# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_ren331 _database_code_depnum_ccdc_archive 'CCDC 927461' #TrackingRef 'Re1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H12 Cl N2 O5 Re, H O, C H3' _chemical_formula_sum 'C21 H16 Cl N2 O6 Re' _chemical_formula_weight 614.01 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' _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 34.8747(14) _cell_length_b 7.8393(3) _cell_length_c 15.8070(6) _cell_angle_alpha 90.00 _cell_angle_beta 98.721(4) _cell_angle_gamma 90.00 _cell_volume 4271.6(3) _cell_formula_units_Z 8 _cell_measurement_temperature 295.0(2) _cell_measurement_reflns_used 3881 _cell_measurement_theta_min 3.5000 _cell_measurement_theta_max 29.2533 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.240 _exptl_crystal_size_mid 0.134 _exptl_crystal_size_min 0.108 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.910 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2368 _exptl_absorpt_coefficient_mu 5.855 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ;CrysAlis RED, (2005) ; _exptl_absorpt_correction_T_min 0.52228 _exptl_absorpt_correction_T_max 1.00000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 295.0(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 ; Oxford Diffraction Xcalibur (TM) Single Crystal X-ray Diffractometer with Sapphire CCD detector ; _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 9311 _diffrn_reflns_av_R_equivalents 0.0330 _diffrn_reflns_av_unetI/netI 0.0363 _diffrn_reflns_limit_h_min -41 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.51 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3751 _reflns_number_gt 3162 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 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^)+(0.0357P)^2^+0.9097P] 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 3751 _refine_ls_number_parameters 282 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0386 _refine_ls_R_factor_gt 0.0294 _refine_ls_wR_factor_ref 0.0723 _refine_ls_wR_factor_gt 0.0687 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _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 0.150433(6) 0.40631(2) 0.168210(12) 0.04116(10) Uani 1 1 d . . . O1 O 0.15853(11) 0.1960(4) 0.1754(2) 0.0548(10) Uani 1 1 d . . . O2 O 0.13090(10) 0.6388(4) 0.1226(2) 0.0459(8) Uani 1 1 d . . . O3 O 0.09052(12) 0.7941(4) 0.0322(3) 0.0742(13) Uani 1 1 d . . . O4 O 0.19195(10) 0.5300(5) 0.2425(2) 0.0521(9) Uani 1 1 d . . . O5 O 0.24585(12) 0.6832(5) 0.2465(2) 0.0672(11) Uani 1 1 d . . . N1 N 0.10111(12) 0.3576(5) 0.0747(3) 0.0393(9) Uani 1 1 d . . . N2 N 0.19079(12) 0.4464(5) 0.0835(2) 0.0387(9) Uani 1 1 d . . . Cl1 Cl 0.11034(5) 0.43363(19) 0.27437(10) 0.0654(4) Uani 1 1 d . . . C1 C 0.08308(14) 0.4900(5) 0.0306(3) 0.0368(11) Uani 1 1 d . . . C2 C 0.10155(16) 0.6578(6) 0.0611(3) 0.0449(12) Uani 1 1 d . . . C3 C 0.05103(15) 0.4706(6) -0.0342(3) 0.0416(11) Uani 1 1 d . . . C4 C 0.03183(17) 0.6077(7) -0.0820(3) 0.0507(13) Uani 1 1 d . . . H4 H 0.0409 0.7188 -0.0729 0.061 Uiso 1 1 calc R . . C5 C -0.00026(18) 0.5746(8) -0.1417(4) 0.0632(17) Uani 1 1 d . . . H5 H -0.0128 0.6645 -0.1729 0.076 Uiso 1 1 calc R . . C6 C -0.01466(19) 0.4076(8) -0.1569(4) 0.0662(18) Uani 1 1 d . . . H6 H -0.0368 0.3884 -0.1965 0.079 Uiso 1 1 calc R . . C7 C 0.00382(18) 0.2763(8) -0.1136(4) 0.0622(15) Uani 1 1 d . . . H7 H -0.0054 0.1660 -0.1248 0.075 Uiso 1 1 calc R . . C8 C 0.03667(16) 0.3019(6) -0.0520(3) 0.0481(12) Uani 1 1 d . . . C9 C 0.05575(17) 0.1677(7) -0.0046(4) 0.0575(15) Uani 1 1 d . . . H9 H 0.0468 0.0567 -0.0150 0.069 Uiso 1 1 calc R . . C10 C 0.08678(17) 0.1961(6) 0.0556(4) 0.0534(14) Uani 1 1 d . . . H10 H 0.0989 0.1036 0.0853 0.064 Uiso 1 1 calc R . . C11 C 0.22321(14) 0.5286(6) 0.1178(3) 0.0389(11) Uani 1 1 d . . . C12 C 0.22214(17) 0.5892(6) 0.2086(3) 0.0481(13) Uani 1 1 d . . . C13 C 0.25429(15) 0.5537(5) 0.0715(3) 0.0393(11) Uani 1 1 d . . . C14 C 0.28977(16) 0.6347(7) 0.1052(4) 0.0521(13) Uani 1 1 d . . . H14 H 0.2933 0.6778 0.1607 0.063 Uiso 1 1 calc R . . C15 C 0.31842(17) 0.6491(7) 0.0567(4) 0.0584(15) Uani 1 1 d . . . H15 H 0.3418 0.6995 0.0798 0.070 Uiso 1 1 calc R . . C16 C 0.3133(2) 0.5887(6) -0.0288(5) 0.0621(18) Uani 1 1 d . . . H16 H 0.3330 0.6024 -0.0619 0.075 Uiso 1 1 calc R . . C17 C 0.28023(17) 0.5122(6) -0.0617(3) 0.0513(13) Uani 1 1 d . . . H17 H 0.2773 0.4709 -0.1175 0.062 Uiso 1 1 calc R . . C18 C 0.24966(15) 0.4927(6) -0.0136(3) 0.0396(11) Uani 1 1 d . . . C19 C 0.21454(17) 0.4130(6) -0.0473(3) 0.0468(13) Uani 1 1 d . . . H19 H 0.2108 0.3742 -0.1035 0.056 Uiso 1 1 calc R . . C20 C 0.18630(16) 0.3925(6) 0.0012(3) 0.0435(12) Uani 1 1 d . . . H20 H 0.1632 0.3402 -0.0223 0.052 Uiso 1 1 calc R . . C99 C 0.1015(5) -0.1006(18) 0.2946(17) 0.339(18) Uani 1 1 d D . . H99A H 0.1240 -0.0300 0.2945 0.509 Uiso 1 1 calc R . . H99B H 0.1025 -0.1947 0.2561 0.509 Uiso 1 1 calc R . . H99C H 0.1010 -0.1432 0.3514 0.509 Uiso 1 1 calc R . . O99 O 0.0673(6) -0.0023(13) 0.2676(7) 0.395(14) Uani 1 1 d D . . H99 H 0.0588 -0.0251 0.2176 0.593 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Re1 0.03920(15) 0.04719(14) 0.03720(14) 0.00662(8) 0.00615(9) 0.00263(9) O1 0.055(2) 0.048(2) 0.061(2) 0.0194(17) 0.0091(18) 0.0104(18) O2 0.046(2) 0.0385(17) 0.053(2) -0.0020(15) 0.0054(18) -0.0063(16) O3 0.068(3) 0.0334(19) 0.113(4) 0.012(2) -0.014(2) 0.0051(19) O4 0.044(2) 0.080(2) 0.0312(18) -0.0046(17) 0.0017(16) 0.0008(19) O5 0.064(3) 0.093(3) 0.045(2) -0.017(2) 0.0063(19) -0.023(2) N1 0.037(2) 0.0334(19) 0.048(2) 0.0061(17) 0.0094(19) 0.0008(18) N2 0.039(3) 0.044(2) 0.032(2) 0.0021(17) 0.0039(18) 0.0006(18) Cl1 0.0593(10) 0.0838(10) 0.0585(9) 0.0114(7) 0.0266(7) 0.0079(8) C1 0.036(3) 0.035(2) 0.040(3) 0.002(2) 0.009(2) 0.002(2) C2 0.043(3) 0.038(3) 0.054(3) 0.006(2) 0.010(3) 0.000(2) C3 0.040(3) 0.048(3) 0.038(3) -0.001(2) 0.010(2) 0.007(2) C4 0.052(4) 0.059(3) 0.041(3) 0.007(2) 0.007(3) 0.015(3) C5 0.052(4) 0.087(5) 0.052(4) 0.015(3) 0.014(3) 0.029(3) C6 0.050(4) 0.102(5) 0.045(4) -0.010(3) 0.001(3) 0.003(4) C7 0.053(4) 0.074(4) 0.058(4) -0.015(3) 0.002(3) -0.002(3) C8 0.046(3) 0.050(3) 0.049(3) -0.004(2) 0.008(2) 0.003(3) C9 0.056(4) 0.044(3) 0.071(4) -0.002(3) 0.004(3) -0.009(3) C10 0.056(4) 0.033(3) 0.070(4) 0.008(2) 0.003(3) -0.004(2) C11 0.038(3) 0.044(2) 0.033(3) 0.002(2) 0.003(2) 0.006(2) C12 0.044(3) 0.063(3) 0.037(3) -0.001(2) 0.002(2) 0.001(3) C13 0.040(3) 0.037(2) 0.039(3) 0.004(2) 0.000(2) 0.005(2) C14 0.040(3) 0.065(3) 0.051(3) 0.000(3) 0.005(3) -0.003(3) C15 0.043(4) 0.059(3) 0.072(4) 0.001(3) 0.003(3) -0.005(3) C16 0.065(5) 0.049(3) 0.082(5) 0.010(3) 0.041(4) 0.002(3) C17 0.061(4) 0.047(3) 0.048(3) 0.008(2) 0.017(3) 0.004(3) C18 0.044(3) 0.039(3) 0.037(3) 0.007(2) 0.010(2) 0.001(2) C19 0.059(4) 0.048(3) 0.034(3) -0.002(2) 0.011(2) 0.001(3) C20 0.043(3) 0.050(3) 0.035(3) -0.003(2) -0.002(2) -0.002(2) C99 0.56(4) 0.108(12) 0.42(4) -0.147(18) 0.31(3) -0.177(18) O99 0.91(4) 0.126(8) 0.181(9) -0.058(8) 0.195(17) -0.272(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 O1 1.674(3) . ? Re1 O4 1.974(3) . ? Re1 O2 2.039(3) . ? Re1 N2 2.108(4) . ? Re1 N1 2.126(4) . ? Re1 Cl1 2.3512(14) . ? O2 C2 1.309(6) . ? O3 C2 1.203(6) . ? O4 C12 1.335(6) . ? O5 C12 1.198(6) . ? N1 C1 1.351(6) . ? N1 C10 1.378(6) . ? N2 C11 1.342(6) . ? N2 C20 1.353(6) . ? C1 C3 1.405(6) . ? C1 C2 1.511(7) . ? C3 C4 1.421(7) . ? C3 C8 1.427(7) . ? C4 C5 1.375(8) . ? C5 C6 1.409(8) . ? C6 C7 1.345(8) . ? C7 C8 1.401(7) . ? C8 C9 1.400(7) . ? C9 C10 1.347(7) . ? C11 C13 1.411(7) . ? C11 C12 1.517(7) . ? C13 C18 1.413(6) . ? C13 C14 1.421(7) . ? C14 C15 1.353(8) . ? C15 C16 1.418(9) . ? C16 C17 1.334(8) . ? C17 C18 1.409(7) . ? C18 C19 1.405(7) . ? C19 C20 1.346(7) . ? C99 O99 1.431(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 O1 Re1 O4 110.02(17) . . ? O1 Re1 O2 161.53(15) . . ? O4 Re1 O2 86.96(14) . . ? O1 Re1 N2 93.92(16) . . ? O4 Re1 N2 78.72(14) . . ? O2 Re1 N2 82.03(14) . . ? O1 Re1 N1 88.90(16) . . ? O4 Re1 N1 160.85(15) . . ? O2 Re1 N1 73.90(13) . . ? N2 Re1 N1 97.61(15) . . ? O1 Re1 Cl1 98.83(12) . . ? O4 Re1 Cl1 89.59(11) . . ? O2 Re1 Cl1 88.18(10) . . ? N2 Re1 Cl1 165.08(11) . . ? N1 Re1 Cl1 90.39(12) . . ? C2 O2 Re1 123.1(3) . . ? C12 O4 Re1 119.0(3) . . ? C1 N1 C10 117.9(4) . . ? C1 N1 Re1 119.0(3) . . ? C10 N1 Re1 123.1(3) . . ? C11 N2 C20 120.4(4) . . ? C11 N2 Re1 114.6(3) . . ? C20 N2 Re1 124.9(3) . . ? N1 C1 C3 123.4(4) . . ? N1 C1 C2 111.2(4) . . ? C3 C1 C2 125.5(4) . . ? O3 C2 O2 123.5(5) . . ? O3 C2 C1 123.8(5) . . ? O2 C2 C1 112.7(4) . . ? C1 C3 C4 124.3(5) . . ? C1 C3 C8 117.4(4) . . ? C4 C3 C8 118.3(5) . . ? C5 C4 C3 119.4(5) . . ? C4 C5 C6 121.6(5) . . ? C7 C6 C5 119.6(6) . . ? C6 C7 C8 121.4(6) . . ? C9 C8 C7 122.4(5) . . ? C9 C8 C3 117.9(5) . . ? C7 C8 C3 119.7(5) . . ? C10 C9 C8 121.3(5) . . ? C9 C10 N1 122.2(5) . . ? N2 C11 C13 121.5(4) . . ? N2 C11 C12 113.1(4) . . ? C13 C11 C12 125.4(4) . . ? O5 C12 O4 122.7(5) . . ? O5 C12 C11 123.5(5) . . ? O4 C12 C11 113.9(4) . . ? C11 C13 C18 117.5(4) . . ? C11 C13 C14 124.1(5) . . ? C18 C13 C14 118.4(5) . . ? C15 C14 C13 120.0(5) . . ? C14 C15 C16 121.0(6) . . ? C17 C16 C15 119.9(5) . . ? C16 C17 C18 121.2(5) . . ? C19 C18 C17 122.1(5) . . ? C19 C18 C13 118.5(4) . . ? C17 C18 C13 119.4(5) . . ? C20 C19 C18 120.5(5) . . ? C19 C20 N2 121.5(5) . . ? 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 C4 H4 O3 0.93 2.29 2.909(7) 123.8 . C10 H10 O1 0.93 2.44 2.901(7) 110.2 . C10 H10 O3 0.93 2.57 3.178(6) 123.4 1_545 C14 H14 O5 0.93 2.29 2.918(7) 124.0 . C17 H17 O5 0.93 2.56 3.445(7) 158.5 6_565 C19 H19 O4 0.93 2.54 3.328(6) 143.0 6_565 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.899 _refine_diff_density_min -0.647 _refine_diff_density_rms 0.097 # Attachment 'Re2.cif' data_ren329a _database_code_depnum_ccdc_archive 'CCDC 927462' #TrackingRef 'Re2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H15 N2 O6 Re' _chemical_formula_sum 'C21 H15 N2 O6 Re' _chemical_formula_weight 577.55 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/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 10.0708(6) _cell_length_b 14.4437(8) _cell_length_c 13.4971(8) _cell_angle_alpha 90.00 _cell_angle_beta 106.654(6) _cell_angle_gamma 90.00 _cell_volume 1880.93(19) _cell_formula_units_Z 4 _cell_measurement_temperature 295.0(2) _cell_measurement_reflns_used 4554 _cell_measurement_theta_min 3.4454 _cell_measurement_theta_max 29.1326 _exptl_crystal_description prism _exptl_crystal_colour dark-brown _exptl_crystal_size_max 0.072 _exptl_crystal_size_mid 0.068 _exptl_crystal_size_min 0.010 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.040 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1112 _exptl_absorpt_coefficient_mu 6.504 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ;CrysAlis RED, (2005) ; _exptl_absorpt_correction_T_min 0.84674 _exptl_absorpt_correction_T_max 1.00000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 295.0(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 ; Oxford Diffraction Xcalibur (TM) Single Crystal X-ray Diffractometer with Sapphire CCD detector ; _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 8942 _diffrn_reflns_av_R_equivalents 0.0291 _diffrn_reflns_av_unetI/netI 0.0366 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.45 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3296 _reflns_number_gt 2730 _reflns_threshold_expression >2sigma(I) #========================================================================== # # REFINEMENT DATA _computing_data_collection 