#------------------------------------------------------------------------------
#$Date: 2020-08-06 16:03:46 +0300 (Thu, 06 Aug 2020) $
#$Revision: 254909 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/64/7126473.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7126473
loop_
_publ_author_name
'Scheerder, Arthur R.'
'Lutz, Martin'
'Broere, Daniël L J'
_publ_section_title
;
 Unexpected reactivity of a PONNOP 'expanded pincer' ligand.
;
_journal_issue                   59
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              8198
_journal_page_last               8201
_journal_paper_doi               10.1039/d0cc02166k
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C20 H32 Br2 N2 Ni O2 P2, 1.5(C4 H8 O)'
_chemical_formula_sum            'C26 H44 Br2 N2 Ni O3.5 P2'
_chemical_formula_weight         721.10
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_block_doi                 10.5517/ccdc.csd.cc24tn6v
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-03-17 deposited with the CCDC.	2020-04-29 downloaded from the CCDC.
;
_cell_angle_alpha                93.988(3)
_cell_angle_beta                 96.686(4)
_cell_angle_gamma                93.178(3)
_cell_formula_units_Z            2
_cell_length_a                   8.2836(6)
_cell_length_b                   11.8373(9)
_cell_length_c                   16.2323(10)
_cell_measurement_reflns_used    10956
_cell_measurement_temperature    250(2)
_cell_measurement_theta_max      27.61
_cell_measurement_theta_min      2.06
_cell_volume                     1573.77(19)
_computing_cell_refinement       Peakref
_computing_data_collection       Apex3
_computing_data_reduction        'Eval15, Twinabs'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    SHELXT
_diffrn_ambient_temperature      250(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Kappa ApexII'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0667
_diffrn_reflns_av_unetI/netI     0.0671
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            43550
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.685
_diffrn_reflns_theta_min         1.728
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    3.288
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4475
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   TWINABS-2012/1
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_description       plate
_exptl_crystal_F_000             740
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.853
_refine_diff_density_min         -0.535
_refine_diff_density_rms         0.115
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         7265
_refine_ls_number_restraints     323
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0994
_refine_ls_R_factor_gt           0.0552
_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)+(0.0841P)²+0.4136P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1392
_refine_ls_wR_factor_ref         0.1618
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4666
_reflns_number_total             7265
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc02166k2.cif
_cod_data_source_block           l1049a
_cod_depositor_comments
'Adding full bibliography for 7126471--7126473.cif.'
_cod_original_cell_volume        1573.8(2)
_cod_original_formula_sum        'C26 H44 Br2 N2 Ni O3.50 P2'
_cod_database_code               7126473
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 0.84545(7) 0.56039(5) 0.33315(3) 0.05250(18) Uani 1 1 d . . . . .
Br2 Br 0.70506(8) 0.39916(6) 0.11335(3) 0.0632(2) Uani 1 1 d . . . . .
Ni1 Ni 0.59982(7) 0.42028(5) 0.23948(4) 0.03991(18) Uani 1 1 d . . . . .
P1 P 0.47681(17) 0.56480(11) 0.19640(8) 0.0452(3) Uani 1 1 d D . . . .
P2 P 0.66309(15) 0.25582(10) 0.28523(8) 0.0412(3) Uani 1 1 d D . . . .
O1 O 0.3802(4) 0.5992(3) 0.2792(2) 0.0502(9) Uani 1 1 d . . . . .
O2 O 0.6164(5) 0.0826(3) 0.4077(2) 0.0589(10) Uani 1 1 d . . . . .
N1 N 0.4657(5) 0.4317(3) 0.3264(2) 0.0371(9) Uani 1 1 d . . . . .
N2 N 0.5474(5) 0.2574(3) 0.3703(2) 0.0397(9) Uani 1 1 d . . . . .
C1 C 0.3778(6) 0.5228(4) 0.3368(3) 0.0418(11) Uani 1 1 d . . . . .
