# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Amoroso, A.' 'Edwards, Peter' _publ_contact_author_name 'Amoroso, A.' _publ_contact_author_email amorosoaj@cf.ac.uk _publ_section_title ; Functionalisation of Terpyridine Complexes Containing the Re(CO)3+ Moiety ; # Attachment '- c2.cif' data_comp2 _database_code_depnum_ccdc_archive 'CCDC 770717' #TrackingRef '- c2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H14 N4 O3 Re, F6 P' _chemical_formula_sum 'C20 H14 F6 N4 O3 P Re' _chemical_formula_weight 689.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -1.0185 7.2310 '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 8.3282(2) _cell_length_b 10.9366(3) _cell_length_c 13.5483(4) _cell_angle_alpha 70.6089(12) _cell_angle_beta 78.2809(11) _cell_angle_gamma 86.0682(13) _cell_volume 1139.74(5) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5172 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.47 _exptl_crystal_description Prismatic _exptl_crystal_colour Green _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.009 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 660 _exptl_absorpt_coefficient_mu 5.481 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6102 _exptl_absorpt_correction_T_max 0.6682 _exptl_absorpt_process_details ; [Blessing, Acta Cryst. (1995). A51, 33-38] ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 35640 _diffrn_reflns_av_R_equivalents 0.1180 _diffrn_reflns_av_sigmaI/netI 0.0576 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 27.53 _reflns_number_total 5172 _reflns_number_gt 4633 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0624P)^2^+13.1493P] 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 5172 _refine_ls_number_parameters 317 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0609 _refine_ls_R_factor_gt 0.0522 _refine_ls_wR_factor_ref 0.1340 _refine_ls_wR_factor_gt 0.1269 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _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 Re1 Re 0.73434(3) 0.87978(3) 0.68327(2) 0.02274(12) Uani 1 1 d . . . P1 P 0.0941(3) 0.6695(2) 1.1228(2) 0.0337(5) Uani 1 1 d . . . F1 F 0.0447(8) 0.6159(9) 1.0367(6) 0.072(2) Uani 1 1 d . . . F2 F 0.0470(9) 0.8114(7) 1.0605(8) 0.098(4) Uani 1 1 d . . . F3 F 0.2776(7) 0.6959(6) 1.0520(5) 0.0521(15) Uani 1 1 d . . . F4 F -0.0892(7) 0.6436(6) 1.1899(5) 0.0492(14) Uani 1 1 d . . . F5 F 0.1464(9) 0.7132(8) 1.2114(6) 0.071(2) Uani 1 1 d . . . F6 F 0.1418(10) 0.5244(7) 1.1838(7) 0.075(2) Uani 1 1 d . . . O1 O 0.7219(9) 1.0727(7) 0.4606(5) 0.0453(17) Uani 1 1 d . . . O2 O 0.9816(8) 0.7119(7) 0.5801(6) 0.0436(16) Uani 1 1 d . . . O3 O 1.0282(7) 1.0306(6) 0.6875(6) 0.0421(16) Uani 1 1 d . . . N1 N 0.5602(8) 0.9867(7) 0.7652(6) 0.0299(15) Uani 1 1 d . . . N2 N 0.4938(7) 0.7910(6) 0.7036(5) 0.0215(12) Uani 1 1 d . . . N3 N 0.6373(10) 0.7401(8) 0.4943(6) 0.0382(17) Uani 1 1 d . . . N4 N 0.7200(8) 0.7466(7) 0.8420(6) 0.0275(14) Uani 1 1 d . . . C1 C 0.7252(10) 0.9989(8) 0.5434(8) 0.0328(18) Uani 1 1 d . . . C2 C 0.8858(10) 0.7733(8) 0.6188(7) 0.0303(17) Uani 1 1 d . . . C3 C 0.9215(11) 0.9723(8) 0.6846(8) 0.0323(18) Uani 1 1 d . . . C4 C 0.6987(10) 0.6735(8) 0.9259(7) 0.0293(17) Uani 1 1 d . . . C5 C 0.6670(11) 0.5805(9) 1.0321(7) 0.0341(18) Uani 1 1 d . . . H5A H 0.7307 0.6035 1.0768 0.051 Uiso 1 1 calc R . . H5B H 0.6991 0.4938 1.0289 0.051 Uiso 1 1 calc R . . H5C H 0.5499 0.5810 1.0628 0.051 Uiso 1 1 calc R . . C6 C 0.6014(11) 1.0896(10) 0.7884(10) 0.048(3) Uani 1 1 d . . . H6 H 0.7101 1.1223 0.7629 0.058 Uiso 1 1 calc R . . C7 C 0.4897(13) 1.1486(11) 0.8484(11) 0.057(3) Uani 1 1 d . . . H7 H 0.5225 1.2197 0.8651 0.069 Uiso 1 1 calc R . . C8 C 0.3319(12) 1.1049(10) 0.8838(10) 0.047(3) Uani 1 1 d . . . H8 H 0.2540 1.1449 0.9252 0.057 Uiso 1 1 calc R . . C9 C 0.2877(11) 1.0011(9) 0.8583(8) 0.0362(19) Uani 1 1 d . . . H9 H 0.1783 0.9694 0.8811 0.043 Uiso 1 1 calc R . . C10 C 0.4049(10) 0.9439(8) 0.7991(7) 0.0275(16) Uani 1 1 d . . . C11 C 0.3687(9) 0.8317(7) 0.7698(6) 0.0249(15) Uani 1 1 d . . . C12 C 0.2180(10) 0.7722(8) 0.8032(7) 0.0286(16) Uani 1 1 d . . . H12 H 0.1331 0.8032 0.8474 0.034 Uiso 1 1 calc R . . C13 C 0.1885(10) 0.6679(8) 0.7732(7) 0.0307(17) Uani 1 1 d . . . H13 H 0.0859 0.6244 0.7985 0.037 Uiso 1 1 calc R . . C14 C 0.3126(10) 0.6289(8) 0.7055(7) 0.0287(17) Uani 1 1 d . . . H14 H 0.2954 0.5581 0.6831 0.034 Uiso 1 1 calc R . . C15 C 0.4618(10) 0.6922(7) 0.6702(6) 0.0262(16) Uani 1 1 d . . . C16 C 0.5878(10) 0.6520(8) 0.5915(6) 0.0274(16) Uani 1 1 d . . . C17 C 0.6396(11) 0.5256(8) 0.6190(7) 0.0335(18) Uani 1 1 d . . . H17 H 0.5996 0.4660 0.6877 0.040 Uiso 1 1 calc R . . C18 C 0.7502(14) 0.4872(10) 0.5455(10) 0.048(2) Uani 1 1 d . . . H18 H 0.7890 0.4004 0.5636 0.058 Uiso 1 1 calc R . . C19 C 0.8057(12) 0.5730(10) 0.4456(9) 0.044(2) Uani 1 1 d . . . H19 H 0.8833 0.5474 0.3942 0.053 Uiso 1 1 calc R . . C20 C 0.7450(12) 0.6969(11) 0.4229(8) 0.044(2) Uani 1 1 d . . . H20 H 0.7799 0.7561 0.3533 0.053 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 Re1 0.01904(16) 0.02117(17) 0.03079(19) -0.00953(12) -0.00896(11) -0.00079(10) P1 0.0282(11) 0.0367(12) 0.0395(13) -0.0165(10) -0.0056(9) -0.0049(9) F1 0.042(3) 0.131(7) 0.061(4) -0.057(5) 0.004(3) -0.028(4) F2 0.057(4) 0.055(4) 0.116(7) 0.030(4) 0.027(4) 0.019(4) F3 0.028(3) 0.065(4) 0.068(4) -0.031(3) -0.001(3) -0.015(3) F4 