# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Xiaoyan Li' _publ_contact_author_email xli63@sdu.edu.cn _publ_section_title ; Imine-assisted C-F Bond Activation by Electron-rich Iron Complexes Supported by Trimethylphosphine ; _publ_author_name 'Xiaoyan Li' # Attachment '- 10.cif' data_testa _database_code_depnum_ccdc_archive 'CCDC 805472' #TrackingRef '- 10.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H37 F Fe N P3 ' _chemical_formula_sum 'C26 H37 F Fe N P3 ' _chemical_formula_weight 531.33 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.6349(11) _cell_length_b 10.3933(12) _cell_length_c 14.1806(17) _cell_angle_alpha 76.894(2) _cell_angle_beta 81.832(2) _cell_angle_gamma 75.707(2) _cell_volume 1334.6(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1880 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 25.57 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 1.322 _exptl_crystal_density_diffrn 1.322 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 560 _exptl_absorpt_coefficient_mu 0.766 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8937 _exptl_absorpt_correction_T_max 0.9627 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _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 6648 _diffrn_reflns_av_R_equivalents 0.0219 _diffrn_reflns_av_sigmaI/netI 0.0527 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 24.99 _reflns_number_total 4665 _reflns_number_gt 3557 _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^)+(0.0799P)^2^+0.1178P] 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 4665 _refine_ls_number_parameters 293 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0663 _refine_ls_R_factor_gt 0.0457 _refine_ls_wR_factor_ref 0.1426 _refine_ls_wR_factor_gt 0.1217 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _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 Fe Fe 0.76223(5) 0.26454(5) 0.24748(3) 0.02697(17) Uani 1 1 d . . . P1 P 0.70181(11) 0.25253(10) 0.10293(7) 0.0370(3) Uani 1 1 d . . . P2 P 0.80111(10) 0.30868(9) 0.38794(7) 0.0320(2) Uani 1 1 d . . . P3 P 0.99640(10) 0.21685(10) 0.19951(8) 0.0389(3) Uani 1 1 d . . . F1 F 0.4469(4) -0.0750(4) 0.4135(3) 0.1374(16) Uani 1 1 d . . . N1 N 0.5571(3) 0.2868(3) 0.2952(2) 0.0323(7) Uani 1 1 d . . . C16 C 0.7001(4) 0.4688(4) 0.2049(3) 0.0348(8) Uani 1 1 d . . . C15 C 0.7694(5) 0.5737(4) 0.1574(3) 0.0453(10) Uani 1 1 d . . . H15 H 0.8668 0.5511 0.1368 0.054 Uiso 1 1 calc R . . C14 C 0.6983(6) 0.7104(4) 0.1398(3) 0.0580(12) Uani 1 1 d . . . H14 H 0.7499 0.7749 0.1077 0.070 Uiso 1 1 calc R . . C13 C 0.5550(5) 0.7528(4) 0.1681(3) 0.0564(12) Uani 1 1 d . . . H13 H 0.5113 0.8446 0.1562 0.068 Uiso 1 1 calc R . . C12 C 0.4754(4) 0.6572(4) 0.2151(3) 0.0464(10) Uani 1 1 d . . . C17 C 0.5490(4) 0.5173(4) 0.2326(3) 0.0336(8) Uani 1 1 d . . . C8 C 0.4695(4) 0.4197(4) 0.2815(3) 0.0359(9) Uani 1 1 d . . . C7 C 0.5106(4) 0.1781(4) 0.3366(3) 0.0413(10) Uani 1 1 d . . . C6 C 0.6159(4) 0.0553(4) 0.3439(3) 0.0375(9) Uani 1 1 d . . . C1 C 0.7582(4) 0.0704(3) 0.3056(3) 0.0331(8) Uani 1 1 d . . . C2 C 0.8601(4) -0.0551(4) 0.3171(3) 0.0463(10) Uani 1 1 d . . . H2 H 0.9554 -0.0547 0.2940 0.056 Uiso 1 1 calc R . . C3 C 0.8264(5) -0.1770(4) 0.3603(4) 0.0619(13) Uani 1 1 d . . . H3 H 0.8996 -0.2549 0.3666 0.074 Uiso 1 1 calc R . . C5 C 0.5869(5) -0.0708(5) 0.3853(3) 0.0591(13) Uani 1 1 d . . . C20 C 0.7226(6) 0.0851(5) 0.0728(4) 0.0692(14) Uani 1 1 d . . . H20A H 0.6817 0.0271 0.1264 0.104 Uiso 1 1 calc R . . H20B H 0.8229 0.0459 0.0602 0.104 Uiso 1 1 calc R . . H20C H 0.6740 0.0950 0.0161 0.104 Uiso 1 1 calc R . . C19 C 0.7817(5) 0.3470(5) -0.0086(3) 0.0626(13) Uani 1 1 d . . . H19A H 0.7755 0.4379 -0.0011 0.094 Uiso 1 1 calc R . . H19B H 0.7306 0.3494 -0.0625 0.094 Uiso 1 1 calc R . . H19C H 0.8809 0.3032 -0.0203 0.094 Uiso 1 1 calc R . . C18 C 0.5118(5) 0.3174(5) 0.0826(3) 0.0602(13) Uani 1 1 d . . . H18A H 0.4805 0.4070 0.0961 0.090 Uiso 1 1 calc R . . H18B H 0.4560 0.2590 0.1249 0.090 Uiso 1 1 calc R . . H18C H 0.4992 0.3203 0.0162 0.090 Uiso 1 1 calc R . . C26 C 1.1270(4) 0.1360(5) 0.2908(3) 0.0557(12) Uani 1 1 d . . . H26A H 1.0956 0.0607 0.3336 0.084 Uiso 1 1 calc R . . H26B H 1.1335 0.2007 0.3278 0.084 Uiso 1 1 calc R . . H26C H 1.2196 0.1045 0.2585 0.084 Uiso 1 1 calc R . . C24 C 1.0893(5) 0.3500(5) 0.1332(4) 0.0664(14) Uani 1 1 d . . . H24A H 1.0355 0.4043 0.0804 0.100 Uiso 1 1 calc R . . H24B H 1.1837 0.3089 0.1080 0.100 Uiso 1 1 calc R . . H24C H 1.0972 0.4061 0.1765 0.100 Uiso 1 1 calc R . . C23 C 0.8657(5) 0.1677(4) 0.4862(3) 0.0536(11) Uani 1 1 d . . . H23A H 0.9513 0.1101 0.4624 0.080 Uiso 1 1 calc R . . H23B H 0.7929 0.1166 0.5095 0.080 Uiso 1 1 calc R . . H23C H 0.8870 0.2025 0.5384 0.080 Uiso 1 1 calc R . . C22 C 0.9186(5) 0.4250(4) 0.3855(3) 0.0567(12) Uani 1 1 d . . . H22A H 1.0096 0.3948 0.3508 0.085 Uiso 1 1 calc R . . H22B H 0.9331 0.4262 0.4508 0.085 Uiso 1 1 calc R . . H22C H 0.8743 0.5146 0.3536 0.085 Uiso 1 1 calc R . . C21 C 0.6440(4) 0.3912(4) 0.4570(3) 0.0501(11) Uani 1 1 d . . . H21A H 0.5939 0.4705 0.4156 0.075 Uiso 1 1 calc R . . H21B H 0.6738 0.4168 0.5105 0.075 Uiso 1 1 calc R . . H21C H 0.5814 0.3298 0.4812 0.075 Uiso 1 1 calc R . . C25 C 1.0653(5) 0.0975(5) 0.1157(4) 0.0654(13) Uani 1 1 d . . . H25A H 1.0287 0.0171 0.1396 0.098 Uiso 1 1 calc R . . H25B H 1.1685 0.0741 0.1118 0.098 Uiso 1 1 calc R . . H25C H 1.0345 0.1396 0.0523 0.098 Uiso 1 1 calc R . . C11 C 0.3278(5) 0.6898(5) 0.2481(3) 0.0561(12) Uani 1 1 d . . . H11 H 0.2787 0.7802 0.2388 0.067 Uiso 1 1 calc R . . C10 C 0.2558(5) 0.5914(5) 0.2933(3) 0.0589(13) Uani 1 1 d . . . H10 H 0.1581 0.6157 0.3125 0.071 Uiso 1 1 calc R . . C9 C 0.3261(4) 0.4555(4) 0.3111(3) 0.0468(10) Uani 1 1 d . . . H9 H 0.2762 0.3895 0.3427 0.056 Uiso 1 1 calc R . . C4 C 0.6890(5) -0.1880(4) 0.3945(4) 0.0639(13) Uani 1 1 d . . . H4 H 0.6667 -0.2713 0.4225 0.077 Uiso 1 1 calc R . . H7 H 0.415(4) 0.182(4) 0.367(3) 0.041(10) 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 Fe 0.0252(3) 0.0234(3) 0.0315(3) -0.0048(2) -0.0007(2) -0.0058(2) P1 0.0423(6) 0.0363(6) 0.0344(6) -0.0100(4) -0.0037(4) -0.0097(4) P2 0.0315(5) 0.0300(5) 0.0345(5) -0.0063(4) -0.0061(4) -0.0053(4) P3 0.0291(5) 0.0373(6) 0.0462(6) -0.0057(4) 0.0035(4) -0.0058(4) F1 0.116(3) 0.103(3) 0.185(5) -0.006(3) 0.026(3) -0.052(3) N1 0.0270(15) 0.0334(17) 0.0380(18) -0.0086(13) -0.0029(13) -0.0081(13) C16 0.041(2) 0.031(2) 0.033(2) -0.0099(16) -0.0065(16) -0.0052(16) C15 0.051(2) 0.032(2) 0.049(2) 0.0006(18) 0.001(2) -0.0134(18) C14 0.083(4) 0.033(2) 0.058(3) 0.000(2) -0.010(3) -0.018(2) C13 0.082(3) 0.024(2) 0.057(3) -0.0061(19) -0.019(2) 0.005(2) C12 0.057(3) 0.035(2) 0.046(2) -0.0135(19) -0.018(2) 0.0048(19) C17 0.037(2) 0.0309(19) 0.032(2) -0.0106(15) -0.0095(16) 0.0001(16) C8 0.0287(19) 0.042(2) 0.037(2) -0.0138(17) -0.0086(16) 0.0001(16) C7 0.029(2) 0.050(2) 0.049(2) -0.0145(19) 0.0095(18) -0.0181(18) C6 0.040(2) 0.033(2) 0.042(2) -0.0077(16) -0.0004(17) -0.0125(17) C1 0.037(2) 0.0301(19) 0.034(2) -0.0089(15) -0.0022(16) -0.0095(16) C2 0.041(2) 0.029(2) 0.066(3) -0.0058(19) -0.001(2) -0.0077(17) C3 0.065(3) 0.029(2) 0.085(4) -0.003(2) -0.007(3) -0.006(2) C5 0.054(3) 0.055(3) 0.073(3) -0.005(2) 0.013(2) -0.037(2) C20 0.093(4) 0.057(3) 0.070(3) -0.035(3) -0.015(3) -0.017(3) C19 0.082(3) 0.070(3) 0.036(3) -0.002(2) -0.007(2) -0.025(3) C18 0.051(3) 0.080(3) 0.054(3) -0.021(2) -0.018(2) -0.008(2) C26 0.033(2) 0.058(3) 0.069(3) -0.008(2) -0.007(2) 0.000(2) C24 0.041(3) 0.063(3) 0.082(4) 0.005(3) 0.014(2) -0.017(2) C23 0.065(3) 0.042(2) 0.048(3) -0.0009(19) -0.018(2) -0.001(2) C22 0.057(3) 0.053(3) 0.072(3) -0.019(2) -0.014(2) -0.023(2) C21 0.044(2) 0.064(3) 0.042(2) -0.024(2) -0.0050(19) 0.000(2) C25 0.049(3) 0.073(3) 0.069(3) -0.030(3) 0.009(2) 0.004(2) C11 0.058(3) 0.046(3) 0.059(3) -0.023(2) -0.023(2) 0.019(2) C10 0.039(2) 0.071(3) 0.066(3) -0.034(3) -0.011(2) 0.013(2) C9 0.033(2) 0.056(3) 0.051(3) -0.017(2) -0.0066(18) -0.0011(19) C4 0.069(3) 0.030(2) 0.088(4) 0.003(2) 0.000(3) -0.021(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 Fe N1 1.970(3) . ? Fe C1 2.007(4) . ? Fe C16 2.031(4) . ? Fe P3 2.2279(10) . ? Fe P2 2.2427(11) . ? Fe P1 2.2465(11) . ? P1 C18 1.828(4) . ? P1 C19 1.839(4) . ? P1 C20 1.842(4) . ? P2 C21 1.817(4) . ? P2 C23 1.829(4) . ? P2 C22 1.841(4) . ? P3 C24 1.839(4) . ? P3 C26 1.847(4) . ? P3 C25 1.852(4) . ? F1 C5 1.359(5) . ? N1 C7 1.303(5) . ? N1 C8 1.417(4) . ? C16 C15 1.410(5) . ? C16 C17 1.447(5) . ? C15 C14 1.399(6) . ? C15 H15 0.9300 . ? C14 C13 1.372(6) . ? C14 H14 0.9300 . ? C13 C12 1.397(6) . ? C13 H13 0.9300 . ? C12 C11 1.415(6) . ? C12 C17 1.434(5) . ? C17 C8 1.417(5) . ? C8 C9 1.370(5) . ? C7 C6 1.415(5) . ? C7 H7 0.96(4) . ? C6 C5 1.388(5) . ? C6 C1 1.433(5) . ? C1 C2 1.417(5) . ? C2 C3 1.372(6) . ? C2 H2 0.9300 . ? C3 C4 1.367(6) . ? C3 H3 0.9300 . ? C5 C4 1.357(6) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C11 C10 1.366(7) . ? C11 H11 0.9300 . ? C10 C9 1.390(6) . ? C10 H10 0.9300 . ? C9 H9 0.9300 . ? C4 H4 0.9300 . ? 