# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2002 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_section_title ; A New Reactivity Pattern of Low-Valent Transition-Metal Hydroxo Complexes: Straightforward Synthesis of Hydrosulfido Complexes Via Reaction with Carbon Disulfide. ; _publ_contact_author_name 'Dr Julio Perez' _publ_contact_author_address ; Departamento de Quimica Organica e Inorganica - IUQOEM Universidad de Oviedo Facultad de Quimica -CSIC Oviedo 33071 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 'Dario C. Gerbino' ; Departamento de Quimica Organica e Inorganica/IUQOEM-Facultad de Química Universidad de Oviedo C/ Julian Claveria s/n 33006 Oviedo (ASTURIAS) SPAIN ; 'Eva Hevia' ; Departamento de Quimica Organica e Inorganica/IUQOEM-Facultad de Química Universidad de Oviedo C/ Julian Claveria s/n 33006 Oviedo (ASTURIAS) SPAIN ; 'Dolores Morales' ; Departamento de Quimica Organica e Inorganica/IUQOEM-Facultad de Química Universidad de Oviedo C/ Julian Claveria s/n 33006 Oviedo (ASTURIAS) SPAIN ; 'M. Elena Navarro-Clemente' ; 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 ; 'V.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 Organica e Inorganica/IUQOEM-Facultad de Química Universidad de Oviedo C/ Julian Claveria s/n 33006 Oviedo (ASTURIAS) SPAIN ; 'L.Riera' ; Departamento de Quimica Inorganica Facultad de Ciencias Universidad de Valladolid 47071 Valladolid SPAIN ; data_Compound_3_(lr39bm) _database_code_CSD 193532 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H16 Mo N2 O2 S' _chemical_formula_weight 420.33 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' Mo Mo -1.6832 0.6857 '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 8.6005(10) _cell_length_b 15.0923(17) _cell_length_c 13.5883(15) _cell_angle_alpha 90.00 _cell_angle_beta 101.228(2) _cell_angle_gamma 90.00 _cell_volume 1730.0(3) _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 RED_BLACK _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.614 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 0.891 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.859004 _exptl_absorpt_correction_T_max 1.000000 _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 7677 _diffrn_reflns_av_R_equivalents 0.0236 _diffrn_reflns_av_sigmaI/netI 0.0241 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 23.28 _reflns_number_total 2498 _reflns_number_gt 2135 _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^)+(0.0584P)^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 2498 _refine_ls_number_parameters 221 