1
C60 C 0.7098(16) 0.6254(19) 0.5449(12) 0.065(2) Uani 0.70(5) 1 d D . P B 1
H60 H 0.685781 0.616470 0.594067 0.079 Uiso 0.70(5) 1 calc R U P B 1
C61 C 0.7981(14) 0.6418(15) 0.5566(13) 0.074(5) Uani 0.70(5) 1 d D . P B 1
H61 H 0.833373 0.644648 0.614547 0.089 Uiso 0.70(5) 1 calc R U P B 1
C62 C 0.8358(11) 0.6540(12) 0.4867(13) 0.081(6) Uani 0.70(5) 1 d D . P B 1
H62 H 0.896700 0.663901 0.496503 0.097 Uiso 0.70(5) 1 calc R U P B 1
C63 C 0.7844(12) 0.6518(12) 0.4022(12) 0.087(7) Uani 0.70(5) 1 d D . P B 1
H63 H 0.808218 0.661568 0.353294 0.104 Uiso 0.70(5) 1 calc R U P B 1
C64 C 0.6964(11) 0.6347(11) 0.3908(11) 0.071(6) Uani 0.70(5) 1 d D . P B 1
H64 H 0.661627 0.631249 0.332738 0.086 Uiso 0.70(5) 1 calc R U P B 1
C65 C 0.4930(5) 0.5173(3) 0.1780(5) 0.077(2) Uani 1 1 d . . . . .
H65A H 0.505023 0.534039 0.235455 0.115 Uiso 1 1 calc R U . . .
H65B H 0.542460 0.523887 0.148817 0.115 Uiso 1 1 calc R U . . .
H65C H 0.487292 0.480954 0.186014 0.115 Uiso 1 1 calc R U . . .
C66 C 0.4070(6) 0.5377(3) 0.1220(5) 0.067(2) Uani 1 1 d . . . . .
C68 C 0.2700(5) 0.5751(3) 0.1090(5) 0.0626(19) Uani 1 1 d . . . . .
C69 C 0.2568(6) 0.5766(3) 0.0180(5) 0.084(3) Uani 1 1 d . . . . .
H69 H 0.204085 0.591090 -0.016623 0.101 Uiso 1 1 calc R U . . .
C70 C 0.3199(7) 0.5572(3) -0.0201(6) 0.089(3) Uani 1 1 d . . . . .
H70 H 0.310628 0.556497 -0.082377 0.106 Uiso 1 1 calc R U . . .
C71 C 0.3974(6) 0.5385(3) 0.0301(5) 0.085(3) Uani 1 1 d . . . . .
H71 H 0.443607 0.526346 0.003639 0.102 Uiso 1 1 calc R U . . .
C72 C 0.2068(5) 0.5964(3) 0.1553(5) 0.0606(18) Uani 1 1 d . . . . .
C73 C 0.1263(5) 0.6219(3) 0.1289(5) 0.071(2) Uani 1 1 d . . . . .
H73 H 0.094661 0.627668 0.070309 0.085 Uiso 1 1 calc R U . . .
C74 C 0.1014(5) 0.6372(3) 0.2057(5) 0.0661(19) Uani 1 1 d D . . . .
C77 C 0.0250(6) 0.6703(3) 0.2167(7) 0.071(2) Uani 0.860(5) 1 d D . P C 1
C78 C -0.0361(6) 0.6849(4) 0.1413(7) 0.092(4) Uani 0.860(5) 1 d D . P C 1
H78 H -0.027665 0.674853 0.085137 0.111 Uiso 0.860(5) 1 calc R U P C 1
C79 C -0.1087(7) 0.7140(5) 0.1478(9) 0.121(3) Uani 0.860(5) 1 d D . P C 1
H79 H -0.152466 0.722216 0.096646 0.145 Uiso 0.860(5) 1 calc R U P C 1
C80 C -0.1179(7) 0.7313(5) 0.2294(8) 0.121(3) Uani 0.860(5) 1 d D . P C 1
H80 H -0.166349 0.752760 0.233843 0.145 Uiso 0.860(5) 1 calc R U P C 1
C81 C -0.0561(6) 0.7173(4) 0.3045(7) 0.103(3) Uani 0.860(5) 1 d D . P C 1
H81 H -0.062352 0.729051 0.360406 0.123 Uiso 0.860(5) 1 calc R U P C 1
C82 C 0.0141(6) 0.6863(3) 0.2980(7) 0.081(3) Uani 0.860(5) 1 d D . P C 1
H82 H 0.055246 0.675828 0.349570 0.097 Uiso 0.860(5) 1 calc R U P C 1
Ni2 Ni 0.38681(6) 0.72908(3) 0.31148(5) 0.0504(3) Uani 1 1 d D . . . .
O7 O 0.4058(17) 0.8051(5) 0.2610(13) 0.0528(17) Uani 0.40(3) 1 d D . P D 1
O8 O 0.3445(16) 0.7964(5) 0.3713(12) 0.0528(17) Uani 0.40(3) 1 d D . P D 1
O9 O 0.375(3) 0.8714(6) 0.332(2) 0.075(4) Uani 0.40(3) 1 d D . P D 1
N2 N 0.3719(18) 0.8253(6) 0.3205(13) 0.0528(17) Uani 0.40(3) 1 d D . P D 1
N17 N 0.2691(4) 0.7334(2) 0.2091(3) 0.0559(15) Uani 1 1 d . . . . .
N21 N 0.5009(4) 0.6618(2) 0.2145(3) 0.0559(15) Uani 1 1 d . . . . .
N22 N 0.4236(4) 0.68499(18) 0.2217(3) 0.0498(14) Uani 1 1 d . . . . .
N35 N 0.5058(3) 0.73085(18) 0.4130(3) 0.0477(13) Uani 1 1 d . . . . .
N39 N 0.2738(4) 0.66311(19) 0.4208(3) 0.0468(14) Uani 1 1 d . . . . .
H39 H 0.231(4) 0.6512(19) 0.374(4) 0.056 Uiso 1 1 d . U . . .
N40 N 0.3477(3) 0.68714(17) 0.4055(3) 0.0448(13) Uani 1 1 d . . . . .
C11 C 0.1697(5) 0.7750(3) 0.2921(5) 0.080(2) Uani 1 1 d . . . . .
H11A H 0.190878 0.750537 0.339097 0.121 Uiso 1 1 calc R U . . .
H11B H 0.104998 0.779438 0.284446 0.121 Uiso 1 1 calc R U . . .
H11C H 0.199759 0.807344 0.307558 0.121 Uiso 1 1 calc R U . . .
C12 C 0.1904(5) 0.7558(3) 0.2074(5) 0.067(2) Uani 1 1 d . . . . .
C13 C 0.1285(5) 0.7632(3) 0.1277(5) 0.070(2) Uani 1 1 d . . . . .
H13 H 0.072631 0.778937 0.126803 0.084 Uiso 1 1 calc R U . . .
C14 C 0.1501(6) 0.7471(3) 0.0510(5) 0.077(2) Uani 1 1 d . . . . .
H14 H 0.109982 0.753223 -0.003532 0.093 Uiso 1 1 calc R U . . .
