# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Kuang-Lieh Lu' _publ_contact_author_email LU@CHEM.SINICA.EDU.TW _publ_section_title ; Neutral Metallacyclic Rotors ; loop_ _publ_author_name 'Kuang-Lieh Lu' 'Gene-Hsiang Lee' 'Shie-Ming Peng' 'Malaichamy Sathiyendiran' 'Murugesan Velayudham' ; J.-Y.Wu ; # Attachment 'ic12730-revised.cif' data_ic12730 _database_code_depnum_ccdc_archive 'CCDC 717894' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C46 H26 N4 O10 Re2' _chemical_formula_sum 'C46 H26 N4 O10 Re2' _chemical_formula_weight 1167.11 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 Orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 12.7711(2) _cell_length_b 19.6190(3) _cell_length_c 17.1168(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4288.72(12) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 24260 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.5 _exptl_crystal_description rod _exptl_crystal_colour red-brown _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.808 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2240 _exptl_absorpt_coefficient_mu 5.703 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.246 _exptl_absorpt_correction_T_max 0.441 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'NONIUS KappaCCD' _diffrn_measurement_method 'w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24620 _diffrn_reflns_av_R_equivalents 0.0732 _diffrn_reflns_av_sigmaI/netI 0.0413 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 27.91 _reflns_number_total 5246 _reflns_number_gt 3793 _reflns_threshold_expression >2\s(I) _computing_data_collection 'NONIUS COLLECT' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 2008)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. We have tried solving the structure of 1 in the lower symmetric space groups of Pn21a and P21/m, however, the former structural model remains disordered (nearly the same as that in the space group Pn21a), the latter model has double asymmetric units than the former two models and contains several unrealistic bond distances and bond angles. Furthermore, even the twin refinement was tried, the problems still appear. Thus, we believe that these low symmetric space groups are not appropriately used in this structure and the space group Pnma be the best solution. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+40.6090P] 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 SHELXL _refine_ls_extinction_coef 0.00088(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5246 _refine_ls_number_parameters 371 _refine_ls_number_restraints 166 _refine_ls_R_factor_all 0.0896 _refine_ls_R_factor_gt 0.0669 _refine_ls_wR_factor_ref 0.1431 _refine_ls_wR_factor_gt 0.1338 _refine_ls_goodness_of_fit_ref 1.159 _refine_ls_restrained_S_all 1.142 _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 0.67970(4) 0.03090(2) 0.60581(3) 0.0745(2) Uani 1 1 d . . . O1 O 0.4673(7) 0.0048(5) 0.6816(7) 0.117(3) Uani 1 1 d . . . O2 O 0.7685(9) -0.0828(5) 0.7076(8) 0.142(5) Uani 1 1 d . . . O3 O 0.6306(8) -0.0780(5) 0.4831(7) 0.120(4) Uani 1 1 d . . . O4 O 0.6291(6) 0.1119(3) 0.5353(5) 0.078(2) Uani 1 1 d . . . O5 O 0.7239(6) 0.1119(3) 0.6800(5) 0.081(2) Uani 1 1 d . . . C1 C 0.5469(10) 0.0166(6) 0.6532(8) 0.083(3) Uani 1 1 d . . . C2 C 0.7361(11) -0.0384(7) 0.6704(10) 0.098(4) Uani 1 1 d . . . C3 C 0.6478(10) -0.0378(6) 0.5290(9) 0.088(4) Uani 1 1 d . . . C4 C 0.4869(14) 0.2150(7) 0.3617(9) 0.129(6) Uani 1 1 d . . . H4 H 0.4524 0.1918 0.3219 0.155 Uiso 1 1 calc R . . C5 C 0.5353(11) 0.1796(7) 0.4175(8) 0.097(4) Uani 1 1 d . . . H5 H 0.5364 0.1322 0.4155 0.116 Uiso 1 1 calc R . . C6 C 0.5850(8) 0.2141(5) 0.4796(7) 0.073(3) Uani 1 1 d . . . C7 C 0.6337(8) 0.1769(5) 0.5433(7) 0.072(3) Uani 1 1 d . . . C8 C 0.6816(7) 0.2126(5) 0.6059(6) 0.063(2) Uani 1 1 d . . . C9 C 0.7263(7) 0.1773(5) 0.6692(7) 0.072(3) Uani 1 1 d . . . C10 C 0.7816(8) 0.2141(5) 0.7313(7) 0.077(3) Uani 1 1 d . . . C11 C 0.8365(10) 0.1799(6) 0.7889(8) 0.095(4) Uani 1 1 d . . . H11 H 0.8363 0.1325 0.7894 0.114 Uiso 1 1 calc R . . C12 C 0.8905(11) 0.2141(7) 0.8449(10) 0.116(5) Uani 1 1 d . . . H12 H 0.9274 0.1903 0.8829 0.139 Uiso 1 1 calc R . . N1 N 0.8403(15) 0.0574(12) 0.5704(11) 0.067(5) Uani 0.489(8) 1 d PGU . 1 C13 C 0.9228(11) 0.0650(10) 0.6191(8) 0.062(4) Uani 0.489(8) 1 d PGU . 1 H13 H 0.9216 0.0599 0.6731 0.074 Uiso 0.489(8) 1 calc PR . 1 N2 N 1.0074(13) 0.0814(9) 0.5754(11) 0.071(4) Uani 0.489(8) 1 d PGU . 1 C14 C 0.8759(12) 0.0709(10) 0.4964(8) 0.070(5) Uani 0.489(8) 1 d PGU . 1 C19 C 0.9818(12) 0.0872(10) 0.4990(9) 0.072(7) Uani 0.489(8) 1 d PGU . 1 C15 C 1.0342(10) 0.1049(10) 0.4308(12) 0.086(6) Uani 0.489(8) 1 d PGU . 1 H15 H 1.1051 0.1158 0.4325 0.103 Uiso 0.489(8) 1 calc PR . 1 C16 C 0.9809(16) 0.1063(12) 0.3601(9) 0.105(10) Uani 0.489(8) 1 d PGU . 1 H16 H 1.0160 0.1182 0.3144 0.126 Uiso 0.489(8) 1 calc PR . 1 C17 C 0.8750(16) 0.0900(13) 0.3575(8) 0.099(7) Uani 0.489(8) 1 d PGU . 1 H17 H 0.8393 0.0910 0.3102 0.119 Uiso 0.489(8) 1 calc PR . 1 C18 C 0.8225(11) 0.0723(11) 0.4257(10) 0.087(7) Uani 0.489(8) 1 d PGU . 1 H18 H 0.7517 0.0614 0.4240 0.104 Uiso 0.489(8) 1 calc PR . 1 C20 C 1.107(2) 0.1022(19) 0.6095(18) 0.084(9) Uani 0.489(8) 1 d P . 1 H20A H 1.1639 0.0851 0.5776 0.101 Uiso 0.489(8) 1 calc PR . 1 H20B H 1.1136 0.0825 0.6613 0.101 Uiso 0.489(8) 1 calc PR . 1 C21 C 1.1140(15) 0.1795(10) 0.6150(14) 0.067(6) Uani 0.489(8) 1 d P . 1 C22 C 1.1784(16) 0.2146(10) 0.5629(14) 0.077(6) Uani 0.489(8) 1 d P . 1 H22 H 1.2210 0.1907 0.5284 0.093 Uiso 0.489(8) 1 calc PR . 1 C23 C 1.0521(17) 0.2146(12) 0.6637(15) 0.086(7) Uani 0.489(8) 1 d P . 1 H23 H 1.0085 0.1912 0.6980 0.104 Uiso 0.489(8) 1 calc PR . 1 N1A N 0.8207(14) 0.0546(14) 0.5333(11) 0.072(5) Uani 0.511(8) 1 d PGU . 2 C13A C 0.8215(11) 0.0620(14) 0.4547(8) 0.070(5) Uani 0.511(8) 1 d PGU . 2 H13A H 0.7651 0.0547 0.4214 0.084 Uiso 0.511(8) 1 calc PR . 2 N2A N 0.9187(13) 0.0819(8) 0.4331(9) 0.067(4) Uani 0.511(8) 1 d PGU . 2 C14A C 0.9222(9) 0.0684(10) 0.5605(8) 0.077(5) Uani 0.511(8) 1 d PGU . 2 C19A C 0.9814(11) 0.0877(10) 0.4961(6) 0.068(7) Uani 0.511(8) 1 d PGU . 2 C15A C 1.0844(11) 0.1090(9) 0.5060(8) 0.076(5) Uani 0.511(8) 1 d PGU . 2 H15A H 1.1240 0.1220 0.4629 0.091 Uiso 0.511(8) 1 calc PR . 2 C16A C 1.1281(9) 0.1109(11) 0.5804(10) 0.100(9) Uani 0.511(8) 1 d PGU . 2 H16A H 1.1970 0.1252 0.5870 0.120 Uiso 0.511(8) 1 calc PR . 2 C17A C 1.0688(13) 0.0916(12) 0.6448(7) 0.094(7) Uani 0.511(8) 1 d PGU . 2 H17A H 1.0981 0.0929 0.6945 0.113 Uiso 0.511(8) 1 calc PR . 2 C18A C 0.9659(12) 0.0703(11) 0.6348(7) 0.092(7) Uani 0.511(8) 1 d PGU . 2 H18A H 0.9262 0.0574 0.6779 0.111 Uiso 0.511(8) 1 calc PR . 2 C20A C 0.944(2) 0.1013(18) 0.3554(16) 0.084(8) Uani 0.511(8) 1 d P . 2 H20C H 0.8924 0.0818 0.3202 0.100 Uiso 0.511(8) 1 calc PR . 2 H20D H 1.0116 0.0827 0.3418 0.100 Uiso 0.511(8) 1 calc PR . 2 C21A C 0.9462(18) 0.1796(12) 0.3435(12) 0.075(6) Uani 0.511(8) 1 d P . 2 C22A C 1.0377(18) 0.2149(10) 0.3329(13) 0.080(6) Uani 0.511(8) 1 d P . 2 H22A H 1.1001 0.1913 0.3257 0.096 Uiso 0.511(8) 1 calc PR . 2 C23A C 0.8528(17) 0.2150(11) 0.3521(15) 0.086(7) Uani 0.511(8) 1 d P . 2 H23A H 0.7902 0.1913 0.3579 0.104 Uiso 0.511(8) 1 calc PR . 