# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Cariou, Renan' 'Graham, Todd' 'Dahcheh, Fatme' 'Stephan, Douglas' _publ_contact_author_name 'Stephan, Douglas' _publ_contact_author_email dstephan@chem.utoronto.ca _publ_section_title ; Oxidative Addition of Aryl Halides: Routes to Mono- and Dimetallic Nickel Amino-bis-Phosphinimine Complexes ; # Attachment '- 4-tg007.cif' data_tg007 _database_code_depnum_ccdc_archive 'CCDC 815361' #TrackingRef '- 4-tg007.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H43 F7 N3 Ni P3' _chemical_formula_weight 922.45 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' N N 0.0061 0.0033 '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' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 16.4300(5) _cell_length_b 12.4506(3) _cell_length_c 20.3608(5) _cell_angle_alpha 90.00 _cell_angle_beta 91.520(2) _cell_angle_gamma 90.00 _cell_volume 4163.61(19) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.472 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1904 _exptl_absorpt_coefficient_mu 0.651 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6640 _exptl_absorpt_correction_T_max 0.7461 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 52595 _diffrn_reflns_av_R_equivalents 0.0613 _diffrn_reflns_av_sigmaI/netI 0.0604 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 30.80 _reflns_number_total 13031 _reflns_number_gt 8799 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _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^)+(0.0554P)^2^+2.7017P] 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 13031 _refine_ls_number_parameters 545 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0842 _refine_ls_R_factor_gt 0.0481 _refine_ls_wR_factor_ref 0.1281 _refine_ls_wR_factor_gt 0.1111 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.011 _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 0.758560(16) 0.68668(2) 0.053312(12) 0.01498(7) Uani 1 1 d . . . N1 N 0.66601(11) 0.63631(14) 0.00341(8) 0.0177(4) Uani 1 1 d . . . N2 N 0.81282(11) 0.56792(15) 0.00688(9) 0.0185(4) Uani 1 1 d . . . H1 H 0.8329(16) 0.596(2) -0.0270(13) 0.022(7) Uiso 1 1 d . . . N3 N 0.86130(11) 0.70253(15) 0.10006(9) 0.0189(4) Uani 1 1 d . . . P1 P 0.59949(3) 0.68974(4) -0.04501(3) 0.01653(11) Uani 1 1 d . . . P2 P 0.89017(3) 0.80111(5) 0.14601(3) 0.01727(11) Uani 1 1 d . . . P3 P 0.91836(5) 0.63172(7) 0.83259(4) 0.04089(19) Uani 1 1 d . . . F1 F 1.00310(18) 0.6126(2) 0.86406(16) 0.1114(11) Uani 1 1 d . . . F2 F 0.8831(3) 0.5321(2) 0.87083(15) 0.1424(17) Uani 1 1 d . . . F3 F 0.89555(17) 0.70644(18) 0.89321(11) 0.0756(7) Uani 1 1 d . . . F4 F 0.83087(17) 0.6590(4) 0.80157(18) 0.1539(17) Uani 1 1 d . . . F5 F 0.95383(14) 0.73269(17) 0.79724(10) 0.0622(6) Uani 1 1 d . . . F6 F 0.9366(2) 0.5599(2) 0.77278(13) 0.1101(12) Uani 1 1 d . . . F7 F 0.66730(9) 0.64753(11) 0.17307(7) 0.0281(3) Uani 1 1 d . . . C1 C 0.63664(14) 0.81710(17) -0.07418(10) 0.0193(4) Uani 1 1 d . . . C2 C 0.71693(14) 0.82285(19) -0.09452(11) 0.0233(5) Uani 1 1 d . . . H2A H 0.7522 0.7656 -0.0868 0.028 Uiso 1 1 calc R . . C3 C 0.74407(16) 0.9144(2) -0.12639(12) 0.0293(5) Uani 1 1 d . . . H3A H 0.7976 0.9185 -0.1399 0.035 Uiso 1 1 calc R . . C4 C 0.69139(18) 0.9996(2) -0.13793(13) 0.0338(6) Uani 1 1 d . . . H4A H 0.7090 1.0595 -0.1608 0.041 Uiso 1 1 calc R . . C5 C 0.61316(17) 0.9959(2) -0.11571(13) 0.0337(6) Uani 1 1 d . . . H5A H 0.5788 1.0545 -0.1222 0.040 Uiso 1 1 calc R . . C6 C 0.58517(15) 0.90531(19) -0.08366(12) 0.0266(5) Uani 1 1 d . . . H6A H 0.5323 0.9034 -0.0685 0.032 Uiso 1 1 calc R . . C7 C 0.50034(13) 0.71305(17) -0.01120(10) 0.0187(4) Uani 1 1 d . . . C8 C 0.43244(14) 0.74838(18) -0.04861(11) 0.0234(5) Uani 1 1 d . . . H8A H 0.4365 0.7579 -0.0937 0.028 Uiso 1 1 calc R . . C9 C 0.35947(15) 0.7691(2) -0.01856(13) 0.0274(5) Uani 1 1 d . . . H9A H 0.3147 0.7928 -0.0434 0.033 Uiso 1 1 calc R . . C10 C 0.35331(15) 0.7543(2) 0.04856(13) 0.0288(5) Uani 1 1 d . . . H10A H 0.3043 0.7688 0.0687 0.035 Uiso 1 1 calc R . . C11 C 0.41920(15) 0.7183(2) 0.08595(12) 0.0276(5) Uani 1 1 d . . . H11A H 0.4143 0.7076 0.1309 0.033 Uiso 1 1 calc R . . C12 C 0.49279(14) 0.69826(18) 0.05623(11) 0.0224(4) Uani 1 1 d . . . H12A H 0.5373 0.6748 0.0815 0.027 Uiso 1 1 calc R . . C13 C 0.58421(14) 0.60526(17) -0.11670(10) 0.0193(4) Uani 1 1 d . . . C14 C 0.65197(15) 0.5852(2) -0.15476(11) 0.0256(5) Uani 1 1 d . . . H14A H 0.7013 0.6183 -0.1441 0.031 Uiso 1 1 calc R . . C15 C 0.64661(16) 0.5167(2) -0.20819(12) 0.0290(5) Uani 1 1 d . . . H15A H 0.6923 0.5032 -0.2329 0.035 Uiso 1 1 calc R . . C16 C 0.57308(17) 0.4684(2) -0.22480(12) 0.0298(5) Uani 1 1 d . . . H16A H 0.5694 0.4226 -0.2609 0.036 Uiso 1 1 calc R . . C17 C 0.50518(16) 0.4878(2) -0.18799(12) 0.0288(5) Uani 1 1 d . . . H17A H 0.4558 0.4554 -0.1996 0.035 Uiso 1 1 calc R . . C18 C 0.51021(14) 0.55532(19) -0.13377(11) 0.0226(5) Uani 1 1 d . . . H18A H 0.4645 0.5674 -0.1088 0.027 Uiso 1 1 calc R . . C19 C 0.66936(14) 0.51864(17) 0.01116(11) 0.0215(4) Uani 1 1 d . . . H19A H 0.6266 0.4848 -0.0153 0.026 Uiso 1 1 calc R . . H19B H 0.6623 0.4990 0.0568 0.026 Uiso 1 1 calc R . . C20 C 0.75319(14) 0.48246(18) -0.01175(12) 0.0242(5) Uani 1 1 d . . . H20A H 0.7685 0.4151 0.0091 0.029 Uiso 1 1 calc R . . H20B H 0.7519 0.4720 -0.0590 0.029 Uiso 1 1 calc R . . C21 C 0.88311(14) 0.53250(19) 0.04793(12) 0.0240(5) Uani 1 1 d . . . H21A H 0.9196 0.4886 0.0225 0.029 Uiso 1 1 calc R . . H21B H 0.8651 0.4910 0.0851 0.029 Uiso 1 1 calc R . . C22 C 0.92519(14) 0.6338(2) 0.07080(12) 0.0262(5) Uani 1 1 d . . . H22A H 0.9676 0.6173 0.1033 0.031 Uiso 1 1 calc R . . H22B H 0.9496 0.6702 0.0341 0.031 Uiso 1 1 calc R . . C23 C 0.89038(13) 0.92995(18) 