# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_6 _database_code_depnum_ccdc_archive 'CCDC 718812' #TrackingRef '718812.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H36 Co F7 P4' _chemical_formula_sum 'C22 H36 Co F7 P4' _chemical_formula_weight 616.32 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' 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'Pbca ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 16.1878(19) _cell_length_b 18.288(2) _cell_length_c 18.646(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5519.9(11) _cell_formula_units_Z 8 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 4648 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 22.41 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.483 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2544 _exptl_absorpt_coefficient_mu 0.911 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8754 _exptl_absorpt_correction_T_max 0.9144 _exptl_absorpt_process_details sadbas _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(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_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27825 _diffrn_reflns_av_R_equivalents 0.0521 _diffrn_reflns_av_sigmaI/netI 0.0353 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 25.05 _reflns_number_total 4886 _reflns_number_gt 3518 _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, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0507P)^2^+2.7202P] 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 4886 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0614 _refine_ls_R_factor_gt 0.0384 _refine_ls_wR_factor_ref 0.1047 _refine_ls_wR_factor_gt 0.0909 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.009 _refine_ls_shift/su_max 0.000 _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 Co1 Co 0.19095(2) 0.21933(2) 0.40597(2) 0.03596(13) Uani 1 1 d . . . P1 P 0.14601(6) 0.12473(5) 0.46627(6) 0.0594(3) Uani 1 1 d . . . P2 P 0.07316(5) 0.24196(5) 0.35122(5) 0.0478(2) Uani 1 1 d . . . P3 P 0.20533(6) 0.28570(5) 0.50328(5) 0.0504(2) Uani 1 1 d . . . P4 P 0.26389(5) 0.29671(5) 0.34301(4) 0.0429(2) Uani 1 1 d . . . F1 F 0.36755(11) 0.15544(11) 0.45405(10) 0.0578(5) Uani 1 1 d . . . F2 F 0.49677(13) 0.07853(12) 0.45827(12) 0.0752(6) Uani 1 1 d . . . F3 F 0.60253(14) -0.00761(14) 0.38904(16) 0.0987(8) Uani 1 1 d . . . F4 F 0.57063(15) -0.05667(13) 0.25711(16) 0.0991(9) Uani 1 1 d . . . F5 F 0.42883(16) -0.02425(13) 0.19153(13) 0.0862(7) Uani 1 1 d . . . F6 F 0.28616(15) 0.04083(13) 0.19574(11) 0.0799(7) Uani 1 1 d . . . F7 F 0.18185(13) 0.12483(12) 0.26182(12) 0.0745(6) Uani 1 1 d . . . C1 C 0.2115(3) 0.0888(3) 0.5380(2) 0.0963(16) Uani 1 1 d . . . H1A H 0.1881 0.0443 0.5561 0.144 Uiso 1 1 calc R . . H1B H 0.2151 0.1241 0.5760 0.144 Uiso 1 1 calc R . . H1C H 0.2658 0.0792 0.5194 0.144 Uiso 1 1 calc R . . C2 C 0.1310(3) 0.0402(2) 0.4157(3) 0.0908(15) Uani 1 1 d . . . H2A H 0.1834 0.0231 0.3983 0.136 Uiso 1 1 calc R . . H2B H 0.0949 0.0493 0.3759 0.136 Uiso 1 1 calc R . . H2C H 0.1069 0.0038 0.4463 0.136 Uiso 1 1 calc R . . C3 C 0.0459(3) 0.1262(2) 0.5144(3) 0.0903(15) Uani 1 1 d . . . H3A H 0.0386 0.0810 0.5397 0.135 Uiso 1 1 calc R . . H3B H 0.0018 0.1324 0.4805 0.135 Uiso 1 1 calc R . . H3C H 0.0454 0.1660 0.5479 0.135 Uiso 1 1 calc R . . C4 C -0.0037(2) 0.1697(2) 0.3357(3) 0.0931(15) Uani 1 1 d . . . H4A H -0.0168 0.1464 0.3804 0.140 Uiso 1 1 calc R . . H4B H 0.0183 0.1343 0.3029 0.140 Uiso 1 1 calc R . . H4C H -0.0529 0.1909 0.3157 0.140 Uiso 1 1 calc R . . C5 C 0.0054(2) 0.3092(2) 0.3939(2) 0.0680(11) Uani 1 1 d . . . H5A H 0.0332 0.3555 0.3964 0.102 Uiso 1 1 calc R . . H5B H -0.0082 0.2931 0.4414 0.102 Uiso 1 1 calc R . . H5C H -0.0442 0.3143 0.3662 0.102 Uiso 1 1 calc R . . C6 C 0.0688(3) 0.2789(3) 0.2596(2) 0.0860(14) Uani 1 1 d . . . H6A H 0.0128 0.2919 0.2482 0.129 Uiso 1 1 calc R . . H6B H 0.0880 0.2426 0.2264 0.129 Uiso 1 1 calc R . . H6C H 0.1032 0.3215 0.2564 0.129 Uiso 1 1 calc R . . C7 C 0.1309(3) 0.2789(2) 0.5769(2) 0.0769(12) Uani 1 1 d . . . H7A H 0.1450 0.3135 0.6136 0.115 Uiso 1 1 calc R . . H7B H 0.1321 0.2304 0.5964 0.115 Uiso 1 1 calc R . . H7C H 0.0764 0.2893 0.5592 0.115 Uiso 1 1 calc R . . C8 C 0.2053(3) 0.3858(2) 0.5000(2) 0.0747(12) Uani 1 1 d . . . H8A H 0.1546 0.4025 0.4789 0.112 Uiso 1 1 calc R . . H8B H 0.2511 0.4024 0.4716 0.112 Uiso 1 1 calc R . . H8C H 0.2101 0.4049 0.5478 0.112 Uiso 1 1 calc R . . C9 C 0.3002(2) 0.2747(3) 0.5573(2) 0.0789(13) Uani 1 1 d . . . H9A H 0.2979 0.3066 0.5981 0.118 Uiso 1 1 calc R . . H9B H 0.3475 0.2868 0.5285 0.118 Uiso 1 1 calc R . . H9C H 0.3045 0.2249 0.5733 0.118 Uiso 1 1 calc R . . C10 C 0.2263(3) 0.39005(19) 0.3246(2) 0.0688(11) Uani 1 1 d . . . H10A H 0.1760 0.3984 0.3506 0.103 Uiso 1 1 calc R . . H10B H 0.2161 0.3954 0.2741 0.103 Uiso 1 1 calc R . . H10C H 0.2672 0.4249 0.3394 0.103 Uiso 1 1 calc R . . C11 C 0.3678(2) 0.3171(2) 0.3749(2) 0.0617(10) Uani 1 1 d . . . H11A H 0.3982 0.2723 0.3804 0.093 Uiso 1 1 calc R . . H11B H 0.3646 0.3417 0.4203 0.093 Uiso 1 1 calc R . . H11C H 0.3954 0.3479 0.3408 0.093 Uiso 1 1 calc R . . C12 C 0.2912(2) 0.2723(2) 0.25058(19) 0.0657(10) Uani 1 1 d . . . H12A H 0.3170 0.3133 0.2276 0.099 Uiso 1 1 calc R . . H12B H 0.2421 0.2591 0.2248 0.099 Uiso 1 1 calc R . . H12C H 0.3287 0.2316 0.2510 0.099 Uiso 1 1 calc R . . C13 C 0.26911(19) 0.14653(16) 0.36238(17) 0.0419(7) Uani 1 1 d . . . C14 C 0.3436(2) 0.12577(17) 0.39005(17) 0.0432(7) Uani 1 1 d . . . C15 C 0.40253(19) 0.07740(16) 0.35971(18) 0.0437(8) Uani 1 1 d . . . C16 C 0.4773(2) 0.05608(18) 0.3920(2) 0.0556(9) Uani 1 1 d . . . C17 C 0.5321(2) 0.01194(19) 0.3575(2) 0.0638(11) Uani 1 1 d . . . C18 C 0.5150(2) -0.01376(19) 0.2900(2) 0.0662(11) Uani 1 1 d . . . C19 C 0.4430(2) 0.00305(19) 0.2571(2) 0.0606(10) Uani 1 1 d . . . C20 C 0.3838(2) 0.04865(17) 0.29049(18) 0.0479(8) Uani 1 1 d . . . C21 C 0.3074(2) 0.06752(18) 0.26076(18) 0.0522(9) Uani 1 1 d . . . C22 C 0.2542(2) 0.11201(18) 0.29599(18) 0.0492(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0324(2) 0.0382(2) 0.0372(2) 0.00059(18) 0.00384(17) 0.00194(18) P1 0.0531(6) 0.0470(5) 0.0781(7) 0.0144(5) 0.0213(5) 0.0039(4) P2 0.0364(5) 0.0548(5) 0.0523(5) -0.0088(4) -0.0051(4) 0.0040(4) P3 0.0517(5) 0.0616(6) 0.0377(5) -0.0043(4) 0.0018(4) 0.0054(4) P4 0.0429(5) 0.0435(5) 0.0425(5) 0.0019(4) 0.0052(4) -0.0007(4) F1 0.0524(12) 0.0660(12) 0.0551(12) -0.0127(10) -0.0043(9) 0.0161(10) F2 0.0585(13) 0.0795(15) 0.0877(16) -0.0215(13) -0.0183(12) 0.0187(11) F3 0.0582(14) 0.0912(18) 0.147(2) -0.0265(17) -0.0088(15) 0.0287(14) F4 0.0809(16) 0.0775(16) 0.139(2) -0.0271(16) 0.0404(16) 0.0274(13) F5 0.1034(19) 0.0786(16) 0.0766(16) -0.0276(13) 0.0225(14) 0.0101(14) F6 0.0992(17) 0.0803(15) 0.0602(14) -0.0299(12) -0.0059(12) 0.0102(13) F7 0.0705(14) 0.0823(15) 0.0708(14) -0.0274(12) -0.0208(12) 0.0171(12) C1 0.096(3) 0.093(3) 0.101(4) 0.059(3) 0.021(3) 0.018(3) C2 0.087(3) 0.045(2) 0.141(4) 0.000(2) 0.035(3) -0.008(2) C3 0.074(3) 0.082(3) 0.115(4) 0.017(3) 0.044(3) -0.003(2) C4 0.059(3) 0.076(3) 0.144(4) -0.020(3) -0.034(3) -0.010(2) C5 0.048(2) 0.076(3) 0.080(3) -0.009(2) -0.002(2) 0.019(2) C6 0.066(3) 0.138(4) 0.054(2) 0.004(3) -0.014(2) 0.020(3) C7 0.089(3) 0.090(3) 0.052(2) -0.003(2) 0.022(2) 0.008(3) C8 0.090(3) 0.065(3) 0.069(3) -0.024(2) 0.013(2) -0.004(2) C9 0.067(3) 0.116(4) 0.053(2) -0.020(2) -0.015(2) 0.008(3) C10 0.082(3) 0.048(2) 0.077(3) 0.010(2) 0.003(2) 0.004(2) C11 0.045(2) 0.067(2) 0.073(2) 0.007(2) 0.0061(19) -0.0124(18) C12 0.077(3) 0.072(3) 0.048(2) 0.0037(19) 0.0199(19) 0.000(2) C13 0.0414(18) 0.0391(17) 0.0454(19) 0.0017(14) 0.0041(15) -0.0018(14) C14 0.0456(19) 0.0395(17) 0.0444(19) -0.0055(14) 0.0036(15) 0.0000(15) C15 0.0401(18) 0.0343(16) 0.057(2) 0.0005(15) 0.0108(15) -0.0005(14) C16 0.047(2) 0.0434(19) 0.076(3) -0.0082(18) 0.0041(19) 0.0000(16) C17 0.043(2) 0.048(2) 0.100(3) -0.008(2) 0.009(2) 0.0098(17) C18 0.057(2) 0.047(2) 0.094(3) -0.014(2) 0.031(2) 0.0057(19) C19 0.067(3) 0.046(2) 0.069(3) -0.0113(19) 0.024(2) -0.0052(19) C20 0.053(2) 0.0326(16) 0.058(2) -0.0010(15) 0.0157(17) -0.0020(15) C21 0.066(2) 0.0451(19) 0.046(2) -0.0106(16) 0.0049(18) -0.0052(17) C22 0.049(2) 0.0458(19) 0.053(2) -0.0049(16) -0.0012(17) 0.0010(16) _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 Co1 C13 2.008(3) . ? Co1 P4 2.1850(9) . ? Co1 P1 2.1879(10) . ? Co1 P3 2.1954(10) . ? Co1 P2 2.2020(10) . ? P1 C2 1.827(4) . ? P1 C1 1.828(4) . ? P1 C3 1.853(4) . ? P2 C5 1.830(4) . ? P2 C4 1.838(4) . ? P2 C6 1.838(4) . ? P3 C7 1.831(4) . ? P3 C8 1.831(4) . ? P3 C9 1.847(4) . ? P4 C11 1.823(3) . ? P4 C12 1.834(4) . ? P4 C10 1.845(4) . ? F1 C14 1.367(3) . ? F2 C16 1.340(4) . ? F3 C17 1.332(4) . ? F4 C18 1.343(4) . ? F5 C19 1.341(4) . ? F6 C21 1.351(4) . ? F7 C22 1.353(4) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C14 1.366(4) . ? C13 C22 1.410(4) . ? C14 C15 1.418(4) . ? C15 C16 1.407(5) . ? C15 C20 1.426(4) . ? C16 