Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Jeffrey Rack' _publ_contact_author_address ; Department of Chemistry and Biochemistry Ohio University Clippinger Laboratories Athens Ohio 45701 UNITED STATES OF AMERICA ; _publ_contact_author_email RACK@HELIOS.PHY.OHIOU.EDU _publ_section_title ; Phototriggered Sulfoxide Isomerization in [Ru(pic)2(dmso)2] ; loop_ _publ_author_name 'Jeffrey Rack' 'Jeffrey Petersen' 'Aaron Rachford' data_ar9ccd _database_code_depnum_ccdc_archive 'CCDC 641079' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H24 N2 O8 Ru S2' _chemical_formula_weight 537.56 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' Ru Ru -1.2594 0.8363 '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 8.2708(4) _cell_length_b 19.7579(11) _cell_length_c 13.1996(7) _cell_angle_alpha 90.00 _cell_angle_beta 103.5300(10) _cell_angle_gamma 90.00 _cell_volume 2097.13(19) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour yellow _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.703 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1096 _exptl_absorpt_coefficient_mu 0.992 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18208 _diffrn_reflns_av_R_equivalents 0.0382 _diffrn_reflns_av_sigmaI/netI 0.0464 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 27.52 _reflns_number_total 4718 _reflns_number_gt 4336 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0535P)^2^+0.7648P] 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 4718 _refine_ls_number_parameters 278 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0372 _refine_ls_R_factor_gt 0.0343 _refine_ls_wR_factor_ref 0.0940 _refine_ls_wR_factor_gt 0.0910 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _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 Ru1 Ru 0.011783(19) 0.137416(8) 0.242548(13) 0.02385(8) Uani 1 1 d . . . S1 S -0.24086(7) 0.17134(3) 0.15170(4) 0.03134(14) Uani 1 1 d . . . S2 S -0.05227(7) 0.03094(3) 0.19478(5) 0.03074(13) Uani 1 1 d . . . O1 O -0.07355(19) 0.12535(9) 0.37716(13) 0.0318(3) Uani 1 1 d . . . O2 O 0.0105(2) 0.11013(12) 0.54801(14) 0.0512(5) Uani 1 1 d . . . O3 O 0.0828(2) 0.23625(8) 0.28919(13) 0.0345(4) Uani 1 1 d . . . O4 O 0.2409(3) 0.32059(10) 0.2571(2) 0.0614(6) Uani 1 1 d . . . O5 O -0.3859(2) 0.12847(11) 0.1554(2) 0.0512(5) Uani 1 1 d . . . O6 O -0.1288(3) 0.01784(10) 0.08343(15) 0.0471(4) Uani 1 1 d . . . N1 N 0.2338(2) 0.11337(10) 0.35010(14) 0.0284(4) Uani 1 1 d . . . N2 N 0.1253(2) 0.16617(10) 0.12528(15) 0.0291(4) Uani 1 1 d . . . C1 C 0.3883(3) 0.10986(15) 0.3337(2) 0.0382(5) Uani 1 1 d . . . H1 H 0.4021 0.1122 0.2658 0.046 Uiso 1 1 calc R . . C2 C 0.5264(3) 0.10283(16) 0.4149(2) 0.0472(7) Uani 1 1 d . . . H2 H 0.6321 0.1015 0.4018 0.057 Uiso 1 1 calc R . . C3 C 0.5074(3) 0.09788(15) 0.5152(2) 0.0462(6) Uani 1 1 d . . . H3 H 0.5994 0.0926 0.5706 0.055 Uiso 1 1 calc R . . C4 C 0.3481(3) 0.10090(14) 0.5324(2) 0.0402(5) Uani 1 1 d . . . H4 H 0.3317 0.0975 0.5996 0.048 Uiso 1 1 calc R . . C5 C 0.2142(3) 0.10903(12) 0.44811(18) 0.0299(4) Uani 1 1 d . . . C6 C 0.0375(3) 0.11499(12) 0.46146(18) 