# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/2005 data_frie2f _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C15 H29 N2 O3 Re S3' _chemical_formula_weight 567.78 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Re' 'Re' -5.2083 5.8923 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? 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 14.758(3) _cell_length_b 10.0640(10) _cell_length_c 14.860(7) _cell_angle_alpha 90.00 _cell_angle_beta 118.32(2) _cell_angle_gamma 90.00 _cell_volume 1942.9(10) _cell_formula_units_Z 4 _cell_measurement_temperature 178(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.941 _exptl_crystal_density_method ? _exptl_crystal_F_000 1120 _exptl_absorpt_coefficient_mu 15.386 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 178(2) _diffrn_radiation_wavelength 1.54180 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4135 _diffrn_reflns_av_R_equivalents 0.0296 _diffrn_reflns_av_sigmaI/netI 0.0165 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.48 _diffrn_reflns_theta_max 74.83 _reflns_number_total 3987 _reflns_number_observed 3851 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 9 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0847P)^2^+10.9898P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3978 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0489 _refine_ls_R_factor_obs 0.0457 _refine_ls_wR_factor_all 0.1612 _refine_ls_wR_factor_obs 0.1247 _refine_ls_goodness_of_fit_all 1.112 _refine_ls_goodness_of_fit_obs 1.123 _refine_ls_restrained_S_all 1.434 _refine_ls_restrained_S_obs 1.123 _refine_ls_shift/esd_max -0.003 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Re1 Re 0.22124(2) 0.10313(2) 0.13834(2) 0.01127(13) Uani 1 d . . S1 S 0.11276(11) 0.27098(15) 0.04406(11) 0.0194(3) Uani 1 d . . S2 S 0.34539(11) 0.1320(2) 0.30245(11) 0.0196(3) Uani 1 d . . S3 S 0.32690(11) 0.19618(15) 0.08089(11) 0.0210(3) Uani 1 d . . O1 O 0.1975(3) -0.0541(4) 0.0911(3) 0.0213(9) Uani 1 d . . O2 O 0.9136(5) -0.1034(6) 0.4192(5) 0.044(2) Uani 1 d . . O3 O 0.7695(5) -0.1973(6) 0.4187(5) 0.048(2) Uani 1 d . . N1 N 0.1183(4) 0.0962(4) 0.2094(4) 0.0144(10) Uani 1 d . . N2 N 0.6134(4) 0.0271(5) 0.2240(4) 0.0183(10) Uani 1 d . . C1 C 0.0243(5) 0.2849(7) 0.0975(5) 0.0232(12) Uani 1 d . . H1A H 0.0044(5) 0.3790(7) 0.0970(5) 0.028 Uiso 1 calc R . H1B H -0.0389(5) 0.2329(7) 0.0556(5) 0.028 Uiso 1 calc R . C2 C 0.0772(5) 0.2324(6) 0.2066(5) 0.0189(11) Uani 1 d . . H2A H 0.1343(5) 0.2925(6) 0.2505(5) 0.023 Uiso 1 calc R . H2B H 0.0274(5) 0.2299(6) 0.2335(5) 0.023 Uiso 1 calc R . C3 C 0.1758(5) 0.0427(6) 0.3153(4) 0.0188(12) Uani 1 d . . H3A H 0.1892(5) -0.0530(6) 0.3120(4) 0.023 Uiso 1 calc R . H3B H 0.1326(5) 0.0517(6) 0.3495(4) 0.023 Uiso 1 calc R . C4 C 0.2762(5) 0.1131(7) 0.3777(5) 0.0230(14) Uani 1 d . . H4A H 0.3190(5) 0.0616(7) 0.4405(5) 0.028 Uiso 1 calc R . H4B H 0.2633(5) 0.2017(7) 0.3982(5) 0.028 Uiso 1 calc R . C5 C 0.0314(4) 0.0015(6) 0.1471(4) 0.0173(11) Uani 1 d . . H5A H 0.0603(4) -0.0890(6) 0.1541(4) 0.021 Uiso 1 calc R . H5B H 0.0013(4) 0.0270(6) 0.0742(4) 0.021 Uiso 1 calc R . C6 C -0.0549(5) -0.0031(7) 0.1763(5) 0.0260(14) Uani 1 d . . H6A H -0.1075(5) -0.0669(7) 0.1322(5) 0.039 Uiso 1 calc R . H6B H -0.0859(5) 0.0852(7) 0.1675(5) 0.039 Uiso 1 calc R . H6C H -0.0267(5) -0.0308(7) 0.2478(5) 0.039 Uiso 1 calc R . C7 C 0.4635(5) 0.1778(6) 0.1710(5) 0.0212(12) Uani 1 d . . H7A H 0.5034(5) 0.2440(6) 0.1549(5) 0.025 Uiso 1 calc R . H7B H 0.4749(5) 0.1957(6) 0.2411(5) 0.025 Uiso 1 calc R . C8 C 0.5021(5) 0.0392(6) 0.1667(5) 0.0219(12) Uani 