# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_2a
_database_code_depnum_ccdc_archive 'CCDC 1990251'
loop_
_audit_author_name
_audit_author_address
'Yulia Nelyubina'
;AN Nesmeyanov Institute of Organoelement Compounds
Russia
;
_audit_update_record             
;
2020-03-13 deposited with the CCDC.	2020-04-30 downloaded from the CCDC.
;
_audit_creation_date             2020-03-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H35 Br2 Ni P'
_chemical_formula_sum            'C30 H35 Br2 Ni P'
_chemical_formula_weight         645.08
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   16.6563(12)
_cell_length_b                   14.3947(11)
_cell_length_c                   17.3244(15)
_cell_angle_alpha                90
_cell_angle_beta                 139.294(2)
_cell_angle_gamma                90
_cell_volume                     2709.0(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4847
_cell_measurement_temperature    120
_cell_measurement_theta_max      26.71
_cell_measurement_theta_min      2.29
_shelx_estimated_absorpt_T_max   0.604
_shelx_estimated_absorpt_T_min   0.455
_exptl_absorpt_coefficient_mu    3.743
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5891
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0825 before and 0.0560 after correction.
The Ratio of minimum to maximum transmission is 0.7896.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0661
_diffrn_reflns_av_unetI/netI     0.0512
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            30951
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.998
_diffrn_reflns_theta_min         1.875
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5039
_reflns_number_total             6538
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.922
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.100
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         6538
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0362
_refine_ls_restrained_S_all      1.022
_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)+(0.0312P)²+1.8015P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0727
_refine_ls_wR_factor_ref         0.0800
_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 Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C7(H7A,H7B), C9(H9A,H9B), C11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C20(H20), C21(H21),
 C22(H22), C23(H23), C24(H24), C26(H26), C27(H27), C28(H28), C29(H29), C30(H30)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C)
;
_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 1.01291(3) 0.75785(2) 0.58296(3) 0.02004(8) Uani 1 1 d . . . . .
Br2 Br 0.91067(3) 0.84439(2) 0.69465(3) 0.02111(8) Uani 1 1 d . . . . .
Ni1 Ni 0.88916(3) 0.70495(3) 0.60013(3) 0.01390(9) Uani 1 1 d . . . . .
P1 P 0.70280(7) 0.73747(5) 0.40592(7) 0.01440(16) Uani 1 1 d . . . . .
C1 C 0.9278(3) 0.56795(19) 0.6147(3) 0.0148(6) Uani 1 1 d . . . . .
C2 C 0.8337(3) 0.5789(2) 0.6057(3) 0.0161(6) Uani 1 1 d . . . . .
C3 C 0.9234(3) 0.6215(2) 0.7217(3) 0.0179(6) Uani 1 1 d . . . . .
C4 C 1.0173(3) 0.6103(2) 0.7313(3) 0.0174(6) Uani 1 1 d . . . . .
C5 C 0.9434(3) 0.5157(2) 0.5522(3) 0.0186(6) Uani 1 1 d . . . . .
H5A H 1.0296 0.4936 0.6118 0.022 Uiso 1 1 calc R . . . .
H5B H 0.9301 0.5592 0.4990 0.022 Uiso 1 1 calc R . . . .
C6 C 0.8585(3) 0.4328(2) 0.4795(3) 0.0239(7) Uani 1 1 d . . . . .
H6A H 0.8736 0.3874 0.5316 0.036 Uiso 1 1 calc GR . . . .
H6B H 0.8744 0.4041 0.4408 0.036 Uiso 1 1 calc GR . . . .
H6C H 0.7726 0.4536 0.4193 0.036 Uiso 1 1 calc GR . . . .
C7 C 0.7116(3) 0.5352(2) 0.5325(3) 0.0219(7) Uani 1 1 d . . . . .
H7A H 0.6634 0.5314 0.4490 0.026 Uiso 1 1 calc R . . . .
H7B H 0.6650 0.5737 0.5359 0.026 Uiso 1 1 calc R . . . .
C8 C 0.7309(3) 0.4377(2) 0.5798(3) 0.0277(8) Uani 1 1 d . . . . .
H8A H 0.7714 0.4423 0.6597 0.042 Uiso 1 1 calc GR . . . .
H8B H 0.7826 0.4014 0.5822 0.042 Uiso 1 1 calc GR . . . .
H8C H 0.6510 0.4069 0.5276 0.042 Uiso 1 1 calc GR . . . .
C9 C 0.9208(3) 0.6451(2) 0.8034(3) 0.0240(7) Uani 1 1 d . . . . .
H9A H 0.8368 0.6653 0.7568 0.029 Uiso 1 1 calc R . . . .
H9B H 0.9779 0.6973 0.8552 0.029 Uiso 1 1 calc R . . . .
C10 C 0.9580(4) 0.5618(2) 0.8795(3) 0.0321(8) Uani 1 1 d . . . . .
H10A H 0.9624 0.5803 0.9371 0.048 Uiso 1 1 calc GR . . . .
H10B H 1.0387 0.5391 0.9215 0.048 Uiso 1 1 calc GR . . . .
H10C H 0.8968 0.5123 0.8289 0.048 Uiso 1 1 calc GR . . . .
C11 C 1.1546(3) 0.6123(2) 0.8291(3) 0.0221(7) Uani 1 1 d . . . . .
H11A H 1.1814 0.6148 0.7941 0.027 Uiso 1 1 calc R . . . .
H11B H 1.1861 0.5536 0.8744 0.027 Uiso 1 1 calc R . . . .
C12 C 1.2121(3) 0.6930(3) 0.9140(3) 0.0377(9) Uani 1 1 d . . . . .
H12A H 1.1868 0.6910 0.9498 0.057 Uiso 1 1 calc GR . . . .
H12B H 1.1848 0.7515 0.8709 0.057 Uiso 1 1 calc GR . . . .
H12C H 1.3020 0.6886 0.9762 0.057 Uiso 1 1 calc GR . . . .
C13 C 0.6609(3) 0.6489(2) 0.3040(3) 0.0161(6) Uani 1 1 d . . . . .
C14 C 0.7333(3) 0.6435(2) 0.2895(3) 0.0192(6) Uani 1 1 d . . . . .
H14 H 0.8001 0.6853 0.3311 0.023 Uiso 1 1 calc R . . . .
C15 C 0.7079(3) 0.5778(2) 0.2152(3) 0.0215(7) Uani 1 1 d . . . . .
H15 H 0.7558 0.5760 0.2042 0.026 Uiso 1 1 calc R . . . .
C16 C 0.6134(3) 0.5146(2) 0.1566(3) 0.0235(7) Uani 1 1 d . . . . .
H16 H 0.5974 0.4690 0.1065 0.028 Uiso 1 1 calc R . . . .
C17 C 0.5420(3) 0.5179(2) 0.1709(3) 0.0233(7) Uani 1 1 d . . . . .
H17 H 0.4774 0.4743 0.1311 0.028 Uiso 1 1 calc R . . . .
C18 C 0.5654(3) 0.5851(2) 0.2438(3) 0.0181(6) Uani 1 1 d . . . . .
H18 H 0.5157 0.5875 0.2527 0.022 Uiso 1 1 calc R . . . .
C19 C 0.6884(3) 0.8453(2) 0.3388(3) 0.0175(6) Uani 1 1 d . . . . .
C20 C 0.6211(3) 0.8484(2) 0.2214(3) 0.0232(7) Uani 1 1 d . . . . .
H20 H 0.5880 0.7928 0.1763 0.028 Uiso 1 1 calc R . . . .
C21 C 0.6022(3) 0.9321(2) 0.1700(3) 0.0255(7) Uani 1 1 d . . . . .
H21 H 0.5576 0.9329 0.0903 0.031 Uiso 1 1 calc R . . . .
C22 C 0.6472(3) 1.0141(2) 0.2326(3) 0.0278(8) Uani 1 1 d . . . . .
H22 H 0.6336 1.0713 0.1968 0.033 Uiso 1 1 calc R . . . .
C23 C 0.7121(3) 1.0113(2) 0.3482(3) 0.0334(9) Uani 1 1 d . . . . .
H23 H 0.7426 1.0675 0.3919 0.040 Uiso 1 1 calc R . . . .
C24 C 0.7340(3) 0.9278(2) 0.4021(3) 0.0269(8) Uani 1 1 d . . . . .
H24 H 0.7803 0.9271 0.4824 0.032 Uiso 1 1 calc R . . . .
C25 C 0.5689(3) 0.7483(2) 0.3719(3) 0.0165(6) Uani 1 1 d . . . . .
C26 C 0.4490(3) 0.7537(2) 0.2541(3) 0.0190(6) Uani 1 1 d . . . . .
H26 H 0.4368 0.7520 0.1910 0.023 Uiso 1 1 calc R . . . .
C27 C 0.3480(3) 0.7614(2) 0.2295(3) 0.0217(7) Uani 1 1 d . . . . .
H27 H 0.2671 0.7633 0.1498 0.026 Uiso 1 1 calc R . . . .
C28 C 0.3654(3) 0.7665(2) 0.3214(3) 0.0237(7) Uani 1 1 d . . . . .
H28 H 0.2965 0.7709 0.3047 0.028 Uiso 1 1 calc R . . . .
C29 C 0.4841(3) 0.7651(2) 0.4381(3) 0.0225(7) Uani 1 1 d . . . . .
H29 H 0.4963 0.7707 0.5011 0.027 Uiso 1 1 calc R . . . .
C30 C 0.5847(3) 0.7557(2) 0.4627(3) 0.0186(6) Uani 1 1 d . . . . .
H30 H 0.6654 0.7543 0.5426 0.022 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Ni1 2.4179(5) . ?
Br2 Ni1 2.4390(5) . ?
Ni1 P1 2.3109(9) . ?
Ni1 C1 2.030(3) . ?
Ni1 C2 2.070(3) . ?
Ni1 C3 2.093(3) . ?
Ni1 C4 2.055(3) . ?
P1 C13 1.834(3) . ?
P1 C19 1.842(3) . ?
P1 C25 1.830(3) . ?
C1 C2 1.460(4) . ?
C1 C4 1.452(4) . ?
C1 C5 1.496(4) . ?
C2 C3 1.447(4) . ?
C2 C7 1.493(4) . ?
C3 C4 1.451(4) . ?
C3 C9 1.490(4) . ?
C4 C11 1.492(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.519(4) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.531(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.524(4) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.514(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.408(4) . ?
C13 C18 1.396(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.380(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.383(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.388(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.392(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.393(4) . ?
C19 C24 1.388(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.384(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.379(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.377(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.392(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.407(4) . ?
C25 C30 1.389(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.391(4) . ?
C27 H27 0.9500 . ?
C27 C28 1.387(5) . ?
C28 H28 0.9500 . ?
C28 C29 1.392(5) . ?
C29 H29 0.9500 . ?
C29 C30 1.388(4) . ?
C30 H30 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
Br1 Ni1 Br2 96.798(17) . . ?
