Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_General _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_contact_author_name 'Prof. Helgard G. Raubenheimer' _publ_contact_author_address ; Department of Chemistry and Polymer Science, University of Stellenbosch, Private Bag X1, Matieland,7602, South Africa ; _publ_contact_author_email hgr@sun.ac.za _publ_contact_author_fax '+27 21 808 3849' _publ_contact_author_phone '+27 21 808 3850' loop_ _publ_author_name _publ_author_address 'Elzet Stander' ; Department of Chemistry and Polymer Science, University of Stellenbosch, Private Bag X1, Mateiland, 7602, South Africa ; 'Stephanie Cronje' ; Department of Chemistry and Polymer Science, University of Stellenbosch, Private Bag X1, Mateiland, 7602, South Africa ; 'Helgard G. Raubenehimer' ; Department of Chemistry and Polymer Science, University of Stellenbosch, Private Bag X1, Mateiland, 7602, South Africa ; _publ_section_title ; Preparing alpha, beta-unsaturated Fischer-type carbene complexes via an unforeseen route ; data_Complex_2a _database_code_depnum_ccdc_archive 'CCDC 624320' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H11 Cr N O6' _chemical_formula_sum 'C11 H11 Cr N O6' _chemical_formula_weight 305.21 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' Cr Cr 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.4705(7) _cell_length_b 6.7453(5) _cell_length_c 18.4712(13) _cell_angle_alpha 90.00 _cell_angle_beta 93.130(1) _cell_angle_gamma 90.00 _cell_volume 1302.61(16) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3626 _cell_measurement_theta_min 2.8645 _cell_measurement_theta_max 28.181 _exptl_crystal_description Prism _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.556 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 624 _exptl_absorpt_coefficient_mu 0.899 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8998 _exptl_absorpt_correction_T_max 0.9155 _exptl_absorpt_process_details 'SADABS, Blessing, Acta Cryst. A51 (1995) 33-38' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method /w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7796 _diffrn_reflns_av_R_equivalents 0.0220 _diffrn_reflns_av_sigmaI/netI 0.0292 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 28.29 _reflns_number_total 2999 _reflns_number_gt 2753 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; X-Seed (Barbour, 2001; Atwood and Barbour, 2003) ; _computing_publication_material ; X-Seed ; _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^)+(0.0375P)^2^+0.9804P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2999 _refine_ls_number_parameters 175 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0366 _refine_ls_R_factor_gt 0.0330 _refine_ls_wR_factor_ref 0.0817 _refine_ls_wR_factor_gt 0.0797 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _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 Cr1 Cr 0.79478(2) 0.58108(4) 0.088686(14) 0.01075(9) Uani 1 1 d . . . O1 O 0.81270(12) 0.66492(19) 0.25725(7) 0.0179(3) Uani 1 1 d . . . O2 O 0.92542(13) 0.1769(2) 0.09032(8) 0.0259(3) Uani 1 1 d . . . O3 O 0.79585(13) 0.6437(2) -0.07313(7) 0.0229(3) Uani 1 1 d . . . O4 O 1.05913(12) 0.7689(2) 0.09221(8) 0.0263(3) Uani 1 1 d . . . O5 O 0.65473(12) 0.96938(19) 0.10756(7) 0.0216(3) Uani 1 1 d . . . O6 O 0.53849(11) 0.37344(19) 0.06203(7) 0.0187(3) Uani 1 1 d . . . N1 N 0.69308(14) 0.4511(2) 0.35352(8) 0.0172(3) Uani 1 1 d . . . H1 H 0.7327 0.5634 0.3456 0.021 Uiso 1 1 calc R . . C1 C 0.77743(15) 0.5399(3) 0.20174(9) 0.0133(3) Uani 1 1 d . . . C2 C 0.71234(16) 0.3752(3) 0.22719(9) 0.0147(3) Uani 1 1 d . . . H2 H 0.6918 0.2763 0.1918 0.018 Uiso 1 1 calc R . . C3 C 0.67242(15) 0.3331(3) 0.29732(9) 0.0151(3) Uani 1 1 d . . . C4 C 0.65701(19) 0.4151(3) 0.42765(10) 0.0221(4) Uani 1 1 d . . . H4A H 0.6104 0.2894 