0.039(3) 0.060(4) 0.046(3) -0.019(3) 0.006(3) -0.017(3) F5 0.074(5) 0.088(5) 0.069(5) -0.049(4) -0.001(4) -0.036(4) F6 0.083(5) 0.043(4) 0.102(6) -0.019(4) -0.035(5) 0.005(4) O1 0.045(4) 0.047(4) 0.030(4) 0.007(3) -0.011(3) 0.006(3) O2 0.034(3) 0.053(4) 0.058(4) -0.034(4) -0.017(3) 0.010(3) O3 0.027(3) 0.038(3) 0.071(5) -0.026(3) -0.015(3) -0.008(3) N1 0.020(3) 0.031(4) 0.046(4) -0.020(3) -0.008(3) -0.005(3) N2 0.022(3) 0.020(3) 0.025(3) -0.006(2) -0.011(2) -0.004(2) N3 0.039(4) 0.044(4) 0.036(4) -0.015(3) -0.011(3) -0.007(3) N4 0.025(3) 0.026(3) 0.034(4) -0.012(3) -0.008(3) 0.001(3) C1 0.023(4) 0.033(4) 0.046(5) -0.017(4) -0.003(3) -0.006(3) C2 0.023(4) 0.032(4) 0.043(5) -0.017(4) -0.010(3) -0.008(3) C3 0.032(4) 0.024(4) 0.046(5) -0.013(4) -0.016(4) 0.001(3) C4 0.027(4) 0.029(4) 0.037(5) -0.014(4) -0.017(3) 0.009(3) C5 0.032(4) 0.035(4) 0.033(5) -0.006(4) -0.009(4) 0.001(3) C6 0.022(4) 0.042(5) 0.098(9) -0.044(6) -0.016(5) 0.001(4) C7 0.041(5) 0.050(6) 0.105(10) -0.057(7) -0.016(6) 0.010(5) C8 0.033(5) 0.051(6) 0.073(7) -0.044(6) -0.006(5) 0.007(4) C9 0.027(4) 0.047(5) 0.042(5) -0.024(4) -0.006(4) 0.004(4) C10 0.025(4) 0.029(4) 0.033(4) -0.013(3) -0.013(3) 0.001(3) C11 0.022(3) 0.028(4) 0.025(4) -0.006(3) -0.008(3) 0.001(3) C12 0.027(4) 0.030(4) 0.029(4) -0.007(3) -0.011(3) 0.000(3) C13 0.021(4) 0.028(4) 0.040(5) -0.005(3) -0.008(3) -0.008(3) C14 0.030(4) 0.026(4) 0.033(4) -0.006(3) -0.018(3) -0.006(3) C15 0.029(4) 0.024(4) 0.023(4) -0.001(3) -0.009(3) -0.004(3) C16 0.033(4) 0.025(4) 0.024(4) -0.005(3) -0.010(3) -0.007(3) C17 0.042(5) 0.029(4) 0.033(5) -0.012(3) -0.008(4) -0.008(3) C18 0.053(6) 0.038(5) 0.065(7) -0.029(5) -0.015(5) 0.004(4) C19 0.044(5) 0.053(6) 0.054(6) -0.042(5) -0.008(4) 0.000(4) C20 0.040(5) 0.061(6) 0.036(5) -0.020(5) -0.008(4) -0.009(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 C3 1.922(8) . ? Re1 C1 1.923(10) . ? Re1 C2 1.933(9) . ? Re1 N4 2.145(7) . ? Re1 N1 2.162(7) . ? Re1 N2 2.213(6) . ? P1 F2 1.567(7) . ? P1 F5 1.575(7) . ? P1 F6 1.592(7) . ? P1 F1 1.599(7) . ? P1 F4 1.601(6) . ? P1 F3 1.619(6) . ? O1 C1 1.148(11) . ? O2 C2 1.163(11) . ? O3 C3 1.143(10) . ? N1 C10 1.342(10) . ? N1 C6 1.348(11) . ? N2 C15 1.362(10) . ? N2 C11 1.382(10) . ? N3 C16 1.350(11) . ? N3 C20 1.363(13) . ? N4 C4 1.139(11) . ? C4 C5 1.444(12) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.379(14) . ? C6 H6 0.9500 . ? C7 C8 1.365(15) . ? C7 H7 0.9500 . ? C8 C9 1.383(13) . ? C8 H8 0.9500 . ? C9 C10 1.385(12) . ? C9 H9 0.9500 . ? C10 C11 1.476(11) . ? C11 C12 1.374(11) . ? C12 C13 1.383(12) . ? C12 H12 0.9500 . ? C13 C14 1.381(13) . ? C13 H13 0.9500 . ? C14 C15 1.381(11) . ? C14 H14 0.9500 . ? C15 C16 1.492(12) . ? C16 C17 1.370(12) . ? C17 C18 1.367(14) . ? C17 H17 0.9500 . ? C18 C19 1.374(16) . ? C18 H18 0.9500 . ? C19 C20 1.371(15) . ? C19 H19 0.9500 . ? C20 H20 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 C3 Re1 C1 88.9(4) . . ? C3 Re1 C2 87.5(3) . . ? C1 Re1 C2 89.3(4) . . ? C3 Re1 N4 95.4(3) . . ? C1 Re1 N4 174.7(3) . . ? C2 Re1 N4 93.9(3) . . ? C3 Re1 N1 94.3(3) . . ? C1 Re1 N1 94.4(3) . . ? C2 Re1 N1 175.9(3) . . ? N4 Re1 N1 82.2(3) . . ? C3 Re1 N2 169.1(3) . . ? C1 Re1 N2 94.2(3) . . ? C2 Re1 N2 103.0(3) . . ? N4 Re1 N2 81.0(2) . . ? N1 Re1 N2 75.1(2) . . ? F2 P1 F5 92.2(6) . . ? F2 P1 F6 178.7(6) . . ? F5 P1 F6 89.1(5) . . ? F2 P1 F1 91.5(6) . . ? F5 P1 F1 176.3(5) . . ? F6 P1 F1 87.2(5) . . ? F2 P1 F4 90.6(4) . . ? F5 P1 F4 90.6(4) . . ? F6 P1 F4 89.7(4) . . ? F1 P1 F4 89.5(3) . . ? F2 P1 F3 88.8(4) . . ? F5 P1 F3 90.8(4) . . ? F6 P1 F3 90.9(4) . . ? F1 P1 F3 89.0(3) . . ? F4 P1 F3 178.4(4) . . ? C10 N1 C6 118.5(7) . . ? C10 N1 Re1 118.0(5) . . ? C6 N1 Re1 123.4(6) . . ? C15 N2 C11 117.9(6) . . ? C15 N2 Re1 127.6(5) . . ? C11 N2 Re1 113.9(5) . . ? C16 N3 C20 116.1(9) . . ? C4 N4 Re1 173.9(7) . . ? O1 C1 Re1 178.0(8) . . ? O2 C2 Re1 177.6(7) . . ? O3 C3 Re1 176.9(8) . . ? N4 C4 C5 178.5(9) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N1 C6 C7 121.6(9) . . ? N1 C6 H6 119.2 . . ? C7 C6 H6 119.2 . . ? C8 C7 C6 120.0(9) . . ? C8 C7 H7 120.0 . . ? C6 C7 H7 120.0 . . ? C7 C8 C9 118.7(9) . . ? C7 C8 H8 120.7 . . ? C9 C8 H8 120.7 . . ? C8 C9 C10 119.1(8) . . ? C8 C9 H9 120.4 . . ? C10 C9 H9 120.4 . . ? N1 C10 C9 122.0(8) . . ? N1 C10 C11 115.4(7) . . ? C9 C10 C11 122.6(8) . . ? C12 C11 N2 121.1(7) . . ? C12 C11 C10 122.5(7) . . ? N2 C11 C10 116.3(7) . . ? C11 C12 C13 120.8(8) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C14 C13 C12 118.0(7) . . ? C14 C13 H13 121.0 . . ? C12 C13 H13 121.0 . . ? C13 C14 C15 120.4(8) . . ? C13 C14 H14 119.8 . . ? C15 C14 H14 119.8 . . ? N2 C15 C14 121.6(8) . . ? N2 C15 C16 120.1(7) . . ? C14 C15 C16 118.3(7) . . ? N3 C16 C17 123.3(8) . . ? N3 C16 C15 118.2(7) . . ? C17 C16 C15 118.3(7) . . ? C18 C17 C16 118.5(9) . . ? C18 C17 H17 120.8 . . ? C16 C17 H17 120.8 . . ? C17 C18 C19 120.7(9) . . ? C17 C18 H18 119.7 . . ? C19 C18 H18 119.7 . . ? C20 C19 C18 117.5(9) . . ? C20 C19 H19 121.3 . . ? C18 C19 H19 121.3 . . ? N3 C20 C19 123.8(10) . . ? N3 C20 H20 118.1 . . ? C19 C20 H20 118.1 . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 2.154 _refine_diff_density_min -2.471 _refine_diff_density_rms 0.254 # Attachment '- c3.cif' data_comp3 _database_code_depnum_ccdc_archive 'CCDC 770718' #TrackingRef '- c3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H14 I N3 O3 Re, F6 P' _chemical_formula_sum 'C19 H14 F6 I N3 O3 P Re' _chemical_formula_weight 790.