C17 1.360(5) . ? C17 C18 1.372(5) . ? C18 C19 1.352(5) . ? C19 C20 1.414(5) . ? C20 C21 1.399(5) . ? C21 C22 1.355(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 C13 Co1 P4 82.61(9) . . ? C13 Co1 P1 83.87(9) . . ? P4 Co1 P1 165.43(4) . . ? C13 Co1 P3 129.35(9) . . ? P4 Co1 P3 91.64(4) . . ? P1 Co1 P3 92.73(4) . . ? C13 Co1 P2 118.84(9) . . ? P4 Co1 P2 95.58(4) . . ? P1 Co1 P2 95.68(4) . . ? P3 Co1 P2 111.78(4) . . ? C2 P1 C1 98.7(2) . . ? C2 P1 C3 98.4(2) . . ? C1 P1 C3 99.1(2) . . ? C2 P1 Co1 116.61(15) . . ? C1 P1 Co1 117.83(16) . . ? C3 P1 Co1 121.88(15) . . ? C5 P2 C4 98.4(2) . . ? C5 P2 C6 97.69(19) . . ? C4 P2 C6 95.3(2) . . ? C5 P2 Co1 116.34(13) . . ? C4 P2 Co1 121.63(15) . . ? C6 P2 Co1 122.23(14) . . ? C7 P3 C8 95.29(19) . . ? C7 P3 C9 97.55(19) . . ? C8 P3 C9 97.3(2) . . ? C7 P3 Co1 120.81(15) . . ? C8 P3 Co1 121.67(14) . . ? C9 P3 Co1 118.57(14) . . ? C11 P4 C12 97.70(18) . . ? C11 P4 C10 100.16(19) . . ? C12 P4 C10 97.44(18) . . ? C11 P4 Co1 117.12(12) . . ? C12 P4 Co1 118.50(13) . . ? C10 P4 Co1 121.41(14) . . ? P1 C1 H1A 109.5 . . ? P1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? P1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? P1 C2 H2A 109.5 . . ? P1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? P1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? P1 C3 H3A 109.5 . . ? P1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? P1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? P2 C4 H4A 109.5 . . ? P2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? P2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? P2 C5 H5A 109.5 . . ? P2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? P2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? P2 C6 H6A 109.5 . . ? P2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? P2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? P3 C7 H7A 109.5 . . ? P3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? P3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? P3 C8 H8A 109.5 . . ? P3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? P3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? P3 C9 H9A 109.5 . . ? P3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? P3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? P4 C10 H10A 109.5 . . ? P4 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? P4 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? P4 C11 H11A 109.5 . . ? P4 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? P4 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? P4 C12 H12A 109.5 . . ? P4 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? P4 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 C22 111.0(3) . . ? C14 C13 Co1 126.0(2) . . ? C22 C13 Co1 122.9(2) . . ? C13 C14 F1 118.0(3) . . ? C13 C14 C15 128.1(3) . . ? F1 C14 C15 113.9(3) . . ? C16 C15 C14 125.5(3) . . ? C16 C15 C20 117.8(3) . . ? C14 C15 C20 116.6(3) . . ? F2 C16 C17 117.7(3) . . ? F2 C16 C15 120.8(3) . . ? C17 C16 C15 121.6(4) . . ? F3 C17 C16 120.6(4) . . ? F3 C17 C18 119.1(3) . . ? C16 C17 C18 120.3(4) . . ? F4 C18 C19 120.3(4) . . ? F4 C18 C17 118.9(4) . . ? C19 C18 C17 120.8(3) . . ? F5 C19 C18 118.4(3) . . ? F5 C19 C20 120.3(4) . . ? C18 C19 C20 121.2(4) . . ? C21 C20 C19 124.8(3) . . ? C21 C20 C15 117.1(3) . . ? C19 C20 C15 118.2(3) . . ? F6 C21 C22 119.3(3) . . ? F6 C21 C20 119.4(3) . . ? C22 C21 C20 121.2(3) . . ? F7 C22 C21 115.2(3) . . ? F7 C22 C13 119.0(3) . . ? C21 C22 C13 125.8(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 C13 Co1 P1 C2 -44.13(19) . . . . ? P4 Co1 P1 C2 -66.1(3) . . . . ? P3 Co1 P1 C2 -173.42(17) . . . . ? P2 Co1 P1 C2 74.36(17) . . . . ? C13 Co1 P1 C1 72.9(2) . . . . ? P4 Co1 P1 C1 51.0(3) . . . . ? P3 Co1 P1 C1 -56.35(19) . . . . ? P2 Co1 P1 C1 -168.57(19) . . . . ? C13 Co1 P1 C3 -164.4(2) . . . . ? P4 Co1 P1 C3 173.6(2) . . . . ? P3 Co1 P1 C3 66.3(2) . . . . ? P2 Co1 P1 C3 -45.9(2) . . . . ? C13 Co1 P2 C5 -179.70(18) . . . . ? P4 Co1 P2 C5 -95.08(16) . . . . ? P1 Co1 P2 C5 94.18(16) . . . . ? P3 Co1 P2 C5 -1.06(16) . . . . ? C13 Co1 P2 C4 60.6(2) . . . . ? P4 Co1 P2 C4 145.2(2) . . . . ? P1 Co1 P2 C4 -25.5(2) . . . . ? P3 Co1 P2 C4 -120.8(2) . . . . ? C13 Co1 P2 C6 -60.5(2) . . . . ? P4 Co1 P2 C6 24.18(19) . . . . ? P1 Co1 P2 C6 -146.57(19) . . . . ? P3 Co1 P2 C6 118.20(19) . . . . ? C13 Co1 P3 C7 -121.6(2) . . . . ? P4 Co1 P3 C7 156.57(17) . . . . ? P1 Co1 P3 C7 -37.33(17) . . . . ? P2 Co1 P3 C7 59.89(17) . . . . ? C13 Co1 P3 C8 118.8(2) . . . . ? P4 Co1 P3 C8 36.96(17) . . . . ? P1 Co1 P3 C8 -156.94(17) . . . . ? P2 Co1 P3 C8 -59.71(17) . . . . ? C13 Co1 P3 C9 -1.7(2) . . . . ? P4 Co1 P3 C9 -83.49(18) . . . . ? P1 Co1 P3 C9 82.61(18) . . . . ? P2 Co1 P3 C9 179.83(17) . . . . ? C13 Co1 P4 C11 -73.17(17) . . . . ? P1 Co1 P4 C11 -51.1(2) . . . . ? P3 Co1 P4 C11 56.32(15) . . . . ? P2 Co1 P4 C11 168.39(15) . . . . ? C13 Co1 P4 C12 43.52(18) . . . . ? P1 Co1 P4 C12 65.6(2) . . . . ? P3 Co1 P4 C12 173.02(15) . . . . ? P2 Co1 P4 C12 -74.91(15) . . . . ? C13 Co1 P4 C10 163.80(19) . . . . ? P1 Co1 P4 C10 -174.2(2) . . . . ? P3 Co1 P4 C10 -66.71(17) . . . . ? P2 Co1 P4 C10 45.37(17) . . . . ? P4 Co1 C13 C14 88.7(3) . . . . ? P1 Co1 C13 C14 -85.9(3) . . . . ? P3 Co1 C13 C14 2.6(3) . . . . ? P2 Co1 C13 C14 -179.0(2) . . . . ? P4 Co1 C13 C22 -88.7(3) . . . . ? P1 Co1 C13 C22 96.8(3) . . . . ? P3 Co1 C13 C22 -174.7(2) . . . . ? P2 Co1 C13 C22 3.6(3) . . . . ? C22 C13 C14 F1 179.1(3) . . . . ? Co1 C13 C14 F1 1.5(4) . . . . ? C22 C13 C14 C15 0.9(5) . . . . ? Co1 C13 C14 C15 -176.7(2) . . . . ? C13 C14 C15 C16 -177.7(3) . . . . ? F1 C14 C15 C16 3.9(5) . . . . ? C13 C14 C15 C20 2.6(5) . . . . ? F1 C14 C15 C20 -175.7(3) . . . . ? C14 C15 C16 F2 3.4(5) . . . . ? C20 C15 C16 F2 -177.0(3) . . . . ? C14 C15 C16 C17 -177.0(3) . . . . ? C20 C15 C16 C17 2.7(5) . . . . ? F2 C16 C17 F3 -0.3(5) . . . . ? C15 C16 C17 F3 -180.0(3) . . . . ? F2 C16 C17 C18 178.9(3) . . . . ? C15 C16 C17 C18 -0.7(6) . . . . ? F3 C17 C18 F4 -1.4(6) . . . . ? C16 C17 C18 F4 179.3(3) . . . . ? F3 C17 C18 C19 178.0(3) . . . . ? C16 C17 C18 C19 -1.3(6) . . . . ? F4 C18 C19 F5 0.2(5) . . . . ? C17 C18 C19 F5 -179.1(3) . . . . ? F4 C18 C19 C20 -179.4(3) . . . . ? C17 C18 C19 C20 1.2(6) . . . . ? F5 C19 C20 C21 1.6(5) . . . . ? C18 C19 C20 C21 -178.8(3) . . . . ? F5 C19 C20 C15 -178.8(3) . . . . ? C18 C19 C20 C15 0.8(5) . . . . ? C16 C15 C20 C21 176.9(3) . . . . ? C14 C15 C20 C21 -3.4(4) . . . . ? C16 C15 C20 C19 -2.6(4) . . . . ? C14 C15 C20 C19 177.0(3) . . . . ? C19 C20 C21 F6 0.5(5) . . . . ? C15 C20 C21 F6 -179.0(3) . . . . ? C19 C20 C21 C22 -179.6(3) . . . . ? C15 C20 C21 C22 0.9(5) . . . . ? F6 C21 C22 F7 1.0(5) . . . . ? C20 C21 C22 F7 -178.9(3) . . . . ? F6 C21 C22 C13 -177.0(3) . . . . ? C20 C21 C22 C13 3.1(5) . . . . ? C14 C13 C22 F7 178.2(3) . . . . ? Co1 C13 C22 F7 -4.1(4) . . . . ? C14 C13 C22 C21 -3.9(5) . . . . ? Co1 C13 C22 C21 173.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.574 _refine_diff_density_min -0.225 _refine_diff_density_rms 0.058 data_2 _database_code_depnum_ccdc_archive 'CCDC 846414' #TrackingRef '846414.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H27 Co F5 P3' _chemical_formula_sum 'C15 H27 Co F5 P3' _chemical_formula_weight 454.21 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' 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' Co Co 0.3494 0.9721 '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 13.243(3) _cell_length_b 11.838(2) _cell_length_c 13.762(3) _cell_angle_alpha 90.00 _cell_angle_beta 92.98(3) _cell_angle_gamma 90.00 _cell_volume 2154.6(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 2356 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 23.00 _exptl_crystal_description BLOCK _exptl_crystal_colour GREEN _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.400 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 1.056 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7782 _exptl_absorpt_correction_T_max 0.8246 _exptl_absorpt_process_details sadbas _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 '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7066 _diffrn_reflns_av_R_equivalents 0.0173 _diffrn_reflns_av_sigmaI/netI 0.0216 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3582 _reflns_number_gt 2879 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0609P)^2^+0.5603P] 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 3582 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0492 _refine_ls_R_factor_gt 0.0370 _refine_ls_wR_factor_ref 0.1001 _refine_ls_wR_factor_gt 0.0942 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.000 _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 Co1 Co 0.74593(3) 0.76842(3) 0.02091(3) 0.03889(14) Uani 1 1 d . . . P1 P 0.58122(6) 0.77584(6) 0.04858(5) 0.04171(18) Uani 1 1 d . . . P2 P 0.79815(7) 0.62615(7) 0.11689(6) 0.0524(2) Uani 1 1 d . . . P3 P 0.74077(6) 0.69348(7) -0.12796(5) 