data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Paul Ragogna' _publ_contact_author_email PRAGOGNA@UWO.CA _publ_section_title ; Diazabutadiene complexes of selenium as Se2+ transfer reagents ; loop_ _publ_author_name 'Paul Ragogna' 'Talyor L. Battista' 'Jason L. Dutton' 'Michael J. Sgro' # Attachment 'compiled.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 738651' #TrackingRef 'compiled.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H24 F6 N2 O6 S2 Se' _chemical_formula_weight 597.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S .1246 .1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 20.755(4) _cell_length_b 20.753(4) _cell_length_c 22.493(5) _cell_angle_alpha 90.00 _cell_angle_beta 102.06(3) _cell_angle_gamma 90.00 _cell_volume 9474(3) _cell_formula_units_Z 16 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 33812 _cell_measurement_theta_min 2.04 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.675 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4832 _exptl_absorpt_coefficient_mu 1.843 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6078 _exptl_absorpt_correction_T_max 0.7094 _exptl_absorpt_process_details 'DENZO-SMN (Otwinowski & Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa-CCD' _diffrn_measurement_method '\f scans, and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20705 _diffrn_reflns_av_R_equivalents 0.0655 _diffrn_reflns_av_sigmaI/netI 0.0962 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 27.48 _reflns_number_total 10832 _reflns_number_gt 6115 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1997-2001)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 2001)' _computing_publication_material SHELXTL/PC _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^)+(0.0737P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10832 _refine_ls_number_parameters 596 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1213 _refine_ls_R_factor_gt 0.0551 _refine_ls_wR_factor_ref 0.1461 _refine_ls_wR_factor_gt 0.1211 _refine_ls_goodness_of_fit_ref 0.976 _refine_ls_restrained_S_all 0.976 _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 Se1 Se 0.0000 0.66220(3) 0.2500 0.02720(16) Uani 1 2 d S . . S21 S 0.05553(6) 0.80984(5) 0.15983(5) 0.0357(3) Uani 1 1 d . . . F10 F 0.08271(16) 0.75557(15) 0.06383(13) 0.0648(9) Uani 1 1 d . . . N10 N 0.02718(15) 0.59668(15) 0.20595(14) 0.0245(8) Uani 1 1 d . . . C60 C 0.0744(2) 0.5782(2) 0.0505(2) 0.0421(12) Uani 1 1 d . . . H60A H 0.0578 0.5491 0.0157 0.050 Uiso 1 1 calc R . . H60B H 0.0677 0.6232 0.0357 0.050 Uiso 1 1 calc R . . F11 F 0.0413(2) 0.84940(15) 0.04862(13) 0.0853(12) Uani 1 1 d . . . C58 C 0.0634(2) 0.60750(19) 0.15527(18) 0.0284(10) Uani 1 1 d . . . H58A H 0.0582 0.6538 0.1430 0.034 Uiso 1 1 calc R . . C59 C 0.0350(2) 0.5668(2) 0.10015(19) 0.0365(11) Uani 1 1 d . . . H59A H -0.0118 0.5784 0.0846 0.044 Uiso 1 1 calc R . . H59B H 0.0370 0.5207 0.1116 0.044 Uiso 1 1 calc R . . C51 C 0.0395(3) 0.7959(2) 0.0788(2) 0.0452(12) Uani 1 1 d . . . C61 C 0.1472(2) 0.5662(2) 0.0740(2) 0.0458(13) Uani 1 1 d . . . H61A H 0.1543 0.5200 0.0844 0.055 Uiso 1 1 calc R . . H61B H 0.1714 0.5765 0.0416 0.055 Uiso 1 1 calc R . . C63 C 0.1362(2) 0.5946(2) 0.1797(2) 0.0378(11) Uani 1 1 d . . . H63A H 0.1425 0.5495 0.1940 0.045 Uiso 1 1 calc R . . H63B H 0.1530 0.6235 0.2145 0.045 Uiso 1 1 calc R . . C62 C 0.1740(2) 0.6065(2) 0.1293(2) 0.0470(13) Uani 1 1 d . . . H62A H 0.1708 0.6527 0.1180 0.056 Uiso 1 1 calc R . . H62B H 0.2211 0.5960 0.1445 0.056 Uiso 1 1 calc R . . Se2 Se 0.0000 0.21661(3) 0.2500 0.02902(17) Uani 1 2 d S . . S11 S 0.09277(6) 0.07069(5) 0.34406(5) 0.0325(3) Uani 1 1 d . . . S10 S 0.39275(5) -0.12718(5) 0.34444(5) 0.0338(3) Uani 1 1 d . . . Se3 Se 0.22268(2) -0.052673(19) 0.250799(19) 0.02807(13) Uani 1 1 d . . . S4 S 0.34636(5) 0.01999(5) 0.16153(5) 0.0335(3) Uani 1 1 d . . . N2 N 0.14567(16) -0.01920(15) 0.20544(14) 0.0254(8) Uani 1 1 d . . . F27 F 0.27375(16) 0.06747(15) 0.06288(13) 0.0643(9) Uani 1 1 d . . . F4 F 0.45940(14) -0.17653(15) 0.44485(13) 0.0657(9) Uani 1 1 d . . . N1 N 0.16736(16) -0.09380(15) 0.29303(15) 0.0272(8) Uani 1 1 d . . . C10 C 0.1053(2) -0.08092(18) 0.27355(18) 0.0256(9) Uani 1 1 d . . . H10A H 0.0712 -0.0990 0.2907 0.031 Uiso 1 1 calc R . . O4 O 0.37527(15) 0.08255(14) 0.17205(14) 0.0427(8) Uani 1 1 d . . . O3 O 0.33134(16) -0.09230(19) 0.33155(15) 0.0606(11) Uani 1 1 d . . . F3 F 0.41585(18) -0.08737(16) 0.45736(13) 0.0802(11) Uani 1 1 d . . . F2 F 0.35677(15) -0.17303(19) 0.44039(14) 0.0838(12) Uani 1 1 d . . . C8 C 0.4063(2) -0.1412(2) 0.4253(2) 0.0407(12) Uani 1 1 d . . . C7 C 0.3148(3) 0.0193(3) 0.0801(2) 0.0451(13) Uani 1 1 d . . . O2 O 0.44805(14) -0.08860(13) 0.33747(14) 0.0377(8) Uani 1 1 d . . . O1 O 0.39269(16) -0.03208(15) 0.17217(17) 0.0605(11) Uani 1 1 d . . . C6 C 0.0892(2) 0.0641(2) 0.0507(2) 0.0445(13) Uani 1 1 d . . . H6A H 0.1306 0.0607 0.0355 0.053 Uiso 1 1 calc R . . H6B H 0.0520 0.0554 0.0162 0.053 Uiso 1 1 calc R . . C5 C 0.0895(2) 0.0132(2) 0.10066(19) 0.0380(11) Uani 1 1 d . . . H5A H 0.0464 0.0129 0.1129 0.046 Uiso 1 1 calc R . . H5B H 0.0971 -0.0302 0.0851 0.046 Uiso 1 1 calc R . . F1 F 0.36214(17) 0.0245(2) 0.05011(14) 0.0947(13) Uani 1 1 d . . . C4 C 0.0936(2) -0.03718(18) 0.22417(18) 0.0259(9) Uani 1 1 d . . . H4A H 0.0507 -0.0221 0.2061 0.031 Uiso 1 1 calc R . . C3 C 0.1921(2) -0.14297(18) 0.34186(18) 0.0275(10) Uani 1 1 d . . . H3A H 0.2409 -0.1373 0.3553 0.033 Uiso 1 1 calc R . . C2 C 0.1370(2) 0.09672(19) 0.1796(2) 0.0399(12) Uani 1 1 d . . . H2A H 0.1744 0.1057 0.2139 0.048 Uiso 1 1 calc R . . H2B H 0.0956 0.0999 0.1949 0.048 Uiso 1 1 calc R . . C1 C 0.1437(2) 0.02933(19) 0.15485(18) 0.0290(10) Uani 1 1 d . . . H1A H 0.1867 0.0271 0.1415 0.035 Uiso 1 1 calc R . . N6 N 0.04746(16) 0.28254(15) 0.29434(15) 0.0271(8) Uani 1 1 d . . . F9 F 0.07511(17) 0.07263(17) 0.45611(13) 0.0785(10) Uani 1 1 d . . . F7 F 0.16301(16) 0.02672(15) 0.44572(13) 0.0686(9) Uani 1 1 d . . . C11 C 0.1231(2) 0.0750(2) 0.4258(2) 0.0407(12) Uani 1 1 d . . . F8 F 0.15792(18) 0.12800(15) 0.44117(13) 0.0818(11) Uani 1 1 d . . . O22 O 0.12247(15) 0.83384(16) 0.17180(15) 0.0494(9) Uani 1 1 d . . . O25 O 0.15164(17) 0.06465(17) 0.32154(15) 0.0563(10) Uani 1 1 d . . . O24 O 0.05088(14) 0.01483(13) 0.33584(14) 0.0394(8) Uani 1 1 d . . . O23 O 0.00780(15) 0.85707(15) 0.16786(16) 0.0527(9) Uani 1 1 d . . . F26 F 0.28120(18) -0.03387(17) 0.06277(16) 0.0914(12) Uani 1 1 d . . . C71 C 0.01550(19) 0.53940(19) 0.22531(17) 0.0264(9) Uani 1 1 d . . . H71A H 0.0272 0.5009 0.2073 0.032 Uiso 1 1 calc R . . O26 O 0.05670(17) 0.13025(14) 0.33065(14) 0.0559(10) Uani 1 1 d . . . O54 O 0.39212(19) -0.19057(16) 0.32043(15) 0.0607(11) Uani 1 1 d . . . F28 F -0.01935(16) 0.76893(19) 0.05963(16) 0.0943(12) Uani 1 1 d . . . C92 C 0.02766(18) 0.33977(19) 0.27475(17) 0.0260(9) Uani 1 1 d . . . H92A H 0.0484 0.3782 0.2920 0.031 Uiso 1 1 calc R . . O21 O 0.0482(2) 0.74772(15) 0.18522(16) 0.0753(13) Uani 1 1 d . . . C93 C 0.10731(19) 0.27063(19) 0.34329(18) 0.0280(10) Uani 1 1 d . . . H93A H 0.1046 0.2257 0.3587 0.034 Uiso 1 1 calc R . . C94 C 0.1722(3) 0.3015(3) 0.4443(2) 0.0654(18) Uani 1 1 d . . . H94A H 0.1756 0.3328 0.4781 0.078 Uiso 1 1 calc R . . H94B H 0.1686 0.2578 0.4610 0.078 Uiso 1 1 calc R . . C95 C 0.1101(2) 0.3161(3) 0.3956(2) 0.0551(15) Uani 1 1 d . . . H95A H 0.0703 0.3109 0.4129 0.066 Uiso 1 1 calc R . . H95B H 0.1115 0.3612 0.3814 0.066 Uiso 1 1 calc R . . C97 C 0.1362(3) 0.1458(2) 0.1288(2) 0.0482(13) Uani 1 1 d . . . H97A H 0.1290 0.1895 0.1440 0.058 Uiso 1 1 calc R . . H97B H 0.1795 0.1456 0.1170 0.058 Uiso 1 1 calc R . . C96 C 0.0830(2) 0.1312(2) 0.0739(2) 0.0465(13) Uani 1 1 d . . . H96A H 0.0394 0.1360 0.0847 0.056 Uiso 1 1 calc R . . H96B H 0.0856 0.1625 0.0413 0.056 Uiso 1 1 calc R . . C45 C 0.1874(3) -0.1844(3) 0.4446(2) 0.0685(19) Uani 1 1 d . . . H45A H 0.2351 -0.1779 0.4605 0.082 Uiso 1 1 calc R . . H45B H 0.1646 -0.1798 0.4789 0.082 Uiso 1 1 calc R . . C44 C 0.1616(3) -0.1330(3) 0.3961(2) 0.0541(15) Uani 1 1 d . . . H44A H 0.1130 -0.1362 0.3836 0.065 Uiso 1 1 calc R . . H44B H 0.1727 -0.0895 0.4132 0.065 Uiso 1 1 calc R . . C32 C 0.1682(2) 0.2754(3) 0.3166(2) 0.0623(17) Uani 1 1 d . . . H32A H 0.1720 0.3194 0.3007 0.075 Uiso 1 1 calc R . . H32B H 0.1649 0.2446 0.2824 0.075 Uiso 1 1 calc R . . C43 C 0.1755(3) -0.2517(3) 0.4176(3) 0.083(2) Uani 1 1 d . . . H43A H 0.1943 -0.2840 0.4489 0.099 Uiso 1 1 calc R . . H43B H 0.1275 -0.2595 0.4054 0.099 Uiso 1 1 calc R . . C42 C 0.2060(3) -0.2599(2) 0.3637(3) 0.077(2) Uani 1 1 d . . . H42A H 0.1961 -0.3035 0.3465 0.093 Uiso 1 1 calc R . . H42B H 0.2545 -0.2556 0.3764 0.093 Uiso 1 1 calc R . . C33 C 0.2289(3) 0.2599(4) 0.3659(3) 0.0744(19) Uani 1 1 d . . . H33A H 0.2258 0.2151 0.3804 0.089 Uiso 1 1 calc R . . H33B H 0.2690 0.2632 0.3489 0.089 Uiso 1 1 calc R . . C41 C 0.1796(3) -0.2091(2) 0.3150(2) 0.0597(16) Uani 1 1 d . . . H41A H 0.2017 -0.2139 0.2803 0.072 Uiso 1 1 calc R . . H41B H 0.1317 -0.2154 0.2998 0.072 Uiso 1 1 calc R . . C34 C 0.2337(3) 0.3054(3) 0.4179(3) 0.078(2) Uani 1 1 d . . . H34A H 0.2390 0.3499 0.4038 0.093 Uiso 1 1 calc R . . H34B H 0.2728 0.2948 0.4497 0.093 Uiso 1 1 calc R . . O78 O 0.28874(16) 0.0119(2) 0.18637(15) 0.0715(13) 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 Se1 0.0343(4) 0.0212(3) 0.0270(3) 0.000 0.0084(3) 0.000 S21 0.0502(8) 0.0259(6) 0.0344(7) -0.0016(5) 0.0167(6) 0.0000(5) F10 0.086(2) 0.070(2) 0.0442(18) -0.0122(16) 0.0291(17) 0.0073(18) N10 0.0245(19) 0.0264(19) 0.0237(19) 0.0035(15) 0.0074(15) -0.0008(14) C60 0.059(3) 0.041(3) 0.029(3) 0.000(2) 0.018(2) -0.001(2) F11 0.148(4) 0.056(2) 0.046(2) 0.0201(16) 0.007(2) -0.002(2) C58 0.034(3) 0.027(2) 0.029(2) 0.0009(19) 0.016(2) -0.0018(19) C59 0.040(3) 0.041(3) 0.031(3) -0.003(2) 0.012(2) -0.005(2) C51 0.044(3) 0.044(3) 0.046(3) -0.001(3) 0.005(3) -0.004(3) C61 0.050(3) 0.047(3) 0.049(3) 0.005(2) 0.029(3) 0.011(2) C63 0.030(3) 0.047(3) 0.038(3) 0.004(2) 0.011(2) -0.001(2) C62 0.031(3) 0.063(3) 0.052(3) 0.010(3) 0.020(2) 0.001(2) Se2 0.0314(4) 0.0213(3) 0.0307(4) 0.000 -0.0018(3) 0.000 S11 0.0346(7) 0.0294(6) 0.0312(6) 0.0000(5) 0.0018(5) -0.0034(5) S10 0.0312(7) 0.0386(7) 0.0314(6) 0.0037(5) 0.0062(5) -0.0060(5) Se3 0.0223(2) 0.0332(3) 0.0286(2) 0.00452(19) 0.00506(18) 0.00137(18) S4 0.0260(6) 0.0384(7) 0.0345(7) 0.0088(5) 0.0025(5) -0.0005(5) N2 0.0237(19) 0.0255(19) 0.028(2) 0.0005(15) 0.0088(16) 0.0007(14) F27 0.067(2) 0.074(2) 0.0442(18) 0.0199(16) -0.0043(16) 0.0104(17) F4 0.0526(19) 0.081(2) 0.058(2) 0.0244(17) -0.0004(16) 0.0137(17) N1 0.026(2) 0.0249(19) 0.029(2) 0.0014(15) 0.0024(16) 0.0056(15) C10 0.025(2) 0.023(2) 0.029(2) 0.0014(18) 0.0066(19) 0.0006(17) O4 0.046(2) 0.0331(18) 0.045(2) -0.0066(15) -0.0003(16) -0.0035(15) O3 0.031(2) 0.097(3) 0.054(2) 0.032(2) 0.0085(17) 0.0126(19) F3 0.120(3) 0.075(2) 0.0439(19) -0.0133(17) 0.012(2) 0.014(2) F2 0.050(2) 0.147(3) 0.054(2) 0.041(2) 0.0118(17) -0.023(2) C8 0.038(3) 0.042(3) 0.041(3) 0.006(2) 0.006(2) 0.000(2) C7 0.038(3) 0.052(3) 0.045(3) -0.005(3) 0.011(3) -0.008(3) O2 0.0350(18) 0.0307(17) 0.051(2) 0.0034(15) 0.0169(16) -0.0057(13) O1 0.049(2) 0.0307(19) 0.089(3) 0.0048(18) -0.016(2) 0.0083(16) C6 0.042(3) 0.054(3) 0.038(3) 0.016(2) 0.008(2) 0.002(2) C5 0.042(3) 0.037(3) 0.034(3) 0.005(2) 0.006(2) -0.003(2) F1 0.070(2) 0.173(4) 0.049(2) -0.019(2) 0.0292(19) -0.014(2) C4 0.026(2) 0.019(2) 0.032(2) 0.0006(18) 0.0041(19) -0.0019(17) C3 0.025(2) 0.028(2) 0.030(2) 0.0127(19) 0.0054(19) 0.0036(18) C2 0.056(3) 0.026(2) 0.038(3) 0.002(2) 0.009(2) -0.002(2) C1 0.025(2) 0.029(2) 0.034(3) 0.010(2) 0.009(2) -0.0024(18) N6 0.0261(19) 0.0263(19) 0.0282(19) 0.0005(15) 0.0042(16) 0.0010(15) F9 0.073(2) 0.122(3) 0.0441(19) -0.0064(19) 0.0204(19) 0.012(2) F7 0.079(2) 0.062(2) 0.055(2) 0.0121(16) -0.0108(17) 0.0183(18) C11 0.040(3) 0.041(3) 0.040(3) -0.001(2) 0.006(2) 0.001(2) F8 0.121(3) 0.054(2) 0.051(2) -0.0059(16) -0.0286(19) -0.031(2) O22 0.0319(19) 0.056(2) 0.055(2) -0.0133(17) -0.0018(17) -0.0007(16) O25 0.042(2) 0.086(3) 0.044(2) -0.0137(19) 0.0167(17) -0.0235(19) O24 0.0330(18) 0.0310(18) 0.053(2) -0.0075(15) 0.0061(15) -0.0099(13) O23 0.037(2) 0.046(2) 0.080(3) -0.0228(18) 0.0232(18) 0.0011(16) F26 0.105(3) 0.070(2) 0.080(3) -0.0228(19) -0.025(2) -0.025(2) C71 0.023(2) 0.025(2) 0.032(3) 0.0012(18) 0.0075(18) -0.0003(17) O26 0.079(3) 0.0263(18) 0.049(2) 0.0026(15) -0.0177(19) 0.0069(17) O54 0.097(3) 0.042(2) 0.045(2) -0.0149(17) 0.022(2) -0.032(2) F28 0.063(2) 0.128(3) 0.084(3) -0.031(2) -0.004(2) -0.035(2) C92 0.026(2) 0.025(2) 0.028(2) 0.0016(18) 0.0058(18) 0.0039(17) O21 0.160(4) 0.0290(19) 0.052(2) -0.0038(17) 0.056(3) -0.015(2) C93 0.029(2) 0.024(2) 0.027(2) 0.0047(18) -0.0041(19) 0.0007(18) C94 0.087(5) 0.053(3) 0.038(3) -0.016(3) -0.028(3) 0.031(3) C95 0.050(3) 0.066(4) 0.039(3) -0.017(3) -0.013(3) 0.020(3) C97 0.065(4) 0.027(3) 0.054(3) 0.012(2) 0.017(3) 0.000(2) C96 0.049(3) 0.042(3) 0.051(3) 0.017(2) 0.016(3) 0.011(2) C45 0.056(4) 0.102(5) 0.052(4) 0.045(4) 0.022(3) 0.036(3) C44 0.057(3) 0.065(4) 0.044(3) 0.024(3) 0.020(3) 0.032(3) C32 0.024(3) 0.109(5) 0.052(4) 0.017(3) 0.004(3) 0.011(3) C43 0.052(4) 0.079(5) 0.106(6) 0.068(4) -0.008(4) -0.008(3) C42 0.107(5) 0.033(3) 0.073(4) 0.019(3) -0.024(4) 0.004(3) C33 0.030(3) 0.125(6) 0.066(4) 0.026(4) 0.004(3) 0.011(3) C41 0.088(4) 0.023(3) 0.055(4) 0.004(2) -0.013(3) 0.005(3) C34 0.045(4) 0.058(4) 0.107(6) 0.034(4) -0.037(4) -0.012(3) O78 0.028(2) 0.136(4) 0.050(2) 0.037(2) 0.0086(17) -0.013(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 N10 1.839(3) . ? Se1 N10 1.839(3) 2 ? S21 O21 1.431(3) . ? S21 O23 1.432(3) . ? S21 O22 1.447(3) . ? S21 C51 1.807(5) . ? F10 C51 1.321(5) . ? N10 C71 1.306(5) . ? N10 C58 1.507(5) . ? C60 C61 1.514(7) . ? C60 C59 1.535(6) . ? C60 H60A 0.9900 . ? C60 H60B 0.9900 . ? F11 C51 1.306(5) . ? C58 C59 1.514(6) . ? C58 C63 1.519(6) . ? C58 H58A 1.0000 . ? C59 H59A 0.9900 . ? C59 H59B 0.9900 . ? C51 F28 1.330(5) . ? C61 C62 1.507(6) . ? C61 H61A 0.9900 . ? C61 H61B 0.9900 . ? C63 C62 1.527(6) . ? C63 H63A 0.9900 . ? C63 H63B 0.9900 . ? C62 H62A 0.9900 . ? C62 H62B 0.9900 . ? Se2 N6 1.851(3) . ? Se2 N6 1.851(3) 2 ? S11 O25 1.422(3) . ? S11 O24 1.438(3) . ? S11 O26 1.444(3) . ? S11 C11 1.816(5) . ? S10 O54 1.421(3) . ? S10 O2 1.435(3) . ? S10 O3 1.441(3) . ? S10 C8 1.805(5) . ? Se3 N2 1.843(3) . ? Se3 N1 1.845(3) . ? S4 O4 1.429(3) . ? S4 O78 1.432(3) . ? S4 O1 1.433(3) . ? S4 C7 1.812(5) . ? N2 C4 1.294(5) . ? N2 C1 1.514(5) . ? F27 C7 1.317(6) . ? F4 C8 1.321(5) . ? N1 C10 1.300(5) . ? N1 C3 1.509(5) . ? C10 C4 1.415(5) . ? C10 H10A 0.9500 . ? F3 C8 1.322(5) . ? F2 C8 1.325(5) . ? C7 F1 1.308(5) . ? C7 F26 1.321(5) . ? C6 C96 1.502(6) . ? C6 C5 1.542(6) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C5 C1 1.513(6) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C4 H4A 0.9500 . ? C3 C41 1.500(6) . ? C3 C44 1.502(6) . ? C3 H3A 1.0000 . ? C2 C1 1.523(6) . ? C2 C97 1.529(6) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C1 H1A 1.0000 . ? N6 C92 1.303(5) . ? N6 C93 1.498(5) . ? F9 C11 1.320(5) . ? F7 C11 1.319(5) . ? C11 F8 1.321(5) . ? C71 C71 1.395(8) 2 ? C71 H71A 0.9500 . ? C92 C92 1.423(7) 2 ? C92 H92A 0.9500 . ? C93 C95 1.500(6) . ? C93 C32 1.512(6) . ? C93 H93A 1.0000 . ? C94 C34 1.519(8) . ? C94 C95 1.537(6) . ? C94 H94A 0.9900 . ? C94 H94B 0.9900 . ? C95 H95A 0.9900 . ? C95 H95B 0.9900 . ? C97 C96 1.507(6) . ? C97 H97A 0.9900 . ? C97 H97B 0.9900 . ? C96 H96A 0.9900 . ? C96 H96B 0.9900 . ? C45 C43 1.522(8) . ? C45 C44 1.540(6) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C32 C33 1.530(7) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C43 C42 1.490(8) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C42 C41 1.537(6) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C33 C34 1.490(8) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? 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 N10 Se1 N10 84.66(19) . 