P1 Ni1 Br1 94.97(3) . . ?
P1 Ni1 Br2 99.34(2) . . ?
C1 Ni1 Br1 95.86(8) . . ?
C1 Ni1 Br2 147.62(8) . . ?
C1 Ni1 P1 109.10(9) . . ?
C1 Ni1 C2 41.69(11) . . ?
C1 Ni1 C3 59.87(11) . . ?
C1 Ni1 C4 41.63(12) . . ?
C2 Ni1 Br1 137.16(8) . . ?
C2 Ni1 Br2 122.25(8) . . ?
C2 Ni1 P1 95.22(9) . . ?
C2 Ni1 C3 40.67(12) . . ?
C3 Ni1 Br1 134.18(9) . . ?
C3 Ni1 Br2 90.44(8) . . ?
C3 Ni1 P1 128.44(9) . . ?
C4 Ni1 Br1 94.43(8) . . ?
C4 Ni1 Br2 107.61(9) . . ?
C4 Ni1 P1 150.12(9) . . ?
C4 Ni1 C2 59.57(12) . . ?
C4 Ni1 C3 40.92(11) . . ?
C13 P1 Ni1 111.82(10) . . ?
C13 P1 C19 101.86(14) . . ?
C19 P1 Ni1 118.56(10) . . ?
C25 P1 Ni1 116.76(10) . . ?
C25 P1 C13 105.54(14) . . ?
C25 P1 C19 100.39(13) . . ?
C2 C1 Ni1 70.64(16) . . ?
C2 C1 C5 137.6(3) . . ?
C4 C1 Ni1 70.10(16) . . ?
C4 C1 C2 89.5(2) . . ?
C4 C1 C5 131.3(3) . . ?
C5 C1 Ni1 127.7(2) . . ?
C1 C2 Ni1 67.66(16) . . ?
C1 C2 C7 134.9(3) . . ?
C3 C2 Ni1 70.51(17) . . ?
C3 C2 C1 90.2(2) . . ?
C3 C2 C7 131.7(3) . . ?
C7 C2 Ni1 134.3(2) . . ?
C2 C3 Ni1 68.82(16) . . ?
C2 C3 C4 90.0(2) . . ?
C2 C3 C9 132.4(3) . . ?
C4 C3 Ni1 68.12(16) . . ?
C4 C3 C9 136.3(3) . . ?
C9 C3 Ni1 130.1(2) . . ?
C1 C4 Ni1 68.27(16) . . ?
C1 C4 C11 131.4(3) . . ?
C3 C4 Ni1 70.96(17) . . ?
C3 C4 C1 90.3(2) . . ?
C3 C4 C11 136.0(3) . . ?
C11 C4 Ni1 131.0(2) . . ?
C1 C5 H5A 108.4 . . ?
C1 C5 H5B 108.4 . . ?
C1 C5 C6 115.5(3) . . ?
H5A C5 H5B 107.5 . . ?
C6 C5 H5A 108.4 . . ?
C6 C5 H5B 108.4 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 C7 H7A 109.8 . . ?
C2 C7 H7B 109.8 . . ?
C2 C7 C8 109.5(3) . . ?
H7A C7 H7B 108.2 . . ?
C8 C7 H7A 109.8 . . ?
C8 C7 H7B 109.8 . . ?
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 . . ?
C3 C9 H9A 109.5 . . ?
C3 C9 H9B 109.5 . . ?
C3 C9 C10 110.9(3) . . ?
H9A C9 H9B 108.0 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
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 . . ?
C4 C11 H11A 108.6 . . ?
C4 C11 H11B 108.6 . . ?
C4 C11 C12 114.5(3) . . ?
H11A C11 H11B 107.6 . . ?
C12 C11 H11A 108.6 . . ?
C12 C11 H11B 108.6 . . ?
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 . . ?
C14 C13 P1 117.3(2) . . ?
C18 C13 P1 124.2(2) . . ?
C18 C13 C14 118.5(3) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.4(3) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 H15 119.7 . . ?
C14 C15 C16 120.6(3) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.9(3) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 119.9(3) . . ?
C18 C17 H17 120.0 . . ?
C13 C18 H18 119.6 . . ?
C17 C18 C13 120.7(3) . . ?
C17 C18 H18 119.6 . . ?
C20 C19 P1 121.6(2) . . ?
C24 C19 P1 119.4(2) . . ?
C24 C19 C20 118.6(3) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.4(3) . . ?
C21 C20 H20 119.8 . . ?
C20 C21 H21 119.5 . . ?
C22 C21 C20 121.1(3) . . ?
C22 C21 H21 119.5 . . ?
C21 C22 H22 120.7 . . ?
C23 C22 C21 118.6(3) . . ?
C23 C22 H22 120.7 . . ?
C22 C23 H23 119.4 . . ?
C22 C23 C24 121.2(3) . . ?
C24 C23 H23 119.4 . . ?
C19 C24 C23 120.1(3) . . ?
C19 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C26 C25 P1 121.1(2) . . ?
C30 C25 P1 120.2(2) . . ?
C30 C25 C26 118.7(3) . . ?
C25 C26 H26 119.8 . . ?
C27 C26 C25 120.4(3) . . ?
C27 C26 H26 119.8 . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.0(3) . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.1 . . ?
C27 C28 C29 119.9(3) . . ?
C29 C28 H28 120.1 . . ?
C28 C29 H29 119.9 . . ?
C30 C29 C28 120.1(3) . . ?
C30 C29 H29 119.9 . . ?
C25 C30 H30 119.6 . . ?
C29 C30 C25 120.8(3) . . ?
C29 C30 H30 119.6 . . ?

_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_4
_database_code_depnum_ccdc_archive 'CCDC 1991641'
loop_
_audit_author_name
_audit_author_address
'Yulia Nelyubina'
;AN Nesmeyanov Institute of Organoelement Compounds
Russia
;
_audit_update_record             
;
2020-03-20 deposited with the CCDC.	2020-04-30 downloaded from the CCDC.
;
_audit_creation_date             2020-03-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H31 B9 Ni'
_chemical_formula_sum            'C14 H31 B9 Ni'
_chemical_formula_weight         355.39
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.9405(4)
_cell_length_b                   9.2273(5)
_cell_length_c                   13.9856(7)
_cell_angle_alpha                83.8180(10)
_cell_angle_beta                 80.4720(10)
_cell_angle_gamma                70.0340(10)
_cell_volume                     948.39(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3384
_cell_measurement_temperature    120
_cell_measurement_theta_max      29.74
_cell_measurement_theta_min      2.35
_shelx_estimated_absorpt_T_max   0.951
_shelx_estimated_absorpt_T_min   0.718
_exptl_absorpt_coefficient_mu    1.014
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6592
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0526 before and 0.0428 after correction.
The Ratio of minimum to maximum transmission is 0.8835.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             376
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_unetI/netI     0.0466
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            11045
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.998
_diffrn_reflns_theta_min         1.479
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3995
_reflns_number_total             4575
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.393
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         4575
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0336
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0334P)²+0.3368P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0752
_refine_ls_wR_factor_ref         0.0790
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 B1(H1), B2(H2), B3(H3), B4(H4), B5(H5), B6(H6), B7(H7), B8(H8), B9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C7(H7A,H7B), C9(H9A,H9B), C11(H11A,H11B)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C)
2.d Boron cage BH refined with riding coordinates:
 C13(H13), C14(H14)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.41839(3) 0.52280(2) 0.24998(2) 0.01141(7) Uani 1 1 d . . . . .
C1 C 0.3177(2) 0.73676(19) 0.19208(12) 0.0121(3) Uani 1 1 d . . . . .
C2 C 0.3003(2) 0.73372(19) 0.29823(13) 0.0130(3) Uani 1 1 d . . . . .
C3 C 0.1681(2) 0.65337(19) 0.30525(13) 0.0130(3) Uani 1 1 d . . . . .
C4 C 0.1863(2) 0.65660(19) 0.20011(13) 0.0133(3) Uani 1 1 d . . . . .
C5 C 0.4047(2) 0.8166(2) 0.11080(13) 0.0159(4) Uani 1 1 d . . . . .
H5A H 0.4307 0.7592 0.0513 0.019 Uiso 1 1 calc R . . . .
H5B H 0.5209 0.8177 0.1270 0.019 Uiso 1 1 calc R . . . .
C6 C 0.2817(3) 0.9834(2) 0.09161(14) 0.0201(4) Uani 1 1 d . . . . .
H6A H 0.3394 1.0316 0.0360 0.030 Uiso 1 1 calc GR . . . .
H6B H 0.2620 1.0421 0.1491 0.030 Uiso 1 1 calc GR . . . .
H6C H 0.1652 0.9826 0.0775 0.030 Uiso 1 1 calc GR . . . .
C7 C 0.3643(2) 0.8079(2) 0.36757(13) 0.0168(4) Uani 1 1 d . . . . .
H7A H 0.4857 0.8129 0.3404 0.020 Uiso 1 1 calc R . . . .
H7B H 0.3754 0.7441 0.4293 0.020 Uiso 1 1 calc R . . . .
C8 C 0.2345(3) 0.9715(2) 0.38792(14) 0.0196(4) Uani 1 1 d . . . . .
H8A H 0.2172 1.0330 0.3265 0.029 Uiso 1 1 calc GR . . . .
H8B H 0.2856 1.0199 0.4295 0.029 Uiso 1 1 calc GR . . . .
H8C H 0.1177 0.9660 0.4208 0.029 Uiso 1 1 calc GR . . . .
C9 C 0.0490(2) 0.6041(2) 0.38687(14) 0.0181(4) Uani 1 1 d . . . . .
H9A H 0.1151 0.5671 0.4437 0.022 Uiso 1 1 calc R . . . .
H9B H 0.0183 0.5173 0.3672 0.022 Uiso 1 1 calc R . . . .
C10 C -0.1257(3) 0.7373(2) 0.41561(14) 0.0222(4) Uani 1 1 d . . . . .
H10A H -0.1903 0.7751 0.3592 0.033 Uiso 1 1 calc GR . . . .
H10B H -0.0957 0.8213 0.4382 0.033 Uiso 1 1 calc GR . . . .
H10C H -0.2025 0.7005 0.4678 0.033 Uiso 1 1 calc GR . . . .
C11 C 0.0952(3) 0.6127(2) 0.12826(14) 0.0186(4) Uani 1 1 d . . . . .
H11A H 0.0656 0.5186 0.1536 0.022 Uiso 1 1 calc R . . . .
H11B H 0.1791 0.5884 0.0669 0.022 Uiso 1 1 calc R . . . .
C12 C -0.0784(3) 0.7422(2) 0.10756(16) 0.0253(4) Uani 1 1 d . . . . .
H12A H -0.1331 0.7102 0.0592 0.038 Uiso 1 1 calc GR . . . .
H12B H -0.0496 0.8356 0.0825 0.038 Uiso 1 1 calc GR . . . .
