Supplementary Material (ESI) for Perkin Transactions This journal is © The Royal Society of Chemistry data_global _journal_coden_Cambridge 207 _publ_requested_journal 'Perkin Transactions 1' loop_ _publ_author_name 'Li, Jinliang' 'Matsuura, Teruo' 'Meng, Jiben' 'Wang, Yongmei' 'Wang, Jitao' _publ_contact_author_name 'Jiben Meng' _publ_contact_author_address ; Dr Jiben Meng Department of Chemistry Nankai University Tianjin 300071 CHINA ; data_yao890 _database_code_CSD 159814 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H23 O P Se2' _chemical_formula_weight 504.30 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' 'Se' 'Se' -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinc _symmetry_space_group_name_H-M P2(1)/n (No.14) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.524(3) _cell_length_b 22.784(5) _cell_length_c 14.838(3) _cell_angle_alpha 90.00 _cell_angle_beta 112.98(3) _cell_angle_gamma 90.00 _cell_volume 4209.2(16) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 7.82 _cell_measurement_theta_max 12.30 _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.592 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2016 _exptl_absorpt_coefficient_mu 3.600 _exptl_absorpt_correction_type DIFABS _exptl_absorpt_correction_T_min 0.745 _exptl_absorpt_correction_T_max 1.284 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Enraf-Nonius Scint.' _diffrn_measurement_method 'omega and two theta scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% none _diffrn_reflns_number 5930 _diffrn_reflns_av_R_equivalents 0.0859 _diffrn_reflns_av_sigmaI/netI 10.1113 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 23.00 _reflns_number_total 5680 _reflns_number_gt 2869 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Enraf-Nonius CAD4' _computing_cell_refinement 'Enraf-Nonius CAD4' _computing_data_reduction 'Enraf-Nonius SDP-PLus' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SMART' _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 w=1/[\s^2^(Fo^2^)+(0.1211P)^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 5680 _refine_ls_number_parameters 487 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1628 _refine_ls_R_factor_gt 0.0630 _refine_ls_wR_factor_ref 0.1876 _refine_ls_wR_factor_gt 0.1643 _refine_ls_goodness_of_fit_ref 0.968 _refine_ls_restrained_S_all 0.968 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Se1 Se 0.93561(9) 0.22629(5) 0.55469(7) 0.0659(4) Uani 1 d . . . Se2 Se 0.89389(8) 0.09524(5) 0.81872(8) 0.0672(4) Uani 1 d . . . P1 P 0.75002(17) 0.24290(10) 0.75230(15) 0.0380(6) Uani 1 d . . . O1 O 0.7059(4) 0.2085(2) 0.6611(4) 0.0429(14) Uani 1 d . . . C1 C 0.8769(7) 0.2839(4) 0.6222(6) 0.048(2) Uani 1 d . . . H1A H 0.8024 0.2755 0.6062 0.080 Uiso 1 d R . . H1B H 0.8818 0.3226 0.5987 0.080 Uiso 1 d R . . C2 C 0.9590(8) 0.1591(4) 0.6398(7) 0.067(3) Uani 1 d . . . H2A H 0.9756 0.1731 0.7051 0.080 Uiso 1 d R . . H2B H 1.0204 0.1379 0.6399 0.080 Uiso 1 d R . . C3 C 0.8637(9) 0.1163(5) 0.6130(8) 0.075(3) Uani 1 d . . . H3A H 0.8524 0.0978 0.5517 0.080 Uiso 1 d R . . H3B H 0.7998 0.1377 0.6057 0.080 Uiso 1 d R . . C4 C 0.8845(9) 0.0717(5) 0.6913(8) 0.076(3) Uani 1 d . . . H4A H 0.8294 0.0423 0.6670 0.080 Uiso 1 d R . . H4B H 0.9513 0.0530 0.7000 0.080 Uiso 1 d R . . C5 C 0.7421(8) 0.1063(5) 0.7888(8) 0.065(3) Uani 1 d . . . H5A H 0.7099 0.0688 0.7888 0.080 Uiso 1 d R . . H5B H 0.7088 0.1226 0.7242 0.080 Uiso 1 d R . . C11 C 0.6829(7) 0.3131(4) 0.7336(6) 0.042(2) Uani 1 d . . . C12 C 0.5766(7) 0.3163(5) 0.6630(6) 0.053(3) Uani 1 d . . . H12A H 0.5426 0.2815 0.6282 0.080 Uiso 1 d R . . C13 C 0.5210(8) 0.3682(5) 0.6427(7) 0.059(3) Uani 1 d . . . H13A H 0.4475 0.3702 0.5972 0.080 Uiso 1 d R . . C14 C 0.5754(10) 0.4185(5) 0.6920(9) 0.079(4) Uani 1 d . . . H14A H 0.5401 0.4560 0.6759 0.080 Uiso 1 d R . . C15 C 0.6772(9) 0.4163(5) 0.7585(9) 0.074(3) Uani 1 d . . . H15A H 0.7122 0.4509 0.7934 0.080 Uiso 1 d R . . C16 C 0.7300(8) 0.3643(4) 0.7783(7) 0.060(3) Uani 1 d . . . H16A H 0.8028 0.3630 0.8254 0.080 Uiso 1 d R . . C21 C 0.8917(6) 0.2615(4) 0.7950(6) 0.036(2) Uani 1 d . . . C22 C 0.9534(7) 0.2640(5) 0.8976(6) 0.060(3) Uani 1 d . . . H22A H 0.9223 0.2506 0.9420 0.080 Uiso 1 d R . . C23 C 1.0582(7) 0.2841(5) 0.9328(6) 0.063(3) Uani 1 d . . . H23A H 1.0994 0.2850 1.0022 0.080 Uiso 1 d R . . C24 C 1.1016(7) 0.3041(5) 0.8698(7) 0.062(3) Uani 1 d . . . H24A H 1.1748 0.3173 0.8946 0.080 Uiso 1 d R . . C25 C 1.0418(7) 0.3023(5) 0.7699(6) 0.058(3) Uani 1 d . . . H25A H 1.0737 0.3157 0.7260 0.080 Uiso 1 d R . . C26 C 0.9358(7) 0.2828(4) 0.7305(6) 0.044(2) Uani 1 d . . . C31 C 0.7257(6) 0.2054(5) 0.8500(6) 0.044(2) Uani 1 d . . . C32 C 0.7079(7) 0.2417(5) 0.9193(6) 0.056(3) Uani 1 d . . . H32A H 0.7121 0.2836 0.9150 0.080 Uiso 1 d R . . C33 C 0.6832(8) 0.2156(6) 0.9945(7) 0.068(3) Uani 1 d . . . H33A H 0.6696 0.2392 1.0420 0.080 Uiso 1 d R . . C34 C 0.6780(8) 0.1554(6) 0.9983(8) 0.076(4) Uani 1 d . . . H34A H 0.6619 0.1373 1.0495 0.080 Uiso 1 d R . . C35 C 0.6968(8) 0.1216(6) 0.9319(8) 0.070(3) Uani 1 d . . . H35A H 0.6919 0.0797 0.9358 0.080 Uiso 1 d R . . C36 C 0.7223(7) 0.1448(5) 0.8574(6) 0.048(2) Uani 1 d . . . Se3 Se 0.94420(10) 0.43672(6) 0.03747(8) 0.0751(4) Uani 1 d . . . Se4 Se 0.89853(8) 0.33871(5) 0.33090(8) 0.0728(4) Uani 1 d . . . P2 P 0.73004(18) 0.47992(11) 0.21211(16) 0.0419(6) Uani 1 d . . . O2 O 0.6910(5) 0.4388(3) 0.1296(4) 0.0542(17) Uani 1 