# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Laura Turculet' _publ_contact_author_email LAURA.TURCULET@DAL.CA _publ_section_title ; Room Temperature Benzene C-H Activation by a New [PSiP]Ir Pincer Complex ; loop_ _publ_author_name 'Laura Turculet' 'Andrew J. Caddell' 'Michael J. Ferguson' 'Darren F. MacLean' 'Robert McDonald' #===END # Attachment 'REVISED_dal0842.cif' data_dal0842 _database_code_depnum_ccdc_archive 'CCDC 693921' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C37 H56 Cl Ir P2 Si, 2(C4 H10 O)' _chemical_formula_sum 'C45 H76 Cl Ir O2 P2 Si' _chemical_formula_weight 966.74 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P n m a' _symmetry_space_group_name_Hall '-P 2ac 2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 17.1812(13) _cell_length_b 15.0408(11) _cell_length_c 18.3332(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4737.6(6) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 7734 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 23.20 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.355 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2000 _exptl_absorpt_coefficient_mu 3.000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6142 _exptl_absorpt_correction_T_max 0.7337 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 PLATFORM diffractometer/SMART 1000 CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 34000 _diffrn_reflns_av_R_equivalents 0.0679 _diffrn_reflns_av_sigmaI/netI 0.0338 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 25.68 _reflns_number_total 4684 _reflns_number_gt 3754 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART (Bruker, 1997)' _computing_cell_refinement 'Bruker SAINT (Bruker, 1997)' _computing_data_reduction 'Bruker SAINT (Bruker, 1997)' _computing_structure_solution 'DIRDIF-96 (Beurskens et al., 1996)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL (Bruker, 1997)' _computing_publication_material 'Bruker SHELXTL (Bruker, 1997)' _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^)+(0.0338P)^2^+0.9927P] 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 4684 _refine_ls_number_parameters 259 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0419 _refine_ls_R_factor_gt 0.0278 _refine_ls_wR_factor_ref 0.0663 _refine_ls_wR_factor_gt 0.0611 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _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 Ir Ir 0.034919(10) 0.2500 0.243984(9) 0.02198(7) Uani 1 2 d SD . . H1 H 0.056(3) 0.2500 0.1619(7) 0.053(16) Uiso 1 2 d SD . . Cl Cl -0.04175(7) 0.2500 0.35435(7) 0.0391(3) Uani 1 2 d S . . P P 0.04457(5) 0.40166(6) 0.23178(5) 0.02390(19) Uani 1 1 d . . . Si Si 0.16613(7) 0.2500 0.22763(7) 0.0238(3) Uani 1 2 d S . . C1 C 0.2323(3) 0.2500 0.3088(3) 0.0333(12) Uani 1 2 d S . . H1A H 0.2866 0.2500 0.2923 0.040 Uiso 1 2 calc SR . . H1B H 0.2225 0.1968 0.3382 0.040 Uiso 0.50 1 calc PR . . H1C H 0.2225 0.3032 0.3382 0.040 Uiso 0.50 1 calc PR . . C11 C 0.1921(2) 0.3578(2) 0.18027(16) 0.0257(7) Uani 1 1 d . . . C12 C 0.13717(19) 0.4271(2) 0.18602(17) 0.0264(7) Uani 1 1 d . . . C13 C 0.1543(2) 0.5110(2) 0.15759(19) 0.0337(8) Uani 1 1 d . . . H13 H 0.1170 0.5574 0.1614 0.040 Uiso 1 1 calc R . . C14 C 0.2249(2) 0.5274(3) 0.1240(2) 0.0391(9) Uani 1 1 d . . . H14 H 0.2359 0.5845 0.1044 0.047 Uiso 1 1 calc R . . C15 C 0.2793(2) 0.4597(3) 0.11907(19) 0.0363(9) Uani 1 1 d . . . H15 H 0.3280 0.4705 0.0961 0.044 Uiso 1 1 calc R . . C16 C 0.2632(2) 0.3766(2) 0.14741(18) 0.0312(8) Uani 1 1 d . . . H16 H 0.3016 0.3313 0.1444 0.037 Uiso 1 1 calc R . . C21 C 0.0425(2) 0.4662(2) 0.31752(18) 0.0289(8) Uani 1 1 d . . . H21 H -0.0084 0.4523 0.3412 0.035 Uiso 1 1 calc R . . C22 C 0.0460(3) 0.5670(2) 0.3113(2) 0.0452(10) Uani 1 1 d . . . H22A H 0.0031 0.5881 0.2797 0.054 Uiso 1 1 calc R . . H22B H 0.0958 0.5847 0.2884 0.054 Uiso 1 1 calc R . . C23 C 0.0392(3) 0.6101(3) 0.3865(2) 0.0560(12) Uani 1 1 d . . . H23A H 0.0435 0.6754 0.3813 0.067 Uiso 1 1 calc R . . H23B H -0.0127 0.5966 0.4072 0.067 Uiso 1 1 calc R . . C24 C 0.1013(3) 0.5776(3) 0.4382(2) 0.0613(13) Uani 1 1 d . . . H24A H 0.0930 0.6042 0.4870 0.074 Uiso 1 1 calc R . . H24B H 0.1531 0.5967 0.4204 0.074 Uiso 1 1 calc R . . C25 C 0.0994(3) 0.4775(3) 0.4442(2) 0.0472(10) Uani 1 1 d . . . H25A H 0.0502 0.4592 0.4680 0.057 Uiso 1 1 calc R . . H25B H 0.1430 0.4575 0.4754 0.057 Uiso 1 1 calc R . . C26 C 0.1055(2) 0.4325(2) 0.36985(18) 0.0329(8) Uani 1 1 d . . . H26A H 0.1000 0.3674 0.3759 0.040 Uiso 1 1 calc R . . H26B H 0.1575 0.4445 0.3487 0.040 Uiso 1 1 calc R . . C31 