# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email clu@umn.edu _publ_contact_author_name 'Connie Lu' loop_ _publ_author_name 'Connie Lu' 'Stephen Tereniak' 'Elodie Marlier' data_11002m _database_code_depnum_ccdc_archive 'CCDC 865003' #TrackingRef '- 11002m.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (LiPr)Ni(H)(Br).(C6H6) _chemical_melting_point ? _chemical_formula_moiety 'C36 H43 Br Ni O P2, C6 H6' _chemical_formula_sum 'C42 H49 Br Ni O P2' _chemical_formula_weight 770.37 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' 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' Ni Ni 0.3393 1.1124 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.6321(18) _cell_length_b 22.061(3) _cell_length_c 14.907(2) _cell_angle_alpha 90.00 _cell_angle_beta 110.806(2) _cell_angle_gamma 90.00 _cell_volume 3883.4(10) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4087 _cell_measurement_theta_min 2.595 _cell_measurement_theta_max 24.06 _exptl_crystal_description block _exptl_crystal_colour orange-yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.318 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1608 _exptl_absorpt_coefficient_mu 1.641 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7908 _exptl_absorpt_correction_T_max 0.8531 _exptl_absorpt_process_details 'SADABS, R. Blessing, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART Platform CCD' _diffrn_measurement_method 'area detector, omega scans per phi' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 45349 _diffrn_reflns_av_R_equivalents 0.0713 _diffrn_reflns_av_sigmaI/netI 0.0605 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 27.51 _reflns_number_total 8885 _reflns_number_gt 5720 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, Bruker' _computing_cell_refinement 'SAINT, Bruker' _computing_data_reduction 'SAINT, Bruker' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL, Bruker' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0336P)^2^+8.2165P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8885 _refine_ls_number_parameters 428 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0979 _refine_ls_R_factor_gt 0.0456 _refine_ls_wR_factor_ref 0.1199 _refine_ls_wR_factor_gt 0.0957 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.58274(4) 0.237711(19) 0.70897(3) 0.02137(11) Uani 1 1 d D . . Br1 Br 0.46237(4) 0.309363(18) 0.73631(4) 0.04515(14) Uani 1 1 d . . . P1 P 0.72431(8) 0.29822(4) 0.72227(7) 0.0241(2) Uani 1 1 d . . . P2 P 0.46414(8) 0.16224(4) 0.66725(7) 0.0237(2) Uani 1 1 d . . . O1 O 0.8535(2) 0.09525(11) 0.93003(17) 0.0266(5) Uani 