2 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 0.0674(3) 0.0611(3) 0.0951(4) 0.0031(2) 0.0171(2) -0.0056(2) O1 0.085(6) 0.130(7) 0.138(9) 0.013(7) 0.047(6) -0.008(6) O2 0.125(8) 0.101(7) 0.200(13) 0.050(8) 0.017(8) 0.015(6) O3 0.130(8) 0.088(6) 0.142(9) -0.042(6) 0.027(7) -0.018(6) O4 0.081(5) 0.061(4) 0.091(6) 0.006(4) -0.002(4) -0.008(4) O5 0.085(5) 0.066(4) 0.091(5) 0.011(4) -0.008(4) -0.005(4) C1 0.087(8) 0.074(7) 0.088(9) 0.000(6) 0.008(7) 0.005(6) C2 0.089(9) 0.078(8) 0.126(12) -0.003(8) 0.019(9) 0.001(7) C3 0.081(8) 0.068(7) 0.114(11) 0.000(7) 0.030(7) -0.004(6) C4 0.173(15) 0.111(10) 0.103(11) -0.006(9) -0.063(11) -0.006(10) C5 0.118(10) 0.089(8) 0.084(9) -0.013(7) -0.010(8) -0.013(8) C6 0.064(6) 0.071(6) 0.083(7) -0.001(6) 0.008(6) -0.005(5) C7 0.053(5) 0.069(6) 0.096(9) 0.006(6) 0.017(5) -0.003(5) C8 0.049(4) 0.067(5) 0.074(6) 0.004(5) 0.007(5) 0.002(4) C9 0.053(5) 0.064(6) 0.099(9) 0.003(6) -0.001(6) -0.002(4) C10 0.064(6) 0.073(6) 0.095(8) -0.001(6) -0.009(6) 0.000(5) C11 0.082(8) 0.087(8) 0.116(11) 0.005(7) -0.030(8) 0.007(7) C12 0.106(10) 0.106(10) 0.134(13) 0.008(9) -0.041(10) 0.006(8) N1 0.073(9) 0.062(10) 0.066(9) 0.008(11) 0.009(7) -0.008(9) C13 0.056(10) 0.050(9) 0.079(9) -0.014(10) 0.015(7) -0.001(8) N2 0.072(8) 0.063(9) 0.077(9) -0.005(9) 0.021(7) -0.004(8) C14 0.071(9) 0.070(12) 0.068(8) 0.004(10) 0.025(7) -0.003(10) C19 0.074(11) 0.065(17) 0.077(10) 0.000(17) 0.015(9) -0.007(16) C15 0.078(11) 0.083(13) 0.097(11) 0.015(13) 0.031(9) -0.008(11) C16 0.117(17) 0.12(2) 0.077(11) 0.007(18) 0.043(12) -0.006(18) C17 0.120(16) 0.111(18) 0.066(10) 0.002(14) 0.010(11) -0.009(17) C18 0.091(13) 0.101(18) 0.069(10) -0.012(14) 0.012(9) -0.023(14) C20 0.075(16) 0.090(19) 0.09(2) 0.007(17) 0.013(15) -0.011(15) C21 0.045(9) 0.069(12) 0.087(16) 0.006(12) 0.003(10) -0.002(9) C22 0.059(11) 0.073(12) 0.100(17) 0.000(12) 0.021(13) 0.002(10) C23 0.060(12) 0.106(17) 0.094(17) 0.000(14) 0.027(12) -0.002(11) N1A 0.063(8) 0.088(12) 0.067(9) -0.007(12) -0.003(7) -0.013(9) C13A 0.062(9) 0.084(14) 0.065(9) 0.000(11) -0.001(8) 0.000(11) N2A 0.077(9) 0.067(9) 0.059(7) 0.007(8) -0.008(6) -0.014(8) C14A 0.070(9) 0.111(15) 0.051(7) -0.020(11) 0.002(6) -0.019(11) C19A 0.067(11) 0.083(19) 0.053(9) 0.001(15) -0.004(8) -0.009(15) C15A 0.063(9) 0.092(13) 0.072(10) -0.012(11) 0.005(8) -0.008(10) C16A 0.074(13) 0.13(2) 0.092(14) -0.021(17) -0.018(10) -0.010(14) C17A 0.082(13) 0.13(2) 0.067(11) -0.014(14) -0.025(10) 0.018(14) C18A 0.075(12) 0.16(2) 0.046(8) -0.023(12) -0.007(8) 0.016(14) C20A 0.088(19) 0.085(19) 0.078(18) -0.002(16) 0.022(14) -0.012(14) C21A 0.080(14) 0.089(15) 0.058(12) 0.004(11) 0.014(11) -0.005(12) C22A 0.078(13) 0.084(13) 0.078(15) -0.007(11) 0.014(12) -0.009(11) C23A 0.070(13) 0.090(14) 0.098(18) 0.010(13) 0.015(12) -0.004(11) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 C2 1.895(16) . ? Re1 C1 1.901(13) . ? Re1 C3 1.926(14) . ? Re1 O4 2.097(7) . ? Re1 O5 2.111(8) . ? Re1 N1 2.201(18) . ? Re1 N1A 2.236(18) . ? O1 C1 1.150(13) . ? O2 C2 1.155(15) . ? O3 C3 1.135(15) . ? O4 C7 1.284(12) . ? O5 C9 1.296(11) . ? C4 C5 1.333(17) . ? C4 C4 1.37(3) 8_565 ? C4 H4 0.9300 . ? C5 C6 1.411(15) . ? C5 H5 0.9300 . ? C6 C6 1.41(2) 8_565 ? C6 C7 1.453(15) . ? C7 C8 1.418(14) . ? C8 C9 1.407(14) . ? C8 C8 1.469(18) 8_565 ? C9 C10 1.466(15) . ? C10 C11 1.382(15) . ? C10 C10 1.41(2) 8_565 ? C11 C12 1.357(17) . ? C11 H11 0.9300 . ? C12 C12 1.41(3) 8_565 ? C12 H12 0.9300 . ? N1 C13 1.352(16) . ? N1 C14 1.37(2) . ? C13 N2 1.352(16) . ? C13 H13 0.9300 . ? N2 C19 1.35(2) . ? N2 C20 1.46(3) . ? C14 C19 1.3900 . ? C14 C18 1.3900 . ? C19 C15 1.3900 . ? C15 C16 1.3900 . ? C15 H15 0.9300 . ? C16 C17 1.3900 . ? C16 H16 0.9300 . ? C17 C18 1.3900 . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C20 C21 1.52(4) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C23 1.34(3) . ? C21 C22 1.40(3) . ? C22 C22 1.39(4) 8_565 ? C22 H22 0.9300 . ? C23 C23 1.39(5) 8_565 ? C23 H23 0.9300 . ? N1A C13A 1.353(15) . ? N1A C14A 1.40(2) . ? C13A N2A 1.353(15) . ? C13A H13A 0.9300 . ? N2A C19A 1.348(18) . ? N2A C20A 1.42(3) . ? C14A C19A 1.3900 . ? C14A C18A 1.3900 . ? C19A C15A 1.3900 . ? C15A C16A 1.3900 . ? C15A H15A 0.9300 . ? C16A C17A 1.3900 . ? C16A H16A 0.9300 . ? C17A C18A 1.3900 . ? C17A H17A 0.9300 . ? C18A H18A 0.9300 . ? C20A C21A 1.55(4) . ? C20A H20C 0.9700 . ? C20A H20D 0.9700 . ? C21A C22A 1.37(3) . ? C21A C23A 1.39(3) . ? C22A C22A 1.38(4) 8_565 ? C22A H22A 0.9300 . ? C23A C23A 1.37(4) 8_565 ? C23A H23A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Re1 C1 89.1(5) . . ? C2 Re1 C3 88.7(6) . . ? C1 Re1 C3 89.9(5) . . ? C2 Re1 O4 175.2(4) . . ? C1 Re1 O4 94.7(4) . . ? C3 Re1 O4 94.2(4) . . ? C2 Re1 O5 95.0(5) . . ? C1 Re1 O5 95.4(4) . . ? C3 Re1 O5 173.6(4) . . ? O4 Re1 O5 81.8(3) . . ? C2 Re1 N1 88.6(7) . . ? C1 Re1 N1 169.7(7) . . ? C3 Re1 N1 100.0(7) . . ? O4 Re1 N1 87.1(6) . . ? O5 Re1 N1 74.9(6) . . ? C2 Re1 N1A 99.6(8) . . ? C1 Re1 N1A 170.4(7) . . ? C3 Re1 N1A 86.4(7) . . ? O4 Re1 N1A 76.8(7) . . ? O5 Re1 N1A 87.8(6) . . ? N1 Re1 N1A 17.7(5) . . ? C7 O4 Re1 132.6(8) . . ? C9 O5 Re1 131.8(8) . . ? O1 C1 Re1 176.8(11) . . ? O2 C2 Re1 176.9(14) . . ? O3 C3 Re1 178.8(11) . . ? C5 C4 C4 121.4(8) . 8_565 ? C5 C4 H4 119.3 . . ? C4 C4 H4 119.3 8_565 . ? C4 C5 C6 119.9(13) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? C6 C6 C5 118.7(7) 8_565 . ? C6 C6 C7 120.2(6) 8_565 . ? C5 C6 C7 121.1(10) . . ? O4 C7 C8 126.2(11) . . ? O4 C7 C6 113.5(11) . . ? C8 C7 C6 120.3(9) . . ? C9 C8 C7 121.0(9) . . ? C9 C8 C8 119.4(6) . 8_565 ? C7 C8 C8 119.6(6) . 8_565 ? O5 C9 C8 125.9(10) . . ? O5 C9 C10 113.3(10) . . ? C8 C9 C10 120.8(9) . . ? C11 C10 C10 119.0(7) . 8_565 ? C11 C10 C9 121.5(10) . . ? C10 C10 C9 119.5(6) 8_565 . ? C12 C11 C10 121.4(12) . . ? C12 C11 H11 119.3 . . ? C10 C11 H11 119.3 . . ? C11 C12 C12 119.6(8) . 8_565 ? C11 C12 H12 120.2 . . ? C12 C12 H12 120.2 8_565 . ? C13 N1 C14 106.8(12) . . ? C13 N1 Re1 125.6(11) . . ? C14 N1 Re1 127.6(14) . . ? N1 C13 N2 108.0 . . ? N1 C13 H13 126.0 . . ? N2 C13 H13 126.0 . . ? C13 N2 C19 111.1(12) . . ? C13 N2 C20 122.9(17) . . ? C19 N2 C20 125.1(18) . . ? N1 C14 C19 109.8(14) . . ? N1 C14 C18 130.2(14) . . ? C19 C14 C18 120.0 . . ? N2 C19 C14 104.3(13) . . ? N2 C19 C15 135.7(13) . . ? C14 C19 C15 120.0 . . ? C19 C15 C16 120.0 . . ? C19 C15 H15 120.0 . . ? C16 C15 H15 120.0 . . ? C17 C16 C15 120.0 . . ? C17 C16 H16 120.0 . . ? C15 C16 H16 120.0 . . ? C16 C17 C18 120.0 . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C17 C18 C14 120.0 . . ? C17 C18 H18 120.0 . . ? C14 C18 H18 120.0 . . ? N2 C20 C21 111(3) . . ? N2 C20 H20A 109.5 . . ? C21 C20 H20A 109.5 . . ? N2 C20 H20B 109.5 . . ? C21 C20 H20B 109.5 . . ? H20A C20 H20B 108.1 . . ? C23 C21 C22 119(2) . . ? C23 C21 C20 121(2) . . ? C22 C21 C20 119(2) . . ? C22 C22 C21 119.6(12) 8_565 . ? C22 C22 H22 120.2 8_565 . ? C21 C22 H22 120.2 . . ? C21 C23 C23 120.9(13) . 