Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_compound2 _journal_coden_Cambridge 186 loop_ _publ_author_name _publ_author_address 'Sladek, Marianna I.' ; Fakultat f. Chemie Universitat Bielefeld 33615 Bielefeld Germany ; 'Braun, Thomas' ; Fakultat f. Chemie Universitat Bielefeld 33615 Bielefeld Germany ; 'Neumann, Beate' ; Fakultat f. Chemie Universitat Bielefeld 33615 Bielefeld Germany ; 'Stammler, Hans-Georg' ; Fakultat f. Chemie Universitat Bielefeld 33615 Bielefeld Germany ; _publ_requested_journal 'Dalton Transactions' # 1. SUBMISSION DETAILS _publ_contact_author_name 'Dr Thomas Braun' _publ_contact_author_address ; Fakultät für Chemie, ACIII Universität Bielefeld Postfach 100131 D -33501 Bielefeld Bielefeld D-33501 GERMANY ; _publ_contact_author_phone '49 521 1066165' _publ_contact_author_fax '49 521 1066146' _publ_contact_author_email THOMAS.BRAUN@UNI-BIELEFELD.DE _publ_requested_coeditor_name ? _publ_contact_letter ; Please consider this CIF submission for deposition To: DALTON@RSC.ORG Subject: Depositing Crystal Structure Data Dear Madam or Sir, please find enclosed the crystallographic data of compound1 'C16 H30 Cl F3 N2 Ni P2' compound2 'C40 H66 Cl F3 N2 Ni P2' for deposition in your data file. With kind regards Beate Neumann ; #============================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; Aromatic C-F Activation at Ni in the Presence of a Carbon Chlorine Bond: The Nickel Mediated Synthesis of new Pyrimidines ; _database_code_CSD 173741 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C40 H66 Cl F3 N2 Ni P2' _chemical_formula_sum 'C40 H66 Cl F3 N2 Ni P2' _chemical_formula_weight 788.05 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' 'Cl' 'Cl' 0.1484 0.1585 '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' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/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 13.8320(10) _cell_length_b 20.2110(15) _cell_length_c 14.5510(10) _cell_angle_alpha 90.000(6) _cell_angle_beta 90.459(6) _cell_angle_gamma 90.000(6) _cell_volume 4067.7(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Plate _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.287 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1688 _exptl_absorpt_coefficient_mu 0.665 _exptl_absorpt_correction_type 'empirical' _exptl_absorpt_correction_T_min 0.775 _exptl_absorpt_correction_T_max 