1 1 d . . . H43 H 0.652(4) 0.1935(17) 0.688(4) 0.083(17) Uiso 1 1 d D . . C1 C 0.9912(3) 0.07889(18) 1.0779(3) 0.0351(9) Uani 1 1 d . . . C2 C 0.9575(3) 0.11446(17) 0.9949(3) 0.0293(8) Uani 1 1 d . . . C3 C 1.0227(3) 0.16051(18) 0.9782(3) 0.0323(9) Uani 1 1 d . . . C4 C 1.1258(3) 0.1707(2) 1.0546(3) 0.0434(11) Uani 1 1 d . . . H4A H 1.1741 0.2021 1.0481 0.052 Uiso 1 1 calc R . . C5 C 1.1602(4) 0.1370(2) 1.1389(3) 0.0481(12) Uani 1 1 d . . . H5A H 1.2301 0.1461 1.1885 0.058 Uiso 1 1 calc R . . C6 C 1.0944(4) 0.0909(2) 1.1510(3) 0.0446(11) Uani 1 1 d . . . H6A H 1.1185 0.0674 1.2082 0.054 Uiso 1 1 calc R . . C7 C 0.9031(4) 0.03519(17) 1.0646(3) 0.0348(9) Uani 1 1 d . . . C8 C 0.8210(3) 0.04674(16) 0.9745(3) 0.0297(9) Uani 1 1 d . . . C9 C 0.7229(3) 0.01317(16) 0.9355(3) 0.0308(9) Uani 1 1 d . . . C10 C 0.7103(4) -0.03340(18) 0.9954(3) 0.0441(11) Uani 1 1 d . . . H10A H 0.6438 -0.0576 0.9734 0.053 Uiso 1 1 calc R . . C11 C 0.7903(5) -0.0457(2) 1.0849(3) 0.0522(13) Uani 1 1 d . . . H11A H 0.7777 -0.0780 1.1220 0.063 Uiso 1 1 calc R . . C12 C 0.8871(4) -0.01199(19) 1.1208(3) 0.0459(12) Uani 1 1 d . . . H12A H 0.9419 -0.0205 1.1822 0.055 Uiso 1 1 calc R . . C13 C 0.9938(3) 0.19835(17) 0.8905(3) 0.0305(8) Uani 1 1 d . . . C14 C 0.8865(3) 0.22251(16) 0.8439(3) 0.0272(8) Uani 1 1 d . . . H14A H 0.8264 0.2110 0.8646 0.033 Uiso 1 1 calc R . . C15 C 0.8645(3) 0.26310(17) 0.7677(3) 0.0281(8) Uani 1 1 d . . . C16 C 0.9521(3) 0.27733(19) 0.7351(3) 0.0384(10) Uani 1 1 d . . . H16A H 0.9393 0.3051 0.6837 0.046 Uiso 1 1 calc R . . C17 C 1.0582(4) 0.2511(2) 0.7776(3) 0.0460(11) Uani 1 1 d . . . H17A H 1.1168 0.2600 0.7536 0.055 Uiso 1 1 calc R . . C18 C 1.0789(3) 0.2124(2) 0.8540(3) 0.0396(10) Uani 1 1 d . . . H18A H 1.1519 0.1949 0.8826 0.048 Uiso 1 1 calc R . . C19 C 0.6357(3) 0.02226(16) 0.8389(3) 0.0282(8) Uani 1 1 d . . . C20 C 0.6018(3) 0.07938(15) 0.7984(3) 0.0256(8) Uani 1 1 d . . . H20A H 0.6398 0.1144 0.8317 0.031 Uiso 1 1 calc R . . C21 C 0.5138(3) 0.08638(15) 0.7105(3) 0.0249(8) Uani 1 1 d . . . C22 C 0.4615(3) 0.03456(17) 0.6611(3) 0.0307(9) Uani 1 1 d . . . H22A H 0.4018 0.0383 0.6007 0.037 Uiso 1 1 calc R . . C23 C 0.4958(4) -0.02219(17) 0.6992(3) 0.0357(10) Uani 1 1 d . . . H23A H 0.4603 -0.0573 0.6645 0.043 Uiso 1 1 calc R . . C24 C 0.5807(4) -0.02833(17) 0.7868(3) 0.0359(10) Uani 1 1 d . . . H24A H 0.6025 -0.0677 0.8125 0.043 Uiso 1 1 calc R . . C25 C 0.7122(3) 0.33253(17) 0.6056(3) 0.0311(9) Uani 1 1 d . . . H25A H 0.7816 0.3574 0.6153 0.037 Uiso 1 1 calc R . . C26 C 0.6092(4) 0.3745(2) 0.5699(3) 0.0442(11) Uani 1 1 d . . . H26A H 0.6044 