# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_pgs_alani_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2302830'
loop_
_audit_author_name
_audit_author_address
'Avelino Martin Alonso'
;Universidad de Alcala
Spain
;
_audit_update_record             
;
2023-10-23 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2023-09-21
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
?
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H22 N2 Ni O2'
_chemical_formula_sum            'C20 H22 N2 Ni O2'
_chemical_formula_weight         381.10
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.0587(6)
_cell_length_b                   11.4836(6)
_cell_length_c                   15.7711(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1821.72(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9982
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      27.486
_cell_measurement_theta_min      2.194
_shelx_estimated_absorpt_T_max   0.876
_shelx_estimated_absorpt_T_min   0.704
_exptl_absorpt_coefficient_mu    1.080
_exptl_absorpt_correction_T_max  0.7319
_exptl_absorpt_correction_T_min  0.6177
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1387 before and 0.0915 after correction.
The Ratio of minimum to maximum transmission is 0.8440.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.277
_exptl_crystal_size_min          0.126
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0774
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_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       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            85563
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.648
_diffrn_reflns_theta_min         3.732
_diffrn_ambient_temperature      200.00
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  
;
Bruker AXS D8 Venture diffractometer with PhotonIII_C14 charge-integrating and 
photon counting pixel array detector
;
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'multilayer mirror optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'INCOATEC I\ms 3.0'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.758
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.992
_reflns_number_gt                4064
_reflns_number_total             4215
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2019)'
_computing_data_collection       'Apex3 v2019.11-0 (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.571
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.076(17)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         4215
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0310
_refine_ls_R_factor_gt           0.0294
_refine_ls_restrained_S_all      1.085
_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)+(0.0292P)²+0.9800P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0713
_refine_ls_wR_factor_ref         0.0720
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.924(17)
 0.076(17)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C4(H4)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C9(H9), C11(H11), C21(H21), C22(H22), C23(H23), C24(H24),
 C25(H25)
3.c Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.39157(4) 0.43794(3) 0.58549(2) 0.02530(10) Uani 1 1 d . . . . .
O1 O 0.4488(3) 0.4480(2) 0.69922(13) 0.0346(5) Uani 1 1 d . . . . .
O2 O 0.4702(3) 0.5346(2) 0.82309(14) 0.0410(6) Uani 1 1 d . . . . .
N1 N 0.4784(2) 0.6523(2) 0.49645(15) 0.0223(5) Uani 1 1 d . . . . .
N2 N 0.4280(2) 0.6725(2) 0.62668(15) 0.0238(5) Uani 1 1 d . . . . .
C1 C 0.4336(3) 0.5921(2) 0.56415(17) 0.0235(6) Uani 1 1 d . . . . .
C2 C 0.5001(3) 0.7681(3) 0.51731(19) 0.0276(6) Uani 1 1 d . . . . .
H2 H 0.531612 0.827339 0.480342 0.033 Uiso 1 1 calc R U . . .
C3 C 0.4684(3) 0.7809(3) 0.59888(19) 0.0267(6) Uani 1 1 d . . . . .
H3 H 0.472781 0.850529 0.631316 0.032 Uiso 1 1 calc R U . . .
C4 C 0.3815(4) 0.6498(3) 0.71290(17) 0.0316(7) Uani 1 1 d . . . . .
H4 H 0.414391 0.714588 0.749737 0.038 Uiso 1 1 calc R U . . .
C5 C 0.2331(4) 0.6511(4) 0.7162(3) 0.0500(10) Uani 1 1 d . . . . .
H5A H 0.200147 0.724596 0.692688 0.075 Uiso 1 1 calc R U . . .
H5B H 0.203793 0.643621 0.775240 0.075 Uiso 1 1 calc R U . . .
H5C H 0.198054 0.585893 0.682955 0.075 Uiso 1 1 calc R U . . .
C6 C 0.4388(3) 0.5355(3) 0.74798(19) 0.0272(6) Uani 1 1 d . . . . .
C7 C 0.5131(3) 0.6076(2) 0.41377(19) 0.0231(5) Uani 1 1 d . . . . .
C8 C 0.6344(3) 0.5512(2) 0.40344(17) 0.0244(5) Uani 1 1 d . . . . .
C9 C 0.6729(3) 0.5216(3) 0.3217(2) 0.0311(7) Uani 1 1 d . . . . .
H9 H 0.755482 0.483096 0.313407 0.037 Uiso 1 1 calc R U . . .
C10 C 0.5948(4) 0.5467(3) 0.25251(19) 0.0376(7) Uani 1 1 d . . . . .
C11 C 0.4728(4) 0.5992(3) 0.2652(2) 0.0355(8) Uani 1 1 d . . . . .
H11 H 0.417249 0.613976 0.217722 0.043 Uiso 1 1 calc R U . . .
C12 C 0.4291(3) 0.6310(3) 0.34572(19) 0.0271(6) Uani 1 1 d . . . . .
C13 C 0.7217(3) 0.5244(3) 0.4776(2) 0.0320(7) Uani 1 1 d . . . . .
H13A H 0.731007 0.594174 0.512922 0.048 Uiso 1 1 calc R U . . .
H13B H 0.809467 0.499998 0.457332 0.048 Uiso 1 1 calc R U . . .
H13C H 0.681877 0.461650 0.511136 0.048 Uiso 1 1 calc R U . . .
C14 C 0.6432(6) 0.5221(5) 0.1639(2) 0.0654(15) Uani 1 1 d . . . . .
H14A H 0.738849 0.506172 0.165125 0.098 Uiso 1 1 calc R U . . .
H14B H 0.625960 0.589887 0.127749 0.098 Uiso 1 1 calc R U . . .
H14C H 0.596097 0.454239 0.141098 0.098 Uiso 1 1 calc R U . . .
C15 C 0.2957(4) 0.6863(4) 0.3572(2) 0.0407(8) Uani 1 1 d . . . . .
H15A H 0.238167 0.633950 0.389865 0.061 Uiso 1 1 calc R U . . .
H15B H 0.255620 0.700959 0.301593 0.061 Uiso 1 1 calc R U . . .
H15C H 0.305772 0.760067 0.387739 0.061 Uiso 1 1 calc R U . . .
C21 C 0.2157(4) 0.3528(3) 0.5416(2) 0.0436(9) Uani 1 1 d . . . . .
H21 H 0.126256 0.376464 0.550192 0.052 Uiso 1 1 calc R U . . .
C22 C 0.2875(4) 0.2768(3) 0.5909(3) 0.0443(9) Uani 1 1 d . . . . .
H22 H 0.257658 0.243098 0.642488 0.053 Uiso 1 1 calc R U . . .
C23 C 0.4138(4) 0.2562(3) 0.5526(2) 0.0399(9) Uani 1 1 d . . . . .
H23 H 0.480719 0.205168 0.573295 0.048 Uiso 1 1 calc R U . . .
C24 C 0.4217(4) 0.3232(3) 0.4804(2) 0.0361(8) Uani 1 1 d . . . . .
H24 H 0.493576 0.325443 0.441282 0.043 Uiso 1 1 calc R U . . .
C25 C 0.3013(4) 0.3888(3) 0.4754(2) 0.0383(8) Uani 1 1 d . . . . .
H25 H 0.281918 0.446986 0.434474 0.046 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 O1 1.887(2) . ?
Ni1 C1 1.851(3) . ?
Ni1 C21 2.137(4) . ?
Ni1 C22 2.128(3) . ?
Ni1 C23 2.162(3) . ?
Ni1 C24 2.139(3) . ?
Ni1 C25 2.038(3) . ?
O1 C6 1.269(4) . ?
O2 C6 1.226(4) . ?
N1 C1 1.349(4) . ?
N1 C2 1.388(4) . ?
N1 C7 1.444(4) . ?
N2 C1 1.352(4) . ?
N2 C3 1.382(4) . ?
N2 C4 1.461(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.333(4) . ?
C3 H3 0.9500 . ?
C4 H4 1.0000 . ?
C4 C5 1.494(6) . ?
C4 C6 1.537(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C7 C8 1.391(4) . ?
C7 C12 1.392(4) . ?
C8 C9 1.388(4) . ?
C8 C13 1.495(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.376(5) . ?
C10 C11 1.382(5) . ?
C10 C14 1.507(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.392(4) . ?
C12 C15 1.495(5) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C21 H21 0.9500 . ?
C21 C22 1.374(6) . ?
C21 C25 1.414(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.426(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.377(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.428(5) . ?
C25 H25 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
O1 Ni1 C21 126.07(14) . . ?
O1 Ni1 C22 99.52(14) . . ?
O1 Ni1 C23 104.80(12) . . ?
O1 Ni1 C24 136.96(12) . . ?
O1 Ni1 C25 164.15(13) . . ?
C1 Ni1 O1 92.55(11) . . ?
C1 Ni1 C21 124.61(15) . . ?
C1 Ni1 C22 162.09(15) . . ?
C1 Ni1 C23 148.86(13) . . ?
C1 Ni1 C24 114.56(13) . . ?
C1 Ni1 C25 102.23(14) . . ?
C21 Ni1 C23 64.28(16) . . ?
C21 Ni1 C24 65.43(14) . . ?
C22 Ni1 C21 37.60(16) . . ?
C22 Ni1 C23 38.81(15) . . ?
C22 Ni1 C24 64.22(14) . . ?
C24 Ni1 C23 37.34(13) . . ?
C25 Ni1 C21 39.51(15) . . ?
C25 Ni1 C22 64.78(16) . . ?
C25 Ni1 C23 64.81(15) . . ?
C25 Ni1 C24 39.89(15) . . ?
C6 O1 Ni1 126.9(2) . . ?
C1 N1 C2 110.8(2) . . ?
C1 N1 C7 127.9(2) . . ?
C2 N1 C7 121.1(2) . . ?
C1 N2 C3 111.8(2) . . ?
C1 N2 C4 124.8(3) . . ?
C3 N2 C4 123.4(2) . . ?
N1 C1 Ni1 135.2(2) . . ?
N1 C1 N2 104.0(2) . . ?
N2 C1 Ni1 120.7(2) . . ?
N1 C2 H2 126.4 . . ?
C3 C2 N1 107.3(3) . . ?
C3 C2 H2 126.4 . . ?
N2 C3 H3 127.0 . . ?
C2 C3 N2 106.1(3) . . ?
C2 C3 H3 127.0 . . ?
N2 C4 H4 107.6 . . ?
N2 C4 C5 110.5(3) . . ?
N2 C4 C6 111.6(2) . . ?
C5 C4 H4 107.6 . . ?
C5 C4 C6 111.7(3) . . ?
C6 C4 H4 107.6 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O1 C6 C4 119.2(3) . . ?
O2 C6 O1 124.0(3) . . ?
O2 C6 C4 116.8(3) . . ?
C8 C7 N1 118.9(3) . . ?
C8 C7 C12 122.1(3) . . ?
C12 C7 N1 118.8(3) . . ?
C7 C8 C13 121.3(3) . . ?
C9 C8 C7 117.9(3) . . ?
C9 C8 C13 120.8(3) . . ?
C8 C9 H9 119.1 . . ?
C10 C9 C8 121.7(3) . . ?
C10 C9 H9 119.1 . . ?
C9 C10 C11 118.9(3) . . ?
C9 C10 C14 120.8(3) . . ?
C11 C10 C14 120.2(3) . . ?
C10 C11 H11 119.1 . . ?
C10 C11 C12 121.8(3) . . ?
C12 C11 H11 119.1 . . ?
C7 C12 C11 117.4(3) . . ?
C7 C12 C15 122.2(3) . . ?
C11 C12 C15 120.4(3) . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Ni1 C21 H21 127.4 . . ?
C22 C21 Ni1 70.9(2) . . ?
C22 C21 H21 126.8 . . ?
C22 C21 C25 106.4(3) . . ?
C25 C21 Ni1 66.50(19) . . ?
C25 C21 H21 126.8 . . ?
Ni1 C22 H22 122.9 . . ?
C21 C22 Ni1 71.5(2) . . ?
C21 C22 H22 125.2 . . ?
C21 C22 C23 109.5(3) . . ?
C23 C22 Ni1 71.90(19) . . ?
C23 C22 H22 125.2 . . ?
Ni1 C23 H23 125.9 . . ?
C22 C23 Ni1 69.29(19) . . ?
C22 C23 H23 126.0 . . ?
C24 C23 Ni1 70.42(19) . . ?
C24 C23 C22 108.0(3) . . ?
C24 C23 H23 126.0 . . ?
Ni1 C24 H24 126.5 . . ?
C23 C24 Ni1 72.24(19) . . ?
C23 C24 H24 126.6 . . ?
C23 C24 C25 106.9(3) . . ?
C25 C24 Ni1 66.25(17) . . ?
C25 C24 H24 126.6 . . ?
Ni1 C25 H25 118.4 . . ?
C21 C25 Ni1 74.0(2) . . ?
C21 C25 C24 108.8(3) . . ?
C21 C25 H25 125.6 . . ?
C24 C25 Ni1 73.9(2) . . ?
C24 C25 H25 125.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 O1 C6 O2 175.2(3) . . . . ?
Ni1 O1 C6 C4 -3.5(4) . . . . ?
Ni1 C21 C22 C23 -62.2(2) . . . . ?
Ni1 C21 C25 C24 66.2(2) . . . . ?
Ni1 C22 C23 C24 -60.0(2) . . . . ?
Ni1 C23 C24 C25 -57.4(2) . . . . ?
Ni1 C24 C25 C21 -66.3(2) . . . . ?
O1 Ni1 C1 N1 146.6(3) . . . . ?
O1 Ni1 C1 N2 -29.9(2) . . . . ?
N1 C2 C3 N2 0.1(3) . . . . ?
N1 C7 C8 C9 -172.3(3) . . . . ?
N1 C7 C8 C13 6.9(4) . . . . ?
N1 C7 C12 C11 172.4(3) . . . . ?
N1 C7 C12 C15 -8.6(4) . . . . ?
N2 C4 C6 O1 -39.4(4) . . . . ?
N2 C4 C6 O2 141.8(3) . . . . ?
C1 Ni1 O1 C6 34.9(3) . . . . ?
C1 N1 C2 C3 -0.1(4) . . . . ?
C1 N1 C7 C8 -77.5(4) . . . . ?
C1 N1 C7 C12 107.7(3) . . . . ?
C1 N2 C3 C2 0.0(3) . . . . ?
C1 N2 C4 C5 -80.6(4) . . . . ?
C1 N2 C4 C6 44.3(4) . . . . ?
C2 N1 C1 Ni1 -176.8(3) . . . . ?
C2 N1 C1 N2 0.1(3) . . . . ?
C2 N1 C7 C8 96.7(3) . . . . ?
C2 N1 C7 C12 -78.0(4) . . . . ?
C3 N2 C1 Ni1 177.4(2) . . . . ?
C3 N2 C1 N1 0.0(3) . . . . ?
C3 N2 C4 C5 97.6(4) . . . . ?
C3 N2 C4 C6 -137.4(3) . . . . ?
C4 N2 C1 Ni1 -4.2(4) . . . . ?
C4 N2 C1 N1 178.4(3) . . . . ?
C4 N2 C3 C2 -178.5(3) . . . . ?
C5 C4 C6 O1 84.9(4) . . . . ?
C5 C4 C6 O2 -93.9(4) . . . . ?
C7 N1 C1 Ni1 -2.0(5) . . . . ?
C7 N1 C1 N2 174.8(3) . . . . ?
C7 N1 C2 C3 -175.2(3) . . . . ?
C7 C8 C9 C10 0.0(5) . . . . ?
C8 C7 C12 C11 -2.2(5) . . . . ?
C8 C7 C12 C15 176.8(3) . . . . ?
C8 C9 C10 C11 -2.2(5) . . . . ?
C8 C9 C10 C14 175.3(4) . . . . ?
C9 C10 C11 C12 2.3(6) . . . . ?
C10 C11 C12 C7 -0.2(5) . . . . ?
C10 C11 C12 C15 -179.2(3) . . . . ?
C12 C7 C8 C9 2.3(4) . . . . ?
C12 C7 C8 C13 -178.6(3) . . . . ?
C13 C8 C9 C10 -179.2(3) . . . . ?
C14 C10 C11 C12 -175.2(4) . . . . ?
C21 Ni1 O1 C6 -102.5(3) . . . . ?
C21 Ni1 C1 N1 -75.1(4) . . . . ?
C21 Ni1 C1 N2 108.5(3) . . . . ?
C21 C22 C23 Ni1 62.0(2) . . . . ?
C21 C22 C23 C24 2.0(4) . . . . ?
C22 Ni1 O1 C6 -131.8(3) . . . . ?
C22 Ni1 C1 N1 -80.9(6) . . . . ?
C22 Ni1 C1 N2 102.7(5) . . . . ?
C22 C21 C25 Ni1 -59.9(3) . . . . ?
C22 C21 C25 C24 6.3(4) . . . . ?
C22 C23 C24 Ni1 59.3(2) . . . . ?
C22 C23 C24 C25 1.9(4) . . . . ?
C23 Ni1 O1 C6 -171.2(3) . . . . ?
C23 Ni1 C1 N1 21.9(5) . . . . ?
C23 Ni1 C1 N2 -154.5(3) . . . . ?
C23 C24 C25 Ni1 61.2(2) . . . . ?
C23 C24 C25 C21 -5.1(4) . . . . ?
C24 Ni1 O1 C6 166.0(3) . . . . ?
C24 Ni1 C1 N1 1.0(4) . . . . ?
C24 Ni1 C1 N2 -175.4(2) . . . . ?
C25 Ni1 O1 C6 -124.1(5) . . . . ?
C25 Ni1 C1 N1 -39.2(3) . . . . ?
C25 Ni1 C1 N2 144.4(2) . . . . ?
C25 C21 C22 Ni1 57.2(2) . . . . ?
C25 C21 C22 C23 -5.1(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.924(17)
2 0.076(17)


####################################################################### 
# 
# 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_pgsvalni_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2302831'
loop_
_audit_author_name
_audit_author_address
'Avelino Martin Alonso'
;Universidad de Alcala
Spain
;
_audit_update_record             
;
2023-10-23 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2023-03-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
avelino.martin@uah.es
pilar.gomez@uah.es
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H26 N2 Ni O2'
_chemical_formula_sum            'C22 H26 N2 Ni O2'
_chemical_formula_weight         409.16
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.0157(3)
_cell_length_b                   14.8412(5)
_cell_length_c                   15.2205(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2036.56(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6631
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      27.427
_cell_measurement_theta_min      2.626
_shelx_estimated_absorpt_T_max   0.892
_shelx_estimated_absorpt_T_min   0.815
_exptl_absorpt_coefficient_mu    0.971
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6311
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0854 before and 0.0573 after correction.
The Ratio of minimum to maximum transmission is 0.8464.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_unetI/netI     0.0471
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            17642
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         27.493
_diffrn_reflns_theta_min         3.835
_diffrn_ambient_temperature      200.00
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  
;
Bruker AXS D8 Venture diffractometer with PhotonIII_C14 charge-integrating and 
photon counting pixel array detector
;
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'multilayer mirror optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'INCOATEC I\ms 3.0'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.760
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.988
_reflns_number_gt                4176
_reflns_number_total             4624
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2019)'
_computing_data_collection       'Apex3 v2019.11-0 (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  
;
SHELXL-2018/3 (Sheldrick, 2015, 2018), 
;
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.236
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details 
;
 Flack x determined using 1590 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.006(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     249
_refine_ls_number_reflns         4624
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0319
_refine_ls_restrained_S_all      1.030
_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)+(0.0254P)²+0.2846P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0672
_refine_ls_wR_factor_ref         0.0697
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C13(H13), C15(H15)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C8(H8), C21(H21), C22(H22), C23(H23), C24(H24),
 C25(H25)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C16(H16A,H16B,
 H16C), C17(H17A,H17B,H17C)
;




# start Validation Reply Form
_vrf_PLAT910_pgsvalni_0m_a       
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).    12     Note
RESPONSE:  Data collection was performed from theta= 3.835 degrees to avoid
conflicts with the beam stop. All 12 missing reflections had theta lower
than 3.835 degrees.
;
# end Validation Reply Form

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.59505(4) 0.36836(3) 0.75836(2) 0.02822(11) Uani 1 1 d . . . . .
O1 O 0.5995(3) 0.42094(17) 0.87088(13) 0.0450(6) Uani 1 1 d . . . . .
O2 O 0.5021(3) 0.4791(2) 0.99186(17) 0.0590(8) Uani 1 1 d . . . . .
N1 N 0.3205(3) 0.45003(16) 0.79142(15) 0.0254(5) Uani 1 1 d . . . . .
N2 N 0.3572(3) 0.45567(15) 0.65282(15) 0.0245(5) Uani 1 1 d . . . . .
C1 C 0.4187(3) 0.42579(17) 0.72879(17) 0.0243(6) Uani 1 1 d . . . . .
C2 C 0.1988(3) 0.49314(18) 0.7552(2) 0.0306(6) Uani 1 1 d . . . . .
H2 H 0.115410 0.515962 0.786207 0.037 Uiso 1 1 calc R U . . .
C3 C 0.2210(3) 0.4966(2) 0.6679(2) 0.0309(7) Uani 1 1 d . . . . .
H3 H 0.156519 0.521941 0.625133 0.037 Uiso 1 1 calc R U . . .
C4 C 0.4221(3) 0.44412(18) 0.56709(17) 0.0228(6) Uani 1 1 d . . . . .
C5 C 0.3685(3) 0.3746(2) 0.51421(17) 0.0277(6) Uani 1 1 d . . . . .
C6 C 0.4392(3) 0.3599(2) 0.43424(17) 0.0322(6) Uani 1 1 d . . . . .
H6 H 0.405032 0.312721 0.397195 0.039 Uiso 1 1 calc R U . . .
C7 C 0.5584(3) 0.4121(2) 0.40712(19) 0.0308(7) Uani 1 1 d . . . . .
C8 C 0.6045(4) 0.48299(19) 0.46010(18) 0.0302(6) Uani 1 1 d . . . . .
H8 H 0.683208 0.520614 0.440751 0.036 Uiso 1 1 calc R U . . .
C9 C 0.5380(3) 0.50009(19) 0.5408(2) 0.0265(6) Uani 1 1 d . . . . .
C10 C 0.2422(4) 0.3165(2) 0.5442(2) 0.0451(9) Uani 1 1 d . . . . .
H10A H 0.248114 0.308140 0.607994 0.068 Uiso 1 1 calc R U . . .
H10B H 0.247811 0.257809 0.515007 0.068 Uiso 1 1 calc R U . . .
H10C H 0.147998 0.345764 0.529302 0.068 Uiso 1 1 calc R U . . .
C11 C 0.6394(4) 0.3921(2) 0.3223(2) 0.0454(9) Uani 1 1 d . . . . .
H11A H 0.732351 0.360670 0.335316 0.068 Uiso 1 1 calc R U . . .
H11B H 0.661140 0.448762 0.291756 0.068 Uiso 1 1 calc R U . . .
H11C H 0.577069 0.354063 0.284786 0.068 Uiso 1 1 calc R U . . .
C12 C 0.5952(4) 0.5747(2) 0.5984(2) 0.0411(8) Uani 1 1 d . . . . .
H12A H 0.529458 0.627039 0.593634 0.062 Uiso 1 1 calc R U . . .
H12B H 0.695369 0.591488 0.579657 0.062 Uiso 1 1 calc R U . . .
H12C H 0.597875 0.554066 0.659586 0.062 Uiso 1 1 calc R U . . .
C13 C 0.3333(3) 0.4252(2) 0.88458(18) 0.0268(6) Uani 1 1 d . . . . .
H13 H 0.261643 0.462940 0.918675 0.032 Uiso 1 1 calc R U . . .
C14 C 0.4894(3) 0.4448(2) 0.9190(2) 0.0365(8) Uani 1 1 d . . . . .
C15 C 0.2935(3) 0.3257(2) 0.89970(19) 0.0285(6) Uani 1 1 d . . . . .
H15 H 0.369977 0.287546 0.870028 0.034 Uiso 1 1 calc R U . . .
C16 C 0.2951(5) 0.3040(2) 0.9978(2) 0.0458(9) Uani 1 1 d . . . . .
H16A H 0.394461 0.315229 1.021513 0.069 Uiso 1 1 calc R U . . .
H16B H 0.268960 0.240534 1.006541 0.069 Uiso 1 1 calc R U . . .
H16C H 0.223009 0.342290 1.028213 0.069 Uiso 1 1 calc R U . . .
C17 C 0.1426(4) 0.3026(2) 0.8611(2) 0.0399(8) Uani 1 1 d . . . . .
H17A H 0.066983 0.342047 0.886903 0.060 Uiso 1 1 calc R U . . .
H17B H 0.118525 0.239670 0.874337 0.060 Uiso 1 1 calc R U . . .
H17C H 0.144944 0.311307 0.797325 0.060 Uiso 1 1 calc R U . . .
C21 C 0.6534(5) 0.2305(2) 0.7320(3) 0.0582(11) Uani 1 1 d . . . . .
H21 H 0.601724 0.177886 0.750036 0.070 Uiso 1 1 calc R U . . .
C22 C 0.7691(4) 0.2719(3) 0.7751(2) 0.0531(11) Uani 1 1 d . . . . .
H22 H 0.805930 0.255451 0.831356 0.064 Uiso 1 1 calc R U . . .
C23 C 0.8239(4) 0.3423(3) 0.7225(3) 0.0509(10) Uani 1 1 d . . . . .
H23 H 0.906269 0.379867 0.735758 0.061 Uiso 1 1 calc R U . . .
C24 C 0.7380(5) 0.3472(3) 0.6492(2) 0.0545(11) Uani 1 1 d . . . . .
H24 H 0.750806 0.387879 0.601637 0.065 Uiso 1 1 calc R U . . .
C25 C 0.6272(4) 0.2814(3) 0.6564(3) 0.0620(13) Uani 1 1 d . . . . .
H25 H 0.547473 0.272889 0.616443 0.074 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 O1 1.882(2) . ?
Ni1 C1 1.860(3) . ?
Ni1 C21 2.150(4) . ?
Ni1 C22 2.140(3) . ?
Ni1 C23 2.169(3) . ?
Ni1 C24 2.126(3) . ?
Ni1 C25 2.039(3) . ?
O1 C14 1.284(4) . ?
O2 C14 1.226(4) . ?
N1 C1 1.349(3) . ?
N1 C2 1.385(4) . ?
N1 C13 1.469(4) . ?
N2 C1 1.357(3) . ?
N2 C3 1.389(4) . ?
N2 C4 1.440(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.345(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.395(4) . ?
C4 C9 1.394(4) . ?
C5 C6 1.391(4) . ?
C5 C10 1.499(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.388(4) . ?
C7 C8 1.389(4) . ?
C7 C11 1.513(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.390(4) . ?
C9 C12 1.503(4) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 1.0000 . ?
C13 C14 1.530(4) . ?
C13 C15 1.537(4) . ?
C15 H15 1.0000 . ?
C15 C16 1.527(4) . ?
C15 C17 1.521(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C21 H21 0.9500 . ?
C21 C22 1.376(6) . ?
C21 C25 1.397(6) . ?
C22 H22 0.9500 . ?
C22 C23 1.408(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.360(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.400(6) . ?
C25 H25 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
O1 Ni1 C21 123.99(15) . . ?
O1 Ni1 C22 98.82(13) . . ?
O1 Ni1 C23 106.41(13) . . ?
O1 Ni1 C24 139.40(15) . . ?
O1 Ni1 C25 162.13(14) . . ?
C1 Ni1 O1 92.78(11) . . ?
C1 Ni1 C21 126.88(15) . . ?
C1 Ni1 C22 164.31(15) . . ?
C1 Ni1 C23 146.52(14) . . ?
C1 Ni1 C24 113.39(13) . . ?
C1 Ni1 C25 103.14(13) . . ?
C21 Ni1 C23 63.31(15) . . ?
C22 Ni1 C21 37.43(16) . . ?
C22 Ni1 C23 38.13(14) . . ?
C24 Ni1 C21 64.22(15) . . ?
C24 Ni1 C22 63.24(13) . . ?
C24 Ni1 C23 36.89(15) . . ?
C25 Ni1 C21 38.84(16) . . ?
C25 Ni1 C22 64.08(15) . . ?
C25 Ni1 C23 63.92(16) . . ?
C25 Ni1 C24 39.22(17) . . ?
C14 O1 Ni1 128.1(2) . . ?
C1 N1 C2 111.2(2) . . ?
C1 N1 C13 124.3(2) . . ?
C2 N1 C13 124.2(2) . . ?
C1 N2 C3 111.3(2) . . ?
C1 N2 C4 124.5(2) . . ?
C3 N2 C4 124.1(2) . . ?
N1 C1 Ni1 120.8(2) . . ?
N1 C1 N2 104.3(2) . . ?
N2 C1 Ni1 134.9(2) . . ?
N1 C2 H2 126.5 . . ?
C3 C2 N1 107.0(2) . . ?
C3 C2 H2 126.5 . . ?
N2 C3 H3 126.9 . . ?
C2 C3 N2 106.1(3) . . ?
C2 C3 H3 126.9 . . ?
C5 C4 N2 118.0(2) . . ?
C9 C4 N2 119.6(2) . . ?
C9 C4 C5 122.3(3) . . ?
C4 C5 C10 120.8(3) . . ?
C6 C5 C4 117.5(3) . . ?
C6 C5 C10 121.6(3) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 C5 121.8(3) . . ?
C7 C6 H6 119.1 . . ?
C6 C7 C8 118.8(3) . . ?
C6 C7 C11 121.2(3) . . ?
C8 C7 C11 120.0(3) . . ?
C7 C8 H8 119.3 . . ?
C7 C8 C9 121.5(3) . . ?
C9 C8 H8 119.3 . . ?
C4 C9 C12 121.9(3) . . ?
C8 C9 C4 117.9(3) . . ?
C8 C9 C12 120.2(3) . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 H13 108.0 . . ?
N1 C13 C14 110.8(2) . . ?
N1 C13 C15 111.5(2) . . ?
C14 C13 H13 108.0 . . ?
C14 C13 C15 110.2(3) . . ?
C15 C13 H13 108.0 . . ?
O1 C14 C13 117.6(3) . . ?
O2 C14 O1 123.9(3) . . ?
O2 C14 C13 118.4(3) . . ?
C13 C15 H15 108.4 . . ?
C16 C15 C13 110.3(3) . . ?
C16 C15 H15 108.4 . . ?
C17 C15 C13 111.5(3) . . ?
C17 C15 H15 108.4 . . ?
C17 C15 C16 109.8(3) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Ni1 C21 H21 127.5 . . ?
C22 C21 Ni1 70.9(2) . . ?
C22 C21 H21 126.9 . . ?
C22 C21 C25 106.2(4) . . ?
C25 C21 Ni1 66.3(2) . . ?
C25 C21 H21 126.9 . . ?
Ni1 C22 H22 122.4 . . ?
C21 C22 Ni1 71.7(2) . . ?
C21 C22 H22 125.5 . . ?
C21 C22 C23 109.0(4) . . ?
C23 C22 Ni1 72.1(2) . . ?
C23 C22 H22 125.5 . . ?
Ni1 C23 H23 125.8 . . ?
C22 C23 Ni1 69.8(2) . . ?
C22 C23 H23 126.1 . . ?
C24 C23 Ni1 69.8(2) . . ?
C24 C23 C22 107.8(4) . . ?
C24 C23 H23 126.1 . . ?
Ni1 C24 H24 125.1 . . ?
C23 C24 Ni1 73.3(2) . . ?
C23 C24 H24 126.1 . . ?
C23 C24 C25 107.8(3) . . ?
C25 C24 Ni1 67.0(2) . . ?
C25 C24 H24 126.1 . . ?
Ni1 C25 H25 117.6 . . ?
C21 C25 Ni1 74.9(2) . . ?
C21 C25 C24 108.7(3) . . ?
C21 C25 H25 125.6 . . ?
C24 C25 Ni1 73.7(2) . . ?
C24 C25 H25 125.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 O1 C14 O2 -179.7(3) . . . . ?
Ni1 O1 C14 C13 3.0(5) . . . . ?
Ni1 C21 C22 C23 -62.8(3) . . . . ?
Ni1 C21 C25 C24 66.6(2) . . . . ?
Ni1 C22 C23 C24 -59.7(2) . . . . ?
Ni1 C23 C24 C25 -58.4(2) . . . . ?
Ni1 C24 C25 C21 -67.3(3) . . . . ?
O1 Ni1 C1 N1 -27.1(2) . . . . ?
O1 Ni1 C1 N2 150.2(3) . . . . ?
N1 C2 C3 N2 -0.3(3) . . . . ?
N1 C13 C14 O1 -45.0(4) . . . . ?
N1 C13 C14 O2 137.6(3) . . . . ?
N1 C13 C15 C16 -175.3(3) . . . . ?
N1 C13 C15 C17 -53.0(3) . . . . ?
N2 C4 C5 C6 -175.4(3) . . . . ?
N2 C4 C5 C10 2.9(4) . . . . ?
N2 C4 C9 C8 175.7(2) . . . . ?
N2 C4 C9 C12 -1.9(4) . . . . ?
C1 Ni1 O1 C14 30.2(3) . . . . ?
C1 N1 C2 C3 -0.3(3) . . . . ?
C1 N1 C13 C14 48.6(4) . . . . ?
C1 N1 C13 C15 -74.6(3) . . . . ?
C1 N2 C3 C2 0.9(3) . . . . ?
C1 N2 C4 C5 99.9(3) . . . . ?
C1 N2 C4 C9 -78.2(3) . . . . ?
C2 N1 C1 Ni1 178.86(19) . . . . ?
C2 N1 C1 N2 0.8(3) . . . . ?
C2 N1 C13 C14 -138.4(3) . . . . ?
C2 N1 C13 C15 98.4(3) . . . . ?
C3 N2 C1 Ni1 -178.7(2) . . . . ?
C3 N2 C1 N1 -1.1(3) . . . . ?
C3 N2 C4 C5 -78.1(3) . . . . ?
C3 N2 C4 C9 103.9(3) . . . . ?
C4 N2 C1 Ni1 3.1(4) . . . . ?
C4 N2 C1 N1 -179.3(2) . . . . ?
C4 N2 C3 C2 179.1(3) . . . . ?
C4 C5 C6 C7 -0.3(4) . . . . ?
C5 C4 C9 C8 -2.2(4) . . . . ?
C5 C4 C9 C12 -179.8(3) . . . . ?
C5 C6 C7 C8 -2.3(4) . . . . ?
C5 C6 C7 C11 176.7(3) . . . . ?
C6 C7 C8 C9 2.7(4) . . . . ?
C7 C8 C9 C4 -0.5(4) . . . . ?
C7 C8 C9 C12 177.2(3) . . . . ?
C9 C4 C5 C6 2.6(4) . . . . ?
C9 C4 C5 C10 -179.1(3) . . . . ?
C10 C5 C6 C7 -178.5(3) . . . . ?
C11 C7 C8 C9 -176.3(3) . . . . ?
C13 N1 C1 Ni1 -7.4(4) . . . . ?
C13 N1 C1 N2 174.6(2) . . . . ?
C13 N1 C2 C3 -174.1(3) . . . . ?
C14 C13 C15 C16 61.2(3) . . . . ?
C14 C13 C15 C17 -176.5(2) . . . . ?
C15 C13 C14 O1 79.0(4) . . . . ?
C15 C13 C14 O2 -98.5(4) . . . . ?
C21 Ni1 O1 C14 -109.1(3) . . . . ?
C21 Ni1 C1 N1 110.3(2) . . . . ?
C21 Ni1 C1 N2 -72.4(3) . . . . ?
C21 C22 C23 Ni1 62.6(3) . . . . ?
C21 C22 C23 C24 2.8(4) . . . . ?
C22 Ni1 O1 C14 -139.2(3) . . . . ?
C22 Ni1 C1 N1 110.7(5) . . . . ?
C22 Ni1 C1 N2 -72.0(6) . . . . ?
C22 C21 C25 Ni1 -59.9(3) . . . . ?
C22 C21 C25 C24 6.6(4) . . . . ?
C22 C23 C24 Ni1 59.7(2) . . . . ?
C22 C23 C24 C25 1.3(4) . . . . ?
C23 Ni1 O1 C14 -177.6(3) . . . . ?
C23 Ni1 C1 N1 -153.0(2) . . . . ?
C23 Ni1 C1 N2 24.3(4) . . . . ?
C23 C24 C25 Ni1 62.3(3) . . . . ?
C23 C24 C25 C21 -5.0(4) . . . . ?
C24 Ni1 O1 C14 162.1(3) . . . . ?
C24 Ni1 C1 N1 -175.2(2) . . . . ?
C24 Ni1 C1 N2 2.1(3) . . . . ?
C25 Ni1 O1 C14 -123.1(5) . . . . ?
C25 Ni1 C1 N1 144.8(3) . . . . ?
C25 Ni1 C1 N2 -37.9(3) . . . . ?
C25 C21 C22 Ni1 57.0(2) . . . . ?
C25 C21 C22 C23 -5.8(4) . . . . ?