C2 C 0.2851(6) 0.5398(4) 0.4011(3) 0.0458(12) Uani 1 1 d . . . . .
H2 H 0.224869 0.604459 0.405655 0.055 Uiso 1 1 calc R U . . .
C3 C 0.2828(6) 0.4608(5) 0.4575(3) 0.0459(12) Uani 1 1 d . . . . .
H3 H 0.221466 0.471509 0.502343 0.055 Uiso 1 1 calc R U . . .
C4 C 0.3698(5) 0.3644(4) 0.4503(3) 0.0387(11) Uani 1 1 d . . . . .
C5 C 0.3694(6) 0.2753(5) 0.5057(3) 0.0473(12) Uani 1 1 d . . . . .
H5 H 0.312426 0.282497 0.552442 0.057 Uiso 1 1 calc R U . . .
C6 C 0.4491(6) 0.1820(4) 0.4917(3) 0.0499(13) Uani 1 1 d . . . . .
H6 H 0.443767 0.124208 0.528390 0.060 Uiso 1 1 calc R U . . .
C7 C 0.5430(6) 0.1660(4) 0.4228(3) 0.0454(12) Uani 1 1 d . . . . .
C8 C 0.4592(5) 0.3516(4) 0.3824(3) 0.0370(10) Uani 1 1 d . . . . .
C9 C 0.3073(6) 0.5402(4) 0.1129(3) 0.0566(14) Uani 1 1 d D . . . .
H9 H 0.353743 0.537804 0.059339 0.068 Uiso 1 1 calc R U . . .
C10 C 0.2175(8) 0.4255(5) 0.1181(5) 0.090(2) Uani 1 1 d D . . . .
H10A H 0.163126 0.427312 0.167963 0.135 Uiso 1 1 calc R U . . .
H10B H 0.294745 0.366837 0.120177 0.135 Uiso 1 1 calc R U . . .
H10C H 0.137354 0.409399 0.069586 0.135 Uiso 1 1 calc R U . . .
C11 C 0.1867(9) 0.6321(6) 0.1114(5) 0.098(3) Uani 1 1 d D . . . .
H11A H 0.113390 0.622014 0.059968 0.147 Uiso 1 1 calc R U . . .
H11B H 0.245102 0.705909 0.115218 0.147 Uiso 1 1 calc R U . . .
H11C H 0.124374 0.627053 0.158245 0.147 Uiso 1 1 calc R U . . .
C12 C 0.5938(7) 0.6977(4) 0.1844(3) 0.0588(15) Uani 1 1 d D . . . .
H12 H 0.702615 0.690653 0.215384 0.071 Uiso 1 1 calc R U . . .
C13 C 0.5302(10) 0.8026(5) 0.2244(5) 0.101(3) Uani 1 1 d D . . . .
H13A H 0.605055 0.867543 0.220716 0.152 Uiso 1 1 calc R U . . .
H13B H 0.520362 0.792107 0.282360 0.152 Uiso 1 1 calc R U . . .
H13C H 0.424167 0.815640 0.195708 0.152 Uiso 1 1 calc R U . . .
C14 C 0.6243(11) 0.7103(6) 0.0954(4) 0.114(3) Uani 1 1 d D . . . .
H14A H 0.521140 0.713565 0.060925 0.171 Uiso 1 1 calc R U . . .
H14B H 0.680288 0.645797 0.075637 0.171 Uiso 1 1 calc R U . . .
H14C H 0.691020 0.779559 0.092647 0.171 Uiso 1 1 calc R U . . .
C15 C 0.5760(7) 0.1263(5) 0.2219(3) 0.0592(15) Uani 1 1 d D . . . .
H15 H 0.574972 0.063616 0.259198 0.071 Uiso 1 1 calc R U . . .
C16 C 0.4018(7) 0.1409(6) 0.1872(5) 0.095(2) Uani 1 1 d D . . . .
