#------------------------------------------------------------------------------ #$Date: 2015-10-09 11:31:46 +0300 (Fri, 09 Oct 2015) $ #$Revision: 161305 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/03/59/7035950.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_7035950 loop_ _publ_author_name 'Castellanos-Blanco, Nahury' 'Flores-Alamo, Marcos' 'Garc\'ia, Juventino J' _publ_section_title ; Tandem hydrogenation and condensation of fluorinated \a,\b-unsaturated ketones with primary amines, catalyzed by nickel. ; _journal_issue 35 _journal_name_full 'Dalton transactions (Cambridge, England : 2003)' _journal_page_first 15653 _journal_page_last 15663 _journal_paper_doi 10.1039/c5dt02366a _journal_volume 44 _journal_year 2015 _chemical_formula_moiety 'C33 H44 F6 Ni O P2' _chemical_formula_sum 'C33 H44 F6 Ni O P2' _chemical_formula_weight 691.33 _chemical_name_systematic ; ? ; _space_group_IT_number 61 _symmetry_cell_setting orthorhombic _symmetry_Int_Tables_number 61 _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _atom_sites_solution_hydrogens geom _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4.3 _audit_creation_date 2015-06-18T23:41:19-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_update_record ; 2015-06-19 deposited with the CCDC. 2015-07-23 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 14.9903(5) _cell_length_b 17.0446(8) _cell_length_c 26.6128(15) _cell_measurement_reflns_used 5414 _cell_measurement_temperature 130(2) _cell_measurement_theta_max 25.999 _cell_measurement_theta_min 3.3434 _cell_volume 6799.7(5) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_structure_refinement 'SHELXL-2013 (Sheldrick, 2013)' _diffrn_ambient_temperature 130(2) _diffrn_detector_area_resol_mean 10.4685 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.010208 _diffrn_orient_matrix_UB_12 -0.0130776 _diffrn_orient_matrix_UB_13 0.0246392 _diffrn_orient_matrix_UB_21 0.0452571 _diffrn_orient_matrix_UB_22 0.0051423 _diffrn_orient_matrix_UB_23 0.0070419 _diffrn_orient_matrix_UB_31 -0.009334 _diffrn_orient_matrix_UB_32 0.0391642 _diffrn_orient_matrix_UB_33 0.0073268 _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0711 _diffrn_reflns_av_unetI/netI 0.208 _diffrn_reflns_laue_measured_fraction_full 0.997 _diffrn_reflns_laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_number 30385 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.997 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 25.68 _diffrn_reflns_theta_min 3.35 _exptl_absorpt_coefficient_mu 0.722 _exptl_absorpt_correction_T_max 0.936 _exptl_absorpt_correction_T_min 0.826 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_crystal_colour brown _exptl_crystal_density_diffrn 1.351 _exptl_crystal_description lamina _exptl_crystal_F_000 2896 _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.09 _refine_diff_density_max 1.045 _refine_diff_density_min -0.697 _refine_diff_density_rms 0.073 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 396 _refine_ls_number_reflns 6446 _refine_ls_number_restraints 60 _refine_ls_restrained_S_all 1.027 _refine_ls_R_factor_all 0.0993 _refine_ls_R_factor_gt 0.0595 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0573P)^2^+12.6393P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1376 _refine_ls_wR_factor_ref 0.1653 _reflns_Friedel_coverage 0 _reflns_number_gt 4250 _reflns_number_total 6446 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c5dt02366a2.cif _cod_data_source_block 3a _cod_depositor_comments 'Adding full bibliography for 7035948--7035950.cif.' _cod_database_code 