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -1.0185 7.2310 '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 6.9323(2) _cell_length_b 13.0225(4) _cell_length_c 13.5441(5) _cell_angle_alpha 70.4699(11) _cell_angle_beta 86.0787(12) _cell_angle_gamma 81.1926(18) _cell_volume 1138.58(6) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5122 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.47 _exptl_crystal_description Prismatic _exptl_crystal_colour Orange _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.306 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 740 _exptl_absorpt_coefficient_mu 6.839 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3416 _exptl_absorpt_correction_T_max 0.4269 _exptl_absorpt_process_details ; [Blessing, Acta Cryst. (1995). A51, 33-38] ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 21851 _diffrn_reflns_av_R_equivalents 0.0948 _diffrn_reflns_av_sigmaI/netI 0.0621 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 27.40 _reflns_number_total 5122 _reflns_number_gt 4196 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0375P)^2^+3.7125P] 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 5122 _refine_ls_number_parameters 308 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0570 _refine_ls_R_factor_gt 0.0413 _refine_ls_wR_factor_ref 0.0986 _refine_ls_wR_factor_gt 0.0918 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 Re1 Re 0.43489(4) 0.88907(2) 0.234176(19) 0.02850(10) Uani 1 1 d . . . I1 I 0.77428(6) 0.77980(3) 0.34729(3) 0.03305(12) Uani 1 1 d . . . P1 P 0.8653(3) 0.64909(17) 0.79313(19) 0.0545(6) Uani 1 1 d . . . F1 F 0.8999(10) 0.5846(6) 0.9120(5) 0.115(3) Uani 1 1 d . . . F2 F 0.7801(12) 0.7537(5) 0.8182(6) 0.113(3) Uani 1 1 d . . . F3 F 1.0818(10) 0.6795(7) 0.7832(5) 0.105(2) Uani 1 1 d . . . F4 F 0.8287(11) 0.7111(6) 0.6722(5) 0.101(2) Uani 1 1 d . . . F5 F 0.9550(12) 0.5438(7) 0.7615(8) 0.147(4) Uani 1 1 d . . . F6 F 0.6556(9) 0.6109(6) 0.8026(6) 0.108(2) Uani 1 1 d . . . O1 O 0.6272(8) 0.8368(5) 0.0424(4) 0.0493(13) Uani 1 1 d . . . O2 O 0.6301(8) 1.0982(4) 0.1568(5) 0.0540(15) Uani 1 1 d . . . O3 O 0.0692(7) 1.0088(4) 0.1106(4) 0.0488(13) Uani 1 1 d . . . N1 N 0.3224(7) 0.9188(4) 0.3754(4) 0.0326(12) Uani 1 1 d . . . N2 N 0.3182(7) 0.7368(4) 0.3280(4) 0.0279(12) Uani 1 1 d . . . N3 N 0.4613(12) 0.6181(6) 0.1437(6) 0.060(2) Uani 1 1 d . . . C1 C 0.5523(10) 0.8546(5) 0.1145(6) 0.0356(15) Uani 1 1 d . . . C2 C 0.5561(11) 1.0200(6) 0.1829(6) 0.0409(17) Uani 1 1 d . . . C3 C 0.2048(11) 0.9629(6) 0.1587(6) 0.0407(17) Uani 1 1 d . . . C4 C 0.3076(9) 1.0162(6) 0.3912(6) 0.0394(17) Uani 1 1 d . . . H4 H 0.3332 1.0790 0.3340 0.047 Uiso 1 1 calc R . . C5 C 0.2558(11) 1.0290(8) 0.4887(7) 0.052(2) Uani 1 1 d . . . H5 H 0.2465 1.0990 0.4975 0.063 Uiso 1 1 calc R . . C6 C 0.2189(11) 0.9384(7) 0.5710(7) 0.050(2) Uani 1 1 d . . . H6 H 0.1870 0.9448 0.6382 0.060 Uiso 1 1 calc R . . C7 C 0.2278(11) 0.8389(7) 0.5565(6) 0.0482(19) Uani 1 1 d . . . H7 H 0.2000 0.7761 0.6131 0.058 Uiso 1 1 calc R . . C8 C 0.2783(9) 0.8302(6) 0.4574(5) 0.0345(15) Uani 1 1 d . . . C9 C 0.2778(10) 0.7292(6) 0.4305(5) 0.0365(15) Uani 1 1 d . . . C10 C 0.2384(10) 0.6307(6) 0.5049(5) 0.0426(18) Uani 1 1 d . . . H10 H 0.2102 0.6270 0.5755 0.051 Uiso 1 1 calc R . . C11 C 0.2402(11) 0.5395(6) 0.4761(6) 0.0467(19) Uani 1 1 d . . . H11 H 0.2181 0.4714 0.5269 0.056 Uiso 1 1 calc R . . C12 C 0.2744(11) 0.5476(6) 0.3723(6) 0.0437(18) Uani 1 1 d . . . H12 H 0.2753 0.4855 0.3503 0.052 Uiso 1 1 calc R . . C13 C 0.3076(9) 0.6487(5) 0.3006(5) 0.0308(14) Uani 1 1 d . . . C14 C 0.3140(14) 0.6642(6) 0.1847(7) 0.053(2) Uani 1 1 d . . . C15 C 0.4659(14) 0.6247(7) 0.0341(8) 0.062(2) Uani 1 1 d . . . H15 H 0.5743 0.5953 0.0004 0.074 Uiso 1 1 calc R . . C16 C 0.3039(13) 0.6757(6) -0.0118(8) 0.058(2) Uani 1 1 d . . . H16 H 0.2999 0.6787 -0.0827 0.069 Uiso 1 1 calc R . . C17 C 0.1390(15) 0.7255(7) 0.0221(8) 0.063(2) Uani 1 1 d . . . H17 H 0.0315 0.7616 -0.0222 0.076 Uiso 1 1 calc R . . C18 C 0.1385(15) 0.7200(7) 0.1264(6) 0.058(3) Uani 1 1 d . . . H18 H 0.0288 0.7512 0.1579 0.070 Uiso 1 1 calc R . . C19 C 0.6317(13) 0.5669(8) 0.1977(8) 0.068(3) Uani 1 1 d . . . H19A H 0.6624 0.6091 0.2410 0.103 Uiso 1 1 calc R . . H19B H 0.7392 0.5630 0.1476 0.103 Uiso 1 1 calc R . . H19C H 0.6137 0.4923 0.2427 0.103 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 Re1 0.03046(16) 0.02345(14) 0.02964(15) -0.00425(10) -0.00913(10) -0.00433(10) I1 0.0299(2) 0.0317(2) 0.0371(2) -0.01040(19) -0.00982(18) -0.00057(18) P1 0.0607(14) 0.0341(11) 0.0633(14) -0.0051(10) -0.0126(11) -0.0105(10) F1 0.091(5) 0.131(6) 0.081(4) 0.035(4) -0.028(4) -0.037(4) F2 0.168(7) 0.065(4) 0.115(5) -0.049(4) -0.047(5) 0.025(4) F3 0.095(5) 0.146(6) 0.089(5) -0.039(4) 0.001(4) -0.068(5) F4 0.131(6) 0.107(5) 0.065(4) -0.018(4) -0.032(4) -0.023(4) F5 0.115(6) 0.107(6) 0.242(10) -0.093(7) -0.099(7) 0.037(5) F6 0.065(4) 0.132(6) 0.120(5) -0.023(5) -0.028(4) -0.027(4) O1 0.059(3) 0.059(3) 0.036(3) -0.019(3) 0.003(3) -0.020(3) O2 0.057(3) 0.035(3) 0.067(4) -0.004(3) -0.010(3) -0.022(3) O3 0.039(3) 0.046(3) 0.051(3) -0.002(3) -0.018(2) 0.000(2) N1 0.025(3) 0.033(3) 0.040(3) -0.013(3) -0.011(2) 0.002(2) N2 