Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'P. Pringle' 'R. Angharad Baber' 'Matthew L. Clarke' 'Katie Heslop' 'Andrew C. Marr' 'A. Orpen' 'Andrew Ward' 'Damaris E. Zambrano-Williams' _publ_contact_author_name 'Prof P Pringle' _publ_contact_author_address ; School of Chemistry University of Bristol Cantock's Close BRISTOL BS8 1TS UK ; _publ_contact_author_email PAUL.PRINGLE@BRIS.AC.UK _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Phenylphosphatrioxa-adamantanes: bulky, robust, electron-poor ligands that give very efficient rhodium(I) hydroformylation catalysts ; data_rac-6a _database_code_depnum_ccdc_archive 'CCDC 257575' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H42 Cl Ir O7 P2' _chemical_formula_weight 840.26 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' 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 triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.4760(11) _cell_length_b 13.0531(14) _cell_length_c 16.115(2) _cell_angle_alpha 93.375(11) _cell_angle_beta 102.595(12) _cell_angle_gamma 100.232(11) _cell_volume 1703.5(4) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.638 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 4.136 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.636 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 ? _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 17848 _diffrn_reflns_av_R_equivalents 0.0346 _diffrn_reflns_av_sigmaI/netI 0.0462 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 27.50 _reflns_number_total 7703 _reflns_number_gt 6617 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker-AXS, 2001)' _computing_cell_refinement 'SAINT (Bruker-AXS, 2001)' _computing_data_reduction 'SHELXTL (Bruker-AXS, 2001)' _computing_structure_solution 'SHELXTL (Bruker-AXS, 2001)' _computing_structure_refinement 'SHELXTL (Bruker-AXS, 2001)' _computing_molecular_graphics 'SHELXTL (Bruker-AXS, 2001)' _computing_publication_material 'SHELXTL (Bruker-AXS, 2001)' _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^)+(0.0280P)^2^+0.6059P] 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 7703 _refine_ls_number_parameters 405 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0383 _refine_ls_R_factor_gt 0.0281 _refine_ls_wR_factor_ref 0.0628 _refine_ls_wR_factor_gt 0.0602 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.007 _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 Ir1 Ir -0.920665(18) 0.750378(11) -0.251827(9) 0.02103(5) Uani 1 1 d . . . Cl1 Cl -0.87365(12) 0.76988(7) -0.10129(6) 0.0309(2) Uani 1 1 d . . . P1 P -0.96574(11) 0.92041(7) -0.24576(6) 0.01988(19) Uani 1 1 d . . . P2 P -0.86737(11) 0.58222(7) -0.23980(6) 0.02169(19) Uani 1 1 d . . . O1 O -1.1981(3) 1.0374(2) -0.22714(16) 0.0283(6) Uani 1 1 d . . . O2 O -1.3150(3) 1.0279(2) -0.37476(17) 0.0323(6) Uani 1 1 d . . . O3 O -1.1246(3) 0.93018(19) -0.40834(15) 0.0249(5) Uani 1 1 d . . . O4 O -0.8086(3) 0.54690(19) -0.39401(16) 0.0272(6) Uani 1 1 d . . . O5 O -0.5879(3) 0.4603(2) -0.35064(18) 0.0325(6) Uani 1 1 d . . . O6 O -0.6141(3) 0.47285(19) -0.20810(17) 0.0284(6) Uani 1 1 d . . . O7 O -0.9801(4) 0.7313(2) -0.44173(18) 0.0493(8) Uani 1 1 d . . . C1 C -0.8087(4) 1.0118(3) -0.1670(2) 0.0223(7) Uani 1 1 d . . . C2 C -0.6452(5) 1.0027(3) -0.1633(3) 0.0321(9) Uani 1 1 d . . . H2A H -0.6228 0.9493 -0.1992 0.039 Uiso 1 1 calc R . . C3 C -0.5157(5) 1.0705(3) -0.1078(3) 0.0411(11) Uani 1 1 d . . . H3A H -0.4051 1.0649 -0.1067 0.049 Uiso 1 1 calc R . . C4 C -0.5484(5) 1.1462(3) -0.0543(3) 0.0374(10) Uani 1 1 d . . . H4A H -0.4601 1.1920 -0.0154 0.045 Uiso 1 1 calc R . . C5 C -0.7094(5) 1.1560(3) -0.0571(2) 0.0348(9) Uani 1 1 d . . . H5A H -0.7307 1.2088 -0.0203 0.042 Uiso 1 1 calc R . . C6 C -0.8395(5) 1.0896(3) -0.1127(2) 0.0305(9) Uani 1 1 d . . . H6A H -0.9496 1.0968 -0.1141 0.037 Uiso 1 1 calc R . . C7 C -0.8380(5) 0.9997(3) -0.3824(2) 0.0307(9) Uani 1 1 d . . . H7A H -0.8584 1.0324 -0.4360 0.046 Uiso 1 1 calc R . . H7B H -0.8163 0.9296 -0.3938 0.046 Uiso 1 1 calc R . . H7C H -0.7424 1.0425 -0.3419 0.046 Uiso 1 1 calc R . . C8 C -0.9873(4) 0.9916(3) -0.3449(2) 0.0227(8) Uani 1 1 d . . . C9 C -1.0281(4) 1.0984(3) -0.3253(2) 0.0264(8) Uani 1 1 d . . . H9A H -0.9425 1.1378 -0.2765 0.032 Uiso 1 1 calc R . . H9B H -1.0275 1.1387 -0.3754 0.032 Uiso 1 1 calc R . . C10 C -1.1956(5) 1.0876(3) -0.3037(3) 0.0300(9) Uani 1 1 d . . . C11 C -1.2489(6) 1.1904(3) -0.2900(3) 0.0445(11) Uani 1 1 d . . . H11A H -1.3596 1.1772 -0.2789 0.067 Uiso 1 1 calc R . . H11B H -1.2504 1.2275 -0.3412 0.067 Uiso 1 1 calc R . . H11C H -1.1714 1.2332 -0.2409 0.067 Uiso 1 1 calc R . . C12 C -1.4079(5) 0.8740(3) -0.4702(3) 0.0382(10) Uani 1 1 d . . . H12A H -1.4040 0.9196 -0.5162 0.057 Uiso 1 1 calc R . . H12B H -1.5188 0.8618 -0.4594 0.057 Uiso 1 1 calc R . . H12C H -1.3812 0.8069 -0.4872 0.057 Uiso 1 1 calc R . . C13 C -1.2839(4) 0.9256(3) -0.3897(2) 0.0281(8) Uani 1 1 d . . . C14 C -1.2973(4) 0.8691(3) -0.3111(2) 0.0265(8) Uani 1 1 d . . . H14A H -1.2730 0.7983 -0.3193 0.032 Uiso 1 1 calc R . . H14B H -1.4112 0.8613 -0.3032 0.032 Uiso 1 1 calc R . . C15 C -1.1763(4) 0.9300(3) -0.2311(2) 0.0244(8) Uani 1 1 d . . . C16 C -1.2114(5) 0.8886(3) -0.1493(2) 0.0309(9) Uani 1 1 d . . . H16A H -1.3263 0.8893 -0.1481 0.046 Uiso 1 1 calc R . . H16B H -1.1380 0.9331 -0.0998 0.046 Uiso 1 1 calc R . . H16C H -1.1923 0.8168 -0.1472 0.046 Uiso 1 1 calc R . . C17 C -0.9705(4) 0.5049(3) -0.1696(2) 0.0227(7) Uani 1 1 d . . . C18 C -1.1328(5) 0.5157(3) -0.1712(2) 0.0299(9) Uani 1 1 d . . . H18A H -1.1807 0.5641 -0.2055 0.036 Uiso 1 1 calc R . . C19 C -1.2239(5) 0.4559(3) -0.1229(3) 0.0338(9) Uani 1 1 d . . . H19A H -1.3347 0.4622 -0.1252 0.041 Uiso 1 1 calc R . . C20 C -1.1532(5) 0.3869(3) -0.0711(2) 0.0335(9) Uani 1 1 d . . . H20A H -1.2148 0.3469 -0.0373 0.040 Uiso 1 1 calc R . . C21 C -0.9930(5) 0.3765(3) -0.0690(2) 0.0322(9) Uani 1 1 d . . . H21A H -0.9448 0.3292 -0.0336 0.039 Uiso 1 1 calc R . . C22 C -0.9027(5) 0.4341(3) -0.1177(2) 0.0300(9) Uani 1 1 d . . . H22A H -0.7930 0.4257 -0.1160 0.036 Uiso 1 1 calc R . . C23 C -1.0855(4) 0.4750(3) -0.3898(2) 0.0282(8) Uani 1 1 d . . . H23A H -1.0994 0.4331 -0.4444 0.042 Uiso 1 1 calc R . . H23B H -1.1172 0.5425 -0.4006 0.042 Uiso 1 1 calc R . . H23C H -1.1555 0.4376 -0.3558 0.042 Uiso 1 1 calc R . . C24 C -0.9055(4) 0.4933(3) -0.3409(2) 0.0234(8) Uani 1 1 d . . . C25 C -0.8495(4) 0.3910(3) -0.3224(2) 0.0265(8) Uani 1 1 d . . . H25A H -0.8821 0.3423 -0.3754 0.032 Uiso 1 1 calc R . . H25B H -0.9044 0.3583 -0.2796 0.032 Uiso 1 1 calc R . . C26 C -0.6637(5) 0.4095(3) -0.2890(3) 0.0302(9) Uani 1 1 d . . . C27 C -0.5989(5) 0.3103(3) -0.2753(3) 0.0438(11) Uani 1 1 d . . . H27A H -0.4787 0.3272 -0.2551 0.066 Uiso 1 1 calc R . . H27B H -0.6286 0.2651 -0.3293 0.066 Uiso 1 1 calc R . . H27C H -0.6472 0.2738 -0.2325 0.066 Uiso 1 1 calc R . . C28 C -0.5600(5) 0.6016(3) -0.4349(3) 0.0416(11) Uani 1 1 d . . . H28A H -0.6012 0.5521 -0.4864 0.062 Uiso 1 1 calc R . . H28B H -0.4396 0.6117 -0.4180 0.062 Uiso 1 1 calc R . . H28C H -0.5921 0.6688 -0.4467 0.062 Uiso 1 1 calc R . . C29 C -0.6326(5) 0.5591(3) -0.3638(3) 0.0302(9) Uani 1 1 d . . . C30 C -0.5708(5) 0.6289(3) -0.2797(2) 0.0300(9) Uani 1 1 d . . . H30A H -0.4490 0.6410 -0.2632 0.036 Uiso 1 1 calc R . . H30B H -0.6036 0.6975 -0.2870 0.036 Uiso 1 1 calc R . . C31 C -0.6410(4) 0.5789(3) -0.2096(2) 0.0266(8) Uani 1 1 d . . . C32 C -0.5556(5) 0.6345(3) -0.1208(2) 0.0337(9) Uani 1 1 d . . . H32A H -0.4380 0.6321 -0.1090 0.051 Uiso 1 1 calc R . . H32D H -0.6050 0.5994 -0.0778 0.051 Uiso 1 1 calc R . . H32B H -0.5691 0.7076 -0.1186 0.051 Uiso 1 1 calc R . . C33 C -0.9568(5) 0.7384(3) -0.3677(2) 0.0310(9) 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 Ir1 0.02787(8) 0.01726(7) 0.01910(7) 0.00232(5) 0.00418(5) 0.00885(5) Cl1 0.0475(6) 0.0268(5) 0.0195(4) 0.0035(4) 0.0040(4) 0.0150(4) P1 0.0238(5) 0.0171(4) 0.0202(4) 0.0035(3) 0.0052(4) 0.0072(4) P2 0.0234(5) 0.0179(4) 0.0232(5) 0.0005(4) 0.0024(4) 0.0067(4) O1 0.0303(14) 0.0227(14) 0.0349(15) 0.0026(11) 0.0094(12) 0.0106(11) O2 0.0263(14) 0.0273(15) 0.0401(16) 0.0073(12) -0.0029(12) 0.0083(11) O3 0.0241(13) 0.0247(13) 0.0233(13) 0.0035(10) 0.0013(10) 0.0030(11) O4 0.0270(13) 0.0238(13) 0.0291(14) -0.0015(11) 0.0057(11) 0.0028(11) O5 0.0298(14) 0.0271(15) 0.0421(16) -0.0043(12) 0.0130(12) 0.0062(12) O6 0.0257(13) 0.0203(13) 0.0370(15) -0.0007(11) -0.0001(11) 0.0088(11) O7 0.092(3) 0.0360(17) 0.0222(15) 0.0038(13) 0.0082(15) 0.0262(17) C1 0.0267(19) 0.0177(17) 0.0218(17) 0.0030(14) 0.0028(14) 0.0054(14) C2 0.033(2) 0.026(2) 0.036(2) -0.0042(17) 0.0028(17) 0.0094(17) C3 0.029(2) 0.043(3) 0.046(3) -0.008(2) -0.0005(19) 0.0083(19) C4 0.036(2) 0.036(2) 0.035(2) -0.0019(18) 0.0009(18) 0.0030(19) C5 0.044(2) 0.032(2) 0.028(2) -0.0055(17) 0.0069(18) 0.0126(19) C6 0.033(2) 0.030(2) 0.030(2) -0.0013(17) 0.0075(17) 0.0119(17) C7 0.037(2) 0.030(2) 0.028(2) 0.0076(16) 0.0115(17) 0.0068(17) C8 0.0257(18) 0.0206(18) 0.0198(17) 0.0047(14) 0.0032(14) 0.0006(15) C9 0.031(2) 0.0134(17) 0.033(2) 0.0082(15) 0.0007(16) 0.0038(15) C10 0.034(2) 0.0191(19) 0.039(2) 0.0075(16) 0.0060(17) 0.0111(16) C11 0.046(3) 0.027(2) 0.063(3) 0.010(2) 0.005(2) 0.021(2) C12 0.031(2) 0.040(2) 0.036(2) 0.0061(19) -0.0017(18) -0.0015(19) C13 0.0255(19) 0.0239(19) 0.033(2) 0.0066(16) 0.0017(16) 0.0044(16) C14 0.0208(18) 0.0243(19) 0.034(2) 0.0064(16) 0.0067(15) 0.0022(15) C15 0.0289(19) 0.0183(18) 0.0298(19) 0.0043(15) 0.0107(16) 0.0092(15) C16 0.031(2) 0.035(2) 0.032(2) 0.0089(17) 0.0153(17) 0.0068(17) C17 0.0254(18) 0.0200(18) 0.0214(17) 0.0006(14) 0.0014(14) 0.0059(15) C18 0.035(2) 0.031(2) 0.0268(19) 0.0069(16) 0.0043(16) 0.0161(17) C19 0.028(2) 0.035(2) 0.038(2) 0.0039(18) 0.0065(17) 0.0066(18) C20 0.037(2) 0.031(2) 0.031(2) 0.0076(17) 0.0052(17) 0.0036(18) C21 0.039(2) 0.027(2) 0.031(2) 0.0113(17) 0.0048(17) 0.0105(17) C22 0.028(2) 0.030(2) 0.034(2) 0.0059(17) 0.0047(16) 0.0108(17) C23 0.0251(19) 0.030(2) 0.0270(19) 0.0014(16) 0.0007(15) 0.0060(16) C24 0.0226(18) 0.0243(19) 0.0241(18) -0.0010(15) 0.0061(14) 0.0069(15) C25 0.0268(19) 0.0191(18) 0.032(2) -0.0020(15) 0.0045(16) 0.0038(15) C26 0.028(2) 0.0206(19) 0.042(2) -0.0048(17) 0.0061(17) 0.0079(16) C27 0.039(2) 0.032(2) 0.060(3) -0.007(2) 0.004(2) 0.0196(19) C28 0.037(2) 0.042(3) 0.046(3) -0.005(2) 0.017(2) 0.000(2) C29 0.028(2) 0.027(2) 0.035(2) -0.0024(17) 0.0096(17) 0.0043(16) C30 0.0231(19) 0.025(2) 0.040(2) -0.0036(17) 0.0064(17) 0.0042(16) C31 0.0236(19) 0.0191(18) 0.035(2) -0.0037(16) 0.0003(16) 0.0084(15) C32 0.030(2) 0.030(2) 0.035(2) -0.0080(17) -0.0027(17) 0.0052(17) C33 0.047(2) 0.0204(19) 0.027(2) 0.0022(16) 0.0063(18) 0.0144(17) _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 Ir1 C33 1.817(4) . ? Ir1 P1 2.3181(9) . ? Ir1 P2 2.3289(10) . ? Ir1 Cl1 2.3617(9) . ? P1 C1 1.824(3) . ? P1 C15 1.875(4) . ? P1 C8 1.886(4) . ? P2 C17 1.821(4) . ? P2 C24 1.877(4) . ? P2 C31 1.882(4) . ? O1 C10 1.433(5) . ? O1 C15 1.446(4) . ? O2 C13 1.424(5) . ? O2 C10 1.432(5) . ? O3 C13 1.438(4) . ? O3 C8 1.448(4) . ? O4 C24 1.439(4) . ? O4 C29 1.441(4) . ? O5 C29 1.422(5) . ? O5 C26 1.430(5) . ? O6 C26 1.438(4) . ? O6 C31 1.444(4) . ? O7 C33 1.162(5) . ? C1 C6 1.398(5) . ? C1 C2 1.401(5) . ? C2 C3 1.386(5) . ? C3 C4 1.378(6) . ? C4 C5 1.384(6) . ? C5 C6 1.382(5) . ? C7 C8 1.507(5) . ? C8 C9 1.527(5) . ? C9 C10 1.518(5) . ? C10 C11 1.509(5) . ? C12 C13 1.514(5) . ? C13 C14 1.518(5) . ? C14 C15 1.536(5) . ? C15 C16 1.522(5) . ? C17 C22 1.397(5) . ? C17 C18 1.402(5) . ? C18 C19 1.390(6) . ? C19 C20 1.389(6) . ? C20 C21 1.382(6) . ? C21 