0.3926 0.5085 0.066 Uiso 1 1 calc R . . H26B H 0.6170 0.4067 0.6171 0.066 Uiso 1 1 calc R . . H26C H 0.5403 0.3512 0.5612 0.066 Uiso 1 1 calc R . . C27 C 0.7055(4) 0.2839(2) 0.5311(3) 0.0443(11) Uani 1 1 d . . . H27A H 0.7002 0.3033 0.4705 0.067 Uiso 1 1 calc R . . H27B H 0.6383 0.2587 0.5210 0.067 Uiso 1 1 calc R . . H27C H 0.7735 0.2585 0.5540 0.067 Uiso 1 1 calc R . . C28 C 0.7413(3) 0.36477(16) 0.8021(3) 0.0313(9) Uani 1 1 d . . . H28A H 0.6691 0.3883 0.7768 0.038 Uiso 1 1 calc R . . C29 C 0.8361(4) 0.4079(2) 0.8035(4) 0.0539(13) Uani 1 1 d . . . H29A H 0.8392 0.4418 0.8468 0.081 Uiso 1 1 calc R . . H29B H 0.8214 0.4235 0.7386 0.081 Uiso 1 1 calc R . . H29C H 0.9085 0.3862 0.8259 0.081 Uiso 1 1 calc R . . C30 C 0.7543(4) 0.34449(19) 0.9037(3) 0.0400(10) Uani 1 1 d . . . H30A H 0.7629 0.3802 0.9448 0.060 Uiso 1 1 calc R . . H30B H 0.8214 0.3186 0.9295 0.060 Uiso 1 1 calc R . . H30C H 0.6870 0.3217 0.9017 0.060 Uiso 1 1 calc R . . C31 C 0.4078(4) 0.15424(18) 0.5354(3) 0.0372(10) Uani 1 1 d . . . H31A H 0.3463 0.1231 0.5181 0.045 Uiso 1 1 calc R . . C32 C 0.3562(5) 0.2142(2) 0.4895(4) 0.0659(16) Uani 1 1 d . . . H32A H 0.3262 0.2098 0.4195 0.099 Uiso 1 1 calc R . . H32B H 0.4146 0.2458 0.5076 0.099 Uiso 1 1 calc R . . H32C H 0.2947 0.2256 0.5118 0.099 Uiso 1 1 calc R . . C33 C 0.4986(4) 0.1331(2) 0.4977(3) 0.0488(12) Uani 1 1 d . . . H33A H 0.4659 0.1290 0.4277 0.073 Uiso 1 1 calc R . . H33B H 0.5282 0.0937 0.5263 0.073 Uiso 1 1 calc R . . H33C H 0.5603 0.1628 0.5148 0.073 Uiso 1 1 calc R . . C34 C 0.3387(3) 0.16968(18) 0.7034(3) 0.0369(10) Uani 1 1 d . . . H34A H 0.3084 0.2116 0.6854 0.044 Uiso 1 1 calc R . . C35 C 0.2409(4) 0.1260(2) 0.6559(5) 0.0691(17) Uani 1 1 d . . . H35A H 0.1792 0.1341 0.6797 0.104 Uiso 1 1 calc R . . H35B H 0.2672 0.0842 0.6714 0.104 Uiso 1 1 calc R . . H35C H 0.2134 0.1317 0.5862 0.104 Uiso 1 1 calc R . . C36 C 0.3772(4) 0.1654(2) 0.8127(3) 0.0489(12) Uani 1 1 d . . . H36A H 0.3115 0.1696 0.8326 0.073 Uiso 1 1 calc R . . H36B H 0.4315 0.1979 0.8417 0.073 Uiso 1 1 calc R . . H36C H 0.4134 0.1260 0.8338 0.073 Uiso 1 1 calc R . . C37 C 0.9149(5) 0.0952(3) 0.6508(4) 0.0641(15) Uani 1 1 d . . . H37A H 0.9540 0.1327 0.6678 0.077 Uiso 1 1 calc R . . C38 C 0.8202(5) 0.0849(3) 0.6713(4) 0.0626(15) Uani 1 1 d . . . H38A H 0.7932 0.1152 0.7031 0.075 Uiso 1 1 calc R . . C39 C 0.7635(4) 0.0314(3) 0.6468(4) 0.0571(14) Uani 1 1 d . . . H39A H 0.6968 0.0246 0.6608 0.069 Uiso 1 1 calc R . . C40 C 0.8021(5) -0.0121(2) 0.6023(4) 0.0611(14) Uani 1 1 d . . . H40A H 0.7630 -0.0495 0.5852 0.073 Uiso 1 1 calc R . . C41 C 0.8985(5) -0.0015(3) 0.5823(4) 0.0640(15) Uani 1 1 d . . . H41A H 0.9267 -0.0319 0.5516 0.077 Uiso 1 1 calc R . . C42 C 0.9534(4) 0.0519(3) 0.6060(4) 0.0698(17) Uani 1 1 d . . . H42A H 1.0194 0.0591 0.5910 0.084 Uiso 1 1 calc R . . 