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0370 _refine_ls_R_factor_gt 0.0296 _refine_ls_wR_factor_ref 0.0829 _refine_ls_wR_factor_gt 0.0787 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mo1 Mo 0.16413(3) 0.291779(19) 0.77404(2) 0.04072(14) Uani 1 1 d . . . S1 S -0.01309(13) 0.24354(7) 0.89017(7) 0.0566(3) Uani 1 1 d G . . H1 H -0.0048 0.1786 0.8853 0.085 Uiso 1 1 d G . . N1 N 0.1864(3) 0.41376(17) 0.87190(19) 0.0394(6) Uani 1 1 d . . . N2 N -0.0443(3) 0.37921(18) 0.7121(2) 0.0435(7) Uani 1 1 d . . . C1 C 0.3257(5) 0.2135(2) 0.8503(3) 0.0525(9) Uani 1 1 d . . . O1 O 0.4181(4) 0.1644(2) 0.8941(2) 0.0795(9) Uani 1 1 d . . . C2 C 0.1020(4) 0.1806(3) 0.7017(3) 0.0522(9) Uani 1 1 d . . . O2 O 0.0638(3) 0.1145(2) 0.6628(2) 0.0741(8) Uani 1 1 d . . . C3 C 0.4119(5) 0.3374(3) 0.7501(3) 0.0613(10) Uani 1 1 d . . . H3A H 0.4650 0.3823 0.7957 0.074 Uiso 1 1 calc R . . H3B H 0.4824 0.2915 0.7345 0.074 Uiso 1 1 calc R . . C4 C 0.2931(5) 0.3671(3) 0.6703(3) 0.0558(10) Uani 1 1 d . . . C5 C 0.2119(5) 0.2986(3) 0.6115(3) 0.0610(11) Uani 1 1 d . . . H5A H 0.2763 0.2516 0.5916 0.073 Uiso 1 1 calc R . . H5B H 0.1235 0.3159 0.5593 0.073 Uiso 1 1 calc R . . C6 C 0.2572(6) 0.4637(3) 0.6477(4) 0.0770(13) Uani 1 1 d . . . H6A H 0.3293 0.4866 0.6082 0.116 Uiso 1 1 calc R . . H6B H 0.2691 0.4962 0.7094 0.116 Uiso 1 1 calc R . . H6C H 0.1504 0.4697 0.6110 0.116 Uiso 1 1 calc R . . C11 C 0.2938(4) 0.4270(2) 0.9547(2) 0.0429(8) Uani 1 1 d . . . H11 H 0.3713 0.3841 0.9740 0.052 Uiso 1 1 calc R . . C12 C 0.2961(4) 0.5031(2) 1.0147(2) 0.0456(8) Uani 1 1 d . . . H12 H 0.3725 0.5096 1.0730 0.055 Uiso 1 1 calc R . . C13 C 0.1855(4) 0.5668(2) 0.9866(2) 0.0450(8) Uani 1 1 d . . . H13 H 0.1869 0.6180 1.0249 0.054 Uiso 1 1 calc R . . C14 C 0.0690(4) 0.5558(2) 0.8998(2) 0.0399(8) Uani 1 1 d . . . C15 C -0.0530(4) 0.6196(2) 0.8651(3) 0.0475(8) Uani 1 1 d . . . H15 H -0.0541 0.6726 0.8998 0.057 Uiso 1 1 calc R . . C16 C -0.1662(4) 0.6041(2) 0.7832(3) 0.0531(9) Uani 1 1 d . . . H16 H -0.2424 0.6472 0.7614 0.064 Uiso 1 1 calc R . . C17 C -0.1705(4) 0.5217(3) 0.7292(2) 0.0490(9) Uani 1 1 d . . . C18 C -0.2899(5) 0.4993(3) 0.6471(3) 0.0624(11) Uani 1 1 d . . . H18 H -0.3708 0.5392 0.6233 0.075 Uiso 1 1 calc R . . C19 C -0.2866(5) 0.4194(3) 0.6030(3) 0.0650(11) Uani 1 1 d . . . H19 H -0.3680 0.4032 0.5505 0.078 Uiso 1 1 calc R . . C20 C -0.1624(4) 0.3614(3) 0.6357(3) 0.0545(9) Uani 1 1 d . . . H20 H -0.1615 0.3075 0.6026 0.065 Uiso 1 1 calc R . . C21 C 0.0718(4) 0.4767(2) 0.8457(2) 0.0364(7) Uani 1 1 d . . . C22 C -0.0504(4) 0.4585(2) 0.7596(2) 0.0405(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mo1 