0.0308(4) Uani 1 1 d . . . C7 C 0.1374(3) 0.13182(13) 0.0397(2) 0.0375(5) Uani 1 1 d . . . H7 H 0.0912 0.0888 0.0286 0.045 Uiso 1 1 calc R . . C8 C 0.2168(4) 0.15880(16) -0.0328(2) 0.0462(6) Uani 1 1 d . . . H8 H 0.2224 0.1342 -0.0919 0.055 Uiso 1 1 calc R . . C9 C 0.2871(3) 0.22204(16) -0.0169(2) 0.0450(6) Uani 1 1 d . . . H9 H 0.3422 0.2405 -0.0643 0.054 Uiso 1 1 calc R . . C10 C 0.2743(3) 0.25766(13) 0.0706(2) 0.0389(5) Uani 1 1 d . . . H10 H 0.3190 0.3009 0.0825 0.047 Uiso 1 1 calc R . . C11 C 0.1946(3) 0.22845(12) 0.14065(19) 0.0313(5) Uani 1 1 d . . . C12 C 0.1747(3) 0.26533(13) 0.2365(2) 0.0374(5) Uani 1 1 d . . . C13 C -0.2529(4) 0.1886(2) 0.0185(2) 0.0732(12) Uani 1 1 d . . . H13A H -0.2359 0.1475 -0.0164 0.110 Uiso 1 1 calc R . . H13B H -0.1687 0.2209 0.0127 0.110 Uiso 1 1 calc R . . H13C H -0.3605 0.2068 -0.0131 0.110 Uiso 1 1 calc R . . C14 C -0.2871(4) 0.25259(17) 0.1948(3) 0.0706(11) Uani 1 1 d . . . H14A H -0.3813 0.2712 0.1460 0.106 Uiso 1 1 calc R . . H14B H -0.1929 0.2818 0.1996 0.106 Uiso 1 1 calc R . . H14C H -0.3121 0.2487 0.2620 0.106 Uiso 1 1 calc R . . C15 C 0.1194(4) -0.02512(15) 0.2304(3) 0.0595(9) Uani 1 1 d . . . H15A H 0.0832 -0.0706 0.2118 0.089 Uiso 1 1 calc R . . H15B H 0.1647 -0.0226 0.3042 0.089 Uiso 1 1 calc R . . H15C H 0.2032 -0.0126 0.1944 0.089 Uiso 1 1 calc R . . C16 C -0.1849(4) -0.00589(15) 0.2676(2) 0.0469(6) Uani 1 1 d . . . H16A H -0.2872 0.0191 0.2558 0.070 Uiso 1 1 calc R . . H16B H -0.1314 -0.0047 0.3404 0.070 Uiso 1 1 calc R . . H16C H -0.2081 -0.0520 0.2460 0.070 Uiso 1 1 calc R . . O7 O 0.5917(4) 0.98762(15) 0.9098(2) 0.0747(7) Uani 1 1 d . . . H7A H 0.656(6) 1.001(2) 0.973(4) 0.112 Uiso 1 1 d D . . H7B H 0.534(6) 0.950(3) 0.912(4) 0.112 Uiso 1 1 d D . . O8 O 0.4696(3) 0.10951(16) 0.8075(3) 0.0817(9) Uani 1 1 d . . . H8A H 0.519(7) 0.074(3) 0.859(4) 0.123 Uiso 1 1 d D . . H8B H 0.585(7) 0.125(3) 0.791(4) 0.123 Uiso 1 1 d 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 Ru1 0.02403(11) 0.02573(13) 0.02175(12) -0.00046(6) 0.00528(8) -0.00099(5) S1 0.0287(2) 0.0345(3) 0.0284(3) 0.0032(2) 0.0016(2) 0.0004(2) S2 0.0333(3) 0.0264(3) 0.0329(3) -0.0007(2) 0.0084(2) -0.0027(2) O1 0.0268(7) 0.0433(9) 0.0267(8) 0.0020(7) 0.0087(6) 0.0030(6) O2 0.0479(10) 0.0791(14) 0.0304(9) 0.0094(10) 0.0167(8) 0.0167(10) O3 0.0387(8) 0.0303(8) 0.0354(9) -0.0074(7) 0.0104(7) -0.0045(7) O4 0.0763(14) 0.0409(11) 0.0756(15) -0.0211(10) 0.0352(12) -0.0275(10) O5 0.0304(9) 0.0538(12) 0.0664(15) 0.0114(10) 0.0052(9) -0.0059(8) O6 0.0598(11) 0.0428(10) 0.0366(10) -0.0090(8) 0.0074(9) -0.0135(9) N1 0.0241(8) 0.0324(10) 0.0278(9) 0.0001(8) 0.0044(7) 0.0005(7) N2 0.0311(8) 0.0290(10) 0.0279(9) 0.0007(7) 0.0083(7) -0.0014(7) C1 0.0299(10) 0.0477(15) 0.0394(13) -0.0007(12) 0.0130(10) 0.0004(10) C2 0.0243(10) 0.0596(18) 0.0563(17) 0.0014(14) 0.0070(11) 0.0013(10) C3 0.0315(11) 0.0549(17) 0.0454(15) 0.0024(12) -0.0046(11) 0.0041(11) C4 0.0390(12) 0.0461(14) 0.0326(12) 0.0029(11) 0.0022(10) 0.0028(10) C5 0.0304(10) 0.0300(11) 0.0292(11) -0.0002(9) 0.0068(9) 0.0021(8) C6 0.0320(10) 0.0340(12) 0.0281(11) 0.0012(9) 0.0106(9) 