Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2002 data_global _audit_creation_method SHELXL _journal_coden_Cambridge 182 _pub_requested_journal 'J. Chem. Soc., Chem. Commun' _audit_creation_method SHELXL _publ_contact_author_name 'Dr Julio Perez' _publ_contact_author_address ; Departamento de Quimica Organica e Inorganica/IUQOEM-Facultad de Química Universidad de Oviedo C/ Julian Claveria s/n 33006 Oviedo (ASTURIAS) SPAIN ; _publ_contact_author_phone '+34-85-102985' _publ_contact_author_fax '+34-85-103446' _publ_contact_author_email 'japm@sauron.quimica.uniovi.es' ; loop_ _publ_author_name _publ_author_address 'Eva Hevia' ; Departamento de Quimica Organica e Inorganica/IUQOEM-Facultad de Química Universidad de Oviedo C/ Julian Claveria s/n 33006 Oviedo (ASTURIAS) SPAIN ; 'Julio Perez' ; Departamento de Quimica Organica e Inorganica/IUQOEM-Facultad de Química Universidad de Oviedo C/ Julian Claveria s/n 33006 Oviedo (ASTURIAS) SPAIN ; 'Victor Riera' ; Departamento de Quimica Organica e Inorganica/IUQOEM-Facultad de Química Universidad de Oviedo C/ Julian Claveria s/n 33006 Oviedo (ASTURIAS) SPAIN ; 'Daniel Miguel' ; Departamento de Quimica Inorganica Facultad de Ciencias Universidad de Valladolid 47071 Valladolid SPAIN ; #-------------------------- data section of block --------------------------- data_Compound_4a_(ehf14d) _database_code_CSD 182882 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H21 N4 O4 Re. 0.5CH2Cl2 ' _chemical_formula_weight 646.10 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Re' 'Re' -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 17.650(2) _cell_length_b 8.5444(11) _cell_length_c 16.448(2) _cell_angle_alpha 90.00 _cell_angle_beta 105.882(2) _cell_angle_gamma 90.00 _cell_volume 2385.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description PRISM _exptl_crystal_colour ORANGE _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.799 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1260 _exptl_absorpt_coefficient_mu 5.243 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.704555 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details ? _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10333 _diffrn_reflns_av_R_equivalents 0.0332 _diffrn_reflns_av_sigmaI/netI 0.0394 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.20 _diffrn_reflns_theta_max 23.27 _reflns_number_total 3444 _reflns_number_gt 2772 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0277P)^2^+1.1065P] where P==(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3444 _refine_ls_number_parameters 301 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0356 _refine_ls_R_factor_gt 0.0255 _refine_ls_wR_factor_ref 0.0606 _refine_ls_wR_factor_gt 0.0544 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _refine_ls_shift/su_max 0.004 _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 0.284300(14) 0.88328(3) 0.807582(14) 0.03325(9) Uani 1 1 d . . . N1 N 0.1770(3) 1.0250(5) 0.7736(3) 0.0351(12) Uani 1 1 d . . . N2 N 0.3177(3) 1.1118(5) 0.8652(3) 0.0338(11) Uani 1 1 d . . . N3 N 0.2486(3) 0.8333(5) 0.9218(3) 0.0366(12) Uani 1 1 d . . . N4 N 0.1741(3) 0.7111(6) 1.0003(3) 0.0526(15) Uani 1 1 d . . . H4 H 0.2046 0.7543 1.0445 0.063 Uiso 1 1 calc R . . C1 C 0.3160(4) 0.9419(7) 0.7100(4) 0.0438(16) Uani 1 1 d . . . O1 O 0.3383(3) 0.9763(6) 0.6523(3) 0.0668(14) Uani 1 1 d . . . C2 C 0.2372(4) 0.6969(8) 0.7478(4) 0.0444(16) Uani 1 1 d . . . O2 O 0.2092(3) 0.5930(5) 0.7069(3) 0.0659(14) Uani 1 1 d . . . C3 C 0.3804(4) 0.7741(7) 0.8452(4) 0.0468(16) Uani 1 1 d . . . O3 O 0.4396(3) 0.7062(6) 0.8679(3) 0.0675(14) Uani 1 1 d . . . C4 C 0.1871(3) 0.7381(6) 0.9235(4) 0.0360(14) Uani 1 1 d . . . O4 O 0.1449(2) 0.6769(5) 0.8588(2) 0.0418(10) Uani 1 1 d . . . C5 C 0.1101(4) 0.6115(8) 1.0100(4) 0.0553(18) Uani 1 1 d . . . H5A H 0.0647 0.6275 0.9618 0.066 Uiso 1 1 calc R . . H5B H 0.0954 0.6444 1.0601 0.066 Uiso 1 1 calc R . . C6 C 0.1287(5) 0.4414(9) 1.0174(5) 0.084(3) Uani 1 1 d . . . H6A H 0.1373 0.4046 0.9655 0.127 Uiso 1 1 calc R . . H6B H 0.0854 0.3854 1.0285 0.127 Uiso 1 1 calc R . . H6C H 0.1753 0.4246 1.0629 0.127 Uiso 1 1 calc R . . C11 C 0.1063(3) 0.9702(8) 0.7309(3) 0.0433(16) Uani 1 1 d . . . H11 H 0.1009 0.8639 0.7184 0.052 Uiso 1 1 calc R . . C12 C 0.0413(4) 1.0656(8) 0.7049(4) 0.0495(17) Uani 1 1 d . . . H12 H -0.0072 1.0250 0.6748 0.059 Uiso 1 1 calc R . . C13 C 0.0495(4) 1.2210(9) 0.7244(4) 0.0534(18) Uani 1 1 d . . . H13 H 0.0067 1.2879 0.7062 0.064 Uiso 1 1 calc R . . C14 C 0.1204(4) 1.2789(8) 0.7706(4) 0.0520(18) Uani 1 1 d . . . H14 H 0.1262 1.3844 0.7849 0.062 Uiso 1 1 calc R . . C15 C 0.1837(3) 1.1766(7) 0.7957(3) 0.0373(14) Uani 1 1 d . . . C16 C 0.2614(4) 1.2250(7) 0.8497(3) 0.0375(15) Uani 1 1 d . . . C17 C 0.2759(4) 1.3704(7) 0.8867(4) 0.0509(17) Uani 1 1 d . . . H17 H 0.2371 1.4472 0.8754 0.061 Uiso 1 1 calc R . . C18 C 0.3492(5) 1.3999(8) 0.9410(4) 0.0599(19) Uani 1 1 d . . . H18 H 0.3599 1.4973 0.9668 0.072 Uiso 1 1 calc R . . C19 C 0.4055(4) 1.2879(8) 0.9568(4) 0.0577(19) Uani 1 1 d . . . H19 H 0.4548 1.3071 0.9937 0.069 Uiso 1 1 calc R . . C20 C 0.3887(4) 1.1446(7) 0.9171(3) 0.0442(15) Uani 1 1 d . . . H20 H 0.4279 1.0686 0.9268 0.053 Uiso 1 1 calc R . . C21 C 0.2918(3) 0.9052(6) 1.0003(3) 0.0336(14) Uani 1 