0.10511(10) 0.0203(4) Uani 1 1 d . . . C24 C 0.86590(15) 0.9357(2) 0.03933(11) 0.0259(5) Uani 1 1 d . . . H24A H 0.8479 0.8743 0.0174 0.031 Uiso 1 1 calc R . . C25 C 0.86828(18) 1.0330(2) 0.00648(13) 0.0369(6) Uani 1 1 d . . . H25A H 0.8519 1.0365 -0.0375 0.044 Uiso 1 1 calc R . . C26 C 0.89478(19) 1.1250(2) 0.03843(14) 0.0387(7) Uani 1 1 d . . . H26A H 0.8951 1.1903 0.0162 0.046 Uiso 1 1 calc R . . C27 C 0.92081(17) 1.1199(2) 0.10341(13) 0.0331(6) Uani 1 1 d . . . H27A H 0.9392 1.1815 0.1249 0.040 Uiso 1 1 calc R . . C28 C 0.91945(16) 1.0227(2) 0.13639(12) 0.0273(5) Uani 1 1 d . . . H28A H 0.9381 1.0191 0.1799 0.033 Uiso 1 1 calc R . . C29 C 0.83025(13) 0.80872(18) 0.21896(10) 0.0187(4) Uani 1 1 d . . . C30 C 0.80294(14) 0.90509(18) 0.24516(11) 0.0224(4) Uani 1 1 d . . . H30A H 0.8138 0.9695 0.2240 0.027 Uiso 1 1 calc R . . C31 C 0.75955(16) 0.9055(2) 0.30269(12) 0.0272(5) Uani 1 1 d . . . H31A H 0.7416 0.9700 0.3201 0.033 Uiso 1 1 calc R . . C32 C 0.74304(16) 0.8096(2) 0.33417(11) 0.0274(5) Uani 1 1 d . . . H32A H 0.7133 0.8098 0.3724 0.033 Uiso 1 1 calc R . . C33 C 0.77070(15) 0.7132(2) 0.30890(11) 0.0263(5) Uani 1 1 d . . . H33A H 0.7601 0.6490 0.3305 0.032 Uiso 1 1 calc R . . C34 C 0.81418(14) 0.71257(18) 0.25135(11) 0.0219(4) Uani 1 1 d . . . H34A H 0.8326 0.6479 0.2344 0.026 Uiso 1 1 calc R . . C35 C 0.99553(14) 0.78230(18) 0.17275(11) 0.0206(4) Uani 1 1 d . . . C36 C 1.05584(15) 0.8184(2) 0.13182(12) 0.0302(5) Uani 1 1 d . . . H36A H 1.0418 0.8586 0.0947 0.036 Uiso 1 1 calc R . . C37 C 1.13707(16) 0.7949(2) 0.14586(14) 0.0362(6) Uani 1 1 d . . . H37A H 1.1773 0.8191 0.1182 0.043 Uiso 1 1 calc R . . C38 C 1.15817(16) 0.7354(2) 0.20123(14) 0.0350(6) Uani 1 1 d . . . H38A H 1.2125 0.7191 0.2106 0.042 Uiso 1 1 calc R . . C39 C 1.09853(16) 0.7004(2) 0.24227(13) 0.0329(6) Uani 1 1 d . . . H39A H 1.1127 0.6608 0.2796 0.039 Uiso 1 1 calc R . . C40 C 1.01748(16) 0.7237(2) 0.22846(12) 0.0280(5) Uani 1 1 d . . . H40A H 0.9776 0.6999 0.2566 0.034 Uiso 1 1 calc R . . C41 C 0.69702(13) 0.78916(17) 0.10013(10) 0.0180(4) Uani 1 1 d . . . C42 C 0.65700(13) 0.75399(18) 0.15531(11) 0.0207(4) Uani 1 1 d . . . C43 C 0.60656(15) 0.8141(2) 0.19385(12) 0.0279(5) Uani 1 1 d . . . H43A H 0.5826 0.7846 0.2306 0.034 Uiso 1 1 calc R . . C44 C 0.59273(16) 0.9202(2) 0.17600(13) 0.0318(6) Uani 1 1 d . . . H44A H 0.5594 0.9637 0.2009 0.038 Uiso 1 1 calc R . . C45 C 0.62895(16) 0.9603(2) 0.12088(13) 0.0303(5) Uani 1 1 d . . . H45A H 0.6194 1.0312 0.1084 0.036 Uiso 1 1 calc R . . C46 C 0.67956(14) 0.89657(18) 0.08365(11) 0.0225(4) Uani 1 1 d . . . H46A H 0.7027 0.9259 0.0465 0.027 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 0.01305(13) 0.01603(13) 0.01574(12) -0.00132(10) -0.00176(9) 0.00005(10) N1 0.0163(9) 0.0163(9) 0.0204(8) -0.0011(7) -0.0036(7) -0.0010(7) N2 0.0169(9) 0.0203(9) 0.0182(8) -0.0009(7) -0.0013(7) -0.0003(7) N3 0.0146(8) 0.0221(9) 0.0200(8) -0.0037(7) -0.0022(7) -0.0001(7) P1 0.0147(2) 0.0178(3) 0.0170(2) -0.0006(2) -0.00248(19) -0.0006(2) P2 0.0155(3) 0.0203(3) 0.0158(2) 0.0004(2) -0.00251(19) -0.0019(2) P3 0.0386(4) 0.0483(5) 0.0366(4) -0.0117(3) 0.0165(3) -0.0138(4) F1 0.089(2) 0.102(2) 0.141(3) 0.0341(19) -0.0424(19) 0.0365(17) F2 0.244(4) 0.0797(19) 0.110(2) -0.0325(16) 0.123(3) -0.084(2) F3 0.1010(19) 0.0656(14) 0.0621(13) -0.0130(11) 0.0374(13) 0.0039(13) F4 0.0393(15) 0.289(5) 0.133(3) -0.030(3) -0.0131(17) -0.019(2) F5 0.0731(15) 0.0568(12) 0.0579(12) 0.0133(10) 0.0207(11) 0.0015(11) F6 0.150(3) 0.0945(19) 0.0890(18) -0.0592(15) 0.0731(18) -0.0629(19) F7 0.0306(8) 0.0236(7) 0.0301(7) 0.0050(6) 0.0022(6) -0.0050(6) C1 0.0208(10) 0.0185(10) 0.0184(9) -0.0004(8) -0.0046(8) -0.0032(8) C2 0.0220(11) 0.0259(12) 0.0219(10) 0.0000(9) -0.0038(8) -0.0033(9) C3 0.0301(13) 0.0329(13) 0.0248(11) 0.0014(10) -0.0029(10) -0.0122(11) C4 0.0440(16) 0.0233(12) 0.0335(13) 0.0048(10) -0.0108(12) -0.0133(11) C5 0.0392(16) 0.0194(12) 0.0417(15) 0.0012(10) -0.0142(12) -0.0007(11) C6 0.0258(12) 0.0209(11) 0.0327(12) -0.0010(9) -0.0050(10) -0.0007(9) C7 0.0159(10) 0.0185(10) 0.0216(10) -0.0020(8) -0.0009(8) 0.0006(8) C8 0.0231(11) 0.0231(11) 0.0238(11) 0.0013(9) -0.0033(9) 0.0021(9) C9 0.0195(11) 0.0253(12) 0.0372(13) -0.0021(10) -0.0049(10) 0.0036(9) C10 0.0208(11) 0.0268(13) 0.0389(13) -0.0101(10) 0.0049(10) 0.0024(10) C11 0.0280(13) 0.0294(12) 0.0257(11) -0.0059(9) 0.0038(9) -0.0014(10) C12 0.0207(11) 0.0241(11) 0.0223(10) -0.0027(9) -0.0031(8) -0.0008(9) C13 0.0211(11) 0.0198(10) 0.0168(9) -0.0002(8) -0.0023(8) -0.0023(8) C14 0.0228(12) 0.0291(12) 0.0248(11) -0.0050(9) -0.0010(9) -0.0039(10) C15 0.0315(13) 0.0320(13) 0.0236(11) -0.0047(10) 0.0032(10) 0.0008(11) C16 0.0398(15) 0.0274(12) 0.0217(11) -0.0068(9) -0.0060(10) -0.0015(11) C17 0.0316(13) 0.0295(13) 0.0249(11) -0.0022(9) -0.0079(10) -0.0089(10) C18 0.0213(11) 0.0264(12) 0.0198(10) 0.0006(8) -0.0037(8) -0.0036(9) C19 0.0197(11) 0.0169(10) 0.0277(11) 0.0009(8) -0.0052(9) -0.0021(8) C20 0.0229(11) 0.0183(10) 0.0312(12) -0.0051(9) -0.0049(9) 0.0000(9) C21 0.0197(11) 0.0238(11) 0.0281(11) -0.0054(9) -0.0044(9) 0.0058(9) C22 0.0157(11) 0.0310(13) 0.0318(12) -0.0089(10) -0.0024(9) 0.0023(9) C23 0.0179(10) 0.0228(11) 0.0202(10) 0.0025(8) -0.0016(8) -0.0037(8) C24 0.0289(13) 0.0271(12) 0.0214(10) 0.0029(9) -0.0027(9) -0.0078(10) C25 0.0477(17) 0.0366(15) 0.0258(12) 0.0117(11) -0.0093(11) -0.0125(13) C26 0.0489(18) 0.0300(14) 0.0372(14) 0.0125(11) 0.0020(13) -0.0103(12) C27 0.0382(15) 0.0264(13) 0.0349(13) -0.0028(10) 0.0042(11) -0.0104(11) C28 0.0316(13) 0.0281(12) 0.0221(11) -0.0007(9) -0.0028(9) -0.0065(10) C29 0.0168(10) 0.0225(10) 0.0167(9) 0.0003(8) -0.0029(7) -0.0025(8) C30 0.0244(11) 0.0209(11) 0.0219(10) 