# 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 
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data_nilh2otf_redo2
_database_code_depnum_ccdc_archive 'CCDC 2050739'
loop_
_audit_author_name
_audit_author_address
'Alexander S. Filatov'
;University of Chicago
United States of America
;
_audit_update_record             
;
2020-12-16 deposited with the CCDC.	2021-03-08 downloaded from the CCDC.
;
_audit_creation_date             2020-10-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H36 F3 N5 Ni O3 S'
_chemical_formula_sum            'C29 H36 F3 N5 Ni O3 S'
_chemical_formula_weight         650.40
_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 -0.0001 0.0005 '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'
F F 0.0038 0.0031 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0005 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.2306 0.4106 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0017 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.0444 0.0409 '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                   9.7352(3)
_cell_length_b                   19.2736(6)
_cell_length_c                   16.4544(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.3950(10)
_cell_angle_gamma                90
_cell_volume                     3078.30(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9822
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      17.16
_cell_measurement_theta_min      2.21
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.965
_exptl_absorpt_coefficient_mu    0.181
_exptl_absorpt_correction_T_max  0.7441
_exptl_absorpt_correction_T_min  0.6784
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            119850
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        14.357
_diffrn_reflns_theta_max         17.190
_diffrn_reflns_theta_min         0.948
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Pilatus1M(CdTe) pixel array detector'
_diffrn_detector_area_resol_mean 30
_diffrn_detector_type            'CMOS pixel array detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'three-circle diffractometer'
_diffrn_measurement_method       'phi rotation'
_diffrn_radiation_collimation    '0.2 mm sinlge-pinhole'
_diffrn_radiation_monochromator  'Si(111) & Si(311)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.41328
_diffrn_source                   synchrotron
_diffrn_source_type              
"Insertion Device, Station 15 ID-B, APS, Argonne Nat'l Lab"
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8447
_reflns_number_total             9365
_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       ?
_computing_data_collection       'APEX3 v.2015.9-0 (Bruker AXS Inc., 2015)'
_computing_data_reduction        ?
_computing_molecular_graphics    
;
OLEX2: a complete structure solution, refinement and analysis program 
Dolomanov et al., 2009

Mercury: visualization and analysis of crystal structures
Macrae, et al., 2006

O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann.
J. Appl. Cryst. (2009). 42, 339-341;

C. F. Macrae, P. R. Edgington, P. McCabe, E. Pidcock, G. P. Shields, R. Taylor,
M. Towler and J. van de Streek, J. Appl. Cryst. (2006). 39, 453-457.
;
_computing_publication_material  
;
 APEX3 v.2015.5-2 (Bruker AXS Inc., 2015)
 OLEX2 (Dolomanov et al., 2009)
;
_computing_structure_refinement  'XL-2018/3 (Sheldrick, 2015b)'
_computing_structure_solution    'XT 2014/5 (Sheldrick, 2015a)'
_refine_diff_density_max         0.455
_refine_diff_density_min         -0.614
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     387
_refine_ls_number_reflns         9365
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0290
_refine_ls_restrained_S_all      1.061
_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)+(0.0432P)²+1.3819P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0832
_refine_ls_wR_factor_ref         0.0852
_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 Ternary CH refined with riding coordinates:
 N5(H5), N1(H1)
2.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C10(H10), C11(H11), C18(H18), C7(H7), C6(H6), C19(H19), C16(H16),
 C3(H3), C4(H4)
2.c Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C22(H22A,H22B,H22C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C), C1(H1A,H1B,H1C), C23(H23A,H23B,H23C), C20(H20A,H20B,H20C), C24(H24A,
 H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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 0.56012(2) 0.80810(2) 0.21165(2) 0.01440(5) Uani 1 1 d . . . . .
S1 S 0.83269(3) 0.85902(2) 0.13156(2) 0.01881(6) Uani 1 1 d . . . . .
F3 F 0.73909(9) 0.98704(4) 0.11798(6) 0.03047(17) Uani 1 1 d . . . . .
O1 O 0.68936(9) 0.83457(5) 0.13182(5) 0.01977(16) Uani 1 1 d . . . . .
F2 F 0.93749(9) 0.97040(5) 0.07159(6) 0.0382(2) Uani 1 1 d . . . . .
F1 F 0.75276(11) 0.93407(5) 0.00337(5) 0.0378(2) Uani 1 1 d . . . . .
O3 O 0.89331(9) 0.87836(5) 0.21120(6) 0.02320(17) Uani 1 1 d . . . . .
O2 O 0.91323(10) 0.81775(5) 0.08086(7) 0.0286(2) Uani 1 1 d . . . . .
N3 N 0.43059(9) 0.78378(5) 0.27984(6) 0.01566(17) Uani 1 1 d . . . . .
N5 N 0.41682(10) 0.80673(5) 0.12112(6) 0.01544(17) Uani 1 1 d . . . . .
H5 H 0.470778 0.804149 0.073316 0.019 Uiso 1 1 calc R . . . .
N1 N 0.69766(10) 0.80649(5) 0.30442(6) 0.01693(17) Uani 1 1 d . . . . .