C -0.02871(18) 0.4561(2) 0.17326(18) 0.0285(8) Uani 1 1 d . . . H31 H -0.0117 0.5190 0.1655 0.034 Uiso 1 1 calc R . . C32 C -0.0341(2) 0.4120(3) 0.09859(19) 0.0397(9) Uani 1 1 d . . . H32A H -0.0508 0.3494 0.1045 0.048 Uiso 1 1 calc R . . H32B H 0.0178 0.4122 0.0751 0.048 Uiso 1 1 calc R . . C33 C -0.0922(2) 0.4610(3) 0.0499(2) 0.0495(11) Uani 1 1 d . . . H33A H -0.0729 0.5219 0.0403 0.059 Uiso 1 1 calc R . . H33B H -0.0965 0.4297 0.0026 0.059 Uiso 1 1 calc R . . C34 C -0.1724(2) 0.4663(3) 0.0854(2) 0.0516(11) Uani 1 1 d . . . H34A H -0.2074 0.5024 0.0544 0.062 Uiso 1 1 calc R . . H34B H -0.1948 0.4058 0.0893 0.062 Uiso 1 1 calc R . . C35 C -0.1673(2) 0.5076(3) 0.1607(2) 0.0497(11) Uani 1 1 d . . . H35A H -0.2194 0.5065 0.1837 0.060 Uiso 1 1 calc R . . H35B H -0.1511 0.5705 0.1560 0.060 Uiso 1 1 calc R . . C36 C -0.1095(2) 0.4585(3) 0.2095(2) 0.0385(9) Uani 1 1 d . . . H36A H -0.1280 0.3971 0.2182 0.046 Uiso 1 1 calc R . . H36B H -0.1059 0.4890 0.2573 0.046 Uiso 1 1 calc R . . O1S O 0.2805(3) 0.7500 0.1369(2) 0.0602(12) Uani 1 2 d S . . C1S C 0.3028(6) 0.7500 0.2094(5) 0.108(3) Uani 1 2 d S . . H1SA H 0.3348 0.8033 0.2197 0.129 Uiso 0.50 1 calc PR . . H1SB H 0.3348 0.6967 0.2197 0.129 Uiso 0.50 1 calc PR . . C2S C 0.2326(9) 0.7500 0.2572(4) 0.144(6) Uani 1 2 d S . . H2SA H 0.2489 0.7500 0.3084 0.173 Uiso 1 2 calc SR . . H2SB H 0.2014 0.6968 0.2473 0.173 Uiso 0.50 1 calc PR . . H2SC H 0.2014 0.8032 0.2473 0.173 Uiso 0.50 1 calc PR . . C3S C 0.3436(5) 0.7500 0.0871(6) 0.114(3) Uani 1 2 d S . . H3SA H 0.3762 0.6967 0.0953 0.137 Uiso 0.50 1 calc PR . . H3SB H 0.3762 0.8033 0.0953 0.137 Uiso 0.50 1 calc PR . . C4S C 0.3141(8) 0.7500 0.0117(6) 0.153(5) Uani 1 2 d S . . H4SA H 0.3581 0.7500 -0.0223 0.183 Uiso 1 2 calc SR . . H4SB H 0.2824 0.8032 0.0036 0.183 Uiso 0.50 1 calc PR . . H4SC H 0.2824 0.6968 0.0036 0.183 Uiso 0.50 1 calc PR . . O2S O 0.4070(4) 0.7500 0.4242(3) 0.0839(16) Uani 1 2 d S . . C5S C 0.3608(6) 0.7500 0.4874(4) 0.105(3) Uani 1 2 d S . . H5SA H 0.3738 0.6969 0.5169 0.126 Uiso 0.50 1 calc PR . . H5SB H 0.3738 0.8031 0.5169 0.126 Uiso 0.50 1 calc PR . . C6S C 0.2806(5) 0.7500 0.4735(5) 0.108(3) Uani 1 2 d S . . H6SA H 0.2521 0.7500 0.5198 0.130 Uiso 1 2 calc SR . . H6SB H 0.2668 0.6968 0.4454 0.130 Uiso 0.50 1 calc PR . . H6SC H 0.2668 0.8032 0.4454 0.130 Uiso 0.50 1 calc PR . . C7S C 0.4842(6) 0.7500 0.4332(5) 0.114(3) Uani 1 2 d S . . H7SA H 0.4990 0.6969 0.4619 0.137 Uiso 0.50 1 calc PR . . H7SB H 0.4990 0.8031 0.4619 0.137 Uiso 0.50 1 calc PR . . C8S C 0.5283(6) 0.7500 0.3657(6) 0.111(3) Uani 1 2 d S . . H8SA H 0.5841 0.7500 0.3768 0.133 Uiso 1 2 calc SR . . H8SB H 0.5153 0.8032 0.3374 0.133 Uiso 0.50 1 calc PR . . H8SC H 0.5153 0.6968 0.3374 0.133 Uiso 0.50 1 calc PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir 0.02263(10) 0.01866(10) 0.02466(10) 0.000 0.00116(8) 0.000 Cl 0.0375(7) 0.0313(7) 0.0484(8) 0.000 0.0172(6) 0.000 P 0.0258(4) 0.0196(4) 0.0264(4) 0.0013(3) 0.0012(3) 0.0010(3) Si 0.0240(7) 0.0203(7) 0.0272(7) 0.000 -0.0006(5) 0.000 C1 0.037(3) 0.025(3) 0.038(3) 0.000 -0.005(2) 0.000 C11 0.0264(18) 0.0265(19) 0.0243(17) 0.0006(14) -0.0035(14) -0.0027(15) C12 0.0273(18) 0.0270(19) 0.0249(17) -0.0008(14) 0.0016(14) -0.0022(15) C13 0.032(2) 0.029(2) 0.041(2) 0.0051(16) 0.0037(16) 0.0005(16) C14 0.040(2) 0.037(2) 0.040(2) 0.0123(18) -0.0008(17) -0.0101(18) C15 0.030(2) 0.046(2) 0.033(2) 0.0069(17) 0.0065(16) -0.0092(18) C16 0.0266(18) 0.032(2) 0.0347(19) 0.0011(15) 0.0000(15) -0.0008(16) C21 0.0302(19) 0.0250(19) 0.0316(18) -0.0034(14) 0.0023(15) 0.0008(15) C22 0.063(3) 0.028(2) 0.045(2) -0.0047(17) 0.002(2) 0.004(2) C23 0.079(3) 0.027(2) 0.062(3) -0.016(2) -0.002(2) 0.007(2) C24 0.072(3) 0.053(3) 0.058(3) -0.031(2) -0.007(3) 0.001(3) C25 0.049(3) 0.054(3) 0.039(2) -0.0175(19) -0.0076(19) 0.009(2) C26 0.037(2) 0.030(2) 0.0322(18) -0.0069(15) -0.0023(16) 0.0050(17) C31 0.0256(19) 0.0256(19) 0.0344(18) 0.0068(14) -0.0007(15) 0.0006(15) C32 0.038(2) 0.050(3) 0.0314(19) 0.0056(17) -0.0022(17) 0.0037(19) C33 0.046(3) 0.067(3) 0.035(2) 0.014(2) -0.0063(19) 0.003(2) C34 0.037(2) 0.065(3) 0.053(3) 0.010(2) -0.012(2) -0.002(2) C35 0.029(2) 0.065(3) 0.055(3) 0.005(2) -0.0031(19) 0.012(2) C36 0.031(2) 0.048(2) 0.037(2) 0.0028(17) 0.0010(17) 0.0014(18) O1S 0.082(3) 0.043(3) 0.055(3) 0.000 0.003(2) 0.000 C1S 0.125(8) 0.104(8) 0.094(8) 0.000 -0.034(7) 0.000 C2S 0.265(19) 0.110(10) 0.057(6) 0.000 0.015(7) 0.000 C3S 0.085(7) 0.103(8) 0.154(10) 0.000 0.022(7) 0.000 C4S 0.297(16) 0.065(7) 0.096(8) 0.000 0.073(10) 0.000 O2S 0.095(4) 0.095(4) 