1 d . . . C22 C 0.3631(4) 0.8471(7) 1.0458(4) 0.0463(16) Uani 1 1 d . . . H22 H 0.3833 0.7581 1.0267 0.056 Uiso 1 1 calc R . . C23 C 0.4059(4) 0.9196(7) 1.1203(4) 0.0492(17) Uani 1 1 d . . . H23 H 0.4540 0.8773 1.1503 0.059 Uiso 1 1 calc R . . C24 C 0.3785(4) 1.0523(7) 1.1503(4) 0.0460(16) Uani 1 1 d . . . C25 C 0.3065(4) 1.1108(7) 1.1033(4) 0.0475(16) Uani 1 1 d . . . H25 H 0.2868 1.2009 1.1219 0.057 Uiso 1 1 calc R . . C26 C 0.2634(4) 1.0400(7) 1.0303(4) 0.0427(15) Uani 1 1 d . . . H26 H 0.2151 1.0819 1.0006 0.051 Uiso 1 1 calc R . . C27 C 0.4253(4) 1.1309(8) 1.2305(4) 0.064(2) Uani 1 1 d . . . H27A H 0.4710 1.0692 1.2562 0.097 Uiso 1 1 calc R . . H27B H 0.3932 1.1403 1.2690 0.097 Uiso 1 1 calc R . . H27C H 0.4413 1.2331 1.2175 0.097 Uiso 1 1 calc R . . Cl91 Cl -0.0168(2) 0.5613(4) 0.5760(2) 0.1481(12) Uiso 1 1 d . . . C90 C 0.0463(10) 0.481(2) 0.5429(11) 0.100 Uiso 0.50 1 d PG . . H90A H 0.0836 0.5628 0.5601 0.100 Uiso 0.50 1 d PR . . H90B H 0.0516 0.3900 0.5798 0.100 Uiso 0.50 1 d PR . . 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 0.03228(14) 0.03554(14) 0.03129(14) -0.00024(12) 0.00761(9) 0.00275(13) N1 0.037(3) 0.039(3) 0.031(3) 0.001(2) 0.010(2) 0.004(2) N2 0.031(3) 0.042(3) 0.027(2) 0.003(2) 0.005(2) -0.006(2) N3 0.039(3) 0.042(3) 0.024(3) 0.000(2) 0.001(2) 0.000(2) N4 0.060(4) 0.068(4) 0.030(3) -0.004(3) 0.013(3) -0.030(3) C1 0.049(4) 0.038(4) 0.039(4) -0.001(3) 0.005(3) 0.009(3) O1 0.092(4) 0.068(3) 0.051(3) 0.004(3) 0.038(3) -0.001(3) C2 0.040(4) 0.059(4) 0.035(4) 0.003(3) 0.013(3) 0.008(3) O2 0.081(4) 0.059(3) 0.060(3) -0.028(3) 0.023(3) -0.016(3) C3 0.055(5) 0.043(4) 0.045(4) -0.002(3) 0.018(3) 0.000(3) O3 0.051(3) 0.075(4) 0.073(3) 0.008(3) 0.013(3) 0.023(3) C4 0.032(4) 0.032(3) 0.041(4) 0.005(3) 0.004(3) 0.005(3) O4 0.037(2) 0.050(3) 0.035(2) -0.0092(19) 0.0036(19) -0.009(2) C5 0.054(4) 0.072(5) 0.042(4) -0.004(4) 0.018(3) -0.018(4) C6 0.098(7) 0.067(6) 0.099(6) -0.002(5) 0.046(5) -0.023(5) C11 0.033(4) 0.056(4) 0.037(4) 0.003(3) 0.002(3) 0.000(3) C12 0.036(4) 0.068(5) 0.040(4) 0.010(3) 0.004(3) 0.004(3) C13 0.031(4) 0.071(5) 0.057(4) 0.018(4) 0.011(3) 0.021(4) C14 0.050(5) 0.046(4) 0.064(5) 0.011(3) 0.020(4) 0.017(4) C15 0.037(4) 0.040(4) 0.037(3) 0.006(3) 0.014(3) 0.006(3) C16 0.047(4) 0.033(4) 0.035(3) 0.003(3) 0.016(3) 0.001(3) C17 0.067(5) 0.038(4) 0.049(4) 0.001(3) 0.018(4) 0.000(4) C18 0.084(6) 0.046(4) 0.051(4) -0.010(3) 0.022(4) -0.015(4) C19 0.052(5) 0.065(5) 0.048(4) -0.002(4) 0.000(3) -0.018(4) C20 0.041(4) 0.051(4) 0.040(3) 0.002(3) 0.009(3) -0.009(3) C21 0.034(3) 0.038(4) 0.028(3) 0.003(3) 0.007(3) -0.008(3) C22 0.055(4) 0.039(4) 0.040(4) -0.007(3) 