# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_dm-20211210-c
_database_code_depnum_ccdc_archive 'CCDC 2283341'
loop_
_audit_author_name
_audit_author_address
'Jie Zhang'
;Henan Normal University
China
;
_audit_update_record             
;
2023-07-21 deposited with the CCDC.	2023-11-08 downloaded from the CCDC.
;
_audit_creation_date             2022-08-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        tBu-PCN-Ni-Cl
_chemical_formula_moiety         'C19 H25 Cl N Ni O P'
_chemical_formula_sum            'C19 H25 Cl N Ni O P'
_chemical_formula_weight         408.53
_chemical_melting_point          ?
_chemical_oxdiff_formula         'P1 C1 Ni1 N1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.8845(2)
_cell_length_b                   12.3506(2)
_cell_length_c                   13.4163(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.9010(10)
_cell_angle_gamma                90
_cell_volume                     1950.56(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5418
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      71.4970
_cell_measurement_theta_min      4.8780
_shelx_estimated_absorpt_T_max   0.933
_shelx_estimated_absorpt_T_min   0.933
_exptl_absorpt_coefficient_mu    3.503
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65340
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8433
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.437
_diffrn_reflns_theta_min         4.663
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -103.00 -12.00   1.00    1.00    --  -35.62 -75.00 -78.00   91
  2  ω    -15.00  10.00   1.00    1.00    --  -35.62  75.00  49.00   25
  3  ω    -10.00  15.00   1.00    1.00    --   35.62 -75.00 -78.00   25
  4  ω     87.00 113.00   1.00    2.26    --  107.12 -75.00 -78.00   26
  5  ω     44.00  73.00   1.00    2.26    --  107.12 -75.00 -78.00   29
  6  ω    128.00 174.00   1.00    2.26    --  107.12  75.00  49.00   46
  7  ω    -96.00 -36.00   1.00    1.00    --  -35.62-178.00 -90.00   60
  8  ω    -16.00  10.00   1.00    1.00    --  -35.62  77.00-150.00   26
  9  ω    -61.00 -32.00   1.00    1.00    --  -35.62  77.00-150.00   29
 10  ω     76.00 108.00   1.00    1.00    --   35.62-178.00 -30.00   32
 11  ω     55.00 107.00   1.00    1.00    --   35.62-178.00-150.00   52
 12  ω     56.00  93.00   1.00    1.00    --   35.62  75.00  49.00   37
 13  ω     57.00  95.00   1.00    1.00    --   35.62 178.00-120.00   38
 14  ω     50.00  76.00   1.00    2.26    --  107.12-111.00-180.00   26
 15  ω     83.00 171.00   1.00    2.26    --  107.12  77.00   0.00   88
 16  ω     60.00 150.00   1.00    2.26    --  107.12 178.00 150.00   90
 17  ω     46.00 105.00   1.00    2.26    --  107.12-111.00 -90.00   59
 18  ω     85.00 110.00   1.00    2.26    --  107.12 -95.00 -90.00   25
 19  ω     37.00  85.00   1.00    2.26    --  107.12 -15.00  90.00   48
 20  ω    102.00 145.00   1.00    2.26    --  107.12 -15.00  90.00   43
 21  ω     85.00 111.00   1.00    2.26    --  107.12-111.00-180.00   26
 22  ω     81.00 135.00   1.00    2.26    --  107.12 178.00 -60.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0785005000
_diffrn_orient_matrix_UB_12      0.0996113000
_diffrn_orient_matrix_UB_13      -0.0154069000
_diffrn_orient_matrix_UB_21      -0.0243733000
_diffrn_orient_matrix_UB_22      -0.0251353000
_diffrn_orient_matrix_UB_23      -0.1133448000
_diffrn_orient_matrix_UB_31      -0.1018847000
_diffrn_orient_matrix_UB_32      -0.0707201000
_diffrn_orient_matrix_UB_33      0.0186348000
_diffrn_oxdiff_digest_frames     
;
0128b21cd47e93e0c0421e7c59f849902d00030ddd0
;
_diffrn_oxdiff_digest_hkl        
;
01bf9e3d412ff0c200af7ec03bd2706b9c5c1a
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3296
_reflns_number_total             3719
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.417
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     223
_refine_ls_number_reflns         3719
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0296
_refine_ls_restrained_S_all      1.063
_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)+(0.0441P)²+0.4393P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0776
_refine_ls_wR_factor_ref         0.0798
_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. Rigid bond restraints
 O1, P1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 O1, C2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 P1, O1
 with sigma for 1-2 distances of 0.0005 and sigma for 1-3 distances of 0.001
3.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C3(H3), C4(H4), C5(H5), C8(H8), C10(H10), C9(H9)
3.b Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C15(H15A,H15B,H15C), C13(H13A,H13B,H13C), C18(H18A,H18B,
 H18C), C14(H14A,H14B,H14C), C19(H19A,H19B,H19C)
;
_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 0.36283(2) 0.71205(2) 0.39745(2) 0.01967(10) Uani 1 1 d . . . . .
P1 P 0.22939(3) 0.59748(3) 0.35684(3) 0.01857(10) Uani 1 1 d . U . . .
Cl1 Cl 0.29869(4) 0.78938(4) 0.52731(4) 0.03980(14) Uani 1 1 d . . . . .
O1 O 0.26002(10) 0.53240(10) 0.25548(9) 0.0246(2) Uani 1 1 d . U . . .
N1 N 0.50523(11) 0.79600(11) 0.40532(11) 0.0228(3) Uani 1 1 d . . . . .
C2 C 0.36148(13) 0.56934(14) 0.22774(12) 0.0225(3) Uani 1 1 d . U . . .
C7 C 0.56962(14) 0.77432(15) 0.33147(13) 0.0256(4) Uani 1 1 d . . . . .
C6 C 0.51911(14) 0.69107(15) 0.26184(13) 0.0250(4) Uani 1 1 d . . . . .
C12 C 0.08767(14) 0.65367(14) 0.30712(13) 0.0236(3) Uani 1 1 d . . . . .
C1 C 0.41621(13) 0.65126(14) 0.28680(11) 0.0211(3) Uani 1 1 d . . . . .
C16 C 0.22749(14) 0.48235(14) 0.44589(13) 0.0244(3) Uani 1 1 d . . . . .
C11 C 0.54346(15) 0.86776(15) 0.47689(14) 0.0293(4) Uani 1 1 d . . . . .
H11 H 0.499539 0.881938 0.527669 0.035 Uiso 1 1 calc R . . . .
C3 C 0.40517(15) 0.52654(17) 0.14550(13) 0.0309(4) Uani 1 1 d . . . . .
H3 H 0.367766 0.471326 0.107114 0.037 Uiso 1 1 calc R . . . .
C17 C 0.15799(16) 0.38562(15) 0.40042(16) 0.0331(4) Uani 1 1 d . . . . .
H17A H 0.078484 0.402037 0.395777 0.050 Uiso 1 1 calc GR . . . .
H17B H 0.174985 0.323256 0.442522 0.050 Uiso 1 1 calc GR . . . .
H17C H 0.176908 0.370886 0.334460 0.050 Uiso 1 1 calc GR . . . .
C15 C 0.00825(15) 0.56916(16) 0.25127(14) 0.0316(4) Uani 1 1 d . . . . .
H15A H 0.048278 0.529549 0.205584 0.047 Uiso 1 1 calc GR . . . .
H15B H -0.056097 0.604883 0.214256 0.047 Uiso 1 1 calc GR . . . .
H15C H -0.017212 0.520104 0.298981 0.047 Uiso 1 1 calc GR . . . .
C13 C 0.11346(16) 0.74217(16) 0.23234(15) 0.0321(4) Uani 1 1 d . . . . .
H13A H 0.159556 0.797507 0.267768 0.048 Uiso 1 1 calc GR . . . .
H13B H 0.043509 0.773339 0.200807 0.048 Uiso 1 1 calc GR . . . .
H13C H 0.153361 0.710731 0.181909 0.048 Uiso 1 1 calc GR . . . .
C18 C 0.18586(18) 0.51914(17) 0.54386(14) 0.0355(4) Uani 1 1 d . . . . .
H18A H 0.225289 0.583923 0.567820 0.053 Uiso 1 1 calc GR . . . .
H18B H 0.200537 0.463199 0.593633 0.053 Uiso 1 1 calc GR . . . .
H18C H 0.105735 0.533301 0.531394 0.053 Uiso 1 1 calc GR . . . .
C14 C 0.03040(16) 0.70681(17) 0.39052(15) 0.0343(4) Uani 1 1 d . . . . .
H14A H 0.006511 0.651769 0.433577 0.051 Uiso 1 1 calc GR . . . .
H14B H -0.034478 0.747543 0.360859 0.051 Uiso 1 1 calc GR . . . .
H14C H 0.083355 0.754372 0.429288 0.051 Uiso 1 1 calc GR . . . .
C4 C 0.50731(16) 0.5692(2) 0.12233(14) 0.0393(5) Uani 1 1 d . . . . .
H4 H 0.537672 0.542162 0.067072 0.047 Uiso 1 1 calc R . . . .
C19 C 0.35291(16) 0.44887(17) 0.47045(16) 0.0359(4) Uani 1 1 d . . . . .
H19A H 0.382699 0.432618 0.409164 0.054 Uiso 1 1 calc GR . . . .
H19B H 0.358739 0.385951 0.512857 0.054 Uiso 1 1 calc GR . . . .
H19C H 0.395575 0.507146 0.504640 0.054 Uiso 1 1 calc GR . . . .
C5 C 0.56464(15) 0.65071(19) 0.17935(14) 0.0367(5) Uani 1 1 d . . . . .
H5 H 0.632569 0.677990 0.162667 0.044 Uiso 1 1 calc R . . . .
C8 C 0.67246(16) 0.82698(19) 0.32841(16) 0.0374(4) Uani 1 1 d . . . . .
H8 H 0.715387 0.812281 0.277042 0.045 Uiso 1 1 calc R . . . .
C10 C 0.64572(16) 0.92163(17) 0.47825(17) 0.0382(5) Uani 1 1 d . . . . .
H10 H 0.670426 0.970547 0.529289 0.046 Uiso 1 1 calc R . . . .
C9 C 0.71032(16) 0.90134(19) 0.40240(18) 0.0438(5) Uani 1 1 d . . . . .
H9 H 0.778777 0.937426 0.401070 0.053 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 P1 2.1393(5) . ?
Ni1 Cl1 2.2123(5) . ?
Ni1 N1 1.9751(14) . ?
Ni1 C1 1.8517(16) . ?
P1 O1 1.6625(12) . ?
P1 C12 1.8586(17) . ?
P1 C16 1.8594(17) . ?
O1 C2 1.387(2) . ?
N1 C7 1.359(2) . ?
N1 C11 1.339(2) . ?
C2 C1 1.390(2) . ?
C2 C3 1.387(2) . ?
C7 C6 1.461(3) . ?
C7 C8 1.390(3) . ?
C6 C1 1.401(2) . ?
C6 C5 1.390(3) . ?
C12 C15 1.532(2) . ?
C12 C13 1.543(2) . ?
C12 C14 1.535(2) . ?
C16 C17 1.531(2) . ?
C16 C18 1.535(2) . ?
C16 C19 1.538(2) . ?
C11 H11 0.9300 . ?
C11 C10 1.383(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.397(3) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C4 H4 0.9300 . ?
C4 C5 1.385(3) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C5 H5 0.9300 . ?
C8 H8 0.9300 . ?
C8 C9 1.381(3) . ?
C10 H10 0.9300 . ?
C10 C9 1.379(3) . ?
C9 H9 0.9300 . ?

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
P1 Ni1 Cl1 99.351(18) . . ?
N1 Ni1 P1 163.86(5) . . ?