0.062(3) 0.000 0.000(3) 0.000 C5S 0.101(7) 0.164(10) 0.050(5) 0.000 -0.001(5) 0.000 C6S 0.110(9) 0.134(10) 0.080(7) 0.000 0.003(6) 0.000 C7S 0.106(8) 0.154(11) 0.084(7) 0.000 -0.006(6) 0.000 C8S 0.134(9) 0.074(6) 0.125(9) 0.000 0.036(7) 0.000 _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 Ir Si 2.2742(13) . ? Ir P 2.2980(9) 7_565 ? Ir P 2.2980(9) . ? Ir Cl 2.4143(12) . ? Ir H1 1.550(2) . ? P C12 1.839(3) . ? P C31 1.846(3) . ? P C21 1.848(3) . ? Si C1 1.873(5) . ? Si C11 1.893(3) 7_565 ? Si C11 1.893(3) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C11 C16 1.392(5) . ? C11 C12 1.410(5) . ? C12 C13 1.398(5) . ? C13 C14 1.382(5) . ? C13 H13 0.9500 . ? C14 C15 1.386(5) . ? C14 H14 0.9500 . ? C15 C16 1.381(5) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C21 C22 1.521(5) . ? C21 C26 1.532(5) . ? C21 H21 1.0000 . ? C22 C23 1.528(5) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.510(6) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.510(6) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.526(5) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C31 C32 1.524(5) . ? C31 C36 1.540(5) . ? C31 H31 1.0000 . ? C32 C33 1.528(5) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 C34 1.526(6) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 C35 1.515(6) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 C36 1.528(5) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? O1S C1S 1.383(10) . ? O1S C3S 1.416(10) . ? C1S C2S 1.490(15) . ? C1S H1SA 0.9900 . ? C1S H1SB 0.9900 . ? C2S H2SA 0.9800 . ? C2S H2SB 0.9800 . ? C2S H2SC 0.9800 . ? C3S C4S 1.472(14) . ? C3S H3SA 0.9900 . ? C3S H3SB 0.9900 . ? C4S H4SA 0.9800 . ? C4S H4SB 0.9800 . ? C4S H4SC 0.9800 . ? O2S C7S 1.337(10) . ? O2S C5S 1.406(9) . ? C5S C6S 1.401(10) . ? C5S H5SA 0.9900 . ? C5S H5SB 0.9900 . ? C6S H6SA 0.9800 . ? C6S H6SB 0.9800 . ? C6S H6SC 0.9800 . ? C7S C8S 1.450(12) . ? C7S H7SA 0.9900 . ? C7S H7SB 0.9900 . ? C8S H8SA 0.9800 . ? C8S H8SB 0.9800 . ? C8S H8SC 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 Si Ir P 85.16(2) . 7_565 ? Si Ir P 85.16(2) . . ? P Ir P 166.07(4) 7_565 . ? Si Ir Cl 130.64(5) . . ? P Ir Cl 96.95(2) 7_565 . ? P Ir Cl 96.95(2) . . ? Si Ir H1 68.7(18) . . ? P Ir H1 83.59(9) 7_565 . ? P Ir H1 83.59(9) . . ? Cl Ir H1 160.6(18) . . ? C12 P C31 103.47(15) . . ? C12 P C21 107.18(15) . . ? C31 P C21 104.37(16) . . ? C12 P Ir 108.25(11) . . ? C31 P Ir 116.59(12) . . ? C21 P Ir 115.94(11) . . ? C1 Si C11 102.78(13) . 7_565 ? C1 Si C11 102.78(13) . . ? C11 Si C11 117.9(2) 7_565 . ? C1 Si Ir 119.84(17) . . ? C11 Si Ir 107.11(11) 7_565 . ? C11 Si Ir 107.11(11) . . ? Si C1 H1A 109.5 . . ? Si C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? Si C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C16 C11 C12 118.0(3) . . ? C16 C11 Si 125.5(3) . . ? C12 C11 Si 116.2(2) . . ? C13 C12 C11 119.9(3) . . ? C13 C12 P 122.7(3) . . ? C11 C12 P 117.4(2) . . ? C14 C13 C12 120.8(3) . . ? C14 C13 H13 119.6 . . ? C12 C13 H13 119.6 . . ? C13 C14 C15 119.3(3) . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? C16 C15 C14 120.3(3) . . ? C16 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C15 C16 C11 121.5(3) . . ? C15 C16 H16 119.2 . . ? C11 C16 H16 119.2 . . ? C22 C21 C26 110.4(3) . . ? C22 C21 P 117.3(3) . . ? C26 C21 P 110.2(2) . . ? C22 C21 H21 106.0 . . ? C26 C21 H21 106.0 . . ? P C21 H21 106.0 . . ? C21 C22 C23 110.6(3) . . ? C21 C22 H22A 109.5 . . ? C23 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? C23 C22 H22B 109.5 . . ? H22A C22 H22B 108.1 . . ? C24 C23 C22 112.0(3) . . ? C24 C23 H23A 109.2 . . ? C22 C23 H23A 109.2 . . ? C24 C23 H23B 109.2 . . ? C22 C23 H23B 109.2 . . ? H23A C23 H23B 107.9 . . ? C23 C24 C25 110.7(4) . . ? C23 C24 H24A 109.5 . . ? C25 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? C25 C24 H24B 109.5 . . ? H24A C24 H24B 108.1 . . ? C24 C25 C26 112.1(3) . . ? C24 C25 H25A 109.2 . . ? C26 C25 H25A 109.2 . . ? C24 C25 H25B 109.2 . . ? C26 C25 H25B 109.2 . . ? H25A C25 H25B 107.9 . . ? C25 C26 C21 111.3(3) . . ? C25 C26 H26A 109.4 . . ? C21 C26 H26A 109.4 . . ? C25 C26 H26B 109.4 . . ? C21 C26 H26B 109.4 . . ? H26A C26 H26B 108.0 . . ? C32 C31 C36 110.1(3) . . ? C32 C31 P 111.8(2) . . ? C36 C31 P 112.0(2) . . ? C32 C31 H31 107.6 . . ? C36 C31 H31 107.6 . . ? P C31 H31 107.6 . . ? C31 C32 C33 110.7(3) . . ? C31 C32 H32A 109.5 . . ? C33 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? C33 C32 H32B 109.5 . . ? H32A C32 H32B 108.1 . . ? C34 C33 C32 111.5(3) . . ? C34 C33 H33A 109.3 . . ? C32 C33 H33A 