H1 H 0.773853 0.833044 0.284223 0.020 Uiso 1 1 calc R . . . .
N2 N 0.66828(10) 0.84471(5) 0.37782(6) 0.01855(18) Uani 1 1 d . . . . .
N4 N 0.32884(10) 0.74557(5) 0.11132(6) 0.01671(17) Uani 1 1 d . . . . .
C12 C 0.31558(11) 0.74517(6) 0.26001(7) 0.01623(19) Uani 1 1 d . . . . .
C5 C 0.52309(11) 0.87447(6) 0.47998(7) 0.01721(19) Uani 1 1 d . . . . .
C8 C 0.54472(11) 0.83920(6) 0.40171(7) 0.01624(19) Uani 1 1 d . . . . .
C25 C 0.33084(12) 0.87320(6) 0.10448(7) 0.0179(2) Uani 1 1 d . . . . .
C13 C 0.28118(11) 0.72107(6) 0.17712(7) 0.01600(19) Uani 1 1 d . . . . .
C15 C 0.09157(12) 0.65975(6) 0.09434(7) 0.0193(2) Uani 1 1 d . . . . .
H15 H 0.088383 0.696334 0.057387 0.023 Uiso 1 1 calc R . . . .
C9 C 0.42966(11) 0.80284(6) 0.35967(7) 0.01602(19) Uani 1 1 d . . . . .
C10 C 0.31031(12) 0.77655(6) 0.39174(7) 0.0187(2) Uani 1 1 d . . . . .
H10 H 0.283822 0.782810 0.444359 0.022 Uiso 1 1 calc R . . . .
C14 C 0.18300(11) 0.66220(6) 0.16428(7) 0.01683(19) Uani 1 1 d . . . . .
C11 C 0.23929(12) 0.73913(6) 0.32891(7) 0.0189(2) Uani 1 1 d . . . . .
H11 H 0.157286 0.714876 0.332078 0.023 Uiso 1 1 calc R . . . .
C18 C 0.09799(13) 0.54997(6) 0.20426(8) 0.0229(2) Uani 1 1 d . . . . .
H18 H 0.100387 0.513556 0.241418 0.027 Uiso 1 1 calc R . . . .
C7 C 0.38854(13) 0.94942(6) 0.56160(7) 0.0208(2) Uani 1 1 d . . . . .
H7 H 0.308519 0.974738 0.567261 0.025 Uiso 1 1 calc R . . . .
C2 C 0.49215(14) 0.94888(6) 0.62463(7) 0.0221(2) Uani 1 1 d . . . . .
C6 C 0.40333(12) 0.91239(6) 0.48999(7) 0.0184(2) Uani 1 1 d . . . . .
H6 H 0.332811 0.912958 0.448539 0.022 Uiso 1 1 calc R . . . .
C19 C 0.18412(12) 0.60701(6) 0.21948(7) 0.0197(2) Uani 1 1 d . . . . .
H19 H 0.242848 0.608385 0.266773 0.024 Uiso 1 1 calc R . . . .
C17 C 0.00823(13) 0.54671(7) 0.13409(8) 0.0233(2) Uani 1 1 d . . . . .
C16 C 0.00544(12) 0.60266(7) 0.08000(8) 0.0226(2) Uani 1 1 d . . . . .
H16 H -0.055163 0.601758 0.033485 0.027 Uiso 1 1 calc R . . . .
C26 C 0.43419(13) 0.93215(6) 0.09837(8) 0.0224(2) Uani 1 1 d . . . . .
H26A H 0.492352 0.934871 0.148088 0.034 Uiso 1 1 calc GR . . . .
H26B H 0.385615 0.975165 0.089537 0.034 Uiso 1 1 calc GR . . . .
H26C H 0.489626 0.923494 0.053641 0.034 Uiso 1 1 calc GR . . . .
C22 C 0.82665(15) 0.70892(7) 0.25093(9) 0.0276(3) Uani 1 1 d . . . . .
H22A H 0.754841 0.704681 0.207870 0.041 Uiso 1 1 calc GR . . . .
H22B H 0.867548 0.664276 0.262141 0.041 Uiso 1 1 calc GR . . . .
H22C H 0.895663 0.740508 0.234628 0.041 Uiso 1 1 calc GR . . . .
C27 C 0.24481(13) 0.86556(7) 0.02284(8) 0.0233(2) Uani 1 1 d . . . . .
H27A H 0.304247 0.854196 -0.019153 0.035 Uiso 1 1 calc GR . . . .
H27B H 0.198187 0.908446 0.009574 0.035 Uiso 1 1 calc GR . . . .
H27C H 0.178182 0.829274 0.027040 0.035 Uiso 1 1 calc GR . . . .
C3 C 0.61015(14) 0.90930(7) 0.61521(8) 0.0257(2) Uani 1 1 d . . . . .
H3 H 0.679244 0.907573 0.657449 0.031 Uiso 1 1 calc R . . . .
C21 C 0.76600(13) 0.73646(7) 0.32763(8) 0.0231(2) Uani 1 1 d . . . . .