C22 1.377(5) . ? C23 C24 1.526(5) . ? C24 C25 1.518(5) . ? C25 C26 1.520(5) . ? C26 C27 1.504(5) . ? C28 C29 1.504(6) . ? C29 C30 1.521(5) . ? C30 C31 1.516(6) . ? C31 C32 1.529(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C33 Ir1 P1 92.80(12) . . ? C33 Ir1 P2 94.16(12) . . ? P1 Ir1 P2 173.02(3) . . ? C33 Ir1 Cl1 178.75(12) . . ? P1 Ir1 Cl1 85.97(3) . . ? P2 Ir1 Cl1 87.07(3) . . ? C1 P1 C15 110.16(16) . . ? C1 P1 C8 103.22(16) . . ? C15 P1 C8 94.06(16) . . ? C1 P1 Ir1 114.05(12) . . ? C15 P1 Ir1 113.32(12) . . ? C8 P1 Ir1 119.99(12) . . ? C17 P2 C24 104.89(16) . . ? C17 P2 C31 108.62(17) . . ? C24 P2 C31 93.65(16) . . ? C17 P2 Ir1 116.06(12) . . ? C24 P2 Ir1 117.69(12) . . ? C31 P2 Ir1 113.40(12) . . ? C10 O1 C15 115.8(3) . . ? C13 O2 C10 111.8(3) . . ? C13 O3 C8 115.5(3) . . ? C24 O4 C29 115.4(3) . . ? C29 O5 C26 111.7(3) . . ? C26 O6 C31 116.0(3) . . ? C6 C1 C2 118.8(3) . . ? C6 C1 P1 125.2(3) . . ? C2 C1 P1 115.9(3) . . ? C3 C2 C1 120.8(4) . . ? C4 C3 C2 119.6(4) . . ? C3 C4 C5 120.3(4) . . ? C6 C5 C4 120.7(4) . . ? C5 C6 C1 119.9(4) . . ? O3 C8 C7 106.8(3) . . ? O3 C8 C9 108.4(3) . . ? C7 C8 C9 112.3(3) . . ? O3 C8 P1 107.1(2) . . ? C7 C8 P1 112.5(3) . . ? C9 C8 P1 109.5(2) . . ? C10 C9 C8 111.4(3) . . ? O2 C10 O1 110.6(3) . . ? O2 C10 C11 106.8(3) . . ? O1 C10 C11 106.4(3) . . ? O2 C10 C9 107.6(3) . . ? O1 C10 C9 111.4(3) . . ? C11 C10 C9 114.0(3) . . ? O2 C13 O3 110.9(3) . . ? O2 C13 C12 106.9(3) . . ? O3 C13 C12 105.8(3) . . ? O2 C13 C14 108.0(3) . . ? O3 C13 C14 111.4(3) . . ? C12 C13 C14 113.8(3) . . ? C13 C14 C15 110.8(3) . . ? O1 C15 C16 106.1(3) . . ? O1 C15 C14 108.5(3) . . ? C16 C15 C14 112.0(3) . . ? O1 C15 P1 111.2(2) . . ? C16 C15 P1 113.4(3) . . ? C14 C15 P1 105.5(2) . . ? C22 C17 C18 118.6(3) . . ? C22 C17 P2 125.1(3) . . ? C18 C17 P2 116.2(3) . . ? C19 C18 C17 120.2(4) . . ? C20 C19 C18 120.1(4) . . ? C21 C20 C19 119.8(4) . . ? C22 C21 C20 120.6(4) . . ? C21 C22 C17 120.7(4) . . ? O4 C24 C25 108.9(3) . . ? O4 C24 C23 107.1(3) . . ? C25 C24 C23 111.8(3) . . ? O4 C24 P2 106.5(2) . . ? C25 C24 P2 110.8(2) . . ? C23 C24 P2 111.5(2) . . ? C24 C25 C26 110.8(3) . . ? O5 C26 O6 110.3(3) . . ? O5 C26 C27 107.3(3) . . ? O6 C26 C27 106.7(3) . . ? O5 C26 C25 108.3(3) . . ? O6 C26 C25 110.7(3) . . ? C27 C26 C25 113.4(3) . . ? O5 C29 O4 110.5(3) . . ? O5 C29 C28 107.7(3) . . ? O4 C29 C28 105.7(3) . . ? O5 C29 C30 108.2(3) . . ? O4 C29 C30 111.3(3) . . ? C28 C29 C30 113.4(3) . . ? C31 C30 C29 110.8(3) . . ? O6 C31 C30 109.0(3) . . ? O6 C31 C32 106.2(3) . . ? C30 C31 C32 112.5(3) . . ? O6 C31 P2 111.3(2) . . ? C30 C31 P2 104.9(2) . . ? C32 C31 P2 112.9(3) . . ? O7 C33 Ir1 179.6(4) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.704 _refine_diff_density_min -0.636 _refine_diff_density_rms 0.105 data_meso-2a.2CH2Cl2 _database_code_depnum_ccdc_archive 'CCDC 257576' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H42 Cl2 O6 P2 Pd, 2(C H2 Cl2)' _chemical_formula_sum 'C34 H46 Cl6 O6 P2 Pd' _chemical_formula_weight 931.75 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' 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' Pd Pd -0.9988 1.0072 '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 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.6097(15) _cell_length_b 10.758(2) _cell_length_c 12.984(3) _cell_angle_alpha 90.03(3) _cell_angle_beta 103.56(3) _cell_angle_gamma 108.26(3) _cell_volume 978.1(4) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3501 _cell_measurement_theta_min 2.672 _cell_measurement_theta_max 27.3 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.582 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 476 _exptl_absorpt_coefficient_mu 1.008 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.886 _exptl_absorpt_correction_T_max 0.904 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11262 _diffrn_reflns_av_R_equivalents 0.0308 _diffrn_reflns_av_sigmaI/netI 0.0442 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4471 _reflns_number_gt 3883 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker-AXS, 2001)' _computing_cell_refinement 'SAINT (Bruker-AXS, 2001)' _computing_data_reduction 'SHELXTL (Bruker-AXS, 2001)' _computing_structure_solution 'SHELXTL (Bruker-AXS, 2001)' _computing_structure_refinement 'SHELXTL (Bruker-AXS, 2001)' _computing_molecular_graphics 'SHELXTL (Bruker-AXS, 2001)' _computing_publication_material 'SHELXTL (Bruker-AXS, 2001)' _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^)+(0.0424P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4471 _refine_ls_number_parameters 223 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0409 _refine_ls_R_factor_gt 0.0334 _refine_ls_wR_factor_ref 0.0814 _refine_ls_wR_factor_gt 0.0787 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 Pd1 Pd 0.0000 0.0000 0.0000 0.00905(8) Uani 1 2 d S . . P1 P -0.12623(9) 0.10193(6) -0.14477(5) 0.01016(14) Uani 1 1 d . . . O1 O -0.3114(2) -0.09487(16) -0.30258(13) 0.0119(3) Uani 1 1 d . . . O2 O -0.2161(3) 0.02988(17) -0.44042(13) 0.0145(4) Uani 1 1 d . . . O3 O -0.0473(2) 0.21788(16) -0.32342(13) 0.0131(4) Uani 1 1 d . . . C1 C -0.1803(3) 0.2446(2) -0.10386(19) 0.0123(5) Uani 1 1 d . . . C2 C -0.1358(4) 0.3645(2) -0.1499(2) 0.0148(5) Uani 1 1 d . . . H2A H -0.0716 0.3757 -0.2037 0.018 Uiso 1 1 calc R . . C3 C -0.1878(4) 0.4668(2) -0.1151(2) 0.0172(5) Uani 1 1 d . . . H3A H -0.1566 0.5468 -0.1451 0.021 Uiso 1 1 calc R . . C4 C -0.2859(4) 0.4505(3) -0.0360(2) 0.0174(5) Uani 1 1 d . . . H4A H -0.3219 0.5190 -0.0138 0.021 Uiso 1 1 calc R . . C5 C -0.3301(4) 0.3321(3) 0.0101(2) 0.0169(5) Uani 1 1 d . . . H5A H -0.3967 0.3210 0.0628 0.020 Uiso 1 1 calc R . . C6 C -0.2754(4) 0.2305(2) -0.0224(2) 0.0153(5) Uani 1 1 d . . . H6A H -0.3021 0.1522 0.0102 0.018 Uiso 1 1 calc R . . C7 C 