0.0010(8) -0.0018(9) -0.0013(9) C31 0.0296(13) 0.0276(12) 0.0245(11) -0.0057(9) 0.0012(9) 0.0006(10) C32 0.0307(13) 0.0327(13) 0.0190(10) -0.0004(9) 0.0036(9) -0.0019(11) C33 0.0287(13) 0.0268(12) 0.0234(11) 0.0038(9) -0.0002(9) -0.0033(10) C34 0.0238(11) 0.0200(11) 0.0218(10) 0.0006(8) -0.0011(9) -0.0018(9) C35 0.0182(10) 0.0227(11) 0.0207(10) -0.0021(8) -0.0055(8) -0.0022(8) C36 0.0212(12) 0.0409(15) 0.0285(12) 0.0075(11) -0.0024(9) -0.0029(11) C37 0.0191(12) 0.0478(17) 0.0418(15) 0.0087(12) 0.0005(11) -0.0015(11) C38 0.0204(12) 0.0405(15) 0.0435(15) -0.0014(12) -0.0100(11) 0.0045(11) C39 0.0284(13) 0.0388(15) 0.0308(12) 0.0052(11) -0.0105(10) 0.0032(11) C40 0.0259(12) 0.0342(13) 0.0236(11) 0.0034(10) -0.0043(9) -0.0014(10) C41 0.0137(9) 0.0223(11) 0.0178(9) -0.0030(8) -0.0032(7) -0.0014(8) C42 0.0174(10) 0.0224(11) 0.0220(10) -0.0017(8) -0.0046(8) -0.0038(8) C43 0.0201(11) 0.0403(14) 0.0236(11) -0.0060(10) 0.0046(9) -0.0042(10) C44 0.0236(12) 0.0375(14) 0.0344(13) -0.0157(11) 0.0008(10) 0.0065(11) C45 0.0297(13) 0.0237(12) 0.0371(13) -0.0053(10) -0.0064(11) 0.0078(10) C46 0.0215(11) 0.0223(11) 0.0234(10) -0.0001(8) -0.0036(9) 0.0000(9) _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 C41 1.900(2) . ? Ni1 N1 1.9120(17) . ? Ni1 N3 1.9259(18) . ? Ni1 N2 1.9798(19) . ? N1 C19 1.474(3) . ? N1 P1 1.5976(18) . ? N2 C21 1.475(3) . ? N2 C20 1.489(3) . ? N3 C22 1.491(3) . ? N3 P2 1.6073(18) . ? P1 C1 1.805(2) . ? P1 C7 1.809(2) . ? P1 C13 1.811(2) . ? P2 C29 1.806(2) . ? P2 C23 1.807(2) . ? P2 C35 1.816(2) . ? P3 F1 1.536(3) . ? P3 F6 1.546(2) . ? P3 F5 1.568(2) . ? P3 F2 1.582(3) . ? P3 F4 1.591(3) . ? P3 F3 1.598(2) . ? F7 C42 1.383(3) . ? C1 C2 1.395(3) . ? C1 C6 1.396(3) . ? C2 C3 1.391(3) . ? C3 C4 1.385(4) . ? C4 C5 1.375(4) . ? C5 C6 1.387(4) . ? C7 C12 1.394(3) . ? C7 C8 1.405(3) . ? C8 C9 1.385(3) . ? C9 C10 1.385(4) . ? C10 C11 1.382(4) . ? C11 C12 1.389(3) . ? C13 C14 1.396(3) . ? C13 C18 1.401(3) . ? C14 C15 1.383(3) . ? C15 C16 1.384(4) . ? C16 C17 1.382(4) . ? C17 C18 1.389(3) . ? C19 C20 1.533(3) . ? C21 C22 1.506(3) . ? C23 C24 1.390(3) . ? C23 C28 1.397(3) . ? C24 C25 1.385(3) . ? C25 C26 1.382(4) . ? C26 C27 1.381(4) . ? C27 C28 1.385(4) . ? C29 C30 1.392(3) . ? C29 C34 1.395(3) . ? C30 C31 1.387(3) . ? C31 C32 1.385(3) . ? C32 C33 1.387(3) . ? C33 C34 1.388(3) . ? C35 C36 1.386(3) . ? C35 C40 1.388(3) . ? C36 C37 1.389(3) . ? C37 C38 1.386(4) . ? C38 C39 1.375(4) . ? C39 C40 1.384(4) . ? C41 C42 1.388(3) . ? C41 C46 1.407(3) . ? C42 C43 1.378(3) . ? C43 C44 1.387(4) . ? C44 C45 1.378(4) . ? C45 C46 1.389(3) . ? 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 C41 Ni1 N1 93.47(8) . . ? C41 Ni1 N3 98.88(8) . . ? N1 Ni1 N3 166.05(8) . . ? C41 Ni1 N2 173.45(9) . . ? N1 Ni1 N2 82.13(7) . . ? N3 Ni1 N2 84.99(7) . . ? C19 N1 P1 120.18(14) . . ? C19 N1 Ni1 104.02(13) . . ? P1 N1 Ni1 135.46(11) . . ? C21 N2 C20 115.52(18) . . ? C21 N2 Ni1 107.97(13) . . ? C20 N2 Ni1 110.72(14) . . ? C22 N3 P2 118.09(15) . . ? C22 N3 Ni1 111.15(13) . . ? P2 N3 Ni1 127.40(11) . . ? N1 P1 C1 109.70(10) . . ? N1 P1 C7 116.12(10) . . ? C1 P1 C7 107.46(10) . . ? N1 P1 C13 109.48(10) . . ? C1 P1 C13 106.61(10) . . ? C7 P1 C13 107.04(10) . . ? N3 P2 C29 111.09(10) . . ? N3 P2 C23 114.44(10) . . ? C29 P2 C23 109.88(10) . . ? N3 P2 C35 109.90(10) . . ? C29 P2 C35 107.23(10) . . ? C23 P2 C35 103.84(10) . . ? F1 P3 F6 92.67(19) . . ? F1 P3 F5 88.39(15) . . ? F6 P3 F5 91.14(13) . . ? F1 P3 F2 90.7(2) . . ? F6 P3 F2 90.89(14) . . ? F5 P3 F2 177.83(14) . . ? F1 P3 F4 176.4(2) . . ? F6 P3 F4 90.2(2) . . ? F5 P3 F4 89.41(19) . . ? F2 P3 F4 91.4(2) . . ? F1 P3 F3 89.80(17) . . ? F6 P3 F3 177.52(18) . . ? F5 P3 F3 89.16(12) . . ? F2 P3 F3 88.84(13) . . ? F4 P3 F3 87.39(18) . . ? C2 C1 C6 119.5(2) . . ? C2 C1 P1 118.26(17) . . ? C6 C1 P1 121.83(18) . . ? C3 C2 C1 119.9(2) . . ? C4 C3 C2 120.0(2) . . ? C5 C4 C3 120.3(2) . . ? C4 C5 C6 120.4(2) . . ? C5 C6 C1 119.8(2) . . ? C12 C7 C8 119.0(2) . . ? C12 C7 P1 117.27(16) . . ? C8 C7 P1 123.65(17) . . ? C9 C8 C7 120.2(2) . . ? C8 C9 C10 119.9(2) . . ? C11 C10 C9 120.7(2) . . ? C10 C11 C12 119.8(2) . . ? C11 C12 C7 120.4(2) . . ? C14 C13 C18 118.9(2) . . ? C14 C13 P1 117.11(17) . . ? C18 C13 P1 123.95(18) . . ? C15 C14 C13 120.8(2) . . ? C14 C15 C16 119.8(2) . . ? C17 C16 C15 120.2(2) . . ? C16 C17 C18 120.3(2) . . ? C17 C18 C13 119.9(2) . . ? N1 C19 C20 106.89(18) . . ? N2 C20 C19 107.63(18) . . ? N2 C21 C22 105.72(19) . . ? N3 C22 C21 106.38(19) . . ? C24 C23 C28 118.9(2) . . ? C24 C23 P2 119.07(17) . . ? C28 C23 P2 121.90(17) . . ? C25 C24 C23 120.0(2) . . ? C26 C25 C24 120.7(2) . . ? C27 C26 C25 119.9(2) . . ? C26 C27 C28 119.8(2) . . ? C27 C28 C23 120.8(2) . . ? C30 C29 C34 119.4(2) . . ? C30 C29 P2 123.27(17) . . ? C34 C29 P2 117.25(17) . . ? C31 C30 C29 120.3(2) . . ? C32 C31 C30 119.9(2) . . ? C31 C32 C33 120.3(2) . . ? C32 C33 C34 119.9(2) . . ? C33 C34 C29 120.2(2) . . ? C36 C35 C40 119.2(2) . . ? C36 C35 P2 117.95(17) . . ? C40 C35 P2 122.52(19) . . ? C35 C36 C37 120.4(2) . . ? C38 C37 C36 119.9(3) . . ? C39 C38 C37 119.8(2) . . ? C38 C39 C40 120.5(2) . . ? C39 C40 C35 120.2(2) . . ? C42 C41 C46 113.3(2) . . ? C42 C41 Ni1 117.65(16) . . ? C46 C41 Ni1 128.81(17) . . ? C43 C42 F7 116.3(2) . . ? C43 C42 C41 126.5(2) . . ? F7 C42 C41 117.2(2) . . ? C42 C43 C44 117.7(2) . . ? C45 C44 C43 119.2(2) . . ? C44 C45 C46 121.0(2) . . ? C45 C46 C41 122.3(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 30.80 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.892 _refine_diff_density_min -0.515 _refine_diff_density_rms 0.082 # Attachment '- 5-RC027_0m.cif' data_rc027_0m _database_code_depnum_ccdc_archive 'CCDC 815362' #TrackingRef '- 5-RC027_0m.