N1 Ni1 Cl1 96.70(5) . . ?
C1 Ni1 P1 81.45(5) . . ?
C1 Ni1 Cl1 178.29(6) . . ?
C1 Ni1 N1 82.55(7) . . ?
O1 P1 Ni1 106.86(4) . . ?
O1 P1 C12 100.17(7) . . ?
O1 P1 C16 100.32(7) . . ?
C12 P1 Ni1 116.61(6) . . ?
C12 P1 C16 115.20(7) . . ?
C16 P1 Ni1 114.59(6) . . ?
C2 O1 P1 110.89(10) . . ?
C7 N1 Ni1 114.94(12) . . ?
C11 N1 Ni1 126.12(13) . . ?
C11 N1 C7 118.91(15) . . ?
O1 C2 C1 116.25(14) . . ?
C3 C2 O1 121.49(16) . . ?
C3 C2 C1 122.26(16) . . ?
N1 C7 C6 112.43(14) . . ?
N1 C7 C8 120.98(18) . . ?
C8 C7 C6 126.57(18) . . ?
C1 C6 C7 112.92(15) . . ?
C5 C6 C7 126.21(16) . . ?
C5 C6 C1 120.86(17) . . ?
C15 C12 P1 112.84(12) . . ?
C15 C12 C13 109.19(14) . . ?
C15 C12 C14 110.04(15) . . ?
C13 C12 P1 104.28(11) . . ?
C14 C12 P1 111.64(12) . . ?
C14 C12 C13 108.59(15) . . ?
C2 C1 Ni1 124.54(12) . . ?
C2 C1 C6 118.34(15) . . ?
C6 C1 Ni1 117.13(13) . . ?
C17 C16 P1 113.22(12) . . ?
C17 C16 C18 110.63(15) . . ?
C17 C16 C19 109.23(15) . . ?
C18 C16 P1 110.95(13) . . ?
C18 C16 C19 108.24(15) . . ?
C19 C16 P1 104.25(12) . . ?
N1 C11 H11 118.7 . . ?
N1 C11 C10 122.58(19) . . ?
C10 C11 H11 118.7 . . ?
C2 C3 H3 121.1 . . ?
C2 C3 C4 117.71(18) . . ?
C4 C3 H3 121.1 . . ?
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 . . ?
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 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 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 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C3 C4 H4 119.1 . . ?
C5 C4 C3 121.85(17) . . ?
C5 C4 H4 119.1 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C6 C5 H5 120.5 . . ?
C4 C5 C6 118.99(17) . . ?
C4 C5 H5 120.5 . . ?
C7 C8 H8 120.3 . . ?
C9 C8 C7 119.39(19) . . ?
C9 C8 H8 120.3 . . ?
C11 C10 H10 120.7 . . ?
C9 C10 C11 118.69(19) . . ?
C9 C10 H10 120.7 . . ?
C8 C9 H9 120.3 . . ?
C10 C9 C8 119.44(18) . . ?
C10 C9 H9 120.3 . . ?

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
Ni1 P1 O1 C2 0.66(12) . . . . ?
Ni1 P1 C12 C15 162.68(10) . . . . ?
Ni1 P1 C12 C13 44.29(13) . . . . ?
Ni1 P1 C12 C14 -72.76(13) . . . . ?
Ni1 P1 C16 C17 -161.87(11) . . . . ?
Ni1 P1 C16 C18 73.04(13) . . . . ?
Ni1 P1 C16 C19 -43.26(13) . . . . ?
Ni1 N1 C7 C6 -0.74(18) . . . . ?
Ni1 N1 C7 C8 -179.47(14) . . . . ?
Ni1 N1 C11 C10 178.50(14) . . . . ?
P1 Ni1 C1 C2 0.29(13) . . . . ?
P1 Ni1 C1 C6 -179.51(13) . . . . ?
P1 O1 C2 C1 -0.50(18) . . . . ?
P1 O1 C2 C3 179.55(14) . . . . ?
O1 P1 C12 C15 47.88(13) . . . . ?
O1 P1 C12 C13 -70.51(13) . . . . ?
O1 P1 C12 C14 172.44(12) . . . . ?
O1 P1 C16 C17 -47.81(13) . . . . ?
O1 P1 C16 C18 -172.91(12) . . . . ?
O1 P1 C16 C19 70.79(13) . . . . ?
O1 C2 C1 Ni1 0.1(2) . . . . ?
O1 C2 C1 C6 179.87(15) . . . . ?
O1 C2 C3 C4 179.41(17) . . . . ?
N1 Ni1 C1 C2 178.20(15) . . . . ?
N1 Ni1 C1 C6 -1.61(13) . . . . ?
N1 C7 C6 C1 -0.5(2) . . . . ?
N1 C7 C6 C5 -179.45(18) . . . . ?
N1 C7 C8 C9 0.9(3) . . . . ?
N1 C11 C10 C9 0.6(3) . . . . ?
C2 C3 C4 C5 0.7(3) . . . . ?
C7 N1 C11 C10 0.6(3) . . . . ?
C7 C6 C1 Ni1 1.6(2) . . . . ?
C7 C6 C1 C2 -178.18(15) . . . . ?
C7 C6 C5 C4 178.15(18) . . . . ?
C7 C8 C9 C10 0.3(3) . . . . ?
C6 C7 C8 C9 -177.66(19) . . . . ?
C12 P1 O1 C2 122.65(11) . . . . ?
C12 P1 C16 C17 58.68(15) . . . . ?
C12 P1 C16 C18 -66.41(14) . . . . ?
C12 P1 C16 C19 177.29(12) . . . . ?
C1 C2 C3 C4 -0.5(3) . . . . ?
C1 C6 C5 C4 -0.7(3) . . . . ?
C16 P1 O1 C2 -119.16(11) . . . . ?
C16 P1 C12 C15 -58.71(15) . . . . ?
C16 P1 C12 C13 -177.10(11) . . . . ?
C16 P1 C12 C14 65.84(15) . . . . ?
C11 N1 C7 C6 177.41(15) . . . . ?
C11 N1 C7 C8 -1.3(3) . . . . ?
C11 C10 C9 C8 -1.0(3) . . . . ?
C3 C2 C1 Ni1 -179.99(14) . . . . ?
C3 C2 C1 C6 -0.2(3) . . . . ?
C3 C4 C5 C6 0.0(3) . . . . ?
C5 C6 C1 Ni1 -179.36(15) . . . . ?
C5 C6 C1 C2 0.8(3) . . . . ?
C8 C7 C6 C1 178.14(18) . . . . ?
C8 C7 C6 C5 -0.8(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.220
_oxdiff_exptl_absorpt_empirical_full_min 0.674
####################################################################### 
# 
# 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_mjx-20220915
_database_code_depnum_ccdc_archive 'CCDC 2293714'
loop_
_audit_author_name
_audit_author_address
'Jie Zhang'
;Henan Normal University
China
;
_audit_update_record             
;
2023-09-07 deposited with the CCDC.	2023-11-08 downloaded from the CCDC.
;
_audit_creation_date             2022-10-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H26 N Ni O P S'
_chemical_formula_sum            'C19 H26 N Ni O P S'
_chemical_formula_weight         406.15
_chemical_melting_point          ?
_chemical_oxdiff_formula         'N1 C1 P1 Ni1 O1 S1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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                   16.3743(5)
_cell_length_b                   8.0671(2)
_cell_length_c                   16.2293(5)
_cell_angle_alpha                90
_cell_angle_beta                 117.900(4)
_cell_angle_gamma                90
_cell_volume                     1894.60(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4354
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      71.2720
_cell_measurement_theta_min      5.4490
_shelx_estimated_absorpt_T_max   0.936
_shelx_estimated_absorpt_T_min   0.851
_exptl_absorpt_coefficient_mu    3.338
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62111
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.42a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0693
_diffrn_reflns_av_unetI/netI     0.0684
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            7590
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.434
_diffrn_reflns_theta_min         5.454
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -16.00  16.00   1.00    3.87    --  -35.62  17.00-113.00   32
  2  ω   -107.00  -2.00   1.00    3.87    --  -35.62 -17.00  77.00  105
  3  ω     -7.00  18.00   1.00    3.87    --   35.62 -17.00  77.00   25
  4  ω     30.00  55.00   1.00    3.87    --   35.62  17.00-113.00   25
  5  ω    101.00 126.00   1.00   15.47    --  107.12  17.00-113.00   25
  6  ω     38.00 115.00   1.00   15.47    --  107.12 -17.00  77.00   77
  7  ω   -106.00 -53.00   1.00    3.87    --  -35.62 178.00   0.00   53
  8  ω    -65.00 -40.00   1.00    3.87    --  -35.62-178.00 -30.00   25
  9  ω     20.00 101.00   1.00    3.87    --   35.62  57.00  60.00   81
 10  ω      1.00  63.00   1.00    3.87    --   35.62 -99.00   0.00   62
 11  ω     61.00  86.00   1.00    3.87    --   35.62-178.00  90.00   25
 12  ω     40.00 128.00   1.00   15.47    --  107.12 -30.00-150.00   88
 13  ω     86.00 177.00   1.00   15.47    --  107.12  30.00 -90.00   91
 14  ω     40.00 123.00   1.00   15.47    --  107.12 -61.00 150.00   83
 15  ω     41.00  91.00   1.00   15.47    --  107.12 -95.00   0.00   50
 16  ω     51.00  77.00   1.00   15.47    --  107.12 -95.00-150.00   26
 17  ω     81.00 123.00   1.00   15.47    --  107.12 -77.00-150.00   42
 18  ω     40.00  65.00   1.00   15.47    --  107.12 -77.00-150.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0510366000
_diffrn_orient_matrix_UB_12      -0.0410098000
_diffrn_orient_matrix_UB_13      -0.1048439000
_diffrn_orient_matrix_UB_21      0.0915929000
_diffrn_orient_matrix_UB_22      0.0141919000
_diffrn_orient_matrix_UB_23      -0.0046283000
_diffrn_orient_matrix_UB_31      0.0182801000
_diffrn_orient_matrix_UB_32      -0.1860008000
_diffrn_orient_matrix_UB_33      0.0227825000
_diffrn_oxdiff_digest_frames     
;
015b8d7dc5937d1d54eca839e19829d9420002883a6
;
_diffrn_oxdiff_digest_hkl        
;
019897e8f18945d0d17f08935eac8cd213ac9e
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3068
_reflns_number_total             3584
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.40.42a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.42a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.42a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         1.414
_refine_diff_density_min         -1.245
_refine_diff_density_rms         0.181
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.147
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3584
_refine_ls_number_restraints     828
_refine_ls_R_factor_all          0.1051
_refine_ls_R_factor_gt           0.0942
_refine_ls_restrained_S_all      1.074
_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)+(0.0525P)²+36.5272P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2522
_refine_ls_wR_factor_ref         0.2570
_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. Uiso/Uaniso restraints and constraints
C2 \\sim C7 \\sim C1 \\sim C6 \\sim C3 \\sim C5 \\sim C11 \\sim C8 \\sim C16
\\sim C12 \\sim C4 \\sim C9 \\sim C18 \\sim C10 \\sim C15 \\sim C17 \\sim C19
\\sim C13 \\sim C14: within 6.6A with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C13) \\sim Ueq, Uanis(C14) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C11(H11), C8(H8), C4(H4), C9(H9), C10(H10)
3.b Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C15(H15A,H15B,H15C), C17(H17A,H17B,H17C), C19(H19A,H19B,
 H19C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 0.68695(8) 0.54891(15) 0.74208(8) 0.0126(3) Uani 1 1 d . . . . .
P1 P 0.78819(11) 0.7180(2) 0.83675(11) 0.0101(4) Uani 1 1 d . . . . .
S1 S 0.58604(16) 0.5681(4) 0.79663(18) 0.0452(8) Uani 1 1 d . . . . .