H12C H -0.1637 0.7638 0.1677 0.038 Uiso 1 1 calc GR . . . .
C13 C 0.5109(3) 0.3229(2) 0.17582(14) 0.0210(4) Uani 1 1 d . . . . .
H13 H 0.4222 0.3349 0.1190 0.025 Uiso 1 1 calc R . . . .
C14 C 0.4429(2) 0.2977(2) 0.29204(13) 0.0157(4) Uani 1 1 d . . . . .
H14 H 0.3038 0.2921 0.3174 0.019 Uiso 1 1 calc R . . . .
B1 B 0.5381(3) 0.3791(2) 0.36143(15) 0.0163(4) Uani 1 1 d . . . . .
H1 H 0.4759 0.4124 0.4236 0.020 Uiso 1 1 d R . . . .
B2 B 0.6857(3) 0.4601(2) 0.27989(16) 0.0178(4) Uani 1 1 d . . . . .
H2 H 0.7255 0.5499 0.2949 0.021 Uiso 1 1 d R . . . .
B3 B 0.6611(3) 0.4251(2) 0.15948(16) 0.0191(4) Uani 1 1 d . . . . .
H3 H 0.6778 0.4958 0.0891 0.023 Uiso 1 1 d R . . . .
B4 B 0.6133(3) 0.1760(2) 0.35167(16) 0.0187(4) Uani 1 1 d . . . . .
H4 H 0.5809 0.0981 0.4112 0.022 Uiso 1 1 d R . . . .
B5 B 0.7714(3) 0.2751(2) 0.34247(16) 0.0187(4) Uani 1 1 d . . . . .
H5 H 0.8571 0.2596 0.3964 0.022 Uiso 1 1 d R . . . .
B6 B 0.8485(3) 0.3019(2) 0.21683(17) 0.0202(4) Uani 1 1 d . . . . .
H6 H 0.9864 0.2998 0.1898 0.024 Uiso 1 1 d R . . . .
B7 B 0.7364(3) 0.2200(2) 0.14953(16) 0.0203(5) Uani 1 1 d . . . . .
H7 H 0.7844 0.1717 0.0805 0.024 Uiso 1 1 d R . . . .
B8 B 0.5930(3) 0.1409(2) 0.23291(16) 0.0183(4) Uani 1 1 d . . . . .
H8 H 0.5404 0.0547 0.2187 0.022 Uiso 1 1 d R . . . .
B9 B 0.8061(3) 0.1275(2) 0.26120(16) 0.0171(4) Uani 1 1 d . . . . .
H9 H 0.9096 0.0259 0.2594 0.021 Uiso 1 1 d R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 C1 1.9961(17) . ?
Ni1 C2 1.9873(17) . ?
Ni1 C3 2.0140(17) . ?
Ni1 C4 2.0229(17) . ?
Ni1 C13 2.0620(19) . ?
Ni1 C14 2.0488(18) . ?
Ni1 B1 2.068(2) . ?
Ni1 B2 2.102(2) . ?
Ni1 B3 2.093(2) . ?
C1 C2 1.466(2) . ?
C1 C4 1.456(2) . ?
C1 C5 1.490(2) . ?
C2 C3 1.464(2) . ?
C2 C7 1.487(2) . ?
C3 C4 1.452(2) . ?
C3 C9 1.492(2) . ?
C4 C11 1.492(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.538(2) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.535(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.534(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.531(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 1.1200 . ?
C13 C14 1.644(3) . ?
C13 B3 1.730(3) . ?
C13 B7 1.714(3) . ?
C13 B8 1.738(3) . ?
C14 H14 1.1200 . ?
C14 B1 1.692(3) . ?
C14 B4 1.709(3) . ?
C14 B8 1.718(3) . ?
B1 H1 0.9513 . ?
B1 B2 1.790(3) . ?
B1 B4 1.774(3) . ?
B1 B5 1.762(3) . ?
B2 H2 1.0341 . ?
B2 B3 1.802(3) . ?
B2 B5 1.796(3) . ?
B2 B6 1.786(3) . ?
B3 H3 1.1355 . ?
B3 B6 1.787(3) . ?
B3 B7 1.793(3) . ?
B4 H4 1.0968 . ?
B4 B5 1.770(3) . ?
B4 B8 1.770(3) . ?
B4 B9 1.777(3) . ?
B5 H5 1.0643 . ?
B5 B6 1.782(3) . ?
B5 B9 1.788(3) . ?
B6 H6 1.0914 . ?
B6 B7 1.772(3) . ?
B6 B9 1.781(3) . ?
B7 H7 1.0631 . ?
B7 B8 1.771(3) . ?
B7 B9 1.775(3) . ?
B8 H8 1.0650 . ?
B8 B9 1.762(3) . ?
B9 H9 1.0128 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Ni1 C3 61.86(7) . . ?
C1 Ni1 C4 42.46(7) . . ?
C1 Ni1 C13 125.86(7) . . ?
C1 Ni1 C14 159.58(7) . . ?
C1 Ni1 B1 148.62(8) . . ?
C1 Ni1 B2 115.25(8) . . ?
C1 Ni1 B3 104.28(8) . . ?
C2 Ni1 C1 43.19(7) . . ?
C2 Ni1 C3 42.91(7) . . ?
C2 Ni1 C4 62.01(7) . . ?
C2 Ni1 C13 167.98(7) . . ?
C2 Ni1 C14 140.27(7) . . ?
C2 Ni1 B1 108.00(8) . . ?
C2 Ni1 B2 104.16(8) . . ?
C2 Ni1 B3 131.67(8) . . ?
C3 Ni1 C4 42.15(7) . . ?
C3 Ni1 C13 132.08(8) . . ?
C3 Ni1 C14 107.06(7) . . ?
C3 Ni1 B1 108.05(8) . . ?
C3 Ni1 B2 138.84(8) . . ?
C3 Ni1 B3 164.73(8) . . ?
C4 Ni1 C13 106.80(7) . . ?
C4 Ni1 C14 117.48(7) . . ?
C4 Ni1 B1 147.27(8) . . ?
C4 Ni1 B2 157.63(8) . . ?
C4 Ni1 B3 123.52(8) . . ?
C13 Ni1 B1 83.78(8) . . ?
C13 Ni1 B2 84.97(8) . . ?
C13 Ni1 B3 49.22(8) . . ?
C14 Ni1 C13 47.13(8) . . ?
C14 Ni1 B1 48.54(8) . . ?
C14 Ni1 B2 84.56(8) . . ?
C14 Ni1 B3 83.99(8) . . ?
B1 Ni1 B2 50.85(9) . . ?
B1 Ni1 B3 87.14(8) . . ?
B3 Ni1 B2 50.88(9) . . ?
C2 C1 Ni1 68.08(9) . . ?
C2 C1 C5 134.43(16) . . ?
C4 C1 Ni1 69.75(9) . . ?
C4 C1 C2 90.00(14) . . ?
C4 C1 C5 134.55(16) . . ?
C5 C1 Ni1 128.23(12) . . ?
C1 C2 Ni1 68.72(9) . . ?
C1 C2 C7 134.26(16) . . ?
C3 C2 Ni1 69.51(9) . . ?
C3 C2 C1 89.42(14) . . ?
C3 C2 C7 135.42(16) . . ?
C7 C2 Ni1 127.21(12) . . ?
C2 C3 Ni1 67.57(9) . . ?
C2 C3 C9 134.59(16) . . ?
C4 C3 Ni1 69.26(9) . . ?
C4 C3 C2 90.26(14) . . ?
C4 C3 C9 134.86(17) . . ?
C9 C3 Ni1 125.53(12) . . ?
C1 C4 Ni1 67.78(9) . . ?
C1 C4 C11 133.84(16) . . ?
C3 C4 Ni1 68.60(9) . . ?
C3 C4 C1 90.32(14) . . ?
C3 C4 C11 135.55(17) . . ?
C11 C4 Ni1 125.92(12) . . ?
C1 C5 H5A 109.4 . . ?
C1 C5 H5B 109.4 . . ?
C1 C5 C6 111.11(15) . . ?
H5A C5 H5B 108.0 . . ?
C6 C5 H5A 109.4 . . ?
C6 C5 H5B 109.4 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 C7 H7A 109.3 . . ?
C2 C7 H7B 109.3 . . ?
C2 C7 C8 111.67(15) . . ?
H7A C7 H7B 107.9 . . ?
C8 C7 H7A 109.3 . . ?
C8 C7 H7B 109.3 . . ?
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 . . ?
C3 C9 H9A 109.3 . . ?
C3 C9 H9B 109.3 . . ?
C3 C9 C10 111.43(15) . . ?
H9A C9 H9B 108.0 . . ?
C10 C9 H9A 109.3 . . ?
C10 C9 H9B 109.3 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C4 C11 H11A 109.3 . . ?
C4 C11 H11B 109.3 . . ?
C4 C11 C12 111.75(15) . . ?
H11A C11 H11B 107.9 . . ?
C12 C11 H11A 109.3 . . ?
C12 C11 H11B 109.3 . . ?
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 . . ?
Ni1 C13 H13 108.8 . . ?
C14 C13 Ni1 66.01(9) . . ?
C14 C13 H13 122.2 . . ?
C14 C13 B3 110.41(15) . . ?
C14 C13 B7 109.77(15) . . ?
C14 C13 B8 60.99(12) . . ?
B3 C13 Ni1 66.32(9) . . ?
B3 C13 H13 119.4 . . ?
B3 C13 B8 113.71(15) . . ?
B7 C13 Ni1 122.71(13) . . ?
B7 C13 H13 117.8 . . ?
B7 C13 B3 62.75(12) . . ?
B7 C13 B8 61.72(12) . . ?
B8 C13 Ni1 122.62(13) . . ?
B8 C13 H13 116.7 . . ?
Ni1 C14 H14 107.8 . . ?
C13 C14 Ni1 66.86(9) . . ?
C13 C14 H14 120.6 . . ?
C13 C14 B1 111.51(14) . . ?
C13 C14 B4 112.12(14) . . ?
C13 C14 B8 62.20(12) . . ?
B1 C14 Ni1 66.32(9) . . ?
B1 C14 H14 119.5 . . ?
B1 C14 B4 62.89(12) . . ?
B1 C14 B8 114.10(14) . . ?
B4 C14 Ni1 123.88(12) . . ?
B4 C14 H14 116.8 . . ?
B4 C14 B8 62.18(12) . . ?
B8 C14 Ni1 124.48(12) . . ?
B8 C14 H14 115.9 . . ?
Ni1 B1 H1 112.0 . . ?
C14 B1 Ni1 65.14(9) . . ?
C14 B1 H1 119.2 . . ?
C14 B1 B2 106.59(15) . . ?
C14 B1 B4 59.02(11) . . ?
C14 B1 B5 105.42(14) . . ?
B2 B1 Ni1 65.56(10) . . ?
B2 B1 H1 128.0 . . ?
B4 B1 Ni1 119.36(13) . . ?
B4 B1 H1 114.3 . . ?
