# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email dmsj@qi.uva.es _publ_contact_author_name D.Miguel loop_ _publ_author_name 'Celedonio Alvarez' 'Romen Carrillo' 'Raul Garcia-Rodriguez' D.Miguel data_Compound_1_rg577am _database_code_depnum_ccdc_archive 'CCDC 838006' #TrackingRef '- C1CC14799D_ccdc_838006_838010_pH_driven_dynamic_REVISED.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H11 F3 N O8 Re S' _chemical_formula_weight 584.49 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' S S 0.1246 0.1234 '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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.239(3) _cell_length_b 13.250(3) _cell_length_c 13.777(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.535(6) _cell_angle_gamma 90.00 _cell_volume 1848.3(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 860 _cell_measurement_theta_min 3.09 _cell_measurement_theta_max 25.30 _exptl_crystal_description PRISM _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.100 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1112 _exptl_absorpt_coefficient_mu 6.757 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.309741 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10273 _diffrn_reflns_av_R_equivalents 0.0304 _diffrn_reflns_av_sigmaI/netI 0.0303 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 25.36 _reflns_number_total 3375 _reflns_number_gt 2899 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution ; M. C. Burla, M. Camalli, B. Carrozzini, G. L. Cascarano, C. Giacovazzo, G. Polidori and R. Spagna. J. Appl. Cryst. (2003). 36, 1103.' ; _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^)+(0.0195P)^2^+0.9978P] 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 3375 _refine_ls_number_parameters 249 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0275 _refine_ls_R_factor_gt 0.0202 _refine_ls_wR_factor_ref 0.0493 _refine_ls_wR_factor_gt 0.0464 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.013 _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 O52 O 0.6565(3) 0.7004(2) 0.6093(3) 0.0699(9) Uani 1 1 d . . . Re1 Re 0.329317(14) 0.879863(10) 0.625744(10) 0.03751(6) Uani 1 1 d . . . C1 C 0.3469(4) 1.0171(3) 0.6690(3) 0.0530(10) Uani 1 1 d . . . O1 O 0.3584(4) 1.0984(2) 0.6964(3) 0.0859(12) Uani 1 1 d . . . C2 C 0.2044(4) 0.8630(3) 0.7139(3) 0.0462(9) Uani 1 1 d . . . O2 O 0.1290(3) 0.8533(3) 0.7675(2) 0.0648(8) Uani 1 1 d . . . C3 C 0.4612(4) 0.8446(4) 0.7322(3) 0.0526(10) Uani 1 1 d . . . O3 O 0.5390(3) 0.8221(3) 0.7981(3) 0.0858(11) Uani 1 1 d . . . N1 N 0.3169(3) 0.7309(2) 0.5595(2) 0.0403(7) Uani 1 1 d . . . O4 O 0.4496(3) 0.88970(18) 0.5094(2) 0.0405(6) Uani 1 1 d . . . H4 H 0.523(5) 0.880(3) 0.532(4) 0.067(17) Uiso 1 1 d . . . O5 O 0.1815(2) 0.91564(19) 0.5000(2) 0.0438(6) Uani 1 1 d . . . C11 C 0.2761(5) 0.6462(3) 0.6000(3) 0.0573(11) Uani 1 1 d . . . H11 H 0.2451 0.6505 0.6600 0.069 Uiso 1 1 calc R . . C12 C 0.2788(6) 0.5541(3) 0.5556(4) 0.0760(15) Uani 1 1 d . . . H12 H 0.2504 0.4968 0.5855 0.091 Uiso 1 1 calc R . . C13 C 0.3234(5) 0.5468(3) 0.4672(4) 0.0693(14) Uani 1 1 d . . . H13 H 0.3251 0.4844 0.4364 0.083 Uiso 1 1 calc R . . C14 C 0.3659(5) 0.6322(3) 0.4238(3) 0.0534(11) Uani 1 1 d . . . H14 H 0.3973 0.6285 0.3639 0.064 Uiso 1 1 calc R . . C15 C 0.3603(3) 0.7236(3) 0.4721(3) 0.0371(8) Uani 1 1 d . . . C16 C 0.4029(4) 0.8213(3) 0.4298(3) 0.0397(8) Uani 1 1 d . . . H16 H 0.4755 0.8072 0.3927 0.048 Uiso 1 1 calc R . . C17 C 0.2923(4) 0.8743(3) 0.3627(3) 0.0499(10) Uani 1 1 d . . . H17A H 0.3302 0.9307 0.3316 0.060 Uiso 1 1 calc R . . H17B H 0.2569 0.8276 0.3112 0.060 Uiso 1 1 calc R . . C18 C 0.1802(4) 0.9133(3) 0.4105(3) 0.0449(9) Uani 1 1 d . . . C19 C 0.0617(5) 0.9512(4) 0.3449(4) 0.0688(13) Uani 1 1 d . . . H19A H 0.0334 0.9016 0.2954 0.103 Uiso 1 1 calc R . . H19B H 0.0834 1.0127 0.3141 0.103 Uiso 1 1 calc R . . H19C H -0.0081 0.9637 0.3828 0.103 Uiso 1 1 calc R . . C51 C 0.8638(5) 0.7328(4) 0.5286(4) 0.0718(14) Uani 1 1 d . . . F51 F 0.8021(4) 0.7127(4) 0.4419(3) 0.1385(16) Uani 1 1 d . . . F52 F 0.9182(4) 0.6471(3) 0.5615(4) 0.1401(18) Uani 1 1 d . . . F53 F 0.9586(3) 0.7970(3) 0.5217(3) 0.1123(12) Uani 1 1 d . . . O51 O 0.6999(3) 0.87065(19) 0.5615(3) 0.0630(8) Uani 1 1 d . . . O53 O 0.8367(4) 0.7956(3) 0.6992(2) 0.0814(10) Uani 1 1 d . . . S51 S 0.75185(10) 0.77839(7) 0.60907(8) 0.0464(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O52 0.0593(18) 0.0529(18) 0.100(3) 0.0061(17) 0.0212(18) -0.0140(15) Re1 0.04263(10) 0.03776(10) 0.03353(9) -0.00256(6) 0.01023(6) -0.00370(6) C1 0.068(3) 0.050(3) 0.047(2) -0.007(2) 0.027(2) -0.009(2) O1 0.138(3) 0.0516(19) 0.081(3) -0.0282(18) 0.057(2) -0.028(2) C2 0.050(2) 0.050(2) 0.038(2) 0.0005(18) 0.0048(19) 0.0020(18) O2 0.0572(18) 0.092(2) 0.0499(19) 0.0075(16) 0.0235(16) -0.0008(17) C3 0.048(2) 0.070(3) 0.041(2) -0.008(2) 0.008(2) 0.003(2) O3 0.069(2) 0.133(3) 0.052(2) 0.000(2) -0.0045(18) 0.018(2) N1 0.0490(18) 0.0320(16) 0.0407(18) 0.0022(13) 0.0094(15) -0.0047(13) O4 0.0433(16) 0.0386(15) 0.0410(15) -0.0045(11) 0.0110(13) -0.0076(12) O5 0.0467(15) 0.0404(14) 0.0440(17) 0.0033(12) 0.0053(13) -0.0015(12) C11 0.082(3) 0.044(2) 0.049(2) 0.010(2) 0.019(2) -0.011(2) C12 0.118(4) 0.038(3) 0.074(4) 0.008(2) 0.023(3) -0.019(3) C13 0.107(4) 0.033(2) 0.068(3) -0.004(2) 0.010(3) -0.003(2) C14 0.072(3) 0.037(2) 0.051(3) -0.0067(18) 0.008(2) -0.0002(19) C15 0.043(2) 0.0349(19) 0.035(2) 0.0011(15) 0.0077(16) -0.0009(15) C16 0.052(2) 0.0333(19) 0.036(2) -0.0053(15) 0.0160(17) -0.0054(16) C17 0.073(3) 0.039(2) 0.038(2) 0.0040(17) 0.010(2) -0.0051(19) C18 0.059(2) 0.0284(18) 0.046(2) 0.0029(17) 0.0047(19) -0.0112(17) C19 0.074(3) 0.063(3) 0.063(3) 0.009(2) -0.011(3) 0.003(2) C51 0.062(3) 0.075(4) 0.081(4) -0.017(3) 0.021(3) -0.009(3) F51 0.131(3) 0.205(4) 0.084(3) -0.076(3) 0.030(2) -0.026(3) F52 0.097(3) 0.100(3) 0.233(6) -0.009(3) 0.055(3) 0.033(2) F53 0.087(2) 0.128(3) 0.135(3) -0.022(2) 0.063(2) -0.044(2) O51 0.0548(17) 0.0442(17) 0.089(2) 0.0136(15) 0.0077(17) -0.0036(13) O53 0.090(2) 0.104(3) 0.0469(19) 0.0031(18) -0.0022(18) -0.021(2) S51 0.0482(5) 0.0448(5) 0.0472(6) 0.0024(4) 0.0099(5) -0.0082(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 O52 S51 1.422(3) . ? Re1 C3 1.899(5) . ? Re1 C2 1.903(4) . ? Re1 C1 1.914(4) . ? Re1 O4 2.166(3) . ? Re1 N1 2.170(3) . ? Re1 O5 2.176(3) . ? C1 O1 1.141(5) . ? C2 O2 1.152(5) . ? C3 O3 1.153(5) . ? N1 C15 1.347(4) . ? N1 C11 1.348(5) . ? O4 C16 1.448(4) . ? O5 C18 1.232(5) . ? C11 C12 1.366(6) . ? C12 C13 1.366(7) . ? C13 C14 1.380(6) . ? C14 C15 1.388(5) . ? C15 C16 1.510(5) . ? C16 C17 1.524(5) . ? C17 C18 1.497(6) . ? C18 C19 1.488(6) . ? C51 F51 1.294(6) . ? C51 F53 1.305(5) . ? C51 F52 1.315(6) . ? C51 S51 1.812(5) . ? O51 S51 1.450(3) . ? O53 S51 1.425(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 C3 Re1 C2 86.91(17) . . ? C3 Re1 C1 88.3(2) . . ? C2 Re1 C1 87.37(16) . . ? C3 Re1 O4 99.75(15) . . ? C2 Re1 O4 171.65(14) . . ? C1 Re1 O4 97.80(13) . . ? C3 Re1 N1 95.24(16) . . ? C2 Re1 N1 99.13(14) . . ? C1 Re1 N1 172.74(14) . . ? O4 Re1 N1 75.38(10) . . ? C3 Re1 O5 177.63(14) . . ? C2 Re1 O5 94.58(14) . . ? C1 Re1 O5 93.61(16) . . ? O4 Re1 