H16A H 0.398496 0.203949 0.152086 0.143 Uiso 1 1 calc R U . . .
H16B H 0.337802 0.156128 0.232676 0.143 Uiso 1 1 calc R U . . .
H16C H 0.357287 0.072061 0.154687 0.143 Uiso 1 1 calc R U . . .
C17 C 0.6799(10) 0.0935(6) 0.1541(4) 0.096(3) Uani 1 1 d D . . . .
H17A H 0.631229 0.025210 0.122194 0.145 Uiso 1 1 calc R U . . .
H17B H 0.788465 0.079692 0.179083 0.145 Uiso 1 1 calc R U . . .
H17C H 0.686432 0.154657 0.117558 0.145 Uiso 1 1 calc R U . . .
C18 C 0.8715(6) 0.2263(4) 0.3298(3) 0.0519(13) Uani 1 1 d D . . . .
H18 H 0.877233 0.143092 0.330627 0.062 Uiso 1 1 calc R U . . .
C19 C 0.9141(6) 0.2790(5) 0.4184(3) 0.0627(16) Uani 1 1 d D . . . .
H19A H 1.025208 0.264036 0.438508 0.094 Uiso 1 1 calc R U . . .
H19B H 0.840442 0.246356 0.453868 0.094 Uiso 1 1 calc R U . . .
H19C H 0.903991 0.360348 0.419256 0.094 Uiso 1 1 calc R U . . .
C20 C 0.9942(7) 0.2696(6) 0.2743(4) 0.0682(17) Uani 1 1 d D . . . .
H20A H 0.983234 0.349907 0.268423 0.102 Uiso 1 1 calc R U . . .
H20B H 0.973754 0.228455 0.219895 0.102 Uiso 1 1 calc R U . . .
H20C H 1.103692 0.257961 0.299153 0.102 Uiso 1 1 calc R U . . .
O3A O 0.1068(16) 0.9637(13) 0.4078(7) 0.123(5) Uani 0.513(19) 1 d D U P A 1
C21A C -0.0475(17) 0.9073(17) 0.3744(8) 0.090(5) Uani 0.513(19) 1 d D U P A 1
H21A H -0.050364 0.826793 0.385158 0.108 Uiso 0.513(19) 1 calc R U P A 1
H21B H -0.136830 0.942485 0.399043 0.108 Uiso 0.513(19) 1 calc R U P A 1
C22A C -0.0590(17) 0.9203(17) 0.2899(8) 0.093(5) Uani 0.513(19) 1 d D U P A 1
H22A H -0.100308 0.848658 0.258720 0.111 Uiso 0.513(19) 1 calc R U P A 1
H22B H -0.135353 0.978262 0.275552 0.111 Uiso 0.513(19) 1 calc R U P A 1
C23A C 0.0915(19) 0.9521(18) 0.2690(7) 0.101(5) Uani 0.513(19) 1 d D U P A 1
H23A H 0.137273 0.887217 0.241246 0.121 Uiso 0.513(19) 1 calc R U P A 1
H23B H 0.082185 1.012342 0.230608 0.121 Uiso 0.513(19) 1 calc R U P A 1
C24A C 0.1912(18) 0.990(2) 0.3397(9) 0.113(6) Uani 0.513(19) 1 d D U P A 1
H24A H 0.215438 1.072188 0.340708 0.135 Uiso 0.513(19) 1 calc R U P A 1
H24B H 0.293931 0.952521 0.342266 0.135 Uiso 0.513(19) 1 calc R U P A 1
O3B O 0.098(3) 0.884(3) 0.4044(11) 0.219(9) Uani 0.487(19) 1 d D U P A 2
C21B C 0.221(2) 0.901(3) 0.3526(14) 0.146(8) Uani 0.487(19) 1 d D U P A 2
H21C H 0.277457 0.976613 0.366653 0.176 Uiso 0.487(19) 1 calc R U P A 2
H21D H 0.301594 0.843982 0.359355 0.176 Uiso 0.487(19) 1 calc R U P A 2