109.3 . . ? C34 C33 H33B 109.3 . . ? C32 C33 H33B 109.3 . . ? H33A C33 H33B 108.0 . . ? C35 C34 C33 110.9(3) . . ? C35 C34 H34A 109.5 . . ? C33 C34 H34A 109.5 . . ? C35 C34 H34B 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 108.0 . . ? C34 C35 C36 111.9(3) . . ? C34 C35 H35A 109.2 . . ? C36 C35 H35A 109.2 . . ? C34 C35 H35B 109.2 . . ? C36 C35 H35B 109.2 . . ? H35A C35 H35B 107.9 . . ? C35 C36 C31 110.1(3) . . ? C35 C36 H36A 109.6 . . ? C31 C36 H36A 109.6 . . ? C35 C36 H36B 109.6 . . ? C31 C36 H36B 109.6 . . ? H36A C36 H36B 108.1 . . ? C1S O1S C3S 114.0(7) . . ? O1S C1S C2S 109.9(9) . . ? O1S C1S H1SA 109.7 . . ? C2S C1S H1SA 109.7 . . ? O1S C1S H1SB 109.7 . . ? C2S C1S H1SB 109.7 . . ? H1SA C1S H1SB 108.2 . . ? C1S C2S H2SA 109.5 . . ? C1S C2S H2SB 109.5 . . ? H2SA C2S H2SB 109.5 . . ? C1S C2S H2SC 109.5 . . ? H2SA C2S H2SC 109.5 . . ? H2SB C2S H2SC 109.5 . . ? O1S C3S C4S 110.0(8) . . ? O1S C3S H3SA 109.7 . . ? C4S C3S H3SA 109.7 . . ? O1S C3S H3SB 109.7 . . ? C4S C3S H3SB 109.7 . . ? H3SA C3S H3SB 108.2 . . ? C3S C4S H4SA 109.5 . . ? C3S C4S H4SB 109.5 . . ? H4SA C4S H4SB 109.5 . . ? C3S C4S H4SC 109.5 . . ? H4SA C4S H4SC 109.5 . . ? H4SB C4S H4SC 109.5 . . ? C7S O2S C5S 117.3(7) . . ? C6S C5S O2S 113.9(8) . . ? C6S C5S H5SA 108.8 . . ? O2S C5S H5SA 108.8 . . ? C6S C5S H5SB 108.8 . . ? O2S C5S H5SB 108.8 . . ? H5SA C5S H5SB 107.7 . . ? C5S C6S H6SA 109.5 . . ? C5S C6S H6SB 109.5 . . ? H6SA C6S H6SB 109.5 . . ? C5S C6S H6SC 109.5 . . ? H6SA C6S H6SC 109.5 . . ? H6SB C6S H6SC 109.5 . . ? O2S C7S C8S 114.4(9) . . ? O2S C7S H7SA 108.7 . . ? C8S C7S H7SA 108.7 . . ? O2S C7S H7SB 108.7 . . ? C8S C7S H7SB 108.7 . . ? H7SA C7S H7SB 107.6 . . ? C7S C8S H8SA 109.5 . . ? C7S C8S H8SB 109.5 . . ? H8SA C8S H8SB 109.5 . . ? C7S C8S H8SC 109.5 . . ? H8SA C8S H8SC 109.5 . . ? H8SB C8S H8SC 109.5 . . ? 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 Si Ir P C12 19.61(11) . . . . ? P Ir P C12 -26.5(2) 7_565 . . . ? Cl Ir P C12 150.02(11) . . . . ? Si Ir P C31 135.67(13) . . . . ? P Ir P C31 89.6(2) 7_565 . . . ? Cl Ir P C31 -93.92(13) . . . . ? Si Ir P C21 -100.81(13) . . . . ? P Ir P C21 -146.88(19) 7_565 . . . ? Cl Ir P C21 29.60(13) . . . . ? P Ir Si C1 -95.01(2) 7_565 . . . ? P Ir Si C1 95.01(2) . . . . ? Cl Ir Si C1 0.0 . . . . ? P Ir Si C11 21.31(11) 7_565 . . 7_565 ? P Ir Si C11 -148.67(11) . . . 7_565 ? Cl Ir Si C11 116.32(11) . . . 7_565 ? P Ir Si C11 148.67(11) 7_565 . . . ? P Ir Si C11 -21.31(11) . . . . ? Cl Ir Si C11 -116.32(11) . . . . ? C1 Si C11 C16 66.4(3) . . . . ? C11 Si C11 C16 -45.7(4) 7_565 . . . ? Ir Si C11 C16 -166.5(3) . . . . ? C1 Si C11 C12 -106.6(3) . . . . ? C11 Si C11 C12 141.3(2) 7_565 . . . ? Ir Si C11 C12 20.5(3) . . . . ? C16 C11 C12 C13 1.5(5) . . . . ? Si C11 C12 C13 175.0(3) . . . . ? C16 C11 C12 P -178.4(2) . . . . ? Si C11 C12 P -4.9(3) . . . . ? C31 P C12 C13 42.9(3) . . . . ? C21 P C12 C13 -67.1(3) . . . . ? Ir P C12 C13 167.2(3) . . . . ? C31 P C12 C11 -137.2(3) . . . . ? C21 P C12 C11 112.8(3) . . . . ? Ir P C12 C11 -12.9(3) . . . . ? C11 C12 C13 C14 -0.3(5) . . . . ? P C12 C13 C14 179.6(3) . . . . ? C12 C13 C14 C15 -0.5(5) . . . . ? C13 C14 C15 C16 0.1(6) . . . . ? C14 C15 C16 C11 1.2(6) . . . . ? C12 C11 C16 C15 -2.0(5) . . . . ? Si C11 C16 C15 -174.8(3) . . . . ? C12 P C21 C22 61.0(3) . . . . ? C31 P C21 C22 -48.3(3) . . . . ? Ir P C21 C22 -178.0(2) . . . . ? C12 P C21 C26 -66.4(3) . . . . ? C31 P C21 C26 -175.8(2) . . . . ? Ir P C21 C26 54.5(3) . . . . ? C26 C21 C22 C23 -55.8(4) . . . . ? P C21 C22 C23 176.8(3) . . . . ? C21 C22 C23 C24 56.9(5) . . . . ? C22 C23 C24 C25 -55.8(5) . . . . ? C23 C24 C25 C26 54.7(5) . . . . ? C24 C25 C26 C21 -54.9(5) . . . . ? C22 C21 C26 C25 55.1(4) . . . . ? P C21 C26 C25 -173.7(3) . . . . ? C12 P C31 C32 67.0(3) . . . . ? C21 P C31 C32 179.0(3) . . . . ? Ir P C31 C32 -51.7(3) . . . . ? C12 P C31 C36 -168.9(3) . . . . ? C21 P C31 C36 -56.9(3) . . . . ? Ir P C31 C36 72.4(3) . . . . ? C36 C31 C32 C33 57.7(4) . . . . ? P C31 C32 C33 -177.2(3) . . . . ? C31 C32 C33 C34 -56.5(5) . . . . ? C32 C33 C34 C35 54.7(5) . . . . ? C33 C34 C35 C36 -55.1(5) . . . . ? C34 C35 C36 C31 56.6(5) . . . . ? C32 C31 C36 C35 -57.4(4) . . . . ? P C31 C36 C35 177.6(3) . . . . ? C3S O1S C1S C2S 180.0 . . . . ? C1S O1S C3S C4S 180.0 . . . . ? C7S O2S C5S C6S 180.000(1) . . . . ? C5S O2S C7S C8S 180.000(1) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.106 _refine_diff_density_min -0.342 _refine_diff_density_rms 0.105 #===END # Attachment 'REVISED_dal0839.cif' data_dal0839 _database_code_depnum_ccdc_archive 