O5 78.61(11) . . ? N1 Re1 O5 82.71(11) . . ? O1 C1 Re1 178.8(5) . . ? O2 C2 Re1 179.6(4) . . ? O3 C3 Re1 178.3(4) . . ? C15 N1 C11 118.3(3) . . ? C15 N1 Re1 115.8(2) . . ? C11 N1 Re1 125.9(3) . . ? C16 O4 Re1 111.3(2) . . ? C18 O5 Re1 134.0(3) . . ? N1 C11 C12 122.1(4) . . ? C11 C12 C13 119.6(4) . . ? C12 C13 C14 119.8(4) . . ? C13 C14 C15 118.0(4) . . ? N1 C15 C14 122.3(3) . . ? N1 C15 C16 115.8(3) . . ? C14 C15 C16 121.9(3) . . ? O4 C16 C15 109.1(3) . . ? O4 C16 C17 107.6(3) . . ? C15 C16 C17 113.5(3) . . ? C18 C17 C16 116.2(3) . . ? O5 C18 C19 119.1(4) . . ? O5 C18 C17 123.6(4) . . ? C19 C18 C17 117.3(4) . . ? F51 C51 F53 109.4(5) . . ? F51 C51 F52 105.3(5) . . ? F53 C51 F52 107.9(5) . . ? F51 C51 S51 111.5(4) . . ? F53 C51 S51 111.9(4) . . ? F52 C51 S51 110.6(4) . . ? O52 S51 O53 116.4(2) . . ? O52 S51 O51 114.06(19) . . ? O53 S51 O51 113.2(2) . . ? O52 S51 C51 104.8(2) . . ? O53 S51 C51 103.1(2) . . ? O51 S51 C51 103.2(2) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.36 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.535 _refine_diff_density_min -0.485 _refine_diff_density_rms 0.081 #===END data_Compound_2_rg534cm _database_code_depnum_ccdc_archive 'CCDC 838007' #TrackingRef '- C1CC14799D_ccdc_838006_838010_pH_driven_dynamic_REVISED.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H22 Cl2 N2 O10 Re2' _chemical_formula_weight 953.75 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' Re Re -1.0185 7.2310 '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' _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 9.771(4) _cell_length_b 10.788(5) _cell_length_c 16.627(7) _cell_angle_alpha 76.752(7) _cell_angle_beta 76.379(7) _cell_angle_gamma 64.443(7) _cell_volume 1520.3(11) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1011 _cell_measurement_theta_min 2.305 _cell_measurement_theta_max 28.187 _exptl_crystal_description BLOCK _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.083 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 900 _exptl_absorpt_coefficient_mu 8.186 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.322144 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 15221 _diffrn_reflns_av_R_equivalents 0.0562 _diffrn_reflns_av_sigmaI/netI 0.0646 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.27 _diffrn_reflns_theta_max 28.30 _reflns_number_total 7427 _reflns_number_gt 5447 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution ; M. C. Burla, M. Camalli, B. Carrozzini, G. L. Cascarano, C. Giacovazzo, G. Polidori and R. Spagna. J. Appl. Cryst. (2003). 36, 1103.' ; _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^)+(0.0479P)^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 7427 _refine_ls_number_parameters 372 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0585 _refine_ls_R_factor_gt 0.0391 _refine_ls_wR_factor_ref 0.0976 _refine_ls_wR_factor_gt 0.0907 _refine_ls_goodness_of_fit_ref 0.982 _refine_ls_restrained_S_all 0.982 _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 0.74435(3) 0.61877(2) 0.323799(15) 0.03099(8) Uani 1 1 d . . . Re2 Re 0.56819(3) 0.76671(3) 0.151774(16) 0.03562(8) Uani 1 1 d . . . C1 C 0.7356(8) 0.7949(7) 0.3317(5) 0.0440(16) Uani 1 1 d . . . O1 O 0.7385(8) 0.8992(6) 0.3376(4) 0.0731(18) Uani 1 1 d . . . C2 C 0.6745(8) 0.5971(7) 0.4414(4) 0.0403(15) Uani 1 1 d . . . O2 O 0.6325(7) 0.5822(6) 0.5127(3) 0.0626(15) Uani 1 1 d . . . C3 C 0.9414(8) 0.5443(8) 0.3551(5) 0.0464(17) Uani 1 1 d . . . O3 O 1.0616(6) 0.4977(7) 0.3754(4) 0.0693(17) Uani 1 1 d . . . C4 C 0.6030(8) 0.9293(8) 0.1503(5) 0.0498(18) Uani 1 1 d . . . O4 O 0.6227(8) 1.0268(6) 0.1480(5) 0.078(2) Uani 1 1 d . . . C5 C 0.6309(10) 0.7852(8) 0.0339(5) 0.0513(19) Uani 1 1 d . . . O5 O 0.6701(9) 0.7901(7) -0.0368(4) 0.0817(19) Uani 1 1 d . . . C6 C 0.3649(10) 0.8835(8) 0.1285(6) 0.058(2) Uani 1 1 d . . . O6 O 0.2432(7) 0.9533(7) 0.1160(5) 0.087(2) Uani 1 1 d . . . N1 N 0.7808(6) 0.4165(5) 0.2960(3) 0.0338(11) Uani 1 1 d . . . N2 N 0.5255(6) 0.5789(5) 0.1650(3) 0.0359(12) Uani 1 1 d . . . O7 O 0.7894(5) 0.6339(4) 0.1915(3) 0.0322(9) Uani 1 1 d . . . O8 O 0.5218(5) 0.7054(4) 0.2827(3) 0.0325(9) Uani 1 1 d . . . O9 O 1.1067(11) 0.6026(9) 0.0171(4) 0.106(3) Uani 1 1 d . . . O10 O 0.3083(7) 0.7593(6) 0.4497(3) 0.0637(15) Uani 1 1 d . . . C11 C 0.7464(8) 0.3155(7) 0.3517(4) 0.0399(15) Uani 1 1 d . . . H11 H 0.6996 0.3331 0.4059 0.048 Uiso 1 1 calc R . . C12 C 0.7779(9) 0.1899(7) 0.3309(5) 0.0501(18) Uani 1 1 d . . . H12 H 0.7521 0.1233 0.3699 0.060 Uiso 1 1 calc R . . C13 C 0.8497(10) 0.1631(8) 0.2501(5) 0.059(2) Uani 1 1 d . . . H13 H 0.8727 0.0780 0.2344 0.071 Uiso 1 1 calc R . . C14 C 0.8861(9) 0.2638(7) 0.1936(5) 0.0535(19) Uani 1 1 d . . . H14 H 0.9349 0.2475 0.1395 0.064 Uiso 1 1 calc R . . C15 C 0.8487(7) 0.3900(7) 0.2190(4) 0.0380(14) Uani 1 1 d . . . C16 C 0.8823(7) 0.5066(7) 0.1598(4) 0.0362(14) Uani 1 1 d . . . H16 H 0.8568 0.5128 0.1051 0.043 Uiso 1 1 calc R . . C17 C 1.0535(8) 0.4809(8) 0.1492(5) 0.0504(18) Uani 1 1 d . . . H17A H 1.0807 0.4729 0.2032 0.060 Uiso 1 1 calc R . . H17B H 1.1170 0.3946 0.1269 0.060 Uiso 1 1 calc R . . C18 C 1.0824(9) 0.6003(9) 0.0902(5) 0.057(2) Uani 1 1 d . . . C19 C 1.0819(13) 0.7110(11) 0.1292(7) 0.087(3) Uani 1 1 d . . . H19A H 1.1786 0.6806 0.1480 0.130 Uiso 1 1 calc R . . H19B H 1.0005 0.7307 0.1760 0.130 Uiso 1 1 calc R . . H19C H 1.0664 0.7935 0.0889 0.130 Uiso 1 1 calc R . . C21 C 0.5575(8) 0.5021(7) 0.1027(5) 0.0444(16) Uani 1 1 d . . . H21 H 0.6054 0.5272 0.0501 0.053 Uiso 1 1 calc R . . C22 C 0.5211(9) 0.3895(8) 0.1157(6) 0.055(2) Uani 1 1 d . . . H22 H 0.5450 0.3384 0.0725 0.066 Uiso 1 1 calc R . . C23 C 0.4496(9) 0.3525(8) 0.1921(5) 0.0522(18) Uani 1 1 d . . . H23 H 0.4232 0.2768 0.2013 0.063 Uiso 1 1 calc R . . C24 C 0.4168(8) 0.4281(7) 0.2556(5) 0.0447(16) Uani 1 1 d . . . H24 H 0.3665 0.4048 0.3079 0.054 Uiso 1 1 calc R . . C25 C 0.4596(7) 0.5393(7) 0.2408(4) 0.0364(14) Uani 1 1 d . . . C26 C 0.4298(7) 0.6260(7) 0.3069(4) 0.0335(13) Uani 1 1 d . . . H26 H 0.4611 0.5626 0.3581 0.040 Uiso 1 1 calc R . . C27 C 0.2607(7) 0.7163(7) 0.3264(5) 0.0434(16) Uani 1 1 d . . . H27A H 0.2016 0.6636 0.3263 0.052 Uiso 1 1 calc R . . H27B H 0.2338 0.7955 0.2826 0.052 Uiso 1 1 calc R . . C28 C 0.2164(8) 0.7686(8) 0.4105(5) 0.0455(17) Uani 1 1 d . . . C29 C 0.0468(10) 0.8293(13) 0.4442(7) 0.099(4) Uani 1 1 d . . . H29A H 0.0263 0.8971 0.4790 0.149 Uiso 1 1 calc R . . H29B H 0.0167 0.7566 0.4766 0.149 Uiso 1 1 calc R . . H29C H -0.0105 0.8728 0.3985 0.149 Uiso 1 1 calc R . . C90 C 0.6421(14) 0.9569(12) 0.6347(11) 0.128(6) Uani 1 1 d . . . H90A H 0.5469 0.9782 0.6739 0.153 Uiso 1 1 calc R . . H90B H 0.6413 1.0439 0.6017 0.153 Uiso 1 1 calc R . . Cl91 Cl 0.6445(6) 0.8553(5) 0.5695(3) 0.1546(16) Uani 1 1 d . . . Cl92 Cl 0.7907(4) 0.8881(4) 0.6901(3) 0.1275(13) 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 Re1 0.03479(13) 0.03483(14) 0.02785(14) -0.00504(10) -0.00189(10) -0.01930(11) Re2 0.04317(15) 0.03293(15) 0.03174(15) 0.00204(11) -0.00620(11) -0.01923(12) C1 0.054(4) 0.048(4) 0.040(4) -0.006(3) -0.009(3) -0.030(3) O1 0.101(5) 0.055(4) 0.088(5) -0.009(3) -0.024(4) -0.050(4) C2 0.047(4) 0.051(4) 