#------------------------------------------------------------------------------ #$Date: 2020-05-02 01:03:47 +0300 (Sat, 02 May 2020) $ #$Revision: 251385 $ #$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, Arhur R.' 'Lutz, Martin' 'Broere, Daniel L. J.' _publ_section_title ; Unexpected Reactivity of a PONNOP ‘Expanded Pincer’ Ligand ; _journal_name_full 'Chemical Communications' _journal_paper_doi 10.1039/D0CC02166K _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 '\w 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/[\s^2^(Fo^2^)+(0.0841P)^2^+0.4136P] where P=(Fo^2^+2Fc^2^)/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 > 2\s(I)' _cod_data_source_file d0cc02166k2.cif _cod_data_source_block l1049a _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. ; _shelx_res_file ; TITL l1049a l1049a.res created by SHELXL-2018/3 at 14:47:28 on 20-May-2019 CELL 0.71073 8.28356 11.83726 16.23226 93.988 96.686 93.178 ZERR 2 0.00063 0.00092 0.00101 0.003 0.004 0.003 LATT 1 SFAC C H Br N Ni O P UNIT 52 88 4 4 2 7 4 MERG 0 TEMP -23 L.S. 15 FMAP 2 PLAN -20 ACTA BOND $H CONF SADI 0.01 C9 C10 C9 C11 = C12 C13 C12 C14 = C15 C16 C15 C17 = C18 C19 C18 C20 SADI 0.02 C10 C11 C13 C14 C16 C17 C19 C20 SADI 0.02 P1 C10 P1 C11 = P1 C13 P1 C14 = P2 C16 P2 C17 = P2 C19 P2 C20 WGHT 0.084100 0.413600 BASF 0.43025 FVAR 0.47804 0.51274 BR1 3 0.845449 0.560393 0.333147 11.00000 0.05034 0.05336 = 0.05443 0.01101 0.00729 -0.00164 BR2 3 0.705058 0.399156 0.113350 11.00000 0.07180 0.07694 = 0.04672 0.01548 0.02348 0.00923 NI1 5 0.599823 0.420275 0.239476 11.00000 0.04093 0.03966 = 0.04256 0.01389 0.01263 0.00344 P1 7 0.476812 0.564801 0.196399 11.00000 0.04822 0.04512 = 0.04564 0.01799 0.01045 0.00508 P2 7 0.663087 0.255816 0.285229 11.00000 0.04155 0.03683 = 0.04775 0.01071 0.01211 0.00264 O1 6 0.380205 0.599190 0.279224 11.00000 0.05730 0.04796 = 0.05082 0.02019 0.01481 0.01389 O2 6 0.616365 0.082594 0.407704 11.00000 0.06243 0.04342 = 0.07748 0.02760 0.01962 0.00939 N1 4 0.465703 0.431701 0.326439 11.00000 0.03629 0.03589 = 0.04026 0.01167 0.00493 0.00098 N2 4 0.547418 0.257434 0.370328 11.00000 0.03737 0.03427 = 0.05006 0.01794 0.00847 0.00132 C1 1 0.377849 0.522828 0.336796 11.00000 0.03286 0.04821 = 0.04443 0.00776 0.00190 0.00283 C2 1 0.285099 0.539786 0.401064 11.00000 0.03943 0.04650 = 0.05164 0.00207 0.00893 -0.00017 AFIX 43 H2 2 0.224869 0.604459 0.405655 11.00000 -1.20000 AFIX 0 C3 1 0.282849 0.460843 0.457550 11.00000 0.03644 0.05556 = 0.04733 0.00649 0.01153 -0.00066 AFIX 43 H3 2 0.221466 0.471509 0.502343 11.00000 -1.20000 AFIX 0 C4 1 0.369811 0.364439 0.450289 11.00000 0.03249 0.04573 = 0.03867 