0.938 _exptl_special_details ; ; _diffrn_ambient_temperature 100(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 'KappaCCD' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28171 _diffrn_reflns_av_R_equivalents 0.0409 _diffrn_reflns_av_sigmaI/netI 0.0416 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.86 _diffrn_reflns_theta_max 27.51 _reflns_number_total 9114 _reflns_number_gt 7325 _reflns_threshold_expression >2sigma(I) _computing_data_collection KappaCCD _computing_cell_refinement ? _computing_data_reduction 'EVALCCD (Duisenberg, 1998, Thesis. Utrecht University.' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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 w=1/[\s^2^(Fo^2^)+(0.0144P)^2^+5.7001P] 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 9114 _refine_ls_number_parameters 524 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0645 _refine_ls_R_factor_gt 0.0449 _refine_ls_wR_factor_ref 0.0942 _refine_ls_wR_factor_gt 0.0890 _refine_ls_goodness_of_fit_ref 1.127 _refine_ls_restrained_S_all 1.127 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.11523(2) 0.121733(14) 0.248610(19) 0.01647(7) Uani 1 d . . . P1 P 0.01325(4) 0.18806(3) 0.17353(4) 0.01830(12) Uani 1 d . . . P2 P 0.21990(4) 0.04586(3) 0.29695(4) 0.01693(12) Uani 1 d . . . Cl1 Cl -0.05689(8) 0.13005(5) 0.41895(8) 0.0235(3) Uani 0.623(2) d P A 1 Cl1b Cl 0.25038(15) 0.22334(10) 0.39891(15) 0.0313(5) Uani 0.377(2) d P A 2 F1 F 0.12515(13) 0.07975(8) 0.13643(10) 0.0390(4) Uani 1 d . . . F2 F 0.0028(2) 0.22071(19) 0.5640(2) 0.0469(9) Uani 0.623(2) d P A 1 F3 F 0.29758(17) 0.26486(12) 0.46045(16) 0.0300(6) Uani 0.623(2) d P A 1 N1 N 0.1507(3) 0.2451(2) 0.5134(3) 0.0297(9) Uani 0.623(2) d P A 1 N2 N 0.2037(3) 0.20149(17) 0.3712(2) 0.0191(7) Uani 0.623(2) d P A 1 F2b F 0.1453(4) 0.2486(2) 0.5674(4) 0.0415(12) Uani 0.377(2) d P A 2 F3b F -0.1207(3) 0.13497(19) 0.4967(3) 0.0298(10) Uani 0.377(2) d P A 2 N1b N 0.0107(5) 0.1910(3) 0.5321(5) 0.0284(14) Uani 0.377(2) d P A 2 N2b N -0.0044(5) 0.1353(3) 0.3925(4) 0.0244(13) Uani 0.377(2) d P A 2 C1 C 0.08092(17) 0.21510(13) 0.07171(15) 0.0236(5) Uani 1 d . . . H1 H 0.0892 0.1741 0.0341 0.028 Uiso 1 calc R . . C2 C 0.18358(17) 0.23729(14) 0.09530(16) 0.0268(5) Uani 1 d . . . H2A H 0.2144 0.2044 0.1365 0.032 Uiso 1 calc R . . H2B H 0.1814 0.2802 0.1281 0.032 Uiso 1 calc R . . C3 C 0.2437(2) 0.24464(16) 0.00768(19) 