O1 O 0.8819(3) 0.6984(6) 0.8221(3) 0.0154(10) Uani 1 1 d . . . . .
N1 N 0.6161(4) 0.4021(8) 0.6339(4) 0.0155(12) Uani 1 1 d . . . . .
C2 C 0.7606(5) 0.4006(9) 0.6360(5) 0.0176(12) Uani 1 1 d . U . . .
C7 C 0.6647(5) 0.3450(9) 0.5901(5) 0.0172(12) Uani 1 1 d . U . . .
C1 C 0.7795(5) 0.5153(9) 0.7083(5) 0.0150(11) Uani 1 1 d . U . . .
C6 C 0.8674(5) 0.5817(9) 0.7532(5) 0.0172(12) Uani 1 1 d . U . . .
C3 C 0.8301(5) 0.3526(9) 0.6143(5) 0.0193(12) Uani 1 1 d . U . . .
H3 H 0.817142 0.275162 0.565653 0.023 Uiso 1 1 calc R . . . .
C5 C 0.9377(5) 0.5363(10) 0.7339(5) 0.0194(12) Uani 1 1 d . U . . .
H5 H 0.997631 0.583413 0.767000 0.023 Uiso 1 1 calc R . . . .
C11 C 0.5271(5) 0.3585(10) 0.5980(5) 0.0225(13) Uani 1 1 d . U . . .
H11 H 0.492853 0.396471 0.628078 0.027 Uiso 1 1 calc R . . . .
C8 C 0.6234(6) 0.2485(9) 0.5099(5) 0.0215(13) Uani 1 1 d . U . . .
H8 H 0.658167 0.211533 0.480165 0.026 Uiso 1 1 calc R . . . .
C16 C 0.8434(6) 0.6730(10) 0.9641(5) 0.0236(14) Uani 1 1 d . U . . .
C12 C 0.7580(6) 0.9396(10) 0.8062(6) 0.0244(14) Uani 1 1 d . U . . .
C4 C 0.9179(5) 0.4181(10) 0.6638(5) 0.0202(12) Uani 1 1 d . U . . .
H4 H 0.965534 0.382510 0.650059 0.024 Uiso 1 1 calc R . . . .
C9 C 0.5312(6) 0.2070(10) 0.4741(6) 0.0251(14) Uani 1 1 d . U . . .
H9 H 0.501553 0.142191 0.418985 0.030 Uiso 1 1 calc R . . . .
C18 C 0.9353(6) 0.7611(12) 1.0177(6) 0.0299(17) Uani 1 1 d . U . . .
H18A H 0.973896 0.740838 0.987359 0.045 Uiso 1 1 calc GR . . . .
H18B H 0.966706 0.718919 1.081759 0.045 Uiso 1 1 calc GR . . . .
H18C H 0.924642 0.880467 1.018673 0.045 Uiso 1 1 calc GR . . . .
C10 C 0.4826(6) 0.2606(11) 0.5191(6) 0.0279(15) Uani 1 1 d . U . . .
H10 H 0.419608 0.230874 0.496401 0.034 Uiso 1 1 calc R . . . .
C15 C 0.8388(7) 1.0580(11) 0.8570(7) 0.038(2) Uani 1 1 d . U . . .
H15A H 0.854388 1.063019 0.923100 0.057 Uiso 1 1 calc GR . . . .
H15B H 0.821601 1.168804 0.829494 0.057 Uiso 1 1 calc GR . . . .
H15C H 0.892451 1.018330 0.851191 0.057 Uiso 1 1 calc GR . . . .
C17 C 0.8629(7) 0.4849(11) 0.9683(6) 0.038(2) Uani 1 1 d . U . . .
H17A H 0.804293 0.423953 0.942396 0.058 Uiso 1 1 calc GR . . . .
H17B H 0.901505 0.451480 1.033265 0.058 Uiso 1 1 calc GR . . . .
H17C H 0.895095 0.459868 0.931885 0.058 Uiso 1 1 calc GR . . . .
C19 C 0.7818(7) 0.7076(14) 1.0075(6) 0.0390(19) Uani 1 1 d . U . . .
H19A H 0.765313 0.825389 1.000383 0.059 Uiso 1 1 calc GR . . . .
H19B H 0.814447 0.679389 1.073951 0.059 Uiso 1 1 calc GR . . . .
H19C H 0.725578 0.640537 0.976576 0.059 Uiso 1 1 calc GR . . . .
C13 C 0.7277(8) 0.9479(13) 0.7036(7) 0.049(2) Uani 1 1 d . U . . .
H13A H 0.780553 0.924675 0.692507 0.073 Uiso 1 1 calc GR . . . .
H13B H 0.703693 1.058851 0.680270 0.073 Uiso 1 1 calc GR . . . .
H13C H 0.679193 0.865452 0.670893 0.073 Uiso 1 1 calc GR . . . .
C14 C 0.6789(8) 0.9891(15) 0.8268(9) 0.052(2) Uani 1 1 d . U . . .
H14A H 0.625216 0.917984 0.791066 0.077 Uiso 1 1 calc GR . . . .
H14B H 0.662029 1.105046 0.808915 0.077 Uiso 1 1 calc GR . . . .
H14C H 0.698833 0.975867 0.893548 0.077 Uiso 1 1 calc GR . . . .
H1 H 0.556(9) 0.461(17) 0.786(9) 0.07(4) Uiso 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
Ni1 P1 2.142(2) . ?
Ni1 S1 2.215(2) . ?
Ni1 N1 1.981(6) . ?
Ni1 C1 1.858(7) . ?
P1 O1 1.667(5) . ?
P1 C16 1.863(8) . ?
P1 C12 1.858(9) . ?
S1 H1 0.97(14) . ?
O1 C6 1.395(8) . ?
N1 C7 1.372(10) . ?
N1 C11 1.338(10) . ?
C2 C7 1.458(10) . ?
C2 C1 1.409(10) . ?
C2 C3 1.394(11) . ?
C7 C8 1.390(10) . ?
C1 C6 1.381(10) . ?
C6 C5 1.377(11) . ?
C3 H3 0.9500 . ?
C3 C4 1.382(11) . ?
C5 H5 0.9500 . ?
C5 C4 1.401(11) . ?
C11 H11 0.9500 . ?
C11 C10 1.387(11) . ?
C8 H8 0.9500 . ?
C8 C9 1.382(11) . ?
C16 C18 1.517(11) . ?
C16 C17 1.546(12) . ?
C16 C19 1.502(12) . ?
C12 C15 1.524(11) . ?
C12 C13 1.501(13) . ?
C12 C14 1.535(14) . ?
C4 H4 0.9500 . ?
C9 H9 0.9500 . ?
C9 C10 1.376(12) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C10 H10 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 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 . ?

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
P1 Ni1 S1 98.08(9) . . ?
N1 Ni1 P1 162.24(19) . . ?
N1 Ni1 S1 99.14(19) . . ?
C1 Ni1 P1 80.8(2) . . ?
C1 Ni1 S1 173.0(2) . . ?
C1 Ni1 N1 82.6(3) . . ?
O1 P1 Ni1 107.01(18) . . ?
O1 P1 C16 98.0(3) . . ?
O1 P1 C12 101.6(3) . . ?
C16 P1 Ni1 118.8(3) . . ?
C12 P1 Ni1 113.7(3) . . ?
C12 P1 C16 114.4(4) . . ?
Ni1 S1 H1 106(8) . . ?
C6 O1 P1 110.8(4) . . ?
C7 N1 Ni1 114.8(5) . . ?
C11 N1 Ni1 127.5(5) . . ?
C11 N1 C7 117.7(6) . . ?
C1 C2 C7 113.1(7) . . ?
C3 C2 C7 126.6(7) . . ?
C3 C2 C1 120.3(7) . . ?
N1 C7 C2 112.3(6) . . ?
N1 C7 C8 121.8(7) . . ?
C8 C7 C2 125.9(7) . . ?
C2 C1 Ni1 116.7(5) . . ?
C6 C1 Ni1 125.4(5) . . ?
C6 C1 C2 117.6(7) . . ?
C1 C6 O1 115.5(6) . . ?
C5 C6 O1 121.0(7) . . ?
C5 C6 C1 123.5(7) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.8(7) . . ?
C4 C3 H3 120.1 . . ?
C6 C5 H5 121.1 . . ?
C6 C5 C4 117.7(7) . . ?
C4 C5 H5 121.1 . . ?
N1 C11 H11 118.5 . . ?
N1 C11 C10 123.1(8) . . ?
C10 C11 H11 118.5 . . ?
C7 C8 H8 120.4 . . ?
C9 C8 C7 119.1(8) . . ?
C9 C8 H8 120.4 . . ?
C18 C16 P1 112.4(6) . . ?
C18 C16 C17 107.8(7) . . ?
C17 C16 P1 102.9(6) . . ?
C19 C16 P1 113.6(6) . . ?
C19 C16 C18 110.3(7) . . ?
C19 C16 C17 109.3(8) . . ?
C15 C12 P1 113.8(6) . . ?
C15 C12 C14 109.1(8) . . ?
C13 C12 P1 104.3(6) . . ?
C13 C12 C15 109.0(8) . . ?
C13 C12 C14 110.8(8) . . ?
C14 C12 P1 109.8(7) . . ?
C3 C4 C5 120.9(7) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C8 C9 H9 120.3 . . ?
C10 C9 C8 119.3(7) . . ?
C10 C9 H9 120.3 . . ?
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 . . ?
C11 C10 H10 120.5 . . ?
C9 C10 C11 119.0(8) . . ?
C9 C10 H10 120.5 . . ?
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 . . ?
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 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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 P1 O1 C6 0.7(5) . . . . ?
Ni1 P1 C16 C18 158.5(5) . . . . ?
Ni1 P1 C16 C17 42.7(7) . . . . ?
Ni1 P1 C16 C19 -75.4(7) . . . . ?
Ni1 P1 C12 C15 -165.2(6) . . . . ?
Ni1 P1 C12 C13 -46.6(7) . . . . ?
Ni1 P1 C12 C14 72.2(7) . . . . ?
Ni1 N1 C7 C2 2.4(8) . . . . ?
Ni1 N1 C7 C8 -176.3(6) . . . . ?
Ni1 N1 C11 C10 176.9(6) . . . . ?
Ni1 C1 C6 O1 -8.1(10) . . . . ?
Ni1 C1 C6 C5 170.9(6) . . . . ?
P1 Ni1 C1 C2 -179.4(6) . . . . ?
P1 Ni1 C1 C6 6.7(6) . . . . ?
P1 O1 C6 C1 3.7(8) . . . . ?
P1 O1 C6 C5 -175.3(6) . . . . ?
O1 P1 C16 C18 44.0(7) . . . . ?
O1 P1 C16 C17 -71.8(6) . . . . ?
O1 P1 C16 C19 170.1(6) . . . . ?
O1 P1 C12 C15 -50.6(7) . . . . ?
O1 P1 C12 C13 68.0(7) . . . . ?
O1 P1 C12 C14 -173.2(6) . . . . ?
O1 C6 C5 C4 179.9(7) . . . . ?
N1 Ni1 C1 C2 -5.8(6) . . . . ?
N1 Ni1 C1 C6 -179.7(7) . . . . ?
N1 C7 C8 C9 -0.9(11) . . . . ?
N1 C11 C10 C9 -1.0(13) . . . . ?
C2 C7 C8 C9 -179.4(7) . . . . ?
C2 C1 C6 O1 178.0(6) . . . . ?
C2 C1 C6 C5 -3.0(11) . . . . ?
C2 C3 C4 C5 -1.9(12) . . . . ?
C7 N1 C11 C10 -0.6(11) . . . . ?
C7 C2 C1 Ni1 8.6(9) . . . . ?