0.00846 0.00618 -0.00221 C5 1 0.369382 0.275290 0.505729 11.00000 0.04048 0.05912 = 0.04459 0.01407 0.01109 -0.00272 AFIX 43 H5 2 0.312426 0.282497 0.552442 11.00000 -1.20000 AFIX 0 C6 1 0.449141 0.181975 0.491705 11.00000 0.04964 0.04784 = 0.05510 0.02498 0.01025 -0.00482 AFIX 43 H6 2 0.443767 0.124208 0.528390 11.00000 -1.20000 AFIX 0 C7 1 0.542973 0.166045 0.422843 11.00000 0.04608 0.04202 = 0.04954 0.01919 0.00574 -0.00441 C8 1 0.459181 0.351646 0.382397 11.00000 0.03462 0.03786 = 0.03949 0.01088 0.00643 -0.00227 C9 1 0.307250 0.540153 0.112877 11.00000 0.05600 0.06537 = 0.05035 0.02294 0.00234 0.00643 AFIX 13 H9 2 0.353743 0.537804 0.059339 11.00000 -1.20000 AFIX 0 C10 1 0.217464 0.425514 0.118128 11.00000 0.06768 0.09291 = 0.10314 0.02840 -0.01848 -0.01655 AFIX 137 H10A 2 0.163126 0.427312 0.167963 11.00000 -1.50000 H10B 2 0.294745 0.366837 0.120177 11.00000 -1.50000 H10C 2 0.137354 0.409399 0.069586 11.00000 -1.50000 AFIX 0 C11 1 0.186661 0.632066 0.111448 11.00000 0.09036 0.10522 = 0.09294 0.00806 -0.02774 0.03274 AFIX 137 H11A 2 0.113390 0.622014 0.059968 11.00000 -1.50000 H11B 2 0.245102 0.705909 0.115218 11.00000 -1.50000 H11C 2 0.124374 0.627053 0.158245 11.00000 -1.50000 AFIX 0 C12 1 0.593834 0.697672 0.184424 11.00000 0.06458 0.04225 = 0.07202 0.02318 0.00978 -0.00086 AFIX 13 H12 2 0.702615 0.690653 0.215384 11.00000 -1.20000 AFIX 0 C13 1 0.530155 0.802635 0.224378 11.00000 0.11847 0.05226 = 0.13987 0.01029 0.04581 -0.00598 AFIX 137 H13A 2 0.605055 0.867543 0.220716 11.00000 -1.50000 H13B 2 0.520362 0.792107 0.282360 11.00000 -1.50000 H13C 2 0.424167 0.815640 0.195708 11.00000 -1.50000 AFIX 0 C14 1 0.624297 0.710276 0.095445 11.00000 0.16172 0.08516 = 0.10221 0.03421 0.05499 -0.03865 AFIX 137 H14A 2 0.521140 0.713565 0.060925 11.00000 -1.50000 H14B 2 0.680288 0.645797 0.075637 11.00000 -1.50000 H14C 2 0.691020 0.779559 0.092647 11.00000 -1.50000 AFIX 0 C15 1 0.576005 0.126286 0.221891 11.00000 0.07778 0.04802 = 0.05399 0.00565 0.01639 0.00263 AFIX 13 H15 2 0.574972 0.063616 0.259198 11.00000 -1.20000 AFIX 0 C16 1 0.401822 0.140914 0.187236 11.00000 0.08150 0.08040 = 0.10935 -0.02745 -0.01788 -0.01317 AFIX 137 H16A 2 0.398496 0.203949 0.152086 11.00000 -1.50000 H16B 2 0.337802 0.156128 0.232676 11.00000 -1.50000 H16C 2 0.357287 0.072061 0.154687 11.00000 -1.50000 AFIX 0 C17 1 0.679899 0.093506 0.154067 11.00000 0.14664 0.06065 = 0.08472 -0.00473 0.03675 -0.00364 AFIX 137 H17A 2 0.631229 0.025210 0.122194 11.00000 -1.50000 H17B 2 0.788465 0.079692 0.179083 11.00000 -1.50000 H17C 2 0.686432 0.154657 0.117558 11.00000 -1.50000 AFIX 0 C18 1 0.871468 0.226326 0.329797 11.00000 0.04449 