0.0495(2) Uani 1 1 d . . . F1 F 0.69217(18) 1.00927(18) -0.07489(15) 0.0740(6) Uani 1 1 d . . . F2 F 0.7687(2) 1.21490(19) -0.04799(17) 0.0861(7) Uani 1 1 d . . . F3 F 0.9343(2) 1.2487(2) 0.07331(19) 0.0886(7) Uani 1 1 d . . . F4 F 1.0183(2) 1.0732(2) 0.1730(2) 0.0938(8) Uani 1 1 d . . . F5 F 0.93978(19) 0.8657(2) 0.15392(19) 0.0863(7) Uani 1 1 d . . . C1 C 0.5548(3) 0.8660(3) 0.1518(2) 0.0609(8) Uani 1 1 d . . . H1A H 0.4816 0.8707 0.1581 0.091 Uiso 1 1 calc R . . H1B H 0.5820 0.9417 0.1412 0.091 Uiso 1 1 calc R . . H1C H 0.5867 0.8338 0.2114 0.091 Uiso 1 1 calc R . . C2 C 0.4983(3) 0.8399(3) -0.0474(3) 0.0615(9) Uani 1 1 d . . . H2A H 0.4938 0.7899 -0.1042 0.092 Uiso 1 1 calc R . . H2B H 0.5262 0.9130 -0.0659 0.092 Uiso 1 1 calc R . . H2C H 0.4307 0.8510 -0.0232 0.092 Uiso 1 1 calc R . . C3 C 0.5055(4) 0.6522(3) 0.0758(4) 0.0682(10) Uani 1 1 d . . . H3A H 0.534(3) 0.614(4) 0.130(3) 0.064(11) Uiso 1 1 d . . . H3B H 0.444(4) 0.675(4) 0.091(3) 0.088(15) Uiso 1 1 d . . . C4 C 0.7808(3) 0.6518(4) 0.2453(2) 0.0715(11) Uani 1 1 d . . . H4A H 0.7084 0.6581 0.2560 0.107 Uiso 1 1 calc R . . H4B H 0.8149 0.7222 0.2652 0.107 Uiso 1 1 calc R . . H4C H 0.8097 0.5890 0.2838 0.107 Uiso 1 1 calc R . . C5 C 0.7449(4) 0.4841(3) 0.1019(4) 0.0918(14) Uani 1 1 d . . . H5A H 0.7709 0.4358 0.1554 0.138 Uiso 1 1 calc R . . H5B H 0.7643 0.4523 0.0398 0.138 Uiso 1 1 calc R . . H5C H 0.6710 0.4881 0.1025 0.138 Uiso 1 1 calc R . . C6 C 0.9337(3) 0.5936(4) 0.1199(3) 0.0761(11) Uani 1 1 d . . . H6A H 0.9722 0.6589 0.1452 0.114 Uiso 1 1 calc R . . H6B H 0.9536 0.5762 0.0540 0.114 Uiso 1 1 calc R . . H6C H 0.9476 0.5282 0.1623 0.114 Uiso 1 1 calc R . . C7 C 0.6444(3) 0.5922(3) -0.1685(3) 0.0684(10) Uani 1 1 d . . . H7A H 0.6515 0.5750 -0.2375 0.103 Uiso 1 1 calc R . . H7B H 0.5773 0.6243 -0.1598 0.103 Uiso 1 1 calc R . . H7C H 0.6524 0.5227 -0.1302 0.103 Uiso 1 1 calc R . . C8 C 0.8524(3) 0.6171(5) -0.1623(4) 0.1006(18) Uani 1 1 d . . . H8A H 0.9129 0.6617 -0.1447 0.151 Uiso 1 1 calc R . . H8B H 0.8483 0.6038 -0.2327 0.151 Uiso 1 1 calc R . . H8C H 0.8562 0.5445 -0.1281 0.151 Uiso 1 1 calc R . . C9 C 0.7280(6) 0.8002(4) -0.2239(3) 0.112(2) Uani 1 1 d . . . H9A H 0.7770 0.8610 -0.2103 0.168 Uiso 1 1 calc R . . H9B H 0.6594 0.8314 -0.2261 0.168 Uiso 1 1 calc R . . H9C H 0.7408 0.7655 -0.2867 0.168 Uiso 1 1 calc R . . C10 C 0.8110(3) 0.9241(3) 0.0369(2) 0.0501(7) Uani 1 1 d . . . C11 C 0.7762(2) 1.0192(3) -0.0119(2) 0.0471(7) Uani 1 1 d . . . C12 C 0.8139(3) 1.1250(3) -0.0007(2) 0.0582(8) Uani 1 1 d . . . C13 C 0.8963(3) 1.1442(3) 0.0609(3) 0.0614(9) Uani 1 1 d . . . C14 C 0.9365(3) 1.0537(3) 0.1111(2) 0.0598(8) Uani 1 1 d . . . C15 C 0.8951(3) 0.9491(3) 0.1006(2) 0.0561(8) Uani 1 1 d . . . H3 H 0.505(3) 0.599(4) 0.017(3) 0.081(13) 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 Co1 0.0397(2) 0.0350(2) 0.0415(2) -0.00202(15) -0.00287(14) 0.00247(15) P1 0.0424(4) 0.0340(4) 0.0486(4) -0.0052(3) 0.0009(3) 0.0027(3) P2 0.0543(5) 0.0446(4) 0.0575(5) 0.0062(3) -0.0032(3) 0.0132(4) P3 0.0538(5) 0.0489(5) 0.0461(4) -0.0088(3) 0.0066(3) -0.0078(3) F1 0.0838(15) 0.0593(12) 0.0753(12) -0.0001(10) -0.0317(11) 0.0034(11) F2 0.124(2) 0.0517(12) 0.0806(14) 0.0145(10) -0.0180(13) -0.0057(13) F3 0.1054(19) 0.0634(15) 0.0956(17) -0.0018(12) -0.0073(14) -0.0315(13) F4 0.0824(16) 0.0883(17) 0.1065(17) -0.0048(14) -0.0354(13) -0.0259(13) F5 0.0830(16) 0.0673(14) 0.1044(17) 0.0147(12) -0.0359(13) -0.0007(12) C1 0.066(2) 0.058(2) 0.0590(18) -0.0139(15) 0.0065(15) 0.0103(17) C2 0.056(2) 0.061(2) 0.067(2) -0.0061(16) -0.0108(15) 0.0125(16) C3 0.060(2) 0.049(2) 0.096(3) 0.001(2) 0.012(2) -0.0088(18) C4 0.075(2) 0.084(3) 0.0560(19) 0.0187(18) 0.0031(17) 0.023(2) C5 0.106(4) 0.045(2) 0.121(4) 0.018(2) -0.024(3) 0.007(2) C6 0.064(2) 0.078(3) 0.086(3) 0.011(2) 0.0013(19) 0.032(2) C7 0.065(2) 0.063(2) 0.077(2) -0.0274(18) 0.0063(17) -0.0094(18) C8 0.061(3) 0.143(5) 0.100(3) -0.065(3) 0.022(2) -0.008(3) C9 0.213(7) 0.080(3) 0.043(2) 0.0033(19) 0.007(3) -0.034(4) C10 0.0541(18) 0.0441(17) 0.0530(17) -0.0038(13) 0.0103(13) 0.0001(13) C11 0.0553(18) 0.0436(16) 0.0413(14) -0.0031(12) -0.0062(12) -0.0021(13) C12 0.078(2) 0.0466(19) 0.0500(17) 0.0031(13) 0.0069(15) -0.0086(16) C13 0.067(2) 0.056(2) 0.0613(19) -0.0096(16) 0.0048(16) -0.0184(17) C14 0.058(2) 0.062(2) 0.0587(18) -0.0061(16) -0.0052(15) -0.0103(17) C15 0.0489(18) 0.054(2) 0.0643(19) 0.0033(15) -0.0063(14) -0.0005(15) _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 Co1 C10 2.041(3) . ? Co1 P2 2.2281(9) . ? Co1 P3 2.2304(9) . ? Co1 P1 2.2355(10) . ? P1 C3 1.824(4) . ? P1 C1 1.824(3) . ? P1 C2 1.837(3) . ? P2 C4 1.819(4) . ? P2 C5 1.831(4) . ? P2 C6 1.834(4) . ? P3 C8 1.817(5) . ? P3 C7 1.818(4) . ? P3 C9 1.829(5) . ? F1 C11 1.380(4) . ? F2 C12 1.369(4) . ? F3 C13 1.343(4) . ? F4 C14 1.362(4) . ? F5 C15 1.349(4) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 H3A 0.94(4) . ? C3 H3B 0.90(5) . ? C3 H3 1.03(5) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? 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 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? 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 1.377(4) . ? C10 C15 1.413(5) . ? C11 C12 1.355(5) . ? C12 C13 1.365(5) . ? C13 C14 1.368(5) . ? C14 C15 1.359(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 C10 Co1 P2 120.16(10) . . ? C10 Co1 P3 116.79(9) . . ? P2 Co1 P3 103.74(4) . . ? C10 Co1 P1 110.86(9) . . ? P2 Co1 P1 101.78(4) . . ? P3 Co1 P1 100.87(4) . . ? C3 P1 C1 100.3(2) . . ? C3 P1 C2 99.5(2) . . ? C1 P1 C2 100.76(17) . . ? C3 P1 Co1 123.74(16) . . ? C1 P1 Co1 112.55(13) . . ? C2 P1 Co1 116.47(13) . . ? C4 P2 C5 101.3(2) . . ? C4 P2 C6 100.71(19) . . ? C5 P2 C6 100.4(2) . . ? C4 P2 Co1 113.49(13) . . ? C5 P2 Co1 121.45(15) . . ? C6 P2 Co1 116.47(14) . . ? C8 P3 C7 99.2(2) . . ? C8 P3 C9 101.7(3) . . ? C7 P3 C9 101.4(2) . . ? C8 P3 Co1 116.79(16) . . ? C7 P3 Co1 122.14(13) . . ? C9 P3 Co1 112.67(15) . . ? P1 C1 H1A 109.5 . . ? P1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? P1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? P1 C2 H2A 109.5 . . ? P1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? P1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? P1 C3 H3A 110(2) . . ? P1 C3 H3B 109(3) . . ? H3A C3 H3B 108(4) . . ? P1 C3 H3 108(2) . . ? H3A C3 H3 108(4) . . ? H3B C3 H3 114(4) . . ? P2 C4 H4A 109.5 . . ? P2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? P2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? P2 C5 H5A 109.5 . . ? P2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? P2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? P2 C6 H6A 109.5 . . ? P2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? P2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? P3 C7 H7A 109.5 . . ? P3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? P3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? P3 C8 H8A 109.5 . . ? P3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? P3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? P3 C9 H9A 109.5 . . ? P3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? P3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C15 111.3(3) . . ? C11 C10 Co1 123.8(2) . . ? C15 C10 Co1 124.8(2) . . ? C12 C11 C10 126.1(3) . . ? C12 C11 F1 115.5(3) . . ? C10 C11 F1 118.4(3) . . ? C11 C12 C13 120.2(3) . . ? C11 C12 F2 121.0(3) . . ? C13 C12 F2 118.8(3) . . ? F3 C13 C12 121.0(3) . . ? F3 C13 C14 121.6(3) . . ? C12 C13 C14 117.4(3) . . ? C15 C14 F4 121.6(3) . . ? C15 C14 C13 121.0(3) . . ? F4 C14 C13 117.4(3) . . ? F5 C15 C14 116.5(3) . . ? F5 C15 C10 119.6(3) . . ? C14 C15 C10 123.9(3) . . ? _diffrn_measured_fraction_theta_max 0.943 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.943 _refine_diff_density_max 0.582 _refine_diff_density_min -0.299 _refine_diff_density_rms 0.058 data_1 _database_code_depnum_ccdc_archive 'CCDC 871947' #TrackingRef '871947.