_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_pgsleuni_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2302832'
loop_
_audit_author_name
_audit_author_address
'Avelino Martin Alonso'
;Universidad de Alcala
Spain
;
_audit_update_record             
;
2023-10-23 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2023-09-21
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
avelino.martin@uah.es
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H28 N2 Ni O2'
_chemical_formula_sum            'C23 H28 N2 Ni O2'
_chemical_formula_weight         423.18
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.1875(7)
_cell_length_b                   13.4808(10)
_cell_length_c                   17.0727(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2114.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9384
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      27.519
_cell_measurement_theta_min      2.386
_shelx_estimated_absorpt_T_max   0.864
_shelx_estimated_absorpt_T_min   0.766
_exptl_absorpt_coefficient_mu    0.938
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5228
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1681 before and 0.1138 after correction.
The Ratio of minimum to maximum transmission is 0.7012.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0696
_diffrn_reflns_av_unetI/netI     0.0557
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            27641
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         27.553
_diffrn_reflns_theta_min         3.249
_diffrn_ambient_temperature      200.00
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture UAH'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'multilayer mirror optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'INCOATEC I\ms 3.0'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.762
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.987
_reflns_number_gt                3994
_reflns_number_total             4818
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'Apex3 v2019.11-0 (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.062(19)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         4818
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0582
_refine_ls_R_factor_gt           0.0424
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0102P)²+1.1557P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0747
_refine_ls_wR_factor_ref         0.0792
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.938(19)
 0.062(19)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C13(H13), C16(H16)
3.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C8(H8), C21(H21), C22(H22), C23(H23), C24(H24),
 C25(H25)
3.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C17(H17A,H17B,
 H17C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.34719(5) 0.59193(4) 0.37332(3) 0.03300(13) Uani 1 1 d . . . . .
O1 O 0.3346(3) 0.63795(18) 0.26949(16) 0.0405(7) Uani 1 1 d . . . . .
O2 O 0.2894(3) 0.6214(2) 0.14288(19) 0.0498(8) Uani 1 1 d . . . . .
N1 N 0.3956(3) 0.4325(2) 0.27169(18) 0.0275(7) Uani 1 1 d . . . . .
N2 N 0.5280(3) 0.4090(2) 0.37298(19) 0.0287(6) Uani 1 1 d . . . . .
C1 C 0.4276(4) 0.4720(3) 0.3415(2) 0.0271(8) Uani 1 1 d . . . . .
C2 C 0.4739(4) 0.3465(3) 0.2580(3) 0.0318(9) Uani 1 1 d . . . . .
H2 H 0.469858 0.305819 0.212600 0.038 Uiso 1 1 calc R U . . .
C3 C 0.5565(4) 0.3322(3) 0.3215(2) 0.0329(9) Uani 1 1 d . . . . .
H3 H 0.622614 0.279069 0.329811 0.039 Uiso 1 1 calc R U . . .
C4 C 0.5941(4) 0.4175(3) 0.4482(2) 0.0279(8) Uani 1 1 d . . . . .
C5 C 0.5434(4) 0.3567(3) 0.5079(3) 0.0348(9) Uani 1 1 d . . . . .
C6 C 0.6097(4) 0.3646(3) 0.5805(3) 0.0402(10) Uani 1 1 d . . . . .
H6 H 0.575473 0.324513 0.622360 0.048 Uiso 1 1 calc R U . . .
C7 C 0.7241(4) 0.4291(3) 0.5940(3) 0.0381(10) Uani 1 1 d . . . . .
C8 C 0.7696(4) 0.4885(3) 0.5330(3) 0.0383(10) Uani 1 1 d . . . . .
H8 H 0.847547 0.533487 0.541909 0.046 Uiso 1 1 calc R U . . .
C9 C 0.7071(4) 0.4855(3) 0.4600(3) 0.0335(9) Uani 1 1 d . . . . .
C10 C 0.4203(5) 0.2846(3) 0.4952(3) 0.0543(13) Uani 1 1 d . . . . .
H10A H 0.346808 0.314846 0.461130 0.081 Uiso 1 1 calc R U . . .
H10B H 0.376058 0.267745 0.545721 0.081 Uiso 1 1 calc R U . . .
H10C H 0.457891 0.224174 0.470464 0.081 Uiso 1 1 calc R U . . .
C11 C 0.7981(5) 0.4321(4) 0.6730(3) 0.0561(13) Uani 1 1 d . . . . .
H11A H 0.728611 0.412528 0.713730 0.084 Uiso 1 1 calc R U . . .
H11B H 0.832865 0.499549 0.683439 0.084 Uiso 1 1 calc R U . . .
H11C H 0.880756 0.386163 0.673115 0.084 Uiso 1 1 calc R U . . .
C12 C 0.7552(5) 0.5544(3) 0.3966(3) 0.0483(12) Uani 1 1 d . . . . .
H12A H 0.796777 0.516004 0.353332 0.072 Uiso 1 1 calc R U . . .
H12B H 0.829004 0.599935 0.417314 0.072 Uiso 1 1 calc R U . . .
H12C H 0.671536 0.592535 0.377671 0.072 Uiso 1 1 calc R U . . .
C13 C 0.2874(4) 0.4744(3) 0.2177(2) 0.0313(8) Uani 1 1 d . . . . .
H13 H 0.301441 0.442874 0.165256 0.038 Uiso 1 1 calc R U . . .
C14 C 0.3072(4) 0.5863(3) 0.2085(3) 0.0352(9) Uani 1 1 d . . . . .
C15 C 0.1317(4) 0.4533(3) 0.2447(2) 0.0341(9) Uani 1 1 d . . . . .
H15A H 0.114288 0.490505 0.293783 0.041 Uiso 1 1 calc R U . . .
H15B H 0.064149 0.479984 0.204712 0.041 Uiso 1 1 calc R U . . .
C16 C 0.0931(4) 0.3448(3) 0.2590(3) 0.0352(10) Uani 1 1 d . . . . .
H16 H 0.160289 0.317884 0.299842 0.042 Uiso 1 1 calc R U . . .
C17 C -0.0620(5) 0.3379(4) 0.2896(4) 0.0593(14) Uani 1 1 d . . . . .
H17A H -0.069044 0.372883 0.339808 0.089 Uiso 1 1 calc R U . . .
H17B H -0.088281 0.268100 0.296985 0.089 Uiso 1 1 calc R U . . .
H17C H -0.128676 0.368404 0.251806 0.089 Uiso 1 1 calc R U . . .
C18 C 0.1086(6) 0.2827(3) 0.1861(3) 0.0584(14) Uani 1 1 d . . . . .
H18A H 0.045659 0.309389 0.144861 0.088 Uiso 1 1 calc R U . . .
H18B H 0.080126 0.214145 0.197648 0.088 Uiso 1 1 calc R U . . .
H18C H 0.210071 0.284035 0.168476 0.088 Uiso 1 1 calc R U . . .
C21 C 0.2579(14) 0.5733(4) 0.4832(4) 0.116(4) Uani 1 1 d . . . . .
H21 H 0.228495 0.509493 0.500702 0.139 Uiso 1 1 calc R U . . .
C22 C 0.3987(10) 0.6162(7) 0.4900(4) 0.107(3) Uani 1 1 d . . . . .
H22 H 0.481393 0.586325 0.513592 0.129 Uiso 1 1 calc R U . . .
C23 C 0.3941(7) 0.7054(6) 0.4574(4) 0.086(2) Uani 1 1 d . . . . .
H23 H 0.471929 0.751704 0.455467 0.103 Uiso 1 1 calc R U . . .
C24 C 0.2623(7) 0.7187(4) 0.4280(4) 0.0655(16) Uani 1 1 d . . . . .
H24 H 0.233788 0.774622 0.397838 0.079 Uiso 1 1 calc R U . . .
C25 C 0.1738(6) 0.6423(6) 0.4466(4) 0.0764(19) Uani 1 1 d . . . . .
H25 H 0.072433 0.637677 0.436148 0.092 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 O1 1.882(3) . ?
Ni1 C1 1.858(4) . ?
Ni1 C21 2.063(6) . ?
Ni1 C22 2.073(6) . ?
Ni1 C23 2.141(5) . ?
Ni1 C24 2.098(5) . ?
Ni1 C25 2.137(5) . ?
O1 C14 1.278(5) . ?
O2 C14 1.227(5) . ?
N1 C1 1.339(5) . ?
N1 C2 1.384(4) . ?
N1 C13 1.468(5) . ?
N2 C1 1.364(4) . ?
N2 C3 1.382(5) . ?
N2 C4 1.426(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.338(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.388(5) . ?
C4 C9 1.400(5) . ?
C5 C6 1.385(6) . ?
C5 C10 1.507(6) . ?
C6 H6 0.9500 . ?
C6 C7 1.384(5) . ?
C7 C8 1.378(6) . ?
C7 C11 1.511(6) . ?
C8 H8 0.9500 . ?
C8 C9 1.373(6) . ?
C9 C12 1.494(6) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 1.0000 . ?
C13 C14 1.528(5) . ?
C13 C15 1.529(5) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.525(5) . ?
C16 H16 1.0000 . ?
C16 C17 1.521(6) . ?
C16 C18 1.506(6) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C21 H21 0.9500 . ?
C21 C22 1.422(11) . ?
C21 C25 1.362(10) . ?
C22 H22 0.9500 . ?
C22 C23 1.325(10) . ?
C23 H23 0.9500 . ?
C23 C24 1.323(8) . ?
C24 H24 0.9500 . ?
C24 C25 1.350(8) . ?
C25 H25 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
O1 Ni1 C21 150.7(4) . . ?
O1 Ni1 C22 150.1(3) . . ?
O1 Ni1 C23 114.1(3) . . ?
O1 Ni1 C24 97.34(19) . . ?
O1 Ni1 C25 113.6(2) . . ?
C1 Ni1 O1 92.06(14) . . ?
C1 Ni1 C21 108.6(2) . . ?
C1 Ni1 C22 109.1(2) . . ?
C1 Ni1 C23 137.5(2) . . ?
C1 Ni1 C24 170.6(2) . . ?
C1 Ni1 C25 138.1(2) . . ?
C21 Ni1 C22 40.2(3) . . ?
C21 Ni1 C23 63.7(3) . . ?
C21 Ni1 C24 63.0(2) . . ?
C21 Ni1 C25 37.8(3) . . ?
C22 Ni1 C23 36.6(3) . . ?
C22 Ni1 C24 61.9(2) . . ?
C22 Ni1 C25 63.7(3) . . ?
C24 Ni1 C23 36.3(2) . . ?
C24 Ni1 C25 37.2(2) . . ?
C25 Ni1 C23 62.0(2) . . ?
C14 O1 Ni1 126.9(2) . . ?
C1 N1 C2 111.7(3) . . ?
C1 N1 C13 123.7(3) . . ?
C2 N1 C13 124.6(3) . . ?
C1 N2 C3 110.2(3) . . ?
C1 N2 C4 126.3(3) . . ?
C3 N2 C4 123.5(3) . . ?
N1 C1 Ni1 121.3(3) . . ?
N1 C1 N2 104.5(3) . . ?
N2 C1 Ni1 134.1(3) . . ?
N1 C2 H2 126.9 . . ?
C3 C2 N1 106.2(3) . . ?
C3 C2 H2 126.9 . . ?
N2 C3 H3 126.3 . . ?
C2 C3 N2 107.5(3) . . ?
C2 C3 H3 126.3 . . ?
C5 C4 N2 118.1(3) . . ?
C5 C4 C9 122.0(4) . . ?
C9 C4 N2 119.9(3) . . ?
C4 C5 C10 121.8(4) . . ?
C6 C5 C4 117.6(4) . . ?
C6 C5 C10 120.6(4) . . ?
C5 C6 H6 118.9 . . ?
C7 C6 C5 122.1(4) . . ?
C7 C6 H6 118.9 . . ?
C6 C7 C11 120.5(4) . . ?
C8 C7 C6 118.0(4) . . ?
C8 C7 C11 121.5(4) . . ?
C7 C8 H8 118.6 . . ?
C9 C8 C7 122.8(4) . . ?
C9 C8 H8 118.6 . . ?
C4 C9 C12 121.5(4) . . ?
C8 C9 C4 117.5(4) . . ?
C8 C9 C12 121.0(4) . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 H13 108.1 . . ?
N1 C13 C14 111.4(3) . . ?
N1 C13 C15 111.9(3) . . ?
C14 C13 H13 108.1 . . ?
C14 C13 C15 109.0(3) . . ?
C15 C13 H13 108.1 . . ?
O1 C14 C13 118.5(4) . . ?
O2 C14 O1 124.1(4) . . ?
O2 C14 C13 117.4(4) . . ?
C13 C15 H15A 108.2 . . ?
C13 C15 H15B 108.2 . . ?
H15A C15 H15B 107.4 . . ?
C16 C15 C13 116.4(3) . . ?
C16 C15 H15A 108.2 . . ?
C16 C15 H15B 108.2 . . ?
C15 C16 H16 108.4 . . ?
C17 C16 C15 109.4(3) . . ?
C17 C16 H16 108.4 . . ?
C18 C16 C15 112.3(4) . . ?
C18 C16 H16 108.4 . . ?
C18 C16 C17 109.8(4) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
Ni1 C21 H21 120.6 . . ?
C22 C21 Ni1 70.3(4) . . ?
C22 C21 H21 127.0 . . ?
C25 C21 Ni1 74.0(4) . . ?
C25 C21 H21 127.0 . . ?
C25 C21 C22 106.0(6) . . ?
Ni1 C22 H22 121.6 . . ?
C21 C22 Ni1 69.5(4) . . ?
C21 C22 H22 126.1 . . ?
C23 C22 Ni1 74.5(4) . . ?
C23 C22 C21 107.8(6) . . ?
C23 C22 H22 126.1 . . ?
Ni1 C23 H23 126.7 . . ?
C22 C23 Ni1 68.9(4) . . ?
C22 C23 H23 125.9 . . ?
C24 C23 Ni1 70.0(3) . . ?
C24 C23 C22 108.2(7) . . ?
C24 C23 H23 125.9 . . ?
Ni1 C24 H24 120.5 . . ?
C23 C24 Ni1 73.6(3) . . ?
C23 C24 H24 124.5 . . ?
C23 C24 C25 111.0(6) . . ?
C25 C24 Ni1 73.0(3) . . ?
C25 C24 H24 124.5 . . ?
Ni1 C25 H25 126.9 . . ?
C21 C25 Ni1 68.2(4) . . ?
C21 C25 H25 126.7 . . ?
C24 C25 Ni1 69.8(3) . . ?
C24 C25 C21 106.7(6) . . ?
C24 C25 H25 126.7 . . ?

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
Ni1 O1 C14 O2 174.3(3) . . . . ?
Ni1 O1 C14 C13 -2.5(5) . . . . ?
Ni1 C21 C22 C23 65.2(5) . . . . ?
Ni1 C21 C25 C24 -59.5(4) . . . . ?
Ni1 C22 C23 C24 59.2(5) . . . . ?
Ni1 C23 C24 C25 63.9(4) . . . . ?
Ni1 C24 C25 C21 58.4(4) . . . . ?
O1 Ni1 C1 N1 -30.0(3) . . . . ?
O1 Ni1 C1 N2 145.7(4) . . . . ?
N1 C2 C3 N2 0.0(4) . . . . ?
N1 C13 C14 O1 -41.9(5) . . . . ?
N1 C13 C14 O2 141.1(4) . . . . ?
N1 C13 C15 C16 -54.9(5) . . . . ?
N2 C4 C5 C6 179.1(3) . . . . ?
N2 C4 C5 C10 -1.1(6) . . . . ?
N2 C4 C9 C8 -178.1(3) . . . . ?
N2 C4 C9 C12 3.7(5) . . . . ?
C1 Ni1 O1 C14 34.9(3) . . . . ?
C1 N1 C2 C3 0.3(4) . . . . ?
C1 N1 C13 C14 46.9(5) . . . . ?
C1 N1 C13 C15 -75.4(4) . . . . ?
C1 N2 C3 C2 -0.3(4) . . . . ?
C1 N2 C4 C5 102.3(4) . . . . ?
C1 N2 C4 C9 -78.0(5) . . . . ?
C2 N1 C1 Ni1 176.3(3) . . . . ?
C2 N1 C1 N2 -0.5(4) . . . . ?
C2 N1 C13 C14 -134.9(4) . . . . ?
C2 N1 C13 C15 102.8(4) . . . . ?
C3 N2 C1 Ni1 -175.7(3) . . . . ?
C3 N2 C1 N1 0.5(4) . . . . ?
C3 N2 C4 C5 -76.5(4) . . . . ?
C3 N2 C4 C9 103.3(4) . . . . ?
C4 N2 C1 Ni1 5.4(6) . . . . ?
C4 N2 C1 N1 -178.4(3) . . . . ?
C4 N2 C3 C2 178.6(3) . . . . ?
C4 C5 C6 C7 -1.1(6) . . . . ?
C5 C4 C9 C8 1.6(6) . . . . ?
C5 C4 C9 C12 -176.6(4) . . . . ?
C5 C6 C7 C8 1.7(6) . . . . ?
C5 C6 C7 C11 -177.1(4) . . . . ?
C6 C7 C8 C9 -0.6(6) . . . . ?
C7 C8 C9 C4 -1.0(6) . . . . ?
C7 C8 C9 C12 177.2(4) . . . . ?
C9 C4 C5 C6 -0.6(6) . . . . ?
C9 C4 C5 C10 179.2(4) . . . . ?
C10 C5 C6 C7 179.2(4) . . . . ?
C11 C7 C8 C9 178.2(4) . . . . ?
C13 N1 C1 Ni1 -5.3(5) . . . . ?
C13 N1 C1 N2 177.9(3) . . . . ?
C13 N1 C2 C3 -178.1(3) . . . . ?
C13 C15 C16 C17 176.8(4) . . . . ?
C13 C15 C16 C18 -61.0(5) . . . . ?
C14 C13 C15 C16 -178.6(4) . . . . ?
C15 C13 C14 O1 82.0(4) . . . . ?
C15 C13 C14 O2 -94.9(4) . . . . ?
C21 Ni1 O1 C14 -100.8(5) . . . . ?
C21 Ni1 C1 N1 128.9(5) . . . . ?
C21 Ni1 C1 N2 -55.4(5) . . . . ?
C21 C22 C23 Ni1 -61.9(4) . . . . ?
C21 C22 C23 C24 -2.7(7) . . . . ?
C22 Ni1 O1 C14 171.0(5) . . . . ?
C22 Ni1 C1 N1 171.5(4) . . . . ?
C22 Ni1 C1 N2 -12.8(5) . . . . ?
C22 C21 C25 Ni1 63.4(4) . . . . ?
C22 C21 C25 C24 3.9(7) . . . . ?
C22 C23 C24 Ni1 -58.5(5) . . . . ?
C22 C23 C24 C25 5.4(7) . . . . ?
C23 Ni1 O1 C14 -179.6(3) . . . . ?
C23 Ni1 C1 N1 -160.1(4) . . . . ?
C23 Ni1 C1 N2 15.6(6) . . . . ?
C23 C24 C25 Ni1 -64.3(4) . . . . ?
C23 C24 C25 C21 -5.8(7) . . . . ?
C24 Ni1 O1 C14 -145.9(4) . . . . ?
C25 Ni1 O1 C14 -111.0(4) . . . . ?
C25 Ni1 C1 N1 99.8(4) . . . . ?
C25 Ni1 C1 N2 -84.5(5) . . . . ?
C25 C21 C22 Ni1 -66.0(4) . . . . ?
C25 C21 C22 C23 -0.8(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.938(19)
2 0.062(19)

####################################################################### 
# 
# 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_jcf_phenicp_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2302835'
loop_
_audit_author_name
_audit_author_address
'Avelino Martin Alonso'
;Universidad de Alcala
Spain
;
_audit_update_record             
;
2023-10-23 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2022-07-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
avelino.martin@uah.es
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H26 N2 Ni O2'
_chemical_formula_sum            'C26 H26 N2 Ni O2'
_chemical_formula_weight         457.20
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.5852(3)
_cell_length_b                   15.2321(6)
_cell_length_c                   15.8061(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2307.73(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8065
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      27.33
_cell_measurement_theta_min      2.51
_shelx_estimated_absorpt_T_max   0.934
_shelx_estimated_absorpt_T_min   0.769
_exptl_absorpt_coefficient_mu    0.865
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6712
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0853 before and 0.0688 after correction.
The Ratio of minimum to maximum transmission is 0.9002.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0641
_diffrn_reflns_av_unetI/netI     0.0427
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            36082
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         27.503
_diffrn_reflns_theta_min         3.341
_diffrn_ambient_temperature      200.00
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  
;
Bruker AXS D8 Venture diffractometer with PhotonIII_C14 charge-integrating and 
photon counting pixel array detector
;

