# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_twin5
_database_code_depnum_ccdc_archive 'CCDC 2100759'
loop_
_audit_author_name
_audit_author_address
'Hon Man Lee'
;National Changhua University of Education
Taiwan
;
_audit_update_record             
;
2022-01-19 deposited with the CCDC.	2022-03-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C43 H39 Cl2 N5 Ni O4'
_chemical_formula_weight         819.40



loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   16.621(3)
_cell_length_b                   11.825(2)
_cell_length_c                   20.184(4)
_cell_angle_alpha                90
_cell_angle_beta                 99.400(4)
_cell_angle_gamma                90
_cell_volume                     3913.9(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6350
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      27.1

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_F_000             1704
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.682
_shelx_estimated_absorpt_T_min   0.905
_shelx_estimated_absorpt_T_max   0.923
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6016
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Bruker water-cooled sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8523
_diffrn_reflns_av_unetI/netI     0.0564
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.045
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8523
_reflns_number_gt                6919
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker AXS, 2012)'
_computing_cell_refinement       'SAINT (Bruker, 2012)'
_computing_data_reduction        'SAINT (Bruker, 2012)'
_computing_structure_solution    'SHELXL (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'SHELXL (Sheldrick, 2015)'

_refine_special_details          'Refined as a 2-component twin.,Twin'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0867P)²+4.5703P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8523
_refine_ls_number_parameters     496
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0764
_refine_ls_R_factor_gt           0.0547
_refine_ls_wR_factor_ref         0.1629
_refine_ls_wR_factor_gt          0.1443
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.54634(3) 0.44961(4) 0.68712(3) 0.01749(13) Uani 1 1 d . . . . .
C3 C 0.4616(2) 0.4312(3) 0.73647(19) 0.0195(8) Uani 1 1 d . . . . .
O1 O 0.64042(17) 0.4318(3) 0.64700(14) 0.0244(6) Uani 1 1 d . . . . .
O2 O 0.05007(18) 0.2309(3) 0.37945(16) 0.0322(7) Uani 1 1 d . . . . .
O3 O 0.64918(16) 0.6230(2) 0.85150(13) 0.0229(6) Uani 1 1 d . . . . .
N3 N 0.36698(18) 0.3658(3) 0.79383(17) 0.0192(6) Uani 1 1 d . . . . .
N2 N 0.3804(2) 0.4219(3) 0.51550(17) 0.0227(7) Uani 1 1 d . . . . .
N1 N 0.47959(19) 0.4226(3) 0.60260(16) 0.0207(7) Uani 1 1 d . . . . .
O4 O 0.04292(19) 0.5140(3) 0.76927(17) 0.0360(8) Uani 1 1 d . . . . .
C12 C 0.4426(3) 0.3570(4) 0.4985(2) 0.0268(9) Uani 1 1 d . . . . .
H12 H 0.4426 0.3185 0.4572 0.032 Uiso 1 1 calc R U . . .
C4 C 0.5999(2) 0.5686(3) 0.81073(18) 0.0172(8) Uani 1 1 d . . . . .
C1 C 0.3980(2) 0.4581(3) 0.82659(19) 0.0188(8) Uani 1 1 d . . . . .
C14 C 0.3580(2) 0.5413(3) 0.61400(19) 0.0198(8) Uani 1 1 d . . . . .
C10 C 0.7078(2) 0.4362(3) 0.6933(2) 0.0213(8) Uani 1 1 d . . . . .
C16 C 0.2395(3) 0.5887(4) 0.6621(2) 0.0299(10) Uani 1 1 d . . . . .
H16 H 0.1860 0.5708 0.6698 0.036 Uiso 1 1 calc R U . . .
C13 C 0.4048(2) 0.4610(3) 0.5789(2) 0.0209(8) Uani 1 1 d . . . . .
C5 C 0.6996(2) 0.4718(3) 0.7588(2) 0.0204(8) Uani 1 1 d . . . . .
C2 C 0.4044(2) 0.3491(3) 0.73769(19) 0.0198(8) Uani 1 1 d . . . . .
H2 H 0.3921 0.2902 0.7056 0.024 Uiso 1 1 calc R U . . .
C9 C 0.7847(3) 0.4057(4) 0.6800(2) 0.0300(10) Uani 1 1 d . . . . .
H9 H 0.7912 0.3830 0.6360 0.036 Uiso 1 1 calc R U . . .
C15 C 0.3948(3) 0.6409(4) 0.6398(2) 0.0271(9) Uani 1 1 d . . . . .
H15 H 0.4483 0.6587 0.6323 0.032 Uiso 1 1 calc R U . . .
C6 C 0.7668(3) 0.4719(4) 0.8095(2) 0.0262(9) Uani 1 1 d . . . . .
H6 H 0.7609 0.4933 0.8538 0.031 Uiso 1 1 calc R U . . .
C17 C 0.2793(3) 0.5157(4) 0.6246(2) 0.0259(9) Uani 1 1 d . . . . .
H17 H 0.2532 0.4486 0.6064 0.031 Uiso 1 1 calc R U . . .
C18 C 0.3545(3) 0.7143(4) 0.6761(2) 0.0318(10) Uani 1 1 d . . . . .
H18 H 0.3797 0.7830 0.6927 0.038 Uiso 1 1 calc R U . . .
C11 C 0.5038(2) 0.3584(4) 0.5517(2) 0.0243(9) Uani 1 1 d . . . . .
H11 H 0.5549 0.3215 0.5539 0.029 Uiso 1 1 calc R U . . .
C8 C 0.8519(2) 0.4085(4) 0.7309(3) 0.0316(9) Uani 1 1 d . . . . .
H8 H 0.9042 0.3883 0.7216 0.038 Uiso 1 1 calc R U . . .
C7 C 0.8427(3) 0.4407(4) 0.7956(2) 0.0308(10) Uani 1 1 d . . . . .
H7 H 0.8888 0.4414 0.8304 0.037 Uiso 1 1 calc R U . . .
C20 C 0.3012(2) 0.4391(4) 0.4725(2) 0.0250(9) Uani 1 1 d . . . . .
H20A H 0.3099 0.4527 0.4258 0.030 Uiso 1 1 calc R U . . .
H20B H 0.2748 0.5072 0.4878 0.030 Uiso 1 1 calc R U . . .
C24 C 0.1199(2) 0.2452(4) 0.4248(2) 0.0235(9) Uani 1 1 d . . . . .
C19 C 0.2448(2) 0.3381(3) 0.47358(19) 0.0216(8) Uani 1 1 d . . . . .
C21 C 0.2581(3) 0.2566(4) 0.5237(2) 0.0269(9) Uani 1 1 d . . . . .
H21 H 0.3053 0.2601 0.5572 0.032 Uiso 1 1 calc R U . . .
C25 C 0.1754(2) 0.3319(3) 0.42373(19) 0.0212(8) Uani 1 1 d . . . . .
H25 H 0.1665 0.3874 0.3893 0.025 Uiso 1 1 calc R U . . .
C23 C 0.1327(3) 0.1642(4) 0.4763(2) 0.0293(9) Uani 1 1 d . . . . .
H23 H 0.0939 0.1057 0.4781 0.035 Uiso 1 1 calc R U . . .
C22 C 0.2019(3) 0.1700(4) 0.5243(2) 0.0312(10) Uani 1 1 d . . . . .
H22 H 0.2112 0.1139 0.5583 0.037 Uiso 1 1 calc R U . . .
C26 C 0.0328(3) 0.3130(4) 0.3279(2) 0.0358(11) Uani 1 1 d . . . . .
H26A H 0.0256 0.3871 0.3480 0.054 Uiso 1 1 calc R U . . .
H26B H -0.0172 0.2921 0.2977 0.054 Uiso 1 1 calc R U . . .
H26C H 0.0782 0.3167 0.3025 0.054 Uiso 1 1 calc R U . . .
C27 C 0.5095(2) 0.5928(3) 0.8132(2) 0.0205(8) Uani 1 1 d . . . . .
H27A H 0.5040 0.6147 0.8596 0.025 Uiso 1 1 calc R U . . .
H27B H 0.4917 0.6578 0.7835 0.025 Uiso 1 1 calc R U . . .
N4 N 0.4560(2) 0.4972(3) 0.79286(15) 0.0176(6) Uani 1 1 d . . . . .
C29 C 0.3874(3) 0.4568(4) 0.9484(2) 0.0359(11) Uani 1 1 d . . . . .
H29 H 0.4125 0.3844 0.9524 0.043 Uiso 1 1 calc R U . . .
C30 C 0.3741(2) 0.5105(4) 0.8864(2) 0.0217(8) Uani 1 1 d . . . . .
C28 C 0.3375(3) 0.6166(4) 0.8813(2) 0.0319(10) Uani 1 1 d . . . . .
H28 H 0.3274 0.6544 0.8392 0.038 Uiso 1 1 calc R U . . .
C36 C 0.0964(2) 0.4366(3) 0.7513(2) 0.0260(9) Uani 1 1 d . . . . .
C32 C 0.2191(2) 0.3249(3) 0.7681(2) 0.0230(8) Uani 1 1 d . . . . .
C31 C 0.2994(2) 0.2949(3) 0.8104(2) 0.0246(9) Uani 1 1 d . . . . .
H31A H 0.2953 0.3050 0.8584 0.030 Uiso 1 1 calc R U . . .
H31B H 0.3118 0.2144 0.8032 0.030 Uiso 1 1 calc R U . . .
C37 C 0.1701(2) 0.4061(4) 0.7910(2) 0.0228(8) Uani 1 1 d . . . . .
H37 H 0.1866 0.4408 0.8335 0.027 Uiso 1 1 calc R U . . .
C35 C 0.0727(3) 0.3863(4) 0.6888(2) 0.0296(10) Uani 1 1 d . . . . .
H35 H 0.0228 0.4072 0.6616 0.035 Uiso 1 1 calc R U . . .
C33 C 0.1959(3) 0.2738(4) 0.7058(2) 0.0283(9) Uani 1 1 d . . . . .
H33 H 0.2297 0.2182 0.6902 0.034 Uiso 1 1 calc R U . . .
C34 C 0.1224(3) 0.3055(4) 0.6664(2) 0.0326(10) Uani 1 1 d . . . . .
H34 H 0.1062 0.2713 0.6237 0.039 Uiso 1 1 calc R U . . .
C39 C 0.3289(3) 0.6122(5) 0.9990(2) 0.0415(12) Uani 1 1 d . . . . .
H39 H 0.3134 0.6468 1.0375 0.050 Uiso 1 1 calc R U . . .
C40 C 0.3647(4) 0.5069(5) 1.0040(2) 0.0433(13) Uani 1 1 d . . . . .
H40 H 0.3737 0.4687 1.0459 0.052 Uiso 1 1 calc R U . . .
C38 C 0.3156(3) 0.6674(5) 0.9382(3) 0.0424(12) Uani 1 1 d . . . . .
H38 H 0.2914 0.7404 0.9350 0.051 Uiso 1 1 calc R U . . .
C41 C 0.2765(3) 0.6875(4) 0.6885(2) 0.0316(10) Uani 1 1 d . . . . .
H41 H 0.2492 0.7365 0.7147 0.038 Uiso 1 1 calc R U . . .
C42 C 0.0650(4) 0.5695(4) 0.8322(3) 0.0435(13) Uani 1 1 d . . . . .
H42A H 0.0744 0.5131 0.8681 0.065 Uiso 1 1 calc R U . . .
H42B H 0.0209 0.6204 0.8398 0.065 Uiso 1 1 calc R U . . .
H42C H 0.1150 0.6134 0.8318 0.065 Uiso 1 1 calc R U . . .
N5 N 0.61680(19) 0.4965(3) 0.76449(16) 0.0192(7) Uani 1 1 d . . . . .
Cl2 Cl 0.9055(3) 0.4397(5) 0.5127(3) 0.1008(15) Uiso 0.5 1 d . . P A 1
Cl1 Cl 0.8990(5) 0.1941(6) 0.5134(4) 0.138(2) Uiso 0.5 1 d . . P A 1
C44 C 0.9315(9) 0.3221(12) 0.4781(7) 0.066(4) Uiso 0.5 1 d . . P A 1
H44A H 0.9916 0.3203 0.4819 0.079 Uiso 0.5 1 calc R U P A 1
H44B H 0.9084 0.3238 0.4297 0.079 Uiso 0.5 1 calc R U P A 1
Cl1B Cl 0.8915(3) 0.3743(5) 0.5227(3) 0.1023(15) Uiso 0.5 1 d . . P B 2
Cl2B Cl 0.8967(3) 0.1323(4) 0.4926(2) 0.0864(12) Uiso 0.5 1 d . . P B 2
C44B C 0.8956(9) 0.2664(12) 0.4599(7) 0.064(3) Uiso 0.5 1 d . . P B 2
H44C H 0.8478 0.2745 0.4240 0.077 Uiso 0.5 1 calc R U P B 2
H44D H 0.9453 0.2777 0.4395 0.077 Uiso 0.5 1 calc R U P B 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 C3 1.865(4) . ?
Ni1 N5 1.876(3) . ?
Ni1 O1 1.887(3) . ?
Ni1 N1 1.904(3) . ?
C3 C2 1.362(5) . ?
C3 N4 1.396(5) . ?
O1 C10 1.337(5) . ?
O2 C24 1.367(5) . ?
O2 C26 1.418(6) . ?
O3 C4 1.242(4) . ?
N3 C1 1.335(5) . ?
N3 C2 1.393(5) . ?
N3 C31 1.482(5) . ?
N2 C13 1.359(5) . ?
N2 C12 1.375(5) . ?
N2 C20 1.469(5) . ?
N1 C13 1.337(5) . ?
N1 C11 1.389(5) . ?
O4 C36 1.365(5) . ?
O4 C42 1.423(6) . ?
C12 C11 1.353(6) . ?
C4 N5 1.327(5) . ?
C4 C27 1.538(5) . ?
C1 N4 1.349(5) . ?
C1 C30 1.468(6) . ?
C14 C15 1.389(6) . ?
C14 C17 1.393(6) . ?
C14 C13 1.479(5) . ?
C10 C9 1.396(5) . ?
C10 C5 1.416(6) . ?
C16 C17 1.385(6) . ?
C16 C41 1.386(7) . ?
C5 C6 1.386(6) . ?
C5 N5 1.429(5) . ?
C9 C8 1.388(6) . ?
C15 C18 1.379(6) . ?
C6 C7 1.386(6) . ?
C18 C41 1.395(6) . ?
C8 C7 1.392(7) . ?
C20 C19 1.521(6) . ?
C24 C25 1.382(6) . ?
C24 C23 1.403(6) . ?
C19 C21 1.388(6) . ?
C19 C25 1.403(5) . ?
C21 C22 1.388(6) . ?
C23 C22 1.379(6) . ?
C27 N4 1.456(5) . ?
C29 C40 1.376(7) . ?
C29 C30 1.388(6) . ?
C30 C28 1.391(6) . ?
C28 C38 1.397(7) . ?
C36 C35 1.392(6) . ?
C36 C37 1.399(6) . ?
C32 C37 1.386(6) . ?
C32 C33 1.393(6) . ?
C32 C31 1.505(5) . ?
C35 C34 1.386(6) . ?
C33 C34 1.396(6) . ?
C39 C38 1.374(7) . ?
C39 C40 1.378(8) . ?
Cl2 C44 1.645(15) . ?
Cl1 C44 1.792(15) . ?
Cl1B C44B 1.807(15) . ?
Cl2B C44B 1.717(15) . ?