C22B C 0.146(3) 0.894(2) 0.2728(10) 0.130(7) Uani 0.487(19) 1 d D U P A 2
H22C H 0.161918 0.966238 0.248232 0.156 Uiso 0.487(19) 1 calc R U P A 2
H22D H 0.194283 0.835183 0.239360 0.156 Uiso 0.487(19) 1 calc R U P A 2
C23B C -0.014(2) 0.867(2) 0.2731(11) 0.121(7) Uani 0.487(19) 1 d D U P A 2
H23C H -0.039593 0.787565 0.252125 0.145 Uiso 0.487(19) 1 calc R U P A 2
H23D H -0.077582 0.914831 0.236406 0.145 Uiso 0.487(19) 1 calc R U P A 2
C24B C -0.054(3) 0.883(3) 0.3528(15) 0.166(9) Uani 0.487(19) 1 d D U P A 2
H24C H -0.129778 0.821426 0.364937 0.199 Uiso 0.487(19) 1 calc R U P A 2
H24D H -0.104709 0.955424 0.360871 0.199 Uiso 0.487(19) 1 calc R U P A 2
O4 O 0.056(3) 0.051(2) 0.0782(12) 0.224(8) Uani 0.5 1 d D U P B -3
C25 C 0.009(3) 0.1133(16) 0.0084(15) 0.160(7) Uani 0.5 1 d D U P B -3
H25A H -0.020943 0.189281 0.026122 0.192 Uiso 0.5 1 calc R U P B -3
H25B H 0.098156 0.120707 -0.026268 0.192 Uiso 0.5 1 calc R U P B -3
C26 C -0.122(2) 0.0500(17) -0.0343(12) 0.122(6) Uani 0.5 1 d D U P B -3
H26A H -0.118180 0.050421 -0.094338 0.146 Uiso 0.5 1 calc R U P B -3
H26B H -0.223838 0.082152 -0.021333 0.146 Uiso 0.5 1 calc R U P B -3
C27 C -0.117(3) -0.0592(17) -0.0105(15) 0.150(7) Uani 0.5 1 d D U P B -3
H27A H -0.112308 -0.112420 -0.059078 0.180 Uiso 0.5 1 calc R U P B -3
H27B H -0.215139 -0.080057 0.015010 0.180 Uiso 0.5 1 calc R U P B -3
C28 C 0.020(3) -0.064(2) 0.0459(16) 0.176(8) Uani 0.5 1 d D U P B -3
H28A H 0.110103 -0.092425 0.018429 0.212 Uiso 0.5 1 calc R U P B -3
H28B H -0.002174 -0.112285 0.090217 0.212 Uiso 0.5 1 calc R U P B -3
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_citation_id
_citation_doi
_citation_year
1 10.26434/chemrxiv.12023352 2020
loop_
_diffrn_orient_matrix_type
_diffrn_orient_matrix_UB_11
_diffrn_orient_matrix_UB_12
_diffrn_orient_matrix_UB_13
_diffrn_orient_matrix_UB_21
_diffrn_orient_matrix_UB_22
_diffrn_orient_matrix_UB_23
_diffrn_orient_matrix_UB_31
_diffrn_orient_matrix_UB_32
_diffrn_orient_matrix_UB_33
'Nonius RMAT' -0.1042098 0.0044133 -0.0370424 0.0608523 -0.0025568 -0.0495925
-0.0150118 -0.0846499 -0.0050395
'Nonius RMAT' -0.1093300 0.0023711 -0.0328497 0.0511463 -0.0065761 -0.0526858
-0.0148001 -0.0845148 -0.0014356
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 P1 84.32(12) . . ?
N1 Ni1 P2 86.25(12) . . ?
P1 Ni1 P2 165.70(6) . . ?
N1 Ni1 Br2 166.38(12) . . ?