C4 C 0.62625(13) 0.87252(7) 0.54401(8) 0.0229(2) Uani 1 1 d . . . . .
H4 H 0.705652 0.846562 0.538879 0.027 Uiso 1 1 calc R . . . .
C28 C 0.23703(12) 0.88677(7) 0.17281(8) 0.0221(2) Uani 1 1 d . . . . .
H28A H 0.173437 0.848959 0.175843 0.033 Uiso 1 1 calc GR . . . .
H28B H 0.186866 0.929063 0.161943 0.033 Uiso 1 1 calc GR . . . .
H28C H 0.291722 0.890830 0.223665 0.033 Uiso 1 1 calc GR . . . .
C29 C 0.81377(13) 0.94210(7) 0.07814(8) 0.0255(2) Uani 1 1 d . . . . .
C1 C 0.48093(16) 0.99119(7) 0.70092(8) 0.0298(3) Uani 1 1 d . . . . .
H1A H 0.549033 1.027306 0.703384 0.045 Uiso 1 1 calc GR . . . .
H1B H 0.495842 0.961743 0.747822 0.045 Uiso 1 1 calc GR . . . .
H1C H 0.390759 1.011463 0.700132 0.045 Uiso 1 1 calc GR . . . .
C23 C 0.88244(15) 0.74923(9) 0.39392(8) 0.0327(3) Uani 1 1 d . . . . .
H23A H 0.941798 0.785193 0.376526 0.049 Uiso 1 1 calc GR . . . .
H23B H 0.934523 0.707326 0.403391 0.049 Uiso 1 1 calc GR . . . .
H23C H 0.843984 0.763177 0.443384 0.049 Uiso 1 1 calc GR . . . .
C20 C -0.08194(15) 0.48374(8) 0.11778(10) 0.0326(3) Uani 1 1 d . . . . .
H20A H -0.028110 0.442458 0.127805 0.049 Uiso 1 1 calc GR . . . .
H20B H -0.119130 0.484235 0.062038 0.049 Uiso 1 1 calc GR . . . .
H20C H -0.155928 0.484481 0.153137 0.049 Uiso 1 1 calc GR . . . .
C24 C 0.66174(16) 0.68521(8) 0.35750(12) 0.0403(4) Uani 1 1 d . . . . .
H24A H 0.621989 0.704038 0.404358 0.060 Uiso 1 1 calc GR . . . .
H24B H 0.707173 0.642252 0.371967 0.060 Uiso 1 1 calc GR . . . .
H24C H 0.590417 0.677064 0.314995 0.060 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O1 1.9551(8) . ?
Ni1 N3 1.8127(9) . ?
Ni1 N5 1.9614(10) . ?
Ni1 N1 1.9522(10) . ?
S1 O1 1.4731(9) . ?
S1 O3 1.4442(9) . ?
S1 O2 1.4295(10) . ?
S1 C29 1.8291(14) . ?
F3 C29 1.3347(16) . ?
F2 C29 1.3340(15) . ?
F1 C29 1.3336(16) . ?
N3 C12 1.3629(14) . ?
N3 C9 1.3646(14) . ?
N5 H5 0.9800 . ?
N5 N4 1.4588(13) . ?
N5 C25 1.5433(15) . ?
N1 H1 0.9800 . ?
N1 N2 1.4615(14) . ?
N1 C21 1.5398(15) . ?
N2 C8 1.2982(14) . ?
N4 C13 1.2991(14) . ?
C12 C13 1.4553(15) . ?
C12 C11 1.4069(15) . ?
C5 C8 1.4854(15) . ?
C5 C6 1.3965(16) . ?
C5 C4 1.3993(16) . ?
C8 C9 1.4511(15) . ?
C25 C26 1.5261(16) . ?
C25 C27 1.5346(16) . ?
C25 C28 1.5244(17) . ?
C13 C14 1.4882(15) . ?
C15 H15 0.9300 . ?
C15 C14 1.4007(16) . ?
C15 C16 1.3925(16) . ?
C9 C10 1.4069(15) . ?
C10 H10 0.9300 . ?
C10 C11 1.3991(16) . ?
C14 C19 1.3982(16) . ?
C11 H11 0.9300 . ?
C18 H18 0.9300 . ?
C18 C19 1.3937(16) . ?
C18 C17 1.3949(18) . ?
C7 H7 0.9300 . ?
C7 C2 1.3902(17) . ?
C7 C6 1.3944(16) . ?
C2 C3 1.3974(19) . ?
C2 C1 1.5080(17) . ?
C6 H6 0.9300 . ?
C19 H19 0.9300 . ?
C17 C16 1.3972(18) . ?
C17 C20 1.5098(18) . ?
C16 H16 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C22 C21 1.5289(18) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C3 H3 0.9300 . ?
C3 C4 1.3885(18) . ?
C21 C23 1.5316(19) . ?
C21 C24 1.5244(19) . ?
C4 H4 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni1 N5 87.14(4) . . ?
N3 Ni1 O1 175.91(4) . . ?
N3 Ni1 N5 88.78(4) . . ?
N3 Ni1 N1 88.84(4) . . ?
N1 Ni1 O1 95.24(4) . . ?