0.0380(7) Uani 1 d . . . H3A H 0.3093 0.2605 0.0239 0.046 Uiso 1 calc R . . H3B H 0.2499 0.2011 -0.0228 0.046 Uiso 1 calc R . . C4 C 0.1959(2) 0.29310(17) -0.05739(19) 0.0414(7) Uani 1 d . . . H4A H 0.2336 0.2956 -0.1148 0.050 Uiso 1 calc R . . H4B H 0.1956 0.3376 -0.0290 0.050 Uiso 1 calc R . . C5 C 0.0928(2) 0.27248(19) -0.07997(19) 0.0453(8) Uani 1 d . . . H5A H 0.0936 0.2301 -0.1141 0.054 Uiso 1 calc R . . H5B H 0.0624 0.3063 -0.1200 0.054 Uiso 1 calc R . . C6 C 0.0328(2) 0.26434(16) 0.00719(18) 0.0359(7) Uani 1 d . . . H6A H 0.0264 0.3076 0.0384 0.043 Uiso 1 calc R . . H6B H -0.0329 0.2486 -0.0093 0.043 Uiso 1 calc R . . C7 C -0.09337(17) 0.14482(12) 0.12597(16) 0.0233(5) Uani 1 d . . . H7 H -0.1299 0.1776 0.0877 0.028 Uiso 1 calc R . . C8 C -0.0700(2) 0.08563(15) 0.06327(18) 0.0338(6) Uani 1 d . . . H8A H -0.0274 0.1005 0.0129 0.041 Uiso 1 calc R . . H8B H -0.0348 0.0515 0.0992 0.041 Uiso 1 calc R . . C9 C -0.1618(2) 0.05562(16) 0.02259(19) 0.0411(7) Uani 1 d . . . H9A H -0.1449 0.0163 -0.0145 0.049 Uiso 1 calc R . . H9B H -0.1933 0.0882 -0.0187 0.049 Uiso 1 calc R . . C10 C -0.2326(2) 0.03542(15) 0.0979(2) 0.0392(7) Uani 1 d . . . H10A H -0.2936 0.0196 0.0694 0.047 Uiso 1 calc R . . H10B H -0.2046 -0.0014 0.1343 0.047 Uiso 1 calc R . . C11 C -0.25389(18) 0.09314(15) 0.16064(19) 0.0330(6) Uani 1 d . . . H11A H -0.2971 0.0783 0.2105 0.040 Uiso 1 calc R . . H11B H -0.2880 0.1280 0.1253 0.040 Uiso 1 calc R . . C12 C -0.16166(17) 0.12184(13) 0.20256(16) 0.0248(5) Uani 1 d . . . H12A H -0.1291 0.0879 0.2408 0.030 Uiso 1 calc R . . H12B H -0.1780 0.1598 0.2426 0.030 Uiso 1 calc R . . C13 C -0.03818(16) 0.25948(12) 0.23525(16) 0.0208(5) Uani 1 d . . . H13 H -0.0620 0.2411 0.2947 0.025 Uiso 1 calc R . . C14 C -0.12583(18) 0.29516(13) 0.19245(18) 0.0277(5) Uani 1 d . . . H14A H -0.1062 0.3178 0.1353 0.033 Uiso 1 calc R . . H14B H -0.1766 0.2625 0.1766 0.033 Uiso 1 calc R . . C15 C -0.1658(2) 0.34563(14) 0.2602(2) 0.0356(6) Uani 1 d . . . H15A H -0.1916 0.3221 0.3144 0.043 Uiso 1 calc R . . H15B H -0.2199 0.3699 0.2308 0.043 Uiso 1 calc R . . C16 C -0.0890(2) 0.39501(14) 0.2920(2) 0.0379(7) Uani 1 d . . . H16A H -0.0692 0.4227 0.2393 0.046 Uiso 1 calc R . . H16B H -0.1167 0.4245 0.3393 0.046 Uiso 1 calc R . . C17 C -0.0004(2) 0.35988(14) 0.33166(18) 0.0334(6) Uani 1 d . . . H17A H 0.0501 0.3928 0.3470 0.040 Uiso 1 calc R . . H17B H -0.0182 0.3365 0.3888 