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 N1 Fe C1 80.56(13) . . ? N1 Fe C16 81.35(13) . . ? C1 Fe C16 161.91(15) . . ? N1 Fe P3 174.17(9) . . ? C1 Fe P3 93.61(11) . . ? C16 Fe P3 104.48(11) . . ? N1 Fe P2 87.90(9) . . ? C1 Fe P2 93.59(10) . . ? C16 Fe P2 85.32(10) . . ? P3 Fe P2 92.52(4) . . ? N1 Fe P1 87.98(9) . . ? C1 Fe P1 93.39(10) . . ? C16 Fe P1 86.39(10) . . ? P3 Fe P1 92.37(4) . . ? P2 Fe P1 171.21(4) . . ? C18 P1 C19 99.1(2) . . ? C18 P1 C20 97.6(2) . . ? C19 P1 C20 102.4(2) . . ? C18 P1 Fe 115.74(15) . . ? C19 P1 Fe 118.95(15) . . ? C20 P1 Fe 119.20(17) . . ? C21 P2 C23 97.3(2) . . ? C21 P2 C22 98.5(2) . . ? C23 P2 C22 102.4(2) . . ? C21 P2 Fe 116.15(13) . . ? C23 P2 Fe 119.28(14) . . ? C22 P2 Fe 119.14(15) . . ? C24 P3 C26 97.3(2) . . ? C24 P3 C25 96.7(2) . . ? C26 P3 C25 96.9(2) . . ? C24 P3 Fe 121.47(15) . . ? C26 P3 Fe 119.55(15) . . ? C25 P3 Fe 119.46(16) . . ? C7 N1 C8 124.2(3) . . ? C7 N1 Fe 117.8(3) . . ? C8 N1 Fe 118.0(2) . . ? C15 C16 C17 113.1(3) . . ? C15 C16 Fe 135.4(3) . . ? C17 C16 Fe 111.5(3) . . ? C14 C15 C16 122.9(4) . . ? C14 C15 H15 118.5 . . ? C16 C15 H15 118.5 . . ? C13 C14 C15 122.3(4) . . ? C13 C14 H14 118.8 . . ? C15 C14 H14 118.8 . . ? C14 C13 C12 119.6(4) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C13 C12 C11 124.2(4) . . ? C13 C12 C17 117.7(4) . . ? C11 C12 C17 118.1(4) . . ? C8 C17 C12 118.1(3) . . ? C8 C17 C16 117.5(3) . . ? C12 C17 C16 124.3(4) . . ? C9 C8 N1 126.4(4) . . ? C9 C8 C17 122.0(4) . . ? N1 C8 C17 111.6(3) . . ? N1 C7 C6 115.3(3) . . ? N1 C7 H7 122(2) . . ? C6 C7 H7 122(2) . . ? C5 C6 C7 123.7(4) . . ? C5 C6 C1 121.7(4) . . ? C7 C6 C1 114.6(3) . . ? C2 C1 C6 112.4(3) . . ? C2 C1 Fe 136.0(3) . . ? C6 C1 Fe 111.6(2) . . ? C3 C2 C1 123.7(4) . . ? C3 C2 H2 118.1 . . ? C1 C2 H2 118.1 . . ? C4 C3 C2 122.3(4) . . ? C4 C3 H3 118.8 . . ? C2 C3 H3 118.8 . . ? C4 C5 F1 119.4(4) . . ? C4 C5 C6 123.5(4) . . ? F1 C5 C6 117.0(4) . . ? P1 C20 H20A 109.5 . . ? P1 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? P1 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? P1 C19 H19A 109.5 . . ? P1 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? P1 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? P1 C18 H18A 109.5 . . ? P1 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? P1 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? P3 C26 H26A 109.5 . . ? P3 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? P3 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? P3 C24 H24A 109.5 . . ? P3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? P3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? P2 C23 H23A 109.5 . . ? P2 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? P2 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? P2 C22 H22A 109.5 . . ? P2 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? P2 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? P2 C21 H21A 109.5 . . ? P2 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? P2 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? P3 C25 H25A 109.5 . . ? P3 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? P3 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C10 C11 C12 121.4(4) . . ? C10 C11 H11 119.3 . . ? C12 C11 H11 119.3 . . ? C11 C10 C9 121.1(4) . . ? C11 C10 H10 119.5 . . ? C9 C10 H10 119.5 . . ? C8 C9 C10 119.4(4) . . ? C8 C9 H9 120.3 . . ? C10 C9 H9 120.3 . . ? C5 C4 C3 116.4(4) . . ? C5 C4 H4 121.8 . . ? C3 C4 H4 121.8 . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.362 _refine_diff_density_min -0.602 _refine_diff_density_rms 0.079 # Attachment '- 11.cif' data_testb _database_code_depnum_ccdc_archive 'CCDC 805473' #TrackingRef '- 11.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C40 H40 F2 Fe N2 P2' _chemical_formula_sum 'C40 H40 F2 Fe N2 P2' _chemical_formula_weight 704.53 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M p(2)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 10.564(2) _cell_length_b 23.134(5) _cell_length_c 14.585(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.696(4) _cell_angle_gamma 90.00 _cell_volume 3563.9(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2538 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 22.43 _exptl_crystal_description block _exptl_crystal_colour red _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 1.313 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1472 _exptl_absorpt_coefficient_mu 0.554 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8514 _exptl_absorpt_correction_T_max 0.8739 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _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 13533 _diffrn_reflns_av_R_equivalents 0.0709 _diffrn_reflns_av_sigmaI/netI 0.1484 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6038 _reflns_number_gt 2657 _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^)+(0.0001P)^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 6038 _refine_ls_number_parameters 430 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0977 _refine_ls_R_factor_gt 0.0434 _refine_ls_wR_factor_ref 0.0851 _refine_ls_wR_factor_gt 0.0720 _refine_ls_goodness_of_fit_ref 0.757 _refine_ls_restrained_S_all 0.757 _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 C1 C 0.8944(3) 0.89727(15) 0.4219(2) 0.0347(9) Uani 1 1 d . . . C2 C 0.8053(3) 0.85549(14) 0.3901(2) 0.0326(8) Uani 1 1 d . . . C3 C 0.6868(3) 0.85785(16) 0.4304(3) 0.0418(10) Uani 1 1 d . . . C4 C 0.6497(4) 0.89666(17) 0.4965(3) 0.0492(11) Uani 1 1 d . . . H4 H 0.5687 0.8958 0.5207 0.059 Uiso 1 1 calc R . . C5 C 0.7382(4) 0.93694(18) 0.5252(3) 0.0570(12) Uani 1 1 d . . . H5 H 0.7171 0.9642 0.5693 0.068 Uiso 1 1 calc R . . C6 C 0.8574(4) 0.93664(16) 0.4886(3) 0.0446(10) Uani 1 1 d . . . H6 H 0.9159 0.9639 0.5093 0.053 Uiso 1 1 calc R . . C7 C 1.0309(3) 0.89987(14) 0.3942(2) 0.0356(9) Uani 1 1 d . . . C8 C 1.0739(3) 0.91279(14) 0.3053(2) 0.0354(9) Uani 1 1 d . . . C9 C 1.2071(4) 0.91796(16) 0.2955(3) 0.0425(10) Uani 1 1 d . . . C10 C 1.2931(4) 0.90977(17) 0.3648(3) 0.0497(11) Uani 1 1 d . . . H10 H 1.3795 0.9122 0.3539 0.060 Uiso 1 1 calc R . . C11 C 1.2493(4) 0.89788(17) 0.4511(3) 0.0531(11) Uani 1 1 d . . . H11 H 1.3060 0.8927 0.4997 0.064 Uiso 1 1 calc R . . C12 C 1.1199(4) 0.89360(15) 0.4654(3) 0.0449(10) Uani 1 1 d . . . H12 H 1.0914 0.8863 0.5243 0.054 Uiso 1 1 calc R . . C13 C 0.8297(3) 0.80964(14) 0.3218(2) 0.0342(9) Uani 1 1 d . . . H13 H 0.7668 0.7786 0.3177 0.041 Uiso 1 1 calc R . . C14 C 0.9793(4) 0.73721(15) 0.2767(2) 0.0347(9) Uani 1 1 d . . . C15 C 0.8931(4) 0.69414(16) 0.2564(3) 0.0508(11) Uani 1 1 d . . . H15 H 0.8071 0.7022 0.2599 0.061 Uiso 1 1 calc R . . C16 C 0.9317(5) 0.63844(17) 0.2305(3) 0.0571(12) Uani 1 1 d . . . H16 H 0.8707 0.6108 0.2161 0.069 Uiso 1 1 calc R . . C17 C 1.0566(5) 0.62406(18) 0.2260(3) 0.0604(13) Uani 1 1 d . . . H17 H 1.0808 0.5874 0.2069 0.072 Uiso 1 1 calc R . . C18 C 1.1497(4) 0.66603(16) 0.2510(3) 0.0460(11) Uani 1 1 d . . . C19 C 1.2810(5) 0.6517(2) 0.2537(3) 0.0699(15) Uani 1 1 d . . . H19 H 1.3076 0.6157 0.2331 0.084 Uiso 1 1 calc R . . C20 C 1.3672(5) 0.6903(2) 0.2862(4) 0.0866(19) Uani 1 1 d . . . H20 H 1.4526 0.6805 0.2875 0.104 Uiso 1 1 calc R . . C21 C 1.3290(4) 0.7451(2) 0.3180(3) 0.0705(14) Uani 1 1 d . . . H21 H 1.3883 0.7707 0.3423 0.085 Uiso 1 1 calc R . . C22 C 1.2044(4) 0.76010(17) 0.3128(3) 0.0495(11) Uani 1 1 d . . . H22 H 1.1801 0.7967 0.3320 0.059 Uiso 1 1 calc R . . C23 C 1.1117(4) 0.72180(15) 0.2791(2) 0.0381(9) Uani 1 1 d . . . C24 C 0.9935(3) 0.92261(15) 0.2230(2) 0.0386(10) Uani 1 1 d . . . H24 H 1.0338 0.9412 0.1706 0.046 Uiso 1 1 calc R . . C25 C 0.8020(4) 0.96625(15) 0.1676(3) 0.0397(10) Uani 1 1 d . . . C26 C 0.8382(4) 0.97643(17) 0.0785(3) 0.0538(11) Uani 1 1 d . . . H26 H 0.9157 0.9624 0.0587 0.065 Uiso 1 1 calc R . . C27 C 0.7613(5) 1.00734(18) 0.0174(3) 0.0590(12) Uani 1 1 d . . . H27 H 0.7871 1.0121 -0.0429 0.071 Uiso 1 1 calc R . . C28 C 0.6489(4) 1.03076(17) 0.0441(3) 0.0591(12) Uani 1 1 d . . . H28 H 0.5986 1.0511 0.0025 0.071 Uiso 1 1 calc R . . C29 C 0.6102(4) 1.02379(16) 0.1355(3) 0.0462(10) Uani 1 1 d . . . C30 C 0.4942(4) 1.04789(17) 0.1685(4) 0.0603(13) Uani 1 1 d . . . H30 H 0.4406 1.0671 0.1277 0.072 Uiso 1 1 calc R . . C31 C 0.4610(4) 1.04348(18) 0.2572(4) 0.0617(13) Uani 1 1 d . . . H31 H 0.3853 1.0595 0.2768 0.074 Uiso 1 1 calc R . . C32 C 0.5403(4) 1.01472(16) 0.3196(3) 0.0533(12) Uani 1 1 d . . . H32 H 0.5178 1.0126 0.3810 0.064 Uiso 1 1 calc R . . C33 C 0.6500(4) 0.98986(15) 0.2917(3) 0.0426(10) Uani 1 1 d . . . H33 H 0.7013 0.9706 0.3341 0.051 Uiso 1 1 calc R . . C34 C 0.6867(4) 0.99299(15) 0.1990(3) 0.0386(9) Uani 1 1 d . . . C35 C 0.5485(3) 0.86025(18) 0.1775(3) 0.0734(15) Uani 1 1 d . . . H35A H 0.4739 0.8461 0.1467 0.110 Uiso 1 1 calc R . . H35B H 0.5528 0.9015 0.1710 0.110 Uiso 1 1 calc R . . H35C H 0.5452 0.8504 0.2414 0.110 Uiso 1 1 calc R . . C36 C 0.6656(5) 0.8475(2) 0.0052(3) 0.0886(17) Uani 1 1 d . . . H36A H 0.5803 0.8389 -0.0136 0.133 Uiso 1 1 calc R . . H36B H 0.7235 0.8259 -0.0318 0.133 Uiso 1 1 calc R . . H36C H 0.6814 0.8881 -0.0022 0.133 Uiso 1 1 calc R . . C37 C 0.6385(4) 0.75193(18) 0.1243(3) 0.0652(13) Uani 1 1 d . . . H37A H 0.6195 0.7394 0.1854 0.098 Uiso 1 1 calc R . . H37B H 0.7053 0.7286 0.1001 0.098 Uiso 1 1 calc R . . H37C H 0.5643 0.7481 0.0861 0.098 Uiso 1 1 calc R . . C38 C 1.0165(4) 0.86314(16) -0.0249(3) 0.0604(13) Uani 1 1 d . . . H38A H 1.0540 0.8432 -0.0755 0.091 Uiso 1 1 calc R . . H38B H 1.0629 0.8980 -0.0127 0.091 Uiso 1 1 calc R . . H38C H 0.9302 0.8725 -0.0399 0.091 Uiso 1 1 calc R . . C39 C 0.9822(4) 0.74644(17) 0.0292(3) 0.0665(13) Uani 1 1 d . . . H39A H 0.8988 0.7478 0.0024 0.100 Uiso 1 1 calc R . . H39B H 0.9845 0.7178 0.0769 0.100 Uiso 1 1 calc R . . H39C H 1.0424 0.7366 -0.0170 0.100 Uiso 1 1 calc R . . C40 C 1.1921(4) 0.8110(2) 0.0928(3) 0.0718(15) Uani 1 1 d . . . H40A H 1.2308 0.8042 0.0345 0.108 Uiso 1 1 calc R . . H40B H 1.2114 0.7795 0.1334 0.108 Uiso 1 1 calc R . . H40C H 1.2242 0.8463 0.1185 0.108 Uiso 1 1 calc R . . F1 F 0.5992(2) 0.81712(10) 0.40384(17) 0.0631(7) Uani 1 1 d . . . F2 F 1.2511(2) 0.93095(11) 0.21033(16) 0.0651(7) Uani 1 1 d . . . Fe1 Fe 0.88843(5) 0.84619(2) 0.19579(3) 0.03351(15) Uani 1 1 d . . . N1 N 0.9508(3) 0.79520(11) 0.3009(2) 0.0325(7) Uani 1 1 d . . . N2 N 0.8672(3) 0.93194(12) 0.2332(2) 0.0353(7) Uani 1 1 d . . . P1 P 0.68829(10) 0.82749(5) 0.12699(8) 0.0491(3) Uani 1 1 d . . . P2 P 1.02139(10) 0.81656(5) 0.07722(7) 0.0452(3) 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 0.041(2) 0.036(2) 0.027(2) 0.0039(17) 0.0017(17) 0.0031(17) C2 0.036(2) 0.034(2) 0.028(2) 0.0071(16) 0.0046(17) 0.0024(17) C3 0.037(2) 0.050(3) 0.038(2) 0.0047(19) 0.0020(19) -0.003(2) C4 0.047(3) 0.049(3) 0.052(3) 0.008(2) 0.022(2) 0.011(2) C5 0.070(3) 0.058(3) 0.044(3) -0.009(2) 0.018(2) 0.011(2) C6 0.047(3) 0.042(2) 0.045(3) -0.0085(19) 0.007(2) -0.0057(19) C7 0.039(2) 0.031(2) 0.037(2) -0.0036(18) 0.0045(19) -0.0025(17) C8 0.041(2) 0.028(2) 0.037(2) -0.0028(17) 0.0015(19) -0.0047(17) C9 0.042(3) 0.044(2) 0.042(2) 0.001(2) 0.011(2) -0.0113(19) C10 0.035(2) 0.049(3) 0.065(3) -0.007(2) 0.003(2) -0.0081(19) C11 0.042(3) 0.066(3) 0.051(3) -0.004(2) -0.011(2) -0.004(2) C12 0.051(3) 0.050(3) 0.033(2) -0.0008(19) -0.005(2) -0.009(2) C13 0.039(2) 0.033(2) 0.030(2) -0.0010(17) 0.0005(18) -0.0010(17) C14 0.050(3) 0.032(2) 0.0218(19) 0.0002(16) -0.0035(18) 0.0040(18) C15 0.060(3) 0.044(3) 0.048(3) -0.009(2) -0.018(2) 0.005(2) C16 0.087(4) 0.033(2) 0.051(3) -0.005(2) -0.015(3) -0.004(2) C17 0.098(4) 0.041(3) 0.042(3) -0.007(2) 0.009(3) 0.009(3) C18 0.064(3) 0.038(2) 0.037(2) 0.0074(19) 0.013(2) 0.010(2) C19 0.074(4) 0.050(3) 0.086(4) 0.012(3) 0.035(3) 0.023(3) C20 0.057(3) 0.069(4) 0.135(6) 0.030(4) 0.030(4) 0.018(3) C21 0.046(3) 0.062(3) 0.104(4) 0.018(3) 0.007(3) 0.009(2) C22 0.046(3) 0.042(2) 0.060(3) 0.009(2) 0.003(2) 0.003(2) C23 0.051(3) 0.035(2) 0.029(2) 0.0038(17) 0.0048(19) 0.0045(19) C24 0.048(3) 0.034(2) 