N1 Ni1 N5 177.37(4) . . ?
O1 S1 C29 102.77(6) . . ?
O3 S1 O1 113.66(5) . . ?
O3 S1 C29 103.25(6) . . ?
O2 S1 O1 112.68(6) . . ?
O2 S1 O3 117.96(6) . . ?
O2 S1 C29 104.26(6) . . ?
S1 O1 Ni1 138.07(6) . . ?
C12 N3 Ni1 126.20(8) . . ?
C12 N3 C9 108.15(9) . . ?
C9 N3 Ni1 125.62(8) . . ?
Ni1 N5 H5 102.5 . . ?
N4 N5 Ni1 118.18(7) . . ?
N4 N5 H5 102.5 . . ?
N4 N5 C25 110.20(8) . . ?
C25 N5 Ni1 117.91(7) . . ?
C25 N5 H5 102.5 . . ?
Ni1 N1 H1 102.6 . . ?
N2 N1 Ni1 118.18(7) . . ?
N2 N1 H1 102.6 . . ?
N2 N1 C21 110.19(9) . . ?
C21 N1 Ni1 117.73(8) . . ?
C21 N1 H1 102.6 . . ?
C8 N2 N1 116.97(9) . . ?
C13 N4 N5 116.47(9) . . ?
N3 C12 C13 121.64(10) . . ?
N3 C12 C11 109.09(10) . . ?
C11 C12 C13 129.11(10) . . ?
C6 C5 C8 121.13(10) . . ?
C6 C5 C4 118.86(11) . . ?
C4 C5 C8 119.95(10) . . ?
N2 C8 C5 114.92(10) . . ?
N2 C8 C9 126.48(10) . . ?
C9 C8 C5 118.60(10) . . ?
C26 C25 N5 106.16(9) . . ?
C26 C25 C27 109.39(10) . . ?
C27 C25 N5 109.14(9) . . ?
C28 C25 N5 111.04(9) . . ?
C28 C25 C26 110.86(10) . . ?
C28 C25 C27 110.15(10) . . ?
N4 C13 C12 126.42(10) . . ?
N4 C13 C14 115.17(10) . . ?
C12 C13 C14 118.40(10) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C16 C15 C14 120.15(11) . . ?
N3 C9 C8 121.81(10) . . ?
N3 C9 C10 109.31(10) . . ?
C10 C9 C8 128.66(10) . . ?
C9 C10 H10 126.7 . . ?
C11 C10 C9 106.50(10) . . ?
C11 C10 H10 126.7 . . ?
C15 C14 C13 120.21(10) . . ?
C19 C14 C13 120.98(10) . . ?
C19 C14 C15 118.75(10) . . ?
C12 C11 H11 126.5 . . ?
C10 C11 C12 106.93(10) . . ?
C10 C11 H11 126.5 . . ?
C19 C18 H18 119.5 . . ?
C19 C18 C17 120.96(12) . . ?
C17 C18 H18 119.5 . . ?
C2 C7 H7 119.6 . . ?
C2 C7 C6 120.70(11) . . ?
C6 C7 H7 119.6 . . ?
C7 C2 C3 118.49(11) . . ?
C7 C2 C1 121.49(12) . . ?
C3 C2 C1 120.01(12) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 C5 120.58(11) . . ?
C7 C6 H6 119.7 . . ?
C14 C19 H19 119.7 . . ?
C18 C19 C14 120.57(11) . . ?
C18 C19 H19 119.7 . . ?
C18 C17 C16 118.22(11) . . ?
C18 C17 C20 120.14(12) . . ?
C16 C17 C20 121.64(12) . . ?
C15 C16 C17 121.32(11) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.28(11) . . ?
C4 C3 H3 119.4 . . ?
C22 C21 N1 106.64(10) . . ?
C22 C21 C23 109.39(11) . . ?
C23 C21 N1 108.54(11) . . ?
C24 C21 N1 111.24(10) . . ?
C24 C21 C22 110.49(13) . . ?
C24 C21 C23 110.44(12) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 C5 120.05(12) . . ?
C3 C4 H4 120.0 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
F3 C29 S1 111.76(9) . . ?
F2 C29 S1 109.78(9) . . ?
F2 C29 F3 107.67(11) . . ?
F1 C29 S1 111.29(10) . . ?
F1 C29 F3 107.91(11) . . ?
F1 C29 F2 108.30(11) . . ?
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 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

_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_0724_am_ni
_database_code_depnum_ccdc_archive 'CCDC 2050740'
loop_
_audit_author_name
_audit_author_address
'Alexander S. Filatov'
;University of Chicago
United States of America
;
_audit_update_record             
;
2020-12-16 deposited with the CCDC.	2021-03-08 downloaded from the CCDC.