1 d . . H8A H 0.4707(5) -0.0251(6) 0.1943(5) 0.026 Uiso 1 calc R . H8B H 0.4792(5) 0.0155(6) 0.0945(5) 0.026 Uiso 1 calc R . C9 C 0.6442(6) -0.1035(6) 0.2042(6) 0.0247(14) Uani 1 d . . H9A H 0.6185(6) -0.1141(6) 0.1298(6) 0.030 Uiso 1 calc R . H9B H 0.6122(6) -0.1736(6) 0.2266(6) 0.030 Uiso 1 calc R . C10 C 0.7605(5) -0.1212(7) 0.2598(5) 0.0268(14) Uani 1 d . . H10A H 0.7779(5) -0.2126(7) 0.2486(5) 0.032 Uiso 1 calc R . H10B H 0.7922(5) -0.0583(7) 0.2316(5) 0.032 Uiso 1 calc R . C11 C 0.8035(7) -0.0968(7) 0.3729(6) 0.029(2) Uani 1 d . . C12 C 0.7680(6) 0.0355(7) 0.3916(5) 0.0285(14) Uani 1 d . . H12A H 0.7987(6) 0.1076(7) 0.3696(5) 0.034 Uiso 1 calc R . H12B H 0.7918(6) 0.0464(7) 0.4657(5) 0.034 Uiso 1 calc R . C13 C 0.6527(5) 0.0464(7) 0.3343(5) 0.0248(13) Uani 1 d . . H13A H 0.6221(5) -0.0212(7) 0.3602(5) 0.030 Uiso 1 calc R . H13B H 0.6317(5) 0.1352(7) 0.3465(5) 0.030 Uiso 1 calc R . C15 C 0.9472(9) -0.1907(12) 0.5041(6) 0.064(3) Uani 1 d . . H15A H 0.9613(9) -0.1419(12) 0.5672(6) 0.076 Uiso 1 calc R . H15B H 1.0099(9) -0.2396(12) 0.5153(6) 0.076 Uiso 1 calc R . C14 C 0.8559(10) -0.2846(11) 0.4719(8) 0.070(4) Uani 1 d . . H14A H 0.8570(10) -0.3556(11) 0.4264(8) 0.084 Uiso 1 calc R . H14B H 0.8550(10) -0.3255(11) 0.5321(8) 0.084 Uiso 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 0.0137(2) 0.0122(2) 0.0120(2) 0.00056(7) 0.00937(13) 0.00073(7) S1 0.0205(7) 0.0209(7) 0.0195(6) 0.0073(5) 0.0117(5) 0.0051(5) S2 0.0167(6) 0.0269(7) 0.0158(6) 0.0005(5) 0.0081(5) -0.0022(5) S3 0.0213(7) 0.0252(7) 0.0249(7) 0.0090(6) 0.0179(6) 0.0022(5) O1 0.032(2) 0.015(2) 0.028(2) -0.008(2) 0.023(2) -0.002(2) O2 0.030(3) 0.052(4) 0.038(3) -0.004(2) 0.006(3) 0.017(2) O3 0.069(4) 0.031(3) 0.056(4) 0.025(3) 0.041(3) 0.025(3) N1 0.019(2) 0.020(3) 0.015(2) 0.000(2) 0.016(2) -0.001(2) N2 0.022(2) 0.023(3) 0.017(2) -0.005(2) 0.016(2) -0.001(2) C1 0.017(3) 0.025(3) 0.032(3) 0.002(3) 0.015(3) 0.007(2) C2 0.022(3) 0.018(3) 0.025(3) -0.004(2) 0.018(2) 0.001(2) C3 0.029(3) 0.021(3) 0.015(3) 0.003(2) 0.017(2) -0.001(2) C4 0.027(4) 0.029(4) 0.014(3) -0.002(2) 0.010(3) -0.002(2) C5 0.019(3) 0.021(3) 0.021(3) -0.004(2) 0.017(2) -0.005(2) C6 0.023(3) 0.035(4) 0.031(3) -0.004(3) 0.022(3) -0.009(3) C7 0.020(3) 0.022(3) 0.030(3) 0.003(2) 0.019(3) -0.001(2) C8 0.018(3) 0.024(3) 0.029(3) -0.001(2) 0.016(2) -0.003(2) C9 0.027(3) 0.025(3) 0.031(4) -0.010(2) 0.021(3) 0.000(2) C10 0.023(3) 0.032(3) 0.027(3) -0.008(3) 0.014(3) 0.005(2) C11 0.031(4) 0.032(4) 0.023(3) 0.002(2) 0.013(3) 0.012(3) C12 0.038(4) 0.027(3) 0.018(3) -0.005(2) 0.011(3) 0.009(3) C13 0.039(4) 0.028(3) 0.017(3) -0.004(2) 0.021(3) 0.004(3) C15 0.070(7) 0.102(9) 0.020(4) 0.010(4) 0.022(4) 0.053(6) C14 0.109(9) 0.068(7) 0.060(6) 0.041(5) 0.063(7) 0.071(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 O1 1.698(4) . ? Re1 N1 2.225(5) . ? Re1 S2 2.269(2) . ? Re1 S1 2.2916(14) . ? Re1 S3 2.3022(14) . ? S1 C1 1.827(6) . ? S2 C4 1.847(7) . ? S3 C7 1.825(6) . ? O2 C15 1.420(11) . ? O2 C11 1.433(10) . ? O3 C14 1.437(10) . ? O3 C11 1.436(9) . ? N1 C3 1.489(7) . ? N1 C2 1.492(7) . ? N1 C5 1.511(7) . ? N2 C8 1.453(8) . ? N2 C9 1.465(7) . ? N2 C13 1.470(7) . ? C1 C2 1.522(9) . ? C3 C4 1.502(9) . ? C5 C6 1.529(7) . ? C7 C8 1.519(9) . ? C9 C10 1.522(9) . ? C10 C11 1.508(10) . ? C11 C12 1.505(9) . ? C12 C13 1.502(10) . ? C15 C14 1.52(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Re1 N1 96.5(2) . . ? O1 Re1 S2 117.8(2) . . ? N1 Re1 S2 83.05(14) . . ? O1 Re1 S1 119.1(2) . . ? N1 Re1 S1 82.93(13) . . ? S2 Re1 S1 122.43(6) . . ? O1 Re1 S3 105.61(14) . . ? N1 Re1 S3 