0.034(2) 0.0029(17) 0.009(2) -0.0031(18) C25 0.053(3) 0.029(2) 0.038(2) 0.0026(17) 0.000(2) -0.0003(18) C26 0.063(3) 0.058(3) 0.040(3) 0.003(2) 0.010(2) 0.010(2) C27 0.090(4) 0.054(3) 0.033(2) 0.012(2) -0.002(3) -0.003(3) C28 0.069(3) 0.050(3) 0.058(3) 0.013(2) -0.022(3) 0.006(2) C29 0.056(3) 0.033(2) 0.050(3) 0.008(2) -0.012(2) 0.0003(19) C30 0.044(3) 0.057(3) 0.079(4) 0.011(3) -0.017(3) 0.008(2) C31 0.040(3) 0.055(3) 0.089(4) 0.020(3) 0.008(3) 0.010(2) C32 0.053(3) 0.049(3) 0.058(3) 0.011(2) 0.012(2) 0.003(2) C33 0.044(3) 0.037(2) 0.047(3) 0.0063(19) -0.001(2) 0.0047(18) C34 0.046(3) 0.028(2) 0.042(2) 0.0034(18) -0.008(2) -0.0036(17) C35 0.042(3) 0.069(3) 0.109(4) -0.007(3) -0.014(3) -0.004(2) C36 0.099(4) 0.101(4) 0.065(3) 0.035(3) -0.038(3) -0.020(3) C37 0.065(3) 0.055(3) 0.075(3) -0.010(2) -0.021(3) -0.004(2) C38 0.093(4) 0.052(3) 0.037(2) 0.002(2) 0.016(3) 0.001(2) C39 0.102(4) 0.048(3) 0.050(3) -0.010(2) 0.015(3) 0.004(3) C40 0.058(3) 0.092(4) 0.066(3) 0.004(3) 0.024(3) 0.009(3) F1 0.0420(14) 0.0752(17) 0.0722(18) -0.0089(14) 0.0105(13) -0.0154(12) F2 0.0474(15) 0.0919(19) 0.0565(16) 0.0010(14) 0.0194(13) -0.0162(13) Fe1 0.0377(3) 0.0357(3) 0.0272(3) 0.0005(2) -0.0001(2) 0.0000(2) N1 0.0396(19) 0.0253(16) 0.0325(17) 0.0007(13) -0.0019(14) -0.0008(13) N2 0.042(2) 0.0298(17) 0.0339(18) 0.0036(14) 0.0051(15) 0.0030(14) P1 0.0485(7) 0.0485(7) 0.0499(7) 0.0045(5) -0.0142(6) -0.0050(5) P2 0.0563(7) 0.0501(7) 0.0292(6) -0.0032(5) 0.0073(5) 0.0013(5) _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 C6 1.392(5) . ? C1 C2 1.422(5) . ? C1 C7 1.503(5) . ? C2 C3 1.391(5) . ? C2 C13 1.480(4) . ? C3 F1 1.373(4) . ? C3 C4 1.378(5) . ? C4 C5 1.381(5) . ? C5 C6 1.374(5) . ? C7 C12 1.400(5) . ? C7 C8 1.411(5) . ? C8 C9 1.421(5) . ? C8 C24 1.479(5) . ? C9 C10 1.365(5) . ? C9 F2 1.365(4) . ? C10 C11 1.373(5) . ? C11 C12 1.389(5) . ? C13 N1 1.360(4) . ? C13 Fe1 2.122(3) . ? C14 C15 1.379(5) . ? C14 N1 1.420(4) . ? C14 C23 1.443(5) . ? C15 C16 1.404(5) . ? C16 C17 1.363(6) . ? C17 C18 1.426(6) . ? C18 C23 1.414(5) . ? C18 C19 1.425(6) . ? C19 C20 1.357(7) . ? C20 C21 1.411(6) . ? C21 C22 1.362(5) . ? C22 C23 1.405(5) . ? C24 N2 1.362(4) . ? C24 Fe1 2.123(4) . ? C25 C26 1.379(5) . ? C25 N2 1.416(5) . ? C25 C34 1.446(5) . ? C26 C27 1.396(6) . ? C27 C28 1.366(6) . ? C28 C29 1.408(6) . ? C29 C34 1.414(5) . ? C29 C30 1.434(6) . ? C30 C31 1.349(6) . ? C31 C32 1.399(6) . ? C32 C33 1.360(5) . ? C33 C34 1.413(5) . ? C35 P1 1.823(4) . ? C36 P1 1.848(5) . ? C37 P1 1.826(4) . ? C38 P2 1.839(4) . ? C39 P2 1.813(4) . ? C40 P2 1.820(4) . ? Fe1 N1 2.037(3) . ? Fe1 N2 2.070(3) . ? Fe1 P2 2.3436(12) . ? Fe1 P1 2.3690(13) . ? 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 C1 C2 118.8(3) . . ? C6 C1 C7 116.1(3) . . ? C2 C1 C7 124.9(3) . . ? C3 C2 C1 115.5(3) . . ? C3 C2 C13 118.5(3) . . ? C1 C2 C13 125.9(3) . . ? F1 C3 C4 116.6(3) . . ? F1 C3 C2 117.4(3) . . ? C4 C3 C2 125.9(4) . . ? C3 C4 C5 117.0(4) . . ? C6 C5 C4 119.9(4) . . ? C5 C6 C1 122.8(4) . . ? C12 C7 C8 118.8(3) . . ? C12 C7 C1 115.8(3) . . ? C8 C7 C1 125.2(3) . . ? C7 C8 C9 116.1(4) . . ? C7 C8 C24 126.1(3) . . ? C9 C8 C24 117.7(3) . . ? C10 C9 F2 118.3(3) . . ? C10 C9 C8 124.4(4) . . ? F2 C9 C8 117.3(4) . . ? C9 C10 C11 118.5(4) . . ? C10 C11 C12 119.7(4) . . ? C11 C12 C7 122.3(4) . . ? N1 C13 C2 119.9(3) . . ? N1 C13 Fe1 67.54(19) . . ? C2 C13 Fe1 110.6(2) . . ? C15 C14 N1 126.4(3) . . ? C15 C14 C23 117.6(3) . . ? N1 C14 C23 115.8(3) . . ? C14 C15 C16 121.8(4) . . ? C17 C16 C15 121.4(4) . . ? C16 C17 C18 119.1(4) . . ? C23 C18 C19 119.0(4) . . ? C23 C18 C17 119.9(4) . . ? C19 C18 C17 121.1(4) . . ? C20 C19 C18 120.3(4) . . ? C19 C20 C21 120.8(5) . . ? C22 C21 C20 119.4(5) . . ? C21 C22 C23 121.9(4) . . ? C22 C23 C18 118.5(4) . . ? C22 C23 C14 121.6(3) . . ? C18 C23 C14 119.8(4) . . ? N2 C24 C8 119.3(3) . . ? N2 C24 Fe1 68.98(19) . . ? C8 C24 Fe1 108.5(2) . . ? C26 C25 N2 126.5(4) . . ? C26 C25 C34 118.0(4) . . ? N2 C25 C34 115.5(3) . . ? C25 C26 C27 121.6(4) . . ? C28 C27 C26 121.4(4) . . ? C27 C28 C29 119.3(4) . . ? C28 C29 C34 120.5(4) . . ? C28 C29 C30 122.2(4) . . ? C34 C29 C30 117.3(4) . . ? C31 C30 C29 121.7(4) . . ? C30 C31 C32 120.0(4) . . ? C33 C32 C31 120.8(4) . . ? C32 C33 C34 120.6(4) . . ? C33 C34 C29 119.5(4) . . ? C33 C34 C25 121.5(4) . . ? C29 C34 C25 119.0(4) . . ? N1 Fe1 N2 113.05(12) . . ? N1 Fe1 C13 38.11(11) . . ? N2 Fe1 C13 96.87(12) . . ? N1 Fe1 C24 100.25(13) . . ? N2 Fe1 C24 37.88(11) . . ? C13 Fe1 C24 109.11(14) . . ? N1 Fe1 P2 101.23(9) . . ? N2 Fe1 P2 122.87(8) . . ? C13 Fe1 P2 134.96(10) . . ? C24 Fe1 P2 93.73(10) . . ? N1 Fe1 P1 119.45(9) . . ? N2 Fe1 P1 100.81(9) . . ? C13 Fe1 P1 91.44(10) . . ? C24 Fe1 P1 133.90(10) . . ? P2 Fe1 P1 100.01(5) . . ? C13 N1 C14 119.4(3) . . ? C13 N1 Fe1 74.35(19) . . ? C14 N1 Fe1 115.3(2) . . ? C24 N2 C25 119.0(3) . . ? C24 N2 Fe1 73.14(19) . . ? C25 N2 Fe1 114.3(2) . . ? C35 P1 C37 99.89(19) . . ? C35 P1 C36 100.8(2) . . ? C37 P1 C36 100.7(2) . . ? C35 P1 Fe1 118.42(15) . . ? C37 P1 Fe1 116.06(14) . . ? C36 P1 Fe1 117.76(17) . . ? C39 P2 C40 101.9(2) . . ? C39 P2 C38 101.97(19) . . ? C40 P2 C38 99.2(2) . . ? C39 P2 Fe1 114.24(14) . . ? C40 P2 Fe1 122.05(16) . . ? C38 P2 Fe1 114.54(13) . . ? _diffrn_measured_fraction_theta_max 0.961 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.961 _refine_diff_density_max 0.196 _refine_diff_density_min -0.193 _refine_diff_density_rms 0.044 # Attachment '- 5.cif' data_test _database_code_depnum_ccdc_archive 'CCDC 805474' #TrackingRef '- 5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H30 F8 Fe N2 P2' _chemical_formula_sum 'C32 H30 F8 Fe N2 P2' _chemical_formula_weight 712.37 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.6956(14) _cell_length_b 9.9219(14) _cell_length_c 16.955(2) _cell_angle_alpha 90.243(2) _cell_angle_beta 91.242(2) _cell_angle_gamma 106.088(2) _cell_volume 1566.7(4) _cell_formula_units_Z 2 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 2234 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 24.88 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 1.510 _exptl_crystal_density_diffrn 1.510 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 728 _exptl_absorpt_coefficient_mu 0.657 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8272 _exptl_absorpt_correction_T_max 0.9679 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _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 8955 _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_sigmaI/netI 0.0749 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6679 _reflns_number_gt 4079 _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^)+(0.0497P)^2^+0.5320P] 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 6679 _refine_ls_number_parameters 406 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0992 _refine_ls_R_factor_gt 0.0481 _refine_ls_wR_factor_ref 0.1259 _refine_ls_wR_factor_gt 0.1044 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.001 _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 Fe1 Fe 0.74823(5) 0.76875(5) 0.25718(3) 0.03233(15) Uani 1 1 d . . . P2 P 0.93573(10) 0.92066(10) 0.32895(5) 0.0383(2) Uani 1 1 d . . . P3 P 0.84055(11) 0.76350(11) 0.13261(5) 0.0453(3) Uani 1 1 d . . . F8 F 0.7129(2) 0.5998(2) 0.44067(12) 0.0530(6) Uani 1 1 d . . . F7 F 0.4345(2) 0.7552(2) 0.14399(13) 0.0626(6) Uani 1 1 d . . . N2 N 0.8020(3) 0.5902(3) 0.28483(16) 0.0374(7) Uani 1 1 d . . . N1 N 0.6641(3) 0.9306(3) 0.23641(16) 0.0383(7) Uani 1 1 d . . . F6 F 0.3743(2) 0.9525(2) 0.41004(14) 0.0646(7) Uani 1 1 d . . . F5 F 0.5488(3) 0.6325(3) 0.55616(13) 0.0662(7) Uani 1 1 d . . . F4 F 0.2221(2) 0.5306(3) 0.11110(14) 0.0707(7) Uani 1 1 d . . . F3 F 0.4519(3) 0.2421(2) 0.24829(15) 0.0693(7) Uani 1 1 d . . . C32 C 0.5725(4) 0.6259(4) 0.21484(19) 0.0370(8) Uani 1 1 d . . . F2 F 0.2223(3) 0.2727(2) 0.16147(15) 0.0745(7) Uani 1 1 d . . . C31 C 0.6397(3) 0.7644(3) 0.35732(19) 0.0359(8) Uani 1 1 d . . . C30 C 0.9379(4) 0.4797(4) 0.3771(2) 0.0485(9) Uani 1 1 d . . . H30A H 0.8528 0.4300 0.4000 0.058 Uiso 1 1 calc R . . F1 F 0.3706(3) 0.7993(3) 0.54337(14) 0.0722(7) Uani 1 1 d . . . C29 C 0.6306(4) 0.6906(4) 0.4270(2) 0.0389(8) Uani 1 1 d . . . C28 C 0.9353(4) 0.5714(4) 0.3156(2) 0.0414(9) Uani 1 1 d . . . C27 C 0.5694(4) 0.9438(4) 0.2877(2) 0.0434(9) Uani 1 1 d . . . H27A H 0.5170 1.0087 0.2806 0.052 Uiso 1 1 calc R . . C26 C 0.5459(4) 0.7033(4) 0.4888(2) 0.0454(9) Uani 1 1 d . . . C25 C 0.9915(4) 0.8588(4) 0.4225(2) 0.0495(10) Uani 1 1 d . . . H25A H 1.0691 0.9309 0.4459 0.074 Uiso 1 1 calc R . . H25B H 1.0227 0.7765 0.4132 0.074 Uiso 1 1 calc R . . H25C H 0.9120 0.8366 0.4575 0.074 Uiso 1 1 calc R . . C24 C 0.4500(4) 0.6313(4) 0.1722(2) 0.0430(9) Uani 1 1 d . . . C23 C 0.6985(4) 0.4745(4) 0.2750(2) 0.0439(9) Uani 1 1 d . . . H23A H 0.7089 0.3882 0.2910 0.053 Uiso 1 1 calc R . . C22 C 0.3358(4) 0.3845(4) 0.1787(2) 0.0500(10) Uani 1 1 d . . . C21 C 0.6891(4) 1.0312(4) 0.1734(2) 0.0442(9) Uani 1 1 d . . . C20 C 0.5497(4) 0.8551(4) 0.3547(2) 0.0384(8) Uani 1 1 d . . . C19 C 0.8897(5) 1.0762(4) 0.3669(2) 0.0563(11) Uani 1 1 d . . . H19A H 0.9705 1.1347 0.3959 0.084 Uiso 1 1 calc R . . H19B H 0.8094 1.0472 0.4011 0.084 Uiso 1 1 calc R . . H19C H 0.8651 1.1278 0.3236 0.084 Uiso 1 1 calc R . . C18 C 1.0631(4) 0.6444(4) 0.2823(2) 0.0502(10) Uani 1 1 d . . . H18A H 1.0621 0.7052 0.2408 0.060 Uiso 1 1 calc R . . C17 C 0.4575(4) 0.7906(4) 0.4834(2) 0.0465(9) Uani 1 1 d . . . C16 C 0.4512(4) 0.3712(4) 0.2219(2) 0.0475(9) Uani 1 1 d . . . C15 C 0.5761(5) 1.0544(4) 0.1288(2) 0.0548(11) Uani 1 1 d . . . H15A H 0.4818 1.0048 0.1386 0.066 Uiso 1 1 calc R . . C14 C 0.4594(4) 0.8652(4) 0.4162(2) 0.0469(9) Uani 1 1 d . . . C13 C 0.3365(4) 0.5160(4) 0.1538(2) 0.0474(9) Uani 1 1 d . . . C12 C 0.5680(4) 0.4871(4) 0.2384(2) 0.0406(8) Uani 1 1 d . . . C11 C 1.0682(5) 0.4628(5) 0.4038(3) 0.0639(12) Uani 1 1 d . . . H11A H 1.0703 0.4017 0.4450 0.077 Uiso 1 1 calc R . . C10 C 1.1146(4) 1.0070(4) 0.2915(2) 0.0555(10) Uani 1 1 d . . . H10A H 1.1721 1.0642 0.3326 0.083 Uiso 1 1 calc R . . H10B H 1.1055 1.0647 0.2475 0.083 Uiso 1 1 calc R . . H10C H 1.1597 0.9372 0.2750 0.083 Uiso 1 1 calc R . . C9 C 0.7323(5) 0.7946(5) 0.0479(2) 0.0648(12) Uani 1 1 d . . . H9A H 0.7818 0.7896 0.0000 0.097 Uiso 1 1 calc R . . H9B H 0.7172 0.8858 0.0529 0.097 Uiso 1 1 calc R . . H9C H 0.6412 0.7245 0.0464 0.097 Uiso 1 1 calc R . . C8 C 0.8285(5) 1.1097(4) 0.1590(2) 0.0525(10) Uani 1 1 d . . . H8A H 0.9044 1.0960 0.1894 0.063 Uiso 1 1 calc R . . C7 C 0.8536(5) 