B4 B1 B2 109.52(15) . . ?
B5 B1 Ni1 119.30(13) . . ?
B5 B1 H1 122.3 . . ?
B5 B1 B2 60.73(12) . . ?
B5 B1 B4 60.07(12) . . ?
Ni1 B2 H2 115.6 . . ?
B1 B2 Ni1 63.60(9) . . ?
B1 B2 H2 124.9 . . ?
B1 B2 B3 105.95(14) . . ?
B1 B2 B5 58.85(12) . . ?
B3 B2 Ni1 64.31(10) . . ?
B3 B2 H2 123.4 . . ?
B5 B2 Ni1 115.95(13) . . ?
B5 B2 H2 118.9 . . ?
B5 B2 B3 107.20(14) . . ?
B6 B2 Ni1 116.51(13) . . ?
B6 B2 B1 105.77(15) . . ?
B6 B2 H2 118.8 . . ?
B6 B2 B3 59.75(12) . . ?
B6 B2 B5 59.68(12) . . ?
Ni1 B3 H3 114.0 . . ?
C13 B3 Ni1 64.46(9) . . ?
C13 B3 B2 105.51(15) . . ?
C13 B3 H3 120.3 . . ?
C13 B3 B6 103.95(14) . . ?
C13 B3 B7 58.18(12) . . ?
B2 B3 Ni1 64.81(9) . . ?
B2 B3 H3 128.5 . . ?
B6 B3 Ni1 116.90(13) . . ?
B6 B3 B2 59.70(12) . . ?
B6 B3 H3 122.9 . . ?
B6 B3 B7 59.31(12) . . ?
B7 B3 Ni1 117.05(13) . . ?
B7 B3 B2 107.54(15) . . ?
B7 B3 H3 115.6 . . ?
C14 B4 B1 58.09(11) . . ?
C14 B4 H4 118.8 . . ?
C14 B4 B5 104.33(14) . . ?
C14 B4 B8 59.15(11) . . ?
C14 B4 B9 104.61(15) . . ?
B1 B4 H4 121.9 . . ?
B1 B4 B9 107.70(15) . . ?
B5 B4 B1 59.60(12) . . ?
B5 B4 H4 128.4 . . ?
B5 B4 B9 60.54(12) . . ?
B8 B4 B1 107.69(15) . . ?
B8 B4 H4 117.3 . . ?
B8 B4 B5 108.16(15) . . ?
B8 B4 B9 59.59(12) . . ?
B9 B4 H4 125.8 . . ?
B1 B5 B2 60.42(12) . . ?
B1 B5 B4 60.33(12) . . ?
B1 B5 H5 122.6 . . ?
B1 B5 B6 107.18(15) . . ?
B1 B5 B9 107.78(15) . . ?
B2 B5 H5 120.5 . . ?
B4 B5 B2 109.47(14) . . ?
B4 B5 H5 121.9 . . ?
B4 B5 B6 107.76(15) . . ?
B4 B5 B9 59.92(12) . . ?
B6 B5 B2 59.90(12) . . ?
B6 B5 H5 121.5 . . ?
B6 B5 B9 59.86(12) . . ?
B9 B5 B2 108.76(15) . . ?
B9 B5 H5 121.4 . . ?
B2 B6 B3 60.56(12) . . ?
B2 B6 H6 122.4 . . ?
B3 B6 H6 121.2 . . ?
B5 B6 B2 60.42(12) . . ?
B5 B6 B3 108.42(15) . . ?
B5 B6 H6 122.8 . . ?
B7 B6 B2 109.19(15) . . ?
B7 B6 B3 60.51(12) . . ?
B7 B6 B5 107.91(15) . . ?
B7 B6 H6 119.9 . . ?
B7 B6 B9 59.94(12) . . ?
B9 B6 B2 109.47(15) . . ?
B9 B6 B3 108.94(15) . . ?
B9 B6 B5 60.23(12) . . ?
B9 B6 H6 120.0 . . ?
C13 B7 B3 59.07(12) . . ?
C13 B7 B6 105.31(15) . . ?
C13 B7 H7 118.6 . . ?
C13 B7 B8 59.79(12) . . ?
C13 B7 B9 105.82(15) . . ?
B3 B7 H7 120.5 . . ?
B6 B7 B3 60.17(12) . . ?
B6 B7 H7 127.6 . . ?
B6 B7 B9 60.30(12) . . ?
B8 B7 B3 109.12(15) . . ?
B8 B7 B6 107.98(15) . . ?
B8 B7 H7 117.9 . . ?
B8 B7 B9 59.61(12) . . ?
B9 B7 B3 108.95(15) . . ?
B9 B7 H7 125.2 . . ?
C13 B8 B4 104.96(14) . . ?
C13 B8 B7 58.49(12) . . ?
C13 B8 H8 117.6 . . ?
C13 B8 B9 105.38(15) . . ?
C14 B8 C13 56.80(11) . . ?
C14 B8 B4 58.67(11) . . ?
C14 B8 B7 103.89(14) . . ?
C14 B8 H8 116.6 . . ?
C14 B8 B9 104.88(14) . . ?
B4 B8 B7 108.17(15) . . ?
B4 B8 H8 122.6 . . ?
B7 B8 H8 126.1 . . ?
B9 B8 B4 60.41(12) . . ?
B9 B8 B7 60.32(12) . . ?
B9 B8 H8 131.5 . . ?
B4 B9 B5 59.54(12) . . ?
B4 B9 B6 107.50(14) . . ?
B4 B9 H9 125.5 . . ?
B5 B9 H9 124.4 . . ?
B6 B9 B5 59.91(12) . . ?
B6 B9 H9 119.9 . . ?
B7 B9 B4 107.65(15) . . ?
B7 B9 B5 107.51(14) . . ?
B7 B9 B6 59.76(12) . . ?
B7 B9 H9 118.3 . . ?
B8 B9 B4 60.00(12) . . ?
B8 B9 B5 107.69(15) . . ?
B8 B9 B6 107.92(15) . . ?
B8 B9 B7 60.07(13) . . ?
B8 B9 H9 121.3 . . ?

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

data_3b
_database_code_depnum_ccdc_archive 'CCDC 1991640'
loop_
_audit_author_name
_audit_author_address
'Yulia Nelyubina'
;AN Nesmeyanov Institute of Organoelement Compounds
Russia
;
_audit_update_record             
;
2020-03-20 deposited with the CCDC.	2020-04-30 downloaded from the CCDC.
;
_audit_creation_date             2020-03-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H28 Br N2 Ni, F6 P'
_chemical_formula_sum            'C24 H28 Br F6 N2 Ni P'
_chemical_formula_weight         628.07
_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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/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                   8.7709(5)
_cell_length_b                   16.2919(9)
_cell_length_c                   17.2763(9)
_cell_angle_alpha                90
_cell_angle_beta                 96.782(4)
_cell_angle_gamma                90
_cell_volume                     2451.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9949
_cell_measurement_temperature    120
_cell_measurement_theta_max      67.65
_cell_measurement_theta_min      3.74
_shelx_estimated_absorpt_T_max   0.569
_shelx_estimated_absorpt_T_min   0.363
_exptl_absorpt_coefficient_mu    4.234
_exptl_absorpt_correction_T_max  0.7530
_exptl_absorpt_correction_T_min  0.5468
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1416 before and 0.0859 after correction.
The Ratio of minimum to maximum transmission is 0.7262.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.702
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0888
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            32362
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.486
_diffrn_reflns_theta_min         3.741
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3565
_reflns_number_total             4325
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.680
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         4325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0345
_refine_ls_restrained_S_all      1.022
_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)+(0.0458P)²+1.2272P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0826
_refine_ls_wR_factor_ref         0.0900
_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 Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C7(H7A,H7B), C9(H9A,H9B), C11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C15(H15), C16(H16), C18(H18), C19(H19), C21(H21), C22(H22), C23(H23)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C)
;
_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 0.89948(4) 0.64774(2) 0.58194(2) 0.02736(11) Uani 1 1 d . . . . .
Ni1 Ni 0.76503(6) 0.72330(3) 0.47671(3) 0.02090(14) Uani 1 1 d . . . . .
N1 N 0.8020(3) 0.63942(14) 0.39724(13) 0.0214(5) Uani 1 1 d . . . . .
N2 N 0.5616(3) 0.66450(14) 0.47395(13) 0.0212(5) Uani 1 1 d . . . . .
C1 C 0.6794(4) 0.83974(17) 0.45703(17) 0.0240(6) Uani 1 1 d . . . . .
C2 C 0.8012(4) 0.82367(17) 0.41008(17) 0.0231(6) Uani 1 1 d . . . . .
C3 C 0.9115(4) 0.81758(17) 0.48018(17) 0.0230(6) Uani 1 1 d . . . . .
C4 C 0.7868(4) 0.83443(17) 0.52768(17) 0.0244(6) Uani 1 1 d . . . . .
C5 C 0.5144(4) 0.86181(19) 0.43775(18) 0.0282(7) Uani 1 1 d . . . . .
H5A H 0.4631 0.8602 0.4858 0.034 Uiso 1 1 calc R . . . .
H5B H 0.4638 0.8209 0.4008 0.034 Uiso 1 1 calc R . . . .
C6 C 0.4958(4) 0.9473(2) 0.4015(2) 0.0372(8) Uani 1 1 d . . . . .
H6A H 0.5407 0.9480 0.3522 0.056 Uiso 1 1 calc GR . . . .
H6B H 0.5484 0.9877 0.4373 0.056 Uiso 1 1 calc GR . . . .
H6C H 0.3865 0.9611 0.3917 0.056 Uiso 1 1 calc GR . . . .
C7 C 0.8157(4) 0.82690(19) 0.32505(17) 0.0290(7) Uani 1 1 d . . . . .
H7A H 0.7142 0.8170 0.2950 0.035 Uiso 1 1 calc R . . . .
H7B H 0.8866 0.7832 0.3116 0.035 Uiso 1 1 calc R . . . .
C8 C 0.8770(4) 0.9108(2) 0.30301(18) 0.0346(8) Uani 1 1 d . . . . .
H8A H 0.8928 0.9107 0.2478 0.052 Uiso 1 1 calc GR . . . .
H8B H 0.9748 0.9219 0.3349 0.052 Uiso 1 1 calc GR . . . .
H8C H 0.8026 0.9536 0.3122 0.052 Uiso 1 1 calc GR . . . .
C9 C 1.0816(4) 0.81798(19) 0.49820(19) 0.0291(7) Uani 1 1 d . . . . .
H9A H 1.1288 0.7997 0.4518 0.035 Uiso 1 1 calc R . . . .
H9B H 1.1126 0.7790 0.5412 0.035 Uiso 1 1 calc R . . . .
C10 C 1.1395(4) 0.9043(2) 0.5219(2) 0.0404(8) Uani 1 1 d . . . . .
H10A H 1.1178 0.9417 0.4775 0.061 Uiso 1 1 calc GR . . . .