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H27 Co F4 N P3' _chemical_formula_sum 'C14 H27 Co F4 N P3' _chemical_formula_weight 437.21 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' Co Co 0.3494 0.9721 '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 8.5810(10) _cell_length_b 16.6960(13) _cell_length_c 14.853(2) _cell_angle_alpha 90.00 _cell_angle_beta 99.750(12) _cell_angle_gamma 90.00 _cell_volume 2097.2(4) _cell_formula_units_Z 4 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 48456 _cell_measurement_theta_min 1.85 _cell_measurement_theta_max 29.69 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.385 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 1.076 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7384 _exptl_absorpt_correction_T_max 0.8055 _exptl_absorpt_process_details sadbas _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(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 2' _diffrn_measurement_method 'rotation method' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19991 _diffrn_reflns_av_R_equivalents 0.0294 _diffrn_reflns_av_sigmaI/netI 0.0211 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 29.17 _reflns_number_total 5626 _reflns_number_gt 5029 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STOE X-AREA' _computing_cell_refinement 'STOE X-AREA' _computing_data_reduction 'STOE X-RED' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0942P)^2^+0.7660P] 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 5626 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0591 _refine_ls_R_factor_gt 0.0532 _refine_ls_wR_factor_ref 0.1485 _refine_ls_wR_factor_gt 0.1439 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _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 Co1 Co 0.77283(4) 0.896791(19) 0.23684(2) 0.03509(11) Uani 1 1 d . . . P1 P 0.71425(8) 0.90541(4) 0.37795(4) 0.03986(15) Uani 1 1 d . . . P2 P 0.89787(8) 0.77959(4) 0.24088(4) 0.04012(15) Uani 1 1 d . . . P3 P 0.53834(8) 0.86864(4) 0.15156(4) 0.04123(16) Uani 1 1 d . . . F1 F 0.7760(3) 1.01141(15) 0.06284(15) 0.0819(7) Uani 1 1 d . . . F2 F 0.9705(4) 1.12838(19) 0.0328(2) 0.1072(10) Uani 1 1 d . . . F3 F 1.2763(3) 1.09519(13) 0.30807(16) 0.0712(6) Uani 1 1 d . . . F4 F 1.0958(2) 0.97749(12) 0.35359(12) 0.0623(5) Uani 1 1 d . . . C1 C 0.5437(4) 0.8541(2) 0.4106(2) 0.0628(8) Uani 1 1 d . . . H1A H 0.5552 0.7961 0.4034 0.094 Uiso 1 1 calc R . . H1B H 0.4468 0.8723 0.3714 0.094 Uiso 1 1 calc R . . H1C H 0.5380 0.8662 0.4745 0.094 Uiso 1 1 calc R . . C2 C 0.6776(4) 1.00835(19) 0.4116(2) 0.0567(7) Uani 1 1 d . . . H2A H 0.5823 1.0290 0.3727 0.085 Uiso 1 1 calc R . . H2B H 0.7683 1.0421 0.4045 0.085 Uiso 1 1 calc R . . H2C H 0.6627 1.0091 0.4755 0.085 Uiso 1 1 calc R . . C3 C 0.8683(4) 0.8758(2) 0.47282(18) 0.0557(7) Uani 1 1 d . . . H3A H 0.8356 0.8904 0.5308 0.084 Uiso 1 1 calc R . . H3B H 0.9671 0.9034 0.4675 0.084 Uiso 1 1 calc R . . H3C H 0.8846 0.8178 0.4710 0.084 Uiso 1 1 calc R . . C4 C 0.8218(4) 0.68856(18) 0.2872(2) 0.0534(6) Uani 1 1 d . . . H4A H 0.9018 0.6462 0.2917 0.080 Uiso 1 1 calc R . . H4B H 0.7256 0.6710 0.2467 0.080 Uiso 1 1 calc R . . H4C H 0.7973 0.6998 0.3481 0.080 Uiso 1 1 calc R . . C5 C 1.1000(3) 0.7819(2) 0.3056(2) 0.0573(7) Uani 1 1 d . . . H5A H 1.0971 0.7973 0.3690 0.086 Uiso 1 1 calc R . . H5B H 1.1630 0.8209 0.2779 0.086 Uiso 1 1 calc R . . H5C H 1.1478 0.7286 0.3045 0.086 Uiso 1 1 calc R . . C6 C 0.9313(5) 0.7426(2) 0.1294(2) 0.0597(8) Uani 1 1 d . . . H6A H 1.0038 0.6969 0.1382 0.090 Uiso 1 1 calc R . . H6B H 0.9776 0.7854 0.0972 0.090 Uiso 1 1 calc R . . H6C H 0.8304 0.7258 0.0931 0.090 Uiso 1 1 calc R . . C7 C 0.4363(3) 0.77475(19) 0.1673(2) 0.0534(6) Uani 1 1 d . . . H7A H 0.4238 0.7696 0.2314 0.080 Uiso 1 1 calc R . . H7B H 0.4986 0.7296 0.1506 0.080 Uiso 1 1 calc R . . H7C H 0.3320 0.7748 0.1284 0.080 Uiso 1 1 calc R . . C8 C 0.3830(4) 0.9420(2) 0.1593(2) 0.0588(7) Uani 1 1 d . . . H8A H 0.2877 0.9278 0.1160 0.088 Uiso 1 1 calc R . . H8B H 0.4192 0.9954 0.1445 0.088 Uiso 1 1 calc R . . H8C H 0.3591 0.9422 0.2215 0.088 Uiso 1 1 calc R . . C9 C 0.5330(4) 0.8647(2) 0.02742(19) 0.0597(8) Uani 1 1 d . . . H9A H 0.6062 0.8234 0.0132 0.090 Uiso 1 1 calc R . . H9B H 0.5644 0.9168 0.0059 0.090 Uiso 1 1 calc R . . H9C H 0.4255 0.8519 -0.0031 0.090 Uiso 1 1 calc R . . C10 C 0.9212(3) 0.98550(14) 0.21093(17) 0.0386(5) Uani 1 1 d . . . C11 C 0.9000(4) 1.02781(19) 0.1302(2) 0.0535(6) Uani 1 1 d . . . C12 C 1.0000(5) 1.0884(2) 0.1128(3) 0.0642(8) Uani 1 1 d . . . C13 C 1.1475(3) 1.07320(18) 0.2477(2) 0.0523(6) Uani 1 1 d . . . C14 C 1.0525(3) 1.01200(16) 0.26978(18) 0.0439(5) Uani 1 1 d . . . N1 N 1.1239(4) 1.11186(16) 0.1703(2) 0.0618(7) 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 Co1 0.03744(18) 0.03307(18) 0.03412(17) -0.00043(11) 0.00417(12) -0.00131(11) P1 0.0458(3) 0.0390(3) 0.0343(3) -0.0021(2) 0.0053(2) 0.0015(2) P2 0.0428(3) 0.0363(3) 0.0415(3) 0.0002(2) 0.0078(2) 0.0030(2) P3 0.0416(3) 0.0425(3) 0.0372(3) -0.0033(2) -0.0001(2) 0.0003(2) F1 0.0775(13) 0.0904(16) 0.0664(12) 0.0349(11) -0.0203(10) -0.0233(12) F2 0.131(2) 0.0962(19) 0.0889(17) 0.0517(15) 0.0020(16) -0.0374(18) F3 0.0581(11) 0.0640(13) 0.0901(15) -0.0187(10) 0.0089(10) -0.0245(9) F4 0.0676(11) 0.0621(11) 0.0511(9) 0.0017(8) -0.0073(8) -0.0184(9) C1 0.0654(19) 0.076(2) 0.0511(15) -0.0032(15) 0.0219(14) -0.0135(16) C2 0.0695(18) 0.0495(16) 0.0499(14) -0.0084(12) 0.0072(13) 0.0124(14) C3 0.0691(18) 0.0584(17) 0.0362(12) 0.0010(11) -0.0012(12) 0.0109(14) C4 0.0631(17) 0.0406(14) 0.0544(15) 0.0050(11) 0.0039(12) -0.0004(12) C5 0.0431(13) 0.0554(17) 0.0709(18) -0.0065(14) 0.0027(12) 0.0097(12) C6 0.082(2) 0.0513(16) 0.0487(14) -0.0014(12) 0.0186(14) 0.0160(15) C7 0.0476(14) 0.0519(16) 0.0587(16) -0.0091(12) 0.0034(12) -0.0085(12) C8 0.0532(15) 0.0578(18) 0.0602(16) -0.0042(13) -0.0054(13) 0.0143(13) C9 0.0671(18) 0.070(2) 0.0384(12) -0.0044(12) -0.0020(12) -0.0046(15) C10 0.0394(11) 0.0323(11) 0.0446(11) 0.0008(9) 0.0088(9) 0.0011(8) C11 0.0536(15) 0.0483(15) 0.0560(15) 0.0104(12) 0.0015(12) -0.0053(12) C12 0.075(2) 0.0527(17) 0.0658(19) 0.0186(15) 0.0153(16) -0.0092(16) C13 0.0470(13) 0.0410(14) 0.0705(18) -0.0116(13) 0.0142(12) -0.0087(11) C14 0.0460(12) 0.0389(12) 0.0468(12) -0.0041(10) 0.0080(10) -0.0032(10) N1 0.0683(17) 0.0435(13) 0.0772(18) 0.0026(12) 0.0230(14) -0.0128(12) _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 Co1 C10 2.032(2) . ? Co1 P2 2.2276(7) . ? Co1 P3 2.2385(8) . ? Co1 P1 2.2412(7) . ? P1 C1 1.831(3) . ? P1 C3 1.829(3) . ? P1 C2 1.832(3) . ? P2 C4 1.834(3) . ? P2 C5 1.836(3) . ? P2 C6 1.835(3) . ? P3 C7 1.830(3) . ? P3 C8 1.828(3) . ? P3 C9 1.838(3) . ? F1 C11 1.359(4) . ? F2 C12 1.349(4) . ? F3 C13 1.351(4) . ? F4 C14 1.365(3) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? 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 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? 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 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? 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 C14 1.377(3) . ? C10 C11 1.377(4) . ? C11 C12 1.380(4) . ? C12 N1 1.306(5) . ? C13 N1 1.303(4) . ? C13 C14 1.381(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 C10 Co1 P2 109.34(7) . . ? C10 Co1 P3 125.30(7) . . ? P2 Co1 P3 102.33(3) . . ? C10 Co1 P1 112.16(7) . . ? P2 Co1 P1 102.39(3) . . ? P3 Co1 P1 102.72(3) . . ? C1 P1 C3 100.08(17) . . ? C1 P1 C2 100.69(17) . . ? C3 P1 C2 100.26(15) . . ? C1 P1 Co1 122.24(11) . . ? C3 P1 Co1 117.13(11) . . ? C2 P1 Co1 113.03(11) . . ? C4 P2 C5 100.68(16) . . ? C4 P2 C6 100.38(16) . . ? C5 P2 C6 101.63(16) . . ? C4 P2 Co1 122.52(11) . . ? C5 P2 Co1 113.82(11) . . ? C6 P2 Co1 114.80(11) . . ? C7 P3 C8 101.35(16) . . ? C7 P3 C9 99.59(15) . . ? C8 P3 C9 101.09(16) . . ? C7 P3 Co1 120.74(10) . . ? C8 P3 Co1 114.75(11) . . ? C9 P3 Co1 116.26(12) . . ? P1 C1 H1A 109.5 . . ? P1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? P1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? P1 C2 H2A 109.5 . . ? P1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? P1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? P1 C3 H3A 109.5 . . ? P1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? P1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? P2 C4 H4A 109.5 . . ? P2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? P2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? P2 C5 H5A 109.5 . . ? P2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? P2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? P2 C6 H6A 109.5 . . ? P2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? P2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? P3 C7 H7A 109.5 . . ? P3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? P3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? P3 C8 H8A 109.5 . . ? P3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? P3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? P3 C9 H9A 109.5 . . ? P3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? P3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C14 C10 C11 111.2(2) . . ? C14 C10 Co1 125.85(19) . . ? C11 C10 Co1 123.0(2) . . ? F1 C11 C10 120.6(3) . . ? F1 C11 C12 116.3(3) . . ? C10 C11 C12 123.0(3) . . ? N1 C12 F2 116.0(3) . . ? N1 C12 C11 124.1(3) . . ? F2 C12 C11 119.9(3) . . ? N1 C13 F3 116.0(3) . . ? N1 C13 C14 124.5(3) . . ? F3 C13 C14 119.5(3) . . ? F4 C14 C10 120.7(2) . . ? F4 C14 C13 116.7(2) . . ? C10 C14 C13 122.6(3) . . ? C13 N1 C12 114.6(3) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 29.17 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.431 _refine_diff_density_min -0.678 _refine_diff_density_rms 0.073 data_7 _database_code_depnum_ccdc_archive 'CCDC 871948' #TrackingRef '871948.