0.5903(4) 0.1031(2) 0.0658(12) Uani 1 1 d . . . H7A H 0.8923 0.5950 0.0512 0.099 Uiso 1 1 calc R . . H7B H 0.7599 0.5247 0.1028 0.099 Uiso 1 1 calc R . . H7C H 0.9156 0.5601 0.1398 0.099 Uiso 1 1 calc R . . C6 C 1.1939(5) 0.5353(5) 0.3702(3) 0.0727(14) Uani 1 1 d . . . H6A H 1.2805 0.5218 0.3879 0.087 Uiso 1 1 calc R . . C5 C 1.0174(5) 0.8711(5) 0.1014(2) 0.0665(12) Uani 1 1 d . . . H5A H 1.0311 0.8500 0.0473 0.100 Uiso 1 1 calc R . . H5B H 1.0912 0.8509 0.1340 0.100 Uiso 1 1 calc R . . H5C H 1.0220 0.9687 0.1067 0.100 Uiso 1 1 calc R . . C4 C 0.7447(6) 1.2287(5) 0.0545(3) 0.0709(14) Uani 1 1 d . . . H4A H 0.7634 1.2938 0.0140 0.085 Uiso 1 1 calc R . . C3 C 1.1924(4) 0.6275(5) 0.3104(3) 0.0615(12) Uani 1 1 d . . . H3A H 1.2782 0.6787 0.2888 0.074 Uiso 1 1 calc R . . C2 C 0.6070(6) 1.1535(5) 0.0690(2) 0.0676(13) Uani 1 1 d . . . H2A H 0.5321 1.1686 0.0383 0.081 Uiso 1 1 calc R . . C1 C 0.8547(5) 1.2075(5) 0.1001(2) 0.0666(12) Uani 1 1 d . . . H1A H 0.9485 1.2600 0.0912 0.080 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 Fe1 0.0386(3) 0.0290(3) 0.0300(3) -0.00148(19) -0.0033(2) 0.0106(2) P2 0.0436(6) 0.0352(5) 0.0342(5) -0.0011(4) -0.0062(4) 0.0085(4) P3 0.0553(6) 0.0486(6) 0.0332(5) -0.0048(4) -0.0005(4) 0.0168(5) F8 0.0627(14) 0.0568(14) 0.0495(13) 0.0163(11) 0.0090(11) 0.0324(12) F7 0.0646(15) 0.0447(14) 0.0761(16) 0.0085(11) -0.0280(12) 0.0136(12) N2 0.0391(17) 0.0370(17) 0.0375(16) -0.0006(13) -0.0020(13) 0.0132(14) N1 0.0458(18) 0.0339(16) 0.0356(16) -0.0019(13) -0.0089(14) 0.0127(14) F6 0.0584(15) 0.0674(16) 0.0804(17) -0.0059(13) 0.0025(12) 0.0381(13) F5 0.0852(18) 0.0709(17) 0.0466(13) 0.0177(12) 0.0189(12) 0.0272(14) F4 0.0553(15) 0.0729(17) 0.0752(16) 0.0074(13) -0.0323(13) 0.0054(13) F3 0.0724(17) 0.0325(13) 0.0967(18) 0.0048(12) -0.0129(14) 0.0053(12) C32 0.041(2) 0.036(2) 0.0352(18) -0.0030(15) -0.0016(15) 0.0133(16) F2 0.0637(16) 0.0552(15) 0.0849(18) 0.0012(13) -0.0222(13) -0.0147(12) C31 0.0335(19) 0.0304(19) 0.042(2) -0.0034(15) -0.0018(15) 0.0064(15) C30 0.057(3) 0.041(2) 0.049(2) 0.0020(18) -0.0088(19) 0.0162(19) F1 0.0681(16) 0.0809(18) 0.0727(16) -0.0007(13) 0.0347(13) 0.0271(14) C29 0.040(2) 0.039(2) 0.040(2) 0.0027(16) 0.0015(16) 0.0140(17) C28 0.043(2) 0.041(2) 0.045(2) -0.0056(17) -0.0056(17) 0.0190(18) C27 0.046(2) 0.039(2) 0.049(2) -0.0041(17) -0.0109(18) 0.0178(18) C26 0.051(2) 0.046(2) 0.038(2) 0.0059(17) 0.0059(17) 0.0096(19) C25 0.059(3) 0.050(2) 0.039(2) -0.0012(17) -0.0092(18) 0.013(2) C24 0.047(2) 0.042(2) 0.040(2) -0.0003(17) -0.0087(17) 0.0132(18) C23 0.049(2) 0.036(2) 0.051(2) -0.0016(17) -0.0030(18) 0.0195(19) C22 0.040(2) 0.043(2) 0.057(2) -0.0065(19) -0.0108(19) -0.0039(18) C21 0.060(3) 0.033(2) 0.042(2) 0.0014(16) -0.0103(18) 0.0178(19) C20 0.039(2) 0.034(2) 0.042(2) -0.0016(16) -0.0043(16) 0.0093(16) C19 0.074(3) 0.043(2) 0.050(2) -0.0134(19) -0.017(2) 0.016(2) C18 0.047(2) 0.055(3) 0.050(2) -0.0035(19) 0.0006(19) 0.018(2) C17 0.044(2) 0.051(2) 0.044(2) -0.0028(19) 0.0119(18) 0.0115(19) C16 0.052(2) 0.033(2) 0.056(2) 0.0016(18) -0.0017(19) 0.0102(18) C15 0.073(3) 0.047(2) 0.048(2) 0.0039(19) -0.013(2) 0.023(2) C14 0.039(2) 0.045(2) 0.060(2) -0.0115(19) -0.0052(18) 0.0179(18) C13 0.041(2) 0.053(3) 0.045(2) -0.0002(18) -0.0115(17) 0.0092(19) C12 0.039(2) 0.037(2) 0.044(2) -0.0044(16) -0.0041(16) 0.0087(17) C11 0.074(3) 0.053(3) 0.071(3) -0.004(2) -0.030(3) 0.031(3) C10 0.053(3) 0.053(3) 0.052(2) 0.0030(19) -0.0039(19) 0.002(2) C9 0.088(3) 0.068(3) 0.041(2) -0.002(2) -0.007(2) 0.025(3) C8 0.067(3) 0.053(3) 0.040(2) 0.0053(19) -0.0055(19) 0.020(2) C7 0.086(3) 0.065(3) 0.052(2) -0.018(2) 0.000(2) 0.029(3) C6 0.057(3) 0.075(3) 0.095(4) -0.028(3) -0.031(3) 0.036(3) C5 0.073(3) 0.079(3) 0.045(2) 0.001(2) 0.013(2) 0.016(3) C4 0.116(4) 0.053(3) 0.048(3) 0.013(2) -0.004(3) 0.030(3) C3 0.038(2) 0.076(3) 0.072(3) -0.023(3) -0.007(2) 0.019(2) C2 0.102(4) 0.054(3) 0.053(3) 0.004(2) -0.028(3) 0.035(3) C1 0.092(4) 0.056(3) 0.050(3) 0.014(2) 0.006(2) 0.017(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 C32 2.007(3) . ? Fe1 C31 2.011(3) . ? Fe1 N1 2.021(3) . ? Fe1 N2 2.035(3) . ? Fe1 P3 2.3175(11) . ? Fe1 P2 2.3297(10) . ? P2 C25 1.828(3) . ? P2 C10 1.836(4) . ? P2 C19 1.839(4) . ? P3 C7 1.827(4) . ? P3 C9 1.838(4) . ? P3 C5 1.841(4) . ? F8 C29 1.376(4) . ? F7 C24 1.367(4) . ? N2 C23 1.305(4) . ? N2 C28 1.444(4) . ? N1 C27 1.312(4) . ? N1 C21 1.443(4) . ? F6 C14 1.355(4) . ? F5 C26 1.347(4) . ? F4 C13 1.353(4) . ? F3 C16 1.360(4) . ? C32 C24 1.390(5) . ? C32 C12 1.425(5) . ? F2 C22 1.354(4) . ? C31 C29 1.385(5) . ? C31 C20 1.418(5) . ? C30 C11 1.386(5) . ? C30 C28 1.391(5) . ? F1 C17 1.352(4) . ? C29 C26 1.372(5) . ? C28 C18 1.383(5) . ? C27 C20 1.423(5) . ? C26 C17 1.379(5) . ? C24 C13 1.379(5) . ? C23 C12 1.434(5) . ? C22 C16 1.362(5) . ? C22 C13 1.371(5) . ? C21 C8 1.387(5) . ? C21 C15 1.390(5) . ? C20 C14 1.396(5) . ? C18 C3 1.385(5) . ? C17 C14 1.359(5) . ? C16 C12 1.394(5) . ? C15 C2 1.393(6) . ? C11 C6 1.369(6) . ? C8 C1 1.373(5) . ? C6 C3 1.371(6) . ? C4 C2 1.365(6) . ? C4 C1 1.368(6) . ? 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 C32 Fe1 C31 86.34(13) . . ? C32 Fe1 N1 93.09(12) . . ? C31 Fe1 N1 80.67(13) . . ? C32 Fe1 N2 80.44(13) . . ? C31 Fe1 N2 92.54(12) . . ? N1 Fe1 N2 170.95(12) . . ? C32 Fe1 P3 86.12(10) . . ? C31 Fe1 P3 171.61(10) . . ? N1 Fe1 P3 96.08(9) . . ? N2 Fe1 P3 89.82(8) . . ? C32 Fe1 P2 169.48(10) . . ? C31 Fe1 P2 83.87(10) . . ? N1 Fe1 P2 89.14(8) . . ? N2 Fe1 P2 96.11(8) . . ? P3 Fe1 P2 103.88(4) . . ? C25 P2 C10 98.34(18) . . ? C25 P2 C19 98.13(17) . . ? C10 P2 C19 98.95(19) . . ? C25 P2 Fe1 117.83(13) . . ? C10 P2 Fe1 125.67(13) . . ? C19 P2 Fe1 113.11(13) . . ? C7 P3 C9 98.1(2) . . ? C7 P3 C5 99.5(2) . . ? C9 P3 C5 98.5(2) . . ? C7 P3 Fe1 113.49(15) . . ? C9 P3 Fe1 117.54(14) . . ? C5 P3 Fe1 125.12(14) . . ? C23 N2 C28 114.9(3) . . ? C23 N2 Fe1 114.9(2) . . ? C28 N2 Fe1 130.2(2) . . ? C27 N1 C21 115.1(3) . . ? C27 N1 Fe1 114.4(2) . . ? C21 N1 Fe1 130.4(2) . . ? C24 C32 C12 112.5(3) . . ? C24 C32 Fe1 135.1(3) . . ? C12 C32 Fe1 112.3(2) . . ? C29 C31 C20 113.2(3) . . ? C29 C31 Fe1 134.5(3) . . ? C20 C31 Fe1 112.3(2) . . ? C11 C30 C28 119.5(4) . . ? C26 C29 F8 114.1(3) . . ? C26 C29 C31 124.7(3) . . ? F8 C29 C31 121.2(3) . . ? C18 C28 C30 119.3(3) . . ? C18 C28 N2 119.3(3) . . ? C30 C28 N2 121.4(3) . . ? N1 C27 C20 117.4(3) . . ? F5 C26 C29 120.8(3) . . ? F5 C26 C17 118.8(3) . . ? C29 C26 C17 120.4(3) . . ? F7 C24 C13 114.3(3) . . ? F7 C24 C32 121.2(3) . . ? C13 C24 C32 124.4(4) . . ? N2 C23 C12 116.7(3) . . ? F2 C22 C16 121.6(4) . . ? F2 C22 C13 120.5(3) . . ? C16 C22 C13 117.9(3) . . ? C8 C21 C15 119.4(4) . . ? C8 C21 N1 119.2(3) . . ? C15 C21 N1 121.4(4) . . ? C14 C20 C31 122.6(3) . . ? C14 C20 C27 123.1(3) . . ? C31 C20 C27 114.1(3) . . ? C28 C18 C3 120.4(4) . . ? F1 C17 C14 121.6(3) . . ? F1 C17 C26 120.2(3) . . ? C14 C17 C26 118.2(3) . . ? F3 C16 C22 118.9(3) . . ? F3 C16 C12 120.2(3) . . ? C22 C16 C12 120.9(4) . . ? C21 C15 C2 118.7(4) . . ? F6 C14 C17 119.1(3) . . ? F6 C14 C20 120.0(4) . . ? C17 C14 C20 120.9(3) . . ? F4 C13 C22 118.4(3) . . ? F4 C13 C24 120.5(4) . . ? C22 C13 C24 121.1(3) . . ? C16 C12 C32 123.1(3) . . ? C16 C12 C23 122.4(3) . . ? C32 C12 C23 114.3(3) . . ? C6 C11 C30 120.6(4) . . ? C1 C8 C21 120.3(4) . . ? C11 C6 C3 120.2(4) . . ? C2 C4 C1 119.3(4) . . ? C6 C3 C18 119.9(4) . . ? C4 C2 C15 121.4(4) . . ? C4 C1 C8 120.8(5) . . ? _diffrn_measured_fraction_theta_max 0.930 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.930 _refine_diff_density_max 0.456 _refine_diff_density_min -0.378 _refine_diff_density_rms 0.068 # Attachment '- 6.cif' data_x1 _database_code_depnum_ccdc_archive 'CCDC 805475' #TrackingRef '- 6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H34 F6 Fe N4 P2' _chemical_formula_sum 'C24 H34 F6 Fe N4 P2' _chemical_formula_weight 610.34 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M p-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.4588(10) _cell_length_b 11.1141(10) _cell_length_c 14.4844(13) _cell_angle_alpha 96.8050(10) _cell_angle_beta 93.3370(10) _cell_angle_gamma 110.7310(10) _cell_volume 1554.4(2) _cell_formula_units_Z 2 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 5079 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 27.49 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.304 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 632 _exptl_absorpt_coefficient_mu 0.643 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8715 _exptl_absorpt_correction_T_max 0.8986 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _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 7756 _diffrn_reflns_av_R_equivalents 0.0128 _diffrn_reflns_av_sigmaI/netI 0.0267 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5426 _reflns_number_gt 4702 _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^)+(0.0527P)^2^+0.3055P] 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 5426 _refine_ls_number_parameters 344 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0369 _refine_ls_R_factor_gt 0.0315 _refine_ls_wR_factor_ref 0.0941 _refine_ls_wR_factor_gt 0.0908 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.082 _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 Fe1 Fe 0.89632(3) 0.76078(2) 0.717794(17) 0.03404(10) Uani 1 1 d . . . N1 N 0.83122(17) 0.78207(16) 0.58912(11) 0.0417(4) Uani 1 1 d . . . N2 N 0.73926(16) 0.80535(16) 0.76232(11) 0.0390(4) Uani 1 1 d . . . N3 N 0.5891(2) 0.22744(18) 0.70378(17) 0.0696(6) Uani 1 1 d . . . H3 H 0.5735 0.2395 0.7611 0.084 Uiso 1 1 calc R . . N4 N 1.2911(2) 1.26218(18) 0.74211(18) 0.0735(7) Uani 1 1 d . . . H4 H 1.3361 1.2247 0.7093 0.088 Uiso 1 1 calc R . . P1 P 1.07106(5) 0.71277(5) 0.66183(4) 0.04182(14) Uani 1 1 d . . . P2 P 0.95867(6) 0.74264(5) 0.86473(4) 0.04312(14) Uani 1 1 d . . . F1 F 0.60000(16) 0.43289(15) 0.43129(9) 0.0724(4) Uani 1 1 d . . . F2 F 0.51311(16) 0.21755(13) 0.50960(11) 0.0791(5) Uani 1 1 d . . . F3 F 0.74945(17) 0.45440(13) 0.79801(9) 0.0713(4) Uani 1 1 d . . . F4 F 0.84454(15) 1.20003(13) 0.83647(11) 0.0687(4) Uani 1 1 d . . . F5 F 1.09336(17) 1.36210(12) 0.81446(12) 0.0779(5) Uani 1 1 d . . . F6 F 1.21859(13) 1.01045(12) 0.70338(12) 0.0721(4) Uani 1 1 d . . . C1 C 0.7561(2) 0.6777(2) 0.53545(14) 0.0467(5) Uani 1 1 d . . . H1 H 0.7250 0.6789 0.4742 0.056 Uiso 1 1 calc R . . C2 C 0.72220(19) 0.55928(19) 0.57409(14) 0.0415(4) Uani 1 1 d . . . C3 C 0.6402(2) 0.4403(2) 0.52348(15) 0.0487(5) Uani 1 1 d . . . C4 C 0.5973(2) 0.3300(2) 