C15 C 0.2283(5) 0.7225(3) 0.0523(4) 0.070(2) Uani 1 1 d . . . . .
H15 H 0.242020 0.709746 -0.000146 0.084 Uiso 1 1 calc R U . . .
C16 C 0.2874(5) 0.7167(2) 0.1331(4) 0.0556(17) Uani 1 1 d . . . . .
C18 C 0.3718(5) 0.6923(2) 0.1412(4) 0.0544(17) Uani 1 1 d . . . . .
C19 C 0.4153(5) 0.6727(2) 0.0793(4) 0.0611(18) Uani 1 1 d . . . . .
H19 H 0.394461 0.671918 0.017259 0.073 Uiso 1 1 calc R U . . .
C20 C 0.4958(5) 0.6544(3) 0.1277(5) 0.0601(18) Uani 1 1 d D . . . .
C23 C 0.571(4) 0.626(5) 0.104(2) 0.070(5) Uani 0.224(12) 1 d D . P E 1
C24 C 0.572(4) 0.617(5) 0.016(2) 0.081(3) Uani 0.224(12) 1 d D . P E 1
H24 H 0.523688 0.629247 -0.028849 0.098 Uiso 0.224(12) 1 calc R U P E 1
C25 C 0.643(3) 0.591(2) -0.009(2) 0.095(4) Uani 0.224(12) 1 d D . P E 1
H25 H 0.636931 0.581159 -0.068679 0.114 Uiso 0.224(12) 1 calc R U P E 1
C26 C 0.717(3) 0.5788(18) 0.048(3) 0.102(4) Uani 0.224(12) 1 d D . P E 1
H26 H 0.768620 0.568659 0.028597 0.123 Uiso 0.224(12) 1 calc R U P E 1
C27 C 0.716(2) 0.5816(16) 0.138(2) 0.103(4) Uani 0.224(12) 1 d D . P E 1
H27 H 0.763063 0.566744 0.180330 0.124 Uiso 0.224(12) 1 calc R U P E 1
C28 C 0.6443(19) 0.6074(14) 0.163(2) 0.076(3) Uani 0.224(12) 1 d D . P E 1
H28 H 0.646631 0.611827 0.223849 0.091 Uiso 0.224(12) 1 calc R U P E 1
C29 C 0.6072(5) 0.7666(3) 0.3264(4) 0.076(2) Uani 1 1 d . . . . .
H29A H 0.574650 0.744588 0.279865 0.114 Uiso 1 1 calc R U . . .
H29B H 0.671571 0.763487 0.329617 0.114 Uiso 1 1 calc R U . . .
H29C H 0.588736 0.801629 0.313363 0.114 Uiso 1 1 calc R U . . .
C30 C 0.5870(5) 0.7515(2) 0.4123(4) 0.0566(18) Uani 1 1 d . . . . .
C31 C 0.6484(4) 0.7585(2) 0.4903(4) 0.0593(19) Uani 1 1 d . . . . .
H31 H 0.704494 0.773632 0.489818 0.071 Uiso 1 1 calc R U . . .
C32 C 0.6295(5) 0.7438(2) 0.5683(4) 0.0556(18) Uani 1 1 d . . . . .
H32 H 0.672080 0.748923 0.621669 0.067 Uiso 1 1 calc R U . . .
C33 C 0.5488(4) 0.7217(2) 0.5694(4) 0.0454(16) Uani 1 1 d . . . . .
H33 H 0.535153 0.710763 0.622961 0.054 Uiso 1 1 calc R U . . .
C34 C 0.4886(4) 0.7158(2) 0.4912(4) 0.0414(15) Uani 1 1 d . . . . .
C36 C 0.4017(4) 0.6915(2) 0.4850(4) 0.0379(14) Uani 1 1 d . . . . .
C37 C 0.3637(4) 0.6706(2) 0.5500(4) 0.0413(15) Uani 1 1 d . . . . .
H37 H 0.388750 0.669476 0.611241 0.050 Uiso 1 1 calc R U . . .
C38 C 0.2823(4) 0.6518(2) 0.5074(4) 0.0422(15) Uani 1 1 d . . . . .
C41 C 0.2119(5) 0.6273(2) 0.5423(4) 0.0494(17) Uani 1 1 d . . . . .
C42 C 0.2234(5) 0.6199(2) 0.6314(5) 0.064(2) Uani 1 1 d . . . . .
H42 H 0.279202 0.628297 0.668538 0.077 Uiso 1 1 calc R U . . .
C43 C 0.1570(6) 0.6010(3) 0.6681(5) 0.080(2) Uani 1 1 d . . . . .
H43 H 0.165636 0.597161 0.729982 0.096 Uiso 1 1 calc R U . . .
C44 C 0.0766(6) 0.5874(3) 0.6127(6) 0.085(3) Uani 1 1 d . . . . .
H44 H 0.029248 0.574982 0.637192 0.102 Uiso 1 1 calc R U . . .
C45 C 0.0648(5) 0.5918(3) 0.5239(6) 0.082(2) Uani 1 1 d . . . . .
H45 H 0.010604 0.580957 0.486582 0.098 Uiso 1 1 calc R U . . .
C46 C 0.1324(5) 0.6121(2) 0.4885(5) 0.065(2) Uani 1 1 d . . . . .
H46 H 0.124068 0.615636 0.426630 0.077 Uiso 1 1 calc R U . . .