0.04376 = 0.07301 0.01801 0.01822 0.01275 AFIX 13 H18 2 0.877233 0.143092 0.330627 11.00000 -1.20000 AFIX 0 C19 1 0.914144 0.279042 0.418383 11.00000 0.04321 0.07395 = 0.07448 0.03082 0.00584 0.00567 AFIX 137 H19A 2 1.025208 0.264036 0.438508 11.00000 -1.50000 H19B 2 0.840442 0.246356 0.453868 11.00000 -1.50000 H19C 2 0.903991 0.360348 0.419256 11.00000 -1.50000 AFIX 0 C20 1 0.994220 0.269605 0.274257 11.00000 0.05208 0.07545 = 0.08422 0.02241 0.02673 0.00827 AFIX 137 H20A 2 0.983234 0.349907 0.268423 11.00000 -1.50000 H20B 2 0.973754 0.228455 0.219895 11.00000 -1.50000 H20C 2 1.103692 0.257961 0.299153 11.00000 -1.50000 AFIX 0 SADI 0.01 O3A C21A O3A C24A = O3B C21B O3B C24B = O4 C25 O4 C28 SADI 0.01 C21A C22A C22A C23A C23A C24A = C21B C22B C22B C23B C23B C24B = C25 C26 C26 C27 C27 C28 SADI 0.02 O3A C22A O3A C23A = O3B C22B O3B C23B = O4 C26 O4 C27 SADI 0.02 C21A C23A C22A C24A = C21B C23B C22B C24B = C25 C27 C26 C28 RIGU O3A > C28 ISOR 0.01 O3A > C28 PART 1 O3A 6 0.106848 0.963730 0.407751 21.00000 0.13652 0.11174 = 0.11509 0.01931 -0.00277 -0.02350 C21A 1 -0.047490 0.907297 0.374448 21.00000 0.10357 0.07436 = 0.09392 0.02646 0.00961 -0.00579 AFIX 23 H21A 2 -0.050364 0.826793 0.385158 21.00000 -1.20000 H21B 2 -0.136830 0.942485 0.399043 21.00000 -1.20000 AFIX 0 C22A 1 -0.059043 0.920314 0.289907 21.00000 0.09618 0.09517 = 0.08235 0.00809 -0.00380 -0.00516 AFIX 23 H22A 2 -0.100308 0.848658 0.258720 21.00000 -1.20000 H22B 2 -0.135353 0.978262 0.275552 21.00000 -1.20000 AFIX 0 C23A 1 0.091470 0.952068 0.269013 21.00000 0.09639 0.11513 = 0.09306 0.02557 0.01419 0.00406 AFIX 23 H23A 2 0.137273 0.887217 0.241246 21.00000 -1.20000 H23B 2 0.082185 1.012342 0.230608 21.00000 -1.20000 AFIX 0 C24A 1 0.191172 0.990093 0.339705 21.00000 0.09437 0.12321 = 0.11956 0.02508 0.00774 -0.00998 AFIX 23 H24A 2 0.215438 1.072188 0.340708 21.00000 -1.20000 H24B 2 0.293931 0.952521 0.342266 21.00000 -1.20000 AFIX 0 PART 2 O3B 6 0.098071 0.883501 0.404448 -21.00000 0.21929 0.24484 = 0.19510 0.03388 0.01969 0.01315 C21B 1 0.221373 0.901473 0.352561 -21.00000 0.14060 0.14254 = 0.15356 0.01655 -0.00177 0.02450 AFIX 23 H21C 2 0.277457 0.976613 0.366653 -21.00000 -1.20000 H21D 2 0.301594 0.843982 0.359355 -21.00000 -1.20000 AFIX 0 C22B 1 0.146451 0.893709 0.272834 -21.00000 0.12118 0.13074 = 0.13737 -0.02081 0.02196 0.02079 AFIX 23 H22C 2 0.161918 0.966238 0.248232 -21.00000 -1.20000 H22D 2 0.194283 0.835183 0.239360 -21.00000 -1.20000 AFIX 0 C23B 1 -0.013915 0.866951 0.273063 -21.00000 0.13331 0.09645 = 0.12767 0.00106 0.00974 -0.02210 AFIX 23 H23C 2 -0.039593 0.787565 0.252125 -21.00000 -1.20000 H23D 2 -0.077582 0.914831 