0.56326(17) 0.0524(5) Uani 1 1 d . . . C5 C 0.6350(2) 0.3337(2) 0.65689(17) 0.0511(5) Uani 1 1 d . . . C6 C 0.7198(2) 0.4569(2) 0.70483(14) 0.0461(5) Uani 1 1 d . . . C7 C 0.77008(19) 0.57297(18) 0.67026(13) 0.0395(4) Uani 1 1 d . . . C8 C 0.7633(2) 0.9262(2) 0.78799(14) 0.0443(5) Uani 1 1 d . . . H8 H 0.6951 0.9547 0.8093 0.053 Uiso 1 1 calc R . . C9 C 0.8991(2) 1.01571(19) 0.78259(14) 0.0421(4) Uani 1 1 d . . . C10 C 0.9367(2) 1.1490(2) 0.80373(15) 0.0482(5) Uani 1 1 d . . . C11 C 1.0639(2) 1.23252(19) 0.79240(16) 0.0504(5) Uani 1 1 d . . . C12 C 1.1615(2) 1.1855(2) 0.75810(16) 0.0491(5) Uani 1 1 d . . . C13 C 1.1170(2) 1.04932(19) 0.73825(15) 0.0448(5) Uani 1 1 d . . . C14 C 0.9917(2) 0.95757(18) 0.74806(13) 0.0395(4) Uani 1 1 d . . . C15 C 0.8538(3) 0.9049(2) 0.55338(18) 0.0666(7) Uani 1 1 d . . . H15A H 0.8206 0.8873 0.4881 0.100 Uiso 1 1 calc R . . H15B H 0.9503 0.9564 0.5615 0.100 Uiso 1 1 calc R . . H15C H 0.8051 0.9515 0.5871 0.100 Uiso 1 1 calc R . . C16 C 0.5988(2) 0.7134(2) 0.76281(17) 0.0557(6) Uani 1 1 d . . . H16A H 0.5428 0.7592 0.7873 0.083 Uiso 1 1 calc R . . H16B H 0.5998 0.6490 0.8013 0.083 Uiso 1 1 calc R . . H16C H 0.5618 0.6715 0.7001 0.083 Uiso 1 1 calc R . . C17 C 1.1170(3) 0.7653(2) 0.54913(17) 0.0625(6) Uani 1 1 d . . . H17A H 1.1475 0.8584 0.5555 0.094 Uiso 1 1 calc R . . H17B H 1.0381 0.7274 0.5034 0.094 Uiso 1 1 calc R . . H17C H 1.1895 0.7375 0.5294 0.094 Uiso 1 1 calc R . . C18 C 1.2434(2) 0.7639(3) 0.72540(19) 0.0651(7) Uani 1 1 d . . . H18A H 1.3065 0.7510 0.6832 0.098 Uiso 1 1 calc R . . H18B H 1.2403 0.7130 0.7750 0.098 Uiso 1 1 calc R . . H18C H 1.2736 0.8542 0.7513 0.098 Uiso 1 1 calc R . . C19 C 1.0414(2) 0.5397(2) 0.63247(18) 0.0571(6) Uani 1 1 d . . . H19A H 1.1212 0.5299 0.6082 0.086 Uiso 1 1 calc R . . H19B H 0.9634 0.4995 0.5862 0.086 Uiso 1 1 calc R . . H19C H 1.0240 0.4989 0.6876 0.086 Uiso 1 1 calc R . . C20 C 1.0272(3) 0.6210(3) 0.89612(18) 0.0686(7) Uani 1 1 d . . . H20A H 1.1117 0.6331 0.8691 0.103 Uiso 1 1 calc R . . H20B H 0.9618 0.5355 0.8728 0.103 Uiso 1 1 calc R . . H20C H 1.0440 0.6305 0.9629 0.103 Uiso 1 1 calc R . . C21 C 1.0919(3) 0.8884(2) 0.93044(17) 0.0656(7) Uani 1 1 d . . . H21A H 1.0599 0.9597 0.9344 0.098 Uiso 1 1 calc R . . H21B H 1.1737 0.9097 0.8991 0.098 Uiso 1 1 calc R . . H21C H 1.1119 0.8723 0.9923 0.098 Uiso 1 1 calc R . . C22 C 0.8273(3) 0.7209(3) 0.94531(17) 0.0717(7) Uani 1 1 d . . . H22A H 0.8672 0.7241 1.0074 0.108 Uiso 1 1 calc R . . H22B H 0.7544 0.6382 0.9263 0.108 Uiso 1 1 calc R . . H22C H 0.7910 0.7891 0.9447 0.108 Uiso 1 1 calc R . . C23 C 0.5666(4) 0.0968(3) 0.6597(3) 0.0934(10) Uani 1 1 d . . . H23A H 0.4880 0.0676 0.6137 0.140 Uiso 1 1 calc R . . H23B H 0.5507 0.0398 0.7061 0.140 Uiso 1 1 calc R . . H23C H 0.6462 0.0965 0.6300 0.140 Uiso 1 1 calc R . . C24 C 1.3577(4) 1.3961(3) 0.7741(3) 0.1105(14) Uani 1 1 d . . . H24A H 1.3082 1.4433 0.7464 0.166 Uiso 1 1 calc R . . H24B H 1.4497 1.4245 0.7567 0.166 Uiso 1 1 calc R . . H24C H 1.3605 1.4118 0.8409 0.166 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 Fe1 0.03172(16) 0.03129(16) 0.03571(16) 0.00001(11) 0.00244(11) 0.00909(11) N1 0.0401(9) 0.0434(9) 0.0397(9) 0.0088(7) 0.0054(7) 0.0119(7) N2 0.0323(8) 0.0427(9) 0.0387(8) 0.0022(7) 0.0019(6) 0.0111(7) N3 0.0741(14) 0.0382(10) 0.0837(15) 0.0089(10) 0.0068(12) 0.0051(10) N4 0.0557(12) 0.0361(10) 0.1175(19) 0.0035(11) 0.0258(12) 0.0030(9) P1 0.0377(3) 0.0381(3) 0.0475(3) -0.0038(2) 0.0044(2) 0.0145(2) P2 0.0474(3) 0.0415(3) 0.0381(3) -0.0012(2) -0.0024(2) 0.0166(2) F1 0.0732(9) 0.0791(10) 0.0508(8) -0.0158(7) -0.0217(7) 0.0231(8) F2 0.0691(9) 0.0508(8) 0.0919(11) -0.0229(7) -0.0227(8) 0.0063(7) F3 0.0944(11) 0.0475(7) 0.0518(8) 0.0112(6) -0.0052(7) 0.0022(7) F4 0.0686(9) 0.0542(8) 0.0953(11) 0.0034(7) 0.0178(8) 0.0379(7) F5 0.0864(11) 0.0315(7) 0.1157(13) 0.0040(7) 0.0174(9) 0.0227(7) F6 0.0446(7) 0.0407(7) 0.1230(13) -0.0075(7) 0.0289(8) 0.0089(6) C1 0.0429(11) 0.0600(13) 0.0356(10) 0.0035(9) 0.0013(8) 0.0184(10) C2 0.0334(10) 0.0458(11) 0.0411(10) -0.0031(8) 0.0006(8) 0.0127(8) C3 0.0401(11) 0.0557(13) 0.0442(11) -0.0107(10) -0.0056(9) 0.0174(10) C4 0.0388(11) 0.0408(12) 0.0665(14) -0.0146(10) -0.0078(10) 0.0102(9) C5 0.0402(11) 0.0375(11) 0.0693(15) -0.0008(10) 0.0045(10) 0.0095(9) C6 0.0454(11) 0.0402(11) 0.0452(11) -0.0009(9) -0.0007(9) 0.0097(9) C7 0.0348(10) 0.0397(10) 0.0395(10) -0.0012(8) 0.0037(8) 0.0105(8) C8 0.0400(11) 0.0491(12) 0.0476(11) 0.0031(9) 0.0067(9) 0.0216(9) C9 0.0441(11) 0.0401(10) 0.0435(11) 0.0034(8) 0.0041(8) 0.0181(9) C10 0.0553(13) 0.0429(11) 0.0527(12) 0.0035(9) 0.0061(10) 0.0267(10) C11 0.0616(13) 0.0285(10) 0.0616(13) 0.0050(9) 0.0053(11) 0.0179(10) C12 0.0505(12) 0.0344(10) 0.0575(13) 0.0055(9) 0.0049(10) 0.0100(9) C13 0.0388(10) 0.0348(10) 0.0581(12) -0.0005(9) 0.0075(9) 0.0121(8) C14 0.0407(10) 0.0362(10) 0.0410(10) 0.0016(8) 0.0037(8) 0.0147(8) C15 0.0766(17) 0.0586(15) 0.0567(14) 0.0237(12) -0.0004(12) 0.0112(13) C16 0.0342(11) 0.0597(14) 0.0631(14) -0.0027(11) 0.0067(10) 0.0085(10) C17 0.0632(15) 0.0629(15) 0.0657(15) 0.0095(12) 0.0282(12) 0.0250(12) C18 0.0440(13) 0.0683(16) 0.0804(17) -0.0119(13) -0.0027(12) 0.0259(12) C19 0.0567(14) 0.0445(12) 0.0711(15) -0.0058(11) 0.0084(11) 0.0239(11) C20 0.0867(19) 0.0629(15) 0.0628(15) 0.0079(12) -0.0105(13) 0.0386(14) C21 0.0771(17) 0.0561(14) 0.0499(13) -0.0062(11) -0.0159(12) 0.0156(13) C22 0.0742(17) 0.099(2) 0.0439(13) 0.0120(13) 0.0106(12) 0.0325(16) C23 0.097(2) 0.0418(14) 0.133(3) 0.0048(16) -0.006(2) 0.0199(15) C24 0.076(2) 0.0437(15) 0.189(4) -0.0078(19) 0.037(2) -0.0015(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 Fe1 N2 1.9959(16) . ? Fe1 N1 2.0160(16) . ? Fe1 C14 2.0366(19) . ? Fe1 C7 2.0437(19) . ? Fe1 P2 2.2424(6) . ? Fe1 P1 2.2455(6) . ? N1 C1 1.280(3) . ? N1 C15 1.463(3) . ? N2 C8 1.280(3) . ? N2 C16 1.464(3) . ? N3 C5 1.383(3) . ? N3 C23 1.446(3) . ? N4 C12 1.372(3) . ? N4 C24 1.407(3) . ? P1 C19 1.829(2) . ? P1 C17 1.832(2) . ? P1 C18 1.838(2) . ? P2 C22 1.824(3) . ? P2 C20 1.828(2) . ? P2 C21 1.831(2) . ? F1 C3 1.360(3) . ? F2 C4 1.361(2) . ? F3 C6 1.373(2) . ? F4 C10 1.361(2) . ? F5 C11 1.355(2) . ? F6 C13 1.381(2) . ? C1 C2 1.428(3) . ? C2 C3 1.384(3) . ? C2 C7 1.424(3) . ? C3 C4 1.358(3) . ? C4 C5 1.382(3) . ? C5 C6 1.410(3) . ? C6 C7 1.376(3) . ? C8 C9 1.430(3) . ? C9 C10 1.381(3) . ? C9 C14 1.425(3) . ? C10 C11 1.359(3) . ? C11 C12 1.391(3) . ? C12 C13 1.405(3) . ? C13 C14 1.374(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Fe1 N1 86.73(7) . . ? N2 Fe1 C14 81.00(7) . . ? N1 Fe1 C14 89.15(7) . . ? N2 Fe1 C7 91.51(7) . . ? N1 Fe1 C7 80.45(7) . . ? C14 Fe1 C7 167.54(8) . . ? N2 Fe1 P2 89.49(5) . . ? N1 Fe1 P2 176.18(5) . . ? C14 Fe1 P2 89.66(6) . . ? C7 Fe1 P2 100.29(6) . . ? N2 Fe1 P1 177.61(5) . . ? N1 Fe1 P1 90.89(5) . . ? C14 Fe1 P1 98.65(6) . . ? C7 Fe1 P1 88.42(5) . . ? P2 Fe1 P1 92.88(2) . . ? C1 N1 C15 116.94(19) . . ? C1 N1 Fe1 116.35(14) . . ? C15 N1 Fe1 126.58(14) . . ? C8 N2 C16 117.84(17) . . ? C8 N2 Fe1 116.30(13) . . ? C16 N2 Fe1 125.76(13) . . ? C5 N3 C23 122.2(2) . . ? C12 N4 C24 126.5(2) . . ? C19 P1 C17 99.38(11) . . ? C19 P1 C18 97.76(11) . . ? C17 P1 C18 99.96(13) . . ? C19 P1 Fe1 116.13(8) . . ? C17 P1 Fe1 115.22(8) . . ? C18 P1 Fe1 124.18(8) . . ? C22 P2 C20 99.27(14) . . ? C22 P2 C21 98.65(13) . . ? C20 P2 C21 98.85(13) . . ? C22 P2 Fe1 116.24(9) . . ? C20 P2 Fe1 124.41(9) . . ? C21 P2 Fe1 115.04(9) . . ? N1 C1 C2 116.80(18) . . ? C3 C2 C7 122.1(2) . . ? C3 C2 C1 122.25(19) . . ? C7 C2 C1 115.45(17) . . ? C4 C3 F1 118.60(19) . . ? C4 C3 C2 122.0(2) . . ? F1 C3 C2 119.4(2) . . ? C3 C4 F2 118.4(2) . . ? C3 C4 C5 120.34(19) . . ? F2 C4 C5 121.2(2) . . ? C4 C5 N3 123.8(2) . . ? C4 C5 C6 115.4(2) . . ? N3 C5 C6 120.7(2) . . ? F3 C6 C7 119.32(17) . . ? F3 C6 C5 112.27(18) . . ? C7 C6 C5 128.4(2) . . ? C6 C7 C2 111.76(17) . . ? C6 C7 Fe1 137.88(15) . . ? C2 C7 Fe1 110.36(14) . . ? N2 C8 C9 117.29(17) . . ? C10 C9 C14 121.96(19) . . ? C10 C9 C8 123.11(18) . . ? C14 C9 C8 114.82(17) . . ? C11 C10 F4 118.10(18) . . ? C11 C10 C9 122.06(19) . . ? F4 C10 C9 119.84(19) . . ? F5 C11 C10 118.7(2) . . ? F5 C11 C12 120.8(2) . . ? C10 C11 C12 120.43(18) . . ? N4 C12 C11 124.61(19) . . ? N4 C12 C13 120.7(2) . . ? C11 C12 C13 114.71(19) . . ? C14 C13 F6 119.76(17) . . ? C14 C13 C12 129.00(19) . . ? F6 C13 C12 111.23(17) . . ? C13 C14 C9 111.83(17) . . ? C13 C14 Fe1 137.38(15) . . ? C9 C14 Fe1 110.60(14) . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 0.701 1.000 236 30 ' ' _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.327 _refine_diff_density_min -0.216 _refine_diff_density_rms 0.045 # Attachment '- C70_Ni(dppp)_(DCB).cif' data_C70_Ni(dppp)_(DCB)_130K _database_code_depnum_ccdc_archive 'CCDC 823121' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C70, C27 H26 Ni P2, 0.5(C6 H4 Cl2)' _chemical_formula_sum 'C100 H28 Cl Ni P2' _chemical_formula_weight 1385.32 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.5609(6) _cell_length_b 14.0596(7) _cell_length_c 19.888(1) _cell_angle_alpha 100.191(4) _cell_angle_beta 97.361(4) _cell_angle_gamma 97.999(4) _cell_volume 2842.6(3) _cell_formula_units_Z 2 _cell_measurement_temperature 130(1) _cell_measurement_reflns_used 16023 _cell_measurement_theta_min 1.4892 _cell_measurement_theta_max 31.1926 _exptl_crystal_description pike _exptl_crystal_colour black _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.619 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1406 _exptl_absorpt_coefficient_mu 0.509 _exptl_absorpt_correction_T_min 0.69388 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET) (compiled Nov 25 2010,17:55:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 130(1) _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Ruby, Gemini' _diffrn_detector_area_resol_mean 10.4752 _diffrn_measurement_method '\w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 33893 _diffrn_reflns_av_R_equivalents 0.0386 _diffrn_reflns_av_sigmaI/netI 0.0534 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.49 _diffrn_reflns_theta_max 31.26 _reflns_number_total 15949 _reflns_number_gt 13129 _reflns_threshold_expression >2\s(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET) (compiled Nov 25 2010,17:55:46) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET) (compiled Nov 25 2010,17:55:46) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET) (compiled Nov 25 2010,17:55:46) ; _computing_structure_solution ; SIR 2004 : An improved tool for crystal structure