C23A C 0.5677(13) 0.6347(12) 0.0884(7) 0.070(5) Uani 0.776(12) 1 d D . P E 2
C24A C 0.5502(13) 0.6198(14) 0.0006(7) 0.081(3) Uani 0.776(12) 1 d D . P E 2
H24A H 0.490591 0.620074 -0.033151 0.098 Uiso 0.776(12) 1 calc R U P E 2
C25A C 0.6210(10) 0.6044(6) -0.0383(8) 0.095(4) Uani 0.776(12) 1 d D . P E 2
H25A H 0.608695 0.595549 -0.098813 0.114 Uiso 0.776(12) 1 calc R U P E 2
C26A C 0.7041(10) 0.6021(5) 0.0080(10) 0.102(4) Uani 0.776(12) 1 d D . P E 2
H26A H 0.750620 0.591661 -0.019545 0.123 Uiso 0.776(12) 1 calc R U P E 2
C27A C 0.7239(8) 0.6148(5) 0.0966(8) 0.103(4) Uani 0.776(12) 1 d D . P E 2
H27A H 0.782918 0.611150 0.130639 0.124 Uiso 0.776(12) 1 calc R U P E 2
C28A C 0.6549(7) 0.6334(4) 0.1356(7) 0.076(3) Uani 0.776(12) 1 d D . P E 2
H28A H 0.668867 0.645043 0.194621 0.091 Uiso 0.776(12) 1 calc R U P E 2
C59A C 0.653(3) 0.629(4) 0.458(2) 0.051(4) Uani 0.30(5) 1 d D U P B 2
C64A C 0.681(2) 0.6523(19) 0.389(3) 0.071(6) Uani 0.30(5) 1 d D . P B 2
H64A H 0.641073 0.653763 0.333408 0.086 Uiso 0.30(5) 1 calc R U P B 2
C63A C 0.766(3) 0.674(2) 0.398(3) 0.087(7) Uani 0.30(5) 1 d D . P B 2
H63A H 0.784268 0.687964 0.348954 0.104 Uiso 0.30(5) 1 calc R U P B 2
C62A C 0.823(2) 0.673(2) 0.480(4) 0.081(6) Uani 0.30(5) 1 d D . P B 2
H62A H 0.880632 0.688112 0.488261 0.097 Uiso 0.30(5) 1 calc R U P B 2
C60A C 0.711(4) 0.629(4) 0.540(3) 0.065(2) Uani 0.30(5) 1 d D U P B 2
H60A H 0.694145 0.613179 0.588452 0.079 Uiso 0.30(5) 1 calc R U P B 2
C61A C 0.796(3) 0.651(3) 0.549(3) 0.074(5) Uani 0.30(5) 1 d D U P B 2
H61A H 0.835418 0.650225 0.605251 0.089 Uiso 0.30(5) 1 calc R U P B 2
C77A C 0.0063(15) 0.6461(19) 0.212(3) 0.071(2) Uani 0.140(5) 1 d D . P C 2
C82A C -0.029(2) 0.6234(17) 0.277(3) 0.081(3) Uani 0.140(5) 1 d D . P C 2
H82A H 0.002289 0.596834 0.311204 0.097 Uiso 0.140(5) 1 calc R U P C 2
C81A C -0.110(3) 0.639(2) 0.292(3) 0.103(3) Uani 0.140(5) 1 d D . P C 2
H81A H -0.130087 0.627553 0.342058 0.123 Uiso 0.140(5) 1 calc R U P C 2
C80A C -0.162(3) 0.672(2) 0.233(4) 0.121(3) Uani 0.140(5) 1 d D . P C 2
H80A H -0.218494 0.682122 0.241004 0.145 Uiso 0.140(5) 1 calc R U P C 2
C79A C -0.129(3) 0.689(2) 0.161(4) 0.121(3) Uani 0.140(5) 1 d D . P C 2
H79A H -0.157401 0.716781 0.126838 0.145 Uiso 0.140(5) 1 calc R U P C 2
C78A C -0.056(2) 0.666(2) 0.141(3) 0.092(4) Uani 0.140(5) 1 d D . P C 2
H78A H -0.048310 0.662663 0.082793 0.111 Uiso 0.140(5) 1 calc R U P C 2
O8A O 0.3670(11) 0.8027(3) 0.3657(8) 0.0528(17) Uani 0.60(3) 1 d D . P D 2
O7A O 0.4294(11) 0.7983(4) 0.2552(8) 0.0528(17) Uani 0.60(3) 1 d D . P D 2
N2A N 0.4012(12) 0.8251(4) 0.3098(9) 0.0528(17) Uani 0.60(3) 1 d D . P D 2
O9A O 0.3968(19) 0.8713(4) 0.3032(14) 0.075(4) Uani 0.60(3) 1 d D . P D 2
O3A O 0.2410(17) 0.4801(6) 0.2348(15) 0.0584(17) Uani 0.40(4) 1 d D . P A 2
N1A N 0.308(2) 0.4500(6) 0.2581(19) 0.0584(17) Uani 0.40(4) 1 d D . P A 2
O2A O 0.3778(16) 0.4707(6) 0.3035(16) 0.0584(17) Uani 0.40(4) 1 d D . P A 2
O4A O 0.304(3) 0.4055(7) 0.239(4) 0.082(5) Uani 0.40(4) 1 d D . P A 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 O2 2.131(9) . ?
Ni1 O3 2.229(8) . ?
Ni1 N53 2.142(5) . ?
Ni1 N58 2.052(5) . ?
Ni1 N67 2.124(6) . ?
Ni1 N76 2.006(6) . ?
Ni1 O3A 2.219(12) . ?
Ni1 O2A 2.137(12) . ?
O2 N1 1.268(10) . ?
O3 N1 1.272(10) . ?
O4 N1 1.217(10) . ?
N53 C48 1.346(8) . ?
N53 C52 1.351(7) . ?
N57 H57 0.78(6) . ?
N57 N58 1.334(7) . ?
N57 C56 1.357(7) . ?
N58 C54 1.344(7) . ?
N67 C66 1.309(9) . ?
N67 C68 1.383(8) . ?
N75 N76 1.375(7) . ?
N75 C74 1.353(8) . ?
N76 C72 1.362(8) . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C47 C48 1.484(8) . ?
C48 C49 1.408(9) . ?
C49 H49 0.9500 . ?
C49 C50 1.361(9) . ?
C50 H50 0.9500 . ?
C50 C51 1.369(9) . ?
C51 H51 0.9500 . ?
C51 C52 1.379(8) . ?
C52 C54 1.460(9) . ?
C54 C55 1.399(8) . ?
C55 H55 0.9500 . ?
C55 C56 1.381(8) . ?
C56 C59 1.444(11) . ?
C56 C59A 1.450(16) . ?
C59 C60 1.381(10) . ?
C59 C64 1.388(13) . ?
C60 H60 0.9500 . ?
C60 C61 1.396(11) . ?
C61 H61 0.9500 . ?
C61 C62 1.377(14) . ?
C62 H62 0.9500 . ?
C62 C63 1.382(12) . ?
C63 H63 0.9500 . ?
C63 C64 1.397(11) . ?
C64 H64 0.9500 . ?
C65 H65A 0.9800 . ?
C65 H65B 0.9800 . ?
C65 H65C 0.9800 . ?
C65 C66 1.514(9) . ?
C66 C71 1.409(10) . ?
C68 C69 1.390(9) . ?
C68 C72 1.443(10) . ?
C69 H69 0.9500 . ?
C69 C70 1.342(11) . ?
C70 H70 0.9500 . ?
C70 C71 1.367(10) . ?
C71 H71 0.9500 . ?
C72 C73 1.388(9) . ?
C73 H73 0.9500 . ?
C73 C74 1.394(10) . ?
C74 C77 1.504(11) . ?
C74 C77A 1.503(19) . ?
C77 C78 1.390(10) . ?
C77 C82 1.379(12) . ?
C78 H78 0.9500 . ?
C78 C79 1.376(12) . ?
C79 H79 0.9500 . ?
C79 C80 1.387(15) . ?
C80 H80 0.9500 . ?
C80 C81 1.387(12) . ?
C81 H81 0.9500 . ?
C81 C82 1.376(12) . ?
C82 H82 0.9500 . ?
Ni2 O7 2.207(12) . ?
Ni2 O8 2.177(13) . ?
Ni2 N17 2.137(5) . ?
Ni2 N22 1.997(5) . ?
Ni2 N35 2.140(5) . ?
Ni2 N40 2.031(5) . ?
Ni2 O8A 2.174(8) . ?
Ni2 O7A 2.194(8) . ?
O7 N2 1.274(13) . ?
O8 N2 1.239(13) . ?
O9 N2 1.235(13) . ?
N17 C12 1.339(9) . ?
N17 C16 1.351(8) . ?
N21 N22 1.362(7) . ?
N21 C20 1.352(8) . ?
