# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2003 data_global _publ_contact_author_email BHKENLO@CITYU.EDU.HK _publ_contact_author_name 'Dr Kenneth Kam-Wing Lo' _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_address ; Biology and Chemistry City University of Hong Kong Tat Chee Avenue Kowloon Hong Kong HONG KONG ; _publ_section_title ; Luminescent rhenium(I) diimine indole conjugates photophysical, electrochemical and protein-binding properties ; loop_ _publ_author_name 'Kenneth Kam-Wing Lo' 'Wai-Ki Hui' 'Keith Hing-Kit Tsang' ; Nianyong Zhu ; data_mar785 _database_code_CSD 204011 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H30 F3 O8 Re1 S1' _chemical_formula_sum 'C36 H31 F3 N5 O7 Re S' _chemical_formula_weight 920.92 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 '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' H H 0.0000 0.0000 '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/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 11.670(2) _cell_length_b 9.570(2) _cell_length_c 32.349(7) _cell_angle_alpha 90.00 _cell_angle_beta 97.33(3) _cell_angle_gamma 90.00 _cell_volume 3583.3(12) _cell_formula_units_Z 4 _cell_measurement_temperature 253(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.707 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1824 _exptl_absorpt_coefficient_mu 3.521 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 253(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17513 _diffrn_reflns_av_R_equivalents 0.0625 _diffrn_reflns_av_sigmaI/netI 0.0924 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 25.34 _reflns_number_total 5870 _reflns_number_gt 4152 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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^)+(0.0000P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5870 _refine_ls_number_parameters 486 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0511 _refine_ls_R_factor_gt 0.0331 _refine_ls_wR_factor_ref 0.0754 _refine_ls_wR_factor_gt 0.0716 _refine_ls_goodness_of_fit_ref 0.815 _refine_ls_restrained_S_all 0.815 _refine_ls_shift/su_max 0.003 _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 0.124928(17) 0.23528(2) 0.431948(6) 0.03455(8) Uani 1 1 d . . . O1 O 0.2683(4) 0.4403(4) 0.49033(11) 0.0575(12) Uani 1 1 d . . . O2 O -0.0269(4) 0.2147(5) 0.50244(13) 0.0656(12) Uani 1 1 d . . . O3 O -0.0254(4) 0.4836(5) 0.39745(15) 0.0769(16) Uani 1 1 d . . . N1 N 0.2456(4) 0.2322(4) 0.38579(12) 0.0376(10) Uani 1 1 d . . . N2 N 0.2428(3) 0.0628(4) 0.45075(11) 0.0335(10) Uani 1 1 d . . . N3 N 0.0198(3) 0.0794(4) 0.39095(11) 0.0357(10) Uani 1 1 d . . . N4 N -0.2353(4) -0.3135(5) 0.38546(12) 0.0396(11) Uani 1 1 d . . . N5 N -0.5824(5) -0.2322(5) 0.31081(13) 0.0524(13) Uani 1 1 d . . . H5 H -0.5988 -0.1752 0.2903 0.063 Uiso 1 1 calc R . . C1 C 0.2168(5) 0.3634(6) 0.46810(16) 0.0462(14) Uani 1 1 d . . . C2 C 0.0302(5) 0.2216(5) 0.47490(17) 0.0438(14) Uani 1 1 d . . . C3 C 0.0298(5) 0.3900(6) 0.41016(17) 0.0512(15) Uani 1 1 d . . . C4 C 0.2444(5) 0.3152(6) 0.35272(14) 0.0469(15) Uani 1 1 d . . . H4 H 0.1862 0.3819 0.3483 0.056 Uiso 1 1 calc R . . C5 C 0.3248(6) 0.3092(6) 0.32416(15) 0.0505(16) Uani 1 1 d . . . C6 C 0.4158(6) 0.2155(6) 0.33148(16) 0.0527(16) Uani 1 1 d . . . C7 C 0.4198(5) 0.1261(6) 0.36710(15) 0.0474(15) Uani 1 1 d . . . C8 C 0.3331(4) 0.1368(5) 0.39217(14) 0.0369(12) Uani 1 1 d . . . C9 C 0.3308(4) 0.0467(5) 0.42790(14) 0.0359(12) Uani 1 1 d . . . C10 C 0.4197(4) -0.0499(6) 0.43828(16) 0.0432(13) Uani 1 1 d . . . C11 C 0.4145(5) -0.1348(5) 0.47444(16) 0.0439(14) Uani 1 1 d . . . C12 C 0.3231(5) -0.1183(5) 0.49637(15) 0.0439(14) Uani 1 1 d . . . C13 C 0.2396(4) -0.0172(5) 0.48403(13) 0.0348(12) Uani 1 1 d . . . H13 H 0.1790 -0.0054 0.4998 0.042 Uiso 1 1 calc R . . C14 C 0.5094(5) 0.0257(6) 0.37794(18) 0.0575(17) Uani 1 1 d . . . H14 H 0.5686 0.0171 0.3614 0.069 Uiso 1 1 calc R . . C15 C 0.5098(5) -0.0571(6) 0.41187(18) 0.0532(16) Uani 1 1 d . . . H15 H 0.5699 -0.1203 0.4183 0.064 Uiso 1 1 calc R . . C16 C 0.3072(6) 0.4047(6) 0.28646(16) 0.073(2) Uani 1 1 d . . . H16A H 0.3767 0.4569 0.2847 0.109 Uiso 1 1 calc