0.006(3) 0.001(3) C23 0.046(4) 0.058(5) 0.038(4) 0.002(3) 0.001(3) -0.001(3) C24 0.060(5) 0.045(4) 0.035(4) -0.003(3) 0.015(3) -0.015(3) C25 0.062(5) 0.039(4) 0.044(4) -0.004(3) 0.021(3) -0.005(4) C26 0.040(4) 0.047(4) 0.039(4) -0.001(3) 0.008(3) 0.001(3) C27 0.073(5) 0.077(5) 0.038(4) -0.015(4) 0.007(3) -0.021(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 C3 1.885(7) . ? Re1 C1 1.905(7) . ? Re1 C2 1.936(7) . ? Re1 N2 2.180(5) . ? Re1 N3 2.182(5) . ? Re1 N1 2.188(5) . ? N1 C11 1.337(7) . ? N1 C15 1.342(7) . ? N2 C20 1.339(7) . ? N2 C16 1.360(7) . ? N3 C4 1.362(7) . ? N3 C21 1.445(7) . ? N4 C4 1.365(7) . ? N4 C5 1.458(8) . ? C1 O1 1.161(7) . ? C2 O2 1.141(7) . ? C3 O3 1.165(7) . ? C4 O4 1.236(6) . ? C5 C6 1.487(9) . ? C11 C12 1.377(8) . ? C12 C13 1.365(9) . ? C13 C14 1.366(9) . ? C14 C15 1.389(8) . ? C15 C16 1.474(8) . ? C16 C17 1.376(8) . ? C17 C18 1.378(9) . ? C18 C19 1.353(9) . ? C19 C20 1.380(8) . ? C21 C22 1.369(8) . ? C21 C26 1.398(8) . ? C22 C23 1.397(8) . ? C23 C24 1.376(8) . ? C24 C25 1.388(9) . ? C24 C27 1.509(8) . ? C25 C26 1.375(8) . ? Cl91 C90 1.531(17) . ? Cl91 C90 1.915(17) 3_566 ? C90 C90 1.87(3) 3_566 ? C90 Cl91 1.915(17) 3_566 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 Re1 C1 87.8(3) . . ? C3 Re1 C2 89.0(3) . . ? C1 Re1 C2 88.4(3) . . ? C3 Re1 N2 100.9(2) . . ? C1 Re1 N2 91.4(2) . . ? C2 Re1 N2 170.1(2) . . ? C3 Re1 N3 93.8(2) . . ? C1 Re1 N3 176.0(2) . . ? C2 Re1 N3 95.2(2) . . ? N2 Re1 N3 84.75(16) . . ? C3 Re1 N1 174.7(2) . . ? C1 Re1 N1 94.1(2) . . ? C2 Re1 N1 95.9(2) . . ? N2 Re1 N1 74.19(17) . . ? N3 Re1 N1 83.93(16) . . ? C11 N1 C15 118.8(5) . . ? C11 N1 Re1 123.9(4) . . ? C15 N1 Re1 117.3(4) . . ? C20 N2 C16 118.6(5) . . ? C20 N2 Re1 124.0(4) . . ? C16 N2 Re1 117.3(4) . . ? C4 N3 C21 117.7(5) . . ? C4 N3 Re1 123.6(4) . . ? C21 N3 Re1 118.7(4) . . ? C4 N4 C5 122.1(5) . . ? O1 C1 Re1 177.3(5) . . ? O2 C2 Re1 174.8(5) . . ? O3 C3 Re1 179.6(6) . . ? O4 C4 N3 122.1(6) . . ? O4 C4 N4 120.7(5) . . ? N3 C4 N4 117.1(5) . . ? N4 C5 C6 114.8(6) . . ? N1 C11 C12 122.3(6) . . ? C13 C12 C11 118.5(6) . . ? C12 C13 C14 120.4(6) . . ? C13 C14 C15 118.5(6) . . ? N1 C15 C14 121.5(6) . . ? N1 C15 C16 115.7(5) . . ? C14 C15 C16 122.8(6) . . ? N2 C16 C17 121.3(6) . . ? N2 C16 C15 115.2(5) . . ? C17 C16 C15 123.4(6) . . ? C16 C17 C18 118.7(6) . . ? C19 C18 C17 120.3(6) . . ? C18 C19 C20 119.0(6) . . ? N2 C20 C19 122.0(6) . . ? C22 C21 C26 118.1(5) . . ? C22 C21 N3 121.0(5) . . ? C26 C21 N3 120.8(5) . . ? C21 C22 C23 120.9(6) . . ? C24 C23 C22 121.4(6) . . ? C23 C24 C25 117.1(6) . . ? C23 C24 C27 121.2(6) . . ? C25 C24 C27 121.7(6) . . ? C26 C25 C24 122.1(6) . . ? C25 C26 C21 120.3(6) . . ? C90 Cl91 C90 64.7(10) . 