7035950 _shelx_estimated_absorpt_t_min 0.776 _shelx_estimated_absorpt_t_max 0.938 _shelx_res_file ; TITL nycb-07 CELL 0.71073 14.9903 17.0446 26.6128 90.000 90.000 90.000 ZERR 8.00 0.0005 0.0008 0.0015 0.000 0.000 0.000 LATT 1 SYMM 1/2 - X, - Y, 1/2 + Z SYMM - X, 1/2 + Y, 1/2 - Z SYMM 1/2 + X, 1/2 - Y, - Z SFAC C H O NI P F UNIT 264 352 8 8 16 48 MERG 2 DELU 0.010 0.010 C3 C4 C5 C3A C4A C5A SIMU 0.040 0.080 1.700 C3 C4 C5 C3A C4A C5A EADP C3 C4 C5 C3A C4A C5A shel 100 0.82 FMAP 2 PLAN 5 SIZE 0.090 0.220 0.370 ACTA BOND BOND $H CONF LIST 4 WPDB -2 L.S. 20 TEMP -143.00 WGHT 0.057300 12.639300 FVAR 0.77228 0.54574 C1 1 0.775972 0.668082 0.098498 11.00000 0.06439 0.05900 = 0.10336 -0.00960 0.04317 -0.01061 AFIX 23 H1A 2 0.812712 0.694383 0.124418 11.00000 -1.20000 H1B 2 0.781827 0.698079 0.066814 11.00000 -1.20000 AFIX 0 C2 1 0.677348 0.667558 0.115262 11.00000 0.05990 0.04628 = 0.10906 -0.00206 0.03972 0.00157 AFIX 23 H2A 2 0.638667 0.660916 0.085412 11.00000 -1.20000 H2B 2 0.662645 0.718641 0.130910 11.00000 -1.20000 AFIX 0 PART 1 C3 1 0.654369 0.649305 0.215502 21.00000 0.06574 0.09675 = 0.07179 -0.01853 0.02165 -0.01958 AFIX 13 H3 2 0.615225 0.695104 0.207417 21.00000 -1.20000 AFIX 0 C4 1 0.612347 0.609867 0.255255 21.00000 0.06574 0.09675 = 0.07179 -0.01853 0.02165 -0.01958 AFIX 137 H4A 2 0.645395 0.561771 0.263043 21.00000 -1.50000 H4B 2 0.551166 0.596428 0.245543 21.00000 -1.50000 H4C 2 0.611125 0.643850 0.284951 21.00000 -1.50000 AFIX 0 C5 1 0.747047 0.683907 0.226894 21.00000 0.06574 0.09675 = 0.07179 -0.01853 0.02165 -0.01958 AFIX 137 H5A 2 0.746014 0.709650 0.259816 21.00000 -1.50000 H5B 2 0.762664 0.722378 0.200980 21.00000 -1.50000 H5C 2 0.791463 0.641719 0.227139 21.00000 -1.50000 AFIX 0 PART 2 C3A 1 0.672429 0.625237 0.229405 -21.00000 0.06574 0.09675 = 0.07179 -0.01853 0.02165 -0.01958 AFIX 13 H3A 2 0.639412 0.675755 0.233790 -21.00000 -1.20000 AFIX 0 C4A 1 0.653401 0.576371 0.271131 -21.00000 0.06574 0.09675 = 0.07179 -0.01853 0.02165 -0.01958 AFIX 137 H4A1 2 0.697275 0.533816 0.272700 -21.00000 -1.50000 H4A2 2 0.593467 0.554139 0.267444 -21.00000 -1.50000 H4A3 2 0.656303 0.607364 0.302104 -21.00000 -1.50000 AFIX 0 C5A 1 0.773415 0.641467 0.236645 -21.00000 0.06574 0.09675 = 0.07179 -0.01853 0.02165 -0.01958 AFIX 137 H5A1 2 0.783901 0.661454 0.270663 -21.00000 -1.50000 H5A2 2 0.793194 0.680508 0.212014 -21.00000 -1.50000 H5A3 2 0.806962 0.592693 0.231831 -21.00000 -1.50000 AFIX 0 PART 0 C6 1 0.533380 0.568883 0.152428 11.00000 0.03196 0.04908 = 0.09504 0.01165 0.01924 0.00875 AFIX 13 H6 2 0.515280 0.533537 0.180633 11.00000 -1.20000 AFIX 0 C7 1 0.516413 0.524363 0.104001 11.00000 0.03530 0.11604 = 0.10555 -0.01074 -0.00378 0.01067 AFIX 137 H7A 2 0.453155 0.510217 0.101918 11.00000 -1.50000 H7B 2 0.552794 0.476598 0.103520 11.00000 -1.50000 H7C 2 0.532331 0.557515 0.075281 11.00000 -1.50000 AFIX 0 C8 1 0.473117 0.641687 0.155211 11.00000 0.05517 0.07258 = 0.17435 0.03089 0.02782 0.02676 AFIX 137 H8A 2 0.483083 0.674567 0.125528 11.00000 -1.50000 H8B 2 0.487331 0.671691 0.185586 11.00000 -1.50000 H8C 2 0.410505 0.625233 0.156293 11.00000 -1.50000 AFIX 0 C9 1 0.804699 0.549916 0.020765 11.00000 0.04855 0.05723 = 0.04297 0.01498 0.00344 0.01751 AFIX 13 H9 2 0.833124 0.497978 0.013759 11.00000 -1.20000 AFIX 0 C10 1 0.705610 0.541835 0.006280 11.00000 0.05638 0.08469 = 0.07156 0.00943 -0.01439 0.01486 AFIX 137 H10A 2 0.675934 0.592739 0.009980 11.00000 -1.50000 H10B 2 0.676903 0.503333 0.028336 11.00000 -1.50000 H10C 2 0.700969 0.524292 -0.028691 11.00000 -1.50000 AFIX 0 C11 1 