0.0298(3) 0.1476(2) -0.24012(19) 0.0126(5) Uani 1 1 d . . . C8 C 0.0273(3) 0.0170(2) -0.28872(19) 0.0133(5) Uani 1 1 d . . . H8A H 0.1234 0.0335 -0.3291 0.016 Uiso 1 1 calc R . . H8B H 0.0581 -0.0376 -0.2324 0.016 Uiso 1 1 calc R . . C9 C -0.1686(4) -0.0552(2) -0.36145(19) 0.0135(5) Uani 1 1 d . . . C10 C -0.2272(4) 0.1462(2) -0.39261(19) 0.0140(5) Uani 1 1 d . . . C11 C -0.3472(3) 0.0102(2) -0.25117(19) 0.0114(5) Uani 1 1 d . . . C12 C -0.3856(4) 0.1056(2) -0.33426(19) 0.0127(5) Uani 1 1 d . . . H12A H -0.5070 0.0640 -0.3849 0.015 Uiso 1 1 calc R . . H12B H -0.3935 0.1829 -0.2996 0.015 Uiso 1 1 calc R . . C26 C -0.5167(3) -0.0525(2) -0.2053(2) 0.0145(5) Uani 1 1 d . . . H26A H -0.6256 -0.0978 -0.2617 0.022 Uiso 1 1 calc R . . H26B H -0.5446 0.0142 -0.1693 0.022 Uiso 1 1 calc R . . H26C H -0.4874 -0.1138 -0.1559 0.022 Uiso 1 1 calc R . . C27 C -0.2630(4) 0.2346(3) -0.4799(2) 0.0184(6) Uani 1 1 d . . . H27A H -0.1598 0.2564 -0.5143 0.028 Uiso 1 1 calc R . . H27B H -0.2714 0.3135 -0.4499 0.028 Uiso 1 1 calc R . . H27C H -0.3806 0.1900 -0.5309 0.028 Uiso 1 1 calc R . . C29 C 0.2308(3) 0.2358(2) -0.1879(2) 0.0158(5) Uani 1 1 d . . . H29A H 0.3041 0.2562 -0.2402 0.024 Uiso 1 1 calc R . . H29B H 0.2899 0.1915 -0.1330 0.024 Uiso 1 1 calc R . . H29C H 0.2255 0.3156 -0.1575 0.024 Uiso 1 1 calc R . . C31 C -0.1736(4) -0.1779(3) -0.4196(2) 0.0178(5) Uani 1 1 d . . . H31A H -0.0816 -0.1557 -0.4617 0.027 Uiso 1 1 calc R . . H31B H -0.2988 -0.2184 -0.4650 0.027 Uiso 1 1 calc R . . H31C H -0.1435 -0.2379 -0.3691 0.027 Uiso 1 1 calc R . . C98 C 0.5708(5) -0.5829(3) 0.2777(3) 0.0375(8) Uani 1 1 d . . . H98A H 0.5325 -0.5489 0.2099 0.045 Uiso 1 1 calc R . . H98B H 0.4895 -0.6732 0.2749 0.045 Uiso 1 1 calc R . . Cl1 Cl 0.18298(9) 0.20643(6) 0.07596(5) 0.01610(14) Uani 1 1 d . . . Cl96 Cl 0.53962(18) -0.48955(9) 0.37921(8) 0.0574(3) Uani 1 1 d . . . Cl97 Cl 0.81103(13) -0.57839(9) 0.29900(7) 0.0446(2) 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 Pd1 0.00979(14) 0.00765(13) 0.00916(13) 0.00126(9) 0.00040(10) 0.00344(10) P1 0.0098(3) 0.0100(3) 0.0106(3) 0.0011(2) 0.0011(2) 0.0042(2) O1 0.0115(9) 0.0118(8) 0.0128(8) -0.0004(7) 0.0028(7) 0.0044(7) O2 0.0191(10) 0.0152(9) 0.0107(8) 0.0024(7) 0.0026(7) 0.0086(7) O3 0.0126(9) 0.0153(9) 0.0112(8) 0.0048(7) 0.0008(7) 0.0058(7) C1 0.0103(12) 0.0118(12) 0.0128(12) -0.0004(9) -0.0019(9) 0.0045(9) C2 0.0151(13) 0.0141(12) 0.0149(12) -0.0002(10) 0.0028(10) 0.0050(10) C3 0.0182(13) 0.0107(12) 0.0206(13) 0.0012(10) 0.0011(11) 0.0044(10) C4 0.0153(13) 0.0160(13) 0.0212(13) -0.0031(10) 0.0002(11) 0.0088(10) C5 0.0157(13) 0.0187(13) 0.0160(12) -0.0029(10) 0.0038(10) 0.0053(10) C6 0.0144(13) 0.0121(12) 0.0168(12) 0.0004(10) 0.0011(10) 0.0028(10) C7 0.0113(12) 0.0156(12) 0.0113(11) 0.0042(9) 0.0012(9) 0.0063(10) C8 0.0124(12) 0.0150(12) 0.0149(12) 0.0029(10) 0.0038(10) 0.0077(10) C9 0.0153(13) 0.0152(12) 0.0112(11) 0.0026(10) 0.0035(10) 0.0064(10) C10 0.0154(13) 0.0166(12) 0.0102(11) 0.0014(10) 0.0010(10) 0.0071(10) C11 0.0120(12) 0.0108(11) 0.0119(11) 0.0008(9) 0.0016(9) 0.0053(9) C12 0.0121(12) 0.0135(12) 0.0135(12) 0.0012(10) 0.0003(9) 0.0075(10) C26 0.0114(12) 0.0148(12) 0.0170(12) 0.0003(10) 0.0016(10) 0.0050(10) C27 0.0208(14) 0.0220(14) 0.0146(12) 0.0063(11) 0.0031(11) 0.0108(11) C29 0.0122(13) 0.0157(13) 0.0177(13) 0.0014(10) 0.0015(10) 0.0036(10) C31 0.0211(14) 0.0173(13) 0.0176(13) -0.0010(10) 0.0067(11) 0.0084(11) C98 0.047(2) 0.0285(17) 0.0303(17) -0.0017(14) 0.0057(15) 0.0053(15) Cl1 0.0177(3) 0.0100(3) 0.0165(3) 0.0003(2) -0.0023(2) 0.0037(2) Cl96 0.0984(9) 0.0359(5) 0.0406(5) 0.0002(4) 0.0311(5) 0.0151(5) Cl97 0.0431(5) 0.0419(5) 0.0358(5) 0.0148(4) 0.0047(4) -0.0010(4) _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 Pd1 Cl1 2.2934(11) . ? Pd1 Cl1 2.2934(11) 2 ? Pd1 P1 2.3395(9) . ? Pd1 P1 2.3395(9) 2 ? P1 C1 1.818(3) . ? P1 C7 1.873(3) . ? P1 C11 1.892(3) . ? O1 C9 1.430(3) . ? O1 C11 1.440(3) . ? O2 C10 1.432(3) . ? O2 C9 1.433(3) . ? O3 C10 1.427(3) . ? O3 C7 1.438(3) . ? C1 C6 1.398(3) . ? C1 C2 1.400(3) . ? C2 C3 1.388(4) . ? C2 H2A 0.9300 . ? C3 C4 1.386(4) . ? C3 H3A 0.9300 . ? C4 C5 1.385(4) . ? C4 H4A 0.9300 . ? C5 C6 1.383(4) . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C7 C29 1.518(3) . ? C7 C8 1.533(3) . ? C8 C9 1.527(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C31 1.506(4) . ? C10 C27 1.510(3) . ? C10 C12 1.522(3) . ? C11 C26 1.513(3) . ? C11 C12 1.531(3) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C98 Cl96 1.760(4) . ? C98 Cl97 1.768(4) . ? C98 H98A 0.9700 . ? C98 H98B 0.9700 . ? 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 Cl1 Pd1 Cl1 180.00(4) . 2 ? Cl1 Pd1 P1 87.10(4) . . ? Cl1 Pd1 P1 92.90(4) 2 . ? Cl1 Pd1 P1 92.90(4) . 2 ? Cl1 Pd1 P1 87.10(4) 2 2 ? P1 Pd1 P1 180.00(3) . 2 ? C1 P1 C7 110.04(11) . . ? C1 P1 C11 103.42(11) . . ? C7 P1 C11 94.02(11) . . ? C1 P1 Pd1 112.42(8) . . ? C7 P1 Pd1 112.98(8) . . ? C11 P1 Pd1 122.19(8) . . ? C9 O1 C11 115.62(18) . . ? C10 O2 C9 111.08(18) . . ? C10 O3 C7 116.13(18) . . ? C6 C1 C2 119.0(2) . . ? C6 C1 P1 116.83(18) . . ? C2 C1 P1 124.11(19) . . ? C3 C2 C1 119.9(2) . . ? C3 C2 H2A 120.1 . . ? C1 C2 H2A 120.1 . . ? C4 C3 C2 120.5(2) . . ? C4 C3 H3A 119.8 . . ? C2 C3 H3A 119.8 . . ? C5 C4 C3 120.0(2) . . ? C5 C4 H4A 120.0 . . ? C3 C4 H4A 120.0 . . ? C6 C5 C4 120.0(2) . . ? C6 C5 H5A 120.0 . . ? C4 C5 H5A 120.0 . . ? C5 C6 C1 120.6(2) . . ? C5 C6 H6A 119.7 . . ? C1 C6 H6A 119.7 . . ? O3 C7 C29 106.47(19) . . ? O3 C7 C8 108.9(2) . . ? C29 C7 C8 112.3(2) . . ? O3 C7 P1 110.77(16) . . ? C29 C7 P1 112.99(17) . . ? C8 C7 P1 105.43(16) . . ? C9 C8 C7 110.8(2) . . ? C9 C8 H8A 109.5 . . ? C7 C8 H8A 109.5 . . ? C9 C8 H8B 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 108.1 . . ? O1 C9 O2 110.43(19) . . ? O1 C9 C31 106.5(2) . . ? O2 