2 ? O21 S21 O23 115.6(2) . . ? O21 S21 O22 114.4(2) . . ? O23 S21 O22 113.80(19) . . ? O21 S21 C51 104.2(2) . . ? O23 S21 C51 104.5(2) . . ? O22 S21 C51 102.1(2) . . ? C71 N10 C58 123.0(3) . . ? C71 N10 Se1 113.2(3) . . ? C58 N10 Se1 123.7(2) . . ? C61 C60 C59 111.4(4) . . ? C61 C60 H60A 109.3 . . ? C59 C60 H60A 109.3 . . ? C61 C60 H60B 109.3 . . ? C59 C60 H60B 109.3 . . ? H60A C60 H60B 108.0 . . ? N10 C58 C59 111.5(3) . . ? N10 C58 C63 108.4(3) . . ? C59 C58 C63 112.7(4) . . ? N10 C58 H58A 108.1 . . ? C59 C58 H58A 108.1 . . ? C63 C58 H58A 108.1 . . ? C58 C59 C60 109.5(4) . . ? C58 C59 H59A 109.8 . . ? C60 C59 H59A 109.8 . . ? C58 C59 H59B 109.8 . . ? C60 C59 H59B 109.8 . . ? H59A C59 H59B 108.2 . . ? F11 C51 F10 108.2(4) . . ? F11 C51 F28 108.3(4) . . ? F10 C51 F28 106.1(4) . . ? F11 C51 S21 111.6(3) . . ? F10 C51 S21 111.5(3) . . ? F28 C51 S21 110.9(4) . . ? C62 C61 C60 111.5(4) . . ? C62 C61 H61A 109.3 . . ? C60 C61 H61A 109.3 . . ? C62 C61 H61B 109.3 . . ? C60 C61 H61B 109.3 . . ? H61A C61 H61B 108.0 . . ? C58 C63 C62 109.3(4) . . ? C58 C63 H63A 109.8 . . ? C62 C63 H63A 109.8 . . ? C58 C63 H63B 109.8 . . ? C62 C63 H63B 109.8 . . ? H63A C63 H63B 108.3 . . ? C61 C62 C63 111.4(4) . . ? C61 C62 H62A 109.3 . . ? C63 C62 H62A 109.3 . . ? C61 C62 H62B 109.3 . . ? C63 C62 H62B 109.3 . . ? H62A C62 H62B 108.0 . . ? N6 Se2 N6 84.7(2) . 2 ? O25 S11 O24 115.1(2) . . ? O25 S11 O26 116.6(2) . . ? O24 S11 O26 113.0(2) . . ? O25 S11 C11 102.9(2) . . ? O24 S11 C11 104.0(2) . . ? O26 S11 C11 102.9(2) . . ? O54 S10 O2 114.8(2) . . ? O54 S10 O3 116.8(2) . . ? O2 S10 O3 113.1(2) . . ? O54 S10 C8 102.8(2) . . ? O2 S10 C8 103.9(2) . . ? O3 S10 C8 103.2(2) . . ? N2 Se3 N1 84.17(14) . . ? O4 S4 O78 113.5(2) . . ? O4 S4 O1 114.4(2) . . ? O78 S4 O1 115.6(2) . . ? O4 S4 C7 103.0(2) . . ? O78 S4 C7 103.8(2) . . ? O1 S4 C7 104.6(2) . . ? C4 N2 C1 122.9(3) . . ? C4 N2 Se3 113.4(3) . . ? C1 N2 Se3 123.5(3) . . ? C10 N1 C3 123.2(3) . . ? C10 N1 Se3 114.3(3) . . ? C3 N1 Se3 122.3(3) . . ? N1 C10 C4 113.0(4) . . ? N1 C10 H10A 123.5 . . ? C4 C10 H10A 123.5 . . ? F4 C8 F3 105.5(4) . . ? F4 C8 F2 106.0(4) . . ? F3 C8 F2 108.5(4) . . ? F4 C8 S10 111.6(4) . . ? F3 C8 S10 112.8(3) . . ? F2 C8 S10 111.9(3) . . ? F1 C7 F27 107.2(4) . . ? F1 C7 F26 108.9(5) . . ? F27 C7 F26 106.2(4) . . ? F1 C7 S4 111.6(4) . . ? F27 C7 S4 111.5(4) . . ? F26 C7 S4 111.2(4) . . ? C96 C6 C5 111.6(4) . . ? C96 C6 H6A 109.3 . . ? C5 C6 H6A 109.3 . . ? C96 C6 H6B 109.3 . . ? C5 C6 H6B 109.3 . . ? H6A C6 H6B 108.0 . . ? C1 C5 C6 108.9(4) . . ? C1 C5 H5A 109.9 . . ? C6 C5 H5A 109.9 . . ? C1 C5 H5B 109.9 . . ? C6 C5 H5B 109.9 . . ? H5A C5 H5B 108.3 . . ? N2 C4 C10 115.0(4) . . ? N2 C4 H4A 122.5 . . ? C10 C4 H4A 122.5 . . ? C41 C3 C44 112.7(4) . . ? C41 C3 N1 108.8(3) . . ? C44 C3 N1 111.1(3) . . ? C41 C3 H3A 108.0 . . ? C44 C3 H3A 108.0 . . ? N1 C3 H3A 108.0 . . ? C1 C2 C97 109.0(4) . . ? C1 C2 H2A 109.9 . . ? C97 C2 H2A 109.9 . . ? C1 C2 H2B 109.9 . . ? C97 C2 H2B 109.9 . . ? H2A C2 H2B 108.3 . . ? C5 C1 N2 110.9(3) . . ? C5 C1 C2 112.9(4) . . ? N2 C1 C2 109.0(3) . . ? C5 C1 H1A 107.9 . . ? N2 C1 H1A 107.9 . . ? C2 C1 H1A 107.9 . . ? C92 N6 C93 123.6(3) . . ? C92 N6 Se2 113.4(3) . . ? C93 N6 Se2 122.7(2) . . ? F7 C11 F9 106.5(4) . . ? F7 C11 F8 105.8(4) . . ? F9 C11 F8 109.1(4) . . ? F7 C11 S11 111.5(3) . . ? F9 C11 S11 112.5(3) . . ? F8 C11 S11 111.2(3) . . ? N10 C71 C71 114.5(2) . 2 ? N10 C71 H71A 122.8 . . ? C71 C71 H71A 122.8 2 . ? N6 C92 C92 114.2(2) . 2 ? N6 C92 H92A 122.9 . . ? C92 C92 H92A 122.9 2 . ? N6 C93 C95 111.3(3) . . ? N6 C93 C32 109.3(3) . . ? C95 C93 C32 111.9(4) . . ? N6 C93 H93A 108.1 . . ? C95 C93 H93A 108.1 . . ? C32 C93 H93A 108.1 . . ? C34 C94 C95 110.9(5) . . ? C34 C94 H94A 109.5 . . ? C95 C94 H94A 109.5 . . ? C34 C94 H94B 109.5 . . ? C95 C94 H94B 109.5 . . ? H94A C94 H94B 108.0 . . ? C93 C95 C94 108.9(4) . . ? C93 C95 H95A 109.9 . . ? C94 C95 H95A 109.9 . . ? C93 C95 H95B 109.9 . . ? C94 C95 H95B 109.9 . . ? H95A C95 H95B 108.3 . . ? C96 C97 C2 111.7(4) . . ? C96 C97 H97A 109.3 . . ? C2 C97 H97A 109.3 . . ? C96 C97 H97B 109.3 . . ? C2 C97 H97B 109.3 . . ? H97A C97 H97B 107.9 . . ? C6 C96 C97 111.8(4) . . ? C6 C96 H96A 109.3 . . ? C97 C96 H96A 109.3 . . ? C6 C96 H96B 109.3 . . ? C97 C96 H96B 109.3 . . ? H96A C96 H96B 107.9 . . ? C43 C45 C44 110.4(5) . . ? C43 C45 H45A 109.6 . . ? C44 C45 H45A 109.6 . . ? C43 C45 H45B 109.6 . . ? C44 C45 H45B 109.6 . . ? H45A C45 H45B 108.1 . . ? C3 C44 C45 109.7(4) . . ? C3 C44 H44A 109.7 . . ? C45 C44 H44A 109.7 . . ? C3 C44 H44B 109.7 . . ? C45 C44 H44B 109.7 . . ? H44A C44 H44B 108.2 . . ? C93 C32 C33 109.1(4) . . ? C93 C32 H32A 109.9 . . ? C33 C32 H32A 109.9 . . ? C93 C32 H32B 109.9 . . ? C33 C32 H32B 109.9 . . ? H32A C32 H32B 108.3 . . ? C42 C43 C45 111.6(5) . . ? C42 C43 H43A 109.3 . . ? C45 C43 H43A 109.3 . . ? C42 C43 H43B 109.3 . . ? C45 C43 H43B 109.3 . . ? H43A C43 H43B 108.0 . . ? C43 C42 C41 110.6(5) . . ? C43 C42 H42A 109.5 . . ? C41 C42 H42A 109.5 . . ? C43 C42 H42B 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 108.1 . . ? C34 C33 C32 110.2(5) . . ? C34 C33 H33A 109.6 . . ? C32 C33 H33A 109.6 . . ? C34 C33 H33B 109.6 . . ? C32 C33 H33B 109.6 . . ? H33A C33 H33B 108.1 . . ? C3 C41 C42 109.5(4) . . ? C3 C41 H41A 109.8 . . ? C42 C41 H41A 109.8 . . ? C3 C41 H41B 109.8 . . ? C42 C41 H41B 109.8 . . ? H41A C41 H41B 108.2 . . ? C33 C34 C94 110.5(4) . . ? C33 C34 H34A 109.6 . . ? C94 C34 H34A 109.6 . . ? C33 C34 H34B 109.6 . . ? C94 C34 H34B 109.6 . . ? H34A C34 H34B 108.1 . . ? 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 N10 Se1 N10 C71 -0.2(2) 2 . . . ? N10 Se1 N10 C58 -176.4(4) 2 . . . ? C71 N10 C58 C59 50.0(5) . . . . ? Se1 N10 C58 C59 -134.2(3) . . . . ? C71 N10 C58 C63 -74.5(5) . . . . ? Se1 N10 C58 C63 101.3(3) . . . . ? N10 C58 C59 C60 -178.6(3) . . . . ? C63 C58 C59 C60 -56.5(5) . . . . ? C61 C60 C59 C58 54.8(5) . . . . ? O21 S21 C51 F11 177.0(4) . . . . ? O23 S21 C51 F11 55.2(4) . . . . ? O22 S21 C51 F11 -63.6(4) . . . . ? O21 S21 C51 F10 -61.9(4) . . . . ? O23 S21 C51 F10 176.3(3) . . . . ? O22 S21 C51 F10 57.5(4) . . . . ? O21 S21 C51 F28 56.1(4) . . . . ? O23 S21 C51 F28 -65.6(4) . . . . ? O22 S21 C51 F28 175.5(4) . . . . ? C59 C60 C61 C62 -55.6(5) . . . . ? N10 C58 C63 C62 -179.0(3) . . . . ? C59 C58 C63 C62 57.2(5) . . . . ? C60 C61 C62 C63 56.5(5) . . . . ? C58 C63 C62 C61 -56.2(5) . . . . ? N1 Se3 N2 C4 1.9(3) . . . . ? N1 Se3 N2 C1 176.6(3) . . . . ? N2 Se3 N1 C10 -0.6(3) . . . . ? N2 Se3 N1 C3 173.8(3) . . . . ? C3 N1 C10 C4 -175.0(3) . . . . ? Se3 N1 C10 C4 -0.7(4) . . . . ? O54 S10 C8 F4 54.4(4) . . . . ? O2 S10 C8 F4 -65.6(4) . . . . ? O3 S10 C8 F4 176.2(3) . . . . ? O54 S10 C8 F3 173.0(4) . . . . ? O2 S10 C8 F3 53.1(4) . . . . ? O3 S10 C8 F3 -65.1(4) . . . . ? O54 S10 C8 F2 -64.3(4) . . . . ? O2 S10 C8 F2 175.8(3) . . . . ? O3 S10 C8 F2 57.6(4) . . . . ? O4 S4 C7 F1 63.3(4) . . . . ? O78 S4 C7 F1 -178.2(4) . . . . ? O1 S4 C7 F1 -56.6(4) . . . . ? O4 S4 C7 F27 -56.6(4) . . . . ? O78 S4 C7 F27 61.9(4) . . . . ? O1 S4 C7 F27 -176.5(3) . . . . ? O4 S4 C7 F26 -174.9(4) . . . . ? O78 S4 C7 F26 -56.4(4) . . . . ? O1 S4 C7 F26 65.2(4) . . . . ? C96 C6 C5 C1 -55.2(5) . . . . ? C1 N2 C4 C10 -177.5(3) . . . . ? Se3 N2 C4 C10 -2.7(4) . . . . ? N1 C10 C4 N2 2.3(5) . . . . ? C10 N1 C3 C41 75.3(5) . . . . ? Se3 N1 C3 C41 -98.5(4) . . . . ? C10 N1 C3 C44 -49.3(5) . . . . ? Se3 N1 C3 C44 136.9(3) . . . . ? C6 C5 C1 N2 179.7(3) . . . . ? C6 C5 C1 C2 57.0(5) . . . . ? C4 N2 C1 C5 -47.9(5) . . . . ? Se3 N2 C1 C5 137.9(3) . . . . ? C4 N2 C1 C2 77.0(5) . . . . ? Se3 N2 C1 C2 -97.2(4) . . . . ? C97 C2 C1 C5 -57.3(5) . . . . ? C97 C2 C1 N2 179.0(4) . . . . ? N6 Se2 N6 C92 -0.9(2) 2 . . . ? N6 Se2 N6 C93 -174.5(4) 2 . . . ? O25 S11 C11 F7 -52.4(4) . . . . ? O24 S11 C11 F7 68.0(4) . . . . ? O26 S11 C11 F7 -174.0(4) . . . . ? O25 S11 C11 F9 -171.9(3) . . . . ? O24 S11 C11 F9 -51.5(4) . . . . ? O26 S11 C11 F9 66.5(4) . . . . ? O25 S11 C11 F8 65.4(4) . . . . ? O24 S11 C11 F8 -174.1(3) . . . . ? O26 S11 C11 F8 -56.1(4) . . . . ? C58 N10 C71 C71 176.7(4) . . . 2 ? Se1 N10 C71 C71 0.6(5) . . . 2 ? C93 N6 C92 C92 175.9(4) . . . 2 ? Se2 N6 C92 C92 2.4(6) . . . 2 ? C92 N6 C93 C95 44.7(6) . . . . ? Se2 N6 C93 C95 -142.4(3) . . . . ? C92 N6 C93 C32 -79.3(5) . . . . ? Se2 N6 C93 C32 93.6(4) . . . . ? N6 C93 C95 C94 179.7(4) . . . . ? C32 C93 C95 C94 -57.7(6) . . . . ? C34 C94 C95 C93 56.2(6) . . . . ? C1 C2 C97 C96 55.4(5) . . . . ? C5 C6 C96 C97 55.7(5) . . . . ? C2 C97 C96 C6 -56.0(6) . . . . ? C41 C3 C44 C45 57.0(6) . . . . ? N1 C3 C44 C45 179.4(4) . . . . ? C43 C45 C44 C3 -54.9(6) . . . . ? N6 C93 C32 C33 -177.2(4) . . . . ? C95 C93 C32 C33 59.1(6) . . . . ? C44 C45 C43 C42 56.4(6) . . . . ? C45 C43 C42 C41 -57.2(6) . . . . ? C93 C32 C33 C34 -58.8(7) . . . . ? C44 C3 C41 C42 -57.7(6) . . . . ? N1 C3 C41 C42 178.6(4) . . . . ? C43 C42 C41 C3 56.9(7) . . . . ? C32 C33 C34 C94 58.7(6) . . . . ? C95 C94 C34 C33 -57.8(6) . . . . ? _diffrn_measured_fraction_theta_max .998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full .998 _refine_diff_density_max .550 _refine_diff_density_min -1.051 _refine_diff_density_rms .119 data_6 _database_code_depnum_ccdc_archive 'CCDC 738652' #TrackingRef 'compiled.