0.851443 0.609705 -0.013040 11.00000 0.07724 0.07491 = 0.05997 0.02435 0.00762 0.01406 AFIX 137 H11A 2 0.846286 0.593144 -0.048184 11.00000 -1.50000 H11B 2 0.914597 0.613058 -0.003767 11.00000 -1.50000 H11C 2 0.823400 0.661226 -0.008831 11.00000 -1.50000 AFIX 0 C12 1 0.938200 0.579758 0.097852 11.00000 0.03067 0.10893 = 0.05164 0.01147 0.00828 -0.01065 AFIX 13 H12 2 0.958039 0.626178 0.077772 11.00000 -1.20000 AFIX 0 C13 1 0.959354 0.595536 0.153185 11.00000 0.06546 0.22684 = 0.06498 0.00577 -0.00209 -0.07396 AFIX 137 H13A 2 0.937609 0.551780 0.173695 11.00000 -1.50000 H13B 2 0.929993 0.644152 0.163814 11.00000 -1.50000 H13C 2 1.024008 0.600780 0.157484 11.00000 -1.50000 AFIX 0 C14 1 0.989892 0.508271 0.079820 11.00000 0.02775 0.12113 = 0.09783 0.03855 0.00757 0.00802 AFIX 137 H14A 2 1.054036 0.518608 0.082428 11.00000 -1.50000 H14B 2 0.974468 0.497286 0.044733 11.00000 -1.50000 H14C 2 0.974465 0.462878 0.100684 11.00000 -1.50000 AFIX 0 C15 1 0.658362 0.382720 0.274260 11.00000 0.02624 0.06808 = 0.04340 0.00174 0.00425 0.01168 C16 1 0.676502 0.385235 0.325361 11.00000 0.03851 0.14678 = 0.03483 0.00913 0.01145 0.01669 AFIX 43 H16 2 0.631416 0.370878 0.348702 11.00000 -1.20000 AFIX 0 C17 1 0.758816 0.408216 0.342645 11.00000 0.04228 0.23393 = 0.02625 0.00613 0.00008 0.01541 AFIX 43 H17 2 0.770488 0.411154 0.377681 11.00000 -1.20000 AFIX 0 C18 1 0.824311 0.426978 0.308151 11.00000 0.03150 0.23182 = 0.03288 -0.01585 -0.00194 -0.00858 AFIX 43 H18 2 0.881885 0.441927 0.319594 11.00000 -1.20000 AFIX 0 C19 1 0.807238 0.424274 0.257978 11.00000 0.02503 0.14563 = 0.03201 -0.00754 0.00083 -0.00147 AFIX 43 H19 2 0.853344 0.437982 0.235115 11.00000 -1.20000 AFIX 0 C20 1 0.723630 0.401868 0.238843 11.00000 0.02351 0.07297 = 0.03611 0.00101 0.00332 0.00618 C21 1 0.708734 0.400151 0.183873 11.00000 0.02225 0.05708 = 0.03665 -0.00382 -0.00004 0.00163 AFIX 43 H21 2 0.650852 0.411383 0.171241 11.00000 -1.20000 AFIX 0 C22 1 0.778148 0.382260 0.149378 11.00000 0.02396 0.06002 = 0.03136 -0.01128 -0.00308 0.00124 AFIX 43 H22 2 0.838284 0.378423 0.160373 11.00000 -1.20000 AFIX 0 C23 1 0.755415 0.370076 0.097435 11.00000 0.02669 0.04609 = 0.03651 -0.00955 0.00319 -0.00088 C24 1 0.828739 0.345932 0.062629 11.00000 0.02638 0.05853 = 0.04065 -0.00502 0.00058 0.00110 AFIX 43 H24 2 0.888872 0.347710 0.073843 11.00000 -1.20000 AFIX 0 C25 1 0.810763 0.321992 0.016145 11.00000 0.02618 0.06110 = 0.03438 -0.00870 0.00084 -0.00177 AFIX 43 H25 2 0.751420 0.329825 0.004665 11.00000 -1.20000 AFIX 0 C26 1 0.872450 0.284909 -0.019223 11.00000 0.02936 0.06313 = 0.04356 -0.01294 0.00578 -0.00623 C27 1 0.951490 0.250061 -0.002705 11.00000 0.03038 0.07335 = 0.04880 -0.01653 0.00325 -0.00259 AFIX 43 H27 2 0.966907 0.252967 0.031870 11.00000 -1.20000 AFIX 0 C28 1 1.007871 0.211370 -0.035620 11.00000 0.02976 0.08066 = 0.06852 -0.02476 0.00647 -0.00088 AFIX 43 H28 2 1.061438 0.188431 -0.023453 11.00000 -1.20000 AFIX 0 C29 1 0.986856 0.205894 -0.085894 11.00000 0.04168 0.10039 = 0.07165 -0.04064 0.01486 0.00254 AFIX 43 H29 2 1.025204 0.178562 -0.108283 11.00000 -1.20000 AFIX 0 C30 1 0.909973 0.240283 -0.103400 11.00000 0.04817 0.10649 = 0.04282 -0.02785 0.00708 -0.00609 AFIX 43 H30 2 0.895940 0.237545 -0.138167 11.00000 -1.20000 AFIX 0 C31 1 0.852428 0.279105 -0.070694 11.00000 0.03653 0.07935 = 0.04195 -0.01532 0.00656 -0.00295 C32 1 0.770134 0.315364 -0.091539 11.00000 0.04713 0.09368 = 0.03659 -0.01386 0.00518 0.00248 C33 1 0.567312 0.357224 0.258196 11.00000 0.03249 0.05358 = 0.06033 0.00643 0.01638 0.00594 O1 3 0.677119 0.373987 0.081144 11.00000 