R . . H16B H 0.2448 0.4680 0.2891 0.109 Uiso 1 1 calc R . . H16C H 0.2891 0.3496 0.2617 0.109 Uiso 1 1 calc R . . C17 C 0.5063(6) 0.2035(7) 0.30236(19) 0.081(2) Uani 1 1 d . . . H17A H 0.4887 0.1253 0.2840 0.121 Uiso 1 1 calc R . . H17B H 0.5807 0.1899 0.3183 0.121 Uiso 1 1 calc R . . H17C H 0.5073 0.2875 0.2862 0.121 Uiso 1 1 calc R . . C18 C 0.5088(5) -0.2395(5) 0.4879(2) 0.0612(18) Uani 1 1 d . . . H18A H 0.5177 -0.2491 0.5176 0.092 Uiso 1 1 calc R . . H18B H 0.5802 -0.2075 0.4793 0.092 Uiso 1 1 calc R . . H18C H 0.4886 -0.3282 0.4752 0.092 Uiso 1 1 calc R . . C19 C 0.3079(5) -0.2050(6) 0.53431(17) 0.0580(17) Uani 1 1 d . . . H19A H 0.2934 -0.3004 0.5261 0.087 Uiso 1 1 calc R . . H19B H 0.2438 -0.1697 0.5470 0.087 Uiso 1 1 calc R . . H19C H 0.3769 -0.2000 0.5539 0.087 Uiso 1 1 calc R . . C20 C -0.0484(4) -0.0128(5) 0.40697(14) 0.0355(12) Uani 1 1 d . . . H20 H -0.0471 -0.0153 0.4358 0.043 Uiso 1 1 calc R . . C21 C -0.1208(4) -0.1046(5) 0.38325(14) 0.0377(12) Uani 1 1 d . . . C22 C -0.1199(5) -0.1007(6) 0.34045(15) 0.0476(15) Uani 1 1 d . . . H22 H -0.1679 -0.1597 0.3232 0.057 Uiso 1 1 calc R . . C23 C -0.0478(5) -0.0089(6) 0.32368(15) 0.0545(16) Uani 1 1 d . . . H23 H -0.0459 -0.0065 0.2950 0.065 Uiso 1 1 calc R . . C24 C 0.0210(5) 0.0787(6) 0.34924(14) 0.0460(14) Uani 1 1 d . . . H24 H 0.0701 0.1396 0.3376 0.055 Uiso 1 1 calc R . . C25 C -0.1929(4) -0.1995(5) 0.40574(14) 0.0357(12) Uani 1 1 d . . . C26 C -0.3019(4) -0.4195(5) 0.40405(15) 0.0410(13) Uani 1 1 d . . . H26A H -0.3402 -0.3773 0.4259 0.049 Uiso 1 1 calc R . . H26B H -0.2502 -0.4913 0.4167 0.049 Uiso 1 1 calc R . . C27 C -0.3921(4) -0.4858(5) 0.37161(15) 0.0455(14) Uani 1 1 d . . . H27A H -0.3532 -0.5239 0.3494 0.055 Uiso 1 1 calc R . . H27B H -0.4280 -0.5630 0.3845 0.055 Uiso 1 1 calc R . . C28 C -0.4841(5) -0.3889(6) 0.35317(15) 0.0427(13) Uani 1 1 d . . . C29 C -0.4826(5) -0.3101(6) 0.31853(16) 0.0527(15) Uani 1 1 d . . . H29 H -0.4225 -0.3086 0.3022 0.063 Uiso 1 1 calc R . . C30 C -0.5922(4) -0.3594(5) 0.36876(14) 0.0377(13) Uani 1 1 d . . . C31 C -0.6511(5) -0.2605(6) 0.34114(17) 0.0488(15) Uani 1 1 d . . . C32 C -0.7572(5) -0.2071(6) 0.34649(17) 0.0541(17) Uani 1 1 d . . . H32 H -0.7938 -0.1421 0.3279 0.065 Uiso 1 1 calc R . . C33 C -0.8085(5) -0.2533(5) 0.38059(18) 0.0539(15) Uani 1 1 d . . . H33 H -0.8806 -0.2196 0.3851 0.065 Uiso 1 1 calc R . . C34 C -0.7506(5) -0.3512(6) 0.40802(17) 0.0498(15) Uani 1 1 d . . . H34 H -0.7854 -0.3811 0.4308 0.060 Uiso 1 1 calc R . . C35 C -0.6457(5) -0.4039(5) 0.40257(15) 0.0441(14) Uani 1 1 d . . . H35 H -0.6098 -0.4691 0.4212 0.053 Uiso 1 1 calc R . . S1 S 0.21574(15) 0.01947(16) 0.23637(4) 0.0519(4) Uani 1 1 d . . . O7 O 0.2051(4) 0.1166(4) 0.20314(11) 0.0751(14) Uani 1 1 d . . . O5 O 0.3291(4) -0.0417(5) 0.24462(13) 0.0780(15) Uani 1 1 d . . . O6 O 0.1639(5) 0.0592(5) 0.27263(12) 0.0825(16) Uani 1 1 d . . . C36 C 0.1300(9) -0.1275(9) 0.2162(2) 0.092(3) Uani 1 1 d . . . F1 F 0.1660(6) -0.1748(6) 0.18130(14) 0.127(2) Uani 1 1 d . . . F2 F 0.0222(4) -0.0930(7) 0.20658(19) 0.154(3) Uani 1 1 d . . . F3 F 0.1352(7) -0.2301(5) 0.24311(17) 0.157(3) Uani 1 1 d . . . O4 O -0.2141(3) -0.1709(4) 0.44122(10) 0.0552(11) Uani 1 1 d . . . H1 H -0.208(4) -0.331(5) 0.3636(14) 0.036(15) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Re1 0.03339(11) 0.03512(14) 0.03447(11) -0.00089(9) 0.00177(8) -0.00259(10) O1 0.071(3) 0.048(3) 0.048(2) -0.0042(18) -0.013(2) -0.017(2) O2 0.056(3) 0.088(4) 0.056(2) -0.002(2) 0.017(2) -0.009(2) O3 0.061(3) 0.055(3) 0.110(4) 0.017(3) -0.007(3) 0.021(2) N1 0.037(2) 0.040(3) 0.035(2) -0.0017(18) 0.0013(18) -0.009(2) N2 0.039(2) 0.025(2) 0.035(2) -0.0049(16) 0.0009(19) -0.0001(19) N3 0.034(2) 0.037(3) 0.034(2) -0.0067(17) -0.0021(19) -0.005(2) N4 0.047(3) 0.041(3) 0.032(2) -0.0042(18) 0.011(2) -0.010(2) N5 0.059(3) 0.058(4) 0.042(2) 0.012(2) 0.012(2) 0.005(3) C1 0.038(3) 0.049(4) 0.052(3) 0.006(3) 0.007(3) 0.006(3) C2 0.045(3) 0.038(4) 0.045(3) -0.005(2) -0.006(3) -0.003(3) C3 0.051(4) 0.046(4) 0.055(3) -0.006(3) 0.003(3) -0.004(3) C4 0.062(4) 0.043(4) 0.033(3) 0.003(2) -0.003(3) -0.022(3) C5 0.069(4) 0.051(4) 0.032(3) -0.004(2) 