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H50 Br N5 Ni P2' _chemical_formula_weight 921.51 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' N N 0.0061 0.0033 '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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.0021(8) _cell_length_b 13.4865(9) _cell_length_c 13.6681(9) _cell_angle_alpha 94.433(3) _cell_angle_beta 93.317(4) _cell_angle_gamma 107.921(3) _cell_volume 2265.2(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.351 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 956 _exptl_absorpt_coefficient_mu 1.421 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6752 _exptl_absorpt_correction_T_max 0.8368 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 40035 _diffrn_reflns_av_R_equivalents 0.0306 _diffrn_reflns_av_sigmaI/netI 0.0231 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7960 _reflns_number_gt 7164 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _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^)+(0.0227P)^2^+1.1015P] 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 7960 _refine_ls_number_parameters 549 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0270 _refine_ls_R_factor_gt 0.0225 _refine_ls_wR_factor_ref 0.0554 _refine_ls_wR_factor_gt 0.0534 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _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 0.312924(15) 0.917631(15) 0.747667(14) 0.01558(6) Uani 1 1 d . . . N1 N 0.37220(10) 1.05270(10) 0.82307(10) 0.0192(3) Uani 1 1 d . . . N2 N 0.41493(11) 0.98539(11) 0.64825(10) 0.0195(3) Uani 1 1 d . . . HN1 H 0.3786(16) 1.0073(16) 0.6078(15) 0.032(6) Uiso 1 1 d . . . N3 N 0.30127(11) 0.79132(10) 0.66721(10) 0.0208(3) Uani 1 1 d . . . N4 N 0.17688(17) 0.42752(17) 0.04961(18) 0.0628(6) Uani 1 1 d . . . N5 N 0.43177(19) 0.40791(17) 0.37819(17) 0.0647(6) Uani 1 1 d . . . P1 P 0.32213(3) 1.13287(3) 0.87907(3) 0.01581(9) Uani 1 1 d . . . P2 P 0.20549(3) 0.69737(3) 0.60951(3) 0.01761(9) Uani 1 1 d . . . Br1 Br 0.252762(13) 0.036124(13) 0.467461(12) 0.02435(5) Uani 1 1 d . . . C1 C 0.19037(13) 1.11793(12) 0.81912(12) 0.0182(3) Uani 1 1 d . . . C2 C 0.17925(14) 1.11181(12) 0.71636(12) 0.0215(4) Uani 1 1 d . . . H2D H 0.2398 1.1140 0.6799 0.026 Uiso 1 1 calc R . . C3 C 0.07964(15) 1.10247(13) 0.66751(13) 0.0276(4) Uani 1 1 d . . . H3A H 0.0728 1.1005 0.5978 0.033 Uiso 1 1 calc R . . C4 C -0.00979(15) 1.09599(14) 0.71994(15) 0.0330(4) Uani 1 1 d . . . H4A H -0.0780 1.0890 0.6861 0.040 Uiso 1 1 calc R . . C5 C 0.00008(14) 1.09973(15) 0.82125(15) 0.0331(4) Uani 1 1 d . . . H5A H -0.0616 1.0942 0.8570 0.040 Uiso 1 1 calc R . . C6 C 0.09995(14) 1.11162(14) 0.87130(13) 0.0255(4) Uani 1 1 d . . . H6A H 0.1066 1.1154 0.9412 0.031 Uiso 1 1 calc R . . C7 C 0.30451(13) 1.12546(13) 1.00894(11) 0.0191(3) Uani 1 1 d . . . C8 C 0.28370(15) 1.20745(14) 1.06428(13) 0.0286(4) Uani 1 1 d . . . H8A H 0.2799 1.2673 1.0337 0.034 Uiso 1 1 calc R . . C9 C 0.26859(18) 1.20222(16) 1.16336(14) 0.0375(5) Uani 1 1 d . . . H9A H 0.2547 1.2584 1.2007 0.045 Uiso 1 1 calc R . . C10 C 0.27376(16) 1.11465(16) 1.20796(13) 0.0336(4) Uani 1 1 d . . . H10A H 0.2637 1.1109 1.2760 0.040 Uiso 1 1 calc R . . C11 C 0.29351(14) 1.03313(15) 1.15359(13) 0.0274(4) Uani 1 1 d . . . H11A H 0.2961 0.9731 1.1844 0.033 Uiso 1 1 calc R . . C12 C 0.30969(13) 1.03762(13) 1.05382(12) 0.0219(4) Uani 1 1 d . . . H12A H 0.3241 0.9814 1.0169 0.026 Uiso 1 1 calc R . . C13 C 0.40894(13) 1.26711(12) 0.87659(12) 0.0192(3) Uani 1 1 d . . . C14 C 0.49681(14) 1.30882(14) 0.94763(13) 0.0276(4) Uani 1 1 d . . . H14A H 0.5077 1.2685 0.9990 0.033 Uiso 1 1 calc R . . C15 C 0.56794(15) 1.40842(15) 0.94359(15) 0.0342(5) Uani 1 1 d . . . H15A H 0.6281 1.4358 0.9915 0.041 Uiso 1 1 calc R . . C16 C 0.55178(15) 1.46821(14) 0.87013(15) 0.0339(5) Uani 1 1 d . . . H16A H 0.6006 1.5366 0.8676 0.041 Uiso 1 1 calc R . . C17 C 0.46447(16) 1.42835(15) 0.80029(15) 0.0336(4) Uani 1 1 d . . . H17A H 0.4529 1.4698 0.7502 0.040 Uiso 1 1 calc R . . C18 C 0.39357(14) 1.32787(13) 0.80313(13) 0.0253(4) Uani 1 1 d . . . H18A H 0.3342 1.3006 0.7544 0.030 Uiso 1 1 calc R . . C19 C 0.48909(13) 1.07910(14) 0.80922(12) 0.0232(4) Uani 1 1 d . . . H19A H 0.5191 1.0269 0.8367 0.028 Uiso 1 1 calc R . . H19B H 0.5292 1.1491 0.8431 0.028 Uiso 1 1 calc R . . C20 C 0.49982(13) 1.07830(14) 0.69920(13) 0.0253(4) Uani 1 1 d . . . H20A H 0.4910 1.1431 0.6757 0.030 Uiso 1 1 calc R . . H20B H 0.5726 1.0753 0.6848 0.030 Uiso 1 1 calc R . . C21 C 0.45243(14) 0.90496(14) 0.59438(14) 0.0301(4) Uani 1 1 d . . . H21A H 0.5326 0.9291 0.5959 0.036 Uiso 1 1 calc R . . H21B H 0.4221 0.8926 0.5248 0.036 Uiso 1 1 calc R . . C22 C 0.41434(13) 0.80489(14) 0.64378(14) 0.0281(4) Uani 1 1 d . . . H22A H 0.4172 0.7445 0.5992 0.034 Uiso 1 1 calc R . . H22B H 0.4613 0.8097 0.7048 0.034 Uiso 1 1 calc R . . C23 C 0.07847(13) 0.72366(12) 0.61778(11) 0.0186(3) Uani 1 1 d . . . C24 C -0.01467(13) 0.64648(13) 0.63990(12) 0.0216(4) Uani 1 1 d . . . H24A H -0.0109 0.5795 0.6531 0.026 Uiso 1 1 calc R . . C25 C -0.11252(14) 0.66747(14) 0.64261(13) 0.0272(4) Uani 1 1 d . . . H25A H -0.1752 0.6153 0.6591 0.033 Uiso 1 1 calc R . . C26 C -0.11901(14) 0.76404(14) 0.62143(13) 0.0258(4) Uani 1 1 d . . . H26A H -0.1864 0.7777 0.6221 0.031 Uiso 1 1 calc R . . C27 C -0.02732(14) 0.84086(13) 0.59925(12) 0.0233(4) Uani 1 1 d . . . H27A H -0.0322 0.9070 0.5844 0.028 Uiso 1 1 calc R . . C28 C 0.07178(13) 0.82191(13) 0.59862(12) 0.0207(3) Uani 1 1 d . . . H28A H 0.1348 0.8756 0.5852 0.025 Uiso 1 1 calc R . . C29 C 0.22711(13) 0.67813(13) 0.47959(12) 0.0215(4) Uani 1 1 d . . . C30 C 0.28435(15) 0.61115(14) 0.44745(13) 0.0280(4) Uani 1 1 d . . . H30A H 0.3060 