H10B H 1.2504 0.9025 0.5379 0.061 Uiso 1 1 calc GR . . . .
H10C H 1.0872 0.9239 0.5655 0.061 Uiso 1 1 calc GR . . . .
C11 C 0.7903(4) 0.85634(19) 0.61173(17) 0.0278(7) Uani 1 1 d . . . . .
H11A H 0.8004 0.9167 0.6168 0.033 Uiso 1 1 calc R . . . .
H11B H 0.8832 0.8316 0.6406 0.033 Uiso 1 1 calc R . . . .
C12 C 0.6525(4) 0.8297(2) 0.65034(18) 0.0358(8) Uani 1 1 d . . . . .
H12A H 0.5591 0.8531 0.6221 0.054 Uiso 1 1 calc GR . . . .
H12B H 0.6638 0.8490 0.7044 0.054 Uiso 1 1 calc GR . . . .
H12C H 0.6454 0.7697 0.6495 0.054 Uiso 1 1 calc GR . . . .
C13 C 0.6833(3) 0.58579(17) 0.38295(15) 0.0208(6) Uani 1 1 d . . . . .
C14 C 0.9278(4) 0.62646(18) 0.36348(17) 0.0261(7) Uani 1 1 d . . . . .
H14 H 1.0113 0.6636 0.3734 0.031 Uiso 1 1 calc R . . . .
C15 C 0.9416(4) 0.55956(18) 0.31358(17) 0.0275(7) Uani 1 1 d . . . . .
H15 H 1.0333 0.5519 0.2902 0.033 Uiso 1 1 calc R . . . .
C16 C 0.8228(4) 0.50548(18) 0.29871(17) 0.0274(7) Uani 1 1 d . . . . .
H16 H 0.8315 0.4600 0.2651 0.033 Uiso 1 1 calc R . . . .
C17 C 0.6873(4) 0.51758(17) 0.33367(15) 0.0224(6) Uani 1 1 d . . . . .
C18 C 0.5559(4) 0.46458(18) 0.32305(16) 0.0256(7) Uani 1 1 d . . . . .
H18 H 0.5562 0.4189 0.2889 0.031 Uiso 1 1 calc R . . . .
C19 C 0.4322(4) 0.47831(18) 0.36054(16) 0.0256(7) Uani 1 1 d . . . . .
H19 H 0.3469 0.4422 0.3520 0.031 Uiso 1 1 calc R . . . .
C20 C 0.4262(3) 0.54648(17) 0.41330(15) 0.0205(6) Uani 1 1 d . . . . .
C21 C 0.3045(4) 0.56115(18) 0.45750(16) 0.0236(6) Uani 1 1 d . . . . .
H21 H 0.2167 0.5266 0.4522 0.028 Uiso 1 1 calc R . . . .
C22 C 0.3141(4) 0.62591(18) 0.50828(16) 0.0245(6) Uani 1 1 d . . . . .
H22 H 0.2330 0.6365 0.5388 0.029 Uiso 1 1 calc R . . . .
C23 C 0.4445(4) 0.67655(18) 0.51500(16) 0.0239(6) Uani 1 1 d . . . . .
H23 H 0.4492 0.7214 0.5504 0.029 Uiso 1 1 calc R . . . .
C24 C 0.5527(3) 0.59980(17) 0.42369(15) 0.0200(6) Uani 1 1 d . . . . .
P1 P 0.27836(10) 0.72905(5) 0.25279(4) 0.02742(19) Uani 1 1 d . . . . .
F1 F 0.2989(3) 0.75128(16) 0.16468(11) 0.0539(6) Uani 1 1 d . . . . .
F2 F 0.2465(3) 0.82290(13) 0.27106(14) 0.0559(6) Uani 1 1 d . . . . .
F3 F 0.4566(2) 0.74462(16) 0.27727(12) 0.0523(6) Uani 1 1 d . . . . .
F4 F 0.2591(2) 0.70815(12) 0.34164(10) 0.0382(5) Uani 1 1 d . . . . .
F5 F 0.3121(3) 0.63596(14) 0.23671(14) 0.0622(7) Uani 1 1 d . . . . .
F6 F 0.0994(2) 0.71441(16) 0.22983(12) 0.0518(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Ni1 2.3885(6) . ?
Ni1 N1 1.991(2) . ?
Ni1 N2 2.021(3) . ?
Ni1 C1 2.054(3) . ?
Ni1 C2 2.046(3) . ?
Ni1 C3 1.999(3) . ?
Ni1 C4 2.013(3) . ?
N1 C13 1.359(4) . ?
N1 C14 1.325(4) . ?
N2 C23 1.330(4) . ?
N2 C24 1.362(4) . ?
C1 C2 1.439(4) . ?
C1 C4 1.453(4) . ?
C1 C5 1.491(5) . ?
C2 C3 1.462(4) . ?
C2 C7 1.490(4) . ?
C3 C4 1.469(5) . ?
C3 C9 1.488(4) . ?
C4 C11 1.492(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.528(4) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.534(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.534(4) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.511(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C17 1.403(4) . ?
C13 C24 1.432(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.404(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.365(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.410(5) . ?
C17 C18 1.434(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.346(5) . ?
C19 H19 0.9500 . ?
C19 C20 1.442(4) . ?
C20 C21 1.404(4) . ?
C20 C24 1.404(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.368(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.403(4) . ?
C23 H23 0.9500 . ?
P1 F1 1.595(2) . ?
P1 F2 1.593(2) . ?
P1 F3 1.591(2) . ?
P1 F4 1.6006(18) . ?
P1 F5 1.576(2) . ?
P1 F6 1.591(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ni1 Br1 93.74(7) . . ?
N1 Ni1 N2 82.73(10) . . ?
N1 Ni1 C1 127.30(11) . . ?
N1 Ni1 C2 96.43(10) . . ?
N1 Ni1 C3 113.07(11) . . ?
N1 Ni1 C4 154.78(11) . . ?
N2 Ni1 Br1 97.41(7) . . ?
N2 Ni1 C1 97.43(11) . . ?
N2 Ni1 C2 124.09(11) . . ?
C1 Ni1 Br1 137.74(8) . . ?
C2 Ni1 Br1 138.15(9) . . ?
C2 Ni1 C1 41.10(12) . . ?
C3 Ni1 Br1 96.63(9) . . ?
C3 Ni1 N2 158.06(11) . . ?
C3 Ni1 C1 61.07(12) . . ?
C3 Ni1 C2 42.35(12) . . ?
C3 Ni1 C4 42.96(13) . . ?
C4 Ni1 Br1 96.77(9) . . ?
C4 Ni1 N2 118.32(12) . . ?
C4 Ni1 C1 41.87(12) . . ?
C4 Ni1 C2 60.93(12) . . ?
C13 N1 Ni1 112.54(19) . . ?
C14 N1 Ni1 128.7(2) . . ?
C14 N1 C13 118.5(2) . . ?
C23 N2 Ni1 130.76(19) . . ?
C23 N2 C24 117.7(3) . . ?
C24 N2 Ni1 111.43(19) . . ?
C2 C1 Ni1 69.16(16) . . ?
C2 C1 C4 90.7(2) . . ?
C2 C1 C5 133.1(3) . . ?
C4 C1 Ni1 67.55(16) . . ?
C4 C1 C5 135.9(3) . . ?
C5 C1 Ni1 125.9(2) . . ?
C1 C2 Ni1 69.74(16) . . ?
C1 C2 C3 90.5(2) . . ?
C1 C2 C7 134.8(3) . . ?
C3 C2 Ni1 67.11(16) . . ?
C3 C2 C7 133.9(3) . . ?
C7 C2 Ni1 128.3(2) . . ?
C2 C3 Ni1 70.55(16) . . ?
C2 C3 C4 89.2(2) . . ?
C2 C3 C9 136.3(3) . . ?
C4 C3 Ni1 69.01(16) . . ?
C4 C3 C9 132.6(3) . . ?
C9 C3 Ni1 129.4(2) . . ?
C1 C4 Ni1 70.58(16) . . ?
C1 C4 C3 89.6(2) . . ?
C1 C4 C11 137.7(3) . . ?
C3 C4 Ni1 68.02(15) . . ?
C3 C4 C11 131.1(3) . . ?
C11 C4 Ni1 129.1(2) . . ?
C1 C5 H5A 109.3 . . ?
C1 C5 H5B 109.3 . . ?
C1 C5 C6 111.4(3) . . ?
H5A C5 H5B 108.0 . . ?
C6 C5 H5A 109.3 . . ?
C6 C5 H5B 109.3 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 C7 H7A 109.6 . . ?
C2 C7 H7B 109.6 . . ?
C2 C7 C8 110.5(2) . . ?
H7A C7 H7B 108.1 . . ?
C8 C7 H7A 109.6 . . ?
C8 C7 H7B 109.6 . . ?
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 . . ?
C3 C9 H9A 109.5 . . ?
C3 C9 H9B 109.5 . . ?
C3 C9 C10 110.6(3) . . ?
H9A C9 H9B 108.1 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
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 . . ?
C4 C11 H11A 108.3 . . ?
C4 C11 H11B 108.3 . . ?
C4 C11 C12 115.8(3) . . ?
H11A C11 H11B 107.4 . . ?
C12 C11 H11A 108.3 . . ?
C12 C11 H11B 108.3 . . ?
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 . . ?
N1 C13 C17 123.1(3) . . ?
N1 C13 C24 116.6(2) . . ?
C17 C13 C24 120.2(3) . . ?
N1 C14 H14 119.0 . . ?
N1 C14 C15 122.1(3) . . ?
C15 C14 H14 119.0 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.8(3) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 120.2 . . ?
C15 C16 C17 119.5(3) . . ?
C17 C16 H16 120.2 . . ?
C13 C17 C16 116.9(3) . . ?
C13 C17 C18 118.5(3) . . ?
C16 C17 C18 124.5(3) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 C17 121.3(3) . . ?
C19 C18 H18 119.4 . . ?
C18 C19 H19 119.2 . . ?
C18 C19 C20 121.6(3) . . ?
C20 C19 H19 119.2 . . ?
C21 C20 C19 124.2(3) . . ?
C24 C20 C19 118.0(3) . . ?
C24 C20 C21 117.7(3) . . ?
C20 C21 H21 120.4 . . ?
C22 C21 C20 119.1(3) . . ?
C22 C21 H21 120.4 . . ?
C21 C22 H22 120.2 . . ?
C21 C22 C23 119.6(3) . . ?
C23 C22 H22 120.2 . . ?
N2 C23 C22 122.8(3) . . ?
N2 C23 H23 118.6 . . ?
C22 C23 H23 118.6 . . ?
N2 C24 C13 116.6(3) . . ?
N2 C24 C20 123.0(3) . . ?
C20 C24 C13 120.3(2) . . ?
F1 P1 F4 179.06(13) . . ?
F2 P1 F1 90.76(13) . . ?
F2 P1 F4 88.47(12) . . ?
F3 P1 F1 89.97(12) . . ?