157.50(12) . . ? S2 Re1 S3 90.16(6) . . ? S1 Re1 S3 82.71(5) . . ? C1 S1 Re1 103.1(2) . . ? C4 S2 Re1 104.0(2) . . ? C7 S3 Re1 113.2(2) . . ? C15 O2 C11 107.1(7) . . ? C14 O3 C11 105.9(7) . . ? C3 N1 C2 112.4(4) . . ? C3 N1 C5 108.2(4) . . ? C2 N1 C5 110.3(5) . . ? C3 N1 Re1 109.8(3) . . ? C2 N1 Re1 108.5(3) . . ? C5 N1 Re1 107.5(3) . . ? C8 N2 C9 109.2(5) . . ? C8 N2 C13 112.4(5) . . ? C9 N2 C13 110.3(5) . . ? C2 C1 S1 109.0(4) . . ? N1 C2 C1 110.2(5) . . ? N1 C3 C4 112.5(5) . . ? C3 C4 S2 110.0(5) . . ? N1 C5 C6 115.1(5) . . ? C8 C7 S3 111.6(4) . . ? N2 C8 C7 113.2(5) . . ? N2 C9 C10 111.9(5) . . ? C11 C10 C9 110.9(6) . . ? O2 C11 O3 108.1(6) . . ? O2 C11 C12 111.6(6) . . ? O3 C11 C12 107.7(6) . . ? O2 C11 C10 108.1(6) . . ? O3 C11 C10 110.8(7) . . ? C12 C11 C10 110.6(6) . . ? C11 C12 C13 111.1(6) . . ? N2 C13 C12 111.4(5) . . ? O2 C15 C14 102.8(7) . . ? O3 C14 C15 102.4(8) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Re1 S1 C1 96.1(3) . . . . ? N1 Re1 S1 C1 2.6(3) . . . . ? S2 Re1 S1 C1 -74.5(2) . . . . ? S3 Re1 S1 C1 -160.0(2) . . . . ? O1 Re1 S2 C4 -88.5(3) . . . . ? N1 Re1 S2 C4 5.3(3) . . . . ? S1 Re1 S2 C4 82.3(2) . . . . ? S3 Re1 S2 C4 163.8(2) . . . . ? O1 Re1 S3 C7 -92.7(3) . . . . ? N1 Re1 S3 C7 98.2(4) . . . . ? S2 Re1 S3 C7 26.3(2) . . . . ? S1 Re1 S3 C7 149.0(2) . . . . ? O1 Re1 N1 C3 87.8(4) . . . . ? S2 Re1 N1 C3 -29.5(3) . . . . ? S1 Re1 N1 C3 -153.5(3) . . . . ? S3 Re1 N1 C3 -102.8(4) . . . . ? O1 Re1 N1 C2 -148.9(4) . . . . ? S2 Re1 N1 C2 93.7(4) . . . . ? S1 Re1 N1 C2 -30.3(3) . . . . ? S3 Re1 N1 C2 20.4(6) . . . . ? O1 Re1 N1 C5 -29.7(4) . . . . ? S2 Re1 N1 C5 -147.0(3) . . . . ? S1 Re1 N1 C5 89.0(3) . . . . ? S3 Re1 N1 C5 139.7(3) . . . . ? Re1 S1 C1 C2 24.6(5) . . . . ? C3 N1 C2 C1 177.0(5) . . . . ? C5 N1 C2 C1 -62.2(6) . . . . ? Re1 N1 C2 C1 55.4(5) . . . . ? S1 C1 C2 N1 -52.9(6) . . . . ? C2 N1 C3 C4 -69.9(6) . . . . ? C5 N1 C3 C4 168.0(5) . . . . ? Re1 N1 C3 C4 51.0(6) . . . . ? N1 C3 C4 S2 -45.7(6) . . . . ? Re1 S2 C4 C3 18.7(5) . . . . ? C3 N1 C5 C6 68.9(6) . . . . ? C2 N1 C5 C6 -54.5(6) . . . . ? Re1 N1 C5 C6 -172.6(4) . . . . ? Re1 S3 C7 C8 78.5(4) . . . . ? C9 N2 C8 C7 -172.4(5) . . . . ? C13 N2 C8 C7 64.9(7) . . . . ? S3 C7 C8 N2 170.0(4) . . . . ? C8 N2 C9 C10 178.4(6) . . . . ? C13 N2 C9 C10 -57.6(7) . . . . ? N2 C9 C10 C11 55.1(8) . . . . ? C15 O2 C11 O3 -9.8(8) . . . . ? C15 O2 C11 C12 108.4(7) . . . . ? C15 O2 C11 C10 -129.9(7) . . . . ? C14 O3 C11 O2 -14.7(9) . . . . ? C14 O3 C11 C12 -135.3(8) . . . . ? C14 O3 C11 C10 103.6(8) . . . . ? C9 C10 C11 O2 -175.0(6) . . . . ? C9 C10 C11 O3 66.8(7) . . . . ? C9 C10 C11 C12 -52.7(9) . . . . ? O2 C11 C12 C13 174.4(6) . . . . ? O3 C11 C12 C13 -67.1(7) . . . . ? C10 C11 C12 C13 54.2(8) . . . . ? C8 N2 C13 C12 -179.2(5) . . . . ? C9 N2 C13 C12 58.7(7) . . . . ? C11 C12 C13 N2 -57.5(8) . . . . ? C11 O2 C15 C14 28.6(8) . . . . ? C11 O3 C14 C15 31.4(8) . . . . ? O2 C15 C14 O3 -37.1(8) . . . . ? _refine_diff_density_max 2.997 _refine_diff_density_min -5.325 _refine_diff_density_rms 0.264 data_frie3g _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C14 H27 N2 O2 Re S3' _chemical_formula_weight 537.76 _chemical_melting_point ? _chemical_compound_source ? 