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 Ni1 0.0242(2) 0.0153(2) 0.0273(2) 0.00060(18) 0.01246(19) -0.00009(18) Br1 0.0415(3) 0.0229(2) 0.0777(3) -0.0047(2) 0.0294(2) 0.00336(18) P1 0.0299(5) 0.0184(4) 0.0279(5) 0.0012(4) 0.0151(4) -0.0030(4) P2 0.0246(5) 0.0202(4) 0.0278(5) -0.0040(4) 0.0113(4) -0.0022(4) O1 0.0314(14) 0.0232(13) 0.0264(14) 0.0028(10) 0.0116(11) 0.0023(11) C1 0.037(2) 0.036(2) 0.033(2) 0.0016(17) 0.0123(18) 0.0165(18) C2 0.027(2) 0.034(2) 0.028(2) -0.0010(16) 0.0104(17) 0.0111(16) C3 0.0240(19) 0.037(2) 0.037(2) 0.0006(18) 0.0119(17) 0.0064(17) C4 0.025(2) 0.055(3) 0.049(3) -0.004(2) 0.012(2) 0.002(2) C5 0.023(2) 0.073(3) 0.042(3) -0.003(2) 0.0044(19) 0.011(2) C6 0.039(2) 0.056(3) 0.035(2) 0.005(2) 0.008(2) 0.022(2) C7 0.049(3) 0.027(2) 0.031(2) 0.0022(17) 0.017(2) 0.0149(18) C8 0.042(2) 0.0217(18) 0.030(2) 0.0028(15) 0.0181(18) 0.0067(17) C9 0.048(2) 0.0163(17) 0.035(2) 0.0022(15) 0.0224(19) 0.0037(17) C10 0.071(3) 0.024(2) 0.045(3) 0.0044(19) 0.030(2) -0.002(2) C11 0.089(4) 0.033(2) 0.041(3) 0.015(2) 0.030(3) 0.008(3) C12 0.071(3) 0.034(2) 0.036(2) 0.013(2) 0.023(2) 0.021(2) C13 0.0234(19) 0.034(2) 0.037(2) -0.0051(17) 0.0137(17) -0.0041(16) C14 0.0251(19) 0.0277(19) 0.034(2) -0.0025(16) 0.0168(17) -0.0049(15) C15 0.0301(19) 0.0259(18) 0.032(2) -0.0044(16) 0.0159(16) -0.0055(16) C16 0.039(2) 0.042(2) 0.043(2) 0.0047(19) 0.024(2) -0.0073(19) C17 0.033(2) 0.058(3) 0.058(3) 0.004(2) 0.029(2) -0.007(2) C18 0.025(2) 0.048(3) 0.050(3) 0.000(2) 0.0176(19) -0.0012(18) C19 0.038(2) 0.0194(17) 0.034(2) 0.0005(15) 0.0204(18) -0.0035(16) C20 0.035(2) 0.0166(16) 0.031(2) -0.0041(15) 0.0186(17) -0.0053(15) C21 0.033(2) 0.0176(16) 0.031(2) -0.0035(15) 0.0198(17) -0.0043(15) C22 0.032(2) 0.029(2) 0.033(2) -0.0055(17) 0.0134(17) -0.0067(16) C23 0.049(3) 0.0196(18) 0.046(3) -0.0091(17) 0.027(2) -0.0123(18) C24 0.052(3) 0.0188(18) 0.045(3) 0.0000(17) 0.026(2) -0.0036(17) C25 0.040(2) 0.029(2) 0.031(2) 0.0065(17) 0.0202(18) -0.0024(17) C26 0.059(3) 0.039(2) 0.039(3) 0.014(2) 0.023(2) 0.008(2) C27 0.063(3) 0.044(2) 0.037(2) 0.001(2) 0.031(2) -0.001(2) C28 0.038(2) 0.0225(19) 0.036(2) -0.0042(16) 0.0161(18) -0.0061(16) C29 0.070(3) 0.035(2) 0.066(3) -0.017(2) 0.036(3) -0.027(2) C30 0.054(3) 0.038(2) 0.031(2) -0.0054(18) 0.019(2) -0.004(2) C31 0.047(3) 0.030(2) 0.029(2) -0.0044(17) 0.0062(19) 0.0002(18) C32 0.092(4) 0.054(3) 0.036(3) 