F3 P1 F2 89.09(14) . . ?
F3 P1 F4 89.47(11) . . ?
F3 P1 F6 178.86(14) . . ?
F5 P1 F1 90.33(14) . . ?
F5 P1 F2 178.63(15) . . ?
F5 P1 F3 90.08(15) . . ?
F5 P1 F4 90.43(13) . . ?
F5 P1 F6 90.68(15) . . ?
F6 P1 F1 90.87(12) . . ?
F6 P1 F2 90.13(14) . . ?
F6 P1 F4 89.68(11) . . ?

_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_3a
_database_code_depnum_ccdc_archive 'CCDC 1990253'
loop_
_audit_author_name
_audit_author_address
'Yulia Nelyubina'
;AN Nesmeyanov Institute of Organoelement Compounds
Russia
;
_audit_update_record             
;
2020-03-13 deposited with the CCDC.	2020-04-30 downloaded from the CCDC.
;
_audit_creation_date             2020-03-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H28 Br N2 Ni, F6 P, C3 H6 O'
_chemical_formula_sum            'C25 H34 Br F6 N2 Ni O P'
_chemical_formula_weight         662.13
_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 0.0181 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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   19.2163(3)
_cell_length_b                   12.0734(2)
_cell_length_c                   12.3104(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2856.09(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9926
_cell_measurement_temperature    120
_cell_measurement_theta_max      67.72
_cell_measurement_theta_min      4.27
_shelx_estimated_absorpt_T_max   0.526
_shelx_estimated_absorpt_T_min   0.358
_exptl_absorpt_coefficient_mu    3.690
_exptl_absorpt_correction_T_max  0.7530
_exptl_absorpt_correction_T_min  0.6509
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0929 before and 0.0617 after correction.
The Ratio of minimum to maximum transmission is 0.8644.
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    1.540
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0533
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            39248
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.486
_diffrn_reflns_theta_min         4.265
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2406
_reflns_number_total             2709
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.986
_refine_diff_density_min         -0.506
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2709
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0346
_refine_ls_restrained_S_all      1.058
_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)+(0.0440P)²+4.6164P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0885
_refine_ls_wR_factor_ref         0.0919
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C5(H5A,H5B)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C10(H10), C11(H11)
2.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C6(H6A,H6B,H6C), C2S(H2SA,H2SB,H2SC)
;
_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
Br1 Br 0.39817(2) 0.2500 0.32140(3) 0.02677(13) Uani 1 2 d S T P . .
Ni1 Ni 0.33863(3) 0.2500 0.49204(5) 0.01738(16) Uani 1 2 d S T P . .
N1 N 0.40165(10) 0.35801(18) 0.56485(17) 0.0213(5) Uani 1 1 d . . . . .
C1 C 0.24767(12) 0.1902(2) 0.55719(19) 0.0185(5) Uani 1 1 d . . . . .
C2 C 0.24795(12) 0.1892(2) 0.4387(2) 0.0203(5) Uani 1 1 d . . . . .
C3 C 0.23933(13) 0.1049(2) 0.6428(2) 0.0245(6) Uani 1 1 d . . . . .
H3A H 0.2611 0.1312 0.7110 0.029 Uiso 1 1 calc R . . . .
H3B H 0.2633 0.0361 0.6203 0.029 Uiso 1 1 calc R . . . .
C4 C 0.16285(15) 0.0804(3) 0.6630(3) 0.0402(8) Uani 1 1 d . . . . .
H4A H 0.1417 0.0515 0.5964 0.060 Uiso 1 1 calc GR . . . .
H4B H 0.1390 0.1487 0.6847 0.060 Uiso 1 1 calc GR . . . .
H4C H 0.1585 0.0253 0.7211 0.060 Uiso 1 1 calc GR . . . .
C5 C 0.23555(14) 0.1025(2) 0.3554(2) 0.0295(6) Uani 1 1 d . . . . .
H5A H 0.2586 0.0328 0.3779 0.035 Uiso 1 1 calc R . . . .
H5B H 0.2562 0.1261 0.2854 0.035 Uiso 1 1 calc R . . . .
C6 C 0.15793(16) 0.0820(3) 0.3404(3) 0.0488(9) Uani 1 1 d . . . . .
H6A H 0.1510 0.0217 0.2883 0.073 Uiso 1 1 calc GR . . . .
H6B H 0.1357 0.1495 0.3130 0.073 Uiso 1 1 calc GR . . . .
H6C H 0.1372 0.0616 0.4103 0.073 Uiso 1 1 calc GR . . . .
C7 C 0.45106(13) 0.3114(2) 0.6280(2) 0.0265(6) Uani 1 1 d . . . . .
C8 C 0.49895(15) 0.3755(3) 0.6837(2) 0.0375(7) Uani 1 1 d . . . . .
H8 H 0.5330 0.3414 0.7286 0.045 Uiso 1 1 calc R . . . .
C9 C 0.49687(15) 0.4891(3) 0.6736(3) 0.0382(7) Uani 1 1 d . . . . .
H9 H 0.5292 0.5341 0.7119 0.046 Uiso 1 1 calc R . . . .
C10 C 0.44738(14) 0.5368(3) 0.6075(2) 0.0310(6) Uani 1 1 d . . . . .
H10 H 0.4455 0.6148 0.5984 0.037 Uiso 1 1 calc R . . . .
C11 C 0.40044(13) 0.4686(2) 0.5545(2) 0.0247(6) Uani 1 1 d . . . . .
H11 H 0.3661 0.5013 0.5092 0.030 Uiso 1 1 calc R . . . .
P1 P 0.21977(6) 0.2500 0.98229(9) 0.0311(2) Uani 1 2 d S T P . .
F1 F 0.17981(17) 0.1577(2) 0.9148(2) 0.0930(10) Uani 1 1 d . . . . .
F2 F 0.27832(17) 0.2500 0.8911(3) 0.0656(9) Uani 1 2 d S T P . .
F3 F 0.25833(17) 0.3422(2) 1.0469(2) 0.0887(9) Uani 1 1 d . . . . .
F4 F 0.16126(19) 0.2500 1.0717(3) 0.0847(12) Uani 1 2 d S T P . .
O1S O 0.5331(3) 0.2500 0.9337(5) 0.1017(18) Uani 1 2 d S T P . .
C1S C 0.4800(3) 0.2500 0.9861(4) 0.0510(13) Uani 1 2 d S T P . .
C2S C 0.4525(3) 0.1433(3) 1.0169(5) 0.0962(19) Uani 1 1 d . . . . .
H2SA H 0.4094 0.1290 0.9767 0.144 Uiso 1 1 calc GR . . . .
H2SB H 0.4427 0.1428 1.0951 0.144 Uiso 1 1 calc GR . . . .
H2SC H 0.4867 0.0856 1.0000 0.144 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Ni1 2.3921(7) . ?
Ni1 N1 1.993(2) 7_565 ?
Ni1 N1 1.993(2) . ?
Ni1 C1 2.054(2) . ?
Ni1 C1 2.054(2) 7_565 ?
Ni1 C2 2.002(2) . ?
Ni1 C2 2.002(2) 7_565 ?
N1 C7 1.350(3) . ?
N1 C11 1.341(3) . ?
C1 C1 1.444(5) 7_565 ?
C1 C2 1.459(4) . ?
C1 C3 1.483(4) . ?
C2 C2 1.469(5) 7_565 ?
C2 C5 1.485(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.519(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.523(4) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C7 1.482(6) 7_565 ?
C7 C8 1.385(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.378(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.378(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.384(4) . ?
C11 H11 0.9500 . ?
P1 F1 1.588(2) 7_565 ?
P1 F1 1.588(2) . ?
P1 F2 1.589(3) . ?
P1 F3 1.556(2) 7_565 ?
P1 F3 1.556(2) . ?
P1 F4 1.574(3) . ?
O1S C1S 1.208(7) . ?
C1S C2S 1.443(5) . ?
C1S C2S 1.443(5) 7_565 ?
C2S H2SA 0.9800 . ?
C2S H2SB 0.9800 . ?
C2S H2SC 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
N1 Ni1 Br1 95.99(6) 7_565 . ?
N1 Ni1 Br1 95.99(6) . . ?
N1 Ni1 N1 81.75(12) . 7_565 ?
N1 Ni1 C1 96.40(9) 7_565 . ?
N1 Ni1 C1 96.40(9) . 7_565 ?
N1 Ni1 C1 124.86(9) 7_565 7_565 ?
N1 Ni1 C1 124.86(9) . . ?
N1 Ni1 C2 115.89(9) 7_565 . ?
N1 Ni1 C2 156.45(10) . . ?
N1 Ni1 C2 156.45(10) 7_565 7_565 ?
N1 Ni1 C2 115.89(9) . 7_565 ?
C1 Ni1 Br1 138.58(7) . . ?
C1 Ni1 Br1 138.58(7) 7_565 . ?
C1 Ni1 C1 41.17(14) 7_565 . ?
C2 Ni1 Br1 97.36(7) . . ?
C2 Ni1 Br1 97.36(7) 7_565 . ?
C2 Ni1 C1 61.09(10) . 7_565 ?
C2 Ni1 C1 42.15(10) 7_565 7_565 ?
C2 Ni1 C1 42.15(10) . . ?
C2 Ni1 C1 61.08(10) 7_565 . ?
C2 Ni1 C2 43.04(15) . 7_565 ?
C7 N1 Ni1 114.42(18) . . ?
C11 N1 Ni1 126.75(18) . . ?
C11 N1 C7 118.8(2) . . ?
C1 C1 Ni1 69.42(7) 7_565 . ?
C1 C1 C2 90.48(14) 7_565 . ?
C1 C1 C3 134.00(15) 7_565 . ?
C2 C1 Ni1 67.01(13) . . ?
C2 C1 C3 134.9(2) . . ?
C3 C1 Ni1 127.87(17) . . ?
C1 C2 Ni1 70.85(14) . . ?
C1 C2 C2 89.52(14) . 7_565 ?
C1 C2 C5 134.1(2) . . ?
C2 C2 Ni1 68.48(7) 7_565 . ?
C2 C2 C5 134.84(16) 7_565 . ?
C5 C2 Ni1 128.69(18) . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
C1 C3 C4 110.8(2) . . ?
H3A C3 H3B 108.1 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
C2 C5 C6 110.8(2) . . ?
H5A C5 H5B 108.1 . . ?
C6 C5 H5A 109.5 . . ?
C6 C5 H5B 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N1 C7 C7 114.65(15) . 7_565 ?
N1 C7 C8 121.3(3) . . ?
C8 C7 C7 124.02(18) . 7_565 ?
C7 C8 H8 120.2 . . ?
C9 C8 C7 119.5(3) . . ?
C9 C8 H8 120.2 . . ?
C8 C9 H9 120.4 . . ?
C8 C9 C10 119.3(3) . . ?
C10 C9 H9 120.4 . . ?
C9 C10 H10 120.7 . . ?
C9 C10 C11 118.7(3) . . ?