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' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Re' 'Re' -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinc _symmetry_space_group_name_H-M P21/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 12.630(4) _cell_length_b 12.017(2) _cell_length_c 14.817(4) _cell_angle_alpha 90.00 _cell_angle_beta 114.680(10) _cell_angle_gamma 90.00 _cell_volume 2043.4(9) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 13.434 _cell_measurement_theta_max 17.568 _exptl_crystal_description ? _exptl_crystal_colour 'dark green ' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.748 _exptl_crystal_density_method ? _exptl_crystal_F_000 1056 _exptl_absorpt_coefficient_mu 6.260 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device CAD4 _diffrn_measurement_method 'omega-2theta scan' _diffrn_standards_number 3 _diffrn_standards_interval_count 250 _diffrn_standards_interval_time 3600 _diffrn_standards_decay_% ? _diffrn_reflns_number 5120 _diffrn_reflns_av_R_equivalents 0.0250 _diffrn_reflns_av_sigmaI/netI 0.0212 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 27.96 _reflns_number_total 4900 _reflns_number_observed 3959 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Enraf-Nonius' _computing_cell_refinement 'Enraf-Nonius' _computing_data_reduction 'Helena' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'PLATON' _computing_publication_material 'PLATON' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 1 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.1377P)^2^+1.1747P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4899 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0830 _refine_ls_R_factor_obs 0.0695 _refine_ls_wR_factor_all 0.1853 _refine_ls_wR_factor_obs 0.1714 _refine_ls_goodness_of_fit_all 1.071 _refine_ls_goodness_of_fit_obs 1.110 _refine_ls_restrained_S_all 1.075 _refine_ls_restrained_S_obs 1.110 _refine_ls_shift/esd_max 0.043 _refine_ls_shift/esd_mean 0.003 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Re1 Re 0.23142(2) 0.08568(3) 0.14010(2) 0.0413(2) Uani 1 d . . N1 N 0.1162(6) 0.2199(6) 0.1495(6) 0.048(2) Uani 1 d . . N2 N 0.5095(11) -0.1916(10) 0.3780(7) 0.085(3) Uani 1 d . . O1 O 0.3565(5) 0.1602(6) 0.1945(5) 0.060(2) Uani 1 d . . O2 O 0.6211(22) -0.4040(12) 0.6061(10) 0.192(9) Uani 1 d . . S1 S 0.1680(2) -0.0068(2) 0.2418(2) 0.0570(5) Uani 1 d . . S2 S 0.1220(2) 0.1019(2) -0.0265(2) 0.0559(5) Uani 1 d . . S3 S 0.2879(2) -0.0816(2) 0.0979(2) 0.0537(5) Uani 1 d . . C1 C 0.0701(10) 0.0932(8) 0.2615(9) 0.064(3) Uani 1 d . . H1A H -0.0098(10) 0.0770(8) 0.2162(9) 0.077 Uiso 1 calc R . H1B H 0.0766(10) 0.0863(8) 0.3288(9) 0.077 Uiso 1 calc R . C2 C 0.1000(8) 0.2088(8) 0.2445(7) 0.053(2) Uani 1 d . . H2A H 0.1712(8) 0.2313(8) 0.3000(7) 0.064 Uiso 1 calc R . H2B H 0.0384(8) 0.2587(8) 0.2419(7) 0.064 Uiso 1 calc R . C3 C 0.0015(7) 0.2122(8) 0.0608(7) 0.055(2) Uani 1 d . . H3A H -0.0467(7) 0.2753(8) 0.0603(7) 0.066 Uiso 1 calc R . H3B H -0.0385(7) 0.1450(8) 0.0653(7) 0.066 Uiso 1 calc R . C4 C 0.0179(8) 0.2107(8) -0.0350(7) 0.056(2) Uani 1 d . . H4A H 0.0467(8) 0.2823(8) -0.0452(7) 0.067 Uiso 1 calc R . H4B H -0.0560(8) 0.1964(8) -0.0909(7) 0.067 Uiso 1 calc R . C5 C 0.1727(8) 0.3298(7) 0.1499(7) 0.049(2) Uani 1 d . . H5A H 0.1898(8) 0.3324(7) 0.0919(7) 0.059 Uiso 1 calc R . H5B H 0.2467(8) 0.3318(7) 0.2078(7) 0.059 Uiso 1 calc R . C6 C 0.1064(10) 0.4345(8) 0.1504(11) 0.068(3) Uani 1 d . . H6A H 0.0354(10) 0.4385(8) 0.0897(11) 0.082 Uiso 1 calc R . H6B H 0.0850(10) 0.4327(8) 0.2061(11) 0.082 Uiso 1 calc R . C7 C 0.1783(12) 0.5322(9) 0.1581(11) 0.086(4) Uani 1 d . . H7A H 0.1354(12) 0.5982(9) 0.1577(11) 0.128 Uiso 1 calc R . H7B H 0.1990(12) 0.5339(9) 0.1027(11) 0.128 Uiso 1 calc R . H7C H 0.2477(12) 0.5287(9) 0.2188(11) 0.128 Uiso 1 calc R . C8 C 0.3444(9) -0.1733(8) 0.2059(7) 0.057(2) Uani 1 d . . H8A H 0.2860(9) -0.1821(8) 0.2319(7) 0.069 Uiso 1 calc R . H8B H 