;
_audit_creation_date             2019-01-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H36 Cl N5 Ni, C5 H12'
_chemical_formula_sum            'C33 H48 Cl N5 Ni'
_chemical_formula_weight         608.92
_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'
Cl Cl 0.1484 0.1585 '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                   10.3991(5)
_cell_length_b                   11.3467(5)
_cell_length_c                   15.9639(8)
_cell_angle_alpha                90.377(2)
_cell_angle_beta                 106.279(2)
_cell_angle_gamma                115.5700(10)
_cell_volume                     1613.26(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9927
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.38
_cell_measurement_theta_min      2.26
_shelx_estimated_absorpt_T_max   0.793
_shelx_estimated_absorpt_T_min   0.678
_exptl_absorpt_coefficient_mu    0.714
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6036
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0928 before and 0.0457 after correction. The Ratio of minimum to maximum transmission is 0.8098. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             652
_exptl_crystal_size_max          0.59
_exptl_crystal_size_mid          0.47
_exptl_crystal_size_min          0.34
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            34504
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.437
_diffrn_reflns_theta_min         2.249
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Bruker PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_detector_type            CMOS
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  mirrors
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus X-ray tube'
_diffrn_source_type              'INCOATEC ImuS'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5603
_reflns_number_total             6628
_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 V.8.35A (Bruker AXS Inc., 2013)'
_computing_data_collection       'APEX3 v.2015.9-0 (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V.8.35A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    
;
OLEX2: a complete structure solution, refinement and analysis program 
Dolomanov et al., 2009

Mercury: visualization and analysis of crystal structures
Macrae, et al., 2006

O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann.
J. Appl. Cryst. (2009). 42, 339-341;

C. F. Macrae, P. R. Edgington, P. McCabe, E. Pidcock, G. P. Shields, R. Taylor,
M. Towler and J. van de Streek, J. Appl. Cryst. (2006). 39, 453-457.
;
_computing_publication_material  
;
 APEX3 v.2015.5-2 (Bruker AXS Inc., 2015)
 OLEX2 (Dolomanov et al., 2009)
;
_computing_structure_refinement  'XL-2018/1 (Sheldrick, 2015b)'
_computing_structure_solution    'XT 2014/5 (Sheldrick, 2015a)'
_refine_diff_density_max         1.501
_refine_diff_density_min         -0.718
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     371
_refine_ls_number_reflns         6628
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0445
_refine_ls_restrained_S_all      1.049
_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)+(0.0605P)²+1.8790P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1135
_refine_ls_wR_factor_ref         0.1197
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N1(H1), N5(H5)
2.b Secondary CH2 refined with riding coordinates:
 C011(H01D,H01E), C012(H01F,H01G), C013(H01H,H01I)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C11(H11), C12(H12), C14(H14), C15(H15), C19(H19), C20(H20),
 C23(H23), C24(H24)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C10(H10A,H10B,H10C),
 C22(H22A,H22B,H22C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C), C0AA(H0AA,H0AB,H0AC), C010(H01A,H01B,H01C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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 0.32650(3) 0.55259(3) 0.28480(2) 0.01786(10) Uani 1 1 d . . . . .
Cl1 Cl 0.29277(7) 0.34909(6) 0.26953(4) 0.02710(15) Uani 1 1 d . . . . .
N1 N 0.2796(2) 0.55268(19) 0.15844(13) 0.0193(4) Uani 1 1 d . . . . .
H1 H 0.230044 0.456432 0.134863 0.023 Uiso 1 1 calc R . . . .
N2 N 0.1652(2) 0.5931(2) 0.11548(13) 0.0210(4) Uani 1 1 d . . . . .
N3 N 0.3547(2) 0.72282(19) 0.29653(13) 0.0189(4) Uani 1 1 d . . . . .
N4 N 0.5192(2) 0.67185(19) 0.46303(13) 0.0198(4) Uani 1 1 d . . . . .
N5 N 0.3755(2) 0.56278(19) 0.41241(12) 0.0186(4) Uani 1 1 d . . . . .
H5 H 0.393709 0.483847 0.423645 0.022 Uiso 1 1 calc R . . . .
C1 C 0.3448(3) 0.5619(3) 0.01965(17) 0.0318(6) Uani 1 1 d . . . . .
H1A H 0.296268 0.465092 0.008988 0.048 Uiso 1 1 calc GR . . . .
H1B H 0.426288 0.596274 -0.006561 0.048 Uiso 1 1 calc GR . . . .
H1C H 0.270905 0.593603 -0.007156 0.048 Uiso 1 1 calc GR . . . .
C2 C 0.5188(3) 0.5562(3) 0.16166(19) 0.0326(6) Uani 1 1 d . . . . .
H2A H 0.559640 0.587536 0.225257 0.049 Uiso 1 1 calc GR . . . .
H2B H 0.600923 0.587352 0.135944 0.049 Uiso 1 1 calc GR . . . .
H2C H 0.466910 0.459472 0.151433 0.049 Uiso 1 1 calc GR . . . .
C3 C 0.4876(3) 0.7597(3) 0.13631(19) 0.0312(6) Uani 1 1 d . . . . .
H3A H 0.415027 0.793477 0.110973 0.047 Uiso 1 1 calc GR . . . .
H3B H 0.567848 0.792907 0.109162 0.047 Uiso 1 1 calc GR . . . .
H3C H 0.530622 0.789415 0.200091 0.047 Uiso 1 1 calc GR . . . .