C7 C2 C1 C6 -177.0(7) . . . . ?
C7 C2 C3 C4 179.2(7) . . . . ?
C7 C8 C9 C10 -0.7(12) . . . . ?
C1 C2 C7 N1 -6.8(9) . . . . ?
C1 C2 C7 C8 171.8(7) . . . . ?
C1 C2 C3 C4 -0.1(11) . . . . ?
C1 C6 C5 C4 1.0(12) . . . . ?
C6 C5 C4 C3 1.5(11) . . . . ?
C3 C2 C7 N1 173.8(7) . . . . ?
C3 C2 C7 C8 -7.6(13) . . . . ?
C3 C2 C1 Ni1 -171.9(6) . . . . ?
C3 C2 C1 C6 2.5(11) . . . . ?
C11 N1 C7 C2 -179.8(7) . . . . ?
C11 N1 C7 C8 1.5(11) . . . . ?
C8 C9 C10 C11 1.6(12) . . . . ?
C16 P1 O1 C6 124.2(5) . . . . ?
C16 P1 C12 C15 53.8(8) . . . . ?
C16 P1 C12 C13 172.4(6) . . . . ?
C16 P1 C12 C14 -68.8(7) . . . . ?
C12 P1 O1 C6 -118.7(5) . . . . ?
C12 P1 C16 C18 -62.7(7) . . . . ?
C12 P1 C16 C17 -178.4(6) . . . . ?
C12 P1 C16 C19 63.5(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.686
_oxdiff_exptl_absorpt_empirical_full_min 0.385
####################################################################### 
# 
# 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_mjx-20220322
_database_code_depnum_ccdc_archive 'CCDC 2283342'
loop_
_audit_author_name
_audit_author_address
'Jie Zhang'
;Henan Normal University
China
;
_audit_update_record             
;
2023-07-21 deposited with the CCDC.	2023-11-08 downloaded from the CCDC.
;
_audit_creation_date             2022-08-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        Me-tBu-POCN-Ni-Cl
_chemical_formula_moiety         'C20 H27 Cl N Ni O P'
_chemical_formula_sum            'C20 H27 Cl N Ni O P'
_chemical_formula_weight         422.55
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 N1 P1 Ni1 Cl1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 '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                   11.5348(2)
_cell_length_b                   12.0028(2)
_cell_length_c                   14.9796(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2073.92(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4236
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      71.4010
_cell_measurement_theta_min      4.7090
_shelx_estimated_absorpt_T_max   0.937
_shelx_estimated_absorpt_T_min   0.937
_exptl_absorpt_coefficient_mu    3.312
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75320
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.42a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6014
_diffrn_reflns_point_group_measured_fraction_full 0.895
_diffrn_reflns_point_group_measured_fraction_max 0.867
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.541
_diffrn_reflns_theta_min         4.721
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -68.00   1.00   1.00    1.05    --  -35.62 107.00 175.00   69
  2  ω     33.00  58.00   1.00    1.05    --   35.62  70.00 -66.00   25
  3  ω     16.00  78.00   1.00    1.05    --   35.62-107.00  77.00   62
  4  ω    104.00 141.00   1.00    4.19    --  107.12  70.00 -66.00   37
  5  ω    100.00 150.00   1.00    4.19    --  107.12  55.00  91.00   50
  6  ω     61.00  86.00   1.00    4.19    --  107.12 -70.00 162.00   25
  7  ω     44.00  70.00   1.00    4.19    --  107.12-107.00  77.00   26
  8  ω   -101.00 -39.00   1.00    1.05    --  -35.62 -57.00 120.00   62
  9  ω     58.00  84.00   1.00    1.05    --   35.62 178.00  90.00   26
 10  ω    139.00 176.00   1.00    4.19    --  107.12  45.00-150.00   37
 11  ω     40.00  66.00   1.00    4.19    --  107.12 -95.00  30.00   26
 12  ω     91.00 136.00   1.00    4.19    --  107.12  45.00-150.00   45
 13  ω     38.00 110.00   1.00    4.19    --  107.12 -95.00-180.00   72
 14  ω     38.00  98.00   1.00    4.19    --  107.12 -95.00 -60.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0773685000
_diffrn_orient_matrix_UB_12      0.0678965000
_diffrn_orient_matrix_UB_13      -0.0639703000
_diffrn_orient_matrix_UB_21      -0.1040560000
_diffrn_orient_matrix_UB_22      0.0746583000
_diffrn_orient_matrix_UB_23      -0.0237251000
_diffrn_orient_matrix_UB_31      0.0322545000
_diffrn_orient_matrix_UB_32      0.0792747000
_diffrn_orient_matrix_UB_33      0.0769137000
_diffrn_oxdiff_digest_frames     
;
01d67f6ba11519a5d6d6e7b9d62941ed7200031ac49
;
_diffrn_oxdiff_digest_hkl        
;
01197451003209decacde95465822828af668b
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.558
_reflns_Friedel_fraction_full    0.756
_reflns_Friedel_fraction_max     0.721
_reflns_number_gt                3393
_reflns_number_total             3510
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.40.42a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.42a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.42a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.345
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 
;
 Flack x determined using 1170 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.011(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         3510
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0289
_refine_ls_restrained_S_all      1.063
_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)+(0.0335P)²+0.2878P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0699
_refine_ls_wR_factor_ref         0.0712
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C11(H11), C5(H5), C4(H4), C10(H10), C3(H3)
2.b Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C18(H18A,H18B,H18C), C20(H20A,H20B,H20C), C15(H15A,H15B,
 H15C), C14(H14A,H14B,H14C), C12(H12A,H12B,H12C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.37333(4) 0.53873(4) 0.41935(3) 0.01495(13) Uani 1 1 d . . . . .
Cl1 Cl 0.51200(6) 0.46000(6) 0.50120(4) 0.01904(15) Uani 1 1 d . . . . .
P1 P 0.33096(7) 0.40106(6) 0.33491(5) 0.01634(16) Uani 1 1 d . . . . .
O1 O 0.2450(2) 0.4497(2) 0.25507(14) 0.0223(5) Uani 1 1 d . . . . .
N1 N 0.3719(2) 0.6837(2) 0.48085(16) 0.0175(5) Uani 1 1 d . . . . .
C2 C 0.2426(2) 0.7211(3) 0.36332(19) 0.0163(6) Uani 1 1 d . . . . .
C7 C 0.2979(3) 0.7605(3) 0.4458(2) 0.0168(6) Uani 1 1 d . . . . .
C6 C 0.2191(3) 0.5610(3) 0.2697(2) 0.0192(6) Uani 1 1 d . . . . .
C8 C 0.2804(3) 0.8634(3) 0.4865(2) 0.0207(6) Uani 1 1 d . . . . .
H8 H 0.228473 0.914138 0.462033 0.025 Uiso 1 1 calc R . . . .
C1 C 0.2676(2) 0.6089(3) 0.34542(19) 0.0165(6) Uani 1 1 d . . . . .
C11 C 0.4318(3) 0.7107(3) 0.5539(2) 0.0225(7) Uani 1 1 d . . . . .
H11 H 0.483199 0.658934 0.577676 0.027 Uiso 1 1 calc R . . . .
C5 C 0.1497(3) 0.6196(3) 0.2108(2) 0.0227(6) Uani 1 1 d . . . . .
H5 H 0.117393 0.585150 0.161049 0.027 Uiso 1 1 calc R . . . .
C4 C 0.1299(3) 0.7323(3) 0.2286(2) 0.0233(6) Uani 1 1 d . . . . .
H4 H 0.085869 0.774059 0.188751 0.028 Uiso 1 1 calc R . . . .
C9 C 0.3410(3) 0.8901(3) 0.5640(2) 0.0211(6) Uani 1 1 d . . . . .
C10 C 0.4200(3) 0.8140(3) 0.5961(2) 0.0234(7) Uani 1 1 d . . . . .
H10 H 0.465247 0.831236 0.645582 0.028 Uiso 1 1 calc R . . . .
C3 C 0.1746(3) 0.7835(3) 0.3046(2) 0.0207(6) Uani 1 1 d . . . . .
H3 H 0.159353 0.858213 0.316047 0.025 Uiso 1 1 calc R . . . .
C13 C 0.2356(3) 0.2966(3) 0.3896(2) 0.0231(7) Uani 1 1 d . . . . .
C17 C 0.4489(3) 0.3401(3) 0.2654(2) 0.0233(7) Uani 1 1 d . . . . .
C19 C 0.5238(3) 0.2612(3) 0.3207(3) 0.0346(8) Uani 1 1 d . . . . .
H19A H 0.545729 0.297154 0.375387 0.052 Uiso 1 1 calc GR . . . .
H19B H 0.592201 0.242023 0.287521 0.052 Uiso 1 1 calc GR . . . .
H19C H 0.480708 0.194816 0.333897 0.052 Uiso 1 1 calc GR . . . .
C18 C 0.4024(3) 0.2809(4) 0.1812(3) 0.0363(9) Uani 1 1 d . . . . .
H18A H 0.361697 0.214543 0.198389 0.055 Uiso 1 1 calc GR . . . .
H18B H 0.466104 0.261567 0.142990 0.055 Uiso 1 1 calc GR . . . .
H18C H 0.350596 0.329838 0.149968 0.055 Uiso 1 1 calc GR . . . .
C20 C 0.5215(3) 0.4411(3) 0.2361(3) 0.0337(8) Uani 1 1 d . . . . .
H20A H 0.473982 0.491019 0.201871 0.050 Uiso 1 1 calc GR . . . .
H20B H 0.585451 0.416324 0.200263 0.050 Uiso 1 1 calc GR . . . .
H20C H 0.550339 0.479181 0.287925 0.050 Uiso 1 1 calc GR . . . .
C15 C 0.2943(4) 0.2466(4) 0.4722(3) 0.0368(9) Uani 1 1 d . . . . .
H15A H 0.359863 0.202835 0.454049 0.055 Uiso 1 1 calc GR . . . .
H15B H 0.240113 0.200173 0.503496 0.055 Uiso 1 1 calc GR . . . .
H15C H 0.319802 0.305579 0.510822 0.055 Uiso 1 1 calc GR . . . .
C14 C 0.1967(3) 0.2025(3) 0.3264(3) 0.0362(9) Uani 1 1 d . . . . .
H14A H 0.171306 0.234053 0.270801 0.054 Uiso 1 1 calc GR . . . .
H14B H 0.134051 0.161959 0.353217 0.054 Uiso 1 1 calc GR . . . .
H14C H 0.260557 0.153000 0.315648 0.054 Uiso 1 1 calc GR . . . .
C12 C 0.3212(3) 0.9988(3) 0.6115(3) 0.0317(8) Uani 1 1 d . . . . .
H12A H 0.372327 1.054396 0.587519 0.048 Uiso 1 1 calc GR . . . .
H12B H 0.336506 0.989472 0.674037 0.048 Uiso 1 1 calc GR . . . .
H12C H 0.242286 1.021886 0.603227 0.048 Uiso 1 1 calc GR . . . .
C16 C 0.1284(3) 0.3609(3) 0.4207(3) 0.0382(8) Uani 1 1 d . . . . .
H16A H 0.151362 0.418270 0.461693 0.057 Uiso 1 1 calc GR . . . .
H16B H 0.075725 0.310770 0.449837 0.057 Uiso 1 1 calc GR . . . .
H16C H 0.090789 0.394030 0.370043 0.057 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 Cl1 2.2260(8) . ?
Ni1 P1 2.1375(9) . ?
Ni1 N1 1.969(3) . ?
Ni1 C1 1.850(3) . ?
P1 O1 1.659(2) . ?
P1 C13 1.858(3) . ?
P1 C17 1.863(3) . ?
O1 C6 1.386(4) . ?