'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)' _computing_cell_refinement 'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)' _computing_data_reduction 'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ;XP in SHELXTL/PC (Sheldrick, 1990b) ORTEP-3 W v. 1.062 (Farrugia 1997) ; _computing_publication_material ;SHELXL-97 (Sheldrick, 1997) and PLATON (Spek, 1990) ; _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^)+(0.0174P)^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 3296 _refine_ls_number_parameters 272 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0333 _refine_ls_R_factor_gt 0.0233 _refine_ls_wR_factor_ref 0.0457 _refine_ls_wR_factor_gt 0.0432 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _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 0.346942(16) 0.797775(12) 0.176987(13) 0.03426(7) Uani 1 1 d . . . O1 O 0.1759(3) 0.8625(2) 0.1715(2) 0.0451(7) Uani 1 1 d . . . O2 O 0.4699(3) 0.8777(2) 0.2238(2) 0.0450(7) Uani 1 1 d . . . O3 O 0.3027(3) 0.79526(19) 0.0237(2) 0.0423(7) Uani 1 1 d . . . O4 O 0.3408(4) 0.7273(3) -0.1125(2) 0.0708(11) Uani 1 1 d . . . O5 O 0.2300(3) 0.67896(19) 0.1680(2) 0.0367(7) Uani 1 1 d . . . O6 O 0.0974(3) 0.5937(2) 0.2385(2) 0.0590(9) Uani 1 1 d . . . N1 N 0.4902(3) 0.6973(2) 0.1529(2) 0.0337(8) Uani 1 1 d . . . N2 N 0.3485(3) 0.7654(2) 0.3308(2) 0.0315(8) Uani 1 1 d . . . C1 C 0.1170(5) 0.9255(3) 0.0944(4) 0.0556(13) Uani 1 1 d . . . H1A H 0.1739 0.9799 0.1034 0.083 Uiso 1 1 calc R . . H1B H 0.0262 0.9419 0.0982 0.083 Uiso 1 1 calc R . . H1C H 0.1100 0.8983 0.0282 0.083 Uiso 1 1 calc R . . C2 C 0.4827(4) 0.6808(3) 0.0540(3) 0.0329(9) Uani 1 1 d . . . C3 C 0.3680(4) 0.7357(3) -0.0210(3) 0.0419(11) Uani 1 1 d . . . C4 C 0.5742(4) 0.6186(3) 0.0255(3) 0.0309(9) Uani 1 1 d . . . C5 C 0.5732(4) 0.5997(3) -0.0785(3) 0.0395(10) Uani 1 1 d . . . H5 H 0.5081 0.6279 -0.1333 0.047 Uiso 1 1 calc R . . C6 C 0.6675(5) 0.5404(3) -0.0971(4) 0.0476(12) Uani 1 1 d . . . H6 H 0.6670 0.5291 -0.1650 0.057 Uiso 1 1 calc R . . C7 C 0.7655(5) 0.4958(3) -0.0166(4) 0.0497(12) Uani 1 1 d . . . H7 H 0.8274 0.4543 -0.0318 0.060 Uiso 1 1 calc R . . C8 C 0.7712(4) 0.5125(3) 0.0833(3) 0.0442(11) Uani 1 1 d . . . H8 H 0.8378 0.4831 0.1362 0.053 Uiso 1 1 calc R . . C9 C 0.6763(4) 0.5743(3) 0.1073(3) 0.0354(10) Uani 1 1 d . . . C10 C 0.6802(4) 0.5945(3) 0.2097(3) 0.0404(10) Uani 1 1 d . . . H10 H 0.7463 0.5666 0.2640 0.048 Uiso 1 1 calc R . . C11 C 0.5881(4) 0.6546(3) 0.2298(3) 0.0388(10) Uani 1 1 d . . . H11 H 0.5919 0.6670 0.2982 0.047 Uiso 1 1 calc R . . C12 C 0.2614(4) 0.6998(3) 0.3449(3) 0.0305(9) Uani 1 1 d . . . C13 C 0.1862(4) 0.6521(3) 0.2455(3) 0.0350(10) Uani 1 1 d . . . C14 C 0.2490(4) 0.6781(3) 0.4440(3) 0.0318(9) Uani 1 1 d . . . C15 C 0.1556(4) 0.6104(3) 0.4621(3) 0.0451(11) Uani 1 1 d . . . H15 H 0.0973 0.5780 0.4071 0.054 Uiso 1 1 calc R . . C16 C 0.1528(5) 0.5938(3) 0.5613(4) 0.0522(12) Uani 1 1 d . . . H16 H 0.0918 0.5495 0.5728 0.063 Uiso 1 1 calc R . . C17 C 0.2382(5) 0.6410(3) 0.6454(3) 0.0509(12) Uani 1 1 d . . . H17 H 0.2331 0.6281 0.7117 0.061 Uiso 1 1 calc R . . C18 C 0.3287(4) 0.7055(3) 0.6316(3) 0.0433(11) Uani 1 1 d . . . H18 H 0.3866 0.7360 0.6884 0.052 Uiso 1 1 calc R . . C19 C 0.3350(4) 0.7265(3) 0.5300(3) 0.0340(10) Uani 1 1 d . . . C20 C 0.4246(4) 0.7934(3) 0.5112(3) 0.0423(11) Uani 1 1 d . . . H20 H 0.4822 0.8259 0.5664 0.051 Uiso 1 1 calc R . . C21 C 0.4294(4) 0.8119(3) 0.4138(3) 0.0380(10) Uani 1 1 d . . . H21 H 0.4894 0.8575 0.4036 0.046 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Re1 0.03351(10) 0.03892(11) 0.02947(11) -0.00023(9) 0.00758(8) 0.00088(8) O1 0.0407(16) 0.0505(19) 0.0457(19) 0.0044(16) 0.0146(15) 0.0057(15) O2 0.0464(16) 0.0425(17) 0.0488(19) -0.0026(16) 0.0181(15) -0.0017(15) O3 0.0437(16) 0.0525(18) 0.0285(16) 0.0059(15) 0.0067(14) 0.0116(15) O4 0.085(2) 0.094(3) 0.0242(19) -0.0018(18) 0.0006(17) 0.040(2) O5 0.0363(15) 0.0439(17) 0.0271(16) -0.0064(14) 0.0047(13) -0.0064(13) O6 0.070(2) 0.065(2) 0.0351(19) -0.0024(17) 0.0045(16) -0.0355(19) N1 0.0335(17) 0.041(2) 0.0235(19) -0.0014(17) 0.0032(15) -0.0035(17) N2 0.0286(17) 0.0345(19) 0.0280(19) -0.0056(16) 0.0028(15) -0.0020(16) C1 0.048(3) 0.047(3) 0.072(4) 0.005(3) 0.018(3) 0.003(2) C2 0.037(2) 0.032(2) 0.026(2) 0.0039(19) 0.0031(19) -0.0030(19) C3 0.043(2) 0.047(3) 0.032(3) 0.001(2) 0.006(2) 0.004(2) C4 0.033(2) 0.030(2) 0.027(2) -0.001(2) 0.0058(19) -0.0088(19) C5 0.044(2) 0.045(3) 0.028(2) -0.002(2) 0.007(2) -0.006(2) C6 0.056(3) 0.048(3) 0.042(3) -0.006(2) 0.019(3) -0.003(2) C7 0.055(3) 0.045(3) 0.055(3) -0.009(3) 0.024(3) 0.003(2) C8 0.043(2) 0.038(2) 0.049(3) 0.001(2) 0.009(2) 0.005(2) C9 0.036(2) 0.033(2) 0.034(3) 0.000(2) 0.005(2) -0.0022(19) C10 0.044(2) 0.041(3) 0.029(2) 0.001(2) -0.001(2) 0.004(2) C11 0.042(2) 0.045(3) 0.024(2) 0.001(2) 0.001(2) 0.001(2) C12 0.0278(19) 0.032(2) 0.028(2) -0.004(2) 0.0023(17) 0.0037(19) C13 0.037(2) 0.036(2) 0.028(2) 0.002(2) 0.003(2) 0.000(2) C14 0.0272(19) 0.038(2) 0.028(2) 0.000(2) 0.0042(18) 0.0062(19) C15 0.041(2) 0.055(3) 0.038(3) 0.000(2) 0.010(2) -0.003(2) C16 0.055(3) 0.058(3) 0.049(3) 0.001(3) 0.023(3) -0.008(3) C17 0.051(3) 0.070(3) 0.034(3) 0.008(3) 0.016(2) 0.009(3) C18 0.039(2) 0.062(3) 0.026(2) 0.001(2) 0.0049(19) 0.013(2) C19 0.027(2) 0.042(2) 0.029(2) 0.000(2) 0.0012(19) 0.0092(19) C20 0.035(2) 0.051(3) 0.033(3) -0.010(2) -0.003(2) -0.004(2) C21 0.034(2) 0.044(3) 0.033(3) -0.009(2) 0.006(2) -0.010(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 O2 1.678(3) . ? Re1 O1 1.942(3) . ? Re1 O3 1.988(3) . ? Re1 O5 2.065(3) . ? Re1 N2 2.123(3) . ? Re1 N1 2.136(3) . ? O1 C1 1.382(5) . ? O3 C3 1.328(5) . ? O4 C3 1.192(5) . ? O5 C13 1.305(4) . ? O6 C13 1.212(5) . ? N1 C2 1.336(5) . ? N1 C11 1.357(5) . ? N2 C12 1.341(5) . ? N2 C21 1.360(5) . ? C2 C4 1.417(5) . ? C2 C3 1.523(6) . ? C4 C9 1.427(5) . ? C4 C5 1.427(5) . ? C5 C6 1.354(5) . ? C6 C7 1.398(6) . ? C7 C8 1.355(6) . ? C8 C9 1.412(5) . ? C9 C10 1.401(5) . ? C10 C11 1.353(5) . ? C12 C14 1.414(5) . ? C12 C13 1.505(5) . ? C14 C19 1.417(5) . ? C14 C15 1.426(5) . ? C15 C16 1.369(6) . ? C16 C17 1.391(6) . ? C17 C18 1.353(6) . ? C18 C19 1.424(5) . ? C19 C20 1.395(5) . ? C20 C21 1.355(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Re1 O1 103.55(12) . . ? O2 Re1 O3 109.01(12) . . ? O1 Re1 O3 92.16(11) . . ? O2 Re1 O5 160.10(12) . . ? O1 Re1 O5 85.00(11) . . ? O3 Re1 O5 88.28(11) . . ? O2 Re1 N2 89.16(13) . . ? O1 Re1 N2 84.31(12) . . ? O3 Re1 N2 161.80(12) . . ? O5 Re1 N2 73.64(11) . . ? O2 Re1 N1 93.82(12) . . ? O1 Re1 N1 162.08(12) . . ? O3 Re1 N1 77.81(11) . . ? O5 Re1 N1 79.94(11) . . ? N2 Re1 N1 100.55(12) . . ? C1 O1 Re1 122.0(2) . . ? C3 O3 Re1 119.5(3) . . ? C13 O5 Re1 121.2(3) . . ? C2 N1 C11 120.2(3) . . ? C2 N1 Re1 115.2(3) . . ? C11 N1 Re1 124.5(3) . . ? C12 N2 C21 119.6(3) . . ? C12 N2 Re1 118.2(2) . . ? C21 N2 Re1 122.1(3) . . ? N1 C2 C4 122.0(4) . . ? N1 C2 C3 112.7(3) . . ? C4 C2 C3 125.3(4) . . ? O4 C3 O3 122.7(4) . . ? O4 C3 C2 122.8(4) . . ? O3 C3 C2 114.5(4) . . ? C2 C4 C9 117.0(3) . . ? C2 C4 C5 124.5(4) . . ? C9 C4 C5 118.4(3) . . ? C6 C5 C4 119.7(4) . . ? C5 C6 C7 121.6(4) . . ? C8 C7 C6 120.7(4) . . ? C7 C8 C9 120.1(4) . . ? C10 C9 C8 121.9(4) . . ? C10 C9 C4 118.7(3) . . ? C8 C9 C4 119.4(4) . . ? C11 C10 C9 120.3(4) . . ? C10 C11 N1 121.8(4) . . ? N2 C12 C14 122.0(4) . . ? N2 C12 C13 112.3(3) . . ? C14 C12 C13 125.7(4) . . ? O6 C13 O5 123.7(4) . . ? O6 C13 C12 124.0(4) . . ? O5 C13 C12 112.2(3) . . ? C12 C14 C19 117.8(3) . . ? C12 C14 C15 123.7(4) . . ? C19 C14 C15 118.4(4) . . ? C16 C15 C14 119.2(4) . . ? C15 C16 C17 122.1(4) . . ? C18 C17 C16 120.6(4) . . ? C17 C18 C19 119.8(4) . . ? C20 C19 C14 117.9(3) . . ? C20 C19 C18 122.2(4) . . ? C14 C19 C18 119.9(4) . . ? C21 C20 C19 121.2(4) . . ? C20 C21 N2 121.5(4) . . ? 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 C1 H1C O3 0.96 2.46 2.995(5) 115.0 . C5 H5 O4 0.93 2.29 2.911(5) 123.6 . C15 H15 O6 0.93 2.29 2.915(5) 124.3 . C20 H20 O5 0.93 2.48 3.220(5) 136.6 4_676 C20 H20 O6 0.93 2.56 3.469(5) 166.8 4_676 C21 H21 O2 0.93 2.39 2.871(5) 111.6 . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.568 _refine_diff_density_min -0.491 _refine_diff_density_rms 0.091 # Attachment 'Re3a.cif' data_ren338 _database_code_depnum_ccdc_archive 'CCDC 927463' #TrackingRef 'Re3a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H19 N2 O8 Re' _chemical_formula_sum 'C23 H19 N2 O8 Re' _chemical_formula_weight 637.60 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M Cc 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' _cell_length_a 15.927(3) _cell_length_b 10.223(2) _cell_length_c 13.508(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.04(3) _cell_angle_gamma 90.00 _cell_volume 2165.7(7) _cell_formula_units_Z 4 _cell_measurement_temperature 295.0(2) _cell_measurement_reflns_used 2355 _cell_measurement_theta_min 3.6457 _cell_measurement_theta_max 29.1993 _exptl_crystal_description prism _exptl_crystal_colour brown _exptl_crystal_size_max 0.176 _exptl_crystal_size_mid 0.042 _exptl_crystal_size_min 0.032 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.956 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1240 _exptl_absorpt_coefficient_mu 5.666 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ;CrysAlis RED, (2005) ; _exptl_absorpt_correction_T_min 0.53425 _exptl_absorpt_correction_T_max 1.00000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 295.0(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 ; Oxford Diffraction Xcalibur (TM) Single Crystal X-ray Diffractometer with Sapphire CCD detector ; _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 5099 _diffrn_reflns_av_R_equivalents 0.0348 _diffrn_reflns_av_unetI/netI 0.0500 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.66 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2868 _reflns_number_gt 2674 _reflns_threshold_expression >2sigma(I) #========================================================================== # # REFINEMENT DATA _computing_data_collection 'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)' _computing_cell_refinement 'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)' _computing_data_reduction 'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ;XP in SHELXTL/PC (Sheldrick, 1990b) ORTEP-3 W v. 1.062 (Farrugia 1997) ; _computing_publication_material ;SHELXL-97 (Sheldrick, 1997) and PLATON (Spek, 1990) ; _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^)+(0.0399P)^2^+9.8613P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(13) _refine_ls_number_reflns 2868 _refine_ls_number_parameters 311 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0415 _refine_ls_R_factor_gt 0.0368 _refine_ls_wR_factor_ref 0.0876 _refine_ls_wR_factor_gt 0.0854 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _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 0.22872(10) 0.35353(3) 0.12848(11) 0.03977(15) Uani 1 1 d . . . O1 O 0.1987(13) 0.3613(11) 0.2393(15) 0.055(5) Uani 1 1 d . . . O2 O 0.2838(6) 0.5342(8) 0.1510(8) 0.059(3) Uani 1 1 d . . . O3 O 0.4015(10) 0.6448(11) 0.2022(10) 0.078(4) Uani 1 1 d . . . O4 O 0.1766(6) 0.1724(7) 0.0977(8) 0.060(3) Uani 1 1 d . . . O5 O 0.0580(9) 0.0673(12) 0.0339(11) 0.090(4) Uani 1 1 d . . . O6 O 0.2611(14) 0.3574(10) 0.0016(13) 0.047(5) Uani 1 1 d . . . O7 O 0.6152(7) 0.2737(10) 0.3072(9) 0.066(3) Uani 1 1 d . . . O8 O -0.1601(6) 0.4350(10) -0.0380(7) 0.054(2) Uani 1 1 d . . . N1 N 0.3582(10) 0.3113(18) 0.1920(9) 0.038(3) Uani 1 1 d . . . N2 N 0.1001(10) 0.4024(16) 0.0590(9) 0.038(3) Uani 1 1 d . . . C1 C 0.4063(12) 0.4082(15) 0.2130(11) 0.035(4) Uani 