0.3600(9) -0.2461(8) 0.1859(7) 0.069 Uiso 1 calc R . C9 C 0.4566(10) -0.1268(10) 0.2876(9) 0.071(3) Uani 1 d . . H9A H 0.5135(10) -0.1180(10) 0.2601(9) 0.085 Uiso 1 calc R . H9B H 0.4398(10) -0.0532(10) 0.3052(9) 0.085 Uiso 1 calc R . C10 C 0.4621(20) -0.1840(18) 0.4410(12) 0.151(10) Uani 1 d . . H10A H 0.3879(20) -0.2227(18) 0.4137(12) 0.181 Uiso 1 calc R . H10B H 0.4464(20) -0.1062(18) 0.4481(12) 0.181 Uiso 1 calc R . C11 C 0.5377(20) -0.2324(19) 0.5460(11) 0.139(8) Uani 1 d . . H11A H 0.5969(20) -0.1783(19) 0.5832(11) 0.166 Uiso 1 calc R . H11B H 0.4886(20) -0.2436(19) 0.5810(11) 0.166 Uiso 1 calc R . C12 C 0.5942(16) -0.3367(16) 0.5440(10) 0.112(5) Uani 1 d . . C13 C 0.6283(33) -0.3510(27) 0.4630(16) 0.239(20) Uani 1 d . . H13A H 0.6300(33) -0.4300(27) 0.4505(16) 0.287 Uiso 1 calc R . H13B H 0.7071(33) -0.3230(27) 0.4841(16) 0.287 Uiso 1 calc R . C14 C 0.5513(17) -0.2944(15) 0.3659(10) 0.113(6) Uani 1 d . . H14A H 0.5955(17) -0.2850(15) 0.3263(10) 0.136 Uiso 1 calc R . H14B H 0.4857(17) -0.3425(15) 0.3292(10) 0.136 Uiso 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 0.0345(2) 0.0445(2) 0.0508(2) 0.00244(11) 0.0237(2) 0.00126(11) N1 0.042(3) 0.044(3) 0.066(4) 0.003(3) 0.030(3) 0.005(3) N2 0.109(9) 0.085(7) 0.066(6) 0.011(5) 0.040(6) 0.037(6) O1 0.036(3) 0.060(4) 0.087(4) -0.012(3) 0.029(3) -0.007(3) O2 0.289(25) 0.152(14) 0.088(8) 0.056(8) 0.032(12) 0.039(12) S1 0.0644(13) 0.0538(12) 0.0694(13) 0.0106(10) 0.0444(12) 0.0068(10) S2 0.0585(13) 0.0596(13) 0.0535(12) 0.0040(9) 0.0271(10) 0.0076(10) S3 0.0580(13) 0.0539(12) 0.0544(12) 0.0003(9) 0.0286(10) 0.0110(9) C1 0.061(6) 0.073(7) 0.074(6) 0.017(5) 0.044(5) 0.013(4) C2 0.051(5) 0.060(5) 0.059(5) 0.004(4) 0.034(4) 0.015(4) C3 0.032(4) 0.059(5) 0.078(6) 0.008(4) 0.026(4) 0.003(3) C4 0.045(4) 0.058(5) 0.064(5) 0.009(4) 0.022(4) 0.005(4) C5 0.044(4) 0.048(4) 0.063(5) 0.002(4) 0.030(4) 0.000(4) C6 0.061(6) 0.048(5) 0.108(9) 0.006(5) 0.047(6) 0.009(4) C7 0.094(9) 0.049(6) 0.131(11) -0.007(6) 0.064(8) 0.002(6) C8 0.062(5) 0.048(5) 0.063(5) 0.000(4) 0.026(4) 0.006(4) C9 0.064(6) 0.065(6) 0.073(7) 0.020(5) 0.018(5) 0.013(5) C10 0.222(23) 0.157(17) 0.109(12) 0.048(12) 0.104(15) 0.117(17) C11 0.176(20) 0.181(20) 0.068(8) 0.002(10) 0.061(11) 0.055(16) C12 0.124(13) 0.119(13) 0.063(7) 0.012(8) 0.008(8) 0.012(11) C13 0.366(45) 0.242(30) 0.118(16) 0.086(19) 0.111(23) 0.226(34) C14 0.145(14) 0.120(12) 0.071(8) 0.022(8) 0.042(9) 0.075(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 O1 1.698(6) . ? Re1 N1 2.216(7) . ? Re1 S1 2.270(2) . ? Re1 S2 2.279(3) . ? Re1 S3 2.305(2) . ? N1 C3 1.498(11) . ? N1 C5 1.500(11) . ? N1 C2 1.511(11) . ? N2 C10 1.31(2) . ? N2 C14 1.38(2) . ? N2 C9 1.448(14) . ? O2 C12 1.16(2) . ? S1 C1 1.833(10) . ? S2 C4 1.820(10) . ? S3 C8 1.825(9) . ? C1 C2 1.489(13) . ? C3 C4 1.519(13) . ? C5 C6 1.514(12) . ? C6 C7 1.46(2) . ? C8 C9 1.53(2) . ? C10 C11 1.56(2) . ? C11 C12 1.45(2) . ? C12 C13 1.44(3) . ? C13 C14 1.52(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Re1 N1 95.2(3) . . ? O1 Re1 S1 117.4(3) . . ? N1 Re1 S1 83.8(2) . . ? O1 Re1 S2 119.5(3) . . ? N1 Re1 S2 83.6(2) . . ? S1 Re1 S2 122.55(10) . . ? O1 Re1 S3 104.9(2) . . ? N1 Re1 S3 159.7(2) . . ? S1 Re1 S3 89.33(9) . . ? S2 Re1 S3 84.10(9) . . ? C3 N1 C5 110.0(7) . . ? C3 N1 C2 110.7(7) . . ? C5 N1 C2 108.9(7) . . ? C3 N1 Re1 108.7(5) . . ? C5 N1 Re1 108.5(5) . . ? C2 N1 Re1 110.0(5) . . ? C10 N2 C14 118.0(16) . . ? C10 N2 C9 116.8(12) . . ? C14 N2 C9 114.4(11) . . ? C1 S1 Re1 103.5(3) . . ? C4 S2 Re1 103.3(3) . . ? C8 S3 Re1 109.9(3) . . ? C2 C1 S1 110.5(7) . . ? C1 C2 N1 