0.4296 0.033 Uiso 1 1 calc R . . H4B H 0.6023 0.5233 0.4430 0.033 Uiso 1 1 calc R . . H4C H 0.7342 0.4083 0.4600 0.033 Uiso 1 1 calc R . . C5 C 0.59950(18) 0.1442(3) 0.30728(11) 0.0222(4) Uani 1 1 d . . . H5A H 0.6439 0.0635 0.3449 0.033 Uiso 1 1 calc R . . H5B H 0.5938 0.0703 0.2615 0.033 Uiso 1 1 calc R . . H5C H 0.5132 0.1755 0.3219 0.033 Uiso 1 1 calc R . . C6 C 0.89396(18) 0.8334(3) 0.2471(1) 0.0208(4) Uani 1 1 d . . . H6A H 0.9799 0.7877 0.2367 0.031 Uiso 1 1 calc R . . H6C H 0.8985 0.9142 0.2913 0.031 Uiso 1 1 calc R . . H6B H 0.8588 0.9131 0.2064 0.031 Uiso 1 1 calc R . . C7 C 0.87716(16) 0.3285(3) 0.08891(10) 0.0164(3) Uani 1 1 d . . . C8 C 0.79627(16) 0.6167(3) -0.01128(9) 0.0155(3) Uani 1 1 d . . . C9 C 0.95931(16) 0.7014(3) 0.09439(9) 0.0161(3) Uani 1 1 d . . . C10 C 0.70932(16) 0.8245(3) 0.09996(9) 0.0142(3) Uani 1 1 d . . . C11 C 0.63421(16) 0.4521(2) 0.07320(9) 0.0137(3) 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 Cr1 0.01218(15) 0.01026(15) 0.00986(14) 0.00010(9) 0.00114(9) -0.00023(9) O1 0.0247(6) 0.0173(6) 0.0117(6) -0.0016(5) 0.0007(5) -0.0076(5) O2 0.0245(7) 0.0154(7) 0.0380(8) 0.0013(6) 0.0053(6) 0.0040(5) O3 0.0265(7) 0.0292(7) 0.0133(7) 0.0016(5) 0.0028(5) 0.0004(6) O4 0.0172(6) 0.0261(8) 0.0361(8) -0.0054(6) 0.0051(6) -0.0047(6) O5 0.0220(7) 0.0154(6) 0.0271(7) -0.0030(5) -0.0013(5) 0.0039(5) O6 0.0165(6) 0.0193(6) 0.0200(7) 0.0002(5) -0.0016(5) -0.0019(5) N1 0.0197(7) 0.0196(8) 0.0122(7) 0.0024(6) 0.0022(6) -0.0007(6) C1 0.0129(8) 0.0138(8) 0.0130(8) 0.0001(6) -0.0011(6) 0.0015(6) C2 0.0169(8) 0.0147(8) 0.0124(8) 0.0000(6) -0.0003(6) -0.0005(6) C3 0.0123(8) 0.0163(8) 0.0168(8) 0.0037(7) 0.0006(6) 0.0026(6) C4 0.0243(9) 0.0301(11) 0.0122(8) 0.0039(7) 0.0038(7) 0.0024(8) C5 0.0248(9) 0.0224(9) 0.0199(9) 0.0039(7) 0.0053(7) -0.0037(8) C6 0.028(1) 0.0188(9) 0.0153(9) -0.0024(7) 0.0000(7) -0.0101(7) C7 0.0156(8) 0.0175(9) 0.0163(8) 0.0004(7) 0.0025(6) -0.0024(7) C8 0.0151(8) 0.0146(8) 0.0171(9) -0.0009(6) 0.0026(6) -0.0004(6) C9 0.0179(8) 0.0141(8) 0.0165(8) -0.0014(7) 0.0026(6) 0.0017(7) C10 0.0143(8) 0.0171(9) 0.0109(8) 0.0007(6) -0.0004(6) -0.0032(6) C11 0.0178(8) 0.0130(8) 0.0104(8) 0.0009(6) 0.0022(6) 0.0027(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 Cr1 C8 1.8630(18) . ? Cr1 C10 1.8870(18) . ? Cr1 C11 1.9007(17) . ? Cr1 C9 1.9020(18) . ? Cr1 C7 1.9098(18) . ? Cr1 C1 2.1242(17) . ? O1 C1 1.363(2) . ? O1 C6 1.438(2) . ? O2 C7 1.140(2) . ? O3 C8 1.157(2) . ? O4 C9 1.143(2) . ? O5 C10 1.145(2) . ? O6 C11 1.143(2) . ? N1 C3 1.317(2) . ? N1 C4 1.461(2) . ? N1 H1 0.8800 . ? C1 C2 1.398(2) . ? C2 C3 1.412(2) . ? C2 H2 0.9500 . ? C3 C5 1.502(2) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6C 0.9800 . ? C6 H6B 0.9800 . ? 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 C8 Cr1 C10 91.54(7) . . ? C8 Cr1 C11 88.00(7) . . ? C10 Cr1 C11 89.66(7) . . ? C8 Cr1 C9 86.75(7) . . ? C10 Cr1 C9 93.22(7) . . ? C11 Cr1 C9 174.08(7) . . ? C8 Cr1 C7 95.10(8) . . ? C10 Cr1 C7 173.24(7) . . ? C11 Cr1 C7 89.29(7) . . ? C9 Cr1 C7 88.45(7) . . ? C8 Cr1 C1 175.58(7) . . ? C10 Cr1 C1 86.49(7) . . ? C11 Cr1 C1 88.03(7) . . ? C9 Cr1 C1 97.30(7) . . ? C7 Cr1 C1 86.79(7) . . ? C1 O1 C6 121.93(13) . . ? C3 N1 C4 126.77(16) . . ? C3 N1 H1 116.6 . . ? C4 N1 H1 116.6 . . ? O1 C1 C2 110.84(14) . . ? O1 C1 Cr1 128.64(12) . . ? C2 C1 Cr1 120.25(12) . . ? C1 C2 C3 129.97(16) . . ? C1 C2 H2 115.0 . . ? C3 C2 H2 115.0 . . ? N1 C3 C2 123.91(16) . . ? N1 C3 C5 118.63(16) . . ? C2 C3 C5 117.44(16) . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? O1 C6 H6A 109.5 . . ? O1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? O1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? H6C C6 H6B 109.5 . . ? O2 C7 Cr1 178.67(16) . . ? O3 C8 Cr1 178.19(16) . . ? O4 C9 Cr1 174.51(16) . . ? O5 C10 Cr1 178.10(15) . . ? O6 C11 Cr1 178.16(15) . . ? 