0.040 Uiso 1 calc R . . C18 C 0.03885(18) 0.31044(12) 0.26227(16) 0.0237(5) Uani 1 d . . . H18A H 0.0955 0.2874 0.2892 0.028 Uiso 1 calc R . . H18B H 0.0604 0.3344 0.2067 0.028 Uiso 1 calc R . . C19 C 0.16907(17) -0.03327(12) 0.25894(15) 0.0209(5) Uani 1 d . . . H19 H 0.1708 -0.0308 0.1903 0.025 Uiso 1 calc R . . C20 C 0.2263(2) -0.09583(12) 0.28224(17) 0.0285(6) Uani 1 d . . . H20A H 0.2955 -0.0888 0.2686 0.034 Uiso 1 calc R . . H20B H 0.2204 -0.1058 0.3486 0.034 Uiso 1 calc R . . C21 C 0.1878(2) -0.15357(13) 0.22611(19) 0.0383(7) Uani 1 d . . . H21A H 0.1989 -0.1451 0.1600 0.046 Uiso 1 calc R . . H21B H 0.2233 -0.1943 0.2433 0.046 Uiso 1 calc R . . C22 C 0.0817(3) -0.16351(15) 0.2421(2) 0.0472(8) Uani 1 d . . . H22A H 0.0722 -0.1786 0.3061 0.057 Uiso 1 calc R . . H22B H 0.0577 -0.1988 0.2006 0.057 Uiso 1 calc R . . C23 C 0.0217(2) -0.10084(16) 0.22595(19) 0.0407(7) Uani 1 d . . . H23A H -0.0460 -0.1091 0.2442 0.049 Uiso 1 calc R . . H23B H 0.0219 -0.0898 0.1597 0.049 Uiso 1 calc R . . C24 C 0.06191(18) -0.04225(14) 0.28101(17) 0.0292(6) Uani 1 d . . . H24A H 0.0258 -0.0015 0.2649 0.035 Uiso 1 calc R . . H24B H 0.0541 -0.0505 0.3476 0.035 Uiso 1 calc R . . C25 C 0.33814(16) 0.05246(12) 0.23837(15) 0.0207(5) Uani 1 d . . . H25 H 0.3821 0.0184 0.2658 0.025 Uiso 1 calc R . . C26 C 0.38287(17) 0.12062(13) 0.25747(17) 0.0252(5) Uani 1 d . . . H26A H 0.3384 0.1555 0.2348 0.030 Uiso 1 calc R . . H26B H 0.3910 0.1266 0.3246 0.030 Uiso 1 calc R . . C27 C 0.48092(18) 0.12840(15) 0.21091(17) 0.0306(6) Uani 1 d . . . H27A H 0.5057 0.1737 0.2217 0.037 Uiso 1 calc R . . H27B H 0.5276 0.0968 0.2384 0.037 Uiso 1 calc R . . C28 C 0.47310(18) 0.11588(14) 0.10810(17) 0.0305(6) Uani 1 d . . . H28A H 0.4310 0.1499 0.0795 0.037 Uiso 1 calc R . . H28B H 0.5379 0.1192 0.0802 0.037 Uiso 1 calc R . . C29 C 0.43147(19) 0.04786(15) 0.08992(18) 0.0322(6) Uani 1 d . . . H29A H 0.4762 0.0139 0.1145 0.039 Uiso 1 calc R . . H29B H 0.4252 0.0409 0.0228 0.039 Uiso 1 calc R . . C30 C 0.33251(18) 0.03972(14) 0.13449(16) 0.0283(6) Uani 1 d . . . H30A H 0.3084 -0.0057 0.1233 0.034 Uiso 1 calc R . . H30B H 0.2862 0.0711 0.1060 0.034 Uiso 1 calc R . . C31 C 0.25162(16) 0.04313(12) 0.42031(15) 0.0197(5) Uani 1 d . . . H31 H 0.2649 0.0900 0.4384 0.024 Uiso 1 calc R . . C32 C 0.16527(17) 0.02133(12) 0.47850(15) 0.0207(5) Uani 1 d . . . H32A H 0.1070 0.0465 0.4596 0.025 Uiso 1 calc R . . H32B H 