0.006(3) -0.030(3) C6 0.060(4) 0.062(4) 0.040(3) -0.018(3) 0.022(3) -0.030(3) C7 0.050(4) 0.055(4) 0.038(3) -0.013(2) 0.009(3) -0.018(3) C8 0.035(3) 0.041(4) 0.035(2) -0.006(2) 0.007(2) -0.013(2) C9 0.032(3) 0.037(3) 0.039(3) -0.011(2) 0.005(2) -0.009(2) C10 0.033(3) 0.041(4) 0.054(3) -0.010(2) -0.001(3) -0.002(2) C11 0.043(3) 0.035(4) 0.050(3) -0.012(2) -0.008(3) 0.003(3) C12 0.048(3) 0.037(4) 0.043(3) -0.005(2) -0.009(3) -0.011(3) C13 0.039(3) 0.032(3) 0.034(2) 0.000(2) 0.007(2) -0.002(2) C14 0.046(4) 0.073(5) 0.057(4) -0.022(3) 0.021(3) -0.019(3) C15 0.037(3) 0.053(4) 0.069(4) -0.015(3) 0.001(3) -0.001(3) C16 0.109(6) 0.072(5) 0.039(3) 0.011(3) 0.018(3) -0.035(4) C17 0.082(5) 0.107(6) 0.060(4) -0.018(4) 0.036(4) -0.034(5) C18 0.051(3) 0.054(4) 0.074(4) -0.011(3) -0.008(3) 0.015(3) C19 0.066(4) 0.048(4) 0.056(3) 0.009(3) -0.007(3) 0.003(3) C20 0.034(3) 0.036(3) 0.036(2) 0.000(2) 0.002(2) -0.001(2) C21 0.036(3) 0.037(3) 0.039(3) -0.005(2) 0.002(2) 0.003(2) C22 0.048(3) 0.058(4) 0.036(3) -0.009(2) 0.001(2) -0.019(3) C23 0.059(4) 0.070(5) 0.034(3) -0.001(2) 0.003(3) -0.021(3) C24 0.048(3) 0.058(4) 0.032(3) -0.002(2) 0.005(2) -0.012(3) C25 0.030(3) 0.038(3) 0.038(3) -0.007(2) 0.000(2) 0.002(2) C26 0.041(3) 0.038(3) 0.044(3) 0.000(2) 0.005(2) -0.006(3) C27 0.044(3) 0.041(4) 0.052(3) -0.001(2) 0.007(3) -0.006(3) C28 0.042(3) 0.046(4) 0.039(3) -0.003(2) 0.004(2) -0.008(3) C29 0.046(4) 0.065(4) 0.047(3) 0.000(3) 0.008(3) 0.001(3) C30 0.037(3) 0.035(3) 0.040(3) -0.005(2) 0.002(2) -0.006(2) C31 0.047(3) 0.047(4) 0.051(3) 0.006(3) 0.002(3) -0.001(3) C32 0.054(4) 0.065(4) 0.042(3) 0.006(3) 0.001(3) 0.008(3) C33 0.049(3) 0.052(4) 0.062(3) -0.003(3) 0.011(3) 0.001(3) C34 0.051(4) 0.044(4) 0.055(3) 0.001(3) 0.011(3) -0.009(3) C35 0.049(3) 0.038(4) 0.044(3) -0.003(2) -0.001(3) -0.003(3) S1 0.0625(10) 0.0530(11) 0.0410(7) 0.0099(6) 0.0093(7) -0.0044(8) O7 0.099(4) 0.072(3) 0.058(2) 0.032(2) 0.024(2) 0.016(3) O5 0.066(3) 0.086(4) 0.079(3) 0.021(2) -0.003(3) 0.011(3) O6 0.112(4) 0.086(4) 0.057(3) -0.007(2) 0.040(3) -0.023(3) C36 0.118(8) 0.098(7) 0.059(4) 0.002(4) 0.005(5) -0.040(6) F1 0.164(6) 0.136(4) 0.083(3) -0.042(3) 0.020(3) -0.046(4) F2 0.063(3) 0.254(7) 0.140(5) -0.026(4) -0.002(4) -0.042(4) F3 0.251(8) 0.112(5) 0.103(4) 0.010(3) 0.001(5) -0.102(5) O4 0.057(3) 0.071(3) 0.040(2) -0.0134(18) 0.0172(18) -0.021(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 C2 1.888(7) . ? Re1 C1 1.924(6) . ? Re1 C3 1.930(6) . ? Re1 N1 2.179(5) . ? Re1 N2 2.185(4) . ? Re1 N3 2.253(3) . ? O1 C1 1.144(6) . ? O2 C2 1.180(8) . ? O3 C3 1.148(6) . ? N1 C4 1.331(6) . ? N1 C8 1.366(6) . ? N2 C13 1.325(6) . ? N2 C9 1.349(7) . ? N3 C20 1.336(6) . ? N3 C24 1.351(6) . ? N4 C25 1.335(6) . ? N4 C26 1.454(6) . ? N5 C31 1.371(9) . ? N5 C29 1.379(7) . ? C4 C5 1.399(9) . ? C5 C6 1.387(9) . ? C5 C16 1.517(7) . ? C6 C7 1.432(8) . ? C6 C17 1.507(8) . ? C7 C8 1.379(8) . ? C7 C14 1.430(8) . ? C8 C9 1.445(7) . ? C9 C10 1.397(7) . ? C10 C11 1.432(8) . ? C10 C15 1.439(8) . ? C11 C12 1.363(8) . ? C11 C18 1.511(6) . ? C12 C13 1.395(6) . ? C12 C19 1.511(7) . ? C14 C15 1.353(8) . ? C20 C21 1.382(6) . ? C21 C22 1.386(7) . ? C21 C25 1.489(7) . ? C22 C23 1.375(7) . ? C23 C24 1.364(6) . ? C25 O4 1.235(6) . ? C26 C27 1.527(6) . ? C27 C28 1.484(6) . ? C28 C29 1.353(7) . ? C28 C30 1.445(7) . ? C30 C35 1.393(8) . ? C30 C31 1.418(7) . ? C31 C32 1.371(9) . ? C32 C33 1.393(9) . ? C33 C34 1.403(7) . ? C34 C35 1.356(7) . ? S1 O7 1.415(4) . ? S1 O6 1.437(5) . ? S1 O5 1.441(4) . ? S1 C36 1.800(8) . ? C36 F2 1.299(11) . ? C36 F3 1.309(8) . ? C36 F1 1.332(11) . ? 