N1 C7 1.361(4) . ?
N1 C11 1.334(4) . ?
C2 C7 1.468(4) . ?
C2 C1 1.403(4) . ?
C2 C3 1.397(4) . ?
C7 C8 1.392(4) . ?
C6 C1 1.390(4) . ?
C6 C5 1.383(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.392(5) . ?
C11 H11 0.9300 . ?
C11 C10 1.398(5) . ?
C5 H5 0.9300 . ?
C5 C4 1.398(5) . ?
C4 H4 0.9300 . ?
C4 C3 1.392(5) . ?
C9 C10 1.377(5) . ?
C9 C12 1.503(4) . ?
C10 H10 0.9300 . ?
C3 H3 0.9300 . ?
C13 C15 1.533(5) . ?
C13 C14 1.540(5) . ?
C13 C16 1.531(5) . ?
C17 C19 1.527(5) . ?
C17 C18 1.543(5) . ?
C17 C20 1.538(5) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
P1 Ni1 Cl1 99.33(3) . . ?
N1 Ni1 Cl1 97.11(8) . . ?
N1 Ni1 P1 163.34(8) . . ?
C1 Ni1 Cl1 175.31(9) . . ?
C1 Ni1 P1 81.18(10) . . ?
C1 Ni1 N1 82.66(12) . . ?
O1 P1 Ni1 106.94(9) . . ?
O1 P1 C13 101.61(14) . . ?
O1 P1 C17 99.87(14) . . ?
C13 P1 Ni1 113.34(11) . . ?
C13 P1 C17 114.42(15) . . ?
C17 P1 Ni1 117.87(11) . . ?
C6 O1 P1 110.74(19) . . ?
C7 N1 Ni1 115.0(2) . . ?
C11 N1 Ni1 126.4(2) . . ?
C11 N1 C7 118.5(3) . . ?
C1 C2 C7 112.4(3) . . ?
C3 C2 C7 126.9(3) . . ?
C3 C2 C1 120.6(3) . . ?
N1 C7 C2 112.3(3) . . ?
N1 C7 C8 121.5(3) . . ?
C8 C7 C2 126.3(3) . . ?
O1 C6 C1 116.1(3) . . ?
C5 C6 O1 121.0(3) . . ?
C5 C6 C1 122.9(3) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 C7 119.8(3) . . ?
C9 C8 H8 120.1 . . ?
C2 C1 Ni1 117.2(2) . . ?
C6 C1 Ni1 124.5(2) . . ?
C6 C1 C2 118.1(3) . . ?
N1 C11 H11 118.8 . . ?
N1 C11 C10 122.4(3) . . ?
C10 C11 H11 118.8 . . ?
C6 C5 H5 121.1 . . ?
C6 C5 C4 117.7(3) . . ?
C4 C5 H5 121.1 . . ?
C5 C4 H4 119.3 . . ?
C3 C4 C5 121.5(3) . . ?
C3 C4 H4 119.3 . . ?
C8 C9 C12 121.2(3) . . ?
C10 C9 C8 118.1(3) . . ?
C10 C9 C12 120.7(3) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 C11 119.6(3) . . ?
C9 C10 H10 120.2 . . ?
C2 C3 H3 120.4 . . ?
C4 C3 C2 119.1(3) . . ?
C4 C3 H3 120.4 . . ?
C15 C13 P1 111.0(2) . . ?
C15 C13 C14 109.8(3) . . ?
C14 C13 P1 113.3(2) . . ?
C16 C13 P1 105.8(2) . . ?
C16 C13 C15 108.0(3) . . ?
C16 C13 C14 108.8(3) . . ?
C19 C17 P1 110.7(2) . . ?
C19 C17 C18 110.8(3) . . ?
C19 C17 C20 109.6(3) . . ?
C18 C17 P1 112.6(2) . . ?
C20 C17 P1 104.3(2) . . ?
C20 C17 C18 108.6(3) . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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 . . ?
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 . . ?

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 P1 O1 C6 -4.4(2) . . . . ?
Ni1 P1 C13 C15 -60.8(3) . . . . ?
Ni1 P1 C13 C14 175.1(2) . . . . ?
Ni1 P1 C13 C16 56.1(3) . . . . ?
Ni1 P1 C17 C19 80.5(3) . . . . ?
Ni1 P1 C17 C18 -154.9(2) . . . . ?
Ni1 P1 C17 C20 -37.3(3) . . . . ?
Ni1 N1 C7 C2 -5.5(3) . . . . ?
Ni1 N1 C7 C8 174.7(2) . . . . ?
Ni1 N1 C11 C10 -176.1(3) . . . . ?
P1 Ni1 C1 C2 178.4(2) . . . . ?
P1 Ni1 C1 C6 -7.2(2) . . . . ?
P1 O1 C6 C1 -0.2(3) . . . . ?
P1 O1 C6 C5 179.1(2) . . . . ?
O1 P1 C13 C15 -175.2(3) . . . . ?
O1 P1 C13 C14 60.8(3) . . . . ?
O1 P1 C13 C16 -58.3(3) . . . . ?
O1 P1 C17 C19 -164.3(2) . . . . ?
O1 P1 C17 C18 -39.7(3) . . . . ?
O1 P1 C17 C20 77.9(2) . . . . ?
O1 C6 C1 Ni1 6.3(4) . . . . ?
O1 C6 C1 C2 -179.3(3) . . . . ?
O1 C6 C5 C4 -178.3(3) . . . . ?
N1 Ni1 C1 C2 2.5(2) . . . . ?
N1 Ni1 C1 C6 176.9(3) . . . . ?
N1 C7 C8 C9 1.1(5) . . . . ?
N1 C11 C10 C9 2.5(5) . . . . ?
C2 C7 C8 C9 -178.7(3) . . . . ?
C7 N1 C11 C10 0.9(5) . . . . ?
C7 C2 C1 Ni1 -6.1(3) . . . . ?
C7 C2 C1 C6 179.2(3) . . . . ?
C7 C2 C3 C4 179.3(3) . . . . ?
C7 C8 C9 C10 2.2(5) . . . . ?
C7 C8 C9 C12 -177.8(3) . . . . ?
C6 C5 C4 C3 -2.3(5) . . . . ?
C8 C9 C10 C11 -3.9(5) . . . . ?
C1 C2 C7 N1 7.3(4) . . . . ?
C1 C2 C7 C8 -172.9(3) . . . . ?
C1 C2 C3 C4 1.2(5) . . . . ?
C1 C6 C5 C4 1.0(5) . . . . ?
C11 N1 C7 C2 177.2(3) . . . . ?
C11 N1 C7 C8 -2.7(5) . . . . ?
C5 C6 C1 Ni1 -173.0(2) . . . . ?
C5 C6 C1 C2 1.3(5) . . . . ?
C5 C4 C3 C2 1.3(5) . . . . ?
C3 C2 C7 N1 -171.0(3) . . . . ?
C3 C2 C7 C8 8.9(5) . . . . ?
C3 C2 C1 Ni1 172.3(2) . . . . ?
C3 C2 C1 C6 -2.4(4) . . . . ?
C13 P1 O1 C6 114.6(2) . . . . ?
C13 P1 C17 C19 -56.6(3) . . . . ?
C13 P1 C17 C18 68.0(3) . . . . ?
C13 P1 C17 C20 -174.4(2) . . . . ?
C17 P1 O1 C6 -127.7(2) . . . . ?
C17 P1 C13 C15 78.3(3) . . . . ?
C17 P1 C13 C14 -45.8(3) . . . . ?
C17 P1 C13 C16 -164.9(2) . . . . ?
C12 C9 C10 C11 176.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.745
_oxdiff_exptl_absorpt_empirical_full_min 0.754
####################################################################### 
# 
# 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_mjx-20220520
_database_code_depnum_ccdc_archive 'CCDC 2283343'
loop_
_audit_author_name
_audit_author_address
'Jie Zhang'
;Henan Normal University
China
;
_audit_update_record             
;
2023-07-21 deposited with the CCDC.	2023-11-08 downloaded from the CCDC.
;
_audit_creation_date             2022-08-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        CF3-tBu-POCNP-Ni-Cl
_chemical_formula_moiety         'C20 H24 Cl F3 N Ni O P'
_chemical_formula_sum            'C20 H24 Cl F3 N Ni O P'
_chemical_formula_weight         476.53
_chemical_melting_point          ?
_chemical_oxdiff_formula         'N1 C1 P1 F1 Ni1 O1 S1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   14.3139(3)
_cell_length_b                   10.1907(2)
_cell_length_c                   15.4819(4)
_cell_angle_alpha                90
_cell_angle_beta                 109.397(3)
_cell_angle_gamma                90
_cell_volume                     2130.14(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5175
_cell_measurement_temperature    170.00(10)
_cell_measurement_theta_max      71.3380
_cell_measurement_theta_min      5.1350
_shelx_estimated_absorpt_T_max   0.966
_shelx_estimated_absorpt_T_min   0.966
_exptl_absorpt_coefficient_mu    3.505
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76179
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.486
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_unetI/netI     0.0443
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9153
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.484
_diffrn_reflns_theta_min         3.647
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -52.00 -26.00   1.00    5.59    --  -35.62  58.00-113.00   26
  2  ω    -96.00 -35.00   1.00    5.59    --  -35.62 -58.00 105.00   61
  3  ω     -3.00  31.00   1.00    5.59    --  -35.62  58.00-113.00   34
  4  ω     26.00  53.00   1.00    5.59    --   35.62 -58.00 105.00   27
  5  ω     44.00 119.00   1.00   22.34    --  107.12 -58.00 105.00   75
  6  ω    112.00 174.00   1.00   22.34    --  107.12  58.00-113.00   62
  7  ω     57.00 104.00   1.00    5.59    --   35.62 178.00 150.00   47
  8  ω     67.00 103.00   1.00    5.59    --   35.62  77.00-120.00   36
  9  ω      9.00  53.00   1.00    5.59    --   35.62  77.00-120.00   44
 10  ω     60.00  98.00   1.00    5.59    --   35.62 178.00  60.00   38
 11  ω      5.00  73.00   1.00    5.59    --   35.62 -99.00 120.00   68
 12  ω     14.00  75.00   1.00    5.59    --   35.62 -99.00 -60.00   61
 13  ω     39.00  64.00   1.00    5.59    --   35.62  58.00-113.00   25
 14  ω     38.00 100.00   1.00   22.34    --  107.12 -95.00  30.00   62
 15  ω     49.00  89.00   1.00   22.34    --  107.12-111.00 120.00   40
 16  ω     37.00 129.00   1.00   22.34    --  107.12 -30.00-180.00   92
 17  ω     78.00 104.00   1.00   22.34    --  107.12 -95.00 -90.00   26
 18  ω     77.00 113.00   1.00   22.34    --  107.12-111.00 150.00   36
 19  ω    103.00 129.00   1.00   22.34    --  107.12 111.00   0.00   26
 20  ω     42.00  68.00   1.00   22.34    --  107.12-111.00 150.00   26
 21  ω     95.00 137.00   1.00   22.34    --  107.12  45.00-150.00   42
 22  ω     39.00 110.00   1.00   22.34    --  107.12-111.00 -30.00   71
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0004220000
_diffrn_orient_matrix_UB_12      -0.1033773000
_diffrn_orient_matrix_UB_13      -0.0725029000
_diffrn_orient_matrix_UB_21      0.1139222000
_diffrn_orient_matrix_UB_22      0.0072283000
_diffrn_orient_matrix_UB_23      0.0310638000
_diffrn_orient_matrix_UB_31      0.0070504000
_diffrn_orient_matrix_UB_32      -0.1099798000
_diffrn_orient_matrix_UB_33      0.0700794000
_diffrn_oxdiff_digest_frames     
;
016c25d81c354d2c6b7427ac5be5a95b2f00027349f
;
_diffrn_oxdiff_digest_hkl        
;
01bde0c12207b0e2cd08aa8ecbbde59ee6a337
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3538
_reflns_number_total             4075
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         1.510
_refine_diff_density_min         -0.781
_refine_diff_density_rms         0.126
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         4075
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0848
_refine_ls_R_factor_gt           0.0739
_refine_ls_restrained_S_all      1.115
_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)+(0.1231P)²+6.9550P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2154
_refine_ls_wR_factor_ref         0.2242
_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. Uiso/Uaniso restraints and constraints
F1 \\sim F2 \\sim F3: within 4.7A with sigma of 0.01 and sigma for terminal
atoms of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C10(H10), C5(H5), C4(H4), C8(H8), C3(H3)
3.b Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C14(H14A,H14B,
 H14C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.38539(5) 0.20546(7) 0.66898(5) 0.0241(3) Uani 1 1 d . . . . .