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H40 F6 N4 O6 S2 Se' _chemical_formula_weight 737.68 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S .1246 .1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -.0929 2.2259 '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 12.181(2) _cell_length_b 17.678(4) _cell_length_c 15.178(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.10(3) _cell_angle_gamma 90.00 _cell_volume 3255.5(11) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 28792 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 26.02 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.505 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1520 _exptl_absorpt_coefficient_mu 1.359 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7728 _exptl_absorpt_correction_T_max 0.9352 _exptl_absorpt_process_details 'DENZO-SMN (Otwinowski & Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa-CCD' _diffrn_measurement_method '\f scans, and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12210 _diffrn_reflns_av_R_equivalents 0.0326 _diffrn_reflns_av_sigmaI/netI 0.0443 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 26.19 _reflns_number_total 6449 _reflns_number_gt 5095 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1997-2001)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 2001)' _computing_publication_material SHELXTL/PC _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^)+(0.0404P)^2^+4.8791P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6449 _refine_ls_number_parameters 400 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0616 _refine_ls_R_factor_gt 0.0423 _refine_ls_wR_factor_ref 0.1022 _refine_ls_wR_factor_gt 0.0930 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _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 Se1 Se 0.62213(2) 0.970352(16) 0.777727(18) 0.02082(9) Uani 1 1 d . . . S21 S 0.33478(7) 0.89889(5) 0.70095(6) 0.0346(2) Uani 1 1 d . . . S11 S 0.80642(7) 0.81705(5) 0.92928(5) 0.03092(19) Uani 1 1 d . . . N32 N 0.8273(2) 0.97823(14) 0.69480(15) 0.0233(5) Uani 1 1 d . . . F23 F 0.16536(17) 0.92355(13) 0.79275(14) 0.0468(5) Uani 1 1 d . . . N31 N 0.8326(2) 1.05027(14) 0.81234(16) 0.0230(5) Uani 1 1 d . . . O13 O 0.7413(2) 0.77281(17) 0.98321(16) 0.0489(7) Uani 1 1 d . . . F22 F 0.2393(2) 0.81373(16) 0.8126(2) 0.0751(9) Uani 1 1 d . . . N22 N 0.4989(2) 1.10406(14) 0.82086(15) 0.0218(5) Uani 1 1 d . . . F21 F 0.13872(18) 0.83813(15) 0.69398(19) 0.0694(8) Uani 1 1 d . . . N21 N 0.5590(2) 1.11438(14) 0.68978(15) 0.0224(5) Uani 1 1 d . . . C12 C 0.9288(2) 1.01389(18) 0.7029(2) 0.0264(7) Uani 1 1 d . . . C20 C 0.5557(2) 1.06836(17) 0.76065(18) 0.0220(6) Uani 1 1 d . . . O12 O 0.7532(2) 0.83734(14) 0.84438(15) 0.0392(6) Uani 1 1 d . . . O23 O 0.2932(3) 0.95719(19) 0.6424(2) 0.0711(10) Uani 1 1 d . . . O22 O 0.3728(2) 0.83134(16) 0.66081(18) 0.0509(7) Uani 1 1 d . . . C11 C 0.9327(2) 1.05859(19) 0.7761(2) 0.0268(7) Uani 1 1 d . . . O21 O 0.4058(2) 0.92453(16) 0.77701(18) 0.0486(7) Uani 1 1 d . . . C10 C 0.7695(2) 1.00185(17) 0.76193(19) 0.0217(6) Uani 1 1 d . . . O11 O 0.8652(3) 0.8778(2) 0.9737(2) 0.0796(11) Uani 1 1 d . . . C24 C 0.7083(3) 1.1381(2) 0.5913(2) 0.0368(8) Uani 1 1 d . . . H24A H 0.6888 1.1915 0.5822 0.055 Uiso 1 1 calc R . . H24B H 0.7410 1.1188 0.5391 0.055 Uiso 1 1 calc R . . H24C H 0.7615 1.1332 0.6433 0.055 Uiso 1 1 calc R . . C17 C 0.7959(3) 1.08823(18) 0.89274(19) 0.0265(7) Uani 1 1 d . . . H17A H 0.7207 1.0683 0.9010 0.032 Uiso 1 1 calc R . . C22 C 0.5041(3) 1.18086(18) 0.7061(2) 0.0259(7) Uani 1 1 d . . . C18 C 0.7837(3) 1.1727(2) 0.8772(3) 0.0453(9) Uani 1 1 d . . . H18A H 0.8560 1.1948 0.8694 0.068 Uiso 1 1 calc R . . H18B H 0.7534 1.1962 0.9283 0.068 Uiso 1 1 calc R . . H18C H 0.7338 1.1818 0.8240 0.068 Uiso 1 1 calc R . . C13 C 0.7909(3) 0.91601(18) 0.63166(19) 0.0272(7) Uani 1 1 d . . . H13A H 0.7128 0.9039 0.6416 0.033 Uiso 1 1 calc R . . C21 C 0.4653(2) 1.17414(17) 0.7868(2) 0.0249(7) Uani 1 1 d . . . C23 C 0.6049(3) 1.09276(19) 0.60568(19) 0.0271(7) Uani 1 1 d . . . H23A H 0.6277 1.0385 0.6117 0.033 Uiso 1 1 calc R . . C31 C 0.2143(3) 0.8675(2) 0.7534(2) 0.0388(8) Uani 1 1 d . . . C14 C 0.8580(3) 0.84497(19) 0.6531(2) 0.0328(7) Uani 1 1 d . . . H14A H 0.9347 0.8537 0.6411 0.049 Uiso 1 1 calc R . . H14B H 0.8275 0.8031 0.6163 0.049 Uiso 1 1 calc R . . H14C H 0.8551 0.8322 0.7157 0.049 Uiso 1 1 calc R . . F12 F 0.9848(2) 0.78515(19) 0.85306(18) 0.0863(10) Uani 1 1 d . . . C26 C 0.4745(3) 1.07204(18) 0.90790(19) 0.0278(7) Uani 1 1 d . . . H26A H 0.5143 1.0227 0.9154 0.033 Uiso 1 1 calc R . . C30 C 0.4926(3) 1.24765(19) 0.6463(2) 0.0321(7) Uani 1 1 d . . . H30A H 0.4310 1.2394 0.6012 0.048 Uiso 1 1 calc R . . H30B H 0.5608 1.2546 0.6175 0.048 Uiso 1 1 calc R . . H30C H 0.4783 1.2929 0.6808 0.048 Uiso 1 1 calc R . . F13 F 0.9733(2) 0.7290(2) 0.97557(19) 0.1014(12) Uani 1 1 d . . . C15 C 0.7919(3) 0.9395(2) 0.5349(2) 0.0343(8) Uani 1 1 d . . . H15A H 0.7521 0.9874 0.5252 0.051 Uiso 1 1 calc R . . H15B H 0.7560 0.9003 0.4969 0.051 Uiso 1 1 calc R . . H15C H 0.8682 0.9459 0.5206 0.051 Uiso 1 1 calc R . . C28 C 0.5191(3) 1.1234(2) 0.9833(2) 0.0361(8) Uani 1 1 d . . . H28A H 0.5974 1.1333 0.9784 0.054 Uiso 1 1 calc R . . H28B H 0.5099 1.0987 1.0400 0.054 Uiso 1 1 calc R . . H28C H 0.4785 1.1713 0.9801 0.054 Uiso 1 1 calc R . . F11 F 0.8731(3) 0.69351(17) 0.8607(2) 0.1041(12) Uani 1 1 d . . . C29 C 0.3993(3) 1.23153(19) 0.8312(2) 0.0350(8) Uani 1 1 d . . . H29A H 0.4491 1.2658 0.8662 0.053 Uiso 1 1 calc R . . H29B H 0.3511 1.2059 0.8701 0.053 Uiso 1 1 calc R . . H29C H 0.3543 1.2606 0.7864 0.053 Uiso 1 1 calc R . . C25 C 0.5160(3) 1.0970(2) 0.5288(2) 0.0400(9) Uani 1 1 d . . . H25A H 0.4498 1.0707 0.5447 0.060 Uiso 1 1 calc R . . H25B H 0.5428 1.0730 0.4766 0.060 Uiso 1 1 calc R . . H25C H 0.4983 1.1501 0.5156 0.060 Uiso 1 1 calc R . . C19 C 0.8688(3) 1.0676(2) 0.9752(2) 0.0408(9) Uani 1 1 d . . . H19A H 0.8789 1.0126 0.9777 0.061 Uiso 1 1 calc R . . H19B H 0.8339 1.0845 1.0276 0.061 Uiso 1 1 calc R . . H19C H 0.9406 1.0923 0.9738 0.061 Uiso 1 1 calc R . . C27 C 0.3523(3) 1.0556(2) 0.9092(2) 0.0408(9) Uani 1 1 d . . . H27A H 0.3113 1.1034 0.9081 0.061 Uiso 1 1 calc R . . H27B H 0.3397 1.0275 0.9630 0.061 Uiso 1 1 calc R . . H27C H 0.3269 1.0254 0.8572 0.061 Uiso 1 1 calc R . . C16 C 1.0255(3) 1.1083(2) 0.8130(2) 0.0439(9) Uani 1 1 d . . . H16A H 1.0885 1.1023 0.7778 0.066 Uiso 1 1 calc R . . H16B H 1.0472 1.0938 0.8744 0.066 Uiso 1 1 calc R . . H16C H 1.0014 1.1612 0.8111 0.066 Uiso 1 1 calc R . . C41 C 0.9147(4) 0.7536(3) 0.9034(3) 0.0541(11) Uani 1 1 d . . . C40 C 1.0135(3) 1.0079(2) 0.6373(2) 0.0347(8) Uani 1 1 d . . . H40A H 0.9884 1.0360 0.5836 0.052 Uiso 1 1 calc R . . H40B H 1.0241 0.9546 0.6224 0.052 Uiso 1 1 calc R . . H40C H 1.0835 1.0292 0.6631 0.052 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 Se1 0.02110(15) 0.01867(15) 0.02326(16) -0.00058(12) 0.00518(11) 0.00008(12) S21 0.0348(5) 0.0351(5) 0.0353(5) 0.0018(4) 0.0106(4) 0.0029(4) S11 0.0275(4) 0.0376(5) 0.0278(4) -0.0053(3) 0.0030(3) 0.0000(4) N32 0.0218(13) 0.0258(14) 0.0223(12) -0.0016(11) 0.0022(10) -0.0008(11) F23 0.0355(11) 0.0571(15) 0.0493(12) -0.0050(11) 0.0128(9) 0.0049(10) N31 0.0233(13) 0.0239(14) 0.0216(12) 0.0002(10) 0.0020(10) -0.0033(10) O13 0.0353(14) 0.072(2) 0.0407(14) 0.0211(14) 0.0120(11) 0.0077(13) F22 0.0488(15) 0.0737(19) 0.106(2) 0.0529(16) 0.0248(14) 0.0105(13) N22 0.0232(13) 0.0206(13) 0.0221(12) -0.0003(10) 0.0053(10) 0.0014(10) F21 0.0321(12) 0.0591(16) 0.114(2) -0.0329(15) -0.0094(13) -0.0037(11) N21 0.0223(13) 0.0240(14) 0.0208(12) 0.0017(10) 0.0023(10) 0.0010(10) C12 0.0200(15) 0.0320(19) 0.0275(16) 0.0063(13) 0.0046(12) -0.0032(13) C20 0.0212(15) 0.0239(16) 0.0213(15) 0.0000(12) 0.0040(12) -0.0005(12) O12 0.0372(14) 0.0430(15) 0.0377(13) 0.0140(11) 0.0046(11) 0.0055(12) O23 0.080(2) 0.075(2) 0.063(2) 0.0384(17) 0.0289(17) 0.0305(18) O22 0.0510(17) 0.0484(17) 0.0547(17) -0.0159(13) 