_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'multilayer mirror optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'INCOATEC I\ms 3.0'
_diffrn_source_voltage           50
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.772
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                4452
_reflns_number_total             5273
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2019)'
_computing_data_collection       'Apex3 v2019.11-0 (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  
;
SHELXL-2018/3 (Sheldrick, 2015, 2018), 
;
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.304
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details 
;
 Flack x determined using 1719 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.013(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         5273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0330
_refine_ls_restrained_S_all      1.028
_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)+(0.0305P)²+0.4464P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0687
_refine_ls_wR_factor_ref         0.0736
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C15(H15),
 C17(H17), C31(H31), C32(H32), C33(H33), C34(H34), C35(H35)
2.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.17582(4) 0.70924(3) 0.78958(2) 0.03167(11) Uani 1 1 d . . . . .
O1 O 0.1845(2) 0.68359(13) 0.90633(13) 0.0348(5) Uani 1 1 d . . . . .
O2 O 0.2788(2) 0.69296(15) 1.03348(13) 0.0382(5) Uani 1 1 d . . . . .
N1 N 0.4527(2) 0.72728(18) 0.84272(16) 0.0314(6) Uani 1 1 d . . . . .
N2 N 0.4569(2) 0.67786(17) 0.71590(17) 0.0321(6) Uani 1 1 d . . . . .
C1 C 0.3686(3) 0.7027(2) 0.77765(18) 0.0293(6) Uani 1 1 d . . . . .
C2 C 0.5945(3) 0.6887(3) 0.7412(2) 0.0405(9) Uani 1 1 d . . . . .
H2 H 0.675283 0.676681 0.708415 0.049 Uiso 1 1 calc R U . . .
C3 C 0.5918(3) 0.7194(3) 0.8207(2) 0.0387(8) Uani 1 1 d . . . . .
H3 H 0.670013 0.733103 0.855166 0.046 Uiso 1 1 calc R U . . .
C4 C 0.4007(3) 0.7644(2) 0.92222(19) 0.0313(7) Uani 1 1 d . . . . .
H4 H 0.478378 0.763934 0.964454 0.038 Uiso 1 1 calc R U . . .
C5 C 0.2800(3) 0.7093(2) 0.95730(18) 0.0290(6) Uani 1 1 d . . . . .
C6 C 0.3577(4) 0.8598(2) 0.9064(2) 0.0426(8) Uani 1 1 d . . . . .
H6A H 0.442296 0.894146 0.892504 0.051 Uiso 1 1 calc R U . . .
H6B H 0.295670 0.861492 0.856337 0.051 Uiso 1 1 calc R U . . .
C7 C 0.2842(4) 0.9039(2) 0.9789(2) 0.0380(8) Uani 1 1 d . . . . .
C8 C 0.3591(4) 0.9387(2) 1.0464(3) 0.0516(10) Uani 1 1 d . . . . .
H8 H 0.457531 0.931753 1.048546 0.062 Uiso 1 1 calc R U . . .
C9 C 0.2913(6) 0.9832(3) 1.1099(3) 0.0658(13) Uani 1 1 d . . . . .
H9 H 0.343616 1.008130 1.154933 0.079 Uiso 1 1 calc R U . . .
C10 C 0.1482(6) 0.9921(3) 1.1089(3) 0.0707(15) Uani 1 1 d . . . . .
H10 H 0.101720 1.022334 1.153233 0.085 Uiso 1 1 calc R U . . .
C11 C 0.0739(5) 0.9568(3) 1.0435(4) 0.0773(15) Uani 1 1 d . . . . .
H11 H -0.024676 0.962887 1.042224 0.093 Uiso 1 1 calc R U . . .
C12 C 0.1407(4) 0.9127(3) 0.9795(3) 0.0564(11) Uani 1 1 d . . . . .
H12 H 0.087343 0.887741 0.934928 0.068 Uiso 1 1 calc R U . . .
C13 C 0.4159(3) 0.6461(2) 0.63302(19) 0.0297(7) Uani 1 1 d . . . . .
C14 C 0.3661(3) 0.5605(2) 0.6260(2) 0.0319(7) Uani 1 1 d . . . . .
C15 C 0.3271(3) 0.5313(2) 0.54593(18) 0.0321(6) Uani 1 1 d . . . . .
H15 H 0.293217 0.473054 0.539434 0.038 Uiso 1 1 calc R U . . .
C16 C 0.3367(3) 0.5852(2) 0.47542(18) 0.0310(6) Uani 1 1 d . . . . .
C17 C 0.3873(3) 0.6693(2) 0.4858(2) 0.0348(7) Uani 1 1 d . . . . .
H17 H 0.393931 0.706562 0.437760 0.042 Uiso 1 1 calc R U . . .
C18 C 0.4290(3) 0.7016(2) 0.5641(2) 0.0344(7) Uani 1 1 d . . . . .
C19 C 0.3508(4) 0.5014(2) 0.7013(2) 0.0475(9) Uani 1 1 d . . . . .
H19A H 0.440062 0.497757 0.731342 0.071 Uiso 1 1 calc R U . . .
H19B H 0.322854 0.442700 0.682516 0.071 Uiso 1 1 calc R U . . .
H19C H 0.279458 0.525230 0.739377 0.071 Uiso 1 1 calc R U . . .
C20 C 0.2939(3) 0.5518(2) 0.3893(2) 0.0406(8) Uani 1 1 d . . . . .
H20A H 0.308501 0.488157 0.386591 0.061 Uiso 1 1 calc R U . . .
H20B H 0.350243 0.580592 0.345660 0.061 Uiso 1 1 calc R U . . .
H20C H 0.195012 0.564886 0.379725 0.061 Uiso 1 1 calc R U . . .
C21 C 0.4848(4) 0.7938(3) 0.5722(2) 0.0537(10) Uani 1 1 d . . . . .
H21A H 0.456545 0.818384 0.626891 0.081 Uiso 1 1 calc R U . . .
H21B H 0.447329 0.830151 0.526436 0.081 Uiso 1 1 calc R U . . .
H21C H 0.586881 0.792660 0.568673 0.081 Uiso 1 1 calc R U . . .
C31 C 0.0698(5) 0.6824(4) 0.6756(3) 0.0652(14) Uani 1 1 d . . . . .
H31 H 0.098547 0.639928 0.635159 0.078 Uiso 1 1 calc R U . . .
C32 C -0.0237(5) 0.6688(4) 0.7423(4) 0.0754(16) Uani 1 1 d . . . . .
H32 H -0.070346 0.615797 0.756629 0.091 Uiso 1 1 calc R U . . .
C33 C -0.0341(3) 0.7518(4) 0.7841(3) 0.0677(14) Uani 1 1 d . . . . .
H33 H -0.086755 0.763164 0.833883 0.081 Uiso 1 1 calc R U . . .
C34 C 0.0428(5) 0.8113(3) 0.7416(3) 0.0633(12) Uani 1 1 d . . . . .
H34 H 0.046834 0.872339 0.753554 0.076 Uiso 1 1 calc R U . . .
C35 C 0.1133(4) 0.7699(4) 0.6792(3) 0.0638(13) Uani 1 1 d . . . . .
H35 H 0.181484 0.796079 0.643599 0.077 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 O1 1.888(2) . ?
Ni1 C1 1.860(3) . ?
Ni1 C31 2.109(4) . ?
Ni1 C32 2.144(4) . ?
Ni1 C33 2.116(3) . ?
Ni1 C34 2.148(4) . ?
Ni1 C35 2.063(4) . ?
O1 C5 1.281(3) . ?
O2 C5 1.230(3) . ?
N1 C1 1.359(4) . ?
N1 C3 1.383(4) . ?
N1 C4 1.465(4) . ?
N2 C1 1.346(4) . ?
N2 C2 1.388(4) . ?
N2 C13 1.451(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.341(4) . ?
C3 H3 0.9500 . ?
C4 H4 1.0000 . ?
C4 C5 1.533(4) . ?
C4 C6 1.531(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.504(5) . ?
C7 C8 1.390(5) . ?
C7 C12 1.382(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.375(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.379(7) . ?
C10 H10 0.9500 . ?
C10 C11 1.365(7) . ?
C11 H11 0.9500 . ?
C11 C12 1.372(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.393(4) . ?
C13 C18 1.384(5) . ?
C14 C15 1.393(4) . ?
C14 C19 1.500(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.387(4) . ?
C16 C17 1.381(4) . ?
C16 C20 1.510(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.389(4) . ?
C18 C21 1.509(5) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C31 H31 0.9500 . ?
C31 C32 1.400(7) . ?
C31 C35 1.398(7) . ?
C32 H32 0.9500 . ?
C32 C33 1.431(7) . ?
C33 H33 0.9500 . ?
C33 C34 1.348(6) . ?
C34 H34 0.9500 . ?
C34 C35 1.351(6) . ?
C35 H35 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
O1 Ni1 C31 144.72(18) . . ?
O1 Ni1 C32 108.70(16) . . ?
O1 Ni1 C33 98.33(15) . . ?
O1 Ni1 C34 121.38(15) . . ?
O1 Ni1 C35 158.73(15) . . ?
C1 Ni1 O1 92.55(11) . . ?
C1 Ni1 C31 112.43(16) . . ?
C1 Ni1 C32 146.7(2) . . ?
C1 Ni1 C33 163.15(19) . . ?
C1 Ni1 C34 126.33(17) . . ?
C1 Ni1 C35 103.10(15) . . ?
C31 Ni1 C32 38.41(19) . . ?
C31 Ni1 C33 64.31(17) . . ?
C31 Ni1 C34 63.42(18) . . ?
C32 Ni1 C34 63.6(2) . . ?
C33 Ni1 C32 39.24(19) . . ?
C33 Ni1 C34 36.84(18) . . ?
C35 Ni1 C31 39.13(19) . . ?
C35 Ni1 C32 64.84(19) . . ?
C35 Ni1 C33 63.40(18) . . ?
C35 Ni1 C34 37.37(17) . . ?
C5 O1 Ni1 125.7(2) . . ?
C1 N1 C3 110.9(2) . . ?
C1 N1 C4 123.6(2) . . ?
C3 N1 C4 125.2(2) . . ?
C1 N2 C2 110.8(3) . . ?
C1 N2 C13 125.4(2) . . ?
C2 N2 C13 123.9(2) . . ?
N1 C1 Ni1 119.8(2) . . ?
N2 C1 Ni1 135.5(2) . . ?
N2 C1 N1 104.7(2) . . ?
N2 C2 H2 126.5 . . ?
C3 C2 N2 107.1(3) . . ?
C3 C2 H2 126.5 . . ?
N1 C3 H3 126.7 . . ?
C2 C3 N1 106.5(3) . . ?
C2 C3 H3 126.7 . . ?
N1 C4 H4 108.4 . . ?
N1 C4 C5 110.8(2) . . ?
N1 C4 C6 108.5(3) . . ?
C5 C4 H4 108.4 . . ?
C6 C4 H4 108.4 . . ?
C6 C4 C5 112.0(3) . . ?
O1 C5 C4 118.6(3) . . ?
O2 C5 O1 123.2(3) . . ?
O2 C5 C4 118.2(3) . . ?
C4 C6 H6A 108.5 . . ?
C4 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
C7 C6 C4 115.2(3) . . ?
C7 C6 H6A 108.5 . . ?
C7 C6 H6B 108.5 . . ?
C8 C7 C6 120.9(3) . . ?
C12 C7 C6 120.9(3) . . ?
C12 C7 C8 118.2(3) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.2(4) . . ?
C9 C8 H8 119.9 . . ?
C8 C9 H9 119.7 . . ?
C8 C9 C10 120.7(4) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 H10 120.4 . . ?
C11 C10 C9 119.3(4) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 H11 119.7 . . ?
C10 C11 C12 120.5(4) . . ?
C12 C11 H11 119.7 . . ?
C7 C12 H12 119.5 . . ?
C11 C12 C7 121.1(4) . . ?
C11 C12 H12 119.5 . . ?
C14 C13 N2 118.5(3) . . ?
C18 C13 N2 118.9(3) . . ?
C18 C13 C14 122.6(3) . . ?
C13 C14 C19 122.1(3) . . ?
C15 C14 C13 117.6(3) . . ?
C15 C14 C19 120.2(3) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 C14 121.5(3) . . ?
C16 C15 H15 119.2 . . ?
C15 C16 C20 120.4(3) . . ?
C17 C16 C15 118.5(3) . . ?
C17 C16 C20 121.1(3) . . ?
C16 C17 H17 118.8 . . ?
C16 C17 C18 122.3(3) . . ?
C18 C17 H17 118.8 . . ?
C13 C18 C17 117.3(3) . . ?
C13 C18 C21 122.2(3) . . ?
C17 C18 C21 120.4(3) . . ?
C14 C19 H19A 109.5 . . ?
C14 C19 H19B 109.5 . . ?
C14 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C16 C20 H20A 109.5 . . ?
C16 C20 H20B 109.5 . . ?
C16 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
Ni1 C31 H31 124.5 . . ?
C32 C31 Ni1 72.2(2) . . ?
C32 C31 H31 126.2 . . ?
C35 C31 Ni1 68.7(2) . . ?
C35 C31 H31 126.2 . . ?
C35 C31 C32 107.6(4) . . ?
Ni1 C32 H32 125.5 . . ?
C31 C32 Ni1 69.4(2) . . ?
C31 C32 H32 127.4 . . ?
C31 C32 C33 105.2(4) . . ?
C33 C32 Ni1 69.3(2) . . ?
C33 C32 H32 127.4 . . ?
Ni1 C33 H33 121.8 . . ?
C32 C33 Ni1 71.5(2) . . ?
C32 C33 H33 125.5 . . ?
C34 C33 Ni1 72.9(2) . . ?
C34 C33 C32 109.0(4) . . ?
C34 C33 H33 125.5 . . ?
Ni1 C34 H34 127.9 . . ?
C33 C34 Ni1 70.3(2) . . ?
C33 C34 H34 125.5 . . ?
C33 C34 C35 108.9(5) . . ?
C35 C34 Ni1 67.9(2) . . ?
C35 C34 H34 125.5 . . ?
Ni1 C35 H35 119.3 . . ?
C31 C35 Ni1 72.2(3) . . ?
C31 C35 H35 125.5 . . ?
C34 C35 Ni1 74.7(2) . . ?
C34 C35 C31 109.0(4) . . ?
C34 C35 H35 125.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 O1 C5 O2 177.8(2) . . . . ?
Ni1 O1 C5 C4 -1.2(4) . . . . ?
Ni1 C31 C32 C33 60.5(3) . . . . ?
Ni1 C31 C35 C34 -66.3(3) . . . . ?
Ni1 C32 C33 C34 63.7(3) . . . . ?
Ni1 C33 C34 C35 56.9(3) . . . . ?
Ni1 C34 C35 C31 64.6(3) . . . . ?
O1 Ni1 C1 N1 -32.5(3) . . . . ?
O1 Ni1 C1 N2 147.6(4) . . . . ?
N1 C4 C5 O1 -44.6(4) . . . . ?
N1 C4 C5 O2 136.4(3) . . . . ?
N1 C4 C6 C7 172.3(3) . . . . ?
N2 C2 C3 N1 -0.3(4) . . . . ?
N2 C13 C14 C15 179.9(3) . . . . ?
N2 C13 C14 C19 1.3(4) . . . . ?
N2 C13 C18 C17 -179.3(3) . . . . ?
N2 C13 C18 C21 0.2(4) . . . . ?
C1 Ni1 O1 C5 36.1(3) . . . . ?
C1 N1 C3 C2 -0.6(4) . . . . ?
C1 N1 C4 C5 47.9(4) . . . . ?
C1 N1 C4 C6 -75.5(4) . . . . ?
C1 N2 C2 C3 1.1(4) . . . . ?
C1 N2 C13 C14 -76.2(4) . . . . ?
C1 N2 C13 C18 104.3(4) . . . . ?
C2 N2 C1 Ni1 178.5(3) . . . . ?
C2 N2 C1 N1 -1.4(4) . . . . ?
C2 N2 C13 C14 105.5(4) . . . . ?
C2 N2 C13 C18 -74.0(4) . . . . ?
C3 N1 C1 Ni1 -178.7(2) . . . . ?
C3 N1 C1 N2 1.2(4) . . . . ?
C3 N1 C4 C5 -137.8(3) . . . . ?
C3 N1 C4 C6 98.7(4) . . . . ?
C4 N1 C1 Ni1 -3.7(4) . . . . ?
C4 N1 C1 N2 176.2(3) . . . . ?
C4 N1 C3 C2 -175.5(3) . . . . ?
C4 C6 C7 C8 81.0(4) . . . . ?
C4 C6 C7 C12 -100.4(4) . . . . ?
C5 C4 C6 C7 49.5(4) . . . . ?
C6 C4 C5 O1 76.8(3) . . . . ?
C6 C4 C5 O2 -102.2(3) . . . . ?
C6 C7 C8 C9 176.3(3) . . . . ?
C6 C7 C12 C11 -176.7(4) . . . . ?
C7 C8 C9 C10 1.7(6) . . . . ?
C8 C7 C12 C11 2.0(6) . . . . ?
C8 C9 C10 C11 -0.6(7) . . . . ?
C9 C10 C11 C12 0.3(8) . . . . ?
C10 C11 C12 C7 -1.0(8) . . . . ?
C12 C7 C8 C9 -2.3(6) . . . . ?
C13 N2 C1 Ni1 0.0(5) . . . . ?
C13 N2 C1 N1 -179.9(3) . . . . ?
C13 N2 C2 C3 179.6(3) . . . . ?
C13 C14 C15 C16 -0.3(5) . . . . ?
C14 C13 C18 C17 1.3(4) . . . . ?
C14 C13 C18 C21 -179.2(3) . . . . ?
C14 C15 C16 C17 0.5(5) . . . . ?
C14 C15 C16 C20 180.0(3) . . . . ?
C15 C16 C17 C18 0.1(5) . . . . ?
C16 C17 C18 C13 -1.0(5) . . . . ?
C16 C17 C18 C21 179.5(3) . . . . ?
C18 C13 C14 C15 -0.6(4) . . . . ?
C18 C13 C14 C19 -179.2(3) . . . . ?
C19 C14 C15 C16 178.3(3) . . . . ?
C20 C16 C17 C18 -179.3(3) . . . . ?
C31 Ni1 O1 C5 172.5(3) . . . . ?
C31 Ni1 C1 N1 173.0(3) . . . . ?
C31 Ni1 C1 N2 -6.9(4) . . . . ?
C31 C32 C33 Ni1 -60.5(3) . . . . ?
C31 C32 C33 C34 3.1(4) . . . . ?
C32 Ni1 O1 C5 -170.0(3) . . . . ?
C32 Ni1 C1 N1 -163.2(3) . . . . ?
C32 Ni1 C1 N2 16.9(5) . . . . ?
C32 C31 C35 Ni1 62.1(3) . . . . ?
C32 C31 C35 C34 -4.2(4) . . . . ?
C32 C33 C34 Ni1 -62.8(3) . . . . ?
C32 C33 C34 C35 -5.8(5) . . . . ?
C33 Ni1 O1 C5 -131.0(3) . . . . ?
C33 Ni1 C1 N1 97.8(6) . . . . ?
C33 Ni1 C1 N2 -82.1(7) . . . . ?
C33 C34 C35 Ni1 -58.4(3) . . . . ?
C33 C34 C35 C31 6.2(5) . . . . ?
C34 Ni1 O1 C5 -100.1(3) . . . . ?
C34 Ni1 C1 N1 100.3(3) . . . . ?
C34 Ni1 C1 N2 -79.6(4) . . . . ?
C35 Ni1 O1 C5 -101.6(5) . . . . ?
C35 Ni1 C1 N1 133.0(3) . . . . ?
C35 Ni1 C1 N2 -46.9(4) . . . . ?
C35 C31 C32 Ni1 -59.8(3) . . . . ?
C35 C31 C32 C33 0.6(4) . . . . ?

_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_jcf_ileni_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2302833'
loop_
_audit_author_name
_audit_author_address
'Avelino Martin Alonso'
;Universidad de Alcala
Spain
;
_audit_update_record             
;
2023-10-23 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2023-09-21
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
avelino.martin@uah.es
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H28 N2 Ni O2'
_chemical_formula_sum            'C23 H28 N2 Ni O2'
_chemical_formula_weight         423.18
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.4289(5)
_cell_length_b                   13.1499(6)
_cell_length_c                   17.0940(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2119.47(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6041
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      26.036
_cell_measurement_theta_min      2.383
_shelx_estimated_absorpt_T_max   0.879
_shelx_estimated_absorpt_T_min   0.788
_exptl_absorpt_coefficient_mu    0.935
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6522
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1435 before and 0.0665 after correction.
The Ratio of minimum to maximum transmission is 0.8747.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.268
_exptl_crystal_size_mid          0.168
_exptl_crystal_size_min          0.142
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0696
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            30035
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.490
_diffrn_reflns_theta_min         1.954
_diffrn_ambient_temperature      200.00
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  
;
Bruker AXS D8 Venture diffractometer with PhotonIII_C14 charge-integrating and 
photon counting pixel array detector
;
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'multilayer mirror optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'INCOATEC I\ms 3.0'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.766
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                4077
_reflns_number_total             4837
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2019)'
_computing_data_collection       'Apex3 v2019.11-0 (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  
;
SHELXL-2018/3 (Sheldrick, 2015, 2018), 
;
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.698
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.063
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4837
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0575
_refine_ls_R_factor_gt           0.0424
_refine_ls_restrained_S_all      1.035
_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)+(0.0524P)²+1.1951P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1097
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.99(2)
 0.01(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
Uanis(C1) = Uanis(C2) = Uanis(C3) = Uanis(C4) = Uanis(C5)
4.a Ternary CH refined with riding coordinates:
 C7(H7), C8(H8)
4.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
4.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C13(H13), C14(H14), C17(H17), C19(H19)
4.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C21(H21A,H21B,H21C), C22(H22A,H22B,
 H22C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2840(7) 0.2846(6) 0.5707(4) 0.0655(8) Uani 1 1 d . . . . .
H1 H 0.293288 0.218011 0.591531 0.079 Uiso 1 1 calc R U . . .
C2 C 0.3926(8) 0.3420(5) 0.5327(4) 0.0655(8) Uani 1 1 d . . . . .
H2 H 0.486265 0.320347 0.520697 0.079 Uiso 1 1 calc R U . . .
C3 C 0.3310(8) 0.4382(5) 0.5168(3) 0.0655(8) Uani 1 1 d . . . . .
H3 H 0.378741 0.495667 0.495697 0.079 Uiso 1 1 calc R U . . .
C4 C 0.1862(8) 0.4337(5) 0.5377(3) 0.0655(8) Uani 1 1 d . . . . .
H4 H 0.117935 0.485598 0.529209 0.079 Uiso 1 1 calc R U . . .
C5 C 0.1619(8) 0.3442(5) 0.5715(3) 0.0655(8) Uani 1 1 d . . . . .
H5 H 0.073535 0.323818 0.593095 0.079 Uiso 1 1 calc R U . . .
C6 C 0.2835(4) 0.4246(4) 0.8005(2) 0.0295(8) Uani 1 1 d . . . . .
C7 C 0.2689(5) 0.5403(3) 0.7906(2) 0.0268(8) Uani 1 1 d . . . . .
H7 H 0.279954 0.572059 0.843396 0.032 Uiso 1 1 calc R U . . .
C8 C 0.1207(4) 0.5690(4) 0.7595(3) 0.0327(9) Uani 1 1 d . . . . .
H8 H 0.106935 0.532361 0.708785 0.039 Uiso 1 1 calc R U . . .
C9 C 0.1076(7) 0.6811(5) 0.7430(5) 0.071(2) Uani 1 1 d . . . . .
H9A H 0.182103 0.701136 0.705236 0.085 Uiso 1 1 calc R U . . .
H9B H 0.124182 0.719247 0.792071 0.085 Uiso 1 1 calc R U . . .
C10 C -0.0359(8) 0.7104(7) 0.7103(6) 0.103(4) Uani 1 1 d . . . . .
H10A H -0.062572 0.662679 0.668776 0.155 Uiso 1 1 calc R U . . .
H10B H -0.031065 0.779416 0.688731 0.155 Uiso 1 1 calc R U . . .
H10C H -0.106928 0.708207 0.752079 0.155 Uiso 1 1 calc R U . . .
C11 C 0.0071(6) 0.5324(5) 0.8149(4) 0.0533(14) Uani 1 1 d . . . . .
H11A H 0.023774 0.460779 0.827740 0.080 Uiso 1 1 calc R U . . .
H11B H -0.086030 0.539548 0.789997 0.080 Uiso 1 1 calc R U . . .
H11C H 0.009691 0.573137 0.862861 0.080 Uiso 1 1 calc R U . . .
C12 C 0.4196(4) 0.5368(3) 0.6715(2) 0.0258(8) Uani 1 1 d . . . . .
C13 C 0.4655(5) 0.6637(3) 0.7564(3) 0.0304(9) Uani 1 1 d . . . . .
H13 H 0.458645 0.706698 0.800890 0.036 Uiso 1 1 calc R U . . .
C14 C 0.5576(5) 0.6731(3) 0.6971(3) 0.0339(10) Uani 1 1 d . . . . .
H14 H 0.629004 0.723588 0.691611 0.041 Uiso 1 1 calc R U . . .
C15 C 0.6100(4) 0.5780(4) 0.5752(2) 0.0296(8) Uani 1 1 d . . . . .
C16 C 0.5911(5) 0.6432(3) 0.5126(3) 0.0341(10) Uani 1 1 d . . . . .
C17 C 0.6766(6) 0.6284(4) 0.4471(3) 0.0386(10) Uani 1 1 d . . . . .
H17 H 0.666710 0.672742 0.403602 0.046 Uiso 1 1 calc R U . . .
C18 C 0.7755(5) 0.5508(4) 0.4438(3) 0.0388(11) Uani 1 1 d . . . . .
C19 C 0.7895(5) 0.4872(4) 0.5071(3) 0.0391(11) Uani 1 1 d . . . . .
H19 H 0.856356 0.433271 0.504721 0.047 Uiso 1 1 calc R U . . .
C20 C 0.7086(4) 0.4994(4) 0.5746(3) 0.0340(10) Uani 1 1 d . . . . .
C21 C 0.4829(7) 0.7275(4) 0.5135(4) 0.0548(15) Uani 1 1 d . . . . .
H21A H 0.525700 0.789135 0.535457 0.082 Uiso 1 1 calc R U . . .
H21B H 0.401695 0.707123 0.545742 0.082 Uiso 1 1 calc R U . . .
H21C H 0.450796 0.741081 0.460018 0.082 Uiso 1 1 calc R U . . .
C22 C 0.8674(6) 0.5371(5) 0.3723(4) 0.0581(16) Uani 1 1 d . . . . .
H22A H 0.964246 0.520271 0.388463 0.087 Uiso 1 1 calc R U . . .
H22B H 0.868283 0.600343 0.341894 0.087 Uiso 1 1 calc R U . . .
H22C H 0.829192 0.481940 0.340031 0.087 Uiso 1 1 calc R U . . .
C23 C 0.7304(6) 0.4301(5) 0.6437(3) 0.0549(13) Uani 1 1 d . . . . .
H23A H 0.640395 0.397152 0.657112 0.082 Uiso 1 1 calc R U . . .
H23B H 0.764041 0.469881 0.688463 0.082 Uiso 1 1 calc R U . . .
H23C H 0.800900 0.378119 0.630426 0.082 Uiso 1 1 calc R U . . .
N1 N 0.3822(3) 0.5795(3) 0.74067(19) 0.0266(7) Uani 1 1 d . . . . .
N2 N 0.5282(3) 0.5945(2) 0.6455(2) 0.0287(7) Uani 1 1 d . . . . .
Ni1 Ni 0.32911(6) 0.41989(4) 0.63589(3) 0.02990(16) Uani 1 1 d . . . . .
O1 O 0.3051(4) 0.3718(2) 0.73834(18) 0.0370(7) Uani 1 1 d . . . . .
O2 O 0.2707(4) 0.3885(2) 0.8659(2) 0.0402(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 0.9500 . ?
C1 C2 1.428(10) . ?
C1 C5 1.393(10) . ?
C1 Ni1 2.142(6) . ?
C2 H2 0.9500 . ?
C2 C3 1.419(10) . ?
C2 Ni1 2.126(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.413(10) . ?
C3 Ni1 2.051(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.330(10) . ?
C4 Ni1 2.159(6) . ?
C5 H5 0.9500 . ?
C5 Ni1 2.165(6) . ?
C6 C7 1.537(6) . ?
C6 O1 1.286(5) . ?
C6 O2 1.220(5) . ?
C7 H7 1.0000 . ?
C7 C8 1.542(6) . ?
C7 N1 1.461(5) . ?
C8 H8 1.0000 . ?
C8 C9 1.506(8) . ?
C8 C11 1.508(7) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.514(10) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 N1 1.355(5) . ?
C12 N2 1.350(5) . ?
C12 Ni1 1.860(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.340(7) . ?
C13 N1 1.384(5) . ?
C14 H14 0.9500 . ?
C14 N2 1.387(6) . ?
C15 C16 1.383(6) . ?
C15 C20 1.390(6) . ?
C15 N2 1.445(5) . ?
C16 C17 1.394(6) . ?
C16 C21 1.507(7) . ?
C17 H17 0.9500 . ?
C17 C18 1.383(7) . ?
C18 C19 1.374(7) . ?
C18 C22 1.509(7) . ?
C19 H19 0.9500 . ?
C19 C20 1.392(6) . ?
C20 C23 1.506(7) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
Ni1 O1 1.876(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 H1 126.3 . . ?
C2 C1 Ni1 69.8(4) . . ?
C5 C1 H1 126.3 . . ?
C5 C1 C2 107.5(7) . . ?
C5 C1 Ni1 72.1(4) . . ?
Ni1 C1 H1 123.5 . . ?
C1 C2 H2 127.3 . . ?
C1 C2 Ni1 71.1(4) . . ?
C3 C2 C1 105.3(7) . . ?
C3 C2 H2 127.3 . . ?
C3 C2 Ni1 67.3(4) . . ?
Ni1 C2 H2 125.9 . . ?
C2 C3 H3 126.0 . . ?
C2 C3 Ni1 73.0(4) . . ?
C4 C3 C2 108.0(7) . . ?
C4 C3 H3 126.0 . . ?
C4 C3 Ni1 74.6(4) . . ?
Ni1 C3 H3 118.3 . . ?
C3 C4 H4 125.8 . . ?
C3 C4 Ni1 66.3(4) . . ?
C5 C4 C3 108.3(7) . . ?
C5 C4 H4 125.8 . . ?
C5 C4 Ni1 72.3(4) . . ?
Ni1 C4 H4 127.0 . . ?
C1 C5 H5 124.7 . . ?
C1 C5 Ni1 70.2(4) . . ?
C4 C5 C1 110.5(7) . . ?
C4 C5 H5 124.7 . . ?
C4 C5 Ni1 71.8(4) . . ?
Ni1 C5 H5 124.8 . . ?
O1 C6 C7 117.3(4) . . ?
O2 C6 C7 118.5(4) . . ?
O2 C6 O1 124.2(4) . . ?
C6 C7 H7 107.7 . . ?
C6 C7 C8 111.2(4) . . ?
C8 C7 H7 107.7 . . ?
N1 C7 C6 110.4(3) . . ?
N1 C7 H7 107.7 . . ?
N1 C7 C8 112.1(3) . . ?
C7 C8 H8 107.4 . . ?
C9 C8 C7 112.2(4) . . ?
C9 C8 H8 107.4 . . ?
C9 C8 C11 111.8(5) . . ?
C11 C8 C7 110.5(4) . . ?
C11 C8 H8 107.4 . . ?
C8 C9 H9A 109.0 . . ?
C8 C9 H9B 109.0 . . ?
C8 C9 C10 113.1(6) . . ?
H9A C9 H9B 107.8 . . ?
C10 C9 H9A 109.0 . . ?
C10 C9 H9B 109.0 . . ?
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 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N1 C12 Ni1 120.5(3) . . ?
N2 C12 N1 104.6(3) . . ?
N2 C12 Ni1 134.8(3) . . ?
C14 C13 H13 126.4 . . ?
C14 C13 N1 107.2(4) . . ?
N1 C13 H13 126.4 . . ?
C13 C14 H14 126.8 . . ?
C13 C14 N2 106.4(4) . . ?
N2 C14 H14 126.8 . . ?
C16 C15 C20 122.8(4) . . ?
C16 C15 N2 118.7(4) . . ?
C20 C15 N2 118.4(4) . . ?
C15 C16 C17 117.4(4) . . ?
C15 C16 C21 122.4(4) . . ?
C17 C16 C21 120.2(5) . . ?
C16 C17 H17 119.1 . . ?
C18 C17 C16 121.7(5) . . ?
C18 C17 H17 119.1 . . ?
C17 C18 C22 120.5(5) . . ?
C19 C18 C17 118.8(4) . . ?
C19 C18 C22 120.7(5) . . ?
C18 C19 H19 119.0 . . ?
C18 C19 C20 122.0(4) . . ?
C20 C19 H19 119.0 . . ?
C15 C20 C19 117.3(4) . . ?
C15 C20 C23 122.4(4) . . ?
C19 C20 C23 120.4(4) . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C22 H22A 109.5 . . ?
C18 C22 H22B 109.5 . . ?
C18 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C12 N1 C7 123.6(4) . . ?
C12 N1 C13 110.7(3) . . ?
C13 N1 C7 125.7(4) . . ?
C12 N2 C14 111.2(4) . . ?
C12 N2 C15 126.5(3) . . ?
C14 N2 C15 122.3(3) . . ?
C1 Ni1 C4 62.7(3) . . ?
C1 Ni1 C5 37.7(3) . . ?
C2 Ni1 C1 39.1(3) . . ?
C2 Ni1 C4 64.6(3) . . ?
C2 Ni1 C5 64.0(3) . . ?
C3 Ni1 C1 65.3(3) . . ?
C3 Ni1 C2 39.7(3) . . ?
C3 Ni1 C4 39.1(3) . . ?
C3 Ni1 C5 63.6(3) . . ?
C4 Ni1 C5 35.8(3) . . ?
C12 Ni1 C1 161.3(2) . . ?
C12 Ni1 C2 122.7(2) . . ?
C12 Ni1 C3 102.9(2) . . ?
C12 Ni1 C4 118.1(2) . . ?
C12 Ni1 C5 151.7(2) . . ?
C12 Ni1 O1 91.63(16) . . ?
O1 Ni1 C1 100.5(2) . . ?
O1 Ni1 C2 130.2(2) . . ?
O1 Ni1 C3 165.4(2) . . ?
O1 Ni1 C4 132.7(2) . . ?
O1 Ni1 C5 103.4(2) . . ?
C6 O1 Ni1 127.5(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -5.6(6) . . . . ?
C1 C2 C3 Ni1 61.3(4) . . . . ?
C1 Ni1 O1 C6 -160.7(4) . . . . ?
C2 C1 C5 C4 -0.4(7) . . . . ?
C2 C1 C5 Ni1 -61.2(4) . . . . ?
C2 C3 C4 C5 5.6(6) . . . . ?
C2 C3 C4 Ni1 65.9(4) . . . . ?
C2 Ni1 O1 C6 170.6(4) . . . . ?
C3 C4 C5 C1 -3.2(7) . . . . ?
C3 C4 C5 Ni1 56.6(4) . . . . ?
C3 Ni1 O1 C6 -148.2(9) . . . . ?
C4 Ni1 O1 C6 -98.4(4) . . . . ?
C5 C1 C2 C3 3.8(6) . . . . ?
C5 C1 C2 Ni1 62.6(4) . . . . ?
C5 Ni1 O1 C6 -122.2(4) . . . . ?
C6 C7 C8 C9 -175.3(5) . . . . ?
C6 C7 C8 C11 59.2(5) . . . . ?
C6 C7 N1 C12 47.3(5) . . . . ?
C6 C7 N1 C13 -132.7(4) . . . . ?
C7 C6 O1 Ni1 2.8(5) . . . . ?
C7 C8 C9 C10 178.4(6) . . . . ?
C8 C7 N1 C12 -77.2(5) . . . . ?
C8 C7 N1 C13 102.8(5) . . . . ?
C11 C8 C9 C10 -56.9(9) . . . . ?
C12 Ni1 O1 C6 33.6(4) . . . . ?
C13 C14 N2 C12 0.1(5) . . . . ?
C13 C14 N2 C15 -177.8(4) . . . . ?
C14 C13 N1 C7 179.1(4) . . . . ?
C14 C13 N1 C12 -0.9(5) . . . . ?
C15 C16 C17 C18 0.9(7) . . . . ?
C16 C15 C20 C19 -0.5(6) . . . . ?
C16 C15 C20 C23 178.8(5) . . . . ?
C16 C15 N2 C12 108.2(5) . . . . ?
C16 C15 N2 C14 -74.3(5) . . . . ?
C16 C17 C18 C19 -0.2(7) . . . . ?
C16 C17 C18 C22 -179.6(4) . . . . ?
C17 C18 C19 C20 -0.9(7) . . . . ?
C18 C19 C20 C15 1.3(7) . . . . ?
C18 C19 C20 C23 -178.1(5) . . . . ?
C20 C15 C16 C17 -0.5(7) . . . . ?
C20 C15 C16 C21 179.4(5) . . . . ?
C20 C15 N2 C12 -74.3(5) . . . . ?
C20 C15 N2 C14 103.2(5) . . . . ?
C21 C16 C17 C18 -179.0(5) . . . . ?
C22 C18 C19 C20 178.5(4) . . . . ?
N1 C7 C8 C9 -51.3(6) . . . . ?
N1 C7 C8 C11 -176.8(4) . . . . ?
N1 C12 N2 C14 -0.6(5) . . . . ?
N1 C12 N2 C15 177.2(4) . . . . ?
N1 C12 Ni1 C1 -164.0(6) . . . . ?
N1 C12 Ni1 C2 -175.1(4) . . . . ?
N1 C12 Ni1 C3 147.2(4) . . . . ?
N1 C12 Ni1 C4 108.5(4) . . . . ?
N1 C12 Ni1 C5 89.6(6) . . . . ?
N1 C12 Ni1 O1 -33.2(4) . . . . ?
N1 C13 C14 N2 0.5(5) . . . . ?
N2 C12 N1 C7 -179.1(4) . . . . ?
N2 C12 N1 C13 0.9(5) . . . . ?
N2 C12 Ni1 C1 12.6(10) . . . . ?
N2 C12 Ni1 C2 1.5(6) . . . . ?
N2 C12 Ni1 C3 -36.2(5) . . . . ?
N2 C12 Ni1 C4 -75.0(5) . . . . ?
N2 C12 Ni1 C5 -93.9(6) . . . . ?
N2 C12 Ni1 O1 143.3(4) . . . . ?
N2 C15 C16 C17 176.9(4) . . . . ?
N2 C15 C16 C21 -3.3(7) . . . . ?
N2 C15 C20 C19 -177.9(4) . . . . ?
N2 C15 C20 C23 1.4(7) . . . . ?
Ni1 C1 C2 C3 -58.9(4) . . . . ?
Ni1 C1 C5 C4 60.8(4) . . . . ?
Ni1 C2 C3 C4 -67.0(4) . . . . ?
Ni1 C3 C4 C5 -60.4(4) . . . . ?
Ni1 C4 C5 C1 -59.8(4) . . . . ?
Ni1 C12 N1 C7 -1.6(6) . . . . ?
Ni1 C12 N1 C13 178.4(3) . . . . ?
Ni1 C12 N2 C14 -177.6(4) . . . . ?
Ni1 C12 N2 C15 0.2(7) . . . . ?
O1 C6 C7 C8 77.9(5) . . . . ?
O1 C6 C7 N1 -47.1(5) . . . . ?
O2 C6 C7 C8 -100.5(4) . . . . ?
O2 C6 C7 N1 134.5(4) . . . . ?
O2 C6 O1 Ni1 -178.9(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.99(2)
2 0.01(2)