P1 P 0.53336(8) 0.27089(11) 0.69133(8) 0.0244(3) Uani 1 1 d . . . . .
Cl1 Cl 0.41122(9) -0.00860(11) 0.67507(10) 0.0391(3) Uani 1 1 d . . . . .
O1 O 0.5312(2) 0.4341(3) 0.6943(2) 0.0317(7) Uani 1 1 d . . . . .
N1 N 0.2403(3) 0.1985(4) 0.6400(3) 0.0241(8) Uani 1 1 d . . . . .
C11 C 0.1837(3) 0.0895(4) 0.6241(3) 0.0291(10) Uani 1 1 d . . . . .
H11 H 0.214272 0.008270 0.627217 0.035 Uiso 1 1 calc R . . . .
C2 C 0.2653(3) 0.4269(4) 0.6509(3) 0.0253(9) Uani 1 1 d . . . . .
C6 C 0.4353(3) 0.4800(4) 0.6794(3) 0.0266(9) Uani 1 1 d . . . . .
C7 C 0.1956(3) 0.3172(4) 0.6355(3) 0.0255(9) Uani 1 1 d . . . . .
C1 C 0.3635(3) 0.3843(5) 0.6672(3) 0.0267(9) Uani 1 1 d . . . . .
C9 C 0.0376(4) 0.2152(5) 0.5999(3) 0.0311(10) Uani 1 1 d . . . . .
C10 C 0.0826(4) 0.0937(5) 0.6033(3) 0.0331(11) Uani 1 1 d . . . . .
H10 H 0.045231 0.016984 0.591824 0.040 Uiso 1 1 calc R . . . .
C5 C 0.4154(4) 0.6130(5) 0.6767(3) 0.0300(10) Uani 1 1 d . . . . .
H5 H 0.465710 0.674456 0.685655 0.036 Uiso 1 1 calc R . . . .
C4 C 0.3175(4) 0.6524(5) 0.6601(3) 0.0328(10) Uani 1 1 d . . . . .
H4 H 0.302327 0.741317 0.657210 0.039 Uiso 1 1 calc R . . . .
C8 C 0.0939(3) 0.3281(5) 0.6167(3) 0.0312(10) Uani 1 1 d . . . . .
H8 H 0.064536 0.409784 0.615475 0.037 Uiso 1 1 calc R . . . .
C17 C 0.5759(4) 0.2431(5) 0.5916(3) 0.0315(10) Uani 1 1 d . . . . .
C3 C 0.2426(4) 0.5602(5) 0.6479(3) 0.0300(10) Uani 1 1 d . . . . .
H3 H 0.177755 0.587357 0.637829 0.036 Uiso 1 1 calc R . . . .
C13 C 0.6274(4) 0.2368(5) 0.8040(3) 0.0326(10) Uani 1 1 d . . . . .
C18 C 0.6555(4) 0.3415(7) 0.5874(5) 0.0497(15) Uani 1 1 d . . . . .
H18A H 0.631192 0.429247 0.587421 0.075 Uiso 1 1 calc GR . . . .
H18B H 0.671134 0.327140 0.532434 0.075 Uiso 1 1 calc GR . . . .
H18C H 0.714046 0.329476 0.639687 0.075 Uiso 1 1 calc GR . . . .
C19 C 0.6142(6) 0.1028(6) 0.5915(5) 0.0559(17) Uani 1 1 d . . . . .
H19A H 0.565887 0.041825 0.598128 0.084 Uiso 1 1 calc GR . . . .
H19B H 0.674996 0.092215 0.641595 0.084 Uiso 1 1 calc GR . . . .
H19C H 0.625730 0.086455 0.534854 0.084 Uiso 1 1 calc GR . . . .
C20 C 0.4833(5) 0.2618(8) 0.5073(4) 0.0590(19) Uani 1 1 d . . . . .
H20A H 0.434104 0.198418 0.508340 0.089 Uiso 1 1 calc GR . . . .
H20B H 0.500359 0.250108 0.452808 0.089 Uiso 1 1 calc GR . . . .
H20C H 0.457498 0.348644 0.507834 0.089 Uiso 1 1 calc GR . . . .
C14 C 0.7213(5) 0.3165(9) 0.8223(6) 0.081(3) Uani 1 1 d . . . . .
H14A H 0.759823 0.281141 0.787441 0.121 Uiso 1 1 calc GR . . . .
H14B H 0.759178 0.312792 0.886334 0.121 Uiso 1 1 calc GR . . . .
H14C H 0.704518 0.406041 0.804637 0.121 Uiso 1 1 calc GR . . . .
C15 C 0.6544(6) 0.0929(7) 0.8175(5) 0.072(2) Uani 1 1 d . . . . .
H15A H 0.595058 0.041026 0.800201 0.108 Uiso 1 1 calc GR . . . .
H15B H 0.691733 0.077098 0.880696 0.108 Uiso 1 1 calc GR . . . .
H15C H 0.693549 0.069257 0.780139 0.108 Uiso 1 1 calc GR . . . .
C16 C 0.5773(7) 0.2755(10) 0.8728(5) 0.083(3) Uani 1 1 d . . . . .
H16A H 0.556883 0.365675 0.863481 0.125 Uiso 1 1 calc GR . . . .
H16B H 0.622914 0.264537 0.933810 0.125 Uiso 1 1 calc GR . . . .
H16C H 0.520341 0.220860 0.864564 0.125 Uiso 1 1 calc GR . . . .
C12 C -0.0732(4) 0.2238(6) 0.5766(4) 0.0433(13) Uani 1 1 d . . . . .
F1 F -0.1070(3) 0.3446(5) 0.5692(4) 0.0945(18) Uani 1 1 d . U . . .
F2 F -0.1194(3) 0.1775(6) 0.4944(4) 0.111(2) Uani 1 1 d . U . . .
F3 F -0.1052(3) 0.1631(9) 0.6310(5) 0.153(3) Uani 1 1 d . 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 P1 2.1362(13) . ?
Ni1 Cl1 2.2093(13) . ?
Ni1 N1 1.975(4) . ?
Ni1 C1 1.848(5) . ?
P1 O1 1.664(3) . ?
P1 C17 1.859(5) . ?
P1 C13 1.848(5) . ?
O1 C6 1.395(6) . ?
N1 C11 1.348(6) . ?
N1 C7 1.360(6) . ?
C11 H11 0.9300 . ?
C11 C10 1.375(7) . ?
C2 C7 1.464(6) . ?
C2 C1 1.412(6) . ?
C2 C3 1.394(6) . ?
C6 C1 1.383(6) . ?
C6 C5 1.383(7) . ?
C7 C8 1.391(7) . ?
C9 C10 1.389(7) . ?
C9 C8 1.379(7) . ?
C9 C12 1.508(7) . ?
C10 H10 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.396(7) . ?
C4 H4 0.9300 . ?
C4 C3 1.391(7) . ?
C8 H8 0.9300 . ?
C17 C18 1.536(7) . ?
C17 C19 1.532(8) . ?
C17 C20 1.532(8) . ?
C3 H3 0.9300 . ?
C13 C14 1.515(8) . ?
C13 C15 1.514(8) . ?
C13 C16 1.521(9) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C12 F1 1.313(8) . ?
C12 F2 1.311(8) . ?
C12 F3 1.249(8) . ?

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
P1 Ni1 Cl1 99.12(5) . . ?
N1 Ni1 P1 163.60(12) . . ?
N1 Ni1 Cl1 97.03(11) . . ?
C1 Ni1 P1 81.29(15) . . ?
C1 Ni1 Cl1 178.34(15) . . ?
C1 Ni1 N1 82.65(18) . . ?
O1 P1 Ni1 106.84(12) . . ?
O1 P1 C17 100.9(2) . . ?
O1 P1 C13 100.2(2) . . ?
C17 P1 Ni1 113.46(16) . . ?
C13 P1 Ni1 117.81(18) . . ?
C13 P1 C17 114.7(2) . . ?
C6 O1 P1 110.9(3) . . ?
C11 N1 Ni1 126.4(3) . . ?
C11 N1 C7 118.7(4) . . ?
C7 N1 Ni1 114.9(3) . . ?
N1 C11 H11 118.7 . . ?
N1 C11 C10 122.6(4) . . ?
C10 C11 H11 118.7 . . ?
C1 C2 C7 112.3(4) . . ?
C3 C2 C7 126.9(4) . . ?
C3 C2 C1 120.8(4) . . ?
C1 C6 O1 115.6(4) . . ?
C1 C6 C5 123.4(4) . . ?
C5 C6 O1 121.0(4) . . ?
N1 C7 C2 112.8(4) . . ?
N1 C7 C8 121.6(4) . . ?
C8 C7 C2 125.6(4) . . ?
C2 C1 Ni1 117.3(3) . . ?
C6 C1 Ni1 125.3(4) . . ?
C6 C1 C2 117.3(4) . . ?
C10 C9 C12 119.9(5) . . ?
C8 C9 C10 120.1(4) . . ?
C8 C9 C12 120.0(5) . . ?
C11 C10 C9 118.4(4) . . ?
C11 C10 H10 120.8 . . ?
C9 C10 H10 120.8 . . ?
C6 C5 H5 120.9 . . ?
C6 C5 C4 118.1(4) . . ?
C4 C5 H5 120.9 . . ?
C5 C4 H4 119.6 . . ?
C3 C4 C5 120.8(4) . . ?
C3 C4 H4 119.6 . . ?
C7 C8 H8 120.7 . . ?
C9 C8 C7 118.6(5) . . ?
C9 C8 H8 120.7 . . ?
C18 C17 P1 112.9(4) . . ?
C19 C17 P1 111.0(4) . . ?
C19 C17 C18 109.7(5) . . ?
C19 C17 C20 108.9(5) . . ?
C20 C17 P1 105.1(4) . . ?
C20 C17 C18 109.1(5) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 C2 119.5(4) . . ?
C4 C3 H3 120.3 . . ?
C14 C13 P1 113.5(4) . . ?
C14 C13 C16 109.0(7) . . ?
C15 C13 P1 112.6(4) . . ?
C15 C13 C14 108.9(6) . . ?
C15 C13 C16 108.2(6) . . ?
C16 C13 P1 104.3(4) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 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 . . ?
F1 C12 C9 113.7(5) . . ?
F2 C12 C9 111.3(5) . . ?
F2 C12 F1 101.6(6) . . ?
F3 C12 C9 113.7(5) . . ?
F3 C12 F1 108.4(6) . . ?
F3 C12 F2 107.3(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 P1 O1 C6 -1.5(3) . . . . ?
Ni1 P1 C17 C18 152.9(4) . . . . ?
Ni1 P1 C17 C19 -83.4(4) . . . . ?
Ni1 P1 C17 C20 34.2(5) . . . . ?
Ni1 P1 C13 C14 -164.7(5) . . . . ?