'CCDC 693922' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C37 H56 Cl P2 Rh Si, 2(C4 H10 O)' _chemical_formula_sum 'C45 H76 Cl O2 P2 Rh Si' _chemical_formula_weight 877.45 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pnma _symmetry_space_group_name_Hall '-P 2ac 2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 17.1413(17) _cell_length_b 15.0516(15) _cell_length_c 18.3511(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4734.7(8) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 6833 _cell_measurement_theta_min 2.62 _cell_measurement_theta_max 27.38 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.231 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1872 _exptl_absorpt_coefficient_mu 0.543 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8040 _exptl_absorpt_correction_T_max 0.9377 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 PLATFORM diffractometer/SMART 1000 CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 40367 _diffrn_reflns_av_R_equivalents 0.0272 _diffrn_reflns_av_sigmaI/netI 0.0153 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 27.47 _reflns_number_total 5619 _reflns_number_gt 4887 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART (Bruker, 1997)' _computing_cell_refinement 'Bruker SAINT (Bruker, 1997)' _computing_data_reduction 'Bruker SAINT (Bruker, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL (Bruker, 1997)' _computing_publication_material 'Bruker SHELXTL (Bruker, 1997)' _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^)+(0.0406P)^2^+2.0447P] 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 5619 _refine_ls_number_parameters 259 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0340 _refine_ls_R_factor_gt 0.0279 _refine_ls_wR_factor_ref 0.0766 _refine_ls_wR_factor_gt 0.0717 _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_restrained_S_all 1.093 _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 Rh Rh 0.035721(9) 0.2500 0.244175(9) 0.02209(6) Uani 1 2 d S . . H1 H 0.0601(19) 0.2500 0.1651(18) 0.056(9) Uiso 1 2 d S . . Cl Cl -0.04194(4) 0.2500 0.35370(4) 0.03911(15) Uani 1 2 d S . . P P 0.04546(2) 0.40171(3) 0.23134(2) 0.02431(9) Uani 1 1 d . . . Si Si 0.16632(3) 0.2500 0.22668(3) 0.02374(13) Uani 1 2 d S . . C1 C 0.23126(14) 0.2500 0.30950(13) 0.0324(5) Uani 1 2 d S . . H1A H 0.2860 0.2500 0.2941 0.039 Uiso 1 2 calc SR . . H1B H 0.2208 0.1968 0.3387 0.039 Uiso 0.50 1 calc PR . . H1C H 0.2208 0.3032 0.3387 0.039 Uiso 0.50 1 calc PR . . C11 C 0.19270(9) 0.35792(10) 0.17972(8) 0.0263(3) Uani 1 1 d . . . C12 C 0.13805(9) 0.42723(10) 0.18547(8) 0.0267(3) Uani 1 1 d . . . C13 C 0.15555(10) 0.51124(12) 0.15756(10) 0.0350(4) Uani 1 1 d . . . H13 H 0.1184 0.5578 0.1615 0.042 Uiso 1 1 calc R . . C14 C 0.22671(11) 0.52730(13) 0.12418(10) 0.0386(4) Uani 1 1 d . . . H14 H 0.2380 0.5844 0.1049 0.046 Uiso 1 1 calc R . . C15 C 0.28125(10) 0.45967(13) 0.11906(10) 0.0365(4) Uani 1 1 d . . . H15 H 0.3302 0.4706 0.0964 0.044 Uiso 1 1 calc R . . C16 C 0.26480(10) 0.37603(12) 0.14683(9) 0.0325(3) Uani 1 1 d . . . H16 H 0.3029 0.3304 0.1435 0.039 Uiso 1 1 calc R . . C21 C 0.04303(9) 0.46578(11) 0.31714(9) 0.0282(3) Uani 1 1 d . . . H21 H -0.0083 0.4520 0.3405 0.034 Uiso 1 1 calc R . . C22 C 0.04684(13) 0.56705(12) 0.31058(12) 0.0452(5) Uani 1 1 d . . . H22A H 0.0042 0.5882 0.2785 0.054 Uiso 1 1 calc R . . H22B H 0.0971 0.5846 0.2883 0.054 Uiso 1 1 calc R . . C23 C 0.03912(15) 0.61023(14) 0.38576(13) 0.0580(6) Uani 1 1 d . . . H23A H 0.0436 0.6755 0.3807 0.070 Uiso 1 1 calc R . . H23B H -0.0131 0.5968 0.4060 0.070 Uiso 1 1 calc R . . C24 C 0.10122(15) 0.57722(16) 0.43809(13) 0.0607(6) Uani 1 1 d . . . H24A H 0.0926 0.6038 0.4868 0.073 Uiso 1 1 calc R . . H24B H 0.1533 0.5962 0.4207 0.073 Uiso 1 1 calc R . . C25 C 0.09907(13) 0.47670(15) 0.44416(11) 0.0469(5) Uani 1 1 d . . . H25A H 0.0496 0.4584 0.4676 0.056 Uiso 1 1 calc R . . H25B H 0.1426 0.4566 0.4755 0.056 Uiso 1 1 calc R . . C26 C 0.10563(10) 0.43202(12) 0.36969(9) 0.0341(4) Uani 1 1 d . . . H26A H 0.1002 0.3669 0.3756 0.041 Uiso 1 1 calc R . . H26B H 0.1579 0.4440 0.3489 0.041 Uiso 1 1 calc R . . C31 C -0.02832(9) 0.45557(11) 0.17283(9) 0.0293(3) Uani 1 1 d . . . H31 H -0.0113 0.5183 0.1646 0.035 Uiso 1 1 calc R . . C32 C -0.03337(11) 0.41034(14) 0.09845(10) 0.0395(4) Uani 1 1 d . . . H32A H -0.0499 0.3478 0.1048 0.047 Uiso 1 1 calc R . . H32B H 0.0187 0.4104 0.0751 0.047 Uiso 1 1 calc R . . C33 C -0.09189(12) 0.45895(16) 0.04931(11) 0.0492(5) Uani 1 1 d . . . H33A H -0.0726 0.5197 0.0393 0.059 Uiso 1 1 