N22 C18 1.346(7) . ?
N35 C30 1.363(8) . ?
N35 C34 1.362(7) . ?
N39 H39 0.93(5) . ?
N39 N40 1.364(6) . ?
N39 C38 1.362(7) . ?
N40 C36 1.339(6) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C11 C12 1.511(10) . ?
C12 C13 1.403(8) . ?
C13 H13 0.9500 . ?
C13 C14 1.376(10) . ?
C14 H14 0.9500 . ?
C14 C15 1.360(10) . ?
C15 H15 0.9500 . ?
C15 C16 1.391(8) . ?
C16 C18 1.428(9) . ?
C18 C19 1.387(9) . ?
C19 H19 0.9500 . ?
C19 C20 1.387(9) . ?
C20 C23 1.487(18) . ?
C20 C23A 1.469(11) . ?
C23 C24 1.40(2) . ?
C23 C28 1.38(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.42(2) . ?
C25 H25 0.9500 . ?
C25 C26 1.32(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.40(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.43(2) . ?
C28 H28 0.9500 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C29 C30 1.493(9) . ?
C30 C31 1.379(8) . ?
C31 H31 0.9500 . ?
C31 C32 1.366(8) . ?
C32 H32 0.9500 . ?
C32 C33 1.371(8) . ?
C33 H33 0.9500 . ?
C33 C34 1.370(7) . ?
C34 C36 1.463(8) . ?
C36 C37 1.389(8) . ?
C37 H37 0.9500 . ?
C37 C38 1.374(7) . ?
C38 C41 1.462(8) . ?
C41 C42 1.375(8) . ?
C41 C46 1.381(9) . ?
C42 H42 0.9500 . ?
C42 C43 1.366(9) . ?
C43 H43 0.9500 . ?
C43 C44 1.390(10) . ?
C44 H44 0.9500 . ?
C44 C45 1.361(10) . ?
C45 H45 0.9500 . ?
C45 C46 1.385(9) . ?
C46 H46 0.9500 . ?
C23A C24A 1.394(14) . ?
C23A C28A 1.380(17) . ?
C24A H24A 0.9500 . ?
C24A C25A 1.414(14) . ?
C25A H25A 0.9500 . ?
C25A C26A 1.322(16) . ?
C26A H26A 0.9500 . ?
C26A C27A 1.391(15) . ?
C27A H27A 0.9500 . ?
C27A C28A 1.416(13) . ?
C28A H28A 0.9500 . ?
C59A C64A 1.392(18) . ?
C59A C60A 1.382(16) . ?
C64A H64A 0.9500 . ?
C64A C63A 1.398(17) . ?
C63A H63A 0.9500 . ?
C63A C62A 1.382(18) . ?
C62A H62A 0.9500 . ?
C62A C61A 1.375(19) . ?
C60A H60A 0.9500 . ?
C60A C61A 1.402(17) . ?
C61A H61A 0.9500 . ?
C77A C82A 1.38(2) . ?
C77A C78A 1.40(2) . ?
C82A H82A 0.9500 . ?
C82A C81A 1.37(2) . ?
C81A H81A 0.9500 . ?
C81A C80A 1.38(2) . ?
C80A H80A 0.9500 . ?
C80A C79A 1.39(2) . ?
C79A H79A 0.9500 . ?
C79A C78A 1.38(2) . ?
C78A H78A 0.9500 . ?
O8A N2A 1.260(10) . ?
O7A N2A 1.257(10) . ?
N2A O9A 1.230(10) . ?
O3A N1A 1.291(13) . ?
N1A O2A 1.272(13) . ?
N1A O4A 1.217(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Ni1 O3 58.8(3) . . ?
O2 Ni1 N53 87.0(5) . . ?
N53 Ni1 O3 94.0(5) . . ?
N53 Ni1 O3A 89.6(7) . . ?
N58 Ni1 O2 88.3(5) . . ?
N58 Ni1 O3 146.9(5) . . ?
N58 Ni1 N53 79.6(2) . . ?
N58 Ni1 N67 105.2(2) . . ?
N58 Ni1 O3A 154.5(6) . . ?
N58 Ni1 O2A 96.3(6) . . ?
N67 Ni1 O2 90.2(5) . . ?
N67 Ni1 O3 80.4(5) . . ?
N67 Ni1 N53 174.5(2) . . ?
N67 Ni1 O3A 84.9(7) . . ?
N67 Ni1 O2A 93.4(7) . . ?
N76 Ni1 O2 159.7(4) . . ?
N76 Ni1 O3 101.6(5) . . ?
N76 Ni1 N53 100.3(2) . . ?
N76 Ni1 N58 111.5(2) . . ?
N76 Ni1 N67 80.8(2) . . ?
N76 Ni1 O3A 93.0(6) . . ?
N76 Ni1 O2A 152.1(6) . . ?
O2A Ni1 N53 83.1(7) . . ?
O2A Ni1 O3A 59.2(4) . . ?
N1 O2 Ni1 95.4(7) . . ?
N1 O3 Ni1 90.7(7) . . ?
O2 N1 O3 115.0(10) . . ?
O4 N1 O2 122.6(11) . . ?
O4 N1 O3 122.3(10) . . ?
C48 N53 Ni1 130.0(5) . . ?
C48 N53 C52 118.0(6) . . ?
C52 N53 Ni1 111.4(5) . . ?
N58 N57 H57 116(5) . . ?
N58 N57 C56 112.6(6) . . ?
C56 N57 H57 131(5) . . ?
N57 N58 Ni1 139.8(4) . . ?
N57 N58 C54 105.7(5) . . ?
C54 N58 Ni1 112.4(4) . . ?
C66 N67 Ni1 133.0(5) . . ?
C66 N67 C68 116.7(7) . . ?
C68 N67 Ni1 109.0(5) . . ?
C74 N75 N76 107.2(6) . . ?
N75 N76 Ni1 137.3(4) . . ?
C72 N76 Ni1 111.8(5) . . ?
C72 N76 N75 109.3(6) . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C48 C47 H47A 109.5 . . ?
C48 C47 H47B 109.5 . . ?
C48 C47 H47C 109.5 . . ?
N53 C48 C47 118.8(6) . . ?
N53 C48 C49 120.7(7) . . ?
C49 C48 C47 120.5(7) . . ?
C48 C49 H49 120.0 . . ?
C50 C49 C48 120.1(8) . . ?
C50 C49 H49 120.0 . . ?
C49 C50 H50 120.4 . . ?
C49 C50 C51 119.2(7) . . ?
C51 C50 H50 120.4 . . ?
C50 C51 H51 120.6 . . ?
C50 C51 C52 118.9(7) . . ?
C52 C51 H51 120.6 . . ?
N53 C52 C51 123.1(7) . . ?
N53 C52 C54 115.1(6) . . ?
C51 C52 C54 121.8(6) . . ?
N58 C54 C52 119.0(6) . . ?
N58 C54 C55 110.0(6) . . ?
C55 C54 C52 131.0(6) . . ?
C54 C55 H55 127.0 . . ?
C56 C55 C54 105.9(6) . . ?
C56 C55 H55 127.0 . . ?