8_565 ? C21 C23 H23 119.5 . . ? C23 C23 H23 119.5 8_565 . ? C13A N1A C14A 107.6(11) . . ? C13A N1A Re1 125.4(10) . . ? C14A N1A Re1 126.9(12) . . ? N2A C13A N1A 108.0 . . ? N2A C13A H13A 126.0 . . ? N1A C13A H13A 126.0 . . ? C19A N2A C13A 110.6(11) . . ? C19A N2A C20A 126.3(18) . . ? C13A N2A C20A 122.7(17) . . ? C19A C14A C18A 120.0 . . ? C19A C14A N1A 107.0(12) . . ? C18A C14A N1A 132.8(12) . . ? N2A C19A C14A 106.7(12) . . ? N2A C19A C15A 133.3(12) . . ? C14A C19A C15A 120.0 . . ? C16A C15A C19A 120.0 . . ? C16A C15A H15A 120.0 . . ? C19A C15A H15A 120.0 . . ? C17A C16A C15A 120.0 . . ? C17A C16A H16A 120.0 . . ? C15A C16A H16A 120.0 . . ? C16A C17A C18A 120.0 . . ? C16A C17A H17A 120.0 . . ? C18A C17A H17A 120.0 . . ? C17A C18A C14A 120.0 . . ? C17A C18A H18A 120.0 . . ? C14A C18A H18A 120.0 . . ? N2A C20A C21A 113(2) . . ? N2A C20A H20C 108.9 . . ? C21A C20A H20C 108.9 . . ? N2A C20A H20D 108.9 . . ? C21A C20A H20D 108.9 . . ? H20C C20A H20D 107.7 . . ? C22A C21A C23A 120(2) . . ? C22A C21A C20A 122(2) . . ? C23A C21A C20A 118(2) . . ? C21A C22A C22A 120.3(14) . 8_565 ? C21A C22A H22A 119.8 . . ? C22A C22A H22A 119.8 8_565 . ? C23A C23A C21A 120.0(13) 8_565 . ? C23A C23A H23A 120.0 8_565 . ? C21A C23A H23A 120.0 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.91 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.297 _refine_diff_density_min -2.474 _refine_diff_density_rms 0.123 # Attachment 'SI_cpd_1a-s_rev.cif' data_ic10391 _database_code_depnum_ccdc_archive 'CCDC 717895' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '[Re2(CO)6(C18H8O4)(C22H18N4)] 1/2(C7H8)' _chemical_formula_sum 'C49.50 H30 N4 O10 Re2' _chemical_formula_weight 1213.17 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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.9194(3) _cell_length_b 21.3024(8) _cell_length_c 21.7617(8) _cell_angle_alpha 90.00 _cell_angle_beta 96.463(1) _cell_angle_gamma 90.00 _cell_volume 4569.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6710 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 27.46 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.764 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2340 _exptl_absorpt_coefficient_mu 5.357 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2964 _exptl_absorpt_correction_T_max 0.3853 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER SMART ApexCCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 45222 _diffrn_reflns_av_R_equivalents 0.0357 _diffrn_reflns_av_sigmaI/netI 0.0311 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.34 _diffrn_reflns_theta_max 27.50 _reflns_number_total 10488 _reflns_number_gt 9496 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0408P)^2^+7.9393P] 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 10488 _refine_ls_number_parameters 567 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0369 _refine_ls_R_factor_gt 0.0313 _refine_ls_wR_factor_ref 0.0886 _refine_ls_wR_factor_gt 0.0826 _refine_ls_goodness_of_fit_ref 1.197 _refine_ls_restrained_S_all 1.201 _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 0.577445(18) 0.695965(8) 0.114978(8) 0.01723(6) Uani 1 1 d . . . Re2 Re 0.531827(18) 0.292594(8) 0.121655(8) 0.01750(6) Uani 1 1 d . . . O1 O 0.4288(4) 0.81374(16) 0.06401(19) 0.0356(9) Uani 1 1 d . . . O2 O 0.7615(4) 0.78739(17) 0.19189(19) 0.0351(9) Uani 1 1 d . . . O3 O 0.7824(4) 0.72104(16) 0.02252(16) 0.0282(8) Uani 1 1 d . . . O4 O 0.7367(4) 0.27583(17) 0.02749(16) 0.0296(8) Uani 1 1 d . . . O5 O 0.7116(4) 0.19406(16) 0.19082(19) 0.0364(9) Uani 1 1 d . . . O6 O 0.3778(4) 0.18014(16) 0.06104(18) 0.0342(9) Uani 1 1 d . . . O7 O 0.4625(3) 0.62337(13) 0.06815(15) 0.0199(6) Uani 1 1 d . . . O8 O 0.6756(3) 0.61917(13) 0.15950(14) 0.0196(6) Uani 1 1 d . . . O9 O 0.4207(3) 0.36856(13) 0.07893(15) 0.0196(6) Uani 1 1 d . . . O10 O 0.6315(3) 0.36624(14) 0.17155(15) 0.0231(7) Uani 1 1 d . . . N1 N 0.4364(4) 0.67946(17) 0.18339(18) 0.0213(8) Uani 1 1 d . . . N2 N 0.3575(4) 0.65533(18) 0.27212(18) 0.0235(8) Uani 1 1 d . . . N3 N 0.3150(4) 0.33003(18) 0.27969(18) 0.0228(8) Uani 1 1 d . . . N4 N 0.3899(4) 0.30518(17) 0.19057(19) 0.0216(8) Uani 1 1 d . . . C1 C 0.4820(5) 0.7681(2) 0.0813(2) 0.0242(10) Uani 1 1 d . . . C2 C 0.6881(5) 0.7534(2) 0.1635(2) 0.0224(9) Uani 1 1 d . . . C3 C 0.7040(5) 0.7090(2) 0.0554(2) 0.0208(9) Uani 1 1 d . . . C4 C 0.6577(5) 0.2849(2) 0.0616(2) 0.0221(10) Uani 1 1 d . . . C5 C 0.6407(5) 0.2309(2) 0.1661(2) 0.0231(10) Uani 1 1 d . . . C6 C 0.4341(5) 0.2239(2) 0.0822(2) 0.0218(9) Uani 1 1 d . . . C7 C 0.4604(4) 0.56372(19) 0.0763(2) 0.0168(8) Uani 1 1 d . . . C8 C 0.5478(4) 0.5295(2) 0.1202(2) 0.0165(8) Uani 1 1 d . . . C9 C 0.6469(4) 0.5603(2) 0.1605(2) 0.0177(9) Uani 1 1 d . . . C10 C 0.7258(4) 0.5254(2) 0.2099(2) 0.0181(9) Uani 1 1 d . . . C11 C 0.8096(5) 0.5567(2) 0.2555(2) 0.0276(11) Uani 1 1 d . . . H11A H 0.8201 0.6009 0.2527 0.033 Uiso 1 1 calc R . . C12 C 0.8779(6) 0.5245(2) 0.3048(2) 0.0333(12) Uani 1 1 d . . . H12A H 0.9339 0.5467 0.3358 0.040 Uiso 1 1 calc R . . C13 C 0.8646(6) 0.4602(2) 0.3089(2) 0.0317(12) Uani 1 1 d . . . H13A H 0.9116 0.4379 0.3425 0.038 Uiso 1 1 calc R . . C14 C 0.7822(5) 0.4282(2) 0.2634(2) 0.0243(10) Uani 1 1 d . . . H14A H 0.7733 0.3839 0.2661 0.029 Uiso 1 1 calc R . . C15 C 0.7124(4) 0.4604(2) 0.2139(2) 0.0184(9) Uani 1 1 d . . . C16 C 0.6229(4) 0.4262(2) 0.1670(2) 0.0179(9) Uani 1 1 d . . . C17 C 0.5359(4) 0.46004(19) 0.12320(19) 0.0155(8) Uani 1 1 d . . . C18 C 0.4366(4) 0.42787(19) 0.0825(2) 0.0169(8) Uani 1 1 d . . . C19 C 0.3401(4) 0.46512(19) 0.0414(2) 0.0168(8) Uani 1 1 d . . . C20 C 0.2331(5) 0.4350(2) 0.0049(2) 0.0226(10) Uani 1 1 d . . . H20A H 0.2220 0.3909 0.0083 0.027 Uiso 1 1 calc R . . C21 C 0.1448(5) 0.4685(2) -0.0356(2) 0.0253(10) Uani 1 1 d . . . H21A H 0.0736 0.4475 -0.0603 0.030 Uiso 1 1 calc R . . C22 C 0.1596(5) 0.5336(2) -0.0404(2) 0.0262(10) Uani 1 1 d . . . H22A H 0.0996 0.5569 -0.0689 0.031 Uiso 1 1 calc R . . C23 C 0.2608(5) 0.5638(2) -0.0038(2) 0.0225(9) Uani 1 1 d . . . H23A H 0.2686 0.6081 -0.0064 0.027 Uiso 1 1 calc R . . C24 C 0.3529(4) 0.5303(2) 0.0373(2) 0.0173(9) Uani 1 1 d . . . C25 C 0.4670(5) 0.6663(2) 0.2421(2) 0.0227(9) Uani 1 1 d . . . H25A H 0.5575 0.6646 0.2617 0.027 Uiso 1 1 calc R . . C26 C 0.2945(5) 0.6774(2) 0.1734(2) 0.0209(9) Uani 1 1 d . . . C27 C 0.2061(5) 0.6883(2) 0.1205(2) 0.0264(10) Uani 1 1 d . . . H27A H 0.2383 0.6993 0.0824 0.032 Uiso 1 1 calc R . . C28 C 0.0699(5) 0.6824(3) 0.1254(3) 0.0354(12) Uani 1 1 d . . . H28A H 0.0069 0.6896 0.0899 0.043 Uiso 1 1 calc R . . C29 C 0.0213(5) 0.6662(3) 0.1809(3) 0.0361(13) Uani 1 1 d . . . H29A H -0.0738 0.6622 0.1820 0.043 Uiso 1 1 calc R . . C30 C 0.1067(5) 0.6557(2) 0.2338(3) 0.0323(12) Uani 1 1 d . . . H30A H 0.0733 0.6450 0.2717 0.039 Uiso 1 1 calc R . . C31 C 0.2446(5) 0.6616(2) 0.2292(2) 0.0232(10) Uani 1 1 d . . . C32 C 0.3595(6) 0.6311(2) 0.3350(2) 0.0310(11) Uani 1 1 d . A . H32A H 0.2840 0.6501 0.3547 0.037 Uiso 1 1 calc R . . H32B H 0.4456 0.6435 0.3594 0.037 Uiso 1 1 calc R . . C33 C 0.3461(5) 0.5598(2) 0.3360(2) 0.0275(11) Uani 1 1 d . . . C34 C 0.4462(13) 0.5227(5) 0.3152(6) 0.034(3) Uiso 0.50 1 d P A 1 H34A H 0.5222 0.5421 0.3001 0.041 Uiso 0.50 1 calc PR A 1 C35 C 0.4375(13) 0.4577(5) 0.3160(5) 0.031(2) Uiso 0.50 1 d P A 1 H35A H 0.5064 0.4330 0.3009 0.037 Uiso 0.50 1 calc PR A 1 C34' C 0.4033(13) 0.5240(5) 0.2929(6) 0.034(3) Uiso 0.50 1 d P A 2 H34B H 0.4500 0.5438 0.2624 0.041 Uiso 0.50 1 calc PR A 2 C35' C 0.3928(14) 0.4590(6) 0.2939(6) 0.040(3) Uiso 0.50 1 d P A 2 H35B H 0.4308 0.4348 0.2635 0.048 Uiso 0.50 1 calc PR A 2 C36 C 0.3275(5) 0.4288(2) 0.3390(2) 0.0254(10) Uani 1 1 d . . . C37 C 0.2512(6) 0.4655(2) 0.3729(2) 0.0341(12) Uani 1 1 d . A . H37A H 0.1906 0.4462 0.3979 0.041 Uiso 1 1 calc R . . C38 C 