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
C3 Ni1 N5 90.75(15) . . ?
C3 Ni1 O1 165.23(15) . . ?
N5 Ni1 O1 86.67(13) . . ?
C3 Ni1 N1 94.52(16) . . ?
N5 Ni1 N1 171.29(14) . . ?
O1 Ni1 N1 89.95(13) . . ?
C2 C3 N4 104.1(3) . . ?
C2 C3 Ni1 133.1(3) . . ?
N4 C3 Ni1 121.8(3) . . ?
C10 O1 Ni1 110.7(2) . . ?
C24 O2 C26 117.0(4) . . ?
C1 N3 C2 109.3(3) . . ?
C1 N3 C31 126.6(3) . . ?
C2 N3 C31 123.9(3) . . ?
C13 N2 C12 107.7(3) . . ?
C13 N2 C20 127.6(4) . . ?
C12 N2 C20 124.6(3) . . ?
C13 N1 C11 106.6(3) . . ?
C13 N1 Ni1 129.4(3) . . ?
C11 N1 Ni1 123.9(3) . . ?
C36 O4 C42 117.5(4) . . ?
C11 C12 N2 107.1(3) . . ?
O3 C4 N5 127.3(4) . . ?
O3 C4 C27 115.1(3) . . ?
N5 C4 C27 117.6(3) . . ?
N3 C1 N4 106.3(3) . . ?
N3 C1 C30 128.2(3) . . ?
N4 C1 C30 125.5(3) . . ?
C15 C14 C17 119.6(4) . . ?
C15 C14 C13 119.3(4) . . ?
C17 C14 C13 121.0(4) . . ?
O1 C10 C9 123.0(4) . . ?
O1 C10 C5 117.8(3) . . ?
C9 C10 C5 119.2(4) . . ?
C17 C16 C41 120.8(4) . . ?
N1 C13 N2 109.7(4) . . ?
N1 C13 C14 125.3(4) . . ?
N2 C13 C14 124.8(4) . . ?
C6 C5 C10 120.0(4) . . ?
C6 C5 N5 127.7(4) . . ?
C10 C5 N5 112.1(3) . . ?
C3 C2 N3 108.6(3) . . ?
C8 C9 C10 120.2(4) . . ?
C18 C15 C14 120.7(4) . . ?
C5 C6 C7 120.1(4) . . ?
C16 C17 C14 119.6(4) . . ?
C15 C18 C41 119.9(4) . . ?
C12 C11 N1 108.8(4) . . ?
C9 C8 C7 120.2(4) . . ?
C6 C7 C8 120.3(4) . . ?
N2 C20 C19 112.2(3) . . ?
O2 C24 C25 125.2(4) . . ?
O2 C24 C23 114.9(4) . . ?
C25 C24 C23 119.9(4) . . ?
C21 C19 C25 120.1(4) . . ?
C21 C19 C20 122.0(4) . . ?
C25 C19 C20 117.8(4) . . ?
C22 C21 C19 119.4(4) . . ?
C24 C25 C19 120.0(4) . . ?
C22 C23 C24 119.6(4) . . ?
C23 C22 C21 121.1(4) . . ?
N4 C27 C4 113.7(3) . . ?
C1 N4 C3 111.6(3) . . ?
C1 N4 C27 125.3(3) . . ?
C3 N4 C27 123.0(3) . . ?
C40 C29 C30 120.9(5) . . ?
C29 C30 C28 118.9(4) . . ?
C29 C30 C1 121.5(4) . . ?
C28 C30 C1 119.6(4) . . ?
C30 C28 C38 119.8(4) . . ?
O4 C36 C35 115.4(4) . . ?
O4 C36 C37 124.6(4) . . ?
C35 C36 C37 120.0(4) . . ?
C37 C32 C33 120.7(4) . . ?
C37 C32 C31 119.3(4) . . ?
C33 C32 C31 119.9(4) . . ?
N3 C31 C32 112.0(3) . . ?
C32 C37 C36 119.7(4) . . ?
C34 C35 C36 119.7(4) . . ?
C32 C33 C34 119.1(4) . . ?
C35 C34 C33 120.8(4) . . ?
C38 C39 C40 120.0(5) . . ?
C29 C40 C39 120.2(5) . . ?
C39 C38 C28 120.3(5) . . ?
C16 C41 C18 119.4(4) . . ?
C4 N5 C5 120.3(3) . . ?
C4 N5 Ni1 126.9(3) . . ?
C5 N5 Ni1 110.5(3) . . ?
Cl2 C44 Cl1 115.3(9) . . ?
Cl2B C44B Cl1B 112.5(8) . . ?

