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

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

data_rajb28
_database_code_depnum_ccdc_archive 'CCDC 2196120'
loop_
_audit_author_name
_audit_author_address
'Rajib Kumar Sarker'
;University of Montreal
Canada
;
_audit_update_record             
;
2022-08-10 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2022-07-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
'[{\kP, \kC-(i-Pr)2PO-(5-OMe-C6H4}{\kN-Et2NH}NiBr]'
_chemical_formula_moiety         'C17 H31 Br N Ni O2 P'
_chemical_formula_sum            'C17 H31 Br N Ni O2 P'
_chemical_formula_weight         451.02
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.9338 1.0006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -1.3357 3.2904 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2543 0.3332 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.3886(4)
_cell_length_b                   11.7955(4)
_cell_length_c                   15.5240(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.048(2)
_cell_angle_gamma                90
_cell_volume                     2084.07(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9960
_cell_measurement_temperature    150
_cell_measurement_theta_max      60.657
_cell_measurement_theta_min      4.098
_shelx_estimated_absorpt_T_max   0.637
_shelx_estimated_absorpt_T_min   0.416
_exptl_absorpt_coefficient_mu    7.087
_exptl_absorpt_correction_T_max  0.7519
_exptl_absorpt_correction_T_min  0.4478
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1597 before and 0.0839 after correction.
The Ratio of minimum to maximum transmission is 0.5956.
The λ/2 correction factor is Not present.
;
_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    1.437
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.07
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Venture diffractometer equipped with a Photon III CMOS Detector,
a Helios MX optics and a Kappa goniometer. The crystal-to-detector distance 
was 4.0 cm, and the data collection was carried out in 1024 x 1024 pixel mode.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0533
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            31567
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         60.641
_diffrn_reflns_theta_min         3.378
_diffrn_ambient_temperature      150
_diffrn_detector                 'CMOS Area detector'
_diffrn_detector_area_resol_mean 10.42
_diffrn_detector_type            'Bruker CMOS Photon III '
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'Focusing mirrors'
_diffrn_radiation_monochromator  'Helios MX Mirror Optics'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           'Ga K\a'
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   'Metal Jet'
_diffrn_source_target            Ga
_diffrn_source_type              'Gallium Liquid Metal Jet Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4538
_reflns_number_total             4759
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
SAINT (2013) V8.40B; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_collection       
;
APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction        
;
SAINT (2013) V8.40B; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.952
_refine_diff_density_min         -1.189
_refine_diff_density_rms         0.122
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     252
_refine_ls_number_reflns         4759
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0516
_refine_ls_restrained_S_all      1.114
_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)+(0.1310P)²+0.3591P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1664
_refine_ls_wR_factor_ref         0.1684
_refine_special_details          ?
_olex2_refinement_description    
;
1. Restrained distances
 H1-N1
 0.9 with sigma of 0.02
2. Uiso/Uaniso restraints and constraints
C8B \\sim C8A \\sim C10B \\sim C10A \\sim C9B \\sim C9A: within 1A with sigma
of 0.01 and sigma for terminal atoms of 0.01 within 1A
3. Others
 Sof(C9B)=Sof(H9BA)=Sof(H9BB)=Sof(H9BC)=Sof(C8B)=Sof(H8B)=Sof(C10B)=Sof(H10D)=
 Sof(H10E)=Sof(H10F)=1-FVAR(1)
 Sof(C8A)=Sof(H8A)=Sof(C10A)=Sof(H10A)=Sof(H10B)=Sof(H10C)=Sof(C9A)=Sof(H9AA)=
 Sof(H9AB)=Sof(H9AC)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C8A(H8A), C11(H11), C8B(H8B)
4.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C16(H16A,H16B)
4.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C4(H4)
4.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C15(H15A,H15B,H15C), C17(H17A,H17B,H17C), C12(H12A,H12B,
 H12C), C13(H13A,H13B,H13C), C10A(H10A,H10B,H10C), C9A(H9AA,H9AB,H9AC),
 C9B(H9BA,H9BB,H9BC), C10B(H10D,H10E,H10F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.35415(3) -0.02660(3) 0.76763(3) 0.05246(17) Uani 1 1 d . . . . .
Ni1 Ni 0.32487(3) 0.15652(3) 0.70783(2) 0.03116(16) Uani 1 1 d . . . . .
P1 P 0.14898(6) 0.11290(5) 0.67786(4) 0.03256(18) Uani 1 1 d . . . . .
O1 O 0.08284(17) 0.22848(18) 0.64281(13) 0.0406(4) Uani 1 1 d . . . . .
O2 O 0.1552(2) 0.57041(18) 0.50049(14) 0.0461(5) Uani 1 1 d . . . . .
N1 N 0.4827(2) 0.2128(2) 0.74880(16) 0.0389(5) Uani 1 1 d D . . . .
H1 H 0.485(3) 0.2831(19) 0.728(2) 0.047 Uiso 1 1 d D U . . .
C2 C 0.2835(2) 0.2910(2) 0.64435(15) 0.0321(5) Uani 1 1 d . . . . .
C1 C 0.1651(2) 0.3097(2) 0.62017(15) 0.0330(5) Uani 1 1 d . . . . .
C6 C 0.1228(2) 0.4013(2) 0.57320(17) 0.0381(6) Uani 1 1 d . . . . .
H6 H 0.041120 0.409592 0.559969 0.046 Uiso 1 1 calc R U . . .
C5 C 0.2032(3) 0.4813(2) 0.54583(16) 0.0353(5) Uani 1 1 d . . . . .
C4 C 0.3222(3) 0.4671(2) 0.56481(18) 0.0365(5) Uani 1 1 d . . . . .
H4 H 0.377456 0.520723 0.545209 0.044 Uiso 1 1 calc R U . . .
C3 C 0.3601(3) 0.3728(2) 0.61321(18) 0.0371(5) Uani 1 1 d . . . . .
H3 H 0.434(3) 0.366(3) 0.624(2) 0.032(8) Uiso 1 1 d . . . . .
C7 C 0.2327(4) 0.6537(2) 0.4692(2) 0.0478(7) Uani 1 1 d . . . . .
H7A H 0.291172 0.617209 0.433556 0.072 Uiso 1 1 calc R U . . .
H7B H 0.272569 0.692183 0.517896 0.072 Uiso 1 1 calc R U . . .
H7C H 0.187876 0.709140 0.434401 0.072 Uiso 1 1 calc R U . . .
C14 C 0.5842(3) 0.1485(3) 0.7163(3) 0.0521(8) Uani 1 1 d . . . . .
H14A H 0.587243 0.072769 0.743717 0.063 Uiso 1 1 calc R U . . .
H14B H 0.657908 0.188912 0.732610 0.063 Uiso 1 1 calc R U . . .
C15 C 0.5758(4) 0.1348(3) 0.6202(3) 0.0596(9) Uani 1 1 d . . . . .
H15A H 0.565774 0.209328 0.593014 0.089 Uiso 1 1 calc R U . . .
H15B H 0.508196 0.086717 0.604379 0.089 Uiso 1 1 calc R U . . .
H15C H 0.647805 0.099349 0.600377 0.089 Uiso 1 1 calc R U . . .
C16 C 0.4917(3) 0.2217(3) 0.8448(2) 0.0568(9) Uani 1 1 d . . . . .
H16A H 0.570755 0.249886 0.862509 0.068 Uiso 1 1 calc R U . . .
H16B H 0.481917 0.145454 0.870220 0.068 Uiso 1 1 calc R U . . .
C17 C 0.3999(5) 0.3004(4) 0.8789(3) 0.0689(11) Uani 1 1 d . . . . .
H17A H 0.412727 0.377187 0.856982 0.103 Uiso 1 1 calc R U . . .
H17B H 0.405820 0.301172 0.942038 0.103 Uiso 1 1 calc R U . . .
H17C H 0.321604 0.274094 0.859883 0.103 Uiso 1 1 calc R U . . .
C8A C 0.1151(18) 0.0258(16) 0.5837(12) 0.050(3) Uani 0.66(3) 1 d . U P A 1
H8A H 0.030960 0.040267 0.566433 0.059 Uiso 0.66(3) 1 calc R U P A 1
C11 C 0.0528(3) 0.0717(3) 0.76415(19) 0.0461(7) Uani 1 1 d . . . . .
H11 H 0.072644 -0.008009 0.780997 0.055 Uiso 1 1 calc R U . . .
C12 C -0.0768(3) 0.0749(5) 0.7351(2) 0.0660(11) Uani 1 1 d . . . . .
H12A H -0.096310 0.150246 0.712116 0.099 Uiso 1 1 calc R U . . .
H12B H -0.125590 0.058772 0.784393 0.099 Uiso 1 1 calc R U . . .
H12C H -0.091689 0.017782 0.690207 0.099 Uiso 1 1 calc R U . . .
C13 C 0.0795(4) 0.1473(4) 0.8419(2) 0.0637(11) Uani 1 1 d . . . . .
H13A H 0.158262 0.129973 0.865927 0.096 Uiso 1 1 calc R U . B 1
H13B H 0.021387 0.133552 0.885785 0.096 Uiso 1 1 calc R U . B 1
H13C H 0.076140 0.226984 0.824166 0.096 Uiso 1 1 calc R U . B 1
C10A C 0.127(2) -0.1030(15) 0.6012(13) 0.084(4) Uani 0.66(3) 1 d . U P A 1
H10A H 0.090547 -0.145307 0.552977 0.126 Uiso 0.66(3) 1 calc R U P A 1
H10B H 0.087865 -0.122071 0.654452 0.126 Uiso 0.66(3) 1 calc R U P A 1
H10C H 0.210478 -0.123061 0.607212 0.126 Uiso 0.66(3) 1 calc R U P A 1
C9A C 0.1891(12) 0.0634(16) 0.5082(8) 0.066(3) Uani 0.66(3) 1 d . U P A 1
H9AA H 0.272534 0.051648 0.523070 0.098 Uiso 0.66(3) 1 calc R U P A 1
H9AB H 0.174938 0.143976 0.496305 0.098 Uiso 0.66(3) 1 calc R U P A 1
H9AC H 0.167058 0.018731 0.456888 0.098 Uiso 0.66(3) 1 calc R U P A 1
C9B C 0.200(3) 0.016(3) 0.5256(19) 0.066(5) Uani 0.34(3) 1 d . U P A 2
H9BA H 0.199460 0.096156 0.507842 0.100 Uiso 0.34(3) 1 calc R U P A 2
H9BB H 0.175324 -0.031295 0.476615 0.100 Uiso 0.34(3) 1 calc R U P A 2
H9BC H 0.280294 -0.004856 0.544949 0.100 Uiso 0.34(3) 1 calc R U P A 2
C8B C 0.119(3) 0.000(3) 0.598(2) 0.044(5) Uani 0.34(3) 1 d . U P A 2
H8B H 0.036885 0.011198 0.573637 0.053 Uiso 0.34(3) 1 calc R U P A 2
C10B C 0.127(4) -0.118(3) 0.634(2) 0.085(6) Uani 0.34(3) 1 d . U P A 2
H10D H 0.205226 -0.130593 0.660189 0.127 Uiso 0.34(3) 1 calc R U P A 2
H10E H 0.111421 -0.173605 0.588237 0.127 Uiso 0.34(3) 1 calc R U P A 2
H10F H 0.067888 -0.127166 0.678547 0.127 Uiso 0.34(3) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Ni1 2.3699(4) . ?
Ni1 P1 2.1040(7) . ?
Ni1 N1 1.999(2) . ?
Ni1 C2 1.917(2) . ?
P1 O1 1.641(2) . ?
P1 C8A 1.82(2) . ?
P1 C11 1.826(3) . ?
P1 C8B 1.85(3) . ?
O1 C1 1.393(3) . ?
O2 C5 1.368(3) . ?
O2 C7 1.417(4) . ?
N1 H1 0.889(19) . ?
N1 C14 1.486(4) . ?
N1 C16 1.493(4) . ?
C2 C1 1.405(3) . ?
C2 C3 1.399(4) . ?
C1 C6 1.381(4) . ?
C6 H6 0.9500 . ?
C6 C5 1.392(4) . ?
C5 C4 1.386(4) . ?
C4 H4 0.9500 . ?
C4 C3 1.401(4) . ?
C3 H3 0.86(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.500(6) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.508(6) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C8A H8A 1.0000 . ?
C8A C10A 1.55(2) . ?
C8A C9A 1.53(2) . ?
C11 H11 1.0000 . ?
C11 C12 1.529(5) . ?
C11 C13 1.523(6) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C10A H10A 0.9800 . ?
C10A H10B 0.9800 . ?
C10A H10C 0.9800 . ?
C9A H9AA 0.9800 . ?
C9A H9AB 0.9800 . ?
C9A H9AC 0.9800 . ?
C9B H9BA 0.9800 . ?
C9B H9BB 0.9800 . ?
C9B H9BC 0.9800 . ?
C9B C8B 1.49(4) . ?
C8B H8B 1.0000 . ?
C8B C10B 1.51(5) . ?
C10B H10D 0.9800 . ?
C10B H10E 0.9800 . ?
C10B H10F 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 Br1 89.04(2) . . ?
N1 Ni1 Br1 93.77(7) . . ?
N1 Ni1 P1 171.84(8) . . ?
C2 Ni1 Br1 169.71(7) . . ?
C2 Ni1 P1 82.77(8) . . ?
C2 Ni1 N1 95.18(10) . . ?
O1 P1 Ni1 106.99(8) . . ?
O1 P1 C8A 97.0(6) . . ?
O1 P1 C11 100.60(13) . . ?
O1 P1 C8B 107.6(11) . . ?
C8A P1 Ni1 119.3(7) . . ?
C8A P1 C11 108.9(6) . . ?
C11 P1 Ni1 119.60(10) . . ?
C11 P1 C8B 101.6(10) . . ?
C8B P1 Ni1 118.6(10) . . ?
C1 O1 P1 110.49(16) . . ?
C5 O2 C7 117.8(2) . . ?
Ni1 N1 H1 103(3) . . ?
C14 N1 Ni1 115.09(19) . . ?
C14 N1 H1 109(3) . . ?
C14 N1 C16 110.4(3) . . ?
C16 N1 Ni1 111.7(2) . . ?
C16 N1 H1 107(3) . . ?
C1 C2 Ni1 118.90(19) . . ?
C3 C2 Ni1 127.2(2) . . ?
C3 C2 C1 113.8(2) . . ?
O1 C1 C2 118.2(2) . . ?
C6 C1 O1 116.5(2) . . ?
C6 C1 C2 125.3(3) . . ?
C1 C6 H6 121.0 . . ?
C1 C6 C5 118.1(2) . . ?
C5 C6 H6 121.0 . . ?
O2 C5 C6 115.0(2) . . ?
O2 C5 C4 124.8(3) . . ?
C4 C5 C6 120.2(2) . . ?
C5 C4 H4 120.4 . . ?
C5 C4 C3 119.3(3) . . ?
C3 C4 H4 120.4 . . ?
C2 C3 C4 123.3(3) . . ?
C2 C3 H3 119(2) . . ?
C4 C3 H3 117(2) . . ?
O2 C7 H7A 109.5 . . ?
O2 C7 H7B 109.5 . . ?
O2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C14 H14A 109.3 . . ?
N1 C14 H14B 109.3 . . ?
N1 C14 C15 111.7(3) . . ?
H14A C14 H14B 107.9 . . ?
C15 C14 H14A 109.3 . . ?
C15 C14 H14B 109.3 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N1 C16 H16A 109.3 . . ?
N1 C16 H16B 109.3 . . ?
N1 C16 C17 111.7(3) . . ?
H16A C16 H16B 107.9 . . ?
C17 C16 H16A 109.3 . . ?
C17 C16 H16B 109.3 . . ?
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 . . ?
P1 C8A H8A 107.0 . . ?
C10A C8A P1 113.5(10) . . ?
C10A C8A H8A 107.0 . . ?
C9A C8A P1 110.1(11) . . ?
C9A C8A H8A 107.0 . . ?
C9A C8A C10A 111.8(15) . . ?
P1 C11 H11 107.8 . . ?
C12 C11 P1 112.0(2) . . ?
C12 C11 H11 107.8 . . ?
C13 C11 P1 108.6(2) . . ?
C13 C11 H11 107.8 . . ?
C13 C11 C12 112.5(3) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C8A C10A H10A 109.5 . . ?
C8A C10A H10B 109.5 . . ?
C8A C10A H10C 109.5 . . ?
H10A C10A H10B 109.5 . . ?
H10A C10A H10C 109.5 . . ?
H10B C10A H10C 109.5 . . ?
C8A C9A H9AA 109.5 . . ?
C8A C9A H9AB 109.5 . . ?
C8A C9A H9AC 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
H9BA C9B H9BB 109.5 . . ?
H9BA C9B H9BC 109.5 . . ?
H9BB C9B H9BC 109.5 . . ?
C8B C9B H9BA 109.5 . . ?
C8B C9B H9BB 109.5 . . ?
C8B C9B H9BC 109.5 . . ?
P1 C8B H8B 107.7 . . ?
C9B C8B P1 108(2) . . ?
C9B C8B H8B 107.7 . . ?
C9B C8B C10B 112(3) . . ?
C10B C8B P1 114(2) . . ?
C10B C8B H8B 107.7 . . ?
C8B C10B H10D 109.5 . . ?
C8B C10B H10E 109.5 . . ?
C8B C10B H10F 109.5 . . ?
H10D C10B H10E 109.5 . . ?
H10D C10B H10F 109.5 . . ?
H10E C10B H10F 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 Br1 0.889(19) 2.90(3) 3.605(2) 138(3) 2_656 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 P1 O1 C1 16.77(18) . . . . ?
Ni1 P1 C8A C10A 84.9(15) . . . . ?
Ni1 P1 C8A C9A -41.3(11) . . . . ?
Ni1 P1 C11 C12 164.2(3) . . . . ?
Ni1 P1 C11 C13 39.4(3) . . . . ?
Ni1 P1 C8B C9B -41(2) . . . . ?
Ni1 P1 C8B C10B 83(3) . . . . ?
Ni1 N1 C14 C15 50.6(3) . . . . ?
Ni1 N1 C16 C17 -58.8(4) . . . . ?
Ni1 C2 C1 O1 -0.7(3) . . . . ?
Ni1 C2 C1 C6 -178.8(2) . . . . ?
Ni1 C2 C3 C4 177.9(2) . . . . ?
P1 O1 C1 C2 -11.4(3) . . . . ?
P1 O1 C1 C6 166.9(2) . . . . ?
O1 P1 C8A C10A -161.2(14) . . . . ?
O1 P1 C8A C9A 72.7(11) . . . . ?
O1 P1 C11 C12 47.6(3) . . . . ?
O1 P1 C11 C13 -77.3(2) . . . . ?
O1 P1 C8B C9B 80(2) . . . . ?
O1 P1 C8B C10B -155(2) . . . . ?
O1 C1 C6 C5 -176.9(2) . . . . ?
O2 C5 C4 C3 178.9(3) . . . . ?
C2 C1 C6 C5 1.2(4) . . . . ?
C1 C2 C3 C4 2.1(4) . . . . ?
C1 C6 C5 O2 -179.3(2) . . . . ?
C1 C6 C5 C4 0.8(4) . . . . ?
C6 C5 C4 C3 -1.3(4) . . . . ?
C5 C4 C3 C2 -0.3(4) . . . . ?
C3 C2 C1 O1 175.5(2) . . . . ?
C3 C2 C1 C6 -2.6(4) . . . . ?
C7 O2 C5 C6 -178.7(3) . . . . ?
C7 O2 C5 C4 1.2(4) . . . . ?
C14 N1 C16 C17 171.8(3) . . . . ?
C16 N1 C14 C15 178.1(3) . . . . ?
C8A P1 O1 C1 -106.8(7) . . . . ?
C8A P1 C11 C12 -53.6(7) . . . . ?
C8A P1 C11 C13 -178.5(6) . . . . ?
C11 P1 O1 C1 142.40(19) . . . . ?
C11 P1 C8A C10A -57.4(15) . . . . ?
C11 P1 C8A C9A 176.4(9) . . . . ?
C11 P1 C8B C9B -174.8(18) . . . . ?
C11 P1 C8B C10B -50(3) . . . . ?
C8B P1 O1 C1 -111.7(11) . . . . ?
C8B P1 C11 C12 -63.1(11) . . . . ?
C8B P1 C11 C13 172.1(11) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_rajib38
_database_code_depnum_ccdc_archive 'CCDC 2196126'
loop_
_audit_author_name
_audit_author_address
'Rajib Kumar Sarker'
;University of Montreal
Canada
;
_audit_update_record             
;
2022-08-10 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2022-07-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
'[{\kP,\kC-(i-Pr)2PO-(5-Cl-C6H3)}{\kN-(CH3CH2-)(CH3CH=)N}Ni(Br)]'
_chemical_formula_moiety         'C16 H26 Br Cl N Ni O P'
_chemical_formula_sum            'C16 H26 Br Cl N Ni O P'
_chemical_formula_weight         453.42
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
Br Br -0.6763 1.2805 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.1691(4)
_cell_length_b                   10.6197(5)
_cell_length_c                   11.5954(5)
_cell_angle_alpha                85.083(2)
_cell_angle_beta                 83.391(3)
_cell_angle_gamma                89.300(3)
_cell_volume                     995.58(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6863
_cell_measurement_temperature    100
_cell_measurement_theta_max      71.643
_cell_measurement_theta_min      4.178
_shelx_estimated_absorpt_T_max   0.632
_shelx_estimated_absorpt_T_min   0.494
_exptl_absorpt_coefficient_mu    5.748
_exptl_absorpt_correction_T_max  0.679080
_exptl_absorpt_correction_T_min  0.383360
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1582 before and 0.0553 after correction.
 
For component 2:
 wR2(int) was 0.1851 before and 0.0722 after correction.
 The Ratio of minimum to maximum transmission is 0.56.

Final HKLF 4 output contains 26093 reflections, Rint = 0.1273
 (16121 with I > 3sig(I), Rint = 0.1210)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.513
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.143
_exptl_crystal_size_mid          0.089
_exptl_crystal_size_min          0.088
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Smart diffractometer equipped with an APEX II CCD Detector,
an Incoatec IMuS source and a Quazar MX mirror. The crystal-to-detector distance 
was 4.0 cm, and the data collection was carried out in 512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 180.0 degree
scan in 180 frames over three different parts of the reciprocal space
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1273
_diffrn_reflns_av_unetI/netI     0.0348
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            26093
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.221
_diffrn_reflns_theta_min         3.851
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean 8.3
_diffrn_detector_type            'Bruker APEX2 CCD'
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker Smart APEX'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3416
_reflns_number_total             3767
_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       
;
APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.329
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.141
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     206
_refine_ls_number_reflns         3767
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0535
_refine_ls_restrained_S_all      1.132
_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)+(0.0825P)²+1.4523P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1480
_refine_ls_wR_factor_ref         0.1519
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.72149
 0.27851
2.a Ternary CH refined with riding coordinates:
 C11(H11), C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C3(H3), C14(H14)
2.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C9(H9A,H9B,H9C), C12(H12A,H12B,H12C), C7(H7A,H7B,H7C),
 C16(H16A,H16B,H16C), C13(H13A,H13B,H13C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.47161(7) 0.95808(4) 0.73993(4) 0.04067(19) Uani 1 1 d . . . . .
Ni1 Ni 0.62071(9) 0.77202(6) 0.78084(6) 0.0280(2) Uani 1 1 d . . . . .
Cl1 Cl 0.99643(14) 0.23231(10) 0.81225(10) 0.0366(3) Uani 1 1 d . . . . .
P1 P 0.56195(14) 0.70512(10) 0.62497(9) 0.0285(3) Uani 1 1 d . . . . .
O1 O 0.6712(4) 0.5749(3) 0.6064(3) 0.0316(6) Uani 1 1 d . . . . .
N1 N 0.6876(5) 0.8389(3) 0.9193(3) 0.0309(8) Uani 1 1 d . . . . .
C1 C 0.7455(5) 0.5351(4) 0.7054(4) 0.0284(8) Uani 1 1 d . . . . .
C2 C 0.7300(5) 0.6130(4) 0.7985(4) 0.0289(8) Uani 1 1 d . . . . .
C4 C 0.8773(6) 0.4460(4) 0.9040(4) 0.0316(9) Uani 1 1 d . . . . .
H4 H 0.920189 0.413966 0.973475 0.038 Uiso 1 1 calc R U . . .
C6 C 0.8283(5) 0.4210(4) 0.7059(4) 0.0292(8) Uani 1 1 d . . . . .
H6 H 0.840023 0.374166 0.639180 0.035 Uiso 1 1 calc R U . . .
C11 C 0.6206(6) 0.7984(4) 0.4879(4) 0.0329(9) Uani 1 1 d . . . . .
H11 H 0.540459 0.869966 0.481759 0.039 Uiso 1 1 calc R U . . .
C3 C 0.7971(6) 0.5627(4) 0.8981(4) 0.0321(9) Uani 1 1 d . . . . .
H3 H 0.787713 0.609888 0.964545 0.039 Uiso 1 1 calc R U . . .
C5 C 0.8934(5) 0.3774(4) 0.8065(4) 0.0306(9) Uani 1 1 d . . . . .
C10 C 0.6115(6) 0.7203(4) 0.3832(4) 0.0366(10) Uani 1 1 d . . . . .
H10A H 0.692575 0.651635 0.385317 0.055 Uiso 1 1 calc R U . . .
H10B H 0.635439 0.774861 0.310797 0.055 Uiso 1 1 calc R U . . .
H10C H 0.500746 0.684756 0.386808 0.055 Uiso 1 1 calc R U . . .
C15 C 0.8242(6) 0.9280(5) 0.9007(5) 0.0430(11) Uani 1 1 d . . . . .
H15A H 0.843755 0.957519 0.976679 0.052 Uiso 1 1 calc R U . . .
H15B H 0.792868 1.002511 0.850536 0.052 Uiso 1 1 calc R U . . .
C9 C 0.2338(6) 0.7501(5) 0.5799(5) 0.0419(11) Uani 1 1 d . . . . .
H9A H 0.225519 0.817157 0.633332 0.063 Uiso 1 1 calc R U . . .
H9B H 0.124742 0.712941 0.578980 0.063 Uiso 1 1 calc R U . . .
H9C H 0.274737 0.785748 0.501250 0.063 Uiso 1 1 calc R U . . .
C8 C 0.3523(6) 0.6483(4) 0.6204(4) 0.0342(9) Uani 1 1 d . . . . .
H8 H 0.358600 0.581760 0.564052 0.041 Uiso 1 1 calc R U . . .
C12 C 0.7917(7) 0.8547(5) 0.4870(4) 0.0404(11) Uani 1 1 d . . . . .
H12A H 0.792356 0.906293 0.553158 0.061 Uiso 1 1 calc R U . . .
H12B H 0.819901 0.907691 0.414160 0.061 Uiso 1 1 calc R U . . .
H12C H 0.872751 0.786411 0.493236 0.061 Uiso 1 1 calc R U . . .
C14 C 0.6101(7) 0.8222(5) 1.0219(4) 0.0416(11) Uani 1 1 d . . . . .
H14 H 0.644681 0.868967 1.081026 0.050 Uiso 1 1 calc R U . . .
C7 C 0.2873(6) 0.5854(5) 0.7409(4) 0.0426(11) Uani 1 1 d . . . . .
H7A H 0.365826 0.520735 0.765332 0.064 Uiso 1 1 calc R U . . .
H7B H 0.180604 0.545873 0.736740 0.064 Uiso 1 1 calc R U . . .
H7C H 0.274138 0.649299 0.797375 0.064 Uiso 1 1 calc R U . . .
C16 C 0.9815(7) 0.8738(5) 0.8454(5) 0.0452(12) Uani 1 1 d . . . . .
H16A H 0.960914 0.836888 0.773775 0.068 Uiso 1 1 calc R U . . .
H16B H 1.022329 0.808067 0.899567 0.068 Uiso 1 1 calc R U . . .
H16C H 1.063929 0.940882 0.826638 0.068 Uiso 1 1 calc R U . . .
C13 C 0.4726(7) 0.7360(5) 1.0529(5) 0.0509(13) Uani 1 1 d . . . . .
H13A H 0.456296 0.689176 0.985887 0.076 Uiso 1 1 calc R U . . .
H13B H 0.372524 0.784118 1.075392 0.076 Uiso 1 1 calc R U . . .
H13C H 0.495951 0.676500 1.118372 0.076 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Ni1 2.3508(9) . ?
Ni1 P1 2.1047(12) . ?
Ni1 N1 1.946(4) . ?
Ni1 C2 1.907(4) . ?
Cl1 C5 1.746(4) . ?
P1 O1 1.652(3) . ?
P1 C11 1.817(4) . ?
P1 C8 1.831(5) . ?
O1 C1 1.391(5) . ?
N1 C15 1.457(6) . ?
N1 C14 1.281(6) . ?
C1 C2 1.408(5) . ?
C1 C6 1.380(6) . ?
C2 C3 1.398(6) . ?
C4 H4 0.9500 . ?
C4 C3 1.395(6) . ?
C4 C5 1.390(6) . ?
C6 H6 0.9500 . ?
C6 C5 1.380(6) . ?
C11 H11 1.0000 . ?