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 C6 O1 C1 C2 172.49(15) . . . . ? C6 O1 C1 Cr1 -13.5(2) . . . . ? C10 Cr1 C1 O1 -52.68(15) . . . . ? C11 Cr1 C1 O1 -142.46(15) . . . . ? C9 Cr1 C1 O1 40.12(16) . . . . ? C7 Cr1 C1 O1 128.15(15) . . . . ? C10 Cr1 C1 C2 120.88(14) . . . . ? C11 Cr1 C1 C2 31.10(14) . . . . ? C9 Cr1 C1 C2 -146.32(14) . . . . ? C7 Cr1 C1 C2 -58.30(14) . . . . ? O1 C1 C2 C3 5.4(3) . . . . ? Cr1 C1 C2 C3 -169.23(14) . . . . ? C4 N1 C3 C2 -178.58(16) . . . . ? C4 N1 C3 C5 2.9(3) . . . . ? C1 C2 C3 N1 -0.6(3) . . . . ? C1 C2 C3 C5 177.94(17) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O1 0.88 2.00 2.6558(19) 130.9 . _diffrn_measured_fraction_theta_max 0.928 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 0.928 _refine_diff_density_max 0.410 _refine_diff_density_min -0.229 _refine_diff_density_rms 0.072 #====END data_Complex_2b _database_code_depnum_ccdc_archive 'CCDC 624321' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Complex 2b' _chemical_melting_point ? _chemical_formula_moiety 'C11 H11 N O6 W' _chemical_formula_sum 'C11 H11 N O6 W' _chemical_formula_weight 437.06 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' W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.5753(5) _cell_length_b 6.8567(3) _cell_length_c 18.7407(9) _cell_angle_alpha 90.00 _cell_angle_beta 93.036(1) _cell_angle_gamma 90.00 _cell_volume 1357.01(11) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5358 _cell_measurement_theta_min 2.8309 _cell_measurement_theta_max 28.2026 _exptl_crystal_description Prism _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.139 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 824 _exptl_absorpt_coefficient_mu 8.533 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3762 _exptl_absorpt_correction_T_max 0.4245 _exptl_absorpt_process_details 'SADABS, Blessing, Acta Cryst. A51 (1995) 33-38' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8020 _diffrn_reflns_av_R_equivalents 0.0192 _diffrn_reflns_av_sigmaI/netI 0.0246 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 28.26 _reflns_number_total 3119 _reflns_number_gt 2917 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; X-Seed (Barbour, 2001; Atwood and Barbour, 2003) ; _computing_publication_material ; X-Seed ; _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^)+(0.0166P)^2^+1.6326P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3119 _refine_ls_number_parameters 175 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0196 _refine_ls_R_factor_gt 0.0176 _refine_ls_wR_factor_ref 0.0402 _refine_ls_wR_factor_gt 0.0394 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.012 _refine_ls_shift/su_max 0.002 _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 W1 W 0.795441(9) 0.580278(15) 0.087830(5) 0.01115(4) Uani 1 1 d . . . O1 O 0.8106(2) 0.6599(3) 0.26075(10) 0.0191(4) Uani 1 1 d . . . O2 O 0.9307(2) 0.1637(3) 0.08627(14) 0.0309(5) Uani 1 1 d . . . O3 O 0.7941(2) 0.6469(3) -0.07911(11) 0.0235(5) Uani 1 1 d . . . O4 O 1.0701(2) 0.7713(3) 0.09412(12) 0.0277(5) Uani 1 1 d . . . O5 O 0.6571(2) 0.9862(3) 0.10704(12) 0.0239(5) Uani 1 1 d . . . O6 O 0.52890(19) 0.3676(3) 0.06195(11) 0.0199(4) Uani 1 1 d . . . N1 N 0.6880(2) 0.4522(4) 0.35470(12) 0.0183(5) Uani 1 1 d . . . H1 H 0.7266 0.5633 0.3468 0.022 Uiso 1 1 calc R . . C1 C 0.7757(3) 0.5369(4) 0.20601(15) 0.0145(5) Uani 1 1 d . . . C2 C 0.7090(3) 0.3764(4) 0.23028(14) 0.0157(6) Uani 1 1 d . . . H2 H 0.6876 0.2805 0.1951 0.019 Uiso 1 1 calc R . . C3 C 0.6683(3) 0.3350(4) 0.29945(15) 0.0153(5) Uani 1 1 d . . . C4 C 0.6524(3) 0.4158(5) 0.42757(16) 0.0234(7) Uani 1 1 d . . . H4A H 0.6013 0.2966 0.4287 0.035 Uiso 1 1 calc R . . H4B H 0.6029 0.5262 0.4441 0.035 Uiso 1 1 calc R . . H4C H 0.7289 0.4000 0.4589 0.035 Uiso 1 1 calc R . . C5 C 0.5954(3) 0.1506(5) 0.30939(17) 0.0252(7) Uani 1 1 d . . . H5A H 0.6388 0.0712 0.3467 0.038 Uiso 1 1 calc R . . H5B H 0.5899 0.0774 0.2644 0.038 Uiso 1 1 calc R . . H5C H 0.5100 0.1824 0.3236 0.038 Uiso 1 1 calc R . . C6 C 0.8918(3) 0.8241(5) 0.24950(15) 0.0236(7) Uani 1 1 d . . . H6A H 0.9759 0.7775 0.2379 0.035 Uiso 1 1 calc R . . H6B H 0.8991 0.9034 0.2930 0.035 Uiso 1 1 calc R . . H6C H 0.8558 0.9032 0.2099 0.035 Uiso 1 1 calc R . . C7 C 0.8827(3) 0.3129(4) 0.08589(15) 0.0178(6) Uani 1 1 d . . . C8 C 0.7957(3) 0.6193(4) -0.01787(15) 0.0163(6) Uani 1 1 d . . . C9 C 0.9709(3) 0.7054(4) 0.09461(14) 0.0165(6) Uani 1 1 d . . . C10 C 0.7087(3) 0.8409(4) 0.09905(14) 0.0145(5) Uani 1 1 d . . . C11 C 0.6239(3) 0.4456(4) 0.07243(14) 0.0140(5) 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 W1 0.01261(6) 0.01130(6) 0.00960(6) 0.00002(4) 0.00117(4) -0.00051(4) O1 0.0265(11) 0.0196(11) 0.0113(9) -0.0017(8) 0.0015(8) -0.0081(9) O2 0.0270(12) 0.0171(12) 0.0491(15) 0.0016(11) 0.0057(11) 0.0048(10) O3 0.0284(12) 0.0301(12) 0.0122(10) 0.0029(9) 0.0025(8) -0.0012(10) O4 0.0188(11) 0.0257(12) 0.0388(13) -0.0080(11) 0.0044(9) -0.0059(10) O5 0.0253(11) 0.0165(11) 0.0298(12) -0.0033(10) -0.0005(9) 0.0037(9) O6 0.0181(10) 0.0182(10) 0.0232(11) 0.0005(9) -0.0010(8) -0.0026(9) N1 0.0202(12) 0.0230(13) 0.0119(11) 0.0031(10) 0.0024(9) 0.0006(10) C1 0.0153(13) 0.0154(13) 0.0125(13) -0.0007(11) -0.0029(10) 0.0013(11) C2 0.0184(14) 0.0170(13) 0.0116(13) -0.0001(11) 0.000(1) -0.0016(11) C3 0.0132(13) 0.0170(14) 0.0157(13) 0.0048(11) -0.0007(10) 0.0027(11) C4 0.0244(16) 0.0323(18) 0.0141(14) 0.0034(13) 0.0058(12) 0.0048(13) C5 0.0292(17) 0.0248(16) 0.0219(16) 0.0043(13) 0.0056(13) -0.0042(13) C6 0.0327(17) 0.0241(16) 0.0138(14) -0.0016(12) 0.0007(12) -0.0134(14) C7 0.0159(14) 0.0186(14) 0.0190(14) 0.0006(12) 0.0009(11) -0.0021(11) C8 0.0152(13) 0.0166(14) 0.0171(14) 0.0002(11) 0.0011(10) 0.0006(11) C9 0.0192(14) 0.0154(14) 0.0149(13) -0.0002(11) 0.0001(11) 0.0026(11) C10 0.0134(13) 0.0171(14) 0.0130(13) 0.0011(11) 0.0007(10) -0.0053(11) C11 0.0179(14) 0.0127(13) 0.0114(12) 0.0008(10) 0.0017(10) 0.0053(11) _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 W1 C8 1.999(3) . ? W1 C10 2.024(3) . ? W1 C9 2.042(3) . ? W1 C11 2.043(3) . ? W1 C7 2.053(3) . ? W1 C1 2.255(3) . ? O1 C1 1.364(3) . ? O1 C6 1.438(3) . ? O2 C7 1.142(4) . ? O3 C8 1.162(3) . ? O4 C9 1.143(3) . ? O5 C10 1.150(4) . ? O6 C11 1.146(3) . ? N1 C3 1.319(4) . ? N1 C4 1.457(4) . ? N1 H1 0.8800 . ? C1 C2 1.397(4) . ? C2 C3 1.416(4) . ? C2 H2 0.9500 . ? C3 C5 1.498(4) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? 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 C8 W1 C10 90.53(11) . . ? C8 W1 C9 87.50(11) . . ? C10 W1 C9 92.16(11) . . ? C8 W1 C11 88.19(11) . . ? C10 W1 C11 90.58(11) . . ? C9 W1 C11 174.92(10) . . ? C8 W1 C7 94.46(11) . . ? C10 W1 C7 175.01(11) . . ? C9 W1 C7 88.20(11) . . ? C11 W1 C7 89.45(11) . . ? C8 W1 C1 174.79(10) . . ? C10 W1 C1 87.05(10) . . ? C9 W1 C1 97.2(1) . . ? C11 W1 C1 87.22(10) . . ? C7 W1 C1 87.97(11) . . ? C1 O1 C6 120.9(2) . . ? C3 N1 C4 126.4(3) . . ? C3 N1 H1 116.8 . . ? C4 N1 H1 116.8 . . ? O1 C1 C2 111.3(2) . . ? O1 C1 W1 128.5(2) . . ? C2 C1 W1 119.9(2) . . ? C1 C2 C3 129.7(3) . . ? C1 C2 H2 115.1 . . ? C3 C2 H2 115.1 . . ? N1 C3 C2 123.6(3) . . ? N1 C3 C5 118.6(3) . . ? C2 C3 C5 117.8(3) . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? O1 C6 H6A 109.5 . . ? O1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? O1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? O2 C7 W1 178.6(3) . . ? O3 C8 W1 178.1(3) . . ? O4 C9 W1 175.7(2) . . ? O5 C10 W1 177.8(2) . . ? O6 C11 W1 177.9(2) . . ? 