_refine_diff_density_max         0.721
_refine_diff_density_min         -0.976
_refine_diff_density_rms         0.095

_shelxl_version_number           2014-3



####################################################################### 
# 
# 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_mjx3cdp
_database_code_depnum_ccdc_archive 'CCDC 2100760'
loop_
_audit_author_name
_audit_author_address
'Hon Man Lee'
;National Changhua University of Education
Taiwan
;
_audit_update_record             
;
2022-01-19 deposited with the CCDC.	2022-03-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C29 H23 F N4 Ni O2'
_chemical_formula_sum            'C29 H23 F N4 Ni O2'
_chemical_melting_point          ?

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         537.22



loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'

_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   10.403(6)
_cell_length_b                   27.246(14)
_cell_length_c                   8.775(5)
_cell_angle_alpha                90
_cell_angle_beta                 102.236(15)
_cell_angle_gamma                90
_cell_volume                     2431(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    921
_cell_measurement_theta_min      2.1
_cell_measurement_theta_max      18.8
_exptl_crystal_density_meas      ?

_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_F_000             1112
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.841
_shelx_estimated_absorpt_T_min   0.884
_shelx_estimated_absorpt_T_max   0.921

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5670
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Bruker water-cooled sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21957
_diffrn_reflns_av_unetI/netI     0.1231
_diffrn_reflns_av_R_equivalents  0.1573
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.003
_diffrn_reflns_theta_max         26.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5023
_reflns_number_gt                2577