0.0435(2) 0.0416(2) 0.0350(2) -0.00621(12) 0.00270(13) 0.00159(13) S1 0.0668(6) 0.0550(6) 0.0496(6) -0.0057(5) 0.0158(5) -0.0130(5) N1 0.0422(16) 0.0403(15) 0.0348(15) -0.0008(12) 0.0054(12) -0.0031(13) N2 0.0446(16) 0.0465(17) 0.0374(15) -0.0021(13) 0.0032(13) -0.0003(13) C1 0.057(2) 0.051(2) 0.045(2) -0.0100(18) 0.0007(19) -0.0014(19) O1 0.081(2) 0.075(2) 0.072(2) 0.0036(17) -0.0122(16) 0.0244(18) C2 0.047(2) 0.059(2) 0.050(2) -0.011(2) 0.0071(17) 0.0027(18) O2 0.078(2) 0.0625(18) 0.078(2) -0.0371(16) 0.0076(16) -0.0109(15) C3 0.052(2) 0.075(3) 0.059(3) -0.015(2) 0.0175(19) -0.006(2) C4 0.058(2) 0.066(3) 0.048(2) 0.0005(19) 0.0234(19) 0.002(2) C5 0.060(3) 0.078(3) 0.044(2) -0.0090(19) 0.0089(19) 0.008(2) C6 0.091(3) 0.069(3) 0.081(3) 0.016(2) 0.042(3) 0.001(2) C11 0.0415(18) 0.0443(19) 0.0414(19) 0.0009(15) 0.0042(15) -0.0020(15) C12 0.052(2) 0.044(2) 0.0399(19) -0.0040(16) 0.0068(16) -0.0094(17) C13 0.057(2) 0.0380(19) 0.044(2) -0.0082(15) 0.0195(17) -0.0104(17) C14 0.0427(18) 0.0381(18) 0.0426(19) 0.0028(15) 0.0171(15) -0.0065(15) C15 0.055(2) 0.0411(19) 0.050(2) -0.0017(16) 0.0196(18) 0.0003(17) C16 0.051(2) 0.048(2) 0.063(3) 0.0068(19) 0.0166(19) 0.0106(17) C17 0.044(2) 0.055(2) 0.049(2) 0.0095(17) 0.0101(16) 0.0025(17) C18 0.049(2) 0.073(3) 0.061(3) 0.004(2) -0.0013(19) 0.010(2) C19 0.051(2) 0.083(3) 0.053(2) -0.001(2) -0.0105(18) 0.000(2) C20 0.057(2) 0.060(2) 0.043(2) -0.0057(17) -0.0005(17) -0.0022(19) C21 0.0388(17) 0.0361(17) 0.0360(18) 0.0016(14) 0.0114(14) -0.0029(14) C22 0.0405(18) 0.0441(19) 0.0382(18) 0.0059(15) 0.0109(14) 0.0012(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mo1 C1 1.960(4) . ? Mo1 C2 1.965(4) . ? Mo1 N2 2.253(3) . ? Mo1 N1 2.257(3) . ? Mo1 C4 2.263(4) . ? Mo1 C3 2.322(4) . ? Mo1 C5 2.326(4) . ? Mo1 S1 2.5059(10) . ? N1 C11 1.324(4) . ? N1 C21 1.365(4) . ? N2 C20 1.331(4) . ? N2 C22 1.366(4) . ? C1 O1 1.162(5) . ? C2 O2 1.148(4) . ? C3 C4 1.411(6) . ? C4 C5 1.406(5) . ? C4 C6 1.509(6) . ? C11 C12 1.407(5) . ? C12 C13 1.354(5) . ? C13 C14 1.400(5) . ? C14 C21 1.405(4) . ? C14 C15 1.435(5) . ? C15 C16 1.348(5) . ? C16 C17 1.442(5) . ? C17 C18 1.402(5) . ? C17 C22 1.407(5) . ? C18 C19 1.349(6) . ? C19 C20 1.386(6) . ? C21 C22 1.438(5) . ? 