0.025(3) 0.026(3) 0.031(3) -0.004(2) -0.009(2) -0.005(2) N3 0.066(5) 0.038(4) 0.073(5) -0.010(4) -0.012(4) -0.010(4) C1 0.038(4) 0.030(3) 0.037(4) -0.005(3) -0.006(3) -0.013(3) C2 0.041(4) 0.036(4) 0.044(4) -0.012(3) -0.015(3) 0.000(3) C3 0.044(4) 0.031(4) 0.045(4) -0.006(3) -0.011(3) -0.011(3) C4 0.028(3) 0.039(4) 0.053(5) -0.016(3) -0.014(3) -0.001(3) C5 0.039(4) 0.068(6) 0.062(5) -0.040(5) -0.017(4) 0.006(4) C6 0.040(4) 0.071(6) 0.049(5) -0.037(5) -0.015(4) 0.007(4) C7 0.040(4) 0.070(6) 0.033(4) -0.016(4) -0.007(3) 0.001(4) C8 0.024(3) 0.043(4) 0.033(4) -0.009(3) -0.008(3) 0.000(3) C9 0.035(4) 0.040(4) 0.032(4) -0.008(3) -0.006(3) -0.004(3) C10 0.043(4) 0.048(4) 0.028(4) 0.000(3) -0.001(3) -0.009(3) C11 0.049(4) 0.033(4) 0.045(4) 0.007(3) -0.006(4) -0.007(3) C12 0.051(4) 0.031(4) 0.046(4) -0.006(3) -0.007(4) -0.009(3) C13 0.031(3) 0.026(3) 0.033(3) -0.006(3) -0.006(3) -0.004(3) C14 0.068(6) 0.032(4) 0.067(6) -0.021(4) 0.013(5) -0.023(4) C15 0.064(6) 0.041(5) 0.087(7) -0.025(5) -0.024(5) -0.009(4) C16 0.063(6) 0.033(4) 0.074(6) -0.013(4) 0.016(5) -0.015(4) C17 0.069(6) 0.047(5) 0.067(6) -0.004(4) -0.015(5) -0.016(5) C18 0.105(7) 0.043(4) 0.028(4) 0.003(3) -0.017(4) -0.039(5) C19 0.056(5) 0.069(6) 0.099(8) -0.049(6) 0.014(5) -0.024(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 Re1 C3 1.900(7) . ? Re1 C2 1.913(8) . ? Re1 C1 1.919(8) . ? Re1 N1 2.149(6) . ? Re1 N2 2.206(5) . ? Re1 I1 2.8138(5) . ? P1 F2 1.535(7) . ? P1 F1 1.563(6) . ? P1 F4 1.585(6) . ? P1 F6 1.591(6) . ? P1 F3 1.595(6) . ? P1 F5 1.595(8) . ? O1 C1 1.150(8) . ? O2 C2 1.150(8) . ? O3 C3 1.148(8) . ? N1 C4 1.344(9) . ? N1 C8 1.364(8) . ? N2 C13 1.333(8) . ? N2 C9 1.370(9) . ? N3 C14 1.293(11) . ? N3 C19 1.387(12) . ? N3 C15 1.456(12) . ? C4 C5 1.401(11) . ? C4 H4 0.9500 . ? C5 C6 1.369(12) . ? C5 H5 0.9500 . ? C6 C7 1.367(11) . ? C6 H6 0.9500 . ? C7 C8 1.401(10) . ? C7 H7 0.9500 . ? C8 C9 1.477(10) . ? C9 C10 1.393(9) . ? C10 C11 1.367(11) . ? C10 H10 0.9500 . ? C11 C12 1.381(11) . ? C11 H11 0.9500 . ? C12 C13 1.391(9) . ? C12 H12 0.9500 . ? C13 C14 1.511(11) . ? C14 C18 1.453(13) . ? C15 C16 1.296(12) . ? C15 H15 0.9500 . ? C16 C17 1.356(13) . ? C16 H16 0.9500 . ? C17 C18 1.389(12) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 Re1 C2 91.2(3) . . ? C3 Re1 C1 91.4(3) . . ? C2 Re1 C1 86.1(3) . . ? C3 Re1 N1 93.1(3) . . ? C2 Re1 N1 94.6(3) . . ? C1 Re1 N1 175.4(2) . . ? C3 Re1 N2 97.5(2) . . ? C2 Re1 N2 166.9(3) . . ? C1 Re1 N2 103.3(2) . . ? N1 Re1 N2 75.2(2) . . ? C3 Re1 I1 179.6(2) . . ? C2 Re1 I1 89.0(2) . . ? C1 Re1 I1 89.0(2) . . ? N1 Re1 I1 86.50(13) . . ? N2 Re1 I1 82.34(12) . . ? F2 P1 F1 90.8(5) . . ? F2 P1 F4 90.6(4) . . ? F1 P1 F4 178.2(4) . . ? F2 P1 F6 91.6(5) . . ? F1 P1 F6 90.4(4) . . ? F4 P1 F6 88.5(4) . . ? F2 P1 F3 92.2(5) . . ? F1 P1 F3 89.0(4) . . ? F4 P1 F3 92.0(4) . . ? F6 P1 F3 176.1(5) . . ? F2 P1 F5 177.3(5) . . ? F1 P1 F5 91.7(5) . . ? F4 P1 F5 86.8(5) . . ? F6 P1 F5 89.0(4) . . ? F3 P1 F5 87.2(4) . . ? C4 N1 C8 118.0(6) . . ? C4 N1 Re1 124.6(5) . . ? C8 N1 Re1 117.2(4) . . ? C13 N2 C9 117.8(5) . . ? C13 N2 Re1 127.7(4) . . ? C9 N2 Re1 113.8(4) . . ? C14 N3 C19 122.7(9) . . ? C14 N3 C15 121.8(8) . . ? C19 N3 C15 115.2(8) . . ? O1 C1 Re1 177.4(6) . . ? O2 C2 Re1 176.9(7) . . ? O3 C3 Re1 178.0(7) . . ? N1 C4 C5 122.6(7) . . ? N1 C4 H4 118.7 . . ? C5 C4 H4 118.7 . . ? C6 C5 C4 118.5(8) . . ? C6 C5 H5 120.7 . . ? C4 C5 H5 120.7 . . ? C7 C6 C5 120.1(8) . . ? C7 C6 H6 120.0 . . ? C5 C6 H6 120.0 . . ? C6 C7 C8 119.4(8) . . ? C6 C7 H7 120.3 . . ? C8 C7 H7 120.3 . . ? N1 C8 C7 121.3(7) . . ? N1 C8 C9 114.5(6) . . ? C7 C8 C9 124.1(7) . . ? N2 C9 C10 121.1(7) . . ? N2 C9 C8 116.7(6) . . ? C10 C9 C8 122.2(6) . . ? C11 C10 C9 120.0(7) . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? C10 C11 C12 119.2(7) . . ? C10 C11 H11 120.4 . . ? C12 C11 H11 120.4 . . ? C11 C12 C13 118.6(7) . . ? C11 C12 H12 120.7 . . ? C13 C12 H12 120.7 . . ? N2 C13 C12 123.1(6) . . ? N2 C13 C14 117.2(6) . . ? C12 C13 C14 119.4(6) . . ? N3 C14 C18 122.2(9) . . ? N3 C14 C13 120.4(8) . . ? C18 C14 C13 116.9(7) . . ? C16 C15 N3 111.7(9) . . ? C16 C15 H15 124.1 . . ? N3 C15 H15 124.1 . . ? C15 C16 C17 132.2(10) . . ? C15 C16 H16 113.9 . . ? C17 C16 H16 113.9 . . ? C16 C17 C18 115.2(9) . . ? C16 C17 H17 122.4 . . ? C18 C17 H17 122.4 . . ? C17 C18 C14 116.7(10) . . ? C17 C18 H18 121.7 . . ? C14 C18 H18 121.7 . . ? N3 C19 H19A 109.5 . . ? N3 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? N3 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.40 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.787 _refine_diff_density_min -1.898 _refine_diff_density_rms 0.209 # Attachment '- c4.cif' data_comp4 _database_code_depnum_ccdc_archive 'CCDC 770719' #TrackingRef '- c4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H14 Cl N3 O3 Re, F6 P' _chemical_formula_sum 'C19 H14 Cl F6 N3 O3 P Re' _chemical_formula_weight 698.95 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -1.0185 7.2310 '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 6.8448(2) _cell_length_b 12.7464(4) _cell_length_c 13.4209(5) _cell_angle_alpha 71.4100(10) _cell_angle_beta 83.9550(10) _cell_angle_gamma 78.6090(10) _cell_volume 1086.84(6) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4959 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.47 _exptl_crystal_description