1 1 d . . . C2 C 0.3638(15) 0.540(2) 0.1884(16) 0.056(7) Uani 1 1 d . . . C3 C 0.4924(14) 0.410(2) 0.2481(15) 0.053(6) Uani 1 1 d . . . H3 H 0.5227 0.4881 0.2545 0.063 Uiso 1 1 calc R . . C4 C 0.5321(12) 0.293(2) 0.2733(14) 0.045(6) Uani 1 1 d . . . C5 C 0.4829(9) 0.1771(11) 0.2544(9) 0.035(3) Uani 1 1 d . . . C6 C 0.5198(8) 0.0539(13) 0.2738(8) 0.041(3) Uani 1 1 d . . . H6 H 0.5779 0.0480 0.2984 0.050 Uiso 1 1 calc R . . C7 C 0.4720(10) -0.0600(14) 0.2573(9) 0.051(4) Uani 1 1 d . . . H7 H 0.4974 -0.1419 0.2688 0.062 Uiso 1 1 calc R . . C8 C 0.3860(9) -0.0473(12) 0.2235(9) 0.044(3) Uani 1 1 d . . . H8 H 0.3530 -0.1230 0.2155 0.053 Uiso 1 1 calc R . . C9 C 0.3459(9) 0.0697(15) 0.2008(10) 0.039(3) Uani 1 1 d . . . H9 H 0.2878 0.0733 0.1757 0.047 Uiso 1 1 calc R . . C10 C 0.3971(15) 0.190(2) 0.2169(15) 0.041(5) Uani 1 1 d . . . C11 C 0.0501(15) 0.2936(15) 0.0394(12) 0.044(4) Uani 1 1 d . . . C12 C 0.0918(16) 0.169(2) 0.0545(18) 0.046(6) Uani 1 1 d . . . C13 C -0.0382(12) 0.298(2) 0.0065(14) 0.047(6) Uani 1 1 d . . . H13 H -0.0704 0.2221 -0.0041 0.056 Uiso 1 1 calc R . . C14 C -0.0764(12) 0.421(2) -0.0101(13) 0.051(6) Uani 1 1 d . . . C15 C -0.0271(8) 0.5348(13) 0.0037(9) 0.039(3) Uani 1 1 d . . . C16 C -0.0618(8) 0.6624(12) -0.0135(9) 0.042(3) Uani 1 1 d . . . H16 H -0.1203 0.6729 -0.0339 0.050 Uiso 1 1 calc R . . C17 C -0.0114(9) 0.7672(13) -0.0008(10) 0.048(3) Uani 1 1 d . . . H17 H -0.0357 0.8492 -0.0153 0.057 Uiso 1 1 calc R . . C18 C 0.0756(9) 0.7592(14) 0.0330(11) 0.052(3) Uani 1 1 d . . . H18 H 0.1091 0.8342 0.0429 0.062 Uiso 1 1 calc R . . C19 C 0.1115(11) 0.6354(14) 0.0517(11) 0.045(4) Uani 1 1 d . . . H19 H 0.1700 0.6269 0.0734 0.054 Uiso 1 1 calc R . . C20 C 0.0606(13) 0.525(2) 0.0382(13) 0.040(5) Uani 1 1 d . . . C21 C 0.2714(12) 0.435(2) -0.0777(12) 0.086(5) Uani 1 1 d . . . H21A H 0.2261 0.4975 -0.0899 0.128 Uiso 1 1 calc R . . H21B H 0.2703 0.3812 -0.1364 0.128 Uiso 1 1 calc R . . H21C H 0.3251 0.4792 -0.0626 0.128 Uiso 1 1 calc R . . C22 C 0.6714(17) 0.391(2) 0.325(2) 0.091(8) Uani 1 1 d . . . H22A H 0.6768 0.4295 0.2619 0.137 Uiso 1 1 calc R . . H22B H 0.7267 0.3647 0.3600 0.137 Uiso 1 1 calc R . . H22C H 0.6470 0.4528 0.3651 0.137 Uiso 1 1 calc R . . C23 C -0.2110(13) 0.321(2) -0.0491(17) 0.068(5) Uani 1 1 d . . . H23A H -0.1948 0.2667 -0.1005 0.102 Uiso 1 1 calc R . . H23B H -0.2699 0.3455 -0.0678 0.102 Uiso 1 1 calc R . . H23C H -0.2030 0.2743 0.0134 0.102 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Re1 0.0507(3) 0.02420(19) 0.0444(2) -0.0027(4) 0.00840(17) 0.0009(5) O1 0.032(8) 0.078(11) 0.058(12) 0.008(6) 0.014(7) 0.022(5) O2 0.037(5) 0.028(5) 0.098(8) -0.009(4) -0.031(5) -0.012(4) O3 0.083(9) 0.028(6) 0.111(10) 0.013(6) -0.013(8) -0.009(7) O4 0.060(6) 0.015(4) 0.102(8) 0.015(4) 0.006(6) -0.001(4) O5 0.077(9) 0.035(7) 0.144(12) -0.015(7) -0.017(8) -0.007(8) O6 0.053(10) 0.075(11) 0.015(5) 0.008(4) 0.014(5) 0.004(5) O7 0.046(7) 0.055(7) 0.087(8) 0.005(5) -0.012(6) -0.012(6) O8 0.037(6) 0.058(6) 0.060(6) 0.004(5) -0.009(5) 0.001(5) N1 0.052(9) 0.029(9) 0.030(7) -0.007(5) 0.000(6) 0.002(7) N2 0.057(10) 0.026(7) 0.031(6) 0.003(5) 0.003(7) -0.021(8) C1 0.046(10) 0.015(9) 0.039(8) -0.008(5) -0.008(8) 0.003(7) C2 0.09(2) 0.026(10) 0.053(13) -0.010(8) 0.008(11) -0.003(11) C3 0.082(19) 0.025(10) 0.051(11) 0.005(7) 0.011(11) -0.005(11) C4 0.056(16) 0.038(10) 0.038(10) 0.001(7) 0.002(9) -0.014(10) C5 0.044(8) 0.025(7) 0.035(6) -0.003(5) 0.007(6) 0.008(5) C6 0.052(8) 0.046(7) 0.026(6) 0.007(5) 0.005(5) 0.008(7) C7 0.082(11) 0.044(8) 0.033(7) 0.001(6) 0.021(7) 0.013(9) C8 0.069(10) 0.018(6) 0.047(7) 0.004(5) 0.012(7) 0.004(7) C9 0.036(8) 0.035(9) 0.045(8) 0.003(6) 0.004(6) -0.005(8) C10 0.070(18) 0.025(13) 0.031(8) 0.003(7) 0.015(10) 0.003(10) C11 0.086(15) 0.012(10) 0.035(8) -0.003(6) 0.017(9) -0.015(9) C12 0.062(16) 0.011(8) 0.063(12) 0.001(7) 0.009(11) 0.011(9) C13 0.047(15) 0.052(14) 0.039(10) 0.006(8) 0.001(9) 0.014(11) C14 0.057(14) 0.078(16) 0.018(7) 0.008(7) 0.009(8) 0.007(11) C15 0.046(8) 0.039(7) 0.034(6) 0.013(6) 0.018(6) 0.005(7) C16 0.044(7) 0.039(7) 0.043(7) 0.004(6) 0.010(6) 0.003(6) C17 0.061(9) 0.032(7) 0.050(8) 0.013(6) 0.010(7) 0.005(7) C18 0.059(10) 0.035(8) 0.063(9) 0.009(7) 0.017(7) 0.009(7) C19 0.043(8) 0.037(9) 0.057(8) 0.011(7) 0.013(7) 0.021(9) C20 0.041(11) 0.048(13) 0.034(10) 0.011(8) 0.013(8) 0.012(9) C21 0.102(13) 0.091(14) 0.066(11) 0.026(10) 0.020(10) -0.001(11) C22 0.071(15) 0.062(12) 0.13(2) 0.003(13) -0.020(13) -0.041(14) C23 0.036(11) 0.067(12) 0.089(13) 0.016(11) -0.023(9) -0.005(10) _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 O1 1.65(2) . ? Re1 O6 1.875(19) . ? Re1 O4 2.042(8) . ? Re1 O2 2.045(8) . ? Re1 N1 2.135(17) . ? Re1 N2 2.157(17) . ? O2 C2 1.29(2) . ? O3 C2 1.23(2) . ? O4 C12 1.38(3) . ? O5 C12 1.18(3) . ? O6 C21 1.36(2) . ? O7 C4 1.34(2) . ? O7 C22 1.49(2) . ? O8 C14 1.33(2) . ? O8 C23 1.41(2) . ? N1 C1 1.25(2) . ? N1 C10 1.40(3) . ? N2 C11 1.37(2) . ? N2 C20 1.41(3) . ? C1 C3 1.37(3) . ? C1 C2 1.51(3) . ? C3 C4 1.36(3) . ? C4 C5 1.42(2) . ? C5 C10 1.38(3) . ? C5 C6 1.395(16) . ? C6 C7 1.387(19) . ? C7 C8 1.374(19) . ? C8 C9 1.37(2) . ? C9 C10 1.47(3) . ? C11 C13 1.40(3) . ? C11 C12 1.44(3) . ? C13 C14 1.40(3) . ? C14 C15 1.40(3) . ? C15 C20 1.40(2) . ? C15 C16 1.420(17) . ? C16 C17 1.331(18) . ? C17 C18 1.384(19) . ? C18 C19 1.39(2) . ? C19 C20 1.38(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 O1 Re1 O6 175.9(4) . . ? O1 Re1 O4 93.2(6) . . ? O6 Re1 O4 90.0(5) . . ? O1 Re1 O2 90.3(6) . . ? O6 Re1 O2 86.4(5) . . ? O4 Re1 O2 176.4(4) . . ? O1 Re1 N1 93.3(8) . . ? O6 Re1 N1 88.3(7) . . ? O4 Re1 N1 103.2(5) . . ? O2 Re1 N1 76.3(5) . . ? O1 Re1 N2 88.9(7) . . ? O6 Re1 N2 89.4(7) . . ? O4 Re1 N2 78.5(5) . . ? O2 Re1 N2 101.8(5) . . ? N1 Re1 N2 177.2(6) . . ? C2 O2 Re1 117.8(12) . . ? C12 O4 Re1 116.4(11) . . ? C21 O6 Re1 145.2(13) . . ? C4 O7 C22 117.8(15) . . ? C14 O8 C23 118.2(15) . . ? C1 N1 C10 115(2) . . ? C1 N1 Re1 116.1(18) . . ? C10 N1 Re1 129.1(13) . . ? C11 N2 C20 117(2) . . ? C11 N2 Re1 111.9(17) . . ? C20 N2 Re1 130.5(12) . . ? N1 C1 C3 129(2) . . ? N1 C1 C2 115(2) . . ? C3 C1 C2 116.5(16) . . ? O3 C2 O2 121(2) . . ? O3 C2 C1 124(2) . . ? O2 C2 C1 115.0(18) . . ? C4 C3 C1 118(2) . . ? O7 C4 C3 127(2) . . ? O7 C4 C5 114.6(16) . . ? C3 C4 C5 117.9(18) . . ? C10 C5 C6 120.8(14) . . ? C10 C5 C4 117.9(15) . . ? C6 C5 C4 121.3(13) . . ? C7 C6 C5 121.8(12) . . ? C8 C7 C6 117.5(13) . . ? C9 C8 C7 123.9(14) . . ? C8 C9 C10 118.2(17) . . ? C5 C10 N1 122.6(19) . . ? C5 C10 C9 118(2) . . ? N1 C10 C9 119.6(19) . . ? N2 C11 C13 123.6(19) . . ? N2 C11 C12 117(2) . . ? C13 C11 C12 119.4(18) . . ? O5 C12 O4 119.7(19) . . ? O5 C12 C11 125(2) . . ? O4 C12 C11 116(2) . . ? C14 C13 C11 118(2) . . ? O8 C14 C15 117.6(17) . . ? O8 C14 C13 122(2) . . ? C15 C14 C13 120.5(18) . . ? C20 C15 C14 119.5(14) . . ? C20 C15 C16 117.2(14) . . ? C14 C15 C16 123.2(13) . . ? C17 C16 C15 120.6(12) . . ? C16 C17 C18 122.8(13) . . ? C17 C18 C19 118.0(15) . . ? C20 C19 C18 120.2(17) . . ? C19 C20 C15 121.2(18) . . ? C19 C20 N2 117.8(18) . . ? C15 C20 N2 121.0(18) . . ? 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 C6 H6 O7 0.93 2.38 2.706(17) 100.3 . C8 H8 O3 0.93 2.51 3.173(17) 128.2 1_545 C9 H9 O4 0.93 2.15 3.001(17) 151.7 . C18 H18 O5 0.93 2.51 3.162(19) 127.0 1_565 C19 H19 O2 0.93 2.15 3.018(19) 155.2 . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.098 _refine_diff_density_min -0.831 _refine_diff_density_rms 0.113 # Attachment 'Re3b.cif' data_ren345a _database_code_depnum_ccdc_archive 'CCDC 927464' #TrackingRef 'Re3b.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H19 N2 O8 Re' _chemical_formula_weight 637.60 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/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 9.4283(7) _cell_length_b 32.008(2) _cell_length_c 14.8515(9) _cell_angle_alpha 90.00 _cell_angle_beta 105.540(7) _cell_angle_gamma 90.00 _cell_volume 4318.1(5) _cell_formula_units_Z 8 _cell_measurement_temperature 295.0(2) _cell_measurement_reflns_used 11637 _cell_measurement_theta_min 3.3603 _cell_measurement_theta_max 29.3984 _exptl_crystal_description prism _exptl_crystal_colour 'dark brown' _exptl_crystal_size_max 0.088 _exptl_crystal_size_mid 0.058 _exptl_crystal_size_min 0.024 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.962 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2480 _exptl_absorpt_coefficient_mu 5.683 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ;CrysAlis RED, (2005) ; _exptl_absorpt_correction_T_min 0.51501 _exptl_absorpt_correction_T_max 1.00000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 295.0(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 ; Oxford Diffraction Xcalibur (TM) Single Crystal X-ray Diffractometer with Sapphire CCD detector ; _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 38887 _diffrn_reflns_av_R_equivalents 0.0891 _diffrn_reflns_av_unetI/netI 0.0606 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -38 _diffrn_reflns_limit_k_max 38 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.37 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7581 _reflns_number_gt 6115 _reflns_threshold_expression >2sigma(I) #========================================================================== # # REFINEMENT DATA _computing_data_collection 'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)' _computing_cell_refinement 'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)' _computing_data_reduction 'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ;XP in SHELXTL/PC (Sheldrick, 1990b) ORTEP-3 W v. 1.062 (Farrugia 1997) ; _computing_publication_material ;SHELXL-97 (Sheldrick, 1997) and PLATON (Spek, 1990) ; _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^)+(0.0261P)^2^+1.3626P] 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 7581 _refine_ls_number_parameters 619 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0559 _refine_ls_R_factor_gt 0.0402 _refine_ls_wR_factor_ref 0.0824 _refine_ls_wR_factor_gt 0.0758 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _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 0.62140(3) 0.114048(8) 0.196121(17) 0.02724(9) Uani 1 1 d . . . Re2 Re 1.39924(3) -0.141019(8) 0.295894(18) 0.03184(9) Uani 1 1 d . . . O1 O 0.5513(5) 0.11129(14) 0.2895(3) 0.0405(11) Uani 1 1 d . . . O2 O 0.8267(5) 0.09041(13) 0.2575(3) 0.0391(11) Uani 1 1 d . . . O3 O 0.9784(5) 0.04040(15) 0.2370(4) 0.0571(15) Uani 1 1 d . . . O4 O 0.4282(4) 0.13774(13) 0.1126(3) 0.0358(11) Uani 1 1 d . . . O5 O 0.3101(5) 0.19549(14) 0.0533(3) 0.0438(12) Uani 1 1 d . . . O6 O 0.6969(4) 0.12321(12) 0.0916(3) 0.0316(10) Uani 1 1 d . . . O7 O 0.6061(5) -0.07458(14) 0.0903(3) 0.0468(12) Uani 1 1 d . . . O8 O 0.6564(5) 0.30936(13) 0.2295(3) 0.0410(11) Uani 1 1 d . . . O9 O 1.4728(5) -0.13635(14) 0.2050(3) 0.0446(12) Uani 1 1 d . . . O10 O 1.1970(5) -0.11539(14) 0.2297(4) 0.0495(13) Uani 1 1 d . . . O11 O 1.0507(5) -0.06416(15) 0.2505(4) 0.0633(16) Uani 1 1 d . . . O12 O 1.5879(5) -0.16622(14) 0.3805(3) 0.0395(11) Uani 1 1 d . . . O13 O 1.6985(5) -0.22540(15) 0.4374(3) 0.0450(12) Uani 1 1 d . . . O14 O 1.3269(5) -0.14279(14) 0.4023(3) 0.0419(12) Uani 1 1 d . . . O15 O 1.4305(5) 0.04851(14) 0.3965(3) 0.0477(13) Uani 1 1 d . . . O16 O 1.3216(5) -0.33489(14) 0.2758(3) 0.0454(12) Uani 1 1 d . . . N1 N 0.5946(5) 0.04949(15) 0.1634(3) 0.0273(12) Uani 1 1 d . . . N2 N 0.6489(5) 0.18011(15) 0.2171(3) 0.0235(11) Uani 1 1 d . . . N3 N 1.4318(5) -0.07611(16) 0.3236(4) 0.0323(13) Uani 1 1 d . . . N4 N 1.3573(5) -0.20616(15) 0.2759(3) 0.0283(12) Uani 