C11 C10 1.537(6) . ?
C11 C12 1.526(7) . ?
C3 H3 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.500(7) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C9 C8 1.523(7) . ?
C8 H8 1.0000 . ?
C8 C7 1.535(7) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C14 H14 0.9500 . ?
C14 C13 1.452(7) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 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 Br1 89.54(4) . . ?
N1 Ni1 Br1 90.41(11) . . ?
N1 Ni1 P1 176.31(12) . . ?
C2 Ni1 Br1 172.89(13) . . ?
C2 Ni1 P1 83.47(13) . . ?
C2 Ni1 N1 96.65(17) . . ?
O1 P1 Ni1 106.65(12) . . ?
O1 P1 C11 101.59(18) . . ?
O1 P1 C8 101.55(19) . . ?
C11 P1 Ni1 119.08(15) . . ?
C11 P1 C8 107.0(2) . . ?
C8 P1 Ni1 118.19(15) . . ?
C1 O1 P1 111.4(2) . . ?
C15 N1 Ni1 116.4(3) . . ?
C14 N1 Ni1 125.2(3) . . ?
C14 N1 C15 117.8(4) . . ?
O1 C1 C2 118.0(4) . . ?
C6 C1 O1 117.5(4) . . ?
C6 C1 C2 124.5(4) . . ?
C1 C2 Ni1 119.2(3) . . ?
C3 C2 Ni1 126.0(3) . . ?
C3 C2 C1 114.8(4) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
C5 C4 C3 118.9(4) . . ?
C1 C6 H6 121.1 . . ?
C5 C6 C1 117.7(4) . . ?
C5 C6 H6 121.1 . . ?
P1 C11 H11 107.8 . . ?
C10 C11 P1 111.5(3) . . ?
C10 C11 H11 107.8 . . ?
C12 C11 P1 110.3(3) . . ?
C12 C11 H11 107.8 . . ?
C12 C11 C10 111.5(4) . . ?
C2 C3 H3 118.7 . . ?
C4 C3 C2 122.7(4) . . ?
C4 C3 H3 118.7 . . ?
C4 C5 Cl1 119.2(4) . . ?
C6 C5 Cl1 119.5(3) . . ?
C6 C5 C4 121.3(4) . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C11 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N1 C15 H15A 108.8 . . ?
N1 C15 H15B 108.8 . . ?
N1 C15 C16 113.7(4) . . ?
H15A C15 H15B 107.7 . . ?
C16 C15 H15A 108.8 . . ?
C16 C15 H15B 108.8 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
P1 C8 H8 107.6 . . ?
C9 C8 P1 114.0(3) . . ?
C9 C8 H8 107.6 . . ?
C9 C8 C7 110.9(4) . . ?
C7 C8 P1 109.0(3) . . ?
C7 C8 H8 107.6 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C14 H14 118.1 . . ?
N1 C14 C13 123.7(4) . . ?
C13 C14 H14 118.1 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
C8 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C13 H13A 109.5 . . ?
C14 C13 H13B 109.5 . . ?
C14 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 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 C1 10.4(3) . . . . ?
Ni1 P1 C11 C10 164.4(3) . . . . ?
Ni1 P1 C11 C12 40.0(4) . . . . ?
Ni1 P1 C8 C9 90.5(3) . . . . ?
Ni1 P1 C8 C7 -34.0(4) . . . . ?
Ni1 N1 C15 C16 -60.6(5) . . . . ?
Ni1 N1 C14 C13 8.9(8) . . . . ?
Ni1 C2 C3 C4 -179.2(3) . . . . ?
P1 O1 C1 C2 -5.2(5) . . . . ?
P1 O1 C1 C6 174.2(3) . . . . ?
O1 P1 C11 C10 47.7(4) . . . . ?
O1 P1 C11 C12 -76.6(3) . . . . ?
O1 P1 C8 C9 -153.3(3) . . . . ?
O1 P1 C8 C7 82.1(3) . . . . ?
O1 C1 C2 Ni1 -3.7(5) . . . . ?
O1 C1 C2 C3 175.5(4) . . . . ?
O1 C1 C6 C5 -176.1(4) . . . . ?
C1 C2 C3 C4 1.7(6) . . . . ?
C1 C6 C5 Cl1 179.0(3) . . . . ?
C1 C6 C5 C4 -0.4(7) . . . . ?
C2 C1 C6 C5 3.3(7) . . . . ?
C6 C1 C2 Ni1 176.9(3) . . . . ?
C6 C1 C2 C3 -3.9(6) . . . . ?
C11 P1 O1 C1 135.8(3) . . . . ?
C11 P1 C8 C9 -47.3(4) . . . . ?
C11 P1 C8 C7 -171.8(3) . . . . ?
C3 C4 C5 Cl1 179.0(3) . . . . ?
C3 C4 C5 C6 -1.6(7) . . . . ?
C5 C4 C3 C2 0.9(7) . . . . ?
C15 N1 C14 C13 -179.6(5) . . . . ?
C8 P1 O1 C1 -113.9(3) . . . . ?
C8 P1 C11 C10 -58.3(4) . . . . ?
C8 P1 C11 C12 177.3(3) . . . . ?
C14 N1 C15 C16 127.1(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.72149
2 0.27851

_vrf_PLAT341_rajib38             
;
RESPONSE
There is no apparent disorder of the phenyl ring. Crystal is a twin and that is
most likely cause for deviation in ADP.
;
_vrf_PLAT906_rajib38             
;
RESPONSE
This compound was crystallized as twin. Two domains are related by the twin
law (0.99  -0.10  0.01) (0.18  0.99 -0.08) (0.01  0.07  0.99). Both domains 
were integrated and refined with a ratio of 0.279 for the minor 
domain (BASF/HKLF 5).
;
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_rajib8
_database_code_depnum_ccdc_archive 'CCDC 2196134'
loop_
_audit_author_name
_audit_author_address
'Rajib Kumar Sarker'
;University of Montreal
Canada
;
_audit_update_record             
;
2022-08-10 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2022-08-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        '[{\kP,\kC-(i-Pr)2PO-C6H4}{\kN-Et2NOH}NiBr]'
_chemical_formula_moiety         'C16 H29 Br N Ni O2 P'
_chemical_formula_sum            'C16 H29 Br N Ni O2 P'
_chemical_formula_weight         436.99
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
Br Br -0.6763 1.2805 '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                   10.312(3)
_cell_length_b                   11.182(3)
_cell_length_c                   16.878(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1946.1(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9643
_cell_measurement_temperature    100
_cell_measurement_theta_max      72.11
_cell_measurement_theta_min      2.62
_shelx_estimated_absorpt_T_max   0.650
_shelx_estimated_absorpt_T_min   0.582
_exptl_absorpt_coefficient_mu    4.661
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.6628
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0688 before and 0.0510 after correction.
The Ratio of minimum to maximum transmission is 0.8795.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.129
_exptl_crystal_size_min          0.101
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0143
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            40151
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.212
_diffrn_reflns_theta_min         4.744
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.751
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                3813
_reflns_number_total             3813
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.572
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.041(17)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3813
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0168
_refine_ls_R_factor_gt           0.0168
_refine_ls_restrained_S_all      1.094
_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)+(0.0223P)²+0.6956P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0436
_refine_ls_wR_factor_ref         0.0436
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.959(17)
 0.041(17)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C7(H7), C10(H10)
3.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C4(H4), C5(H5)
3.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C16(H16A,H16B,H16C), C13(H13A,H13B,H13C), C9(H9A,H9B,
 H9C), C11(H11A,H11B,H11C), C8(H8A,H8B,H8C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.24289(2) 0.26460(2) 0.22985(2) 0.02270(7) Uani 1 1 d . . . . .
Ni1 Ni 0.34381(3) 0.38854(3) 0.32606(2) 0.01457(9) Uani 1 1 d . . . . .
P1 P 0.16962(5) 0.40195(5) 0.38999(3) 0.01564(11) Uani 1 1 d . . . . .
O2 O 0.51193(15) 0.38762(15) 0.27774(10) 0.0223(3) Uani 1 1 d . . . . .
O1 O 0.19443(16) 0.49562(15) 0.46367(11) 0.0220(4) Uani 1 1 d . . . . .
N1 N 0.54505(18) 0.29132(17) 0.22841(12) 0.0182(4) Uani 1 1 d . . . . .
C3 C 0.5320(2) 0.5442(2) 0.40655(14) 0.0195(4) Uani 1 1 d . . . . .
H3 H 0.591065 0.521462 0.367700 0.023 Uiso 1 1 calc R U . . .
C1 C 0.3222(2) 0.5372(2) 0.46428(14) 0.0186(4) Uani 1 1 d . . . . .
C7 C 0.0301(2) 0.4691(2) 0.34042(15) 0.0234(5) Uani 1 1 d . . . . .
H7 H -0.002094 0.411901 0.301054 0.028 Uiso 1 1 calc R U . . .
C6 C 0.3576(2) 0.6157(2) 0.52418(13) 0.0222(5) Uani 1 1 d . . . . .
H6 H 0.298455 0.639071 0.562770 0.027 Uiso 1 1 calc R U . . .
C12 C 0.2187(2) 0.2159(3) 0.49203(17) 0.0307(6) Uani 1 1 d . . . . .
H12A H 0.278229 0.179285 0.455629 0.046 Uiso 1 1 calc R U . . .
H12B H 0.184680 0.156278 0.527240 0.046 Uiso 1 1 calc R U . . .
H12C H 0.263192 0.276091 0.522185 0.046 Uiso 1 1 calc R U . . .
C14 C 0.6241(3) 0.2019(2) 0.27240(17) 0.0306(6) Uani 1 1 d . . . . .
H14A H 0.701197 0.240588 0.293133 0.037 Uiso 1 1 calc R U . . .
H14B H 0.651690 0.139521 0.236209 0.037 Uiso 1 1 calc R U . . .
C4 C 0.5708(2) 0.6235(2) 0.46562(15) 0.0245(5) Uani 1 1 d . . . . .
H4 H 0.654947 0.653456 0.465575 0.029 Uiso 1 1 calc R U . . .
C16 C 0.7314(3) 0.4076(3) 0.17086(19) 0.0390(7) Uani 1 1 d . . . . .
H16A H 0.762330 0.442173 0.122364 0.058 Uiso 1 1 calc R U . . .
H16B H 0.796377 0.355181 0.192171 0.058 Uiso 1 1 calc R U . . .
H16C H 0.713151 0.469951 0.208304 0.058 Uiso 1 1 calc R U . . .
C10 C 0.1074(2) 0.2735(2) 0.44587(13) 0.0200(4) Uani 1 1 d . . . . .
H10 H 0.045841 0.304781 0.484944 0.024 Uiso 1 1 calc R U . . .
C2 C 0.4054(2) 0.49770(19) 0.40455(13) 0.0168(4) Uani 1 1 d . . . . .
C15 C 0.6087(3) 0.3371(2) 0.15465(15) 0.0293(6) Uani 1 1 d . . . . .
H15A H 0.547886 0.387727 0.126415 0.035 Uiso 1 1 calc R U . . .
H15B H 0.629544 0.269859 0.120623 0.035 Uiso 1 1 calc R U . . .
C13 C 0.5496(3) 0.1467(3) 0.33964(17) 0.0366(6) Uani 1 1 d . . . . .
H13A H 0.474967 0.105809 0.319139 0.055 Uiso 1 1 calc R U . . .
H13B H 0.522292 0.208181 0.375632 0.055 Uiso 1 1 calc R U . . .
H13C H 0.604123 0.090728 0.367103 0.055 Uiso 1 1 calc R U . . .
C9 C -0.0815(3) 0.4982(3) 0.39729(18) 0.0335(7) Uani 1 1 d . . . . .
H9A H -0.114595 0.425384 0.419657 0.050 Uiso 1 1 calc R U . . .
H9B H -0.149366 0.538288 0.368853 0.050 Uiso 1 1 calc R U . . .
H9C H -0.050325 0.549054 0.438958 0.050 Uiso 1 1 calc R U . . .
C11 C 0.0350(2) 0.1809(2) 0.39626(15) 0.0253(5) Uani 1 1 d . . . . .
H11A H -0.034808 0.219088 0.368381 0.038 Uiso 1 1 calc R U . . .
H11B H 0.000578 0.119933 0.430386 0.038 Uiso 1 1 calc R U . . .
H11C H 0.093541 0.145344 0.358847 0.038 Uiso 1 1 calc R U . . .
C5 C 0.4845(3) 0.6584(2) 0.52473(15) 0.0254(5) Uani 1 1 d . . . . .
H5 H 0.511509 0.710180 0.564553 0.030 Uiso 1 1 calc R U . . .
C8 C 0.0757(3) 0.5814(3) 0.29632(18) 0.0353(7) Uani 1 1 d . . . . .
H8A H 0.123539 0.631697 0.331957 0.053 Uiso 1 1 calc R U . . .
H8B H 0.001755 0.624228 0.276581 0.053 Uiso 1 1 calc R U . . .
H8C H 0.130317 0.558555 0.252823 0.053 Uiso 1 1 calc R U . . .
H1 H 0.471(3) 0.258(3) 0.2144(18) 0.030(8) 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
Br1 Ni1 2.3750(6) . ?
Ni1 P1 2.1007(8) . ?
Ni1 O2 1.9159(16) . ?
Ni1 C2 1.910(2) . ?
P1 O1 1.6460(18) . ?
P1 C7 1.826(2) . ?
P1 C10 1.834(2) . ?
O2 N1 1.403(2) . ?
O1 C1 1.398(3) . ?
N1 C14 1.488(3) . ?
N1 C15 1.497(3) . ?
N1 H1 0.88(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.393(3) . ?
C3 C2 1.406(3) . ?
C1 C6 1.388(3) . ?
C1 C2 1.395(3) . ?
C7 H7 0.9800 . ?
C7 C9 1.533(4) . ?
C7 C8 1.534(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.392(4) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C12 C10 1.530(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C13 1.503(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.393(4) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C16 C15 1.515(4) . ?
C10 H10 0.9800 . ?
C10 C11 1.527(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C5 H5 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 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 Br1 91.04(3) . . ?
O2 Ni1 Br1 95.87(5) . . ?
O2 Ni1 P1 173.08(5) . . ?
C2 Ni1 Br1 173.12(7) . . ?
C2 Ni1 P1 83.24(7) . . ?
C2 Ni1 O2 89.89(9) . . ?
O1 P1 Ni1 107.49(6) . . ?
O1 P1 C7 101.95(11) . . ?
O1 P1 C10 99.44(10) . . ?
C7 P1 Ni1 117.90(8) . . ?
C7 P1 C10 106.37(11) . . ?
C10 P1 Ni1 120.49(8) . . ?
N1 O2 Ni1 118.49(12) . . ?
C1 O1 P1 111.32(15) . . ?
O2 N1 C14 110.65(18) . . ?
O2 N1 C15 109.74(17) . . ?
O2 N1 H1 106(2) . . ?
C14 N1 C15 113.8(2) . . ?
C14 N1 H1 109(2) . . ?
C15 N1 H1 107(2) . . ?
C4 C3 H3 119.4 . . ?
C4 C3 C2 121.3(2) . . ?
C2 C3 H3 119.4 . . ?
C6 C1 O1 117.6(2) . . ?
C6 C1 C2 124.4(2) . . ?
C2 C1 O1 118.0(2) . . ?
P1 C7 H7 108.0 . . ?
C9 C7 P1 113.06(18) . . ?
C9 C7 H7 108.0 . . ?
C9 C7 C8 111.1(2) . . ?
C8 C7 P1 108.49(17) . . ?
C8 C7 H7 108.0 . . ?
C1 C6 H6 121.0 . . ?
C1 C6 C5 118.0(2) . . ?
C5 C6 H6 121.0 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
N1 C14 H14A 109.2 . . ?
N1 C14 H14B 109.2 . . ?
N1 C14 C13 111.9(2) . . ?
H14A C14 H14B 107.9 . . ?
C13 C14 H14A 109.2 . . ?
C13 C14 H14B 109.2 . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.5(2) . . ?
C5 C4 H4 119.8 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
P1 C10 H10 107.1 . . ?
C12 C10 P1 109.22(16) . . ?
C12 C10 H10 107.1 . . ?
C11 C10 P1 114.86(16) . . ?
C11 C10 C12 111.1(2) . . ?
C11 C10 H10 107.1 . . ?
C3 C2 Ni1 124.15(18) . . ?
C1 C2 Ni1 119.95(17) . . ?
C1 C2 C3 115.9(2) . . ?
N1 C15 C16 113.2(2) . . ?
N1 C15 H15A 108.9 . . ?
N1 C15 H15B 108.9 . . ?
C16 C15 H15A 108.9 . . ?
C16 C15 H15B 108.9 . . ?
H15A C15 H15B 107.8 . . ?
C14 C13 H13A 109.5 . . ?
C14 C13 H13B 109.5 . . ?
C14 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C6 C5 C4 120.0(2) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 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 C1 -1.29(16) . . . . ?
Ni1 P1 C7 C9 -167.87(16) . . . . ?
Ni1 P1 C7 C8 -44.1(2) . . . . ?
Ni1 P1 C10 C12 44.8(2) . . . . ?
Ni1 P1 C10 C11 -80.81(18) . . . . ?
Ni1 O2 N1 C14 -98.30(19) . . . . ?
Ni1 O2 N1 C15 135.25(17) . . . . ?
P1 O1 C1 C6 -179.00(17) . . . . ?
P1 O1 C1 C2 1.4(3) . . . . ?
O2 N1 C14 C13 63.4(3) . . . . ?
O2 N1 C15 C16 59.8(3) . . . . ?
O1 P1 C7 C9 -50.5(2) . . . . ?
O1 P1 C7 C8 73.2(2) . . . . ?
O1 P1 C10 C12 -72.02(19) . . . . ?
O1 P1 C10 C11 162.35(17) . . . . ?
O1 C1 C6 C5 -179.4(2) . . . . ?
O1 C1 C2 Ni1 -0.8(3) . . . . ?
O1 C1 C2 C3 178.5(2) . . . . ?
C3 C4 C5 C6 -1.3(4) . . . . ?
C1 C6 C5 C4 1.0(4) . . . . ?
C7 P1 O1 C1 -125.92(16) . . . . ?
C7 P1 C10 C12 -177.54(18) . . . . ?
C7 P1 C10 C11 56.8(2) . . . . ?
C6 C1 C2 Ni1 179.61(18) . . . . ?
C6 C1 C2 C3 -1.1(3) . . . . ?
C14 N1 C15 C16 -64.9(3) . . . . ?
C4 C3 C2 Ni1 -179.94(18) . . . . ?
C4 C3 C2 C1 0.8(3) . . . . ?
C10 P1 O1 C1 124.98(16) . . . . ?
C10 P1 C7 C9 53.2(2) . . . . ?
C10 P1 C7 C8 176.94(19) . . . . ?
C2 C3 C4 C5 0.4(4) . . . . ?
C2 C1 C6 C5 0.2(4) . . . . ?
C15 N1 C14 C13 -172.4(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.959(17)
2 0.041(17)

_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_rajib191
_database_code_depnum_ccdc_archive 'CCDC 2196123'
loop_
_audit_author_name
_audit_author_address
'Rajib Kumar Sarker'
;University of Montreal
Canada
;
_audit_update_record             
;
2022-08-10 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2022-07-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
'[{\kP,\kC-(i-Pr)2PO-(5-Cl-C6H3)}{\kN-(PhCH2-)(PhCH=)N}Ni(Br)]'
_chemical_formula_moiety         'C26 H30 Br Cl N Ni O P'
_chemical_formula_sum            'C26 H30 Br Cl N Ni O P'
_chemical_formula_weight         577.55
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2543 0.3332 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3281 0.5435 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -1.3357 3.2904 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.9338 1.0006 '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                   12.9011(5)
_cell_length_b                   15.7826(6)
_cell_length_c                   13.2566(5)
_cell_angle_alpha                90
_cell_angle_beta                 107.169(2)
_cell_angle_gamma                90
_cell_volume                     2578.93(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9961
_cell_measurement_temperature    150
_cell_measurement_theta_max      54.721
_cell_measurement_theta_min      3.656
_shelx_estimated_absorpt_T_max   0.662
_shelx_estimated_absorpt_T_min   0.408
_exptl_absorpt_coefficient_mu    6.422
_exptl_absorpt_correction_T_max  0.4363
_exptl_absorpt_correction_T_min  0.2721
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1524 before and 0.0822 after correction.
The Ratio of minimum to maximum transmission is 0.6237.
The λ/2 correction factor is Not present.
;
_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    1.488
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.07
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Venture diffractometer equipped with a Photon III CMOS Detector,
a Helios MX optics and a Kappa goniometer. The crystal-to-detector distance 
was 4.0 cm, and the data collection was carried out in 1024 x 1024 pixel mode.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0691
_diffrn_reflns_av_unetI/netI     0.0410
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            34837
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         55.022
_diffrn_reflns_theta_min         3.655
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean 10.42
_diffrn_detector_type            'Bruker CMOS Photon III '
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_source_current           2.86
_diffrn_source_power             0.199914
_diffrn_source_voltage           69.9
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3970
_reflns_number_total             4899
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       
;
APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.355
_refine_diff_density_min         -0.499
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4899
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0374
_refine_ls_restrained_S_all      1.050
_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)+(0.0377P)²+1.7743P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0868
_refine_ls_wR_factor_ref         0.0935
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C7(H7), C10(H10)
1.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B)
1.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C13(H13), C26(H26), C15(H15), C19(H19), C6(H6), C4(H4), C22(H22),
 C23(H23), C16(H16), C18(H18), C24(H24), C25(H25), C17(H17)
1.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C12(H12A,H12B,H12C), C11(H11A,H11B,H11C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.20784(3) 0.69776(2) 0.23928(3) 0.04937(12) Uani 1 1 d . . . . .
Ni1 Ni 0.29527(3) 0.65405(3) 0.41321(3) 0.03475(13) Uani 1 1 d . . . . .
P1 P 0.16855(6) 0.56842(5) 0.40639(6) 0.03632(19) Uani 1 1 d . . . . .
Cl1 Cl 0.49520(6) 0.47540(6) 0.86759(6) 0.0497(2) Uani 1 1 d . . . . .
O1 O 0.20275(16) 0.51520(14) 0.51820(17) 0.0412(5) Uani 1 1 d . . . . .
N1 N 0.4223(2) 0.72048(16) 0.4164(2) 0.0370(6) Uani 1 1 d . . . . .
C21 C 0.6037(3) 0.71611(19) 0.3761(3) 0.0379(7) Uani 1 1 d . . . . .
C1 C 0.3016(2) 0.54191(19) 0.5852(2) 0.0351(7) Uani 1 1 d . . . . .
C2 C 0.3552(2) 0.60917(19) 0.5516(2) 0.0347(7) Uani 1 1 d . . . . .
C3 C 0.4511(3) 0.6360(2) 0.6259(3) 0.0398(7) Uani 1 1 d . . . . .
H3 H 0.489191 0.682638 0.608696 0.048 Uiso 1 1 calc R U . . .
C13 C 0.4389(3) 0.7995(2) 0.4357(3) 0.0392(7) Uani 1 1 d . . . . .
H13 H 0.502321 0.823354 0.424656 0.047 Uiso 1 1 calc R U . . .
C14 C 0.3692(3) 0.85636(19) 0.4733(3) 0.0381(7) Uani 1 1 d . . . . .
C26 C 0.6193(3) 0.7423(2) 0.2815(3) 0.0433(8) Uani 1 1 d . . . . .
H26 H 0.565457 0.730285 0.216810 0.052 Uiso 1 1 calc R U . . .
C7 C 0.0330(3) 0.6051(2) 0.4039(3) 0.0433(8) Uani 1 1 d . . . . .
H7 H -0.002088 0.558744 0.433482 0.052 Uiso 1 1 calc R U . . .
C15 C 0.2914(3) 0.8289(2) 0.5204(3) 0.0431(8) Uani 1 1 d . . . . .
H15 H 0.280351 0.770036 0.527815 0.052 Uiso 1 1 calc R U . . .
C19 C 0.3831(3) 0.9427(2) 0.4637(3) 0.0421(8) Uani 1 1 d . . . . .
H19 H 0.436006 0.962334 0.432380 0.051 Uiso 1 1 calc R U . . .
C5 C 0.4382(2) 0.5288(2) 0.7479(2) 0.0385(7) Uani 1 1 d . . . . .
C6 C 0.3412(2) 0.5005(2) 0.6802(2) 0.0395(7) Uani 1 1 d . . . . .
H6 H 0.303185 0.454268 0.698596 0.047 Uiso 1 1 calc R U . . .
C20 C 0.5019(3) 0.6700(2) 0.3782(3) 0.0439(8) Uani 1 1 d . . . . .
H20A H 0.464670 0.649760 0.305834 0.053 Uiso 1 1 calc R U . . .
H20B H 0.523069 0.619483 0.423825 0.053 Uiso 1 1 calc R U . . .
C4 C 0.4929(3) 0.5973(2) 0.7238(3) 0.0428(8) Uani 1 1 d . . . . .
H4 H 0.557692 0.617525 0.772851 0.051 Uiso 1 1 calc R U . . .
C22 C 0.6836(3) 0.7345(2) 0.4698(3) 0.0421(8) Uani 1 1 d . . . . .
H22 H 0.674988 0.716272 0.535152 0.051 Uiso 1 1 calc R U . . .
C10 C 0.1519(3) 0.4842(2) 0.3097(3) 0.0449(8) Uani 1 1 d . . . . .
H10 H 0.116592 0.508989 0.238431 0.054 Uiso 1 1 calc R U . . .
C23 C 0.7760(3) 0.7794(2) 0.4688(3) 0.0464(8) Uani 1 1 d . . . . .
H23 H 0.829355 0.792824 0.533270 0.056 Uiso 1 1 calc R U . . .
C16 C 0.2305(3) 0.8874(2) 0.5562(3) 0.0460(8) Uani 1 1 d . . . . .
H16 H 0.178037 0.868361 0.588493 0.055 Uiso 1 1 calc R U . . .
C18 C 0.3214(3) 1.0007(2) 0.4987(3) 0.0479(8) Uani 1 1 d . . . . .
H18 H 0.331317 1.059624 0.490557 0.058 Uiso 1 1 calc R U . . .
C24 C 0.7901(3) 0.8043(2) 0.3744(3) 0.0495(9) Uani 1 1 d . . . . .
H24 H 0.853634 0.834515 0.373875 0.059 Uiso 1 1 calc R U . . .
C25 C 0.7127(3) 0.7859(2) 0.2805(3) 0.0495(9) Uani 1 1 d . . . . .
H25 H 0.723130 0.802795 0.215423 0.059 Uiso 1 1 calc R U . . .
C17 C 0.2454(3) 0.9729(2) 0.5455(3) 0.0470(8) Uani 1 1 d . . . . .
H17 H 0.203263 1.012638 0.570279 0.056 Uiso 1 1 calc R U . . .
C8 C 0.0459(3) 0.6813(3) 0.4775(3) 0.0565(10) Uani 1 1 d . . . . .
H8A H 0.095950 0.666983 0.546688 0.085 Uiso 1 1 calc R U . . .
H8B H -0.024905 0.696581 0.485441 0.085 Uiso 1 1 calc R U . . .
H8C H 0.074911 0.729391 0.447531 0.085 Uiso 1 1 calc R U . . .
C12 C 0.2645(3) 0.4521(2) 0.3111(3) 0.0532(9) Uani 1 1 d . . . . .
H12A H 0.303726 0.497402 0.287328 0.080 Uiso 1 1 calc R U . . .
H12B H 0.256617 0.403293 0.263728 0.080 Uiso 1 1 calc R U . . .
H12C H 0.305043 0.435181 0.383018 0.080 Uiso 1 1 calc R U . . .
C11 C 0.0804(3) 0.4125(2) 0.3268(3) 0.0597(10) Uani 1 1 d . . . . .
H11A H 0.111349 0.388834 0.397740 0.090 Uiso 1 1 calc R U . . .
H11B H 0.076298 0.368071 0.274093 0.090 Uiso 1 1 calc R U . . .
H11C H 0.007429 0.434186 0.319707 0.090 Uiso 1 1 calc R U . . .
C9 C -0.0411(3) 0.6258(3) 0.2942(3) 0.0547(9) Uani 1 1 d . . . . .
H9A H -0.010521 0.673090 0.264462 0.082 Uiso 1 1 calc R U . . .
H9B H -0.113010 0.641525 0.298892 0.082 Uiso 1 1 calc R U . . .
H9C H -0.047559 0.576007 0.248518 0.082 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Ni1 2.3515(5) . ?
Ni1 P1 2.1023(9) . ?
Ni1 N1 1.936(3) . ?
Ni1 C2 1.904(3) . ?
P1 O1 1.647(2) . ?
P1 C7 1.833(3) . ?
P1 C10 1.815(3) . ?
Cl1 C5 1.755(3) . ?
O1 C1 1.387(4) . ?
N1 C13 1.279(4) . ?
N1 C20 1.500(4) . ?
C21 C26 1.390(4) . ?
C21 C20 1.509(4) . ?
C21 C22 1.391(5) . ?
C1 C2 1.408(4) . ?
C1 C6 1.377(4) . ?
C2 C3 1.400(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.391(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.458(4) . ?
C14 C15 1.398(4) . ?