0.5695 0.4924 0.034 Uiso 1 1 calc R . . C31 C 0.30995(15) 0.60496(15) 0.35029(14) 0.0325(4) Uani 1 1 d . . . H31A H 0.3491 0.5594 0.3291 0.039 Uiso 1 1 calc R . . C32 C 0.27835(16) 0.66518(15) 0.28449(14) 0.0336(4) Uani 1 1 d . . . H32A H 0.2956 0.6609 0.2180 0.040 Uiso 1 1 calc R . . C33 C 0.22179(16) 0.73145(15) 0.31528(14) 0.0328(4) Uani 1 1 d . . . H33A H 0.1999 0.7724 0.2697 0.039 Uiso 1 1 calc R . . C34 C 0.19658(14) 0.73891(14) 0.41262(13) 0.0261(4) Uani 1 1 d . . . H34A H 0.1585 0.7855 0.4334 0.031 Uiso 1 1 calc R . . C35 C 0.18762(13) 0.57116(13) 0.65547(12) 0.0200(3) Uani 1 1 d . . . C36 C 0.12575(14) 0.47732(13) 0.60135(13) 0.0253(4) Uani 1 1 d . . . H36A H 0.0971 0.4780 0.5360 0.030 Uiso 1 1 calc R . . C37 C 0.10609(15) 0.38339(14) 0.64263(14) 0.0293(4) Uani 1 1 d . . . H37A H 0.0646 0.3198 0.6054 0.035 Uiso 1 1 calc R . . C38 C 0.14688(15) 0.38217(14) 0.73811(14) 0.0319(4) Uani 1 1 d . . . H38A H 0.1318 0.3179 0.7670 0.038 Uiso 1 1 calc R . . C39 C 0.20968(16) 0.47461(15) 0.79165(14) 0.0342(4) Uani 1 1 d . . . H39A H 0.2388 0.4734 0.8568 0.041 Uiso 1 1 calc R . . C40 C 0.23028(14) 0.56907(14) 0.75048(13) 0.0269(4) Uani 1 1 d . . . H40A H 0.2736 0.6323 0.7873 0.032 Uiso 1 1 calc R . . C41 C 0.23043(13) 0.85023(12) 0.84645(12) 0.0204(3) Uani 1 1 d . . . C42 C 0.12403(14) 0.84781(13) 0.86090(13) 0.0254(4) Uani 1 1 d . . . H42A H 0.0873 0.8789 0.8164 0.030 Uiso 1 1 calc R . . C43 C 0.07083(16) 0.80087(15) 0.93896(15) 0.0365(5) Uani 1 1 d . . . H43A H -0.0013 0.8006 0.9472 0.044 Uiso 1 1 calc R . . C44 C 0.12209(19) 0.75458(15) 1.00469(15) 0.0407(5) Uani 1 1 d . . . H44D H 0.0858 0.7236 1.0584 0.049 Uiso 1 1 calc R . . C45 C 0.22632(18) 0.75386(15) 0.99155(14) 0.0361(5) Uani 1 1 d . . . H45A H 0.2617 0.7212 1.0356 0.043 Uiso 1 1 calc R . . C46 C 0.27947(15) 0.80106(13) 0.91357(13) 0.0273(4) Uani 1 1 d . . . H46A H 0.3512 0.8000 0.9055 0.033 Uiso 1 1 calc R . . C47 C 0.11195(18) 0.45081(17) 0.08917(17) 0.0438(5) Uani 1 1 d . . . C48 C 0.0273(2) 0.4802(2) 0.13788(17) 0.0504(6) Uani 1 1 d . . . H48C H -0.0077 0.5159 0.0932 0.076 Uiso 1 1 calc R . . H48B H 0.0594 0.5273 0.1976 0.076 Uiso 1 1 calc R . . H48A H -0.0269 0.4171 0.1556 0.076 Uiso 1 1 calc R . . C49 C 0.41004(17) 0.37155(16) 0.44877(17) 0.0400(5) Uani 1 1 d . . . C50 C 0.3807(3) 0.3251(2) 0.53913(19) 0.0558(7) Uani 1 1 d . . . H50C H 0.445(3) 0.339(3) 0.583(3) 0.102(11) Uiso 1 1 d . . . H50B H 0.355(2) 0.254(2) 0.527(2) 0.077(9) Uiso 1 1 d . . . H50A H 0.323(3) 0.349(3) 0.564(3) 0.135(16) Uiso 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 Ni1 0.01514(10) 0.01548(11) 0.01594(11) 0.00076(8) 0.00262(8) 0.00453(8) N1 0.0152(7) 0.0203(7) 0.0216(7) -0.0012(6) 0.0028(5) 0.0055(5) N2 0.0170(7) 0.0228(7) 0.0186(7) 0.0017(6) 0.0024(6) 0.0063(6) N3 0.0184(7) 0.0189(7) 0.0246(7) -0.0027(6) 0.0040(6) 0.0058(6) N4 0.0380(11) 0.0575(14) 0.0878(17) 0.0150(12) 0.0104(11) 0.0046(10) N5 0.0832(16) 0.0533(13) 0.0627(14) 0.0253(12) 0.0210(12) 0.0216(12) P1 0.0167(2) 0.0164(2) 0.0142(2) 0.00083(16) 0.00147(15) 0.00519(16) P2 0.0192(2) 0.0155(2) 0.0184(2) -0.00022(16) 0.00287(16) 0.00588(16) Br1 0.02215(9) 0.03079(10) 0.02068(9) 0.00802(7) 0.00194(6) 0.00780(7) C1 0.0181(8) 0.0152(8) 0.0214(8) 0.0012(6) 0.0004(6) 0.0058(6) C2 0.0258(9) 0.0169(8) 0.0216(9) -0.0003(7) 0.0013(7) 0.0070(7) C3 0.0357(10) 0.0214(9) 0.0242(9) -0.0033(7) -0.0089(8) 0.0104(8) C4 0.0248(10) 0.0276(10) 0.0444(12) -0.0087(8) -0.0139(8) 0.0112(8) C5 0.0197(9) 0.0344(11) 0.0435(12) -0.0068(9) 0.0012(8) 0.0086(8) C6 0.0233(9) 0.0278(9) 0.0255(9) -0.0009(7) 0.0029(7) 0.0086(7) C7 0.0182(8) 0.0227(8) 0.0156(8) 0.0013(7) 0.0011(6) 0.0055(7) C8 0.0412(11) 0.0266(10) 0.0223(9) 0.0041(7) 0.0077(8) 0.0154(8) C9 0.0583(13) 0.0369(11) 0.0227(10) 0.0003(8) 0.0133(9) 0.0218(10) C10 0.0403(11) 0.0474(12) 0.0166(9) 0.0062(8) 0.0083(8) 0.0172(9) C11 0.0257(9) 0.0358(10) 0.0249(9) 0.0131(8) 0.0047(7) 0.0128(8) C12 0.0207(8) 0.0241(9) 0.0226(9) 0.0028(7) 0.0015(7) 0.0096(7) C13 0.0194(8) 0.0173(8) 0.0204(8) -0.0024(7) 0.0059(6) 0.0055(6) C14 0.0271(9) 0.0278(10) 0.0252(9) -0.0018(8) -0.0006(7) 0.0061(8) C15 0.0261(10) 0.0314(10) 0.0360(11) -0.0105(9) 0.0013(8) -0.0006(8) C16 0.0312(10) 0.0205(9) 0.0447(12) -0.0043(8) 0.0154(9) -0.0001(8) C17 0.0378(11) 0.0258(10) 0.0376(11) 0.0094(8) 0.0128(9) 0.0075(8) C18 0.0261(9) 0.0237(9) 0.0249(9) 0.0030(7) 0.0038(7) 0.0056(7) C19 0.0153(8) 0.0258(9) 0.0265(9) -0.0050(7) -0.0002(7) 0.0056(7) C20 0.0196(8) 0.0234(9) 0.0294(10) 0.0006(7) 0.0067(7) 0.0014(7) C21 0.0215(9) 0.0322(10) 0.0342(10) -0.0051(8) 0.0130(8) 0.0050(8) C22 0.0190(9) 0.0263(9) 0.0393(11) -0.0071(8) 0.0021(8) 0.0102(7) C23 0.0207(8) 0.0197(8) 0.0151(8) -0.0012(6) 0.0016(6) 0.0065(7) C24 0.0245(9) 0.0184(8) 0.0215(9) 0.0013(7) 0.0041(7) 0.0061(7) C25 0.0217(9) 0.0260(9) 0.0317(10) 0.0004(8) 0.0069(7) 0.0042(7) C26 0.0221(9) 0.0325(10) 0.0243(9) -0.0044(8) 0.0003(7) 0.0127(8) C27 0.0302(9) 0.0210(9) 0.0208(9) -0.0010(7) -0.0007(7) 0.0123(7) C28 0.0234(9) 0.0180(8) 0.0198(8) -0.0004(7) 0.0025(7) 0.0057(7) C29 0.0208(8) 0.0194(8) 0.0219(9) -0.0012(7) 0.0039(7) 0.0029(7) C30 0.0317(10) 0.0253(9) 0.0295(10) 0.0017(8) 0.0085(8) 0.0116(8) C31 0.0356(10) 0.0268(10) 0.0351(11) -0.0032(8) 0.0158(8) 0.0089(8) C32 0.0380(11) 0.0332(10) 0.0236(10) -0.0022(8) 0.0125(8) 0.0020(8) C33 0.0394(11) 0.0346(11) 0.0234(10) 0.0051(8) 0.0045(8) 0.0089(9) C34 0.0285(9) 0.0263(9) 0.0234(9) -0.0001(7) 0.0033(7) 0.0090(7) C35 0.0200(8) 0.0180(8) 0.0233(9) 0.0008(7) 0.0033(7) 0.0080(7) C36 0.0295(9) 0.0213(9) 0.0244(9) -0.0018(7) -0.0015(7) 0.0085(7) C37 0.0297(10) 0.0182(9) 0.0380(11) -0.0023(8) 0.0011(8) 0.0062(7) C38 0.0381(11) 0.0219(9) 0.0401(11) 0.0098(8) 0.0063(9) 0.0138(8) C39 