0.1523 -0.0263 0.4681 0.025 Uiso 1 calc R . . C33 C 0.18601(18) 0.03327(13) 0.58039(16) 0.0257(5) Uani 1 d . . . H33A H 0.1941 0.0813 0.5914 0.031 Uiso 1 calc R . . H33B H 0.1304 0.0178 0.6171 0.031 Uiso 1 calc R . . C34 C 0.27661(19) -0.00291(13) 0.61108(16) 0.0276(5) Uani 1 d . . . H34A H 0.2653 -0.0512 0.6076 0.033 Uiso 1 calc R . . H34B H 0.2912 0.0084 0.6759 0.033 Uiso 1 calc R . . C35 C 0.36248(18) 0.01510(14) 0.55181(17) 0.0294(6) Uani 1 d . . . H35A H 0.4189 -0.0120 0.5706 0.035 Uiso 1 calc R . . H35B H 0.3793 0.0622 0.5621 0.035 Uiso 1 calc R . . C36 C 0.34172(17) 0.00404(14) 0.44920(16) 0.0266(5) Uani 1 d . . . H36A H 0.3978 0.0187 0.4127 0.032 Uiso 1 calc R . . H36B H 0.3313 -0.0437 0.4373 0.032 Uiso 1 calc R . . C37 C 0.1192(5) 0.1685(3) 0.3561(5) 0.0180(13) Uani 0.623(2) d P A 1 C38 C 0.0499(3) 0.17283(18) 0.4253(2) 0.0175(8) Uani 0.623(2) d P A 1 C39 C 0.0692(11) 0.2138(12) 0.5007(15) 0.027(3) Uani 0.623(2) d P A 1 C40 C 0.2117(3) 0.2351(2) 0.4476(3) 0.0236(8) Uani 0.623(2) d P A 1 C37b C 0.0875(7) 0.1547(5) 0.3650(8) 0.018(2) Uani 0.377(2) d P A 2 C38b C 0.1382(5) 0.1942(3) 0.4242(4) 0.0236(14) Uani 0.377(2) d P A 2 C39b C 0.0962(17) 0.210(2) 0.508(3) 0.026(4) Uani 0.377(2) d P A 2 C40b C -0.0327(5) 0.1549(3) 0.4717(5) 0.0242(15) Uani 0.377(2) d P A 2 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 0.01697(14) 0.01984(15) 0.01266(13) -0.00149(11) 0.00359(10) 0.00037(12) P1 0.0178(3) 0.0234(3) 0.0137(3) 0.0018(2) 0.0022(2) -0.0021(2) P2 0.0152(3) 0.0201(3) 0.0156(3) -0.0010(2) 0.0048(2) 0.0001(2) Cl1 0.0171(6) 0.0289(5) 0.0245(6) 0.0038(4) 0.0062(4) -0.0031(4) Cl1b 0.0245(10) 0.0318(10) 0.0377(11) -0.0034(8) 0.0037(9) -0.0079(8) F1 0.0558(10) 0.0402(9) 0.0210(7) -0.0078(6) 0.0014(7) 0.0240(8) F2 0.0443(18) 0.063(2) 0.0340(17) -0.0192(16) 0.0234(13) -0.0080(16) F3 0.0283(13) 0.0307(13) 0.0310(13) -0.0014(10) -0.0077(10) -0.0113(10) N1 0.036(2) 0.032(2) 0.021(2) -0.0030(17) -0.0004(18) -0.0066(19) N2 0.0165(17) 0.0195(16) 0.0211(16) -0.0011(13) -0.0049(14) -0.0051(15) F2b 0.042(3) 0.047(3) 0.035(3) -0.016(2) -0.003(2) -0.007(2) F3b 0.025(2) 0.032(2) 0.033(2) 0.0046(17) 0.0170(16) 0.0001(16) N1b 0.032(4) 0.027(4) 0.026(4) -0.002(3) 0.006(3) 0.003(3) N2b 0.020(3) 0.030(3) 0.024(3) 0.009(2) 0.011(3) 0.005(3) C1 0.0225(12) 0.0337(14) 0.0148(11) 0.0023(9) 0.0045(9) -0.0052(10) C2 0.0221(12) 0.0370(14) 0.0213(12) 0.0031(10) 0.0014(9) -0.0055(11) C3 