C14 C19 1.385(4) . ?
C26 H26 0.9500 . ?
C26 C25 1.392(5) . ?
C7 H7 1.0000 . ?
C7 C8 1.527(5) . ?
C7 C9 1.521(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.384(4) . ?
C19 H19 0.9500 . ?
C19 C18 1.380(5) . ?
C5 C6 1.382(4) . ?
C5 C4 1.379(5) . ?
C6 H6 0.9500 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C4 H4 0.9500 . ?
C22 H22 0.9500 . ?
C22 C23 1.390(5) . ?
C10 H10 1.0000 . ?
C10 C12 1.533(5) . ?
C10 C11 1.519(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.374(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.376(5) . ?
C18 H18 0.9500 . ?
C18 C17 1.378(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.377(5) . ?
C25 H25 0.9500 . ?
C17 H17 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 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 Br1 90.26(3) . . ?
N1 Ni1 Br1 91.16(8) . . ?
N1 Ni1 P1 172.67(8) . . ?
C2 Ni1 Br1 173.94(9) . . ?
C2 Ni1 P1 83.78(9) . . ?
C2 Ni1 N1 94.61(12) . . ?
O1 P1 Ni1 106.91(8) . . ?
O1 P1 C7 100.27(14) . . ?
O1 P1 C10 101.90(14) . . ?
C7 P1 Ni1 121.55(12) . . ?
C10 P1 Ni1 115.46(11) . . ?
C10 P1 C7 107.77(15) . . ?
C1 O1 P1 111.88(18) . . ?
C13 N1 Ni1 128.5(2) . . ?
C13 N1 C20 119.7(3) . . ?
C20 N1 Ni1 111.4(2) . . ?
C26 C21 C20 121.2(3) . . ?
C26 C21 C22 118.5(3) . . ?
C22 C21 C20 120.3(3) . . ?
O1 C1 C2 118.1(3) . . ?
C6 C1 O1 117.6(3) . . ?
C6 C1 C2 124.3(3) . . ?
C1 C2 Ni1 119.2(2) . . ?
C3 C2 Ni1 126.0(2) . . ?
C3 C2 C1 114.8(3) . . ?
C2 C3 H3 118.6 . . ?
C4 C3 C2 122.9(3) . . ?
C4 C3 H3 118.6 . . ?
N1 C13 H13 117.1 . . ?
N1 C13 C14 125.8(3) . . ?
C14 C13 H13 117.1 . . ?
C15 C14 C13 124.0(3) . . ?
C19 C14 C13 117.7(3) . . ?
C19 C14 C15 118.3(3) . . ?
C21 C26 H26 119.6 . . ?
C21 C26 C25 120.8(3) . . ?
C25 C26 H26 119.6 . . ?
P1 C7 H7 107.6 . . ?
C8 C7 P1 108.3(2) . . ?
C8 C7 H7 107.6 . . ?
C9 C7 P1 114.4(2) . . ?
C9 C7 H7 107.6 . . ?
C9 C7 C8 111.2(3) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.1(3) . . ?
C16 C15 H15 119.9 . . ?
C14 C19 H19 119.4 . . ?
C18 C19 C14 121.2(3) . . ?
C18 C19 H19 119.4 . . ?
C6 C5 Cl1 119.3(3) . . ?
C4 C5 Cl1 118.7(2) . . ?
C4 C5 C6 122.0(3) . . ?
C1 C6 C5 117.5(3) . . ?
C1 C6 H6 121.3 . . ?
C5 C6 H6 121.3 . . ?
N1 C20 C21 115.9(3) . . ?
N1 C20 H20A 108.3 . . ?
N1 C20 H20B 108.3 . . ?
C21 C20 H20A 108.3 . . ?
C21 C20 H20B 108.3 . . ?
H20A C20 H20B 107.4 . . ?
C3 C4 H4 120.8 . . ?
C5 C4 C3 118.4(3) . . ?
C5 C4 H4 120.8 . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.6(3) . . ?
C23 C22 H22 119.7 . . ?
P1 C10 H10 107.8 . . ?
C12 C10 P1 108.6(2) . . ?
C12 C10 H10 107.8 . . ?
C11 C10 P1 113.0(2) . . ?
C11 C10 H10 107.8 . . ?
C11 C10 C12 111.6(3) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 120.0(3) . . ?
C24 C23 H23 120.0 . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.5(3) . . ?
C17 C16 H16 119.7 . . ?
C19 C18 H18 120.1 . . ?
C17 C18 C19 119.9(3) . . ?
C17 C18 H18 120.1 . . ?
C23 C24 H24 119.8 . . ?
C23 C24 C25 120.5(3) . . ?
C25 C24 H24 119.8 . . ?
C26 C25 H25 120.2 . . ?
C24 C25 C26 119.7(3) . . ?
C24 C25 H25 120.2 . . ?
C16 C17 C18 119.9(3) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 H17 120.1 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 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 C1 1.3(2) . . . . ?
Ni1 P1 C7 C8 -38.3(3) . . . . ?
Ni1 P1 C7 C9 86.2(3) . . . . ?
Ni1 P1 C10 C12 40.8(3) . . . . ?
Ni1 P1 C10 C11 165.2(2) . . . . ?
Ni1 N1 C13 C14 8.2(5) . . . . ?
Ni1 N1 C20 C21 179.3(2) . . . . ?
Ni1 C2 C3 C4 -176.6(2) . . . . ?
P1 O1 C1 C2 1.8(3) . . . . ?
P1 O1 C1 C6 -178.0(2) . . . . ?
Cl1 C5 C6 C1 -177.2(2) . . . . ?
Cl1 C5 C4 C3 175.9(2) . . . . ?
O1 P1 C7 C8 79.0(3) . . . . ?
O1 P1 C7 C9 -156.5(3) . . . . ?
O1 P1 C10 C12 -74.6(3) . . . . ?
O1 P1 C10 C11 49.7(3) . . . . ?
O1 C1 C2 Ni1 -4.6(4) . . . . ?
O1 C1 C2 C3 176.3(3) . . . . ?
O1 C1 C6 C5 -178.3(3) . . . . ?
N1 C13 C14 C15 18.2(5) . . . . ?
N1 C13 C14 C19 -163.3(3) . . . . ?
C21 C26 C25 C24 -0.9(5) . . . . ?
C21 C22 C23 C24 -1.5(5) . . . . ?
C1 C2 C3 C4 2.5(5) . . . . ?
C2 C1 C6 C5 2.0(5) . . . . ?
C2 C3 C4 C5 0.9(5) . . . . ?
C13 N1 C20 C21 6.1(4) . . . . ?
C13 C14 C15 C16 178.4(3) . . . . ?
C13 C14 C19 C18 -179.1(3) . . . . ?
C14 C15 C16 C17 0.3(5) . . . . ?
C14 C19 C18 C17 0.9(5) . . . . ?
C26 C21 C20 N1 -106.3(4) . . . . ?
C26 C21 C22 C23 1.1(5) . . . . ?
C7 P1 O1 C1 -126.4(2) . . . . ?
C7 P1 C10 C12 -179.6(2) . . . . ?
C7 P1 C10 C11 -55.3(3) . . . . ?
C15 C14 C19 C18 -0.5(5) . . . . ?
C15 C16 C17 C18 0.0(5) . . . . ?
C19 C14 C15 C16 -0.1(5) . . . . ?
C19 C18 C17 C16 -0.6(5) . . . . ?
C6 C1 C2 Ni1 175.2(2) . . . . ?
C6 C1 C2 C3 -4.0(5) . . . . ?
C6 C5 C4 C3 -3.1(5) . . . . ?
C20 N1 C13 C14 -179.9(3) . . . . ?
C20 C21 C26 C25 179.0(3) . . . . ?
C20 C21 C22 C23 -177.9(3) . . . . ?
C4 C5 C6 C1 1.8(5) . . . . ?
C22 C21 C26 C25 0.1(5) . . . . ?
C22 C21 C20 N1 72.6(4) . . . . ?
C22 C23 C24 C25 0.6(5) . . . . ?
C10 P1 O1 C1 122.8(2) . . . . ?
C10 P1 C7 C8 -174.9(2) . . . . ?
C10 P1 C7 C9 -50.3(3) . . . . ?
C23 C24 C25 C26 0.6(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_rajib1
_database_code_depnum_ccdc_archive 'CCDC 2196131'
loop_
_audit_author_name
_audit_author_address
'Rajib Kumar Sarker'
;University of Montreal
Canada
;
_audit_update_record             
;
2022-08-10 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2022-08-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        '[{\kP,\kC-(i-Pr)2PO-C6H4}{NH2OBn}Ni(Cl/Br)]'
_chemical_formula_moiety         'C19 H27 Br0.266 Cl0.734 N Ni O2 P'
_chemical_formula_sum            'C19 H27 Br0.26 Cl0.74 N Ni O2 P'
_chemical_formula_weight         438.33
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
Br Br -0.6763 1.2805 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2167(3)
_cell_length_b                   10.7893(3)
_cell_length_c                   11.1469(3)
_cell_angle_alpha                108.3090(10)
_cell_angle_beta                 99.2590(10)
_cell_angle_gamma                99.2440(10)
_cell_volume                     1011.92(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9424
_cell_measurement_temperature    100
_cell_measurement_theta_max      71.877
_cell_measurement_theta_min      4.977
_shelx_estimated_absorpt_T_max   0.794
_shelx_estimated_absorpt_T_min   0.489
_exptl_absorpt_coefficient_mu    3.728
_exptl_absorpt_correction_T_max  0.7740
_exptl_absorpt_correction_T_min  0.5804
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0935 before and 0.0330 after correction.
The Ratio of minimum to maximum transmission is 0.7499.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             458
_exptl_crystal_size_max          0.224
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.065
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Smart diffractometer equipped with an APEX II CCD Detector,
an Incoatec IMuS source and a Quazar MX mirror. The crystal-to-detector distance 
was 4.0 cm, and the data collection was carried out in 512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 180.0 degree
scan in 180 frames over three different parts of the reciprocal space
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_av_unetI/netI     0.0089
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            41853
_diffrn_reflns_point_group_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.028
_diffrn_reflns_theta_min         4.977
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 8.3
_diffrn_detector_type            'Bruker APEX2 CCD'
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker Smart APEX'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3836
_reflns_number_total             3861
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
SAINT (2017) V8.38A; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_collection       
;
APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction        
;
SAINT (2017) V8.38A; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         3861
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0237
_refine_ls_R_factor_gt           0.0236
_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)+(0.0374P)²+0.4625P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0639
_refine_ls_wR_factor_ref         0.0640
_refine_special_details          ?
_olex2_refinement_description    
;
1. Restrained distances
 Cl1-Ni1
 2.22 with sigma of 0.005
 Ni1-Br1
 2.35 with sigma of 0.005
2. Others
 Sof(Br1)=1-FVAR(1)
 Sof(Cl1)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C7(H7), C10(H10)
3.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B)
3.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C5(H5), C4(H4), C3(H3), C15(H15), C16(H16), C17(H17), C18(H18),
 C19(H19)
3.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.70681(2) 0.58892(2) 0.89141(2) 0.01410(8) Uani 1 1 d D . . . .
P1 P 0.69460(4) 0.75998(3) 0.84151(3) 0.01478(9) Uani 1 1 d . . . . .
O1 O 0.51485(10) 0.75826(9) 0.79867(9) 0.0196(2) Uani 1 1 d . . . . .
O2 O 0.68872(11) 0.30066(9) 0.82138(9) 0.01846(19) Uani 1 1 d . . . . .
N1 N 0.71644(14) 0.42431(11) 0.93160(10) 0.0165(2) Uani 1 1 d . . . . .
H1A H 0.807(2) 0.4334(17) 0.9785(16) 0.020 Uiso 1 1 d . U . . .
C2 C 0.49398(15) 0.54290(13) 0.82281(12) 0.0156(2) Uani 1 1 d . . . . .
C1 C 0.42389(15) 0.63702(13) 0.78743(12) 0.0170(3) Uani 1 1 d . . . . .
C6 C 0.27035(15) 0.61751(14) 0.74090(13) 0.0209(3) Uani 1 1 d . . . . .
H6 H 0.229698 0.685035 0.718810 0.025 Uiso 1 1 calc R U . . .
C5 C 0.17699(16) 0.49682(15) 0.72724(13) 0.0226(3) Uani 1 1 d . . . . .
H5 H 0.071094 0.481116 0.696160 0.027 Uiso 1 1 calc R U . . .
C4 C 0.23952(16) 0.39911(14) 0.75934(13) 0.0209(3) Uani 1 1 d . . . . .
H4 H 0.175961 0.316397 0.749665 0.025 Uiso 1 1 calc R U . . .
C3 C 0.39482(15) 0.42176(13) 0.80561(12) 0.0179(3) Uani 1 1 d . . . . .
H3 H 0.434979 0.353274 0.826185 0.021 Uiso 1 1 calc R U . . .
C7 C 0.76090(16) 0.76940(14) 0.69760(13) 0.0212(3) Uani 1 1 d . . . . .
H7 H 0.720703 0.840980 0.673119 0.025 Uiso 1 1 calc R U . . .
C8 C 0.6934(2) 0.63690(16) 0.58497(15) 0.0351(4) Uani 1 1 d . . . . .
H8A H 0.740472 0.566658 0.600977 0.053 Uiso 1 1 calc R U . . .
H8B H 0.711963 0.647190 0.504122 0.053 Uiso 1 1 calc R U . . .
H8C H 0.584425 0.612010 0.577703 0.053 Uiso 1 1 calc R U . . .
C9 C 0.93265(19) 0.8082(2) 0.72287(17) 0.0385(4) Uani 1 1 d . . . . .
H9A H 0.969398 0.899308 0.786323 0.058 Uiso 1 1 calc R U . . .
H9B H 0.962673 0.804640 0.641625 0.058 Uiso 1 1 calc R U . . .
H9C H 0.976151 0.745558 0.756884 0.058 Uiso 1 1 calc R U . . .
C10 C 0.76644(16) 0.92380(13) 0.96903(13) 0.0202(3) Uani 1 1 d . . . . .
H10 H 0.879144 0.941646 0.988950 0.024 Uiso 1 1 calc R U . . .
C11 C 0.7200(2) 1.03724(14) 0.92860(16) 0.0311(3) Uani 1 1 d . . . . .
H11A H 0.760824 1.041614 0.853727 0.047 Uiso 1 1 calc R U . . .
H11B H 0.759724 1.122482 1.000883 0.047 Uiso 1 1 calc R U . . .
H11C H 0.609672 1.020352 0.905262 0.047 Uiso 1 1 calc R U . . .
C12 C 0.71461(18) 0.91746(15) 1.09138(14) 0.0279(3) Uani 1 1 d . . . . .
H12A H 0.604367 0.888946 1.071401 0.042 Uiso 1 1 calc R U . . .
H12B H 0.746917 1.006269 1.159342 0.042 Uiso 1 1 calc R U . . .
H12C H 0.759423 0.853107 1.121596 0.042 Uiso 1 1 calc R U . . .
C13 C 0.78242(17) 0.32652(14) 0.73628(13) 0.0237(3) Uani 1 1 d . . . . .
H13A H 0.890256 0.350363 0.780963 0.028 Uiso 1 1 calc R U . . .
H13B H 0.759099 0.401906 0.709926 0.028 Uiso 1 1 calc R U . . .
C14 C 0.75033(17) 0.20120(14) 0.61956(13) 0.0221(3) Uani 1 1 d . . . . .
C15 C 0.6375(2) 0.18105(18) 0.51259(16) 0.0389(4) Uani 1 1 d . . . . .
H15 H 0.582327 0.248168 0.512380 0.047 Uiso 1 1 calc R U . . .
C16 C 0.6043(3) 0.0640(2) 0.40585(17) 0.0518(5) Uani 1 1 d . . . . .
H16 H 0.526371 0.050935 0.333052 0.062 Uiso 1 1 calc R U . . .
C17 C 0.6847(3) -0.03358(17) 0.40539(15) 0.0420(4) Uani 1 1 d . . . . .
H17 H 0.660211 -0.115000 0.333315 0.050 Uiso 1 1 calc R U . . .
C18 C 0.8006(2) -0.01279(16) 0.50959(17) 0.0343(4) Uani 1 1 d . . . . .
H18 H 0.858090 -0.078683 0.507960 0.041 Uiso 1 1 calc R U . . .
C19 C 0.83360(18) 0.10441(15) 0.61715(15) 0.0268(3) Uani 1 1 d . . . . .
H19 H 0.913181 0.118204 0.688991 0.032 Uiso 1 1 calc R U . . .
Cl1 Cl 0.9528(4) 0.6682(7) 0.9759(7) 0.0213(5) Uani 0.7345(16) 1 d D . P A 1
Br1 Br 0.9641(5) 0.6835(8) 0.9867(8) 0.0195(6) Uani 0.2655(16) 1 d D . P A 2
H1B H 0.649(2) 0.4046(17) 0.9740(17) 0.021(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 2.1024(4) . ?
Ni1 N1 1.9750(11) . ?
Ni1 C2 1.9091(13) . ?
Ni1 Cl1 2.223(3) . ?
Ni1 Br1 2.350(4) . ?
P1 O1 1.6440(9) . ?
P1 C7 1.8316(13) . ?
P1 C10 1.8237(13) . ?
O1 C1 1.3930(16) . ?
O2 N1 1.4540(13) . ?
O2 C13 1.4408(16) . ?
N1 H1A 0.882(18) . ?
N1 H1B 0.879(19) . ?
C2 C1 1.4087(18) . ?
C2 C3 1.4082(18) . ?
C1 C6 1.3840(19) . ?
C6 H6 0.9500 . ?
C6 C5 1.390(2) . ?
C5 H5 0.9500 . ?
C5 C4 1.392(2) . ?
C4 H4 0.9500 . ?
C4 C3 1.395(2) . ?
C3 H3 0.9500 . ?
C7 H7 1.0000 . ?
C7 C8 1.530(2) . ?
C7 C9 1.526(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10 1.0000 . ?
C10 C11 1.529(2) . ?
C10 C12 1.5332(19) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.5003(19) . ?
C14 C15 1.384(2) . ?
C14 C19 1.388(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.385(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.381(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.378(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.391(2) . ?
C19 H19 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 Cl1 90.4(2) . . ?
P1 Ni1 Br1 88.4(2) . . ?
N1 Ni1 P1 177.94(3) . . ?
N1 Ni1 Cl1 90.4(2) . . ?
N1 Ni1 Br1 92.5(2) . . ?
C2 Ni1 P1 83.28(4) . . ?
C2 Ni1 N1 95.97(5) . . ?
C2 Ni1 Cl1 173.0(2) . . ?
C2 Ni1 Br1 170.2(2) . . ?
O1 P1 Ni1 107.25(4) . . ?
O1 P1 C7 101.38(6) . . ?
O1 P1 C10 102.19(6) . . ?
C7 P1 Ni1 117.96(5) . . ?
C10 P1 Ni1 118.04(5) . . ?
C10 P1 C7 107.49(6) . . ?
C1 O1 P1 111.19(8) . . ?
C13 O2 N1 106.96(9) . . ?
Ni1 N1 H1A 109.5(11) . . ?
Ni1 N1 H1B 113.5(11) . . ?
O2 N1 Ni1 116.49(7) . . ?
O2 N1 H1A 106.3(11) . . ?
O2 N1 H1B 102.1(11) . . ?
H1A N1 H1B 108.5(15) . . ?
C1 C2 Ni1 119.19(10) . . ?
C3 C2 Ni1 126.17(10) . . ?
C3 C2 C1 114.62(12) . . ?
O1 C1 C2 118.11(11) . . ?
C6 C1 O1 117.20(11) . . ?
C6 C1 C2 124.69(12) . . ?
C1 C6 H6 120.8 . . ?
C1 C6 C5 118.46(12) . . ?
C5 C6 H6 120.8 . . ?
C6 C5 H5 120.2 . . ?
C6 C5 C4 119.63(13) . . ?
C4 C5 H5 120.2 . . ?
C5 C4 H4 119.8 . . ?
C5 C4 C3 120.48(12) . . ?
C3 C4 H4 119.8 . . ?
C2 C3 H3 119.0 . . ?
C4 C3 C2 122.09(12) . . ?
C4 C3 H3 119.0 . . ?
P1 C7 H7 107.4 . . ?
C8 C7 P1 109.19(10) . . ?
C8 C7 H7 107.4 . . ?
C9 C7 P1 112.59(10) . . ?
C9 C7 H7 107.4 . . ?
C9 C7 C8 112.46(13) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
P1 C10 H10 107.8 . . ?
C11 C10 P1 112.79(10) . . ?
C11 C10 H10 107.8 . . ?
C11 C10 C12 112.04(12) . . ?
C12 C10 P1 108.38(9) . . ?
C12 C10 H10 107.8 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O2 C13 H13A 110.2 . . ?
O2 C13 H13B 110.2 . . ?
O2 C13 C14 107.48(11) . . ?
H13A C13 H13B 108.5 . . ?
C14 C13 H13A 110.2 . . ?
C14 C13 H13B 110.2 . . ?
C15 C14 C13 120.28(13) . . ?
C15 C14 C19 119.18(14) . . ?
C19 C14 C13 120.54(14) . . ?
C14 C15 H15 119.7 . . ?
C14 C15 C16 120.68(15) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 119.90(17) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 119.94(15) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 119.9 . . ?
C17 C18 C19 120.19(14) . . ?
C19 C18 H18 119.9 . . ?
C14 C19 C18 120.05(15) . . ?
C14 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?

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 C1 -9.45(9) . . . . ?
Ni1 P1 C7 C8 47.68(12) . . . . ?
Ni1 P1 C7 C9 -77.98(12) . . . . ?
Ni1 P1 C10 C11 -167.19(9) . . . . ?
Ni1 P1 C10 C12 -42.54(11) . . . . ?
Ni1 C2 C1 O1 2.90(15) . . . . ?
Ni1 C2 C1 C6 -177.69(10) . . . . ?
Ni1 C2 C3 C4 177.40(9) . . . . ?
P1 O1 C1 C2 4.95(14) . . . . ?
P1 O1 C1 C6 -174.50(9) . . . . ?
O1 P1 C7 C8 -69.03(11) . . . . ?
O1 P1 C7 C9 165.32(11) . . . . ?
O1 P1 C10 C11 -49.88(11) . . . . ?
O1 P1 C10 C12 74.77(10) . . . . ?
O1 C1 C6 C5 179.27(11) . . . . ?
O2 C13 C14 C15 89.80(17) . . . . ?
O2 C13 C14 C19 -90.50(16) . . . . ?
N1 O2 C13 C14 -177.81(10) . . . . ?
C2 C1 C6 C5 -0.1(2) . . . . ?
C1 C2 C3 C4 -1.09(18) . . . . ?
C1 C6 C5 C4 -0.5(2) . . . . ?
C6 C5 C4 C3 0.3(2) . . . . ?
C5 C4 C3 C2 0.53(19) . . . . ?
C3 C2 C1 O1 -178.50(11) . . . . ?
C3 C2 C1 C6 0.91(18) . . . . ?
C7 P1 O1 C1 114.83(9) . . . . ?
C7 P1 C10 C11 56.37(12) . . . . ?
C7 P1 C10 C12 -178.98(10) . . . . ?
C10 P1 O1 C1 -134.25(9) . . . . ?
C10 P1 C7 C8 -175.84(10) . . . . ?
C10 P1 C7 C9 58.51(13) . . . . ?
C13 O2 N1 Ni1 49.30(12) . . . . ?
C13 C14 C15 C16 -178.21(18) . . . . ?
C13 C14 C19 C18 178.54(13) . . . . ?
C14 C15 C16 C17 -0.3(3) . . . . ?
C15 C14 C19 C18 -1.8(2) . . . . ?
C15 C16 C17 C18 -1.8(3) . . . . ?
C16 C17 C18 C19 2.1(3) . . . . ?
C17 C18 C19 C14 -0.3(2) . . . . ?
C19 C14 C15 C16 2.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT420_rajib1              
;
RESPONSE
H atom is attached to a coordinated N atom of a protected hydroxyl
amine. No other geometry is possible.
;
####################################################################### 
# 
# 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_rajib271
_database_code_depnum_ccdc_archive 'CCDC 2196140'
loop_
_audit_author_name
_audit_author_address
'Rajib Kumar Sarker'
;University of Montreal
Canada
;
_audit_update_record             
;
2022-08-10 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2022-08-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H29 Br N Ni O2 P'
_chemical_formula_sum            'C17 H29 Br N Ni O2 P'
_chemical_formula_weight         449.00
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.9338 1.0006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -1.3357 3.2904 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2543 0.3332 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.7051(4)
_cell_length_b                   10.5840(5)
_cell_length_c                   22.8298(11)
_cell_angle_alpha                87.918(2)
_cell_angle_beta                 86.659(2)
_cell_angle_gamma                74.060(2)
_cell_volume                     2018.65(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9825
_cell_measurement_temperature    150
_cell_measurement_theta_max      60.660
_cell_measurement_theta_min      3.780
_shelx_estimated_absorpt_T_max   0.592
_shelx_estimated_absorpt_T_min   0.450
_exptl_absorpt_coefficient_mu    7.316
_exptl_absorpt_correction_T_max  0.7519
_exptl_absorpt_correction_T_min  0.3491
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1687 before and 0.1060 after correction.
The Ratio of minimum to maximum transmission is 0.4643.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.477
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Venture diffractometer equipped with a Photon III CMOS Detector,
a Helios MX optics and a Kappa goniometer. The crystal-to-detector distance 
was 4.0 cm, and the data collection was carried out in 1024 x 1024 pixel mode.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0701
_diffrn_reflns_av_unetI/netI     0.0593
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            41903
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         60.836
_diffrn_reflns_theta_min         3.375
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean 10.42
_diffrn_detector_type            'Bruker CMOS Photon III '
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device       'k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_source_current           2.85
_diffrn_source_power             0.19921500000000003
_diffrn_source_voltage           69.9
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7430
_reflns_number_total             9162
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       
;
APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.599
_refine_diff_density_min         -1.425
_refine_diff_density_rms         0.156
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     506
_refine_ls_number_reflns         9162
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0835
_refine_ls_R_factor_gt           0.0733
_refine_ls_restrained_S_all      1.067
_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)+(0.1743P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2153
_refine_ls_wR_factor_ref         0.2304
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C17B-C16B \\sim C14A-C15A \\sim C15B-C14B \\sim C17A-C16A
 with sigma of 0.02
 C31A-C32A \\sim C31B-C32B \\sim C33A-C34A \\sim C33B-C34B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C16B \\sim C16A \\sim C14A \\sim C14B: within 1A with sigma of 0.01 and sigma
for terminal atoms of 0.01 within 1A
C15A \\sim C15B \\sim C17B \\sim C17A: within 1A with sigma of 0.01 and sigma
for terminal atoms of 0.01 within 1A
C31B \\sim C31A \\sim C33A \\sim C33B: within 1A with sigma of 0.01 and sigma
for terminal atoms of 0.01 within 1A
C32A \\sim C32B \\sim C34A \\sim C34B: within 1A with sigma of 0.01 and sigma
for terminal atoms of 0.01 within 1A
4. Others
 Sof(C16B)=Sof(H16B)=Sof(C14B)=Sof(H14B)=Sof(H14C)=Sof(C17B)=Sof(H17D)=
 Sof(H17E)=Sof(H17F)=Sof(C15B)=Sof(H15D)=Sof(H15E)=Sof(H15F)=Sof(C34B)=
 Sof(H34D)=Sof(H34E)=Sof(H34F)=Sof(C33B)=Sof(H33B)=Sof(H33C)=Sof(C31B)=
 Sof(H31C)=Sof(C32B)=Sof(H32D)=Sof(H32E)=Sof(H32F)=1-FVAR(1)
 Sof(C15A)=Sof(H15A)=Sof(H15B)=Sof(H15C)=Sof(C17A)=Sof(H17A)=Sof(H17B)=
 Sof(H17C)=Sof(C14A)=Sof(H14A)=Sof(C32A)=Sof(H32A)=Sof(H32B)=Sof(H32C)=
 Sof(C31A)=Sof(H31A)=Sof(H31B)=Sof(C33A)=Sof(H33A)=Sof(C34A)=Sof(H34A)=
 Sof(H34B)=Sof(H34C)=Sof(C16A)=Sof(H16A)=Sof(H16C)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C8(H8), C11(H11), C25(H25), C29(H29)
5.b Secondary CH2 refined with riding coordinates:
 C31A(H31A,H31B), C14B(H14B,H14C), C16A(H16A,H16C), C33B(H33B,H33C)
5.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C4(H4), C3(H3), C20(H20), C21(H21), C23(H23), C16B(H16B), C14A(H14A),
 C33A(H33A), C31B(H31C)
5.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C7(H7A,H7B,
 H7C), C9(H9A,H9B,H9C), C15A(H15A,H15B,H15C), C17A(H17A,H17B,H17C), C30(H30A,
 H30B,H30C), C28(H28A,H28B,H28C), C26(H26A,H26B,H26C), C32A(H32A,H32B,H32C),
 C27(H27A,H27B,H27C), C24(H24A,H24B,H24C), C34A(H34A,H34B,H34C), C17B(H17D,H17E,
 H17F), C15B(H15D,H15E,H15F), C34B(H34D,H34E,H34F), C32B(H32D,H32E,H32F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.06740(6) 0.49739(4) 0.13768(2) 0.04675(18) Uani 1 1 d . . . . .