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 86.0(2) . . ? C2 Re1 C3 87.6(2) . . ? C1 Re1 C3 89.0(2) . . ? C2 Re1 N1 173.62(18) . . ? C1 Re1 N1 93.8(2) . . ? C3 Re1 N1 98.8(2) . . ? C2 Re1 N2 98.61(19) . . ? C1 Re1 N2 91.73(18) . . ? C3 Re1 N2 173.8(2) . . ? N1 Re1 N2 75.02(15) . . ? C2 Re1 N3 93.50(18) . . ? C1 Re1 N3 178.12(18) . . ? C3 Re1 N3 92.78(19) . . ? N1 Re1 N3 86.49(15) . . ? N2 Re1 N3 86.55(14) . . ? C4 N1 C8 116.8(5) . . ? C4 N1 Re1 127.0(4) . . ? C8 N1 Re1 116.2(3) . . ? C13 N2 C9 118.8(4) . . ? C13 N2 Re1 125.4(4) . . ? C9 N2 Re1 115.5(3) . . ? C20 N3 C24 117.8(4) . . ? C20 N3 Re1 121.0(3) . . ? C24 N3 Re1 121.1(4) . . ? C25 N4 C26 123.4(4) . . ? C31 N5 C29 108.7(4) . . ? O1 C1 Re1 177.7(5) . . ? O2 C2 Re1 178.3(5) . . ? O3 C3 Re1 178.9(5) . . ? N1 C4 C5 124.6(6) . . ? C6 C5 C4 118.5(5) . . ? C6 C5 C16 123.2(6) . . ? C4 C5 C16 118.3(6) . . ? C5 C6 C7 118.0(6) . . ? C5 C6 C17 121.7(6) . . ? C7 C6 C17 120.2(6) . . ? C8 C7 C14 118.3(5) . . ? C8 C7 C6 118.5(6) . . ? C14 C7 C6 123.2(6) . . ? N1 C8 C7 123.5(5) . . ? N1 C8 C9 115.5(5) . . ? C7 C8 C9 121.1(5) . . ? N2 C9 C10 122.5(5) . . ? N2 C9 C8 117.6(5) . . ? C10 C9 C8 119.9(5) . . ? C9 C10 C11 117.6(5) . . ? C9 C10 C15 117.7(5) . . ? C11 C10 C15 124.7(5) . . ? C12 C11 C10 118.5(5) . . ? C12 C11 C18 121.1(5) . . ? C10 C11 C18 120.4(6) . . ? C11 C12 C13 119.7(5) . . ? C11 C12 C19 122.7(5) . . ? C13 C12 C19 117.6(6) . . ? N2 C13 C12 122.8(5) . . ? C15 C14 C7 121.2(6) . . ? C14 C15 C10 121.8(6) . . ? N3 C20 C21 123.8(5) . . ? C20 C21 C22 117.1(5) . . ? C20 C21 C25 117.4(4) . . ? C22 C21 C25 125.5(4) . . ? C23 C22 C21 119.6(4) . . ? C24 C23 C22 119.7(5) . . ? N3 C24 C23 121.9(5) . . ? O4 C25 N4 122.2(5) . . ? O4 C25 C21 120.8(4) . . ? N4 C25 C21 117.1(4) . . ? N4 C26 C27 111.4(4) . . ? C28 C27 C26 114.6(4) . . ? C29 C28 C30 106.5(5) . . ? C29 C28 C27 126.6(6) . . ? C30 C28 C27 126.9(5) . . ? C28 C29 N5 110.6(6) . . ? C35 C30 C31 117.9(5) . . ? C35 C30 C28 135.5(5) . . ? C31 C30 C28 106.6(5) . . ? C32 C31 N5 129.5(5) . . ? C32 C31 C30 122.9(6) . . ? N5 C31 C30 107.6(5) . . ? C31 C32 C33 117.9(5) . . ? C32 C33 C34 119.4(6) . . ? C35 C34 C33 122.4(6) . . ? C34 C35 C30 119.4(5) . . ? O7 S1 O6 116.2(3) . . ? O7 S1 O5 113.4(3) . . ? O6 S1 O5 115.4(3) . . ? O7 S1 C36 104.3(3) . . ? O6 S1 C36 103.4(4) . . ? O5 S1 C36 101.8(4) . . ? F2 C36 F3 108.1(9) . . ? F2 C36 F1 106.6(6) . . ? F3 C36 F1 108.4(8) . . ? F2 C36 S1 111.3(7) . . ? F3 C36 S1 111.6(5) . . ? F1 C36 S1 110.6(7) . . ? _diffrn_measured_fraction_theta_max 0.895 _diffrn_reflns_theta_full 25.34 _diffrn_measured_fraction_theta_full 0.895 _refine_diff_density_max 0.758 _refine_diff_density_min -0.800 _refine_diff_density_rms 0.101 data_mar791 _database_code_CSD 204012 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C45 H48 F3 N6 O9 Re S' _chemical_formula_sum 'C45 H48 F3 N6 O9 Re S' _chemical_formula_weight 1092.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 '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' H H 0.0000 0.0000 '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/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 11.656(2) _cell_length_b 24.084(5) _cell_length_c 17.124(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.44(3) _cell_angle_gamma 90.00 _cell_volume 4742.0(15) _cell_formula_units_Z 4 _cell_measurement_temperature 253(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.530 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2200 _exptl_absorpt_coefficient_mu 2.678 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 253(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'marresearch IPDS mar300' _diffrn_measurement_method Oscillation _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25815 _diffrn_reflns_av_R_equivalents 0.0486 _diffrn_reflns_av_sigmaI/netI 0.0746 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.47 _diffrn_reflns_theta_max 25.35 _reflns_number_total 7027 _reflns_number_gt 4550 _reflns_threshold_expression >2sigma(I) _computing_data_collection Marcontrol _computing_cell_refinement Scalepack _computing_data_reduction Denzo _computing_structure_solution SIR-97 _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^)+(0.0634P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7027 _refine_ls_number_parameters 587 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0669 _refine_ls_R_factor_gt 0.0369 _refine_ls_wR_factor_ref 0.1148 _refine_ls_wR_factor_gt 0.0965 _refine_ls_goodness_of_fit_ref 0.956 _refine_ls_restrained_S_all 0.964 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Re1 Re 0.08538(2) 0.028315(13) 0.854978(15) 0.05870(13) Uani 1 1 d . . . O1 O 0.0595(5) 0.1072(3) 0.9913(3) 0.0892(17) Uani 1 1 d . . . O2 O 