# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_coden_Cambridge 222 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Steve Archibald' _publ_contact_author_name 'Steve Archibald' _publ_contact_author_address ; ; _publ_contact_author_email s.j.archibald@hull.ac.uk # Attachment '- sja4_09 Ni10.cif' data_sja4_09 _database_code_depnum_ccdc_archive 'CCDC 891843' #TrackingRef '- sja4_09 Ni10.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H45 F6 N4 Ni O4 P' _chemical_formula_weight 717.37 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' 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' F F 0.0171 0.0103 '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 10.2977(14) _cell_length_b 10.4483(13) _cell_length_c 16.902(2) _cell_angle_alpha 98.981(10) _cell_angle_beta 104.607(10) _cell_angle_gamma 106.546(11) _cell_volume 1635.2(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 41346 _cell_measurement_theta_min 2.57 _cell_measurement_theta_max 31.99 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.457 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 0.717 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 'Stoe IPDS-II image plate' _diffrn_measurement_method '\w scans, 315 frames at 1\% intervals, exposure time 2 minutes' _diffrn_reflns_number 37739 _diffrn_reflns_av_R_equivalents 0.0864 _diffrn_reflns_av_sigmaI/netI 0.0948 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.57 _diffrn_reflns_theta_max 34.87 _reflns_number_total 13881 _reflns_number_gt 5846 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-AREA (Stoe & Cie, 2002)' _computing_cell_refinement 'X-AREA (Stoe & Cie, 2002)' _computing_data_reduction 'X-RED (Stoe & Cie, 2002)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP III (Farrugia, 1997)' _computing_publication_material 'SHELXL97(Sheldrick, 1997) and WinGX (Farrugia, 1999)' _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^)+(0.1570P)^2^+0.0000P] 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 SHELXL _refine_ls_extinction_coef 0.161(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 13881 _refine_ls_number_parameters 416 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1642 _refine_ls_R_factor_gt 0.0852 _refine_ls_wR_factor_ref 0.2680 _refine_ls_wR_factor_gt 0.2159 _refine_ls_goodness_of_fit_ref 0.907 _refine_ls_restrained_S_all 0.907 _refine_ls_shift/su_max 0.012 _refine_ls_shift/su_mean 0.001 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 0.50124(5) 0.62196(4) 0.73678(3) 0.04140(15) Uani 1 1 d . . . C1 C 0.4563(4) 0.5530(4) 0.8857(2) 0.0486(7) Uani 1 1 d . . . H1A H 0.4075 0.4540 0.8572 0.058 Uiso 1 1 calc R . . H1B H 0.4330 0.5704 0.9389 0.058 Uiso 1 1 calc R . . C2 C 0.6161(4) 0.5869(3) 0.9059(2) 0.0462(7) Uani 1 1 d . . . H2A H 0.6657 0.6842 0.9378 0.055 Uiso 1 1 calc R . . H2B H 0.6480 0.5280 0.9415 0.055 Uiso 1 1 calc R . . C3 C 0.8039(4) 0.6435(4) 0.8381(2) 0.0484(7) Uani 1 1 d . . . H3A H 0.8233 0.6199 0.7842 0.058 Uiso 1 1 calc R . . H3B H 0.8660 0.6131 0.8806 0.058 Uiso 1 1 calc R . . C4 C 0.8470(4) 0.7996(4) 0.8658(2) 0.0515(8) Uani 1 1 d . . . H4A H 0.8293 0.8229 0.9202 0.062 Uiso 1 1 calc R . . H4B H 0.9511 0.8395 0.8763 0.062 Uiso 1 1 calc R . . C5 C 0.7734(4) 0.8698(4) 0.8056(2) 0.0513(8) Uani 1 1 d . . . H5A H 0.8184 0.9708 0.8285 0.062 Uiso 1 1 calc R . . H5B H 0.7904 0.8467 0.7509 0.062 Uiso 1 1 calc R . . C6 C 0.5627(4) 0.9029(4) 0.7255(2) 0.0525(8) Uani 1 1 d . . . H6A H 0.6030 0.8894 0.6788 0.063 Uiso 1 1 calc R . . H6B H 0.5949 1.0030 0.7511 0.063 Uiso 1 1 calc R . . C7 C 0.4016(4) 0.8474(4) 0.6909(2) 0.0520(8) Uani 1 1 d . . . H7A H 0.3606 0.8666 0.7366 0.062 Uiso 1 1 calc R . . H7B H 0.3687 0.8937 0.6469 0.062 Uiso 1 1 calc R . . C8 C 0.2032(4) 0.6299(4) 0.6507(2) 0.0508(8) Uani 1 1 d . . . H8A H 0.1734 0.5312 0.6220 0.061 Uiso 1 1 calc R . . H8B H 0.1431 0.6710 0.6148 0.061 Uiso 1 1 calc R . . C9 C 0.1704(4) 0.6385(4) 0.7330(3) 0.0552(8) Uani 1 1 d . . . H9A H 0.0662 0.5935 0.7197 0.066 Uiso 1 1 calc R . . H9B H 0.1932 0.7370 0.7594 0.066 Uiso 1 1 calc R . . C10 C 0.2447(4) 0.5763(4) 0.7991(2) 0.0526(8) Uani 1 1 d . . . H10A H 0.2085 0.5869 0.8478 0.063 Uiso 1 1 calc R . . H10B H 0.2179 0.4764 0.7746 0.063 Uiso 1 1 calc R . . C11 C 0.4488(4) 0.7830(4) 0.8773(2) 0.0510(8) Uani 1 1 d . . . H11A H 0.4611 0.7862 0.9377 0.061 Uiso 1 1 calc R . . H11B H 0.3717 0.8202 0.8566 0.061 Uiso 1 1 calc R . . C12 C 0.5870(4) 0.8766(3) 0.8699(2) 0.0500(8) Uani 1 1 d . . . H12A H 0.5830 0.9709 0.8746 0.060 Uiso 1 1 calc R . . H12B H 0.6676 0.8804 0.9179 0.060 Uiso 1 1 calc R . . C13 