Ni1 Ni 0.19457(7) 0.66705(5) 0.14398(2) 0.03422(18) Uani 1 1 d . . . . .
Ni2 Ni 0.89147(9) 0.24723(6) 0.35900(3) 0.0499(2) Uani 1 1 d . . . . .
Br2 Br 0.98464(12) 0.02875(6) 0.39437(3) 0.0902(3) Uani 1 1 d . . . . .
P1 P 0.09376(12) 0.75443(9) 0.06577(4) 0.0331(2) Uani 1 1 d . . . . .
P2 P 0.78365(18) 0.30731(12) 0.44201(5) 0.0523(3) Uani 1 1 d . . . . .
O1 O 0.1810(3) 0.8707(3) 0.04641(12) 0.0373(6) Uani 1 1 d . . . . .
O2 O 0.4700(4) 1.1419(3) 0.12952(14) 0.0456(7) Uani 1 1 d . . . . .
N1 N 0.2935(5) 0.5913(3) 0.21598(14) 0.0413(7) Uani 1 1 d . . . . .
O3 O 0.7262(5) 0.4689(3) 0.44032(14) 0.0573(9) Uani 1 1 d . . . . .
O4 O 0.6276(6) 0.8349(4) 0.30522(17) 0.0721(11) Uani 1 1 d . . . . .
N2 N 0.9852(6) 0.1940(5) 0.2814(2) 0.0641(12) Uani 1 1 d . . . . .
C1 C 0.2686(4) 0.8951(4) 0.09181(16) 0.0332(7) Uani 1 1 d . . . . .
C8 C 0.1258(5) 0.6583(4) -0.00129(17) 0.0388(8) Uani 1 1 d . . . . .
H8 H 0.049731 0.604859 0.000927 0.047 Uiso 1 1 calc R U . . .
C2 C 0.2890(5) 0.8110(4) 0.14079(16) 0.0362(8) Uani 1 1 d . . . . .
C6 C 0.3256(5) 1.0063(4) 0.08492(17) 0.0361(8) Uani 1 1 d . . . . .
H6 H 0.309192 1.058684 0.051021 0.043 Uiso 1 1 calc R U . . .
C4 C 0.4345(5) 0.9542(4) 0.17976(19) 0.0425(9) Uani 1 1 d . . . . .
H4 H 0.491712 0.973059 0.209881 0.051 Uiso 1 1 calc R U . . .
C11 C -0.1160(5) 0.8500(4) 0.06924(18) 0.0404(8) Uani 1 1 d . . . . .
H11 H -0.131993 0.911402 0.035528 0.048 Uiso 1 1 calc R U . . .
C5 C 0.4074(5) 1.0355(4) 0.13063(18) 0.0377(8) Uani 1 1 d . . . . .
C3 C 0.3767(5) 0.8448(4) 0.18424(18) 0.0418(9) Uani 1 1 d . . . . .
H3 H 0.397046 0.791135 0.217658 0.050 Uiso 1 1 calc R U . . .
C10 C 0.0936(6) 0.7459(4) -0.05623(18) 0.0460(10) Uani 1 1 d . . . . .
H10A H -0.011528 0.805550 -0.052341 0.069 Uiso 1 1 calc R U . . .
H10B H 0.100725 0.692387 -0.089870 0.069 Uiso 1 1 calc R U . . .
H10C H 0.171508 0.794972 -0.061064 0.069 Uiso 1 1 calc R U . . .
C12 C -0.1479(6) 0.9317(5) 0.1250(2) 0.0481(10) Uani 1 1 d . . . . .
H12A H -0.137455 0.874145 0.158924 0.072 Uiso 1 1 calc R U . . .
H12B H -0.254235 0.989799 0.125375 0.072 Uiso 1 1 calc R U . . .
H12C H -0.071949 0.982418 0.125748 0.072 Uiso 1 1 calc R U . . .
C13 C -0.2341(6) 0.7673(5) 0.0662(2) 0.0504(10) Uani 1 1 d . . . . .
H13A H -0.213326 0.719596 0.030298 0.076 Uiso 1 1 calc R U . . .
H13B H -0.341281 0.823890 0.067356 0.076 Uiso 1 1 calc R U . . .
H13C H -0.221757 0.706570 0.098954 0.076 Uiso 1 1 calc R U . . .
C7 C 0.4457(7) 1.2255(5) 0.0787(2) 0.0517(11) Uani 1 1 d . . . . .
H7A H 0.506873 1.179609 0.045820 0.078 Uiso 1 1 calc R U . . .
H7B H 0.479489 1.302583 0.085406 0.078 Uiso 1 1 calc R U . . .
H7C H 0.334208 1.250786 0.070639 0.078 Uiso 1 1 calc R U . . .
C19 C 0.8109(6) 0.4288(4) 0.33961(18) 0.0455(9) Uani 1 1 d . . . . .
C9 C 0.2931(6) 0.5652(4) -0.0030(2) 0.0499(10) Uani 1 1 d . . . . .
H9A H 0.370161 0.614853 -0.002406 0.075 Uiso 1 1 calc R U . . .
H9B H 0.310883 0.515186 -0.038201 0.075 Uiso 1 1 calc R U . . .
H9C H 0.304156 0.506606 0.030557 0.075 Uiso 1 1 calc R U . . .
C22 C 0.6821(7) 0.7044(5) 0.3194(2) 0.0560(12) Uani 1 1 d . . . . .
C20 C 0.8165(6) 0.4891(5) 0.28400(19) 0.0504(10) Uani 1 1 d . . . . .
H20 H 0.863171 0.436282 0.252494 0.061 Uiso 1 1 calc R U . . .
C21 C 0.7565(7) 0.6222(5) 0.2735(2) 0.0574(12) Uani 1 1 d . . . . .
H21 H 0.765661 0.657285 0.235962 0.069 Uiso 1 1 calc R U . . .
C15A C 0.550(5) 0.496(5) 0.1656(16) 0.056(3) Uani 0.640(16) 1 d D U P A 1
H15A H 0.492851 0.534057 0.131562 0.084 Uiso 0.640(16) 1 calc R U P A 1
H15B H 0.596621 0.403990 0.160155 0.084 Uiso 0.640(16) 1 calc R U P A 1
H15C H 0.632076 0.538284 0.171363 0.084 Uiso 0.640(16) 1 calc R U P A 1
C23 C 0.6725(7) 0.6520(5) 0.3755(2) 0.0545(12) Uani 1 1 d . . . . .
H23 H 0.623258 0.705018 0.406602 0.065 Uiso 1 1 calc R U . . .
C18 C 0.7388(6) 0.5175(5) 0.38387(19) 0.0496(10) Uani 1 1 d . . . . .
C17A C 0.107(3) 0.752(2) 0.2824(18) 0.059(4) Uani 0.640(16) 1 d D U P A 1
H17A H 0.060558 0.795134 0.247311 0.089 Uiso 0.640(16) 1 calc R U P A 1
H17B H 0.175713 0.799026 0.297102 0.089 Uiso 0.640(16) 1 calc R U P A 1
H17C H 0.022769 0.750447 0.311489 0.089 Uiso 0.640(16) 1 calc R U P A 1
C25 C 0.5915(9) 0.2727(6) 0.4631(3) 0.0757(18) Uani 1 1 d . . . . .
H25 H 0.538205 0.334695 0.493657 0.091 Uiso 1 1 calc R U . . .
C29 C 0.9056(9) 0.2696(6) 0.5057(2) 0.0672(15) Uani 1 1 d . . . . .
H29 H 0.922426 0.175994 0.515446 0.081 Uiso 1 1 calc R U . . .
C16B C 0.255(3) 0.632(3) 0.2673(11) 0.046(4) Uani 0.360(16) 1 d D U P A 2
H16B H 0.320153 0.600933 0.298363 0.055 Uiso 0.360(16) 1 calc R U P A 2
C30 C 1.0697(10) 0.2922(7) 0.4906(3) 0.0840(19) Uani 1 1 d . . . . .
H30A H 1.124274 0.233215 0.460388 0.126 Uiso 1 1 calc R U . . .
H30B H 1.131468 0.276232 0.524931 0.126 Uiso 1 1 calc R U . . .
H30C H 1.056218 0.381275 0.477002 0.126 Uiso 1 1 calc R U . . .
C14A C 0.4351(14) 0.5161(14) 0.2186(5) 0.058(3) Uani 0.640(16) 1 d D U P A 1
H14A H 0.468110 0.472819 0.253769 0.070 Uiso 0.640(16) 1 calc R U P A 1
C28 C 0.8211(11) 0.3476(6) 0.5597(2) 0.083(2) Uani 1 1 d . . . . .
H28A H 0.790118 0.439731 0.549775 0.125 Uiso 1 1 calc R U . . .
H28B H 0.892856 0.331876 0.591220 0.125 Uiso 1 1 calc R U . . .
H28C H 0.727816 0.319786 0.571748 0.125 Uiso 1 1 calc R U . . .
C26 C 0.4869(10) 0.3027(9) 0.4097(4) 0.097(2) Uani 1 1 d . . . . .
H26A H 0.474276 0.392182 0.396837 0.145 Uiso 1 1 calc R U . . .
H26B H 0.383868 0.289913 0.420447 0.145 Uiso 1 1 calc R U . . .
H26C H 0.537171 0.244835 0.378562 0.145 Uiso 1 1 calc R U . . .
C32A C 0.7526(19) 0.1699(18) 0.2421(13) 0.077(5) Uani 0.640(16) 1 d D U P A 1
H32A H 0.708855 0.210212 0.206203 0.115 Uiso 0.640(16) 1 calc R U P A 1
H32B H 0.701682 0.223767 0.274528 0.115 Uiso 0.640(16) 1 calc R U P A 1
H32C H 0.734233 0.084674 0.247074 0.115 Uiso 0.640(16) 1 calc R U P A 1
C27 C 0.6085(12) 0.1340(7) 0.4884(4) 0.096(3) Uani 1 1 d . . . . .
H27A H 0.663722 0.070687 0.459924 0.144 Uiso 1 1 calc R U . . .
H27B H 0.504301 0.122459 0.497985 0.144 Uiso 1 1 calc R U . . .
H27C H 0.668184 0.121865 0.523214 0.144 Uiso 1 1 calc R U . . .
C31A C 0.9137(18) 0.1572(16) 0.2402(6) 0.080(3) Uani 0.640(16) 1 d D U P A 1
H31A H 0.966296 0.064690 0.234453 0.096 Uiso 0.640(16) 1 calc R U P A 1
H31B H 0.937387 0.203079 0.204693 0.096 Uiso 0.640(16) 1 calc R U P A 1
C33A C 1.1189(15) 0.2150(13) 0.2584(5) 0.076(3) Uani 0.640(16) 1 d D U P A 1
H33A H 1.150611 0.186767 0.220393 0.091 Uiso 0.640(16) 1 calc R U P A 1
C24 C 0.5544(15) 0.9200(6) 0.3509(3) 0.109(3) Uani 1 1 d . . . . .
H24A H 0.519153 1.008297 0.335532 0.163 Uiso 1 1 calc R U . . .
H24B H 0.629844 0.916004 0.380407 0.163 Uiso 1 1 calc R U . . .
H24C H 0.464086 0.893803 0.367920 0.163 Uiso 1 1 calc R U . . .
C34A C 1.2139(17) 0.2744(14) 0.2856(7) 0.091(4) Uani 0.640(16) 1 d D U P A 1
H34A H 1.214786 0.355075 0.265111 0.136 Uiso 0.640(16) 1 calc R U P A 1
H34B H 1.320808 0.217357 0.285623 0.136 Uiso 0.640(16) 1 calc R U P A 1
H34C H 1.173525 0.292865 0.325304 0.136 Uiso 0.640(16) 1 calc R U P A 1
C14B C 0.436(2) 0.467(2) 0.2055(7) 0.047(3) Uani 0.360(16) 1 d D U P A 2
H14B H 0.488873 0.438715 0.241809 0.057 Uiso 0.360(16) 1 calc R U P A 2
H14C H 0.397637 0.396259 0.191747 0.057 Uiso 0.360(16) 1 calc R U P A 2
C16A C 0.201(2) 0.6148(14) 0.2691(6) 0.059(3) Uani 0.640(16) 1 d D U P A 1
H16A H 0.271619 0.583179 0.300856 0.071 Uiso 0.640(16) 1 calc R U P A 1
H16C H 0.126325 0.561116 0.269849 0.071 Uiso 0.640(16) 1 calc R U P A 1
C17B C 0.097(5) 0.733(5) 0.275(3) 0.056(5) Uani 0.360(16) 1 d D U P A 2
H17D H 0.049651 0.755253 0.238136 0.084 Uiso 0.360(16) 1 calc R U P A 2
H17E H 0.112024 0.809804 0.292267 0.084 Uiso 0.360(16) 1 calc R U P A 2
H17F H 0.026567 0.697525 0.301220 0.084 Uiso 0.360(16) 1 calc R U P A 2
C15B C 0.550(9) 0.503(9) 0.160(3) 0.053(5) Uani 0.360(16) 1 d D U P A 2
H15D H 0.502545 0.516448 0.122768 0.080 Uiso 0.360(16) 1 calc R U P A 2
H15E H 0.647376 0.433243 0.157706 0.080 Uiso 0.360(16) 1 calc R U P A 2
H15F H 0.572983 0.582404 0.171228 0.080 Uiso 0.360(16) 1 calc R U P A 2
C34B C 1.241(4) 0.229(3) 0.3043(15) 0.103(5) Uani 0.360(16) 1 d D U P A 2
H34D H 1.351326 0.181036 0.298992 0.155 Uiso 0.360(16) 1 calc R U P A 2
H34E H 1.207744 0.226730 0.345139 0.155 Uiso 0.360(16) 1 calc R U P A 2
H34F H 1.226054 0.317932 0.291038 0.155 Uiso 0.360(16) 1 calc R U P A 2
C33B C 1.152(3) 0.172(3) 0.2731(11) 0.080(5) Uani 0.360(16) 1 d D U P A 2
H33B H 1.197643 0.078092 0.277517 0.096 Uiso 0.360(16) 1 calc R U P A 2
H33C H 1.171487 0.194299 0.232313 0.096 Uiso 0.360(16) 1 calc R U P A 2
C31B C 0.901(3) 0.099(2) 0.2560(9) 0.065(4) Uani 0.360(16) 1 d D U P A 2
H31C H 0.961874 0.016878 0.244057 0.078 Uiso 0.360(16) 1 calc R U P A 2
C32B C 0.740(3) 0.134(4) 0.251(3) 0.076(6) Uani 0.360(16) 1 d D U P A 2
H32D H 0.700518 0.228155 0.249388 0.115 Uiso 0.360(16) 1 calc R U P A 2
H32E H 0.690218 0.099591 0.283789 0.115 Uiso 0.360(16) 1 calc R U P A 2
H32F H 0.716247 0.098963 0.215261 0.115 Uiso 0.360(16) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Ni1 2.3663(7) . ?
Ni1 P1 2.1048(10) . ?
Ni1 N1 1.943(3) . ?
Ni1 C2 1.917(4) . ?
Ni2 Br2 2.3595(10) . ?
Ni2 P2 2.1044(13) . ?
Ni2 N2 1.943(4) . ?
Ni2 C19 1.901(5) . ?
P1 O1 1.650(3) . ?
P1 C8 1.834(4) . ?
P1 C11 1.827(4) . ?
P2 O3 1.644(3) . ?
P2 C25 1.842(7) . ?
P2 C29 1.819(6) . ?
O1 C1 1.393(4) . ?
O2 C5 1.378(5) . ?
O2 C7 1.423(6) . ?
N1 C16B 1.26(3) . ?
N1 C14A 1.273(13) . ?
N1 C14B 1.55(2) . ?
N1 C16A 1.408(17) . ?
O3 C18 1.380(6) . ?
O4 C22 1.365(7) . ?
O4 C24 1.408(8) . ?
N2 C31A 1.285(14) . ?
N2 C33A 1.320(15) . ?
N2 C33B 1.41(3) . ?
N2 C31B 1.537(19) . ?
C1 C2 1.392(5) . ?
C1 C6 1.398(5) . ?
C8 H8 0.9800 . ?
C8 C10 1.525(6) . ?
C8 C9 1.518(6) . ?
C2 C3 1.400(5) . ?
C6 H6 0.9300 . ?
C6 C5 1.387(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.379(6) . ?
C4 C3 1.382(6) . ?
C11 H11 0.9800 . ?
C11 C12 1.535(5) . ?
C11 C13 1.528(6) . ?
C3 H3 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C19 C20 1.404(6) . ?
C19 C18 1.403(6) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C22 C21 1.397(7) . ?
C22 C23 1.383(7) . ?
C20 H20 0.9300 . ?
C20 C21 1.379(8) . ?
C21 H21 0.9300 . ?
C15A H15A 0.9600 . ?
C15A H15B 0.9600 . ?
C15A H15C 0.9600 . ?
C15A C14A 1.504(16) . ?
C23 H23 0.9300 . ?
C23 C18 1.393(7) . ?
C17A H17A 0.9600 . ?
C17A H17B 0.9600 . ?
C17A H17C 0.9600 . ?
C17A C16A 1.492(14) . ?
C25 H25 0.9800 . ?
C25 C26 1.535(11) . ?
C25 C27 1.530(10) . ?
C29 H29 0.9800 . ?
C29 C30 1.530(11) . ?
C29 C28 1.541(8) . ?
C16B H16B 0.9300 . ?
C16B C17B 1.498(17) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C14A H14A 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C32A H32A 0.9600 . ?
C32A H32B 0.9600 . ?
C32A H32C 0.9600 . ?
C32A C31A 1.370(13) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C31A H31A 0.9700 . ?
C31A H31B 0.9700 . ?
C33A H33A 0.9300 . ?
C33A C34A 1.356(14) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C34A H34A 0.9600 . ?
C34A H34B 0.9600 . ?
C34A H34C 0.9600 . ?
C14B H14B 0.9700 . ?
C14B H14C 0.9700 . ?
C14B C15B 1.504(18) . ?
C16A H16A 0.9700 . ?
C16A H16C 0.9700 . ?
C17B H17D 0.9600 . ?
C17B H17E 0.9600 . ?
C17B H17F 0.9600 . ?
C15B H15D 0.9600 . ?
C15B H15E 0.9600 . ?
C15B H15F 0.9600 . ?
C34B H34D 0.9600 . ?
C34B H34E 0.9600 . ?
C34B H34F 0.9600 . ?
C34B C33B 1.344(17) . ?
C33B H33B 0.9700 . ?
C33B H33C 0.9700 . ?
C31B H31C 0.9300 . ?
C31B C32B 1.359(16) . ?
C32B H32D 0.9600 . ?
C32B H32E 0.9600 . ?
C32B H32F 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 Br1 90.54(3) . . ?
N1 Ni1 Br1 91.86(10) . . ?
N1 Ni1 P1 177.56(11) . . ?
C2 Ni1 Br1 173.72(11) . . ?
C2 Ni1 P1 83.21(11) . . ?
C2 Ni1 N1 94.39(15) . . ?
P2 Ni2 Br2 90.68(5) . . ?
N2 Ni2 Br2 90.28(16) . . ?
N2 Ni2 P2 178.36(16) . . ?
C19 Ni2 Br2 173.46(13) . . ?
C19 Ni2 P2 82.94(13) . . ?
C19 Ni2 N2 96.1(2) . . ?
O1 P1 Ni1 106.84(10) . . ?
O1 P1 C8 101.61(17) . . ?
O1 P1 C11 100.42(17) . . ?
C8 P1 Ni1 119.96(14) . . ?
C11 P1 Ni1 118.11(14) . . ?
C11 P1 C8 106.76(19) . . ?
O3 P2 Ni2 107.13(13) . . ?
O3 P2 C25 99.9(3) . . ?
O3 P2 C29 102.9(2) . . ?
C25 P2 Ni2 118.1(2) . . ?
C29 P2 Ni2 118.7(2) . . ?
C29 P2 C25 107.2(3) . . ?
C1 O1 P1 110.8(2) . . ?
C5 O2 C7 117.1(3) . . ?
C16B N1 Ni1 127.4(13) . . ?
C16B N1 C14B 119.6(14) . . ?
C14A N1 Ni1 124.7(6) . . ?
C14A N1 C16A 116.9(8) . . ?
C14B N1 Ni1 113.0(6) . . ?
C16A N1 Ni1 118.3(7) . . ?
C18 O3 P2 111.0(3) . . ?
C22 O4 C24 117.1(4) . . ?
C31A N2 Ni2 125.6(7) . . ?
C31A N2 C33A 108.0(10) . . ?
C33A N2 Ni2 125.1(6) . . ?
C33B N2 Ni2 116.7(10) . . ?
C33B N2 C31B 120.6(13) . . ?
C31B N2 Ni2 109.7(9) . . ?
O1 C1 C6 116.4(3) . . ?
C2 C1 O1 118.6(3) . . ?
C2 C1 C6 125.0(3) . . ?
P1 C8 H8 107.6 . . ?
C10 C8 P1 112.0(3) . . ?
C10 C8 H8 107.6 . . ?
C9 C8 P1 109.1(3) . . ?
C9 C8 H8 107.6 . . ?
C9 C8 C10 112.6(4) . . ?
C1 C2 Ni1 119.2(3) . . ?
C1 C2 C3 114.3(3) . . ?
C3 C2 Ni1 126.6(3) . . ?
C1 C6 H6 121.3 . . ?
C5 C6 C1 117.4(4) . . ?
C5 C6 H6 121.3 . . ?
C5 C4 H4 120.0 . . ?
C5 C4 C3 120.0(4) . . ?
C3 C4 H4 120.0 . . ?
P1 C11 H11 107.6 . . ?
C12 C11 P1 108.4(3) . . ?
C12 C11 H11 107.6 . . ?
C13 C11 P1 114.0(3) . . ?
C13 C11 H11 107.6 . . ?
C13 C11 C12 111.4(4) . . ?
O2 C5 C6 123.4(4) . . ?
O2 C5 C4 116.3(3) . . ?
C4 C5 C6 120.3(4) . . ?
C2 C3 H3 118.5 . . ?
C4 C3 C2 123.0(4) . . ?
C4 C3 H3 118.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O2 C7 H7A 109.5 . . ?
O2 C7 H7B 109.5 . . ?
O2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C20 C19 Ni2 127.1(3) . . ?
C18 C19 Ni2 119.5(3) . . ?
C18 C19 C20 113.4(4) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O4 C22 C21 116.0(4) . . ?
O4 C22 C23 124.3(5) . . ?
C23 C22 C21 119.7(5) . . ?
C19 C20 H20 118.2 . . ?
C21 C20 C19 123.6(4) . . ?
C21 C20 H20 118.2 . . ?
C22 C21 H21 120.0 . . ?
C20 C21 C22 119.9(4) . . ?
C20 C21 H21 120.0 . . ?
H15A C15A H15B 109.5 . . ?
H15A C15A H15C 109.5 . . ?
H15B C15A H15C 109.5 . . ?
C14A C15A H15A 109.5 . . ?
C14A C15A H15B 109.5 . . ?
C14A C15A H15C 109.5 . . ?
C22 C23 H23 121.0 . . ?
C22 C23 C18 118.0(4) . . ?
C18 C23 H23 121.0 . . ?
O3 C18 C19 118.4(4) . . ?
O3 C18 C23 116.2(4) . . ?
C23 C18 C19 125.3(4) . . ?
H17A C17A H17B 109.5 . . ?
H17A C17A H17C 109.5 . . ?
H17B C17A H17C 109.5 . . ?
C16A C17A H17A 109.5 . . ?
C16A C17A H17B 109.5 . . ?
C16A C17A H17C 109.5 . . ?
P2 C25 H25 107.4 . . ?
C26 C25 P2 108.2(5) . . ?
C26 C25 H25 107.4 . . ?
C27 C25 P2 113.9(6) . . ?
C27 C25 H25 107.4 . . ?
C27 C25 C26 112.4(6) . . ?
P2 C29 H29 107.6 . . ?
C30 C29 P2 109.9(4) . . ?
C30 C29 H29 107.6 . . ?
C30 C29 C28 112.1(6) . . ?
C28 C29 P2 111.9(5) . . ?
C28 C29 H29 107.6 . . ?
N1 C16B H16B 121.9 . . ?
N1 C16B C17B 116(3) . . ?
C17B C16B H16B 121.9 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N1 C14A C15A 121(2) . . ?
N1 C14A H14A 119.5 . . ?
C15A C14A H14A 119.5 . . ?
C29 C28 H28A 109.5 . . ?
C29 C28 H28B 109.5 . . ?
C29 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
H32A C32A H32B 109.5 . . ?
H32A C32A H32C 109.5 . . ?
H32B C32A H32C 109.5 . . ?
C31A C32A H32A 109.5 . . ?
C31A C32A H32B 109.5 . . ?
C31A C32A H32C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N2 C31A C32A 123.6(16) . . ?
N2 C31A H31A 106.4 . . ?
N2 C31A H31B 106.4 . . ?
C32A C31A H31A 106.4 . . ?
C32A C31A H31B 106.4 . . ?
H31A C31A H31B 106.5 . . ?
N2 C33A H33A 117.2 . . ?
N2 C33A C34A 125.5(12) . . ?
C34A C33A H33A 117.2 . . ?
O4 C24 H24A 109.5 . . ?
O4 C24 H24B 109.5 . . ?
O4 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C33A C34A H34A 109.5 . . ?
C33A C34A H34B 109.5 . . ?
C33A C34A H34C 109.5 . . ?
H34A C34A H34B 109.5 . . ?
H34A C34A H34C 109.5 . . ?
H34B C34A H34C 109.5 . . ?
N1 C14B H14B 110.2 . . ?
N1 C14B H14C 110.2 . . ?
H14B C14B H14C 108.5 . . ?
C15B C14B N1 108(4) . . ?
C15B C14B H14B 110.2 . . ?
C15B C14B H14C 110.2 . . ?
N1 C16A C17A 119(2) . . ?
N1 C16A H16A 107.6 . . ?
N1 C16A H16C 107.6 . . ?
C17A C16A H16A 107.6 . . ?
C17A C16A H16C 107.6 . . ?
H16A C16A H16C 107.1 . . ?
C16B C17B H17D 109.5 . . ?
C16B C17B H17E 109.5 . . ?
C16B C17B H17F 109.5 . . ?
H17D C17B H17E 109.5 . . ?
H17D C17B H17F 109.5 . . ?
H17E C17B H17F 109.5 . . ?
C14B C15B H15D 109.5 . . ?
C14B C15B H15E 109.5 . . ?
C14B C15B H15F 109.5 . . ?
H15D C15B H15E 109.5 . . ?
H15D C15B H15F 109.5 . . ?
H15E C15B H15F 109.5 . . ?
H34D C34B H34E 109.5 . . ?
H34D C34B H34F 109.5 . . ?
H34E C34B H34F 109.5 . . ?
C33B C34B H34D 109.5 . . ?
C33B C34B H34E 109.5 . . ?
C33B C34B H34F 109.5 . . ?
N2 C33B H33B 106.1 . . ?
N2 C33B H33C 106.1 . . ?
C34B C33B N2 125(2) . . ?
C34B C33B H33B 106.1 . . ?
C34B C33B H33C 106.1 . . ?
H33B C33B H33C 106.3 . . ?
N2 C31B H31C 119.3 . . ?
C32B C31B N2 121(2) . . ?
C32B C31B H31C 119.3 . . ?
C31B C32B H32D 109.5 . . ?
C31B C32B H32E 109.5 . . ?
C31B C32B H32F 109.5 . . ?
H32D C32B H32E 109.5 . . ?
H32D C32B H32F 109.5 . . ?
H32E C32B H32F 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 C1 -11.9(3) . . . . ?
Ni1 P1 C8 C10 -161.1(3) . . . . ?
Ni1 P1 C8 C9 -35.7(3) . . . . ?
Ni1 P1 C11 C12 41.0(4) . . . . ?
Ni1 P1 C11 C13 -83.7(3) . . . . ?
Ni1 N1 C16B C17B 13(4) . . . . ?
Ni1 N1 C14A C15A 10(3) . . . . ?
Ni1 N1 C14B C15B 53(4) . . . . ?
Ni1 N1 C16A C17A -48.3(18) . . . . ?
Ni1 C2 C3 C4 -176.8(3) . . . . ?
Ni2 P2 O3 C18 10.3(4) . . . . ?
Ni2 P2 C25 C26 -42.1(5) . . . . ?
Ni2 P2 C25 C27 83.6(5) . . . . ?
Ni2 P2 C29 C30 41.2(5) . . . . ?
Ni2 P2 C29 C28 166.3(4) . . . . ?
Ni2 N2 C31A C32A 11(2) . . . . ?
Ni2 N2 C33A C34A 1.5(14) . . . . ?
Ni2 N2 C33B C34B -26(3) . . . . ?
Ni2 N2 C31B C32B 56(3) . . . . ?
Ni2 C19 C20 C21 -179.3(4) . . . . ?
Ni2 C19 C18 O3 -1.2(6) . . . . ?
Ni2 C19 C18 C23 -178.7(4) . . . . ?
P1 O1 C1 C2 8.8(4) . . . . ?