####################################################################### 
# 
# 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_pgsphgni_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2302834'
loop_
_audit_author_name
_audit_author_address
'Avelino Martin Alonso'
;Universidad de Alcala
Spain
;
_audit_update_record             
;
2023-10-23 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2023-09-22
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
avelino.martin@uah.es
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H24 N2 Ni O2'
_chemical_formula_sum            'C25 H24 N2 Ni O2'
_chemical_formula_weight         443.17
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.3904(10)
_cell_length_b                   11.4363(9)
_cell_length_c                   16.0226(11)
_cell_angle_alpha                90
_cell_angle_beta                 105.807(2)
_cell_angle_gamma                90
_cell_volume                     2184.6(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7863
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      27.470
_cell_measurement_theta_min      2.571
_shelx_estimated_absorpt_T_max   0.961
_shelx_estimated_absorpt_T_min   0.833
_exptl_absorpt_coefficient_mu    0.911
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8378
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1278 before and 0.0797 after correction.
The Ratio of minimum to maximum transmission is 0.8378.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.208
_exptl_crystal_size_mid          0.129
_exptl_crystal_size_min          0.044
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1328
_diffrn_reflns_av_unetI/netI     0.0496
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            48749
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.026
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         3.258
_diffrn_ambient_temperature      200.00
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  
;
Bruker AXS D8 Venture diffractometer with PhotonIII_C14 charge-integrating and 
photon counting pixel array detector
;
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'multilayer mirror optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'INCOATEC I\ms 3.0'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3231
_reflns_number_total             3855
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'Apex3 v2019.11-0 (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.692
_refine_diff_density_min         -0.943
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.198
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         3855
_refine_ls_number_restraints     228
_refine_ls_R_factor_all          0.0941
_refine_ls_R_factor_gt           0.0788
_refine_ls_restrained_S_all      1.174
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0582P)²+7.7195P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1667
_refine_ls_wR_factor_ref         0.1739
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25: within 1.7A with sigma of 0.04 and
sigma for terminal atoms of 0.08 within 1.7A
C31 \\sim C36 \\sim C35 \\sim C34 \\sim C33 \\sim C32: within 1.7A with sigma
of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
Uanis(C31) \\sim Ueq, Uanis(C32) \\sim Ueq, Uanis(C33) \\sim Ueq, Uanis(C34)
\\sim Ueq, Uanis(C35) \\sim Ueq, Uanis(C36) \\sim Ueq: with sigma of 0.1 and
sigma for terminal atoms of 0.2
Uanis(C31) \\sim Ueq, Uanis(C32A) \\sim Ueq, Uanis(C33A) \\sim Ueq, Uanis(C34)
\\sim Ueq, Uanis(C35A) \\sim Ueq, Uanis(C36A) \\sim Ueq: with sigma of 0.1 and
sigma for terminal atoms of 0.2
Uanis(C21) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C24)
\\sim Ueq, Uanis(C25) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms
of 0.2
3. Rigid body (RIGU) restrains
 C31, C34, C32, C33, C35, C36
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C31, C34, C32A, C33A, C35A, C36A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(H34A)=Sof(C32A)=Sof(H32A)=Sof(C33A)=Sof(H33A)=Sof(C35A)=Sof(H35A)=
 Sof(C36A)=Sof(H36A)=1-FVAR(1)
 Sof(H34)=Sof(C32)=Sof(H32)=Sof(C33)=Sof(H33)=Sof(C35)=Sof(H35)=Sof(C36)=
 Sof(H36)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C5(H5)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C8(H8), C10(H10), C21(H21), C22(H22), C23(H23), C24(H24),
 C25(H25), C34(H34), C34(H34A), C32(H32), C33(H33), C35(H35), C36(H36),
 C32A(H32A), C33A(H33A), C35A(H35A), C36A(H36A)
5.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C)
;

# start Validation Reply Form
_vrf_PLAT213_pgsphgni_0m_a       
;
PROBLEM: Atom C36 has ADP max/min Ratio ..... 7.0 prolat
RESPONSE: C36 is located in a disordered phenyl group, being the less occupied
in PART1. RIGU and ISOR restraints have been used, but a prolate atom is still
obtained.

PROBLEM: Atom C23 has ADP max/min Ratio ..... 4.6 prolat
RESPONSE: C23 belongs to the cyclopentadienyl ligand linked to Ni1,  SIMU and
ISOR restraints have been used, but a prolate atom is still obtained.
;
# end Validation Reply Form

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.74932(6) 0.33877(6) 0.55723(4) 0.0237(2) Uani 1 1 d . . . . .
O1 O 0.6528(3) 0.2489(3) 0.6032(2) 0.0315(9) Uani 1 1 d . . . . .
O2 O 0.5490(4) 0.0970(4) 0.6148(2) 0.0456(12) Uani 1 1 d . . . . .
N1 N 0.6436(4) 0.1718(4) 0.4335(3) 0.0279(10) Uani 1 1 d . . . . .
N2 N 0.6697(4) 0.3239(4) 0.3648(3) 0.0268(10) Uani 1 1 d . . . . .
C1 C 0.6877(4) 0.2798(4) 0.4464(3) 0.0225(11) Uani 1 1 d . . . . .
C2 C 0.5987(6) 0.1474(5) 0.3455(3) 0.0386(14) Uani 1 1 d . . . . .
H2 H 0.563660 0.076990 0.320599 0.046 Uiso 1 1 calc R U . . .
C3 C 0.6155(5) 0.2445(5) 0.3031(3) 0.0361(14) Uani 1 1 d . . . . .
H3 H 0.593903 0.256052 0.242099 0.043 Uiso 1 1 calc R U . . .
C4 C 0.6099(5) 0.1478(5) 0.5788(3) 0.0284(12) Uani 1 1 d . . . . .
C5 C 0.6373(5) 0.0887(5) 0.5014(3) 0.0321(13) Uani 1 1 d . . . . .
H5 H 0.573644 0.034514 0.475335 0.039 Uiso 1 1 calc R U . . .
C6 C 0.6875(4) 0.4445(4) 0.3467(3) 0.0246(11) Uani 1 1 d . . . . .
C7 C 0.6115(5) 0.5272(5) 0.3601(3) 0.0343(13) Uani 1 1 d . . . . .
C8 C 0.6322(6) 0.6450(6) 0.3486(4) 0.0493(17) Uani 1 1 d . . . . .
H8 H 0.583036 0.702548 0.360427 0.059 Uiso 1 1 calc R U . . .
C9 C 0.7226(6) 0.6793(6) 0.3205(5) 0.058(2) Uani 1 1 d . . . . .
C10 C 0.7921(6) 0.5951(6) 0.3026(4) 0.0494(18) Uani 1 1 d . . . . .
H10 H 0.852176 0.618925 0.280130 0.059 Uiso 1 1 calc R U . . .
C11 C 0.7784(5) 0.4764(5) 0.3158(4) 0.0354(13) Uani 1 1 d . . . . .
C12 C 0.5074(5) 0.4920(7) 0.3855(4) 0.0523(18) Uani 1 1 d . . . . .
H12A H 0.460479 0.442176 0.340196 0.078 Uiso 1 1 calc R U . . .
H12B H 0.465286 0.562103 0.392550 0.078 Uiso 1 1 calc R U . . .
H12C H 0.528941 0.448747 0.440402 0.078 Uiso 1 1 calc R U . . .
C13 C 0.7435(10) 0.8077(7) 0.3082(8) 0.116(4) Uani 1 1 d . . . . .
H13A H 0.676307 0.852682 0.308482 0.174 Uiso 1 1 calc R U . . .
H13B H 0.760997 0.818934 0.252668 0.174 Uiso 1 1 calc R U . . .
H13C H 0.806793 0.834601 0.355534 0.174 Uiso 1 1 calc R U . . .
C14 C 0.8574(6) 0.3856(7) 0.2989(5) 0.0567(19) Uani 1 1 d . . . . .
H14A H 0.816027 0.331076 0.254440 0.085 Uiso 1 1 calc R U . . .
H14B H 0.891261 0.342573 0.352598 0.085 Uiso 1 1 calc R U . . .
H14C H 0.916477 0.423795 0.278771 0.085 Uiso 1 1 calc R U . . .
C21 C 0.8245(9) 0.4307(10) 0.6727(5) 0.079(3) Uani 1 1 d . U . . .
H21 H 0.796611 0.422456 0.722044 0.094 Uiso 1 1 calc R U . . .
C22 C 0.7892(7) 0.5104(7) 0.6104(7) 0.071(2) Uani 1 1 d . U . . .
H22 H 0.737660 0.571805 0.610445 0.085 Uiso 1 1 calc R U . . .
C23 C 0.8409(6) 0.4878(6) 0.5455(4) 0.054(2) Uani 1 1 d . U . . .
H23 H 0.828745 0.528502 0.492030 0.065 Uiso 1 1 calc R U . . .
C24 C 0.9172(6) 0.3904(7) 0.5745(6) 0.061(2) Uani 1 1 d . U . . .
H24 H 0.964498 0.353227 0.544787 0.073 Uiso 1 1 calc R U . . .
C25 C 0.9045(7) 0.3644(8) 0.6559(5) 0.066(2) Uani 1 1 d . U . . .
H25 H 0.946947 0.307464 0.694289 0.079 Uiso 1 1 calc R U . . .
C31 C 0.7425(6) 0.0131(5) 0.5312(4) 0.0436(15) Uani 1 1 d . U . . .
C34 C 0.9297(11) -0.1300(10) 0.5917(7) 0.096(3) Uani 1 1 d . U . . .
H34 H 0.995119 -0.176369 0.612769 0.115 Uiso 0.35(3) 1 calc R U P A 1
H34A H 0.992117 -0.181595 0.607073 0.115 Uiso 0.65(3) 1 calc R U P A 2
C32 C 0.840(2) 0.043(2) 0.583(2) 0.056(6) Uani 0.35(3) 1 d . U P A 1
H32 H 0.848131 0.121025 0.604453 0.067 Uiso 0.35(3) 1 calc R U P A 1
C33 C 0.932(3) -0.029(3) 0.610(2) 0.083(8) Uani 0.35(3) 1 d . U P A 1
H33 H 1.000885 0.003163 0.643864 0.100 Uiso 0.35(3) 1 calc R U P A 1
C35 C 0.831(3) -0.182(3) 0.540(3) 0.096(9) Uani 0.35(3) 1 d . U P A 1
H35 H 0.825737 -0.260725 0.519810 0.115 Uiso 0.35(3) 1 calc R U P A 1
C36 C 0.751(2) -0.1082(18) 0.523(2) 0.041(5) Uani 0.35(3) 1 d . U P A 1
H36 H 0.680319 -0.144166 0.498826 0.049 Uiso 0.35(3) 1 calc R U P A 1
C32A C 0.8463(13) 0.0548(13) 0.5347(19) 0.078(6) Uani 0.65(3) 1 d . U P A 2
H32A H 0.852998 0.131683 0.514254 0.093 Uiso 0.65(3) 1 calc R U P A 2
C33A C 0.9447(18) -0.0118(17) 0.5676(19) 0.098(6) Uani 0.65(3) 1 d . U P A 2
H33A H 1.017140 0.020181 0.573524 0.118 Uiso 0.65(3) 1 calc R U P A 2
C35A C 0.8328(19) -0.1659(16) 0.5924(17) 0.099(6) Uani 0.65(3) 1 d . U P A 2
H35A H 0.827123 -0.239647 0.618144 0.119 Uiso 0.65(3) 1 calc R U P A 2
C36A C 0.733(2) -0.1022(13) 0.5571(13) 0.071(5) Uani 0.65(3) 1 d . U P A 2
H36A H 0.661986 -0.136909 0.551163 0.086 Uiso 0.65(3) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O1 1.873(4) . ?
Ni1 C1 1.858(5) . ?
Ni1 C21 2.112(7) . ?
Ni1 C22 2.143(7) . ?
Ni1 C23 2.085(6) . ?
Ni1 C24 2.107(6) . ?
Ni1 C25 2.151(6) . ?
O1 C4 1.287(6) . ?
O2 C4 1.216(6) . ?
N1 C1 1.343(6) . ?
N1 C2 1.396(6) . ?
N1 C5 1.463(7) . ?
N2 C1 1.362(6) . ?
N2 C3 1.375(7) . ?
N2 C6 1.438(6) . ?
C2 H2 0.9500 . ?
C2 C3 1.346(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.530(7) . ?
C5 H5 1.0000 . ?
C5 C31 1.528(9) . ?
C6 C7 1.392(8) . ?
C6 C11 1.396(8) . ?
C7 C8 1.393(9) . ?
C7 C12 1.509(9) . ?
C8 H8 0.9500 . ?
C8 C9 1.374(11) . ?
C9 C10 1.373(11) . ?
C9 C13 1.513(10) . ?
C10 H10 0.9500 . ?
C10 C11 1.392(9) . ?
C11 C14 1.501(9) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C21 H21 0.9500 . ?
C21 C22 1.335(13) . ?
C21 C25 1.332(13) . ?
C22 H22 0.9500 . ?
C22 C23 1.385(11) . ?
C23 H23 0.9500 . ?
C23 C24 1.454(11) . ?
C24 H24 0.9500 . ?
C24 C25 1.388(11) . ?
C25 H25 0.9500 . ?
C31 C32 1.32(3) . ?
C31 C36 1.40(2) . ?
C31 C32A 1.359(17) . ?
C31 C36A 1.397(15) . ?
C34 H34 0.9500 . ?
C34 H34A 0.9500 . ?
C34 C33 1.19(4) . ?
C34 C35 1.41(5) . ?
C34 C33A 1.43(2) . ?
C34 C35A 1.27(2) . ?
C32 H32 0.9500 . ?
C32 C33 1.38(4) . ?
C33 H33 0.9500 . ?
C35 H35 0.9500 . ?
C35 C36 1.28(4) . ?
C36 H36 0.9500 . ?
C32A H32A 0.9500 . ?
C32A C33A 1.41(2) . ?
C33A H33A 0.9500 . ?
C35A H35A 0.9500 . ?
C35A C36A 1.41(3) . ?
C36A H36A 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
O1 Ni1 C21 96.1(3) . . ?
O1 Ni1 C22 116.7(3) . . ?
O1 Ni1 C23 154.9(3) . . ?
O1 Ni1 C24 144.6(3) . . ?
O1 Ni1 C25 108.9(2) . . ?
C1 Ni1 O1 92.08(19) . . ?
C1 Ni1 C21 170.6(3) . . ?
C1 Ni1 C22 134.6(3) . . ?
C1 Ni1 C23 107.6(2) . . ?
C1 Ni1 C24 111.2(3) . . ?
C1 Ni1 C25 143.5(3) . . ?
C21 Ni1 C22 36.6(4) . . ?
C21 Ni1 C25 36.4(3) . . ?
C22 Ni1 C25 61.3(4) . . ?
C23 Ni1 C21 63.3(3) . . ?
C23 Ni1 C22 38.2(3) . . ?
C23 Ni1 C24 40.6(3) . . ?
C23 Ni1 C25 63.6(3) . . ?
C24 Ni1 C21 64.0(3) . . ?
C24 Ni1 C22 65.1(3) . . ?
C24 Ni1 C25 38.0(3) . . ?
C4 O1 Ni1 128.9(3) . . ?
C1 N1 C2 111.9(4) . . ?
C1 N1 C5 125.8(4) . . ?
C2 N1 C5 122.3(4) . . ?
C1 N2 C3 111.5(4) . . ?
C1 N2 C6 123.7(4) . . ?
C3 N2 C6 124.0(4) . . ?
N1 C1 Ni1 121.7(4) . . ?
N1 C1 N2 103.8(4) . . ?
N2 C1 Ni1 134.4(4) . . ?
N1 C2 H2 127.2 . . ?
C3 C2 N1 105.7(5) . . ?
C3 C2 H2 127.2 . . ?
N2 C3 H3 126.4 . . ?
C2 C3 N2 107.1(5) . . ?
C2 C3 H3 126.4 . . ?
O1 C4 C5 118.6(5) . . ?
O2 C4 O1 122.9(5) . . ?
O2 C4 C5 118.5(5) . . ?
N1 C5 C4 112.6(4) . . ?
N1 C5 H5 106.8 . . ?
N1 C5 C31 112.7(5) . . ?
C4 C5 H5 106.8 . . ?
C31 C5 C4 110.8(4) . . ?
C31 C5 H5 106.8 . . ?
C7 C6 N2 118.3(5) . . ?
C7 C6 C11 121.5(5) . . ?
C11 C6 N2 120.3(5) . . ?
C6 C7 C8 118.7(6) . . ?
C6 C7 C12 121.6(6) . . ?
C8 C7 C12 119.7(6) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 C7 121.0(7) . . ?
C9 C8 H8 119.5 . . ?
C8 C9 C13 120.2(8) . . ?
C10 C9 C8 118.9(6) . . ?
C10 C9 C13 120.9(8) . . ?
C9 C10 H10 118.6 . . ?
C9 C10 C11 122.8(6) . . ?
C11 C10 H10 118.6 . . ?
C6 C11 C14 120.8(5) . . ?
C10 C11 C6 116.9(6) . . ?
C10 C11 C14 122.3(6) . . ?
C7 C12 H12A 109.5 . . ?
C7 C12 H12B 109.5 . . ?
C7 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Ni1 C21 H21 120.4 . . ?
C22 C21 Ni1 73.0(4) . . ?
C22 C21 H21 124.8 . . ?
C25 C21 Ni1 73.4(5) . . ?
C25 C21 H21 124.8 . . ?
C25 C21 C22 110.3(8) . . ?
Ni1 C22 H22 126.5 . . ?
C21 C22 Ni1 70.4(4) . . ?
C21 C22 H22 126.0 . . ?
C21 C22 C23 108.1(8) . . ?
C23 C22 Ni1 68.6(4) . . ?
C23 C22 H22 126.0 . . ?
Ni1 C23 H23 121.7 . . ?
C22 C23 Ni1 73.2(4) . . ?
C22 C23 H23 126.4 . . ?
C22 C23 C24 107.2(7) . . ?
C24 C23 Ni1 70.5(3) . . ?
C24 C23 H23 126.4 . . ?
Ni1 C24 H24 122.1 . . ?
C23 C24 Ni1 68.9(3) . . ?
C23 C24 H24 128.2 . . ?
C25 C24 Ni1 72.7(4) . . ?
C25 C24 C23 103.5(7) . . ?
C25 C24 H24 128.2 . . ?
Ni1 C25 H25 127.4 . . ?
C21 C25 Ni1 70.2(4) . . ?
C21 C25 C24 110.4(7) . . ?
C21 C25 H25 124.8 . . ?
C24 C25 Ni1 69.2(4) . . ?
C24 C25 H25 124.8 . . ?
C32 C31 C5 127.7(11) . . ?
C32 C31 C36 103.7(17) . . ?
C36 C31 C5 127.7(14) . . ?
C32A C31 C5 122.1(8) . . ?
C32A C31 C36A 118.1(15) . . ?
C36A C31 C5 119.7(12) . . ?
C33 C34 H34 119.4 . . ?
C33 C34 C35 121(2) . . ?
C35 C34 H34 119.4 . . ?
C33A C34 H34A 120.0 . . ?
C35A C34 H34A 120.0 . . ?
C35A C34 C33A 119.9(14) . . ?
C31 C32 H32 117.2 . . ?
C31 C32 C33 126(3) . . ?
C33 C32 H32 117.2 . . ?
C34 C33 C32 123(4) . . ?
C34 C33 H33 118.6 . . ?
C32 C33 H33 118.6 . . ?
C34 C35 H35 124.9 . . ?
C36 C35 C34 110(3) . . ?
C36 C35 H35 124.9 . . ?
C31 C36 H36 112.4 . . ?
C35 C36 C31 135(3) . . ?
C35 C36 H36 112.4 . . ?
C31 C32A H32A 118.7 . . ?
C31 C32A C33A 122.5(14) . . ?
C33A C32A H32A 118.7 . . ?
C34 C33A H33A 121.7 . . ?
C32A C33A C34 116.6(18) . . ?
C32A C33A H33A 121.7 . . ?
C34 C35A H35A 118.2 . . ?
C34 C35A C36A 123.6(16) . . ?
C36A C35A H35A 118.2 . . ?
C31 C36A C35A 118.3(19) . . ?
C31 C36A H36A 120.8 . . ?
C35A C36A H36A 120.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 O1 C4 O2 179.0(4) . . . . ?
Ni1 O1 C4 C5 -0.7(7) . . . . ?
Ni1 C21 C22 C23 -58.5(5) . . . . ?
Ni1 C21 C25 C24 57.6(5) . . . . ?
Ni1 C22 C23 C24 -62.7(4) . . . . ?
Ni1 C23 C24 C25 -65.2(4) . . . . ?
Ni1 C24 C25 C21 -58.1(5) . . . . ?
O1 Ni1 C1 N1 -29.6(4) . . . . ?
O1 Ni1 C1 N2 147.3(5) . . . . ?
O1 C4 C5 N1 -37.5(7) . . . . ?
O1 C4 C5 C31 89.7(6) . . . . ?
O2 C4 C5 N1 142.8(5) . . . . ?
O2 C4 C5 C31 -89.9(7) . . . . ?
N1 C2 C3 N2 0.4(7) . . . . ?
N1 C5 C31 C32 77(2) . . . . ?
N1 C5 C31 C36 -115.6(14) . . . . ?
N1 C5 C31 C32A 34.4(16) . . . . ?
N1 C5 C31 C36A -146.6(12) . . . . ?
N2 C6 C7 C8 175.6(5) . . . . ?
N2 C6 C7 C12 -5.2(8) . . . . ?
N2 C6 C11 C10 -177.9(5) . . . . ?
N2 C6 C11 C14 1.5(8) . . . . ?
C1 Ni1 O1 C4 30.9(5) . . . . ?
C1 N1 C2 C3 -0.4(7) . . . . ?
C1 N1 C5 C4 38.6(8) . . . . ?
C1 N1 C5 C31 -87.7(6) . . . . ?
C1 N2 C3 C2 -0.4(7) . . . . ?
C1 N2 C6 C7 -72.7(7) . . . . ?
C1 N2 C6 C11 107.9(6) . . . . ?
C2 N1 C1 Ni1 177.9(4) . . . . ?
C2 N1 C1 N2 0.2(6) . . . . ?
C2 N1 C5 C4 -138.8(5) . . . . ?
C2 N1 C5 C31 95.0(6) . . . . ?
C3 N2 C1 Ni1 -177.2(5) . . . . ?
C3 N2 C1 N1 0.1(6) . . . . ?
C3 N2 C6 C7 96.0(6) . . . . ?
C3 N2 C6 C11 -83.5(7) . . . . ?
C4 C5 C31 C32 -50(2) . . . . ?
C4 C5 C31 C36 117.2(14) . . . . ?
C4 C5 C31 C32A -92.8(15) . . . . ?
C4 C5 C31 C36A 86.2(12) . . . . ?
C5 N1 C1 Ni1 0.3(7) . . . . ?
C5 N1 C1 N2 -177.4(5) . . . . ?
C5 N1 C2 C3 177.3(5) . . . . ?
C5 C31 C32 C33 179(2) . . . . ?
C5 C31 C36 C35 176(3) . . . . ?
C5 C31 C32A C33A 175.7(13) . . . . ?
C5 C31 C36A C35A -173.8(12) . . . . ?
C6 N2 C1 Ni1 -7.3(8) . . . . ?
C6 N2 C1 N1 170.0(5) . . . . ?
C6 N2 C3 C2 -170.2(5) . . . . ?
C6 C7 C8 C9 3.2(9) . . . . ?
C7 C6 C11 C10 2.6(8) . . . . ?
C7 C6 C11 C14 -178.0(6) . . . . ?
C7 C8 C9 C10 0.9(10) . . . . ?
C7 C8 C9 C13 179.9(7) . . . . ?
C8 C9 C10 C11 -3.4(10) . . . . ?
C9 C10 C11 C6 1.6(9) . . . . ?
C9 C10 C11 C14 -177.8(7) . . . . ?
C11 C6 C7 C8 -5.0(8) . . . . ?
C11 C6 C7 C12 174.3(5) . . . . ?
C12 C7 C8 C9 -176.1(6) . . . . ?
C13 C9 C10 C11 177.7(8) . . . . ?
C21 Ni1 O1 C4 -153.8(6) . . . . ?
C21 C22 C23 Ni1 59.6(5) . . . . ?
C21 C22 C23 C24 -3.1(8) . . . . ?
C22 Ni1 O1 C4 174.5(5) . . . . ?
C22 Ni1 C1 N1 -161.5(5) . . . . ?
C22 Ni1 C1 N2 15.4(7) . . . . ?
C22 C21 C25 Ni1 -64.2(5) . . . . ?
C22 C21 C25 C24 -6.6(9) . . . . ?
C22 C23 C24 Ni1 64.4(4) . . . . ?
C22 C23 C24 C25 -0.7(7) . . . . ?
C23 Ni1 O1 C4 173.4(6) . . . . ?
C23 Ni1 C1 N1 166.1(5) . . . . ?
C23 Ni1 C1 N2 -17.0(6) . . . . ?
C23 C24 C25 Ni1 62.4(4) . . . . ?
C23 C24 C25 C21 4.3(8) . . . . ?
C24 Ni1 O1 C4 -101.6(6) . . . . ?
C24 Ni1 C1 N1 123.1(5) . . . . ?
C24 Ni1 C1 N2 -60.0(6) . . . . ?
C25 Ni1 O1 C4 -118.8(5) . . . . ?
C25 Ni1 C1 N1 96.9(6) . . . . ?
C25 Ni1 C1 N2 -86.2(7) . . . . ?
C25 C21 C22 Ni1 64.4(6) . . . . ?
C25 C21 C22 C23 6.0(9) . . . . ?
C31 C32 C33 C34 -5(5) . . . . ?
C31 C32A C33A C34 4(3) . . . . ?
C34 C35 C36 C31 13(5) . . . . ?
C34 C35A C36A C31 -10(3) . . . . ?
C32 C31 C36 C35 -15(4) . . . . ?
C33 C34 C35 C36 -4(4) . . . . ?
C35 C34 C33 C32 2(4) . . . . ?
C36 C31 C32 C33 9(3) . . . . ?
C32A C31 C36A C35A 5.3(19) . . . . ?
C33A C34 C35A C36A 11(3) . . . . ?
C35A C34 C33A C32A -8(3) . . . . ?
C36A C31 C32A C33A -3(2) . . . . ?