0.028(4) -0.014(3) -0.001(3) -0.023(3) O2 0.082(4) 0.081(4) 0.032(3) -0.009(3) 0.002(3) -0.044(3) C3 0.041(4) 0.058(5) 0.048(4) -0.011(4) -0.006(3) -0.026(3) O3 0.046(3) 0.084(4) 0.081(5) -0.014(4) -0.021(3) -0.023(3) C4 0.050(4) 0.040(4) 0.055(5) -0.006(4) -0.004(4) -0.017(3) O4 0.098(5) 0.045(3) 0.104(6) -0.006(3) -0.020(4) -0.041(3) C5 0.072(5) 0.045(4) 0.036(4) 0.004(3) -0.004(4) -0.030(4) O5 0.116(5) 0.077(4) 0.035(4) 0.005(3) 0.000(3) -0.034(4) C6 0.054(5) 0.051(5) 0.072(6) 0.001(4) -0.015(4) -0.026(4) O6 0.057(4) 0.063(4) 0.128(7) 0.021(4) -0.043(4) -0.014(3) N1 0.038(3) 0.034(3) 0.029(3) -0.005(2) -0.004(2) -0.015(2) N2 0.040(3) 0.036(3) 0.035(3) -0.002(2) -0.010(2) -0.018(2) O7 0.033(2) 0.037(2) 0.028(2) -0.0024(18) -0.0013(17) -0.0174(19) O8 0.033(2) 0.038(2) 0.029(2) -0.0038(19) -0.0039(17) -0.0175(19) O9 0.168(8) 0.138(7) 0.041(4) -0.016(4) 0.018(4) -0.103(7) O10 0.070(4) 0.086(4) 0.037(3) -0.015(3) -0.006(3) -0.030(3) C11 0.053(4) 0.037(4) 0.031(4) 0.004(3) -0.010(3) -0.022(3) C12 0.067(5) 0.040(4) 0.050(5) 0.010(3) -0.017(4) -0.032(4) C13 0.087(6) 0.040(4) 0.056(5) -0.005(4) -0.016(5) -0.028(4) C14 0.073(5) 0.040(4) 0.041(4) -0.009(3) -0.006(4) -0.017(4) C15 0.040(3) 0.037(3) 0.034(4) -0.006(3) -0.004(3) -0.013(3) C16 0.044(3) 0.042(4) 0.024(3) -0.002(3) -0.003(3) -0.021(3) C17 0.040(4) 0.056(5) 0.047(5) -0.012(4) 0.001(3) -0.013(3) C18 0.048(4) 0.079(6) 0.050(5) -0.021(4) 0.011(4) -0.033(4) C19 0.103(8) 0.103(8) 0.075(7) -0.020(6) 0.002(6) -0.065(7) C21 0.054(4) 0.049(4) 0.035(4) -0.011(3) -0.009(3) -0.022(3) C22 0.065(5) 0.050(4) 0.063(6) -0.021(4) -0.018(4) -0.024(4) C23 0.060(4) 0.047(4) 0.057(5) -0.009(4) -0.007(4) -0.028(4) C24 0.046(4) 0.045(4) 0.051(5) -0.005(3) -0.004(3) -0.027(3) C25 0.033(3) 0.039(3) 0.038(4) -0.002(3) -0.005(3) -0.016(3) C26 0.033(3) 0.041(3) 0.031(3) -0.007(3) 0.001(3) -0.022(3) C27 0.040(3) 0.052(4) 0.043(4) -0.009(3) -0.003(3) -0.023(3) C28 0.042(4) 0.047(4) 0.040(4) -0.013(3) 0.007(3) -0.016(3) C29 0.045(5) 0.141(10) 0.091(8) -0.062(8) 0.007(5) -0.005(6) C90 0.089(8) 0.065(7) 0.229(19) -0.038(9) -0.038(10) -0.016(6) Cl91 0.154(4) 0.164(4) 0.130(4) -0.039(3) -0.042(3) -0.029(3) Cl92 0.118(3) 0.112(3) 0.160(4) -0.011(2) -0.052(3) -0.042(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 Re1 C3 1.889(7) . ? Re1 C1 1.898(7) . ? Re1 C2 1.909(7) . ? Re1 O7 2.122(4) . ? Re1 O8 2.173(4) . ? Re1 N1 2.195(5) . ? Re2 C5 1.901(8) . ? Re2 C6 1.914(8) . ? Re2 C4 1.920(7) . ? Re2 O8 2.125(4) . ? Re2 O7 2.174(4) . ? Re2 N2 2.193(5) . ? C1 O1 1.164(8) . ? C2 O2 1.157(8) . ? C3 O3 1.160(8) . ? C4 O4 1.139(9) . ? C5 O5 1.145(9) . ? C6 O6 1.139(9) . ? N1 C15 1.329(8) . ? N1 C11 1.366(8) . ? N2 C25 1.340(8) . ? N2 C21 1.369(8) . ? O7 C16 1.420(7) . ? O8 C26 1.428(7) . ? O9 C18 1.180(10) . ? O10 C28 1.187(9) . ? C11 C12 1.361(10) . ? C12 C13 1.394(12) . ? C13 C14 1.377(11) . ? C14 C15 1.388(9) . ? C15 C16 1.515(9) . ? C16 C17 1.545(9) . ? C17 C18 1.519(11) . ? C18 C19 1.482(12) . ? C21 C22 1.365(10) . ? C22 C23 1.360(11) . ? C23 C24 1.376(10) . ? C24 C25 1.387(9) . ? C25 C26 1.501(9) . ? C26 C27 1.512(9) . ? C27 C28 1.526(10) . ? C28 C29 1.511(11) . ? C90 Cl91 1.698(14) . ? C90 Cl92 1.702(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 C3 Re1 C1 86.2(3) . . ? C3 Re1 C2 84.5(3) . . ? C1 Re1 C2 88.4(3) . . ? C3 Re1 O7 103.9(3) . . ? C1 Re1 O7 97.9(2) . . ? C2 Re1 O7 169.8(2) . . ? C3 Re1 O8 177.7(3) . . ? C1 Re1 O8 93.7(2) . . ? C2 Re1 O8 97.8(2) . . ? O7 Re1 O8 73.85(16) . . ? C3 Re1 N1 91.1(3) . . ? C1 Re1 N1 170.7(3) . . ? C2 Re1 N1 100.2(2) . . ? O7 Re1 N1 74.07(18) . . ? O8 Re1 N1 88.62(17) . . ? C5 Re2 C6 86.3(4) . . ? C5 Re2 C4 87.6(3) . . ? C6 Re2 C4 89.3(3) . . ? C5 Re2 O8 169.2(3) . . ? C6 Re2 O8 100.6(3) . . ? C4 Re2 O8 100.6(3) . . ? C5 Re2 O7 99.4(3) . . ? C6 Re2 O7 174.3(3) . . ? C4 Re2 O7 90.7(2) . . ? O8 Re2 O7 73.78(16) . . ? C5 Re2 N2 97.1(3) . . ? C6 Re2 N2 91.7(3) . . ? C4 Re2 N2 175.2(3) . . ? O8 Re2 N2 74.57(18) . . ? O7 Re2 N2 87.81(17) . . ? O1 C1 Re1 176.2(7) . . ? O2 C2 Re1 179.2(6) . . ? O3 C3 Re1 179.0(8) . . ? O4 C4 Re2 178.7(8) . . ? O5 C5 Re2 177.0(7) . . ? O6 C6 Re2 178.8(9) . . ? C15 N1 C11 118.4(6) . . ? C15 N1 Re1 115.9(4) . . ? C11 N1 Re1 125.6(4) . . ? C25 N2 C21 118.2(6) . . ? C25 N2 Re2 116.0(4) . . ? C21 N2 Re2 125.8(5) . . ? C16 O7 Re1 115.2(4) . . ? C16 O7 Re2 120.7(4) . . ? Re1 O7 Re2 104.55(17) . . ? C26 O8 Re2 115.0(3) . . ? C26 O8 Re1 118.5(4) . . ? Re2 O8 Re1 104.48(17) . . ? C12 C11 N1 122.4(7) . . ? C11 C12 C13 118.7(7) . . ? C14 C13 C12 119.4(7) . . ? C13 C14 C15 118.7(7) . . ? N1 C15 C14 122.4(7) . . ? N1 C15 C16 115.9(5) . . ? C14 C15 C16 121.7(6) . . ? O7 C16 C15 109.2(5) . . ? O7 C16 C17 109.6(5) . . ? C15 C16 C17 111.4(6) . . ? C18 C17 C16 109.8(6) . . ? O9 C18 C19 122.1(9) . . ? O9 C18 C17 121.2(8) . . ? C19 C18 C17 116.7(8) . . ? C22 C21 N2 121.8(7) . . ? C23 C22 C21 119.6(7) . . ? C22 C23 C24 119.5(7) . . ? C23 C24 C25 119.2(7) . . ? N2 C25 C24 121.5(6) . . ? N2 C25 C26 115.8(5) . . ? C24 C25 C26 122.6(6) . . ? O8 C26 C25 110.2(5) . . ? O8 C26 C27 112.2(5) . . ? C25 C26 C27 111.3(5) . . ? C26 C27 C28 113.3(6) . . ? O10 C28 C29 120.6(7) . . ? O10 C28 C27 122.9(6) . . ? C29 C28 C27 116.4(7) . . ? Cl91 C90 Cl92 115.8(7) . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 2.021 _refine_diff_density_min -1.218 _refine_diff_density_rms 0.186 #===END data_Compound_6a_rgreni _database_code_depnum_ccdc_archive 'CCDC 838008' #TrackingRef '- C1CC14799D_ccdc_838006_838010_pH_driven_dynamic_REVISED.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H26 F3 N O8 P Re S' _chemical_formula_weight 846.76 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' 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.435(5) _cell_length_b 10.745(5) _cell_length_c 17.496(9) _cell_angle_alpha 72.785(8) _cell_angle_beta 89.968(8) _cell_angle_gamma 63.120(7) _cell_volume 1650.6(14) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1004 _cell_measurement_theta_min 2.861 _cell_measurement_theta_max 25.204 _exptl_crystal_description PRISM _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.704 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 832 _exptl_absorpt_coefficient_mu 3.859 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.629919 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 13346 _diffrn_reflns_av_R_equivalents 0.0251 _diffrn_reflns_av_sigmaI/netI 0.0323 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.23 _diffrn_reflns_theta_max 25.37 _reflns_number_total 5998 _reflns_number_gt 5363 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution ; M. C. Burla, M. Camalli, B. Carrozzini, G. L. Cascarano, C. Giacovazzo, G. Polidori and R. Spagna. J. Appl. Cryst. (2003). 