C11 C10 H10 120.7 . . ?
N1 C11 C10 122.4(3) . . ?
N1 C11 H11 118.8 . . ?
C10 C11 H11 118.8 . . ?
F1 P1 F1 89.1(3) . 7_565 ?
F1 P1 F2 88.45(14) . . ?
F1 P1 F2 88.45(14) 7_565 . ?
F3 P1 F1 178.87(19) . . ?
F3 P1 F1 89.75(18) 7_565 . ?
F3 P1 F1 89.75(18) . 7_565 ?
F3 P1 F1 178.87(19) 7_565 7_565 ?
F3 P1 F2 91.36(15) . . ?
F3 P1 F2 91.36(15) 7_565 . ?
F3 P1 F3 91.4(3) . 7_565 ?
F3 P1 F4 89.01(16) . . ?
F3 P1 F4 89.01(16) 7_565 . ?
F4 P1 F1 91.17(16) . 7_565 ?
F4 P1 F1 91.17(16) . . ?
F4 P1 F2 179.5(2) . . ?
O1S C1S C2S 116.7(3) . . ?
O1S C1S C2S 116.7(3) . 7_565 ?
C2S C1S C2S 126.4(6) . 7_565 ?
C1S C2S H2SA 109.5 . . ?
C1S C2S H2SB 109.5 . . ?
C1S C2S H2SC 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 109.5 . . ?

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

data_2d
_database_code_depnum_ccdc_archive 'CCDC 1990252'
loop_
_audit_author_name
_audit_author_address
'Yulia Nelyubina'
;AN Nesmeyanov Institute of Organoelement Compounds
Russia
;
_audit_update_record             
;
2020-03-13 deposited with the CCDC.	2020-04-30 downloaded from the CCDC.
;
_audit_creation_date             2020-03-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C50 H64 Br4 Ni2 P2'
_chemical_formula_sum            'C50 H64 Br4 Ni2 P2'
_chemical_formula_weight         1164.01
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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                   14.5260(9)
_cell_length_b                   16.9081(11)
_cell_length_c                   17.1531(11)
_cell_angle_alpha                90
_cell_angle_beta                 143.6071(10)
_cell_angle_gamma                90
_cell_volume                     2499.6(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3952
_cell_measurement_temperature    120
_cell_measurement_theta_max      26.71
_cell_measurement_theta_min      2.29
_shelx_estimated_absorpt_T_max   0.823
_shelx_estimated_absorpt_T_min   0.332
_exptl_absorpt_coefficient_mu    4.047
_exptl_absorpt_correction_T_max  0.1561
_exptl_absorpt_correction_T_min  0.0849
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0999 before and 0.0529 after correction.
The Ratio of minimum to maximum transmission is 0.5439.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1180
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            26339
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_min         1.851
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4474
_reflns_number_total             5456
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.116
_refine_diff_density_min         -2.281
_refine_diff_density_rms         0.180
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         5456
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0544
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0837P)²+21.7940P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1614
_refine_ls_wR_factor_ref         0.1721
_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 Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C7(H7A,H7B), C9(H9A,H9B), C11(H11A,H11B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22),
 C23(H23), C24(H24), C25(H25)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C)
;
_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 0.09640(7) 0.61300(3) 0.78891(6) 0.02200(17) Uani 1 1 d . . . . .
Br2 Br -0.32448(6) 0.55757(3) 0.46312(5) 0.01812(16) Uani 1 1 d . . . . .
Ni1 Ni -0.07630(10) 0.49235(5) 0.68322(8) 0.0272(2) Uani 1 1 d . . . . .
P1 P -0.0204(2) 0.43748(10) 0.60266(17) 0.0257(4) Uani 1 1 d . . . . .
C1 C 0.0008(8) 0.4718(4) 0.8503(7) 0.0325(15) Uani 1 1 d . . . . .
C2 C -0.0107(9) 0.3994(4) 0.7980(7) 0.0338(15) Uani 1 1 d . . . . .
C3 C -0.1793(8) 0.4098(4) 0.6785(7) 0.0318(15) Uani 1 1 d . . . . .
C4 C -0.1656(8) 0.4841(4) 0.7327(7) 0.0318(15) Uani 1 1 d . . . . .
C5 C 0.1263(9) 0.5098(5) 0.9846(8) 0.0432(18) Uani 1 1 d . . . . .
H5A H 0.1113 0.4941 1.0294 0.052 Uiso 1 1 calc R . . . .
H5B H 0.1145 0.5679 0.9735 0.052 Uiso 1 1 calc R . . . .
C6 C 0.2917(9) 0.4881(6) 1.0729(8) 0.049(2) Uani 1 1 d . . . . .
H6A H 0.3029 0.4304 1.0799 0.073 Uiso 1 1 calc GR . . . .
H6B H 0.3656 0.5109 1.1604 0.073 Uiso 1 1 calc GR . . . .
H6C H 0.3124 0.5091 1.0347 0.073 Uiso 1 1 calc GR . . . .
C7 C 0.0917(9) 0.3300(4) 0.8568(8) 0.0385(17) Uani 1 1 d . . . . .
H7A H 0.1948 0.3478 0.9088 0.046 Uiso 1 1 calc R . . . .
H7B H 0.0470 0.2946 0.7863 0.046 Uiso 1 1 calc R . . . .
C8 C 0.1095(12) 0.2848(5) 0.9459(9) 0.050(2) Uani 1 1 d . . . . .
H8A H 0.1571 0.3193 1.0175 0.074 Uiso 1 1 calc GR . . . .
H8B H 0.1755 0.2383 0.9826 0.074 Uiso 1 1 calc GR . . . .
H8C H 0.0071 0.2677 0.8945 0.074 Uiso 1 1 calc GR . . . .
C9 C -0.3116(9) 0.3567(5) 0.5710(8) 0.0384(17) Uani 1 1 d . . . . .
H9A H -0.2788 0.3159 0.5554 0.046 Uiso 1 1 calc R . . . .
H9B H -0.3971 0.3876 0.4891 0.046 Uiso 1 1 calc R . . . .
C10 C -0.3694(11) 0.3164(5) 0.6067(9) 0.0459(19) Uani 1 1 d . . . . .
H10A H -0.4664 0.2882 0.5297 0.069 Uiso 1 1 calc GR . . . .
H10B H -0.3876 0.3566 0.6344 0.069 Uiso 1 1 calc GR . . . .
H10C H -0.2910 0.2788 0.6785 0.069 Uiso 1 1 calc GR . . . .
C11 C -0.2790(9) 0.5347(5) 0.6977(8) 0.0390(17) Uani 1 1 d . . . . .
H11A H -0.3024 0.5098 0.7327 0.047 Uiso 1 1 calc R . . . .
H11B H -0.3767 0.5365 0.6008 0.047 Uiso 1 1 calc R . . . .
C12 C -0.2240(11) 0.6191(5) 0.7495(9) 0.052(2) Uani 1 1 d . . . . .
H12A H -0.3076 0.6496 0.7168 0.078 Uiso 1 1 calc GR . . . .
H12B H -0.1955 0.6435 0.7191 0.078 Uiso 1 1 calc GR . . . .
H12C H -0.1335 0.6183 0.8457 0.078 Uiso 1 1 calc GR . . . .
C13 C -0.0195(8) 0.5147(4) 0.5282(7) 0.0284(14) Uani 1 1 d . . . . .
H13A H -0.1230 0.5401 0.4566 0.034 Uiso 1 1 calc R . . . .
H13B H 0.0570 0.5557 0.5953 0.034 Uiso 1 1 calc R . . . .
C14 C 0.1693(8) 0.3922(4) 0.7157(7) 0.0284(14) Uani 1 1 d . . . . .
C15 C 0.2973(9) 0.4234(4) 0.8451(7) 0.0339(15) Uani 1 1 d . . . . .
H15 H 0.2806 0.4613 0.8737 0.041 Uiso 1 1 calc R . . . .
C16 C 0.4459(9) 0.3987(5) 0.9292(8) 0.0367(16) Uani 1 1 d . . . . .
H16 H 0.5313 0.4192 1.0160 0.044 Uiso 1 1 calc R . . . .
C17 C 0.4715(9) 0.3436(5) 0.8873(8) 0.0388(17) Uani 1 1 d . . . . .
H17 H 0.5744 0.3277 0.9451 0.047 Uiso 1 1 calc R . . . .
C18 C 0.3469(9) 0.3120(4) 0.7613(8) 0.0357(16) Uani 1 1 d . . . . .
H18 H 0.3643 0.2743 0.7331 0.043 Uiso 1 1 calc R . . . .
C19 C 0.1966(8) 0.3359(4) 0.6768(7) 0.0335(15) Uani 1 1 d . . . . .
H19 H 0.1114 0.3135 0.5915 0.040 Uiso 1 1 calc R . . . .
C20 C -0.1627(8) 0.3652(4) 0.4712(7) 0.0277(13) Uani 1 1 d . . . . .
C21 C -0.1522(9) 0.2859(4) 0.5001(7) 0.0347(15) Uani 1 1 d . . . . .
H21 H -0.0642 0.2678 0.5882 0.042 Uiso 1 1 calc R . . . .
C22 C -0.2700(10) 0.2329(5) 0.4000(8) 0.0404(17) Uani 1 1 d . . . . .
H22 H -0.2624 0.1792 0.4210 0.048 Uiso 1 1 calc R . . . .
C23 C -0.3981(9) 0.2578(5) 0.2705(8) 0.0402(17) Uani 1 1 d . . . . .
H23 H -0.4781 0.2215 0.2030 0.048 Uiso 1 1 calc R . . . .
C24 C -0.4083(9) 0.3361(5) 0.2406(8) 0.0410(18) Uani 1 1 d . . . . .
H24 H -0.4941 0.3533 0.1517 0.049 Uiso 1 1 calc R . . . .
C25 C -0.2928(8) 0.3899(4) 0.3406(7) 0.0347(16) Uani 1 1 d . . . . .
H25 H -0.3028 0.4439 0.3194 0.042 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Ni1 2.5337(10) . ?
Br2 Ni1 2.5601(10) . ?
Ni1 P1 2.2881(19) . ?
Ni1 C1 2.103(7) . ?
Ni1 C2 2.059(7) . ?
Ni1 C3 1.999(7) . ?
Ni1 C4 2.047(7) . ?
P1 C13 1.834(7) . ?
P1 C14 1.826(7) . ?
P1 C20 1.829(7) . ?
C1 C2 1.446(10) . ?
C1 C4 1.450(10) . ?
C1 C5 1.511(11) . ?
C2 C3 1.466(11) . ?
C2 C7 1.479(10) . ?
C3 C4 1.477(10) . ?
C3 C9 1.481(10) . ?
C4 C11 1.489(10) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.530(11) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.532(11) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.539(11) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.523(12) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C13 1.545(13) 3_566 ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.420(10) . ?
C14 C19 1.391(10) . ?
C15 H15 0.9500 . ?