d . . . C6 C 0.8687(6) 0.4983(5) 0.0778(6) 0.057(3) Uani 1 d . . . H6A H 0.7958 0.4861 0.0616 0.080 Uiso 1 d R . . H6B H 0.8672 0.5336 0.0420 0.080 Uiso 1 d R . . C7 C 0.9688(8) 0.3796(5) 0.1419(8) 0.079(4) Uani 1 d . . . H7A H 0.9809 0.4008 0.2012 0.080 Uiso 1 d R . . H7B H 1.0333 0.3583 0.1512 0.080 Uiso 1 d R . . C8 C 0.8816(9) 0.3373(5) 0.1266(9) 0.080(3) Uani 1 d . . . H8A H 0.8736 0.3130 0.0713 0.080 Uiso 1 d R . . H8B H 0.8154 0.3580 0.1124 0.080 Uiso 1 d R . . C9 C 0.9065(10) 0.3009(5) 0.2172(9) 0.090(4) Uani 1 d . . . H9A H 0.8564 0.2689 0.2003 0.080 Uiso 1 d R . . H9B H 0.9771 0.2845 0.2356 0.080 Uiso 1 d R . . C10 C 0.7437(7) 0.3469(4) 0.2855(7) 0.063(3) Uani 1 d . . . H10A H 0.7132 0.3101 0.2930 0.080 Uiso 1 d R . . H10B H 0.7148 0.3568 0.2172 0.080 Uiso 1 d R . . C41 C 0.6581(6) 0.5482(4) 0.1809(6) 0.040(2) Uani 1 d . . . C42 C 0.7043(7) 0.6017(5) 0.2184(7) 0.055(3) Uani 1 d . . . H42A H 0.7788 0.6031 0.2615 0.080 Uiso 1 d R . . C43 C 0.6418(9) 0.6520(5) 0.1915(8) 0.072(3) Uani 1 d . . . H43A H 0.6734 0.6891 0.2184 0.080 Uiso 1 d R . . C44 C 0.5361(10) 0.6503(5) 0.1296(8) 0.069(3) Uani 1 d . . . H44A H 0.4940 0.6855 0.1108 0.080 Uiso 1 d R . . C45 C 0.4907(9) 0.5972(6) 0.0937(7) 0.069(3) Uani 1 d . . . H45A H 0.4161 0.5957 0.0510 0.080 Uiso 1 d R . . C46 C 0.5520(8) 0.5463(5) 0.1179(6) 0.061(3) Uani 1 d . . . H46A H 0.5201 0.5093 0.0913 0.080 Uiso 1 d R . . C51 C 0.8684(7) 0.5017(3) 0.2501(6) 0.038(2) Uani 1 d . . . C52 C 0.9289(7) 0.5166(4) 0.3505(6) 0.052(2) Uani 1 d . . . H52A H 0.8970 0.5109 0.3973 0.080 Uiso 1 d R . . C53 C 1.0292(7) 0.5399(5) 0.3811(6) 0.062(3) Uani 1 d . . . H53A H 1.0682 0.5486 0.4491 0.080 Uiso 1 d R . . C54 C 1.0741(7) 0.5493(4) 0.3153(7) 0.055(3) Uani 1 d . . . H54A H 1.1447 0.5662 0.3376 0.080 Uiso 1 d R . . C55 C 1.0222(7) 0.5361(4) 0.2202(7) 0.054(3) Uani 1 d . . . H55A H 1.0566 0.5434 0.1756 0.080 Uiso 1 d R . . C56 C 0.9172(6) 0.5110(4) 0.1844(6) 0.037(2) Uani 1 d . . . C61 C 0.7111(6) 0.4530(5) 0.3196(6) 0.050(3) Uani 1 d . . . C62 C 0.6849(6) 0.4904(4) 0.3775(6) 0.046(2) Uani 1 d . . . H62A H 0.6806 0.5315 0.3622 0.080 Uiso 1 d R . . C63 C 0.6640(7) 0.4707(7) 0.4583(7) 0.073(4) Uani 1 d . . . H63A H 0.6454 0.4988 0.4973 0.080 Uiso 1 d R . . C64 C 0.6680(8) 0.4122(6) 0.4790(8) 0.071(3) Uani 1 d . . . H64A H 0.6551 0.3994 0.5351 0.080 Uiso 1 d R . . C65 C 0.6920(8) 0.3756(5) 0.4206(8) 0.066(3) Uani 1 d . . . H65A H 0.6941 0.3346 0.4362 0.080 Uiso 1 d R . . C66 C 0.7147(6) 0.3919(4) 0.3397(6) 0.045(2) Uani 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 Se1 0.0736(8) 0.0840(9) 0.0521(6) -0.0053(5) 0.0376(6) -0.0063(6) Se2 0.0427(6) 0.0708(8) 0.0851(8) 0.0175(6) 0.0218(5) 0.0140(5) P1 0.0263(12) 0.0512(15) 0.0328(12) 0.0000(11) 0.0073(9) -0.0004(10) O1 0.038(3) 0.044(4) 0.039(3) -0.006(3) 0.005(3) -0.003(3) C1 0.039(5) 0.058(6) 0.050(5) 0.007(5) 0.020(4) 0.003(4) C2 0.045(6) 0.073(8) 0.078(7) -0.026(6) 0.020(5) 0.006(5) C3 0.065(7) 0.092(9) 0.076(8) -0.029(7) 0.034(6) -0.016(6) C4 0.071(8) 0.070(8) 0.089(8) -0.022(7) 0.034(6) 0.000(6) C5 0.053(6) 0.051(7) 0.086(8) 0.018(6) 0.021(6) 0.006(5) C11 0.041(5) 0.047(6) 0.047(5) 0.006(4) 0.027(4) 0.004(4) C12 0.048(6) 0.076(8) 0.040(5) 0.011(5) 0.022(5) 0.005(5) C13 0.055(7) 0.059(8) 0.073(7) 0.016(6) 0.038(5) 0.022(6) C14 0.089(10) 0.061(9) 0.112(10) 0.027(7) 0.067(8) 0.045(7) C15 0.054(7) 0.064(8) 0.111(9) -0.022(7) 0.039(7) 0.005(6) C16 0.053(6) 0.039(7) 0.087(8) -0.005(6) 0.025(5) 0.002(5) C21 0.022(4) 0.053(6) 0.031(4) 0.001(4) 0.007(4) 0.000(4) C22 0.029(5) 0.111(9) 0.036(5) 0.006(5) 0.008(4) 0.002(5) C23 0.029(6) 0.113(10) 0.032(5) 0.002(5) -0.006(4) -0.003(5) C24 0.015(5) 0.097(9) 0.067(7) -0.011(6) 0.007(5) -0.016(5) C25 0.040(6) 0.092(8) 0.046(6) -0.002(5) 0.019(5) -0.015(5) C26 0.038(5) 0.057(6) 0.036(5) 0.007(4) 0.016(4) 0.005(4) C31 0.018(4) 0.081(8) 0.034(5) 0.005(5) 0.011(4) -0.004(4) C32 0.036(6) 0.077(8) 0.052(6) -0.002(5) 0.015(5) -0.003(5) C33 0.055(7) 0.111(11) 0.042(6) 0.016(6) 0.021(5) 0.008(6) C34 0.057(7) 0.118(12) 0.064(7) 0.032(8) 0.035(6) 0.007(7) C35 0.048(6) 0.093(9) 0.076(8) 0.045(7) 0.030(6) 0.012(6) C36 0.032(5) 0.054(7) 0.054(6) 0.023(5) 0.013(4) 0.005(4) Se3 0.0930(9) 0.0866(9) 0.0641(7) -0.0161(6) 0.0506(7) -0.0131(7) Se4 0.0442(6) 0.0842(9) 0.0848(8) 0.0257(7) 0.0197(5) 0.0091(5) P2 0.0352(13) 0.0560(16) 0.0375(12) -0.0003(11) 0.0174(10) -0.0066(11) O2 0.050(4) 0.059(4) 0.056(4) -0.014(3) 0.023(3) -0.017(3) C6 0.019(5) 0.116(9) 0.041(5) 0.007(5) 0.018(4) 0.001(5) C7 0.044(7) 0.107(10) 0.085(8) -0.023(7) 0.023(6) -0.016(6) C8 0.076(8) 0.061(8) 0.111(10) -0.026(7) 0.046(7) -0.004(6) C9 0.106(10) 0.063(8) 0.120(10) 0.012(8) 0.066(8) 0.013(7) C10 0.050(6) 0.056(7) 0.078(7) 0.019(6) 0.019(5) -0.001(5) C41 0.031(5) 0.054(7) 0.038(5) 0.012(4) 0.016(4) 0.002(4) C42 0.043(6) 0.064(8) 0.064(6) -0.010(6) 0.026(5) -0.005(6) C43 0.068(8) 0.074(9) 0.080(8) 0.016(6) 0.037(6) 0.014(6) C44 0.084(9) 0.069(9) 0.072(7) 0.036(7) 0.049(7) 0.033(7) C45 0.057(7) 0.097(10) 0.056(7) 0.009(7) 0.026(5) 0.014(7) C46 0.049(7) 0.095(9) 0.044(6) 0.009(5) 0.025(5) -0.001(6) C51 0.048(5) 0.018(5) 0.045(5) 0.009(4) 0.018(4) -0.002(4) C52 0.046(6) 0.071(7) 0.033(5) 0.002(5) 0.011(4) -0.009(5) C53 0.046(6) 0.093(9) 0.036(5) 0.000(5) 0.003(5) -0.013(6) C54 0.024(5) 0.082(8) 0.056(6) -0.004(5) 0.012(5) -0.013(5) C55 0.029(5) 0.082(8) 0.060(6) -0.004(5) 0.026(5) -0.003(5) C56 0.030(5) 0.040(5) 