0.003(2) 0.005(3) 0.026(3) C33 0.079(3) 0.044(3) 0.031(2) -0.005(2) 0.029(2) 0.004(2) C34 0.025(2) 0.030(2) 0.061(3) -0.015(2) 0.020(2) -0.0084(16) C35 0.039(3) 0.066(4) 0.111(5) -0.040(3) 0.037(3) -0.024(3) C36 0.052(3) 0.051(3) 0.062(3) -0.008(2) 0.044(3) -0.008(2) C37 0.069(4) 0.057(3) 0.053(3) 0.004(3) 0.005(3) -0.010(3) C38 0.069(4) 0.061(3) 0.057(3) -0.005(3) 0.020(3) 0.026(3) C39 0.043(3) 0.084(4) 0.051(3) 0.004(3) 0.024(2) 0.002(3) C40 0.069(4) 0.055(3) 0.045(3) -0.004(3) 0.003(3) -0.012(3) C41 0.063(4) 0.080(4) 0.047(3) -0.017(3) 0.018(3) 0.023(3) C42 0.036(3) 0.121(6) 0.052(3) -0.003(3) 0.015(3) -0.009(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 P2 2.1774(10) . ? Ni1 P1 2.1835(10) . ? Ni1 Br1 2.3274(6) . ? Ni1 H43 1.422(10) . ? P1 C15 1.829(4) . ? P1 C25 1.853(4) . ? P1 C28 1.854(4) . ? P2 C21 1.823(4) . ? P2 C31 1.846(4) . ? P2 C34 1.853(4) . ? O1 C2 1.392(4) . ? O1 C8 1.395(4) . ? C1 C6 1.396(6) . ? C1 C2 1.399(5) . ? C1 C7 1.431(6) . ? C2 C3 1.385(5) . ? C3 C4 1.410(6) . ? C3 C13 1.484(5) . ? C4 C5 1.390(6) . ? C4 H4A 0.9500 . ? C5 C6 1.365(7) . ? C5 H5A 0.9500 . ? C6 H6A 0.9500 . ? C7 C12 1.395(6) . ? C7 C8 1.399(5) . ? C8 C9 1.382(5) . ? C9 C10 1.406(5) . ? C9 C19 1.484(5) . ? C10 C11 1.384(7) . ? C10 H10A 0.9500 . ? C11 C12 1.367(7) . ? C11 H11A 0.9500 . ? C12 H12A 0.9500 . ? C13 C14 1.391(5) . ? C13 C18 1.400(5) . ? C14 C15 1.395(5) . ? C14 H14A 0.9500 . ? C15 C16 1.393(5) . ? C16 C17 1.388(6) . ? C16 H16A 0.9500 . ? C17 C18 1.373(6) . ? C17 H17A 0.9500 . ? C18 H18A 0.9500 . ? C19 C24 1.396(5) . ? C19 C20 1.397(5) . ? C20 C21 1.394(5) . ? C20 H20A 0.9500 . ? C21 C22 1.393(5) . ? C22 C23 1.380(5) . ? C22 H22A 0.9500 . ? C23 C24 1.371(6) . ? C23 H23A 0.9500 . ? C24 H24A 0.9500 . ? C25 C27 1.523(6) . ? C25 C26 1.531(6) . ? C25 H25A 1.0000 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C29 1.524(5) . ? C28 C30 1.531(5) . ? C28 H28A 1.0000 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 C33 1.519(6) . ? C31 C32 1.525(6) . ? C31 H31A 1.0000 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 C35 1.528(6) . ? C34 C36 1.529(6) . ? C34 H34A 1.0000 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 C42 1.351(8) . ? C37 C38 1.356(8) . ? C37 H37A 0.9500 . ? C38 C39 1.361(7) . ? C38 H38A 0.9500 . ? C39 C40 1.351(7) . ? C39 H39A 0.9500 . ? C40 C41 1.373(8) . ? C40 H40A 0.9500 . ? C41 C42 1.350(8) . ? C41 H41A 0.9500 . ? C42 H42A 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag P2 Ni1 P1 162.11(4) . . ? P2 Ni1 Br1 98.24(3) . . ? P1 Ni1 Br1 97.69(3) . . ? P2 Ni1 H43 80(2) . . ? P1 Ni1 H43 84(2) . . ? Br1 Ni1 H43 