N57 C56 C55 105.8(6) . . ?
N57 C56 C59 125.8(8) . . ?
N57 C56 C59A 122.9(15) . . ?
C55 C56 C59 128.2(8) . . ?
C55 C56 C59A 131.2(15) . . ?
C60 C59 C56 120.7(11) . . ?
C60 C59 C64 118.4(10) . . ?
C64 C59 C56 120.8(11) . . ?
C59 C60 H60 120.4 . . ?
C59 C60 C61 119.1(11) . . ?
C61 C60 H60 120.4 . . ?
C60 C61 H61 119.0 . . ?
C62 C61 C60 122.0(11) . . ?
C62 C61 H61 119.0 . . ?
C61 C62 H62 120.2 . . ?
C61 C62 C63 119.6(11) . . ?
C63 C62 H62 120.2 . . ?
C62 C63 H63 121.0 . . ?
C62 C63 C64 118.1(11) . . ?
C64 C63 H63 121.0 . . ?
C59 C64 C63 122.7(11) . . ?
C59 C64 H64 118.6 . . ?
C63 C64 H64 118.6 . . ?
H65A C65 H65B 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
C66 C65 H65A 109.5 . . ?
C66 C65 H65B 109.5 . . ?
C66 C65 H65C 109.5 . . ?
N67 C66 C65 118.1(7) . . ?
N67 C66 C71 123.3(8) . . ?
C71 C66 C65 118.6(8) . . ?
N67 C68 C69 122.5(8) . . ?
N67 C68 C72 115.2(6) . . ?
C69 C68 C72 122.3(8) . . ?
C68 C69 H69 120.6 . . ?
C70 C69 C68 118.7(9) . . ?
C70 C69 H69 120.6 . . ?
C69 C70 H70 119.8 . . ?
C69 C70 C71 120.4(9) . . ?
C71 C70 H70 119.8 . . ?
C66 C71 H71 120.8 . . ?
C70 C71 C66 118.4(9) . . ?
C70 C71 H71 120.8 . . ?
N76 C72 C68 118.2(7) . . ?
N76 C72 C73 107.9(8) . . ?
C73 C72 C68 133.8(7) . . ?
C72 C73 H73 126.9 . . ?
C72 C73 C74 106.2(7) . . ?
C74 C73 H73 126.9 . . ?
N75 C74 C73 109.4(7) . . ?
N75 C74 C77 121.1(8) . . ?
N75 C74 C77A 120.5(15) . . ?
C73 C74 C77 129.3(7) . . ?
C73 C74 C77A 124(2) . . ?
C78 C77 C74 117.7(9) . . ?
C82 C77 C74 122.4(8) . . ?
C82 C77 C78 119.9(9) . . ?
C77 C78 H78 120.0 . . ?
C79 C78 C77 120.0(11) . . ?
C79 C78 H78 120.0 . . ?
C78 C79 H79 120.1 . . ?
C78 C79 C80 119.9(11) . . ?
C80 C79 H79 120.1 . . ?
C79 C80 H80 120.1 . . ?
C79 C80 C81 119.9(12) . . ?
C81 C80 H80 120.1 . . ?
C80 C81 H81 120.0 . . ?
C82 C81 C80 120.0(12) . . ?
C82 C81 H81 120.0 . . ?
C77 C82 H82 119.9 . . ?
C81 C82 C77 120.2(9) . . ?
C81 C82 H82 119.9 . . ?
O8 Ni2 O7 58.5(4) . . ?
N17 Ni2 O7 80.8(6) . . ?
N17 Ni2 O8 89.6(6) . . ?
N17 Ni2 N35 175.60(19) . . ?
N17 Ni2 O8A 94.3(4) . . ?
N17 Ni2 O7A 86.1(4) . . ?
N22 Ni2 O7 101.9(5) . . ?
N22 Ni2 O8 159.4(5) . . ?
N22 Ni2 N17 80.2(2) . . ?
N22 Ni2 N35 101.9(2) . . ?
N22 Ni2 N40 110.91(19) . . ?
N22 Ni2 O8A 152.0(4) . . ?
N22 Ni2 O7A 93.2(4) . . ?
N35 Ni2 O7 95.0(6) . . ?
N35 Ni2 O8 87.2(6) . . ?
N35 Ni2 O8A 82.0(4) . . ?
N35 Ni2 O7A 89.9(4) . . ?
N40 Ni2 O7 147.1(5) . . ?
N40 Ni2 O8 88.8(5) . . ?
N40 Ni2 N17 103.6(2) . . ?
N40 Ni2 N35 79.4(2) . . ?
N40 Ni2 O8A 97.1(4) . . ?
N40 Ni2 O7A 155.1(4) . . ?
O8A Ni2 O7A 58.9(3) . . ?
N2 O7 Ni2 91.1(9) . . ?
N2 O8 Ni2 93.5(9) . . ?
O8 N2 O7 116.9(13) . . ?
O9 N2 O7 120.7(15) . . ?
O9 N2 O8 121.9(15) . . ?
C12 N17 Ni2 130.6(5) . . ?
C12 N17 C16 119.0(6) . . ?
C16 N17 Ni2 109.6(5) . . ?
C20 N21 N22 106.5(6) . . ?
N21 N22 Ni2 134.9(4) . . ?
C18 N22 Ni2 111.8(5) . . ?
C18 N22 N21 109.6(6) . . ?
C30 N35 Ni2 129.6(4) . . ?
C34 N35 Ni2 110.8(4) . . ?
C34 N35 C30 118.6(5) . . ?
N40 N39 H39 120(4) . . ?
C38 N39 H39 127(4) . . ?
C38 N39 N40 111.8(5) . . ?
N39 N40 Ni2 140.1(4) . . ?
C36 N40 Ni2 113.6(4) . . ?
C36 N40 N39 104.5(5) . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
C12 C11 H11C 109.5 . . ?
N17 C12 C11 119.3(6) . . ?
N17 C12 C13 120.9(8) . . ?
C13 C12 C11 119.8(8) . . ?
C12 C13 H13 120.6 . . ?
C14 C13 C12 118.8(8) . . ?
C14 C13 H13 120.6 . . ?
C13 C14 H14 119.6 . . ?
C15 C14 C13 120.9(7) . . ?
C15 C14 H14 119.6 . . ?
C14 C15 H15 121.1 . . ?
C14 C15 C16 117.8(8) . . ?
C16 C15 H15 121.1 . . ?
N17 C16 C15 122.6(8) . . ?
N17 C16 C18 115.3(6) . . ?
C15 C16 C18 122.0(7) . . ?
N22 C18 C16 119.2(7) . . ?
N22 C18 C19 108.7(7) . . ?
C19 C18 C16 132.1(6) . . ?
C18 C19 H19 127.6 . . ?
C18 C19 C20 104.8(6) . . ?
C20 C19 H19 127.6 . . ?
N21 C20 C19 110.3(7) . . ?
N21 C20 C23 116.2(15) . . ?
N21 C20 C23A 125.6(8) . . ?
C19 C20 C23 133.3(14) . . ?
C19 C20 C23A 123.8(8) . . ?
C24 C23 C20 120(2) . . ?