Ni1 P1 C13 C15 71.0(5) . . . . ?
Ni1 P1 C13 C16 -46.1(5) . . . . ?
Ni1 N1 C11 C10 -179.2(4) . . . . ?
Ni1 N1 C7 C2 1.5(5) . . . . ?
Ni1 N1 C7 C8 -179.3(3) . . . . ?
P1 Ni1 C1 C2 178.5(4) . . . . ?
P1 Ni1 C1 C6 -0.6(4) . . . . ?
P1 O1 C6 C1 1.2(5) . . . . ?
P1 O1 C6 C5 -178.5(4) . . . . ?
O1 P1 C17 C18 39.0(4) . . . . ?
O1 P1 C17 C19 162.7(4) . . . . ?
O1 P1 C17 C20 -79.7(4) . . . . ?
O1 P1 C13 C14 -49.4(6) . . . . ?
O1 P1 C13 C15 -173.7(5) . . . . ?
O1 P1 C13 C16 69.2(5) . . . . ?
O1 C6 C1 Ni1 -0.2(6) . . . . ?
O1 C6 C1 C2 -179.3(4) . . . . ?
O1 C6 C5 C4 179.1(4) . . . . ?
N1 Ni1 C1 C2 1.8(3) . . . . ?
N1 Ni1 C1 C6 -177.2(4) . . . . ?
N1 C11 C10 C9 -0.8(7) . . . . ?
N1 C7 C8 C9 -1.8(7) . . . . ?
C11 N1 C7 C2 -177.9(4) . . . . ?
C11 N1 C7 C8 1.3(7) . . . . ?
C2 C7 C8 C9 177.3(4) . . . . ?
C6 C5 C4 C3 0.9(7) . . . . ?
C7 N1 C11 C10 0.0(7) . . . . ?
C7 C2 C1 Ni1 -1.5(5) . . . . ?
C7 C2 C1 C6 177.6(4) . . . . ?
C7 C2 C3 C4 -177.0(4) . . . . ?
C1 C2 C7 N1 -0.1(6) . . . . ?
C1 C2 C7 C8 -179.2(4) . . . . ?
C1 C2 C3 C4 0.7(7) . . . . ?
C1 C6 C5 C4 -0.5(7) . . . . ?
C10 C9 C8 C7 1.0(7) . . . . ?
C10 C9 C12 F1 -175.4(5) . . . . ?
C10 C9 C12 F2 -61.4(7) . . . . ?
C10 C9 C12 F3 59.9(9) . . . . ?
C5 C6 C1 Ni1 179.4(4) . . . . ?
C5 C6 C1 C2 0.3(7) . . . . ?
C5 C4 C3 C2 -1.0(7) . . . . ?
C8 C9 C10 C11 0.3(7) . . . . ?
C8 C9 C12 F1 3.8(8) . . . . ?
C8 C9 C12 F2 117.8(6) . . . . ?
C8 C9 C12 F3 -120.9(8) . . . . ?
C17 P1 O1 C6 117.3(3) . . . . ?
C17 P1 C13 C14 57.7(6) . . . . ?
C17 P1 C13 C15 -66.6(6) . . . . ?
C17 P1 C13 C16 176.2(5) . . . . ?
C3 C2 C7 N1 177.8(4) . . . . ?
C3 C2 C7 C8 -1.3(8) . . . . ?
C3 C2 C1 Ni1 -179.5(4) . . . . ?
C3 C2 C1 C6 -0.4(7) . . . . ?
C13 P1 O1 C6 -124.8(3) . . . . ?
C13 P1 C17 C18 -67.7(5) . . . . ?
C13 P1 C17 C19 56.0(5) . . . . ?
C13 P1 C17 C20 173.6(4) . . . . ?
C12 C9 C10 C11 179.5(5) . . . . ?
C12 C9 C8 C7 -178.2(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.798
_oxdiff_exptl_absorpt_empirical_full_min 0.201
####################################################################### 
# 
# 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_20220511-mjx
_database_code_depnum_ccdc_archive 'CCDC 2293715'
loop_
_audit_author_name
_audit_author_address
'Jie Zhang'
;Henan Normal University
China
;
_audit_update_record             
;
2023-09-07 deposited with the CCDC.	2023-11-08 downloaded from the CCDC.
;
_audit_creation_date             2022-08-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        tBu-POCN-Ni-SPh
_chemical_formula_moiety         'C25 H30 N Ni O P S'
_chemical_formula_sum            'C25 H30 N Ni O P S'
_chemical_formula_weight         482.24
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 P1 Ni1 S1 N1 O1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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           61
_space_group_name_H-M_alt        'P b c a'
_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'
'-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                   18.4614(2)
_cell_length_b                   12.6536(2)
_cell_length_c                   19.6198(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4583.25(10)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8202
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      71.5390
_cell_measurement_theta_min      4.5080
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.855
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2032
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            13054
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.603
_diffrn_reflns_theta_min         4.507
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -11.00  15.00   1.00    1.00    --  -35.62  91.00  -0.00   26
  2  ω    -59.00 -34.00   1.00    1.00    --  -35.62  91.00  -0.00   25
  3  ω     23.00  48.00   1.00    1.00    --   35.62-112.00 160.00   25
  4  ω    116.00 142.00   1.00    1.62    --  107.12  35.00 172.00   26
  5  ω     47.00 112.00   1.00    1.62    --  107.12-112.00 160.00   65
  6  ω     64.00 123.00   1.00    1.62    --  107.12 -91.00-114.00   59
  7  ω   -104.00 -17.00   1.00    1.00    --  -35.62 -38.00 150.00   87
  8  ω     20.00  63.00   1.00    1.00    --   35.62  57.00 -30.00   43
  9  ω     65.00 105.00   1.00    1.00    --   35.62-178.00  60.00   40
 10  ω     57.00  92.00   1.00    1.00    --   35.62 178.00-120.00   35
 11  ω     90.00 173.00   1.00    1.62    --  107.12  61.00 150.00   83
 12  ω     44.00  97.00   1.00    1.62    --  107.12-111.00-150.00   53
 13  ω     39.00 104.00   1.00    1.62    --  107.12 -95.00  30.00   65
 14  ω     74.00 112.00   1.00    1.62    --  107.12 -35.00  15.00   38
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0728310000
_diffrn_orient_matrix_UB_12      -0.0591806000
_diffrn_orient_matrix_UB_13      0.0023232000
_diffrn_orient_matrix_UB_21      0.0372500000
_diffrn_orient_matrix_UB_22      0.0942462000
_diffrn_orient_matrix_UB_23      -0.0354265000
_diffrn_orient_matrix_UB_31      0.0163620000
_diffrn_orient_matrix_UB_32      0.0494228000
_diffrn_orient_matrix_UB_33      0.0700475000
_diffrn_oxdiff_digest_frames     
;
01884cf2744b33d51b6f24fac5b69ada2400028da17
;
_diffrn_oxdiff_digest_hkl        
;
0147c9710f50311abde2807cc8c9befd4f456c
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3897
_reflns_number_total             4373
_reflns_odcompleteness_completeness 99.67
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.456
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         4373
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0340
_refine_ls_restrained_S_all      1.036
_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)+(0.0481P)²+2.5713P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0889
_refine_ls_wR_factor_ref         0.0919
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C17(H17), C13(H13), C8(H8), C11(H11), C4(H4), C9(H9),
 C10(H10), C14(H14), C16(H16), C15(H15)
2.b Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C21(H21A,H21B,H21C), C20(H20A,H20B,H20C), C24(H24A,H24B,
 H24C), C23(H23A,H23B,H23C), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.38874(2) 0.23105(2) 0.73538(2) 0.01793(11) Uani 1 1 d . . . . .
P1 P 0.46681(3) 0.33776(4) 0.69312(2) 0.01788(12) Uani 1 1 d . . . . .
S1 S 0.36255(3) 0.13962(4) 0.64048(3) 0.02446(13) Uani 1 1 d . . . . .
O1 O 0.49843(8) 0.40989(10) 0.75769(7) 0.0224(3) Uani 1 1 d . . . . .
N1 N 0.32401(9) 0.15255(13) 0.79918(9) 0.0211(3) Uani 1 1 d . . . . .
C6 C 0.37947(10) 0.27158(15) 0.87541(10) 0.0209(4) Uani 1 1 d . . . . .
C2 C 0.46533(10) 0.38219(15) 0.81870(10) 0.0199(4) Uani 1 1 d . . . . .
C1 C 0.41396(10) 0.30274(14) 0.81533(10) 0.0186(4) Uani 1 1 d . . . . .
C7 C 0.32708(10) 0.18573(15) 0.86522(10) 0.0218(4) Uani 1 1 d . . . . .
C12 C 0.27670(11) 0.18591(16) 0.61521(10) 0.0228(4) Uani 1 1 d . . . . .
C5 C 0.39634(11) 0.32031(17) 0.93717(10) 0.0261(4) Uani 1 1 d . . . . .
H5 H 0.372689 0.299334 0.977991 0.031 Uiso 1 1 calc R . . . .
C3 C 0.48392(11) 0.43180(16) 0.87902(10) 0.0244(4) Uani 1 1 d . . . . .
H3 H 0.519735 0.485675 0.880140 0.029 Uiso 1 1 calc R . . . .
C17 C 0.24604(12) 0.14677(18) 0.55502(10) 0.0282(4) Uani 1 1 d . . . . .
H17 H 0.270520 0.093129 0.530167 0.034 Uiso 1 1 calc R . . . .
C18 C 0.55235(11) 0.27484(15) 0.66389(11) 0.0232(4) Uani 1 1 d . . . . .
C13 C 0.23753(11) 0.26251(17) 0.65132(11) 0.0266(4) Uani 1 1 d . . . . .
H13 H 0.256145 0.288759 0.693171 0.032 Uiso 1 1 calc R . . . .
C22 C 0.43369(11) 0.44475(15) 0.63593(10) 0.0230(4) Uani 1 1 d . . . . .
C8 C 0.28413(12) 0.14003(17) 0.91525(11) 0.0287(5) Uani 1 1 d . . . . .
H8 H 0.286615 0.164532 0.960963 0.034 Uiso 1 1 calc R . . . .
C11 C 0.27877(11) 0.07288(16) 0.78316(11) 0.0262(4) Uani 1 1 d . . . . .
H11 H 0.276541 0.049395 0.737221 0.031 Uiso 1 1 calc R . . . .
C25 C 0.49178(12) 0.53005(17) 0.62337(12) 0.0313(5) Uani 1 1 d . . . . .
H25A H 0.514274 0.549682 0.666805 0.047 Uiso 1 1 calc GR . . . .
H25B H 0.469140 0.592478 0.602869 0.047 Uiso 1 1 calc GR . . . .
H25C H 0.528854 0.502234 0.592450 0.047 Uiso 1 1 calc GR . . . .
C4 C 0.44810(12) 0.39979(16) 0.93826(10) 0.0276(4) Uani 1 1 d . . . . .
H4 H 0.459454 0.433239 0.980270 0.033 Uiso 1 1 calc R . . . .
C21 C 0.54390(12) 0.23013(17) 0.59165(11) 0.0298(5) Uani 1 1 d . . . . .
H21A H 0.498750 0.189662 0.588717 0.045 Uiso 1 1 calc GR . . . .
H21B H 0.584982 0.183765 0.581306 0.045 Uiso 1 1 calc GR . . . .
H21C H 0.542585 0.288393 0.558762 0.045 Uiso 1 1 calc GR . . . .
C9 C 0.23768(11) 0.05850(18) 0.89801(12) 0.0325(5) Uani 1 1 d . . . . .
H9 H 0.207768 0.026666 0.931633 0.039 Uiso 1 1 calc R . . . .
C20 C 0.61796(11) 0.34906(18) 0.66745(12) 0.0317(5) Uani 1 1 d . . . . .