_reflns_threshold_expression     I>2σ
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker AXS, 2012)'
_computing_cell_refinement       'SAINT (Bruker, 2012)'
_computing_data_reduction        'SAINT (Bruker, 2012)'
_computing_structure_solution    'SHELXL (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'SHELXL (Sheldrick, 2015)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0750P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0083(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5023
_refine_ls_number_parameters     335
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1377
_refine_ls_R_factor_gt           0.0623
_refine_ls_wR_factor_ref         0.1719
_refine_ls_wR_factor_gt          0.1301
_refine_ls_goodness_of_fit_ref   0.945
_refine_ls_restrained_S_all      0.945
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.69253(6) 0.26116(2) 0.77476(8) 0.0359(2) Uani 1 1 d . . . . .
F1 F 0.9387(3) -0.04159(12) 0.8632(4) 0.0722(11) Uani 1 1 d . . . . .
O1 O 0.3326(3) 0.30942(13) 0.7873(4) 0.0499(10) Uani 1 1 d . . . . .
O2 O 0.7774(3) 0.32275(12) 0.8011(4) 0.0419(9) Uani 1 1 d . . . . .
N1 N 0.4775(4) 0.19466(14) 0.7181(5) 0.0337(10) Uani 1 1 d . . . . .
N2 N 0.5349(4) 0.29615(14) 0.7245(5) 0.0365(10) Uani 1 1 d . . . . .
N3 N 0.5343(4) 0.12970(14) 0.6104(5) 0.0348(10) Uani 1 1 d . . . . .
N4 N 0.8514(4) 0.22823(15) 0.8574(5) 0.0397(11) Uani 1 1 d . . . . .
C1 C 0.6074(4) 0.20290(17) 0.7088(6) 0.0329(11) Uani 1 1 d . . . . .
C2 C 0.4047(5) 0.22819(18) 0.7958(6) 0.0406(13) Uani 1 1 d . . . . .
H5 H 0.4309 0.2224 0.9095 0.049 Uiso 1 1 calc R U . . .
H6 H 0.3100 0.2202 0.7633 0.049 Uiso 1 1 calc R U . . .
C3 C 0.4228(5) 0.28275(19) 0.7651(6) 0.0378(12) Uani 1 1 d . . . . .
C4 C 0.5595(5) 0.34714(18) 0.7027(6) 0.0373(12) Uani 1 1 d . . . . .
C5 C 0.6943(5) 0.35905(19) 0.7460(6) 0.0402(13) Uani 1 1 d . . . . .
C6 C 0.7334(6) 0.4074(2) 0.7303(6) 0.0464(14) Uani 1 1 d . . . . .
H1 H 0.8237 0.4161 0.7605 0.056 Uiso 1 1 calc R U . . .
C7 C 0.6408(6) 0.4428(2) 0.6706(6) 0.0484(14) Uani 1 1 d . . . . .
H2 H 0.6685 0.4756 0.6594 0.058 Uiso 1 1 calc R U . . .
C8 C 0.5099(6) 0.4314(2) 0.6274(6) 0.0507(15) Uani 1 1 d . . . . .
H4 H 0.4476 0.4561 0.5873 0.061 Uiso 1 1 calc R U . . .
C9 C 0.4682(6) 0.3829(2) 0.6426(6) 0.0461(14) Uani 1 1 d . . . . .
H3 H 0.3777 0.3747 0.6118 0.055 Uiso 1 1 calc R U . . .
C10 C 0.4337(5) 0.15015(18) 0.6598(6) 0.0343(12) Uani 1 1 d . . . . .
C11 C 0.6406(5) 0.16168(18) 0.6382(6) 0.0362(12) Uani 1 1 d . . . . .
H7 H 0.7233 0.1558 0.6122 0.043 Uiso 1 1 calc R U . . .
C12 C 0.5366(5) 0.08086(17) 0.5404(6) 0.0381(12) Uani 1 1 d . . . . .
H12 H 0.5490 0.0845 0.4322 0.046 Uiso 1 1 calc R U . . .
H13 H 0.4508 0.0646 0.5360 0.046 Uiso 1 1 calc R U . . .
C13 C 0.6453(5) 0.04890(17) 0.6315(6) 0.0344(12) Uani 1 1 d . . . . .
C14 C 0.6914(5) 0.05373(19) 0.7904(6) 0.0412(13) Uani 1 1 d . . . . .
H11 H 0.6542 0.0778 0.8466 0.049 Uiso 1 1 calc R U . . .
C15 C 0.7917(5) 0.0237(2) 0.8687(7) 0.0484(14) Uani 1 1 d . . . . .
H10 H 0.8255 0.0276 0.9774 0.058 Uiso 1 1 calc R U . . .
C16 C 0.8410(5) -0.0117(2) 0.7867(7) 0.0460(14) Uani 1 1 d . . . . .
C17 C 0.7983(5) -0.01800(19) 0.6302(7) 0.0492(15) Uani 1 1 d . . . . .
H9 H 0.8337 -0.0430 0.5757 0.059 Uiso 1 1 calc R U . . .
C18 C 0.7013(5) 0.01334(18) 0.5537(6) 0.0404(13) Uani 1 1 d . . . . .
H8 H 0.6722 0.0104 0.4440 0.048 Uiso 1 1 calc R U . . .
C19 C 0.3012(5) 0.12976(17) 0.6528(6) 0.0331(11) Uani 1 1 d . . . . .
C20 C 0.2833(5) 0.09236(19) 0.7543(6) 0.0417(13) Uani 1 1 d . . . . .
H18 H 0.3567 0.0786 0.8242 0.050 Uiso 1 1 calc R U . . .
C21 C 0.1570(5) 0.07532(19) 0.7527(7) 0.0481(14) Uani 1 1 d . . . . .
H17 H 0.1442 0.0494 0.8206 0.058 Uiso 1 1 calc R U . . .
C22 C 0.0502(5) 0.09589(19) 0.6530(7) 0.0466(14) Uani 1 1 d . . . . .
H16 H -0.0360 0.0846 0.6539 0.056 Uiso 1 1 calc R U . . .
C23 C 0.0678(5) 0.13274(19) 0.5521(7) 0.0447(14) Uani 1 1 d . . . . .
H15 H -0.0059 0.1469 0.4836 0.054 Uiso 1 1 calc R U . . .
C24 C 0.1948(5) 0.14925(18) 0.5510(6) 0.0404(13) Uani 1 1 d . . . . .
H14 H 0.2076 0.1740 0.4795 0.048 Uiso 1 1 calc R U . . .
C25 C 0.9677(5) 0.2462(2) 0.8399(8) 0.0575(17) Uani 1 1 d . . . . .
H19 H 0.9686 0.2744 0.7764 0.069 Uiso 1 1 calc R U . . .
C26 C 1.0859(6) 0.2251(3) 0.9108(10) 0.075(2) Uani 1 1 d . . . . .
H23 H 1.1661 0.2393 0.8972 0.090 Uiso 1 1 calc R U . . .
C27 C 1.0883(7) 0.1837(3) 1.0011(10) 0.083(3) Uani 1 1 d . . . . .
H22 H 1.1691 0.1686 1.0489 0.100 Uiso 1 1 calc R U . . .
C28 C 0.9710(6) 0.1650(3) 1.0197(8) 0.0692(19) Uani 1 1 d . . . . .
H20 H 0.9684 0.1364 1.0810 0.083 Uiso 1 1 calc R U . . .
C29 C 0.8563(5) 0.1882(2) 0.9484(6) 0.0480(14) Uani 1 1 d . . . . .
H21 H 0.7756 0.1751 0.9645 0.058 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
Ni1 C1 1.850(5) . ?
Ni1 N2 1.867(4) . ?
Ni1 N4 1.886(4) . ?
Ni1 O2 1.887(3) . ?
F1 C16 1.363(6) . ?
O1 C3 1.234(5) . ?
O2 C5 1.335(6) . ?
N1 C10 1.357(6) . ?
N1 C1 1.389(5) . ?
N1 C2 1.447(6) . ?
N2 C3 1.341(6) . ?
N2 C4 1.433(6) . ?
N3 C10 1.336(6) . ?
N3 C11 1.388(6) . ?
N3 C12 1.468(6) . ?
N4 C25 1.344(6) . ?
N4 C29 1.346(7) . ?
C1 C11 1.362(6) . ?
C2 C3 1.529(7) . ?
C2 H5 0.9900 . ?
C2 H6 0.9900 . ?
C4 C9 1.384(7) . ?
C4 C5 1.410(7) . ?
C5 C6 1.394(7) . ?
C6 C7 1.386(8) . ?
C6 H1 0.9500 . ?
C7 C8 1.369(8) . ?
C7 H2 0.9500 . ?
C8 C9 1.406(7) . ?
C8 H4 0.9500 . ?
C9 H3 0.9500 . ?
C10 C19 1.476(6) . ?
C11 H7 0.9500 . ?
C12 C13 1.514(7) . ?
C12 H12 0.9900 . ?
C12 H13 0.9900 . ?
C13 C14 1.382(7) . ?
C13 C18 1.383(6) . ?
C14 C15 1.389(7) . ?
C14 H11 0.9500 . ?
C15 C16 1.365(7) . ?
C15 H10 0.9500 . ?
C16 C17 1.362(7) . ?
C17 C18 1.382(7) . ?
C17 H9 0.9500 . ?
C18 H8 0.9500 . ?
C19 C24 1.373(7) . ?
C19 C20 1.392(7) . ?
C20 C21 1.391(7) . ?
C20 H18 0.9500 . ?
C21 C22 1.379(7) . ?
C21 H17 0.9500 . ?
C22 C23 1.376(7) . ?
C22 H16 0.9500 . ?
C23 C24 1.398(6) . ?
C23 H15 0.9500 . ?
C24 H14 0.9500 . ?
C25 C26 1.380(9) . ?
C25 H19 0.9500 . ?
C26 C27 1.376(10) . ?
C26 H23 0.9500 . ?
C27 C28 1.364(9) . ?
C27 H22 0.9500 . ?
C28 C29 1.377(8) . ?
C28 H20 0.9500 . ?
C29 H21 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
C1 Ni1 N2 91.48(19) . . ?
C1 Ni1 N4 91.98(19) . . ?
N2 Ni1 N4 171.24(18) . . ?
C1 Ni1 O2 169.06(19) . . ?
N2 Ni1 O2 86.54(16) . . ?
N4 Ni1 O2 91.53(17) . . ?
C5 O2 Ni1 111.3(3) . . ?
C10 N1 C1 112.1(4) . . ?
C10 N1 C2 125.1(4) . . ?
C1 N1 C2 122.6(4) . . ?
C3 N2 C4 119.3(4) . . ?
C3 N2 Ni1 124.6(4) . . ?
C4 N2 Ni1 110.7(3) . . ?
C10 N3 C11 109.3(4) . . ?
C10 N3 C12 126.6(4) . . ?
C11 N3 C12 124.0(4) . . ?
C25 N4 C29 116.2(5) . . ?
C25 N4 Ni1 121.3(4) . . ?
C29 N4 Ni1 122.2(3) . . ?
C11 C1 N1 103.7(4) . . ?
C11 C1 Ni1 134.3(4) . . ?
N1 C1 Ni1 121.9(3) . . ?
N1 C2 C3 115.8(4) . . ?
N1 C2 H5 108.3 . . ?
C3 C2 H5 108.3 . . ?
N1 C2 H6 108.3 . . ?
C3 C2 H6 108.3 . . ?
H5 C2 H6 107.4 . . ?
O1 C3 N2 127.9(5) . . ?
O1 C3 C2 114.7(4) . . ?
N2 C3 C2 117.3(4) . . ?
C9 C4 C5 120.2(5) . . ?
C9 C4 N2 127.2(5) . . ?
C5 C4 N2 112.5(4) . . ?
O2 C5 C6 123.7(5) . . ?
O2 C5 C4 117.2(4) . . ?
C6 C5 C4 119.0(5) . . ?
C7 C6 C5 120.0(5) . . ?
C7 C6 H1 120.0 . . ?
C5 C6 H1 120.0 . . ?
C8 C7 C6 121.2(5) . . ?
C8 C7 H2 119.4 . . ?
C6 C7 H2 119.4 . . ?
C7 C8 C9 119.7(5) . . ?
C7 C8 H4 120.1 . . ?
C9 C8 H4 120.1 . . ?
C4 C9 C8 119.8(5) . . ?
C4 C9 H3 120.1 . . ?
C8 C9 H3 120.1 . . ?
N3 C10 N1 105.8(4) . . ?
N3 C10 C19 128.2(4) . . ?
N1 C10 C19 126.0(4) . . ?
C1 C11 N3 109.2(4) . . ?
C1 C11 H7 125.4 . . ?
N3 C11 H7 125.4 . . ?
N3 C12 C13 112.1(4) . . ?
N3 C12 H12 109.2 . . ?
C13 C12 H12 109.2 . . ?
N3 C12 H13 109.2 . . ?
C13 C12 H13 109.2 . . ?
H12 C12 H13 107.9 . . ?
C14 C13 C18 118.2(5) . . ?
C14 C13 C12 122.6(4) . . ?
C18 C13 C12 119.2(5) . . ?
C13 C14 C15 120.5(5) . . ?
C13 C14 H11 119.8 . . ?
C15 C14 H11 119.8 . . ?
C16 C15 C14 118.8(5) . . ?
C16 C15 H10 120.6 . . ?
C14 C15 H10 120.6 . . ?
C17 C16 F1 118.1(5) . . ?
C17 C16 C15 122.8(5) . . ?
F1 C16 C15 119.1(5) . . ?
C16 C17 C18 117.4(5) . . ?
C16 C17 H9 121.3 . . ?
C18 C17 H9 121.3 . . ?
C17 C18 C13 122.3(5) . . ?
C17 C18 H8 118.9 . . ?
C13 C18 H8 118.9 . . ?
C24 C19 C20 120.1(4) . . ?
C24 C19 C10 119.9(4) . . ?
C20 C19 C10 120.0(4) . . ?
C21 C20 C19 119.5(5) . . ?
C21 C20 H18 120.3 . . ?
C19 C20 H18 120.3 . . ?
C22 C21 C20 120.2(5) . . ?
C22 C21 H17 119.9 . . ?
C20 C21 H17 119.9 . . ?
C23 C22 C21 120.4(5) . . ?
C23 C22 H16 119.8 . . ?
C21 C22 H16 119.8 . . ?
C22 C23 C24 119.6(5) . . ?
C22 C23 H15 120.2 . . ?
C24 C23 H15 120.2 . . ?
C19 C24 C23 120.2(5) . . ?
C19 C24 H14 119.9 . . ?
C23 C24 H14 119.9 . . ?
N4 C25 C26 122.3(6) . . ?
N4 C25 H19 118.9 . . ?
C26 C25 H19 118.9 . . ?
C27 C26 C25 120.4(6) . . ?
C27 C26 H23 119.8 . . ?
C25 C26 H23 119.8 . . ?
C28 C27 C26 117.9(6) . . ?
C28 C27 H22 121.0 . . ?
C26 C27 H22 121.0 . . ?
C27 C28 C29 119.0(7) . . ?
C27 C28 H20 120.5 . . ?
C29 C28 H20 120.5 . . ?
N4 C29 C28 124.1(6) . . ?
N4 C29 H21 117.9 . . ?
C28 C29 H21 117.9 . . ?