0.2603(6) 0.5310(2) 0.3715(3) 0.0352(13) Uani 1 1 d . A . H38A H 0.2060 0.5556 0.3957 0.042 Uiso 1 1 calc R . . C39 C 0.3215(5) 0.3574(2) 0.3417(2) 0.0263(10) Uani 1 1 d . A . H39A H 0.4030 0.3414 0.3674 0.032 Uiso 1 1 calc R . . H39B H 0.2407 0.3444 0.3613 0.032 Uiso 1 1 calc R . . C40 C 0.2002(5) 0.3241(2) 0.2371(2) 0.0230(9) Uani 1 1 d . . . C41 C 0.0631(5) 0.3304(2) 0.2426(3) 0.0296(11) Uani 1 1 d . . . H41A H 0.0310 0.3414 0.2807 0.035 Uiso 1 1 calc R . . C42 C -0.0245(6) 0.3200(3) 0.1897(3) 0.0364(13) Uani 1 1 d . . . H42A H -0.1194 0.3239 0.1914 0.044 Uiso 1 1 calc R . . C43 C 0.0230(6) 0.3037(3) 0.1337(3) 0.0357(13) Uani 1 1 d . . . H43A H -0.0405 0.2967 0.0983 0.043 Uiso 1 1 calc R . . C44 C 0.1588(5) 0.2978(2) 0.1286(2) 0.0284(11) Uani 1 1 d . . . H44A H 0.1901 0.2870 0.0903 0.034 Uiso 1 1 calc R . . C45 C 0.2491(5) 0.3079(2) 0.1809(2) 0.0222(10) Uani 1 1 d . . . C46 C 0.4233(5) 0.3182(2) 0.2491(2) 0.0227(9) Uani 1 1 d . . . H46A H 0.5143 0.3192 0.2681 0.027 Uiso 1 1 calc R . . C47 C 0.6570(9) 0.4022(4) 0.4501(4) 0.105(7) Uiso 0.50 1 d PD B 1 H47A H 0.5627 0.4129 0.4355 0.158 Uiso 0.50 1 calc PR B 1 H47B H 0.6599 0.3795 0.4895 0.158 Uiso 0.50 1 calc PR B 1 H47C H 0.6944 0.3756 0.4195 0.158 Uiso 0.50 1 calc PR B 1 C48 C 0.7351(9) 0.4582(4) 0.4589(4) 0.071(4) Uiso 0.50 1 d PRD B 1 C49 C 0.6628(9) 0.5139(4) 0.4500(4) 0.096(6) Uiso 0.50 1 d PR B 1 H49 H 0.5662 0.5130 0.4396 0.115 Uiso 0.50 1 d PR B 1 C50 C 0.7305(9) 0.5711(4) 0.4559(4) 0.112(7) Uiso 0.50 1 d PR B 1 H50 H 0.6806 0.6096 0.4498 0.134 Uiso 0.50 1 d PR B 1 C51 C 0.8704(9) 0.5726(4) 0.4709(4) 0.103(7) Uiso 0.50 1 d PR B 1 H51 H 0.9172 0.6120 0.4750 0.123 Uiso 0.50 1 d PR B 1 C52 C 0.9427(9) 0.5168(4) 0.4799(4) 0.117(8) Uiso 0.50 1 d PR . 1 H52 H 1.0394 0.5178 0.4902 0.140 Uiso 0.50 1 d PR B 1 C53 C 0.8751(9) 0.4596(4) 0.4739(4) 0.087(6) Uiso 0.50 1 d PR . 1 H53 H 0.9250 0.4211 0.4801 0.105 Uiso 0.50 1 d PR B 1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Re1 0.01547(10) 0.01340(9) 0.02255(10) -0.00023(6) 0.00100(7) -0.00183(6) Re2 0.01610(10) 0.01306(9) 0.02305(10) 0.00053(6) 0.00100(7) 0.00099(6) O1 0.036(2) 0.0224(18) 0.049(2) 0.0077(16) 0.0051(18) 0.0093(16) O2 0.030(2) 0.0293(19) 0.045(2) -0.0138(16) -0.0007(18) -0.0084(16) O3 0.0249(19) 0.0322(18) 0.0288(18) 0.0007(15) 0.0085(15) -0.0008(15) O4 0.0236(19) 0.0359(19) 0.0302(19) 0.0015(15) 0.0067(16) 0.0019(15) O5 0.034(2) 0.0286(19) 0.045(2) 0.0131(16) -0.0035(18) 0.0092(16) O6 0.032(2) 0.0226(17) 0.047(2) -0.0087(16) 0.0036(17) -0.0090(15) O7 0.0175(16) 0.0146(14) 0.0266(17) 0.0005(12) -0.0019(13) -0.0010(12) O8 0.0166(16) 0.0157(14) 0.0256(16) 0.0010(12) -0.0023(13) -0.0026(12) O9 0.0157(16) 0.0131(14) 0.0287(17) -0.0008(12) -0.0037(13) 0.0008(11) O10 0.0236(18) 0.0147(14) 0.0293(18) 0.0003(13) -0.0041(14) 0.0013(12) N1 0.019(2) 0.0188(18) 0.026(2) -0.0021(15) -0.0008(16) -0.0016(15) N2 0.025(2) 0.0225(19) 0.023(2) -0.0007(15) 0.0052(17) -0.0016(16) N3 0.023(2) 0.0211(18) 0.025(2) -0.0005(15) 0.0033(16) 0.0015(15) N4 0.016(2) 0.0228(19) 0.026(2) -0.0001(15) 0.0025(16) 0.0033(14) C1 0.020(2) 0.023(2) 0.030(3) -0.0017(19) 0.006(2) -0.0027(18) C2 0.018(2) 0.021(2) 0.029(2) -0.0008(18) 0.0052(19) 0.0000(17) C3 0.021(2) 0.019(2) 0.023(2) -0.0013(17) 0.002(2) -0.0009(17) C4 0.020(2) 0.018(2) 0.027(2) 0.0046(18) -0.001(2) -0.0019(17) C5 0.021(2) 0.024(2) 0.025(2) -0.0006(19) 0.0050(19) -0.0006(18) C6 0.016(2) 0.024(2) 0.026(2) 0.0019(18) 0.0049(19) 0.0033(18) C7 0.014(2) 0.0161(19) 0.021(2) -0.0005(16) 0.0059(17) -0.0001(15) C8 0.014(2) 0.014(2) 0.021(2) 0.0000(15) 0.0009(17) 0.0011(15) C9 0.015(2) 0.018(2) 0.020(2) -0.0001(16) 0.0041(17) -0.0019(16) C10 0.013(2) 0.019(2) 0.022(2) -0.0013(17) 0.0018(17) 0.0000(16) C11 0.030(3) 0.024(2) 0.027(3) -0.0034(19) -0.003(2) -0.003(2) C12 0.042(3) 0.030(3) 0.026(3) -0.004(2) -0.009(2) -0.003(2) C13 0.035(3) 0.031(3) 0.026(3) 0.005(2) -0.008(2) 0.002(2) C14 0.023(3) 0.018(2) 0.030(3) 0.0013(18) 0.000(2) 0.0017(18) C15 0.015(2) 0.023(2) 0.018(2) -0.0008(17) 0.0028(17) 0.0002(16) C16 0.012(2) 0.020(2) 0.023(2) -0.0004(17) 0.0068(17) 0.0006(16) C17 0.012(2) 0.0148(19) 0.020(2) 0.0002(15) 0.0046(17) 0.0000(15) C18 0.014(2) 0.0168(19) 0.020(2) -0.0026(16) 0.0040(17) -0.0009(16) C19 0.014(2) 0.018(2) 0.020(2) -0.0004(16) 0.0060(17) 0.0023(16) C20 0.019(2) 0.020(2) 0.029(2) -0.0021(18) -0.0015(19) -0.0012(17) C21 0.018(2) 0.027(2) 0.030(3) -0.0021(19) -0.004(2) -0.0025(18) C22 0.019(2) 0.027(2) 0.031(3) 0.002(2) -0.004(2) 0.0021(19) C23 0.020(2) 0.018(2) 0.029(2) 0.0032(18) 0.0008(19) 0.0016(17) C24 0.012(2) 0.019(2) 0.021(2) 0.0005(16) 0.0047(17) 0.0006(16) C25 0.022(2) 0.020(2) 0.026(2) -0.0030(18) 0.0013(19) -0.0045(18) C26 0.019(2) 0.017(2) 0.026(2) 0.0001(17) 0.0039(19) -0.0027(17) C27 0.023(3) 0.027(2) 0.029(3) 0.003(2) 0.003(2) -0.0001(19) C28 0.021(3) 0.039(3) 0.043(3) 0.007(2) -0.009(2) 0.001(2) C29 0.017(3) 0.039(3) 0.053(4) 0.006(3) 0.010(2) 0.000(2) C30 0.022(3) 0.034(3) 0.042(3) 0.005(2) 0.012(2) 0.001(2) C31 0.024(2) 0.018(2) 0.027(2) -0.0012(18) 0.002(2) 0.0001(17) C32 0.041(3) 0.030(3) 0.023(2) -0.001(2) 0.007(2) -0.002(2) C33 0.031(3) 0.026(2) 0.026(3) -0.0007(19) 0.008(2) -0.002(2) C36 0.028(3) 0.025(2) 0.024(2) 0.0002(19) 0.005(2) -0.0005(19) C37 0.041(3) 0.032(3) 0.032(3) 0.004(2) 0.018(2) -0.001(2) C38 0.046(3) 0.029(3) 0.035(3) -0.003(2) 0.023(3) 0.002(2) C39 0.033(3) 0.026(2) 0.020(2) 0.0004(18) 0.003(2) -0.001(2) C40 0.019(2) 0.021(2) 0.028(2) 0.0023(18) 0.0014(19) 0.0012(18) C41 0.023(3) 0.030(3) 0.037(3) -0.001(2) 0.007(2) 0.001(2) C42 0.018(3) 0.042(3) 0.051(4) -0.003(3) 0.007(2) 0.001(2) C43 0.023(3) 0.040(3) 0.042(3) -0.004(2) -0.004(2) 0.000(2) C44 0.027(3) 0.029(3) 0.029(3) -0.001(2) -0.001(2) 0.0018(19) C45 0.019(2) 0.019(2) 0.029(2) 0.0013(18) 0.0019(19) 0.0012(17) C46 0.018(2) 0.023(2) 0.026(2) -0.0002(18) 0.0000(19) 0.0027(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 C2 1.886(5) . ? Re1 C1 1.908(5) . ? Re1 C3 1.924(5) . ? Re1 O8 2.086(3) . ? Re1 O7 2.114(3) . ? Re1 N1 2.183(4) . ? Re2 C5 1.896(5) . ? Re2 C6 1.906(5) . ? Re2 C4 1.914(5) . ? Re2 O10 2.092(3) . ? Re2 O9 2.113(3) . ? Re2 N4 2.186(4) . ? O1 C1 1.149(6) . ? O2 C2 1.155(6) . ? O3 C3 1.143(6) . ? O4 C4 1.155(6) . ? O5 C5 1.146(6) . ? O6 C6 1.154(6) . ? O7 C7 1.283(5) . ? O8 C9 1.286(5) . ? O9 C18 1.274(5) . ? O10 C16 1.282(5) . ? N1 C25 1.311(6) . ? N1 C26 1.401(6) . ? N2 C25 1.349(6) . ? N2 C31 1.382(6) . ? N2 C32 1.460(6) . ? N3 C46 1.350(6) . ? N3 C40 1.390(6) . ? N3 C39 1.464(6) . ? N4 C46 1.309(6) . ? N4 C45 1.390(6) . ? C7 C8 1.418(6) . ? C7 C24 1.470(6) . ? C8 C9 1.404(6) . ? C8 C17 1.485(6) . ? C9 C10 1.460(6) . ? C10 C11 1.391(6) . ? C10 C15 1.396(6) . ? C11 C12 1.385(7) . ? C11 H11A 0.9500 . ? C12 C13 1.380(7) . ? C12 H12A 0.9500 . ? C13 C14 1.389(7) . ? C13 H13A 0.9500 . ? C14 C15 1.394(6) . ? C14 H14A 0.9500 . ? C15 C16 1.469(6) . ? C16 C17 1.410(6) . ? C17 C18 1.424(6) . ? C18 C19 1.468(6) . ? C19 C24 1.397(6) . ? C19 C20 1.407(6) . ? C20 C21 1.370(6) . ? C20 H20A 0.9500 . ? C21 C22 1.401(7) . ? C21 H21A 0.9500 . ? C22 C23 1.368(6) . ? C22 H22A 0.9500 . ? C23 C24 1.401(6) . ? C23 H23A 0.9500 . ? C25 H25A 0.9500 . ? C26 C27 1.387(7) . ? C26 C31 1.402(6) . ? C27 C28 1.373(7) . ? C27 H27A 0.9500 . ? C28 C29 1.392(8) . ? C28 H28A 0.9500 . ? C29 C30 1.369(8) . ? C29 H29A 0.9500 . ? C30 C31 1.389(7) . ? C30 H30A 0.9500 . ? C32 C33 1.524(7) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 C38 1.359(7) . ? C33 C34' 1.380(13) . ? C33 C34 1.385(13) . ? C34 C35 1.387(16) . ? C34 H34A 0.9500 . ? C35 C36 1.394(12) . ? C35 H35A 0.9500 . ? C34' C35' 1.389(17) . ? C34' H34B 0.9500 . ? C35' C36 1.392(13) . ? C35' H35B 0.9500 . ? C36 C37 1.362(7) . ? C36 C39 1.523(6) . ? C37 C38 1.399(7) . ? C37 H37A 0.9500 . ? C38 H38A 0.9500 . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C40 C41 1.386(7) . ? C40 C45 1.409(7) . ? C41 C42 1.379(8) . ? C41 H41A 0.9500 . ? C42 C43 1.400(8) . ? C42 H42A 0.9500 . ? C43 C44 1.370(8) . ? C43 H43A 0.9500 . ? C44 C45 1.384(7) . ? C44 H44A 0.9500 . ? C46 H46A 0.9500 . ? C47 C48 1.4235 . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? C48 C49 1.3900 . ? C48 C53 1.3901 . ? C49 C50 1.3900 . ? C49 H49 0.9600 . ? C50 C51 1.3900 . ? C50 H50 0.9600 . ? C51 C52 1.3902 . ? C51 H51 0.9598 . ? C52 C53 1.3899 . ? C52 C52 1.532(17) 3_766 ? C52 C53 2.031(18) 3_766 ? C52 H52 0.9600 . ? C53 C52 2.031(18) 3_766 ? C53 H53 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Re1 C1 85.7(2) . . ? C2 Re1 C3 84.3(2) . . ? C1 Re1 C3 87.6(2) . . ? C2 Re1 O8 92.11(16) . . ? C1 Re1 O8 174.75(17) . . ? C3 Re1 O8 96.90(16) . . ? C2 Re1 O7 173.22(16) . . ? C1 Re1 O7 100.80(17) . . ? C3 Re1 O7 97.92(16) . . ? O8 Re1 O7 81.28(12) . . ? C2 Re1 N1 95.75(17) . . ? C1 Re1 N1 93.62(18) . . ? C3 Re1 N1 178.76(17) . . ? O8 Re1 N1 81.86(13) . . ? O7 Re1 N1 81.88(13) . . ? C5 Re2 C6 85.9(2) . . ? C5 Re2 C4 84.9(2) . . ? C6 Re2 C4 87.96(19) . . ? C5 Re2 O10 92.67(17) . . ? C6 Re2 O10 175.24(17) . . ? C4 Re2 O10 96.44(17) . . ? C5 Re2 O9 173.81(16) . . ? C6 Re2 O9 100.16(16) . . ? C4 Re2 O9 96.49(16) . . ? O10 Re2 O9 81.19(12) . . ? C5 Re2 N4 96.25(17) . . ? C6 Re2 N4 93.95(17) . . ? C4 Re2 N4 177.83(16) . . ? O10 Re2 N4 81.68(14) . . ? O9 Re2 N4 82.17(13) . . ? C7 O7 Re1 132.4(3) . . ? C9 O8 Re1 132.8(3) . . ? C18 O9 Re2 132.6(3) . . ? C16 O10 Re2 133.1(3) . . ? C25 N1 C26 105.2(4) . . ? C25 N1 Re1 127.2(3) . . ? C26 N1 Re1 127.6(3) . . ? C25 N2 C31 106.9(4) . . ? C25 N2 C32 126.0(4) . . ? C31 N2 C32 126.3(4) . . ? C46 N3 C40 107.0(4) . . ? C46 N3 C39 125.0(4) . . ? C40 N3 C39 126.8(4) . . ? C46 N4 C45 106.2(4) . . ? C46 N4 Re2 125.5(3) . . ? C45 N4 Re2 127.9(3) . . ? O1 C1 Re1 175.8(5) . . ? O2 C2 Re1 176.6(4) . . ? O3 C3 Re1 174.5(4) . . ? O4 C4 Re2 174.6(4) . . ? O5 C5 Re2 176.3(4) . . ? O6 C6 Re2 176.2(4) . . ? O7 C7 C8 125.8(4) . . ? O7 C7 C24 115.0(4) . . ? C8 C7 C24 119.2(4) . . ? C9 C8 C7 120.7(4) . . ? C9 C8 C17 119.5(4) . . ? C7 C8 C17 119.7(4) . . ? O8 C9 C8 126.0(4) . . ? O8 C9 C10 114.0(4) . . ? C8 C9 C10 120.0(4) . . ? C11 C10 C15 119.0(4) . . ? C11 C10 C9 120.6(4) . . ? C15 C10 C9 120.3(4) . . ? C12 C11 C10 121.1(5) . . ? C12 C11 H11A 119.5 . . ? C10 C11 H11A 119.5 . . ? C13 C12 C11 120.0(5) . . ? C13 C12 H12A 120.0 . . ? C11 C12 H12A 120.0 . . ? C12 C13 C14 119.7(4) . . ? C12 C13 H13A 120.2 . . ? C14 C13 H13A 120.2 . . ? C13 C14 C15 120.6(4) . . ? C13 C14 H14A 119.7 . . ? C15 C14 H14A 119.7 . . ? C14 C15 C10 119.6(4) . . ? C14 C15 C16 120.1(4) . . ? C10 C15 C16 120.2(4) . . ? O10 C16 C17 126.3(4) . . ? O10 C16 C15 114.2(4) . . ? C17 C16 C15 119.5(4) . . ? C16 C17 C18 120.1(4) . . ? C16 C17 C8 119.6(4) . . ? C18 C17 C8 120.3(4) . . ? O9 C18 C17 126.0(4) . . ? O9 C18 C19 115.5(4) . . ? C17 C18 C19 118.5(4) . . ? C24 C19 C20 119.0(4) . . ? C24 C19 C18 121.2(4) . . ? C20 C19 C18 119.8(4) . . ? C21 C20 C19 120.8(4) . . ? C21 C20 H20A 119.6 . . ? C19 C20 H20A 119.6 . . ? C20 C21 C22 119.9(4) . . ? C20 C21 H21A 120.0 . . ? C22 C21 H21A 120.0 . . ? C23 C22 C21 119.8(4) . . ? C23 C22 H22A 120.1 . . ? C21 C22 H22A 120.1 . . ? C22 C23 C24 121.1(4) . . ? C22 C23 H23A 119.5 . . ? C24 C23 H23A 119.5 . . ? C19 C24 C23 119.3(4) . . ? C19 C24 C7 120.7(4) . . ? C23 C24 C7 120.0(4) . . ? N1 C25 N2 113.5(4) . . ? N1 C25 H25A 123.3 . . ? N2 C25 H25A 123.3 . . ? C27 C26 N1 130.9(4) . . ? C27 C26 C31 120.4(4) . . ? N1 C26 C31 108.7(4) . . ? C28 C27 C26 117.1(5) . . ? C28 C27 H27A 121.4 . . ? C26 C27 H27A 121.4 . . ? C27 C28 C29 122.0(5) . . ? C27 C28 H28A 119.0 . . ? C29 C28 H28A 119.0 . . ? C30 C29 C28 121.9(5) . . ? C30 C29 H29A 119.1 . . ? C28 C29 H29A 119.1 . . ? C29 C30 C31 116.4(5) . . ? C29 C30 H30A 121.8 . . ? C31 C30 H30A 121.8 . . ? N2 C31 C30 132.2(5) . . ? N2 C31 C26 105.7(4) . . ? C30 C31 C26 122.1(5) . . ? N2 C32 C33 112.0(4) . . ? N2 C32 H32A 109.2 . . ? C33 C32 H32A 109.2 . . ? N2 C32 H32B 109.2 . . ? C33 C32 H32B 109.2 . . ? H32A C32 H32B 107.9 . . ? C38 C33 C34' 117.9(7) . . ? C38 C33 C34 116.5(7) . . ? C34' C33 C34 25.5(6) . . ? C38 C33 C32 121.3(5) . . ? C34' C33 C32 119.9(6) . . ? C34 C33 C32 119.8(6) . . ? C33 C34 C35 121.2(10) . . ? C33 C34 H34A 119.4 . . ? C35 C34 H34A 119.4 . . ? C34 C35 C36 119.9(10) . . ? C34 C35 H35A 120.1 . . ? C36 C35 H35A 120.1 . . ? C33 C34' C35' 120.2(10) . . ? C33 C34' H34B 119.9 . . ? C35' C34' H34B 119.9 . . ? C34' C35' C36 120.9(11) . . ? C34' C35' H35B 119.5 . . ? C36 C35' H35B 119.5 . . ? C37 C36 C35' 116.6(7) . . ? C37 C36 C35 116.4(6) . . ? C35' C36 C35 25.6(6) . . ? C37 C36 C39 121.8(5) . . ? C35' C36 C39 120.8(7) . . ? C35 C36 C39 119.4(6) . . ? C36 C37 C38 121.4(5) . . ? C36 C37 H37A 119.3 . . ? C38 C37 H37A 119.3 . . ? C33 C38 C37 120.5(5) . . ? C33 C38 H38A 119.7 . . ? C37 C38 H38A 119.7 . . ? N3 C39 C36 111.1(4) . . ? N3 C39 H39A 109.4 . . ? C36 C39 H39A 109.4 . . ? N3 C39 H39B 109.4 . . ? C36 C39 H39B 109.4 . . ? H39A C39 H39B 108.0 . . ? C41 C40 N3 132.2(5) . . ? C41 C40 C45 122.4(5) . . ? N3 C40 C45 105.4(4) . . ? C42 C41 C40 116.4(5) . . ? C42 C41 H41A 121.8 . . ? C40 C41 H41A 121.8 . . ? C41 C42 C43 121.7(5) . . ? C41 C42 H42A 119.2 . . ? C43 C42 H42A 119.2 . . ? C44 C43 C42 121.6(5) . . ? C44 C43 H43A 119.2 . . ? C42 C43 H43A 119.2 . . ? C43 C44 C45 118.1(5) . . ? C43 C44 H44A 121.0 . . ? C45 C44 H44A 121.0 . . ? C44 C45 N4 131.7(5) . . ? C44 C45 C40 119.9(5) . . ? N4 C45 C40 108.4(4) . . ? N4 C46 N3 113.0(4) . . ? N4 C46 H46A 123.5 . . ? N3 C46 H46A 123.5 . . ? C48 C47 H47A 109.5 . . ? C48 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C48 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? C49 C48 C53 120.0 . . ? C49 C48 C47 115.6 . . ? C53 C48 C47 124.3 . . ? C48 C49 C50 120.0 . . ? C48 C49 H49 120.0 . . ? C50 C49 H49 120.0 . . ? C51 C50 C49 120.0 . . ? C51 C50 H50 120.0 . . ? C49 C50 H50 120.0 . . ? C50 C51 C52 120.0 . . ? C50 C51 H51 120.0 . . ? C52 C51 H51 120.0 . . ? C53 C52 C51 120.0 . . ? C53 C52 C52 87.9(7) . 3_766 ? C51 C52 C52 144.8(6) . 3_766 ? C53 C52 C53 131.1(5) . 3_766 ? C51 C52 C53 105.9(5) . 3_766 ? C52 C52 C53 43.2(5) 3_766 3_766 ? C53 C52 H52 120.0 . . ? C51 C52 H52 120.0 . . ? C52 C52 H52 38.7 3_766 . ? C53 C52 H52 21.4 3_766 . ? C52 C53 C48 120.0 . . ? C52 C53 C52 48.9(5) . 3_766 ? C48 C53 C52 158.6(5) . 3_766 ? C52 C53 H53 120.0 . . ? C48 C53 H53 120.0 . . ? C52 C53 H53 74.1 3_766 . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.524 _refine_diff_density_min -0.808 _refine_diff_density_rms 0.192 # Attachment 'SI_cpd_1b_rev.cif' data_ic10088 _database_code_depnum_ccdc_archive 'CCDC 717896' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H22 N4 O10 Re2' _chemical_formula_weight 1067.00 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 Orthorhombic _symmetry_space_group_name_H-M Cmca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y+1/2, z+1/2' '-x, y+1/2, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1, z+1/2' '-x+1/2, y+1, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x, y-1/2, -z-1/2' 'x, -y-1/2, z-1/2' '-x, y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, y, -z-1/2' 'x+1/2, -y, z-1/2' '-x+1/2, y+1/2, z' _cell_length_a 23.8693(6) _cell_length_b 25.9927(7) _cell_length_c 10.8655(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6741.3(3) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9214 _cell_measurement_theta_min 2.20 _cell_measurement_theta_max 27.50 _exptl_crystal_description block _exptl_crystal_colour dark-blue _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.103 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4064 _exptl_absorpt_coefficient_mu 7.245 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1859 _exptl_absorpt_correction_T_max 0.3251 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER SMART ApexCCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 32508 _diffrn_reflns_av_R_equivalents 0.0367 _diffrn_reflns_av_sigmaI/netI 0.0215 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3959 _reflns_number_gt 3610 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0115P)^2^+29.4307P] 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 3959 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0260 _refine_ls_R_factor_gt 0.0222 _refine_ls_wR_factor_ref 0.0464 _refine_ls_wR_factor_gt 0.0451 _refine_ls_goodness_of_fit_ref 1.111 _refine_ls_restrained_S_all 1.111 _refine_ls_shift/su_max 0.005 _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 0.819443(5) 0.363153(4) 1.013147(11) 0.01485(4) Uani 1 1 d . . . O1 O 0.72341(10) 0.29334(9) 0.9289(3) 0.0288(6) Uani 1 1 d . . . O2 O 0.81563(11) 0.31552(11) 1.2716(2) 0.0352(6) Uani 1 1 d . . . O3 O 0.73315(10) 0.44211(9) 1.1003(2) 0.0278(6) Uani 1 1 d . . . O4 O 0.88603(8) 0.31627(8) 0.9539(2) 0.0167(4) Uani 1 1 d . . . O5 O 0.88626(8) 0.41229(8) 1.0563(2) 0.0177(5) Uani 1 1 d . . . N1 N 0.82961(11) 0.39430(10) 0.8272(2) 0.0170(5) Uani 1 1 d . . . N2 N 0.85331(11) 0.39720(10) 0.6320(2) 0.0193(6) Uani 1 1 d . . . C1 C 0.75987(13) 0.31875(12) 0.9619(3) 0.0198(7) Uani 1 1 d . . . C2 C 0.81699(13) 0.33317(13) 1.1748(3) 0.0219(7) Uani 1 1 d . . . C3 C 0.76502(13) 0.41145(12) 1.0654(3) 0.0195(7) Uani 1 1 d . . . C4 C 0.97083(14) 0.20182(12) 0.7770(3) 0.0218(7) Uani 1 1 d . . . H4A H 0.9510 0.1749 0.7370 0.026 Uiso 1 1 calc R . . C5 C 0.94190(14) 0.24067(12) 0.8348(3) 0.0188(7) Uani 1 1 d . . . H5A H 0.9021 0.2403 0.8352 0.023 Uiso 1 1 calc R . . C6 C 0.97077(12) 0.28077(11) 0.8933(3) 0.0137(6) Uani 1 1 d . . . C7 C 0.93928(12) 0.32275(11) 0.9524(3) 0.0127(6) Uani 1 1 d . . . C8 C 0.96896(12) 0.36498(11) 1.0007(2) 0.0123(6) Uani 1 1 d . . . C9 C 0.93953(12) 0.40748(11) 1.0517(3) 0.0127(6) Uani 1 1 d . . . C10 C 0.97085(12) 0.45001(11) 1.1075(3) 0.0121(6) Uani 1 1 d . . . C11 C 0.94178(13) 0.49121(11) 1.1611(3) 0.0166(6) Uani 1 1 d . . . H11A H 0.9020 0.4913 1.1618 0.020 Uiso 1 1 calc R . . C12 C 0.97086(13) 0.53164(11) 1.2130(3) 0.0175(6) Uani 1 1 d . . . H12A H 0.9510 0.5596 1.2489 0.021 Uiso 1 1 calc R . . C13 C 0.84974(14) 0.36802(12) 0.7331(3) 0.0197(7) Uani 1 1 d . . . H13A H 0.8603 0.3328 0.7367 0.024 Uiso 1 1 calc R . . C14 C 0.81921(13) 0.44302(12) 0.7831(3) 0.0202(7) Uani 1 1 d . . . H14A H 0.8041 0.4707 0.8297 0.024 Uiso 1 1 calc R . . C15 C 0.83386(13) 0.44534(13) 0.6631(3) 0.0221(7) Uani 1 1 d . . . H15A H 0.8312 0.4745 0.6105 0.027 Uiso 1 1 calc R . . C16 C 0.87792(14) 0.38116(15) 0.5137(3) 0.0243(7) Uani 1 1 d . . . H16A H 0.8644 0.4044 0.4479 0.029 Uiso 1 1 calc R . . H16B H 0.8652 0.3459 0.4940 0.029 Uiso 1 1 calc R . . C17 C 0.97110(14) 0.34367(13) 0.5750(3) 0.0222(7) Uani 1 1 d . . . H17A H 0.9515 0.3168 0.6158 0.027 Uiso 1 1 calc R . . C18 C 0.94129(14) 0.38221(13) 0.5164(3) 0.0178(6) Uani 1 1 d . . . C19 C 0.97070(14) 0.42143(13) 0.4589(3) 0.0229(7) Uani 1 1 d . . . H19A H 0.9509 0.4485 0.4193 0.028 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 0.00962(7) 0.01923(7) 0.01570(7) -0.00140(5) -0.00070(5) -0.00029(5) O1 0.0191(13) 0.0243(12) 0.0431(16) 0.0016(11) -0.0129(11) -0.0052(10) O2 0.0274(14) 0.0548(17) 0.0235(14) 0.0127(12) -0.0015(11) 0.0077(13) O3 0.0210(13) 0.0308(13) 0.0315(14) -0.0085(11) -0.0023(11) 0.0078(11) O4 0.0104(10) 0.0186(10) 0.0212(12) -0.0028(9) -0.0022(9) -0.0003(8) O5 0.0097(10) 0.0203(11) 0.0230(12) -0.0055(9) 0.0011(9) 0.0000(8) N1 0.0143(13) 0.0193(13) 0.0175(14) -0.0023(10) -0.0014(10) -0.0021(10) N2 0.0154(14) 0.0289(15) 0.0138(14) -0.0020(11) -0.0003(11) -0.0021(11) C1 0.0178(16) 0.0199(15) 0.0216(17) 0.0026(13) -0.0007(13) 0.0034(13) C2 0.0108(15) 0.0296(17) 0.0255(18) -0.0001(14) -0.0021(14) 0.0047(13) C3 0.0131(15) 0.0259(16) 0.0196(17) -0.0017(13) -0.0038(13) -0.0036(13) C4 0.0285(18) 0.0195(15) 0.0174(17) -0.0045(13) -0.0035(14) -0.0037(13) C5 0.0211(16) 0.0199(15) 0.0154(16) -0.0025(12) -0.0036(13) -0.0017(13) C6 0.0165(16) 0.0140(13) 0.0106(14) 0.0004(11) -0.0015(12) -0.0007(11) C7 0.0134(15) 0.0145(14) 0.0103(14) 0.0025(11) -0.0016(11) 0.0004(11) C8 0.0109(15) 0.0164(13) 0.0098(14) 0.0024(11) -0.0005(11) -0.0002(11) C9 0.0120(14) 0.0159(14) 0.0103(14) 0.0033(11) -0.0007(11) 0.0008(11) C10 0.0151(15) 0.0149(13) 0.0064(13) 0.0007(10) 0.0004(11) 0.0007(11) C11 0.0149(15) 0.0200(16) 0.0149(15) -0.0020(12) 0.0010(12) 0.0017(12) C12 0.0230(17) 0.0164(14) 0.0130(15) -0.0030(12) 0.0029(12) 0.0025(12) C13 0.0180(16) 0.0223(16) 0.0187(17) -0.0036(13) -0.0025(13) -0.0012(13) C14 0.0150(15) 0.0231(16) 0.0224(17) -0.0008(13) -0.0002(14) 0.0002(13) C15 0.0168(17) 0.0246(17) 0.0251(18) 0.0039(14) -0.0042(14) 0.0004(13) C16 0.0162(17) 0.044(2) 0.0132(16) -0.0029(14) -0.0015(13) -0.0011(15) C17 0.0261(18) 0.0265(17) 0.0139(16) -0.0033(13) 0.0012(14) -0.0042(14) C18 0.0182(16) 0.0267(16) 0.0085(14) -0.0064(12) 0.0010(12) -0.0031(13) C19 0.0275(18) 0.0256(16) 0.0156(16) 0.0037(13) -0.0048(14) 0.0035(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 C3 1.893(3) . ? Re1 C1 1.914(3) . ? Re1 C2 1.923(3) . ? Re1 O5 2.096(2) . ? Re1 O4 2.104(2) . ? Re1 N1 2.190(3) . ? O1 C1 1.150(4) . ? O2 C2 1.147(4) . ? O3 C3 1.165(4) . ? O4 C7 1.282(3) . ? O5 C9 1.279(3) . ? N1 C13 1.321(4) . ? N1 C14 1.377(4) . ? N2 C13 1.337(4) . ? N2 C15 1.377(4) . ? N2 C16 1.473(4) . ? C4 C5 1.375(4) . ? C4 C4 1.392(7) 12_755 ? C4 H4A 0.9500 . ? C5 C6 1.402(4) . ? C5 H5A 0.9500 . ? C6 C6 1.395(6) 12_755 ? C6 C7 1.473(4) . ? C7 C8 1.408(4) . ? C8 C9 1.422(4) . ? C8 C8 1.482(6) 12_755 ? C9 C10 1.466(4) . ? C10 C10 1.392(6) 12_755 ? C10 C11 1.403(4) . ? C11 C12 1.380(4) . ? C11 H11A 0.9500 . ? C12 C12 1.391(6) 12_755 ? C12 H12A 0.9500 . ? C13 H13A 0.9500 . ? C14 C15 1.352(5) . ? C14 H14A 0.9500 . ? C15 H15A 0.9500 . ? C16 C18 1.513(4) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C17 1.380(7) 12_755 ? C17 C18 1.384(5) . ? C17 H17A 0.9500 . ? C18 C19 1.386(5) . ? C19 C19 1.399(7) 12_755 ? C19 H19A 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 Re1 C1 88.70(13) . . ? C3 Re1 C2 88.51(14) . . ? C1 Re1 C2 89.94(14) . . ? C3 Re1 O5 92.92(11) . . ? C1 Re1 O5 176.00(12) . . ? C2 Re1 O5 93.76(12) . . ? C3 Re1 O4 173.76(11) . . ? C1 Re1 O4 97.06(11) . . ? C2 Re1 O4 93.90(11) . . ? O5 Re1 O4 81.18(8) . . ? C3 Re1 N1 96.17(12) . . ? C1 Re1 N1 92.11(12) . . ? C2 Re1 N1 174.94(12) . . ? O5 Re1 N1 84.08(9) . . ? O4 Re1 N1 81.26(9) . . ? C7 O4 Re1 132.58(19) . . ? C9 O5 Re1 133.49(19) . . ? C13 N1 C14 105.8(3) . . ? C13 N1 Re1 124.3(2) . . ? C14 N1 Re1 129.9(2) . . ? C13 N2 C15 107.0(3) . . ? C13 N2 C16 125.5(3) . . ? C15 N2 C16 127.3(3) . . ? O1 C1 Re1 177.8(3) . . ? O2 C2 Re1 179.6(4) . . ? O3 C3 Re1 177.3(3) . . ? C5 C4 C4 120.14(19) . 