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 Mo1 C2 81.10(15) . . ? C1 Mo1 N2 168.95(13) . . ? C2 Mo1 N2 101.19(13) . . ? C1 Mo1 N1 102.15(12) . . ? C2 Mo1 N1 167.05(13) . . ? N2 Mo1 N1 73.28(10) . . ? C1 Mo1 C4 104.43(16) . . ? C2 Mo1 C4 103.65(15) . . ? N2 Mo1 C4 85.63(12) . . ? N1 Mo1 C4 87.80(12) . . ? C1 Mo1 C3 71.14(16) . . ? C2 Mo1 C3 110.52(15) . . ? N2 Mo1 C3 117.36(14) . . ? N1 Mo1 C3 82.30(12) . . ? C4 Mo1 C3 35.83(14) . . ? C1 Mo1 C5 106.88(15) . . ? C2 Mo1 C5 69.14(15) . . ? N2 Mo1 C5 83.93(12) . . ? N1 Mo1 C5 120.86(12) . . ? C4 Mo1 C5 35.67(14) . . ? C3 Mo1 C5 61.14(14) . . ? C1 Mo1 S1 87.00(12) . . ? C2 Mo1 S1 85.84(11) . . ? N2 Mo1 S1 82.42(8) . . ? N1 Mo1 S1 81.85(7) . . ? C4 Mo1 S1 166.02(10) . . ? C3 Mo1 S1 149.50(11) . . ? C5 Mo1 S1 148.46(11) . . ? C11 N1 C21 117.7(3) . . ? C11 N1 Mo1 126.1(2) . . ? C21 N1 Mo1 116.09(19) . . ? C20 N2 C22 116.9(3) . . ? C20 N2 Mo1 127.1(2) . . ? C22 N2 Mo1 116.0(2) . . ? O1 C1 Mo1 177.5(3) . . ? O2 C2 Mo1 177.3(4) . . ? C4 C3 Mo1 69.8(2) . . ? C5 C4 C3 114.0(4) . . ? C5 C4 C6 122.4(4) . . ? C3 C4 C6 123.6(4) . . ? C5 C4 Mo1 74.6(2) . . ? C3 C4 Mo1 74.4(2) . . ? C6 C4 Mo1 120.5(3) . . ? C4 C5 Mo1 69.7(2) . . ? N1 C11 C12 123.0(3) . . ? C13 C12 C11 119.1(3) . . ? C12 C13 C14 120.1(3) . . ? C13 C14 C21 117.4(3) . . ? C13 C14 C15 123.7(3) . . ? C21 C14 C15 119.0(3) . . ? C16 C15 C14 121.3(3) . . ? C15 C16 C17 120.8(3) . . ? C18 C17 C22 116.9(3) . . ? C18 C17 C16 123.7(3) . . ? C22 C17 C16 119.4(3) . . ? C19 C18 C17 119.6(4) . . ? C18 C19 C20 120.3(4) . . ? N2 C20 C19 123.0(4) . . ? N1 C21 C14 122.7(3) . . ? N1 C21 C22 117.1(3) . . ? C14 C21 C22 120.2(3) . . ? N2 C22 C17 123.2(3) . . ? N2 C22 C21 117.5(3) . . ? C17 C22 C21 119.2(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 23.28 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.800 _refine_diff_density_min -0.261 _refine_diff_density_rms 0.072 #===END data_Compound_4_(d3am) _database_code_CSD 193533 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H9 N2 O3 Re S' _chemical_formula_weight 459.48 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.174(5) _cell_length_b 8.372(5) _cell_length_c 10.931(7) _cell_angle_alpha 100.773(9) _cell_angle_beta 103.413(9) _cell_angle_gamma 93.959(9) _cell_volume 709.8(8) _cell_formula_units_Z 2 _cell_measurement_temperature 299(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description PLATE _exptl_crystal_colour ORANGE _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.150 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 432 _exptl_absorpt_coefficient_mu 8.713 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.589750 _exptl_absorpt_correction_T_max 1.000000 _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 3249 _diffrn_reflns_av_R_equivalents 0.0251 _diffrn_reflns_av_sigmaI/netI 0.0352 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 23.62 _reflns_number_total 2051 _reflns_number_gt 1861 _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^)+(0.0433P)^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 SHELXL _refine_ls_extinction_coef 0.0006(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2051 _refine_ls_number_parameters 185 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0316 _refine_ls_R_factor_gt 0.0279 _refine_ls_wR_factor_ref 0.0675 _refine_ls_wR_factor_gt 0.0662 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _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 0.23778(3) 0.30170(3) 0.30622(3) 0.03108(15) Uani 1 1 d . . . S1 S 0.2550(3) 0.1378(3) 0.0930(2) 0.0476(5) Uani 1 1 d G . . H1 H 0.1147 0.0904 0.0270 0.071 Uiso 1 1 d R . . N1 N 0.0710(7) 0.0905(7) 0.3124(6) 0.0333(13) Uani 1 1 d . . . N2 N -0.0146(7) 0.3366(6) 0.2018(5) 0.0307(13) Uani 1 1 d . . . C1 C 0.2161(8) 0.4292(8) 0.4686(9) 0.0381(18) Uani 1 1 d . . . O1 O 0.2021(8) 0.5049(7) 0.5625(6) 0.0556(15) Uani 1 1 d . . . C2 C 0.3629(9) 0.4884(10) 0.2800(8) 0.0440(19) Uani 1 1 d . . . O2 O 0.4377(8) 0.6029(8) 0.2632(6) 0.0681(18) Uani 1 1 d . . . C3 C 0.4476(9) 0.2354(9) 0.3945(8) 0.0421(18) Uani 1 1 d . . . O3 O 0.5671(7) 0.1873(8) 0.4434(7) 0.0723(19) Uani 1 1 d . . . C11 C 0.1232(10) -0.0346(8) 0.3684(7) 0.0412(18) Uani 1 1 d . . . H11 H 0.2381 -0.0321 0.4059 0.049 Uiso 1 1 calc R . . C12 C 0.0154(10) -0.1640(9) 0.3724(8) 0.049(2) Uani 1 1 d . . . H12 H 0.0568 -0.2471 0.4122 0.058 Uiso 1 1 calc R . . C13 C -0.1558(12) -0.1712(9) 0.3170(8) 0.052(2) Uani 1 1 d . . . H13 H -0.2313 -0.2586 0.3188 0.062 Uiso 1 1 calc R . . C14 C -0.2125(9) -0.0437(9) 0.2582(8) 0.0428(18) Uani 1 1 d . . . H14 H -0.3270 -0.0447 0.2202 0.051 Uiso 1 1 calc R . . C15 C -0.0952(9) 0.0854(8) 0.2572(7) 0.0332(16) Uani 1 1 d . . . C16 C -0.1435(8) 0.2213(8) 0.1910(6) 0.0307(15) Uani 1 1 d . . . C17 C -0.3055(9) 0.2327(9) 0.1233(8) 0.046(2) Uani 1 1 d . . . H17 H -0.3930 0.1532 0.1193 0.056 Uiso 1 1 calc R . . C18 C -0.3390(9) 0.3590(10) 0.0623(8) 0.049(2) Uani 1 1 d . . . H18 H -0.4475 0.3641 0.0137 0.059 Uiso 1 1 calc R . . C19 C -0.2093(10) 0.4786(10) 0.0741(8) 0.050(2) Uani 1 1 d . . . H19 H -0.2291 0.5676 0.0352 0.060 Uiso 1 1 calc R . . C20 C -0.0507(9) 0.4652(9) 0.1436(7) 0.0388(17) Uani 1 1 d . . . H20 H 0.0363 0.5472 0.1517 0.047 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 0.02534(19) 0.0337(2) 0.0328(2) 0.00818(13) 0.00375(12) 0.00253(11) S1 0.0400(10) 0.0591(12) 0.0389(12) -0.0021(10) 0.0115(9) 0.0000(9) N1 0.035(3) 0.033(3) 0.032(4) 0.008(3) 0.006(3) 0.009(3) N2 0.031(3) 0.031(3) 0.027(3) 0.002(3) 0.005(2) 0.005(2) C1 0.027(4) 0.026(4) 0.060(6) 0.020(4) 0.001(4) -0.001(3) O1 0.071(4) 