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
C1 Ni1 O2 C5 68.3(10) . . . . ?
N2 Ni1 O2 C5 -11.5(3) . . . . ?
N4 Ni1 O2 C5 177.0(3) . . . . ?
C1 Ni1 N2 C3 47.9(4) . . . . ?
O2 Ni1 N2 C3 -142.8(4) . . . . ?
C1 Ni1 N2 C4 -158.2(3) . . . . ?
O2 Ni1 N2 C4 11.0(3) . . . . ?
C1 Ni1 N4 C25 138.7(4) . . . . ?
O2 Ni1 N4 C25 -30.9(4) . . . . ?
C1 Ni1 N4 C29 -47.4(4) . . . . ?
O2 Ni1 N4 C29 143.0(4) . . . . ?
C10 N1 C1 C11 1.5(5) . . . . ?
C2 N1 C1 C11 175.6(5) . . . . ?
C10 N1 C1 Ni1 178.4(3) . . . . ?
C2 N1 C1 Ni1 -7.4(6) . . . . ?
N2 Ni1 C1 C11 145.6(5) . . . . ?
N4 Ni1 C1 C11 -42.4(5) . . . . ?
O2 Ni1 C1 C11 66.2(12) . . . . ?
N2 Ni1 C1 N1 -30.2(4) . . . . ?
N4 Ni1 C1 N1 141.8(4) . . . . ?
O2 Ni1 C1 N1 -109.6(9) . . . . ?
C10 N1 C2 C3 -144.1(5) . . . . ?
C1 N1 C2 C3 42.5(7) . . . . ?
C4 N2 C3 O1 0.2(8) . . . . ?
Ni1 N2 C3 O1 152.0(4) . . . . ?
C4 N2 C3 C2 -176.7(4) . . . . ?
Ni1 N2 C3 C2 -24.9(6) . . . . ?
N1 C2 C3 O1 157.5(4) . . . . ?
N1 C2 C3 N2 -25.2(6) . . . . ?
C3 N2 C4 C9 -34.9(7) . . . . ?
Ni1 N2 C4 C9 169.7(4) . . . . ?
C3 N2 C4 C5 146.9(5) . . . . ?
Ni1 N2 C4 C5 -8.5(5) . . . . ?
Ni1 O2 C5 C6 -170.8(4) . . . . ?
Ni1 O2 C5 C4 9.6(5) . . . . ?
C9 C4 C5 O2 -179.1(5) . . . . ?
N2 C4 C5 O2 -0.8(6) . . . . ?
C9 C4 C5 C6 1.2(7) . . . . ?
N2 C4 C5 C6 179.6(4) . . . . ?
O2 C5 C6 C7 179.4(5) . . . . ?
C4 C5 C6 C7 -1.0(8) . . . . ?
C5 C6 C7 C8 0.6(8) . . . . ?
C6 C7 C8 C9 -0.4(8) . . . . ?
C5 C4 C9 C8 -1.1(8) . . . . ?
N2 C4 C9 C8 -179.2(5) . . . . ?
C7 C8 C9 C4 0.7(8) . . . . ?
C11 N3 C10 N1 0.0(5) . . . . ?
C12 N3 C10 N1 178.8(4) . . . . ?
C11 N3 C10 C19 179.5(5) . . . . ?
C12 N3 C10 C19 -1.7(8) . . . . ?
C1 N1 C10 N3 -0.9(5) . . . . ?
C2 N1 C10 N3 -174.9(4) . . . . ?
C1 N1 C10 C19 179.6(4) . . . . ?
C2 N1 C10 C19 5.6(8) . . . . ?
N1 C1 C11 N3 -1.4(5) . . . . ?
Ni1 C1 C11 N3 -177.8(4) . . . . ?
C10 N3 C11 C1 0.9(6) . . . . ?
C12 N3 C11 C1 -177.9(4) . . . . ?
C10 N3 C12 C13 -121.8(5) . . . . ?
C11 N3 C12 C13 56.7(6) . . . . ?
N3 C12 C13 C14 29.6(6) . . . . ?
N3 C12 C13 C18 -150.5(4) . . . . ?
C18 C13 C14 C15 0.3(7) . . . . ?
C12 C13 C14 C15 -179.7(5) . . . . ?
C13 C14 C15 C16 -2.0(8) . . . . ?
C14 C15 C16 C17 1.7(8) . . . . ?
C14 C15 C16 F1 -179.4(5) . . . . ?
F1 C16 C17 C18 -178.6(4) . . . . ?
C15 C16 C17 C18 0.3(8) . . . . ?
C16 C17 C18 C13 -2.1(8) . . . . ?
C14 C13 C18 C17 1.8(7) . . . . ?
C12 C13 C18 C17 -178.1(5) . . . . ?
N3 C10 C19 C24 -108.9(6) . . . . ?
N1 C10 C19 C24 70.5(7) . . . . ?
N3 C10 C19 C20 74.1(7) . . . . ?
N1 C10 C19 C20 -106.5(6) . . . . ?
C24 C19 C20 C21 -0.6(8) . . . . ?
C10 C19 C20 C21 176.4(5) . . . . ?
C19 C20 C21 C22 -1.0(8) . . . . ?
C20 C21 C22 C23 1.3(9) . . . . ?
C21 C22 C23 C24 0.1(8) . . . . ?
C20 C19 C24 C23 2.0(8) . . . . ?
C10 C19 C24 C23 -175.0(5) . . . . ?
C22 C23 C24 C19 -1.7(8) . . . . ?
C29 N4 C25 C26 -0.1(8) . . . . ?
Ni1 N4 C25 C26 174.2(4) . . . . ?
N4 C25 C26 C27 1.2(10) . . . . ?
C25 C26 C27 C28 -1.1(11) . . . . ?
C26 C27 C28 C29 -0.1(10) . . . . ?
C25 N4 C29 C28 -1.2(8) . . . . ?
Ni1 N4 C29 C28 -175.4(5) . . . . ?
C27 C28 C29 N4 1.4(10) . . . . ?

_refine_diff_density_max         0.622
_refine_diff_density_min         -0.697
_refine_diff_density_rms         0.097

_shelxl_version_number           2014-3



_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
####################################################################### 
# 
# 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_yss_1760_0m_sq
_database_code_depnum_ccdc_archive 'CCDC 2100761'
loop_
_audit_author_name
_audit_author_address
'Hon Man Lee'
;National Changhua University of Education
Taiwan
;
_audit_update_record             
;
2022-01-21 deposited with the CCDC.	2022-03-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H31 F2 N5 Ni O2'
_chemical_formula_weight         710.41

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'
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'
N N 0.0061 0.0033 '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 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   9.003(4)
_cell_length_b                   15.252(6)
_cell_length_c                   30.153(12)
_cell_angle_alpha                90
_cell_angle_beta                 96.36(3)
_cell_angle_gamma                90
_cell_volume                     4115(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    721
_cell_measurement_theta_min      2.6
_cell_measurement_theta_max      16.2

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.147
_exptl_crystal_F_000             1472
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.517
_shelx_estimated_absorpt_T_min   0.927
_shelx_estimated_absorpt_T_max   0.975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5485
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'

_exptl_special_details           
;
the exposure time and scan width were 20 s and 0.5 per 
frame, respectively. 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37884
_diffrn_reflns_av_unetI/netI     0.2964
_diffrn_reflns_av_R_equivalents  0.2945
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         1.359
_diffrn_reflns_theta_max         26.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8526
_reflns_number_gt                2691
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker AXS, 2012)'
_computing_cell_refinement       'SAINT (Bruker, 2012)'
_computing_data_reduction        'SAINT (Bruker, 2012)'
_computing_structure_solution    'SHELXL (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'SHELXL (Sheldrick, 2015)'