1 1 d . . . C1 C 0.4657(7) 0.02709(19) 0.1293(4) 0.0285(14) Uani 1 1 d . . . C2 C 0.3295(7) 0.0460(2) 0.1221(4) 0.0358(16) Uani 1 1 d . . . H2 H 0.3249 0.0743 0.1358 0.043 Uiso 1 1 calc R . . C3 C 0.2022(8) 0.0228(2) 0.0946(5) 0.0483(19) Uani 1 1 d . . . H3 H 0.1118 0.0352 0.0914 0.058 Uiso 1 1 calc R . . C4 C 0.2083(8) -0.0192(2) 0.0716(5) 0.0455(18) Uani 1 1 d . . . H4 H 0.1215 -0.0344 0.0519 0.055 Uiso 1 1 calc R . . C5 C 0.3390(8) -0.0383(2) 0.0775(5) 0.0461(19) Uani 1 1 d . . . H5 H 0.3411 -0.0663 0.0618 0.055 Uiso 1 1 calc R . . C6 C 0.4709(7) -0.01578(19) 0.1073(4) 0.0319(15) Uani 1 1 d . . . C7 C 0.6116(7) -0.03498(19) 0.1180(5) 0.0349(16) Uani 1 1 d . . . C8 C 0.7397(8) -0.0977(2) 0.1042(6) 0.056(2) Uani 1 1 d . . . H8A H 0.8015 -0.0846 0.0705 0.084 Uiso 1 1 calc R . . H8B H 0.7176 -0.1258 0.0818 0.084 Uiso 1 1 calc R . . H8C H 0.7899 -0.0984 0.1696 0.084 Uiso 1 1 calc R . . C9 C 0.7373(7) -0.01234(19) 0.1549(4) 0.0350(16) Uani 1 1 d . . . H9 H 0.8296 -0.0246 0.1651 0.042 Uiso 1 1 calc R . . C1O C 0.7234(7) 0.02959(19) 0.1768(4) 0.0309(15) Uani 1 1 d . . . C11 C 0.8559(7) 0.0544(2) 0.2263(5) 0.0370(16) Uani 1 1 d . . . C12 C 0.7645(6) 0.20137(19) 0.2796(4) 0.0267(14) Uani 1 1 d . . . C13 C 0.8816(7) 0.17937(19) 0.3378(4) 0.0313(15) Uani 1 1 d . . . H13 H 0.8831 0.1503 0.3353 0.038 Uiso 1 1 calc R . . C14 C 0.9952(7) 0.2004(2) 0.3988(5) 0.0392(17) Uani 1 1 d . . . H14 H 1.0729 0.1855 0.4370 0.047 Uiso 1 1 calc R . . C15 C 0.9946(7) 0.2439(2) 0.4038(4) 0.0390(17) Uani 1 1 d . . . H15 H 1.0713 0.2577 0.4457 0.047 Uiso 1 1 calc R . . C16 C 0.8824(7) 0.2663(2) 0.3477(5) 0.0359(16) Uani 1 1 d . . . H16 H 0.8828 0.2953 0.3513 0.043 Uiso 1 1 calc R . . C17 C 0.7653(6) 0.24544(19) 0.2842(4) 0.0286(14) Uani 1 1 d . . . C18 C 0.6473(7) 0.2679(2) 0.2227(4) 0.0315(15) Uani 1 1 d . . . C19 C 0.5456(8) 0.3337(2) 0.1656(5) 0.054(2) Uani 1 1 d . . . H19A H 0.5515 0.3289 0.1029 0.080 Uiso 1 1 calc R . . H19B H 0.5615 0.3628 0.1805 0.080 Uiso 1 1 calc R . . H19C H 0.4500 0.3257 0.1707 0.080 Uiso 1 1 calc R . . C20 C 0.5360(7) 0.24582(19) 0.1638(4) 0.0311(15) Uani 1 1 d . . . H20 H 0.4581 0.2597 0.1231 0.037 Uiso 1 1 calc R . . C21 C 0.5404(6) 0.20283(18) 0.1654(4) 0.0296(15) Uani 1 1 d . . . C22 C 0.4141(7) 0.1780(2) 0.1046(4) 0.0291(14) Uani 1 1 d . . . C23 C 0.6860(9) 0.1499(2) 0.0132(5) 0.055(2) Uani 1 1 d . . . H23A H 0.5858 0.1507 -0.0242 0.082 Uiso 1 1 calc R . . H23B H 0.7478 0.1393 -0.0236 0.082 Uiso 1 1 calc R . . H23C H 0.7172 0.1775 0.0347 0.082 Uiso 1 1 calc R . . C24 C 1.5639(7) -0.0538(2) 0.3575(4) 0.0331(15) Uani 1 1 d . . . C25 C 1.6993(7) -0.0740(2) 0.3667(5) 0.0419(17) Uani 1 1 d . . . H25 H 1.7022 -0.1027 0.3565 0.050 Uiso 1 1 calc R . . C26 C 1.8271(7) -0.0513(2) 0.3909(5) 0.0486(19) Uani 1 1 d . . . H26 H 1.9165 -0.0645 0.3947 0.058 Uiso 1 1 calc R . . C27 C 1.8251(8) -0.0087(3) 0.4099(5) 0.053(2) Uani 1 1 d . . . H27 H 1.9130 0.0062 0.4261 0.063 Uiso 1 1 calc R . . C28 C 1.6961(8) 0.0114(2) 0.4051(5) 0.0460(18) Uani 1 1 d . . . H28 H 1.6959 0.0397 0.4187 0.055 Uiso 1 1 calc R . . C29 C 1.5622(7) -0.0111(2) 0.3794(4) 0.0344(16) Uani 1 1 d . . . C30 C 1.4215(7) 0.0092(2) 0.3685(5) 0.0365(16) Uani 1 1 d . . . C31 C 1.2956(9) 0.0721(2) 0.3832(6) 0.062(2) Uani 1 1 d . . . H31A H 1.2489 0.0748 0.3175 0.093 Uiso 1 1 calc R . . H31B H 1.3176 0.0993 0.4104 0.093 Uiso 1 1 calc R . . H31C H 1.2307 0.0577 0.4128 0.093 Uiso 1 1 calc R . . C32 C 1.2958(7) -0.0131(2) 0.3333(5) 0.0399(17) Uani 1 1 d . . . H32 H 1.2041 -0.0005 0.3239 0.048 Uiso 1 1 calc R . . C33 C 1.3071(7) -0.0546(2) 0.3117(5) 0.0373(16) Uani 1 1 d . . . C34 C 1.1712(7) -0.0796(2) 0.2615(5) 0.0445(19) Uani 1 1 d . . . C35 C 1.2385(6) -0.22632(19) 0.2161(4) 0.0271(14) Uani 1 1 d . . . C36 C 1.1275(7) -0.2030(2) 0.1542(4) 0.0370(16) Uani 1 1 d . . . H36 H 1.1334 -0.1740 0.1531 0.044 Uiso 1 1 calc R . . C37 C 1.0108(7) -0.2232(2) 0.0956(5) 0.0446(18) Uani 1 1 d . . . H37 H 0.9370 -0.2076 0.0557 0.054 Uiso 1 1 calc R . . C38 C 0.9999(8) -0.2667(2) 0.0944(5) 0.0472(19) Uani 1 1 d . . . H38 H 0.9200 -0.2798 0.0537 0.057 Uiso 1 1 calc R . . C39 C 1.1063(7) -0.2898(2) 0.1529(5) 0.0382(16) Uani 1 1 d . . . H39 H 1.0986 -0.3188 0.1517 0.046 Uiso 1 1 calc R . . C40 C 1.2286(7) -0.2706(2) 0.2155(4) 0.0323(15) Uani 1 1 d . . . C41 C 1.3401(7) -0.2939(2) 0.2794(4) 0.0326(15) Uani 1 1 d . . . C42 C 1.4252(8) -0.3602(2) 0.3435(6) 0.056(2) Uani 1 1 d . . . H42A H 1.5204 -0.3585 0.3319 0.084 Uiso 1 1 calc R . . H42B H 1.3924 -0.3887 0.3382 0.084 Uiso 1 1 calc R . . H42C H 1.4313 -0.3501 0.4053 0.084 Uiso 1 1 calc R . . C43 C 1.4577(7) -0.2723(2) 0.3361(4) 0.0348(16) Uani 1 1 d . . . H43 H 1.5340 -0.2867 0.3769 0.042 Uiso 1 1 calc R . . C44 C 1.4611(6) -0.2297(2) 0.3320(4) 0.0279(14) Uani 1 1 d . . . C45 C 1.5961(7) -0.2062(2) 0.3888(5) 0.0357(16) Uani 1 1 d . . . C46 C 1.3231(13) -0.1305(3) 0.4884(6) 0.093(4) Uani 1 1 d . . . H46A H 1.4204 -0.1318 0.5300 0.140 Uiso 1 1 calc R . . H46B H 1.2588 -0.1486 0.5109 0.140 Uiso 1 1 calc R . . H46C H 1.2872 -0.1023 0.4857 0.140 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Re1 0.02458(15) 0.02478(15) 0.02993(16) 0.00064(11) 0.00312(11) -0.00099(10) Re2 0.02546(15) 0.03114(16) 0.03692(17) -0.00080(12) 0.00490(12) -0.00048(11) O1 0.047(3) 0.042(3) 0.037(3) 0.003(2) 0.020(2) -0.004(2) O2 0.034(2) 0.019(2) 0.059(3) -0.005(2) 0.003(2) -0.0011(19) O3 0.029(3) 0.038(3) 0.101(4) -0.003(3) 0.011(3) 0.006(2) O4 0.031(2) 0.025(3) 0.046(3) -0.001(2) 0.001(2) -0.0024(19) O5 0.038(3) 0.035(3) 0.048(3) 0.003(2) -0.007(2) 0.005(2) O6 0.036(3) 0.025(2) 0.033(3) 0.0017(19) 0.008(2) -0.0032(19) O7 0.048(3) 0.027(3) 0.059(3) -0.004(2) 0.002(2) 0.001(2) O8 0.045(3) 0.023(3) 0.051(3) 0.002(2) 0.006(2) 0.002(2) O9 0.058(3) 0.042(3) 0.034(3) 0.001(2) 0.012(2) -0.004(2) O10 0.031(3) 0.029(3) 0.080(4) -0.006(3) -0.001(2) 0.003(2) O11 0.023(3) 0.040(3) 0.119(5) -0.002(3) 0.004(3) 0.002(2) O12 0.031(2) 0.031(3) 0.048(3) 0.005(2) -0.004(2) -0.005(2) O13 0.032(3) 0.049(3) 0.045(3) 0.012(2) -0.005(2) 0.001(2) O14 0.045(3) 0.038(3) 0.048(3) -0.010(2) 0.024(2) -0.006(2) O15 0.052(3) 0.024(3) 0.065(3) -0.003(2) 0.013(3) -0.007(2) O16 0.045(3) 0.031(3) 0.059(3) -0.005(2) 0.010(2) -0.001(2) N1 0.024(3) 0.029(3) 0.024(3) -0.002(2) -0.001(2) -0.004(2) N2 0.024(3) 0.025(3) 0.026(3) 0.000(2) 0.014(2) 0.003(2) N3 0.028(3) 0.033(3) 0.042(3) 0.006(3) 0.019(2) 0.000(2) N4 0.023(3) 0.028(3) 0.032(3) -0.003(2) 0.004(2) -0.004(2) C1 0.032(4) 0.032(4) 0.019(3) 0.003(3) 0.003(3) -0.004(3) C2 0.034(4) 0.031(4) 0.041(4) -0.002(3) 0.008(3) -0.002(3) C3 0.033(4) 0.050(5) 0.058(5) -0.001(4) 0.006(4) -0.006(3) C4 0.038(4) 0.041(5) 0.051(5) -0.001(4) 0.002(3) -0.013(3) C5 0.047(5) 0.036(4) 0.049(5) 0.000(4) 0.004(4) -0.004(4) C6 0.032(4) 0.027(4) 0.033(4) 0.004(3) 0.002(3) -0.003(3) C7 0.044(4) 0.025(4) 0.035(4) 0.004(3) 0.010(3) -0.006(3) C8 0.051(5) 0.043(5) 0.067(6) -0.008(4) 0.004(4) 0.005(4) C9 0.037(4) 0.027(4) 0.043(4) 0.008(3) 0.013(3) 0.003(3) C1O 0.031(4) 0.029(4) 0.032(4) 0.008(3) 0.007(3) 0.002(3) C11 0.028(4) 0.028(4) 0.053(5) 0.007(3) 0.007(3) 0.000(3) C12 0.018(3) 0.033(4) 0.027(3) -0.005(3) 0.002(3) -0.003(3) C13 0.034(4) 0.025(3) 0.033(4) 0.003(3) 0.005(3) -0.003(3) C14 0.034(4) 0.043(4) 0.036(4) 0.000(3) 0.000(3) 0.002(3) C15 0.034(4) 0.047(5) 0.030(4) -0.012(3) -0.001(3) -0.011(3) C16 0.034(4) 0.030(4) 0.045(4) -0.008(3) 0.013(3) -0.007(3) C17 0.024(3) 0.031(4) 0.033(4) -0.003(3) 0.011(3) -0.001(3) C18 0.033(4) 0.032(4) 0.035(4) 0.001(3) 0.018(3) 0.003(3) C19 0.060(5) 0.032(4) 0.067(6) 0.003(4) 0.015(4) 0.006(4) C20 0.029(3) 0.024(4) 0.038(4) 0.004(3) 0.006(3) 0.002(3) C21 0.026(3) 0.024(3) 0.040(4) 0.002(3) 0.012(3) 0.003(3) C22 0.033(4) 0.031(4) 0.024(3) 0.000(3) 0.008(3) -0.001(3) C23 0.068(5) 0.061(5) 0.038(4) 0.017(4) 0.019(4) -0.004(4) C24 0.032(4) 0.037(4) 0.029(4) 0.008(3) 0.005(3) -0.005(3) C25 0.038(4) 0.048(5) 0.042(4) -0.002(3) 0.015(3) 0.000(3) C26 0.025(4) 0.056(5) 0.063(5) 0.006(4) 0.009(3) -0.001(3) C27 0.037(4) 0.057(5) 0.060(5) -0.001(4) 0.005(4) -0.015(4) C28 0.047(5) 0.040(4) 0.046(5) 0.001(4) 0.003(4) -0.008(4) C29 0.034(4) 0.039(4) 0.030(4) 0.006(3) 0.007(3) -0.006(3) C30 0.043(4) 0.031(4) 0.035(4) 0.004(3) 0.008(3) -0.006(3) C31 0.066(6) 0.041(5) 0.077(6) -0.006(4) 0.017(5) 0.008(4) C32 0.035(4) 0.036(4) 0.048(4) 0.002(3) 0.011(3) 0.005(3) C33 0.036(4) 0.030(4) 0.045(4) -0.003(3) 0.009(3) -0.002(3) C34 0.027(4) 0.029(4) 0.074(6) 0.007(4) 0.008(4) 0.001(3) C35 0.023(3) 0.033(4) 0.026(3) 0.000(3) 0.007(3) 0.000(3) C36 0.032(4) 0.044(4) 0.036(4) 0.001(3) 0.009(3) 0.000(3) C37 0.036(4) 0.059(5) 0.033(4) 0.003(4) 0.000(3) 0.004(4) C38 0.038(4) 0.065(6) 0.037(4) -0.010(4) 0.007(3) -0.009(4) C39 0.032(4) 0.040(4) 0.043(4) -0.008(3) 0.012(3) -0.005(3) C40 0.030(4) 0.038(4) 0.030(4) -0.006(3) 0.010(3) -0.005(3) C41 0.028(4) 0.034(4) 0.037(4) -0.007(3) 0.013(3) 0.003(3) C42 0.050(5) 0.037(5) 0.078(6) 0.006(4) 0.008(4) -0.001(4) C43 0.029(4) 0.037(4) 0.038(4) 0.007(3) 0.009(3) 0.006(3) C44 0.029(3) 0.035(4) 0.021(3) 0.000(3) 0.010(3) 0.001(3) C45 0.039(4) 0.039(4) 0.032(4) 0.000(3) 0.016(3) -0.003(3) C46 0.171(11) 0.061(6) 0.050(6) -0.009(5) 0.033(7) -0.014(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 O1 1.691(4) . ? Re1 O6 1.896(4) . ? Re1 O2 2.050(4) . ? Re1 O4 2.054(4) . ? Re1 N1 2.122(5) . ? Re1 N2 2.143(5) . ? Re2 O9 1.681(4) . ? Re2 O14 1.883(4) . ? Re2 O12 2.048(4) . ? Re2 O10 2.066(4) . ? Re2 N3 2.124(5) . ? Re2 N4 2.128(5) . ? O2 C11 1.299(7) . ? O3 C11 1.209(7) . ? O4 C22 1.297(7) . ? O5 C22 1.206(7) . ? O6 C23 1.424(7) . ? O7 C7 1.329(7) . ? O7 C8 1.429(8) . ? O8 C18 1.332(7) . ? O8 C19 1.439(8) . ? O10 C34 1.287(8) . ? O11 C34 1.209(8) . ? O12 C45 1.285(7) . ? O13 C45 1.208(8) . ? O14 C46 1.347(9) . ? O15 C30 1.321(7) . ? O15 C31 1.446(8) . ? O16 C41 1.322(7) . ? O16 C42 1.447(8) . ? N1 C1O 1.339(7) . ? N1 C1 1.385(7) . ? N2 C21 1.321(7) . ? N2 C12 1.404(7) . ? N3 C33 1.332(8) . ? N3 C24 1.408(8) . ? N4 C44 1.335(7) . ? N4 C35 1.388(7) . ? C1 C2 1.398(9) . ? C1 C6 1.415(8) . ? C2 C3 1.378(9) . ? C3 C4 1.393(9) . ? C4 C5 1.357(10) . ? C5 C6 1.402(9) . ? C6 C7 1.432(9) . ? C7 C9 1.372(9) . ? C9 C1O 1.395(8) . ? C1O C11 1.496(9) . ? C12 C13 1.397(8) . ? C12 C17 1.412(8) . ? C13 C14 1.380(8) . ? C14 C15 1.392(9) . ? C15 C16 1.362(9) . ? C16 C17 1.412(8) . ? C17 C18 1.430(9) . ? C18 C20 1.369(9) . ? C20 C21 1.377(8) . ? C21 C22 1.513(8) . ? C24 C29 1.404(9) . ? C24 C25 1.406(9) . ? C25 C26 1.371(9) . ? C26 C27 1.394(10) . ? C27 C28 1.361(10) . ? C28 C29 1.415(9) . ? C29 C30 1.447(9) . ? C30 C32 1.361(9) . ? C32 C33 1.379(9) . ? C33 C34 1.525(9) . ? C35 C36 1.407(8) . ? C35 C40 1.421(8) . ? C36 C37 1.368(9) . ? C37 C38 1.395(10) . ? C38 C39 1.357(9) . ? C39 C40 1.412(9) . ? C40 C41 1.424(9) . ? C41 C43 1.386(9) . ? C43 C44 1.365(8) . ? C44 C45 1.524(9) . ? 