36, 1103.' ; _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^)+(0.0398P)^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 5998 _refine_ls_number_parameters 419 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0294 _refine_ls_R_factor_gt 0.0240 _refine_ls_wR_factor_ref 0.0682 _refine_ls_wR_factor_gt 0.0579 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 0.321724(16) 0.447039(15) 0.280304(9) 0.03549(7) Uani 1 1 d . . . P1 P 0.19366(11) 0.67579(11) 0.15884(6) 0.0356(2) Uani 1 1 d . . . N1 N 0.3838(3) 0.5575(3) 0.34739(19) 0.0347(7) Uani 1 1 d . . . C1 C 0.2494(5) 0.3549(5) 0.2246(3) 0.0520(11) Uani 1 1 d . . . O1 O 0.2120(5) 0.2987(4) 0.1914(2) 0.0848(12) Uani 1 1 d . . . C2 C 0.4087(5) 0.2625(5) 0.3714(3) 0.0541(12) Uani 1 1 d . . . O2 O 0.4596(5) 0.1518(4) 0.4218(2) 0.0904(13) Uani 1 1 d . . . C3 C 0.4926(5) 0.3764(5) 0.2329(3) 0.0545(12) Uani 1 1 d . . . O3 O 0.5997(4) 0.3327(5) 0.2063(3) 0.0877(13) Uani 1 1 d . . . O4 O 0.1406(3) 0.5435(3) 0.34272(16) 0.0360(6) Uani 1 1 d G . . H4 H 0.0861 0.4934 0.3647 0.043 Uiso 1 1 d G . . O5 O -0.1191(4) 0.6267(4) 0.4195(2) 0.0628(9) Uani 1 1 d . . . C11 C 0.5110(4) 0.5642(5) 0.3432(3) 0.0457(10) Uani 1 1 d . . . H11 H 0.5746 0.5178 0.3113 0.055 Uiso 1 1 calc R . . C12 C 0.5492(5) 0.6364(5) 0.3840(3) 0.0533(11) Uani 1 1 d . . . H12 H 0.6361 0.6404 0.3794 0.064 Uiso 1 1 calc R . . C13 C 0.4556(5) 0.7027(5) 0.4320(3) 0.0540(12) Uani 1 1 d . . . H13 H 0.4786 0.7528 0.4601 0.065 Uiso 1 1 calc R . . C14 C 0.3278(5) 0.6949(5) 0.4382(3) 0.0445(10) Uani 1 1 d . . . H14 H 0.2643 0.7396 0.4707 0.053 Uiso 1 1 calc R . . C15 C 0.2940(4) 0.6203(4) 0.3960(2) 0.0340(8) Uani 1 1 d . . . C16 C 0.1568(4) 0.6054(4) 0.4029(2) 0.0362(8) Uani 1 1 d . . . H16 H 0.1670 0.5371 0.4569 0.043 Uiso 1 1 calc R . . C17 C 0.0230(4) 0.7515(4) 0.3910(3) 0.0434(10) Uani 1 1 d . . . H17A H 0.0059 0.8147 0.3353 0.052 Uiso 1 1 calc R . . H17B H 0.0417 0.7992 0.4256 0.052 Uiso 1 1 calc R . . C18 C -0.1132(4) 0.7390(5) 0.4092(3) 0.0445(10) Uani 1 1 d . . . C19 C -0.2424(6) 0.8773(6) 0.4110(4) 0.0758(16) Uani 1 1 d . . . H19A H -0.2327 0.8906 0.4622 0.114 Uiso 1 1 calc R . . H19B H -0.3293 0.8696 0.4037 0.114 Uiso 1 1 calc R . . H19C H -0.2478 0.9606 0.3682 0.114 Uiso 1 1 calc R . . C21 C 0.0037(4) 0.7912(4) 0.1668(2) 0.0409(9) Uani 1 1 d . . . C22 C -0.0837(5) 0.7239(5) 0.1898(3) 0.0492(11) Uani 1 1 d . . . H22 H -0.0463 0.6233 0.1985 0.059 Uiso 1 1 calc R . . C23 C -0.2247(5) 0.8053(7) 0.1996(3) 0.0633(14) Uani 1 1 d . . . H23 H -0.2831 0.7602 0.2141 0.076 Uiso 1 1 calc R . . C24 C -0.2801(5) 0.9549(7) 0.1877(3) 0.0712(15) Uani 1 1 d . . . H24 H -0.3752 1.0097 0.1952 0.085 Uiso 1 1 calc R . . C25 C -0.1960(5) 1.0217(6) 0.1652(3) 0.0630(13) Uani 1 1 d . . . H25 H -0.2338 1.1220 0.1575 0.076 Uiso 1 1 calc R . . C26 C -0.0545(5) 0.9420(5) 0.1537(3) 0.0470(10) Uani 1 1 d . . . H26 H 0.0017 0.9890 0.1372 0.056 Uiso 1 1 calc R . . C31 C 0.2671(4) 0.8056(4) 0.1333(2) 0.0392(9) Uani 1 1 d . . . C32 C 0.2866(5) 0.8623(4) 0.1920(3) 0.0461(10) Uani 1 1 d . . . H32 H 0.2671 0.8288 0.2438 0.055 Uiso 1 1 calc R . . C33 C 0.3344(6) 0.9675(5) 0.1746(3) 0.0617(13) Uani 1 1 d . . . H33 H 0.3484 1.0032 0.2145 0.074 Uiso 1 1 calc R . . C34 C 0.3609(6) 1.0186(6) 0.0968(4) 0.0679(15) Uani 1 1 d . . . H34 H 0.3906 1.0910 0.0840 0.081 Uiso 1 1 calc R . . C35 C 0.3437(6) 0.9632(6) 0.0388(3) 0.0722(16) Uani 1 1 d . . . H35 H 0.3634 0.9969 -0.0129 0.087 Uiso 1 1 calc R . . C36 C 0.2971(5) 0.8574(6) 0.0564(3) 0.0586(12) Uani 1 1 d . . . H36 H 0.2858 0.8207 0.0165 0.070 Uiso 1 1 calc R . . C41 C 0.1815(5) 0.6362(5) 0.0651(2) 0.0436(10) Uani 1 1 d . . . C42 C 0.3031(6) 0.5345(6) 0.0458(3) 0.0705(15) Uani 1 1 d . . . H42 H 0.3913 0.4857 0.0804 0.085 Uiso 1 1 calc R . . C43 C 0.2948(7) 0.5039(7) -0.0258(3) 0.0859(19) Uani 1 1 d . . . H43 H 0.3774 0.4337 -0.0380 0.103 Uiso 1 1 calc R . . C44 C 0.1679(8) 0.5752(7) -0.0778(3) 0.0822(18) Uani 1 1 d . . . H44 H 0.1633 0.5541 -0.1253 0.099 Uiso 1 1 calc R . . C45 C 0.0471(7) 0.6781(7) -0.0597(3) 0.0831(18) Uani 1 1 d . . . H45 H -0.0399 0.7284 -0.0954 0.100 Uiso 1 1 calc R . . C46 C 0.0530(6) 0.7083(6) 0.0118(3) 0.0640(13) Uani 1 1 d . . . H46 H -0.0304 0.7778 0.0238 0.077 Uiso 1 1 calc R . . C51 C 0.0117(10) 0.1462(8) 0.3474(5) 0.097(2) Uani 1 1 d . . . F51 F 0.0790(5) 0.0430(4) 0.4175(4) 0.1412(19) Uani 1 1 d . . . F52 F 0.0902(11) 0.1256(7) 0.2967(5) 0.283(6) Uani 1 1 d . . . F53 F -0.0986(7) 0.1226(5) 0.3301(4) 0.174(3) Uani 1 1 d . . . S51 S -0.05967(13) 0.32801(12) 0.35753(7) 0.0480(3) Uani 1 1 d . . . O51 O 0.0684(4) 0.3316(4) 0.3809(3) 0.0902(14) Uani 1 1 d . . . O52 O -0.1372(6) 0.4281(4) 0.2806(2) 0.1118(17) Uani 1 1 d . . . O53 O -0.1456(5) 0.3219(5) 0.4189(3) 0.0946(14) 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 Re1 0.03675(10) 0.03165(9) 0.03642(10) -0.01572(7) 0.00678(6) -0.01211(7) P1 0.0369(5) 0.0379(5) 0.0335(5) -0.0135(4) 0.0059(4) -0.0178(4) N1 0.0282(16) 0.0385(17) 0.0362(18) -0.0134(14) 0.0046(13) -0.0141(14) C1 0.067(3) 0.042(2) 0.051(3) -0.019(2) 0.015(2) -0.026(2) O1 0.127(4) 0.082(3) 0.087(3) -0.051(2) 0.018(2) -0.069(3) C2 0.059(3) 0.043(3) 0.051(3) -0.022(2) 0.012(2) -0.012(2) O2 0.105(3) 0.044(2) 0.069(3) 0.0001(19) 0.005(2) -0.004(2) C3 0.053(3) 0.053(3) 0.049(3) -0.026(2) 0.004(2) -0.013(2) O3 0.055(2) 0.106(3) 0.086(3) -0.053(2) 0.029(2) -0.012(2) O4 0.0355(14) 0.0376(14) 0.0427(16) -0.0195(12) 0.0098(12) -0.0198(12) O5 0.0553(19) 0.058(2) 0.089(3) -0.0275(18) 0.0211(18) -0.0363(17) C11 0.034(2) 0.056(3) 0.047(3) -0.020(2) 0.0092(18) -0.019(2) C12 0.038(2) 0.071(3) 0.061(3) -0.023(2) 0.007(2) -0.033(2) C13 0.060(3) 0.067(3) 0.053(3) -0.026(2) 0.005(2) -0.041(3) C14 0.049(2) 0.051(2) 0.043(2) -0.023(2) 0.0118(19) -0.027(2) C15 0.036(2) 0.0356(19) 0.0284(19) -0.0088(16) 0.0033(16) -0.0161(17) C16 0.037(2) 0.039(2) 0.039(2) -0.0183(17) 0.0122(17) -0.0205(17) C17 0.041(2) 0.043(2) 0.052(3) -0.0226(19) 0.0132(19) -0.0204(19) C18 0.041(2) 0.052(3) 0.047(3) -0.023(2) 0.0125(19) -0.023(2) C19 0.052(3) 0.068(3) 0.103(5) -0.038(3) 0.032(3) -0.019(3) C21 0.034(2) 0.046(2) 0.036(2) -0.0118(18) 0.0001(17) -0.0142(18) C22 0.044(2) 0.051(3) 0.048(3) -0.009(2) 0.001(2) -0.023(2) C23 0.040(3) 0.090(4) 0.054(3) -0.011(3) 0.003(2) -0.034(3) C24 0.037(3) 0.089(4) 0.062(3) -0.025(3) 0.005(2) -0.008(3) C25 0.056(3) 0.054(3) 0.063(3) -0.026(2) 0.005(2) -0.010(2) C26 0.045(2) 0.046(2) 0.044(2) -0.0139(19) 0.0039(19) -0.017(2) C31 0.036(2) 0.041(2) 0.039(2) -0.0101(17) 0.0051(17) -0.0178(18) C32 0.054(3) 0.043(2) 0.045(2) -0.0137(19) 0.007(2) -0.027(2) C33 0.067(3) 0.058(3) 0.066(3) -0.019(2) 0.004(3) -0.035(3) C34 0.063(3) 0.068(3) 0.081(4) -0.012(3) 0.014(3) -0.045(3) C35 0.086(4) 0.092(4) 0.056(3) -0.012(3) 0.020(3) -0.064(4) C36 0.070(3) 0.077(3) 0.045(3) -0.020(2) 0.017(2) -0.048(3) C41 0.053(3) 0.050(2) 0.033(2) -0.0154(19) 0.0065(19) -0.027(2) C42 0.062(3) 0.096(4) 0.045(3) -0.035(3) 0.009(2) -0.023(3) C43 0.087(4) 0.108(5) 0.057(3) -0.049(3) 0.022(3) -0.028(4) C44 0.109(5) 0.107(5) 0.054(3) -0.049(3) 0.013(3) -0.057(4) C45 0.084(4) 0.110(5) 0.056(3) -0.036(3) -0.011(3) -0.041(4) C46 0.064(3) 0.076(3) 0.053(3) -0.031(3) -0.001(2) -0.027(3) C51 0.149(7) 0.071(4) 0.115(6) -0.049(4) 0.062(5) -0.076(5) F51 0.151(4) 0.050(2) 0.188(5) -0.025(3) -0.019(4) -0.029(2) F52 0.465(13) 0.163(5) 0.363(10) -0.207(7) 0.335(11) -0.192(7) F53 0.248(7) 0.111(4) 0.200(6) -0.045(4) -0.041(5) -0.119(4) S51 0.0584(7) 0.0451(6) 0.0530(7) -0.0204(5) 0.0190(5) -0.0322(5) O51 0.061(2) 0.057(2) 0.169(4) -0.045(3) 0.014(2) -0.0361(19) O52 0.196(5) 0.079(3) 0.062(3) -0.003(2) -0.010(3) -0.079(3) O53 0.102(3) 0.092(3) 0.102(3) -0.034(2) 