0.0135(13) 0.0079(13) C11 0.0221(16) 0.0313(17) 0.0273(16) 0.0048(13) 0.0034(12) -0.0043(13) O21 0.0317(14) 0.0544(17) 0.0597(17) -0.0179(14) 0.0046(12) -0.0095(13) C10 0.0233(15) 0.0193(14) 0.0228(15) 0.0010(12) 0.0036(12) 0.0050(12) O11 0.059(2) 0.086(3) 0.091(2) -0.052(2) -0.0068(18) -0.0187(18) C24 0.038(2) 0.037(2) 0.0374(19) 0.0030(16) 0.0135(15) -0.0020(16) C17 0.0293(17) 0.0261(17) 0.0243(15) -0.0040(13) 0.0045(12) -0.0015(13) C22 0.0248(16) 0.0232(16) 0.0292(16) 0.0009(13) 0.0005(13) 0.0046(13) C18 0.058(3) 0.028(2) 0.051(2) -0.0056(17) 0.0083(19) -0.0003(18) C13 0.0249(16) 0.0324(18) 0.0251(16) -0.0049(13) 0.0067(12) -0.0013(14) C21 0.0257(16) 0.0209(16) 0.0284(16) 0.0015(12) 0.0037(13) 0.0021(13) C23 0.0301(17) 0.0321(18) 0.0201(15) -0.0007(13) 0.0069(12) 0.0014(14) C31 0.0300(19) 0.036(2) 0.049(2) -0.0005(17) -0.0023(16) 0.0042(16) C14 0.0394(19) 0.0306(19) 0.0295(17) -0.0023(14) 0.0091(14) 0.0002(15) F12 0.0558(16) 0.134(3) 0.0751(18) 0.0530(18) 0.0409(14) 0.0420(17) C26 0.0388(19) 0.0212(16) 0.0251(16) 0.0026(13) 0.0125(13) 0.0041(14) C30 0.0342(18) 0.0299(18) 0.0324(17) 0.0097(14) 0.0033(14) 0.0060(15) F13 0.0657(18) 0.163(3) 0.0782(19) 0.070(2) 0.0206(15) 0.061(2) C15 0.0352(19) 0.043(2) 0.0239(16) -0.0024(15) 0.0004(14) 0.0053(16) C28 0.045(2) 0.038(2) 0.0269(17) 0.0002(15) 0.0066(15) 0.0047(16) F11 0.146(3) 0.0508(19) 0.122(3) -0.0180(18) 0.050(2) 0.031(2) C29 0.0378(19) 0.0276(18) 0.0408(19) 0.0025(15) 0.0104(15) 0.0107(15) C25 0.048(2) 0.048(2) 0.0230(17) -0.0027(15) -0.0030(15) 0.0039(18) C19 0.039(2) 0.055(2) 0.0274(18) -0.0028(16) -0.0011(15) -0.0004(18) C27 0.043(2) 0.035(2) 0.048(2) -0.0059(17) 0.0234(17) -0.0074(16) C16 0.033(2) 0.057(3) 0.042(2) -0.0065(18) 0.0068(16) -0.0176(18) C41 0.057(3) 0.059(3) 0.048(2) 0.017(2) 0.020(2) 0.026(2) C40 0.0265(17) 0.046(2) 0.0335(18) 0.0019(16) 0.0117(14) -0.0036(15) _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 C10 1.915(3) . ? Se1 C20 1.920(3) . ? Se1 O21 2.755(3) . ? Se1 O12 2.969(2) . ? S21 O23 1.425(3) . ? S21 O22 1.436(3) . ? S21 O21 1.452(3) . ? S21 C31 1.817(4) . ? S11 O13 1.424(3) . ? S11 O11 1.426(3) . ? S11 O12 1.436(2) . ? S11 C41 1.802(4) . ? N32 C10 1.355(4) . ? N32 C12 1.383(4) . ? N32 C13 1.500(4) . ? F23 C31 1.326(4) . ? N31 C10 1.343(4) . ? N31 C11 1.390(4) . ? N31 C17 1.495(4) . ? F22 C31 1.325(4) . ? N22 C20 1.351(4) . ? N22 C21 1.390(4) . ? N22 C26 1.491(4) . ? F21 C31 1.335(4) . ? N21 C20 1.352(4) . ? N21 C22 1.385(4) . ? N21 C23 1.488(4) . ? C12 C11 1.360(4) . ? C12 C40 1.500(4) . ? C11 C16 1.501(4) . ? C24 C23 1.525(4) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C17 C19 1.513(4) . ? C17 C18 1.518(5) . ? C17 H17A 1.0000 . ? C22 C21 1.357(4) . ? C22 C30 1.488(4) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C13 C14 1.517(4) . ? C13 C15 1.527(4) . ? C13 H13A 1.0000 . ? C21 C29 1.492(4) . ? C23 C25 1.521(4) . ? C23 H23A 1.0000 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? F12 C41 1.319(5) . ? C26 C27 1.518(5) . ? C26 C28 1.523(5) . ? C26 H26A 1.0000 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? F13 C41 1.326(5) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? F11 C41 1.322(6) . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C10 Se1 C20 96.26(12) . . ? C10 Se1 O21 172.61(10) . . ? C20 Se1 O21 82.74(11) . . ? C10 Se1 O12 77.95(10) . . ? C20 Se1 O12 165.48(10) . . ? O21 Se1 O12 104.68(8) . . ? O23 S21 O22 116.56(19) . . ? O23 S21 O21 115.1(2) . . ? O22 S21 O21 113.88(17) . . ? O23 S21 C31 103.78(18) . . ? O22 S21 C31 103.59(17) . . ? O21 S21 C31 101.22(16) . . ? O13 S11 O11 115.0(2) . . ? O13 S11 O12 115.01(15) . . ? O11 S11 O12 113.8(2) . . ? O13 S11 C41 103.85(19) . . ? O11 S11 C41 103.0(2) . . ? O12 S11 C41 103.96(17) . . ? C10 N32 C12 108.2(2) . . ? C10 N32 C13 124.3(2) . . ? C12 N32 C13 127.0(2) . . ? C10 N31 C11 108.6(2) . . ? C10 N31 C17 123.6(2) . . ? C11 N31 C17 127.7(3) . . ? C20 N22 C21 108.5(2) . . ? C20 N22 C26 125.2(2) . . ? C21 N22 C26 126.3(2) . . ? C20 N21 C22 108.6(2) . . ? C20 N21 C23 124.6(3) . . ? C22 N21 C23 126.6(2) . . ? C11 C12 N32 107.6(3) . . ? C11 C12 C40 127.3(3) . . ? N32 C12 C40 124.8(3) . . ? N22 C20 N21 108.1(3) . . ? N22 C20 Se1 124.4(2) . . ? N21 C20 Se1 127.5(2) . . ? S11 O12 Se1 133.63(15) . . ? C12 C11 N31 107.1(3) . . ? C12 C11 C16 128.0(3) . . ? N31 C11 C16 124.9(3) . . ? S21 O21 Se1 126.64(15) . . ? N31 C10 N32 108.4(3) . . ? N31 C10 Se1 127.5(2) . . ? N32 C10 Se1 124.1(2) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N31 C17 C19 111.8(3) . . ? N31 C17 C18 110.3(3) . . ? C19 C17 C18 114.1(3) . . ? N31 C17 H17A 106.7 . . ? C19 C17 H17A 106.7 . . ? C18 C17 H17A 106.7 . . ? C21 C22 N21 107.5(3) . . ? C21 C22 C30 126.7(3) . . ? N21 C22 C30 125.8(3) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N32 C13 C14 110.3(2) . . ? N32 C13 C15 112.8(3) . . ? C14 C13 C15 112.4(3) . . ? N32 C13 H13A 107.0 . . ? C14 C13 H13A 107.0 . . ? C15 C13 H13A 107.0 . . ? C22 C21 N22 107.4(3) . . ? C22 C21 C29 126.4(3) . . ? N22 C21 C29 126.3(3) . . ? N21 C23 C25 110.4(3) . . ? N21 C23 C24 111.4(3) . . ? C25 C23 C24 113.9(3) . . ? N21 C23 H23A 106.9 . . ? C25 C23 H23A 106.9 . . ? C24 C23 H23A 106.9 . . ? F22 C31 F23 108.4(3) . . ? F22 C31 F21 106.4(3) . . ? F23 C31 F21 106.5(3) . . ? F22 C31 S21 111.8(2) . . ? F23 C31 S21 112.4(3) . . ? F21 C31 S21 111.0(3) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N22 C26 C27 110.9(3) . . ? N22 C26 C28 110.7(3) . . ? C27 C26 C28 112.9(3) . . ? N22 C26 H26A 107.3 . . ? C27 C26 H26A 107.3 . . ? C28 C26 H26A 107.3 . . ? C22 C30 H30A 109.5 . . ? C22 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C22 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C26 C28 H28A 109.5 . . ? C26 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C26 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C21 C29 H29A 109.5 . . ? C21 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C21 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C23 C25 H25A 109.5 . . ? C23 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C23 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C11 C16 H16A 109.5 . . ? C11 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C11 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? F12 C41 F11 107.2(4) . . ? F12 C41 F13 106.8(4) . . ? F11 C41 F13 107.2(4) . . ? F12 C41 S11 112.7(3) . . ? F11 C41 S11 110.5(3) . . ? F13 C41 S11 112.1(3) . . ? C12 C40 H40A 109.5 . . ? C12 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C12 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C10 N32 C12 C11 0.8(3) . . . . ? C13 N32 C12 C11 -171.2(3) . . . . ? C10 N32 C12 C40 -174.7(3) . . . . ? C13 N32 C12 C40 13.3(5) . . . . ? C21 N22 C20 N21 0.3(3) . . . . ? C26 N22 C20 N21 178.7(3) . . . . ? C21 N22 C20 Se1 178.7(2) . . . . ? C26 N22 C20 Se1 -2.9(4) . . . . ? C22 N21 C20 N22 0.7(3) . . . . ? C23 N21 C20 N22 -173.9(2) . . . . ? C22 N21 C20 Se1 -177.7(2) . . . . ? C23 N21 C20 Se1 7.7(4) . . . . ? C10 Se1 C20 N22 -121.6(3) . . . . ? O21 Se1 C20 N22 65.8(2) . . . . ? O12 Se1 C20 N22 -56.1(5) . . . . ? C10 Se1 C20 N21 56.5(3) . . . . ? O21 Se1 C20 N21 -116.1(3) . . . . ? O12 Se1 C20 N21 122.0(4) . . . . ? O13 S11 O12 Se1 92.5(2) . . . . ? O11 S11 O12 Se1 -43.3(3) . . . . ? C41 S11 O12 Se1 -154.6(2) . . . . ? C10 Se1 O12 S11 88.0(2) . . . . ? C20 Se1 O12 S11 20.3(5) . . . . ? O21 Se1 O12 S11 -99.10(19) . . . . ? N32 C12 C11 N31 -0.3(3) . . . . ? C40 C12 C11 N31 175.0(3) . . . . ? N32 C12 C11 C16 179.7(3) . . . . ? C40 C12 C11 C16 -5.0(6) . . . . ? C10 N31 C11 C12 -0.2(3) . . . . ? C17 N31 C11 C12 -179.3(3) . . . . ? C10 N31 C11 C16 179.8(3) . . . . ? C17 N31 C11 C16 0.7(5) . . . . ? O23 S21 O21 Se1 -76.0(2) . . . . ? O22 S21 O21 Se1 62.4(2) . . . . ? C31 S21 O21 Se1 172.88(18) . . . . ? C10 Se1 O21 S21 9.9(10) . . . . ? C20 Se1 O21 S21 92.6(2) . . . . ? O12 Se1 O21 S21 -100.1(2) . . . . ? C11 N31 C10 N32 0.7(3) . . . . ? C17 N31 C10 N32 179.8(3) . . . . ? C11 N31 C10 Se1 -178.5(2) . . . . ? C17 N31 C10 Se1 0.6(4) . . . . ? C12 N32 C10 N31 -0.9(3) . . . . ? C13 N32 C10 N31 171.3(3) . . . . ? C12 N32 C10 Se1 178.3(2) . . . . ? C13 N32 C10 Se1 -9.4(4) . . . . ? C20 Se1 C10 N31 63.5(3) . . . . ? O21 Se1 C10 N31 145.3(7) . . . . ? O12 Se1 C10 N31 -103.0(3) . . . . ? C20 Se1 C10 N32 -115.6(3) . . . . ? O21 Se1 C10 N32 -33.8(10) . . . . ? O12 Se1 C10 N32 77.9(2) . . . . ? C10 N31 C17 C19 119.1(3) . . . . ? C11 N31 C17 C19 -62.0(4) . . . . ? C10 N31 C17 C18 -112.9(3) . . . . ? C11 N31 C17 C18 66.1(4) . . . . ? C20 N21 C22 C21 -1.4(3) . . . . ? C23 N21 C22 C21 173.1(3) . . . . ? C20 N21 C22 C30 177.5(3) . . . . ? C23 N21 C22 C30 -8.1(5) . . . . ? C10 N32 C13 C14 -105.3(3) . . . . ? C12 N32 C13 C14 65.5(4) . . . . ? C10 N32 C13 C15 128.1(3) . . . . ? C12 N32 C13 C15 -61.2(4) . . . . ? N21 C22 C21 N22 1.5(3) . . . . ? C30 C22 C21 N22 -177.3(3) . . . . ? N21 C22 C21 C29 -178.9(3) . . . . ? C30 C22 C21 C29 2.2(5) . . . . ? C20 N22 C21 C22 -1.1(3) . . . . ? C26 N22 C21 C22 -179.6(3) . . . . ? C20 N22 C21 C29 179.3(3) . . . . ? C26 N22 C21 C29 0.9(5) . . . . ? C20 N21 C23 C25 118.8(3) . . . . ? C22 N21 C23 C25 -54.8(4) . . . . ? C20 N21 C23 C24 -113.5(3) . . . . ? C22 N21 C23 C24 72.9(4) . . . . ? O23 S21 C31 F22 -178.4(3) . . . . ? O22 S21 C31 F22 59.4(3) . . . . ? O21 S21 C31 F22 -58.8(3) . . . . ? O23 S21 C31 F23 -56.2(3) . . . . ? O22 S21 C31 F23 -178.4(2) . . . . ? O21 S21 C31 F23 63.4(3) . . . . ? O23 S21 C31 F21 63.0(3) . . . . ? O22 S21 C31 F21 -59.2(3) . . . . ? O21 S21 C31 F21 -177.4(3) . . . . ? C20 N22 C26 C27 -111.1(3) . . . . ? C21 N22 C26 C27 67.1(4) . . . . ? C20 N22 C26 C28 122.7(3) . . . . ? C21 N22 C26 C28 -59.1(4) . . . . ? O13 S11 C41 F12 -179.9(3) . . . . ? O11 S11 C41 F12 -59.6(4) . . . . ? O12 S11 C41 F12 59.4(4) . . . . ? O13 S11 C41 F11 60.1(3) . . . . ? O11 S11 C41 F11 -179.5(3) . . . . ? O12 S11 C41 F11 -60.5(3) . . . . ? O13 S11 C41 F13 -59.4(4) . . . . ? O11 S11 C41 F13 60.9(4) . . . . ? O12 S11 C41 F13 179.9(3) . . . . ? _diffrn_measured_fraction_theta_max .988 _diffrn_reflns_theta_full 26.19 _diffrn_measured_fraction_theta_full .988 _refine_diff_density_max .555 _refine_diff_density_min -.573 _refine_diff_density_rms .076 data_7 _database_code_depnum_ccdc_archive 'CCDC 738653' #TrackingRef 'compiled.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31.50 H42 Cl3 F6 N8 O6 S2 Se' _chemical_formula_weight 992.16 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S .1246 .1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl .1484 .1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -.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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.951(2) _cell_length_b 13.706(3) _cell_length_c 14.440(3) _cell_angle_alpha 67.84(3) _cell_angle_beta 86.92(3) _cell_angle_gamma 78.47(3) _cell_volume 2145.8(7) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 37938 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 25.03 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.536 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1012 _exptl_absorpt_coefficient_mu 1.236 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7642 _exptl_absorpt_correction_T_max 0.8174 _exptl_absorpt_process_details 'DENZO-SMN (Otwinowski & Minor, 1997)' _exptl_special_details ; Due to the nature of the disorder for the disordered CH2Cl2 the hydrogen atoms positions could not be fixed to the carbon as this caused a fatal AFIX connectivity error during refinement with XL. The formula in this cif file reflects the formula of the refinement without these H atoms, the formula within the manuscript includes the hydrogen atoms of the disordered CH2Cl2. ; _diffrn_ambient_temperature 150(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 'Nonius Kappa-CCD' _diffrn_measurement_method '\f scans, and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14477 _diffrn_reflns_av_R_equivalents 0.0380 _diffrn_reflns_av_sigmaI/netI 0.0579 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.52 _diffrn_reflns_theta_max 25.19 _reflns_number_total 7641 _reflns_number_gt 5172 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1997-2001)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 2001)' _computing_publication_material SHELXTL/PC _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^)+(0.1407P)^2^+4.6090P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7641 _refine_ls_number_parameters 536 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.1191 _refine_ls_R_factor_gt 0.0815 _refine_ls_wR_factor_ref 0.2526 _refine_ls_wR_factor_gt 0.2212 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.057 _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 Se1 Se 0.5000 0.0000 0.0000 0.0384(3) Uani 1 2 d S . . Cl1 Cl 0.8880(2) 0.1869(3) 0.0515(2) 0.1079(9) Uani 1 1 d D . . S1 S 0.71938(13) 0.68793(12) 0.13416(14) 0.0506(5) Uani 1 1 d D . . O1 O 0.6514(5) 0.6570(4) 0.0757(4) 0.0798(17) Uani 1 1 d D . . F1 F 0.8673(6) 0.5776(5) 0.2779(6) 0.149(3) Uani 1 1 d D . . S2 S 1.0934(3) 0.22772(17) 0.4752(2) 0.1014(10) Uani 1 1 d D . . Se2 Se 0.5000 0.5000 0.5000 0.0575(3) Uani 1 2 d S . . Cl2 Cl 0.9850(3) 0.2823(3) 0.1633(3) 0.1229(11) Uani 1 1 d D . . O2 O 0.7969(4) 0.7543(4) 0.0807(5) 0.091(2) Uani 1 1 d D . . F2 F 0.8868(7) 0.5302(5) 0.1540(7) 0.181(4) Uani 1 1 d D . . F3 F 0.7564(4) 0.4878(3) 0.2575(4) 0.0954(18) Uani 1 1 d D . . O3 O 0.6540(5) 0.7202(4) 0.2072(4) 0.0743(15) Uani 1 1 d D . . O4 O 1.0700(7) 0.1624(5) 0.5707(5) 0.137(4) Uani 1 1 d D . . F4 F 1.1346(8) 0.3704(9) 0.5244(9) 0.194(4) Uani 1 1 d D . . F5 F 1.0732(5) 0.4337(4) 0.3804(5) 0.111(2) Uani 1 1 d D . . O5 O 1.1904(5) 0.2143(5) 0.4209(6) 0.109(3) Uani 1 1 d D . . F6 F 0.9565(4) 0.3883(4) 0.4973(5) 0.1015(18) Uani 1 1 d D . . C10 C 0.9787(9) 0.2732(9) 0.0479(7) 0.118(4) Uani 1 1 d D . . H10A H 1.0562 0.2460 0.0293 0.141 Uiso 1 1 calc R . . H10B H 0.9502 0.3453 -0.0032 0.141 Uiso 1 1 calc R . . N11 N 0.3585(4) -0.0652(4) 0.0805(4) 0.0429(12) Uani 1 1 d . . . N12 N 0.0758(4) -0.1978(5) 0.2052(4) 0.0547(14) Uani 1 1 d . . . C12 C 0.3684(5) -0.1700(5) 0.1334(5) 0.0434(14) Uani 1 1 d . . . H12A H 0.4423 -0.2141 0.1420 0.052 Uiso 1 1 calc R . . C13 C 0.1587(5) -0.0433(5) 0.1089(5) 0.0482(16) Uani 1 1 d . . . H13A H 0.0863 0.0035 0.0990 0.058 Uiso 1 1 calc R . . C14 C 0.1674(5) -0.1537(5) 0.1650(4) 0.0417(14) Uani 1 1 d . . . C15 C 0.2521(5) -0.0037(5) 0.0692(5) 0.0467(15) Uani 1 1 d . . . H15A H 0.2431 0.0711 0.0313 0.056 Uiso 1 1 calc R . . C16 C 0.2791(5) -0.2175(5) 0.1756(5) 0.0456(15) Uani 1 1 d . . . H16A H 0.2910 -0.2929 0.2119 0.055 Uiso 1 1 calc R . . C17 C 0.0898(7) -0.3145(6) 0.2587(6) 0.072(2) Uani 1 1 d . . . H17A H 0.1712 -0.3473 0.2642 0.109 Uiso 1 1 calc R . . H17B H 0.0490 -0.3443 0.2218 0.109 Uiso 1 1 calc R . . H17C H 0.0586 -0.3298 0.3258 0.109 Uiso 1 1 calc R . . C18 C -0.0387(6) -0.1324(7) 0.1895(6) 0.065(2) Uani 1 1 d . . . H18A H -0.0344 -0.0568 0.1528 0.098 Uiso 1 1 calc R . . H18B H -0.0736 -0.1406 0.2544 0.098 Uiso 1 1 calc R . . H18C H -0.0853 -0.1556 0.1509 0.098 Uiso 1 1 calc R . . N21 N 0.4490(4) -0.0465(4) -0.1161(4) 0.0393(11) Uani 1 1 d . . . C22 C 0.3675(5) 0.0193(5) -0.1846(4) 0.0399(14) Uani 1 1 d . . . H22A H 0.3459 0.0920 -0.1904 0.048 Uiso 1 1 calc R . . N22 N 0.2892(5) -0.1591(4) -0.2927(4) 0.0500(13) Uani 1 1 d . . . C23 C 0.3146(5) -0.0138(5) -0.2461(5) 0.0434(14) Uani 1 1 d . . . H23A H 0.2592 0.0359 -0.2946 0.052 Uiso 1 1 calc R . . C24 C 0.3429(5) -0.1225(5) -0.2372(5) 0.0407(14) Uani 1 1 d . . . C25 C 0.4306(5) -0.1875(5) -0.1666(5) 0.0455(15) Uani 1 1 d . . . H25A H 0.4566 -0.2602 -0.1596 0.055 Uiso 1 1 calc R . . C26 C 0.4773(5) -0.1486(5) -0.1097(5) 0.0451(15) Uani 1 1 d . . . H26A H 0.5343 -0.1961 -0.0616 0.054 Uiso 1 1 calc R . . C27 C 0.3177(9) -0.2710(6) -0.2832(7) 0.082(3) Uani 1 1 d . . . H27A H 0.3598 -0.3144 -0.2201 0.123 Uiso 1 1 calc R . . H27B H 0.3651 -0.2767 -0.3392 0.123 Uiso 1 1 calc R . . H27C H 0.2473 -0.2971 -0.2842 0.123 Uiso 1 1 calc R . . C28 C 0.1987(6) -0.0896(6) -0.3662(6) 0.0606(19) Uani 1 1 d . . . H28A H 0.1918 -0.0152 -0.3715 0.091 Uiso 1 1 calc R . . H28B H 0.1260 -0.1130 -0.3446 0.091 Uiso 1 1 calc R . . H28C H 0.2177 -0.0941 -0.4315 0.091 Uiso 1 1 calc R . . N31 N 0.5537(5) 0.5209(5) 0.6292(5) 0.0696(18) Uani 1 1 d . . . C32 C 0.6326(7) 0.5842(7) 0.6244(8) 0.080(3) Uani 1 1 d . . . H32A H 0.6581 0.6244 0.5604 0.096 Uiso 1 1 calc R . . N32 N 0.6854(7) 0.5339(6) 0.8839(7) 0.092(2) Uani 1 1 d . . . C33 C 0.6747(7) 0.5919(7) 0.7047(8) 0.078(2) Uani 1 1 d . . . H33A H 0.7282 0.6370 0.6968 0.093 