_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.047(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         8526
_refine_ls_number_parameters     452
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.3032
_refine_ls_R_factor_gt           0.1242
_refine_ls_wR_factor_ref         0.4371
_refine_ls_wR_factor_gt          0.3093
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C1 C 0.5428(11) 0.7094(7) 0.7841(4) 0.049(3) Uani 1 1 d . . . . .
C2 C 0.6565(12) 0.8378(7) 0.7818(3) 0.053(3) Uani 1 1 d . . . . .
H2 H 0.6718 0.8993 0.7843 0.063 Uiso 1 1 calc R U . . .
C3 C 0.7578(11) 0.7769(7) 0.7681(3) 0.049(3) Uani 1 1 d . . . . .
C4 C 0.4365(12) 0.6400(7) 0.7928(4) 0.055(3) Uani 1 1 d . . . . .
C5 C 0.4723(17) 0.5806(8) 0.8257(4) 0.075(4) Uani 1 1 d . . . . .
H5 H 0.5657 0.5847 0.8436 0.090 Uiso 1 1 calc R U . . .
C6 C 0.371(2) 0.5119(9) 0.8336(5) 0.090(4) Uani 1 1 d . . . . .
H6 H 0.3961 0.4690 0.8560 0.108 Uiso 1 1 calc R U . . .
C7 C 0.2316(17) 0.5098(9) 0.8070(6) 0.091(5) Uani 1 1 d . . . . .
H7 H 0.1609 0.4656 0.8119 0.110 Uiso 1 1 calc R U . . .
C8 C 0.1963(13) 0.5723(9) 0.7733(5) 0.076(4) Uani 1 1 d . . . . .
H8 H 0.1025 0.5704 0.7555 0.091 Uiso 1 1 calc R U . . .
C9 C 0.2973(13) 0.6352(8) 0.7664(5) 0.069(4) Uani 1 1 d . . . . .
H9 H 0.2739 0.6769 0.7433 0.083 Uiso 1 1 calc R U . . .
C10 C 0.7419(12) 0.6165(7) 0.7558(4) 0.059(3) Uani 1 1 d . . . . .
H10A H 0.6592 0.5741 0.7490 0.071 Uiso 1 1 calc R U . . .
H10B H 0.8085 0.5927 0.7813 0.071 Uiso 1 1 calc R U . . .
C11 C 0.8327(12) 0.6217(8) 0.7142(4) 0.057(3) Uani 1 1 d . . . . .
C12 C 1.0119(12) 0.6965(7) 0.6754(4) 0.053(3) Uani 1 1 d . . . . .
C13 C 1.0119(14) 0.6474(7) 0.6369(4) 0.061(3) Uani 1 1 d . . . . .
H13 H 0.9337 0.6065 0.6291 0.073 Uiso 1 1 calc R U . . .
C14 C 1.1240(15) 0.6570(9) 0.6096(4) 0.070(4) Uani 1 1 d . . . . .
H14 H 1.1227 0.6222 0.5834 0.084 Uiso 1 1 calc R U . . .
C15 C 1.2365(15) 0.7156(9) 0.6198(5) 0.073(4) Uani 1 1 d . . . . .
H15 H 1.3133 0.7214 0.6007 0.088 Uiso 1 1 calc R U . . .
C16 C 1.2397(14) 0.7668(8) 0.6576(4) 0.069(4) Uani 1 1 d . . . . .
H16 H 1.3192 0.8070 0.6649 0.083 Uiso 1 1 calc R U . . .
C17 C 1.1236(14) 0.7590(8) 0.6856(4) 0.065(3) Uani 1 1 d . . . . .
C18 C 0.4039(11) 0.8367(7) 0.8098(4) 0.054(3) Uani 1 1 d . . . . .
H18A H 0.3109 0.8032 0.8014 0.064 Uiso 1 1 calc R U . . .
H18B H 0.3906 0.8959 0.7965 0.064 Uiso 1 1 calc R U . . .
C19 C 0.4283(12) 0.8454(8) 0.8605(4) 0.062(3) Uani 1 1 d . . . . .
C20 C 0.3787(12) 0.7832(8) 0.8893(5) 0.065(3) Uani 1 1 d . . . . .
H20 H 0.3248 0.7335 0.8773 0.078 Uiso 1 1 calc R U . . .
C21 C 0.4061(15) 0.7921(9) 0.9343(4) 0.068(3) Uani 1 1 d . . . . .
H21 H 0.3734 0.7484 0.9535 0.082 Uiso 1 1 calc R U . . .
C22 C 0.4793(15) 0.8628(11) 0.9513(5) 0.078(4) Uani 1 1 d . . . . .
C23 C 0.5322(12) 0.9297(9) 0.9251(4) 0.070(4) Uani 1 1 d . . . . .
H23 H 0.5833 0.9797 0.9379 0.084 Uiso 1 1 calc R U . . .
C24 C 0.5044(12) 0.9178(8) 0.8786(4) 0.060(3) Uani 1 1 d . . . . .
H24 H 0.5389 0.9606 0.8593 0.072 Uiso 1 1 calc R U . . .
C25 C 1.0062(11) 0.8655(7) 0.8365(5) 0.057(3) Uani 1 1 d . . . . .
C26 C 1.0628(11) 0.9519(7) 0.7834(4) 0.052(3) Uani 1 1 d . . . . .
H26 H 1.0749 0.9738 0.7546 0.063 Uiso 1 1 calc R U . . .
C27 C 1.1018(12) 0.9943(7) 0.8223(4) 0.061(3) Uani 1 1 d . . . . .
H27 H 1.1453 1.0510 0.8256 0.073 Uiso 1 1 calc R U . . .
C28 C 0.9529(11) 0.7899(7) 0.8603(4) 0.051(3) Uani 1 1 d . . . . .
C29 C 1.0041(13) 0.7071(8) 0.8515(4) 0.063(3) Uani 1 1 d . . . . .
H29 H 1.0760 0.7003 0.8309 0.076 Uiso 1 1 calc R U . . .
C30 C 0.9526(15) 0.6342(8) 0.8719(4) 0.073(4) Uani 1 1 d . . . . .
H30 H 0.9875 0.5775 0.8652 0.088 Uiso 1 1 calc R U . . .
C31 C 0.8495(17) 0.6443(9) 0.9024(4) 0.078(4) Uani 1 1 d . . . . .
H31 H 0.8137 0.5940 0.9165 0.093 Uiso 1 1 calc R U . . .
C32 C 0.7977(15) 0.7269(9) 0.9127(5) 0.074(4) Uani 1 1 d . . . . .
H32 H 0.7273 0.7339 0.9337 0.089 Uiso 1 1 calc R U . . .
C33 C 0.8513(13) 0.7974(8) 0.8917(4) 0.064(3) Uani 1 1 d . . . . .
H33 H 0.8178 0.8543 0.8988 0.077 Uiso 1 1 calc R U . . .
C34 C 1.1156(12) 0.9483(8) 0.9046(4) 0.058(3) Uani 1 1 d . . . . .
H34A H 1.2257 0.9547 0.9088 0.069 Uiso 1 1 calc R U . . .
H34B H 1.0904 0.8936 0.9197 0.069 Uiso 1 1 calc R U . . .
C35 C 1.0471(12) 1.0249(7) 0.9271(4) 0.050(3) Uani 1 1 d . . . . .
C36 C 0.9091(13) 1.0595(8) 0.9135(4) 0.064(3) Uani 1 1 d . . . . .
H36 H 0.8564 1.0393 0.8865 0.077 Uiso 1 1 calc R U . . .
C37 C 0.8447(15) 1.1220(9) 0.9375(5) 0.076(4) Uani 1 1 d . . . . .
H37 H 0.7467 1.1432 0.9287 0.092 Uiso 1 1 calc R U . . .
C38 C 0.9296(16) 1.1527(9) 0.9752(5) 0.075(4) Uani 1 1 d . . . . .
C39 C 1.0675(15) 1.1222(10) 0.9900(5) 0.082(4) Uani 1 1 d . . . . .
H39 H 1.1221 1.1441 1.0165 0.098 Uiso 1 1 calc R U . . .
C40 C 1.1250(14) 1.0574(8) 0.9647(4) 0.066(3) Uani 1 1 d . . . . .
H40 H 1.2220 1.0350 0.9738 0.079 Uiso 1 1 calc R U . . .
F1 F 0.5037(9) 0.8794(6) 0.9961(3) 0.097(3) Uani 1 1 d . . . . .
F2 F 0.8666(10) 1.2167(6) 0.9997(3) 0.115(3) Uani 1 1 d . . . . .
N1 N 0.5285(9) 0.7926(6) 0.7913(3) 0.054(2) Uani 1 1 d . . . . .
N2 N 0.6790(9) 0.6984(6) 0.7697(3) 0.052(2) Uani 1 1 d . . . . .
N3 N 0.9099(9) 0.6945(6) 0.7093(3) 0.055(2) Uani 1 1 d . . . . .
N4 N 1.0035(9) 0.8732(5) 0.7924(3) 0.049(2) Uani 1 1 d . . . . .
N5 N 1.0669(9) 0.9397(6) 0.8568(3) 0.054(2) Uani 1 1 d . . . . .
Ni1 Ni 0.94375(15) 0.78698(9) 0.74893(5) 0.0527(6) Uani 1 1 d . . . . .
O1 O 0.8386(9) 0.5511(5) 0.6936(3) 0.066(2) Uani 1 1 d . . . . .
O2 O 1.1210(8) 0.8073(5) 0.7236(3) 0.062(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.296(12) . ?
C1 N2 1.356(12) . ?
C1 C4 1.469(15) . ?
C2 C3 1.396(14) . ?
C2 N1 1.399(13) . ?
C2 H2 0.9500 . ?
C3 N2 1.395(13) . ?
C3 Ni1 1.837(10) . ?
C4 C5 1.355(15) . ?
C4 C9 1.411(16) . ?
C5 C6 1.428(18) . ?
C5 H5 0.9500 . ?
C6 C7 1.41(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.403(19) . ?
C7 H7 0.9500 . ?
C8 C9 1.353(16) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 N2 1.453(12) . ?
C10 C11 1.573(16) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 O1 1.248(12) . ?
C11 N3 1.327(13) . ?
C12 C13 1.381(15) . ?
C12 C17 1.395(16) . ?
C12 N3 1.450(13) . ?
C13 C14 1.379(15) . ?
C13 H13 0.9500 . ?
C14 C15 1.361(17) . ?
C14 H14 0.9500 . ?
C15 C16 1.379(16) . ?
C15 H15 0.9500 . ?
C16 C17 1.419(16) . ?
C16 H16 0.9500 . ?
C17 O2 1.366(14) . ?
C18 N1 1.471(12) . ?
C18 C19 1.524(16) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C24 1.380(15) . ?
C19 C20 1.394(16) . ?
C20 C21 1.359(17) . ?
C20 H20 0.9500 . ?
C21 C22 1.336(18) . ?
C21 H21 0.9500 . ?
C22 F1 1.366(15) . ?
C22 C23 1.407(18) . ?
C23 C24 1.408(15) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 N4 1.334(14) . ?
C25 N5 1.370(13) . ?
C25 C28 1.467(15) . ?
C26 C27 1.350(15) . ?
C26 N4 1.354(12) . ?
C26 H26 0.9500 . ?
C27 N5 1.394(13) . ?
C27 H27 0.9500 . ?
C28 C29 1.381(14) . ?
C28 C33 1.392(15) . ?
C29 C30 1.376(16) . ?
C29 H29 0.9500 . ?
C30 C31 1.385(17) . ?
C30 H30 0.9500 . ?
C31 C32 1.390(17) . ?
C31 H31 0.9500 . ?
C32 C33 1.364(16) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 N5 1.466(13) . ?
C34 C35 1.515(14) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C40 1.359(15) . ?
C35 C36 1.370(15) . ?
C36 C37 1.363(15) . ?
C36 H36 0.9500 . ?
C37 C38 1.381(17) . ?
C37 H37 0.9500 . ?
C38 C39 1.354(18) . ?
C38 F2 1.382(14) . ?
C39 C40 1.384(17) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
N3 Ni1 1.851(9) . ?
N4 Ni1 1.891(9) . ?
Ni1 O2 1.869(7) . ?