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 O1 Re1 O6 174.06(19) . . ? O1 Re1 O2 98.4(2) . . ? O6 Re1 O2 84.51(18) . . ? O1 Re1 O4 92.1(2) . . ? O6 Re1 O4 85.12(17) . . ? O2 Re1 O4 169.48(18) . . ? O1 Re1 N1 95.1(2) . . ? O6 Re1 N1 90.63(18) . . ? O2 Re1 N1 77.46(17) . . ? O4 Re1 N1 100.90(17) . . ? O1 Re1 N2 89.49(19) . . ? O6 Re1 N2 84.78(17) . . ? O2 Re1 N2 103.67(17) . . ? O4 Re1 N2 77.11(17) . . ? N1 Re1 N2 175.13(17) . . ? O9 Re2 O14 175.4(2) . . ? O9 Re2 O12 92.9(2) . . ? O14 Re2 O12 85.63(19) . . ? O9 Re2 O10 96.3(2) . . ? O14 Re2 O10 85.2(2) . . ? O12 Re2 O10 170.78(19) . . ? O9 Re2 N3 90.0(2) . . ? O14 Re2 N3 86.14(18) . . ? O12 Re2 N3 102.10(19) . . ? O10 Re2 N3 76.76(19) . . ? O9 Re2 N4 94.4(2) . . ? O14 Re2 N4 89.53(19) . . ? O12 Re2 N4 78.35(18) . . ? O10 Re2 N4 102.09(18) . . ? N3 Re2 N4 175.59(18) . . ? C11 O2 Re1 115.7(4) . . ? C22 O4 Re1 118.3(4) . . ? C23 O6 Re1 143.2(4) . . ? C7 O7 C8 119.4(5) . . ? C18 O8 C19 118.0(5) . . ? C34 O10 Re2 114.8(4) . . ? C45 O12 Re2 118.1(4) . . ? C46 O14 Re2 153.6(6) . . ? C30 O15 C31 118.3(5) . . ? C41 O16 C42 118.0(5) . . ? C1O N1 C1 118.7(5) . . ? C1O N1 Re1 112.4(4) . . ? C1 N1 Re1 128.8(4) . . ? C21 N2 C12 117.4(5) . . ? C21 N2 Re1 114.4(4) . . ? C12 N2 Re1 128.1(4) . . ? C33 N3 C24 116.8(5) . . ? C33 N3 Re2 113.7(4) . . ? C24 N3 Re2 129.4(4) . . ? C44 N4 C35 118.0(5) . . ? C44 N4 Re2 112.8(4) . . ? C35 N4 Re2 129.2(4) . . ? N1 C1 C2 120.1(6) . . ? N1 C1 C6 120.4(5) . . ? C2 C1 C6 119.4(6) . . ? C3 C2 C1 119.9(6) . . ? C2 C3 C4 120.3(7) . . ? C5 C4 C3 121.0(7) . . ? C4 C5 C6 120.2(7) . . ? C5 C6 C1 119.2(6) . . ? C5 C6 C7 122.1(6) . . ? C1 C6 C7 118.6(5) . . ? O7 C7 C9 125.8(6) . . ? O7 C7 C6 114.6(6) . . ? C9 C7 C6 119.6(6) . . ? C7 C9 C1O 118.4(6) . . ? N1 C1O C9 124.2(6) . . ? N1 C1O C11 115.2(6) . . ? C9 C1O C11 120.4(6) . . ? O3 C11 O2 124.6(6) . . ? O3 C11 C1O 120.7(6) . . ? O2 C11 C1O 114.7(5) . . ? C13 C12 N2 120.6(5) . . ? C13 C12 C17 118.7(5) . . ? N2 C12 C17 120.7(5) . . ? C14 C13 C12 120.4(6) . . ? C13 C14 C15 120.6(6) . . ? C16 C15 C14 120.5(6) . . ? C15 C16 C17 120.0(6) . . ? C16 C17 C12 119.8(6) . . ? C16 C17 C18 121.6(6) . . ? C12 C17 C18 118.5(5) . . ? O8 C18 C20 125.8(6) . . ? O8 C18 C17 115.4(6) . . ? C20 C18 C17 118.7(6) . . ? C18 C20 C21 119.4(6) . . ? N2 C21 C20 125.1(6) . . ? N2 C21 C22 114.9(5) . . ? C20 C21 C22 120.0(6) . . ? O5 C22 O4 124.4(6) . . ? O5 C22 C21 120.6(6) . . ? O4 C22 C21 115.0(5) . . ? C29 C24 C25 119.5(6) . . ? C29 C24 N3 120.8(6) . . ? C25 C24 N3 119.6(6) . . ? C26 C25 C24 119.5(7) . . ? C25 C26 C27 120.9(7) . . ? C28 C27 C26 120.8(7) . . ? C27 C28 C29 119.6(7) . . ? C24 C29 C28 119.5(6) . . ? C24 C29 C30 118.6(6) . . ? C28 C29 C30 121.8(6) . . ? O15 C30 C32 126.5(6) . . ? O15 C30 C29 114.4(6) . . ? C32 C30 C29 119.1(6) . . ? C30 C32 C33 118.7(6) . . ? N3 C33 C32 126.0(6) . . ? N3 C33 C34 113.0(6) . . ? C32 C33 C34 120.8(6) . . ? O11 C34 O10 125.3(7) . . ? O11 C34 C33 119.2(6) . . ? O10 C34 C33 115.4(6) . . ? N4 C35 C36 120.2(6) . . ? N4 C35 C40 120.5(5) . . ? C36 C35 C40 119.2(6) . . ? C37 C36 C35 119.7(7) . . ? C36 C37 C38 121.5(7) . . ? C39 C38 C37 119.8(7) . . ? C38 C39 C40 121.2(7) . . ? C39 C40 C35 118.5(6) . . ? C39 C40 C41 122.5(6) . . ? C35 C40 C41 118.9(6) . . ? O16 C41 C43 126.6(6) . . ? O16 C41 C40 115.3(6) . . ? C43 C41 C40 118.1(6) . . ? C44 C43 C41 119.9(6) . . ? N4 C44 C43 124.6(6) . . ? N4 C44 C45 115.6(6) . . ? C43 C44 C45 119.7(6) . . ? O13 C45 O12 125.7(6) . . ? O13 C45 C44 119.6(6) . . ? O12 C45 C44 114.7(6) . . ? 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 C2 H2 O4 0.93 2.32 3.094(8) 140.6 . C9 H9 O11 0.93 2.48 3.354(8) 157.2 . C13 H13 O2 0.93 2.23 3.077(7) 151.2 . C25 H25 O12 0.93 2.37 3.157(8) 141.8 . C32 H32 O3 0.93 2.54 3.411(8) 156.8 . C36 H36 O10 0.93 2.19 3.027(8) 148.7 . C37 H37 O5 0.93 2.49 3.354(8) 155.5 3_655 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.790 _refine_diff_density_min -1.056 _refine_diff_density_rms 0.161 # Attachment 'Re4.cif' data_ren344 _database_code_depnum_ccdc_archive 'CCDC 927465' #TrackingRef 'Re4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H15 N2 O6 Re' _chemical_formula_sum 'C21 H15 N2 O6 Re' _chemical_formula_weight 577.55 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' _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 8.1736(4) _cell_length_b 8.8246(4) _cell_length_c 14.5611(6) _cell_angle_alpha 93.471(3) _cell_angle_beta 103.383(4) _cell_angle_gamma 115.785(4) _cell_volume 904.30(7) _cell_formula_units_Z 2 _cell_measurement_temperature 295.0(2) _cell_measurement_reflns_used 3584 _cell_measurement_theta_min 3.3613 _cell_measurement_theta_max 29.1905 _exptl_crystal_description prism _exptl_crystal_colour dark-brown _exptl_crystal_size_max 0.078 _exptl_crystal_size_mid 0.034 _exptl_crystal_size_min 0.010 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.121 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 556 _exptl_absorpt_coefficient_mu 6.764 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ;CrysAlis RED, (2005) ; _exptl_absorpt_correction_T_min 0.76862 _exptl_absorpt_correction_T_max 1.00000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 295.0(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 ; Oxford Diffraction Xcalibur (TM) Single Crystal X-ray Diffractometer with Sapphire CCD detector ; _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 7868 _diffrn_reflns_av_R_equivalents 0.0629 _diffrn_reflns_av_unetI/netI 0.0869 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.37 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3181 _reflns_number_gt 2491 _reflns_threshold_expression >2sigma(I) #========================================================================== # # REFINEMENT DATA _computing_data_collection 'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)' _computing_cell_refinement 'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)' _computing_data_reduction 'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ;XP in SHELXTL/PC (Sheldrick, 1990b) ORTEP-3 W v. 1.062 (Farrugia 1997) ; _computing_publication_material ;SHELXL-97 (Sheldrick, 1997) and PLATON (Spek, 1990) ; _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^)+(0.0252P)^2^+0.9121P] 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 3181 _refine_ls_number_parameters 272 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0809 _refine_ls_R_factor_gt 0.0553 _refine_ls_wR_factor_ref 0.0868 _refine_ls_wR_factor_gt 0.0815 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.086 _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 0.96328(5) 0.85115(5) 0.73435(3) 0.04147(16) Uani 1 1 d . . . O1 O 0.8637(8) 0.9076(7) 0.6321(5) 0.0462(17) Uani 1 1 d . . . O2 O 0.9107(7) 0.6195(7) 0.6694(5) 0.0471(18) Uani 1 1 d . . . O3 O 0.7393(8) 0.3651(7) 0.5791(5) 0.055(2) Uani 1 1 d . . . O4 O 1.0244(7) 1.0800(7) 0.8106(4) 0.0446(17) Uani 1 1 d . . . O5 O 1.2045(9) 1.3224(8) 0.9112(6) 0.071(3) Uani 1 1 d . . . O6 O 1.0650(10) 0.8075(8) 0.8408(7) 0.069(3) Uani 1 1 d . . . N1 N 0.6983(10) 0.7328(8) 0.7659(6) 0.042(2) Uani 1 1 d . . . N2 N 1.2333(9) 0.9628(8) 0.7092(5) 0.0366(19) Uani 1 1 d . . . C1 C 0.6729(14) 0.8150(12) 0.8357(8) 0.054(3) Uani 1 1 d . . . H1 H 0.7779 0.9113 0.8750 0.064 Uiso 1 1 calc R . . C2 C 0.4999(15) 0.7672(13) 0.8544(9) 0.062(3) Uani 1 1 d . . . H2 H 0.4919 0.8236 0.9080 0.074 Uiso 1 1 calc R . . C3 C 0.3427(14) 0.6365(12) 0.7929(8) 0.054(3) Uani 1 1 d . . . H3 H 0.2241 0.6073 0.8016 0.065 Uiso 1 1 calc R . . C4 C 0.3590(13) 0.5446(12) 0.7158(8) 0.049(3) Uani 1 1 d . . . C5 C 0.1978(13) 0.4081(14) 0.6498(8) 0.062(3) Uani 1 1 d . . . H5 H 0.0767 0.3836 0.6530 0.074 Uiso 1 1 calc R . . C6 C 0.2206(15) 0.3144(15) 0.5827(9) 0.077(4) Uani 1 1 d . . . H6 H 0.1143 0.2248 0.5395 0.092 Uiso 1 1 calc R . . C7 C 0.4007(13) 0.3484(13) 0.5765(8) 0.057(3) Uani 1 1 d . . . H7 H 0.4108 0.2785 0.5301 0.068 Uiso 1 1 calc R . . C8 C 0.5648(12) 0.4821(11) 0.6366(7) 0.039(2) Uani 1 1 d . . . C9 C 0.7475(12) 0.4859(11) 0.6264(7) 0.039(2) Uani 1 1 d . . . C10 C 0.5435(12) 0.5879(10) 0.7065(7) 0.037(2) Uani 1 1 d . . . C11 C 1.2571(12) 0.8803(10) 0.6390(7) 0.039(2) Uani 1 1 d . . . H11 H 1.1514 0.7859 0.5988 0.047 Uiso 1 1 calc R . . C12 C 1.4319(12) 0.9267(11) 0.6217(7) 0.044(3) Uani 1 1 d . . . H12 H 1.4420 0.8679 0.5698 0.053 Uiso 1 1 calc R . . C13 C 1.5857(12) 1.0592(10) 0.6824(7) 0.042(2) Uani 1 1 d . . . H13 H 1.7045 1.0898 0.6737 0.050 Uiso 1 1 calc R . . C14 C 1.5700(11) 1.1504(10) 0.7575(7) 0.038(2) Uani 1 1 d . . . C15 C 1.7317(13) 1.2876(11) 0.8217(8) 0.053(3) Uani 1 1 d . . . H15 H 1.8514 1.3124 0.8160 0.064 Uiso 1 1 calc R . . C16 C 1.7149(13) 1.3835(12) 0.8914(8) 0.056(3) Uani 1 1 d . . . H16 H 1.8223 1.4738 0.9334 0.067 Uiso 1 1 calc R . . C17 C 1.5359(12) 1.3460(11) 0.8997(7) 0.050(3) Uani 1 1 d . . . H17 H 1.5270 1.4153 0.9470 0.060 Uiso 1 1 calc R . . C18 C 1.3700(11) 1.2109(10) 0.8414(7) 0.037(2) Uani 1 1 d . . . C19 C 1.1895(12) 1.2042(10) 0.8565(7) 0.039(2) Uani 1 1 d . . . C20 C 1.3895(11) 1.1068(10) 0.7707(6) 0.034(2) Uani 1 1 d . . . C21 C 1.1258(19) 0.8451(18) 0.9381(16) 0.131(8) Uani 1 1 d . . . H21A H 1.2232 0.9617 0.9587 0.197 Uiso 1 1 calc R . . H21B H 1.1756 0.7701 0.9619 0.197 Uiso 1 1 calc R . . H21C H 1.0215 0.8302 0.9627 0.197 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Re1 0.0352(2) 0.0380(2) 0.0485(3) -0.00813(16) 0.01388(17) 0.01568(15) O1 0.041(3) 0.060(4) 0.040(5) 0.004(3) -0.001(3) 0.033(3) O2 0.034(3) 0.039(3) 0.066(5) -0.011(3) 0.017(3) 0.016(3) O3 0.047(4) 0.038(4) 0.068(6) -0.014(3) 0.019(3) 0.013(3) O4 0.039(3) 0.039(3) 0.049(5) -0.013(3) 0.011(3) 0.016(3) O5 0.053(4) 0.057(4) 0.094(7) -0.028(4) 0.027(4) 0.021(3) O6 0.065(5) 0.046(4) 0.097(8) -0.015(4) 0.051(5) 0.017(3) N1 0.046(4) 0.039(4) 0.050(6) 0.005(4) 0.022(4) 0.025(4) N2 0.033(4) 0.032(4) 0.041(5) -0.010(3) 0.007(4) 0.016(3) C1 0.061(7) 0.051(6) 0.060(8) 0.009(5) 0.032(6) 0.028(5) C2 0.070(7) 0.065(7) 0.068(9) 0.008(6) 0.038(7) 0.038(6) C3 0.048(6) 0.056(6) 0.075(9) 0.020(6) 0.037(6) 0.028(5) C4 0.050(6) 0.053(6) 0.059(8) 0.021(5) 0.025(6) 0.033(5) C5 0.027(5) 0.085(8) 0.062(9) 0.003(7) 0.004(5) 0.021(5) C6 0.052(7) 0.091(9) 0.062(10) -0.016(7) 0.002(6) 0.022(6) C7 0.038(6) 0.072(7) 0.047(8) -0.006(6) -0.001(5) 0.022(5) C8 0.044(5) 0.049(6) 0.032(7) 0.011(4) 0.010(5) 0.027(4) C9 0.038(5) 0.035(5) 0.045(7) 0.009(4) 0.016(5) 0.015(4) C10 0.037(5) 0.038(5) 0.035(6) 0.014(4) 0.010(4) 0.016(4) C11 0.042(5) 0.033(5) 0.039(7) -0.003(4) 0.011(5) 0.015(4) C12 0.043(6) 0.043(5) 0.051(7) 0.005(5) 0.023(5) 0.021(4) C13 0.039(5) 0.040(5) 0.053(7) 0.013(5) 0.018(5) 0.021(4) C14 0.032(5) 0.035(5) 0.051(7) 0.005(4) 0.008(5) 0.020(4) C15 0.038(6) 0.048(6) 0.070(9) 0.007(5) 0.016(5) 0.018(5) C16 0.034(6) 0.045(6) 0.067(9) -0.009(5) 0.000(5) 0.009(4) C17 0.047(6) 0.039(5) 0.053(8) -0.007(5) 0.007(5) 0.015(4) C18 0.039(5) 0.033(5) 0.036(6) 0.001(4) 0.008(4) 0.015(4) C19 0.045(5) 0.034(5) 0.036(6) -0.007(4) 0.010(4) 0.019(4) C20 0.033(5) 0.034(5) 0.032(6) -0.001(4) 0.003(4) 0.018(4) C21 0.074(10) 0.091(11) 0.26(3) 0.035(13) 0.078(13) 0.046(8) _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 O6 1.731(11) . ? Re1 O1 1.735(7) . ? Re1 O2 2.018(5) . ? Re1 O4 2.038(5) . ? Re1 N2 2.121(6) . ? Re1 N1 2.132(7) . ? O2 C9 1.310(10) . ? O3 C9 1.201(9) . ? O4 C19 1.295(10) . ? O5 C19 1.217(9) . ? O6 C21 1.36(2) . ? N1 C1 1.320(10) . ? N1 C10 1.391(10) . ? N2 C11 1.318(10) . ? N2 C20 1.403(10) . ? C1 C2 1.387(12) . ? C2 C3 1.355(14) . ? C3 C4 1.410(13) . ? C4 C5 1.416(14) . ? C4 C10 1.428(12) . ? C5 C6 1.339(14) . ? C6 C7 1.395(13) . ? C7 C8 1.383(12) . ? C8 C10 1.430(11) . ? C8 C9 1.521(11) . ? C11 C12 1.394(11) . ? C12 C13 1.345(12) . ? C13 C14 1.381(12) . ? C14 C15 1.409(12) . ? C14 C20 1.417(11) . ? C15 C16 1.351(13) . ? C16 C17 1.390(12) . ? C17 C18 1.385(11) . ? C18 C20 1.421(11) . ? C18 C19 1.518(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 O6 Re1 O1 176.1(3) . . ? O6 Re1 O2 87.7(3) . . ? O1 Re1 O2 96.1(3) . . ? O6 Re1 O4 87.5(3) . . ? O1 Re1 O4 88.7(3) . . ? O2 Re1 O4 175.2(3) . . ? O6 Re1 N2 88.8(3) . . ? O1 Re1 N2 91.5(3) . . ? O2 Re1 N2 90.1(2) . . ? O4 Re1 N2 90.2(2) . . ? O6 Re1 N1 88.1(3) . . ? O1 Re1 N1 91.7(3) . . ? O2 Re1 N1 89.0(2) . . ? O4 Re1 N1 90.5(2) . . ? N2 Re1 N1 176.7(3) . . ? C9 O2 Re1 129.1(5) . . ? C19 O4 Re1 128.1(5) . . ? C21 O6 Re1 148.2(9) . . ? C1 N1 C10 118.9(8) . . ? C1 N1 Re1 118.1(6) . . ? C10 N1 Re1 122.2(5) . . ? C11 N2 C20 119.6(7) . . ? C11 N2 Re1 117.4(5) . . ? C20 N2 Re1 122.5(5) . . ? N1 C1 C2 124.3(9) . . ? C3 C2 C1 118.6(9) . . ? C2 C3 C4 120.0(9) . . ? C3 C4 C5 121.5(9) . . ? C3 C4 C10 118.7(9) . . ? C5 C4 C10 119.7(9) . . ? C6 C5 C4 119.6(9) . . ? C5 C6 C7 121.3(10) . . ? C8 C7 C6 122.6(9) . . ? C7 C8 C10 117.1(8) . . ? C7 C8 C9 114.7(8) . . ? C10 C8 C9 127.9(8) . . ? O3 C9 O2 121.1(8) . . ? O3 C9 C8 119.1(7) . . ? O2 C9 C8 119.9(7) . . ? N1 C10 C4 118.8(8) . . ? N1 C10 C8 121.7(7) . . ? C4 C10 C8 119.4(8) . . ? N2 C11 C12 123.7(8) . . ? C13 C12 C11 117.9(8) . . ? C12 C13 C14 121.1(8) . . ? C13 C14 C15 120.9(8) . . ? C13 C14 C20 120.0(8) . . ? C15 C14 C20 119.0(8) . . ? C16 C15 C14 120.8(9) . . ? C15 C16 C17 119.5(8) . . ? C18 C17 C16 123.5(8) . . ? C17 C18 C20 116.6(8) . . ? C17 C18 C19 114.6(7) . . ? C20 C18 C19 128.5(7) . . ? O5 C19 O4 120.9(8) . . ? O5 C19 C18 117.7(7) . . ? O4 C19 C18 121.3(7) . . ? N2 C20 C14 117.4(7) . . ? N2 C20 C18 122.2(7) . . ? C14 C20 C18 120.3(7) . . ? 