3_566 ? Cl91 C90 C90 67.6(11) . 3_566 ? Cl91 C90 Cl91 115.3(10) . 3_566 ? C90 C90 Cl91 47.7(8) 3_566 3_566 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 23.27 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.058 _refine_diff_density_min -1.067 _refine_diff_density_rms 0.092 #======END data_Compound_5_(ehf39am) _database_code_CSD 182883 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H23 N4 O4 Re' _chemical_formula_weight 665.70 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 10.056(2) _cell_length_b 25.335(6) _cell_length_c 10.233(2) _cell_angle_alpha 90.00 _cell_angle_beta 98.774(4) _cell_angle_gamma 90.00 _cell_volume 2576.7(10) _cell_formula_units_Z 4 _cell_measurement_temperature 299(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description PRISM _exptl_crystal_colour YELLOW _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.716 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1304 _exptl_absorpt_coefficient_mu 4.757 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.652079 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 299(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11333 _diffrn_reflns_av_R_equivalents 0.0655 _diffrn_reflns_av_sigmaI/netI 0.0710 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 23.28 _reflns_number_total 3699 _reflns_number_gt 2690 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0728P)^2^+0.0000P] where P==(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3699 _refine_ls_number_parameters 336 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0843 _refine_ls_R_factor_gt 0.0547 _refine_ls_wR_factor_ref 0.1293 _refine_ls_wR_factor_gt 0.1176 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.004 _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 0.22400(4) 0.100365(17) 1.05282(5) 0.03506(19) Uani 1 1 d . . . N1 N 0.0539(7) 0.1452(3) 0.9583(9) 0.029(2) Uani 1 1 d . . . N2 N 0.1856(9) 0.0730(3) 0.8510(9) 0.035(2) Uani 1 1 d . . . N3 N 0.3397(8) 0.1602(3) 0.9678(9) 0.032(2) Uani 1 1 d . . . N4 N 0.4043(8) 0.2492(3) 0.9379(10) 0.041(3) Uani 1 1 d . . . C1 C 0.1150(12) 0.0470(5) 1.1192(13) 0.045(3) Uani 1 1 d . . . O1 O 0.0564(10) 0.0155(4) 1.1613(11) 0.078(3) Uani 1 1 d . . . C2 C 0.3771(12) 0.0574(5) 1.1218(12) 0.043(3) Uani 1 1 d . . . O2 O 0.4615(9) 0.0313(4) 1.1620(10) 0.072(3) Uani 1 1 d . . . C3 C 0.2471(10) 0.1322(5) 1.2231(13) 0.045(3) Uani 1 1 d . . . O3 O 0.2577(10) 0.1514(4) 1.3273(10) 0.072(3) Uani 1 1 d . . . C4 C 0.3254(11) 0.2114(4) 0.9965(12) 0.039(3) Uani 1 1 d . . . O4 O 0.2501(8) 0.2272(3) 1.0723(8) 