177(2) . . ? C15 P1 C25 105.47(17) . . ? C15 P1 C28 102.82(18) . . ? C25 P1 C28 103.38(17) . . ? C15 P1 Ni1 115.40(12) . . ? C25 P1 Ni1 111.87(13) . . ? C28 P1 Ni1 116.55(13) . . ? C21 P2 C31 104.07(17) . . ? C21 P2 C34 101.58(18) . . ? C31 P2 C34 105.8(2) . . ? C21 P2 Ni1 119.05(12) . . ? C31 P2 Ni1 110.07(14) . . ? C34 P2 Ni1 114.96(13) . . ? C2 O1 C8 105.6(3) . . ? C6 C1 C2 119.4(4) . . ? C6 C1 C7 134.5(4) . . ? C2 C1 C7 106.1(4) . . ? C3 C2 O1 125.0(3) . . ? C3 C2 C1 123.8(4) . . ? O1 C2 C1 111.1(3) . . ? C2 C3 C4 114.2(4) . . ? C2 C3 C13 126.5(4) . . ? C4 C3 C13 119.3(4) . . ? C5 C4 C3 123.2(4) . . ? C5 C4 H4A 118.4 . . ? C3 C4 H4A 118.4 . . ? C6 C5 C4 120.5(4) . . ? C6 C5 H5A 119.7 . . ? C4 C5 H5A 119.7 . . ? C5 C6 C1 118.8(4) . . ? C5 C6 H6A 120.6 . . ? C1 C6 H6A 120.6 . . ? C12 C7 C8 119.7(4) . . ? C12 C7 C1 133.6(4) . . ? C8 C7 C1 106.6(3) . . ? C9 C8 O1 125.7(3) . . ? C9 C8 C7 123.7(4) . . ? O1 C8 C7 110.7(3) . . ? C8 C9 C10 114.3(4) . . ? C8 C9 C19 125.5(3) . . ? C10 C9 C19 120.2(4) . . ? C11 C10 C9 123.1(4) . . ? C11 C10 H10A 118.5 . . ? C9 C10 H10A 118.5 . . ? C12 C11 C10 121.1(4) . . ? C12 C11 H11A 119.5 . . ? C10 C11 H11A 119.5 . . ? C11 C12 C7 118.1(4) . . ? C11 C12 H12A 121.0 . . ? C7 C12 H12A 121.0 . . ? C14 C13 C18 117.9(4) . . ? C14 C13 C3 123.1(3) . . ? C18 C13 C3 118.9(3) . . ? C13 C14 C15 121.9(3) . . ? C13 C14 H14A 119.0 . . ? C15 C14 H14A 119.0 . . ? C16 C15 C14 118.4(4) . . ? C16 C15 P1 124.1(3) . . ? C14 C15 P1 117.3(3) . . ? C17 C16 C15 120.3(4) . . ? C17 C16 H16A 119.8 . . ? C15 C16 H16A 119.8 . . ? C18 C17 C16 120.4(4) . . ? C18 C17 H17A 119.8 . . ? C16 C17 H17A 119.8 . . ? C17 C18 C13 120.9(4) . . ? C17 C18 H18A 119.5 . . ? C13 C18 H18A 119.5 . . ? C24 C19 C20 117.8(4) . . ? C24 C19 C9 118.9(3) . . ? C20 C19 C9 123.3(3) . . ? C21 C20 C19 121.7(3) . . ? C21 C20 H20A 119.1 . . ? C19 C20 H20A 119.1 . . ? C22 C21 C20 118.5(3) . . ? C22 C21 P2 121.8(3) . . ? C20 C21 P2 119.6(3) . . ? C23 C22 C21 120.4(4) . . ? C23 C22 H22A 119.8 . . ? C21 C22 H22A 119.8 . . ? C24 C23 C22 120.5(4) . . ? C24 C23 H23A 119.8 . . ? C22 C23 H23A 119.8 . . ? C23 C24 C19 121.1(4) . . ? C23 C24 H24A 119.4 . . ? C19 C24 H24A 119.4 . . ? C27 C25 C26 110.6(4) . . ? C27 C25 P1 111.2(3) . . ? C26 C25 P1 110.5(3) . . ? C27 C25 H25A 108.1 . . ? C26 C25 H25A 108.1 . . ? P1 C25 H25A 108.1 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C29 C28 C30 111.2(4) . . ? C29 C28 P1 114.5(3) . . ? C30 C28 P1 110.5(3) . . ? C29 C28 H28A 106.7 . . ? C30 C28 H28A 106.7 . . ? P1 C28 H28A 106.7 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C28 C30 H30A 109.5 . . ? C28 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C28 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C33 C31 C32 111.0(4) . . ? C33 C31 P2 111.5(3) . . ? C32 C31 P2 109.7(3) . . ? C33 C31 H31A 108.2 . . ? C32 C31 H31A 108.2 . . ? P2 C31 H31A 108.2 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C35 C34 C36 110.7(4) . . ? C35 C34 P2 116.4(3) . . ? C36 C34 P2 108.8(3) . . ? C35 C34 H34A 106.8 . . ? C36 C34 H34A 106.8 . . ? P2 C34 H34A 106.8 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C34 C36 H36A 109.5 . . ? C34 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C34 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C42 C37 C38 119.5(5) . . ? C42 C37 H37A 120.2 . . ? C38 C37 H37A 120.2 . . ? C37 C38 C39 120.5(5) . . ? C37 C38 H38A 119.7 . . ? C39 C38 H38A 119.7 . . ? C40 C39 C38 120.0(5) . . ? C40 C39 H39A 120.0 . . ? C38 C39 H39A 120.0 . . ? C39 C40 C41 119.3(5) . . ? C39 C40 H40A 120.4 . . ? C41 C40 H40A 120.4 . . ? C42 C41 C40 120.2(5) . . ? C42 C41 H41A 119.9 . . ? C40 C41 H41A 119.9 . . ? C37 C42 C41 120.4(5) . . ? C37 C42 H42A 119.8 . . ? C41 C42 H42A 119.8 . . ? 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 P2 Ni1 P1 C15 -57.6(2) . . . . ? Br1 Ni1 P1 C15 149.68(13) . . . . ? P2 Ni1 P1 C25 63.0(2) . . . . ? Br1 Ni1 P1 C25 -89.75(14) . . . . ? P2 Ni1 P1 C28 -178.36(18) . . . . ? Br1 Ni1 P1 C28 28.89(15) . . . . ? P1 Ni1 P2 C21 68.0(2) . . . . ? Br1 Ni1 P2 C21 -139.32(13) . . . . ? P1 Ni1 P2 C31 -52.0(2) . . . . ? Br1 Ni1 P2 C31 100.76(14) . . . . ? P1 Ni1 P2 C34 -171.24(19) . . . . ? Br1 Ni1 P2 C34 -18.53(17) . . . . ? C8 O1 C2 C3 177.4(3) . . . . ? C8 O1 C2 C1 0.6(4) . . . . ? C6 C1 C2 C3 2.4(6) . . . . ? C7 C1 C2 C3 -177.1(3) . . . . ? C6 C1 C2 O1 179.2(3) . . . . ? C7 C1 C2 O1 -0.3(4) . . . . ? O1 C2 C3 C4 -178.9(3) . . . . ? C1 C2 C3 C4 -2.5(5) . . . . ? O1 C2 C3 C13 1.3(6) . . . . ? C1 C2 C3 C13 177.7(4) . . . . ? C2 C3 C4 C5 0.9(6) . . . . ? C13 C3 C4 C5 -179.3(4) . . . . ? C3 C4 C5 C6 0.9(7) . . . . ? C4 C5 C6 C1 -1.1(7) . . . . ? C2 C1 C6 C5 -0.5(6) . . . . ? C7 C1 C6 C5 178.9(4) . . . . ? C6 C1 C7 C12 0.6(8) . . . . ? C2 C1 C7 C12 -179.9(4) . . . . ? C6 C1 C7 C8 -179.6(4) . . . . ? C2 C1 C7 C8 -0.1(4) . . . . ? C2 O1 C8 C9 -179.4(3) . . . . ? C2 O1 C8 C7 -0.7(4) . . . . ? C12 C7 C8 C9 -0.9(6) . . . . ? C1 C7 C8 C9 179.2(3) . . . . ? C12 C7 C8 O1 -179.6(3) . . . . ? C1 C7 C8 O1 0.5(4) . . . . ? O1 C8 C9 C10 -180.0(3) . . . . ? C7 C8 C9 C10 1.5(5) . . . . ? O1 C8 C9 C19 1.0(6) . . . . ? C7 C8 C9 C19 -177.5(3) . . . . ? C8 C9 C10 C11 -1.4(6) . . . . ? C19 C9 C10 C11 177.7(4) . . . . ? C9 C10 