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 C1 H1 O4 0.93 2.36 2.933(11) 119.2 . C7 H7 O3 0.93 2.36 2.698(11) 101.2 . C11 H11 O2 0.93 2.38 2.923(10) 116.7 . C12 H12 O3 0.93 2.54 3.346(11) 145.4 2_766 C13 H13 O1 0.93 2.59 3.284(10) 131.7 1_655 C17 H17 O5 0.93 2.31 2.671(11) 102.7 . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.724 _refine_diff_density_min -1.155 _refine_diff_density_rms 0.162 # Attachment 'Re5.cif' data_ren336a _database_code_depnum_ccdc_archive 'CCDC 927466' #TrackingRef 'Re5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H21 Cl2 N O3 P Re' _chemical_formula_weight 707.53 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/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 7.6439(4) _cell_length_b 42.2920(2) _cell_length_c 8.0074(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.080(4) _cell_angle_gamma 90.00 _cell_volume 2568.86(17) _cell_formula_units_Z 4 _cell_measurement_temperature 295.0(2) _cell_measurement_reflns_used 4146 _cell_measurement_theta_min 3.4700 _cell_measurement_theta_max 29.1755 _exptl_crystal_description plate _exptl_crystal_colour 'dark green' _exptl_crystal_size_max 0.120 _exptl_crystal_size_mid 0.056 _exptl_crystal_size_min 0.022 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.829 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1376 _exptl_absorpt_coefficient_mu 5.032 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ;CrysAlis RED, (2005) ; _exptl_absorpt_correction_T_min 0.87963 _exptl_absorpt_correction_T_max 1.00000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 295.0(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 ; Oxford Diffraction Xcalibur (TM) Single Crystal X-ray Diffractometer with Sapphire CCD detector ; _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 11648 _diffrn_reflns_av_R_equivalents 0.0349 _diffrn_reflns_av_unetI/netI 0.0448 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -50 _diffrn_reflns_limit_k_max 39 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.51 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4507 _reflns_number_gt 4062 _reflns_threshold_expression >2sigma(I) #========================================================================== # # REFINEMENT DATA _computing_data_collection 'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)' _computing_cell_refinement 'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)' _computing_data_reduction 'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ;XP in SHELXTL/PC (Sheldrick, 1990b) ORTEP-3 W v. 1.062 (Farrugia 1997) ; _computing_publication_material ;SHELXL-97 (Sheldrick, 1997) and PLATON (Spek, 1990) ; _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^)+(0.0065P)^2^+5.9664P] 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 4507 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0512 _refine_ls_R_factor_gt 0.0427 _refine_ls_wR_factor_ref 0.0681 _refine_ls_wR_factor_gt 0.0661 _refine_ls_goodness_of_fit_ref 1.253 _refine_ls_restrained_S_all 1.253 _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 0.56721(3) 0.113434(6) 0.79740(3) 0.02722(8) Uani 1 1 d . . . O1 O 0.7543(5) 0.12140(11) 0.7183(5) 0.0357(11) Uani 1 1 d . . . O2 O 0.3137(5) 0.09933(10) 0.8024(5) 0.0294(10) Uani 1 1 d . . . O3 O 0.0923(6) 0.06695(13) 0.7173(6) 0.0580(15) Uani 1 1 d . . . N1 N 0.5205(6) 0.07703(13) 0.6120(6) 0.0293(12) Uani 1 1 d . . . P1 P 0.3977(2) 0.15415(4) 0.62654(17) 0.0247(3) Uani 1 1 d . . . Cl1 Cl 0.5800(2) 0.14866(4) 1.02271(18) 0.0408(4) Uani 1 1 d . . . Cl2 Cl 0.6365(2) 0.07249(5) 0.9958(2) 0.0474(5) Uani 1 1 d . . . C1 C 0.5368(8) 0.18159(14) 0.5276(7) 0.0262(14) Uani 1 1 d . . . C2 C 0.6954(9) 0.19165(17) 0.6154(8) 0.0394(17) Uani 1 1 d . . . H2 H 0.7298 0.1841 0.7235 0.047 Uiso 1 1 calc R . . C3 C 0.8018(9) 0.21263(18) 0.5441(9) 0.0476(19) Uani 1 1 d . . . H3 H 0.9075 0.2192 0.6038 0.057 Uiso 1 1 calc R . . C4 C 0.7512(10) 0.22383(18) 0.3839(9) 0.050(2) Uani 1 1 d . . . H4 H 0.8234 0.2379 0.3349 0.060 Uiso 1 1 calc R . . C5 C 0.5949(10) 0.21432(17) 0.2967(9) 0.049(2) Uani 1 1 d . . . H5 H 0.5606 0.2222 0.1893 0.059 Uiso 1 1 calc R . . C6 C 0.4870(9) 0.19299(16) 0.3673(8) 0.0382(17) Uani 1 1 d . . . H6 H 0.3816 0.1864 0.3068 0.046 Uiso 1 1 calc R . . C7 C 0.2686(8) 0.17821(15) 0.7563(7) 0.0272(14) Uani 1 1 d . . . C8 C 0.3021(9) 0.21033(17) 0.7759(8) 0.0384(17) Uani 1 1 d . . . H8 H 0.3820 0.2199 0.7131 0.046 Uiso 1 1 calc R . . C9 C 0.2187(10) 0.22855(18) 0.8876(9) 0.0492(19) Uani 1 1 d . . . H9 H 0.2424 0.2500 0.9003 0.059 Uiso 1 1 calc R . . C10 C 0.0991(10) 0.2138(2) 0.9796(8) 0.053(2) Uani 1 1 d . . . H10 H 0.0429 0.2255 1.0556 0.064 Uiso 1 1 calc R . . C11 C 0.0634(9) 0.18231(19) 0.9594(8) 0.0453(19) Uani 1 1 d . . . H11 H -0.0184 0.1729 1.0205 0.054 Uiso 1 1 calc R . . C12 C 0.1470(8) 0.16437(17) 0.8500(7) 0.0374(16) Uani 1 1 d . . . H12 H 0.1223 0.1429 0.8386 0.045 Uiso 1 1 calc R . . C13 C 0.2490(8) 0.13743(15) 0.4561(6) 0.0284(14) Uani 1 1 d . . . C14 C 0.0664(8) 0.13866(18) 0.4468(8) 0.0414(18) Uani 1 1 d . . . H14 H 0.0140 0.1495 0.5287 0.050 Uiso 1 1 calc R . . C15 C -0.0365(9) 0.1240(2) 0.3179(9) 0.061(2) Uani 1 1 d . . . H15 H -0.1587 0.1251 0.3116 0.073 Uiso 1 1 calc R . . C16 C 0.0411(11) 0.1076(2) 0.1965(8) 0.057(2) Uani 1 1 d . . . H16 H -0.0293 0.0972 0.1103 0.068 Uiso 1 1 calc R . . C17 C 0.2218(11) 0.10645(18) 0.2029(7) 0.049(2) Uani 1 1 d . . . H17 H 0.2736 0.0958 0.1202 0.059 Uiso 1 1 calc R . . C18 C 0.3248(8) 0.12127(16) 0.3323(7) 0.0337(16) Uani 1 1 d . . . H18 H 0.4469 0.1205 0.3371 0.040 Uiso 1 1 calc R . . C19 C 0.3586(8) 0.06355(14) 0.5870(7) 0.0281(14) Uani 1 1 d . . . C20 C 0.2401(8) 0.07643(16) 0.7081(7) 0.0335(15) Uani 1 1 d . . . C21 C 0.3105(9) 0.04156(16) 0.4578(7) 0.0343(15) Uani 1 1 d . . . C22 C 0.1386(10) 0.02980(18) 0.4179(8) 0.0497(19) Uani 1 1 d . . . H22 H 0.0498 0.0362 0.4800 0.060 Uiso 1 1 calc R . . C23 C 0.1015(11) 0.00904(19) 0.2884(10) 0.060(2) Uani 1 1 d . . . H23 H -0.0131 0.0016 0.2626 0.072 Uiso 1 1 calc R . . C24 C 0.2322(13) -0.0013(2) 0.1932(9) 0.066(2) Uani 1 1 d . . . H24 H 0.2045 -0.0158 0.1066 0.079 Uiso 1 1 calc R . . C25 C 0.3994(12) 0.00972(19) 0.2273(8) 0.056(2) Uani 1 1 d . . . H25 H 0.4858 0.0028 0.1637 0.068 Uiso 1 1 calc R . . C26 C 0.4438(10) 0.03196(16) 0.3602(7) 0.0388(17) Uani 1 1 d . . . C27 C 0.6134(10) 0.04464(17) 0.3977(8) 0.0427(18) Uani 1 1 d . . . H27 H 0.7031 0.0379 0.3376 0.051 Uiso 1 1 calc R . . C28 C 0.6483(8) 0.06656(17) 0.5199(7) 0.0383(17) Uani 1 1 d . . . H28 H 0.7618 0.0747 0.5420 0.046 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Re1 0.02424(13) 0.03010(16) 0.02678(13) -0.00052(12) 0.00101(8) -0.00178(13) O1 0.030(2) 0.036(3) 0.041(2) 0.003(2) 0.0038(18) -0.003(2) O2 0.030(2) 0.028(3) 0.031(2) -0.0011(18) 0.0080(17) -0.008(2) O3 0.044(3) 0.063(4) 0.072(3) -0.026(3) 0.024(3) -0.024(3) N1 0.028(3) 0.029(3) 0.030(3) -0.001(2) 0.001(2) 0.002(3) P1 0.0227(8) 0.0265(10) 0.0249(7) -0.0019(7) 0.0029(6) -0.0015(7) Cl1 0.0439(10) 0.0445(12) 0.0320(8) -0.0093(7) -0.0031(7) -0.0020(9) Cl2 0.0549(11) 0.0423(12) 0.0419(9) 0.0112(8) -0.0057(8) 0.0027(10) C1 0.027(3) 0.021(4) 0.032(3) 0.000(3) 0.009(2) -0.002(3) C2 0.035(4) 0.038(5) 0.043(4) 0.003(3) -0.001(3) -0.005(3) C3 0.036(4) 0.041(5) 0.065(5) 0.003(4) 0.002(3) -0.012(4) C4 0.059(5) 0.038(5) 0.058(5) 0.008(4) 0.023(4) -0.010(4) C5 0.069(6) 0.040(5) 0.040(4) 0.005(3) 0.009(4) -0.011(4) C6 0.039(4) 0.037(4) 0.038(4) -0.001(3) 0.002(3) -0.003(3) C7 0.028(3) 0.024(4) 0.028(3) -0.002(3) 0.001(2) 0.004(3) C8 0.037(4) 0.038(5) 0.040(4) -0.008(3) 0.004(3) 0.003(3) C9 0.060(5) 0.031(5) 0.057(4) -0.013(4) 0.006(4) 0.008(4) C10 0.057(5) 0.063(6) 0.039(4) -0.009(4) 0.006(3) 0.024(5) C11 0.043(4) 0.052(6) 0.044(4) 0.008(4) 0.017(3) 0.011(4) C12 0.036(4) 0.036(4) 0.041(4) -0.001(3) 0.010(3) 0.005(3) C13 0.031(3) 0.035(4) 0.019(3) 0.009(3) -0.001(2) -0.004(3) C14 0.025(4) 0.060(5) 0.038(4) 0.006(3) 0.001(3) -0.001(4) C15 0.028(4) 0.091(7) 0.059(5) 0.012(5) -0.011(3) -0.017(4) C16 0.066(6) 0.063(6) 0.036(4) 0.009(4) -0.016(4) -0.028(5) C17 0.075(6) 0.046(5) 0.025(3) -0.002(3) -0.002(3) -0.011(4) C18 0.033(4) 0.040(5) 0.027(3) 0.001(3) 0.000(3) -0.003(3) C19 0.036(4) 0.018(4) 0.030(3) 0.004(3) 0.001(3) -0.002(3) C20 0.030(4) 0.031(4) 0.040(4) -0.003(3) 0.006(3) -0.007(3) C21 0.042(4) 0.025(4) 0.035(3) -0.001(3) 0.001(3) 0.000(3) C22 0.054(5) 0.044(5) 0.050(4) -0.008(4) 0.002(3) -0.010(4) C23 0.062(6) 0.051(5) 0.062(5) -0.017(4) -0.008(4) -0.020(5) C24 0.092(7) 0.055(6) 0.047(5) -0.021(4) -0.002(4) -0.003(6) C25 0.086(7) 0.049(5) 0.036(4) -0.007(4) 0.015(4) 0.013(5) C26 0.058(5) 0.032(4) 0.026(3) 0.003(3) 0.005(3) 0.007(4) C27 0.051(5) 0.046(5) 0.034(4) -0.006(3) 0.016(3) 0.014(4) C28 0.029(4) 0.054(5) 0.034(3) 0.003(3) 0.011(3) 0.011(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 O1 1.668(4) . ? Re1 O2 2.032(4) . ? Re1 N1 2.138(5) . ? Re1 Cl1 2.3325(16) . ? Re1 Cl2 2.3656(17) . ? Re1 P1 2.4656(16) . ? O2 C20 1.312(7) . ? O3 C20 1.210(7) . ? N1 C19 1.355(7) . ? N1 C28 1.368(7) . ? P1 C13 1.809(6) . ? P1 C1 1.821(6) . ? P1 C7 1.828(6) . ? C1 C6 1.380(8) . ? C1 C2 1.391(8) . ? C2 C3 1.374(9) . ? C3 C4 1.377(9) . ? C4 C5 1.368(10) . ? C5 C6 1.389(9) . ? C7 C8 1.388(9) . ? C7 C12 1.394(8) . ? C8 C9 1.393(9) . ? C9 C10 1.391(10) . ? C10 C11 1.365(11) . ? C11 C12 1.375(9) . ? C13 C18 1.388(8) . ? C13 C14 1.389(8) . ? C14 C15 1.367(10) . ? C15 C16 1.387(11) . ? C16 C17 1.377(10) . ? C17 C18 1.373(9) . ? C19 C21 1.406(8) . ? C19 C20 1.508(8) . ? C21 C22 1.405(9) . ? C21 C26 1.417(9) . ? C22 C23 1.362(10) . ? C23 C24 1.400(11) . ? C24 C25 1.356(11) . ? C25 C26 1.430(10) . ? C26 C27 1.401(10) . ? C27 C28 1.351(9) . ? 