0.052(2) Uani 1 1 d . . . C11 C -0.0097(11) 0.1827(4) 1.0205(13) 0.043(3) Uani 1 1 d . . . H11 H 0.0164 0.1878 1.1107 0.051 Uiso 1 1 calc R . . C12 C -0.1090(12) 0.2128(5) 0.9567(16) 0.059(4) Uani 1 1 d . . . H12 H -0.1513 0.2378 1.0027 0.071 Uiso 1 1 calc R . . C13 C -0.1477(12) 0.2063(6) 0.8233(16) 0.063(4) Uani 1 1 d . . . H13 H -0.2162 0.2269 0.7779 0.076 Uiso 1 1 calc R . . C14 C -0.0834(12) 0.1687(5) 0.7569(14) 0.054(4) Uani 1 1 d . . . H14 H -0.1064 0.1640 0.6661 0.065 Uiso 1 1 calc R . . C15 C 0.0150(11) 0.1386(5) 0.8288(12) 0.040(3) Uani 1 1 d . . . C16 C 0.0877(11) 0.0963(4) 0.7676(12) 0.039(3) Uani 1 1 d . . . C17 C 0.0612(13) 0.0830(5) 0.6354(13) 0.054(3) Uani 1 1 d . . . H17 H -0.0087 0.0993 0.5800 0.064 Uiso 1 1 calc R . . C18 C 0.1377(15) 0.0459(6) 0.5870(14) 0.066(4) Uani 1 1 d . . . H18 H 0.1221 0.0373 0.4976 0.079 Uiso 1 1 calc R . . C19 C 0.2371(14) 0.0215(5) 0.6694(14) 0.060(4) Uani 1 1 d . . . H19 H 0.2904 -0.0041 0.6379 0.072 Uiso 1 1 calc R . . C20 C 0.2569(12) 0.0353(4) 0.7995(13) 0.047(3) Uani 1 1 d . . . H20 H 0.3236 0.0178 0.8562 0.056 Uiso 1 1 calc R . . C21 C 0.4167(11) 0.1455(4) 0.8674(11) 0.033(3) Uani 1 1 d . . . C22 C 0.3816(12) 0.1594(4) 0.7363(12) 0.045(3) Uani 1 1 d . . . H22 H 0.3092 0.1819 0.7109 0.054 Uiso 1 1 calc R . . C23 C 0.4546(17) 0.1396(6) 0.6428(14) 0.068(4) Uani 1 1 d . . . H23 H 0.4299 0.1490 0.5545 0.082 Uiso 1 1 calc R . . C24 C 0.5625(15) 0.1067(6) 0.6770(17) 0.064(4) Uani 1 1 d . . . C25 C 0.5988(13) 0.0949(5) 0.8050(14) 0.051(3) Uani 1 1 d . . . H25 H 0.6728 0.0731 0.8303 0.061 Uiso 1 1 calc R . . C26 C 0.5286(11) 0.1143(4) 0.8997(12) 0.041(3) Uani 1 1 d . . . H26 H 0.5576 0.1061 0.9881 0.049 Uiso 1 1 calc R . . C27 C 0.6320(19) 0.0828(8) 0.5668(18) 0.111(7) Uani 1 1 d . . . H27A H 0.7196 0.0702 0.6039 0.167 Uiso 1 1 calc R . . H27B H 0.6406 0.1093 0.5017 0.167 Uiso 1 1 calc R . . H27C H 0.5790 0.0540 0.5261 0.167 Uiso 1 1 calc R . . C31 C 0.3423(11) 0.2935(5) 0.8772(11) 0.040(3) Uani 1 1 d . . . C32 C 0.2065(12) 0.2933(5) 0.8330(13) 0.053(3) Uani 1 1 d . . . H32 H 0.1544 0.2640 0.8465 0.064 Uiso 1 1 calc R . . C33 C 0.1488(14) 0.3371(6) 0.7685(14) 0.067(4) Uani 1 1 d . . . H33 H 0.0567 0.3371 0.7382 0.080 Uiso 1 1 calc R . . C34 C 0.2226(19) 0.3809(5) 0.7473(15) 0.072(5) Uani 1 1 d . . . H34 H 0.1817 0.4105 0.7048 0.086 Uiso 1 1 calc R . . C35 C 0.3562(16) 0.3799(5) 0.7896(14) 0.055(4) Uani 1 1 d . . . H35 H 0.4085 0.4089 0.7746 0.066 Uiso 1 1 calc R . . C36 C 0.4157(13) 0.3370(4) 0.8543(12) 0.045(3) Uani 1 1 d . . . H36 H 0.5079 0.3373 0.8834 0.054 Uiso 1 1 calc R . . C40 C 0.5467(12) 0.2470(5) 0.9699(14) 0.059(4) Uani 1 1 d . . . H40A H 0.5860 0.2480 0.8901 0.088 Uiso 1 1 calc R . . H40B H 0.5724 0.2149 1.0168 0.088 Uiso 1 1 calc R . . H40C H 0.5781 0.2766 1.0245 0.088 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 0.0384(3) 0.0283(3) 0.0398(3) 0.0062(2) 0.01005(19) 0.0029(2) N1 0.019(4) 0.027(5) 0.039(6) 0.015(4) -0.007(4) 0.003(4) N2 0.047(6) 0.030(5) 0.028(6) 0.005(4) 0.009(5) -0.001(5) N3 0.034(5) 0.020(5) 0.045(6) -0.002(4) 0.014(4) -0.001(4) N4 0.029(5) 0.024(5) 0.071(8) 0.002(5) 0.009(5) -0.002(4) C1 0.039(7) 0.044(8) 0.056(9) 0.011(6) 0.015(6) -0.003(6) O1 0.087(7) 0.058(7) 0.096(9) 0.022(6) 0.035(6) -0.018(6) C2 0.039(7) 0.040(7) 0.047(8) 0.005(6) 0.003(6) 0.005(6) O2 0.049(5) 0.057(6) 0.107(9) 0.037(6) 0.006(5) 0.024(5) C3 0.024(6) 0.061(9) 0.048(9) 0.031(7) 0.002(6) -0.010(6) O3 0.081(7) 0.095(8) 0.038(7) -0.016(6) 0.008(5) 0.004(6) C4 0.036(6) 0.037(7) 0.042(8) 0.004(6) 0.000(6) -0.006(5) O4 0.062(6) 0.038(5) 0.064(7) -0.014(4) 0.032(5) 0.000(4) C11 0.034(6) 0.039(7) 0.057(9) 0.004(6) 0.013(6) 0.012(6) C12 0.047(8) 0.051(9) 0.081(12) 0.005(8) 0.015(8) 0.012(7) C13 0.032(7) 0.064(10) 0.091(13) 0.024(9) 0.002(7) 0.023(7) C14 0.047(8) 0.067(9) 0.046(9) 0.016(7) 0.002(7) 0.004(7) C15 0.032(6) 0.044(7) 0.042(8) 0.018(6) -0.002(6) -0.009(6) C16 0.043(6) 0.030(6) 0.044(8) 0.013(6) 0.012(6) -0.003(6) C17 0.059(8) 0.063(9) 0.035(8) 0.002(6) -0.003(6) -0.005(7) C18 0.077(10) 0.077(11) 0.040(9) -0.017(8) -0.001(8) 0.004(9) C19 0.077(10) 0.050(9) 0.059(10) -0.030(7) 0.024(8) -0.010(7) C20 0.055(8) 0.021(6) 0.067(10) 0.000(6) 0.020(7) -0.009(6) C21 0.045(7) 0.027(6) 0.028(7) -0.003(5) 0.005(5) 0.007(5) C22 0.059(8) 0.039(7) 0.037(8) 0.014(6) 0.007(6) -0.002(6) C23 0.106(13) 0.064(10) 0.041(9) 0.003(7) 0.029(9) -0.028(9) C24 0.068(9) 0.053(9) 0.079(12) -0.016(8) 0.040(9) 0.006(8) C25 0.053(8) 0.043(8) 0.062(10) 0.002(7) 0.024(7) 0.004(6) C26 0.045(7) 0.034(7) 0.048(8) 0.008(5) 0.020(6) 0.001(5) C27 0.125(16) 0.139(18) 0.085(14) -0.042(12) 0.064(12) -0.007(13) C31 0.043(7) 0.036(7) 0.043(8) -0.007(6) 0.012(6) 0.003(6) C32 0.054(8) 0.034(7) 0.067(10) -0.005(7) -0.004(7) -0.004(6) C33 0.061(9) 0.064(10) 0.064(11) -0.014(8) -0.024(8) 0.015(8) C34 0.119(15) 0.034(8) 0.055(10) 0.002(7) -0.005(10) 0.016(9) C35 0.084(11) 0.033(8) 0.051(9) 0.004(6) 0.019(8) 0.000(7) C36 0.060(8) 0.033(7) 0.044(8) 0.003(6) 0.015(6) -0.007(6) C40 0.058(9) 0.036(7) 0.085(11) 0.006(7) 0.018(8) 0.000(6) _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 1.902(15) . ? Re1 C1 1.928(12) . ? Re1 C2 1.929(12) . ? Re1 N1 2.155(7) . ? Re1 N2 2.157(9) . ? Re1 N3 2.171(8) . ? N1 C15 1.334(14) . ? N1 C11 1.358(13) . ? N2 C16 1.338(14) . ? N2 