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H18 Co F4 N O2 P2' _chemical_formula_sum 'C13 H18 Co F4 N O2 P2' _chemical_formula_weight 417.15 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' O O 0.0106 0.0060 '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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.367(3) _cell_length_b 11.760(2) _cell_length_c 12.486(3) _cell_angle_alpha 90.00 _cell_angle_beta 93.84(3) _cell_angle_gamma 90.00 _cell_volume 1811.8(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 18560 _cell_measurement_theta_min 1.63 _cell_measurement_theta_max 29.68 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.529 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 1.166 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7139 _exptl_absorpt_correction_T_max 0.7918 _exptl_absorpt_process_details sadbas _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_polarisn_norm 0 _diffrn_radiation_collimation '0.5 mm diameter, monocapillary' _diffrn_source_voltage 50 _diffrn_source_current 150 _diffrn_source_power 7.50 _diffrn_measurement_device '2-circle goniometer' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_measurement_method 'rotation method' _diffrn_measurement_details ; 202 frames, detector distance = 100 mm ; _diffrn_detector 'image plate (34 cm diameter)' _diffrn_detector_type STOE _diffrn_detector_area_resol_mean 6.67 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4691 _diffrn_reflns_av_R_equivalents 0.0106 _diffrn_reflns_av_sigmaI/netI 0.0103 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2770 _reflns_number_gt 2624 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STOE X-AREA' _computing_cell_refinement 'STOE X-AREA' _computing_data_reduction 'STOE X-RED' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0363P)^2^+0.4895P] 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 2770 _refine_ls_number_parameters 214 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0243 _refine_ls_R_factor_gt 0.0225 _refine_ls_wR_factor_ref 0.0607 _refine_ls_wR_factor_gt 0.0600 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.068 _refine_ls_shift/su_max 0.002 _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 Co1 Co 0.740392(16) 0.043591(15) 0.174246(14) 0.02308(9) Uani 1 1 d U . . P2 P 0.84560(3) -0.10425(3) 0.15883(3) 0.02679(11) Uani 1 1 d . . . P3 P 0.64264(3) 0.19567(3) 0.19649(3) 0.02614(11) Uani 1 1 d . . . F1 F 0.93297(8) 0.14453(8) 0.33716(8) 0.0367(2) Uani 1 1 d . . . C10 C 0.82305(16) -0.22503(14) 0.24515(14) 0.0399(4) Uani 1 1 d . . . H10A H 0.8694 -0.2866 0.2272 0.060 Uiso 1 1 calc R . . H10B H 0.7488 -0.2486 0.2352 0.060 Uiso 1 1 calc R . . H10C H 0.8390 -0.2037 0.3187 0.060 Uiso 1 1 calc R . . C13 C 0.82347(14) 0.11978(13) 0.09171(12) 0.0322(4) Uani 1 1 d U . . F4 F 0.61582(9) -0.07836(10) 0.36205(9) 0.0475(3) Uani 1 1 d . . . F3 F 0.66446(12) -0.08883(11) 0.57247(10) 0.0643(4) Uani 1 1 d . . . F2 F 0.97031(10) 0.11626(10) 0.54747(9) 0.0526(3) Uani 1 1 d . . . C1 C 0.70610(15) -0.02401(14) 0.40143(13) 0.0330(4) Uani 1 1 d . . . C6 C 0.70663(15) 0.30993(14) 0.27496(13) 0.0347(4) Uani 1 1 d . . . H6A H 0.7694 0.3359 0.2409 0.052 Uiso 1 1 calc R . . H6B H 0.7280 0.2827 0.3457 0.052 Uiso 1 1 calc R . . H6C H 0.6564 0.3716 0.2798 0.052 Uiso 1 1 calc R . . C12 C 0.62594(16) -0.03366(14) 0.12485(14) 0.0366(4) Uani 1 1 d . . . C9 C 0.83581(17) -0.16735(15) 0.02559(13) 0.0407(4) Uani 1 1 d . . . H9A H 0.8514 -0.1107 -0.0266 0.061 Uiso 1 1 calc R . . H9B H 0.7639 -0.1962 0.0100 0.061 Uiso 1 1 calc R . . H9C H 0.8870 -0.2285 0.0229 0.061 Uiso 1 1 calc R . . N1 N 0.81677(15) 0.01441(14) 0.56038(11) 0.0444(4) Uani 1 1 d U . . C8 C 0.59973(15) 0.26711(14) 0.07185(13) 0.0354(4) Uani 1 1 d . . . H8A H 0.5566 0.3322 0.0871 0.053 Uiso 1 1 calc R . . H8B H 0.5576 0.2157 0.0262 0.053 Uiso 1 1 calc R . . H8C H 0.6623 0.2911 0.0364 0.053 Uiso 1 1 calc R . . C4 C 0.85938(13) 0.08326(13) 0.38943(12) 0.0283(3) Uani 1 1 d . . . C11 C 0.98910(14) -0.07622(16) 0.18211(14) 0.0373(4) Uani 1 1 d . . . H11A H 1.0034 -0.0466 0.2533 0.056 Uiso 1 1 calc R . . H11B H 1.0111 -0.0217 0.1307 0.056 Uiso 1 1 calc R . . H11C H 1.0289 -0.1456 0.1747 0.056 Uiso 1 1 calc R . . C7 C 0.51675(15) 0.17168(16) 0.25992(17) 0.0445(4) Uani 1 1 d . . . H7A H 0.5323 0.1393 0.3298 0.067 Uiso 1 1 calc R . . H7B H 0.4719 0.1204 0.2168 0.067 Uiso 1 1 calc R . . H7C H 0.4795 0.2427 0.2666 0.067 Uiso 1 1 calc R . . C2 C 0.73116(18) -0.03141(15) 0.51027(14) 0.0432(5) Uani 1 1 d U . . C3 C 0.87969(15) 0.07056(15) 0.49893(13) 0.0371(4) Uani 1 1 d . . . O1 O 0.87469(13) 0.16565(11) 0.03136(11) 0.0510(4) Uani 1 1 d . . . C5 C 0.77087(13) 0.03508(12) 0.33325(11) 0.0255(3) Uani 1 1 d . . . O2 O 0.55208(14) -0.08335(13) 0.09004(13) 0.0617(4) 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 Co1 0.02463(14) 0.02447(13) 0.02030(13) -0.00035(7) 0.00286(9) -0.00122(7) P2 0.0324(2) 0.0270(2) 0.02143(19) -0.00128(14) 0.00541(16) 0.00174(15) P3 0.0239(2) 0.0285(2) 0.02628(19) -0.00056(14) 0.00338(16) 0.00024(15) F1 0.0319(5) 0.0374(5) 0.0406(5) -0.0020(4) 0.0006(4) -0.0066(4) C10 0.0529(11) 0.0306(8) 0.0374(8) 0.0061(7) 0.0117(8) 0.0065(7) C13 0.0376(9) 0.0287(8) 0.0313(8) 0.0021(6) 0.0093(7) 0.0044(6) F4 0.0445(7) 0.0499(6) 0.0500(6) 0.0043(5) 0.0160(5) -0.0161(5) F3 0.0820(10) 0.0665(8) 0.0490(7) 0.0231(6) 0.0382(7) 0.0107(7) F2 0.0543(7) 0.0570(7) 0.0433(6) -0.0131(5) -0.0208(5) 0.0145(5) C1 0.0383(10) 0.0296(8) 0.0322(8) 0.0012(6) 0.0114(7) 0.0010(7) C6 0.0400(10) 0.0317(8) 0.0322(8) -0.0051(6) 0.0001(7) 0.0014(7) C12 0.0399(11) 0.0322(8) 0.0368(9) 0.0005(6) -0.0051(8) -0.0019(7) C9 0.0547(12) 0.0389(9) 0.0289(8) -0.0091(7) 0.0056(8) 0.0036(8) N1 0.0613(11) 0.0463(8) 0.0261(7) 0.0033(6) 0.0067(7) 0.0219(8) C8 0.0353(9) 0.0358(8) 0.0340(8) 0.0008(7) -0.0047(7) 0.0047(7) C4 0.0312(8) 0.0264(7) 0.0275(7) -0.0013(6) 0.0023(6) 0.0046(6) C11 0.0323(9) 0.0414(9) 0.0388(9) -0.0035(7) 0.0067(7) 0.0066(7) C7 0.0313(10) 0.0448(10) 0.0594(11) 0.0021(8) 0.0180(9) 0.0024(7) C2 0.0606(13) 0.0387(9) 0.0330(9) 0.0108(7) 0.0232(9) 0.0149(8) C3 0.0426(11) 0.0365(8) 0.0309(8) -0.0083(7) -0.0064(8) 0.0149(7) O1 0.0618(9) 0.0433(7) 0.0516(8) 0.0137(6) 0.0314(7) 0.0026(6) C5 0.0299(9) 0.0243(7) 0.0229(7) -0.0004(5) 0.0054(6) 0.0034(6) O2 0.0556(10) 0.0505(8) 0.0749(10) -0.0021(7) -0.0263(8) -0.0179(7) _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 Co1 C13 1.7499(16) . ? Co1 C12 1.7585(19) . ? Co1 C5 1.9984(15) . ? Co1 P3 2.1869(5) . ? Co1 P2 2.1877(5) . ? P2 C11 1.8092(19) . ? P2 C10 1.8158(17) . ? P2 C9 1.8183(16) . ? P3 C6 1.8133(17) . ? P3 C7 1.8154(17) . ? P3 C8 1.8162(17) . ? F1 C4 1.3612(18) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C13 O1 1.151(2) . ? F4 C1 1.350(2) . ? F3 C2 1.351(2) . ? F2 C3 1.350(2) . ? C1 C2 1.376(3) . ? C1 C5 1.393(2) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C12 O2 1.145(2) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? N1 C3 1.308(3) . ? N1 C2 1.309(3) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C4 C3 1.382(2) . ? C4 C5 1.381(2) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? 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 C13 Co1 C12 123.26(8) . . ? C13 Co1 C5 122.11(7) . . ? C12 Co1 C5 114.61(8) . . ? C13 Co1 P3 90.43(5) . . ? C12 Co1 P3 91.62(6) . . ? C5 Co1 P3 89.08(5) . . ? C13 Co1 P2 88.79(6) . . ? C12 Co1 P2 91.61(6) . . ? C5 Co1 P2 88.50(5) . . ? P3 Co1 P2 176.563(18) . . ? C11 P2 C10 103.60(9) . . ? C11 P2 C9 103.05(9) . . ? C10 P2 C9 102.73(9) . . ? C11 P2 Co1 115.08(6) . . ? C10 P2 Co1 116.97(6) . . ? C9 P2 Co1 113.66(7) . . ? C6 P3 C7 103.62(9) . . ? C6 P3 C8 102.25(8) . . ? C7 P3 C8 103.64(9) . . ? C6 P3 Co1 116.72(6) . . ? C7 P3 Co1 115.20(6) . . ? C8 P3 Co1 113.69(6) . . ? P2 C10 H10A 109.5 . . ? P2 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? P2 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? O1 C13 Co1 175.13(16) . . ? F4 C1 C2 117.11(16) . . ? F4 C1 C5 120.59(15) . . ? C2 C1 C5 122.29(18) . . ? P3 C6 H6A 109.5 . . ? P3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? P3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? O2 C12 Co1 178.23(17) . . ? P2 C9 H9A 109.5 . . ? P2 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? P2 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C3 N1 C2 114.92(14) . . ? P3 C8 H8A 109.5 . . ? P3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? P3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? F1 C4 C3 116.65(16) . . ? F1 C4 C5 120.41(13) . . ? C3 C4 C5 122.92(16) . . ? P2 C11 H11A 109.5 . . ? P2 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? P2 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? P3 C7 H7A 109.5 . . ? P3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? P3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N1 C2 F3 115.87(16) . . ? N1 C2 C1 124.56(17) . . ? F3 C2 C1 119.6(2) . . ? N1 C3 F2 116.52(15) . . ? N1 C3 C4 124.01(18) . . ? F2 C3 C4 119.46(17) . . ? C4 C5 C1 111.27(14) . . ? C4 C5 Co1 125.05(11) . . ? C1 C5 Co1 123.65(13) . . ? _diffrn_measured_fraction_theta_max 0.866 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.866 _refine_diff_density_max 0.358 _refine_diff_density_min -0.145 _refine_diff_density_rms 0.031 data_8 _database_code_depnum_ccdc_archive 'CCDC 871949' #TrackingRef '871949.