Uiso 1 1 calc R . . C34 C 0.6397(7) 0.5330(6) 0.8018(8) 0.071(2) Uani 1 1 d . . . C35 C 0.5571(6) 0.4698(6) 0.8056(7) 0.063(2) Uani 1 1 d . . . H35A H 0.5297 0.4284 0.8682 0.075 Uiso 1 1 calc R . . C36 C 0.5181(6) 0.4687(5) 0.7211(7) 0.066(2) Uani 1 1 d . . . H36A H 0.4608 0.4279 0.7264 0.079 Uiso 1 1 calc R . . C37 C 0.7752(10) 0.5964(10) 0.8779(9) 0.112(4) Uani 1 1 d . . . H37A H 0.7758 0.6501 0.8099 0.169 Uiso 1 1 calc R . . H37B H 0.8498 0.5478 0.8942 0.169 Uiso 1 1 calc R . . H37C H 0.7595 0.6326 0.9255 0.169 Uiso 1 1 calc R . . C38 C 0.6670(9) 0.4588(8) 0.9853(8) 0.094(3) Uani 1 1 d . . . H38A H 0.6010 0.4269 0.9839 0.142 Uiso 1 1 calc R . . H38B H 0.6527 0.4977 1.0308 0.142 Uiso 1 1 calc R . . H38C H 0.7351 0.4020 1.0086 0.142 Uiso 1 1 calc R . . N41 N 0.4116(4) 0.6640(4) 0.4428(4) 0.0543(14) Uani 1 1 d . . . C42 C 0.4633(6) 0.7449(6) 0.3889(5) 0.0569(18) Uani 1 1 d . . . H42A H 0.5418 0.7283 0.3749 0.068 Uiso 1 1 calc R . . N42 N 0.2371(5) 0.9797(5) 0.3415(4) 0.0553(14) Uani 1 1 d . . . C43 C 0.4103(6) 0.8484(6) 0.3536(5) 0.0537(17) Uani 1 1 d . . . H43A H 0.4516 0.9022 0.3153 0.064 Uiso 1 1 calc R . . C44 C 0.2929(5) 0.8786(5) 0.3729(5) 0.0464(15) Uani 1 1 d . . . C45 C 0.2389(5) 0.7912(5) 0.4285(5) 0.0481(15) Uani 1 1 d . . . H45A H 0.1600 0.8046 0.4427 0.058 Uiso 1 1 calc R . . C46 C 0.2987(5) 0.6900(6) 0.4613(5) 0.0531(17) Uani 1 1 d . . . H46A H 0.2604 0.6336 0.4992 0.064 Uiso 1 1 calc R . . C47 C 0.1141(6) 1.0062(6) 0.3557(6) 0.0576(18) Uani 1 1 d . . . H47A H 0.0869 0.9409 0.3979 0.086 Uiso 1 1 calc R . . H47B H 0.0740 1.0367 0.2905 0.086 Uiso 1 1 calc R . . H47C H 0.0989 1.0587 0.3880 0.086 Uiso 1 1 calc R . . C48 C 0.2901(7) 1.0690(6) 0.2802(6) 0.066(2) Uani 1 1 d . . . H48A H 0.3721 1.0430 0.2759 0.099 Uiso 1 1 calc R . . H48B H 0.2789 1.1233 0.3103 0.099 Uiso 1 1 calc R . . H48C H 0.2551 1.1008 0.2129 0.099 Uiso 1 1 calc R . . C51 C 0.8110(6) 0.5647(6) 0.2085(6) 0.080(3) Uani 1 1 d D . . C61 C 1.0572(6) 0.3606(6) 0.4662(6) 0.094(3) Uani 1 1 d D . . O6 O 0.9931(8) 0.2330(15) 0.4194(10) 0.264(10) Uani 1 1 d D . . Cl3 Cl 0.5112(5) -0.1467(11) -0.4270(5) 0.096(4) Uani 0.516(19) 1 d PD A 1 Cl3B Cl 0.5211(13) -0.0735(11) -0.4643(10) 0.143(4) Uani 0.484(19) 1 d P . 2 C91 C 0.5742(19) -0.051(2) -0.5204(18) 0.136(14) Uani 0.50 1 d PD . . 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 0.0355(5) 0.0406(5) 0.0399(5) -0.0141(4) 0.0029(3) -0.0117(3) Cl1 0.0760(15) 0.132(2) 0.140(2) -0.085(2) -0.0137(15) -0.0003(15) S1 0.0422(9) 0.0349(8) 0.0666(11) -0.0106(8) 0.0024(8) -0.0062(7) O1 0.090(4) 0.067(3) 0.078(4) -0.022(3) -0.027(3) -0.006(3) F1 0.121(5) 0.092(4) 0.200(8) 0.000(4) -0.093(5) -0.029(4) S2 0.134(2) 0.0437(11) 0.114(2) -0.0254(12) 0.0637(18) -0.0146(13) Se2 0.0364(5) 0.0516(6) 0.0701(7) -0.0088(5) 0.0092(4) -0.0064(4) Cl2 0.118(2) 0.130(2) 0.159(3) -0.084(2) 0.023(2) -0.055(2) O2 0.054(3) 0.049(3) 0.131(5) 0.007(3) 0.029(3) -0.012(2) F2 0.138(6) 0.091(4) 0.214(8) 0.002(5) 0.082(6) 0.060(4) F3 0.080(3) 0.041(2) 0.133(5) 0.009(3) -0.023(3) -0.019(2) O3 0.087(4) 0.051(3) 0.080(4) -0.023(3) 0.018(3) -0.010(3) O4 0.123(6) 0.063(4) 0.156(7) 0.023(4) 0.062(5) -0.006(4) F4 0.136(7) 0.237(11) 0.281(12) -0.164(10) -0.012(7) -0.061(7) F5 0.087(4) 0.055(3) 0.139(5) 0.010(3) 0.034(3) -0.004(3) O5 0.093(4) 0.061(4) 0.178(7) -0.054(4) 0.074(5) -0.028(3) F6 0.079(3) 0.074(3) 0.152(5) -0.050(3) 0.046(3) -0.012(3) C10 0.089(7) 0.125(9) 0.111(9) -0.016(7) 0.044(6) -0.025(7) N11 0.041(3) 0.042(3) 0.042(3) -0.011(2) 0.009(2) -0.010(2) N12 0.041(3) 0.058(3) 0.059(4) -0.014(3) 0.005(3) -0.013(3) C12 0.041(3) 0.036(3) 0.048(4) -0.011(3) 0.002(3) -0.007(3) C13 0.038(3) 0.044(3) 0.053(4) -0.012(3) 0.004(3) -0.001(3) C14 0.039(3) 0.050(4) 0.036(3) -0.016(3) 0.003(3) -0.010(3) C15 0.048(4) 0.032(3) 0.049(4) -0.006(3) 0.007(3) -0.004(3) C16 0.046(4) 0.039(3) 0.046(4) -0.009(3) 0.001(3) -0.010(3) C17 0.068(5) 0.059(4) 0.080(6) -0.003(4) 0.005(4) -0.036(4) C18 0.036(4) 0.080(5) 0.074(5) -0.023(4) 0.007(3) -0.015(3) N21 0.038(3) 0.042(3) 0.042(3) -0.019(2) 0.000(2) -0.011(2) C22 0.045(3) 0.033(3) 0.040(3) -0.012(3) 0.000(3) -0.005(3) N22 0.060(3) 0.039(3) 0.051(3) -0.017(2) -0.013(3) -0.006(2) C23 0.042(3) 0.040(3) 0.044(4) -0.013(3) -0.005(3) 0.000(3) C24 0.041(3) 0.040(3) 0.043(3) -0.017(3) 0.005(3) -0.011(3) C25 0.050(4) 0.029(3) 0.053(4) -0.012(3) -0.009(3) -0.002(3) C26 0.045(3) 0.042(3) 0.044(4) -0.012(3) -0.006(3) -0.005(3) C27 0.123(7) 0.042(4) 0.086(6) -0.028(4) -0.044(5) -0.008(4) C28 0.056(4) 0.063(4) 0.067(5) -0.031(4) -0.018(4) -0.006(3) N31 0.041(3) 0.058(4) 0.089(5) -0.007(3) 0.011(3) -0.008(3) C32 0.056(5) 0.064(5) 0.102(7) -0.005(5) 0.022(5) -0.026(4) N32 0.109(6) 0.079(5) 0.111(7) -0.051(5) 0.039(5) -0.051(5) C33 0.064(5) 0.064(5) 0.097(7) -0.014(5) 0.017(5) -0.032(4) C34 0.063(5) 0.050(4) 0.101(7) -0.032(4) 0.029(5) -0.014(4) C35 0.057(4) 0.044(4) 0.078(6) -0.016(4) 0.029(4) -0.013(3) C36 0.045(4) 0.040(4) 0.097(6) -0.010(4) 0.026(4) -0.011(3) C37 0.123(9) 0.122(9) 0.123(9) -0.059(8) 0.035(7) -0.074(8) C38 0.103(7) 0.089(7) 0.099(7) -0.038(6) 0.025(6) -0.035(6) N41 0.043(3) 0.050(3) 0.062(4) -0.014(3) 0.009(3) -0.007(3) C42 0.039(3) 0.060(4) 0.066(5) -0.018(4) 0.013(3) -0.013(3) N42 0.051(3) 0.055(3) 0.064(4) -0.026(3) 0.010(3) -0.015(3) C43 0.046(4) 0.060(4) 0.054(4) -0.019(3) 0.008(3) -0.016(3) C44 0.047(4) 0.054(4) 0.045(4) -0.024(3) 0.008(3) -0.015(3) C45 0.038(3) 0.060(4) 0.052(4) -0.028(3) 0.009(3) -0.011(3) C46 0.042(4) 0.055(4) 0.061(4) -0.019(3) 0.013(3) -0.013(3) C47 0.051(4) 0.054(4) 0.066(5) -0.025(4) 0.003(3) -0.003(3) C48 0.065(5) 0.056(4) 0.077(5) -0.023(4) 0.011(4) -0.020(4) C51 0.047(4) 0.053(5) 0.127(8) -0.012(5) -0.017(5) -0.017(4) C61 0.071(6) 0.069(6) 0.115(8) -0.015(6) 0.033(6) -0.001(5) O6 0.155(10) 0.54(3) 0.272(16) -0.302(19) 0.069(10) -0.181(14) Cl3 0.084(4) 0.141(9) 0.080(4) -0.052(5) 0.021(3) -0.040(4) Cl3B 0.230(12) 0.111(8) 0.109(8) -0.054(8) -0.026(7) -0.050(8) C91 0.057(13) 0.20(4) 0.098(19) 0.01(2) -0.002(12) -0.036(16) _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 N11 2.149(5) 2_655 ? Se1 N11 2.149(5) . ? Se1 N21 2.159(5) . ? Se1 N21 2.159(5) 2_655 ? Cl1 C10 1.743(8) . ? S1 O2 1.418(4) . ? S1 O1 1.426(5) . ? S1 O3 1.430(5) . ? S1 C51 1.796(8) . ? F1 C51 1.320(7) . ? S2 O4 1.382(5) . ? S2 O5 1.385(5) . ? S2 O6 1.455(6) . ? S2 C61 1.742(7) . ? Se2 N31 2.141(8) 2_666 ? Se2 N31 2.141(8) . ? Se2 N41 2.144(5) . ? Se2 N41 2.144(5) 2_666 ? Cl2 C10 1.723(8) . ? F2 C51 1.302(7) . ? F3 C51 1.303(6) . ? F4 C61 1.341(7) . ? F5 C61 1.299(6) . ? F6 C61 1.298(6) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? N11 C12 1.332(7) . ? N11 C15 1.358(8) . ? N12 C14 1.355(8) . ? N12 C18 1.455(9) . ? N12 C17 1.469(9) . ? C12 C16 1.358(8) . ? C12 H12A 0.9500 . ? C13 C15 1.345(9) . ? C13 C14 1.405(9) . ? C13 H13A 0.9500 . ? C14 C16 1.423(8) . ? C15 H15A 0.9500 . ? C16 H16A 0.9500 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? N21 C26 1.341(8) . ? N21 C22 1.348(7) . ? C22 C23 1.369(9) . ? C22 H22A 0.9500 . ? N22 C24 1.340(8) . ? N22 C27 1.458(9) . ? N22 C28 1.467(8) . ? C23 C24 1.417(9) . ? C23 H23A 0.9500 . ? C24 C25 1.409(8) . ? C25 C26 1.331(9) . ? C25 H25A 0.9500 . ? C26 H26A 0.9500 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? N31 C36 1.340(10) . ? N31 C32 1.386(10) . ? C32 C33 1.337(13) . ? C32 H32A 0.9500 . ? N32 C34 1.337(12) . ? N32 C38 1.473(12) . ? N32 C37 1.481(11) . ? C33 C34 1.417(12) . ? C33 H33A 0.9500 . ? C34 C35 1.425(11) . ? C35 C36 1.335(11) . ? C35 H35A 0.9500 . ? C36 H36A 0.9500 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? N41 C42 1.338(8) . ? N41 C46 1.363(8) . ? C42 C43 1.342(10) . ? C42 H42A 0.9500 . ? N42 C44 1.326(9) . ? N42 C48 1.455(9) . ? N42 C47 1.465(9) . ? C43 C44 1.425(9) . ? C43 H43A 0.9500 . ? C44 C45 1.422(9) . ? C45 C46 1.343(9) . ? C45 H45A 0.9500 . ? C46 H46A 0.9500 . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? Cl3 C91 1.746(10) . ? Cl3B C91 0.99(2) . ? Cl3B C91 1.80(3) 2_654 ? Cl3B Cl3B 1.86(3) 2_654 ? C91 Cl3B 1.80(3) 2_654 ? 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 N11 Se1 N11 180.0 2_655 . ? N11 Se1 N21 94.63(19) 2_655 . ? N11 Se1 N21 85.37(19) . . ? N11 Se1 N21 85.37(19) 2_655 2_655 ? N11 Se1 N21 94.63(19) . 2_655 ? N21 Se1 N21 180.0(2) . 