P1 Ni1 Br2 89.10(4) . . ?
P2 Ni1 Br2 97.77(4) . . ?
N1 Ni1 Br1 91.28(12) . . ?
P1 Ni1 Br1 91.45(4) . . ?
P2 Ni1 Br1 99.49(4) . . ?
Br2 Ni1 Br1 100.82(3) . . ?
O1 P1 C9 102.0(2) . . ?
O1 P1 C12 102.4(2) . . ?
C9 P1 C12 110.1(2) . . ?
O1 P1 Ni1 99.93(12) . . ?
C9 P1 Ni1 118.26(17) . . ?
C12 P1 Ni1 120.2(2) . . ?
N2 P2 C15 102.2(2) . . ?
N2 P2 C18 104.94(19) . . ?
C15 P2 C18 107.0(2) . . ?
N2 P2 Ni1 98.37(13) . . ?
C15 P2 Ni1 117.47(19) . . ?
C18 P2 Ni1 123.33(17) . . ?
C1 O1 P1 116.6(3) . . ?
C1 N1 C8 117.4(4) . . ?
C1 N1 Ni1 120.5(3) . . ?
C8 N1 Ni1 122.0(3) . . ?
C8 N2 C7 121.6(4) . . ?
C8 N2 P2 116.3(3) . . ?
C7 N2 P2 122.1(3) . . ?
O1 C1 N1 116.9(4) . . ?
O1 C1 C2 119.4(4) . . ?
N1 C1 C2 123.7(4) . . ?
C3 C2 C1 118.3(5) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
C2 C3 C4 121.0(5) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C3 C4 C8 117.6(4) . . ?
C3 C4 C5 124.4(4) . . ?
C8 C4 C5 117.9(4) . . ?
C6 C5 C4 120.7(4) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C7 122.9(4) . . ?
C5 C6 H6 118.5 . . ?
C7 C6 H6 118.5 . . ?
O2 C7 N2 119.4(4) . . ?
O2 C7 C6 125.0(4) . . ?
N2 C7 C6 115.6(5) . . ?
N1 C8 N2 117.0(4) . . ?
N1 C8 C4 121.9(4) . . ?
N2 C8 C4 121.1(4) . . ?
C11 C9 C10 109.4(5) . . ?
C11 C9 P1 113.9(4) . . ?
C10 C9 P1 110.5(4) . . ?
C11 C9 H9 107.6 . . ?
C10 C9 H9 107.6 . . ?
P1 C9 H9 107.6 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C14 112.9(5) . . ?
C13 C12 P1 114.7(4) . . ?
C14 C12 P1 112.4(4) . . ?
C13 C12 H12 105.3 . . ?
C14 C12 H12 105.3 . . ?
P1 C12 H12 105.3 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C17 112.0(5) . . ?
C16 C15 P2 110.4(4) . . ?
C17 C15 P2 111.5(4) . . ?
C16 C15 H15 107.6 . . ?
C17 C15 H15 107.6 . . ?
P2 C15 H15 107.6 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C20 110.4(5) . . ?
C19 C18 P2 112.2(3) . . ?
C20 C18 P2 109.5(4) . . ?
C19 C18 H18 108.2 . . ?
C20 C18 H18 108.2 . . ?
P2 C18 H18 108.2 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C24A O3A C21A 107.6(10) . . ?
C22A C21A O3A 104.6(8) . . ?
C22A C21A H21A 110.8 . . ?
O3A C21A H21A 110.8 . . ?
C22A C21A H21B 110.8 . . ?
O3A C21A H21B 110.8 . . ?
H21A C21A H21B 108.9 . . ?
C23A C22A C21A 109.4(8) . . ?
C23A C22A H22A 109.8 . . ?
C21A C22A H22A 109.8 . . ?
C23A C22A H22B 109.8 . . ?
C21A C22A H22B 109.8 . . ?
H22A C22A H22B 108.2 . . ?