0.0048(9) C7 0.0466(13) 0.0369(13) 0.0320(13) -0.0034(9) 0.0154(11) -0.0032(10) C8 0.0544(15) 0.0586(17) 0.0296(13) -0.0025(12) 0.0181(12) -0.0038(13) C9 0.0415(12) 0.0580(17) 0.0379(14) 0.0136(12) 0.0143(11) -0.0026(12) C10 0.0346(11) 0.0377(13) 0.0448(14) 0.0096(11) 0.0101(10) -0.0036(10) C11 0.0301(10) 0.0298(11) 0.0331(12) 0.0027(9) 0.0055(9) -0.0019(8) C12 0.0369(11) 0.0323(12) 0.0433(14) -0.0052(10) 0.0101(10) -0.0035(9) C13 0.0477(16) 0.136(4) 0.0331(15) 0.0247(19) 0.0031(13) 0.008(2) C14 0.0553(17) 0.0500(18) 0.090(3) -0.0169(18) -0.0162(18) 0.0204(15) C15 0.0493(15) 0.0351(15) 0.091(3) -0.0047(15) 0.0102(16) 0.0091(12) C16 0.0537(15) 0.0397(14) 0.0504(16) 0.0054(12) 0.0182(13) -0.0147(12) O7 0.0728(16) 0.0705(17) 0.0723(18) 0.0120(14) -0.0001(14) -0.0106(13) O8 0.0620(15) 0.0725(18) 0.101(2) 0.0233(17) -0.0006(15) -0.0194(13) _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 Ru1 N2 2.0689(18) . ? Ru1 O1 2.0733(16) . ? Ru1 O3 2.0899(16) . ? Ru1 N1 2.0962(18) . ? Ru1 S2 2.2243(6) . ? Ru1 S1 2.2541(6) . ? S1 O5 1.4790(19) . ? S1 C13 1.771(3) . ? S1 C14 1.774(3) . ? S2 O6 1.4807(19) . ? S2 C16 1.775(3) . ? S2 C15 1.775(3) . ? O1 C6 1.283(3) . ? O2 C6 1.218(3) . ? O3 C12 1.280(3) . ? O4 C12 1.223(3) . ? N1 C5 1.344(3) . ? N1 C1 1.347(3) . ? N2 C7 1.342(3) . ? N2 C11 1.353(3) . ? C1 C2 1.379(4) . ? C2 C3 1.373(4) . ? C3 C4 1.390(4) . ? C4 C5 1.383(3) . ? C5 C6 1.517(3) . ? C7 C8 1.387(4) . ? C8 C9 1.373(4) . ? C9 C10 1.377(4) . ? C10 C11 1.381(3) . ? C11 C12 1.503(3) . ? 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 N2 Ru1 O1 167.90(7) . . ? N2 Ru1 O3 79.54(7) . . ? O1 Ru1 O3 89.05(7) . . ? N2 Ru1 N1 95.16(7) . . ? O1 Ru1 N1 79.25(7) . . ? O3 Ru1 N1 82.59(7) . . ? N2 Ru1 S2 99.63(6) . . ? O1 Ru1 S2 91.60(5) . . ? O3 Ru1 S2 177.53(5) . . ? N1 Ru1 S2 95.19(6) . . ? N2 Ru1 S1 92.68(5) . . ? O1 Ru1 S1 91.78(5) . . ? O3 Ru1 S1 92.32(5) . . ? N1 Ru1 S1 169.71(5) . . ? S2 Ru1 S1 90.04(2) . . ? O5 S1 C13 106.60(16) . . ? O5 S1 C14 105.67(17) . . ? C13 S1 C14 100.2(2) . . ? O5 S1 Ru1 118.06(9) . . ? C13 S1 Ru1 114.53(11) . . ? C14 S1 Ru1 109.94(11) . . ? O6 S2 C16 106.91(13) . . ? O6 S2 C15 106.46(16) . . ? C16 S2 C15 99.11(16) . . ? O6 S2 Ru1 117.70(8) . . ? C16 S2 Ru1 111.75(10) . . ? C15 S2 Ru1 113.10(11) . . ? C6 O1 Ru1 116.33(13) . . ? C12 O3 Ru1 114.91(15) . . ? C5 N1 C1 119.0(2) . . ? C5 N1 Ru1 112.49(14) . . ? C1 N1 Ru1 128.05(17) . . ? C7 N2 C11 118.3(2) . . ? C7 N2 Ru1 128.86(16) . . ? C11 N2 Ru1 112.85(15) . . ? N1 C1 C2 121.7(2) . . ? C3 C2 C1 119.7(2) . . ? C2 C3 C4 118.8(2) . . ? C5 C4 C3 119.0(2) . . ? N1 C5 C4 121.9(2) . . ? N1 C5 C6 116.32(19) . . ? C4 C5 C6 121.8(2) . . ? O2 C6 O1 125.1(2) . . ? O2 C6 C5 119.7(2) . . ? O1 C6 C5 115.17(19) . . ? N2 C7 C8 121.8(2) . . ? C9 C8 C7 119.7(3) . . ? C8 C9 C10 118.7(2) . . ? C9 C10 C11 119.3(2) . . ? N2 C11 C10 122.1(2) . . ? N2 C11 C12 116.2(2) . . ? C10 C11 C12 121.6(2) . . ? O4 C12 O3 124.9(2) . . ? O4 C12 C11 119.2(2) . . ? O3 C12 C11 115.8(2) . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.597 _refine_diff_density_min -0.840 _refine_diff_density_rms 0.110