C20 1.348(14) . ? N3 C4 1.344(13) . ? N3 C21 1.427(13) . ? N4 C31 1.384(14) . ? N4 C40 1.421(15) . ? N4 C4 1.432(14) . ? C1 O1 1.117(13) . ? C2 O2 1.105(13) . ? C3 O3 1.162(15) . ? C4 O4 1.231(13) . ? C11 C12 1.343(16) . ? C12 C13 1.371(19) . ? C13 C14 1.386(18) . ? C14 C15 1.371(16) . ? C15 C16 1.487(16) . ? C16 C17 1.381(17) . ? C17 C18 1.355(18) . ? C18 C19 1.356(19) . ? C19 C20 1.362(17) . ? C21 C26 1.374(15) . ? C21 C22 1.379(15) . ? C22 C23 1.387(18) . ? C23 C24 1.37(2) . ? C24 C25 1.34(2) . ? C24 C27 1.538(19) . ? C25 C26 1.375(16) . ? C31 C36 1.366(15) . ? C31 C32 1.371(15) . ? C32 C33 1.375(17) . ? C33 C34 1.37(2) . ? C34 C35 1.35(2) . ? C35 C36 1.364(17) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 Re1 C1 88.3(5) . . ? C3 Re1 C2 85.7(5) . . ? C1 Re1 C2 86.6(5) . . ? C3 Re1 N1 99.5(4) . . ? C1 Re1 N1 94.1(4) . . ? C2 Re1 N1 174.7(4) . . ? C3 Re1 N2 173.1(4) . . ? C1 Re1 N2 94.8(5) . . ? C2 Re1 N2 100.7(4) . . ? N1 Re1 N2 74.1(3) . . ? C3 Re1 N3 94.2(4) . . ? C1 Re1 N3 176.9(4) . . ? C2 Re1 N3 95.4(4) . . ? N1 Re1 N3 83.7(3) . . ? N2 Re1 N3 82.5(3) . . ? C15 N1 C11 117.7(9) . . ? C15 N1 Re1 118.2(7) . . ? C11 N1 Re1 123.9(8) . . ? C16 N2 C20 116.6(11) . . ? C16 N2 Re1 118.3(8) . . ? C20 N2 Re1 125.0(8) . . ? C4 N3 C21 119.7(9) . . ? C4 N3 Re1 120.3(7) . . ? C21 N3 Re1 119.4(6) . . ? C31 N4 C40 120.3(9) . . ? C31 N4 C4 119.2(9) . . ? C40 N4 C4 118.8(10) . . ? O1 C1 Re1 177.1(12) . . ? O2 C2 Re1 177.3(11) . . ? O3 C3 Re1 178.2(10) . . ? O4 C4 N3 123.2(10) . . ? O4 C4 N4 118.8(10) . . ? N3 C4 N4 118.0(10) . . ? C12 C11 N1 122.6(12) . . ? C11 C12 C13 119.5(13) . . ? C12 C13 C14 119.2(12) . . ? C15 C14 C13 118.1(13) . . ? N1 C15 C14 122.8(12) . . ? N1 C15 C16 114.8(9) . . ? C14 C15 C16 122.4(12) . . ? N2 C16 C17 122.0(11) . . ? N2 C16 C15 114.3(10) . . ? C17 C16 C15 123.7(11) . . ? C18 C17 C16 119.5(13) . . ? C19 C18 C17 119.7(13) . . ? C18 C19 C20 118.4(13) . . ? N2 C20 C19 123.8(12) . . ? C26 C21 C22 117.4(10) . . ? C26 C21 N3 119.4(10) . . ? C22 C21 N3 123.1(10) . . ? C21 C22 C23 119.6(12) . . ? C24 C23 C22 121.7(14) . . ? C25 C24 C23 118.3(12) . . ? C25 C24 C27 122.9(15) . . ? C23 C24 C27 118.8(16) . . ? C24 C25 C26 121.1(12) . . ? C21 C26 C25 121.8(12) . . ? C36 C31 C32 118.9(11) . . ? C36 C31 N4 120.8(10) . . ? C32 C31 N4 120.2(11) . . ? C31 C32 C33 118.8(12) . . ? C34 C33 C32 122.1(13) . . ? C35 C34 C33 118.2(13) . . ? C34 C35 C36 120.8(13) . . ? C35 C36 C31 121.2(13) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 23.28 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 3.165 _refine_diff_density_min -1.486 _refine_diff_density_rms 0.170 #======END