C24A C23A C22A 109.0(8) . . ?
C24A C23A H23A 109.9 . . ?
C22A C23A H23A 109.9 . . ?
C24A C23A H23B 109.9 . . ?
C22A C23A H23B 109.9 . . ?
H23A C23A H23B 108.3 . . ?
C23A C24A O3A 106.8(8) . . ?
C23A C24A H24A 110.4 . . ?
O3A C24A H24A 110.4 . . ?
C23A C24A H24B 110.4 . . ?
O3A C24A H24B 110.4 . . ?
H24A C24A H24B 108.6 . . ?
C21B O3B C24B 106.7(12) . . ?
C22B C21B O3B 106.8(10) . . ?
C22B C21B H21C 110.4 . . ?
O3B C21B H21C 110.4 . . ?
C22B C21B H21D 110.4 . . ?
O3B C21B H21D 110.4 . . ?
H21C C21B H21D 108.6 . . ?
C23B C22B C21B 109.1(8) . . ?
C23B C22B H22C 109.9 . . ?
C21B C22B H22C 109.9 . . ?
C23B C22B H22D 109.9 . . ?
C21B C22B H22D 109.9 . . ?
H22C C22B H22D 108.3 . . ?
C22B C23B C24B 109.7(9) . . ?
C22B C23B H23C 109.7 . . ?
C24B C23B H23C 109.7 . . ?
C22B C23B H23D 109.7 . . ?
C24B C23B H23D 109.7 . . ?
H23C C23B H23D 108.2 . . ?
C23B C24B O3B 104.1(10) . . ?
C23B C24B H24C 110.9 . . ?
O3B C24B H24C 110.9 . . ?
C23B C24B H24D 110.9 . . ?
O3B C24B H24D 110.9 . . ?
H24C C24B H24D 109.0 . . ?
C25 O4 C28 102.8(15) . . ?
C26 C25 O4 104.4(10) . . ?
C26 C25 H25A 110.9 . . ?
O4 C25 H25A 110.9 . . ?
C26 C25 H25B 110.9 . . ?
O4 C25 H25B 110.9 . . ?
H25A C25 H25B 108.9 . . ?
C25 C26 C27 108.1(9) . . ?
C25 C26 H26A 110.1 . . ?
C27 C26 H26A 110.1 . . ?
C25 C26 H26B 110.1 . . ?
C27 C26 H26B 110.1 . . ?
H26A C26 H26B 108.4 . . ?
C26 C27 C28 107.7(9) . . ?
C26 C27 H27A 110.2 . . ?
C28 C27 H27A 110.2 . . ?
C26 C27 H27B 110.2 . . ?
C28 C27 H27B 110.2 . . ?
H27A C27 H27B 108.5 . . ?
C27 C28 O4 104.2(10) . . ?
C27 C28 H28A 110.9 . . ?
O4 C28 H28A 110.9 . . ?
C27 C28 H28B 110.9 . . ?
O4 C28 H28B 110.9 . . ?
H28A C28 H28B 108.9 . . ?
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 2.7852(8) . ?
Br2 Ni1 2.3200(8) . ?
Ni1 N1 1.897(4) . ?
Ni1 P1 2.1559(14) . ?
Ni1 P2 2.1999(13) . ?
P1 O1 1.681(4) . ?
P1 C9 1.831(5) . ?
P1 C12 1.835(5) . ?
P2 N2 1.770(4) . ?
P2 C15 1.848(6) . ?
P2 C18 1.854(5) . ?
O1 C1 1.346(5) . ?
O2 C7 1.214(6) . ?
N1 C1 1.346(6) . ?
N1 C8 1.361(5) . ?
N2 C8 1.382(6) . ?
N2 C7 1.425(6) . ?
C1 C2 1.376(7) . ?
C2 C3 1.355(7) . ?
C2 H2 0.9400 . ?
C3 C4 1.388(7) . ?
C3 H3 0.9400 . ?