0.0301(14) 0.0519(18) 0.0321(15) 0.0038(13) 0.0114(12) -0.0100(13) C4 0.0368(16) 0.062(2) 0.0257(14) 0.0122(13) 0.0097(12) -0.0156(15) C5 0.0408(17) 0.072(2) 0.0231(14) 0.0191(14) 0.0003(12) -0.0158(16) C6 0.0279(14) 0.0551(18) 0.0246(13) 0.0171(12) -0.0016(11) -0.0096(13) C7 0.0192(11) 0.0311(13) 0.0196(11) 0.0046(9) 0.0008(9) -0.0087(10) C8 0.0338(15) 0.0436(16) 0.0243(13) -0.0068(11) 0.0098(11) -0.0161(13) C9 0.0467(18) 0.0485(18) 0.0281(14) -0.0040(12) 0.0034(12) -0.0243(15) C10 0.0373(16) 0.0463(17) 0.0339(15) 0.0073(13) -0.0002(12) -0.0220(14) C11 0.0195(12) 0.0467(17) 0.0329(14) 0.0159(12) -0.0005(10) -0.0061(12) C12 0.0194(11) 0.0330(13) 0.0220(12) 0.0073(10) 0.0029(9) -0.0008(10) C13 0.0190(11) 0.0237(12) 0.0197(11) 0.0046(9) 0.0034(9) 0.0040(9) C14 0.0251(13) 0.0293(13) 0.0288(13) 0.0080(10) -0.0003(10) 0.0035(11) C15 0.0313(14) 0.0380(16) 0.0377(15) 0.0084(12) 0.0060(12) 0.0156(12) C16 0.0448(17) 0.0327(15) 0.0364(15) -0.0019(12) 0.0033(13) 0.0170(13) C17 0.0423(16) 0.0295(14) 0.0283(14) -0.0044(11) -0.0007(12) 0.0106(12) C18 0.0260(12) 0.0225(12) 0.0226(12) 0.0014(9) 0.0000(9) 0.0040(10) C19 0.0223(12) 0.0238(12) 0.0167(11) -0.0001(9) 0.0042(9) -0.0023(10) C20 0.0400(15) 0.0218(12) 0.0237(13) 0.0008(10) -0.0002(11) -0.0003(11) C21 0.063(2) 0.0233(14) 0.0286(14) -0.0012(11) -0.0081(13) -0.0013(13) C22 0.080(2) 0.0339(16) 0.0279(15) 0.0029(12) -0.0093(15) -0.0227(16) C23 0.0388(16) 0.0568(19) 0.0264(14) -0.0049(13) 0.0010(12) -0.0260(15) C24 0.0248(13) 0.0416(15) 0.0211(12) -0.0031(11) 0.0062(10) -0.0125(11) C25 0.0157(11) 0.0263(12) 0.0202(11) -0.0024(9) 0.0070(9) 0.0001(9) C26 0.0208(11) 0.0327(13) 0.0222(11) -0.0045(10) 0.0054(9) -0.0051(11) C27 0.0190(12) 0.0444(16) 0.0286(13) -0.0065(12) 0.0059(10) -0.0105(12) C28 0.0221(12) 0.0454(16) 0.0242(12) 0.0006(11) 0.0069(10) -0.0101(12) C29 0.0273(13) 0.0456(16) 0.0239(13) -0.0100(11) 0.0134(10) -0.0072(12) C30 0.0280(13) 0.0362(14) 0.0208(12) -0.0089(10) 0.0109(10) -0.0117(11) C31 0.0179(11) 0.0235(12) 0.0178(11) 0.0013(9) 0.0042(9) 0.0000(9) C32 0.0200(11) 0.0244(12) 0.0178(11) 0.0019(9) 0.0025(9) -0.0014(9) C33 0.0311(13) 0.0292(13) 0.0170(11) -0.0011(9) 0.0050(9) -0.0016(11) C34 0.0375(15) 0.0283(13) 0.0171(11) 0.0012(10) -0.0031(10) -0.0029(11) C35 0.0248(13) 0.0396(15) 0.0236(13) 0.0014(11) -0.0041(10) 0.0007(11) C36 0.0210(12) 0.0375(14) 0.0213(12) 0.0019(10) 0.0018(9) 