Prismatic _exptl_crystal_colour Orange _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.136 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 668 _exptl_absorpt_coefficient_mu 5.867 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4732 _exptl_absorpt_correction_T_max 0.5395 _exptl_absorpt_process_details ; [Blessing, Acta Cryst. (1995). A51, 33-38] ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 19562 _diffrn_reflns_av_R_equivalents 0.0710 _diffrn_reflns_av_sigmaI/netI 0.0548 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 27.54 _reflns_number_total 4959 _reflns_number_gt 4251 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0271P)^2^+3.6326P] 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 4959 _refine_ls_number_parameters 308 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0507 _refine_ls_R_factor_gt 0.0388 _refine_ls_wR_factor_ref 0.0843 _refine_ls_wR_factor_gt 0.0793 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 Re1 Re 0.42802(3) 0.391974(17) 0.245904(17) 0.03126(8) Uani 1 1 d . . . Cl1 Cl 0.7283(2) 0.27849(12) 0.34462(11) 0.0395(3) Uani 1 1 d . . . P1 P 0.1454(3) 0.85539(13) 0.20210(14) 0.0457(4) Uani 1 1 d . . . F1 F 0.1643(7) 0.7981(4) 0.3264(3) 0.0724(12) Uani 1 1 d . . . F2 F -0.0843(6) 0.8363(4) 0.2144(4) 0.0686(12) Uani 1 1 d . . . F3 F 0.2143(8) 0.7404(4) 0.1837(4) 0.0870(15) Uani 1 1 d . . . F4 F 0.1198(8) 0.9155(5) 0.0809(4) 0.0978(18) Uani 1 1 d . . . F5 F 0.3654(7) 0.8787(5) 0.1931(5) 0.0990(18) Uani 1 1 d . . . F6 F 0.0646(9) 0.9729(4) 0.2250(6) 0.111(2) Uani 1 1 d . . . O1 O 0.6064(7) 0.3406(4) 0.0444(3) 0.0490(11) Uani 1 1 d . . . O2 O 0.0534(7) 0.5194(4) 0.1277(4) 0.0620(13) Uani 1 1 d . . . O3 O 0.6221(7) 0.6024(4) 0.1616(4) 0.0524(12) Uani 1 1 d . . . N1 N 0.3177(7) 0.4257(4) 0.3910(4) 0.0359(11) Uani 1 1 d . . . N2 N 0.3043(7) 0.2430(4) 0.3420(4) 0.0335(10) Uani 1 1 d . . . N3 N 0.4390(9) 0.1239(5) 0.1487(5) 0.0539(14) Uani 1 1 d . . . C1 C 0.5364(9) 0.3569(5) 0.1210(4) 0.0351(12) Uani 1 1 d . . . C2 C 0.1920(9) 0.4730(5) 0.1728(5) 0.0409(14) Uani 1 1 d . . . C3 C 0.5481(9) 0.5242(5) 0.1903(5) 0.0381(13) Uani 1 1 d . . . C4 C 0.3012(8) 0.5268(5) 0.4076(5) 0.0413(14) Uani 1 1 d . . . H4 H 0.3294 0.5892 0.3502 0.050 Uiso 1 1 calc R . . C5 C 0.2450(9) 0.5428(6) 0.5046(5) 0.0471(16) Uani 1 1 d . . . H5 H 0.2308 0.6151 0.5132 0.057 Uiso 1 1 calc R . . C6 C 0.2103(9) 0.4522(6) 0.5876(6) 0.0515(17) Uani 1 1 d . . . H6 H 0.1766 0.4604 0.6556 0.062 Uiso 1 1 calc R . . C7 C 0.2242(9) 0.3495(6) 0.5726(5) 0.0474(15) Uani 1 1 d . . . H7 H 0.1999 0.2865 0.6303 0.057 Uiso 1 1 calc R . . C8 C 0.2741(8) 0.3372(5) 0.4728(4) 0.0367(13) Uani 1 1 d . . . C9 C 0.2729(9) 0.2343(5) 0.4461(5) 0.0375(13) Uani 1 1 d . . . C10 C 0.2368(9) 0.1358(6) 0.5207(5) 0.0461(15) Uani 1 1 d . . . H10 H 0.2139 0.1324 0.5926 0.055 Uiso 1 1 calc R . . C11 C 0.2340(10) 0.0415(5) 0.4902(5) 0.0461(15) Uani 1 1 d . . . H11 H 0.2152 -0.0277 0.5410 0.055 Uiso 1 1 calc R . . C12 C 0.2592(10) 0.0510(5) 0.3845(5) 0.0434(15) Uani 1 1 d . . . H12 H 0.2558 -0.0117 0.3613 0.052 Uiso 1 1 calc R . . C13 C 0.2895(9) 0.1527(5) 0.3126(4) 0.0361(13) Uani 1 1 d . . . C14 C 0.2845(10) 0.1701(5) 0.1954(6) 0.0506(17) Uani 1 1 d . . . C15 C 0.1053(12) 0.2291(5) 0.1433(5) 0.0516(18) Uani 1 1 d . . . H15 H -0.0053 0.2633 0.1779 0.062 Uiso 1 1 calc R . . C16 C 0.1034(12) 0.2330(6) 0.0386(6) 0.0593(19) Uani 1 1 d . . . H16 H -0.0113 0.2696 -0.0010 0.071 Uiso 1 1 calc R . . C17 C 0.2668(11) 0.1842(6) -0.0057(6) 0.0535(17) Uani 1 1 d . . . H17 H 0.2602 0.1882 -0.0772 0.064 Uiso 1 1 calc R . . C18 C 0.4357(13) 0.1312(6) 0.0402(6) 0.0601(19) Uani 1 1 d . . . H18 H 0.5470 0.1001 0.0038 0.072 Uiso 1 1 calc R . . C19 C 0.6184(11) 0.0704(6) 0.1988(7) 0.063(2) Uani 1 1 d . . . H19A H 0.6489 0.1137 0.2422 0.094 Uiso 1 1 calc R . . H19B H 0.7268 0.0659 0.1457 0.094 Uiso 1 1 calc R . . H19C H 0.6047 -0.0055 0.2436 0.094 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 Re1 0.03590(13) 0.02951(13) 0.02828(13) -0.00790(9) -0.00015(9) -0.00771(9) Cl1 0.0405(8) 0.0430(8) 0.0365(8) -0.0155(6) -0.0031(6) -0.0045(6) P1 0.0511(10) 0.0309(8) 0.0527(11) -0.0055(7) -0.0046(8) -0.0125(7) F1 0.091(3) 0.071(3) 0.058(3) -0.024(2) -0.007(2) -0.012(2) F2 0.066(3) 0.072(3) 0.075(3) -0.024(2) 0.003(2) -0.030(2) F3 0.112(4) 0.071(3) 0.083(4) -0.042(3) -0.020(3) 0.011(3) F4 0.084(4) 0.112(4) 0.069(3) 0.028(3) -0.017(3) -0.037(3) F5 0.062(3) 0.114(4) 0.105(4) 0.003(3) -0.019(3) -0.031(3) F6 0.109(4) 0.049(3) 0.190(6) -0.051(3) -0.072(4) 0.007(3) O1 0.057(3) 0.061(3) 0.034(2) -0.019(2) 0.008(2) -0.021(2) O2 0.051(3) 0.060(3) 0.064(3) -0.004(3) -0.012(3) -0.002(2) O3 0.057(3) 0.043(3) 0.055(3) -0.003(2) -0.001(2) -0.024(2) N1 0.033(3) 0.039(3) 0.036(3) -0.014(2) -0.002(2) -0.004(2) N2 0.035(2) 0.037(3) 0.027(2) -0.007(2) -0.0003(19) -0.008(2) N3 0.058(4) 0.043(3) 0.062(4) -0.012(3) -0.008(3) -0.013(3) C1 0.043(3) 0.038(3) 0.027(3) -0.010(2) -0.003(2) -0.013(3) C2 0.037(3) 0.037(3) 0.044(4) -0.006(3) 0.000(3) -0.008(3) C3 0.040(3) 0.042(3) 0.033(3) -0.011(3) -0.004(3) -0.006(3) C4 0.034(3) 0.047(4) 0.050(4) -0.025(3) -0.004(3) -0.003(3) C5 0.038(3) 0.060(4) 0.052(4) -0.033(3) -0.007(3) -0.001(3) C6 0.041(4) 0.079(5) 0.046(4) -0.037(4) -0.005(3) -0.006(3) C7 0.047(4) 0.058(4) 0.036(4) -0.017(3) 0.003(3) -0.006(3) C8 0.032(3) 0.048(3) 