C15 C16 1.379(11) . ?
C16 H16 0.9500 . ?
C16 C17 1.397(11) . ?
C17 H17 0.9500 . ?
C17 C18 1.391(11) . ?
C18 H18 0.9500 . ?
C18 C19 1.392(10) . ?
C19 H19 0.9500 . ?
C20 C21 1.394(10) . ?
C20 C25 1.396(10) . ?
C21 H21 0.9500 . ?
C21 C22 1.396(10) . ?
C22 H22 0.9500 . ?
C22 C23 1.385(12) . ?
C23 H23 0.9500 . ?
C23 C24 1.385(12) . ?
C24 H24 0.9500 . ?
C24 C25 1.396(11) . ?
C25 H25 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br1 Ni1 Br2 96.67(3) . . ?
P1 Ni1 Br1 97.49(5) . . ?
P1 Ni1 Br2 92.70(5) . . ?
C1 Ni1 Br1 91.4(2) . . ?
C1 Ni1 Br2 130.8(2) . . ?
C1 Ni1 P1 134.2(2) . . ?
C2 Ni1 Br1 120.1(2) . . ?
C2 Ni1 Br2 139.3(2) . . ?
C2 Ni1 P1 98.8(2) . . ?
C2 Ni1 C1 40.6(3) . . ?
C3 Ni1 Br1 150.3(2) . . ?
C3 Ni1 Br2 97.0(2) . . ?
C3 Ni1 P1 108.1(2) . . ?
C3 Ni1 C1 60.0(3) . . ?
C3 Ni1 C2 42.3(3) . . ?
C3 Ni1 C4 42.8(3) . . ?
C4 Ni1 Br1 110.6(2) . . ?
C4 Ni1 Br2 91.8(2) . . ?
C4 Ni1 P1 150.9(2) . . ?
C4 Ni1 C1 40.9(3) . . ?
C4 Ni1 C2 60.7(3) . . ?
C13 P1 Ni1 109.7(2) . . ?
C14 P1 Ni1 119.6(2) . . ?
C14 P1 C13 100.8(3) . . ?
C14 P1 C20 105.7(3) . . ?
C20 P1 Ni1 114.6(2) . . ?
C20 P1 C13 104.6(3) . . ?
C2 C1 Ni1 68.0(4) . . ?
C2 C1 C4 91.6(6) . . ?
C2 C1 C5 134.5(7) . . ?
C4 C1 Ni1 67.5(4) . . ?
C4 C1 C5 132.4(7) . . ?
C5 C1 Ni1 132.3(5) . . ?
C1 C2 Ni1 71.3(4) . . ?
C1 C2 C3 89.7(6) . . ?
C1 C2 C7 134.2(7) . . ?
C3 C2 Ni1 66.7(4) . . ?
C3 C2 C7 132.8(7) . . ?
C7 C2 Ni1 134.0(5) . . ?
C2 C3 Ni1 71.0(4) . . ?
C2 C3 C4 89.7(6) . . ?
C2 C3 C9 134.5(7) . . ?
C4 C3 Ni1 70.3(4) . . ?
C4 C3 C9 132.9(7) . . ?
C9 C3 Ni1 130.7(5) . . ?
C1 C4 Ni1 71.6(4) . . ?
C1 C4 C3 89.1(6) . . ?
C1 C4 C11 135.0(7) . . ?
C3 C4 Ni1 66.9(4) . . ?
C3 C4 C11 133.6(7) . . ?
C11 C4 Ni1 131.2(6) . . ?
C1 C5 H5A 108.7 . . ?
C1 C5 H5B 108.7 . . ?
C1 C5 C6 114.4(7) . . ?
H5A C5 H5B 107.6 . . ?
C6 C5 H5A 108.7 . . ?
C6 C5 H5B 108.7 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 C7 H7A 109.6 . . ?
C2 C7 H7B 109.6 . . ?
C2 C7 C8 110.2(7) . . ?
H7A C7 H7B 108.1 . . ?
C8 C7 H7A 109.6 . . ?
C8 C7 H7B 109.6 . . ?
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 . . ?
C3 C9 H9A 109.6 . . ?
C3 C9 H9B 109.6 . . ?
C3 C9 C10 110.5(6) . . ?
H9A C9 H9B 108.1 . . ?
C10 C9 H9A 109.6 . . ?
C10 C9 H9B 109.6 . . ?
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 . . ?
C4 C11 H11A 108.7 . . ?
C4 C11 H11B 108.7 . . ?
C4 C11 C12 114.3(7) . . ?
H11A C11 H11B 107.6 . . ?
C12 C11 H11A 108.7 . . ?
C12 C11 H11B 108.7 . . ?
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 . . ?
P1 C13 H13A 108.6 . . ?
P1 C13 H13B 108.6 . . ?
C13 C13 P1 114.7(6) 3_566 . ?
C13 C13 H13A 108.6 3_566 . ?
C13 C13 H13B 108.6 3_566 . ?
H13A C13 H13B 107.6 . . ?
C15 C14 P1 117.6(5) . . ?
C19 C14 P1 123.1(5) . . ?
C19 C14 C15 118.9(6) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.1(7) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.3(7) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.2(7) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 120.2 . . ?
C17 C18 C19 119.7(7) . . ?
C19 C18 H18 120.2 . . ?
C14 C19 C18 120.9(7) . . ?
C14 C19 H19 119.6 . . ?
C18 C19 H19 119.6 . . ?
C21 C20 P1 120.9(5) . . ?
C21 C20 C25 118.5(7) . . ?
C25 C20 P1 120.4(5) . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C22 120.4(7) . . ?
C22 C21 H21 119.8 . . ?
C21 C22 H22 119.6 . . ?
C23 C22 C21 120.7(7) . . ?
C23 C22 H22 119.6 . . ?
C22 C23 H23 120.3 . . ?
C24 C23 C22 119.3(7) . . ?
C24 C23 H23 120.3 . . ?
C23 C24 H24 119.9 . . ?
C23 C24 C25 120.1(7) . . ?
C25 C24 H24 119.9 . . ?
C20 C25 H25 119.6 . . ?
C24 C25 C20 120.9(7) . . ?
C24 C25 H25 119.6 . . ?

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 C13 C13 179.1(6) . . . 3_566 ?
Ni1 P1 C14 C15 -30.0(6) . . . . ?
Ni1 P1 C14 C19 157.8(5) . . . . ?
Ni1 P1 C20 C21 -86.6(6) . . . . ?
Ni1 P1 C20 C25 87.0(6) . . . . ?
Ni1 C1 C2 C3 -65.4(4) . . . . ?
Ni1 C1 C2 C7 134.0(9) . . . . ?
Ni1 C1 C4 C3 65.9(4) . . . . ?
Ni1 C1 C4 C11 -130.5(9) . . . . ?
Ni1 C1 C5 C6 -72.7(10) . . . . ?
Ni1 C2 C3 C4 -69.3(4) . . . . ?
Ni1 C2 C3 C9 129.0(9) . . . . ?
Ni1 C2 C7 C8 174.1(7) . . . . ?
Ni1 C3 C4 C1 -70.4(4) . . . . ?
Ni1 C3 C4 C11 125.6(9) . . . . ?
Ni1 C3 C9 C10 -167.9(6) . . . . ?
Ni1 C4 C11 C12 -63.6(10) . . . . ?
P1 C14 C15 C16 -171.6(6) . . . . ?
P1 C14 C19 C18 170.2(6) . . . . ?
P1 C20 C21 C22 173.2(6) . . . . ?
P1 C20 C25 C24 -174.9(6) . . . . ?
C1 C2 C3 Ni1 69.7(4) . . . . ?
C1 C2 C3 C4 0.5(5) . . . . ?
C1 C2 C3 C9 -161.3(8) . . . . ?
C1 C2 C7 C8 65.5(11) . . . . ?
C1 C4 C11 C12 42.8(12) . . . . ?
C2 C1 C4 Ni1 -65.4(4) . . . . ?
C2 C1 C4 C3 0.5(6) . . . . ?
C2 C1 C4 C11 164.1(9) . . . . ?
C2 C1 C5 C6 28.0(13) . . . . ?
C2 C3 C4 Ni1 69.9(4) . . . . ?
C2 C3 C4 C1 -0.5(5) . . . . ?
C2 C3 C4 C11 -164.5(8) . . . . ?
C2 C3 C9 C10 88.0(10) . . . . ?
C3 C2 C7 C8 -87.6(10) . . . . ?
C3 C4 C11 C12 -160.2(8) . . . . ?
C4 C1 C2 Ni1 64.9(4) . . . . ?
C4 C1 C2 C3 -0.5(6) . . . . ?
C4 C1 C2 C7 -161.1(8) . . . . ?
C4 C1 C5 C6 -170.2(8) . . . . ?
C4 C3 C9 C10 -66.6(11) . . . . ?
C5 C1 C2 Ni1 -128.3(9) . . . . ?
C5 C1 C2 C3 166.2(8) . . . . ?
C5 C1 C2 C7 5.6(15) . . . . ?
C5 C1 C4 Ni1 127.4(9) . . . . ?
C5 C1 C4 C3 -166.7(8) . . . . ?
C5 C1 C4 C11 -3.1(15) . . . . ?
C7 C2 C3 Ni1 -129.2(8) . . . . ?
C7 C2 C3 C4 161.6(8) . . . . ?
C7 C2 C3 C9 -0.2(14) . . . . ?
C9 C3 C4 Ni1 -127.9(8) . . . . ?
C9 C3 C4 C1 161.7(8) . . . . ?
C9 C3 C4 C11 -2.3(14) . . . . ?
C13 P1 C14 C15 90.2(6) . . . . ?
C13 P1 C14 C19 -82.1(6) . . . . ?
C13 P1 C20 C21 153.3(6) . . . . ?
C13 P1 C20 C25 -33.2(6) . . . . ?
C14 P1 C13 C13 52.0(7) . . . 3_566 ?
C14 P1 C20 C21 47.3(6) . . . . ?
C14 P1 C20 C25 -139.1(6) . . . . ?
C14 C15 C16 C17 0.7(11) . . . . ?
C15 C14 C19 C18 -2.0(11) . . . . ?
C15 C16 C17 C18 -1.4(12) . . . . ?
C16 C17 C18 C19 0.4(12) . . . . ?
C17 C18 C19 C14 1.3(11) . . . . ?
C19 C14 C15 C16 1.0(11) . . . . ?
C20 P1 C13 C13 -57.5(8) . . . 3_566 ?
C20 P1 C14 C15 -161.1(5) . . . . ?
C20 P1 C14 C19 26.6(7) . . . . ?
C20 C21 C22 C23 1.0(11) . . . . ?
C21 C20 C25 C24 -1.2(11) . . . . ?
C21 C22 C23 C24 0.2(12) . . . . ?
C22 C23 C24 C25 -1.9(12) . . . . ?
C23 C24 C25 C20 2.4(12) . . . . ?
C25 C20 C21 C22 -0.5(11) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