112.5(8) . . ? N1 C3 C4 111.1(7) . . ? C3 C4 S2 108.7(6) . . ? N1 C5 C6 117.9(7) . . ? C7 C6 C5 110.0(9) . . ? C9 C8 S3 111.5(7) . . ? N2 C9 C8 116.8(11) . . ? N2 C10 C11 114.5(14) . . ? C12 C11 C10 113.9(13) . . ? O2 C12 C13 119.0(21) . . ? O2 C12 C11 124.6(19) . . ? C13 C12 C11 116.1(16) . . ? C12 C13 C14 116.0(19) . . ? N2 C14 C13 113.8(14) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Re1 N1 C3 146.5(6) . . . . ? S1 Re1 N1 C3 -96.5(5) . . . . ? S2 Re1 N1 C3 27.4(5) . . . . ? S3 Re1 N1 C3 -25.6(9) . . . . ? O1 Re1 N1 C5 26.9(6) . . . . ? S1 Re1 N1 C5 143.9(5) . . . . ? S2 Re1 N1 C5 -92.2(5) . . . . ? S3 Re1 N1 C5 -145.2(5) . . . . ? O1 Re1 N1 C2 -92.1(6) . . . . ? S1 Re1 N1 C2 24.9(5) . . . . ? S2 Re1 N1 C2 148.8(6) . . . . ? S3 Re1 N1 C2 95.8(8) . . . . ? O1 Re1 S1 C1 91.8(5) . . . . ? N1 Re1 S1 C1 -0.9(5) . . . . ? S2 Re1 S1 C1 -79.2(4) . . . . ? S3 Re1 S1 C1 -161.8(4) . . . . ? O1 Re1 S2 C4 -92.9(4) . . . . ? N1 Re1 S2 C4 -0.4(4) . . . . ? S1 Re1 S2 C4 78.0(3) . . . . ? S3 Re1 S2 C4 163.4(3) . . . . ? O1 Re1 S3 C8 81.8(5) . . . . ? N1 Re1 S3 C8 -106.3(7) . . . . ? S1 Re1 S3 C8 -36.4(4) . . . . ? S2 Re1 S3 C8 -159.2(4) . . . . ? Re1 S1 C1 C2 -23.5(9) . . . . ? S1 C1 C2 N1 47.3(10) . . . . ? C3 N1 C2 C1 72.1(10) . . . . ? C5 N1 C2 C1 -166.8(8) . . . . ? Re1 N1 C2 C1 -48.0(9) . . . . ? C5 N1 C3 C4 65.7(9) . . . . ? C2 N1 C3 C4 -173.9(8) . . . . ? Re1 N1 C3 C4 -52.9(8) . . . . ? N1 C3 C4 S2 52.5(9) . . . . ? Re1 S2 C4 C3 -26.1(7) . . . . ? C3 N1 C5 C6 58.0(11) . . . . ? C2 N1 C5 C6 -63.5(10) . . . . ? Re1 N1 C5 C6 176.8(8) . . . . ? N1 C5 C6 C7 175.9(10) . . . . ? Re1 S3 C8 C9 -65.1(8) . . . . ? C10 N2 C9 C8 -78.3(20) . . . . ? C14 N2 C9 C8 65.5(19) . . . . ? S3 C8 C9 N2 179.4(9) . . . . ? C14 N2 C10 C11 51.0(28) . . . . ? C9 N2 C10 C11 -166.6(17) . . . . ? N2 C10 C11 C12 -41.9(31) . . . . ? C10 C11 C12 O2 -153.5(23) . . . . ? C10 C11 C12 C13 32.6(33) . . . . ? O2 C12 C13 C14 154.0(26) . . . . ? C11 C12 C13 C14 -31.7(40) . . . . ? C10 N2 C14 C13 -48.8(31) . . . . ? C9 N2 C14 C13 167.9(20) . . . . ? C12 C13 C14 N2 37.3(40) . . . . ? _refine_diff_density_max 6.642 _refine_diff_density_min -3.225 _refine_diff_density_rms 0.361 data_FRIEBE1e _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H23 N2 O2 Re S3' _chemical_formula_weight 497.69 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' 'S' 'S' 0.1246 0.1234 '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 11.767(3) _cell_length_b 11.422(9) _cell_length_c 13.299(6) _cell_angle_alpha 90.00 _cell_angle_beta 111.11(4) _cell_angle_gamma 90.00 _cell_volume 1667.5(16) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 7.847 _cell_measurement_theta_max 12.177 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.90 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.983 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 7.662 _exptl_absorpt_correction_type 'semi empirical using psi scans' _exptl_absorpt_correction_T_min 19.33 _exptl_absorpt_correction_T_max 37.41 _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf-Nonius CAD4' _diffrn_measurement_method 'omega-2theta scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time 180 _diffrn_standards_decay_% 1.78 _diffrn_reflns_number 3441 _diffrn_reflns_av_R_equivalents 0.0409 _diffrn_reflns_av_sigmaI/netI 0.4238 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 26.07 _reflns_number_total 3279 _reflns_number_gt 2534 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Enraf-Nonius CAD4H' _computing_cell_refinement 'Enraf-Nonius CAD4H' _computing_data_reduction 'Enraf-Nonius START' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0958P)^2^+7.3781P] 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 SHELXL _refine_ls_extinction_coef 0.0023(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 3279 _refine_ls_number_parameters 175 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0905 _refine_ls_R_factor_gt 0.0542 _refine_ls_wR_factor_ref 0.1725 _refine_ls_wR_factor_gt 0.1632 _refine_ls_goodness_of_fit_ref 1.286 _refine_ls_restrained_S_all 1.286 _refine_ls_shift/su_max 0.080 _refine_ls_shift/su_mean 0.006 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Re Re 0.79766(4) 0.16822(4) 0.68275(3) 0.0444(2) Uani 1 d . . . S1 S 0.9047(3) 0.0689(3) 0.5959(2) 0.0585(8) Uani 1 d . . . S2 S 0.6304(3) 0.0594(3) 0.5930(3) 0.0611(8) Uani 1 d . . . S3 S 0.9563(4) 0.1112(5) 0.8323(3) 0.0872(13) Uani 1 d . . . O1 O 0.7975(10) 0.3080(9) 0.6477(8) 0.072(3) Uani 1 d . . . O2 O 0.6366(9) 0.0838(8) 0.0455(7) 0.069(2) Uani 1 d . . . N1 N 0.7082(10) 0.1849(10) 0.7976(10) 0.062(3) Uani 1 d . . . N2 N 0.7023(8) 0.0886(8) 0.2720(7) 0.048(2) Uani 1 d . . . C1 C 0.6245(15) 0.0872(13) 0.7927(13) 0.074(4) Uani 1 d . . . H1A H 0.5785 0.1041 0.8386 0.102(14) Uiso 1 calc R . . H1B H 0.6708 0.0161 0.8186 0.102(14) Uiso 1 calc R . . C2 C 0.5385(13) 0.0700(19) 0.6785(12) 0.087(5) Uani 1 d . . . H2A H 0.4827 0.1356 0.6560 0.102(14) Uiso 1 calc R . . H2B H 0.4914 -0.0010 0.6729 0.102(14) Uiso 1 calc R . . C3 C 0.918(3) 0.174(3) 0.940(2) 0.064(7) Uiso 0.50 d P A 1 H3A H 0.9330 0.1163 0.9975 0.102(14) Uiso 0.50 calc PR A 1 H3B H 0.9700 0.2406 0.9698 0.102(14) Uiso 0.50 calc PR A 1 C4 C 0.7921(18) 0.211(2) 0.9060(13) 0.103(6) Uani 1 d . . . H4A H 0.7921 0.2949 0.9153 0.102(14) Uiso 1 calc R B 1 H4B H 0.7580 0.1768 0.9558 0.102(14) Uiso 1 calc R B 1 C5 C 0.8118(12) 0.0252(11) 0.4608(10) 0.057(3) Uani 1 d . . . H5A H 0.8558 -0.0330 0.4359 0.102(14) Uiso 1 calc R . . H5B H 0.7381 -0.0115 0.4625 0.102(14) Uiso 1 calc R . . C6 C 0.7774(11) 0.1236(12) 0.3823(10) 0.058(3) Uani 1 d . . . H6A H 0.7331 0.1815 0.4071 0.102(14) Uiso 1 calc R . . H6B H 0.8511 0.1605 0.3811 0.102(14) Uiso 1 calc R . . C7 C 0.6497(14) 0.1881(12) 0.2065(11) 0.066(4) Uani 1 d . . . H7A H 0.7136 0.2379 0.2002 0.102(14) Uiso 1 calc R . . H7B H 0.6027 0.2333 0.2395 0.102(14) Uiso 1 calc R . . C8 C 0.5680(14) 0.1472(14) 0.0960(10) 0.072(4) Uani 1 d . . . H8A H 0.5041 0.0977 0.1025 0.102(14) Uiso 1 calc R . . H8B H 0.5300 0.2143 0.0520 0.102(14) Uiso 1 calc R . . C9 C 0.6946(12) -0.0142(13) 0.1109(10) 0.064(3) Uani 1 d . . . H9A H 0.7425 -0.0564 0.0767 0.102(14) Uiso 1 calc R . . H9B H 0.6331 -0.0671 0.1174 0.102(14) Uiso 1 calc R . . C10 C 0.7749(10) 0.0246(11) 0.2198(9) 0.054(3) Uani 1 d . . . H10A H 0.8132 -0.0429 0.2631 0.102(14) Uiso 1 calc R . . H10B H 0.8385 0.0750 0.2140 0.102(14) Uiso 1 calc R . . C11 C 0.628(3) 0.296(2) 0.768(2) 0.140(10) Uani 1 d . . . H11A H 0.5804 0.2955 0.6926 0.11(4) Uiso 1 calc R . . H11B H 0.6785 0.3641 0.7861 0.11(4) Uiso 1 calc R . . H11C H 0.5740 0.2964 0.8084 0.11(4) Uiso 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 Re 0.0468(3) 0.0453(3) 0.0408(3) -0.00335(16) 0.0157(2) -0.01284(16) S1 0.0420(14) 0.087(2) 0.0445(14) -0.0049(15) 0.0133(11) -0.0038(14) S2 0.0467(15) 0.081(2) 0.0543(16) -0.0176(15) 0.0172(13) -0.0260(15) S3 0.060(2) 0.145(4) 0.0459(18) -0.007(2) 0.0061(15) 0.017(2) O1 0.094(8) 0.062(6) 0.057(5) -0.004(4) 0.024(5) -0.028(5) O2 0.081(6) 0.070(6) 0.053(5) 0.007(4) 0.022(4) 0.016(5) N1 0.060(7) 0.067(7) 0.066(7) -0.014(5) 0.030(6) -0.022(5) N2 0.051(5) 0.054(6) 0.040(5) -0.003(4) 