C 0.6295(4) 0.4125(3) 0.7952(2) 0.0476(7) Uani 1 1 d . . . H13A H 0.5313 0.3589 0.7922 0.057 Uiso 1 1 calc R . . H13B H 0.6353 0.3969 0.7371 0.057 Uiso 1 1 calc R . . C14 C 0.7313(4) 0.3557(4) 0.8472(2) 0.0486(7) Uani 1 1 d . . . C15 C 0.8551(5) 0.3526(4) 0.8285(3) 0.0597(9) Uani 1 1 d . . . H15 H 0.8761 0.3881 0.7831 0.072 Uiso 1 1 calc R . . C16 C 0.9481(5) 0.2985(5) 0.8754(3) 0.0676(11) Uani 1 1 d . . . H16 H 1.0325 0.2980 0.8624 0.081 Uiso 1 1 calc R . . C17 C 0.9177(5) 0.2457(4) 0.9409(3) 0.0629(11) Uani 1 1 d . . . H17 H 0.9815 0.2096 0.9735 0.075 Uiso 1 1 calc R . . C18 C 0.7944(5) 0.2454(4) 0.9588(2) 0.0576(9) Uani 1 1 d . . . H18 H 0.7735 0.2085 1.0039 0.069 Uiso 1 1 calc R . . C19 C 0.7004(4) 0.2982(4) 0.9121(2) 0.0511(8) Uani 1 1 d . . . H19 H 0.6146 0.2951 0.9244 0.061 Uiso 1 1 calc R . . C20 C 0.3625(4) 0.6662(4) 0.5652(2) 0.0506(8) Uani 1 1 d . . . C21 C 0.2774(4) 0.7220(4) 0.5010(2) 0.0508(8) Uani 1 1 d . . . C22 C 0.3414(5) 0.8508(5) 0.4881(3) 0.0680(12) Uani 1 1 d . . . H22 H 0.4376 0.9025 0.5205 0.082 Uiso 1 1 calc R . . C23 C 0.2679(6) 0.9050(5) 0.4291(3) 0.0734(13) Uani 1 1 d . . . H23 H 0.3130 0.9936 0.4223 0.088 Uiso 1 1 calc R . . C24 C 0.1314(5) 0.8308(5) 0.3813(3) 0.0635(10) Uani 1 1 d . . . H24 H 0.0819 0.8664 0.3397 0.076 Uiso 1 1 calc R . . C25 C 0.0653(5) 0.7053(5) 0.3928(3) 0.0652(11) Uani 1 1 d . . . H25 H -0.0311 0.6547 0.3602 0.078 Uiso 1 1 calc R . . C26 C 0.1389(5) 0.6512(4) 0.4523(3) 0.0596(10) Uani 1 1 d . . . H26 H 0.0919 0.5632 0.4592 0.071 Uiso 1 1 calc R . . C27 C 0.3489(4) 0.3302(3) 0.6243(2) 0.0463(7) Uani 1 1 d . . . C28 C 0.2615(6) 0.1846(4) 0.6191(3) 0.0644(11) Uani 1 1 d . . . H28A H 0.2581 0.1232 0.5679 0.097 Uiso 1 1 calc R . . H28B H 0.1644 0.1801 0.6174 0.097 Uiso 1 1 calc R . . H28C H 0.3051 0.1558 0.6687 0.097 Uiso 1 1 calc R . . C29 C 0.1022(5) 0.2026(7) 0.4003(4) 0.0796(14) Uani 1 1 d . . . H29A H 0.0943 0.2903 0.4250 0.119 Uiso 1 1 calc R . . H29B H 0.0640 0.1327 0.4287 0.119 Uiso 1 1 calc R . . H29C H 0.0478 0.1730 0.3401 0.119 Uiso 1 1 calc R . . N10 N 0.3518(3) 0.6959(3) 0.65407(19) 0.0488(6) Uani 1 1 d . . . N21 N 0.6166(3) 0.8327(3) 0.79000(19) 0.0472(6) Uani 1 1 d . . . N22 N 0.4030(3) 0.6373(3) 0.83037(18) 0.0458(6) Uani 1 1 d . . . N23 N 0.6533(3) 0.5636(3) 0.82652(18) 0.0451(6) Uani 1 1 d . . . O1 O 0.3638(3) 0.4216(2) 0.68594(15) 0.0462(5) Uani 1 1 d . . . O2 O 0.4050(3) 0.3511(3) 0.56689(16) 0.0558(6) Uani 1 1 d . . . O3 O 0.6134(3) 0.5859(3) 0.65437(16) 0.0471(5) Uani 1 1 d . . . H1O3 H 0.569(6) 0.514(6) 0.620(3) 0.071 Uiso 1 1 d . . . H2O3 H 0.659(6) 0.645(6) 0.631(3) 0.071 Uiso 1 1 d . . . O4 O 0.2484(3) 0.2198(3) 0.41051(17) 0.0552(6) Uani 1 1 d D . . H4C H 0.293(5) 0.254(5) 0.4622(14) 0.066 Uiso 1 1 d D . . P1 P 0.24891(11) 1.09506(10) 0.86070(6) 0.0514(2) Uani 1 1 d . . . F1 F 0.1516(4) 0.9458(4) 0.8087(3) 0.1161(15) Uani 1 1 d . . . F2 F 0.3515(3) 1.0927(3) 0.80402(16) 0.0717(7) Uani 1 1 d . . . F3 F 0.3418(4) 1.0343(3) 0.92448(19) 0.0869(9) Uani 1 1 d . . . F4 F 0.3524(3) 1.2451(3) 0.9154(2) 0.0802(8) Uani 1 1 d . . . F5 F 0.1510(3) 1.0992(3) 0.91889(18) 0.0737(7) Uani 1 1 d . . . F6 F 0.1644(5) 1.1614(5) 0.7991(2) 0.1170(15) 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 Ni1 0.0507(3) 0.0358(2) 0.0385(2) 0.01133(15) 0.01237(16) 0.01613(16) C1 0.060(2) 0.0448(16) 0.0441(16) 0.0161(13) 0.0159(14) 0.0201(15) C2 0.0587(19) 0.0412(15) 0.0390(14) 0.0130(12) 0.0126(13) 0.0183(14) C3 0.0539(18) 0.0441(16) 0.0454(16) 0.0114(13) 0.0120(14) 0.0169(14) C4 0.0527(19) 0.0452(16) 0.0482(18) 0.0098(14) 0.0077(15) 0.0124(14) C5 0.057(2) 0.0414(15) 0.0501(18) 0.0131(14) 0.0125(15) 0.0120(14) C6 0.063(2) 0.0407(15) 0.0513(18) 0.0156(14) 0.0134(16) 0.0164(15) C7 0.065(2) 0.0424(16) 0.0509(18) 0.0170(14) 0.0126(16) 0.0234(16) C8 0.0539(19) 0.0489(17) 0.0521(18) 0.0173(14) 0.0148(15) 0.0199(15) C9 0.054(2) 0.056(2) 0.059(2) 0.0169(16) 0.0182(17) 0.0232(16) C10 0.060(2) 0.0521(18) 0.0524(19) 0.0176(15) 0.0223(16) 0.0218(16) C11 0.067(2) 0.0453(16) 0.0416(16) 0.0080(13) 0.0150(15) 0.0235(16) C12 0.066(2) 0.0375(15) 0.0455(16) 0.0069(13) 0.0157(15) 0.0195(15) C13 0.0578(19) 0.0392(15) 0.0463(17) 0.0102(13) 0.0141(14) 0.0194(14) C14 0.0589(19) 0.0420(15) 0.0461(17) 0.0091(13) 0.0150(15) 0.0213(14) C15 0.072(3) 0.059(2) 0.065(2) 0.0231(18) 0.031(2) 0.036(2) C16 0.066(2) 0.063(2) 0.085(3) 0.018(2) 0.026(2) 0.036(2) C17 0.074(3) 0.055(2) 0.058(2) 0.0097(17) 0.0036(19) 0.036(2) C18 0.079(3) 0.0482(18) 0.0470(18) 0.0135(15) 0.0129(17) 0.0295(18) C19 0.061(2) 0.0431(16) 0.0497(18) 0.0128(14) 0.0139(15) 0.0201(15) C20 