12_755 ? C5 C4 H4A 119.9 . . ? C4 C4 H4A 119.9 12_755 . ? C4 C5 C6 120.4(3) . . ? C4 C5 H5A 119.8 . . ? C6 C5 H5A 119.8 . . ? C6 C6 C5 119.45(18) 12_755 . ? C6 C6 C7 120.70(16) 12_755 . ? C5 C6 C7 119.8(3) . . ? O4 C7 C8 126.6(3) . . ? O4 C7 C6 114.5(3) . . ? C8 C7 C6 118.9(3) . . ? C7 C8 C9 120.2(3) . . ? C7 C8 C8 120.21(17) . 12_755 ? C9 C8 C8 119.61(17) . 12_755 ? O5 C9 C8 125.6(3) . . ? O5 C9 C10 114.7(3) . . ? C8 C9 C10 119.7(3) . . ? C10 C10 C11 119.64(18) 12_755 . ? C10 C10 C9 120.66(16) 12_755 . ? C11 C10 C9 119.7(3) . . ? C12 C11 C10 120.2(3) . . ? C12 C11 H11A 119.9 . . ? C10 C11 H11A 119.9 . . ? C11 C12 C12 120.20(18) . 12_755 ? C11 C12 H12A 119.9 . . ? C12 C12 H12A 119.9 12_755 . ? N1 C13 N2 111.5(3) . . ? N1 C13 H13A 124.3 . . ? N2 C13 H13A 124.3 . . ? C15 C14 N1 109.3(3) . . ? C15 C14 H14A 125.4 . . ? N1 C14 H14A 125.4 . . ? C14 C15 N2 106.5(3) . . ? C14 C15 H15A 126.8 . . ? N2 C15 H15A 126.8 . . ? N2 C16 C18 112.2(3) . . ? N2 C16 H16A 109.2 . . ? C18 C16 H16A 109.2 . . ? N2 C16 H16B 109.2 . . ? C18 C16 H16B 109.2 . . ? H16A C16 H16B 107.9 . . ? C17 C17 C18 120.94(19) 12_755 . ? C17 C17 H17A 119.5 12_755 . ? C18 C17 H17A 119.5 . . ? C17 C18 C19 118.6(3) . . ? C17 C18 C16 120.6(3) . . ? C19 C18 C16 120.7(3) . . ? C18 C19 C19 120.4(2) . 12_755 ? C18 C19 H19A 119.8 . . ? C19 C19 H19A 119.8 12_755 . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.197 _refine_diff_density_min -0.599 _refine_diff_density_rms 0.103 # Attachment 'SI_cpd_2b-s_rev.cif' data_ic10052 _database_code_depnum_ccdc_archive 'CCDC 717897' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '[Re2(CO)6(C14H6O4)(C14H14N4)] (C3H6O)' _chemical_formula_sum 'C37 H26 N4 O11 Re2' _chemical_formula_weight 1075.02 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 C2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 22.3424(8) _cell_length_b 20.9297(7) _cell_length_c 7.9283(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.913(1) _cell_angle_gamma 90.00 _cell_volume 3662.7(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3062 _cell_measurement_theta_min 2.60 _cell_measurement_theta_max 23.84 _exptl_crystal_description block _exptl_crystal_colour dark-brown _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.950 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2056 _exptl_absorpt_coefficient_mu 6.670 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4150 _exptl_absorpt_correction_T_max 0.6174 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER SMART ApexCCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17827 _diffrn_reflns_av_R_equivalents 0.0561 _diffrn_reflns_av_sigmaI/netI 0.0498 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.34 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4325 _reflns_number_gt 3497 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0571P)^2^+2.4256P] 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 4325 _refine_ls_number_parameters 255 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0627 _refine_ls_R_factor_gt 0.0460 _refine_ls_wR_factor_ref 0.1224 _refine_ls_wR_factor_gt 0.1081 _refine_ls_goodness_of_fit_ref 1.189 _refine_ls_restrained_S_all 1.190 _refine_ls_shift/su_max 0.017 _refine_ls_shift/su_mean 0.001 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 0.617331(13) 0.205461(13) 0.07316(4) 0.03074(12) Uani 1 1 d . . . O1 O 0.7009(3) 0.3086(3) -0.0302(9) 0.0495(16) Uani 1 1 d . . . O2 O 0.5497(3) 0.3189(3) 0.1978(8) 0.0483(15) Uani 1 1 d . . . O3 O 0.5443(3) 0.2266(3) -0.2852(8) 0.0446(14) Uani 1 1 d . . . O4 O 0.6697(2) 0.1297(2) 0.0083(7) 0.0382(13) Uani 1 1 d . . . O5 O 0.5655(2) 0.1299(2) 0.1526(7) 0.0321(12) Uani 1 1 d . . . N1 N 0.6701(3) 0.1905(3) 0.3274(9) 0.0324(14) Uani 1 1 d . . . N2 N 0.7453(3) 0.1669(3) 0.5261(9) 0.0351(15) Uani 1 1 d . . . C1 C 0.6693(3) 0.2681(4) 0.0100(11) 0.0363(18) Uani 1 1 d . . . C2 C 0.5742(4) 0.2752(4) 0.1511(11) 0.0367(18) Uani 1 1 d . . . C3 C 0.5712(4) 0.2171(4) -0.1491(13) 0.038(2) Uani 1 1 d . . . C4 C 0.7154(4) 0.0322(4) -0.0230(13) 0.052(2) Uani 1 1 d . . . H4A H 0.7487 0.0544 -0.0568 0.063 Uiso 1 1 calc R . . C5 C 0.6658(3) 0.0685(4) 0.0273(10) 0.0336(17) Uani 1 1 d . . . C6 C 0.6195(3) 0.0345(3) 0.0948(8) 0.0208(13) Uani 1 1 d . . . C7 C 0.5718(3) 0.0692(3) 0.1531(8) 0.0245(14) Uani 1 1 d . . . C8 C 0.5243(3) 0.0333(3) 0.2189(8) 0.0239(14) Uani 1 1 d . . . C9 C 0.4786(3) 0.0663(4) 0.2817(9) 0.0308(16) Uani 1 1 d . . . H9A H 0.4786 0.1117 0.2819 0.037 Uiso 1 1 calc R . . C10 C 0.4330(3) 0.0332(4) 0.3440(9) 0.0316(16) Uani 1 1 d . . . H10A H 0.4017 0.0559 0.3867 0.038 Uiso 1 1 calc R . . C11 C 0.7282(3) 0.1765(4) 0.3619(11) 0.0349(18) Uani 1 1 d . . . H11A H 0.7544 0.1737 0.2786 0.042 Uiso 1 1 calc R . . C12 C 0.6487(4) 0.1889(4) 0.4798(11) 0.042(2) Uani 1 1 d . . . H12A H 0.6080 0.1966 0.4958 0.050 Uiso 1 1 calc R . . C13 C 0.6956(4) 0.1744(4) 0.6046(11) 0.0387(19) Uani 1 1 d . . . H13A H 0.6941 0.1703 0.7232 0.046 Uiso 1 1 calc R . . C14 C 0.8029(4) 0.1395(4) 0.6025(12) 0.043(2) Uani 1 1 d . . . H14A H 0.8133 0.1549 0.7215 0.052 Uiso 1 1 calc R . . H14B H 0.8350 0.1542 0.5384 0.052 Uiso 1 1 calc R . . C15 C 0.7529(3) 0.0328(3) 0.5163(9) 0.0347(17) Uani 1 1 d . . . H15A H 0.7192 0.0553 0.4565 0.042 Uiso 1 1 calc R . . C16 C 0.8015(3) 0.0663(4) 0.6025(10) 0.0341(17) Uani 1 1 d . . . C17 C 0.8495(4) 0.0324(4) 0.6936(11) 0.047(2) Uani 1 1 d . . . H17A H 0.8826 0.0549 0.7564 0.056 Uiso 1 1 calc R . . O6 O 0.8866(11) 0.0000 0.229(3) 0.122(7) Uiso 0.70 2 d SPD . 1 C18 C 0.9147(15) 0.0473(12) 0.191(5) 0.110(16) Uiso 0.35 1 d PD . 1 C19 C 0.9201(14) 0.1074(12) 0.284(4) 0.062(8) Uiso 0.35 1 d PD . 1 H19A H 0.8860 0.1110 0.3439 0.093 Uiso 0.35 1 d PR . 1 H19B H 0.9569 0.1090 0.3649 0.093 Uiso 0.35 1 d PR . 1 H19C H 0.9195 0.1420 0.2047 0.093 Uiso 0.35 1 d PR . 1 C20 C 0.9679(12) 0.0358(14) 0.100(4) 0.071(9) Uiso 0.35 1 d PD . 1 H20A H 0.9616 -0.0050 0.0447 0.106 Uiso 0.35 1 d PR . 1 H20B H 0.9685 0.0685 0.0152 0.106 Uiso 0.35 1 d PR . 1 H20C H 1.0059 0.0356 0.1754 0.106 Uiso 0.35 1 d PR . 1 O6' O 0.9694(16) 0.0000 0.406(5) 0.078(10) Uiso 0.30 2 d SPD . 2 C18' C 0.941(3) 0.0474(16) 0.346(7) 0.07(2) Uiso 0.15 1 d PD . 2 C19' C 0.892(4) 0.062(4) 0.204(10) 0.100 Uiso 0.15 1 d PD . 2 H19D H 0.8766 0.0223 0.1548 0.150 Uiso 0.15 1 d PR . 2 H19E H 0.8616 0.0833 0.2551 0.150 Uiso 0.15 1 d PR . 2 H19F H 0.9046 0.0885 0.1172 0.150 Uiso 0.15 1 d PR . 2 C20' C 0.962(4) 0.110(2) 0.427(13) 0.14(4) Uiso 0.15 1 d PD . 2 H20D H 1.0000 0.1005 0.5001 0.209 Uiso 0.30 2 d SPR . 2 H20E H 0.9743 0.1363 0.3407 0.209 Uiso 0.15 1 d PR . 2 H20F H 0.9312 0.1311 0.4786 0.209 Uiso 0.15 1 d PR . 