P1 O1 C1 C6 -169.4(3) . . . . ?
P2 O3 C18 C19 -6.6(6) . . . . ?
P2 O3 C18 C23 171.2(4) . . . . ?
O1 P1 C8 C10 -43.7(3) . . . . ?
O1 P1 C8 C9 81.6(3) . . . . ?
O1 P1 C11 C12 -74.6(3) . . . . ?
O1 P1 C11 C13 160.7(3) . . . . ?
O1 C1 C2 Ni1 -0.5(5) . . . . ?
O1 C1 C2 C3 -179.2(4) . . . . ?
O1 C1 C6 C5 177.4(3) . . . . ?
O3 P2 C25 C26 73.5(5) . . . . ?
O3 P2 C25 C27 -160.8(5) . . . . ?
O3 P2 C29 C30 -76.9(4) . . . . ?
O3 P2 C29 C28 48.3(5) . . . . ?
O4 C22 C21 C20 179.4(5) . . . . ?
O4 C22 C23 C18 -177.5(5) . . . . ?
C1 C2 C3 C4 1.7(6) . . . . ?
C1 C6 C5 O2 179.9(4) . . . . ?
C1 C6 C5 C4 2.0(6) . . . . ?
C8 P1 O1 C1 -138.4(3) . . . . ?
C8 P1 C11 C12 179.8(3) . . . . ?
C8 P1 C11 C13 55.1(4) . . . . ?
C2 C1 C6 C5 -0.5(6) . . . . ?
C6 C1 C2 Ni1 177.4(3) . . . . ?
C6 C1 C2 C3 -1.2(6) . . . . ?
C11 P1 O1 C1 111.9(3) . . . . ?
C11 P1 C8 C10 61.1(4) . . . . ?
C11 P1 C8 C9 -173.6(3) . . . . ?
C5 C4 C3 C2 -0.4(7) . . . . ?
C3 C4 C5 O2 -179.6(4) . . . . ?
C3 C4 C5 C6 -1.5(6) . . . . ?
C7 O2 C5 C6 0.9(6) . . . . ?
C7 O2 C5 C4 178.9(4) . . . . ?
C19 C20 C21 C22 -1.5(8) . . . . ?
C22 C23 C18 O3 -179.7(5) . . . . ?
C22 C23 C18 C19 -2.1(8) . . . . ?
C20 C19 C18 O3 179.7(4) . . . . ?
C20 C19 C18 C23 2.1(7) . . . . ?
C21 C22 C23 C18 0.1(8) . . . . ?
C23 C22 C21 C20 1.6(8) . . . . ?
C18 C19 C20 C21 -0.3(7) . . . . ?
C25 P2 O3 C18 -113.4(4) . . . . ?
C25 P2 C29 C30 178.2(4) . . . . ?
C25 P2 C29 C28 -56.6(5) . . . . ?
C29 P2 O3 C18 136.2(4) . . . . ?
C29 P2 C25 C26 -179.5(5) . . . . ?
C29 P2 C25 C27 -53.8(5) . . . . ?
C16B N1 C14B C15B -127(4) . . . . ?
C14A N1 C16A C17A 135.0(18) . . . . ?
C31A N2 C33A C34A 169.0(12) . . . . ?
C33A N2 C31A C32A -156.7(15) . . . . ?
C24 O4 C22 C21 -179.0(7) . . . . ?
C24 O4 C22 C23 -1.3(10) . . . . ?
C14B N1 C16B C17B -167(3) . . . . ?
C16A N1 C14A C15A -173(3) . . . . ?
C33B N2 C31B C32B -164(3) . . . . ?
C31B N2 C33B C34B -163(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_rajib26
_database_code_depnum_ccdc_archive 'CCDC 2196151'
loop_
_audit_author_name
_audit_author_address
'Rajib Kumar Sarker'
;University of Montreal
Canada
;
_audit_update_record             
;
2022-08-10 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2022-08-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H33 Br N Ni O2 P'
_chemical_formula_sum            'C27 H33 Br N Ni O2 P'
_chemical_formula_weight         573.13
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.9338 1.0006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -1.3356 3.2904 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2543 0.3332 '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                   13.1430(3)
_cell_length_b                   15.5918(4)
_cell_length_c                   13.1678(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.5710(10)
_cell_angle_gamma                90
_cell_volume                     2623.05(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9972
_cell_measurement_temperature    150
_cell_measurement_theta_max      60.620
_cell_measurement_theta_min      2.466
_shelx_estimated_absorpt_T_max   0.481
_shelx_estimated_absorpt_T_min   0.318
_exptl_absorpt_coefficient_mu    5.718
_exptl_absorpt_correction_T_max  0.3404
_exptl_absorpt_correction_T_min  0.2220
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1273 before and 0.0646 after correction.
The Ratio of minimum to maximum transmission is 0.6522.
The λ/2 correction factor is Not present.
;
_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    1.451
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Venture diffractometer equipped with a Photon III CMOS Detector,
a Helios MX optics and a Kappa goniometer. The crystal-to-detector distance 
was 4.0 cm, and the data collection was carried out in 1024 x 1024 pixel mode.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            38929
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         60.656
_diffrn_reflns_theta_min         3.892
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean 10.42
_diffrn_detector_type            'Bruker CMOS Photon III '
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device       'k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5795
_reflns_number_total             5913
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       
;
APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.299
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     303
_refine_ls_number_reflns         5913
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0272
_refine_ls_restrained_S_all      1.102
_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)+(0.0271P)²+1.2729P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0706
_refine_ls_wR_factor_ref         0.0709
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C14(H14), C4(H4), C23(H23), C20(H20), C3(H3), C18(H18), C26(H26),
 C19(H19), C17(H17), C16(H16), C24(H24), C25(H25), C27(H27)
2.d Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C7(H7A,H7B,H7C), C10(H10A,H10B,H10C), C12(H12A,H12B,
 H12C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.22308(2) 0.69953(2) 0.23857(2) 0.04066(7) Uani 1 1 d . . . . .
Ni1 Ni 0.29602(2) 0.65465(2) 0.41135(2) 0.02104(7) Uani 1 1 d . . . . .
P1 P 0.16720(3) 0.57316(2) 0.40609(3) 0.02235(9) Uani 1 1 d . . . . .
O1 O 0.19036(8) 0.51962(7) 0.51672(9) 0.0275(2) Uani 1 1 d . . . . .
O2 O 0.44641(9) 0.46418(9) 0.82477(9) 0.0355(3) Uani 1 1 d . . . . .
N1 N 0.42179(10) 0.72102(8) 0.41463(10) 0.0239(2) Uani 1 1 d . . . . .
C2 C 0.34668(11) 0.60424(9) 0.54580(11) 0.0222(3) Uani 1 1 d . . . . .
C6 C 0.32041(12) 0.49400(10) 0.67166(12) 0.0254(3) Uani 1 1 d . . . . .
H6 H 0.277721 0.450257 0.690052 0.030 Uiso 1 1 calc R U . . .
C1 C 0.28824(11) 0.53967(10) 0.58006(11) 0.0224(3) Uani 1 1 d . . . . .
C14 C 0.43831(12) 0.80022(10) 0.43565(12) 0.0255(3) Uani 1 1 d . . . . .
H14 H 0.499803 0.824524 0.421464 0.031 Uiso 1 1 calc R U . . .
C5 C 0.41729(12) 0.51396(10) 0.73627(12) 0.0261(3) Uani 1 1 d . . . . .
C4 C 0.47762(12) 0.57966(11) 0.71018(12) 0.0280(3) Uani 1 1 d . . . . .
H4 H 0.542442 0.594747 0.755872 0.034 Uiso 1 1 calc R U . . .
C23 C 0.67586(13) 0.72925(11) 0.46243(13) 0.0299(3) Uani 1 1 d . . . . .
H23 H 0.664385 0.708199 0.526525 0.036 Uiso 1 1 calc R U . . .
C15 C 0.37118(12) 0.85744(10) 0.47974(12) 0.0241(3) Uani 1 1 d . . . . .
C20 C 0.38499(13) 0.94532(10) 0.46960(13) 0.0293(3) Uani 1 1 d . . . . .
H20 H 0.434047 0.965536 0.432442 0.035 Uiso 1 1 calc R U . . .
C8 C 0.03736(12) 0.61665(12) 0.40423(13) 0.0303(3) Uani 1 1 d . . . . .
H8 H -0.001413 0.571962 0.434541 0.036 Uiso 1 1 calc R U . . .
C21 C 0.49916(13) 0.67063(11) 0.37274(14) 0.0301(3) Uani 1 1 d . . . . .
H21A H 0.465383 0.652483 0.300668 0.036 Uiso 1 1 calc R U . . .
H21B H 0.516612 0.618040 0.415398 0.036 Uiso 1 1 calc R U . . .
C11 C 0.15057(14) 0.48752(11) 0.30959(13) 0.0316(3) Uani 1 1 d . . . . .
H11 H 0.121429 0.513374 0.239275 0.038 Uiso 1 1 calc R U . . .
C3 C 0.44193(12) 0.62341(10) 0.61588(12) 0.0265(3) Uani 1 1 d . . . . .
H3 H 0.484028 0.668061 0.598515 0.032 Uiso 1 1 calc R U . . .
C22 C 0.59999(12) 0.71633(10) 0.37050(13) 0.0258(3) Uani 1 1 d . . . . .
C18 C 0.25803(13) 0.97415(11) 0.56924(14) 0.0310(3) Uani 1 1 d . . . . .
H18 H 0.220202 1.013895 0.600917 0.037 Uiso 1 1 calc R U . . .
C26 C 0.71136(14) 0.79024(12) 0.27669(15) 0.0347(4) Uani 1 1 d . . . . .
H26 H 0.723672 0.810850 0.212738 0.042 Uiso 1 1 calc R U . . .
C19 C 0.32782(14) 1.00357(11) 0.51320(15) 0.0338(4) Uani 1 1 d . . . . .
H19 H 0.336524 1.063410 0.504638 0.041 Uiso 1 1 calc R U . . .
C17 C 0.24316(13) 0.88681(11) 0.57930(13) 0.0298(3) Uani 1 1 d . . . . .
H17 H 0.194324 0.866988 0.616944 0.036 Uiso 1 1 calc R U . . .
C16 C 0.29914(13) 0.82826(10) 0.53476(13) 0.0274(3) Uani 1 1 d . . . . .
H16 H 0.288532 0.768475 0.541636 0.033 Uiso 1 1 calc R U . . .
C24 C 0.76789(13) 0.77234(12) 0.46194(15) 0.0335(4) Uani 1 1 d . . . . .
H24 H 0.818816 0.781164 0.525396 0.040 Uiso 1 1 calc R U . . .
C25 C 0.78540(14) 0.80254(11) 0.36853(16) 0.0340(4) Uani 1 1 d . . . . .
H25 H 0.848650 0.831800 0.367894 0.041 Uiso 1 1 calc R U . . .
C27 C 0.61818(13) 0.74750(11) 0.27739(13) 0.0300(3) Uani 1 1 d . . . . .
H27 H 0.566932 0.739675 0.213934 0.036 Uiso 1 1 calc R U . . .
C13 C 0.07498(18) 0.41796(14) 0.32750(19) 0.0491(5) Uani 1 1 d . . . . .
H13A H 0.100523 0.393111 0.397192 0.074 Uiso 1 1 calc R U . . .
H13B H 0.070284 0.372995 0.274601 0.074 Uiso 1 1 calc R U . . .
H13C H 0.005593 0.443107 0.322210 0.074 Uiso 1 1 calc R U . . .
C7 C 0.54910(14) 0.47613(15) 0.88765(15) 0.0423(4) Uani 1 1 d . . . . .
H7A H 0.600249 0.466533 0.845348 0.063 Uiso 1 1 calc R U . . .
H7B H 0.561650 0.435321 0.945861 0.063 Uiso 1 1 calc R U . . .
H7C H 0.556240 0.534798 0.915124 0.063 Uiso 1 1 calc R U . . .
C10 C -0.02838(15) 0.63801(16) 0.29550(16) 0.0462(5) Uani 1 1 d . . . . .
H10A H 0.005684 0.683897 0.264823 0.069 Uiso 1 1 calc R U . . .
H10B H -0.098073 0.656967 0.300683 0.069 Uiso 1 1 calc R U . . .
H10C H -0.034985 0.586881 0.251142 0.069 Uiso 1 1 calc R U . . .
C12 C 0.25779(16) 0.45040(12) 0.30977(17) 0.0416(4) Uani 1 1 d . . . . .
H12A H 0.301977 0.495208 0.290369 0.062 Uiso 1 1 calc R U . . .
H12B H 0.249888 0.403230 0.259330 0.062 Uiso 1 1 calc R U . . .
H12C H 0.290495 0.428858 0.379734 0.062 Uiso 1 1 calc R U . . .
C9 C 0.05012(15) 0.69440(14) 0.47635(16) 0.0415(4) Uani 1 1 d . . . . .
H9A H 0.095958 0.679540 0.544109 0.062 Uiso 1 1 calc R U . . .
H9B H -0.018545 0.711848 0.486236 0.062 Uiso 1 1 calc R U . . .
H9C H 0.081133 0.741782 0.445076 0.062 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Ni1 2.3582(3) . ?
Ni1 P1 2.1049(4) . ?
Ni1 N1 1.9421(13) . ?
Ni1 C2 1.9085(15) . ?
P1 O1 1.6443(11) . ?
P1 C8 1.8310(16) . ?
P1 C11 1.8207(17) . ?
O1 C1 1.3945(18) . ?
O2 C5 1.3775(19) . ?
O2 C7 1.420(2) . ?
N1 C14 1.273(2) . ?
N1 C21 1.4895(19) . ?
C2 C1 1.403(2) . ?
C2 C3 1.402(2) . ?
C6 H6 0.9500 . ?
C6 C1 1.379(2) . ?
C6 C5 1.390(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.467(2) . ?
C5 C4 1.387(2) . ?
C4 H4 0.9500 . ?
C4 C3 1.398(2) . ?
C23 H23 0.9500 . ?
C23 C22 1.391(2) . ?
C23 C24 1.385(2) . ?
C15 C20 1.393(2) . ?
C15 C16 1.396(2) . ?
C20 H20 0.9500 . ?
C20 C19 1.386(2) . ?
C8 H8 1.0000 . ?
C8 C10 1.525(2) . ?
C8 C9 1.525(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.511(2) . ?
C11 H11 1.0000 . ?
C11 C13 1.526(3) . ?
C11 C12 1.523(3) . ?
C3 H3 0.9500 . ?
C22 C27 1.391(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.383(3) . ?
C18 C17 1.386(2) . ?
C26 H26 0.9500 . ?
C26 C25 1.376(3) . ?
C26 C27 1.396(2) . ?
C19 H19 0.9500 . ?
C17 H17 0.9500 . ?
C17 C16 1.386(2) . ?
C16 H16 0.9500 . ?
C24 H24 0.9500 . ?
C24 C25 1.386(3) . ?
C25 H25 0.9500 . ?
C27 H27 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 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 Br1 90.321(13) . . ?
N1 Ni1 Br1 90.83(4) . . ?
N1 Ni1 P1 175.03(4) . . ?
C2 Ni1 Br1 172.54(5) . . ?
C2 Ni1 P1 83.39(5) . . ?
C2 Ni1 N1 95.10(6) . . ?
O1 P1 Ni1 107.28(4) . . ?
O1 P1 C8 100.26(7) . . ?
O1 P1 C11 102.29(7) . . ?
C8 P1 Ni1 121.12(6) . . ?
C11 P1 Ni1 115.44(6) . . ?
C11 P1 C8 107.66(8) . . ?
C1 O1 P1 111.66(9) . . ?
C5 O2 C7 117.17(14) . . ?
C14 N1 Ni1 128.51(11) . . ?
C14 N1 C21 119.72(13) . . ?
C21 N1 Ni1 111.23(10) . . ?
C1 C2 Ni1 119.70(11) . . ?
C3 C2 Ni1 125.88(11) . . ?
C3 C2 C1 114.39(13) . . ?
C1 C6 H6 121.0 . . ?
C1 C6 C5 117.94(14) . . ?
C5 C6 H6 121.0 . . ?
O1 C1 C2 117.80(13) . . ?
C6 C1 O1 117.25(13) . . ?
C6 C1 C2 124.95(14) . . ?
N1 C14 H14 117.0 . . ?
N1 C14 C15 126.04(14) . . ?
C15 C14 H14 117.0 . . ?
O2 C5 C6 115.11(14) . . ?
O2 C5 C4 124.33(14) . . ?
C4 C5 C6 120.56(14) . . ?
C5 C4 H4 120.4 . . ?
C5 C4 C3 119.22(14) . . ?
C3 C4 H4 120.4 . . ?
C22 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
C24 C23 C22 120.99(15) . . ?
C20 C15 C14 117.15(14) . . ?
C20 C15 C16 119.32(14) . . ?
C16 C15 C14 123.45(14) . . ?
C15 C20 H20 119.7 . . ?
C19 C20 C15 120.62(15) . . ?
C19 C20 H20 119.7 . . ?
P1 C8 H8 107.3 . . ?
C10 C8 P1 114.47(13) . . ?
C10 C8 H8 107.3 . . ?
C9 C8 P1 108.68(11) . . ?
C9 C8 H8 107.3 . . ?
C9 C8 C10 111.49(16) . . ?
N1 C21 H21A 108.3 . . ?
N1 C21 H21B 108.3 . . ?
N1 C21 C22 115.89(13) . . ?
H21A C21 H21B 107.4 . . ?
C22 C21 H21A 108.3 . . ?
C22 C21 H21B 108.3 . . ?
P1 C11 H11 107.9 . . ?
C13 C11 P1 112.91(13) . . ?
C13 C11 H11 107.9 . . ?
C12 C11 P1 108.55(12) . . ?
C12 C11 H11 107.9 . . ?
C12 C11 C13 111.42(16) . . ?
C2 C3 H3 118.6 . . ?
C4 C3 C2 122.84(14) . . ?
C4 C3 H3 118.6 . . ?
C23 C22 C21 120.29(14) . . ?
C23 C22 C27 118.71(15) . . ?
C27 C22 C21 120.99(15) . . ?
C19 C18 H18 119.9 . . ?
C19 C18 C17 120.17(15) . . ?
C17 C18 H18 119.9 . . ?
C25 C26 H26 120.0 . . ?
C25 C26 C27 120.08(16) . . ?
C27 C26 H26 120.0 . . ?
C20 C19 H19 120.2 . . ?
C18 C19 C20 119.70(16) . . ?
C18 C19 H19 120.2 . . ?
C18 C17 H17 119.8 . . ?
C16 C17 C18 120.38(15) . . ?
C16 C17 H17 119.8 . . ?
C15 C16 H16 120.1 . . ?
C17 C16 C15 119.79(15) . . ?
C17 C16 H16 120.1 . . ?
C23 C24 H24 120.1 . . ?
C23 C24 C25 119.74(17) . . ?
C25 C24 H24 120.1 . . ?
C26 C25 C24 120.15(16) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C22 C27 C26 120.34(16) . . ?
C22 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O2 C7 H7A 109.5 . . ?
O2 C7 H7B 109.5 . . ?
O2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 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 C1 -2.46(11) . . . . ?
Ni1 P1 C8 C10 86.99(15) . . . . ?
Ni1 P1 C8 C9 -38.37(15) . . . . ?
Ni1 P1 C11 C13 165.27(13) . . . . ?
Ni1 P1 C11 C12 41.20(14) . . . . ?
Ni1 N1 C14 C15 11.0(2) . . . . ?
Ni1 N1 C21 C22 179.41(11) . . . . ?
Ni1 C2 C1 O1 -4.96(18) . . . . ?
Ni1 C2 C1 C6 174.71(12) . . . . ?
Ni1 C2 C3 C4 -175.35(12) . . . . ?
P1 O1 C1 C2 4.61(17) . . . . ?
P1 O1 C1 C6 -175.08(11) . . . . ?
O1 P1 C8 C10 -155.50(14) . . . . ?
O1 P1 C8 C9 79.14(14) . . . . ?
O1 P1 C11 C13 49.15(16) . . . . ?
O1 P1 C11 C12 -74.92(13) . . . . ?
O2 C5 C4 C3 177.21(15) . . . . ?
N1 C14 C15 C20 -162.04(16) . . . . ?
N1 C14 C15 C16 21.1(3) . . . . ?
N1 C21 C22 C23 74.6(2) . . . . ?
N1 C21 C22 C27 -104.32(17) . . . . ?
C6 C5 C4 C3 -2.6(2) . . . . ?
C1 C2 C3 C4 2.3(2) . . . . ?
C1 C6 C5 O2 -177.93(13) . . . . ?
C1 C6 C5 C4 1.9(2) . . . . ?
C14 N1 C21 C22 7.1(2) . . . . ?
C14 C15 C20 C19 -177.15(15) . . . . ?
C14 C15 C16 C17 176.13(15) . . . . ?
C5 C6 C1 O1 -179.24(13) . . . . ?
C5 C6 C1 C2 1.1(2) . . . . ?
C5 C4 C3 C2 0.4(2) . . . . ?
C23 C22 C27 C26 0.5(2) . . . . ?
C23 C24 C25 C26 0.4(3) . . . . ?
C15 C20 C19 C18 1.4(3) . . . . ?
C20 C15 C16 C17 -0.6(2) . . . . ?
C8 P1 O1 C1 -129.79(11) . . . . ?
C8 P1 C11 C13 -55.96(16) . . . . ?
C8 P1 C11 C12 179.97(13) . . . . ?
C21 N1 C14 C15 -178.25(15) . . . . ?
C21 C22 C27 C26 179.45(15) . . . . ?
C11 P1 O1 C1 119.42(11) . . . . ?
C11 P1 C8 C10 -48.96(17) . . . . ?
C11 P1 C8 C9 -174.32(13) . . . . ?
C3 C2 C1 O1 177.21(13) . . . . ?
C3 C2 C1 C6 -3.1(2) . . . . ?
C22 C23 C24 C25 -0.5(3) . . . . ?
C18 C17 C16 C15 0.2(3) . . . . ?
C19 C18 C17 C16 1.0(3) . . . . ?
C17 C18 C19 C20 -1.8(3) . . . . ?
C16 C15 C20 C19 -0.2(2) . . . . ?
C24 C23 C22 C21 -178.85(15) . . . . ?
C24 C23 C22 C27 0.1(2) . . . . ?
C25 C26 C27 C22 -0.7(3) . . . . ?
C27 C26 C25 C24 0.2(3) . . . . ?
C7 O2 C5 C6 173.69(16) . . . . ?
C7 O2 C5 C4 -6.2(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_rajib3
_database_code_depnum_ccdc_archive 'CCDC 2196137'
loop_
_audit_author_name
_audit_author_address
'Rajib Kumar Sarker'
;University of Montreal
Canada
;
_audit_update_record             
;
2022-08-10 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2022-08-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H33 Br N Ni O2 P'
_chemical_formula_sum            'C26 H33 Br N Ni O2 P'
_chemical_formula_weight         561.12
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
Br Br -0.6763 1.2805 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   32.2326(6)
_cell_length_b                   9.4013(2)
_cell_length_c                   21.8275(4)
_cell_angle_alpha                90
_cell_angle_beta                 128.5790(10)
_cell_angle_gamma                90
_cell_volume                     5170.76(18)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9488
_cell_measurement_temperature    100
_cell_measurement_theta_max      71.85
_cell_measurement_theta_min      3.51
_shelx_estimated_absorpt_T_max   0.771
_shelx_estimated_absorpt_T_min   0.529
_exptl_absorpt_coefficient_mu    3.648
_exptl_absorpt_correction_T_max  0.7535
_exptl_absorpt_correction_T_min  0.6062
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0835 before and 0.0400 after correction.
The Ratio of minimum to maximum transmission is 0.8045.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_modifier   ?
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.442
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2320
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.145
_exptl_crystal_size_min          0.075
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_unetI/netI     0.0156
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            34847
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         71.960
_diffrn_reflns_theta_min         3.508
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4842
_reflns_number_total             5060
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.858
_refine_diff_density_min         -0.549
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         5060
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0278
_refine_ls_R_factor_gt           0.0267
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0409P)²+6.7086P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0711
_refine_ls_wR_factor_ref         0.0720
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10), C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C20(H20A,H20B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C17(H17), C19(H19), C22(H22), C2(H2), C16(H16), C15(H15), C18(H18),
 C6(H6), C23(H23), C4(H4), C5(H5), C26(H26), C24(H24), C25(H25)
2.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C12(H12A,H12B,H12C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.57125(2) 0.59063(2) 0.48097(2) 0.02619(7) Uani 1 1 d . . . . .
Ni1 Ni 0.62325(2) 0.39518(3) 0.55048(2) 0.01548(8) Uani 1 1 d . . . . .
P1 P 0.67664(2) 0.39317(4) 0.52243(2) 0.01377(9) Uani 1 1 d . . . . .
O2 O 0.64228(4) 0.24688(12) 0.61827(6) 0.0179(2) Uani 1 1 d . . . . .
O1 O 0.74022(4) 0.36797(13) 0.59474(6) 0.0190(2) Uani 1 1 d . . . . .
N1 N 0.59884(5) 0.31539(15) 0.60262(7) 0.0175(3) Uani 1 1 d . . . . .
C1 C 0.76410(6) 0.37824(17) 0.67401(9) 0.0177(3) Uani 1 1 d . . . . .
C21 C 0.53150(6) 0.16734(19) 0.48527(9) 0.0210(3) Uani 1 1 d . . . . .
C10 C 0.67750(6) 0.54869(17) 0.47317(9) 0.0195(3) Uani 1 1 d . . . . .
H10 H 0.640600 0.570436 0.428551 0.023 Uiso 1 1 calc R U . . .
C7 C 0.66482(6) 0.23941(17) 0.46214(9) 0.0175(3) Uani 1 1 d . . . . .
H7 H 0.692383 0.236297 0.455866 0.021 Uiso 1 1 calc R U . . .
C3 C 0.77562(7) 0.4840(2) 0.78365(10) 0.0258(4) Uani 1 1 d . . . . .
H3 H 0.765410 0.549880 0.803772 0.031 Uiso 1 1 calc R U . . .
C14 C 0.60817(6) 0.31601(18) 0.72616(9) 0.0194(3) Uani 1 1 d . . . . .
C17 C 0.60361(7) 0.16724(19) 0.83219(9) 0.0234(3) Uani 1 1 d . . . . .
H17 H 0.602196 0.117409 0.867656 0.028 Uiso 1 1 calc R U . . .
C13 C 0.61085(7) 0.39968(17) 0.66959(10) 0.0223(3) Uani 1 1 d . . . . .
H13A H 0.585973 0.478201 0.649154 0.027 Uiso 1 1 calc R U . . .
H13B H 0.646159 0.439743 0.698103 0.027 Uiso 1 1 calc R U . . .
C19 C 0.57352(6) 0.35871(19) 0.74048(9) 0.0222(3) Uani 1 1 d . . . . .
H19 H 0.551473 0.436735 0.713983 0.027 Uiso 1 1 calc R U . . .
C22 C 0.54445(7) 0.03117(19) 0.47772(11) 0.0250(4) Uani 1 1 d . . . . .
H22 H 0.566649 -0.025223 0.522006 0.030 Uiso 1 1 calc R U . . .
C2 C 0.74856(6) 0.47756(18) 0.70322(10) 0.0214(3) Uani 1 1 d . . . . .
H2 H 0.720436 0.538973 0.669475 0.026 Uiso 1 1 calc R U . . .
C16 C 0.63777(7) 0.12296(19) 0.81750(10) 0.0243(3) Uani 1 1 d . . . . .
H16 H 0.658955 0.043104 0.842850 0.029 Uiso 1 1 calc R U . . .
C20 C 0.55079(6) 0.2237(2) 0.56354(10) 0.0238(3) Uani 1 1 d . . . . .
H20A H 0.522521 0.278162 0.556462 0.029 Uiso 1 1 calc R U . . .
H20B H 0.558789 0.144025 0.597614 0.029 Uiso 1 1 calc R U . . .
C15 C 0.64038(7) 0.19750(19) 0.76511(10) 0.0224(3) Uani 1 1 d . . . . .
H15 H 0.663665 0.168293 0.755983 0.027 Uiso 1 1 calc R U . . .
C18 C 0.57164(7) 0.2854(2) 0.79415(10) 0.0237(3) Uani 1 1 d . . . . .
H18 H 0.549050 0.315716 0.804411 0.028 Uiso 1 1 calc R U . . .
C6 C 0.80654(7) 0.28824(19) 0.72371(10) 0.0245(3) Uani 1 1 d . . . . .
H6 H 0.817083 0.223324 0.703662 0.029 Uiso 1 1 calc R U . . .
C23 C 0.52447(7) -0.0217(2) 0.40435(12) 0.0308(4) Uani 1 1 d . . . . .
H23 H 0.533591 -0.112812 0.399864 0.037 Uiso 1 1 calc R U . . .
C4 C 0.81765(8) 0.3929(2) 0.83394(10) 0.0283(4) Uani 1 1 d . . . . .
H4 H 0.835303 0.396837 0.887576 0.034 Uiso 1 1 calc R U . . .
C5 C 0.83334(7) 0.2958(2) 0.80415(10) 0.0295(4) Uani 1 1 d . . . . .