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 C1 N2 106.5(9) . . ?
N1 C1 C4 126.6(9) . . ?
N2 C1 C4 126.7(10) . . ?
C3 C2 N1 108.2(9) . . ?
C3 C2 H2 125.9 . . ?
N1 C2 H2 125.9 . . ?
N2 C3 C2 102.1(9) . . ?
N2 C3 Ni1 124.6(7) . . ?
C2 C3 Ni1 133.3(9) . . ?
C5 C4 C9 120.1(11) . . ?
C5 C4 C1 120.3(11) . . ?
C9 C4 C1 119.5(11) . . ?
C4 C5 C6 120.5(14) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C7 C6 C5 117.8(14) . . ?
C7 C6 H6 121.1 . . ?
C5 C6 H6 121.1 . . ?
C8 C7 C6 120.8(13) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C9 C8 C7 119.3(13) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C9 C4 121.4(12) . . ?
C8 C9 H9 119.3 . . ?
C4 C9 H9 119.3 . . ?
N2 C10 C11 116.1(9) . . ?
N2 C10 H10A 108.3 . . ?
C11 C10 H10A 108.3 . . ?
N2 C10 H10B 108.3 . . ?
C11 C10 H10B 108.3 . . ?
H10A C10 H10B 107.4 . . ?
O1 C11 N3 128.0(11) . . ?
O1 C11 C10 114.1(10) . . ?
N3 C11 C10 117.1(10) . . ?
C13 C12 C17 119.3(11) . . ?
C13 C12 N3 129.9(10) . . ?
C17 C12 N3 110.8(10) . . ?
C14 C13 C12 120.8(12) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C15 C14 C13 120.7(12) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C14 C15 C16 120.3(12) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C15 C16 C17 119.7(12) . . ?
C15 C16 H16 120.2 . . ?
C17 C16 H16 120.2 . . ?
O2 C17 C12 118.3(10) . . ?
O2 C17 C16 122.5(12) . . ?
C12 C17 C16 119.1(12) . . ?
N1 C18 C19 112.9(9) . . ?
N1 C18 H18A 109.0 . . ?
C19 C18 H18A 109.0 . . ?
N1 C18 H18B 109.0 . . ?
C19 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C24 C19 C20 118.5(12) . . ?
C24 C19 C18 118.4(12) . . ?
C20 C19 C18 123.1(11) . . ?
C21 C20 C19 121.3(13) . . ?
C21 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C22 C21 C20 119.4(13) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C21 C22 F1 123.2(13) . . ?
C21 C22 C23 123.6(13) . . ?
F1 C22 C23 113.2(14) . . ?
C22 C23 C24 115.6(13) . . ?
C22 C23 H23 122.2 . . ?
C24 C23 H23 122.2 . . ?
C19 C24 C23 121.5(12) . . ?
C19 C24 H24 119.2 . . ?
C23 C24 H24 119.2 . . ?
N4 C25 N5 109.6(10) . . ?
N4 C25 C28 125.8(10) . . ?
N5 C25 C28 124.5(11) . . ?
C27 C26 N4 108.8(11) . . ?
C27 C26 H26 125.6 . . ?
N4 C26 H26 125.6 . . ?
C26 C27 N5 107.6(10) . . ?
C26 C27 H27 126.2 . . ?
N5 C27 H27 126.2 . . ?
C29 C28 C33 117.7(11) . . ?
C29 C28 C25 119.4(10) . . ?
C33 C28 C25 122.9(10) . . ?
C30 C29 C28 121.1(12) . . ?
C30 C29 H29 119.5 . . ?
C28 C29 H29 119.5 . . ?
C29 C30 C31 119.5(12) . . ?
C29 C30 H30 120.3 . . ?
C31 C30 H30 120.3 . . ?
C30 C31 C32 121.0(12) . . ?
C30 C31 H31 119.5 . . ?
C32 C31 H31 119.5 . . ?
C33 C32 C31 117.8(12) . . ?
C33 C32 H32 121.1 . . ?
C31 C32 H32 121.1 . . ?
C32 C33 C28 122.9(12) . . ?
C32 C33 H33 118.5 . . ?
C28 C33 H33 118.5 . . ?
N5 C34 C35 114.6(9) . . ?
N5 C34 H34A 108.6 . . ?
C35 C34 H34A 108.6 . . ?
N5 C34 H34B 108.6 . . ?
C35 C34 H34B 108.6 . . ?
H34A C34 H34B 107.6 . . ?
C40 C35 C36 118.3(11) . . ?
C40 C35 C34 117.2(10) . . ?
C36 C35 C34 124.4(10) . . ?
C37 C36 C35 122.5(12) . . ?
C37 C36 H36 118.8 . . ?
C35 C36 H36 118.8 . . ?
C36 C37 C38 116.4(13) . . ?
C36 C37 H37 121.8 . . ?
C38 C37 H37 121.8 . . ?
C39 C38 C37 123.9(13) . . ?
C39 C38 F2 118.9(13) . . ?
C37 C38 F2 117.2(13) . . ?
C38 C39 C40 116.7(13) . . ?
C38 C39 H39 121.6 . . ?
C40 C39 H39 121.6 . . ?
C35 C40 C39 122.1(12) . . ?
C35 C40 H40 119.0 . . ?
C39 C40 H40 119.0 . . ?
C1 N1 C2 110.5(9) . . ?
C1 N1 C18 127.2(9) . . ?
C2 N1 C18 122.2(9) . . ?
C1 N2 C3 112.7(9) . . ?
C1 N2 C10 126.4(9) . . ?
C3 N2 C10 120.8(8) . . ?
C11 N3 C12 118.4(10) . . ?
C11 N3 Ni1 128.1(8) . . ?
C12 N3 Ni1 111.6(7) . . ?
C25 N4 C26 108.1(10) . . ?
C25 N4 Ni1 127.1(8) . . ?
C26 N4 Ni1 124.6(8) . . ?
C25 N5 C27 105.8(10) . . ?
C25 N5 C34 125.0(10) . . ?
C27 N5 C34 127.7(10) . . ?
C3 Ni1 N3 92.8(4) . . ?
C3 Ni1 O2 172.4(4) . . ?
N3 Ni1 O2 87.1(4) . . ?
C3 Ni1 N4 92.3(4) . . ?
N3 Ni1 N4 171.9(4) . . ?
O2 Ni1 N4 88.7(4) . . ?
C17 O2 Ni1 110.4(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C3 N2 1.1(11) . . . . ?
N1 C2 C3 Ni1 177.9(8) . . . . ?
N1 C1 C4 C5 -111.3(13) . . . . ?
N2 C1 C4 C5 64.2(16) . . . . ?
N1 C1 C4 C9 69.3(16) . . . . ?
N2 C1 C4 C9 -115.1(13) . . . . ?
C9 C4 C5 C6 0.8(18) . . . . ?
C1 C4 C5 C6 -178.6(11) . . . . ?
C4 C5 C6 C7 -2(2) . . . . ?
C5 C6 C7 C8 1(2) . . . . ?
C6 C7 C8 C9 0(2) . . . . ?
C7 C8 C9 C4 -0.9(19) . . . . ?
C5 C4 C9 C8 0.6(19) . . . . ?
C1 C4 C9 C8 179.9(11) . . . . ?
N2 C10 C11 O1 -155.5(10) . . . . ?
N2 C10 C11 N3 34.0(15) . . . . ?
C17 C12 C13 C14 2.7(17) . . . . ?
N3 C12 C13 C14 -177.3(11) . . . . ?
C12 C13 C14 C15 -0.6(19) . . . . ?
C13 C14 C15 C16 0(2) . . . . ?
C14 C15 C16 C17 -1.0(19) . . . . ?
C13 C12 C17 O2 179.6(10) . . . . ?
N3 C12 C17 O2 -0.4(15) . . . . ?
C13 C12 C17 C16 -3.9(17) . . . . ?
N3 C12 C17 C16 176.1(10) . . . . ?
C15 C16 C17 O2 179.5(11) . . . . ?
C15 C16 C17 C12 3.1(18) . . . . ?
N1 C18 C19 C24 87.5(12) . . . . ?
N1 C18 C19 C20 -91.8(12) . . . . ?
C24 C19 C20 C21 -1.1(16) . . . . ?
C18 C19 C20 C21 178.3(10) . . . . ?
C19 C20 C21 C22 1.4(18) . . . . ?
C20 C21 C22 F1 176.1(11) . . . . ?
C20 C21 C22 C23 -1(2) . . . . ?
C21 C22 C23 C24 -0.6(18) . . . . ?
F1 C22 C23 C24 -177.4(9) . . . . ?
C20 C19 C24 C23 -0.1(16) . . . . ?
C18 C19 C24 C23 -179.4(10) . . . . ?
C22 C23 C24 C19 0.9(16) . . . . ?
N4 C26 C27 N5 0.5(12) . . . . ?
N4 C25 C28 C29 52.4(16) . . . . ?
N5 C25 C28 C29 -127.6(11) . . . . ?
N4 C25 C28 C33 -127.3(12) . . . . ?
N5 C25 C28 C33 52.6(16) . . . . ?
C33 C28 C29 C30 2.1(18) . . . . ?
C25 C28 C29 C30 -177.7(11) . . . . ?
C28 C29 C30 C31 -1(2) . . . . ?
C29 C30 C31 C32 0(2) . . . . ?
C30 C31 C32 C33 0(2) . . . . ?
C31 C32 C33 C28 1(2) . . . . ?
C29 C28 C33 C32 -2.1(19) . . . . ?
C25 C28 C33 C32 177.7(12) . . . . ?
N5 C34 C35 C40 -155.1(10) . . . . ?
N5 C34 C35 C36 29.0(16) . . . . ?
C40 C35 C36 C37 -3.3(18) . . . . ?
C34 C35 C36 C37 172.6(12) . . . . ?
C35 C36 C37 C38 3.6(19) . . . . ?
C36 C37 C38 C39 -3(2) . . . . ?
C36 C37 C38 F2 179.4(11) . . . . ?
C37 C38 C39 C40 1(2) . . . . ?
F2 C38 C39 C40 179.3(11) . . . . ?
C36 C35 C40 C39 1.8(17) . . . . ?
C34 C35 C40 C39 -174.4(11) . . . . ?
C38 C39 C40 C35 -0.8(19) . . . . ?
N2 C1 N1 C2 -0.3(12) . . . . ?
C4 C1 N1 C2 176.0(10) . . . . ?
N2 C1 N1 C18 -176.0(9) . . . . ?
C4 C1 N1 C18 0.3(18) . . . . ?
C3 C2 N1 C1 -0.6(12) . . . . ?
C3 C2 N1 C18 175.4(9) . . . . ?
C19 C18 N1 C1 90.8(13) . . . . ?
C19 C18 N1 C2 -84.4(13) . . . . ?
N1 C1 N2 C3 1.1(12) . . . . ?
C4 C1 N2 C3 -175.2(10) . . . . ?
N1 C1 N2 C10 -177.4(10) . . . . ?
C4 C1 N2 C10 6.3(18) . . . . ?
C2 C3 N2 C1 -1.3(11) . . . . ?
Ni1 C3 N2 C1 -178.5(7) . . . . ?
C2 C3 N2 C10 177.2(9) . . . . ?
Ni1 C3 N2 C10 0.1(14) . . . . ?
C11 C10 N2 C1 140.4(10) . . . . ?
C11 C10 N2 C3 -38.0(14) . . . . ?
O1 C11 N3 C12 2.0(17) . . . . ?
C10 C11 N3 C12 171.0(10) . . . . ?
O1 C11 N3 Ni1 -160.9(9) . . . . ?
C10 C11 N3 Ni1 8.0(15) . . . . ?
C13 C12 N3 C11 23.8(17) . . . . ?
C17 C12 N3 C11 -156.2(10) . . . . ?
C13 C12 N3 Ni1 -170.5(10) . . . . ?
C17 C12 N3 Ni1 9.5(11) . . . . ?
N5 C25 N4 C26 0.3(11) . . . . ?
C28 C25 N4 C26 -179.8(9) . . . . ?
N5 C25 N4 Ni1 175.4(6) . . . . ?
C28 C25 N4 Ni1 -4.6(15) . . . . ?
C27 C26 N4 C25 -0.5(12) . . . . ?
C27 C26 N4 Ni1 -175.8(7) . . . . ?
N4 C25 N5 C27 0.0(11) . . . . ?
C28 C25 N5 C27 -179.9(9) . . . . ?
N4 C25 N5 C34 -167.1(9) . . . . ?
C28 C25 N5 C34 13.0(15) . . . . ?
C26 C27 N5 C25 -0.3(11) . . . . ?
C26 C27 N5 C34 166.3(9) . . . . ?
C35 C34 N5 C25 -125.7(11) . . . . ?
C35 C34 N5 C27 70.0(13) . . . . ?
N2 C3 Ni1 N3 30.8(9) . . . . ?
C2 C3 Ni1 N3 -145.4(11) . . . . ?
N2 C3 Ni1 N4 -142.9(9) . . . . ?
C2 C3 Ni1 N4 40.9(11) . . . . ?
C11 N3 Ni1 C3 -35.3(10) . . . . ?
C12 N3 Ni1 C3 160.8(7) . . . . ?
C11 N3 Ni1 O2 152.3(10) . . . . ?
C12 N3 Ni1 O2 -11.6(7) . . . . ?
C25 N4 Ni1 C3 57.5(9) . . . . ?
C26 N4 Ni1 C3 -128.1(8) . . . . ?
C25 N4 Ni1 O2 -130.0(9) . . . . ?
C26 N4 Ni1 O2 44.4(8) . . . . ?
C12 C17 O2 Ni1 -8.7(13) . . . . ?
C16 C17 O2 Ni1 175.0(10) . . . . ?
N3 Ni1 O2 C17 11.2(8) . . . . ?
N4 Ni1 O2 C17 -175.7(8) . . . . ?