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 O1 Re1 O2 158.55(17) . . ? O1 Re1 N1 87.7(2) . . ? O2 Re1 N1 74.01(17) . . ? O1 Re1 Cl1 102.04(15) . . ? O2 Re1 Cl1 96.96(12) . . ? N1 Re1 Cl1 169.91(14) . . ? O1 Re1 Cl2 105.73(15) . . ? O2 Re1 Cl2 84.67(12) . . ? N1 Re1 Cl2 86.78(14) . . ? Cl1 Re1 Cl2 87.90(6) . . ? O1 Re1 P1 93.73(15) . . ? O2 Re1 P1 77.21(12) . . ? N1 Re1 P1 94.94(14) . . ? Cl1 Re1 P1 87.26(6) . . ? Cl2 Re1 P1 160.52(6) . . ? C20 O2 Re1 123.2(4) . . ? C19 N1 C28 119.0(5) . . ? C19 N1 Re1 118.5(4) . . ? C28 N1 Re1 122.6(4) . . ? C13 P1 C1 105.5(3) . . ? C13 P1 C7 108.3(3) . . ? C1 P1 C7 106.1(3) . . ? C13 P1 Re1 112.6(2) . . ? C1 P1 Re1 113.0(2) . . ? C7 P1 Re1 110.92(19) . . ? C6 C1 C2 119.1(6) . . ? C6 C1 P1 121.2(5) . . ? C2 C1 P1 119.6(5) . . ? C3 C2 C1 120.7(6) . . ? C2 C3 C4 119.8(7) . . ? C5 C4 C3 120.1(7) . . ? C4 C5 C6 120.6(7) . . ? C1 C6 C5 119.7(6) . . ? C8 C7 C12 118.4(6) . . ? C8 C7 P1 120.3(5) . . ? C12 C7 P1 121.0(5) . . ? C7 C8 C9 121.4(6) . . ? C10 C9 C8 118.3(7) . . ? C11 C10 C9 120.7(6) . . ? C10 C11 C12 120.8(7) . . ? C11 C12 C7 120.3(7) . . ? C18 C13 C14 119.1(6) . . ? C18 C13 P1 116.9(4) . . ? C14 C13 P1 124.0(5) . . ? C15 C14 C13 120.3(7) . . ? C14 C15 C16 120.1(7) . . ? C17 C16 C15 120.3(7) . . ? C18 C17 C16 119.5(7) . . ? C17 C18 C13 120.8(6) . . ? N1 C19 C21 122.6(5) . . ? N1 C19 C20 111.3(5) . . ? C21 C19 C20 126.0(6) . . ? O3 C20 O2 123.2(6) . . ? O3 C20 C19 124.0(6) . . ? O2 C20 C19 112.8(5) . . ? C22 C21 C19 123.7(6) . . ? C22 C21 C26 119.3(6) . . ? C19 C21 C26 117.0(6) . . ? C23 C22 C21 120.2(7) . . ? C22 C23 C24 121.4(8) . . ? C25 C24 C23 120.0(7) . . ? C24 C25 C26 120.5(7) . . ? C27 C26 C21 118.8(6) . . ? C27 C26 C25 122.7(7) . . ? C21 C26 C25 118.6(7) . . ? C28 C27 C26 120.9(6) . . ? C27 C28 N1 121.5(6) . . ? 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 C12 H12 O2 0.93 2.39 3.075(8) 130.1 . C16 H16 Cl2 0.93 2.81 3.622(8) 146.8 1_454 C22 H22 O3 0.93 2.29 2.924(8) 124.8 . C28 H28 O1 0.93 2.43 2.871(8) 108.9 . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.063 _refine_diff_density_min -2.205 _refine_diff_density_rms 0.112 # Attachment 'Re6.cif' data_ren332 _database_code_depnum_ccdc_archive 'CCDC 927467' #TrackingRef 'Re6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C29 H23 Cl2 N O4 P Re, C2 H3 N' _chemical_formula_sum 'C31 H26 Cl2 N2 O4 P Re' _chemical_formula_weight 778.61 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.8390(6) _cell_length_b 10.6857(8) _cell_length_c 30.1868(13) _cell_angle_alpha 95.667(4) _cell_angle_beta 90.406(4) _cell_angle_gamma 106.382(6) _cell_volume 3028.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 295.0(2) _cell_measurement_reflns_used 8990 _cell_measurement_theta_min 3.2922 _cell_measurement_theta_max 29.7178 _exptl_crystal_description plate _exptl_crystal_colour 'pale green' _exptl_crystal_size_max 0.236 _exptl_crystal_size_mid 0.076 _exptl_crystal_size_min 0.018 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.708 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1528 _exptl_absorpt_coefficient_mu 4.281 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ;CrysAlis RED, (2005) ; _exptl_absorpt_correction_T_min 0.54607 _exptl_absorpt_correction_T_max 1.00000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 295.0(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 ; Oxford Diffraction Xcalibur (TM) Single Crystal X-ray Diffractometer with Sapphire CCD detector ; _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 22712 _diffrn_reflns_av_R_equivalents 0.0943 _diffrn_reflns_av_unetI/netI 0.1008 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 3.30 _diffrn_reflns_theta_max 25.00 _reflns_number_total 10507 _reflns_number_gt 7725 _reflns_threshold_expression >2sigma(I) #========================================================================== # # REFINEMENT DATA _computing_data_collection 'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)' _computing_cell_refinement 'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)' _computing_data_reduction 'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ;XP in SHELXTL/PC (Sheldrick, 1990b) ORTEP-3 W v. 1.062 (Farrugia 1997) ; _computing_publication_material ;SHELXL-97 (Sheldrick, 1997) and PLATON (Spek, 1990) ; _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^)+(0.0721P)^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 10507 _refine_ls_number_parameters 743 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0751 _refine_ls_R_factor_gt 0.0466 _refine_ls_wR_factor_ref 0.1406 _refine_ls_wR_factor_gt 0.1181 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _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 0.58527(3) 0.23415(4) 0.125067(12) 0.03153(12) Uani 1 1 d . . . Re2 Re 0.25390(3) 0.72320(3) 0.374195(11) 0.02824(12) Uani 1 1 d . . . O1 O 0.7340(6) 0.3054(7) 0.1550(2) 0.0474(17) Uani 1 1 d . . . O2 O 0.4201(5) 0.0991(6) 0.0915(2) 0.0361(15) Uani 1 1 d . . . O3 O 0.3401(6) -0.0811(7) 0.0442(3) 0.057(2) Uani 1 1 d . . . O4 O 0.8091(8) -0.2108(7) 0.0260(2) 0.0560(19) Uani 1 1 d . . . O5 O 0.1048(6) 0.6956(6) 0.3433(2) 0.0391(15) Uani 1 1 d . . . O6 O 0.4252(5) 0.7020(6) 0.40807(19) 0.0349(15) Uani 1 1 d . . . O7 O 0.5099(6) 0.5959(8) 0.4563(2) 0.055(2) Uani 1 1 d . . . O8 O 0.0495(7) 0.2490(7) 0.4878(2) 0.0540(19) Uani 1 1 d . . . N1 N 0.6785(6) 0.1038(7) 0.0834(2) 0.0258(15) Uani 1 1 d . . . N2 N 0.1669(7) 0.5709(7) 0.4176(2) 0.0313(17) Uani 1 1 d . . . P1 P 0.5138(2) 0.0805(2) 0.18294(7) 0.0303(5) Uani 1 1 d . . . P2 P 0.3315(2) 0.5750(2) 0.31792(7) 0.0265(5) Uani 1 1 d . . . Cl1 Cl 0.4274(3) 0.3456(3) 0.15396(9) 0.0506(6) Uani 1 1 d . . . Cl2 Cl 0.6121(3) 0.3584(3) 0.06308(9) 0.0585(7) Uani 1 1 d . . . Cl3 Cl 0.4046(2) 0.9007(2) 0.34391(8) 0.0421(6) Uani 1 1 d . . . Cl4 Cl 0.2234(3) 0.8707(3) 0.43531(8) 0.0495(6) Uani 1 1 d . . . C1 C 0.5376(9) -0.0760(10) 0.1648(3) 0.038(2) Uani 1 1 d . . . C2 C 0.6748(10) -0.0883(10) 0.1596(3) 0.042(2) Uani 1 1 d . . . H2 H 0.7518 -0.0150 0.1669 0.050 Uiso 1 1 calc R . . C3 C 0.6996(12) -0.2057(12) 0.1440(4) 0.053(3) Uani 1 1 d . . . H3 H 0.7921 -0.2100 0.1404 0.064 Uiso 1 1 calc R . . C4 C 0.5871(13) -0.3164(12) 0.1336(4) 0.062(3) Uani 1 1 d . . . H4 H 0.6031 -0.3960 0.1236 0.074 Uiso 1 1 calc R . . C5 C 0.4518(13) -0.3075(12) 0.1383(4) 0.068(3) Uani 1 1 d . . . H5 H 0.3756 -0.3816 0.1312 0.082 Uiso 1 1 calc R . . C6 C 0.4265(11) -0.1893(10) 0.1535(4) 0.048(3) Uani 1 1 d . . . H6 H 0.3335 -0.1858 0.1563 0.058 Uiso 1 1 calc R . . C7 C 0.3293(8) 0.0492(9) 0.2004(3) 0.036(2) Uani 1 1 d . . . C8 C 0.2219(9) 0.0303(13) 0.1697(4) 0.061(4) Uani 1 1 d . . . H8 H 0.2417 0.0326 0.1396 0.074 Uiso 1 1 calc R . . C9 C 0.0835(10) 0.0077(13) 0.1827(4) 0.065(4) Uani 1 1 d . . . H9 H 0.0110 -0.0016 0.1616 0.078 Uiso 1 1 calc R . . C10 C 0.0528(11) -0.0010(12) 0.2269(4) 0.061(3) Uani 1 1 d . . . H10 H -0.0405 -0.0186 0.2357 0.074 Uiso 1 1 calc R . . C11 C 0.1608(11) 0.0165(14) 0.2577(4) 0.067(3) Uani 1 1 d . . . H11 H 0.1406 0.0103 0.2876 0.081 Uiso 1 1 calc R . . C12 C 0.2998(9) 0.0433(11) 0.2448(3) 0.046(3) Uani 1 1 d . . . H12 H 0.3730 0.0573 0.2660 0.055 Uiso 1 1 calc R . . C13 C 0.6213(9) 0.1368(10) 0.2344(3) 0.037(2) Uani 1 1 d . . . C14 C 0.6552(9) 0.0466(11) 0.2603(3) 0.044(2) Uani 1 1 d . . . H14 H 0.6278 -0.0424 0.2503 0.053 Uiso 1 1 calc R . . C15 C 0.7289(12) 0.0898(13) 0.3004(4) 0.059(3) Uani 1 1 d . . . H15 H 0.7496 0.0298 0.3178 0.070 Uiso 1 1 calc R . . C16 C 0.7721(10) 0.2216(14) 0.3148(3) 0.055(3) Uani 1 1 d . . . H16 H 0.8249 0.2506 0.3414 0.066 Uiso 1 1 calc R . . C17 C 0.7378(10) 0.3112(12) 0.2902(3) 0.056(3) Uani 1 1 d . . . H17 H 0.7653 0.4001 0.3003 0.067 Uiso 1 1 calc R . . C18 C 0.6610(10) 0.2662(12) 0.2497(3) 0.050(3) Uani 1 1 d . . . H18 H 0.6368 0.3259 0.2330 0.060 Uiso 1 1 calc R . . C19 C 0.8204(8) 0.1141(10) 0.0787(3) 0.034(2) Uani 1 1 d . . . C20 C 0.9222(9) 0.2360(10) 0.0929(3) 0.041(2) Uani 1 1 d . . . H20 H 0.8956 0.3095 0.1042 0.049 Uiso 1 1 calc R . . C21 C 1.0626(9) 0.2386(13) 0.0889(4) 0.055(3) Uani 1 1 d . . . H21 H 1.1308 0.3166 0.0986 0.067 Uiso 1 1 calc R . . C22 C 1.1079(10) 0.1392(14) 0.0722(4) 0.056(3) Uani 1 1 d . . . H22 H 1.2047 0.1499 0.0704 0.068 Uiso 1 1 calc R . . C23 C 1.0126(10) 0.0182(12) 0.0572(3) 0.051(3) Uani 1 1 d . . . H23 H 1.0434 -0.0532 0.0464 0.062 Uiso 1 1 calc R . . C24 C 0.8651(9) 0.0096(10) 0.0595(3) 0.038(2) Uani 1 1 d . . . C25 C 0.7597(10) -0.1094(10) 0.0414(3) 0.041(2) Uani 1 1 d . . . C26 C 0.7081(14) -0.3331(13) 0.0107(5) 0.078(4) Uani 1 1 d . . . H26A H 0.6494 -0.3653 0.0347 0.118 Uiso 1 1 calc R . . H26B H 0.7572 -0.3956 0.0002 0.118 Uiso 1 1 calc R . . H26C H 0.6500 -0.3203 -0.0132 0.118 Uiso 1 1 calc R . . C27 C 0.6218(10) -0.1093(10) 0.0411(3) 0.039(2) Uani 1 1 d . . . H27 H 0.5520 -0.1785 0.0262 0.047 Uiso 1 1 calc R . . C28 C 0.5884(9) -0.0051(9) 0.0633(3) 0.034(2) Uani 1 1 d . . . C29 C 0.4369(9) -0.0001(10) 0.0651(3) 0.038(2) Uani 1 1 d . . . C30 C 0.3068(8) 0.4128(8) 0.3370(3) 0.0289(19) Uani 1 1 d . . . C31 C 0.1721(9) 0.3426(9) 0.3458(3) 0.038(2) Uani 1 1 d . . . H31 H 0.0959 0.3751 0.3405 0.045 Uiso 1 1 calc R . . C32 C 0.1499(11) 0.2236(10) 0.3627(3) 0.047(3) Uani 1 1 d . . . H32 H 0.0583 0.1751 0.3683 0.057 Uiso 1 1 calc R . . C33 C 0.2629(12) 0.1759(11) 0.3713(3) 0.054(3) Uani 1 1 d . . . H33 H 0.2477 0.0961 0.3831 0.065 Uiso 1 1 calc R . . C34 C 0.3968(12) 0.2461(11) 0.3624(4) 0.055(3) Uani 1 1 d . . . H34 H 0.4727 0.2134 0.3679 0.066 Uiso 1 1 calc R . . C35 C 0.4206(10) 0.3648(10) 0.3455(3) 0.045(2) Uani 1 1 d . . . H35 H 0.5123 0.4126 0.3397 0.054 Uiso 1 1 calc R . . C36 C 0.5158(8) 0.6272(9) 0.3004(3) 0.034(2) Uani 1 1 d . . . C37 C 0.6239(9) 0.6980(10) 0.3290(3) 0.044(2) Uani 1 1 d . . . H37 H 0.6035 0.7245 0.3579 0.053 Uiso 1 1 calc R . . C38 C 0.7654(10) 0.7322(11) 0.3162(4) 0.055(3) Uani 1 1 d . . . H38 H 0.8382 0.7823 0.3358 0.066 Uiso 1 1 calc R . . C39 C 0.7928(11) 0.6887(13) 0.2734(4) 0.063(3) Uani 1 1 d . . . H39 H 0.8857 0.7080 0.2640 0.076 Uiso 1 1 calc R . . C40 C 0.6845(12) 0.6177(13) 0.2448(4) 0.064(3) Uani 1 1 d . . . H40 H 0.7051 0.5898 0.2161 0.076 Uiso 1 1 calc R . . C41 C 0.5451(10) 0.5861(11) 0.2570(3) 0.050(3) Uani 1 1 d . . . H41 H 0.4724 0.5386 0.2370 0.061 Uiso 1 1 calc R . . C42 C 0.2244(8) 0.5460(10) 0.2669(3) 0.034(2) Uani 1 1 d . . . C43 C 0.1657(12) 0.4225(12) 0.2450(3) 0.058(3) Uani 1 1 d . . . H43 H 0.1827 0.3497 0.2560 0.069 Uiso 1 1 calc R . . C44 C 0.0824(13) 0.4070(13) 0.2073(4) 0.073(4) Uani 1 1 d . . . H44 H 0.0427 0.3233 0.1929 0.088 Uiso 1 1 calc R . . C45 C 0.0562(11) 0.5123(14) 0.1902(4) 0.062(3) Uani 1 1 d . . . H45 H -0.0028 0.4997 0.1650 0.074 Uiso 1 1 calc R . . C46 C 0.1183(10) 0.6388(12) 0.2108(3) 0.049(3) Uani 1 1 d . . . H46 H 0.1048 0.7111 0.1986 0.059 Uiso 1 1 calc R . . C47 C 0.1998(9) 0.6556(10) 0.2494(3) 0.040(2) Uani 1 1 d . . . H47 H 0.2385 0.7392 0.2640 0.048 Uiso 1 1 calc R . . C48 C 0.0263(8) 0.5097(9) 0.4241(3) 0.031(2) Uani 1 1 d . . . C49 C -0.0835(9) 0.5609(11) 0.4085(3) 0.046(3) Uani 1 1 d . . . H49 H -0.0609 0.6362 0.3938 0.055 Uiso 1 1 calc R . . C50 C -0.2198(9) 0.4981(12) 0.4155(3) 0.050(3) Uani 1 1 d . . . H50 H -0.2907 0.5292 0.4041 0.060 Uiso 1 1 calc R . . C51 C -0.2583(10) 0.3895(11) 0.4389(4) 0.052(3) Uani 1 1 d . . . H51 H -0.3536 0.3502 0.4434 0.063 Uiso 1 1 calc R . . C52 C -0.1579(9) 0.3396(10) 0.4554(3) 0.045(2) Uani 1 1 d . . . H52 H -0.1841 0.2663 0.4711 0.054 Uiso 1 1 calc R . . C53 C -0.0133(9) 0.4005(9) 0.4485(3) 0.036(2) Uani 1 1 d . . . C54 C 0.0968(10) 0.3533(9) 0.4665(3) 0.035(2) Uani 1 1 d . . . C55 C 0.1501(12) 0.1893(12) 0.5049(4) 0.072(4) Uani 1 1 d . . . H55A H 0.2000 0.1597 0.4807 0.109 Uiso 1 1 calc R . . H55B H 0.1011 0.1159 0.5202 0.109 Uiso 1 1 calc R . . H55C H 0.2165 0.2524 0.5252 0.109 Uiso 1 1 calc R . . C56 C 0.2327(9) 0.4231(9) 0.4637(3) 0.032(2) Uani 1 1 d . . . H56 H 0.3049 0.4000 0.4780 0.039 Uiso 1 1 calc R . . C57 C 0.2636(8) 0.5302(9) 0.4392(3) 0.032(2) Uani 1 1 d . . . C58 C 0.4122(8) 0.6109(9) 0.4356(3) 0.032(2) Uani 1 1 d . . . C96 C 0.6172(15) 0.9967(15) 0.4493(5) 0.096(5) Uani 1 1 d . . . H96A H 0.5358 0.9864 0.4301 0.143 Uiso 1 1 calc R . . H96B H 0.6342 1.0770 0.4685 0.143 Uiso 1 1 calc R . . H96C H 0.6003 0.9242 0.4670 0.143 Uiso 1 1 calc R . . C97 C 0.7379(19) 1.0003(15) 0.4231(5) 0.077(4) Uani 1 1 d . . . C98 C 0.114(2) -0.340(2) 