0.048(3) 0.047(4) 0.004(3) 0.018(3) 0.005(3) C2 0.032(4) 0.061(5) 0.038(5) 0.013(4) 0.004(3) 0.008(4) O2 0.061(4) 0.068(4) 0.075(5) 0.030(4) 0.012(3) -0.018(3) C3 0.033(4) 0.045(4) 0.042(5) 0.010(4) -0.002(3) 0.001(3) O3 0.040(3) 0.075(4) 0.094(5) 0.031(4) -0.013(3) 0.019(3) C11 0.044(4) 0.038(4) 0.045(5) 0.015(4) 0.010(4) 0.010(3) C12 0.054(5) 0.039(4) 0.055(6) 0.016(4) 0.013(4) 0.006(4) C13 0.075(6) 0.034(4) 0.047(5) 0.010(4) 0.019(5) -0.005(4) C14 0.037(4) 0.041(4) 0.044(5) 0.005(4) 0.006(4) -0.009(3) C15 0.039(4) 0.031(4) 0.032(4) 0.006(3) 0.012(3) 0.006(3) C16 0.028(4) 0.035(4) 0.027(4) 0.003(3) 0.006(3) 0.006(3) C17 0.030(4) 0.050(5) 0.061(6) 0.015(4) 0.011(4) 0.010(3) C18 0.032(4) 0.056(5) 0.054(6) 0.011(4) -0.001(4) 0.015(4) C19 0.051(5) 0.053(5) 0.056(6) 0.024(4) 0.017(4) 0.027(4) C20 0.038(4) 0.045(4) 0.035(4) 0.013(4) 0.008(3) 0.009(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 C2 1.911(8) . ? Re1 C3 1.935(7) . ? Re1 C1 1.946(9) . ? Re1 N1 2.178(6) . ? Re1 N2 2.182(5) . ? Re1 S1 2.514(2) . ? N1 C15 1.346(9) . ? N1 C11 1.355(8) . ? N2 C16 1.347(8) . ? N2 C20 1.365(9) . ? C1 O1 1.135(9) . ? C2 O2 1.168(9) . ? C3 O3 1.138(8) . ? C11 C12 1.362(10) . ? C12 C13 1.382(12) . ? C13 C14 1.398(10) . ? C14 C15 1.398(9) . ? C15 C16 1.487(9) . ? C16 C17 1.378(10) . ? C17 C18 1.363(11) . ? C18 C19 1.374(11) . ? C19 C20 1.366(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Re1 C3 89.4(3) . . ? C2 Re1 C1 89.6(3) . . ? C3 Re1 C1 89.9(3) . . ? C2 Re1 N1 172.4(3) . . ? C3 Re1 N1 97.2(3) . . ? C1 Re1 N1 94.2(2) . . ? C2 Re1 N2 98.9(3) . . ? C3 Re1 N2 171.1(2) . . ? C1 Re1 N2 93.5(2) . . ? N1 Re1 N2 74.3(2) . . ? C2 Re1 S1 91.0(2) . . ? C3 Re1 S1 92.1(2) . . ? C1 Re1 S1 177.97(19) . . ? N1 Re1 S1 85.04(16) . . ? N2 Re1 S1 84.48(15) . . ? C15 N1 C11 118.2(6) . . ? C15 N1 Re1 117.4(4) . . ? C11 N1 Re1 124.4(5) . . ? C16 N2 C20 117.5(6) . . ? C16 N2 Re1 117.9(4) . . ? C20 N2 Re1 124.6(5) . . ? O1 C1 Re1 179.1(6) . . ? O2 C2 Re1 179.2(7) . . ? O3 C3 Re1 176.1(7) . . ? N1 C11 C12 123.1(7) . . ? C11 C12 C13 119.7(7) . . ? C12 C13 C14 118.3(7) . . ? C15 C14 C13 119.2(7) . . ? N1 C15 C14 121.6(6) . . ? N1 C15 C16 115.7(6) . . ? C14 C15 C16 122.7(6) . . ? N2 C16 C17 121.2(6) . . ? N2 C16 C15 114.6(6) . . ? C17 C16 C15 124.2(6) . . ? C18 C17 C16 120.8(7) . . ? C17 C18 C19 118.6(7) . . ? C20 C19 C18 119.2(7) . . ? N2 C20 C19 122.7(7) . . ? _diffrn_measured_fraction_theta_max 0.956 _diffrn_reflns_theta_full 23.62 _diffrn_measured_fraction_theta_full 0.956 _refine_diff_density_max 1.420 _refine_diff_density_min -0.979 _refine_diff_density_rms 0.150 #===END