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
C13 H13 O1 0.95 2.37 2.847(14) 111.0 .
C2 H2 O1 0.95 2.41 3.335(14) 163.5 2_656

_refine_diff_density_max         1.448
_refine_diff_density_min         -0.782
_refine_diff_density_rms         0.322

_shelxl_version_number           2014-3



# start Validation Reply Form
_vrf_RINTA01_yss_1760_0m_sq      
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: The crystal size was very small (0.15 x 0.05 x 0.05 mm)
such that the reflections, especially high-angles ones, are 
very weak.
;
_vrf_PLAT020_yss_1760_0m_sq      
;
PROBLEM: The Value of Rint is Greater Than 0.12 ......... 0.294 Report
RESPONSE: The crystal size was very small (0.15 x 0.05 x 0.05 mm)
such that the reflections, especially high-angles ones, are 
very weak. As a result, this alert A arises.
;
_vrf_PLAT602_yss_1760_0m_sq      
;
PROBLEM: Solvent Accessible VOID(S) in Structure ........ ! Check
RESPONSE: In the structure, there are voids for solvent molecules.
However, DMF solvent molecules in the voids are badly disordered. 
Therefore, we removed their contribution to structural factors 
by the squeenze procedure. As a result, this alert A arises.
;
_vrf_PLAT026_yss_1760_0m_sq      
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low .. 32% Check
RESPONSE: The crystal size was very small (0.15 x 0.05 x 0.05 mm)
such that the reflections, especially high-angles ones, are 
very weak and hard to be observed. As a result, this alert A arises.
;
_vrf_PLAT084_yss_1760_0m_sq      
;
PROBLEM: High wR2 Value (i.e. > 0.25) ................... 0.44 Report
RESPONSE: The crystal size was very small (0.15 x 0.05 x 0.05 mm)
such that the reflections, especially high-angles ones, are 
very weak and hard to be observed. As a result, this alert A arises.
;
_vrf_PLAT341_yss_1760_0m_sq      
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.01781 Ang.
RESPONSE: The crystal size was very small (0.15 x 0.05 x 0.05 mm)
such that the reflections, especially high-angles ones, are 
very weak and hard to be observed. As a result, this alert A arises.
;
# end Validation Reply Form