0.043(5) -0.002(4) 0.015(4) -0.001(4) C61 0.018(5) 0.094(9) 0.037(5) 0.007(5) 0.010(4) -0.004(5) C62 0.041(5) 0.052(6) 0.048(5) 0.008(5) 0.020(4) 0.003(4) C63 0.031(6) 0.153(13) 0.040(6) -0.006(7) 0.019(4) 0.002(7) C64 0.045(7) 0.115(11) 0.057(7) 0.024(7) 0.024(5) -0.015(7) C65 0.041(6) 0.080(9) 0.070(7) 0.023(7) 0.013(5) -0.017(5) C66 0.030(5) 0.047(7) 0.054(6) 0.019(5) 0.010(4) 0.002(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 Se1 C2 1.930(11) . ? Se1 C1 1.994(9) . ? Se2 C4 1.922(11) . ? Se2 C5 1.940(10) . ? P1 O1 1.473(5) . ? P1 C11 1.806(9) . ? P1 C21 1.818(8) . ? P1 C31 1.819(8) . ? C1 C26 1.489(11) . ? C2 C3 1.540(14) . ? C3 C4 1.485(15) . ? C5 C36 1.445(13) . ? C11 C16 1.369(13) . ? C11 C12 1.411(12) . ? C12 C13 1.369(13) . ? C13 C14 1.405(15) . ? C14 C15 1.346(15) . ? C15 C16 1.356(14) . ? C21 C26 1.397(11) . ? C21 C22 1.423(11) . ? C22 C23 1.383(12) . ? C23 C24 1.362(13) . ? C24 C25 1.386(12) . ? C25 C26 1.392(12) . ? C31 C36 1.388(13) . ? C31 C32 1.412(12) . ? C32 C33 1.414(13) . ? C33 C34 1.376(16) . ? C34 C35 1.350(15) . ? C35 C36 1.386(12) . ? Se3 C7 1.950(12) . ? Se3 C6 1.961(10) . ? Se4 C9 1.935(11) . ? Se4 C10 1.943(10) . ? P2 O2 1.467(6) . ? P2 C41 1.797(9) . ? P2 C51 1.800(8) . ? P2 C61 1.818(9) . ? C6 C56 1.485(11) . ? C7 C8 1.471(14) . ? C8 C9 1.501(15) . ? C10 C66 1.447(13) . ? C41 C46 1.374(12) . ? C41 C42 1.383(12) . ? C42 C43 1.387(14) . ? C43 C44 1.365(15) . ? C44 C45 1.368(15) . ? C45 C46 1.388(15) . ? C51 C56 1.391(11) . ? C51 C52 1.432(11) . ? C52 C53 1.358(12) . ? C53 C54 1.354(12) . ? C54 C55 1.343(12) . ? C55 C56 1.426(11) . ? C61 C62 1.352(12) . ? C61 C66 1.420(13) . ? C62 C63 1.408(12) . ? C63 C64 1.364(16) . ? C64 C65 1.332(16) . ? C65 C66 1.402(13) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Se1 C1 100.9(4) . . ? C4 Se2 C5 98.8(5) . . ? O1 P1 C11 109.3(4) . . ? O1 P1 C21 116.0(3) . . ? C11 P1 C21 104.2(4) . . ? O1 P1 C31 110.4(4) . . ? C11 P1 C31 107.6(4) . . ? C21 P1 C31 109.0(4) . . ? C26 C1 Se1 112.4(6) . . ? C3 C2 Se1 115.2(7) . . ? C4 C3 C2 110.4(9) . . ? C3 C4 Se2 119.8(8) . . ? C36 C5 Se2 112.8(7) . . ? C16 C11 C12 117.5(9) . . ? C16 C11 P1 124.7(7) . . ? C12 C11 P1 117.7(7) . . ? C13 C12 C11 121.4(10) . . ? C12 C13 C14 117.3(10) . . ? C15 C14 C13 121.9(10) . . ? C14 C15 C16 119.5(11) . . ? C15 C16 C11 122.3(10) . . ? C26 C21 C22 119.3(8) . . ? C26 C21 P1 121.1(6) . . ? C22 C21 P1 118.7(6) . . ? C23 C22 C21 120.3(8) . . ? C24 C23 C22 120.3(8) . . ? C23 C24 C25 119.8(8) . . ? C24 C25 C26 122.3(8) . . ? C25 C26 C21 117.9(7) . . ? C25 C26 C1 118.5(7) . . ? C21 C26 C1 123.6(8) . . ? C36 C31 C32 120.3(8) . . ? C36 C31 P1 123.5(7) . . ? C32 C31 P1 116.2(8) . . ? C31 C32 C33 119.2(10) . . ? C34 C33 C32 119.0(11) . . ? C35 C34 C33 120.6(10) . . ? C34 C35 C36 122.8(12) . . ? C35 C36 C31 117.9(10) . . ? C35 C36 C5 120.2(10) . . ? C31 C36 C5 121.8(8) . . ? C7 Se3 C6 100.5(4) . . ? C9 Se4 C10 99.2(5) . . ? O2 P2 C41 110.9(4) . . ? O2 P2 C51 115.4(4) . . ? C41 P2 C51 103.5(4) . . ? O2 P2 C61 112.8(4) . . ? C41 P2 C61 105.7(4) . . ? C51 P2 C61 107.7(4) . . ? C56 C6 Se3 113.5(6) . . ? C8 C7 Se3 115.9(8) . . ? C7 C8 C9 109.7(10) . . ? C8 C9 Se4 117.8(8) . . ? C66 C10 Se4 111.4(7) . . ? C46 C41 C42 119.3(9) . . ? C46 C41 P2 117.7(8) . . ? C42 C41 P2 123.0(7) . . ? C41 C42 C43 118.9(9) . . ? C44 C43 C42 122.0(11) . . ? C43 C44 C45 118.7(10) . . ? C44 C45 C46 120.4(10) . . ? C41 C46 C45 120.6(11) . . ? C56 C51 C52 117.2(7) . . ? C56 C51 P2 122.8(6) . . ? C52 C51 P2 119.6(6) . . ? C53 C52 C51 122.1(8) . . ? C54 C53 C52 119.4(8) . . ? C55 C54 C53 121.6(8) . . ? C54 C55 C56 121.2(8) . . ? C51 C56 C55 118.4(8) . . ? C51 C56 C6 125.7(7) . . ? C55 C56 C6 115.9(7) . . ? C62 C61 C66 118.7(8) . . ? C62 C61 P2 120.4(8) . . ? C66 C61 P2 120.6(7) . . ? C61 C62 C63 122.0(10) . . ? C64 C63 C62 120.0(11) . . ? C65 C64 C63 117.7(10) . . ? C64 C65 C66 125.6(11) . . ? C65 C66 C61 116.0(9) . . ? C65 C66 C10 119.0(9) . . ? C61 C66 C10 124.9(8) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 Se1 C1 C26 42.2(7) . . . . ? C1 Se1 C2 C3 90.5(8) . . . . ? Se1 C2 C3 C4 -171.5(7) . . . . ? C2 C3 C4 Se2 66.0(11) . . . . ? C5 Se2 C4 C3 76.2(9) . . . . ? C4 Se2 C5 C36 -157.9(8) . . . . ? O1 P1 C11 C16 -147.5(8) . . . . ? C21 P1 C11 C16 -23.0(9) . . . . ? C31 P1 C11 C16 92.7(8) . . . . ? O1 P1 C11 C12 28.0(7) . . . . ? C21 P1 C11 C12 152.6(6) . . . . ? C31 P1 C11 C12 -91.8(7) . . . . ? C16 C11 C12 C13 -2.6(13) . . . . ? P1 C11 C12 C13 -178.4(7) . . . . ? C11 C12 C13 C14 2.6(14) . . . . ? C12 C13 C14 C15 -1.7(16) . . . . ? C13 C14 C15 C16 0.9(17) . . . . ? C14 C15 C16 C11 -0.8(17) . . . . ? C12 C11 C16 C15 1.6(14) . . . . ? P1 C11 C16 C15 177.2(8) . . . . ? O1 P1 C21 C26 45.2(8) . . . . ? C11 P1 C21 C26 -74.9(8) . . . . ? C31 P1 C21 C26 170.5(7) . . . . ? O1 P1 C21 C22 -145.7(7) . . . . ? C11 P1 C21 C22 94.1(8) . . . . ? C31 P1 C21 C22 -20.5(9) . . . . ? C26 C21 C22 C23 -3.9(14) . . . . ? P1 C21 C22 C23 -173.2(8) . . . . ? C21 C22 C23 C24 3.0(17) . . . . ? C22 C23 C24 C25 -2.4(17) . . . . ? C23 C24 C25 C26 2.7(17) . . . . ? C24 C25 C26 C21 -3.5(15) . . . . ? C24 C25 C26 C1 178.5(10) . . . . ? C22 C21 C26 C25 4.1(13) . . . . ? P1 C21 C26 C25 173.0(7) . . . . ? C22 C21 C26 C1 -178.1(9) . . . . ? P1 C21 C26 C1 -9.1(12) . . . . ? Se1 C1 C26 C25 67.8(10) . . . . ? Se1 C1 C26 C21 -110.1(8) . . . . ? O1 P1 C31 C36 32.0(8) . . . . ? C11 P1 C31 C36 151.2(7) . . . . ? C21 P1 C31 C36 -96.4(7) . . . . ? O1 