0.0450(12) 0.0295(10) 0.0304(10) 0.0048(8) -0.0056(9) 0.0161(9) C40 0.0305(10) 0.0216(9) 0.0285(10) -0.0018(7) -0.0037(8) 0.0102(7) C41 0.0244(9) 0.0154(8) 0.0189(8) -0.0020(6) 0.0038(7) 0.0031(7) C42 0.0256(9) 0.0220(9) 0.0258(9) -0.0010(7) 0.0049(7) 0.0037(7) C43 0.0338(11) 0.0322(11) 0.0393(11) -0.0009(9) 0.0187(9) 0.0025(8) C44 0.0609(14) 0.0256(10) 0.0304(11) 0.0064(8) 0.0214(10) 0.0022(9) C45 0.0599(14) 0.0240(10) 0.0256(10) 0.0057(8) 0.0055(9) 0.0138(9) C46 0.0353(10) 0.0213(9) 0.0264(9) 0.0026(7) 0.0039(8) 0.0104(8) C47 0.0350(12) 0.0400(12) 0.0487(13) 0.0125(10) -0.0041(10) 0.0000(10) C48 0.0579(15) 0.0568(15) 0.0369(12) 0.0055(11) 0.0037(11) 0.0186(12) C49 0.0415(12) 0.0295(11) 0.0468(13) 0.0051(10) 0.0004(10) 0.0080(9) C50 0.0633(18) 0.0475(15) 0.0407(14) 0.0112(12) -0.0059(13) -0.0054(13) _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 C41 1.8860(16) . ? Ni1 N3 1.9148(14) . ? Ni1 N1 1.9309(13) . ? Ni1 N2 2.0236(14) . ? N1 C19 1.477(2) . ? N1 P1 1.5942(14) . ? N2 C20 1.483(2) . ? N2 C21 1.483(2) . ? N3 C22 1.482(2) . ? N3 P2 1.5934(14) . ? N4 C47 1.137(3) . ? N5 C49 1.127(3) . ? P1 C1 1.8018(16) . ? P1 C7 1.8094(16) . ? P1 C13 1.8191(16) . ? P2 C23 1.8005(17) . ? P2 C35 1.8124(16) . ? P2 C29 1.8251(17) . ? C1 C6 1.394(2) . ? C1 C2 1.397(2) . ? C2 C3 1.388(2) . ? C3 C4 1.384(3) . ? C4 C5 1.379(3) . ? C5 C6 1.390(2) . ? C7 C12 1.393(2) . ? C7 C8 1.395(2) . ? C8 C9 1.384(3) . ? C9 C10 1.388(3) . ? C10 C11 1.377(3) . ? C11 C12 1.395(2) . ? C13 C18 1.387(2) . ? C13 C14 1.399(2) . ? C14 C15 1.384(3) . ? C15 C16 1.381(3) . ? C16 C17 1.382(3) . ? C17 C18 1.390(2) . ? C19 C20 1.518(2) . ? C21 C22 1.514(3) . ? C23 C28 1.398(2) . ? C23 C24 1.399(2) . ? C24 C25 1.388(2) . ? C25 C26 1.382(3) . ? C26 C27 1.384(2) . ? C27 C28 1.389(2) . ? C29 C34 1.393(2) . ? C29 C30 1.398(2) . ? C30 C31 1.390(3) . ? C31 C32 1.383(3) . ? C32 C33 1.378(3) . ? C33 C34 1.392(3) . ? C35 C40 1.388(2) . ? C35 C36 1.399(2) . ? C36 C37 1.384(2) . ? C37 C38 1.383(3) . ? C38 C39 1.386(3) . ? C39 C40 1.389(3) . ? C41 C42 1.399(2) . ? C41 C46 1.405(2) . ? C42 C43 1.392(3) . ? C43 C44 1.384(3) . ? C44 C45 1.380(3) . ? C45 C46 1.392(3) . ? C47 C48 1.458(3) . ? C49 C50 1.446(3) . ? 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 C41 Ni1 N3 95.31(6) . . ? C41 Ni1 N1 96.12(6) . . ? N3 Ni1 N1 161.97(6) . . ? C41 Ni1 N2 173.77(7) . . ? N3 Ni1 N2 83.39(6) . . ? N1 Ni1 N2 83.73(6) . . ? C19 N1 P1 122.44(11) . . ? C19 N1 Ni1 102.23(10) . . ? P1 N1 Ni1 134.98(8) . . ? C20 N2 C21 116.94(13) . . ? C20 N2 Ni1 108.60(10) . . ? C21 N2 Ni1 109.35(10) . . ? C22 N3 P2 118.95(11) . . ? C22 N3 Ni1 103.48(10) . . ? P2 N3 Ni1 136.27(8) . . ? N1 P1 C1 108.79(7) . . ? N1 P1 C7 118.82(8) . . ? C1 P1 C7 106.44(7) . . ? N1 P1 C13 110.76(7) . . ? C1 P1 C13 109.27(7) . . ? C7 P1 C13 102.32(7) . . ? N3 P2 C23 109.88(7) . . ? N3 P2 C35 114.56(8) . . ? C23 P2 C35 106.54(7) . . ? N3 P2 C29 111.90(7) . . ? C23 P2 C29 108.45(8) . . ? C35 P2 C29 105.17(8) . . ? C6 C1 C2 119.29(15) . . ? C6 C1 P1 122.50(13) . . ? C2 C1 P1 118.20(12) . . ? C3 C2 C1 119.96(16) . . ? C4 C3 C2 120.32(17) . . ? C5 C4 C3 120.01(16) . . ? C4 C5 C6 120.29(18) . . ? C5 C6 C1 120.10(17) . . ? C12 C7 C8 119.68(15) . . ? C12 C7 P1 120.49(13) . . ? C8 C7 P1 119.83(13) . . ? C9 C8 C7 120.46(17) . . ? C8 C9 C10 119.79(18) . . ? C11 C10 C9 120.03(17) . . ? C10 C11 C12 120.82(17) . . ? C7 C12 C11 119.22(16) . . ? C18 C13 C14 118.84(16) . . ? C18 C13 P1 121.71(13) . . ? C14 C13 P1 119.37(13) . . ? C15 C14 C13 120.40(17) . . ? C16 C15 C14 120.23(17) . . ? C15 C16 C17 119.88(17) . . ? C16 C17 C18 120.19(18) . . ? C13 C18 C17 120.44(17) . . ? N1 C19 C20 107.05(13) . . ? N2 C20 C19 108.66(13) . . ? N2 C21 C22 108.22(14) . . ? N3 C22 C21 107.18(14) . . ? C28 C23 C24 119.27(15) . . ? C28 C23 P2 119.46(12) . . ? C24 C23 P2 121.23(13) . . ? C25 C24 C23 120.20(16) . . ? C26 C25 C24 120.17(16) . . ? C25 C26 C27 120.04(16) . . ? C26 C27 C28 120.46(16) . . ? C27 C28 C23 119.82(15) . . ? C34 C29 C30 118.81(16) . . ? C34 C29 P2 119.88(13) . . ? C30 C29 P2 120.96(13) . . ? C31 C30 C29 120.58(17) . . ? C32 C31 C30 119.94(18) . . ? C33 C32 C31 120.03(17) . . ? C32 C33 C34 120.48(18) . . ? C33 C34 C29 120.15(17) . . ? C40 C35 C36 119.39(15) . . ? C40 C35 P2 118.30(12) . . ? C36 C35 P2 122.13(13) . . ? C37 C36 C35 120.29(16) . . ? C38 C37 C36 120.01(17) . . ? C37 C38 C39 120.03(17) . . ? C38 C39 C40 120.25(17) . . ? C35 C40 C39 120.01(16) . . ? C42 C41 C46 116.47(15) . . ? C42 C41 Ni1 125.16(13) . . ? C46 C41 Ni1 118.34(13) . . ? C43 C42 C41 121.49(18) . . ? C44 C43 C42 120.58(19) . . ? C45 C44 C43 119.44(18) . . ? C44 C45 C46 119.87(19) . . ? C45 C46 C41 122.13(18) . . ? N4 C47 C48 178.8(2) . . ? N5 C49 C50 179.2(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.382 _refine_diff_density_min -0.264 _refine_diff_density_rms 0.043 # Attachment '- 8-FD006_0m.cif' data_fd006_0m _database_code_depnum_ccdc_archive 'CCDC 815363' #TrackingRef '- 8-FD006_0m.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H50 Br3 N3 Ni2 P2' _chemical_formula_weight 775.74 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' N N 0.0061 0.0033 '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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.4274(11) _cell_length_b 14.2654(17) _cell_length_c 14.8223(18) _cell_angle_alpha 109.086(6) _cell_angle_beta 100.108(7) _cell_angle_gamma 101.114(6) _cell_volume 1596.