C4 C 0.4087(3) 0.6096(2) 0.11881(16) 0.0242(5) Uani 1 1 d . . . . .
C5 C 0.1734(3) 0.6981(2) 0.15412(16) 0.0207(5) Uani 1 1 d . . . . .
C6 C 0.0660(3) 0.7445(2) 0.10139(16) 0.0222(5) Uani 1 1 d . . . . .
C7 C 0.0366(3) 0.7366(2) 0.01020(16) 0.0246(5) Uani 1 1 d . . . . .
H7 H 0.084178 0.700741 -0.017669 0.030 Uiso 1 1 calc R . . . .
C8 C -0.0615(3) 0.7807(2) -0.04000(17) 0.0272(6) Uani 1 1 d . . . . .
H8 H -0.078277 0.776833 -0.101825 0.033 Uiso 1 1 calc R . . . .
C9 C -0.1357(3) 0.8306(2) -0.00147(18) 0.0268(6) Uani 1 1 d . . . . .
C10 C -0.2435(3) 0.8766(3) -0.0573(2) 0.0349(6) Uani 1 1 d . . . . .
H10A H -0.188148 0.969417 -0.063630 0.052 Uiso 1 1 calc GR . . . .
H10B H -0.318756 0.867786 -0.028881 0.052 Uiso 1 1 calc GR . . . .
H10C H -0.293623 0.822660 -0.115709 0.052 Uiso 1 1 calc GR . . . .
C11 C -0.1068(3) 0.8371(3) 0.08892(18) 0.0291(6) Uani 1 1 d . . . . .
H11 H -0.156627 0.870608 0.116455 0.035 Uiso 1 1 calc R . . . .
C12 C -0.0063(3) 0.7957(3) 0.14038(17) 0.0273(6) Uani 1 1 d . . . . .
H12 H 0.012897 0.802556 0.202456 0.033 Uiso 1 1 calc R . . . .
C13 C 0.2772(3) 0.7744(2) 0.23873(16) 0.0215(5) Uani 1 1 d . . . . .
C14 C 0.3274(3) 0.9060(2) 0.27259(17) 0.0256(5) Uani 1 1 d . . . . .
H14 H 0.291086 0.965030 0.246135 0.031 Uiso 1 1 calc R . . . .
C15 C 0.4400(3) 0.9341(2) 0.35210(17) 0.0259(5) Uani 1 1 d . . . . .
H15 H 0.496474 1.016299 0.390046 0.031 Uiso 1 1 calc R . . . .
C16 C 0.4547(3) 0.8181(2) 0.36576(16) 0.0207(5) Uani 1 1 d . . . . .
C17 C 0.5476(3) 0.7877(2) 0.44029(15) 0.0196(5) Uani 1 1 d . . . . .
C18 C 0.6921(3) 0.8965(2) 0.49594(15) 0.0202(5) Uani 1 1 d . . . . .
C19 C 0.7758(3) 1.0047(2) 0.46080(17) 0.0257(5) Uani 1 1 d . . . . .
H19 H 0.737107 1.012969 0.400921 0.031 Uiso 1 1 calc R . . . .
C20 C 0.9152(3) 1.1005(2) 0.51271(18) 0.0280(6) Uani 1 1 d . . . . .
H20 H 0.971443 1.173058 0.487480 0.034 Uiso 1 1 calc R . . . .
C21 C 0.9741(3) 1.0925(3) 0.60050(17) 0.0273(6) Uani 1 1 d . . . . .
C22 C 1.1262(3) 1.1969(3) 0.6559(2) 0.0371(7) Uani 1 1 d . . . . .
H22A H 1.116170 1.272220 0.678116 0.056 Uiso 1 1 calc GR . . . .
H22B H 1.193606 1.226196 0.619900 0.056 Uiso 1 1 calc GR . . . .
H22C H 1.167571 1.160102 0.705767 0.056 Uiso 1 1 calc GR . . . .
C23 C 0.8895(3) 0.9844(3) 0.63537(17) 0.0279(6) Uani 1 1 d . . . . .
H23 H 0.927841 0.976868 0.695448 0.034 Uiso 1 1 calc R . . . .
C24 C 0.7506(3) 0.8879(2) 0.58421(16) 0.0238(5) Uani 1 1 d . . . . .
H24 H 0.694848 0.815201 0.609489 0.029 Uiso 1 1 calc R . . . .
C25 C 0.2536(3) 0.5410(3) 0.45538(16) 0.0237(5) Uani 1 1 d . . . . .
C26 C 0.1218(3) 0.4106(3) 0.4073(2) 0.0342(6) Uani 1 1 d . . . . .
H26A H 0.087219 0.417145 0.344496 0.051 Uiso 1 1 calc GR . . . .
H26B H 0.039813 0.390291 0.432241 0.051 Uiso 1 1 calc GR . . . .
H26C H 0.153065 0.340305 0.413957 0.051 Uiso 1 1 calc GR . . . .
C27 C 0.2071(3) 0.6515(3) 0.4466(2) 0.0321(6) Uani 1 1 d . . . . .