P1 C31 C32 -146.8(6) . . . . ? C11 P1 C31 C32 -27.6(7) . . . . ? C21 P1 C31 C32 84.7(7) . . . . ? C36 C31 C32 C33 -2.0(12) . . . . ? P1 C31 C32 C33 176.9(7) . . . . ? C31 C32 C33 C34 0.4(14) . . . . ? C32 C33 C34 C35 0.5(16) . . . . ? C33 C34 C35 C36 0.2(17) . . . . ? C34 C35 C36 C31 -1.7(14) . . . . ? C34 C35 C36 C5 179.7(9) . . . . ? C32 C31 C36 C35 2.6(12) . . . . ? P1 C31 C36 C35 -176.2(6) . . . . ? C32 C31 C36 C5 -178.8(8) . . . . ? P1 C31 C36 C5 2.4(12) . . . . ? Se2 C5 C36 C35 -100.4(9) . . . . ? Se2 C5 C36 C31 81.1(9) . . . . ? C7 Se3 C6 C56 43.4(7) . . . . ? C6 Se3 C7 C8 87.1(9) . . . . ? Se3 C7 C8 C9 -173.7(8) . . . . ? C7 C8 C9 Se4 71.1(12) . . . . ? C10 Se4 C9 C8 71.8(10) . . . . ? C9 Se4 C10 C66 -159.4(7) . . . . ? O2 P2 C41 C46 33.0(8) . . . . ? C51 P2 C41 C46 157.3(7) . . . . ? C61 P2 C41 C46 -89.6(7) . . . . ? O2 P2 C41 C42 -147.9(7) . . . . ? C51 P2 C41 C42 -23.6(8) . . . . ? C61 P2 C41 C42 89.5(8) . . . . ? C46 C41 C42 C43 0.3(13) . . . . ? P2 C41 C42 C43 -178.8(7) . . . . ? C41 C42 C43 C44 0.3(15) . . . . ? C42 C43 C44 C45 0.5(16) . . . . ? C43 C44 C45 C46 -1.9(15) . . . . ? C42 C41 C46 C45 -1.6(13) . . . . ? P2 C41 C46 C45 177.5(7) . . . . ? C44 C45 C46 C41 2.5(14) . . . . ? O2 P2 C51 C56 37.1(8) . . . . ? C41 P2 C51 C56 -84.2(7) . . . . ? C61 P2 C51 C56 164.1(7) . . . . ? O2 P2 C51 C52 -150.1(7) . . . . ? C41 P2 C51 C52 88.6(7) . . . . ? C61 P2 C51 C52 -23.1(8) . . . . ? C56 C51 C52 C53 1.2(14) . . . . ? P2 C51 C52 C53 -172.0(8) . . . . ? C51 C52 C53 C54 -0.3(16) . . . . ? C52 C53 C54 C55 0.0(16) . . . . ? C53 C54 C55 C56 -0.5(16) . . . . ? C52 C51 C56 C55 -1.7(12) . . . . ? P2 C51 C56 C55 171.3(6) . . . . ? C52 C51 C56 C6 179.7(9) . . . . ? P2 C51 C56 C6 -7.3(12) . . . . ? C54 C55 C56 C51 1.4(14) . . . . ? C54 C55 C56 C6 -179.9(9) . . . . ? Se3 C6 C56 C51 -115.4(8) . . . . ? Se3 C6 C56 C55 66.0(10) . . . . ? O2 P2 C61 C62 -143.4(7) . . . . ? C41 P2 C61 C62 -22.1(8) . . . . ? C51 P2 C61 C62 88.0(7) . . . . ? O2 P2 C61 C66 31.3(8) . . . . ? C41 P2 C61 C66 152.6(7) . . . . ? C51 P2 C61 C66 -97.2(7) . . . . ? C66 C61 C62 C63 1.7(12) . . . . ? P2 C61 C62 C63 176.6(7) . . . . ? C61 C62 C63 C64 -1.2(14) . . . . ? C62 C63 C64 C65 0.0(15) . . . . ? C63 C64 C65 C66 0.6(16) . . . . ? C64 C65 C66 C61 -0.1(14) . . . . ? C64 C65 C66 C10 177.6(10) . . . . ? C62 C61 C66 C65 -1.0(12) . . . . ? P2 C61 C66 C65 -175.9(6) . . . . ? C62 C61 C66 C10 -178.6(8) . . . . ? P2 C61 C66 C10 6.6(12) . . . . ? Se4 C10 C66 C65 -94.8(9) . . . . ? Se4 C10 C66 C61 82.7(9) . . . . ? _diffrn_measured_fraction_theta_max 0.942 _diffrn_reflns_theta_full 23.00 _diffrn_measured_fraction_theta_full 0.942 _refine_diff_density_max 0.652 _refine_diff_density_min -0.551 _refine_diff_density_rms 0.126 data_yao894 _database_code_CSD 159815 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H30 Cl2 O8 P2 Pd Se2' _chemical_formula_weight 819.62 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' 'Se' 'Se' -0.0929 2.2259 '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 (No.2) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.655(2) _cell_length_b 15.047(3) _cell_length_c 20.023(4) _cell_angle_alpha 72.73(3) _cell_angle_beta 83.49(3) _cell_angle_gamma 80.64(3) _cell_volume 2167.9(8) _cell_formula_units_Z 3 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 8.97 _cell_measurement_theta_max 11.98 _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.883 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1212 _exptl_absorpt_coefficient_mu 3.499 _exptl_absorpt_correction_type DIFABS _exptl_absorpt_correction_T_min 0.749 _exptl_absorpt_correction_T_max 1.408 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Enraf-Nonius Scint.' _diffrn_measurement_method 'omega and two theta scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% none _diffrn_reflns_number 6040 _diffrn_reflns_av_R_equivalents 0.0854 _diffrn_reflns_av_sigmaI/netI 0.6941 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 22.97 _reflns_number_total 5836 _reflns_number_gt 4259 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Enraf-Nonius CAD4' _computing_cell_refinement 'Enraf-Nonius CAD4' _computing_data_reduction 'Enraf-Nonius SDP-Plus' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _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 w=1/[\s^2^(Fo^2^)+(0.1483P)^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 5836 _refine_ls_number_parameters 502 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0838 _refine_ls_R_factor_gt 0.0607 _refine_ls_wR_factor_ref 0.1774 _refine_ls_wR_factor_gt 0.1662 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.004 _refine_ls_shift/su_max 0.026 _refine_ls_shift/su_mean 0.004 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.0000 0.5000 0.5000 0.0279(3) Uani 1 d S . . Cl1 Cl 0.2382(2) 0.56919(15) 0.50905(11) 0.0498(5) Uani 1 d . . . Se1 Se 0.14118(9) 0.48564(5) 0.38727(4) 0.0291(2) Uani 1 d . . . P1 P 0.3944(2) 0.35588(12) 0.25133(10) 0.0318(5) Uani 1 d . . . O1 O 0.4861(6) 0.3470(3) 0.3192(2) 0.0373(12) Uani 1 d . . . O2 O 0.2166(6) 0.4236(3) 0.2505(2) 0.0378(12) Uani 1 d . . . O3 O 0.3826(7) 0.2630(4) 0.2449(3) 0.0534(15) Uani 1 d . . . O4 O 0.4935(7) 0.4235(3) 0.1889(2) 0.0403(12) Uani 1 d . . . C1 C 0.3926(10) 0.4336(6) 0.4052(4) 0.045(2) Uani 1 d . . . C2 C 0.5066(9) 0.4291(5) 0.3398(4) 0.042(2) Uani 1 d . . . C3 C 0.0674(10) 0.3753(5) 0.3697(4) 0.0367(17) Uani 1 