0.1824(5) -0.0583(3) 0.9799(3) 0.0957(18) Uani 1 1 d . . . O3 O -0.1614(4) -0.0138(3) 0.8646(3) 0.0898(18) Uani 1 1 d . . . O4 O 0.0361(4) -0.0810(2) 0.4896(3) 0.0902(17) Uani 1 1 d . . . O5 O -0.7543(4) 0.0121(2) 0.3330(3) 0.0727(14) Uani 1 1 d . . . O6 O -0.4091(13) 0.3052(8) 0.6167(9) 0.136(5) Uiso 0.50 1 d P . . O7 O -0.5174(11) 0.3611(6) 0.6995(8) 0.090(4) Uiso 0.50 1 d P . . O8 O -0.4514(14) 0.4058(8) 0.5995(10) 0.157(6) Uiso 0.50 1 d P . . N1 N 0.2481(4) 0.0655(3) 0.8357(3) 0.0633(16) Uani 1 1 d . . . N2 N 0.0352(5) 0.0893(2) 0.7627(3) 0.0597(15) Uani 1 1 d . . . N3 N 0.1173(4) -0.0271(2) 0.7565(3) 0.0554(14) Uani 1 1 d . . . N4 N -0.1183(5) -0.0529(3) 0.5405(4) 0.0622(16) Uani 1 1 d . . . N5 N -0.7033(6) 0.0893(4) 0.2751(4) 0.075(2) Uani 1 1 d . . . N6 N -1.1550(6) 0.1924(3) 0.1717(6) 0.104(2) Uani 1 1 d . . . H6 H -1.2237 0.1900 0.1445 0.124 Uiso 1 1 calc R . . C1 C 0.0692(6) 0.0784(4) 0.9399(4) 0.070(2) Uani 1 1 d . . . C2 C 0.1454(6) -0.0252(4) 0.9326(5) 0.074(2) Uani 1 1 d . . . C3 C -0.0678(6) 0.0006(3) 0.8599(4) 0.0661(19) Uani 1 1 d . . . C4 C 0.3542(7) 0.0513(4) 0.8726(5) 0.084(2) Uani 1 1 d . . . H4A H 0.3603 0.0230 0.9100 0.101 Uiso 1 1 calc R . . C5 C 0.4568(6) 0.0767(5) 0.8578(5) 0.092(3) Uani 1 1 d . . . C6 C 0.4475(8) 0.1192(5) 0.8036(6) 0.097(3) Uani 1 1 d . . . C7 C 0.3358(8) 0.1353(4) 0.7619(5) 0.087(3) Uani 1 1 d . . . C8 C 0.2383(6) 0.1064(3) 0.7809(5) 0.067(2) Uani 1 1 d . . . C9 C 0.1236(6) 0.1191(3) 0.7403(4) 0.065(2) Uani 1 1 d . . . C10 C 0.1046(8) 0.1586(3) 0.6797(5) 0.078(2) Uani 1 1 d . . . C11 C -0.0109(8) 0.1661(3) 0.6382(5) 0.076(2) Uani 1 1 d . . . C12 C -0.0976(7) 0.1358(4) 0.6620(4) 0.074(2) Uani 1 1 d . . . C13 C -0.0725(6) 0.0994(3) 0.7236(4) 0.0646(19) Uani 1 1 d . . . H13 H -0.1340 0.0803 0.7395 0.077 Uiso 1 1 calc R . . C14 C 0.3148(9) 0.1773(4) 0.7019(6) 0.098(3) Uani 1 1 d . . . H14 H 0.3768 0.1975 0.6887 0.118 Uiso 1 1 calc R . . C15 C 0.2065(11) 0.1877(4) 0.6648(6) 0.101(3) Uani 1 1 d . . . H15 H 0.1967 0.2157 0.6268 0.121 Uiso 1 1 calc R . . C16 C 0.5705(7) 0.0589(5) 0.9036(6) 0.134(4) Uani 1 1 d . . . H16A H 0.6283 0.0589 0.8696 0.201 Uiso 1 1 calc R . . H16B H 0.5632 0.0221 0.9240 0.201 Uiso 1 1 calc R . . H16C H 0.5933 0.0841 0.9468 0.201 Uiso 1 1 calc R . . C17 C 0.5554(8) 0.1498(5) 0.7837(7) 0.154(5) Uani 1 1 d . . . H17A H 0.5415 0.1891 0.7827 0.231 Uiso 1 1 calc R . . H17B H 0.5704 0.1379 0.7329 0.231 Uiso 1 1 calc R . . H17C H 0.6215 0.1415 0.8233 0.231 Uiso 1 1 calc R . . C18 C -0.0304(9) 0.2049(4) 0.5683(5) 0.112(3) Uani 1 1 d . . . H18A H -0.1122 0.2082 0.5493 0.168 Uiso 1 1 calc R . . H18B H 0.0077 0.1904 0.5270 0.168 Uiso 1 1 calc R . . H18C H 0.0011 0.2408 0.5842 0.168 Uiso 1 1 calc R . . C19 C -0.2223(7) 0.1394(4) 0.6210(5) 0.097(3) Uani 1 1 d . . . H19A H -0.2692 0.1143 0.6459 0.146 Uiso 1 1 calc R . . H19B H -0.2267 0.1296 0.5663 0.146 Uiso 1 1 calc R . . H19C H -0.2502 0.1766 0.6249 0.146 Uiso 1 1 calc R . . C20 C 0.2108(5) -0.0603(3) 0.7671(4) 0.0662(19) Uani 1 1 d . . . H20 H 0.2599 -0.0595 0.8157 0.079 Uiso 1 1 calc R . . C21 C 0.2377(6) -0.0952(3) 0.7102(5) 0.073(2) Uani 1 1 d . . . H21 H 0.3041 -0.1172 0.7198 0.087 Uiso 1 1 calc R . . C22 C 0.1656(6) -0.0974(3) 0.6386(5) 0.070(2) Uani 1 1 d . . . H22 H 0.1825 -0.1210 0.5989 0.084 Uiso 1 1 calc R . . C23 C 0.0672(5) -0.0643(3) 0.6260(4) 0.0550(17) Uani 1 1 d . . . C24 C 0.0462(5) -0.0298(3) 0.6861(4) 0.0534(16) Uani 1 1 d . . . H24 H -0.0197 -0.0075 0.6779 0.064 Uiso 1 1 calc R . . C25 C -0.0073(6) -0.0664(3) 0.5461(4) 0.0638(19) Uani 1 1 d . . . C26 C -0.1951(6) -0.0553(3) 0.4636(4) 0.071(2) Uani 1 1 d . . . H26A H -0.2178 -0.0935 0.4521 0.085 Uiso 1 1 calc R . . H26B H -0.1525 -0.0426 0.4228 0.085 Uiso 1 1 calc R . . C27 C -0.3010(6) -0.0209(3) 0.4611(4) 0.074(2) Uani 1 1 d . . . H27A H -0.2783 0.0173 0.4736 0.089 Uiso 1 1 calc R . . H27B H -0.3444 -0.0339 0.5013 0.089 Uiso 1 1 calc R . . C28 C -0.3792(6) -0.0227(3) 0.3807(4) 0.070(2) Uani 1 1 d . . . H28A H -0.3374 -0.0072 0.3413 0.085 Uiso 1 1 calc R . . H28B H -0.3969 -0.0611 0.3666 0.085 Uiso 1 1 calc R . . C29 C -0.4908(7) 0.0085(4) 0.3788(4) 0.085(3) Uani 1 1 d . . . H29A H -0.4727 0.0455 0.3996 0.102 Uiso 1 1 calc R . . H29B H -0.5363 -0.0099 0.4138 0.102 Uiso 1 1 calc R . . C30 C -0.5644(6) 0.0137(3) 0.2982(4) 0.073(2) Uani 1 1 d . . . H30A H -0.5242 0.0366 0.2647 0.088 Uiso 1 1 calc R . . H30B H -0.5755 -0.0228 0.2742 0.088 Uiso 1 1 calc R . . C31 C -0.6811(6) 0.0390(4) 0.3028(4) 0.066(2) Uani 1 1 d . . . C32 C -0.8158(6) 0.1162(3) 0.2754(5) 0.083(2) Uani 1 1 d . . . H32A H -0.8149 0.1347 0.3258 0.100 Uiso 1 1 calc R . . H32B H -0.8761 0.0880 0.2701 0.100 Uiso 1 1 calc R . . C33 C -0.8445(6) 0.1575(4) 0.2103(5) 0.085(3) Uani 1 1 d . . . H33A H -0.8385 0.1401 0.1601 0.102 Uiso 1 1 calc R . . H33B H -0.7890 0.1878 0.2184 0.102 Uiso 1 1 calc R . . C34 C -0.9651(7) 0.1801(3) 0.2074(6) 0.079(2) Uani 1 1 d . . . C35 C -1.0591(7) 0.1674(4) 0.1535(6) 0.093(3) Uani 1 1 d . . . H35 H -1.0580 0.1446 0.1099 0.111 Uiso 1 1 calc R . . C36 C -1.0043(7) 0.2158(4) 0.2643(6) 0.083(3) Uani 1 1 d . . . C37 C -1.1254(8) 0.2219(4) 0.2401(7) 0.094(3) Uani 1 1 d . . . C38 C -1.1911(12) 0.2546(5) 0.2843(9) 0.137(5) Uani 1 1 d . . . H38 H -1.2710 0.2581 0.2682 0.164 Uiso 1 1 calc R . . C39 C -1.1394(15) 0.2809(6) 0.3497(9) 0.153(7) Uani 1 1 d . . . H39 H -1.1830 0.3025 0.3789 0.183 Uiso 1 1 calc R . . C40 C -1.0194(15) 0.2756(5) 0.3737(7) 0.143(5) Uani 1 1 d . . . H40 H -0.9842 0.2945 0.4186 0.172 Uiso 1 1 calc R . . C41 C -0.9489(10) 0.2420(4) 0.3315(7) 0.107(3) Uani 1 1 d . . . H41 H -0.8694 0.2380 0.3487 0.128 Uiso 1 1 calc R . . C42 C -0.6056(11) 0.3412(7) 0.5553(7) 0.129(4) Uani 1 1 d . . . S1 S -0.4884(2) 0.33679(19) 0.63247(19) 0.1509(15) Uani 1 1 d . . . F1 F -0.6802(7) 0.3008(4) 0.5687(5) 0.208(4) Uani 1 1 d . . . F2 F -0.5801(7) 0.3317(3) 0.4860(4) 0.177(3) Uani 1 1 d . . . F3 F -0.6598(8) 0.3875(4) 0.5555(6) 0.209(4) Uani 1 1 d . . . C43 C -0.5104(15) 0.1855(8) 0.4375(11) 0.316(14) Uiso 1 1 d D . . O9 O -0.514(2) 0.1574(9) 0.5126(13) 0.232(10) Uiso 0.50 1 d PD A 1 C44 C -0.611(3) 0.2048(13) 0.3946(18) 0.228(16) Uiso 0.50 1 d PD A 1 H44A H -0.6757 0.1866 0.4116 0.342 Uiso 0.50 1 calc PR A 1 H44B H -0.6112 0.1973 0.3395 0.342 Uiso 0.50 1 calc PR A 1 H44C H -0.6163 0.2441 0.4025 0.342 Uiso 0.50 1 calc PR A 1 C45 C -0.410(2) 0.2067(11) 0.4243(15) 0.167(10) Uiso 0.50 1 d PD A 1 H45A H -0.3469 0.1906 0.4607 0.250 Uiso 0.50 1 calc PR A 1 H45B H -0.4099 0.2462 0.4318 0.250 Uiso 0.50 1 calc PR A 1 H45C H -0.3993 0.1985 0.3711 0.250 Uiso 0.50 1 calc PR A 1 O9' O -0.4128(16) 0.1491(9) 0.4410(12) 0.208(8) Uiso 0.50 1 d PD A 2 C44' C -0.606(2) 0.1753(11) 0.4704(17) 0.163(10) Uiso 0.50 1 d PD A 2 H44D H -0.5893 0.1471 0.5102 0.245 Uiso 0.50 1 calc PR A 2 H44E H -0.6684 0.1629 0.4302 0.245 Uiso 0.50 1 calc PR A 2 H44F H -0.6297 0.2087 0.4941 0.245 Uiso 0.50 1 calc PR A 2 C45' C -0.528(3) 0.2248(13) 0.378(2) 0.28(2) Uiso 0.50 1 d PD A 2 H45D H -0.4562 0.2312 0.3589 0.413 Uiso 0.50 1 calc PR A 2 H45E H -0.5538 0.2588 0.3987 0.413 Uiso 0.50 1 calc PR A 2 H45F H -0.5856 0.2117 0.3357 0.413 Uiso 0.50 1 calc PR A 2 O6' O -0.4665(16) 0.2671(8) 0.6283(11) 0.164(6) Uiso 0.50 1 d P . . O8' O -0.3947(13) 0.3575(8) 0.6077(9) 0.134(5) Uiso 0.50 1 d P . . O7' O -0.5333(13) 0.3346(7) 0.7042(10) 0.114(5) Uiso 0.50 1 d P . . H5 H -0.653(6) 0.106(3) 0.267(5) 0.09(3) Uiso 1 1 d . . . H4 H -0.147(6) -0.040(3) 0.575(4) 0.06(2) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Re1 0.04807(18) 0.0829(3) 0.04644(18) -0.00409(17) 0.01151(11) -0.00294(14) O1 0.092(4) 0.113(5) 0.065(4) -0.020(4) 0.020(3) -0.004(3) O2 0.086(4) 0.129(5) 0.070(4) 0.017(4) 0.008(3) 0.005(3) O3 0.062(3) 0.126(5) 0.084(4) -0.005(3) 0.022(3) -0.019(3) O4 0.082(3) 0.123(5) 0.068(4) -0.034(3) 0.021(3) 0.013(3) O5 0.077(3) 0.081(4) 0.061(3) 0.006(3) 0.015(3) 0.006(3) N1 0.050(3) 0.088(5) 0.053(4) -0.018(4) 0.012(3) -0.007(3) N2 0.067(4) 0.067(4) 0.050(3) -0.014(3) 0.022(3) -0.006(3) N3 0.048(3) 0.069(4) 0.052(3) 0.000(3) 0.015(2) 0.001(3) N4 0.065(4) 0.077(5) 0.045(4) -0.009(3) 0.012(3) 0.002(3) N5 0.056(4) 0.087(6) 0.087(5) 0.010(4) 0.022(3) 0.004(4) N6 0.074(5) 0.100(6) 0.140(8) 0.028(6) 0.028(5) 0.000(4) C1 0.062(4) 0.104(7) 0.046(4) 0.000(5) 0.012(3) -0.005(4) C2 0.051(4) 0.118(7) 0.052(5) 0.006(5) 