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 C10 W1 C1 O1 -51.6(2) . . . . ? C9 W1 C1 O1 40.2(3) . . . . ? C11 W1 C1 O1 -142.3(2) . . . . ? C7 W1 C1 O1 128.2(2) . . . . ? C10 W1 C1 C2 121.1(2) . . . . ? C9 W1 C1 C2 -147.1(2) . . . . ? C11 W1 C1 C2 30.4(2) . . . . ? C7 W1 C1 C2 -59.1(2) . . . . ? C2 C1 O1 C6 173.3(3) . . . . ? W1 C1 O1 C6 -13.5(4) . . . . ? O1 C1 C2 C3 4.5(4) . . . . ? W1 C1 C2 C3 -169.4(2) . . . . ? C1 C2 C3 N1 0.8(5) . . . . ? C1 C2 C3 C5 178.9(3) . . . . ? C2 C3 N1 C4 -177.9(3) . . . . ? C5 C3 N1 C4 4.0(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O1 0.88 2.00 2.655(3) 130.8 . _diffrn_measured_fraction_theta_max 0.926 _diffrn_reflns_theta_full 28.26 _diffrn_measured_fraction_theta_full 0.926 _refine_diff_density_max 0.699 _refine_diff_density_min -0.845 _refine_diff_density_rms 0.118 #====END data_Complex_3a _database_code_depnum_ccdc_archive 'CCDC 624322' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H13 Cr N O5 S' _chemical_formula_sum 'C11 H13 Cr N O5 S' _chemical_formula_weight 323.28 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' Cr Cr 0.3209 0.6236 '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 6.8048(5) _cell_length_b 8.7412(6) _cell_length_c 12.1146(9) _cell_angle_alpha 71.563(1) _cell_angle_beta 85.909(1) _cell_angle_gamma 81.968(1) _cell_volume 676.63(8) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4085 _cell_measurement_theta_min 2.475 _cell_measurement_theta_max 28.2265 _exptl_crystal_description Prism _exptl_crystal_colour 'Orange red' _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.587 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 332 _exptl_absorpt_coefficient_mu 1.013 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8880 _exptl_absorpt_correction_T_max 0.9054 _exptl_absorpt_process_details 'SADABS, Blessing, Acta Cryst. A51 (1995) 33-38' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7516 _diffrn_reflns_av_R_equivalents 0.0207 _diffrn_reflns_av_sigmaI/netI 0.0284 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 28.23 _reflns_number_total 3070 _reflns_number_gt 2763 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; X-Seed (Barbour, 2001; Atwood and Barbour, 2003) ; _computing_publication_material ; X-Seed ; _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0357P)^2^+0.4274P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3070 _refine_ls_number_parameters 176 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0361 _refine_ls_R_factor_gt 0.0314 _refine_ls_wR_factor_ref 0.0772 _refine_ls_wR_factor_gt 0.0752 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.090 _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 Cr1 Cr 0.57334(4) 0.36728(3) 0.72951(2) 0.01169(9) Uani 1 1 d . . . S1 S 0.57698(6) 0.65789(5) 0.62049(4) 0.01370(11) Uani 1 1 d . . . O1 O 0.30673(18) 0.50072(14) 0.91269(11) 0.0147(3) Uani 1 1 d . . . O2 O 0.9094(2) 0.32629(18) 0.89098(13) 0.0265(3) Uani 1 1 d . . . O3 O 0.5346(2) 0.02263(16) 0.86927(13) 0.0247(3) Uani 1 1 d . . . O4 O 0.8192(2) 0.22043(18) 0.56090(13) 0.0235(3) Uani 1 1 d . . . O5 O 0.1775(2) 0.37737(17) 0.62266(13) 0.0229(3) Uani 1 1 d . . . N1 N 0.1797(2) 0.82517(18) 0.83124(14) 0.0159(3) Uani 1 1 d . . . H1 H 0.1753 0.7338 0.8886 0.019 Uiso 1 1 calc R . . C1 C 0.4138(2) 0.5153(2) 0.81338(15) 0.0127(3) Uani 1 1 d . . . C2 C 0.4136(3) 0.6753(2) 0.73811(15) 0.0134(3) Uani 1 1 d . . . C3 C 0.2979(3) 0.8207(2) 0.74019(16) 0.0137(3) Uani 1 1 d . . . C4 C 0.0561(3) 0.9698(2) 0.84390(18) 0.0230(4) Uani 1 1 d . . . H4A H 0.1411 1.0507 0.8457 0.035 Uiso 1 1 calc R . . H4B H -0.0233 0.9402 0.9166 0.035 Uiso 1 1 calc R . . H4C H -0.0324 1.0156 0.7780 0.035 Uiso 1 1 calc R . . C5 C 0.3031(3) 0.9724(2) 0.63915(17) 0.0191(4) Uani 1 1 d . . . H5A H 0.1682 1.0291 0.6244 0.029 Uiso 1 1 calc R . . H5B H 0.3572 0.9442 0.5699 0.029 Uiso 1 1 calc R . . H5C H 0.3873 1.0433 0.6569 0.029 Uiso 1 1 calc R . . C6 C 0.3131(3) 0.3391(2) 0.99528(16) 