0.060(2) 0.0495(17) 0.0456(17) 0.0162(14) 0.0145(15) 0.0232(16) C21 0.060(2) 0.0460(17) 0.0481(17) 0.0182(14) 0.0134(15) 0.0207(15) C22 0.060(2) 0.066(2) 0.066(2) 0.034(2) 0.0039(19) 0.0082(19) C23 0.078(3) 0.064(2) 0.071(3) 0.039(2) 0.010(2) 0.015(2) C24 0.070(3) 0.063(2) 0.057(2) 0.0299(19) 0.0107(19) 0.022(2) C25 0.066(2) 0.061(2) 0.056(2) 0.0191(18) 0.0027(18) 0.0150(19) C26 0.068(2) 0.0467(18) 0.054(2) 0.0173(15) 0.0067(18) 0.0129(17) C27 0.0532(18) 0.0428(15) 0.0416(15) 0.0137(12) 0.0108(13) 0.0159(14) C28 0.086(3) 0.0441(18) 0.054(2) 0.0108(16) 0.019(2) 0.0131(19) C29 0.065(3) 0.097(4) 0.072(3) 0.019(3) 0.018(2) 0.024(3) N10 0.0568(16) 0.0426(13) 0.0480(15) 0.0159(11) 0.0151(13) 0.0173(12) N21 0.0569(16) 0.0387(13) 0.0461(14) 0.0141(11) 0.0135(12) 0.0168(12) N22 0.0551(16) 0.0423(13) 0.0424(13) 0.0128(11) 0.0156(12) 0.0184(12) N23 0.0540(15) 0.0377(12) 0.0419(13) 0.0089(10) 0.0105(11) 0.0176(11) O1 0.0547(13) 0.0384(11) 0.0430(11) 0.0101(9) 0.0134(10) 0.0135(10) O2 0.0678(16) 0.0498(13) 0.0449(13) 0.0081(10) 0.0189(12) 0.0135(12) O3 0.0586(14) 0.0443(12) 0.0406(12) 0.0124(10) 0.0160(10) 0.0190(11) O4 0.0644(16) 0.0542(14) 0.0433(12) 0.0119(11) 0.0146(11) 0.0166(12) P1 0.0602(6) 0.0490(5) 0.0467(5) 0.0091(4) 0.0158(4) 0.0232(4) F1 0.092(2) 0.092(2) 0.119(3) -0.037(2) 0.044(2) -0.0102(18) F2 0.0884(18) 0.0838(17) 0.0607(14) 0.0198(13) 0.0339(13) 0.0454(15) F3 0.125(3) 0.097(2) 0.0697(17) 0.0326(15) 0.0355(17) 0.074(2) F4 0.094(2) 0.0560(14) 0.0872(19) 0.0062(13) 0.0424(16) 0.0151(14) F5 0.0763(16) 0.0721(16) 0.0773(17) 0.0106(13) 0.0371(14) 0.0246(13) F6 0.145(3) 0.194(4) 0.0674(18) 0.046(2) 0.037(2) 0.129(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 O1 2.064(2) . ? Ni1 O3 2.077(3) . ? Ni1 N22 2.091(3) . ? Ni1 N21 2.103(3) . ? Ni1 N23 2.181(3) . ? Ni1 N10 2.202(3) . ? C1 N22 1.492(4) . ? C1 C2 1.515(5) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N23 1.489(4) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N23 1.483(5) . ? C3 C4 1.523(5) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C5 1.520(5) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 N21 1.492(5) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 N21 1.487(5) . ? C6 C7 1.512(6) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 N10 1.492(5) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N10 1.471(5) . ? C8 C9 1.508(6) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.527(6) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 N22 1.487(5) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 N22 1.482(4) . ? C11 C12 1.528(6) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 N21 1.489(5) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.509(5) . ? C13 N23 1.512(4) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C19 1.392(5) . ? C14 C15 1.396(6) . ? C15 C16 1.389(6) . ? C15 H15 0.9500 . ? C16 C17 1.376(7) . ? C16 H16 0.9500 . ? C17 C18 1.377(7) . ? C17 H17 0.9500 . ? C18 C19 1.385(5) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 C21 1.515(5) . ? C20 N10 1.524(5) . ? C21 C26 1.369(6) . ? C21 C22 1.396(6) . ? C22 C23 1.388(6) . ? C22 H22 0.9500 . ? C23 C24 1.357(7) . ? C23 H23 0.9500 . ? C24 C25 1.363(6) . ? C24 H24 0.9500 . ? C25 C26 1.393(6) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C27 O1 1.243(4) . ? C27 O2 1.265(4) . ? C27 C28 1.506(5) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 O4 1.426(6) . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? O3 H1O3 0.81(6) . ? O3 H2O3 0.87(6) . ? O4 H4C 0.842(19) . ? P1 F6 1.560(3) . ? P1 F1 1.564(3) . ? P1 F5 1.580(3) . ? P1 F3 1.587(3) . ? P1 F4 1.596(3) . ? P1 F2 1.598(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 O1 Ni1 O3 88.18(11) . . ? O1 Ni1 N22 88.93(11) . . ? O3 Ni1 N22 170.47(11) . . ? O1 Ni1 N21 172.18(11) . . ? O3 Ni1 N21 98.17(12) . . ? N22 Ni1 N21 85.50(12) . . ? O1 Ni1 N23 93.31(10) . . ? O3 Ni1 N23 85.44(11) . . ? N22 Ni1 N23 85.66(12) . . ? N21 Ni1 N23 91.74(11) . . ? O1 Ni1 N10 90.39(11) . . ? O3 Ni1 N10 97.39(11) . . ? N22 Ni1 N10 91.70(12) . . ? N21 Ni1 N10 84.30(11) . . ? N23 Ni1 N10 175.41(10) . . ? N22 C1 C2 111.4(3) . . ? N22 C1 H1A 109.3 . . ? C2 C1 H1A 109.3 . . ? N22 C1 H1B 109.3 . . ? C2 C1 H1B 109.3 . . ? H1A C1 H1B 108.0 . . ? N23 C2 C1 110.1(3) . . ? N23 C2 H2A 109.6 . . ? C1 C2 H2A 109.6 . . ? N23 C2 H2B 109.6 . . ? C1 C2 H2B 109.6 . . ? H2A C2 H2B 108.2 . . ? N23 C3 C4 116.3(3) . . ? N23 C3 H3A 108.2 . . ? C4 C3 H3A 108.2 . . ? N23 C3 H3B 108.2 . . ? C4 C3 H3B 108.2 . . ? H3A C3 H3B 107.4 . . ? C5 C4 C3 117.1(3) . . ? C5 C4 H4A 108.0 . . ? C3 C4 H4A 108.0 . . ? C5 C4 H4B 108.0 . . ? C3 C4 H4B 108.0 . . ? H4A C4 H4B 107.3 . . ? N21 C5 C4 115.2(3) . . ? N21 C5 H5A 108.5 . . ? C4 C5 H5A 108.5 . . ? N21 C5 H5B 108.5 . . ? C4 C5 H5B 108.5 . . ? H5A C5 H5B 107.5 . . ? N21 C6 C7 111.4(3) . . ? N21 C6 H6A 109.4 . . ? C7 C6 H6A 109.4 . . ? N21 C6 H6B 109.4 . . ? C7 C6 H6B 109.4 . . ? H6A C6 H6B 108.0 . . ? N10 C7 C6 109.8(3) . . ? N10 C7 H7A 109.7 . . ? C6 C7 H7A 109.7 . . ? N10 C7 H7B 109.7 . . ? C6 C7 H7B 109.7 . . ? H7A C7 H7B 108.2 . . ? N10 C8 C9 117.7(3) . . ? N10 C8 H8A 107.9 . . ? C9 C8 H8A 107.9 . . ? N10 C8 H8B 107.9 . . ? C9 C8 H8B 107.9 . . ? H8A C8 H8B 107.2 . . ? C8 C9 C10 118.7(3) . . ? C8 C9 H9A 107.6 . . ? C10 C9 H9A 107.6 . . ? C8 C9 H9B 107.6 . . ? C10 C9 H9B 107.6 . . ? H9A C9 H9B 107.1 . . ? N22 C10 C9 115.3(3) . . ? N22 C10 H10A 108.5 . . ? C9 C10 H10A 108.5 . . ? N22 C10 H10B 108.5 . . ? C9 C10 H10B 108.5 . . ? H10A C10 H10B 107.5 . . ? N22 C11 C12 114.8(3) . . ? N22 C11 H11A 108.6 . . ? C12 C11 H11A 108.6 . . ? N22 C11 H11B 108.6 . . ? C12 C11 H11B 108.6 . . ? H11A C11 H11B 107.5 . . ? N21 C12 C11 114.6(3) . . ? N21 C12 H12A 108.6 . . ? C11 C12 H12A 108.6 . . ? N21 C12 H12B 108.6 . . ? C11 C12 H12B 108.6 . . ? H12A C12 H12B 107.6 . . ? C14 C13 N23 116.2(3) . . ? C14 C13 H13A 108.2 . . ? N23 C13 H13A 108.2 . . ? C14 C13 H13B 108.2 . . ? N23 C13 H13B 108.2 . . ? H13A C13 H13B 107.4 . . ? C19 C14 C15 118.2(4) . . ? C19 C14 C13 120.8(4) . . ? C15 C14 C13 120.8(4) . . ? C16 C15 C14 121.0(4) . . ? C16 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? C17 C16 C15 119.8(4) . . ? C17 C16 H16 120.1 . . ? C15 C16 H16 120.1 . . ? C16 C17 C18 119.8(4) . . ? C16 C17 H17 120.1 . . ? C18 C17 H17 120.1 . . ? C17 C18 C19 120.9(4) . . ? C17 C18 H18 119.5 . . ? C19 C18 H18 119.5 . . ? C18 C19 C14 120.2(4) . . ? C18 C19 H19 119.9 . . ? C14 C19 H19 119.9 . . ? C21 C20 N10 116.7(3) . . ? C26 C21 C22 116.9(4) . . ? C26 C21 C20 123.4(3) . . ? C22 C21 C20 119.7(4) . . ? C23 C22 C21 121.6(4) . . ? C23 C22 H22 119.2 . . ? C21 C22 H22 119.2 . . ? C24 C23 C22 119.7(4) . . ? C24 C23 H23 120.1 . . ? C22 C23 H23 120.1 . . ? C23 C24 C25 120.2(4) . . ? C23 C24 H24 119.9 . . ? C25 C24 H24 119.9 . . ? C24 C25 C26 120.0(4) . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? C21 C26 C25 121.5(4) . . ? C21 C26 H26 119.2 . . ? C25 C26 H26 119.2 . . ? O1 C27 O2 124.2(3) . . ? O1 C27 C28 117.7(3) . . ? O2 C27 C28 118.0(3) . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? O4 C29 H29A 109.5 . . ? O4 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? O4 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C8 N10 C7 111.2(3) . . ? C8 N10 C20 108.9(3) . . ? C7 N10 C20 110.5(3) . . ? C8 N10 Ni1 112.3(2) . . ? C7 N10 Ni1 104.8(2) . . ? C20 N10 Ni1 109.1(2) . . ? C6 N21 C12 111.2(3) . . ? C6 N21 C5 107.3(3) . . ? C12 N21 C5 110.1(3) . . ? C6 N21 Ni1 104.8(2) . . ? C12 N21 Ni1 109.3(2) . . ? C5 N21 Ni1 114.0(2) . . ? C11 N22 C10 110.5(3) . . ? C11 N22 C1 111.1(3) . . ? C10 N22 C1 107.3(3) . . ? C11 N22 Ni1 110.0(2) . . ? C10 N22 Ni1 114.4(2) . . ? C1 N22 Ni1 103.3(2) . . ? C3 N23 C2 112.2(3) . . ? C3 N23 C13 108.5(3) . . ? C2 N23 C13 110.0(3) . . ? C3 N23 Ni1 113.0(2) . . ? C2 N23 Ni1 104.2(2) . . ? C13 N23 Ni1 108.8(2) . . ? C27 O1 Ni1 133.4(2) . . ? Ni1 O3 H1O3 110(4) . . ? Ni1 O3 H2O3 127(3) . . ? H1O3 O3 H2O3 109(5) . . ? C29 O4 H4C 106(4) . . ? F6 P1 F1 92.3(3) . . ? F6 P1 F5 91.27(19) . . ? F1 P1 F5 91.99(18) . . ? F6 P1 F3 177.1(3) . . ? F1 P1 F3 90.3(2) . . ? F5 P1 F3 89.96(17) . . ? F6 P1 F4 89.7(2) . . ? F1 P1 F4 177.9(2) . . ? F5 P1 F4 88.59(16) . . ? F3 P1 F4 87.72(19) . . ? F6 P1 F2 89.74(18) . . ? F1 P1 F2 89.09(18) . . ? F5 P1 F2 178.48(17) . . ? F3 P1 F2 88.97(17) . . ? F4 P1 F2 90.29(16) . . ? 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 N22 C1 C2 N23 -58.0(4) . . . . ? N23 C3 C4 C5 -63.0(5) . . . . ? C3 C4 C5 N21 64.1(5) . . . . ? N21 C6 C7 N10 -57.6(4) . . . . ? N10 C8 C9 C10 -60.3(5) . . . . ? C8 C9 C10 N22 60.7(5) . . . . ? N22 C11 C12 N21 28.3(4) . . . . ? N23 C13 C14 C19 91.1(4) . . . . ? N23 C13 C14 C15 -92.4(4) . . . . ? C19 C14 C15 C16 -2.4(6) . . . . ? C13 C14 C15 C16 -179.0(4) . . . . ? C14 C15 C16 C17 0.6(7) . . . . ? C15 C16 C17 C18 0.7(7) . . . . ? C16 C17 C18 C19 -0.2(6) . . . . ? C17 C18 C19 C14 -1.6(6) . . . . ? C15 C14 C19 C18 2.9(5) . . . . ? C13 C14 C19 C18 179.5(3) . . . . ? N10 C20 C21 C26 -88.5(5) . . . . ? N10 C20 C21 C22 92.9(5) . . . . ? C26 C21 C22 C23 0.4(7) . . . . ? C20 C21 C22 C23 179.1(5) . . . . ? C21 C22 C23 C24 -1.3(9) . . . . ? C22 C23 C24 C25 1.9(8) . . . . ? C23 C24 C25 C26 -1.6(8) . . . . ? C22 C21 C26 C25 -0.1(7) . . . . ? C20 C21 C26 C25 -178.8(4) . . . . ? C24 C25 C26 C21 0.7(7) . . . . ? C9 C8 N10 C7 -62.0(4) . . . . ? C9 C8 N10 C20 176.1(3) . . . . ? C9 C8 N10 Ni1 55.1(4) . . . . ? C6 C7 N10 C8 157.5(3) . . . . ? C6 C7 N10 C20 -81.5(4) . . . . ? C6 C7 N10 Ni1 35.9(3) . . . . ? C21 C20 N10 C8 62.7(4) . . . . ? C21 C20 N10 C7 -59.7(4) . . . . ? C21 C20 N10 Ni1 -174.4(3) . . . . ? O1 Ni1 N10 C8 44.2(2) . . . . ? O3 Ni1 N10 C8 132.4(2) . . . . ? N22 Ni1 N10 C8 -44.7(2) . . . . ? N21 Ni1 N10 C8 -130.0(3) . . . . ? O1 Ni1 N10 C7 165.1(2) . . . . ? O3 Ni1 N10 C7 -106.7(2) . . . . ? N22 Ni1 N10 C7 76.1(2) . . . . ? N21 Ni1 N10 C7 -9.2(2) . . . . ? O1 Ni1 N10 C20 -76.6(2) . . . . ? O3 Ni1 N10 C20 11.6(2) . . . . ? N22 Ni1 N10 C20 -165.6(2) . . . . ? N21 Ni1 N10 C20 109.1(2) . . . . ? C7 C6 N21 C12 -72.3(4) . . . . ? C7 C6 N21 C5 167.2(3) . . . . ? C7 C6 N21 Ni1 45.7(3) . . . . ? C11 C12 N21 C6 94.0(4) . . . . ? C11 C12 N21 C5 -147.2(3) . . . . ? C11 C12 N21 Ni1 -21.3(4) . . . . ? C4 C5 N21 C6 -175.9(3) . . . . ? C4 C5 N21 C12 62.9(4) . . . . ? C4 C5 N21 Ni1 -60.4(4) . . . . ? O3 Ni1 N21 C6 77.7(2) . . . . ? N22 Ni1 N21 C6 -111.2(2) . . . . ? N23 Ni1 N21 C6 163.3(2) . . . . ? N10 Ni1 N21 C6 -19.0(2) . . . . ? O3 Ni1 N21 C12 -163.0(2) . . . . ? N22 Ni1 N21 C12 8.1(2) . . . . ? N23 Ni1 N21 C12 -77.4(2) . . . . ? N10 Ni1 N21 C12 100.3(2) . . . . ? O3 Ni1 N21 C5 -39.3(2) . . . . ? N22 Ni1 N21 C5 131.8(2) . . . . ? N23 Ni1 N21 C5 46.3(2) . . . . ? N10 Ni1 N21 C5 -136.0(3) . . . . ? C12 C11 N22 C10 -147.2(3) . . . . ? C12 C11 N22 C1 93.8(4) . . . . ? C12 C11 N22 Ni1 -19.9(4) . . . . ? C9 C10 N22 C11 65.5(4) . . . . ? C9 C10 N22 C1 -173.3(3) . . . . ? C9 C10 N22 Ni1 -59.4(4) . . . . ? C2 C1 N22 C11 -71.3(4) . . . . ? C2 C1 N22 C10 167.8(3) . . . . ? C2 C1 N22 Ni1 46.5(3) . . . . ? O1 Ni1 N22 C11 -168.1(2) . . . . ? N21 Ni1 N22 C11 6.4(2) . . . . ? N23 Ni1 N22 C11 98.5(2) . . . . ? N10 Ni1 N22 C11 -77.8(2) . . . . ? O1 Ni1 N22 C10 -43.0(2) . . . . ? N21 Ni1 N22 C10 131.5(3) . . . . ? N23 Ni1 N22 C10 -136.4(2) . . . . ? N10 Ni1 N22 C10 47.3(2) . . . . ? O1 Ni1 N22 C1 73.2(2) . . . . ? N21 Ni1 N22 C1 -112.3(2) . . . . ? N23 Ni1 N22 C1 -20.2(2) . . . . ? N10 Ni1 N22 C1 163.6(2) . . . . ? C4 C3 N23 C2 -61.0(4) . . . . ? C4 C3 N23 C13 177.3(3) . . . . ? C4 C3 N23 Ni1 56.5(3) . . . . ? C1 C2 N23 C3 157.5(3) . . . . ? C1 C2 N23 C13 -81.6(3) . . . . ? C1 C2 N23 Ni1 34.9(3) . . . . ? C14 C13 N23 C3 53.3(4) . . . . ? C14 C13 N23 C2 -69.7(4) . . . . ? C14 C13 N23 Ni1 176.7(3) . . . . ? O1 Ni1 N23 C3 141.4(2) . . . . ? O3 Ni1 N23 C3 53.5(2) . . . . ? N22 Ni1 N23 C3 -129.9(2) . . . . ? N21 Ni1 N23 C3 -44.6(2) . . . . ? O1 Ni1 N23 C2 -96.5(2) . . . . ? O3 Ni1 N23 C2 175.5(2) . . . . ? N22 Ni1 N23 C2 -7.9(2) . . . . ? N21 Ni1 N23 C2 77.5(2) . . . . ? O1 Ni1 N23 C13 20.8(2) . . . . ? O3 Ni1 N23 C13 -67.1(2) . . . . ? N22 Ni1 N23 C13 109.5(2) . . . . ? N21 Ni1 N23 C13 -165.1(2) . . . . ? O2 C27 O1 Ni1 -13.5(6) . . . . ? C28 C27 O1 Ni1 164.8(3) . . . . ? O3 Ni1 O1 C27 -8.6(3) . . . . ? N22 Ni1 O1 C27 -179.5(3) . . . . ? N23 Ni1 O1 C27 -93.9(3) . . . . ? N10 Ni1 O1 C27 88.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.108 _refine_diff_density_min -1.003 _refine_diff_density_rms 0.189 # Attachment '- sja33_08 Ni9.cif' data_sja33_08 _database_code_depnum_ccdc_archive 'CCDC 891844' #TrackingRef '- sja33_08 Ni9.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H35 F6 N4 Ni O3 P' _chemical_formula_weight 535.16 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 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' O O 0.0106 0.0060 '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' 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' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M R3C loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-y, -x, z+1/2' '-x+y, -x, z' 'x, x-y, z+1/2' '-x+y, y, z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-y+2/3, -x+1/3, z+5/6' '-x+y+2/3, -x+1/3, z+1/3' 'x+2/3, x-y+1/3, z+5/6' '-x+y+2/3, y+1/3, z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-y+1/3, -x+2/3, z+7/6' '-x+y+1/3, -x+2/3, z+2/3' 'x+1/3, x-y+2/3, z+7/6' '-x+y+1/3, y+2/3, z+7/6' _cell_length_a 26.005(2) _cell_length_b 26.005(2) _cell_length_c 17.2968(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 10129.9(13) _cell_formula_units_Z 18 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6355 _cell_measurement_theta_min 2.52 _cell_measurement_theta_max 30.76 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.579 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5040 _exptl_absorpt_coefficient_mu 1.008 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 'Stoe IPDS-II image plate' _diffrn_measurement_method '\w scans, 71 frames at 1\% intervals, exposure time 2 minutes' _diffrn_reflns_number 18505 _diffrn_reflns_av_R_equivalents 0.0839 _diffrn_reflns_av_sigmaI/netI 0.1891 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 41 _diffrn_reflns_limit_k_min -41 _diffrn_reflns_limit_k_max 40 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.52 _diffrn_reflns_theta_max 34.73 _reflns_number_total 8024 _reflns_number_gt 3556 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-AREA (Stoe & Cie, 2002)' _computing_cell_refinement X-AREA _computing_data_reduction 'X-RED (Stoe & Cie, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP III (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _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^)+(0.0271P)^2^+0.0000P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.035(12) _refine_ls_number_reflns 8024 _refine_ls_number_parameters 286 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.1165 _refine_ls_R_factor_gt 0.0404 _refine_ls_wR_factor_ref 0.0815 _refine_ls_wR_factor_gt 0.0717 _refine_ls_goodness_of_fit_ref 0.681 _refine_ls_restrained_S_all 0.681 _refine_ls_shift/su_max 0.021 _refine_ls_shift/su_mean 0.002 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 0.047397(18) 0.863384(18) 0.90118(2) 0.02172(8) Uani 1 1 d . . . P1 P 0.08431(4) 0.71780(4) 1.20474(5) 0.02675(19) Uani 1 1 d . . . F1 F 0.05419(12) 0.72196(13) 1.28243(13) 0.0634(7) Uani 1 1 d . . . F2 F 0.05663(12) 0.64864(10) 1.21979(16) 0.0634(7) Uani 1 1 d . . . F3 F 0.14199(10) 0.73095(11) 1.25251(13) 0.0539(7) Uani 1 1 d . . . F4 F 0.11150(12) 0.78666(11) 1.18895(15) 0.0665(8) Uani 1 1 d . . . F5 F 0.02699(10) 0.70583(12) 1.15799(14) 0.0562(7) Uani 1 1 d . . . F6 F 0.11442(12) 0.71323(14) 1.12862(14) 0.0676(8) Uani 1 1 d . . . O1 O 0.12233(10) 0.93220(9) 0.85283(13) 0.0265(5) Uani 1 1 d . . . O2 O 0.10026(11) 1.00142(11) 0.81904(16) 0.0416(6) Uani 1 1 d . . . O1W O 0.00331(11) 0.91143(12) 0.87945(14) 0.0337(6) Uani 1 1 d D . . H1C H -0.0289(10) 0.8980(17) 0.858(2) 0.051 Uiso 1 1 d D . . H1D H 0.0329(12) 0.9407(14) 0.858(2) 0.051 Uiso 1 1 d D . . N1 N 0.09636(12) 0.82263(12) 0.94053(15) 0.0233(6) Uani 1 1 d . . . N2 N 0.06450(13) 0.90177(12) 1.01735(15) 0.0270(6) Uani 1 1 d . . . N3 N -0.02737(12) 0.78422(12) 0.94254(15) 0.0247(6) Uani 1 1 d . . . N4 N 0.02751(12) 0.81549(12) 0.79201(15) 0.0273(6) Uani 1 1 d . . . C1 C 0.13039(16) 0.85942(17) 1.0068(2) 0.0333(8) Uani 1 1 d . . . H1A H 0.1635 0.8975 0.9875 0.040 Uiso 1 1 calc R . . H1B H 0.1477 0.8388 1.0356 0.040 Uiso 1 1 calc R . . C2 C 0.09260(17) 0.87210(17) 1.0610(2) 0.0352(8) Uani 1 1 d . . . H2A H 0.0613 0.8345 1.0840 0.042 Uiso 1 1 calc R . . H2B H 0.1175 0.8983 1.1034 0.042 Uiso 1 1 calc R . . C3 C 0.00900(18) 0.89172(19) 1.0577(2) 0.0391(10) Uani 1 1 d . . . H3A H -0.0063 0.9145 1.0297 0.047 Uiso 1 1 calc R . . H3B H 0.0202 0.9089 1.1103 0.047 Uiso 1 1 calc R . . C4 C -0.04121(18) 0.82853(17) 1.0656(2) 0.0387(9) Uani 1 1 d . . . H4A H -0.0267 0.8062 1.0963 0.046 Uiso 1 1 calc R . . H4B H -0.0734 0.8290 1.0956 0.046 Uiso 1 1 calc R . . C5 C -0.06749(15) 0.79493(17) 0.9917(2) 0.0319(8) Uani 1 1 d . . . H5A H -0.1023 0.7560 1.0050 0.038 Uiso 1 1 calc R . . H5B H -0.0821 0.8171 0.9609 0.038 Uiso 1 1 calc R . . C6 C -0.06023(15) 0.75410(16) 0.87135(19) 0.0331(8) Uani 1 1 d . . . H6A H -0.0812 0.7744 0.8518 0.040 Uiso 1 1 calc R . . H6B H -0.0904 0.7126 0.8838 0.040 Uiso 1 1 calc R . . C7 C -0.01968(16) 0.75402(15) 0.80899(19) 0.0326(8) Uani 1 1 d . . . H7A H -0.0016 0.7303 0.8262 0.039 Uiso 1 1 calc R . . H7B H -0.0429 0.7355 0.7615 0.039 Uiso 1 1 calc R . . C8 C 0.08043(17) 0.81669(17) 0.7578(2) 0.0351(9) Uani 1 1 d . . . H8A H 0.1095 0.8584 0.7445 0.042 Uiso 1 1 calc R . . H8B H 0.0681 0.7940 0.7088 0.042 Uiso 1 1 calc R . . C9 C 0.11197(17) 0.79232(16) 0.8068(2) 0.0356(9) Uani 1 1 d . . . H9A H 0.0832 0.7503 0.8191 0.043 Uiso 1 1 calc R . . H9B H 0.1439 0.7928 0.7752 0.043 Uiso 1 1 calc R . . C10 C 0.13901(16) 0.82448(16) 0.88183(19) 0.0318(8) Uani 1 1 d . . . H10A H 0.1618 0.8072 0.9050 0.038 Uiso 1 1 calc R . . H10B H 0.1676 0.8666 0.8698 0.038 Uiso 1 1 calc R . . C11 C 0.05492(15) 0.76013(15) 0.96458(19) 0.0270(7) Uani 1 1 d . . . H11A H 0.0718 0.7510 1.0104 0.032 Uiso 1 1 calc R . . H11B H 0.0525 0.7333 0.9223 0.032 Uiso 1 1 calc R . . C12 C -0.00791(15) 0.74687(15) 0.9842(2) 0.0278(7) Uani 1 1 d . . . H12A H -0.0361 0.7047 0.9723 0.033 