C9 C31 107.0(2) . . ? O1 C9 C8 111.27(19) . . ? O2 C9 C8 108.59(19) . . ? C31 C9 C8 112.9(2) . . ? O3 C10 O2 110.3(2) . . ? O3 C10 C27 105.6(2) . . ? O2 C10 C27 107.7(2) . . ? O3 C10 C12 112.11(19) . . ? O2 C10 C12 108.1(2) . . ? C27 C10 C12 113.0(2) . . ? O1 C11 C26 106.67(19) . . ? O1 C11 C12 108.18(19) . . ? C26 C11 C12 112.6(2) . . ? O1 C11 P1 109.11(16) . . ? C26 C11 P1 112.05(17) . . ? C12 C11 P1 108.09(16) . . ? C10 C12 C11 110.59(19) . . ? C10 C12 H12A 109.5 . . ? C11 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 108.1 . . ? C11 C26 H26A 109.5 . . ? C11 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C11 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C10 C27 H27A 109.5 . . ? C10 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C10 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C7 C29 H29A 109.5 . . ? C7 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C7 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C9 C31 H31A 109.5 . . ? C9 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C9 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? Cl96 C98 Cl97 111.54(19) . . ? Cl96 C98 H98A 109.3 . . ? Cl97 C98 H98A 109.3 . . ? Cl96 C98 H98B 109.3 . . ? Cl97 C98 H98B 109.3 . . ? H98A C98 H98B 108.0 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.895 _refine_diff_density_min -0.572 _refine_diff_density_rms 0.092 data_meso-2b _database_code_depnum_ccdc_archive 'CCDC 257577' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C40 H58 Cl2 O6 P2 Pd' _chemical_formula_sum 'C40 H58 Cl2 O6 P2 Pd' _chemical_formula_weight 874.10 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' 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' Pd Pd -0.9988 1.0072 '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 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6852(13) _cell_length_b 9.8884(14) _cell_length_c 11.9403(17) _cell_angle_alpha 96.531(2) _cell_angle_beta 98.137(2) _cell_angle_gamma 94.415(2) _cell_volume 1004.0(3) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4809 _cell_measurement_theta_min 2.538 _cell_measurement_theta_max 27.50 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.025 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.446 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 456 _exptl_absorpt_coefficient_mu 0.720 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.894 _exptl_absorpt_correction_T_max 0.978 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10673 _diffrn_reflns_av_R_equivalents 0.0353 _diffrn_reflns_av_sigmaI/netI 0.0599 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4576 _reflns_number_gt 3544 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker-AXS, 2001)' _computing_cell_refinement 'SAINT (Bruker-AXS, 2001)' _computing_data_reduction 'SHELXTL (Bruker-AXS, 2001)' _computing_structure_solution 'SHELXTL (Bruker-AXS, 2001)' _computing_structure_refinement 'SHELXTL (Bruker-AXS, 2001)' _computing_molecular_graphics 'SHELXTL (Bruker-AXS, 2001)' _computing_publication_material 'SHELXTL (Bruker-AXS, 2001)' _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^)+(0.0551P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4576 _refine_ls_number_parameters 236 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0546 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.0987 _refine_ls_wR_factor_gt 0.0844 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 0.993 _refine_ls_shift/su_max 0.000 _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 Pd1 Pd 0.0000 1.0000 1.0000 0.01616(11) Uani 1 2 d S . . P1 P 0.10524(9) 0.91998(8) 0.83801(6) 0.01578(17) Uani 1 1 d . . . Cl1 Cl -0.24944(9) 0.90615(8) 0.92802(6) 0.02649(19) Uani 1 1 d . . . O1 O 0.2599(2) 0.7073(2) 0.75563(16) 0.0203(5) Uani 1 1 d . . . C40 C 0.0739(4) 0.7913(3) 0.6142(2) 0.0193(6) Uani 1 1 d . . . H40A H 0.0089 0.7644 0.5409 0.023 Uiso 1 1 calc R . . H40B H 0.1538 0.8615 0.6048 0.023 Uiso 1 1 calc R . . O3 O 0.0316(3) 0.5695(2) 0.67220(17) 0.0216(5) Uani 1 1 d . . . O5 O -0.1285(2) 0.7386(2) 0.72425(17) 0.0204(5) Uani 1 1 d . . . C1 C 0.2795(4) 1.2816(3) 0.7591(3) 0.0272(7) Uani 1 1 d . . . H1 H 0.2433 1.3675 0.7568 0.033 Uiso 1 1 calc R . . C2 C 0.4220(4) 1.2572(3) 0.7264(3) 0.0294(8) Uani 1 1 d . . . H2 H 0.4825 1.3269 0.7024 0.035 Uiso 1 1 calc R . . C3 C 0.4751(4) 1.1290(4) 0.7293(3) 0.0282(7) Uani 1 1 d . . . H3 H 0.5719 1.1133 0.7083 0.034 Uiso 1 1 calc R . . C4 C 0.3844(4) 1.0235(3) 0.7633(3) 0.0240(7) Uani 1 1 d . . . H4 H 0.4200 0.9373 0.7642 0.029 Uiso 1 1 calc R . . C5 C 0.2406(3) 1.0472(3) 0.7958(2) 0.0182(6) Uani 1 1 d . . . C6 C 0.1909(4) 1.1777(3) 0.7953(3) 0.0243(7) Uani 1 1 d . . . H6 H 0.0965 1.1952 0.8196 0.029 Uiso 1 1 calc R . . C9 C 0.1953(3) 0.7572(3) 0.8561(2) 0.0174(6) Uani 1 1 d . . . C10 C -0.0555(4) 0.6226(3) 0.7576(2) 0.0209(6) Uani 1 1 d . . . C11 C 0.1512(4) 0.6681(3) 0.6535(2) 0.0200(6) Uani 1 1 d . . . C13 C -0.0260(4) 0.8492(3) 0.7002(2) 0.0192(6) Uani 1 1 d . . . C14 C 0.0580(4) 0.6567(3) 0.8689(2) 0.0199(6) Uani 1 1 d . . . H14A H 0.0973 0.5733 0.8921 0.024 Uiso 1 1 calc R . . H14B H 0.0032 0.6962 0.9282 0.024 Uiso 1 1 calc R . . C24 C 0.3295(4) 0.7717(3) 0.9561(2) 0.0219(7) Uani 1 1 d . . . H24A H 0.4052 0.8455 0.9470 0.026 Uiso 1 1 calc R . . H24B H 0.2885 0.7971 1.0263 0.026 Uiso 1 1 calc R . . C25 C 0.4122(4) 0.6434(4) 0.9674(3) 0.0341(8) Uani 1 1 d . . . H25A H 0.3411 0.5723 0.9847 0.051 Uiso 1 1 calc R . . H25B H 0.4997 0.6621 1.0275 0.051 Uiso 1 1 calc R . . H25C H 0.4483 0.6144 0.8969 0.051 Uiso 1 1 calc R . . C28 C 0.2392(4) 0.5955(3) 0.5681(3) 0.0263(7) Uani 1 1 d . . . H28A H 0.2720 0.5124 0.5962 0.032 Uiso 1 1 calc R . . H28B H 0.1685 0.5691 0.4972 0.032 Uiso 1 1 calc R . . C29 C 0.3810(5) 0.6787(4) 0.5438(3) 0.0424(10) Uani 1 1 