0.0175(4) Uani 1 1 d . . . H6A H 0.2745 0.2647 0.9571 0.026 Uiso 1 1 calc R . . H6B H 0.2209 0.3413 1.0609 0.026 Uiso 1 1 calc R . . H6C H 0.4481 0.3017 1.0239 0.026 Uiso 1 1 calc R . . C7 C 0.8015(3) 0.7255(2) 0.65157(18) 0.0201(4) Uani 1 1 d . . . H7A H 0.7798 0.8433 0.6373 0.030 Uiso 1 1 calc R . . H7B H 0.9110 0.6990 0.6010 0.030 Uiso 1 1 calc R . . H7C H 0.8348 0.6707 0.7332 0.030 Uiso 1 1 calc R . . C8 C 0.7878(3) 0.3476(2) 0.82420(17) 0.0171(4) Uani 1 1 d . . . C9 C 0.5445(3) 0.1591(2) 0.81789(16) 0.0161(4) Uani 1 1 d . . . C10 C 0.7267(3) 0.2822(2) 0.62209(16) 0.0159(4) Uani 1 1 d . . . C11 C 0.3289(3) 0.3760(2) 0.65854(16) 0.0149(4) 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 Cr1 0.01214(15) 0.00859(14) 0.01368(16) -0.00331(11) -0.00212(11) 0.00138(10) S1 0.0154(2) 0.0115(2) 0.0133(2) -0.00319(16) 0.00004(16) -0.00024(16) O1 0.0180(6) 0.0109(6) 0.0135(6) -0.0020(5) 0.0014(5) -0.0008(5) O2 0.0238(7) 0.0272(8) 0.0289(8) -0.0099(6) -0.0119(6) 0.0038(6) O3 0.0312(8) 0.0124(7) 0.0268(8) -0.0007(6) -0.0029(6) -0.0019(6) O4 0.0198(7) 0.0277(8) 0.0260(8) -0.0150(6) -0.0005(6) 0.0025(6) O5 0.0173(7) 0.0230(7) 0.0300(8) -0.0104(6) -0.0046(6) -0.0006(6) N1 0.0175(7) 0.0105(7) 0.0181(8) -0.0037(6) -0.0003(6) 0.0018(6) C1 0.0114(8) 0.0126(8) 0.0144(8) -0.0041(7) -0.0029(6) -0.0014(6) C2 0.0146(8) 0.0112(8) 0.0135(8) -0.0033(7) -0.0004(6) -0.0002(6) C3 0.0133(8) 0.0122(8) 0.0158(9) -0.0039(7) -0.0039(7) -0.0012(7) C4 0.0239(10) 0.0159(9) 0.0253(10) -0.0058(8) 0.0040(8) 0.0068(8) C5 0.0257(10) 0.0096(8) 0.0188(9) -0.0014(7) -0.0009(7) 0.0013(7) C6 0.0229(9) 0.0120(8) 0.0149(9) -0.0001(7) -0.0010(7) -0.0030(7) C7 0.0187(9) 0.0193(9) 0.0223(10) -0.0051(8) 0.0005(7) -0.0060(7) C8 0.0176(9) 0.0125(8) 0.0208(9) -0.0065(7) 0.0001(7) 0.0020(7) C9 0.0150(8) 0.0156(9) 0.0180(9) -0.0068(7) -0.0033(7) 0.0025(7) C10 0.0140(8) 0.0149(9) 0.0176(9) -0.0033(7) -0.0033(7) -0.0002(7) C11 0.0187(9) 0.0087(8) 0.0163(9) -0.0040(7) 0.0006(7) 0.0011(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 Cr1 C9 1.8261(19) . ? Cr1 C8 1.8760(19) . ? Cr1 C10 1.8806(19) . ? Cr1 C11 1.9074(19) . ? Cr1 C1 2.0414(18) . ? Cr1 S1 2.4676(5) . ? S1 C2 1.7759(18) . ? S1 C7 1.8170(19) . ? O1 C1 1.341(2) . ? O1 C6 1.447(2) . ? O2 C8 1.154(2) . ? O3 C9 1.167(2) . ? O4 C10 1.153(2) . ? O5 C11 1.144(2) . ? N1 C3 1.325(2) . ? N1 C4 1.462(2) . ? N1 H1 0.8800 . ? C1 C2 1.407(2) . ? C2 C3 1.405(2) . ? C3 C5 1.496(2) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? 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 C9 Cr1 C8 85.56(8) . . ? C9 Cr1 C10 88.25(8) . . ? C8 Cr1 C10 94.35(8) . . ? C9 Cr1 C11 88.45(8) . . ? C8 Cr1 C11 169.85(8) . . ? C10 Cr1 C11 93.64(8) . . ? C9 Cr1 C1 106.47(8) . . ? C8 Cr1 C1 88.82(7) . . ? C10 Cr1 C1 165.15(7) . . ? C11 Cr1 C1 85.03(7) . . ? C9 Cr1 S1 173.55(6) . . ? C8 Cr1 S1 96.71(6) . . ? C10 Cr1 S1 97.57(6) . . ? C11 Cr1 S1 88.41(5) . . ? C1 Cr1 S1 67.63(5) . . ? C2 S1 C7 102.93(9) . . ? C2 S1 Cr1 80.43(6) . . ? C7 S1 Cr1 109.54(7) . . ? C1 O1 C6 116.61(14) . . ? C3 N1 C4 125.18(16) . . ? C3 N1 H1 117.4 . . ? C4 N1 H1 117.4 . . ? O1 C1 C2 115.10(15) . . ? O1 C1 Cr1 138.22(13) . . ? C2 C1 Cr1 106.56(12) . . ? C3 C2 C1 131.01(17) . . ? C3 C2 S1 123.65(14) . . ? C1 C2 S1 104.93(12) . . ? N1 C3 C2 120.45(16) . . ? N1 C3 C5 118.79(16) . . ? C2 C3 C5 120.75(16) . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? O1 C6 H6A 109.5 . . ? O1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? O1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? S1 C7 H7A 109.5 . . ? S1 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? S1 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? O2 C8 Cr1 173.46(18) . . ? O3 C9 Cr1 175.52(17) . . ? O4 C10 Cr1 175.68(16) . . ? O5 C11 Cr1 175.82(17) . . ? 