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H18 Co F5 O2 P2' _chemical_formula_sum 'C14 H18 Co F5 O2 P2' _chemical_formula_weight 434.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.4005(11) _cell_length_b 12.1015(10) _cell_length_c 13.0277(11) _cell_angle_alpha 90.00 _cell_angle_beta 91.942(2) _cell_angle_gamma 90.00 _cell_volume 1953.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 2238 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 23.00 _exptl_crystal_description BLOCK _exptl_crystal_colour LIGHT-YELLOW _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.476 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 1.090 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8034 _exptl_absorpt_correction_T_max 0.8449 _exptl_absorpt_process_details sadbas _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(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_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11295 _diffrn_reflns_av_R_equivalents 0.0328 _diffrn_reflns_av_sigmaI/netI 0.0445 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 27.46 _reflns_number_total 4411 _reflns_number_gt 2698 _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, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0516P)^2^+0.0038P] 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 4411 _refine_ls_number_parameters 227 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0783 _refine_ls_R_factor_gt 0.0405 _refine_ls_wR_factor_ref 0.1111 _refine_ls_wR_factor_gt 0.0960 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.012 _refine_ls_shift/su_max 0.000 _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 C1 C 0.2612(2) 0.4765(2) 0.3248(2) 0.0559(7) Uani 1 1 d . . . C2 C 0.3469(2) 0.4305(2) 0.3799(2) 0.0657(8) Uani 1 1 d . . . C3 C 0.3642(3) 0.4386(3) 0.4849(3) 0.0756(9) Uani 1 1 d . . . C4 C 0.2915(4) 0.4957(3) 0.5397(3) 0.0854(11) Uani 1 1 d . . . C5 C 0.2047(3) 0.5425(2) 0.4917(3) 0.0784(10) Uani 1 1 d . . . C6 C 0.1914(2) 0.5324(2) 0.3868(2) 0.0615(7) Uani 1 1 d . . . C7 C 0.2022(3) 0.2126(2) 0.2703(3) 0.0965(11) Uani 1 1 d . A . H7A H 0.2726 0.1954 0.2464 0.145 Uiso 1 1 calc R . . H7B H 0.1575 0.1479 0.2659 0.145 Uiso 1 1 calc R . . H7C H 0.2082 0.2370 0.3404 0.145 Uiso 1 1 calc R . . C8 C 0.0122(3) 0.3438(3) 0.2472(4) 0.1270(17) Uani 1 1 d . A . H8A H -0.0257 0.4009 0.2098 0.191 Uiso 1 1 calc R . . H8B H 0.0225 0.3656 0.3177 0.191 Uiso 1 1 calc R . . H8C H -0.0290 0.2767 0.2435 0.191 Uiso 1 1 calc R . . C9 C 0.1086(3) 0.2485(3) 0.0729(2) 0.0856(10) Uani 1 1 d . A . H9A H 0.1734 0.2323 0.0376 0.128 Uiso 1 1 calc R . . H9B H 0.0622 0.2940 0.0301 0.128 Uiso 1 1 calc R . . H9C H 0.0721 0.1808 0.0882 0.128 Uiso 1 1 calc R . . C10 C 0.3124(4) 0.7303(2) 0.2404(3) 0.1114(14) Uani 1 1 d . A . H10A H 0.2376 0.7489 0.2295 0.167 Uiso 1 1 calc R . . H10B H 0.3562 0.7925 0.2230 0.167 Uiso 1 1 calc R . . H10C H 0.3258 0.7113 0.3113 0.167 Uiso 1 1 calc R . . C11 C 0.4870(3) 0.5916(3) 0.1890(3) 0.1027(12) Uani 1 1 d . A . H11A H 0.5117 0.5299 0.1500 0.154 Uiso 1 1 calc R . . H11B H 0.4978 0.5766 0.2610 0.154 Uiso 1 1 calc R . . H11C H 0.5269 0.6565 0.1713 0.154 Uiso 1 1 calc R . . C12 C 0.3459(3) 0.6756(3) 0.0337(2) 0.0981(12) Uani 1 1 d . A . H12A H 0.2732 0.6912 0.0106 0.147 Uiso 1 1 calc R . . H12B H 0.3781 0.6252 -0.0132 0.147 Uiso 1 1 calc R . . H12C H 0.3868 0.7430 0.0365 0.147 Uiso 1 1 calc R . . C13 C 0.3295(3) 0.3919(3) 0.0976(3) 0.0907(11) Uani 1 1 d D . . C14 C 0.1328(3) 0.5419(3) 0.1173(3) 0.0837(10) Uani 1 1 d . . . Co Co 0.24144(3) 0.46849(3) 0.17099(3) 0.05593(15) Uani 1 1 d . A . F1 F 0.42339(14) 0.37215(14) 0.33067(15) 0.0875(5) Uani 1 1 d . . . F2 F 0.45179(19) 0.39323(16) 0.53268(17) 0.1130(7) Uani 1 1 d . . . F3 F 0.3053(2) 0.50594(19) 0.64353(15) 0.1313(9) Uani 1 1 d . . . F4 F 0.1319(2) 0.59909(18) 0.54631(16) 0.1188(8) Uani 1 1 d . . . F5 F 0.10308(15) 0.58322(15) 0.34391(14) 0.0874(5) Uani 1 1 d . . . O1 O 0.374(3) 0.3422(11) 0.032(2) 0.116(5) Uani 0.66(8) 1 d PD A 1 O1A O 0.409(4) 0.346(2) 0.076(6) 0.119(9) Uani 0.34(8) 1 d PD A 2 O2 O 0.0623(3) 0.5903(3) 0.0803(3) 0.1447(12) Uani 1 1 d . A . P1 P 0.14242(6) 0.32123(6) 0.19149(6) 0.0660(2) Uani 1 1 d . . . P2 P 0.34532(6) 0.61401(6) 0.16035(6) 0.0660(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0553(17) 0.0472(14) 0.0656(17) 0.0050(12) 0.0078(14) 0.0031(13) C2 0.0638(19) 0.0501(15) 0.083(2) 0.0057(15) 0.0053(17) -0.0022(14) C3 0.082(2) 0.0525(17) 0.091(2) 0.0174(17) -0.016(2) -0.0127(16) C4 0.122(3) 0.067(2) 0.066(2) 0.0115(17) -0.008(2) -0.023(2) C5 0.103(3) 0.063(2) 0.071(2) -0.0106(16) 0.026(2) -0.0073(19) C6 0.0625(19) 0.0559(16) 0.0666(18) 0.0013(14) 0.0082(15) 0.0043(14) C7 0.133(3) 0.070(2) 0.087(2) 0.0126(18) 0.004(2) -0.022(2) C8 0.085(3) 0.110(3) 0.190(4) -0.041(3) 0.078(3) -0.027(2) C9 0.084(2) 0.079(2) 0.093(2) -0.0131(18) -0.0032(19) -0.0075(19) C10 0.141(4) 0.067(2) 0.128(3) -0.018(2) 0.040(3) -0.026(2) C11 0.068(2) 0.102(3) 0.138(3) 0.036(2) -0.001(2) -0.020(2) C12 0.106(3) 0.096(3) 0.093(2) 0.034(2) 0.015(2) -0.005(2) C13 0.094(3) 0.070(2) 0.112(3) -0.007(2) 0.047(2) -0.009(2) C14 0.078(2) 0.081(2) 0.092(2) 0.0049(18) -0.016(2) 0.0015(19) Co 0.0529(2) 0.0543(2) 0.0613(2) 0.00090(17) 0.01249(18) 0.00244(17) F1 0.0674(11) 0.0766(11) 0.1186(14) 0.0098(10) 0.0052(11) 0.0211(10) F2 0.1238(18) 0.0847(13) 0.1265(16) 0.0319(11) -0.0525(14) -0.0102(12) F3 0.208(3) 0.1155(16) 0.0688(13) 0.0035(11) -0.0137(15) -0.0271(18) F4 0.149(2) 0.1192(16) 0.0917(14) -0.0274(12) 0.0495(14) 0.0054(15) F5 0.0766(12) 0.0954(12) 0.0911(12) -0.0093(10) 0.0184(10) 0.0333(10) O1 0.122(8) 0.105(4) 0.126(9) -0.038(5) 0.063(8) -0.009(5) O1A 0.097(13) 0.123(9) 0.14(2) -0.056(12) 0.067(14) 0.008(9) O2 0.117(2) 0.133(2) 0.180(3) 0.019(2) -0.066(2) 0.024(2) P1 0.0607(5) 0.0645(5) 0.0738(5) -0.0075(4) 0.0182(4) -0.0060(4) P2 0.0650(5) 0.0598(5) 0.0737(5) 0.0125(4) 0.0113(4) -0.0031(4) _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 C1 C2 1.379(4) . ? C1 C6 1.381(3) . ? C1 Co 2.013(3) . ? C2 F1 1.360(3) . ? C2 C3 1.382(4) . ? C3 F2 1.350(4) . ? C3 C4 1.358(5) . ? C4 C5 1.350(5) . ? C4 F3 1.364(4) . ? C5 F4 1.354(3) . ? C5 C6 1.377(4) . ? C6 F5 1.359(3) . ? C7 P1 1.811(3) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 P1 1.813(3) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 P1 1.815(3) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 P2 1.807(3) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 P2 1.804(3) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 P2 1.811(3) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 O1A 1.17(2) . ? C13 O1 1.193(12) . ? C13 Co 1.743(4) . ? C14 O2 1.145(4) . ? C14 Co 1.741(4) . ? Co P1 2.1856(8) . ? Co P2 2.1891(8) . ? 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 C2 C1 C6 112.4(3) . . ? C2 C1 Co 124.4(2) . . ? C6 C1 Co 123.2(2) . . ? F1 C2 C1 120.1(3) . . ? F1 C2 C3 114.6(3) . . ? C1 C2 C3 125.3(3) . . ? F2 C3 C4 120.2(3) . . ? F2 C3 C2 121.6(4) . . ? C4 C3 C2 118.2(3) . . ? C5 C4 C3 120.3(3) . . ? C5 C4 F3 119.5(4) . . ? C3 C4 F3 120.3(4) . . ? C4 C5 F4 120.3(3) . . ? C4 C5 C6 119.3(3) . . ? F4 C5 C6 120.5(3) . . ? F5 C6 C5 115.8(3) . . ? F5 C6 C1 119.6(3) . . ? C5 C6 C1 124.6(3) . . ? P1 C7 H7A 109.5 . . ? P1 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? P1 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? P1 C8 H8A 109.5 . . ? P1 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? P1 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? P1 C9 H9A 109.5 . . ? P1 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? P1 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? P2 C10 H10A 109.5 . . ? P2 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? P2 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? P2 C11 H11A 109.5 . . ? P2 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? P2 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? P2 C12 H12A 109.5 . . ? P2 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? P2 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? O1A C13 O1 34(2) . . ? O1A C13 Co 159(4) . . ? O1 C13 Co 167(2) . . ? O2 C14 Co 178.7(4) . . ? C14 Co C13 122.80(19) . . ? C14 Co C1 116.24(14) . . ? C13 Co C1 120.97(16) . . ? C14 Co P1 91.99(11) . . ? C13 Co P1 89.93(11) . . ? C1 Co P1 88.15(8) . . ? C14 Co P2 90.76(11) . . ? C13 Co P2 90.68(11) . . ? C1 Co P2 88.40(8) . . ? P1 Co P2 176.29(4) . . ? C7 P1 C8 103.6(2) . . ? C7 P1 C9 102.08(15) . . ? C8 P1 C9 103.30(18) . . ? C7 P1 Co 116.12(12) . . ? C8 P1 Co 115.97(13) . . ? C9 P1 Co 113.95(11) . . ? C11 P2 C10 103.6(2) . . ? C11 P2 C12 102.49(18) . . ? C10 P2 C12 102.34(18) . . ? C11 P2 Co 115.92(12) . . ? C10 P2 Co 116.42(13) . . ? C12 P2 Co 114.16(13) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.244 _refine_diff_density_min -0.257 _refine_diff_density_rms 0.048 data_11 _database_code_depnum_ccdc_archive 'CCDC 871950' #TrackingRef '871950.