H5 H 0.861866 0.235537 0.837962 0.035 Uiso 1 1 calc R U . . .
C26 C 0.49773(7) 0.2495(2) 0.41809(11) 0.0298(4) Uani 1 1 d . . . . .
H26 H 0.488455 0.340546 0.422262 0.036 Uiso 1 1 calc R U . . .
C24 C 0.49117(8) 0.0609(2) 0.33836(12) 0.0349(4) Uani 1 1 d . . . . .
H24 H 0.477685 0.025468 0.289333 0.042 Uiso 1 1 calc R U . . .
C25 C 0.47785(8) 0.1968(2) 0.34520(11) 0.0376(5) Uani 1 1 d . . . . .
H25 H 0.455523 0.252724 0.300748 0.045 Uiso 1 1 calc R U . . .
C8 C 0.66851(7) 0.10438(17) 0.50452(11) 0.0221(3) Uani 1 1 d . . . . .
H8A H 0.664757 0.022367 0.475228 0.033 Uiso 1 1 calc R U . . .
H8B H 0.640736 0.104750 0.509056 0.033 Uiso 1 1 calc R U . . .
H8C H 0.702340 0.101374 0.555858 0.033 Uiso 1 1 calc R U . . .
C12 C 0.69957(7) 0.67704(18) 0.52819(11) 0.0272(4) Uani 1 1 d . . . . .
H12A H 0.696395 0.760575 0.500242 0.041 Uiso 1 1 calc R U . . .
H12B H 0.736259 0.660910 0.571560 0.041 Uiso 1 1 calc R U . . .
H12C H 0.679890 0.690207 0.547305 0.041 Uiso 1 1 calc R U . . .
C9 C 0.61043(7) 0.2536(2) 0.38100(10) 0.0278(4) Uani 1 1 d . . . . .
H9A H 0.583294 0.260374 0.386733 0.042 Uiso 1 1 calc R U . . .
H9B H 0.604023 0.171613 0.349928 0.042 Uiso 1 1 calc R U . . .
H9C H 0.609963 0.337602 0.355578 0.042 Uiso 1 1 calc R U . . .
C11 C 0.70761(7) 0.5254(2) 0.44088(11) 0.0296(4) Uani 1 1 d . . . . .
H11A H 0.743775 0.500675 0.483020 0.044 Uiso 1 1 calc R U . . .
H11B H 0.706765 0.611140 0.416240 0.044 Uiso 1 1 calc R U . . .
H11C H 0.691189 0.449724 0.403108 0.044 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Ni1 2.3055(3) . ?
Ni1 P1 2.1568(5) . ?
Ni1 O2 1.8378(11) . ?
Ni1 N1 1.8956(13) . ?
P1 O1 1.6471(11) . ?
P1 C10 1.8253(16) . ?
P1 C7 1.8279(16) . ?
O2 N1 1.3768(17) . ?
O1 C1 1.3909(19) . ?
N1 C13 1.486(2) . ?
N1 C20 1.491(2) . ?
C1 C2 1.388(2) . ?
C1 C6 1.383(2) . ?
C21 C22 1.388(3) . ?
C21 C20 1.504(2) . ?
C21 C26 1.393(2) . ?
C10 H10 0.9800 . ?
C10 C12 1.529(2) . ?
C10 C11 1.530(2) . ?
C7 H7 0.9800 . ?
C7 C8 1.531(2) . ?
C7 C9 1.535(2) . ?
C3 H3 0.9300 . ?
C3 C2 1.392(2) . ?
C3 C4 1.385(3) . ?
C14 C13 1.511(2) . ?
C14 C19 1.394(2) . ?
C14 C15 1.393(2) . ?
C17 H17 0.9300 . ?
C17 C16 1.389(2) . ?
C17 C18 1.385(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C19 H19 0.9300 . ?
C19 C18 1.392(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.393(3) . ?
C2 H2 0.9300 . ?
C16 H16 0.9300 . ?
C16 C15 1.388(2) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C15 H15 0.9300 . ?
C18 H18 0.9300 . ?
C6 H6 0.9300 . ?
C6 C5 1.394(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.379(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.386(3) . ?
C5 H5 0.9300 . ?
C26 H26 0.9300 . ?
C26 C25 1.384(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.385(3) . ?
C25 H25 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 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 Br1 101.622(15) . . ?
O2 Ni1 Br1 151.07(4) . . ?
O2 Ni1 P1 107.28(4) . . ?
O2 Ni1 N1 43.25(5) . . ?
N1 Ni1 Br1 107.88(4) . . ?
N1 Ni1 P1 150.50(4) . . ?
O1 P1 Ni1 117.74(4) . . ?
O1 P1 C10 102.29(7) . . ?
O1 P1 C7 98.76(6) . . ?
C10 P1 Ni1 117.92(5) . . ?
C10 P1 C7 106.40(8) . . ?
C7 P1 Ni1 111.49(5) . . ?
N1 O2 Ni1 70.61(7) . . ?
C1 O1 P1 125.09(10) . . ?
O2 N1 Ni1 66.14(7) . . ?
O2 N1 C13 113.86(12) . . ?
O2 N1 C20 113.85(13) . . ?
C13 N1 Ni1 115.37(10) . . ?
C13 N1 C20 114.30(13) . . ?
C20 N1 Ni1 123.88(10) . . ?
C2 C1 O1 122.66(14) . . ?
C6 C1 O1 116.28(15) . . ?
C6 C1 C2 120.98(15) . . ?
C22 C21 C20 121.19(16) . . ?
C22 C21 C26 118.80(16) . . ?
C26 C21 C20 119.92(16) . . ?
P1 C10 H10 107.3 . . ?
C12 C10 P1 109.87(12) . . ?
C12 C10 H10 107.3 . . ?
C12 C10 C11 110.91(14) . . ?
C11 C10 P1 113.82(12) . . ?
C11 C10 H10 107.3 . . ?
P1 C7 H7 108.9 . . ?
C8 C7 P1 108.53(11) . . ?
C8 C7 H7 108.9 . . ?
C8 C7 C9 111.81(14) . . ?
C9 C7 P1 109.72(11) . . ?
C9 C7 H7 108.9 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C4 C3 C2 120.43(17) . . ?
C19 C14 C13 119.70(15) . . ?
C15 C14 C13 120.96(15) . . ?
C15 C14 C19 119.33(15) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C18 C17 C16 120.17(16) . . ?
N1 C13 C14 114.42(13) . . ?
N1 C13 H13A 108.7 . . ?
N1 C13 H13B 108.7 . . ?
C14 C13 H13A 108.7 . . ?
C14 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
C14 C19 H19 119.7 . . ?
C18 C19 C14 120.50(16) . . ?
C18 C19 H19 119.7 . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C23 120.55(17) . . ?
C23 C22 H22 119.7 . . ?
C1 C2 C3 119.13(16) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 H2 120.4 . . ?
C17 C16 H16 119.9 . . ?
C15 C16 C17 120.20(16) . . ?
C15 C16 H16 119.9 . . ?
N1 C20 C21 113.56(13) . . ?
N1 C20 H20A 108.9 . . ?
N1 C20 H20B 108.9 . . ?
C21 C20 H20A 108.9 . . ?
C21 C20 H20B 108.9 . . ?
H20A C20 H20B 107.7 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.11(16) . . ?
C16 C15 H15 119.9 . . ?
C17 C18 C19 119.65(16) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C1 C6 H6 120.3 . . ?
C1 C6 C5 119.33(16) . . ?
C5 C6 H6 120.3 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 120.01(18) . . ?
C24 C23 H23 120.0 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.86(16) . . ?
C5 C4 H4 120.1 . . ?
C6 C5 H5 119.9 . . ?
C4 C5 C6 120.25(17) . . ?
C4 C5 H5 119.9 . . ?
C21 C26 H26 119.7 . . ?
C25 C26 C21 120.63(18) . . ?
C25 C26 H26 119.7 . . ?
C23 C24 H24 120.0 . . ?
C23 C24 C25 119.91(18) . . ?
C25 C24 H24 120.0 . . ?
C26 C25 C24 120.09(19) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 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
Br1 Ni1 O2 N1 4.39(12) . . . . ?
Br1 Ni1 N1 O2 -177.77(6) . . . . ?
Br1 Ni1 N1 C13 -71.52(11) . . . . ?
Br1 Ni1 N1 C20 78.60(13) . . . . ?
Ni1 P1 O1 C1 -14.64(14) . . . . ?
Ni1 P1 C10 C12 66.87(12) . . . . ?
Ni1 P1 C10 C11 -168.07(11) . . . . ?
Ni1 P1 C7 C8 -55.02(11) . . . . ?
Ni1 P1 C7 C9 67.42(12) . . . . ?
Ni1 O2 N1 C13 -108.46(12) . . . . ?
Ni1 O2 N1 C20 118.09(11) . . . . ?
Ni1 N1 C13 C14 -160.58(11) . . . . ?
Ni1 N1 C20 C21 15.5(2) . . . . ?
P1 Ni1 O2 N1 -178.47(7) . . . . ?
P1 Ni1 N1 O2 2.97(13) . . . . ?
P1 Ni1 N1 C13 109.23(12) . . . . ?
P1 Ni1 N1 C20 -100.66(14) . . . . ?
P1 O1 C1 C2 -36.1(2) . . . . ?
P1 O1 C1 C6 147.10(13) . . . . ?
O2 Ni1 N1 C13 106.25(13) . . . . ?
O2 Ni1 N1 C20 -103.63(15) . . . . ?
O2 N1 C13 C14 -86.83(17) . . . . ?
O2 N1 C20 C21 -60.84(18) . . . . ?
O1 P1 C10 C12 -64.01(12) . . . . ?
O1 P1 C10 C11 61.05(13) . . . . ?
O1 P1 C7 C8 69.51(11) . . . . ?
O1 P1 C7 C9 -168.05(12) . . . . ?
O1 C1 C2 C3 -177.95(15) . . . . ?
O1 C1 C6 C5 178.10(15) . . . . ?
C1 C6 C5 C4 -0.2(3) . . . . ?
C21 C22 C23 C24 -0.5(3) . . . . ?
C21 C26 C25 C24 0.4(3) . . . . ?
C10 P1 O1 C1 116.35(13) . . . . ?
C10 P1 C7 C8 175.16(11) . . . . ?
C10 P1 C7 C9 -62.40(13) . . . . ?
C7 P1 O1 C1 -134.63(13) . . . . ?
C7 P1 C10 C12 -167.10(11) . . . . ?
C7 P1 C10 C11 -42.05(14) . . . . ?
C3 C4 C5 C6 -0.9(3) . . . . ?
C14 C19 C18 C17 -1.5(3) . . . . ?
C17 C16 C15 C14 -0.9(3) . . . . ?
C13 N1 C20 C21 165.92(14) . . . . ?
C13 C14 C19 C18 -178.08(15) . . . . ?
C13 C14 C15 C16 179.28(16) . . . . ?
C19 C14 C13 N1 -121.71(17) . . . . ?
C19 C14 C15 C16 0.1(3) . . . . ?
C22 C21 C20 N1 98.24(18) . . . . ?
C22 C21 C26 C25 -0.6(3) . . . . ?
C22 C23 C24 C25 0.3(3) . . . . ?
C2 C1 C6 C5 1.3(3) . . . . ?
C2 C3 C4 C5 0.8(3) . . . . ?
C16 C17 C18 C19 0.7(3) . . . . ?
C20 N1 C13 C14 46.41(19) . . . . ?
C20 C21 C22 C23 177.30(15) . . . . ?
C20 C21 C26 C25 -177.28(17) . . . . ?
C15 C14 C13 N1 59.1(2) . . . . ?
C15 C14 C19 C18 1.1(3) . . . . ?
C18 C17 C16 C15 0.5(3) . . . . ?
C6 C1 C2 C3 -1.3(2) . . . . ?
C23 C24 C25 C26 -0.3(3) . . . . ?
C4 C3 C2 C1 0.3(3) . . . . ?
C26 C21 C22 C23 0.7(2) . . . . ?
C26 C21 C20 N1 -85.18(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_rajib51
_database_code_depnum_ccdc_archive 'CCDC 2201038'
loop_
_audit_author_name
_audit_author_address
'Rajib Kumar Sarker'
;University of Montreal
Canada
;
_audit_update_record             
;
2022-09-12 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2022-09-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H32 Br0.717 Cl0.283 N2 Ni O2 P'
_chemical_formula_sum            'C21 H32 Br0.70 Cl0.30 N2 Ni O2 P'
_chemical_formula_weight         500.74
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
Br Br -0.6763 1.2805 '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           7
_space_group_name_H-M_alt        'P 1 c 1'
_space_group_name_Hall           'P -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'

_cell_length_a                   20.5518(11)
_cell_length_b                   10.3023(5)
_cell_length_c                   10.8188(7)
_cell_angle_alpha                90
_cell_angle_beta                 97.918(3)
_cell_angle_gamma                90
_cell_volume                     2268.8(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9896
_cell_measurement_temperature    100
_cell_measurement_theta_max      71.86
_cell_measurement_theta_min      4.81
_shelx_estimated_absorpt_T_max   0.790
_shelx_estimated_absorpt_T_min   0.612
_exptl_absorpt_coefficient_mu    3.814
_exptl_absorpt_correction_T_max  0.753552
_exptl_absorpt_correction_T_min  0.583658
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1254 before and 0.0678 after correction.
 
For component 2:
 wR2(int) was 0.1348 before and 0.0658 after correction.
 The Ratio of minimum to maximum transmission is 0.78.

Final HKLF 4 output contains 40178 reflections, Rint = 0.0746
 (25708 with I > 3sig(I), Rint = 0.0677)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.466
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1042
_exptl_crystal_size_max          0.143
_exptl_crystal_size_mid          0.081
_exptl_crystal_size_min          0.065
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0746
_diffrn_reflns_av_unetI/netI     0.0401
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4343
_diffrn_reflns_point_group_measured_fraction_full 0.492
_diffrn_reflns_point_group_measured_fraction_max 0.481
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.555
_diffrn_reflns_theta_min         2.170
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    0.000
_reflns_Friedel_fraction_max     0.000
_reflns_number_gt                4149
_reflns_number_total             4343
_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.979
_refine_diff_density_min         -0.789
_refine_diff_density_rms         0.117
_refine_ls_abs_structure_details 
;
No quotients, so Flack parameter determined by classical intensity fit
;
_refine_ls_abs_structure_Flack   .
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     526
_refine_ls_number_reflns         4343
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0538
_refine_ls_R_factor_gt           0.0516
_refine_ls_restrained_S_all      1.046
_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)+(0.1230P)²+0.6199P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1452
_refine_ls_wR_factor_ref         0.1484
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.5758
 0.4242
2. Restrained distances
 Ni2-Cl2
 2.22 with sigma of 0.005
 Br2-Ni2
 2.35 with sigma of 0.005
 Ni1-Cl1
 2.22 with sigma of 0.001
 Br1-Ni1
 2.35 with sigma of 0.001
3. Uiso/Uaniso restraints and constraints
Uanis(Cl2) = Uanis(Br2)
Uanis(Cl1) = Uanis(Br1)
4. Rigid body (RIGU) restrains
 C17, C18, C19
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(Cl2)=1-FVAR(1)
 Sof(Br2)=FVAR(1)
 Sof(Cl1)=1-FVAR(2)
 Sof(Br1)=FVAR(2)
6.a Ternary CH refined with riding coordinates:
 C9(H9), C12(H12), C30(H30), C33(H33)
6.b Secondary CH2 refined with riding coordinates:
 N1(H1A,H1B), N3(H3A,H3B), C15(H15A,H15B), C36(H36A,H36B)
6.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21),
 C24(H24), C25(H25), C27(H27), C38(H38), C39(H39), C41(H41), C42(H42), C43(H43)
6.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C),
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C28(H28A,H28B,H28C), C29(H29A,H29B,
 H29C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C34(H34A,H34B,H34C), C35(H35A,
 H35B,H35C)
;
_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 0.25574(7) 0.17152(13) 0.22679(12) 0.0288(4) Uani 1 1 d D . . . .
Ni2 Ni 0.73843(8) 0.33086(13) 0.60559(17) 0.0268(4) Uani 1 1 d D . . . .
P1 P 0.26704(11) 0.35243(19) 0.3185(3) 0.0277(5) Uani 1 1 d . . . . .
P2 P 0.72621(11) 0.14894(19) 0.6901(3) 0.0266(5) Uani 1 1 d . . . . .
O1 O 0.3215(3) 0.3313(6) 0.4456(7) 0.0321(14) Uani 1 1 d . . . . .
O2 O 0.2170(4) -0.1068(7) 0.2005(11) 0.049(2) Uani 1 1 d . . . . .
O3 O 0.6733(3) 0.1695(5) 0.7888(7) 0.0285(14) Uani 1 1 d . . . . .
O4 O 0.7794(4) 0.6096(7) 0.6042(10) 0.044(2) Uani 1 1 d . . . . .
N1 N 0.2473(6) -0.0005(6) 0.1440(11) 0.031(2) Uani 1 1 d . . . . .
H1A H 0.224471 0.011508 0.066600 0.037 Uiso 1 1 calc R U . . .
H1B H 0.288425 -0.026438 0.133027 0.037 Uiso 1 1 calc R U . . .
N2 N 0.4585(6) 0.0139(9) 0.6753(14) 0.043(3) Uani 1 1 d . . . . .
N3 N 0.7491(7) 0.5036(8) 0.5306(12) 0.041(3) Uani 1 1 d . . . . .
H3A H 0.772460 0.491602 0.465983 0.049 Uiso 1 1 calc R U . . .
H3B H 0.708310 0.530695 0.496899 0.049 Uiso 1 1 calc R U . . .
N4 N 0.5377(6) 0.4850(10) 0.9534(14) 0.047(3) Uani 1 1 d . . . . .
C1 C 0.3407(4) 0.2042(8) 0.4610(10) 0.0281(18) Uani 1 1 d . . . . .
C2 C 0.3116(4) 0.1112(8) 0.3719(11) 0.030(2) Uani 1 1 d . . . . .
C3 C 0.3321(5) -0.0163(9) 0.3995(14) 0.033(3) Uani 1 1 d . . . . .
H3 H 0.313164 -0.083995 0.346817 0.039 Uiso 1 1 calc R U . . .
C4 C 0.3784(4) -0.0486(9) 0.4992(12) 0.036(2) Uani 1 1 d . . . . .
H4 H 0.390324 -0.137290 0.511193 0.043 Uiso 1 1 calc R U . . .
C5 C 0.4087(4) 0.0432(9) 0.5837(11) 0.029(2) Uani 1 1 d . . . . .
C6 C 0.3872(4) 0.1743(9) 0.5622(12) 0.033(2) Uani 1 1 d . . . . .
H6 H 0.404818 0.241021 0.617581 0.040 Uiso 1 1 calc R U . . .
C7 C 0.4673(5) -0.1151(11) 0.7269(13) 0.041(3) Uani 1 1 d . . . . .
H7A H 0.426602 -0.143217 0.756665 0.061 Uiso 1 1 calc R U . . .
H7B H 0.503137 -0.114564 0.796673 0.061 Uiso 1 1 calc R U . . .
H7C H 0.477979 -0.175024 0.662318 0.061 Uiso 1 1 calc R U . . .
C8 C 0.4869(6) 0.1153(12) 0.7585(17) 0.054(4) Uani 1 1 d . . . . .
H8A H 0.454200 0.145354 0.810044 0.081 Uiso 1 1 calc R U . . .
H8B H 0.500328 0.187952 0.709410 0.081 Uiso 1 1 calc R U . . .
H8C H 0.525255 0.081077 0.812491 0.081 Uiso 1 1 calc R U . . .
C9 C 0.3043(6) 0.4862(10) 0.2403(13) 0.035(3) Uani 1 1 d . . . . .
H9 H 0.272014 0.513208 0.167064 0.041 Uiso 1 1 calc R U . . .
C10 C 0.3657(5) 0.4372(9) 0.1900(13) 0.041(3) Uani 1 1 d . . . . .
H10A H 0.352990 0.374177 0.123136 0.061 Uiso 1 1 calc R U . . .
H10B H 0.395012 0.395441 0.257499 0.061 Uiso 1 1 calc R U . . .
H10C H 0.388415 0.510409 0.157076 0.061 Uiso 1 1 calc R U . . .
C11 C 0.3189(5) 0.6052(9) 0.3238(14) 0.043(3) Uani 1 1 d . . . . .
H11A H 0.277524 0.642038 0.343455 0.065 Uiso 1 1 calc R U . . .
H11B H 0.342073 0.670310 0.280311 0.065 Uiso 1 1 calc R U . . .
H11C H 0.346349 0.579695 0.401306 0.065 Uiso 1 1 calc R U . . .
C12 C 0.1983(4) 0.4207(9) 0.3871(10) 0.032(2) Uani 1 1 d . . . . .
H12 H 0.216526 0.484671 0.452369 0.039 Uiso 1 1 calc R U . . .
C13 C 0.1636(6) 0.3150(10) 0.4507(17) 0.054(4) Uani 1 1 d . . . . .
H13A H 0.155957 0.239895 0.395017 0.082 Uiso 1 1 calc R U . . .
H13B H 0.121436 0.347945 0.470098 0.082 Uiso 1 1 calc R U . . .
H13C H 0.191015 0.288916 0.528089 0.082 Uiso 1 1 calc R U . . .
C14 C 0.1489(6) 0.4939(10) 0.2895(13) 0.036(3) Uani 1 1 d . . . . .
H14A H 0.110360 0.519593 0.327977 0.054 Uiso 1 1 calc R U . . .
H14B H 0.135086 0.436699 0.218321 0.054 Uiso 1 1 calc R U . . .
H14C H 0.170004 0.571398 0.260800 0.054 Uiso 1 1 calc R U . . .
C15 C 0.1609(5) -0.0629(11) 0.2559(14) 0.049(3) Uani 1 1 d . . . . .
H15A H 0.164714 0.031659 0.271472 0.058 Uiso 1 1 calc R U . . .
H15B H 0.160527 -0.106827 0.337156 0.058 Uiso 1 1 calc R U . . .
C16 C 0.0979(6) -0.0906(10) 0.1732(15) 0.045(3) Uani 1 1 d . . . . .
C17 C 0.0551(6) -0.1846(13) 0.2068(17) 0.057(3) Uani 1 1 d . . . . .
H17 H 0.066795 -0.230371 0.282793 0.068 Uiso 1 1 calc R U . . .
C18 C -0.0028(8) -0.2138(16) 0.135(2) 0.074(4) Uani 1 1 d . . . . .
H18 H -0.030321 -0.280320 0.160035 0.089 Uiso 1 1 calc R U . . .
C19 C -0.0211(7) -0.144(2) 0.025(2) 0.077(5) Uani 1 1 d . . . . .
H19 H -0.062501 -0.160452 -0.023016 0.092 Uiso 1 1 calc R U . . .
C20 C 0.0202(7) -0.0516(16) -0.0151(19) 0.066(4) Uani 1 1 d . . . . .
H20 H 0.008306 -0.005707 -0.091066 0.079 Uiso 1 1 calc R U . . .
C21 C 0.0788(8) -0.0288(16) 0.059(2) 0.059(4) Uani 1 1 d . . . . .
H21 H 0.108066 0.032520 0.030910 0.071 Uiso 1 1 calc R U . . .
C22 C 0.6556(4) 0.3006(9) 0.7941(10) 0.0288(19) Uani 1 1 d . . . . .
C23 C 0.6836(4) 0.3907(9) 0.7220(10) 0.0283(19) Uani 1 1 d . . . . .
C24 C 0.6641(6) 0.5204(11) 0.7385(11) 0.033(2) Uani 1 1 d . . . . .
H24 H 0.682305 0.587359 0.693488 0.039 Uiso 1 1 calc R U . . .
C25 C 0.6185(4) 0.5537(8) 0.8197(12) 0.035(2) Uani 1 1 d . . . . .
H25 H 0.607911 0.642240 0.831143 0.042 Uiso 1 1 calc R U . . .
C26 C 0.5885(4) 0.4559(10) 0.8840(12) 0.036(2) Uani 1 1 d . . . . .
C27 C 0.6091(4) 0.3284(8) 0.8728(11) 0.029(2) Uani 1 1 d . . . . .
H27 H 0.591710 0.260890 0.918269 0.035 Uiso 1 1 calc R U . . .
C28 C 0.5272(6) 0.6190(10) 0.9897(15) 0.046(3) Uani 1 1 d . . . . .
H28A H 0.523726 0.674911 0.915810 0.069 Uiso 1 1 calc R U . . .
H28B H 0.564179 0.647471 1.050512 0.069 Uiso 1 1 calc R U . . .
H28C H 0.486446 0.624462 1.027103 0.069 Uiso 1 1 calc R U . . .
C29 C 0.5129(6) 0.3831(11) 1.0242(15) 0.045(3) Uani 1 1 d . . . . .
H29A H 0.548804 0.347230 1.083280 0.068 Uiso 1 1 calc R U . . .
H29B H 0.494026 0.314524 0.967515 0.068 Uiso 1 1 calc R U . . .
H29C H 0.478889 0.418066 1.070080 0.068 Uiso 1 1 calc R U . . .
C30 C 0.6890(6) 0.0173(9) 0.5914(11) 0.029(2) Uani 1 1 d . . . . .
H30 H 0.721362 -0.010407 0.535612 0.035 Uiso 1 1 calc R U . . .
C31 C 0.6279(5) 0.0670(10) 0.5088(13) 0.040(2) Uani 1 1 d . . . . .
H31A H 0.610539 -0.001410 0.450436 0.059 Uiso 1 1 calc R U . . .
H31B H 0.639366 0.143048 0.461957 0.059 Uiso 1 1 calc R U . . .
H31C H 0.594442 0.091162 0.561083 0.059 Uiso 1 1 calc R U . . .
C32 C 0.6741(5) -0.1011(9) 0.6697(11) 0.039(2) Uani 1 1 d . . . . .
H32A H 0.659695 -0.173683 0.614037 0.058 Uiso 1 1 calc R U . . .
H32B H 0.639243 -0.078933 0.719406 0.058 Uiso 1 1 calc R U . . .
H32C H 0.713827 -0.125940 0.725364 0.058 Uiso 1 1 calc R U . . .
C33 C 0.7972(5) 0.0777(9) 0.7922(11) 0.032(2) Uani 1 1 d . . . . .
H33 H 0.779418 0.012623 0.847398 0.039 Uiso 1 1 calc R U . . .
C34 C 0.8323(5) 0.1841(10) 0.8772(15) 0.048(3) Uani 1 1 d . . . . .
H34A H 0.858730 0.238305 0.828793 0.073 Uiso 1 1 calc R U . . .
H34B H 0.860878 0.143484 0.946451 0.073 Uiso 1 1 calc R U . . .
H34C H 0.799447 0.238132 0.910434 0.073 Uiso 1 1 calc R U . . .
C35 C 0.8424(9) 0.0064(12) 0.7172(18) 0.054(4) Uani 1 1 d . . . . .
H35A H 0.861553 0.067900 0.663311 0.081 Uiso 1 1 calc R U . . .
H35B H 0.817408 -0.059813 0.665587 0.081 Uiso 1 1 calc R U . . .
H35C H 0.877507 -0.035404 0.773800 0.081 Uiso 1 1 calc R U . . .
C36 C 0.8374(5) 0.5669(12) 0.6808(14) 0.047(3) Uani 1 1 d . . . . .
H36A H 0.833555 0.472566 0.695715 0.056 Uiso 1 1 calc R U . . .
H36B H 0.840210 0.611108 0.762561 0.056 Uiso 1 1 calc R U . . .
C37 C 0.9002(5) 0.5913(11) 0.6273(12) 0.039(2) Uani 1 1 d . . . . .
C38 C 0.9404(6) 0.6912(12) 0.6776(17) 0.053(3) Uani 1 1 d . . . . .
H38 H 0.929774 0.742110 0.745194 0.064 Uiso 1 1 calc R U . . .
C39 C 0.9983(6) 0.7136(12) 0.623(2) 0.066(5) Uani 1 1 d . . . . .
H39 H 1.026937 0.781441 0.655872 0.079 Uiso 1 1 calc R U . . .
C41 C 0.9726(7) 0.546(2) 0.4799(19) 0.075(5) Uani 1 1 d . . . . .
H41 H 0.982523 0.497726 0.409880 0.090 Uiso 1 1 calc R U . . .
C42 C 0.9170(7) 0.5164(13) 0.532(2) 0.054(4) Uani 1 1 d . . . . .
H42 H 0.890437 0.444488 0.502356 0.065 Uiso 1 1 calc R U . . .
C43 C 1.0144(6) 0.6448(16) 0.5289(19) 0.066(4) Uani 1 1 d . . . . .
H43 H 1.053724 0.662698 0.495110 0.079 Uiso 1 1 calc R U . . .
Br2 Br 0.79434(17) 0.2320(3) 0.4564(3) 0.0310(7) Uani 0.683(12) 1 d D . P A 1
Cl2 Cl 0.7989(11) 0.253(2) 0.468(2) 0.0310(7) Uani 0.317(12) 1 d D . P A 2
Br1 Br 0.1953(5) 0.2668(10) 0.0497(6) 0.0345(5) Uani 0.717(11) 1 d D . P B 3
Cl1 Cl 0.198(3) 0.263(6) 0.062(3) 0.0345(5) Uani 0.283(11) 1 d D . P B 4


_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 2.109(3) . ?