C4 C8 1.402(6) . ?
C4 C5 1.434(7) . ?
C5 C6 1.338(7) . ?
C5 H5 0.9400 . ?
C6 C7 1.442(7) . ?
C6 H6 0.9400 . ?
C9 C11 1.517(6) . ?
C9 C10 1.523(6) . ?
C9 H9 0.9900 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 H10C 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 H11C 0.9700 . ?
C12 C13 1.511(6) . ?
C12 C14 1.511(6) . ?
C12 H12 0.9900 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 H13C 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 H14C 0.9700 . ?
C15 C16 1.510(6) . ?
C15 C17 1.517(6) . ?
C15 H15 0.9900 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 H16C 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C18 C19 1.521(6) . ?
C18 C20 1.526(5) . ?
C18 H18 0.9900 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 H20C 0.9700 . ?
O3A C24A 1.417(10) . ?
O3A C21A 1.438(10) . ?
C21A C22A 1.384(9) . ?
C21A H21A 0.9800 . ?
C21A H21B 0.9800 . ?
C22A C23A 1.369(9) . ?
C22A H22A 0.9800 . ?
C22A H22B 0.9800 . ?
C23A C24A 1.367(9) . ?
C23A H23A 0.9800 . ?
C23A H23B 0.9800 . ?
C24A H24A 0.9800 . ?
C24A H24B 0.9800 . ?
O3B C21B 1.414(11) . ?
O3B C24B 1.432(11) . ?
C21B C22B 1.363(9) . ?
C21B H21C 0.9800 . ?
C21B H21D 0.9800 . ?
C22B C23B 1.349(9) . ?
C22B H22C 0.9800 . ?
C22B H22D 0.9800 . ?
C23B C24B 1.378(9) . ?
C23B H23C 0.9800 . ?
C23B H23D 0.9800 . ?
C24B H24C 0.9800 . ?
C24B H24D 0.9800 . ?
O4 C25 1.420(11) . ?
O4 C28 1.426(11) . ?
C25 C26 1.376(9) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C26 C27 1.376(9) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C27 C28 1.378(9) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
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
C9 P1 O1 C1 109.9(4) . . . . ?
C12 P1 O1 C1 -136.2(4) . . . . ?
Ni1 P1 O1 C1 -12.0(4) . . . . ?
P1 Ni1 N1 C1 -10.4(3) . . . . ?
P2 Ni1 N1 C1 -179.6(4) . . . . ?
Br2 Ni1 N1 C1 -71.8(7) . . . . ?
Br1 Ni1 N1 C1 81.0(4) . . . . ?
P1 Ni1 N1 C8 172.3(4) . . . . ?
P2 Ni1 N1 C8 3.1(3) . . . . ?
Br2 Ni1 N1 C8 110.9(5) . . . . ?
Br1 Ni1 N1 C8 -96.3(3) . . . . ?
C15 P2 N2 C8 -120.4(4) . . . . ?
C18 P2 N2 C8 128.0(4) . . . . ?
Ni1 P2 N2 C8 0.1(3) . . . . ?
C15 P2 N2 C7 58.6(4) . . . . ?
C18 P2 N2 C7 -53.0(4) . . . . ?
Ni1 P2 N2 C7 179.1(3) . . . . ?
P1 O1 C1 N1 6.1(6) . . . . ?
P1 O1 C1 C2 -172.5(4) . . . . ?
C8 N1 C1 O1 -177.5(4) . . . . ?
Ni1 N1 C1 O1 5.1(6) . . . . ?
C8 N1 C1 C2 1.1(7) . . . . ?
Ni1 N1 C1 C2 -176.3(4) . . . . ?
O1 C1 C2 C3 179.0(5) . . . . ?
N1 C1 C2 C3 0.5(8) . . . . ?
C1 C2 C3 C4 -0.9(8) . . . . ?
C2 C3 C4 C8 -0.2(7) . . . . ?