_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_pgscysni_2_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2302836'
loop_
_audit_author_name
_audit_author_address
'Avelino Martin Alonso'
;Universidad de Alcala
Spain
;
_audit_update_record             
;
2023-10-23 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2023-09-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
avelino.martin@uah.es
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H24 N2 Ni O2 S'
_chemical_formula_sum            'C21 H24 N2 Ni O2 S'
_chemical_formula_weight         427.19
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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                   11.3923(7)
_cell_length_b                   11.6720(6)
_cell_length_c                   15.6603(7)
_cell_angle_alpha                90
_cell_angle_beta                 90.693(2)
_cell_angle_gamma                90
_cell_volume                     2082.21(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5682
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      27.483
_cell_measurement_theta_min      2.807
_shelx_estimated_absorpt_T_max   0.893
_shelx_estimated_absorpt_T_min   0.818
_exptl_absorpt_coefficient_mu    1.049
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4785
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1202 before and 0.0804 after correction.
The Ratio of minimum to maximum transmission is 0.6418.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0763
_diffrn_reflns_av_unetI/netI     0.0601
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            17587
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.505
_diffrn_reflns_theta_min         3.726
_diffrn_ambient_temperature      200.00
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture UAH'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'multilayer mirror optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'INCOATEC I\ms 3.0'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3565
_reflns_number_total             4624
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2019)'
_computing_data_collection       'Apex3 v2019.11-0 (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  
;
SHELXL-2018/3 (Sheldrick, 2015, 2018), 
;
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.616
_refine_diff_density_min         -0.473
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         4624
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0710
_refine_ls_R_factor_gt           0.0484
_refine_ls_restrained_S_all      1.064
_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)+(0.0388P)²+1.6684P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1037
_refine_ls_wR_factor_ref         0.1133
_refine_special_details          ?


_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C10(H10), C12(H12), C21(H21), C22(H22), C23(H23), C24(H24),
 C25(H25)
2.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C)
;

# start Validation Reply Form
_vrf_PLAT910_pgscysni_2_0m_a     
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         13 Note  
RESPONSE: Data collection was performed from theta= 3.726 degrees to avoid 
conflicts with the beam stop. All 13 missing reflections had theta lower
than 3.726 degrees.
;
# end Validation Reply Form


_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.75398(3) 0.33215(3) 0.47615(2) 0.02976(12) Uani 1 1 d . . . . .
S1 S 0.84214(10) -0.06189(9) 0.54906(8) 0.0726(3) Uani 1 1 d . . . . .
O1 O 0.63702(18) 0.25359(17) 0.41281(12) 0.0382(5) Uani 1 1 d . . . . .
O2 O 0.5266(2) 0.1032(2) 0.38287(13) 0.0534(6) Uani 1 1 d . . . . .
N1 N 0.66413(19) 0.15727(18) 0.57833(13) 0.0294(5) Uani 1 1 d . . . . .
N2 N 0.6955(2) 0.30191(18) 0.65883(14) 0.0317(5) Uani 1 1 d . . . . .
C1 C 0.7069(2) 0.2649(2) 0.57713(16) 0.0291(5) Uani 1 1 d . . . . .
C2 C 0.6435(3) 0.2183(3) 0.70891(18) 0.0392(7) Uani 1 1 d . . . . .
H2 H 0.624815 0.224473 0.767700 0.047 Uiso 1 1 calc R U . . .
C3 C 0.6245(3) 0.1270(2) 0.65821(17) 0.0368(6) Uani 1 1 d . . . . .
H3 H 0.590634 0.055931 0.674164 0.044 Uiso 1 1 calc R U . . .
C4 C 0.6557(3) 0.0854(2) 0.50204(16) 0.0341(6) Uani 1 1 d . . . . .
H4 H 0.603692 0.018849 0.515180 0.041 Uiso 1 1 calc R U . . .
C5 C 0.6006(3) 0.1515(2) 0.42726(17) 0.0360(6) Uani 1 1 d . . . . .
C6 C 0.7759(3) 0.0385(3) 0.4754(2) 0.0455(8) Uani 1 1 d . . . . .
H6A H 0.830207 0.103856 0.468109 0.055 Uiso 1 1 calc R U . . .
H6B H 0.766788 0.000564 0.419165 0.055 Uiso 1 1 calc R U . . .
C7 C 0.7491(5) -0.1827(3) 0.5313(4) 0.0925(17) Uani 1 1 d . . . . .
H7A H 0.742700 -0.197928 0.469905 0.139 Uiso 1 1 calc R U . . .
H7B H 0.671026 -0.166725 0.554032 0.139 Uiso 1 1 calc R U . . .
H7C H 0.782527 -0.249831 0.560295 0.139 Uiso 1 1 calc R U . . .
C8 C 0.7138(3) 0.4187(2) 0.68654(17) 0.0357(6) Uani 1 1 d . . . . .
C9 C 0.6251(3) 0.4978(3) 0.6707(2) 0.0465(8) Uani 1 1 d . . . . .
C10 C 0.6428(4) 0.6108(3) 0.6962(2) 0.0589(10) Uani 1 1 d . . . . .
H10 H 0.583368 0.666072 0.685036 0.071 Uiso 1 1 calc R U . . .
C11 C 0.7446(4) 0.6438(3) 0.7373(2) 0.0625(11) Uani 1 1 d . . . . .
C12 C 0.8299(4) 0.5640(3) 0.7525(2) 0.0563(10) Uani 1 1 d . . . . .
H12 H 0.900157 0.587143 0.780960 0.068 Uiso 1 1 calc R U . . .
C13 C 0.8177(3) 0.4490(3) 0.72766(18) 0.0435(7) Uani 1 1 d . . . . .
C14 C 0.5129(3) 0.4636(4) 0.6275(3) 0.0708(11) Uani 1 1 d . . . . .
H14A H 0.529775 0.432672 0.570763 0.106 Uiso 1 1 calc R U . . .
H14B H 0.461776 0.530725 0.621695 0.106 Uiso 1 1 calc R U . . .
H14C H 0.473640 0.405002 0.661648 0.106 Uiso 1 1 calc R U . . .
C15 C 0.7610(6) 0.7678(4) 0.7657(3) 0.104(2) Uani 1 1 d . . . . .
H15A H 0.684195 0.802353 0.776376 0.156 Uiso 1 1 calc R U . . .
H15B H 0.800866 0.810822 0.720829 0.156 Uiso 1 1 calc R U . . .
H15C H 0.808627 0.769848 0.818255 0.156 Uiso 1 1 calc R U . . .
C16 C 0.9132(4) 0.3651(4) 0.7451(3) 0.0699(12) Uani 1 1 d . . . . .
H16A H 0.903213 0.332150 0.802062 0.105 Uiso 1 1 calc R U . . .
H16B H 0.989280 0.403975 0.742341 0.105 Uiso 1 1 calc R U . . .
H16C H 0.909941 0.303936 0.702238 0.105 Uiso 1 1 calc R U . . .
C21 C 0.9288(3) 0.3550(3) 0.4299(3) 0.0582(10) Uani 1 1 d . . . . .
H21 H 0.983651 0.297230 0.415045 0.070 Uiso 1 1 calc R U . . .
C22 C 0.8499(4) 0.4092(4) 0.3756(2) 0.0733(14) Uani 1 1 d . . . . .
H22 H 0.835118 0.390793 0.317386 0.088 Uiso 1 1 calc R U . . .
C23 C 0.7945(3) 0.4983(3) 0.4236(4) 0.0760(15) Uani 1 1 d . . . . .
H23 H 0.740090 0.553197 0.402266 0.091 Uiso 1 1 calc R U . . .
C24 C 0.8342(4) 0.4894(3) 0.5046(3) 0.0678(12) Uani 1 1 d . . . . .
H24 H 0.811785 0.536761 0.551011 0.081 Uiso 1 1 calc R U . . .
C25 C 0.9122(3) 0.4007(4) 0.5088(2) 0.0614(11) Uani 1 1 d . . . . .
H25 H 0.949707 0.374540 0.559708 0.074 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 O1 1.8890(18) . ?
Ni1 C1 1.851(3) . ?
Ni1 C21 2.144(3) . ?
Ni1 C22 2.126(3) . ?
Ni1 C23 2.158(3) . ?
Ni1 C24 2.096(3) . ?
Ni1 C25 2.032(3) . ?
S1 C6 1.803(3) . ?
S1 C7 1.784(5) . ?
O1 C5 1.283(3) . ?
O2 C5 1.224(3) . ?
N1 C1 1.348(3) . ?
N1 C3 1.381(3) . ?
N1 C4 1.462(3) . ?
N2 C1 1.358(3) . ?
N2 C2 1.389(3) . ?
N2 C8 1.445(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.345(4) . ?
C3 H3 0.9500 . ?
C4 H4 1.0000 . ?
C4 C5 1.530(4) . ?
C4 C6 1.537(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.389(4) . ?
C8 C13 1.386(4) . ?
C9 C10 1.392(5) . ?
C9 C14 1.492(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.375(6) . ?
C11 C12 1.366(6) . ?
C11 C15 1.524(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.405(4) . ?
C13 C16 1.486(5) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C21 H21 0.9500 . ?
C21 C22 1.383(6) . ?
C21 C25 1.362(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.434(6) . ?
C23 H23 0.9500 . ?
C23 C24 1.346(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.365(6) . ?
C25 H25 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
O1 Ni1 C21 122.35(13) . . ?
O1 Ni1 C22 100.49(11) . . ?
O1 Ni1 C23 112.88(15) . . ?
O1 Ni1 C24 147.13(16) . . ?
O1 Ni1 C25 160.28(14) . . ?
C1 Ni1 O1 91.88(9) . . ?
C1 Ni1 C21 128.42(15) . . ?
C1 Ni1 C22 165.63(14) . . ?
C1 Ni1 C23 140.55(18) . . ?
C1 Ni1 C24 108.64(14) . . ?
C1 Ni1 C25 102.54(13) . . ?
C21 Ni1 C23 63.63(15) . . ?
C22 Ni1 C21 37.78(16) . . ?
C22 Ni1 C23 39.09(17) . . ?
C24 Ni1 C21 63.82(15) . . ?
C24 Ni1 C22 63.95(15) . . ?
C24 Ni1 C23 36.85(17) . . ?
C25 Ni1 C21 37.95(15) . . ?
C25 Ni1 C22 63.75(14) . . ?
C25 Ni1 C23 63.19(16) . . ?
C25 Ni1 C24 38.59(16) . . ?
C7 S1 C6 99.8(2) . . ?
C5 O1 Ni1 125.86(18) . . ?
C1 N1 C3 111.9(2) . . ?
C1 N1 C4 122.9(2) . . ?
C3 N1 C4 125.1(2) . . ?
C1 N2 C2 110.8(2) . . ?
C1 N2 C8 124.6(2) . . ?
C2 N2 C8 123.6(2) . . ?
N1 C1 Ni1 121.06(18) . . ?
N1 C1 N2 104.2(2) . . ?
N2 C1 Ni1 134.59(19) . . ?
N2 C2 H2 126.6 . . ?
C3 C2 N2 106.8(2) . . ?
C3 C2 H2 126.6 . . ?
N1 C3 H3 126.9 . . ?
C2 C3 N1 106.3(2) . . ?
C2 C3 H3 126.9 . . ?
N1 C4 H4 108.1 . . ?
N1 C4 C5 111.0(2) . . ?
N1 C4 C6 112.1(2) . . ?
C5 C4 H4 108.1 . . ?
C5 C4 C6 109.3(2) . . ?
C6 C4 H4 108.1 . . ?
O1 C5 C4 118.2(2) . . ?
O2 C5 O1 123.3(3) . . ?
O2 C5 C4 118.4(2) . . ?
S1 C6 H6A 108.5 . . ?
S1 C6 H6B 108.5 . . ?
C4 C6 S1 115.2(2) . . ?
C4 C6 H6A 108.5 . . ?
C4 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
S1 C7 H7A 109.5 . . ?
S1 C7 H7B 109.5 . . ?
S1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 N2 118.1(3) . . ?
C13 C8 N2 119.9(3) . . ?
C13 C8 C9 122.0(3) . . ?
C8 C9 C10 118.4(3) . . ?
C8 C9 C14 121.4(3) . . ?
C10 C9 C14 120.2(3) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 C9 121.3(4) . . ?
C11 C10 H10 119.4 . . ?
C10 C11 C15 120.2(4) . . ?
C12 C11 C10 119.0(3) . . ?
C12 C11 C15 120.8(4) . . ?
C11 C12 H12 118.8 . . ?
C11 C12 C13 122.4(3) . . ?
C13 C12 H12 118.8 . . ?
C8 C13 C12 117.0(3) . . ?
C8 C13 C16 122.4(3) . . ?
C12 C13 C16 120.6(3) . . ?
C9 C14 H14A 109.5 . . ?
C9 C14 H14B 109.5 . . ?
C9 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 H15A 109.5 . . ?
C11 C15 H15B 109.5 . . ?
C11 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Ni1 C21 H21 127.7 . . ?
C22 C21 Ni1 70.4(2) . . ?
C22 C21 H21 126.8 . . ?
C25 C21 Ni1 66.58(19) . . ?
C25 C21 H21 126.8 . . ?
C25 C21 C22 106.4(4) . . ?
Ni1 C22 H22 121.9 . . ?
C21 C22 Ni1 71.79(19) . . ?
C21 C22 H22 126.4 . . ?
C21 C22 C23 107.2(3) . . ?
C23 C22 Ni1 71.7(2) . . ?
C23 C22 H22 126.4 . . ?
Ni1 C23 H23 126.8 . . ?
C22 C23 Ni1 69.25(19) . . ?
C22 C23 H23 126.5 . . ?
C24 C23 Ni1 69.1(2) . . ?
C24 C23 C22 107.1(4) . . ?
C24 C23 H23 126.5 . . ?
Ni1 C24 H24 123.5 . . ?
C23 C24 Ni1 74.1(2) . . ?
C23 C24 H24 125.8 . . ?
C23 C24 C25 108.3(4) . . ?
C25 C24 Ni1 68.17(19) . . ?
C25 C24 H24 125.8 . . ?
Ni1 C25 H25 118.2 . . ?
C21 C25 Ni1 75.48(19) . . ?
C21 C25 C24 110.6(4) . . ?
C21 C25 H25 124.7 . . ?
C24 C25 Ni1 73.2(2) . . ?
C24 C25 H25 124.7 . . ?

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
Ni1 O1 C5 O2 -178.0(2) . . . . ?
Ni1 O1 C5 C4 -0.2(4) . . . . ?
Ni1 C21 C22 C23 63.3(2) . . . . ?
Ni1 C21 C25 C24 -65.5(2) . . . . ?
Ni1 C22 C23 C24 58.9(2) . . . . ?
Ni1 C23 C24 C25 59.9(2) . . . . ?
Ni1 C24 C25 C21 66.9(2) . . . . ?
O1 Ni1 C1 N1 33.4(2) . . . . ?
O1 Ni1 C1 N2 -140.8(3) . . . . ?
N1 C4 C5 O1 45.5(3) . . . . ?
N1 C4 C5 O2 -136.5(3) . . . . ?
N1 C4 C6 S1 66.6(3) . . . . ?
N2 C2 C3 N1 -0.6(3) . . . . ?
N2 C8 C9 C10 -179.2(3) . . . . ?
N2 C8 C9 C14 0.9(4) . . . . ?
N2 C8 C13 C12 179.7(3) . . . . ?
N2 C8 C13 C16 -0.1(5) . . . . ?
C1 Ni1 O1 C5 -35.2(2) . . . . ?
C1 N1 C3 C2 -0.3(3) . . . . ?
C1 N1 C4 C5 -47.4(3) . . . . ?
C1 N1 C4 C6 75.1(3) . . . . ?
C1 N2 C2 C3 1.4(3) . . . . ?
C1 N2 C8 C9 78.3(4) . . . . ?
C1 N2 C8 C13 -101.7(3) . . . . ?
C2 N2 C1 Ni1 173.3(2) . . . . ?
C2 N2 C1 N1 -1.5(3) . . . . ?
C2 N2 C8 C9 -89.4(4) . . . . ?
C2 N2 C8 C13 90.6(4) . . . . ?
C3 N1 C1 Ni1 -174.6(2) . . . . ?
C3 N1 C1 N2 1.1(3) . . . . ?
C3 N1 C4 C5 129.0(3) . . . . ?
C3 N1 C4 C6 -108.5(3) . . . . ?
C4 N1 C1 Ni1 2.2(4) . . . . ?
C4 N1 C1 N2 177.9(2) . . . . ?
C4 N1 C3 C2 -177.0(3) . . . . ?
C5 C4 C6 S1 -169.89(19) . . . . ?
C6 C4 C5 O1 -78.6(3) . . . . ?
C6 C4 C5 O2 99.3(3) . . . . ?
C7 S1 C6 C4 71.8(3) . . . . ?
C8 N2 C1 Ni1 4.3(4) . . . . ?
C8 N2 C1 N1 -170.5(2) . . . . ?
C8 N2 C2 C3 170.5(3) . . . . ?
C8 C9 C10 C11 -0.9(5) . . . . ?
C9 C8 C13 C12 -0.3(4) . . . . ?
C9 C8 C13 C16 179.9(3) . . . . ?
C9 C10 C11 C12 0.5(5) . . . . ?
C9 C10 C11 C15 -179.1(4) . . . . ?
C10 C11 C12 C13 0.0(5) . . . . ?
C11 C12 C13 C8 -0.2(5) . . . . ?
C11 C12 C13 C16 179.6(3) . . . . ?
C13 C8 C9 C10 0.8(5) . . . . ?
C13 C8 C9 C14 -179.1(3) . . . . ?
C14 C9 C10 C11 179.0(3) . . . . ?
C15 C11 C12 C13 179.7(3) . . . . ?
C21 Ni1 O1 C5 104.0(3) . . . . ?
C21 Ni1 C1 N1 -101.8(2) . . . . ?
C21 Ni1 C1 N2 84.1(3) . . . . ?
C21 C22 C23 Ni1 -63.4(2) . . . . ?
C21 C22 C23 C24 -4.5(4) . . . . ?
C22 Ni1 O1 C5 137.4(3) . . . . ?
C22 Ni1 C1 N1 -116.2(6) . . . . ?
C22 Ni1 C1 N2 69.7(7) . . . . ?
C22 C21 C25 Ni1 59.5(2) . . . . ?
C22 C21 C25 C24 -6.0(4) . . . . ?
C22 C23 C24 Ni1 -59.0(2) . . . . ?
C22 C23 C24 C25 0.8(4) . . . . ?
C23 Ni1 O1 C5 176.3(3) . . . . ?
C23 Ni1 C1 N1 164.1(2) . . . . ?
C23 Ni1 C1 N2 -10.0(4) . . . . ?
C23 C24 C25 Ni1 -63.7(2) . . . . ?
C23 C24 C25 C21 3.2(4) . . . . ?
C24 Ni1 O1 C5 -165.0(3) . . . . ?
C24 Ni1 C1 N1 -172.7(2) . . . . ?
C24 Ni1 C1 N2 13.1(3) . . . . ?
C25 Ni1 O1 C5 102.2(4) . . . . ?
C25 Ni1 C1 N1 -133.1(2) . . . . ?
C25 Ni1 C1 N2 52.8(3) . . . . ?
C25 C21 C22 Ni1 -57.0(2) . . . . ?
C25 C21 C22 C23 6.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jcf_ile2ni_0m_b
_database_code_depnum_ccdc_archive 'CCDC 2302840'
loop_
_audit_author_name
_audit_author_address
'Avelino Martin Alonso'
;Universidad de Alcala
Spain
;
_audit_update_record             
;
2023-10-23 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2023-10-18
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
avelino.martin@uah.es
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H46 N4 Ni O4'
_chemical_formula_sum            'C36 H46 N4 Ni O4'
_chemical_formula_weight         657.48
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   7.9269(4)
_cell_length_b                   10.0993(5)
_cell_length_c                   11.2121(5)
_cell_angle_alpha                71.267(2)
_cell_angle_beta                 81.256(2)
_cell_angle_gamma                77.531(2)
_cell_volume                     826.67(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9972
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      27.497
_cell_measurement_theta_min      2.429
_shelx_estimated_absorpt_T_max   0.952
_shelx_estimated_absorpt_T_min   0.863
_exptl_absorpt_coefficient_mu    0.632
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7080
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.0926 before and 0.0664 after correction.
The Ratio of minimum to maximum transmission is 0.9496.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             350
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.205
_exptl_crystal_size_min          0.078
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_av_unetI/netI     0.0364
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            42919
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         27.511
_diffrn_reflns_theta_min         3.300
_diffrn_ambient_temperature      200.00
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  
;
Bruker AXS D8 Venture diffractometer with PhotonIII_C14 charge-integrating and 
photon counting pixel array detector
;
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'multilayer mirror optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'INCOATEC I\ms 3.0'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.992
_reflns_Friedel_fraction_full    0.988
_reflns_Friedel_fraction_max     0.987
_reflns_number_gt                7168
_reflns_number_total             7558
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2019)'
_computing_data_collection       'Apex3 v2019.11-0 (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  
;
SHELXL-2018/3 (Sheldrick, 2015, 2018), 
;
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'