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 C2 C1 Cr1 S1 4.97(10) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O1 0.88 2.05 2.7259(19) 133.2 . _diffrn_measured_fraction_theta_max 0.920 _diffrn_reflns_theta_full 28.23 _diffrn_measured_fraction_theta_full 0.920 _refine_diff_density_max 0.589 _refine_diff_density_min -0.260 _refine_diff_density_rms 0.075 #====END data_Complex_3b _database_code_depnum_ccdc_archive 'CCDC 624323' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Complex 3b' _chemical_melting_point ? _chemical_formula_moiety 'C11 H13 N O5 S W' _chemical_formula_sum 'C11 H13 N O5 S W' _chemical_formula_weight 455.13 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' W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.0563(6) _cell_length_b 17.9987(11) _cell_length_c 9.3987(6) _cell_angle_alpha 90.00 _cell_angle_beta 112.183(1) _cell_angle_gamma 90.00 _cell_volume 1418.61(16) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5026 _cell_measurement_theta_min 2.2631 _cell_measurement_theta_max 28.221 _exptl_crystal_description Prism _exptl_crystal_colour 'Orange red' _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.131 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 864 _exptl_absorpt_coefficient_mu 8.304 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3791 _exptl_absorpt_correction_T_max 0.4019 _exptl_absorpt_process_details 'SADABS, Blessing, Acta Cryst. A51 (1995) 33-38' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8743 _diffrn_reflns_av_R_equivalents 0.0228 _diffrn_reflns_av_sigmaI/netI 0.0287 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 28.25 _reflns_number_total 3270 _reflns_number_gt 3010 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; X-Seed (Barbour, 2001; Atwood and Barbour, 2003) ; _computing_publication_material ; X-Seed ; _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^)+(0.0267P)^2^+0.7251P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3270 _refine_ls_number_parameters 176 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0250 _refine_ls_R_factor_gt 0.0223 _refine_ls_wR_factor_ref 0.0524 _refine_ls_wR_factor_gt 0.0513 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _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 W1 W 0.297440(15) 0.143312(7) 0.003489(13) 0.01376(5) Uani 1 1 d . . . S1 S 0.57154(10) 0.08076(4) 0.14069(9) 0.01705(17) Uani 1 1 d . . . O1 O 0.3090(3) 0.13690(11) 0.3577(3) 0.0171(5) Uani 1 1 d . . . O2 O 0.0922(3) -0.00381(14) -0.1114(3) 0.0302(6) Uani 1 1 d . . . O3 O -0.0386(3) 0.21567(14) -0.0871(3) 0.0291(6) Uani 1 1 d . . . O4 O 0.3237(4) 0.15145(15) -0.3208(3) 0.0369(7) Uani 1 1 d . . . O5 O 0.4247(3) 0.30940(13) 0.0545(3) 0.0285(6) Uani 1 1 d . . . N1 N 0.5881(4) 0.08932(15) 0.5747(3) 0.0217(6) Uani 1 1 d . . . H1 H 0.4963 0.1117 0.5560 0.026 Uiso 1 1 calc R . . C1 C 0.3711(4) 0.12595(16) 0.2503(4) 0.0138(6) Uani 1 1 d . . . C2 C 0.5236(4) 0.09351(16) 0.3054(4) 0.0153(6) Uani 1 1 d . . . C3 C 0.6249(4) 0.07227(17) 0.4546(4) 0.0189(7) Uani 1 1 d . . . C4 C 0.6873(5) 0.0740(2) 0.7352(4) 0.0305(9) Uani 1 1 d . . . H4A H 0.7308 0.0236 0.7441 0.046 Uiso 1 1 calc R . . H4B H 0.6225 0.0782 0.7981 0.046 Uiso 1 1 calc R . . H4C H 0.7750 0.1099 0.7711 0.046 Uiso 1 1 calc R . . C5 C 0.7746(4) 0.02914(19) 0.4829(4) 0.0246(8) Uani 1 1 d . . . H5A H 0.8656 0.0560 0.5566 0.037 Uiso 1 1 calc R . . H5B H 0.7904 0.0231 0.3860 0.037 Uiso 1 1 calc R . . H5C H 0.7660 -0.0198 0.5246 0.037 Uiso 1 1 calc R . . C6 C 0.1552(4) 0.1719(2) 0.3080(4) 0.0239(8) Uani 1 1 d . . . H6A H 0.1627 0.2223 0.2719 0.036 Uiso 1 1 calc R . . H6B H 0.1194 0.1743 0.3941 0.036 Uiso 1 1 calc R . . H6C H 0.0787 0.1430 0.2241 0.036 Uiso 1 1 calc R . . C7 C 0.7237(5) 0.15074(18) 0.1664(4) 0.0233(8) Uani 1 1 d . . . H7A H 0.6910 0.1975 0.1993 0.035 Uiso 1 1 calc R . . H7B H 0.7376 0.1585 0.0690 