H27A H 0.293563 0.735116 0.477470 0.048 Uiso 1 1 calc GR . . . .
H27B H 0.126580 0.631979 0.472694 0.048 Uiso 1 1 calc GR . . . .
H27C H 0.171277 0.658513 0.384084 0.048 Uiso 1 1 calc GR . . . .
C28 C 0.3113(3) 0.5306(3) 0.55224(18) 0.0343(6) Uani 1 1 d . . . . .
H28A H 0.343240 0.460594 0.557527 0.051 Uiso 1 1 calc GR . . . .
H28B H 0.231158 0.509534 0.578834 0.051 Uiso 1 1 calc GR . . . .
H28C H 0.396844 0.614889 0.582839 0.051 Uiso 1 1 calc GR . . . .
C0AA C 0.6764(10) 0.1135(6) 0.1107(5) 0.140(3) Uani 1 1 d . . . . .
H0AA H 0.698843 0.054511 0.078687 0.210 Uiso 1 1 calc GR . . . .
H0AB H 0.686430 0.190213 0.080248 0.210 Uiso 1 1 calc GR . . . .
H0AC H 0.573500 0.066059 0.112934 0.210 Uiso 1 1 calc GR . . . .
C010 C 0.8225(5) 0.4529(5) 0.2224(3) 0.0701(12) Uani 1 1 d . . . . .
H01A H 0.797633 0.517334 0.190138 0.105 Uiso 1 1 calc GR . . . .
H01B H 0.881723 0.426861 0.195281 0.105 Uiso 1 1 calc GR . . . .
H01C H 0.880836 0.492575 0.283994 0.105 Uiso 1 1 calc GR . . . .
C011 C 0.6843(5) 0.3367(5) 0.2194(3) 0.0736(12) Uani 1 1 d . . . . .
H01D H 0.632918 0.362137 0.254367 0.088 Uiso 1 1 calc R . . . .
H01E H 0.617475 0.308759 0.157483 0.088 Uiso 1 1 calc R . . . .
C012 C 0.7037(7) 0.2250(6) 0.2518(3) 0.0968(17) Uani 1 1 d . . . . .
H01F H 0.603027 0.153847 0.247094 0.116 Uiso 1 1 calc R . . . .
H01G H 0.761468 0.251602 0.315357 0.116 Uiso 1 1 calc R . . . .
C013 C 0.7871(8) 0.1601(9) 0.2053(5) 0.187(5) Uani 1 1 d . . . . .
H01H H 0.888094 0.226948 0.206477 0.224 Uiso 1 1 calc R . . . .
H01I H 0.795110 0.085390 0.233925 0.224 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 Cl1 2.1817(7) . ?
Ni1 N1 1.9380(19) . ?
Ni1 N3 1.8240(19) . ?
Ni1 N5 1.9460(19) . ?
N1 H1 1.0000 . ?
N1 N2 1.454(3) . ?
N1 C4 1.534(3) . ?
N2 C5 1.296(3) . ?
N3 C13 1.356(3) . ?
N3 C16 1.357(3) . ?
N4 N5 1.460(3) . ?
N4 C17 1.296(3) . ?
N5 H5 1.0000 . ?
N5 C25 1.535(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C4 1.526(4) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C2 C4 1.519(4) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C3 C4 1.520(4) . ?
C5 C6 1.490(3) . ?
C5 C13 1.449(3) . ?
C6 C7 1.395(3) . ?
C6 C12 1.387(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.386(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.390(4) . ?
C9 C10 1.509(3) . ?
C9 C11 1.383(4) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11 0.9500 . ?
C11 C12 1.391(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.397(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.387(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.400(3) . ?
C16 C17 1.455(3) . ?
C17 C18 1.485(3) . ?
C18 C19 1.393(3) . ?
C18 C24 1.392(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.388(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.384(4) . ?
C21 C22 1.507(4) . ?
C21 C23 1.393(4) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23 0.9500 . ?
C23 C24 1.383(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.517(4) . ?
C25 C27 1.520(4) . ?
C25 C28 1.519(4) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C0AA H0AA 0.9800 . ?
C0AA H0AB 0.9800 . ?
C0AA H0AC 0.9800 . ?
C0AA C013 1.541(11) . ?
C010 H01A 0.9800 . ?
C010 H01B 0.9800 . ?
C010 H01C 0.9800 . ?
C010 C011 1.459(6) . ?
C011 H01D 0.9900 . ?
C011 H01E 0.9900 . ?
C011 C012 1.444(7) . ?
C012 H01F 0.9900 . ?
C012 H01G 0.9900 . ?
C012 C013 1.657(10) . ?
C013 H01H 0.9900 . ?
C013 H01I 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
N1 Ni1 Cl1 91.19(6) . . ?
N1 Ni1 N5 176.77(8) . . ?
N3 Ni1 Cl1 179.47(6) . . ?
N3 Ni1 N1 88.30(8) . . ?
N3 Ni1 N5 88.48(8) . . ?
N5 Ni1 Cl1 92.04(6) . . ?
Ni1 N1 H1 102.6 . . ?
N2 N1 Ni1 117.51(14) . . ?