0.236406 -21.00000 -1.20000 AFIX 0 C24B 1 -0.054359 0.883117 0.352807 -21.00000 0.17346 0.16052 = 0.16487 0.00827 0.03949 -0.00773 AFIX 23 H24C 2 -0.129778 0.821426 0.364937 -21.00000 -1.20000 H24D 2 -0.104709 0.955424 0.360871 -21.00000 -1.20000 AFIX 0 PART -3 O4 6 0.056028 0.051290 0.078164 10.50000 0.22299 0.21885 = 0.21806 0.00836 -0.02056 0.01044 C25 1 0.009378 0.113326 0.008363 10.50000 0.15648 0.15616 = 0.16411 -0.01124 0.03213 -0.00906 AFIX 23 H25A 2 -0.020943 0.189281 0.026122 10.50000 -1.20000 H25B 2 0.098156 0.120707 -0.026268 10.50000 -1.20000 AFIX 0 C26 1 -0.122409 0.049994 -0.034275 10.50000 0.12622 0.12289 = 0.11793 0.00067 0.02558 0.01220 AFIX 23 H26A 2 -0.118180 0.050421 -0.094338 10.50000 -1.20000 H26B 2 -0.223838 0.082152 -0.021333 10.50000 -1.20000 AFIX 0 C27 1 -0.117270 -0.059223 -0.010539 10.50000 0.16102 0.14894 = 0.14125 0.04003 0.01047 0.00006 AFIX 23 H27A 2 -0.112308 -0.112420 -0.059078 10.50000 -1.20000 H27B 2 -0.215139 -0.080057 0.015010 10.50000 -1.20000 AFIX 0 C28 1 0.019714 -0.063568 0.045860 10.50000 0.18283 0.18377 = 0.16065 0.02752 0.00114 0.01665 AFIX 23 H28A 2 0.110103 -0.092425 0.018429 10.50000 -1.20000 H28B 2 -0.002174 -0.112285 0.090217 10.50000 -1.20000 AFIX 0 HKLF 5 REM l1049a REM wR2 = 0.1618, GooF = S = 1.040, Restrained GooF = 1.052 for all data REM R1 = 0.0552 for 4666 Fo > 4sig(Fo) and 0.0994 for all 7265 data REM 407 parameters refined using 323 restraints END WGHT 0.0824 0.4631 REM Highest difference peak 0.853, deepest hole -0.535, 1-sigma level 0.115 Q1 1 0.8373 0.5520 0.2817 11.00000 0.05 0.85 Q2 1 0.7853 0.5739 0.3251 11.00000 0.05 0.77 Q3 1 0.8286 0.5579 0.3970 11.00000 0.05 0.71 Q4 1 0.6160 0.4184 0.0981 11.00000 0.05 0.70 Q5 1 0.6152 0.4311 0.2957 11.00000 0.05 0.70 Q6 1 0.7147 0.4184 0.1669 11.00000 0.05 0.67 Q7 1 0.5851 0.4170 0.1841 11.00000 0.05 0.67 Q8 1 0.0460 0.8564 0.2773 11.00000 0.05 0.65 Q9 1 0.6744 0.3849 0.0575 11.00000 0.05 0.64 Q10 1 0.0562 0.0820 0.0269 11.00000 0.05 0.63 Q11 1 0.6483 0.4389 0.1093 11.00000 0.05 0.62 Q12 1 0.5367 0.4477 0.2234 11.00000 0.05 0.57 Q13 1 0.7319 0.5798 0.4497 11.00000 0.05 0.55 Q14 1 0.6291 0.4017 0.2299 11.00000 0.05 0.51 Q15 1 0.6526 0.3602 0.1856 11.00000 0.05 0.46 Q16 1 0.8860 0.2610 0.3661 11.00000 0.05 0.45 Q17 1 0.5644 0.5151 0.2058 11.00000 0.05 0.44 Q18 1 0.5207 0.7241 -0.0124 11.00000 0.05 0.43 Q19 1 0.6456 0.6967 0.1313 11.00000 0.05 0.43 Q20 1 0.4202 0.3617 0.4251 11.00000 0.05 0.42 ; _shelx_res_checksum 27174 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_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br1 0.0503(3) 0.0534(3) 0.0544(3) 0.0110(2) 0.0073(2) -0.0016(2) Br2 