2_655 ? O2 S1 O1 116.0(4) . . ? O2 S1 O3 115.6(4) . . ? O1 S1 O3 112.2(4) . . ? O2 S1 C51 103.6(3) . . ? O1 S1 C51 104.2(3) . . ? O3 S1 C51 103.2(3) . . ? O4 S2 O5 127.7(5) . . ? O4 S2 O6 101.4(7) . . ? O5 S2 O6 109.6(6) . . ? O4 S2 C61 108.2(4) . . ? O5 S2 C61 109.8(3) . . ? O6 S2 C61 94.9(8) . . ? N31 Se2 N31 180.0(3) 2_666 . ? N31 Se2 N41 90.1(2) 2_666 . ? N31 Se2 N41 89.9(2) . . ? N31 Se2 N41 89.9(2) 2_666 2_666 ? N31 Se2 N41 90.1(2) . 2_666 ? N41 Se2 N41 180.00(19) . 2_666 ? Cl2 C10 Cl1 110.0(6) . . ? Cl2 C10 H10A 109.7 . . ? Cl1 C10 H10A 109.7 . . ? Cl2 C10 H10B 109.7 . . ? Cl1 C10 H10B 109.7 . . ? H10A C10 H10B 108.2 . . ? C12 N11 C15 117.1(5) . . ? C12 N11 Se1 121.2(4) . . ? C15 N11 Se1 121.2(4) . . ? C14 N12 C18 120.9(6) . . ? C14 N12 C17 120.0(6) . . ? C18 N12 C17 118.9(6) . . ? N11 C12 C16 123.8(6) . . ? N11 C12 H12A 118.1 . . ? C16 C12 H12A 118.1 . . ? C15 C13 C14 120.4(6) . . ? C15 C13 H13A 119.8 . . ? C14 C13 H13A 119.8 . . ? N12 C14 C13 122.7(6) . . ? N12 C14 C16 121.5(6) . . ? C13 C14 C16 115.8(5) . . ? C13 C15 N11 123.4(5) . . ? C13 C15 H15A 118.3 . . ? N11 C15 H15A 118.3 . . ? C12 C16 C14 119.5(6) . . ? C12 C16 H16A 120.2 . . ? C14 C16 H16A 120.2 . . ? N12 C17 H17A 109.5 . . ? N12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? N12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? N12 C18 H18A 109.5 . . ? N12 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? N12 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C26 N21 C22 117.0(5) . . ? C26 N21 Se1 120.9(4) . . ? C22 N21 Se1 120.5(4) . . ? N21 C22 C23 123.0(5) . . ? N21 C22 H22A 118.5 . . ? C23 C22 H22A 118.5 . . ? C24 N22 C27 121.6(5) . . ? C24 N22 C28 122.3(5) . . ? C27 N22 C28 116.2(5) . . ? C22 C23 C24 119.7(5) . . ? C22 C23 H23A 120.2 . . ? C24 C23 H23A 120.2 . . ? N22 C24 C25 123.3(5) . . ? N22 C24 C23 121.5(5) . . ? C25 C24 C23 115.2(5) . . ? C26 C25 C24 121.0(6) . . ? C26 C25 H25A 119.5 . . ? C24 C25 H25A 119.5 . . ? C25 C26 N21 124.0(6) . . ? C25 C26 H26A 118.0 . . ? N21 C26 H26A 118.0 . . ? N22 C27 H27A 109.5 . . ? N22 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N22 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N22 C28 H28A 109.5 . . ? N22 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? N22 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C36 N31 C32 115.6(8) . . ? C36 N31 Se2 122.1(6) . . ? C32 N31 Se2 122.3(6) . . ? C33 C32 N31 123.6(8) . . ? C33 C32 H32A 118.2 . . ? N31 C32 H32A 118.2 . . ? C34 N32 C38 122.7(7) . . ? C34 N32 C37 121.6(8) . . ? C38 N32 C37 114.7(9) . . ? C32 C33 C34 120.3(8) . . ? C32 C33 H33A 119.8 . . ? C34 C33 H33A 119.8 . . ? N32 C34 C33 121.6(8) . . ? N32 C34 C35 122.8(8) . . ? C33 C34 C35 115.5(9) . . ? C36 C35 C34 120.0(8) . . ? C36 C35 H35A 120.0 . . ? C34 C35 H35A 120.0 . . ? C35 C36 N31 124.9(7) . . ? C35 C36 H36A 117.5 . . ? N31 C36 H36A 117.5 . . ? N32 C37 H37A 109.5 . . ? N32 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? N32 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? N32 C38 H38A 109.5 . . ? N32 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? N32 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C42 N41 C46 117.0(6) . . ? C42 N41 Se2 122.4(4) . . ? C46 N41 Se2 120.5(4) . . ? N41 C42 C43 123.6(6) . . ? N41 C42 H42A 118.2 . . ? C43 C42 H42A 118.2 . . ? C44 N42 C48 122.3(6) . . ? C44 N42 C47 121.3(6) . . ? C48 N42 C47 115.9(6) . . ? C42 C43 C44 120.9(6) . . ? C42 C43 H43A 119.6 . . ? C44 C43 H43A 119.6 . . ? N42 C44 C45 122.0(6) . . ? N42 C44 C43 123.3(6) . . ? C45 C44 C43 114.7(6) . . ? C46 C45 C44 120.5(6) . . ? C46 C45 H45A 119.8 . . ? C44 C45 H45A 119.8 . . ? C45 C46 N41 123.4(6) . . ? C45 C46 H46A 118.3 . . ? N41 C46 H46A 118.3 . . ? N42 C47 H47A 109.5 . . ? N42 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? N42 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? N42 C48 H48A 109.5 . . ? N42 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? N42 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? F2 C51 F3 108.2(7) . . ? F2 C51 F1 107.0(8) . . ? F3 C51 F1 104.9(6) . . ? F2 C51 S1 111.4(5) . . ? F3 C51 S1 113.7(5) . . ? F1 C51 S1 111.2(5) . . ? F6 C61 F5 109.3(6) . . ? F6 C61 F4 107.9(8) . . ? F5 C61 F4 101.2(8) . . ? F6 C61 S2 115.4(5) . . ? F5 C61 S2 116.6(6) . . ? F4 C61 S2 105.0(6) . . ? C91 Cl3B C91 102(2) . 2_654 ? C91 Cl3B Cl3B 71(2) . 2_654 ? C91 Cl3B Cl3B 31.4(6) 2_654 2_654 ? Cl3B C91 Cl3 26.9(10) . . ? Cl3B C91 Cl3B 78(2) . 2_654 ? Cl3 C91 Cl3B 103.5(16) . 2_654 ? 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 N11 Se1 N11 C12 -112(7) 2_655 . . . ? N21 Se1 N11 C12 83.1(5) . . . . ? N21 Se1 N11 C12 -96.9(5) 2_655 . . . ? N11 Se1 N11 C15 77(7) 2_655 . . . ? N21 Se1 N11 C15 -88.2(5) . . . . ? N21 Se1 N11 C15 91.8(5) 2_655 . . . ? C15 N11 C12 C16 0.0(9) . . . . ? Se1 N11 C12 C16 -171.7(5) . . . . ? C18 N12 C14 C13 1.8(10) . . . . ? C17 N12 C14 C13 176.9(7) . . . . ? C18 N12 C14 C16 -176.9(6) . . . . ? C17 N12 C14 C16 -1.8(10) . . . . ? C15 C13 C14 N12 -178.9(6) . . . . ? C15 C13 C14 C16 -0.2(9) . . . . ? C14 C13 C15 N11 -0.5(11) . . . . ? C12 N11 C15 C13 0.6(10) . . . . ? Se1 N11 C15 C13 172.3(5) . . . . ? N11 C12 C16 C14 -0.7(10) . . . . ? N12 C14 C16 C12 179.5(6) . . . . ? C13 C14 C16 C12 0.7(9) . . . . ? N11 Se1 N21 C26 100.4(5) 2_655 . . . ? N11 Se1 N21 C26 -79.6(5) . . . . ? N21 Se1 N21 C26 -101(12) 2_655 . . . ? N11 Se1 N21 C22 -94.6(4) 2_655 . . . ? N11 Se1 N21 C22 85.4(4) . . . . ? N21 Se1 N21 C22 64(12) 2_655 . . . ? C26 N21 C22 C23 -0.2(9) . . . . ? Se1 N21 C22 C23 -165.8(5) . . . . ? N21 C22 C23 C24 1.8(9) . . . . ? C27 N22 C24 C25 0.4(11) . . . . ? C28 N22 C24 C25 -179.6(6) . . . . ? C27 N22 C24 C23 -179.7(7) . . . . ? C28 N22 C24 C23 0.3(10) . . . . ? C22 C23 C24 N22 176.7(6) . . . . ? C22 C23 C24 C25 -3.3(9) . . . . ? N22 C24 C25 C26 -176.6(6) . . . . ? C23 C24 C25 C26 3.5(9) . . . . ? C24 C25 C26 N21 -2.1(10) . . . . ? C22 N21 C26 C25 0.3(9) . . . . ? Se1 N21 C26 C25 165.8(5) . . . . ? N31 Se2 N31 C36 -24(58) 2_666 . . . ? N41 Se2 N31 C36 114.4(6) . . . . ? N41 Se2 N31 C36 -65.6(6) 2_666 . . . ? N31 Se2 N31 C32 152(58) 2_666 . . . ? N41 Se2 N31 C32 -69.5(6) . . . . ? N41 Se2 N31 C32 110.5(6) 2_666 . . . ? C36 N31 C32 C33 2.0(12) . . . . ? Se2 N31 C32 C33 -174.4(7) . . . . ? N31 C32 C33 C34 0.4(14) . . . . ? C38 N32 C34 C33 -168.3(8) . . . . ? C37 N32 C34 C33 -0.1(14) . . . . ? C38 N32 C34 C35 8.8(13) . . . . ? C37 N32 C34 C35 177.0(8) . . . . ? C32 C33 C34 N32 175.9(9) . . . . ? C32 C33 C34 C35 -1.5(12) . . . . ? N32 C34 C35 C36 -177.2(8) . . . . ? C33 C34 C35 C36 0.1(11) . . . . ? C34 C35 C36 N31 2.5(12) . . . . ? C32 N31 C36 C35 -3.5(11) . . . . ? Se2 N31 C36 C35 172.9(6) . . . . ? N31 Se2 N41 C42 -94.0(6) 2_666 . . . ? N31 Se2 N41 C42 86.0(6) . . . . ? N41 Se2 N41 C42 161(50) 2_666 . . . ? N31 Se2 N41 C46 86.6(6) 2_666 . . . ? N31 Se2 N41 C46 -93.4(6) . . . . ? N41 Se2 N41 C46 -18(50) 2_666 . . . ? C46 N41 C42 C43 0.5(11) . . . . ? Se2 N41 C42 C43 -178.9(6) . . . . ? N41 C42 C43 C44 0.6(12) . . . . ? C48 N42 C44 C45 -176.7(6) . . . . ? C47 N42 C44 C45 -5.1(10) . . . . ? C48 N42 C44 C43 3.0(10) . . . . ? C47 N42 C44 C43 174.6(6) . . . . ? C42 C43 C44 N42 178.6(7) . . . . ? C42 C43 C44 C45 -1.7(10) . . . . ? N42 C44 C45 C46 -178.3(7) . . . . ? C43 C44 C45 C46 1.9(9) . . . . ? C44 C45 C46 N41 -1.1(11) . . . . ? C42 N41 C46 C45 -0.2(11) . . . . ? Se2 N41 C46 C45 179.2(5) . . . . ? O2 S1 C51 F2 -51.4(7) . . . . ? O1 S1 C51 F2 70.4(7) . . . . ? O3 S1 C51 F2 -172.3(6) . . . . ? O2 S1 C51 F3 -174.0(6) . . . . ? O1 S1 C51 F3 -52.2(7) . . . . ? O3 S1 C51 F3 65.1(6) . . . . ? O2 S1 C51 F1 67.9(7) . . . . ? O1 S1 C51 F1 -170.4(6) . . . . ? O3 S1 C51 F1 -53.1(6) . . . . ? O4 S2 C61 F6 -49.3(8) . . . . ? O5 S2 C61 F6 167.3(7) . . . . ? O6 S2 C61 F6 54.4(8) . . . . ? O4 S2 C61 F5 -179.6(7) . . . . ? O5 S2 C61 F5 37.0(8) . . . . ? O6 S2 C61 F5 -75.9(8) . . . . ? O4 S2 C61 F4 69.4(8) . . . . ? O5 S2 C61 F4 -74.0(8) . . . . ? O6 S2 C61 F4 173.1(8) . . . . ? C91 Cl3B C91 Cl3 -162.9(18) 2_654 . . . ? Cl3B Cl3B C91 Cl3 -162.9(18) 2_654 . . . ? C91 Cl3B C91 Cl3B -0.001(2) 2_654 . . 2_654 ? _diffrn_measured_fraction_theta_max .990 _diffrn_reflns_theta_full 25.19 _diffrn_measured_fraction_theta_full .990 _refine_diff_density_max 1.352 _refine_diff_density_min -1.146 _refine_diff_density_rms .112