C28 C23 C20 125(2) . . ?
C28 C23 C24 114(2) . . ?
C23 C24 H24 119.3 . . ?
C23 C24 C25 121(3) . . ?
C25 C24 H24 119.3 . . ?
C24 C25 H25 118.8 . . ?
C26 C25 C24 122(2) . . ?
C26 C25 H25 118.8 . . ?
C25 C26 H26 120.9 . . ?
C25 C26 C27 118(2) . . ?
C27 C26 H26 120.9 . . ?
C26 C27 H27 121.0 . . ?
C26 C27 C28 118(2) . . ?
C28 C27 H27 121.0 . . ?
C23 C28 C27 124(2) . . ?
C23 C28 H28 118.1 . . ?
C27 C28 H28 118.1 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C30 C29 H29A 109.5 . . ?
C30 C29 H29B 109.5 . . ?
C30 C29 H29C 109.5 . . ?
N35 C30 C29 118.8(6) . . ?
N35 C30 C31 119.9(6) . . ?
C31 C30 C29 121.4(7) . . ?
C30 C31 H31 119.7 . . ?
C32 C31 C30 120.7(7) . . ?
C32 C31 H31 119.7 . . ?
C31 C32 H32 120.0 . . ?
C31 C32 C33 119.9(6) . . ?
C33 C32 H32 120.0 . . ?
C32 C33 H33 120.8 . . ?
C34 C33 C32 118.3(6) . . ?
C34 C33 H33 120.8 . . ?
N35 C34 C33 122.6(6) . . ?
N35 C34 C36 114.9(5) . . ?
C33 C34 C36 122.5(6) . . ?
N40 C36 C34 118.1(5) . . ?
N40 C36 C37 111.5(5) . . ?
C37 C36 C34 130.4(5) . . ?
C36 C37 H37 127.0 . . ?
C38 C37 C36 105.9(5) . . ?
C38 C37 H37 127.0 . . ?
N39 C38 C37 106.3(6) . . ?
N39 C38 C41 123.2(6) . . ?
C37 C38 C41 130.3(6) . . ?
C42 C41 C38 119.7(6) . . ?
C42 C41 C46 118.4(7) . . ?
C46 C41 C38 121.9(6) . . ?
C41 C42 H42 119.0 . . ?
C43 C42 C41 122.1(7) . . ?
C43 C42 H42 119.0 . . ?
C42 C43 H43 120.8 . . ?
C42 C43 C44 118.3(8) . . ?
C44 C43 H43 120.8 . . ?
C43 C44 H44 119.5 . . ?
C45 C44 C43 121.0(8) . . ?
C45 C44 H44 119.5 . . ?
C44 C45 H45 120.3 . . ?
C44 C45 C46 119.5(8) . . ?
C46 C45 H45 120.3 . . ?
C41 C46 C45 120.6(7) . . ?
C41 C46 H46 119.7 . . ?
C45 C46 H46 119.7 . . ?
C24A C23A C20 120.5(12) . . ?
C28A C23A C20 121.0(11) . . ?
C28A C23A C24A 118.4(11) . . ?
C23A C24A H24A 120.0 . . ?
C23A C24A C25A 120.0(14) . . ?
C25A C24A H24A 120.0 . . ?
C24A C25A H25A 119.4 . . ?
C26A C25A C24A 121.1(13) . . ?
C26A C25A H25A 119.4 . . ?
C25A C26A H26A 119.7 . . ?
C25A C26A C27A 120.6(13) . . ?
C27A C26A H26A 119.7 . . ?
C26A C27A H27A 120.4 . . ?
C26A C27A C28A 119.2(12) . . ?
C28A C27A H27A 120.4 . . ?
C23A C28A C27A 120.5(10) . . ?
C23A C28A H28A 119.8 . . ?
C27A C28A H28A 119.8 . . ?
C64A C59A C56 122(2) . . ?
C60A C59A C56 120(2) . . ?
C60A C59A C64A 117.7(17) . . ?
C59A C64A H64A 118.6 . . ?
C59A C64A C63A 123(2) . . ?
C63A C64A H64A 118.6 . . ?
C64A C63A H63A 120.7 . . ?
C62A C63A C64A 119(2) . . ?
C62A C63A H63A 120.7 . . ?
C63A C62A H62A 120.3 . . ?
C61A C62A C63A 119(2) . . ?
C61A C62A H62A 120.3 . . ?
C59A C60A H60A 120.2 . . ?
C59A C60A C61A 119.7(19) . . ?
C61A C60A H60A 120.2 . . ?
C62A C61A C60A 122(2) . . ?
C62A C61A H61A 119.0 . . ?
C60A C61A H61A 119.0 . . ?
C82A C77A C74 122(2) . . ?
C82A C77A C78A 115(2) . . ?
C78A C77A C74 121(2) . . ?
C77A C82A H82A 119.9 . . ?
C81A C82A C77A 120(2) . . ?
C81A C82A H82A 119.9 . . ?
C82A C81A H81A 120.5 . . ?
C82A C81A C80A 119(3) . . ?
C80A C81A H81A 120.5 . . ?
C81A C80A H80A 120.2 . . ?
C81A C80A C79A 120(3) . . ?
C79A C80A H80A 120.2 . . ?
C80A C79A H79A 120.9 . . ?
C78A C79A C80A 118(3) . . ?
C78A C79A H79A 120.9 . . ?
C77A C78A H78A 121.9 . . ?
C79A C78A C77A 116(3) . . ?
C79A C78A H78A 121.9 . . ?
N2A O8A Ni2 92.4(7) . . ?
N2A O7A Ni2 91.5(6) . . ?
O7A N2A O8A 117.1(9) . . ?
O9A N2A O8A 120.4(10) . . ?
O9A N2A O7A 121.9(10) . . ?
N1A O3A Ni1 91.0(9) . . ?
O2A N1A O3A 114.2(13) . . ?
O4A N1A O3A 122.3(16) . . ?
O4A N1A O2A 123.5(16) . . ?
N1A O2A Ni1 95.3(10) . . ?

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
_geom_hbond_publ_flag
N57 H57 N21 0.78(6) 2.07(6) 2.837(7) 169(7) . yes
N57 H57 N22 0.78(6) 2.60(6) 3.221(7) 139(6) . yes
C55 H55 O2 0.95 2.44 3.316(15) 153.9 3_666 yes
N39 H39 N75 0.93(5) 1.83(6) 2.750(7) 169(5) . yes
N39 H39 N76 0.93(5) 2.49(6) 3.230(8) 136(5) . yes
C11 H11C O8 0.98 2.24 2.76(3) 111.2 . yes
C29 H29A N21 0.98 2.58 3.494(8) 155.5 . yes
C37 H37 O7 0.95 2.39 3.277(19) 155.3 4_576 yes

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
Ni1 O2 N1 O3 3.6(13) . . . . ?
Ni1 O2 N1 O4 -177(3) . . . . ?
Ni1 O3 N1 O2 -3.5(12) . . . . ?
Ni1 O3 N1 O4 177(3) . . . . ?
Ni1 N53 C48 C47 -13.0(9) . . . . ?