Ni1 N1 1.982(7) . ?
Ni1 C2 1.916(10) . ?
Ni1 Br1 2.3499(10) . ?
Ni1 Cl1 2.2200(11) . ?
Ni2 P2 2.115(3) . ?
Ni2 N3 1.980(9) . ?
Ni2 C23 1.905(10) . ?
Ni2 Br2 2.339(2) . ?
Ni2 Cl2 2.218(5) . ?
P1 O1 1.664(8) . ?
P1 C9 1.839(11) . ?
P1 C12 1.824(9) . ?
P2 O3 1.640(7) . ?
P2 C30 1.827(10) . ?
P2 C33 1.856(10) . ?
O1 C1 1.371(11) . ?
O2 N1 1.437(13) . ?
O2 C15 1.442(15) . ?
O3 C22 1.402(11) . ?
O4 N3 1.442(14) . ?
O4 C36 1.424(15) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N2 C5 1.357(17) . ?
N2 C7 1.443(14) . ?
N2 C8 1.447(19) . ?
N3 H3A 0.9100 . ?
N3 H3B 0.9100 . ?
N4 C26 1.399(14) . ?
N4 C28 1.459(14) . ?
N4 C29 1.434(17) . ?
C1 C2 1.430(14) . ?
C1 C6 1.386(16) . ?
C2 C3 1.399(13) . ?
C3 H3 0.9500 . ?
C3 C4 1.377(18) . ?
C4 H4 0.9500 . ?
C4 C5 1.401(15) . ?
C5 C6 1.430(12) . ?
C6 H6 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9 1.0000 . ?
C9 C10 1.527(16) . ?
C9 C11 1.528(17) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12 1.0000 . ?
C12 C13 1.518(13) . ?
C12 C14 1.555(15) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.497(17) . ?
C16 C17 1.389(16) . ?
C16 C21 1.40(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.36(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.40(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.38(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.37(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.387(14) . ?
C22 C27 1.395(14) . ?
C23 C24 1.413(14) . ?
C24 H24 0.9500 . ?
C24 C25 1.413(16) . ?
C25 H25 0.9500 . ?
C25 C26 1.413(15) . ?
C26 C27 1.390(13) . ?
C27 H27 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30 1.0000 . ?
C30 C31 1.526(16) . ?
C30 C32 1.539(14) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33 1.0000 . ?
C33 C34 1.545(15) . ?
C33 C35 1.505(17) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C36 C37 1.506(15) . ?
C37 C38 1.383(17) . ?
C37 C42 1.37(2) . ?
C38 H38 0.9500 . ?
C38 C39 1.42(2) . ?
C39 H39 0.9500 . ?
C39 C43 1.32(3) . ?
C41 H41 0.9500 . ?
C41 C42 1.38(2) . ?
C41 C43 1.39(3) . ?
C42 H42 0.9500 . ?
C43 H43 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 Br1 91.5(3) . . ?
P1 Ni1 Cl1 90.9(16) . . ?
N1 Ni1 P1 178.3(4) . . ?
N1 Ni1 Br1 90.1(4) . . ?
N1 Ni1 Cl1 90.7(17) . . ?
C2 Ni1 P1 83.5(3) . . ?
C2 Ni1 N1 94.9(4) . . ?
C2 Ni1 Br1 173.3(4) . . ?
C2 Ni1 Cl1 173.3(18) . . ?
P2 Ni2 Br2 90.64(13) . . ?
P2 Ni2 Cl2 94.5(7) . . ?
N3 Ni2 P2 178.4(4) . . ?
N3 Ni2 Br2 90.9(3) . . ?
N3 Ni2 Cl2 87.0(7) . . ?
C23 Ni2 P2 83.4(3) . . ?
C23 Ni2 N3 95.1(4) . . ?
C23 Ni2 Br2 171.4(3) . . ?
C23 Ni2 Cl2 177.1(6) . . ?
O1 P1 Ni1 106.9(2) . . ?
O1 P1 C9 101.7(5) . . ?
O1 P1 C12 100.7(5) . . ?
C9 P1 Ni1 118.1(4) . . ?
C12 P1 Ni1 119.4(3) . . ?
C12 P1 C9 107.0(5) . . ?
O3 P2 Ni2 107.2(2) . . ?
O3 P2 C30 102.4(4) . . ?
O3 P2 C33 101.6(4) . . ?
C30 P2 Ni2 118.1(4) . . ?
C30 P2 C33 106.6(5) . . ?
C33 P2 Ni2 118.5(3) . . ?
C1 O1 P1 112.0(6) . . ?
N1 O2 C15 110.8(8) . . ?
C22 O3 P2 110.5(6) . . ?
C36 O4 N3 110.5(9) . . ?
Ni1 N1 H1A 107.2 . . ?
Ni1 N1 H1B 107.2 . . ?
O2 N1 Ni1 120.3(8) . . ?
O2 N1 H1A 107.2 . . ?
O2 N1 H1B 107.2 . . ?
H1A N1 H1B 106.9 . . ?
C5 N2 C7 121.9(10) . . ?
C5 N2 C8 119.5(10) . . ?
C7 N2 C8 113.9(12) . . ?
Ni2 N3 H3A 107.0 . . ?
Ni2 N3 H3B 107.0 . . ?
O4 N3 Ni2 121.2(9) . . ?
O4 N3 H3A 107.0 . . ?
O4 N3 H3B 107.0 . . ?
H3A N3 H3B 106.8 . . ?
C26 N4 C28 119.8(10) . . ?
C26 N4 C29 118.4(10) . . ?
C29 N4 C28 118.1(10) . . ?
O1 C1 C2 118.1(9) . . ?
O1 C1 C6 117.6(8) . . ?
C6 C1 C2 124.2(8) . . ?
C1 C2 Ni1 118.9(7) . . ?
C3 C2 Ni1 127.5(9) . . ?
C3 C2 C1 113.5(9) . . ?
C2 C3 H3 118.3 . . ?
C4 C3 C2 123.4(10) . . ?
C4 C3 H3 118.3 . . ?
C3 C4 H4 118.5 . . ?
C3 C4 C5 123.0(9) . . ?
C5 C4 H4 118.5 . . ?
N2 C5 C4 123.3(9) . . ?
N2 C5 C6 120.9(10) . . ?
C4 C5 C6 115.6(9) . . ?
C1 C6 C5 120.2(9) . . ?
C1 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
P1 C9 H9 107.5 . . ?
C10 C9 P1 109.4(7) . . ?
C10 C9 H9 107.5 . . ?
C10 C9 C11 111.8(10) . . ?
C11 C9 P1 112.9(9) . . ?
C11 C9 H9 107.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
P1 C12 H12 107.8 . . ?
C13 C12 P1 110.3(7) . . ?
C13 C12 H12 107.8 . . ?
C13 C12 C14 110.6(9) . . ?
C14 C12 P1 112.4(7) . . ?
C14 C12 H12 107.8 . . ?
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 . . ?
O2 C15 H15A 109.3 . . ?
O2 C15 H15B 109.3 . . ?
O2 C15 C16 111.5(11) . . ?
H15A C15 H15B 108.0 . . ?
C16 C15 H15A 109.3 . . ?
C16 C15 H15B 109.3 . . ?
C17 C16 C15 120.3(14) . . ?
C17 C16 C21 115.9(14) . . ?
C21 C16 C15 123.8(12) . . ?
C16 C17 H17 118.6 . . ?
C18 C17 C16 122.8(17) . . ?
C18 C17 H17 118.6 . . ?
C17 C18 H18 120.6 . . ?
C17 C18 C19 118.8(15) . . ?
C19 C18 H18 120.6 . . ?
C18 C19 H19 119.4 . . ?
C20 C19 C18 121.2(16) . . ?
C20 C19 H19 119.4 . . ?
C19 C20 H20 121.3 . . ?
C21 C20 C19 117.4(18) . . ?
C21 C20 H20 121.3 . . ?
C16 C21 H21 118.1 . . ?
C20 C21 C16 123.7(16) . . ?
C20 C21 H21 118.1 . . ?
C23 C22 O3 119.5(8) . . ?
C23 C22 C27 125.3(8) . . ?
C27 C22 O3 115.2(8) . . ?
C22 C23 Ni2 118.9(7) . . ?
C22 C23 C24 114.6(9) . . ?
C24 C23 Ni2 126.4(8) . . ?
C23 C24 H24 118.9 . . ?
C23 C24 C25 122.1(10) . . ?
C25 C24 H24 118.9 . . ?
C24 C25 H25 119.8 . . ?
C24 C25 C26 120.3(9) . . ?
C26 C25 H25 119.8 . . ?
N4 C26 C25 121.3(10) . . ?
C27 C26 N4 120.6(10) . . ?
C27 C26 C25 118.1(9) . . ?
C22 C27 H27 120.3 . . ?
C26 C27 C22 119.3(9) . . ?
C26 C27 H27 120.3 . . ?
N4 C28 H28A 109.5 . . ?
N4 C28 H28B 109.5 . . ?
N4 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N4 C29 H29A 109.5 . . ?
N4 C29 H29B 109.5 . . ?
N4 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
P2 C30 H30 107.7 . . ?
C31 C30 P2 109.8(7) . . ?
C31 C30 H30 107.7 . . ?
C31 C30 C32 112.2(9) . . ?
C32 C30 P2 111.5(8) . . ?
C32 C30 H30 107.7 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
P2 C33 H33 107.4 . . ?
C34 C33 P2 109.7(6) . . ?
C34 C33 H33 107.4 . . ?
C35 C33 P2 111.4(10) . . ?
C35 C33 H33 107.4 . . ?
C35 C33 C34 113.3(10) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
O4 C36 H36A 108.6 . . ?
O4 C36 H36B 108.6 . . ?
O4 C36 C37 114.7(10) . . ?
H36A C36 H36B 107.6 . . ?
C37 C36 H36A 108.6 . . ?
C37 C36 H36B 108.6 . . ?
C38 C37 C36 118.1(12) . . ?
C42 C37 C36 120.9(11) . . ?
C42 C37 C38 121.1(12) . . ?
C37 C38 H38 121.7 . . ?
C37 C38 C39 116.6(15) . . ?
C39 C38 H38 121.7 . . ?
C38 C39 H39 118.4 . . ?
C43 C39 C38 123.1(14) . . ?
C43 C39 H39 118.4 . . ?
C42 C41 H41 119.7 . . ?
C42 C41 C43 120.6(17) . . ?
C43 C41 H41 119.7 . . ?
C37 C42 C41 119.7(14) . . ?
C37 C42 H42 120.2 . . ?
C41 C42 H42 120.2 . . ?
C39 C43 C41 118.8(14) . . ?
C39 C43 H43 120.6 . . ?
C41 C43 H43 120.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 P1 O1 C1 -4.0(7) . . . . ?
Ni1 P1 C9 C10 -46.3(11) . . . . ?
Ni1 P1 C9 C11 -171.6(7) . . . . ?
Ni1 P1 C12 C13 40.8(11) . . . . ?
Ni1 P1 C12 C14 -83.0(8) . . . . ?
Ni1 C2 C3 C4 172.1(9) . . . . ?
Ni2 P2 O3 C22 -3.9(6) . . . . ?
Ni2 P2 C30 C31 -46.5(9) . . . . ?
Ni2 P2 C30 C32 -171.4(6) . . . . ?
Ni2 P2 C33 C34 42.9(9) . . . . ?
Ni2 P2 C33 C35 -83.4(9) . . . . ?
Ni2 C23 C24 C25 174.2(9) . . . . ?
P1 O1 C1 C2 -1.5(10) . . . . ?
P1 O1 C1 C6 178.6(7) . . . . ?
P2 O3 C22 C23 -0.8(11) . . . . ?
P2 O3 C22 C27 178.1(7) . . . . ?
O1 P1 C9 C10 70.3(10) . . . . ?
O1 P1 C9 C11 -55.0(9) . . . . ?
O1 P1 C12 C13 -75.7(10) . . . . ?
O1 P1 C12 C14 160.5(7) . . . . ?
O1 C1 C2 Ni1 7.3(11) . . . . ?
O1 C1 C2 C3 -177.0(9) . . . . ?
O1 C1 C6 C5 179.5(8) . . . . ?
O2 C15 C16 C17 110.1(14) . . . . ?
O2 C15 C16 C21 -68.3(16) . . . . ?
O3 P2 C30 C31 70.9(8) . . . . ?
O3 P2 C30 C32 -54.0(9) . . . . ?
O3 P2 C33 C34 -74.2(8) . . . . ?
O3 P2 C33 C35 159.5(9) . . . . ?
O3 C22 C23 Ni2 6.2(12) . . . . ?
O3 C22 C23 C24 -177.6(9) . . . . ?
O3 C22 C27 C26 -179.9(9) . . . . ?
O4 C36 C37 C38 105.2(14) . . . . ?
O4 C36 C37 C42 -75.2(16) . . . . ?
N1 O2 C15 C16 100.0(11) . . . . ?
N2 C5 C6 C1 173.8(10) . . . . ?
N3 O4 C36 C37 96.5(12) . . . . ?
N4 C26 C27 C22 174.3(12) . . . . ?
C1 C2 C3 C4 -3.1(16) . . . . ?
C2 C1 C6 C5 -0.4(15) . . . . ?
C2 C3 C4 C5 0.9(18) . . . . ?
C3 C4 C5 N2 -173.9(11) . . . . ?
C3 C4 C5 C6 1.7(15) . . . . ?
C4 C5 C6 C1 -1.9(14) . . . . ?
C6 C1 C2 Ni1 -172.8(7) . . . . ?
C6 C1 C2 C3 2.8(14) . . . . ?
C7 N2 C5 C4 -25.6(18) . . . . ?
C7 N2 C5 C6 159.1(12) . . . . ?
C8 N2 C5 C4 -179.9(12) . . . . ?
C8 N2 C5 C6 4.7(18) . . . . ?
C9 P1 O1 C1 -128.4(7) . . . . ?
C9 P1 C12 C13 178.4(10) . . . . ?
C9 P1 C12 C14 54.6(9) . . . . ?
C12 P1 O1 C1 121.5(7) . . . . ?
C12 P1 C9 C10 175.4(9) . . . . ?
C12 P1 C9 C11 50.2(10) . . . . ?
C15 O2 N1 Ni1 39.5(13) . . . . ?
C15 C16 C17 C18 180.0(14) . . . . ?
C15 C16 C21 C20 -178.1(15) . . . . ?
C16 C17 C18 C19 -2(3) . . . . ?
C17 C16 C21 C20 3(2) . . . . ?
C17 C18 C19 C20 3(3) . . . . ?
C18 C19 C20 C21 -2(3) . . . . ?
C19 C20 C21 C16 -2(3) . . . . ?
C21 C16 C17 C18 -2(2) . . . . ?
C22 C23 C24 C25 -1.6(16) . . . . ?
C23 C22 C27 C26 -1.0(17) . . . . ?
C23 C24 C25 C26 -2.6(18) . . . . ?
C24 C25 C26 N4 -172.5(12) . . . . ?
C24 C25 C26 C27 5.1(17) . . . . ?
C25 C26 C27 C22 -3.4(16) . . . . ?
C27 C22 C23 Ni2 -172.7(8) . . . . ?
C27 C22 C23 C24 3.5(15) . . . . ?
C28 N4 C26 C25 -17(2) . . . . ?
C28 N4 C26 C27 165.2(13) . . . . ?
C29 N4 C26 C25 -175.3(12) . . . . ?
C29 N4 C26 C27 7(2) . . . . ?
C30 P2 O3 C22 -128.8(7) . . . . ?
C30 P2 C33 C34 179.0(9) . . . . ?
C30 P2 C33 C35 52.6(10) . . . . ?
C33 P2 O3 C22 121.1(6) . . . . ?
C33 P2 C30 C31 177.2(8) . . . . ?
C33 P2 C30 C32 52.3(9) . . . . ?
C36 O4 N3 Ni2 45.0(12) . . . . ?
C36 C37 C38 C39 -178.5(12) . . . . ?
C36 C37 C42 C41 176.1(14) . . . . ?
C37 C38 C39 C43 0(2) . . . . ?
C38 C37 C42 C41 -4(2) . . . . ?
C38 C39 C43 C41 0(3) . . . . ?
C42 C37 C38 C39 2(2) . . . . ?
C42 C41 C43 C39 -3(3) . . . . ?
C43 C41 C42 C37 5(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.5758
2 0.4242

_vrf_PLAT034_rajib51             
;
RESPONSE
Crystal is twinned and HKLF 5 refection file was generated after  mergeing 
of friedel pairs.
;
_vrf_PLAT341_rajib51             
;
RESPONSE
There is no clear evidence for a disorder. Crystal is a twin and 
non-crystallographic C2 symmetry parallel to C- axis are most likely 
causes for low bond precision.
;
_vrf_PLAT420_rajib51             
;
RESPONSE
H atom is attached to a coordinated N atom of a protected hydroxyl
amine. No other geometry is possible.
;
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_rajib4
_database_code_depnum_ccdc_archive 'CCDC 2196152'
loop_
_audit_author_name
_audit_author_address
'Rajib Kumar Sarker'
;University of Montreal
Canada
;
_audit_update_record             
;
2022-08-10 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2022-08-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H32 Br N2 Ni O P'
_chemical_formula_sum            'C18 H32 Br N2 Ni O P'
_chemical_formula_weight         462.04
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
Br Br -0.6763 1.2805 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   29.6233(12)
_cell_length_b                   8.5715(4)
_cell_length_c                   21.7605(15)
_cell_angle_alpha                90
_cell_angle_beta                 130.3570(10)
_cell_angle_gamma                90
_cell_volume                     4210.4(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9973
_cell_measurement_temperature    100
_cell_measurement_theta_max      70.105
_cell_measurement_theta_min      2.986
_shelx_estimated_absorpt_T_max   0.724
_shelx_estimated_absorpt_T_min   0.604
_exptl_absorpt_coefficient_mu    4.319
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.5067
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0924 before and 0.0643 after correction.
The Ratio of minimum to maximum transmission is 0.6726.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.458
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1920
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Smart diffractometer equipped with an APEX II CCD Detector,
an Incoatec IMuS source and a Quazar MX mirror. The crystal-to-detector distance 
was 4.0 cm, and the data collection was carried out in 512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 180.0 degree
scan in 180 frames over three different parts of the reciprocal space
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0450
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            41086
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.098
_diffrn_reflns_theta_min         3.916
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 8.3
_diffrn_detector_type            'Bruker APEX2 CCD'
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker Smart APEX'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           0.65
_diffrn_source_power             0.029119999999999997
_diffrn_source_voltage           44.8
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3916
_reflns_number_total             3962
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       
;
APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.500
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         3962
_refine_ls_number_restraints     26
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0299
_refine_ls_restrained_S_all      1.082
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0490P)²+4.3171P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0841
_refine_ls_wR_factor_ref         0.0843
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H17B,H17C} of C17B, {H15A,H15B} of C15A
 At 1.5 times of:
  All C(H,H,H) groups, {H14A,H14B} of C14
2. Restrained distances
 C15A-C16A \\sim C17B-C18B
 with sigma of 0.02
 C15B-C16B \\sim C17A-C18A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C15A \\sim C15B \\sim C17A \\sim C17B: within 1A with sigma of 0.01 and sigma
for terminal atoms of 0.01 within 1A
C16B \\sim C16A \\sim C18B \\sim C18A: within 1A with sigma of 0.01 and sigma
for terminal atoms of 0.01 within 1A
4. Others
 Sof(C18B)=Sof(H18D)=Sof(H18E)=Sof(H18F)=Sof(C17B)=Sof(H17B)=Sof(H17C)=
 Sof(C15B)=Sof(H15C)=Sof(C16B)=Sof(H16D)=Sof(H16E)=Sof(H16F)=1-FVAR(1)
 Sof(C17A)=Sof(H17A)=Sof(C16A)=Sof(H16A)=Sof(H16B)=Sof(H16C)=Sof(C15A)=
 Sof(H15A)=Sof(H15B)=Sof(C18A)=Sof(H18A)=Sof(H18B)=Sof(H18C)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C12(H12), C9(H9)
5.b Secondary CH2 refined with riding coordinates:
 C15A(H15A,H15B), C17B(H17B,H17C)
5.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C3(H3), C4(H4), C17A(H17A), C15B(H15C)
5.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C7(H7A,H7B,H7C), C11(H11A,H11B,H11C),
 C13(H13A,H13B,H13C), C16A(H16A,H16B,H16C), C18A(H18A,H18B,H18C), C18B(H18D,
 H18E,H18F), C16B(H16D,H16E,H16F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.63735(2) 0.92471(3) 0.61457(2) 0.03970(10) Uani 1 1 d . . . . .
Ni1 Ni 0.64348(2) 0.74073(4) 0.53885(2) 0.03243(11) Uani 1 1 d . . . . .
P1 P 0.56556(2) 0.82811(6) 0.42966(3) 0.03278(13) Uani 1 1 d . . . . .
O1 O 0.54576(6) 0.70399(17) 0.35824(8) 0.0364(3) Uani 1 1 d . . . . .
N1 N 0.71189(8) 0.6422(2) 0.63759(10) 0.0393(4) Uani 1 1 d . . . . .
N2 N 0.63153(10) 0.3348(3) 0.29420(12) 0.0528(5) Uani 1 1 d . . . . .
C1 C 0.59295(9) 0.6057(2) 0.38500(12) 0.0331(4) Uani 1 1 d . . . . .
C2 C 0.64224(9) 0.6062(2) 0.46771(12) 0.0362(4) Uani 1 1 d . . . . .
C6 C 0.58727(9) 0.5184(2) 0.32686(12) 0.0338(4) Uani 1 1 d . . . . .
H6 H 0.552041 0.523568 0.272011 0.041 Uiso 1 1 calc R U . . .
C5 C 0.63430(10) 0.4221(2) 0.35017(13) 0.0401(5) Uani 1 1 d . . . . .
C12 C 0.56863(11) 1.0112(3) 0.38897(13) 0.0452(5) Uani 1 1 d . . . . .
H12 H 0.530889 1.020161 0.331905 0.054 Uiso 1 1 calc R U . . .
C3 C 0.68798(11) 0.5091(3) 0.48821(13) 0.0480(6) Uani 1 1 d . . . . .
H3 H 0.723058 0.504167 0.543174 0.058 Uiso 1 1 calc R U . . .
C8 C 0.58080(12) 0.3394(4) 0.21195(14) 0.0587(7) Uani 1 1 d . . . . .
H8A H 0.545817 0.312809 0.205642 0.088 Uiso 1 1 calc R U . . .
H8B H 0.585123 0.264122 0.182169 0.088 Uiso 1 1 calc R U . . .
H8C H 0.576119 0.444496 0.190764 0.088 Uiso 1 1 calc R U . . .
C9 C 0.49902(10) 0.8360(3) 0.41857(14) 0.0464(5) Uani 1 1 d . . . . .
H9 H 0.502550 0.928908 0.449235 0.056 Uiso 1 1 calc R U . . .
C10 C 0.49615(12) 0.6910(4) 0.45672(17) 0.0616(7) Uani 1 1 d . . . . .
H10A H 0.495818 0.597452 0.430555 0.092 Uiso 1 1 calc R U . . .
H10B H 0.459979 0.694147 0.449711 0.092 Uiso 1 1 calc R U . . .
H10C H 0.530807 0.688453 0.514372 0.092 Uiso 1 1 calc R U . . .
C7 C 0.68394(12) 0.2552(3) 0.31837(15) 0.0528(6) Uani 1 1 d . . . . .
H7A H 0.716204 0.330613 0.341763 0.079 Uiso 1 1 calc R U . . .
H7B H 0.675356 0.205812 0.271166 0.079 Uiso 1 1 calc R U . . .
H7C H 0.695756 0.175208 0.358542 0.079 Uiso 1 1 calc R U . . .
C4 C 0.68500(12) 0.4193(3) 0.43263(14) 0.0504(6) Uani 1 1 d . . . . .
H4 H 0.717605 0.354957 0.450419 0.060 Uiso 1 1 calc R U . . .
C14 C 0.57376(16) 1.1560(3) 0.43396(17) 0.0580(7) Uani 1 1 d . . . . .
H14A H 0.5713(18) 1.249(5) 0.408(2) 0.087 Uiso 1 1 d . U . . .
H14B H 0.6122(17) 1.146(5) 0.492(2) 0.087 Uiso 1 1 d . U . . .
C11 C 0.44249(11) 0.8565(4) 0.32995(16) 0.0618(8) Uani 1 1 d . . . . .
H11A H 0.444899 0.954358 0.308925 0.093 Uiso 1 1 calc R U . . .
H11B H 0.407862 0.859280 0.326571 0.093 Uiso 1 1 calc R U . . .
H11C H 0.438726 0.768892 0.297960 0.093 Uiso 1 1 calc R U . . .
C13 C 0.61945(16) 1.0015(3) 0.3873(2) 0.0648(7) Uani 1 1 d . . . . .
H13A H 0.657339 0.998644 0.442675 0.097 Uiso 1 1 calc R U . . .
H13B H 0.618378 1.093021 0.359411 0.097 Uiso 1 1 calc R U . . .
H13C H 0.615157 0.906596 0.358809 0.097 Uiso 1 1 calc R U . . .
C17A C 0.7664(4) 0.6757(9) 0.6779(5) 0.0440(14) Uani 0.688(16) 1 d D U P A 1
H17A H 0.795403 0.624104 0.727674 0.053 Uiso 0.688(16) 1 calc R U P A 1
C16A C 0.6664(4) 0.3876(9) 0.6237(6) 0.0527(15) Uani 0.688(16) 1 d D U P A 1
H16A H 0.629075 0.418652 0.571353 0.079 Uiso 0.688(16) 1 calc R U P A 1
H16B H 0.658125 0.316063 0.650510 0.079 Uiso 0.688(16) 1 calc R U P A 1
H16C H 0.691666 0.335374 0.615733 0.079 Uiso 0.688(16) 1 calc R U P A 1
C15A C 0.6977(3) 0.5307(6) 0.6756(3) 0.0461(13) Uani 0.688(16) 1 d D U P A 1
H15A H 0.672225 0.583124 0.683844 0.055 Uiso 0.688(16) 1 calc R U P A 1
H15B H 0.734837 0.498898 0.729082 0.055 Uiso 0.688(16) 1 calc R U P A 1
C18A C 0.7853(3) 0.7905(8) 0.6498(4) 0.0531(14) Uani 0.688(16) 1 d D U P A 1
H18A H 0.750455 0.839058 0.600212 0.080 Uiso 0.688(16) 1 calc R U P A 1
H18B H 0.809073 0.739376 0.638878 0.080 Uiso 0.688(16) 1 calc R U P A 1
H18C H 0.809179 0.870692 0.691250 0.080 Uiso 0.688(16) 1 calc R U P A 1
C18B C 0.7863(8) 0.750(3) 0.6299(11) 0.067(4) Uani 0.312(16) 1 d D U P A 2
H18D H 0.762698 0.831548 0.589066 0.101 Uiso 0.312(16) 1 calc R U P A 2
H18E H 0.781238 0.651422 0.603294 0.101 Uiso 0.312(16) 1 calc R U P A 2
H18F H 0.828215 0.780085 0.666274 0.101 Uiso 0.312(16) 1 calc R U P A 2
C17B C 0.7661(9) 0.731(2) 0.6773(12) 0.057(4) Uani 0.312(16) 1 d D U P A 2
H17B H 0.798110 0.678700 0.728879 0.068 Uiso 0.312(16) 1 calc R U P A 2
H17C H 0.760404 0.835683 0.690307 0.068 Uiso 0.312(16) 1 calc R U P A 2
C15B C 0.7112(6) 0.5146(18) 0.6657(8) 0.049(3) Uani 0.312(16) 1 d D U P A 2
H15C H 0.747710 0.472471 0.711881 0.059 Uiso 0.312(16) 1 calc R U P A 2
C16B C 0.6574(8) 0.429(3) 0.6309(14) 0.068(4) Uani 0.312(16) 1 d D U P A 2
H16D H 0.627586 0.454797 0.573406 0.102 Uiso 0.312(16) 1 calc R U P A 2
H16E H 0.642403 0.458479 0.658371 0.102 Uiso 0.312(16) 1 calc R U P A 2
H16F H 0.665570 0.317166 0.637170 0.102 Uiso 0.312(16) 1 calc R U P A 2
H14C H 0.5384(15) 1.163(4) 0.4301(19) 0.064(9) 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
Br1 Ni1 2.3711(4) . ?
Ni1 P1 2.1051(6) . ?
Ni1 N1 1.9486(17) . ?
Ni1 C2 1.912(2) . ?
P1 O1 1.6462(14) . ?
P1 C12 1.833(2) . ?
P1 C9 1.826(2) . ?
O1 C1 1.396(2) . ?
N1 C17A 1.275(9) . ?
N1 C15A 1.491(7) . ?
N1 C17B 1.45(2) . ?
N1 C15B 1.260(14) . ?
N2 C5 1.386(3) . ?
N2 C8 1.407(3) . ?
N2 C7 1.448(3) . ?
C1 C2 1.403(3) . ?
C1 C6 1.383(3) . ?
C2 C3 1.395(3) . ?