_refine_diff_density_max         0.252
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.025(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     417
_refine_ls_number_reflns         7558
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0331
_refine_ls_R_factor_gt           0.0297
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0293P)²+0.2160P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0668
_refine_ls_wR_factor_ref         0.0683
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.975(12)
 0.025(12)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C4(H4), C5(H5), C24(H24), C25(H25)
3.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C26(H26A,H26B)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C12(H12), C14(H14), C22(H22), C23(H23), C32(H32), C34(H34)
3.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C),
 C18(H18A,H18B,H18C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C36(H36A,H36B,
 H36C), C37(H37A,H37B,H37C), C38(H38A,H38B,H38C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5582(5) 0.6344(4) 0.6246(4) 0.0216(9) Uani 1 1 d . . . . .
C2 C 0.6395(6) 0.7946(4) 0.6942(4) 0.0288(9) Uani 1 1 d . . . . .
H2 H 0.677692 0.877731 0.693698 0.035 Uiso 1 1 calc R U . . .
C3 C 0.6018(5) 0.6888(4) 0.7959(4) 0.0306(9) Uani 1 1 d . . . . .
H3 H 0.608327 0.682132 0.881579 0.037 Uiso 1 1 calc R U . . .
C9 C 0.4719(5) 0.8529(4) 0.3931(4) 0.0232(9) Uani 1 1 d . . . . .
C4 C 0.6284(5) 0.8499(4) 0.4597(4) 0.0226(7) Uani 1 1 d . . . . .
H4 H 0.624460 0.948847 0.461539 0.027 Uiso 1 1 calc R U . . .
C5 C 0.7998(4) 0.8081(3) 0.3824(3) 0.0291(7) Uani 1 1 d . . . . .
H5 H 0.786191 0.728188 0.352305 0.035 Uiso 1 1 calc R U . . .
C6 C 0.9585(4) 0.7581(4) 0.4584(3) 0.0373(8) Uani 1 1 d . . . . .
H6A H 1.060107 0.789672 0.401694 0.045 Uiso 1 1 calc R U . . .
H6B H 0.938588 0.805216 0.525622 0.045 Uiso 1 1 calc R U . . .
C7 C 1.0016(7) 0.5990(5) 0.5192(6) 0.0668(13) Uani 1 1 d . . . . .
H7A H 1.012421 0.550567 0.454668 0.100 Uiso 1 1 calc R U . . .
H7B H 0.908971 0.568241 0.584402 0.100 Uiso 1 1 calc R U . . .
H7C H 1.111475 0.575303 0.557758 0.100 Uiso 1 1 calc R U . . .
C8 C 0.8247(6) 0.9348(5) 0.2661(4) 0.0461(9) Uani 1 1 d . . . . .
H8A H 0.720955 0.965128 0.219634 0.069 Uiso 1 1 calc R U . . .
H8B H 0.925574 0.907227 0.211199 0.069 Uiso 1 1 calc R U . . .
H8C H 0.843515 1.013429 0.292891 0.069 Uiso 1 1 calc R U . . .
C10 C 0.4627(5) 0.4779(4) 0.8337(4) 0.0230(8) Uani 1 1 d . . . . .
C11 C 0.2818(6) 0.5097(4) 0.8496(4) 0.0273(9) Uani 1 1 d . . . . .
C12 C 0.1971(6) 0.4043(5) 0.9292(4) 0.0333(10) Uani 1 1 d . . . . .
H12 H 0.074129 0.423865 0.941674 0.040 Uiso 1 1 calc R U . . .
C13 C 0.2833(6) 0.2719(4) 0.9915(4) 0.0281(9) Uani 1 1 d . . . . .
C14 C 0.4643(6) 0.2448(4) 0.9745(4) 0.0279(9) Uani 1 1 d . . . . .
H14 H 0.525842 0.154290 1.017628 0.034 Uiso 1 1 calc R U . . .
C15 C 0.5570(6) 0.3485(4) 0.8951(4) 0.0270(9) Uani 1 1 d . . . . .
C16 C 0.1850(6) 0.6556(5) 0.7855(5) 0.0405(11) Uani 1 1 d . . . . .
H16A H 0.208965 0.724493 0.822681 0.061 Uiso 1 1 calc R U . . .
H16B H 0.060154 0.654583 0.797341 0.061 Uiso 1 1 calc R U . . .
H16C H 0.222943 0.682624 0.694993 0.061 Uiso 1 1 calc R U . . .
C17 C 0.1858(7) 0.1589(5) 1.0767(5) 0.0424(11) Uani 1 1 d . . . . .
H17A H 0.111957 0.194974 1.141977 0.064 Uiso 1 1 calc R U . . .
H17B H 0.268557 0.074551 1.116868 0.064 Uiso 1 1 calc R U . . .
H17C H 0.113567 0.133596 1.026702 0.064 Uiso 1 1 calc R U . . .
C18 C 0.7518(6) 0.3173(5) 0.8767(5) 0.0402(11) Uani 1 1 d . . . . .
H18A H 0.788266 0.307623 0.791980 0.060 Uiso 1 1 calc R U . . .
H18B H 0.795409 0.228656 0.940271 0.060 Uiso 1 1 calc R U . . .
H18C H 0.798553 0.395368 0.886017 0.060 Uiso 1 1 calc R U . . .
C29 C 0.5441(5) 0.2556(4) 0.6207(4) 0.0223(8) Uani 1 1 d . . . . .
C21 C 0.4641(5) 0.4672(4) 0.3879(3) 0.0187(8) Uani 1 1 d . . . . .
C22 C 0.4040(6) 0.2878(4) 0.3310(4) 0.0297(9) Uani 1 1 d . . . . .
H22 H 0.369379 0.201454 0.336713 0.036 Uiso 1 1 calc R U . . .
C23 C 0.4644(6) 0.3809(4) 0.2264(4) 0.0315(9) Uani 1 1 d . . . . .
H23 H 0.479645 0.373187 0.143055 0.038 Uiso 1 1 calc R U . . .
C24 C 0.3656(5) 0.2798(3) 0.5679(3) 0.0205(7) Uani 1 1 d . . . . .
H24 H 0.285530 0.353693 0.601101 0.025 Uiso 1 1 calc R U . . .
C25 C 0.2757(4) 0.1522(3) 0.6006(3) 0.0250(6) Uani 1 1 d . . . . .
H25 H 0.350312 0.078492 0.564328 0.030 Uiso 1 1 calc R U . . .
C26 C 0.0989(4) 0.1952(3) 0.5457(3) 0.0322(7) Uani 1 1 d . . . . .
H26A H 0.013515 0.242470 0.600098 0.039 Uiso 1 1 calc R U . . .
H26B H 0.109235 0.264707 0.460595 0.039 Uiso 1 1 calc R U . . .
C27 C 0.0323(5) 0.0697(4) 0.5356(4) 0.0466(9) Uani 1 1 d . . . . .
H27A H 0.112757 0.025918 0.477627 0.070 Uiso 1 1 calc R U . . .
H27B H -0.082354 0.102227 0.503271 0.070 Uiso 1 1 calc R U . . .
H27C H 0.023620 -0.000308 0.619272 0.070 Uiso 1 1 calc R U . . .
C28 C 0.2510(5) 0.0898(4) 0.7447(3) 0.0388(8) Uani 1 1 d . . . . .
H28A H 0.364700 0.055178 0.778519 0.058 Uiso 1 1 calc R U . . .
H28B H 0.187498 0.010842 0.766371 0.058 Uiso 1 1 calc R U . . .
H28C H 0.185130 0.163535 0.781456 0.058 Uiso 1 1 calc R U . . .
C30 C 0.5870(5) 0.6014(4) 0.1785(3) 0.0210(8) Uani 1 1 d . . . . .
C31 C 0.7670(6) 0.5734(4) 0.1643(4) 0.0258(8) Uani 1 1 d . . . . .
C32 C 0.8499(5) 0.6813(4) 0.0807(4) 0.0269(9) Uani 1 1 d . . . . .
H32 H 0.973025 0.665588 0.069227 0.032 Uiso 1 1 calc R U . . .
C33 C 0.7568(6) 0.8106(4) 0.0141(4) 0.0260(8) Uani 1 1 d . . . . .
C34 C 0.5782(5) 0.8329(4) 0.0332(4) 0.0241(8) Uani 1 1 d . . . . .
H34 H 0.514103 0.921965 -0.010545 0.029 Uiso 1 1 calc R U . . .
C35 C 0.4887(5) 0.7297(4) 0.1142(4) 0.0235(8) Uani 1 1 d . . . . .
C36 C 0.8708(6) 0.4368(5) 0.2379(5) 0.0427(12) Uani 1 1 d . . . . .
H36A H 0.857103 0.431424 0.327555 0.064 Uiso 1 1 calc R U . . .
H36B H 0.993514 0.433055 0.206417 0.064 Uiso 1 1 calc R U . . .
H36C H 0.829666 0.356574 0.227693 0.064 Uiso 1 1 calc R U . . .
C37 C 0.8508(6) 0.9244(5) -0.0744(4) 0.0372(10) Uani 1 1 d . . . . .
H37A H 0.858343 0.993191 -0.031413 0.056 Uiso 1 1 calc R U . . .
H37B H 0.787283 0.973118 -0.149537 0.056 Uiso 1 1 calc R U . . .
H37C H 0.967968 0.880959 -0.099931 0.056 Uiso 1 1 calc R U . . .
C38 C 0.2952(6) 0.7554(5) 0.1308(5) 0.0372(10) Uani 1 1 d . . . . .
H38A H 0.254477 0.664865 0.152795 0.056 Uiso 1 1 calc R U . . .
H38B H 0.249299 0.819034 0.051884 0.056 Uiso 1 1 calc R U . . .
H38C H 0.254796 0.799323 0.198764 0.056 Uiso 1 1 calc R U . . .
N1 N 0.6125(5) 0.7605(3) 0.5907(3) 0.0217(7) Uani 1 1 d . . . . .
N2 N 0.5514(4) 0.5906(3) 0.7525(3) 0.0229(7) Uani 1 1 d . . . . .
N3 N 0.4025(4) 0.3446(3) 0.4300(3) 0.0202(7) Uani 1 1 d . . . . .
N4 N 0.5002(4) 0.4901(3) 0.2623(3) 0.0238(7) Uani 1 1 d . . . . .
Ni1 Ni 0.51074(6) 0.55326(5) 0.50585(5) 0.01785(8) Uani 1 1 d . . . . .
O1 O 0.4247(4) 0.7351(3) 0.4049(3) 0.0235(6) Uani 1 1 d . . . . .
O2 O 0.3984(4) 0.9680(3) 0.3288(3) 0.0376(8) Uani 1 1 d . . . . .
O3 O 0.6027(4) 0.3709(3) 0.6046(3) 0.0246(6) Uani 1 1 d . . . . .
O4 O 0.6195(4) 0.1371(3) 0.6712(3) 0.0343(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.352(5) . ?
C1 N2 1.354(5) . ?
C1 Ni1 1.890(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.335(6) . ?
C2 N1 1.370(5) . ?
C3 H3 0.9500 . ?
C3 N2 1.386(5) . ?
C9 C4 1.533(6) . ?
C9 O1 1.284(5) . ?
C9 O2 1.228(5) . ?
C4 H4 1.0000 . ?
C4 C5 1.551(5) . ?
C4 N1 1.459(5) . ?
C5 H5 1.0000 . ?
C5 C6 1.530(5) . ?
C5 C8 1.529(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.514(5) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C10 C11 1.397(6) . ?
C10 C15 1.377(5) . ?
C10 N2 1.451(5) . ?
C11 C12 1.376(6) . ?
C11 C16 1.509(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.376(6) . ?
C13 C14 1.397(6) . ?
C13 C17 1.506(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.401(6) . ?
C15 C18 1.503(6) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C29 C24 1.557(5) . ?
C29 O3 1.294(5) . ?
C29 O4 1.212(5) . ?
C21 N3 1.346(5) . ?
C21 N4 1.347(5) . ?
C21 Ni1 1.915(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.343(6) . ?
C22 N3 1.401(5) . ?
C23 H23 0.9500 . ?
C23 N4 1.383(5) . ?
C24 H24 1.0000 . ?
C24 C25 1.523(4) . ?
C24 N3 1.483(5) . ?
C25 H25 1.0000 . ?
C25 C26 1.536(4) . ?
C25 C28 1.533(4) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.516(5) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C30 C31 1.388(6) . ?
C30 C35 1.393(5) . ?
C30 N4 1.442(5) . ?
C31 C32 1.401(6) . ?
C31 C36 1.499(6) . ?
C32 H32 0.9500 . ?
C32 C33 1.390(6) . ?
C33 C34 1.380(6) . ?
C33 C37 1.508(6) . ?
C34 H34 0.9500 . ?
C34 C35 1.389(6) . ?
C35 C38 1.492(6) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
Ni1 O1 1.865(3) . ?
Ni1 O3 1.873(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 N2 104.3(3) . . ?
N1 C1 Ni1 122.9(3) . . ?
N2 C1 Ni1 132.8(3) . . ?
C3 C2 H2 126.6 . . ?
C3 C2 N1 106.9(4) . . ?
N1 C2 H2 126.6 . . ?
C2 C3 H3 126.6 . . ?
C2 C3 N2 106.9(4) . . ?
N2 C3 H3 126.6 . . ?
O1 C9 C4 118.8(3) . . ?
O2 C9 C4 118.5(4) . . ?
O2 C9 O1 122.6(4) . . ?
C9 C4 H4 107.2 . . ?
C9 C4 C5 110.4(3) . . ?
C5 C4 H4 107.2 . . ?
N1 C4 C9 109.8(3) . . ?
N1 C4 H4 107.2 . . ?
N1 C4 C5 114.7(3) . . ?
C4 C5 H5 107.8 . . ?
C6 C5 C4 113.7(3) . . ?
C6 C5 H5 107.8 . . ?
C8 C5 C4 108.2(3) . . ?
C8 C5 H5 107.8 . . ?
C8 C5 C6 111.2(3) . . ?
C5 C6 H6A 108.6 . . ?
C5 C6 H6B 108.6 . . ?
H6A C6 H6B 107.5 . . ?
C7 C6 C5 114.8(3) . . ?
C7 C6 H6A 108.6 . . ?
C7 C6 H6B 108.6 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C11 C10 N2 117.0(3) . . ?
C15 C10 C11 122.9(4) . . ?
C15 C10 N2 120.0(4) . . ?
C10 C11 C16 120.9(4) . . ?
C12 C11 C10 117.3(4) . . ?
C12 C11 C16 121.8(4) . . ?
C11 C12 H12 118.6 . . ?
C11 C12 C13 122.7(4) . . ?
C13 C12 H12 118.6 . . ?
C12 C13 C14 118.3(4) . . ?
C12 C13 C17 121.1(4) . . ?
C14 C13 C17 120.6(4) . . ?
C13 C14 H14 119.3 . . ?
C13 C14 C15 121.3(4) . . ?
C15 C14 H14 119.3 . . ?
C10 C15 C14 117.4(4) . . ?
C10 C15 C18 121.8(4) . . ?
C14 C15 C18 120.7(4) . . ?
C11 C16 H16A 109.5 . . ?
C11 C16 H16B 109.5 . . ?
C11 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C13 C17 H17A 109.5 . . ?
C13 C17 H17B 109.5 . . ?
C13 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O3 C29 C24 114.5(3) . . ?
O4 C29 C24 121.2(4) . . ?
O4 C29 O3 124.3(4) . . ?
N3 C21 N4 105.1(3) . . ?
N3 C21 Ni1 120.0(3) . . ?
N4 C21 Ni1 134.2(3) . . ?
C23 C22 H22 127.1 . . ?
C23 C22 N3 105.7(4) . . ?
N3 C22 H22 127.1 . . ?
C22 C23 H23 126.3 . . ?
C22 C23 N4 107.4(4) . . ?
N4 C23 H23 126.3 . . ?
C29 C24 H24 107.3 . . ?
C25 C24 C29 117.5(3) . . ?
C25 C24 H24 107.3 . . ?
N3 C24 C29 103.4(3) . . ?
N3 C24 H24 107.3 . . ?
N3 C24 C25 113.4(3) . . ?
C24 C25 H25 109.0 . . ?
C24 C25 C26 110.8(3) . . ?
C24 C25 C28 109.1(3) . . ?
C26 C25 H25 109.0 . . ?
C28 C25 H25 109.0 . . ?
C28 C25 C26 109.8(3) . . ?
C25 C26 H26A 109.0 . . ?
C25 C26 H26B 109.0 . . ?
H26A C26 H26B 107.8 . . ?
C27 C26 C25 112.7(3) . . ?
C27 C26 H26A 109.0 . . ?
C27 C26 H26B 109.0 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 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 . . ?
C31 C30 C35 123.1(4) . . ?
C31 C30 N4 117.5(3) . . ?
C35 C30 N4 119.4(4) . . ?
C30 C31 C32 117.1(4) . . ?
C30 C31 C36 122.3(4) . . ?
C32 C31 C36 120.6(4) . . ?
C31 C32 H32 119.1 . . ?
C33 C32 C31 121.8(4) . . ?
C33 C32 H32 119.1 . . ?
C32 C33 C37 120.2(4) . . ?
C34 C33 C32 118.6(4) . . ?
C34 C33 C37 121.2(4) . . ?
C33 C34 H34 118.9 . . ?
C33 C34 C35 122.3(4) . . ?
C35 C34 H34 118.9 . . ?
C30 C35 C38 121.6(4) . . ?
C34 C35 C30 117.2(4) . . ?
C34 C35 C38 121.2(4) . . ?
C31 C36 H36A 109.5 . . ?
C31 C36 H36B 109.5 . . ?
C31 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C33 C37 H37A 109.5 . . ?
C33 C37 H37B 109.5 . . ?
C33 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C1 N1 C2 111.4(3) . . ?
C1 N1 C4 122.8(3) . . ?
C2 N1 C4 125.7(3) . . ?
C1 N2 C3 110.5(3) . . ?
C1 N2 C10 124.5(3) . . ?
C3 N2 C10 123.2(3) . . ?
C21 N3 C22 111.0(3) . . ?
C21 N3 C24 119.4(3) . . ?
C22 N3 C24 129.1(3) . . ?
C21 N4 C23 110.8(3) . . ?
C21 N4 C30 125.1(3) . . ?
C23 N4 C30 123.6(3) . . ?
C1 Ni1 C21 178.8(2) . . ?
O1 Ni1 C1 89.13(14) . . ?
O1 Ni1 C21 92.07(14) . . ?
O1 Ni1 O3 178.49(18) . . ?
O3 Ni1 C1 91.08(14) . . ?
O3 Ni1 C21 87.73(14) . . ?
C9 O1 Ni1 128.5(3) . . ?
C29 O3 Ni1 126.1(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 Ni1 O1 C9 31.4(4) . . . . ?
C1 Ni1 O3 C29 142.7(4) . . . . ?
C2 C3 N2 C1 0.3(5) . . . . ?
C2 C3 N2 C10 -165.2(4) . . . . ?
C3 C2 N1 C1 0.0(5) . . . . ?
C3 C2 N1 C4 176.4(4) . . . . ?
C9 C4 C5 C6 -162.2(3) . . . . ?
C9 C4 C5 C8 73.7(4) . . . . ?
C9 C4 N1 C1 42.1(5) . . . . ?
C9 C4 N1 C2 -133.9(4) . . . . ?
C4 C9 O1 Ni1 5.6(5) . . . . ?
C4 C5 C6 C7 93.0(4) . . . . ?
C5 C4 N1 C1 -82.8(5) . . . . ?
C5 C4 N1 C2 101.2(4) . . . . ?
C8 C5 C6 C7 -144.5(4) . . . . ?
C10 C11 C12 C13 -0.3(7) . . . . ?
C11 C10 C15 C14 1.3(6) . . . . ?
C11 C10 C15 C18 -179.7(4) . . . . ?
C11 C10 N2 C1 -75.2(5) . . . . ?
C11 C10 N2 C3 88.2(5) . . . . ?
C11 C12 C13 C14 1.2(7) . . . . ?
C11 C12 C13 C17 -179.3(4) . . . . ?
C12 C13 C14 C15 -0.8(6) . . . . ?
C13 C14 C15 C10 -0.4(6) . . . . ?
C13 C14 C15 C18 -179.4(4) . . . . ?
C15 C10 C11 C12 -1.0(6) . . . . ?
C15 C10 C11 C16 176.8(4) . . . . ?
C15 C10 N2 C1 107.3(5) . . . . ?
C15 C10 N2 C3 -89.2(5) . . . . ?
C16 C11 C12 C13 -178.0(4) . . . . ?
C17 C13 C14 C15 179.7(4) . . . . ?
C29 C24 C25 C26 177.9(3) . . . . ?
C29 C24 C25 C28 56.8(4) . . . . ?
C29 C24 N3 C21 -59.0(4) . . . . ?
C29 C24 N3 C22 112.0(4) . . . . ?
C21 Ni1 O1 C9 -148.8(4) . . . . ?
C21 Ni1 O3 C29 -37.2(4) . . . . ?
C22 C23 N4 C21 0.2(5) . . . . ?
C22 C23 N4 C30 172.2(4) . . . . ?
C23 C22 N3 C21 -1.4(5) . . . . ?
C23 C22 N3 C24 -173.0(4) . . . . ?
C24 C29 O3 Ni1 -9.6(5) . . . . ?
C24 C25 C26 C27 160.4(3) . . . . ?
C25 C24 N3 C21 172.7(3) . . . . ?
C25 C24 N3 C22 -16.4(6) . . . . ?
C28 C25 C26 C27 -78.9(4) . . . . ?
C30 C31 C32 C33 -0.3(6) . . . . ?
C31 C30 C35 C34 -0.3(6) . . . . ?
C31 C30 C35 C38 179.4(4) . . . . ?
C31 C30 N4 C21 86.9(5) . . . . ?
C31 C30 N4 C23 -83.9(5) . . . . ?
C31 C32 C33 C34 1.1(6) . . . . ?
C31 C32 C33 C37 179.6(4) . . . . ?
C32 C33 C34 C35 -1.5(6) . . . . ?
C33 C34 C35 C30 1.1(6) . . . . ?
C33 C34 C35 C38 -178.6(4) . . . . ?
C35 C30 C31 C32 -0.1(6) . . . . ?
C35 C30 C31 C36 177.7(4) . . . . ?
C35 C30 N4 C21 -94.2(5) . . . . ?
C35 C30 N4 C23 95.0(5) . . . . ?
C36 C31 C32 C33 -178.1(4) . . . . ?
C37 C33 C34 C35 180.0(4) . . . . ?
N1 C1 N2 C3 -0.2(4) . . . . ?
N1 C1 N2 C10 165.0(3) . . . . ?
N1 C1 Ni1 O1 -35.9(3) . . . . ?
N1 C1 Ni1 O3 142.7(3) . . . . ?
N1 C2 C3 N2 -0.2(5) . . . . ?
N1 C4 C5 C6 -37.5(4) . . . . ?
N1 C4 C5 C8 -161.6(3) . . . . ?
N2 C1 N1 C2 0.1(4) . . . . ?
N2 C1 N1 C4 -176.3(3) . . . . ?
N2 C1 Ni1 O1 144.9(4) . . . . ?
N2 C1 Ni1 O3 -36.6(4) . . . . ?
N2 C10 C11 C12 -178.3(4) . . . . ?
N2 C10 C11 C16 -0.6(6) . . . . ?
N2 C10 C15 C14 178.6(4) . . . . ?
N2 C10 C15 C18 -2.4(6) . . . . ?
N3 C21 N4 C23 -1.1(4) . . . . ?
N3 C21 N4 C30 -172.9(3) . . . . ?
N3 C22 C23 N4 0.7(5) . . . . ?
N3 C24 C25 C26 -61.4(4) . . . . ?
N3 C24 C25 C28 177.5(3) . . . . ?
N4 C21 N3 C22 1.5(4) . . . . ?
N4 C21 N3 C24 174.0(3) . . . . ?
N4 C30 C31 C32 178.8(4) . . . . ?
N4 C30 C31 C36 -3.5(6) . . . . ?
N4 C30 C35 C34 -179.1(4) . . . . ?
N4 C30 C35 C38 0.6(6) . . . . ?
Ni1 C1 N1 C2 -179.3(3) . . . . ?
Ni1 C1 N1 C4 4.2(5) . . . . ?
Ni1 C1 N2 C3 179.1(3) . . . . ?
Ni1 C1 N2 C10 -15.6(6) . . . . ?
Ni1 C21 N3 C22 -170.4(3) . . . . ?
Ni1 C21 N3 C24 2.1(5) . . . . ?
Ni1 C21 N4 C23 169.1(3) . . . . ?
Ni1 C21 N4 C30 -2.7(6) . . . . ?
O1 C9 C4 C5 79.8(4) . . . . ?
O1 C9 C4 N1 -47.6(5) . . . . ?
O2 C9 C4 C5 -99.0(4) . . . . ?
O2 C9 C4 N1 133.7(4) . . . . ?
O2 C9 O1 Ni1 -175.7(3) . . . . ?
O3 C29 C24 C25 -171.0(3) . . . . ?
O3 C29 C24 N3 63.2(4) . . . . ?
O4 C29 C24 C25 9.6(6) . . . . ?
O4 C29 C24 N3 -116.2(4) . . . . ?
O4 C29 O3 Ni1 169.7(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.975(12)
2 0.025(12)

####################################################################### 
# 
# 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_jcf_metni_2_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2302837'
loop_
_audit_author_name
_audit_author_address
'Avelino Martin Alonso'
;Universidad de Alcala
Spain
;
_audit_update_record             
;
2023-10-23 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2023-09-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
avelino.martin@uah.es
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H26 N2 Ni O2 S'
_chemical_formula_sum            'C22 H26 N2 Ni O2 S'
_chemical_formula_weight         441.22
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.5632(3)
_cell_length_b                   14.2948(5)
_cell_length_c                   16.1641(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2209.70(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9630
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      27.155
_cell_measurement_theta_min      2.520
_shelx_estimated_absorpt_T_max   0.953
_shelx_estimated_absorpt_T_min   0.656
_exptl_absorpt_coefficient_mu    0.991
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6558
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1295 before and 0.0792 after correction.
The Ratio of minimum to maximum transmission is 0.8796.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.464
_exptl_crystal_size_mid          0.073
_exptl_crystal_size_min          0.049
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0603
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            35090
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.495
_diffrn_reflns_theta_min         2.475
_diffrn_ambient_temperature      200.00
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  
;
Bruker AXS D8 Venture diffractometer with PhotonIII_C14 charge-integrating and 
photon counting pixel array detector
;
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'multilayer mirror optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'INCOATEC I\ms 3.0'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.771
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                4245
_reflns_number_total             5070
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2019)'
_computing_data_collection       'Apex3 v2019.11-0 (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  
;
SHELXL-2018/3 (Sheldrick, 2015, 2018), 
;
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details 
;
 Flack x determined using 1646 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.008(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         5070
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0338
_refine_ls_restrained_S_all      1.045
_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)+(0.0393P)²+0.3443P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0753
_refine_ls_wR_factor_ref         0.0832
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C25 \\sim C24 \\sim C23 \\sim C22 \\sim C21: within 1.7A with sigma of 0.04 and
sigma for terminal atoms of 0.08 within 1.7A
Uanis(C21) \\sim Ueq, Uanis(C25) \\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C23)
\\sim Ueq, Uanis(C22) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms
of 0.2
3.a Ternary CH refined with riding coordinates:
 C13(H13)
3.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C16(H16A,H16B)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C8(H8), C21(H21), C22(H22), C23(H23), C24(H24),
 C25(H25)
3.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C17(H17A,H17B,
 H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.82109(4) 0.77606(4) 0.79636(2) 0.03762(14) Uani 1 1 d . . . . .
S1 S 0.74763(16) 0.46811(9) 0.98055(11) 0.0837(4) Uani 1 1 d . . . . .
O1 O 0.8127(2) 0.80101(17) 0.91099(12) 0.0393(6) Uani 1 1 d . . . . .
O2 O 0.7137(2) 0.79896(18) 1.03431(13) 0.0414(6) Uani 1 1 d . . . . .
N1 N 0.5411(3) 0.7706(2) 0.84613(15) 0.0337(6) Uani 1 1 d . . . . .
N2 N 0.5451(3) 0.8250(2) 0.72305(15) 0.0327(6) Uani 1 1 d . . . . .
C1 C 0.6295(3) 0.7913(2) 0.78359(18) 0.0316(7) Uani 1 1 d . . . . .
C2 C 0.4037(3) 0.7901(3) 0.8252(2) 0.0405(9) Uani 1 1 d . . . . .
H2 H 0.323560 0.780918 0.858980 0.049 Uiso 1 1 calc R U . . .
C3 C 0.4060(3) 0.8241(3) 0.7484(2) 0.0412(9) Uani 1 1 d . . . . .
H3 H 0.327508 0.844033 0.716892 0.049 Uiso 1 1 calc R U . . .
C4 C 0.5890(3) 0.8567(2) 0.64234(19) 0.0307(7) Uani 1 1 d . . . . .
C5 C 0.6485(3) 0.9451(2) 0.63527(19) 0.0333(7) Uani 1 1 d . . . . .
C6 C 0.6871(4) 0.9751(2) 0.55697(19) 0.0356(7) Uani 1 1 d . . . . .
H6 H 0.728725 1.035017 0.550446 0.043 Uiso 1 1 calc R U . . .
C7 C 0.6660(4) 0.9190(3) 0.48782(19) 0.0373(7) Uani 1 1 d . . . . .
C8 C 0.6072(4) 0.8325(3) 0.4974(2) 0.0385(8) Uani 1 1 d . . . . .
H8 H 0.593950 0.793950 0.450228 0.046 Uiso 1 1 calc R U . . .
C9 C 0.5659(3) 0.7994(2) 0.5754(2) 0.0345(8) Uani 1 1 d . . . . .
C10 C 0.6711(4) 1.0066(3) 0.7095(2) 0.0497(9) Uani 1 1 d . . . . .
H10A H 0.583103 1.012933 0.740076 0.075 Uiso 1 1 calc R U . . .
H10B H 0.702711 1.068525 0.691317 0.075 Uiso 1 1 calc R U . . .
H10C H 0.742105 0.978560 0.745436 0.075 Uiso 1 1 calc R U . . .
C11 C 0.7065(4) 0.9548(3) 0.4033(2) 0.0519(10) Uani 1 1 d . . . . .
H11A H 0.647422 1.008324 0.388719 0.078 Uiso 1 1 calc R U . . .
H11B H 0.693742 0.904976 0.362303 0.078 Uiso 1 1 calc R U . . .
H11C H 0.804776 0.974297 0.403878 0.078 Uiso 1 1 calc R U . . .
C12 C 0.4993(5) 0.7047(3) 0.5836(3) 0.0534(10) Uani 1 1 d . . . . .
H12A H 0.555256 0.665878 0.621070 0.080 Uiso 1 1 calc R U . . .
H12B H 0.494616 0.674762 0.529129 0.080 Uiso 1 1 calc R U . . .
H12C H 0.404636 0.711584 0.605990 0.080 Uiso 1 1 calc R U . . .
C13 C 0.5861(3) 0.7286(3) 0.92514(18) 0.0348(7) Uani 1 1 d . . . . .
H13 H 0.507266 0.733287 0.965567 0.042 Uiso 1 1 calc R U . . .
C14 C 0.7117(3) 0.7815(3) 0.96005(18) 0.0335(7) Uani 1 1 d . . . . .
C15 C 0.6218(4) 0.6263(3) 0.9130(2) 0.0447(9) Uani 1 1 d . . . . .
H15A H 0.705506 0.621476 0.877225 0.054 Uiso 1 1 calc R U . . .
H15B H 0.543383 0.595123 0.884075 0.054 Uiso 1 1 calc R U . . .
C16 C 0.6503(4) 0.5749(3) 0.9943(3) 0.0557(11) Uani 1 1 d . . . . .
H16A H 0.559986 0.560108 1.021210 0.067 Uiso 1 1 calc R U . . .
H16B H 0.703090 0.616781 1.031704 0.067 Uiso 1 1 calc R U . . .
C17 C 0.9189(6) 0.5186(5) 0.9684(5) 0.107(2) Uani 1 1 d . . . . .
H17A H 0.917609 0.563514 0.922590 0.161 Uiso 1 1 calc R U . . .
H17B H 0.986707 0.468989 0.956396 0.161 Uiso 1 1 calc R U . . .
H17C H 0.945698 0.550741 1.019534 0.161 Uiso 1 1 calc R U . . .
C21 C 1.0292(5) 0.8147(5) 0.7601(4) 0.0835(18) Uani 1 1 d . U . . .
H21 H 1.080821 0.865957 0.781749 0.100 Uiso 1 1 calc R U . . .
C22 C 1.0283(4) 0.7231(4) 0.7914(3) 0.0598(11) Uani 1 1 d . U . . .
H22 H 1.076600 0.702604 0.839470 0.072 Uiso 1 1 calc R U . . .
C23 C 0.9465(5) 0.6680(4) 0.7416(3) 0.0733(15) Uani 1 1 d . U . . .
H23 H 0.934167 0.602265 0.745685 0.088 Uiso 1 1 calc R U . . .
C24 C 0.8856(5) 0.7269(7) 0.6841(3) 0.105(3) Uani 1 1 d . U . . .
H24 H 0.816380 0.709357 0.644942 0.126 Uiso 1 1 calc R U . . .
C25 C 0.9425(6) 0.8170(7) 0.6930(4) 0.109(3) Uani 1 1 d . U . . .
H25 H 0.924054 0.869657 0.658816 0.130 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 O1 1.889(2) . ?
Ni1 C1 1.857(3) . ?
Ni1 C21 2.147(5) . ?
Ni1 C22 2.123(4) . ?
Ni1 C23 2.147(5) . ?
Ni1 C24 2.041(5) . ?
Ni1 C25 2.117(5) . ?
S1 C16 1.801(5) . ?
S1 C17 1.801(6) . ?
O1 C14 1.281(4) . ?
O2 C14 1.226(4) . ?
N1 C1 1.351(4) . ?
N1 C2 1.385(4) . ?
N1 C13 1.475(4) . ?
N2 C1 1.357(4) . ?
N2 C3 1.392(4) . ?
N2 C4 1.444(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.335(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.391(5) . ?
C4 C9 1.375(5) . ?
C5 C6 1.386(4) . ?
C5 C10 1.503(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.390(5) . ?
C7 C8 1.367(5) . ?
C7 C11 1.510(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.403(5) . ?
C9 C12 1.502(5) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 1.0000 . ?
C13 C14 1.527(4) . ?
C13 C15 1.515(6) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.529(5) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C21 H21 0.9500 . ?
C21 C22 1.404(8) . ?
C21 C25 1.365(9) . ?
C22 H22 0.9500 . ?
C22 C23 1.372(7) . ?
C23 H23 0.9500 . ?
C23 C24 1.382(9) . ?
C24 H24 0.9500 . ?
C24 C25 1.406(11) . ?
C25 H25 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
O1 Ni1 C21 105.0(2) . . ?
O1 Ni1 C22 98.26(14) . . ?
O1 Ni1 C23 124.36(18) . . ?
O1 Ni1 C24 161.79(18) . . ?
O1 Ni1 C25 138.2(3) . . ?
C1 Ni1 O1 92.59(12) . . ?
C1 Ni1 C21 148.7(2) . . ?
C1 Ni1 C22 163.53(19) . . ?
C1 Ni1 C23 126.15(19) . . ?
C1 Ni1 C24 103.88(17) . . ?
C1 Ni1 C25 114.9(2) . . ?
C21 Ni1 C23 63.6(2) . . ?
C22 Ni1 C21 38.4(2) . . ?
C22 Ni1 C23 37.5(2) . . ?
C24 Ni1 C21 64.3(3) . . ?
C24 Ni1 C22 64.01(18) . . ?
C24 Ni1 C23 38.4(2) . . ?
C24 Ni1 C25 39.5(3) . . ?
C25 Ni1 C21 37.4(2) . . ?
C25 Ni1 C22 63.71(19) . . ?
C25 Ni1 C23 64.3(3) . . ?
C17 S1 C16 98.3(3) . . ?
C14 O1 Ni1 126.7(2) . . ?
C1 N1 C2 111.5(3) . . ?
C1 N1 C13 123.7(3) . . ?
C2 N1 C13 124.7(3) . . ?
C1 N2 C3 110.7(3) . . ?
C1 N2 C4 126.2(3) . . ?
C3 N2 C4 123.1(3) . . ?
N1 C1 Ni1 120.6(2) . . ?
N1 C1 N2 104.2(3) . . ?
N2 C1 Ni1 135.2(2) . . ?
N1 C2 H2 126.7 . . ?
C3 C2 N1 106.6(3) . . ?
C3 C2 H2 126.7 . . ?
N2 C3 H3 126.5 . . ?
C2 C3 N2 107.0(3) . . ?
C2 C3 H3 126.5 . . ?
C5 C4 N2 118.6(3) . . ?
C9 C4 N2 118.5(3) . . ?
C9 C4 C5 122.8(3) . . ?
C4 C5 C10 121.7(3) . . ?
C6 C5 C4 117.7(3) . . ?
C6 C5 C10 120.6(3) . . ?
C5 C6 H6 119.4 . . ?
C5 C6 C7 121.1(3) . . ?
C7 C6 H6 119.4 . . ?
C6 C7 C11 119.7(3) . . ?
C8 C7 C6 119.3(3) . . ?
C8 C7 C11 121.0(3) . . ?
C7 C8 H8 119.2 . . ?
C7 C8 C9 121.5(3) . . ?
C9 C8 H8 119.2 . . ?
C4 C9 C8 117.4(3) . . ?
C4 C9 C12 122.4(3) . . ?
C8 C9 C12 120.2(3) . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 H13 108.6 . . ?
N1 C13 C14 110.4(3) . . ?
N1 C13 C15 110.3(3) . . ?
C14 C13 H13 108.6 . . ?
C15 C13 H13 108.6 . . ?
C15 C13 C14 110.4(3) . . ?
O1 C14 C13 118.2(3) . . ?
O2 C14 O1 123.3(3) . . ?
O2 C14 C13 118.4(3) . . ?
C13 C15 H15A 108.9 . . ?
C13 C15 H15B 108.9 . . ?
C13 C15 C16 113.2(3) . . ?
H15A C15 H15B 107.8 . . ?
C16 C15 H15A 108.9 . . ?
C16 C15 H15B 108.9 . . ?
S1 C16 H16A 108.9 . . ?
S1 C16 H16B 108.9 . . ?
C15 C16 S1 113.2(3) . . ?
C15 C16 H16A 108.9 . . ?
C15 C16 H16B 108.9 . . ?
H16A C16 H16B 107.8 . . ?
S1 C17 H17A 109.5 . . ?
S1 C17 H17B 109.5 . . ?
S1 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Ni1 C21 H21 125.5 . . ?
C22 C21 Ni1 69.9(3) . . ?
C22 C21 H21 126.1 . . ?
C25 C21 Ni1 70.1(3) . . ?
C25 C21 H21 126.1 . . ?
C25 C21 C22 107.8(6) . . ?
Ni1 C22 H22 122.2 . . ?
C21 C22 Ni1 71.7(3) . . ?
C21 C22 H22 125.5 . . ?
C23 C22 Ni1 72.2(2) . . ?
C23 C22 C21 109.1(5) . . ?
C23 C22 H22 125.5 . . ?
Ni1 C23 H23 127.8 . . ?
C22 C23 Ni1 70.3(3) . . ?
C22 C23 H23 126.7 . . ?
C22 C23 C24 106.6(6) . . ?
C24 C23 Ni1 66.6(3) . . ?
C24 C23 H23 126.7 . . ?
Ni1 C24 H24 118.2 . . ?
C23 C24 Ni1 74.9(3) . . ?
C23 C24 H24 125.5 . . ?
C23 C24 C25 109.0(5) . . ?
C25 C24 Ni1 73.2(4) . . ?
C25 C24 H24 125.5 . . ?
Ni1 C25 H25 125.2 . . ?
C21 C25 Ni1 72.5(3) . . ?
C21 C25 C24 107.1(5) . . ?
C21 C25 H25 126.4 . . ?
C24 C25 Ni1 67.4(3) . . ?
C24 C25 H25 126.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 O1 C14 O2 179.3(3) . . . . ?
Ni1 O1 C14 C13 3.0(4) . . . . ?
Ni1 C21 C22 C23 63.0(3) . . . . ?
Ni1 C21 C25 C24 -58.7(3) . . . . ?
Ni1 C22 C23 C24 56.9(3) . . . . ?
Ni1 C23 C24 C25 65.8(4) . . . . ?
Ni1 C24 C25 C21 62.0(4) . . . . ?
O1 Ni1 C1 N1 -30.3(3) . . . . ?
O1 Ni1 C1 N2 145.9(4) . . . . ?
N1 C2 C3 N2 0.1(4) . . . . ?
N1 C13 C14 O1 -46.5(4) . . . . ?
N1 C13 C14 O2 137.1(3) . . . . ?
N1 C13 C15 C16 -172.2(3) . . . . ?
N2 C4 C5 C6 -178.6(3) . . . . ?
N2 C4 C5 C10 1.6(5) . . . . ?
N2 C4 C9 C8 178.8(3) . . . . ?
N2 C4 C9 C12 -1.2(5) . . . . ?
C1 Ni1 O1 C14 32.2(3) . . . . ?
C1 N1 C2 C3 -0.4(5) . . . . ?
C1 N1 C13 C14 48.5(5) . . . . ?
C1 N1 C13 C15 -73.8(4) . . . . ?
C1 N2 C3 C2 0.2(4) . . . . ?
C1 N2 C4 C5 -78.3(4) . . . . ?
C1 N2 C4 C9 103.9(4) . . . . ?
C2 N1 C1 Ni1 177.8(3) . . . . ?
C2 N1 C1 N2 0.5(4) . . . . ?
C2 N1 C13 C14 -134.4(4) . . . . ?
C2 N1 C13 C15 103.4(4) . . . . ?
C3 N2 C1 Ni1 -177.1(3) . . . . ?
C3 N2 C1 N1 -0.4(4) . . . . ?
C3 N2 C4 C5 102.7(4) . . . . ?
C3 N2 C4 C9 -75.1(4) . . . . ?
C4 N2 C1 Ni1 3.8(6) . . . . ?
C4 N2 C1 N1 -179.6(3) . . . . ?
C4 N2 C3 C2 179.4(3) . . . . ?
C4 C5 C6 C7 0.5(5) . . . . ?
C5 C4 C9 C8 1.1(5) . . . . ?
C5 C4 C9 C12 -178.9(3) . . . . ?
C5 C6 C7 C8 -0.5(5) . . . . ?
C5 C6 C7 C11 178.7(3) . . . . ?
C6 C7 C8 C9 0.8(5) . . . . ?
C7 C8 C9 C4 -1.1(5) . . . . ?
C7 C8 C9 C12 178.9(3) . . . . ?
C9 C4 C5 C6 -0.8(5) . . . . ?
C9 C4 C5 C10 179.3(3) . . . . ?
C10 C5 C6 C7 -179.6(3) . . . . ?
C11 C7 C8 C9 -178.4(3) . . . . ?
C13 N1 C1 Ni1 -4.8(5) . . . . ?
C13 N1 C1 N2 178.0(3) . . . . ?
C13 N1 C2 C3 -177.8(4) . . . . ?
C13 C15 C16 S1 -160.3(3) . . . . ?
C14 C13 C15 C16 65.6(4) . . . . ?
C15 C13 C14 O1 75.7(4) . . . . ?
C15 C13 C14 O2 -100.8(4) . . . . ?
C17 S1 C16 C15 78.5(4) . . . . ?
C21 Ni1 O1 C14 -174.0(3) . . . . ?
C21 Ni1 C1 N1 -155.2(4) . . . . ?
C21 Ni1 C1 N2 21.0(6) . . . . ?
C21 C22 C23 Ni1 -62.7(3) . . . . ?
C21 C22 C23 C24 -5.8(5) . . . . ?
C22 Ni1 O1 C14 -135.3(3) . . . . ?
C22 Ni1 C1 N1 101.0(6) . . . . ?
C22 Ni1 C1 N2 -82.8(7) . . . . ?
C22 C21 C25 Ni1 60.0(3) . . . . ?
C22 C21 C25 C24 1.3(6) . . . . ?
C22 C23 C24 Ni1 -59.2(3) . . . . ?
C22 C23 C24 C25 6.6(5) . . . . ?
C23 Ni1 O1 C14 -106.0(3) . . . . ?
C23 Ni1 C1 N1 106.8(3) . . . . ?
C23 Ni1 C1 N2 -77.0(4) . . . . ?
C23 C24 C25 Ni1 -66.9(3) . . . . ?
C23 C24 C25 C21 -4.9(6) . . . . ?
C24 Ni1 O1 C14 -122.7(10) . . . . ?
C24 Ni1 C1 N1 141.8(4) . . . . ?
C24 Ni1 C1 N2 -41.9(5) . . . . ?
C25 Ni1 O1 C14 165.3(3) . . . . ?
C25 Ni1 C1 N1 -177.8(4) . . . . ?
C25 Ni1 C1 N2 -1.6(5) . . . . ?
C25 C21 C22 Ni1 -60.2(3) . . . . ?
C25 C21 C22 C23 2.8(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_pgsval2ni_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2302838'
loop_
_audit_author_name
_audit_author_address
'Avelino Martin Alonso'
;Universidad de Alcala
Spain
;
_audit_update_record             
;
2023-10-23 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2023-09-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
avelino.martin@uah.es
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H42 N4 Ni O4, 2(C H Cl3)'
_chemical_formula_sum            'C36 H44 Cl6 N4 Ni O4'
_chemical_formula_weight         868.16
_chemical_absolute_configuration unk
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.7822(4)
_cell_length_b                   17.9182(5)
_cell_length_c                   11.2267(4)
_cell_angle_alpha                90
_cell_angle_beta                 107.0760(10)
_cell_angle_gamma                90
_cell_volume                     2073.35(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9988
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      27.453
_cell_measurement_theta_min      2.303
_shelx_estimated_absorpt_T_max   0.951
_shelx_estimated_absorpt_T_min   0.820
_exptl_absorpt_coefficient_mu    0.896
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6705
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.0998 before and 0.0662 after correction.
The Ratio of minimum to maximum transmission is 0.8993.
The λ/2 correction factor is Not present.
;