0.035 Uiso 1 1 calc R . . H7C H 0.8247 0.1340 0.2448 0.035 Uiso 1 1 calc R . . C8 C 0.1733(4) 0.04661(18) -0.0631(4) 0.0197(7) Uani 1 1 d . . . C9 C 0.0859(4) 0.18945(18) -0.0565(4) 0.0198(7) Uani 1 1 d . . . C10 C 0.3086(5) 0.14860(18) -0.2040(4) 0.0231(8) Uani 1 1 d . . . C11 C 0.3852(4) 0.24786(19) 0.0414(4) 0.0191(7) 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 W1 0.01392(8) 0.01596(8) 0.01044(8) -0.00048(4) 0.00351(6) 0.00137(5) S1 0.0139(4) 0.0188(4) 0.0173(4) -0.0028(3) 0.0046(3) 0.0016(3) O1 0.0166(12) 0.0218(12) 0.0133(11) 0.0003(8) 0.0061(10) -0.0006(9) O2 0.0231(14) 0.0271(13) 0.0419(16) -0.0134(12) 0.0139(12) -0.0055(12) O3 0.0224(14) 0.0294(13) 0.0325(14) 0.0023(11) 0.0071(12) 0.0064(11) O4 0.049(2) 0.0476(18) 0.0181(14) 0.0015(11) 0.0177(14) 0.0082(14) O5 0.0330(16) 0.0227(13) 0.0262(13) 0.003(1) 0.0071(12) -0.0031(11) N1 0.0214(16) 0.0222(14) 0.0159(14) 0.0029(11) 0.0006(12) -0.0015(12) C1 0.0148(16) 0.0110(13) 0.0153(15) -0.0015(11) 0.0053(13) -0.0029(12) C2 0.0177(17) 0.0130(14) 0.0161(15) 0.0000(11) 0.0073(13) -0.0012(12) C3 0.0203(18) 0.0126(14) 0.0203(16) 0.0006(12) 0.0036(14) -0.0049(13) C4 0.034(2) 0.0333(19) 0.0157(17) 0.0039(14) 0.0000(16) -0.0045(18) C5 0.0185(19) 0.0190(17) 0.0292(19) 0.0022(14) 0.0009(15) -0.0012(14) C6 0.0164(18) 0.039(2) 0.0180(17) -0.0030(15) 0.0083(14) 0.0023(16) C7 0.0202(19) 0.0275(18) 0.0230(18) -0.0023(14) 0.0091(15) -0.0028(14) C8 0.0177(17) 0.0215(16) 0.0193(16) -0.0008(13) 0.0063(14) 0.0058(14) C9 0.0185(18) 0.0231(17) 0.0170(16) -0.0002(13) 0.0057(14) 0.0003(14) C10 0.0221(19) 0.0259(18) 0.0195(18) -0.0030(13) 0.0057(15) 0.0040(14) C11 0.0187(17) 0.0244(17) 0.0120(15) 0.0020(12) 0.0034(13) 0.0022(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag W1 C9 1.965(4) . ? W1 C10 1.993(4) . ? W1 C11 2.021(3) . ? W1 C8 2.038(3) . ? W1 C1 2.180(3) . ? W1 S1 2.5837(8) . ? S1 C2 1.774(3) . ? S1 C7 1.815(4) . ? O1 C1 1.343(4) . ? O1 C6 1.436(4) . ? O2 C8 1.148(4) . ? O3 C9 1.154(4) . ? O4 C10 1.157(5) . ? O5 C11 1.156(4) . ? N1 C3 1.327(5) . ? N1 C4 1.462(4) . ? N1 H1 0.8800 . ? C1 C2 1.406(5) . ? C2 C3 1.408(4) . ? C3 C5 1.497(5) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? 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 C9 W1 C10 95.91(14) . . ? C9 W1 C11 86.17(14) . . ? C10 W1 C11 88.06(13) . . ? C9 W1 C8 84.72(13) . . ? C10 W1 C8 88.06(14) . . ? C11 W1 C8 169.67(13) . . ? C9 W1 C1 103.86(13) . . ? C10 W1 C1 160.00(15) . . ? C11 W1 C1 90.23(12) . . ? C8 W1 C1 96.65(12) . . ? C9 W1 S1 167.48(10) . . ? C10 W1 S1 96.61(11) . . ? C11 W1 S1 94.46(10) . . ? C8 W1 S1 95.49(9) . . ? C1 W1 S1 63.65(9) . . ? C2 S1 C7 102.59(16) . . ? C2 S1 W1 82.73(11) . . ? C7 S1 W1 107.59(12) . . ? C1 O1 C6 116.7(3) . . ? C3 N1 C4 125.5(3) . . ? C3 N1 H1 117.3 . . ? C4 N1 H1 117.3 . . ? O1 C1 C2 114.6(3) . . ? O1 C1 W1 137.0(2) . . ? C2 C1 W1 108.4(2) . . ? C1 C2 C3 131.3(3) . . ? C1 C2 S1 105.2(2) . . ? C3 C2 S1 123.5(3) . . ? N1 C3 C2 120.4(3) . . ? N1 C3 C5 118.1(3) . . ? C2 C3 C5 121.6(3) . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? O1 C6 H6A 109.5 . . ? O1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? O1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? S1 C7 H7A 109.5 . . ? S1 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? S1 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? O2 C8 W1 173.3(3) . . ? O3 C9 W1 177.6(3) . . ? O4 C10 W1 176.4(3) . . ? O5 C11 W1 174.8(3) . . ? 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 C2 C1 W1 S1 1.60(17) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O1 0.88 2.04 2.718(4) 132.9 . _diffrn_measured_fraction_theta_max 0.932 _diffrn_reflns_theta_full 28.25 _diffrn_measured_fraction_theta_full 0.932 _refine_diff_density_max 1.853 _refine_diff_density_min -0.809 _refine_diff_density_rms 0.135 #====END