Uiso 1 1 calc R . . H12B H -0.0101 0.7524 1.0405 0.033 Uiso 1 1 calc R . . C13 C 0.10540(18) 0.96520(16) 1.0147(2) 0.0391(9) Uani 1 1 d . . . H13A H 0.0873 0.9846 0.9861 0.059 Uiso 1 1 calc R . . H13B H 0.1421 0.9729 0.9888 0.059 Uiso 1 1 calc R . . H13C H 0.1145 0.9810 1.0675 0.059 Uiso 1 1 calc R . . C14 C 0.00557(18) 0.84271(17) 0.73503(18) 0.0370(9) Uani 1 1 d . . . H14A H 0.0368 0.8836 0.7245 0.055 Uiso 1 1 calc R . . H14B H -0.0294 0.8428 0.7560 0.055 Uiso 1 1 calc R . . H14C H -0.0052 0.8197 0.6869 0.055 Uiso 1 1 calc R . . C15 C 0.13512(16) 0.98108(16) 0.8215(2) 0.0286(8) Uani 1 1 d . . . C16 C 0.19605(16) 1.01712(16) 0.7884(2) 0.0346(8) Uani 1 1 d . . . H16A H 0.2004 1.0537 0.7659 0.052 Uiso 1 1 calc R . . H16B H 0.2021 0.9942 0.7482 0.052 Uiso 1 1 calc R . . H16C H 0.2256 1.0271 0.8294 0.052 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 0.0185(2) 0.0216(2) 0.02417(17) -0.00175(18) -0.00187(18) 0.00941(19) P1 0.0197(4) 0.0250(5) 0.0327(5) 0.0012(4) 0.0005(4) 0.0090(4) F1 0.0684(18) 0.101(2) 0.0447(13) -0.0020(15) 0.0133(13) 0.0600(18) F2 0.0623(18) 0.0299(14) 0.0868(18) 0.0084(13) 0.0039(14) 0.0146(13) F3 0.0289(12) 0.0710(18) 0.0558(14) 0.0287(13) 0.0002(11) 0.0204(12) F4 0.0597(17) 0.0324(14) 0.091(2) 0.0093(13) -0.0318(15) 0.0108(13) F5 0.0243(12) 0.0707(17) 0.0597(15) 0.0031(13) -0.0113(10) 0.0133(12) F6 0.0660(18) 0.101(2) 0.0412(13) -0.0005(14) 0.0182(13) 0.0461(18) O1 0.0240(12) 0.0204(11) 0.0378(13) 0.0028(10) 0.0034(10) 0.0132(10) O2 0.0365(15) 0.0273(14) 0.0664(18) 0.0031(13) 0.0067(13) 0.0200(13) O1W 0.0217(13) 0.0393(16) 0.0387(15) -0.0004(12) -0.0048(11) 0.0142(12) N1 0.0187(14) 0.0231(15) 0.0290(14) 0.0010(12) 0.0000(11) 0.0111(12) N2 0.0268(15) 0.0299(16) 0.0277(14) -0.0072(12) -0.0072(12) 0.0168(13) N3 0.0175(14) 0.0259(15) 0.0278(14) 0.0041(12) 0.0034(11) 0.0087(12) N4 0.0308(17) 0.0245(15) 0.0231(14) -0.0008(11) 0.0003(12) 0.0111(13) C1 0.0290(19) 0.038(2) 0.0380(19) -0.0019(17) -0.0102(16) 0.0200(18) C2 0.036(2) 0.040(2) 0.0302(18) -0.0096(16) -0.0116(16) 0.0192(18) C3 0.045(2) 0.059(3) 0.0253(17) -0.0072(18) -0.0019(17) 0.035(2) C4 0.041(2) 0.052(3) 0.0354(19) 0.0045(18) 0.0111(17) 0.033(2) C5 0.0164(16) 0.037(2) 0.039(2) 0.0096(16) 0.0061(14) 0.0113(16) C6 0.0195(18) 0.0281(19) 0.040(2) 0.0030(16) -0.0072(15) 0.0032(15) C7 0.033(2) 0.0245(18) 0.0279(18) -0.0069(14) -0.0097(16) 0.0050(16) C8 0.042(2) 0.030(2) 0.0284(18) -0.0043(15) 0.0151(16) 0.0145(18) C9 0.041(2) 0.0261(19) 0.044(2) 0.0071(16) 0.0222(18) 0.0192(17) C10 0.0232(18) 0.0281(19) 0.049(2) 0.0082(16) 0.0095(17) 0.0161(16) C11 0.0292(18) 0.0242(17) 0.0312(17) 0.0074(14) 0.0028(15) 0.0160(15) C12 0.0235(18) 0.0249(18) 0.0319(17) 0.0100(14) 0.0070(14) 0.0097(15) C13 0.043(2) 0.034(2) 0.036(2) -0.0116(16) -0.0095(18) 0.0162(19) C14 0.053(3) 0.038(2) 0.0169(16) 0.0023(15) -0.0049(16) 0.020(2) C15 0.0290(19) 0.0261(18) 0.0332(18) -0.0025(15) -0.0019(15) 0.0157(16) C16 0.035(2) 0.027(2) 0.039(2) 0.0050(16) 0.0082(17) 0.0134(18) _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 O1 2.052(2) . ? Ni1 O1W 2.109(3) . ? Ni1 N3 2.128(3) . ? Ni1 N1 2.135(3) . ? Ni1 N4 2.177(3) . ? Ni1 N2 2.188(3) . ? P1 F6 1.566(3) . ? P1 F5 1.584(2) . ? P1 F4 1.586(3) . ? P1 F1 1.586(2) . ? P1 F2 1.589(3) . ? P1 F3 1.593(2) . ? O1 C15 1.264(4) . ? O2 C15 1.258(4) . ? N1 C1 1.471(4) . ? N1 C10 1.487(4) . ? N1 C11 1.492(4) . ? N2 C13 1.449(4) . ? N2 C3 1.504(5) . ? N2 C2 1.504(5) . ? N3 C5 1.476(4) . ? N3 C6 1.480(4) . ? N3 C12 1.487(4) . ? N4 C7 1.479(4) . ? N4 C8 1.484(5) . ? N4 C14 1.484(4) . ? C1 C2 1.509(5) . ? C3 C4 1.509(6) . ? C4 C5 1.506(5) . ? C6 C7 1.509(5) . ? C8 C9 1.521(5) . ? C9 C10 1.513(5) . ? C11 C12 1.530(5) . ? C15 C16 1.494(5) . ? 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 O1 Ni1 O1W 88.35(10) . . ? O1 Ni1 N3 172.12(10) . . ? O1W Ni1 N3 97.39(10) . . ? O1 Ni1 N1 91.19(10) . . ? O1W Ni1 N1 170.63(10) . . ? N3 Ni1 N1 84.02(10) . . ? O1 Ni1 N4 89.76(10) . . ? O1W Ni1 N4 98.06(11) . . ? N3 Ni1 N4 84.11(10) . . ? N1 Ni1 N4 91.29(11) . . ? O1 Ni1 N2 95.08(10) . . ? O1W Ni1 N2 86.56(10) . . ? N3 Ni1 N2 90.67(11) . . ? N1 Ni1 N2 84.15(10) . . ? N4 Ni1 N2 173.41(11) . . ? F6 P1 F5 90.74(15) . . ? F6 P1 F4 89.05(16) . . ? F5 P1 F4 88.76(14) . . ? F6 P1 F1 179.21(16) . . ? F5 P1 F1 89.87(14) . . ? F4 P1 F1 91.46(16) . . ? F6 P1 F2 90.72(16) . . ? F5 P1 F2 90.69(14) . . ? F4 P1 F2 179.40(16) . . ? F1 P1 F2 88.78(15) . . ? F6 P1 F3 89.97(14) . . ? F5 P1 F3 178.87(16) . . ? F4 P1 F3 90.38(14) . . ? F1 P1 F3 89.42(14) . . ? F2 P1 F3 90.17(14) . . ? C15 O1 Ni1 135.2(2) . . ? C1 N1 C10 