0.005(3) 0.006(4) C3 0.066(5) 0.090(6) 0.044(4) -0.001(4) 0.012(3) 0.002(4) C4 0.069(5) 0.126(8) 0.058(5) -0.020(5) 0.013(4) -0.015(5) C5 0.057(5) 0.138(9) 0.082(6) -0.041(6) 0.017(4) -0.024(5) C6 0.082(6) 0.117(8) 0.105(8) -0.059(7) 0.050(5) -0.047(6) C7 0.088(6) 0.096(7) 0.088(7) -0.046(6) 0.043(5) -0.032(5) C8 0.070(5) 0.069(6) 0.067(5) -0.028(4) 0.030(4) -0.024(4) C9 0.085(5) 0.060(5) 0.057(5) -0.020(4) 0.031(4) -0.005(4) C10 0.128(7) 0.050(5) 0.068(6) -0.019(4) 0.049(5) -0.012(5) C11 0.107(7) 0.053(6) 0.071(6) -0.013(4) 0.021(5) 0.013(5) C12 0.094(6) 0.075(6) 0.054(5) -0.009(4) 0.012(4) 0.020(5) C13 0.067(4) 0.078(6) 0.048(4) -0.010(4) 0.007(3) 0.007(4) C14 0.128(8) 0.076(7) 0.107(8) -0.022(6) 0.064(7) -0.033(6) C15 0.157(9) 0.055(6) 0.107(8) -0.014(5) 0.070(7) -0.020(6) C16 0.062(6) 0.241(14) 0.097(8) -0.033(8) 0.006(5) -0.010(7) C17 0.113(8) 0.182(12) 0.184(12) -0.077(10) 0.076(7) -0.090(8) C18 0.183(10) 0.066(7) 0.087(7) 0.009(6) 0.024(6) 0.024(6) C19 0.123(7) 0.094(7) 0.068(6) 0.002(5) -0.003(5) 0.027(5) C20 0.050(4) 0.085(6) 0.065(5) 0.006(4) 0.010(3) 0.001(4) C21 0.058(4) 0.080(6) 0.081(6) -0.004(5) 0.014(4) 0.007(4) C22 0.076(5) 0.060(5) 0.078(6) -0.011(4) 0.026(4) 0.004(4) C23 0.056(4) 0.056(5) 0.055(4) -0.004(4) 0.015(3) -0.003(3) C24 0.052(4) 0.056(4) 0.054(4) 0.003(4) 0.013(3) 0.000(3) C25 0.065(5) 0.061(6) 0.067(5) -0.009(4) 0.017(4) -0.002(3) C26 0.079(5) 0.075(5) 0.058(5) -0.005(4) 0.009(4) -0.002(4) C27 0.069(5) 0.096(7) 0.056(5) -0.008(4) 0.010(3) 0.012(4) C28 0.075(5) 0.088(6) 0.050(4) 0.004(4) 0.015(3) 0.015(4) C29 0.083(5) 0.113(7) 0.057(5) -0.013(5) 0.006(4) 0.029(5) C30 0.071(5) 0.090(7) 0.059(5) -0.004(4) 0.011(4) 0.017(4) C31 0.065(5) 0.079(7) 0.052(5) 0.001(4) 0.011(3) 0.007(4) C32 0.072(5) 0.079(6) 0.107(7) 0.030(5) 0.036(4) 0.021(4) C33 0.066(5) 0.085(7) 0.111(7) 0.010(5) 0.035(4) 0.001(4) C34 0.073(5) 0.061(6) 0.110(7) 0.020(5) 0.031(5) 0.001(4) C35 0.070(6) 0.079(7) 0.133(9) 0.010(6) 0.029(5) 0.001(4) C36 0.102(7) 0.060(6) 0.094(7) 0.028(5) 0.036(5) 0.006(5) C37 0.089(7) 0.071(7) 0.134(9) 0.045(6) 0.059(6) 0.029(5) C38 0.153(11) 0.101(10) 0.180(14) 0.053(9) 0.100(11) 0.058(8) C39 0.219(16) 0.106(11) 0.159(15) 0.029(10) 0.105(14) 0.064(11) C40 0.237(15) 0.093(9) 0.112(10) 0.013(7) 0.066(11) 0.024(10) C41 0.158(9) 0.067(7) 0.102(8) 0.023(6) 0.042(7) 0.017(6) C42 0.144(11) 0.157(13) 0.094(9) 0.005(9) 0.039(7) -0.004(9) S1 0.0737(17) 0.259(5) 0.119(2) -0.065(3) 0.0143(15) 0.023(2) F1 0.211(8) 0.233(9) 0.187(8) -0.001(7) 0.056(6) -0.113(7) F2 0.231(8) 0.209(8) 0.101(5) 0.013(5) 0.056(5) -0.028(6) F3 0.217(8) 0.173(8) 0.224(10) 0.025(7) -0.004(7) 0.058(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 C2 1.901(9) . ? Re1 C3 1.920(8) . ? Re1 C1 1.922(9) . ? Re1 N2 2.167(6) . ? Re1 N1 2.171(5) . ? Re1 N3 2.229(5) . ? O1 C1 1.141(8) . ? O2 C2 1.167(9) . ? O3 C3 1.161(8) . ? O4 C25 1.216(8) . ? O5 C31 1.249(8) . ? O6 O6' 1.17(2) . ? O6 S1 1.260(16) . ? O6 O8' 1.28(2) . ? O7 O7' 0.673(19) . ? O7 S1 1.379(13) . ? O8 O8' 1.33(2) . ? O8 S1 1.829(19) . ? N1 C4 1.338(9) . ? N1 C8 1.351(9) . ? N2 C13 1.344(8) . ? N2 C9 1.360(8) . ? N3 C20 1.340(8) . ? N3 C24 1.348(8) . ? N4 C25 1.322(9) . ? N4 C26 1.467(8) . ? N5 C31 1.312(9) . ? N5 C32 1.463(9) . ? N6 C35 1.349(10) . ? N6 C37 1.364(12) . ? C4 C5 1.403(11) . ? C5 C6 1.374(13) . ? C5 C16 1.488(12) . ? C6 C7 1.432(13) . ? C6 C17 1.544(10) . ? C7 C8 1.416(10) . ? C7 C14 1.434(13) . ? C8 C9 1.435(10) . ? C9 C10 1.400(11) . ? C10 C11 1.427(11) . ? C10 C15 1.438(11) . ? C11 C12 1.362(11) . ? C11 C18 1.505(11) . ? C12 C13 1.365(10) . ? C12 C19 1.509(10) . ? C14 C15 1.340(13) . ? C20 C21 1.362(10) . ? C21 C22 1.370(10) . ? C22 C23 1.386(9) . ? C23 C24 1.376(9) . ? C23 C25 1.495(9) . ? C26 C27 1.482(9) . ? C27 C28 1.522(10) . ? C28 C29 1.499(9) . ? C29 C30 1.506(10) . ? C30 C31 1.504(10) . ? C32 C33 1.492(10) . ? C33 C34 1.500(10) . ? C34 C35 1.346(11) . ? C34 C36 1.428(11) . ? C36 C41 1.377(12) . ? C36 C37 1.412(11) . ? C37 C38 1.405(14) . ? C38 C39 1.339(17) . ? C39 C40 1.397(17) . ? C40 C41 1.430(14) . ? C42 F3 1.282(14) . ? C42 F2 1.291(12) . ? C42 F1 1.349(13) . ? C42 S1 1.741(13) . ? S1 O8' 1.332(16) . ? S1 O7' 1.412(16) . ? S1 O6' 1.70(2) . ? C43 C45 1.334(17) . ? C43 C44' 1.355(17) . ? C43 C44 1.357(19) . ? C43 C45' 1.378(19) . ? C43 O9' 1.43(2) . ? C43 O9 1.46(2) . ? 