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.613 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 788 _exptl_absorpt_coefficient_mu 5.048 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3037 _exptl_absorpt_correction_T_max 0.7864 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 46734 _diffrn_reflns_av_R_equivalents 0.0452 _diffrn_reflns_av_sigmaI/netI 0.0311 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 26.46 _reflns_number_total 6566 _reflns_number_gt 5255 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0438P)^2^+6.6626P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6566 _refine_ls_number_parameters 301 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0626 _refine_ls_R_factor_gt 0.0468 _refine_ls_wR_factor_ref 0.1165 _refine_ls_wR_factor_gt 0.1093 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _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 Br1 Br 1.06510(8) 1.00669(4) 0.26029(4) 0.04036(15) Uani 1 1 d . . . Br2 Br 1.20111(6) 0.74495(4) 0.22911(4) 0.03253(14) Uani 1 1 d . . . Br3 Br 0.92087(12) 0.50206(5) 0.27576(6) 0.0799(3) Uani 1 1 d . . . Ni1 Ni 0.96721(7) 0.82996(4) 0.22961(4) 0.02316(14) Uani 1 1 d . . . Ni2 Ni 1.03185(8) 0.68067(4) 0.32895(4) 0.02575(15) Uani 1 1 d . . . P1 P 0.70791(15) 0.72579(9) 0.00962(8) 0.0233(2) Uani 1 1 d . . . P2 P 1.25197(15) 0.77152(9) 0.55878(8) 0.0231(2) Uani 1 1 d . . . N1 N 0.7710(5) 0.7388(3) 0.1224(3) 0.0308(9) Uani 1 1 d . . . N2 N 0.8756(5) 0.7667(3) 0.3168(3) 0.0255(8) Uani 1 1 d . . . N3 N 1.1349(5) 0.7788(3) 0.4653(3) 0.0239(8) Uani 1 1 d . . . C1 C 0.8506(6) 0.8272(4) -0.0091(4) 0.0325(11) Uani 1 1 d . . . H1 H 0.8694 0.8911 0.0502 0.039 Uiso 1 1 calc R . . C2 C 1.0231(7) 0.8086(5) -0.0105(4) 0.0427(13) Uani 1 1 d . . . H2A H 1.0153 0.7535 -0.0728 0.064 Uiso 1 1 calc R . . H2B H 1.0624 0.7885 0.0449 0.064 Uiso 1 1 calc R . . H2C H 1.1019 0.8720 -0.0044 0.064 Uiso 1 1 calc R . . C3 C 0.7828(8) 0.8525(6) -0.0986(5) 0.0545(17) Uani 1 1 d . . . H3A H 0.8689 0.9059 -0.1040 0.082 Uiso 1 1 calc R . . H3B H 0.6837 0.8775 -0.0904 0.082 Uiso 1 1 calc R . . H3C H 0.7522 0.7904 -0.1587 0.082 Uiso 1 1 calc R . . C4 C 0.5004(6) 0.7479(4) -0.0191(4) 0.0353(12) Uani 1 1 d . . . H4 H 0.4802 0.7500 -0.0869 0.042 Uiso 1 1 calc R . . C5 C 0.5021(8) 0.8538(5) 0.0524(5) 0.0563(17) Uani 1 1 d . . . H5A H 0.3947 0.8683 0.0335 0.084 Uiso 1 1 calc R . . H5B H 0.5927 0.9067 0.0499 0.084 Uiso 1 1 calc R . . H5C H 0.5197 0.8542 0.1197 0.084 Uiso 1 1 calc R . . C6 C 0.3558(7) 0.6639(5) -0.0203(5) 0.0500(15) Uani 1 1 d . . . H6A H 0.3604 0.6678 0.0474 0.075 Uiso 1 1 calc R . . H6B H 0.3651 0.5962 -0.0602 0.075 Uiso 1 1 calc R . . H6C H 0.2493 0.6739 -0.0488 0.075 Uiso 1 1 calc R . . C7 C 0.6897(7) 0.5947(4) -0.0738(4) 0.0364(12) Uani 1 1 d . . . H7 H 0.6009 0.5490 -0.0589 0.044 Uiso 1 1 calc R . . C8 C 0.6282(9) 0.5738(5) -0.1836(4) 0.0585(18) Uani 1 1 d . . . H8A H 0.7138 0.6131 -0.2042 0.088 Uiso 1 1 calc R . . H8B H 0.5248 0.5947 -0.1952 0.088 Uiso 1 1 calc R . . H8C H 0.6067 0.5001 -0.2219 0.088 Uiso 1 1 calc R . . C9 C 0.8494(8) 0.5606(5) -0.0500(6) 0.0557(17) Uani 1 1 d . . . H9A H 0.8235 0.4853 -0.0798 0.084 Uiso 1 1 calc R . . H9B H 0.8916 0.5834 0.0218 0.084 Uiso 1 1 calc R . . H9C H 0.9348 0.5913 -0.0768 0.084 Uiso 1 1 calc R . . C10 C 0.6877(7) 0.6606(4) 0.1570(4) 0.0433(14) Uani 1 1 d . . . H10A H 0.7432 0.6042 0.1469 0.052 Uiso 1 1 calc R . . H10B H 0.5689 0.6309 0.1194 0.052 Uiso 1 1 calc R . . C11 C 0.7001(6) 0.7129(5) 0.2655(4) 0.0402(13) Uani 1 1 d . . . H11A H 0.6312 0.7625 0.2746 0.048 Uiso 1 1 calc R . . H11B H 0.6581 0.6611 0.2928 0.048 Uiso 1 1 calc R . . C12 C 0.8915(7) 0.8356(4) 0.4183(4) 0.0323(11) Uani 1 1 d . . . H12A H 0.8226 0.7989 0.4504 0.039 Uiso 1 1 calc R . . H12B H 0.8509 0.8960 0.4173 0.039 Uiso 1 1 calc R . . C13 C 1.0725(6) 0.8707(3) 0.4756(3) 0.0293(11) Uani 1 1 d . . . H13A H 1.1391 0.9161 0.4497 0.035 Uiso 1 1 calc R . . H13B H 1.0830 0.9099 0.5461 0.035 Uiso 1 1 calc R . . C14 C 1.4499(6) 0.8726(4) 0.6111(4) 0.0393(13) Uani 1 1 d . . . H14 H 1.5247 0.8532 0.6582 0.047 Uiso 1 1 calc R . . C15 C 1.4312(8) 0.9788(5) 0.6679(5) 0.0521(16) Uani 1 1 d . . . H15A H 1.5423 1.0274 0.6999 0.078 Uiso 1 1 calc R . . H15B H 1.3720 0.9744 0.7183 0.078 Uiso 1 1 calc R . . H15C H 1.3675 1.0027 0.6221 0.078 Uiso 1 1 calc R . . C16 C 1.5350(9) 0.8775(6) 0.5290(6) 0.075(2) Uani 1 1 d . . . H16A H 1.4574 0.8861 0.4767 0.113 Uiso 1 1 calc R . . H16B H 1.5670 0.8135 0.5017 0.113 Uiso 1 1 calc R . . H16C H 1.6352 0.9360 0.5562 0.113 Uiso 1 1 calc R . . C17 C 1.1433(7) 0.7848(4) 0.6571(4) 0.0350(12) Uani 1 1 d . . . H17 H 1.1116 0.8510 0.6682 0.042 Uiso 1 1 calc R . . C18 C 0.9772(8) 0.7018(5) 0.6223(5) 0.0519(16) Uani 1 1 d . . . H18A H 0.9988 0.6358 0.6189 0.078 Uiso 1 1 calc R . . H18B H 0.9174 0.6954 0.5566 0.078 Uiso 1 1 calc R . . H18C H 0.9089 0.7210 0.6689 0.078 Uiso 1 1 calc R . . C19 C 1.2455(9) 0.7966(5) 0.7588(4) 0.0521(16) Uani 1 1 d . . . H19A H 1.1914 0.8284 0.8097 0.078 Uiso 1 1 calc R . . H19B H 1.3589 0.8402 0.7727 0.078 Uiso 1 1 calc R . . H19C H 1.2512 0.7286 0.7587 0.078 Uiso 1 1 calc R . . C20 C 1.2919(8) 0.6443(4) 0.5179(4) 0.0414(13) Uani 1 1 d . . . H20 H 1.1799 0.5931 0.4960 0.050 Uiso 1 1 calc R . . C21 C 1.3664(11) 0.6190(6) 0.4298(5) 0.070(2) Uani 1 1 d . . . H21A H 1.4879 0.6487 0.4521 0.105 Uiso 1 1 calc R . . H21B H 1.3181 0.6478 0.3833 0.105 Uiso 1 1 calc R . . H21C H 1.3413 0.5441 0.3969 0.105 Uiso 1 1 calc R . . C22 C 1.3945(12) 0.6233(7) 0.6005(5) 0.079(3) Uani 1 1 d . . . H22A H 1.4071 0.5532 0.5749 0.118 Uiso 1 1 calc R . . H22B H 1.3376 0.6302 0.6536 0.118 Uiso 1 1 calc R . . H22C H 1.5053 0.6728 0.6263 0.118 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 Br1 0.0541(4) 0.0241(2) 0.0447(3) 0.0137(2) 0.0167(3) 0.0096(2) Br2 0.0304(3) 0.0420(3) 0.0300(3) 0.0157(2) 0.0110(2) 0.0135(2) Br3 0.1045(7) 0.0271(3) 0.0829(5) 0.0254(3) -0.0206(5) -0.0072(3) Ni1 0.0219(3) 0.0240(3) 0.0221(3) 0.0104(2) 0.0031(2) 