determination and refinement Burla, M.C., Camalli, M., Carrozzini, B., Cascarano, G.L., Giacovazzo, C., Polidori, G. & Spagna, R. (2003). J. Appl. Cryst., 36, 1103 ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(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^)+(0.0802P)^2^+2.3791P] 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 15949 _refine_ls_number_parameters 926 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0700 _refine_ls_R_factor_gt 0.0558 _refine_ls_wR_factor_ref 0.1530 _refine_ls_wR_factor_gt 0.1431 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _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 0.5684(2) 0.73618(17) 0.34847(13) 0.0236(5) Uani 1 1 d . . . C2 C 0.6230(2) 0.73567(16) 0.28519(13) 0.0242(5) Uani 1 1 d . . . C3 C 0.7110(2) 0.66631(18) 0.28220(13) 0.0233(5) Uani 1 1 d . . . C4 C 0.7110(2) 0.62349(18) 0.34339(13) 0.0233(5) Uani 1 1 d . . . C5 C 0.6226(2) 0.66691(17) 0.38471(13) 0.0228(5) Uani 1 1 d . . . C6 C 0.4400(2) 0.74497(16) 0.34877(13) 0.0235(5) Uani 1 1 d . . . C7 C 0.3610(2) 0.75279(15) 0.28579(13) 0.0220(5) Uani 1 1 d . . . C8 C 0.4129(2) 0.75187(15) 0.22566(14) 0.0231(5) Uani 1 1 d . . . C9 C 0.5462(2) 0.74333(16) 0.22509(14) 0.0236(5) Uani 1 1 d . . . C10 C 0.5539(2) 0.68278(16) 0.15956(13) 0.0219(5) Uani 1 1 d . . . C11 C 0.6377(2) 0.61629(17) 0.15658(13) 0.0218(5) Uani 1 1 d . . . C12 C 0.7181(2) 0.60782(18) 0.21895(13) 0.0229(5) Uani 1 1 d . . . C13 C 0.7249(2) 0.50561(18) 0.21466(13) 0.0217(5) Uani 1 1 d . . . C14 C 0.7252(2) 0.46483(18) 0.27273(13) 0.0229(5) Uani 1 1 d . . . C15 C 0.7183(2) 0.52502(18) 0.33873(13) 0.0224(5) Uani 1 1 d . . . C16 C 0.6388(2) 0.46612(18) 0.37438(13) 0.0223(5) Uani 1 1 d . . . C17 C 0.5549(2) 0.50701(18) 0.41368(12) 0.0212(5) Uani 1 1 d . . . C18 C 0.5464(2) 0.60956(17) 0.41889(12) 0.0219(5) Uani 1 1 d . . . C19 C 0.4135(2) 0.61890(17) 0.41863(12) 0.0215(5) Uani 1 1 d . . . C20 C 0.3610(2) 0.68440(17) 0.38408(12) 0.0219(5) Uani 1 1 d . . . C21 C 0.2336(2) 0.69931(15) 0.28330(13) 0.0207(5) Uani 1 1 d . . . C22 C 0.1570(2) 0.65107(15) 0.21943(13) 0.0200(5) Uani 1 1 d . . . C23 C 0.2117(2) 0.65068(15) 0.15569(13) 0.0198(4) Uani 1 1 d . . . C24 C 0.3394(2) 0.69788(15) 0.16036(13) 0.0219(5) Uani 1 1 d . . . C25 C 0.4266(2) 0.65547(16) 0.11992(13) 0.0212(5) Uani 1 1 d . . . C26 C 0.3880(2) 0.56423(16) 0.07369(12) 0.0196(4) Uani 1 1 d . . . C27 C 0.4771(2) 0.49379(17) 0.07089(11) 0.0192(4) Uani 1 1 d . . . C28 C 0.5981(2) 0.52021(17) 0.11376(12) 0.0205(4) Uani 1 1 d . . . C29 C 0.6512(2) 0.45171(17) 0.14917(13) 0.0205(4) Uani 1 1 d . . . C30 C 0.5856(2) 0.35583(17) 0.14260(13) 0.0203(4) Uani 1 1 d . . . C31 C 0.5857(2) 0.31263(16) 0.20488(13) 0.0197(4) Uani 1 1 d . . . C32 C 0.6523(2) 0.36919(17) 0.26877(13) 0.0216(5) Uani 1 1 d . . . C33 C 0.5986(2) 0.37008(18) 0.33098(13) 0.0217(5) Uani 1 1 d . . . C34 C 0.4777(2) 0.31350(16) 0.33164(12) 0.0191(4) Uani 1 1 d . . . C35 C 0.3892(2) 0.35758(16) 0.37271(11) 0.0175(4) Uani 1 1 d . . . C36 C 0.4277(2) 0.45432(17) 0.41109(11) 0.0189(4) Uani 1 1 d . . . C37 C 0.3403(2) 0.52315(17) 0.41406(11) 0.0188(4) Uani 1 1 d . . . C38 C 0.2126(2) 0.49702(16) 0.37867(11) 0.0165(4) Uani 1 1 d . . . C39 C 0.1574(2) 0.56691(16) 0.34265(12) 0.0176(4) Uani 1 1 d . . . C40 C 0.2343(2) 0.65785(16) 0.34403(12) 0.0202(5) Uani 1 1 d . . . C41 C 0.0627(2) 0.57137(16) 0.22291(12) 0.0180(4) Uani 1 1 d . . . C42 C 0.0133(2) 0.49454(16) 0.16313(12) 0.0176(4) Uani 1 1 d . . . C43 C 0.0640(2) 0.49479(16) 0.10236(12) 0.0180(4) Uani 1 1 d . . . C44 C 0.1677(2) 0.57113(16) 0.09939(12) 0.0190(4) Uani 1 1 d . . . C45 C 0.2544(2) 0.52876(16) 0.05901(12) 0.0192(4) Uani 1 1 d . . . C46 C 0.2054(2) 0.42536(16) 0.03678(11) 0.0185(4) Uani 1 1 d . . . C47 C 0.2898(2) 0.35914(16) 0.03390(11) 0.0179(4) Uani 1 1 d . . . C48 C 0.4265(2) 0.39365(17) 0.05361(11) 0.0191(4) Uani 1 1 d . . . C49 C 0.4795(2) 0.32525(16) 0.08900(12) 0.0182(4) Uani 1 1 d . . . C50 C 0.3766(2) 0.24807(16) 0.09152(12) 0.0186(4) Uani 1 1 d . . . C51 C 0.3756(2) 0.20847(15) 0.15071(12) 0.0183(4) Uani 1 1 d . . . C52 C 0.4789(2) 0.24285(16) 0.20820(13) 0.0190(4) Uani 1 1 d . . . C53 C 0.4257(2) 0.24305(15) 0.27063(12) 0.0174(4) Uani 1 1 d . . . C54 C 0.2892(2) 0.20801(14) 0.25225(12) 0.0164(4) Uani 1 1 d . . . C55 C 0.2058(2) 0.24992(14) 0.29133(11) 0.0147(4) Uani 1 1 d . . . C56 C 0.2561(2) 0.32770(15) 0.34961(11) 0.0158(4) Uani 1 1 d . . . C57 C 0.1690(2) 0.39646(15) 0.35250(11) 0.0147(4) Uani 1 1 d . . . C58 C 0.0648(2) 0.36136(15) 0.29623(11) 0.0141(4) Uani 1 1 d . . . C59 C 0.01282(19) 0.42700(15) 0.26234(11) 0.0146(4) Uani 1 1 d . . . C60 C 0.0629(2) 0.52975(15) 0.28358(12) 0.0167(4) Uani 1 1 d . . . C61 C -0.01892(19) 0.40473(15) 0.18683(11) 0.0151(4) Uani 1 1 d . . . C62 C 0.0862(2) 0.40465(16) 0.06321(11) 0.0176(4) Uani 1 1 d . . . C63 C 0.2598(2) 0.26829(16) 0.05742(11) 0.0177(4) Uani 1 1 d . . . C64 C 0.2581(2) 0.18533(14) 0.17712(12) 0.0167(4) Uani 1 1 d . . . C65 C 0.0781(2) 0.26347(15) 0.26032(11) 0.0140(4) Uani 1 1 d . . . C66 C 0.0035(2) 0.31767(15) 0.14976(11) 0.0144(4) Uani 1 1 d . . . C67 C 0.0582(2) 0.31793(16) 0.08719(11) 0.0157(4) Uani 1 1 d . . . C68 C 0.1458(2) 0.24887(15) 0.08417(11) 0.0156(4) Uani 1 1 d . . . C69 C 0.1441(2) 0.20531(14) 0.14462(11) 0.0145(4) Uani 1 1 d . . . C70 C 0.0439(2) 0.23901(14) 0.18348(11) 0.0138(4) Uani 1 1 d . . . Ni1 Ni -0.06776(3) 0.159012(18) 0.229489(14) 0.01253(8) Uani 1 1 d . . . P1 P -0.12737(5) 0.12099(4) 0.32215(3) 0.01216(11) Uani 1 1 d . . . P2 P -0.20422(5) 0.05306(4) 0.15428(3) 0.01247(11) Uani 1 1 d . . . C71 C -0.3018(2) 0.08641(16) 0.31365(12) 0.0171(4) Uani 1 1 d . . . H71A H -0.3248 0.0739 0.3584 0.020 Uiso 1 1 calc R . . H71B H -0.3443 0.1411 0.3019 0.020 Uiso 1 1 calc R . . C72 C -0.3515(2) -0.00525(16) 0.25760(12) 0.0192(4) Uani 1 1 d . . . H72A H -0.4399 -0.0324 0.2638 0.023 Uiso 1 1 calc R . . H72B H -0.2957 -0.0549 0.2645 0.023 Uiso 1 1 calc R . . C73 C -0.3556(2) 0.01023(16) 0.18279(12) 0.0168(4) Uani 1 1 d . . . H73A H -0.4146 0.0578 0.1759 0.020 Uiso 1 1 calc R . . H73B H -0.3954 -0.0528 0.1516 0.020 Uiso 1 1 calc R . . C74 C -0.0837(2) 0.21459(15) 0.40034(10) 0.0139(4) Uani 1 1 d . . . C75 C -0.1672(2) 0.27718(18) 0.42194(13) 0.0241(5) Uani 1 1 d . . . H75 H -0.2538 0.2663 0.3986 0.029 Uiso 1 1 calc R . . C76 C -0.1264(3) 0.35525(19) 0.47695(14) 0.0303(6) Uani 1 1 d . . . H76 H -0.1849 0.3976 0.4910 0.036 Uiso 1 1 calc R . . C77 C -0.0015(3) 0.37193(18) 0.51148(12) 0.0264(5) Uani 1 1 d . . . H77 H 0.0266 0.4255 0.5494 0.032 Uiso 1 1 calc R . . C78 C 0.0822(2) 0.31036(18) 0.49056(12) 0.0234(5) Uani 1 1 d . . . H78 H 0.1686 0.3214 0.5142 0.028 Uiso 1 1 calc R . . C79 C 0.0416(2) 0.23202(17) 0.43511(12) 0.0193(4) Uani 1 1 d . . . H79 H 0.1006 0.1901 0.4210 0.023 Uiso 1 1 calc R . . C80 C -0.0705(2) 0.01487(15) 0.34707(12) 0.0183(4) Uani 1 1 d . . . C81 C 0.0015(3) -0.0373(2) 0.30548(15) 0.0325(6) Uani 1 1 d . . . H81 H 0.0296 -0.0137 0.2670 0.039 Uiso 1 1 calc R . . C82 C 0.0325(4) -0.1256(2) 0.32081(19) 0.0497(9) Uani 1 1 d . . . H82 H 0.0796 -0.1630 0.2915 0.060 Uiso 1 1 calc R . . C83 C -0.0032(4) -0.1585(2) 0.3764(2) 0.0479(9) Uani 1 1 d . . . H83 H 0.0194 -0.2185 0.3859 0.057 Uiso 1 1 calc R . . C84 C -0.0718(4) -0.1061(2) 0.41936(19) 0.0454(8) Uani 1 1 d . . . H84 H -0.0952 -0.1287 0.4590 0.055 Uiso 1 1 calc R . . C85 C -0.1065(3) -0.0199(2) 0.40435(15) 0.0331(6) Uani 1 1 d . . . H85 H -0.1555 0.0159 0.4335 0.040 Uiso 1 1 calc R . . C86 C -0.1312(2) -0.05376(14) 0.12760(11) 0.0142(4) Uani 1 1 d . . . C87 C -0.1656(2) -0.14442(16) 0.14405(13) 0.0219(5) Uani 1 1 d . . . H87 H -0.2357 -0.1550 0.1689 0.026 Uiso 1 1 calc R . . C88 C -0.0982(3) -0.22002(17) 0.12444(13) 0.0242(5) Uani 1 1 d . . . H88 H -0.1212 -0.2817 0.1367 0.029 Uiso 1 1 calc R . . C89 C 0.0014(2) -0.20627(17) 0.08741(12) 0.0220(5) Uani 1 1 d . . . H89 H 0.0471 -0.2583 0.0740 0.026 Uiso 1 1 calc R . . C90 C 0.0353(2) -0.11644(17) 0.06959(13) 0.0222(5) Uani 1 1 d . . . H90 H 0.1033 -0.1071 0.0432 0.027 Uiso 1 1 calc R . . C91 C -0.0296(2) -0.04050(16) 0.09004(12) 0.0198(4) Uani 1 1 d . . . H91 H -0.0049 0.0214 0.0785 0.024 Uiso 1 1 calc R . . C92 C -0.2657(2) 0.08069(15) 0.07138(11) 0.0140(4) Uani 1 1 d . . . C93 C -0.3148(2) 0.00687(15) 0.01351(12) 0.0178(4) Uani 1 1 d . . . H93 H -0.3144 -0.0597 0.0166 0.021 Uiso 1 1 calc R . . C94 C -0.3641(2) 0.02978(16) -0.04819(12) 0.0198(4) Uani 1 1 d . . . H94 H -0.3974 -0.0211 -0.0873 0.024 Uiso 1 1 calc R . . C95 C -0.3651(2) 0.12673(16) -0.05344(12) 0.0191(4) Uani 1 1 d . . . H95 H -0.3988 0.1423 -0.0961 0.023 Uiso 1 1 calc R . . C96 C -0.3172(2) 0.20065(15) 0.00345(12) 0.0175(4) Uani 1 1 d . . . H96 H -0.3178 0.2671 0.0000 0.021 Uiso 1 1 calc R . . C97 C -0.2680(2) 0.17759(15) 0.06591(11) 0.0156(4) Uani 1 1 d . . . H97 H -0.2358 0.2286 0.1051 0.019 Uiso 1 1 calc R . . Cl1 Cl 0.4789(3) 0.1368(2) 0.45655(15) 0.0816(7) Uani 0.50 1 d P . 1 Cl2 Cl 0.2945(3) -0.0629(2) 0.44803(17) 0.1000(11) Uani 0.50 1 d P . 1 C1S C 0.5316(8) 0.0461(6) 0.4954(6) 0.0696(10) Uiso 0.50 1 d PG . 1 C2S C 0.4465(6) -0.0394(6) 0.4937(6) 0.0696(10) Uiso 0.50 1 d PG . 1 C3S C 0.4884(6) -0.1128(5) 0.5250(4) 0.0696(10) Uiso 0.50 1 d PG . 1 H3S H 0.4303 -0.1713 0.5238 0.084 Uiso 0.50 1 calc PR . 1 C4S C 0.6155(6) -0.1006(4) 0.5581(3) 0.0696(10) Uiso 0.50 1 d PG . 1 H4S H 0.6441 -0.1508 0.5795 0.084 Uiso 0.50 1 calc PR . 1 C5S C 0.7006(5) -0.0151(5) 0.5598(3) 0.0696(10) Uiso 0.50 1 d PG . 1 H5S H 0.7874 -0.0068 0.5824 0.084 Uiso 0.50 1 calc PR . 1 C6S C 0.6587(7) 0.0583(4) 0.5285(4) 0.0696(10) Uiso 0.50 1 d PG . 1 H6S H 0.7169 0.1167 0.5297 0.084 Uiso 0.50 1 calc PR . 