C6 H6 0.9500 . ?
C6 C5 1.401(3) . ?
C5 C4 1.409(3) . ?
C12 H12 1.0000 . ?
C12 C14 1.526(3) . ?
C12 C13 1.531(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9 1.0000 . ?
C9 C10 1.527(4) . ?
C9 C11 1.540(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C4 H4 0.9500 . ?
C14 H14A 0.95(4) . ?
C14 H14B 1.02(4) . ?
C14 H14C 1.00(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C17A H17A 0.9500 . ?
C17A C18A 1.449(10) . ?
C16A H16A 0.9800 . ?
C16A H16B 0.9800 . ?
C16A H16C 0.9800 . ?
C16A C15A 1.511(8) . ?
C15A H15A 0.9900 . ?
C15A H15B 0.9900 . ?
C18A H18A 0.9800 . ?
C18A H18B 0.9800 . ?
C18A H18C 0.9800 . ?
C18B H18D 0.9800 . ?
C18B H18E 0.9800 . ?
C18B H18F 0.9800 . ?
C18B C17B 1.499(19) . ?
C17B H17B 0.9900 . ?
C17B H17C 0.9900 . ?
C15B H15C 0.9500 . ?
C15B C16B 1.444(18) . ?
C16B H16D 0.9800 . ?
C16B H16E 0.9800 . ?
C16B H16F 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 Br1 91.509(19) . . ?
N1 Ni1 Br1 90.86(5) . . ?
N1 Ni1 P1 174.88(6) . . ?
C2 Ni1 Br1 173.73(6) . . ?
C2 Ni1 P1 82.44(6) . . ?
C2 Ni1 N1 95.30(8) . . ?
O1 P1 Ni1 107.20(5) . . ?
O1 P1 C12 101.31(9) . . ?
O1 P1 C9 101.82(9) . . ?
C12 P1 Ni1 119.26(8) . . ?
C9 P1 Ni1 117.60(8) . . ?
C9 P1 C12 106.95(12) . . ?
C1 O1 P1 110.36(12) . . ?
C17A N1 Ni1 127.6(3) . . ?
C17A N1 C15A 116.7(4) . . ?
C15A N1 Ni1 115.1(3) . . ?
C17B N1 Ni1 112.9(9) . . ?
C15B N1 Ni1 125.4(6) . . ?
C15B N1 C17B 121.7(10) . . ?
C5 N2 C8 120.61(19) . . ?
C5 N2 C7 119.7(2) . . ?
C8 N2 C7 119.10(19) . . ?
O1 C1 C2 117.54(17) . . ?
C6 C1 O1 116.69(17) . . ?
C6 C1 C2 125.75(19) . . ?
C1 C2 Ni1 119.95(15) . . ?
C3 C2 Ni1 126.57(16) . . ?
C3 C2 C1 113.39(18) . . ?
C1 C6 H6 120.5 . . ?
C1 C6 C5 118.94(18) . . ?
C5 C6 H6 120.5 . . ?
N2 C5 C6 121.4(2) . . ?
N2 C5 C4 121.2(2) . . ?
C6 C5 C4 117.45(19) . . ?
P1 C12 H12 107.5 . . ?
C14 C12 P1 113.70(17) . . ?
C14 C12 H12 107.5 . . ?
C14 C12 C13 111.6(2) . . ?
C13 C12 P1 108.78(16) . . ?
C13 C12 H12 107.5 . . ?
C2 C3 H3 118.2 . . ?
C4 C3 C2 123.5(2) . . ?
C4 C3 H3 118.2 . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
P1 C9 H9 107.7 . . ?
C10 C9 P1 109.48(17) . . ?
C10 C9 H9 107.7 . . ?
C10 C9 C11 112.0(2) . . ?
C11 C9 P1 112.04(17) . . ?
C11 C9 H9 107.7 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C4 H4 119.5 . . ?
C3 C4 C5 120.9(2) . . ?
C3 C4 H4 119.5 . . ?
C12 C14 H14A 112(2) . . ?
C12 C14 H14B 107(2) . . ?
C12 C14 H14C 109.3(19) . . ?
H14A C14 H14B 114(3) . . ?
H14A C14 H14C 103(3) . . ?
H14B C14 H14C 112(3) . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 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 . . ?
N1 C17A H17A 119.1 . . ?
N1 C17A C18A 121.8(6) . . ?
C18A C17A H17A 119.1 . . ?
H16A C16A H16B 109.5 . . ?
H16A C16A H16C 109.5 . . ?
H16B C16A H16C 109.5 . . ?
C15A C16A H16A 109.5 . . ?
C15A C16A H16B 109.5 . . ?
C15A C16A H16C 109.5 . . ?
N1 C15A C16A 111.3(6) . . ?
N1 C15A H15A 109.4 . . ?
N1 C15A H15B 109.4 . . ?
C16A C15A H15A 109.4 . . ?
C16A C15A H15B 109.4 . . ?
H15A C15A H15B 108.0 . . ?
C17A C18A H18A 109.5 . . ?
C17A C18A H18B 109.5 . . ?
C17A C18A H18C 109.5 . . ?
H18A C18A H18B 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
H18D C18B H18E 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
C17B C18B H18D 109.5 . . ?
C17B C18B H18E 109.5 . . ?
C17B C18B H18F 109.5 . . ?
N1 C17B C18B 115.4(14) . . ?
N1 C17B H17B 108.4 . . ?
N1 C17B H17C 108.4 . . ?
C18B C17B H17B 108.4 . . ?
C18B C17B H17C 108.4 . . ?
H17B C17B H17C 107.5 . . ?
N1 C15B H15C 118.5 . . ?
N1 C15B C16B 122.9(13) . . ?
C16B C15B H15C 118.5 . . ?
C15B C16B H16D 109.5 . . ?
C15B C16B H16E 109.5 . . ?
C15B C16B H16F 109.5 . . ?
H16D C16B H16E 109.5 . . ?
H16D C16B H16F 109.5 . . ?
H16E C16B H16F 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 C1 -16.63(14) . . . . ?
Ni1 P1 C12 C14 -74.6(2) . . . . ?
Ni1 P1 C12 C13 50.4(2) . . . . ?
Ni1 P1 C9 C10 -38.79(18) . . . . ?
Ni1 P1 C9 C11 -163.73(17) . . . . ?
Ni1 N1 C17A C18A -5.2(12) . . . . ?
Ni1 N1 C15A C16A 67.5(7) . . . . ?
Ni1 N1 C17B C18B -62.8(18) . . . . ?
Ni1 N1 C15B C16B -5(3) . . . . ?
Ni1 C2 C3 C4 -177.1(2) . . . . ?
P1 O1 C1 C2 12.2(2) . . . . ?
P1 O1 C1 C6 -166.57(15) . . . . ?
O1 P1 C12 C14 168.2(2) . . . . ?
O1 P1 C12 C13 -66.81(19) . . . . ?
O1 P1 C9 C10 77.97(17) . . . . ?
O1 P1 C9 C11 -47.0(2) . . . . ?
O1 C1 C2 Ni1 -0.9(3) . . . . ?
O1 C1 C2 C3 -177.6(2) . . . . ?
O1 C1 C6 C5 177.69(18) . . . . ?
N2 C5 C4 C3 178.8(3) . . . . ?
C1 C2 C3 C4 -0.7(4) . . . . ?
C1 C6 C5 N2 -178.5(2) . . . . ?
C1 C6 C5 C4 0.5(3) . . . . ?
C2 C1 C6 C5 -0.9(3) . . . . ?
C2 C3 C4 C5 0.3(4) . . . . ?
C6 C1 C2 Ni1 177.67(17) . . . . ?
C6 C1 C2 C3 1.0(3) . . . . ?
C6 C5 C4 C3 -0.2(4) . . . . ?
C12 P1 O1 C1 109.08(15) . . . . ?
C12 P1 C9 C10 -176.17(16) . . . . ?
C12 P1 C9 C11 58.9(2) . . . . ?
C8 N2 C5 C6 -0.6(4) . . . . ?
C8 N2 C5 C4 -179.6(3) . . . . ?
C9 P1 O1 C1 -140.70(15) . . . . ?
C9 P1 C12 C14 61.9(2) . . . . ?
C9 P1 C12 C13 -173.04(18) . . . . ?
C7 N2 C5 C6 170.8(2) . . . . ?
C7 N2 C5 C4 -8.1(4) . . . . ?
C17A N1 C15A C16A -120.7(9) . . . . ?
C15A N1 C17A C18A -175.7(9) . . . . ?
C17B N1 C15B C16B 175(2) . . . . ?
C15B N1 C17B C18B 117(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_loic123
_database_code_depnum_ccdc_archive 'CCDC 2201039'
loop_
_audit_author_name
_audit_author_address
'Loic P Mangin'
;Universite de Montreal
Canada
;
_audit_update_record             
;
2022-08-11 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2022-05-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H47 Br N2 Ni O2 P2'
_chemical_formula_sum            'C28 H47 Br N2 Ni O2 P2'
_chemical_formula_weight         644.23
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.9338 1.0006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -1.3357 3.2904 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2543 0.3332 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.6766(3)
_cell_length_b                   10.8198(4)
_cell_length_c                   16.2208(6)
_cell_angle_alpha                91.2360(10)
_cell_angle_beta                 93.385(2)
_cell_angle_gamma                90.311(2)
_cell_volume                     1519.75(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9901
_cell_measurement_temperature    150
_cell_measurement_theta_max      60.599
_cell_measurement_theta_min      2.375
_shelx_estimated_absorpt_T_max   0.725
_shelx_estimated_absorpt_T_min   0.677
_exptl_absorpt_coefficient_mu    5.295
_exptl_absorpt_correction_T_max  0.7519
_exptl_absorpt_correction_T_min  0.6640
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1510 before and 0.0553 after correction.
The Ratio of minimum to maximum transmission is 0.8831.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             676
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 'slow evaporation of Et2O'
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.065
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            36465
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         60.728
_diffrn_reflns_theta_min         2.374
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_source_current           2.86
_diffrn_source_power             0.199771
_diffrn_source_voltage           69.85
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6672
_reflns_number_total             6953
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.751
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       0.0052(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     338
_refine_ls_number_reflns         6953
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0269
_refine_ls_R_factor_gt           0.0255
_refine_ls_restrained_S_all      1.046
_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)+(0.0398P)²+0.5297P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0695
_refine_ls_wR_factor_ref         0.0706
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C9(H9), C12(H12), C23(H23), C26(H26)
1.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C16(H16), C17(H17), C18(H18), C20(H20)
1.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C),
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C21(H21A,H21B,H21C), C22(H22A,H22B,
 H22C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C27(H27A,H27B,H27C), C28(H28A,
 H28B,H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.78786(2) 0.72663(2) 0.03944(2) 0.03141(7) Uani 1 1 d . . . . .
Ni1 Ni 0.78646(2) 0.73297(2) 0.18477(2) 0.01957(7) Uani 1 1 d . . . . .
P1 P 0.70854(4) 0.91963(3) 0.17794(2) 0.01975(8) Uani 1 1 d . . . . .
P2 P 0.83740(4) 0.52955(3) 0.18705(2) 0.01866(8) Uani 1 1 d . . . . .
O1 O 0.68105(13) 0.96749(10) 0.27279(6) 0.0270(2) Uani 1 1 d . . . . .
O2 O 0.84083(12) 0.45447(9) 0.27492(6) 0.0220(2) Uani 1 1 d . . . . .
N1 N 0.8219(2) 0.88595(14) 0.55657(9) 0.0379(3) Uani 1 1 d . . . . .
N2 N 0.37380(18) 0.56089(14) 0.40661(10) 0.0375(3) Uani 1 1 d . . . . .
C1 C 0.74932(17) 0.88713(13) 0.33027(9) 0.0219(3) Uani 1 1 d . . . . .
C2 C 0.81048(17) 0.77564(13) 0.30104(9) 0.0218(3) Uani 1 1 d . . . . .
C3 C 0.89095(18) 0.71021(14) 0.36338(9) 0.0251(3) Uani 1 1 d . . . . .
H3 H 0.941650 0.636237 0.348253 0.030 Uiso 1 1 calc R U . . .
C4 C 0.90074(19) 0.74735(14) 0.44588(10) 0.0272(3) Uani 1 1 d . . . . .
H4 H 0.958732 0.699252 0.484827 0.033 Uiso 1 1 calc R U . . .
C5 C 0.82656(19) 0.85484(14) 0.47315(9) 0.0263(3) Uani 1 1 d . . . . .
C6 C 0.75235(18) 0.92698(14) 0.41189(9) 0.0245(3) Uani 1 1 d . . . . .
H6 H 0.704638 1.002542 0.426460 0.029 Uiso 1 1 calc R U . . .
C7 C 0.9356(3) 0.83281(19) 0.61463(12) 0.0454(5) Uani 1 1 d . . . . .
H7A H 0.932377 0.742488 0.608671 0.068 Uiso 1 1 calc R U . . .
H7B H 0.912310 0.857052 0.671093 0.068 Uiso 1 1 calc R U . . .
H7C H 1.038719 0.863021 0.603302 0.068 Uiso 1 1 calc R U . . .
C8 C 0.7630(3) 1.00559(18) 0.58046(11) 0.0422(4) Uani 1 1 d . . . . .
H8A H 0.832639 1.070673 0.563507 0.063 Uiso 1 1 calc R U . . .
H8B H 0.756215 1.009990 0.640550 0.063 Uiso 1 1 calc R U . . .
H8C H 0.660117 1.017084 0.553504 0.063 Uiso 1 1 calc R U . . .
C9 C 0.84049(17) 1.03922(14) 0.14329(10) 0.0248(3) Uani 1 1 d . . . . .
H9 H 0.817446 1.118075 0.173278 0.030 Uiso 1 1 calc R U . . .
C10 C 0.8233(2) 1.06386(16) 0.05067(10) 0.0320(3) Uani 1 1 d . . . . .
H10A H 0.839367 0.986881 0.019493 0.048 Uiso 1 1 calc R U . . .
H10B H 0.900040 1.125528 0.036641 0.048 Uiso 1 1 calc R U . . .
H10C H 0.719368 1.094941 0.036566 0.048 Uiso 1 1 calc R U . . .
C11 C 1.00605(19) 1.00317(17) 0.16944(12) 0.0337(4) Uani 1 1 d . . . . .
H11A H 1.012620 0.983339 0.228206 0.051 Uiso 1 1 calc R U . . .
H11B H 1.075899 1.072273 0.160059 0.051 Uiso 1 1 calc R U . . .
H11C H 1.035778 0.930771 0.136824 0.051 Uiso 1 1 calc R U . . .
C12 C 0.51901(17) 0.94756(14) 0.12693(10) 0.0246(3) Uani 1 1 d . . . . .
H12 H 0.528136 0.935814 0.066102 0.030 Uiso 1 1 calc R U . . .
C13 C 0.4606(2) 1.07927(16) 0.14244(12) 0.0354(4) Uani 1 1 d . . . . .
H13A H 0.449460 1.092895 0.201709 0.053 Uiso 1 1 calc R U . . .
H13B H 0.360241 1.089822 0.112469 0.053 Uiso 1 1 calc R U . . .
H13C H 0.534666 1.139133 0.123019 0.053 Uiso 1 1 calc R U . . .
C14 C 0.40505(19) 0.85022(17) 0.15465(12) 0.0348(4) Uani 1 1 d . . . . .
H14A H 0.443380 0.767413 0.141774 0.052 Uiso 1 1 calc R U . . .
H14B H 0.304108 0.861857 0.125565 0.052 Uiso 1 1 calc R U . . .
H14C H 0.394805 0.859185 0.214321 0.052 Uiso 1 1 calc R U . . .
C15 C 0.70532(17) 0.41940(14) 0.31133(9) 0.0223(3) Uani 1 1 d . . . . .
C16 C 0.68064(19) 0.29407(15) 0.32203(10) 0.0283(3) Uani 1 1 d . . . . .
H16 H 0.751571 0.234260 0.303809 0.034 Uiso 1 1 calc R U . . .
C17 C 0.5486(2) 0.25909(15) 0.36031(11) 0.0330(4) Uani 1 1 d . . . . .
H17 H 0.528554 0.173731 0.367556 0.040 Uiso 1 1 calc R U . . .
C18 C 0.44539(19) 0.34567(16) 0.38820(11) 0.0306(3) Uani 1 1 d . . . . .
H18 H 0.356373 0.319186 0.414501 0.037 Uiso 1 1 calc R U . . .
C19 C 0.47203(18) 0.47258(15) 0.37769(9) 0.0256(3) Uani 1 1 d . . . . .
C20 C 0.60409(17) 0.50812(14) 0.33740(9) 0.0231(3) Uani 1 1 d . . . . .
H20 H 0.623537 0.593048 0.328155 0.028 Uiso 1 1 calc R U . . .
C21 C 0.2439(2) 0.52625(19) 0.45284(12) 0.0382(4) Uani 1 1 d . . . . .
H21A H 0.164271 0.487150 0.415473 0.057 Uiso 1 1 calc R U . . .
H21B H 0.201562 0.600142 0.478935 0.057 Uiso 1 1 calc R U . . .
H21C H 0.277709 0.467933 0.495525 0.057 Uiso 1 1 calc R U . . .
C22 C 0.4022(2) 0.69006(17) 0.39381(14) 0.0420(4) Uani 1 1 d . . . . .
H22A H 0.502724 0.713794 0.420322 0.063 Uiso 1 1 calc R U . . .
H22B H 0.321018 0.739259 0.417962 0.063 Uiso 1 1 calc R U . . .
H22C H 0.402121 0.705063 0.334446 0.063 Uiso 1 1 calc R U . . .
C23 C 1.03654(17) 0.49845(14) 0.16014(9) 0.0238(3) Uani 1 1 d . . . . .
H23 H 1.040226 0.511601 0.099450 0.029 Uiso 1 1 calc R U . . .
C24 C 1.14864(19) 0.59194(18) 0.20339(13) 0.0375(4) Uani 1 1 d . . . . .
H24A H 1.112696 0.675975 0.192219 0.056 Uiso 1 1 calc R U . . .
H24B H 1.251576 0.581001 0.182600 0.056 Uiso 1 1 calc R U . . .
H24C H 1.153476 0.578732 0.263066 0.056 Uiso 1 1 calc R U . . .
C25 C 1.0882(2) 0.36581(16) 0.17553(11) 0.0319(3) Uani 1 1 d . . . . .
H25A H 1.093798 0.350938 0.235013 0.048 Uiso 1 1 calc R U . . .
H25B H 1.190207 0.353175 0.153934 0.048 Uiso 1 1 calc R U . . .
H25C H 1.013806 0.308210 0.147530 0.048 Uiso 1 1 calc R U . . .
C26 C 0.71389(18) 0.42208(14) 0.12000(9) 0.0242(3) Uani 1 1 d . . . . .
H26 H 0.719563 0.339944 0.147085 0.029 Uiso 1 1 calc R U . . .
C27 C 0.7641(2) 0.40029(15) 0.03202(10) 0.0293(3) Uani 1 1 d . . . . .
H27A H 0.756869 0.477808 0.001921 0.044 Uiso 1 1 calc R U . . .
H27B H 0.696682 0.337871 0.003693 0.044 Uiso 1 1 calc R U . . .
H27C H 0.871057 0.371236 0.034106 0.044 Uiso 1 1 calc R U . . .
C28 C 0.54455(19) 0.46053(17) 0.11858(11) 0.0325(3) Uani 1 1 d . . . . .
H28A H 0.511521 0.466522 0.175266 0.049 Uiso 1 1 calc R U . . .
H28B H 0.480962 0.398709 0.087115 0.049 Uiso 1 1 calc R U . . .
H28C H 0.532572 0.541018 0.092465 0.049 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Ni1 2.3576(3) . ?
Ni1 P1 2.1364(4) . ?
Ni1 P2 2.2478(4) . ?
Ni1 C2 1.9310(15) . ?
P1 O1 1.6439(11) . ?
P1 C9 1.8418(15) . ?
P1 C12 1.8264(15) . ?
P2 O2 1.6547(10) . ?
P2 C23 1.8380(15) . ?
P2 C26 1.8648(15) . ?
O1 C1 1.3970(17) . ?
O2 C15 1.4007(17) . ?
N1 C5 1.390(2) . ?
N1 C7 1.453(2) . ?
N1 C8 1.448(2) . ?
N2 C19 1.377(2) . ?
N2 C21 1.442(2) . ?
N2 C22 1.439(2) . ?
C1 C2 1.405(2) . ?
C1 C6 1.382(2) . ?
C2 C3 1.401(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.408(2) . ?
C5 C6 1.405(2) . ?
C6 H6 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9 1.0000 . ?
C9 C10 1.530(2) . ?
C9 C11 1.529(2) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12 1.0000 . ?
C12 C13 1.536(2) . ?
C12 C14 1.533(2) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.388(2) . ?
C15 C20 1.381(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.389(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.387(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.407(2) . ?
C19 C20 1.408(2) . ?
C20 H20 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23 1.0000 . ?
C23 C24 1.530(2) . ?
C23 C25 1.527(2) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26 1.0000 . ?
C26 C27 1.531(2) . ?
C26 C28 1.528(2) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 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 Br1 88.605(12) . . ?
P1 Ni1 P2 172.714(16) . . ?
P2 Ni1 Br1 89.794(12) . . ?
C2 Ni1 Br1 166.20(4) . . ?
C2 Ni1 P1 81.95(4) . . ?
C2 Ni1 P2 100.80(4) . . ?
O1 P1 Ni1 107.15(4) . . ?
O1 P1 C9 101.78(7) . . ?
O1 P1 C12 101.18(7) . . ?
C9 P1 Ni1 118.98(5) . . ?
C12 P1 Ni1 117.90(5) . . ?
C12 P1 C9 107.09(7) . . ?
O2 P2 Ni1 120.49(4) . . ?
O2 P2 C23 98.16(6) . . ?
O2 P2 C26 99.95(6) . . ?
C23 P2 Ni1 111.24(5) . . ?
C23 P2 C26 105.43(7) . . ?
C26 P2 Ni1 118.74(5) . . ?
C1 O1 P1 110.86(9) . . ?
C15 O2 P2 122.05(9) . . ?
C5 N1 C7 118.79(16) . . ?
C5 N1 C8 119.24(14) . . ?
C8 N1 C7 115.58(15) . . ?
C19 N2 C21 120.75(15) . . ?
C19 N2 C22 120.51(14) . . ?
C22 N2 C21 118.70(15) . . ?
O1 C1 C2 118.30(13) . . ?
C6 C1 O1 115.86(13) . . ?
C6 C1 C2 125.83(14) . . ?
C1 C2 Ni1 119.60(11) . . ?
C3 C2 Ni1 127.66(11) . . ?
C3 C2 C1 112.67(13) . . ?
C2 C3 H3 118.1 . . ?
C4 C3 C2 123.70(14) . . ?
C4 C3 H3 118.1 . . ?
C3 C4 H4 119.3 . . ?
C3 C4 C5 121.38(14) . . ?
C5 C4 H4 119.3 . . ?
N1 C5 C4 121.84(14) . . ?
N1 C5 C6 121.51(14) . . ?
C6 C5 C4 116.61(14) . . ?
C1 C6 C5 119.47(14) . . ?
C1 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
P1 C9 H9 107.5 . . ?
C10 C9 P1 114.30(11) . . ?
C10 C9 H9 107.5 . . ?
C11 C9 P1 108.56(11) . . ?
C11 C9 H9 107.5 . . ?
C11 C9 C10 111.10(14) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
P1 C12 H12 107.8 . . ?
C13 C12 P1 112.95(11) . . ?
C13 C12 H12 107.8 . . ?
C14 C12 P1 108.79(11) . . ?
C14 C12 H12 107.8 . . ?
C14 C12 C13 111.46(14) . . ?
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 . . ?
C16 C15 O2 117.51(13) . . ?
C20 C15 O2 120.22(13) . . ?
C20 C15 C16 122.24(14) . . ?
C15 C16 H16 121.1 . . ?
C15 C16 C17 117.71(15) . . ?
C17 C16 H16 121.1 . . ?
C16 C17 H17 119.2 . . ?
C18 C17 C16 121.65(15) . . ?
C18 C17 H17 119.2 . . ?
C17 C18 H18 119.9 . . ?
C17 C18 C19 120.24(15) . . ?
C19 C18 H18 119.9 . . ?
N2 C19 C18 121.59(14) . . ?
N2 C19 C20 120.19(14) . . ?
C18 C19 C20 118.21(14) . . ?
C15 C20 C19 119.93(14) . . ?
C15 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
N2 C21 H21A 109.5 . . ?
N2 C21 H21B 109.5 . . ?
N2 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N2 C22 H22A 109.5 . . ?
N2 C22 H22B 109.5 . . ?
N2 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
P2 C23 H23 106.8 . . ?
C24 C23 P2 110.71(11) . . ?
C24 C23 H23 106.8 . . ?
C25 C23 P2 113.90(10) . . ?
C25 C23 H23 106.8 . . ?
C25 C23 C24 111.39(14) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
P2 C26 H26 106.2 . . ?
C27 C26 P2 116.12(11) . . ?
C27 C26 H26 106.2 . . ?
C28 C26 P2 111.02(11) . . ?
C28 C26 H26 106.2 . . ?
C28 C26 C27 110.50(13) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

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 C1 14.11(10) . . . . ?
Ni1 P1 C9 C10 93.56(12) . . . . ?
Ni1 P1 C9 C11 -31.07(13) . . . . ?
Ni1 P1 C12 C13 167.27(10) . . . . ?
Ni1 P1 C12 C14 42.96(13) . . . . ?
Ni1 P2 O2 C15 77.24(11) . . . . ?
Ni1 P2 C23 C24 43.07(12) . . . . ?
Ni1 P2 C23 C25 169.51(10) . . . . ?
Ni1 P2 C26 C27 87.99(12) . . . . ?
Ni1 P2 C26 C28 -39.34(12) . . . . ?
Ni1 C2 C3 C4 -179.27(12) . . . . ?
P1 O1 C1 C2 -7.65(16) . . . . ?
P1 O1 C1 C6 171.29(11) . . . . ?
P2 O2 C15 C16 119.17(13) . . . . ?
P2 O2 C15 C20 -62.74(17) . . . . ?
O1 P1 C9 C10 -149.07(11) . . . . ?
O1 P1 C9 C11 86.30(12) . . . . ?
O1 P1 C12 C13 50.86(13) . . . . ?
O1 P1 C12 C14 -73.44(12) . . . . ?
O1 C1 C2 Ni1 -3.97(18) . . . . ?
O1 C1 C2 C3 173.12(13) . . . . ?
O1 C1 C6 C5 -176.48(13) . . . . ?
O2 P2 C23 C24 -84.20(12) . . . . ?
O2 P2 C23 C25 42.24(12) . . . . ?
O2 P2 C26 C27 -138.88(11) . . . . ?
O2 P2 C26 C28 93.79(11) . . . . ?
O2 C15 C16 C17 178.16(14) . . . . ?
O2 C15 C20 C19 -176.81(13) . . . . ?
N1 C5 C6 C1 -174.74(15) . . . . ?
N2 C19 C20 C15 177.52(15) . . . . ?
C1 C2 C3 C4 3.9(2) . . . . ?
C2 C1 C6 C5 2.4(2) . . . . ?
C2 C3 C4 C5 1.0(3) . . . . ?
C3 C4 C5 N1 173.11(16) . . . . ?
C3 C4 C5 C6 -4.6(2) . . . . ?
C4 C5 C6 C1 3.0(2) . . . . ?
C6 C1 C2 Ni1 177.21(12) . . . . ?
C6 C1 C2 C3 -5.7(2) . . . . ?
C7 N1 C5 C4 20.8(2) . . . . ?
C7 N1 C5 C6 -161.54(16) . . . . ?
C8 N1 C5 C4 171.54(17) . . . . ?
C8 N1 C5 C6 -10.8(3) . . . . ?
C9 P1 O1 C1 -111.50(10) . . . . ?
C9 P1 C12 C13 -55.31(13) . . . . ?
C9 P1 C12 C14 -179.61(11) . . . . ?
C12 P1 O1 C1 138.18(10) . . . . ?
C12 P1 C9 C10 -43.32(13) . . . . ?
C12 P1 C9 C11 -167.95(11) . . . . ?
C15 C16 C17 C18 -0.9(3) . . . . ?
C16 C15 C20 C19 1.2(2) . . . . ?
C16 C17 C18 C19 0.4(3) . . . . ?
C17 C18 C19 N2 -178.29(16) . . . . ?
C17 C18 C19 C20 0.9(2) . . . . ?
C18 C19 C20 C15 -1.7(2) . . . . ?
C20 C15 C16 C17 0.1(2) . . . . ?
C21 N2 C19 C18 3.4(3) . . . . ?
C21 N2 C19 C20 -175.79(16) . . . . ?
C22 N2 C19 C18 -178.93(17) . . . . ?
C22 N2 C19 C20 1.9(3) . . . . ?
C23 P2 O2 C15 -162.16(11) . . . . ?
C23 P2 C26 C27 -37.46(13) . . . . ?
C23 P2 C26 C28 -164.79(11) . . . . ?
C26 P2 O2 C15 -54.81(12) . . . . ?
C26 P2 C23 C24 173.05(12) . . . . ?
C26 P2 C23 C25 -60.51(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