0.02492 0.07732 = 0.04099 -0.01923 -0.00268 0.00376 NI1 4 0.743156 0.493746 0.141095 11.00000 0.02208 0.05818 = 0.03649 -0.00444 0.00343 0.00348 P1 5 0.816780 0.567507 0.088909 11.00000 0.02897 0.06507 = 0.05047 -0.00132 0.00912 0.00217 P2 5 0.654400 0.588617 0.160182 11.00000 0.03565 0.05604 = 0.07267 -0.01454 0.02119 -0.00175 F1 6 0.763570 0.392263 -0.081542 11.00000 0.06798 0.08636 = 0.06944 0.01004 -0.00140 0.00572 F2 6 0.694592 0.283518 -0.073873 11.00000 0.03707 0.10325 = 0.05899 -0.00727 -0.00556 -0.00231 F3 6 0.763715 0.309228 -0.141688 11.00000 0.07221 0.18754 = 0.03665 -0.01902 -0.00304 0.03008 F4 6 0.524916 0.411852 0.230753 11.00000 0.02386 0.06771 = 0.07242 0.01565 -0.00089 0.00215 F5 6 0.566346 0.291977 0.229589 11.00000 0.05384 0.06670 = 0.08975 -0.01003 0.01268 -0.00367 F6 6 0.512634 0.341662 0.297241 11.00000 0.04224 0.08436 = 0.07467 0.01789 0.02423 -0.00432 HKLF 4 REM nycb-07 REM R1 = 0.0595 for 4250 Fo > 4sig(Fo) and 0.0993 for all 6446 data REM 396 parameters refined using 60 restraints END WGHT 0.0573 12.6399 REM Highest difference peak 1.045, deepest hole -0.697, 1-sigma level 0.073 Q1 1 0.6056 0.6813 0.2416 11.00000 0.05 1.05 Q2 1 0.6527 0.3650 0.1781 11.00000 0.05 0.43 Q3 1 0.6629 0.6075 0.2293 11.00000 0.05 0.43 Q4 1 0.6926 0.5964 0.1805 11.00000 0.05 0.43 Q5 1 0.8439 0.5881 0.1618 11.00000 0.05 0.40 ; _shelx_res_checksum 34096 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' 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 C1 C 0.7760(4) 0.6681(3) 0.0985(3) 0.0756(18) Uani 1 1 d . . . . . H1A H 0.8127 0.6944 0.1244 0.091 Uiso 1 1 calc R U . . . H1B H 0.7818 0.6981 0.0668 0.091 Uiso 1 1 calc R U . . . C2 C 0.6773(4) 0.6676(3) 0.1153(3) 0.0717(18) Uani 1 1 d . . . . . H2A H 0.6387 0.6609 0.0854 0.086 Uiso 1 1 calc R U . . . H2B H 0.6626 0.7186 0.1309 0.086 Uiso 1 1 calc R U . . . C3 C 0.6544(11) 0.6493(10) 0.2155(6) 0.078(2) Uani 0.546(10) 1 d . U P A 1 H3 H 0.6152 0.6951 0.2074 0.094 Uiso 0.546(10) 1 calc R U P A 1 C4 C 0.6123(8) 0.6099(8) 0.2553(5) 0.078(2) Uani 0.546(10) 1 d . U P A 1 H4A H 0.6454 0.5618 0.263 0.117 Uiso 0.546(10) 1 calc R U P A 1 H4B H 0.5512 0.5964 0.2455 0.117 Uiso 0.546(10) 1 calc R U P A 1 H4C H 0.6111 0.6439 0.285 0.117 Uiso 0.546(10) 1 calc R U P A 1 C5 C 0.7470(8) 0.6839(9) 0.2269(5) 0.078(2) Uani 0.546(10) 1 d . U P A 1 H5A H 0.746 0.7097 0.2598 0.117 Uiso 0.546(10) 1 calc R U P A 1 H5B H 0.7627 0.7224 0.201 0.117 Uiso 0.546(10) 1 calc R U P A 1 H5C H 0.7915 0.6417 0.2271 0.117 Uiso 0.546(10) 1 calc R U P A 1 C3A C 0.6724(13) 0.6252(12) 0.2294(7) 0.078(2) Uani 0.454(10) 1 d . U P A 2 H3A H 0.6394 0.6758 0.2338 0.094 Uiso 0.454(10) 1 calc R U P A 2 C4A C 0.6534(10) 0.5764(10) 0.2711(6) 0.078(2) Uani 0.454(10) 1 d . U P A 2 H4A1 H 0.6973 0.5338 0.2727 0.117 Uiso 0.454(10) 1 calc R U P A 2 H4A2 H 0.5935 0.5541 0.2674 0.117 Uiso 0.454(10) 1 calc R U P A 2 H4A3 H 0.6563 0.6074 0.3021 0.117 Uiso 0.454(10) 1 calc R U P A 2 C5A C 0.7734(10) 0.6415(11) 0.2366(7) 0.078(2) Uani 0.454(10) 1 d . U P A 2 H5A1 H 0.7839 0.6615 0.2707 0.117 Uiso 0.454(10) 1 calc R U P A 2 H5A2 H 0.7932 0.6805 0.212 0.117 Uiso 0.454(10) 1 calc R U P A 2 H5A3 H 0.807 0.5927 0.2318 0.117 Uiso 0.454(10) 1 calc R U P A 2 C6 C 0.5334(3) 0.5689(3) 0.1524(2) 0.0587(15) Uani 1 1 d . . . . . H6 H 0.5153 0.5335 0.1806 0.07 Uiso 1 1 calc R U . . . C7 C 0.5164(3) 0.5244(4) 0.1040(3) 0.086(2) Uani 1 1 d . . . . . H7A H 0.4532 0.5102 0.1019 0.128 Uiso 1 1 calc R U . . . H7B H 0.5528 0.4766 0.1035 0.128 Uiso 1 1 calc R U . . . H7C H 0.5323 0.5575 0.0753 0.128 Uiso 1 1 calc R U . . . C8 