0.0046(11) C37 0.025(4) 0.015(3) 0.014(2) 0.0039(19) 0.005(2) -0.001(2) C38 0.0173(18) 0.0194(18) 0.0157(18) -0.0017(14) 0.0019(14) -0.0010(15) C39 0.033(8) 0.027(4) 0.023(5) -0.007(3) 0.013(5) 0.008(6) C40 0.023(2) 0.024(2) 0.024(2) -0.0003(16) -0.0062(19) 0.0017(17) C37b 0.022(6) 0.013(5) 0.019(4) 0.008(3) 0.004(4) 0.005(4) C38b 0.028(3) 0.022(3) 0.021(3) 0.002(3) -0.003(3) 0.002(3) C39b 0.028(12) 0.028(7) 0.023(6) 0.002(4) 0.009(8) 0.005(10) C40b 0.023(3) 0.024(3) 0.026(4) 0.006(3) 0.007(3) 0.011(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 C37 1.828(8) . ? Ni1 F1 1.8458(15) . ? Ni1 C37b 1.863(12) . ? Ni1 P2 2.2195(7) . ? Ni1 P1 2.2261(7) . ? P1 C1 1.842(2) . ? P1 C7 1.844(2) . ? P1 C13 1.846(2) . ? P2 C19 1.831(2) . ? P2 C31 1.845(2) . ? P2 C25 1.855(2) . ? Cl1 C38 1.713(4) . ? Cl1b C38b 1.703(7) . ? F2 C39 1.31(2) . ? F3 C40 1.344(5) . ? N1 C40 1.297(7) . ? N1 C39 1.30(2) . ? N2 C40 1.307(6) . ? N2 C37 1.362(7) . ? F2b C39b 1.34(4) . ? F3b C40b 1.336(7) . ? N1b C40b 1.287(11) . ? N1b C39b 1.30(3) . ? N2b C40b 1.283(9) . ? N2b C37b 1.393(11) . ? C1 C6 1.518(4) . ? C1 C2 1.526(3) . ? C2 C3 1.535(3) . ? C3 C4 1.511(4) . ? C4 C5 1.519(4) . ? C5 C6 1.530(4) . ? C7 C12 1.538(3) . ? C7 C8 1.540(4) . ? C8 C9 1.524(4) . ? C9 C10 1.531(4) . ? C10 C11 1.512(4) . ? C11 C12 1.524(3) . ? C13 C18 1.531(3) . ? C13 C14 1.538(3) . ? C14 C15 1.526(4) . ? C15 C16 1.527(4) . ? C16 C17 1.525(4) . ? C17 C18 1.524(3) . ? C19 C20 1.528(3) . ? C19 C24 1.530(3) . ? C20 C21 1.518(4) . ? C21 C22 1.502(5) . ? C22 C23 1.531(5) . ? C23 C24 1.532(4) . ? C25 C26 1.535(3) . ? C25 C30 1.535(3) . ? C26 C27 1.529(3) . ? C27 C28 1.520(3) . ? C28 C29 1.513(4) . ? C29 C30 1.528(3) . ? C31 C36 1.531(3) . ? C31 C32 1.534(3) . ? C32 C33 1.527(3) . ? C33 C34 1.515(4) . ? C34 C35 1.518(4) . ? C35 C36 1.535(3) . ? C37 C38 1.398(7) . ? C38 C39 1.40(2) . ? C37b C38b 1.363(14) . ? C38b C39b 1.39(4) . ? 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 C37 Ni1 F1 172.98(18) . . ? C37 Ni1 C37b 16.6(3) . . ? F1 Ni1 C37b 170.4(3) . . ? C37 Ni1 P2 94.0(2) . . ? F1 Ni1 P2 84.82(5) . . ? C37b Ni1 P2 95.6(3) . . ? C37 Ni1 P1 97.1(2) . . ? F1 Ni1 P1 83.93(5) . . ? C37b Ni1 P1 95.5(3) . . ? P2 Ni1 P1 168.74(2) . . ? C1 P1 C7 104.40(11) . . ? C1 P1 C13 111.09(11) . . ? C7 P1 C13 104.06(11) . . ? C1 P1 Ni1 104.44(8) . . ? C7 P1 Ni1 113.60(8) . . ? C13 P1 Ni1 118.52(8) . . ? C19 P2 C31 110.82(11) . . ? C19 