Ni1 N53 C48 C49 169.2(4) . . . . ?
Ni1 N53 C52 C51 -171.0(5) . . . . ?
Ni1 N53 C52 C54 11.2(6) . . . . ?
Ni1 N58 C54 C52 -12.0(7) . . . . ?
Ni1 N58 C54 C55 166.5(4) . . . . ?
Ni1 N67 C66 C65 -17.4(10) . . . . ?
Ni1 N67 C66 C71 164.2(5) . . . . ?
Ni1 N67 C68 C69 -167.3(5) . . . . ?
Ni1 N67 C68 C72 15.1(7) . . . . ?
Ni1 N76 C72 C68 -17.1(7) . . . . ?
Ni1 N76 C72 C73 165.8(4) . . . . ?
Ni1 O3A N1A O2A 5.5(19) . . . . ?
Ni1 O3A N1A O4A -175(4) . . . . ?
N53 C48 C49 C50 -0.8(10) . . . . ?
N53 C52 C54 N58 0.1(8) . . . . ?
N53 C52 C54 C55 -178.1(6) . . . . ?
N57 N58 C54 C52 -178.7(5) . . . . ?
N57 N58 C54 C55 -0.1(7) . . . . ?
N57 C56 C59 C60 175.5(14) . . . . ?
N57 C56 C59 C64 -9(4) . . . . ?
N57 C56 C59A C64A -2(10) . . . . ?
N57 C56 C59A C60A -178(3) . . . . ?
N58 N57 C56 C55 0.0(7) . . . . ?
N58 N57 C56 C59 175(2) . . . . ?
N58 N57 C56 C59A -176(5) . . . . ?
N58 C54 C55 C56 0.1(7) . . . . ?
N67 C66 C71 C70 -1.2(11) . . . . ?
N67 C68 C69 C70 0.6(11) . . . . ?
N67 C68 C72 N76 0.5(9) . . . . ?
N67 C68 C72 C73 176.7(7) . . . . ?
N75 N76 C72 C68 175.0(6) . . . . ?
N75 N76 C72 C73 -2.1(7) . . . . ?
N75 C74 C77 C78 -179.2(7) . . . . ?
N75 C74 C77 C82 0.8(12) . . . . ?
N75 C74 C77A C82A -22(6) . . . . ?
N75 C74 C77A C78A 176(4) . . . . ?
N76 N75 C74 C73 0.0(7) . . . . ?
N76 N75 C74 C77 -175.2(6) . . . . ?
N76 N75 C74 C77A 153(3) . . . . ?
N76 C72 C73 C74 2.0(7) . . . . ?
C47 C48 C49 C50 -178.6(6) . . . . ?
C48 N53 C52 C51 0.8(9) . . . . ?
C48 N53 C52 C54 -177.0(5) . . . . ?
C48 C49 C50 C51 2.5(10) . . . . ?
C49 C50 C51 C52 -2.5(10) . . . . ?
C50 C51 C52 N53 0.9(10) . . . . ?
C50 C51 C52 C54 178.5(6) . . . . ?
C51 C52 C54 N58 -177.7(6) . . . . ?
C51 C52 C54 C55 4.1(11) . . . . ?
C52 N53 C48 C47 177.0(5) . . . . ?
C52 N53 C48 C49 -0.8(9) . . . . ?
C52 C54 C55 C56 178.5(6) . . . . ?
C54 C55 C56 N57 -0.1(7) . . . . ?
C54 C55 C56 C59 -175(2) . . . . ?
C54 C55 C56 C59A 176(6) . . . . ?
C55 C56 C59 C60 -11(3) . . . . ?
C55 C56 C59 C64 165(2) . . . . ?
C55 C56 C59A C64A -178(4) . . . . ?
C55 C56 C59A C60A 6(7) . . . . ?
C56 N57 N58 Ni1 -160.7(5) . . . . ?
C56 N57 N58 C54 0.1(7) . . . . ?
C56 C59 C60 C61 178(3) . . . . ?
C56 C59 C64 C63 -179(3) . . . . ?
C56 C59A C64A C63A -175(7) . . . . ?
C56 C59A C60A C61A 176(8) . . . . ?
C59 C60 C61 C62 -1.5(15) . . . . ?
C60 C59 C64 C63 -3(2) . . . . ?
C60 C61 C62 C63 2(2) . . . . ?
C61 C62 C63 C64 -3(2) . . . . ?
C62 C63 C64 C59 3(3) . . . . ?
C64 C59 C60 C61 1.7(13) . . . . ?
C65 C66 C71 C70 -179.5(7) . . . . ?
C66 N67 C68 C69 1.4(10) . . . . ?
C66 N67 C68 C72 -176.2(6) . . . . ?
C68 N67 C66 C65 177.2(6) . . . . ?
C68 N67 C66 C71 -1.1(10) . . . . ?
C68 C69 C70 C71 -3.0(12) . . . . ?
C68 C72 C73 C74 -174.4(7) . . . . ?
C69 C68 C72 N76 -177.1(6) . . . . ?
C69 C68 C72 C73 -1.0(12) . . . . ?
C69 C70 C71 C66 3.3(12) . . . . ?
C72 C68 C69 C70 178.1(7) . . . . ?
C72 C73 C74 N75 -1.2(8) . . . . ?
C72 C73 C74 C77 173.4(7) . . . . ?
C72 C73 C74 C77A -153(2) . . . . ?
C73 C74 C77 C78 6.7(12) . . . . ?
C73 C74 C77 C82 -173.3(8) . . . . ?
C73 C74 C77A C82A 128(4) . . . . ?
C73 C74 C77A C78A -34(6) . . . . ?
C74 N75 N76 Ni1 -162.0(5) . . . . ?
C74 N75 N76 C72 1.3(7) . . . . ?
C74 C77 C78 C79 178.0(9) . . . . ?
C74 C77 C82 C81 178.9(8) . . . . ?
C74 C77A C82A C81A 168(5) . . . . ?
C74 C77A C78A C79A -157(5) . . . . ?
C77 C78 C79 C80 4.0(17) . . . . ?
C78 C77 C82 C81 -1.1(14) . . . . ?
C78 C79 C80 C81 -3.1(19) . . . . ?
C79 C80 C81 C82 0.1(17) . . . . ?
C80 C81 C82 C77 2.0(15) . . . . ?
C82 C77 C78 C79 -2.0(14) . . . . ?
Ni2 O7 N2 O8 -2.1(17) . . . . ?
Ni2 O7 N2 O9 171(3) . . . . ?
Ni2 O8 N2 O7 2.1(17) . . . . ?
Ni2 O8 N2 O9 -171(3) . . . . ?
Ni2 N17 C12 C11 -11.4(10) . . . . ?
Ni2 N17 C12 C13 166.5(4) . . . . ?
Ni2 N17 C16 C15 -169.4(5) . . . . ?
Ni2 N17 C16 C18 10.9(7) . . . . ?
Ni2 N22 C18 C16 -17.7(7) . . . . ?
Ni2 N22 C18 C19 162.6(4) . . . . ?
Ni2 N35 C30 C29 -14.2(9) . . . . ?
Ni2 N35 C30 C31 165.4(5) . . . . ?