H20A H 0.612998 0.404563 0.632931 0.048 Uiso 1 1 calc GR . . . .
H20B H 0.662349 0.308697 0.658895 0.048 Uiso 1 1 calc GR . . . .
H20C H 0.620454 0.381312 0.712801 0.048 Uiso 1 1 calc GR . . . .
C24 C 0.36954(11) 0.49289(16) 0.67465(11) 0.0271(4) Uani 1 1 d . . . . .
H24A H 0.330316 0.440910 0.677591 0.041 Uiso 1 1 calc GR . . . .
H24B H 0.352291 0.555772 0.650427 0.041 Uiso 1 1 calc GR . . . .
H24C H 0.385021 0.512756 0.720677 0.041 Uiso 1 1 calc GR . . . .
C10 C 0.23539(11) 0.02402(17) 0.83128(13) 0.0314(5) Uani 1 1 d . . . . .
H10 H 0.204396 -0.032574 0.818554 0.038 Uiso 1 1 calc R . . . .
C14 C 0.17198(12) 0.30062(19) 0.62693(12) 0.0324(5) Uani 1 1 d . . . . .
H14 H 0.146575 0.353207 0.651882 0.039 Uiso 1 1 calc R . . . .
C23 C 0.40545(14) 0.40187(18) 0.56764(11) 0.0330(5) Uani 1 1 d . . . . .
H23A H 0.446424 0.379037 0.539504 0.050 Uiso 1 1 calc GR . . . .
H23B H 0.378627 0.457565 0.543816 0.050 Uiso 1 1 calc GR . . . .
H23C H 0.373286 0.341649 0.576051 0.050 Uiso 1 1 calc GR . . . .
C19 C 0.56439(12) 0.18332(17) 0.71397(12) 0.0298(5) Uani 1 1 d . . . . .
H19A H 0.568838 0.211356 0.760346 0.045 Uiso 1 1 calc GR . . . .
H19B H 0.608867 0.145500 0.701774 0.045 Uiso 1 1 calc GR . . . .
H19C H 0.523157 0.134662 0.711776 0.045 Uiso 1 1 calc GR . . . .
C16 C 0.18061(13) 0.1851(2) 0.53126(12) 0.0354(5) Uani 1 1 d . . . . .
H16 H 0.160941 0.157924 0.490102 0.043 Uiso 1 1 calc R . . . .
C15 C 0.14338(13) 0.2627(2) 0.56664(12) 0.0356(5) Uani 1 1 d . . . . .
H15 H 0.098795 0.289424 0.549688 0.043 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 P1 2.1420(6) . ?
Ni1 S1 2.2448(6) . ?
Ni1 N1 1.9953(17) . ?
Ni1 C1 1.8708(19) . ?
P1 O1 1.6669(14) . ?
P1 C18 1.859(2) . ?
P1 C22 1.862(2) . ?
S1 C12 1.761(2) . ?
O1 C2 1.389(2) . ?
N1 C7 1.363(3) . ?
N1 C11 1.346(3) . ?
C6 C1 1.396(3) . ?
C6 C7 1.468(3) . ?
C6 C5 1.395(3) . ?
C2 C1 1.384(3) . ?
C2 C3 1.383(3) . ?
C7 C8 1.388(3) . ?
C12 C17 1.400(3) . ?
C12 C13 1.402(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.387(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.397(3) . ?
C17 H17 0.9500 . ?
C17 C16 1.383(3) . ?
C18 C21 1.534(3) . ?
C18 C20 1.534(3) . ?
C18 C19 1.535(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.388(3) . ?
C22 C25 1.541(3) . ?
C22 C24 1.533(3) . ?
C22 C23 1.537(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.384(3) . ?
C11 H11 0.9500 . ?
C11 C10 1.384(3) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C4 H4 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C9 H9 0.9500 . ?
C9 C10 1.381(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C10 H10 0.9500 . ?
C14 H14 0.9500 . ?
C14 C15 1.381(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C16 H16 0.9500 . ?
C16 C15 1.385(3) . ?
C15 H15 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
P1 Ni1 S1 98.55(2) . . ?
N1 Ni1 P1 163.67(5) . . ?
N1 Ni1 S1 97.74(5) . . ?
C1 Ni1 P1 81.46(6) . . ?
C1 Ni1 S1 177.36(6) . . ?
C1 Ni1 N1 82.21(8) . . ?
O1 P1 Ni1 106.65(5) . . ?
O1 P1 C18 99.87(8) . . ?
O1 P1 C22 100.08(8) . . ?
C18 P1 Ni1 114.90(7) . . ?
C18 P1 C22 113.86(9) . . ?
C22 P1 Ni1 118.08(7) . . ?
C12 S1 Ni1 104.83(7) . . ?
C2 O1 P1 111.27(12) . . ?
C7 N1 Ni1 114.71(13) . . ?
C11 N1 Ni1 126.72(15) . . ?
C11 N1 C7 118.56(18) . . ?
C1 C6 C7 113.23(18) . . ?
C5 C6 C1 120.44(18) . . ?
C5 C6 C7 126.33(18) . . ?
C1 C2 O1 116.35(17) . . ?
C3 C2 O1 120.92(17) . . ?
C3 C2 C1 122.73(18) . . ?
C6 C1 Ni1 117.21(14) . . ?
C2 C1 Ni1 124.25(15) . . ?
C2 C1 C6 118.51(18) . . ?
N1 C7 C6 112.62(17) . . ?
N1 C7 C8 121.34(19) . . ?
C8 C7 C6 126.04(19) . . ?
C17 C12 S1 118.92(16) . . ?
C17 C12 C13 117.55(19) . . ?
C13 C12 S1 123.51(15) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 C6 119.18(19) . . ?
C4 C5 H5 120.4 . . ?
C2 C3 H3 121.2 . . ?
C2 C3 C4 117.58(19) . . ?
C4 C3 H3 121.2 . . ?
C12 C17 H17 119.6 . . ?
C16 C17 C12 120.9(2) . . ?
C16 C17 H17 119.6 . . ?
C21 C18 P1 110.89(14) . . ?
C21 C18 C20 110.37(17) . . ?
C21 C18 C19 109.15(17) . . ?
C20 C18 P1 113.23(14) . . ?
C20 C18 C19 108.56(18) . . ?
C19 C18 P1 104.39(13) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 121.1(2) . . ?
C14 C13 H13 119.5 . . ?
C25 C22 P1 112.15(14) . . ?
C24 C22 P1 104.12(13) . . ?
C24 C22 C25 109.78(17) . . ?
C24 C22 C23 108.08(17) . . ?
C23 C22 P1 112.35(14) . . ?
C23 C22 C25 110.12(18) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 C7 119.5(2) . . ?
C9 C8 H8 120.3 . . ?
N1 C11 H11 118.8 . . ?
N1 C11 C10 122.3(2) . . ?
C10 C11 H11 118.8 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C5 C4 C3 121.55(19) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
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 . . ?
C8 C9 H9 120.4 . . ?
C10 C9 C8 119.1(2) . . ?
C10 C9 H9 120.4 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C11 C10 H10 120.4 . . ?
C9 C10 C11 119.2(2) . . ?
C9 C10 H10 120.4 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.5(2) . . ?
C15 C14 H14 119.7 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C16 H16 119.6 . . ?
C17 C16 C15 120.9(2) . . ?
C15 C16 H16 119.6 . . ?
C14 C15 C16 119.1(2) . . ?
C14 C15 H15 120.5 . . ?
C16 C15 H15 120.5 . . ?

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 P1 O1 C2 -0.87(13) . . . . ?
Ni1 P1 C18 C21 83.67(14) . . . . ?
Ni1 P1 C18 C20 -151.62(13) . . . . ?
Ni1 P1 C18 C19 -33.74(15) . . . . ?
Ni1 P1 C22 C25 166.32(12) . . . . ?
Ni1 P1 C22 C24 47.69(15) . . . . ?
Ni1 P1 C22 C23 -69.01(16) . . . . ?
Ni1 S1 C12 C17 177.37(15) . . . . ?
Ni1 S1 C12 C13 -0.97(19) . . . . ?
Ni1 N1 C7 C6 -1.4(2) . . . . ?
Ni1 N1 C7 C8 178.76(15) . . . . ?
Ni1 N1 C11 C10 -179.37(15) . . . . ?
P1 Ni1 C1 C6 -179.81(15) . . . . ?
P1 Ni1 C1 C2 -1.34(15) . . . . ?
P1 O1 C2 C1 0.0(2) . . . . ?
P1 O1 C2 C3 179.54(15) . . . . ?
S1 C12 C17 C16 -176.40(17) . . . . ?
S1 C12 C13 C14 176.17(17) . . . . ?
O1 P1 C18 C21 -162.65(14) . . . . ?
O1 P1 C18 C20 -37.95(17) . . . . ?
O1 P1 C18 C19 79.93(14) . . . . ?
O1 P1 C22 C25 51.19(15) . . . . ?
O1 P1 C22 C24 -67.44(14) . . . . ?
O1 P1 C22 C23 175.86(15) . . . . ?
O1 C2 C1 Ni1 1.1(2) . . . . ?
O1 C2 C1 C6 179.59(16) . . . . ?
O1 C2 C3 C4 179.84(18) . . . . ?
N1 Ni1 C1 C6 -0.17(14) . . . . ?
N1 Ni1 C1 C2 178.30(17) . . . . ?
N1 C7 C8 C9 0.6(3) . . . . ?
N1 C11 C10 C9 0.7(3) . . . . ?
C6 C7 C8 C9 -179.21(19) . . . . ?
C6 C5 C4 C3 -0.3(3) . . . . ?
C2 C3 C4 C5 0.8(3) . . . . ?
C1 C6 C7 N1 1.3(2) . . . . ?
C1 C6 C7 C8 -178.91(19) . . . . ?
C1 C6 C5 C4 -0.3(3) . . . . ?
C1 C2 C3 C4 -0.7(3) . . . . ?
C7 N1 C11 C10 0.1(3) . . . . ?
C7 C6 C1 Ni1 -0.6(2) . . . . ?
C7 C6 C1 C2 -179.11(17) . . . . ?
C7 C6 C5 C4 179.16(19) . . . . ?
C7 C8 C9 C10 0.3(3) . . . . ?
C12 C17 C16 C15 -0.5(3) . . . . ?
C12 C13 C14 C15 0.8(3) . . . . ?
C5 C6 C1 Ni1 179.00(15) . . . . ?
C5 C6 C1 C2 0.4(3) . . . . ?
C5 C6 C7 N1 -178.23(19) . . . . ?
C5 C6 C7 C8 1.6(3) . . . . ?
C3 C2 C1 Ni1 -178.38(15) . . . . ?
C3 C2 C1 C6 0.1(3) . . . . ?
C17 C12 C13 C14 -2.2(3) . . . . ?
C17 C16 C15 C14 -0.9(4) . . . . ?
C18 P1 O1 C2 -120.74(13) . . . . ?
C18 P1 C22 C25 -54.42(17) . . . . ?
C18 P1 C22 C24 -173.05(13) . . . . ?
C18 P1 C22 C23 70.25(17) . . . . ?
C13 C12 C17 C16 2.0(3) . . . . ?
C13 C14 C15 C16 0.8(4) . . . . ?
C22 P1 O1 C2 122.65(13) . . . . ?
C22 P1 C18 C21 -56.92(16) . . . . ?
C22 P1 C18 C20 67.78(18) . . . . ?
C22 P1 C18 C19 -174.33(13) . . . . ?
C8 C9 C10 C11 -1.0(3) . . . . ?
C11 N1 C7 C6 179.01(17) . . . . ?
C11 N1 C7 C8 -0.8(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.584
_oxdiff_exptl_absorpt_empirical_full_min 0.785