N2 N1 H1 102.6 . . ?
N2 N1 C4 109.65(17) . . ?
C4 N1 Ni1 118.93(15) . . ?
C4 N1 H1 102.6 . . ?
C5 N2 N1 116.55(19) . . ?
C13 N3 Ni1 125.80(16) . . ?
C13 N3 C16 108.7(2) . . ?
C16 N3 Ni1 125.46(16) . . ?
C17 N4 N5 116.70(19) . . ?
Ni1 N5 H5 102.6 . . ?
N4 N5 Ni1 115.37(14) . . ?
N4 N5 H5 102.6 . . ?
N4 N5 C25 111.30(17) . . ?
C25 N5 Ni1 119.47(15) . . ?
C25 N5 H5 102.6 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
C1 C4 N1 108.5(2) . . ?
C2 C4 N1 107.1(2) . . ?
C2 C4 C1 109.9(2) . . ?
C2 C4 C3 109.8(2) . . ?
C3 C4 N1 111.5(2) . . ?
C3 C4 C1 110.0(2) . . ?
N2 C5 C6 114.0(2) . . ?
N2 C5 C13 127.2(2) . . ?
C13 C5 C6 118.7(2) . . ?
C7 C6 C5 119.4(2) . . ?
C12 C6 C5 121.9(2) . . ?
C12 C6 C7 118.7(2) . . ?
C6 C7 H7 119.8 . . ?
C8 C7 C6 120.4(2) . . ?
C8 C7 H7 119.8 . . ?
C7 C8 H8 119.4 . . ?
C7 C8 C9 121.2(2) . . ?
C9 C8 H8 119.4 . . ?
C8 C9 C10 120.4(2) . . ?
C11 C9 C8 118.0(2) . . ?
C11 C9 C10 121.6(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11 119.3 . . ?
C9 C11 C12 121.5(3) . . ?
C12 C11 H11 119.3 . . ?
C6 C12 C11 120.2(2) . . ?
C6 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
N3 C13 C5 120.5(2) . . ?
N3 C13 C14 108.7(2) . . ?
C14 C13 C5 130.6(2) . . ?
C13 C14 H14 126.5 . . ?
C15 C14 C13 107.1(2) . . ?
C15 C14 H14 126.5 . . ?
C14 C15 H15 126.5 . . ?
C14 C15 C16 106.9(2) . . ?
C16 C15 H15 126.5 . . ?
N3 C16 C15 108.6(2) . . ?
N3 C16 C17 120.4(2) . . ?
C15 C16 C17 130.9(2) . . ?
N4 C17 C16 126.3(2) . . ?
N4 C17 C18 114.8(2) . . ?
C16 C17 C18 118.9(2) . . ?
C19 C18 C17 121.5(2) . . ?
C24 C18 C17 119.9(2) . . ?
C24 C18 C19 118.5(2) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.4(2) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 119.3 . . ?
C21 C20 C19 121.3(2) . . ?
C21 C20 H20 119.3 . . ?
C20 C21 C22 120.7(2) . . ?
C20 C21 C23 118.0(2) . . ?
C23 C21 C22 121.3(2) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23 119.4 . . ?
C24 C23 C21 121.3(2) . . ?
C24 C23 H23 119.4 . . ?
C18 C24 H24 119.8 . . ?
C23 C24 C18 120.5(2) . . ?
C23 C24 H24 119.8 . . ?
C26 C25 N5 105.4(2) . . ?
C26 C25 C27 110.4(2) . . ?
C26 C25 C28 109.9(2) . . ?
C27 C25 N5 112.1(2) . . ?
C28 C25 N5 109.2(2) . . ?
C28 C25 C27 109.8(2) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
H0AA C0AA H0AB 109.5 . . ?
H0AA C0AA H0AC 109.5 . . ?
H0AB C0AA H0AC 109.5 . . ?
C013 C0AA H0AA 109.5 . . ?
C013 C0AA H0AB 109.5 . . ?
C013 C0AA H0AC 109.5 . . ?
H01A C010 H01B 109.5 . . ?
H01A C010 H01C 109.5 . . ?
H01B C010 H01C 109.5 . . ?
C011 C010 H01A 109.5 . . ?
C011 C010 H01B 109.5 . . ?
C011 C010 H01C 109.5 . . ?
C010 C011 H01D 108.5 . . ?
C010 C011 H01E 108.5 . . ?
H01D C011 H01E 107.5 . . ?
C012 C011 C010 115.3(4) . . ?
C012 C011 H01D 108.5 . . ?
C012 C011 H01E 108.5 . . ?
C011 C012 H01F 107.5 . . ?
C011 C012 H01G 107.5 . . ?
C011 C012 C013 119.4(6) . . ?
H01F C012 H01G 107.0 . . ?
C013 C012 H01F 107.5 . . ?
C013 C012 H01G 107.5 . . ?
C0AA C013 C012 100.4(7) . . ?
C0AA C013 H01H 111.7 . . ?
C0AA C013 H01I 111.7 . . ?
C012 C013 H01H 111.7 . . ?
C012 C013 H01I 111.7 . . ?
H01H C013 H01I 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