P2 C25 105.19(11) . . ? C31 P2 C25 104.21(10) . . ? C19 P2 Ni1 105.06(8) . . ? C31 P2 Ni1 118.58(8) . . ? C25 P2 Ni1 112.33(8) . . ? C40 N1 C39 112.7(10) . . ? C40 N2 C37 117.3(4) . . ? C40b N1b C39b 114.0(18) . . ? C40b N2b C37b 117.1(8) . . ? C6 C1 C2 110.4(2) . . ? C6 C1 P1 117.95(18) . . ? C2 C1 P1 112.60(16) . . ? C1 C2 C3 110.5(2) . . ? C4 C3 C2 110.3(2) . . ? C3 C4 C5 111.3(2) . . ? C4 C5 C6 111.4(2) . . ? C1 C6 C5 110.2(2) . . ? C12 C7 C8 109.1(2) . . ? C12 C7 P1 111.41(16) . . ? C8 C7 P1 114.77(17) . . ? C9 C8 C7 111.1(2) . . ? C8 C9 C10 111.4(2) . . ? C11 C10 C9 110.8(2) . . ? C10 C11 C12 111.7(2) . . ? C11 C12 C7 110.0(2) . . ? C18 C13 C14 109.5(2) . . ? C18 C13 P1 112.38(16) . . ? C14 C13 P1 118.38(17) . . ? C15 C14 C13 109.9(2) . . ? C14 C15 C16 112.2(2) . . ? C17 C16 C15 111.4(2) . . ? C18 C17 C16 110.1(2) . . ? C17 C18 C13 111.1(2) . . ? C20 C19 C24 110.9(2) . . ? C20 C19 P2 117.31(17) . . ? C24 C19 P2 114.24(17) . . ? C21 C20 C19 109.8(2) . . ? C22 C21 C20 111.0(2) . . ? C21 C22 C23 113.2(2) . . ? C22 C23 C24 111.4(2) . . ? C19 C24 C23 109.3(2) . . ? C26 C25 C30 110.26(19) . . ? C26 C25 P2 109.70(15) . . ? C30 C25 P2 113.73(16) . . ? C27 C26 C25 111.7(2) . . ? C28 C27 C26 111.3(2) . . ? C29 C28 C27 110.3(2) . . ? C28 C29 C30 111.4(2) . . ? C29 C30 C25 111.2(2) . . ? C36 C31 C32 109.62(19) . . ? C36 C31 P2 117.97(16) . . ? C32 C31 P2 111.43(15) . . ? C33 C32 C31 110.45(19) . . ? C34 C33 C32 111.0(2) . . ? C33 C34 C35 111.5(2) . . ? C34 C35 C36 112.1(2) . . ? C31 C36 C35 109.7(2) . . ? N2 C37 C38 116.5(6) . . ? N2 C37 Ni1 114.3(4) . . ? C38 C37 Ni1 129.2(4) . . ? C37 C38 C39 118.3(9) . . ? C37 C38 Cl1 121.7(4) . . ? C39 C38 Cl1 120.0(9) . . ? N1 C39 F2 117.2(16) . . ? N1 C39 C38 123.9(16) . . ? F2 C39 C38 118.9(16) . . ? N1 C40 N2 131.1(4) . . ? N1 C40 F3 114.0(4) . . ? N2 C40 F3 114.8(4) . . ? C38b C37b N2b 116.8(9) . . ? C38b C37b Ni1 132.4(7) . . ? N2b C37b Ni1 110.8(8) . . ? C37b C38b C39b 118.3(15) . . ? C37b C38b Cl1b 122.1(6) . . ? C39b C38b Cl1b 119.6(14) . . ? N1b C39b F2b 117(3) . . ? N1b C39b C38b 124(3) . . ? F2b C39b C38b 119(2) . . ? N2b C40b N1b 130.2(7) . . ? N2b C40b F3b 115.9(7) . . ? N1b C40b F3b 113.9(7) . . ? _diffrn_measured_fraction_theta_max 0.949 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.949 _refine_diff_density_max 0.524 _refine_diff_density_min -0.435 _refine_diff_density_rms 0.064 #===END