Ni2 N35 C34 C33 -168.4(4) . . . . ?
Ni2 N35 C34 C36 13.3(6) . . . . ?
Ni2 N40 C36 C34 -12.7(6) . . . . ?
Ni2 N40 C36 C37 168.1(4) . . . . ?
Ni2 O8A N2A O7A -1.0(11) . . . . ?
Ni2 O8A N2A O9A 170(2) . . . . ?
Ni2 O7A N2A O8A 1.0(11) . . . . ?
Ni2 O7A N2A O9A -170(2) . . . . ?
N17 C12 C13 C14 -0.3(10) . . . . ?
N17 C16 C18 N22 3.9(8) . . . . ?
N17 C16 C18 C19 -176.5(6) . . . . ?
N21 N22 C18 C16 -179.3(5) . . . . ?
N21 N22 C18 C19 1.0(7) . . . . ?
N21 C20 C23 C24 -180(9) . . . . ?
N21 C20 C23 C28 0(14) . . . . ?
N21 C20 C23A C24A 168(2) . . . . ?
N21 C20 C23A C28A -16(3) . . . . ?
N22 N21 C20 C19 -0.2(7) . . . . ?
N22 N21 C20 C23 -176(6) . . . . ?
N22 N21 C20 C23A 174.2(17) . . . . ?
N22 C18 C19 C20 -1.1(7) . . . . ?
N35 C30 C31 C32 1.5(10) . . . . ?
N35 C34 C36 N40 -1.1(8) . . . . ?
N35 C34 C36 C37 178.0(6) . . . . ?
N39 N40 C36 C34 179.5(5) . . . . ?
N39 N40 C36 C37 0.3(6) . . . . ?
N39 C38 C41 C42 -176.0(6) . . . . ?
N39 C38 C41 C46 2.4(9) . . . . ?
N40 N39 C38 C37 1.8(7) . . . . ?
N40 N39 C38 C41 178.2(5) . . . . ?
N40 C36 C37 C38 0.8(7) . . . . ?
C11 C12 C13 C14 177.6(7) . . . . ?
C12 N17 C16 C15 1.1(9) . . . . ?
C12 N17 C16 C18 -178.7(6) . . . . ?
C12 C13 C14 C15 2.9(11) . . . . ?
C13 C14 C15 C16 -3.4(11) . . . . ?
C14 C15 C16 N17 1.5(10) . . . . ?
C14 C15 C16 C18 -178.8(6) . . . . ?
C15 C16 C18 N22 -175.8(5) . . . . ?
C15 C16 C18 C19 3.8(11) . . . . ?
C16 N17 C12 C11 -179.6(6) . . . . ?
C16 N17 C12 C13 -1.6(9) . . . . ?
C16 C18 C19 C20 179.3(7) . . . . ?
C18 C19 C20 N21 0.8(7) . . . . ?
C18 C19 C20 C23 176(7) . . . . ?
C18 C19 C20 C23A -173.7(17) . . . . ?
C19 C20 C23 C24 6(16) . . . . ?
C19 C20 C23 C28 -174(6) . . . . ?
C19 C20 C23A C24A -18(4) . . . . ?
C19 C20 C23A C28A 157.3(16) . . . . ?
C20 N21 N22 Ni2 -156.1(4) . . . . ?
C20 N21 N22 C18 -0.5(6) . . . . ?
C20 C23 C24 C25 180(10) . . . . ?
C20 C23 C28 C27 -178(7) . . . . ?
C20 C23A C24A C25A 175(3) . . . . ?
C20 C23A C28A C27A -179.2(17) . . . . ?
C23 C24 C25 C26 -9(17) . . . . ?
C24 C23 C28 C27 1(15) . . . . ?
C24 C25 C26 C27 16(11) . . . . ?
C25 C26 C27 C28 -14(7) . . . . ?
C26 C27 C28 C23 5(10) . . . . ?
C28 C23 C24 C25 0(18) . . . . ?
C29 C30 C31 C32 -179.0(6) . . . . ?
C30 N35 C34 C33 1.6(9) . . . . ?
C30 N35 C34 C36 -176.8(5) . . . . ?
C30 C31 C32 C33 0.3(10) . . . . ?
C31 C32 C33 C34 -1.1(9) . . . . ?
C32 C33 C34 N35 0.2(9) . . . . ?
C32 C33 C34 C36 178.4(6) . . . . ?
C33 C34 C36 N40 -179.4(5) . . . . ?
C33 C34 C36 C37 -0.4(10) . . . . ?
C34 N35 C30 C29 178.1(6) . . . . ?
C34 N35 C30 C31 -2.4(9) . . . . ?
C34 C36 C37 C38 -178.3(6) . . . . ?
C36 C37 C38 N39 -1.5(6) . . . . ?
C36 C37 C38 C41 -177.6(6) . . . . ?
C37 C38 C41 C42 -0.4(10) . . . . ?
C37 C38 C41 C46 177.9(6) . . . . ?
C38 N39 N40 Ni2 -163.8(5) . . . . ?
C38 N39 N40 C36 -1.3(6) . . . . ?
C38 C41 C42 C43 174.5(6) . . . . ?
C38 C41 C46 C45 -176.0(6) . . . . ?
C41 C42 C43 C44 1.9(11) . . . . ?
C42 C41 C46 C45 2.4(10) . . . . ?
C42 C43 C44 C45 1.5(12) . . . . ?
C43 C44 C45 C46 -2.9(12) . . . . ?
C44 C45 C46 C41 0.9(11) . . . . ?
C46 C41 C42 C43 -3.9(10) . . . . ?
C23A C24A C25A C26A 2(4) . . . . ?
C24A C23A C28A C27A -3(4) . . . . ?
C24A C25A C26A C27A 0(3) . . . . ?
C25A C26A C27A C28A -4.0(19) . . . . ?
C26A C27A C28A C23A 6(2) . . . . ?
C28A C23A C24A C25A -1(4) . . . . ?
C59A C64A C63A C62A -2(6) . . . . ?
C59A C60A C61A C62A 0(3) . . . . ?
C64A C59A C60A C61A 0(3) . . . . ?
C64A C63A C62A C61A 2(6) . . . . ?
C63A C62A C61A C60A -1(5) . . . . ?
C60A C59A C64A C63A 1(5) . . . . ?
C77A C82A C81A C80A 10(9) . . . . ?
C82A C77A C78A C79A 40(8) . . . . ?
C82A C81A C80A C79A -2(10) . . . . ?
C81A C80A C79A C78A 13(10) . . . . ?
C80A C79A C78A C77A -32(9) . . . . ?
C78A C77A C82A C81A -29(8) . . . . ?
O3A N1A O2A Ni1 -6(2) . . . . ?
O4A N1A O2A Ni1 175(4) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.500 517.3 117.1 ?
2 0.000 0.500 0.000 517.3 117.1 ?
3 0.493 0.609 0.687 7.2 1.0 ?
4 0.493 0.891 0.187 7.2 1.0 ?
5 0.507 0.109 0.813 7.2 1.0 ?
6 0.507 0.391 0.313 7.2 1.0 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_platon_squeeze_special_details  ?
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