0.0718(4) 0.0769(4) 0.0467(3) 0.0155(3) 0.0235(3) 0.0092(3) Ni1 0.0409(4) 0.0397(3) 0.0426(4) 0.0139(3) 0.0126(3) 0.0034(3) P1 0.0482(8) 0.0451(7) 0.0456(7) 0.0180(6) 0.0104(6) 0.0051(6) P2 0.0415(7) 0.0368(6) 0.0478(7) 0.0107(5) 0.0121(5) 0.0026(5) O1 0.057(2) 0.048(2) 0.051(2) 0.0202(16) 0.0148(16) 0.0139(17) O2 0.062(3) 0.043(2) 0.077(3) 0.0276(19) 0.020(2) 0.0094(19) N1 0.036(2) 0.036(2) 0.040(2) 0.0117(17) 0.0049(16) 0.0010(17) N2 0.037(2) 0.034(2) 0.050(2) 0.0179(18) 0.0085(17) 0.0013(17) C1 0.033(3) 0.048(3) 0.044(3) 0.008(2) 0.002(2) 0.003(2) C2 0.039(3) 0.047(3) 0.052(3) 0.002(2) 0.009(2) 0.000(2) C3 0.036(3) 0.056(3) 0.047(3) 0.006(2) 0.012(2) -0.001(2) C4 0.032(2) 0.046(3) 0.039(2) 0.008(2) 0.0062(19) -0.002(2) C5 0.040(3) 0.059(3) 0.045(3) 0.014(2) 0.011(2) -0.003(2) C6 0.050(3) 0.048(3) 0.055(3) 0.025(2) 0.010(2) -0.005(3) C7 0.046(3) 0.042(3) 0.050(3) 0.019(2) 0.006(2) -0.004(2) C8 0.035(2) 0.038(2) 0.039(2) 0.011(2) 0.0064(19) -0.002(2) C9 0.056(3) 0.065(4) 0.050(3) 0.023(3) 0.002(2) 0.006(3) C10 0.068(5) 0.093(5) 0.103(6) 0.028(4) -0.018(4) -0.017(4) C11 0.090(6) 0.105(6) 0.093(5) 0.008(5) -0.028(4) 0.033(5) C12 0.065(4) 0.042(3) 0.072(4) 0.023(3) 0.010(3) -0.001(3) C13 0.118(7) 0.052(4) 0.140(7) 0.010(4) 0.046(6) -0.006(4) C14 0.162(9) 0.085(5) 0.102(6) 0.034(5) 0.055(6) -0.039(6) C15 0.078(4) 0.048(3) 0.054(3) 0.006(3) 0.016(3) 0.003(3) C16 0.082(5) 0.080(5) 0.109(6) -0.027(4) -0.018(4) -0.013(4) C17 0.147(8) 0.061(4) 0.085(5) -0.005(4) 0.037(5) -0.004(5) C18 0.044(3) 0.044(3) 0.073(4) 0.018(3) 0.018(3) 0.013(2) C19 0.043(3) 0.074(4) 0.074(4) 0.031(3) 0.006(3) 0.006(3) C20 0.052(4) 0.075(4) 0.084(4) 0.022(3) 0.027(3) 0.008(3) O3A 0.137(8) 0.112(8) 0.115(7) 0.019(6) -0.003(5) -0.023(6) C21A 0.104(8) 0.074(8) 0.094(7) 0.026(7) 0.010(6) -0.006(6) C22A 0.096(7) 0.095(9) 0.082(7) 0.008(7) -0.004(6) -0.005(7) C23A 0.096(8) 0.115(10) 0.093(7) 0.026(7) 0.014(6) 0.004(7) C24A 0.094(8) 0.123(10) 0.120(8) 0.025(7) 0.008(6) -0.010(7) O3B 0.219(11) 0.245(13) 0.195(9) 0.034(9) 0.020(7) 0.013(9) C21B 0.141(9) 0.143(12) 0.154(10) 0.017(9) -0.002(7) 0.025(9) C22B 0.121(9) 0.131(11) 0.137(9) -0.021(8) 0.022(7) 0.021(8) C23B 0.133(9) 0.096(10) 0.128(9) 0.001(8) 0.010(7) -0.022(8) C24B 0.173(10) 0.161(14) 0.165(11) 0.008(9) 0.039(7) -0.008(9) O4 0.223(11) 0.219(10) 0.218(10) 0.008(8) -0.021(8) 0.010(8) C25 0.156(11) 0.156(9) 0.164(11) -0.011(8) 0.032(8) -0.009(8) C26 0.126(9) 0.123(8) 0.118(9) 0.001(7) 0.026(7) 0.012(7) C27 0.161(10) 0.149(9) 0.141(10) 0.040(8) 0.010(7) 0.000(8) C28 0.183(12) 0.184(10) 0.161(11) 0.028(8) 0.001(8) 0.017(9) 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) . . . . ?