0.062(3) -0.055(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 C3 1.895(5) . ? Re1 C1 1.935(5) . ? Re1 C2 1.949(5) . ? Re1 N1 2.174(3) . ? Re1 O4 2.176(3) . ? Re1 P1 2.5068(14) . ? P1 C31 1.825(4) . ? P1 C41 1.830(4) . ? P1 C21 1.835(4) . ? N1 C15 1.351(5) . ? N1 C11 1.362(5) . ? C1 O1 1.129(5) . ? C2 O2 1.133(5) . ? C3 O3 1.158(6) . ? O4 C16 1.449(4) . ? O4 H4 0.9569 . ? O5 C18 1.196(5) . ? C11 C12 1.370(6) . ? C11 H11 0.9300 . ? C12 C13 1.375(6) . ? C12 H12 0.9300 . ? C13 C14 1.376(6) . ? C13 H13 0.9300 . ? C14 C15 1.385(5) . ? C14 H14 0.9300 . ? C15 C16 1.512(5) . ? C16 C17 1.510(5) . ? C16 H16 0.9800 . ? C17 C18 1.512(6) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.497(6) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C21 C26 1.392(6) . ? C21 C22 1.392(6) . ? C22 C23 1.373(7) . ? C22 H22 0.9300 . ? C23 C24 1.387(8) . ? C23 H23 0.9300 . ? C24 C25 1.357(8) . ? C24 H24 0.9300 . ? C25 C26 1.383(6) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C31 C36 1.390(6) . ? C31 C32 1.396(6) . ? C32 C33 1.388(6) . ? C32 H32 0.9300 . ? C33 C34 1.388(7) . ? C33 H33 0.9300 . ? C34 C35 1.367(8) . ? C34 H34 0.9300 . ? C35 C36 1.383(7) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C41 C42 1.372(6) . ? C41 C46 1.379(6) . ? C42 C43 1.397(7) . ? C42 H42 0.9300 . ? C43 C44 1.357(8) . ? C43 H43 0.9300 . ? C44 C45 1.363(8) . ? C44 H44 0.9300 . ? C45 C46 1.390(7) . ? C45 H45 0.9300 . ? C46 H46 0.9300 . ? C51 F52 1.208(8) . ? C51 F51 1.311(9) . ? C51 F53 1.339(9) . ? C51 S51 1.814(6) . ? S51 O53 1.404(4) . ? S51 O52 1.408(4) . ? S51 O51 1.419(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 Re1 C1 87.9(2) . . ? C3 Re1 C2 89.7(2) . . ? C1 Re1 C2 88.5(2) . . ? C3 Re1 N1 97.52(17) . . ? C1 Re1 N1 174.63(15) . . ? C2 Re1 N1 91.58(17) . . ? C3 Re1 O4 171.32(15) . . ? C1 Re1 O4 100.82(16) . . ? C2 Re1 O4 90.87(15) . . ? N1 Re1 O4 73.81(11) . . ? C3 Re1 P1 92.08(15) . . ? C1 Re1 P1 86.20(14) . . ? C2 Re1 P1 174.34(15) . . ? N1 Re1 P1 93.52(9) . . ? O4 Re1 P1 88.22(8) . . ? C31 P1 C41 103.99(19) . . ? C31 P1 C21 103.44(19) . . ? C41 P1 C21 104.00(19) . . ? C31 P1 Re1 118.17(13) . . ? C41 P1 Re1 113.11(14) . . ? C21 P1 Re1 112.66(14) . . ? C15 N1 C11 118.5(3) . . ? C15 N1 Re1 118.9(2) . . ? C11 N1 Re1 122.5(3) . . ? O1 C1 Re1 177.6(5) . . ? O2 C2 Re1 176.8(4) . . ? O3 C3 Re1 177.6(4) . . ? C16 O4 Re1 119.9(2) . . ? C16 O4 H4 104.8 . . ? Re1 O4 H4 121.1 . . ? N1 C11 C12 122.7(4) . . ? N1 C11 H11 118.6 . . ? C12 C11 H11 118.6 . . ? C11 C12 C13 118.2(4) . . ? C11 C12 H12 120.9 . . ? C13 C12 H12 120.9 . . ? C12 C13 C14 120.0(4) . . ? C12 C13 H13 120.0 . . ? C14 C13 H13 120.0 . . ? C13 C14 C15 119.7(4) . . ? C13 C14 H14 120.1 . . ? C15 C14 H14 120.1 . . ? N1 C15 C14 120.8(3) . . ? N1 C15 C16 117.7(3) . . ? C14 C15 C16 121.5(3) . . ? O4 C16 C17 109.7(3) . . ? O4 C16 C15 108.4(3) . . ? C17 C16 C15 112.5(3) . . ? O4 C16 H16 108.7 . . ? C17 C16 H16 108.7 . . ? C15 C16 H16 108.7 . . ? C16 C17 C18 114.3(3) . . ? C16 C17 H17A 108.7 . . ? C18 C17 H17A 108.7 . . ? C16 C17 H17B 108.7 . . ? C18 C17 H17B 108.7 . . ? H17A C17 H17B 107.6 . . ? O5 C18 C19 121.8(4) . . ? O5 C18 C17 122.2(4) . . ? C19 C18 C17 116.0(4) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C26 C21 C22 118.9(4) . . ? C26 C21 P1 122.5(3) . . ? C22 C21 P1 118.6(3) . . ? C23 C22 C21 120.4(5) . . ? C23 C22 H22 119.8 . . ? C21 C22 H22 119.8 . . ? C22 C23 C24 119.9(5) . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 120.0 . . ? C25 C24 C23 120.2(5) . . ? C25 C24 H24 119.9 . . ? C23 C24 H24 119.9 . . ? C24 C25 C26 120.6(5) . . ? C24 C25 H25 119.7 . . ? C26 C25 H25 119.7 . . ? C25 C26 C21 119.9(4) . . ? C25 C26 H26 120.0 . . ? C21 C26 H26 120.0 . . ? C36 C31 C32 118.1(4) . . ? C36 C31 P1 122.9(3) . . ? C32 C31 P1 118.9(3) . . ? C33 C32 C31 121.4(4) . . ? C33 C32 H32 119.3 . . ? C31 C32 H32 119.3 . . ? C32 C33 C34 118.9(5) . . ? C32 C33 H33 120.5 . . ? C34 C33 H33 120.5 . . ? C35 C34 C33 120.4(5) . . ? C35 C34 H34 119.8 . . ? C33 C34 H34 119.8 . . ? C34 C35 C36 120.6(5) . . ? C34 C35 H35 119.7 . . ? C36 C35 H35 119.7 . . ? C35 C36 C31 120.6(5) . . ? C35 C36 H36 119.7 . . ? C31 C36 H36 119.7 . . ? C42 C41 C46 118.4(4) . . ? C42 C41 P1 119.9(3) . . ? C46 C41 P1 121.7(4) . . ? C41 C42 C43 120.2(5) . . ? C41 C42 H42 119.9 . . ? C43 C42 H42 119.9 . . ? C44 C43 C42 121.0(6) . . ? C44 C43 H43 119.5 . . ? C42 C43 H43 119.5 . . ? C43 C44 C45 119.2(5) . . ? C43 C44 H44 120.4 . . ? C45 C44 H44 120.4 . . ? C44 C45 C46 120.5(5) . . ? C44 C45 H45 119.7 . . ? C46 C45 H45 119.7 . . ? C41 C46 C45 120.6(5) . . ? C41 C46 H46 119.7 . . ? C45 C46 H46 119.7 . . ? F52 C51 F51 109.9(9) . . ? F52 C51 F53 108.3(8) . . ? F51 C51 F53 103.0(5) . . ? F52 C51 S51 115.0(5) . . ? F51 C51 S51 110.4(5) . . ? F53 C51 S51 109.5(6) . . ? O53 S51 O52 115.0(3) . . ? O53 S51 O51 114.1(3) . . ? O52 S51 O51 114.9(3) . . ? O53 S51 C51 103.1(3) . . ? O52 S51 C51 105.1(3) . . ? O51 S51 C51 102.5(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O4 H4 O51 0.96 1.77 2.616(4) 145.6 . _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.37 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.708 _refine_diff_density_min -0.636 _refine_diff_density_rms 0.098 #===END data_Compound_7a_rg558bm _database_code_depnum_ccdc_archive 'CCDC 838009' #TrackingRef '- C1CC14799D_ccdc_838006_838010_pH_driven_dynamic_REVISED.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H28 Cl2 F3 N O8 P Re S' _chemical_formula_weight 931.68 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' S S 0.1246 0.1234 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.0976(19) _cell_length_b 11.2626(14) _cell_length_c 19.588(2) _cell_angle_alpha 90.00 _cell_angle_beta 96.309(2) _cell_angle_gamma 90.00 _cell_volume 3529.7(7) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 971 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 20.18 _exptl_crystal_description BLOCK _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.753 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1832 _exptl_absorpt_coefficient_mu 3.764 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.753971 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 29542 _diffrn_reflns_av_R_equivalents 0.0932 _diffrn_reflns_av_sigmaI/netI 0.0817 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.27 _diffrn_reflns_theta_max 26.02 _reflns_number_total 6948 _reflns_number_gt 4292 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution ; M. C. Burla, M. Camalli, B. Carrozzini, G. L. Cascarano, C. Giacovazzo, G. Polidori and R. Spagna. J. Appl. Cryst. (2003). 