108.3(3) . . ? C1 N1 C11 111.3(3) . . ? C10 N1 C11 110.3(3) . . ? C1 N1 Ni1 103.87(19) . . ? C10 N1 Ni1 112.75(19) . . ? C11 N1 Ni1 110.2(2) . . ? C13 N2 C3 107.9(3) . . ? C13 N2 C2 109.3(3) . . ? C3 N2 C2 110.4(3) . . ? C13 N2 Ni1 110.9(2) . . ? C3 N2 Ni1 112.9(2) . . ? C2 N2 Ni1 105.46(19) . . ? C5 N3 C6 107.7(3) . . ? C5 N3 C12 110.3(2) . . ? C6 N3 C12 110.6(3) . . ? C5 N3 Ni1 113.7(2) . . ? C6 N3 Ni1 103.82(19) . . ? C12 N3 Ni1 110.50(19) . . ? C7 N4 C8 111.2(3) . . ? C7 N4 C14 109.8(3) . . ? C8 N4 C14 107.4(3) . . ? C7 N4 Ni1 106.12(19) . . ? C8 N4 Ni1 112.4(2) . . ? C14 N4 Ni1 109.9(2) . . ? N1 C1 C2 112.3(3) . . ? N2 C2 C1 109.7(3) . . ? N2 C3 C4 117.6(3) . . ? C5 C4 C3 116.7(3) . . ? N3 C5 C4 116.1(3) . . ? N3 C6 C7 112.1(3) . . ? N4 C7 C6 110.1(3) . . ? N4 C8 C9 117.2(3) . . ? C10 C9 C8 116.5(3) . . ? N1 C10 C9 115.8(3) . . ? N1 C11 C12 114.6(3) . . ? N3 C12 C11 114.8(3) . . ? O2 C15 O1 123.7(3) . . ? O2 C15 C16 119.0(3) . . ? O1 C15 C16 117.3(3) . . ? 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 O1W Ni1 O1 C15 -2.0(3) . . . . ? N3 Ni1 O1 C15 134.9(7) . . . . ? N1 Ni1 O1 C15 -172.6(3) . . . . ? N4 Ni1 O1 C15 96.1(3) . . . . ? N2 Ni1 O1 C15 -88.4(3) . . . . ? O1 Ni1 N1 C1 74.8(2) . . . . ? O1W Ni1 N1 C1 -12.3(7) . . . . ? N3 Ni1 N1 C1 -111.5(2) . . . . ? N4 Ni1 N1 C1 164.6(2) . . . . ? N2 Ni1 N1 C1 -20.2(2) . . . . ? O1 Ni1 N1 C10 -42.3(2) . . . . ? O1W Ni1 N1 C10 -129.4(6) . . . . ? N3 Ni1 N1 C10 131.5(2) . . . . ? N4 Ni1 N1 C10 47.5(2) . . . . ? N2 Ni1 N1 C10 -137.3(2) . . . . ? O1 Ni1 N1 C11 -165.9(2) . . . . ? O1W Ni1 N1 C11 107.0(6) . . . . ? N3 Ni1 N1 C11 7.8(2) . . . . ? N4 Ni1 N1 C11 -76.1(2) . . . . ? N2 Ni1 N1 C11 99.1(2) . . . . ? O1 Ni1 N2 C13 20.2(2) . . . . ? O1W Ni1 N2 C13 -67.9(2) . . . . ? N3 Ni1 N2 C13 -165.2(2) . . . . ? N1 Ni1 N2 C13 110.9(2) . . . . ? N4 Ni1 N2 C13 157.3(9) . . . . ? O1 Ni1 N2 C3 141.3(2) . . . . ? O1W Ni1 N2 C3 53.3(2) . . . . ? N3 Ni1 N2 C3 -44.1(2) . . . . ? N1 Ni1 N2 C3 -128.0(2) . . . . ? N4 Ni1 N2 C3 -81.5(10) . . . . ? O1 Ni1 N2 C2 -98.1(2) . . . . ? O1W Ni1 N2 C2 173.9(2) . . . . ? N3 Ni1 N2 C2 76.5(2) . . . . ? N1 Ni1 N2 C2 -7.4(2) . . . . ? N4 Ni1 N2 C2 39.1(10) . . . . ? O1 Ni1 N3 C5 -175.5(6) . . . . ? O1W Ni1 N3 C5 -39.1(2) . . . . ? N1 Ni1 N3 C5 131.6(2) . . . . ? N4 Ni1 N3 C5 -136.5(2) . . . . ? N2 Ni1 N3 C5 47.6(2) . . . . ? O1 Ni1 N3 C6 -58.8(8) . . . . ? O1W Ni1 N3 C6 77.6(2) . . . . ? N1 Ni1 N3 C6 -111.7(2) . . . . ? N4 Ni1 N3 C6 -19.8(2) . . . . ? N2 Ni1 N3 C6 164.2(2) . . . . ? O1 Ni1 N3 C12 59.8(8) . . . . ? O1W Ni1 N3 C12 -163.7(2) . . . . ? N1 Ni1 N3 C12 6.9(2) . . . . ? N4 Ni1 N3 C12 98.9(2) . . . . ? N2 Ni1 N3 C12 -77.1(2) . . . . ? O1 Ni1 N4 C7 167.5(2) . . . . ? O1W Ni1 N4 C7 -104.2(2) . . . . ? N3 Ni1 N4 C7 -7.6(2) . . . . ? N1 Ni1 N4 C7 76.3(2) . . . . ? N2 Ni1 N4 C7 30.1(10) . . . . ? O1 Ni1 N4 C8 45.7(2) . . . . ? O1W Ni1 N4 C8 134.0(2) . . . . ? N3 Ni1 N4 C8 -129.3(2) . . . . ? N1 Ni1 N4 C8 -45.5(2) . . . . ? N2 Ni1 N4 C8 -91.6(10) . . . . ? O1 Ni1 N4 C14 -73.9(2) . . . . ? O1W Ni1 N4 C14 14.4(2) . . . . ? N3 Ni1 N4 C14 111.1(2) . . . . ? N1 Ni1 N4 C14 -165.1(2) . . . . ? N2 Ni1 N4 C14 148.8(9) . . . . ? C10 N1 C1 C2 166.7(3) . . . . ? C11 N1 C1 C2 -71.9(4) . . . . ? Ni1 N1 C1 C2 46.6(3) . . . . ? C13 N2 C2 C1 -85.5(4) . . . . ? C3 N2 C2 C1 156.0(3) . . . . ? Ni1 N2 C2 C1 33.8(3) . . . . ? N1 C1 C2 N2 -57.0(4) . . . . ? C13 N2 C3 C4 178.4(3) . . . . ? C2 N2 C3 C4 -62.2(4) . . . . ? Ni1 N2 C3 C4 55.6(4) . . . . ? N2 C3 C4 C5 -61.0(5) . . . . ? C6 N3 C5 C4 -176.7(3) . . . . ? C12 N3 C5 C4 62.4(4) . . . . ? Ni1 N3 C5 C4 -62.3(3) . . . . ? C3 C4 C5 N3 63.9(4) . . . . ? C5 N3 C6 C7 166.4(3) . . . . ? C12 N3 C6 C7 -73.0(3) . . . . ? Ni1 N3 C6 C7 45.6(3) . . . . ? C8 N4 C7 C6 156.3(3) . . . . ? C14 N4 C7 C6 -85.0(3) . . . . ? Ni1 N4 C7 C6 33.8(3) . . . . ? N3 C6 C7 N4 -56.2(4) . . . . ? C7 N4 C8 C9 -61.4(4) . . . . ? C14 N4 C8 C9 178.5(3) . . . . ? Ni1 N4 C8 C9 57.4(4) . . . . ? N4 C8 C9 C10 -62.8(4) . . . . ? C1 N1 C10 C9 -176.0(3) . . . . ? C11 N1 C10 C9 62.0(4) . . . . ? Ni1 N1 C10 C9 -61.6(3) . . . . ? C8 C9 C10 N1 64.3(4) . . . . ? C1 N1 C11 C12 93.4(3) . . . . ? C10 N1 C11 C12 -146.4(3) . . . . ? Ni1 N1 C11 C12 -21.3(3) . . . . ? C5 N3 C12 C11 -147.2(3) . . . . ? C6 N3 C12 C11 93.8(3) . . . . ? Ni1 N3 C12 C11 -20.7(3) . . . . ? N1 C11 C12 N3 28.6(4) . . . . ? Ni1 O1 C15 O2 6.3(6) . . . . ? Ni1 O1 C15 C16 -175.9(2) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 34.73 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.766 _refine_diff_density_min -0.381 _refine_diff_density_rms 0.076