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H19 Co F5 O2 P2' _chemical_formula_sum 'C14 H19 Co F5 O2 P2' _chemical_formula_weight 435.16 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y, z-1/2' _cell_length_a 12.409(10) _cell_length_b 13.286(11) _cell_length_c 11.917(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1965(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1965 _cell_measurement_theta_min 2.02 _cell_measurement_theta_max 22.02 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.471 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 884 _exptl_absorpt_coefficient_mu 1.084 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.7964 _exptl_absorpt_correction_T_max 0.8205 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9070 _diffrn_reflns_av_R_equivalents 0.1412 _diffrn_reflns_av_sigmaI/netI 0.0802 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1719 _reflns_number_gt 967 _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, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0351P)^2^+2.7785P] 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 1719 _refine_ls_number_parameters 159 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1076 _refine_ls_R_factor_gt 0.0539 _refine_ls_wR_factor_ref 0.1639 _refine_ls_wR_factor_gt 0.1259 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.085 _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 Co1 Co 0.5000 0.32570(8) 0.2500 0.0676(4) Uani 1 2 d S . . H1 H 0.466(6) 0.428(7) 0.316(7) 0.00(2) Uiso 0.50 1 d P . . F1 F 0.3982(3) 0.1617(3) 0.4195(3) 0.0967(12) Uani 1 1 d . A . F2 F 0.4001(4) -0.0385(3) 0.4182(4) 0.1200(15) Uani 1 1 d . . . F3 F 0.5000 -0.1416(5) 0.2500 0.143(3) Uani 1 2 d S A . O1 O 0.6300(10) 0.4147(11) 0.0788(11) 0.144(6) Uani 0.68(3) 1 d P A 1 O1' O 0.565(3) 0.446(3) 0.157(3) 0.144(16) Uani 0.32(3) 1 d P A 2 P1 P 0.35853(14) 0.32537(14) 0.13568(16) 0.0863(6) Uani 1 1 d . A . C1 C 0.5888(12) 0.3686(8) 0.1374(13) 0.108(4) Uani 1 1 d . A . C2 C 0.5000 0.1734(6) 0.2500 0.0613(18) Uani 1 2 d S . . C3 C 0.4508(4) 0.1155(4) 0.3329(5) 0.0665(15) Uani 1 1 d . . . C4 C 0.4506(5) 0.0120(5) 0.3337(6) 0.0759(17) Uani 1 1 d . A . C5 C 0.5000 -0.0414(6) 0.2500 0.082(3) Uani 1 2 d S . . C6 C 0.281(3) 0.442(3) 0.139(4) 0.089(7) Uani 0.68(3) 1 d P A 1 H6A H 0.3250 0.4966 0.1111 0.134 Uiso 0.68(3) 1 calc PR A 1 H6B H 0.2598 0.4567 0.2147 0.134 Uiso 0.68(3) 1 calc PR A 1 H6C H 0.2183 0.4356 0.0927 0.134 Uiso 0.68(3) 1 calc PR A 1 C7 C 0.398(2) 0.3156(17) -0.015(2) 0.111(6) Uani 0.68(3) 1 d P A 1 H7A H 0.4410 0.2566 -0.0261 0.166 Uiso 0.68(3) 1 calc PR A 1 H7B H 0.4381 0.3742 -0.0364 0.166 Uiso 0.68(3) 1 calc PR A 1 H7C H 0.3339 0.3111 -0.0606 0.166 Uiso 0.68(3) 1 calc PR A 1 C8 C 0.256(2) 0.231(2) 0.154(2) 0.121(8) Uani 0.68(3) 1 d P A 1 H8A H 0.1932 0.2499 0.1123 0.181 Uiso 0.68(3) 1 calc PR A 1 H8B H 0.2387 0.2255 0.2320 0.181 Uiso 0.68(3) 1 calc PR A 1 H8C H 0.2826 0.1676 0.1269 0.181 Uiso 0.68(3) 1 calc PR A 1 C6' C 0.313(6) 0.450(8) 0.117(9) 0.11(2) Uani 0.32(3) 1 d P A 2 H6'1 H 0.3503 0.4799 0.0547 0.170 Uiso 0.32(3) 1 calc PR A 2 H6'2 H 0.3264 0.4881 0.1835 0.170 Uiso 0.32(3) 1 calc PR A 2 H6'3 H 0.2369 0.4494 0.1014 0.170 Uiso 0.32(3) 1 calc PR A 2 C7' C 0.367(3) 0.267(3) 0.002(4) 0.090(11) Uani 0.32(3) 1 d P A 2 H7'1 H 0.3143 0.2966 -0.0473 0.135 Uiso 0.32(3) 1 calc PR A 2 H7'2 H 0.3533 0.1965 0.0094 0.135 Uiso 0.32(3) 1 calc PR A 2 H7'3 H 0.4377 0.2774 -0.0286 0.135 Uiso 0.32(3) 1 calc PR A 2 C8' C 0.241(4) 0.253(4) 0.203(4) 0.087(10) Uani 0.32(3) 1 d P A 2 H8'1 H 0.1738 0.2822 0.1799 0.130 Uiso 0.32(3) 1 calc PR A 2 H8'2 H 0.2468 0.2555 0.2830 0.130 Uiso 0.32(3) 1 calc PR A 2 H8'3 H 0.2431 0.1836 0.1788 0.130 Uiso 0.32(3) 1 calc PR 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 Co1 0.0698(7) 0.0574(6) 0.0754(7) 0.000 -0.0067(6) 0.000 F1 0.106(3) 0.098(3) 0.086(2) 0.003(2) 0.037(2) -0.001(2) F2 0.115(3) 0.101(3) 0.144(4) 0.035(3) 0.021(3) -0.024(3) F3 0.137(6) 0.084(4) 0.208(8) 0.000 0.009(5) 0.000 O1 0.134(9) 0.176(11) 0.123(9) 0.050(8) 0.025(7) -0.047(7) O1' 0.13(2) 0.17(3) 0.12(2) 0.05(2) 0.024(17) -0.05(2) P1 0.0839(11) 0.0728(10) 0.1023(13) -0.0052(11) -0.0265(10) 0.0141(10) C1 0.118(8) 0.100(6) 0.107(8) 0.032(7) -0.021(7) -0.026(7) C2 0.058(4) 0.058(4) 0.069(4) 0.000 -0.002(4) 0.000 C3 0.058(3) 0.067(4) 0.074(4) 0.002(3) 0.005(3) -0.002(3) C4 0.067(4) 0.074(4) 0.087(4) 0.020(4) 0.003(3) -0.012(3) C5 0.078(6) 0.048(5) 0.119(8) 0.000 -0.001(6) 0.000 C6 0.051(13) 0.100(11) 0.117(17) 0.008(11) 0.005(10) 0.029(11) C7 0.130(19) 0.116(15) 0.087(11) -0.021(12) -0.027(12) 0.021(12) C8 0.101(14) 0.107(15) 0.15(2) -0.006(14) -0.036(15) -0.016(11) C6' 0.08(5) 0.13(3) 0.13(4) 0.00(3) -0.01(3) 0.03(4) C7' 0.061(15) 0.12(3) 0.09(2) -0.02(2) -0.012(14) -0.002(19) C8' 0.071(15) 0.09(2) 0.10(2) -0.016(19) -0.024(19) 0.026(14) _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 Co1 C1 1.828(16) 4_655 ? Co1 C1 1.828(16) . ? Co1 C2 2.023(8) . ? Co1 O1' 2.10(3) 4_655 ? Co1 O1' 2.10(3) . ? Co1 P1 2.222(2) . ? Co1 P1 2.222(2) 4_655 ? Co1 H1 1.62(9) . ? F1 C3 1.366(6) . ? F2 C4 1.363(7) . ? F3 C5 1.331(10) . ? O1 C1 1.060(13) . ? O1' C1 1.09(4) . ? P1 C6' 1.76(10) . ? P1 C7' 1.77(5) . ? P1 C8 1.79(3) . ? P1 C6 1.83(4) . ? P1 C7 1.87(3) . ? P1 C8' 1.93(6) . ? C2 C3 1.393(7) . ? C2 C3 1.393(7) 4_655 ? C3 C4 1.376(8) . ? C4 C5 1.369(8) . ? C5 C4 1.369(8) 4_655 ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C6' H6'1 0.9600 . ? C6' H6'2 0.9600 . ? C6' H6'3 0.9600 . ? C7' H7'1 0.9600 . ? C7' H7'2 0.9600 . ? C7' H7'3 0.9600 . ? C8' H8'1 0.9600 . ? C8' H8'2 0.9600 . ? C8' H8'3 0.9600 . ? 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 C1 Co1 C1 143.7(9) 4_655 . ? C1 Co1 C2 108.2(4) 4_655 . ? C1 Co1 C2 108.2(4) . . ? C1 Co1 O1' 31.3(11) 4_655 4_655 ? C1 Co1 O1' 112.4(15) . 4_655 ? C2 Co1 O1' 139.4(13) . 4_655 ? C1 Co1 O1' 112.4(15) 4_655 . ? C1 Co1 O1' 31.3(11) . . ? C2 Co1 O1' 139.4(13) . . ? O1' Co1 O1' 81(2) 4_655 . ? C1 Co1 P1 88.5(3) 4_655 . ? C1 Co1 P1 91.5(3) . . ? C2 Co1 P1 89.89(6) . . ? O1' Co1 P1 91.2(8) 4_655 . ? O1' Co1 P1 89.0(8) . . ? C1 Co1 P1 91.5(3) 4_655 4_655 ? C1 Co1 P1 88.5(3) . 4_655 ? C2 Co1 P1 89.89(6) . 4_655 ? O1' Co1 P1 89.0(8) 4_655 4_655 ? O1' Co1 P1 91.2(8) . 4_655 ? P1 Co1 P1 179.77(11) . 4_655 ? C1 Co1 H1 40(3) 4_655 . ? C1 Co1 H1 104(3) . . ? C2 Co1 H1 147(3) . . ? O1' Co1 H1 9(3) 4_655 . ? O1' Co1 H1 74(3) . . ? P1 Co1 H1 95(3) . . ? P1 Co1 H1 85(3) 4_655 . ? C1 O1' Co1 60(2) . . ? C6' P1 C7' 108(4) . . ? C6' P1 C8 116(3) . . ? C7' P1 C8 81.2(12) . . ? C6' P1 C6 15(3) . . ? C7' P1 C6 115(2) . . ? C8 P1 C6 102.7(14) . . ? C6' P1 C7 91(3) . . ? C7' P1 C7 24.4(11) . . ? C8 P1 C7 104.6(8) . . ? C6 P1 C7 102.4(15) . . ? C6' P1 C8' 106(3) . . ? C7' P1 C8' 101.5(15) . . ? C8 P1 C8' 20.6(13) . . ? C6 P1 C8' 91.2(16) . . ? C7 P1 C8' 124.2(12) . . ? C6' P1 Co1 109(4) . . ? C7' P1 Co1 120.4(14) . . ? C8 P1 Co1 119.0(9) . . ? C6 P1 Co1 113.6(15) . . ? C7 P1 Co1 112.7(8) . . ? C8' P1 Co1 110.2(13) . . ? O1 C1 O1' 74.5(17) . . ? O1 C1 Co1 162.6(18) . . ? O1' C1 Co1 88(2) . . ? C3 C2 C3 113.0(7) . 4_655 ? C3 C2 Co1 123.5(4) . . ? C3 C2 Co1 123.5(4) 4_655 . ? F1 C3 C4 116.3(5) . . ? F1 C3 C2 119.8(5) . . ? C4 C3 C2 123.9(6) . . ? F2 C4 C5 119.3(6) . . ? F2 C4 C3 119.9(6) . . ? C5 C4 C3 120.8(6) . . ? F3 C5 C4 121.2(4) . . ? F3 C5 C4 121.2(4) . 4_655 ? C4 C5 C4 117.6(8) . 4_655 ? P1 C6 H6A 109.5 . . ? P1 C6 H6B 109.5 . . ? P1 C6 H6C 109.5 . . ? P1 C7 H7A 109.5 . . ? P1 C7 H7B 109.5 . . ? P1 C7 H7C 109.5 . . ? P1 C8 H8A 109.5 . . ? P1 C8 H8B 109.5 . . ? P1 C8 H8C 109.5 . . ? P1 C6' H6'1 109.5 . . ? P1 C6' H6'2 109.5 . . ? H6'1 C6' H6'2 109.5 . . ? P1 C6' H6'3 109.5 . . ? H6'1 C6' H6'3 109.5 . . ? H6'2 C6' H6'3 109.5 . . ? P1 C7' H7'1 109.5 . . ? P1 C7' H7'2 109.5 . . ? H7'1 C7' H7'2 109.5 . . ? P1 C7' H7'3 109.5 . . ? H7'1 C7' H7'3 109.5 . . ? H7'2 C7' H7'3 109.5 . . ? P1 C8' H8'1 109.5 . . ? P1 C8' H8'2 109.5 . . ? H8'1 C8' H8'2 109.5 . . ? P1 C8' H8'3 109.5 . . ? H8'1 C8' H8'3 109.5 . . ? H8'2 C8' H8'3 109.5 . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.459 _refine_diff_density_min -0.244 _refine_diff_density_rms 0.065 data_test _database_code_depnum_ccdc_archive 'CCDC 871951' #TrackingRef '871951.