d . . . C4 C 0.0551(10) 0.3918(6) 0.2914(4) 0.0425(19) Uani 1 d . . . C21 C 0.6722(9) 0.4093(5) 0.1655(4) 0.0333(16) Uani 1 d . . . C22 C 0.7518(11) 0.4859(6) 0.1327(4) 0.049(2) Uani 1 d . . . C23 C 0.9249(11) 0.4767(6) 0.1039(4) 0.053(2) Uani 1 d . . . C24 C 1.0231(10) 0.3896(6) 0.1079(4) 0.0442(19) Uani 1 d . . . C25 C 0.9381(12) 0.3114(6) 0.1442(5) 0.055(2) Uani 1 d . . . C26 C 0.7678(11) 0.3188(5) 0.1724(4) 0.045(2) Uani 1 d . . . C27 C 1.2088(11) 0.3796(7) 0.0768(4) 0.062(2) Uani 1 d . . . Pd2 Pd -0.30022(7) 0.16055(4) 0.50204(3) 0.0302(2) Uani 1 d . . . Cl2 Cl -0.5728(2) 0.14795(15) 0.47123(11) 0.0503(5) Uani 1 d . . . Cl3 Cl -0.0273(2) 0.17219(14) 0.53196(10) 0.0434(5) Uani 1 d . . . Se2 Se -0.44700(9) 0.17024(5) 0.61454(4) 0.0320(2) Uani 1 d . . . Se3 Se -0.17982(9) 0.15012(5) 0.38657(4) 0.0325(2) Uani 1 d . . . P2 P -0.6911(3) 0.33152(14) 0.73366(11) 0.0394(5) Uani 1 d . . . P3 P 0.0188(2) 0.01528(12) 0.24588(10) 0.0332(5) Uani 1 d . . . O5 O -0.4862(6) 0.3273(4) 0.7199(3) 0.0494(14) Uani 1 d . . . O6 O -0.7484(6) 0.2483(3) 0.7149(3) 0.0400(12) Uani 1 d . . . O7 O -0.7825(7) 0.4243(3) 0.6987(3) 0.0513(14) Uani 1 d . . . O8 O -0.7134(8) 0.3012(4) 0.8155(3) 0.0582(16) Uani 1 d . . . C5 C -0.6476(9) 0.2715(5) 0.5909(4) 0.0382(18) Uani 1 d . . . C6 C -0.7999(9) 0.2585(6) 0.6438(4) 0.0416(19) Uani 1 d . . . C7 C -0.2955(9) 0.2280(5) 0.6566(4) 0.0363(17) Uani 1 d . . . C8 C -0.3635(10) 0.2385(5) 0.7283(4) 0.044(2) Uani 1 d . . . C31 C -0.8833(10) 0.3017(5) 0.8545(4) 0.044(2) Uani 1 d . . . C32 C -0.8761(11) 0.2643(6) 0.9262(4) 0.053(2) Uani 1 d . . . C33 C -1.0336(14) 0.2655(6) 0.9675(5) 0.065(3) Uani 1 d . . . C34 C -1.1934(13) 0.3030(7) 0.9376(5) 0.067(3) Uani 1 d . . . C35 C -1.1954(11) 0.3416(7) 0.8655(5) 0.066(3) Uani 1 d . . . C36 C -1.0434(12) 0.3407(7) 0.8231(5) 0.059(2) Uani 1 d . . . C37 C -1.3627(16) 0.3081(11) 0.9857(6) 0.113(5) Uani 1 d . . . O9 O 0.1358(6) 0.0098(3) 0.3070(3) 0.0365(12) Uani 1 d . . . O10 O -0.1503(6) 0.0869(3) 0.2507(2) 0.0381(12) Uani 1 d . . . O11 O -0.0061(8) -0.0779(4) 0.2473(3) 0.0516(14) Uani 1 d . . . O12 O 0.1060(7) 0.0778(3) 0.1757(3) 0.0439(13) Uani 1 d . . . C9 C 0.0751(9) 0.0970(5) 0.3944(4) 0.0388(18) Uani 1 d . . . C10 C 0.1677(10) 0.0949(6) 0.3233(5) 0.049(2) Uani 1 d . . . C11 C -0.2715(10) 0.0405(5) 0.3742(4) 0.0413(19) Uani 1 d . . . C12 C -0.3064(10) 0.0592(6) 0.2984(4) 0.0434(19) Uani 1 d . . . C41 C 0.2824(9) 0.0516(5) 0.1514(4) 0.0369(17) Uani 1 d . . . C42 C 0.4079(12) 0.1054(5) 0.1537(4) 0.048(2) Uani 1 d . . . C43 C 0.5780(10) 0.0831(6) 0.1275(4) 0.048(2) Uani 1 d . . . C44 C 0.6247(11) 0.0083(6) 0.0969(4) 0.048(2) Uani 1 d . . . C45 C 0.4919(11) -0.0432(6) 0.0957(5) 0.053(2) Uani 1 d . . . C46 C 0.3175(10) -0.0235(5) 0.1228(4) 0.0460(19) Uani 1 d . . . C47 C 0.8121(12) -0.0151(8) 0.0699(5) 0.074(3) Uani 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 0.0280(5) 0.0291(5) 0.0298(5) -0.0125(4) -0.0048(3) -0.0030(3) Cl1 0.0388(11) 0.0700(14) 0.0571(13) -0.0388(11) 0.0059(9) -0.0220(10) Se1 0.0300(4) 0.0310(5) 0.0300(4) -0.0132(3) -0.0037(3) -0.0050(3) P1 0.0394(11) 0.0252(10) 0.0338(11) -0.0124(8) 0.0008(8) -0.0075(8) O1 0.040(3) 0.034(3) 0.037(3) -0.010(2) -0.006(2) -0.001(2) O2 0.039(3) 0.039(3) 0.035(3) -0.010(2) -0.001(2) -0.005(2) O3 0.061(4) 0.042(3) 0.068(4) -0.031(3) -0.004(3) -0.011(3) O4 0.050(3) 0.028(3) 0.037(3) -0.002(2) 0.003(2) -0.004(2) C1 0.048(5) 0.057(5) 0.035(4) -0.015(4) -0.016(4) -0.007(4) C2 0.028(4) 0.047(5) 0.067(6) -0.038(4) -0.002(4) -0.007(3) C3 0.042(4) 0.043(4) 0.035(4) -0.023(4) 0.001(3) -0.017(3) C4 0.036(4) 0.052(5) 0.053(5) -0.032(4) -0.008(4) -0.007(4) C21 0.043(4) 0.026(4) 0.030(4) -0.005(3) -0.001(3) -0.008(3) C22 0.049(5) 0.044(5) 0.055(5) -0.016(4) 0.002(4) -0.005(4) C23 0.053(5) 0.046(5) 0.058(5) -0.009(4) 0.001(4) -0.016(4) C24 0.049(5) 0.058(5) 0.027(4) -0.016(4) -0.001(4) -0.005(4) C25 0.052(5) 0.054(5) 0.049(5) -0.007(4) -0.004(4) 0.009(4) C26 0.046(5) 0.034(4) 0.047(5) -0.008(4) 0.012(4) 0.000(4) C27 0.039(5) 0.089(7) 0.048(5) -0.008(5) -0.004(4) 0.000(4) Pd2 0.0244(3) 0.0332(4) 0.0349(4) -0.0131(3) -0.0021(2) -0.0023(2) Cl2 0.0277(10) 0.0722(14) 0.0619(14) -0.0354(11) -0.0037(9) -0.0075(9) Cl3 0.0291(9) 0.0616(12) 0.0468(11) -0.0255(10) -0.0032(8) -0.0070(8) Se2 0.0304(4) 0.0310(4) 0.0342(5) -0.0098(3) -0.0018(3) -0.0020(3) Se3 0.0291(4) 0.0339(4) 0.0363(5) -0.0129(3) -0.0005(3) -0.0047(3) P2 0.0395(11) 0.0366(11) 0.0480(13) -0.0216(9) 0.0048(9) -0.0092(9) P3 0.0371(11) 0.0277(10) 0.0358(11) -0.0105(8) -0.0036(8) -0.0036(8) O5 0.036(3) 0.044(3) 0.074(4) -0.026(3) 0.006(3) -0.009(2) O6 0.042(3) 0.037(3) 0.042(3) -0.011(2) 0.001(2) -0.011(2) O7 0.051(3) 0.037(3) 0.064(4) -0.013(3) 0.000(3) -0.006(2) O8 0.058(4) 0.069(4) 0.058(4) -0.038(3) -0.017(3) 0.009(3) C5 0.032(4) 0.041(4) 0.036(4) -0.007(3) -0.010(3) 0.010(3) C6 0.027(4) 0.056(5) 0.048(5) -0.026(4) 0.003(3) -0.003(3) C7 0.031(4) 0.045(4) 0.036(4) -0.016(3) -0.005(3) -0.006(3) C8 0.034(4) 0.049(5) 0.054(5) -0.024(4) -0.012(4) 0.006(4) C31 0.044(5) 0.044(5) 0.054(5) -0.029(4) 0.001(4) -0.008(4) C32 0.057(5) 0.060(5) 0.040(5) -0.015(4) -0.001(4) -0.004(4) C33 0.077(7) 0.060(6) 0.053(6) -0.004(5) -0.002(5) -0.015(5) C34 0.061(6) 0.075(7) 0.059(6) -0.007(5) 0.002(5) -0.021(5) C35 0.042(5) 0.099(8) 0.055(6) -0.025(5) 0.013(4) -0.007(5) C36 0.062(6) 0.068(6) 0.045(5) -0.018(5) -0.005(4) -0.002(5) C37 0.073(8) 0.156(12) 0.090(9) -0.013(8) 