calc R . . H33B H -0.0962 0.4272 0.0022 0.059 Uiso 1 1 calc R . . C34 C -0.17230(12) 0.46440(17) 0.08483(12) 0.0521(5) Uani 1 1 d . . . H34A H -0.2075 0.4999 0.0535 0.063 Uiso 1 1 calc R . . H34B H -0.1945 0.4039 0.0892 0.063 Uiso 1 1 calc R . . C35 C -0.16758(11) 0.50668(16) 0.15975(12) 0.0504(5) Uani 1 1 d . . . H35A H -0.2198 0.5054 0.1827 0.060 Uiso 1 1 calc R . . H35B H -0.1517 0.5696 0.1546 0.060 Uiso 1 1 calc R . . C36 C -0.10914(10) 0.45841(14) 0.20917(10) 0.0387(4) Uani 1 1 d . . . H36A H -0.1275 0.3971 0.2185 0.046 Uiso 1 1 calc R . . H36B H -0.1054 0.4897 0.2565 0.046 Uiso 1 1 calc R . . O1S O 0.28139(14) 0.7500 0.13693(13) 0.0585(6) Uani 1 2 d S . . O2S O 0.4060(2) 0.7500 0.42411(15) 0.0822(8) Uani 1 2 d S . . C1S C 0.3043(4) 0.7500 0.2096(3) 0.1122(19) Uani 1 2 d S . . H1SA H 0.3364 0.8033 0.2197 0.135 Uiso 0.50 1 calc PR . . H1SB H 0.3364 0.6967 0.2197 0.135 Uiso 0.50 1 calc PR . . C2S C 0.2340(5) 0.7500 0.2575(3) 0.137(3) Uani 1 2 d S . . H2SA H 0.2504 0.7500 0.3086 0.164 Uiso 1 2 calc SR . . H2SB H 0.2027 0.6968 0.2476 0.164 Uiso 0.50 1 calc PR . . H2SC H 0.2027 0.8032 0.2476 0.164 Uiso 0.50 1 calc PR . . C3S C 0.3429(3) 0.7500 0.0859(4) 0.1098(18) Uani 1 2 d S . . H3SA H 0.3759 0.6968 0.0936 0.132 Uiso 0.50 1 calc PR . . H3SB H 0.3759 0.8032 0.0936 0.132 Uiso 0.50 1 calc PR . . C4S C 0.3131(5) 0.7500 0.0110(3) 0.142(3) Uani 1 2 d S . . H4SA H 0.3570 0.7500 -0.0232 0.170 Uiso 1 2 calc SR . . H4SB H 0.2812 0.8032 0.0031 0.170 Uiso 0.50 1 calc PR . . H4SC H 0.2812 0.6968 0.0031 0.170 Uiso 0.50 1 calc PR . . C5S C 0.3606(3) 0.7500 0.4868(2) 0.1050(18) Uani 1 2 d S . . H5SA H 0.3738 0.8031 0.5161 0.126 Uiso 0.50 1 calc PR . . H5SB H 0.3738 0.6969 0.5161 0.126 Uiso 0.50 1 calc PR . . C6S C 0.2798(3) 0.7500 0.4731(3) 0.1065(18) Uani 1 2 d S . . H6SA H 0.2514 0.7500 0.5194 0.128 Uiso 1 2 calc SR . . H6SB H 0.2659 0.6968 0.4451 0.128 Uiso 0.50 1 calc PR . . H6SC H 0.2659 0.8032 0.4451 0.128 Uiso 0.50 1 calc PR . . C7S C 0.4844(4) 0.7500 0.4325(3) 0.1153(19) Uani 1 2 d S . . H7SA H 0.4995 0.6969 0.4611 0.138 Uiso 0.50 1 calc PR . . H7SB H 0.4995 0.8031 0.4611 0.138 Uiso 0.50 1 calc PR . . C8S C 0.5279(4) 0.7500 0.3650(3) 0.1095(19) Uani 1 2 d S . . H8SA H 0.5839 0.7500 0.3757 0.131 Uiso 1 2 calc SR . . H8SB H 0.5146 0.8032 0.3367 0.131 Uiso 0.50 1 calc PR . . H8SC H 0.5146 0.6968 0.3367 0.131 Uiso 0.50 1 calc PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Rh 0.02251(10) 0.01948(9) 0.02428(9) 0.000 0.00098(6) 0.000 Cl 0.0382(3) 0.0368(3) 0.0423(3) 0.000 0.0157(3) 0.000 P 0.02533(19) 0.0202(2) 0.0274(2) 0.00143(15) 0.00143(15) 0.00087(14) Si 0.0233(3) 0.0213(3) 0.0266(3) 0.000 -0.0002(2) 0.000 C1 0.0327(12) 0.0273(11) 0.0372(13) 0.000 -0.0088(10) 0.000 C11 0.0268(7) 0.0264(7) 0.0258(7) 0.0011(6) -0.0007(6) -0.0030(6) C12 0.0277(7) 0.0260(8) 0.0265(7) 0.0023(6) 0.0003(6) -0.0027(6) C13 0.0361(9) 0.0281(8) 0.0408(9) 0.0077(7) 0.0025(7) 0.0011(7) C14 0.0411(9) 0.0347(9) 0.0401(9) 0.0126(8) 0.0028(8) -0.0079(8) C15 0.0320(8) 0.0431(10) 0.0343(9) 0.0057(8) 0.0065(7) -0.0086(7) C16 0.0281(8) 0.0349(9) 0.0346(8) 0.0011(7) 0.0036(7) -0.0011(7) C21 0.0290(8) 0.0236(8) 0.0320(8) -0.0021(6) 0.0019(6) 0.0017(6) C22 0.0616(12) 0.0249(9) 0.0492(11) -0.0029(8) 0.0005(9) 0.0012(8) C23 0.0847(17) 0.0295(10) 0.0600(14) -0.0152(10) -0.0007(12) 0.0084(10) C24 0.0713(15) 0.0506(13) 0.0601(14) -0.0274(11) -0.0089(12) 0.0007(11) C25 0.0494(11) 0.0531(12) 0.0383(10) -0.0142(9) -0.0079(8) 0.0098(9) C26 0.0321(8) 0.0359(9) 0.0342(8) -0.0072(7) -0.0023(7) 0.0036(7) C31 0.0276(8) 0.0267(8) 0.0336(8) 0.0065(6) -0.0007(6) 0.0015(6) C32 0.0399(10) 0.0484(11) 0.0302(9) 0.0045(8) -0.0013(7) 0.0058(8) C33 0.0429(10) 0.0679(14) 0.0369(10) 0.0141(10) -0.0057(8) 0.0050(10) C34 0.0366(10) 0.0697(15) 0.0500(12) 0.0121(11) -0.0103(9) 0.0000(10) C35 0.0291(9) 0.0661(14) 0.0560(12) 0.0033(11) -0.0049(8) 0.0097(9) C36 0.0294(8) 0.0478(11) 0.0389(9) 0.0030(8) 0.0024(7) 0.0025(8) O1S 0.0758(16) 0.0430(12) 0.0567(13) 0.000 0.0027(12) 0.000 O2S 0.099(2) 0.090(2) 0.0583(16) 0.000 0.0006(15) 0.000 C1S 0.138(5) 0.111(4) 0.087(4) 0.000 -0.045(4) 0.000 C2S 0.244(9) 0.112(5) 0.055(3) 0.000 0.019(4) 0.000 C3S 0.084(3) 0.103(4) 0.142(5) 0.000 0.027(3) 0.000 C4S 0.283(9) 0.059(3) 0.084(4) 0.000 0.073(5) 0.000 C5S 0.103(4) 0.165(6) 0.047(2) 0.000 0.000(2) 0.000 C6S 0.111(4) 0.139(5) 0.069(3) 0.000 -0.001(3) 0.000 C7S 0.105(4) 0.164(6) 0.077(3) 0.000 0.001(3) 0.000 C8S 0.135(5) 0.065(3) 0.129(5) 0.000 0.044(4) 0.000 _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 Rh H1 1.51(3) . ? Rh Si 