C11 C12 0.7(7) . . . . ? C10 C11 C12 C7 0.0(7) . . . . ? C8 C7 C12 C11 0.1(6) . . . . ? C1 C7 C12 C11 179.9(4) . . . . ? C2 C3 C13 C14 43.1(6) . . . . ? C4 C3 C13 C14 -136.7(4) . . . . ? C2 C3 C13 C18 -139.1(4) . . . . ? C4 C3 C13 C18 41.1(5) . . . . ? C18 C13 C14 C15 -4.7(6) . . . . ? C3 C13 C14 C15 173.1(4) . . . . ? C13 C14 C15 C16 3.0(6) . . . . ? C13 C14 C15 P1 -172.9(3) . . . . ? C25 P1 C15 C16 18.3(4) . . . . ? C28 P1 C15 C16 -89.7(4) . . . . ? Ni1 P1 C15 C16 142.3(3) . . . . ? C25 P1 C15 C14 -166.0(3) . . . . ? C28 P1 C15 C14 86.0(3) . . . . ? Ni1 P1 C15 C14 -42.0(3) . . . . ? C14 C15 C16 C17 0.5(6) . . . . ? P1 C15 C16 C17 176.1(3) . . . . ? C15 C16 C17 C18 -2.1(7) . . . . ? C16 C17 C18 C13 0.2(7) . . . . ? C14 C13 C18 C17 3.1(6) . . . . ? C3 C13 C18 C17 -174.8(4) . . . . ? C8 C9 C19 C24 144.0(4) . . . . ? C10 C9 C19 C24 -34.9(5) . . . . ? C8 C9 C19 C20 -38.9(6) . . . . ? C10 C9 C19 C20 142.1(4) . . . . ? C24 C19 C20 C21 2.0(5) . . . . ? C9 C19 C20 C21 -175.1(3) . . . . ? C19 C20 C21 C22 -2.1(5) . . . . ? C19 C20 C21 P2 173.9(3) . . . . ? C31 P2 C21 C22 -31.7(3) . . . . ? C34 P2 C21 C22 78.0(3) . . . . ? Ni1 P2 C21 C22 -154.7(3) . . . . ? C31 P2 C21 C20 152.4(3) . . . . ? C34 P2 C21 C20 -97.9(3) . . . . ? Ni1 P2 C21 C20 29.5(3) . . . . ? C20 C21 C22 C23 0.7(5) . . . . ? P2 C21 C22 C23 -175.2(3) . . . . ? C21 C22 C23 C24 0.9(6) . . . . ? C22 C23 C24 C19 -1.0(6) . . . . ? C20 C19 C24 C23 -0.4(6) . . . . ? C9 C19 C24 C23 176.8(4) . . . . ? C15 P1 C25 C27 68.5(3) . . . . ? C28 P1 C25 C27 176.1(3) . . . . ? Ni1 P1 C25 C27 -57.7(3) . . . . ? C15 P1 C25 C26 -168.2(3) . . . . ? C28 P1 C25 C26 -60.6(3) . . . . ? Ni1 P1 C25 C26 65.6(3) . . . . ? C15 P1 C28 C29 56.8(4) . . . . ? C25 P1 C28 C29 -52.7(4) . . . . ? Ni1 P1 C28 C29 -175.9(3) . . . . ? C15 P1 C28 C30 -69.7(3) . . . . ? C25 P1 C28 C30 -179.2(3) . . . . ? Ni1 P1 C28 C30 57.6(3) . . . . ? C21 P2 C31 C33 -60.0(3) . . . . ? C34 P2 C31 C33 -166.6(3) . . . . ? Ni1 P2 C31 C33 68.6(3) . . . . ? C21 P2 C31 C32 176.6(3) . . . . ? C34 P2 C31 C32 69.9(4) . . . . ? Ni1 P2 C31 C32 -54.8(4) . . . . ? C21 P2 C34 C35 -64.1(4) . . . . ? C31 P2 C34 C35 44.3(4) . . . . ? Ni1 P2 C34 C35 166.0(3) . . . . ? C21 P2 C34 C36 61.8(3) . . . . ? C31 P2 C34 C36 170.2(3) . . . . ? Ni1 P2 C34 C36 -68.1(3) . . . . ? C42 C37 C38 C39 -0.3(8) . . . . ? C37 C38 C39 C40 0.6(8) . . . . ? C38 C39 C40 C41 -0.2(8) . . . . ? C39 C40 C41 C42 -0.6(8) . . . . ? C38 C37 C42 C41 -0.5(9) . . . . ? C40 C41 C42 C37 0.9(9) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.099 _refine_diff_density_min -1.060 _refine_diff_density_rms 0.093