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 C3 88.4(3) . . ? C2 Re1 C1 88.1(3) . . ? C3 Re1 C1 88.7(3) . . ? C2 Re1 N2 173.8(2) . . ? C3 Re1 N2 97.2(3) . . ? C1 Re1 N2 94.5(3) . . ? C2 Re1 N1 98.9(3) . . ? C3 Re1 N1 172.5(3) . . ? C1 Re1 N1 93.0(2) . . ? N2 Re1 N1 75.4(2) . . ? C2 Re1 N3 92.0(3) . . ? C3 Re1 N3 95.6(2) . . ? C1 Re1 N3 175.7(2) . . ? N2 Re1 N3 84.99(19) . . ? N1 Re1 N3 82.75(19) . . ? O6' O6 S1 88.6(15) . . ? O6' O6 O8' 151(2) . . ? S1 O6 O8' 63.2(11) . . ? O7' O7 S1 79(2) . . ? O8' O8 S1 46.6(9) . . ? C4 N1 C8 118.8(6) . . ? C4 N1 Re1 125.8(6) . . ? C8 N1 Re1 115.4(4) . . ? C13 N2 C9 116.9(6) . . ? C13 N2 Re1 127.2(5) . . ? C9 N2 Re1 115.9(5) . . ? C20 N3 C24 117.3(6) . . ? C20 N3 Re1 119.2(5) . . ? C24 N3 Re1 123.5(4) . . ? C25 N4 C26 120.1(6) . . ? C31 N5 C32 122.1(7) . . ? C35 N6 C37 109.1(8) . . ? O1 C1 Re1 178.6(7) . . ? O2 C2 Re1 179.6(8) . . ? O3 C3 Re1 176.8(7) . . ? N1 C4 C5 123.5(9) . . ? C6 C5 C4 118.2(8) . . ? C6 C5 C16 122.4(9) . . ? C4 C5 C16 119.4(10) . . ? C5 C6 C7 120.2(7) . . ? C5 C6 C17 121.9(10) . . ? C7 C6 C17 117.9(11) . . ? C8 C7 C6 116.8(9) . . ? C8 C7 C14 117.6(9) . . ? C6 C7 C14 125.7(8) . . ? N1 C8 C7 122.6(8) . . ? N1 C8 C9 117.2(6) . . ? C7 C8 C9 120.2(8) . . ? N2 C9 C10 122.2(7) . . ? N2 C9 C8 116.1(7) . . ? C10 C9 C8 121.7(7) . . ? C9 C10 C11 118.5(7) . . ? C9 C10 C15 115.3(9) . . ? C11 C10 C15 126.2(9) . . ? C12 C11 C10 118.0(8) . . ? C12 C11 C18 123.3(8) . . ? C10 C11 C18 118.7(8) . . ? C11 C12 C13 120.0(7) . . ? C11 C12 C19 122.3(8) . . ? C13 C12 C19 117.6(8) . . ? N2 C13 C12 124.4(7) . . ? C15 C14 C7 120.6(9) . . ? C14 C15 C10 124.5(10) . . ? N3 C20 C21 123.3(7) . . ? C20 C21 C22 119.0(7) . . ? C21 C22 C23 119.2(7) . . ? C24 C23 C22 118.4(6) . . ? C24 C23 C25 123.9(6) . . ? C22 C23 C25 117.6(6) . . ? N3 C24 C23 122.7(6) . . ? O4 C25 N4 123.0(7) . . ? O4 C25 C23 118.9(6) . . ? N4 C25 C23 118.2(6) . . ? N4 C26 C27 112.8(6) . . ? C26 C27 C28 112.5(6) . . ? C29 C28 C27 113.2(6) . . ? C28 C29 C30 115.1(6) . . ? C31 C30 C29 111.7(6) . . ? O5 C31 N5 121.4(7) . . ? O5 C31 C30 119.8(8) . . ? N5 C31 C30 118.8(7) . . ? N5 C32 C33 112.6(6) . . ? C32 C33 C34 111.1(6) . . ? C35 C34 C36 106.8(8) . . ? C35 C34 C33 126.3(9) . . ? C36 C34 C33 126.8(9) . . ? C34 C35 N6 110.6(9) . . ? C41 C36 C37 120.4(10) . . ? C41 C36 C34 133.4(9) . . ? C37 C36 C34 106.2(9) . . ? N6 C37 C38 132.2(11) . . ? N6 C37 C36 107.3(8) . . ? C38 C37 C36 120.5(12) . . ? C39 C38 C37 120.3(14) . . ? C38 C39 C40 119.6(14) . . ? C39 C40 C41 122.2(14) . . ? C36 C41 C40 116.9(11) . . ? F3 C42 F2 110.2(12) . . ? F3 C42 F1 107.1(12) . . ? F2 C42 F1 106.2(12) . . ? F3 C42 S1 112.2(11) . . ? F2 C42 S1 114.6(9) . . ? F1 C42 S1 105.9(9) . . ? O6 S1 O8' 59.2(9) . . ? O6 S1 O7 136.4(9) . . ? O8' S1 O7 115.6(10) . . ? O6 S1 O7' 123.6(11) . . ? O8' S1 O7' 137.0(10) . . ? O7 S1 O7' 27.9(8) . . ? O6 S1 O6' 43.6(9) . . ? O8' S1 O6' 102.7(9) . . ? O7 S1 O6' 120.9(10) . . ? O7' S1 O6' 94.6(10) . . ? O6 S1 C42 112.7(9) . . ? O8' S1 C42 108.5(8) . . ? O7 S1 C42 109.6(7) . . ? O7' S1 C42 107.8(8) . . ? O6' S1 C42 97.7(8) . . ? O6 S1 O8 105.3(10) . . ? O8' S1 O8 46.7(8) . . ? O7 S1 O8 88.5(9) . . ? O7' S1 O8 116.2(9) . . ? O6' S1 O8 147.0(9) . . ? C42 S1 O8 84.6(8) . . ? C45 C43 C44' 161.8(19) . . ? C45 C43 C44 119(3) . . ? C44' C43 C44 65.8(12) . . ? C45 C43 C45' 68.9(14) . . ? C44' C43 C45' 114(2) . . ? C44 C43 C45' 50(2) . . ? C45 C43 O9' 61.6(13) . . ? C44' C43 O9' 125.3(18) . . ? C44 C43 O9' 147.3(19) . . ? C45' C43 O9' 118.1(14) . . ? C45 C43 O9 118.8(17) . . ? C44' C43 O9 53.3(12) . . ? C44 C43 O9 119.1(14) . . ? C45' C43 O9 161(2) . . ? O9' C43 O9 79.6(15) . . ? O6 O6' S1 47.8(11) . . ? O6 O8' S1 57.6(10) . . ? O6 O8' O8 142.8(18) . . ? S1 O8' O8 86.7(13) . . ? O7 O7' S1 73(2) . . ? _diffrn_measured_fraction_theta_max 0.809 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.809 _refine_diff_density_max 0.851 _refine_diff_density_min -0.964 _refine_diff_density_rms 0.194