36, 1103.' ; _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^)+(0.0741P)^2^+3.3016P] 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 6948 _refine_ls_number_parameters 446 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1041 _refine_ls_R_factor_gt 0.0476 _refine_ls_wR_factor_ref 0.1499 _refine_ls_wR_factor_gt 0.1130 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _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 0.31542(2) 0.92655(3) 0.523547(18) 0.03886(14) Uani 1 1 d . . . P1 P 0.26951(14) 0.7174(2) 0.50029(11) 0.0354(5) Uani 1 1 d . . . N1 N 0.2805(5) 0.9107(6) 0.6277(4) 0.0413(18) Uani 1 1 d . . . C1 C 0.3323(7) 0.9473(8) 0.4291(6) 0.054(3) Uani 1 1 d . . . O1 O 0.3429(6) 0.9629(8) 0.3725(4) 0.081(3) Uani 1 1 d . . . C2 C 0.4285(8) 0.8836(10) 0.5432(5) 0.060(3) Uani 1 1 d . . . O2 O 0.4992(5) 0.8591(9) 0.5565(5) 0.090(3) Uani 1 1 d . . . C3 C 0.3497(8) 1.0923(12) 0.5406(5) 0.067(3) Uani 1 1 d . . . O3 O 0.3770(7) 1.1856(8) 0.5473(5) 0.103(3) Uani 1 1 d . . . O4 O 0.1830(4) 0.9712(6) 0.5185(3) 0.0508(17) Uani 1 1 d G . . H4 H 0.1530 1.0177 0.4798 0.061 Uiso 1 1 d G . . O5 O 0.2303(8) 1.1840(9) 0.6295(7) 0.124(4) Uani 1 1 d . . . C11 C 0.3318(6) 0.8702(10) 0.6815(5) 0.052(2) Uani 1 1 d . . . H11 H 0.3848 0.8435 0.6741 0.062 Uiso 1 1 calc R . . C12 C 0.3091(9) 0.8670(12) 0.7462(6) 0.077(4) Uani 1 1 d . . . H12 H 0.3466 0.8396 0.7823 0.092 Uiso 1 1 calc R . . C13 C 0.2306(9) 0.9045(11) 0.7584(6) 0.069(3) Uani 1 1 d . . . H13 H 0.2150 0.9047 0.8027 0.083 Uiso 1 1 calc R . . C14 C 0.1774(8) 0.9403(10) 0.7054(6) 0.068(3) Uani 1 1 d . . . H14 H 0.1231 0.9615 0.7122 0.082 Uiso 1 1 calc R . . C15 C 0.2027(7) 0.9460(8) 0.6405(5) 0.049(2) Uani 1 1 d . . . C16 C 0.1418(7) 0.9818(11) 0.5793(6) 0.066(3) Uani 1 1 d . . . H16 H 0.0972 0.9221 0.5755 0.079 Uiso 1 1 calc R . . C17 C 0.1004(8) 1.0982(10) 0.5850(7) 0.067(3) Uani 1 1 d . . . H17A H 0.0632 1.1126 0.5435 0.080 Uiso 1 1 calc R . . H17B H 0.0668 1.0956 0.6232 0.080 Uiso 1 1 calc R . . C18 C 0.1596(11) 1.1961(16) 0.5955(8) 0.098(5) Uani 1 1 d . . . C19 C 0.1339(13) 1.3169(13) 0.5610(11) 0.156(9) Uani 1 1 d . . . H19A H 0.1634 1.3801 0.5860 0.234 Uiso 1 1 calc R . . H19B H 0.0748 1.3285 0.5612 0.234 Uiso 1 1 calc R . . H19C H 0.1475 1.3167 0.5145 0.234 Uiso 1 1 calc R . . C21 C 0.1748(6) 0.6982(8) 0.4404(4) 0.042(2) Uani 1 1 d . . . C22 C 0.1496(6) 0.7799(9) 0.3916(5) 0.045(2) Uani 1 1 d . . . H22 H 0.1792 0.8509 0.3920 0.054 Uiso 1 1 calc R . . C23 C 0.0835(7) 0.7651(11) 0.3416(5) 0.061(3) Uani 1 1 d . . . H23 H 0.0672 0.8247 0.3101 0.073 Uiso 1 1 calc R . . C24 C 0.0426(8) 0.6574(12) 0.3406(6) 0.071(3) Uani 1 1 d . . . H24 H -0.0006 0.6419 0.3062 0.086 Uiso 1 1 calc R . . C25 C 0.0643(7) 0.5739(12) 0.3890(7) 0.077(4) Uani 1 1 d . . . H25 H 0.0350 0.5028 0.3883 0.092 Uiso 1 1 calc R . . C26 C 0.1302(7) 0.5938(9) 0.4397(6) 0.062(3) Uani 1 1 d . . . H26 H 0.1442 0.5365 0.4733 0.075 Uiso 1 1 calc R . . C31 C 0.3440(6) 0.6187(9) 0.4648(5) 0.043(2) Uani 1 1 d . . . C32 C 0.4105(6) 0.6613(9) 0.4340(5) 0.050(3) Uani 1 1 d . . . H32 H 0.4189 0.7429 0.4324 0.060 Uiso 1 1 calc R . . C33 C 0.4653(7) 0.5867(11) 0.4054(6) 0.068(3) Uani 1 1 d . . . H33 H 0.5113 0.6173 0.3864 0.082 Uiso 1 1 calc R . . C34 C 0.4510(8) 0.4685(12) 0.4053(7) 0.075(4) Uani 1 1 d . . . H34 H 0.4871 0.4175 0.3857 0.090 Uiso 1 1 calc R . . C35 C 0.3843(7) 0.4232(11) 0.4337(7) 0.073(3) Uani 1 1 d . . . H35 H 0.3750 0.3417 0.4332 0.087 Uiso 1 1 calc R . . C36 C 0.3307(7) 0.4974(10) 0.4631(6) 0.064(3) Uani 1 1 d . . . H36 H 0.2850 0.4659 0.4820 0.077 Uiso 1 1 calc R . . C41 C 0.2448(5) 0.6439(8) 0.5786(5) 0.040(2) Uani 1 1 d . . . C42 C 0.3066(7) 0.5854(10) 0.6201(6) 0.063(3) Uani 1 1 d . . . H42 H 0.3595 0.5749 0.6061 0.076 Uiso 1 1 calc R . . C43 C 0.2875(10) 0.5414(11) 0.6847(6) 0.086(4) Uani 1 1 d . . . H43 H 0.3279 0.5004 0.7130 0.103 Uiso 1 1 calc R . . C44 C 0.2115(10) 0.5588(12) 0.7050(6) 0.082(4) Uani 1 1 d . . . H44 H 0.2001 0.5309 0.7476 0.099 Uiso 1 1 calc R . . C45 C 0.1510(9) 0.6167(11) 0.6639(6) 0.073(3) Uani 1 1 d . . . H45 H 0.0984 0.6276 0.6784 0.088 Uiso 1 1 calc R . . C46 C 0.1676(6) 0.6591(9) 0.6013(5) 0.050(3) Uani 1 1 d . . . H46 H 0.1259 0.6988 0.5736 0.060 Uiso 1 1 calc R . . S51 S 0.0858(2) 1.1501(3) 0.36605(17) 0.0741(9) Uani 1 1 d . . . O51 O 0.1461(8) 1.1050(11) 0.4161(6) 0.135(4) Uani 1 1 d . . . O52 O 0.0268(7) 1.2198(12) 0.3937(8) 0.167(6) Uani 1 1 d . . . O53 O 0.0589(10) 1.0652(10) 0.3150(6) 0.159(6) Uani 1 1 d . . . C51 C 0.1449(12) 1.2532(15) 0.3227(9) 0.099(5) Uani 1 1 d . . . F51 F 0.1818(6) 1.3326(9) 0.3599(5) 0.136(4) Uani 1 1 d . . . F52 F 0.0922(9) 1.3132(10) 0.2772(6) 0.192(6) Uani 1 1 d . . . F53 F 0.1979(11) 1.2052(12) 0.2907(8) 0.227(9) Uani 1 1 d . . . C95 C 0.6010(11) 0.8168(17) 0.2699(9) 0.133(7) Uani 1 1 d . . . H95A H 0.6336 0.8725 0.2461 0.160 Uiso 1 1 calc R . . H95B H 0.6352 0.7899 0.3109 0.160 Uiso 1 1 calc R . . Cl1 Cl 0.5734(4) 0.6979(5) 0.2176(3) 0.156(2) Uani 1 1 d . . . Cl2 Cl 0.5109(4) 0.8874(6) 0.2932(4) 0.164(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Re1 0.0419(2) 0.0417(2) 0.0337(2) 0.00170(19) 0.00744(14) -0.00365(19) P1 0.0326(12) 0.0384(13) 0.0348(12) 0.0014(10) 0.0023(9) -0.0016(10) N1 0.049(5) 0.044(5) 0.031(4) -0.004(3) 0.004(3) -0.002(4) C1 0.058(7) 0.042(6) 0.063(7) -0.001(5) 0.016(5) -0.002(5) O1 0.102(7) 0.108(7) 0.038(4) 0.007(4) 0.032(4) -0.006(5) C2 0.085(9) 0.057(7) 0.041(6) -0.008(5) 0.019(6) -0.023(6) O2 0.039(5) 0.132(8) 0.098(7) -0.013(6) 0.002(4) -0.003(5) C3 0.073(8) 0.094(10) 0.038(6) -0.008(6) 0.020(5) -0.014(7) O3 0.130(9) 0.057(6) 0.127(8) -0.026(6) 0.040(7) -0.048(6) O4 0.058(4) 0.054(4) 0.041(4) 0.008(3) 0.010(3) 0.015(3) O5 0.129(10) 0.076(7) 0.165(12) 0.000(7) 0.003(9) -0.014(7) C11 0.046(6) 0.066(7) 0.042(6) 0.002(5) -0.001(5) -0.002(5) C12 0.099(11) 0.085(9) 0.044(7) 0.020(6) -0.005(7) -0.013(8) C13 0.090(9) 0.083(9) 0.038(6) 0.010(6) 0.020(6) -0.004(7) C14 0.088(9) 0.069(8) 0.053(7) 0.003(6) 0.034(6) -0.002(7) C15 0.063(7) 0.046(6) 0.040(5) -0.001(4) 0.012(5) -0.001(5) C16 0.063(7) 0.071(8) 0.065(8) 0.011(6) 0.018(6) 0.019(6) C17 0.060(8) 0.066(8) 0.075(8) -0.008(6) 0.013(6) 0.012(6) C18 0.091(12) 0.123(14) 0.081(10) -0.021(9) 0.011(9) 0.046(11) C19 0.21(2) 0.058(10) 0.21(2) 0.041(12) 0.065(18) 0.027(12) C21 0.041(5) 0.051(6) 0.033(5) 0.001(4) 0.000(4) 0.004(4) C22 0.047(6) 0.047(6) 0.043(5) -0.003(5) 0.009(4) 0.003(5) C23 0.066(7) 0.071(8) 0.042(6) 0.000(6) -0.003(5) 0.011(6) C24 0.067(8) 0.078(9) 0.061(8) -0.011(7) -0.028(6) 0.009(7) C25 0.061(8) 0.079(9) 0.086(9) -0.016(8) -0.014(7) -0.018(7) C26 0.061(7) 0.052(7) 0.068(7) 0.006(5) -0.015(6) -0.016(5) C31 0.038(5) 0.047(6) 0.042(5) -0.001(4) -0.003(4) 0.004(4) C32 0.058(7) 0.048(6) 0.046(6) 0.003(5) 0.008(5) 0.007(5) C33 0.057(7) 0.077(9) 0.073(8) -0.015(7) 0.017(6) 0.005(6) C34 0.070(9) 0.071(9) 0.083(9) -0.020(7) 0.008(7) 0.021(7) C35 0.066(8) 0.056(7) 0.098(10) -0.017(7) 0.016(7) -0.002(6) C36 0.062(7) 0.054(7) 0.079(8) -0.003(6) 0.023(6) 0.008(6) C41 0.035(5) 0.044(5) 0.040(5) 0.002(4) 0.005(4) -0.002(4) C42 0.056(7) 0.075(8) 0.055(7) 0.012(6) -0.007(5) 0.004(6) C43 0.115(12) 0.081(10) 0.057(8) 0.032(7) -0.013(8) 0.000(8) C44 0.119(12) 0.084(10) 0.050(7) 0.010(7) 0.035(8) -0.024(9) C45 0.087(9) 0.073(8) 0.063(8) 0.002(7) 0.025(7) -0.013(7) C46 0.052(6) 0.052(6) 0.049(6) 0.002(5) 0.017(5) -0.004(5) S51 0.074(2) 0.077(2) 0.068(2) 0.0247(18) -0.0067(17) 0.0051(18) O51 0.143(10) 0.166(11) 0.092(8) 0.064(7) -0.008(7) 0.051(8) O52 0.094(9) 0.159(12) 0.258(17) 0.016(11) 0.066(10) 0.042(8) O53 0.242(16) 0.114(9) 0.110(9) -0.004(8) -0.024(10) -0.084(10) C51 0.118(14) 0.085(12) 0.092(11) -0.004(10) -0.006(10) -0.013(10) F51 0.144(9) 0.105(7) 0.154(9) -0.021(7) -0.013(7) -0.046(6) F52 0.252(15) 0.137(10) 0.165(11) 