0.030(3) -0.015(3) 0.002(2) -0.005(2) C9 0.038(3) 0.038(3) 0.033(3) -0.007(2) 0.001(2) -0.007(2) C10 0.048(4) 0.054(4) 0.032(3) -0.006(3) 0.003(3) -0.013(3) C11 0.053(4) 0.046(4) 0.031(3) 0.002(3) 0.006(3) -0.015(3) C12 0.060(4) 0.032(3) 0.039(4) -0.005(3) 0.000(3) -0.020(3) C13 0.040(3) 0.037(3) 0.030(3) -0.006(2) -0.001(2) -0.011(2) C14 0.057(4) 0.034(3) 0.064(5) -0.018(3) 0.018(4) -0.023(3) C15 0.086(5) 0.041(4) 0.031(3) -0.001(3) -0.013(3) -0.029(4) C16 0.060(5) 0.048(4) 0.063(5) -0.002(3) -0.010(4) -0.016(3) C17 0.056(4) 0.042(4) 0.061(5) -0.011(3) 0.006(4) -0.018(3) C18 0.078(5) 0.044(4) 0.067(5) -0.021(4) -0.010(4) -0.021(4) C19 0.060(5) 0.056(4) 0.080(6) -0.032(4) 0.008(4) -0.015(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 C1 1.909(6) . ? Re1 C2 1.915(6) . ? Re1 C3 1.920(6) . ? Re1 N1 2.155(5) . ? Re1 N2 2.198(4) . ? Re1 Cl1 2.4997(15) . ? P1 F3 1.538(5) . ? P1 F4 1.574(5) . ? P1 F5 1.577(5) . ? P1 F1 1.601(5) . ? P1 F6 1.605(5) . ? P1 F2 1.621(4) . ? O1 C1 1.151(7) . ? O2 C2 1.135(7) . ? O3 C3 1.146(7) . ? N1 C8 1.357(7) . ? N1 C4 1.357(7) . ? N2 C13 1.354(7) . ? N2 C9 1.363(7) . ? N3 C14 1.308(8) . ? N3 C19 1.407(9) . ? N3 C18 1.430(9) . ? C4 C5 1.384(9) . ? C4 H4 0.9500 . ? C5 C6 1.365(10) . ? C5 H5 0.9500 . ? C6 C7 1.370(9) . ? C6 H6 0.9500 . ? C7 C8 1.398(8) . ? C7 H7 0.9500 . ? C8 C9 1.467(8) . ? C9 C10 1.382(8) . ? C10 C11 1.391(9) . ? C10 H10 0.9500 . ? C11 C12 1.380(9) . ? C11 H11 0.9500 . ? C12 C13 1.387(8) . ? C12 H12 0.9500 . ? C13 C14 1.520(9) . ? C14 C15 1.428(10) . ? C15 C16 1.392(10) . ? C15 H15 0.9500 . ? C16 C17 1.346(10) . ? C16 H16 0.9500 . ? C17 C18 1.322(10) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Re1 C2 88.8(3) . . ? C1 Re1 C3 85.5(2) . . ? C2 Re1 C3 89.3(2) . . ? C1 Re1 N1 177.2(2) . . ? C2 Re1 N1 94.0(2) . . ? C3 Re1 N1 95.0(2) . . ? C1 Re1 N2 104.7(2) . . ? C2 Re1 N2 97.4(2) . . ? C3 Re1 N2 167.8(2) . . ? N1 Re1 N2 74.47(17) . . ? C1 Re1 Cl1 91.41(18) . . ? C2 Re1 Cl1 177.36(18) . . ? C3 Re1 Cl1 93.33(18) . . ? N1 Re1 Cl1 85.78(13) . . ? N2 Re1 Cl1 80.04(12) . . ? F3 P1 F4 91.4(3) . . ? F3 P1 F5 92.7(3) . . ? F4 P1 F5 91.4(3) . . ? F3 P1 F1 90.7(3) . . ? F4 P1 F1 177.7(3) . . ? F5 P1 F1 89.6(3) . . ? F3 P1 F6 177.2(4) . . ? F4 P1 F6 90.1(3) . . ? F5 P1 F6 89.7(3) . . ? F1 P1 F6 87.8(3) . . ? F3 P1 F2 90.1(3) . . ? F4 P1 F2 89.4(3) . . ? F5 P1 F2 177.1(3) . . ? F1 P1 F2 89.4(3) . . ? F6 P1 F2 87.5(3) . . ? C8 N1 C4 118.4(5) . . ? C8 N1 Re1 116.9(4) . . ? C4 N1 Re1 124.6(4) . . ? C13 N2 C9 117.6(5) . . ? C13 N2 Re1 126.7(4) . . ? C9 N2 Re1 114.6(4) . . ? C14 N3 C19 122.8(7) . . ? C14 N3 C18 120.6(7) . . ? C19 N3 C18 116.6(6) . . ? O1 C1 Re1 176.4(5) . . ? O2 C2 Re1 178.2(6) . . ? O3 C3 Re1 176.9(5) . . ? N1 C4 C5 122.8(6) . . ? N1 C4 H4 118.6 . . ? C5 C4 H4 118.6 . . ? C6 C5 C4 118.5(6) . . ? C6 C5 H5 120.8 . . ? C4 C5 H5 120.8 . . ? C5 C6 C7 119.8(6) . . ? C5 C6 H6 120.1 . . ? C7 C6 H6 120.1 . . ? C6 C7 C8 120.3(6) . . ? C6 C7 H7 119.9 . . ? C8 C7 H7 119.9 . . ? N1 C8 C7 120.2(6) . . ? N1 C8 C9 115.2(5) . . ? C7 C8 C9 124.5(6) . . ? N2 C9 C10 122.0(6) . . ? N2 C9 C8 115.5(5) . . ? C10 C9 C8 122.5(6) . . ? C9 C10 C11 119.8(6) . . ? C9 C10 H10 120.1 . . ? C11 C10 H10 120.1 . . ? C12 C11 C10 118.5(6) . . ? C12 C11 H11 120.8 . . ? C10 C11 H11 120.8 . . ? C11 C12 C13 119.3(6) . . ? C11 C12 H12 120.3 . . ? C13 C12 H12 120.3 . . ? N2 C13 C12 122.7(5) . . ? N2 C13 C14 117.2(5) . . ? C12 C13 C14 119.9(5) . . ? N3 C14 C15 123.0(7) . . ? N3 C14 C13 118.5(7) . . ? C15 C14 C13 118.3(6) . . ? C16 C15 C14 115.5(7) . . ? C16 C15 H15 122.2 . . ? C14 C15 H15 122.2 . . ? C17 C16 C15 119.0(7) . . ? C17 C16 H16 120.5 . . ? C15 C16 H16 120.5 . . ? C18 C17 C16 126.6(8) . . ? C18 C17 H17 116.7 . . ? C16 C17 H17 116.7 . . ? C17 C18 N3 115.3(7) . . ? C17 C18 H18 122.3 . . ? N3 C18 H18 122.3 . . ? N3 C19 H19A 109.5 . . ? N3 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? N3 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.665 _refine_diff_density_min -1.937 _refine_diff_density_rms 0.167 # Attachment '- c5.cif' data_comp5 _database_code_depnum_ccdc_archive 'CCDC 770720' #TrackingRef '- c5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H17 N4 O3 Re, 2(F6 P)' _chemical_formula_sum 'C21 H17 F12 N4 O3 P2 Re' _chemical_formula_weight 849.53 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.3456(3) _cell_length_b 12.0228(3) _cell_length_c 20.3267(6) _cell_angle_alpha 90.00 _cell_angle_beta 91.8990(10) _cell_angle_gamma 90.00 _cell_volume 2771.16(13) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6233 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.47 _exptl_crystal_description Prismatic _exptl_crystal_colour Green _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.036 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1632 _exptl_absorpt_coefficient_mu 4.614 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4588 _exptl_absorpt_correction_T_max 0.5445 _exptl_absorpt_process_details ; [Blessing, Acta Cryst. (1995). A51, 33-38] ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 18125 _diffrn_reflns_av_R_equivalents 0.0745 _diffrn_reflns_av_sigmaI/netI 0.0879 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 27.58 _reflns_number_total 6233 _reflns_number_gt 4737 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0451P)^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 