C 0.4731(4) 0.6417(4) 0.1552(3) 0.101(3) Uani 1 1 d . . . . . H8A H 0.4831 0.6746 0.1255 0.151 Uiso 1 1 calc R U . . . H8B H 0.4873 0.6717 0.1856 0.151 Uiso 1 1 calc R U . . . H8C H 0.4105 0.6252 0.1563 0.151 Uiso 1 1 calc R U . . . C9 C 0.8047(3) 0.5499(3) 0.02077(18) 0.0496(12) Uani 1 1 d . . . . . H9 H 0.8331 0.498 0.0138 0.059 Uiso 1 1 calc R U . . . C10 C 0.7056(3) 0.5418(3) 0.0063(2) 0.0709(16) Uani 1 1 d . . . . . H10A H 0.6759 0.5927 0.01 0.106 Uiso 1 1 calc R U . . . H10B H 0.6769 0.5033 0.0283 0.106 Uiso 1 1 calc R U . . . H10C H 0.701 0.5243 -0.0287 0.106 Uiso 1 1 calc R U . . . C11 C 0.8514(4) 0.6097(3) -0.0130(2) 0.0707(16) Uani 1 1 d . . . . . H11A H 0.8463 0.5931 -0.0482 0.106 Uiso 1 1 calc R U . . . H11B H 0.9146 0.6131 -0.0038 0.106 Uiso 1 1 calc R U . . . H11C H 0.8234 0.6612 -0.0088 0.106 Uiso 1 1 calc R U . . . C12 C 0.9382(3) 0.5798(4) 0.0979(2) 0.0637(15) Uani 1 1 d . . . . . H12 H 0.958 0.6262 0.0778 0.076 Uiso 1 1 calc R U . . . C13 C 0.9594(4) 0.5955(6) 0.1532(3) 0.119(3) Uani 1 1 d . . . . . H13A H 0.9376 0.5518 0.1737 0.179 Uiso 1 1 calc R U . . . H13B H 0.93 0.6442 0.1638 0.179 Uiso 1 1 calc R U . . . H13C H 1.024 0.6008 0.1575 0.179 Uiso 1 1 calc R U . . . C14 C 0.9899(3) 0.5083(4) 0.0798(3) 0.082(2) Uani 1 1 d . . . . . H14A H 1.054 0.5186 0.0824 0.123 Uiso 1 1 calc R U . . . H14B H 0.9745 0.4973 0.0447 0.123 Uiso 1 1 calc R U . . . H14C H 0.9745 0.4629 0.1007 0.123 Uiso 1 1 calc R U . . . C15 C 0.6584(3) 0.3827(3) 0.27426(18) 0.0459(11) Uani 1 1 d . . . . . C16 C 0.6765(3) 0.3852(4) 0.32536(19) 0.0734(18) Uani 1 1 d . . . . . H16 H 0.6314 0.3709 0.3487 0.088 Uiso 1 1 calc R U . . . C17 C 0.7588(3) 0.4082(5) 0.3426(2) 0.101(3) Uani 1 1 d . . . . . H17 H 0.7705 0.4112 0.3777 0.121 Uiso 1 1 calc R U . . . C18 C 0.8243(3) 0.4270(5) 0.3082(2) 0.099(3) Uani 1 1 d . . . . . H18 H 0.8819 0.4419 0.3196 0.118 Uiso 1 1 calc R U . . . C19 C 0.8072(3) 0.4243(4) 0.25798(18) 0.0676(17) Uani 1 1 d . . . . . H19 H 0.8533 0.438 0.2351 0.081 Uiso 1 1 calc R U . . . C20 C 0.7236(2) 0.4019(3) 0.23884(17) 0.0442(11) Uani 1 1 d . . . . . C21 C 0.7087(2) 0.4002(3) 0.18387(16) 0.0387(10) Uani 1 1 d . . . . . H21 H 0.6509 0.4114 0.1712 0.046 Uiso 1 1 calc R U . . . C22 C 0.7781(2) 0.3823(3) 0.14938(16) 0.0384(10) Uani 1 1 d . . . . . H22 H 0.8383 0.3784 0.1604 0.046 Uiso 1 1 calc R U . . . C23 C 0.7554(2) 0.3701(3) 0.09743(16) 0.0364(10) Uani 1 1 d . . . . . C24 C 0.8287(3) 0.3459(3) 0.06263(17) 0.0418(10) Uani 1 1 d . . . . . H24 H 0.8889 0.3477 0.0738 0.05 Uiso 1 1 calc R U . . . C25 C 0.8108(3) 0.3220(3) 0.01615(16) 0.0406(10) Uani 1 1 d . . . . . H25 H 0.7514 0.3298 0.0047 0.049 Uiso 1 1 calc R U . . . C26 C 0.8724(3) 0.2849(3) -0.01922(17) 0.0454(11) Uani 1 1 d . . . . . C27 C 0.9515(3) 0.2501(3) -0.00270(19) 0.0508(12) Uani 1 1 d . . . . . H27 H 0.9669 0.253 0.0319 0.061 Uiso 1 1 calc R U . . . C28 C 1.0079(3) 0.2114(3) -0.0356(2) 0.0596(14) Uani 1 1 d . . . . . H28 H 1.0614 0.1884 -0.0235 0.072 Uiso 1 1 calc R U . . . C29 C 0.9869(3) 0.2059(4) -0.0859(2) 0.0712(17) Uani 1 1 d . . . . . H29 H 1.0252 0.1786 -0.1083 0.085 Uiso 1 1 calc R U . . . C30 C 0.9100(3) 0.2403(3) -0.1034(2) 0.0658(16) Uani 1 1 d . . . . . H30 H 0.8959 0.2375 -0.1382 0.079 Uiso 1 1 calc R U . . . C31 C 0.8524(3) 0.2791(3) -0.07069(18) 0.0526(12) Uani 1 1 d . . . . . C32 C 0.7701(3) 0.3154(4) -0.09154(19) 0.0591(14) Uani 1 1 d . . . . . C33 C 0.5673(3) 0.3572(3) 0.25820(19) 0.0488(12) Uani 1 1 d . . . . . O1 O 0.67712(17) 0.37399(19) 0.08114(11) 0.0477(8) Uani 1 1 d . . . . . Ni1 Ni 0.74316(3) 0.49375(3) 0.14109(2) 