0.086(9) -0.071(11) -0.063(10) F53 0.305(19) 0.161(12) 0.256(16) -0.068(12) 0.217(16) -0.084(12) C95 0.113(14) 0.154(17) 0.129(15) -0.038(13) -0.003(11) 0.000(12) Cl1 0.167(5) 0.119(4) 0.170(5) -0.032(4) -0.040(4) 0.012(3) Cl2 0.133(4) 0.161(5) 0.200(6) -0.017(4) 0.032(4) 0.014(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 C2 1.883(14) . ? Re1 C1 1.913(11) . ? Re1 C3 1.965(14) . ? Re1 O4 2.182(7) . ? Re1 N1 2.183(7) . ? Re1 P1 2.495(2) . ? P1 C41 1.826(9) . ? P1 C31 1.827(10) . ? P1 C21 1.832(9) . ? N1 C11 1.344(12) . ? N1 C15 1.363(12) . ? C1 O1 1.154(12) . ? C2 O2 1.172(14) . ? C3 O3 1.141(13) . ? O4 C16 1.429(12) . ? O5 C18 1.261(17) . ? C11 C12 1.358(14) . ? C12 C13 1.379(17) . ? C13 C14 1.333(16) . ? C14 C15 1.379(14) . ? C15 C16 1.519(14) . ? C16 C17 1.480(14) . ? C17 C18 1.46(2) . ? C18 C19 1.55(2) . ? C21 C22 1.356(12) . ? C21 C26 1.377(13) . ? C22 C23 1.375(13) . ? C23 C24 1.380(16) . ? C24 C25 1.354(16) . ? C25 C26 1.390(15) . ? C31 C32 1.372(13) . ? C31 C36 1.382(14) . ? C32 C33 1.382(14) . ? C33 C34 1.351(16) . ? C34 C35 1.362(17) . ? C35 C36 1.372(14) . ? C41 C46 1.376(12) . ? C41 C42 1.380(13) . ? C42 C43 1.424(17) . ? C43 C44 1.340(19) . ? C44 C45 1.360(18) . ? C45 C46 1.370(14) . ? S51 O52 1.387(12) . ? S51 O51 1.397(10) . ? S51 O53 1.416(11) . ? S51 C51 1.775(17) . ? C51 F53 1.238(19) . ? C51 F51 1.260(16) . ? C51 F52 1.345(18) . ? C95 Cl1 1.715(17) . ? C95 Cl2 1.757(17) . ? 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 89.5(4) . . ? C2 Re1 C3 87.8(5) . . ? C1 Re1 C3 88.9(4) . . ? C2 Re1 O4 170.7(3) . . ? C1 Re1 O4 99.8(4) . . ? C3 Re1 O4 92.5(4) . . ? C2 Re1 N1 97.5(4) . . ? C1 Re1 N1 172.9(4) . . ? C3 Re1 N1 90.9(3) . . ? O4 Re1 N1 73.2(3) . . ? C2 Re1 P1 93.2(3) . . ? C1 Re1 P1 90.5(3) . . ? C3 Re1 P1 178.9(4) . . ? O4 Re1 P1 86.60(19) . . ? N1 Re1 P1 89.5(2) . . ? C41 P1 C31 104.8(4) . . ? C41 P1 C21 104.0(4) . . ? C31 P1 C21 102.7(4) . . ? C41 P1 Re1 111.2(3) . . ? C31 P1 Re1 116.8(3) . . ? C21 P1 Re1 116.0(3) . . ? C11 N1 C15 116.9(8) . . ? C11 N1 Re1 124.1(6) . . ? C15 N1 Re1 118.9(6) . . ? O1 C1 Re1 178.3(9) . . ? O2 C2 Re1 178.4(10) . . ? O3 C3 Re1 172.7(11) . . ? C16 O4 Re1 121.5(6) . . ? N1 C11 C12 122.3(10) . . ? C11 C12 C13 120.0(11) . . ? C14 C13 C12 118.7(10) . . ? C13 C14 C15 120.1(12) . . ? N1 C15 C14 121.8(10) . . ? N1 C15 C16 117.4(8) . . ? C14 C15 C16 120.6(10) . . ? O4 C16 C17 113.0(9) . . ? O4 C16 C15 108.5(8) . . ? C17 C16 C15 115.6(10) . . ? C18 C17 C16 112.9(11) . . ? O5 C18 C17 122.0(15) . . ? O5 C18 C19 120.4(18) . . ? C17 C18 C19 117.6(14) . . ? C22 C21 C26 117.3(9) . . ? C22 C21 P1 122.2(7) . . ? C26 C21 P1 120.2(7) . . ? C21 C22 C23 124.5(10) . . ? C22 C23 C24 116.6(11) . . ? C25 C24 C23 120.9(11) . . ? C24 C25 C26 120.5(11) . . ? C21 C26 C25 120.0(11) . . ? C32 C31 C36 117.5(9) . . ? C32 C31 P1 122.0(8) . . ? C36 C31 P1 120.3(8) . . ? C31 C32 C33 122.0(10) . . ? C34 C33 C32 118.8(11) . . ? C33 C34 C35 120.8(12) . . ? C34 C35 C36 120.2(12) . . ? C35 C36 C31 120.6(11) . . ? C46 C41 C42 119.2(9) . . ? C46 C41 P1 120.2(7) . . ? C42 C41 P1 120.1(8) . . ? C41 C42 C43 118.4(11) . . ? C44 C43 C42 120.4(12) . . ? C43 C44 C45 120.9(12) . . ? C44 C45 C46 119.9(12) . . ? C45 C46 C41 121.2(11) . . ? O52 S51 O51 112.6(9) . . ? O52 S51 O53 119.2(10) . . ? O51 S51 O53 112.6(8) . . ? O52 S51 C51 104.0(9) . . ? O51 S51 C51 101.9(8) . . ? O53 S51 C51 104.1(8) . . ? F53 C51 F51 107.2(17) . . ? F53 C51 F52 107.6(17) . . ? F51 C51 F52 104.4(15) . . ? F53 C51 S51 113.1(13) . . ? F51 C51 S51 115.6(13) . . ? F52 C51 S51 108.3(13) . . ? Cl1 C95 Cl2 110.0(10) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.200 _refine_diff_density_min -1.034 _refine_diff_density_rms 0.170 #===END data_Compound_7b_rg555cm _database_code_depnum_ccdc_archive 'CCDC 838010' #TrackingRef '- C1CC14799D_ccdc_838006_838010_pH_driven_dynamic_REVISED.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22.50 H21 Cl F3 N2 O8 Re S' _chemical_formula_weight 758.12 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' 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 21.040(13) _cell_length_b 19.262(12) _cell_length_c 14.903(9) _cell_angle_alpha 90.00 _cell_angle_beta 109.330(8) _cell_angle_gamma 90.00 _cell_volume 5699(6) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 982 _cell_measurement_theta_min 2.897 _cell_measurement_theta_max 24.698 _exptl_crystal_description PRISM _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.767 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2952 _exptl_absorpt_coefficient_mu 4.497 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.454460 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27620 _diffrn_reflns_av_R_equivalents 0.0480 _diffrn_reflns_av_sigmaI/netI 0.0458 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 28.24 _reflns_number_total 6995 _reflns_number_gt 4509 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution ; M. C. Burla, M. Camalli, B. Carrozzini, G. L. Cascarano, C. Giacovazzo, G. Polidori and R. Spagna. J. Appl. Cryst. (2003). 36, 1103.' ; _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^)+(0.0413P)^2^+7.7553P] 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 6995 _refine_ls_number_parameters 355 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0724 _refine_ls_R_factor_gt 0.0341 _refine_ls_wR_factor_ref 0.0983 _refine_ls_wR_factor_gt 0.0783 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _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 Re1 Re 0.114609(9) 0.123708(11) 0.165831(14) 0.04839(8) Uani 1 1 d . . . N1 N 0.2214(2) 0.0984(2) 0.2014(3) 0.0468(10) Uani 1 1 d . . . C1 C 0.0237(3) 0.1578(3) 0.1239(5) 0.0666(16) Uani 1 1 d . . . O1 O -0.0298(2) 0.1788(3) 0.1000(4) 0.1033(17) Uani 1 1 d . . . C2 C 0.0951(3) 0.0733(3) 0.2635(5) 0.0623(14) Uani 1 1 d . . . O2 O 0.0848(2) 0.0422(2) 0.3229(3) 0.0879(14) Uani 1 1 d . . . C3 C 0.0893(3) 0.0410(3) 0.0844(4) 0.0615(14) Uani 1 1 d . . . O3 O 0.0751(2) -0.0093(2) 0.0419(4) 0.0945(15) Uani 1 1 d . . . H4 H 0.141(3) 0.229(3) 0.049(4) 0.081(19) Uiso 1 1 d . . . O4 O 0.14831(17) 0.17772(19) 0.0605(2) 0.0532(9) Uani 1 1 d . . . O5 O 0.1778(2) 0.2146(2) -0.1300(3) 0.0842(13) Uani 1 1 d . . . C11 C 0.2582(3) 0.0642(3) 0.2812(4) 0.0616(15) Uani 1 1 d . . . H11 H 0.2366 0.0484 0.3226 0.074 Uiso 1 1 calc R . . C12 C 0.3251(3) 0.0522(3) 0.3031(4) 0.0726(17) Uani 1 1 d . . . H12 H 0.3485 0.0283 0.3583 0.087 Uiso 1 1 calc R . . C13 C 0.3577(3) 0.0754(4) 0.2441(5) 0.0786(19) Uani 1 1 d . . . H13 H 0.4034 0.0668 0.2576 0.094 Uiso 1 1 calc R . . C14 C 0.3217(3) 0.1117(3) 0.1638(4) 0.0682(16) Uani 1 1 d . . . H14 H 0.3433 0.1293 0.1234 0.082 Uiso 1 1 calc R . . C15 C 0.2538(2) 0.1219(2) 0.1436(3) 0.0464(11) Uani 1 1 d . . . C16 C 0.2130(3) 0.1585(3) 0.0536(3) 0.0497(12) Uani 1 1 d . . . H16 H 0.2368 0.2010 0.0474 0.060 Uiso 1 1 calc R . . C17 C 0.2034(3) 0.1143(3) -0.0337(4) 0.0558(13) Uani 1 1 d . . . H17A H 0.2447 0.0886 -0.0250 0.067 Uiso 1 1 calc R . . H17B H 0.1682 0.0807 -0.0381 0.067 Uiso 1 1 calc R . . C18 C 0.1858(3) 0.1522(3) -0.1255(4) 0.0628(15) Uani 1 1 d . . . C19 C 0.1784(5) 0.1112(4) -0.2129(5) 0.095(2) Uani 1 1 d . . . H19A H 0.1543 0.1380 -0.2678 0.143 Uiso 1 1 calc R . . H19B H 0.1539 0.0693 -0.2118 0.143 Uiso 1 1 calc R . . H19C H 0.2221 0.0997 -0.2154 0.143 Uiso 1 1 calc R . . C31 C 0.1481(3) 0.2086(3) 0.2559(4) 0.0516(12) Uani 1 1 d . . . N31 N 0.1693(2) 0.2535(2) 0.3080(3) 0.0533(10) Uani 1 1 d . . . C32 C 0.2009(3) 0.3087(3) 0.3676(3) 0.0521(13) Uani 1 1 d . . . C33 C 0.1617(3) 0.3625(3) 0.3837(4) 0.0597(15) Uani 1 1 d . . . C34 C 0.1971(4) 0.4163(3) 0.4418(5) 0.081(2) Uani 1 1 d . . . H34 H 0.1735 0.4535 0.4551 0.098 Uiso 1 1 calc R . . C35 C 0.2655(4) 0.4152(4) 0.4792(5) 0.084(2) Uani 1 1 d . . . H35 H 0.2879 0.4526 0.5155 0.101 Uiso 1 1 calc R . . C36 C 0.3016(4) 0.3606(3) 0.4645(4) 0.0763(19) Uani 1 1 d . . . H36 H 0.3481 0.3605 0.4935 0.092 Uiso 1 1 calc R . . C37 C 0.2711(3) 0.3052(3) 0.4074(4) 0.0595(15) Uani 1 1 d . . . C38 C 0.0875(4) 0.3590(4) 0.3437(6) 0.100(3) Uani 1 1 d . . . H38A H 0.0741 0.3539 0.2759 0.150 Uiso 1 1 calc R . . H38B H 0.0685 0.4008 0.3588 0.150 Uiso 1 1 calc R . . H38C H 0.0717 0.3199 0.3703 0.150 Uiso 1 1 calc R . . C39 C 0.3105(3) 0.2451(3) 0.3897(5) 0.0816(19) Uani 1 1 d . . . H39A H 0.2915 0.2025 0.4025 0.122 Uiso 1 1 calc R . . H39B H 0.3565 0.2486 0.4305 0.122 Uiso 1 1 calc R . . H39C H 0.3088 0.2456 0.3245 0.122 Uiso 1 1 calc R . . C51 C 0.0223(5) 0.3714(6) -0.0422(9) 0.120(3) Uani 1 1 d . . . F51 F -0.0142(4) 0.4180(5) -0.0264(6) 0.206(4) Uani 1 1 d . . . F52 F 0.0281(4) 0.3730(5) -0.1244(5) 0.222(5) Uani 1 1 d . . . F53 F -0.0094(4) 0.3144(6) -0.0335(8) 0.268(5) Uani 1 1 d . . . S51 S 0.10527(10) 0.36786(10) 0.04971(13) 0.0835(5) Uani 1 1 d . . . O51 O 0.1356(3) 0.3094(2) 0.0206(5) 0.126(2) Uani 1 1 d . . . O52 O 0.0912(5) 0.3625(6) 0.1309(6) 0.239(6) Uani 1 1 d . . . O53 O 0.1361(3) 0.4319(3) 0.0301(5) 0.1190(19) Uani 1 1 d . . . C90 C 0.0000 0.2011(9) 0.7500 0.174(7) Uani 1 2 d S . . H90A H -0.0396 0.2304 0.7351 0.208 Uiso 0.50 1 calc PR . . H90B H 0.0396 0.2304 0.7649 0.208 Uiso 0.50 1 calc PR . . Cl1 Cl 0.0049(2) 0.1446(3) 0.8468(3) 0.230(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Re1 0.04323(12) 0.04483(12) 0.05516(13) -0.00365(10) 0.01368(9) -0.00424(9) N1 0.048(2) 0.041(2) 0.049(2) 0.0057(18) 0.013(2) 0.0020(18) C1 0.052(3) 0.055(3) 0.090(4) -0.003(3) 0.019(3) -0.006(3) O1 0.053(3) 0.094(4) 0.155(5) 0.009(3) 0.024(3) 0.009(3) C2 0.052(3) 0.061(3) 0.075(4) -0.007(3) 0.023(3) -0.005(3) O2 0.095(3) 0.090(3) 0.092(3) 0.014(3) 0.049(3) -0.014(3) C3 0.053(3) 0.060(3) 0.068(4) -0.009(3) 0.016(3) -0.009(3) O3 0.091(3) 0.073(3) 0.113(4) -0.040(3) 0.025(3) -0.020(3) O4 0.053(2) 0.049(2) 0.054(2) 0.0059(17) 0.0135(17) 0.0057(17) O5 0.120(4) 0.055(2) 0.064(3) 0.010(2) 0.013(2) -0.001(2) C11 0.059(3) 0.060(3) 0.060(3) 0.019(3) 0.011(3) -0.002(3) C12 0.066(4) 0.080(4) 0.061(4) 0.014(3) 0.007(3) 0.016(3) C13 0.048(3) 0.108(5) 0.072(4) 0.002(4) 0.010(3) 0.015(3) C14 0.051(3) 0.093(5) 0.061(3) 0.006(3) 0.020(3) 0.001(3) C15 0.049(3) 0.044(3) 0.044(3) 0.001(2) 0.013(2) -0.004(2) C16 0.050(3) 0.047(3) 0.050(3) 0.002(2) 0.014(2) -0.005(2) C17 0.061(3) 0.055(3) 0.053(3) 0.002(3) 0.021(3) 0.000(3) C18 0.073(4) 0.055(3) 0.054(3) 0.009(3) 0.014(3) -0.018(3) C19 0.137(7) 0.082(5) 0.067(4) 0.002(4) 0.034(5) -0.002(4) C31 0.047(3) 0.054(3) 0.052(3) 0.001(3) 0.014(2) -0.002(2) N31 0.060(3) 0.050(2) 0.050(3) -0.001(2) 0.019(2) -0.004(2) C32 0.070(4) 0.046(3) 0.042(3) -0.001(2) 0.020(3) -0.007(2) C33 0.081(4) 0.056(3) 0.047(3) 0.004(2) 0.027(3) 0.008(3) C34 0.135(7) 0.047(3) 0.062(4) 0.001(3) 0.033(4) 0.012(4) C35 0.109(6) 0.062(4) 0.068(4) -0.010(3) 0.011(4) -0.024(4) C36 0.069(4) 0.079(5) 0.064(4) -0.002(3) 0.000(3) -0.020(3) C37 0.069(4) 0.057(3) 0.048(3) 0.005(3) 0.014(3) -0.008(3) C38 0.090(5) 0.119(6) 0.093(6) 0.015(5) 0.033(4) 0.047(5) C39 0.064(4) 0.077(4) 0.097(5) 0.005(4) 0.017(4) 0.010(3) C51 0.089(6) 0.143(9) 0.142(9) 0.022(7) 0.057(6) 0.000(6) F51 0.132(5) 0.269(10) 0.231(8) 0.070(7) 0.080(5) 0.109(6) F52 0.115(5) 0.441(16) 0.099(4) 0.029(6) 0.021(4) -0.003(6) F53 0.170(7) 0.293(11) 0.379(13) -0.096(10) 0.142(8) -0.127(8) S51 0.0977(13) 0.0873(13) 0.0740(11) 0.0176(9) 0.0396(10) 0.0312(10) O51 0.152(5) 0.062(3) 0.205(6) 0.044(4) 0.113(5) 0.036(3) O52 0.214(9) 0.433(18) 0.100(5) 0.093(7) 0.091(6) 0.102(9) O53 0.146(5) 0.079(4) 0.151(5) -0.027(3) 0.074(4) -0.019(3) C90 0.128(13) 0.139(13) 0.205(19) 0.000 -0.010(12) 0.000 Cl1 0.171(4) 0.305(5) 0.172(4) 0.030(4) 0.000(3) -0.040(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 1.905(7) . ? Re1 C1 1.921(6) . ? Re1 C3 1.967(6) . ? Re1 C31 2.084(6) . ? Re1 N1 2.186(4) . ? Re1 O4 2.187(4) . ? N1 C15 1.341(6) . ? N1 C11 1.356(6) . ? C1 O1 1.137(7) . ? C2 O2 1.148(7) . ? C3 O3 1.141(6) . ? O4 C16 1.447(6) . ? O5 C18 1.214(7) . ? C11 C12 1.355(8) . ? C12 C13 1.357(9) . ? C13 C14 1.376(8) . ? C14 C15 1.373(8) . ? C15 C16 1.507(7) . ? C16 C17 1.511(7) . ? C17 C18 1.485(8) . ? C18 C19 1.486(9) . ? C31 N31 1.150(6) . ? N31 C32 1.403(6) . ? C32 C33 1.394(8) . ? C32 C37 1.399(8) . ? C33 C34 1.398(9) . ? C33 C38 1.477(10) . ? C34 C35 1.359(10) . ? C35 C36 1.357(10) . ? C36 C37 1.384(8) . ? C37 C39 1.498(8) . ? C51 F51 1.253(12) . ? C51 F52 1.271(12) . ? C51 F53 1.313(12) . ? C51 S51 1.829(11) . ? S51 O52 1.342(7) . ? S51 O51 1.430(5) . ? S51 O53 1.468(6) . ? C90 Cl1 1.783(10) 2_556 ? C90 Cl1 1.783(10) . ? 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 88.8(3) . . ? C2 Re1 C3 88.6(2) . . ? C1 Re1 C3 92.3(2) . . ? C2 Re1 C31 91.1(2) . . ? C1 Re1 C31 91.7(2) . . ? C3 Re1 C31 176.1(2) . . ? C2 Re1 N1 99.5(2) . . ? C1 Re1 N1 171.2(2) . . ? C3 Re1 N1 90.9(2) . . ? C31 Re1 N1 85.29(18) . . ? C2 Re1 O4 173.77(19) . . ? C1 Re1 O4 97.4(2) . . ? C3 Re1 O4 91.6(2) . . ? C31 Re1 O4 88.20(18) . . ? N1 Re1 O4 74.25(14) . . ? C15 N1 C11 117.6(5) . . ? C15 N1 Re1 118.0(3) . . ? C11 N1 Re1 124.3(4) . . ? O1 C1 Re1 179.0(6) . . ? O2 C2 Re1 178.4(5) . . ? O3 C3 Re1 175.9(6) . . ? C16 O4 Re1 117.7(3) . . ? C12 C11 N1 122.6(6) . . ? C11 C12 C13 119.7(6) . . ? C12 C13 C14 118.7(6) . . ? C15 C14 C13 119.7(6) . . ? N1 C15 C14 121.6(5) . . ? N1 C15 C16 117.9(4) . . ? C14 C15 C16 120.5(5) . . ? O4 C16 C15 109.2(4) . . ? O4 C16 C17 110.3(4) . . ? C15 C16 C17 112.2(4) . . ? C18 C17 C16 116.0(5) . . ? O5 C18 C17 121.7(6) . . ? O5 C18 C19 120.4(6) . . ? C17 C18 C19 117.9(5) . . ? N31 C31 Re1 176.7(5) . . ? C31 N31 C32 173.9(5) . . ? C33 C32 C37 124.4(5) . . ? C33 C32 N31 119.3(5) . . ? C37 C32 N31 116.4(5) . . ? C32 C33 C34 115.7(6) . . ? C32 C33 C38 120.2(6) . . ? C34 C33 C38 124.0(6) . . ? C35 C34 C33 121.1(6) . . ? C36 C35 C34 121.3(6) . . ? C35 C36 C37 121.8(6) . . ? C36 C37 C32 115.7(6) . . ? C36 C37 C39 122.3(6) . . ? C32 C37 C39 122.0(5) . . ? F51 C51 F52 115.1(11) . . ? F51 C51 F53 102.6(9) . . ? F52 C51 F53 109.3(12) . . ? F51 C51 S51 112.2(10) . . ? F52 C51 S51 110.5(7) . . ? F53 C51 S51 106.5(9) . . ? O52 S51 O51 117.8(5) . . ? O52 S51 O53 119.2(6) . . ? O51 S51 O53 109.3(4) . . ? O52 S51 C51 103.8(6) . . ? O51 S51 C51 102.3(5) . . ? O53 S51 C51 101.2(4) . . ? Cl1 C90 Cl1 104.8(9) 2_556 . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 28.24 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 2.132 _refine_diff_density_min -0.576 _refine_diff_density_rms 0.102 #===END