0.0023(2) Ni2 0.0331(3) 0.0207(3) 0.0211(3) 0.0065(2) 0.0041(2) 0.0070(2) P1 0.0203(6) 0.0291(6) 0.0201(6) 0.0096(5) 0.0031(5) 0.0067(5) P2 0.0236(6) 0.0289(6) 0.0197(6) 0.0105(5) 0.0056(5) 0.0105(5) N1 0.026(2) 0.034(2) 0.027(2) 0.0167(18) -0.0028(17) -0.0040(17) N2 0.024(2) 0.029(2) 0.0224(19) 0.0125(16) 0.0018(16) 0.0030(16) N3 0.028(2) 0.0219(18) 0.0197(18) 0.0059(15) 0.0014(16) 0.0100(16) C1 0.029(3) 0.039(3) 0.032(3) 0.019(2) 0.007(2) 0.006(2) C2 0.033(3) 0.057(4) 0.047(3) 0.027(3) 0.018(3) 0.010(3) C3 0.054(4) 0.074(4) 0.051(4) 0.048(4) 0.010(3) 0.012(3) C4 0.028(3) 0.048(3) 0.032(3) 0.015(2) 0.006(2) 0.017(2) C5 0.041(4) 0.046(3) 0.075(5) 0.009(3) 0.013(3) 0.022(3) C6 0.025(3) 0.054(4) 0.064(4) 0.013(3) 0.012(3) 0.010(3) C7 0.030(3) 0.033(3) 0.038(3) 0.006(2) 0.008(2) 0.007(2) C8 0.059(4) 0.063(4) 0.033(3) -0.005(3) 0.014(3) 0.008(3) C9 0.044(4) 0.039(3) 0.079(5) 0.011(3) 0.018(3) 0.019(3) C10 0.038(3) 0.044(3) 0.031(3) 0.022(2) -0.012(2) -0.019(2) C11 0.025(3) 0.056(3) 0.042(3) 0.032(3) 0.003(2) -0.002(2) C12 0.039(3) 0.041(3) 0.030(3) 0.020(2) 0.016(2) 0.023(2) C13 0.042(3) 0.024(2) 0.022(2) 0.0090(19) 0.005(2) 0.012(2) C14 0.024(3) 0.051(3) 0.034(3) 0.012(2) -0.001(2) 0.004(2) C15 0.044(4) 0.044(3) 0.046(3) 0.003(3) 0.006(3) -0.009(3) C16 0.043(4) 0.091(6) 0.068(5) 0.007(4) 0.034(4) -0.013(4) C17 0.045(3) 0.043(3) 0.033(3) 0.023(2) 0.020(2) 0.023(3) C18 0.042(3) 0.071(4) 0.068(4) 0.051(4) 0.024(3) 0.018(3) C19 0.073(5) 0.063(4) 0.030(3) 0.024(3) 0.017(3) 0.022(3) C20 0.054(4) 0.041(3) 0.041(3) 0.017(3) 0.015(3) 0.030(3) C21 0.111(6) 0.085(5) 0.040(4) 0.026(4) 0.029(4) 0.072(5) C22 0.120(7) 0.103(6) 0.060(5) 0.051(5) 0.036(5) 0.088(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Br1 Ni1 2.3580(8) . ? Br2 Ni2 2.4879(8) . ? Br2 Ni1 2.5054(8) . ? Br3 Ni2 2.3445(9) . ? Ni1 N1 1.961(4) . ? Ni1 N2 1.981(4) . ? Ni2 N3 1.965(4) . ? Ni2 N2 1.989(4) . ? P1 N1 1.600(4) . ? P1 C1 1.823(5) . ? P1 C7 1.833(5) . ? P1 C4 1.838(5) . ? P2 N3 1.599(4) . ? P2 C14 1.831(5) . ? P2 C17 1.831(5) . ? P2 C20 1.834(5) . ? N1 C10 1.483(6) . ? N2 C11 1.464(6) . ? N2 C12 1.469(6) . ? N3 C13 1.477(6) . ? C1 C2 1.529(7) . ? C1 C3 1.532(7) . ? C1 H1 1.0000 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C6 1.529(8) . ? C4 C5 1.532(8) . ? C4 H4 1.0000 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.527(8) . ? C7 C9 1.540(8) . ? C7 H7 1.0000 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.509(8) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.507(7) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.527(8) . ? C14 C16 1.530(8) . ? C14 H14 1.0000 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.528(8) . ? C17 C19 1.539(8) . ? C17 H17 1.0000 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C21 1.515(8) . ? C20 C22 1.518(8) . ? C20 H20 1.0000 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Ni2 Br2 Ni1 74.89(2) . . ? N1 Ni1 N2 87.71(16) . . ? N1 Ni1 Br1 122.55(12) . . ? N2 Ni1 Br1 127.78(11) . . ? N1 Ni1 Br2 109.62(13) . . ? N2 Ni1 Br2 92.45(12) . . ? Br1 Ni1 Br2 111.54(3) . . ? N3 Ni2 N2 88.15(15) . . ? N3 Ni2 Br3 127.36(11) . . ? N2 Ni2 Br3 118.49(12) . . ? N3 Ni2 Br2 104.40(12) . . ? N2 Ni2 Br2 92.79(11) . . ? Br3 Ni2 Br2 117.35(4) . . ? N1 P1 C1 106.9(2) . . ? N1 P1 C7 110.8(2) . . ? C1 P1 C7 114.8(3) . . ? N1 P1 C4 113.0(2) . . ? C1 P1 C4 105.2(2) . . ? C7 P1 C4 106.2(2) . . ? N3 P2 C14 113.4(2) . . ? N3 P2 C17 109.5(2) . . ? C14 P2 C17 106.8(3) . . ? N3 P2 C20 107.0(2) . . ? C14 P2 C20 110.2(3) . . ? C17 P2 C20 110.0(3) . . ? C10 N1 P1 119.1(3) . . ? C10 N1 Ni1 107.1(3) . . ? P1 N1 Ni1 133.1(2) . . ? C11 N2 C12 110.9(4) . . ? C11 N2 Ni1 106.3(3) . . ? C12 N2 Ni1 117.1(3) . . ? C11 N2 Ni2 117.3(3) . . ? C12 N2 Ni2 105.6(3) . . ? Ni1 N2 Ni2 99.75(17) . . ? C13 N3 P2 120.2(3) . . ? C13 N3 Ni2 106.7(3) . . ? P2 N3 Ni2 132.8(2) . . ? C2 C1 C3 110.1(5) . . ? C2 C1 P1 113.0(4) . . ? C3 C1 P1 115.2(4) . . ? C2 C1 H1 105.9 . . ? C3 C1 H1 105.9 . . ? P1 C1 H1 105.9 . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C6 C4 C5 110.9(5) . . ? C6 C4 P1 114.6(4) . . ? C5 C4 P1 109.4(4) . . ? C6 C4 H4 107.2 . . ? C5 C4 H4 107.2 . . ? P1 C4 H4 107.2 . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C7 C9 112.7(5) . . ? C8 C7 P1 115.0(4) . . ? C9 C7 P1 112.0(4) . . ? C8 C7 H7 105.4 . . ? C9 C7 H7 105.4 . . ? P1 C7 H7 105.4 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N1 C10 C11 108.0(4) . . ? N1 C10 H10A 110.1 . . ? C11 C10 H10A 110.1 . . ? N1 C10 H10B 110.1 . . ? C11 C10 H10B 110.1 . . ? H10A C10 H10B 108.4 . . ? N2 C11 C10 108.5(4) . . ? N2 C11 H11A 110.0 . . ? C10 C11 H11A 110.0 . . ? N2 C11 H11B 110.0 . . ? C10 C11 H11B 110.0 . . ? H11A C11 H11B 108.4 . . ? N2 C12 C13 109.2(4) . . ? N2 C12 H12A 109.8 . . ? C13 C12 H12A 109.8 . . ? N2 C12 H12B 109.8 . . ? C13 C12 H12B 109.8 . . ? H12A C12 H12B 108.3 . . ? N3 C13 C12 108.4(4) . . ? N3 C13 H13A 110.0 . . ? C12 C13 H13A 110.0 . . ? N3 C13 H13B 110.0 . . ? C12 C13 H13B 110.0 . . ? H13A C13 H13B 108.4 . . ? C15 C14 C16 109.9(6) . . ? C15 C14 P2 113.7(4) . . ? C16 C14 P2 109.8(4) . . ? C15 C14 H14 107.7 . . ? C16 C14 H14 107.7 . . ? P2 C14 H14 107.7 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 C19 112.0(5) . . ? C18 C17 P2 111.4(4) . . ? C19 C17 P2 117.2(4) . . ? C18 C17 H17 105.0 . . ? C19 C17 H17 105.0 . . ? P2 C17 H17 105.0 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 C22 109.6(5) . . ? C21 C20 P2 115.5(4) . . ? C22 C20 P2 113.3(4) . . ? C21 C20 H20 105.9 . . ? C22 C20 H20 105.9 . . ? P2 C20 H20 105.9 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.46 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 4.338 _refine_diff_density_min -3.070 _refine_diff_density_rms 0.117