1 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 0.0236(12) 0.0158(10) 0.0247(12) -0.0037(9) 0.0008(9) -0.0071(8) C2 0.0235(12) 0.0143(10) 0.0288(13) -0.0009(9) 0.0030(10) -0.0096(8) C3 0.0128(10) 0.0245(11) 0.0278(12) 0.0034(9) 0.0005(9) -0.0084(8) C4 0.0132(10) 0.0281(12) 0.0234(12) 0.0024(9) -0.0033(9) -0.0053(8) C5 0.0180(11) 0.0227(11) 0.0205(11) -0.0028(9) -0.0036(9) -0.0058(8) C6 0.0279(12) 0.0107(10) 0.0271(12) -0.0054(8) 0.0047(10) -0.0025(8) C7 0.0267(12) 0.0059(9) 0.0318(13) -0.0001(8) 0.0045(10) 0.0020(8) C8 0.0271(12) 0.0083(9) 0.0332(13) 0.0056(9) 0.0034(10) 0.0003(8) C9 0.0250(12) 0.0127(10) 0.0315(13) 0.0074(9) 0.0039(10) -0.0056(8) C10 0.0247(12) 0.0165(10) 0.0240(12) 0.0089(9) 0.0056(9) -0.0057(8) C11 0.0189(11) 0.0232(11) 0.0223(11) 0.0076(9) 0.0074(9) -0.0072(8) C12 0.0121(10) 0.0284(12) 0.0267(12) 0.0060(9) 0.0054(9) -0.0048(8) C13 0.0089(9) 0.0296(12) 0.0274(12) 0.0054(9) 0.0068(9) 0.0026(8) C14 0.0088(9) 0.0304(12) 0.0301(13) 0.0063(10) 0.0027(9) 0.0053(8) C15 0.0091(9) 0.0326(12) 0.0226(11) 0.0061(9) -0.0036(8) -0.0012(8) C16 0.0133(10) 0.0317(12) 0.0199(11) 0.0079(9) -0.0066(8) 0.0017(8) C17 0.0185(11) 0.0296(12) 0.0124(10) 0.0054(8) -0.0049(8) -0.0017(9) C18 0.0211(11) 0.0253(11) 0.0126(10) -0.0032(8) -0.0041(8) -0.0038(9) C19 0.0221(11) 0.0237(11) 0.0133(10) -0.0061(8) 0.0040(8) -0.0032(9) C20 0.0229(11) 0.0173(10) 0.0211(11) -0.0070(8) 0.0054(9) 0.0000(8) C21 0.0223(11) 0.0091(9) 0.0309(12) 0.0000(8) 0.0064(9) 0.0068(8) C22 0.0192(10) 0.0122(9) 0.0311(13) 0.0058(8) 0.0029(9) 0.0097(8) C23 0.0234(11) 0.0120(9) 0.0266(12) 0.0100(8) 0.0003(9) 0.0071(8) C24 0.0271(12) 0.0099(9) 0.0305(13) 0.0115(8) 0.0028(10) 0.0017(8) C25 0.0248(12) 0.0166(10) 0.0234(12) 0.0118(9) 0.0035(9) -0.0024(8) C26 0.0236(11) 0.0206(11) 0.0157(10) 0.0104(8) 0.0034(9) -0.0015(8) C27 0.0244(11) 0.0234(11) 0.0119(10) 0.0071(8) 0.0105(8) -0.0010(8) C28 0.0181(10) 0.0246(11) 0.0204(11) 0.0063(9) 0.0108(9) -0.0001(8) C29 0.0133(10) 0.0263(11) 0.0240(12) 0.0048(9) 0.0101(9) 0.0044(8) C30 0.0172(10) 0.0220(11) 0.0251(12) 0.0034(9) 0.0127(9) 0.0080(8) C31 0.0152(10) 0.0197(10) 0.0282(12) 0.0050(9) 0.0079(9) 0.0116(8) C32 0.0122(10) 0.0268(12) 0.0291(12) 0.0092(9) 0.0027(9) 0.0106(8) C33 0.0144(10) 0.0273(12) 0.0252(12) 0.0098(9) -0.0023(9) 0.0086(8) C34 0.0192(10) 0.0202(10) 0.0208(11) 0.0130(8) -0.0014(9) 0.0063(8) C35 0.0208(11) 0.0216(10) 0.0111(9) 0.0096(8) -0.0008(8) 0.0022(8) C36 0.0216(11) 0.0259(11) 0.0070(9) 0.0042(8) -0.0009(8) -0.0017(8) C37 0.0223(11) 0.0224(11) 0.0083(9) -0.0020(8) 0.0034(8) -0.0019(8) C38 0.0186(10) 0.0195(10) 0.0103(9) -0.0009(7) 0.0068(8) 0.0003(8) C39 0.0182(10) 0.0176(10) 0.0166(10) -0.0032(8) 0.0089(8) 0.0040(8) C40 0.0217(11) 0.0132(10) 0.0239(11) -0.0055(8) 0.0076(9) 0.0045(8) C41 0.0122(9) 0.0176(10) 0.0263(11) 0.0043(8) 0.0031(8) 0.0101(8) C42 0.0110(9) 0.0184(10) 0.0242(11) 0.0067(8) -0.0014(8) 0.0059(7) C43 0.0143(10) 0.0206(10) 0.0205(11) 0.0105(8) -0.0044(8) 0.0053(8) C44 0.0199(11) 0.0184(10) 0.0212(11) 0.0125(8) -0.0019(9) 0.0049(8) C45 0.0237(11) 0.0203(11) 0.0147(10) 0.0107(8) 0.0001(9) 0.0006(8) C46 0.0245(11) 0.0210(11) 0.0090(9) 0.0066(8) 0.0003(8) -0.0017(8) C47 0.0236(11) 0.0214(11) 0.0075(9) 0.0009(7) 0.0051(8) -0.0007(8) C48 0.0233(11) 0.0231(11) 0.0123(10) 0.0030(8) 0.0105(8) 0.0023(8) C49 0.0201(11) 0.0196(10) 0.0173(10) 0.0008(8) 0.0124(9) 0.0067(8) C50 0.0241(11) 0.0155(10) 0.0170(10) -0.0023(8) 0.0111(9) 0.0060(8) C51 0.0252(11) 0.0087(9) 0.0226(11) 0.0003(8) 0.0085(9) 0.0071(8) C52 0.0201(11) 0.0146(10) 0.0263(12) 0.0058(8) 0.0069(9) 0.0117(8) C53 0.0188(10) 0.0149(10) 0.0227(11) 0.0097(8) 0.0036(9) 0.0089(8) C54 0.0220(11) 0.0083(9) 0.0202(10) 0.0063(7) 0.0035(8) 0.0019(7) C55 0.0201(10) 0.0111(9) 0.0142(10) 0.0071(7) 0.0042(8) -0.0006(7) C56 0.0213(11) 0.0164(10) 0.0104(9) 0.0066(7) 0.0037(8) -0.0005(8) C57 0.0147(9) 0.0191(10) 0.0101(9) 0.0033(7) 0.0055(7) -0.0017(7) C58 0.0132(9) 0.0160(9) 0.0125(9) 0.0011(7) 0.0070(7) -0.0020(7) C59 0.0089(9) 0.0166(10) 0.0179(10) 0.0012(8) 0.0054(8) 0.0003(7) C60 0.0118(9) 0.0153(10) 0.0236(11) -0.0001(8) 0.0072(8) 0.0054(7) C61 0.0079(8) 0.0187(10) 0.0183(10) 0.0042(8) 0.0011(7) 0.0009(7) C62 0.0187(10) 0.0224(11) 0.0114(9) 0.0077(8) -0.0024(8) 0.0009(8) C63 0.0254(11) 0.0157(10) 0.0096(9) -0.0027(7) 0.0062(8) -0.0009(8) C64 0.0252(11) 0.0064(8) 0.0194(10) 0.0021(7) 0.0067(9) 0.0031(7) C65 0.0142(9) 0.0129(9) 0.0145(10) 0.0030(7) 0.0035(8) -0.0006(7) C66 0.0114(9) 0.0159(9) 0.0137(9) 0.0030(7) -0.0004(7) -0.0027(7) C67 0.0144(9) 0.0187(10) 0.0103(9) 0.0006(7) -0.0028(7) -0.0028(7) C68 0.0211(10) 0.0124(9) 0.0103(9) -0.0017(7) 0.0021(8) -0.0023(7) C69 0.0207(10) 0.0074(8) 0.0139(9) -0.0006(7) 0.0047(8) -0.0017(7) C70 0.0150(9) 0.0121(9) 0.0130(9) 0.0018(7) 0.0029(8) -0.0019(7) Ni1 0.01411(14) 0.01080(13) 0.01179(13) 0.00230(9) 0.00270(10) -0.00163(9) P1 0.0141(2) 0.0105(2) 0.0124(2) 0.00309(18) 0.00314(19) 0.00190(17) P2 0.0139(2) 0.0099(2) 0.0129(2) 0.00172(18) 0.00181(19) 0.00054(17) C71 0.0162(10) 0.0180(10) 0.0175(10) 0.0034(8) 0.0062(8) 0.0014(7) C72 0.0199(11) 0.0166(10) 0.0201(11) 0.0033(8) 0.0058(9) -0.0024(8) C73 0.0136(9) 0.0158(10) 0.0192(10) 0.0009(8) 0.0026(8) -0.0009(7) C74 0.0202(10) 0.0130(9) 0.0091(9) 0.0041(7) 0.0029(8) 0.0021(7) C75 0.0242(12) 0.0248(12) 0.0208(11) -0.0014(9) -0.0045(9) 0.0099(9) C76 0.0383(15) 0.0264(13) 0.0235(13) -0.0063(10) 0.0015(11) 0.0136(11) C77 0.0375(14) 0.0227(12) 0.0145(11) -0.0017(9) 0.0011(10) 0.0002(10) C78 0.0231(12) 0.0286(12) 0.0149(10) 0.0034(9) -0.0011(9) -0.0031(9) C79 0.0197(11) 0.0223(11) 0.0168(10) 0.0053(8) 0.0046(8) 0.0031(8) C80 0.0223(11) 0.0130(9) 0.0201(11) 0.0046(8) 0.0007(9) 0.0057(8) C81 0.0401(15) 0.0356(14) 0.0274(13) 0.0059(11) 0.0049(12) 0.0256(12) C82 0.066(2) 0.0411(17) 0.0458(19) 0.0008(14) 0.0000(17) 0.0410(17) C83 0.060(2) 0.0243(14) 0.059(2) 0.0135(14) -0.0113(17) 0.0177(13) C84 0.062(2) 0.0325(16) 0.051(2) 0.0292(14) 0.0077(17) 0.0119(14) C85 0.0476(17) 0.0279(13) 0.0332(15) 0.0185(11) 0.0156(13) 0.0139(12) C86 0.0154(9) 0.0116(9) 0.0149(9) 0.0012(7) 0.0019(8) 0.0015(7) C87 0.0276(12) 0.0161(10) 0.0241(12) 0.0056(9) 0.0109(10) 0.0025(8) C88 0.0350(13) 0.0139(10) 0.0266(12) 0.0075(9) 0.0082(10) 0.0067(9) C89 0.0248(12) 0.0213(11) 0.0198(11) 0.0016(9) -0.0021(9) 0.0113(9) C90 0.0165(10) 0.0249(11) 0.0251(12) 0.0017(9) 0.0058(9) 0.0050(8) C91 0.0194(11) 0.0158(10) 0.0243(11) 0.0046(8) 0.0056(9) 0.0007(8) C92 0.0150(9) 0.0136(9) 0.0131(9) 0.0025(7) 0.0017(8) 0.0025(7) C93 0.0204(11) 0.0122(9) 0.0194(11) 0.0010(8) 0.0010(8) 0.0024(8) C94 0.0219(11) 0.0155(10) 0.0191(11) 0.0004(8) -0.0013(9) 0.0008(8) C95 0.0189(10) 0.0202(10) 0.0191(11) 0.0067(8) 0.0017(9) 0.0040(8) C96 0.0201(10) 0.0127(9) 0.0211(11) 0.0044(8) 0.0035(9) 0.0059(8) C97 0.0163(10) 0.0134(9) 0.0164(10) 0.0015(7) 0.0019(8) 0.0027(7) Cl1 0.0811(18) 0.0867(18) 0.0761(17) 0.0032(13) 0.0128(14) 0.0263(13) Cl2 0.0570(14) 0.119(2) 0.098(2) -0.0384(18) 0.0067(14) 0.0083(14) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C6 1.380(4) . ? C1 C5 1.447(4) . ? C1 C2 1.449(4) . ? C2 C9 1.385(4) . ? C2 C3 1.437(4) . ? C3 C12 1.393(4) . ? C3 C4 1.450(4) . ? C4 C15 1.385(4) . ? C4 C5 1.448(4) . ? C5 C18 1.384(3) . ? C6 C20 1.442(4) . ? C6 C7 1.443(4) . ? C7 C8 1.376(4) . ? C7 C21 1.437(3) . ? C8 C9 1.431(4) . ? C8 C24 1.447(3) . ? C9 C10 1.443(4) . ? C10 C11 1.373(4) . ? C10 C25 1.433(3) . ? C11 C28 1.439(3) . ? C11 C12 1.444(4) . ? C12 C13 1.437(4) . ? C13 C14 1.377(4) . ? C13 C29 1.450(3) . ? C14 C32 1.437(3) . ? C14 C15 1.447(4) . ? C15 C16 1.436(3) . ? C16 C17 1.373(4) . ? C16 C33 1.443(3) . ? C17 C36 1.431(3) . ? C17 C18 1.443(3) . ? C18 C19 1.427(3) . ? C19 C20 1.377(4) . ? C19 C37 1.438(3) . ? C20 C40 1.431(3) . ? C21 C22 1.417(3) . ? C21 C40 1.431(4) . ? C22 C41 1.409(3) . ? C22 C23 1.458(3) . ? C23 C24 1.402(3) . ? C23 C44 1.414(3) . ? C24 C25 1.423(4) . ? C25 C26 1.414(3) . ? C26 C45 1.405(3) . ? C26 C27 1.456(3) . ? C27 C48 1.399(3) . ? C27 C28 1.406(3) . ? C28 C29 1.424(3) . ? C29 C30 1.403(3) . ? C30 C49 1.406(3) . ? C30 C31 1.473(3) . ? C31 C52 1.405(3) . ? C31 C32 1.414(3) . ? C32 C33 1.424(4) . ? C33 C34 1.411(3) . ? C34 C53 1.417(3) . ? C34 C35 1.450(3) . ? C35 C56 1.402(3) . ? C35 C36 1.413(3) . ? C36 C37 1.427(3) . ? C37 C38 1.405(3) . ? C38 C57 1.407(3) . ? C38 C39 1.456(3) . ? C39 C60 1.410(3) . ? C39 C40 1.410(3) . ? C41 C60 1.431(3) . ? C41 C42 1.443(3) . ? C42 C43 1.384(3) . ? C42 C61 1.437(3) . ? C43 C62 1.431(3) . ? C43 C44 1.437(3) . ? C44 C45 1.417(3) . ? C45 C46 1.443(3) . ? C46 C47 1.375(3) . ? C46 C62 1.438(3) . ? C47 C48 1.438(3) . ? C47 C63 1.445(3) . ? C48 C49 1.422(3) . ? C49 C50 1.437(3) . ? C50 C51 1.389(3) . ? C50 C63 1.420(3) . ? C51 C64 1.427(3) . ? C51 C52 1.439(3) . ? C52 C53 1.427(3) . ? C53 C54 1.434(3) . ? C54 C55 1.373(3) . ? C54 C64 1.456(3) . ? C55 C56 1.433(3) . ? C55 C65 1.461(3) . ? C56 C57 1.423(3) . ? C57 C58 1.430(3) . ? C58 C59 1.369(3) . ? C58 C65 1.468(3) . ? C59 C60 1.435(3) . ? C59 C61 1.463(3) . ? C61 C66 1.380(3) . ? C62 C67 1.394(3) . ? C63 C68 1.389(3) . ? C64 C69 1.381(3) . ? C65 C70 1.491(3) . ? C65 Ni1 1.927(2) . ? C66 C67 1.438(3) . ? C66 C70 1.475(3) . ? C67 C68 1.430(3) . ? C68 C69 1.443(3) . ? C69 C70 1.470(3) . ? C70 Ni1 1.940(2) . ? Ni1 P2 2.1436(6) . ? Ni1 P1 2.1519(6) . ? P1 C80 1.808(2) . ? P1 C74 1.813(2) . ? P1 C71 1.816(2) . ? P2 C86 1.810(2) . ? P2 C92 1.820(2) . ? P2 C73 1.824(2) . ? C71 C72 1.527(3) . ? C71 H71A 0.9900 . ? C71 H71B 0.9900 . ? C72 C73 1.537(3) . ? C72 H72A 0.9900 . ? C72 H72B 0.9900 . ? C73 H73A 0.9900 . ? C73 H73B 0.9900 . ? C74 C79 1.380(3) . ? C74 C75 1.385(3) . ? C75 C76 1.382(3) . ? C75 H75 0.9500 . ? C76 C77 1.375(4) . ? C76 H76 0.9500 . ? C77 C78 1.372(4) . ? C77 H77 0.9500 . ? C78 C79 1.389(3) . ? C78 H78 0.9500 . ? C79 H79 0.9500 . ? C80 C81 1.379(3) . ? C80 C85 1.392(3) . ? C81 C82 1.401(4) . ? C81 H81 0.9500 . ? C82 C83 1.349(5) . ? C82 H82 0.9500 . ? C83 C84 1.372(5) . ? C83 H83 0.9500 . ? C84 C85 1.384(4) . ? C84 H84 0.9500 . ? C85 H85 0.9500 . ? C86 C87 1.383(3) . ? C86 C91 1.394(3) . ? C87 C88 1.387(3) . ? C87 H87 0.9500 . ? C88 C89 1.371(4) . ? C88 H88 0.9500 . ? C89 C90 1.383(3) . ? C89 H89 0.9500 . ? C90 C91 1.377(3) . ? C90 H90 0.9500 . ? C91 H91 0.9500 . ? C92 C97 1.389(3) . ? C92 C93 1.395(3) . ? C93 C94 1.379(3) . ? C93 H93 0.9500 . ? C94 C95 1.387(3) . ? C94 H94 0.9500 . ? C95 C96 1.381(3) . ? C95 H95 0.9500 . ? C96 C97 1.394(3) . ? C96 H96 0.9500 . ? C97 H97 0.9500 . ? Cl1 C3S 0.641(7) 2_656 ? Cl1 C4S 1.034(14) 2_656 ? Cl1 C1S 1.723(6) . ? Cl1 C2S 2.013(6) 2_656 ? Cl2 C6S 0.623(8) 2_656 ? Cl2 C5S 1.129(15) 2_656 ? Cl2 C2S 1.698(6) . ? Cl2 C1S 1.987(7) 2_656 ? C1S C2S 0.331(11) 2_656 ? C1S C3S 1.121(10) 2_656 ? C1S C2S 1.3900 . ? C1S C6S 1.3900 . ? C1S C1S 1.426(14) 2_656 ? C1S Cl2 1.987(7) 2_656 ? C2S C1S 0.331(10) 2_656 ? C2S C6S 1.118(10) 2_656 ? C2S C3S 1.3900 . ? C2S C2S 1.431(14) 2_656 ? C2S Cl1 2.013(7) 2_656 ? C3S C4S 1.3900 . ? C3S H3S 0.9500 . ? C4S C5S 1.3900 . ? C4S H4S 0.9500 . ? C5S C6S 1.3900 . ? C5S H5S 0.9500 . ? C6S H6S 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C1 C5 119.3(2) . . ? C6 C1 C2 119.8(2) . . ? C5 C1 C2 108.6(2) . . ? C9 C2 C3 119.5(2) . . ? C9 C2 C1 120.1(2) . . ? C3 C2 C1 107.7(2) . . ? C12 C3 C2 119.6(2) . . ? C12 C3 C4 119.6(2) . . ? C2 C3 C4 108.2(2) . . ? C15 C4 C5 119.5(2) . . ? C15 C4 C3 120.0(2) . . ? C5 C4 C3 108.2(2) . . ? C18 