0.0245(10) 0.215(15) Uani 1 1 d . . . H98A H 0.0482 -0.4008 0.0036 0.322 Uiso 1 1 calc R . . H98B H 0.2015 -0.3633 0.0253 0.322 Uiso 1 1 calc R . . H98C H 0.1327 -0.2529 0.0154 0.322 Uiso 1 1 calc R . . C99 C 0.058(3) -0.342(2) 0.0666(10) 0.131(8) Uani 1 1 d . . . N98 N 0.8294(17) 1.0011(16) 0.4021(5) 0.111(5) Uani 1 1 d . . . N99 N 0.007(3) -0.339(3) 0.0995(9) 0.257(18) 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 0.0303(2) 0.0276(2) 0.0343(2) 0.00068(15) 0.00018(14) 0.00535(15) Re2 0.0314(2) 0.0269(2) 0.0278(2) 0.00357(15) 0.00141(14) 0.01025(15) O1 0.033(3) 0.046(5) 0.050(4) -0.009(3) 0.001(3) -0.004(3) O2 0.025(3) 0.035(4) 0.047(4) -0.002(3) -0.004(3) 0.009(3) O3 0.030(3) 0.049(5) 0.080(5) -0.021(4) -0.014(3) 0.003(3) O4 0.067(5) 0.046(5) 0.061(5) 0.001(4) 0.014(4) 0.027(4) O5 0.032(3) 0.042(4) 0.045(4) 0.004(3) -0.002(3) 0.013(3) O6 0.029(3) 0.036(4) 0.032(3) 0.007(3) -0.002(2) -0.005(3) O7 0.039(4) 0.066(5) 0.063(5) 0.025(4) -0.008(3) 0.015(4) O8 0.059(4) 0.040(5) 0.058(5) 0.027(4) 0.000(3) 0.000(4) N1 0.026(3) 0.021(4) 0.032(4) 0.007(3) 0.011(3) 0.007(3) N2 0.027(4) 0.033(5) 0.032(4) 0.003(3) 0.007(3) 0.005(3) P1 0.0265(11) 0.0319(14) 0.0315(13) 0.0025(10) -0.0002(9) 0.0070(10) P2 0.0274(11) 0.0232(12) 0.0278(12) 0.0014(9) -0.0008(9) 0.0061(9) Cl1 0.0543(14) 0.0411(15) 0.0608(17) -0.0007(12) 0.0112(12) 0.0222(12) Cl2 0.0841(19) 0.0489(18) 0.0478(16) 0.0164(13) 0.0102(13) 0.0233(15) Cl3 0.0536(13) 0.0268(13) 0.0466(14) 0.0104(10) 0.0105(11) 0.0101(11) Cl4 0.0718(16) 0.0344(14) 0.0428(14) -0.0028(11) 0.0157(12) 0.0178(13) C1 0.041(5) 0.042(6) 0.032(5) 0.010(4) -0.001(4) 0.011(5) C2 0.042(5) 0.045(7) 0.039(6) 0.007(5) 0.002(4) 0.012(5) C3 0.063(7) 0.057(8) 0.048(7) 0.012(6) 0.008(5) 0.026(6) C4 0.084(9) 0.036(7) 0.069(8) 0.007(6) 0.015(6) 0.023(6) C5 0.077(8) 0.034(7) 0.083(9) 0.005(6) -0.003(7) -0.001(6) C6 0.050(6) 0.031(6) 0.063(7) 0.004(5) 0.007(5) 0.010(5) C7 0.024(4) 0.037(6) 0.045(6) 0.015(4) 0.006(4) 0.002(4) C8 0.028(5) 0.107(11) 0.045(6) 0.022(6) 0.002(4) 0.009(6) C9 0.036(6) 0.092(11) 0.068(8) 0.020(7) -0.002(5) 0.016(6) C10 0.040(6) 0.068(9) 0.076(9) 0.010(7) 0.015(6) 0.014(6) C11 0.057(7) 0.091(10) 0.048(7) 0.000(6) 0.014(5) 0.015(7) C12 0.037(5) 0.054(7) 0.044(6) 0.002(5) 0.004(4) 0.009(5) C13 0.034(5) 0.036(6) 0.037(5) -0.002(4) 0.000(4) 0.008(4) C14 0.045(5) 0.044(7) 0.045(6) 0.008(5) -0.004(4) 0.013(5) C15 0.072(7) 0.063(9) 0.042(7) 0.009(6) -0.016(5) 0.021(7) C16 0.038(5) 0.095(10) 0.033(6) 0.002(6) -0.004(4) 0.020(6) C17 0.050(6) 0.060(8) 0.039(6) -0.017(5) 0.000(5) -0.006(5) C18 0.053(6) 0.069(8) 0.032(6) 0.008(5) -0.003(4) 0.025(6) C19 0.031(5) 0.046(6) 0.025(5) 0.009(4) -0.002(4) 0.010(4) C20 0.037(5) 0.029(6) 0.057(6) 0.006(5) -0.003(4) 0.007(4) C21 0.026(5) 0.084(9) 0.051(7) -0.001(6) -0.002(4) 0.009(5) C22 0.028(5) 0.093(10) 0.054(7) 0.019(7) 0.002(5) 0.022(6) C23 0.049(6) 0.075(9) 0.044(6) 0.019(6) 0.009(5) 0.036(6) C24 0.037(5) 0.044(6) 0.037(5) 0.017(5) 0.003(4) 0.016(5) C25 0.056(6) 0.049(7) 0.031(5) 0.011(4) 0.014(4) 0.035(5) C26 0.102(10) 0.051(8) 0.091(10) -0.005(7) 0.018(8) 0.039(8) C27 0.044(5) 0.035(6) 0.039(6) -0.001(4) 0.005(4) 0.012(4) C28 0.035(5) 0.029(5) 0.039(5) 0.005(4) 0.001(4) 0.012(4) C29 0.039(5) 0.037(6) 0.039(6) 0.001(4) 0.001(4) 0.013(5) C30 0.034(4) 0.012(4) 0.042(5) 0.000(4) 0.002(4) 0.009(4) C31 0.036(5) 0.031(6) 0.047(6) 0.000(4) 0.003(4) 0.014(4) C32 0.057(6) 0.024(6) 0.052(6) -0.003(5) 0.007(5) -0.002(5) C33 0.088(8) 0.032(6) 0.044(6) 0.006(5) 0.005(6) 0.018(6) C34 0.065(7) 0.034(7) 0.072(8) 0.014(5) -0.010(6) 0.023(6) C35 0.051(6) 0.042(7) 0.046(6) 0.001(5) 0.001(4) 0.017(5) C36 0.026(4) 0.030(5) 0.049(6) 0.011(4) 0.007(4) 0.013(4) C37 0.039(5) 0.035(6) 0.052(6) -0.002(5) 0.004(4) 0.001(4) C38 0.034(5) 0.050(7) 0.080(9) 0.004(6) 0.008(5) 0.012(5) C39 0.039(6) 0.069(9) 0.083(9) 0.024(7) 0.030(6) 0.011(6) C40 0.059(7) 0.078(10) 0.055(7) 0.009(6) 0.024(6) 0.020(7) C41 0.045(6) 0.065(8) 0.043(6) 0.007(5) 0.011(5) 0.017(5) C42 0.030(4) 0.044(6) 0.027(5) 0.006(4) 0.003(3) 0.011(4) C43 0.076(7) 0.053(8) 0.038(6) 0.000(5) -0.017(5) 0.012(6) C44 0.088(9) 0.058(9) 0.050(7) 0.000(6) -0.021(6) -0.014(7) C45 0.048(6) 0.085(10) 0.040(6) 0.007(6) -0.011(5) -0.001(6) C46 0.054(6) 0.060(8) 0.039(6) 0.020(5) 0.004(5) 0.023(6) C47 0.038(5) 0.042(6) 0.036(5) 0.008(4) 0.001(4) 0.003(4) C48 0.033(5) 0.026(5) 0.033(5) -0.002(4) 0.003(4) 0.009(4) C49 0.030(5) 0.064(8) 0.043(6) 0.006(5) 0.007(4) 0.011(5) C50 0.028(5) 0.071(8) 0.055(7) -0.001(6) 0.001(4) 0.023(5) C51 0.027(5) 0.059(8) 0.060(7) -0.004(6) 0.008(5) -0.003(5) C52 0.033(5) 0.044(6) 0.050(6) -0.003(5) 0.009(4) -0.002(4) C53 0.031(4) 0.035(6) 0.035(5) -0.002(4) 0.006(4) -0.003(4) C54 0.052(5) 0.028(5) 0.028(5) 0.005(4) 0.008(4) 0.015(4) C55 0.081(8) 0.050(8) 0.081(9) 0.033(7) -0.006(7) 0.001(7) C56 0.038(5) 0.032(5) 0.029(5) 0.009(4) 0.003(4) 0.011(4) C57 0.034(5) 0.029(5) 0.031(5) 0.005(4) 0.001(4) 0.005(4) C58 0.032(5) 0.031(5) 0.033(5) 0.003(4) -0.004(4) 0.012(4) C96 0.092(10) 0.075(11) 0.093(11) -0.011(8) -0.014(9) -0.012(8) C97 0.108(13) 0.058(9) 0.056(9) 0.000(7) -0.022(8) 0.010(9) C98 0.141(19) 0.114(19) 0.30(4) -0.12(2) 0.07(2) -0.064(15) C99 0.141(19) 0.111(18) 0.14(2) 0.037(17) -0.029(17) 0.032(15) N98 0.138(13) 0.116(13) 0.073(10) 0.007(9) -0.008(9) 0.025(11) N99 0.31(3) 0.34(4) 0.15(2) 0.14(3) -0.01(2) 0.10(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 O1 1.660(6) . ? Re1 O2 2.029(6) . ? Re1 N1 2.180(7) . ? Re1 Cl1 2.335(2) . ? Re1 Cl2 2.373(2) . ? Re1 P1 2.485(2) . ? Re2 O5 1.671(5) . ? Re2 O6 2.043(5) . ? Re2 N2 2.178(7) . ? Re2 Cl3 2.325(2) . ? Re2 Cl4 2.383(2) . ? Re2 P2 2.479(2) . ? O2 C29 1.311(11) . ? O3 C29 1.213(11) . ? O4 C25 1.351(11) . ? O4 C26 1.432(14) . ? O6 C58 1.320(10) . ? O7 C58 1.200(9) . ? O8 C54 1.315(10) . ? O8 C55 1.438(13) . ? N1 C28 1.334(11) . ? N1 C19 1.379(10) . ? N2 C57 1.343(10) . ? N2 C48 1.379(10) . ? P1 C1 1.787(11) . ? P1 C13 1.825(9) . ? P1 C7 1.842(8) . ? P2 C42 1.811(8) . ? P2 C30 1.832(8) . ? P2 C36 1.839(8) . ? C1 C6 1.394(13) . ? C1 C2 1.401(12) . ? C2 C3 1.384(15) . ? C3 C4 1.381(16) . ? C4 C5 1.369(16) . ? C5 C6 1.390(16) . ? C7 C8 1.360(12) . ? C7 C12 1.377(13) . ? C8 C9 1.381(13) . ? C9 C10 1.375(15) . ? C10 C11 1.368(16) . ? C11 C12 1.382(14) . ? C13 C18 1.358(14) . ? C13 C14 1.406(13) . ? C14 C15 1.375(14) . ? C15 C16 1.376(16) . ? C16 C17 1.379(15) . ? C17 C18 1.400(13) . ? C19 C24 1.389(13) . ? C19 C20 1.425(13) . ? C20 C21 1.381(13) . ? C21 C22 1.321(16) . ? C22 C23 1.396(16) . ? C23 C24 1.431(12) . ? C24 C25 1.449(14) . ? C25 C27 1.357(12) . ? C27 C28 1.362(13) . ? C28 C29 1.508(12) . ? C30 C31 1.369(11) . ? C30 C35 1.388(12) . ? C31 C32 1.377(13) . ? C32 C33 1.380(14) . ? C33 C34 1.363(14) . ? C34 C35 1.374(14) . ? C36 C37 1.361(13) . ? C36 C41 1.398(14) . ? C37 C38 1.404(13) . ? C38 C39 1.385(17) . ? C39 C40 1.363(16) . ? C40 C41 1.379(14) . ? C42 C43 1.379(14) . ? C42 C47 1.410(13) . ? C43 C44 1.368(14) . ? C44 C45 1.369(17) . ? C45 C46 1.396(16) . ? C46 C47 1.377(13) . ? C48 C53 1.404(12) . ? C48 C49 1.438(12) . ? C49 C50 1.348(13) . ? C50 C51 1.382(15) . ? C51 C52 1.361(14) . ? C52 C53 1.414(12) . ? C53 C54 1.441(13) . ? C54 C56 1.342(12) . ? C56 C57 1.387(11) . ? C57 C58 1.484(11) . ? C96 C97 1.43(2) . ? C97 N98 1.103(19) . ? C98 C99 1.39(3) . ? C99 N99 1.12(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 O1 Re1 O2 163.1(3) . . ? O1 Re1 N1 94.0(3) . . ? O2 Re1 N1 74.2(2) . . ? O1 Re1 Cl1 103.6(2) . . ? O2 Re1 Cl1 89.05(18) . . ? N1 Re1 Cl1 162.33(19) . . ? O1 Re1 Cl2 102.6(2) . . ? O2 Re1 Cl2 88.65(18) . . ? N1 Re1 Cl2 85.23(18) . . ? Cl1 Re1 Cl2 88.82(10) . . ? O1 Re1 P1 88.2(2) . . ? O2 Re1 P1 80.84(18) . . ? N1 Re1 P1 94.10(17) . . ? Cl1 Re1 P1 88.65(8) . . ? Cl2 Re1 P1 169.23(9) . . ? O5 Re2 O6 164.0(3) . . ? O5 Re2 N2 95.3(3) . . ? O6 Re2 N2 74.8(2) . . ? O5 Re2 Cl3 102.3(2) . . ? O6 Re2 Cl3 88.62(16) . . ? N2 Re2 Cl3 162.29(19) . . ? O5 Re2 Cl4 103.1(2) . . ? O6 Re2 Cl4 88.63(19) . . ? N2 Re2 Cl4 85.0(2) . . ? Cl3 Re2 Cl4 88.60(9) . . ? O5 Re2 P2 88.2(2) . . ? O6 Re2 P2 80.37(19) . . ? N2 Re2 P2 94.4(2) . . ? Cl3 Re2 P2 88.67(8) . . ? Cl4 Re2 P2 168.73(8) . . ? C29 O2 Re1 122.3(5) . . ? C25 O4 C26 118.2(8) . . ? C58 O6 Re2 121.7(5) . . ? C54 O8 C55 118.6(8) . . ? C28 N1 C19 115.7(8) . . ? C28 N1 Re1 116.4(5) . . ? C19 N1 Re1 127.5(6) . . ? C57 N2 C48 116.9(7) . . ? C57 N2 Re2 115.1(5) . . ? C48 N2 Re2 128.0(5) . . ? C1 P1 C13 105.3(4) . . ? C1 P1 C7 106.3(4) . . ? C13 P1 C7 104.8(4) . . ? C1 P1 Re1 111.1(3) . . ? C13 P1 Re1 112.5(3) . . ? C7 P1 Re1 116.1(3) . . ? C42 P2 C30 105.3(4) . . ? C42 P2 C36 105.0(4) . . ? C30 P2 C36 105.8(4) . . ? C42 P2 Re2 110.9(3) . . ? C30 P2 Re2 111.2(3) . . ? C36 P2 Re2 117.8(3) . . ? C6 C1 C2 116.3(9) . . ? C6 C1 P1 124.1(7) . . ? C2 C1 P1 119.6(7) . . ? C3 C2 C1 122.3(10) . . ? C4 C3 C2 120.0(10) . . ? C5 C4 C3 119.1(11) . . ? C4 C5 C6 121.0(11) . . ? C5 C6 C1 121.4(10) . . ? C8 C7 C12 119.8(8) . . ? C8 C7 P1 120.3(7) . . ? C12 C7 P1 119.9(7) . . ? C7 C8 C9 120.5(10) . . ? C10 C9 C8 120.0(10) . . ? C11 C10 C9 119.4(10) . . ? C10 C11 C12 120.5(11) . . ? C7 C12 C11 119.7(9) . . ? C18 C13 C14 119.2(9) . . ? C18 C13 P1 119.9(7) . . ? C14 C13 P1 120.7(8) . . ? C15 C14 C13 120.1(11) . . ? C14 C15 C16 120.0(10) . . ? C15 C16 C17 120.7(10) . . ? C16 C17 C18 118.9(11) . . ? C13 C18 C17 121.1(10) . . ? N1 C19 C24 121.3(8) . . ? N1 C19 C20 118.8(9) . . ? C24 C19 C20 119.9(8) . . ? C21 C20 C19 116.0(10) . . ? C22 C21 C20 125.2(11) . . ? C21 C22 C23 121.0(9) . . ? C22 C23 C24 116.7(10) . . ? C19 C24 C23 121.0(10) . . ? C19 C24 C25 119.0(8) . . ? C23 C24 C25 119.9(10) . . ? O4 C25 C27 125.9(10) . . ? O4 C25 C24 116.3(8) . . ? C27 C25 C24 117.8(9) . . ? C25 C27 C28 118.3(9) . . ? N1 C28 C27 127.0(8) . . ? N1 C28 C29 112.0(8) . . ? C27 C28 C29 121.0(9) . . ? O3 C29 O2 123.6(8) . . ? O3 C29 C28 122.8(9) . . ? O2 C29 C28 113.6(8) . . ? C31 C30 C35 120.1(8) . . ? C31 C30 P2 117.8(6) . . ? C35 C30 P2 121.9(7) . . ? C30 C31 C32 119.7(8) . . ? C31 C32 C33 120.3(9) . . ? C34 C33 C32 119.8(10) . . ? C33 C34 C35 120.6(10) . . ? C34 C35 C30 119.5(9) . . ? C37 C36 C41 119.7(8) . . ? C37 C36 P2 122.0(7) . . ? C41 C36 P2 118.3(7) . . ? C36 C37 C38 121.8(10) . . ? C39 C38 C37 117.7(10) . . ? C40 C39 C38 120.4(10) . . ? C39 C40 C41 122.0(11) . . ? C40 C41 C36 118.4(10) . . ? C43 C42 C47 119.4(8) . . ? C43 C42 P2 122.9(7) . . ? C47 C42 P2 117.7(8) . . ? C44 C43 C42 120.0(11) . . ? C43 C44 C45 121.3(12) . . ? C44 C45 C46 119.9(10) . . ? C47 C46 C45 119.4(10) . . ? C46 C47 C42 120.0(10) . . ? N2 C48 C53 121.2(7) . . ? N2 C48 C49 120.7(8) . . ? C53 C48 C49 118.0(8) . . ? C50 C49 C48 119.0(10) . . ? C49 C50 C51 122.6(9) . . ? C52 C51 C50 120.5(9) . . ? C51 C52 C53 119.3(10) . . ? C48 C53 C52 120.5(9) . . ? C48 C53 C54 118.3(8) . . ? C52 C53 C54 121.2(9) . . ? O8 C54 C56 126.6(8) . . ? O8 C54 C53 114.0(8) . . ? C56 C54 C53 119.2(8) . . ? C54 C56 C57 118.8(8) . . ? N2 C57 C56 124.9(8) . . ? N2 C57 C58 114.4(7) . . ? C56 C57 C58 120.7(7) . . ? O7 C58 O6 123.7(8) . . ? O7 C58 C57 123.0(8) . . ? O6 C58 C57 113.3(7) . . ? N98 C97 C96 178.4(19) . . ? N99 C99 C98 175(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 C8 H8 O2 0.93 2.29 3.084(12) 143.4 . C18 H18 O1 0.93 2.56 2.993(12) 108.8 . C20 H20 O1 0.93 2.21 2.835(12) 123.8 . C22 H22 O2 0.93 2.43 3.275(11) 151.7 1_655 C37 H37 O6 0.93 2.30 3.101(12) 143.5 . C49 H49 O5 0.93 2.24 2.914(11) 128.5 . C98 H98C O3 0.96 2.42 3.018(19) 120.5 . _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 2.640 _refine_diff_density_min -2.302 _refine_diff_density_rms 0.231