0.044(7) -0.032(8) O9 0.040(3) 0.028(3) 0.042(3) -0.010(2) -0.008(2) -0.004(2) O10 0.036(3) 0.039(3) 0.035(3) -0.006(2) -0.003(2) -0.004(2) O11 0.066(4) 0.040(3) 0.054(4) -0.016(3) -0.007(3) -0.017(3) O12 0.046(3) 0.035(3) 0.044(3) -0.007(2) 0.003(2) 0.000(2) C9 0.022(4) 0.053(5) 0.052(5) -0.031(4) -0.001(3) -0.004(3) C10 0.045(5) 0.052(5) 0.066(6) -0.037(5) 0.000(4) -0.017(4) C11 0.039(4) 0.050(5) 0.042(5) -0.019(4) -0.004(4) -0.017(4) C12 0.041(4) 0.053(5) 0.042(5) -0.020(4) -0.006(4) -0.007(4) C41 0.036(4) 0.037(4) 0.032(4) -0.003(3) -0.001(3) -0.002(3) C42 0.069(6) 0.043(5) 0.037(5) -0.010(4) -0.008(4) -0.019(4) C43 0.038(5) 0.057(5) 0.052(5) -0.017(4) -0.003(4) -0.008(4) C44 0.046(5) 0.054(5) 0.046(5) -0.017(4) -0.003(4) -0.008(4) C45 0.056(5) 0.046(5) 0.060(6) -0.022(4) 0.005(4) -0.006(4) C46 0.045(5) 0.047(5) 0.053(5) -0.027(4) 0.001(4) -0.005(4) C47 0.045(5) 0.103(8) 0.082(7) -0.042(6) 0.012(5) -0.012(5) _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 2.2904(19) 2_566 ? Pd1 Cl1 2.2904(19) . ? Pd1 Se1 2.4434(9) . ? Pd1 Se1 2.4434(9) 2_566 ? Se1 C3 1.974(7) . ? Se1 C1 1.986(8) . ? P1 O3 1.460(5) . ? P1 O1 1.562(5) . ? P1 O2 1.560(5) . ? P1 O4 1.566(5) . ? O1 C2 1.450(8) . ? O2 C4 1.469(9) . ? O4 C21 1.398(9) . ? C1 C2 1.501(11) . ? C3 C4 1.525(10) . ? C21 C22 1.350(11) . ? C21 C26 1.412(10) . ? C22 C23 1.387(11) . ? C23 C24 1.386(11) . ? C24 C25 1.404(12) . ? C24 C27 1.488(11) . ? C25 C26 1.362(11) . ? Pd2 Cl3 2.2843(19) . ? Pd2 Cl2 2.2933(19) . ? Pd2 Se3 2.4300(10) . ? Pd2 Se2 2.4342(11) . ? Se2 C7 1.948(7) . ? Se2 C5 1.970(7) . ? Se3 C11 1.983(7) . ? Se3 C9 1.990(7) . ? P2 O7 1.464(5) . ? P2 O6 1.548(5) . ? P2 O5 1.555(5) . ? P2 O8 1.563(6) . ? P3 O11 1.437(5) . ? P3 O10 1.557(5) . ? P3 O9 1.571(5) . ? P3 O12 1.585(5) . ? O5 C8 1.480(9) . ? O6 C6 1.478(9) . ? O8 C31 1.439(10) . ? C5 C6 1.480(11) . ? C7 C8 1.514(11) . ? C31 C36 1.402(12) . ? C31 C32 1.381(11) . ? C32 C33 1.383(13) . ? C33 C34 1.384(13) . ? C34 C35 1.389(13) . ? C34 C37 1.531(14) . ? C35 C36 1.361(12) . ? O9 C10 1.475(9) . ? O10 C12 1.477(9) . ? O12 C41 1.417(9) . ? C9 C10 1.522(11) . ? C11 C12 1.506(10) . ? C41 C42 1.366(11) . ? C41 C46 1.389(10) . ? C42 C43 1.374(11) . ? C43 C44 1.414(11) . ? C44 C45 1.382(12) . ? C44 C47 1.499(11) . ? C45 C46 1.402(11) . ? 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_566 . ? Cl1 Pd1 Se1 93.09(6) 2_566 . ? Cl1 Pd1 Se1 86.91(6) . . ? Cl1 Pd1 Se1 86.91(6) 2_566 2_566 ? Cl1 Pd1 Se1 93.09(6) . 2_566 ? Se1 Pd1 Se1 180.0 . 2_566 ? C3 Se1 C1 98.1(3) . . ? C3 Se1 Pd1 108.2(2) . . ? C1 Se1 Pd1 105.4(2) . . ? O3 P1 O1 110.4(3) . . ? O3 P1 O2 116.5(3) . . ? O1 P1 O2 108.4(3) . . ? O3 P1 O4 116.9(3) . . ? O1 P1 O4 107.2(3) . . ? O2 P1 O4 96.3(3) . . ? C2 O1 P1 121.5(4) . . ? C4 O2 P1 121.8(4) . . ? C21 O4 P1 126.7(4) . . ? C2 C1 Se1 113.3(5) . . ? O1 C2 C1 111.1(6) . . ? C4 C3 Se1 110.3(5) . . ? O2 C4 C3 111.9(5) . . ? C22 C21 O4 117.7(6) . . ? C22 C21 C26 119.7(7) . . ? O4 C21 C26 122.5(6) . . ? C21 C22 C23 120.6(7) . . ? C24 C23 C22 122.0(7) . . ? C23 C24 C25 115.9(7) . . ? C23 C24 C27 122.0(8) . . ? C25 C24 C27 122.0(8) . . ? C26 C25 C24 123.1(7) . . ? C25 C26 C21 118.7(7) . . ? Cl3 Pd2 Cl2 179.40(6) . . ? Cl3 Pd2 Se3 91.52(6) . . ? Cl2 Pd2 Se3 87.95(6) . . ? Cl3 Pd2 Se2 93.65(6) . . ? Cl2 Pd2 Se2 86.87(6) . . ? Se3 Pd2 Se2 174.83(3) . . ? C7 Se2 C5 101.1(3) . . ? C7 Se2 Pd2 107.1(2) . . ? C5 Se2 Pd2 104.9(2) . . ? C11 Se3 C9 98.9(3) . . ? C11 Se3 Pd2 105.1(2) . . ? C9 Se3 Pd2 107.3(2) . . ? O7 P2 O6 115.2(3) . . ? O7 P2 O5 111.5(3) . . ? O6 P2 O5 108.5(3) . . ? O7 P2 O8 115.8(3) . . ? O6 P2 O8 102.7(3) . . ? O5 P2 O8 101.9(3) . . ? O11 P3 O10 117.6(3) . . ? O11 P3 O9 109.5(3) . . ? O10 P3 O9 107.5(3) . . ? O11 P3 O12 117.2(3) . . ? O10 P3 O12 96.4(3) . . ? O9 P3 O12 107.4(3) . . ? C8 O5 P2 123.4(5) . . ? C6 O6 P2 121.2(4) . . ? C31 O8 P2 123.4(5) . . ? C6 C5 Se2 112.9(5) . . ? O6 C6 C5 112.2(6) . . ? C8 C7 Se2 115.0(5) . . ? O5 C8 C7 109.4(6) . . ? C36 C31 C32 122.2(8) . . ? C36 C31 O8 123.0(7) . . ? C32 C31 O8 114.7(7) . . ? C33 C32 C31 118.1(8) . . ? C32 C33 C34 120.8(9) . . ? C35 C34 C33 119.6(9) . . ? C35 C34 C37 121.4(10) . . ? C33 C34 C37 118.8(10) . . ? C36 C35 C34 121.3(9) . . ? C31 C36 C35 118.0(8) . . ? C10 O9 P3 121.8(5) . . ? C12 O10 P3 121.7(4) . . ? C41 O12 P3 121.0(4) . . ? C10 C9 Se3 111.7(5) . . ? O9 C10 C9 109.4(6) . . ? C12 C11 Se3 109.4(5) . . ? O10 C12 C11 112.2(6) . . ? C42 C41 C46 123.2(7) . . ? C42 C41 O12 117.9(7) . . ? C46 C41 O12 118.8(6) . . ? C43 C42 C41 118.4(7) . . ? C42 C43 C44 122.0(7) . . ? C45 C44 C43 116.9(7) . . ? C45 C44 C47 122.4(7) . . ? C43 C44 C47 120.7(7) . . ? C46 C45 C44 122.7(7) . . ? C41 C46 C45 116.7(7) . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 22.97 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 1.590 _refine_diff_density_min -1.248 _refine_diff_density_rms 0.183 data_yao972 _database_code_CSD 159816 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H29 O P Se2' _chemical_formula_weight 546.38 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' 'Se' 'Se' -0.0929 2.2259 '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 (No.2) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.294(2) _cell_length_b 8.305(2) _cell_length_c 18.438(4) _cell_angle_alpha 100.38(3) _cell_angle_beta 96.14(3) _cell_angle_gamma 102.78(3) _cell_volume 1204.0(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 7.81 _cell_measurement_theta_max 12.28 _exptl_crystal_description ? _exptl_crystal_colour light yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.507 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 552 _exptl_absorpt_coefficient_mu 3.153 _exptl_absorpt_correction_type DIFABS _exptl_absorpt_correction_T_min 0.911 _exptl_absorpt_correction_T_max 1.170 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Enraf-Nonius Scint.' _diffrn_measurement_method 'omega and two theta scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% none _diffrn_reflns_number 4156 _diffrn_reflns_av_R_equivalents 0.0452 _diffrn_reflns_av_sigmaI/netI 2.3840 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 24.97 _reflns_number_total 4015 _reflns_number_gt 2589 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Enraf-Nonius CAD4' _computing_cell_refinement 'Enraf-Nonius CAD4' _computing_data_reduction 'Enraf-Nonius SDP-Plus' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SMART' _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 w=1/[\s^2^(Fo^2^)+(0.1300P)^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 4015 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1133 _refine_ls_R_factor_gt 0.0627 _refine_ls_wR_factor_ref 0.1913 _refine_ls_wR_factor_gt 0.1742 _refine_ls_goodness_of_fit_ref 1.121 _refine_ls_restrained_S_all 1.121 _refine_ls_shift/su_max 0.031 _refine_ls_shift/su_mean 0.002 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Se1 Se 0.17599(8) 1.41967(9) 0.95037(4) 0.0753(3) Uani 1 d . . . Se2 Se 0.28068(9) 0.75490(9) 0.65884(5) 0.0836(3) Uani 1 d . . . P1 P -0.06427(13) 1.14926(14) 0.70388(7) 0.0366(3) Uani 1 d . . . O1 O 0.1102(4) 1.2588(4) 0.7172(2) 0.0474(8) Uani 1 d . . . C1 C -0.0245(7) 1.3369(7) 0.8743(3) 0.0583(13) Uani 1 d . . . H1A H 0.0085 1.3724 0.8302 0.080 Uiso 1 d R . . H1B H -0.1127 1.3884 0.8880 0.080 Uiso 1 d R . . C2 C 0.3486(8) 1.3766(10) 0.8918(4) 0.0766(18) Uani 1 d . . . H2A H 0.4210 1.4843 0.8920 0.080 Uiso 1 d R . . H2B H 0.2940 1.3293 0.8414 0.080 Uiso 1 d R . . C3 C 0.4499(9) 1.2579(13) 0.9177(5) 0.103(3) Uani 1 d . . . H3A H 0.5038 1.3071 0.9680 0.080 Uiso 1 d R . . H3B H 0.5364 1.2620 0.8869 0.080 Uiso 1 d R . . C4 C 0.3700(13) 1.0736(15) 0.9110(6) 0.123(4) Uani 1 d . . . H4A H 0.2791 1.0615 0.9393 0.080 Uiso 1 d R . . H4B H 0.4510 1.0188 0.9298 0.080 Uiso 1 d R . . C5 C 0.3163(9) 0.9924(12) 0.8326(6) 0.104(3) Uani 1 d . . . H5A H 0.3975 1.0406 0.8042 0.080 Uiso 1 d R . . H5B H 0.2142 1.0232 0.8188 0.080 Uiso 1 d R . . C6 C 0.2725(12) 0.7935(11) 0.8201(5) 0.103(3) Uani 1 d . . . H6A H 0.2122 0.7451 0.8558 0.080 Uiso 1 d R . . H6B H 0.3771 0.7618 0.8214 0.080 Uiso 1 d R . . C7 C 0.1821(9) 0.7120(10) 0.7429(6) 0.095(3) Uani 1 d . . . H7A H 0.1376 0.5927 0.7373 0.080 Uiso 1 d R . . H7B H 0.0883 0.7621 0.7421 0.080 Uiso 1 d R . . C8 C 0.1959(6) 0.9444(7) 0.6373(4) 0.0592(14) Uani 1 d . . . H8A H 0.2738 1.0156 0.6145 0.080 Uiso 1 d R . . H8B H 0.1888 1.0076 0.6853 0.080 Uiso 1 d R . . C11 C -0.2143(5) 1.2683(6) 0.6867(3) 0.0404(10) Uani 1 d . . . C12 C -0.3694(6) 1.2456(7) 0.7131(3) 0.0535(13) Uani 1 d . . . H12A H -0.4018 1.1550 0.7385 0.080 Uiso 1 d R . . C13 C -0.4781(6) 1.3403(8) 0.6966(4) 0.0672(17) Uani 1 d . . . H13A H -0.5737 1.3358 0.7220 0.080 Uiso 1 d R . . C14 C -0.4358(7) 1.4604(7) 0.6541(4) 0.0664(17) Uani 1 d . . . H14A H -0.5114 1.5289 0.6442 0.080 Uiso 1 d R . . C15 C -0.2867(7) 1.4826(7) 0.6269(4) 0.0636(15) Uani 1 d . . . H15A H -0.2620 1.5637 0.5960 0.080 Uiso 1 d R . . C16 C -0.1776(6) 1.3895(7) 0.6439(3) 0.0551(13) Uani 1 d . . . H16A H -0.0786 1.3964 0.6208 0.080 Uiso 1 d R . . C21 C -0.1200(5) 1.0552(6) 0.7820(3) 0.0423(11) Uani 1 d . . . C22 C -0.1912(6) 0.8795(7) 0.7680(3) 0.0524(13) Uani 1 d . . . H22A H -0.2136 0.8154 0.7177 0.080 Uiso 1 d R . . C23 C -0.2270(8) 0.7997(8) 0.8264(4) 0.0730(18) Uani 1 d . . . H23A H -0.2779 0.6807 0.8157 0.080 Uiso 1 d R . . C24 C -0.1967(10) 0.8919(11) 0.8972(4) 0.091(3) Uani 1 d . . . H24A H -0.2147 0.8302 0.9362 0.080 Uiso 1 d R . . C25 C -0.1318(8) 1.0680(10) 0.9129(4) 0.078(2) Uani 1 d . . . H25A H -0.1171 1.1320 0.9631 0.080 Uiso 1 d R . . C26 C -0.0902(6) 1.1481(7) 0.8543(3) 0.0532(13) Uani 1 d . . . C31 C -0.1045(5) 0.9805(6) 0.6221(3) 0.0405(10) Uani 1 d . . . C32 C -0.2647(6) 0.9333(7) 0.5791(3) 0.0550(13) Uani 1 d . . . H32A H -0.3518 0.9821 0.5965 0.080 Uiso 1 d R . . C33 C -0.2990(8) 0.8141(8) 0.5122(3) 0.0614(15) Uani 1 d . . . H33A H -0.4111 0.7854 0.4857 0.080 Uiso 1 d R . . C34 C -0.1774(8) 0.7459(8) 0.4867(4) 0.0669(16) Uani 1 d . . . H34A H -0.2011 0.6686 0.4392 0.080 Uiso 1 d R . . C35 C -0.0209(7) 0.7864(8) 0.5292(3) 0.0609(14) Uani 1 d . . . H35A H 0.0648 0.7342 0.5127 0.080 Uiso 1 d R . . C36 C 0.0207(6) 0.9035(6) 0.5970(3) 0.0453(11) Uani 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 Se1 0.0661(5) 0.0797(5) 0.0643(4) 0.0006(3) 0.0011(3) 0.0007(3) Se2 0.0810(5) 0.0744(5) 0.1110(6) 0.0251(4) 0.0087(4) 0.0497(4) P1 0.0248(5) 0.0354(6) 0.0518(6) 0.0202(5) 0.0042(4) 0.0038(4) O1 0.0225(15) 0.0497(19) 0.070(2) 0.0239(17) 0.0052(14) 0.0008(14) C1 0.057(3) 0.061(3) 0.054(3) 0.013(3) 0.005(2) 0.010(3) C2 0.063(4) 0.083(5) 0.075(4) 0.012(4) 0.012(3) 0.001(3) C3 0.062(4) 0.134(8) 0.092(5) 0.006(6) -0.001(4) 0.004(5) C4 0.106(7) 0.157(10) 0.116(8) 0.070(8) 0.007(6) 0.023(7) C5 0.061(4) 0.128(7) 0.129(7) 0.075(7) 0.001(4) 0.002(5) C6 0.101(6) 0.078(5) 0.126(7) 0.039(5) 0.012(5) 