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H27 Cl Co F5 P3' _chemical_formula_sum 'C15 H27 Cl Co F5 P3' _chemical_formula_weight 489.66 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 15.067(4) _cell_length_b 9.121(2) _cell_length_c 32.289(8) _cell_angle_alpha 90.00 _cell_angle_beta 94.067(4) _cell_angle_gamma 90.00 _cell_volume 4426.3(19) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4569 _cell_measurement_theta_min 2.03 _cell_measurement_theta_max 28.17 _exptl_crystal_description bolck _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.470 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2008 _exptl_absorpt_coefficient_mu 1.150 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.715 _exptl_absorpt_correction_T_max 0.750 _exptl_absorpt_process_details sadbas _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12132 _diffrn_reflns_av_R_equivalents 0.0924 _diffrn_reflns_av_sigmaI/netI 0.0653 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -39 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 1.26 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4356 _reflns_number_gt 3430 _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, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0612P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4356 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0554 _refine_ls_R_factor_gt 0.0424 _refine_ls_wR_factor_ref 0.1204 _refine_ls_wR_factor_gt 0.1042 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _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 Co1 Co 0.18859(2) 0.96829(4) 0.143739(11) 0.03163(14) Uani 1 1 d . . . P1 P 0.14473(5) 1.14401(8) 0.18531(2) 0.0367(2) Uani 1 1 d . . . P2 P 0.08233(5) 0.80058(9) 0.15992(3) 0.0435(2) Uani 1 1 d . . . P3 P 0.25443(5) 0.82268(10) 0.10023(3) 0.0432(2) Uani 1 1 d . . . F1 F 0.00695(16) 0.9807(3) 0.08288(8) 0.0823(7) Uani 1 1 d . . . F2 F -0.0374(2) 1.1468(4) 0.01767(9) 0.1274(13) Uani 1 1 d . . . F3 F 0.0764(4) 1.3547(4) -0.00787(10) 0.177(2) Uani 1 1 d . . . F4 F 0.2397(3) 1.3908(3) 0.03453(10) 0.1382(15) Uani 1 1 d . . . F5 F 0.28558(18) 1.2235(3) 0.10066(8) 0.0816(7) Uani 1 1 d . . . Cl1 Cl 0.30905(5) 0.93124(10) 0.19114(3) 0.0554(2) Uani 1 1 d . . . C1 C 0.0684(3) 1.0823(4) 0.07215(11) 0.0592(10) Uani 1 1 d . . . C2 C 0.0423(4) 1.1667(6) 0.03855(13) 0.0836(15) Uani 1 1 d . . . C3 C 0.0996(5) 1.2701(6) 0.02566(14) 0.101(2) Uani 1 1 d . . . C4 C 0.1809(5) 1.2894(5) 0.04694(15) 0.0912(17) Uani 1 1 d . . . C5 C 0.2034(3) 1.2004(4) 0.08091(12) 0.0602(10) Uani 1 1 d . . . C6 C 0.1495(2) 1.0930(4) 0.09556(10) 0.0462(8) Uani 1 1 d . . . C7 C 0.0413(2) 1.2417(4) 0.17140(13) 0.0630(10) Uani 1 1 d . . . H7A H -0.0071 1.1732 0.1690 0.094 Uiso 1 1 calc R . . H7B H 0.0458 1.2909 0.1453 0.094 Uiso 1 1 calc R . . H7C H 0.0309 1.3124 0.1925 0.094 Uiso 1 1 calc R . . C8 C 0.2250(2) 1.2925(4) 0.19106(12) 0.0560(9) Uani 1 1 d . . . H8A H 0.2104 1.3549 0.2135 0.084 Uiso 1 1 calc R . . H8B H 0.2234 1.3484 0.1658 0.084 Uiso 1 1 calc R . . H8C H 0.2835 1.2526 0.1969 0.084 Uiso 1 1 calc R . . C9 C 0.1339(2) 1.0950(4) 0.23926(10) 0.0545(9) Uani 1 1 d . . . H9A H 0.1861 1.0431 0.2498 0.082 Uiso 1 1 calc R . . H9B H 0.0825 1.0337 0.2412 0.082 Uiso 1 1 calc R . . H9C H 0.1272 1.1825 0.2553 0.082 Uiso 1 1 calc R . . C10 C -0.0272(2) 0.8591(4) 0.17454(14) 0.0708(12) Uani 1 1 d . . . H10A H -0.0609 0.7749 0.1819 0.106 Uiso 1 1 calc R . . H10B H -0.0579 0.9088 0.1516 0.106 Uiso 1 1 calc R . . H10C H -0.0202 0.9244 0.1979 0.106 Uiso 1 1 calc R . . C11 C 0.1198(3) 0.6917(4) 0.20556(13) 0.0730(12) Uani 1 1 d . . . H11A H 0.0755 0.6197 0.2108 0.110 Uiso 1 1 calc R . . H11B H 0.1289 0.7550 0.2292 0.110 Uiso 1 1 calc R . . H11C H 0.1747 0.6435 0.2006 0.110 Uiso 1 1 calc R . . C12 C 0.0448(3) 0.6553(4) 0.12407(14) 0.0738(12) Uani 1 1 d . . . H12A H 0.0948 0.5970 0.1173 0.111 Uiso 1 1 calc R . . H12B H 0.0172 0.6979 0.0992 0.111 Uiso 1 1 calc R . . H12C H 0.0025 0.5944 0.1369 0.111 Uiso 1 1 calc R . . C13 C 0.2921(3) 0.6451(4) 0.12046(13) 0.0641(10) Uani 1 1 d . . . H13A H 0.3291 0.5995 0.1012 0.096 Uiso 1 1 calc R . . H13B H 0.2415 0.5838 0.1242 0.096 Uiso 1 1 calc R . . H13C H 0.3255 0.6584 0.1466 0.096 Uiso 1 1 calc R . . C14 C 0.1961(3) 0.7782(5) 0.05065(12) 0.0733(12) Uani 1 1 d . . . H14A H 0.2308 0.7099 0.0360 0.110 Uiso 1 1 calc R . . H14B H 0.1872 0.8660 0.0345 0.110 Uiso 1 1 calc R . . H14C H 0.1395 0.7352 0.0553 0.110 Uiso 1 1 calc R . . C15 C 0.3582(3) 0.9005(5) 0.08506(15) 0.0795(13) Uani 1 1 d . . . H15A H 0.3968 0.9196 0.1094 0.119 Uiso 1 1 calc R . . H15B H 0.3462 0.9904 0.0703 0.119 Uiso 1 1 calc R . . H15C H 0.3864 0.8325 0.0675 0.119 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 Co1 0.0273(2) 0.0320(2) 0.0346(2) 0.00056(16) -0.00441(15) 0.00274(15) P1 0.0346(4) 0.0328(4) 0.0419(4) -0.0025(3) -0.0015(3) 0.0014(3) P2 0.0369(4) 0.0384(5) 0.0545(5) -0.0014(4) -0.0011(4) -0.0054(3) P3 0.0392(4) 0.0444(5) 0.0456(5) -0.0041(4) 0.0001(3) 0.0099(4) F1 0.0541(14) 0.110(2) 0.0791(17) -0.0008(15) -0.0227(12) 0.0079(13) F2 0.133(3) 0.167(3) 0.0737(17) -0.0151(19) -0.0526(17) 0.087(2) F3 0.313(6) 0.141(3) 0.074(2) 0.054(2) -0.001(3) 0.095(3) F4 0.249(4) 0.0702(19) 0.103(2) 0.0278(18) 0.066(3) -0.011(2) F5 0.0928(19) 0.0709(16) 0.0834(17) -0.0008(13) 0.0221(14) -0.0239(14) Cl1 0.0446(5) 0.0636(6) 0.0548(5) -0.0021(4) -0.0193(4) 0.0137(4) C1 0.067(2) 0.063(2) 0.046(2) -0.0041(18) -0.0083(17) 0.028(2) C2 0.105(4) 0.096(4) 0.046(2) -0.005(2) -0.018(2) 0.057(3) C3 0.179(6) 0.077(4) 0.047(3) 0.019(3) 0.001(3) 0.059(4) C4 0.167(6) 0.048(3) 0.064(3) 0.011(2) 0.039(3) 0.017(3) C5 0.086(3) 0.044(2) 0.051(2) 0.0023(18) 0.009(2) 0.010(2) C6 0.0520(19) 0.0435(19) 0.0427(17) 0.0039(16) 0.0009(14) 0.0160(16) C7 0.047(2) 0.054(2) 0.087(3) -0.007(2) -0.0040(18) 0.0206(17) C8 0.061(2) 0.0400(19) 0.067(2) -0.0082(17) 0.0045(18) -0.0116(16) C9 0.064(2) 0.056(2) 0.0450(19) -0.0080(17) 0.0082(16) -0.0052(18) C10 0.044(2) 0.072(3) 0.097(3) -0.006(2) 0.018(2) -0.0095(19) C11 0.084(3) 0.058(3) 0.076(3) 0.021(2) -0.001(2) -0.009(2) C12 0.067(3) 0.059(3) 0.094(3) -0.019(2) -0.004(2) -0.021(2) C13 0.068(3) 0.047(2) 0.076(3) -0.004(2) -0.001(2) 0.0209(18) C14 0.086(3) 0.084(3) 0.048(2) -0.018(2) -0.0075(19) 0.016(2) C15 0.058(2) 0.073(3) 0.113(4) -0.008(3) 0.040(2) 0.003(2) _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 Co1 C6 1.983(3) . ? Co1 P3 2.2179(10) . ? Co1 P1 2.2211(9) . ? Co1 P2 2.3011(10) . ? Co1 Cl1 2.3146(9) . ? P1 C8 1.816(3) . ? P1 C9 1.817(3) . ? P1 C7 1.823(3) . ? P2 C12 1.823(4) . ? P2 C10 1.828(4) . ? P2 C11 1.833(4) . ? P3 C15 1.815(4) . ? P3 C14 1.817(4) . ? P3 C13 1.822(4) . ? F1 C1 1.372(5) . ? F2 C2 1.348(6) . ? F3 C3 1.355(5) . ? F4 C4 1.360(6) . ? F5 C5 1.368(5) . ? C1 C2 1.365(5) . ? C1 C6 1.393(5) . ? C2 C3 1.363(8) . ? C3 C4 1.373(8) . ? C4 C5 1.387(6) . ? C5 C6 1.378(5) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? 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 C6 Co1 P3 88.16(10) . . ? C6 Co1 P1 88.60(10) . . ? P3 Co1 P1 168.67(4) . . ? C6 Co1 P2 112.75(11) . . ? P3 Co1 P2 95.47(4) . . ? P1 Co1 P2 95.79(4) . . ? C6 Co1 Cl1 141.09(11) . . ? P3 Co1 Cl1 88.08(4) . . ? P1 Co1 Cl1 87.63(3) . . ? P2 Co1 Cl1 106.16(4) . . ? C8 P1 C9 100.94(17) . . ? C8 P1 C7 102.23(18) . . ? C9 P1 C7 102.88(19) . . ? C8 P1 Co1 112.05(13) . . ? C9 P1 Co1 116.93(12) . . ? C7 P1 Co1 119.31(13) . . ? C12 P2 C10 97.5(2) . . ? C12 P2 C11 100.4(2) . . ? C10 P2 C11 100.5(2) . . ? C12 P2 Co1 121.93(15) . . ? C10 P2 Co1 121.31(13) . . ? C11 P2 Co1 111.28(14) . . ? C15 P3 C14 102.8(2) . . ? C15 P3 C13 101.1(2) . . ? C14 P3 C13 103.7(2) . . ? C15 P3 Co1 111.67(14) . . ? C14 P3 Co1 118.80(14) . . ? C13 P3 Co1 116.57(14) . . ? F1 C1 C2 114.8(4) . . ? F1 C1 C6 119.4(3) . . ? C2 C1 C6 125.7(4) . . ? F2 C2 C3 120.1(5) . . ? F2 C2 C1 121.2(5) . . ? C3 C2 C1 118.7(5) . . ? F3 C3 C2 120.3(6) . . ? F3 C3 C4 119.8(6) . . ? C2 C3 C4 119.8(4) . . ? F4 C4 C3 121.1(5) . . ? F4 C4 C5 120.2(6) . . ? C3 C4 C5 118.7(5) . . ? F5 C5 C6 119.1(3) . . ? F5 C5 C4 116.1(4) . . ? C6 C5 C4 124.8(5) . . ? C5 C6 C1 112.3(3) . . ? C5 C6 Co1 121.8(3) . . ? C1 C6 Co1 125.9(3) . . ? P1 C7 H7A 109.5 . . ? P1 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? P1 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? P1 C8 H8A 109.5 . . ? P1 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? P1 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? P1 C9 H9A 109.5 . . ? P1 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? P1 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? P2 C10 H10A 109.5 . . ? P2 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? P2 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? P2 C11 H11A 109.5 . . ? P2 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? P2 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? P2 C12 H12A 109.5 . . ? P2 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? P2 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? P3 C13 H13A 109.5 . . ? P3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? P3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? P3 C14 H14A 109.5 . . ? P3 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? P3 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? P3 C15 H15A 109.5 . . ? P3 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? P3 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.875 _refine_diff_density_min -0.465 _refine_diff_density_rms 0.076