6233 _refine_ls_number_parameters 390 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0654 _refine_ls_R_factor_gt 0.0459 _refine_ls_wR_factor_ref 0.1092 _refine_ls_wR_factor_gt 0.1033 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _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 Re1 Re 0.68700(2) 0.158971(16) 0.227628(11) 0.01942(10) Uani 1 1 d . . . O1 O 0.8807(5) 0.0182(4) 0.2962(2) 0.0500(14) Uani 1 1 d . . . O2 O 0.8670(5) 0.3221(4) 0.1738(2) 0.0437(13) Uani 1 1 d . . . O3 O 0.6976(5) 0.3189(4) 0.3446(2) 0.0472(14) Uani 1 1 d . . . N1 N 0.6712(4) 0.0520(3) 0.1421(2) 0.0208(11) Uani 1 1 d . . . N2 N 0.5446(4) 0.0429(3) 0.2495(2) 0.0181(10) Uani 1 1 d . . . N3 N 0.4626(5) 0.2001(5) 0.3724(3) 0.0372(14) Uani 1 1 d . . . C1 C 0.8084(6) 0.0714(5) 0.2703(3) 0.0325(16) Uani 1 1 d . . . C2 C 0.8011(6) 0.2583(5) 0.1939(3) 0.0281(15) Uani 1 1 d . . . C3 C 0.6917(6) 0.2584(5) 0.3019(3) 0.0322(16) Uani 1 1 d . . . C6 C 0.5799(6) -0.0213(5) 0.1401(3) 0.0274(15) Uani 1 1 d . . . C7 C 0.5576(6) -0.0845(5) 0.0842(3) 0.0314(16) Uani 1 1 d . . . H7 H 0.4932 -0.1350 0.0824 0.038 Uiso 1 1 calc R . . C8 C 0.6286(7) -0.0740(5) 0.0313(3) 0.0382(18) Uani 1 1 d . . . H8 H 0.6131 -0.1167 -0.0073 0.046 Uiso 1 1 calc R . . C9 C 0.7212(7) -0.0025(5) 0.0342(3) 0.0357(17) Uani 1 1 d . . . H9 H 0.7722 0.0047 -0.0017 0.043 Uiso 1 1 calc R . . C10 C 0.7392(6) 0.0597(5) 0.0909(3) 0.0329(16) Uani 1 1 d . . . H10 H 0.8035 0.1103 0.0931 0.039 Uiso 1 1 calc R . . C11 C 0.5131(5) -0.0290(4) 0.2005(3) 0.0213(13) Uani 1 1 d . . . C12 C 0.4250(6) -0.1078(4) 0.2073(3) 0.0278(15) Uani 1 1 d . . . H12 H 0.4066 -0.1581 0.1725 0.033 Uiso 1 1 calc R . . C13 C 0.3652(6) -0.1127(5) 0.2642(3) 0.0357(17) Uani 1 1 d . . . H13 H 0.3041 -0.1658 0.2690 0.043 Uiso 1 1 calc R . . C14 C 0.3937(6) -0.0403(5) 0.3147(3) 0.0306(15) Uani 1 1 d . . . H14 H 0.3528 -0.0420 0.3547 0.037 Uiso 1 1 calc R . . C15 C 0.4844(5) 0.0358(4) 0.3054(3) 0.0227(13) Uani 1 1 d . . . C16 C 0.5201(7) 0.1062(5) 0.3640(3) 0.0362(17) Uani 1 1 d . . . C17 C 0.6037(7) 0.0668(7) 0.4119(3) 0.049(2) Uani 1 1 d . . . H17 H 0.6426 -0.0024 0.4064 0.059 Uiso 1 1 calc R . . C18 C 0.6263(8) 0.1307(6) 0.4657(4) 0.055(2) Uani 1 1 d . . . H18 H 0.6837 0.1089 0.4983 0.066 Uiso 1 1 calc R . . C19 C 0.5657(8) 0.2256(6) 0.4717(4) 0.052(2) Uani 1 1 d . . . H19 H 0.5802 0.2677 0.5107 0.063 Uiso 1 1 calc R . . C20 C 0.4859(8) 0.2668(7) 0.4274(4) 0.056(2) Uani 1 1 d . . . H20 H 0.4482 0.3364 0.4334 0.067 Uiso 1 1 calc R . . C21 C 0.3796(7) 0.2376(6) 0.3243(3) 0.048(2) Uani 1 1 d . . . H21A H 0.4189 0.2499 0.2827 0.072 Uiso 1 1 calc R . . H21B H 0.3444 0.3074 0.3389 0.072 Uiso 1 1 calc R . . H21C H 0.3176 0.1814 0.3178 0.072 Uiso 1 1 calc R . . P1 P 0.17729(17) 0.16369(12) 0.47998(8) 0.0288(4) Uani 1 1 d . . . P2 P 0.1512(3) 0.09282(18) 0.15148(12) 0.0642(7) Uani 1 1 d . . . F1 F 0.0895(4) 0.2404(3) 0.5201(2) 0.0599(13) Uani 1 1 d . . . F2 F 0.1407(5) 0.0565(3) 0.5182(2) 0.0729(15) Uani 1 1 d . . . F3 F 0.0746(5) 0.1427(4) 0.4271(3) 0.0840(19) Uani 1 1 d . . . F4 F 0.2642(4) 0.0877(3) 0.43884(19) 0.0530(12) Uani 1 1 d . . . F5 F 0.2147(4) 0.2717(3) 0.4403(2) 0.0560(12) Uani 1 1 d . . . F6 F 0.2779(5) 0.1859(4) 0.5325(2) 0.0778(18) Uani 1 1 d . . . F7 F 0.0522(7) 0.1631(5) 0.1804(5) 0.146(4) Uani 1 1 d . . . F8 F 0.0653(6) 0.0540(5) 0.0912(3) 0.116(2) Uani 1 1 d . . . F9 F 0.1874(7) 0.1885(6) 0.1084(3) 0.126(3) Uani 1 1 d . . . F10 F 0.2448(6) 0.0121(6) 0.1225(2) 0.121(3) Uani 1 1 d . . . F11 F 0.2434(7) 0.1364(5) 0.2052(3) 0.113(3) Uani 1 1 d . . . F12 F 0.1225(9) -0.0051(5) 0.1976(3) 0.157(3) Uani 1 1 d . . . N4 N 0.5520(4) 0.2522(4) 0.1781(2) 0.0224(11) Uani 1 1 d . . . C4 C 0.4885(6) 0.3086(5) 0.1503(3) 0.0265(14) Uani 1 1 d . . . C5 C 0.4091(6) 0.3837(6) 0.1142(4) 0.0433(19) Uani 1 1 d . . . H5A H 0.3945 0.4496 0.1412 0.065 Uiso 1 1 calc R . . H5B H 0.3342 0.3456 0.1041 0.065 Uiso 1 1 calc R . . H5C H 0.4450 0.4064 0.0732 0.065 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 Re1 0.01756(16) 0.01533(12) 0.02530(16) 0.00094(8) -0.00042(11) -0.00142(10) O1 0.033(3) 0.051(3) 0.065(3) 0.024(3) -0.005(3) 0.009(3) O2 0.043(3) 0.044(3) 0.045(3) 0.014(2) 0.003(3) -0.023(2) O3 0.062(4) 0.041(3) 0.038(3) -0.018(2) 0.011(3) -0.027(3) N1 0.024(3) 0.015(2) 0.023(3) 0.0008(18) 0.003(2) 0.003(2) N2 0.019(3) 0.014(2) 0.021(3) -0.0013(17) 0.001(2) -0.001(2) N3 0.037(4) 0.037(3) 0.038(3) -0.005(3) 0.015(3) -0.010(3) C1 0.030(4) 0.035(3) 0.032(4) 0.006(3) -0.008(3) -0.004(3) C2 0.031(4) 0.024(3) 0.029(3) 0.004(2) -0.003(3) 0.010(3) C3 0.040(5) 0.026(3) 0.031(4) 0.002(3) 0.005(3) 0.000(3) C6 0.033(4) 0.021(3) 0.028(3) -0.001(2) -0.008(3) 0.006(3) C7 0.033(4) 0.032(3) 0.029(4) -0.002(3) -0.001(3) -0.005(3) C8 0.049(5) 0.045(4) 0.021(4) -0.008(3) 0.001(3) 0.010(4) C9 0.048(5) 0.030(3) 0.031(4) 0.002(3) 0.013(3) 0.005(3) C10 0.042(5) 0.021(3) 0.036(4) 0.007(3) 0.010(3) 0.004(3) C11 0.016(3) 0.019(3) 0.028(3) 0.002(2) -0.009(3) 0.000(3) C12 0.029(4) 0.024(3) 0.030(4) -0.004(2) -0.003(3) -0.006(3) C13 0.026(4) 0.030(3) 0.051(5) 0.005(3) 0.002(3) -0.013(3) C14 0.026(4) 0.030(3) 0.036(4) 0.001(3) 0.004(3) -0.004(3) C15 0.019(4) 0.021(3) 0.028(3) -0.001(2) 0.000(3) -0.002(3) C16 0.036(5) 0.033(3) 0.040(4) -0.003(3) 0.017(3) -0.010(3) C17 0.053(6) 0.072(5) 0.021(4) -0.015(3) -0.003(4) -0.025(4) C18 