0.002(5) C7 0.066(4) 0.065(4) 0.151(8) 0.039(5) -0.014(5) 0.010(3) C8 0.046(3) 0.053(3) 0.082(4) 0.023(3) 0.004(3) 0.013(2) C11 0.025(2) 0.041(2) 0.057(2) 0.022(2) 0.0038(18) 0.0037(18) C12 0.033(3) 0.052(3) 0.077(3) 0.023(3) 0.015(2) 0.005(2) C13 0.028(3) 0.071(4) 0.098(4) 0.007(4) 0.005(3) 0.013(2) C14 0.049(3) 0.049(3) 0.102(5) 0.019(3) -0.013(3) 0.024(3) C15 0.063(4) 0.050(3) 0.084(4) 0.030(3) 0.004(3) 0.017(3) C16 0.044(3) 0.052(3) 0.073(3) 0.033(3) 0.008(2) 0.003(2) C21 0.028(2) 0.046(3) 0.054(3) 0.024(2) 0.0062(19) 0.0020(19) C22 0.050(3) 0.044(3) 0.063(3) 0.030(3) 0.003(2) 0.000(2) C23 0.071(4) 0.056(3) 0.092(5) 0.041(4) 0.010(3) -0.004(3) C24 0.082(5) 0.113(6) 0.072(4) 0.060(5) 0.010(3) -0.024(4) C25 0.068(4) 0.095(5) 0.063(3) 0.032(4) 0.007(3) -0.006(4) C26 0.038(3) 0.065(3) 0.056(3) 0.026(3) 0.003(2) 0.002(2) C31 0.034(2) 0.037(2) 0.051(2) 0.021(2) 0.0027(19) 0.0035(19) C32 0.040(3) 0.059(3) 0.066(3) 0.023(3) 0.000(2) 0.007(2) C33 0.057(3) 0.054(3) 0.067(3) 0.017(3) -0.007(3) 0.003(3) C34 0.068(4) 0.061(4) 0.066(3) 0.013(3) 0.008(3) 0.006(3) C35 0.063(3) 0.061(3) 0.062(3) 0.021(3) 0.018(3) 0.013(3) C36 0.041(2) 0.038(2) 0.065(3) 0.024(2) 0.012(2) 0.012(2) _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 Se1 C2 1.939(7) . ? Se1 C1 1.962(5) . ? Se2 C7 1.882(10) . ? Se2 C8 1.945(6) . ? P1 O1 1.498(3) . ? P1 C11 1.789(5) . ? P1 C31 1.809(5) . ? P1 C21 1.813(5) . ? C1 C26 1.504(8) . ? C2 C3 1.535(12) . ? C3 C4 1.504(13) . ? C4 C5 1.455(14) . ? C5 C6 1.579(13) . ? C6 C7 1.499(13) . ? C8 C36 1.496(7) . ? C11 C16 1.390(7) . ? C11 C12 1.409(7) . ? C12 C13 1.367(8) . ? C13 C14 1.384(9) . ? C14 C15 1.371(9) . ? C15 C16 1.360(8) . ? C21 C26 1.382(7) . ? C21 C22 1.413(7) . ? C22 C23 1.387(8) . ? C23 C24 1.356(11) . ? C24 C25 1.406(11) . ? C25 C26 1.402(8) . ? C31 C32 1.407(7) . ? C31 C36 1.412(7) . ? C32 C33 1.394(9) . ? C33 C34 1.348(10) . ? C34 C35 1.381(9) . ? C35 C36 1.395(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Se1 C1 101.1(3) . . ? C7 Se2 C8 101.9(3) . . ? O1 P1 C11 110.9(2) . . ? O1 P1 C31 113.1(2) . . ? C11 P1 C31 104.9(2) . . ? O1 P1 C21 113.8(2) . . ? C11 P1 C21 106.0(2) . . ? C31 P1 C21 107.7(2) . . ? C26 C1 Se1 115.1(4) . . ? C3 C2 Se1 115.5(5) . . ? C4 C3 C2 120.9(7) . . ? C5 C4 C3 109.6(8) . . ? C4 C5 C6 112.2(7) . . ? C7 C6 C5 111.4(7) . . ? C6 C7 Se2 120.6(6) . . ? C36 C8 Se2 116.6(4) . . ? C16 C11 C12 117.6(5) . . ? C16 C11 P1 118.3(4) . . ? C12 C11 P1 124.1(4) . . ? C13 C12 C11 120.4(5) . . ? C12 C13 C14 120.0(5) . . ? C15 C14 C13 120.5(5) . . ? C16 C15 C14 119.6(5) . . ? C15 C16 C11 121.9(5) . . ? C26 C21 C22 119.3(4) . . ? C26 C21 P1 122.4(4) . . ? C22 C21 P1 118.3(4) . . ? C23 C22 C21 120.5(6) . . ? C24 C23 C22 119.6(6) . . ? C23 C24 C25 121.4(6) . . ? C26 C25 C24 119.0(7) . . ? C21 C26 C25 120.0(5) . . ? C21 C26 C1 123.3(5) . . ? C25 C26 C1 116.6(6) . . ? C32 C31 C36 118.9(5) . . ? C32 C31 P1 118.1(4) . . ? C36 C31 P1 122.8(4) . . ? C33 C32 C31 120.7(5) . . ? C34 C33 C32 120.3(5) . . ? C33 C34 C35 119.9(6) . . ? C34 C35 C36 122.5(6) . . ? C35 C36 C31 117.7(5) . . ? C35 C36 C8 118.4(5) . . ? C31 C36 C8 123.9(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 C2 Se1 C1 C26 78.1(5) . . . . ? C1 Se1 C2 C3 -120.4(5) . . . . ? Se1 C2 C3 C4 68.0(10) . . . . ? C2 C3 C4 C5 63.6(12) . . . . ? C3 C4 C5 C6 166.0(8) . . . . ? C4 C5 C6 C7 167.3(9) . . . . ? C5 C6 C7 Se2 58.6(11) . . . . ? C8 Se2 C7 C6 -92.2(7) . . . . ? C7 Se2 C8 C36 -79.1(5) . . . . ? O1 P1 C11 C16 39.0(5) . . . . ? C31 P1 C11 C16 -83.3(4) . . . . ? C21 P1 C11 C16 162.9(4) . . . . ? O1 P1 C11 C12 -141.9(4) . . . . ? C31 P1 C11 C12 95.7(5) . . . . ? C21 P1 C11 C12 -18.0(5) . . . . ? C16 C11 C12 C13 0.0(8) . . . . ? P1 C11 C12 C13 -179.1(5) . . . . ? C11 C12 C13 C14 -0.4(9) . . . . ? C12 C13 C14 C15 1.5(10) . . . . ? C13 C14 C15 C16 -2.1(10) . . . . ? C14 C15 C16 C11 1.7(10) . . . . ? C12 C11 C16 C15 -0.6(9) . . . . ? P1 C11 C16 C15 178.5(5) . . . . ? O1 P1 C21 C26 47.9(5) . . . . ? C11 P1 C21 C26 -74.1(4) . . . . ? C31 P1 C21 C26 174.1(4) . . . . ? O1 P1 C21 C22 -129.9(4) . . . . ? C11 P1 C21 C22 108.0(4) . . . . ? C31 P1 C21 C22 -3.8(5) . . . . ? C26 C21 C22 C23 -1.7(8) . . . . ? P1 C21 C22 C23 176.2(5) . . . . ? C21 C22 C23 C24 1.4(10) . . . . ? C22 C23 C24 C25 1.0(12) . . . . ? C23 C24 C25 C26 -3.2(12) . . . . ? C22 C21 C26 C25 -0.5(8) . . . . ? P1 C21 C26 C25 -178.3(5) . . . . ? C22 C21 C26 C1 -176.3(5) . . . . ? P1 C21 C26 C1 5.9(7) . . . . ? C24 C25 C26 C21 2.9(10) . . . . ? C24 C25 C26 C1 178.9(7) . . . . ? Se1 C1 C26 C21 -126.6(5) . . . . ? Se1 C1 C26 C25 57.5(7) . . . . ? O1 P1 C31 C32 -144.2(4) . . . . ? C11 P1 C31 C32 -23.3(4) . . . . ? C21 P1 C31 C32 89.2(4) . . . . ? O1 P1 C31 C36 31.1(4) . . . . ? C11 P1 C31 C36 152.0(4) . . . . ? C21 P1 C31 C36 -95.4(4) . . . . ? C36 C31 C32 C33 -0.9(7) . . . . ? P1 C31 C32 C33 174.6(4) . . . . ? C31 C32 C33 C34 -1.9(9) . . . . ? C32 C33 C34 C35 4.0(9) . . . . ? C33 C34 C35 C36 -3.4(9) . . . . ? C34 C35 C36 C31 0.6(8) . . . . ? C34 C35 C36 C8 -177.3(5) . . . . ? C32 C31 C36 C35 1.5(7) . . . . ? P1 C31 C36 C35 -173.8(4) . . . . ? C32 C31 C36 C8 179.3(5) . . . . ? P1 C31 C36 C8 4.0(6) . . . . ? Se2 C8 C36 C35 -55.0(6) . . . . ? Se2 C8 C36 C31 127.3(5) . . . . ? _diffrn_measured_fraction_theta_max 0.953 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 0.953 _refine_diff_density_max 0.780 _refine_diff_density_min -0.777 _refine_diff_density_rms 0.109