C2 C3 C4 C5 -177.8(5) . . . . ?
C3 C4 C5 C6 176.1(5) . . . . ?
C8 C4 C5 C6 -1.4(7) . . . . ?
C4 C5 C6 C7 1.8(8) . . . . ?
C8 N2 C7 O2 176.6(5) . . . . ?
P2 N2 C7 O2 -2.3(7) . . . . ?
C8 N2 C7 C6 -3.7(7) . . . . ?
P2 N2 C7 C6 177.4(3) . . . . ?
C5 C6 C7 O2 -179.6(5) . . . . ?
C5 C6 C7 N2 0.7(8) . . . . ?
C1 N1 C8 N2 178.8(4) . . . . ?
Ni1 N1 C8 N2 -3.8(6) . . . . ?
C1 N1 C8 C4 -2.3(7) . . . . ?
Ni1 N1 C8 C4 175.0(3) . . . . ?
C7 N2 C8 N1 -177.0(4) . . . . ?
P2 N2 C8 N1 2.0(5) . . . . ?
C7 N2 C8 C4 4.2(7) . . . . ?
P2 N2 C8 C4 -176.8(3) . . . . ?
C3 C4 C8 N1 1.9(7) . . . . ?
C5 C4 C8 N1 179.7(4) . . . . ?
C3 C4 C8 N2 -179.3(4) . . . . ?
C5 C4 C8 N2 -1.6(7) . . . . ?
O1 P1 C9 C11 47.2(5) . . . . ?
C12 P1 C9 C11 -60.9(5) . . . . ?
Ni1 P1 C9 C11 155.5(4) . . . . ?
O1 P1 C9 C10 -76.5(5) . . . . ?
C12 P1 C9 C10 175.4(4) . . . . ?
Ni1 P1 C9 C10 31.9(5) . . . . ?
O1 P1 C12 C13 -21.2(6) . . . . ?
C9 P1 C12 C13 86.7(6) . . . . ?
Ni1 P1 C12 C13 -130.6(5) . . . . ?
O1 P1 C12 C14 -151.9(5) . . . . ?
C9 P1 C12 C14 -44.0(6) . . . . ?
Ni1 P1 C12 C14 98.7(5) . . . . ?
N2 P2 C15 C16 66.7(5) . . . . ?
C18 P2 C15 C16 176.7(4) . . . . ?
Ni1 P2 C15 C16 -39.6(5) . . . . ?
N2 P2 C15 C17 -168.1(4) . . . . ?
C18 P2 C15 C17 -58.1(5) . . . . ?
Ni1 P2 C15 C17 85.7(5) . . . . ?
N2 P2 C18 C19 -34.1(4) . . . . ?
C15 P2 C18 C19 -142.1(4) . . . . ?
Ni1 P2 C18 C19 76.8(4) . . . . ?
N2 P2 C18 C20 -156.9(4) . . . . ?
C15 P2 C18 C20 95.1(4) . . . . ?
Ni1 P2 C18 C20 -46.1(4) . . . . ?
C24A O3A C21A C22A -10(2) . . . . ?
O3A C21A C22A C23A 16(2) . . . . ?
C21A C22A C23A C24A -16(2) . . . . ?
C22A C23A C24A O3A 10(2) . . . . ?
C21A O3A C24A C23A 0(2) . . . . ?
C24B O3B C21B C22B -9(4) . . . . ?
O3B C21B C22B C23B -3(3) . . . . ?
C21B C22B C23B C24B 14(3) . . . . ?
C22B C23B C24B O3B -19(3) . . . . ?
C21B O3B C24B C23B 17(4) . . . . ?
C28 O4 C25 C26 34(3) . . . . ?
O4 C25 C26 C27 -21(3) . . . . ?
C25 C26 C27 C28 -1(3) . . . . ?
C26 C27 C28 O4 22(3) . . . . ?
C25 O4 C28 C27 -34(3) . . . . ?