2 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 0.03026(17) 0.02356(18) 0.0415(2) 0.00178(14) 0.01527(13) -0.00236(12) O1 0.050(4) 0.039(3) 0.065(4) 0.006(3) 0.025(3) -0.011(3) O2 0.042(3) 0.035(3) 0.071(4) -0.008(3) 0.017(3) 0.002(3) O3 0.045(3) 0.044(4) 0.045(4) 0.000(3) 0.007(3) 0.001(3) O4 0.038(3) 0.028(3) 0.053(3) 0.002(3) 0.020(3) -0.003(2) O5 0.029(3) 0.024(3) 0.048(3) -0.001(2) 0.018(2) -0.002(2) N1 0.034(3) 0.023(3) 0.043(4) -0.001(3) 0.013(3) -0.003(3) N2 0.037(4) 0.025(3) 0.043(4) -0.002(3) 0.006(3) -0.004(3) C1 0.030(4) 0.034(4) 0.046(5) 0.000(4) 0.012(4) -0.002(3) C2 0.031(4) 0.034(4) 0.046(5) 0.003(4) 0.011(4) -0.004(3) C3 0.030(4) 0.022(4) 0.066(6) -0.007(4) 0.020(4) -0.002(3) C4 0.040(4) 0.039(5) 0.089(7) 0.006(5) 0.044(5) 0.000(4) C5 0.028(4) 0.035(4) 0.040(4) 0.003(4) 0.011(3) -0.004(3) C6 0.019(3) 0.022(3) 0.022(3) 0.003(3) 0.007(3) -0.001(3) C7 0.020(3) 0.031(4) 0.024(4) 0.002(3) 0.009(3) 0.003(3) C8 0.022(3) 0.027(4) 0.024(3) 0.000(3) 0.005(3) 0.001(3) C9 0.030(4) 0.030(4) 0.034(4) 0.005(3) 0.009(3) 0.004(3) C10 0.022(3) 0.043(4) 0.030(4) 0.000(3) 0.007(3) 0.005(3) C11 0.037(4) 0.026(4) 0.044(5) 0.001(3) 0.012(4) -0.004(3) C12 0.041(5) 0.036(4) 0.052(5) 0.005(4) 0.020(4) -0.004(4) C13 0.052(5) 0.031(4) 0.035(4) -0.001(3) 0.011(4) -0.003(4) C14 0.040(5) 0.030(4) 0.059(6) -0.006(4) 0.007(4) -0.007(3) C15 0.031(4) 0.031(4) 0.040(4) 0.002(3) 0.001(3) 0.004(3) C16 0.032(4) 0.038(5) 0.032(4) -0.007(3) 0.002(3) -0.004(3) C17 0.033(4) 0.047(5) 0.056(5) 0.000(4) -0.008(4) -0.007(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 C1 1.871(8) . ? Re1 C2 1.903(9) . ? Re1 C3 1.914(10) . ? Re1 O4 2.083(5) . ? Re1 O5 2.113(5) . ? Re1 N1 2.195(7) . ? O1 C1 1.178(9) . ? O2 C2 1.156(10) . ? O3 C3 1.167(11) . ? O4 C5 1.293(9) . ? O5 C7 1.277(8) . ? N1 C11 1.317(10) . ? N1 C12 1.367(10) . ? N2 C11 1.314(10) . ? N2 C13 1.363(10) . ? N2 C14 1.453(10) . ? C4 C4 1.349(17) 6 ? C4 C5 1.449(10) . ? C4 H4A 0.9500 . ? C5 C6 1.428(9) . ? C6 C7 1.425(8) . ? C6 C6 1.442(13) 6 ? C7 C8 1.462(9) . ? C8 C9 1.386(9) . ? C8 C8 1.395(14) 6 ? C9 C10 1.384(10) . ? C9 H9A 0.9500 . ? C10 C10 1.391(15) 6 ? C10 H10A 0.9500 . ? C11 H11A 0.9500 . ? C12 C13 1.360(11) . ? C12 H12A 0.9500 . ? C13 H13A 0.9500 . ? C14 C16 1.532(11) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C15 1.372(14) 6 ? C15 C16 1.380(9) . ? C15 H15A 0.9500 . ? C16 C17 1.392(11) . ? C17 C17 1.357(17) 6 ? C17 H17A 0.9500 . ? O6 C18 1.236(15) . ? O6 C18 1.236(15) 6 ? O6 H19D 0.7589 . ? C18 C19 1.454(15) . ? C18 C20 1.502(15) . ? C18 C18 1.98(5) 6 ? C18 H19D 1.0036 . ? C18 H19E 1.5563 . ? C18 H19F 1.0442 . ? C19 H19A 0.9600 . ? C19 H19B 0.9599 . ? C19 H19C 0.9602 . ? C19 H19E 1.3867 . ? C19 H19F 1.3748 . ? C19 H20E 1.3654 . ? C20 C20 1.50(6) 6 ? C20 H20A 0.9599 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? O6' C18' 1.232(16) 6 ? O6' C18' 1.232(16) . ? C18' C19' 1.467(16) . ? C18' C20' 1.495(16) . ? C18' C18' 1.98(7) 6 ? C18' H19B 1.3407 . ? C19' H19A 1.5331 . ? C19' H19D 0.9600 . ? C19' H19E 0.9600 . ? C19' H19F 0.9600 . ? C20' C20' 1.91(15) 2_756 ? C20' H19B 0.4895 . ? C20' H20D 0.9721 . ? C20' H20E 0.9600 . ? C20' H20F 0.9599 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Re1 C2 85.2(4) . . ? C1 Re1 C3 86.1(3) . . ? C2 Re1 C3 88.5(3) . . ? C1 Re1 O4 94.1(3) . . ? C2 Re1 O4 174.9(3) . . ? C3 Re1 O4 96.5(3) . . ? C1 Re1 O5 175.0(3) . . ? C2 Re1 O5 98.5(3) . . ? C3 Re1 O5 97.3(3) . . ? O4 Re1 O5 81.9(2) . . ? C1 Re1 N1 94.5(3) . . ? C2 Re1 N1 92.2(3) . . ? C3 Re1 N1 179.1(3) . . ? O4 Re1 N1 82.8(2) . . ? O5 Re1 N1 82.0(2) . . ? C5 O4 Re1 132.4(5) . . ? C7 O5 Re1 132.8(4) . . ? C11 N1 C12 106.3(7) . . ? C11 N1 Re1 126.5(6) . . ? C12 N1 Re1 127.1(6) . . ? C11 N2 C13 107.6(7) . . ? C11 N2 C14 125.2(7) . . ? C13 N2 C14 125.9(7) . . ? O1 C1 Re1 178.4(7) . . ? O2 C2 Re1 177.6(7) . . ? O3 C3 Re1 177.2(7) . . ? C4 C4 C5 121.6(4) 6 . ? C4 C4 H4A 119.2 6 . ? C5 C4 H4A 119.2 . . ? O4 C5 C6 127.1(7) . . ? O4 C5 C4 114.7(6) . . ? C6 C5 C4 118.1(7) . . ? C7 C6 C5 119.3(6) . . ? C7 C6 C6 120.7(4) . 6 ? C5 C6 C6 119.9(4) . 6 ? O5 C7 C6 126.5(6) . . ? O5 C7 C8 115.2(6) . . ? C6 C7 C8 118.3(6) . . ? C9 C8 C8 119.8(4) . 6 ? C9 C8 C7 119.2(6) . . ? C8 C8 C7 120.9(4) 6 . ? C10 C9 C8 120.2(7) . . ? C10 C9 H9A 119.9 . . ? C8 C9 H9A 119.9 . . ? C9 C10 C10 120.0(4) . 6 ? C9 C10 H10A 120.0 . . ? C10 C10 H10A 120.0 6 . ? N2 C11 N1 111.4(7) . . ? N2 C11 H11A 124.3 . . ? N1 C11 H11A 124.3 . . ? C13 C12 N1 108.1(7) . . ? C13 C12 H12A 125.9 . . ? N1 C12 H12A 125.9 . . ? C12 C13 N2 106.6(7) . . ? C12 C13 H13A 126.7 . . ? N2 C13 H13A 126.7 . . ? N2 C14 C16 112.2(6) . . ? N2 C14 H14A 109.2 . . ? C16 C14 H14A 109.2 . . ? N2 C14 H14B 109.2 . . ? C16 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? C15 C15 C16 120.5(4) 6 . ? C15 C15 H15A 119.7 6 . ? C16 C15 H15A 119.7 . . ? C15 C16 C17 118.8(7) . . ? C15 C16 C14 121.5(7) . . ? C17 C16 C14 119.6(7) . . ? C17 C17 C16 120.6(5) 6 . ? C17 C17 H17A 119.7 6 . ? C16 C17 H17A 119.7 . . ? C18 O6 C18 107(3) . 6 ? C18 O6 H19D 54.2 . . ? C18 O6 H19D 113.6 6 . ? O6 C18 C19 125(2) . . ? O6 C18 C20 117(3) . . ? C19 C18 C20 112(2) . . ? O6 C18 C18 36.7(16) . 6 ? C19 C18 C18 149.7(19) . 6 ? C20 C18 C18 80.8(15) . 6 ? O6 C18 H19D 37.8 . . ? C19 C18 H19D 126.6 . . ? C20 C18 H19D 118.6 . . ? C18 C18 H19D 58.5 6 . ? O6 C18 H19E 82.2 . . ? C19 C18 H19E 54.7 . . ? C20 C18 H19E 159.3 . . ? C18 C18 H19E 118.9 6 . ? H19D C18 H19E 71.9 . . ? O6 C18 H19F 136.4 . . ? C19 C18 H19F 64.3 . . ? C20 C18 H19F 89.0 . . ? C18 C18 H19F 145.5 6 . ? H19D C18 H19F 99.9 . . ? H19E C18 H19F 71.1 . . ? C18 C19 H19A 108.0 . . ? C18 C19 H19B 111.4 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 108.9 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C19 H19E 66.4 . . ? H19A C19 H19E 46.4 . . ? H19B C19 H19E 144.3 . . ? H19C C19 H19E 104.4 . . ? C18 C19 H19F 43.2 . . ? H19A C19 H19F 113.3 . . ? H19B C19 H19F 135.5 . . ? H19C C19 H19F 66.9 . . ? H19E C19 H19F 69.2 . . ? C18 C19 H20E 123.3 . . ? H19A C19 H20E 122.4 . . ? H19B C19 H20E 30.9 . . ? H19C C19 H20E 78.5 . . ? H19E C19 H20E 168.8 . . ? H19F C19 H20E 121.4 . . ? C20 C20 C18 99.2(15) 6 . ? C20 C20 H20A 27.1 6 . ? C18 C20 H20A 106.9 . . ? C20 C20 H20B 135.5 6 . ? C18 C20 H20B 108.6 . . ? H20A C20 H20B 109.5 . . ? C20 C20 H20C 89.7 6 . ? C18 C20 H20C 112.9 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C18' O6' C18' 107(5) 6 . ? O6' C18' C19' 137(4) . . ? O6' C18' C20' 115(3) . . ? C19' C18' C20' 107(3) . . ? O6' C18' C18' 36(2) . 6 ? C19' C18' C18' 102(3) . 6 ? C20' C18' C18' 151(3) . 6 ? O6' C18' H19B 128.3 . . ? C19' C18' H19B 92.3 . . ? C20' C18' H19B 18.9 . . ? C18' C18' H19B 164.3 6 . ? C18' C19' H19A 74.2 . . ? C18' C19' H19D 108.5 . . ? H19A C19' H19D 143.6 . . ? C18' C19' H19E 105.7 . . ? H19A C19' H19E 39.8 . . ? H19D C19' H19E 109.5 . . ? C18' C19' H19F 114.2 . . ? H19A C19' H19F 101.5 . . ? H19D C19' H19F 109.5 . . ? H19E C19' H19F 109.5 . . ? C18' C20' C20' 117(4) . 2_756 ? C18' C20' H19B 62.5 . . ? C20' C20' H19B 130.6 2_756 . ? C18' C20' H20D 105.8 . . ? C20' C20' H20D 11.2 2_756 . ? H19B C20' H20D 129.4 . . ? C18' C20' H20E 107.7 . . ? C20' C20' H20E 95.8 2_756 . ? H19B C20' H20E 48.4 . . ? H20D C20' H20E 102.2 . . ? C18' C20' H20F 113.5 . . ? C20' C20' H20F 111.9 2_756 . ? H19B C20' H20F 112.0 . . ? H20D C20' H20F 117.2 . . ? H20E C20' H20F 109.5 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.743 _refine_diff_density_min -1.304 _refine_diff_density_rms 0.230