2.2616(7) . ? Rh P 2.3017(5) 7_565 ? Rh P 2.3017(5) . ? Rh Cl 2.4109(6) . ? Rh H1 1.51(3) . ? P C12 1.8371(16) . ? P C31 1.8466(16) . ? P C21 1.8469(17) . ? Si C1 1.884(2) . ? Si C11 1.8936(16) . ? Si C11 1.8936(16) 7_565 ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C11 C16 1.402(2) . ? C11 C12 1.406(2) . ? C12 C13 1.397(2) . ? C13 C14 1.386(2) . ? C13 H13 0.9500 . ? C14 C15 1.385(3) . ? C14 H14 0.9500 . ? C15 C16 1.387(2) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C21 C26 1.530(2) . ? C21 C22 1.530(2) . ? C21 H21 1.0000 . ? C22 C23 1.531(3) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.517(3) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.517(3) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.527(2) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C31 C32 1.528(2) . ? C31 C36 1.538(2) . ? C31 H31 1.0000 . ? C32 C33 1.535(3) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 C34 1.527(3) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 C35 1.517(3) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 C36 1.534(3) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? O1S C1S 1.389(5) . ? O1S C3S 1.411(6) . ? O2S C7S 1.352(6) . ? O2S C5S 1.389(5) . ? C1S C2S 1.492(9) . ? C1S H1SA 0.9900 . ? C1S H1SB 0.9900 . ? C2S H2SA 0.9800 . ? C2S H2SB 0.9800 . ? C2S H2SC 0.9800 . ? C3S C4S 1.466(8) . ? C3S H3SA 0.9900 . ? C3S H3SB 0.9900 . ? C4S H4SA 0.9800 . ? C4S H4SB 0.9800 . ? C4S H4SC 0.9800 . ? C5S C6S 1.407(6) . ? C5S H5SA 0.9900 . ? C5S H5SB 0.9900 . ? C6S H6SA 0.9800 . ? C6S H6SB 0.9800 . ? C6S H6SC 0.9800 . ? C7S C8S 1.445(7) . ? C7S H7SA 0.9900 . ? C7S H7SB 0.9900 . ? C8S H8SA 0.9800 . ? C8S H8SB 0.9800 . ? C8S H8SC 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 H1 Rh Si 65.8(12) . . ? H1 Rh P 83.20(5) . 7_565 ? Si Rh P 85.047(11) . 7_565 ? H1 Rh P 83.20(5) . . ? Si Rh P 85.048(11) . . ? P Rh P 165.59(2) 7_565 . ? H1 Rh Cl 162.5(12) . . ? Si Rh Cl 131.68(2) . . ? P Rh Cl 97.203(11) 7_565 . ? P Rh Cl 97.201(11) . . ? H1 Rh H1 0.0(7) . . ? Si Rh H1 65.8(12) . . ? P Rh H1 83.20(5) 7_565 . ? P Rh H1 83.20(5) . . ? Cl Rh H1 162.5(12) . . ? C12 P C31 103.50(7) . . ? C12 P C21 107.52(7) . . ? C31 P C21 104.54(8) . . ? C12 P Rh 108.48(5) . . ? C31 P Rh 116.45(6) . . ? C21 P Rh 115.41(5) . . ? C1 Si C11 103.07(6) . . ? C1 Si C11 103.07(6) . 7_565 ? C11 Si C11 118.14(10) . 7_565 ? C1 Si Rh 118.06(8) . . ? C11 Si Rh 107.51(5) . . ? C11 Si Rh 107.51(5) 7_565 . ? Si C1 H1A 109.5 . . ? Si C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? Si C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C16 C11 C12 118.38(14) . . ? C16 C11 Si 124.97(13) . . ? C12 C11 Si 116.31(11) . . ? C13 C12 C11 120.06(14) . . ? C13 C12 P 122.88(13) . . ? C11 C12 P 117.06(11) . . ? C14 C13 C12 120.60(16) . . ? C14 C13 H13 119.7 . . ? C12 C13 H13 119.7 . . ? C15 C14 C13 119.71(16) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? C14 C15 C16 120.31(15) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C15 C16 C11 120.92(16) . . ? C15 C16 H16 119.5 . . ? C11 C16 H16 119.5 . . ? C26 C21 C22 110.52(15) . . ? C26 C21 P 110.37(11) . . ? C22 C21 P 116.87(13) . . ? C26 C21 H21 106.1 . . ? C22 C21 H21 106.1 . . ? P C21 H21 106.1 . . ? C21 C22 C23 110.38(17) . . ? C21 C22 H22A 109.6 . . ? C23 C22 H22A 109.6 . . ? C21 C22 H22B 109.6 . . ? C23 C22 H22B 109.6 . . ? H22A C22 H22B 108.1 . . ? C24 C23 C22 111.76(18) . . ? C24 C23 H23A 109.3 . . ? C22 C23 H23A 109.3 . . ? C24 C23 H23B 109.3 . . ? C22 C23 H23B 109.3 . . ? H23A C23 H23B 107.9 . . ? C23 C24 C25 110.85(18) . . ? C23 C24 H24A 109.5 . . ? C25 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? C25 C24 H24B 109.5 . . ? H24A C24 H24B 108.1 . . ? C24 C25 C26 111.81(18) . . ? C24 C25 H25A 109.3 . . ? C26 C25 H25A 109.3 . . ? C24 C25 H25B 109.3 . . ? C26 C25 H25B 109.3 . . ? H25A C25 H25B 107.9 . . ? C25 C26 C21 111.48(14) . . ? C25 C26 H26A 109.3 . . ? C21 C26 H26A 109.3 . . ? C25 C26 H26B 109.3 . . ? C21 C26 H26B 109.3 . . ? H26A C26 H26B 108.0 . . ? C32 C31 C36 110.41(14) . . ? C32 C31 P 111.26(12) . . ? C36 C31 P 112.14(12) . . ? C32 C31 H31 107.6 . . ? C36 C31 H31 107.6 . . ? P C31 H31 107.6 . . ? C31 C32 C33 110.46(16) . . ? C31 C32 H32A 109.6 . . ? C33 C32 H32A 109.6 . . ? C31 C32 H32B 109.6 . . ? C33 C32 H32B 109.6 . . ? H32A C32 H32B 108.1 . . ? C34 C33 C32 111.40(16) . . ? C34 C33 H33A 109.3 . . ? C32 C33 H33A 109.3 . . ? C34 C33 H33B 109.3 . . ? C32 C33 H33B 109.3 . . ? H33A C33 H33B 108.0 . . ? C35 C34 C33 111.18(17) . . ? C35 C34 H34A 109.4 . . ? C33 C34 H34A 109.4 . . ? C35 