0.03892(18) Uani 1 1 d . . . . . P1 P 0.81678(7) 0.56751(8) 0.08891(5) 0.0482(3) Uani 1 1 d . . . . . P2 P 0.65440(8) 0.58862(8) 0.16018(6) 0.0548(4) Uani 1 1 d . . . . . F1 F 0.7636(2) 0.3923(2) -0.08154(13) 0.0746(9) Uani 1 1 d . . . . . F2 F 0.69459(17) 0.28352(19) -0.07387(11) 0.0664(8) Uani 1 1 d . . . . . F3 F 0.7637(2) 0.3092(3) -0.14169(12) 0.0988(14) Uani 1 1 d . . . . . F4 F 0.52492(14) 0.41185(16) 0.23075(11) 0.0547(7) Uani 1 1 d . . . . . F5 F 0.56635(19) 0.29198(17) 0.22959(13) 0.0701(9) Uani 1 1 d . . . . . F6 F 0.51263(17) 0.34166(18) 0.29724(12) 0.0671(8) Uani 1 1 d . . . . . 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 C1 0.064(3) 0.059(3) 0.103(5) -0.010(3) 0.043(3) -0.011(3) C2 0.060(3) 0.046(3) 0.109(5) -0.002(3) 0.040(3) 0.002(3) C3 0.066(4) 0.097(6) 0.072(5) -0.019(4) 0.022(3) -0.020(4) C4 0.066(4) 0.097(6) 0.072(5) -0.019(4) 0.022(3) -0.020(4) C5 0.066(4) 0.097(6) 0.072(5) -0.019(4) 0.022(3) -0.020(4) C3A 0.066(4) 0.097(6) 0.072(5) -0.019(4) 0.022(3) -0.020(4) C4A 0.066(4) 0.097(6) 0.072(5) -0.019(4) 0.022(3) -0.020(4) C5A 0.066(4) 0.097(6) 0.072(5) -0.019(4) 0.022(3) -0.020(4) C6 0.032(2) 0.049(3) 0.095(5) 0.012(3) 0.019(2) 0.009(2) C7 0.035(3) 0.116(5) 0.106(6) -0.011(4) -0.004(3) 0.011(3) C8 0.055(3) 0.073(4) 0.174(8) 0.031(4) 0.028(4) 0.027(3) C9 0.049(3) 0.057(3) 0.043(3) 0.015(2) 0.003(2) 0.018(2) C10 0.056(3) 0.085(4) 0.072(4) 0.009(3) -0.014(3) 0.015(3) C11 0.077(4) 0.075(4) 0.060(4) 0.024(3) 0.008(3) 0.014(3) C12 0.031(2) 0.109(4) 0.052(3) 0.011(3) 0.008(2) -0.011(3) C13 0.065(4) 0.227(9) 0.065(5) 0.006(5) -0.002(3) -0.074(5) C14 0.028(2) 0.121(5) 0.098(5) 0.039(4) 0.008(3) 0.008(3) C15 0.0262(19) 0.068(3) 0.043(3) 0.002(2) 0.0043(19) 0.012(2) C16 0.039(2) 0.147(6) 0.035(3) 0.009(3) 0.011(2) 0.017(3) C17 0.042(3) 0.234(9) 0.026(3) 0.006(4) 0.000(2) 0.015(4) C18 0.031(2) 0.232(9) 0.033(3) -0.016(4) -0.002(2) -0.009(4) C19 0.025(2) 0.146(5) 0.032(3) -0.008(3) 0.0008(19) -0.001(3) C20 0.0235(19) 0.073(3) 0.036(3) 0.001(2) 0.0033(17) 0.006(2) C21 0.0223(18) 0.057(3) 0.037(2) -0.004(2) 0.0000(17) 0.0016(18) C22 0.0240(18) 0.060(3) 0.031(2) -0.011(2) -0.0031(16) 0.0012(19) C23 0.0267(19) 0.046(2) 0.037(2) -0.0096(19) 0.0032(17) -0.0009(18) C24 0.0264(19) 0.059(3) 0.041(3) -0.005(2) 0.0006(18) 0.0011(19) C25 0.0262(19) 0.061(3) 0.034(3) -0.009(2) 0.0008(17) -0.0018(19) C26 0.029(2) 0.063(3) 0.044(3) -0.013(2) 0.0058(19) -0.006(2) C27 0.030(2) 0.073(3) 0.049(3) -0.017(2) 0.003(2) -0.003(2) C28 0.030(2) 0.081(4) 0.069(4) -0.025(3) 0.006(2) -0.001(2) C29 0.042(3) 0.100(4) 0.072(4) -0.041(3) 0.015(3) 0.003(3) C30 0.048(3) 0.106(4) 0.043(3) -0.028(3) 0.007(2) -0.006(3) C31 0.037(2) 0.079(3) 0.042(3) -0.015(2) 0.007(2) -0.003(2) C32 0.047(3) 0.094(4) 0.037(3) -0.014(3) 0.005(2) 0.002(3) C33 0.032(2) 0.054(3) 0.060(3) 0.006(2) 0.016(2) 0.006(2) O1 0.0249(14) 0.077(2) 0.0410(19) -0.0192(16) -0.0027(12) 0.0038(14) Ni1 0.0221(3) 0.0582(4) 0.0365(3) -0.0044(3) 0.0034(2) 0.0035(2) P1 0.0290(5) 0.0651(8) 0.0505(8) -0.0013(6) 0.0091(5) 0.0022(5) P2 0.0356(6) 0.0560(8) 0.0727(10) -0.0145(7) 0.0212(6) -0.0018(6) F1 0.0680(19) 0.086(2) 0.069(2) 0.0100(18) -0.0014(16) 0.0057(17) F2 0.0371(14) 0.103(2) 0.059(2) -0.0073(16) -0.0056(13) -0.0023(15) F3 0.072(2) 0.188(4) 0.0366(19) -0.019(2) -0.0030(15) 0.030(2) F4 0.0239(11) 0.0677(17) 0.072(2) 0.0156(15) -0.0009(12) 0.0021(12) F5 0.0538(16) 0.0667(19) 0.090(2) -0.0100(17) 0.0127(16) -0.0037(15) F6 0.0422(14) 0.084(2) 0.075(2) 0.0179(16) 0.0242(14) -0.0043(14) 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -19 0 -17 0.1109 19 0 17 0.1109 -3 23 11 0.1586 3 -23 -11 0.1586 10 0 -33 0.0472 -10 0 33 0.0472 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C2 C1 P1 110.7(4) C2 C1 H1A 109.5 P1 C1 H1A 109.5 C2 C1 H1B 109.5 P1 C1 H1B 109.5 H1A C1 H1B 108.1 C1 C2 P2 111.9(4) C1 C2 H2A 109.2 P2 C2 H2A 109.2 C1 C2 H2B 109.2 P2 C2 H2B 109.2 H2A C2 H2B 107.9 C4 C3 C5 116.1(12) C4 C3 P2 110.0(10) C5 C3 P2 112.4(10) C4 C3 H3 105.8 C5 C3 H3 105.8 P2 C3 H3 105.8 C3 C4 H4A 109.5 C3 C4 H4B 109.5 H4A C4 H4B 109.5 C3 C4 H4C 109.5 H4A C4 H4C 109.5 H4B C4 H4C 109.5 C3 C5 H5A 109.5 C3 C5 H5B 109.5 H5A C5 H5B 109.5 C3 C5 H5C 109.5 H5A C5 H5C 109.5 H5B C5 H5C 109.5 C4A C3A C5A 101.8(13) C4A C3A P2 121.4(13) C5A C3A P2 107.9(11) C4A C3A H3A 108.4 C5A C3A H3A 108.4 P2 C3A H3A 108.4 C3A C4A H4A1 109.5 C3A C4A H4A2 109.5 H4A1 C4A H4A2 109.5 C3A C4A H4A3 109.5 H4A1 C4A H4A3 109.5 H4A2 C4A H4A3 109.5 C3A C5A H5A1 109.5 C3A C5A H5A2 109.5 H5A1 C5A H5A2 109.5 C3A C5A H5A3 109.5 H5A1 C5A H5A3 109.5 H5A2 C5A H5A3 109.5 C7 C6 C8 110.3(5) C7 C6 P2 110.4(3) C8 C6 P2 115.0(4) C7 C6 H6 106.9 C8 C6 H6 106.9 P2 C6 H6 106.9 C6 C7 H7A 109.5 C6 C7 H7B 109.5 H7A C7 H7B 109.5 C6 C7 H7C 109.5 H7A C7 H7C 109.5 H7B C7 H7C 109.5 C6 C8 H8A 109.5 C6 C8 H8B 109.5 H8A C8 H8B 109.5 C6 C8 H8C 109.5 H8A C8 H8C 109.5 H8B C8 H8C 109.5 C11 C9 C10 110.7(4) C11 C9 P1 115.1(4) C10 C9 P1 110.8(3) C11 C9 H9 106.6 C10 C9 H9 106.6 P1 C9 H9 106.6 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 C14 C12 C13 109.8(5) C14 C12 P1 111.8(4) C13 C12 P1 110.4(3) C14 C12 H12 108.3 C13 C12 H12 108.3 P1 C12 H12 108.3 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 C20 121.1(4) C16 C15 C33 117.9(4) C20 C15 C33 121.0(4) C17 C16 C15 120.9(5) C17 C16 H16 119.6 C15 C16 H16 119.6 C16 C17 C18 118.8(5) C16 C17 H17 120.6 C18 C17 H17 120.6 C19 C18 C17 120.7(5) C19 C18 H18 119.6 C17 C18 H18 119.6 C18 C19 C20 122.2(4) C18 C19 H19 118.9 C20 C19 H19 118.9 C15 C20 C19 116.3(4) C15 C20 C21 123.8(4) C19 C20 C21 119.9(4) C22 C21 C20 122.2(3) C22 C21 Ni1 67.6(2) C20 C21 Ni1 120.1(3) C22 C21 H21 118.9 C20 C21 H21 118.9 Ni1 C21 H21 82.8 C21 C22 C23 118.6(3) C21 C22 Ni1 70.9(2) C23 C22 Ni1 88.2(3) C21 C22 H22 120.7 C23 C22 H22 120.7 Ni1 C22 H22 110.6 O1 C23 C22 123.1(4) O1 C23 C24 119.3(4) C22 C23 C24 117.4(3) O1 C23 Ni1 92.8(3) C22 C23 Ni1 55.2(2) C24 C23 Ni1 126.5(3) C25 C24 C23 120.8(4) C25 C24 H24 119.6 C23 C24 H24 119.6 C24 C25 C26 127.1(4) C24 C25 H25 116.5 C26 C25 H25 116.5 C27 C26 C31 117.3(4) C27 C26 C25 121.2(4) C31 C26 C25 121.5(4) C28 C27 C26 121.4(5) C28 C27 H27 119.3 C26 C27 H27 119.3 C29 C28 C27 120.5(5) C29 C28 H28 119.8 C27 C28 H28 119.8 C30 C29 C28 119.5(5) C30 C29 H29 120.3 C28 C29 H29 120.3 C29 C30 C31 120.7(5) C29 C30 H30 119.7 C31 C30 H30 119.7 C30 C31 C26 120.7(4) C30 C31 C32 118.6(5) C26 C31 C32 120.8(4) F2 C32 F1 105.3(4) F2 C32 F3 104.9(4) F1 C32 F3 105.6(5) F2 C32 C31 113.7(5) F1 C32 C31 113.1(4) F3 C32 C31 113.5(4) F4 C33 F5 105.1(4) F4 C33 F6 105.5(3) F5 C33 F6 105.4(4) F4 C33 C15 112.7(4) F5 C33 C15 114.3(4) F6 C33 C15 113.0(4) C22 Ni1 C21 41.48(16) C22 Ni1 P2 148.87(12) C21 Ni1 P2 107.52(12) C22 Ni1 P1 119.39(12) C21 Ni1 P1 160.60(12) P2 Ni1 P1 91.72(5) C22 Ni1 C23 36.57(15) C21 Ni1 C23 66.57(16) P2 Ni1 C23 144.66(10) P1 Ni1 C23 99.14(11) C1 P1 C9 104.8(3) C1 P1 C12 101.8(3) C9 P1 C12 104.0(2) C1 P1 Ni1 106.36(18) C9 P1 Ni1 118.92(16) C12 P1 Ni1 118.89(19) C3 P2 C2 96.4(6) C3 P2 C6 101.2(6) C2 P2 C6 104.1(3) C2 P2 C3A 110.7(6) C6 P2 C3A 107.2(6) C3 P2 Ni1 128.6(6) C2 P2 Ni1 106.34(16) C6 P2 Ni1 116.18(16) C3A P2 Ni1 112.0(6) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance C1 C2 