_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             900
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.166
_exptl_crystal_size_min          0.057
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            56426
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         27.487
_diffrn_reflns_theta_min         1.976
_diffrn_ambient_temperature      200.00
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  
;
Bruker AXS D8 Venture diffractometer with PhotonIII_C14 charge-integrating and 
photon counting pixel array detector
;
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'multilayer mirror optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.0
_diffrn_source_type              'INCOATEC I\ms 3.0'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.936
_reflns_Friedel_fraction_full    0.987
_reflns_Friedel_fraction_max     0.988
_reflns_number_gt                8896
_reflns_number_total             9405
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2019)'
_computing_data_collection       'Apex3 v2019.11-0 (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  
;
SHELXL-2018/3 (Sheldrick, 2015, 2018), 
;
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.326
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.033(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     471
_refine_ls_number_reflns         9405
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0338
_refine_ls_R_factor_gt           0.0307
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0294P)²+0.5602P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0681
_refine_ls_wR_factor_ref         0.0697
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.967(11)
 0.033(11)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C5(H5), C6(H6), C25(H25), C26(H26), C42(H42), C41(H41)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C11(H11), C13(H13), C22(H22), C23(H23), C31(H31), C33(H33)
3.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C),
 C17(H17A,H17B,H17C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C35(H35A,H35B,
 H35C), C36(H36A,H36B,H36C), C37(H37A,H37B,H37C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.25190(4) 0.50816(2) 0.49050(3) 0.01939(8) Uani 1 1 d . . . . .
O1 O 0.3400(2) 0.41676(11) 0.52197(19) 0.0256(4) Uani 1 1 d . . . . .
O2 O 0.3579(3) 0.30000(12) 0.5876(2) 0.0397(6) Uani 1 1 d . . . . .
O21 O 0.1629(2) 0.59825(11) 0.45564(19) 0.0270(4) Uani 1 1 d . . . . .
O22 O 0.1355(3) 0.71672(12) 0.4007(2) 0.0407(6) Uani 1 1 d . . . . .
N1 N -0.0218(2) 0.45108(13) 0.3771(2) 0.0257(5) Uani 1 1 d . . . . .
N2 N 0.0891(2) 0.39770(13) 0.5444(2) 0.0234(5) Uani 1 1 d . . . . .
N21 N 0.5300(2) 0.54953(13) 0.6058(2) 0.0243(5) Uani 1 1 d . . . . .
N22 N 0.4254(2) 0.62204(12) 0.4594(2) 0.0225(5) Uani 1 1 d . . . . .
C1 C 0.0940(3) 0.45368(15) 0.4655(3) 0.0228(6) Uani 1 1 d . . . . .
C2 C -0.0962(3) 0.39267(17) 0.4003(3) 0.0304(6) Uani 1 1 d . . . . .
H2 H -0.181031 0.379323 0.351042 0.037 Uiso 1 1 calc R U . . .
C3 C -0.0267(3) 0.35871(17) 0.5043(3) 0.0299(7) Uani 1 1 d . . . . .
H3 H -0.051582 0.316428 0.542931 0.036 Uiso 1 1 calc R U . . .
C4 C 0.3105(3) 0.36256(16) 0.5834(3) 0.0251(6) Uani 1 1 d . . . . .
C5 C 0.2068(3) 0.38005(15) 0.6492(3) 0.0252(6) Uani 1 1 d . . . . .
H5 H 0.233895 0.427034 0.698012 0.030 Uiso 1 1 calc R U . . .
C6 C 0.1829(3) 0.32157(18) 0.7383(3) 0.0342(7) Uani 1 1 d . . . . .
H6 H 0.150231 0.274666 0.691338 0.041 Uiso 1 1 calc R U . . .
C7 C 0.3111(4) 0.3055(2) 0.8394(4) 0.0515(10) Uani 1 1 d . . . . .
H7A H 0.372510 0.282386 0.801230 0.077 Uiso 1 1 calc R U . . .
H7B H 0.294875 0.271453 0.901545 0.077 Uiso 1 1 calc R U . . .
H7C H 0.347540 0.352297 0.879886 0.077 Uiso 1 1 calc R U . . .
C8 C 0.0835(4) 0.3496(2) 0.8019(4) 0.0508(10) Uani 1 1 d . . . . .
H8A H 0.117726 0.393931 0.851789 0.076 Uiso 1 1 calc R U . . .
H8B H 0.067065 0.310322 0.856203 0.076 Uiso 1 1 calc R U . . .
H8C H 0.002343 0.362257 0.738360 0.076 Uiso 1 1 calc R U . . .
C9 C -0.0609(3) 0.49585(15) 0.2653(3) 0.0259(6) Uani 1 1 d . . . . .
C10 C -0.1448(3) 0.55496(18) 0.2603(3) 0.0323(7) Uani 1 1 d . . . . .
C11 C -0.1851(3) 0.5953(2) 0.1499(3) 0.0408(8) Uani 1 1 d . . . . .
H11 H -0.242319 0.636336 0.144442 0.049 Uiso 1 1 calc R U . . .
C12 C -0.1440(4) 0.5773(2) 0.0477(3) 0.0421(8) Uani 1 1 d . . . . .
C13 C -0.0612(3) 0.5172(2) 0.0566(3) 0.0427(8) Uani 1 1 d . . . . .
H13 H -0.033313 0.504295 -0.013487 0.051 Uiso 1 1 calc R U . . .
C14 C -0.0175(3) 0.47514(19) 0.1648(3) 0.0350(7) Uani 1 1 d . . . . .
C15 C -0.1914(4) 0.5755(2) 0.3690(4) 0.0523(10) Uani 1 1 d . . . . .
H15A H -0.258532 0.540195 0.375423 0.078 Uiso 1 1 calc R U . . .
H15B H -0.227628 0.626076 0.357175 0.078 Uiso 1 1 calc R U . . .
H15C H -0.118578 0.573756 0.445578 0.078 Uiso 1 1 calc R U . . .
C16 C -0.1861(5) 0.6228(3) -0.0696(4) 0.0663(13) Uani 1 1 d . . . . .
H16A H -0.272810 0.643233 -0.079292 0.099 Uiso 1 1 calc R U . . .
H16B H -0.188310 0.591060 -0.141295 0.099 Uiso 1 1 calc R U . . .
H16C H -0.124651 0.663783 -0.064758 0.099 Uiso 1 1 calc R U . . .
C17 C 0.0718(5) 0.4098(2) 0.1729(4) 0.0556(11) Uani 1 1 d . . . . .
H17A H 0.158884 0.422874 0.225605 0.083 Uiso 1 1 calc R U . . .
H17B H 0.075610 0.396833 0.089216 0.083 Uiso 1 1 calc R U . . .
H17C H 0.039215 0.367000 0.209091 0.083 Uiso 1 1 calc R U . . .
C21 C 0.4112(3) 0.56020(15) 0.5228(3) 0.0210(5) Uani 1 1 d . . . . .
C22 C 0.6165(3) 0.60380(17) 0.5918(3) 0.0303(6) Uani 1 1 d . . . . .
H22 H 0.705312 0.607936 0.638335 0.036 Uiso 1 1 calc R U . . .
C23 C 0.5508(3) 0.64929(16) 0.5000(3) 0.0284(6) Uani 1 1 d . . . . .
H23 H 0.583912 0.691837 0.469018 0.034 Uiso 1 1 calc R U . . .
C24 C 0.1970(3) 0.65862(15) 0.4107(3) 0.0249(6) Uani 1 1 d . . . . .
C25 C 0.3177(3) 0.65685(15) 0.3648(3) 0.0251(6) Uani 1 1 d . . . . .
H25 H 0.342782 0.709748 0.355358 0.030 Uiso 1 1 calc R U . . .
C26 C 0.2916(3) 0.61916(17) 0.2371(3) 0.0322(7) Uani 1 1 d . . . . .
H26 H 0.265739 0.566245 0.245233 0.039 Uiso 1 1 calc R U . . .
C27 C 0.1782(4) 0.6585(2) 0.1423(3) 0.0499(9) Uani 1 1 d . . . . .
H27A H 0.100514 0.655502 0.170396 0.075 Uiso 1 1 calc R U . . .
H27B H 0.161330 0.634016 0.060952 0.075 Uiso 1 1 calc R U . . .
H27C H 0.200536 0.710934 0.134882 0.075 Uiso 1 1 calc R U . . .
C28 C 0.4126(4) 0.6186(2) 0.1930(3) 0.0498(10) Uani 1 1 d . . . . .
H28A H 0.440857 0.670044 0.186272 0.075 Uiso 1 1 calc R U . . .
H28B H 0.392722 0.594349 0.111285 0.075 Uiso 1 1 calc R U . . .
H28C H 0.482058 0.591146 0.252956 0.075 Uiso 1 1 calc R U . . .
C29 C 0.5612(3) 0.49808(16) 0.7091(3) 0.0260(6) Uani 1 1 d . . . . .
C30 C 0.6454(3) 0.43918(17) 0.7097(3) 0.0301(6) Uani 1 1 d . . . . .
C31 C 0.6803(3) 0.39356(19) 0.8150(3) 0.0383(8) Uani 1 1 d . . . . .
H31 H 0.737885 0.353088 0.817422 0.046 Uiso 1 1 calc R U . . .
C32 C 0.6342(4) 0.4051(2) 0.9153(3) 0.0410(8) Uani 1 1 d . . . . .
C33 C 0.5505(4) 0.4645(2) 0.9113(3) 0.0406(8) Uani 1 1 d . . . . .
H33 H 0.517869 0.472690 0.980179 0.049 Uiso 1 1 calc R U . . .
C34 C 0.5129(3) 0.5125(2) 0.8091(3) 0.0330(6) Uani 1 1 d . . . . .
C35 C 0.7001(4) 0.4259(2) 0.6033(4) 0.0459(9) Uani 1 1 d . . . . .
H35A H 0.633708 0.436885 0.524544 0.069 Uiso 1 1 calc R U . . .
H35B H 0.726916 0.373592 0.603673 0.069 Uiso 1 1 calc R U . . .
H35C H 0.775250 0.458401 0.611945 0.069 Uiso 1 1 calc R U . . .
C36 C 0.6744(5) 0.3548(3) 1.0281(4) 0.0642(12) Uani 1 1 d . . . . .
H36A H 0.611962 0.313855 1.018174 0.096 Uiso 1 1 calc R U . . .
H36B H 0.676456 0.383594 1.102883 0.096 Uiso 1 1 calc R U . . .
H36C H 0.760836 0.334392 1.036392 0.096 Uiso 1 1 calc R U . . .
C37 C 0.4250(4) 0.5773(2) 0.8095(3) 0.0492(10) Uani 1 1 d . . . . .
H37A H 0.465945 0.623466 0.792986 0.074 Uiso 1 1 calc R U . . .
H37B H 0.409493 0.580792 0.891060 0.074 Uiso 1 1 calc R U . . .
H37C H 0.342296 0.570101 0.744741 0.074 Uiso 1 1 calc R U . . .
Cl4 Cl 0.47187(13) 0.42404(5) 0.26080(11) 0.0606(3) Uani 1 1 d . . . . .
Cl5 Cl 0.33143(12) 0.28479(6) 0.21761(12) 0.0663(3) Uani 1 1 d . . . . .
Cl6 Cl 0.60120(10) 0.28591(5) 0.35459(11) 0.0538(3) Uani 1 1 d . . . . .
C42 C 0.4551(4) 0.33555(19) 0.3221(3) 0.0375(7) Uani 1 1 d . . . . .
H42 H 0.432037 0.342322 0.401399 0.045 Uiso 1 1 calc R U . . .
Cl1 Cl 0.02596(11) 0.56991(5) 0.71333(11) 0.0567(3) Uani 1 1 d . . . . .
Cl2 Cl -0.10138(10) 0.71095(5) 0.63167(12) 0.0543(3) Uani 1 1 d . . . . .
Cl3 Cl 0.16575(12) 0.70814(6) 0.77864(12) 0.0630(3) Uani 1 1 d . . . . .
C41 C 0.0452(3) 0.66164(19) 0.6646(3) 0.0371(7) Uani 1 1 d . . . . .
H41 H 0.072388 0.658955 0.586825 0.044 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 O1 1.874(2) . ?
Ni1 O21 1.860(2) . ?
Ni1 C1 1.911(3) . ?
Ni1 C21 1.893(3) . ?
O1 C4 1.284(4) . ?
O2 C4 1.227(4) . ?
O21 C24 1.292(3) . ?
O22 C24 1.222(4) . ?
N1 C1 1.348(4) . ?
N1 C2 1.389(4) . ?
N1 C9 1.445(4) . ?
N2 C1 1.349(4) . ?
N2 C3 1.386(4) . ?
N2 C5 1.490(4) . ?
N21 C21 1.358(4) . ?
N21 C22 1.388(4) . ?
N21 C29 1.442(4) . ?
N22 C21 1.350(3) . ?
N22 C23 1.383(4) . ?
N22 C25 1.463(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.335(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.542(4) . ?
C5 H5 1.0000 . ?
C5 C6 1.522(4) . ?
C6 H6 1.0000 . ?
C6 C7 1.536(5) . ?
C6 C8 1.536(5) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.383(4) . ?
C9 C14 1.393(4) . ?
C10 C11 1.390(5) . ?
C10 C15 1.495(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.384(5) . ?
C12 C13 1.383(5) . ?
C12 C16 1.502(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.389(5) . ?
C14 C17 1.502(5) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C22 H22 0.9500 . ?
C22 C23 1.341(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.534(4) . ?
C25 H25 1.0000 . ?
C25 C26 1.534(4) . ?
C26 H26 1.0000 . ?
C26 C27 1.536(5) . ?
C26 C28 1.526(5) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.391(4) . ?
C29 C34 1.393(4) . ?
C30 C31 1.395(4) . ?
C30 C35 1.498(5) . ?
C31 H31 0.9500 . ?
C31 C32 1.373(5) . ?
C32 C33 1.387(5) . ?
C32 C36 1.511(5) . ?
C33 H33 0.9500 . ?
C33 C34 1.396(5) . ?
C34 C37 1.500(5) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
Cl4 C42 1.759(4) . ?
Cl5 C42 1.750(4) . ?
Cl6 C42 1.751(4) . ?
C42 H42 1.0000 . ?
Cl1 C41 1.764(4) . ?
Cl2 C41 1.753(4) . ?
Cl3 C41 1.745(4) . ?
C41 H41 1.0000 . ?

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 C1 87.81(10) . . ?
O1 Ni1 C21 90.76(10) . . ?
O21 Ni1 O1 178.75(10) . . ?
O21 Ni1 C1 91.73(11) . . ?
O21 Ni1 C21 89.75(11) . . ?
C21 Ni1 C1 177.32(13) . . ?
C4 O1 Ni1 124.76(19) . . ?
C24 O21 Ni1 128.37(19) . . ?
C1 N1 C2 110.5(2) . . ?
C1 N1 C9 126.3(2) . . ?
C2 N1 C9 122.9(3) . . ?
C1 N2 C3 111.5(3) . . ?
C1 N2 C5 119.2(2) . . ?
C3 N2 C5 128.9(2) . . ?
C21 N21 C22 110.7(2) . . ?
C21 N21 C29 126.3(2) . . ?
C22 N21 C29 122.2(3) . . ?
C21 N22 C23 111.5(2) . . ?
C21 N22 C25 122.9(2) . . ?
C23 N22 C25 125.4(2) . . ?
N1 C1 Ni1 135.9(2) . . ?
N1 C1 N2 104.6(2) . . ?
N2 C1 Ni1 119.2(2) . . ?
N1 C2 H2 126.3 . . ?
C3 C2 N1 107.5(3) . . ?
C3 C2 H2 126.3 . . ?
N2 C3 H3 127.0 . . ?
C2 C3 N2 106.0(3) . . ?
C2 C3 H3 127.0 . . ?
O1 C4 C5 115.6(2) . . ?
O2 C4 O1 123.0(3) . . ?
O2 C4 C5 121.3(3) . . ?
N2 C5 C4 103.5(2) . . ?
N2 C5 H5 107.3 . . ?
N2 C5 C6 113.3(2) . . ?
C4 C5 H5 107.3 . . ?
C6 C5 C4 117.5(2) . . ?
C6 C5 H5 107.3 . . ?
C5 C6 H6 109.5 . . ?
C5 C6 C7 109.0(3) . . ?
C5 C6 C8 110.9(3) . . ?
C7 C6 H6 109.5 . . ?
C7 C6 C8 108.5(3) . . ?
C8 C6 H6 109.5 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 N1 118.8(3) . . ?
C10 C9 C14 122.9(3) . . ?
C14 C9 N1 118.3(3) . . ?
C9 C10 C11 117.6(3) . . ?
C9 C10 C15 121.9(3) . . ?
C11 C10 C15 120.5(3) . . ?
C10 C11 H11 119.1 . . ?
C12 C11 C10 121.7(3) . . ?
C12 C11 H11 119.1 . . ?
C11 C12 C16 120.8(4) . . ?
C13 C12 C11 118.6(3) . . ?
C13 C12 C16 120.6(4) . . ?
C12 C13 H13 118.9 . . ?
C12 C13 C14 122.1(3) . . ?
C14 C13 H13 118.9 . . ?
C9 C14 C17 121.4(3) . . ?
C13 C14 C9 117.1(3) . . ?
C13 C14 C17 121.5(3) . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N21 C21 Ni1 133.0(2) . . ?
N22 C21 Ni1 122.7(2) . . ?
N22 C21 N21 104.3(2) . . ?
N21 C22 H22 126.5 . . ?
C23 C22 N21 107.0(3) . . ?
C23 C22 H22 126.5 . . ?
N22 C23 H23 126.8 . . ?
C22 C23 N22 106.5(3) . . ?
C22 C23 H23 126.8 . . ?
O21 C24 C25 118.7(2) . . ?
O22 C24 O21 122.7(3) . . ?
O22 C24 C25 118.6(3) . . ?
N22 C25 C24 109.7(2) . . ?
N22 C25 H25 107.4 . . ?
N22 C25 C26 112.3(2) . . ?
C24 C25 H25 107.4 . . ?
C24 C25 C26 112.5(2) . . ?
C26 C25 H25 107.4 . . ?
C25 C26 H26 108.2 . . ?
C25 C26 C27 109.6(3) . . ?
C27 C26 H26 108.2 . . ?
C28 C26 C25 111.5(3) . . ?
C28 C26 H26 108.2 . . ?
C28 C26 C27 111.1(3) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 N21 119.1(3) . . ?
C30 C29 C34 122.4(3) . . ?
C34 C29 N21 118.4(3) . . ?
C29 C30 C31 117.5(3) . . ?
C29 C30 C35 121.8(3) . . ?
C31 C30 C35 120.8(3) . . ?
C30 C31 H31 118.9 . . ?
C32 C31 C30 122.3(3) . . ?
C32 C31 H31 118.9 . . ?
C31 C32 C33 118.6(3) . . ?
C31 C32 C36 120.9(4) . . ?
C33 C32 C36 120.5(4) . . ?
C32 C33 H33 119.1 . . ?
C32 C33 C34 121.9(3) . . ?
C34 C33 H33 119.1 . . ?
C29 C34 C33 117.4(3) . . ?
C29 C34 C37 122.1(3) . . ?
C33 C34 C37 120.4(3) . . ?
C30 C35 H35A 109.5 . . ?
C30 C35 H35B 109.5 . . ?
C30 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C32 C36 H36A 109.5 . . ?
C32 C36 H36B 109.5 . . ?
C32 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C34 C37 H37A 109.5 . . ?
C34 C37 H37B 109.5 . . ?
C34 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
Cl4 C42 H42 108.7 . . ?
Cl5 C42 Cl4 110.6(2) . . ?
Cl5 C42 Cl6 109.72(19) . . ?
Cl5 C42 H42 108.7 . . ?
Cl6 C42 Cl4 110.5(2) . . ?
Cl6 C42 H42 108.7 . . ?
Cl1 C41 H41 108.5 . . ?
Cl2 C41 Cl1 110.74(19) . . ?
Cl2 C41 H41 108.5 . . ?
Cl3 C41 Cl1 110.3(2) . . ?
Cl3 C41 Cl2 110.18(19) . . ?
Cl3 C41 H41 108.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 O1 C4 O2 169.4(2) . . . . ?
Ni1 O1 C4 C5 -8.6(4) . . . . ?
Ni1 O21 C24 O22 -174.0(2) . . . . ?
Ni1 O21 C24 C25 7.6(4) . . . . ?
O1 Ni1 C21 N21 -36.9(3) . . . . ?
O1 Ni1 C21 N22 143.9(2) . . . . ?
O1 C4 C5 N2 63.0(3) . . . . ?
O1 C4 C5 C6 -171.2(3) . . . . ?
O2 C4 C5 N2 -115.0(3) . . . . ?
O2 C4 C5 C6 10.7(4) . . . . ?
O21 Ni1 C21 N21 144.3(3) . . . . ?
O21 Ni1 C21 N22 -35.0(2) . . . . ?
O21 C24 C25 N22 -48.6(3) . . . . ?
O21 C24 C25 C26 77.0(3) . . . . ?
O22 C24 C25 N22 132.9(3) . . . . ?
O22 C24 C25 C26 -101.5(3) . . . . ?
N1 C2 C3 N2 0.8(3) . . . . ?
N1 C9 C10 C11 -177.5(3) . . . . ?
N1 C9 C10 C15 2.6(5) . . . . ?
N1 C9 C14 C13 177.2(3) . . . . ?
N1 C9 C14 C17 -2.3(5) . . . . ?
N2 C5 C6 C7 177.9(3) . . . . ?
N2 C5 C6 C8 -62.8(3) . . . . ?
N21 C22 C23 N22 -0.1(3) . . . . ?
N21 C29 C30 C31 175.8(3) . . . . ?
N21 C29 C30 C35 -2.7(5) . . . . ?
N21 C29 C34 C33 -176.3(3) . . . . ?
N21 C29 C34 C37 2.9(5) . . . . ?
N22 C25 C26 C27 -179.7(3) . . . . ?
N22 C25 C26 C28 -56.2(3) . . . . ?
C1 Ni1 O1 C4 -39.2(2) . . . . ?
C1 Ni1 O21 C24 -152.5(3) . . . . ?
C1 N1 C2 C3 0.3(4) . . . . ?
C1 N1 C9 C10 -104.1(4) . . . . ?
C1 N1 C9 C14 79.1(4) . . . . ?
C1 N2 C3 C2 -1.7(3) . . . . ?
C1 N2 C5 C4 -57.9(3) . . . . ?
C1 N2 C5 C6 173.7(3) . . . . ?
C2 N1 C1 Ni1 172.0(2) . . . . ?
C2 N1 C1 N2 -1.3(3) . . . . ?
C2 N1 C9 C10 83.5(4) . . . . ?
C2 N1 C9 C14 -93.3(4) . . . . ?
C3 N2 C1 Ni1 -172.8(2) . . . . ?
C3 N2 C1 N1 1.9(3) . . . . ?
C3 N2 C5 C4 113.8(3) . . . . ?
C3 N2 C5 C6 -14.6(4) . . . . ?
C4 C5 C6 C7 57.1(4) . . . . ?
C4 C5 C6 C8 176.5(3) . . . . ?
C5 N2 C1 Ni1 0.2(3) . . . . ?
C5 N2 C1 N1 174.9(2) . . . . ?
C5 N2 C3 C2 -173.9(3) . . . . ?
C9 N1 C1 Ni1 -1.3(5) . . . . ?
C9 N1 C1 N2 -174.6(3) . . . . ?
C9 N1 C2 C3 173.8(3) . . . . ?
C9 C10 C11 C12 0.4(5) . . . . ?
C10 C9 C14 C13 0.6(5) . . . . ?
C10 C9 C14 C17 -178.9(3) . . . . ?
C10 C11 C12 C13 0.3(6) . . . . ?
C10 C11 C12 C16 -178.5(4) . . . . ?
C11 C12 C13 C14 -0.6(6) . . . . ?
C12 C13 C14 C9 0.1(6) . . . . ?
C12 C13 C14 C17 179.6(4) . . . . ?
C14 C9 C10 C11 -0.8(5) . . . . ?
C14 C9 C10 C15 179.2(3) . . . . ?
C15 C10 C11 C12 -179.7(4) . . . . ?
C16 C12 C13 C14 178.2(4) . . . . ?
C21 Ni1 O1 C4 138.6(2) . . . . ?
C21 Ni1 O21 C24 29.7(3) . . . . ?
C21 N21 C22 C23 0.6(3) . . . . ?
C21 N21 C29 C30 115.7(3) . . . . ?
C21 N21 C29 C34 -68.9(4) . . . . ?
C21 N22 C23 C22 -0.5(3) . . . . ?
C21 N22 C25 C24 42.6(3) . . . . ?
C21 N22 C25 C26 -83.2(3) . . . . ?
C22 N21 C21 Ni1 179.8(2) . . . . ?
C22 N21 C21 N22 -0.9(3) . . . . ?
C22 N21 C29 C30 -75.3(4) . . . . ?
C22 N21 C29 C34 100.1(4) . . . . ?
C23 N22 C21 Ni1 -179.7(2) . . . . ?
C23 N22 C21 N21 0.9(3) . . . . ?
C23 N22 C25 C24 -133.7(3) . . . . ?
C23 N22 C25 C26 100.5(3) . . . . ?
C24 C25 C26 C27 56.0(3) . . . . ?
C24 C25 C26 C28 179.5(3) . . . . ?
C25 N22 C21 Ni1 3.5(4) . . . . ?
C25 N22 C21 N21 -175.9(2) . . . . ?
C25 N22 C23 C22 176.2(3) . . . . ?
C29 N21 C21 Ni1 -10.2(4) . . . . ?
C29 N21 C21 N22 169.2(3) . . . . ?
C29 N21 C22 C23 -169.9(3) . . . . ?
C29 C30 C31 C32 0.2(5) . . . . ?
C30 C29 C34 C33 -1.0(5) . . . . ?
C30 C29 C34 C37 178.2(3) . . . . ?
C30 C31 C32 C33 -0.2(5) . . . . ?
C30 C31 C32 C36 -179.7(4) . . . . ?
C31 C32 C33 C34 -0.3(6) . . . . ?
C32 C33 C34 C29 0.9(5) . . . . ?
C32 C33 C34 C37 -178.3(4) . . . . ?
C34 C29 C30 C31 0.5(5) . . . . ?
C34 C29 C30 C35 -178.0(3) . . . . ?
C35 C30 C31 C32 178.6(4) . . . . ?
C36 C32 C33 C34 179.2(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.967(11)
2 0.033(11)