C5 C1 120.4(2) . . ? C18 C5 C4 119.7(2) . . ? C1 C5 C4 107.3(2) . . ? C1 C6 C20 119.9(2) . . ? C1 C6 C7 119.6(2) . . ? C20 C6 C7 107.5(2) . . ? C8 C7 C21 119.5(2) . . ? C8 C7 C6 120.6(2) . . ? C21 C7 C6 108.2(2) . . ? C7 C8 C9 120.2(2) . . ? C7 C8 C24 120.2(2) . . ? C9 C8 C24 108.2(2) . . ? C2 C9 C8 119.8(2) . . ? C2 C9 C10 120.8(2) . . ? C8 C9 C10 107.1(2) . . ? C11 C10 C25 119.4(2) . . ? C11 C10 C9 119.8(2) . . ? C25 C10 C9 108.8(2) . . ? C10 C11 C28 120.2(2) . . ? C10 C11 C12 119.8(2) . . ? C28 C11 C12 108.5(2) . . ? C3 C12 C13 119.9(2) . . ? C3 C12 C11 120.5(2) . . ? C13 C12 C11 107.1(2) . . ? C14 C13 C12 120.6(2) . . ? C14 C13 C29 119.9(2) . . ? C12 C13 C29 108.4(2) . . ? C13 C14 C32 120.2(2) . . ? C13 C14 C15 120.0(2) . . ? C32 C14 C15 108.4(2) . . ? C4 C15 C16 120.4(2) . . ? C4 C15 C14 120.0(2) . . ? C16 C15 C14 107.2(2) . . ? C17 C16 C15 120.3(2) . . ? C17 C16 C33 119.9(2) . . ? C15 C16 C33 108.1(2) . . ? C16 C17 C36 119.8(2) . . ? C16 C17 C18 119.8(2) . . ? C36 C17 C18 108.3(2) . . ? C5 C18 C19 119.9(2) . . ? C5 C18 C17 120.3(2) . . ? C19 C18 C17 107.4(2) . . ? C20 C19 C18 120.1(2) . . ? C20 C19 C37 119.6(2) . . ? C18 C19 C37 108.3(2) . . ? C19 C20 C40 120.4(2) . . ? C19 C20 C6 120.4(2) . . ? C40 C20 C6 107.9(2) . . ? C22 C21 C40 121.8(2) . . ? C22 C21 C7 121.1(2) . . ? C40 C21 C7 107.7(2) . . ? C41 C22 C21 115.5(2) . . ? C41 C22 C23 118.7(2) . . ? C21 C22 C23 119.3(2) . . ? C24 C23 C44 116.1(2) . . ? C24 C23 C22 118.2(2) . . ? C44 C23 C22 119.1(2) . . ? C23 C24 C25 121.1(2) . . ? C23 C24 C8 121.4(2) . . ? C25 C24 C8 108.2(2) . . ? C26 C25 C24 121.4(2) . . ? C26 C25 C10 121.6(2) . . ? C24 C25 C10 107.7(2) . . ? C45 C26 C25 116.1(2) . . ? C45 C26 C27 118.5(2) . . ? C25 C26 C27 118.6(2) . . ? C48 C27 C28 116.3(2) . . ? C48 C27 C26 118.9(2) . . ? C28 C27 C26 118.4(2) . . ? C27 C28 C29 120.8(2) . . ? C27 C28 C11 121.5(2) . . ? C29 C28 C11 108.2(2) . . ? C30 C29 C28 121.6(2) . . ? C30 C29 C13 121.2(2) . . ? C28 C29 C13 107.8(2) . . ? C29 C30 C49 116.0(2) . . ? C29 C30 C31 118.6(2) . . ? C49 C30 C31 118.8(2) . . ? C52 C31 C32 116.3(2) . . ? C52 C31 C30 118.4(2) . . ? C32 C31 C30 118.7(2) . . ? C31 C32 C33 121.4(2) . . ? C31 C32 C14 121.1(2) . . ? C33 C32 C14 107.9(2) . . ? C34 C33 C32 121.4(2) . . ? C34 C33 C16 121.3(2) . . ? C32 C33 C16 108.4(2) . . ? C33 C34 C53 115.8(2) . . ? C33 C34 C35 118.2(2) . . ? C53 C34 C35 118.7(2) . . ? C56 C35 C36 116.2(2) . . ? C56 C35 C34 117.8(2) . . ? C36 C35 C34 119.1(2) . . ? C35 C36 C37 121.3(2) . . ? C35 C36 C17 121.3(2) . . ? C37 C36 C17 107.9(2) . . ? C38 C37 C36 121.03(19) . . ? C38 C37 C19 121.3(2) . . ? C36 C37 C19 108.1(2) . . ? C37 C38 C57 116.3(2) . . ? C37 C38 C39 118.7(2) . . ? C57 C38 C39 118.25(19) . . ? C60 C39 C40 116.3(2) . . ? C60 C39 C38 117.99(19) . . ? C40 C39 C38 118.9(2) . . ? C39 C40 C21 121.0(2) . . ? C39 C40 C20 120.9(2) . . ? C21 C40 C20 108.7(2) . . ? C22 C41 C60 121.6(2) . . ? C22 C41 C42 121.0(2) . . ? C60 C41 C42 108.55(19) . . ? C43 C42 C61 120.8(2) . . ? C43 C42 C41 120.2(2) . . ? C61 C42 C41 108.0(2) . . ? C42 C43 C62 119.5(2) . . ? C42 C43 C44 119.7(2) . . ? C62 C43 C44 108.5(2) . . ? C23 C44 C45 121.6(2) . . ? C23 C44 C43 121.1(2) . . ? C45 C44 C43 108.0(2) . . ? C26 C45 C44 121.1(2) . . ? C26 C45 C46 121.2(2) . . ? C44 C45 C46 108.1(2) . . ? C47 C46 C62 120.2(2) . . ? C47 C46 C45 120.0(2) . . ? C62 C46 C45 108.0(2) . . ? C46 C47 C48 119.6(2) . . ? C46 C47 C63 120.4(2) . . ? C48 C47 C63 107.9(2) . . ? C27 C48 C49 121.6(2) . . ? C27 C48 C47 121.5(2) . . ? C49 C48 C47 107.7(2) . . ? C30 C49 C48 121.0(2) . . ? C30 C49 C50 121.5(2) . . ? C48 C49 C50 108.5(2) . . ? C51 C50 C63 119.8(2) . . ? C51 C50 C49 119.6(2) . . ? C63 C50 C49 108.1(2) . . ? C50 C51 C64 121.1(2) . . ? C50 C51 C52 120.0(2) . . ? C64 C51 C52 108.4(2) . . ? C31 C52 C53 121.2(2) . . ? C31 C52 C51 121.5(2) . . ? C53 C52 C51 108.4(2) . . ? C34 C53 C52 121.6(2) . . ? C34 C53 C54 121.7(2) . . ? C52 C53 C54 107.9(2) . . ? C55 C54 C53 119.2(2) . . ? C55 C54 C64 120.3(2) . . ? C53 C54 C64 108.11(19) . . ? C54 C55 C56 119.7(2) . . ? C54 C55 C65 121.8(2) . . ? C56 C55 C65 109.81(18) . . ? C35 C56 C57 121.24(19) . . ? C35 C56 C55 122.5(2) . . ? C57 C56 C55 107.89(19) . . ? C38 C57 C56 121.52(19) . . ? C38 C57 C58 122.3(2) . . ? C56 C57 C58 108.00(18) . . ? C59 C58 C57 119.26(19) . . ? C59 C58 C65 122.33(19) . . ? C57 C58 C65 109.68(19) . . ? C58 C59 C60 119.9(2) . . ? C58 C59 C61 119.94(19) . . ? C60 C59 C61 107.92(19) . . ? C39 C60 C41 121.4(2) . . ? C39 C60 C59 121.8(2) . . ? C41 C60 C59 108.13(19) . . ? C66 C61 C42 120.0(2) . . ? C66 C61 C59 120.09(19) . . ? C42 C61 C59 107.35(18) . . ? C67 C62 C43 119.7(2) . . ? C67 C62 C46 119.5(2) . . ? C43 C62 C46 107.28(19) . . ? C68 C63 C50 119.4(2) . . ? C68 C63 C47 119.6(2) . . ? C50 C63 C47 107.78(19) . . ? C69 C64 C51 119.6(2) . . ? C69 C64 C54 120.2(2) . . ? C51 C64 C54 107.2(2) . . ? C55 C65 C58 103.79(17) . . ? C55 C65 C70 118.23(18) . . ? C58 C65 C70 118.08(18) . . ? C55 C65 Ni1 123.97(15) . . ? C58 C65 Ni1 122.30(15) . . ? C70 C65 Ni1 67.78(11) . . ? C61 C66 C67 119.31(19) . . ? C61 C66 C70 122.39(19) . . ? C67 C66 C70 110.09(19) . . ? C62 C67 C68 120.4(2) . . ? C62 C67 C66 120.6(2) . . ? C68 C67 C66 107.61(19) . . ? C63 C68 C67 119.9(2) . . ? C63 C68 C69 120.9(2) . . ? C67 C68 C69 108.01(19) . . ? C64 C69 C68 119.3(2) . . ? C64 C69 C70 122.02(19) . . ? C68 C69 C70 109.78(19) . . ? C69 C70 C66 103.45(17) . . ? C69 C70 C65 116.71(18) . . ? C66 C70 C65 116.40(17) . . ? C69 C70 Ni1 125.39(15) . . ? C66 C70 Ni1 124.09(15) . . ? C65 C70 Ni1 66.88(11) . . ? C65 Ni1 C70 45.34(9) . . ? C65 Ni1 P2 155.25(7) . . ? C70 Ni1 P2 110.00(6) . . ? C65 Ni1 P1 105.61(7) . . ? C70 Ni1 P1 150.93(6) . . ? P2 Ni1 P1 99.07(2) . . ? C80 P1 C74 103.83(10) . . ? C80 P1 C71 101.94(11) . . ? C74 P1 C71 104.68(10) . . ? C80 P1 Ni1 115.55(8) . . ? C74 P1 Ni1 116.75(7) . . ? C71 P1 Ni1 112.44(8) . . ? C86 P2 C92 101.72(10) . . ? C86 P2 C73 107.08(10) . . ? C92 P2 C73 100.49(10) . . ? C86 P2 Ni1 109.43(7) . . ? C92 P2 Ni1 120.93(7) . . ? C73 P2 Ni1 115.60(7) . . ? C72 C71 P1 111.29(15) . . ? C72 C71 H71A 109.4 . . ? P1 C71 H71A 109.4 . . ? C72 C71 H71B 109.4 . . ? P1 C71 H71B 109.4 . . ? H71A C71 H71B 108.0 . . ? C71 C72 C73 115.39(18) . . ? C71 C72 H72A 108.4 . . ? C73 C72 H72A 108.4 . . ? C71 C72 H72B 108.4 . . ? C73 C72 H72B 108.4 . . ? H72A C72 H72B 107.5 . . ? C72 C73 P2 118.60(15) . . ? C72 C73 H73A 107.7 . . ? P2 C73 H73A 107.7 . . ? C72 C73 H73B 107.7 . . ? P2 C73 H73B 107.7 . . ? H73A C73 H73B 107.1 . . ? C79 C74 C75 118.4(2) . . ? C79 C74 P1 119.14(16) . . ? C75 C74 P1 122.05(17) . . ? C76 C75 C74 120.9(2) . . ? C76 C75 H75 119.5 . . ? C74 C75 H75 119.5 . . ? C77 C76 C75 120.4(2) . . ? C77 C76 H76 119.8 . . ? C75 C76 H76 119.8 . . ? C78 C77 C76 119.2(2) . . ? C78 C77 H77 120.4 . . ? C76 C77 H77 120.4 . . ? C77 C78 C79 120.6(2) . . ? C77 C78 H78 119.7 . . ? C79 C78 H78 119.7 . . ? C74 C79 C78 120.6(2) . . ? C74 C79 H79 119.7 . . ? C78 C79 H79 119.7 . . ? C81 C80 C85 119.1(2) . . ? C81 C80 P1 119.35(19) . . ? C85 C80 P1 121.29(18) . . ? C80 C81 C82 118.9(3) . . ? C80 C81 H81 120.5 . . ? C82 C81 H81 120.5 . . ? C83 C82 C81 121.3(3) . . ? C83 C82 H82 119.4 . . ? C81 C82 H82 119.4 . . ? C82 C83 C84 120.4(3) . . ? C82 C83 H83 119.8 . . ? C84 C83 H83 119.8 . . ? C83 C84 C85 119.4(3) . . ? C83 C84 H84 120.3 . . ? C85 C84 H84 120.3 . . ? C84 C85 C80 120.7(3) . . ? C84 C85 H85 119.6 . . ? C80 C85 H85 119.6 . . ? C87 C86 C91 118.9(2) . . ? C87 C86 P2 124.89(17) . . ? C91 C86 P2 116.19(16) . . ? C86 C87 C88 120.3(2) . . ? C86 C87 H87 119.9 . . ? C88 C87 H87 119.9 . . ? C89 C88 C87 120.4(2) . . ? C89 C88 H88 119.8 . . ? C87 C88 H88 119.8 . . ? C88 C89 C90 119.9(2) . . ? C88 C89 H89 120.0 . . ? C90 C89 H89 120.0 . . ? C91 C90 C89 120.0(2) . . ? C91 C90 H90 120.0 . . ? C89 C90 H90 120.0 . . ? C90 C91 C86 120.6(2) . . ? C90 C91 H91 119.7 . . ? C86 C91 H91 119.7 . . ? C97 C92 C93 118.8(2) . . ? C97 C92 P2 119.36(16) . . ? C93 C92 P2 121.77(16) . . ? C94 C93 C92 120.5(2) . . ? C94 C93 H93 119.7 . . ? C92 C93 H93 119.7 . . ? C93 C94 C95 120.3(2) . . ? C93 C94 H94 119.8 . . ? C95 C94 H94 119.8 . . ? C96 C95 C94 119.8(2) . . ? C96 C95 H95 120.1 . . ? C94 C95 H95 120.1 . . ? C95 C96 C97 119.9(2) . . ? C95 C96 H96 120.0 . . ? C97 C96 H96 120.0 . . ? C92 C97 C96 120.54(19) . . ? C92 C97 H97 119.7 . . ? C96 C97 H97 119.7 . . ? C3S Cl1 C4S 110.0(14) 2_656 2_656 ? C3S Cl1 C1S 16.1(14) 2_656 . ? C4S Cl1 C1S 94.7(4) 2_656 . ? C3S Cl1 C2S 11.2(9) 2_656 2_656 ? C4S Cl1 C2S 99.3(6) 2_656 2_656 ? C1S Cl1 C2S 4.9(5) . 2_656 ? C6S Cl2 C5S 101.0(16) 2_656 2_656 ? C6S Cl2 C2S 17.2(18) 2_656 . ? C5S Cl2 C2S 92.6(3) 2_656 . ? C6S Cl2 C1S 13.8(12) 2_656 2_656 ? C5S Cl2 C1S 97.3(6) 2_656 2_656 ? C2S Cl2 C1S 5.0(5) . 2_656 ? C2S C1S C3S 140(4) 2_656 2_656 ? C2S C1S C2S 90(2) 2_656 . ? C3S C1S C2S 128.5(12) 2_656 . ? C2S C1S C6S 31(3) 2_656 . ? C3S C1S C6S 111.5(12) 2_656 . ? C2S C1S C6S 120.0 . . ? C2S C1S C1S 77(2) 2_656 2_656 ? C3S C1S C1S 141.5(14) 2_656 2_656 ? C2S C1S C1S 13.4(4) . 2_656 ? C6S C1S C1S 106.7(4) . 2_656 ? C2S C1S Cl1 149(3) 2_656 . ? C3S C1S Cl1 9.1(8) 2_656 . ? C2S C1S Cl1 119.7(4) . . ? C6S C1S Cl1 120.3(4) . . ? C1S C1S Cl1 133.0(7) 2_656 . ? C2S C1S Cl2 27(2) 2_656 2_656 ? C3S C1S Cl2 113.8(11) 2_656 2_656 ? C2S C1S Cl2 117.1(2) . 2_656 ? C6S C1S Cl2 6.1(3) . 2_656 ? C1S C1S Cl2 103.7(5) 2_656 2_656 ? Cl1 C1S Cl2 122.9(4) . 2_656 ? C1S C2S C6S 141(4) 2_656 2_656 ? C1S C2S C3S 32(3) 2_656 . ? C6S C2S C3S 111.7(12) 2_656 . ? C1S C2S C1S 90(3) 2_656 . ? C6S C2S C1S 128.3(12) 2_656 . ? C3S C2S C1S 120.0 . . ? C1S C2S C2S 76(3) 2_656 2_656 ? C6S C2S C2S 141.3(13) 2_656 2_656 ? C3S C2S C2S 106.8(4) . 2_656 ? C1S C2S C2S 13.4(4) . 2_656 ? C1S C2S Cl2 148(3) 2_656 . ? C6S C2S Cl2 9.5(10) 2_656 . ? C3S C2S Cl2 117.7(5) . . ? C1S C2S Cl2 122.1(5) . . ? C2S C2S Cl2 135.5(6) 2_656 . ? C1S C2S Cl1 26(3) 2_656 2_656 ? C6S C2S Cl1 116.6(11) 2_656 2_656 ? C3S C2S Cl1 5.1(2) . 2_656 ? C1S C2S Cl1 115.03(19) . 2_656 ? C2S C2S Cl1 101.7(4) 2_656 2_656 ? Cl2 C2S Cl1 122.7(5) . 2_656 ? C2S C3S C4S 120.0 . . ? C2S C3S H3S 120.0 . . ? C4S C3S H3S 120.0 . . ? C3S C4S C5S 120.0 . . ? C3S C4S H4S 120.0 . . ? C5S C4S H4S 120.0 . . ? C6S C5S C4S 120.0 . . ? C6S C5S H5S 120.0 . . ? C4S C5S H5S 120.0 . . ? C5S C6S C1S 120.0 . . ? C5S C6S H6S 120.0 . . ? C1S C6S H6S 120.0 . . ? _diffrn_measured_fraction_theta_max 0.860 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.875 _refine_diff_density_min -0.963 _refine_diff_density_rms 0.098