d . . . H29A H 0.3487 0.7561 0.5081 0.064 Uiso 1 1 calc R . . H29B H 0.4351 0.6231 0.4939 0.064 Uiso 1 1 calc R . . H29C H 0.4493 0.7096 0.6141 0.064 Uiso 1 1 calc R . . C30 C -0.1908(4) 0.5180(3) 0.7632(3) 0.0278(7) Uani 1 1 d . . . H30A H -0.2464 0.5517 0.8241 0.033 Uiso 1 1 calc R . . H30B H -0.2627 0.5095 0.6923 0.033 Uiso 1 1 calc R . . C31 C -0.1430(4) 0.3777(4) 0.7834(3) 0.0365(9) Uani 1 1 d . . . H31A H -0.0869 0.3437 0.7241 0.055 Uiso 1 1 calc R . . H31B H -0.2345 0.3166 0.7831 0.055 Uiso 1 1 calc R . . H31C H -0.0772 0.3839 0.8559 0.055 Uiso 1 1 calc R . . C32 C -0.2440(4) 0.9068(4) 0.5501(3) 0.0333(8) Uani 1 1 d . . . H32A H -0.1884 0.8882 0.4868 0.050 Uiso 1 1 calc R . . H32B H -0.3134 0.9757 0.5346 0.050 Uiso 1 1 calc R . . H32C H -0.3032 0.8247 0.5611 0.050 Uiso 1 1 calc R . . C33 C -0.1283(4) 0.9572(3) 0.6570(3) 0.0238(7) Uani 1 1 d . . . H33A H -0.1856 0.9904 0.7169 0.029 Uiso 1 1 calc R . . H33B H -0.0611 1.0338 0.6417 0.029 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01734(18) 0.01864(19) 0.01351(17) 0.00450(12) 0.00396(12) 0.00137(13) P1 0.0179(4) 0.0166(4) 0.0138(4) 0.0044(3) 0.0036(3) 0.0018(3) Cl1 0.0192(4) 0.0354(5) 0.0228(4) -0.0030(3) 0.0042(3) -0.0027(3) O1 0.0219(11) 0.0239(12) 0.0154(10) 0.0010(8) 0.0050(8) 0.0027(9) C40 0.0231(16) 0.0216(16) 0.0128(13) 0.0041(12) 0.0013(11) -0.0001(13) O3 0.0260(12) 0.0202(11) 0.0182(10) 0.0002(9) 0.0058(9) -0.0009(9) O5 0.0209(11) 0.0218(11) 0.0198(10) 0.0068(9) 0.0041(8) 0.0014(9) C1 0.037(2) 0.0205(17) 0.0248(16) 0.0083(13) 0.0027(14) 0.0025(14) C2 0.0328(19) 0.0296(19) 0.0254(16) 0.0097(14) 0.0041(14) -0.0093(15) C3 0.0213(17) 0.036(2) 0.0278(17) 0.0064(15) 0.0079(13) -0.0033(15) C4 0.0247(17) 0.0249(17) 0.0234(16) 0.0066(13) 0.0045(13) 0.0022(14) C5 0.0227(16) 0.0199(15) 0.0119(13) 0.0042(11) 0.0017(11) -0.0004(13) C6 0.0267(17) 0.0251(17) 0.0235(16) 0.0068(13) 0.0075(13) 0.0049(14) C9 0.0207(16) 0.0191(15) 0.0137(13) 0.0039(11) 0.0051(11) 0.0029(12) C10 0.0257(17) 0.0211(16) 0.0169(14) 0.0044(12) 0.0043(12) 0.0028(13) C11 0.0243(17) 0.0205(16) 0.0147(14) 0.0009(12) 0.0034(12) 0.0009(13) C13 0.0221(16) 0.0201(16) 0.0156(14) 0.0057(12) 0.0022(11) -0.0011(13) C14 0.0255(17) 0.0192(15) 0.0165(14) 0.0056(12) 0.0049(12) 0.0039(13) C24 0.0247(17) 0.0254(17) 0.0159(14) 0.0038(12) 0.0014(12) 0.0056(13) C25 0.036(2) 0.034(2) 0.0301(18) 0.0051(15) -0.0073(15) 0.0112(17) C28 0.0297(19) 0.0280(18) 0.0219(16) -0.0006(13) 0.0091(13) 0.0033(15) C29 0.045(2) 0.044(2) 0.041(2) -0.0013(18) 0.0239(18) -0.0014(19) C30 0.0282(18) 0.0287(18) 0.0269(17) 0.0048(14) 0.0069(14) -0.0014(15) C31 0.035(2) 0.0275(19) 0.048(2) 0.0128(16) 0.0062(17) -0.0020(16) C32 0.033(2) 0.038(2) 0.0285(18) 0.0126(15) -0.0050(15) 0.0023(16) C33 0.0260(17) 0.0256(17) 0.0207(15) 0.0089(13) 0.0007(13) 0.0043(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 Pd1 Cl1 2.2968(8) . ? Pd1 Cl1 2.2968(8) 2_577 ? Pd1 P1 2.3380(8) . ? Pd1 P1 2.3380(8) 2_577 ? P1 C5 1.817(3) . ? P1 C9 1.864(3) . ? P1 C13 1.892(3) . ? O1 C11 1.427(3) . ? O1 C9 1.448(3) . ? C40 C11 1.524(4) . ? C40 C13 1.526(4) . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? O3 C11 1.428(4) . ? O3 C10 1.430(4) . ? O5 C10 1.421(3) . ? O5 C13 1.437(3) . ? C1 C6 1.381(4) . ? C1 C2 1.381(5) . ? C1 H1 0.9300 . ? C2 C3 1.384(5) . ? C2 H2 0.9300 . ? C3 C4 1.390(4) . ? C3 H3 0.9300 . ? C4 C5 1.388(4) . ? C4 H4 0.9300 . ? C5 C6 1.392(4) . ? C6 H6 0.9300 . ? C9 C14 1.528(4) . ? C9 C24 1.532(4) . ? C10 C30 1.519(4) . ? C10 C14 1.526(4) . ? C11 C28 1.509(4) . ? C13 C33 1.529(4) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C24 C25 1.516(4) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C28 C29 1.509(5) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 C31 1.514(5) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C32 C33 1.517(4) . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? 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 Cl1 Pd1 Cl1 180.0 . 2_577 ? Cl1 Pd1 P1 94.42(3) . . ? Cl1 Pd1 P1 85.58(3) 2_577 . ? Cl1 Pd1 P1 85.58(3) . 2_577 ? Cl1 Pd1 P1 94.42(3) 2_577 2_577 ? P1 Pd1 P1 180.0 . 2_577 ? C5 P1 C9 111.61(14) . . ? C5 P1 C13 103.96(13) . . ? C9 P1 C13 94.64(13) . . ? C5 P1 Pd1 112.92(10) . . ? C9 P1 Pd1 111.30(9) . . ? C13 P1 Pd1 120.93(10) . . ? C11 O1 C9 116.5(2) . . ? C11 C40 C13 111.1(2) . . ? C11 C40 H40A 109.4 . . ? C13 C40 H40A 109.4 . . ? C11 C40 H40B 109.4 . . ? C13 C40 H40B 109.4 . . ? H40A C40 H40B 108.0 . . ? C11 O3 C10 111.9(2) . . ? C10 O5 C13 115.8(2) . . ? C6 C1 C2 119.6(3) . . ? C6 C1 H1 120.2 . . ? C2 C1 H1 120.2 . . ? C1 C2 C3 120.0(3) . . ? C1 C2 H2 120.0 . . ? C3 C2 H2 120.0 . . ? C2 C3 C4 120.4(3) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C3 C4 C5 119.9(3) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C4 C5 C6 118.9(3) . . ? C4 C5 P1 125.5(2) . . ? C6 C5 P1 115.5(2) . . ? C1 C6 C5 121.1(3) . . ? C1 C6 H6 119.4 . . ? C5 C6 H6 119.4 . . ? O1 C9 C14 108.6(2) . . ? O1 C9 C24 106.3(2) . . ? C14 C9 C24 113.6(2) . . ? O1 C9 P1 111.33(17) . . ? C14 C9 P1 103.9(2) . . ? C24 C9 P1 113.1(2) . . ? O5 C10 O3 110.4(2) . . ? O5 C10 C30 104.2(2) . . ? O3 C10 C30 108.7(2) . . ? O5 C10 C14 112.2(2) . . ? O3 C10 C14 107.3(2) . . ? C30 C10 C14 114.0(2) . . ? O1 C11 O3 110.4(2) . . ? O1 C11 C28 106.8(2) . . ? O3 C11 C28 105.9(2) . . ? O1 C11 C40 110.8(2) . . ? O3 C11 C40 108.2(2) . . ? C28 C11 C40 114.7(2) . . ? O5 C13 C40 108.1(2) . . ? O5 C13 C33 107.3(2) . . ? C40 C13 C33 113.7(2) . . ? O5 C13 P1 107.56(17) . . ? C40 C13 P1 109.1(2) . . ? C33 C13 P1 110.8(2) . . ? C10 C14 C9 111.5(2) . . ? C10 C14 H14A 109.3 . . ? C9 C14 H14A 109.3 . . ? C10 C14 H14B 109.3 . . ? C9 C14 H14B 109.3 . . ? H14A C14 H14B 108.0 . . ? C25 C24 C9 114.1(3) . . ? C25 C24 H24A 108.7 . . ? C9 C24 H24A 108.7 . . ? C25 C24 H24B 108.7 . . ? C9 C24 H24B 108.7 . . ? H24A C24 H24B 107.6 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C29 C28 C11 114.5(3) . . ? C29 C28 H28A 108.6 . . ? C11 C28 H28A 108.6 . . ? C29 C28 H28B 108.6 . . ? C11 C28 H28B 108.6 . . ? H28A C28 H28B 107.6 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C31 C30 C10 114.3(3) . . ? C31 C30 H30A 108.7 . . ? C10 C30 H30A 108.7 . . ? C31 C30 H30B 108.7 . . ? C10 C30 H30B 108.7 . . ? H30A C30 H30B 107.6 . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C33 C32 H32A 109.5 . . ? C33 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C33 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C32 C33 C13 114.4(3) . . ? C32 C33 H33A 108.6 . . ? C13 C33 H33A 108.6 . . ? C32 C33 H33B 108.6 . . ? C13 C33 H33B 108.6 . . ? H33A C33 H33B 107.6 . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.739 _refine_diff_density_min -1.463 _refine_diff_density_rms 0.133 data_9 _database_code_depnum_ccdc_archive 'CCDC 257578' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H37 Cl3 Co N O3 P' _chemical_formula_weight 559.78 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' 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' Co Co 0.3494 0.9721 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 17.914(3) _cell_length_b 11.206(2) _cell_length_c 13.4602(19) _cell_angle_alpha 90.00 _cell_angle_beta 98.157(11) _cell_angle_gamma 90.00 _cell_volume 2674.8(7) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 174 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'hexagonal plate' _exptl_crystal_colour blue _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.5 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.390 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1172 _exptl_absorpt_coefficient_mu 1.024 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.663054 _exptl_absorpt_correction_T_max 0.801392 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'Siemens SMART CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 16905 _diffrn_reflns_av_R_equivalents 0.0398 _diffrn_reflns_av_sigmaI/netI 0.0547 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 27.49 _reflns_number_total 6104 _reflns_number_gt 4186 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1995b)' _computing_cell_refinement 'SAINT (Siemens, 1995b)' _computing_data_reduction 'SAINT (Siemens, 1995b)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 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^)+(0.0274P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6104 _refine_ls_number_parameters 290 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0587 _refine_ls_R_factor_gt 0.0297 _refine_ls_wR_factor_ref 0.0634 _refine_ls_wR_factor_gt 0.0572 _refine_ls_goodness_of_fit_ref 0.914 _refine_ls_restrained_S_all 0.914 _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 Co1 Co 0.675414(14) 0.08295(2) 0.313631(19) 0.02057(7) Uani 1 1 d . . . Cl1 Cl 0.68881(3) -0.01816(5) 0.45853(4) 0.03281(13) Uani 1 1 d . . . Cl2 Cl 0.62857(3) 0.26729(4) 0.32408(4) 0.03023(13) Uani 1 1 d . . . Cl3 Cl 0.59969(3) -0.01288(4) 0.18811(4) 0.02672(12) Uani 1 1 d . . . P1 P 0.79542(3) 0.08207(4) 0.25256(4) 0.01936(11) Uani 1 1 d . . . O1 O 0.93644(7) 0.33046(12) 0.25548(11) 0.0309(3) Uani 1 1 d . . . O2 O 0.88265(7) 0.19729(11) 0.12979(10) 0.0252(3) Uani 1 1 d . . . O3 O 0.86973(7) 0.24203(11) 0.37476(10) 0.0273(3) Uani 1 1 d . . . C1 C 0.81299(10) -0.06174(16) 0.19689(15) 0.0227(4) Uani 1 1 d . . . C2 C 0.77871(10) -0.16109(17) 0.23351(16) 0.0283(5) Uani 1 1 d . . . H2A H 0.7502 -0.1520 0.2875 0.034 Uiso 1 1 calc R . . C3 C 0.78579(12) -0.27285(19) 0.19192(19) 0.0363(6) Uani 1 1 d . . . H3A H 0.7625 -0.3400 0.2178 0.044 Uiso 1 1 calc R . . C4 C 0.82650(12) -0.2870(2) 0.11312(18) 0.0388(6) Uani 1 1 d . . . H4A H 0.8304 -0.3634 0.0838 0.047 Uiso 1 1 calc R . . C5 C 0.86133(13) -0.1904(2) 0.07720(18) 0.0394(6) Uani 1 1 d . . . H5A H 0.8902 -0.2007 0.0238 0.047 Uiso 1 1 calc R . . C6 C 0.85491(12) -0.07761(19) 0.11806(16) 0.0314(5) Uani 1 1 d . . . H6A H 0.8791 -0.0113 0.0923 0.038 Uiso 1 1 calc R . . C7 C 0.89123(11) 0.04409(18) 0.43337(15) 0.0298(5) Uani 1 1 d . . . H7A H 0.9362 0.0686 0.4789 0.045 Uiso 1 1 calc R . . H7B H 0.8966 -0.0393 0.4136 0.045 Uiso 1 1 calc R . . H7C H 0.8467 0.0522 0.4675 0.045 Uiso 1 1 calc R . . C8 C 0.88234(10) 0.12208(16) 0.34133(15) 0.0229(4) Uani 1 1 d . . . C9 C 0.95142(10) 0.12165(18) 0.28678(15) 0.0252(5) Uani 1 1 d . . . H9A H 0.9974 0.1350 0.3357 0.030 Uiso 1 1 calc R . . H9B H 0.9560 0.0429 0.2548 0.030 Uiso 1 1 calc R . . C10 C 0.94481(11) 0.21894(18) 0.20704(16) 0.0273(5) Uani 1 1 d . . . C11 C 1.01292(11) 0.2295(2) 0.15347(18) 0.0380(6) Uani 1 1 d . . . H11A H 1.0054 0.2951 0.1049 0.057 Uiso 1 1 calc R . . H11B H 1.0200 0.1547 0.1182 0.057 Uiso 1 1 calc R . . H11C H 1.0577 0.2456 0.2025 0.057 Uiso 1 1 calc R . . C12 C 0.86835(14) 0.44976(18) 0.35665(18) 0.0430(6) Uani 1 1 d . . . H12A H 0.9125 0.4531 0.4086 0.065 Uiso 1 1 calc R . . H12B H 0.8223 0.4551 0.3880 0.065 Uiso 1 1 calc R . . H12C H 0.8700 0.5166 0.3100 0.065 Uiso 1 1 calc R . . C13 C 0.86861(12) 0.33356(17) 0.30006(16) 0.0284(5) Uani 1 1 d . . . C14 C 0.80244(11) 0.31935(16) 0.21750(15) 0.0260(5) Uani 1 1 d . . . H14A H 0.8013 0.3872 0.1702 0.031 Uiso 1 1 calc R . . H14B H 0.7549 0.3202 0.2470 0.031 Uiso 1 1 calc R . . C15 C 0.80848(10) 0.20278(17) 0.16103(15) 0.0233(4) Uani 1 1 d . . . C16 C 0.75191(12) 0.19469(19) 0.06649(16) 0.0327(5) Uani 1 1 d . . . H16A H 0.7605 0.2601 0.0211 0.049 Uiso 1 1 calc R . . H16B H 0.7007 0.2006 0.0838 0.049 Uiso 1 1 calc R . . H16C H 0.7578 0.1181 0.0333 0.049 Uiso 1 1 calc R . . N1 N 0.45687(9) 0.33972(15) 0.65871(13) 0.0239(4) Uani 1 1 d . . . H1 H 0.4978(11) 0.3761(18) 0.6750(15) 0.029 Uiso 1 1 d . . . C101 C 0.33263(13) 