1.544(7) C1 P1 1.838(6) C1 H1A 0.99 C1 H1B 0.99 C2 P2 1.832(6) C2 H2A 0.99 C2 H2B 0.99 C3 C4 1.403(17) C3 C5 1.539(17) C3 P2 1.799(17) C3 H3 1 C4 H4A 0.98 C4 H4B 0.98 C4 H4C 0.98 C5 H5A 0.98 C5 H5B 0.98 C5 H5C 0.98 C3A C4A 1.42(2) C3A C5A 1.55(2) C3A P2 1.96(2) C3A H3A 1 C4A H4A1 0.98 C4A H4A2 0.98 C4A H4A3 0.98 C5A H5A1 0.98 C5A H5A2 0.98 C5A H5A3 0.98 C6 C7 1.517(8) C6 C8 1.537(7) C6 P2 1.857(5) C6 H6 1 C7 H7A 0.98 C7 H7B 0.98 C7 H7C 0.98 C8 H8A 0.98 C8 H8B 0.98 C8 H8C 0.98 C9 C11 1.529(7) C9 C10 1.541(7) C9 P1 1.847(5) C9 H9 1 C10 H10A 0.98 C10 H10B 0.98 C10 H10C 0.98 C11 H11A 0.98 C11 H11B 0.98 C11 H11C 0.98 C12 C14 1.522(8) C12 C13 1.530(8) C12 P1 1.847(4) C12 H12 1 C13 H13A 0.98 C13 H13B 0.98 C13 H13C 0.98 C14 H14A 0.98 C14 H14B 0.98 C14 H14C 0.98 C15 C16 1.388(7) C15 C20 1.397(6) C15 C33 1.495(6) C16 C17 1.374(8) C16 H16 0.95 C17 C18 1.382(8) C17 H17 0.95 C18 C19 1.360(7) C18 H18 0.95 C19 C20 1.406(6) C19 H19 0.95 C20 C21 1.480(6) C21 C22 1.421(5) C21 Ni1 2.027(4) C21 H21 0.95 C22 C23 1.439(6) C22 Ni1 1.984(4) C22 H22 0.95 C23 O1 1.253(4) C23 C24 1.495(5) C23 Ni1 2.414(4) C24 C25 1.330(6) C24 H24 0.95 C25 C26 1.463(6) C25 H25 0.95 C26 C27 1.396(6) C26 C31 1.406(6) C27 C28 1.384(6) C27 H27 0.95 C28 C29 1.378(8) C28 H28 0.95 C29 C30 1.374(8) C29 H29 0.95 C30 C31 1.393(6) C30 H30 0.95 C31 C32 1.487(7) C32 F2 1.341(6) C32 F1 1.341(6) C32 F3 1.342(6) C33 F4 1.343(5) C33 F5 1.348(5) C33 F6 1.350(5) Ni1 P2 2.1548(13) Ni1 P1 2.1743(14) 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 P1 C1 C2 P2 40.2(6) C20 C15 C16 C17 1.3(9) C33 C15 C16 C17 -179.9(6) C15 C16 C17 C18 -1.6(12) C16 C17 C18 C19 1.3(13) C17 C18 C19 C20 -0.6(12) C16 C15 C20 C19 -0.6(8) C33 C15 C20 C19 -179.3(5) C16 C15 C20 C21 179.8(5) C33 C15 C20 C21 1.1(7) C18 C19 C20 C15 0.3(9) C18 C19 C20 C21 179.9(6) C15 C20 C21 C22 -148.9(5) C19 C20 C21 C22 31.5(7) C15 C20 C21 Ni1 130.0(4) C19 C20 C21 Ni1 -49.5(6) C20 C21 C22 C23 170.7(4) Ni1 C21 C22 C23 -76.9(4) C20 C21 C22 Ni1 -112.4(4) C21 C22 C23 O1 -0.5(7) Ni1 C22 C23 O1 -67.5(4) C21 C22 C23 C24 -175.9(4) Ni1 C22 C23 C24 117.1(4) C21 C22 C23 Ni1 67.0(4) O1 C23 C24 C25 -6.0(7) C22 C23 C24 C25 169.6(4) Ni1 C23 C24 C25 -125.0(4) C23 C24 C25 C26 -169.3(4) C24 C25 C26 C27 18.8(7) C24 C25 C26 C31 -164.7(5) C31 C26 C27 C28 0.0(7) C25 C26 C27 C28 176.6(4) C26 C27 C28 C29 -0.4(8) C27 C28 C29 C30 1.0(9) C28 C29 C30 C31 -1.3(9) C29 C30 C31 C26 0.9(8) C29 C30 C31 C32 180.0(5) C27 C26 C31 C30 -0.3(7) C25 C26 C31 C30 -176.9(5) C27 C26 C31 C32 -179.3(5) C25 C26 C31 C32 4.1(7) C30 C31 C32 F2 116.4(5) C26 C31 C32 F2 -64.6(7) C30 C31 C32 F1 -123.5(5) C26 C31 C32 F1 55.5(7) C30 C31 C32 F3 -3.3(8) C26 C31 C32 F3 175.7(5) C16 C15 C33 F4 121.3(5) C20 C15 C33 F4 -60.0(6) C16 C15 C33 F5 -118.9(5) C20 C15 C33 F5 59.9(6) C16 C15 C33 F6 1.8(6) C20 C15 C33 F6 -179.5(4) C2 C1 P1 C9 96.3(5) C2 C1 P1 C12 -155.7(5) C2 C1 P1 Ni1 -30.5(5) C11 C9 P1 C1 55.5(4) C10 C9 P1 C1 -71.1(4) C11 C9 P1 C12 -51.0(4) C10 C9 P1 C12 -177.6(4) C11 C9 P1 Ni1 174.1(3) C10 C9 P1 Ni1 47.5(4) C14 C12 P1 C1 -166.6(4) C13 C12 P1 C1 70.9(6) C14 C12 P1 C9 -57.9(4) C13 C12 P1 C9 179.6(5) C14 C12 P1 Ni1 77.1(4) C13 C12 P1 Ni1 -45.4(6) C4 C3 P2 C2 162.4(10) C5 C3 P2 C2 -66.6(10) C4 C3 P2 C6 56.5(11) C5 C3 P2 C6 -172.4(9) C4 C3 P2 C3A -55(3) C5 C3 P2 C3A 76(3) C4 C3 P2 Ni1 -80.8(12) C5 C3 P2 Ni1 50.3(12) C1 C2 P2 C3 102.0(7) C1 C2 P2 C6 -154.7(4) C1 C2 P2 C3A 90.4(7) C1 C2 P2 Ni1 -31.5(5) C7 C6 P2 C3 174.3(7) C8 C6 P2 C3 48.7(7) C7 C6 P2 C2 74.7(5) C8 C6 P2 C2 -50.9(5) C7 C6 P2 C3A -168.0(7) C8 C6 P2 C3A 66.4(8) C7 C6 P2 Ni1 -41.9(5) C8 C6 P2 Ni1 -167.4(4)