####################################################################### 
# 
# 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_leu2ni_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2302839'
loop_
_audit_author_name
_audit_author_address
'Avelino Martin Alonso'
;Universidad de Alcala
Spain
;
_audit_update_record             
;
2023-10-23 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2023-09-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H46 N4 Ni O4'
_chemical_formula_sum            'C36 H46 N4 Ni O4'
_chemical_formula_weight         657.48
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   13.4002(6)
_cell_length_b                   7.5080(3)
_cell_length_c                   17.3761(7)
_cell_angle_alpha                90
_cell_angle_beta                 109.1850(10)
_cell_angle_gamma                90
_cell_volume                     1651.10(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9957
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      27.504
_cell_measurement_theta_min      3.374
_shelx_estimated_absorpt_T_max   0.944
_shelx_estimated_absorpt_T_min   0.821
_exptl_absorpt_coefficient_mu    0.632
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6672
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1031 before and 0.0584 after correction.
The Ratio of minimum to maximum transmission is 0.8948.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             700
_exptl_crystal_size_max          0.325
_exptl_crystal_size_mid          0.206
_exptl_crystal_size_min          0.093
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            41111
_diffrn_reflns_point_group_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         27.510
_diffrn_reflns_theta_min         3.374
_diffrn_ambient_temperature      200.00
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  
;
Bruker AXS D8 Venture diffractometer with PhotonIII_C14 charge-integrating and 
photon counting pixel array detector
;
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'multilayer mirror optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'INCOATEC I\ms 3.0'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.848
_reflns_Friedel_fraction_full    0.959
_reflns_Friedel_fraction_max     0.965
_reflns_number_gt                7139
_reflns_number_total             7366
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2019)'
_computing_data_collection       'Apex3 v2019.11-0 (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  
;
SHELXL-2018/3 (Sheldrick, 2015, 2018), 
;
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.019(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     417
_refine_ls_number_reflns         7366
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0273
_refine_ls_R_factor_gt           0.0261
_refine_ls_restrained_S_all      1.043
_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)+(0.0407P)²+0.2663P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0698
_refine_ls_wR_factor_ref         0.0706
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.981(10)
 0.019(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C2(H2), C4(H4), C22(H22), C24(H24)
3.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C23(H23A,H23B)
3.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C12(H12), C14(H14), C27(H27), C28(H28), C32(H32), C34(H34)
3.d Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C),
 C18(H18A,H18B,H18C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C36(H36A,H36B,
 H36C), C37(H37A,H37B,H37C), C38(H38A,H38B,H38C)
;


# start Validation Reply Form
_vrf_PLAT910_leu2ni_0m_a         
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 12 Note
RESPONSE: Data collection was performed from theta= 3.374 degrees to avoid
conflicts with the beam stop. All 13 missing reflections had theta lower
than 3.374 degrees.
;
# end Validation Reply For
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.76005(2) 0.52670(5) 0.74947(2) 0.01924(8) Uani 1 1 d . . . . .
O1 O 0.83392(13) 0.5798(2) 0.67907(9) 0.0273(4) Uani 1 1 d . . . . .
O2 O 0.97367(15) 0.5957(3) 0.63865(11) 0.0367(4) Uani 1 1 d . . . . .
O3 O 0.68745(12) 0.4623(2) 0.81976(9) 0.0248(3) Uani 1 1 d . . . . .
O4 O 0.54291(14) 0.4330(3) 0.85329(12) 0.0376(4) Uani 1 1 d . . . . .
N1 N 0.97831(14) 0.5742(2) 0.84148(11) 0.0228(4) Uani 1 1 d . . . . .
N2 N 0.88704(13) 0.6803(3) 0.91168(11) 0.0206(4) Uani 1 1 d . . . . .
N3 N 0.54080(13) 0.5120(3) 0.66155(11) 0.0267(4) Uani 1 1 d . . . . .
N4 N 0.61734(14) 0.3705(3) 0.58988(11) 0.0232(4) Uani 1 1 d . . . . .
C1 C 0.93373(18) 0.5645(3) 0.69066(14) 0.0250(5) Uani 1 1 d . . . . .
C2 C 1.00729(16) 0.4993(3) 0.77408(13) 0.0237(5) Uani 1 1 d . . . . .
H2 H 1.080624 0.539725 0.780286 0.028 Uiso 1 1 calc R U . . .
C3 C 1.00827(18) 0.2954(3) 0.77890(15) 0.0264(5) Uani 1 1 d . . . . .
H3A H 1.052428 0.259869 0.834550 0.032 Uiso 1 1 calc R U . . .
H3B H 0.935357 0.254183 0.770870 0.032 Uiso 1 1 calc R U . . .
C4 C 1.0489(2) 0.1983(3) 0.71798(15) 0.0325(5) Uani 1 1 d . . . . .
H4 H 1.002487 0.230405 0.661773 0.039 Uiso 1 1 calc R U . . .
C5 C 1.1618(2) 0.2521(5) 0.7268(2) 0.0488(7) Uani 1 1 d . . . . .
H5A H 1.163467 0.378352 0.712987 0.073 Uiso 1 1 calc R U . . .
H5B H 1.187113 0.180067 0.689907 0.073 Uiso 1 1 calc R U . . .
H5C H 1.207458 0.232382 0.783108 0.073 Uiso 1 1 calc R U . . .
C6 C 1.0401(2) -0.0023(4) 0.72918(19) 0.0434(7) Uani 1 1 d . . . . .
H6A H 1.084574 -0.036372 0.784203 0.065 Uiso 1 1 calc R U . . .
H6B H 1.063572 -0.066005 0.688968 0.065 Uiso 1 1 calc R U . . .
H6C H 0.966386 -0.033276 0.721537 0.065 Uiso 1 1 calc R U . . .
C7 C 1.04960(18) 0.6325(3) 0.91402(14) 0.0276(5) Uani 1 1 d . . . . .
H7 H 1.124456 0.626378 0.929883 0.033 Uiso 1 1 calc R U . . .
C8 C 0.99258(18) 0.6996(3) 0.95776(14) 0.0274(5) Uani 1 1 d . . . . .
H8 H 1.019547 0.750931 1.010554 0.033 Uiso 1 1 calc R U . . .
C9 C 0.87771(16) 0.6004(3) 0.83927(13) 0.0204(4) Uani 1 1 d . . . . .
C10 C 0.80326(16) 0.7699(3) 0.93178(13) 0.0201(4) Uani 1 1 d . . . . .
C11 C 0.75654(17) 0.6890(3) 0.98344(13) 0.0241(4) Uani 1 1 d . . . . .
C12 C 0.67994(19) 0.7861(4) 1.00357(15) 0.0295(5) Uani 1 1 d . . . . .
H12 H 0.648240 0.735227 1.039955 0.035 Uiso 1 1 calc R U . . .
C13 C 0.64858(19) 0.9542(4) 0.97223(16) 0.0303(5) Uani 1 1 d . . . . .
C14 C 0.69770(15) 1.0302(5) 0.92114(13) 0.0272(4) Uani 1 1 d . . . . .
H14 H 0.677058 1.145890 0.899650 0.033 Uiso 1 1 calc R U . . .
C15 C 0.77634(17) 0.9408(3) 0.90077(13) 0.0228(4) Uani 1 1 d . . . . .
C16 C 0.7865(2) 0.5042(4) 1.01608(16) 0.0332(6) Uani 1 1 d . . . . .
H16A H 0.783524 0.423516 0.971033 0.050 Uiso 1 1 calc R U . . .
H16B H 0.737210 0.463101 1.043271 0.050 Uiso 1 1 calc R U . . .
H16C H 0.858439 0.505394 1.055236 0.050 Uiso 1 1 calc R U . . .
C17 C 0.5617(2) 1.0535(5) 0.99187(18) 0.0453(7) Uani 1 1 d . . . . .
H17A H 0.568585 1.181378 0.983581 0.068 Uiso 1 1 calc R U . . .
H17B H 0.567477 1.031465 1.048766 0.068 Uiso 1 1 calc R U . . .
H17C H 0.492820 1.011832 0.955998 0.068 Uiso 1 1 calc R U . . .
C18 C 0.83373(17) 1.0282(5) 0.84972(13) 0.0302(4) Uani 1 1 d . . . . .
H18A H 0.804389 1.147246 0.833494 0.045 Uiso 1 1 calc R U . . .
H18B H 0.825259 0.956123 0.800948 0.045 Uiso 1 1 calc R U . . .
H18C H 0.908964 1.038139 0.881402 0.045 Uiso 1 1 calc R U . . .
C21 C 0.58867(18) 0.4898(3) 0.80856(13) 0.0249(5) Uani 1 1 d . . . . .
C22 C 0.53083(19) 0.6073(4) 0.73349(14) 0.0297(5) Uani 1 1 d . . . . .
H22 H 0.568871 0.723603 0.738989 0.036 Uiso 1 1 calc R U . . .
C23 C 0.4173(2) 0.6438(4) 0.72593(16) 0.0389(6) Uani 1 1 d . . . . .
H23A H 0.383650 0.531969 0.735086 0.047 Uiso 1 1 calc R U . . .
H23B H 0.378607 0.685834 0.670065 0.047 Uiso 1 1 calc R U . . .
C24 C 0.4092(2) 0.7853(5) 0.78802(17) 0.0476(8) Uani 1 1 d . . . . .
H24 H 0.463354 0.756973 0.841806 0.057 Uiso 1 1 calc R U . . .
C25 C 0.2994(3) 0.7658(8) 0.7970(3) 0.0799(14) Uani 1 1 d . . . . .
H25A H 0.244930 0.782756 0.743741 0.120 Uiso 1 1 calc R U . . .
H25B H 0.290773 0.855549 0.835222 0.120 Uiso 1 1 calc R U . . .
H25C H 0.292475 0.646556 0.817594 0.120 Uiso 1 1 calc R U . . .
C26 C 0.4298(3) 0.9748(5) 0.7642(2) 0.0631(11) Uani 1 1 d . . . . .
H26A H 0.500865 0.981507 0.760048 0.095 Uiso 1 1 calc R U . . .
H26B H 0.424143 1.058710 0.805773 0.095 Uiso 1 1 calc R U . . .
H26C H 0.377474 1.005429 0.711502 0.095 Uiso 1 1 calc R U . . .
C27 C 0.46151(18) 0.4505(4) 0.59324(15) 0.0325(5) Uani 1 1 d . . . . .
H27 H 0.387648 0.468088 0.580575 0.039 Uiso 1 1 calc R U . . .
C28 C 0.50955(18) 0.3616(4) 0.54877(14) 0.0304(5) Uani 1 1 d . . . . .
H28 H 0.476104 0.303101 0.498373 0.037 Uiso 1 1 calc R U . . .
C29 C 0.63721(17) 0.4629(3) 0.66023(13) 0.0237(4) Uani 1 1 d . . . . .
C30 C 0.69399(16) 0.2679(3) 0.56661(13) 0.0220(4) Uani 1 1 d . . . . .
C31 C 0.74204(18) 0.3391(3) 0.51407(14) 0.0245(4) Uani 1 1 d . . . . .
C32 C 0.81321(18) 0.2317(3) 0.49218(14) 0.0283(5) Uani 1 1 d . . . . .
H32 H 0.846317 0.277409 0.455653 0.034 Uiso 1 1 calc R U . . .
C33 C 0.83720(18) 0.0597(3) 0.52218(14) 0.0276(5) Uani 1 1 d . . . . .
C34 C 0.78624(18) -0.0074(3) 0.57401(14) 0.0267(5) Uani 1 1 d . . . . .
H34 H 0.801634 -0.125118 0.594595 0.032 Uiso 1 1 calc R U . . .
C35 C 0.71337(17) 0.0936(3) 0.59634(13) 0.0227(4) Uani 1 1 d . . . . .
C36 C 0.7192(2) 0.5252(5) 0.48182(14) 0.0367(5) Uani 1 1 d . . . . .
H36A H 0.644256 0.535423 0.449313 0.055 Uiso 1 1 calc R U . . .
H36B H 0.762547 0.552557 0.447600 0.055 Uiso 1 1 calc R U . . .
H36C H 0.735822 0.609206 0.527455 0.055 Uiso 1 1 calc R U . . .
C37 C 0.9167(3) -0.0518(5) 0.4994(2) 0.0451(7) Uani 1 1 d . . . . .
H37A H 0.943052 -0.146503 0.539778 0.068 Uiso 1 1 calc R U . . .
H37B H 0.975844 0.023499 0.497927 0.068 Uiso 1 1 calc R U . . .
H37C H 0.883045 -0.104925 0.445518 0.068 Uiso 1 1 calc R U . . .
C38 C 0.65500(18) 0.0168(5) 0.64948(14) 0.0320(5) Uani 1 1 d . . . . .
H38A H 0.667342 0.091408 0.698000 0.048 Uiso 1 1 calc R U . . .
H38B H 0.680548 -0.104201 0.666046 0.048 Uiso 1 1 calc R U . . .
H38C H 0.579175 0.013176 0.618947 0.048 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 O1 1.8522(17) . ?
Ni1 O3 1.8582(16) . ?
Ni1 C9 1.900(2) . ?
Ni1 C29 1.915(2) . ?
O1 C1 1.291(3) . ?
O2 C1 1.215(3) . ?
O3 C21 1.290(3) . ?
O4 C21 1.215(3) . ?
N1 C2 1.462(3) . ?
N1 C7 1.379(3) . ?
N1 C9 1.350(3) . ?
N2 C8 1.385(3) . ?
N2 C9 1.362(3) . ?
N2 C10 1.447(3) . ?
N3 C22 1.484(3) . ?
N3 C27 1.386(3) . ?
N3 C29 1.351(3) . ?
N4 C28 1.387(3) . ?
N4 C29 1.354(3) . ?
N4 C30 1.444(3) . ?
C1 C2 1.541(3) . ?
C2 H2 1.0000 . ?
C2 C3 1.533(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.526(3) . ?
C4 H4 1.0000 . ?
C4 C5 1.524(4) . ?
C4 C6 1.528(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7 0.9500 . ?
C7 C8 1.341(3) . ?
C8 H8 0.9500 . ?
C10 C11 1.391(3) . ?
C10 C15 1.393(3) . ?
C11 C12 1.394(3) . ?
C11 C16 1.503(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.384(4) . ?
C13 C14 1.390(4) . ?
C13 C17 1.513(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.390(3) . ?
C15 C18 1.502(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C21 C22 1.554(3) . ?
C22 H22 1.0000 . ?
C22 C23 1.509(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.543(4) . ?
C24 H24 1.0000 . ?
C24 C25 1.536(5) . ?
C24 C26 1.532(5) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27 0.9500 . ?
C27 C28 1.336(4) . ?
C28 H28 0.9500 . ?
C30 C31 1.386(3) . ?
C30 C35 1.399(3) . ?
C31 C32 1.394(3) . ?
C31 C36 1.499(4) . ?
C32 H32 0.9500 . ?
C32 C33 1.390(3) . ?
C33 C34 1.391(3) . ?
C33 C37 1.507(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.389(3) . ?
C35 C38 1.507(3) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni1 O3 177.33(8) . . ?
O1 Ni1 C9 90.02(8) . . ?
O1 Ni1 C29 91.31(9) . . ?
O3 Ni1 C9 90.48(8) . . ?
O3 Ni1 C29 88.32(9) . . ?
C9 Ni1 C29 176.89(10) . . ?
C1 O1 Ni1 128.99(14) . . ?
C21 O3 Ni1 126.32(14) . . ?
C7 N1 C2 124.60(18) . . ?
C9 N1 C2 123.98(18) . . ?
C9 N1 C7 111.39(18) . . ?
C8 N2 C10 122.52(18) . . ?
C9 N2 C8 110.28(18) . . ?
C9 N2 C10 125.79(17) . . ?
C27 N3 C22 128.75(19) . . ?
C29 N3 C22 119.81(18) . . ?
C29 N3 C27 111.3(2) . . ?
C28 N4 C30 123.12(19) . . ?
C29 N4 C28 110.63(19) . . ?
C29 N4 C30 125.41(18) . . ?
O1 C1 C2 119.01(19) . . ?
O2 C1 O1 123.7(2) . . ?
O2 C1 C2 117.3(2) . . ?
N1 C2 C1 112.03(17) . . ?
N1 C2 H2 107.9 . . ?
N1 C2 C3 109.88(18) . . ?
C1 C2 H2 107.9 . . ?
C3 C2 C1 111.12(18) . . ?
C3 C2 H2 107.9 . . ?
C2 C3 H3A 108.3 . . ?
C2 C3 H3B 108.3 . . ?
H3A C3 H3B 107.4 . . ?
C4 C3 C2 116.0(2) . . ?
C4 C3 H3A 108.3 . . ?
C4 C3 H3B 108.3 . . ?
C3 C4 H4 108.2 . . ?
C3 C4 C6 108.8(2) . . ?
C5 C4 C3 111.9(2) . . ?
C5 C4 H4 108.2 . . ?
C5 C4 C6 111.4(2) . . ?
C6 C4 H4 108.2 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N1 C7 H7 126.7 . . ?
C8 C7 N1 106.6(2) . . ?
C8 C7 H7 126.7 . . ?
N2 C8 H8 126.4 . . ?
C7 C8 N2 107.3(2) . . ?
C7 C8 H8 126.4 . . ?
N1 C9 Ni1 122.14(16) . . ?
N1 C9 N2 104.50(17) . . ?
N2 C9 Ni1 133.35(16) . . ?
C11 C10 N2 120.1(2) . . ?
C11 C10 C15 122.5(2) . . ?
C15 C10 N2 117.26(19) . . ?
C10 C11 C12 117.3(2) . . ?
C10 C11 C16 121.7(2) . . ?
C12 C11 C16 121.0(2) . . ?
C11 C12 H12 118.9 . . ?
C13 C12 C11 122.1(2) . . ?
C13 C12 H12 118.9 . . ?
C12 C13 C14 118.7(2) . . ?
C12 C13 C17 121.1(3) . . ?
C14 C13 C17 120.2(3) . . ?
C13 C14 H14 119.3 . . ?
C13 C14 C15 121.5(3) . . ?
C15 C14 H14 119.3 . . ?
C10 C15 C18 120.9(2) . . ?
C14 C15 C10 117.9(2) . . ?
C14 C15 C18 121.2(3) . . ?
C11 C16 H16A 109.5 . . ?
C11 C16 H16B 109.5 . . ?
C11 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C13 C17 H17A 109.5 . . ?
C13 C17 H17B 109.5 . . ?
C13 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O3 C21 C22 114.9(2) . . ?
O4 C21 O3 123.8(2) . . ?
O4 C21 C22 121.3(2) . . ?
N3 C22 C21 105.99(19) . . ?
N3 C22 H22 108.5 . . ?
N3 C22 C23 112.44(19) . . ?
C21 C22 H22 108.5 . . ?
C23 C22 C21 112.7(2) . . ?
C23 C22 H22 108.5 . . ?
C22 C23 H23A 109.3 . . ?
C22 C23 H23B 109.3 . . ?
C22 C23 C24 111.4(2) . . ?
H23A C23 H23B 108.0 . . ?
C24 C23 H23A 109.3 . . ?
C24 C23 H23B 109.3 . . ?
C23 C24 H24 108.1 . . ?
C25 C24 C23 107.1(3) . . ?
C25 C24 H24 108.1 . . ?
C26 C24 C23 113.0(3) . . ?
C26 C24 H24 108.1 . . ?
C26 C24 C25 112.3(3) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N3 C27 H27 126.8 . . ?
C28 C27 N3 106.4(2) . . ?
C28 C27 H27 126.8 . . ?
N4 C28 H28 126.4 . . ?
C27 C28 N4 107.2(2) . . ?
C27 C28 H28 126.4 . . ?
N3 C29 Ni1 119.38(16) . . ?
N3 C29 N4 104.46(19) . . ?
N4 C29 Ni1 136.15(17) . . ?
C31 C30 N4 120.4(2) . . ?
C31 C30 C35 122.3(2) . . ?
C35 C30 N4 117.3(2) . . ?
C30 C31 C32 117.7(2) . . ?
C30 C31 C36 121.6(2) . . ?
C32 C31 C36 120.7(2) . . ?
C31 C32 H32 119.0 . . ?
C33 C32 C31 122.0(2) . . ?
C33 C32 H32 119.0 . . ?
C32 C33 C34 118.5(2) . . ?
C32 C33 C37 120.9(2) . . ?
C34 C33 C37 120.6(2) . . ?
C33 C34 H34 119.3 . . ?
C35 C34 C33 121.5(2) . . ?
C35 C34 H34 119.3 . . ?
C30 C35 C38 120.9(2) . . ?
C34 C35 C30 118.0(2) . . ?
C34 C35 C38 121.1(2) . . ?
C31 C36 H36A 109.5 . . ?
C31 C36 H36B 109.5 . . ?
C31 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C33 C37 H37A 109.5 . . ?
C33 C37 H37B 109.5 . . ?
C33 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 O1 C1 O2 176.46(18) . . . . ?
Ni1 O1 C1 C2 -2.1(3) . . . . ?
Ni1 O3 C21 O4 174.04(19) . . . . ?
Ni1 O3 C21 C22 -7.4(3) . . . . ?
O1 C1 C2 N1 -39.5(3) . . . . ?
O1 C1 C2 C3 83.8(2) . . . . ?
O2 C1 C2 N1 141.8(2) . . . . ?
O2 C1 C2 C3 -94.8(2) . . . . ?
O3 C21 C22 N3 59.8(3) . . . . ?
O3 C21 C22 C23 -176.8(2) . . . . ?
O4 C21 C22 N3 -121.6(2) . . . . ?
O4 C21 C22 C23 1.8(3) . . . . ?
N1 C2 C3 C4 -173.51(18) . . . . ?
N1 C7 C8 N2 0.4(3) . . . . ?
N2 C10 C11 C12 176.9(2) . . . . ?
N2 C10 C11 C16 -3.4(3) . . . . ?
N2 C10 C15 C14 -178.52(19) . . . . ?
N2 C10 C15 C18 -0.9(3) . . . . ?
N3 C22 C23 C24 -164.2(2) . . . . ?
N3 C27 C28 N4 -0.4(3) . . . . ?
N4 C30 C31 C32 -178.3(2) . . . . ?
N4 C30 C31 C36 1.9(3) . . . . ?
N4 C30 C35 C34 179.48(19) . . . . ?
N4 C30 C35 C38 0.8(3) . . . . ?
C1 C2 C3 C4 61.9(3) . . . . ?
C2 N1 C7 C8 176.9(2) . . . . ?
C2 N1 C9 Ni1 4.5(3) . . . . ?
C2 N1 C9 N2 -176.75(19) . . . . ?
C2 C3 C4 C5 58.8(3) . . . . ?
C2 C3 C4 C6 -177.7(2) . . . . ?
C7 N1 C2 C1 -139.8(2) . . . . ?
C7 N1 C2 C3 96.2(2) . . . . ?
C7 N1 C9 Ni1 -177.62(17) . . . . ?
C7 N1 C9 N2 1.2(2) . . . . ?
C8 N2 C9 Ni1 177.71(18) . . . . ?
C8 N2 C9 N1 -0.9(2) . . . . ?
C8 N2 C10 C11 -89.5(3) . . . . ?
C8 N2 C10 C15 87.4(3) . . . . ?
C9 Ni1 O1 C1 34.56(19) . . . . ?
C9 Ni1 O3 C21 138.75(19) . . . . ?
C9 N1 C2 C1 37.9(3) . . . . ?
C9 N1 C2 C3 -86.2(2) . . . . ?
C9 N1 C7 C8 -1.0(3) . . . . ?
C9 N2 C8 C7 0.3(3) . . . . ?
C9 N2 C10 C11 105.4(3) . . . . ?
C9 N2 C10 C15 -77.7(3) . . . . ?
C10 N2 C8 C7 -166.9(2) . . . . ?
C10 N2 C9 Ni1 -15.6(4) . . . . ?
C10 N2 C9 N1 165.8(2) . . . . ?
C10 C11 C12 C13 1.8(3) . . . . ?
C11 C10 C15 C14 -1.7(3) . . . . ?
C11 C10 C15 C18 175.9(2) . . . . ?
C11 C12 C13 C14 -2.1(4) . . . . ?
C11 C12 C13 C17 177.1(2) . . . . ?
C12 C13 C14 C15 0.4(4) . . . . ?
C13 C14 C15 C10 1.4(3) . . . . ?
C13 C14 C15 C18 -176.2(2) . . . . ?
C15 C10 C11 C12 0.2(3) . . . . ?
C15 C10 C11 C16 179.8(2) . . . . ?
C16 C11 C12 C13 -177.9(2) . . . . ?
C17 C13 C14 C15 -178.8(2) . . . . ?
C21 C22 C23 C24 76.1(3) . . . . ?
C22 N3 C27 C28 -175.2(3) . . . . ?
C22 N3 C29 Ni1 -2.7(3) . . . . ?
C22 N3 C29 N4 176.0(2) . . . . ?
C22 C23 C24 C25 -160.4(3) . . . . ?
C22 C23 C24 C26 75.4(3) . . . . ?
C27 N3 C22 C21 121.1(3) . . . . ?
C27 N3 C22 C23 -2.5(4) . . . . ?
C27 N3 C29 Ni1 -178.45(19) . . . . ?
C27 N3 C29 N4 0.3(3) . . . . ?
C28 N4 C29 Ni1 177.9(2) . . . . ?
C28 N4 C29 N3 -0.5(3) . . . . ?
C28 N4 C30 C31 92.7(3) . . . . ?
C28 N4 C30 C35 -84.6(3) . . . . ?
C29 Ni1 O1 C1 -148.25(19) . . . . ?
C29 Ni1 O3 C21 -38.38(19) . . . . ?
C29 N3 C22 C21 -53.7(3) . . . . ?
C29 N3 C22 C23 -177.3(2) . . . . ?
C29 N3 C27 C28 0.0(3) . . . . ?
C29 N4 C28 C27 0.6(3) . . . . ?
C29 N4 C30 C31 -98.8(3) . . . . ?
C29 N4 C30 C35 83.9(3) . . . . ?
C30 N4 C28 C27 170.6(2) . . . . ?
C30 N4 C29 Ni1 8.2(4) . . . . ?
C30 N4 C29 N3 -170.3(2) . . . . ?
C30 C31 C32 C33 -0.8(3) . . . . ?
C31 C30 C35 C34 2.3(3) . . . . ?
C31 C30 C35 C38 -176.4(2) . . . . ?
C31 C32 C33 C34 1.6(3) . . . . ?
C31 C32 C33 C37 -178.3(2) . . . . ?
C32 C33 C34 C35 -0.4(3) . . . . ?
C33 C34 C35 C30 -1.4(3) . . . . ?
C33 C34 C35 C38 177.2(2) . . . . ?
C35 C30 C31 C32 -1.2(3) . . . . ?
C35 C30 C31 C36 179.1(2) . . . . ?
C36 C31 C32 C33 178.9(2) . . . . ?
C37 C33 C34 C35 179.5(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.981(10)
2 0.019(10)