0.016(4) 0.008(4) C1 0.090(10) 0.061(8) 0.097(11) -0.006(7) 0.066(9) -0.013(7) C2 0.050(7) 0.144(16) 0.066(8) -0.020(9) 0.021(6) -0.039(9) C4 0.096(13) 0.159(19) 0.057(9) -0.027(11) 0.033(9) -0.022(13) C5 0.060(7) 0.055(7) 0.062(7) -0.008(5) 0.029(6) -0.002(5) C6 0.056(7) 0.059(7) 0.044(6) -0.006(5) -0.001(5) -0.001(6) C7 0.074(9) 0.064(8) 0.052(7) 0.005(6) 0.015(6) 0.020(6) C8 0.077(9) 0.090(10) 0.040(6) 0.011(6) 0.011(6) 0.030(8) C9 0.058(7) 0.076(9) 0.056(7) -0.007(6) 0.019(6) 0.005(6) C10 0.049(6) 0.057(7) 0.047(6) -0.011(5) 0.008(5) 0.007(5) C11 0.20(3) 0.094(15) 0.17(2) -0.037(16) 0.12(2) 0.013(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 Re O1 1.663(10) . ? Re N1 2.153(12) . ? Re S2 2.270(3) . ? Re S3 2.278(4) . ? Re S1 2.293(3) . ? S1 C5 1.805(13) . ? S2 C2 1.834(15) . ? S3 C3 1.81(3) . ? S3 C31 1.83(3) . ? O2 C8 1.420(17) . ? O2 C9 1.431(16) . ? N1 C4 1.454(19) . ? N1 C1 1.474(17) . ? N1 C11 1.54(3) . ? N2 C7 1.431(16) . ? N2 C6 1.469(14) . ? N2 C10 1.475(15) . ? C1 C2 1.50(2) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.44(4) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.487(18) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.511(19) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.483(17) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 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 O1 Re N1 99.3(5) . . ? O1 Re S2 117.7(4) . . ? N1 Re S2 82.4(3) . . ? O1 Re S3 115.9(4) . . ? N1 Re S3 82.1(3) . . ? S2 Re S3 125.82(18) . . ? O1 Re S1 106.2(4) . . ? N1 Re S1 154.0(3) . . ? S2 Re S1 89.65(12) . . ? S3 Re S1 82.65(13) . . ? C5 S1 Re 113.1(4) . . ? C2 S2 Re 103.3(5) . . ? C3 S3 C31 21.8(12) . . ? C3 S3 Re 102.7(10) . . ? C31 S3 Re 101.5(10) . . ? C8 O2 C9 109.9(10) . . ? C4 N1 C1 113.7(14) . . ? C4 N1 C11 102.7(16) . . ? C1 N1 C11 105.6(16) . . ? C4 N1 Re 113.0(9) . . ? C1 N1 Re 113.0(8) . . ? C11 N1 Re 107.8(12) . . ? C7 N2 C6 111.4(10) . . ? C7 N2 C10 107.7(10) . . ? C6 N2 C10 111.3(9) . . ? N1 C1 C2 109.9(12) . . ? N1 C1 H1A 109.7 . . ? C2 C1 H1A 109.7 . . ? N1 C1 H1B 109.7 . . ? C2 C1 H1B 109.7 . . ? H1A C1 H1B 108.2 . . ? C1 C2 S2 107.6(9) . . ? C1 C2 H2A 110.2 . . ? S2 C2 H2A 110.2 . . ? C1 C2 H2B 110.2 . . ? S2 C2 H2B 110.2 . . ? H2A C2 H2B 108.5 . . ? C4 C3 S3 113(2) . . ? C4 C3 H3A 109.1 . . ? S3 C3 H3A 109.1 . . ? C4 C3 H3B 109.0 . . ? S3 C3 H3B 109.0 . . ? H3A C3 H3B 107.8 . . ? C3 C4 N1 120.5(19) . . ? C3 C4 H4A 107.3 . . ? N1 C4 H4A 107.2 . . ? C3 C4 H4B 107.1 . . ? N1 C4 H4B 107.2 . . ? H4A C4 H4B 106.8 . . ? C6 C5 S1 113.8(9) . . ? C6 C5 H5A 108.8 . . ? S1 C5 H5A 108.8 . . ? C6 C5 H5B 108.8 . . ? S1 C5 H5B 108.8 . . ? H5A C5 H5B 107.7 . . ? N2 C6 C5 114.1(11) . . ? N2 C6 H6A 108.7 . . ? C5 C6 H6A 108.7 . . ? N2 C6 H6B 108.7 . . ? C5 C6 H6B 108.7 . . ? H6A C6 H6B 107.6 . . ? N2 C7 C8 109.3(11) . . ? N2 C7 H7A 109.8 . . ? C8 C7 H7A 109.8 . . ? N2 C7 H7B 109.8 . . ? C8 C7 H7B 109.8 . . ? H7A C7 H7B 108.3 . . ? O2 C8 C7 110.3(12) . . ? O2 C8 H8A 109.6 . . ? C7 C8 H8A 109.6 . . ? O2 C8 H8B 109.6 . . ? C7 C8 H8B 109.6 . . ? H8A C8 H8B 108.1 . . ? O2 C9 C10 110.9(11) . . ? O2 C9 H9A 109.5 . . ? C10 C9 H9A 109.5 . . ? O2 C9 H9B 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? N2 C10 C9 109.5(9) . . ? N2 C10 H10A 109.8 . . ? C9 C10 H10A 109.8 . . ? N2 C10 H10B 109.8 . . ? C9 C10 H10B 109.8 . . ? H10A C10 H10B 108.2 . . ? N1 C11 H11A 109.5 . . ? N1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 26.07 _diffrn_measured_fraction_theta_full 0.941 _refine_diff_density_max 1.825 _refine_diff_density_min -1.593 _refine_diff_density_rms 0.233