0.3721(2) 0.54897(19) 0.0505(7) Uani 1 1 d . . . H10M H 0.3087 0.4204 0.4926 0.076 Uiso 1 1 calc R . . H10N H 0.3024 0.3762 0.6041 0.076 Uiso 1 1 calc R . . H10O H 0.3360 0.2890 0.5273 0.076 Uiso 1 1 calc R . . C102 C 0.41047(12) 0.41931(18) 0.58403(16) 0.0322(5) Uani 1 1 d . . . H10K H 0.4372 0.4299 0.5251 0.039 Uiso 1 1 calc R . . H10L H 0.4061 0.4988 0.6148 0.039 Uiso 1 1 calc R . . C103 C 0.52121(14) 0.2356(2) 0.52937(19) 0.0512(7) Uani 1 1 d . . . H10H H 0.5395 0.1571 0.5115 0.077 Uiso 1 1 calc R . . H10I H 0.5643 0.2886 0.5491 0.077 Uiso 1 1 calc R . . H10J H 0.4889 0.2695 0.4714 0.077 Uiso 1 1 calc R . . C104 C 0.47657(12) 0.22248(17) 0.61556(16) 0.0305(5) Uani 1 1 d . . . H10F H 0.4295 0.1783 0.5921 0.037 Uiso 1 1 calc R . . H10G H 0.5062 0.1746 0.6691 0.037 Uiso 1 1 calc R . . C105 C 0.41351(14) 0.4330(2) 0.80981(18) 0.0457(6) Uani 1 1 d . . . H10C H 0.3951 0.4137 0.8731 0.069 Uiso 1 1 calc R . . H10D H 0.3769 0.4845 0.7692 0.069 Uiso 1 1 calc R . . H10E H 0.4620 0.4745 0.8240 0.069 Uiso 1 1 calc R . . C106 C 0.42357(12) 0.31997(17) 0.75336(15) 0.0281(5) Uani 1 1 d . . . H10A H 0.4567 0.2653 0.7974 0.034 Uiso 1 1 calc R . . H10B H 0.3739 0.2806 0.7365 0.034 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.01923(14) 0.02053(14) 0.02209(15) 0.00144(12) 0.00336(11) 0.00073(11) Cl1 0.0351(3) 0.0357(3) 0.0273(3) 0.0089(2) 0.0035(2) -0.0050(2) Cl2 0.0304(3) 0.0242(3) 0.0368(3) -0.0013(2) 0.0074(2) 0.0056(2) Cl3 0.0242(3) 0.0244(3) 0.0301(3) -0.0030(2) -0.0013(2) 0.0018(2) P1 0.0177(3) 0.0196(2) 0.0208(3) 0.0016(2) 0.0024(2) 0.0003(2) O1 0.0270(8) 0.0265(8) 0.0393(9) 0.0018(7) 0.0056(7) -0.0066(6) O2 0.0196(7) 0.0322(8) 0.0246(8) 0.0042(6) 0.0057(6) 0.0000(6) O3 0.0342(8) 0.0224(7) 0.0252(8) -0.0021(6) 0.0035(6) -0.0022(6) C1 0.0184(10) 0.0232(10) 0.0253(11) -0.0015(8) -0.0008(8) 0.0019(8) C2 0.0191(11) 0.0266(11) 0.0392(14) -0.0006(10) 0.0047(10) 0.0019(9) C3 0.0237(12) 0.0256(11) 0.0591(17) -0.0013(11) 0.0036(11) 0.0011(9) C4 0.0331(13) 0.0314(12) 0.0495(16) -0.0167(11) -0.0022(11) 0.0069(10) C5 0.0424(14) 0.0433(14) 0.0341(14) -0.0096(11) 0.0102(11) 0.0065(11) C6 0.0331(12) 0.0328(12) 0.0290(12) -0.0018(10) 0.0067(10) 0.0017(10) C7 0.0298(12) 0.0333(12) 0.0245(12) 0.0042(9) -0.0024(9) 0.0001(9) C8 0.0235(11) 0.0207(10) 0.0233(11) -0.0005(8) -0.0004(9) -0.0015(8) C9 0.0172(10) 0.0284(11) 0.0289(12) 0.0010(9) -0.0006(9) 0.0002(8) C10 0.0199(11) 0.0296(11) 0.0324(13) 0.0026(10) 0.0038(9) -0.0009(9) C11 0.0240(12) 0.0451(14) 0.0461(15) 0.0126(12) 0.0091(11) -0.0017(10) C12 0.0564(16) 0.0251(12) 0.0482(16) -0.0049(11) 0.0095(13) -0.0045(11) C13 0.0313(12) 0.0212(10) 0.0337(13) 0.0027(9) 0.0075(10) -0.0022(9) C14 0.0243(11) 0.0208(10) 0.0339(12) 0.0079(9) 0.0075(10) 0.0035(8) C15 0.0186(10) 0.0263(10) 0.0256(11) 0.0047(9) 0.0053(9) -0.0001(8) C16 0.0295(12) 0.0403(13) 0.0268(12) 0.0110(10) -0.0013(10) 0.0011(10) N1 0.0209(9) 0.0258(9) 0.0247(10) 0.0006(7) 0.0024(8) -0.0058(7) C101 0.0371(14) 0.0591(17) 0.0506(17) 0.0149(13) -0.0106(12) 0.0080(12) C102 0.0422(13) 0.0269(11) 0.0272(12) 0.0074(10) 0.0035(10) 0.0016(10) C103 0.0496(16) 0.0615(17) 0.0451(16) -0.0241(13) 0.0159(13) -0.0075(13) C104 0.0304(12) 0.0286(11) 0.0313(13) -0.0054(10) 0.0008(10) 0.0033(9) C105 0.0640(17) 0.0383(14) 0.0395(15) -0.0010(12) 0.0229(13) 0.0016(12) C106 0.0306(12) 0.0288(11) 0.0256(12) 0.0061(9) 0.0061(9) -0.0004(9) _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 Co1 Cl1 2.2389(6) . ? Co1 Cl2 2.2415(6) . ? Co1 Cl3 2.2799(6) . ? Co1 P1 2.4081(6) . ? P1 C1 1.8234(19) . ? P1 C15 1.8666(19) . ? P1 C8 1.878(2) . ? O1 C10 1.427(2) . ? O1 C13 1.430(2) . ? O2 C10 1.432(2) . ? O2 C15 1.451(2) . ? O3 C13 1.434(2) . ? O3 C8 1.445(2) . ? C1 C2 1.395(3) . ? C1 C6 1.395(3) . ? C2 C3 1.385(3) . ? C3 C4 1.379(3) . ? C4 C5 1.371(3) . ? C5 C6 1.389(3) . ? C7 C8 1.506(3) . ? C8 C9 1.526(3) . ? C9 C10 1.523(3) . ? C10 C11 1.507(3) . ? C12 C13 1.509(3) . ? C13 C14 1.514(3) . ? C14 C15 1.523(3) . ? C15 C16 1.513(3) . ? N1 C106 1.498(2) . ? N1 C104 1.499(2) . ? N1 C102 1.503(2) . ? C101 C102 1.503(3) . ? C103 C104 1.507(3) . ? C105 C106 1.501(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 Cl1 Co1 Cl2 113.99(2) . . ? Cl1 Co1 Cl3 112.71(2) . . ? Cl2 Co1 Cl3 106.97(2) . . ? Cl1 Co1 P1 107.74(2) . . ? Cl2 Co1 P1 112.68(2) . . ? Cl3 Co1 P1 102.20(2) . . ? C1 P1 C15 108.91(9) . . ? C1 P1 C8 107.25(8) . . ? C15 P1 C8 94.40(9) . . ? C1 P1 Co1 111.01(6) . . ? C15 P1 Co1 115.08(6) . . ? C8 P1 Co1 118.80(7) . . ? C10 O1 C13 111.32(14) . . ? C10 O2 C15 115.60(15) . . ? C13 O3 C8 115.72(14) . . ? C2 C1 C6 118.58(18) . . ? C2 C1 P1 116.73(15) . . ? C6 C1 P1 124.61(15) . . ? C3 C2 C1 120.57(19) . . ? C4 C3 C2 120.2(2) . . ? C5 C4 C3 119.8(2) . . ? C4 C5 C6 120.7(2) . . ? C5 C6 C1 120.0(2) . . ? O3 C8 C7 106.64(16) . . ? O3 C8 C9 109.02(15) . . ? C7 C8 C9 113.31(16) . . ? O3 C8 P1 105.55(12) . . ? C7 C8 P1 111.49(13) . . ? C9 C8 P1 110.43(13) . . ? C10 C9 C8 110.46(16) . . ? O1 C10 O2 111.03(15) . . ? O1 C10 C11 107.12(16) . . ? O2 C10 C11 105.35(17) . . ? O1 C10 C9 107.92(17) . . ? O2 C10 C9 111.42(15) . . ? C11 C10 C9 113.96(17) . . ? O1 C13 O3 110.39(15) . . ? O1 C13 C12 107.24(16) . . ? O3 C13 C12 105.31(17) . . ? O1 C13 C14 108.23(17) . . ? O3 C13 C14 111.78(15) . . ? C12 C13 C14 113.78(17) . . ? C13 C14 C15 110.67(15) . . ? O2 C15 C16 106.59(16) . . ? O2 C15 C14 108.29(15) . . ? C16 C15 C14 112.63(16) . . ? O2 C15 P1 111.49(12) . . ? C16 C15 P1 112.34(13) . . ? C14 C15 P1 105.53(13) . . ? C106 N1 C104 110.14(15) . . ? C106 N1 C102 114.04(15) . . ? C104 N1 C102 113.53(16) . . ? N1 C102 C101 113.67(17) . . ? N1 C104 C103 113.13(18) . . ? N1 C106 C105 113.39(16) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.375 _refine_diff_density_min -0.303 _refine_diff_density_rms 0.058