0.060(6) 0.056(5) 0.049(5) 0.007(4) -0.012(5) -0.005(5) C19 0.061(6) 0.050(4) 0.045(5) -0.002(4) -0.002(4) -0.005(4) C20 0.068(7) 0.059(5) 0.042(5) -0.007(4) 0.028(4) -0.014(5) C21 0.061(6) 0.033(4) 0.051(5) 0.004(3) 0.011(4) 0.027(4) P1 0.0343(11) 0.0256(8) 0.0265(9) -0.0017(6) 0.0027(8) 0.0001(7) P2 0.077(2) 0.0511(12) 0.0641(16) -0.0069(11) -0.0080(14) 0.0264(13) F1 0.077(4) 0.043(2) 0.062(3) -0.001(2) 0.034(3) 0.012(2) F2 0.077(4) 0.042(2) 0.103(4) 0.026(2) 0.044(3) 0.004(2) F3 0.069(4) 0.066(3) 0.114(5) -0.034(3) -0.047(4) 0.007(3) F4 0.061(3) 0.038(2) 0.062(3) -0.0031(19) 0.027(2) 0.014(2) F5 0.063(3) 0.038(2) 0.069(3) 0.0156(19) 0.030(2) 0.008(2) F6 0.090(5) 0.064(3) 0.076(4) -0.022(2) -0.041(3) 0.016(3) F7 0.092(6) 0.093(5) 0.256(11) -0.051(5) 0.054(7) 0.010(4) F8 0.095(5) 0.094(4) 0.155(6) -0.023(4) -0.049(4) -0.008(4) F9 0.134(7) 0.127(5) 0.114(5) 0.043(4) -0.049(5) -0.039(5) F10 0.132(6) 0.175(6) 0.055(3) -0.044(4) -0.012(4) 0.093(5) F11 0.155(7) 0.103(4) 0.080(4) -0.038(3) -0.046(4) 0.060(4) F12 0.284(11) 0.068(4) 0.122(5) 0.015(4) 0.082(6) 0.019(5) N4 0.018(3) 0.021(2) 0.028(3) 0.002(2) 0.003(2) 0.000(2) C4 0.020(4) 0.025(3) 0.035(4) -0.001(3) 0.008(3) -0.003(3) C5 0.027(4) 0.044(4) 0.059(5) 0.019(3) 0.001(4) 0.015(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 Re1 C2 1.906(7) . ? Re1 C1 1.918(7) . ? Re1 C3 1.925(6) . ? Re1 N4 2.125(5) . ? Re1 N1 2.164(4) . ? Re1 N2 2.192(4) . ? O1 C1 1.153(7) . ? O2 C2 1.155(7) . ? O3 C3 1.133(7) . ? N1 C10 1.320(8) . ? N1 C6 1.360(7) . ? N2 C15 1.347(7) . ? N2 C11 1.359(6) . ? N3 C16 1.318(9) . ? N3 C20 1.394(9) . ? N3 C21 1.408(9) . ? C6 C7 1.384(8) . ? C6 C11 1.466(8) . ? C7 C8 1.369(9) . ? C7 H7 0.9500 . ? C8 C9 1.357(9) . ? C8 H8 0.9500 . ? C9 C10 1.383(8) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.387(8) . ? C12 C13 1.362(9) . ? C12 H12 0.9500 . ? C13 C14 1.377(8) . ? C13 H13 0.9500 . ? C14 C15 1.394(8) . ? C14 H14 0.9500 . ? C15 C16 1.505(8) . ? C16 C17 1.419(10) . ? C17 C18 1.355(9) . ? C17 H17 0.9500 . ? C18 C19 1.339(11) . ? C18 H18 0.9500 . ? C19 C20 1.351(11) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? P1 F6 1.559(5) . ? P1 F2 1.567(4) . ? P1 F3 1.580(5) . ? P1 F5 1.593(4) . ? P1 F4 1.600(4) . ? P1 F1 1.600(4) . ? P2 F9 1.511(7) . ? P2 F7 1.537(7) . ? P2 F12 1.547(6) . ? P2 F10 1.568(6) . ? P2 F11 1.577(6) . ? P2 F8 1.608(6) . ? N4 C4 1.128(7) . ? C4 C5 1.456(9) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Re1 C1 91.2(3) . . ? C2 Re1 C3 83.8(3) . . ? C1 Re1 C3 89.1(3) . . ? C2 Re1 N4 89.3(2) . . ? C1 Re1 N4 178.2(2) . . ? C3 Re1 N4 92.6(2) . . ? C2 Re1 N1 97.1(2) . . ? C1 Re1 N1 94.4(2) . . ? C3 Re1 N1 176.4(2) . . ? N4 Re1 N1 83.90(17) . . ? C2 Re1 N2 170.5(2) . . ? C1 Re1 N2 94.7(2) . . ? C3 Re1 N2 103.7(2) . . ? N4 Re1 N2 84.68(17) . . ? N1 Re1 N2 75.09(17) . . ? C10 N1 C6 119.1(5) . . ? C10 N1 Re1 123.8(4) . . ? C6 N1 Re1 116.9(4) . . ? C15 N2 C11 116.7(5) . . ? C15 N2 Re1 127.5(3) . . ? C11 N2 Re1 115.7(4) . . ? C16 N3 C20 121.0(7) . . ? C16 N3 C21 120.4(6) . . ? C20 N3 C21 118.5(6) . . ? O1 C1 Re1 179.4(6) . . ? O2 C2 Re1 177.2(5) . . ? O3 C3 Re1 177.5(6) . . ? N1 C6 C7 119.9(6) . . ? N1 C6 C11 115.5(5) . . ? C7 C6 C11 124.6(6) . . ? C8 C7 C6 119.8(6) . . ? C8 C7 H7 120.1 . . ? C6 C7 H7 120.1 . . ? C9 C8 C7 120.0(6) . . ? C9 C8 H8 120.0 . . ? C7 C8 H8 120.0 . . ? C8 C9 C10 118.1(7) . . ? C8 C9 H9 121.0 . . ? C10 C9 H9 121.0 . . ? N1 C10 C9 123.1(6) . . ? N1 C10 H10 118.5 . . ? C9 C10 H10 118.5 . . ? N2 C11 C12 122.2(6) . . ? N2 C11 C6 116.3(5) . . ? C12 C11 C6 121.4(5) . . ? C13 C12 C11 119.8(5) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C12 C13 C14 119.6(6) . . ? C12 C13 H13 120.2 . . ? C14 C13 H13 120.2 . . ? C13 C14 C15 118.0(6) . . ? C13 C14 H14 121.0 . . ? C15 C14 H14 121.0 . . ? N2 C15 C14 123.6(5) . . ? N2 C15 C16 120.0(5) . . ? C14 C15 C16 116.2(5) . . ? N3 C16 C17 121.3(6) . . ? N3 C16 C15 117.6(6) . . ? C17 C16 C15 120.7(6) . . ? C18 C17 C16 118.0(8) . . ? C18 C17 H17 121.0 . . ? C16 C17 H17 121.0 . . ? C19 C18 C17 118.2(8) . . ? C19 C18 H18 120.9 . . ? C17 C18 H18 120.9 . . ? C18 C19 C20 125.9(7) . . ? C18 C19 H19 117.0 . . ? C20 C19 H19 117.0 . . ? C19 C20 N3 115.4(8) . . ? C19 C20 H20 122.3 . . ? N3 C20 H20 122.3 . . ? N3 C21 H21A 109.5 . . ? N3 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N3 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? F6 P1 F2 90.1(3) . . ? F6 P1 F3 179.2(3) . . ? F2 P1 F3 90.2(3) . . ? F6 P1 F5 90.3(3) . . ? F2 P1 F5 179.3(3) . . ? F3 P1 F5 89.4(3) . . ? F6 P1 F4 90.3(3) . . ? F2 P1 F4 88.1(2) . . ? F3 P1 F4 90.4(3) . . ? F5 P1 F4 91.3(2) . . ? F6 P1 F1 90.4(3) . . ? F2 P1 F1 92.4(2) . . ? F3 P1 F1 88.9(3) . . ? F5 P1 F1 88.2(2) . . ? F4 P1 F1 179.1(2) . . ? F9 P2 F7 91.1(5) . . ? F9 P2 F12 176.2(5) . . ? F7 P2 F12 90.9(5) . . ? F9 P2 F10 93.1(5) . . ? F7 P2 F10 175.0(4) . . ? F12 P2 F10 85.1(4) . . ? F9 P2 F11 87.8(4) . . ? F7 P2 F11 91.7(4) . . ? F12 P2 F11 88.9(5) . . ? F10 P2 F11 91.3(3) . . ? F9 P2 F8 87.1(4) . . ? F7 P2 F8 91.1(5) . . ? F12 P2 F8 96.1(5) . . ? F10 P2 F8 86.3(3) . . ? F11 P2 F8 174.2(5) . . ? C4 N4 Re1 173.4(5) . . ? N4 C4 C5 178.4(7) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 27.58 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 2.860 _refine_diff_density_min -2.391 _refine_diff_density_rms 0.196