C34 H34B 109.4 . . ? C33 C34 H34B 109.4 . . ? H34A C34 H34B 108.0 . . ? C34 C35 C36 111.83(18) . . ? C34 C35 H35A 109.3 . . ? C36 C35 H35A 109.3 . . ? C34 C35 H35B 109.3 . . ? C36 C35 H35B 109.3 . . ? H35A C35 H35B 107.9 . . ? C35 C36 C31 110.18(15) . . ? C35 C36 H36A 109.6 . . ? C31 C36 H36A 109.6 . . ? C35 C36 H36B 109.6 . . ? C31 C36 H36B 109.6 . . ? H36A C36 H36B 108.1 . . ? C1S O1S C3S 115.1(4) . . ? C7S O2S C5S 117.6(4) . . ? O1S C1S C2S 109.7(5) . . ? O1S C1S H1SA 109.7 . . ? C2S C1S H1SA 109.7 . . ? O1S C1S H1SB 109.7 . . ? C2S C1S H1SB 109.7 . . ? H1SA C1S H1SB 108.2 . . ? C1S C2S H2SA 109.5 . . ? C1S C2S H2SB 109.5 . . ? H2SA C2S H2SB 109.5 . . ? C1S C2S H2SC 109.5 . . ? H2SA C2S H2SC 109.5 . . ? H2SB C2S H2SC 109.5 . . ? O1S C3S C4S 111.2(5) . . ? O1S C3S H3SA 109.4 . . ? C4S C3S H3SA 109.4 . . ? O1S C3S H3SB 109.4 . . ? C4S C3S H3SB 109.4 . . ? H3SA C3S H3SB 108.0 . . ? C3S C4S H4SA 109.5 . . ? C3S C4S H4SB 109.5 . . ? H4SA C4S H4SB 109.5 . . ? C3S C4S H4SC 109.5 . . ? H4SA C4S H4SC 109.5 . . ? H4SB C4S H4SC 109.5 . . ? O2S C5S C6S 113.8(4) . . ? O2S C5S H5SA 108.8 . . ? C6S C5S H5SA 108.8 . . ? O2S C5S H5SB 108.8 . . ? C6S C5S H5SB 108.8 . . ? H5SA C5S H5SB 107.7 . . ? C5S C6S H6SA 109.5 . . ? C5S C6S H6SB 109.5 . . ? H6SA C6S H6SB 109.5 . . ? C5S C6S H6SC 109.5 . . ? H6SA C6S H6SC 109.5 . . ? H6SB C6S H6SC 109.5 . . ? O2S C7S C8S 114.5(5) . . ? O2S C7S H7SA 108.6 . . ? C8S C7S H7SA 108.6 . . ? O2S C7S H7SB 108.6 . . ? C8S C7S H7SB 108.6 . . ? H7SA C7S H7SB 107.6 . . ? C7S C8S H8SA 109.5 . . ? C7S C8S H8SB 109.5 . . ? H8SA C8S H8SB 109.5 . . ? C7S C8S H8SC 109.5 . . ? H8SA C8S H8SC 109.5 . . ? H8SB C8S H8SC 109.5 . . ? 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 H1 Rh P C12 -47.0(12) . . . . ? Si Rh P C12 19.11(6) . . . . ? P Rh P C12 -27.63(11) 7_565 . . . ? Cl Rh P C12 150.54(6) . . . . ? H1 Rh P C31 69.1(12) . . . . ? Si Rh P C31 135.29(6) . . . . ? P Rh P C31 88.55(10) 7_565 . . . ? Cl Rh P C31 -93.28(6) . . . . ? H1 Rh P C21 -167.7(12) . . . . ? Si Rh P C21 -101.56(6) . . . . ? P Rh P C21 -148.30(9) 7_565 . . . ? Cl Rh P C21 29.87(6) . . . . ? H1 Rh Si C1 180.0 . . . . ? P Rh Si C1 -95.242(11) 7_565 . . . ? P Rh Si C1 95.240(11) . . . . ? Cl Rh Si C1 0.0 . . . . ? H1 Rh Si C11 64.09(5) . . . . ? P Rh Si C11 148.85(5) 7_565 . . . ? P Rh Si C11 -20.67(5) . . . . ? Cl Rh Si C11 -115.91(5) . . . . ? H1 Rh Si C11 -64.09(5) . . . 7_565 ? P Rh Si C11 20.67(5) 7_565 . . 7_565 ? P Rh Si C11 -148.85(5) . . . 7_565 ? Cl Rh Si C11 115.91(5) . . . 7_565 ? C1 Si C11 C16 67.68(16) . . . . ? C11 Si C11 C16 -45.12(19) 7_565 . . . ? Rh Si C11 C16 -166.90(13) . . . . ? C1 Si C11 C12 -105.47(14) . . . . ? C11 Si C11 C12 141.73(9) 7_565 . . . ? Rh Si C11 C12 19.96(13) . . . . ? C16 C11 C12 C13 1.2(2) . . . . ? Si C11 C12 C13 174.81(13) . . . . ? C16 C11 C12 P -178.21(12) . . . . ? Si C11 C12 P -4.60(16) . . . . ? C31 P C12 C13 43.72(16) . . . . ? C21 P C12 C13 -66.56(16) . . . . ? Rh P C12 C13 167.99(13) . . . . ? C31 P C12 C11 -136.89(12) . . . . ? C21 P C12 C11 112.83(13) . . . . ? Rh P C12 C11 -12.62(13) . . . . ? C11 C12 C13 C14 -0.2(3) . . . . ? P C12 C13 C14 179.21(14) . . . . ? C12 C13 C14 C15 -0.6(3) . . . . ? C13 C14 C15 C16 0.3(3) . . . . ? C14 C15 C16 C11 0.8(3) . . . . ? C12 C11 C16 C15 -1.5(2) . . . . ? Si C11 C16 C15 -174.52(13) . . . . ? C12 P C21 C26 -66.77(13) . . . . ? C31 P C21 C26 -176.33(12) . . . . ? Rh P C21 C26 54.42(13) . . . . ? C12 P C21 C22 60.63(15) . . . . ? C31 P C21 C22 -48.93(15) . . . . ? Rh P C21 C22 -178.18(12) . . . . ? C26 C21 C22 C23 -56.2(2) . . . . ? P C21 C22 C23 176.48(14) . . . . ? C21 C22 C23 C24 56.9(3) . . . . ? C22 C23 C24 C25 -55.9(3) . . . . ? C23 C24 C25 C26 54.6(3) . . . . ? C24 C25 C26 C21 -54.9(2) . . . . ? C22 C21 C26 C25 55.5(2) . . . . ? P C21 C26 C25 -173.65(13) . . . . ? C12 P C31 C32 67.14(13) . . . . ? C21 P C31 C32 179.60(12) . . . . ? Rh P C31 C32 -51.77(13) . . . . ? C12 P C31 C36 -168.63(12) . . . . ? C21 P C31 C36 -56.17(14) . . . . ? Rh P C31 C36 72.46(13) . . . . ? C36 C31 C32 C33 57.7(2) . . . . ? P C31 C32 C33 -177.10(13) . . . . ? C31 C32 C33 C34 -56.5(2) . . . . ? C32 C33 C34 C35 54.9(3) . . . . ? C33 C34 C35 C36 -55.0(3) . . . . ? C34 C35 C36 C31 56.2(2) . . . . ? C32 C31 C36 C35 -57.4(2) . . . . ? P C31 C36 C35 177.93(14) . . . . ? C3S O1S C1S C2S 180.0 . . . . ? C1S O1S C3S C4S 180.000(1) . . . . ? C7S O2S C5S C6S 180.0 . . . . ? C5S O2S C7S C8S 180.0 . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.724 _refine_diff_density_min -0.324 _refine_diff_density_rms 0.071